#------------------------------------------------------------------------------ #$Date: 2019-05-17 03:18:35 +0300 (Fri, 17 May 2019) $ #$Revision: 215222 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/10/1551065.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_1551065 loop_ _publ_author_name 'Gomes, Pedro T.' 'Cruz, Tiago Carpinteiro' 'Pereira, Laura C. J.' 'Waerenborgh, Jo\~ao Carlos' 'Veiros, Luis F.' _publ_section_title ; Hydroboration of terminal olefins with pinacolborane catalyzed by new 2-iminopyrrolyl iron(II) complexes ; _journal_name_full 'Catalysis Science & Technology' _journal_paper_doi 10.1039/C8CY02319K _journal_year 2019 _chemical_formula_moiety 'C30 H34 Cl Fe N3' _chemical_formula_sum 'C30 H34 Cl Fe N3' _chemical_formula_weight 527.90 _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2016/4 _audit_update_record ; 2018-10-24 deposited with the CCDC. 2019-05-16 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 117.856(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 8.9968(3) _cell_length_b 18.4440(8) _cell_length_c 9.3737(4) _cell_measurement_reflns_used 5836 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 31.25 _cell_measurement_theta_min 2.56 _cell_volume 1375.21(10) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics enCIFer _computing_publication_material ORTEP _computing_structure_refinement 'SHELXL-2016/4 (Sheldrick, 2016)' _computing_structure_solution 'SHELXL-2016/4 (Sheldrick, 2016)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0398 _diffrn_reflns_av_unetI/netI 0.0806 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 26240 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 35.804 _diffrn_reflns_theta_min 2.458 _exptl_absorpt_coefficient_mu 0.668 _exptl_absorpt_correction_type none _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.275 _exptl_crystal_description prism _exptl_crystal_F_000 556 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.431 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.063 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.027(13) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 323 _refine_ls_number_reflns 12266 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 0.980 _refine_ls_R_factor_all 0.0823 _refine_ls_R_factor_gt 0.0452 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0326P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0805 _refine_ls_wR_factor_ref 0.0910 _reflns_Friedel_coverage 0.952 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.998 _reflns_number_gt 8628 _reflns_number_total 12266 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c8cy02319k2.cif _cod_data_source_block 1a _cod_original_sg_symbol_H-M 'P 21' _cod_database_code 1551065 _shelx_shelxl_version_number 