# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H32 Ni O2 P2 S2' _chemical_formula_sum 'C34 H32 Ni O2 P2 S2' _chemical_formula_weight 657.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.9151(12) _cell_length_b 12.7964(11) _cell_length_c 20.0546(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3057.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9962 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 30.02 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.428 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.907 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6599 _exptl_absorpt_correction_T_max 0.9393 _exptl_absorpt_process_details multi-scan _exptl_special_details ; Bruker APEX-II, Bruker AXS, Wisconsin, USA ; _diffrn_ambient_temperature 150(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 APEX-II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20051 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0561 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 30.03 _reflns_number_total 8721 _reflns_number_gt 8047 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Structure solved by direct methods to reveal all non-H atoms. H atoms added at calculated positions and refined with a riding model. Initial structure had wrong absolute configuration. Structure inverted and refined with a small twin component (9%), permitting the absolute configuration for this crystal to be assigned as 'S'. Other crystals were not examined but it is likely that the sample contains a mixture of both R and S isomers as well as more severely twinned crystals. All non-H atoms refined anisotropically. ; _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^)+(0.0300P)^2^+1.5887P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.094(10) _refine_ls_number_reflns 8721 _refine_ls_number_parameters 373 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.0903 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.37831(3) 0.08425(2) 0.833169(15) 0.01223(7) Uani 1 1 d . . . P2 P 0.53275(6) 0.17217(5) 0.84052(3) 0.01384(12) Uani 1 1 d . . . S1 S 0.21573(5) 0.01013(5) 0.84010(3) 0.01565(12) Uani 1 1 d . . . P1 P 0.30888(6) 0.21938(5) 0.78287(3) 0.01356(13) Uani 1 1 d . . . S2 S 0.46483(6) -0.05327(5) 0.86695(3) 0.01625(13) Uani 1 1 d . . . C12 C 0.1604(2) -0.18903(19) 0.88114(12) 0.0154(5) Uani 1 1 d . . . H12 H 0.0844 -0.1700 0.8736 0.019 Uiso 1 1 calc R . . C13 C 0.1859(2) -0.28783(19) 0.90467(12) 0.0162(5) Uani 1 1 d . . . C14 C 0.2986(2) -0.31823(19) 0.91288(13) 0.0165(5) Uani 1 1 d . . . C15 C 0.3831(2) -0.24712(18) 0.90101(12) 0.0158(5) Uani 1 1 d . . . H15 H 0.4592 -0.2670 0.9072 0.019 Uiso 1 1 calc R . . C16 C 0.3570(2) -0.14458(18) 0.87966(11) 0.0131(5) Uani 1 1 d . . . C11 C 0.2465(2) -0.11676(19) 0.86831(12) 0.0128(5) Uani 1 1 d . . . C18 C 0.4280(3) -0.4549(2) 0.93591(17) 0.0302(7) Uani 1 1 d . . . H18A H 0.4690 -0.4155 0.9700 0.045 Uiso 1 1 calc R . . H18B H 0.4635 -0.4440 0.8924 0.045 Uiso 1 1 calc R . . H18C H 0.4294 -0.5294 0.9470 0.045 Uiso 1 1 calc R . . C17 C -0.0045(2) -0.3299(2) 0.92880(18) 0.0310(7) Uani 1 1 d . . . H17A H -0.0357 -0.3146 0.8847 0.047 Uiso 1 1 calc R . . H17B H -0.0074 -0.2668 0.9565 0.047 Uiso 1 1 calc R . . H17C H -0.0483 -0.3855 0.9500 0.047 Uiso 1 1 calc R . . O14 O 0.31463(17) -0.41957(15) 0.93342(10) 0.0247(4) Uani 1 1 d . . . O13 O 0.10869(17) -0.36272(15) 