#------------------------------------------------------------------------------ #$Date: 2019-11-08 03:07:13 +0200 (Fri, 08 Nov 2019) $ #$Revision: 224975 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/05/81/7058164.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7058164 loop_ _publ_author_name 'Chen, Yuan' 'Fuyue, Liuting' 'Wang, Gangqiang' 'Wang, Hang' 'Lu, Chun' 'Guo, Haibing' 'St. Amant, Chiara' 'Sun, Shaofa' 'Xing, Yalan' _publ_section_title ; Synthesis of 1,2,4-oxadiazolidines via [3+2] cycloaddition of nitrones with carbodiimides ; _journal_issue 11 _journal_name_full 'New Journal of Chemistry' _journal_page_first 4329 _journal_paper_doi 10.1039/C9NJ00030E _journal_volume 43 _journal_year 2019 _chemical_formula_moiety '2(C22 H21 N3 O)' _chemical_formula_sum 'C44 H42 N6 O2' _chemical_formula_weight 686.83 _chemical_name_systematic 1 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2018-10-18 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2018-12-19 deposited with the CCDC. 2019-02-08 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.279(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.91010(10) _cell_length_b 25.8295(4) _cell_length_c 18.5500(3) _cell_measurement_reflns_used 14756 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 76.2100 _cell_measurement_theta_min 2.9150 _cell_volume 3789.98(10) _computing_cell_refinement 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_collection 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_reduction 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 293.0 _diffrn_detector 'CCD plate' _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w 43.00 68.00 0.50 2.00 -- 43.80 75.00 -37.00 50 2 \w 85.00 164.00 0.50 10.00 -- 111.75 75.00 -37.00 158 3 \w 120.00 162.00 0.50 10.00 -- 111.75 30.00 -90.00 84 4 \w 94.00 127.00 0.50 10.00 -- 111.75 -45.00 30.00 66 5 \w 91.00 126.00 0.50 10.00 -- 111.75 45.00 60.00 70 6 \w 88.00 156.00 0.50 10.00 -- 111.75 61.00 60.00 136 7 \w 109.00 172.00 0.50 10.00 -- 111.75 15.00 150.00 126 8 \w 79.00 105.00 0.50 10.00 -- 111.75 15.00 150.00 52 9 \w 68.00 102.00 0.50 10.00 -- 111.75 -30.00 150.00 68 10 \w 65.00 97.00 0.50 10.00 -- 111.75 -94.00 150.00 64 11 \w 31.00 153.00 0.50 10.00 -- 111.75 -15.00 150.00 244 12 \w 85.00 175.00 0.50 10.00 -- 111.75 77.00 -90.00 180 13 \w 88.00 113.00 0.50 10.00 -- 111.75 -30.00-120.00 50 14 \w 43.00 139.00 0.50 10.00 -- 111.75 -75.00-165.00 192 15 \w 53.00 121.00 0.50 10.00 -- 111.75-125.00-180.00 136 16 \w 36.00 62.00 0.50 10.00 -- 111.75 -30.00-120.00 52 17 \w -3.00 22.00 0.50 2.00 -- 43.80 -75.00-165.00 50 18 \w -72.00 28.00 0.50 2.00 -- -43.80 75.00 -37.00 200 19 \w -48.00 -23.00 0.50 10.00 -- -90.25 75.00 -37.00 50 20 \w -92.00 -16.00 0.50 10.00 -- -90.25 125.00 60.00 152 21 \w -116.00 -21.00 0.50 2.00 -- -43.80 -57.00 60.00 190 22 \w -96.00 -71.00 0.50 10.00 -- -90.25 -45.00 60.00 50 23 \w -114.00 -81.00 0.50 10.00 -- -90.25 -94.00 -60.00 66 24 \w -101.00 -17.00 0.50 2.00 -- -43.80 -75.00-165.00 168 25 \w 69.00 104.00 0.50 2.00 -- 43.80 178.00-120.00 70 26 \w 36.00 61.00 0.50 10.00 -- 111.75 -30.00 150.00 50 27 \w 43.00 79.00 0.50 10.00 -- 111.75 -45.00 30.00 72 28 \w -105.00 -79.00 0.50 10.00 -- -90.25 -75.00-165.00 52 29 \w -163.00-137.00 0.50 10.00 -- -90.25 -94.00 -60.00 52 30 \w -163.00-124.00 0.50 10.00 -- -90.25 -45.00 60.00 78 31 \w -149.00 -67.00 0.50 10.00 -- -90.25 -30.00 90.00 164 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0677011000 _diffrn_orient_matrix_UB_12 0.0209512000 _diffrn_orient_matrix_UB_13 -0.0723318000 _diffrn_orient_matrix_UB_21 -0.1344791000 _diffrn_orient_matrix_UB_22 -0.0431444000 _diffrn_orient_matrix_UB_23 -0.0016733000 _diffrn_orient_matrix_UB_31 -0.1235821000 _diffrn_orient_matrix_UB_32 0.0354348000 _diffrn_orient_matrix_UB_33 0.0407952000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_unetI/netI 0.0427 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 33415 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 67.078 _diffrn_reflns_theta_max 67.078 _diffrn_reflns_theta_min 2.933 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'PhotonJet (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.594 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.21828 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.204 _exptl_crystal_description block _exptl_crystal_F_000 1456 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.145 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.042 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 473 _refine_ls_number_reflns 6763 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.032 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0514 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0738P)^2^+0.6493P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1347 _refine_ls_wR_factor_ref 0.1468 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5441 _reflns_number_total 6763 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9nj00030e2.cif _cod_data_source_block fengchuanqi-cy-39 _cod_depositor_comments 'Adding full bibliography for 7058163--7058164.cif.' _cod_database_code 7058164 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'C O N H' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _reflns_odcompleteness_completeness 99.77 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Rigid bond restraints C32, C52 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01 3.a Ternary CH refined with riding coordinates: C35(H35), C9(H9) 3.b Aromatic/amide H refined with riding coordinates: C50(H50), C46(H46), C24(H24), C20(H20), C18(H18), C49(H49), C14(H14), C40(H40), C44(H44), C6(H6), C48(H48), C17(H17), C47(H47), C23(H23), C15(H15), C3(H3), C4(H4), C16(H16), C5(H5), C21(H21), C42(H42), C43(H43), C22(H22), C41(H41), C28(H28), C30(H30), C31(H31), C29(H29) 3.c Idealised Me refined as rotating group: C25(H25A,H25B,H25C), C51(H51A,H51B,H51C), C26(H26A,H26B,H26C), C52(H52A,H52B, H52C) ; _shelx_res_file ; TITL fengchuanqi-cy-39_a.res in P2(1)/c fengchuanqi-cy-39.res created by SHELXL-2018/3 at 20:28:49 on 18-Oct-2018 REM Old TITL FengChuanqi-CY-39 in P2(1)/c REM SHELXT solution in P2(1)/c REM R1 0.182, Rweak 0.061, Alpha 0.036, Orientation as input REM Formula found by SHELXT: C44 N6 O2 CELL 1.54184 7.9101 25.8295 18.55 90 90.279 90 ZERR 4 0.0001 0.0004 0.0003 0 0.002 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O UNIT 176 168 24 8 DELU C32 C52 L.S. 20 PLAN 11 TEMP 19.85 BOND $H LIST 6 fmap 2 acta SHEL 999 0.837 REM REM REM WGHT 0.073800 0.649300 FVAR 0.46668 O11 4 0.125032 0.343493 0.672868 11.00000 0.04501 0.05806 = 0.04718 0.00918 -0.00646 -0.00017 O37 4 0.611974 0.304542 0.140484 11.00000 0.04721 0.06564 = 0.05686 -0.00410 0.01388 -0.00484 N8 3 -0.084838 0.366364 0.599266 11.00000 0.04666 0.05147 = 0.04990 0.00463 -0.00799 0.00259 N10 3 0.003605 0.300760 0.673348 11.00000 0.04977 0.05764 = 0.04123 0.00914 0.00096 -0.00288 N34 3 0.385609 0.322350 0.206213 11.00000 0.04645 0.05910 = 0.04801 0.00179 0.01071 0.00006 N36 3 0.516483 0.256147 0.145495 11.00000 0.04576 0.06302 = 0.04065 -0.00443 0.00180 -0.00311 N7 3 0.115320 0.429269 0.637518 11.00000 0.06797 0.06013 = 0.06135 0.00788 -0.02445 -0.00604 N33 3 0.535360 0.390989 0.152799 11.00000 0.07867 0.06377 = 0.06680 0.00407 0.02620 -0.00199 C19 1 -0.013949 0.281350 0.543694 11.00000 0.04079 0.06237 = 0.04204 