2016/4 _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. ; _shelx_res_file ; TITL SIR2004 run in space group P 21 shelx.res created by SHELXL-2016/4 at 13:16:55 on 03-Dec-2016 CELL 0.71073 8.9968 18.4440 9.3737 90.000 117.856 90.000 ZERR 2.00 0.0003 0.0008 0.0004 0.000 0.002 0.000 LATT -1 SYMM - X, 1/2 + Y, - Z SFAC C H N CL FE UNIT 60 68 6 2 2 MERG 2 OMIT 0 -2 0 TWIN FMAP 2 PLAN 25 ACTA BOND $H CONF L.S. 10 TEMP 23.00 WGHT 0.032600 BASF 0.02706 FVAR 0.23256 FE1 5 0.479765 0.515376 0.315223 11.00000 0.02221 0.02311 = 0.01941 0.00241 0.01237 0.00441 CL1 4 0.313644 0.483239 0.422254 11.00000 0.03359 0.05691 = 0.04095 0.01400 0.02686 0.00686 N1 3 0.496125 0.490929 0.111776 11.00000 0.02033 0.02270 = 0.01886 -0.00129 0.01005 0.00192 N3 3 0.724582 0.500238 0.500844 11.00000 0.02348 0.02227 = 0.02378 0.00218 0.01341 0.00145 N2 3 0.408803 0.616854 0.198104 11.00000 0.02367 0.02262 = 0.02013 0.00288 0.01129 0.00614 C14 1 0.359958 0.682714 0.247140 11.00000 0.02755 0.01990 = 0.01971 0.00414 0.01229 0.00623 C5 1 0.531129 0.435214 0.038248 11.00000 0.02156 0.02516 = 0.02376 -0.00415 0.01267 -0.00063 C1 1 0.582300 0.363459 0.116672 11.00000 0.02858 0.02175 = 0.02081 -0.00564 0.01311 0.00155 C6 1 0.414761 0.615895 0.063333 11.00000 0.02352 0.02439 = 0.02085 0.00225 0.01022 0.00272 AFIX 43 H6 2 0.389235 0.657349 -0.000278 11.00000 -1.20000 AFIX 0 C19 1 0.480061 0.736895 0.327092 11.00000 0.02947 0.02484 = 0.02226 0.00110 0.01410 0.00377 C2 1 0.460738 0.550819 0.013243 11.00000 0.02383 0.02450 = 0.02047 0.00078 0.01122 0.00151 C7 1 0.470486 0.321955 0.149830 11.00000 0.03708 0.02377 = 0.02646 -0.00376 0.01677 -0.00226 C15 1 0.193413 0.689914 0.220017 11.00000 0.02647 0.02456 = 0.02578 0.00288 0.01265 0.00482 C30 1 0.758712 0.497068 0.656265 11.00000 0.03060 0.02815 = 0.02472 0.00121 0.01531 0.00008 AFIX 43 H30 2 0.670589 0.502524 0.681058 11.00000 -1.20000 AFIX 0 C20 1 0.060359 0.633386 0.127038 11.00000 0.02721 0.03112 = 0.03921 -0.00144 0.01396 0.00445 AFIX 13 H20 2 0.118695 0.588110 0.129891 11.00000 -1.20000 AFIX 0 C18 1 0.430788 0.798636 0.380361 11.00000 0.03872 0.02488 = 0.03110 -0.00206 0.01931 0.00060 AFIX 43 H18 2 0.508655 0.835046 0.433853 11.00000 -1.20000 AFIX 0 C3 1 0.472420 0.531925 -0.125908 11.00000 0.03504 0.03113 = 0.02321 0.00079 0.01888 0.00076 AFIX 43 H3 2 0.454175 0.562163 -0.211959 11.00000 -1.20000 AFIX 0 C29 1 0.917831 0.486135 0.780361 11.00000 0.03912 0.03628 = 0.02252 0.00242 0.00895 -0.00266 AFIX 43 H29 2 0.936066 0.483893 0.886439 11.00000 -1.20000 AFIX 0 C17 1 0.266733 0.806016 0.354070 11.00000 0.04447 0.02414 = 0.03793 -0.00018 0.02600 0.01011 AFIX 43 H17 2 0.235028 0.847145 0.390551 11.00000 -1.20000 AFIX 0 C4 1 0.516562 0.459227 -0.109996 11.00000 0.03545 0.03170 = 0.02498 -0.00584 