# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_483r _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H18 Cl2 O4 Sn' _chemical_formula_sum 'C18 H18 Cl2 O4 Sn' _chemical_formula_weight 487.91 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' 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 'P2(1)/n ' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.477(4) _cell_length_b 14.953(6) _cell_length_c 13.247(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.092(7) _cell_angle_gamma 90.00 _cell_volume 1876.0(13) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 3506 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 25.05 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.728 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 1.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7107 _exptl_absorpt_correction_T_max 0.7882 _exptl_absorpt_process_details 'Bruker, 2000.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9686 _diffrn_reflns_av_R_equivalents 0.0452 _diffrn_reflns_av_sigmaI/netI 0.0555 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3293 _reflns_number_gt 2752 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0280P)^2^+5.7102P] 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 3293 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.1158 _refine_ls_wR_factor_gt 0.1099 _refine_ls_goodness_of_fit_ref 1.130 _refine_ls_restrained_S_all 1.130 _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 C1 C 0.2130(6) 0.8065(4) 0.0927(5) 0.0426(15) Uani 1 1 d . . . C2 C 0.3275(7) 0.7502(4) 0.1108(5) 0.0471(17) Uani 1 1 d . . . C3 C 0.4589(8) 0.7767(5) 0.0789(6) 0.0590(19) Uani 1 1 d . . . H3 H 0.5364 0.7395 0.0907 0.071 Uiso 1 1 calc R . . C4 C 0.4766(8) 0.8555(6) 0.0310(7) 0.072(2) Uani 1 1 d . . . H4 H 0.5660 0.8729 0.0118 0.087 Uiso 1 1 calc R . . C5 C 0.3628(8) 0.9095(5) 0.0108(6) 0.067(2) Uani 1 1 d . . . H5 H 0.3744 0.9630 -0.0236 0.081 Uiso 1 1 calc R . . C6 C 0.2324(7) 0.8852(5) 0.0408(6) 0.0541(19) Uani 1 1 d . . . H6 H 0.1554 0.9222 0.0262 0.065 Uiso 1 1 calc R . . C7 C 0.3152(7) 0.6616(5) 0.1622(6) 0.0569(19) Uani 1 1 d . . . H7 H 0.3572 0.6150 0.1209 0.068 Uiso 1 1 calc R . . C8 C 0.1745(9) 0.5843(5) 0.2672(7) 0.073(2) Uani 1 1 d . . . H8A H 0.1473 0.5235 0.2498 0.088 Uiso 1 1 calc R . . H8B H 0.1111 0.6072 0.3168 0.088 Uiso 1 1 calc R . . C9 C 0.3227(11) 0.5883(7) 0.3050(8) 0.104(4) Uani 1 1 d . . . H9A H 0.3278 0.5964 0.3777 0.124 Uiso 1 1 calc R . . H9B H 0.3727 0.5340 0.2884 0.124 Uiso 1 1 calc R . . C10 C -0.1436(7) 0.6656(4) 0.1299(6) 0.0454(16) Uani 1 1 d . . . C11 C -0.1873(7) 0.6310(5) 0.0370(6) 0.0544(19) Uani 1 1 d . . . C12 C -0.2886(8) 0.5642(5) 0.0319(8) 0.079(3) Uani 1 1 d . . . H12 H -0.3191 0.5417 -0.0306 0.095 Uiso 1 1 calc R . . C13 C -0.3441(10) 0.5312(6) 0.1179(11) 0.096(4) Uani 1 1 d . . . H13 H -0.4106 0.4855 0.1136 0.115 Uiso 1 1 calc R . . C14 C -0.3028(9) 0.5647(6) 0.2099(9) 0.086(3) Uani 1 1 d . . . H14 H -0.3409 0.5419 0.2683 0.103 Uiso 1 1 calc R . . C15 C -0.2030(8) 0.6333(5) 0.2163(7) 0.066(2) Uani 1 1 d . . . H15 H -0.1764 0.6573 0.2789 0.080 Uiso 1 1 calc R . . C16 C -0.1292(8) 0.6639(6) -0.0599(6) 0.068(2) Uani 1 1 d . . . H16 H -0.2019 0.6977 -0.0981 0.081 Uiso 1 1 calc R . . C17 C 0.0938(10) 0.6915(7) -0.1107(7) 0.091(3) Uani 1 1 d . . . H17A H 0.1820 0.6760 -0.0756 0.110 Uiso 1 1 calc R . . H17B H 0.1112 0.7387 -0.1590 0.110 Uiso 1 1 calc R . . C18 C 0.0302(12) 0.6131(8) -0.1609(9) 0.115(4) Uani 1 1 d . . . H18A H 0.0095 0.6263 -0.2316 0.138 Uiso 1 1 calc R . . H18B H 0.0953 0.5631 -0.1569 0.138 Uiso 1 1 calc R . . Cl1 Cl -0.12779(19) 0.89609(12) 0.08559(15) 0.0578(5) Uani 1 1 d . . . Cl2 Cl 0.0135(2) 0.80502(14) 0.31389(14) 0.0674(5) Uani 1 1 d . . . O1 O 0.1737(5) 0.6405(3) 0.1786(4) 0.0634(14) Uani 1 1 d . . . O2 O 0.3809(6) 0.6633(4) 0.2553(4) 0.0839(18) Uani 1 1 d . . . O3 O -0.0099(5) 0.7184(3) -0.0410(4) 0.0567(13) Uani 1 1 d . . . O4 O -0.0854(10) 0.5929(5) -0.1164(6) 0.137(4) Uani 1 1 d . . . Sn1 Sn 0.01024(5) 0.76764(3) 0.13730(4) 0.04200(17) Uani 1 1 d . . . 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 C1 0.033(3) 0.045(4) 0.049(4) -0.004(3) -0.003(3) -0.003(3) C2 0.037(4) 0.049(4) 0.056(4) -0.004(3) 0.001(3) 0.000(3) C3 0.056(5) 0.041(4) 0.081(5) 0.004(4) 0.005(4) 0.010(4) C4 0.041(4) 0.084(6) 0.093(7) -0.002(5) 0.012(4) -0.014(4) C5 0.059(5) 0.060(5) 0.083(6) 0.009(4) -0.001(4) -0.018(4) C6 0.043(4) 0.043(4) 0.076(5) 0.003(4) -0.001(4) -0.006(3) C7 0.045(4) 0.069(5) 0.057(5) 0.001(4) -0.004(4) 0.008(4) C8 0.080(6) 0.059(5) 0.081(6) 0.022(4) 0.001(5) 0.001(4) C9 0.095(8) 0.125(9) 0.090(7) 0.049(7) -0.015(6) -0.021(7) C10 0.037(4) 0.031(4) 0.068(5) 0.001(3) 0.004(3) 0.005(3) C11 0.030(4) 0.039(4) 0.093(6) -0.003(4) -0.004(4) 0.001(3) C12 0.053(5) 0.055(5) 0.128(9) -0.004(5) -0.013(5) -0.005(4) C13 0.054(6) 0.054(6) 0.179(12) 0.028(7) -0.001(7) -0.010(4) C14 0.049(5) 0.075(6) 0.136(9) 0.051(6) 0.021(6) -0.001(5) C15 0.044(4) 0.068(5) 0.087(6) 0.021(4) 0.010(4) 0.005(4) C16 0.056(5) 0.071(6) 0.076(6) -0.022(5) -0.006(4) 0.000(4) C17 0.069(6) 0.129(9) 0.077(6) -0.030(6) 0.019(5) -0.002(6) C18 0.100(8) 0.117(9) 0.127(10) -0.060(8) -0.007(8) 0.041(7) Cl1 0.0510(10) 0.0483(10) 0.0733(13) 0.0002(9) -0.0057(9) 0.0144(8) Cl2 0.0739(13) 0.0790(13) 0.0486(11) -0.0115(10) -0.0053(10) 0.0063(11) O1 0.044(3) 0.058(3) 0.087(4) 0.016(3) -0.011(3) 0.000(2) O2 0.067(4) 0.101(5) 0.082(4) 0.031(3) -0.022(3) -0.019(3) O3 0.053(3) 0.063(3) 0.054(3) -0.010(2) 0.005(2) -0.010(3) O4 0.147(7) 0.122(6) 0.147(7) -0.094(6) 0.070(6) -0.058(6) Sn1 0.0350(3) 0.0398(3) 0.0511(3) -0.0019(2) -0.00167(19) 0.0001(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 C1 C6 1.378(9) . ? C1 C2 1.388(9) . ? C1 Sn1 2.112(6) . ? C2 C3 1.388(10) . ? C2 C7 1.496(10) . ? C3 C4 1.351(10) . ? C3 H3 0.9300 . ? C4 C5 1.366(11) . ? C4 H4 0.9300 . ? C5 C6 1.361(10) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O2 1.362(8) . ? C7 O1 1.401(8) . ? C7 H7 0.9800 . ? C8 O1 1.444(9) . ? C8 C9 1.476(12) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 O2 1.421(10) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C15 1.381(10) . ? C10 C11 1.384(10) . ? C10 Sn1 2.111(6) . ? C11 C12 1.385(10) . ? C11 C16 1.497(11) . ? C12 C13 1.364(13) . ? C12 H12 0.9300 . ? C13 C14 1.362(14) . ? C13 H13 0.9300 . ? C14 C15 1.396(11) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O4 1.372(10) . ? C16 O3 1.409(9) . ? C16 H16 0.9800 . ? C17 O3 1.430(9) . ? C17 C18 1.467(13) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 O4 1.298(13) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? Cl1 Sn1 2.4091(18) . ? Cl2 Sn1 2.404(2) . ? O1 Sn1 2.500(5) . ? O3 Sn1 2.475(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 119.1(6) . . ? C6 C1 Sn1 120.9(5) . . ? C2 C1 Sn1 119.9(5) . . ? C3 C2 C1 118.6(6) . . ? C3 C2 C7 118.5(6) . . ? C1 C2 C7 122.9(6) . . ? C4 C3 C2 121.4(7) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 119.7(7) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C6 C5 C4 120.3(7) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C1 120.8(7) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? O2 C7 O1 105.8(6) . . ? O2 C7 C2 110.8(6) . . ? O1 C7 C2 111.1(6) . . ? O2 C7 H7 109.7 . . ? O1 C7 H7 109.7 . . ? C2 C7 H7 109.7 . . ? O1 C8 C9 103.2(7) . . ? O1 C8 H8A 111.1 . . ? C9 C8 H8A 111.1 . . ? O1 C8 H8B 111.1 . . ? C9 C8 H8B 111.1 . . ? H8A C8 H8B 109.1 . . ? O2 C9 C8 104.8(7) . . ? O2 C9 H9A 110.8 . . ? C8 C9 H9A 110.8 . . ? O2 C9 H9B 110.8 . . ? C8 C9 H9B 110.8 . . ? H9A C9 H9B 108.9 . . ? C15 C10 C11 119.3(7) . . ? C15 C10 Sn1 121.0(6) . . ? C11 C10 Sn1 119.7(5) . . ? C10 C11 C12 119.8(8) . . ? C10 C11 C16 122.1(6) . . ? C12 C11 C16 118.1(8) . . ? C13 C12 C11 120.5(9) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C14 C13 C12 120.5(9) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 119.8(9) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C10 C15 C14 120.1(9) . . ? C10 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? O4 C16 O3 106.7(7) . . ? O4 C16 C11 110.0(8) . . ? O3 C16 C11 110.8(6) . . ? O4 C16 H16 109.7 . . ? O3 C16 H16 109.7 . . ? C11 C16 H16 109.7 . . ? O3 C17 C18 103.7(8) . . ? O3 C17 H17A 111.0 . . ? C18 C17 H17A 111.0 . . ? O3 C17 H17B 111.0 . . ? C18 C17 H17B 111.0 . . ? H17A C17 H17B 109.0 . . ? O4 C18 C17 108.7(9) . . ? O4 C18 H18A 110.0 . . ? C17 C18 H18A 110.0 . . ? O4 C18 H18B 110.0 . . ? C17 C18 H18B 110.0 . . ? H18A C18 H18B 108.3 . . ? C7 O1 C8 106.3(5) . . ? C7 O1 Sn1 112.6(4) . . ? C8 O1 Sn1 127.2(5) . . ? C7 O2 C9 103.5(6) . . ? C16 O3 C17 106.8(6) . . ? C16 O3 Sn1 112.0(4) . . ? C17 O3 Sn1 132.0(5) . . ? C18 O4 C16 110.2(8) . . ? C10 Sn1 C1 145.1(3) . . ? C10 Sn1 Cl2 101.4(2) . . ? C1 Sn1 Cl2 103.23(18) . . ? C10 Sn1 Cl1 101.30(18) . . ? C1 Sn1 Cl1 101.01(19) . . ? Cl2 Sn1 Cl1 94.53(7) . . ? C10 Sn1 O3 73.2(2) . . ? C1 Sn1 O3 81.6(2) . . ? Cl2 Sn1 O3 174.64(12) . . ? Cl1 Sn1 O3 86.76(12) . . ? C10 Sn1 O1 83.2(2) . . ? C1 Sn1 O1 73.0(2) . . ? Cl2 Sn1 O1 88.74(14) . . ? Cl1 Sn1 O1 173.73(13) . . ? O3 Sn1 O1 90.47(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.1(10) . . . . ? Sn1 C1 C2 C3 178.7(5) . . . . ? C6 C1 C2 C7 -177.1(7) . . . . ? Sn1 C1 C2 C7 -0.4(9) . . . . ? C1 C2 C3 C4 0.0(12) . . . . ? C7 C2 C3 C4 179.2(7) . . . . ? C2 C3 C4 C5 -1.8(13) . . . . ? C3 C4 C5 C6 1.5(13) . . . . ? C4 C5 C6 C1 0.6(12) . . . . ? C2 C1 C6 C5 -2.4(11) . . . . ? Sn1 C1 C6 C5 -179.0(6) . . . . ? C3 C2 C7 O2 69.8(9) . . . . ? C1 C2 C7 O2 -111.1(8) . . . . ? C3 C2 C7 O1 -172.9(7) . . . . ? C1 C2 C7 O1 6.2(10) . . . . ? O1 C8 C9 O2 16.2(10) . . . . ? C15 C10 C11 C12 -0.5(10) . . . . ? Sn1 C10 C11 C12 -179.8(5) . . . . ? C15 C10 C11 C16 179.0(7) . . . . ? Sn1 C10 C11 C16 -0.3(9) . . . . ? C10 C11 C12 C13 -1.1(11) . . . . ? C16 C11 C12 C13 179.4(8) . . . . ? C11 C12 C13 C14 1.3(14) . . . . ? C12 C13 C14 C15 0.0(14) . . . . ? C11 C10 C15 C14 1.9(10) . . . . ? Sn1 C10 C15 C14 -178.9(6) . . . . ? C13 C14 C15 C10 -1.7(12) . . . . ? C10 C11 C16 O4 129.5(8) . . . . ? C12 C11 C16 O4 -51.0(10) . . . . ? C10 C11 C16 O3 11.7(10) . . . . ? C12 C11 C16 O3 -168.8(6) . . . . ? O3 C17 C18 O4 -6.7(13) . . . . ? O2 C7 O1 C8 -31.1(8) . . . . ? C2 C7 O1 C8 -151.5(6) . . . . ? O2 C7 O1 Sn1 112.5(5) . . . . ? C2 C7 O1 Sn1 -7.9(7) . . . . ? C9 C8 O1 C7 8.2(9) . . . . ? C9 C8 O1 Sn1 -128.2(7) . . . . ? O1 C7 O2 C9 41.4(9) . . . . ? C2 C7 O2 C9 162.0(7) . . . . ? C8 C9 O2 C7 -35.4(10) . . . . ? O4 C16 O3 C17 15.9(10) . . . . ? C11 C16 O3 C17 135.7(7) . . . . ? O4 C16 O3 Sn1 -135.1(6) . . . . ? C11 C16 O3 Sn1 -15.3(7) . . . . ? C18 C17 O3 C16 -5.9(10) . . . . ? C18 C17 O3 Sn1 137.0(7) . . . . ? C17 C18 O4 C16 17.4(14) . . . . ? O3 C16 O4 C18 -21.1(13) . . . . ? C11 C16 O4 C18 -141.4(10) . . . . ? C15 C10 Sn1 C1 128.8(6) . . . . ? C11 C10 Sn1 C1 -51.9(7) . . . . ? C15 C10 Sn1 Cl2 -5.3(6) . . . . ? C11 C10 Sn1 Cl2 173.9(5) . . . . ? C15 C10 Sn1 Cl1 -102.4(5) . . . . ? C11 C10 Sn1 Cl1 76.9(5) . . . . ? C15 C10 Sn1 O3 174.6(6) . . . . ? C11 C10 Sn1 O3 -6.2(5) . . . . ? C15 C10 Sn1 O1 82.0(5) . . . . ? C11 C10 Sn1 O1 -98.8(5) . . . . ? C6 C1 Sn1 C10 124.4(6) . . . . ? C2 C1 Sn1 C10 -52.2(8) . . . . ? C6 C1 Sn1 Cl2 -101.8(5) . . . . ? C2 C1 Sn1 Cl2 81.5(5) . . . . ? C6 C1 Sn1 Cl1 -4.5(6) . . . . ? C2 C1 Sn1 Cl1 178.9(5) . . . . ? C6 C1 Sn1 O3 80.5(6) . . . . ? C2 C1 Sn1 O3 -96.1(5) . . . . ? C6 C1 Sn1 O1 173.6(6) . . . . ? C2 C1 Sn1 O1 -3.0(5) . . . . ? C16 O3 Sn1 C10 12.3(5) . . . . ? C17 O3 Sn1 C10 -129.1(8) . . . . ? C16 O3 Sn1 C1 167.8(5) . . . . ? C17 O3 Sn1 C1 26.4(7) . . . . ? C16 O3 Sn1 Cl1 -90.5(5) . . . . ? C17 O3 Sn1 Cl1 128.0(7) . . . . ? C16 O3 Sn1 O1 95.1(5) . . . . ? C17 O3 Sn1 O1 -46.3(7) . . . . ? C7 O1 Sn1 C10 160.4(5) . . . . ? C8 O1 Sn1 C10 -65.4(6) . . . . ? C7 O1 Sn1 C1 6.3(5) . . . . ? C8 O1 Sn1 C1 140.5(6) . . . . ? C7 O1 Sn1 Cl2 -98.0(5) . . . . ? C8 O1 Sn1 Cl2 36.3(6) . . . . ? C7 O1 Sn1 O3 87.3(5) . . . . ? C8 O1 Sn1 O3 -138.4(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.611 _refine_diff_density_min -0.460 _refine_diff_density_rms 0.099 _database_code_depnum_ccdc_archive 'CCDC 921329' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_634r _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H10 Cl2 O2 Sn' _chemical_formula_sum 'C14 H10 Cl2 O2 Sn' _chemical_formula_weight 399.81 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' 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 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc' 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 7.998(3) _cell_length_b 23.240(7) _cell_length_c 7.484(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.319(6) _cell_angle_gamma 90.00 _cell_volume 1390.