#------------------------------------------------------------------------------ #$Date: 2020-06-05 13:16:36 +0300 (Fri, 05 Jun 2020) $ #$Revision: 252728 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/78/1557876.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_1557876 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_issue 19 _journal_name_full 'Chemical Science' _journal_page_first 5082 _journal_paper_doi 10.1039/D0SC00002G _journal_volume 11 _journal_year 2020 _chemical_formula_sum 'C30 H33 Cl8 N O4 Sb' _chemical_formula_weight 876.92 _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-2014/5 _audit_update_record ; 2019-08-05 deposited with the CCDC. 2020-04-13 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.770(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.156(3) _cell_length_b 15.548(3) _cell_length_c 19.482(4) _cell_measurement_reflns_used 1967 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 21.77 _cell_measurement_theta_min 2.36 _cell_volume 3681.8(14) _computing_cell_refinement 'Bruker APEX2' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014/5 (Sheldrick, 2014)' _computing_structure_solution SIR-2004 _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.999 _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 0.0860 _diffrn_reflns_av_unetI/netI 0.1375 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 20884 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 26.000 _diffrn_reflns_theta_max 27.479 _diffrn_reflns_theta_min 1.676 _exptl_absorpt_coefficient_mu 1.365 _exptl_absorpt_correction_T_max 0.9732 _exptl_absorpt_correction_T_min 0.7748 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1756 _exptl_crystal_size_max 0.080 _exptl_crystal_size_mid 0.020 _exptl_crystal_size_min 0.020 _refine_diff_density_max 0.849 _refine_diff_density_min -0.848 _refine_diff_density_rms 0.117 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.900 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 411 _refine_ls_number_reflns 8431 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.900 _refine_ls_R_factor_all 0.1333 _refine_ls_R_factor_gt 0.0573 _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^)+(0.0312P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0894 _refine_ls_wR_factor_ref 0.1058 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4448 _reflns_number_total 8431 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0sc00002g2.cif _cod_data_source_block 3iPr_a _cod_depositor_comments 'Adding full bibliography for 1557869--1557876.cif.' _cod_original_cell_volume 3681.6(13) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 1557876 _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 0.899 _shelx_estimated_absorpt_t_max 0.973 _shelxl_version_number 2014/5 _shelx_res_file ; TITL REM Yadorkari-X generated CELL 0.71073 12.1555 15.5479 19.4820 90.0000 90.7704 90.0000 ZERR 4.0 0.0025 0.0032 0.0041 0.0000 0.0035 0.0000 LATT 1 SYMM 1/2-X, 1/2+Y, 1/2-Z REM SPGR P21/n monoclinic SFAC C H O N Cl Sb UNIT 120 132 16 4 32 4 LIST 4 ! automatically inserted. Change 6 to 4 for CHECKCIF!! SIZE 0.02 0.08 0.02 TEMP -100.0 L.S. 10 FMAP 2 PLAN -25 ACTA 52 CONF HTAB WPDB -1 BIND MPLA C14 N1 C4 RTAB ydkr O2 N1 O1 MPLA C14 N1 C13 MPLA C13 N1 C4 RTAB ydkr O2 N1 RTAB ydkr N1 O1 RTAB ydkr O2 C9 C13 N1 RTAB ydkr O2 C9 C13 N1 RTAB ydkr O1 