# 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_[SnF2(dmso)]2 _database_code_depnum_ccdc_archive 'CCDC 928762' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C2 H6 F2 O S Sn)' _chemical_formula_sum 'C4 H12 F4 O2 S2 Sn2' _chemical_formula_weight 469.64 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.672(4) _cell_length_b 7.760(6) _cell_length_c 7.880(6) _cell_angle_alpha 71.72(3) _cell_angle_beta 72.91(3) _cell_angle_gamma 74.87(3) _cell_volume 309.3(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 293 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 31.3 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.521 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 220 _exptl_absorpt_coefficient_mu 4.400 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7482 _exptl_absorpt_correction_T_max 0.8793 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_source 'Sealed Tube' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Fiber _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2622 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0607 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 27.47 _reflns_number_total 1398 _reflns_number_gt 1265 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0076P)^2^+0.0000P] 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 1398 _refine_ls_number_parameters 66 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0260 _refine_ls_wR_factor_ref 0.0404 _refine_ls_wR_factor_gt 0.0392 _refine_ls_goodness_of_fit_ref 0.948 _refine_ls_restrained_S_all 0.948 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.003 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 0.7248(6) 0.4497(5) 0.2044(4) 0.0148(8) Uani 1 1 d . . . H1A H 0.7694 0.4144 0.3234 0.022 Uiso 1 1 calc R . . H1B H 0.7822 0.5649 0.1296 0.022 Uiso 1 1 calc R . . H1C H 0.8055 0.3518 0.1409 0.022 Uiso 1 1 calc R . . C2 C 0.3405(7) 0.2808(5) 0.4209(4) 0.0173(9) Uani 1 1 d . . . H2A H 0.1596 0.2844 0.4693 0.026 Uiso 1 1 calc R . . H2B H 0.4169 0.2759 0.5193 0.026 Uiso 1 1 calc R . . H2C H 0.4163 0.1710 0.3741 0.026 Uiso 1 1 calc R . . O1 O 0.2866(4) 0.6431(3) 0.3336(3) 0.0153(6) Uani 1 1 d . . . F1 F 0.4534(3) 0.8515(3) -0.0343(2) 0.0157(5) Uani 1 1 d . . . F2 F -0.0603(4) 0.8413(3) 0.0858(2) 0.0167(5) Uani 1 1 d . . . S1 S 0.39253(17) 0.48272(13) 0.23950(11) 0.0132(2) Uani 1 1 d . . . Sn1 Sn 0.18429(5) 0.95081(4) 0.16363(3) 0.01288(8) 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 0.016(2) 0.0116(19) 0.0154(18) -0.0030(17) -0.0028(16) -0.0012(16) C2 0.019(2) 0.015(2) 0.0163(18) -0.0006(17) -0.0018(17) -0.0063(17) O1 0.0179(14) 0.0129(14) 0.0146(12) -0.0052(12) -0.0052(11) 0.0017(11) F1 0.0139(11) 0.0171(12) 0.0141(10) -0.0063(9) 0.0003(9) -0.0010(9) F2 0.0180(11) 0.0103(11) 0.0215(11) 0.0002(9) -0.0078(9) -0.0036(9) S1 0.0143(5) 0.0130(5) 0.0117(4) -0.0029(4) -0.0037(4) -0.0012(4) Sn1 0.01294(14) 0.01097(14) 0.01369(13) -0.00246(11) -0.00327(10) -0.00111(11) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 S1 1.783(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 S1 1.782(3) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? O1 S1 1.545(3) . ? O1 Sn1 2.358(3) . ? F1 Sn1 2.024(2) . ? F2 Sn1 2.113(2) . ? F2 Sn1 2.278(2) 2_575 ? Sn1 F2 2.278(2) 2_575 ? 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 S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? S1 C2 H2A 109.5 . . ? S1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? S1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? S1 O1 Sn1 121.58(13) . . ? Sn1 F2 Sn1 108.46(10) . 2_575 ? O1 S1 C2 104.44(16) . . ? O1 S1 C1 104.98(15) . . ? C2 S1 C1 98.42(17) . . ? F1 Sn1 F2 85.18(9) . . ? F1 Sn1 F2 81.78(9) . 2_575 ? F2 Sn1 F2 71.54(10) . 2_575 ? F1 Sn1 O1 80.98(9) . . ? F2 Sn1 O1 83.19(9) . . ? F2 Sn1 O1 150.42(8) 2_575 . ? 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 Sn1 O1 S1 C2 -161.24(16) . . . . ? Sn1 O1 S1 C1 95.73(17) . . . . ? Sn1 F2 Sn1 F1 -82.93(10) 2_575 . . . ? Sn1 F2 Sn1 F2 0.0 2_575 . . 2_575 ? Sn1 F2 Sn1 O1 -164.40(9) 2_575 . . . ? S1 O1 Sn1 F1 -27.22(15) . . . . ? S1 O1 Sn1 F2 58.95(16) . . . . ? S1 O1 Sn1 F2 27.8(3) . . . 2_575 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.850 _refine_diff_density_min -0.857 _refine_diff_density_rms 0.156 data_[SnF(bipy)]2[SnF6] _database_code_depnum_ccdc_archive 'CCDC 928763' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2012-02-27 _audit_author_name 'Webster, M.' _chemical_name_systematic ; bis((2,2'-bipyridine)fluorotin(II)) hexafluorostannate(IV) ; # bis(2,2'-bipyridine)octafluorotritin # bis((2,2'-bipyridine)fluorotin(II)) hexafluorostannate(IV) # 2,2'-bipyridyl = C10H8N2 = bipy # 2,2'-bipyridyl (chemspider) # 2,2'-bipyridine (iLab defaults & selected options) # 2,2'-bipyridine (chemspider systematic name) # 2-(2-pyridyl)pyridine (chemspider) _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C10 H8 F N2 Sn 1+)2, (F6 Sn 2-)' # _chemical_formula_moiety 'C20 H16 F8 N4 Sn3' _chemical_formula_sum 'C20 H16 F8 N4 Sn3' _chemical_formula_weight 820.44 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' F F 0.0171 0.0103 '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 triclinic _symmetry_space_group_name_H-M 'P -1' _space_group_IT_number 2 _space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.585(4) _cell_length_b 8.451(4) _cell_length_c 9.536(5) _cell_angle_alpha 71.534(10) _cell_angle_beta 75.959(10) _cell_angle_gamma 73.295(10) _cell_volume 547.5(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5325 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.5 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 386 _exptl_absorpt_coefficient_mu 3.481 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.833 # Expt'l Tmin & Tmax _exptl_absorpt_correction_T_max 1.000 # scaled to Tmax=1.0 _exptl_absorpt_process_details ;Jacobson, R.A. (1998). REQAB. Private communication to the Rigaku Corporation, Tokyo, Japan. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator ? _diffrn_radiation_collimation 'Confocal mirrors, HF VariMax ' _diffrn_source 'Rotating anode X-ray tube' _diffrn_source_type 'Rigaku FR-E+ SuperBright' _diffrn_measurement_device 'Four-circle \k diffractometer' _diffrn_measurement_device_type 'Rigaku AFC12 ' _diffrn_measurement_method 'Profile data from \w-scans' _diffrn_detector 'CCD plate' _diffrn_detector_type 'Rigaku HG Saturn724+ (2x2 bin mode)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5769 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2508 _reflns_number_gt 2217 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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 'w=1/[\s^2^(Fo^2^)+(0.0188P)^2^+1.4913P] 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 2508 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0643 _refine_ls_wR_factor_gt 0.0622 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.0000 0.0000 0.0000 0.01391(10) Uani 1 2 d S . . Sn2 Sn 0.54966(3) 0.00560(3) -0.30717(3) 0.01290(8) Uani 1 1 d . . . F1 F 0.0462(3) -0.2484(3) 0.0511(3) 0.0225(5) Uani 1 1 d . . . F2 F 0.1463(3) -0.0166(3) 0.1492(3) 0.0209(5) Uani 1 1 d . . . F3 F 0.2337(3) -0.0095(3) -0.1512(3) 0.0211(5) Uani 1 1 d . . . F4 F 0.3717(3) 0.1345(3) -0.4559(2) 0.0165(5) Uani 1 1 d . . . N1 N 0.4892(4) 0.2499(4) -0.2295(3) 0.0118(6) Uani 1 1 d . . . N2 N 0.7326(4) 0.1906(4) -0.4706(3) 0.0125(6) Uani 1 1 d . . . C1 C 0.3674(5) 0.2701(5) -0.1045(4) 0.0141(7) Uani 1 1 d . . . H1 H 0.3114 0.1783 -0.0440 0.017 Uiso 1 1 calc R . . C2 C 0.3212(5) 0.4197(5) -0.0616(4) 0.0149(8) Uani 1 1 d . . . H2 H 0.2322 0.4319 0.0258 0.018 Uiso 1 1 calc R . . C3 C 0.4060(5) 0.5525(5) -0.1475(4) 0.0154(8) Uani 1 1 d . . . H3 H 0.3739 0.6579 -0.1213 0.019 Uiso 1 1 calc R . . C4 C 0.5379(5) 0.5287(5) -0.2716(4) 0.0141(7) Uani 1 1 d . . . H4 H 0.6015 0.6162 -0.3298 0.017 Uiso 1 1 calc R . . C5 C 0.5770(5) 0.3759(5) -0.3110(4) 0.0125(7) Uani 1 1 d . . . C6 C 0.7128(5) 0.3425(5) -0.4442(4) 0.0130(7) Uani 1 1 d . . . C7 C 0.8102(5) 0.4628(5) -0.5406(4) 0.0150(8) Uani 1 1 d . . . H7 H 0.7921 0.5706 -0.5216 0.018 Uiso 1 1 calc R . . C8 C 0.9340(5) 0.4237(5) -0.6650(4) 0.0162(8) Uani 1 1 d . . . H8 H 1.0030 0.5034 -0.7319 0.019 Uiso 1 1 calc R . . C9 C 0.9547(5) 0.2651(5) -0.6894(4) 0.0168(8) Uani 1 1 d . . . H9 H 1.0391 0.2341 -0.7731 0.020 Uiso 1 1 calc R . . C10 C 0.8512(5) 0.1538(5) -0.5907(4) 0.0138(7) Uani 1 1 d . . . H10 H 0.8647 0.0463 -0.6088 0.017 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.01347(17) 0.01458(19) 0.01447(19) -0.00772(15) 0.00303(13) -0.00457(14) Sn2 0.01607(14) 0.00906(13) 0.01292(14) -0.00340(10) -0.00055(10) -0.00289(9) F1 0.0251(12) 0.0140(11) 0.0273(13) -0.0076(11) 0.0011(10) -0.0050(10) F2 0.0210(12) 0.0229(13) 0.0209(12) -0.0088(11) -0.0044(9) -0.0041(10) F3 0.0201(11) 0.0231(13) 0.0215(13) -0.0129(11) 0.0091(10) -0.0097(10) F4 0.0177(11) 0.0171(11) 0.0153(11) -0.0060(10) -0.0011(9) -0.0045(9) N1 0.0132(14) 0.0110(15) 0.0113(15) -0.0043(13) -0.0015(12) -0.0022(12) N2 0.0127(14) 0.0113(15) 0.0107(15) -0.0013(13) -0.0023(12) 0.0000(12) C1 0.0149(17) 0.0174(19) 0.0108(17) -0.0027(16) -0.0024(14) -0.0060(15) C2 0.0201(19) 0.0151(19) 0.0094(17) -0.0043(15) 0.0001(14) -0.0050(15) C3 0.0181(18) 0.0148(19) 0.0162(19) -0.0088(16) -0.0029(15) -0.0028(15) C4 0.0186(18) 0.0107(17) 0.0134(18) -0.0032(15) -0.0011(14) -0.0051(14) C5 0.0127(17) 0.0117(18) 0.0135(18) -0.0034(15) -0.0026(14) -0.0031(14) C6 0.0119(17) 0.0135(18) 0.0145(18) -0.0066(16) -0.0016(14) -0.0017(14) C7 0.0166(18) 0.0144(18) 0.0160(19) -0.0049(16) -0.0023(15) -0.0059(14) C8 0.0143(18) 0.018(2) 0.0152(19) -0.0035(16) -0.0005(15) -0.0047(15) C9 0.0141(18) 0.019(2) 0.0173(19) -0.0073(17) -0.0007(15) -0.0017(15) C10 0.0127(17) 0.0153(18) 0.0143(18) -0.0062(16) -0.0045(14) -0.0001(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 F1 1.944(2) 2 ? Sn1 F1 1.944(2) . ? Sn1 F2 1.956(2) 2 ? Sn1 F2 1.956(2) . ? Sn1 F3 1.995(2) . ? Sn1 F3 1.995(2) 2 ? Sn2 F4 2.031(2) . ? Sn2 N1 2.298(3) . ? Sn2 N2 2.335(3) . ? Sn2 F3 2.510(2) . ? N1 C1 1.344(4) . ? N1 C5 1.347(5) . ? N2 C10 1.335(4) . ? N2 C6 1.346(5) . ? C1 C2 1.375(5) . ? C1 H1 0.9500 . ? C2 C3 1.386(6) . ? C2 H2 0.9500 . ? C3 C4 1.379(5) . ? C3 H3 0.9500 . ? C4 C5 1.389(5) . ? C4 H4 0.9500 . ? C5 C6 1.476(5) . ? C6 C7 1.390(5) . ? C7 C8 1.388(5) . ? C7 H7 0.9500 . ? C8 C9 1.390(5) . ? C8 H8 0.9500 . ? C9 C10 1.376(6) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? 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 F1 Sn1 F1 180.0 2 . ? F1 Sn1 F2 90.32(10) 2 2 ? F1 Sn1 F2 89.68(10) . 2 ? F1 Sn1 F2 89.68(10) 2 . ? F1 Sn1 F2 90.32(10) . . ? F2 Sn1 F2 180.00(12) 2 . ? F1 Sn1 F3 90.63(9) 2 . ? F1 Sn1 F3 89.37(9) . . ? F2 Sn1 F3 91.21(10) 2 . ? F2 Sn1 F3 88.79(10) . . ? F1 Sn1 F3 89.37(9) 2 2 ? F1 Sn1 F3 90.63(9) . 2 ? F2 Sn1 F3 88.79(10) 2 2 ? F2 Sn1 F3 91.21(10) . 2 ? F3 Sn1 F3 180.00(15) . 2 ? F4 Sn2 N1 88.58(10) . . ? F4 Sn2 N2 81.97(10) . . ? N1 Sn2 N2 70.12(11) . . ? F4 Sn2 F3 76.47(9) . . ? N1 Sn2 F3 81.24(9) . . ? N2 Sn2 F3 144.39(9) . . ? Sn1 F3 Sn2 167.86(12) . . ? C1 N1 C5 119.2(3) . . ? C1 N1 Sn2 121.4(3) . . ? C5 N1 Sn2 119.4(2) . . ? C10 N2 C6 119.0(3) . . ? C10 N2 Sn2 122.8(3) . . ? C6 N2 Sn2 118.2(2) . . ? N1 C1 C2 122.0(4) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C1 C2 C3 119.2(3) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C4 C3 C2 118.8(3) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 119.6(4) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? N1 C5 C4 121.1(3) . . ? N1 C5 C6 116.2(3) . . ? C4 C5 C6 122.7(3) . . ? N2 C6 C7 121.5(3) . . ? N2 C6 C5 116.1(3) . . ? C7 C6 C5 122.4(3) . . ? C8 C7 C6 119.3(4) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C7 C8 C9 118.4(4) . . ? C7 C8 H8 120.8 . . ? C9 C8 H8 120.8 . . ? C10 C9 C8 119.0(3) . . ? C10 C9 H9 120.5 . . ? C8 C9 H9 120.5 . . ? N2 C10 C9 122.7(4) . . ? N2 C10 H10 118.6 . . ? C9 C10 H10 118.6 . . ? 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 N1 C5 C6 N2 0.8(5) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Sn2 F3 2.510(2) . . ? Sn2 F2 3.081(3) . 2_655 ? Sn2 F4 2.738(2) . 2_654 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.776 _refine_diff_density_min -1.040 _refine_diff_density_rms 0.154 data_[SnF(phen)]2[SnF4] _database_code_depnum_ccdc_archive 'CCDC 928764' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H16 F6 N4 Sn3, 2(C H4 O)' _chemical_formula_sum 'C26 H24 F6 N4 O2 Sn3' _chemical_formula_weight 894.56 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' F F 0.0171 0.0103 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting MONOCLINIC _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.050(3) _cell_length_b 7.4503(11) _cell_length_c 20.610(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.662(3) _cell_angle_gamma 90.00 _cell_volume 2746.