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 3279 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 21.87 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.910 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 2.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5563 _exptl_absorpt_correction_T_max 0.6299 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13226 _diffrn_reflns_av_R_equivalents 0.0705 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2446 _reflns_number_gt 2254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0703P)^2^+7.2470P] 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 2446 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0864 _refine_ls_R_factor_gt 0.0782 _refine_ls_wR_factor_ref 0.1797 _refine_ls_wR_factor_gt 0.1753 _refine_ls_goodness_of_fit_ref 1.312 _refine_ls_restrained_S_all 1.312 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1287(11) 0.4452(4) 0.7752(12) 0.035(2) Uani 1 1 d . . . C2 C 0.1677(13) 0.4977(4) 0.7079(12) 0.039(2) Uani 1 1 d . . . C3 C 0.0547(15) 0.5405(5) 0.6951(13) 0.052(3) Uani 1 1 d . . . H3 H 0.0842 0.5762 0.6495 0.062 Uiso 1 1 calc R . . C4 C -0.1048(15) 0.5303(5) 0.7507(14) 0.054(3) Uani 1 1 d . . . H4 H -0.1847 0.5594 0.7429 0.064 Uiso 1 1 calc R . . C5 C -0.1461(12) 0.4782(5) 0.8167(15) 0.049(3) Uani 1 1 d . . . H5 H -0.2551 0.4715 0.8519 0.059 Uiso 1 1 calc R . . C6 C -0.0306(12) 0.4357(5) 0.8322(13) 0.045(2) Uani 1 1 d . . . H6 H -0.0592 0.4004 0.8812 0.054 Uiso 1 1 calc R . . C7 C 0.3367(14) 0.5063(5) 0.6493(14) 0.048(3) Uani 1 1 d . . . H7 H 0.3672 0.5421 0.6051 0.058 Uiso 1 1 calc R . . C8 C 0.5027(12) 0.3424(4) 0.6383(13) 0.039(2) Uani 1 1 d . . . C9 C 0.4576(12) 0.3225(4) 0.4712(13) 0.039(2) Uani 1 1 d . . . C10 C 0.5775(16) 0.2996(5) 0.3639(16) 0.060(3) Uani 1 1 d . . . H10 H 0.5490 0.2869 0.2494 0.072 Uiso 1 1 calc R . . C11 C 0.7365(15) 0.2957(6) 0.4253(19) 0.067(3) Uani 1 1 d . . . H11 H 0.8171 0.2791 0.3540 0.080 Uiso 1 1 calc R . . C12 C 0.7807(14) 0.3157(6) 0.5902(17) 0.059(3) Uani 1 1 d . . . H12 H 0.8913 0.3147 0.6312 0.071 Uiso 1 1 calc R . . C13 C 0.6584(13) 0.3371(5) 0.6924(17) 0.057(3) Uani 1 1 d . . . H13 H 0.6866 0.3487 0.8081 0.069 Uiso 1 1 calc R . . C14 C 0.2882(15) 0.3289(5) 0.4123(15) 0.052(3) Uani 1 1 d . . . H14 H 0.2574 0.3147 0.3001 0.063 Uiso 1 1 calc R . . Cl1 Cl 0.1702(4) 0.30596(12) 0.9161(4) 0.0563(7) Uani 1 1 d . . . Cl2 Cl 0.4725(4) 0.40718(14) 1.0460(4) 0.0548(7) Uani 1 1 d . . . O1 O 0.4401(9) 0.4680(3) 0.6562(10) 0.0522(19) Uani 1 1 d . . . O2 O 0.1831(10) 0.3516(3) 0.4998(10) 0.0535(19) Uani 1 1 d . . . Sn1 Sn 0.31588(8) 0.38273(3) 0.78641(9) 0.0380(3) Uani 1 1 d . . . 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 C1 0.034(5) 0.042(5) 0.028(5) -0.004(4) 0.002(4) 0.005(4) C2 0.050(6) 0.044(6) 0.024(5) -0.001(4) 0.011(4) 0.002(5) C3 0.071(8) 0.053(7) 0.032(6) 0.007(5) 0.013(5) 0.013(6) C4 0.057(7) 0.065(8) 0.038(6) -0.006(5) -0.003(5) 0.020(6) C5 0.026(5) 0.071(8) 0.051(7) -0.010(6) -0.001(5) 0.008(5) C6 0.039(6) 0.056(6) 0.040(6) 0.000(5) 0.006(4) -0.007(5) C7 0.058(7) 0.049(6) 0.038(6) 0.000(5) 0.013(5) 0.002(5) C8 0.039(5) 0.037(5) 0.042(6) 0.004(4) 0.002(4) -0.003(4) C9 0.035(5) 0.043(5) 0.038(5) -0.001(4) 0.006(4) -0.004(4) C10 0.071(8) 0.063(7) 0.045(7) -0.007(6) 0.007(6) 0.001(6) C11 0.052(7) 0.076(9) 0.074(9) -0.015(7) 0.017(6) 0.006(6) C12 0.038(6) 0.079(9) 0.061(8) -0.004(6) 0.005(5) 0.003(6) C13 0.045(7) 0.050(7) 0.075(9) -0.013(6) -0.014(6) -0.025(5) C14 0.069(8) 0.051(6) 0.036(6) -0.006(5) -0.004(6) 0.001(6) Cl1 0.0582(17) 0.0539(16) 0.0570(17) 0.0111(13) 0.0083(13) -0.0086(13) Cl2 0.0510(15) 0.0751(19) 0.0383(14) -0.0069(13) -0.0021(12) -0.0016(14) O1 0.051(4) 0.054(4) 0.052(5) 0.008(4) 0.023(4) 0.000(4) O2 0.054(5) 0.062(5) 0.044(4) -0.006(4) -0.006(4) 0.004(4) Sn1 0.0371(4) 0.0445(5) 0.0327(4) -0.0002(3) 0.0042(3) 0.0003(3) _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 C1 C2 1.359(13) . ? C1 C6 1.370(13) . ? C1 Sn1 2.085(9) . ? C2 C3 1.346(14) . ? C2 C7 1.445(14) . ? C3 C4 1.371(16) . ? C3 H3 0.9300 . ? C4 C5 1.351(16) . ? C4 H4 0.9300 . ? C5 C6 1.355(15) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O1 1.215(13) . ? C7 H7 0.9300 . ? C8 C13 1.306(14) . ? C8 C9 1.373(14) . ? C8 Sn1 2.102(10) . ? C9 C10 1.371(15) . ? C9 C14 1.423(15) . ? C10 C11 1.345(17) . ? C10 H10 0.9300 . ? C11 C12 1.357(17) . ? C11 H11 0.9300 . ? C12 C13 1.350(16) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 O2 1.199(13) . ? C14 H14 0.9300 . ? Cl1 Sn1 2.353(3) . ? Cl2 Sn1 2.357(3) . ? O1 Sn1 2.431(7) . ? O2 Sn1 2.480(7) . ? 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 C2 C1 C6 118.8(9) . . ? C2 C1 Sn1 118.0(7) . . ? C6 C1 Sn1 123.2(7) . . ? C3 C2 C1 122.0(10) . . ? C3 C2 C7 120.5(10) . . ? C1 C2 C7 117.5(9) . . ? C2 C3 C4 118.6(11) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 120.1(10) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 120.8(10) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 119.6(10) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? O1 C7 C2 121.7(10) . . ? O1 C7 H7 119.2 . . ? C2 C7 H7 119.2 . . ? C13 C8 C9 118.6(10) . . ? C13 C8 Sn1 124.2(9) . . ? C9 C8 Sn1 117.1(7) . . ? C10 C9 C8 119.4(10) . . ? C10 C9 C14 122.2(10) . . ? C8 C9 C14 118.4(9) . . ? C11 C10 C9 119.6(12) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.8(12) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C13 C12 C11 117.6(11) . . ? C13 C12 H12 121.2 . . ? C11 C12 H12 121.2 . . ? C8 C13 C12 123.8(12) . . ? C8 C13 H13 118.1 . . ? C12 C13 H13 118.1 . . ? O2 C14 C9 123.5(10) . . ? O2 C14 H14 118.3 . . ? C9 C14 H14 118.3 . . ? C7 O1 Sn1 109.3(7) . . ? C14 O2 Sn1 108.0(7) . . ? C1 Sn1 C8 143.9(4) . . ? C1 Sn1 Cl1 100.5(3) . . ? C8 Sn1 Cl1 104.1(3) . . ? C1 Sn1 Cl2 103.5(3) . . ? C8 Sn1 Cl2 99.9(3) . . ? Cl1 Sn1 Cl2 95.84(11) . . ? C1 Sn1 O1 73.5(3) . . ? C8 Sn1 O1 81.4(3) . . ? Cl1 Sn1 O1 174.00(19) . . ? Cl2 Sn1 O1 85.4(2) . . ? C1 Sn1 O2 82.9(3) . . ? C8 Sn1 O2 73.1(3) . . ? Cl1 Sn1 O2 85.9(2) . . ? Cl2 Sn1 O2 172.9(2) . . ? O1 Sn1 O2 93.6(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.2(15) . . . . ? Sn1 C1 C2 C3 179.8(8) . . . . ? C6 C1 C2 C7 179.9(9) . . . . ? Sn1 C1 C2 C7 -0.1(12) . . . . ? C1 C2 C3 C4 -0.5(16) . . . . ? C7 C2 C3 C4 179.4(10) . . . . ? C2 C3 C4 C5 0.0(16) . . . . ? C3 C4 C5 C6 1.3(17) . . . . ? C4 C5 C6 C1 -2.0(16) . . . . ? C2 C1 C6 C5 1.5(15) . . . . ? Sn1 C1 C6 C5 -178.5(8) . . . . ? C3 C2 C7 O1 -178.6(10) . . . . ? C1 C2 C7 O1 1.4(15) . . . . ? C13 C8 C9 C10 -2.4(15) . . . . ? Sn1 C8 C9 C10 175.2(8) . . . . ? C13 C8 C9 C14 -179.4(10) . . . . ? Sn1 C8 C9 C14 -1.8(12) . . . . ? C8 C9 C10 C11 1.7(17) . . . . ? C14 C9 C10 C11 178.6(12) . . . . ? C9 C10 C11 C12 -2(2) . . . . ? C10 C11 C12 C13 3(2) . . . . ? C9 C8 C13 C12 3.5(17) . . . . ? Sn1 C8 C13 C12 -173.8(9) . . . . ? C11 C12 C13 C8 -3.8(19) . . . . ? C10 C9 C14 O2 -175.7(11) . . . . ? C8 C9 C14 O2 1.2(17) . . . . ? C2 C7 O1 Sn1 -1.6(12) . . . . ? C9 C14 O2 Sn1 0.0(14) . . . . ? C2 C1 Sn1 C8 -48.4(10) . . . . ? C6 C1 Sn1 C8 131.6(8) . . . . ? C2 C1 Sn1 Cl1 179.1(7) . . . . ? C6 C1 Sn1 Cl1 -0.8(8) . . . . ? C2 C1 Sn1 Cl2 80.5(7) . . . . ? C6 C1 Sn1 Cl2 -99.5(8) . . . . ? C2 C1 Sn1 O1 -0.5(7) . . . . ? C6 C1 Sn1 O1 179.5(9) . . . . ? C2 C1 Sn1 O2 -96.4(7) . . . . ? C6 C1 Sn1 O2 83.7(8) . . . . ? C13 C8 Sn1 C1 128.3(9) . . . . ? C9 C8 Sn1 C1 -49.1(10) . . . . ? C13 C8 Sn1 Cl1 -100.1(9) . . . . ? C9 C8 Sn1 Cl1 82.5(7) . . . . ? C13 C8 Sn1 Cl2 -1.5(9) . . . . ? C9 C8 Sn1 Cl2 -178.9(7) . . . . ? C13 C8 Sn1 O1 82.3(9) . . . . ? C9 C8 Sn1 O1 -95.1(8) . . . . ? C13 C8 Sn1 O2 178.7(10) . . . . ? C9 C8 Sn1 O2 1.3(7) . . . . ? C7 O1 Sn1 C1 1.1(7) . . . . ? C7 O1 Sn1 C8 154.9(8) . . . . ? C7 O1 Sn1 Cl2 -104.4(7) . . . . ? C7 O1 Sn1 O2 82.6(7) . . . . ? C14 O2 Sn1 C1 152.1(8) . . . . ? C14 O2 Sn1 C8 -0.7(8) . . . . ? C14 O2 Sn1 Cl1 -106.8(8) . . . . ? C14 O2 Sn1 O1 79.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.753 _refine_diff_density_min -1.689 _refine_diff_density_rms 0.176 _database_code_depnum_ccdc_archive 'CCDC 921330' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_637r _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H30 Cl2 N4 Sn' _chemical_formula_sum 'C22 H30 Cl2 N4 Sn' _chemical_formula_weight 540.09 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 'P2(1)/n ' _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.3265(4) _cell_length_b 13.3268(7) _cell_length_c 25.0500(14) _cell_angle_alpha 90.00 _cell_angle_beta 96.3560(10) _cell_angle_gamma 90.00 _cell_volume 2430.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 8717 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 27.19 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 1.286 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7651 _exptl_absorpt_correction_T_max 0.7922 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22918 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4278 _reflns_number_gt 3954 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0264P)^2^+1.1942P] 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 4278 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0280 _refine_ls_R_factor_gt 0.0245 _refine_ls_wR_factor_ref 0.0576 _refine_ls_wR_factor_gt 0.0563 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3292(4) 0.16546(17) 0.03428(10) 0.0389(6) Uani 1 1 d . . . C2 C 0.5087(3) 0.13126(17) 0.03373(10) 0.0397(6) Uani 1 1 d . . . C3 C 0.5800(4) 0.11441(19) -0.01507(12) 0.0536(7) Uani 1 1 d . . . H3 H 0.7007 0.0928 -0.0152 0.064 Uiso 1 1 calc R . . C4 C 0.4726(5) 0.1296(2) -0.06226(12) 0.0640(9) Uani 1 1 d . . . H4 H 0.5200 0.1184 -0.0947 0.077 Uiso 1 1 calc R . . C5 C 0.2948(6) 0.1615(2) -0.06215(12) 0.0671(9) Uani 1 1 d . . . H5 H 0.2222 0.1707 -0.0946 0.080 Uiso 1 1 calc R . . C6 C 0.2209(4) 0.1803(2) -0.01409(11) 0.0543(7) Uani 1 1 d . . . H6 H 0.1004 0.2024 -0.0145 0.065 Uiso 1 1 calc R . . C7 C 0.6185(3) 0.11126(17) 0.08465(11) 0.0418(6) Uani 1 1 d . . . H7 H 0.7391 0.0892 0.0850 0.050 Uiso 1 1 calc R . . C8 C 0.6647(3) 0.1055(2) 0.17969(11) 0.0484(6) Uani 1 1 d . . . H8A H 0.6540 0.1616 0.2038 0.058 Uiso 1 1 calc R . . H8B H 0.7924 0.0995 0.1733 0.058 Uiso 1 1 calc R . . C9 C 0.6038(4) 0.0108(2) 0.20494(12) 0.0582(8) Uani 1 1 d . . . H9A H 0.4737 0.0158 0.2086 0.070 Uiso 1 1 calc R . . H9B H 0.6208 -0.0451 0.1812 0.070 Uiso 1 1 calc R . . C10 C 0.6536(6) -0.1101(4) 0.2741(2) 0.140(2) Uani 1 1 d . . . H10A H 0.7195 -0.1255 0.3084 0.210 Uiso 1 1 calc R . . H10B H 0.6845 -0.1581 0.2480 0.210 Uiso 1 1 calc R . . H10C H 0.5239 -0.1127 0.2768 0.210 Uiso 1 1 calc R . . C11 C 0.6654(8) 0.0658(5) 0.29607(16) 0.156(3) Uani 1 1 d . . . H11A H 0.5371 0.0647 0.3007 0.234 Uiso 1 1 calc R . . H11B H 0.6973 0.1306 0.2832 0.234 Uiso 1 1 calc R . . H11C H 0.7365 0.0525 0.3299 0.234 Uiso 1 1 calc R . . C12 C 0.2508(3) 0.22035(18) 0.19627(9) 0.0360(5) Uani 1 1 d . . . C13 C 0.3371(3) 0.31061(18) 0.21169(10) 0.0396(6) Uani 1 1 d . . . C14 C 0.3545(4) 0.3414(2) 0.26512(11) 0.0512(7) Uani 1 1 d . . . H14 H 0.4138 0.4014 0.2752 0.061 Uiso 1 1 calc R . . C15 C 0.2836(4) 0.2828(2) 0.30287(11) 0.0585(8) Uani 1 1 d . . . H15 H 0.2942 0.3032 0.3386 0.070 Uiso 1 1 calc R . . C16 C 0.1970(5) 0.1941(2) 0.28801(12) 0.0579(8) Uani 1 1 d . . . H16 H 0.1496 0.1547 0.3139 0.069 Uiso 1 1 calc R . . C17 C 0.1794(4) 0.1626(2) 0.23489(10) 0.0449(6) Uani 1 1 d . . . H17 H 0.1196 0.1026 0.2252 0.054 Uiso 1 1 calc R . . C18 C 0.4108(3) 0.37160(19) 0.17041(10) 0.0421(6) Uani 1 1 d . . . H18 H 0.4659 0.4331 0.1794 0.050 Uiso 1 1 calc R . . C19 C 0.4674(4) 0.4005(2) 0.08002(11) 0.0503(7) Uani 1 1 d . . . H19A H 0.5200 0.3568 0.0548 0.060 Uiso 1 1 calc R . . H19B H 0.5626 0.4458 0.0955 0.060 Uiso 1 1 calc R . . C20 C 0.3105(4) 0.4603(2) 0.05099(10) 0.0504(7) Uani 1 1 d . . . H20A H 0.3446 0.4825 0.0166 0.061 Uiso 1 1 calc R . . H20B H 0.2033 0.4175 0.0443 0.061 Uiso 1 1 calc R . . C21 C 0.0702(6) 0.5729(3) 0.07180(17) 0.0998(13) Uani 1 1 d . . . H21A H 0.0433 0.6268 0.0951 0.150 Uiso 1 1 calc R . . H21B H -0.0029 0.5154 0.0786 0.150 Uiso 1 1 calc R . . H21C H 0.0425 0.5933 0.0351 0.150 Uiso 1 1 calc R . . C22 C 0.3778(7) 0.6316(2) 0.07163(14) 0.0956(14) Uani 1 1 d . . . H22A H 0.5048 0.6140 0.0800 0.143 Uiso 1 1 calc R . . H22B H 0.3489 0.6871 0.0936 0.143 Uiso 1 1 calc R . . H22C H 0.3550 0.6500 0.0344 0.143 Uiso 1 1 calc R . . Cl1 Cl -0.04428(9) 0.27345(5) 0.08483(3) 0.05189(17) Uani 1 1 d . . . Cl2 Cl 0.11410(9) 0.01560(5) 0.11766(3) 0.04596(15) Uani 1 1 d . . . N1 N 0.5504(3) 0.12378(15) 0.12858(8) 0.0387(5) Uani 1 1 d . . . N2 N 0.7033(3) -0.0098(2) 0.25769(10) 0.0641(7) Uani 1 1 d . . . N3 N 0.3993(3) 0.34054(15) 0.12246(8) 0.0389(5) Uani 1 1 d . . . N4 N 0.2647(4) 0.54694(17) 0.08198(9) 0.0566(6) Uani 1 1 d . . . Sn1 Sn 0.24761(2) 0.185189(11) 0.112924(6) 0.03300(7) Uani 1 1 d . . . 