# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Ales Ruzicka' _publ_contact_author_email ales.ruzicka@upce.cz loop_ _publ_author_name T.Chlupaty Z.Padelkova A.Lycka J.Brus A.Ruzicka # Attachment '- tch100329Sn1.cif' data_shelxlb _database_code_depnum_ccdc_archive 'CCDC 858674' #TrackingRef '- tch100329Sn1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H31 Cl N2 Sn' _chemical_formula_sum 'C17 H31 Cl N2 Sn' _chemical_formula_weight 417.58 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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'C m c 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, 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' '-x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 17.1751(9) _cell_length_b 12.4098(11) _cell_length_c 8.8522(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1886.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 9184 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.0 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.493 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.096 -1 0 0 0.061 0 -1 0 0.163 0 1 0 0.105 0 0 1 0.125 0 0 -1 0.146 -1 0 1 0.082 -1 0 -1 0.089 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.661 _exptl_absorpt_correction_T_max 0.795 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9173 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2211 _reflns_number_gt 2093 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0192P)^2^+2.2348P] 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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(3) _refine_ls_number_reflns 2211 _refine_ls_number_parameters 106 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0312 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0574 _refine_ls_wR_factor_gt 0.0554 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.127 _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 Sn1 Sn 0.0000 0.470496(19) 0.66344(6) 0.02883(8) Uani 1 2 d S . . C1 C 0.0000 0.3218(5) 0.4469(6) 0.0220(12) Uani 1 2 d S . . C10 C 0.0000 0.0464(3) 0.2385(5) 0.0319(10) Uani 1 2 d S . . H10 H 0.0456 0.0587 0.1762 0.038 Uiso 1 1 d R . . C8 C 0.0000 0.2440(3) 0.3163(5) 0.0238(8) Uani 1 2 d S . . H8 H 0.0456 0.2573 0.2544 0.029 Uiso 1 1 d R . . C3 C 0.1784(2) 0.2521(3) 0.5755(4) 0.0341(7) Uani 1 1 d . . . H3A H 0.1498 0.1854 0.5622 0.041 Uiso 1 1 d R . . H3B H 0.1729 0.2745 0.6799 0.041 Uiso 1 1 d R . . C9 C 0.0000 0.1255(3) 0.3662(5) 0.0340(11) Uani 1 2 d S . . H9 H 0.0456 0.1126 0.4284 0.041 Uiso 1 1 d R . . C4 C 0.26396(19) 0.2323(3) 0.5406(4) 0.0380(8) Uani 1 1 d . . . H4A H 0.2847 0.1797 0.6109 0.046 Uiso 1 1 d R . . H4B H 0.2689 0.2030 0.4394 0.046 Uiso 1 1 d R . . C2 C 0.14412(17) 0.3384(3) 0.4727(3) 0.0275(6) Uani 1 1 d . . . H2 H 0.1462 0.3126 0.3681 0.033 Uiso 1 1 d R . . N1 N 0.06331(16) 0.3612(2) 0.5121(3) 0.0278(5) Uani 1 1 d . . . C7 C 0.1912(2) 0.4419(3) 0.4855(5) 0.0377(8) Uani 1 1 d . . . H7A H 0.1706 0.4947 0.4152 0.045 Uiso 1 1 d R . . H7B H 0.1858 0.4709 0.5867 0.045 Uiso 1 1 d R . . C5 C 0.3107(2) 0.3352(3) 0.5523(4) 0.0417(8) Uani 1 1 d . . . H5A H 0.3641 0.3207 0.5226 0.050 Uiso 1 1 d R . . H5B H 0.3112 0.3597 0.6563 0.050 Uiso 1 1 d R . . C6 C 0.2772(2) 0.4234(3) 0.4522(5) 0.0425(8) Uani 1 1 d . . . H6A H 0.3057 0.4898 0.4689 0.051 Uiso 1 1 d R . . H6B H 0.2834 0.4032 0.3471 0.051 Uiso 1 1 d R . . Cl1 Cl 0.0000 0.34349(16) 0.88007(18) 0.0530(5) Uani 1 2 d S . . C11 C 0.0000 -0.0693(4) 0.2907(6) 0.0396(12) Uani 1 2 d S . . H11A H 0.0000 -0.1163 0.2046 0.048 Uiso 1 2 d SR . . H11B H -0.0456 -0.0825 0.3505 0.048 Uiso 1 1 d 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 Sn1 0.04273(15) 0.02071(12) 0.02305(12) -0.00554(18) 0.000 0.000 C1 0.029(3) 0.017(2) 0.021(2) -0.002(2) 0.000 0.000 C10 0.053(3) 0.018(2) 0.025(2) -0.0010(17) 0.000 0.000 C8 0.031(2) 0.0183(19) 0.0221(19) -0.0034(16) 0.000 0.000 C3 0.0370(19) 0.0290(16) 0.0362(18) 0.0013(13) 0.0009(14) -0.0013(14) C9 0.058(3) 0.020(2) 0.025(2) -0.0035(18) 0.000 0.000 C4 0.037(2) 0.0354(18) 0.0421(19) 0.0035(16) -0.0019(14) 0.0044(14) C2 0.0270(15) 0.0303(15) 0.0251(14) -0.0048(12) 0.0005(12) -0.0024(13) N1 0.0312(14) 0.0273(13) 0.0250(12) -0.0084(11) -0.0004(10) -0.0016(11) C7 0.0358(19) 0.0254(16) 0.052(2) 0.0023(14) -0.0020(16) -0.0037(14) C5 0.0326(19) 0.049(2) 0.0432(18) -0.0030(17) -0.0039(15) -0.0046(16) C6 0.0347(19) 0.0351(18) 0.058(2) -0.0012(19) 0.0030(16) -0.0099(16) Cl1 0.1054(15) 0.0281(8) 0.0255(7) 0.0018(6) 0.000 0.000 C11 0.066(3) 0.024(2) 0.029(3) -0.004(2) 0.000 0.000 _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 Sn1 N1 2.195(3) . ? Sn1 N1 2.195(3) 3 ? Sn1 Cl1 2.4822(19) . ? Sn1 C1 2.661(6) . ? C1 N1 1.325(4) . ? C1 N1 1.325(4) 3 ? C1 C8 1.506(7) . ? C10 C9 1.497(6) . ? C10 C11 1.508(6) . ? C10 H10 0.9700 . ? C8 C9 1.536(6) . ? C8 H8 0.9700 . ? C3 C4 1.521(5) . ? C3 C2 1.523(5) . ? C3 H3A 0.9701 . ? C3 H3B 0.9699 . ? C9 H9 0.9700 . ? C4 C5 1.512(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C2 N1 1.459(4) . ? C2 C7 1.522(4) . ? C2 H2 0.9801 . ? C7 C6 1.524(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9699 . ? C5 C6 1.522(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9699 . ? C6 H6A 0.9699 . ? C6 H6B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? 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 Sn1 N1 59.40(14) . 3 ? N1 Sn1 Cl1 94.54(8) . . ? N1 Sn1 Cl1 94.54(8) 3 . ? N1 Sn1 C1 29.73(7) . . ? N1 Sn1 C1 29.73(7) 3 . ? Cl1 Sn1 C1 96.67(11) . . ? N1 C1 N1 110.3(5) . 3 ? N1 C1 C8 124.8(2) . . ? N1 C1 C8 124.8(2) 3 . ? N1 C1 Sn1 55.2(2) . . ? N1 C1 Sn1 55.2(2) 3 . ? C8 C1 Sn1 175.9(4) . . ? C9 C10 C11 113.1(4) . . ? C9 C10 H10 109.0 . . ? C11 C10 H10 108.9 . . ? C1 C8 C9 113.1(4) . . ? C1 C8 H8 109.0 . . ? C9 C8 H8 109.0 . . ? C4 C3 C2 111.5(3) . . ? C4 C3 H3A 109.1 . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3B 109.6 . . ? C2 C3 H3B 109.3 . . ? H3A C3 H3B 108.0 . . ? C10 C9 C8 114.2(4) . . ? C10 C9 H9 108.7 . . ? C8 C9 H9 108.7 . . ? C5 C4 C3 111.3(3) . . ? C5 C4 H4A 109.2 . . ? C3 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 107.9 . . ? N1 C2 C7 108.9(3) . . ? N1 C2 C3 111.2(3) . . ? C7 C2 C3 110.1(3) . . ? N1 C2 H2 108.9 . . ? C7 C2 H2 109.1 . . ? C3 C2 H2 108.7 . . ? C1 N1 C2 127.2(3) . . ? C1 N1 Sn1 95.0(2) . . ? C2 N1 Sn1 137.51(19) . . ? C2 C7 C6 111.9(3) . . ? C2 C7 H7A 109.2 . . ? C6 C7 H7A 109.3 . . ? C2 C7 H7B 109.4 . . ? C6 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? C4 C5 C6 111.5(3) . . ? C4 C5 H5A 109.1 . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5B 109.5 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 108.0 . . ? C5 C6 C7 111.3(3) . . ? C5 C6 H6A 109.4 . . ? C7 C6 H6A 109.4 . . ? C5 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C10 C11 H11A 109.6 . . ? C10 C11 H11B 109.4 . . ? H11A C11 H11B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.469 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.071 data_shelxla _database_code_depnum_ccdc_archive 'CCDC 858675' #TrackingRef '- tch100329Ge1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H33 N2, C6 H6, I' _chemical_formula_sum 'C23 H39 I N2' _chemical_formula_weight 470.46 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' 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 10.5760(9) _cell_length_b 15.2480(6) _cell_length_c 15.1009(11) _cell_angle_alpha 90 _cell_angle_beta 98.247(7) _cell_angle_gamma 90 _cell_volume 2410.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 17837 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 1.337 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.105 0 -1 0 0.102 -1 0 0 0.139 1 0 0 0.224 0 0 1 0.156 0 0 -1 0.125 1 0 1 0.114 -1 0 -1 0.119 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.617 _exptl_absorpt_correction_T_max 0.793 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17797 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5456 _reflns_number_gt 4413 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0097P)^2^+2.7606P] 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_extinction_coef ? _refine_ls_number_reflns 5456 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0662 _refine_ls_wR_factor_gt 0.0571 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.139 _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 I1 I 0.596332(17) 0.331104(11) 0.172742(11) 0.02896(6) Uani 1 1 d . . . N1 N 0.6501(2) 0.16082(14) 0.35086(14) 0.0253(5) Uani 1 1 d . . . H1 H 0.6295 0.1864 0.3001 0.030 Uiso 1 1 d R . . C1 C 0.5973(2) 0.08384(17) 0.36065(17) 0.0234(5) Uani 1 1 d . . . N11 N 0.5041(2) 0.05321(14) 0.30170(15) 0.0285(5) Uani 1 1 d . . . H11 H 0.4785 0.0010 0.3112 0.034 Uiso 1 1 d R . . C2 C 0.7414(2) 0.20743(17) 0.41752(17) 0.0255(5) Uani 1 1 d . . . H2 H 0.7640 0.1691 0.4695 0.031 Uiso 1 1 d R . . C14 C 0.6417(2) 0.02671(17) 0.44069(17) 0.0247(5) Uani 1 1 d . . . H14A H 0.5807 -0.0204 0.4431 0.030 Uiso 1 1 d R . . H14B H 0.6432 0.0614 0.4947 0.030 Uiso 1 1 d R . . C3 C 0.8622(2) 0.22858(18) 0.37782(19) 0.0293(6) Uani 1 1 d . . . H3A H 0.8397 0.2614 0.3228 0.035 Uiso 1 1 d R . . H3B H 0.9031 0.1745 0.3634 0.035 Uiso 1 1 d R . . C8 C 0.4380(3) 0.09770(18) 0.22157(17) 0.0277(6) Uani 1 1 d . . . H8 