0.00386 -0.00401 0.00399 C39 1 0.264470 0.349350 0.247944 11.00000 0.04860 0.06373 = 0.03799 0.00627 0.00585 0.00710 C35 1 0.402810 0.265957 0.206985 11.00000 0.04013 0.05828 = 0.04286 -0.00438 0.00182 -0.00362 AFIX 13 H35 2 0.292457 0.250109 0.197282 11.00000 -1.20000 AFIX 0 C45 1 0.475438 0.243727 0.275620 11.00000 0.03862 0.05926 = 0.03932 -0.00310 0.00519 -0.00422 C9 1 -0.091492 0.310058 0.606599 11.00000 0.04103 0.05290 = 0.04372 0.00725 0.00157 0.00146 AFIX 13 H9 2 -0.209019 0.298987 0.612827 11.00000 -1.20000 AFIX 0 C12 1 0.054059 0.384189 0.636028 11.00000 0.04637 0.05380 = 0.04206 0.00578 -0.00337 0.00279 C13 1 -0.186136 0.393741 0.548676 11.00000 0.04567 0.05696 = 0.04342 0.00161 -0.00295 0.01058 C38 1 0.511407 0.343779 0.166086 11.00000 0.04932 0.06446 = 0.04293 -0.00108 0.00764 -0.00076 C50 1 0.567438 0.273027 0.324413 11.00000 0.05025 0.06100 = 0.04680 -0.00721 0.00167 -0.00559 AFIX 43 H50 2 0.578638 0.308532 0.317616 11.00000 -1.20000 AFIX 0 C1 1 0.255653 0.439800 0.683537 11.00000 0.06622 0.05100 = 0.05550 0.00752 -0.01681 -0.00432 C46 1 0.457171 0.191096 0.288084 11.00000 0.05622 0.06184 = 0.05226 -0.00211 -0.00052 -0.00924 AFIX 43 H46 2 0.394085 0.171136 0.256057 11.00000 -1.20000 AFIX 0 C24 1 0.082456 0.305981 0.491917 11.00000 0.05522 0.08156 = 0.04616 0.01177 0.00376 0.00737 AFIX 43 H24 2 0.096672 0.341697 0.493807 11.00000 -1.20000 AFIX 0 C20 1 -0.036729 0.228411 0.539144 11.00000 0.05245 0.06449 = 0.06997 -0.00632 -0.00207 -0.00073 AFIX 43 H20 2 -0.102352 0.211323 0.573130 11.00000 -1.20000 AFIX 0 C18 1 -0.161034 0.445572 0.533013 11.00000 0.05437 0.06177 = 0.06150 0.00960 -0.00821 0.00430 AFIX 43 H18 2 -0.075930 0.463993 0.556399 11.00000 -1.20000 AFIX 0 C49 1 0.642957 0.249348 0.383499 11.00000 0.05944 0.08425 = 0.04570 -0.01069 -0.00596 -0.00447 AFIX 43 H49 2 0.706470 0.269067 0.415664 11.00000 -1.20000 AFIX 0 C27 1 0.665893 0.405083 0.104501 11.00000 0.08166 0.05651 = 0.06746 0.00030 0.02643 -0.00728 C2 1 0.228265 0.459063 0.752710 11.00000 0.07149 0.06494 = 0.06407 -0.00490 -0.01054 -0.00058 C14 1 -0.314952 0.367512 0.513002 11.00000 0.06430 0.06122 = 0.06830 -0.00190 -0.02001 0.00619 AFIX 43 H14 2 -0.333764 0.332694 0.522898 11.00000 -1.20000 AFIX 0 C40 1 0.107003 0.327871 0.258171 11.00000 0.05332 0.07907 = 0.07169 0.00451 0.01457 0.00196 AFIX 43 H40 2 0.078983 0.296686 0.236088 11.00000 -1.20000 AFIX 0 C44 1 0.304170 0.395991 0.280630 11.00000 0.06701 0.07719 = 0.06768 -0.00911 0.01217 0.00188 AFIX 43 H44 2 0.410407 0.410685 0.274323 11.00000 -1.20000 AFIX 0 C6 1 0.419192 0.434779 0.658000 11.00000 0.06942 0.07665 = 0.05954 0.00491 -0.00669 -0.00027 AFIX 43 H6 2 0.436725 0.421822 0.611862 11.00000 -1.20000 AFIX 0 C48 1 0.624958 0.197152 0.394995 11.00000 0.06965 0.08385 = 0.04761 0.00679 -0.00282 0.00405 AFIX 43 H48 2 0.675769 0.181585 0.434776 11.00000 -1.20000 AFIX 0 C17 1 -0.262908 0.469927 0.482455 11.00000 0.06560 0.07010 = 0.07804 0.01965 -0.01080 0.01063 AFIX 43 H17 2 -0.245327 0.504753 0.472212 11.00000 -1.20000 AFIX 0 C47 1 0.531133 0.167969 0.347221 11.00000 0.07212 0.06471 = 0.06153 0.00942 0.00227 -0.00307 AFIX 43 H47 2 0.517739 0.132630 0.354914 11.00000 -1.20000 AFIX 0 C25 1 -0.100882 0.308710 0.737869 11.00000 0.06906 0.09204 = 0.04717 0.00866 0.01165 -0.00609 AFIX 137 H25A 2 -0.029930 0.308644 0.780003 11.00000 -1.50000 H25B 2 -0.182471 0.281325 0.741423 11.00000 -1.50000 H25C 2 -0.158381 0.341344 0.734253 11.00000 -1.50000 AFIX 0 C51 1 0.422470 0.251879 0.077786 11.00000 0.06735 0.09967 = 0.04283 -0.01098 -0.00562 -0.00159 AFIX 137 H51A 2 0.346344 0.280654 0.073256 11.00000 -1.50000 H51B 2 0.359199 0.220163 0.077443 11.00000 -1.50000 H51C 2 0.500079 0.252015 0.038160 