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 C1 0.0491(15) 0.0324(13) 0.0355(13) -0.0015(10) 0.0056(11) -0.0086(11) C2 0.0490(15) 0.0284(12) 0.0439(14) -0.0027(10) 0.0146(11) -0.0105(11) C3 0.0687(19) 0.0377(15) 0.0591(18) -0.0066(13) 0.0285(15) -0.0132(13) C4 0.099(3) 0.0509(18) 0.0460(17) -0.0089(14) 0.0272(17) -0.0215(18) C5 0.103(3) 0.061(2) 0.0349(15) -0.0009(13) -0.0022(16) -0.0225(19) C6 0.0635(19) 0.0546(18) 0.0432(15) 0.0019(13) -0.0006(13) -0.0065(14) C7 0.0343(13) 0.0320(13) 0.0610(16) -0.0009(12) 0.0130(12) -0.0037(10) C8 0.0358(14) 0.0561(17) 0.0510(15) 0.0023(13) -0.0048(11) -0.0006(12) C9 0.0462(16) 0.0657(19) 0.0593(18) 0.0146(15) -0.0090(13) -0.0029(14) C10 0.079(3) 0.170(5) 0.157(4) 0.114(4) -0.050(3) -0.051(3) C11 0.163(5) 0.251(7) 0.049(2) -0.001(3) -0.009(3) 0.127(5) C12 0.0355(13) 0.0375(13) 0.0352(13) 0.0001(10) 0.0049(10) 0.0023(10) C13 0.0382(14) 0.0389(14) 0.0413(14) -0.0003(10) 0.0026(11) 0.0032(11) C14 0.0598(18) 0.0439(15) 0.0494(16) -0.0097(12) 0.0035(13) -0.0001(13) C15 0.079(2) 0.0590(18) 0.0383(15) -0.0088(13) 0.0086(14) 0.0020(16) C16 0.074(2) 0.0598(19) 0.0424(16) 0.0042(13) 0.0189(14) 0.0004(15) C17 0.0484(15) 0.0424(15) 0.0443(15) -0.0006(11) 0.0062(12) -0.0020(12) C18 0.0399(14) 0.0361(14) 0.0499(15) -0.0051(11) 0.0036(11) -0.0048(11) C19 0.0567(17) 0.0449(15) 0.0512(16) 0.0022(12) 0.0142(13) -0.0133(13) C20 0.0690(19) 0.0457(16) 0.0371(14) 0.0046(12) 0.0082(13) -0.0119(14) C21 0.112(3) 0.099(3) 0.087(3) 0.003(2) 0.006(2) 0.039(3) C22 0.185(4) 0.0444(19) 0.063(2) -0.0042(16) 0.040(2) -0.029(2) Cl1 0.0363(3) 0.0482(4) 0.0694(4) 0.0096(3) -0.0019(3) 0.0023(3) Cl2 0.0484(4) 0.0354(3) 0.0543(4) 0.0013(3) 0.0066(3) -0.0063(3) N1 0.0342(11) 0.0369(11) 0.0447(12) 0.0019(9) 0.0035(9) -0.0017(9) N2 0.0460(14) 0.0848(19) 0.0586(15) 0.0231(14) -0.0075(11) 0.0046(13) N3 0.0378(11) 0.0355(11) 0.0433(12) 0.0048(9) 0.0037(9) -0.0028(9) N4 0.0859(18) 0.0445(13) 0.0409(12) 0.0075(10) 0.0131(12) -0.0003(13) Sn1 0.03217(10) 0.03294(10) 0.03366(10) 0.00142(6) 0.00270(7) -0.00190(6) _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 C1 C6 1.387(4) . ? C1 C2 1.393(4) . ? C1 Sn1 2.137(2) . ? C2 C3 1.400(3) . ? C2 C7 1.456(4) . ? C3 C4 1.361(4) . ? C3 H3 0.9300 . ? C4 C5 1.370(5) . ? C4 H4 0.9300 . ? C5 C6 1.397(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.269(3) . ? C7 H7 0.9300 . ? C8 N1 1.470(3) . ? C8 C9 1.501(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N2 1.463(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.456(5) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 N2 1.441(5) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C17 1.384(3) . ? C12 C13 1.394(3) . ? C12 Sn1 2.137(2) . ? C13 C14 1.392(4) . ? C13 C18 1.464(3) . ? C14 C15 1.373(4) . ? C14 H14 0.9300 . ? C15 C16 1.374(4) . ? C15 H15 0.9300 . ? C16 C17 1.388(4) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 N3 1.264(3) . ? C18 H18 0.9300 . ? C19 N3 1.461(3) . ? C19 C20 1.516(4) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N4 1.451(3) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N4 1.461(4) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N4 1.440(4) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? Cl1 Sn1 2.4737(7) . ? Cl2 Sn1 2.4708(6) . ? N1 Sn1 2.356(2) . ? N3 Sn1 2.3494(19) . ? 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 C6 C1 C2 119.2(2) . . ? C6 C1 Sn1 126.6(2) . . ? C2 C1 Sn1 114.20(17) . . ? C1 C2 C3 120.4(3) . . ? C1 C2 C7 118.8(2) . . ? C3 C2 C7 120.8(2) . . ? C4 C3 C2 119.9(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 120.2(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C4 C5 C6 121.1(3) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 119.2(3) . . ? C1 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? N1 C7 C2 120.2(2) . . ? N1 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? N1 C8 C9 109.8(2) . . ? N1 C8 H8A 109.7 . . ? C9 C8 H8A 109.7 . . ? N1 C8 H8B 109.7 . . ? C9 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? N2 C9 C8 113.4(2) . . ? N2 C9 H9A 108.9 . . ? C8 C9 H9A 108.9 . . ? N2 C9 H9B 108.9 . . ? C8 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? N2 C10 H10A 109.5 . . ? N2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C17 C12 C13 118.8(2) . . ? C17 C12 Sn1 126.63(18) . . ? C13 C12 Sn1 114.56(17) . . ? C14 C13 C12 120.8(2) . . ? C14 C13 C18 120.9(2) . . ? C12 C13 C18 118.3(2) . . ? C15 C14 C13 119.5(3) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C16 120.1(3) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C15 C16 C17 120.8(3) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C12 C17 C16 120.0(3) . . ? C12 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? N3 C18 C13 119.9(2) . . ? N3 C18 H18 120.1 . . ? C13 C18 H18 120.1 . . ? N3 C19 C20 109.5(2) . . ? N3 C19 H19A 109.8 . . ? C20 C19 H19A 109.8 . . ? N3 C19 H19B 109.8 . . ? C20 C19 H19B 109.8 . . ? H19A C19 H19B 108.2 . . ? N4 C20 C19 111.7(2) . . ? N4 C20 H20A 109.3 . . ? C19 C20 H20A 109.3 . . ? N4 C20 H20B 109.3 . . ? C19 C20 H20B 109.3 . . ? H20A C20 H20B 107.9 . . ? N4 C21 H21A 109.5 . . ? N4 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N4 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N4 C22 H22A 109.5 . . ? N4 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N4 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C7 N1 C8 119.5(2) . . ? C7 N1 Sn1 110.79(17) . . ? C8 N1 Sn1 129.60(16) . . ? C11 N2 C10 112.3(4) . . ? C11 N2 C9 111.0(3) . . ? C10 N2 C9 108.2(3) . . ? C18 N3 C19 121.3(2) . . ? C18 N3 Sn1 111.47(16) . . ? C19 N3 Sn1 127.13(16) . . ? C22 N4 C20 110.8(2) . . ? C22 N4 C21 110.7(3) . . ? C20 N4 C21 111.9(3) . . ? C12 Sn1 C1 162.43(9) . . ? C12 Sn1 N3 75.73(8) . . ? C1 Sn1 N3 91.41(8) . . ? C12 Sn1 N1 90.30(8) . . ? C1 Sn1 N1 75.90(9) . . ? N3 Sn1 N1 82.14(7) . . ? C12 Sn1 Cl2 96.62(7) . . ? C1 Sn1 Cl2 94.84(6) . . ? N3 Sn1 Cl2 170.59(5) . . ? N1 Sn1 Cl2 92.57(5) . . ? C12 Sn1 Cl1 95.12(6) . . ? C1 Sn1 Cl1 96.75(7) . . ? N3 Sn1 Cl1 89.66(5) . . ? N1 Sn1 Cl1 168.77(5) . . ? Cl2 Sn1 Cl1 96.56(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.5(4) . . . . ? Sn1 C1 C2 C3 179.60(18) . . . . ? C6 C1 C2 C7 -177.0(2) . . . . ? Sn1 C1 C2 C7 1.0(3) . . . . ? C1 C2 C3 C4 -1.3(4) . . . . ? C7 C2 C3 C4 177.3(2) . . . . ? C2 C3 C4 C5 0.0(4) . . . . ? C3 C4 C5 C6 0.9(5) . . . . ? C2 C1 C6 C5 -0.6(4) . . . . ? Sn1 C1 C6 C5 -178.4(2) . . . . ? C4 C5 C6 C1 -0.6(4) . . . . ? C1 C2 C7 N1 0.8(3) . . . . ? C3 C2 C7 N1 -177.7(2) . . . . ? N1 C8 C9 N2 -176.5(2) . . . . ? C17 C12 C13 C14 1.2(4) . . . . ? Sn1 C12 C13 C14 -177.9(2) . . . . ? C17 C12 C13 C18 -179.5(2) . . . . ? Sn1 C12 C13 C18 1.4(3) . . . . ? C12 C13 C14 C15 -0.9(4) . . . . ? C18 C13 C14 C15 179.8(3) . . . . ? C13 C14 C15 C16 0.3(5) . . . . ? C14 C15 C16 C17 -0.2(5) . . . . ? C13 C12 C17 C16 -1.0(4) . . . . ? Sn1 C12 C17 C16 178.0(2) . . . . ? C15 C16 C17 C12 0.5(5) . . . . ? C14 C13 C18 N3 177.5(2) . . . . ? C12 C13 C18 N3 -1.8(4) . . . . ? N3 C19 C20 N4 77.1(3) . . . . ? C2 C7 N1 C8 -178.6(2) . . . . ? C2 C7 N1 Sn1 -2.0(3) . . . . ? C9 C8 N1 C7 -107.9(3) . . . . ? C9 C8 N1 Sn1 76.2(3) . . . . ? C8 C9 N2 C11 65.1(4) . . . . ? C8 C9 N2 C10 -171.2(3) . . . . ? C13 C18 N3 C19 178.5(2) . . . . ? C13 C18 N3 Sn1 1.2(3) . . . . ? C20 C19 N3 C18 -95.5(3) . . . . ? C20 C19 N3 Sn1 81.4(2) . . . . ? C19 C20 N4 C22 86.4(3) . . . . ? C19 C20 N4 C21 -149.5(3) . . . . ? C17 C12 Sn1 C1 -135.6(3) . . . . ? C13 C12 Sn1 C1 43.5(4) . . . . ? C17 C12 Sn1 N3 -179.6(2) . . . . ? C13 C12 Sn1 N3 -0.57(17) . . . . ? C17 C12 Sn1 N1 -97.8(2) . . . . ? C13 C12 Sn1 N1 81.24(18) . . . . ? C17 C12 Sn1 Cl2 -5.2(2) . . . . ? C13 C12 Sn1 Cl2 173.85(17) . . . . ? C17 C12 Sn1 Cl1 92.0(2) . . . . ? C13 C12 Sn1 Cl1 -88.91(17) . . . . ? C6 C1 Sn1 C12 -144.4(3) . . . . ? C2 C1 Sn1 C12 37.7(4) . . . . ? C6 C1 Sn1 N3 -102.0(2) . . . . ? C2 C1 Sn1 N3 80.08(17) . . . . ? C6 C1 Sn1 N1 176.4(2) . . . . ? C2 C1 Sn1 N1 -1.45(16) . . . . ? C6 C1 Sn1 Cl2 85.0(2) . . . . ? C2 C1 Sn1 Cl2 -92.88(17) . . . . ? C6 C1 Sn1 Cl1 -12.2(2) . . . . ? C2 C1 Sn1 Cl1 169.91(16) . . . . ? C18 N3 Sn1 C12 -0.36(17) . . . . ? C19 N3 Sn1 C12 -177.5(2) . . . . ? C18 N3 Sn1 C1 -168.24(18) . . . . ? C19 N3 Sn1 C1 14.6(2) . . . . ? C18 N3 Sn1 N1 -92.68(18) . . . . ? C19 N3 Sn1 N1 90.2(2) . . . . ? C18 N3 Sn1 Cl1 95.02(17) . . . . ? C19 N3 Sn1 Cl1 -82.1(2) . . . . ? C7 N1 Sn1 C12 -167.13(17) . . . . ? C8 N1 Sn1 C12 9.0(2) . . . . ? C7 N1 Sn1 C1 1.88(16) . . . . ? C8 N1 Sn1 C1 178.0(2) . . . . ? C7 N1 Sn1 N3 -91.58(17) . . . . ? C8 N1 Sn1 N3 84.6(2) . . . . ? C7 N1 Sn1 Cl2 96.23(16) . . . . ? C8 N1 Sn1 Cl2 -87.6(2) . . . . ? C7 N1 Sn1 Cl1 -48.1(4) . . . . ? C8 N1 Sn1 Cl1 128.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.341 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.054 _database_code_depnum_ccdc_archive 'CCDC 921331' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_638r _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H24 Cl2 N2 Sn' _chemical_formula_sum 'C28 H24 Cl2 N2 Sn' _chemical_formula_weight 578.08 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 'P2(1)/n ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7244(4) _cell_length_b 13.4519(7) _cell_length_c 21.1688(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.7380(10) _cell_angle_gamma 90.00 _cell_volume 2484.