Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global #============================================================================== _journal_coden_Cambridge 186 # SUBMISSION DETAILS _publ_contact_author_name 'Dr. R. Alan Howie' _publ_contact_author_address ; Department of Chemistry University of Aberdeen Meston Walk Aberdeen AB24 3UE Scotland UK ; _publ_contact_author_email r.a.howie@abdn.ac.uk _publ_contact_author_fax 44(1224)272921 _publ_contact_author_phone 44(1224)272907 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Harrison, William T. A.' 'Howie, R. A.' 'Munro, Craig M.' #============================================================================== # TITLE _publ_section_title ; Monomer-polymer forms of solid, unsolvated, 5-coordinate halodimethyl(2-diphenylphosphinoethyl)stannanes, XMe~2~SnCH~2~CH~2~P(O)Ph~2~ (X = Cl, Br or I). Effects of different recrystallisation media. ; # Each of the cifs appended below, 8 in all, is identified by a code of the # form xxyzz appended to the initial data statement of the cif. In these # codes xx specifies the nature of X as cl, br, i or scn; y specifies the # nature of the compound as m (monomeric chelate) or p (polymeric) and zz # indicates the temperature of measurement as rt or lt [301(2) or 150(2)K # resp.]. #===END data_clmrt _database_code_CSD 167268 _publ_requested_journal test # chelate(2: X = Cl) monoclinic molecular (monomeric) form ex Me2CO soln. _audit_creation_method SHELXL-97 _chemical_name_systematic ; Chlorodimethyl(2-diphenylphosphinoethyl-C,O)stannane ; _chemical_name_common ? _chemical_formula_moiety 'C16 H20 Cl O P Sn' _chemical_formula_sum 'C16 H20 Cl O P Sn' _chemical_formula_weight 413.43 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' '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' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z' '-x, -y, -z' '-x-1/2, y-1/2, -z' _cell_length_a 9.7708(4) _cell_length_b 15.1394(6) _cell_length_c 12.6876(5) _cell_angle_alpha 90.00 _cell_angle_beta 109.9570(10) _cell_angle_gamma 90.00 _cell_volume 1764.10(12) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 10432 _cell_measurement_theta_min 1.71 _cell_measurement_theta_max 24.99 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 1.684 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS: Bruker, 1999)' _exptl_absorpt_correction_T_min 0.702 _exptl_absorpt_correction_T_max 0.862 _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10432 _diffrn_reflns_av_R_equivalents 0.0186 _diffrn_reflns_av_sigmaI/netI 0.0149 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3104 _reflns_number_gt 2717 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHEXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0285P)^2^+0.4754P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 3104 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0242 _refine_ls_R_factor_gt 0.0195 _refine_ls_wR_factor_ref 0.0520 _refine_ls_wR_factor_gt 0.0499 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.102281(16) 0.055216(10) 0.217437(13) 0.04682(7) Uani 1 d . . . Cl1 Cl 0.24883(8) 0.13729(6) 0.12054(7) 0.0804(2) Uani 1 d . . . P1 P -0.21046(6) 0.02903(4) 0.25908(5) 0.04619(14) Uani 1 d . . . O1 O -0.05905(16) -0.00987(12) 0.30184(13) 0.0523(4) Uani 1 d . . . C1 C 0.2567(3) 0.06726(19) 0.3817(2) 0.0641(7) Uani 1 d . . . H1A H 0.2070 0.0677 0.4352 0.096 Uiso 1 calc R . . H1B H 0.3100 0.1213 0.3875 0.096 Uiso 1 calc R . . H1C H 0.3228 0.0182 0.3968 0.096 Uiso 1 calc R . . C2 C 0.0951(3) -0.06753(17) 0.1357(2) 0.0617(7) Uani 1 d . . . H2A H 0.1695 -0.0690 0.1022 0.093 Uiso 1 calc R . . H2B H 0.0015 -0.0747 0.0786 0.093 Uiso 1 calc R . . H2C H 0.1110 -0.1145 0.1893 0.093 Uiso 1 calc R . . C3 C -0.0839(3) 0.14090(16) 0.1526(2) 0.0556(6) Uani 1 d . . . H3A H -0.0744 0.1896 0.2043 0.067 Uiso 1 calc R . . H3B H -0.0853 0.1653 0.0815 0.067 Uiso 1 calc R . . C4 C -0.2273(3) 0.09339(18) 0.1354(2) 0.0559(6) Uani 1 d . . . H4A H -0.2505 0.0550 0.0705 0.067 Uiso 1 calc R . . H4B H -0.3053 0.1361 0.1225 0.067 Uiso 1 calc R . . C5 C -0.2405(2) 0.10189(15) 0.36100(19) 0.0467(5) Uani 1 d . . . C6 C -0.3704(3) 0.14886(18) 0.3387(2) 0.0606(6) Uani 1 d . . . H6 H -0.4446 0.1425 0.2699 0.073 Uiso 1 calc R . . C7 C -0.3883(3) 0.20469(19) 0.4188(3) 0.0711(8) Uani 1 d . . . H7 H -0.4752 0.2355 0.4044 0.085 Uiso 1 calc R . . C8 C -0.2767(4) 0.21496(19) 0.5210(3) 0.0708(8) Uani 1 d . . . H8 H -0.2884 0.2536 0.5743 0.085 Uiso 1 calc R . . C9 C -0.1493(3) 0.16837(19) 0.5438(2) 0.0658(7) Uani 1 d . . . H9 H -0.0754 0.1747 0.6128 0.079 Uiso 1 calc R . . C10 C -0.1314(3) 0.11217(17) 0.4641(2) 0.0544(6) Uani 1 d . . . H10 H -0.0450 0.0807 0.4796 0.065 Uiso 1 calc R . . C11 C -0.3479(3) -0.05575(16) 0.2252(2) 0.0505(6) Uani 1 d . . . C12 C -0.3653(3) -0.1093(2) 0.1322(3) 0.0696(7) Uani 1 d . . . H12 H -0.3108 -0.0986 0.0860 0.083 Uiso 1 calc R . . C13 C -0.4641(4) -0.1786(2) 0.1087(3) 0.0854(10) Uani 1 d . . . H13 H -0.4749 -0.2146 0.0471 0.102 Uiso 1 calc R . . C14 C -0.5452(3) -0.1942(2) 0.1750(3) 0.0858(10) Uani 1 d . . . H14 H -0.6118 -0.2405 0.1581 0.103 Uiso 1 calc R . . C15 C -0.5291(3) -0.1421(2) 0.2660(3) 0.0777(9) Uani 1 d . . . H15 H -0.5850 -0.1531 0.3111 0.093 Uiso 1 calc R . . C16 C -0.4306(3) -0.07309(18) 0.2922(2) 0.0611(7) Uani 1 d . . . H16 H -0.4198 -0.0383 0.3549 0.073 Uiso 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 0.04468(10) 0.05092(11) 0.04546(10) -0.00317(7) 0.01615(7) -0.00404(7) Cl1 0.0680(4) 0.1075(6) 0.0681(4) 0.0041(4) 0.0262(4) -0.0337(4) P1 0.0401(3) 0.0578(4) 0.0408(3) 0.0063(3) 0.0140(2) 0.0066(3) O1 0.0432(8) 0.0649(10) 0.0505(9) 0.0124(8) 0.0181(7) 0.0095(8) C1 0.0561(15) 0.0775(19) 0.0531(15) -0.0066(13) 0.0115(12) -0.0065(13) C2 0.0628(15) 0.0592(16) 0.0617(16) -0.0119(12) 0.0195(13) 0.0019(12) C3 0.0671(15) 0.0496(14) 0.0521(14) 0.0072(11) 0.0231(12) 0.0061(12) C4 0.0522(13) 0.0701(16) 0.0450(13) 0.0145(12) 0.0159(11) 0.0141(12) C5 0.0447(12) 0.0508(13) 0.0467(13) 0.0049(10) 0.0185(10) 0.0000(10) C6 0.0525(14) 0.0651(16) 0.0639(16) -0.0001(13) 0.0193(12) 0.0083(12) C7 0.0725(18) 0.0617(16) 0.090(2) -0.0029(16) 0.0422(17) 0.0087(14) C8 0.104(2) 0.0540(15) 0.0712(19) -0.0072(14) 0.0523(19) -0.0098(16) C9 0.0843(19) 0.0621(16) 0.0506(15) -0.0025(13) 0.0226(14) -0.0114(15) C10 0.0555(14) 0.0551(14) 0.0521(14) 0.0073(11) 0.0178(12) -0.0015(11) C11 0.0432(11) 0.0562(14) 0.0497(14) 0.0027(11) 0.0126(10) 0.0084(10) C12 0.0743(18) 0.0684(18) 0.0654(17) -0.0081(14) 0.0230(15) 0.0067(15) C13 0.088(2) 0.0615(19) 0.088(2) -0.0203(17) 0.0048(19) 0.0064(17) C14 0.0646(18) 0.0575(18) 0.120(3) 0.0039(19) 0.011(2) -0.0028(14) C15 0.0659(18) 0.0710(19) 0.100(2) 0.0078(18) 0.0337(17) -0.0054(15) C16 0.0595(15) 0.0632(16) 0.0633(16) 0.0043(13) 0.0242(13) -0.0011(12) _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 C2 2.117(2) . ? Sn1 C1 2.123(3) . ? Sn1 C3 2.156(2) . ? Sn1 O1 2.3989(15) . ? Sn1 Cl1 2.5114(7) . ? P1 O1 1.5107(16) . ? P1 C5 1.798(2) . ? P1 C11 1.801(3) . ? P1 C4 1.806(2) . ? C3 C4 1.523(3) . ? C5 C10 1.386(3) . ? C5 C6 1.397(3) . ? C6 C7 1.378(4) . ? C7 C8 1.390(4) . ? C8 C9 1.373(4) . ? C9 C10 1.378(4) . ? C11 C16 1.383(4) . ? C11 C12 1.393(4) . ? C12 C13 1.388(4) . ? C13 C14 1.358(5) . ? C14 C15 1.363(5) . ? C15 C16 1.383(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 C2 Sn1 C1 116.73(11) . . ? C2 Sn1 C3 117.30(10) . . ? C1 Sn1 C3 123.18(10) . . ? C2 Sn1 O1 86.62(9) . . ? C1 Sn1 O1 87.25(9) . . ? C3 Sn1 O1 79.63(7) . . ? C2 Sn1 Cl1 97.10(8) . . ? C1 Sn1 Cl1 96.04(8) . . ? C3 Sn1 Cl1 93.63(7) . . ? O1 Sn1 Cl1 173.24(4) . . ? O1 P1 C5 111.17(10) . . ? O1 P1 C11 111.54(11) . . ? C5 P1 C11 108.51(11) . . ? O1 P1 C4 108.07(10) . . ? C5 P1 C4 107.74(12) . . ? C11 P1 C4 109.73(12) . . ? P1 O1 Sn1 113.06(9) . . ? C4 C3 Sn1 112.69(16) . . ? C3 C4 P1 108.90(16) . . ? C10 C5 C6 119.2(2) . . ? C10 C5 P1 119.06(18) . . ? C6 C5 P1 121.78(19) . . ? C7 C6 C5 119.9(3) . . ? C6 C7 C8 120.0(3) . . ? C9 C8 C7 120.4(3) . . ? C8 C9 C10 119.7(3) . . ? C9 C10 C5 120.9(2) . . ? C16 C11 C12 118.9(3) . . ? C16 C11 P1 122.20(19) . . ? C12 C11 P1 118.8(2) . . ? C13 C12 C11 119.7(3) . . ? C14 C13 C12 120.6(3) . . ? C13 C14 C15 120.0(3) . . ? C14 C15 C16 120.7(3) . . ? C11 C16 C15 120.1(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 C5 P1 O1 Sn1 -104.93(11) . . . . ? C11 P1 O1 Sn1 133.82(11) . . . . ? C4 P1 O1 Sn1 13.12(14) . . . . ? C2 Sn1 O1 P1 -110.70(12) . . . . ? C1 Sn1 O1 P1 132.30(12) . . . . ? C3 Sn1 O1 P1 7.84(11) . . . . ? C2 Sn1 C3 C4 49.1(2) . . . . ? C1 Sn1 C3 C4 -111.30(19) . . . . ? O1 Sn1 C3 C4 -31.55(17) . . . . ? Cl1 Sn1 C3 C4 149.05(17) . . . . ? Sn1 C3 C4 P1 46.9(2) . . . . ? O1 P1 C4 C3 -38.1(2) . . . . ? C5 P1 C4 C3 82.16(19) . . . . ? C11 P1 C4 C3 -159.88(17) . . . . ? O1 P1 C5 C10 -2.4(2) . . . . ? C11 P1 C5 C10 120.64(19) . . . . ? C4 P1 C5 C10 -120.61(19) . . . . ? O1 P1 C5 C6 177.12(19) . . . . ? C11 P1 C5 C6 -59.9(2) . . . . ? C4 P1 C5 C6 58.9(2) . . . . ? C10 C5 C6 C7 0.1(4) . . . . ? P1 C5 C6 C7 -179.3(2) . . . . ? C5 C6 C7 C8 0.7(4) . . . . ? C6 C7 C8 C9 -1.3(4) . . . . ? C7 C8 C9 C10 1.0(4) . . . . ? C8 C9 C10 C5 -0.1(4) . . . . ? C6 C5 C10 C9 -0.5(4) . . . . ? P1 C5 C10 C9 179.03(19) . . . . ? O1 P1 C11 C16 105.9(2) . . . . ? C5 P1 C11 C16 -16.9(2) . . . . ? C4 P1 C11 C16 -134.4(2) . . . . ? O1 P1 C11 C12 -70.0(2) . . . . ? C5 P1 C11 C12 167.2(2) . . . . ? C4 P1 C11 C12 49.7(2) . . . . ? C16 C11 C12 C13 -0.1(4) . . . . ? P1 C11 C12 C13 175.9(2) . . . . ? C11 C12 C13 C14 0.7(5) . . . . ? C12 C13 C14 C15 -0.6(5) . . . . ? C13 