11.00000 -1.50000 AFIX 0 C23 1 0.157337 0.277992 0.437709 11.00000 0.06706 0.13007 = 0.04393 0.00466 0.00821 0.01929 AFIX 43 H23 2 0.223042 0.294871 0.403551 11.00000 -1.20000 AFIX 0 C15 1 -0.415281 0.392637 0.463012 11.00000 0.06941 0.08148 = 0.07036 -0.00504 -0.02787 0.01135 AFIX 43 H15 2 -0.501591 0.374605 0.439843 11.00000 -1.20000 AFIX 0 C3 1 0.368956 0.473411 0.793168 11.00000 0.09362 0.07920 = 0.06567 -0.01352 -0.02113 -0.00179 AFIX 43 H3 2 0.353284 0.486706 0.839246 11.00000 -1.20000 AFIX 0 C4 1 0.530431 0.468553 0.767172 11.00000 0.07213 0.08179 = 0.08771 0.00321 -0.02981 -0.01299 AFIX 43 H4 2 0.622129 0.478774 0.795327 11.00000 -1.20000 AFIX 0 C16 1 -0.389495 0.443595 0.447135 11.00000 0.06881 0.08632 = 0.06786 0.00984 -0.01798 0.01987 AFIX 43 H16 2 -0.456527 0.460244 0.412951 11.00000 -1.20000 AFIX 0 C5 1 0.556096 0.448658 0.699815 11.00000 0.06353 0.09099 = 0.07853 0.00980 -0.01072 -0.00673 AFIX 43 H5 2 0.665290 0.444530 0.682366 11.00000 -1.20000 AFIX 0 C21 1 0.038550 0.200817 0.483744 11.00000 0.07064 0.08445 = 0.09666 -0.03608 -0.01591 0.01446 AFIX 43 H21 2 0.022805 0.165208 0.480562 11.00000 -1.20000 AFIX 0 C32 1 0.622738 0.421764 0.035796 11.00000 0.11191 0.06324 = 0.06985 0.00312 0.02592 0.00170 C42 1 0.028871 0.398965 0.333786 11.00000 0.08554 0.10278 = 0.07454 0.00530 0.03135 0.03342 AFIX 43 H42 2 -0.049824 0.415472 0.362935 11.00000 -1.20000 AFIX 0 C43 1 0.185220 0.420508 0.322582 11.00000 0.09706 0.08442 = 0.07513 -0.01400 0.02078 0.01662 AFIX 43 H43 2 0.211312 0.452198 0.343672 11.00000 -1.20000 AFIX 0 C22 1 0.136075 0.225770 0.433636 11.00000 0.06894 0.13979 = 0.05839 -0.03433 -0.00580 0.02842 AFIX 43 H22 2 0.187554 0.207057 0.396964 11.00000 -1.20000 AFIX 0 C41 1 -0.009237 0.352852 0.301393 11.00000 0.05791 0.10841 = 0.09099 0.00964 0.02743 0.00955 AFIX 43 H41 2 -0.115015 0.338051 0.308540 11.00000 -1.20000 AFIX 0 C28 1 0.832933 0.405962 0.126405 11.00000 0.08691 0.10229 = 0.09989 0.00238 0.02348 -0.01735 AFIX 43 H28 2 0.861317 0.395386 0.172834 11.00000 -1.20000 AFIX 0 C30 1 0.918572 0.438023 0.012457 11.00000 0.14509 0.08322 = 0.14433 -0.00273 0.08375 -0.03282 AFIX 43 H30 2 1.003199 0.448804 -0.018766 11.00000 -1.20000 AFIX 0 C31 1 0.753327 0.437853 -0.009569 11.00000 0.17978 0.07520 = 0.08437 0.01344 0.06183 0.00020 AFIX 43 H31 2 0.727016 0.448754 -0.056069 11.00000 -1.20000 AFIX 0 C26 1 0.052224 0.464037 0.781917 11.00000 0.08860 0.12828 = 0.08845 -0.02252 0.00009 0.00320 AFIX 137 H26A 2 -0.014260 0.485258 0.750134 11.00000 -1.50000 H26B 2 0.056627 0.479701 0.828821 11.00000 -1.50000 H26C 2 0.001801 0.430332 0.785464 11.00000 -1.50000 AFIX 0 C29 1 0.957918 0.422301 0.080350 11.00000 0.09993 0.11534 = 0.14443 -0.01491 0.05001 -0.03765 AFIX 43 H29 2 1.069937 0.422579 0.095804 11.00000 -1.20000 AFIX 0 C52 1 0.442761 0.422107 0.011547 11.00000 0.14604 0.13138 = 0.08268 0.01226 0.00521 0.02676 AFIX 137 H52A 2 0.402657 0.387150 0.007386 11.00000 -1.50000 H52B 2 0.434284 0.438958 -0.034455 11.00000 -1.50000 H52C 2 0.375457 0.440433 0.046098 11.00000 -1.50000 AFIX 0 HKLF 4 REM fengchuanqi-cy-39_a.res in P2(1)/c REM wR2 = 0.1468, GooF = S = 1.031, Restrained GooF = 1.032 for all data REM R1 = 0.0514 for 5441 Fo > 4sig(Fo) and 0.0632 for all 6763 data REM 473 parameters refined using 1 restraints END WGHT 0.0738 0.6493 REM Highest difference peak 0.145, deepest hole -0.233, 1-sigma level 0.042 Q1 1 0.2087 0.3331 0.2811 11.00000 0.05 0.15 Q2 1 0.7008 0.3074 0.0985 11.00000 0.05 0.14 Q3 1 0.8172 0.4476 -0.0127 11.00000 0.05 0.14 Q4 1 0.7501 0.4221 0.8220 11.00000 0.05 0.13 Q5 1 0.3504 0.4265 0.0462 11.00000 0.05 0.13 Q6 1 -0.3668 0.3375 0.5571 11.00000 0.05 0.13 Q7 1 0.2096 0.3318 0.6216 11.00000 0.05 