#------------------------------------------------------------------------------ #$Date: 2020-04-23 01:36:19 +0300 (Thu, 23 Apr 2020) $ #$Revision: 251063 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/78/1557870.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_1557870 loop_ _publ_author_name 'Yan, Chenting' 'Takeshita, Masato' 'Nakatsuji, Jun-ya' 'Kurosaki, Akihiro' 'Sato, Kaoko' 'Shang, Rong' 'Nakamoto, Masaaki' 'Yamamoto, Yohsuke' 'Adachi, Yohei' 'Furukawa, Ko' 'Kishi, Ryohei' 'Nakano, Masayoshi' _publ_section_title ; Synthesis and Properties of Hypervalent Electron-rich Pentacoordinate Nitrogen Compounds ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D0SC00002G _journal_year 2020 _chemical_formula_sum 'C26 H25 Cl8 N O4 Sb' _chemical_formula_weight 820.82 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2019-08-05 deposited with the CCDC. 2020-04-13 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 109.070(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 11.6398(8) _cell_length_b 18.4868(13) _cell_length_c 16.2027(11) _cell_measurement_reflns_used 9936 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 24.73 _cell_measurement_theta_min 2.15 _cell_volume 3295.2(4) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXS-97 (Sheldrick 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.998 _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 0.0246 _diffrn_reflns_av_unetI/netI 0.0245 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 15559 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 24.729 _diffrn_reflns_theta_max 24.729 _diffrn_reflns_theta_min 1.727 _exptl_absorpt_coefficient_mu 1.518 _exptl_absorpt_correction_T_max 0.534 _exptl_absorpt_correction_T_min 0.444 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.655 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1628 _exptl_crystal_size_max 0.794 _exptl_crystal_size_mid 0.727 _exptl_crystal_size_min 0.473 _refine_diff_density_max 0.876 _refine_diff_density_min -0.792 _refine_diff_density_rms 0.088 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 366 _refine_ls_number_reflns 5614 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.061 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0312 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0348P)^2^+5.1831P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0781 _refine_ls_wR_factor_ref 0.0800 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5196 _reflns_number_total 5614 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0sc00002g2.cif _cod_data_source_block 3Me_a _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 1557870 _shelx_shelxl_version_number 2014/7 _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_estimated_absorpt_t_min 0.379 _shelx_estimated_absorpt_t_max 0.534 _shelx_res_file ; yan_exp369_3m.res created by SHELXL-2014/7 TITL yan_exp369_3m in P2(1)/n CELL 0.71073 11.6398 