C14 C15 C16 0.0(5) . . . . ? C12 C11 C16 C15 -0.5(4) . . . . ? P1 C11 C16 C15 -176.4(2) . . . . ? C14 C15 C16 C11 0.6(4) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.371 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.046 # 'Linear' torsion angle excluded as per PLAT_710 level C alert # Cl1 Sn1 O1 P1 12.9(5) . . . . ? #===END data_brmrt _database_code_CSD 167269 _publ_requested_journal test # Chelate(2: X = Br) molecular form at 301K recryst. ex CH2CL2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bromodimethyl(2-diphenylphosphinoethyl-C,O)stannane ; _chemical_name_common ? _chemical_formula_moiety 'C16 H20 Br O P Sn' _chemical_formula_sum 'C16 H20 Br O P Sn' _chemical_formula_weight 457.89 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' 'Br' 'Br' -0.2901 2.4595 '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' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z' '-x, -y, -z' '-x-1/2, y-1/2, -z' _cell_length_a 9.8150(4) _cell_length_b 15.2192(7) _cell_length_c 12.8056(6) _cell_angle_alpha 90.00 _cell_angle_beta 109.6080(10) _cell_angle_gamma 90.00 _cell_volume 1801.93(14) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 5465 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 24.98 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 3.718 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS: Bruker, 1999)' _exptl_absorpt_correction_T_min 0.7241 _exptl_absorpt_correction_T_max 0.9280 _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10722 _diffrn_reflns_av_R_equivalents 0.0241 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 24.98 _reflns_number_total 3168 _reflns_number_gt 2607 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0359P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 3168 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0329 _refine_ls_R_factor_gt 0.0239 _refine_ls_wR_factor_ref 0.0610 _refine_ls_wR_factor_gt 0.0584 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.09840(2) 0.050882(14) 0.218990(17) 0.04637(9) Uani 1 d . . . Br1 Br 0.25475(4) 0.13757(3) 0.11620(3) 0.07865(15) Uani 1 d . . . P1 P -0.21161(8) 0.02773(6) 0.26153(7) 0.0471(2) Uani 1 d . . . O1 O -0.0617(2) -0.01221(15) 0.30259(17) 0.0526(5) Uani 1 d . . . C1 C 0.2525(4) 0.0653(3) 0.3808(3) 0.0654(10) Uani 1 d . . . H1A H 0.2033 0.0675 0.4341 0.098 Uiso 1 calc R . . H1B H 0.3060 0.1186 0.3844 0.098 Uiso 1 calc R . . H1C H 0.3177 0.0162 0.3968 0.098 Uiso 1 calc R . . C2 C 0.0936(4) -0.0712(2) 0.1392(3) 0.0622(9) Uani 1 d . . . H2A H 0.1611 -0.0702 0.0995 0.093 Uiso 1 calc R . . H2B H -0.0020 -0.0818 0.0882 0.093 Uiso 1 calc R . . H2C H 0.1197 -0.1173 0.1936 0.093 Uiso 1 calc R . . C3 C -0.0852(3) 0.1370(2) 0.1539(3) 0.0551(8) Uani 1 d . . . H3A H -0.0753 0.1861 0.2042 0.066 Uiso 1 calc R . . H3B H -0.0861 0.1602 0.0832 0.066 Uiso 1 calc R . . C4 C -0.2293(3) 0.0900(2) 0.1381(3) 0.0556(8) Uani 1 d . . . H4A H -0.2527 0.0512 0.0745 0.067 Uiso 1 calc R . . H4B H -0.3064 0.1328 0.1253 0.067 Uiso 1 calc R . . C5 C -0.2387(3) 0.1017(2) 0.3623(2) 0.0474(7) Uani 1 d . . . C6 C -0.3669(4) 0.1494(2) 0.3413(3) 0.0623(9) Uani 1 d . . . H6 H -0.4413 0.1430 0.2740 0.075 Uiso 1 calc R . . C7 C -0.3828(4) 0.2058(3) 0.4201(4) 0.0743(11) Uani 1 d . . . H7 H -0.4684 0.2372 0.4062 0.089 Uiso 1 calc R . . C8 C -0.2717(5) 0.2159(2) 0.5206(3) 0.0691(10) Uani 1 d . . . H8 H -0.2824 0.2546 0.5735 0.083 Uiso 1 calc R . . C9 C -0.1465(4) 0.1691(2) 0.5417(3) 0.0649(9) Uani 1 d . . . H9 H -0.0724 0.1758 0.6092 0.078 Uiso 1 calc R . . C10 C -0.1296(3) 0.1122(2) 0.4640(3) 0.0552(8) Uani 1 d . . . H10 H -0.0443 0.0803 0.4794 0.066 Uiso 1 calc R . . C11 C -0.3495(3) -0.0555(2) 0.2313(3) 0.0493(7) Uani 1 d . . . C12 C -0.3697(4) -0.1093(3) 0.1391(3) 0.0706(10) Uani 1 d . . . H12 H -0.3161 -0.0998 0.0925 0.085 Uiso 1 calc R . . C13 C -0.4698(5) -0.1772(3) 0.1170(4) 0.0830(12) Uani 1 d . . . H13 H -0.4831 -0.2130 0.0555 0.100 Uiso 1 calc R . . C14 C -0.5485(4) -0.1916(3) 0.1849(4) 0.0829(13) Uani 1 d . . . H14 H -0.6157 -0.2371 0.1693 0.100 Uiso 1 calc R . . C15 C -0.5294(4) -0.1397(3) 0.2757(4) 0.0759(11) Uani 1 d . . . H15 H -0.5830 -0.1503 0.3221 0.091 Uiso 1 calc R . . C16 C -0.4306(4) -0.0713(2) 0.2988(3) 0.0620(9) Uani 1 d . . . H16 H -0.4188 -0.0359 0.3604 0.074 Uiso 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 0.04303(13) 0.05042(14) 0.04502(13) -0.00346(10) 0.01392(9) -0.00264(9) Br1 0.0653(2) 0.1068(4) 0.0636(2) 0.0026(2) 0.02144(19) -0.0337(2) P1 0.0402(4) 0.0586(5) 0.0422(4) 0.0067(4) 0.0133(3) 0.0062(4) O1 0.0398(11) 0.0643(14) 0.0532(13) 0.0119(11) 0.0151(10) 0.0098(10) C1 0.059(2) 0.083(3) 0.0476(19) -0.0061(17) 0.0097(16) -0.0046(18) C2 0.060(2) 0.062(2) 0.063(2) -0.0140(17) 0.0186(18) -0.0022(16) C3 0.063(2) 0.053(2) 0.0510(19) 0.0058(15) 0.0224(16) 0.0056(16) C4 0.0526(18) 0.069(2) 0.0442(18) 0.0117(16) 0.0151(15) 0.0107(16) C5 0.0425(16) 0.0534(19) 0.0478(18) 0.0063(14) 0.0171(14) 0.0007(14) C6 0.0503(18) 0.070(2) 0.064(2) -0.0040(18) 0.0157(17) 0.0075(16) C7 0.072(2) 0.067(2) 0.093(3) -0.006(2) 0.039(2) 0.0131(19) C8 0.101(3) 0.054(2) 0.067(2) -0.0072(18) 0.046(2) -0.008(2) C9 0.082(3) 0.062(2) 0.048(2) -0.0012(17) 0.0197(19) -0.013(2) C10 0.0524(18) 0.060(2) 0.0507(19) 0.0078(16) 0.0138(16) -0.0022(15) C11 0.0433(15) 0.0556(19) 0.0469(17) 0.0037(15) 0.0123(14) 0.0073(14) C12 0.081(2) 0.066(2) 0.067(2) -0.006(2) 0.028(2) 0.003(2) C13 0.092(3) 0.063(3) 0.080(3) -0.016(2) 0.010(3) -0.001(2) C14 0.066(2) 0.056(2) 0.113(4) 0.009(3) 0.013(3) -0.0047(19) C15 0.064(2) 0.074(3) 0.097(3) 0.010(2) 0.035(2) -0.008(2) C16 0.057(2) 0.066(2) 0.065(2) 0.0007(18) 0.0230(18) 0.0000(17) _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 C2 2.114(3) . ? Sn1 C1 2.127(3) . ? Sn1 C3 2.156(3) . ? Sn1 O1 2.381(2) . ? Sn1 Br1 2.6803(4) . ? P1 O1 1.513(2) . ? P1 C5 1.798(3) . ? P1 C11 1.798(3) . ? P1 C4 1.801(3) . ? C3 C4 1.536(4) . ? C5 C10 1.390(4) . ? C5 C6 1.399(4) . ? C6 C7 1.373(5) . ? C7 C8 1.388(5) . ? C8 C9 1.367(5) . ? C9 C10 1.371(5) . ? C11 C16 1.379(5) . ? C11 C12 1.396(5) . ? C12 C13 1.387(6) . ? C13 C14 1.361(6) . ? C14 C15 1.366(6) . ? C15 C16 1.386(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 C2 Sn1 C1 117.03(15) . . ? C2 Sn1 C3 117.86(13) . . ? C1 Sn1 C3 122.87(14) . . ? C2 Sn1 O1 87.25(12) . . ? C1 Sn1 O1 87.96(11) . . ? C3 Sn1 O1 80.02(10) . . ? C2 Sn1 Br1 96.82(10) . . ? C1 Sn1 Br1 95.19(10) . . ? C3 Sn1 Br1 93.04(9) . . ? O1 Sn1 Br1 173.01(5) . . ? O1 P1 C5 111.26(13) . . ? O1 P1 C11 111.45(14) . . ? C5 P1 C11 108.29(14) . . ? O1 P1 C4 108.21(13) . . ? C5 P1 C4 107.83(16) . . ? C11 P1 C4 109.73(15) . . ? P1 O1 Sn1 113.15(11) . . ? C4 C3 Sn1 112.4(2) . . ? C3 C4 P1 108.4(2) . . ? C10 C5 C6 118.7(3) . . ? C10 C5 P1 119.4(2) . . ? C6 C5 P1 121.8(2) . . ? C7 C6 C5 120.0(3) . . ? C6 C7 C8 120.2(3) . . ? C9 C8 C7 120.0(4) . . ? C8 C9 C10 120.4(3) . . ? C9 C10 C5 120.7(3) . . ? C16 C11 C12 118.7(3) . . ? C16 C11 P1 122.6(3) . . ? C12 C11 P1 118.6(3) . . ? C13 C12 C11 120.0(4) . . ? C14 C13 C12 120.3(4) . . ? C13 C14 C15 120.4(4) . . ? C14 C15 C16 120.2(4) . . ? C11 C16 C15 120.5(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 C5 P1 O1 Sn1 -103.94(14) . . . . ? C11 P1 O1 Sn1 135.09(14) . . . . ? C4 P1 O1 Sn1 14.35(18) . . . . ? C2 Sn1 O1 P1 -111.92(16) . . . . ? C1 Sn1 O1 P1 130.89(16) . . . . ? C3 Sn1 O1 P1 6.99(14) . . . . ? C2 Sn1 C3 C4 50.4(3) . . . . ? C1 Sn1 C3 C4 -112.0(2) . . . . ? O1 Sn1 C3 C4 -31.1(2) . . . . ? Br1 Sn1 C3 C4 149.8(2) . . . . ? Sn1 C3 C4 P1 46.7(3) . . . . ? O1 P1 C4 C3 -38.8(3) . . . . ? C5 P1 C4 C3 81.7(2) . . . . ? C11 P1 C4 C3 -160.6(2) . . . . ? O1 P1 C5 C10 -2.6(3) . . . . ? C11 P1 C5 C10 120.2(3) . . . . ? C4 P1 C5 C10 -121.1(3) . . . . ? O1 P1 C5 C6 177.3(3) . . . . ? C11 P1 C5 C6 -59.9(3) . . . . ? C4 P1 C5 C6 58.8(3) . . . . ? C10 C5 C6 C7 0.4(5) . . . . ? P1 C5 C6 C7 -179.5(3) . . . . ? C5 C6 C7 C8 0.3(6) . . . . ? C6 C7 C8 C9 -0.7(6) . . . . ? C7 C8 C9 C10 0.3(5) . . . . ? C8 C9 C10 C5 0.5(5) . . . . ? C6 C5 C10 C9 -0.8(5) . . . . ? P1 C5 C10 C9 179.1(3) . . . . ? O1 P1 C11 C16 105.7(3) . . . . ? C5 P1 C11 C16 -17.0(3) . . . . ? C4 P1 C11 C16 -134.4(3) . . . . ? O1 P1 C11 C12 -70.6(3) . . . . ? C5 P1 C11 C12 166.7(3) . . . . ? C4 P1 C11 C12 49.3(3) . . . . ? C16 C11 C12 C13 0.0(5) . . . . ? P1 C11 C12 C13 176.5(3) . . . . ? C11 C12 C13 C14 -0.1(6) . . . . ? C12 C13 C14 C15 -0.3(6) . . . . ? C13 C14 C15 C16 0.6(6) . . . . ? C12 C11 C16 C15 0.3(5) . . . . ? P1 C11 C16 C15 -176.0(3) . . . . ? C14 C15 C16 C11 -0.