# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'M Lappert' _publ_contact_author_email M.F.LAPPERT@SUSSEX.AC.UK _publ_section_title ; Synthesis and structures of beta-dialdiminatoantimony(III) halides and beta-dialdiminium hexahalogeno-antimoniates ; _publ_requested_category FM loop_ _publ_author_name 'M Lappert' 'Peter B Hitchcock' 'Gang Li' # Attachment 'Revised_cifs_Dalton_B905929F.cif' data_(1)-jun705_revised _database_code_depnum_ccdc_archive 'CCDC 725206' _audit_creation_date 2005-06-07T09:34:52-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C33 H41 Cl2 N2 Sb, 0.5(C4 H10 O), 0.5(C4 H8 O)' _chemical_formula_sum 'C37 H50 Cl2 N2 O Sb' _chemical_formula_weight 731.44 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 13.3715(2) _cell_length_b 25.7813(5) _cell_length_c 21.0953(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7272.3(2) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 65183 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 26.022 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3032 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.936 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.8269 _exptl_absorpt_correction_T_max 0.9879 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.330351E-1 _diffrn_orient_matrix_ub_12 0.237204E-1 _diffrn_orient_matrix_ub_13 0.288829E-1 _diffrn_orient_matrix_ub_21 -0.635778E-1 _diffrn_orient_matrix_ub_22 0.15031E-2 _diffrn_orient_matrix_ub_23 -0.203875E-1 _diffrn_orient_matrix_ub_31 -0.214354E-1 _diffrn_orient_matrix_ub_32 -0.410148E-1 _diffrn_orient_matrix_ub_33 0.159569E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.1404 _diffrn_reflns_av_unetI/netI 0.0678 _diffrn_reflns_number 85763 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 26.05 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 7136 _reflns_number_gt 4837 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The ether solvate was poorly resolved; it was refined with 1,2- and 1,3- distance restraint applied Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+27.2675P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7136 _refine_ls_number_parameters 389 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1054 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.0953 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 1.115 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.882 _refine_diff_density_min -0.589 _refine_diff_density_rms 0.104 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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_ _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb Sb 0.73784(2) 0.308008(11) 0.540710(16) 0.01980(9) Uani 1 1 d . . . Cl1 Cl 0.77789(9) 0.24371(5) 0.45436(8) 0.0339(3) Uani 1 1 d . . . Cl2 Cl 0.76816(9) 0.37581(4) 0.46668(6) 0.0292(3) Uani 1 1 d . . . N1 N 0.6780(3) 0.37048(15) 0.60863(19) 0.0183(9) Uani 1 1 d . . . N2 N 0.5840(2) 0.29990(14) 0.51894(18) 0.0154(9) Uani 1 1 d . . . C1 C 0.5925(3) 0.39432(18) 0.6050(2) 0.0191(11) Uani 1 1 d . . . H1 H 0.5826 0.4231 0.6324 0.023 Uiso 1 1 calc R . . C2 C 0.5132(3) 0.38123(18) 0.5640(2) 0.0168(11) Uani 1 1 d . . . C3 C 0.5117(3) 0.33547(17) 0.5300(2) 0.0170(11) Uani 1 1 d . . . H3 H 0.4490 0.3276 0.5110 0.020 Uiso 1 1 calc R . . C4 C 0.4240(3) 0.41555(18) 0.5643(2) 0.0171(11) Uani 1 1 d . . . C5 C 0.3268(3) 0.39685(19) 0.5686(2) 0.0236(12) Uani 1 1 d . . . H5 H 0.3155 0.3605 0.5700 0.028 Uiso 1 1 calc R . . C6 C 0.2459(4) 0.43064(19) 0.5710(2) 0.0332(13) Uani 1 1 d . . . H6 H 0.1798 0.4174 0.5745 0.040 Uiso 1 1 calc R . . C7 C 0.2619(4) 0.4835(2) 0.5682(3) 0.0352(14) Uani 1 1 d . . . H7 H 0.2067 0.5067 0.5697 0.042 Uiso 1 1 calc R . . C8 C 0.3577(4) 0.5028(2) 0.5631(3) 0.0327(14) Uani 1 1 d . . . H8 H 0.3685 0.5391 0.5609 0.039 Uiso 1 1 calc R . . C9 C 0.4378(4) 0.46899(19) 0.5612(2) 0.0249(12) Uani 1 1 d . . . H9 H 0.5036 0.4825 0.5576 0.030 Uiso 1 1 calc R . . C10 C 0.7446(3) 0.38473(17) 0.6593(2) 0.0194(10) Uani 1 1 d . . . C11 C 0.8031(3) 0.42987(19) 0.6548(3) 0.0243(12) Uani 1 1 d . . . C12 C 0.8655(4) 0.4418(2) 0.7054(3) 0.0335(14) Uani 1 1 d . . . H12 H 0.9058 0.4721 0.7035 0.040 Uiso 1 1 calc R . . C13 C 0.8702(4) 0.4106(2) 0.7582(3) 0.0391(16) Uani 1 1 d . . . H13 H 0.9127 0.4198 0.7925 0.047 Uiso 1 1 calc R . . C14 C 0.8137(4) 0.3664(2) 0.7617(3) 0.0350(14) Uani 1 1 d . . . H14 H 0.8192 0.3446 0.7978 0.042 Uiso 1 1 calc R . . C15 C 0.7479(4) 0.35272(19) 0.7127(2) 0.0275(12) Uani 1 1 d . . . C16 C 0.7976(4) 0.46669(19) 0.5984(3) 0.0281(13) Uani 1 1 d . . . H16 H 0.7593 0.4487 0.5641 0.034 Uiso 1 1 calc R . . C17 C 0.9022(4) 0.4797(2) 0.5719(3) 0.0424(16) Uani 1 1 d . . . H17A H 0.8953 0.5033 0.5357 0.064 Uiso 1 1 calc R . . H17B H 0.9352 0.4477 0.5580 0.064 Uiso 1 1 calc R . . H17C H 0.9424 0.4964 0.6049 0.064 Uiso 1 1 calc R . . C18 C 0.7416(4) 0.51648(19) 0.6147(3) 0.0414(14) Uani 1 1 d . . . H18A H 0.7394 0.5390 0.5774 0.062 Uiso 1 1 calc R . . H18B H 0.7762 0.5344 0.6493 0.062 Uiso 1 1 calc R . . H18C H 0.6733 0.5080 0.6280 0.062 Uiso 1 1 calc R . . C19 C 0.6810(4) 0.3056(2) 0.7209(3) 0.0332(13) Uani 1 1 d . . . H19 H 0.6323 0.3053 0.6849 0.040 Uiso 1 1 calc R . . C20 C 0.6209(5) 0.3086(3) 0.7825(3) 0.065(2) Uani 1 1 d . . . H20A H 0.5780 0.2780 0.7862 0.097 Uiso 1 1 calc R . . H20B H 0.5795 0.3399 0.7823 0.097 Uiso 1 1 calc R . . H20C H 0.6670 0.3098 0.8187 0.097 Uiso 1 1 calc R . . C21 C 0.7398(6) 0.2549(2) 0.7185(4) 0.066(2) Uani 1 1 d . . . H21A H 0.6937 0.2256 0.7233 0.099 Uiso 1 1 calc R . . H21B H 0.7889 0.2543 0.7530 0.099 Uiso 1 1 calc R . . H21C H 0.7745 0.2522 0.6777 0.099 Uiso 1 1 calc R . . C22 C 0.5528(3) 0.25735(18) 0.4788(2) 0.0176(11) Uani 1 1 d . . . C23 C 0.5256(3) 0.2684(2) 0.4156(3) 0.0232(12) Uani 1 1 d . . . C24 C 0.4945(4) 0.2267(2) 0.3782(3) 0.0305(13) Uani 1 1 d . . . H24 H 0.4753 0.2328 0.3355 0.037 Uiso 1 1 calc R . . C25 C 0.4910(4) 0.1768(2) 0.4019(3) 0.0334(15) Uani 1 1 d . . . H25 H 0.4695 0.1490 0.3757 0.040 Uiso 1 1 calc R . . C26 C 0.5189(3) 0.1675(2) 0.4637(3) 0.0340(15) Uani 1 1 d . . . H26 H 0.5160 0.1331 0.4796 0.041 Uiso 1 1 calc R . . C27 C 0.5514(3) 0.20714(18) 0.5037(3) 0.0209(12) Uani 1 1 d . . . C28 C 0.5324(4) 0.3221(2) 0.3866(3) 0.0268(13) Uani 1 1 d . . . H28 H 0.5614 0.3459 0.4192 0.032 Uiso 1 1 calc R . . C29 C 0.6020(5) 0.3226(2) 0.3290(3) 0.0454(17) Uani 1 1 d . . . H29A H 0.6056 0.3578 0.3117 0.068 Uiso 1 1 calc R . . H29B H 0.5760 0.2990 0.2965 0.068 Uiso 1 1 calc R . . H29C H 0.6690 0.3113 0.3418 0.068 Uiso 1 1 calc R . . C30 C 0.4284(4) 0.3429(2) 0.3685(3) 0.0448(17) Uani 1 1 d . . . H30A H 0.4350 0.3778 0.3505 0.067 Uiso 1 1 calc R . . H30B H 0.3860 0.3444 0.4064 0.067 Uiso 1 1 calc R . . H30C H 0.3977 0.3198 0.3371 0.067 Uiso 1 1 calc R . . C31 C 0.5840(4) 0.1961(2) 0.5706(3) 0.0283(12) Uani 1 1 d . . . H31 H 0.6365 0.2225 0.5811 0.034 Uiso 1 1 calc R . . C32 C 0.5003(5) 0.2042(3) 0.6177(3) 0.0516(19) Uani 1 1 d . . . H32A H 0.5247 0.1969 0.6606 0.077 Uiso 1 1 calc R . . H32B H 0.4449 0.1808 0.6076 0.077 Uiso 1 1 calc R . . H32C H 0.4771 0.2402 0.6154 0.077 Uiso 1 1 calc R . . C33 C 0.6332(5) 0.1427(2) 0.5795(4) 0.060(2) Uani 1 1 d . . . H33A H 0.6530 0.1384 0.6239 0.090 Uiso 1 1 calc R . . H33B H 0.6924 0.1402 0.5522 0.090 Uiso 1 1 calc R . . H33C H 0.5854 0.1155 0.5679 0.090 Uiso 1 1 calc R . . O1S O 0.5000 0.4384(3) 0.7500 0.093(3) Uani 1 2 d S . 1 O2S O 1.0000 0.5560(4) 0.7500 0.126(4) Uani 1 2 d SDU . 1 C1S C 0.4166(5) 0.4697(3) 0.7313(3) 0.0530(18) Uani 1 1 d . A 1 H1S1 H 0.3624 0.4674 0.7631 0.064 Uiso 1 1 calc R A 1 H1S2 H 0.3903 0.4581 0.6898 0.064 Uiso 1 1 calc R A 1 C2S C 0.4545(6) 0.5235(3) 0.7269(4) 0.078(3) Uani 1 1 d . . 1 H2S1 H 0.4031 0.5487 0.7406 0.093 Uiso 1 1 calc R . 1 H2S2 H 0.4756 0.5319 0.6831 0.093 Uiso 1 1 calc R . 1 C3S C 0.9294(8) 0.5867(5) 0.7693(7) 0.148(5) Uani 1 1 d DU B 1 H3S1 H 0.8983 0.6021 0.7310 0.177 Uiso 1 1 calc R B 1 H3S2 H 0.9617 0.6155 0.7926 0.177 Uiso 1 1 calc R B 1 C4S C 0.8570(12) 0.5694(6) 0.8049(6) 0.209(8) Uani 1 1 d DU B 1 H4S1 H 0.8095 0.5975 0.8134 0.313 Uiso 1 1 calc R B 1 H4S2 H 0.8845 0.5567 0.8450 0.313 Uiso 1 1 calc R B 1 H4S3 H 0.8225 0.5410 0.7830 0.313 Uiso 1 1 calc R B 1 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 Sb 0.01529(15) 0.01500(15) 0.02911(18) -0.00058(17) -0.00148(15) 0.00245(13) Cl1 0.0242(6) 0.0262(7) 0.0512(9) -0.0142(7) 0.0087(7) 0.0027(5) Cl2 0.0341(7) 0.0207(6) 0.0327(8) 0.0028(6) 0.0073(7) 0.0004(5) N1 0.020(2) 0.019(2) 0.016(2) -0.0030(18) 0.0014(17) -0.0014(17) N2 0.0128(18) 0.012(2) 0.021(2) -0.0044(17) -0.0014(15) 0.0035(15) C1 0.026(3) 0.012(3) 0.019(3) 0.000(2) 0.003(2) -0.001(2) C2 0.015(2) 0.016(3) 0.018(3) -0.003(2) -0.001(2) 0.0006(19) C3 0.013(2) 0.019(3) 0.018(3) 0.002(2) 0.001(2) 0.0003(19) C4 0.020(2) 0.021(3) 0.011(3) -0.004(2) -0.0009(19) 0.003(2) C5 0.025(3) 0.018(3) 0.028(3) -0.006(2) 0.000(2) 0.001(2) C6 0.022(3) 0.038(3) 0.039(3) -0.004(3) -0.005(3) 0.004(3) C7 0.035(3) 0.035(3) 0.035(3) -0.004(3) -0.006(3) 0.021(3) C8 0.044(3) 0.018(3) 0.035(4) 0.003(3) -0.002(3) 0.007(2) C9 0.026(3) 0.022(3) 0.026(3) 0.000(2) -0.001(2) 0.001(2) C10 0.015(2) 0.023(2) 0.020(3) -0.003(2) -0.002(2) 0.003(2) C11 0.020(2) 0.026(3) 0.027(3) -0.007(2) 0.000(2) -0.004(2) C12 0.027(3) 0.040(4) 0.034(4) -0.006(3) -0.001(3) -0.009(2) C13 0.032(3) 0.057(4) 0.028(4) -0.009(3) -0.014(3) -0.008(3) C14 0.032(3) 0.047(4) 0.026(4) 0.011(3) -0.007(3) -0.004(3) C15 0.018(3) 0.036(3) 0.029(3) 0.001(2) 0.002(2) 0.000(2) C16 0.033(3) 0.023(3) 0.029(3) -0.002(3) -0.002(2) -0.008(2) C17 0.043(4) 0.037(4) 0.047(4) 0.004(3) 0.010(3) -0.006(3) C18 0.052(4) 0.026(3) 0.047(4) -0.002(3) -0.001(3) -0.002(3) C19 0.031(3) 0.035(3) 0.033(3) 0.009(3) -0.012(2) -0.008(3) C20 0.062(4) 0.083(6) 0.049(5) 0.014(5) 0.006(4) -0.030(4) C21 0.066(5) 0.040(4) 0.092(6) 0.023(4) -0.011(5) 0.004(4) C22 0.015(2) 0.017(3) 0.021(3) -0.006(2) 0.005(2) -0.0008(19) C23 0.019(3) 0.027(3) 0.024(3) -0.008(2) -0.001(2) 0.003(2) C24 0.027(3) 0.037(4) 0.028(3) -0.012(3) 0.003(3) 0.004(3) C25 0.024(3) 0.028(3) 0.048(4) -0.021(3) -0.001(3) -0.003(2) C26 0.022(3) 0.016(3) 0.063(5) -0.009(3) 0.007(3) -0.003(2) C27 0.015(2) 0.015(3) 0.032(3) 0.000(2) 0.002(2) 0.0020(19) C28 0.034(3) 0.026(3) 0.021(3) -0.004(2) -0.001(2) 0.003(2) C29 0.056(4) 0.050(4) 0.031(4) 0.007(3) 0.009(3) 0.005(3) C30 0.048(4) 0.037(4) 0.050(5) 0.001(3) -0.008(3) 0.012(3) C31 0.025(3) 0.013(3) 0.046(4) 0.004(3) 0.002(2) 0.001(2) C32 0.048(4) 0.071(5) 0.035(4) 0.003(4) 0.002(3) 0.021(3) C33 0.073(5) 0.042(4) 0.065(5) 0.009(4) 0.007(4) 0.029(4) O1S 0.070(5) 0.067(5) 0.142(9) 0.000 -0.031(5) 0.000 