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 8912 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 26.06 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.546 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 1.263 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7349 _exptl_absorpt_correction_T_max 0.7600 _exptl_absorpt_process_details 'Bruke, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23420 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4370 _reflns_number_gt 3940 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0267P)^2^+1.3230P] 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 4370 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0617 _refine_ls_wR_factor_gt 0.0604 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.002 _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 C1 C 0.3323(3) 0.50570(18) 0.83632(14) 0.0450(6) Uani 1 1 d . . . C2 C 0.1907(3) 0.53458(19) 0.81097(15) 0.0505(7) Uani 1 1 d . . . C3 C 0.0700(4) 0.5591(2) 0.85048(18) 0.0668(9) Uani 1 1 d . . . H3 H -0.0241 0.5785 0.8334 0.080 Uiso 1 1 calc R . . C4 C 0.0910(4) 0.5543(3) 0.91470(19) 0.0746(10) Uani 1 1 d . . . H4 H 0.0105 0.5701 0.9413 0.089 Uiso 1 1 calc R . . C5 C 0.2296(4) 0.5265(2) 0.93983(17) 0.0677(9) Uani 1 1 d . . . H5 H 0.2429 0.5241 0.9835 0.081 Uiso 1 1 calc R . . C6 C 0.3510(4) 0.5019(2) 0.90089(14) 0.0545(7) Uani 1 1 d . . . H6 H 0.4447 0.4828 0.9185 0.065 Uiso 1 1 calc R . . C7 C 0.1712(3) 0.5375(2) 0.74282(16) 0.0571(8) Uani 1 1 d . . . H7 H 0.0755 0.5517 0.7252 0.069 Uiso 1 1 calc R . . C8 C 0.2647(4) 0.5232(2) 0.63815(15) 0.0646(8) Uani 1 1 d . . . H8A H 0.1563 0.5253 0.6274 0.078 Uiso 1 1 calc R . . H8B H 0.3069 0.4628 0.6204 0.078 Uiso 1 1 calc R . . C9 C 0.3432(3) 0.6116(2) 0.60948(13) 0.0505(7) Uani 1 1 d . . . C10 C 0.3404(4) 0.7040(2) 0.63707(14) 0.0595(8) Uani 1 1 d . . . H10 H 0.2838 0.7138 0.6735 0.071 Uiso 1 1 calc R . . C11 C 0.4203(4) 0.7823(2) 0.61158(16) 0.0712(9) Uani 1 1 d . . . H11 H 0.4197 0.8441 0.6313 0.085 Uiso 1 1 calc R . . C12 C 0.5005(4) 0.7687(3) 0.55728(18) 0.0785(10) Uani 1 1 d . . . H12 H 0.5566 0.8209 0.5404 0.094 Uiso 1 1 calc R . . C13 C 0.4983(4) 0.6786(3) 0.52788(18) 0.0801(10) Uani 1 1 d . . . H13 H 0.5496 0.6701 0.4900 0.096 Uiso 1 1 calc R . . C14 C 0.4211(4) 0.6010(3) 0.55382(15) 0.0678(9) Uani 1 1 d . . . H14 H 0.4210 0.5397 0.5335 0.081 Uiso 1 1 calc R . . C15 C 0.6548(3) 0.50045(19) 0.68981(13) 0.0440(6) Uani 1 1 d . . . C16 C 0.7113(3) 0.59720(19) 0.68297(12) 0.0433(6) Uani 1 1 d . . . C17 C 0.8113(3) 0.6203(2) 0.63454(13) 0.0542(7) Uani 1 1 d . . . H17 H 0.8492 0.6845 0.6305 0.065 Uiso 1 1 calc R . . C18 C 0.8542(3) 0.5472(3) 0.59248(15) 0.0610(8) Uani 1 1 d . . . H18 H 0.9207 0.5624 0.5599 0.073 Uiso 1 1 calc R . . C19 C 0.7988(4) 0.4522(2) 0.59868(14) 0.0601(8) Uani 1 1 d . . . H19 H 0.8275 0.4034 0.5700 0.072 Uiso 1 1 calc R . . C20 C 0.7005(3) 0.4282(2) 0.64723(14) 0.0550(7) Uani 1 1 d . . . H20 H 0.6649 0.3634 0.6513 0.066 Uiso 1 1 calc R . . C21 C 0.6547(3) 0.67461(19) 0.72438(12) 0.0455(6) Uani 1 1 d . . . H21 H 0.6884 0.7397 0.7193 0.055 Uiso 1 1 calc R . . C22 C 0.4886(3) 0.73569(19) 0.80244(13) 0.0506(7) Uani 1 1 d . . . H22A H 0.3799 0.7372 0.7922 0.061 Uiso 1 1 calc R . . H22B H 0.5325 0.7982 0.7888 0.061 Uiso 1 1 calc R . . C23 C 0.5081(3) 0.72695(18) 0.87247(12) 0.0441(6) Uani 1 1 d . . . C24 C 0.3909(3) 0.7579(2) 0.91141(14) 0.0551(7) Uani 1 1 d . . . H24 H 0.2996 0.7812 0.8937 0.066 Uiso 1 1 calc R . . C25 C 0.4087(4) 0.7545(2) 0.97578(16) 0.0693(9) Uani 1 1 d . . . H25 H 0.3297 0.7762 1.0014 0.083 Uiso 1 1 calc R . . C26 C 0.5409(5) 0.7195(3) 1.00253(16) 0.0743(10) Uani 1 1 d . . . H26 H 0.5522 0.7173 1.0463 0.089 Uiso 1 1 calc R . . C27 C 0.6562(4) 0.6877(2) 0.96489(16) 0.0674(9) Uani 1 1 d . . . H27 H 0.7464 0.6634 0.9830 0.081 Uiso 1 1 calc R . . C28 C 0.6405(3) 0.6914(2) 0.90027(14) 0.0535(7) Uani 1 1 d . . . H28 H 0.7202 0.6695 0.8750 0.064 Uiso 1 1 calc R . . Cl1 Cl 0.70831(8) 0.43208(6) 0.84299(4) 0.0636(2) Uani 1 1 d . . . Cl2 Cl 0.44047(9) 0.30414(5) 0.74087(4) 0.0656(2) Uani 1 1 d . . . N1 N 0.2836(3) 0.52104(17) 0.70719(11) 0.0506(6) Uani 1 1 d . . . N2 N 0.5600(2) 0.65444(15) 0.76719(10) 0.0423(5) Uani 1 1 d . . . Sn1 Sn 0.504566(18) 0.477823(13) 0.767478(8) 0.04054(7) Uani 1 1 d . . . 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 C1 0.0426(15) 0.0310(13) 0.0616(17) 0.0007(11) 0.0115(12) -0.0029(11) C2 0.0391(14) 0.0391(15) 0.0736(19) 0.0048(13) 0.0120(13) 0.0007(11) C3 0.0496(17) 0.0549(18) 0.096(3) 0.0037(18) 0.0207(17) 0.0043(15) C4 0.073(2) 0.0554(19) 0.097(3) -0.0040(19) 0.039(2) -0.0016(17) C5 0.090(3) 0.0484(18) 0.065(2) -0.0038(15) 0.0261(18) -0.0119(17) C6 0.0633(19) 0.0394(15) 0.0608(18) 0.0036(13) 0.0061(15) -0.0077(13) C7 0.0358(15) 0.0541(18) 0.081(2) 0.0058(15) -0.0043(14) 0.0013(12) C8 0.0591(19) 0.070(2) 0.0642(19) -0.0114(16) -0.0139(15) -0.0059(16) C9 0.0471(15) 0.0558(17) 0.0484(15) -0.0076(13) -0.0102(12) 0.0094(13) C10 0.071(2) 0.0591(19) 0.0481(16) -0.0045(14) -0.0044(14) 0.0229(16) C11 0.097(3) 0.0489(19) 0.067(2) 0.0053(16) -0.0202(19) 0.0171(18) C12 0.081(2) 0.076(3) 0.078(2) 0.027(2) -0.009(2) 0.005(2) C13 0.079(3) 0.097(3) 0.064(2) 0.002(2) 0.0128(18) 0.013(2) C14 0.073(2) 0.070(2) 0.0601(19) -0.0158(17) 0.0005(16) 0.0128(18) C15 0.0343(13) 0.0415(14) 0.0561(16) 0.0020(12) 0.0013(11) 0.0039(11) C16 0.0386(13) 0.0431(14) 0.0481(14) 0.0065(11) -0.0027(11) 0.0002(11) C17 0.0497(16) 0.0529(17) 0.0601(17) 0.0150(14) 0.0035(13) -0.0005(13) C18 0.0520(17) 0.072(2) 0.0593(18) 0.0186(16) 0.0115(14) 0.0144(15) C19 0.0650(19) 0.0573(19) 0.0581(17) 0.0008(14) 0.0079(15) 0.0222(15) C20 0.0567(17) 0.0409(15) 0.0675(18) -0.0014(14) 0.0096(14) 0.0099(13) C21 0.0459(15) 0.0354(14) 0.0551(16) 0.0058(12) -0.0057(13) -0.0044(11) C22 0.0586(17) 0.0337(14) 0.0593(17) -0.0037(12) -0.0049(13) 0.0095(12) C23 0.0488(15) 0.0279(12) 0.0555(15) -0.0041(11) -0.0028(12) -0.0029(11) C24 0.0533(17) 0.0426(16) 0.0694(19) -0.0107(14) -0.0021(14) 0.0007(13) C25 0.078(2) 0.065(2) 0.066(2) -0.0182(17) 0.0154(18) -0.0062(18) C26 0.102(3) 0.066(2) 0.0547(19) -0.0053(16) -0.006(2) -0.010(2) C27 0.072(2) 0.0568(19) 0.072(2) 0.0015(16) -0.0232(18) 0.0036(16) C28 0.0511(16) 0.0436(15) 0.0658(18) -0.0022(13) -0.0043(14) 0.0040(13) Cl1 0.0512(4) 0.0582(4) 0.0809(5) 0.0047(4) -0.0148(4) 0.0094(3) Cl2 0.0666(5) 0.0380(4) 0.0924(6) -0.0084(4) 0.0100(4) -0.0135(3) N1 0.0413(13) 0.0506(14) 0.0597(14) 0.0001(11) -0.0036(11) -0.0014(10) N2 0.0440(12) 0.0329(11) 0.0499(12) -0.0003(9) -0.0036(10) 0.0019(9) Sn1 0.03391(11) 0.03296(11) 0.05480(12) 0.00021(8) 0.00261(7) -0.00002(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 C1 C6 1.375(4) . ? C1 C2 1.396(4) . ? C1 Sn1 2.140(3) . ? C2 C3 1.393(4) . ? C2 C7 1.451(4) . ? C3 C4 1.371(5) . ? C3 H3 0.9300 . ? C4 C5 1.367(5) . ? C4 H4 0.9300 . ? C5 C6 1.390(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.264(4) . ? C7 H7 0.9300 . ? C8 N1 1.469(4) . ? C8 C9 1.504(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.373(4) . ? C9 C14 1.375(4) . ? C10 C11 1.377(5) . ? C10 H10 0.9300 . ? C11 C12 1.365(5) . ? C11 H11 0.9300 . ? C12 C13 1.363(5) . ? C12 H12 0.9300 . ? C13 C14 1.362(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C20 1.387(4) . ? C15 C16 1.400(4) . ? C15 Sn1 2.138(3) . ? C16 C17 1.390(4) . ? C16 C21 1.452(4) . ? C17 C18 1.380(4) . ? C17 H17 0.9300 . ? C18 C19 1.374(4) . ? C18 H18 0.9300 . ? C19 C20 1.385(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 N2 1.263(3) . ? C21 H21 0.9300 . ? C22 N2 1.467(3) . ? C22 C23 1.495(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C28 1.375(4) . ? C23 C24 1.386(4) . ? C24 C25 1.370(4) . ? C24 H24 0.9300 . ? C25 C26 1.362(5) . ? C25 H25 0.9300 . ? C26 C27 1.360(5) . ? C26 H26 0.9300 . ? C27 C28 1.374(4) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? Cl1 Sn1 2.4537(7) . ? Cl2 Sn1 2.4658(7) . ? N1 Sn1 2.371(2) . ? N2 Sn1 2.425(2) . ? 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 C6 C1 C2 119.0(3) . . ? C6 C1 Sn1 126.5(2) . . ? C2 C1 Sn1 114.4(2) . . ? C3 C2 C1 120.5(3) . . ? C3 C2 C7 120.7(3) . . ? C1 C2 C7 118.8(2) . . ? C4 C3 C2 119.5(3) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 120.7(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C1 C6 C5 119.9(3) . . ? C1 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? N1 C7 C2 120.5(3) . . ? N1 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? N1 C8 C9 111.8(2) . . ? N1 C8 H8A 109.3 . . ? C9 C8 H8A 109.3 . . ? N1 C8 H8B 109.3 . . ? C9 C8 H8B 109.3 . . ? H8A C8 H8B 107.9 . . ? C10 C9 C14 118.0(3) . . ? C10 C9 C8 122.2(3) . . ? C14 C9 C8 119.8(3) . . ? C9 C10 C11 120.9(3) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C12 C11 C10 119.7(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C13 C12 C11 119.9(4) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C14 C13 C12 120.1(3) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C9 121.2(3) . . ? C13 C14 H14 119.4 . . ? C9 C14 H14 119.4 . . ? C20 C15 C16 118.7(3) . . ? C20 C15 Sn1 125.7(2) . . ? C16 C15 Sn1 115.60(19) . . ? C17 C16 C15 120.6(3) . . ? C17 C16 C21 120.5(2) . . ? C15 C16 C21 118.8(2) . . ? C18 C17 C16 119.6(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C19 C18 C17 120.1(3) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C19 C20 120.6(3) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C15 120.4(3) . . ? C19 C20 H20 119.8 . . ? C15 C20 H20 119.8 . . ? N2 C21 C16 120.6(2) . . ? N2 C21 H21 119.7 . . ? C16 C21 H21 119.7 . . ? N2 C22 C23 113.7(2) . . ? N2 C22 H22A 108.8 . . ? C23 C22 H22A 108.8 . . ? N2 C22 H22B 108.8 . . ? C23 C22 H22B 108.8 . . ? H22A C22 H22B 107.7 . . ? C28 C23 C24 118.2(3) . . ? C28 C23 C22 122.4(2) . . ? C24 C23 C22 119.4(2) . . ? C25 C24 C23 120.4(3) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C26 C25 C24 120.6(3) . . ? C26 C25 H25 119.7 . . ? C24 C25 H25 119.7 . . ? C27 C26 C25 119.6(3) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C26 C27 C28 120.4(3) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C27 C28 C23 120.7(3) . . ? C27 C28 H28 119.6 . . ? C23 C28 H28 119.6 . . ? C7 N1 C8 120.8(3) . . ? C7 N1 Sn1 110.7(2) . . ? C8 N1 Sn1 128.35(19) . . ? C21 N2 C22 119.4(2) . . ? C21 N2 Sn1 110.15(17) . . ? C22 N2 Sn1 130.00(17) . . ? C15 Sn1 C1 160.36(10) . . ? C15 Sn1 N1 93.07(9) . . ? C1 Sn1 N1 75.54(10) . . ? C15 Sn1 N2 74.59(9) . . ? C1 Sn1 N2 88.39(8) . . ? N1 Sn1 N2 85.37(7) . . ? C15 Sn1 Cl1 95.19(7) . . ? C1 Sn1 Cl1 96.28(8) . . ? N1 Sn1 Cl1 171.70(6) . . ? N2 Sn1 Cl1 96.00(5) . . ? C15 Sn1 Cl2 95.67(7) . . ? C1 Sn1 Cl2 99.35(7) . . ? N1 Sn1 Cl2 85.92(6) . . ? N2 Sn1 Cl2 166.54(5) . . ? Cl1 Sn1 Cl2 94.10(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.0(4) . . . . ? Sn1 C1 C2 C3 -177.3(2) . . . . ? C6 C1 C2 C7 -179.4(2) . . . . ? Sn1 C1 C2 C7 3.3(3) . . . . ? C1 C2 C3 C4 -0.2(5) . . . . ? C7 C2 C3 C4 179.1(3) . . . . ? C2 C3 C4 C5 0.5(5) . . . . ? C3 C4 C5 C6 -0.5(5) . . . . ? C2 C1 C6 C5 0.0(4) . . . . ? Sn1 C1 C6 C5 177.0(2) . . . . ? C4 C5 C6 C1 0.3(4) . . . . ? C3 C2 C7 N1 175.7(3) . . . . ? C1 C2 C7 N1 -4.9(4) . . . . ? N1 C8 C9 C10 -40.1(4) . . . . ? N1 C8 C9 C14 139.8(3) . . . . ? C14 C9 C10 C11 -3.5(4) . . . . ? C8 C9 C10 C11 176.4(3) . . . . ? C9 C10 C11 C12 1.6(5) . . . . ? C10 C11 C12 C13 1.4(5) . . . . ? C11 C12 C13 C14 -2.5(6) . . . . ? C12 C13 C14 C9 0.5(5) . . . . ? C10 C9 C14 C13 2.5(5) . . . . ? C8 C9 C14 C13 -177.4(3) . . . . ? C20 C15 C16 C17 -0.2(4) . . . . ? Sn1 C15 C16 C17 179.25(19) . . . . ? C20 C15 C16 C21 175.3(2) . . . . ? Sn1 C15 C16 C21 -5.3(3) . . . . ? C15 C16 C17 C18 0.6(4) . . . . ? C21 C16 C17 C18 -174.8(2) . . . . ? C16 C17 C18 C19 -0.3(4) . . . . ? C17 C18 C19 C20 -0.5(5) . . . . ? C18 C19 C20 C15 0.9(5) . . . . ? C16 C15 C20 C19 -0.6(4) . . . . ? Sn1 C15 C20 C19 -180.0(2) . . . . ? C17 C16 C21 N2 177.8(2) . . . . ? C15 C16 C21 N2 2.3(4) . . . . ? N2 C22 C23 C28 37.0(4) . . . . ? N2 C22 C23 C24 -144.7(2) . . . . ? C28 C23 C24 C25 1.1(4) . . . . ? C22 C23 C24 C25 -177.3(3) . . . . ? C23 C24 C25 C26 -0.8(5) . . . . ? C24 C25 C26 C27 0.0(5) . . . . ? C25 C26 C27 C28 0.4(5) . . . . ? C26 C27 C28 C23 -0.1(5) . . . . ? C24 C23 C28 C27 -0.7(4) . . . . ? C22 C23 C28 C27 177.7(3) . . . . ? C2 C7 N1 C8 179.6(3) . . . . ? C2 C7 N1 Sn1 3.6(3) . . . . ? C9 C8 N1 C7 110.0(3) . . . . ? C9 C8 N1 Sn1 -74.8(3) . . . . ? C16 C21 N2 C22 -171.5(2) . . . . ? C16 C21 N2 Sn1 1.5(3) . . . . ? C23 C22 N2 C21 -125.5(3) . . . . ? C23 C22 N2 Sn1 63.1(3) . . . . ? C20 C15 Sn1 C1 -145.6(3) . . . . ? C16 C15 Sn1 C1 35.0(4) . . . . ? C20 C15 Sn1 N1 -92.0(2) . . . . ? C16 C15 Sn1 N1 88.6(2) . . . . ? C20 C15 Sn1 N2 -176.4(3) . . . . ? C16 C15 Sn1 N2 4.26(18) . . . . ? C20 C15 Sn1 Cl1 88.8(2) . . . . ? C16 C15 Sn1 Cl1 -90.55(19) . . . . ? C20 C15 Sn1 Cl2 -5.8(2) . . . . ? C16 C15 Sn1 Cl2 174.80(18) . . . . ? C6 C1 Sn1 C15 -122.0(3) . . . . ? C2 C1 Sn1 C15 55.0(4) . . . . ? C6 C1 Sn1 N1 -178.1(2) . . . . ? C2 C1 Sn1 N1 -1.08(18) . . . . ? C6 C1 Sn1 N2 -92.5(2) . . . . ? C2 C1 Sn1 N2 84.55(19) . . . . ? C6 C1 Sn1 Cl1 3.4(2) . . . . ? C2 C1 Sn1 Cl1 -179.59(18) . . . . ? C6 C1 Sn1 Cl2 98.6(2) . . . . ? C2 C1 Sn1 Cl2 -84.37(19) . . . . ? C7 N1 Sn1 C15 -165.1(2) . . . . ? C8 N1 Sn1 C15 19.3(2) . . . . ? C7 N1 Sn1 C1 -1.35(19) . . . . ? C8 N1 Sn1 C1 -177.0(2) . . . . ? C7 N1 Sn1 N2 -90.9(2) . . . . ? C8 N1 Sn1 N2 93.5(2) . . . . ? C7 N1 Sn1 Cl2 99.40(19) . . . . ? C8 N1 Sn1 Cl2 -76.2(2) . . . . ? C21 N2 Sn1 C15 -3.11(17) . . . . ? C22 N2 Sn1 C15 168.9(2) . . . . ? C21 N2 Sn1 C1 -173.21(19) . . . . ? C22 N2 Sn1 C1 -1.2(2) . . . . ? C21 N2 Sn1 N1 -97.58(18) . . . . ? C22 N2 Sn1 N1 74.4(2) . . . . ? C21 N2 Sn1 Cl1 90.64(17) . . . . ? C22 N2 Sn1 Cl1 -97.3(2) . . . . ? C21 N2 Sn1 Cl2 -47.7(3) . . . . ? C22 N2 Sn1 Cl2 124.3(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.388 _refine_diff_density_min -0.561 _refine_diff_density_rms 0.063 _database_code_depnum_ccdc_archive 'CCDC 921332' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_639r-sr _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H32 Cl2 N2 Sn' _chemical_formula_sum 'C32 H32 Cl2 N2 Sn' _chemical_formula_weight 634.19 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 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc' 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 8.4779(9) _cell_length_b 25.775(3) _cell_length_c 15.9159(16) _cell_angle_alpha 90.00 _cell_angle_beta 100.119(2) _cell_angle_gamma 90.00 _cell_volume 3423.