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5707 _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 31.2 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.163 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 2.781 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7684 _exptl_absorpt_correction_T_max 0.8082 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6207 _diffrn_reflns_av_R_equivalents 0.0147 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3072 _reflns_number_gt 2793 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0301P)^2^+0.0000P] 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 3072 _refine_ls_number_parameters 188 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0224 _refine_ls_R_factor_gt 0.0197 _refine_ls_wR_factor_ref 0.0526 _refine_ls_wR_factor_gt 0.0517 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 0.19111(14) 0.3192(3) 0.17409(13) 0.0156(5) Uani 1 1 d . . . H1A H 0.1525 0.2672 0.1950 0.019 Uiso 1 1 calc R . . C2 C 0.26094(14) 0.3510(3) 0.21127(13) 0.0180(5) Uani 1 1 d . . . H2 H 0.2696 0.3181 0.2562 0.022 Uiso 1 1 calc R . . C3 C 0.31674(14) 0.4308(3) 0.18161(13) 0.0179(5) Uani 1 1 d . . . H3 H 0.3639 0.4564 0.2062 0.021 Uiso 1 1 calc R . . C4 C 0.30318(13) 0.4738(3) 0.11459(13) 0.0141(5) Uani 1 1 d . . . C5 C 0.35855(14) 0.5568(3) 0.07981(14) 0.0170(5) Uani 1 1 d . . . H5 H 0.4054 0.5910 0.1031 0.020 Uiso 1 1 calc R . . C6 C 0.34467(14) 0.5864(3) 0.01478(14) 0.0162(5) Uani 1 1 d . . . H6 H 0.3822 0.6401 -0.0071 0.019 Uiso 1 1 calc R . . C7 C 0.27450(13) 0.5385(3) -0.02192(13) 0.0132(5) Uani 1 1 d . . . C8 C 0.25725(15) 0.5650(3) -0.08994(14) 0.0171(5) Uani 1 1 d . . . H8 H 0.2936 0.6138 -0.1143 0.020 Uiso 1 1 calc R . . C9 C 0.18751(14) 0.5196(3) -0.12079(13) 0.0173(5) Uani 1 1 d . . . H9 H 0.1750 0.5370 -0.1666 0.021 Uiso 1 1 calc R . . C10 C 0.13513(14) 0.4474(3) -0.08369(13) 0.0146(5) Uani 1 1 d . . . H10 H 0.0870 0.4175 -0.1054 0.018 Uiso 1 1 calc R . . C11 C 0.21763(13) 0.4635(3) 0.01117(12) 0.0115(5) Uani 1 1 d . . . C12 C 0.23257(13) 0.4320(3) 0.08033(13) 0.0125(5) Uani 1 1 d . . . C13 C 0.04243(16) -0.1228(3) 0.16144(14) 0.0252(6) Uani 1 1 d . . . H13A H 0.0027 -0.1788 0.1826 0.038 Uiso 1 1 calc R . . H13B H 0.0238 -0.0978 0.1155 0.038 Uiso 1 1 calc R . . H13C H 0.0579 -0.0103 0.1839 0.038 Uiso 1 1 calc R . . N1 N 0.17696(11) 0.3592(3) 0.11069(10) 0.0123(4) Uani 1 1 d . . . N2 N 0.14931(11) 0.4188(3) -0.02004(11) 0.0128(4) Uani 1 1 d . . . F1 F 0.04368(8) 0.57861(18) 0.05078(7) 0.0166(3) Uani 1 1 d . . . F2 F 0.02595(8) 0.3484(2) 0.14662(7) 0.0251(4) Uani 1 1 d . . . F3 F 0.07925(9) 0.2291(2) 0.27401(8) 0.0231(3) Uani 1 1 d . . . Sn1 Sn 0.057660(8) 0.30828(2) 0.050371(8) 0.01163(6) Uani 1 1 d . . . Sn2 Sn 0.0000 0.41233(3) 0.2500 0.01439(7) Uani 1 2 d S . . O1 O 0.10445(10) -0.2408(3) 0.16490(11) 0.0270(4) Uani 1 1 d . . . H1 H 0.0953 -0.3226 0.1369 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0146(12) 0.0189(13) 0.0138(13) -0.0012(10) 0.0040(10) 0.0023(10) C2 0.0191(13) 0.0224(13) 0.0121(13) -0.0029(11) 0.0009(10) 0.0040(11) C3 0.0154(12) 0.0181(13) 0.0187(14) -0.0056(10) -0.0033(10) 0.0006(10) C4 0.0128(11) 0.0108(11) 0.0187(13) -0.0044(10) 0.0021(10) 0.0017(9) C5 0.0095(11) 0.0157(13) 0.0257(15) -0.0037(11) 0.0014(10) 0.0005(9) C6 0.0104(11) 0.0112(11) 0.0281(15) -0.0022(11) 0.0073(11) -0.0013(9) C7 0.0126(11) 0.0084(11) 0.0192(13) -0.0002(10) 0.0042(10) 0.0038(9) C8 0.0196(13) 0.0120(12) 0.0218(14) 0.0029(10) 0.0105(11) 0.0031(10) C9 0.0201(13) 0.0177(12) 0.0151(13) 0.0033(11) 0.0051(10) 0.0047(10) C10 0.0145(12) 0.0145(12) 0.0149(13) -0.0015(10) 0.0019(10) 0.0019(9) C11 0.0116(11) 0.0080(10) 0.0150(12) -0.0021(9) 0.0026(9) 0.0030(9) C12 0.0122(11) 0.0098(11) 0.0158(13) -0.0018(9) 0.0030(10) 0.0019(9) C13 0.0329(16) 0.0197(14) 0.0228(15) -0.0014(12) 0.0031(13) 0.0018(12) N1 0.0104(10) 0.0146(10) 0.0120(10) -0.0010(8) 0.0022(8) 0.0025(8) N2 0.0115(10) 0.0112(10) 0.0158(11) -0.0014(8) 0.0023(8) 0.0013(8) F1 0.0184(7) 0.0139(7) 0.0175(8) -0.0035(6) 0.0028(6) 0.0015(6) F2 0.0189(8) 0.0422(9) 0.0153(8) 0.0047(8) 0.0066(7) 0.0076(8) F3 0.0232(8) 0.0297(8) 0.0165(8) 0.0034(7) 0.0033(7) 0.0116(7) Sn1 0.01015(9) 0.01345(10) 0.01164(9) 0.00085(6) 0.00275(6) -0.00061(6) Sn2 0.01397(12) 0.01482(13) 0.01498(13) 0.000 0.00418(10) 0.000 O1 0.0193(10) 0.0297(10) 0.0312(12) -0.0103(10) 0.0001(9) -0.0031(8) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 1.331(3) . ? C1 C2 1.405(4) . ? C1 H1A 0.9500 . ? C2 C3 1.380(4) . ? C2 H2 0.9500 . ? C3 C4 1.407(4) . ? C3 H3 0.9500 . ? C4 C12 1.407(3) . ? C4 C5 1.444(3) . ? C5 C6 1.348(4) . ? C5 H5 0.9500 . ? C6 C7 1.431(3) . ? C6 H6 0.9500 . ? C7 C8 1.409(4) . ? C7 C11 1.421(3) . ? C8 C9 1.375(4) . ? C8 H8 0.9500 . ? C9 C10 1.400(3) . ? C9 H9 0.9500 . ? C10 N2 1.320(3) . ? C10 H10 0.9500 . ? C11 N2 1.354(3) . ? C11 C12 1.434(3) . ? C12 N1 1.364(3) . ? C13 O1 1.418(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? N1 Sn1 2.369(2) . ? N2 Sn1 2.482(2) . ? F1 Sn1 2.0300(14) . ? F2 Sn1 2.1575(15) . ? F2 Sn2 2.2917(15) . ? F3 Sn2 1.9913(15) . ? Sn2 F3 1.9913(15) 2 ? Sn2 F2 2.2917(15) 2 ? O1 H1 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 122.6(2) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C3 C2 C1 119.0(2) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.4(2) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C12 C4 C3 118.0(2) . . ? C12 C4 C5 119.1(2) . . ? C3 C4 C5 122.9(2) . . ? C6 C5 C4 120.9(2) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 121.2(2) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C8 C7 C11 117.1(2) . . ? C8 C7 C6 123.6(2) . . ? C11 C7 C6 119.3(2) . . ? C9 C8 C7 119.5(2) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C8 C9 C10 119.0(2) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? N2 C10 C9 123.3(2) . . ? N2 C10 H10 118.3 . . ? C9 C10 H10 118.3 . . ? N2 C11 C7 122.6(2) . . ? N2 C11 C12 118.1(2) . . ? C7 C11 C12 119.3(2) . . ? N1 C12 C4 122.0(2) . . ? N1 C12 C11 117.9(2) . . ? C4 C12 C11 120.0(2) . . ? O1 C13 H13A 109.5 . . ? O1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C1 N1 C12 118.8(2) . . ? C1 N1 Sn1 121.42(16) . . ? C12 N1 Sn1 119.73(16) . . ? C10 N2 C11 118.4(2) . . ? C10 N2 Sn1 125.36(17) . . ? C11 N2 Sn1 116.08(16) . . ? Sn1 F2 Sn2 174.73(8) . . ? F1 Sn1 F2 79.07(6) . . ? F1 Sn1 N1 86.78(6) . . ? F2 Sn1 N1 80.17(6) . . ? F1 Sn1 N2 76.48(6) . . ? F2 Sn1 N2 140.43(6) . . ? N1 Sn1 N2 67.90(7) . . ? F3 Sn2 F3 93.45(10) 2 . ? F3 Sn2 F2 81.70(6) 2 . ? F3 Sn2 F2 81.92(6) . . ? F3 Sn2 F2 81.92(6) 2 2 ? F3 Sn2 F2 81.70(6) . 2 ? F2 Sn2 F2 156.01(7) . 2 ? C13 O1 H1 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 N1 C1 C2 C3 1.6(4) . . . . ? C1 C2 C3 C4 -1.8(4) . . . . ? C2 C3 C4 C12 -0.4(3) . . . . ? C2 C3 C4 C5 -179.8(2) . . . . ? C12 C4 C5 C6 -3.2(4) . . . . ? C3 C4 C5 C6 176.2(2) . . . . ? C4 C5 C6 C7 0.6(4) . . . . ? C5 C6 C7 C8 -179.4(2) . . . . ? C5 C6 C7 C11 2.0(4) . . . . ? C11 C7 C8 C9 0.5(3) . . . . ? C6 C7 C8 C9 -178.1(2) . . . . ? C7 C8 C9 C10 -0.2(4) . . . . ? C8 C9 C10 N2 -0.6(4) . . . . ? C8 C7 C11 N2 -0.2(3) . . . . ? C6 C7 C11 N2 178.4(2) . . . . ? C8 C7 C11 C12 179.3(2) . . . . ? C6 C7 C11 C12 -2.0(3) . . . . ? C3 C4 C12 N1 2.9(3) . . . . ? C5 C4 C12 N1 -177.7(2) . . . . ? C3 C4 C12 C11 -176.3(2) . . . . ? C5 C4 C12 C11 3.1(3) . . . . ? N2 C11 C12 N1 -0.2(3) . . . . ? C7 C11 C12 N1 -179.8(2) . . . . ? N2 C11 C12 C4 179.0(2) . . . . ? C7 C11 C12 C4 -0.5(3) . . . . ? C2 C1 N1 C12 0.8(4) . . . . ? C2 C1 N1 Sn1 -178.84(17) . . . . ? C4 C12 N1 C1 -3.1(3) . . . . ? C11 C12 N1 C1 176.1(2) . . . . ? C4 C12 N1 Sn1 176.54(17) . . . . ? C11 C12 N1 Sn1 -4.3(3) . . . . ? C9 C10 N2 C11 0.9(4) . . . . ? C9 C10 N2 Sn1 176.23(16) . . . . ? C7 C11 N2 C10 -0.4(3) . . . . ? C12 C11 N2 C10 180.0(2) . . . . ? C7 C11 N2 Sn1 -176.24(16) . . . . ? C12 C11 N2 Sn1 4.2(3) . . . . ? Sn2 F2 Sn1 F1 -46.4(8) . . . . ? Sn2 F2 Sn1 N1 42.2(8) . . . . ? Sn2 F2 Sn1 N2 6.2(9) . . . . ? C1 N1 Sn1 F1 107.40(18) . . . . ? C12 N1 Sn1 F1 -72.19(17) . . . . ? C1 N1 Sn1 F2 27.94(18) . . . . ? C12 N1 Sn1 F2 -151.65(17) . . . . ? C1 N1 Sn1 N2 -175.9(2) . . . . ? C12 N1 Sn1 N2 4.52(15) . . . . ? C10 N2 Sn1 F1 -87.92(19) . . . . ? C11 N2 Sn1 F1 87.54(16) . . . . ? C10 N2 Sn1 F2 -141.27(17) . . . . ? C11 N2 Sn1 F2 34.2(2) . . . . ? C10 N2 Sn1 N1 -179.9(2) . . . . ? C11 N2 Sn1 N1 -4.48(15) . . . . ? Sn1 F2 Sn2 F3 173.0(8) . . . 2 ? Sn1 F2 Sn2 F3 -92.3(8) . . . . ? Sn1 F2 Sn2 F2 -139.7(8) . . . 2 ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.633 _refine_diff_density_min -0.666 _refine_diff_density_rms 0.101 data_[IDiPPH][SnF3] _database_code_depnum_ccdc_archive 'CCDC 928765' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H37 N2, F3 Sn, C H2 Cl2' _chemical_formula_sum 'C28 H39 Cl2 F3 N2 Sn' _chemical_formula_weight 650.20 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' F F 0.0171 0.0103 '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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.685(3) _cell_length_b 12.699(3) _cell_length_c 19.069(4) _cell_angle_alpha 90.00 _cell_angle_beta 93.211(3) _cell_angle_gamma 90.00 _cell_volume 3067.1(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8265 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.044 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9400 _exptl_absorpt_correction_T_max 0.9694 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18563 _diffrn_reflns_av_R_equivalents 0.0273 _diffrn_reflns_av_sigmaI/netI 0.0552 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 31.33 _reflns_number_total 8947 _reflns_number_gt 7498 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0332P)^2^+0.0000P] 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 8947 _refine_ls_number_parameters 333 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.0806 _refine_ls_wR_factor_gt 0.0753 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 0.39916(16) 0.66118(16) 0.40951(11) 0.0145(4) Uani 1 1 d . . . C2 C 0.35863(16) 0.55835(17) 0.40576(11) 0.0164(4) Uani 1 1 d . . . C3 C 0.42999(18) 0.47785(18) 0.39463(12) 0.0213(5) Uani 1 1 d . . . H3 H 0.4053 0.4073 0.3913 0.026 Uiso 1 1 calc R . . C4 C 0.53618(18) 0.49830(19) 0.38837(12) 0.0227(5) Uani 1 1 d . . . H4 H 0.5840 0.4420 0.3821 0.027 Uiso 1 1 calc R . . C5 C 0.57247(17) 0.60120(19) 0.39133(12) 0.0213(5) Uani 1 1 d . . . H5 H 0.6454 0.6144 0.3866 0.026 Uiso 1 1 calc R . . C6 C 0.50527(15) 0.68559(18) 0.40108(12) 0.0167(4) Uani 1 1 d . . . C7 C 0.24113(17) 0.53593(19) 0.40976(12) 0.0206(5) Uani 1 1 d . . . H7 H 0.2087 0.5969 0.4338 0.025 Uiso 1 1 calc R . . C8 C 0.21959(19) 0.43679(19) 0.45183(14) 0.0277(5) Uani 1 1 d . . . H8A H 0.2446 0.3750 0.4269 0.042 Uiso 1 1 calc R . . H8B H 0.1435 0.4303 0.4575 0.042 Uiso 1 1 calc R . . H8C H 0.2568 0.4414 0.4982 0.042 Uiso 1 1 calc R . . C9 C 0.18839(19) 0.5278(2) 0.33532(14) 0.0337(6) Uani 1 1 d . . . H9A H 0.1997 0.5934 0.3098 0.051 Uiso 1 1 calc R . . H9B H 0.1125 0.5158 0.3384 0.051 Uiso 1 1 calc R . . H9C H 0.2194 0.4689 0.3104 0.051 Uiso 1 1 calc R . . C10 C 0.54720(16) 0.79784(19) 0.40269(14) 0.0233(5) Uani 1 1 d . . . H10 H 0.4851 0.8464 0.4013 0.028 Uiso 1 1 calc R . . C11 C 0.6097(2) 0.8208(2) 0.33811(17) 0.0392(7) Uani 1 1 d . . . H11A H 0.6686 0.7711 0.3364 0.059 Uiso 1 1 calc R . . H11B H 0.6373 0.8929 0.3410 0.059 Uiso 1 1 calc R . . H11C H 0.5633 0.8133 0.2956 0.059 Uiso 1 1 calc R . . C12 C 0.6130(2) 0.8195(2) 0.47090(16) 0.0390(7) Uani 1 1 d . . . H12A H 0.5701 0.8062 0.5111 0.058 Uiso 1 1 calc R . . H12B H 0.6363 0.8931 0.4717 0.058 Uiso 1 1 calc R . . H12C H 0.6748 0.7731 0.4736 0.058 Uiso 1 1 calc R . . C13 C 0.25900(14) 0.79311(17) 0.37957(11) 0.0138(4) Uani 1 1 d . . . H13 H 0.2489 0.7771 0.3310 0.017 Uiso 1 1 calc R . . C14 C 0.32021(15) 0.79162(17) 0.49088(11) 0.0152(4) Uani 1 1 d . . . H14 H 0.3604 0.7735 0.5327 0.018 Uiso 1 1 calc R . . C15 C 0.24402(16) 0.86653(17) 0.48381(11) 0.0160(4) Uani 1 1 d . . . H15 H 0.2207 0.9110 0.5199 0.019 Uiso 1 1 calc R . . C16 C 0.11971(15) 0.92834(16) 0.38387(11) 0.0130(4) Uani 1 1 d . . . C17 C 0.01729(15) 0.89347(17) 0.39548(11) 0.0154(4) Uani 1 1 d . . . C18 C -0.06569(15) 0.95420(18) 0.36583(12) 0.0179(5) Uani 1 1 d . . . H18 H -0.1365 0.9339 0.3727 0.022 Uiso 1 1 calc R . . C19 C -0.04682(16) 1.04293(18) 0.32680(12) 0.0185(5) Uani 1 1 d . . . H19 H -0.1045 1.0828 0.3070 0.022 Uiso 1 1 calc R . . C20 C 0.05556(16) 1.07435(17) 0.31619(11) 0.0172(4) Uani 1 1 d . . . H20 H 0.0673 1.1352 0.2887 0.021 Uiso 1 1 calc R . . C21 C 0.14165(15) 1.01819(17) 0.34515(11) 0.0141(4) Uani 1 1 d . . . C22 C -0.00580(16) 0.79541(18) 0.43697(12) 0.0182(4) Uani 1 1 d . . . H22 H 0.0633 0.7647 0.4546 0.022 Uiso 1 1 calc R . . C23 C -0.0628(2) 0.7127(2) 0.39032(15) 0.0342(6) Uani 1 1 d . . . H23A H -0.1321 0.7398 0.3738 0.051 Uiso 1 1 calc R . . H23B H -0.0718 0.6481 0.4174 0.051 Uiso 1 1 calc R . . H23C H -0.0208 0.6974 0.3499 0.051 Uiso 1 1 calc R . . C24 C -0.06852(19) 0.8222(2) 0.50074(13) 0.0270(5) Uani 1 1 d . . . H24A H -0.0315 0.8772 0.5285 0.040 Uiso 1 1 calc R . . H24B H -0.0754 0.7591 0.5297 0.040 Uiso 1 1 calc R . . H24C H -0.1389 0.8475 0.4849 0.040 Uiso 1 1 calc R . . C25 C 0.25395(16) 1.05298(17) 0.33216(12) 0.0178(4) Uani 1 1 d . . . H25 H 0.3031 1.0166 0.3671 0.021 Uiso 1 1 calc R . . C26 C 0.28266(18) 1.0197(2) 0.25866(13) 0.0293(6) Uani 1 1 d . . . H26A H 0.2792 0.9428 0.2548 0.044 Uiso 1 1 calc R . . H26B H 0.3544 1.0436 0.2504 0.044 Uiso 1 1 calc R . . H26C H 0.2328 1.0514 0.2237 0.044 Uiso 1 1 calc R . . C27 C 0.26779(19) 1.17223(19) 0.34204(14) 0.0277(6) Uani 1 1 d . . . H27A H 0.2283 1.2093 0.3039 0.042 Uiso 1 1 calc R . . H27B H 0.3428 1.1903 0.3413 0.042 Uiso 1 1 calc R . . H27C H 0.2410 1.1932 0.3872 0.042 Uiso 1 1 calc R . . C28 C 0.1281(2) 0.8050(2) 0.13827(14) 0.0328(6) Uani 1 1 d . . . H28A H 0.2027 0.7949 0.1549 0.039 Uiso 1 1 calc R . . H28B H 0.1029 0.7386 0.1158 0.039 Uiso 1 1 calc R . . N1 N 0.32788(12) 0.74669(14) 0.42506(9) 0.0138(3) Uani 1 1 d . . . N2 N 0.20672(12) 0.86613(13) 0.41426(9) 0.0123(3) Uani 1 1 d . . . F1 F 0.31016(13) 0.73738(14) 0.23995(8) 0.0436(4) Uani 1 1 d . . . F2 F 0.44933(11) 0.74108(12) 0.12858(7) 0.0304(3) Uani 1 1 d . . . F3 F 0.29020(10) 0.58448(12) 0.13347(7) 0.0281(3) Uani 1 1 d . . . Sn1 Sn 0.408523(11) 0.633971(13) 0.199174(8) 0.01943(5) Uani 1 1 d . . . Cl1 Cl 0.11981(7) 0.90733(6) 