H 0.4537 0.1609 0.2280 0.033 Uiso 1 1 d R . . C7 C 0.6784(3) 0.28963(18) 0.44748(18) 0.0298(6) Uani 1 1 d . . . H7A H 0.6055 0.2734 0.4762 0.036 Uiso 1 1 d R . . H7B H 0.6479 0.3254 0.3957 0.036 Uiso 1 1 d R . . C6 C 0.7727(3) 0.34258(19) 0.51256(19) 0.0357(6) Uani 1 1 d . . . H6A H 0.7320 0.3962 0.5285 0.043 Uiso 1 1 d R . . H6B H 0.7969 0.3089 0.5668 0.043 Uiso 1 1 d R . . C15 C 0.7741(3) -0.01335(19) 0.43994(19) 0.0326(6) Uani 1 1 d . . . H15A H 0.8355 0.0334 0.4369 0.039 Uiso 1 1 d R . . H15B H 0.7728 -0.0495 0.3870 0.039 Uiso 1 1 d R . . C11 C 0.2723(3) 0.0943(2) 0.04855(19) 0.0379(7) Uani 1 1 d . . . H11A H 0.2277 0.1250 -0.0030 0.046 Uiso 1 1 d R . . H11B H 0.2546 0.0321 0.0407 0.046 Uiso 1 1 d R . . C16 C 0.8158(3) -0.0691(2) 0.5235(2) 0.0433(8) Uani 1 1 d . . . H16A H 0.8117 -0.0334 0.5762 0.052 Uiso 1 1 d R . . H16B H 0.9041 -0.0865 0.5240 0.052 Uiso 1 1 d R . . C10 C 0.4143(3) 0.1092(2) 0.05440(19) 0.0403(7) Uani 1 1 d . . . H10A H 0.4441 0.0854 0.0015 0.048 Uiso 1 1 d R . . H10B H 0.4310 0.1717 0.0561 0.048 Uiso 1 1 d R . . C5 C 0.8914(3) 0.3652(2) 0.4711(2) 0.0369(7) Uani 1 1 d . . . H5A H 0.9511 0.3971 0.5142 0.044 Uiso 1 1 d R . . H5B H 0.8680 0.4028 0.4195 0.044 Uiso 1 1 d R . . C9 C 0.4879(3) 0.0665(2) 0.13820(19) 0.0392(7) Uani 1 1 d . . . H9A H 0.5780 0.0808 0.1424 0.047 Uiso 1 1 d R . . H9B H 0.4792 0.0033 0.1335 0.047 Uiso 1 1 d R . . C13 C 0.2959(3) 0.0818(2) 0.21593(19) 0.0369(7) Uani 1 1 d . . . H13A H 0.2657 0.1052 0.2688 0.044 Uiso 1 1 d R . . H13B H 0.2792 0.0192 0.2136 0.044 Uiso 1 1 d R . . C4 C 0.9553(3) 0.2824(2) 0.4428(2) 0.0380(7) Uani 1 1 d . . . H4A H 1.0286 0.2984 0.4144 0.046 Uiso 1 1 d R . . H4B H 0.9853 0.2472 0.4951 0.046 Uiso 1 1 d R . . C12 C 0.2242(3) 0.1254(2) 0.1319(2) 0.0436(8) Uani 1 1 d . . . H12A H 0.1336 0.1127 0.1279 0.052 Uiso 1 1 d R . . H12B H 0.2352 0.1884 0.1369 0.052 Uiso 1 1 d R . . C18 C 0.2264(3) 0.4136(3) 0.2989(2) 0.0546(10) Uani 1 1 d . . . H18 H 0.3095 0.4186 0.3283 0.066 Uiso 1 1 d R . . C19 C 0.1467(4) 0.4849(3) 0.2936(2) 0.0615(11) Uani 1 1 d . . . H19 H 0.1757 0.5380 0.3192 0.074 Uiso 1 1 d R . . C20 C 0.0238(4) 0.4777(3) 0.2502(3) 0.0629(11) Uani 1 1 d . . . H20 H -0.0307 0.5258 0.2469 0.075 Uiso 1 1 d R . . C17 C 0.7360(3) -0.1504(2) 0.5290(2) 0.0492(8) Uani 1 1 d . . . H17A H 0.6501 -0.1336 0.5350 0.059 Uiso 1 1 d R . . H17B H 0.7713 -0.1846 0.5800 0.059 Uiso 1 1 d R . . H17C H 0.7355 -0.1846 0.4756 0.059 Uiso 1 1 d R . . C22 C 0.0634(4) 0.3280(3) 0.2184(3) 0.0605(10) Uani 1 1 d . . . H22 H 0.0350 0.2748 0.1927 0.073 Uiso 1 1 d R . . C23 C 0.1854(4) 0.3357(3) 0.2612(2) 0.0547(9) Uani 1 1 d . . . H23 H 0.2403 0.2878 0.2650 0.066 Uiso 1 1 d R . . C21 C -0.0180(4) 0.3985(3) 0.2130(3) 0.0638(12) Uani 1 1 d . . . H21 H -0.1012 0.3935 0.1836 0.077 Uiso 1 1 d 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 I1 0.03878(10) 0.02064(9) 0.02601(9) 0.00205(8) -0.00035(6) 0.00114(8) N1 0.0303(11) 0.0225(11) 0.0213(10) 0.0025(9) -0.0028(8) -0.0030(9) C1 0.0246(13) 0.0232(13) 0.0226(12) 0.0006(10) 0.0040(10) 0.0016(10) N11 0.0323(12) 0.0221(11) 0.0284(12) 0.0062(10) -0.0049(10) -0.0049(9) C2 0.0277(14) 0.0248(13) 0.0222(12) 0.0015(11) -0.0028(10) -0.0033(10) C14 0.0300(14) 0.0227(12) 0.0209(12) 0.0014(10) 0.0022(10) -0.0013(10) C3 0.0262(14) 0.0293(14) 0.0310(14) -0.0031(12) 0.0000(11) 0.0018(11) C8 0.0320(14) 0.0245(13) 0.0240(13) 0.0047(11) -0.0051(11) -0.0049(11) C7 0.0334(15) 0.0294(14) 0.0278(14) -0.0028(12) 0.0082(11) -0.0025(11) C6 0.0477(17) 0.0283(15) 0.0306(14) -0.0053(13) 0.0041(13) -0.0033(13) C15 0.0339(15) 0.0309(15) 0.0324(15) 0.0043(12) 0.0029(12) 0.0064(12) C11 0.0432(17) 0.0367(16) 0.0297(15) 0.0022(13) -0.0092(13) -0.0068(13) C16 0.0497(19) 0.0389(17) 0.0363(17) 0.0057(14) -0.0108(14) 0.0093(14) C10 0.0451(18) 0.0509(19) 0.0255(14) 0.0029(14) 0.0070(13) 0.0045(14) C5 0.0372(16) 0.0324(15) 0.0388(16) -0.0059(13) -0.0020(13) -0.0082(12) C9 0.0360(17) 0.0514(19) 0.0307(15) 0.0040(14) 0.0064(13) 0.0090(14) C13 0.0316(15) 0.0507(19) 0.0285(15) 0.0080(14) 0.0048(12) 0.0025(13) C4 0.0279(15) 0.0403(17) 0.0431(17) -0.0030(14) -0.0040(13) -0.0037(12) C12 0.0307(16) 0.062(2) 0.0363(16) 0.0119(16) 0.0005(13) 0.0074(14) C18 0.046(2) 0.083(3) 0.0325(17) 0.0017(19) -0.0018(15) -0.0134(19) C19 0.069(3) 0.075(3) 0.0409(19) -0.022(2) 0.0109(18) -0.011(2) C20 0.053(2) 0.085(3) 0.054(2) -0.007(2) 0.0224(19) 0.014(2) C17 0.065(2) 0.0360(18) 0.0465(19) 0.0159(15) 0.0076(16) 0.0114(15) C22 0.069(3) 0.060(2) 0.052(2) 0.006(2) 0.0047(19) -0.025(2) C23 0.061(2) 0.062(2) 0.0413(18) 0.0123(19) 0.0062(16) 0.0000(19) C21 0.0349(19) 0.105(4) 0.052(2) 0.006(2) 0.0061(16) -0.020(2) _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 N1 C1 1.317(3) . ? N1 C2 1.474(3) . ? N1 H1 0.8600 . ? C1 N11 1.316(3) . ? C1 C14 1.509(3) . ? N11 C8 1.473(3) . ? N11 H11 0.8601 . ? C2 C7 1.519(4) . ? C2 C3 1.522(4) . ? C2 H2 0.9800 . ? C14 C15 1.529(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C3 C4 1.526(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9701 . ? C8 C9 1.511(4) . ? C8 C13 1.513(4) . ? C8 H8 0.9801 . ? C7 C6 1.526(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9701 . ? C6 C5 1.521(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9701 . ? C15 C16 1.533(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9699 . ? C11 C12 1.501(4) . ? C11 C10 1.509(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9701 . ? C16 C17 1.509(5) . ? C16 H16A 0.9701 . ? C16 H16B 0.9700 . ? C10 C9 1.532(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C5 C4 1.522(4) . ? C5 H5A 0.9699 . ? C5 H5B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9701 . ? C13 C12 1.533(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9701 . ? C4 H4A 0.9701 . ? C4 H4B 0.9700 . ? C12 H12A 0.9701 . ? C12 H12B 0.9700 . ? C18 C23 1.361(5) . ? C18 C19 1.370(6) . ? C18 H18 0.9301 . ? C19 C20 1.374(5) . ? C19 H19 0.9300 . ? C20 C21 1.378(6) . ? C20 H20 0.9300 . ? C17 H17A 0.9600 . ? C17 H17B 0.9599 . ? C17 H17C 0.9600 . ? C22 C23 1.364(5) . ? C22 C21 1.372(6) . ? C22 H22 0.9301 . ? C23 H23 0.9300 . ? C21 H21 0.9300 . ? 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 C1 N1 C2 126.9(2) . . ? C1 N1 H1 116.6 . . ? C2 N1 H1 116.6 . . ? N11 C1 N1 121.9(2) . . ? N11 C1 C14 117.0(2) . . ? N1 C1 C14 121.1(2) . . ? C1 N11 C8 127.8(2) . . ? C1 N11 H11 116.1 . . ? C8 N11 H11 116.1 . . ? N1 C2 C7 109.2(2) . . ? N1 C2 C3 109.8(2) . . ? C7 C2 C3 111.8(2) . . ? N1 C2 H2 108.6 . . ? C7 C2 H2 108.7 . . ? C3 C2 H2 108.7 . . ? C1 C14 C15 113.9(2) . . ? C1 C14 H14A 109.0 . . ? C15 C14 H14A 108.6 . . ? C1 C14 H14B 108.9 . . ? C15 C14 H14B 108.6 . . ? H14A C14 H14B 107.7 . . ? C2 C3 C4 111.2(2) . . ? C2 C3 H3A 109.3 . . ? C4 C3 H3A 109.3 . . ? C2 C3 H3B 109.6 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 108.0 . . ? N11 C8 C9 111.0(2) . . ? N11 C8 C13 108.8(2) . . ? C9 C8 C13 111.5(2) . . ? N11 C8 H8 108.6 . . ? C9 C8 H8 108.5 . . ? C13 C8 H8 108.4 . . ? C2 C7 C6 110.8(2) . . ? C2 C7 H7A 109.5 . . ? C6 C7 H7A 109.5 . . ? C2 C7 H7B 109.4 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? C5 C6 C7 110.9(2) . . ? C5 C6 H6A 109.4 . . ? C7 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? C7 C6 H6B 109.4 . . ? H6A C6 H6B 108.1 . . ? C14 C15 C16 111.8(2) . . ? C14 C15 H15A 109.1 . . ? C16 C15 H15A 109.3 . . ? C14 C15 H15B 109.2 . . ? C16 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? C12 C11 C10 111.0(2) . . ? C12 C11 H11A 109.7 . . ? C10 C11 H11A 109.8 . . ? C12 C11 H11B 109.2 . . ? C10 C11 H11B 109.1 . . ? H11A C11 H11B 108.1 . . ? C17 C16 C15 113.8(3) . . ? C17 C16 H16A 108.9 . . ? C15 C16 H16A 108.8 . . ? C17 C16 H16B 108.7 . . ? C15 C16 H16B 108.8 . . ? H16A C16 H16B 107.7 . . ? C11 C10 C9 111.6(3) . . ? C11 C10 H10A 109.5 . . ? C9 C10 H10A 109.6 . . ? C11 C10 H10B 109.0 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 108.0 . . ? C6 C5 C4 110.7(2) . . ? C6 C5 H5A 109.5 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.5 . . ? C4 C5 H5B 109.7 . . ? H5A C5 H5B 108.0 . . ? C8 C9 C10 110.9(2) . . ? C8 C9 H9A 109.4 . . ? C10 C9 H9A 109.7 . . ? C8 C9 H9B 109.5 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 108.1 . . ? C8 C13 C12 110.3(2) . . ? C8 C13 H13A 109.7 . . ? C12 C13 H13A 109.9 . . ? C8 C13 H13B 109.5 . . ? C12 C13 H13B 109.4 . . ? H13A C13 H13B 108.2 . . ? C5 C4 C3 110.8(2) . . ? C5 C4 H4A 109.3 . . ? C3 C4 H4A 109.5 . . ? C5 C4 H4B 109.7 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.1 . . ? C11 C12 C13 111.7(3) . . ? C11 C12 H12A 109.5 . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12B 109.0 . . ? C13 C12 H12B 109.0 . . ? H12A C12 H12B 108.0 . . ? C23 C18 C19 120.8(4) . . ? C23 C18 H18 119.6 . . ? C19 C18 H18 119.7 . . ? C18 C19 C20 119.8(4) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.1 . . ? C19 C20 C21 119.4(4) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 120.7 . . ? C16 C17 H17A 109.3 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.6 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C22 C21 120.2(4) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 119.8 . . ? C18 C23 C22 119.8(4) . . ? C18 C23 H23 120.2 . . ? C22 C23 H23 120.0 . . ? C22 C21 C20 120.0(4) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 119.