18.4868 16.2027 90.000 109.070 90.000 ZERR 4.00 0.0008 0.0013 0.0011 0.000 0.003 0.000 LATT 1 SYMM -x+1/2, y+1/2, -z+1/2 SFAC C O CL SB N H UNIT 104 16 32 4 4 100 LIST 6 ! automatically inserted. Change 6 to 4 for CHECKCIF!! TEMP -100 SIZE 0.473 0.727 0.794 ACTA L.S. 10 FMAP 2 PLAN -5 0 0.00 HTAB BOND $H CONF WGHT 0.034800 5.183100 FVAR 0.06961 SB1 4 -0.047696 0.749032 0.600061 11.00000 0.01653 0.02317 = 0.03160 -0.00239 0.00451 -0.00010 CL1 3 0.629868 1.082717 0.499886 11.00000 0.03700 0.04148 = 0.02279 0.00652 0.01021 0.00070 CL2 3 0.121718 0.765598 0.552340 11.00000 0.02707 0.04036 = 0.06231 0.00498 0.02002 -0.00380 CL3 3 -0.067153 0.875295 0.612716 11.00000 0.04483 0.02585 = 0.15769 -0.00327 0.04458 0.00477 CL4 3 -0.216530 0.730523 0.650723 11.00000 0.02771 0.04440 = 0.04871 -0.00279 0.01909 0.00239 CL5 3 0.080329 0.745144 0.746418 11.00000 0.03638 0.09987 = 0.03553 -0.02761 -0.00337 0.01987 CL6 3 -0.180209 0.752045 0.455862 11.00000 0.03402 0.12225 = 0.03561 0.02358 -0.00226 -0.01262 C1 1 0.475737 0.640572 0.774860 11.00000 0.01974 0.01748 = 0.05703 -0.01095 0.01210 -0.00531 CL7 3 -0.026405 0.622942 0.589795 11.00000 0.06021 0.02359 = 0.06571 -0.00715 0.04660 -0.00382 C8 1 0.338754 0.635617 0.743467 11.00000 0.02243 0.02125 = 0.05216 -0.00372 0.00604 -0.00724 AFIX 137 H8A 6 0.305883 0.660459 0.687205 11.00000 -1.50000 H8AB 6 0.307270 0.658506 0.786270 11.00000 -1.50000 H8AC 6 0.314194 0.584671 0.736550 11.00000 -1.50000 AFIX 0 C9 1 0.527981 0.607754 0.710126 11.00000 0.08082 0.05650 = 0.15214 -0.07041 0.08328 -0.04313 AFIX 137 H9A 6 0.494546 0.632481 0.653833 11.00000 -1.50000 H9AB 6 0.506881 0.556291 0.702863 11.00000 -1.50000 H9AC 6 0.616611 0.613071 0.731435 11.00000 -1.50000 AFIX 0 C10 1 0.521807 0.718808 0.791648 11.00000 0.01831 0.01894 = 0.03184 -0.00528 0.01077 -0.00268 C11 1 0.446292 0.778402 0.762534 11.00000 0.01509 0.02078 = 0.02976 -0.00667 0.00678 -0.00394 AFIX 43 H11 6 0.362127 0.770968 0.732766 11.00000 -1.20000 AFIX 0 C12 1 0.491622 0.848724 0.776161 11.00000 0.01843 0.01897 = 0.02216 -0.00391 0.00738 -0.00119 C13 1 0.615474 0.860117 0.819146 11.00000 0.01801 0.01527 = 0.02211 -0.00405 0.00880 -0.00416 C14 1 0.693067 0.801127 0.848996 11.00000 0.01663 0.01987 = 0.02492 -0.00244 0.00804 -0.00280 C15 1 0.644197 0.731935 0.835313 11.00000 0.01748 0.01725 = 0.03277 -0.00200 0.00898 -0.00230 AFIX 43 H15 6 0.696621 0.691883 0.856696 11.00000 -1.20000 AFIX 0 C16 1 0.827777 0.811028 0.889700 11.00000 0.01725 0.01934 = 0.03682 -0.00600 0.00749 -0.00249 C17 1 1.012601 0.754741 0.967054 11.00000 0.01760 0.03404 = 0.09403 0.00282 -0.01036 -0.00036 AFIX 137 H17A 6 1.049008 0.773841 0.924881 11.00000 -1.50000 H17B 6 1.044744 0.706233 0.985498 11.00000 -1.50000 H17C 6 1.032514 0.786716 1.018037 11.00000 -1.50000 AFIX 0 C18 1 0.406960 0.911975 0.750104 11.00000 0.01742 0.01893 = 0.02738 -0.00126 0.01048 -0.00218 C23 1 0.639412 1.038689 0.596135 11.00000 0.01783 