C27 C13 N1 REM PART 1 REM PART 0 WGHT 0.031200 FVAR 0.70359 0.66969 SB1 6 0.421743 0.224532 0.681468 11.00000 0.02291 0.03927 = 0.02334 0.00093 0.00029 0.00210 CL11 5 0.526933 0.158978 0.769623 11.00000 0.03759 0.04458 = 0.04158 0.01239 -0.01125 -0.00382 CL12 5 0.314458 0.286056 0.593156 11.00000 0.05305 0.09068 = 0.03749 0.01063 -0.00970 0.02489 CL13 5 0.280088 0.122230 0.699769 11.00000 0.03242 0.08040 = 0.04939 -0.00468 0.00289 -0.02282 CL14 5 0.565636 0.323582 0.663841 11.00000 0.04798 0.03717 = 0.04853 0.00452 0.01014 -0.00865 CL15 5 0.500380 0.130169 0.599856 11.00000 0.03132 0.05705 = 0.04928 -0.01967 0.00434 -0.00104 CL16 5 0.344305 0.317673 0.762455 11.00000 0.05746 0.06403 = 0.03788 -0.01123 0.00884 0.01979 CL1 5 0.076219 0.010474 0.895267 11.00000 0.05317 0.05768 = 0.07276 -0.02158 -0.00319 -0.02576 CL2 5 0.372650 0.484000 1.243842 11.00000 0.05951 0.04618 = 0.04268 -0.01925 0.00236 0.00572 O1 3 0.354894 0.377301 0.935067 11.00000 0.01966 0.02393 = 0.03268 0.00187 0.00201 0.00496 O2 3 0.495247 0.464226 0.910082 11.00000 0.03402 0.02886 = 0.09071 0.02341 0.01008 -0.00147 O3 3 0.624165 0.035434 1.015644 11.00000 0.05200 0.03099 = 0.04691 0.00544 0.01214 0.01862 O4 3 0.509057 0.113694 1.079219 11.00000 0.03849 0.02547 = 0.03156 0.00561 0.01247 0.00641 N1 4 0.407567 0.242133 1.013910 11.00000 0.01613 0.01831 = 0.02513 0.00376 0.00591 0.00073 C1 1 0.511438 0.246841 0.977930 11.00000 0.02189 0.02584 = 0.01708 -0.00039 0.00108 0.00101 C2 1 0.535603 0.319912 0.939369 11.00000 0.01399 0.02876 = 0.02382 -0.00111 -0.00140 0.00189 C3 1 0.635925 0.324111 0.906475 11.00000 0.02514 0.02845 = 0.03148 0.00642 0.00715 0.00094 AFIX 43 H3 2 0.652720 0.374307 0.880864 11.00000 -1.20000 AFIX 0 C4 1 0.712600 0.258454 0.909308 11.00000 0.02210 0.04060 = 0.02021 -0.00552 -0.00068 -0.00140 C5 1 0.683999 0.185812 0.946163 11.00000 0.02788 0.03222 = 0.02443 -0.00724 0.00176 0.01020 AFIX 43 H5 2 0.733523 0.138549 0.947278 11.00000 -1.20000 AFIX 0 C6 1 0.585666 0.179176 0.981654 11.00000 0.02077 0.01805 = 0.02155 -0.00306 -0.00156 0.00068 C7 1 0.822110 0.267422 0.872933 11.00000 0.02604 0.04523 = 0.03091 -0.00354 0.01201 -0.00402 C11 1 0.326243 0.189982 0.986167 11.00000 0.02253 0.01559 = 0.02822 -0.00394 0.00308 -0.00012 C12 1 0.242946 0.155835 1.027777 11.00000 0.02938 0.02967 = 0.03305 -0.00416 0.00515 -0.00475 AFIX 43 H12 2 0.240319 0.170021 1.075158 11.00000 -1.20000 AFIX 0 C13 1 0.166083 0.102166 0.999286 11.00000 0.03191 0.03481 = 0.04783 0.00341 0.01231 -0.00752 AFIX 43 H13 2 0.109867 0.078615 1.027001 11.00000 -1.20000 AFIX 0 C14 1 0.169748 0.081908 0.930082 11.00000 0.03099 0.02621 = 0.04423 -0.00356 0.00029 -0.00366 C15 1 0.248495 0.115665 0.888630 11.00000 0.04229 0.02584 = 0.03166 -0.00771 -0.00133 0.00318 AFIX 43 H15 2 0.248517 0.102376 0.841034 11.00000 -1.20000 AFIX 0 C16 1 0.327895 0.169101 0.916246 11.00000 0.02334 0.02870 = 0.03165 -0.00021 0.00084 0.00115 AFIX 43 H16 2 0.383806 0.191805 0.887857 11.00000 -1.20000 AFIX 0 C17 1 0.396456 0.294219 1.071858 11.00000 0.01984 0.02001 = 0.02420 0.00124 0.00290 -0.00282 C18 1 0.490193 0.317151 1.110246 11.00000 0.02588 0.02299 = 0.02851 0.00079 0.00877 0.00358 AFIX 43 H18 2 0.559730 0.293904 1.098519 11.00000 -1.20000 AFIX 0 C19 1 0.482677 0.372496 1.164274 11.00000 0.03076 0.02900 = 0.02615 0.00054 0.00194 -0.00326 AFIX 43 H19 2 0.546072 