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 5180 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 24.86 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.922 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7694 _exptl_absorpt_correction_T_max 0.8516 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32709 _diffrn_reflns_av_R_equivalents 0.0523 _diffrn_reflns_av_sigmaI/netI 0.0419 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6014 _reflns_number_gt 4877 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0371P)^2^+2.8177P] 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 6014 _refine_ls_number_parameters 340 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.0995 _refine_ls_wR_factor_gt 0.0944 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3903(5) 0.26201(15) 0.8119(2) 0.0438(9) Uani 1 1 d . . . C2 C 0.2896(5) 0.30153(15) 0.8278(2) 0.0462(9) Uani 1 1 d . . . C3 C 0.1603(6) 0.29191(18) 0.8686(3) 0.0594(12) Uani 1 1 d . . . H3 H 0.0954 0.3190 0.8807 0.071 Uiso 1 1 calc R . . C4 C 0.1295(6) 0.2418(2) 0.8908(3) 0.0642(12) Uani 1 1 d . . . H4 H 0.0414 0.2345 0.9164 0.077 Uiso 1 1 calc R . . C5 C 0.2293(6) 0.20259(19) 0.8750(3) 0.0669(13) Uani 1 1 d . . . H5 H 0.2091 0.1690 0.8914 0.080 Uiso 1 1 calc R . . C6 C 0.3581(6) 0.21158(16) 0.8357(3) 0.0563(11) Uani 1 1 d . . . H6 H 0.4235 0.1843 0.8251 0.068 Uiso 1 1 calc R . . C7 C 0.3135(5) 0.35432(16) 0.7979(3) 0.0538(11) Uani 1 1 d . . . H7 H 0.2492 0.3812 0.8115 0.065 Uiso 1 1 calc R . . C8 C 0.4389(5) 0.41618(15) 0.7244(3) 0.0535(11) Uani 1 1 d . . . C9 C 0.4998(6) 0.45482(17) 0.7829(3) 0.0667(13) Uani 1 1 d . . . C10 C 0.5159(7) 0.5042(2) 0.7497(4) 0.0832(16) Uani 1 1 d . . . H10 H 0.5574 0.5304 0.7872 0.100 Uiso 1 1 calc R . . C11 C 0.4743(7) 0.51630(19) 0.6650(4) 0.0802(16) Uani 1 1 d . . . C12 C 0.4145(6) 0.47689(18) 0.6096(3) 0.0704(14) Uani 1 1 d . . . H12 H 0.3847 0.4843 0.5518 0.084 Uiso 1 1 calc R . . C13 C 0.3975(5) 0.42690(16) 0.6376(3) 0.0550(11) Uani 1 1 d . . . C14 C 0.5459(8) 0.4455(2) 0.8776(3) 0.097(2) Uani 1 1 d . . . H14A H 0.4537 0.4502 0.9043 0.146 Uiso 1 1 calc R . . H14B H 0.6279 0.4696 0.9014 0.146 Uiso 1 1 calc R . . H14C H 0.5853 0.4107 0.8875 0.146 Uiso 1 1 calc R . . C15 C 0.4906(9) 0.5715(2) 0.6335(5) 0.119(2) Uani 1 1 d . . . H15A H 0.5081 0.5707 0.5756 0.179 Uiso 1 1 calc R . . H15B H 0.5798 0.5882 0.6688 0.179 Uiso 1 1 calc R . . H15C H 0.3943 0.5905 0.6364 0.179 Uiso 1 1 calc R . . C16 C 0.3273(6) 0.38535(18) 0.5753(3) 0.0724(14) Uani 1 1 d . . . H16A H 0.2485 0.3661 0.5988 0.109 Uiso 1 1 calc R . . H16B H 0.4108 0.3624 0.5648 0.109 Uiso 1 1 calc R . . H16C H 0.2778 0.4012 0.5226 0.109 Uiso 1 1 calc R . . C17 C 0.6974(5) 0.31466(15) 0.6575(3) 0.0471(10) Uani 1 1 d . . . C18 C 0.6572(5) 0.29346(15) 0.5757(3) 0.0458(9) Uani 1 1 d . . . C19 C 0.7275(5) 0.31250(18) 0.5095(3) 0.0607(12) Uani 1 1 d . . . H19 H 0.7010 0.2980 0.4553 0.073 Uiso 1 1 calc R . . C20 C 0.8360(6) 0.35254(19) 0.5233(3) 0.0721(14) Uani 1 1 d . . . H20 H 0.8828 0.3652 0.4788 0.087 Uiso 1 1 calc R . . C21 C 0.8746(6) 0.37374(18) 0.6034(4) 0.0742(14) Uani 1 1 d . . . H21 H 0.9470 0.4011 0.6127 0.089 Uiso 1 1 calc R . . C22 C 0.8073(6) 0.35481(17) 0.6706(3) 0.0643(12) Uani 1 1 d . . . H22 H 0.8361 0.3692 0.7247 0.077 Uiso 1 1 calc R . . C23 C 0.5390(5) 0.25228(16) 0.5602(2) 0.0508(10) Uani 1 1 d . . . H23 H 0.5170 0.2369 0.5065 0.061 Uiso 1 1 calc R . . C24 C 0.3551(5) 0.19359(15) 0.5987(2) 0.0468(10) Uani 1 1 d . . . C25 C 0.1942(5) 0.20145(16) 0.6005(3) 0.0537(11) Uani 1 1 d . . . C26 C 0.0864(6) 0.16152(19) 0.5749(3) 0.0706(13) Uani 1 1 d . . . H26 H -0.0223 0.1670 0.5740 0.085 Uiso 1 1 calc R . . C27 C 0.1378(7) 0.11386(19) 0.5508(3) 0.0722(14) Uani 1 1 d . . . C28 C 0.2985(7) 0.10622(17) 0.5544(3) 0.0694(14) Uani 1 1 d . . . H28 H 0.3334 0.0736 0.5408 0.083 Uiso 1 1 calc R . . C29 C 0.4130(6) 0.14517(16) 0.5777(3) 0.0547(11) Uani 1 1 d . . . C30 C 0.1274(5) 0.25309(18) 0.6214(3) 0.0657(12) Uani 1 1 d . . . H30A H 0.1460 0.2578 0.6821 0.099 Uiso 1 1 calc R . . H30B H 0.0143 0.2540 0.5999 0.099 Uiso 1 1 calc R . . H30C H 0.1793 0.2803 0.5954 0.099 Uiso 1 1 calc R . . C31 C 0.0182(9) 0.0710(2) 0.5176(5) 0.120(2) Uani 1 1 d . . . H31A H 0.0172 0.0658 0.4578 0.181 Uiso 1 1 calc R . . H31B H -0.0868 0.0809 0.5263 0.181 Uiso 1 1 calc R . . H31C H 0.0493 0.0394 0.5479 0.181 Uiso 1 1 calc R . . C32 C 0.5876(6) 0.13335(19) 0.5809(3) 0.0743(14) Uani 1 1 d . . . H32A H 0.6057 0.0969 0.5902 0.111 Uiso 1 1 calc R . . H32B H 0.6505 0.1525 0.6267 0.111 Uiso 1 1 calc R . . H32C H 0.6181 0.1432 0.5278 0.111 Uiso 1 1 calc R . . Cl1 Cl 0.73932(14) 0.19980(4) 0.77869(7) 0.0591(3) Uani 1 1 d . . . Cl2 Cl 0.75138(13) 0.32122(5) 0.87982(7) 0.0618(3) Uani 1 1 d . . . N1 N 0.4206(4) 0.36382(12) 0.7536(2) 0.0494(8) Uani 1 1 d . . . N2 N 0.4650(4) 0.23673(12) 0.6182(2) 0.0439(8) Uani 1 1 d . . . Sn1 Sn 0.59035(3) 0.280556(10) 0.754490(17) 0.04500(11) Uani 1 1 d . . . 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 C1 0.052(2) 0.042(2) 0.038(2) 0.0021(17) 0.0079(18) -0.0019(18) C2 0.048(2) 0.048(2) 0.043(2) 0.0027(18) 0.0086(19) 0.0006(19) C3 0.061(3) 0.067(3) 0.052(3) 0.000(2) 0.015(2) -0.005(2) C4 0.057(3) 0.081(3) 0.057(3) 0.006(3) 0.018(2) -0.015(3) C5 0.068(3) 0.059(3) 0.074(3) 0.017(2) 0.012(3) -0.016(2) C6 0.066(3) 0.048(3) 0.053(3) 0.001(2) 0.007(2) 0.000(2) C7 0.064(3) 0.048(3) 0.052(3) -0.001(2) 0.016(2) 0.010(2) C8 0.065(3) 0.037(2) 0.062(3) 0.005(2) 0.019(2) 0.004(2) C9 0.093(4) 0.043(3) 0.065(3) -0.002(2) 0.015(3) 0.002(2) C10 0.118(5) 0.047(3) 0.086(4) -0.011(3) 0.020(3) -0.004(3) C11 0.109(4) 0.044(3) 0.093(4) 0.011(3) 0.032(3) -0.001(3) C12 0.089(4) 0.057(3) 0.069(3) 0.017(3) 0.025(3) 0.010(3) C13 0.064(3) 0.046(3) 0.056(3) 0.007(2) 0.014(2) 0.004(2) C14 0.164(6) 0.058(3) 0.064(3) -0.009(3) 0.004(4) -0.008(3) C15 0.168(7) 0.054(3) 0.146(6) 0.026(4) 0.055(5) -0.010(4) C16 0.086(4) 0.068(3) 0.059(3) 0.007(2) 0.000(3) 0.005(3) C17 0.049(2) 0.046(2) 0.049(2) -0.0017(19) 0.0154(19) -0.0038(19) C18 0.049(2) 0.045(2) 0.045(2) 0.0021(18) 0.0099(19) 0.0027(18) C19 0.069(3) 0.068(3) 0.048(3) 0.010(2) 0.019(2) 0.007(2) C20 0.082(4) 0.068(3) 0.072(3) 0.012(3) 0.028(3) -0.010(3) C21 0.079(3) 0.056(3) 0.095(4) 0.000(3) 0.036(3) -0.018(3) C22 0.072(3) 0.059(3) 0.066(3) -0.012(2) 0.022(3) -0.014(2) C23 0.064(3) 0.052(3) 0.034(2) 0.0004(19) 0.001(2) 0.003(2) C24 0.056(3) 0.044(2) 0.037(2) -0.0020(18) 0.0004(19) -0.0032(19) C25 0.062(3) 0.049(2) 0.048(2) 0.005(2) 0.004(2) -0.005(2) C26 0.072(3) 0.064(3) 0.072(3) -0.001(3) 0.001(3) -0.016(3) C27 0.083(4) 0.059(3) 0.071(3) 0.004(3) 0.003(3) -0.026(3) C28 0.106(4) 0.042(3) 0.058(3) -0.001(2) 0.009(3) -0.009(3) C29 0.073(3) 0.049(3) 0.042(2) -0.0013(19) 0.008(2) 0.002(2) C30 0.057(3) 0.066(3) 0.070(3) -0.004(2) -0.002(2) 0.001(2) C31 0.138(6) 0.076(4) 0.139(6) -0.011(4) 0.002(5) -0.052(4) C32 0.083(4) 0.067(3) 0.072(3) -0.012(3) 0.010(3) 0.012(3) Cl1 0.0686(7) 0.0595(7) 0.0471(6) -0.0023(5) 0.0042(5) 0.0209(5) Cl2 0.0552(7) 0.0776(8) 0.0503(6) -0.0202(5) 0.0028(5) -0.0017(5) N1 0.064(2) 0.0381(18) 0.047(2) 0.0032(15) 0.0121(17) 0.0026(16) N2 0.0486(19) 0.0436(18) 0.0382(18) -0.0018(15) 0.0044(15) -0.0003(15) Sn1 0.04886(18) 0.04716(18) 0.03929(16) -0.00181(13) 0.00859(12) 0.00014(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.381(5) . ? C1 C6 1.395(5) . ? C1 Sn1 2.117(4) . ? C2 C3 1.390(6) . ? C2 C7 1.468(5) . ? C3 C4 1.377(6) . ? C3 H3 0.9300 . ? C4 C5 1.368(7) . ? C4 H4 0.9300 . ? C5 C6 1.370(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.268(5) . ? C7 H7 0.9300 . ? C8 C13 1.393(6) . ? C8 C9 1.399(6) . ? C8 N1 1.444(5) . ? C9 C10 1.394(7) . ? C9 C14 1.509(7) . ? C10 C11 1.368(7) . ? C10 H10 0.9300 . ? C11 C12 1.382(7) . ? C11 C15 1.523(7) . ? C12 C13 1.379(6) . ? C12 H12 0.9300 . ? C13 C16 1.509(6) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C22 1.383(6) . ? C17 C18 1.398(5) . ? C17 Sn1 2.115(4) . ? C18 C19 1.389(6) . ? C18 C23 1.451(6) . ? C19 C20 1.374(6) . ? C19 H19 0.9300 . ? C20 C21 1.372(7) . ? C20 H20 0.9300 . ? C21 C22 1.386(6) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 N2 1.269(5) . ? C23 H23 0.9300 . ? C24 C25 1.385(6) . ? C24 C29 1.402(6) . ? C24 N2 1.449(5) . ? C25 C26 1.389(6) . ? C25 C30 1.506(6) . ? C26 C27 1.380(7) . ? C26 H26 0.9300 . ? C27 C28 1.367(7) . ? C27 C31 1.529(7) . ? C28 C29 1.401(6) . ? C28 H28 0.9300 . ? C29 C32 1.503(6) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? Cl1 Sn1 2.4300(11) . ? Cl2 Sn1 2.4463(11) . ? N1 Sn1 2.582(3) . ? N2 Sn1 2.510(3) . ? 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 C2 C1 C6 118.7(4) . . ? C2 C1 Sn1 118.7(3) . . ? C6 C1 Sn1 122.5(3) . . ? C1 C2 C3 121.2(4) . . ? C1 C2 C7 119.9(4) . . ? C3 C2 C7 118.8(4) . . ? C4 C3 C2 119.2(4) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C5 C4 C3 119.6(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C6 121.8(4) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C5 C6 C1 119.5(4) . . ? C5 C6 H6 120.3 . . ? C1 C6 H6 120.3 . . ? N1 C7 C2 120.9(4) . . ? N1 C7 H7 119.6 . . ? C2 C7 H7 119.6 . . ? C13 C8 C9 121.2(4) . . ? C13 C8 N1 118.8(4) . . ? C9 C8 N1 119.9(4) . . ? C10 C9 C8 116.5(5) . . ? C10 C9 C14 120.0(5) . . ? C8 C9 C14 123.5(4) . . ? C11 C10 C9 123.9(5) . . ? C11 C10 H10 118.1 . . ? C9 C10 H10 118.1 . . ? C10 C11 C12 117.6(5) . . ? C10 C11 C15 121.0(5) . . ? C12 C11 C15 121.4(5) . . ? C13 C12 C11 121.9(5) . . ? C13 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C12 C13 C8 118.9(4) . . ? C12 C13 C16 120.2(4) . . ? C8 C13 C16 120.8(4) . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 H15A 109.5 . . ? C11 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C11 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C17 C18 118.7(4) . . ? C22 C17 Sn1 124.4(3) . . ? C18 C17 Sn1 116.9(3) . . ? C19 C18 C17 120.1(4) . . ? C19 C18 C23 120.3(4) . . ? C17 C18 C23 119.5(4) . . ? C20 C19 C18 120.5(4) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C21 C20 C19 119.5(4) . . ? C21 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? C20 C21 C22 120.8(5) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C17 C22 C21 120.3(4) . . ? C17 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? N2 C23 C18 121.5(4) . . ? N2 C23 H23 119.3 . . ? C18 C23 H23 119.3 . . ? C25 C24 C29 121.5(4) . . ? C25 C24 N2 118.8(4) . . ? C29 C24 N2 119.7(4) . . ? C24 C25 C26 119.0(4) . . ? C24 C25 C30 122.9(4) . . ? C26 C25 C30 117.8(4) . . ? C27 C26 C25 121.2(5) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C28 C27 C26 118.5(4) . . ? C28 C27 C31 120.4(5) . . ? C26 C27 C31 121.1(5) . . ? C27 C28 C29 123.2(5) . . ? C27 C28 H28 118.4 . . ? C29 C28 H28 118.4 . . ? C28 C29 C24 116.4(4) . . ? C28 C29 C32 119.8(4) . . ? C24 C29 C32 123.8(4) . . ? C25 C30 H30A 109.5 . . ? C25 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C25 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C27 C31 H31A 109.5 . . ? C27 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C27 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C7 N1 C8 119.1(3) . . ? C7 N1 Sn1 106.8(3) . . ? C8 N1 Sn1 133.4(3) . . ? C23 N2 C24 117.9(3) . . ? C23 N2 Sn1 107.4(3) . . ? C24 N2 Sn1 133.6(2) . . ? C17 Sn1 C1 152.60(15) . . ? C17 Sn1 Cl1 101.18(11) . . ? C1 Sn1 Cl1 99.88(11) . . ? C17 Sn1 Cl2 99.64(11) . . ? C1 Sn1 Cl2 96.87(11) . . ? Cl1 Sn1 Cl2 92.16(4) . . ? C17 Sn1 N2 74.17(13) . . ? C1 Sn1 N2 91.24(13) . . ? Cl1 Sn1 N2 83.15(8) . . ? Cl2 Sn1 N2 171.24(8) . . ? C17 Sn1 N1 87.74(13) . . ? C1 Sn1 N1 