0.02972 = 0.02059 0.00181 0.00592 -0.00411 C22 1 0.615483 1.077132 0.662190 11.00000 0.02911 0.01944 = 0.02999 0.00035 0.01280 -0.00070 AFIX 43 H22 6 0.593077 1.126714 0.654488 11.00000 -1.20000 AFIX 0 C21 1 0.624783 1.042136 0.739210 11.00000 0.02826 0.02017 = 0.02753 -0.00418 0.01501 -0.00232 AFIX 43 H21 6 0.609807 1.067613 0.785588 11.00000 -1.20000 AFIX 0 C20 1 0.656372 0.968955 0.748661 11.00000 0.01470 0.02117 = 0.02153 -0.00131 0.00679 -0.00383 C25 1 0.679003 0.930805 0.681387 11.00000 0.02226 0.02155 = 0.02627 -0.00385 0.00928 0.00190 AFIX 43 H25 6 0.699632 0.880931 0.688086 11.00000 -1.20000 AFIX 0 C26 1 0.707424 0.966373 0.906467 11.00000 0.01706 0.01566 = 0.02152 -0.00095 0.00580 -0.00041 C27 1 0.801174 1.017718 0.920288 11.00000 0.02892 0.02303 = 0.02656 -0.00086 0.01392 -0.00908 AFIX 43 H27 6 0.833037 1.028688 0.874729 11.00000 -1.20000 AFIX 0 C28 1 0.846344 1.051758 0.999081 11.00000 0.02592 0.02165 = 0.03032 -0.00370 0.00714 -0.01091 AFIX 43 H28 6 0.910692 1.085749 1.009199 11.00000 -1.20000 AFIX 0 C29 1 0.796823 1.035960 1.064263 11.00000 0.02610 0.01929 = 0.01952 -0.00082 0.00063 -0.00099 C30 1 0.705942 0.984482 1.052744 11.00000 0.02780 0.02220 = 0.01970 0.00320 0.00834 -0.00074 AFIX 43 H30 6 0.674178 0.974250 1.098546 11.00000 -1.20000 AFIX 0 C31 1 0.662496 0.948545 0.974500 11.00000 0.02009 0.01680 = 0.02469 0.00061 0.00759 -0.00461 AFIX 43 H31 6 0.602554 0.911930 0.966435 11.00000 -1.20000 AFIX 0 C32 1 0.519908 0.596994 0.862723 11.00000 0.04171 0.02786 = 0.08753 0.01475 -0.00564 -0.01047 AFIX 137 H32A 6 0.495149 0.546293 0.851494 11.00000 -1.50000 H32B 6 0.483485 0.617672 0.904074 11.00000 -1.50000 H32C 6 0.608678 0.599797 0.887479 11.00000 -1.50000 AFIX 0 O33 2 0.880884 0.750918 0.926477 11.00000 0.01668 0.02542 = 0.07456 0.00662 -0.00773 -0.00367 O34 2 0.881500 0.865779 0.887010 11.00000 0.01791 0.02541 = 0.08162 0.00084 0.01022 -0.00582 O35 2 0.416895 0.966494 0.792190 11.00000 0.02342 0.02461 = 0.04196 -0.01124 0.00852 0.00274 O36 2 0.318983 0.899488 0.674854 11.00000 0.02383 0.02523 = 0.02646 -0.00305 0.00379 0.00593 C37 1 0.230671 0.956970 0.644277 11.00000 0.02929 0.03697 = 0.03179 0.00622 0.00915 0.01573 AFIX 137 H37A 6 0.272149 1.001332 0.636599 11.00000 -1.50000 H37B 6 0.189243 0.965451 0.687217 11.00000 -1.50000 H37C 6 0.170880 0.943014 0.588331 11.00000 -1.50000 AFIX 0 N38 5 0.661800 0.932919 0.826504 11.00000 0.01634 0.01633 = 0.02176 -0.00134 0.00864 -0.00281 CL39 3 0.852600 1.081577 1.161449 11.00000 0.04662 0.03579 = 0.02383 -0.00964 0.00587 -0.01380 C24 1 0.671036 0.966438 0.605043 11.00000 0.02572 0.03321 = 0.02253 -0.00631 0.01027 0.00181 AFIX 43 H24 6 0.687208 0.941439 0.558803 11.00000 -1.20000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM yan_exp369_3m in P2(1)/n REM R1 = 0.0312 for 5196 Fo > 4sig(Fo) and 0.0338 for all 5614 data REM 366 parameters refined using 0 restraints END WGHT 0.0348 5.1831 REM Instructions for