0.01980 0.00012 AFIX 43 H4 2 0.533447 0.431432 -0.183952 11.00000 -1.20000 AFIX 0 C11 1 0.745670 0.337274 0.163206 11.00000 0.03056 0.03402 = 0.03005 -0.00951 0.01180 0.00730 C16 1 0.150870 0.752727 0.274263 11.00000 0.03212 0.02938 = 0.03927 0.00353 0.02238 0.00985 AFIX 43 H16 2 0.040758 0.758848 0.255987 11.00000 -1.20000 AFIX 0 C26 1 0.854111 0.491547 0.469060 11.00000 0.02745 0.05011 = 0.03081 0.00208 0.01735 0.00016 AFIX 43 H26 2 0.833235 0.492901 0.362114 11.00000 -1.20000 AFIX 0 C9 1 0.686414 0.232184 0.281824 11.00000 0.06636 0.02801 = 0.02679 0.00075 0.01444 0.01271 AFIX 43 H9 2 0.722075 0.188934 0.338873 11.00000 -1.20000 AFIX 0 C24 1 0.749101 0.796418 0.356223 11.00000 0.04249 0.05541 = 0.05925 0.01623 0.03371 0.00436 AFIX 137 H24A 2 0.752277 0.830196 0.435521 11.00000 -1.50000 H24B 2 0.687778 0.817261 0.250626 11.00000 -1.50000 H24C 2 0.861721 0.785619 0.376660 11.00000 -1.50000 AFIX 0 C10 1 0.793881 0.272034 0.246295 11.00000 0.04328 0.03968 = 0.03420 -0.00657 0.00799 0.01931 AFIX 43 H10 2 0.902132 0.254798 0.278868 11.00000 -1.20000 AFIX 0 C23 1 0.662115 0.726445 0.365582 11.00000 0.02682 0.03215 = 0.03445 -0.00882 0.01365 0.00019 AFIX 13 H23 2 0.664855 0.692171 0.286954 11.00000 -1.20000 AFIX 0 C28 1 1.050009 0.478533 0.746029 11.00000 0.02267 0.05159 = 0.03744 0.00546 0.00394 -0.00225 AFIX 43 H28 2 1.159126 0.472088 0.828265 11.00000 -1.20000 AFIX 0 C13 1 0.291445 0.345982 0.093550 11.00000 0.03301 0.03800 = 0.05340 -0.00513 0.02469 -0.00934 AFIX 137 H13A 2 0.290506 0.388454 0.152325 11.00000 -1.50000 H13B 2 0.229919 0.307845 0.112130 11.00000 -1.50000 H13C 2 0.239962 0.356938 -0.019624 11.00000 -1.50000 AFIX 0 C8 1 0.525806 0.256909 0.232189 11.00000 0.06340 0.02844 = 0.03206 -0.00349 0.02616 -0.00521 AFIX 43 H8 2 0.452358 0.229405 0.254298 11.00000 -1.20000 AFIX 0 C25 1 0.758536 0.692535 0.533121 11.00000 0.03001 0.03484 = 0.05907 0.01161 0.00665 -0.00141 AFIX 137 H25A 2 0.700363 0.649999 0.539390 11.00000 -1.50000 H25B 2 0.766307 0.726860 0.613311 11.00000 -1.50000 H25C 2 0.869488 0.679450 0.551874 11.00000 -1.50000 AFIX 0 C12 1 0.867961 0.377778 0.124736 11.00000 0.02981 0.05998 = 0.06394 -0.00695 0.02767 0.00705 AFIX 137 H12A 2 0.847290 0.365950 0.017286 11.00000 -1.50000 H12B 2 0.980743 0.364213 0.200155 11.00000 -1.50000 H12C 2 0.853781 0.428984 0.132253 11.00000 -1.50000 AFIX 0 C27 1 1.017014 0.480685 0.587922 11.00000 0.02283 0.07286 = 0.04501 0.00265 0.01701 0.00488 AFIX 43 H27 2 1.103510 0.474885 0.560942 11.00000 -1.20000 AFIX 0 C22 1 -0.056647 0.617899 0.199597 11.00000 0.05027 0.07037 = 0.09209 -0.02302 0.04783 -0.02020 AFIX 137 H22A 2 -0.127994 0.659079 0.183651 11.00000 -1.50000 H22B 2 0.008847 0.608612 0.313029 11.00000 -1.50000 H22C 2 -0.124517 0.576247 0.147830 11.00000 -1.50000 