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 I1 0.86 2.91 3.723(2) 157.4 . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.410 _refine_diff_density_min -0.693 _refine_diff_density_rms 0.086 # Attachment '- tch100803Sn1.cif' data_shelxlc _database_code_depnum_ccdc_archive 'CCDC 858676' #TrackingRef '- tch100803Sn1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C58 H86 Cl2 N4 Sn2' _chemical_formula_sum 'C58 H86 Cl2 N4 Sn2' _chemical_formula_weight 1147.59 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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.8450(10) _cell_length_b 28.878(2) _cell_length_c 10.6540(8) _cell_angle_alpha 90 _cell_angle_beta 104.068(7) _cell_angle_gamma 90 _cell_volume 2938.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 27646 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description colourless _exptl_crystal_colour plate _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1192 _exptl_absorpt_coefficient_mu 0.979 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.015 -1 0 0 0.062 0 0 1 0.113 0 0 -1 0.160 0 -1 0 0.061 0 1 0 0.044 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.800 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27606 _diffrn_reflns_av_R_equivalents 0.0933 _diffrn_reflns_av_sigmaI/netI 0.0982 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 27.50 _reflns_number_total 12365 _reflns_number_gt 9806 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0762P)^2^+11.1914P] 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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00 _refine_ls_number_reflns 12365 _refine_ls_number_parameters 595 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1003 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.1744 _refine_ls_wR_factor_gt 0.1534 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 Sn1 Sn 0.22863(6) 0.233723(19) 0.57371(5) 0.01961(15) Uani 1 1 d . . . Sn2 Sn 0.05415(6) 0.311258(19) 0.22756(6) 0.02052(16) Uani 1 1 d . . . Cl1 Cl 0.2255(3) 0.22723(9) 0.3407(2) 0.0302(5) Uani 1 1 d . . . Cl2 Cl 0.0493(2) 0.31390(10) 0.4595(2) 0.0289(5) Uani 1 1 d . . . C1 C 0.0949(9) 0.1546(3) 0.5890(8) 0.0183(17) Uani 1 1 d . . . N1 N 0.0340(8) 0.1955(2) 0.5640(7) 0.0179(16) Uani 1 1 d . . . N2 N 0.2288(8) 0.1560(3) 0.5903(7) 0.0208(17) Uani 1 1 d . . . C101 C 0.1877(9) 0.3918(3) 0.2229(8) 0.0190(18) Uani 1 1 d . . . C19 C 0.3199(11) 0.0896(3) 0.4958(10) 0.029(2) Uani 1 1 d . . . C15 C 0.4204(11) 0.1113(3) 0.7215(10) 0.030(2) Uani 1 1 d . . . C10 C -0.1037(13) 0.2314(6) 0.8843(10) 0.048(3) Uani 1 1 d . . . H10A H -0.1879 0.2473 0.8891 0.057 Uiso 1 1 d R . . H10B H -0.0314 0.2379 0.9605 0.057 Uiso 1 1 d R . . H10C H -0.1211 0.1987 0.8782 0.057 Uiso 1 1 d R . . N3 N 0.0540(7) 0.3891(3) 0.2236(7) 0.0174(16) Uani 1 1 d . . . C126 C 0.2600(11) 0.4341(3) 0.1930(10) 0.026(2) Uani 1 1 d . . . 126A H 0.3551 0.4344 0.2463 0.031 Uiso 1 1 d R . . 126B H 0.2124 0.4613 0.2147 0.031 Uiso 1 1 d R . . C115 C 0.4957(10) 0.3552(3) 0.3621(9) 0.025(2) Uani 1 1 d . . . C5 C -0.3905(11) 0.2306(7) 0.5069(11) 0.045(3) Uani 1 1 d . . . H5 H -0.4836 0.2398 0.4920 0.054 Uiso 1 1 d R . . C114 C 0.3939(9) 0.3410(3) 0.2521(9) 0.0207(18) Uani 1 1 d . . . C119 C 0.4322(9) 0.3148(5) 0.1554(9) 0.024(2) Uani 1 1 d . . . C120 C 0.4558(11) 0.3830(3) 0.4740(9) 0.027(2) Uani 1 1 d . . . H120 H 0.3606 0.3951 0.4427 0.032 Uiso 1 1 d R . . C124 C 0.3706(12) 0.3168(5) -0.0913(10) 0.042(3) Uani 1 1 d . . . 124A H 0.3719 0.3500 -0.0947 0.051 Uiso 1 1 d R . . 124B H 0.3042 0.3051 -0.1659 0.051 Uiso 1 1 d R . . 124C H 0.4620 0.3050 -0.0902 0.051 Uiso 1 1 d R . . C3 C -0.1544(9) 0.2318(5) 0.6414(9) 0.027(2) Uani 1 1 d . . . C26 C 0.0198(10) 0.1122(3) 0.6240(10) 0.025(2) Uani 1 1 d . . . H26A H -0.0784 0.1138 0.5793 0.030 Uiso 1 1 d R . . H26B H 0.0586 0.0843 0.5961 0.030 Uiso 1 1 d R . . C102 C -0.0373(9) 0.4276(3) 0.2221(9) 0.0199(18) Uani 1 1 d . . . C14 C 0.3224(10) 0.1179(3) 0.6056(9) 0.0214(19) Uani 1 1 d . . . C20 C 0.4296(11) 0.1424(4) 0.8386(9) 0.029(2) Uani 1 1 d . . . H20 H 0.3430 0.1605 0.8233 0.035 Uiso 1 1 d R . . C7 C -0.2087(10) 0.1893(4) 0.4347(11) 0.030(2) Uani 1 1 d . . . N4 N 0.2494(8) 0.3501(3) 0.2426(8) 0.0238(17) Uani 1 1 d . . . C111 C 0.0681(11) 0.4393(3) 0.4616(9) 0.026(2) Uani 1 1 d . . . H111 H 0.1199 0.4118 0.4461 0.031 Uiso 1 1 d R . . C2 C -0.1114(9) 0.2044(3) 0.5472(9) 0.0212(19) Uani 1 1 d . . . C110 C -0.2721(13) 0.3794(5) -0.0418(12) 0.046(3) Uani 1 1 d . . . 110A H -0.2588 0.3561 0.0245 0.055 Uiso 1 1 d R . . 110B H -0.2809 0.3648 -0.1244 0.055 Uiso 1 1 d R . . 110C H -0.3556 0.3967 -0.0426 0.055 Uiso 1 1 d R . . C107 C -0.0384(10) 0.4506(3) 0.3376(10) 0.025(2) Uani 1 1 d . . . C116 C 0.6349(11) 0.3414(4) 0.3770(10) 0.036(3) Uani 1 1 d . . . H116 H 0.7026 0.3501 0.4503 0.043 Uiso 1 1 d R . . C118 C 0.5722(10) 0.3022(4) 0.1745(10) 0.036(3) Uani 1 1 d . . . H118 H 0.5993 0.2853 0.1105 0.043 Uiso 1 1 d R . . C123 C 0.3290(11) 0.3013(3) 0.0319(10) 0.031(2) Uani 1 1 d . . . H123 H 0.2393 0.3160 0.0321 0.038 Uiso 1 1 d R . . C117 C 0.6715(10) 0.3159(6) 0.2825(11) 0.042(3) Uani 1 1 d . . . H117 H 0.7637 0.3061 0.2930 0.050 Uiso 1 1 d R . . C127 C 0.2651(13) 0.4367(4) 0.0517(9) 0.034(2) Uani 1 1 d . . . 127A H 0.3039 0.4080 0.0286 0.041 Uiso 1 1 d R . . 127B H 0.1698 0.4391 -0.0004 0.041 Uiso 1 1 d R . . C106 C -0.1378(11) 0.4838(4) 0.3358(11) 0.035(2) Uani 1 1 d . . . H106 H -0.1394 0.4991 0.4123 0.041 Uiso 1 1 d R . . C6 C -0.3488(10) 0.2023(4) 0.4205(11) 0.033(2) Uani 1 1 d . . . H6 H -0.4156 0.1916 0.3490 0.040 Uiso 1 1 d R . . C113 C 0.1765(12) 0.4791(4) 0.5039(11) 0.037(3) Uani 1 1 d . . . 113A H 0.2273 0.4839 0.4386 0.044 Uiso 1 1 d R . . 113B H 0.2408 0.4710 0.5841 0.044 Uiso 1 1 d R . . 113C H 0.1278 0.5070 0.5152 0.044 Uiso 1 1 d R . . C104 C -0.2359(11) 0.4738(4) 0.1097(11) 0.036(3) Uani 1 1 d . . . H104 H -0.3014 0.4823 0.0345 0.043 Uiso 1 1 d R . . C122 C 0.5529(16) 0.4241(5) 0.5152(13) 0.056(4) Uani 1 1 d . . . 122A H 0.5121 0.4453 0.5651 0.068 Uiso 1 1 d R . . 122B H 0.5680 0.4397 0.4401 0.068 Uiso 1 1 d R . . 122C H 0.6407 0.4131 0.5669 0.068 Uiso 1 1 d R . . C112 C -0.0014(13) 0.4282(4) 0.5754(11) 0.041(3) Uani 1 1 d . . . 112A H -0.0448 0.4557 0.5985 0.049 Uiso 1 1 d R . . 112B H 0.0690 0.4176 0.6487 0.049 Uiso 1 1 d R . . 112C H -0.0710 0.4046 0.5489 0.049 Uiso 1 1 d R . . C128 C 0.3483(13) 0.4759(4) 0.0184(11) 0.039(3) Uani 1 1 d . . . 128A H 0.3102 0.5045 0.0434 0.047 Uiso 1 1 d R . . 128B H 0.4436 0.4731 0.0703 0.047 Uiso 1 1 d R . . C103 C -0.1373(10) 0.4379(3) 0.1055(10) 0.028(2) Uani 1 1 d . . . C125 C 0.3063(13) 0.2485(4) 0.0259(13) 0.046(3) Uani 1 1 d . . . 125A H 0.3947 0.2331 0.0349 0.055 Uiso 1 1 d R . . 125B H 0.2450 0.2404 -0.0559 0.055 Uiso 1 1 d R . . 125C H 0.2650 0.2389 0.0946 0.055 Uiso 1 1 d R . . C24 C 0.2997(16) 0.1076(5) 0.2609(13) 0.057(4) Uani 1 1 d . . . H24A H 0.3567 0.1347 0.2843 0.068 Uiso 1 1 d R . . H24B H 0.2330 0.1129 0.1800 0.068 Uiso 1 1 d R . . H24C H 0.3581 0.0818 0.2526 0.068 Uiso 1 1 d R . . C105 C -0.2354(12) 0.4954(4) 0.2241(13) 0.044(3) Uani 1 1 d . . . H105 H -0.3009 0.5184 0.2266 0.053 Uiso 1 1 d R . . C25 C 0.1214(14) 0.0571(4) 0.3255(11) 0.045(3) Uani 1 1 d . . . H25A H 0.1731 0.0293 0.3201 0.054 Uiso 1 1 d R . . H25B H 0.0604 0.0637 0.2424 0.054 Uiso 1 1 d R . . H25C H 0.0667 0.0531 0.3880 0.054 Uiso 1 1 d R . . C4 C -0.2933(11) 0.2440(4) 0.6195(10) 0.037(3) Uani 1 1 d . . . H4 H -0.3227 0.2623 0.6797 0.044 Uiso 1 1 d R . . C8 C -0.0558(11) 0.2477(4) 0.7654(10) 0.032(2) Uani 1 1 d . . . H8 H 0.0366 0.2343 0.7690 0.038 Uiso 1 1 d R . . C108 C -0.1463(11) 0.4119(4) -0.0164(10) 0.033(2) Uani 1 1 d . . . H108 H -0.0620 0.3927 -0.0040 0.039 Uiso 1 1 d R . . C27 C 0.0332(13) 0.1104(4) 0.7693(11) 0.038(3) Uani 1 1 d . . . H27A H 0.0110 0.1406 0.7990 0.046 Uiso 1 1 d R . . H27B H 0.1298 0.1036 0.8122 0.046 Uiso 1 1 d R . . C9 C -0.0422(15) 0.3006(3) 0.7695(11) 0.043(3) Uani 1 1 d . . . H9A H 0.0107 0.3102 0.7092 0.051 Uiso 1 1 d R . . H9B H 0.0056 0.3101 0.8552 0.051 Uiso 1 1 d R . . H9C H -0.1333 0.3146 0.7465 0.051 Uiso 1 1 d R . . C28 C -0.0621(14) 0.0743(5) 0.8076(12) 0.048(3) Uani 1 1 d . . . H28A H -0.0404 0.0442 0.7771 0.057 Uiso 1 1 d R . . H28B H -0.1587 0.0813 0.7652 0.057 Uiso 1 1 d R . . C16 C 0.5179(13) 0.0757(4) 0.7313(13) 0.042(3) Uani 1 1 d . . . H16 H 0.5837 0.0709 0.8091 0.050 Uiso 1 1 d R . . C121 C 0.4552(16) 0.3513(5) 0.5891(13) 0.056(4) Uani 1 1 d . . . 121A H 0.5113 0.3652 0.6663 0.068 Uiso 1 1 d R . . 121B H 0.4944 0.3218 0.5752 0.068 Uiso 1 1 d R . . 121C H 0.3615 0.3470 0.5983 0.068 Uiso 1 1 d R . . C17 C 0.5182(13) 0.0479(4) 0.6288(13) 0.048(3) Uani 1 1 d . . . H17 H 0.5854 0.0247 0.6372 0.058 Uiso 1 1 d R . . C18 C 0.4202(13) 0.0538(4) 0.5128(12) 0.043(3) Uani 1 1 d . . . H18 H 0.4213 0.0339 0.4443 0.052 Uiso 1 1 d R . . C29 C -0.0467(19) 0.0717(6) 0.9532(13) 0.070(5) Uani 1 1 d . . . H29A H 0.0446 0.0602 0.9950 0.084 Uiso 1 1 d R . . H29B H -0.1168 0.0511 0.9703 0.084 Uiso 1 1 d R . . H29C H -0.0592 0.1020 0.9859 0.084 Uiso 1 1 d R . . C23 C 0.2230(13) 0.0973(4) 0.3667(10) 0.037(3) Uani 1 1 d . . . H23 H 0.1667 0.1247 0.3739 0.044 Uiso 1 1 d R . . C129 C 0.3525(19) 0.4798(5) -0.1210(14) 0.066(4) Uani 1 1 d . . . 