O2S 0.175(11) 0.104(9) 0.099(8) 0.000 0.046(8) 0.000 C1S 0.064(5) 0.062(5) 0.033(4) 0.010(4) 0.011(3) 0.004(4) C2S 0.124(8) 0.058(5) 0.051(6) 0.013(4) -0.003(5) -0.001(5) C3S 0.104(9) 0.132(11) 0.207(15) -0.039(10) -0.040(8) -0.013(7) C4S 0.286(17) 0.222(16) 0.118(11) -0.115(11) 0.121(11) -0.083(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Sb N2 2.118(3) . ? Sb N1 2.299(4) . ? Sb Cl2 2.3787(13) . ? Sb Cl1 2.5205(14) . ? N1 C1 1.301(6) . ? N1 C10 1.438(6) . ? N2 C3 1.353(5) . ? N2 C22 1.447(6) . ? C1 C2 1.408(6) . ? C1 H1 0.9500 . ? C2 C3 1.381(6) . ? C2 C4 1.485(6) . ? C3 H3 0.9500 . ? C4 C5 1.389(6) . ? C4 C9 1.392(6) . ? C5 C6 1.390(7) . ? C5 H5 0.9500 . ? C6 C7 1.381(7) . ? C6 H6 0.9500 . ? C7 C8 1.377(8) . ? C7 H7 0.9500 . ? C8 C9 1.381(7) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C15 1.397(6) . ? C10 C11 1.405(6) . ? C11 C12 1.390(7) . ? C11 C16 1.523(7) . ? C12 C13 1.374(8) . ? C12 H12 0.9500 . ? C13 C14 1.371(8) . ? C13 H13 0.9500 . ? C14 C15 1.402(7) . ? C14 H14 0.9500 . ? C15 C19 1.519(7) . ? C16 C18 1.525(7) . ? C16 C17 1.544(7) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C21 1.527(8) . ? C19 C20 1.530(8) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C27 1.397(7) . ? C22 C23 1.410(7) . ? C23 C24 1.397(7) . ? C23 C28 1.518(7) . ? C24 C25 1.381(8) . ? C24 H24 0.9500 . ? C25 C26 1.377(8) . ? C25 H25 0.9500 . ? C26 C27 1.395(7) . ? C26 H26 0.9500 . ? C27 C31 1.504(7) . ? C28 C29 1.531(7) . ? C28 C30 1.539(7) . ? C28 H28 1.0000 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.510(7) . ? C31 C33 1.537(7) . ? C31 H31 1.0000 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? O1S C1S 1.432(8) 4_656 ? O1S C1S 1.432(8) . ? O2S C3S 1.297(11) 4_756 ? O2S C3S 1.297(11) . ? C1S C2S 1.479(9) . ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? C2S C2S 1.558(15) 4_656 ? C2S H2S1 0.9900 . ? C2S H2S2 0.9900 . ? C3S C4S 1.304(12) . ? C3S H3S1 0.9900 . ? C3S H3S2 0.9900 . ? C4S H4S1 0.9800 . ? C4S H4S2 0.9800 . ? C4S H4S3 0.9800 . ? 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 N2 Sb N1 82.33(13) . . ? N2 Sb Cl2 95.49(11) . . ? N1 Sb Cl2 87.34(10) . . ? N2 Sb Cl1 89.12(10) . . ? N1 Sb Cl1 170.05(10) . . ? Cl2 Sb Cl1 88.43(4) . . ? C1 N1 C10 117.9(4) . . ? C1 N1 Sb 126.9(3) . . ? C10 N1 Sb 115.2(3) . . ? C3 N2 C22 114.1(4) . . ? C3 N2 Sb 126.2(3) . . ? C22 N2 Sb 118.8(3) . . ? N1 C1 C2 125.8(5) . . ? N1 C1 H1 117.1 . . ? C2 C1 H1 117.1 . . ? C3 C2 C1 122.3(4) . . ? C3 C2 C4 119.9(4) . . ? C1 C2 C4 117.3(4) . . ? N2 C3 C2 131.1(4) . . ? N2 C3 H3 114.4 . . ? C2 C3 H3 114.4 . . ? C5 C4 C9 118.1(4) . . ? C5 C4 C2 123.0(4) . . ? C9 C4 C2 118.9(4) . . ? C4 C5 C6 120.9(5) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 119.7(5) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C8 C7 C6 120.3(5) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 119.7(5) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C8 C9 C4 121.3(5) . . ? C8 C9 H9 119.3 . . ? C4 C9 H9 119.3 . . ? C15 C10 C11 121.7(4) . . ? C15 C10 N1 117.9(4) . . ? C11 C10 N1 120.4(4) . . ? C12 C11 C10 117.7(5) . . ? C12 C11 C16 119.5(5) . . ? C10 C11 C16 122.8(4) . . ? C13 C12 C11 121.4(5) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C14 C13 C12 120.3(5) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 121.0(5) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C10 C15 C14 117.8(5) . . ? C10 C15 C19 123.1(4) . . ? C14 C15 C19 119.1(5) . . ? C11 C16 C18 111.9(5) . . ? C11 C16 C17 112.0(4) . . ? C18 C16 C17 110.1(4) . . ? C11 C16 H16 107.5 . . ? C18 C16 H16 107.5 . . ? C17 C16 H16 107.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C15 C19 C21 112.2(5) . . ? C15 C19 C20 111.5(5) . . ? C21 C19 C20 109.9(6) . . ? C15 C19 H19 107.7 . . ? C21 C19 H19 107.7 . . ? C20 C19 H19 107.7 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 122.6(5) . . ? C27 C22 N2 119.0(4) . . ? C23 C22 N2 118.4(4) . . ? C24 C23 C22 117.1(5) . . ? C24 C23 C28 119.5(5) . . ? C22 C23 C28 123.3(5) . . ? C25 C24 C23 121.5(5) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? C26 C25 C24 119.7(5) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C27 122.0(5) . . ? C25 C26 H26 119.0 . . ? C27 C26 H26 119.0 . . ? C26 C27 C22 117.0(5) . . ? C26 C27 C31 121.3(5) . . ? C22 C27 C31 121.6(5) . . ? C23 C28 C29 111.4(4) . . ? C23 C28 C30 111.3(4) . . ? C29 C28 C30 110.5(5) . . ? C23 C28 H28 107.8 . . ? C29 C28 H28 107.8 . . ? C30 C28 H28 107.8 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C27 C31 C32 112.1(4) . . ? C27 C31 C33 114.0(5) . . ? C32 C31 C33 111.1(5) . . ? C27 C31 H31 106.4 . . ? C32 C31 H31 106.4 . . ? C33 C31 H31 106.4 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C1S O1S C1S 111.4(8) 4_656 . ? C3S O2S C3S 104.9(15) 4_756 . ? O1S C1S C2S 106.2(6) . . ? O1S C1S H1S1 110.5 . . ? C2S C1S H1S1 110.5 . . ? O1S C1S H1S2 110.5 . . ? C2S C1S H1S2 110.5 . . ? H1S1 C1S H1S2 108.7 . . ? C1S C2S C2S 103.2(4) . 4_656 ? C1S C2S H2S1 111.1 . . ? C2S C2S H2S1 111.1 4_656 . ? C1S C2S H2S2 111.1 . . ? C2S C2S H2S2 111.1 4_656 . ? H2S1 C2S H2S2 109.1 . . ? O2S C3S C4S 120.8(14) . . ? O2S C3S H3S1 107.1 . . ? C4S C3S H3S1 107.1 . . ? O2S C3S H3S2 107.1 . . ? C4S C3S H3S2 107.1 . . ? H3S1 C3S H3S2 106.8 . . ? C3S C4S H4S1 109.5 . . ? C3S C4S H4S2 109.5 . . ? H4S1 C4S H4S2 109.5 . . ? C3S C4S H4S3 109.5 . . ? H4S1 C4S H4S3 109.5 . . ? H4S2 C4S H4S3 109.5 . . ? #===END data_(2)-jun1105_revised _database_code_depnum_ccdc_archive 'CCDC 725207' _audit_creation_date 2005-06-10T14:54:29-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C33 H41 Br2 N2 Sb, 0.5(C4 H10 O), 0.5 (C4 H8 O)' _chemical_formula_sum 'C37 H50 Br2 N2 O Sb' _chemical_formula_weight 820.36 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_Int_Tables_number 60 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 13.5620(2) _cell_length_b 26.3036(3) _cell_length_c 20.9135(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 7460.46(18) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 57774 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 26.022 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3320 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.911 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.4187 _exptl_absorpt_correction_T_max 0.6164 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.447174E-1 _diffrn_orient_matrix_ub_12 -0.379631E-1 _diffrn_orient_matrix_ub_13 0.16434E-2 _diffrn_orient_matrix_ub_21 0.247538E-1 _diffrn_orient_matrix_ub_22 0.145819E-1 _diffrn_orient_matrix_ub_23 0.338826E-1 _diffrn_orient_matrix_ub_31 -0.531462E-1 _diffrn_orient_matrix_ub_32 -0.251504E-1 _diffrn_orient_matrix_ub_33 0.171642E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.084 _diffrn_reflns_av_unetI/netI 0.0368 _diffrn_reflns_number 99742 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 26.02 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 7342 _reflns_number_gt 5268 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The ether solvate was poorly resolved; it was refined with 1,2- and 1,3- distance restraint applied Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+16.4302P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 7342 _refine_ls_number_parameters 389 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0673 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.0786 _refine_ls_wR_factor_gt 0.0695 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.927 _refine_diff_density_min -0.620 _refine_diff_density_rms 0.087 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 0.006 '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_ _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb Sb 0.737768(17) 0.309380(9) 0.542787(12) 0.02352(8) Uani 1 1 d . . . Br1 Br 0.78178(3) 0.240466(15) 0.45205(2) 0.03634(11) Uani 1 1 d . . . Br2 Br 0.77180(3) 0.378157(14) 0.460597(19) 0.03270(11) Uani 1 1 d . . . N1 N 0.6806(2) 0.37153(11) 0.60962(14) 0.0225(7) Uani 1 1 d . . . N2 N 0.5855(2) 0.30136(10) 0.52191(14) 0.0215(7) Uani 1 1 d . . . C1 C 0.5966(3) 0.39514(13) 0.60596(17) 0.0228(8) Uani 1 1 d . . . H1 H 0.5875 0.4238 0.6330 0.027 Uiso 1 1 calc R . . C2 C 0.5181(3) 0.38176(12) 0.56529(17) 0.0208(8) Uani 1 1 d . . . C3 C 0.5152(3) 0.33684(13) 0.53187(16) 0.0232(8) Uani 1 1 d . . . H3 H 0.4534 0.3295 0.5126 0.028 Uiso 1 1 calc R . . C4 C 0.4306(3) 0.41619(13) 0.56453(17) 0.0236(8) Uani 1 1 d . . . C5 C 0.3343(3) 0.39805(14) 0.56832(18) 0.0307(9) Uani 1 1 d . . . H5 H 0.3229 0.3625 0.5702 0.037 Uiso 1 1 calc R . . C6 C 0.2551(3) 0.43124(16) 0.5693(2) 0.0376(10) Uani 1 1 d . . . H6 H 0.1898 0.4183 0.5718 0.045 Uiso 1 1 calc R . . C7 C 0.2705(3) 0.48304(16) 0.5667(2) 0.0383(10) Uani 1 1 d . . . H7 H 0.2160 0.5057 0.5677 0.046 Uiso 1 1 calc R . . C8 C 0.3652(3) 0.50175(15) 0.5624(2) 0.0378(10) Uani 1 1 d . . . H8 H 0.3762 0.5374 0.5601 0.045 Uiso 1 1 calc R . . C9 C 0.4446(3) 0.46837(14) 0.56159(18) 0.0302(9) Uani 1 1 d . . . H9 H 0.5097 0.4815 0.5589 0.036 Uiso 1 1 calc R . . C10 C 0.7471(3) 0.38557(14) 0.66069(17) 0.0257(8) Uani 1 1 d . . . C11 C 0.8049(3) 0.42959(14) 0.65599(18) 0.0301(9) Uani 1 1 d . . . C12 C 0.8670(3) 0.44097(17) 0.7071(2) 0.0437(11) Uani 1 1 d . . . H12 H 0.9063 0.4708 0.7057 0.052 Uiso 1 1 calc R . . C13 C 0.8721(3) 0.40944(19) 0.7600(2) 0.0511(13) Uani 1 1 d . . . H13 H 0.9152 0.4178 0.7942 0.061 Uiso 1 1 calc R . . C14 C 0.8161(3) 0.36640(18) 0.7635(2) 0.0450(11) Uani 1 1 d . . . H14 H 0.8215 0.3449 0.7999 0.054 Uiso 1 1 calc R . . C15 C 0.7512(3) 0.35354(15) 0.71440(18) 0.0330(9) Uani 1 1 d . . . C16 C 0.7998(3) 0.46574(15) 0.59956(19) 0.0346(10) Uani 1 1 d . . . H16 H 0.7599 0.4489 0.5654 0.042 Uiso 1 1 calc R . . C17 C 0.9022(3) 0.47717(19) 0.5713(2) 0.0537(13) Uani 1 1 d . . . H17A H 0.8954 0.5007 0.5352 0.081 Uiso 1 1 calc R . . H17B H 0.9325 0.4455 0.5564 0.081 Uiso 1 1 calc R . . H17C H 0.9441 0.4926 0.6042 0.081 Uiso 1 1 calc R . . C18 C 0.7478(4) 0.51598(16) 0.6169(2) 0.0514(12) Uani 1 1 d . . . H18A H 0.7460 0.5382 0.5794 0.077 Uiso 1 1 calc R . . H18B H 0.7840 0.5329 0.6515 0.077 Uiso 1 1 calc R . . H18C H 0.6803 0.5088 0.6311 0.077 Uiso 1 1 calc R . . C19 C 0.6845(3) 0.30776(15) 0.7225(2) 0.0400(10) Uani 1 1 d . . . H19 H 0.6403 0.3060 0.6843 0.048 Uiso 1 1 calc R . . C20 C 0.6192(4) 0.3142(2) 0.7820(2) 0.0690(16) Uani 1 1 d . . . H20A H 0.5763 0.2845 0.7866 0.103 Uiso 1 1 calc R . . H20B H 0.5787 0.3449 0.7773 0.103 Uiso 1 1 calc R . . H20C H 0.6610 0.3175 0.8200 0.103 Uiso 1 1 calc R . . C21 C 0.7423(4) 0.25832(19) 0.7258(3) 0.0780(18) Uani 1 1 d . . . H21A H 0.6964 0.2298 0.7305 0.117 Uiso 1 1 calc R . . H21B H 0.7870 0.2593 0.7626 0.117 Uiso 1 1 calc R . . H21C H 0.7806 0.2540 0.6864 0.117 Uiso 1 1 calc R . . C22 C 0.5540(2) 0.25889(13) 0.48241(18) 0.0242(8) Uani 1 1 d . . . C23 C 0.5246(3) 0.26853(14) 0.41909(19) 0.0300(9) Uani 1 1 d . . . C24 C 0.4931(3) 0.22747(15) 0.3822(2) 0.0372(10) Uani 1 1 d . . . H24 H 0.4732 0.2330 0.3392 0.045 Uiso 1 1 calc R . . C25 C 0.4905(3) 0.17901(16) 0.4071(2) 0.0421(11) Uani 1 1 d . . . H25 H 0.4677 0.1516 0.3815 0.050 Uiso 1 1 calc R . . C26 C 0.5210(3) 0.17024(15) 0.4688(2) 0.0387(11) Uani 1 1 d . . . H26 H 0.5194 0.1365 0.4851 0.046 Uiso 1 1 calc R . . C27 C 0.5543(3) 0.20970(14) 0.50814(19) 0.0285(9) Uani 1 1 d . . . C28 C 0.5294(3) 0.32094(15) 0.38800(19) 0.0335(10) Uani 1 1 d . . . H28 H 0.5588 0.3448 0.4200 0.040 Uiso 1 1 calc R . . C29 C 0.5962(3) 0.32117(18) 0.3293(2) 0.0479(12) Uani 1 1 d . . . H29A H 0.6001 0.3557 0.3120 0.072 Uiso 1 1 calc R . . H29B H 0.5690 0.2983 0.2967 0.072 Uiso 1 1 calc R . . H29C H 0.6623 0.3096 0.3414 0.072 Uiso 1 1 calc R . . C30 C 0.4259(3) 0.34104(18) 0.3713(2) 0.0500(12) Uani 1 1 d . . . H30A H 0.4314 0.3754 0.3535 0.075 Uiso 1 1 calc R . . H30B H 0.3853 0.3420 0.4101 0.075 Uiso 1 1 calc R . . H30C H 0.3951 0.3185 0.3398 0.075 Uiso 1 1 calc R . . C31 C 0.5889(3) 0.19915(14) 0.5757(2) 0.0339(10) Uani 1 1 d . . . H31 H 0.6407 0.2250 0.5855 0.041 Uiso 1 1 calc R . . C32 C 0.5074(4) 0.20685(19) 0.6237(2) 0.0556(13) Uani 1 1 d . . . H32A H 0.5322 0.1994 0.6667 0.083 Uiso 1 1 calc R . . H32B H 0.4525 0.1840 0.6138 0.083 Uiso 1 1 calc R . . H32C H 0.4845 0.2422 0.6219 0.083 Uiso 1 1 calc R . . C33 C 0.6375(4) 0.14681(17) 0.5839(3) 0.0594(14) Uani 1 1 d . . . H33A H 0.6576 0.1423 0.6285 0.089 Uiso 1 1 calc R . . H33B H 0.6956 0.1445 0.5561 0.089 Uiso 1 1 calc R . . H33C H 0.5903 0.1201 0.5722 0.089 Uiso 1 1 calc R . . O1S O 0.5000 0.4423(2) 0.7500 0.097(2) Uani 1 2 d S . 1 O2S O 1.0000 0.5555(4) 0.7500 0.159(4) Uani 1 2 d SDU . 1 C1S C 0.4190(4) 0.4723(2) 0.7324(2) 0.0634(15) Uani 1 1 d . A 1 H1S1 H 0.3661 0.4698 0.7649 0.076 Uiso 1 1 calc R A 1 H1S2 H 0.3923 0.4610 0.6907 0.076 Uiso 1 1 calc R A 1 C2S C 0.4559(5) 0.5261(2) 0.7278(3) 0.090(2) Uani 1 1 d . . 1 H2S1 H 0.4052 0.5506 0.7422 0.108 Uiso 1 1 calc R . 1 H2S2 H 0.4756 0.5345 0.6834 0.108 Uiso 1 1 calc R . 1 C3S C 0.9306(7) 0.5833(4) 0.7700(6) 0.172(5) Uani 1 1 d DU B 1 H3S1 H 0.9022 0.6001 0.7319 0.207 Uiso 1 1 calc R B 1 H3S2 H 0.9617 0.6105 0.7958 0.207 Uiso 1 1 calc R B 1 C4S C 0.8577(11) 0.5669(5) 0.8028(5) 0.255(8) Uani 1 1 d DU B 1 H4S1 H 0.8112 0.5948 0.8105 0.383 Uiso 1 1 calc R B 1 H4S2 H 0.8815 0.5537 0.8438 0.383 Uiso 1 1 calc R B 1 H4S3 H 0.8244 0.5397 0.7792 0.383 Uiso 1 1 calc R B 1 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 Sb 0.01956(13) 0.01936(13) 0.03166(14) -0.00005(11) -0.00110(11) 0.00264(10) Br1 0.0267(2) 0.0282(2) 0.0541(3) -0.0112(2) 0.00825(19) 0.00402(16) Br2 0.0376(2) 0.0233(2) 0.0371(2) 0.00228(18) 0.00775(18) 0.00116(16) N1 0.0222(16) 0.0225(16) 0.0230(16) -0.0025(13) -0.0017(13) -0.0008(13) N2 0.0196(16) 0.0172(15) 0.0278(17) -0.0025(13) -0.0026(12) 0.0028(12) C1 0.027(2) 0.0159(18) 0.025(2) -0.0018(16) 0.0027(16) 0.0012(15) C2 0.025(2) 0.0153(18) 0.0220(19) -0.0002(16) 0.0015(15) 0.0012(15) C3 0.0175(18) 0.029(2) 0.023(2) 0.0025(17) -0.0016(15) -0.0015(15) C4 0.027(2) 0.023(2) 0.0208(19) -0.0007(16) -0.0009(15) 0.0056(16) C5 0.032(2) 0.025(2) 0.035(2) -0.0035(18) 0.0012(18) -0.0003(17) C6 0.026(2) 0.042(3) 0.045(2) -0.008(2) -0.0013(19) 0.0059(19) C7 0.037(2) 0.032(2) 0.045(2) -0.004(2) -0.002(2) 0.0150(19) C8 0.044(3) 0.022(2) 0.047(3) 0.002(2) -0.002(2) 0.0090(19) C9 0.029(2) 0.026(2) 0.036(2) 0.0019(18) 0.0009(17) 0.0005(17) C10 0.0197(18) 0.0280(19) 0.029(2) -0.0051(17) -0.0027(16) 0.0027(16) C11 0.028(2) 0.031(2) 0.031(2) -0.0085(18) 0.0010(17) -0.0025(18) C12 0.038(3) 0.049(3) 0.044(3) -0.010(2) -0.003(2) -0.012(2) C13 0.039(3) 0.078(4) 0.036(3) -0.003(3) -0.011(2) -0.010(3) C14 0.039(3) 0.061(3) 0.035(3) 0.007(2) -0.008(2) -0.005(2) C15 0.028(2) 0.041(2) 0.031(2) -0.0011(19) -0.0010(18) 0.0010(18) C16 0.038(2) 0.030(2) 0.036(2) -0.0064(19) 0.0005(19) -0.0087(18) C17 0.050(3) 0.056(3) 0.055(3) 0.005(3) 0.010(2) -0.014(2) C18 0.065(3) 0.034(2) 0.055(3) -0.005(2) 0.003(3) -0.003(2) C19 0.048(3) 0.039(2) 0.033(2) 0.008(2) -0.012(2) -0.004(2) C20 0.064(4) 0.091(4) 0.052(3) 0.011(3) 0.009(3) -0.025(3) C21 0.068(4) 0.048(3) 0.118(5) 0.025(3) -0.018(4) 0.005(3) C22 0.0130(18) 0.026(2) 0.034(2) -0.0075(18) 0.0030(15) -0.0002(15) C23 0.025(2) 0.031(2) 0.035(2) -0.0101(19) 0.0039(17) 0.0054(17) C24 0.029(2) 0.042(3) 0.041(2) -0.013(2) 0.0012(19) -0.0010(19) C25 0.030(2) 0.039(3) 0.057(3) -0.023(2) 0.000(2) -0.0042(19) C26 0.029(2) 0.022(2) 0.066(3) -0.011(2) 0.004(2) -0.0011(17) C27 0.0172(19) 0.026(2) 0.043(2) -0.0028(19) 0.0059(17) 0.0016(16) C28 0.036(2) 0.038(2) 0.027(2) -0.0053(19) -0.0024(17) 0.0028(18) C29 0.052(3) 0.056(3) 0.036(3) 0.003(2) 0.004(2) 0.003(2) C30 0.050(3) 0.054(3) 0.047(3) 0.001(2) -0.007(2) 0.012(2) C31 0.027(2) 0.022(2) 0.053(3) 0.0051(19) 0.0009(19) -0.0011(16) C32 0.051(3) 0.077(4) 0.039(3) 0.000(3) 0.001(2) 0.018(3) C33 0.057(3) 0.047(3) 0.073(4) 0.013(3) 0.004(3) 0.022(2) O1S 0.087(5) 0.064(4) 0.141(6) 0.000 -0.036(4) 0.000 O2S 0.237(12) 0.132(8) 0.107(6) 0.000 0.043(7) 0.000 C1S 0.076(4) 0.070(4) 0.045(3) 0.011(3) 0.012(3) 0.011(3) C2S 0.151(7) 0.055(4) 0.064(4) 0.010(3) -0.010(4) -0.001(4) C3S 0.110(8) 0.144(9) 0.264(13) -0.039(9) -0.099(7) 0.004(6) C4S 0.396(18) 0.237(14) 0.132(8) -0.124(9) 0.162(11) -0.090(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Sb N2 2.121(3) . ? Sb N1 2.286(3) . ? Sb Br2 2.5378(4) . ? Sb Br1 2.6914(5) . ? N1 C1 1.300(4) . ? N1 C10 1.445(4) . ? N2 C3 1.351(4) . ? N2 C22 1.454(4) . ? C1 C2 1.408(5) . ? C1 H1 0.9500 . ? C2 C3 1.373(5) . ? C2 C4 1.493(5) . ? C3 H3 0.9500 . ? C4 C9 1.387(5) . ? C4 C5 1.392(5) . ? C5 C6 1.385(5) . ? C5 H5 0.9500 . ? C6 C7 1.379(6) . ? C6 H6 0.9500 . ? C7 C8 1.379(6) . ? C7 H7 0.9500 . ? C8 C9 1.389(5) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.402(5) . ? C10 C15 1.405(5) . ? C11 C12 1.394(5) . ? C11 C16 1.517(6) . ? C12 C13 1.383(6) . ? C12 H12 0.9500 . ? C13 C14 1.366(6) . ? C13 H13 0.9500 . ? C14 C15 1.395(5) . ? C14 H14 0.9500 . ? C15 C19 1.515(6) . ? C16 C17 1.540(6) . ? C16 C18 1.541(6) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C21 1.519(6) . ? C19 C20 1.538(6) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C27 1.401(5) . ? C22 C23 1.406(5) . ? C23 C24 1.394(5) . ? C23 C28 1.525(5) . ? C24 C25 1.377(6) . ? C24 H24 0.9500 . ? C25 C26 1.374(6) . ? C25 H25 0.9500 . ? C26 C27 1.399(5) . ? C26 H26 0.9500 . ? C27 C31 1.514(6) . ? C28 C29 1.526(6) . ? C28 C30 1.540(6) . ? C28 H28 1.0000 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.507(6) . ? C31 C33 1.536(5) . ? C31 H31 1.0000 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? O1S C1S 1.403(6) 4_656 ? O1S C1S 1.403(6) . ? O2S C3S 1.263(9) . ? O2S C3S 1.263(9) 4_756 ? C1S C2S 1.503(7) . ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? C2S C2S 1.516(12) 4_656 ? C2S H2S1 0.9900 . ? C2S H2S2 0.9900 . ? C3S C4S 1.278(11) . ? C3S H3S1 0.9900 . ? C3S H3S2 0.9900 . ? C4S H4S1 0.9800 . ? C4S H4S2 0.9800 . ? C4S H4S3 0.9800 . ? 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 N2 Sb N1 82.36(10) . . ? N2 Sb Br2 96.23(8) . . ? N1 Sb Br2 88.05(7) . . ? N2 Sb Br1 90.21(8) . . ? N1 Sb Br1 171.07(7) . . ? Br2 Sb Br1 87.834(14) . . ? C1 N1 C10 117.9(3) . . ? C1 N1 Sb 127.1(2) . . ? C10 N1 Sb 115.0(2) . . ? C3 N2 C22 114.2(3) . . ? C3 N2 Sb 126.0(2) . . ? C22 N2 Sb 118.7(2) . . ? N1 C1 C2 125.4(3) . . ? N1 C1 H1 117.3 . . ? C2 C1 H1 117.3 . . ? C3 C2 C1 123.0(3) . . ? C3 C2 C4 119.5(3) . . ? C1 C2 C4 117.1(3) . . ? N2 C3 C2 130.7(3) . . ? N2 C3 H3 114.7 . . ? C2 C3 H3 114.7 . . ? C9 C4 C5 118.0(3) . . ? C9 C4 C2 119.5(3) . . ? C5 C4 C2 122.5(3) . . ? C6 C5 C4 120.8(4) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C7 C6 C5 120.3(4) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C8 C7 C6 119.7(4) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C7 C8 C9 119.8(4) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C4 C9 C8 121.2(4) . . ? C4 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C11 C10 C15 121.9(3) . . ? C11 C10 N1 120.5(3) . . ? C15 C10 N1 117.5(3) . . ? C12 C11 C10 117.5(4) . . ? C12 C11 C16 119.3(4) . . ? C10 C11 C16 123.1(3) . . ? C13 C12 C11 121.0(4) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C14 C13 C12 120.8(4) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 120.8(4) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C14 C15 C10 117.9(4) . . ? C14 C15 C19 119.2(4) . . ? C10 C15 C19 122.8(3) . . ? C11 C16 C17 112.3(4) . . ? C11 C16 C18 112.0(3) . . ? C17 C16 C18 109.6(4) . . ? C11 C16 H16 107.5 . . ? C17 C16 H16 107.5 . . ? C18 C16 H16 107.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C15 C19 C21 112.2(4) . . ? C15 C19 C20 110.2(4) . . ? C21 C19 C20 110.8(4) . . ? C15 C19 H19 107.8 . . ? C21 C19 H19 107.8 . . ? C20 C19 H19 107.8 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 121.9(3) . . ? C27 C22 N2 119.4(3) . . ? C23 C22 N2 118.7(3) . . ? C24 C23 C22 117.9(4) . . ? C24 C23 C28 118.5(4) . . ? C22 C23 C28 123.5(3) . . ? C25 C24 C23 121.1(4) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C26 C25 C24 120.2(4) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 121.6(4) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C26 C27 C22 117.3(4) . . ? C26 C27 C31 120.9(4) . . ? C22 C27 C31 121.9(3) . . ? C23 C28 C29 111.8(3) . . ? C23 C28 C30 111.6(3) . . ? C29 C28 C30 110.9(3) . . ? C23 C28 H28 107.4 . . ? C29 C28 H28 107.4 . . ? C30 C28 H28 107.4 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32 C31 C27 111.7(3) . . ? C32 C31 C33 111.1(4) . . ? C27 C31 C33 113.7(4) . . ? C32 C31 H31 106.6 . . ? C27 C31 H31 106.6 . . ? C33 C31 H31 106.6 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C1S O1S C1S 111.4(6) 4_656 . ? C3S O2S C3S 109.3(14) . 4_756 ? O1S C1S C2S 106.6(5) . . ? O1S C1S H1S1 110.4 . . ? C2S C1S H1S1 110.4 . . ? O1S C1S H1S2 110.4 . . ? C2S C1S H1S2 110.4 . . ? H1S1 C1S H1S2 108.6 . . ? C1S C2S C2S 102.9(3) . 