#Supplementary Material (ESI) for Chemical Communications #This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Neil Burford' _publ_contact_author_address ; Department of Chemistry Dalhousie University Halifax Nova Scotia B3H 4JS CANADA ; _publ_contact_author_email neil.burford@dal.ca _publ_contact_author_phone 902-494-3190 _publ_contact_author_fax 902-494-1310 _publ_section_title ; Identification of new N-Sb topologies: Understanding the sequential dehydrochloride coupling of primary amines and trichloropnictines ; loop_ _publ_author_name 'Neil Burford' 'Ezra Edelstein' 'Michael J. Ferguson' 'Jeff C. Landry' 'Robert McDonald' #===END data_dal0503 _database_code_depnum_ccdc_archive 'CCDC 271559' _audit_creation_method SHELXL-97 _chemical_name_systematic 2,4,6-trichloro-1,3,5-tris-(2,6-dimethlyanaline)-2,4,6-tristiba(1,3,5)triazane _chemical_name_common ;2,4,6-trichloro-1,3,5-tris-(2,6-dimethlyanaline)-2,4,6- tristiba(1,3,5)triazane ; _chemical_melting_point 442-445 _chemical_formula_moiety 'C24 H27 Cl3 N3 Sb3' _chemical_formula_sum 'C24 H27 Cl3 N3 Sb3' _chemical_formula_weight 829.09 _ccdc_chemical_compound_source_recrystallisation CH2Cl2/Pentane loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.376(3) _cell_length_b 8.9041(14) _cell_length_c 19.122(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.817(3) _cell_angle_gamma 90.00 _cell_volume 2768.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.352 _cell_measurement_theta_max 26.186 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.989 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 3.214 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.5252 _exptl_absorpt_correction_T_max 0.6273 _exptl_absorpt_process_details emperical _exptl_special_details ; 'SADBAS (Sheldrick, 1996)' ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20093 _diffrn_reflns_av_R_equivalents 0.0599 _diffrn_reflns_av_sigmaI/netI 0.0532 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.25 _diffrn_reflns_theta_max 26.28 _reflns_number_total 5572 _reflns_number_gt 4468 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1065P)^2^+14.1969P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5572 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0840 _refine_ls_R_factor_gt 0.0687 _refine_ls_wR_factor_ref 0.1960 _refine_ls_wR_factor_gt 0.1824 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 0.13127(4) 0.07932(8) 0.52086(3) 0.0461(2) Uani 1 1 d . A . Sb2 Sb 0.20612(4) 0.22609(8) 0.36249(3) 0.0446(2) Uani 1 1 d . A . Sb3A Sb 0.35345(8) 0.01255(16) 0.49279(6) 0.0536(4) Uani 0.55 1 d P A 1 Sb3B Sb 0.29472(9) -0.05920(19) 0.45863(8) 0.0529(4) Uani 0.45 1 d P A 2 Cl1 Cl 0.14521(19) 0.3457(4) 0.5385(2) 0.0785(9) Uani 1 1 d . . . Cl2 Cl 0.19231(18) 0.0686(4) 0.26052(14) 0.0699(8) Uani 1 1 d . . . Cl3A Cl 0.3154(6) -0.2033(7) 0.4247(4) 0.099(2) Uani 0.55 1 d P A 1 Cl3B Cl 0.4273(4) -0.0573(12) 0.5196(4) 0.095(3) Uani 0.45 1 d P A 2 N1 N 0.1375(4) 0.0853(9) 0.4152(4) 0.0393(16) Uani 1 1 d . . . N2 N 0.3131(5) 0.1540(11) 0.4142(4) 0.051(2) Uani 1 1 d . . . N3 N 0.2507(5) 0.0239(10) 0.5461(4) 0.0485(18) Uani 1 1 d . . . C11 C 0.0590(5) 0.0424(13) 0.3763(5) 0.051(2) Uani 1 1 d . . . C12 C -0.0001(6) 0.1604(18) 0.3540(5) 0.068(4) Uani 1 1 d . . . C13 C -0.0727(7) 0.111(3) 0.3137(6) 0.116(8) Uani 1 1 d . . . H13 H -0.1112 0.1849 0.2951 0.139 Uiso 1 1 calc R . . C14 C -0.0909(8) -0.034(3) 0.3000(7) 0.114(8) Uani 1 1 d . . . H14 H -0.1424 -0.0611 0.2747 0.137 Uiso 1 1 calc R . . C15 C -0.0330(10) -0.147(2) 0.3233(7) 0.104(6) Uani 1 1 d . . . H15 H -0.0451 -0.2496 0.3132 0.124 Uiso 1 1 calc R . . C16 C 0.0431(7) -0.1058(15) 0.3619(6) 0.065(3) Uani 1 1 d . . . C17 C 0.0130(7) 0.3224(17) 0.3701(8) 0.079(4) Uani 1 1 d . . . H17A H 0.0469 0.3666 0.3365 0.095 Uiso 1 1 calc R . . H17B H 0.0409 0.3337 0.4180 0.095 Uiso 1 1 calc R . . H17C H -0.0403 0.3737 0.3663 0.095 Uiso 1 1 calc R . . C18 C 0.1042(11) -0.2268(16) 0.3842(8) 0.089(4) Uani 1 1 d . . . H18A H 0.1588 -0.1958 0.3736 0.106 Uiso 1 1 calc R . . H18B H 0.0880 -0.3197 0.3588 0.106 Uiso 1 1 calc R . . H18C H 0.1057 -0.2441 0.4350 0.106 Uiso 1 1 calc R . . C21 C 0.3848(5) 0.2347(13) 0.3972(5) 0.050(2) Uani 1 1 d . A . C22 C 0.4003(6) 0.3756(15) 0.4243(5) 0.056(3) Uani 1 1 d . . . C23 C 0.4706(7) 0.456(2) 0.4081(6) 0.081(4) Uani 1 1 d . A . H23 H 0.4814 0.5550 0.4252 0.097 Uiso 1 1 calc R . . C24 C 0.5219(6) 0.387(2) 0.3674(6) 0.094(6) Uani 1 1 d . . . H24 H 0.5700 0.4388 0.3573 0.113 Uiso 1 1 calc R A . C25 C 0.5072(7) 0.249(2) 0.3408(6) 0.087(5) Uani 1 1 d . A . H25 H 0.5438 0.2062 0.3113 0.104 Uiso 1 1 calc R . . C26 C 0.4389(6) 0.1668(18) 0.3559(5) 0.069(4) Uani 1 1 d . . . C27 C 0.3435(8) 0.4540(15) 0.4703(6) 0.066(3) Uani 1 1 d . A . H27A H 0.3281 0.3836 0.5059 0.079 Uiso 1 1 calc R . . H27B H 0.2939 0.4884 0.4410 0.079 Uiso 1 1 calc R . . H27C H 0.3720 0.5404 0.4937 0.079 Uiso 1 1 calc R . . C28 C 0.4218(8) 0.0097(18) 0.3237(7) 0.083(4) Uani 1 1 d . A . H28A H 0.3672 0.0085 0.2964 0.100 Uiso 1 1 calc R . . H28B H 0.4239 -0.0651 0.3614 0.100 Uiso 1 1 calc R . . H28C H 0.4635 -0.0143 0.2926 0.100 Uiso 1 1 calc R . . C31 C 0.2756(6) -0.0219(12) 0.6170(5) 0.048(2) Uani 1 1 d . A . C32 C 0.3153(6) 0.0824(13) 0.6656(5) 0.054(2) Uani 1 1 d . . . C33 C 0.3365(6) 0.0367(16) 0.7351(6) 0.065(3) Uani 1 1 d . A . H33 H 0.3626 0.1061 0.7683 0.078 Uiso 1 1 calc R . . C34 C 0.3206(6) -0.1066(17) 0.7567(6) 0.067(3) Uani 1 1 d . . . H34 H 0.3350 -0.1352 0.8044 0.081 Uiso 1 1 calc R A . C35 C 0.2847(6) -0.2056(13) 0.7102(6) 0.058(3) Uani 1 1 d . A . H35 H 0.2750 -0.3044 0.7260 0.070 Uiso 1 1 calc R . . C36 C 0.2604(5) -0.1704(11) 0.6388(5) 0.045(2) Uani 1 1 d . . . C37 C 0.3384(8) 0.2330(15) 0.6428(7) 0.071(3) Uani 1 1 d . A . H37A H 0.3697 0.2854 0.6823 0.085 Uiso 1 1 calc R . . H37B