0.07605(4) 0.04635(19) Uani 1 1 d . . . Cl2 Cl 0.05179(5) 0.83289(5) 0.21066(4) 0.03368(15) 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 0.0154(9) 0.0137(10) 0.0140(10) -0.0005(8) -0.0017(8) 0.0048(8) C2 0.0180(9) 0.0171(11) 0.0137(10) 0.0016(9) -0.0004(8) 0.0000(9) C3 0.0294(11) 0.0153(11) 0.0192(11) -0.0008(9) 0.0011(9) 0.0016(9) C4 0.0259(11) 0.0212(12) 0.0210(12) -0.0001(10) 0.0019(9) 0.0103(10) C5 0.0154(10) 0.0237(12) 0.0246(12) -0.0025(10) 0.0002(9) 0.0038(9) C6 0.0143(9) 0.0170(11) 0.0186(11) -0.0002(9) -0.0019(8) 0.0023(8) C7 0.0208(10) 0.0203(12) 0.0207(11) -0.0008(10) 0.0011(9) -0.0037(9) C8 0.0322(12) 0.0183(12) 0.0333(14) -0.0003(11) 0.0073(11) -0.0045(10) C9 0.0292(12) 0.0422(16) 0.0291(14) 0.0025(13) -0.0047(11) -0.0111(12) C10 0.0150(10) 0.0194(12) 0.0355(14) -0.0022(11) 0.0018(10) 0.0010(9) C11 0.0377(14) 0.0278(15) 0.053(2) 0.0036(14) 0.0151(14) -0.0047(12) C12 0.0285(13) 0.0338(15) 0.053(2) -0.0106(14) -0.0096(13) -0.0037(12) C13 0.0119(8) 0.0161(10) 0.0133(10) 0.0003(8) 0.0004(8) 0.0009(8) C14 0.0157(9) 0.0161(10) 0.0137(10) -0.0013(9) -0.0013(8) 0.0003(8) C15 0.0182(9) 0.0164(10) 0.0135(10) -0.0025(9) 0.0016(8) -0.0002(8) C16 0.0122(8) 0.0137(10) 0.0128(9) -0.0036(8) -0.0007(7) 0.0023(8) C17 0.0139(9) 0.0172(11) 0.0153(10) -0.0021(9) 0.0031(8) 0.0003(8) C18 0.0108(9) 0.0223(12) 0.0206(11) -0.0058(9) -0.0002(8) -0.0002(8) C19 0.0168(10) 0.0205(11) 0.0175(11) -0.0049(9) -0.0044(8) 0.0059(9) C20 0.0220(10) 0.0147(11) 0.0147(10) 0.0001(9) 0.0001(8) 0.0033(9) C21 0.0140(9) 0.0159(10) 0.0127(10) -0.0036(8) 0.0023(8) 0.0004(8) C22 0.0152(9) 0.0190(11) 0.0205(11) -0.0006(9) 0.0028(8) -0.0021(9) C23 0.0463(15) 0.0259(14) 0.0308(15) -0.0026(12) 0.0060(12) -0.0128(12) C24 0.0303(12) 0.0281(13) 0.0235(12) 0.0013(11) 0.0093(10) -0.0038(11) C25 0.0156(9) 0.0176(11) 0.0205(11) 0.0009(9) 0.0034(8) -0.0007(8) C26 0.0248(11) 0.0382(15) 0.0261(13) -0.0092(12) 0.0122(10) -0.0090(11) C27 0.0261(12) 0.0217(12) 0.0357(15) -0.0028(11) 0.0039(11) -0.0078(10) C28 0.0514(16) 0.0235(13) 0.0241(13) 0.0011(11) 0.0071(12) 0.0070(12) N1 0.0120(7) 0.0152(9) 0.0139(8) -0.0014(7) -0.0006(7) 0.0019(7) N2 0.0120(7) 0.0123(8) 0.0126(8) -0.0009(7) 0.0002(6) 0.0010(7) F1 0.0540(10) 0.0531(11) 0.0246(8) -0.0052(8) 0.0100(7) 0.0246(8) F2 0.0369(8) 0.0317(8) 0.0222(7) 0.0044(6) -0.0025(6) -0.0133(7) F3 0.0233(7) 0.0358(8) 0.0246(8) 0.0056(7) -0.0051(6) -0.0088(6) Sn1 0.01856(8) 0.02247(9) 0.01705(8) 0.00151(7) -0.00097(6) 0.00230(6) Cl1 0.0779(5) 0.0279(4) 0.0343(4) 0.0076(3) 0.0128(4) 0.0054(4) Cl2 0.0419(3) 0.0292(3) 0.0310(3) -0.0103(3) 0.0112(3) -0.0102(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.399(3) . ? C1 C2 1.404(3) . ? C1 N1 1.454(3) . ? C2 C3 1.390(3) . ? C2 C7 1.523(3) . ? C3 C4 1.384(3) . ? C3 H3 0.9500 . ? C4 C5 1.386(3) . ? C4 H4 0.9500 . ? C5 C6 1.388(3) . ? C5 H5 0.9500 . ? C6 C10 1.521(3) . ? C7 C8 1.526(3) . ? C7 C9 1.538(3) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.530(4) . ? C10 C12 1.531(3) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 N1 1.334(3) . ? C13 N2 1.336(3) . ? C13 H13 0.9500 . ? C14 C15 1.357(3) . ? C14 N1 1.387(3) . ? C14 H14 0.9500 . ? C15 N2 1.383(3) . ? C15 H15 0.9500 . ? C16 C21 1.396(3) . ? C16 C17 1.402(3) . ? C16 N2 1.451(3) . ? C17 C18 1.399(3) . ? C17 C22 1.513(3) . ? C18 C19 1.379(3) . ? C18 H18 0.9500 . ? C19 C20 1.384(3) . ? C19 H19 0.9500 . ? C20 C21 1.392(3) . ? C20 H20 0.9500 . ? C21 C25 1.525(3) . ? C22 C24 1.528(3) . ? C22 C23 1.531(3) . ? C22 H22 1.0000 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.527(3) . ? C25 C27 1.535(3) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 Cl1 1.759(3) . ? C28 Cl2 1.766(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? F1 Sn1 1.9986(15) . ? F2 Sn1 2.0021(14) . ? F3 Sn1 2.0018(12) . ? 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 123.52(19) . . ? C6 C1 N1 118.10(18) . . ? C2 C1 N1 118.35(18) . . ? C3 C2 C1 116.88(19) . . ? C3 C2 C7 121.2(2) . . ? C1 C2 C7 121.86(19) . . ? C4 C3 C2 121.4(2) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 119.8(2) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C6 121.9(2) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C5 C6 C1 116.5(2) . . ? C5 C6 C10 120.62(19) . . ? C1 C6 C10 122.88(19) . . ? C2 C7 C8 112.65(19) . . ? C2 C7 C9 110.03(19) . . ? C8 C7 C9 110.4(2) . . ? C2 C7 H7 107.9 . . ? C8 C7 H7 107.9 . . ? C9 C7 H7 107.9 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C10 C11 111.1(2) . . ? C6 C10 C12 111.0(2) . . ? C11 C10 C12 111.5(2) . . ? C6 C10 H10 107.7 . . ? C11 C10 H10 107.7 . . ? C12 C10 H10 107.7 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 N2 108.06(18) . . ? N1 C13 H13 126.0 . . ? N2 C13 H13 126.0 . . ? C15 C14 N1 106.49(18) . . ? C15 C14 H14 126.8 . . ? N1 C14 H14 126.8 . . ? C14 C15 N2 107.23(19) . . ? C14 C15 H15 126.4 . . ? N2 C15 H15 126.4 . . ? C21 C16 C17 123.77(19) . . ? C21 C16 N2 119.11(17) . . ? C17 C16 N2 117.12(19) . . ? C18 C17 C16 116.4(2) . . ? C18 C17 C22 120.13(18) . . ? C16 C17 C22 123.43(18) . . ? C19 C18 C17 121.29(19) . . ? C19 C18 H18 119.4 . . ? C17 C18 H18 119.4 . . ? C18 C19 C20 120.5(2) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C19 C20 C21 121.0(2) . . ? C19 C20 H20 119.5 . . ? C21 C20 H20 119.5 . . ? C20 C21 C16 116.97(18) . . ? C20 C21 C25 120.4(2) . . ? C16 C21 C25 122.59(18) . . ? C17 C22 C24 110.96(19) . . ? C17 C22 C23 111.07(19) . . ? C24 C22 C23 111.42(19) . . ? C17 C22 H22 107.7 . . ? C24 C22 H22 107.7 . . ? C23 C22 H22 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 C26 109.99(18) . . ? C21 C25 C27 111.56(18) . . ? C26 C25 C27 110.7(2) . . ? C21 C25 H25 108.2 . . ? C26 C25 H25 108.2 . . ? C27 C25 H25 108.2 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? Cl1 C28 Cl2 111.37(14) . . ? Cl1 C28 H28A 109.4 . . ? Cl2 C28 H28A 109.4 . . ? Cl1 C28 H28B 109.4 . . ? Cl2 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? C13 N1 C14 109.28(17) . . ? C13 N1 C1 126.14(18) . . ? C14 N1 C1 124.58(17) . . ? C13 N2 C15 108.94(17) . . ? C13 N2 C16 124.57(17) . . ? C15 N2 C16 126.34(17) . . ? F1 Sn1 F3 89.27(7) . . ? F1 Sn1 F2 90.33(7) . . ? F3 Sn1 F2 90.31(6) . . ? 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(3) . . . . ? N1 C1 C2 C3 -176.58(19) . . . . ? C6 C1 C2 C7 -175.3(2) . . . . ? N1 C1 C2 C7 6.6(3) . . . . ? C1 C2 C3 C4 0.7(3) . . . . ? C7 C2 C3 C4 177.6(2) . . . . ? C2 C3 C4 C5 -1.7(4) . . . . ? C3 C4 C5 C6 0.6(4) . . . . ? C4 C5 C6 C1 1.5(3) . . . . ? C4 C5 C6 C10 -178.8(2) . . . . ? C2 C1 C6 C5 -2.6(3) . . . . ? N1 C1 C6 C5 175.50(19) . . . . ? C2 C1 C6 C10 177.7(2) . . . . ? N1 C1 C6 C10 -4.2(3) . . . . ? C3 C2 C7 C8 41.8(3) . . . . ? C1 C2 C7 C8 -141.5(2) . . . . ? C3 C2 C7 C9 -81.8(3) . . . . ? C1 C2 C7 C9 94.9(3) . . . . ? C5 C6 C10 C11 52.1(3) . . . . ? C1 C6 C10 C11 -128.2(2) . . . . ? C5 C6 C10 C12 -72.6(3) . . . . ? C1 C6 C10 C12 107.0(2) . . . . ? N1 C14 C15 N2 0.0(2) . . . . ? C21 C16 C17 C18 0.0(3) . . . . ? N2 C16 C17 C18 -179.96(19) . . . . ? C21 C16 C17 C22 179.4(2) . . . . ? N2 C16 C17 C22 -0.5(3) . . . . ? C16 C17 C18 C19 0.6(3) . . . . ? C22 C17 C18 C19 -178.9(2) . . . . ? C17 C18 C19 C20 -0.2(3) . . . . ? C18 C19 C20 C21 -0.7(3) . . . . ? C19 C20 C21 C16 1.2(3) . . . . ? C19 C20 C21 C25 179.2(2) . . . . ? C17 C16 C21 C20 -0.8(3) . . . . ? N2 C16 C21 C20 179.07(18) . . . . ? C17 C16 C21 C25 -178.7(2) . . . . ? N2 C16 C21 C25 1.2(3) . . . . ? C18 C17 C22 C24 -60.8(3) . . . . ? C16 C17 C22 C24 119.8(2) . . . . ? C18 C17 C22 C23 63.7(3) . . . . ? C16 C17 C22 C23 -115.7(2) . . . . ? C20 C21 C25 C26 -77.6(3) . . . . ? C16 C21 C25 C26 100.2(2) . . . . ? C20 C21 C25 C27 45.6(3) . . . . ? C16 C21 C25 C27 -136.5(2) . . . . ? N2 C13 N1 C14 -0.4(2) . . . . ? N2 C13 N1 C1 178.62(18) . . . . ? C15 C14 N1 C13 0.3(2) . . . . ? C15 C14 N1 C1 -178.77(18) . . . . ? C6 C1 N1 C13 102.1(2) . . . . ? C2 C1 N1 C13 -79.7(3) . . . . ? C6 C1 N1 C14 -79.1(3) . . . . ? C2 C1 N1 C14 99.1(2) . . . . ? N1 C13 N2 C15 0.4(2) . . . . ? N1 C13 N2 C16 -175.35(18) . . . . ? C14 C15 N2 C13 -0.2(2) . . . . ? C14 C15 N2 C16 175.42(18) . . . . ? C21 C16 N2 C13 -82.8(3) . . . . ? C17 C16 N2 C13 97.1(2) . . . . ? C21 C16 N2 C15 102.2(2) . . . . ? C17 C16 N2 C15 -77.9(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C13 H13 F1 0.95 2.01 2.864(3) 149.3 . _diffrn_measured_fraction_theta_max 0.887 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.598 _refine_diff_density_min -0.752 _refine_diff_density_rms 0.092 data_[SnCl2(OPMe3)2] _database_code_depnum_ccdc_archive 'CCDC 928766' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H18 Cl2 O2 P2 Sn' _chemical_formula_sum 'C6 H18 Cl2 O2 P2 Sn' _chemical_formula_weight 373.73 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' P P 0.1023 0.0942 '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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.5766(18) _cell_length_b 14.069(3) _cell_length_c 11.918(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.088(4) _cell_angle_gamma 90.00 _cell_volume 1434.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5294 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 2.351 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8527 _exptl_absorpt_correction_T_max 0.8915 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source_power 1.2 _diffrn_source_voltage 50.0 _diffrn_source_current 24.0 _diffrn_source 'Sealed Tube' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Fiber _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7851 _diffrn_reflns_av_R_equivalents 0.0233 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3264 _reflns_number_gt 2972 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0185P)^2^+0.0000P] 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 3264 _refine_ls_number_parameters 124 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0259 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0439 _refine_ls_wR_factor_gt 0.0426 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.048 _refine_ls_shift/su_mean 0.005 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 0.4200(2) 0.29519(15) 0.00836(19) 0.0172(5) Uani 1 1 d . . . H1A H 0.4362 0.3049 0.0898 0.026 Uiso 1 1 calc R . . H1B H 0.3131 0.3136 -0.0172 0.026 Uiso 1 1 calc R . . H1C H 0.4945 0.3342 -0.0300 0.026 Uiso 1 1 calc R . . C2 C 0.4142(2) 0.16219(17) -0.17210(19) 0.0229(5) Uani 1 1 d . . . H2A H 0.4954 0.1965 -0.2095 0.034 Uiso 1 1 calc R . . H2B H 0.3116 0.1893 -0.1953 0.034 Uiso 1 1 calc R . . H2C H 0.4160 0.0949 -0.1933 0.034 Uiso 1 1 calc R . . C3 C 0.3020(3) 0.10768(18) 0.0406(2) 0.0272(6) Uani 1 1 d . . . H3A H 0.3133 0.0399 0.0242 0.041 Uiso 1 1 calc R . . H3B H 0.1988 0.1296 0.0106 0.041 Uiso 1 1 calc R . . H3C H 0.3125 0.1177 0.1222 0.041 Uiso 1 1 calc R . . C4 C 0.7157(2) 0.47487(15) 0.1035(2) 0.0209(5) Uani 1 1 d . . . H4A H 0.7016 0.4639 0.0222 0.031 Uiso 1 1 calc R . . H4B H 0.7644 0.5371 0.1177 0.031 Uiso 1 1 calc R . . H4C H 0.6137 0.4733 0.1357 0.031 Uiso 1 1 calc R . . C5 C 1.0212(2) 0.39127(17) 0.10567(19) 0.0217(5) Uani 1 1 d . . . H5A H 1.0918 0.3426 0.1391 0.032 Uiso 1 1 calc R . . H5B H 1.0671 0.4543 0.1198 0.032 Uiso 1 1 calc R . . H5C H 1.0055 0.3807 0.0244 0.032 Uiso 1 1 calc R . . C6 C 0.8711(2) 0.41185(17) 0.31184(18) 0.0206(5) Uani 1 1 d . . . H6A H 0.7724 0.4072 0.3482 0.031 Uiso 1 1 calc R . . H6B H 0.9124 0.4766 0.3202 0.031 Uiso 1 1 calc R . . H6C H 0.9467 0.3669 0.3472 0.031 Uiso 1 1 calc R . . P1 P 0.44968(6) 0.17293(4) -0.02347(5) 0.01375(12) Uani 1 1 d . . . P2 P 0.83804(6) 0.38442(4) 0.16680(5) 0.01338(12) Uani 1 1 d . . . O1 O 0.61101(15) 0.13659(11) 0.01304(13) 0.0186(3) Uani 1 1 d . . . O2 O 0.76014(15) 0.28762(10) 0.14893(13) 0.0162(3) Uani 1 1 d . . . Cl1 Cl 1.05516(6) 0.18482(4) 0.30520(5) 0.02384(13) Uani 1 1 d . . . Cl2 Cl 0.65213(6) 0.09480(4) 0.28495(5) 0.02657(13) Uani 1 1 d . . . Sn1 Sn 0.827513(15) 0.142495(10) 0.138963(13) 0.01400(5) 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 0.0173(10) 0.0147(11) 0.0191(12) -0.0011(10) -0.0025(8) 0.0025(8) C2 0.0214(11) 0.0291(13) 0.0177(13) -0.0047(11) -0.0033(9) 0.0030(9) C3 0.0256(12) 0.0219(13) 0.0348(16) 0.0008(12) 0.0079(10) -0.0071(10) C4 0.0228(11) 0.0122(12) 0.0272(14) 0.0029(10) -0.0022(9) -0.0011(9) C5 0.0183(10) 0.0271(13) 0.0200(13) -0.0003(11) 0.0045(9) -0.0006(9) C6 0.0209(11) 0.0244(13) 0.0164(12) -0.0035(11) 0.0014(9) -0.0032(9) P1 0.0124(2) 0.0143(3) 0.0141(3) -0.0012(2) -0.0015(2) 0.0000(2) P2 0.0130(2) 0.0128(3) 0.0142(3) -0.0003(2) -0.0001(2) -0.00148(19) O1 0.0149(7) 0.0204(9) 0.0198(9) -0.0041(7) -0.0044(6) 0.0032(6) O2 0.0148(7) 0.0114(8) 0.0218(9) -0.0016(7) -0.0036(6) -0.0007(6) Cl1 0.0214(3) 0.0240(3) 0.0243(3) 0.0019(3) -0.0103(2) 0.0011(2) Cl2 0.0313(3) 0.0270(3) 0.0220(3) 0.0045(3) 0.0066(2) -0.0052(2) Sn1 0.01379(7) 0.01390(8) 0.01401(8) -0.00087(7) -0.00119(5) 0.00294(6) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 P1 1.784(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 P1 1.782(2) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 P1 1.780(2) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 P2 1.783(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 P2 1.781(2) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 P2 1.774(2) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? P1 O1 1.5098(14) . ? P2 O2 1.5252(15) . ? O1 Sn1 2.3043(14) . ? O2 Sn1 2.1275(15) . ? Cl1 Sn1 2.7460(6) . ? Cl2 Sn1 2.4725(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 P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? P1 C3 H3A 109.5 . . ? P1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? P1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? P2 C4 H4A 109.5 . . ? P2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? P2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? P2 C5 H5A 109.5 . . ? P2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? P2 C6 H6A 109.5 . . ? P2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O1 P1 C3 111.55(11) . . ? O1 P1 C2 110.24(10) . . ? C3 P1 C2 107.82(12) . . ? O1 P1 C1 114.02(9) . . ? C3 P1 C1 106.84(11) . . ? C2 P1 C1 106.04(11) . . ? O2 P2 C6 111.61(10) . . ? O2 P2 C5 112.43(10) . . ? C6 P2 C5 107.61(10) . . ? O2 P2 C4 109.84(9) . . ? C6 P2 C4 107.79(11) . . ? C5 P2 C4 107.35(11) . . ? P1 O1 Sn1 148.74(9) . . ? P2 O2 Sn1 138.30(8) . . ? O2 Sn1 O1 82.04(5) . . ? O2 Sn1 Cl2 92.29(4) . . ? O1 Sn1 Cl2 86.91(4) . . ? O2 Sn1 Cl1 86.19(4) . . ? O1 Sn1 Cl1 167.48(4) . . ? Cl2 Sn1 Cl1 89.32(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 C3 P1 O1 Sn1 -88.8(2) . . . . ? C2 P1 O1 Sn1 151.39(18) . . . . ? C1 P1 O1 Sn1 32.3(2) . . . . ? C6 P2 O2 Sn1 -86.57(16) . . . . ? C5 P2 O2 Sn1 34.47(18) . . . . ? C4 P2 O2 Sn1 153.94(13) . . . . ? P2 O2 Sn1 O1 -146.80(15) . . . . ? P2 O2 Sn1 Cl2 126.64(14) . . . . ? P2 O2 Sn1 Cl1 37.48(14) . . . . ? P1 O1 Sn1 O2 -31.63(18) . . . . ? P1 O1 Sn1 Cl2 61.11(18) . . . . ? P1 O1 Sn1 Cl1 -11.