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.821 _refine_diff_density_min -0.784 _refine_diff_density_rms 0.058 # 'Linear' torsion angle excluded as per PLAT_710 level C alert # Br1 Sn1 O1 P1 13.9(6) . . . . ? #===END data_imrt _database_code_CSD 167270 _publ_requested_journal test # chelate-(2: X = I) molecular form at 301K recryst. ex CHCL3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Iododimethyl(2-diphenylphosphinoethyl-C,O)stannane ; _chemical_name_common ? _chemical_formula_moiety 'C16 H20 I O P Sn' _chemical_formula_sum 'C16 H20 I O P Sn' _chemical_formula_weight 504.88 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' 'I' 'I' -0.4742 1.8119 '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' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.6367(5) _cell_length_b 10.3643(4) _cell_length_c 13.8351(6) _cell_angle_alpha 90.00 _cell_angle_beta 95.7490(10) _cell_angle_gamma 90.00 _cell_volume 1945.55(13) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 6767 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 24.98 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 2.977 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS: Bruker, 1999)' _exptl_absorpt_correction_T_min 0.5400 _exptl_absorpt_correction_T_max 0.8620 _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11639 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3434 _reflns_number_gt 2913 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0481P)^2^+0.9970P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 3434 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0796 _refine_ls_wR_factor_gt 0.0741 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.315892(19) 0.12930(2) 0.005196(19) 0.05024(11) Uani 1 d . . . I1 I 0.38042(2) 0.01233(3) 0.19421(2) 0.07262(13) Uani 1 d . . . P1 P 0.24059(7) 0.07145(9) -0.22165(7) 0.0444(2) Uani 1 d . . . O1 O 0.26938(19) 0.1890(2) -0.15963(18) 0.0501(6) Uani 1 d . . . C1 C 0.4474(4) 0.2361(6) -0.0033(4) 0.0824(14) Uani 1 d . . . H1A H 0.4314 0.3253 -0.0150 0.124 Uiso 1 calc R . . H1B H 0.4816 0.2032 -0.0554 0.124 Uiso 1 calc R . . H1C H 0.4887 0.2281 0.0568 0.124 Uiso 1 calc R . . C2 C 0.1932(4) 0.2324(5) 0.0476(4) 0.0801(14) Uani 1 d . . . H2A H 0.2090 0.2667 0.1117 0.120 Uiso 1 calc R . . H2B H 0.1378 0.1754 0.0474 0.120 Uiso 1 calc R . . H2C H 0.1774 0.3018 0.0028 0.120 Uiso 1 calc R . . C3 C 0.2931(3) -0.0610(4) -0.0568(3) 0.0609(10) Uani 1 d . . . H3A H 0.3402 -0.1200 -0.0233 0.073 Uiso 1 calc R . . H3B H 0.2276 -0.0904 -0.0460 0.073 Uiso 1 calc R . . C4 C 0.3041(3) -0.0656(3) -0.1648(3) 0.0524(9) Uani 1 d . . . H4A H 0.2760 -0.1450 -0.1925 0.063 Uiso 1 calc R . . H4B H 0.3732 -0.0629 -0.1755 0.063 Uiso 1 calc R . . C5 C 0.2748(3) 0.0861(4) -0.3428(3) 0.0515(9) Uani 1 d . . . C6 C 0.2061(4) 0.0839(5) -0.4236(3) 0.0712(12) Uani 1 d . . . H6 H 0.1395 0.0739 -0.4163 0.085 Uiso 1 calc R . . C7 C 0.2369(7) 0.0966(6) -0.5148(4) 0.101(2) Uani 1 d . . . H7 H 0.1906 0.0950 -0.5689 0.121 Uiso 1 calc R . . C8 C 0.3338(7) 0.1115(6) -0.5275(5) 0.113(3) Uani 1 d . . . H8 H 0.3535 0.1193 -0.5896 0.136 Uiso 1 calc R . . C9 C 0.4028(6) 0.1149(6) -0.4477(6) 0.109(2) Uani 1 d . . . H9 H 0.4692 0.1254 -0.4558 0.131 Uiso 1 calc R . . C10 C 0.3732(4) 0.1027(5) -0.3560(4) 0.0770(13) Uani 1 d . . . H10 H 0.4199 0.1057 -0.3023 0.092 Uiso 1 calc R . . C11 C 0.1105(3) 0.0419(4) -0.2281(3) 0.0504(8) Uani 1 d . . . C12 C 0.0474(3) 0.1398(4) -0.2070(4) 0.0708(12) Uani 1 d . . . H12 H 0.0722 0.2211 -0.1898 0.085 Uiso 1 calc R . . C13 C -0.0524(4) 0.1167(6) -0.2114(5) 0.0880(16) Uani 1 d . . . H13 H -0.0950 0.1829 -0.1980 0.106 Uiso 1 calc R . . C14 C -0.0892(4) -0.0031(6) -0.2353(5) 0.0892(17) Uani 1 d . . . H14 H -0.1566 -0.0185 -0.2378 0.107 Uiso 1 calc R . . C15 C -0.0267(4) -0.1000(5) -0.2556(5) 0.0844(15) Uani 1 d . . . H15 H -0.0520 -0.1815 -0.2714 0.101 Uiso 1 calc R . . C16 C 0.0718(3) -0.0792(4) -0.2530(4) 0.0687(12) Uani 1 d . . . H16 H 0.1135 -0.1458 -0.2679 0.082 Uiso 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 0.04942(16) 0.05063(16) 0.04988(17) -0.00243(11) 0.00110(11) 0.00061(11) I1 0.0695(2) 0.0972(2) 0.04977(19) 0.00865(15) -0.00083(14) 0.01472(16) P1 0.0466(5) 0.0411(4) 0.0443(5) -0.0003(4) -0.0018(4) 0.0022(4) O1 0.0623(16) 0.0397(12) 0.0466(15) -0.0005(11) -0.0038(12) 0.0002(11) C1 0.065(3) 0.104(4) 0.077(3) 0.005(3) -0.001(2) -0.020(3) C2 0.079(3) 0.087(3) 0.077(3) 0.009(3) 0.018(3) 0.028(3) C3 0.076(3) 0.046(2) 0.057(2) 0.0097(19) -0.012(2) 0.0014(19) C4 0.057(2) 0.0397(18) 0.059(2) -0.0005(17) -0.0029(18) 0.0073(16) C5 0.062(2) 0.0430(18) 0.049(2) -0.0026(16) 0.0044(18) 0.0041(17) C6 0.096(3) 0.065(2) 0.051(3) -0.002(2) -0.002(2) 0.000(2) C7 0.168(7) 0.084(4) 0.049(3) -0.001(3) 0.004(4) 0.002(4) C8 0.198(9) 0.085(4) 0.066(4) -0.004(3) 0.060(5) 0.001(5) C9 0.128(6) 0.107(5) 0.104(5) -0.001(4) 0.067(5) -0.002(4) C10 0.071(3) 0.087(3) 0.075(3) 0.001(3) 0.018(3) 0.003(3) C11 0.049(2) 0.053(2) 0.048(2) 0.0003(17) 0.0005(16) 0.0057(17) C12 0.062(3) 0.061(2) 0.089(4) -0.010(2) 0.005(2) 0.007(2) C13 0.061(3) 0.097(4) 0.107(4) -0.006(3) 0.015(3) 0.026(3) C14 0.050(3) 0.120(5) 0.099(4) -0.003(4) 0.011(3) -0.005(3) C15 0.059(3) 0.080(3) 0.113(4) -0.005(3) 0.004(3) -0.014(2) C16 0.056(2) 0.062(2) 0.087(3) -0.010(2) 0.002(2) -0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 C2 2.116(5) . ? Sn1 C1 2.121(5) . ? Sn1 C3 2.160(4) . ? Sn1 O1 2.386(2) . ? Sn1 I1 2.9363(4) . ? P1 O1 1.519(3) . ? P1 C5 1.791(4) . ? P1 C11 1.793(4) . ? P1 C4 1.803(4) . ? C3 C4 1.518(6) . ? C5 C10 1.383(6) . ? C5 C6 1.385(6) . ? C6 C7 1.376(8) . ? C7 C8 1.359(10) . ? C8 C9 1.377(10) . ? C9 C10 1.374(8) . ? C11 C12 1.381(6) . ? C11 C16 1.391(6) . ? C12 C13 1.377(7) . ? C13 C14 1.367(8) . ? C14 C15 1.364(8) . ? C15 C16 1.359(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Sn1 C1 116.6(2) . . ? C2 Sn1 C3 119.0(2) . . ? C1 Sn1 C3 122.9(2) . . ? C2 Sn1 O1 89.54(16) . . ? C1 Sn1 O1 87.56(16) . . ? C3 Sn1 O1 81.00(12) . . ? C2 Sn1 I1 97.84(15) . . ? C1 Sn1 I1 94.87(15) . . ? C3 Sn1 I1 89.71(11) . . ? O1 Sn1 I1 170.16(6) . . ? O1 P1 C5 112.57(16) . . ? O1 P1 C11 111.32(17) . . ? C5 P1 C11 108.50(19) . . ? O1 P1 C4 107.45(16) . . ? C5 P1 C4 108.45(18) . . ? C11 P1 C4 108.43(19) . . ? P1 O1 Sn1 111.16(13) . . ? C4 C3 Sn1 113.3(3) . . ? C3 C4 P1 108.3(3) . . ? C10 C5 C6 118.9(4) . . ? C10 C5 P1 118.8(3) . . ? C6 C5 P1 122.4(4) . . ? C7 C6 C5 119.6(6) . . ? C8 C7 C6 121.3(6) . . ? C7 C8 C9 119.6(6) . . ? C10 C9 C8 119.8(7) . . ? C9 C10 C5 120.7(6) . . ? C12 C11 C16 119.1(4) . . ? C12 C11 P1 119.9(3) . . ? C16 C11 P1 121.0(3) . . ? C13 C12 C11 119.8(4) . . ? C14 C13 C12 120.3(5) . . ? C15 C14 C13 119.8(5) . . ? C16 C15 C14 120.9(5) . . ? C15 C16 C11 120.0(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 C5 P1 O1 Sn1 -145.37(16) . . . . ? C11 P1 O1 Sn1 92.54(18) . . . . ? C4 P1 O1 Sn1 -26.0(2) . . . . ? C2 Sn1 O1 P1 -115.2(2) . . . . ? C1 Sn1 O1 P1 128.1(2) . . . . ? C3 Sn1 O1 P1 4.24(18) . . . . ? C2 Sn1 C3 C4 108.5(3) . . . . ? C1 Sn1 C3 C4 -57.0(4) . . . . ? O1 Sn1 C3 C4 24.1(3) . . . . ? I1 Sn1 C3 C4 -152.7(3) . . . . ? Sn1 C3 C4 P1 -44.0(3) . . . . ? O1 P1 C4 C3 45.8(3) . . . . ? C5 P1 C4 C3 167.8(3) . . . . ? C11 P1 C4 C3 -74.6(3) . . . . ? O1 P1 C5 C10 59.6(4) . . . . ? C11 P1 C5 C10 -176.7(4) . . . . ? C4 P1 C5 C10 -59.1(4) . . . . ? O1 P1 C5 C6 -119.1(3) . . . . ? C11 P1 C5 C6 4.6(4) . . . . ? C4 P1 C5 C6 122.1(4) . . . . ? C10 C5 C6 C7 0.8(7) . . . . ? P1 C5 C6 C7 179.5(4) . . . . ? C5 C6 C7 C8 -0.1(9) . . . . ? C6 C7 C8 C9 -0.5(10) . . . . ? C7 C8 C9 C10 0.3(10) . . . . ? C8 C9 C10 C5 0.5(9) . . . . ? C6 C5 C10 C9 -1.0(7) . . . . ? P1 C5 C10 C9 -179.8(4) . . . . ? O1 P1 C11 C12 20.1(4) . . . . ? C5 P1 C11 C12 -104.4(4) . . . . ? C4 P1 C11 C12 138.1(4) . . . . ? O1 P1 C11 C16 -159.2(4) . . . . ? C5 P1 C11 C16 76.4(4) . . . . ? C4 P1 C11 C16 -41.2(4) . . . . ? C16 C11 C12 C13 -0.4(7) . . . . ? P1 C11 C12 C13 -179.6(4) . . . . ? C11 C12 C13 C14 0.8(9) . . . . ? C12 C13 C14 C15 -0.4(10) . . . . ? C13 C14 C15 C16 -0.5(10) . . . . ? C14 C15 C16 C11 1.0(9) . . . . ? C12 C11 C16 C15 -0.5(7) . . . . ? P1 C11 C16 C15 178.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.876 _refine_diff_density_min -0.817 _refine_diff_density_rms 0.088 # 'Linear' torsion angle excluded as per PLAT_710 level C alert # I1 Sn1 O1 P1 23.6(5) . . . . ? #===END data_imlt _database_code_CSD 167271 _publ_requested_journal test # Chelate-(2: X = I) molecular form at 150(2)K recryst. ex CHCL3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Iododimethy(2-diphenylphosphinoethyl-C,O)stannane ; _chemical_name_common ? _chemical_formula_moiety 'C16 H20 I O P Sn' _chemical_formula_sum 'C16 H20 I O P Sn' _chemical_formula_weight 504.88 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' 'I' 'I' -0.4742 1.8119 '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' 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.5071(12) _cell_length_b 10.2104(9) _cell_length_c 13.8162(10) _cell_angle_alpha 90.00 _cell_angle_beta 95.722(2) _cell_angle_gamma 90.00 _cell_volume 1895.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 16105 _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 27.44 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 3.055 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV: Blessing, 1995, 1997)' _exptl_absorpt_correction_T_min 0.811 _exptl_absorpt_correction_T_max 0.933 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16105 _diffrn_reflns_av_R_equivalents 0.0931 _diffrn_reflns_av_sigmaI/netI 0.1177 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 27.44 _reflns_number_total 4272 _reflns_number_gt 2484 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO and COLLECT' _computing_data_reduction 'DENZO and COLLECT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0605P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 4272 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1190 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1366 _refine_ls_wR_factor_gt 0.1067 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.31654(4) 0.13140(5) 0.00348(3) 0.03225(18) Uani 1 d . . . I1 I 0.38384(4) 0.01355(5) 0.19281(3) 0.04148(19) Uani 1 d . . . P1 P 0.24050(15) 0.07017(19) -0.22237(13) 0.0300(5) Uani 1 d . . . O1 O 0.2694(4) 0.1900(4) -0.1608(3) 0.0325(12) Uani 1 d . . . C1 C 0.4478(6) 0.2411(8) -0.0047(6) 0.047(2) Uani 1 d . . . H1A H 0.4305 0.3301 -0.0270 0.071 Uiso 1 calc R . . H1B H 0.4886 0.1992 -0.0507 0.071 Uiso 1 calc R . . H1C H 0.4853 0.2450 0.0597 0.071 Uiso 1 calc R . . C2 C 0.1902(6) 