H 0.2886 0.2902 0.6267 0.085 Uiso 1 1 calc R . . H37C H 0.3723 0.2234 0.6041 0.085 Uiso 1 1 calc R . . C38 C 0.2203(8) -0.2836(13) 0.5902(7) 0.066(3) Uani 1 1 d . A . H38A H 0.1664 -0.2463 0.5697 0.079 Uiso 1 1 calc R . . H38B H 0.2131 -0.3769 0.6160 0.079 Uiso 1 1 calc R . . H38C H 0.2546 -0.3032 0.5526 0.079 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 Sb1 0.0378(3) 0.0670(4) 0.0341(3) -0.0083(3) 0.0069(2) -0.0162(3) Sb2 0.0314(3) 0.0616(4) 0.0403(3) 0.0023(3) 0.0028(2) -0.0031(3) Sb3A 0.0436(7) 0.0763(9) 0.0450(6) 0.0195(6) 0.0225(5) 0.0198(6) Sb3B 0.0361(7) 0.0691(10) 0.0556(8) 0.0094(7) 0.0140(6) 0.0090(7) Cl1 0.0538(15) 0.077(2) 0.104(2) -0.0463(18) 0.0061(15) 0.0036(14) Cl2 0.0590(16) 0.107(2) 0.0444(13) -0.0157(14) 0.0095(11) 0.0049(15) Cl3A 0.162(7) 0.060(3) 0.087(4) 0.001(3) 0.070(5) 0.016(4) Cl3B 0.030(3) 0.180(9) 0.076(4) 0.060(5) 0.005(3) 0.023(4) N1 0.024(3) 0.061(5) 0.033(3) -0.006(3) 0.003(3) -0.008(3) N2 0.036(4) 0.080(6) 0.039(4) 0.009(4) 0.011(3) 0.006(4) N3 0.046(4) 0.064(5) 0.037(4) 0.002(4) 0.014(3) -0.002(4) C11 0.022(4) 0.096(8) 0.035(4) -0.002(5) 0.004(3) -0.016(4) C12 0.028(5) 0.143(12) 0.034(5) 0.001(6) 0.005(4) 0.004(6) C13 0.029(6) 0.28(3) 0.034(6) -0.006(10) 0.006(5) 0.017(10) C14 0.031(6) 0.26(3) 0.051(7) -0.054(11) 0.008(5) -0.040(11) C15 0.084(11) 0.175(17) 0.056(7) -0.051(9) 0.026(7) -0.061(12) C16 0.056(6) 0.095(9) 0.047(5) -0.024(6) 0.010(5) -0.032(6) C17 0.045(6) 0.109(11) 0.085(9) 0.029(8) 0.018(6) 0.024(7) C18 0.108(12) 0.078(9) 0.079(9) -0.025(7) 0.009(8) -0.032(8) C21 0.026(4) 0.093(8) 0.031(4) 0.002(5) 0.004(3) 0.002(4) C22 0.028(4) 0.106(9) 0.035(4) 0.006(5) 0.004(3) -0.002(5) C23 0.042(6) 0.150(13) 0.050(6) -0.007(7) -0.002(5) -0.040(7) C24 0.024(5) 0.206(18) 0.054(6) -0.008(9) 0.013(5) -0.038(8) C25 0.040(6) 0.178(16) 0.043(6) -0.019(8) 0.009(5) -0.001(8) C26 0.025(4) 0.142(12) 0.041(5) -0.006(6) 0.003(4) 0.007(6) C27 0.057(6) 0.087(8) 0.053(6) -0.005(6) 0.006(5) -0.014(6) C28 0.058(7) 0.135(13) 0.056(7) -0.011(7) 0.010(6) 0.034(8) C31 0.036(5) 0.063(6) 0.049(5) 0.012(4) 0.017(4) 0.003(4) C32 0.029(4) 0.082(7) 0.050(5) 0.004(5) 0.006(4) -0.003(4) C33 0.032(5) 0.108(10) 0.054(6) -0.004(6) 0.001(4) 0.009(6) C34 0.035(5) 0.124(11) 0.043(5) 0.022(6) 0.008(4) 0.014(6) C35 0.034(5) 0.070(7) 0.072(7) 0.028(6) 0.015(5) 0.010(5) C36 0.031(4) 0.049(5) 0.059(5) 0.012(4) 0.020(4) 0.006(4) C37 0.056(7) 0.090(9) 0.065(7) 0.005(6) 0.004(5) -0.020(6) C38 0.071(8) 0.057(6) 0.075(7) 0.011(5) 0.031(6) -0.001(5) _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 N3 2.020(8) . ? Sb1 N1 2.035(7) . ? Sb1 Cl1 2.403(3) . ? Sb2 N2 2.012(8) . ? Sb2 N1 2.030(7) . ? Sb2 Cl2 2.390(3) . ? Sb3A N2 2.011(8) . ? Sb3A N3 2.071(8) . ? Sb3A Cl3A 2.364(7) . ? Sb3B N3 2.038(8) . ? Sb3B N2 2.116(9) . ? Sb3B Cl3B 2.339(6) . ? N1 C11 1.458(10) . ? N2 C21 1.446(13) . ? N3 C31 1.427(12) . ? C11 C16 1.367(17) . ? C11 C12 1.456(17) . ? C12 C13 1.409(19) . ? C12 C17 1.49(2) . ? C13 C14 1.35(3) . ? C14 C15 1.42(3) . ? C15 C16 1.419(18) . ? C16 C18 1.50(2) . ? C21 C22 1.370(16) . ? C21 C26 1.393(14) . ? C22 C23 1.421(15) . ? C22 C27 1.523(16) . ? C23 C24 1.36(2) . ? C24 C25 1.34(2) . ? C25 C26 1.394(19) . ? C26 C28 1.54(2) . ? C31 C32 1.416(15) . ? C31 C36 1.418(14) . ? C32 C33 1.394(15) . ? C32 C37 1.473(16) . ? C33 C34 1.376(19) . ? C34 C35 1.337(18) . ? C35 C36 1.411(14) . ? C36 C38 1.472(16) . ? 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 N3 Sb1 N1 94.7(3) . . ? N3 Sb1 Cl1 97.7(3) . . ? N1 Sb1 Cl1 95.7(2) . . ? N2 Sb2 N1 93.4(3) . . ? N2 Sb2 Cl2 101.9(3) . . ? N1 Sb2 Cl2 92.2(2) . . ? N2 Sb3A N3 97.1(3) . . ? N2 Sb3A Cl3A 93.2(3) . . ? N3 Sb3A Cl3A 97.7(3) . . ? N3 Sb3B N2 94.9(3) . . ? N3 Sb3B Cl3B 89.2(3) . . ? N2 Sb3B Cl3B 91.5(3) . . ? C11 N1 Sb2 114.5(5) . . ? C11 N1 Sb1 110.8(5) . . ? Sb2 N1 Sb1 127.3(3) . . ? C21 N2 Sb3A 106.0(6) . . ? C21 N2 Sb2 114.4(6) . . ? Sb3A N2 Sb2 139.2(4) . . ? C21 N2 Sb3B 134.0(7) . . ? Sb3A N2 Sb3B 35.71(16) . . ? Sb2 N2 Sb3B 109.0(4) . . ? C31 N3 Sb1 117.1(6) . . ? C31 N3 Sb3B 126.0(6) . . ? Sb1 N3 Sb3B 108.6(4) . . ? C31 N3 Sb3A 107.3(6) . . ? Sb1 N3 Sb3A 135.6(4) . . ? Sb3B N3 Sb3A 35.98(14) . . ? C16 C11 C12 122.2(10) . . ? C16 C11 N1 119.4(10) . . ? C12 C11 N1 118.4(10) . . ? C13 C12 C11 115.1(16) . . ? C13 C12 C17 120.5(15) . . ? C11 C12 C17 124.4(10) . . ? C14 C13 C12 124.0(18) . . ? C13 C14 C15 119.7(13) . . ? C14 C15 C16 119.7(17) . . ? C11 C16 C15 119.3(15) . . ? C11 C16 C18 122.1(10) . . ? C15 C16 C18 118.6(14) . . ? C22 C21 C26 120.7(10) . . ? C22 C21 N2 119.2(8) . . ? C26 C21 N2 120.0(11) . . ? C21 C22 C23 119.8(11) . . ? C21 C22 C27 122.7(9) . . ? C23 C22 C27 117.5(12) . . ? C24 C23 C22 118.1(14) . . ? C25 C24 C23 122.3(12) . . ? C24 C25 C26 121.0(12) . . ? C21 C26 C25 118.0(14) . . ? C21 C26 C28 121.5(11) . . ? C25 C26 C28 120.3(11) . . ? C32 C31 C36 120.1(9) . . ? C32 C31 N3 119.6(9) . . ? C36 C31 N3 120.4(9) . . ? C33 C32 C31 118.6(11) . . ? C33 C32 C37 120.3(11) . . ? C31 C32 C37 121.1(9) . . ? C34 C33 C32 121.5(12) . . ? C35 C34 C33 119.7(10) . . ? C34 C35 C36 123.2(10) . . ? C35 C36 C31 116.9(10) . . ? C35 C36 C38 120.8(9) . . ? C31 C36 C38 122.3(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Sb2 N1 C11 -152.6(7) . . . . ? Cl2 Sb2 N1 C11 -50.5(6) . . . . ? N2 Sb2 N1 Sb1 60.7(5) . . . . ? Cl2 Sb2 N1 Sb1 162.8(4) . . . . ? N3 Sb1 N1 C11 149.1(7) . . . . ? Cl1 Sb1 N1 C11 -112.7(6) . . . . ? N3 Sb1 N1 Sb2 -63.2(5) . . . . ? Cl1 Sb1 N1 Sb2 35.0(4) . . . . ? N3 Sb3A N2 C21 145.0(6) . . . . ? Cl3A Sb3A N2 C21 -116.8(6) . . . . ? N3 Sb3A N2 Sb2 -27.1(8) . . . . ? Cl3A Sb3A N2 Sb2 71.1(7) . . . . ? N3 Sb3A N2 Sb3B -68.1(3) . . . . ? Cl3A Sb3A N2 Sb3B 30.1(2) . . . . ? N1 Sb2 N2 C21 -175.5(7) . . . . ? Cl2 Sb2 N2 C21 91.5(7) . . . . ? N1 Sb2 N2 Sb3A -3.9(7) . . . . ? Cl2 Sb2 N2 Sb3A -96.9(7) . . . . ? N1 Sb2 N2 Sb3B 20.0(4) . . . . ? Cl2 Sb2 N2 Sb3B -73.0(3) . . . . ? N3 Sb3B N2 C21 116.6(9) . . . . ? Cl3B Sb3B N2 C21 27.3(9) . . . . ? N3 Sb3B N2 Sb3A 69.8(3) . . . . ? Cl3B Sb3B N2 Sb3A -19.4(3) . . . . ? N3 Sb3B N2 Sb2 -83.2(4) . . . . ? Cl3B Sb3B N2 Sb2 -172.5(4) . . . . ? N1 Sb1 N3 C31 -168.7(7) . . . . ? Cl1 Sb1 N3 C31 94.9(7) . . . . ? N1 Sb1 N3 Sb3B -18.4(4) . . . . ? Cl1 Sb1 N3 Sb3B -114.8(3) . . . . ? N1 Sb1 N3 Sb3A 10.3(7) . . . . ? Cl1 Sb1 N3 Sb3A -86.1(6) . . . . ? N2 Sb3B N3 C31 -132.9(8) . . . . ? Cl3B Sb3B N3 C31 -41.5(8) . . . . ? N2 Sb3B N3 Sb1 80.1(4) . . . . ? Cl3B Sb3B N3 Sb1 171.5(4) . . . . ? N2 Sb3B N3 Sb3A -64.9(2) . . . . ? Cl3B Sb3B N3 Sb3A 26.5(3) . . . . ? N2 Sb3A N3 C31 -158.7(7) . . . . ? Cl3A Sb3A N3 C31 107.1(7) . . . . ? N2 Sb3A N3 Sb1 22.2(7) . . . . ? Cl3A Sb3A N3 Sb1 -72.0(6) . . . . ? N2 Sb3A N3 Sb3B 73.1(3) . . . . ? Cl3A Sb3A N3 Sb3B -21.1(2) . . . . ? Sb2 N1 C11 C16 120.0(8) . . . . ? Sb1 N1 C11 C16 -87.8(9) . . . . ? Sb2 N1 C11 C12 -60.0(9) . . . . ? Sb1 N1 C11 C12 92.1(8) . . . . ? C16 C11 C12 C13 -3.0(14) . . . . ? N1 C11 C12 C13 177.0(8) . . . . ? C16 C11 C12 C17 178.0(10) . . . . ? N1 C11 C12 C17 -1.9(14) . . . . ? C11 C12 C13 C14 4.5(17) . . . . ? C17 C12 C13 C14 -176.5(12) . . . . ? C12 C13 C14 C15 -4(2) . . . . ? C13 C14 C15 C16 1(2) . . . . ? C12 C11 C16 C15 0.7(15) . . . . ? N1 C11 C16 C15 -179.3(9) . . . . ? C12 C11 C16 C18 179.4(11) . . . . ? N1 C11 C16 C18 -0.7(15) . . . . ? C14 C15 C16 C11 0.4(17) . . . . ? C14 C15 C16 C18 -178.3(12) . . . . ? Sb3A N2 C21 C22 -98.7(9) . . . . ? Sb2 N2 C21 C22 75.7(10) . . . . ? Sb3B N2 C21 C22 -124.9(9) . . . . ? Sb3A N2 C21 C26 78.8(9) . . . . ? Sb2 N2 C21 C26 -106.8(9) . . . . ? Sb3B N2 C21 C26 52.6(13) . . . . ? C26 C21 C22 C23 2.4(15) . . . . ? N2 C21 C22 C23 179.9(9) . . . . ? C26 C21 C22 C27 -179.4(10) . . . . ? N2 C21 C22 C27 -1.9(14) . . . . ? C21 C22 C23 C24 -2.0(17) . . . . ? C27 C22 C23 C24 179.7(11) . . . . ? C22 C23 C24 C25 2(2) . . . . ? C23 C24 C25 C26 -2(2) . . . . ? C22 C21 C26 C25 -2.6(16) . . . . ? N2 C21 C26 C25 180.0(10) . . . . ? C22 C21 C26 C28 -178.8(10) . . . . ? N2 C21 C26 C28 3.8(15) . . . . ? C24 C25 C26 C21 2.3(19) . . . . ? C24 C25 C26 C28 178.6(12) . . . . ? Sb1 N3 C31 C32 -99.5(9) . . . . ? Sb3B N3 C31 C32 115.9(9) . . . . ? Sb3A N3 C31 C32 81.2(9) . . . . ? Sb1 N3 C31 C36 80.1(10) . . . . ? Sb3B N3 C31 C36 -64.4(11) . . . . ? Sb3A N3 C31 C36 -99.2(8) . . . . ? C36 C31 C32 C33 -1.8(14) . . . . ? N3 C31 C32 C33 177.8(8) . . . . ? C36 C31 C32 C37 174.5(9) . . . . ? N3 C31 C32 C37 -5.8(14) . . . . ? C31 C32 C33 C34 0.8(15) . . . . ? C37 C32 C33 C34 -175.6(10) . . . . ? C32 C33 C34 C35 0.6(16) . . . . ? C33 C34 C35 C36 -1.0(16) . . . . ? C34 C35 C36 C31 0.0(14) . . . . ? C34 C35 C36 C38 -179.4(10) . . . . ? C32 C31 C36 C35 1.5(13) . . . . ? N3 C31 C36 C35 -178.2(8) . . . . ? C32 C31 C36 C38 -179.2(9) . . . . ? N3 C31 C36 C38 1.1(13) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.28 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 3.432 _refine_diff_density_min -1.862 _refine_diff_density_rms 0.253 data_dal0504 _database_code_depnum_ccdc_archive 'CCDC 271560' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common '2,6-dimethylanaline - trichlorostibine coordination' _chemical_melting_point 254-255 _chemical_formula_moiety 'C24.50 H34 Cl7 N3 Sb2' _chemical_formula_sum 'C24.50 H34 Cl7 N3 Sb2' _chemical_formula_weight 862.20 _ccdc_chemical_compound_source_recrystallisation CH2Cl2/Pentane loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9556(7) _cell_length_b 10.4211(7) _cell_length_c 16.9114(12) _cell_angle_alpha 85.8918(10) _cell_angle_beta 84.9494(10) _cell_angle_gamma 73.7057(9) _cell_volume 1675.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.319 _cell_measurement_theta_max 26.392 _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.709 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 846 _exptl_absorpt_coefficient_mu 2.190 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.5408 _exptl_absorpt_correction_T_max 0.6563 _exptl_absorpt_process_details integration _exptl_special_details ; 'Bruker SHELXTL (Bruker, 1997)' ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13010 _diffrn_reflns_av_R_equivalents 0.0197 _diffrn_reflns_av_sigmaI/netI 0.0291 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 26.41 _reflns_number_total 6811 _reflns_number_gt 6180 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0290P)^2^+0.6677P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6811 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0220 _refine_ls_wR_factor_ref 0.0600 _refine_ls_wR_factor_gt 0.0559 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 0.165998(15) 0.575164(16) 0.550560(8) 0.02854(5) Uani 1 1 d . . . Cl11 Cl 0.02024(6) 0.64272(6) 0.43563(3) 0.03719(14) Uani 1 1 d . . . Cl12 Cl 0.33318(6) 0.41495(7) 0.47249(4) 0.03933(14) Uani 1 1 d . . . Cl13 Cl 0.27102(7) 0.75033(7) 0.51746(4) 0.04294(15) Uani 1 1 d . . . N1 N 0.3699(2) 0.4962(2) 0.64407(12) 0.0356(5) Uani 1 1 d . . . H1NA H 0.4172 0.4089 0.6338 0.043 Uiso 1 1 calc R . . H1NB H 0.4316 0.5470 0.6311 0.043 Uiso 1 1 calc R . . C11 C 0.3322(2) 0.5029(2) 0.72766(14) 0.0329(5) Uani 1 1 d . . . C12 C 0.2758(3) 0.4047(3) 0.76586(16) 0.0401(6) Uani 1 1 d . . . C13 C 0.2372(3) 0.4134(4) 0.84698(18) 0.0539(8) Uani 1 1 d . . . H13 H 0.1991 0.3470 0.8740 0.065 Uiso 1 1 calc R . . C14 C 0.2532(3) 0.5159(4) 0.88856(18) 0.0566(8) Uani 1 1 d . . . H14 H 0.2259 0.5206 0.9438 0.068 Uiso 1 1 calc R . . C15 C 0.3087(3) 0.6114(3) 0.85000(17) 0.0512(7) Uani 1 1 d . . . H15 H 0.3200 0.6819 0.8792 0.061 Uiso 1 1 calc R . . C16 C 0.3489(3) 0.6078(3) 0.76914(15) 0.0389(6) Uani 1 1 d . . . C17 C 0.2591(4) 0.2909(3) 0.7208(2) 0.0591(9) Uani 1 1 d . . . H17A