72.68(13) . . ? Cl1 Sn1 N1 170.50(8) . . ? Cl2 Sn1 N1 83.06(8) . . ? N2 Sn1 N1 102.60(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.4(6) . . . . ? Sn1 C1 C2 C3 -177.3(3) . . . . ? C6 C1 C2 C7 -175.5(4) . . . . ? Sn1 C1 C2 C7 5.8(5) . . . . ? C1 C2 C3 C4 -2.1(6) . . . . ? C7 C2 C3 C4 174.8(4) . . . . ? C2 C3 C4 C5 2.1(7) . . . . ? C3 C4 C5 C6 -1.5(7) . . . . ? C4 C5 C6 C1 0.8(7) . . . . ? C2 C1 C6 C5 -0.7(6) . . . . ? Sn1 C1 C6 C5 178.0(3) . . . . ? C1 C2 C7 N1 3.6(6) . . . . ? C3 C2 C7 N1 -173.4(4) . . . . ? C13 C8 C9 C10 0.3(7) . . . . ? N1 C8 C9 C10 179.1(5) . . . . ? C13 C8 C9 C14 179.7(5) . . . . ? N1 C8 C9 C14 -1.4(7) . . . . ? C8 C9 C10 C11 0.7(9) . . . . ? C14 C9 C10 C11 -178.7(6) . . . . ? C9 C10 C11 C12 -0.7(9) . . . . ? C9 C10 C11 C15 178.2(6) . . . . ? C10 C11 C12 C13 -0.4(8) . . . . ? C15 C11 C12 C13 -179.3(5) . . . . ? C11 C12 C13 C8 1.4(7) . . . . ? C11 C12 C13 C16 178.3(5) . . . . ? C9 C8 C13 C12 -1.3(7) . . . . ? N1 C8 C13 C12 179.8(4) . . . . ? C9 C8 C13 C16 -178.2(4) . . . . ? N1 C8 C13 C16 3.0(6) . . . . ? C22 C17 C18 C19 0.3(6) . . . . ? Sn1 C17 C18 C19 -177.5(3) . . . . ? C22 C17 C18 C23 -178.3(4) . . . . ? Sn1 C17 C18 C23 3.9(5) . . . . ? C17 C18 C19 C20 -0.6(7) . . . . ? C23 C18 C19 C20 178.1(4) . . . . ? C18 C19 C20 C21 0.0(7) . . . . ? C19 C20 C21 C22 0.9(8) . . . . ? C18 C17 C22 C21 0.5(7) . . . . ? Sn1 C17 C22 C21 178.2(4) . . . . ? C20 C21 C22 C17 -1.1(8) . . . . ? C19 C18 C23 N2 -175.0(4) . . . . ? C17 C18 C23 N2 3.6(6) . . . . ? C29 C24 C25 C26 -4.8(6) . . . . ? N2 C24 C25 C26 174.6(4) . . . . ? C29 C24 C25 C30 -179.0(4) . . . . ? N2 C24 C25 C30 0.4(6) . . . . ? C24 C25 C26 C27 2.3(7) . . . . ? C30 C25 C26 C27 176.9(4) . . . . ? C25 C26 C27 C28 1.5(7) . . . . ? C25 C26 C27 C31 -176.3(5) . . . . ? C26 C27 C28 C29 -3.0(8) . . . . ? C31 C27 C28 C29 174.8(5) . . . . ? C27 C28 C29 C24 0.7(7) . . . . ? C27 C28 C29 C32 179.4(5) . . . . ? C25 C24 C29 C28 3.3(6) . . . . ? N2 C24 C29 C28 -176.1(3) . . . . ? C25 C24 C29 C32 -175.4(4) . . . . ? N2 C24 C29 C32 5.2(6) . . . . ? C2 C7 N1 C8 179.2(4) . . . . ? C2 C7 N1 Sn1 -8.7(5) . . . . ? C13 C8 N1 C7 -111.1(5) . . . . ? C9 C8 N1 C7 70.0(6) . . . . ? C13 C8 N1 Sn1 79.3(5) . . . . ? C9 C8 N1 Sn1 -99.5(5) . . . . ? C18 C23 N2 C24 -176.8(3) . . . . ? C18 C23 N2 Sn1 -7.5(5) . . . . ? C25 C24 N2 C23 -117.6(4) . . . . ? C29 C24 N2 C23 61.9(5) . . . . ? C25 C24 N2 Sn1 76.6(5) . . . . ? C29 C24 N2 Sn1 -103.9(4) . . . . ? C22 C17 Sn1 C1 116.8(4) . . . . ? C18 C17 Sn1 C1 -65.5(5) . . . . ? C22 C17 Sn1 Cl1 -103.6(4) . . . . ? C18 C17 Sn1 Cl1 74.1(3) . . . . ? C22 C17 Sn1 Cl2 -9.4(4) . . . . ? C18 C17 Sn1 Cl2 168.3(3) . . . . ? C22 C17 Sn1 N2 176.9(4) . . . . ? C18 C17 Sn1 N2 -5.4(3) . . . . ? C22 C17 Sn1 N1 73.2(4) . . . . ? C18 C17 Sn1 N1 -109.2(3) . . . . ? C2 C1 Sn1 C17 -53.4(5) . . . . ? C6 C1 Sn1 C17 127.9(4) . . . . ? C2 C1 Sn1 Cl1 166.8(3) . . . . ? C6 C1 Sn1 Cl1 -11.9(3) . . . . ? C2 C1 Sn1 Cl2 73.4(3) . . . . ? C6 C1 Sn1 Cl2 -105.3(3) . . . . ? C2 C1 Sn1 N2 -109.9(3) . . . . ? C6 C1 Sn1 N2 71.4(3) . . . . ? C2 C1 Sn1 N1 -7.1(3) . . . . ? C6 C1 Sn1 N1 174.2(4) . . . . ? C23 N2 Sn1 C17 6.9(3) . . . . ? C24 N2 Sn1 C17 173.8(4) . . . . ? C23 N2 Sn1 C1 163.4(3) . . . . ? C24 N2 Sn1 C1 -29.7(3) . . . . ? C23 N2 Sn1 Cl1 -96.8(3) . . . . ? C24 N2 Sn1 Cl1 70.1(3) . . . . ? C23 N2 Sn1 N1 90.9(3) . . . . ? C24 N2 Sn1 N1 -102.2(3) . . . . ? C7 N1 Sn1 C17 169.0(3) . . . . ? C8 N1 Sn1 C17 -20.5(4) . . . . ? C7 N1 Sn1 C1 8.5(3) . . . . ? C8 N1 Sn1 C1 179.0(4) . . . . ? C7 N1 Sn1 Cl2 -91.0(3) . . . . ? C8 N1 Sn1 Cl2 79.5(4) . . . . ? C7 N1 Sn1 N2 95.8(3) . . . . ? C8 N1 Sn1 N2 -93.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.643 _refine_diff_density_min -0.797 _refine_diff_density_rms 0.064 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material 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 _platon_squeeze_void_content 1 0.000 0.000 0.000 334 90 ' ' 2 0.000 0.500 0.500 334 90 ' ' _platon_squeeze_details ; ; _iucr_refine_instructions_details ; TITL 639r in P2(1)/c CELL 0.71073 8.4779 25.7750 15.9159 90.000 100.119 90.000 ZERR 4.00 0.0009 0.0027 0.0016 0.000 0.002 0.000 LATT 1 SYMM -X, 0.5+Y, 0.5-Z SFAC C H N Cl Sn UNIT 128 128 8 8 4 omit 0 1 1 OMIT 0.00 50.00 L.S. 25 ACTA bond $H FMAP 2 PLAN 10 conf size 0.18 0.23 0.3 WGHT 0.037100 2.817300 FVAR 1.037410 TEMP 24 C1 1 0.390294 0.262013 0.811878 11.000000 0.051930 0.041570 = 0.037870 0.002070 0.007880 -0.001930 C2 1 0.289599 0.301528 0.827846 11.000000 0.048310 0.047730 = 0.042620 0.002720 0.008560 0.000580 C3 1 0.160290 0.291908 0.868582 11.000000 0.061500 0.066920 = 0.051680 -0.000330 0.014950 -0.004650 AFIX 43 H3 2 0.095392 0.319008 0.880677 11.000000 -1.200000 AFIX 0 C4 1 0.129505 0.241755 0.890796 11.000000 0.057040 0.081460 = 0.057030 0.005660 0.017980 -0.015210 AFIX 43 H4 2 0.041403 0.234547 0.916370 11.000000 -1.200000 AFIX 0 C5 1 0.229278 0.202594 0.875027 11.000000 0.067830 0.058710 = 0.073930 0.016790 0.011960 -0.015810 AFIX 43 H5 2 0.209114 0.168953 0.891428 11.000000 -1.200000 AFIX 0 C6 1 0.358062 0.211580 0.835743 11.000000 0.066490 0.048250 = 0.053020 0.001020 0.007290 0.000340 AFIX 43 H6 2 0.423473 0.184272 0.825072 11.000000 -1.200000 AFIX 0 C7 1 0.313485 0.354316 0.797850 11.000000 0.064000 0.047740 = 0.051770 -0.001220 0.015790 0.009960 AFIX 43 H7 2 0.249161 0.381152 0.811522 11.000000 -1.200000 AFIX 0 C8 1 0.438863 0.416185 0.724394 11.000000 0.065410 0.036580 = 0.061500 0.004720 0.019470 0.004080 C9 1 0.499832 0.454816 0.782916 11.000000 0.092530 0.043050 = 0.064910 -0.002310 0.014730 0.001890 C10 1 0.515923 0.504164 0.749651 11.000000 0.117800 0.046590 = 0.086010 -0.010860 0.019850 -0.004460 AFIX 43 H10 2 0.557397 0.530399 0.787239 11.000000 -1.200000 AFIX 0 C11 1 0.474316 0.516295 0.664969 11.000000 0.108770 0.043710 = 0.093150 0.010640 0.031900 -0.001410 C12 1 0.414462 0.476886 0.609592 11.000000 0.089400 0.057200 = 0.068650 0.017320 0.025220 0.010220 AFIX 43 H12 2 0.384737 0.484289 0.551786 11.000000 -1.200000 AFIX 0 C13 1 0.397529 0.426902 0.637554 11.000000 0.063690 0.046270 = 0.056230 0.007230 0.013860 0.004100 C14 1 0.545881 0.445477 0.877634 11.000000 0.163790 0.058170 = 0.064450 -0.009290 0.003850 -0.007700 AFIX 137 H14A 2 0.453699 0.450177 0.904271 11.000000 -1.500000 H14B 2 0.627903 0.469615 0.901442 11.000000 -1.500000 H14C 2 0.585342 0.410698 0.887459 11.000000 -1.500000 AFIX 0 C15 1 0.490628 0.571496 0.633521 11.000000 0.168260 0.053870 = 0.146310 0.025790 0.055320 -0.009750 AFIX 137 H15A 2 0.508097 0.570665 0.575554 11.000000 -1.500000 H15B 2 0.579784 0.588152 0.668788 11.000000 -1.500000 H15C 2 0.394289 0.590475 0.636394 11.000000 -1.500000 AFIX 0 C16 1 0.327271 0.385354 0.575294 11.000000 0.085670 0.068080 = 0.059130 0.007490 0.000490 0.005040 AFIX 137 H16A 2 0.248472 0.366053 0.598801 11.000000 -1.500000 H16B 2 0.410846 0.362387 0.564838 11.000000 -1.500000 H16C 2 0.277790 0.401186 0.522626 11.000000 -1.500000 AFIX 0 C17 1 0.697423 0.314659 0.657513 11.000000 0.049290 0.045940 = 0.048600 -0.001740 0.015420 -0.003780 C18 1 0.657222 0.293462 0.575695 11.000000 0.048560 0.044560 = 0.044790 0.002140 0.009940 0.002670 C19 1 0.727538 0.312495 0.509460 11.000000 0.069020 0.068070 = 0.048040 0.009640 0.018580 0.007090 AFIX 43 H19 2 0.701015 0.298024 0.455290 11.000000 -1.200000 AFIX 0 C20 1 0.835995 0.352541 0.523310 11.000000 0.082220 0.067670 = 0.071840 0.012440 0.028400 -0.009540 AFIX 43 H20 2 0.882825 0.365176 0.478779 11.000000 -1.200000 AFIX 0 C21 1 0.874649 0.373737 0.603375 11.000000 0.078840 0.056050 = 0.095200 -0.000180 0.035770 -0.017690 AFIX 43 H21 2 0.946951 0.401147 0.612689 11.000000 -1.200000 AFIX 0 C22 1 0.807287 0.354811 0.670556 11.000000 0.072200 0.058500 = 0.065830 -0.012440 0.022280 -0.013880 AFIX 43 H22 2 0.836109 0.369183 0.724675 11.000000 -1.200000 AFIX 0 C23 1 0.539008 0.252278 0.560188 11.000000 0.064110 0.052140 = 0.033580 0.000420 0.001340 0.003460 AFIX 43 H23 2 0.516957 0.236931 0.506521 11.000000 -1.200000 AFIX 0 C24 1 0.355149 0.193586 0.598675 11.000000 0.055900 0.044220 = 0.037320 -0.002000 0.000360 -0.003230 C25 1 0.194160 0.201448 0.600504 11.000000 0.061980 0.048950 = 0.048110 0.005220 0.004150 -0.005140 C26 1 0.086393 0.161521 0.574916 11.000000 0.071880 0.063750 = 0.071860 -0.001200 0.000890 -0.015670 AFIX 43 H26 2 -0.022318 0.166996 0.574016 11.000000 -1.200000 AFIX 0 C27 1 0.137791 0.113856 0.550799 11.000000 0.082520 0.059380 = 0.070870 0.003940 0.003300 -0.026480 C28 1 0.298464 0.106223 0.554435 11.000000 0.105690 0.042000 = 0.058500 -0.001070 0.009070 -0.009440 AFIX 43 H28 2 0.333368 0.073590 0.540774 11.000000 -1.200000 AFIX 0 C29 1 0.413038 0.145173 0.577736 11.000000 0.073350 0.048520 = 0.041520 -0.001340 0.007760 0.001740 C30 1 0.127404 0.253089 0.621376 11.000000 0.056860 0.066000 = 0.069590 -0.003660 -0.001610 0.001460 AFIX 137 H30A 2 0.146019 0.257841 0.682140 11.000000 -1.500000 H30B 2 0.014319 0.253998 0.599861 11.000000 -1.500000 H30C 2 0.179324 0.280342 0.595430 11.000000 -1.500000 AFIX 0 C31 1 0.018232 0.071011 0.517630 11.000000 0.138010 0.075740 = 0.139340 -0.010840 0.002410 -0.051730 AFIX 137 H31A 2 0.017204 0.065806 0.457811 11.000000 -1.500000 H31B 2 -0.086845 0.080940 0.526329 11.000000 -1.500000 H31C 2 0.049268 0.039385 0.547922 11.000000 -1.500000 AFIX 0 C32 1 0.587621 0.133353 0.580896 11.000000 0.082670 0.067290 = 0.071590 -0.012490 0.010020 0.011510 AFIX 137 H32A 2 0.605721 0.096875 0.590228 11.000000 -1.500000 H32B 2 0.650485 0.152485 0.626673 11.000000 -1.500000 H32C 2 0.618146 0.143151 0.527805 11.000000 -1.500000 AFIX 0 Cl1 4 0.739324 0.199801 0.778695 11.000000 0.068610 0.059500 = 0.047060 -0.002340 0.004180 0.020860 Cl2 4 0.751380 0.321224 0.879819 11.000000 0.055190 0.077570 = 0.050310 -0.020200 0.002770 -0.001690 N1 3 0.420618 0.363818 0.753557 11.000000 0.064050 0.038070 = 0.046990 0.003170 0.012080 0.002600 N2 3 0.465031 0.236730 0.618214 11.000000 0.048600 0.043620 = 0.038240 -0.001830 0.004450 -0.000290 Sn1 5 0.590348 0.280556 0.754490 11.000000 0.048860 0.047160 = 0.039290 -0.001810 0.008590 0.000140 Q1 1 0.528700 0.279900 0.800800 11.000000 0.050000 0.64 Q2 1 0.638600 0.280600 0.698700 11.000000 0.050000 0.52 Q3 1 0.499000 0.277500 0.707800 11.000000 0.050000 0.46 Q4 1 0.754700 0.349500 0.855200 11.000000 0.050000 0.37 Q5 1 0.652100 0.326100 0.877100 11.000000 0.050000 0.35 Q6 1 0.330900 0.278700 0.731400 11.000000 0.050000 0.34 Q7 1 0.624900 0.306400 0.817600 11.000000 0.050000 0.33 Q8 1 0.729900 0.199300 0.739000 11.000000 0.050000 0.32 Q9 1 0.951400 0.283200 0.783500 11.000000 0.050000 0.32 Q10 1 0.607900 0.318500 0.724900 11.000000 0.050000 0.32 HKLF 4 END ; _database_code_depnum_ccdc_archive 'CCDC 921333' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_660r _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H22 Cl2 N4 Sn' _chemical_formula_sum 'C26 H22 Cl2 N4 Sn' _chemical_formula_weight 580.07 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 'P2(1)/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.0102(9) _cell_length_b 14.3711(10) _cell_length_c 14.1086(10) _cell_angle_alpha 90.00 _cell_angle_beta 110.8090(10) _cell_angle_gamma 90.00 _cell_volume 2465.