AFIX 0 C21 1 -0.035723 0.656885 -0.047731 11.00000 0.06421 0.03753 = 0.04536 -0.00429 -0.00015 0.00662 AFIX 137 H21A 2 0.038801 0.657632 -0.094853 11.00000 -1.50000 H21B 2 -0.081131 0.704515 -0.053232 11.00000 -1.50000 H21C 2 -0.125718 0.623399 -0.105845 11.00000 -1.50000 AFIX 0 HKLF 4 REM SIR2004 run in space group P 21 REM R1 = 0.0452 for 8628 Fo > 4sig(Fo) and 0.0823 for all 12266 data REM 323 parameters refined using 1 restraints END WGHT 0.0325 0.0000 REM Highest difference peak 0.431, deepest hole -0.445, 1-sigma level 0.063 Q1 1 0.4386 0.5529 0.3324 11.00000 0.05 0.43 Q2 1 0.5207 0.5520 0.3026 11.00000 0.05 0.41 Q3 1 0.4379 0.4799 0.3342 11.00000 0.05 0.40 Q4 1 0.5202 0.4780 0.3038 11.00000 0.05 0.37 Q5 1 0.3678 0.5162 0.4241 11.00000 0.05 0.36 Q6 1 0.4662 0.4885 -0.1604 11.00000 0.05 0.35 Q7 1 0.5449 0.4641 0.0918 11.00000 0.05 0.34 Q8 1 0.4442 0.7673 0.3447 11.00000 0.05 0.33 Q9 1 0.4660 0.5820 0.0611 11.00000 0.05 0.31 Q10 1 0.5912 0.5130 0.3390 11.00000 0.05 0.31 Q11 1 0.9582 0.5182 0.7618 11.00000 0.05 0.30 Q12 1 0.4289 0.5195 0.3800 11.00000 0.05 0.30 Q13 1 0.5122 0.5059 0.2411 11.00000 0.05 0.29 Q14 1 0.6996 0.7583 0.3655 11.00000 0.05 0.29 Q15 1 0.5703 0.5093 0.4154 11.00000 0.05 0.29 Q16 1 0.5313 0.4414 -0.0400 11.00000 0.05 0.28 Q17 1 0.4027 0.5142 0.0340 11.00000 0.05 0.28 Q18 1 0.2367 0.4856 0.3344 11.00000 0.05 0.28 Q19 1 0.6423 0.3357 0.1294 11.00000 0.05 0.28 Q20 1 0.5009 0.5499 -0.0498 11.00000 0.05 0.28 Q21 1 0.5620 0.7246 0.3504 11.00000 0.05 0.27 Q22 1 0.1962 0.7247 0.2763 11.00000 0.05 0.27 Q23 1 0.5403 0.3377 0.1427 11.00000 0.05 0.26 Q24 1 0.6599 0.5091 0.4011 11.00000 0.05 0.25 Q25 1 1.0017 0.5177 0.6191 11.00000 0.05 0.25 ; _shelx_res_checksum 41852 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -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 FE1 Fe 0.47977(3) 0.51538(2) 0.31522(4) 0.02052(7) Uani 1 1 d . . CL1 Cl 0.31364(8) 0.48324(4) 0.42225(9) 0.04005(17) Uani 1 1 d . . N1 N 0.4961(2) 0.49093(11) 0.1118(2) 0.0203(4) Uani 1 1 d . . N3 N 0.7246(2) 0.50024(10) 0.5008(2) 0.0222(4) Uani 1 1 d . . N2 N 0.4088(2) 0.61685(11) 0.1981(2) 0.0217(4) Uani 1 1 d . . C14 C 0.3600(3) 0.68271(13) 0.2471(3) 0.0219(4) Uani 1 1 d . . C5 C 0.5311(3) 0.43521(13) 0.0382(3) 0.0227(5) Uani 1 1 d . . C1 C 0.5823(3) 0.36346(13) 0.1167(3) 0.0231(5) Uani 1 1 d . . C6 C 0.4148(3) 0.61589(14) 0.0633(3) 0.0230(5) Uani 1 1 d . . H6 H 0.389235 0.657349 -0.000278 0.028 Uiso 1 1 calc R U C19 C 0.4801(3) 0.73690(14) 0.3271(3) 0.0247(5) Uani 1 1 d . . C2 C 0.4607(3) 0.55082(14) 0.0132(3) 0.0226(4) Uani 1 1 d . . C7 C 0.4705(3) 0.32196(15) 0.1498(3) 0.0283(5) Uani 1 1 d . . C15 C 0.1934(3) 0.68991(14) 0.2200(3) 0.0254(5) Uani 1 1 d . . C30 C 0.7587(3) 0.49707(13) 0.6563(3) 0.0269(5) Uani 1 1 d . . H30 