H 0.3503 0.2431 0.6958 0.089 Uiso 1 1 calc R . . H17B H 0.1928 0.3265 0.6798 0.089 Uiso 1 1 calc R . . H17C H 0.2234 0.2291 0.7577 0.089 Uiso 1 1 calc R . . C18 C 0.4112(4) 0.7137(3) 0.7286(2) 0.0607(9) Uani 1 1 d . . . H18A H 0.5057 0.6714 0.7053 0.091 Uiso 1 1 calc R . . H18B H 0.4165 0.7771 0.7676 0.091 Uiso 1 1 calc R . . H18C H 0.3520 0.7616 0.6865 0.091 Uiso 1 1 calc R . . Sb2 Sb -0.182789(15) -0.041237(15) -0.047247(8) 0.02724(5) Uani 1 1 d . . . Cl21 Cl 0.01551(6) -0.18861(7) 0.02047(4) 0.03983(14) Uani 1 1 d . . . Cl22 Cl -0.29127(6) 0.02796(7) 0.08373(3) 0.03724(14) Uani 1 1 d . . . Cl23 Cl -0.28872(6) -0.21969(6) -0.04856(4) 0.03576(13) Uani 1 1 d . . . N2 N -0.4277(2) 0.1040(2) -0.08979(11) 0.0308(4) Uani 1 1 d . . . H3NA H -0.4810 0.0509 -0.1034 0.037 Uiso 1 1 calc R . . H3NB H -0.4758 0.1570 -0.0495 0.037 Uiso 1 1 calc R . . N3 N -0.0055(2) -0.1750(2) -0.17111(12) 0.0382(5) Uani 1 1 d . . . H4NA H 0.0793 -0.1572 -0.1683 0.046 Uiso 1 1 calc R . . H4NB H 0.0092 -0.2649 -0.1582 0.046 Uiso 1 1 calc R . . C21 C -0.3946(2) 0.1839(2) -0.15697(13) 0.0288(5) Uani 1 1 d . . . C22 C -0.3672(2) 0.3046(3) -0.14445(15) 0.0349(5) Uani 1 1 d . . . C23 C -0.3259(3) 0.3764(3) -0.20964(19) 0.0498(7) Uani 1 1 d . . . H23 H -0.3071 0.4592 -0.2024 0.060 Uiso 1 1 calc R . . C24 C -0.3117(3) 0.3288(3) -0.28519(19) 0.0574(9) Uani 1 1 d . . . H24 H -0.2829 0.3787 -0.3294 0.069 Uiso 1 1 calc R . . C25 C -0.3394(3) 0.2093(3) -0.29620(16) 0.0485(7) Uani 1 1 d . . . H25 H -0.3301 0.1780 -0.3483 0.058 Uiso 1 1 calc R . . C26 C -0.3808(2) 0.1333(3) -0.23229(14) 0.0364(5) Uani 1 1 d . . . C27 C -0.3844(3) 0.3578(3) -0.06226(17) 0.0468(7) Uani 1 1 d . . . H27A H -0.3640 0.4448 -0.0655 0.070 Uiso 1 1 calc R . . H27B H -0.3194 0.2948 -0.0279 0.070 Uiso 1 1 calc R . . H27C H -0.4810 0.3682 -0.0401 0.070 Uiso 1 1 calc R . . C28 C -0.4102(3) 0.0026(3) -0.24454(16) 0.0479(7) Uani 1 1 d . . . H28A H -0.3841 -0.0212 -0.2999 0.072 Uiso 1 1 calc R . . H28B H -0.5103 0.0113 -0.2325 0.072 Uiso 1 1 calc R . . H28C H -0.3553 -0.0676 -0.2092 0.072 Uiso 1 1 calc R . . C31 C -0.0342(2) -0.1570(2) -0.25347(14) 0.0323(5) Uani 1 1 d . . . C32 C -0.0168(3) -0.0422(3) -0.29591(15) 0.0364(5) Uani 1 1 d . . . C33 C -0.0498(3) -0.0215(3) -0.37460(16) 0.0440(6) Uani 1 1 d . . . H33 H -0.0364 0.0555 -0.4041 0.053 Uiso 1 1 calc R . . C34 C -0.1013(3) -0.1093(3) -0.41073(17) 0.0477(7) Uani 1 1 d . . . H34 H -0.1247 -0.0926 -0.4645 0.057 Uiso 1 1 calc R . . C35 C -0.1191(3) -0.2223(3) -0.36848(17) 0.0457(7) Uani 1 1 d . . . H35 H -0.1552 -0.2830 -0.3936 0.055 Uiso 1 1 calc R . . C36 C -0.0852(3) -0.2494(3) -0.28910(16) 0.0384(6) Uani 1 1 d . . . C37 C 0.0355(4) 0.0586(3) -0.25735(19) 0.0547(8) Uani 1 1 d . . . H37A H 0.0393 0.1327 -0.2958 0.082 Uiso 1 1 calc R . . H37B H 0.1295 0.0157 -0.2397 0.082 Uiso 1 1 calc R . . H37C H -0.0284 0.0931 -0.2115 0.082 Uiso 1 1 calc R . . C38 C -0.1036(4) -0.3734(3) -0.2441(2) 0.0588(8) Uani 1 1 d . . . H38A H -0.1372 -0.4267 -0.2792 0.088 Uiso 1 1 calc R . . H38B H -0.1721 -0.3483 -0.1987 0.088 Uiso 1 1 calc R . . H38C H -0.0134 -0.4262 -0.2250 0.088 Uiso 1 1 calc R . . Cl1S Cl 0.6355(3) -0.0470(3) 0.42399(18) 0.0880(8) Uani 0.50 1 d P . . Cl2S Cl 0.4325(6) 0.0359(7) 0.5559(3) 0.180(3) Uani 0.50 1 d P . . C1S C 0.5427(13) -0.0537(12) 0.5231(8) 0.118(4) Uiso 0.50 1 d P . . H1SA H 0.5145 -0.1378 0.5256 0.142 Uiso 0.50 1 calc PR . . H1SB H 0.6163 -0.0684 0.5612 0.142 Uiso 0.50 1 calc PR . . 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 0.02971(9) 0.03449(9) 0.02277(9) -0.00159(6) -0.00216(6) -0.01092(7) Cl11 0.0400(3) 0.0460(3) 0.0292(3) 0.0046(2) -0.0101(2) -0.0170(3) Cl12 0.0374(3) 0.0449(4) 0.0347(3) -0.0098(3) 0.0017(2) -0.0091(3) Cl13 0.0487(4) 0.0415(3) 0.0447(4) 0.0078(3) -0.0131(3) -0.0219(3) N1 0.0353(11) 0.0397(12) 0.0317(11) -0.0026(9) -0.0079(8) -0.0086(9) C11 0.0304(12) 0.0361(13) 0.0311(12) 0.0007(10) -0.0107(9) -0.0055(10) C12 0.0365(13) 0.0440(15) 0.0421(15) 0.0094(11) -0.0167(11) -0.0135(11) C13 0.0443(16) 0.073(2) 0.0444(17) 0.0223(15) -0.0135(13) -0.0189(15) C14 0.0530(18) 0.077(2) 0.0322(15) 0.0022(15) -0.0078(13) -0.0051(16) C15 0.0568(18) 0.0501(17) 0.0395(15) -0.0099(13) -0.0161(13) 0.0030(14) C16 0.0421(14) 0.0371(14) 0.0355(14) -0.0031(11) -0.0124(11) -0.0043(11) C17 0.070(2) 0.0518(18) 0.068(2) 0.0135(15) -0.0354(17) -0.0324(16) C18 0.088(2) 0.0489(18) 0.0565(19) 0.0001(15) -0.0225(17) -0.0325(17) Sb2 0.02561(8) 0.03305(9) 0.02399(9) 0.00125(6) -0.00220(6) -0.01014(6) Cl21 0.0338(3) 0.0439(4) 0.0399(3) 0.0048(3) -0.0108(2) -0.0069(3) Cl22 0.0392(3) 0.0484(4) 0.0263(3) -0.0051(2) 0.0007(2) -0.0156(3) Cl23 0.0367(3) 0.0369(3) 0.0363(3) -0.0018(2) 0.0016(2) -0.0158(2) N2 0.0293(10) 0.0376(11) 0.0252(10) -0.0004(8) 0.0000(8) -0.0096(8) N3 0.0362(11) 0.0427(12) 0.0333(11) -0.0002(9) -0.0030(9) -0.0074(9) C21 0.0215(10) 0.0361(12) 0.0252(11) 0.0040(9) -0.0022(8) -0.0034(9) C22 0.0264(11) 0.0360(13) 0.0406(14) 0.0025(10) -0.0065(10) -0.0058(10) C23 0.0370(15) 0.0465(17) 0.064(2) 0.0151(14) -0.0033(13) -0.0130(12) C24 0.0427(16) 0.066(2) 0.0513(19) 0.0277(16) 0.0087(13) -0.0063(14) C25 0.0411(15) 0.0629(19) 0.0272(13) 0.0069(12) 0.0050(11) 0.0045(13) C26 0.0296(12) 0.0437(14) 0.0290(12) -0.0010(10) -0.0018(9) 0.0008(10) C27 0.0473(16) 0.0431(16) 0.0510(17) -0.0096(13) -0.0116(13) -0.0099(13) C28 0.0552(17) 0.0491(17) 0.0345(14) -0.0109(12) -0.0071(12) -0.0030(13) C31 0.0255(11) 0.0374(13) 0.0321(12) -0.0044(10) -0.0012(9) -0.0053(10) C32 0.0307(12) 0.0423(14) 0.0361(13) -0.0025(11) -0.0010(10) -0.0101(10) C33 0.0446(15) 0.0477(16) 0.0352(14) 0.0036(12) -0.0009(11) -0.0075(12) C34 0.0444(15) 0.0597(19) 0.0332(14) -0.0070(13) -0.0062(11) -0.0025(13) C35 0.0329(13) 0.0570(18) 0.0486(16) -0.0270(14) -0.0002(11) -0.0097(12) C36 0.0312(12) 0.0372(14) 