#------------------------------------------------------------------------------ #$Date: 2024-07-05 17:58:42 +0300 (Fri, 05 Jul 2024) $ #$Revision: 292892 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571736.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_1571736 loop_ _publ_author_name 'Giri, Indrajit' 'Chhetri, Shant' 'John P, Jesslyn' 'Mondal, Madalasa' 'Dey, Arka Bikash' 'Vijayaraghavan, Ratheesh K.' _publ_section_title ; Engineered solid-state aggregates in brickwork stacks of n-type organic semiconductors: a way to achieve high electron mobility. ; _journal_issue 25 _journal_name_full 'Chemical science' _journal_page_first 9630 _journal_page_last 9640 _journal_paper_doi 10.1039/d4sc02339k _journal_volume 15 _journal_year 2024 _chemical_formula_moiety 'C30 H38 N2 O4' _chemical_formula_sum 'C30 H38 N2 O4' _chemical_formula_weight 490.62 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2024-04-07 _audit_creation_method ; Olex2 1.5 (compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498) ; _audit_update_record ; 2024-04-09 deposited with the CCDC. 2024-05-20 downloaded from the CCDC. ; _cell_angle_alpha 93.50(5) _cell_angle_beta 92.90(4) _cell_angle_gamma 93.65(5) _cell_formula_units_Z 1 _cell_length_a 5.088(8) _cell_length_b 7.898(12) _cell_length_c 17.03(2) _cell_measurement_reflns_used 952 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 36.282 _cell_measurement_theta_min 5.178 _cell_volume 680.7(17) _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 100.00 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device_type 'Bruker D8 QUEST''Four-circle Kappa diffractometer' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0717 _diffrn_reflns_av_unetI/netI 0.1144 _diffrn_reflns_Laue_measured_fraction_full 0.990 _diffrn_reflns_Laue_measured_fraction_max 0.990 _diffrn_reflns_number 952 _diffrn_reflns_point_group_measured_fraction_full 0.990 _diffrn_reflns_point_group_measured_fraction_max 0.990 _diffrn_reflns_theta_full 18.141 _diffrn_reflns_theta_max 18.141 _diffrn_reflns_theta_min 2.589 _exptl_absorpt_coefficient_mu 0.079 _exptl_crystal_density_diffrn 1.197 _exptl_crystal_description Plate _exptl_crystal_F_000 264 _exptl_crystal_size_max 0.134 _exptl_crystal_size_mid 0.098 _exptl_crystal_size_min 0.034 _refine_diff_density_max 0.497 _refine_diff_density_min -0.573 _refine_diff_density_rms 0.157 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.668 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 165 _refine_ls_number_reflns 952 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.668 _refine_ls_R_factor_all 0.2081 _refine_ls_R_factor_gt 0.1776 _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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.3906 _refine_ls_wR_factor_ref 0.4118 _reflns_Friedel_coverage 0.000 _reflns_number_gt 775 _reflns_number_total 952 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02339k2.cif _cod_data_source_block scxrd_b _cod_depositor_comments 'Adding full bibliography for 1571735--1571737.cif.' _cod_original_cell_volume 680.8(17) _cod_database_code 1571736 _shelx_shelxl_version_number 2018/3 _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. ; _olex2_refinement_description ; 1. Others Fixed Uiso: H007(0.062) H009(0.093) H00B(0.072) H00A(0.124) H00C(0.124) H00D(0.085) H00E(0.085) H00F(0.14) H00G(0.14) H00H(0.177) H00I(0.177) H00J(0.27) H00K(0.27) H00L(0.326) H00M(0.326) H00N(0.326) H00O(0.379) H00P(0.379) H00Q(0.379) Fixed X: H007(-0.009302) H009(0.702237) H00B(0.08343) H00A(0.337266) H00C(0.527442) H00D(0.155865) H00E(0.352237) H00F(0.693577) H00G(0.883212) H00H(0.311862) H00I(0.603988) H00J(0.500237) H00K(0.682152) H00L(0.548674) H00M(0.774144) H00N(0.48733) H00O(0.984968) H00P(0.77407) H00Q(0.969782) Fixed Y: H007(-0.120007) H009(0.507278) H00B(-0.343645) H00A(0.35679) H00C(0.256408) H00D(0.468204) H00E(0.589309) H00F(0.470647) H00G(0.368204) H00H(0.685388) H00I(0.679092) H00J(0.220808) H00K(0.116526) H00L(0.8063) H00M(0.857039) H00N(0.926953) H00O(0.121687) H00P(0.185582) H00Q(0.320643) Fixed Z: H007(0.115121) H009(0.241378) H00B(0.027705) H00A(0.336725) H00C(0.282025) H00D(0.208455) H00E(0.163267) H00F(0.412989) H00G(0.358325) H00H(0.31776) H00I(0.355604) H00J(0.449497) H00K(0.393445) H00L(0.205523) H00M(0.273313) H00N(0.280382) H00O(0.480511) H00P(0.540336) H00Q(0.502401) ; _shelx_res_file ; TITL scxrd_b_a.res in P-1 scxrd_b.res created by SHELXL-2018/3 at 14:40:31 on 07-Apr-2024 REM Old TITL SCXRD_b.res in P1 REM SHELXT solution in P-1: R1 0.281, Rweak 0.035, Alpha 0.146 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C13 N3 O2 CELL 0.71073 5.0879 7.8982 17.0335 93.501 92.896 93.647 ZERR 1 0.0075 0.0115 0.0247 0.046 0.043 0.047 LATT 1 SFAC C H N O UNIT 30 38 2 4 L.S. 10 PLAN 5 TEMP -173.15 CONF list 4 MORE -1 fmap 2 acta BOND $H REM REM REM WGHT 0.200000 FVAR 1.08823 O001 4 0.712451 0.501346 0.084213 11.00000 0.06921 0.05021 = 0.07714 0.00549 0.01091 -0.03289 O002 4 0.042745 0.181003 0.182030 11.00000 0.05175 0.10850 = 0.08175 -0.00681 0.02724 -0.01351 N003 3 0.385021 0.340399 0.135932 11.00000 0.04323 0.04196 = 0.06620 -0.01608 -0.00135 -0.00602 C004 1 0.588030 0.369650 0.083456 11.00000 0.03657 0.08098 = 0.04409 0.00428 0.00609 0.00418 C2 1 0.630523 0.224157 0.027044 11.00000 0.04079 0.06189 = 0.04036 0.00869 0.02360 -0.01145 C1 1 0.278427 0.045574 0.080979 11.00000 0.03901 0.05837 = 0.05282 0.00596 -0.00669 -0.01522 C007 1 0.128535 -0.105811 0.080016 