129A H 0.4054 0.4545 -0.1432 0.079 Uiso 1 1 d R . . 129B H 0.3962 0.5085 -0.1342 0.079 Uiso 1 1 d R . . 129C H 0.2589 0.4790 -0.1747 0.079 Uiso 1 1 d R . . C22 C 0.4408(15) 0.1159(5) 0.9644(12) 0.050(3) Uani 1 1 d . . . H22A H 0.3719 0.0917 0.9520 0.060 Uiso 1 1 d R . . H22B H 0.4262 0.1368 1.0300 0.060 Uiso 1 1 d R . . H22C H 0.5327 0.1026 0.9910 0.060 Uiso 1 1 d R . . C11 C -0.1673(12) 0.1608(4) 0.3346(11) 0.037(3) Uani 1 1 d . . . H11 H -0.0693 0.1519 0.3692 0.045 Uiso 1 1 d R . . C12 C -0.1775(14) 0.1894(4) 0.2100(11) 0.042(3) Uani 1 1 d . . . H12A H -0.2737 0.1949 0.1669 0.051 Uiso 1 1 d R . . H12B H -0.1328 0.1726 0.1534 0.051 Uiso 1 1 d R . . H12C H -0.1307 0.2185 0.2327 0.051 Uiso 1 1 d R . . C21 C 0.5505(13) 0.1769(4) 0.8511(13) 0.045(3) Uani 1 1 d . . . H21A H 0.5489 0.1988 0.9186 0.054 Uiso 1 1 d R . . H21B H 0.5411 0.1931 0.7707 0.054 Uiso 1 1 d R . . H21C H 0.6376 0.1604 0.8717 0.054 Uiso 1 1 d R . . C13 C -0.2534(16) 0.1163(5) 0.2985(13) 0.057(4) Uani 1 1 d . . . H13A H -0.2514 0.0987 0.3754 0.069 Uiso 1 1 d R . . H13B H -0.2136 0.0982 0.2408 0.069 Uiso 1 1 d R . . H13C H -0.3486 0.1240 0.2568 0.069 Uiso 1 1 d R . . C109 C -0.1535(16) 0.4426(5) -0.1334(12) 0.062(4) Uani 1 1 d . . . 109A H -0.2334 0.4627 -0.1465 0.075 Uiso 1 1 d R . . 109B H -0.1604 0.4237 -0.2089 0.075 Uiso 1 1 d R . . 109C H -0.0696 0.4608 -0.1185 0.075 Uiso 1 1 d 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 Sn1 0.0159(3) 0.0198(3) 0.0214(3) 0.0003(3) 0.0011(2) -0.0021(3) Sn2 0.0174(3) 0.0212(3) 0.0214(3) -0.0011(3) 0.0018(2) -0.0013(3) Cl1 0.0355(13) 0.0320(14) 0.0263(10) 0.0055(10) 0.0135(9) 0.0112(11) Cl2 0.0335(12) 0.0290(11) 0.0281(10) 0.0061(11) 0.0150(9) 0.0085(11) C1 0.015(4) 0.027(5) 0.012(4) -0.001(3) 0.003(3) -0.001(4) N1 0.023(4) 0.013(4) 0.018(4) 0.002(3) 0.006(3) 0.001(3) N2 0.018(4) 0.020(4) 0.021(4) 0.002(3) -0.001(3) 0.000(3) C101 0.016(4) 0.020(4) 0.018(4) -0.004(3) -0.003(3) 0.002(3) C19 0.034(6) 0.018(4) 0.034(5) -0.001(4) 0.009(4) -0.001(4) C15 0.023(5) 0.025(5) 0.041(6) 0.013(4) 0.009(4) 0.004(4) C10 0.050(7) 0.070(8) 0.023(5) -0.008(7) 0.008(5) -0.019(8) N3 0.019(4) 0.009(4) 0.024(4) 0.005(3) 0.006(3) 0.007(3) C126 0.030(6) 0.020(5) 0.026(5) -0.005(4) 0.006(4) -0.002(4) C115 0.020(5) 0.026(5) 0.027(5) -0.004(4) 0.003(4) -0.005(4) C5 0.024(5) 0.065(8) 0.049(6) 0.023(8) 0.016(5) 0.019(8) C114 0.015(4) 0.025(5) 0.021(4) 0.002(4) 0.000(3) 0.003(4) C119 0.020(5) 0.029(5) 0.025(4) 0.004(5) 0.007(4) 0.012(5) C120 0.026(5) 0.028(5) 0.018(4) 0.000(4) -0.010(4) -0.004(4) C124 0.042(6) 0.052(8) 0.032(5) -0.013(6) 0.008(5) 0.010(6) C3 0.021(5) 0.026(5) 0.035(5) -0.003(6) 0.010(4) 0.001(6) C26 0.018(5) 0.026(5) 0.032(5) -0.002(4) 0.008(4) -0.007(4) C102 0.009(4) 0.022(4) 0.030(5) 0.003(4) 0.007(3) 0.003(3) C14 0.019(5) 0.017(4) 0.027(5) -0.004(4) 0.002(4) 0.005(4) C20 0.029(5) 0.032(5) 0.025(5) 0.008(4) 0.006(4) 0.004(4) C7 0.021(5) 0.033(5) 0.039(6) 0.004(5) 0.013(4) -0.004(4) N4 0.014(4) 0.028(4) 0.029(4) -0.001(3) 0.005(3) -0.001(3) C111 0.035(6) 0.019(4) 0.024(5) -0.004(4) 0.006(4) -0.005(4) C2 0.010(4) 0.026(5) 0.029(5) 0.000(4) 0.007(4) -0.006(3) C110 0.040(7) 0.052(8) 0.045(7) -0.012(6) 0.007(6) -0.018(6) C107 0.023(5) 0.022(5) 0.033(5) -0.002(4) 0.010(4) -0.002(4) C116 0.025(6) 0.053(7) 0.029(5) -0.001(5) 0.004(4) -0.010(5) C118 0.025(5) 0.046(7) 0.040(6) -0.005(5) 0.017(4) 0.003(5) C123 0.029(5) 0.037(6) 0.030(5) -0.009(4) 0.013(4) -0.005(4) C117 0.013(5) 0.061(9) 0.048(6) -0.004(7) 0.001(4) 0.013(7) C127 0.054(7) 0.034(6) 0.016(4) 0.000(4) 0.011(5) -0.015(5) C106 0.030(6) 0.033(6) 0.041(6) -0.016(5) 0.011(5) 0.008(4) C6 0.011(5) 0.044(6) 0.039(6) 0.001(5) -0.005(4) 0.002(4) C113 0.037(6) 0.042(6) 0.030(6) -0.006(5) 0.006(5) -0.014(5) C104 0.020(5) 0.043(6) 0.045(6) 0.009(5) 0.009(5) 0.014(5) C122 0.078(10) 0.045(7) 0.043(7) -0.011(6) 0.009(7) -0.026(7) C112 0.049(7) 0.048(7) 0.035(6) -0.004(5) 0.026(5) -0.010(6) C128 0.043(7) 0.044(6) 0.032(6) 0.008(5) 0.011(5) -0.016(5) C103 0.019(5) 0.028(5) 0.039(6) 0.007(4) 0.009(4) 0.003(4) C125 0.040(7) 0.054(8) 0.047(7) -0.006(6) 0.018(6) -0.008(5) C24 0.074(10) 0.057(8) 0.054(8) -0.020(7) 0.042(8) -0.019(7) C105 0.031(6) 0.031(6) 0.070(9) -0.008(6) 0.009(6) 0.015(5) C25 0.066(8) 0.044(7) 0.025(5) -0.007(5) 0.009(5) -0.020(6) C4 0.025(5) 0.050(8) 0.037(5) 0.013(5) 0.009(4) 0.011(5) C8 0.030(6) 0.036(6) 0.033(5) -0.012(4) 0.014(4) 0.003(4) C108 0.021(5) 0.047(6) 0.027(5) 0.000(5) -0.002(4) 0.001(4) C27 0.050(7) 0.035(6) 0.028(5) 0.005(5) 0.009(5) -0.009(5) C9 0.079(9) 0.026(6) 0.027(5) -0.008(4) 0.022(5) -0.008(5) C28 0.052(8) 0.052(7) 0.049(7) 0.015(6) 0.031(6) 0.010(6) C16 0.041(7) 0.032(6) 0.054(8) 0.010(5) 0.015(6) 0.006(5) C121 0.069(10) 0.050(8) 0.055(8) 0.000(7) 0.024(7) -0.003(7) C17 0.033(7) 0.043(7) 0.065(8) 0.005(6) 0.004(6) 0.020(5) C18 0.052(8) 0.030(6) 0.052(7) -0.008(5) 0.021(6) 0.012(5) C29 0.105(13) 0.078(11) 0.041(7) 0.003(7) 0.043(8) -0.019(10) C23 0.045(7) 0.037(6) 0.032(6) -0.005(5) 0.016(5) -0.002(5) C129 0.090(12) 0.064(9) 0.048(8) 0.000(7) 0.025(8) -0.025(8) C22 0.055(8) 0.058(8) 0.037(7) 0.003(6) 0.012(6) -0.006(7) C11 0.029(6) 0.052(7) 0.031(5) -0.011(5) 0.007(5) 0.000(5) C12 0.066(8) 0.039(6) 0.028(6) -0.007(5) 0.024(6) -0.011(6) C21 0.040(7) 0.037(6) 0.059(8) -0.019(6) 0.017(6) -0.011(5) C13 0.072(10) 0.047(8) 0.045(7) -0.015(6) -0.001(7) -0.023(7) C109 0.070(10) 0.083(10) 0.038(7) 0.030(7) 0.022(7) 0.013(8) _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 Sn1 N1 2.192(8) . ? Sn1 N2 2.250(9) . ? Sn1 Cl1 2.483(2) . ? Sn1 C1 2.662(9) . ? Sn2 N4 2.197(8) . ? Sn2 N3 2.248(8) . ? Sn2 Cl2 2.484(2) . ? C1 N2 1.315(11) . ? C1 N1 1.324(11) . ? C1 C26 1.522(12) . ? N1 C2 1.421(11) . ? N2 C14 1.419(12) . ? C101 N3 1.320(11) . ? C101 N4 1.344(12) . ? C101 C126 1.486(13) . ? C19 C18 1.411(15) . ? C19 C14 1.423(13) . ? C19 C23 1.488(15) . ? C15 C14 1.383(14) . ? C15 C16 1.393(15) . ? C15 C20 1.522(15) . ? C10 C8 1.530(14) . ? C10 H10A 0.9601 . ? C10 H10B 0.9601 . ? C10 H10C 0.9599 . ? N3 C102 1.427(11) . ? C126 C127 1.520(13) . ? C126 126A 0.9700 . ? C126 126B 0.9701 . ? C115 C116 1.398(14) . ? C115 C114 1.405(13) . ? C115 C120 1.566(14) . ? C5 C6 1.367(18) . ? C5 C4 1.395(17) . ? C5 H5 0.9300 . ? C114 C119 1.403(14) . ? C114 N4 1.426(11) . ? C119 C118 1.392(13) . ? C119 C123 1.506(14) . ? C120 C122 1.520(15) . ? C120 C121 1.532(16) . ? C120 H120 0.9800 . ? C124 C123 1.533(15) . ? C124 124A 0.9599 . ? C124 124B 0.9600 . ? C124 124C 0.9600 . ? C3 C4 1.376(13) . ? C3 C2 1.422(14) . ? C3 C8 1.508(14) . ? C26 C27 1.522(14) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C102 C107 1.401(13) . ? C102 C103 1.416(14) . ? C20 C22 1.524(15) . ? C20 C21 1.535(15) . ? C20 H20 0.9799 . ? C7 C6 1.402(14) . ? C7 C2 1.409(14) . ? C7 C11 1.481(15) . ? C111 C107 1.509(14) . ? C111 C113 1.557(14) . ? C111 C112 1.563(13) . ? C111 H111 0.9800 . ? C110 C108 1.525(15) . ? C110 110A 0.9601 . ? C110 110B 0.9600 . ? C110 110C 0.9600 . ? C107 C106 1.367(13) . ? C116 C117 1.365(17) . ? C116 H116 0.9300 . ? C118 C117 1.374(16) . ? C118 H118 0.9300 . ? C123 C125 1.541(15) . ? C123 H123 0.9798 . ? C117 H117 0.9300 . ? C127 C128 1.491(14) . ? C127 127A 0.9702 . ? C127 127B 0.9699 . ? C106 C105 1.377(17) . ? C106 H106 0.9300 . ? C6 H6 0.9300 . ? C113 113A 0.9600 . ? C113 113B 0.9600 . ? C113 113C 0.9601 . ? C104 C105 1.368(17) . ? C104 C103 1.430(14) . ? C104 H104 0.9300 . ? C122 122A 0.9600 . ? C122 122B 0.9599 . ? C122 122C 0.9601 . ? C112 112A 0.9600 . ? C112 112B 0.9601 . ? C112 112C 0.9599 . ? C128 C129 1.499(17) . ? C128 128A 0.9699 . ? C128 128B 0.9700 . ? C103 C108 1.483(15) . ? C125 125A 0.9600 . ? C125 125B 0.9600 . ? C125 125C 0.9600 . ? C24 C23 1.531(15) . ? C24 H24A 0.9599 . ? C24 H24B 0.9599 . ? C24 H24C 0.9601 . ? C105 H105 0.9298 . ? C25 C23 1.525(16) . ? C25 H25A 0.9600 . ? C25 H25B 0.9601 . ? C25 H25C 0.9600 . ? C4 H4 0.9300 . ? C8 C9 1.534(14) . ? C8 H8 0.9801 . ? C108 C109 1.517(15) . ? C108 H108 0.9801 . ? C27 C28 1.524(16) . ? C27 H27A 0.9698 . ? C27 H27B 0.9701 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C28 C29 1.524(17) . ? C28 H28A 0.9701 . ? C28 H28B 0.9700 . ? C16 C17 1.356(17) . ? C16 H16 0.9300 . ? C121 121A 0.9599 . ? C121 121B 0.9600 . ? C121 121C 0.9600 . ? C17 C18 1.381(18) . ? C17 H17 0.9300 . ? C18 H18 0.9301 . ? C29 H29A 0.9600 . ? C29 H29B 0.9601 . ? C29 H29C 0.9599 . ? C23 H23 0.9801 . ? C129 129A 0.9601 . ? C129 129B 0.9600 . ? C129 129C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9602 . ? C22 H22C 0.9600 . ? C11 C13 1.537(17) . ? C11 C12 1.545(16) . ? C11 H11 0.9800 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9601 . ? C21 H21A 0.9601 . ? C21 H21B 0.9600 . ? C21 H21C 0.9599 . ? C13 H13A 0.9600 . ? C13 H13B 0.9599 . ? C13 H13C 0.9600 . ? C109 109A 0.9600 . ? C109 109B 0.9601 . ? C109 109C 0.9599 . ? 