0.2320(7) 0.0470(6) 0.044(2) Uani 1 d . . . H2A H 0.2041 0.2616 0.1144 0.066 Uiso 1 calc R . . H2B H 0.1328 0.1728 0.0419 0.066 Uiso 1 calc R . . H2C H 0.1754 0.3079 0.0045 0.066 Uiso 1 calc R . . C3 C 0.2945(7) -0.0621(7) -0.0571(5) 0.0384(19) Uani 1 d . . . H3A H 0.3432 -0.1226 -0.0225 0.046 Uiso 1 calc R . . H3B H 0.2270 -0.0929 -0.0460 0.046 Uiso 1 calc R . . C4 C 0.3060(6) -0.0674(7) -0.1663(5) 0.0320(17) Uani 1 d . . . H4A H 0.2779 -0.1501 -0.1945 0.038 Uiso 1 calc R . . H4B H 0.3772 -0.0632 -0.1773 0.038 Uiso 1 calc R . . C5 C 0.2735(6) 0.0853(7) -0.3446(5) 0.0318(17) Uani 1 d . . . C6 C 0.2033(7) 0.0804(7) -0.4235(5) 0.039(2) Uani 1 d . . . H6 H 0.1350 0.0691 -0.4146 0.046 Uiso 1 calc R . . C7 C 0.2333(9) 0.0921(8) -0.5173(6) 0.061(3) Uani 1 d . . . H7 H 0.1847 0.0891 -0.5719 0.073 Uiso 1 calc R . . C8 C 0.3322(9) 0.1080(8) -0.5315(7) 0.060(3) Uani 1 d . . . H8 H 0.3518 0.1148 -0.5955 0.072 Uiso 1 calc R . . C9 C 0.4013(8) 0.1138(8) -0.4527(7) 0.057(3) Uani 1 d . . . H9 H 0.4696 0.1251 -0.4619 0.069 Uiso 1 calc R . . C10 C 0.3727(7) 0.1034(7) -0.3590(6) 0.044(2) Uani 1 d . . . H10 H 0.4214 0.1088 -0.3046 0.052 Uiso 1 calc R . . C11 C 0.1101(6) 0.0404(7) -0.2260(5) 0.0333(18) Uani 1 d . . . C12 C 0.0463(6) 0.1397(7) -0.2029(5) 0.041(2) Uani 1 d . . . H12 H 0.0721 0.2234 -0.1841 0.049 Uiso 1 calc R . . C13 C -0.0565(7) 0.1162(8) -0.2074(6) 0.050(2) Uani 1 d . . . H13 H -0.1007 0.1846 -0.1937 0.060 Uiso 1 calc R . . C14 C -0.0927(6) -0.0061(8) -0.2317(6) 0.048(2) Uani 1 d . . . H14 H -0.1622 -0.0224 -0.2335 0.057 Uiso 1 calc R . . C15 C -0.0301(7) -0.1056(8) -0.2536(6) 0.044(2) Uani 1 d . . . H15 H -0.0563 -0.1900 -0.2698 0.053 Uiso 1 calc R . . C16 C 0.0713(6) -0.0827(8) -0.2520(5) 0.0396(19) Uani 1 d . . . H16 H 0.1144 -0.1510 -0.2685 0.048 Uiso 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 0.0313(3) 0.0311(3) 0.0336(3) -0.0008(2) 0.0000(2) -0.0002(2) I1 0.0384(4) 0.0518(4) 0.0333(3) 0.0042(2) -0.0005(2) 0.0063(3) P1 0.0283(12) 0.0306(11) 0.0306(10) -0.0024(8) 0.0002(8) 0.0002(9) O1 0.036(3) 0.029(3) 0.032(3) 0.001(2) 0.002(2) -0.004(2) C1 0.041(5) 0.057(6) 0.042(5) 0.004(4) -0.002(4) -0.009(5) C2 0.046(6) 0.037(5) 0.050(5) 0.006(4) 0.010(4) 0.016(4) C3 0.050(6) 0.024(4) 0.039(4) 0.001(3) -0.006(4) 0.000(4) C4 0.026(4) 0.030(4) 0.039(4) 0.004(3) -0.003(3) 0.005(4) C5 0.039(5) 0.026(4) 0.031(4) -0.002(3) 0.007(4) -0.001(4) C6 0.055(6) 0.031(4) 0.029(4) 0.000(3) -0.003(4) 0.002(4) C7 0.106(10) 0.042(5) 0.032(5) -0.002(4) -0.006(5) -0.002(6) C8 0.096(9) 0.035(5) 0.053(6) 0.005(4) 0.027(6) 0.009(5) C9 0.069(7) 0.048(6) 0.059(6) 0.004(4) 0.028(6) 0.002(5) C10 0.044(6) 0.044(5) 0.044(5) 0.003(4) 0.011(4) 0.002(4) C11 0.031(5) 0.037(4) 0.031(4) 0.000(3) 0.001(3) -0.002(4) C12 0.044(6) 0.029(4) 0.049(5) -0.004(4) 0.005(4) 0.005(4) C13 0.037(6) 0.048(6) 0.063(6) -0.012(4) 0.005(4) -0.001(5) C14 0.019(5) 0.074(7) 0.049(5) 0.005(4) 0.000(4) 0.007(5) C15 0.039(5) 0.037(5) 0.056(5) -0.002(4) 0.000(4) -0.005(4) C16 0.034(5) 0.039(5) 0.045(4) -0.007(4) 0.001(4) 0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 C1 2.110(8) . ? Sn1 C2 2.129(7) . ? Sn1 C3 2.154(7) . ? Sn1 O1 2.373(4) . ? Sn1 I1 2.9399(7) . ? P1 O1 1.518(5) . ? P1 C11 1.783(8) . ? P1 C4 1.794(7) . ? P1 C5 1.795(7) . ? C3 C4 1.534(9) . ? C5 C6 1.373(10) . ? C5 C10 1.386(11) . ? C6 C7 1.400(11) . ? C7 C8 1.379(14) . ? C8 C9 1.363(14) . ? C9 C10 1.392(11) . ? C11 C12 1.388(10) . ? C11 C16 1.395(10) . ? C12 C13 1.404(12) . ? C13 C14 1.370(11) . ? C14 C15 1.375(11) . ? C15 C16 1.388(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 C1 Sn1 C2 117.4(3) . . ? C1 Sn1 C3 123.4(3) . . ? C2 Sn1 C3 117.9(3) . . ? C1 Sn1 O1 87.8(2) . . ? C2 Sn1 O1 90.1(2) . . ? C3 Sn1 O1 81.1(2) . . ? C1 Sn1 I1 94.5(2) . . ? C2 Sn1 I1 97.6(2) . . ? C3 Sn1 I1 89.35(19) . . ? O1 Sn1 I1 169.83(11) . . ? O1 P1 C11 110.6(3) . . ? O1 P1 C4 107.5(3) . . ? C11 P1 C4 108.8(4) . . ? O1 P1 C5 112.5(3) . . ? C11 P1 C5 109.0(4) . . ? C4 P1 C5 108.4(3) . . ? P1 O1 Sn1 111.2(2) . . ? C4 C3 Sn1 113.0(5) . . ? C3 C4 P1 107.7(5) . . ? C6 C5 C10 119.4(7) . . ? C6 C5 P1 121.8(6) . . ? C10 C5 P1 118.7(6) . . ? C5 C6 C7 119.4(9) . . ? C8 C7 C6 121.0(9) . . ? C9 C8 C7 119.2(9) . . ? C8 C9 C10 120.5(10) . . ? C5 C10 C9 120.4(9) . . ? C12 C11 C16 119.4(8) . . ? C12 C11 P1 120.2(6) . . ? C16 C11 P1 120.3(6) . . ? C11 C12 C13 119.9(8) . . ? C14 C13 C12 119.6(8) . . ? C13 C14 C15 121.0(8) . . ? C14 C15 C16 120.0(8) . . ? C15 C16 C11 120.0(8) . . ? 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 C11 P1 O1 Sn1 91.8(3) . . . . ? C4 P1 O1 Sn1 -26.8(4) . . . . ? C5 P1 O1 Sn1 -146.1(3) . . . . ? C1 Sn1 O1 P1 128.7(4) . . . . ? C2 Sn1 O1 P1 -113.9(3) . . . . ? C3 Sn1 O1 P1 4.4(3) . . . . ? I1 Sn1 O1 P1 25.4(9) . . . . ? C1 Sn1 C3 C4 -57.1(7) . . . . ? C2 Sn1 C3 C4 109.7(6) . . . . ? O1 Sn1 C3 C4 24.3(5) . . . . ? I1 Sn1 C3 C4 -152.0(6) . . . . ? Sn1 C3 C4 P1 -44.5(7) . . . . ? O1 P1 C4 C3 46.5(6) . . . . ? C11 P1 C4 C3 -73.2(6) . . . . ? C5 P1 C4 C3 168.4(5) . . . . ? O1 P1 C5 C6 -119.9(6) . . . . ? C11 P1 C5 C6 3.1(7) . . . . ? C4 P1 C5 C6 121.4(6) . . . . ? O1 P1 C5 C10 59.6(7) . . . . ? C11 P1 C5 C10 -177.4(6) . . . . ? C4 P1 C5 C10 -59.1(7) . . . . ? C10 C5 C6 C7 0.8(11) . . . . ? P1 C5 C6 C7 -179.7(6) . . . . ? C5 C6 C7 C8 0.3(12) . . . . ? C6 C7 C8 C9 -0.8(14) . . . . ? C7 C8 C9 C10 0.2(13) . . . . ? C6 C5 C10 C9 -1.3(11) . . . . ? P1 C5 C10 C9 179.1(6) . . . . ? C8 C9 C10 C5 0.8(12) . . . . ? O1 P1 C11 C12 19.4(7) . . . . ? C4 P1 C11 C12 137.3(6) . . . . ? C5 P1 C11 C12 -104.7(6) . . . . ? O1 P1 C11 C16 -160.5(6) . . . . ? C4 P1 C11 C16 -42.6(7) . . . . ? C5 P1 C11 C16 75.4(7) . . . . ? C16 C11 C12 C13 -1.1(11) . . . . ? P1 C11 C12 C13 179.0(6) . . . . ? C11 C12 C13 C14 2.0(12) . . . . ? C12 C13 C14 C15 -1.2(13) . . . . ? C13 C14 C15 C16 -0.5(13) . . . . ? C14 C15 C16 C11 1.4(12) . . . . ? C12 C11 C16 C15 -0.6(11) . . . . ? P1 C11 C16 C15 179.3(6) . . . . ? _diffrn_measured_fraction_theta_max 0.934 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.934 _refine_diff_density_max 1.708 _refine_diff_density_min -0.891 _refine_diff_density_rms 0.204 #===END data_scnmrt _database_code_CSD 167272 _publ_requested_journal test # Chelate-(2: X = SCN) molecular form recryst. from MeOH [301(2)K data] _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dimethyl(2-diphenylphosphinoethyl-C,O)(thiocyanato-N)stannane ; _chemical_name_common ? _chemical_formula_moiety 'C17 H20 N O P S Sn' _chemical_formula_sum 'C17 H20 N O P S Sn' _chemical_formula_weight 436.06 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' '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' '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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9789(4) _cell_length_b 12.3397(5) _cell_length_c 15.0045(6) _cell_angle_alpha 86.3850(10) _cell_angle_beta 82.3080(10) _cell_angle_gamma 78.4830(10) _cell_volume 1972.52(13) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 7030 _cell_measurement_theta_min 2.12 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 1.483 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS: Bruker, 1999)' _exptl_absorpt_correction_T_min 0.7932 _exptl_absorpt_correction_T_max 0.9280 _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12048 _diffrn_reflns_av_R_equivalents 0.0151 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6938 _reflns_number_gt 5645 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0405P)^2^+0.5476P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _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 6938 _refine_ls_number_parameters 401 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0743 _refine_ls_wR_factor_gt 0.0690 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1A Sn 0.20651(2) 0.290426(19) 0.029347(14) 0.06050(8) Uani 1 d . . . P1A P 0.14603(6) 0.23788(6) 0.24432(5) 0.04392(16) Uani 1 d . . . O1A O 0.25566(16) 0.26401(16) 0.18036(13) 0.0509(4) Uani 1 d . . . C3A C 0.0266(3) 0.2695(3) 0.0957(2) 0.0630(8) Uani 1 d . . . H3A1 H -0.0382 0.3162 0.0650 0.076 Uiso 1 calc R . . H3A2 H 0.0184 0.1933 0.0913 0.076 Uiso 1 calc R . . C4A C 0.0063(3) 0.2984(2) 0.1952(2) 0.0527(7) Uani 1 d . . . H4A1 H -0.0646 0.2695 0.2262 0.063 Uiso 1 calc R . . H4A2 H -0.0111 0.3781 0.2006 0.063 Uiso 1 calc R . . C5A C 0.1409(3) 0.2933(2) 0.35280(19) 0.0519(7) Uani 1 d . . . C6A C 0.1852(3) 0.3896(3) 0.3568(2) 0.0717(9) Uani 1 d . . . H6A H 0.2158 0.4244 0.3041 0.086 Uiso 1 calc R . . C7A C 0.1843(5) 0.4346(4) 0.4392(3) 0.0990(13) Uani 1 d . . . H7A H 0.2139 0.4997 0.4418 0.119 Uiso 1 calc R . . C8A C 0.1402(5) 0.3837(4) 0.5162(3) 0.1072(15) Uani 1 d . . . H8A H 0.1408 0.4137 0.5715 0.129 Uiso 1 calc R . . C9A C 0.0958(6) 0.2906(4) 0.5131(3) 0.1191(19) Uani 1 d . . . H9A H 0.0633 0.2577 0.5661 0.143 Uiso 1 calc R . . C10A C 0.0977(5) 0.2429(3) 0.4318(2) 0.0891(12) Uani 1 d . . . H10A H 0.0699 0.1767 0.4305 0.107 Uiso 1 calc R . . C11A C 0.1514(3) 0.0911(2) 0.25847(18) 0.0477(6) Uani 1 d . . . C12A C 0.2671(3) 0.0201(3) 0.2477(2) 0.0648(8) Uani 1 d . . . H12A H 0.3397 0.0488 0.2331 0.078 Uiso 1 calc R . . C13A C 0.2750(4) -0.0931(3) 0.2584(3) 0.0809(11) Uani 1 d . . . H13A H 0.3528 -0.1403 0.2520 0.097 Uiso 1 calc R . . C14A C 0.1677(4) -0.1358(3) 0.2785(3) 0.0785(11) Uani 1 d . . . H14A H 0.1730 -0.2119 0.2855 0.094 Uiso 1 calc R . . C15A C 0.0543(4) -0.0672(3) 0.2883(2) 0.0753(10) Uani 1 d . . . H15A H -0.0178 -0.0969 0.3013 0.090 Uiso 1 calc R . . C16A C 0.0443(3) 0.0463(3) 0.2792(2) 0.0620(8) Uani 1 d . . . H16A H -0.0341 