potential hydrogen bonds EQIV $1 -x+1/2, y+1/2, -z+3/2 HTAB C21 Cl7_$1 EQIV $2 -x+2, -y+2, -z+2 HTAB C28 O34_$2 EQIV $3 x+1/2, -y+3/2, z+1/2 HTAB C30 Cl7_$3 EQIV $4 -x+1, -y+2, -z+2 HTAB C30 O35_$4 HTAB C31 Cl7_$3 HTAB C37 Cl39_$4 EQIV $5 x+1, y, z HTAB C24 Cl3_$5 REM Highest difference peak 0.876, deepest hole -0.792, 1-sigma level 0.088 Q1 1 0.4536 0.6422 0.6484 11.00000 0.05 0.88 Q2 1 0.5532 0.5868 0.8049 11.00000 0.05 0.85 Q3 1 -0.1049 0.8689 0.5448 11.00000 0.05 0.83 Q4 1 0.0765 0.7878 0.7121 11.00000 0.05 0.76 Q5 1 -0.0604 0.7551 0.5434 11.00000 0.05 0.48 ; _shelx_res_checksum 15708 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb -0.04770(2) 0.74903(2) 0.60006(2) 0.02458(8) Uani 1 1 d . . . . . Cl1 Cl 0.62987(7) 1.08272(4) 0.49989(5) 0.03365(17) Uani 1 1 d . . . . . Cl2 Cl 0.12172(7) 0.76560(5) 0.55234(6) 0.0419(2) Uani 1 1 d . . . . . Cl3 Cl -0.06715(9) 0.87529(5) 0.61272(10) 0.0733(4) Uani 1 1 d . . . . . Cl4 Cl -0.21653(7) 0.73052(5) 0.65072(5) 0.03866(19) Uani 1 1 d . . . . . Cl5 Cl 0.08033(9) 0.74514(6) 0.74642(6) 0.0609(3) Uani 1 1 d . . . . . Cl6 Cl -0.18021(9) 0.75204(7) 0.45586(7) 0.0673(4) Uani 1 1 d . . . . . C1 C 0.4757(3) 0.64057(15) 0.7749(2) 0.0315(7) Uani 1 1 d . . . . . Cl7 Cl -0.02640(8) 0.62294(4) 0.58980(6) 0.0435(2) Uani 1 1 d . . . . . C8 C 0.3388(3) 0.63562(16) 0.7435(2) 0.0334(7) Uani 1 1 d . . . . . H8A H 0.3059 0.6605 0.6872 0.050 Uiso 1 1 calc R U . . . H8AB H 0.3073 0.6585 0.7863 0.050 Uiso 1 1 calc R U . . . H8AC H 0.3142 0.5847 0.7366 0.050 Uiso 1 1 calc R U . . . C9 C 0.5280(4) 0.6078(2) 0.7101(4) 0.0855(19) Uani 1 1 d . . . . . H9A H 0.4945 0.6325 0.6538 0.128 Uiso 1 1 calc R U . . . H9AB H 0.5069 0.5563 0.7029 0.128 Uiso 1 1 calc R U . . . H9AC H 0.6166 0.6131 0.7314 0.128 Uiso 1 1 calc R U . . . C10 C 0.5218(2) 0.71881(14) 0.79165(18) 0.0224(6) Uani 1 1 d . . . . . C11 C 0.4463(2) 0.77840(15) 0.76253(18) 0.0220(6) Uani 1 1 d . . . . . H11 H 0.3621 0.7710 0.7328 0.026 Uiso 1 1 calc R U . . . C12 C 0.4916(2) 0.84872(14) 0.77616(17) 0.0197(5) Uani 1 1 d . . . . . C13 C 0.6155(2) 0.86012(13) 0.81915(16) 0.0179(5) Uani 1 1 d . . . . . C14 C 0.6931(2) 0.80113(15) 0.84900(17) 0.0202(5) Uani 1 1 d . . . . . C15 C 0.6442(2) 0.73194(15) 0.83531(18) 0.0223(6) Uani 1 1 d . . . . . H15 H 0.6966 0.6919 0.8567 0.027 Uiso 1 1 calc R U . . . C16 C 0.8278(2) 0.81103(14) 0.88970(19) 0.0248(6) Uani 1 1 d . . . . . C17 C 1.0126(3) 0.75474(18) 0.9671(3) 0.0555(12) Uani 1 1 d . . . . . H17A H 1.0490 0.7738 0.9249 0.083 Uiso 1 1 calc R U . . . H17B H 1.0447 0.7062 0.9855 0.083 Uiso 1 1 calc R U . . . H17C H 1.0325 0.7867 1.0180 0.083 Uiso 1 1 calc R U . . . C18 C 0.4070(2) 0.91198(14) 0.75010(17) 0.0205(6) Uani 1 1 d . . . . . C23 C 0.6394(2) 1.03869(15) 0.59613(17) 0.0228(6) Uani 1 1 d . . . . . C22 C 0.6155(3) 1.07713(15) 0.66219(18) 0.0254(6) Uani 1 1 d . . . . . H22 H 0.5931 1.1267 0.6545 0.030 Uiso 1 1 calc R U . . . C21 C 0.6248(2) 1.04214(14) 