4_656 ? C1S C2S H2S1 111.2 . . ? C2S C2S H2S1 111.2 4_656 . ? C1S C2S H2S2 111.2 . . ? C2S C2S H2S2 111.2 4_656 . ? H2S1 C2S H2S2 109.1 . . ? O2S C3S C4S 124.0(13) . . ? O2S C3S H3S1 106.3 . . ? C4S C3S H3S1 106.3 . . ? O2S C3S H3S2 106.3 . . ? C4S C3S H3S2 106.3 . . ? H3S1 C3S H3S2 106.4 . . ? C3S C4S H4S1 109.5 . . ? C3S C4S H4S2 109.5 . . ? H4S1 C4S H4S2 109.5 . . ? C3S C4S H4S3 109.5 . . ? H4S1 C4S H4S3 109.5 . . ? H4S2 C4S H4S3 109.5 . . ? #===END data_(3)-mar1405_revised _database_code_depnum_ccdc_archive 'CCDC 725208' _audit_creation_date 2005-03-14T16:34:53-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety '4(C33 H41 I2 N2 Sb), (C4 H10 O)' _chemical_formula_sum 'C136 H174 I8 N8 O Sb4' _chemical_formula_weight 3439.04 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 51.0910(6) _cell_length_b 13.1184(2) _cell_length_c 21.2525(2) _cell_angle_alpha 90 _cell_angle_beta 96.067(1) _cell_angle_gamma 90 _cell_volume 14164.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 69475 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 26.022 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.613 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6728 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.547 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.5271 _exptl_absorpt_correction_T_max 0.6970 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.35096E-2 _diffrn_orient_matrix_ub_12 0.741752E-1 _diffrn_orient_matrix_ub_13 0.77689E-2 _diffrn_orient_matrix_ub_21 -0.84876E-2 _diffrn_orient_matrix_ub_22 0.16068E-1 _diffrn_orient_matrix_ub_23 -0.434356E-1 _diffrn_orient_matrix_ub_31 -0.174089E-1 _diffrn_orient_matrix_ub_32 0.71196E-2 _diffrn_orient_matrix_ub_33 0.170884E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0627 _diffrn_reflns_av_unetI/netI 0.0361 _diffrn_reflns_number 90042 _diffrn_reflns_limit_h_min -62 _diffrn_reflns_limit_h_max 62 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.43 _diffrn_reflns_theta_max 26.02 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 13873 _reflns_number_gt 10640 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Two of the isopropyl substituents are disordered and were modelled with SADI constraints; the lower occupancy carbon atoms were left isotropic. There is also a poorly defined molecule of Et2O solvate disordered about an inversion centre which was included with 1,2 and 1,3-restraints; the C atoms were left isotropic and the H atoms were omitted. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0425P)^2^+71.0026P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 13873 _refine_ls_number_parameters 715 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0601 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0953 _refine_ls_wR_factor_gt 0.0856 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.662 _refine_diff_density_min -1.075 _refine_diff_density_rms 0.099 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 0.006 '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_ _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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.160793(6) 0.54998(2) 0.247327(14) 0.03238(8) Uani 1 1 d . . . Sb2 Sb 0.092248(6) 0.64356(3) 0.115290(16) 0.04126(9) Uani 1 1 d . . . I1 I 0.132239(8) 0.76859(3) 0.21255(2) 0.06914(13) Uani 1 1 d . . . I2 I 0.110940(8) 0.42466(3) 0.18413(2) 0.06139(11) Uani 1 1 d . . . I3 I 0.139630(7) 0.54427(3) 0.361059(17) 0.05240(10) Uani 1 1 d . . . I4 I 0.131262(6) 0.62499(3) 0.035497(18) 0.05102(10) Uani 1 1 d . . . N1 N 0.18515(7) 0.4139(3) 0.27448(16) 0.0295(8) Uani 1 1 d . . . N2 N 0.19610(7) 0.6314(2) 0.29170(16) 0.0285(8) Uani 1 1 d . . . N3 N 0.06434(7) 0.5678(3) 0.04343(19) 0.0416(10) Uani 1 1 d . . . N4 N 0.07620(7) 0.7829(3) 0.06737(18) 0.0379(9) Uani 1 1 d . . . C1 C 0.20459(8) 0.4100(3) 0.32031(19) 0.0289(9) Uani 1 1 d . . . H1 H 0.2106 0.3438 0.3327 0.035 Uiso 1 1 calc R . . C2 C 0.21739(8) 0.4909(3) 0.35278(18) 0.0276(9) Uani 1 1 d . . . C3 C 0.21398(8) 0.5923(3) 0.33373(19) 0.0288(9) Uani 1 1 d . . . H3 H 0.2263 0.6393 0.3539 0.035 Uiso 1 1 calc R . . C4 C 0.23856(9) 0.4704(3) 0.40509(19) 0.0317(10) Uani 1 1 d . . . C5 C 0.23467(10) 0.4023(3) 0.4534(2) 0.0373(11) Uani 1 1 d . . . H5 H 0.2184 0.3674 0.4531 0.045 Uiso 1 1 calc R . . C6 C 0.25460(11) 0.3852(4) 0.5019(2) 0.0451(12) Uani 1 1 d . . . H6 H 0.2517 0.3390 0.5349 0.054 Uiso 1 1 calc R . . C7 C 0.27820(11) 0.4340(4) 0.5029(2) 0.0493(14) Uani 1 1 d . . . H7 H 0.2916 0.4220 0.5366 0.059 Uiso 1 1 calc R . . C8 C 0.28273(10) 0.5011(4) 0.4546(2) 0.0437(12) Uani 1 1 d . . . H8 H 0.2993 0.5343 0.4547 0.052 Uiso 1 1 calc R . . C9 C 0.26289(9) 0.5191(3) 0.4065(2) 0.0358(10) Uani 1 1 d . . . H9 H 0.2659 0.5655 0.3737 0.043 Uiso 1 1 calc R . . C10 C 0.17814(9) 0.3180(3) 0.2419(2) 0.0334(10) Uani 1 1 d . . . C11 C 0.16410(10) 0.2439(3) 0.2719(2) 0.0397(11) Uani 1 1 d . . . C12 C 0.15866(11) 0.1522(4) 0.2391(3) 0.0537(14) Uani 1 1 d . . . H12 H 0.1496 0.0995 0.2585 0.064 Uiso 1 1 calc R . . C13 C 0.16605(13) 0.1368(4) 0.1800(3) 0.0616(16) Uani 1 1 d . . . H13 H 0.1619 0.0742 0.1587 0.074 Uiso 1 1 calc R . . C14 C 0.17940(12) 0.2108(4) 0.1512(3) 0.0579(15) Uani 1 1 d . . . H14 H 0.1843 0.1987 0.1100 0.069 Uiso 1 1 calc R . . C15 C 0.18598(10) 0.3040(4) 0.1810(2) 0.0416(11) Uani 1 1 d . . . C16 C 0.15537(10) 0.2579(3) 0.3372(2) 0.0423(12) Uani 1 1 d . . . H16 H 0.1586 0.3306 0.3496 0.051 Uiso 1 1 calc R . . C17 C 0.12608(11) 0.2370(5) 0.3395(3) 0.0645(16) Uani 1 1 d . . . H17C H 0.1157 0.2836 0.3106 0.097 Uiso 1 1 calc R . . H17B H 0.1216 0.2477 0.3827 0.097 Uiso 1 1 calc R . . H17A H 0.1221 0.1664 0.3267 0.097 Uiso 1 1 calc R . . C18 C 0.17166(12) 0.1918(4) 0.3857(3) 0.0560(14) Uani 1 1 d . . . H18C H 0.1695 0.1199 0.3738 0.084 Uiso 1 1 calc R . . H18B H 0.1657 0.2024 0.4276 0.084 Uiso 1 1 calc R . . H18A H 0.1903 0.2107 0.3869 0.084 Uiso 1 1 calc R . . C19 C 0.20170(12) 0.3821(4) 0.1486(2) 0.0523(14) Uani 1 1 d . . . H19 H 0.2035 0.4442 0.1761 0.063 Uiso 1 1 calc R . . C20 C 0.22929(14) 0.3427(6) 0.1411(4) 0.085(2) Uani 1 1 d . . . H20C H 0.2384 0.3269 0.1829 0.127 Uiso 1 1 calc R . . H20B H 0.2391 0.3950 0.1206 0.127 Uiso 1 1 calc R . . H20A H 0.2280 0.2810 0.1150 0.127 Uiso 1 1 calc R . . C21 C 0.18780(15) 0.4133(6) 0.0849(3) 0.087(2) Uani 1 1 d . . . H21C H 0.1854 0.3533 0.0574 0.130 Uiso 1 1 calc R . . H21B H 0.1984 0.4641 0.0654 0.130 Uiso 1 1 calc R . . H21A H 0.1706 0.4426 0.0908 0.130 Uiso 1 1 calc R . . C22 C 0.19947(9) 0.7396(3) 0.2789(2) 0.0331(10) Uani 1 1 d . . . C23 C 0.19554(10) 0.8108(3) 0.3257(2) 0.0427(12) Uani 1 1 d . . . C24 C 0.20007(11) 0.9134(4) 0.3116(3) 0.0546(14) Uani 1 1 d . . . H24 H 0.1976 0.9642 0.3422 0.066 Uiso 1 1 calc R . . C25 C 0.20792(12) 0.9414(4) 0.2554(3) 0.0591(16) Uani 1 1 d . . . H25 H 0.2110 1.0113 0.2473 0.071 Uiso 1 1 calc R . . C26 C 0.21142(12) 0.8702(4) 0.2101(3) 0.0607(16) Uani 1 1 d . . . H26 H 0.2167 0.8917 0.1707 0.073 Uiso 1 1 calc R . . C27 C 0.20742(9) 0.7665(4) 0.2206(2) 0.0395(11) Uani 1 1 d . . . C28 C 0.18696(13) 0.7824(4) 0.3898(3) 0.0646(18) Uani 1 1 d . . . H28 H 0.1813 0.7094 0.3875 0.078 Uiso 1 1 calc R . . C29 C 0.16354(16) 0.8450(5) 0.4054(4) 0.099(3) Uani 1 1 d . . . H29C H 0.1682 0.9174 0.4065 0.148 Uiso 1 1 calc R . . H29B H 0.1585 0.8244 0.4468 0.148 Uiso 1 1 calc R . . H29A H 0.1487 0.8336 0.3730 0.148 Uiso 1 1 calc R . . C30 C 0.20996(17) 0.7910(5) 0.4422(3) 0.088(2) Uani 1 1 d . . . H30C H 0.2242 0.7454 0.4327 0.133 Uiso 1 1 calc R . . H30B H 0.2040 0.7718 0.4829 0.133 Uiso 1 1 calc R . . H30A H 0.2164 0.8614 0.4445 0.133 Uiso 1 1 calc R . . C31 C 0.21267(11) 0.6879(4) 0.1715(2) 0.0505(13) Uani 1 1 d . . . H31 H 0.2018 0.6266 0.1793 0.061 Uiso 1 1 calc R . . C32 C 0.24110(14) 0.6547(5) 0.1792(3) 0.076(2) Uani 1 1 d . . . H32C H 0.2524 0.7138 0.1745 0.114 Uiso 1 1 calc R . . H32B H 0.2439 0.6038 0.1469 0.114 Uiso 1 1 calc R . . H32A H 0.2454 0.6249 0.2213 0.114 Uiso 1 1 calc R . . C33 C 0.20427(12) 0.7228(6) 0.1043(3) 0.0682(17) Uani 1 1 d . . . H33C H 0.1853 0.7372 0.0996 0.102 Uiso 1 1 calc R . . H33B H 0.2081 0.6690 0.0746 0.102 Uiso 1 1 calc R . . H33A H 0.2140 0.7847 0.0954 0.102 Uiso 1 1 calc R . . C34 C 0.05691(9) 0.6049(4) -0.0134(2) 0.0413(11) Uani 1 1 d . . . H34 H 0.0488 0.5583 -0.0436 0.050 Uiso 1 1 calc R . . C35 C 0.05962(9) 0.7046(4) -0.0341(2) 0.0408(11) Uani 1 1 d . . . C36 C 0.06665(9) 0.7854(4) 0.0070(2) 0.0370(11) Uani 1 1 d . . . H36 H 0.0643 0.8516 -0.0109 0.044 Uiso 1 1 calc R . . C37 C 0.05162(9) 0.7280(4) -0.1022(2) 0.0424(12) Uani 1 1 d . . . C38 C 0.06021(10) 0.6677(5) -0.1491(3) 0.0538(14) Uani 1 1 d . . . H38 H 0.0711 0.6103 -0.1379 0.065 Uiso 1 1 calc R . . C39 C 0.05307(12) 0.6902(6) -0.2127(3) 0.0682(17) Uani 1 1 d . . . H39 H 0.0592 0.6484 -0.2446 0.082 Uiso 1 1 calc R . . C40 C 0.03732(13) 0.7721(6) -0.2294(3) 0.076(2) Uani 1 1 d . . . H40 H 0.0326 0.7873 -0.2728 0.091 Uiso 1 1 calc R . . C41 C 0.02844(13) 0.8319(6) -0.1834(3) 0.0736(19) Uani 1 1 d . . . H41 H 0.0174 0.8888 -0.1948 0.088 Uiso 1 1 calc R . . C42 C 0.03549(11) 0.8097(5) -0.1201(3) 0.0570(15) Uani 1 1 d . . . H42 H 0.0291 0.8514 -0.0885 0.068 Uiso 1 1 calc R . . C43 C 0.05467(10) 0.4674(4) 0.0584(3) 0.0455(12) Uani 1 1 d . A . C44 C 0.06456(11) 0.3809(4) 0.0318(3) 0.0519(13) Uani 1 1 d . . . C45 C 0.05463(13) 0.2871(5) 0.0490(3) 0.0657(17) Uani 1 1 d . . . H45 H 0.0611 0.2263 0.0321 0.079 Uiso 1 1 calc R . . C46 C 0.03544(14) 0.2811(5) 0.0902(3) 0.0734(19) Uani 1 1 d . . . H46 H 0.0290 0.2164 0.1016 0.088 Uiso 1 1 calc R . . C47 C 0.02576(13) 0.3672(5) 0.1145(3) 0.0690(17) Uani 1 1 d . A . H47 H 0.0123 0.3618 0.1419 0.083 Uiso 1 1 calc R . . C48 C 0.03519(11) 0.4634(4) 0.1003(3) 0.0547(14) Uani 1 1 d D . . C49 C 0.08524(11) 0.3823(4) -0.0156(3) 0.0528(14) Uani 1 1 d . . . H49 H 0.0915 0.4541 -0.0189 0.063 Uiso 1 1 calc R . . C50 C 0.07314(14) 0.3492(6) -0.0817(3) 0.0773(19) Uani 1 1 d . . . H50C H 0.0663 0.2797 -0.0797 0.116 Uiso 1 1 calc R . . H50B H 0.0867 0.3512 -0.1112 0.116 Uiso 1 1 calc R . . H50A H 0.0588 0.3956 -0.0966 0.116 Uiso 1 1 calc R . . C51 C 0.10896(13) 0.3167(5) 0.0061(3) 0.0679(17) Uani 1 1 d . . . H51C H 0.1172 0.3419 0.0468 0.102 Uiso 1 1 calc R . . H51B H 0.1217 0.3197 -0.0253 0.102 Uiso 1 1 calc R . . H51A H 0.1033 0.2460 0.0109 0.102 Uiso 1 1 calc R . . C55 C 0.08075(10) 0.8815(4) 0.0980(2) 0.0407(11) Uani 1 1 d . B . C56 C 0.09862(9) 0.9500(4) 0.0750(2) 0.0398(11) Uani 1 1 d . . . C57 C 0.10147(11) 1.0459(4) 0.1041(3) 0.0519(13) Uani 1 1 d . . . H57 H 0.1131 1.0942 0.0889 0.062 Uiso 1 1 calc R . . C58 C 0.08792(14) 1.0717(5) 0.1537(3) 0.0691(18) Uani 1 1 d . . . H58 H 0.0899 1.1375 0.1721 0.083 Uiso 1 1 calc R . . C59 C 0.07157(14) 1.0026(5) 0.1765(3) 0.0745(19) Uani 1 1 d . B . H59 H 0.0626 1.0210 0.2118 0.089 Uiso 1 1 calc R . . C60 C 0.06734(12) 0.9053(5) 0.1501(3) 0.0606(16) Uani 1 1 d D . . C61 C 0.11537(10) 0.9247(4) 0.0221(2) 0.0451(12) Uani 1 1 d . . . H61 H 0.1124 0.8514 0.0107 0.054 Uiso 1 1 calc R . . C62 C 