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 Sn1 N2 59.1(3) . . ? N1 Sn1 Cl1 96.7(2) . . ? N2 Sn1 Cl1 90.2(2) . . ? N1 Sn1 C1 29.7(3) . . ? N2 Sn1 C1 29.6(3) . . ? Cl1 Sn1 C1 96.32(18) . . ? N4 Sn2 N3 59.2(3) . . ? N4 Sn2 Cl2 98.0(2) . . ? N3 Sn2 Cl2 89.29(19) . . ? N2 C1 N1 112.2(8) . . ? N2 C1 C26 124.6(8) . . ? N1 C1 C26 122.9(8) . . ? N2 C1 Sn1 57.6(5) . . ? N1 C1 Sn1 55.1(5) . . ? C26 C1 Sn1 169.1(6) . . ? C1 N1 C2 125.4(7) . . ? C1 N1 Sn1 95.3(5) . . ? C2 N1 Sn1 139.3(6) . . ? C1 N2 C14 126.7(8) . . ? C1 N2 Sn1 92.8(6) . . ? C14 N2 Sn1 140.4(6) . . ? N3 C101 N4 111.0(8) . . ? N3 C101 C126 125.5(8) . . ? N4 C101 C126 123.3(8) . . ? C18 C19 C14 116.4(10) . . ? C18 C19 C23 120.0(9) . . ? C14 C19 C23 123.6(9) . . ? C14 C15 C16 119.2(10) . . ? C14 C15 C20 122.7(9) . . ? C16 C15 C20 118.2(10) . . ? C8 C10 H10A 110.0 . . ? C8 C10 H10B 109.0 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.4 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C101 N3 C102 125.4(8) . . ? C101 N3 Sn2 93.7(5) . . ? C102 N3 Sn2 140.9(6) . . ? C101 C126 C127 112.7(8) . . ? C101 C126 126A 109.0 . . ? C127 C126 126A 108.6 . . ? C101 C126 126B 109.2 . . ? C127 C126 126B 109.3 . . ? 126A C126 126B 107.9 . . ? C116 C115 C114 119.5(9) . . ? C116 C115 C120 118.7(9) . . ? C114 C115 C120 121.6(8) . . ? C6 C5 C4 119.3(10) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.6 . . ? C119 C114 C115 120.3(8) . . ? C119 C114 N4 119.3(8) . . ? C115 C114 N4 120.2(8) . . ? C118 C119 C114 117.8(9) . . ? C118 C119 C123 119.6(9) . . ? C114 C119 C123 122.5(8) . . ? C122 C120 C121 111.2(9) . . ? C122 C120 C115 111.4(9) . . ? C121 C120 C115 110.6(9) . . ? C122 C120 H120 107.6 . . ? C121 C120 H120 107.3 . . ? C115 C120 H120 108.7 . . ? C123 C124 124A 109.4 . . ? C123 C124 124B 109.6 . . ? 124A C124 124B 109.5 . . ? C123 C124 124C 109.3 . . ? 124A C124 124C 109.5 . . ? 124B C124 124C 109.5 . . ? C4 C3 C2 118.5(9) . . ? C4 C3 C8 118.2(10) . . ? C2 C3 C8 123.3(8) . . ? C27 C26 C1 110.5(8) . . ? C27 C26 H26A 109.4 . . ? C1 C26 H26A 109.0 . . ? C27 C26 H26B 109.9 . . ? C1 C26 H26B 110.0 . . ? H26A C26 H26B 108.0 . . ? C107 C102 C103 121.3(8) . . ? C107 C102 N3 119.9(8) . . ? C103 C102 N3 118.4(8) . . ? C15 C14 N2 120.2(8) . . ? C15 C14 C19 121.5(9) . . ? N2 C14 C19 118.1(8) . . ? C22 C20 C15 113.7(9) . . ? C22 C20 C21 111.2(10) . . ? C15 C20 C21 110.2(8) . . ? C22 C20 H20 106.8 . . ? C15 C20 H20 107.7 . . ? C21 C20 H20 106.9 . . ? C6 C7 C2 117.2(10) . . ? C6 C7 C11 120.4(10) . . ? C2 C7 C11 122.4(9) . . ? C101 N4 C114 125.5(8) . . ? C101 N4 Sn2 95.3(5) . . ? C114 N4 Sn2 138.8(6) . . ? C107 C111 C113 112.1(8) . . ? C107 C111 C112 112.4(9) . . ? C113 C111 C112 109.0(8) . . ? C107 C111 H111 107.8 . . ? C113 C111 H111 107.4 . . ? C112 C111 H111 107.9 . . ? C7 C2 N1 120.5(8) . . ? C7 C2 C3 121.0(8) . . ? N1 C2 C3 118.3(8) . . ? C108 C110 110A 109.9 . . ? C108 C110 110B 108.8 . . ? 110A C110 110B 109.5 . . ? C108 C110 110C 109.8 . . ? 110A C110 110C 109.5 . . ? 110B C110 110C 109.5 . . ? C106 C107 C102 118.6(9) . . ? C106 C107 C111 120.4(9) . . ? C102 C107 C111 121.0(8) . . ? C117 C116 C115 119.8(10) . . ? C117 C116 H116 120.1 . . ? C115 C116 H116 120.1 . . ? C117 C118 C119 121.7(11) . . ? C117 C118 H118 119.5 . . ? C119 C118 H118 118.7 . . ? C119 C123 C125 110.7(10) . . ? C119 C123 C124 114.1(9) . . ? C125 C123 C124 108.7(9) . . ? C119 C123 H123 107.6 . . ? C125 C123 H123 107.8 . . ? C124 C123 H123 107.7 . . ? C116 C117 C118 120.7(10) . . ? C116 C117 H117 120.0 . . ? C118 C117 H117 119.3 . . ? C128 C127 C126 115.2(9) . . ? C128 C127 127A 108.4 . . ? C126 C127 127A 108.6 . . ? C128 C127 127B 108.6 . . ? C126 C127 127B 108.1 . . ? 127A C127 127B 107.6 . . ? C107 C106 C105 122.0(10) . . ? C107 C106 H106 119.0 . . ? C105 C106 H106 119.0 . . ? C5 C6 C7 122.4(10) . . ? C5 C6 H6 118.8 . . ? C7 C6 H6 118.8 . . ? C111 C113 113A 109.8 . . ? C111 C113 113B 109.6 . . ? 113A C113 113B 109.5 . . ? C111 C113 113C 109.1 . . ? 113A C113 113C 109.5 . . ? 113B C113 113C 109.5 . . ? C105 C104 C103 120.2(10) . . ? C105 C104 H104 119.9 . . ? C103 C104 H104 119.8 . . ? C120 C122 122A 109.8 . . ? C120 C122 122B 109.9 . . ? 122A C122 122B 109.5 . . ? C120 C122 122C 108.7 . . ? 122A C122 122C 109.5 . . ? 122B C122 122C 109.5 . . ? C111 C112 112A 109.6 . . ? C111 C112 112B 109.3 . . ? 112A C112 112B 109.5 . . ? C111 C112 112C 109.5 . . ? 112A C112 112C 109.5 . . ? 112B C112 112C 109.5 . . ? C127 C128 C129 116.2(10) . . ? C127 C128 128A 108.0 . . ? C129 C128 128A 108.3 . . ? C127 C128 128B 108.2 . . ? C129 C128 128B 108.4 . . ? 128A C128 128B 107.4 . . ? C102 C103 C104 117.2(10) . . ? C102 C103 C108 122.9(9) . . ? C104 C103 C108 119.8(10) . . ? C123 C125 125A 109.4 . . ? C123 C125 125B 109.3 . . ? 125A C125 125B 109.5 . . ? C123 C125 125C 109.7 . . ? 125A C125 125C 109.5 . . ? 125B C125 125C 109.5 . . ? C23 C24 H24A 109.3 . . ? C23 C24 H24B 109.9 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.3 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C104 C105 C106 120.6(10) . . ? C104 C105 H105 119.9 . . ? C106 C105 H105 119.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.4 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C3 C4 C5 121.4(11) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.2 . . ? C3 C8 C10 111.6(9) . . ? C3 C8 C9 111.2(10) . . ? C10 C8 C9 109.0(9) . . ? C3 C8 H8 107.9 . . ? C10 C8 H8 108.5 . . ? C9 C8 H8 108.6 . . ? C103 C108 C110 109.9(9) . . ? C103 C108 C109 113.9(10) . . ? C110 C108 C109 109.9(10) . . ? C103 C108 H108 107.4 . . ? C110 C108 H108 107.5 . . ? C109 C108 H108 108.0 . . ? C26 C27 C28 112.9(9) . . ? C26 C27 H27A 109.3 . . ? C28 C27 H27A 109.0 . . ? C26 C27 H27B 108.6 . . ? C28 C27 H27B 109.3 . . ? H27A C27 H27B 107.7 . . ? C8 C9 H9A 109.0 . . ? C8 C9 H9B 109.3 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 110.0 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C27 C28 C29 113.0(12) . . ? C27 C28 H28A 108.9 . . ? C29 C28 H28A 108.8 . . ? C27 C28 H28B 109.3 . . ? C29 C28 H28B 109.1 . . ? H28A C28 H28B 107.6 . . ? C17 C16 C15 120.9(12) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.6 . . ? C120 C121 121A 108.8 . . ? C120 C121 121B 109.1 . . ? 121A C121 121B 109.5 . . ? C120 C121 121C 110.5 . . ? 121A C121 121C 109.5 . . ? 121B C121 121C 109.5 . . ? C16 C17 C18 120.6(11) . . ? C16 C17 H17 119.3 . . ? C18 C17 H17 120.1 . . ? C17 C18 C19 121.3(11) . . ? C17 C18 H18 119.1 . . ? C19 C18 H18 119.5 . . ? C28 C29 H29A 109.8 . . ? C28 C29 H29B 109.0 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.6 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C19 C23 C24 112.9(10) . . ? C19 C23 C25 112.4(9) . . ? C24 C23 C25 110.0(9) . . ? C19 C23 H23 107.2 . . ? C24 C23 H23 106.8 . . ? C25 C23 H23 107.1 . . ? C128 C129 129A 109.5 . . ? C128 C129 129B 109.3 . . ? 129A C129 129B 109.5 . . ? C128 C129 129C 109.6 . . ? 129A C129 129C 109.5 . . ? 129B C129 129C 109.5 . . ? C20 C22 H22A 110.2 . . ? C20 C22 H22B 109.4 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 108.8 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C7 C11 C13 114.4(10) . . ? C7 C11 C12 110.5(10) . . ? C13 C11 C12 108.4(10) . . ? C7 C11 H11 107.0 . . ? C13 C11 H11 107.8 . . ? C12 C11 H11 108.4 . . ? C11 C12 H12A 110.5 . . ? C11 C12 H12B 109.1 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 108.9 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C20 C21 H21A 109.8 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.0 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C11 C13 H13A 109.4 . . ? C11 C13 H13B 109.1 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.8 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C108 C109 109A 110.2 . . ? C108 C109 109B 109.7 . . ? 109A C109 109B 109.5 . . ? C108 C109 109C 108.6 . . ? 109A C109 109C 109.5 . . ? 109B C109 109C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 4.767 _refine_diff_density_min -0.897 _refine_diff_density_rms 0.174 # Attachment '- tch101021Sn1.cif' data_shelxld _database_code_depnum_ccdc_archive 'CCDC 858677' #TrackingRef '- tch101021Sn1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H92 Cl4 N8 O2 Sn4' _chemical_formula_sum 'C44 H92 Cl4 N8 O2 Sn4' _chemical_formula_weight 1381.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' 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 23.5241(9) _cell_length_b 17.8710(11) _cell_length_c 16.6439(7) _cell_angle_alpha 90 _cell_angle_beta 123.122(12) _cell_angle_gamma 90 _cell_volume 5860.