0.13 Q8 1 0.2817 0.4761 0.8412 11.00000 0.05 0.13 Q9 1 0.2617 0.2491 0.0883 11.00000 0.05 0.13 Q10 1 0.3154 0.3365 0.2275 11.00000 0.05 0.13 Q11 1 0.2390 0.2688 0.2356 11.00000 0.05 0.12 ; _shelx_res_checksum 41997 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 3.578 _oxdiff_exptl_absorpt_empirical_full_min 0.303 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp O11 O 0.12503(13) 0.34349(4) 0.67287(6) 0.0501(3) Uani 1 1 d . . O37 O 0.61197(14) 0.30454(5) 0.14048(7) 0.0565(3) Uani 1 1 d . . N8 N -0.08484(17) 0.36636(5) 0.59927(8) 0.0494(3) Uani 1 1 d . . N10 N 0.00360(17) 0.30076(5) 0.67335(7) 0.0495(3) Uani 1 1 d . . N34 N 0.38561(17) 0.32235(6) 0.20621(8) 0.0512(3) Uani 1 1 d . . N36 N 0.51648(16) 0.25615(6) 0.14549(7) 0.0498(3) Uani 1 1 d . . N7 N 0.1153(2) 0.42927(6) 0.63752(9) 0.0632(4) Uani 1 1 d . . N33 N 0.5354(2) 0.39099(6) 0.15280(10) 0.0697(5) Uani 1 1 d . . C19 C -0.01395(19) 0.28135(7) 0.54369(9) 0.0484(4) Uani 1 1 d . . C39 C 0.2645(2) 0.34935(7) 0.24794(9) 0.0501(4) Uani 1 1 d . . C35 C 0.40281(19) 0.26596(7) 0.20699(9) 0.0471(4) Uani 1 1 d . . H35 H 0.292457 0.250109 0.197282 0.057 Uiso 1 1 calc R . C45 C 0.47544(18) 0.24373(6) 0.27562(9) 0.0457(4) Uani 1 1 d . . C9 C -0.09149(19) 0.31006(6) 0.60660(9) 0.0459(4) Uani 1 1 d . . H9 H -0.209019 0.298987 0.612827 0.055 Uiso 1 1 calc R . C12 C 0.0541(2) 0.38419(6) 0.63603(9) 0.0474(4) Uani 1 1 d . . C13 C -0.1861(2) 0.39374(6) 0.54868(9) 0.0487(4) Uani 1 1 d . . C38 C 0.5114(2) 0.34378(7) 0.16609(9) 0.0522(4) Uani 1 1 d . . C50 C 0.5674(2) 0.27303(7) 0.32441(9) 0.0527(4) Uani 1 1 d . . H50 H 0.578638 0.308532 0.317616 0.063 Uiso 1 1 calc R . C1 C 0.2557(2) 0.43980(7) 0.68354(10) 0.0576(4) Uani 1 1 d . . C46 C 0.4572(2) 0.19110(7) 0.28808(10) 0.0568(4) Uani 1 1 d . . H46 H 0.394085 0.171136 0.256057 0.068 Uiso 1 1 calc R . C24 C 0.0825(2) 0.30598(8) 0.49192(10) 0.0610(5) Uani 1 1 d . . H24 H 0.096672 0.341697 0.493807 0.073 Uiso 1 1 calc R . C20 C -0.0367(2) 0.22841(8) 0.53914(12) 0.0623(5) Uani 1 1 d . . H20 H -0.102352 0.211323 0.573130 0.075 Uiso 1 1 calc R . C18 C -0.1610(2) 0.44557(7) 0.53301(11) 0.0592(4) Uani 1 1 d . . H18 H -0.075930 0.463993 0.556399 0.071 Uiso 1 1 calc R . C49 C 0.6430(2) 0.24935(8) 0.38350(10) 0.0631(5) Uani 1 1 d . . H49 H 0.706470 0.269067 0.415664 0.076 Uiso 1 1 calc R . C27 C 0.6659(3) 0.40508(8) 0.10450(12) 0.0685(5) Uani 1 1 d . . C2 C 0.2283(3) 0.45906(8) 0.75271(12) 0.0669(5) Uani 1 1 d . . C14 C -0.3150(2) 0.36751(8) 0.51300(11) 0.0647(5) Uani 1 1 d . . H14 H -0.333764 0.332694 0.522898 0.078 Uiso 1 1 calc R . C40 C 0.1070(2) 0.32787(9) 0.25817(12) 0.0680(5) Uani 1 1 d . . H40 H 0.078983 0.296686 0.236088 0.082 Uiso 1 1 calc R . C44 C 0.3042(3) 0.39599(9) 0.28063(12) 0.0706(5) Uani 1 1 d . . H44 H 0.410407 0.410685 0.274323 0.085 Uiso 1 1 calc R . C6 C 0.4192(3) 0.43478(8) 0.65800(12) 0.0686(5) Uani 1 1 d . . H6 H 0.436725 0.421822 0.611862 0.082 Uiso 1 1 calc R . C48 C 0.6250(3) 0.19715(9) 0.39499(11) 0.0670(5) Uani 1 1 d . . H48 H 0.675769 0.181585 0.434776 0.080 Uiso 1 1 calc R . C17 C -0.2629(3) 0.46993(9) 0.48245(12) 0.0713(5) Uani 1 1 d . . H17 H -0.245327 0.504753 0.472212 0.086 Uiso 1 1 calc R . C47 C 0.5311(3) 0.16797(8) 0.34722(11) 0.0661(5) Uani 1 1 d . . H47 H 0.517739 0.132630 0.354914 0.079 Uiso 1 1 calc R . C25 C -0.1009(3) 0.30871(9) 0.73787(11) 0.0694(5) Uani 1 1 d . . H25A H -0.029930 0.308644 0.780003 0.104 Uiso 1 1 calc GR . H25B H -0.182471 0.281325 0.741423 0.104 Uiso 1 1 calc GR . H25C H -0.158381 0.341344 0.734253 0.104 Uiso 1 1 calc GR . C51 C 0.4225(3) 0.25188(10) 0.07779(11) 0.0700(5) Uani 1 1 d . . H51A H 0.346344 0.280654 0.073256 0.105 Uiso 1 1 calc GR . H51B H 0.359199 0.220163 