0.0464(15) -0.0126(11) 0.0054(11) -0.0087(10) C37 0.064(2) 0.0546(19) 0.0561(19) 0.0032(14) -0.0106(15) -0.0327(16) C38 0.069(2) 0.0462(17) 0.065(2) -0.0143(15) 0.0145(16) -0.0249(16) Cl1S 0.105(2) 0.0854(16) 0.0705(17) -0.0225(13) -0.0292(15) -0.0099(15) Cl2S 0.190(6) 0.242(6) 0.122(3) -0.100(4) 0.027(3) -0.073(5) _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 Cl13 2.3580(6) . ? Sb1 Cl12 2.3813(6) . ? Sb1 Cl11 2.4711(6) . ? Sb1 N1 2.596(2) . ? N1 C11 1.432(3) . ? C11 C12 1.395(4) . ? C11 C16 1.396(4) . ? C12 C13 1.394(4) . ? C12 C17 1.509(4) . ? C13 C14 1.373(5) . ? C14 C15 1.369(5) . ? C15 C16 1.391(4) . ? C16 C18 1.508(4) . ? Sb2 Cl23 2.3836(6) . ? Sb2 Cl22 2.4419(6) . ? Sb2 Cl21 2.4519(6) . ? Sb2 N2 2.6145(19) . ? Sb2 N3 2.799(2) . ? N2 C21 1.430(3) . ? N3 C31 1.435(3) . ? C21 C22 1.394(3) . ? C21 C26 1.394(3) . ? C22 C23 1.386(4) . ? C22 C27 1.511(4) . ? C23 C24 1.385(5) . ? C24 C25 1.377(5) . ? C25 C26 1.396(4) . ? C26 C28 1.502(4) . ? C31 C32 1.395(3) . ? C31 C36 1.400(3) . ? C32 C33 1.386(4) . ? C32 C37 1.505(4) . ? C33 C34 1.368(4) . ? C34 C35 1.379(4) . ? C35 C36 1.403(4) . ? C36 C38 1.500(4) . ? Cl1S C1S 1.849(14) . ? Cl2S C1S 1.332(13) . ? 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 Cl13 Sb1 Cl12 95.26(3) . . ? Cl13 Sb1 Cl11 90.69(2) . . ? Cl12 Sb1 Cl11 89.67(2) . . ? Cl13 Sb1 N1 82.31(5) . . ? Cl12 Sb1 N1 78.67(5) . . ? Cl11 Sb1 N1 165.73(5) . . ? C11 N1 Sb1 116.64(14) . . ? C12 C11 C16 121.1(2) . . ? C12 C11 N1 118.7(2) . . ? C16 C11 N1 120.2(2) . . ? C13 C12 C11 118.2(3) . . ? C13 C12 C17 120.9(3) . . ? C11 C12 C17 120.9(3) . . ? C14 C13 C12 121.3(3) . . ? C15 C14 C13 119.6(3) . . ? C14 C15 C16 121.6(3) . . ? C15 C16 C11 118.2(3) . . ? C15 C16 C18 120.3(3) . . ? C11 C16 C18 121.5(2) . . ? Cl23 Sb2 Cl22 93.95(2) . . ? Cl23 Sb2 Cl21 90.86(2) . . ? Cl22 Sb2 Cl21 87.58(2) . . ? Cl23 Sb2 N2 82.98(5) . . ? Cl22 Sb2 N2 81.21(4) . . ? Cl21 Sb2 N2 166.77(4) . . ? Cl23 Sb2 N3 83.62(5) . . ? Cl22 Sb2 N3 163.65(5) . . ? Cl21 Sb2 N3 76.32(5) . . ? N2 Sb2 N3 114.38(6) . . ? C21 N2 Sb2 103.97(13) . . ? C31 N3 Sb2 125.02(15) . . ? C22 C21 C26 122.3(2) . . ? C22 C21 N2 119.0(2) . . ? C26 C21 N2 118.6(2) . . ? C23 C22 C21 118.3(2) . . ? C23 C22 C27 120.5(3) . . ? C21 C22 C27 121.2(2) . . ? C24 C23 C22 120.7(3) . . ? C25 C24 C23 120.1(3) . . ? C24 C25 C26 121.3(3) . . ? C21 C26 C25 117.4(3) . . ? C21 C26 C28 121.5(2) . . ? C25 C26 C28 121.1(2) . . ? C32 C31 C36 120.9(2) . . ? C32 C31 N3 118.5(2) . . ? C36 C31 N3 120.5(2) . . ? C33 C32 C31 118.8(2) . . ? C33 C32 C37 120.1(3) . . ? C31 C32 C37 121.0(2) . . ? C34 C33 C32 121.6(3) . . ? C33 C34 C35 119.5(3) . . ? C34 C35 C36 121.3(3) . . ? C31 C36 C35 117.9(2) . . ? C31 C36 C38 121.3(3) . . ? C35 C36 C38 120.8(3) . . ? Cl2S C1S Cl1S 129.3(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl13 Sb1 N1 C11 111.57(17) . . . . ? Cl12 Sb1 N1 C11 -151.46(17) . . . . ? Cl11 Sb1 N1 C11 172.80(15) . . . . ? Sb1 N1 C11 C12 77.3(2) . . . . ? Sb1 N1 C11 C16 -101.2(2) . . . . ? C16 C11 C12 C13 -0.5(4) . . . . ? N1 C11 C12 C13 -178.9(2) . . . . ? C16 C11 C12 C17 -179.5(2) . . . . ? N1 C11 C12 C17 2.0(4) . . . . ? C11 C12 C13 C14 0.4(4) . . . . ? C17 C12 C13 C14 179.4(3) . . . . ? C12 C13 C14 C15 -0.3(5) . . . . ? C13 C14 C15 C16 0.4(5) . . . . ? C14 C15 C16 C11 -0.4(4) . . . . ? C14 C15 C16 C18 -179.3(3) . . . . ? C12 C11 C16 C15 0.5(4) . . . . ? N1 C11 C16 C15 178.9(2) . . . . ? C12 C11 C16 C18 179.4(3) . . . . ? N1 C11 C16 C18 -2.2(4) . . . . ? Cl23 Sb2 N2 C21 -130.53(14) . . . . ? Cl22 Sb2 N2 C21 134.35(14) . . . . ? Cl21 Sb2 N2 C21 166.71(16) . . . . ? N3 Sb2 N2 C21 -50.83(16) . . . . ? Cl23 Sb2 N3 C31 86.45(19) . . . . ? Cl22 Sb2 N3 C31 168.68(14) . . . . ? Cl21 Sb2 N3 C31 178.9(2) . . . . ? N2 Sb2 N3 C31 7.1(2) . . . . ? Sb2 N2 C21 C22 -86.5(2) . . . . ? Sb2 N2 C21 C26 88.8(2) . . . . ? C26 C21 C22 C23 0.5(3) . . . . ? N2 C21 C22 C23 175.6(2) . . . . ? C26 C21 C22 C27 179.4(2) . . . . ? N2 C21 C22 C27 -5.5(3) . . . . ? C21 C22 C23 C24 -0.3(4) . . . . ? C27 C22 C23 C24 -179.2(3) . . . . ? C22 C23 C24 C25 0.3(4) . . . . ? C23 C24 C25 C26 -0.5(4) . . . . ? C22 C21 C26 C25 -0.7(3) . . . . ? N2 C21 C26 C25 -175.8(2) . . . . ? C22 C21 C26 C28 179.7(2) . . . . ? N2 C21 C26 C28 4.5(3) . . . . ? C24 C25 C26 C21 0.7(4) . . . . ? C24 C25 C26 C28 -179.7(3) . . . . ? Sb2 N3 C31 C32 76.5(3) . . . . ? Sb2 N3 C31 C36 -100.3(2) . . . . ? C36 C31 C32 C33 -0.6(4) . . . . ? N3 C31 C32 C33 -177.4(2) . . . . ? C36 C31 C32 C37 178.9(2) . . . . ? N3 C31 C32 C37 2.1(4) . . . . ? C31 C32 C33 C34 1.3(4) . . . . ? C37 C32 C33 C34 -178.1(3) . . . . ? C32 C33 C34 C35 -0.9(4) . . . . ? C33 C34 C35 C36 -0.2(4) . . . . ? C32 C31 C36 C35 -0.5(3) . . . . ? N3 C31 C36 C35 176.3(2) . . . . ? C32 C31 C36 C38 179.7(2) . . . . ? N3 C31 C36 C38 -3.6(4) . . . . ? C34 C35 C36 C31 0.9(4) . . . . ? C34 C35 C36 C38 -179.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.812 _refine_diff_density_min -0.701 _refine_diff_density_rms 0.072 #===END data_dal04g8 _database_code_depnum_ccdc_archive 'CCDC 271561' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Cl2SbN(Dmp)Sb(Cl)N(H)Dmp _chemical_melting_point 283 _chemical_formula_moiety 'C16 H19 Cl3 N2 Sb2' _chemical_formula_sum 'C16 H19 Cl3 N2 Sb2' _chemical_formula_weight 589.18 _ccdc_chemical_compound_source_recrystallisation CH2Cl2/Pentane loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.0005(9) _cell_length_b 20.8528(14) _cell_length_c 15.5863(10) _cell_angle_alpha 90.00 _cell_angle_beta 108.9580(10) _cell_angle_gamma 90.00 _cell_volume 3996.2(5) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.392 _cell_measurement_theta_max 26.381 _exptl_crystal_description Fragment _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.68 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.959 