H 0.670589 0.502524 0.681058 0.032 Uiso 1 1 calc R U C20 C 0.0604(3) 0.63339(16) 0.1270(3) 0.0331(6) Uani 1 1 d . . H20 H 0.118695 0.588110 0.129891 0.040 Uiso 1 1 calc R U C18 C 0.4308(3) 0.79864(15) 0.3804(3) 0.0304(5) Uani 1 1 d . . H18 H 0.508655 0.835046 0.433853 0.036 Uiso 1 1 calc R U C3 C 0.4724(3) 0.53192(14) -0.1259(3) 0.0277(6) Uani 1 1 d . . H3 H 0.454175 0.562163 -0.211959 0.033 Uiso 1 1 calc R U C29 C 0.9178(3) 0.48613(17) 0.7804(3) 0.0348(6) Uani 1 1 d . . H29 H 0.936066 0.483893 0.886439 0.042 Uiso 1 1 calc R U C17 C 0.2667(4) 0.80602(16) 0.3541(4) 0.0328(6) Uani 1 1 d . . H17 H 0.235028 0.847145 0.390551 0.039 Uiso 1 1 calc R U C4 C 0.5166(3) 0.45923(16) -0.1100(3) 0.0284(5) Uani 1 1 d . . H4 H 0.533447 0.431432 -0.183952 0.034 Uiso 1 1 calc R U C11 C 0.7457(3) 0.33727(16) 0.1632(3) 0.0325(6) Uani 1 1 d . . C16 C 0.1509(3) 0.75273(15) 0.2743(3) 0.0313(6) Uani 1 1 d . . H16 H 0.040758 0.758848 0.255987 0.038 Uiso 1 1 calc R U C26 C 0.8541(3) 0.49155(17) 0.4691(3) 0.0346(6) Uani 1 1 d . . H26 H 0.833235 0.492901 0.362114 0.042 Uiso 1 1 calc R U C9 C 0.6864(5) 0.23218(18) 0.2818(4) 0.0433(8) Uani 1 1 d . . H9 H 0.722075 0.188934 0.338873 0.052 Uiso 1 1 calc R U C24 C 0.7491(4) 0.7964(2) 0.3562(5) 0.0484(9) Uani 1 1 d . . H24A H 0.752277 0.830196 0.435521 0.073 Uiso 1 1 calc R U H24B H 0.687778 0.817261 0.250626 0.073 Uiso 1 1 calc R U H24C H 0.861721 0.785619 0.376660 0.073 Uiso 1 1 calc R U C10 C 0.7939(4) 0.27203(18) 0.2463(4) 0.0431(8) Uani 1 1 d . . H10 H 0.902132 0.254798 0.278868 0.052 Uiso 1 1 calc R U C23 C 0.6621(3) 0.72644(16) 0.3656(3) 0.0314(6) Uani 1 1 d . . H23 H 0.664855 0.692171 0.286954 0.038 Uiso 1 1 calc R U C28 C 1.0500(3) 0.47853(19) 0.7460(4) 0.0413(7) Uani 1 1 d . . H28 H 1.159126 0.472088 0.828265 0.050 Uiso 1 1 calc R U C13 C 0.2914(3) 0.34598(17) 0.0935(4) 0.0397(7) Uani 1 1 d . . H13A H 0.290506 0.388454 0.152325 0.060 Uiso 1 1 calc R U H13B H 0.229919 0.307845 0.112130 0.060 Uiso 1 1 calc R U H13C H 0.239962 0.356938 -0.019624 0.060 Uiso 1 1 calc R U C8 C 0.5258(4) 0.25691(17) 0.2322(4) 0.0398(7) Uani 1 1 d . . H8 H 0.452358 0.229405 0.254298 0.048 Uiso 1 1 calc R U C25 C 0.7585(4) 0.69253(18) 0.5331(4) 0.0469(8) Uani 1 1 d . . H25A H 0.700363 0.649999 0.539390 0.070 Uiso 1 1 calc R U H25B H 0.766307 0.726860 0.613311 0.070 Uiso 1 1 calc R U H25C H 0.869488 0.679450 0.551874 0.070 Uiso 1 1 calc R U C12 C 0.8680(4) 0.3778(2) 0.1247(4) 0.0489(9) Uani 1 1 d . . H12A H 0.847290 0.365950 0.017286 0.073 Uiso 1 1 calc R U H12B H 0.980743 0.364213 0.200155 0.073 Uiso 1 1 calc R U H12C H 0.853781 0.428984 0.132253 0.073 Uiso 1 1 calc R U C27 C 1.0170(3) 0.4807(2) 0.5879(4) 0.0464(8) Uani 1 1 d . . H27 H 1.103510 0.474885 0.560942 0.056 Uiso 1 1 calc R U C22 C -0.0566(5) 0.6179(2) 