0.387099 1.190840 11.00000 -1.20000 AFIX 0 C20 1 0.380658 0.407132 1.179761 11.00000 0.03771 0.02833 = 0.02445 -0.00351 0.00347 -0.00298 C21 1 0.287056 0.383934 1.143728 11.00000 0.02759 0.04181 = 0.03009 -0.00527 0.00552 0.00617 AFIX 43 H21 2 0.217670 0.406763 1.156261 11.00000 -1.20000 AFIX 0 C22 1 0.294286 0.327836 1.089752 11.00000 0.01608 0.03420 = 0.03253 -0.00270 0.00098 -0.00058 AFIX 43 H22 2 0.229992 0.311867 1.064586 11.00000 -1.20000 AFIX 0 C23 1 0.459909 0.395673 0.926620 11.00000 0.02555 0.02845 = 0.02977 0.00263 0.00521 0.00216 C24 1 0.276072 0.446127 0.916169 11.00000 0.02648 0.03103 = 0.03910 0.00614 -0.00375 0.00900 AFIX 13 H24 2 0.300509 0.473934 0.872673 11.00000 -1.20000 AFIX 0 C25 1 0.167753 0.401248 0.903045 11.00000 0.02739 0.04633 = 0.05249 -0.00527 -0.00759 0.00828 AFIX 137 H25A 2 0.112781 0.443327 0.887535 11.00000 -1.50000 H25B 2 0.143052 0.374014 0.945505 11.00000 -1.50000 H25C 2 0.177076 0.357256 0.867571 11.00000 -1.50000 AFIX 0 C26 1 0.271812 0.512808 0.971561 11.00000 0.05126 0.03627 = 0.04690 -0.00991 -0.00704 0.01863 AFIX 137 H26A 2 0.345743 0.536059 0.979837 11.00000 -1.50000 H26B 2 0.244665 0.486625 1.013841 11.00000 -1.50000 H26C 2 0.222238 0.559367 0.957246 11.00000 -1.50000 AFIX 0 C27 1 0.575325 0.100171 1.026172 11.00000 0.01824 0.02524 = 0.03314 -0.00156 -0.00016 -0.00012 C28 1 0.506051 0.047226 1.133464 11.00000 0.04629 0.02663 = 0.03162 0.01107 0.00164 0.00162 AFIX 13 H28 2 0.524464 -0.010315 1.113769 11.00000 -1.20000 AFIX 0 C29 1 0.388108 0.047688 1.158210 11.00000 0.05010 0.05455 = 0.05226 0.02023 0.01951 0.01216 AFIX 137 H29A 2 0.367375 0.106333 1.171173 11.00000 -1.50000 H29B 2 0.381782 0.009692 1.198098 11.00000 -1.50000 H29C 2 0.339058 0.027337 1.121327 11.00000 -1.50000 AFIX 0 C30 1 0.588476 0.071228 1.187528 11.00000 0.07554 0.05286 = 0.04228 0.01208 -0.01593 -0.01001 AFIX 137 H30A 2 0.662558 0.068679 1.168399 11.00000 -1.50000 H30B 2 0.583408 0.031022 1.226097 11.00000 -1.50000 H30C 2 0.573624 0.129755 1.203616 11.00000 -1.50000 AFIX 0 rem SIMU 0.01 C8 > C10a rem RIGU 0.01 C8 > C10a EADP C8 > C10 EADP C8a > C10a Part 1 21 C8 1 0.798887 0.271581 0.794778 21.00000 0.02451 0.06397 = 0.04450 -0.00143 0.01074 0.00432 AFIX 137 H8A 2 0.868716 0.273593 0.770266 21.00000 -1.50000 H8B 2 0.755880 0.323303 0.784092 21.00000 -1.50000 H8C 2 0.757344 0.220483 0.780440 21.00000 -1.50000 AFIX 0 C9 1 0.900099 0.190303 0.888817 21.00000 0.02451 0.06397 = 0.04450 -0.00143 0.01074 0.00432 AFIX 137 H9A 2 0.865290 0.136770 0.873243 21.00000 -1.50000 H9B 2 0.914410 0.187194 0.938379 21.00000 -1.50000 H9C 2 0.969684 0.198405 0.864826 21.00000 -1.50000 AFIX 0 C10 1 0.876526 0.351551 0.895153 21.00000 0.02451 0.06397 = 0.04450 -0.00143 0.01074 0.00432 AFIX 137 H10A 2 0.946229 0.358526 0.871072 21.00000 -1.50000 H10B 2 0.890648 0.350367 0.944787 21.00000 -1.50000 H10C 2 0.827652 0.399795 0.883869 21.00000 -1.50000 AFIX 0 Part 2 -21 C8A 1 0.920721 0.237421 0.917021 -21.00000 0.01876 0.10867 = 0.08186 0.01003 0.01300 -0.00685 AFIX 137 H8AA 2 0.988237 0.242101 0.890344 -21.00000 -1.50000 H8AB 2 0.909757 0.177425 0.930749 -21.00000 -1.50000 H8AC 2 0.927017 0.273617 0.958068 -21.00000 -1.50000 AFIX 0 C9A 1 0.853621 0.365766 0.857742 -21.00000 0.01876 0.10867 = 0.08186 0.01003 0.01300 -0.00685 AFIX 137 H9AA 2 0.812072 0.386098 0.817454 -21.00000 -1.50000 H9AB 