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2256 _exptl_absorpt_coefficient_mu 3.105 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.2266 _exptl_absorpt_correction_T_max 0.6049 _exptl_absorpt_process_details emperical _exptl_special_details ; 'SADBAS (Sheldrick, 1996)' ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30615 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0175 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 26.41 _reflns_number_total 8182 _reflns_number_gt 7448 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0261P)^2^+3.9932P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8182 _refine_ls_number_parameters 423 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0245 _refine_ls_R_factor_gt 0.0211 _refine_ls_wR_factor_ref 0.0555 _refine_ls_wR_factor_gt 0.0537 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Sb1A Sb 0.216900(14) 0.277260(8) 0.251576(12) 0.02771(5) Uani 1 1 d . . . Sb2A Sb 0.402582(14) 0.227932(8) 0.156559(12) 0.02752(5) Uani 1 1 d . . . Cl1A Cl 0.31773(6) 0.26456(4) 0.41035(5) 0.03887(16) Uani 1 1 d . . . Cl2A Cl 0.54611(5) 0.21776(4) 0.30127(5) 0.03655(15) Uani 1 1 d . . . Cl3A Cl 0.42512(6) 0.11660(3) 0.11571(5) 0.03762(15) Uani 1 1 d . . . N1A N 0.35478(18) 0.32276(10) 0.23652(15) 0.0284(5) Uani 1 1 d . . . H1NA H 0.4062 0.3227 0.2942 0.034 Uiso 1 1 calc R . . N2A N 0.27659(17) 0.20227(10) 0.20026(15) 0.0268(4) Uani 1 1 d . . . C11A C 0.3613(2) 0.38564(12) 0.20090(18) 0.0295(5) Uani 1 1 d . . . C12A C 0.4433(2) 0.42763(13) 0.25097(19) 0.0329(6) Uani 1 1 d . . . C13A C 0.4573(3) 0.48530(14) 0.2118(2) 0.0419(7) Uani 1 1 d . . . H13A H 0.5131 0.5137 0.2449 0.050 Uiso 1 1 calc R . . C14A C 0.3919(3) 0.50228(14) 0.1259(2) 0.0448(7) Uani 1 1 d . . . H14A H 0.4040 0.5413 0.0993 0.054 Uiso 1 1 calc R . . C15A C 0.3087(3) 0.46170(15) 0.0791(2) 0.0437(7) Uani 1 1 d . . . H15A H 0.2618 0.4741 0.0208 0.052 Uiso 1 1 calc R . . C16A C 0.2916(2) 0.40295(13) 0.1150(2) 0.0358(6) Uani 1 1 d . . . C17A C 0.5167(3) 0.41039(15) 0.3453(2) 0.0454(8) Uani 1 1 d . . . H17A H 0.4724 0.4005 0.3838 0.055 Uiso 1 1 calc R . . H17B H 0.5648 0.4466 0.3712 0.055 Uiso 1 1 calc R . . H17C H 0.5607 0.3729 0.3420 0.055 Uiso 1 1 calc R . . C18A C 0.1989(3) 0.36089(16) 0.0613(2) 0.0504(9) Uani 1 1 d . . . H18A H 0.1722 0.3757 -0.0018 0.061 Uiso 1 1 calc R . . H18B H 0.1400 0.3631 0.0876 0.061 Uiso 1 1 calc R . . H18C H 0.2243 0.3165 0.0632 0.061 Uiso 1 1 calc R . . C21A C 0.2205(2) 0.14162(13) 0.1818(2) 0.0324(6) Uani 1 1 d . . . C22A C 0.2487(3) 0.09253(14) 0.2470(2) 0.0410(7) Uani 1 1 d . . . C23A C 0.1913(3) 0.03460(16) 0.2267(3) 0.0564(10) Uani 1 1 d . . . H23A H 0.2084 0.0009 0.2701 0.068 Uiso 1 1 calc R . . C24A C 0.1102(4) 0.02554(18) 0.1447(3) 0.0647(11) Uani 1 1 d . . . H24A H 0.0723 -0.0141 0.1320 0.078 Uiso 1 1 calc R . . C25A C 0.0844(3) 0.07388(18) 0.0813(3) 0.0555(10) Uani 1 1 d . . . H25A H 0.0288 0.0671 0.0249 0.067 Uiso 1 1 calc R . . C26A C 0.1384(2) 0.13283(15) 0.0984(2) 0.0383(7) Uani 1 1 d . . . C27A C 0.3364(3) 0.10100(16) 0.3369(2) 0.0530(9) Uani 1 1 d . . . H27A H 0.4022 0.1177 0.3271 0.064 Uiso 1 1 calc R . . H27B H 0.3525 0.0595 0.3680 0.064 Uiso 1 1 calc R . . H27C H 0.3117 0.1313 0.3741 0.064 Uiso 1 1 calc R . . C28A C 0.1089(3) 0.18425(16) 0.0277(2) 0.0438(7) Uani 1 1 d . . . H28A H 0.0471 0.1700 -0.0239 0.053 Uiso 1 1 calc R . . H28B H 0.1712 0.1931 0.0072 0.053 Uiso 1 1 calc R . . H28C H 0.0890 0.2233 0.0535 0.053 Uiso 1 1 calc R . . Sb1B Sb -0.284582(14) 0.119961(8) 0.268364(12) 0.02835(5) Uani 1 1 d . . . Sb2B Sb -0.093106(14) 0.162714(9) 0.177224(13) 0.03065(5) Uani 1 1 d . . . Cl1B Cl -0.19711(7) 0.14112(4) 0.42545(5) 0.04618(18) Uani 1 1 d . . . Cl2B Cl 0.05122(6) 0.18367(4) 0.31876(5) 0.04210(17) Uani 1 1 d . . . Cl3B Cl -0.07222(6) 0.26965(3) 0.12278(5) 0.03940(16) Uani 1 1 d . . . N1B N -0.14008(18) 0.07601(11) 0.26559(16) 0.0327(5) Uani 1 1 d . . . H1NB H -0.0916 0.0805 0.3241 0.039 Uiso 1 1 calc R . . N2B N -0.22383(17) 0.19238(10) 0.21214(15) 0.0281(5) Uani 1 1 d . . . C11B C -0.1248(2) 0.01157(12) 0.23946(19) 0.0314(6) Uani 1 1 d . . . C12B C -0.0365(2) -0.02358(14) 0.2959(2) 0.0380(6) Uani 1 1 d . . . C13B C -0.0144(3) -0.08287(14) 0.2668(2) 0.0460(8) Uani 1 1 d . . . H13B H 0.0461 -0.1067 0.3037 0.055 Uiso 1 1 calc R . . C14B C -0.0785(3) -0.10823(14) 0.1850(2) 0.0479(8) Uani 1 1 d . . . H14B H -0.0620 -0.1491 0.1659 0.057 Uiso 1 1 calc R . . C15B C -0.1662(3) -0.07415(14) 0.1313(2) 0.0433(7) Uani 1 1 d . . . H15B H -0.2106 -0.0921 0.0756 0.052 Uiso 1 1 calc R . . C16B C -0.1914(2) -0.01374(13) 0.1570(2) 0.0369(6) Uani 1 1 d . . . C17B C 0.0355(3) 0.00300(17) 0.3847(2) 0.0532(9) Uani 1 1 d . . . H17D H 0.0866 -0.0302 0.4175 0.064 Uiso 1 1 calc R . . H17E H -0.0092 0.0168 0.4212 0.064 Uiso 1 1 calc R . . H17F H 0.0762 0.0398 0.3733 0.064 Uiso 1 1 calc R . . C18B C -0.2893(3) 0.02152(16) 0.0951(2) 0.0526(9) Uani 1 1 d . . . H18D H -0.3150 -0.0001 0.0362 0.063 Uiso 1 1 calc R . . H18E H -0.2688 0.0657 0.0867 0.063 Uiso 1 1 calc R . . H18F H -0.3474 0.0218 0.1224 0.063 Uiso 1 1 calc R . . C21B C -0.2797(2) 0.25190(13) 0.18166(19) 0.0297(5) Uani 1 1 d . . . C22B C -0.2605(2) 0.30463(14) 0.2406(2) 0.0362(6) Uani 1 1 d . . . C23B C -0.3176(3) 0.36168(15) 0.2081(3) 0.0475(8) Uani 1 1 d . . . H23B H -0.3057 0.3981 0.2467 0.057 Uiso 1 1 calc R . . C24B C -0.3903(3) 0.36588(16) 0.1212(3) 0.0522(9) Uani 1 1 d . . . H24B H -0.4291 0.4046 0.1012 0.063 Uiso 1 1 calc R . . C25B C -0.4068(3) 0.31440(15) 0.0637(2) 0.0450(7) Uani 1 1 d . . . H25B H -0.4562 0.3179 0.0036 0.054 Uiso 1 1 calc R . . C26B C -0.3515(2) 0.25672(14) 0.0928(2) 0.0334(6) Uani 1 1 d . . . C27B C -0.1819(3) 0.30106(16) 0.3353(2) 0.0475(8) Uani 1 1 d . . . H27D H -0.1151 0.2796 0.3345 0.057 Uiso 1 1 calc R . . H27E H -0.2146 0.2767 0.3737 