0.10773(14) 0.9886(5) -0.0377(3) 0.0675(17) Uani 1 1 d . . . H62C H 0.0892 0.9765 -0.0527 0.101 Uiso 1 1 calc R . . H62B H 0.1188 0.9690 -0.0707 0.101 Uiso 1 1 calc R . . H62A H 0.1104 1.0610 -0.0277 0.101 Uiso 1 1 calc R . . C63 C 0.14463(11) 0.9383(5) 0.0445(3) 0.0637(17) Uani 1 1 d . . . H63C H 0.1480 1.0092 0.0574 0.095 Uiso 1 1 calc R . . H63B H 0.1551 0.9213 0.0099 0.095 Uiso 1 1 calc R . . H63A H 0.1495 0.8931 0.0805 0.095 Uiso 1 1 calc R . . C52 C 0.02537(18) 0.5563(8) 0.1341(5) 0.052(3) Uani 0.646(11) 1 d PD A 1 H52 H 0.0341 0.6172 0.1173 0.062 Uiso 0.646(11) 1 calc PR A 1 C53 C 0.0316(2) 0.5588(7) 0.2059(4) 0.067(3) Uani 0.646(11) 1 d PD A 1 H53A H 0.0246 0.6215 0.2226 0.100 Uiso 0.646(11) 1 calc PR A 1 H53B H 0.0508 0.5566 0.2167 0.100 Uiso 0.646(11) 1 calc PR A 1 H53C H 0.0236 0.4997 0.2245 0.100 Uiso 0.646(11) 1 calc PR A 1 C54 C -0.00415(17) 0.5706(8) 0.1175(6) 0.075(4) Uani 0.646(11) 1 d PD A 1 H54A H -0.0100 0.6309 0.1394 0.112 Uiso 0.646(11) 1 calc PR A 1 H54B H -0.0135 0.5103 0.1308 0.112 Uiso 0.646(11) 1 calc PR A 1 H54C H -0.0080 0.5798 0.0717 0.112 Uiso 0.646(11) 1 calc PR A 1 C64 C 0.0491(2) 0.8334(9) 0.1801(7) 0.073(4) Uani 0.78(3) 1 d PD B 1 H64 H 0.0512 0.7632 0.1629 0.088 Uiso 0.78(3) 1 calc PR B 1 C65 C 0.0549(3) 0.8304(16) 0.2533(6) 0.140(7) Uani 0.78(3) 1 d PD B 1 H65A H 0.0428 0.7829 0.2708 0.211 Uiso 0.78(3) 1 calc PR B 1 H65B H 0.0526 0.8987 0.2706 0.211 Uiso 0.78(3) 1 calc PR B 1 H65C H 0.0731 0.8077 0.2649 0.211 Uiso 0.78(3) 1 calc PR B 1 C66 C 0.0208(2) 0.8650(14) 0.1670(11) 0.117(6) Uani 0.78(3) 1 d PD B 1 H66A H 0.0097 0.8166 0.1870 0.176 Uiso 0.78(3) 1 calc PR B 1 H66B H 0.0158 0.8657 0.1212 0.176 Uiso 0.78(3) 1 calc PR B 1 H66C H 0.0185 0.9334 0.1842 0.176 Uiso 0.78(3) 1 calc PR B 1 C52A C 0.0214(5) 0.5600(15) 0.1163(8) 0.058(8) Uiso 0.354(11) 1 d PD A 2 H52A H 0.0353 0.6112 0.1300 0.069 Uiso 0.354(11) 1 calc PR A 2 C53A C 0.0069(4) 0.5369(16) 0.1731(9) 0.077(6) Uiso 0.354(11) 1 d PD A 2 H53D H -0.0022 0.5984 0.1854 0.116 Uiso 0.354(11) 1 calc PR A 2 H53E H 0.0195 0.5145 0.2084 0.116 Uiso 0.354(11) 1 calc PR A 2 H53F H -0.0061 0.4828 0.1623 0.116 Uiso 0.354(11) 1 calc PR A 2 C54A C 0.0036(3) 0.6077(13) 0.0626(8) 0.059(5) Uiso 0.354(11) 1 d PD A 2 H54D H -0.0041 0.6706 0.0775 0.088 Uiso 0.354(11) 1 calc PR A 2 H54E H -0.0106 0.5599 0.0483 0.088 Uiso 0.354(11) 1 calc PR A 2 H54F H 0.0138 0.6235 0.0275 0.088 Uiso 0.354(11) 1 calc PR A 2 C64A C 0.0463(10) 0.831(6) 0.167(3) 0.14(3) Uiso 0.22(3) 1 d PD B 2 H64A H 0.0493 0.7761 0.1359 0.163 Uiso 0.22(3) 1 calc PR B 2 C65A C 0.0517(7) 0.768(3) 0.2282(18) 0.073(13) Uiso 0.22(3) 1 d PD B 2 H65D H 0.0373 0.7199 0.2313 0.109 Uiso 0.22(3) 1 calc PR B 2 H65E H 0.0530 0.8144 0.2648 0.109 Uiso 0.22(3) 1 calc PR B 2 H65F H 0.0683 0.7313 0.2276 0.109 Uiso 0.22(3) 1 calc PR B 2 C66A C 0.0186(15) 0.862(9) 0.139(6) 0.24(6) Uiso 0.22(3) 1 d PD B 2 H66D H 0.0061 0.8091 0.1488 0.357 Uiso 0.22(3) 1 calc PR B 2 H66E H 0.0181 0.8704 0.0936 0.357 Uiso 0.22(3) 1 calc PR B 2 H66F H 0.0138 0.9266 0.1585 0.357 Uiso 0.22(3) 1 calc PR B 2 O1S O 0.0017(5) -0.0304(17) -0.0016(12) 0.211(9) Uiso 0.50 1 d PD . 1 C1S C 0.0150(2) 0.0080(8) -0.0537(5) 0.051(3) Uiso 0.50 1 d PD . 1 C3S C 0.0367(4) 0.0801(15) -0.0572(9) 0.282(10) Uiso 1 1 d D C 1 C2S C 0.0204(3) 0.0496(15) 0.0001(8) 0.106(6) Uiso 0.50 1 d PD D 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 0.03200(16) 0.03003(16) 0.03528(16) 0.00437(12) 0.00438(12) 0.00465(12) Sb2 0.03303(18) 0.04513(19) 0.04510(19) 0.00721(15) 0.00165(14) 0.00525(14) I1 0.0618(3) 0.0438(2) 0.0991(3) -0.0118(2) -0.0046(2) 0.00459(18) I2 0.0624(2) 0.0468(2) 0.0747(3) 0.00915(18) 0.0061(2) -0.01328(18) I3 0.0594(2) 0.04468(19) 0.0587(2) -0.00073(16) 0.03238(18) 0.00347(16) I4 0.03500(18) 0.04523(19) 0.0747(2) 0.00000(17) 0.01470(17) 0.00032(14) N1 0.034(2) 0.0236(18) 0.0310(19) 0.0004(15) 0.0055(16) 0.0057(15) N2 0.035(2) 0.0219(17) 0.0296(18) -0.0002(15) 0.0058(16) 0.0009(15) N3 0.030(2) 0.044(2) 0.051(2) 0.0064(19) 0.0043(18) -0.0070(18) N4 0.032(2) 0.040(2) 0.042(2) 0.0085(18) 0.0057(18) 0.0053(17) C1 0.035(2) 0.025(2) 0.028(2) 0.0047(17) 0.0060(19) 0.0054(18) C2 0.035(2) 0.024(2) 0.024(2) -0.0005(17) 0.0032(18) 0.0034(18) C3 0.036(2) 0.025(2) 0.025(2) -0.0041(17) 0.0048(18) -0.0021(18) C4 0.043(3) 0.023(2) 0.029(2) -0.0077(17) 0.0007(19) 0.0047(19) C5 0.051(3) 0.030(2) 0.030(2) 0.0001(19) 0.006(2) 0.003(2) C6 0.068(4) 0.034(3) 0.033(2) 0.001(2) 0.000(2) 0.011(2) C7 0.060(4) 0.042(3) 0.041(3) -0.007(2) -0.019(3) 0.014(3) C8 0.046(3) 0.034(3) 0.048(3) -0.007(2) -0.008(2) 0.004(2) C9 0.048(3) 0.026(2) 0.032(2) -0.0037(18) -0.002(2) 0.005(2) C10 0.032(2) 0.025(2) 0.041(3) -0.0036(19) -0.004(2) 0.0038(18) C11 0.046(3) 0.025(2) 0.045(3) 0.000(2) -0.007(2) 0.005(2) C12 0.060(4) 0.032(3) 0.066(4) -0.002(2) -0.010(3) -0.007(2) C13 0.080(4) 0.038(3) 0.063(4) -0.020(3) -0.013(3) -0.004(3) C14 0.076(4) 0.051(3) 0.045(3) -0.019(3) -0.002(3) 0.005(3) C15 0.051(3) 0.035(3) 0.039(3) -0.006(2) 0.004(2) 0.007(2) C16 0.052(3) 0.026(2) 0.049(3) 0.008(2) 0.007(2) -0.001(2) C17 0.054(4) 0.065(4) 0.075(4) 0.020(3) 0.009(3) 0.002(3) C18 0.067(4) 0.049(3) 0.051(3) 0.015(3) 0.000(3) -0.004(3) C19 0.072(4) 0.045(3) 0.043(3) -0.007(2) 0.022(3) 0.006(3) C20 0.070(5) 0.088(5) 0.099(5) 0.004(4) 0.020(4) 0.002(4) C21 0.096(6) 0.087(5) 0.079(5) 0.024(4) 0.021(4) 0.026(4) C22 0.034(2) 0.022(2) 0.042(3) 0.0045(19) 0.001(2) -0.0006(18) C23 0.050(3) 0.025(2) 0.055(3) -0.004(2) 0.017(2) 0.000(2) C24 0.063(4) 0.026(2) 0.077(4) -0.002(3) 0.019(3) -0.001(2) C25 0.073(4) 0.024(3) 0.080(4) 0.011(3) 0.005(3) -0.005(3) C26 0.078(4) 0.048(3) 0.056(3) 0.018(3) 0.007(3) -0.017(3) C27 0.042(3) 0.035(3) 0.042(3) 0.008(2) 0.005(2) -0.005(2) C28 0.096(5) 0.035(3) 0.070(4) -0.015(3) 0.046(4) -0.009(3) C29 0.110(6) 0.067(4) 0.134(7) -0.037(5) 0.084(6) -0.014(4) C30 0.159(8) 0.060(4) 0.050(4) -0.012(3) 0.031(4) -0.011(5) C31 0.068(4) 0.045(3) 0.042(3) 0.006(2) 0.020(3) -0.013(3) C32 0.097(5) 0.083(5) 0.046(3) -0.004(3) -0.001(3) 0.035(4) C33 0.054(4) 0.104(5) 0.047(3) -0.006(3) 0.006(3) 0.002(4) C34 0.032(3) 0.047(3) 0.044(3) 0.000(2) 0.000(2) -0.010(2) C35 0.030(2) 0.048(3) 0.044(3) 0.007(2) 0.002(2) -0.002(2) C36 0.028(2) 0.037(3) 0.045(3) 0.010(2) 0.003(2) 0.000(2) C37 0.029(2) 0.056(3) 0.042(3) 0.005(2) 0.003(2) -0.004(2) C38 0.041(3) 0.067(4) 0.053(3) 0.002(3) 0.004(3) -0.004(3) C39 0.059(4) 0.091(5) 0.056(4) -0.014(3) 0.013(3) -0.002(4) C40 0.070(4) 0.113(6) 0.042(3) 0.005(4) -0.003(3) 0.006(4) C41 0.074(5) 0.090(5) 0.054(4) 0.006(4) -0.008(3) 0.012(4) C42 0.053(3) 0.075(4) 0.041(3) 0.003(3) -0.002(3) 0.008(3) C43 0.037(3) 0.041(3) 0.059(3) 0.014(2) 0.008(2) -0.009(2) C44 0.046(3) 0.048(3) 0.062(3) 0.012(3) 0.010(3) -0.010(3) C45 0.074(4) 0.048(3) 0.078(4) 0.001(3) 0.023(3) -0.012(3) C46 0.088(5) 0.056(4) 0.081(4) 0.007(3) 0.030(4) -0.025(4) C47 0.068(4) 0.067(4) 0.077(4) 0.008(3) 0.030(3) -0.012(3) C48 0.047(3) 0.053(3) 0.066(4) 0.008(3) 0.012(3) -0.010(3) C49 0.052(3) 0.042(3) 0.066(4) 0.004(3) 0.015(3) -0.007(2) C50 0.074(5) 0.082(5) 0.078(4) -0.002(4) 0.019(4) -0.020(4) C51 0.076(4) 0.054(4) 0.078(4) 0.006(3) 0.028(4) 0.009(3) C55 0.043(3) 0.040(3) 0.039(3) 0.003(2) 0.003(2) 0.015(2) C56 0.032(3) 0.042(3) 0.045(3) 0.001(2) 0.000(2) 0.008(2) C57 0.056(3) 0.040(3) 0.059(3) -0.013(3) 0.003(3) 0.004(2) C58 0.088(5) 0.052(4) 0.069(4) -0.017(3) 0.017(4) 0.013(3) C59 0.095(5) 0.066(4) 0.067(4) -0.016(3) 0.030(4) 0.025(4) C60 0.066(4) 0.058(4) 0.062(4) 0.006(3) 0.025(3) 0.023(3) C61 0.048(3) 0.039(3) 0.050(3) -0.014(2) 0.012(2) -0.009(2) C62 0.088(5) 0.061(4) 0.055(3) -0.004(3) 0.013(3) -0.022(3) C63 0.049(3) 0.063(4) 0.082(4) -0.031(3) 0.016(3) -0.014(3) C52 0.026(5) 0.064(7) 0.068(7) 0.015(6) 0.015(5) -0.005(4) C53 0.080(7) 0.064(6) 0.060(6) -0.011(5) 0.024(5) -0.005(5) C54 0.043(6) 0.080(7) 0.102(9) -0.016(6) 0.012(5) 0.001(5) C64 0.082(7) 0.056(6) 0.092(8) 0.015(5) 0.058(6) 0.022(5) C65 0.191(15) 0.148(15) 0.091(9) 0.022(10) 0.055(9) -0.056(12) C66 0.070(8) 0.136(12) 0.147(15) 0.070(11) 0.020(7) -0.007(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N1 2.217(3) . ? Sb1 N2 2.219(3) . ? Sb1 I3 2.7513(4) . ? Sb1 I2 3.2048(5) . ? Sb1 I1 3.2667(5) . ? Sb2 N4 2.208(4) . ? Sb2 N3 2.212(4) . ? Sb2 I4 2.7609(5) . ? Sb2 I1 3.2008(5) . ? Sb2 I2 3.3171(5) . ? N1 C1 1.316(5) . ? N1 C10 1.462(5) . ? N2 C3 1.313(5) . ? N2 C22 1.459(5) . ? N3 C34 1.320(6) . ? N3 C43 1.453(6) . ? N4 C36 1.325(6) . ? N4 C55 1.455(6) . ? C1 C2 1.390(6) . ? C1 H1 0.9500 . ? C2 C3 1.396(6) . ? C2 C4 1.492(6) . ? C3 H3 0.9500 . ? C4 C5 1.390(6) . ? C4 C9 1.395(6) . ? C5 C6 1.389(7) . ? C5 H5 0.9500 . ? C6 C7 1.363(8) . ? C6 H6 0.9500 . ? C7 C8 1.390(7) . ? C7 H7 0.9500 . ? C8 C9 1.382(6) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.402(7) . ? C10 C15 1.406(6) . ? C11 C12 1.403(7) . ? C11 C16 1.513(7) . ? C12 C13 1.364(8) . ? C12 H12 0.9500 . ? C13 C14 1.368(8) . ? C13 H13 0.9500 . ? C14 C15 1.401(7) . ? C14 H14 0.9500 . ? C15 C19 1.512(7) . ? C16 C18 1.525(7) . ? C16 C17 1.527(7) . ? C16 H16 1.0000 . ? C17 H17C 0.9800 . ? C17 H17B 0.9800 . ? C17 H17A 0.9800 . ? C18 H18C 0.9800 . ? C18 H18B 0.9800 . ? C18 H18A 0.9800 . ? C19 C21 1.517(8) . ? C19 C20 1.525(8) . ? C19 H19 1.0000 . ? C20 H20C 0.9800 . ? C20 H20B 0.9800 . ? C20 H20A 0.9800 . ? C21 H21C 0.9800 . ? C21 H21B 0.9800 . ? C21 H21A 0.9800 . ? C22 C27 1.390(6) . ? C22 C23 1.395(6) . ? C23 C24 1.403(7) . ? C23 C28 1.520(7) . ? C24 C25 1.350(8) . ? C24 H24 0.9500 . ? C25 C26 1.366(8) . ? C25 H25 0.9500 . ? C26 C27 1.398(7) . ? C26 H26 0.9500 . ? C27 C31 1.511(7) . ? C28 C29 1.516(9) . ? C28 C30 1.536(10) . ? C28 H28 1.0000 . ? C29 H29C 0.9800 . ? C29 H29B 0.9800 . ? C29 H29A 0.9800 . ? C30 H30C 0.9800 . ? C30 H30B 0.9800 . ? C30 H30A 0.9800 . ? C31 C32 1.509(8) . ? C31 C33 1.517(7) . ? C31 H31 1.0000 . ? C32 H32C 0.9800 . ? C32 H32B 0.9800 . ? C32 H32A 0.9800 . ? C33 H33C 0.9800 . ? C33 H33B 0.9800 . ? C33 H33A 0.9800 . ? C34 C35 1.392(7) . ? C34 H34 0.9500 . ? C35 C36 1.396(7) . ? C35 C37 1.493(7) . ? C36 H36 0.9500 . ? C37 C38 1.380(7) . ? C37 C42 1.381(7) . ? C38 C39 1.394(8) . ? C38 H38 0.9500 . ? C39 C40 1.366(9) . ? C39 H39 0.9500 . ? C40 C41 1.369(9) . ? C40 H40 0.9500 . ? C41 C42 1.387(8) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C44 1.387(8) . ? C43 C48 1.404(7) . ? C44 C45 1.395(7) . ? C44 C49 1.535(8) . ? C45 C46 1.385(9) . ? C45 H45 0.9500 . ? C46 C47 1.356(9) . ? C46 H46 0.9500 . ? C47 C48 1.396(8) . ? C47 H47 0.9500 . ? C48 C52A 1.507(16) . ? C48 C52 1.527(10) . ? C49 C51 1.519(8) . ? C49 C50 1.537(8) . ? C49 H49 1.0000 . ? C50 H50C 0.9800 . ? C50 H50B 0.9800 . ? C50 H50A 0.9800 . ? C51 H51C 0.9800 . ? C51 H51B 0.9800 . ? C51 H51A 0.9800 . ? C55 C60 1.398(7) . ? C55 C56 1.406(7) . ? C56 C57 1.404(7) . ? C56 C61 1.520(7) . ? C57 C58 1.362(8) . ? C57 H57 0.9500 . ? C58 C59 1.356(9) . ? C58 H58 0.9500 . ? C59 C60 1.402(9) . ? C59 H59 0.9500 . ? C60 C64 1.513(9) . ? C60 C64A 1.52(2) . ? C61 C63 1.531(7) . ? C61 C62 1.536(8) . ? C61 H61 1.0000 . ? C62 H62C 0.9800 . ? C62 H62B 0.9800 . ? C62 H62A 0.9800 . ? C63 H63C 0.9800 . ? C63 H63B 0.9800 . ? C63 H63A 0.9800 . ? C52 C54 1.523(10) . ? C52 C53 1.525(12) . ? C52 H52 1.0000 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C64 C66 1.501(11) . ? C64 C65 1.555(13) . ? C64 H64 1.0000 . ? C65 H65A 0.9800 . ? C65 H65B 0.9800 . ? C65 H65C 0.9800 . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C52A C53A 1.513(15) . ? C52A C54A 1.516(15) . ? C52A H52A 1.0000 . ? C53A H53D 0.9800 . ? C53A H53E 0.9800 . ? C53A H53F 0.9800 . ? C54A H54D 0.9800 . ? C54A H54E 0.9800 . ? C54A H54F 0.9800 . ? C64A C66A 1.526(18) . ? C64A C65A 1.541(18) . ? C64A H64A 1.0000 . ? C65A H65D 0.9800 . ? C65A H65E 0.9800 . ? C65A H65F 0.9800 . ? C66A H66D 0.9800 . ? C66A H66E 0.9800 . ? C66A H66F 0.9800 . ? O1S O1S 0.82(5) 5 ? O1S C1S 1.452(16) . ? O1S C1S 1.55(3) 5 ? C1S C3S 1.462(15) . ? C1S O1S 1.55(3) 5 ? 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 N1 Sb1 N2 82.43(12) . . ? N1 Sb1 I3 90.65(9) . . ? N2 Sb1 I3 90.98(9) . . ? N1 Sb1 I2 95.47(9) . . ? N2 Sb1 I2 177.90(9) . . ? I3 Sb1 I2 89.168(14) . . ? N1 Sb1 I1 172.15(9) . . ? N2 Sb1 I1 89.84(9) . . ? I3 Sb1 I1 90.865(14) . . ? I2 Sb1 I1 92.258(13) . . ? N4 Sb2 N3 82.70(15) . . ? N4 Sb2 I4 92.68(10) . . ? N3 Sb2 I4 89.47(10) . . ? N4 Sb2 I1 93.10(10) . . ? N3 Sb2 I1 175.59(10) . . ? I4 Sb2 I1 89.361(15) . . ? N4 Sb2 I2 174.74(10) . . ? N3 Sb2 I2 92.86(10) . . ? I4 Sb2 I2 90.094(14) . . ? I1 Sb2 I2 91.400(13) . . ? Sb2 I1 Sb1 86.304(12) . . ? Sb1 I2 Sb2 85.398(12) . . ? C1 N1 C10 116.5(3) . . ? C1 N1 Sb1 125.6(3) . . ? C10 N1 Sb1 117.8(3) . . ? C3 N2 C22 114.8(4) . . ? C3 N2 Sb1 125.2(3) . . ? C22 N2 Sb1 119.7(3) . . ? C34 N3 C43 117.6(4) . . ? C34 N3 Sb2 124.6(3) . . ? C43 N3 Sb2 117.7(3) . . ? C36 N4 C55 115.9(4) . . ? C36 N4 Sb2 123.2(3) . . ? C55 N4 Sb2 119.7(3) . . ? N1 C1 C2 128.1(4) . . ? N1 C1 H1 116.0 . . ? C2 C1 H1 116.0 . . ? C1 C2 C3 123.0(4) . . ? C1 C2 C4 119.9(4) . . ? C3 C2 C4 116.5(4) . . ? N2 C3 C2 128.8(4) . . ? N2 C3 H3 115.6 . . ? C2 C3 H3 115.6 . . ? C5 C4 C9 118.4(4) . . ? C5 C4 C2 121.1(4) . . ? C9 C4 C2 120.5(4) . . ? C6 C5 C4 120.0(5) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C7 C6 C5 120.9(5) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C8 120.2(5) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C9 C8 C7 119.2(5) . . ? C9 C8 H8 120.4 . . ? C7 C8 H8 120.4 . . ? C8 C9 C4 121.4(4) . . ? C8 C9 H9 119.3 . . ? C4 C9 H9 119.3 . . ? C11 C10 C15 122.5(4) . . ? C11 C10 N1 119.5(4) . . ? C15 C10 N1 118.0(4) . . ? C10 C11 C12 116.9(5) . . ? C10 C11 C16 123.3(4) . . ? C12 C11 C16 119.8(5) . . ? C13 C12 C11 121.7(5) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 120.4(5) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 121.6(5) . . ? C13 C14 H14 119.2 . . ? C15 C14 H14 119.2 . . ? C14 C15 C10 116.9(5) . . ? C14 C15 C19 119.9(5) . . ? C10 C15 C19 123.1(4) . . ? C11 C16 C18 111.0(4) . . ? C11 C16 C17 113.1(4) . . ? C18 C16 C17 110.1(4) . . ? C11 C16 H16 107.5 . . ? C18 C16 H16 107.5 . . ? C17 C16 H16 107.5 . . ? C16 C17 H17C 109.5 . . ? C16 C17 H17B 109.5 . . ? H17C C17 H17B 109.5 . . ? C16 C17 H17A 109.5 . . ? H17C C17 H17A 109.5 . . ? H17B C17 H17A 109.5 . . ? C16 C18 H18C 109.5 . . ? C16 C18 H18B 109.5 . . ? H18C C18 H18B 109.5 . . ? C16 C18 H18A 109.5 . . ? H18C C18 H18A 109.5 . . ? H18B C18 H18A 109.5 . . ? C15 C19 C21 111.6(5) . . ? C15 C19 C20 111.1(5) . . ? C21 C19 C20 110.4(5) . . ? C15 C19 H19 107.9 . . ? C21 C19 H19 107.9 . . ? C20 C19 H19 107.9 . . ? C19 C20 H20C 109.5 . . ? C19 C20 H20B 109.5 . . ? H20C C20 H20B 109.5 . . ? C19 C20 H20A 109.5 . . ? H20C C20 H20A 109.5 . . ? H20B C20 H20A 109.5 . . ? C19 C21 H21C 109.5 . . ? C19 C21 H21B 109.5 . . ? H21C C21 H21B 109.5 . . ? C19 C21 H21A 109.5 . . ? H21C C21 H21A 109.5 . . ? H21B C21 H21A 109.5 . . ? C27 C22 C23 123.0(4) . . ? C27 C22 N2 117.6(4) . . ? C23 C22 N2 119.3(4) . . ? C22 C23 C24 116.7(5) . . ? C22 C23 C28 123.5(4) . . ? C24 C23 C28 119.8(4) . . ? C25 C24 C23 121.5(5) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? C24 C25 C26 120.7(5) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C27 121.4(5) . . ? C25 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C22 C27 C26 116.8(5) . . ? C22 C27 C31 122.2(4) . . ? C26 C27 C31 121.0(5) . . ? C29 C28 C23 111.8(6) . . ? C29 C28 C30 111.3(6) . . ? C23 C28 C30 111.1(5) . . ? C29 C28 H28 107.5 . . ? C23 C28 H28 107.5 . . ? C30 C28 H28 107.5 . . ? C28 C29 H29C 109.5 . . ? C28 C29 H29B 109.5 . . ? H29C C29 H29B 109.5 . . ? C28 C29 H29A 109.5 . . ? H29C C29 H29A 109.5 . . ? H29B C29 H29A 109.5 . . ? C28 C30 H30C 109.5 . . ? C28 C30 H30B 109.5 . . ? H30C C30 H30B 109.5 . . ? C28 C30 H30A 109.5 . . ? H30C C30 H30A 109.5 . . ? H30B C30 H30A 109.5 . . ? C32 C31 C27 111.2(5) . . ? C32 C31 C33 111.3(5) . . ? C27 C31 C33 113.0(5) . . ? C32 C31 H31 107.0 . . ? C27 C31 H31 107.0 . . ? C33 C31 H31 107.0 . . ? C31 C32 H32C 109.5 . . ? C31 C32 H32B 109.5 . . ? H32C C32 H32B 109.5 . . ? C31 C32 H32A 109.5 . . ? H32C C32 H32A 109.5 . . ? H32B C32 H32A 109.5 . . ? C31 C33 H33C 109.5 . . ? C31 C33 H33B 109.5 . . ? H33C C33 H33B 109.5 . . ? C31 C33 H33A 109.5 . . ? H33C C33 H33A 109.5 . . ? H33B C33 H33A 109.5 . . ? N3 C34 C35 127.4(5) . . ? N3 C34 H34 116.3 . . ? C35 C34 H34 116.3 . . ? C34 C35 C36 122.9(4) . . ? C34 C35 C37 118.3(4) . . ? C36 C35 C37 118.4(4) . . ? N4 C36 C35 129.2(4) . . ? N4 C36 H36 115.4 . . ? C35 C36 H36 115.4 . . ? C38 C37 C42 118.2(5) . . ? C38 C37 C35 120.5(5) . . ? C42 C37 C35 121.3(5) . . ? C37 C38 C39 120.5(6) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C40 C39 C38 120.4(6) . . ? C40 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? C39 C40 C41 119.7(6) . . ? C39 C40 H40 120.2 . . ? C41 C40 H40 120.2 . . ? C40 C41 C42 120.1(6) . . ? C40 C41 H41 120.0 . . ? C42 C41 H41 120.0 . . ? C37 C42 C41 121.1(6) . . ? C37 C42 H42 119.5 . . ? C41 C42 H42 119.5 . . ? C44 C43 C48 122.8(5) . . ? C44 C43 N3 120.3(4) . . ? C48 C43 N3 116.9(5) . . ? C43 C44 C45 117.2(5) . . ? C43 C44 C49 124.3(5) . . ? C45 C44 C49 118.5(5) . . ? C46 C45 C44 121.2(6) . . ? C46 C45 H45 119.4 . . ? C44 C45 H45 119.4 . . ? C47 C46 C45 120.3(6) . . ? C47 C46 H46 119.8 . . ? C45 C46 H46 119.8 . . ? C46 C47 C48 121.5(6) . . ? C46 C47 H47 119.3 . . ? C48 C47 H47 119.3 . . ? C47 C48 C43 117.1(5) . . ? C47 C48 C52A 122.1(11) . . ? C43 C48 C52A 119.4(10) . . ? C47 C48 C52 118.8(6) . . ? C43 C48 C52 124.0(6) . . ? C52A C48 C52 15.7(9) . . ? C51 C49 C44 112.1(5) . . ? C51 C49 C50 110.4(5) . . ? C44 C49 C50 111.0(5) . . ? C51 C49 H49 107.7 . . ? C44 C49 H49 107.7 . . ? C50 C49 H49 107.7 . . ? C49 C50 H50C 109.5 . . ? C49 C50 H50B 109.5 . . ? H50C C50 H50B 109.5 . . ? C49 C50 H50A 109.5 . . ? H50C C50 H50A 109.5 . . ? H50B C50 H50A 109.5 . . ? C49 C51 H51C 109.5 . . ? C49 C51 H51B 109.5 . . ? H51C C51 H51B 109.5 . . ? C49 C51 H51A 109.5 . . ? H51C C51 H51A 109.5 . . ? H51B C51 H51A 109.5 . . ? C60 C55 C56 121.6(5) . . ? C60 C55 N4 119.0(5) . . ? C56 C55 N4 119.4(4) . . ? C57 C56 C55 117.4(5) . . ? C57 C56 C61 118.8(5) . . ? C55 C56 C61 123.8(4) . . ? C58 C57 C56 121.7(6) . . ? C58 C57 H57 119.1 . . ? C56 C57 H57 119.1 . . ? C59 C58 C57 119.6(6) . . ? C59 C58 H58 120.2 . . ? C57 C58 H58 120.2 . . ? C58 C59 C60 122.7(6) . . ? C58 C59 H59 118.7 . . ? C60 C59 H59 118.7 . . ? C55 C60 C59 116.9(6) . . ? C55 C60 C64 124.6(8) . . ? C59 C60 C64 118.4(7) . . ? C55 C60 C64A 117(4) . . ? C59 C60 C64A 125(4) . . ? C64 C60 C64A 11(2) . . ? C56 C61 C63 110.6(4) . . ? C56 C61 C62 112.2(5) . . ? C63 C61 C62 110.4(5) . . ? C56 C61 H61 107.8 . . ? C63 C61 H61 107.8 . . ? C62 C61 H61 107.8 . . ? C61 C62 H62C 109.5 . . ? C61 C62 H62B 109.5 . . ? H62C C62 H62B 109.5 . . ? C61 C62 H62A 109.5 . . ? H62C C62 H62A 109.5 . . ? H62B C62 H62A 109.5 . . ? C61 C63 H63C 109.5 . . ? C61 C63 H63B 109.5 . . ? H63C C63 H63B 109.5 . . ? C61 C63 H63A 109.5 . . ? H63C C63 H63A 109.5 . . ? H63B C63 H63A 109.5 . . ? C54 C52 C53 109.1(8) . . ? C54 C52 C48 110.8(8) . . ? C53 C52 C48 116.3(8) . . ? C54 C52 H52 106.7 . . ? C53 C52 H52 106.7 . . ? C48 C52 H52 106.7 . . ? C52 C53 H53A 109.5 . . ? C52 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C52 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C52 C54 H54A 109.5 . . ? C52 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C52 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C66 C64 C60 111.9(8) . . ? C66 C64 C65 105.7(13) . . ? C60 C64 C65 112.1(9) . . ? C66 C64 H64 109.0 . . ? C60 C64 H64 109.0 . . ? C65 C64 H64 109.0 . . ? C64 C65 H65A 109.5 . . ? C64 C65 H65B 109.5 . . ? H65A C65 H65B 109.5 . . ? C64 C65 H65C 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? C64 C66 H66A 109.5 . . ? C64 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C64 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C48 C52A C53A 107.0(14) . . ? C48 C52A C54A 115.9(14) . . ? C53A C52A C54A 112.1(18) . . ? C48 C52A H52A 107.1 . . ? C53A C52A H52A 107.1 . . ? C54A C52A H52A 107.1 . . ? C52A C53A H53D 109.5 . . ? C52A C53A H53E 109.5 . . ? H53D C53A H53E 109.5 . . ? C52A C53A H53F 109.5 . . ? H53D C53A H53F 109.5 . . ? H53E C53A H53F 109.5 . . ? C52A C54A H54D 109.5 . . ? C52A C54A H54E 109.5 . . ? H54D C54A H54E 109.5 . . ? C52A C54A H54F 109.5 . . ? H54D C54A H54F 109.5 . . ? H54E C54A H54F 109.5 . . ? C60 C64A C66A 113(6) . . ? C60 C64A C65A 118(3) . . ? C66A C64A C65A 123(5) . . ? C60 C64A H64A 98.3 . . ? C66A C64A H64A 98.3 . . ? C65A C64A H64A 98.3 . . ? C64A C65A H65D 109.5 . . ? C64A C65A H65E 109.5 . . ? H65D C65A H65E 109.5 . . ? C64A C65A H65F 109.5 . . ? H65D C65A H65F 109.5 . . ? H65E C65A H65F 109.5 . . ? C64A C66A H66D 109.5 . . ? C64A C66A H66E 109.5 . . ? H66D C66A H66E 109.5 . . ? C64A C66A H66F 109.4 . . ? H66D C66A H66F 109.5 . . ? H66E C66A H66F 109.5 . . ? O1S O1S C1S 81(3) 5 . ? O1S O1S C1S 68(3) 5 5 ? C1S O1S C1S 148.6(18) . 5 ? O1S C1S C3S 133.0(14) . . ? O1S C1S O1S 31.4(18) . 5 ? C3S C1S O1S 113.3(14) . 