2 0.932616 0.370007 0.848913 -21.00000 -1.50000 H9AC 2 0.835418 0.401250 0.897583 -21.00000 -1.50000 AFIX 0 C10A 1 0.819946 0.230738 0.803924 -21.00000 0.01876 0.10867 = 0.08186 0.01003 0.01300 -0.00685 AFIX 137 H10D 2 0.885846 0.248808 0.779336 -21.00000 -1.50000 H10E 2 0.754215 0.250949 0.779113 -21.00000 -1.50000 H10F 2 0.818325 0.167840 0.807014 -21.00000 -1.50000 Part 0 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM REM R1 = 0.0573 for 4448 Fo > 4sig(Fo) and 0.1333 for all 8431 data REM 411 parameters refined using 0 restraints END WGHT 0.0312 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 x-1/2, -y+1/2, z+1/2 HTAB C12 Cl14_$1 HTAB C15 Cl13 HTAB C16 Cl11 EQIV $2 x+1/2, -y+1/2, z+1/2 HTAB C19 Cl13_$2 HTAB C21 Cl15_$1 EQIV $3 -x+1/2, y+1/2, -z+3/2 HTAB C24 Cl13_$3 HTAB C25 Cl16 HTAB C26 O2 EQIV $4 -x+1, -y, -z+2 HTAB C29 Cl11_$4 REM Highest difference peak 0.849, deepest hole -0.848, 1-sigma level 0.117 Q1 1 0.3638 0.2231 0.7246 11.00000 0.05 0.85 Q2 1 0.4768 0.2267 0.6409 11.00000 0.05 0.65 Q3 1 0.4071 0.2787 0.7091 11.00000 0.05 0.60 Q4 1 0.4199 0.2839 0.6650 11.00000 0.05 0.52 Q5 1 0.5203 0.1820 0.8212 11.00000 0.05 0.50 Q6 1 0.2672 0.1802 0.7261 11.00000 0.05 0.48 Q7 1 0.4060 0.1436 0.6540 11.00000 0.05 0.46 Q8 1 0.3362 0.2654 1.0880 11.00000 0.05 0.46 Q9 1 0.5585 0.1420 0.9711 11.00000 0.05 0.45 Q10 1 0.3273 0.2217 0.6300 11.00000 0.05 0.45 Q11 1 0.2788 0.4850 1.2260 11.00000 0.05 0.44 Q12 1 0.2823 0.2806 0.6408 11.00000 0.05 0.43 Q13 1 0.4841 0.1780 0.6976 11.00000 0.05 0.43 Q14 1 0.2592 0.4404 1.3162 11.00000 0.05 0.41 Q15 1 0.4592 0.2008 0.7381 11.00000 0.05 0.41 Q16 1 0.2558 0.5589 0.9452 11.00000 0.05 0.40 Q17 1 0.2810 0.2247 0.5520 11.00000 0.05 0.40 Q18 1 0.3985 0.2198 0.6705 11.00000 0.05 0.40 Q19 1 0.2149 0.5553 1.0616 11.00000 0.05 0.40 Q20 1 0.4385 0.1395 0.5357 11.00000 0.05 0.40 Q21 1 0.6181 0.4200 0.9388 11.00000 0.05 0.39 Q22 1 0.2658 0.1843 0.6880 11.00000 0.05 0.39 Q23 1 0.6239 0.2873 0.6774 11.00000 0.05 0.39 Q24 1 0.4821 0.2668 0.6836 11.00000 0.05 0.39 Q25 1 0.3635 0.2627 0.6306 11.00000 0.05 0.39 ; _shelx_res_checksum 75152 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 0.42174(3) 0.22453(2) 0.68147(2) 0.02851(11) Uani 1 1 d . . . . . Cl11 Cl 0.52693(11) 0.15898(9) 0.76962(7) 0.0414(4) Uani 1 1 d . . . . . Cl12 Cl 0.31446(13) 0.28606(12) 0.59316(8) 0.0605(5) Uani 1 1 d . . . . . Cl13 Cl 0.28009(11) 0.12223(11) 0.69977(8) 0.0540(5) Uani 1 1 d . . . . . Cl14 Cl 0.56564(12) 0.32358(9) 0.66384(8) 0.0445(4) Uani 1 1 d . . . . . Cl15 Cl 0.50038(11) 0.13017(9) 0.59986(8) 0.0458(4) Uani 1 1 d . . . . . Cl16 Cl 0.34430(13) 0.31767(10) 0.76246(8) 0.0530(4) Uani 1 1 d . . . . . Cl1 Cl 0.07622(13) 0.01047(10) 0.89527(9) 0.0612(5) Uani 1 1 d . . . . . Cl2 Cl 0.37265(13) 0.48400(10) 1.24384(8) 0.0494(4) Uani 1 1 d . . . . . O1 O 0.3549(2) 0.37730(19) 0.93507(17) 0.0254(8) Uani 1 1 d . . . . . O2 O 0.4952(3) 0.4642(2) 0.9101(2) 0.0511(12) Uani 1 1 d . . . . . O3 O 0.6242(3) 0.0354(2) 1.01564(19) 0.0432(10) Uani 1 1 d . . . . . O4 O 0.5091(3) 0.1137(2) 1.07922(17) 0.0317(9) Uani 1 1 d . . . . . N1 N 0.4076(3) 0.2421(2) 1.0139(2) 0.0198(9) Uani 1 1 d . . . . . C1 C 0.5114(4) 0.2468(3) 0.9779(2) 0.0216(12) Uani 1 1 d . . . . . C2 C 0.5356(4) 0.3199(3) 0.9394(2) 0.0222(11) Uani 1 1 d . . . . . C3 C 0.6359(4) 0.3241(3) 0.9065(3) 0.0283(12) Uani 1 1 