0.0925 0.2869 0.074 Uiso 1 calc R . . C1A C 0.2423(4) 0.4536(3) 0.0207(3) 0.0947(13) Uani 1 d . . . H1A1 H 0.3280 0.4513 0.0288 0.142 Uiso 1 calc R . . H1A2 H 0.1881 0.4966 0.0666 0.142 Uiso 1 calc R . . H1A3 H 0.2268 0.4868 -0.0374 0.142 Uiso 1 calc R . . C2A C 0.3596(4) 0.1607(4) -0.0061(3) 0.0932(12) Uani 1 d . . . H2A1 H 0.3696 0.1517 -0.0699 0.140 Uiso 1 calc R . . H2A2 H 0.3442 0.0932 0.0246 0.140 Uiso 1 calc R . . H2A3 H 0.4345 0.1781 0.0109 0.140 Uiso 1 calc R . . N1A N 0.1298(4) 0.3029(4) -0.1002(2) 0.1064(12) Uani 1 d . . . C17A C 0.0661(4) 0.3362(3) -0.1552(2) 0.0707(9) Uani 1 d . . . S1A S -0.01848(13) 0.38237(10) -0.23295(8) 0.0993(3) Uani 1 d . . . Sn1B Sn -0.36745(2) 0.174322(19) 0.458444(14) 0.06097(8) Uani 1 d . . . P1B P -0.35001(6) 0.24019(5) 0.24425(5) 0.04445(16) Uani 1 d . . . O1B O -0.26012(16) 0.21250(15) 0.31392(13) 0.0499(4) Uani 1 d . . . C3B C -0.5194(3) 0.1838(3) 0.3804(2) 0.0679(9) Uani 1 d . . . H3B1 H -0.5652 0.1257 0.4019 0.081 Uiso 1 calc R . . H3B2 H -0.5763 0.2542 0.3905 0.081 Uiso 1 calc R . . C4B C -0.4798(3) 0.1729(2) 0.2798(2) 0.0540(7) Uani 1 d . . . H4B1 H -0.5497 0.2060 0.2474 0.065 Uiso 1 calc R . . H4B2 H -0.4563 0.0952 0.2660 0.065 Uiso 1 calc R . . C5B C -0.2801(2) 0.1905(2) 0.13585(19) 0.0481(6) Uani 1 d . . . C6B C -0.2884(3) 0.2541(3) 0.0564(2) 0.0640(8) Uani 1 d . . . H6B H -0.3308 0.3273 0.0577 0.077 Uiso 1 calc R . . C7B C -0.2336(4) 0.2084(3) -0.0252(2) 0.0824(11) Uani 1 d . . . H7B H -0.2388 0.2514 -0.0783 0.099 Uiso 1 calc R . . C8B C -0.1722(4) 0.1010(4) -0.0278(3) 0.0837(11) Uani 1 d . . . H8B H -0.1365 0.0708 -0.0826 0.100 Uiso 1 calc R . . C9B C -0.1627(3) 0.0371(3) 0.0502(3) 0.0737(9) Uani 1 d . . . H9B H -0.1205 -0.0362 0.0480 0.088 Uiso 1 calc R . . C10B C -0.2157(3) 0.0812(2) 0.1317(2) 0.0592(7) Uani 1 d . . . H10B H -0.2085 0.0377 0.1844 0.071 Uiso 1 calc R . . C11B C -0.4058(3) 0.3871(2) 0.2331(2) 0.0534(7) Uani 1 d . . . C12B C -0.3320(3) 0.4572(3) 0.2579(3) 0.0697(9) Uani 1 d . . . H12B H -0.2568 0.4275 0.2802 0.084 Uiso 1 calc R . . C13B C -0.3698(4) 0.5695(3) 0.2495(3) 0.0893(12) Uani 1 d . . . H13B H -0.3193 0.6158 0.2648 0.107 Uiso 1 calc R . . C14B C -0.4810(5) 0.6137(3) 0.2187(4) 0.1034(15) Uani 1 d . . . H14B H -0.5065 0.6902 0.2137 0.124 Uiso 1 calc R . . C15B C -0.5560(4) 0.5456(3) 0.1949(3) 0.1012(14) Uani 1 d . . . H15B H -0.6319 0.5759 0.1739 0.121 Uiso 1 calc R . . C16B C -0.5172(3) 0.4315(3) 0.2024(3) 0.0771(10) Uani 1 d . . . H16B H -0.5674 0.3852 0.1864 0.093 Uiso 1 calc R . . C1B C -0.2318(4) 0.0306(3) 0.4745(3) 0.0843(11) Uani 1 d . . . H1B1 H -0.1503 0.0451 0.4520 0.126 Uiso 1 calc R . . H1B2 H -0.2490 -0.0279 0.4417 0.126 Uiso 1 calc R . . H1B3 H -0.2341 0.0088 0.5372 0.126 Uiso 1 calc R . . C2B C -0.3327(5) 0.3225(4) 0.5048(3) 0.1141(16) Uani 1 d . . . H2B1 H -0.3592 0.3266 0.5683 0.171 Uiso 1 calc R . . H2B2 H -0.3784 0.3848 0.4739 0.171 Uiso 1 calc R . . H2B3 H -0.2447 0.3231 0.4932 0.171 Uiso 1 calc R . . S1B S -0.67496(13) 0.14102(9) 0.72269(8) 0.1043(4) Uani 1 d . . . C17B C -0.5697(3) 0.1407(3) 0.6397(2) 0.0655(8) Uani 1 d . . . N1B N -0.4909(3) 0.1399(3) 0.5815(2) 0.1029(12) Uani 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 Sn1A 0.05764(13) 0.07498(16) 0.05017(13) 0.00215(10) -0.00479(10) -0.01857(11) P1A 0.0389(3) 0.0475(4) 0.0458(4) 0.0009(3) -0.0069(3) -0.0092(3) O1A 0.0393(9) 0.0640(12) 0.0511(11) 0.0026(9) -0.0072(8) -0.0143(9) C3A 0.0503(16) 0.083(2) 0.0594(19) 0.0104(16) -0.0192(14) -0.0179(15) C4A 0.0385(14) 0.0559(17) 0.0630(18) 0.0081(13) -0.0064(13) -0.0106(12) C5A 0.0545(16) 0.0497(16) 0.0493(16) -0.0041(12) -0.0111(13) -0.0012(13) C6A 0.079(2) 0.067(2) 0.071(2) -0.0136(17) -0.0079(18) -0.0149(17) C7A 0.117(4) 0.081(3) 0.106(4) -0.034(2) -0.021(3) -0.022(2) C8A 0.147(4) 0.100(3) 0.071(3) -0.030(2) -0.026(3) 0.002(3) C9A 0.201(6) 0.102(4) 0.050(2) -0.005(2) -0.001(3) -0.029(4) C10A 0.138(4) 0.075(2) 0.054(2) 0.0006(17) -0.001(2) -0.029(2) C11A 0.0477(15) 0.0494(15) 0.0465(15) -0.0008(12) -0.0094(12) -0.0084(12) C12A 0.0508(17) 0.0582(19) 0.088(2) -0.0143(16) -0.0189(16) -0.0075(14) C13A 0.074(2) 0.057(2) 0.112(3) -0.0216(19) -0.035(2) 0.0084(18) C14A 0.114(3) 0.0452(18) 0.080(2) -0.0044(16) -0.030(2) -0.013(2) C15A 0.087(3) 0.061(2) 0.081(2) 0.0057(17) -0.004(2) -0.0275(19) C16A 0.0554(17) 0.0608(19) 0.068(2) 0.0024(15) 0.0010(15) -0.0148(15) C1A 0.116(3) 0.080(3) 0.089(3) 0.016(2) -0.004(3) -0.032(2) C2A 0.083(3) 0.104(3) 0.087(3) -0.027(2) -0.003(2) -0.001(2) N1A 0.101(3) 0.168(4) 0.0497(19) 0.001(2) -0.0153(19) -0.021(3) C17A 0.080(2) 0.085(2) 0.0494(19) -0.0122(16) 0.0025(17) -0.0245(19) S1A 0.1246(9) 0.0949(8) 0.0813(7) -0.0019(6) -0.0415(7) -0.0095(7) Sn1B 0.05539(13) 0.07110(15) 0.05511(14) -0.00534(10) -0.00009(10) -0.01266(10) P1B 0.0389(3) 0.0420(4) 0.0541(4) -0.0001(3) -0.0052(3) -0.0125(3) O1B 0.0396(9) 0.0577(11) 0.0541(11) -0.0023(9) -0.0052(8) -0.0137(8) C3B 0.0416(15) 0.083(2) 0.077(2) 0.0086(17) -0.0003(15) -0.0165(15) C4B 0.0427(14) 0.0516(16) 0.072(2) 0.0054(14) -0.0106(14) -0.0184(12) C5B 0.0456(14) 0.0480(15) 0.0544(16) -0.0002(12) -0.0094(12) -0.0164(12) C6B 0.071(2) 0.0603(19) 0.0596(19) 0.0031(15) -0.0132(16) -0.0095(15) C7B 0.098(3) 0.096(3) 0.051(2) 0.0032(19) -0.0143(19) -0.013(2) C8B 0.090(3) 0.100(3) 0.060(2) -0.022(2) -0.0090(19) -0.009(2) C9B 0.074(2) 0.064(2) 0.082(3) -0.0255(18) -0.0040(19) -0.0084(17) C10B 0.0612(18) 0.0502(17) 0.067(2) -0.0036(14) -0.0070(15) -0.0116(14) C11B 0.0487(15) 0.0435(15) 0.0652(19) -0.0025(13) 0.0018(14) -0.0084(12) C12B 0.0590(18) 0.0507(18) 0.099(3) -0.0142(17) 0.0005(18) -0.0137(14) C13B 0.086(3) 0.050(2) 0.130(4) -0.020(2) 0.009(3) -0.0184(19) C14B 0.113(4) 0.041(2) 0.145(4) -0.008(2) 0.008(3) -0.002(2) C15B 0.086(3) 0.060(2) 0.150(4) 0.003(2) -0.026(3) 0.010(2) C16B 0.068(2) 0.0527(19) 0.111(3) 0.0023(18) -0.022(2) -0.0085(16) C1B 0.080(2) 0.093(3) 0.072(2) 0.009(2) -0.005(2) -0.003(2) C2B 0.154(5) 0.102(3) 0.095(3) -0.037(3) -0.007(3) -0.041(3) S1B 0.1351(10) 0.0733(6) 0.0949(8) -0.0195(5) 0.0551(7) -0.0381(6) C17B 0.076(2) 0.0615(19) 0.0573(19) -0.0023(15) -0.0006(17) -0.0145(16) N1B 0.083(2) 0.151(3) 0.065(2) 0.000(2) 0.0138(19) -0.016(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1A C2A 2.113(4) . ? Sn1A C1A 2.120(4) . ? Sn1A C3A 2.146(3) . ? Sn1A N1A 2.205(3) . ? Sn1A O1A 2.3865(19) . ? P1A O1A 1.5101(19) . ? P1A C5A 1.794(3) . ? P1A C4A 1.797(3) . ? P1A C11A 1.800(3) . ? C3A C4A 1.534(4) . ? C5A C10A 1.374(5) . ? C5A C6A 1.379(4) . ? C6A C7A 1.385(5) . ? C7A C8A 1.358(6) . ? C8A C9A 1.340(7) . ? C9A C10A 1.384(6) . ? C11A C16A 1.388(4) . ? C11A C12A 1.388(4) . ? C12A C13A 1.383(5) . ? C13A C14A 1.374(5) . ? C14A C15A 1.354(5) . ? C15A C16A 1.382(4) . ? N1A C17A 1.155(5) . ? C17A S1A 1.595(4) . ? Sn1B C1B 2.100(4) . ? Sn1B C2B 2.117(4) . ? Sn1B C3B 2.144(3) . ? Sn1B N1B 2.211(3) . ? Sn1B O1B 2.3920(19) . ? P1B O1B 1.510(2) . ? P1B C5B 1.793(3) . ? P1B C4B 1.794(3) . ? P1B C11B 1.799(3) . ? C3B C4B 1.521(4) . ? C5B C6B 1.389(4) . ? C5B C10B 1.393(4) . ? C6B C7B 1.391(5) . ? C7B C8B 1.362(5) . ? C8B C9B 1.373(5) . ? C9B C10B 1.378(5) . ? C11B C16B 1.364(4) . ? C11B C12B 1.394(4) . ? C12B C13B 1.367(5) . ? C13B C14B 1.362(6) . ? C14B C15B 1.380(6) . ? C15B C16B 1.390(5) . ? S1B C17B 1.582(4) . ? C17B N1B 1.142(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 C2A Sn1A C1A 117.33(18) . . ? C2A Sn1A C3A 125.28(16) . . ? C1A Sn1A C3A 116.42(16) . . ? C2A Sn1A N1A 96.06(16) . . ? C1A Sn1A N1A 95.26(17) . . ? C3A Sn1A N1A 88.63(13) . . ? C2A Sn1A O1A 87.79(13) . . ? C1A Sn1A O1A 91.68(13) . . ? C3A Sn1A O1A 81.12(9) . . ? N1A Sn1A O1A 169.41(11) . . ? O1A P1A C5A 111.39(13) . . ? O1A P1A C4A 107.14(12) . . ? C5A P1A C4A 110.02(14) . . ? O1A P1A C11A 111.77(12) . . ? C5A P1A C11A 108.64(13) . . ? C4A P1A C11A 107.81(13) . . ? P1A O1A Sn1A 111.36(9) . . ? C4A C3A Sn1A 112.89(19) . . ? C3A C4A P1A 108.3(2) . . ? C10A C5A C6A 118.8(3) . . ? C10A C5A P1A 123.1(3) . . ? C6A C5A P1A 118.1(2) . . ? C5A C6A C7A 120.0(4) . . ? C8A C7A C6A 120.1(4) . . ? C9A C8A C7A 120.4(4) . . ? C8A C9A C10A 120.6(4) . . ? C5A C10A C9A 120.1(4) . . ? C16A C11A C12A 118.8(3) . . ? C16A C11A P1A 122.6(2) . . ? C12A C11A P1A 118.7(2) . . ? C13A C12A C11A 120.3(3) . . ? C14A C13A C12A 119.9(3) . . ? C15A C14A C13A 120.2(3) . . ? C14A C15A C16A 120.9(3) . . ? C15A C16A C11A 119.9(3) . . ? C17A N1A Sn1A 159.2(4) . . ? N1A C17A S1A 178.3(4) . . ? C1B Sn1B C2B 116.7(2) . . ? C1B Sn1B C3B 123.80(15) . . ? C2B Sn1B C3B 118.74(18) . . ? C1B Sn1B N1B 94.38(14) . . ? C2B Sn1B N1B 94.61(17) . . ? C3B Sn1B N1B 89.91(13) . . ? C1B Sn1B O1B 90.30(11) . . ? C2B Sn1B O1B 89.56(14) . . ? C3B Sn1B O1B 81.63(9) . . ? N1B Sn1B O1B 171.54(11) . . ? O1B P1B C5B 112.11(12) . . ? O1B P1B C4B 107.76(12) . . ? C5B P1B C4B 107.70(13) . . ? O1B P1B C11B 111.24(13) . . ? C5B P1B C11B 108.45(13) . . ? C4B P1B C11B 109.51(14) . . ? P1B O1B Sn1B 111.03(9) . . ? C4B C3B Sn1B 114.43(19) . . ? C3B C4B P1B 110.5(2) . . ? C6B C5B C10B 118.7(3) . . ? C6B C5B P1B 123.7(2) . . ? C10B C5B P1B 117.6(2) . . ? C5B C6B C7B 120.1(3) . . ? C8B C7B C6B 120.3(3) . . ? C7B C8B C9B 120.4(3) . . ? C8B C9B C10B 120.1(3) . . ? C9B C10B C5B 120.5(3) . . ? C16B C11B C12B 119.5(3) . . ? C16B C11B P1B 122.4(2) . . ? C12B C11B P1B 118.1(2) . . ? C13B C12B C11B 120.2(3) . . ? C14B C13B C12B 120.3(4) . . ? C13B C14B C15B 120.3(4) . . ? C14B C15B C16B 119.6(4) . . ? C11B C16B C15B 120.2(3) . . ? N1B C17B S1B 177.9(4) . . ? C17B N1B Sn1B 166.5(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 C5A P1A O1A Sn1A -146.81(11) . . . . ? C4A P1A O1A Sn1A -26.44(15) . . . . ? C11A P1A O1A Sn1A 91.45(13) . . . . ? C2A Sn1A O1A P1A -121.91(16) . . . . ? C1A Sn1A O1A P1A 120.80(16) . . . . ? C3A Sn1A O1A P1A 4.32(13) . . . . ? N1A Sn1A O1A P1A -10.3(7) . . . . ? C2A Sn1A C3A C4A 105.0(3) . . . . ? C1A Sn1A C3A C4A -63.3(3) . . . . ? N1A Sn1A C3A C4A -158.5(2) . . . . ? O1A Sn1A C3A C4A 24.1(2) . . . . ? Sn1A C3A C4A P1A -44.4(3) . . . . ? O1A P1A C4A C3A 46.3(2) . . . . ? C5A P1A C4A C3A 167.5(2) . . . . ? C11A P1A C4A C3A -74.2(2) . . . . ? O1A P1A C5A C10A -147.2(3) . . . . ? C4A P1A C5A C10A 94.2(3) . . . . ? C11A P1A C5A C10A -23.6(3) . . . . ? O1A P1A C5A C6A 31.2(3) . . . . ? C4A P1A C5A C6A -87.5(3) . . . . ? C11A P1A C5A C6A 154.7(2) . . . . ? C10A C5A C6A C7A -0.8(6) . . . . ? P1A C5A C6A C7A -179.3(3) . . . . ? C5A C6A C7A C8A 0.3(7) . . . . ? C6A C7A C8A C9A -0.9(8) . . . . ? C7A C8A C9A C10A 2.0(9) . . . . ? C6A C5A C10A C9A 2.0(6) . . . . ? P1A C5A C10A C9A -179.7(4) . . . . ? C8A C9A C10A C5A -2.6(8) . . . . ? O1A P1A C11A C16A -151.5(2) . . . . ? C5A P1A C11A C16A 85.2(3) . . . . ? C4A P1A C11A C16A -34.0(3) . . . . ? O1A P1A C11A C12A 28.1(3) . . . . ? C5A P1A C11A C12A -95.2(3) . . . . ? C4A P1A C11A C12A 145.6(2) . . . . ? C16A C11A C12A C13A -0.7(5) . . . . ? P1A C11A C12A C13A 179.7(3) . . . . ? C11A C12A C13A C14A 1.0(6) . . . . ? C12A C13A C14A C15A -0.3(6) . . . . ? C13A C14A C15A C16A -0.7(6) . . . . ? C14A C15A C16A C11A 1.0(5) . . . . ? C12A C11A C16A C15A -0.2(5) . . . . ? P1A C11A C16A C15A 179.3(3) . . . . ? C2A Sn1A N1A C17A -174.6(10) . . . . ? C1A Sn1A N1A C17A -56.3(10) . . . . ? C3A Sn1A N1A C17A 60.1(10) . . . . ? O1A Sn1A N1A C17A 74.5(14) . . . . ? C5B P1B O1B Sn1B -145.28(11) . . . . ? C4B P1B O1B Sn1B -26.95(15) . . . . ? C11B P1B O1B Sn1B 93.09(13) . . . . ? C1B Sn1B O1B P1B 132.23(15) . . . . ? C2B Sn1B O1B P1B -111.08(18) . . . . ? C3B Sn1B O1B P1B 8.08(13) . . . . ? C1B Sn1B C3B C4B -67.0(3) . . . . ? C2B Sn1B C3B C4B 102.5(3) . . . . ? N1B Sn1B C3B C4B -162.3(2) . . . . ? O1B Sn1B C3B C4B 17.7(2) . . . . ? Sn1B C3B C4B P1B -36.8(3) . . . . ? O1B P1B C4B C3B 42.1(2) . . . . ? C5B P1B C4B C3B 163.3(2) . . . . ? C11B P1B C4B C3B -79.0(2) . . . . ? O1B P1B C5B C6B -132.9(2) . . . . ? C4B P1B C5B C6B 108.8(3) . . . . ? C11B P1B C5B C6B -9.7(3) . . . . ? O1B P1B C5B C10B 48.3(2) . . . . ? C4B P1B C5B C10B -70.1(2) . . . . ? C11B P1B C5B C10B 171.5(2) . . . . ? C10B C5B C6B C7B 0.2(5) . . . . ? P1B C5B C6B C7B -178.6(3) . . . . ? C5B C6B C7B C8B 0.5(6) . . . . ? C6B C7B C8B C9B -0.6(6) . . . . ? C7B C8B C9B C10B 0.2(6) . . . . ? C8B C9B C10B C5B 0.5(5) . . . . ? C6B C5B C10B C9B -0.7(4) . . . . ? P1B C5B C10B C9B 178.2(3) . . . . ? O1B P1B C11B C16B -155.2(3) . . . . ? C5B P1B C11B C16B 81.0(3) . . . . ? C4B P1B C11B C16B -36.2(3) . . . . ? O1B P1B C11B C12B 24.2(3) . . . . ? C5B P1B C11B C12B -99.5(3) . . . . ? C4B P1B C11B C12B 143.2(3) . . . . ? C16B C11B C12B C13B -1.5(5) . . . . ? P1B C11B C12B C13B 179.1(3) . . . . ? C11B C12B C13B C14B 1.4(6) . . . . ? C12B C13B C14B C15B -0.6(7) . . . . ? C13B C14B C15B C16B -0.1(8) . . . . ? C12B C11B C16B C15B 0.7(6) . . . . ? P1B C11B C16B C15B -179.9(3) . . . . ? C14B C15B C16B C11B 0.0(7) . . . . ? C1B Sn1B N1B C17B -177.5(15) . . . . ? C2B Sn1B N1B C17B 65.2(15) . . . . ? C3B Sn1B N1B C17B -53.6(15) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.730 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.052 # 'Linear' torsion angles excluded as per PLAT_710 level C alerts # Sn1A N1A C17A S1A 126(13) . . . . ? # N1B Sn1B O1B P1B 8.6(8) . . . . ? # S1B C17B N1B Sn1B -134(9) . . . . ? # O1B Sn1B N1B C17B -54(2) . . . . ? #===END data_clprt _database_code_CSD 167273 _publ_requested_journal test # Polymeric-(2: X = Cl) recryst. ex MeOH [301(2)K data] _audit_creation_method SHELXL-97 _chemical_name_systematic ; Catena[chlorodimethyl(2-diphenylphosphinoethyl)stannane] ; _chemical_name_common ? _chemical_formula_moiety 'C16 H20 Cl O P Sn' _chemical_formula_sum 'C16 H20 Cl O P Sn' _chemical_formula_weight 413.43 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' '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' '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 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.9671(4) _cell_length_b 11.8140(5) _cell_length_c 13.7591(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1782.70(12) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 7065 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 25.0 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 1.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS: Bruker, 1999)' _exptl_absorpt_correction_T_min 0.6837 _exptl_absorpt_correction_T_max 0.8619 _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10689 _diffrn_reflns_av_R_equivalents 0.0239 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3119 _reflns_number_gt 2956 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0263P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.018(19) _refine_ls_number_reflns 3119 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0204 _refine_ls_R_factor_gt 0.0183 _refine_ls_wR_factor_ref 0.0432 _refine_ls_wR_factor_gt 0.0426 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.156856(16) 0.132045(15) -0.101220(14) 0.04791(6) Uani 1 d . . . Cl1 Cl 0.11220(9) -0.02712(8) -0.22035(7) 0.0824(3) Uani 1 d . . . P1 P -0.27629(6) 0.13348(7) -0.08312(5) 0.04905(16) Uani 1 d . . . O1 O -0.3084(2) 0.2286(2) -0.01629(18) 0.0724(7) Uani 1 d . . . C1 C 0.2946(3) 0.0401(3) -0.0273(3) 0.0825(11) Uani 1 d . . . H1A H 0.3568 0.0913 -0.0054 0.124 Uiso 1 calc R . . H1B H 0.3299 -0.0145 -0.0707 0.124 Uiso 1 calc R . . H1C H 0.2596 0.0018 0.0276 0.124 Uiso 1 calc R . . C2 C 0.1991(4) 0.2534(3) -0.2095(3) 0.0853(12) Uani 1 d . . . H2A H 0.2638 0.3013 -0.1869 0.128 Uiso 1 calc R . . H2B H 0.1283 0.2984 -0.2229 0.128 Uiso 1 calc R . . H2C H 0.2245 0.2153 -0.2677 0.128 Uiso 1 calc R . . C3 C -0.0264(2) 0.1346(3) -0.0480(2) 0.0585(7) Uani 1 d . . . H3A H -0.0410 0.0662 -0.0108 0.070 Uiso 1 calc R . . H3B H -0.0359 0.1985 -0.0044 0.070 Uiso 1 calc R . . C4 C -0.1219(2) 0.1430(3) -0.1283(2) 0.0556(7) Uani 1 d . . . H4A H -0.1084 0.0827 -0.1749 0.067 Uiso 1 calc R . . H4B H -0.1119 0.2145 -0.1620 0.067 Uiso 1 calc R . . C5 C -0.3728(2) 0.1330(3) -0.1894(2) 0.0539(6) Uani 1 d . . . C6 C -0.3917(4) 0.2326(4) -0.2398(3) 0.0948(13) Uani 1 d . . . H6 H -0.3551 0.2993 -0.2190 0.114 Uiso 1 calc R . . C7 C -0.4661(5) 0.2325(5) -0.3225(3) 0.1090(16) Uani 1 d . . . H7 H -0.4786 0.2996 -0.3565 0.131 Uiso 1 calc R . . C8 C -0.5195(4) 0.1371(5) -0.3534(3) 0.0963(13) Uani 1 d . . . H8 H -0.5711 0.1389 -0.4070 0.116 Uiso 1 calc R . . C9 C -0.4993(5) 0.0406(5) -0.3079(3) 0.129(2) Uani 1 d . . . H9 H -0.5335 -0.0260 -0.3314 0.155 Uiso 1 calc R . . C10 C -0.4267(5) 0.0381(4) -0.2246(3) 0.1088(17) Uani 1 d . . . H10 H -0.4151 -0.0303 -0.1924 0.131 Uiso 1 calc R . . C11 C -0.2947(2) -0.0019(3) -0.0260(2) 0.0507(7) Uani 1 d . . . C12 C -0.2286(3) -0.0967(3) -0.0529(2) 0.0622(8) Uani 1 d . . . H12 H -0.1707 -0.0909 -0.1020 0.075 Uiso 1 calc R . . C13 C -0.2472(4) -0.1984(3) -0.0084(3) 0.0793(10) Uani 1 d . . . H13 H -0.2008 -0.2607 -0.0267 0.095 Uiso 1 calc R . . C14 C -0.3338(5) -0.2098(3) 0.0630(3) 0.0887(12) Uani 1 d . . . H14 H -0.3465 -0.2795 0.0927 0.106 Uiso 1 calc R . . C15 C -0.4013(4) -0.1171(4) 0.0902(2) 0.0813(10) Uani 1 d . . . H15 H -0.4603 -0.1246 0.1383 0.098 Uiso 1 calc R . . C16 C -0.3826(3) -0.0123(3) 0.0468(2) 0.0664(9) Uani 1 d . . . H16 H -0.4281 0.0502 0.0661 0.080 Uiso 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 0.04123(9) 0.04752(10) 0.05498(10) 0.00140(10) 0.00029(9) 0.00240(8) Cl1 0.0958(6) 0.0690(5) 0.0825(6) -0.0245(5) -0.0179(5) 0.0161(4) P1 0.0401(3) 0.0502(4) 0.0568(4) -0.0065(4) 0.0032(3) 0.0016(3) O1 0.0719(15) 0.0640(14) 0.0812(16) -0.0206(12) 0.0086(12) 0.0059(11) C1 0.068(2) 0.076(2) 0.104(3) -0.009(2) -0.027(2) 0.0243(18) C2 0.105(3) 0.078(2) 0.073(2) 0.017(2) 0.028(2) 0.000(2) C3 0.0423(13) 0.0763(19) 0.0569(16) -0.0069(18) 0.0007(12) -0.0087(15) C4 0.0433(14) 0.0623(17) 0.0611(16) 0.0008(15) 0.0036(11) -0.0033(12) C5 0.0413(13) 0.0613(16) 0.0590(16) 0.0015(16) 0.0035(11) 0.0090(13) C6 0.106(3) 0.070(2) 0.109(3) 0.003(2) -0.020(3) 0.017(2) C7 0.130(4) 0.103(3) 0.093(3) 0.022(3) -0.020(3) 0.056(3) C8 0.089(3) 0.129(4) 0.070(2) 0.001(3) -0.022(2) 0.017(3) C9 0.177(5) 0.119(4) 0.091(3) 0.025(3) -0.069(4) -0.045(4) C10 0.163(4) 0.081(3) 0.082(3) 0.023(2) -0.056(3) -0.043(3) C11 0.0441(14) 0.0602(18) 0.0479(17) -0.0039(13) -0.0047(13) -0.0055(13) C12 0.0673(18) 0.0568(19) 0.0626(18) -0.0049(15) 0.0000(16) 0.0023(15) C13 0.099(3) 0.057(2) 0.082(3) 0.0010(18) -0.013(2) 0.006(2) C14 0.125(3) 0.075(2) 0.067(2) 0.0162(19) -0.021(3) -0.025(3) C15 0.087(2) 0.102(3) 0.0543(19) 0.013(2) -0.0010(18) -0.031(2) C16 0.0562(18) 0.086(3) 0.0567(19) -0.0027(17) -0.0021(15) -0.0092(16) _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 C2 2.119(3) . ? Sn1 C1 2.121(3) . ? Sn1 C3 2.140(3) . ? Sn1 O1 2.339(2) 3 ? Sn1 Cl1 2.5421(9) . ? P1 O1 1.494(2) . ? P1 C11 1.794(3) . ? P1 C5 1.806(3) . ? P1 C4 1.807(3) . ? O1 Sn1 2.339(2) 3_455 ? C3 C4 1.526(4) . ? C5 C10 1.357(5) . ? C5 C6 1.381(5) . ? C6 C7 1.400(6) . ? C7 C8 1.339(7) . ? C8 C9 1.320(6) . ? C9 C10 1.395(5) . ? C11 C12 1.384(4) . ? C11 C16 1.396(4) . ? C12 C13 1.364(5) . ? C13 C14 1.373(6) . ? C14 C15 1.374(6) . ? C15 C16 1.390(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 C2 Sn1 C1 121.86(16) . . ? C2 Sn1 C3 115.90(15) . . ? C1 Sn1 C3 120.82(15) . . ? C2 Sn1 O1 88.53(12) . 