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.781 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.082 data_[SnCl2{o-C6H4(PMe2)2}] _database_code_depnum_ccdc_archive 'CCDC 928767' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H16 Cl2 P2 Sn' _chemical_formula_sum 'C10 H16 Cl2 P2 Sn' _chemical_formula_weight 387.76 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' P P 0.1023 0.0942 '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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.922(14) _cell_length_b 7.559(7) _cell_length_c 14.377(14) _cell_angle_alpha 90.00 _cell_angle_beta 99.477(17) _cell_angle_gamma 90.00 _cell_volume 1492(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2068 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.6 _exptl_crystal_description Platelet _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.726 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 2.254 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8766 _exptl_absorpt_correction_T_max 0.9778 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_radiation_wavelength 0.71075 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_radiation_type MoK\a _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6691 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0730 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3008 _reflns_number_gt 2697 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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. After final refinement cycles, a large difference peak of 6.01 e\%A^3^ remained at a distance of 1.426 \%A from P2. The location of the peak could not be rationalised in terms of disorder or missed solvent. On examination, the diffraction frames showed smeared/split reflections in certain directions indicative of some kind of imperfection in the crystal. This is considered the likely cause of the spurious difference peak. ; _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^)+(0.0523P)^2^+45.3766P] 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 3008 _refine_ls_number_parameters 140 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0919 _refine_ls_R_factor_gt 0.0837 _refine_ls_wR_factor_ref 0.1937 _refine_ls_wR_factor_gt 0.1884 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.001 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 0.7601(8) 0.3535(14) 0.3037(8) 0.018(2) Uani 1 1 d . . . H1A H 0.7107 0.4468 0.2997 0.027 Uiso 1 1 calc R . . H1B H 0.8109 0.3888 0.2677 0.027 Uiso 1 1 calc R . . H1C H 0.7892 0.3351 0.3699 0.027 Uiso 1 1 calc R . . C2 C 0.6303(8) 0.0701(15) 0.3400(7) 0.018(2) Uani 1 1 d . . . H2A H 0.6706 0.0615 0.4025 0.026 Uiso 1 1 calc R . . H2B H 0.6040 -0.0469 0.3205 0.026 Uiso 1 1 calc R . . H2C H 0.5765 0.1526 0.3426 0.026 Uiso 1 1 calc R . . C3 C 0.8027(7) -0.0120(14) 0.2651(7) 0.013(2) Uani 1 1 d . . . C4 C 0.8747(8) -0.0136(15) 0.3467(8) 0.019(2) Uani 1 1 d . . . H4 H 0.8727 0.0698 0.3958 0.023 Uiso 1 1 calc R . . C5 C 0.9491(8) -0.1405(14) 0.3540(8) 0.016(2) Uani 1 1 d . . . H5 H 0.9978 -0.1439 0.4087 0.020 Uiso 1 1 calc R . . C6 C 0.9519(9) -0.2597(16) 0.2824(8) 0.021(2) Uani 1 1 d . . . H6 H 1.0032 -0.3440 0.2880 0.025 Uiso 1 1 calc R . . C7 C 0.8804(8) -0.2596(16) 0.2010(8) 0.019(2) Uani 1 1 d . . . H7 H 0.8827 -0.3444 0.1526 0.023 Uiso 1 1 calc R . . C8 C 0.8050(8) -0.1319(14) 0.1919(8) 0.017(2) Uani 1 1 d . . . C9 C 0.7703(9) -0.1921(17) -0.0091(8) 0.023(3) Uani 1 1 d . . . H9A H 0.8203 -0.1041 -0.0161 0.035 Uiso 1 1 calc R . . H9B H 0.7222 -0.1967 -0.0670 0.035 Uiso 1 1 calc R . . H9C H 0.8009 -0.3086 0.0028 0.035 Uiso 1 1 calc R . . C10 C 0.6351(9) -0.3228(15) 0.1034(8) 0.023(3) Uani 1 1 d . . . H10A H 0.5992 -0.3015 0.1556 0.034 Uiso 1 1 calc R . . H10B H 0.6765 -0.4274 0.1174 0.034 Uiso 1 1 calc R . . H10C H 0.5889 -0.3425 0.0452 0.034 Uiso 1 1 calc R . . P1 P 0.70385(19) 0.1498(3) 0.25560(19) 0.0117(6) Uani 1 1 d . . . P2 P 0.7105(2) -0.1313(4) 0.0890(2) 0.0144(6) Uani 1 1 d . . . Cl1 Cl 0.46716(19) 0.0171(4) 0.1328(2) 0.0208(6) Uani 1 1 d . . . Cl2 Cl 0.80486(19) 0.2783(4) 0.06379(18) 0.0176(6) Uani 1 1 d . . . Sn1 Sn 0.61773(5) 0.17715(10) 0.07429(5) 0.0149(2) 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 0.022(6) 0.013(6) 0.017(6) -0.005(4) 0.000(4) 0.001(4) C2 0.028(6) 0.014(6) 0.010(5) 0.003(4) 0.004(4) 0.003(4) C3 0.014(5) 0.018(6) 0.007(5) 0.003(4) 0.001(4) -0.003(4) C4 0.025(6) 0.018(6) 0.012(5) -0.005(4) -0.002(4) -0.006(5) C5 0.021(6) 0.016(6) 0.012(5) 0.004(4) 0.003(4) 0.000(4) C6 0.027(6) 0.016(6) 0.021(6) 0.000(5) 0.006(5) 0.007(5) C7 0.022(6) 0.021(6) 0.015(5) -0.001(5) 0.004(4) -0.002(5) C8 0.014(5) 0.015(6) 0.019(6) 0.006(4) -0.001(4) 0.004(4) C9 0.028(6) 0.024(6) 0.017(6) 0.005(5) 0.002(5) 0.001(5) C10 0.027(6) 0.014(5) 0.024(6) 0.003(5) -0.001(5) 0.009(5) P1 0.0162(13) 0.0085(13) 0.0106(13) -0.0001(10) 0.0030(10) 0.0015(10) P2 0.0172(14) 0.0123(14) 0.0135(13) -0.0017(11) 0.0019(10) -0.0002(10) Cl1 0.0179(13) 0.0228(14) 0.0212(14) 0.0018(11) 0.0017(10) -0.0049(11) Cl2 0.0190(13) 0.0183(14) 0.0156(13) 0.0016(10) 0.0035(10) -0.0025(10) Sn1 0.0171(4) 0.0133(4) 0.0139(4) 0.0009(3) 0.0011(3) -0.0006(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 P1 1.812(11) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 P1 1.815(11) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C8 1.393(15) . ? C3 C4 1.412(14) . ? C3 P1 1.829(11) . ? C4 C5 1.404(16) . ? C4 H4 0.9500 . ? C5 C6 1.374(16) . ? C5 H5 0.9500 . ? C6 C7 1.406(16) . ? C6 H6 0.9500 . ? C7 C8 1.416(15) . ? C7 H7 0.9500 . ? C8 P2 1.810(11) . ? C9 P2 1.811(12) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 P2 1.820(12) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? P1 Sn1 2.692(4) . ? P2 Sn1 2.657(3) . ? Cl1 Sn1 2.673(3) . ? Cl2 Sn1 2.743(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C8 C3 C4 121.4(10) . . ? C8 C3 P1 119.3(8) . . ? C4 C3 P1 119.3(8) . . ? C5 C4 C3 118.8(10) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C6 C5 C4 120.3(10) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 121.3(11) . . ? C5 C6 H6 119.3 . . ? C7 C6 H6 119.3 . . ? C6 C7 C8 119.3(10) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? C3 C8 C7 118.9(10) . . ? C3 C8 P2 120.7(8) . . ? C7 C8 P2 120.3(8) . . ? P2 C9 H9A 109.5 . . ? P2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C1 P1 C2 106.4(5) . . ? C1 P1 C3 105.5(5) . . ? C2 P1 C3 103.2(5) . . ? C1 P1 Sn1 113.6(4) . . ? C2 P1 Sn1 117.5(4) . . ? C3 P1 Sn1 109.5(3) . . ? C8 P2 C9 105.7(5) . . ? C8 P2 C10 105.1(5) . . ? C9 P2 C10 103.6(6) . . ? C8 P2 Sn1 110.2(4) . . ? C9 P2 Sn1 116.1(4) . . ? C10 P2 Sn1 115.1(4) . . ? P2 Sn1 Cl1 88.51(11) . . ? P2 Sn1 P1 73.88(9) . . ? Cl1 Sn1 P1 84.72(10) . . ? P2 Sn1 Cl2 78.18(10) . . ? Cl1 Sn1 Cl2 160.84(9) . . ? P1 Sn1 Cl2 78.41(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 C3 C4 C5 -0.7(16) . . . . ? P1 C3 C4 C5 178.8(8) . . . . ? C3 C4 C5 C6 0.5(16) . . . . ? C4 C5 C6 C7 -0.7(17) . . . . ? C5 C6 C7 C8 1.2(17) . . . . ? C4 C3 C8 C7 1.2(16) . . . . ? P1 C3 C8 C7 -178.4(8) . . . . ? C4 C3 C8 P2 178.5(8) . . . . ? P1 C3 C8 P2 -1.0(13) . . . . ? C6 C7 C8 C3 -1.4(16) . . . . ? C6 C7 C8 P2 -178.7(9) . . . . ? C8 C3 P1 C1 -140.4(9) . . . . ? C4 C3 P1 C1 40.0(10) . . . . ? C8 C3 P1 C2 108.0(9) . . . . ? C4 C3 P1 C2 -71.5(9) . . . . ? C8 C3 P1 Sn1 -17.9(9) . . . . ? C4 C3 P1 Sn1 162.5(8) . . . . ? C3 C8 P2 C9 146.0(9) . . . . ? C7 C8 P2 C9 -36.7(10) . . . . ? C3 C8 P2 C10 -104.8(9) . . . . ? C7 C8 P2 C10 72.5(10) . . . . ? C3 C8 P2 Sn1 19.8(10) . . . . ? C7 C8 P2 Sn1 -162.9(8) . . . . ? C8 P2 Sn1 Cl1 -105.6(4) . . . . ? C9 P2 Sn1 Cl1 134.3(5) . . . . ? C10 P2 Sn1 Cl1 13.0(4) . . . . ? C8 P2 Sn1 P1 -20.7(4) . . . . ? C9 P2 Sn1 P1 -140.8(5) . . . . ? C10 P2 Sn1 P1 97.9(4) . . . . ? C8 P2 Sn1 Cl2 60.5(4) . . . . ? C9 P2 Sn1 Cl2 -59.6(5) . . . . ? C10 P2 Sn1 Cl2 179.1(4) . . . . ? C1 P1 Sn1 P2 137.8(4) . . . . ? C2 P1 Sn1 P2 -97.0(4) . . . . ? C3 P1 Sn1 P2 20.2(4) . . . . ? C1 P1 Sn1 Cl1 -132.2(4) . . . . ? C2 P1 Sn1 Cl1 -7.1(4) . . . . ? C3 P1 Sn1 Cl1 110.2(4) . . . . ? C1 P1 Sn1 Cl2 56.9(4) . . . . ? C2 P1 Sn1 Cl2 -177.9(4) . . . . ? C3 P1 Sn1 Cl2 -60.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 6.005 _refine_diff_density_min -1.832 _refine_diff_density_rms 0.260 data_[SnCl2(Me2PCH2CH2PMe2)] _database_code_depnum_ccdc_archive 'CCDC 928768' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H16 Cl2 P2 Sn' _chemical_formula_sum 'C6 H16 Cl2 P2 Sn' _chemical_formula_weight 339.72 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' P P 0.1023 0.0942 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.358(3) _cell_length_b 7.880(3) _cell_length_c 11.002(5) _cell_angle_alpha 74.68(2) _cell_angle_beta 79.59(2) _cell_angle_gamma 78.04(5) _cell_volume 596.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2378 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 31.3 _exptl_crystal_description platelet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.891 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 332 _exptl_absorpt_coefficient_mu 2.805 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8725 _exptl_absorpt_correction_T_max 0.9725 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_radiation_wavelength 0.71075 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_radiation_type MoK\a _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6457 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 31.20 _reflns_number_total 3428 _reflns_number_gt 2681 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0252P)^2^+0.0000P] 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 3428 _refine_ls_number_parameters 104 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0441 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0670 _refine_ls_wR_factor_gt 0.0639 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _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 0.4319(5) 0.5538(5) 0.8061(3) 0.0186(7) Uani 1 1 d . . . H1A H 0.3601 0.6425 0.8521 0.028 Uiso 1 1 calc R . . H1B H 0.4522 0.6098 0.7151 0.028 Uiso 1 1 calc R . . H1C H 0.5532 0.5072 0.8376 0.028 Uiso 1 1 calc R . . C2 C 0.2856(5) 0.2763(5) 0.9998(3) 0.0191(8) Uani 1 1 d . . . H2A H 0.4111 0.2437 1.0260 0.029 Uiso 1 1 calc R . . H2B H 0.2273 0.1694 1.0196 0.029 Uiso 1 1 calc R . . H2C H 0.2086 0.3631 1.0456 0.029 Uiso 1 1 calc R . . C3 C 0.4594(4) 0.2019(4) 0.7611(3) 0.0118(6) Uani 1 1 d . . . H3A H 0.5101 0.2558 0.6728 0.014 Uiso 1 1 calc R . . H3B H 0.5659 0.1503 0.8104 0.014 Uiso 1 1 calc R . . C4 C 0.3535(4) 0.0552(4) 0.7610(3) 0.0123(7) Uani 1 1 d . . . H4A H 0.3051 0.0000 0.8495 0.015 Uiso 1 1 calc R . . H4B H 0.4403 -0.0386 0.7249 0.015 Uiso 1 1 calc R . . C5 C 0.0173(5) -0.0288(5) 0.7055(4) 0.0213(8) Uani 1 1 d . . . H5A H -0.0962 0.0165 0.6640 0.032 Uiso 1 1 calc R . . H5B H -0.0178 -0.0639 0.7977 0.032 Uiso 1 1 calc R . . H5C H 0.0883 -0.1325 0.6748 0.032 Uiso 1 1 calc R . . C6 C 0.2653(5) 0.1526(5) 0.5069(3) 0.0181(8) Uani 1 1 d . . . H6A H 0.3180 0.0316 0.4967 0.027 Uiso 1 1 calc R . . H6B H 0.3653 0.2246 0.4862 0.027 Uiso 1 1 calc R . . H6C H 0.1703 0.2069 0.4497 0.027 Uiso 1 1 calc R . . P1 P 0.30347(12) 0.37344(11) 0.83113(8) 0.01111(17) Uani 1 1 d . . . P2 P 0.15937(12) 0.14291(12) 0.66838(8) 0.01136(17) Uani 1 1 d . . . Cl1 Cl -0.14499(11) 0.22657(11) 0.93526(8) 0.01581(17) Uani 1 1 d . . . Cl2 Cl 0.22397(12) 0.60082(11) 0.52057(8) 0.01667(17) Uani 1 1 d . . . Sn1 Sn -0.01299(3) 0.44979(3) 0.72232(2) 0.01115(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 0.0177(18) 0.0158(18) 0.0238(19) -0.0051(15) -0.0017(15) -0.0063(14) C2 0.023(2) 0.0189(19) 0.0164(18) -0.0058(14) -0.0039(16) -0.0033(15) C3 0.0123(16) 0.0107(16) 0.0118(16) -0.0021(12) -0.0010(13) -0.0018(12) C4 0.0160(16) 0.0079(16) 0.0112(16) -0.0008(12) 0.0007(13) -0.0022(12) C5 0.022(2) 0.018(2) 0.029(2) -0.0107(16) -0.0011(17) -0.0086(15) C6 0.0209(19) 0.022(2) 0.0110(17) -0.0047(14) -0.0048(15) 0.0015(15) P1 0.0110(4) 0.0114(4) 0.0120(4) -0.0038(3) -0.0010(3) -0.0034(3) P2 0.0116(4) 0.0118(4) 0.0117(4) -0.0051(3) -0.0007(3) -0.0022(3) Cl1 0.0147(4) 0.0164(4) 0.0141(4) -0.0005(3) 0.0013(3) -0.0043(3) Cl2 0.0152(4) 0.0178(4) 0.0143(4) -0.0007(3) 0.0020(3) -0.0040(3) Sn1 0.01008(11) 0.01031(12) 0.01175(12) -0.00225(8) 0.00018(9) -0.00064(8) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 P1 1.801(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 P1 1.803(4) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.522(4) . ? C3 P1 1.824(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 P2 1.817(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 P2 1.797(4) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 P2 1.795(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? P1 Sn1 2.6950(14) . ? P2 Sn1 2.6502(15) . ? Cl1 Sn1 2.6896(14) . ? Cl2 Sn1 2.7292(14) . ? 