d . . . . . H3 H 0.6527 0.3743 0.8809 0.034 Uiso 1 1 calc R U . . . C4 C 0.7126(4) 0.2585(3) 0.9093(3) 0.0276(13) Uani 1 1 d . . . . . C5 C 0.6840(4) 0.1858(3) 0.9462(2) 0.0282(12) Uani 1 1 d . . . . . H5 H 0.7335 0.1385 0.9473 0.034 Uiso 1 1 calc R U . . . C6 C 0.5857(4) 0.1792(3) 0.9817(2) 0.0201(11) Uani 1 1 d . . . . . C7 C 0.8221(4) 0.2674(4) 0.8729(3) 0.0340(13) Uani 1 1 d . . . . . C11 C 0.3262(4) 0.1900(3) 0.9862(2) 0.0221(11) Uani 1 1 d . . . . . C12 C 0.2429(4) 0.1558(3) 1.0278(3) 0.0307(13) Uani 1 1 d . . . . . H12 H 0.2403 0.1700 1.0752 0.037 Uiso 1 1 calc R U . . . C13 C 0.1661(4) 0.1022(3) 0.9993(3) 0.0381(14) Uani 1 1 d . . . . . H13 H 0.1099 0.0786 1.0270 0.046 Uiso 1 1 calc R U . . . C14 C 0.1697(4) 0.0819(3) 0.9301(3) 0.0338(14) Uani 1 1 d . . . . . C15 C 0.2485(4) 0.1157(3) 0.8886(3) 0.0333(13) Uani 1 1 d . . . . . H15 H 0.2485 0.1024 0.8410 0.040 Uiso 1 1 calc R U . . . C16 C 0.3279(4) 0.1691(3) 0.9162(3) 0.0279(12) Uani 1 1 d . . . . . H16 H 0.3838 0.1918 0.8879 0.033 Uiso 1 1 calc R U . . . C17 C 0.3965(4) 0.2942(3) 1.0719(2) 0.0213(11) Uani 1 1 d . . . . . C18 C 0.4902(4) 0.3172(3) 1.1102(2) 0.0257(12) Uani 1 1 d . . . . . H18 H 0.5597 0.2939 1.0985 0.031 Uiso 1 1 calc R U . . . C19 C 0.4827(4) 0.3725(3) 1.1643(3) 0.0286(13) Uani 1 1 d . . . . . H19 H 0.5461 0.3871 1.1908 0.034 Uiso 1 1 calc R U . . . C20 C 0.3807(4) 0.4071(3) 1.1798(3) 0.0301(13) Uani 1 1 d . . . . . C21 C 0.2871(4) 0.3839(3) 1.1437(3) 0.0331(13) Uani 1 1 d . . . . . H21 H 0.2177 0.4068 1.1563 0.040 Uiso 1 1 calc R U . . . C22 C 0.2943(4) 0.3278(3) 1.0898(3) 0.0276(12) Uani 1 1 d . . . . . H22 H 0.2300 0.3119 1.0646 0.033 Uiso 1 1 calc R U . . . C23 C 0.4599(4) 0.3957(3) 0.9266(3) 0.0279(12) Uani 1 1 d . . . . . C24 C 0.2761(4) 0.4461(3) 0.9162(3) 0.0322(13) Uani 1 1 d . . . . . H24 H 0.3005 0.4739 0.8727 0.039 Uiso 1 1 calc R U . . . C25 C 0.1678(4) 0.4012(3) 0.9030(3) 0.0421(15) Uani 1 1 d . . . . . H25A H 0.1128 0.4433 0.8875 0.063 Uiso 1 1 calc R U . . . H25B H 0.1431 0.3740 0.9455 0.063 Uiso 1 1 calc R U . . . H25C H 0.1771 0.3573 0.8676 0.063 Uiso 1 1 calc R U . . . C26 C 0.2718(5) 0.5128(3) 0.9716(3) 0.0449(16) Uani 1 1 d . . . . . H26A H 0.3457 0.5361 0.9798 0.067 Uiso 1 1 calc R U . . . H26B H 0.2447 0.4866 1.0138 0.067 Uiso 1 1 calc R U . . . H26C H 0.2222 0.5594 0.9572 0.067 Uiso 1 1 calc R U . . . C27 C 0.5753(4) 0.1002(3) 1.0262(3) 0.0255(12) Uani 1 1 d . . . . . C28 C 0.5061(4) 0.0472(3) 1.1335(3) 0.0348(14) Uani 1 1 d . . . . . H28 H 0.5245 -0.0103 1.1138 0.042 Uiso 1 1 calc R U . . . C29 C 0.3881(5) 0.0477(4) 1.1582(3) 0.0521(17) Uani 1 1 d . . . . . H29A H 0.3674 0.1063 1.1712 0.078 Uiso 1 1 calc R U . . . H29B H 0.3818 0.0097 1.1981 0.078 Uiso 1 1 calc R U . . . H29C H 0.3391 0.0273 1.1213 0.078 Uiso 1 1 calc R U . . . C30 C 0.5885(5) 0.0712(4) 1.1875(3) 0.0570(19) Uani 1 1 d . . . . . H30A H 0.6626 0.0687 1.1684 0.086 Uiso 1 1 calc R U . . . H30B H 0.5834 0.0310 1.2261 0.086 Uiso 1 1 calc R U . . . H30C H 0.5736 0.1298 1.2036 0.086 Uiso 1 1 calc R U . . . C8 C 0.7989(8) 0.2716(8) 0.7948(5) 0.044(2) Uani 0.67(2) 1 d . . P A 1 H8A H 0.8687 0.2736 0.7703 0.066 Uiso 0.67(2) 1 calc R U P A 1 H8B H 0.7559 0.3233 0.7841 0.066 Uiso 0.67(2) 1 calc R U P A 1 H8C H 0.7573 0.2205 0.7804 0.066 Uiso 0.67(2) 1 calc R U P A 1 C9 C 0.9001(8) 0.1903(8) 0.8888(6) 0.044(2) Uani 0.67(2) 1 d . . P A 1 H9A H 0.8653 0.1368 0.8732 0.066 Uiso 0.67(2) 1 calc R U P A 1 H9B H 0.9144 0.1872 0.9384 0.066 Uiso 0.67(2) 1 calc R U P A 1 H9C H 0.9697 0.1984 0.8648 0.066 Uiso 0.67(2) 1 calc R U P A 1 C10 C 0.8765(8) 0.3516(7) 0.8952(6) 0.044(2) Uani 0.67(2) 1 d . . P A 1 H10A H 0.9462 0.3585 0.8711 0.066 Uiso 0.67(2) 1 calc R U P A 1 H10B H 0.8906 0.3504 0.9448 0.066 Uiso 0.67(2) 1 calc R U P A 1 H10C H 0.8277 0.3998 0.8839 0.066 Uiso 0.67(2) 1 calc R U P A 1 C8A C 0.9207(15) 0.237(2) 0.9170(15) 0.070(6) Uani 0.33(2) 1 d . . P A 2 H8AA H 0.9882 0.2421 0.8903 0.104 Uiso 0.33(2) 1 calc R U P A 2 H8AB H 0.9098 0.1774 0.9307 0.104 Uiso 0.33(2) 1 calc R U P A 2 H8AC H 0.9270 0.2736 0.9581 0.104 Uiso 0.33(2) 1 calc R U P A 2 C9A C 0.8536(17) 0.3658(17) 0.8577(17) 0.070(6) Uani 0.33(2) 1 d . . P A 2 H9AA H 0.8121 0.3861 0.8175 0.104 Uiso 0.33(2) 1 calc R U P A 2 H9AB H 0.9326 0.3700 0.8489 0.104 Uiso 0.33(2) 1 calc R U P A 2 H9AC H 0.8354 0.4012 0.8976 0.104 Uiso 0.33(2) 1 calc R U P A 2 C10A C 0.8199(18) 0.231(2) 0.8039(13) 0.070(6) Uani 0.33(2) 1 d . . P A 2 H10D H 0.8858 0.2488 0.7793 0.104 Uiso 0.33(2) 1 calc R U P A 2 H10E H 0.7542 0.2509 0.7791 0.104 Uiso 0.33(2) 1 calc R U P A 2 H10F H 0.8183 0.1678 0.8070 0.104 Uiso 0.33(2) 1 calc R U P A 2 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 0.02291(18) 0.0393(2) 0.02334(18) 0.00093(19) 0.00029(13) 0.00210(18) Cl11 0.0376(8) 0.0446(9) 0.0416(9) 0.0124(7) -0.0112(7) -0.0038(7) Cl12 0.0531(10) 0.0907(13) 0.0375(9) 0.0106(9) -0.0097(8) 0.0249(9) Cl13 0.0324(8) 0.0804(12) 0.0494(10) -0.0047(9) 0.0029(7) -0.0228(8) Cl14 0.0480(9) 0.0372(9) 0.0485(9) 0.0045(7) 0.0101(7) -0.0086(7) Cl15 0.0313(8) 0.0570(10) 0.0493(10) -0.0197(8) 0.0043(7) -0.0010(7) Cl16 0.0575(10) 0.0640(11) 0.0379(9) -0.0112(8) 0.0088(8) 0.0198(8) Cl1 0.0532(10) 0.0577(11) 0.0728(12) -0.0216(9) -0.0032(9) -0.0258(9) Cl2 0.0595(10) 0.0462(10) 0.0427(9) -0.0193(8) 0.0024(8) 0.0057(8) O1 0.0197(18) 0.024(2) 0.033(2) 0.0019(16) 0.0020(16) 0.0050(15) O2 0.034(2) 0.029(2) 0.091(3) 0.023(2) 0.010(2) -0.0015(19) O3 0.052(2) 0.031(2) 0.047(2) 0.005(2) 0.012(2) 0.019(2) O4 0.038(2) 0.025(2) 0.032(2) 0.0056(17) 0.0125(18) 0.0064(17) N1 0.016(2) 0.018(2) 0.025(2) 0.0038(18) 0.0059(17) 0.0007(17) C1 0.022(3) 0.026(3) 0.017(3) 0.000(2) 0.001(2) 0.001(2) C2 0.014(2) 0.029(3) 0.024(3) -0.001(2) -0.001(2) 0.002(2) C3 0.025(3) 0.028(3) 0.031(3) 0.006(3) 0.007(2) 0.001(2) C4 0.022(3) 0.041(4) 0.020(3) -0.006(3) -0.001(2) -0.001(2) C5 0.028(3) 0.032(3) 0.024(3) -0.007(3) 0.002(2) 0.010(2) C6 0.021(3) 0.018(3) 0.022(3) -0.003(2) -0.002(2) 0.001(2) C7 0.026(3) 0.045(4) 0.031(3) -0.004(3) 0.012(2) -0.004(3) C11 0.023(3) 0.016(3) 0.028(3) -0.004(2) 0.003(2) 0.000(2) C12 0.029(3) 0.030(3) 0.033(3) -0.004(3) 0.005(2) -0.005(3) C13 0.032(3) 0.035(4) 0.048(4) 0.003(3) 0.012(3) -0.008(3) C14 0.031(3) 0.026(3) 0.044(4) -0.004(3) 0.000(3) -0.004(2) C15 0.042(3) 0.026(3) 0.032(3) -0.008(3) -0.001(3) 0.003(3) C16 0.023(3) 0.029(3) 0.032(3) 0.000(3) 0.001(2) 0.001(2) C17 0.020(3) 0.020(3) 0.024(3) 0.001(2) 0.003(2) -0.003(2) C18 0.026(3) 0.023(3) 0.029(3) 0.001(2) 0.009(2) 0.004(2) C19 0.031(3) 0.029(3) 0.026(3) 0.001(3) 0.002(2) -0.003(2) C20 0.038(3) 0.028(3) 0.024(3) -0.004(2) 0.003(3) -0.003(3) C21 0.028(3) 0.042(4) 0.030(3) -0.005(3) 0.006(3) 0.006(3) C22 0.016(3) 0.034(3) 0.033(3) -0.003(3) 