11.00000 0.02226 0.06800 = 0.06445 0.01554 -0.00017 -0.00837 AFIX 43 H007 2 -0.009302 -0.120007 0.115121 11.00000 -1.20000 AFIX 0 C008 1 0.479410 0.069991 0.028738 11.00000 0.04240 0.07111 = 0.04100 0.01513 -0.01193 -0.01057 C009 1 0.521308 0.502951 0.261845 11.00000 0.09431 0.08634 = 0.04872 -0.01043 -0.00157 -0.00367 AFIX 13 H009 2 0.702237 0.507278 0.241378 11.00000 -1.20000 AFIX 0 C00A 1 0.220914 0.189489 0.137876 11.00000 0.05475 0.06950 = 0.05943 0.00233 -0.01024 0.00555 C00B 1 0.182894 -0.237971 0.026513 11.00000 0.07396 0.03501 = 0.06749 0.01252 -0.01207 -0.01182 AFIX 43 H00B 2 0.083430 -0.343645 0.027705 11.00000 -1.20000 AFIX 0 C00C 1 0.513765 0.363181 0.314714 11.00000 0.09836 0.12789 = 0.07988 -0.00215 -0.01456 0.00604 AFIX 23 H00A 2 0.337266 0.356790 0.336725 11.00000 -1.20000 H00C 2 0.527442 0.256408 0.282025 11.00000 -1.20000 AFIX 0 C00D 1 0.338425 0.483162 0.191273 11.00000 0.05840 0.06579 = 0.08702 -0.01109 0.01223 0.00668 AFIX 23 H00D 2 0.155865 0.468204 0.208455 11.00000 -1.20000 H00E 2 0.352237 0.589309 0.163267 11.00000 -1.20000 AFIX 0 C00E 1 0.705257 0.364901 0.379385 11.00000 0.15453 0.12623 = 0.07269 0.02664 0.01080 0.00861 AFIX 23 H00F 2 0.693577 0.470647 0.412989 11.00000 -1.20000 H00G 2 0.883212 0.368204 0.358325 11.00000 -1.20000 AFIX 0 C00F 1 0.498313 0.675962 0.305052 11.00000 0.20853 0.10975 = 0.11902 -0.01352 -0.02992 0.01749 AFIX 23 H00H 2 0.311862 0.685388 0.317760 11.00000 -1.20000 H00I 2 0.603988 0.679092 0.355604 11.00000 -1.20000 AFIX 0 C00G 1 0.677577 0.221497 0.428081 11.00000 0.23600 0.26978 = 0.15637 -0.00431 -0.12142 0.04604 AFIX 23 H00J 2 0.500237 0.220808 0.449497 11.00000 -1.20000 H00K 2 0.682152 0.116526 0.393445 11.00000 -1.20000 AFIX 0 C00H 1 0.584684 0.830068 0.262323 11.00000 0.34130 0.10471 = 0.18506 -0.00215 -0.12742 -0.02325 AFIX 137 H00L 2 0.548674 0.806300 0.205523 11.00000 -1.50000 H00M 2 0.774144 0.857039 0.273313 11.00000 -1.50000 H00N 2 0.487330 0.926953 0.280382 11.00000 -1.50000 AFIX 0 C00I 1 0.866648 0.211562 0.492999 11.00000 0.31155 0.22621 = 0.22459 0.02520 0.04012 0.02510 AFIX 137 H00O 2 0.984968 0.121687 0.480511 11.00000 -1.50000 H00P 2 0.774070 0.185582 0.540336 11.00000 -1.50000 H00Q 2 0.969782 0.320643 0.502401 11.00000 -1.50000 AFIX 0 HKLF 4 REM scxrd_b_a.res in P-1 REM wR2 = 0.4118, GooF = S = 1.668, Restrained GooF = 1.668 for all data REM R1 = 0.1776 for 775 Fo > 4sig(Fo) and 0.2081 for all 952 data REM 165 parameters refined using 0 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 0.497, deepest hole -0.573, 1-sigma level 0.157 Q1 1 0.3753 0.1913 0.3088 11.00000 0.05 0.50 Q2 1 0.0000 -0.5000 0.0000 10.50000 0.05 0.47 Q3 1 0.0533 -0.4614 0.0004 11.00000 0.05 0.47 Q4 1 0.5621 0.7897 0.1564 11.00000 0.05 