5 ? #===END data_(4)-sep105_revised _database_code_depnum_ccdc_archive 'CCDC 725209' _audit_creation_date 2005-09-06T09:36:51-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C33 H43 N2, 2(C4 H10 O), Cl6 Sb' _chemical_formula_sum 'C41 H63 Cl6 N2 O2 Sb' _chemical_formula_weight 950.38 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 11.3613(3) _cell_length_b 16.9485(6) _cell_length_c 25.5387(6) _cell_angle_alpha 90 _cell_angle_beta 94.765(2) _cell_angle_gamma 90 _cell_volume 4900.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 46310 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 26.022 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.288 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1968 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.923 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.7034 _exptl_absorpt_correction_T_max 0.8885 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.705543E-1 _diffrn_orient_matrix_ub_12 0.263376E-1 _diffrn_orient_matrix_ub_13 -0.131836E-1 _diffrn_orient_matrix_ub_21 -0.531102E-1 _diffrn_orient_matrix_ub_22 0.361128E-1 _diffrn_orient_matrix_ub_23 -0.22074E-1 _diffrn_orient_matrix_ub_31 0.15507E-2 _diffrn_orient_matrix_ub_32 0.385158E-1 _diffrn_orient_matrix_ub_33 0.297119E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.087 _diffrn_reflns_av_unetI/netI 0.0556 _diffrn_reflns_number 17775 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.74 _diffrn_reflns_theta_max 26.03 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.973 _diffrn_measured_fraction_theta_max 0.973 _reflns_number_total 4713 _reflns_number_gt 3845 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0541P)^2^+28.9353P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4713 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0749 _refine_ls_R_factor_gt 0.0608 _refine_ls_wR_factor_ref 0.1596 _refine_ls_wR_factor_gt 0.1496 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.244 _refine_diff_density_min -0.767 _refine_diff_density_rms 0.093 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' N N 0.0061 0.0033 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb Sb 0.5 0.43026(3) 0.25 0.04323(18) Uani 1 2 d S . . Cl1 Cl 0.37638(13) 0.42980(9) 0.17071(6) 0.0589(4) Uani 1 1 d . . . Cl2 Cl 0.38138(13) 0.52892(9) 0.28477(6) 0.0619(4) Uani 1 1 d . . . Cl3 Cl 0.38416(12) 0.32988(8) 0.28515(6) 0.0554(4) Uani 1 1 d . . . O O -0.0630(4) 0.4458(2) 0.10703(15) 0.0649(11) Uani 1 1 d . . . N N 0.0112(3) 0.5878(2) 0.15633(12) 0.0301(8) Uani 1 1 d . . . H0 H 0.011 0.5368 0.1498 0.036 Uiso 1 1 calc R . . C1 C 0.0082(4) 0.6132(3) 0.20485(15) 0.0314(9) Uani 1 1 d . . . H1 H 0.012 0.6687 0.2097 0.038 Uiso 1 1 calc R . . C2 C 0 0.5679(4) 0.25 0.0297(12) Uani 1 2 d S . . C3 C 0 0.4812(4) 0.25 0.0290(12) Uani 1 2 d S . . C4 C 0.0902(4) 0.4385(3) 0.22985(17) 0.0385(10) Uani 1 1 d . . . H4 H 0.1532 0.466 0.2157 0.046 Uiso 1 1 calc R . . C5 C 0.0905(5) 0.3571(3) 0.2299(2) 0.0539(14) Uani 1 1 d . . . H5 H 0.1535 0.3295 0.2159 0.065 Uiso 1 1 calc R . . C6 C 0 0.3152(5) 0.25 0.055(2) Uani 1 2 d S . . H6 H 0 0.2592 0.25 0.066 Uiso 1 2 calc SR . . C7 C 0.0149(4) 0.6437(3) 0.11343(15) 0.0350(10) Uani 1 1 d . . . C8 C -0.0912(4) 0.6780(3) 0.09361(16) 0.0376(10) Uani 1 1 d . . . C9 C -0.0834(5) 0.7357(3) 0.05525(18) 0.0480(12) Uani 1 1 d . . . H9 H -0.1533 0.7613 0.041 0.058 Uiso 1 1 calc R . . C10 C 0.0237(5) 0.7565(3) 0.03742(19) 0.0530(14) Uani 1 1 d . . . H10 H 0.0271 0.7971 0.012 0.064 Uiso 1 1 calc R . . C11 C 0.1255(5) 0.7187(3) 0.05620(18) 0.0511(13) Uani 1 1 d . . . H11 H 0.198 0.7322 0.0424 0.061 Uiso 1 1 calc R . . C12 C 0.1247(4) 0.6607(3) 0.09538(16) 0.0387(10) Uani 1 1 d . . . C13 C -0.2090(4) 0.6550(3) 0.11329(18) 0.0431(11) Uani 1 1 d . . . H13 H -0.1986 0.603 0.1316 0.052 Uiso 1 1 calc R . . C14 C -0.3064(5) 0.6455(5) 0.0686(2) 0.0702(18) Uani 1 1 d . . . H14A H -0.3804 0.6306 0.0831 0.105 Uiso 1 1 calc R . . H14B H -0.2838 0.6044 0.0444 0.105 Uiso 1 1 calc R . . H14C H -0.3174 0.6956 0.0495 0.105 Uiso 1 1 calc R . . C15 C -0.2479(6) 0.7155(4) 0.1531(2) 0.0673(16) Uani 1 1 d . . . H15A H -0.3237 0.6992 0.1654 0.101 Uiso 1 1 calc R . . H15B H -0.2565 0.7674 0.1364 0.101 Uiso 1 1 calc R . . H15C H -0.1883 0.7184 0.1831 0.101 Uiso 1 1 calc R . . C16 C 0.2381(4) 0.6207(3) 0.11818(19) 0.0451(11) Uani 1 1 d . . . H16 H 0.2154 0.5685 0.1326 0.054 Uiso 1 1 calc R . . C17 C 0.2959(6) 0.6688(4) 0.1639(3) 0.0671(17) Uani 1 1 d . . . H17A H 0.368 0.6421 0.1782 0.101 Uiso 1 1 calc R . . H17B H 0.241 0.6736 0.1913 0.101 Uiso 1 1 calc R . . H17C H 0.3157 0.7214 0.1514 0.101 Uiso 1 1 calc R . . C18 C 0.3241(6) 0.6047(5) 0.0770(3) 0.081(2) Uani 1 1 d . . . H18A H 0.3948 0.5787 0.0936 0.122 Uiso 1 1 calc R . . H18B H 0.3465 0.6546 0.0613 0.122 Uiso 1 1 calc R . . H18C H 0.2866 0.5703 0.0497 0.122 Uiso 1 1 calc R . . C19 C -0.0119(9) 0.3906(6) 0.0766(4) 0.115(3) Uani 1 1 d . . . H19A H -0.0651 0.3789 0.0448 0.138 Uiso 1 1 calc R . . H19B H 0.0022 0.341 0.0966 0.138 Uiso 1 1 calc R . . C20 C 0.1026(9) 0.4230(6) 0.0610(4) 0.125(4) Uani 1 1 d . . . H20A H 0.1403 0.3841 0.0395 0.188 Uiso 1 1 calc R . . H20B H 0.1547 0.4344 0.0926 0.188 Uiso 1 1 calc R . . H20C H 0.0878 0.4716 0.0408 0.188 Uiso 1 1 calc R . . C21 C -0.1734(6) 0.4168(4) 0.1261(3) 0.0682(17) Uani 1 1 d . . . H21A H -0.1618 0.3615 0.1379 0.082 Uiso 1 1 calc R . . H21B H -0.1916 0.4486 0.1569 0.082 Uiso 1 1 calc R . . C22 C -0.2745(8) 0.4200(5) 0.0868(3) 0.098(3) Uani 1 1 d . . . H22A H -0.3447 0.3996 0.1021 0.147 Uiso 1 1 calc R . . H22B H -0.2581 0.3877 0.0564 0.147 Uiso 1 1 calc R . . H22C H -0.2884 0.4747 0.0756 0.147 Uiso 1 1 calc R . . 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 Sb 0.0420(3) 0.0318(3) 0.0571(3) 0 0.0116(2) 0 Cl1 0.0552(8) 0.0590(9) 0.0624(8) 0.0057(7) 0.0040(6) 0.0067(7) Cl2 0.0639(8) 0.0414(8) 0.0842(10) -0.0044(7) 0.0287(7) 0.0090(6) Cl3 0.0511(7) 0.0422(7) 0.0747(9) 0.0075(6) 0.0163(6) -0.0071(6) O 0.091(3) 0.049(2) 0.053(2) -0.0186(19) -0.003(2) -0.007(2) N 0.045(2) 0.0227(18) 0.0231(16) 0.0019(13) 0.0059(15) 0.0002(14) C1 0.043(2) 0.027(2) 0.025(2) -0.0014(16) 0.0046(17) -0.0039(18) C2 0.039(3) 0.029(3) 0.022(3) 0 0.003(2) 0 C3 0.030(3) 0.036(3) 0.021(3) 0 0.000(2) 0 C4 0.038(2) 0.040(3) 0.039(2) 0.004(2) 0.0063(19) 0.005(2) C5 0.061(3) 0.045(3) 0.054(3) -0.012(3) -0.002(3) 0.021(3) C6 0.077(5) 0.037(4) 0.049(4) 0 -0.017(4) 0 C7 0.053(3) 0.032(2) 0.0208(19) 0.0024(17) 0.0067(18) -0.003(2) C8 0.054(3) 0.034(2) 0.025(2) 0.0012(18) 0.0001(19) -0.001(2) C9 0.064(3) 0.045(3) 0.034(2) 0.010(2) -0.004(2) -0.001(2) C10 0.074(4) 0.049(3) 0.035(2) 0.019(2) 0.001(2) -0.006(3) C11 0.064(3) 0.055(3) 0.035(2) 0.009(2) 0.013(2) -0.013(3) C12 0.053(3) 0.036(3) 0.027(2) 0.0014(18) 0.0083(19) -0.004(2) C13 0.049(3) 0.043(3) 0.037(2) 0.009(2) 0.004(2) 0.002(2) C14 0.061(4) 0.089(5) 0.058(3) 0.011(3) -0.007(3) -0.011(3) C15 0.075(4) 0.062(4) 0.068(4) -0.007(3) 0.025(3) 0.007(3) C16 0.048(3) 0.044(3) 0.044(3) 0.007(2) 0.012(2) 0.000(2) C17 0.066(4) 0.051(4) 0.081(4) 0.000(3) -0.019(3) 0.002(3) C18 0.062(4) 0.114(6) 0.072(4) 0.023(4) 0.033(3) 0.019(4) C19 0.125(8) 0.095(7) 0.125(7) -0.062(6) 0.017(6) -0.004(6) C20 0.105(7) 0.134(9) 0.142(8) -0.088(7) 0.043(6) -0.028(6) C21 0.078(4) 0.069(4) 0.058(4) -0.002(3) 0.008(3) -0.018(3) C22 0.107(6) 0.095(7) 0.090(5) -0.018(5) -0.005(5) -0.033(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Sb Cl2 2.3663(14) 6_656 ? Sb Cl2 2.3663(13) . ? Sb Cl1 2.3666(14) 6_656 ? Sb Cl1 2.3666(14) . ? Sb Cl3 2.3725(13) 6_656 ? Sb Cl3 2.3725(13) . ? O C19 1.375(9) . ? O C21 1.467(8) . ? N C1 1.315(5) . ? N C7 1.452(5) . ? N H0 0.88 . ? C1 C2 1.394(5) . ? C1 H1 0.95 . ? C2 C1 1.394(5) 6_556 ? C2 C3 1.470(9) . ? C3 C4 1.388(6) . ? C3 C4 1.388(6) 6_556 ? C4 C5 1.380(7) . ? C4 H4 0.95 . ? C5 C6 1.383(7) . ? C5 H5 0.95 . ? C6 C5 1.383(7) 6_556 ? C6 H6 0.95 . ? C7 C12 1.395(6) . ? C7 C8 1.396(7) . ? C8 C9 1.392(7) . ? C8 C13 1.519(7) . ? C9 C10 1.380(8) . ? C9 H9 0.95 . ? C10 C11 1.373(8) . ? C10 H10 0.95 . ? C11 C12 1.404(7) . ? C11 H11 0.95 . ? C12 C16 1.527(7) . ? C13 C14 1.531(7) . ? C13 C15 1.535(8) . ? C13 H13 1 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 C18 1.518(7) . ? C16 C17 1.526(8) . ? C16 H16 1 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 C20 1.495(13) . ? C19 H19A 0.99 . ? C19 H19B 0.99 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 C22 1.461(10) . ? C21 H21A 0.99 . ? C21 H21B 0.99 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? 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 Cl2 Sb Cl2 90.08(7) 6_656 . ? Cl2 Sb Cl1 90.42(6) 6_656 6_656 ? Cl2 Sb Cl1 89.84(6) . 6_656 ? Cl2 Sb Cl1 89.84(6) 6_656 . ? Cl2 Sb Cl1 90.42(6) . . ? Cl1 Sb Cl1 179.62(8) 6_656 . ? Cl2 Sb Cl3 90.78(5) 6_656 6_656 ? Cl2 Sb Cl3 178.96(5) . 6_656 ? Cl1 Sb Cl3 90.75(5) 6_656 6_656 ? Cl1 Sb Cl3 88.98(5) . 6_656 ? Cl2 Sb Cl3 178.96(5) 6_656 . ? Cl2 Sb Cl3 90.78(5) . . ? Cl1 Sb Cl3 88.98(5) 6_656 . ? Cl1 Sb Cl3 90.75(5) . . ? Cl3 Sb Cl3 88.37(7) 6_656 . ? C19 O C21 111.9(6) . . ? C1 N C7 120.1(4) . . ? C1 N H0 119.9 . . ? C7 N H0 119.9 . . ? N C1 C2 127.4(4) . . ? N C1 H1 116.3 . . ? C2 C1 H1 116.3 . . ? C1 C2 C1 113.3(6) 6_556 . ? C1 C2 C3 123.4(3) 6_556 . ? C1 C2 C3 123.4(3) . . ? C4 C3 C4 117.1(6) . 6_556 ? C4 C3 C2 121.4(3) . . ? C4 C3 C2 121.4(3) 6_556 . ? C5 C4 C3 121.6(5) . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C4 C5 C6 120.8(5) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C5 118.2(7) . 6_556 ? C5 C6 H6 120.9 . . ? C5 C6 H6 120.9 6_556 . ? C12 C7 C8 124.3(4) . . ? C12 C7 N 117.8(4) . . ? C8 C7 N 117.9(4) . . ? C9 C8 C7 116.4(4) . . ? C9 C8 C13 121.5(4) . . ? C7 C8 C13 122.1(4) . . ? C10 C9 C8 121.4(5) . . ? C10 C9 H9 119.3 . . ? C8 C9 H9 119.3 . . ? C11 C10 C9 120.4(5) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 121.4(5) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C7 C12 C11 116.0(5) . . ? C7 C12 C16 122.1(4) . . ? C11 C12 C16 121.9(4) . . ? C8 C13 C14 112.5(4) . . ? C8 C13 C15 111.0(5) . . ? C14 C13 C15 109.6(5) . . ? C8 C13 H13 107.9 . . ? C14 C13 H13 107.9 . . ? C15 C13 H13 107.9 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C18 C16 C17 111.3(5) . . ? C18 C16 C12 112.7(4) . . ? C17 C16 C12 110.5(4) . . ? C18 C16 H16 107.3 . . ? C17 C16 H16 107.3 . . ? C12 C16 H16 107.3 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O C19 C20 108.6(7) . . ? O C19 H19A 110 . . ? C20 C19 H19A 110 . . ? O C19 H19B 110 . . ? C20 C19 H19B 110 . . ? H19A C19 H19B 108.4 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 O 113.9(6) . . ? C22 C21 H21A 108.8 . . ? O C21 H21A 108.8 . . ? C22 C21 H21B 108.8 . . ? O C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? #===END data_(6)-jul2005_revised _database_code_depnum_ccdc_archive 'CCDC 725210' _audit_creation_date 2005-07-25T14:55:10-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C33 H43 N2, 2(C4 H10 O), Br6 Sb' _chemical_formula_sum 'C41 H63 Br6 N2 O2 Sb' _chemical_formula_weight 1217.14 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 11.5696(3) _cell_length_b 17.2589(4) _cell_length_c 25.3451(6) _cell_angle_alpha 90 _cell_angle_beta 94.818(1) _cell_angle_gamma 90 _cell_volume 5043.