0.077443 0.105 Uiso 1 1 calc GR . H51C H 0.500079 0.252015 0.038160 0.105 Uiso 1 1 calc GR . C23 C 0.1573(3) 0.27799(12) 0.43771(11) 0.0803(7) Uani 1 1 d . . H23 H 0.223042 0.294871 0.403551 0.096 Uiso 1 1 calc R . C15 C -0.4153(3) 0.39264(9) 0.46301(12) 0.0738(6) Uani 1 1 d . . H15 H -0.501591 0.374605 0.439843 0.089 Uiso 1 1 calc R . C3 C 0.3690(3) 0.47341(9) 0.79317(13) 0.0796(6) Uani 1 1 d . . H3 H 0.353284 0.486706 0.839246 0.095 Uiso 1 1 calc R . C4 C 0.5304(3) 0.46855(9) 0.76717(14) 0.0806(6) Uani 1 1 d . . H4 H 0.622129 0.478774 0.795327 0.097 Uiso 1 1 calc R . C16 C -0.3895(3) 0.44359(9) 0.44713(12) 0.0744(6) Uani 1 1 d . . H16 H -0.456527 0.460244 0.412951 0.089 Uiso 1 1 calc R . C5 C 0.5561(3) 0.44866(10) 0.69981(14) 0.0777(6) Uani 1 1 d . . H5 H 0.665290 0.444530 0.682366 0.093 Uiso 1 1 calc R . C21 C 0.0385(3) 0.20082(10) 0.48374(15) 0.0840(7) Uani 1 1 d . . H21 H 0.022805 0.165208 0.480562 0.101 Uiso 1 1 calc R . C32 C 0.6227(4) 0.42176(9) 0.03580(13) 0.0816(7) Uani 1 1 d . U C42 C 0.0289(3) 0.39897(11) 0.33379(13) 0.0875(8) Uani 1 1 d . . H42 H -0.049824 0.415472 0.362935 0.105 Uiso 1 1 calc R . C43 C 0.1852(3) 0.42051(10) 0.32258(14) 0.0855(7) Uani 1 1 d . . H43 H 0.211312 0.452198 0.343672 0.103 Uiso 1 1 calc R . C22 C 0.1361(3) 0.22577(13) 0.43364(13) 0.0891(8) Uani 1 1 d . . H22 H 0.187554 0.207057 0.396964 0.107 Uiso 1 1 calc R . C41 C -0.0092(3) 0.35285(11) 0.30139(15) 0.0857(7) Uani 1 1 d . . H41 H -0.115015 0.338051 0.308540 0.103 Uiso 1 1 calc R . C28 C 0.8329(3) 0.40596(11) 0.12641(17) 0.0963(8) Uani 1 1 d . . H28 H 0.861317 0.395386 0.172834 0.116 Uiso 1 1 calc R . C30 C 0.9186(6) 0.43802(12) 0.0125(2) 0.1239(14) Uani 1 1 d . . H30 H 1.003199 0.448804 -0.018766 0.149 Uiso 1 1 calc R . C31 C 0.7533(6) 0.43785(11) -0.00957(17) 0.1129(12) Uani 1 1 d . . H31 H 0.727016 0.448754 -0.056069 0.136 Uiso 1 1 calc R . C26 C 0.0522(3) 0.46404(13) 0.78192(16) 0.1018(9) Uani 1 1 d . . H26A H -0.014260 0.485258 0.750134 0.153 Uiso 1 1 calc GR . H26B H 0.056627 0.479701 0.828821 0.153 Uiso 1 1 calc GR . H26C H 0.001801 0.430332 0.785464 0.153 Uiso 1 1 calc GR . C29 C 0.9579(4) 0.42230(13) 0.0803(2) 0.1197(12) Uani 1 1 d . . H29 H 1.069937 0.422579 0.095804 0.144 Uiso 1 1 calc R . C52 C 0.4428(5) 0.42211(15) 0.01155(18) 0.1200(11) Uani 1 1 d . U H52A H 0.402657 0.387150 0.007386 0.180 Uiso 1 1 calc GR . H52B H 0.434284 0.438958 -0.034455 0.180 Uiso 1 1 calc GR . H52C H 0.375457 0.440433 0.046098 0.180 Uiso 1 1 calc GR . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O11 0.0450(6) 0.0581(6) 0.0472(6) 0.0092(5) -0.0065(5) -0.0002(5) O37 0.0472(6) 0.0656(7) 0.0569(7) -0.0041(6) 0.0139(5) -0.0048(5) N8 0.0467(7) 0.0515(7) 0.0499(8) 0.0046(6) -0.0080(6) 0.0026(6) N10 0.0498(7) 0.0576(8) 0.0412(8) 0.0091(6) 0.0010(6) -0.0029(6) N34 0.0465(7) 0.0591(8) 0.0480(8) 0.0018(6) 0.0107(6) 0.0001(6) N36 0.0458(7) 0.0630(8) 0.0407(8) -0.0044(6) 0.0018(6) -0.0031(6) N7 0.0680(10) 0.0601(9) 0.0614(10) 0.0079(7) -0.0244(8) -0.0060(7) N33 0.0787(11) 0.0638(10) 0.0668(11) 0.0041(8) 0.0262(9) -0.0020(8) C19 0.0408(8) 0.0624(10) 0.0420(9) 0.0039(7) -0.0040(7) 0.0040(7) C39 0.0486(9) 0.0637(10) 0.0380(8) 0.0063(7) 0.0058(7) 0.0071(7) C35 0.0401(8) 0.0583(9) 0.0429(9) -0.0044(7) 0.0018(7) -0.0036(6) C45 0.0386(7) 0.0593(9) 0.0393(9) -0.0031(7) 0.0052(6) -0.0042(6) C9 0.0410(8) 0.0529(9) 0.0437(9) 0.0072(7) 0.0016(7) 0.0015(6) C12 0.0464(8) 0.0538(9) 0.0421(9) 0.0058(7) -0.0034(7) 0.0028(7) C13 0.0457(8) 0.0570(9) 0.0434(9) 0.0016(7) -0.0030(7) 0.0106(7) C38 0.0493(9) 0.0645(10) 0.0429(9) -0.0011(7) 0.0076(7) -0.0008(7) C50 0.0503(9) 0.0610(10) 0.0468(10) -0.0072(8) 0.0017(7) -0.0056(7) C1 0.0662(11) 0.0510(9) 0.0555(11) 