0.1996(6) 0.0651(11) Uani 1 1 d . . H22A H -0.127994 0.659079 0.183651 0.098 Uiso 1 1 calc R U H22B H 0.008847 0.608612 0.313029 0.098 Uiso 1 1 calc R U H22C H -0.124517 0.576247 0.147830 0.098 Uiso 1 1 calc R U C21 C -0.0357(5) 0.6569(2) -0.0477(4) 0.0593(10) Uani 1 1 d . . H21A H 0.038801 0.657632 -0.094853 0.089 Uiso 1 1 calc R U H21B H -0.081131 0.704515 -0.053232 0.089 Uiso 1 1 calc R U H21C H -0.125718 0.623399 -0.105845 0.089 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 FE1 0.02221(12) 0.02311(15) 0.01941(14) 0.00241(16) 0.01237(11) 0.00441(14) CL1 0.0336(3) 0.0569(5) 0.0409(4) 0.0140(3) 0.0269(3) 0.0069(3) N1 0.0203(7) 0.0227(9) 0.0189(9) -0.0013(7) 0.0100(7) 0.0019(7) N3 0.0235(7) 0.0223(12) 0.0238(9) 0.0022(7) 0.0134(7) 0.0015(7) N2 0.0237(8) 0.0226(10) 0.0201(9) 0.0029(8) 0.0113(7) 0.0061(7) C14 0.0276(10) 0.0199(11) 0.0197(11) 0.0041(9) 0.0123(9) 0.0062(9) C5 0.0216(9) 0.0252(12) 0.0238(12) -0.0042(10) 0.0127(9) -0.0006(8) C1 0.0286(10) 0.0218(12) 0.0208(12) -0.0056(9) 0.0131(9) 0.0016(9) C6 0.0235(9) 0.0244(12) 0.0208(11) 0.0022(9) 0.0102(9) 0.0027(8) C19 0.0295(10) 0.0248(12) 0.0223(12) 0.0011(10) 0.0141(10) 0.0038(9) C2 0.0238(9) 0.0245(12) 0.0205(11) 0.0008(9) 0.0112(9) 0.0015(8) C7 0.0371(12) 0.0238(13) 0.0265(13) -0.0038(10) 0.0168(10) -0.0023(10) C15 0.0265(10) 0.0246(13) 0.0258(12) 0.0029(10) 0.0126(9) 0.0048(9) C30 0.0306(10) 0.0281(14) 0.0247(11) 0.0012(9) 0.0153(9) 0.0001(9) C20 0.0272(10) 0.0311(15) 0.0392(15) -0.0014(12) 0.0140(11) 0.0044(10) C18 0.0387(13) 0.0249(13) 0.0311(14) -0.0021(11) 0.0193(12) 0.0006(10) C3 0.0350(11) 0.0311(17) 0.0232(11) 0.0008(10) 0.0189(10) 0.0008(9) C29 0.0391(12) 0.0363(15) 0.0225(12) 0.0024(11) 0.0090(11) -0.0027(11) C17 0.0445(14) 0.0241(14) 0.0379(16) -0.0002(12) 0.0260(13) 0.0101(11) C4 0.0355(12) 0.0317(14) 0.0250(13) -0.0058(11) 0.0198(11) 0.0001(10) C11 0.0306(11) 0.0340(15) 0.0300(14) -0.0095(12) 0.0118(11) 0.0073(10) C16 0.0321(12) 0.0294(14) 0.0393(15) 0.0035(12) 0.0224(12) 0.0098(10) C26 0.0275(10) 0.0501(18) 0.0308(13) 0.0021(12) 0.0174(10) 0.0002(11) C9 0.066(2) 0.0280(16) 0.0268(15) 0.0007(13) 0.0144(15) 0.0127(15) C24 0.0425(16) 0.055(2) 0.059(2) 0.0162(18) 0.0337(16) 0.0044(15) C10 0.0433(15) 0.0397(18) 0.0342(16) -0.0066(14) 0.0080(13) 0.0193(13) C23 0.0268(11) 0.0321(15) 0.0344(14) -0.0088(12) 0.0137(11) 0.0002(10) C28 0.0227(10) 0.0516(19) 0.0374(16) 0.0055(14) 0.0039(10) -0.0023(11) C13 0.0330(12) 0.0380(17) 0.0534(19) -0.0051(14) 0.0247(13) -0.0093(12) C8 0.0634(19) 0.0284(16) 0.0321(15) -0.0035(12) 0.0262(15) -0.0052(13) C25 0.0300(13) 0.0348(18) 0.059(2) 0.0116(15) 0.0067(13) -0.0014(11) C12 0.0298(13) 0.060(2) 0.064(2) -0.0069(18) 0.0277(14) 0.0071(13) C27 0.0228(11) 0.073(2) 0.0450(18) 0.0026(17) 0.0170(12) 0.0049(13) C22 