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 P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 P1 110.2(2) . . ? C4 C3 H3A 109.6 . . ? P1 C3 H3A 109.6 . . ? C4 C3 H3B 109.6 . . ? P1 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? C3 C4 P2 111.2(2) . . ? C3 C4 H4A 109.4 . . ? P2 C4 H4A 109.4 . . ? C3 C4 H4B 109.4 . . ? P2 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? P2 C5 H5A 109.5 . . ? P2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? P2 C6 H6A 109.5 . . ? P2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C1 P1 C2 104.90(17) . . ? C1 P1 C3 106.48(16) . . ? C2 P1 C3 104.02(16) . . ? C1 P1 Sn1 116.50(12) . . ? C2 P1 Sn1 117.43(12) . . ? C3 P1 Sn1 106.37(11) . . ? C6 P2 C5 105.12(17) . . ? C6 P2 C4 104.36(16) . . ? C5 P2 C4 106.36(16) . . ? C6 P2 Sn1 116.46(12) . . ? C5 P2 Sn1 115.21(12) . . ? C4 P2 Sn1 108.38(11) . . ? P2 Sn1 Cl1 81.32(4) . . ? P2 Sn1 P1 76.01(5) . . ? Cl1 Sn1 P1 84.29(5) . . ? P2 Sn1 Cl2 85.04(4) . . ? Cl1 Sn1 Cl2 161.62(3) . . ? P1 Sn1 Cl2 80.49(4) . . ? 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 P1 C3 C4 P2 60.6(3) . . . . ? C4 C3 P1 C1 -172.0(2) . . . . ? C4 C3 P1 C2 77.5(3) . . . . ? C4 C3 P1 Sn1 -47.1(2) . . . . ? C3 C4 P2 C6 82.0(3) . . . . ? C3 C4 P2 C5 -167.2(2) . . . . ? C3 C4 P2 Sn1 -42.8(2) . . . . ? C6 P2 Sn1 Cl1 167.00(13) . . . . ? C5 P2 Sn1 Cl1 43.19(14) . . . . ? C4 P2 Sn1 Cl1 -75.79(12) . . . . ? C6 P2 Sn1 P1 -106.76(14) . . . . ? C5 P2 Sn1 P1 129.43(14) . . . . ? C4 P2 Sn1 P1 10.45(11) . . . . ? C6 P2 Sn1 Cl2 -25.35(13) . . . . ? C5 P2 Sn1 Cl2 -149.16(14) . . . . ? C4 P2 Sn1 Cl2 91.86(12) . . . . ? C1 P1 Sn1 P2 134.42(14) . . . . ? C2 P1 Sn1 P2 -99.96(14) . . . . ? C3 P1 Sn1 P2 15.94(11) . . . . ? C1 P1 Sn1 Cl1 -143.14(14) . . . . ? C2 P1 Sn1 Cl1 -17.51(13) . . . . ? C3 P1 Sn1 Cl1 98.39(12) . . . . ? C1 P1 Sn1 Cl2 47.20(14) . . . . ? C2 P1 Sn1 Cl2 172.83(13) . . . . ? C3 P1 Sn1 Cl2 -71.27(12) . . . . ? _diffrn_measured_fraction_theta_max 0.888 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.884 _refine_diff_density_min -0.888 _refine_diff_density_rms 0.182 data_[SnCl2{o-C6H4(PPh2)2}] _database_code_depnum_ccdc_archive 'CCDC 928769' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 Cl2 P2 Sn' _chemical_formula_sum 'C30 H24 Cl2 P2 Sn' _chemical_formula_weight 636.02 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' P P 0.1023 0.0942 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.524(4) _cell_length_b 10.855(4) _cell_length_c 12.612(4) _cell_angle_alpha 94.831(4) _cell_angle_beta 103.360(4) _cell_angle_gamma 103.841(6) _cell_volume 1346.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3862 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 31.3 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.569 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 1.285 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8611 _exptl_absorpt_correction_T_max 0.9748 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_radiation_wavelength 0.71075 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_radiation_type MoK\a _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13526 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 31.35 _reflns_number_total 7631 _reflns_number_gt 6567 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0255P)^2^+0.6058P] 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 7631 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0511 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.0734 _refine_ls_wR_factor_gt 0.0676 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 1.1052(2) 0.2968(2) 0.36327(19) 0.0171(5) Uani 1 1 d . . . C2 C 1.1675(3) 0.4270(2) 0.3981(2) 0.0204(5) Uani 1 1 d . . . H2 H 1.1230 0.4888 0.3710 0.025 Uiso 1 1 calc R . . C3 C 1.2947(3) 0.4666(3) 0.4722(2) 0.0276(6) Uani 1 1 d . . . H3 H 1.3368 0.5555 0.4960 0.033 Uiso 1 1 calc R . . C4 C 1.3599(3) 0.3772(3) 0.5115(2) 0.0296(7) Uani 1 1 d . . . H4 H 1.4460 0.4047 0.5634 0.036 Uiso 1 1 calc R . . C5 C 1.3003(3) 0.2471(3) 0.4753(2) 0.0278(6) Uani 1 1 d . . . H5 H 1.3463 0.1858 0.5014 0.033 Uiso 1 1 calc R . . C6 C 1.1734(3) 0.2067(3) 0.4009(2) 0.0218(5) Uani 1 1 d . . . H6 H 1.1329 0.1179 0.3756 0.026 Uiso 1 1 calc R . . C7 C 0.8872(2) 0.3785(2) 0.23092(19) 0.0154(5) Uani 1 1 d . . . C8 C 0.8315(3) 0.4588(2) 0.2874(2) 0.0196(5) Uani 1 1 d . . . H8 H 0.8130 0.4404 0.3555 0.023 Uiso 1 1 calc R . . C9 C 0.8031(3) 0.5655(2) 0.2443(2) 0.0238(6) Uani 1 1 d . . . H9 H 0.7663 0.6206 0.2836 0.029 Uiso 1 1 calc R . . C10 C 0.8280(3) 0.5922(2) 0.1448(2) 0.0232(6) Uani 1 1 d . . . H10 H 0.8081 0.6654 0.1158 0.028 Uiso 1 1 calc R . . C11 C 0.8820(3) 0.5123(2) 0.0873(2) 0.0248(6) Uani 1 1 d . . . H11 H 0.8989 0.5305 0.0187 0.030 Uiso 1 1 calc R . . C12 C 0.9113(3) 0.4054(2) 0.1303(2) 0.0214(5) Uani 1 1 d . . . H12 H 0.9480 0.3504 0.0907 0.026 Uiso 1 1 calc R . . C13 C 0.8397(2) 0.2027(2) 0.38803(18) 0.0139(5) Uani 1 1 d . . . C14 C 0.9054(3) 0.2438(2) 0.49979(19) 0.0181(5) Uani 1 1 d . . . H14 H 0.9976 0.2924 0.5208 0.022 Uiso 1 1 calc R . . C15 C 0.8374(3) 0.2145(2) 0.57993(19) 0.0194(5) Uani 1 1 d . . . H15 H 0.8830 0.2427 0.6555 0.023 Uiso 1 1 calc R . . C16 C 0.7027(3) 0.1441(2) 0.5499(2) 0.0207(5) Uani 1 1 d . . . H16 H 0.6558 0.1240 0.6048 0.025 Uiso 1 1 calc R . . C17 C 0.6366(3) 0.1032(2) 0.4394(2) 0.0191(5) Uani 1 1 d . . . H17 H 0.5444 0.0548 0.4193 0.023 Uiso 1 1 calc R . . C18 C 0.7030(2) 0.1317(2) 0.35747(18) 0.0145(5) Uani 1 1 d . . . C19 C 0.5344(2) 0.2044(2) 0.17469(19) 0.0157(5) Uani 1 1 d . . . C20 C 0.5261(3) 0.2380(2) 0.0698(2) 0.0197(5) Uani 1 1 d . . . H20 H 0.5648 0.1973 0.0206 0.024 Uiso 1 1 calc R . . C21 C 0.4615(3) 0.3310(3) 0.0371(2) 0.0241(6) Uani 1 1 d . . . H21 H 0.4555 0.3533 -0.0348 0.029 Uiso 1 1 calc R . . C22 C 0.4056(3) 0.3917(2) 0.1081(2) 0.0218(5) Uani 1 1 d . . . H22 H 0.3619 0.4556 0.0852 0.026 Uiso 1 1 calc R . . C23 C 0.4137(3) 0.3587(2) 0.2132(2) 0.0203(5) Uani 1 1 d . . . H23 H 0.3748 0.3996 0.2621 0.024 Uiso 1 1 calc R . . C24 C 0.4786(2) 0.2662(2) 0.2466(2) 0.0176(5) Uani 1 1 d . . . H24 H 0.4851 0.2446 0.3187 0.021 Uiso 1 1 calc R . . C25 C 0.4844(3) -0.0604(2) 0.20933(19) 0.0162(5) Uani 1 1 d . . . C26 C 0.3472(3) -0.0657(2) 0.17554(19) 0.0180(5) Uani 1 1 d . . . H26 H 0.3206 0.0098 0.1595 0.022 Uiso 1 1 calc R . . C27 C 0.2487(3) -0.1808(3) 0.1650(2) 0.0237(6) Uani 1 1 d . . . H27 H 0.1554 -0.1838 0.1409 0.028 Uiso 1 1 calc R . . C28 C 0.2871(3) -0.2910(3) 0.1897(2) 0.0266(6) Uani 1 1 d . . . H28 H 0.2202 -0.3697 0.1823 0.032 Uiso 1 1 calc R . . C29 C 0.4233(3) -0.2858(2) 0.2253(2) 0.0252(6) Uani 1 1 d . . . H29 H 0.4495 -0.3608 0.2438 0.030 Uiso 1 1 calc R . . C30 C 0.5220(3) -0.1718(2) 0.2340(2) 0.0212(5) Uani 1 1 d . . . H30 H 0.6152 -0.1697 0.2568 0.025 Uiso 1 1 calc R . . P1 P 0.93033(6) 0.23800(6) 0.28134(5) 0.01347(12) Uani 1 1 d . . . P2 P 0.62063(6) 0.08072(6) 0.21104(5) 0.01450(13) Uani 1 1 d . . . Cl1 Cl 0.91778(8) -0.08808(6) 0.23943(6) 0.03291(17) Uani 1 1 d . . . Cl2 Cl 1.10336(7) 0.14927(7) 0.08615(6) 0.02955(16) Uani 1 1 d . . . Sn1 Sn 0.862741(18) 0.045203(16) 0.096802(14) 0.01789(5) 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 0.0154(12) 0.0227(12) 0.0119(11) -0.0012(9) 0.0051(9) 0.0025(10) C2 0.0164(12) 0.0256(13) 0.0177(12) -0.0043(10) 0.0083(10) 0.0015(10) C3 0.0194(13) 0.0329(15) 0.0235(14) -0.0081(12) 0.0101(11) -0.0062(12) C4 0.0158(13) 0.0500(18) 0.0164(13) -0.0013(12) 0.0026(10) 0.0000(13) C5 0.0187(13) 0.0445(17) 0.0216(13) 0.0079(12) 0.0053(11) 0.0100(13) C6 0.0199(13) 0.0259(13) 0.0191(13) 0.0022(11) 0.0047(10) 0.0058(11) C7 0.0160(11) 0.0131(11) 0.0153(11) 0.0004(9) 0.0032(9) 0.0019(9) C8 0.0216(13) 0.0212(12) 0.0161(12) 0.0012(10) 0.0060(10) 0.0056(11) C9 0.0287(15) 0.0171(12) 0.0260(14) -0.0008(10) 0.0055(12) 0.0096(11) C10 0.0275(14) 0.0147(11) 0.0246(14) 0.0036(10) 0.0012(11) 0.0056(11) C11 0.0314(15) 0.0219(13) 0.0216(13) 0.0065(11) 0.0091(12) 0.0050(12) C12 0.0256(14) 0.0211(12) 0.0209(13) 0.0040(10) 0.0104(11) 0.0080(11) C13 0.0159(11) 0.0136(10) 0.0117(11) 0.0009(9) 0.0027(9) 0.0045(9) C14 0.0161(12) 0.0205(12) 0.0151(11) 0.0000(9) 0.0026(9) 0.0022(10) C15 0.0227(13) 0.0229(12) 0.0097(11) -0.0007(9) 0.0011(10) 0.0043(11) C16 0.0237(13) 0.0247(13) 0.0114(11) 0.0026(10) 0.0066(10) 0.0003(11) C17 0.0168(12) 0.0197(12) 0.0177(12) 0.0015(10) 0.0047(10) -0.0008(10) C18 0.0171(11) 0.0141(11) 0.0114(11) 0.0004(9) 0.0021(9) 0.0041(9) C19 0.0162(12) 0.0136(11) 0.0141(11) 0.0000(9) 0.0032(9) -0.0002(9) C20 0.0245(13) 0.0192(12) 0.0161(12) 0.0034(10) 0.0064(10) 0.0056(11) C21 0.0326(15) 0.0266(14) 0.0158(12) 0.0077(11) 0.0068(11) 0.0106(12) C22 0.0236(13) 0.0180(12) 0.0228(13) 0.0029(10) 0.0030(11) 0.0069(11) C23 0.0217(13) 0.0194(12) 0.0200(12) -0.0007(10) 0.0077(10) 0.0050(11) C24 0.0179(12) 0.0195(12) 0.0133(11) 0.0011(9) 0.0041(9) 0.0017(10) C25 0.0201(12) 0.0170(11) 0.0095(10) 0.0001(9) 0.0045(9) 0.0014(10) C26 0.0192(12) 0.0208(12) 0.0118(11) 0.0015(9) 0.0026(9) 0.0025(10) C27 0.0239(14) 0.0284(14) 0.0112(11) 0.0001(10) 0.0008(10) -0.0027(11) C28 0.0369(16) 0.0226(13) 0.0124(12) -0.0023(10) 0.0060(11) -0.0048(12) C29 0.0395(17) 0.0165(12) 0.0176(13) 0.0005(10) 0.0070(12) 0.0051(12) C30 0.0281(14) 0.0204(12) 0.0160(12) 0.0004(10) 0.0060(11) 0.0086(11) P1 0.0143(3) 0.0137(3) 0.0118(3) 0.0003(2) 0.0037(2) 0.0029(2) P2 0.0157(3) 0.0162(3) 0.0103(3) 0.0005(2) 0.0026(2) 0.0030(2) Cl1 0.0432(4) 0.0190(3) 0.0314(4) 0.0038(3) -0.0036(3) 0.0113(3) Cl2 0.0192(3) 0.0302(4) 0.0340(4) -0.0125(3) 0.0104(3) -0.0007(3) Sn1 0.01734(9) 0.01876(9) 0.01596(9) -0.00059(6) 0.00255(6) 0.00460(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.392(3) . ? C1 C6 1.397(3) . ? C1 P1 1.820(3) . ? C2 C3 1.389(4) . ? C2 H2 0.9500 . ? C3 C4 1.378(4) . ? C3 H3 0.9500 . ? C4 C5 1.391(4) . ? C4 H4 0.9500 . ? C5 C6 1.388(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.392(3) . ? C7 C8 1.394(3) . ? C7 P1 1.817(2) . ? C8 C9 1.387(3) . ? C8 H8 0.9500 . ? C9 C10 1.380(4) . ? C9 H9 0.9500 . ? C10 C11 1.387(4) . ? C10 H10 0.9500 . ? C11 C12 1.391(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.400(3) . ? C13 C18 1.405(3) . ? C13 P1 1.837(3) . ? C14 C15 1.384(3) . ? C14 H14 0.9500 . ? C15 C16 1.386(4) . ? C15 H15 0.9500 . ? C16 C17 1.387(3) . ? C16 H16 0.9500 . ? C17 C18 1.391(3) . ? C17 H17 0.9500 . ? C18 P2 1.824(2) . ? C19 C20 1.390(3) . ? C19 C24 1.396(3) . ? C19 P2 1.825(2) . ? C20 C21 1.386(3) . ? C20 H20 0.9500 . ? C21 C22 1.382(4) . ? C21 H21 0.9500 . ? C22 C23 1.391(4) . ? C22 H22 0.9500 . ? C23 C24 1.385(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C26 1.393(3) . ? C25 C30 1.398(3) . ? C25 P2 1.825(3) . ? C26 C27 1.393(3) . ? C26 H26 0.9500 . ? C27 C28 1.388(4) . ? C27 H27 0.9500 . ? C28 C29 1.385(4) . ? C28 H28 0.9500 . ? C29 C30 1.389(4) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? P1 Sn1 2.8293(9) . ? Cl1 Sn1 2.4541(9) . ? Cl2 Sn1 2.5536(11) . ? 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 119.5(2) . . ? C2 C1 P1 122.18(19) . . ? C6 C1 P1 118.03(19) . . ? C3 C2 C1 120.1(3) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 120.3(2) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 119.9(3) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C1 120.0(3) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? C12 C7 C8 119.3(2) . . ? C12 C7 P1 117.25(18) . . ? C8 C7 P1 123.42(19) . . ? C9 C8 C7 120.0(2) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C10 C9 C8 120.5(2) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 120.0(2) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C12 119.9(2) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C11 C12 C7 120.3(2) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? C14 C13 C18 119.4(2) . . ? C14 C13 P1 120.93(19) . . ? C18 C13 P1 119.69(17) . . ? C15 C14 C13 120.7(2) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.0(2) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C15 C16 C17 119.7(2) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C16 C17 C18 121.2(2) . . ? C16 C17 H17 119.4 . . ? C18 C17 H17 119.4 . . ? C17 C18 C13 119.0(2) . . ? C17 C18 P2 122.91(19) . . ? C13 C18 P2 118.08(18) . . ? C20 C19 C24 119.4(2) . . ? C20 C19 P2 117.21(19) . . ? C24 C19 P2 123.42(18) . . ? C21 C20 C19 120.0(2) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C22 C21 C20 120.6(2) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C23 119.8(2) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C24 C23 C22 119.9(2) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C19 120.4(2) . . ? C23 C24 H24 119.8 . . ? C19 C24 H24 119.8 . . ? C26 C25 C30 119.0(2) . . ? C26 C25 P2 123.83(19) . . ? C30 C25 P2 116.8(2) . . ? C25 C26 C27 120.6(2) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C28 C27 C26 119.9(3) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C29 C28 C27 119.7(3) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 120.6(2) . . ? C28 C29 H29 119.7 . . ? C30 C29 H29 119.7 . . ? C29 C30 C25 120.1(3) . . ? C29 C30 H30 119.9 . . ? C25 C30 H30 119.9 . . ? C7 P1 C1 104.76(11) . . ? C7 