0.0075(8) -0.0168(9) -0.0043(8) C46 0.0562(10) 0.0618(10) 0.0523(10) -0.0021(8) -0.0005(8) -0.0092(8) C24 0.0552(10) 0.0816(12) 0.0462(10) 0.0118(9) 0.0038(8) 0.0074(8) C20 0.0525(10) 0.0645(11) 0.0700(13) -0.0063(9) -0.0021(9) -0.0007(8) C18 0.0544(10) 0.0618(10) 0.0615(11) 0.0096(8) -0.0082(8) 0.0043(8) C49 0.0594(10) 0.0842(13) 0.0457(10) -0.0107(9) -0.0060(8) -0.0045(9) C27 0.0817(14) 0.0565(10) 0.0675(13) 0.0003(9) 0.0264(11) -0.0073(9) C2 0.0715(12) 0.0649(11) 0.0641(12) -0.0049(9) -0.0105(10) -0.0006(9) C14 0.0643(11) 0.0612(11) 0.0683(12) -0.0019(9) -0.0200(9) 0.0062(8) C40 0.0533(10) 0.0791(13) 0.0717(13) 0.0045(10) 0.0146(9) 0.0020(9) C44 0.0670(12) 0.0772(13) 0.0677(13) -0.0091(10) 0.0122(10) 0.0019(10) C6 0.0694(12) 0.0766(13) 0.0595(12) 0.0049(10) -0.0067(10) -0.0003(10) C48 0.0696(12) 0.0839(14) 0.0476(11) 0.0068(9) -0.0028(9) 0.0040(10) C17 0.0656(12) 0.0701(12) 0.0780(14) 0.0197(10) -0.0108(10) 0.0106(9) C47 0.0721(12) 0.0647(11) 0.0615(12) 0.0094(9) 0.0023(10) -0.0031(9) C25 0.0691(12) 0.0920(14) 0.0472(11) 0.0087(10) 0.0116(9) -0.0061(10) C51 0.0674(12) 0.0997(15) 0.0428(10) -0.0110(10) -0.0056(9) -0.0016(10) C23 0.0671(13) 0.130(2) 0.0439(11) 0.0047(12) 0.0082(9) 0.0193(13) C15 0.0694(12) 0.0815(14) 0.0704(14) -0.0050(11) -0.0279(10) 0.0114(10) C3 0.0936(16) 0.0792(14) 0.0657(13) -0.0135(11) -0.0211(12) -0.0018(12) C4 0.0721(14) 0.0818(14) 0.0877(17) 0.0032(12) -0.0298(12) -0.0130(11) C16 0.0688(12) 0.0863(15) 0.0679(13) 0.0098(11) -0.0180(10) 0.0199(11) C5 0.0635(12) 0.0910(15) 0.0785(16) 0.0098(12) -0.0107(11) -0.0067(10) C21 0.0706(13) 0.0844(15) 0.0967(18) -0.0361(13) -0.0159(13) 0.0145(11) C32 0.1119(18) 0.0632(12) 0.0699(14) 0.0031(10) 0.0259(13) 0.0017(11) C42 0.0855(16) 0.1028(18) 0.0745(15) 0.0053(13) 0.0313(13) 0.0334(14) C43 0.0971(17) 0.0844(15) 0.0751(15) -0.0140(12) 0.0208(13) 0.0166(13) C22 0.0689(14) 0.140(2) 0.0584(14) -0.0343(15) -0.0058(11) 0.0284(14) C41 0.0579(12) 0.1084(19) 0.0910(17) 0.0096(15) 0.0274(12) 0.0095(12) C28 0.0869(17) 0.1023(18) 0.100(2) 0.0024(15) 0.0235(15) -0.0173(14) C30 0.145(3) 0.0832(18) 0.144(3) -0.0027(19) 0.084(3) -0.0328(19) C31 0.180(3) 0.0752(16) 0.0844(19) 0.0134(13) 0.062(2) 0.0002(18) C26 0.0886(17) 0.128(2) 0.0885(19) -0.0225(17) 0.0001(14) 0.0032(15) C29 0.100(2) 0.115(2) 0.144(3) -0.015(2) 0.050(2) -0.0376(17) C52 0.146(3) 0.131(3) 0.083(2) 0.0123(18) 0.0052(19) 0.027(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C12 O11 N10 108.29(12) C38 O37 N36 107.94(11) C12 N8 C9 108.49(13) C12 N8 C13 127.61(14) C13 N8 C9 122.46(14) O11 N10 C9 101.86(11) O11 N10 C25 105.72(14) C9 N10 C25 112.10(14) C39 N34 C35 123.18(13) C38 N34 C39 126.54(15) C38 N34 C35 109.97(13) O37 N36 C35 102.63(12) C51 N36 O37 105.70(14) C51 N36 C35 111.56(13) C12 N7 C1 119.21(15) C38 N33 C27 118.90(16) C24 C19 C9 122.41(16) C20 C19 C9 118.57(15) C20 C19 C24 118.99(17) C40 C39 N34 119.40(17) C40 C39 C44 119.58(17) C44 C39 N34 120.98(16) N34 C35 N36 102.71(12) N34 C35 H35 109.4 N34 C35 C45 114.99(13) N36 C35 H35 109.4 N36 C35 C45 110.84(13) C45 C35 H35 109.4 C50 C45 C35 122.75(15) C50 C45 C46 118.81(16) C46 C45 C35 118.33(15) N8 C9 N10 102.89(13) N8 C9 C19 113.61(13) N8 C9 H9 109.6 N10 C9 C19 111.26(13) N10 C9 H9 109.6 C19 C9 H9 109.6 N8 C12 O11 108.40(14) N7 C12 O11 122.68(15) N7 C12 N8 128.92(15) C18 C13 N8 122.64(16) C18 C13 C14 118.52(16) C14 C13 N8 118.85(16) N34 C38 O37 108.34(15) N33 C38 O37 123.97(15) N33 C38 N34 127.69(16) C45 C50 H50 120.0 C45 C50 C49 119.90(17) C49 C50 H50 120.0 C2 C1 N7 119.74(18) C6 C1 N7 120.24(18) C6 C1 C2 119.83(18) C45 C46 H46 119.5 C47 C46 C45 120.93(17) C47 C46 H46 119.5 C19 C24 H24 119.8 C23 C24 C19 120.4(2) C23 C24 H24 119.8 C19 C20 H20 120.1 