0.057 Uiso 1 1 calc R . . H27F H -0.1645 0.3445 0.3597 0.057 Uiso 1 1 calc R . . C28B C -0.3689(3) 0.20223(15) 0.0268(2) 0.0411(7) Uani 1 1 d . . . H28D H -0.3881 0.1635 0.0537 0.049 Uiso 1 1 calc R . . H28E H -0.3020 0.1946 0.0123 0.049 Uiso 1 1 calc R . . H28F H -0.4280 0.2130 -0.0289 0.049 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 Sb1A 0.02278(9) 0.02850(9) 0.03091(10) -0.00452(7) 0.00744(7) 0.00231(6) Sb2A 0.02730(9) 0.02934(9) 0.02740(9) 0.00046(6) 0.01094(7) 0.00037(7) Cl1A 0.0395(4) 0.0482(4) 0.0290(3) -0.0036(3) 0.0113(3) -0.0003(3) Cl2A 0.0271(3) 0.0458(4) 0.0348(4) -0.0047(3) 0.0074(3) 0.0039(3) Cl3A 0.0407(4) 0.0345(3) 0.0393(4) -0.0045(3) 0.0153(3) 0.0067(3) N1A 0.0258(11) 0.0276(11) 0.0291(11) -0.0012(9) 0.0051(9) -0.0005(9) N2A 0.0262(11) 0.0254(11) 0.0306(11) -0.0035(8) 0.0116(9) -0.0001(8) C11A 0.0323(14) 0.0242(12) 0.0326(14) -0.0013(10) 0.0115(11) 0.0041(10) C12A 0.0367(15) 0.0264(13) 0.0359(15) -0.0055(11) 0.0124(12) 0.0001(11) C13A 0.0466(18) 0.0290(14) 0.0507(18) -0.0077(13) 0.0166(15) -0.0039(13) C14A 0.059(2) 0.0240(14) 0.055(2) 0.0055(13) 0.0242(16) 0.0041(13) C15A 0.0516(19) 0.0361(16) 0.0394(16) 0.0078(13) 0.0093(14) 0.0113(14) C16A 0.0383(16) 0.0301(14) 0.0361(15) -0.0002(11) 0.0080(12) 0.0042(11) C17A 0.0481(19) 0.0402(17) 0.0405(17) -0.0061(13) 0.0042(14) -0.0118(14) C18A 0.049(2) 0.0438(18) 0.0409(18) 0.0056(14) -0.0091(15) 0.0000(15) C21A 0.0333(14) 0.0284(13) 0.0430(16) -0.0085(11) 0.0228(13) -0.0040(11) C22A 0.0501(18) 0.0311(14) 0.0533(19) -0.0012(13) 0.0323(16) 0.0023(13) C23A 0.080(3) 0.0307(16) 0.078(3) -0.0021(16) 0.053(2) -0.0050(16) C24A 0.081(3) 0.043(2) 0.088(3) -0.027(2) 0.053(3) -0.0298(19) C25A 0.051(2) 0.056(2) 0.067(2) -0.0282(18) 0.0297(18) -0.0246(17) C26A 0.0348(15) 0.0424(16) 0.0441(17) -0.0153(13) 0.0216(13) -0.0087(12) C27A 0.072(2) 0.0352(17) 0.057(2) 0.0103(15) 0.0279(19) 0.0103(16) C28A 0.0335(16) 0.0570(19) 0.0382(16) -0.0149(14) 0.0079(13) -0.0054(14) Sb1B 0.02658(9) 0.02705(9) 0.03090(10) -0.00167(7) 0.00862(7) -0.00243(7) Sb2B 0.02841(10) 0.02968(10) 0.03591(10) -0.00403(7) 0.01327(8) -0.00089(7) Cl1B 0.0576(5) 0.0480(4) 0.0307(4) -0.0039(3) 0.0112(3) -0.0011(4) Cl2B 0.0279(3) 0.0467(4) 0.0457(4) 0.0058(3) 0.0036(3) -0.0042(3) Cl3B 0.0358(4) 0.0391(4) 0.0451(4) 0.0063(3) 0.0155(3) -0.0026(3) N1B 0.0279(11) 0.0299(12) 0.0369(13) -0.0062(9) 0.0058(10) -0.0005(9) N2B 0.0246(11) 0.0288(11) 0.0318(12) -0.0008(9) 0.0103(9) -0.0002(9) C11B 0.0354(15) 0.0249(13) 0.0364(15) 0.0002(11) 0.0153(12) 0.0002(11) C12B 0.0417(16) 0.0315(14) 0.0422(16) 0.0062(12) 0.0155(13) 0.0001(12) C13B 0.053(2) 0.0275(15) 0.061(2) 0.0119(14) 0.0241(17) 0.0066(13) C14B 0.066(2) 0.0245(14) 0.066(2) 0.0005(14) 0.0398(19) -0.0007(14) C15B 0.056(2) 0.0304(15) 0.0490(18) -0.0098(13) 0.0251(16) -0.0095(13) C16B 0.0418(16) 0.0291(14) 0.0401(16) -0.0034(12) 0.0137(13) -0.0048(12) C17B 0.055(2) 0.050(2) 0.0449(19) 0.0080(15) 0.0028(16) 0.0110(16) C18B 0.054(2) 0.0407(18) 0.048(2) -0.0114(14) -0.0034(16) 0.0004(15) C21B 0.0255(13) 0.0286(13) 0.0379(15) 0.0000(11) 0.0144(11) -0.0024(10) C22B 0.0342(15) 0.0324(14) 0.0469(17) -0.0055(12) 0.0200(13) -0.0045(12) C23B 0.057(2) 0.0299(15) 0.066(2) -0.0054(14) 0.0338(18) -0.0009(14) C24B 0.057(2) 0.0365(17) 0.069(2) 0.0135(16) 0.0276(19) 0.0149(15) C25B 0.0436(18) 0.0420(17) 0.0505(19) 0.0109(14) 0.0167(15) 0.0082(14) C26B 0.0285(14) 0.0358(15) 0.0378(15) 0.0028(12) 0.0135(12) 0.0011(11) C27B 0.051(2) 0.0401(17) 0.0494(19) -0.0161(14) 0.0140(16) -0.0083(14) C28B 0.0401(17) 0.0466(17) 0.0312(15) 0.0004(13) 0.0041(13) 0.0010(13) _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 Sb1A N2A 2.023(2) . ? Sb1A N1A 2.108(2) . ? Sb1A Cl1A 2.4094(7) . ? Sb2A N2A 2.039(2) . ? Sb2A Cl2A 2.4247(7) . ? Sb2A Cl3A 2.4499(7) . ? Sb2A N1A 2.521(2) . ? N1A C11A 1.437(3) . ? N2A C21A 1.442(3) . ? C11A C16A 1.399(4) . ? C11A C12A 1.404(4) . ? C12A C13A 1.387(4) . ? C12A C17A 1.513(4) . ? C13A C14A 1.378(5) . ? C14A C15A 1.381(5) . ? C15A C16A 1.395(4) . ? C16A C18A 1.505(4) . ? C21A C26A 1.401(4) . ? C21A C22A 1.404(4) . ? C22A C23A 1.401(5) . ? C22A C27A 1.502(5) . ? C23A C24A 1.380(6) . ? C24A C25A 1.375(6) . ? C25A C26A 1.398(4) . ? C26A C28A 1.495(5) . ? Sb1B N2B 2.030(2) . ? Sb1B N1B 2.103(2) . ? Sb1B Cl1B 2.3819(8) . ? Sb2B N2B 2.042(2) . ? Sb2B Cl2B 2.4266(8) . ? Sb2B Cl3B 2.4323(7) . ? Sb2B N1B 2.467(2) . ? N1B C11B 1.436(3) . ? N2B C21B 1.439(3) . ? C11B C16B 1.399(4) . ? C11B C12B 1.405(4) . ? C12B C13B 1.379(4) . ? C12B C17B 1.502(5) . ? C13B C14B 1.382(5) . ? C14B C15B 1.373(5) . ? C15B C16B 1.393(4) . ? C16B C18B 1.514(4) . ? C21B C26B 1.399(4) . ? C21B C22B 1.403(4) . ? C22B C23B 1.406(4) . ? C22B C27B 1.500(5) . ? C23B C24B 1.379(5) . ? C24B C25B 1.370(5) . ? C25B C26B 1.399(4) . ? C26B C28B 1.500(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2A Sb1A N1A 81.64(8) . . ? N2A Sb1A Cl1A 99.83(7) . . ? N1A Sb1A Cl1A 88.01(6) . . ? N2A Sb2A Cl2A 97.19(6) . . ? N2A Sb2A Cl3A 90.86(6) . . ? Cl2A Sb2A Cl3A 92.18(2) . . ? N2A Sb2A N1A 71.75(8) . . ? Cl2A Sb2A N1A 81.23(5) . . ? Cl3A Sb2A N1A 160.30(5) . . ? C11A N1A Sb1A 127.81(17) . . ? C11A N1A Sb2A 118.02(16) . . ? Sb1A N1A Sb2A 93.27(8) . . ? C21A N2A Sb1A 121.53(16) . . ? C21A N2A Sb2A 124.96(16) . . ? Sb1A N2A Sb2A 112.47(10) . . ? C16A C11A C12A 120.7(3) . . ? C16A C11A N1A 120.3(2) . . ? C12A C11A N1A 118.9(2) . . ? C13A C12A C11A 118.7(3) . . ? C13A C12A C17A 120.1(3) . . ? C11A C12A C17A 121.2(3) . . ? C14A C13A C12A 121.5(3) . . ? C13A C14A C15A 119.1(3) . . ? C14A C15A C16A 121.7(3) . . ? C15A C16A C11A 118.2(3) . . ? C15A C16A C18A 119.5(3) . . ? C11A C16A C18A 122.3(3) . . ? C26A C21A C22A 121.2(3) . . ? C26A C21A N2A 118.9(3) . . ? C22A C21A N2A 119.9(3) . . ? C23A C22A C21A 118.0(3) . . ? C23A C22A C27A 120.0(3) . . ? C21A C22A C27A 