0.46 Q5 1 0.7580 0.1748 0.3032 11.00000 0.05 0.42 ; _shelx_res_checksum 81571 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O001 O 0.7125(15) 0.5013(11) 0.0842(4) 0.067(3) Uani 1 1 d . . . . . O002 O 0.0427(16) 0.1810(10) 0.1820(5) 0.081(3) Uani 1 1 d . . . . . N003 N 0.3850(18) 0.3404(12) 0.1359(5) 0.052(3) Uani 1 1 d . . . . . C004 C 0.588(2) 0.3696(19) 0.0835(7) 0.054(3) Uani 1 1 d . . . . . C2 C 0.631(2) 0.2242(16) 0.0270(6) 0.047(3) Uani 1 1 d . . . . . C1 C 0.278(2) 0.0456(16) 0.0810(7) 0.051(3) Uani 1 1 d . . . . . C007 C 0.1285(17) -0.1058(17) 0.0800(6) 0.052(3) Uani 1 1 d . . . . . H007 H -0.009302 -0.120007 0.115121 0.062 Uiso 1 1 calc R U . . . C008 C 0.479(2) 0.0700(15) 0.0287(6) 0.052(3) Uani 1 1 d . . . . . C009 C 0.521(2) 0.5030(16) 0.2618(7) 0.078(4) Uani 1 1 d . . . . . H009 H 0.702237 0.507278 0.241378 0.093 Uiso 1 1 calc R U . . . C00A C 0.221(3) 0.1895(18) 0.1379(7) 0.062(4) Uani 1 1 d . . . . . C00B C 0.183(2) -0.2380(15) 0.0265(8) 0.060(3) Uani 1 1 d . . . . . H00B H 0.083430 -0.343645 0.027705 0.072 Uiso 1 1 calc R U . . . C00C C 0.514(2) 0.363(2) 0.3147(9) 0.103(5) Uani 1 1 d . . . . . H00A H 0.337266 0.356790 0.336725 0.124 Uiso 1 1 calc R U . . . H00C H 0.527442 0.256408 0.282025 0.124 Uiso 1 1 calc R U . . . C00D C 0.338(2) 0.4832(14) 0.1913(7) 0.071(4) Uani 1 1 d . . . . . H00D H 0.155865 0.468204 0.208455 0.085 Uiso 1 1 calc R U . . . H00E H 0.352237 0.589309 0.163267 0.085 Uiso 1 1 calc R U . . . C00E C 0.705(3) 0.365(2) 0.3794(10) 0.117(5) Uani 1 1 d . . . . . H00F H 0.693577 0.470647 0.412989 0.140 Uiso 1 1 calc R U . . . H00G H 0.883212 0.368204 0.358325 0.140 Uiso 1 1 calc R U . . . C00F C 0.498(4) 0.676(2) 0.3051(11) 0.148(6) Uani 1 1 d . . . . . H00H H 0.311862 0.685388 0.317760 0.177 Uiso 1 1 calc R U . . . H00I H 0.603988 0.679092 0.355604 0.177 Uiso 1 1 calc R U . . . C00G C 0.678(5) 0.221(4) 0.4281(16) 0.225(13) Uani 1 1 d . . . . . H00J H 0.500237 0.220808 0.449497 0.270 Uiso 1 1 calc R U . . . H00K H 0.682152 0.116526 0.393445 0.270 Uiso 1 1 calc R U . . . C00H C 0.585(5) 0.830(3) 0.2623(13) 0.217(12) Uani 1 1 d . . . . . H00L H 0.548674 0.806300 0.205523 0.326 Uiso 1 1 calc R U . . . H00M H 0.774144 0.857039 0.273313 0.326 Uiso 1 1 calc R U . . . H00N H 0.487330 0.926953 0.280382 0.326 Uiso 1 1 calc R U . . . C00I C 0.867(6) 0.212(4) 0.4930(19) 0.253(12) Uani 1 1 d . . . . . H00O H 0.984968 0.121687 0.480511 0.379 Uiso 1 1 calc R U . . . H00P H 0.774070 0.185582 0.540336 0.379 Uiso 1 1 calc R U . . . H00Q H 0.969782 0.320643 0.502401 0.379 Uiso 1 1 calc R U . . . 