3 ? C1 Sn1 O1 85.02(12) . 3 ? C3 Sn1 O1 84.64(10) . 3 ? C2 Sn1 Cl1 95.11(12) . . ? C1 Sn1 Cl1 93.87(11) . . ? C3 Sn1 Cl1 92.87(9) . . ? O1 Sn1 Cl1 176.23(7) 3 . ? O1 P1 C11 111.99(13) . . ? O1 P1 C5 111.27(14) . . ? C11 P1 C5 106.61(14) . . ? O1 P1 C4 112.68(14) . . ? C11 P1 C4 108.17(14) . . ? C5 P1 C4 105.73(12) . . ? P1 O1 Sn1 173.37(16) . 3_455 ? C4 C3 Sn1 113.46(18) . . ? C3 C4 P1 113.0(2) . . ? C10 C5 C6 117.4(3) . . ? C10 C5 P1 123.2(3) . . ? C6 C5 P1 119.4(3) . . ? C5 C6 C7 119.7(4) . . ? C8 C7 C6 120.9(4) . . ? C9 C8 C7 120.2(4) . . ? C8 C9 C10 120.3(4) . . ? C5 C10 C9 121.6(4) . . ? C12 C11 C16 118.9(3) . . ? C12 C11 P1 123.0(2) . . ? C16 C11 P1 118.1(2) . . ? C13 C12 C11 120.9(3) . . ? C12 C13 C14 120.8(4) . . ? C13 C14 C15 119.3(3) . . ? C14 C15 C16 120.9(3) . . ? C15 C16 C11 119.2(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 C2 Sn1 C3 C4 45.6(3) . . . . ? C1 Sn1 C3 C4 -147.7(2) . . . . ? O1 Sn1 C3 C4 131.4(2) 3 . . . ? Cl1 Sn1 C3 C4 -51.5(2) . . . . ? Sn1 C3 C4 P1 175.26(16) . . . . ? O1 P1 C4 C3 63.0(3) . . . . ? C11 P1 C4 C3 -61.3(3) . . . . ? C5 P1 C4 C3 -175.2(2) . . . . ? O1 P1 C5 C10 -133.8(3) . . . . ? C11 P1 C5 C10 -11.4(4) . . . . ? C4 P1 C5 C10 103.6(4) . . . . ? O1 P1 C5 C6 47.8(3) . . . . ? C11 P1 C5 C6 170.2(3) . . . . ? C4 P1 C5 C6 -74.9(3) . . . . ? C10 C5 C6 C7 1.2(6) . . . . ? P1 C5 C6 C7 179.8(3) . . . . ? C5 C6 C7 C8 0.1(7) . . . . ? C6 C7 C8 C9 -2.3(8) . . . . ? C7 C8 C9 C10 3.1(9) . . . . ? C6 C5 C10 C9 -0.5(7) . . . . ? P1 C5 C10 C9 -179.0(4) . . . . ? C8 C9 C10 C5 -1.6(9) . . . . ? O1 P1 C11 C12 -152.9(3) . . . . ? C5 P1 C11 C12 85.1(3) . . . . ? C4 P1 C11 C12 -28.2(3) . . . . ? O1 P1 C11 C16 29.1(3) . . . . ? C5 P1 C11 C16 -92.8(2) . . . . ? C4 P1 C11 C16 153.9(2) . . . . ? C16 C11 C12 C13 -0.9(5) . . . . ? P1 C11 C12 C13 -178.9(3) . . . . ? C11 C12 C13 C14 1.2(6) . . . . ? C12 C13 C14 C15 -0.5(6) . . . . ? C13 C14 C15 C16 -0.4(6) . . . . ? C14 C15 C16 C11 0.6(5) . . . . ? C12 C11 C16 C15 0.0(4) . . . . ? P1 C11 C16 C15 178.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.257 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.039 # 'Linear' torsion angles excluded as per PLAT_710 level C alerts # C11 P1 O1 Sn1 52.3(14) . . . 3_455 ? # C5 P1 O1 Sn1 171.5(13) . . . 3_455 ? # C4 P1 O1 Sn1 -69.9(14) . . . 3_455 ? #===END data_brprt _database_code_CSD 167274 _publ_requested_journal test # Polymeric(2: X = Br) recryst. ex MeOH [301(2)K data] _audit_creation_method SHELXL-97 _chemical_name_systematic ; Catena[bromodimethyl(2-diphenylphosphinoethyl)stannane] ; _chemical_name_common ? _chemical_formula_moiety 'C16 H20 Br O P Sn' _chemical_formula_sum 'C16 H20 Br O P Sn' _chemical_formula_weight 457.89 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' 'Br' 'Br' -0.2901 2.4595 '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' '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 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.8817(5) _cell_length_b 11.8135(5) _cell_length_c 13.9015(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1787.05(13) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 10875 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 25.02 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 3.749 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS: Bruker, 1999)' _exptl_absorpt_correction_T_min 0.594 _exptl_absorpt_correction_T_max 0.862 _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10875 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0288 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3137 _reflns_number_gt 2820 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0269P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.029(9) _refine_ls_number_reflns 3137 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0276 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0478 _refine_ls_wR_factor_gt 0.0465 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.957 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.15889(2) 0.13960(2) -0.098418(18) 0.04115(7) Uani 1 d . . . Br1 Br 0.11668(5) -0.02805(4) -0.22852(3) 0.07164(16) Uani 1 d . . . P1 P -0.27790(9) 0.13075(8) -0.08524(7) 0.0432(2) Uani 1 d . . . O1 O -0.3145(3) 0.2236(2) -0.0184(2) 0.0646(9) Uani 1 d . . . C1 C 0.2973(5) 0.0466(4) -0.0257(4) 0.0723(14) Uani 1 d . . . H1A H 0.3567 0.0979 0.0007 0.108 Uiso 1 calc R . . H1B H 0.3370 -0.0037 -0.0702 0.108 Uiso 1 calc R . . H1C H 0.2607 0.0033 0.0252 0.108 Uiso 1 calc R . . C2 C 0.2038(6) 0.2611(4) -0.2049(3) 0.0800(16) Uani 1 d . . . H2A H 0.2742 0.3037 -0.1845 0.120 Uiso 1 calc R . . H2B H 0.1355 0.3114 -0.2140 0.120 Uiso 1 calc R . . H2C H 0.2220 0.2233 -0.2643 0.120 Uiso 1 calc R . . C3 C -0.0279(3) 0.1361(4) -0.0487(3) 0.0489(9) Uani 1 d . . . H3A H -0.0415 0.0659 -0.0140 0.059 Uiso 1 calc R . . H3B H -0.0400 0.1979 -0.0038 0.059 Uiso 1 calc R . . C4 C -0.1226(3) 0.1455(4) -0.1283(3) 0.0473(9) Uani 1 d . . . H4A H -0.1067 0.0873 -0.1760 0.057 Uiso 1 calc R . . H4B H -0.1139 0.2184 -0.1595 0.057 Uiso 1 calc R . . C5 C -0.3745(3) 0.1299(4) -0.1908(3) 0.0465(9) Uani 1 d . . . C6 C -0.3927(6) 0.2292(4) -0.2401(4) 0.0851(16) Uani 1 d . . . H6 H -0.3580 0.2965 -0.2184 0.102 Uiso 1 calc R . . C7 C -0.4643(6) 0.2274(5) -0.3236(4) 0.096(2) Uani 1 d . . . H7 H -0.4738 0.2936 -0.3590 0.115 Uiso 1 calc R . . C8 C -0.5195(5) 0.1325(6) -0.3535(4) 0.0852(16) Uani 1 d . . . H8 H -0.5710 0.1345 -0.4068 0.102 Uiso 1 calc R . . C9 C -0.5013(7) 0.0360(6) -0.3078(4) 0.112(2) Uani 1 d . . . H9 H -0.5371 -0.0306 -0.3298 0.135 Uiso 1 calc R . . C10 C -0.4280(6) 0.0359(5) -0.2264(4) 0.0929(19) Uani 1 d . . . H10 H -0.4150 -0.0324 -0.1948 0.112 Uiso 1 calc R . . C11 C -0.2922(4) -0.0055(3) -0.0299(3) 0.0440(9) Uani 1 d . . . C12 C -0.2238(4) -0.0982(3) -0.0593(3) 0.0547(11) Uani 1 d . . . H12 H -0.1660 -0.0906 -0.1082 0.066 Uiso 1 calc R . . C13 C -0.2416(5) -0.2017(4) -0.0158(4) 0.0720(14) Uani 1 d . . . H13 H -0.1964 -0.2638 -0.0368 0.086 Uiso 1 calc R . . C14 C -0.3223(6) -0.2149(4) 0.0558(3) 0.0769(16) Uani 1 d . . . H14 H -0.3309 -0.2849 0.0857 0.092 Uiso 1 calc R . . C15 C -0.3923(5) -0.1249(5) 0.0850(3) 0.0742(14) Uani 1 d . . . H15 H -0.4507 -0.1348 0.1331 0.089 Uiso 1 calc R . . C16 C -0.3768(4) -0.0202(4) 0.0438(3) 0.0590(12) Uani 1 d . . . H16 H -0.4232 0.0409 0.0653 0.071 Uiso 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 0.03646(12) 0.04123(12) 0.04576(13) 0.00098(13) -0.00047(13) 0.00231(13) Br1 0.0811(4) 0.0650(3) 0.0688(3) -0.0244(2) -0.0138(3) 0.0168(3) P1 0.0367(5) 0.0433(5) 0.0497(5) -0.0080(5) 0.0037(4) 0.0018(5) O1 0.060(2) 0.0599(18) 0.0742(19) -0.0248(15) 0.0069(16) 0.0045(17) C1 0.065(3) 0.068(3) 0.085(3) -0.008(3) -0.027(3) 0.025(3) C2 0.101(4) 0.064(3) 0.075(3) 0.014(3) 0.027(3) 0.002(3) C3 0.0346(19) 0.066(2) 0.046(2) -0.008(2) 0.0009(16) -0.003(2) C4 0.037(2) 0.051(2) 0.054(2) -0.0006(19) 0.0020(15) -0.005(2) C5 0.038(2) 0.051(2) 0.051(2) 0.0017(19) 0.0045(16) 0.003(2) C6 0.096(4) 0.061(3) 0.099(4) 0.001(3) -0.023(3) 0.014(3) C7 0.108(5) 0.086(4) 0.092(4) 0.023(3) -0.019(4) 0.035(4) C8 0.071(3) 0.112(5) 0.072(3) -0.004(4) -0.017(3) 0.009(4) C9 0.155(6) 0.095(5) 0.087(4) 0.016(4) -0.057(4) -0.036(5) C10 0.130(5) 0.071(3) 0.077(3) 0.010(3) -0.041(4) -0.034(4) C11 0.039(2) 0.052(2) 0.041(2) -0.0038(18) -0.0039(17) -0.0024(19) C12 0.060(3) 0.049(2) 0.056(2) -0.0024(19) 0.006(2) 0.002(2) C13 0.088(4) 0.051(3) 0.077(3) 0.001(2) -0.007(3) 0.001(3) C14 0.109(5) 0.058(3) 0.064(3) 0.015(2) -0.014(3) -0.023(3) C15 0.078(3) 0.094(4) 0.051(3) 0.007(3) 0.000(2) -0.030(3) C16 0.053(3) 0.073(3) 0.050(2) -0.006(2) 0.004(2) -0.012(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 C2 2.119(4) . ? Sn1 C1 2.121(4) . ? Sn1 C3 2.147(4) . ? Sn1 O1 2.309(3) 3 ? Sn1 Br1 2.7211(5) . ? P1 O1 1.492(3) . ? P1 C11 1.791(4) . ? P1 C4 1.801(4) . ? P1 C5 1.805(4) . ? O1 Sn1 2.309(3) 3_455 ? C3 C4 1.516(5) . ? C5 C10 1.348(6) . ? C5 C6 1.372(6) . ? C6 C7 1.398(8) . ? C7 C8 1.339(8) . ? C8 C9 1.319(8) . ? C9 C10 1.384(7) . ? C11 C12 1.386(5) . ? C11 C16 1.388(6) . ? C12 C13 1.377(6) . ? C13 C14 1.338(7) . ? C14 C15 1.368(7) . ? C15 C16 1.373(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Sn1 C1 121.3(2) . . ? C2 Sn1 C3 117.1(2) . . ? C1 Sn1 C3 120.59(19) . . ? C2 Sn1 O1 89.32(15) . 3 ? C1 Sn1 O1 86.48(15) . 3 ? C3 Sn1 O1 84.60(13) . 3 ? C2 Sn1 Br1 93.89(14) . . ? C1 Sn1 Br1 93.40(13) . . ? C3 Sn1 Br1 92.29(11) . . ? O1 Sn1 Br1 176.30(8) 3 . ? O1 P1 C11 111.71(17) . . ? O1 P1 C4 112.74(19) . . ? C11 P1 C4 108.12(19) . . ? O1 P1 C5 110.78(18) . . ? C11 P1 C5 107.11(18) . . ? C4 P1 C5 106.06(17) . . ? P1 O1 Sn1 170.4(2) . 