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 23268 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 22.986 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.603 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.333 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.4238 _exptl_absorpt_correction_T_max 0.5788 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.145387E-1 _diffrn_orient_matrix_ub_12 -0.517439E-1 _diffrn_orient_matrix_ub_13 -0.170335E-1 _diffrn_orient_matrix_ub_21 0.363304E-1 _diffrn_orient_matrix_ub_22 0.01848 _diffrn_orient_matrix_ub_23 -0.321521E-1 _diffrn_orient_matrix_ub_31 0.774115E-1 _diffrn_orient_matrix_ub_32 -0.18391E-1 _diffrn_orient_matrix_ub_33 0.156168E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0625 _diffrn_reflns_av_unetI/netI 0.0296 _diffrn_reflns_number 27659 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.53 _diffrn_reflns_theta_max 23.07 _diffrn_reflns_theta_full 23.07 _diffrn_measured_fraction_theta_full 0.988 _diffrn_measured_fraction_theta_max 0.988 _reflns_number_total 3512 _reflns_number_gt 2763 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Data was collected on a small crystal with weak reflections at high angle. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0222P)^2^+18.0316P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3512 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.048 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0707 _refine_ls_wR_factor_gt 0.0648 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.421 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.067 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb Sb 0 0.43321(2) 0.25 0.03759(14) Uani 1 2 d S . . Br1 Br -0.12645(4) 0.43248(3) 0.16273(2) 0.05360(16) Uani 1 1 d . . . Br2 Br 0.12724(5) 0.53783(3) 0.21381(2) 0.05637(17) Uani 1 1 d . . . Br3 Br 0.12381(4) 0.32771(3) 0.21270(2) 0.04768(16) Uani 1 1 d . . . O O 0.4407(3) 0.44950(18) 0.10437(13) 0.0542(9) Uani 1 1 d . . . N N 0.5102(3) 0.58937(18) 0.15564(12) 0.0310(8) Uani 1 1 d . . . H0 H 0.5111 0.5395 0.1486 0.037 Uiso 1 1 calc R . . C1 C 0.5 0.5687(3) 0.25 0.0288(13) Uani 1 2 d S . . C2 C 0.5066(4) 0.6127(2) 0.20453(15) 0.0314(10) Uani 1 1 d . . . H2 H 0.5089 0.6672 0.2096 0.038 Uiso 1 1 calc R . . C3 C 0.5 0.4827(3) 0.25 0.0260(13) Uani 1 2 d S . . C4 C 0.5860(4) 0.4420(3) 0.22693(17) 0.0371(11) Uani 1 1 d . . . H4 H 0.6459 0.4691 0.2113 0.044 Uiso 1 1 calc R . . C5 C 0.5847(4) 0.3613(3) 0.22664(19) 0.0504(13) Uani 1 1 d . . . H5 H 0.6429 0.3337 0.2102 0.061 Uiso 1 1 calc R . . C6 C 0.5 0.3216(4) 0.25 0.055(2) Uani 1 2 d S . . H6 H 0.5 0.2665 0.25 0.066 Uiso 1 2 calc SR . . C7 C 0.5127(4) 0.6451(2) 0.11285(15) 0.0346(11) Uani 1 1 d . . . C8 C 0.6185(4) 0.6635(2) 0.09400(16) 0.0377(11) Uani 1 1 d . . . C9 C 0.6184(5) 0.7219(3) 0.05568(18) 0.0488(13) Uani 1 1 d . . . H9 H 0.6891 0.7363 0.0419 0.059 Uiso 1 1 calc R . . C10 C 0.5168(5) 0.7586(3) 0.03779(18) 0.0499(13) Uani 1 1 d . . . H10 H 0.5187 0.7987 0.0122 0.06 Uiso 1 1 calc R . . C11 C 0.4134(5) 0.7381(3) 0.05627(18) 0.0459(12) Uani 1 1 d . . . H11 H 0.3446 0.7642 0.0432 0.055 Uiso 1 1 calc R . . C12 C 0.4071(4) 0.6795(2) 0.09421(16) 0.0371(11) Uani 1 1 d . . . C13 C 0.7315(4) 0.6250(3) 0.11531(17) 0.0420(12) Uani 1 1 d . . . H13 H 0.7107 0.5735 0.1299 0.05 Uiso 1 1 calc R . . C14 C 0.8137(5) 0.6097(4) 0.0723(2) 0.0721(17) Uani 1 1 d . . . H14A H 0.8843 0.5845 0.088 0.108 Uiso 1 1 calc R . . H14B H 0.8341 0.6589 0.0562 0.108 Uiso 1 1 calc R . . H14C H 0.7755 0.5758 0.0451 0.108 Uiso 1 1 calc R . . C15 C 0.7928(5) 0.6710(3) 0.1609(2) 0.0658(16) Uani 1 1 d . . . H15A H 0.8645 0.6443 0.1737 0.099 Uiso 1 1 calc R . . H15B H 0.7418 0.6753 0.1897 0.099 Uiso 1 1 calc R . . H15C H 0.8114 0.7229 0.1485 0.099 Uiso 1 1 calc R . . C16 C 0.2910(4) 0.6569(3) 0.11391(17) 0.0404(11) Uani 1 1 d . . . H16 H 0.3022 0.6067 0.1333 0.048 Uiso 1 1 calc R . . C17 C 0.2520(5) 0.7164(3) 0.1527(2) 0.0682(16) Uani 1 1 d . . . H17A H 0.1776 0.7003 0.1651 0.102 Uiso 1 1 calc R . . H17B H 0.243 0.7668 0.1351 0.102 Uiso 1 1 calc R . . H17C H 0.3102 0.7204 0.183 0.102 Uiso 1 1 calc R . . C18 C 0.1979(5) 0.6446(4) 0.0694(2) 0.0723(17) Uani 1 1 d . . . H18A H 0.1254 0.6299 0.0841 0.108 Uiso 1 1 calc R . . H18B H 0.2218 0.6033 0.0462 0.108 Uiso 1 1 calc R . . H18C H 0.1861 0.6927 0.0491 0.108 Uiso 1 1 calc R . . C19 C 0.3363(5) 0.4200(3) 0.1251(2) 0.0603(15) Uani 1 1 d . . . H19A H 0.3177 0.4526 0.1554 0.072 Uiso 1 1 calc R . . H19B H 0.3512 0.3668 0.1386 0.072 Uiso 1 1 calc R . . C20 C 0.2346(6) 0.4186(4) 0.0855(2) 0.084(2) Uani 1 1 d . . . H20A H 0.1671 0.3985 0.102 0.126 Uiso 1 1 calc R . . H20B H 0.2514 0.3852 0.0558 0.126 Uiso 1 1 calc R . . H20C H 0.2182 0.4713 0.0725 0.126 Uiso 1 1 calc R . . C21 C 0.4940(6) 0.3954(4) 0.0733(3) 0.095(2) Uani 1 1 d . . . H21A H 0.4408 0.3817 0.0421 0.113 Uiso 1 1 calc R . . H21B H 0.5114 0.3476 0.0941 0.113 Uiso 1 1 calc R . . C22 C 0.6026(6) 0.4277(5) 0.0557(3) 0.104(3) Uani 1 1 d . . . H22A H 0.6397 0.3891 0.0343 0.156 Uiso 1 1 calc R . . H22B H 0.6552 0.4412 0.0866 0.156 Uiso 1 1 calc R . . H22C H 0.585 0.4742 0.0344 0.156 Uiso 1 1 calc R . . 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 Sb 0.0409(3) 0.0264(2) 0.0475(3) 0 0.0155(2) 0 Br1 0.0555(3) 0.0515(3) 0.0542(3) 0.0060(3) 0.0073(2) 0.0072(3) Br2 0.0627(4) 0.0361(3) 0.0746(4) 0.0043(3) 0.0310(3) -0.0087(2) Br3 0.0478(3) 0.0354(3) 0.0622(3) -0.0050(2) 0.0185(2) 0.0050(2) O 0.071(2) 0.046(2) 0.045(2) -0.0134(17) 0.0059(18) -0.0049(18) N 0.049(2) 0.0193(19) 0.026(2) 0.0023(15) 0.0080(17) -0.0002(16) C1 0.033(3) 0.030(3) 0.024(3) 0 0.002(3) 0 C2 0.046(3) 0.023(2) 0.026(2) -0.001(2) 0.004(2) -0.001(2) C3 0.030(3) 0.029(3) 0.019(3) 0 0.000(3) 0 C4 0.034(3) 0.038(3) 0.040(3) -0.004(2) 0.006(2) -0.002(2) C5 0.057(3) 0.040(3) 0.053(3) -0.012(3) 0.001(3) 0.018(3) C6 0.079(6) 0.025(4) 0.057(5) 0 -0.010(4) 0 C7 0.057(3) 0.028(3) 0.021(2) -0.0011(19) 0.007(2) -0.003(2) C8 0.052(3) 0.032(3) 0.030(2) -0.002(2) 0.009(2) -0.002(2) C9 0.061(3) 0.050(3) 0.037(3) 0.011(2) 0.014(3) -0.008(3) C10 0.066(4) 0.047(3) 0.037(3) 0.018(2) 0.005(3) -0.007(3) C11 0.058(3) 0.045(3) 0.035(3) 0.009(2) 0.000(2) 0.003(3) C12 0.052(3) 0.033(3) 0.027(2) -0.001(2) 0.004(2) -0.002(2) C13 0.049(3) 0.039(3) 0.040(3) 0.006(2) 0.016(2) 0.004(2) C14 0.070(4) 0.084(4) 0.067(4) 0.017(3) 0.032(3) 0.016(3) C15 0.067(4) 0.057(4) 0.070(4) -0.004(3) -0.015(3) 0.019(3) C16 0.051(3) 0.037(3) 0.034(3) 0.008(2) 0.008(2) -0.002(2) C17 0.081(4) 0.057(4) 0.072(4) -0.003(3) 0.034(3) -0.001(3) C18 0.065(4) 0.099(5) 0.052(3) 0.010(3) -0.005(3) -0.016(3) C19 0.076(4) 0.059(4) 0.046(3) -0.004(3) 0.007(3) -0.022(3) C20 0.091(5) 0.094(5) 0.064(4) -0.002(4) -0.002(4) -0.036(4) C21 0.108(6) 0.089(5) 0.090(5) -0.044(4) 0.032(4) -0.015(4) C22 0.083(5) 0.137(7) 0.096(5) -0.049(5) 0.026(4) -0.014(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Sb Br3 2.5472(5) 6_556 ? Sb Br3 2.5472(5) . ? Sb Br1 2.5473(5) . ? Sb Br1 2.5473(5) 6_556 ? Sb Br2 2.5488(6) . ? Sb Br2 2.5488(6) 6_556 ? O C21 1.397(7) . ? O C19 1.450(6) . ? N C2 1.307(5) . ? N C7 1.452(5) . ? N H0 0.88 . ? C1 C2 1.387(5) . ? C1 C2 1.387(5) 6_656 ? C1 C3 1.483(8) . ? C2 H2 0.95 . ? C3 C4 1.387(5) . ? C3 C4 1.387(5) 6_656 ? C4 C5 1.392(6) . ? C4 H4 0.95 . ? C5 C6 1.371(6) . ? C5 H5 0.95 . ? C6 C5 1.371(6) 6_656 ? C6 H6 0.95 . ? C7 C8 1.387(6) . ? C7 C12 1.404(6) . ? C8 C9 1.399(6) . ? C8 C13 1.525(6) . ? C9 C10 1.378(7) . ? C9 H9 0.95 . ? C10 C11 1.367(7) . ? C10 H10 0.95 . ? C11 C12 1.402(6) . ? C11 H11 0.95 . ? C12 C16 1.522(6) . ? C13 C15 1.527(7) . ? C13 C14 1.529(6) . ? C13 H13 1 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 C18 1.507(7) . ? C16 C17 1.515(7) . ? C16 H16 1 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 C20 1.481(8) . ? C19 H19A 0.99 . ? C19 H19B 0.99 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 C22 1.478(9) . ? C21 H21A 0.99 . ? C21 H21B 0.99 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? 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 Br3 Sb Br3 88.74(3) 6_556 . ? Br3 Sb Br1 91.082(18) 6_556 . ? Br3 Sb Br1 88.518(18) . . ? Br3 Sb Br1 88.518(18) 6_556 6_556 ? Br3 Sb Br1 91.082(18) . 6_556 ? Br1 Sb Br1 179.44(3) . 6_556 ? Br3 Sb Br2 178.90(2) 6_556 . ? Br3 Sb Br2 90.749(16) . . ? Br1 Sb Br2 89.882(19) . . ? Br1 Sb Br2 90.515(19) 6_556 . ? Br3 Sb Br2 90.749(16) 6_556 6_556 ? Br3 Sb Br2 178.90(2) . 6_556 ? Br1 Sb Br2 90.515(19) . 6_556 ? Br1 Sb Br2 89.882(19) 6_556 6_556 ? Br2 Sb Br2 89.78(3) . 6_556 ? C21 O C19 113.0(4) . . ? C2 N C7 120.6(3) . . ? C2 N H0 119.7 . . ? C7 N H0 119.7 . . ? C2 C1 C2 113.7(5) . 6_656 ? C2 C1 C3 123.2(3) . . ? C2 C1 C3 123.2(3) 6_656 . ? N C2 C1 128.9(4) . . ? N C2 H2 115.6 . . ? C1 C2 H2 115.6 . . ? C4 C3 C4 119.1(5) . 6_656 ? C4 C3 C1 120.5(3) . . ? C4 C3 C1 120.5(3) 6_656 . ? C3 C4 C5 120.1(4) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 120.4(5) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C5 120.0(6) . 6_656 ? C5 C6 H6 120 . . ? C5 C6 H6 120 6_656 . ? C8 C7 C12 123.7(4) . . ? C8 C7 N 118.8(4) . . ? C12 C7 N 117.4(4) . . ? C7 C8 C9 117.1(4) . . ? C7 C8 C13 122.2(4) . . ? C9 C8 C13 120.7(4) . . ? C10 C9 C8 120.6(5) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C11 C10 C9 121.0(4) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 121.3(5) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C11 C12 C7 116.2(4) . . ? C11 C12 C16 120.5(4) . . ? C7 C12 C16 123.3(4) . . ? C8 C13 C15 111.8(4) . . ? C8 C13 C14 112.9(4) . . ? C15 C13 C14 110.6(4) . . ? C8 C13 H13 107.1 . . ? C15 C13 H13 107.1 . . ? C14 C13 H13 107.1 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C18 C16 C17 110.4(5) . . ? C18 C16 C12 112.6(4) . . ? C17 C16 C12 111.0(4) . . ? C18 C16 H16 107.5 . . ? C17 C16 H16 107.5 . . ? C12 C16 H16 107.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O C19 C20 113.4(4) . . ? O C19 H19A 108.9 . . ? C20 C19 H19A 108.9 . . ? O C19 H19B 108.9 . . ? C20 C19 H19B 108.9 . . ? H19A C19 H19B 107.7 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O C21 C22 110.2(5) . . ? O C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? O C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? #===END