0.001(2) -0.001(2) C23 0.026(3) 0.028(3) 0.030(3) 0.003(3) 0.005(2) 0.002(2) C24 0.026(3) 0.031(3) 0.039(3) 0.006(3) -0.004(3) 0.009(3) C25 0.027(3) 0.046(4) 0.052(4) -0.005(3) -0.008(3) 0.008(3) C26 0.051(4) 0.036(4) 0.047(4) -0.010(3) -0.007(3) 0.019(3) C27 0.018(3) 0.025(3) 0.033(3) -0.002(3) 0.000(2) 0.000(2) C28 0.046(4) 0.027(3) 0.032(3) 0.011(3) 0.002(3) 0.002(3) C29 0.050(4) 0.055(4) 0.052(4) 0.020(3) 0.020(3) 0.012(3) C30 0.076(5) 0.053(4) 0.042(4) 0.012(3) -0.016(4) -0.010(4) C8 0.025(3) 0.064(5) 0.044(4) -0.001(3) 0.011(3) 0.004(3) C9 0.025(3) 0.064(5) 0.044(4) -0.001(3) 0.011(3) 0.004(3) C10 0.025(3) 0.064(5) 0.044(4) -0.001(3) 0.011(3) 0.004(3) C8A 0.019(7) 0.109(14) 0.082(12) 0.010(9) 0.013(7) -0.007(7) C9A 0.019(7) 0.109(14) 0.082(12) 0.010(9) 0.013(7) -0.007(7) C10A 0.019(7) 0.109(14) 0.082(12) 0.010(9) 0.013(7) -0.007(7) 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' O O 0.0106 0.0060 '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' Sb Sb -0.5866 1.5461 '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 Cl16 Sb1 Cl12 91.00(6) . . ? Cl16 Sb1 Cl11 89.74(6) . . ? Cl12 Sb1 Cl11 178.37(6) . . ? Cl16 Sb1 Cl14 89.99(6) . . ? Cl12 Sb1 Cl14 91.89(6) . . ? Cl11 Sb1 Cl14 89.56(5) . . ? Cl16 Sb1 Cl15 179.82(6) . . ? Cl12 Sb1 Cl15 89.18(6) . . ? Cl11 Sb1 Cl15 90.08(5) . . ? Cl14 Sb1 Cl15 90.00(5) . . ? Cl16 Sb1 Cl13 90.81(6) . . ? Cl12 Sb1 Cl13 89.21(6) . . ? Cl11 Sb1 Cl13 89.33(5) . . ? Cl14 Sb1 Cl13 178.63(6) . . ? Cl15 Sb1 Cl13 89.19(5) . . ? C23 O1 C24 115.9(4) . . ? C27 O4 C28 117.6(4) . . ? C11 N1 C17 125.4(4) . . ? C11 N1 C1 117.5(4) . . ? C17 N1 C1 117.0(4) . . ? C6 C1 C2 120.3(4) . . ? C6 C1 N1 120.3(4) . . ? C2 C1 N1 119.4(4) . . ? C3 C2 C1 118.7(4) . . ? C3 C2 C23 115.1(5) . . ? C1 C2 C23 126.2(4) . . ? C4 C3 C2 122.9(5) . . ? C3 C4 C5 116.7(5) . . ? C3 C4 C7 120.4(5) . . ? C5 C4 C7 122.9(5) . . ? C4 C5 C6 122.7(5) . . ? C1 C6 C5 118.7(4) . . ? C1 C6 C27 126.0(4) . . ? C5 C6 C27 115.1(4) . . ? C10A C7 C4 112.8(9) . . ? C4 C7 C10 109.0(5) . . ? C10A C7 C8A 113.6(12) . . ? C4 C7 C8A 113.1(8) . . ? C4 C7 C8 108.2(5) . . ? C10 C7 C8 108.4(6) . . ? C4 C7 C9 111.8(5) . . ? C10 C7 C9 110.1(6) . . ? C8 C7 C9 109.3(6) . . ? C10A C7 C9A 101.8(13) . . ? C4 C7 C9A 112.7(9) . . ? C8A C7 C9A 101.9(11) . . ? N1 C11 C16 119.8(4) . . ? N1 C11 C12 120.8(4) . . ? C16 C11 C12 119.5(5) . . ? C13 C12 C11 119.3(5) . . ? C12 C13 C14 120.2(5) . . ? C15 C14 C13 121.3(5) . . ? C15 C14 Cl1 118.6(4) . . ? C13 C14 Cl1 120.0(4) . . ? C14 C15 C16 119.6(5) . . ? C15 C16 C11 120.0(5) . . ? C22 C17 N1 121.0(4) . . ? C22 C17 C18 119.4(4) . . ? N1 C17 C18 119.5(4) . . ? C19 C18 C17 120.7(4) . . ? C18 C19 C20 118.8(5) . . ? C21 C20 C19 121.5(5) . . ? C21 C20 Cl2 119.6(4) . . ? C19 C20 Cl2 118.9(4) . . ? C22 C21 C20 119.8(5) . . ? C21 C22 C17 119.8(5) . . ? O2 C23 O1 125.3(5) . . ? O2 C23 C2 121.2(4) . . ? O1 C23 C2 113.4(4) . . ? O1 C24 C26 110.5(4) . . ? O1 C24 C25 105.6(4) . . ? C26 C24 C25 113.8(5) . . ? O3 C27 O4 125.1(5) . . ? O3 C27 C6 123.0(5) . . ? O4 C27 C6 111.8(4) . . ? O4 C28 C30 107.9(4) . . ? O4 C28 C29 104.8(4) . . ? C30 C28 C29 113.7(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 Sb1 Cl16 2.3479(15) . ? Sb1 Cl12 2.3485(15) . ? Sb1 Cl11 2.3589(14) . ? Sb1 Cl14 2.3590(15) . ? Sb1 Cl15 2.3738(15) . ? Sb1 Cl13 2.3746(15) . ? Cl1 C14 1.722(5) . ? Cl2 C20 1.732(5) . ? O1 