P1 C13 105.52(11) . . ? C1 P1 C13 101.73(11) . . ? C7 P1 Sn1 107.20(8) . . ? C1 P1 Sn1 119.72(8) . . ? C13 P1 Sn1 116.56(8) . . ? C18 P2 C19 103.16(11) . . ? C18 P2 C25 103.33(11) . . ? C19 P2 C25 104.44(12) . . ? Cl1 Sn1 Cl2 98.36(3) . . ? Cl1 Sn1 P1 82.67(3) . . ? Cl2 Sn1 P1 83.20(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 -1.9(4) . . . . ? P1 C1 C2 C3 171.5(2) . . . . ? C1 C2 C3 C4 0.2(4) . . . . ? C2 C3 C4 C5 1.4(4) . . . . ? C3 C4 C5 C6 -1.2(4) . . . . ? C4 C5 C6 C1 -0.6(4) . . . . ? C2 C1 C6 C5 2.1(4) . . . . ? P1 C1 C6 C5 -171.6(2) . . . . ? C12 C7 C8 C9 -1.2(4) . . . . ? P1 C7 C8 C9 179.0(2) . . . . ? C7 C8 C9 C10 0.8(4) . . . . ? C8 C9 C10 C11 -0.1(4) . . . . ? C9 C10 C11 C12 -0.2(4) . . . . ? C10 C11 C12 C7 -0.2(4) . . . . ? C8 C7 C12 C11 0.9(4) . . . . ? P1 C7 C12 C11 -179.3(2) . . . . ? C18 C13 C14 C15 0.4(3) . . . . ? P1 C13 C14 C15 -178.58(18) . . . . ? C13 C14 C15 C16 -0.2(4) . . . . ? C14 C15 C16 C17 0.0(4) . . . . ? C15 C16 C17 C18 -0.1(4) . . . . ? C16 C17 C18 C13 0.3(4) . . . . ? C16 C17 C18 P2 -179.73(19) . . . . ? C14 C13 C18 C17 -0.5(3) . . . . ? P1 C13 C18 C17 178.53(18) . . . . ? C14 C13 C18 P2 179.59(18) . . . . ? P1 C13 C18 P2 -1.4(3) . . . . ? C24 C19 C20 C21 -0.7(4) . . . . ? P2 C19 C20 C21 179.8(2) . . . . ? C19 C20 C21 C22 0.4(4) . . . . ? C20 C21 C22 C23 -0.3(4) . . . . ? C21 C22 C23 C24 0.6(4) . . . . ? C22 C23 C24 C19 -0.9(4) . . . . ? C20 C19 C24 C23 1.0(4) . . . . ? P2 C19 C24 C23 -179.56(19) . . . . ? C30 C25 C26 C27 -0.9(4) . . . . ? P2 C25 C26 C27 172.95(18) . . . . ? C25 C26 C27 C28 0.9(4) . . . . ? C26 C27 C28 C29 0.3(4) . . . . ? C27 C28 C29 C30 -1.5(4) . . . . ? C28 C29 C30 C25 1.5(4) . . . . ? C26 C25 C30 C29 -0.3(4) . . . . ? P2 C25 C30 C29 -174.56(19) . . . . ? C12 C7 P1 C1 90.2(2) . . . . ? C8 C7 P1 C1 -90.0(2) . . . . ? C12 C7 P1 C13 -162.9(2) . . . . ? C8 C7 P1 C13 16.9(2) . . . . ? C12 C7 P1 Sn1 -38.0(2) . . . . ? C8 C7 P1 Sn1 141.77(19) . . . . ? C2 C1 P1 C7 15.1(2) . . . . ? C6 C1 P1 C7 -171.3(2) . . . . ? C2 C1 P1 C13 -94.6(2) . . . . ? C6 C1 P1 C13 79.0(2) . . . . ? C2 C1 P1 Sn1 135.27(19) . . . . ? C6 C1 P1 Sn1 -51.2(2) . . . . ? C14 C13 P1 C7 -98.0(2) . . . . ? C18 C13 P1 C7 83.1(2) . . . . ? C14 C13 P1 C1 11.2(2) . . . . ? C18 C13 P1 C1 -167.80(18) . . . . ? C14 C13 P1 Sn1 143.24(17) . . . . ? C18 C13 P1 Sn1 -35.7(2) . . . . ? C17 C18 P2 C19 83.6(2) . . . . ? C13 C18 P2 C19 -96.4(2) . . . . ? C17 C18 P2 C25 -24.9(2) . . . . ? C13 C18 P2 C25 155.00(18) . . . . ? C20 C19 P2 C18 145.5(2) . . . . ? C24 C19 P2 C18 -34.0(2) . . . . ? C20 C19 P2 C25 -106.8(2) . . . . ? C24 C19 P2 C25 73.7(2) . . . . ? C26 C25 P2 C18 113.3(2) . . . . ? C30 C25 P2 C18 -72.8(2) . . . . ? C26 C25 P2 C19 5.7(2) . . . . ? C30 C25 P2 C19 179.62(18) . . . . ? C7 P1 Sn1 Cl1 -172.31(9) . . . . ? C1 P1 Sn1 Cl1 68.75(10) . . . . ? C13 P1 Sn1 Cl1 -54.42(9) . . . . ? C7 P1 Sn1 Cl2 88.31(9) . . . . ? C1 P1 Sn1 Cl2 -30.63(10) . . . . ? C13 P1 Sn1 Cl2 -153.80(8) . . . . ? _diffrn_measured_fraction_theta_max 0.862 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.880 _refine_diff_density_min -1.423 _refine_diff_density_rms 0.117 data_[SnCl{o-C6H4(AsMe2)2}][SnCl3] _database_code_depnum_ccdc_archive 'CCDC 928770' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H16 As2 Cl Sn, Cl3 Sn' _chemical_formula_sum 'C10 H16 As2 Cl4 Sn2' _chemical_formula_weight 665.25 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' As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_Int_Tables_number 62 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 18.628(5) _cell_length_b 9.918(3) _cell_length_c 10.025(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1852.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6389 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.386 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 6.803 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6857 _exptl_absorpt_correction_T_max 0.9351 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15088 _diffrn_reflns_av_R_equivalents 0.0213 _diffrn_reflns_av_sigmaI/netI 0.0195 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 31.38 _reflns_number_total 2985 _reflns_number_gt 2768 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0344P)^2^+5.0643P] 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 2985 _refine_ls_number_parameters 90 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0326 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0719 _refine_ls_wR_factor_gt 0.0696 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _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 0.12391(15) 0.1788(3) 0.9184(3) 0.0117(5) Uani 1 1 d . . . C2 C 0.13730(16) 0.1098(3) 1.0367(3) 0.0155(6) Uani 1 1 d . . . H2 H 0.1384 0.0141 1.0366 0.019 Uiso 1 1 calc R . . C3 C 0.14916(15) 0.1795(3) 1.1553(3) 0.0162(6) Uani 1 1 d . . . H3 H 0.1572 0.1314 1.2359 0.019 Uiso 1 1 calc R . . C4 C 0.03437(18) -0.0541(3) 0.8110(3) 0.0198(6) Uani 1 1 d . . . H4A H 0.0533 -0.1074 0.8855 0.030 Uiso 1 1 calc R . . H4B H 0.0232 -0.1140 0.7361 0.030 Uiso 1 1 calc R . . H4C H -0.0094 -0.0072 0.8394 0.030 Uiso 1 1 calc R . . C5 C 0.19110(19) -0.0331(4) 0.7408(3) 0.0218(7) Uani 1 1 d . . . H5A H 0.2035 -0.0698 0.8286 0.033 Uiso 1 1 calc R . . H5B H 0.2309 0.0221 0.7076 0.033 Uiso 1 1 calc R . . H5C H 0.1821 -0.1074 0.6786 0.033 Uiso 1 1 calc R . . Cl1 Cl 0.21804(5) 0.2500 0.51971(9) 0.01433(18) Uani 1 2 d S . . Cl2 Cl 0.08705(5) -0.06971(8) 0.43916(8) 0.02316(17) Uani 1 1 d . . . Cl3 Cl 0.07737(7) -0.2500 0.13499(11) 0.0249(2) Uani 1 2 d S . . As1 As 0.105538(16) 0.07703(3) 0.75586(3) 0.01167(8) Uani 1 1 d . . . Sn1 Sn 0.080928(16) 0.2500 0.54007(3) 0.01377(8) Uani 1 2 d S . . Sn2 Sn 0.158757(17) -0.2500 0.32926(3) 0.01907(8) Uani 1 2 d S . . 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 0.0138(12) 0.0100(13) 0.0112(11) -0.0011(10) -0.0008(9) 0.0002(10) C2 0.0190(13) 0.0120(13) 0.0155(13) 0.0028(11) -0.0014(10) 0.0008(11) C3 0.0147(13) 0.0211(16) 0.0127(12) 0.0032(12) -0.0009(10) 0.0025(11) C4 0.0263(16) 0.0130(14) 0.0200(15) 0.0034(12) -0.0032(12) -0.0072(12) C5 0.0221(15) 0.0198(15) 0.0234(16) -0.0037(13) -0.0027(12) 0.0109(13) Cl1 0.0198(4) 0.0141(4) 0.0091(4) 0.000 0.0066(3) 0.000 Cl2 0.0371(4) 0.0146(3) 0.0177(3) -0.0050(3) -0.0025(3) 0.0009(3) Cl3 0.0460(7) 0.0143(5) 0.0143(5) 0.000 -0.0065(5) 0.000 As1 0.01524(15) 0.00806(14) 0.01170(14) -0.00011(10) -0.00136(10) 0.00076(10) Sn1 0.01746(14) 0.01280(14) 0.01106(13) 0.000 -0.00211(10) 0.000 Sn2 0.01752(15) 0.02058(16) 0.01911(15) 0.000 0.00156(11) 0.000 _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.392(4) . ? C1 C1 1.413(6) 7_565 ? C1 As1 1.947(3) . ? C2 C3 1.392(4) . ? C2 H2 0.9500 . ? C3 C3 1.398(7) 7_565 ? C3 H3 0.9500 . ? C4 As1 1.938(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 As1 1.938(3) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? Cl1 Sn1 2.5623(13) . ? Cl2 Sn2 2.4890(10) . ? Cl3 Sn2 2.4681(13) . ? As1 Sn1 2.7986(7) . ? Sn1 As1 2.7986(7) 7_565 ? Sn2 Cl2 2.4890(9) 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 C1 119.42(17) . 7_565 ? C2 C1 As1 119.4(2) . . ? C1 C1 As1 121.22(8) 7_565 . ? C1 C2 C3 120.8(3) . . ? C1 C2 H2 119.6 . . ? C3 C2 H2 119.6 . . ? C2 C3 C3 119.75(18) . 7_565 ? C2 C3 H3 120.1 . . ? C3 C3 H3 120.1 7_565 . ? As1 C4 H4A 109.5 . . ? As1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? As1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? As1 C5 H5A 109.5 . . ? As1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? As1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 As1 C5 101.93(16) . . ? C4 As1 C1 103.26(13) . . ? C5 As1 C1 102.28(13) . . ? C4 As1 Sn1 121.32(10) . . ? C5 As1 Sn1 114.84(11) . . ? C1 As1 Sn1 110.98(9) . . ? Cl1 Sn1 As1 84.16(2) . 7_565 ? Cl1 Sn1 As1 84.16(2) . . ? As1 Sn1 As1 75.61(3) 7_565 . ? Cl3 Sn2 Cl2 91.12(3) . . ? Cl3 Sn2 Cl2 91.12(3) . 7 ? Cl2 Sn2 Cl2 91.84(5) . 7 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 C2 C3 1.4(4) 7_565 . . . ? As1 C1 C2 C3 -178.6(2) . . . . ? C1 C2 C3 C3 -1.4(4) . . . 7_565 ? C2 C1 As1 C4 48.5(3) . . . . ? C1 C1 As1 C4 -131.56(11) 7_565 . . . ? C2 C1 As1 C5 -57.1(3) . . . . ? C1 C1 As1 C5 122.86(12) 7_565 . . . ? C2 C1 As1 Sn1 179.9(2) . . . . ? C1 C1 As1 Sn1 -0.09(8) 7_565 . . . ? C4 As1 Sn1 Cl1 -153.07(12) . . . . ? C5 As1 Sn1 Cl1 -29.83(12) . . . . ? C1 As1 Sn1 Cl1 85.55(9) . . . . ? C4 As1 Sn1 As1 121.48(12) . . . 7_565 ? C5 As1 Sn1 As1 -115.28(12) . . . 7_565 ? C1 As1 Sn1 As1 0.10(9) . . . 7_565 ? _diffrn_measured_fraction_theta_max 0.929 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.678 _refine_diff_density_min -0.689 _refine_diff_density_rms 0.176 data_[(SnCl2)2(Ph2PCH2CH2PPh2)] _database_code_depnum_ccdc_archive 'CCDC 928771' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 Cl4 P2 Sn2' _chemical_formula_sum 'C26 H24 Cl4 P2 Sn2' _chemical_formula_weight 777.57 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' P P 0.1023 0.0942 '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 C2/c _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.6868(18) _cell_length_b 9.3191(6) _cell_length_c 14.9068(11) _cell_angle_alpha 90.00 _cell_angle_beta 121.055(9) _cell_angle_gamma 90.00 _cell_volume 2818.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 12685 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.4 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.832 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 2.280 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2628 _exptl_absorpt_correction_T_max 0.3952 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source_power 2.0 _diffrn_source_voltage 50.0 _diffrn_source_current 40.0 _diffrn_source 'Sealed Tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_specimen_support Mitegen _diffrn_detector RX _diffrn_measurement_device ; Crystal Goniometer ; _diffrn_measurement_device_type ; Rigaku RAXIS conversion ; _diffrn_detector_area_resol_mean 10.0000 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12795 _diffrn_reflns_av_R_equivalents 0.0240 _diffrn_reflns_av_sigmaI/netI 0.0198 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3198 _reflns_number_gt 3084 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r13 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0173P)^2^+4.7437P] 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 SHELXL _refine_ls_extinction_coef 0.00260(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3198 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0216 _refine_ls_R_factor_gt 0.0199 _refine_ls_wR_factor_ref 0.0466 _refine_ls_wR_factor_gt 0.0459 _refine_ls_goodness_of_fit_ref 1.152 _refine_ls_restrained_S_all 1.152 _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 0.35339(9) 0.9699(2) 0.13425(13) 0.0145(3) Uani 1 1 d . . . C2 C 0.41236(10) 0.9560(2) 0.13490(17) 0.0239(4) Uani 1 1 d . . . H2 H 0.4355 0.8674 0.1542 0.029 Uiso 1 1 calc R . . C3 C 0.43707(11) 1.0718(3) 0.10727(18) 0.0290(5) Uani 1 1 d . . . H3 H 0.4774 1.0625 0.1085 0.035 Uiso 1 1 calc R . . C4 C 0.40321(10) 1.2012(2) 0.07791(16) 0.0247(4) Uani 1 1 d . . . H4 H 0.4200 1.2798 0.0583 0.030 Uiso 1 1 calc R . . C5 C 0.34505(10) 1.2153(2) 0.07730(16) 0.0230(4) Uani 1 1 d . . . H5 H 0.3219 1.3038 0.0571 0.028 Uiso 1 1 calc R . . C6 C 0.32015(10) 1.1005(2) 0.10608(15) 0.0188(4) Uani 1 1 d . . . H6 H 0.2804 1.1113 0.1065 0.023 Uiso 1 1 calc R . . C7 C 0.39128(9) 0.7157(2) 0.25797(15) 0.0172(4) Uani 1 1 d . . . C8 C 0.43483(10) 0.7835(2) 0.35250(16) 0.0240(4) Uani 1 1 d . . . H8 H 0.4254 0.8772 0.3664 0.029 Uiso 1 1 calc R . . C9 C 0.49209(11) 0.7137(3) 0.42634(17) 0.0322(5) Uani 1 1 d . . . H9 H 0.5224 0.7606 0.4899 0.039 Uiso 1 1 calc R . . C10 C 0.50493(11) 0.5755(3) 0.40707(19) 0.0368(6) Uani 1 1 d . . . H10 H 0.5443 0.5284 0.4572 0.044 Uiso 1 1 calc R . . C11 C 0.46079(12) 0.5062(3) 0.31545(19) 0.0349(6) Uani 1 1 d . . . H11 H 0.4690 0.4102 0.3039 0.042 Uiso 1 1 calc R . . C12 C 0.40415(11) 0.5765(2) 0.23981(17) 0.0256(4) Uani 1 1 d . . . H12 H 0.3744 0.5295 0.1760 0.031 Uiso 1 1 calc R . . C13 C 0.27914(9) 0.7095(2) 0.04475(14) 0.0154(4) Uani 1 1 d . . . H13A H 0.3117 0.6863 0.0241 0.019 Uiso 1 1 calc R . . H13B H 0.2633 0.6180 0.0578 0.019 Uiso 1 1 calc R . . P1 P 0.31912(2) 0.81624(5) 0.16525(3) 0.01278(10) Uani 1 1 d . . . Cl1 Cl 0.17416(2) 1.02785(5) 0.11400(4) 0.02026(10) Uani 1 1 d . . . Cl2 Cl 0.17245(2) 0.64858(5) 0.14080(4) 0.02234(11) Uani 1 1 d . . . Sn1 Sn 0.242388(6) 0.852755(14) 0.254125(10) 0.01562(6) 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 0.0165(8) 0.0154(9) 0.0117(8) 0.0002(6) 0.0072(7) -0.0026(7) C2 0.0223(10) 0.0229(11) 0.0305(11) 0.0091(8) 0.0164(9) 0.0048(8) C3 0.0205(10) 0.0331(13) 0.0368(12) 0.0109(10) 0.0172(9) 0.0014(9) C4 0.0257(10) 0.0225(11) 0.0240(10) 0.0047(8) 0.0113(8) -0.0069(8) C5 0.0282(10) 0.0136(10) 0.0258(10) 0.0030(7) 0.0130(8) 0.0008(8) C6 0.0205(9) 0.0161(9) 0.0210(9) 0.0003(7) 0.0116(8) 0.0001(7) C7 0.0153(8) 0.0193(10) 0.0196(9) 0.0077(7) 0.0108(7) 0.0028(7) C8 0.0203(9) 0.0265(11) 0.0210(10) 0.0053(8) 0.0076(8) -0.0022(8) C9 0.0197(10) 0.0484(15) 0.0218(11) 0.0131(10) 0.0060(8) -0.0031(10) C10 0.0239(11) 0.0582(17) 0.0328(13) 0.0273(12) 0.0179(10) 0.0206(11) C11 0.0392(13) 0.0390(14) 0.0337(12) 0.0169(10) 0.0239(11) 0.0241(11) C12 0.0286(11) 0.0270(11) 0.0251(10) 0.0066(8) 0.0166(9) 0.0108(9) C13 0.0178(9) 0.0122(9) 0.0153(9) 0.0001(7) 0.0078(7) 0.0018(7) P1 0.0135(2) 0.0118(2) 0.0132(2) 0.00123(16) 0.00708(17) 0.00032(16) Cl1 0.0193(2) 0.0194(2) 0.0239(2) 0.00600(17) 0.01241(18) 0.00574(17) Cl2 0.0229(2) 0.0197(2) 0.0220(2) -0.00055(17) 