0.0503(18) 0.070(3) 0.092(3) -0.023(2) 0.048(2) -0.0202(18) C21 0.064(2) 0.038(2) 0.045(2) -0.0043(16) -0.0002(17) 0.0066(16) 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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 N1 FE1 N3 103.96(7) N1 FE1 N2 81.12(8) N3 FE1 N2 119.72(8) N1 FE1 CL1 136.05(6) N3 FE1 CL1 104.85(5) N2 FE1 CL1 111.43(5) C5 N1 C2 107.64(18) C5 N1 FE1 141.51(17) C2 N1 FE1 110.85(14) C26 N3 C30 117.0(2) C26 N3 FE1 121.19(17) C30 N3 FE1 121.77(14) C6 N2 C14 118.9(2) C6 N2 FE1 110.87(16) C14 N2 FE1 130.21(15) C19 C14 C15 121.3(2) C19 C14 N2 119.9(2) C15 C14 N2 118.8(2) N1 C5 C4 109.1(2) N1 C5 C1 121.2(2) C4 C5 C1 129.6(2) C11 C1 C7 119.6(2) C11 C1 C5 119.9(2) C7 C1 C5 120.5(2) N2 C6 C2 119.2(2) N2 C6 H6 120.4 C2 C6 H6 120.4 C18 C19 C14 118.5(2) C18 C19 C23 120.5(2) C14 C19 C23 120.9(2) N1 C2 C3 109.3(2) N1 C2 C6 117.9(2) C3 C2 C6 132.8(2) C8 C7 C1 119.0(2) C8 C7 C13 119.7(2) C1 C7 C13 121.3(2) C16 C15 C14 117.8(2) C16 C15 C20 120.3(2) C14 C15 C20 121.8(2) N3 C30 C29 123.0(2) N3 C30 H30 118.5 C29 C30 H30 118.5 C21 C20 C15 108.8(3) C21 C20 C22 111.9(3) C15 C20 C22 113.4(2) C21 C20 H20 107.5 C15 C20 H20 107.5 C22 C20 H20 107.5 C17 C18 C19 120.4(3) C17 C18 H18 119.8 C19 C18 H18 119.8 C4 C3 C2 106.4(2) C4 C3 H3 126.8 C2 C3 H3 126.8 C30 C29 C28 119.3(2) C30 C29 H29 120.4 C28 C29 H29 120.4 C16 C17 C18 120.1(2) C16 C17 H17 119.9 C18 C17 H17 119.9 C3 C4 C5 107.5(2) C3 C4 H4 126.2 C5 C4 H4 126.2 C10 C11 C1 118.6(3) C10 C11 C12 119.5(3) C1 C11 C12 121.9(3) C17 C16 C15 121.9(2) C17 C16 H16 119.1 C15 C16 H16 119.1 N3 C26 C27 122.9(3) N3 C26 H26 118.5 C27 C26 H26 118.5 C8 C9 C10 119.3(3) C8 C9 H9 120.4 C10 C9 H9 120.4 C23 C24 H24A 109.5 C23 C24 H24B 109.5 H24A C24 H24B 109.5 C23 C24 H24C 109.5 H24A C24 H24C 109.5 H24B C24 H24C 109.5 C9 C10 C11 121.9(3) C9 C10 H10 119.0 C11 C10 H10 119.0 C19 C23 C25 109.1(2) C19 C23 C24 113.8(2) C25 C23 C24 110.1(3) C19 C23 H23 107.9 C25 C23 H23 107.9 C24 C23 H23 107.9 C27 C28 C29 118.4(2) C27 C28 H28 120.8 C29 C28 H28 120.8 C7 C13 H13A 109.5 C7 C13 H13B 109.5 H13A C13 H13B 109.5 C7 C13 H13C 109.5 H13A C13 H13C 109.5 H13B C13 H13C 109.5 C9 C8 C7 121.5(3) C9 C8 H8 119.2 C7 C8 H8 119.2 C23 C25 H25A 109.5 C23 C25 H25B 109.5 H25A C25 H25B 109.5 C23 C25 H25C 109.5 H25A C25 H25C 109.5 H25B C25 H25C 109.5 C11 C12 H12A 109.5 C11 C12 H12B 109.5 H12A C12 H12B 109.5 C11 C12 H12C 109.5 H12A C12 H12C 109.5 H12B C12 H12C 109.5 C28 C27 C26 119.3(2) C28 C27 H27 120.3 C26 C27 H27 120.3 C20 C22 H22A 109.5 C20 C22 H22B 109.5 H22A C22 H22B 109.5 C20 C22 H22C 109.5 H22A C22 H22C 109.5 H22B C22 H22C 109.5 C20 C21 H21A 109.5 C20 C21 H21B 109.5 H21A C21 H21B 109.5 C20 C21 H21C 109.5 H21A C21 H21C 109.5 H21B C21 H21C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance FE1 N1 