3_455 ? C4 C3 Sn1 114.0(2) . . ? C3 C4 P1 112.9(2) . . ? C10 C5 C6 117.3(4) . . ? C10 C5 P1 123.7(3) . . ? C6 C5 P1 119.0(4) . . ? C5 C6 C7 118.8(5) . . ? C8 C7 C6 121.4(5) . . ? C9 C8 C7 120.5(5) . . ? C8 C9 C10 118.7(6) . . ? C5 C10 C9 123.2(5) . . ? C12 C11 C16 118.4(4) . . ? C12 C11 P1 122.4(3) . . ? C16 C11 P1 119.2(3) . . ? C13 C12 C11 119.7(4) . . ? C14 C13 C12 121.5(5) . . ? C13 C14 C15 119.7(4) . . ? C14 C15 C16 120.5(5) . . ? C15 C16 C11 120.1(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 C2 Sn1 C3 C4 43.6(4) . . . . ? C1 Sn1 C3 C4 -147.2(3) . . . . ? O1 Sn1 C3 C4 130.1(3) 3 . . . ? Br1 Sn1 C3 C4 -51.9(3) . . . . ? Sn1 C3 C4 P1 175.3(2) . . . . ? O1 P1 C4 C3 64.2(4) . . . . ? C11 P1 C4 C3 -59.7(3) . . . . ? C5 P1 C4 C3 -174.4(3) . . . . ? O1 P1 C5 C10 -132.2(5) . . . . ? C11 P1 C5 C10 -10.1(5) . . . . ? C4 P1 C5 C10 105.2(5) . . . . ? O1 P1 C5 C6 49.7(4) . . . . ? C11 P1 C5 C6 171.8(4) . . . . ? C4 P1 C5 C6 -72.9(4) . . . . ? C10 C5 C6 C7 -0.2(8) . . . . ? P1 C5 C6 C7 178.0(4) . . . . ? C5 C6 C7 C8 3.1(9) . . . . ? C6 C7 C8 C9 -4.2(10) . . . . ? C7 C8 C9 C10 2.4(11) . . . . ? C6 C5 C10 C9 -1.5(9) . . . . ? P1 C5 C10 C9 -179.6(5) . . . . ? C8 C9 C10 C5 0.5(12) . . . . ? O1 P1 C11 C12 -154.9(3) . . . . ? C4 P1 C11 C12 -30.3(4) . . . . ? C5 P1 C11 C12 83.6(4) . . . . ? O1 P1 C11 C16 26.7(4) . . . . ? C4 P1 C11 C16 151.3(3) . . . . ? C5 P1 C11 C16 -94.8(3) . . . . ? C16 C11 C12 C13 0.4(6) . . . . ? P1 C11 C12 C13 -178.0(4) . . . . ? C11 C12 C13 C14 -1.2(7) . . . . ? C12 C13 C14 C15 2.3(8) . . . . ? C13 C14 C15 C16 -2.5(8) . . . . ? C14 C15 C16 C11 1.8(7) . . . . ? C12 C11 C16 C15 -0.7(6) . . . . ? P1 C11 C16 C15 177.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.424 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.054 # 'Linear' torsion angles excluded as per PLAT_017 levelC alerts # C11 P1 O1 Sn1 71.5(13) . . . 3_455 ? # C4 P1 O1 Sn1 -50.5(13) . . . 3_455 ? # C5 P1 O1 Sn1 -169.2(12) . . . 3_455 ? #===END data_iprt _database_code_CSD 167275 _publ_requested_journal test # Polymeric(2: X = I) recryst. ex EtOH [301(2)K data] _audit_creation_method SHELXL-97 _chemical_name_systematic ; Catena[iododimethyl(2-diphenylphosphinoethyl)stannane] ; _chemical_name_common ? _chemical_formula_moiety 'C16 H20 I O P Sn' _chemical_formula_sum 'C16 H20 I O P Sn' _chemical_formula_weight 504.88 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' 'I' 'I' -0.4742 1.8119 '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' '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 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.7840(4) _cell_length_b 11.9471(5) _cell_length_c 14.2380(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1834.39(13) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 7413 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 44.9 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.828 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 3.157 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS: Bruker, 1999)' _exptl_absorpt_correction_T_min 0.6127 _exptl_absorpt_correction_T_max 0.8619 _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11013 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3222 _reflns_number_gt 3080 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1999)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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. H in calculated positions and refined with a riding model. ; _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^)+(0.0258P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 3222 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0202 _refine_ls_R_factor_gt 0.0185 _refine_ls_wR_factor_ref 0.0436 _refine_ls_wR_factor_gt 0.0430 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn1 Sn 0.159883(19) 0.151497(19) -0.093229(16) 0.03631(7) Uani 1 d . . . I1 I 0.12256(3) -0.02802(3) -0.23616(2) 0.06157(10) Uani 1 d . . . P1 P -0.28192(8) 0.12557(7) -0.08688(7) 0.0379(2) Uani 1 d . . . O1 O -0.3255(3) 0.2138(2) -0.0199(2) 0.0570(7) Uani 1 d . . . C1 C 0.3002(4) 0.0583(4) -0.0229(3) 0.0660(13) Uani 1 d . . . H1A H 0.3791 0.0937 -0.0324 0.099 Uiso 1 calc R . . H1B H 0.3027 -0.0164 -0.0478 0.099 Uiso 1 calc R . . H1C H 0.2820 0.0554 0.0430 0.099 Uiso 1 calc R . . C2 C 0.2083(5) 0.2720(4) -0.1954(3) 0.0684(14) Uani 1 d . . . H2A H 0.2479 0.3344 -0.1654 0.103 Uiso 1 calc R . . H2B H 0.1349 0.2970 -0.2272 0.103 Uiso 1 calc R . . H2C H 0.2643 0.2391 -0.2401 0.103 Uiso 1 calc R . . C3 C -0.0287(3) 0.1375(3) -0.0479(3) 0.0451(9) Uani 1 d . . . H3A H -0.0395 0.0656 -0.0171 0.054 Uiso 1 calc R . . H3B H -0.0447 0.1952 -0.0015 0.054 Uiso 1 calc R . . C4 C -0.1251(3) 0.1477(3) -0.1264(2) 0.0421(8) Uani 1 d . . . H4A H -0.1061 0.0935 -0.1750 0.050 Uiso 1 calc R . . H4B H -0.1191 0.2217 -0.1541 0.050 Uiso 1 calc R . . C5 C -0.3759(3) 0.1240(3) -0.1912(3) 0.0418(8) Uani 1 d . . . C6 C -0.3964(5) 0.2224(4) -0.2392(4) 0.0735(13) Uani 1 d . . . H6 H -0.3635 0.2892 -0.2166 0.088 Uiso 1 calc R . . C7 C -0.4665(6) 0.2220(5) -0.3214(4) 0.0869(17) Uani 1 d . . . H7 H -0.4800 0.2886 -0.3535 0.104 Uiso 1 calc R . . C8 C -0.5145(5) 0.1264(5) -0.3545(4) 0.0766(15) Uani 1 d . . . H8 H -0.5610 0.1273 -0.4094 0.092 Uiso 1 calc R . . C9 C -0.4960(7) 0.0295(6) -0.3089(4) 0.101(2) Uani 1 d . . . H9 H -0.5298 -0.0367 -0.3318 0.121 Uiso 1 calc R . . C10 C -0.4265(5) 0.0293(4) -0.2281(4) 0.0803(15) Uani 1 d . . . H10 H -0.4134 -0.0384 -0.1973 0.096 Uiso 1 calc R . . C11 C -0.2885(3) -0.0113(3) -0.0348(2) 0.0397(8) Uani 1 d . . . C12 C -0.2184(4) -0.0999(3) -0.0689(3) 0.0522(10) Uani 1 d . . . H12 H -0.1643 -0.0890 -0.1189 0.063 Uiso 1 calc R . . C13 C -0.2296(5) -0.2043(4) -0.0280(4) 0.0679(13) Uani 1 d . . . H13 H -0.1821 -0.2634 -0.0507 0.081 Uiso 1 calc R . . C14 C -0.3090(5) -0.2223(4) 0.0451(3) 0.0699(13) Uani 1 d . . . H14 H -0.3149 -0.2929 0.0724 0.084 Uiso 1 calc R . . C15 C -0.3802(5) -0.1351(4) 0.0782(3) 0.0697(13) Uani 1 d . . . H15 H -0.4353 -0.1475 0.1274 0.084 Uiso 1 calc R . . C16 C -0.3708(4) -0.0308(4) 0.0397(3) 0.0539(10) Uani 1 d . . . H16 H -0.4191 0.0275 0.0630 0.065 Uiso 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 0.03253(11) 0.03967(12) 0.03674(12) 0.00041(11) -0.00155(10) 0.00138(10) I1 0.06585(18) 0.06394(17) 0.05493(17) -0.02498(14) -0.00804(13) 0.01436(13) P1 0.0331(4) 0.0394(5) 0.0412(5) -0.0082(4) 0.0035(4) 0.0002(3) O1 0.0541(17) 0.0537(16) 0.0633(18) -0.0227(13) 0.0079(14) 0.0057(14) C1 0.062(3) 0.066(3) 0.069(3) -0.008(2) -0.025(2) 0.023(2) C2 0.090(4) 0.059(3) 0.056(3) 0.018(2) 0.018(2) -0.002(2) C3 0.0380(18) 0.058(2) 0.0394(19) -0.0070(18) 0.0017(15) -0.0059(18) C4 0.0356(17) 0.0444(19) 0.0462(19) -0.0017(16) 0.0036(14) -0.0022(17) C5 0.0340(18) 0.045(2) 0.046(2) -0.0036(15) 0.0022(15) 0.0030(15) C6 0.080(3) 0.053(3) 0.088(4) 0.001(3) -0.021(3) 0.009(2) C7 0.096(4) 0.081(4) 0.084(4) 0.020(3) -0.018(3) 0.030(3) C8 0.069(3) 0.101(4) 0.060(3) -0.005(3) -0.018(2) 0.009(3) C9 0.133(5) 0.089(4) 0.080(4) 0.013(3) -0.049(4) -0.030(4) C10 0.113(4) 0.059(3) 0.070(3) 0.004(2) -0.034(3) -0.021(3) C11 0.0389(18) 0.042(2) 0.0380(19) -0.0029(15) -0.0017(15) -0.0054(15) C12 0.058(2) 0.046(2) 0.052(3) -0.0032(18) 0.0071(19) 0.0029(18) C13 0.074(3) 0.055(3) 0.075(3) 0.000(2) -0.008(3) 0.009(2) C14 0.092(4) 0.060(3) 0.058(3) 0.015(2) -0.011(3) -0.017(3) C15 0.079(3) 0.081(3) 0.049(3) 0.007(2) 0.008(2) -0.027(3) C16 0.052(2) 0.066(3) 0.043(2) -0.005(2) 0.0030(18) -0.011(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 C2 2.112(4) . ? Sn1 C1 2.129(4) . ? Sn1 C3 2.141(3) . ? Sn1 O1 2.282(3) 3 ? Sn1 I1 2.9838(4) . ? P1 O1 1.497(3) . ? P1 C11 1.796(4) . ? P1 C5 1.799(4) . ? P1 C4 1.801(3) . ? O1 Sn1 2.282(3) 3_455 ? C3 C4 1.532(5) . ? C5 C10 1.362(6) . ? C5 C6 1.378(6) . ? C6 C7 1.393(7) . ? C7 C8 1.339(8) . ? C8 C9 1.343(8) . ? C9 C10 1.373(7) . ? C11 C12 1.388(5) . ? C11 C16 1.403(5) . ? C12 C13 1.382(6) . ? C13 C14 1.365(7) . ? C14 C15 1.377(7) . ? C15 C16 1.366(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Sn1 C1 120.3(2) . . ? C2 Sn1 C3 119.76(18) . . ? C1 Sn1 C3 119.50(18) . . ? C2 Sn1 O1 89.34(16) . 3 ? C1 Sn1 O1 89.32(15) . 3 ? C3 Sn1 O1 84.72(12) . 3 ? C2 Sn1 I1 93.06(14) . . ? C1 Sn1 I1 92.31(13) . . ? C3 Sn1 I1 91.23(10) . . ? O1 Sn1 I1 175.92(8) 3 . ? O1 P1 C11 111.44(17) . . ? O1 P1 C5 110.89(16) . . ? C11 P1 C5 108.00(16) . . ? O1 P1 C4 112.97(18) . . ? C11 P1 C4 107.42(17) . . ? C5 P1 C4 105.81(17) . . ? P1 O1 Sn1 165.40(19) . 3_455 ? C4 C3 Sn1 114.7(2) . . ? C3 C4 P1 113.4(3) . . ? C10 C5 C6 117.0(4) . . ? C10 C5 P1 123.6(3) . . ? C6 C5 P1 119.4(3) . . ? C5 C6 C7 120.0(5) . . ? C8 C7 C6 120.6(5) . . ? C7 C8 C9 120.6(5) . . ? C8 C9 C10 119.1(5) . . ? C5 C10 C9 122.7(5) . . ? C12 C11 C16 118.8(4) . . ? C12 C11 P1 121.9(3) . . ? C16 C11 P1 119.2(3) . . ? C13 C12 C11 119.6(4) . . ? C14 C13 C12 121.2(5) . . ? C13 C14 C15 119.4(4) . . ? C16 C15 C14 120.8(4) . . ? C15 C16 C11 120.1(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 C11 P1 O1 Sn1 88.5(8) . . . 3_455 ? C5 P1 O1 Sn1 -151.1(8) . . . 3_455 ? C4 P1 O1 Sn1 -32.5(8) . . . 3_455 ? C2 Sn1 C3 C4 40.8(3) . . . . ? C1 Sn1 C3 C4 -146.8(3) . . . . ? O1 Sn1 C3 C4 127.0(3) 3 . . . ? I1 Sn1 C3 C4 -53.4(3) . . . . ? Sn1 C3 C4 P1 175.84(19) . . . . ? O1 P1 C4 C3 65.5(3) . . . . ? C11 P1 C4 C3 -57.9(3) . . . . ? C5 P1 C4 C3 -173.0(3) . . . . ? O1 P1 C5 C10 -130.8(4) . . . . ? C11 P1 C5 C10 -8.4(4) . . . . ? C4 P1 C5 C10 106.4(4) . . . . ? O1 P1 C5 C6 51.1(4) . . . . ? C11 P1 C5 C6 173.5(3) . . . . ? C4 P1 C5 C6 -71.7(4) . . . . ? C10 C5 C6 C7 0.2(7) . . . . ? P1 C5 C6 C7 178.4(4) . . . . ? C5 C6 C7 C8 0.1(9) . . . . ? C6 C7 C8 C9 0.0(9) . . . . ? C7 C8 C9 C10 -0.4(10) . . . . ? C6 C5 C10 C9 -0.5(9) . . . . ? P1 C5 C10 C9 -178.7(5) . . . . ? C8 C9 C10 C5 0.7(11) . . . . ? O1 P1 C11 C12 -158.9(3) . . . . ? C5 P1 C11 C12 79.1(3) . . . . ? C4 P1 C11 C12 -34.6(4) . . . . ? O1 P1 C11 C16 24.0(3) . . . . ? C5 P1 C11 C16 -98.0(3) . . . . ? C4 P1 C11 C16 148.3(3) . . . . ? C16 C11 C12 C13 -1.0(6) . . . . ? P1 C11 C12 C13 -178.1(3) . . . . ? C11 C12 C13 C14 0.4(7) . . . . ? C12 C13 C14 C15 0.7(7) . . . . ? C13 C14 C15 C16 -1.0(7) . . . . ? C14 C15 C16 C11 0.4(7) . . . . ? C12 C11 C16 C15 0.7(6) . . . . ? P1 C11 C16 C15 177.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.660 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.054 #===END