0.00982(19) -0.00407(17) Sn1 0.02031(8) 0.01393(9) 0.01498(8) 0.00098(4) 0.01077(6) 0.00074(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.391(3) . ? C1 C2 1.398(3) . ? C1 P1 1.8194(19) . ? C2 C3 1.388(3) . ? C2 H2 0.9500 . ? C3 C4 1.388(3) . ? C3 H3 0.9500 . ? C4 C5 1.379(3) . ? C4 H4 0.9500 . ? C5 C6 1.392(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.391(3) . ? C7 C8 1.396(3) . ? C7 P1 1.8090(19) . ? C8 C9 1.391(3) . ? C8 H8 0.9500 . ? C9 C10 1.387(4) . ? C9 H9 0.9500 . ? C10 C11 1.379(4) . ? C10 H10 0.9500 . ? C11 C12 1.393(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C13 1.535(3) 7_565 ? C13 P1 1.8326(19) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? P1 Sn1 2.7675(5) . ? Cl1 Sn1 2.4808(5) . ? Cl2 Sn1 2.5163(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 119.41(17) . . ? C6 C1 P1 120.52(14) . . ? C2 C1 P1 120.03(15) . . ? C3 C2 C1 119.93(19) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C4 C3 C2 120.4(2) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 119.85(19) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.35(19) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 120.09(18) . . ? C1 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C12 C7 C8 119.78(18) . . ? C12 C7 P1 123.37(16) . . ? C8 C7 P1 116.84(16) . . ? C9 C8 C7 119.9(2) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C10 C9 C8 119.9(2) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 120.3(2) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.2(2) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C7 C12 C11 119.8(2) . . ? C7 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C13 C13 P1 111.27(17) 7_565 . ? C13 C13 H13A 109.4 7_565 . ? P1 C13 H13A 109.4 . . ? C13 C13 H13B 109.4 7_565 . ? P1 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C7 P1 C1 103.43(9) . . ? C7 P1 C13 105.93(9) . . ? C1 P1 C13 104.54(8) . . ? C7 P1 Sn1 107.03(6) . . ? C1 P1 Sn1 120.93(6) . . ? C13 P1 Sn1 113.65(6) . . ? Cl1 Sn1 Cl2 90.846(19) . . ? Cl1 Sn1 P1 88.925(16) . . ? Cl2 Sn1 P1 87.315(16) . . ? 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(3) . . . . ? P1 C1 C2 C3 177.49(17) . . . . ? C1 C2 C3 C4 -0.7(3) . . . . ? C2 C3 C4 C5 0.7(3) . . . . ? C3 C4 C5 C6 0.1(3) . . . . ? C2 C1 C6 C5 1.0(3) . . . . ? P1 C1 C6 C5 -176.70(15) . . . . ? C4 C5 C6 C1 -0.9(3) . . . . ? C12 C7 C8 C9 2.4(3) . . . . ? P1 C7 C8 C9 -178.49(16) . . . . ? C7 C8 C9 C10 -1.7(3) . . . . ? C8 C9 C10 C11 -0.7(3) . . . . ? C9 C10 C11 C12 2.4(4) . . . . ? C8 C7 C12 C11 -0.8(3) . . . . ? P1 C7 C12 C11 -179.77(17) . . . . ? C10 C11 C12 C7 -1.7(3) . . . . ? C12 C7 P1 C1 -118.34(17) . . . . ? C8 C7 P1 C1 62.63(17) . . . . ? C12 C7 P1 C13 -8.66(19) . . . . ? C8 C7 P1 C13 172.30(15) . . . . ? C12 C7 P1 Sn1 112.91(16) . . . . ? C8 C7 P1 Sn1 -66.12(16) . . . . ? C6 C1 P1 C7 -150.63(15) . . . . ? C2 C1 P1 C7 31.70(18) . . . . ? C6 C1 P1 C13 98.67(16) . . . . ? C2 C1 P1 C13 -79.00(17) . . . . ? C6 C1 P1 Sn1 -31.01(17) . . . . ? C2 C1 P1 Sn1 151.32(14) . . . . ? C13 C13 P1 C7 -173.95(17) 7_565 . . . ? C13 C13 P1 C1 -65.06(19) 7_565 . . . ? C13 C13 P1 Sn1 68.83(19) 7_565 . . . ? C7 P1 Sn1 Cl1 168.83(7) . . . . ? C1 P1 Sn1 Cl1 51.00(7) . . . . ? C13 P1 Sn1 Cl1 -74.59(7) . . . . ? C7 P1 Sn1 Cl2 -100.27(7) . . . . ? C1 P1 Sn1 Cl2 141.90(7) . . . . ? C13 P1 Sn1 Cl2 16.31(6) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.511 _refine_diff_density_min -0.651 _refine_diff_density_rms 0.074 data_[CH2(PMe3)2][SnCl3]2 _database_code_depnum_ccdc_archive 'CCDC 928772' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H20 P2, 2(Cl3 Sn)' _chemical_formula_sum 'C7 H20 Cl6 P2 Sn2' _chemical_formula_weight 616.25 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' P P 0.1023 0.0942 '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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.793(3) _cell_length_b 20.570(6) _cell_length_c 10.823(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.374(4) _cell_angle_gamma 90.00 _cell_volume 1896.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5750 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description platelet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 3.628 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7601 _exptl_absorpt_correction_T_max 0.9646 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11751 _diffrn_reflns_av_R_equivalents 0.0623 _diffrn_reflns_av_sigmaI/netI 0.0895 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4304 _reflns_number_gt 3402 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0168P)^2^+0.0000P] 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 4304 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.0870 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.002 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 0.5080(7) 0.5810(3) 0.5390(5) 0.0212(13) Uani 1 1 d . . . H1A H 0.6197 0.5704 0.5696 0.032 Uiso 1 1 calc R . . H1B H 0.4802 0.5837 0.4457 0.032 Uiso 1 1 calc R . . H1C H 0.4452 0.5470 0.5661 0.032 Uiso 1 1 calc R . . C2 C 0.5656(7) 0.7203(3) 0.5407(6) 0.0294(16) Uani 1 1 d . . . H2A H 0.6795 0.7151 0.5711 0.044 Uiso 1 1 calc R . . H2B H 0.5343 0.7623 0.5692 0.044 Uiso 1 1 calc R . . H2C H 0.5354 0.7185 0.4473 0.044 Uiso 1 1 calc R . . C3 C 0.5396(7) 0.6559(3) 0.7711(5) 0.0259(15) Uani 1 1 d . . . H3A H 0.4875 0.6210 0.8067 0.039 Uiso 1 1 calc R . . H3B H 0.5169 0.6978 0.8057 0.039 Uiso 1 1 calc R . . H3C H 0.6533 0.6484 0.7940 0.039 Uiso 1 1 calc R . . C4 C 0.2616(7) 0.6744(3) 0.5702(5) 0.0191(13) Uani 1 1 d . . . H4A H 0.2200 0.6500 0.6335 0.023 Uiso 1 1 calc R . . H4B H 0.2521 0.7212 0.5890 0.023 Uiso 1 1 calc R . . C5 C 0.0848(7) 0.5749(3) 0.4029(6) 0.0286(16) Uani 1 1 d . . . H5A H 0.0046 0.5669 0.3236 0.043 Uiso 1 1 calc R . . H5B H 0.0450 0.5611 0.4757 0.043 Uiso 1 1 calc R . . H5C H 0.1798 0.5502 0.4020 0.043 Uiso 1 1 calc R . . C6 C 0.2138(7) 0.6856(3) 0.2915(5) 0.0242(14) Uani 1 1 d . . . H6A H 0.2431 0.7316 0.3039 0.036 Uiso 1 1 calc R . . H6B H 0.1371 0.6802 0.2094 0.036 Uiso 1 1 calc R . . H6C H 0.3074 0.6596 0.2923 0.036 Uiso 1 1 calc R . . C7 C -0.0432(7) 0.7051(3) 0.4102(6) 0.0344(17) Uani 1 1 d . . . H7A H -0.0866 0.6930 0.4820 0.052 Uiso 1 1 calc R . . H7B H -0.1207 0.6960 0.3298 0.052 Uiso 1 1 calc R . . H7C H -0.0179 0.7516 0.4151 0.052 Uiso 1 1 calc R . . P1 P 0.46987(19) 0.65657(7) 0.60354(15) 0.0184(3) Uani 1 1 d . . . P2 P 0.13003(19) 0.65935(8) 0.41645(15) 0.0200(4) Uani 1 1 d . . . Sn1 Sn 0.04157(5) 0.571221(19) 0.91169(4) 0.01884(11) Uani 1 1 d . . . Sn2 Sn -0.45624(5) 0.56439(2) 0.11158(4) 0.02382(12) Uani 1 1 d . . . Cl1 Cl 0.25262(17) 0.65904(7) 0.96389(14) 0.0219(3) Uani 1 1 d . . . Cl2 Cl -0.12096(18) 0.63199(7) 1.03932(14) 0.0247(3) Uani 1 1 d . . . Cl3 Cl -0.07646(18) 0.63054(8) 0.70540(14) 0.0284(4) Uani 1 1 d . . . Cl4 Cl -0.27281(18) 0.48857(8) 0.26568(16) 0.0304(4) Uani 1 1 d . . . Cl5 Cl -0.68841(17) 0.52030(7) 0.18666(14) 0.0224(3) Uani 1 1 d . . . Cl6 Cl -0.4097(3) 0.64887(10) 0.2606(2) 0.0542(6) 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 0.021(3) 0.024(3) 0.019(3) -0.001(3) 0.006(2) 0.005(3) C2 0.020(4) 0.025(4) 0.041(4) 0.013(3) 0.003(3) -0.001(3) C3 0.027(4) 0.026(3) 0.023(3) -0.005(3) 0.003(3) 0.007(3) C4 0.020(3) 0.019(3) 0.019(3) -0.001(3) 0.004(2) 0.002(3) C5 0.029(4) 0.030(4) 0.023(3) 0.001(3) 0.000(3) -0.008(3) C6 0.025(4) 0.029(4) 0.018(3) -0.003(3) 0.005(3) 0.001(3) C7 0.020(4) 0.046(4) 0.037(4) 0.012(4) 0.007(3) 0.010(3) P1 0.0155(8) 0.0180(8) 0.0206(8) 0.0010(7) 0.0026(6) 0.0009(6) P2 0.0162(8) 0.0219(8) 0.0205(8) 0.0020(7) 0.0020(6) -0.0018(7) Sn1 0.0168(2) 0.0201(2) 0.0194(2) 0.00230(18) 0.00411(16) -0.00229(17) Sn2 0.0176(2) 0.0284(3) 0.0254(2) 0.0065(2) 0.00533(18) 0.00051(19) Cl1 0.0161(8) 0.0205(7) 0.0292(8) 0.0012(7) 0.0061(6) -0.0022(6) Cl2 0.0184(8) 0.0324(9) 0.0241(8) -0.0021(7) 0.0066(6) -0.0023(7) Cl3 0.0194(8) 0.0421(10) 0.0241(8) 0.0102(7) 0.0062(6) 0.0059(7) Cl4 0.0155(8) 0.0357(9) 0.0381(9) 0.0149(8) 0.0032(7) 0.0005(7) Cl5 0.0174(8) 0.0259(8) 0.0249(8) 0.0015(7) 0.0071(6) -0.0028(6) Cl6 0.0501(14) 0.0636(14) 0.0504(12) -0.0055(11) 0.0153(10) 0.0057(11) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 P1 1.770(6) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 P1 1.781(6) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 P1 1.764(6) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 P2 1.803(5) . ? C4 P1 1.814(6) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 P2 1.781(6) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 P2 1.777(6) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 P2 1.778(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? Sn1 Cl3 2.5299(16) . ? Sn1 Cl2 2.5482(17) . ? Sn1 Cl1 2.5507(16) . ? Sn2 Cl6 2.337(2) . ? Sn2 Cl5 2.5445(17) . ? Sn2 Cl4 2.5455(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? P1 C3 H3A 109.5 . . ? P1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? P1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? P2 C4 P1 122.2(3) . . ? P2 C4 H4A 106.8 . . ? P1 C4 H4A 106.8 . . ? P2 C4 H4B 106.8 . . ? P1 C4 H4B 106.8 . . ? H4A C4 H4B 106.6 . . ? P2 C5 H5A 109.5 . . ? P2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? P2 C6 H6A 109.5 . . ? P2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? P2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? P2 C7 H7A 109.5 . . ? P2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 P1 C1 110.3(3) . . ? C3 P1 C2 108.8(3) . . ? C1 P1 C2 110.0(3) . . ? C3 P1 C4 106.4(3) . . ? C1 P1 C4 112.3(3) . . ? C2 P1 C4 108.9(3) . . ? C6 P2 C7 108.9(3) . . ? C6 P2 C5 111.1(3) . . ? C7 P2 C5 110.0(3) . . ? C6 P2 C4 111.0(3) . . ? C7 P2 C4 107.0(3) . . ? C5 P2 C4 108.8(3) . . ? Cl3 Sn1 Cl2 94.55(6) . . ? Cl3 Sn1 Cl1 88.31(5) . . ? Cl2 Sn1 Cl1 90.44(6) . . ? Cl6 Sn2 Cl5 93.52(7) . . ? Cl6 Sn2 Cl4 91.69(7) . . ? Cl5 Sn2 Cl4 90.03(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 P2 C4 P1 C3 -163.2(4) . . . . ? P2 C4 P1 C1 -42.4(4) . . . . ? P2 C4 P1 C2 79.7(4) . . . . ? P1 C4 P2 C6 -44.1(4) . . . . ? P1 C4 P2 C7 -162.7(4) . . . . ? P1 C4 P2 C5 78.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.409 _refine_diff_density_min -1.483 _refine_diff_density_rms 0.183 data_[CH2{o-C6H4(PMe2)2}](I)2 _database_code_depnum_ccdc_archive 'CCDC 928773' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H18 P2, C2 H6 O S, 2(I)' _chemical_formula_sum 'C13 H24 I2 O P2 S' _chemical_formula_weight 544.12 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.035(2) _cell_length_b 20.046(5) _cell_length_c 11.377(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.021(4) _cell_angle_gamma 90.00 _cell_volume 2052.6(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6299 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.761 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 3.315 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8259 _exptl_absorpt_correction_T_max 0.8518 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_radiation_wavelength 0.71075 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9685 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4638 _reflns_number_gt 3901 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(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^)+(0.0146P)^2^+0.0000P] 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 4638 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0231 _refine_ls_R_factor_gt 0.0195 _refine_ls_wR_factor_ref 0.0432 _refine_ls_wR_factor_gt 0.0425 _refine_ls_goodness_of_fit_ref 0.954 _refine_ls_restrained_S_all 0.954 _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 0.8141(2) 0.40268(10) 0.82298(18) 0.0133(4) Uani 1 1 d . . . C2 C 0.8288(2) 0.36536(11) 0.92611(19) 0.0191(5) Uani 1 1 d . . . H2 H 0.8369 0.3182 0.9227 0.023 Uiso 1 1 calc R . . C3 C 0.8317(3) 0.39756(11) 1.03409(19) 0.0222(5) Uani 1 1 d . . . H3 H 0.8427 0.3723 1.1050 0.027 Uiso 1 1 calc R . . C4 C 0.8186(2) 0.46668(11) 1.03916(19) 0.0225(5) Uani 1 1 d . . . H4 H 0.8184 0.4881 1.1136 0.027 Uiso 1 1 calc R . . C5 C 0.8058(2) 0.50459(11) 0.93677(19) 0.0198(5) Uani 1 1 d . . . H5 H 0.7981 0.5518 0.9409 0.024 Uiso 1 1 calc R . . C6 C 0.8043(2) 0.47279(10) 0.82776(18) 0.0135(4) Uani 1 1 d . . . C7 C 0.6034(2) 0.33766(10) 0.65141(18) 0.0157(5) Uani 1 1 d . . . H7A H 0.5841 0.3247 0.5684 0.024 Uiso 1 1 calc R . . H7B H 0.5332 0.3725 0.6701 0.024 Uiso 1 1 calc R . . H7C H 0.5913 0.2987 0.7018 0.024 Uiso 1 1 calc R . . C8 C 0.9193(2) 0.30538(10) 0.65049(19) 0.0160(5) Uani 1 1 d . . . H8A H 0.9069 0.2676 0.7034 0.024 Uiso 1 1 calc R . . H8B H 1.0202 0.3233 0.6652 0.024 Uiso 1 1 calc R . . H8C H 0.9032 0.2904 0.5684 0.024 Uiso 1 1 calc R . . C9 C 0.6057(2) 0.54984(10) 0.6592(2) 0.0196(5) Uani 1 1 d . . . H9A H 0.5941 0.5867 0.7141 0.029 Uiso 1 1 calc R . . H9B H 0.5300 0.5158 0.6695 0.029 Uiso 1 1 calc R . . H9C H 0.5939 0.5667 0.5780 0.029 Uiso 1 1 calc R . . C10 C 0.9227(2) 0.57704(10) 0.67859(19) 0.0167(5) Uani 1 1 d . . . H10A H 0.9088 0.5988 0.6012 0.025 Uiso 1 1 calc R . . H10B H 1.0218 0.5568 0.6887 0.025 Uiso 1 1 calc R . . H10C H 0.9132 0.6102 0.7407 0.025 Uiso 1 1 calc R . . C11 C 0.8137(2) 0.44352(8) 0.59275(18) 0.0130(4) Uani 1 1 d . . . H11A H 0.7413 0.4448 0.5223 0.016 Uiso 1 1 calc R . . H11B H 0.9152 0.4447 0.5662 0.016 Uiso 1 1 calc R . . C12 C 0.2153(3) 0.23651(13) 0.4179(2) 0.0461(8) Uani 1 1 d . . . H12A H 0.1881 0.1955 0.3743 0.069 Uiso 1 1 calc R . . H12B H 0.2806 0.2635 0.3727 0.069 Uiso 1 1 calc R . . H12C H 0.1252 0.2619 0.4302 0.069 Uiso 1 1 calc R . . C13 C 0.4579(3) 0.16969(12) 0.5014(2) 0.0345(7) Uani 1 1 d . . . H13A H 0.5205 0.1496 