C19 C20 C21 119.8(2) C21 C20 H20 120.1 C13 C18 H18 120.1 C13 C18 C17 119.86(19) C17 C18 H18 120.1 C50 C49 H49 119.6 C48 C49 C50 120.73(18) C48 C49 H49 119.6 C32 C27 N33 118.9(2) C28 C27 N33 121.1(2) C28 C27 C32 119.8(2) C1 C2 C26 120.7(2) C3 C2 C1 117.7(2) C3 C2 C26 121.6(2) C13 C14 H14 119.7 C15 C14 C13 120.60(19) C15 C14 H14 119.7 C39 C40 H40 120.1 C39 C40 C41 119.8(2) C41 C40 H40 120.1 C39 C44 H44 120.2 C43 C44 C39 119.6(2) C43 C44 H44 120.2 C1 C6 H6 119.5 C5 C6 C1 121.1(2) C5 C6 H6 119.5 C49 C48 H48 120.2 C49 C48 C47 119.57(19) C47 C48 H48 120.2 C18 C17 H17 119.4 C16 C17 C18 121.2(2) C16 C17 H17 119.4 C46 C47 C48 120.04(19) C46 C47 H47 120.0 C48 C47 H47 120.0 N10 C25 H25A 109.5 N10 C25 H25B 109.5 N10 C25 H25C 109.5 H25A C25 H25B 109.5 H25A C25 H25C 109.5 H25B C25 H25C 109.5 N36 C51 H51A 109.5 N36 C51 H51B 109.5 N36 C51 H51C 109.5 H51A C51 H51B 109.5 H51A C51 H51C 109.5 H51B C51 H51C 109.5 C24 C23 H23 119.7 C22 C23 C24 120.5(2) C22 C23 H23 119.7 C14 C15 H15 119.6 C16 C15 C14 120.8(2) C16 C15 H15 119.6 C2 C3 H3 119.0 C4 C3 C2 122.0(2) C4 C3 H3 119.0 C3 C4 H4 120.1 C5 C4 C3 119.9(2) C5 C4 H4 120.1 C17 C16 H16 120.5 C15 C16 C17 118.94(19) C15 C16 H16 120.5 C6 C5 H5 120.2 C4 C5 C6 119.5(2) C4 C5 H5 120.2 C20 C21 H21 119.8 C22 C21 C20 120.4(2) C22 C21 H21 119.8 C27 C32 C31 117.8(3) C27 C32 C52 120.6(2) C31 C32 C52 121.6(3) C43 C42 H42 120.5 C41 C42 H42 120.5 C41 C42 C43 118.91(19) C44 C43 H43 119.4 C42 C43 C44 121.2(2) C42 C43 H43 119.4 C23 C22 C21 119.8(2) C23 C22 H22 120.1 C21 C22 H22 120.1 C40 C41 H41 119.5 C42 C41 C40 121.0(2) C42 C41 H41 119.5 C27 C28 H28 119.6 C29 C28 C27 120.8(3) C29 C28 H28 119.6 C31 C30 H30 120.3 C29 C30 H30 120.3 C29 C30 C31 119.4(3) C32 C31 H31 119.0 C30 C31 C32 121.9(3) C30 C31 H31 119.0 C2 C26 H26A 109.5 C2 C26 H26B 109.5 C2 C26 H26C 109.5 H26A C26 H26B 109.5 H26A C26 H26C 109.5 H26B C26 H26C 109.5 C28 C29 H29 119.8 C30 C29 C28 120.4(4) C30 C29 H29 119.8 C32 C52 H52A 109.5 C32 C52 H52B 109.5 C32 C52 H52C 109.5 H52A C52 H52B 109.5 H52A C52 H52C 109.5 H52B C52 H52C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O11 N10 1.4632(18) O11 C12 1.3723(19) O37 N36 1.4637(18) O37 C38 1.374(2) N8 C9 1.462(2) N8 C12 1.370(2) N8 C13 1.420(2) N10 C9 1.465(2) N10 C25 1.472(2) N34 C39 1.418(2) N34 C35 1.463(2) N34 C38 1.363(2) N36 C35 1.478(2) N36 C51 1.461(2) N7 C12 1.261(2) N7 C1 1.423(2) N33 C38 1.259(2) N33 C27 1.418(2) C19 C9 1.515(2) C19 C24 1.384(2) C19 C20 1.382(3) C39 C40 1.378(3) C39 C44 1.384(3) C35 H35 0.9800 C35 C45 1.508(2) C45 C50 1.384(2) C45 C46 1.387(2) C9 H9 0.9800 C13 C18 1.384(3) C13 C14 1.389(3) C50 H50 0.9300 C50 C49 1.388(3) C1 C2 1.394(3) C1 C6 1.386(3) C46 H46 0.9300 C46 C47 1.377(3) C24 H24 0.9300 C24 C23 1.375(3) C20 H20 0.9300 C20 C21 1.387(3) C18 H18 0.9300 C18 C17 1.385(3) C49 H49 0.9300 C49 C48 1.372(3) C27 C32 1.386(3) C27 C28 1.381(4) C2 C3 1.390(3) C2 C26 1.502(3) C14 H14 0.9300 C14 C15 1.380(3) C40 H40 0.9300 C40 C41 1.383(3) C44 H44 0.9300 C44 C43 1.378(3) C6 H6 0.9300 C6 C5 1.376(3) C48 H48 0.9300 C48 C47 1.378(3) C17 H17 0.9300 C17 C16 1.374(3) C47 H47 0.9300 C25 H25A 0.9600 C25 H25B 0.9600 C25 H25C 0.9600 C51 H51A 0.9600 C51 H51B 0.9600 C51 H51C 0.9600 C23 H23 0.9300 C23 C22 1.361(4) C15 H15 0.9300 C15 C16 1.364(3) C3 H3 0.9300 C3 C4 1.373(3) C4 H4 0.9300 C4 C5 1.367(4) C16 H16 0.9300 C5 H5 0.9300 C21 H21 0.9300 C21 C22 1.372(4) C32 C31 1.399(4) C32 C52 1.491(4) C42 H42 0.9300 C42 C43 1.373(4) C42 C41 1.367(4) C43 H43 0.9300 C22 H22 0.9300 C41 H41 0.9300 C28 H28 0.9300 C28 C29 1.376(4) C30 H30 0.9300 C30 C31 1.368(5) C30 C29 1.358(6) C31 H31 0.9300 C26 H26A 0.9600 C26 H26B 0.9600 C26 H26C 0.9600 C29 H29 0.9300 C52 H52A 0.9600 C52 H52B 0.9600 C52 H52C 0.9600