0.73921(18) 0.0239(6) Uani 1 1 d . . . . . H21 H 0.6098 1.0676 0.7856 0.029 Uiso 1 1 calc R U . . . C20 C 0.6564(2) 0.96896(14) 0.74866(17) 0.0189(5) Uani 1 1 d . . . . . C25 C 0.6790(2) 0.93080(15) 0.68139(17) 0.0230(6) Uani 1 1 d . . . . . H25 H 0.6996 0.8809 0.6881 0.028 Uiso 1 1 calc R U . . . C26 C 0.7074(2) 0.96637(13) 0.90647(16) 0.0182(5) Uani 1 1 d . . . . . C27 C 0.8012(3) 1.01772(15) 0.92029(18) 0.0250(6) Uani 1 1 d . . . . . H27 H 0.8330 1.0287 0.8747 0.030 Uiso 1 1 calc R U . . . C28 C 0.8463(3) 1.05176(15) 0.99908(18) 0.0265(6) Uani 1 1 d . . . . . H28 H 0.9107 1.0857 1.0092 0.032 Uiso 1 1 calc R U . . . C29 C 0.7968(2) 1.03596(14) 1.06426(17) 0.0233(6) Uani 1 1 d . . . . . C30 C 0.7059(3) 0.98448(14) 1.05274(17) 0.0231(6) Uani 1 1 d . . . . . H30 H 0.6742 0.9743 1.0985 0.028 Uiso 1 1 calc R U . . . C31 C 0.6625(2) 0.94855(14) 0.97450(17) 0.0205(5) Uani 1 1 d . . . . . H31 H 0.6026 0.9119 0.9664 0.025 Uiso 1 1 calc R U . . . C32 C 0.5199(3) 0.59699(19) 0.8627(3) 0.0589(12) Uani 1 1 d . . . . . H32A H 0.4951 0.5463 0.8515 0.088 Uiso 1 1 calc R U . . . H32B H 0.4835 0.6177 0.9041 0.088 Uiso 1 1 calc R U . . . H32C H 0.6087 0.5998 0.8875 0.088 Uiso 1 1 calc R U . . . O33 O 0.8809(2) 0.75092(11) 0.92648(19) 0.0444(7) Uani 1 1 d . . . . . O34 O 0.88150(18) 0.86578(11) 0.88701(17) 0.0431(6) Uani 1 1 d . . . . . O35 O 0.41690(17) 0.96649(11) 0.79219(14) 0.0305(5) Uani 1 1 d . . . . . O36 O 0.31898(17) 0.89949(10) 0.67485(12) 0.0263(4) Uani 1 1 d . . . . . C37 C 0.2307(3) 0.95697(17) 0.6443(2) 0.0329(7) Uani 1 1 d . . . . . H37A H 0.2721 1.0013 0.6366 0.049 Uiso 1 1 calc R U . . . H37B H 0.1892 0.9655 0.6872 0.049 Uiso 1 1 calc R U . . . H37C H 0.1709 0.9430 0.5883 0.049 Uiso 1 1 calc R U . . . N38 N 0.66180(19) 0.93292(11) 0.82650(14) 0.0176(4) Uani 1 1 d . . . . . Cl39 Cl 0.85260(7) 1.08158(4) 1.16145(5) 0.03679(19) Uani 1 1 d . . . . . C24 C 0.6710(3) 0.96644(16) 0.60504(18) 0.0266(6) Uani 1 1 d . . . . . H24 H 0.6872 0.9414 0.5588 0.032 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 Sb1 0.01653(12) 0.02317(12) 0.03160(13) -0.00239(7) 0.00451(9) -0.00010(7) Cl1 0.0370(4) 0.0415(4) 0.0228(3) 0.0065(3) 0.0102(3) 0.0007(3) Cl2 0.0271(4) 0.0404(4) 0.0623(5) 0.0050(4) 0.0200(4) -0.0038(3) Cl3 0.0448(5) 0.0259(5) 0.1577(12) -0.0033(6) 0.0446(7) 0.0048(4) Cl4 0.0277(4) 0.0444(4) 0.0487(5) -0.0028(4) 0.0191(4) 0.0024(3) Cl5 0.0364(5) 0.0999(9) 0.0355(5) -0.0276(5) -0.0034(4) 0.0199(5) Cl6 0.0340(5) 0.1222(11) 0.0356(5) 0.0236(5) -0.0023(4) -0.0126(5) C1 0.0197(14) 0.0175(14) 0.057(2) -0.0110(13) 0.0121(13) -0.0053(11) Cl7 0.0602(5) 0.0236(4) 0.0657(6) -0.0071(3) 0.0466(5) -0.0038(3) C8 0.0224(15) 0.0213(14) 0.0522(19) -0.0037(13) 0.0060(13) -0.0072(12) C9 0.081(3) 0.057(3) 0.152(5) -0.070(3) 0.083(3) -0.043(2) C10 0.0183(13) 0.0189(14) 0.0318(15) -0.0053(11) 0.0108(11) -0.0027(11) C11 0.0151(12) 0.0208(14) 0.0298(14) -0.0067(11) 0.0068(11) -0.0039(11) C12 