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 47504 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.0 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2784 _exptl_absorpt_coefficient_mu 1.907 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.066 0 -1 0 0.008 -1 0 0 0.042 1 0 0 0.086 -1 0 1 0.018 1 0 -1 0.041 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.818 _exptl_absorpt_correction_T_max 0.895 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47387 _diffrn_reflns_av_R_equivalents 0.1117 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6389 _reflns_number_gt 4554 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0055P)^2^+38.6802P] 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_extinction_coef ? _refine_ls_number_reflns 6389 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0882 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.0804 _refine_ls_wR_factor_gt 0.0690 _refine_ls_goodness_of_fit_ref 1.188 _refine_ls_restrained_S_all 1.188 _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 Sn1 Sn 0.223521(18) 0.36959(2) 0.13062(3) 0.02219(9) Uani 1 1 d . . . Sn2 Sn 0.25964(2) 0.32278(2) -0.05381(3) 0.02635(10) Uani 1 1 d . . . Cl1 Cl 0.24126(8) 0.47221(8) 0.05099(10) 0.0334(3) Uani 1 1 d . . . Cl2 Cl 0.38503(7) 0.33248(9) 0.05104(11) 0.0396(4) Uani 1 1 d . . . O1 O 0.24565(18) 0.29650(19) 0.0583(3) 0.0249(8) Uani 1 1 d . . . C13 C 0.1736(3) 0.2347(3) 0.2329(4) 0.0330(14) Uani 1 1 d . . . H13 H 0.1330 0.2413 0.2348 0.040 Uiso 1 1 d R . . N3 N 0.1679(2) 0.2860(3) 0.1589(3) 0.0270(10) Uani 1 1 d . . . C21 C -0.0662(3) 0.2806(4) 0.0484(5) 0.0497(18) Uani 1 1 d . . . H21A H -0.0547 0.2326 0.0809 0.060 Uiso 1 1 d R . . H21B H -0.0935 0.2712 -0.0202 0.060 Uiso 1 1 d R . . N1 N 0.2333(2) 0.4474(3) 0.2402(3) 0.0280(10) Uani 1 1 d . . . C8 C 0.3445(3) 0.4639(3) 0.3992(4) 0.0309(13) Uani 1 1 d . . . H8A H 0.3901 0.4675 0.4130 0.037 Uiso 1 1 d R . . H8B H 0.3292 0.5142 0.3999 0.037 Uiso 1 1 d R . . N4 N 0.1149(2) 0.3625(3) 0.0349(3) 0.0280(10) Uani 1 1 d . . . C17 C 0.0482(3) 0.4672(4) -0.0711(5) 0.0481(17) Uani 1 1 d . . . H17A H 0.0296 0.4788 -0.0336 0.058 Uiso 1 1 d R . . H17B H 0.0160 0.4803 -0.1369 0.058 Uiso 1 1 d R . . H17C H 0.0893 0.4951 -0.0473 0.058 Uiso 1 1 d R . . N2 N 0.3190(2) 0.3774(3) 0.2652(3) 0.0259(10) Uani 1 1 d . . . C11 C 0.4002(4) 0.4017(4) 0.6550(5) 0.060(2) Uani 1 1 d . . . H11A H 0.3572 0.4126 0.6464 0.072 Uiso 1 1 d R . . H11B H 0.4362 0.4186 0.7172 0.072 Uiso 1 1 d R . . H11C H 0.4042 0.3487 0.6501 0.072 Uiso 1 1 d R . . C19 C 0.0415(3) 0.2705(3) 0.0517(4) 0.0339(14) Uani 1 1 d . . . H19A H 0.0501 0.2228 0.0842 0.041 Uiso 1 1 d R . . H19B H 0.0156 0.2608 -0.0168 0.041 Uiso 1 1 d R . . C18 C 0.0867(3) 0.3646(4) -0.1304(4) 0.0483(17) Uani 1 1 d . . . H18A H 0.1239 0.3963 -0.1167 0.058 Uiso 1 1 d R . . H18B H 0.0498 0.3716 -0.1958 0.058 Uiso 1 1 d R . . H18C H 0.1011 0.3133 -0.1206 0.058 Uiso 1 1 d R . . C2 C 0.1930(3) 0.4970(3) 0.2595(4) 0.0350(14) Uani 1 1 d . . . H2 H 0.2239 0.5264 0.3171 0.042 Uiso 1 1 d R . . C3 C 0.1468(3) 0.4528(4) 0.2790(5) 0.0541(19) Uani 1 1 d . . . H3A H 0.1169 0.4225 0.2240 0.065 Uiso 1 1 d R . . H3B H 0.1204 0.4868 0.2906 0.065 Uiso 1 1 d R . . H3C H 0.1733 0.4213 0.3340 0.065 Uiso 1 1 d R . . C1 C 0.2981(3) 0.4305(3) 0.3002(4) 0.0287(12) Uani 1 1 d . . . C12 C 0.1080(3) 0.3053(3) 0.0809(4) 0.0328(14) Uani 1 1 d . . . C6 C 0.3955(3) 0.2787(3) 0.2790(4) 0.0377(15) Uani 1 1 d . . . H6A H 0.3756 0.2436 0.3003 0.045 Uiso 1 1 d R . . H6B H 0.4424 0.2662 0.3068 0.045 Uiso 1 1 d R . . H6C H 0.3718 0.2769 0.2104 0.045 Uiso 1 1 d R . . C14 C 0.1765(4) 0.1531(3) 0.2091(5) 0.0511(19) Uani 1 1 d . . . H14A H 0.1372 0.1417 0.1470 0.061 Uiso 1 1 d R . . H14B H 0.1774 0.1213 0.2563 0.061 Uiso 1 1 d R . . H14C H 0.2167 0.1448 0.2088 0.061 Uiso 1 1 d R . . C16 C 0.0634(3) 0.3849(3) -0.0645(4) 0.0348(14) Uani 1 1 d . . . H16 H 0.0214 0.3574 -0.0859 0.042 Uiso 1 1 d R . . C10 C 0.4033(3) 0.4423(4) 0.5765(4) 0.0405(15) Uani 1 1 d . . . H10A H 0.4017 0.4960 0.5836 0.049 Uiso 1 1 d R . . H10B H 0.4461 0.4302 0.5839 0.049 Uiso 1 1 d R . . C22 C -0.1077(4) 0.3238(4) 0.0771(6) 0.065(2) Uani 1 1 d . . . H22A H -0.0849 0.3243 0.1457 0.078 Uiso 1 1 d R . . H22B H -0.1517 0.3014 0.0492 0.078 Uiso 1 1 d R . . H22C H -0.1127 0.3742 0.0540 0.078 Uiso 1 1 d R . . C4 C 0.1523(4) 0.5507(4) 0.1773(5) 0.0540(19) Uani 1 1 d . . . H4A H 0.1818 0.5757 0.1629 0.065 Uiso 1 1 d R . . H4B H 0.1307 0.5869 0.1947 0.065 Uiso 1 1 d R . . H4C H 0.1183 0.5233 0.1220 0.065 Uiso 1 1 d R . . C9 C 0.3465(3) 0.4179(3) 0.4779(4) 0.0340(14) Uani 1 1 d . . . H9A H 0.3040 0.4242 0.4737 0.041 Uiso 1 1 d R . . H9B H 0.3513 0.3653 0.4682 0.041 Uiso 1 1 d R . . C20 C -0.0013(3) 0.3186(4) 0.0749(5) 0.0419(15) Uani 1 1 d . . . H20A H 0.0250 0.3306 0.1428 0.050 Uiso 1 1 d R . . H20B H -0.0127 0.3652 0.0394 0.050 Uiso 1 1 d R . . C7 C 0.4275(3) 0.4130(4) 0.2857(4) 0.0420(16) Uani 1 1 d . . . H7A H 0.4126 0.4080 0.2196 0.050 Uiso 1 1 d R . . H7B H 0.4755 0.4040 0.3257 0.050 Uiso 1 1 d R . . H7C H 0.4180 0.4628 0.2970 0.050 Uiso 1 1 d R . . C5 C 0.3906(3) 0.3569(3) 0.3104(4) 0.0304(13) Uani 1 1 d . . . H5 H 0.4121 0.3567 0.3801 0.037 Uiso 1 1 d R . . C15 C 0.2352(3) 0.2544(4) 0.3299(4) 0.0489(17) Uani 1 1 d . . . H15A H 0.2752 0.2535 0.3278 0.059 Uiso 1 1 d R . . H15B H 0.2400 0.2190 0.3766 0.059 Uiso 1 1 d R . . H15C H 0.2291 0.3036 0.3471 0.059 Uiso 1 1 d 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 Sn1 0.02272(17) 0.02229(19) 0.02384(18) -0.00161(16) 0.01417(15) -0.00100(16) Sn2 0.0329(2) 0.0243(2) 0.0270(2) 0.00266(17) 0.01971(17) 0.00044(18) Cl1 0.0366(8) 0.0301(8) 0.0365(8) 0.0051(6) 0.0218(7) -0.0029(6) Cl2 0.0359(8) 0.0458(9) 0.0444(9) -0.0143(7) 0.0265(7) -0.0111(7) O1 0.0270(19) 0.0256(19) 0.0265(19) 0.0012(16) 0.0174(17) 0.0017(16) C13 0.045(4) 0.030(3) 0.044(4) -0.002(3) 0.037(3) -0.005(3) N3 0.030(3) 0.027(3) 0.029(3) -0.002(2) 0.019(2) -0.002(2) C21 0.040(4) 0.060(5) 0.065(5) -0.012(4) 0.039(4) -0.012(3) N1 0.028(2) 0.030(3) 0.027(2) -0.004(2) 0.015(2) 0.000(2) C8 0.035(3) 0.023(3) 0.032(3) -0.005(2) 0.016(3) 0.001(2) N4 0.026(2) 0.026(3) 0.036(3) -0.002(2) 0.019(2) -0.002(2) C17 0.041(4) 0.046(4) 0.046(4) -0.002(3) 0.016(3) 0.006(3) N2 0.027(2) 0.027(3) 0.023(2) -0.0032(19) 0.013(2) 0.001(2) C11 0.075(5) 0.066(5) 0.038(4) 0.004(4) 0.031(4) 0.009(4) C19 0.031(3) 0.034(3) 0.042(3) -0.008(3) 0.023(3) -0.005(3) C18 0.043(4) 0.061(5) 0.035(3) 0.003(3) 0.018(3) 0.014(4) C2 0.035(3) 0.032(3) 0.038(3) -0.014(3) 0.020(3) -0.005(3) C3 0.051(4) 0.047(4) 0.081(5) -0.016(4) 0.046(4) -0.002(3) C1 0.036(3) 0.026(3) 0.026(3) 0.001(2) 0.018(3) -0.006(3) C12 0.034(3) 0.033(4) 0.039(3) -0.012(3) 0.026(3) -0.002(3) C6 0.034(3) 0.047(4) 0.026(3) 0.003(3) 0.013(3) 0.011(3) C14 0.089(6) 0.030(4) 0.065(5) 0.003(3) 0.061(5) -0.002(3) C16 0.020(3) 0.039(4) 0.033(3) 0.000(3) 0.007(3) 0.005(2) C10 0.045(4) 0.040(4) 0.025(3) -0.004(3) 0.011(3) 0.000(3) C22 0.058(5) 0.061(5) 0.106(6) -0.012(5) 0.064(5) -0.010(4) C4 0.059(5) 0.043(4) 0.057(5) -0.003(3) 0.030(4) 0.019(4) C9 0.040(3) 0.035(4) 0.034(3) -0.003(3) 0.024(3) 0.000(3) C20 0.035(3) 0.042(4) 0.058(4) -0.015(3) 0.032(3) -0.012(3) C7 0.032(3) 0.054(4) 0.044(4) -0.004(3) 0.023(3) -0.003(3) C5 0.030(3) 0.036(3) 0.024(3) -0.002(2) 0.014(2) 0.003(3) C15 0.057(4) 0.051(4) 0.041(4) 0.009(3) 0.028(4) -0.003(4) _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 Sn1 O1 2.028(3) . ? Sn1 N2 2.140(4) . ? Sn1 N4 2.153(4) . ? Sn1 N3 2.200(4) . ? Sn1 N1 2.203(4) . ? Sn1 Cl1 2.4288(14) . ? Sn1 C1 2.611(5) . ? Sn1 C12 2.633(6) . ? Sn2 O1 2.117(3) . ? Sn2 O1 2.134(3) 7 ? Sn2 Cl2 2.4799(15) . ? O1 Sn2 2.134(3) 7 ? C13 N3 1.481(7) . ? C13 C14 1.522(8) . ? C13 C15 1.508(8) . ? C13 H13 0.9799 . ? N3 C12 1.339(7) . ? C21 C20 1.499(8) . ? C21 C22 1.514(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9699 . ? N1 C1 1.323(7) . ? N1 C2 1.457(7) . ? C8 C9 1.526(8) . ? C8 C1 1.516(7) . ? C8 H8A 0.9701 . ? C8 H8B 0.9700 . ? N4 C12 1.339(7) . ? N4 C16 1.474(7) . ? C17 C16 1.505(8) . ? C17 H17A 0.9599 . ? C17 H17B 0.9601 . ? C17 H17C 0.9601 . ? N2 C1 1.338(7) . ? N2 C5 1.469(7) . ? C11 C10 1.531(9) . ? C11 H11A 0.9600 . ? C11 H11B 0.9601 . ? C11 H11C 0.9600 . ? C19 C12 1.497(7) . ? C19 C20 1.525(8) . ? C19 H19A 0.9699 . ? C19 H19B 0.9700 . ? C18 C16 1.514(8) . ? C18 H18A 0.9599 . ? C18 H18B 0.9600 . ? C18 H18C 0.9603 . ? C2 C3 1.515(8) . ? C2 C4 1.509(9) . ? C2 H2 0.9800 . ? C3 H3A 0.9599 . ? C3 H3B 0.9600 . ? C3 H3C 0.9601 . ? C6 C5 1.517(8) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C14 H14A 0.9601 . ? C14 H14B 0.9600 . ? C14 H14C 0.9599 . ? C16 H16 0.9801 . ? C10 C9 1.507(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C22 H22A 0.9600 . ? C22 H22B 0.9601 . ? C22 H22C 0.9601 . ? C4 H4A 0.9602 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C9 H9A 0.9700 . ? C9 H9B 0.9699 . ? C20 H20A 0.9701 . ? C20 H20B 0.9700 . ? C7 C5 1.522(8) . ? C7 H7A 0.9600 . ? C7 H7B 0.9599 . ? C7 H7C 0.9600 . ? C5 H5 0.9801 . ? C15 H15A 0.9600 . ? C15 H15B 0.9601 . ? C15 H15C 0.9599 . ? 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 O1 Sn1 N2 101.57(15) . . ? O1 Sn1 N4 96.25(15) . . ? N2 Sn1 N4 156.99(16) . . ? O1 Sn1 N3 93.74(15) . . ? N2 Sn1 N3 103.11(16) . . ? N4 Sn1 N3 60.94(17) . . ? O1 Sn1 N1 162.46(15) . . ? N2 Sn1 N1 61.14(16) . . ? N4 Sn1 N1 101.21(16) . . ? N3 Sn1 N1 93.28(17) . . ? O1 Sn1 Cl1 89.20(10) . . ? N2 Sn1 Cl1 97.28(12) . . ? N4 Sn1 Cl1 97.42(13) . . ? N3 Sn1 Cl1 158.34(12) . . ? N1 Sn1 Cl1 90.19(13) . . ? O1 Sn1 C1 132.17(16) . . ? N2 Sn1 C1 30.74(16) . . ? N4 Sn1 C1 130.48(17) . . ? N3 Sn1 C1 100.28(16) . . ? N1 Sn1 C1 30.42(16) . . ? Cl1 Sn1 C1 93.49(12) . . ? O1 Sn1 C12 95.06(15) . . ? N2 Sn1 C12 132.05(18) . . ? N4 Sn1 C12 30.44(17) . . ? N3 Sn1 C12 30.52(17) . . ? N1 Sn1 C12 99.14(16) . . ? Cl1 Sn1 C12 127.85(14) . . ? C1 Sn1 C12 119.35(17) . . ? O1 Sn2 O1 76.99(15) . 7 ? O1 Sn2 Cl2 95.35(10) . . ? O1 Sn2 Cl2 96.81(10) 7 . ? Sn1 O1 Sn2 126.47(17) . . ? Sn1 O1 Sn2 129.43(17) . 7 ? Sn2 O1 Sn2 103.01(15) . 