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 O001 0.069(6) 0.050(6) 0.077(6) 0.005(4) 0.011(4) -0.033(4) O002 0.052(6) 0.108(7) 0.082(6) -0.007(5) 0.027(5) -0.014(5) N003 0.043(6) 0.042(7) 0.066(7) -0.016(5) -0.001(6) -0.006(6) C004 0.037(9) 0.081(12) 0.044(8) 0.004(9) 0.006(7) 0.004(8) C2 0.041(7) 0.062(9) 0.040(8) 0.009(8) 0.024(6) -0.011(8) C1 0.039(8) 0.058(10) 0.053(8) 0.006(9) -0.007(7) -0.015(8) C007 0.022(7) 0.068(10) 0.064(8) 0.016(8) 0.000(5) -0.008(7) C008 0.042(7) 0.071(13) 0.041(9) 0.015(5) -0.012(8) -0.011(8) C009 0.094(9) 0.086(11) 0.049(9) -0.010(8) -0.002(7) -0.004(7) C00A 0.055(10) 0.069(11) 0.059(9) 0.002(9) -0.010(8) 0.006(10) C00B 0.074(10) 0.035(8) 0.067(9) 0.013(8) -0.012(8) -0.012(7) C00C 0.098(10) 0.128(13) 0.080(11) -0.002(10) -0.015(9) 0.006(8) C00D 0.058(8) 0.066(9) 0.087(10) -0.011(7) 0.012(7) 0.007(6) C00E 0.155(14) 0.126(14) 0.073(11) 0.027(10) 0.011(11) 0.009(10) C00F 0.209(18) 0.110(15) 0.119(13) -0.014(13) -0.030(12) 0.017(12) C00G 0.24(2) 0.27(3) 0.16(2) 0.00(2) -0.12(2) 0.05(2) C00H 0.34(3) 0.105(15) 0.19(2) -0.002(15) -0.13(2) -0.023(17) C00I 0.31(3) 0.23(3) 0.22(3) 0.03(2) 0.04(3) 0.03(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C004 N003 C00D 116.0(10) . . ? C00A N003 C004 126.1(11) . . ? C00A N003 C00D 117.8(11) . . ? O001 C004 N003 122.1(12) . . ? O001 C004 C2 122.6(12) . . ? N003 C004 C2 115.3(12) . . ? C008 C2 C004 120.6(10) . . ? C00B C2 C004 120.6(12) 2_655 . ? C00B C2 C008 118.9(12) 2_655 . ? C007 C1 C008 121.5(13) . . ? C007 C1 C00A 119.3(13) . . ? C008 C1 C00A 119.2(11) . . ? C1 C007 H007 120.7 . . ? C1 C007 C00B 118.7(10) . . ? C00B C007 H007 120.7 . . ? C2 C008 C1 122.7(10) . . ? C2 C008 C008 119.5(15) . 2_655 ? C1 C008 C008 117.7(15) . 2_655 ? C00C C009 H009 105.4 . . ? C00C C009 C00D 116.7(11) . . ? C00C C009 C00F 112.7(12) . . ? C00D C009 H009 105.4 . . ? C00D C009 C00F 110.1(11) . . ? C00F C009 H009 105.4 . . ? O002 C00A N003 120.9(12) . . ? O002 C00A C1 123.1(13) . . ? N003 C00A C1 116.0(12) . . ? C2 C00B C007 123.7(10) 2_655 . ? C2 C00B H00B 118.2 2_655 . ? C007 C00B H00B 118.2 . . ? C009 C00C H00A 107.4 . . ? C009 C00C H00C 107.4 . . ? H00A C00C H00C 106.9 . . ? C00E C00C C009 119.7(12) . . ? C00E C00C H00A 107.4 . . ? C00E C00C H00C 107.4 . . ? N003 C00D C009 114.7(9) . . ? N003 C00D H00D 108.6 . . ? N003 C00D H00E 108.6 . . ? C009 C00D H00D 108.6 . . ? C009 C00D H00E 108.6 . . ? H00D C00D H00E 107.6 . . ? C00C C00E H00F 108.5 . . ? C00C C00E H00G 108.5 . . ? C00C C00E C00G 114.9(16) . . ? H00F C00E H00G 107.5 . . ? C00G C00E H00F 108.5 . . ? C00G C00E H00G 108.5 . . ? C009 C00F H00H 108.1 . . ? C009 C00F H00I 108.1 . . ? H00H C00F H00I 107.3 . . ? C00H C00F C009 116.6(16) . . ? C00H C00F H00H 108.1 . . ? C00H C00F H00I 108.1 . . ? C00E C00G H00J 107.7 . . ? C00E C00G H00K 107.7 . . ? H00J C00G H00K 107.1 . . ? C00I C00G C00E 118(2) . . ? C00I C00G H00J 107.7 . . ? C00I