C23 1.321(5) . ? O1 C24 1.480(5) . ? O2 C23 1.195(5) . ? O3 C27 1.188(5) . ? O4 C27 1.335(6) . ? O4 C28 1.479(6) . ? N1 C11 1.383(5) . ? N1 C17 1.397(6) . ? N1 C1 1.454(6) . ? C1 C6 1.387(6) . ? C1 C2 1.395(6) . ? C2 C3 1.387(6) . ? C2 C23 1.513(6) . ? C3 C4 1.383(6) . ? C4 C5 1.385(7) . ? C4 C7 1.523(6) . ? C5 C6 1.393(6) . ? C6 C27 1.510(6) . ? C7 C10A 1.46(3) . ? C7 C10 1.526(11) . ? C7 C8A 1.54(2) . ? C7 C8 1.546(12) . ? C7 C9 1.557(11) . ? C7 C9A 1.60(3) . ? C11 C16 1.401(6) . ? C11 C12 1.409(6) . ? C12 C13 1.365(7) . ? C13 C14 1.386(7) . ? C14 C15 1.366(7) . ? C15 C16 1.377(6) . ? C17 C22 1.396(6) . ? C17 C18 1.401(6) . ? C18 C19 1.364(6) . ? C19 C20 1.389(7) . ? C20 C21 1.377(6) . ? C21 C22 1.370(7) . ? C24 C26 1.498(7) . ? C24 C25 1.509(7) . ? C28 C30 1.491(7) . ? C28 C29 1.519(7) . ? 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 C11 N1 C1 C6 -75.1(6) . . . . ? C17 N1 C1 C6 108.0(5) . . . . ? C11 N1 C1 C2 104.6(5) . . . . ? C17 N1 C1 C2 -72.3(5) . . . . ? C6 C1 C2 C3 -1.5(7) . . . . ? N1 C1 C2 C3 178.7(4) . . . . ? C6 C1 C2 C23 175.5(5) . . . . ? N1 C1 C2 C23 -4.2(7) . . . . ? C1 C2 C3 C4 1.0(8) . . . . ? C23 C2 C3 C4 -176.4(5) . . . . ? C2 C3 C4 C5 1.1(8) . . . . ? C2 C3 C4 C7 -179.1(5) . . . . ? C3 C4 C5 C6 -2.9(7) . . . . ? C7 C4 C5 C6 177.4(5) . . . . ? C2 C1 C6 C5 -0.1(7) . . . . ? N1 C1 C6 C5 179.6(4) . . . . ? C2 C1 C6 C27 174.1(4) . . . . ? N1 C1 C6 C27 -6.2(7) . . . . ? C4 C5 C6 C1 2.4(7) . . . . ? C4 C5 C6 C27 -172.4(4) . . . . ? C3 C4 C7 C10A -93.7(15) . . . . ? C5 C4 C7 C10A 86.1(15) . . . . ? C3 C4 C7 C10 52.5(8) . . . . ? C5 C4 C7 C10 -127.8(7) . . . . ? C3 C4 C7 C8A 135.7(16) . . . . ? C5 C4 C7 C8A -44.6(17) . . . . ? C3 C4 C7 C8 -65.3(8) . . . . ? C5 C4 C7 C8 114.5(7) . . . . ? C3 C4 C7 C9 174.3(7) . . . . ? C5 C4 C7 C9 -5.9(9) . . . . ? C3 C4 C7 C9A 20.8(14) . . . . ? C5 C4 C7 C9A -159.4(13) . . . . ? C17 N1 C11 C16 153.9(4) . . . . ? C1 N1 C11 C16 -22.7(6) . . . . ? C17 N1 C11 C12 -27.6(7) . . . . ? C1 N1 C11 C12 155.8(4) . . . . ? N1 C11 C12 C13 -177.7(4) . . . . ? C16 C11 C12 C13 0.8(7) . . . . ? C11 C12 C13 C14 -0.3(8) . . . . ? C12 C13 C14 C15 -1.0(8) . . . . ? C12 C13 C14 Cl1 177.1(4) . . . . ? C13 C14 C15 C16 1.8(8) . . . . ? Cl1 C14 C15 C16 -176.3(4) . . . . ? C14 C15 C16 C11 -1.3(7) . . . . ? N1 C11 C16 C15 178.6(4) . . . . ? C12 C11 C16 C15 0.1(7) . . . . ? C11 N1 C17 C22 -28.4(7) . . . . ? C1 N1 C17 C22 148.2(4) . . . . ? C11 N1 C17 C18 155.4(4) . . . . ? C1 N1 C17 C18 -28.1(6) . . . . ? C22 C17 C18 C19 -0.7(7) . . . . ? N1 C17 C18 C19 175.6(4) . . . . ? C17 C18 C19 C20 -1.3(7) . . . . ? C18 C19 C20 C21 2.8(8) . . . . ? C18 C19 C20 Cl2 -174.8(4) . . . . ? C19 C20 C21 C22 -2.4(8) . . . . ? Cl2 C20 C21 C22 175.3(4) . . . . ? C20 C21 C22 C17 0.3(8) . . . . ? N1 C17 C22 C21 -175.1(4) . . . . ? C18 C17 C22 C21 1.2(7) . . . . ? C24 O1 C23 O2 5.7(8) . . . . ? C24 O1 C23 C2 -173.7(4) . . . . ? C3 C2 C23 O2 -23.9(7) . . . . ? C1 C2 C23 O2 159.0(5) . . . . ? C3 C2 C23 O1 155.6(4) . . . . ? C1 C2 C23 O1 -21.6(7) . . . . ? C23 O1 C24 C26 -78.4(6) . . . . ? C23 O1 C24 C25 158.2(4) . . . . ? C28 O4 C27 O3 7.6(7) . . . . ? C28 O4 C27 C6 -169.8(4) . . . . ? C1 C6 C27 O3 160.5(5) . . . . ? C5 C6 C27 O3 -25.0(7) . . . . ? C1 C6 C27 O4 -22.0(7) . . . . ? C5 C6 C27 O4 152.5(4) . . . . ? C27 O4 C28 C30 92.5(5) . . . . ? C27 O4 C28 C29 -145.9(5) . . . . ?