122.0(3) . . ? C24A C23A C22A 121.2(4) . . ? C25A C24A C23A 120.0(3) . . ? C24A C25A C26A 121.2(4) . . ? C25A C26A C21A 118.4(3) . . ? C25A C26A C28A 119.9(3) . . ? C21A C26A C28A 121.7(3) . . ? N2B Sb1B N1B 80.79(9) . . ? N2B Sb1B Cl1B 100.55(7) . . ? N1B Sb1B Cl1B 88.31(7) . . ? N2B Sb2B Cl2B 99.66(7) . . ? N2B Sb2B Cl3B 90.70(6) . . ? Cl2B Sb2B Cl3B 90.63(3) . . ? N2B Sb2B N1B 72.23(8) . . ? Cl2B Sb2B N1B 83.28(6) . . ? Cl3B Sb2B N1B 160.51(6) . . ? C11B N1B Sb1B 128.33(18) . . ? C11B N1B Sb2B 116.43(17) . . ? Sb1B N1B Sb2B 94.41(9) . . ? C21B N2B Sb1B 123.95(16) . . ? C21B N2B Sb2B 123.25(17) . . ? Sb1B N2B Sb2B 111.35(10) . . ? C16B C11B C12B 121.0(3) . . ? C16B C11B N1B 120.8(2) . . ? C12B C11B N1B 118.1(3) . . ? C13B C12B C11B 118.5(3) . . ? C13B C12B C17B 120.0(3) . . ? C11B C12B C17B 121.5(3) . . ? C12B C13B C14B 121.2(3) . . ? C15B C14B C13B 119.8(3) . . ? C14B C15B C16B 121.3(3) . . ? C15B C16B C11B 118.2(3) . . ? C15B C16B C18B 118.9(3) . . ? C11B C16B C18B 122.9(3) . . ? C26B C21B C22B 120.8(3) . . ? C26B C21B N2B 119.4(2) . . ? C22B C21B N2B 119.8(3) . . ? C21B C22B C23B 117.8(3) . . ? C21B C22B C27B 121.7(3) . . ? C23B C22B C27B 120.5(3) . . ? C24B C23B C22B 121.4(3) . . ? C25B C24B C23B 120.3(3) . . ? C24B C25B C26B 120.4(3) . . ? C21B C26B C25B 119.4(3) . . ? C21B C26B C28B 121.9(3) . . ? C25B C26B C28B 118.8(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2A Sb1A N1A C11A 136.1(2) . . . . ? Cl1A Sb1A N1A C11A -123.7(2) . . . . ? N2A Sb1A N1A Sb2A 6.33(8) . . . . ? Cl1A Sb1A N1A Sb2A 106.56(6) . . . . ? N2A Sb2A N1A C11A -143.1(2) . . . . ? Cl2A Sb2A N1A C11A 116.29(18) . . . . ? Cl3A Sb2A N1A C11A -172.18(14) . . . . ? N2A Sb2A N1A Sb1A -6.54(8) . . . . ? Cl2A Sb2A N1A Sb1A -107.16(7) . . . . ? Cl3A Sb2A N1A Sb1A -35.6(2) . . . . ? N1A Sb1A N2A C21A -177.3(2) . . . . ? Cl1A Sb1A N2A C21A 96.2(2) . . . . ? N1A Sb1A N2A Sb2A -8.46(10) . . . . ? Cl1A Sb1A N2A Sb2A -94.96(9) . . . . ? Cl2A Sb2A N2A C21A -106.0(2) . . . . ? Cl3A Sb2A N2A C21A -13.7(2) . . . . ? N1A Sb2A N2A C21A 175.8(2) . . . . ? Cl2A Sb2A N2A Sb1A 85.63(10) . . . . ? Cl3A Sb2A N2A Sb1A 177.93(9) . . . . ? N1A Sb2A N2A Sb1A 7.36(9) . . . . ? Sb1A N1A C11A C16A -54.5(3) . . . . ? Sb2A N1A C11A C16A 65.2(3) . . . . ? Sb1A N1A C11A C12A 129.7(2) . . . . ? Sb2A N1A C11A C12A -110.7(2) . . . . ? C16A C11A C12A C13A -3.2(4) . . . . ? N1A C11A C12A C13A 172.6(3) . . . . ? C16A C11A C12A C17A 177.9(3) . . . . ? N1A C11A C12A C17A -6.3(4) . . . . ? C11A C12A C13A C14A 0.8(4) . . . . ? C17A C12A C13A C14A 179.8(3) . . . . ? C12A C13A C14A C15A 2.0(5) . . . . ? C13A C14A C15A C16A -2.5(5) . . . . ? C14A C15A C16A C11A 0.2(5) . . . . ? C14A C15A C16A C18A 179.4(3) . . . . ? C12A C11A C16A C15A 2.7(4) . . . . ? N1A C11A C16A C15A -173.1(3) . . . . ? C12A C11A C16A C18A -176.6(3) . . . . ? N1A C11A C16A C18A 7.7(4) . . . . ? Sb1A N2A C21A C26A 85.5(3) . . . . ? Sb2A N2A C21A C26A -81.9(3) . . . . ? Sb1A N2A C21A C22A -94.7(3) . . . . ? Sb2A N2A C21A C22A 97.9(3) . . . . ? C26A C21A C22A C23A -0.9(4) . . . . ? N2A C21A C22A C23A 179.3(3) . . . . ? C26A C21A C22A C27A -180.0(3) . . . . ? N2A C21A C22A C27A 0.2(4) . . . . ? C21A C22A C23A C24A 0.8(5) . . . . ? C27A C22A C23A C24A 179.9(3) . . . . ? C22A C23A C24A C25A -0.2(6) . . . . ? C23A C24A C25A C26A -0.4(6) . . . . ? C24A C25A C26A C21A 0.3(5) . . . . ? C24A C25A C26A C28A 179.6(3) . . . . ? C22A C21A C26A C25A 0.3(4) . . . . ? N2A C21A C26A C25A -179.9(3) . . . . ? C22A C21A C26A C28A -178.9(3) . . . . ? N2A C21A C26A C28A 0.9(4) . . . . ? N2B Sb1B N1B C11B -136.7(2) . . . . ? Cl1B Sb1B N1B C11B 122.3(2) . . . . ? N2B Sb1B N1B Sb2B -7.65(8) . . . . ? Cl1B Sb1B N1B Sb2B -108.62(6) . . . . ? N2B Sb2B N1B C11B 145.0(2) . . . . ? Cl2B Sb2B N1B C11B -112.55(19) . . . . ? Cl3B Sb2B N1B C11B 174.88(14) . . . . ? N2B Sb2B N1B Sb1B 7.89(8) . . . . ? Cl2B Sb2B N1B Sb1B 110.32(7) . . . . ? Cl3B Sb2B N1B Sb1B 37.7(2) . . . . ? N1B Sb1B N2B C21B 176.5(2) . . . . ? Cl1B Sb1B N2B C21B -96.9(2) . . . . ? N1B Sb1B N2B Sb2B 9.91(10) . . . . ? Cl1B Sb1B N2B Sb2B 96.44(9) . . . . ? Cl2B Sb2B N2B C21B 104.8(2) . . . . ? Cl3B Sb2B N2B C21B 14.1(2) . . . . ? N1B Sb2B N2B C21B -175.5(2) . . . . ? Cl2B Sb2B N2B Sb1B -88.43(9) . . . . ? Cl3B Sb2B N2B Sb1B -179.19(9) . . . . ? N1B Sb2B N2B Sb1B -8.75(9) . . . . ? Sb1B N1B C11B C16B 50.9(4) . . . . ? Sb2B N1B C11B C16B -69.2(3) . . . . ? Sb1B N1B C11B C12B -133.5(2) . . . . ? Sb2B N1B C11B C12B 106.3(2) . . . . ? C16B C11B C12B C13B 2.2(4) . . . . ? N1B C11B C12B C13B -173.4(3) . . . . ? C16B C11B C12B C17B -179.9(3) . . . . ? N1B C11B C12B C17B 4.6(4) . . . . ? C11B C12B C13B C14B -1.4(5) . . . . ? C17B C12B C13B C14B -179.3(3) . . . . ? C12B C13B C14B C15B -0.2(5) . . . . ? C13B C14B C15B C16B 0.9(5) . . . . ? C14B C15B C16B C11B -0.1(5) . . . . ? C14B C15B C16B C18B -179.9(3) . . . . ? C12B C11B C16B C15B -1.5(4) . . . . ? N1B C11B C16B C15B 173.9(3) . . . . ? C12B C11B C16B C18B 178.3(3) . . . . ? N1B C11B C16B C18B -6.3(4) . . . . ? Sb1B N2B C21B C26B -88.3(3) . . . . ? Sb2B N2B C21B C26B 76.8(3) . . . . ? Sb1B N2B C21B C22B 92.7(3) . . . . ? Sb2B N2B C21B C22B -102.2(3) . . . . ? C26B C21B C22B C23B 1.4(4) . . . . ? N2B C21B C22B C23B -179.6(3) . . . . ? C26B C21B C22B C27B -178.4(3) . . . . ? N2B C21B C22B C27B 0.6(4) . . . . ? C21B C22B C23B C24B 0.2(5) . . . . ? C27B C22B C23B C24B -180.0(3) . . . . ? C22B C23B C24B C25B -1.5(5) . . . . ? C23B C24B C25B C26B 1.0(5) . . . . ? C22B C21B C26B C25B -1.8(4) . . . . ? N2B C21B C26B C25B 179.2(3) . . . . ? C22B C21B C26B C28B 176.6(3) . . . . ? N2B C21B C26B C28B -2.4(4) . . . . ? C24B C25B C26B C21B 0.6(5) . . . . ? C24B C25B C26B C28B -177.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.987 _refine_diff_density_min -0.525 _refine_diff_density_rms 0.075