7 ? N3 C13 C14 111.9(5) . . ? N3 C13 C15 110.0(5) . . ? C14 C13 C15 110.4(6) . . ? N3 C13 H13 107.8 . . ? C14 C13 H13 107.9 . . ? C15 C13 H13 108.7 . . ? C12 N3 C13 122.3(5) . . ? C12 N3 Sn1 92.9(3) . . ? C13 N3 Sn1 143.6(4) . . ? C20 C21 C22 113.9(6) . . ? C20 C21 H21A 108.0 . . ? C22 C21 H21A 107.8 . . ? C20 C21 H21B 109.8 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 107.8 . . ? C1 N1 C2 126.4(5) . . ? C1 N1 Sn1 92.1(3) . . ? C2 N1 Sn1 141.3(4) . . ? C9 C8 C1 112.7(5) . . ? C9 C8 H8A 108.7 . . ? C1 C8 H8A 109.2 . . ? C9 C8 H8B 109.1 . . ? C1 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C12 N4 C16 124.5(5) . . ? C12 N4 Sn1 95.0(3) . . ? C16 N4 Sn1 136.8(4) . . ? C16 C17 H17A 109.8 . . ? C16 C17 H17B 109.3 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.4 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C1 N2 C5 123.0(4) . . ? C1 N2 Sn1 94.5(3) . . ? C5 N2 Sn1 140.7(3) . . ? C10 C11 H11A 108.2 . . ? C10 C11 H11B 110.2 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 110.0 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C12 C19 C20 113.6(5) . . ? C12 C19 H19A 108.7 . . ? C20 C19 H19A 108.7 . . ? C12 C19 H19B 109.2 . . ? C20 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C16 C18 H18A 109.4 . . ? C16 C18 H18B 109.3 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.8 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.4 . . ? N1 C2 C3 111.1(5) . . ? N1 C2 C4 110.7(5) . . ? C3 C2 C4 110.5(6) . . ? N1 C2 H2 108.4 . . ? C3 C2 H2 107.9 . . ? C4 C2 H2 108.1 . . ? C2 C3 H3A 109.1 . . ? C2 C3 H3B 109.3 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 110.0 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C1 N2 112.3(5) . . ? N1 C1 C8 125.3(5) . . ? N2 C1 C8 122.4(5) . . ? N1 C1 Sn1 57.5(3) . . ? N2 C1 Sn1 54.8(3) . . ? C8 C1 Sn1 177.2(4) . . ? N4 C12 N3 111.1(5) . . ? N4 C12 C19 124.3(5) . . ? N3 C12 C19 124.6(5) . . ? N4 C12 Sn1 54.6(3) . . ? N3 C12 Sn1 56.6(3) . . ? C19 C12 Sn1 178.7(5) . . ? C5 C6 H6A 109.3 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.7 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C13 C14 H14A 109.2 . . ? C13 C14 H14B 109.7 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C16 C17 111.3(5) . . ? N4 C16 C18 110.4(4) . . ? C17 C16 C18 110.3(6) . . ? N4 C16 H16 108.6 . . ? C17 C16 H16 108.0 . . ? C18 C16 H16 108.1 . . ? C9 C10 C11 111.4(6) . . ? C9 C10 H10A 110.4 . . ? C11 C10 H10A 110.1 . . ? C9 C10 H10B 108.3 . . ? C11 C10 H10B 108.4 . . ? H10A C10 H10B 108.2 . . ? C21 C22 H22A 110.0 . . ? C21 C22 H22B 110.3 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 108.1 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C2 C4 H4A 109.7 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.2 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C10 C9 C8 111.8(5) . . ? C10 C9 H9A 108.1 . . ? C8 C9 H9A 109.1 . . ? C10 C9 H9B 110.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? C21 C20 C19 112.1(5) . . ? C21 C20 H20A 110.0 . . ? C19 C20 H20A 109.3 . . ? C21 C20 H20B 108.2 . . ? C19 C20 H20B 109.2 . . ? H20A C20 H20B 108.0 . . ? C5 C7 H7A 110.0 . . ? C5 C7 H7B 109.3 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.2 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C5 C6 109.6(5) . . ? N2 C5 C7 111.2(5) . . ? C6 C5 C7 110.7(5) . . ? N2 C5 H5 108.2 . . ? C6 C5 H5 108.4 . . ? C7 C5 H5 108.7 . . ? C13 C15 H15A 110.2 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 108.7 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.723 _refine_diff_density_min -0.904 _refine_diff_density_rms 0.175 # Attachment '- tch111024Ge1.cif' data_shelxle _database_code_depnum_ccdc_archive 'CCDC 858678' #TrackingRef '- tch111024Ge1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H43 Cl Ge N2, 0.17(C4 H10 O)' _chemical_formula_sum 'C29.67 H44.67 Cl Ge N2 O0.17' _chemical_formula_weight 540.05 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' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M 'R -3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 40.6731(2) _cell_length_b 40.6731(2) _cell_length_c 9.5350(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_volume 13660.5(7) _cell_formula_units_Z 18 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 31714 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.155 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5040 _exptl_absorpt_coefficient_mu 1.114 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.079 0 -1 0 0.049 0 0 -1 0.131 0 0 1 0.202 -1 0 0 0.051 1 0 0 0.082 1 -1 0 0.089 -1 1 0 0.079 -1 -1 0 0.041 1 1 0 0.076 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.732 _exptl_absorpt_correction_T_max 0.890 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31427 _diffrn_reflns_av_R_equivalents 0.0826 _diffrn_reflns_av_sigmaI/netI 0.0683 _diffrn_reflns_limit_h_min -52 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 52 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 27.40 _reflns_number_total 6764 _reflns_number_gt 4520 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0372P)^2^+69.4330P] 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_extinction_coef ? _refine_ls_number_reflns 6764 _refine_ls_number_parameters 312 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1127 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.1372 _refine_ls_wR_factor_gt 0.1210 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.075 _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 Ge1A Ge 0.101277(13) 0.270005(12) 0.07052(4) 0.03218(14) Uani 0.93 1 d P A 1 Cl1A Cl 0.08114(3) 0.31102(3) 0.02392(12) 0.0431(3) Uani 0.90 1 d PU A 1 N1 N 0.07956(8) 0.25553(8) 0.2670(3) 0.0274(6) Uani 1 1 d . . . C14 C 0.02049(10) 0.19358(10) 0.0006(4) 0.0296(8) Uani 1 1 d . A . N2 N 0.05016(8) 0.22224(8) 0.0840(3) 0.0298(7) Uani 1 1 d . . . C3 C 0.12414(10) 0.27251(10) 0.4618(4) 0.0296(8) Uani 1 1 d . . . C2 C 0.09026(10) 0.26847(10) 0.4087(3) 0.0270(8) Uani 1 1 d . A . C1 C 0.05052(10) 0.22299(10) 0.2244(4) 0.0269(7) Uani 1 1 d . A . C4 C 0.13664(12) 0.28966(11) 0.5931(4) 0.0381(9) Uani 1 1 d . A . H4 H 0.1594 0.2930 0.6290 0.046 Uiso 1 1 d R . . C26 C 0.02484(10) 0.19056(10) 0.3168(4) 0.0283(8) Uani 1 1 d . . . H26A H -0.0002 0.1768 0.2747 0.034 Uiso 1 1 d R A . H26B H 0.0224 0.2001 0.4072 0.034 Uiso 1 1 d R . . C7 C 0.06801(10) 0.27996(10) 0.4866(4) 0.0308(8) Uani 1 1 d . . . C15 C 0.02737(11) 0.16868(10) -0.0781(4) 0.0315(8) Uani 1 1 d . . . C8 C 0.14769(11) 0.25944(11) 0.3816(4) 0.0335(8) Uani 1 1 d . A . H8 H 0.1328 0.2449 0.3003 0.040 Uiso 1 1 d R . . C23 C -0.02158(13) 0.22120(13) 0.0689(4) 0.0464(11) Uani 1 1 d . A . H23 H -0.0012 0.2345 0.1378 0.056 Uiso 1 1 d R . . C19 C -0.01481(11) 0.19232(11) -0.0057(4) 0.0352(9) Uani 1 1 d . . . C5 C 0.11582(13) 0.30148(12) 0.6696(4) 0.0426(10) Uani 1 1 d . . . H5 H 0.1248 0.3133 0.7557 0.051 Uiso 1 1 d R A . C16 C -0.00174(11) 0.14191(11) -0.1623(4) 0.0383(9) Uani 1 1 d . A . H16 H 0.0026 0.1254 -0.2158 0.046 Uiso 1 1 d R . . C27 C 0.04006(12) 0.16338(12) 0.3350(5) 0.0428(10) Uani 1 1 d . A . H27A H 0.0433 0.1547 0.2440 0.051 Uiso 1 1 d R . . H27B H 0.0648 0.1772 0.3792 0.051 Uiso 1 1 d R . . C11 C 0.03120(11) 0.27548(11) 0.4329(4) 0.0394(9) Uani 1 1 d . A . H11 H 0.0222 0.2568 0.3569 0.047 Uiso 1 1 d R . . C6 C 0.08185(11) 0.29623(11) 0.6185(4) 0.0384(9) Uani 1 1 d . A . H6 H 0.0678 0.3038 0.6726 0.046 Uiso 1 1 d R . . C18 C -0.04273(12) 0.16472(13) -0.0895(4) 0.0454(10) Uani 1 1 d . A . H18 H -0.0664 0.1629 -0.0928 0.054 Uiso 1 1 d R . . C20 C 0.06579(12) 0.17116(12) -0.0803(4) 0.0425(10) Uani 1 1 d . A . H20 H 0.0797 0.1855 0.0029 0.051 Uiso 1 1 d R . . C17 C -0.03657(12) 0.13994(12) -0.1670(4) 0.0461(11) Uani 1 1 d . . . H17 H -0.0558 0.1217 -0.2227 0.055 Uiso 1 1 d R A . C9 C 0.15645(15) 0.23340(15) 0.4701(5) 0.0561(13) Uani 1 1 d . . . H9A H 0.1719 0.2472 0.5489 0.067 Uiso 1 1 d R A . H9B H 0.1699 0.2244 0.4137 0.067 Uiso 1 1 d R . . H9C H 0.1332 0.2122 0.5029 0.067 Uiso 1 1 d R . . C28 C 0.01437(13) 0.12919(13) 0.4233(5) 0.0519(12) Uani 1 1 d . . . H28A H -0.0103 0.1150 0.3788 0.062 Uiso 1 1 d R A . H28B H 0.0109 0.1376 0.5143 0.062 Uiso 1 1 d R . . C10 C 0.18440(12) 0.29345(13) 0.3260(5) 0.0538(12) Uani 1 1 d . . . H10A H 0.1782 0.3089 0.2680 0.065 Uiso 1 1 d R A . H10B H 0.1983 0.2845 0.2719 0.065 Uiso 1 1 d R . . H10C H 0.1996 0.3082 0.4037 0.065 Uiso 1 1 d R . . C13 C 0.03663(13) 0.31257(13) 0.3730(5) 0.0552(12) Uani 1 1 d . . . H13A H 0.0446 0.3310 0.4470 0.066 Uiso 1 1 d R A . H13B H 0.0133 0.3089 0.3333 0.066 Uiso 1 1 d R . . H13C H 0.0558 0.3215 0.3016 0.066 Uiso 1 1 d R . . C24 C -0.02016(14) 0.25044(13) -0.0336(5) 0.0560(12) Uani 1 1 d . . . H24A H 0.0034 0.2619 -0.0840 0.067 Uiso 1 1 d R A . H24B H -0.0223 0.2697 0.0173 0.067 Uiso 1 1 d R . . H24C H -0.0409 0.2382 -0.0985 0.067 Uiso 1 1 d R . . C12 C 0.00016(14) 0.26037(17) 0.5448(6) 0.0743(16) Uani 1 1 d . . . H12A H -0.0018 0.2380 0.5872 0.089 Uiso 1 1 d R A . H12B H -0.0239 0.2543 0.5045 0.089 Uiso 1 1 d R . . H12C H 0.0071 0.2797 0.6149 0.089 Uiso 1 1 d R . . C21 C 0.08807(15) 0.19348(18) -0.2086(5) 0.0754(17) Uani 1 1 d . . . H21A H 0.0734 0.1819 -0.2915 0.090 Uiso 1 1 d R A . H21B H 0.1116 0.1935 -0.2140 0.090 Uiso 1 1 d R . . H21C H 0.0931 0.2191 -0.2015 0.090 Uiso 1 1 d R . . C29 C 0.03123(19) 0.10370(18) 0.4465(8) 0.103(3) Uani 1 1 d . A . H29A H 0.0261 0.0882 0.3646 0.124 Uiso 1 1 d R . . H29B H 0.0201 0.0878 0.5271 0.124 Uiso 1 1 d R . . H29C H 0.0582 0.1190 0.4597 0.124 Uiso 1 1 d R . . C25 C -0.0590(2) 0.20308(18) 0.1463(7) 0.092(2) Uani 1 1 d . . . H25A H -0.0794 0.1918 0.0797 0.111 Uiso 1 1 d R A . H25B H -0.0609 0.2222 0.1987 0.111 Uiso 1 1 d R . . H25C H -0.0606 0.1839 0.2092 0.111 Uiso 1 1 d R . . C22 C 0.06322(16) 0.13249(15) -0.0750(6) 0.0741(17) Uani 1 1 d . . . H22A H 0.0514 0.1186 -0.1591 0.089 Uiso 1 1 d R A . H22B H 0.0485 0.1185 0.0048 0.089 Uiso 1 1 d R . . H22C H 0.0884 0.1361 -0.0676 0.089 Uiso 1 1 d R . . Ge1B Ge 0.08507(17) 0.27966(16) 0.0720(6) 0.0289(12) Uiso 0.07 1 d P A 2 Cl1B Cl 0.1367(4) 0.2770(4) 0.0071(14) 0.070(4) Uani 0.10 1 d PU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge1A 0.0316(3) 0.0326(3) 0.0259(2) -0.00011(18) 0.00522(18) 0.0112(2) Cl1A 0.0552(7) 0.0318(6) 0.0413(6) 0.0059(5) 0.0017(5) 0.0210(5) N1 0.0254(15) 0.0269(16) 0.0260(15) -0.0027(12) 0.0024(12) 0.0101(13) C14 0.034(2) 0.0296(19) 0.0225(18) 0.0025(14) 0.0009(15) 0.0138(17) N2 0.0344(17) 0.0283(16) 0.0225(15) -0.0029(12) 0.0017(12) 0.0124(14) C3 0.032(2) 0.0287(19) 0.0232(18) -0.0009(14) 0.0006(15) 0.0119(16) C2 0.032(2) 0.0233(17) 0.0221(17) -0.0009(14) 0.0034(14) 0.0107(16) C1 0.0303(19) 0.0257(18) 0.0260(18) 0.0002(14) 0.0038(14) 0.0150(16) C4 0.042(2) 0.040(2) 0.033(2) -0.0049(17) -0.0056(17) 0.0199(19) C26 0.0291(19) 0.0255(18) 0.0255(18) -0.0002(14) 0.0021(14) 0.0100(16) C7 0.0299(19) 0.0262(19) 0.0308(19) -0.0019(15) 0.0045(15) 0.0098(16) C15 0.035(2) 0.0280(19) 0.0266(19) -0.0018(15) 0.0000(15) 0.0116(17) C8 0.034(2) 0.040(2) 0.0276(19) -0.0046(16) -0.0017(15) 0.0195(18) C23 0.060(3) 0.062(3) 0.036(2) -0.009(2) -0.013(2) 0.045(3) C19 0.045(2) 0.044(2) 0.0234(18) -0.0026(16) -0.0048(16) 0.027(2) C5 0.056(3) 0.040(2) 0.024(2) -0.0093(17) -0.0012(18) 0.018(2) C16 0.044(2) 0.034(2) 0.033(2) -0.0060(16) -0.0014(18) 0.0168(19) C27 0.043(2) 0.038(2) 0.049(2) 0.0116(19) 0.0093(19) 0.021(2) C11 0.032(2) 0.034(2) 0.050(2) -0.0105(18) 0.0031(18) 0.0151(18) C6 0.042(2) 0.038(2) 0.031(2) -0.0069(17) 0.0085(17) 0.0169(19) C18 0.040(2) 0.058(3) 0.042(2) -0.005(2) -0.0108(19) 0.028(2) C20 0.037(2) 0.048(3) 0.044(2) -0.0174(19) -0.0023(18) 0.023(2) C17 0.041(2) 0.043(2) 0.040(2) -0.0118(19) -0.0141(19) 0.011(2) C9 0.074(3) 0.081(4) 0.043(3) -0.003(2) -0.007(2) 0.061(3) C28 0.044(3) 0.045(3) 0.065(3) 0.017(2) 0.005(2) 0.022(2) C10 0.040(3) 0.055(3) 0.055(3) -0.010(2) 0.011(2) 0.015(2) C13 0.043(3) 0.052(3) 0.071(3) 0.001(2) -0.009(2) 0.024(2) C24 0.059(3) 0.042(3) 0.066(3) -0.005(2) -0.011(2) 0.025(2) C12 0.044(3) 0.085(4) 0.085(4) 0.018(3) 0.023(3) 0.026(3) C21 0.048(3) 0.108(5) 0.054(3) -0.010(3) 0.015(2) 0.027(3) C29 0.089(5) 0.068(4) 0.166(7) 0.063(4) 0.022(4) 0.049(4) C25 0.128(6) 0.091(5) 0.091(5) 0.030(4) 0.060(4) 0.080(5) C22 0.073(4) 0.072(4) 0.094(4) -0.037(3) -0.028(3) 0.048(3) Cl1B 0.053(7) 0.094(10) 0.053(7) 0.009(7) 0.006(6) 0.029(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 Ge1A N2 2.019(3) . ? Ge1A N1 2.029(3) . ? Ge1A Cl1A 2.2400(12) . ? Ge1A C1 2.474(3) . ? N1 C1 1.322(4) . ? N1 C2 1.436(4) . ? N1 Ge1B 2.062(6) . ? C14 C15 1.397(5) . ? C14 C19 1.412(5) . ? C14 N2 1.429(4) . ? N2 C1 1.338(4) . ? N2 Ge1B 2.041(6) . ? C3 C2 1.399(5) . ? C3 C4 1.399(5) . ? C3 C8 1.515(5) . ? C2 C7 1.418(5) . ? C1 C26 1.493(5) . ? C1 Ge1B 2.482(7) . ? C4 C5 1.373(6) . ? C4 H4 0.9301 . ? C26 C27 1.523(5) . ? C26 H26A 0.9701 . ? C26 H26B 0.9700 . ? C7 C6 1.401(5) . ? C7 C11 1.505(5) . ? C15 C16 1.394(5) . ? C15 C20 1.515(5) . ? C8 C9 1.529(6) . ? C8 C10 1.535(6) . ? C8 H8 0.9800 . ? C23 C19 1.512(5) . ? C23 C25 1.512(7) . ? C23 C24 1.518(6) . ? C23 H23 0.9801 . ? C19 C18 1.383(6) . ? C5 C6 1.377(6) . ? C5 H5 0.9299 . ? C16 C17 1.379(6) . ? C16 H16 0.9300 . ? C27 C28 1.510(6) . ? C27 H27A 0.9700 . ? C27 H27B 0.9699 . ? C11 C13 1.523(6) . ? C11 C12 1.528(6) . ? C11 H11 0.9799 . ? C6 H6 0.9296 . ? C18 C17 1.370(6) . ? C18 H18 0.9299 . ? C20 C21 1.523(6) . ? C20 C22 1.524(6) . ? C20 H20 0.9800 . ? C17 H17 0.9301 . ? C9 H9A 0.9601 . ? C9 H9B 0.9600 . ? C9 H9C 0.9598 . ? C28 C29 1.518(7) . ? C28 H28A 0.9699 . ? C28 H28B 0.9699 . ? C10 H10A 0.9598 . ? C10 H10B 0.9601 . ? C10 H10C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9601 . ? C13 H13C 0.9601 . ? C24 H24A 0.9600 . ? C24 H24B 0.9603 . ? C24 H24C 0.9600 . ? C12 H12A 0.9602 . ? C12 H12B 0.9600 . ? C12 H12C 0.9599 . ? C21 H21A 0.9601 . ? C21 H21B 0.9596 . ? C21 H21C 0.9603 . ? C29 H29A 0.9599 . ? C29 H29B 0.9600 . ? C29 H29C 0.9597 . ? C25 H25A 0.9600 . ? C25 H25B 0.9601 . ? C25 H25C 0.9598 . ? C22 H22A 0.9599 . ? C22 H22B 0.9600 . ? C22 H22C 0.9602 . ? Ge1B Cl1B 2.243(15) . ? 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 Ge1A N1 64.68(11) . . ? N2 Ge1A Cl1A 98.36(9) . . ? N1 Ge1A Cl1A 97.53(9) . . ? N2 Ge1A C1 32.70(11) . . ? N1 Ge1A C1 32.26(11) . . ? Cl1A Ge1A C1 102.63(9) . . ? C1 N1 C2 127.7(3) . . ? C1 N1 Ge1A 92.8(2) . . ? C2 N1 Ge1A 139.0(2) . . ? C1 N1 Ge1B 91.7(3) . . ? C2 N1 Ge1B 137.1(3) . . ? Ge1A N1 Ge1B 26.01(19) . . ? C15 C14 C19 121.3(3) . . ? C15 C14 N2 119.8(3) . . ? C19 C14 N2 118.8(3) . . ? C1 N2 C14 124.8(3) . . ? C1 N2 Ge1A 92.7(2) . . ? C14 N2 Ge1A 142.5(2) . . ? C1 N2 Ge1B 92.1(3) . . ? C14 N2 Ge1B 136.3(3) . . ? Ge1A N2 Ge1B 26.21(19) . . ? C2 C3 C4 118.2(3) . . ? C2 C3 C8 122.3(3) . . ? C4 C3 C8 119.4(3) . . ? C3 C2 C7 121.7(3) . . ? C3 C2 N1 118.9(3) . . ? C7 C2 N1 119.2(3) . . ? N1 C1 N2 108.9(3) . . ? N1 C1 C26 125.7(3) . . ? N2 C1 C26 125.1(3) . . ? N1 C1 Ge1A 54.98(17) . . ? N2 C1 Ge1A 54.57(17) . . ? C26 C1 Ge1A 167.8(3) . . ? N1 C1 Ge1B 56.1(2) . . ? N2 C1 Ge1B 55.3(2) . . ? C26 C1 Ge1B 170.8(3) . . ? Ge1A C1 Ge1B 21.42(16) . . ? C5 C4 C3 121.0(4) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.3 . . ? C1 C26 C27 110.5(3) . . ? C1 C26 H26A 109.5 . . ? C27 C26 H26A 108.6 . . ? C1 C26 H26B 109.7 . . ? C27 C26 H26B 110.4 . . ? H26A C26 H26B 108.1 . . ? C6 C7 C2 117.0(3) . . ? C6 C7 C11 120.2(3) . . ? C2 C7 C11 122.8(3) . . ? C16 C15 C14 118.4(4) . . ? C16 C15 C20 119.3(3) . . ? C14 C15 C20 122.2(3) . . ? C3 C8 C9 111.8(3) . . ? C3 C8 C10 111.0(3) . . ? C9 C8 C10 110.9(4) . . ? C3 C8 H8 107.6 . . ? C9 C8 H8 107.8 . . ? C10 C8 H8 107.5 . . ? C19 C23 C25 112.4(4) . . ? C19 C23 C24 110.8(4) . . ? C25 C23 C24 109.3(4) . . ? C19 C23 H23 108.1 . . ? C25 C23 H23 108.0 . . ? C24 C23 H23 108.0 . . ? C18 C19 C14 117.4(4) . . ? C18 C19 C23 120.5(4) . . ? C14 C19 C23 121.9(3) . . ? C4 C5 C6 120.3(4) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 119.7 . . ? C17 C16 C15 120.7(4) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 119.1 . . ? C28 C27 C26 112.8(3) . . ? C28 C27 H27A 108.7 . . ? C26 C27 H27A 109.9 . . ? C28 C27 H27B 109.3 . . ? C26 C27 H27B 108.2 . . ? H27A C27 H27B 107.9 . . ? C7 C11 C13 111.4(3) . . ? C7 C11 C12 112.5(4) . . ? C13 C11 C12 110.0(4) . . ? C7 C11 H11 108.0 . . ? C13 C11 H11 107.7 . . ? C12 C11 H11 107.0 . . ? C5 C6 C7 121.7(4) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.1 . . ? C17 C18 C19 122.1(4) . . ? C17 C18 H18 119.1 . . ? C19 C18 H18 118.8 . . ? C15 C20 C21 109.7(4) . . ? C15 C20 C22 113.2(4) . . ? C21 C20 C22 110.8(4) . . ? C15 C20 H20 107.5 . . ? C21 C20 H20 107.5 . . ? C22 C20 H20 107.8 . . ? C18 C17 C16 120.0(4) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 119.8 . . ? C8 C9 H9A 109.6 . . ? C8 C9 H9B 109.2 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.6 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C27 C28 C29 111.7(4) . . ? C27 C28 H28A 109.7 . . ? C29 C28 H28A 110.2 . . ? C27 C28 H28B 109.2 . . ? C29 C28 H28B 107.8 . . ? H28A C28 H28B 108.1 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.6 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.3 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C11 C13 H13A 108.8 . . ? C11 C13 H13B 110.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.1 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C23 C24 H24A 109.9 . . ? C23 C24 H24B 109.2 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.3 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C11 C12 H12A 109.6 . . ? C11 C12 H12B 110.7 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 108.1 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C20 C21 H21A 109.3 . . ? C20 C21 H21B 109.8 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.3 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C28 C29 H29A 107.9 . . ? C28 C29 H29B 110.9 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.6 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C23 C25 H25A 109.2 . . ? C23 C25 H25B 109.2 . . ? H25A C25 H25B 109.4 . . ? C23 C25 H25C 110.0 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C20 C22 H22A 109.6 . . ? C20 C22 H22B 109.8 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.0 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N2 Ge1B N1 63.7(2) . . ? N2 Ge1B Cl1B 95.3(5) . . ? N1 Ge1B Cl1B 96.1(4) . . ? N2 Ge1B C1 32.61(14) . . ? N1 Ge1B C1 32.18(14) . . ? Cl1B Ge1B C1 103.0(5) . . ? # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 -0.004 262.5 1.7 2 0.333 0.667 0.730 262.3 1.7 3 0.667 0.333 0.397 262.3 1.7 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.40 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.476 _refine_diff_density_min -1.218 _refine_diff_density_rms 0.079