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 6818 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 24.68 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 1.275 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7010 _exptl_absorpt_correction_T_max 0.7581 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23276 _diffrn_reflns_av_R_equivalents 0.0676 _diffrn_reflns_av_sigmaI/netI 0.0562 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4353 _reflns_number_gt 3780 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0367P)^2^+6.9524P] 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 4353 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0857 _refine_ls_R_factor_gt 0.0706 _refine_ls_wR_factor_ref 0.1364 _refine_ls_wR_factor_gt 0.1308 _refine_ls_goodness_of_fit_ref 1.244 _refine_ls_restrained_S_all 1.244 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1572(6) 0.1238(5) 0.3377(5) 0.0420(16) Uani 1 1 d . . . C2 C 0.0739(6) 0.0911(5) 0.2522(6) 0.0480(18) Uani 1 1 d . . . C3 C -0.0253(6) 0.0623(6) 0.2587(7) 0.068(2) Uani 1 1 d . . . H3 H -0.0805 0.0389 0.2018 0.081 Uiso 1 1 calc R . . C4 C -0.0415(8) 0.0687(7) 0.3498(9) 0.081(3) Uani 1 1 d . . . H4 H -0.1085 0.0506 0.3537 0.098 Uiso 1 1 calc R . . C5 C 0.0394(8) 0.1012(7) 0.4342(8) 0.081(3) Uani 1 1 d . . . H5 H 0.0276 0.1044 0.4954 0.097 Uiso 1 1 calc R . . N4 N 0.1441(7) -0.1286(6) 0.3956(6) 0.075(2) Uani 0.74 1 d P A 1 C23B C 0.1441(7) -0.1286(6) 0.3956(6) 0.075(2) Uani 0.26 1 d P A 2 H23B H 0.1555 -0.1166 0.4633 0.090 Uiso 0.26 1 calc PR A 2 C6 C 0.1403(7) 0.1300(6) 0.4293(6) 0.058(2) Uani 1 1 d . . . H6 H 0.1953 0.1529 0.4868 0.069 Uiso 1 1 calc R . . C7 C 0.0931(6) 0.0864(5) 0.1567(6) 0.0508(19) Uani 1 1 d . B . H7 H 0.0364 0.0689 0.0977 0.061 Uiso 1 1 calc R . . C8 C 0.2055(7) 0.1048(6) 0.0573(6) 0.059(2) Uani 1 1 d . B . H8A H 0.2545 0.1553 0.0561 0.070 Uiso 1 1 calc R . . H8B H 0.1361 0.1144 0.0020 0.070 Uiso 1 1 calc R . . C9 C 0.2550(6) 0.0134(6) 0.0425(5) 0.054(2) Uani 1 1 d . . . N2 N 0.1871(6) -0.0583(5) 0.0155(6) 0.072(2) Uani 0.93 1 d P B 3 C10B C 0.1871(6) -0.0583(5) 0.0155(6) 0.072(2) Uani 0.07 1 d P B 4 H10B H 0.1124 -0.0516 0.0029 0.087 Uiso 0.07 1 calc PR B 4 C11 C 0.2306(10) -0.1407(8) 0.0069(9) 0.093(3) Uani 1 1 d . . . H11 H 0.1834 -0.1915 -0.0120 0.112 Uiso 1 1 calc R B 3 C12 C 0.3386(11) -0.1554(8) 0.0239(8) 0.094(3) Uani 1 1 d . B . H12 H 0.3650 -0.2146 0.0184 0.113 Uiso 1 1 calc R . . C13 C 0.4062(9) -0.0817(9) 0.0488(9) 0.093(3) Uani 1 1 d . . . H13 H 0.4806 -0.0890 0.0598 0.112 Uiso 1 1 calc R B 3 C14 C 0.4512(5) 0.1409(5) 0.2801(5) 0.0444(17) Uani 1 1 d . . . C15 C 0.5014(6) 0.0547(6) 0.3064(5) 0.0510(19) Uani 1 1 d . . . C16 C 0.5981(7) 0.0360(7) 0.2861(6) 0.071(3) Uani 1 1 d . . . H16 H 0.6331 -0.0212 0.3040 0.085 Uiso 1 1 calc R . . C17 C 0.6405(8) 0.1021(9) 0.2399(7) 0.091(4) Uani 1 1 d . . . H17 H 0.7034 0.0892 0.2253 0.110 Uiso 1 1 calc R . . C18 C 0.5911(7) 0.1856(8) 0.2157(7) 0.081(3) Uani 1 1 d . . . H18 H 0.6212 0.2302 0.1856 0.098 Uiso 1 1 calc R . . C19 C 0.4962(6) 0.2063(6) 0.2349(6) 0.060(2) Uani 1 1 d . . . H19 H 0.4631 0.2642 0.2174 0.072 Uiso 1 1 calc R . . C20 C 0.4560(6) -0.0134(5) 0.3563(6) 0.0516(19) Uani 1 1 d . A . H20 H 0.4911 -0.0702 0.3764 0.062 Uiso 1 1 calc R . . C21 C 0.3238(6) -0.0627(5) 0.4249(6) 0.058(2) Uani 1 1 d . A . H21A H 0.3085 -0.0316 0.4794 0.069 Uiso 1 1 calc R . . H21B H 0.3786 -0.1104 0.4548 0.069 Uiso 1 1 calc R . . C22 C 0.2198(7) -0.1083(5) 0.3552(7) 0.056(2) Uani 1 1 d . . . C24 C 0.0496(8) -0.1678(7) 0.3327(10) 0.087(3) Uani 1 1 d . . . H24 H -0.0048 -0.1829 0.3587 0.105 Uiso 1 1 calc R A 1 C23 C 0.2058(7) -0.1258(6) 0.2580(8) 0.076(3) Uani 0.74 1 d P A 1 H23 H 0.2605 -0.1112 0.2323 0.091 Uiso 0.74 1 calc PR A 1 N4B N 0.2058(7) -0.1258(6) 0.2580(8) 0.076(3) Uani 0.26 1 d P A 2 C25 C 0.0313(9) -0.1855(7) 0.2351(9) 0.088(3) Uani 1 1 d . A . H25 H -0.0352 -0.2114 0.1942 0.106 Uiso 1 1 calc R . . C26 C 0.1081(10) -0.1661(8) 0.1969(10) 0.101(4) Uani 1 1 d . . . H26 H 0.0965 -0.1794 0.1294 0.121 Uiso 1 1 calc R A 1 Cl1 Cl 0.40378(16) 0.21635(15) 0.48826(15) 0.0584(5) Uani 1 1 d . . . Cl2 Cl 0.25690(18) 0.31529(13) 0.24272(19) 0.0685(6) Uani 1 1 d . . . N1 N 0.1870(5) 0.1061(4) 0.1539(4) 0.0445(14) Uani 1 1 d . . . C10 C 0.3649(7) 0.0049(7) 0.0582(7) 0.073(3) Uani 0.93 1 d P B 3 H10 H 0.4108 0.0567 0.0748 0.088 Uiso 0.93 1 calc PR B 3 N2B N 0.3649(7) 0.0049(7) 0.0582(7) 0.073(3) Uani 0.07 1 d P B 4 N3 N 0.3682(5) 0.0046(4) 0.3724(4) 0.0447(14) Uani 1 1 d . . . Sn1 Sn 0.30559(4) 0.15993(3) 0.31500(3) 0.03634(17) Uani 1 1 d . A . 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 C1 0.039(4) 0.042(4) 0.050(4) 0.010(3) 0.022(3) 0.007(3) C2 0.040(4) 0.041(4) 0.058(5) 0.012(4) 0.012(4) 0.004(3) C3 0.042(5) 0.079(6) 0.077(6) 0.012(5) 0.013(4) -0.005(4) C4 0.046(5) 0.103(8) 0.103(8) 0.034(6) 0.037(6) 0.003(5) C5 0.076(7) 0.105(8) 0.077(7) 0.026(6) 0.044(6) 0.008(6) N4 0.079(6) 0.072(5) 0.074(5) 0.004(4) 0.026(5) -0.022(4) C23B 0.079(6) 0.072(5) 0.074(5) 0.004(4) 0.026(5) -0.022(4) C6 0.049(5) 0.064(5) 0.062(5) 0.008(4) 0.022(4) 0.004(4) C7 0.040(4) 0.052(5) 0.051(5) 0.001(4) 0.004(4) -0.001(4) C8 0.056(5) 0.066(5) 0.053(5) 0.003(4) 0.018(4) 0.008(4) C9 0.054(5) 0.071(6) 0.033(4) -0.009(4) 0.009(3) -0.001(4) N2 0.060(5) 0.069(5) 0.081(5) -0.020(4) 0.015(4) -0.006(4) C10B 0.060(5) 0.069(5) 0.081(5) -0.020(4) 0.015(4) -0.006(4) C11 0.106(9) 0.079(8) 0.102(9) -0.028(6) 0.047(7) -0.008(6) C12 0.121(10) 0.081(8) 0.085(8) -0.012(6) 0.043(7) 0.025(8) C13 0.069(7) 0.108(9) 0.112(9) -0.031(7) 0.045(6) 0.008(7) C14 0.028(3) 0.058(5) 0.042(4) 0.000(3) 0.007(3) 0.000(3) C15 0.042(4) 0.068(5) 0.041(4) 0.003(4) 0.011(3) 0.008(4) C16 0.049(5) 0.100(7) 0.061(6) 0.009(5) 0.016(4) 0.029(5) C17 0.047(5) 0.160(11) 0.070(7) 0.029(7) 0.025(5) 0.028(7) C18 0.049(5) 0.122(9) 0.075(6) 0.021(6) 0.025(5) -0.006(6) C19 0.047(5) 0.071(6) 0.059(5) 0.011(4) 0.016(4) -0.012(4) C20 0.048(5) 0.043(4) 0.054(5) 0.003(4) 0.005(4) 0.010(4) C21 0.059(5) 0.050(5) 0.054(5) 0.016(4) 0.007(4) 0.002(4) C22 0.053(5) 0.040(4) 0.068(6) 0.011(4) 0.012(4) -0.002(4) C24 0.072(7) 0.078(7) 0.110(9) 0.006(7) 0.031(6) -0.025(5) C23 0.073(6) 0.059(5) 0.101(8) -0.018(5) 0.037(6) -0.020(5) N4B 0.073(6) 0.059(5) 0.101(8) -0.018(5) 0.037(6) -0.020(5) C25 0.084(8) 0.072(7) 0.096(9) -0.008(6) 0.015(7) -0.039(6) C26 0.106(9) 0.088(8) 0.114(9) -0.019(7) 0.046(8) -0.043(7) Cl1 0.0561(12) 0.0628(13) 0.0481(11) -0.0131(9) 0.0086(9) -0.0005(10) Cl2 0.0633(13) 0.0439(11) 0.0942(17) 0.0202(11) 0.0229(12) 0.0067(9) N1 0.043(4) 0.046(4) 0.038(3) -0.002(3) 0.007(3) 0.003(3) C10 0.062(6) 0.086(7) 0.077(6) -0.020(5) 0.030(5) -0.004(5) N2B 0.062(6) 0.086(7) 0.077(6) -0.020(5) 0.030(5) -0.004(5) N3 0.040(3) 0.040(3) 0.045(3) 0.003(3) 0.004(3) -0.001(3) Sn1 0.0325(3) 0.0350(3) 0.0387(3) 0.0006(2) 0.00926(19) 0.0013(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 C1 C2 1.387(10) . ? C1 C6 1.389(10) . ? C1 Sn1 2.130(7) . ? C2 C3 1.388(10) . ? C2 C7 1.457(10) . ? C3 C4 1.377(13) . ? C4 C5 1.362(14) . ? C5 C6 1.401(12) . ? N4 C22 1.333(11) . ? N4 C24 1.356(12) . ? C7 N1 1.269(9) . ? C8 N1 1.465(9) . ? C8 C9 1.510(11) . ? C9 N2 1.322(10) . ? C9 C10 1.373(11) . ? N2 C11 1.337(12) . ? C11 C12 1.356(15) . ? C12 C13 1.341(15) . ? C13 C10 1.381(13) . ? C14 C19 1.378(10) . ? C14 C15 1.387(10) . ? C14 Sn1 2.137(7) . ? C15 C16 1.413(10) . ? C15 C20 1.448(11) . ? C16 C17 1.373(13) . ? C17 C18 1.347(14) . ? C18 C19 1.387(12) . ? C20 N3 1.268(9) . ? C21 N3 1.457(9) . ? C21 C22 1.510(11) . ? C22 C23 1.342(12) . ? C24 C25 1.336(14) . ? C23 C26 1.384(13) . ? C25 C26 1.323(14) . ? Cl1 Sn1 2.4588(19) . ? Cl2 Sn1 2.4427(19) . ? N1 Sn1 2.378(5) . ? N3 Sn1 2.415(6) . ? 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 C2 C1 C6 119.8(7) . . ? C2 C1 Sn1 115.0(5) . . ? C6 C1 Sn1 125.2(6) . . ? C1 C2 C3 120.1(7) . . ? C1 C2 C7 118.8(6) . . ? C3 C2 C7 121.1(7) . . ? C4 C3 C2 119.7(9) . . ? C5 C4 C3 120.8(8) . . ? C4 C5 C6 120.4(9) . . ? C22 N4 C24 116.6(9) . . ? C1 C6 C5 119.2(8) . . ? N1 C7 C2 120.2(7) . . ? N1 C8 C9 111.0(6) . . ? N2 C9 C10 121.9(8) . . ? N2 C9 C8 116.3(7) . . ? C10 C9 C8 121.8(8) . . ? C9 N2 C11 117.2(8) . . ? N2 C11 C12 124.5(11) . . ? C13 C12 C11 117.7(10) . . ? C12 C13 C10 119.8(10) . . ? C19 C14 C15 119.7(7) . . ? C19 C14 Sn1 125.2(6) . . ? C15 C14 Sn1 115.1(5) . . ? C14 C15 C16 119.0(8) . . ? C14 C15 C20 119.9(7) . . ? C16 C15 C20 121.1(8) . . ? C17 C16 C15 120.1(9) . . ? C18 C17 C16 120.0(9) . . ? C17 C18 C19 121.3(9) . . ? C14 C19 C18 119.9(9) . . ? N3 C20 C15 119.9(7) . . ? N3 C21 C22 112.5(6) . . ? N4 C22 C23 122.9(8) . . ? N4 C22 C21 116.4(8) . . ? C23 C22 C21 120.7(8) . . ? C25 C24 N4 122.8(10) . . ? C22 C23 C26 118.4(9) . . ? C26 C25 C24 119.8(10) . . ? C25 C26 C23 119.6(11) . . ? C7 N1 C8 120.3(6) . . ? C7 N1 Sn1 110.3(5) . . ? C8 N1 Sn1 128.9(5) . . ? C9 C10 C13 118.8(9) . . ? C20 N3 C21 120.0(6) . . ? C20 N3 Sn1 110.3(5) . . ? C21 N3 Sn1 129.6(5) . . ? C1 Sn1 C14 158.1(3) . . ? C1 Sn1 N1 75.5(2) . . ? C14 Sn1 N1 93.7(2) . . ? C1 Sn1 N3 86.6(2) . . ? C14 Sn1 N3 74.8(2) . . ? N1 Sn1 N3 92.69(19) . . ? C1 Sn1 Cl2 99.84(19) . . ? C14 Sn1 Cl2 98.1(2) . . ? N1 Sn1 Cl2 85.07(15) . . ? N3 Sn1 Cl2 172.42(16) . . ? C1 Sn1 Cl1 96.3(2) . . ? C14 Sn1 Cl1 94.68(19) . . ? N1 Sn1 Cl1 171.55(15) . . ? N3 Sn1 Cl1 88.70(14) . . ? Cl2 Sn1 Cl1 94.58(8) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.725 _refine_diff_density_min -1.463 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 921334' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_664r _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H22 Cl4 N4 Pd Sn, C2 H3 N' _chemical_formula_sum 'C28 H25 Cl4 N5 Pd Sn' _chemical_formula_weight 798.42 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.158(3) _cell_length_b 11.182(3) _cell_length_c 14.172(4) _cell_angle_alpha 106.741(5) _cell_angle_beta 104.558(5) _cell_angle_gamma 106.596(5) _cell_volume 1511.7(7) _cell_formula_units_Z 2 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 5061 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 25.72 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 1.802 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7146 _exptl_absorpt_correction_T_max 0.7614 _exptl_absorpt_process_details 'Bruker, 2001.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14509 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5293 _reflns_number_gt 4801 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0183P)^2^+0.8530P] 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 5293 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0634 _refine_ls_wR_factor_gt 0.0616 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 C1 C 0.5998(3) 0.3683(3) 0.1475(3) 0.0323(7) Uani 1 1 d . . . C2 C 0.4995(3) 0.3121(3) 0.0480(3) 0.0343(8) Uani 1 1 d . . . C3 C 0.4966(4) 0.2056(4) -0.0337(3) 0.0448(9) Uani 1 1 d . . . H3 H 0.4285 0.1681 -0.0998 0.054 Uiso 1 1 calc R . . C4 C 0.5975(4) 0.1559(4) -0.0150(3) 0.0541(11) Uani 1 1 d . . . H4 H 0.5973 0.0849 -0.0691 0.065 Uiso 1 1 calc R . . C5 C 0.6966(4) 0.2108(4) 0.0824(3) 0.0532(10) Uani 1 1 d . . . H5 H 0.7631 0.1764 0.0946 0.064 Uiso 1 1 calc R . . C6 C 0.6989(4) 0.3180(4) 0.1636(3) 0.0432(9) Uani 1 1 d . . . H6 H 0.7680 0.3559 0.2292 0.052 Uiso 1 1 calc R . . C7 C 0.3894(3) 0.3600(3) 0.0322(3) 0.0355(8) Uani 1 1 d . . . H7 H 0.3189 0.3200 -0.0328 0.043 Uiso 1 1 calc R . . C8 C 0.2786(3) 0.5018(3) 0.0986(3) 0.0348(8) Uani 1 1 d . . . H8A H 0.3076 0.5892 0.0931 0.042 Uiso 1 1 calc R . . H8B H 0.2613 0.5156 0.1638 0.042 Uiso 1 1 calc R . . C9 C 0.1490(3) 0.4111(3) 0.0084(3) 0.0317(7) Uani 1 1 d . . . C10 C 0.1021(4) 0.4481(4) -0.0739(3) 0.0393(8) Uani 1 1 d . . . H10 H 0.1541 0.5280 -0.0762 0.047 Uiso 1 1 calc R . . C11 C -0.0217(4) 0.3669(4) -0.1532(3) 0.0478(10) Uani 1 1 d . . . H11 H -0.0541 0.3920 -0.2085 0.057 Uiso 1 1 calc R . . C12 C -0.0957(4) 0.2495(4) -0.1491(3) 0.0476(10) Uani 1 1 d . . . H12 H -0.1794 0.1933 -0.2015 0.057 Uiso 1 1 calc R . . C13 C -0.0450(4) 0.2157(4) -0.0667(3) 0.0429(9) Uani 1 1 d . . . H13 H -0.0958 0.1355 -0.0643 0.051 Uiso 1 1 calc R . . C14 C 0.5010(3) 0.6606(3) 0.3363(2) 0.0320(7) Uani 1 1 d . . . C15 C 0.4078(3) 0.6008(3) 0.3756(2) 0.0318(7) Uani 1 1 d . . . C16 C 0.3368(4) 0.6701(4) 0.4183(3) 0.0410(9) Uani 1 1 d . . . H16 H 0.2768 0.6308 0.4463 0.049 Uiso 1 1 calc R . . C17 C 0.3557(4) 0.7979(4) 0.4191(3) 0.0476(10) Uani 1 1 d . . . H17 H 0.3076 0.8445 0.4472 0.057 Uiso 1 1 calc R . . C18 C 0.4453(4) 0.8568(4) 0.3785(3) 0.0464(9) Uani 1 1 d . . . H18 H 0.4564 0.9422 0.3781 0.056 Uiso 1 1 calc R . . C19 C 0.5192(3) 0.7890(3) 0.3382(3) 0.0380(8) Uani 1 1 d . . . H19 H 0.5812 0.8301 0.3124 0.046 Uiso 1 1 calc R . . C20 C 0.3786(3) 0.4590(3) 0.3624(2) 0.0320(7) Uani 1 1 d . . . H20 H 0.3221 0.4183 0.3923 0.038 Uiso 1 1 calc R . . C21 C 0.4037(3) 0.2489(3) 0.2877(3) 0.0347(8) Uani 1 1 d . . . H21A H 0.4818 0.2422 0.3313 0.042 Uiso 1 1 calc R . . H21B H 0.3920 0.2040 0.2144 0.042 Uiso 1 1 calc R . . C22 C 0.2833(3) 0.1737(3) 0.3064(2) 0.0298(7) Uani 1 1 d . . . C23 C 0.2959(4) 0.1331(3) 0.3896(3) 0.0395(8) Uani 1 1 d . . . H23 H 0.3809 0.1539 0.4366 0.047 Uiso 1 1 calc R . . C24 C 0.1842(4) 0.0621(4) 0.4044(3) 0.0488(10) Uani 1 1 d . . . H24 H 0.1929 0.0364 0.4618 0.059 Uiso 1 1 calc R . . C25 C 0.0596(4) 0.0296(4) 0.3328(3) 0.0474(10) Uani 1 1 d . . . H25 H -0.0178 -0.0215 0.3391 0.057 Uiso 1 1 calc R . . C26 C 0.0521(3) 0.0742(3) 0.2523(3) 0.0393(8) Uani 1 1 d . . . H26 H -0.0324 0.0540 0.2048 0.047 Uiso 1 1 calc R . . Cl1 Cl 0.75222(10) 0.54287(11) 0.42098(8) 0.0550(3) Uani 1 1 d . . . Cl2 Cl 0.75124(10) 0.71451(10) 0.24194(8) 0.0541(3) Uani 1 1 d . . . Cl3 Cl 0.19164(9) 0.07704(8) 0.01824(7) 0.0404(2) Uani 1 1 d . . . Cl4 Cl 0.05471(9) 0.36448(9) 0.23014(7) 0.0433(2) Uani 1 1 d . . . N1 N 0.3903(3) 0.4559(3) 0.1073(2) 0.0318(6) Uani 1 1 d . . . N2 N 0.0749(3) 0.2933(3) 0.0105(2) 0.0315(6) Uani 1 1 d . . . N3 N 0.4318(3) 0.3928(3) 0.3095(2) 0.0301(6) Uani 1 1 d . . . N4 N 0.1596(3) 0.1453(3) 0.2381(2) 0.0312(6) Uani 1 1 d . . . Pd1 Pd 0.12476(2) 0.22217(2) 0.124810(19) 0.03073(8) Uani 1 1 d . . . Sn1 Sn 0.58880(2) 0.53204(2) 0.263469(17) 0.03134(8) Uani 1 1 d . . . C27 C 0.2215(8) 0.8268(7) 0.6333(5) 0.0935(19) Uani 1 1 d . . . C28 C 0.0940(6) 0.7183(6) 0.5721(5) 0.105(2) Uani 1 1 d . . . H28A H 0.0516 0.7326 0.5108 0.157 Uiso 1 1 calc R . . H28B H 0.0385 0.7150 0.6140 0.157 Uiso 1 1 calc R . . H28C H 0.1061 0.6344 0.5503 0.157 Uiso 1 1 calc R . . N5 N 0.3253(8) 0.9092(6) 0.6809(5) 0.145(3) Uani 1 1 d . . . 