0.0184(13) 0.0190(13) 0.0222(13) -0.0039(10) 0.0074(10) -0.0012(10) C13 0.0180(12) 0.0153(12) 0.0221(13) -0.0040(10) 0.0088(10) -0.0042(10) C14 0.0166(13) 0.0199(13) 0.0249(14) -0.0024(10) 0.0080(11) -0.0028(10) C15 0.0175(13) 0.0172(13) 0.0328(15) -0.0020(11) 0.0090(11) -0.0023(11) C16 0.0173(13) 0.0193(14) 0.0368(16) -0.0060(11) 0.0075(12) -0.0025(11) C17 0.0176(17) 0.034(2) 0.094(3) 0.0028(18) -0.0104(18) -0.0004(13) C18 0.0174(13) 0.0189(14) 0.0274(14) -0.0013(11) 0.0105(11) -0.0022(10) C23 0.0178(13) 0.0297(15) 0.0206(13) 0.0018(11) 0.0059(10) -0.0041(11) C22 0.0291(15) 0.0194(14) 0.0300(15) 0.0004(11) 0.0128(12) -0.0007(11) C21 0.0283(14) 0.0202(13) 0.0275(14) -0.0042(11) 0.0150(12) -0.0023(11) C20 0.0147(12) 0.0212(13) 0.0215(13) -0.0013(10) 0.0068(10) -0.0038(10) C25 0.0223(13) 0.0216(14) 0.0263(14) -0.0039(11) 0.0093(11) 0.0019(11) C26 0.0171(12) 0.0157(12) 0.0215(13) -0.0010(10) 0.0058(10) -0.0004(10) C27 0.0289(15) 0.0230(14) 0.0266(14) -0.0009(11) 0.0139(12) -0.0091(12) C28 0.0259(14) 0.0217(14) 0.0303(15) -0.0037(11) 0.0071(12) -0.0109(11) C29 0.0261(14) 0.0193(13) 0.0195(13) -0.0008(10) 0.0006(11) -0.0010(11) C30 0.0278(14) 0.0222(14) 0.0197(13) 0.0032(11) 0.0083(11) -0.0007(11) C31 0.0201(13) 0.0168(13) 0.0247(14) 0.0006(10) 0.0076(11) -0.0046(10) C32 0.042(2) 0.0279(18) 0.088(3) 0.0147(19) -0.006(2) -0.0105(16) O33 0.0167(11) 0.0254(12) 0.0746(18) 0.0066(10) -0.0077(11) -0.0037(8) O34 0.0179(10) 0.0254(12) 0.0816(18) 0.0008(11) 0.0102(11) -0.0058(9) O35 0.0234(10) 0.0246(11) 0.0420(12) -0.0112(9) 0.0085(9) 0.0027(8) O36 0.0238(10) 0.0252(10) 0.0265(10) -0.0030(8) 0.0038(8) 0.0059(8) C37 0.0293(16) 0.0370(17) 0.0318(16) 0.0062(13) 0.0092(13) 0.0157(13) N38 0.0163(10) 0.0163(11) 0.0218(11) -0.0013(9) 0.0086(9) -0.0028(9) Cl39 0.0466(5) 0.0358(4) 0.0238(4) -0.0096(3) 0.0059(3) -0.0138(3) C24 0.0257(14) 0.0332(16) 0.0225(14) -0.0063(12) 0.0103(11) 0.0018(12) 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' O O 0.0106 0.0060 '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' Sb Sb -0.5866 1.5461 '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' H H 0.0000 0.0000 '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 Cl6 Sb1 Cl5 178.23(4) . . ? Cl6 Sb1 Cl7 90.19(4) . . ? Cl5 Sb1 Cl7 89.68(4) . . ? Cl6 Sb1 Cl3 90.72(5) . . ? Cl5 Sb1 Cl3 89.42(5) . . ? Cl7 Sb1 Cl3 179.09(5) . . ? Cl6 Sb1 Cl2 91.06(4) . . ? Cl5 Sb1 Cl2 90.71(4) . . ? Cl7 Sb1 Cl2 89.25(3) . . ? Cl3 Sb1 Cl2 90.82(3) . . ? Cl6 Sb1 Cl4 89.92(3) . . ? Cl5 Sb1 Cl4 88.31(3) . . ? Cl7 Sb1 Cl4 89.99(3) . . ? Cl3 Sb1 Cl4 89.93(3) . . ? Cl2 Sb1 Cl4 178.76(3) . . ? C9 C1 C8 111.4(3) . . ? C9 C1 C10 107.9(3) . . ? C8 C1 C10 112.7(2) . . ? C9 C1 C32 109.8(4) . . ? C8 C1 C32 105.8(3) . . ? C10 C1 C32 109.3(3) . . ? C1 C8 H8A 109.5 . . ? C1 C8 H8AB 109.5 . . ? H8A C8 H8AB 109.5 . . ? C1 C8 H8AC 109.5 . . ? H8A C8 H8AC 109.5 . . ? H8AB C8 H8AC 109.5 . . ? C1 C9 H9A 109.5 . . ? C1 C9 H9AB 109.5 . . ? H9A C9 H9AB 109.5 . . ? C1 C9 H9AC 109.5 . . ? H9A C9 H9AC 109.5 . . ? H9AB C9 H9AC 109.5 . . ? C15 C10 C11 117.6(2) . . ? C15 C10 C1 119.7(2) . . ? C11 C10 C1 122.7(2) . . ? C10 C11 C12 121.3(2) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C11 C12 C13 119.7(2) . . ? C11 C12 C18 120.2(2) . . ? C13 C12 C18 120.0(2) . . ? C12 C13 C14 120.0(2) . . ? C12 C13 N38 118.7(2) . . ? C14 C13 N38 121.2(2) . . ? C15 C14 C13 118.6(2) . . ? C15 C14 C16 119.8(2) . . ? C13 C14 C16 121.4(2) . . ? C14 C15 C10 122.7(3) . . ? C14 C15 H15 118.6 . . ? C10 C15 H15 118.6 . . ? O34 C16 O33 123.8(3) . . ? O34 C16 C14 124.8(3) . . ? O33 C16 C14 111.4(2) . . ? O33 C17 H17A 109.5 . . ? O33 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O33 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O35 C18 O36 124.6(2) . . ? O35 C18 C12 124.2(2) . . ? O36 C18 C12 111.2(2) . . ? C24 C23 C22 121.9(3) . . ? C24 C23 Cl1 119.1(2) . . ? C22 C23 Cl1 119.0(2) . . ? C21 C22 C23 118.8(3) . . ? C21 C22 H22 120.6 . . ? C23 C22 H22 120.6 . . ? C22 C21 C20 119.6(2) . . ? C22 C21 H21 120.2 . . ? C20 C21 H21 120.2 . . ? C25 C20 C21 121.0(2) . . ? C25 C20 N38 119.7(2) . . ? C21 C20 N38 119.3(2) . . ? C24 C25 C20 119.1(3) . . ? C24 C25 H25 120.5 . . ? C20 C25 H25 120.5 . . ? N38 C26 C31 120.3(2) . . ? N38 C26 C27 119.6(2) . . ? C31 C26 C27 120.1(2) . . ? C28 C27 C26 120.1(2) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C27 C28 C29 119.0(2) . . ? C27 C28 H28 120.5 . . ? C29 C28 H28 120.5 . . ? C30 C29 C28 121.9(2) . . ? C30 C29 Cl39 120.2(2) . . ? C28 C29 Cl39 117.9(2) . . ? C31 C30 C29 119.3(2) . . ? C31 C30 H30 120.3 . . ? C29 C30 H30 120.3 . . ? C30 C31 C26 119.5(2) . . ? C30 C31 H31 120.3 . . ? C26 C31 H31 120.3 . . ? C1 C32 H32A 109.5 . . ? C1 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C1 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C16 O33 C17 115.6(2) . . ? C18 O36 C37 115.7(2) . . ? O36 C37 H37A 109.5 . . ? O36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C26 N38 C20 121.4(2) . . ? C26 N38 C13 121.1(2) . . ? C20 N38 C13 117.5(2) . . ? C25 C24 C23 119.6(3) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? 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 Sb1 Cl6 2.3423(10) . ? Sb1 Cl5 2.3537(9) . ? Sb1 Cl7 2.3558(8) . ? Sb1 Cl3 2.3605(9) . ? Sb1 Cl2 2.3615(8) . ? Sb1 Cl4 2.3889(8) . ? Cl1 C23 1.730(3) . ? C1 C9 1.502(5) . ? C1 C8 1.510(4) . ? C1 C10 1.536(4) . ? C1 C32 1.569(5) . ? C8 H8A 0.9800 . ? C8 H8AB 0.9800 . ? C8 H8AC 0.9800 . ? C9 H9A 0.9800 . ? C9 H9AB 0.9800 . ? C9 H9AC 0.9800 . ? C10 C15 1.389(4) . ? C10 C11 1.392(4) . ? C11 C12 1.393(4) . ? C11 H11 0.9500 . ? C12 C13 1.397(4) . ? C12 C18 1.498(4) . ? C13 C14 1.398(4) . ? C13 N38 1.440(3) . ? C14 C15 1.388(4) . ? C14 C16 1.500(4) . ? C15 H15 0.9500 . ? C16 O34 1.198(3) . ? C16 O33 1.316(3) . ? C17 O33 1.459(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 O35 1.201(3) . ? C18 O36 1.331(3) . ? C23 