C00G H00K 107.7 . . ? C00F C00H H00L 109.5 . . ? C00F C00H H00M 109.5 . . ? C00F C00H H00N 109.5 . . ? H00L C00H H00M 109.5 . . ? H00L C00H H00N 109.5 . . ? H00M C00H H00N 109.5 . . ? C00G C00I H00O 109.5 . . ? C00G C00I H00P 109.5 . . ? C00G C00I H00Q 109.5 . . ? H00O C00I H00P 109.5 . . ? H00O C00I H00Q 109.5 . . ? H00P C00I H00Q 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O001 C004 1.182(13) . ? O002 C00A 1.208(12) . ? N003 C004 1.417(14) . ? N003 C00A 1.414(14) . ? N003 C00D 1.464(13) . ? C004 C2 1.486(16) . ? C2 C008 1.401(15) . ? C2 C00B 1.353(14) 2_655 ? C1 C007 1.375(14) . ? C1 C008 1.401(15) . ? C1 C00A 1.501(16) . ? C007 H007 0.9500 . ? C007 C00B 1.394(15) . ? C008 C008 1.46(2) 2_655 ? C009 H009 1.0000 . ? C009 C00C 1.467(18) . ? C009 C00D 1.477(15) . ? C009 C00F 1.526(19) . ? C00B H00B 0.9500 . ? C00C H00A 0.9900 . ? C00C H00C 0.9900 . ? C00C C00E 1.432(19) . ? C00D H00D 0.9900 . ? C00D H00E 0.9900 . ? C00E H00F 0.9900 . ? C00E H00G 0.9900 . ? C00E C00G 1.45(3) . ? C00F H00H 0.9900 . ? C00F H00I 0.9900 . ? C00F C00H 1.51(2) . ? C00G H00J 0.9900 . ? C00G H00K 0.9900 . ? C00G C00I 1.44(3) . ? C00H H00L 0.9800 . ? C00H H00M 0.9800 . ? C00H H00N 0.9800 . ? C00I H00O 0.9800 . ? C00I H00P 0.9800 . ? C00I H00Q 0.9800 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O001 C004 C2 C008 179.5(9) . . . . ? O001 C004 C2 C00B 0.0(15) . . . 2_655 ? N003 C004 C2 C008 -1.2(13) . . . . ? N003 C004 C2 C00B 179.2(8) . . . 2_655 ? C004 N003 C00A O002 -175.6(8) . . . . ? C004 N003 C00A C1 2.9(13) . . . . ? C004 N003 C00D C009 -81.5(12) . . . . ? C004 C2 C008 C1 1.9(14) . . . . ? C004 C2 C008 C008 178.5(9) . . . 2_655 ? C1 C007 C00B C2 -2.6(15) . . . 2_655 ? C007 C1 C008 C2 178.3(8) . . . . ? C007 C1 C008 C008 1.6(16) . . . 2_655 ? C007 C1 C00A O002 -2.1(15) . . . . ? C007 C1 C00A N003 179.4(7) . . . . ? C008 C1 C007 C00B 1.2(14) . . . . ? C008 C1 C00A O002 176.3(9) . . . . ? C008 C1 C00A N003 -2.2(13) . . . . ? C009 C00C C00E C00G 179.5(16) . . . . ? C00A N003 C004 O001 178.0(9) . . . . ? C00A N003 C004 C2 -1.3(13) . . . . ? C00A N003 C00D C009 100.3(11) . . . . ? C00A C1 C007 C00B 179.6(8) . . . . ? C00A C1 C008 C2 -0.1(14) . . . . ? C00A C1 C008 C008 -176.8(9) . . . 2_655 ? C00B C2 C008 C1 -178.6(8) 2_655 . . . ? C00B C2 C008 C008 -1.9(16) 2_655 . . 2_655 ? C00C C009 C00D N003 -63.1(14) . . . . ? C00C C009 C00F C00H 162.1(15) . . . . ? C00C C00E C00G C00I 178(2) . . . . ? C00D N003 C004 O001 0.0(13) . . . . ? C00D N003 C004 C2 -179.3(8) . . . . ? C00D N003 C00A O002 2.4(14) . . . . ? C00D N003 C00A C1 -179.1(8) . . . . ? C00D C009 C00C C00E 173.0(12) . . . . ? C00D C009 C00F C00H -65.7(18) . . . . ? C00F C009 C00C C00E -58.1(18) . . . . ? C00F C009 C00D N003 166.8(11) . . . . ?