2.0308(19) FE1 N3 2.0917(18) FE1 N2 2.112(2) FE1 CL1 2.2345(7) N1 C5 1.354(3) N1 C2 1.378(3) N3 C26 1.340(3) N3 C30 1.342(3) N2 C6 1.289(3) N2 C14 1.438(3) C14 C19 1.404(4) C14 C15 1.404(3) C5 C4 1.405(4) C5 C1 1.479(3) C1 C11 1.409(3) C1 C7 1.410(3) C6 C2 1.419(3) C6 H6 0.9300 C19 C18 1.396(4) C19 C23 1.516(3) C2 C3 1.401(3) C7 C8 1.387(4) C7 C13 1.508(4) C15 C16 1.389(4) C15 C20 1.518(4) C30 C29 1.374(4) C30 H30 0.9300 C20 C21 1.515(4) C20 C22 1.524(4) C20 H20 0.9800 C18 C17 1.385(4) C18 H18 0.9300 C3 C4 1.387(4) C3 H3 0.9300 C29 C28 1.377(4) C29 H29 0.9300 C17 C16 1.372(4) C17 H17 0.9300 C4 H4 0.9300 C11 C10 1.388(4) C11 C12 1.506(4) C16 H16 0.9300 C26 C27 1.380(4) C26 H26 0.9300 C9 C8 1.373(5) C9 C10 1.374(5) C9 H9 0.9300 C24 C23 1.533(4) C24 H24A 0.9600 C24 H24B 0.9600 C24 H24C 0.9600 C10 H10 0.9300 C23 C25 1.529(4) C23 H23 0.9800 C28 C27 1.369(4) C28 H28 0.9300 C13 H13A 0.9600 C13 H13B 0.9600 C13 H13C 0.9600 C8 H8 0.9300 C25 H25A 0.9600 C25 H25B 0.9600 C25 H25C 0.9600 C12 H12A 0.9600 C12 H12B 0.9600 C12 H12C 0.9600 C27 H27 0.9300 C22 H22A 0.9600 C22 H22B 0.9600 C22 H22C 0.9600 C21 H21A 0.9600 C21 H21B 0.9600 C21 H21C 0.9600 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 C6 N2 C14 C19 -83.8(3) FE1 N2 C14 C19 95.3(2) C6 N2 C14 C15 99.0(3) FE1 N2 C14 C15 -81.8(3) C2 N1 C5 C4 -0.6(2) FE1 N1 C5 C4 179.82(18) C2 N1 C5 C1 177.13(19) FE1 N1 C5 C1 -2.5(4) N1 C5 C1 C11 -114.0(3) C4 C5 C1 C11 63.2(3) N1 C5 C1 C7 64.0(3) C4 C5 C1 C7 -118.8(3) C14 N2 C6 C2 -179.2(2) FE1 N2 C6 C2 1.5(3) C15 C14 C19 C18 0.2(4) N2 C14 C19 C18 -176.8(2) C15 C14 C19 C23 175.9(2) N2 C14 C19 C23 -1.2(3) C5 N1 C2 C3 0.5(2) FE1 N1 C2 C3 -179.73(15) C5 N1 C2 C6 178.06(19) FE1 N1 C2 C6 -2.2(2) N2 C6 C2 N1 0.4(3) N2 C6 C2 C3 177.2(2) C11 C1 C7 C8 1.9(4) C5 C1 C7 C8 -176.1(2) C11 C1 C7 C13 -176.4(3) C5 C1 C7 C13 5.5(4) C19 C14 C15 C16 0.3(4) N2 C14 C15 C16 177.4(2) C19 C14 C15 C20 177.1(2) N2 C14 C15 C20 -5.7(3) C26 N3 C30 C29 0.6(4) FE1 N3 C30 C29 179.0(2) C16 C15 C20 C21 81.5(3) C14 C15 C20 C21 -95.3(3) C16 C15 C20 C22 -43.7(4) C14 C15 C20 C22 139.6(3) C14 C19 C18 C17 -0.2(4) C23 C19 C18 C17 -175.9(3) N1 C2 C3 C4 -0.3(3) C6 C2 C3 C4 -177.3(2) N3 C30 C29 C28 0.5(4) C19 C18 C17 C16 -0.4(4) C2 C3 C4 C5 -0.1(3) N1 C5 C4 C3 0.4(3) C1 C5 C4 C3 -177.1(2) C7 C1 C11 C10 -2.3(4) C5 C1 C11 C10 175.7(2) C7 C1 C11 C12 177.4(3) C5 C1 C11 C12 -4.6(4) C18 C17 C16 C15 1.0(4) C14 C15 C16 C17 -1.0(4) C20 C15 C16 C17 -177.9(3) C30 N3 C26 C27 -0.8(4) FE1 N3 C26 C27 -179.3(3) C8 C9 C10 C11 0.8(5) C1 C11 C10 C9 1.0(4) C12 C11 C10 C9 -178.7(3) C18 C19 C23 C25 84.5(3) C14 C19 C23 C25 -91.0(3) C18 C19 C23 C24 -38.8(4) C14 C19 C23 C24 145.6(3) C30 C29 C28 C27 -1.3(5) C10 C9 C8 C7 -1.3(5) C1 C7 C8 C9 0.0(4) C13 C7 C8 C9 178.3(3) C29 C28 C27 C26 1.1(5) N3 C26 C27 C28 0.0(5)