0.5667 0.052 Uiso 1 1 calc R . . H13B H 0.5180 0.1999 0.4573 0.052 Uiso 1 1 calc R . . H13C H 0.4160 0.1345 0.4487 0.052 Uiso 1 1 calc R . . P1 P 0.78834(6) 0.36851(3) 0.67679(5) 0.01190(12) Uani 1 1 d . . . P2 P 0.78556(6) 0.51412(3) 0.68787(5) 0.01296(12) Uani 1 1 d . . . I1 I 0.707079(16) 0.323081(7) 0.334775(12) 0.01753(5) Uani 1 1 d . . . I2 I 0.763053(15) 0.566699(7) 0.336517(13) 0.01688(5) Uani 1 1 d . . . S1 S 0.31062(7) 0.21551(3) 0.55877(6) 0.02899(15) Uani 1 1 d . . . O1 O 0.2148(2) 0.16592(8) 0.61506(15) 0.0348(5) 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 0.0119(10) 0.0139(11) 0.0142(11) -0.0009(9) 0.0016(9) -0.0023(8) C2 0.0225(13) 0.0186(12) 0.0159(12) 0.0037(10) 0.0007(10) -0.0047(9) C3 0.0262(13) 0.0288(13) 0.0115(12) 0.0031(10) 0.0009(10) -0.0071(10) C4 0.0233(13) 0.0302(14) 0.0142(12) -0.0057(11) 0.0031(10) -0.0054(10) C5 0.0195(12) 0.0189(12) 0.0210(13) -0.0057(10) 0.0027(10) -0.0018(9) C6 0.0135(11) 0.0150(11) 0.0122(11) 0.0007(9) 0.0019(9) -0.0021(8) C7 0.0127(11) 0.0179(11) 0.0166(12) 0.0008(10) 0.0011(9) -0.0020(9) C8 0.0156(11) 0.0137(11) 0.0188(12) 0.0014(10) 0.0026(9) 0.0020(9) C9 0.0145(11) 0.0205(12) 0.0242(14) 0.0000(10) 0.0034(10) 0.0037(9) C10 0.0187(11) 0.0134(11) 0.0181(12) -0.0002(10) 0.0027(9) -0.0025(9) C11 0.0167(11) 0.0116(11) 0.0108(11) 0.0018(9) 0.0021(9) 0.0010(8) C12 0.0421(19) 0.0514(19) 0.0453(19) 0.0163(15) 0.0067(15) 0.0144(15) C13 0.0273(15) 0.0417(16) 0.0354(16) 0.0043(13) 0.0081(13) 0.0016(12) P1 0.0118(3) 0.0113(3) 0.0127(3) 0.0003(2) 0.0017(2) 0.0001(2) P2 0.0126(3) 0.0112(3) 0.0152(3) -0.0009(2) 0.0023(2) 0.0002(2) I1 0.02289(9) 0.01469(9) 0.01524(9) -0.00139(6) 0.00305(6) 0.00103(6) I2 0.01241(8) 0.01822(8) 0.02009(9) 0.00058(6) 0.00179(6) 0.00071(5) S1 0.0344(4) 0.0227(3) 0.0315(4) -0.0032(3) 0.0121(3) -0.0079(3) O1 0.0377(11) 0.0276(10) 0.0417(12) 0.0050(9) 0.0185(9) -0.0084(8) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.388(3) . ? C1 C6 1.409(3) . ? C1 P1 1.795(2) . ? C2 C3 1.386(3) . ? C2 H2 0.9500 . ? C3 C4 1.392(3) . ? C3 H3 0.9500 . ? C4 C5 1.387(3) . ? C4 H4 0.9500 . ? C5 C6 1.393(3) . ? C5 H5 0.9500 . ? C6 P2 1.789(2) . ? C7 P1 1.781(2) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 P1 1.776(2) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 P2 1.780(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 P2 1.778(2) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 P1 1.8073(19) . ? C11 P2 1.8130(19) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 S1 1.802(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 S1 1.787(2) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? S1 O1 1.4981(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.43(19) . . ? C2 C1 P1 124.93(16) . . ? C6 C1 P1 114.38(14) . . ? C3 C2 C1 119.4(2) . . ? C3 C2 H2 120.3 . . ? C1 C2 H2 120.3 . . ? C2 C3 C4 120.3(2) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 120.8(2) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 119.4(2) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C5 C6 C1 119.66(19) . . ? C5 C6 P2 124.93(17) . . ? C1 C6 P2 115.39(15) . . ? P1 C7 H7A 109.5 . . ? P1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? P1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? P1 C8 H8A 109.5 . . ? P1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? P2 C9 H9A 109.5 . . ? P2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? P1 C11 P2 107.62(11) . . ? P1 C11 H11A 110.2 . . ? P2 C11 H11A 110.2 . . ? P1 C11 H11B 110.2 . . ? P2 C11 H11B 110.2 . . ? H11A C11 H11B 108.5 . . ? S1 C12 H12A 109.5 . . ? S1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? S1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? S1 C13 H13A 109.5 . . ? S1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? S1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C8 P1 C7 110.78(10) . . ? C8 P1 C1 113.19(10) . . ? C7 P1 C1 109.05(10) . . ? C8 P1 C11 112.74(10) . . ? C7 P1 C11 111.33(10) . . ? C1 P1 C11 99.23(9) . . ? C10 P2 C9 109.50(10) . . ? C10 P2 C6 111.67(10) . . ? C9 P2 C6 111.30(10) . . ? C10 P2 C11 112.54(10) . . ? C9 P2 C11 112.21(10) . . ? C6 P2 C11 99.34(10) . . ? O1 S1 C13 106.96(11) . . ? O1 S1 C12 106.63(12) . . ? C13 S1 C12 96.22(12) . . ? 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 0.9(3) . . . . ? P1 C1 C2 C3 -172.90(17) . . . . ? C1 C2 C3 C4 0.6(3) . . . . ? C2 C3 C4 C5 -1.5(3) . . . . ? C3 C4 C5 C6 0.8(3) . . . . ? C4 C5 C6 C1 0.7(3) . . . . ? C4 C5 C6 P2 178.95(17) . . . . ? C2 C1 C6 C5 -1.5(3) . . . . ? P1 C1 C6 C5 172.87(16) . . . . ? C2 C1 C6 P2 -179.97(16) . . . . ? P1 C1 C6 P2 -5.5(2) . . . . ? C2 C1 P1 C8 -50.1(2) . . . . ? C6 C1 P1 C8 135.75(15) . . . . ? C2 C1 P1 C7 73.7(2) . . . . ? C6 C1 P1 C7 -100.46(16) . . . . ? C2 C1 P1 C11 -169.84(19) . . . . ? C6 C1 P1 C11 16.03(17) . . . . ? P2 C11 P1 C8 -139.69(11) . . . . ? P2 C11 P1 C7 95.10(12) . . . . ? P2 C11 P1 C1 -19.64(12) . . . . ? C5 C6 P2 C10 55.1(2) . . . . ? C1 C6 P2 C10 -126.56(16) . . . . ? C5 C6 P2 C9 -67.6(2) . . . . ? C1 C6 P2 C9 110.72(16) . . . . ? C5 C6 P2 C11 174.02(19) . . . . ? C1 C6 P2 C11 -7.66(17) . . . . ? P1 C11 P2 C10 135.43(11) . . . . ? P1 C11 P2 C9 -100.53(12) . . . . ? P1 C11 P2 C6 17.17(13) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.055 _refine_diff_density_min -0.671 _refine_diff_density_rms 0.104 data_[Ph2P(H)CH2CH2P(H)Ph2][SnCl3]2 _database_code_depnum_ccdc_archive 'CCDC 928774' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 P2, 2(Cl3 Sn)' _chemical_formula_sum 'C26 H26 Cl6 P2 Sn2' _chemical_formula_weight 850.49 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' P P 0.1023 0.0942 '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 P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.407(5) _cell_length_b 16.501(6) _cell_length_c 9.233(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.011(6) _cell_angle_gamma 90.00 _cell_volume 1599.6(11) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5399 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 31.4 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.766 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 828 _exptl_absorpt_coefficient_mu 2.178 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8804 _exptl_absorpt_correction_T_max 0.9785 _exptl_absorpt_process_details 'CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source_power 2.5 _diffrn_source_voltage 45.0 _diffrn_source_current 55.0 _diffrn_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_specimen_support Mitegen _diffrn_detector CCD _diffrn_measurement_device ; AFC12 (Right): Kappa 3 circle ; _diffrn_measurement_device_type ; Rigaku Saturn724+ (2x2 bin mode) ; _diffrn_detector_area_resol_mean 28.5714 _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9358 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0653 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3635 _reflns_number_gt 3238 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_cell_refinement ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_data_reduction ; CrystalClear-SM Expert 2.0 r11 (Rigaku, 2011) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PLATON (Spek, 2003), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0055P)^2^+5.5879P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3635 _refine_ls_number_parameters 167 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0657 _refine_ls_R_factor_gt 0.0558 _refine_ls_wR_factor_ref 0.0860 _refine_ls_wR_factor_gt 0.0822 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.137 _refine_ls_shift/su_max 0.017 _refine_ls_shift/su_mean 0.002 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 0.7404(5) 0.4142(3) 0.8348(6) 0.0173(11) Uani 1 1 d . . . C2 C 0.6364(5) 0.4471(3) 0.8559(6) 0.0213(12) Uani 1 1 d . . . H2 H 0.6158 0.5028 0.8337 0.026 Uiso 1 1 calc R . . C3 C 0.5627(5) 0.3988(3) 0.9091(6) 0.0240(12) Uani 1 1 d . . . H3 H 0.4912 0.4210 0.9237 0.029 Uiso 1 1 calc R . . C4 C 0.5935(5) 0.3177(4) 0.9412(7) 0.0285(13) Uani 1 1 d . . . H4 H 0.5443 0.2847 0.9805 0.034 Uiso 1 1 calc R . . C5 C 0.6955(5) 0.2843(3) 0.9165(7) 0.0277(13) Uani 1 1 d . . . H5 H 0.7148 0.2284 0.9365 0.033 Uiso 1 1 calc R . . C6 C 0.7691(5) 0.3323(3) 0.8629(7) 0.0242(12) Uani 1 1 d . . . H6 H 0.8389 0.3095 0.8453 0.029 Uiso 1 1 calc R . . C7 C 0.8423(5) 0.4510(3) 0.5904(6) 0.0183(11) Uani 1 1 d . . . C8 C 0.9375(5) 0.4030(3) 0.5794(6) 0.0255(13) Uani 1 1 d . . . H8 H 1.0063 0.3858 0.6721 0.031 Uiso 1 1 calc R . . C9 C 0.9327(5) 0.3800(3) 0.4341(7) 0.0265(13) Uani 1 1 d . . . H9 H 0.9988 0.3474 0.4269 0.032 Uiso 1 1 calc R . . C10 C 0.8340(5) 0.4038(3) 0.3003(6) 0.0233(12) Uani 1 1 d . . . H10 H 0.8309 0.3865 0.2007 0.028 Uiso 1 1 calc R . . C11 C 0.7384(6) 0.4527(4) 0.3084(7) 0.0370(16) Uani 1 1 d . . . H11 H 0.6708 0.4701 0.2149 0.044 Uiso 1 1 calc R . . C12 C 0.7419(6) 0.4763(4) 0.4546(7) 0.0360(15) Uani 1 1 d . . . H12 H 0.6763 0.5094 0.4616 0.043 Uiso 1 1 calc R . . C13 C 0.9973(5) 0.4842(3) 0.9207(5) 0.0177(11) Uani 1 1 d . . . H13A H 1.0348 0.4292 0.9353 0.021 Uiso 1 1 calc R . . H13B H 1.0491 0.5199 0.8828 0.021 Uiso 1 1 calc R . . P1 P 0.83766(12) 0.48032(8) 0.77494(16) 0.0177(3) Uani 1 1 d . . . Cl1 Cl 0.40200(12) 0.35304(8) 0.37693(16) 0.0264(3) Uani 1 1 d . . . Cl2 Cl 0.07159(12) 0.30493(8) 0.17171(16) 0.0228(3) Uani 1 1 d . . . Cl3 Cl 0.26241(12) 0.35963(8) -0.04411(15) 0.0205(3) Uani 1 1 d . . . Sn1 Sn 0.27709(3) 0.25519(2) 0.16522(4) 0.01898(10) Uani 1 1 d . . . H1 H 0.785(5) 0.556(3) 0.746(7) 0.033(16) Uiso 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 0.017(2) 0.021(3) 0.012(2) 0.001(2) 0.003(2) -0.005(2) C2 0.022(3) 0.021(3) 0.016(3) -0.002(2) 0.002(2) 0.000(2) C3 0.016(2) 0.032(3) 0.025(3) -0.002(2) 0.010(2) -0.003(2) C4 0.026(3) 0.030(3) 0.025(3) -0.005(3) 0.006(2) -0.013(3) C5 0.034(3) 0.015(3) 0.032(3) -0.001(2) 0.010(3) -0.004(2) C6 0.021(3) 0.023(3) 0.028(3) -0.002(2) 0.009(2) 0.004(2) C7 0.017(2) 0.023(3) 0.016(3) 0.000(2) 0.008(2) -0.005(2) C8 0.027(3) 0.028(3) 0.018(3) -0.001(2) 0.005(2) 0.004(2) C9 0.023(3) 0.031(3) 0.028(3) -0.001(3) 0.012(2) 0.004(2) C10 0.034(3) 0.025(3) 0.016(3) -0.001(2) 0.015(2) -0.006(2) C11 0.039(4) 0.051(4) 0.015(3) 0.003(3) 0.003(3) 0.015(3) C12 0.037(3) 0.040(4) 0.026(3) 0.002(3) 0.007(3) 0.020(3) C13 0.018(2) 0.022(3) 0.016(3) 0.001(2) 0.010(2) 0.002(2) P1 0.0184(7) 0.0167(7) 0.0174(7) 0.0005(5) 0.0063(5) 0.0009(5) Cl1 0.0260(7) 0.0217(7) 0.0259(7) -0.0007(6) 0.0038(6) 0.0054(6) Cl2 0.0217(6) 0.0207(7) 0.0297(7) 0.0025(6) 0.0141(6) 0.0018(5) Cl3 0.0232(6) 0.0202(6) 0.0222(6) 0.0004(5) 0.0133(5) -0.0002(5) Sn1 0.02203(18) 0.01530(18) 0.02166(18) 0.00058(15) 0.01076(14) 0.00389(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.386(7) . ? C1 C6 1.391(7) . ? C1 P1 1.791(5) . ? C2 C3 1.382(7) . ? C2 H2 0.9500 . ? C3 C4 1.386(8) . ? C3 H3 0.9500 . ? C4 C5 1.385(8) . ? C4 H4 0.9500 . ? C5 C6 1.379(8) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.380(7) . ? C7 C12 1.391(7) . ? C7 P1 1.792(5) . ? C8 C9 1.374(7) . ? C8 H8 0.9500 . ? C9 C10 1.364(7) . ? C9 H9 0.9500 . ? C10 C11 1.382(8) . ? C10 H10 0.9500 . ? C11 C12 1.389(8) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C13 1.534(9) 3_767 ? C13 P1 1.793(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? P1 H1 1.37(5) . ? Cl1 Sn1 2.5061(15) . ? Cl2 Sn1 2.5064(16) . ? Cl3 Sn1 2.5457(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.4(5) . . ? C2 C1 P1 118.2(4) . . ? C6 C1 P1 121.4(4) . . ? C3 C2 C1 119.8(5) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C2 C3 C4 119.7(5) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 120.6(5) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C6 C5 C4 120.0(5) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C1 119.5(5) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? C8 C7 C12 120.0(5) . . ? C8 C7 P1 122.8(4) . . ? C12 C7 P1 117.2(4) . . ? C9 C8 C7 119.9(5) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C10 C9 C8 120.6(5) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 120.5(5) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C10 C11 C12 119.5(5) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C11 C12 C7 119.5(5) . . ? C11 C12 H12 120.2 . . ? C7 C12 H12 120.2 . . ? C13 C13 P1 112.3(4) 3_767 . ? C13 C13 H13A 109.2 3_767 . ? P1 C13 H13A 109.2 . . ? C13 C13 H13B 109.2 3_767 . ? P1 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? C1 P1 C7 112.4(2) . . ? C1 P1 C13 111.1(2) . . ? C7 P1 C13 108.9(2) . . ? C1 P1 H1 110(2) . . ? C7 P1 H1 104(2) . . ? C13 P1 H1 111(2) . . ? Cl1 Sn1 Cl2 91.28(5) . . ? Cl1 Sn1 Cl3 90.27(5) . . ? Cl2 Sn1 Cl3 90.68(4) . . ? 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 1.8(8) . . . . ? P1 C1 C2 C3 -177.0(4) . . . . ? C1 C2 C3 C4 0.0(8) . . . . ? C2 C3 C4 C5 -1.7(8) . . . . ? C3 C4 C5 C6 1.5(9) . . . . ? C4 C5 C6 C1 0.3(8) . . . . ? C2 C1 C6 C5 -1.9(8) . . . . ? P1 C1 C6 C5 176.7(4) . . . . ? C12 C7 C8 C9 -0.2(9) . . . . ? P1 C7 C8 C9 177.4(4) . . . . ? C7 C8 C9 C10 -0.5(9) . . . . ? C8 C9 C10 C11 1.3(9) . . . . ? C9 C10 C11 C12 -1.4(10) . . . . ? C10 C11 C12 C7 0.6(10) . . . . ? C8 C7 C12 C11 0.2(9) . . . . ? P1 C7 C12 C11 -177.6(5) . . . . ? C2 C1 P1 C7 -119.7(4) . . . . ? C6 C1 P1 C7 61.6(5) . . . . ? C2 C1 P1 C13 117.9(4) . . . . ? C6 C1 P1 C13 -60.8(5) . . . . ? C8 C7 P1 C1 -94.9(5) . . . . ? C12 C7 P1 C1 82.8(5) . . . . ? C8 C7 P1 C13 28.6(5) . . . . ? C12 C7 P1 C13 -153.7(4) . . . . ? C13 C13 P1 C1 -60.5(6) 3_767 . . . ? C13 C13 P1 C7 175.2(5) 3_767 . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.412 _refine_diff_density_min -0.755 _refine_diff_density_rms 0.149 #===END