C24 1.380(4) . ? C23 C22 1.387(4) . ? C22 C21 1.378(4) . ? C22 H22 0.9500 . ? C21 C20 1.397(4) . ? C21 H21 0.9500 . ? C20 C25 1.394(4) . ? C20 N38 1.409(3) . ? C25 C24 1.378(4) . ? C25 H25 0.9500 . ? C26 N38 1.376(3) . ? C26 C31 1.405(4) . ? C26 C27 1.408(4) . ? C27 C28 1.365(4) . ? C27 H27 0.9500 . ? C28 C29 1.390(4) . ? C28 H28 0.9500 . ? C29 C30 1.389(4) . ? C29 Cl39 1.716(3) . ? C30 C31 1.373(4) . ? C30 H30 0.9500 . ? C31 H31 0.9500 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? O36 C37 1.449(3) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C24 H24 0.9500 . ? 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 C9 C1 C10 C15 -68.2(4) . . . . ? C8 C1 C10 C15 168.5(3) . . . . ? C32 C1 C10 C15 51.2(4) . . . . ? C9 C1 C10 C11 109.9(4) . . . . ? C8 C1 C10 C11 -13.5(4) . . . . ? C32 C1 C10 C11 -130.8(3) . . . . ? C15 C10 C11 C12 0.3(4) . . . . ? C1 C10 C11 C12 -177.7(3) . . . . ? C10 C11 C12 C13 0.6(4) . . . . ? C10 C11 C12 C18 -175.4(2) . . . . ? C11 C12 C13 C14 -0.6(4) . . . . ? C18 C12 C13 C14 175.4(2) . . . . ? C11 C12 C13 N38 175.3(2) . . . . ? C18 C12 C13 N38 -8.7(4) . . . . ? C12 C13 C14 C15 -0.3(4) . . . . ? N38 C13 C14 C15 -176.1(2) . . . . ? C12 C13 C14 C16 175.6(2) . . . . ? N38 C13 C14 C16 -0.2(4) . . . . ? C13 C14 C15 C10 1.3(4) . . . . ? C16 C14 C15 C10 -174.7(3) . . . . ? C11 C10 C15 C14 -1.3(4) . . . . ? C1 C10 C15 C14 176.8(3) . . . . ? C15 C14 C16 O34 162.8(3) . . . . ? C13 C14 C16 O34 -13.1(4) . . . . ? C15 C14 C16 O33 -15.0(4) . . . . ? C13 C14 C16 O33 169.1(3) . . . . ? C11 C12 C18 O35 140.5(3) . . . . ? C13 C12 C18 O35 -35.6(4) . . . . ? C11 C12 C18 O36 -38.9(3) . . . . ? C13 C12 C18 O36 145.0(2) . . . . ? C24 C23 C22 C21 0.6(4) . . . . ? Cl1 C23 C22 C21 -179.1(2) . . . . ? C23 C22 C21 C20 -0.8(4) . . . . ? C22 C21 C20 C25 0.2(4) . . . . ? C22 C21 C20 N38 -177.9(2) . . . . ? C21 C20 C25 C24 0.6(4) . . . . ? N38 C20 C25 C24 178.7(2) . . . . ? N38 C26 C27 C28 179.4(3) . . . . ? C31 C26 C27 C28 -1.8(4) . . . . ? C26 C27 C28 C29 -1.2(4) . . . . ? C27 C28 C29 C30 2.6(4) . . . . ? C27 C28 C29 Cl39 -178.2(2) . . . . ? C28 C29 C30 C31 -0.7(4) . . . . ? Cl39 C29 C30 C31 -180.0(2) . . . . ? C29 C30 C31 C26 -2.4(4) . . . . ? N38 C26 C31 C30 -177.6(2) . . . . ? C27 C26 C31 C30 3.6(4) . . . . ? O34 C16 O33 C17 1.4(5) . . . . ? C14 C16 O33 C17 179.2(3) . . . . ? O35 C18 O36 C37 -0.3(4) . . . . ? C12 C18 O36 C37 179.1(2) . . . . ? C31 C26 N38 C20 148.9(2) . . . . ? C27 C26 N38 C20 -32.3(4) . . . . ? C31 C26 N38 C13 -29.9(4) . . . . ? C27 C26 N38 C13 148.9(2) . . . . ? C25 C20 N38 C26 143.0(2) . . . . ? C21 C20 N38 C26 -38.9(3) . . . . ? C25 C20 N38 C13 -38.2(3) . . . . ? C21 C20 N38 C13 139.9(2) . . . . ? C12 C13 N38 C26 114.1(3) . . . . ? C14 C13 N38 C26 -70.0(3) . . . . ? C12 C13 N38 C20 -64.6(3) . . . . ? C14 C13 N38 C20 111.2(3) . . . . ? C20 C25 C24 C23 -0.8(4) . . . . ? C22 C23 C24 C25 0.2(4) . . . . ? Cl1 C23 C24 C25 180.0(2) . . . . ?