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 C1 0.0273(17) 0.0320(18) 0.0395(19) 0.0120(15) 0.0184(15) 0.0104(15) C2 0.0323(18) 0.0361(19) 0.0377(19) 0.0143(16) 0.0185(16) 0.0125(15) C3 0.043(2) 0.044(2) 0.041(2) 0.0062(18) 0.0154(18) 0.0176(18) C4 0.061(3) 0.041(2) 0.061(3) 0.010(2) 0.032(2) 0.023(2) C5 0.047(2) 0.050(2) 0.076(3) 0.024(2) 0.031(2) 0.029(2) C6 0.038(2) 0.044(2) 0.049(2) 0.0185(18) 0.0172(18) 0.0167(17) C7 0.0334(19) 0.042(2) 0.0314(18) 0.0155(16) 0.0137(15) 0.0122(16) C8 0.0349(19) 0.0335(18) 0.041(2) 0.0142(16) 0.0170(16) 0.0173(16) C9 0.0363(19) 0.0322(18) 0.0361(19) 0.0160(15) 0.0185(16) 0.0190(15) C10 0.047(2) 0.042(2) 0.045(2) 0.0258(18) 0.0254(19) 0.0240(18) C11 0.063(3) 0.060(3) 0.032(2) 0.0237(19) 0.0130(19) 0.037(2) C12 0.047(2) 0.048(2) 0.038(2) 0.0150(18) 0.0005(18) 0.0195(19) C13 0.045(2) 0.039(2) 0.045(2) 0.0206(18) 0.0107(18) 0.0153(18) C14 0.0352(18) 0.0289(17) 0.0265(17) 0.0076(14) 0.0091(15) 0.0101(15) C15 0.0319(18) 0.0351(18) 0.0258(17) 0.0089(14) 0.0110(14) 0.0116(15) C16 0.041(2) 0.041(2) 0.041(2) 0.0114(17) 0.0196(17) 0.0155(17) C17 0.052(2) 0.041(2) 0.048(2) 0.0074(18) 0.0178(19) 0.0254(19) C18 0.057(2) 0.032(2) 0.042(2) 0.0094(17) 0.0104(19) 0.0158(18) C19 0.041(2) 0.0314(19) 0.0335(19) 0.0101(16) 0.0110(16) 0.0072(16) C20 0.0274(17) 0.0321(18) 0.0337(18) 0.0126(15) 0.0124(15) 0.0066(15) C21 0.0328(19) 0.0317(18) 0.041(2) 0.0158(16) 0.0108(16) 0.0150(15) C22 0.0326(18) 0.0238(16) 0.0333(18) 0.0119(14) 0.0103(15) 0.0118(14) C23 0.040(2) 0.039(2) 0.0351(19) 0.0161(16) 0.0041(16) 0.0154(17) C24 0.060(3) 0.048(2) 0.046(2) 0.0308(19) 0.019(2) 0.019(2) C25 0.045(2) 0.041(2) 0.057(2) 0.0258(19) 0.022(2) 0.0076(18) C26 0.0311(19) 0.041(2) 0.043(2) 0.0216(17) 0.0087(16) 0.0085(16) Cl1 0.0473(6) 0.0764(7) 0.0415(5) 0.0259(5) 0.0109(4) 0.0257(5) Cl2 0.0537(6) 0.0465(6) 0.0595(6) 0.0211(5) 0.0318(5) 0.0054(5) Cl3 0.0448(5) 0.0358(5) 0.0427(5) 0.0158(4) 0.0174(4) 0.0167(4) Cl4 0.0453(5) 0.0452(5) 0.0474(5) 0.0206(4) 0.0188(4) 0.0240(4) N1 0.0306(15) 0.0320(15) 0.0361(16) 0.0147(13) 0.0148(13) 0.0128(12) N2 0.0334(16) 0.0333(15) 0.0300(15) 0.0153(12) 0.0085(13) 0.0156(13) N3 0.0311(15) 0.0262(14) 0.0320(15) 0.0116(12) 0.0116(12) 0.0093(12) N4 0.0315(15) 0.0278(14) 0.0354(15) 0.0159(12) 0.0104(13) 0.0106(12) Pd1 0.03063(15) 0.03175(15) 0.03258(15) 0.01727(12) 0.00928(11) 0.01297(11) Sn1 0.02970(13) 0.03167(13) 0.03212(13) 0.01172(10) 0.01356(10) 0.00973(10) C27 0.128(6) 0.073(4) 0.107(5) 0.044(4) 0.069(5) 0.044(4) C28 0.087(4) 0.114(5) 0.133(6) 0.051(4) 0.060(4) 0.045(4) N5 0.179(7) 0.084(4) 0.139(6) 0.044(4) 0.063(5) 0.002(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 C1 C6 1.377(5) . ? C1 C2 1.389(5) . ? C1 Sn1 2.136(3) . ? C2 C3 1.388(5) . ? C2 C7 1.467(5) . ? C3 C4 1.392(5) . ? C3 H3 0.9300 . ? C4 C5 1.365(5) . ? C4 H4 0.9300 . ? C5 C6 1.390(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.270(4) . ? C7 H7 0.9300 . ? C8 N1 1.469(4) . ? C8 C9 1.497(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N2 1.354(4) . ? C9 C10 1.379(4) . ? C10 C11 1.382(5) . ? C10 H10 0.9300 . ? C11 C12 1.363(5) . ? C11 H11 0.9300 . ? C12 C13 1.368(5) . ? C12 H12 0.9300 . ? C13 N2 1.339(4) . ? C13 H13 0.9300 . ? C14 C19 1.382(4) . ? C14 C15 1.396(4) . ? C14 Sn1 2.133(3) . ? C15 C16 1.383(5) . ? C15 C20 1.470(4) . ? C16 C17 1.380(5) . ? C16 H16 0.9300 . ? C17 C18 1.377(5) . ? C17 H17 0.9300 . ? C18 C19 1.387(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 N3 1.272(4) . ? C20 H20 0.9300 . ? C21 N3 1.469(4) . ? C21 C22 1.498(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N4 1.357(4) . ? C22 C23 1.371(4) . ? C23 C24 1.374(5) . ? C23 H23 0.9300 . ? C24 C25 1.373(5) . ? C24 H24 0.9300 . ? C25 C26 1.364(5) . ? C25 H25 0.9300 . ? C26 N4 1.334(4) . ? C26 H26 0.9300 . ? Cl1 Sn1 2.4482(11) . ? Cl2 Sn1 2.4629(10) . ? Cl3 Pd1 2.3061(10) . ? Cl4 Pd1 2.3022(10) . ? N1 Sn1 2.429(3) . ? N2 Pd1 2.027(3) . ? N3 Sn1 2.350(3) . ? N4 Pd1 2.035(3) . ? C27 N5 1.134(8) . ? C27 C28 1.427(8) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 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 C6 C1 C2 118.7(3) . . ? C6 C1 Sn1 125.2(3) . . ? C2 C1 Sn1 116.1(2) . . ? C3 C2 C1 121.3(3) . . ? C3 C2 C7 119.7(3) . . ? C1 C2 C7 118.9(3) . . ? C2 C3 C4 118.9(4) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 120.2(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 120.4(4) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 120.5(4) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? N1 C7 C2 120.0(3) . . ? N1 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? N1 C8 C9 117.0(3) . . ? N1 C8 H8A 108.0 . . ? C9 C8 H8A 108.0 . . ? N1 C8 H8B 108.0 . . ? C9 C8 H8B 108.0 . . ? H8A C8 H8B 107.3 . . ? N2 C9 C10 119.9(3) . . ? N2 C9 C8 118.9(3) . . ? C10 C9 C8 121.1(3) . . ? C9 C10 C11 120.2(3) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 119.0(3) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 C13 118.9(4) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? N2 C13 C12 122.7(3) . . ? N2 C13 H13 118.6 . . ? C12 C13 H13 118.6 . . ? C19 C14 C15 119.1(3) . . ? C19 C14 Sn1 125.9(3) . . ? C15 C14 Sn1 114.8(2) . . ? C16 C15 C14 120.6(3) . . ? C16 C15 C20 120.8(3) . . ? C14 C15 C20 118.4(3) . . ? C17 C16 C15 119.6(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C18 C17 C16 120.3(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 120.2(3) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C14 C19 C18 120.2(3) . . ? C14 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? N3 C20 C15 119.0(3) . . ? N3 C20 H20 120.5 . . ? C15 C20 H20 120.5 . . ? N3 C21 C22 116.0(3) . . ? N3 C21 H21A 108.3 . . ? C22 C21 H21A 108.3 . . ? N3 C21 H21B 108.3 . . ? C22 C21 H21B 108.3 . . ? H21A C21 H21B 107.4 . . ? N4 C22 C23 120.0(3) . . ? N4 C22 C21 118.4(3) . . ? C23 C22 C21 121.6(3) . . ? C22 C23 C24 120.7(3) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 . . ? C25 C24 C23 118.8(3) . . ? C25 C24 H24 120.6 . . ? C23 C24 H24 120.6 . . ? C26 C25 C24 118.3(3) . . ? C26 C25 H25 120.9 . . ? C24 C25 H25 120.9 . . ? N4 C26 C25 123.5(3) . . ? N4 C26 H26 118.3 . . ? C25 C26 H26 118.3 . . ? C7 N1 C8 122.5(3) . . ? C7 N1 Sn1 110.2(2) . . ? C8 N1 Sn1 127.1(2) . . ? C13 N2 C9 119.2(3) . . ? C13 N2 Pd1 114.9(2) . . ? C9 N2 Pd1 126.0(2) . . ? C20 N3 C21 123.0(3) . . ? C20 N3 Sn1 111.7(2) . . ? C21 N3 Sn1 125.1(2) . . ? C26 N4 C22 118.6(3) . . ? C26 N4 Pd1 116.6(2) . . ? C22 N4 Pd1 124.4(2) . . ? N2 Pd1 N4 175.58(10) . . ? N2 Pd1 Cl4 89.94(8) . . ? N4 Pd1 Cl4 88.06(8) . . ? N2 Pd1 Cl3 90.07(8) . . ? N4 Pd1 Cl3 91.86(8) . . ? Cl4 Pd1 Cl3 179.11(3) . . ? C14 Sn1 C1 157.92(12) . . ? C14 Sn1 N3 75.66(11) . . ? C1 Sn1 N3 94.97(11) . . ? C14 Sn1 N1 84.11(11) . . ? C1 Sn1 N1 74.58(11) . . ? N3 Sn1 N1 80.87(9) . . ? C14 Sn1 Cl1 100.01(9) . . ? C1 Sn1 Cl1 98.78(10) . . ? N3 Sn1 Cl1 83.94(7) . . ? N1 Sn1 Cl1 162.76(7) . . ? C14 Sn1 Cl2 93.87(9) . . ? C1 Sn1 Cl2 96.25(9) . . ? N3 Sn1 Cl2 168.78(7) . . ? N1 Sn1 Cl2 102.35(7) . . ? Cl1 Sn1 Cl2 94.12(4) . . ? N5 C27 C28 177.1(8) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.2(5) . . . . ? Sn1 C1 C2 C3 179.8(3) . . . . ? C6 C1 C2 C7 176.4(3) . . . . ? Sn1 C1 C2 C7 -5.0(4) . . . . ? C1 C2 C3 C4 -0.7(5) . . . . ? C7 C2 C3 C4 -175.9(3) . . . . ? C2 C3 C4 C5 0.5(6) . . . . ? C3 C4 C5 C6 -0.8(6) . . . . ? C2 C1 C6 C5 -1.6(5) . . . . ? Sn1 C1 C6 C5 -180.0(3) . . . . ? C4 C5 C6 C1 1.4(6) . . . . ? C3 C2 C7 N1 178.8(3) . . . . ? C1 C2 C7 N1 3.5(5) . . . . ? N1 C8 C9 N2 71.1(4) . . . . ? N1 C8 C9 C10 -111.3(3) . . . . ? N2 C9 C10 C11 1.5(5) . . . . ? C8 C9 C10 C11 -176.0(3) . . . . ? C9 C10 C11 C12 -0.7(5) . . . . ? C10 C11 C12 C13 -0.1(6) . . . . ? C11 C12 C13 N2 0.0(6) . . . . ? C19 C14 C15 C16 -1.6(5) . . . . ? Sn1 C14 C15 C16 -175.6(3) . . . . ? C19 C14 C15 C20 173.3(3) . . . . ? Sn1 C14 C15 C20 -0.7(4) . . . . ? C14 C15 C16 C17 1.9(5) . . . . ? C20 C15 C16 C17 -172.9(3) . . . . ? C15 C16 C17 C18 -0.6(6) . . . . ? C16 C17 C18 C19 -1.2(6) . . . . ? C15 C14 C19 C18 -0.2(5) . . . . ? Sn1 C14 C19 C18 173.2(3) . . . . ? C17 C18 C19 C14 1.5(5) . . . . ? C16 C15 C20 N3 170.1(3) . . . . ? C14 C15 C20 N3 -4.8(5) . . . . ? N3 C21 C22 N4 71.7(4) . . . . ? N3 C21 C22 C23 -108.6(4) . . . . ? N4 C22 C23 C24 0.8(5) . . . . ? C21 C22 C23 C24 -178.8(3) . . . . ? C22 C23 C24 C25 1.5(6) . . . . ? C23 C24 C25 C26 -2.6(6) . . . . ? C24 C25 C26 N4 1.5(6) . . . . ? C2 C7 N1 C8 -175.7(3) . . . . ? C2 C7 N1 Sn1 -0.4(4) . . . . ? C9 C8 N1 C7 14.4(5) . . . . ? C9 C8 N1 Sn1 -160.1(2) . . . . ? C12 C13 N2 C9 0.8(5) . . . . ? C12 C13 N2 Pd1 178.7(3) . . . . ? C10 C9 N2 C13 -1.6(5) . . . . ? C8 C9 N2 C13 176.0(3) . . . . ? C10 C9 N2 Pd1 -179.3(2) . . . . ? C8 C9 N2 Pd1 -1.7(4) . . . . ? C15 C20 N3 C21 -177.0(3) . . . . ? C15 C20 N3 Sn1 7.1(4) . . . . ? C22 C21 N3 C20 15.2(4) . . . . ? C22 C21 N3 Sn1 -169.5(2) . . . . ? C25 C26 N4 C22 0.8(5) . . . . ? C25 C26 N4 Pd1 -172.2(3) . . . . ? C23 C22 N4 C26 -2.0(5) . . . . ? C21 C22 N4 C26 177.7(3) . . . . ? C23 C22 N4 Pd1 170.5(2) . . . . ? C21 C22 N4 Pd1 -9.9(4) . . . . ? C13 N2 Pd1 Cl4 -98.1(2) . . . . ? C9 N2 Pd1 Cl4 79.6(3) . . . . ? C13 N2 Pd1 Cl3 81.0(2) . . . . ? C9 N2 Pd1 Cl3 -101.3(3) . . . . ? C26 N4 Pd1 Cl4 67.9(2) . . . . ? C22 N4 Pd1 Cl4 -104.7(2) . . . . ? C26 N4 Pd1 Cl3 -111.2(2) . . . . ? C22 N4 Pd1 Cl3 76.2(2) . . . . ? C19 C14 Sn1 C1 -103.6(4) . . . . ? C15 C14 Sn1 C1 70.0(4) . . . . ? C19 C14 Sn1 N3 -170.5(3) . . . . ? C15 C14 Sn1 N3 3.1(2) . . . . ? C19 C14 Sn1 N1 -88.5(3) . . . . ? C15 C14 Sn1 N1 85.2(2) . . . . ? C19 C14 Sn1 Cl1 108.4(3) . . . . ? C15 C14 Sn1 Cl1 -77.9(2) . . . . ? C19 C14 Sn1 Cl2 13.6(3) . . . . ? C15 C14 Sn1 Cl2 -172.8(2) . . . . ? C6 C1 Sn1 C14 -162.5(3) . . . . ? C2 C1 Sn1 C14 19.1(5) . . . . ? C6 C1 Sn1 N3 -99.0(3) . . . . ? C2 C1 Sn1 N3 82.5(2) . . . . ? C6 C1 Sn1 N1 -178.1(3) . . . . ? C2 C1 Sn1 N1 3.4(2) . . . . ? C6 C1 Sn1 Cl1 -14.4(3) . . . . ? C2 C1 Sn1 Cl1 167.1(2) . . . . ? C6 C1 Sn1 Cl2 80.7(3) . . . . ? C2 C1 Sn1 Cl2 -97.7(2) . . . . ? C20 N3 Sn1 C14 -5.6(2) . . . . ? C21 N3 Sn1 C14 178.6(3) . . . . ? C20 N3 Sn1 C1 -165.3(2) . . . . ? C21 N3 Sn1 C1 18.9(3) . . . . ? C20 N3 Sn1 N1 -91.8(2) . . . . ? C21 N3 Sn1 N1 92.4(2) . . . . ? C20 N3 Sn1 Cl1 96.4(2) . . . . ? C21 N3 Sn1 Cl1 -79.4(2) . . . . ? C20 N3 Sn1 Cl2 15.8(5) . . . . ? C21 N3 Sn1 Cl2 -160.0(3) . . . . ? C7 N1 Sn1 C14 -175.8(2) . . . . ? C8 N1 Sn1 C14 -0.7(2) . . . . ? C7 N1 Sn1 C1 -1.6(2) . . . . ? C8 N1 Sn1 C1 173.4(3) . . . . ? C7 N1 Sn1 N3 -99.4(2) . . . . ? C8 N1 Sn1 N3 75.6(2) . . . . ? C7 N1 Sn1 Cl1 -70.9(3) . . . . ? C8 N1 Sn1 Cl1 104.2(3) . . . . ? C7 N1 Sn1 Cl2 91.5(2) . . . . ? C8 N1 Sn1 Cl2 -93.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.449 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 921335'