0.92197(11) 0.0266(4) Uani 1 1 d . . . C21 C 0.1752(2) 0.27783(19) 0.80583(13) 0.0183(5) Uani 1 1 d . . . C26 C 0.0773(3) 0.2543(3) 0.77152(15) 0.0291(7) Uani 1 1 d . . . H26 H 0.0787 0.2040 0.7367 0.035 Uiso 1 1 calc R . . C25 C -0.0234(3) 0.3042(3) 0.78796(18) 0.0404(9) Uani 1 1 d . . . H25 H -0.0900 0.2885 0.7639 0.048 Uiso 1 1 calc R . . C24 C -0.0261(3) 0.3759(3) 0.8388(2) 0.0436(9) Uani 1 1 d . . . H24 H -0.0941 0.4112 0.8491 0.052 Uiso 1 1 calc R . . C22 C 0.1698(3) 0.3483(2) 0.85907(16) 0.0302(7) Uani 1 1 d . . . H22 H 0.2355 0.3629 0.8843 0.036 Uiso 1 1 calc R . . C23 C 0.0701(3) 0.3969(2) 0.8753(2) 0.0405(9) Uani 1 1 d . . . H23 H 0.0674 0.4448 0.9114 0.049 Uiso 1 1 calc R . . C31 C 0.2970(2) 0.1929(2) 0.69327(12) 0.0153(5) Uani 1 1 d . . . C32 C 0.2947(2) 0.2742(2) 0.64745(13) 0.0216(5) Uani 1 1 d . . . H32 H 0.2981 0.3445 0.6625 0.026 Uiso 1 1 calc R . . C34 C 0.2818(3) 0.1516(2) 0.55771(13) 0.0251(6) Uani 1 1 d . . . H34 H 0.2773 0.1373 0.5113 0.030 Uiso 1 1 calc R . . C36 C 0.2916(2) 0.0898(2) 0.67090(13) 0.0217(5) Uani 1 1 d . . . H36 H 0.2940 0.0336 0.7018 0.026 Uiso 1 1 calc R . . C33 C 0.2874(3) 0.2531(2) 0.57984(14) 0.0256(6) Uani 1 1 d . . . H33 H 0.2864 0.3090 0.5487 0.031 Uiso 1 1 calc R . . C35 C 0.2826(3) 0.0702(2) 0.60309(13) 0.0261(6) Uani 1 1 d . . . H35 H 0.2769 0.0002 0.5877 0.031 Uiso 1 1 calc R . . C41 C 0.5393(2) 0.23587(18) 0.92152(12) 0.0151(5) Uani 1 1 d . . . C44 C 0.5412(3) 0.3391(2) 1.04356(13) 0.0218(6) Uani 1 1 d . . . H44 H 0.5422 0.3735 1.0855 0.026 Uiso 1 1 calc R . . C45 C 0.6338(2) 0.3453(2) 1.00201(13) 0.0200(5) Uani 1 1 d . . . H45 H 0.6978 0.3843 1.0153 0.024 Uiso 1 1 calc R . . C42 C 0.4469(2) 0.2311(2) 0.96379(13) 0.0188(5) Uani 1 1 d . . . H42 H 0.3828 0.1917 0.9510 0.023 Uiso 1 1 calc R . . C46 C 0.6326(2) 0.2944(2) 0.94090(13) 0.0186(5) Uani 1 1 d . . . H46 H 0.6957 0.2995 0.9121 0.022 Uiso 1 1 calc R . . C43 C 0.4474(2) 0.2834(2) 1.02451(13) 0.0227(6) Uani 1 1 d . . . H43 H 0.3835 0.2807 1.0528 0.027 Uiso 1 1 calc R . . C51 C 0.6693(2) 0.11283(19) 0.82918(14) 0.0175(5) Uani 1 1 d . . . C53 C 0.8284(3) 0.0181(2) 0.87278(17) 0.0301(7) Uani 1 1 d . . . H53 H 0.8658 -0.0143 0.9092 0.036 Uiso 1 1 calc R . . C54 C 0.8781(3) 0.0187(2) 0.81044(18) 0.0343(7) Uani 1 1 d . . . H54 H 0.9499 -0.0121 0.8042 0.041 Uiso 1 1 calc R . . C52 C 0.7242(2) 0.0645(2) 0.88258(14) 0.0218(6) Uani 1 1 d . . . H52 H 0.6903 0.0635 0.9255 0.026 Uiso 1 1 calc R . . C55 C 0.8230(3) 0.0643(3) 0.75713(17) 0.0353(7) Uani 1 1 d . . . H55 H 0.8563 0.0635 0.7141 0.042 Uiso 1 1 calc R . . C56 C 0.7200(3) 0.1109(2) 0.76642(15) 0.0278(6) Uani 1 1 d . . . H56 H 0.6829 0.1421 0.7296 0.033 Uiso 1 1 calc R . . C57 C 0.5272(2) 0.2824(2) 0.78234(13) 0.0182(5) Uani 1 1 d . . . H57A H 0.5844 0.3353 0.7942 0.022 Uiso 1 1 calc R . . H57B H 0.5416 0.2583 0.7362 0.022 Uiso 1 1 calc R . . C58 C 0.4099(2) 0.32844(19) 0.78799(13) 0.0171(5) Uani 1 1 d . . . H58A H 0.3965 0.3788 0.7514 0.021 Uiso 1 1 calc R . . H58B H 0.4014 0.3656 0.8310 0.021 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01282(15) 0.01103(13) 0.01285(13) 0.00069(12) -0.00089(12) -0.00019(11) P2 0.0137(3) 0.0140(3) 0.0139(3) -0.0004(2) -0.0001(3) -0.0014(2) S1 0.0129(3) 0.0140(2) 0.0201(3) 0.0029(2) -0.0008(2) 0.0011(2) P1 0.0150(3) 0.0113(3) 0.0144(3) 0.0011(2) -0.0003(2) 0.0003(2) S2 0.0115(3) 0.0137(3) 0.0235(3) 0.0029(2) -0.0006(2) -0.0003(2) C12 0.0135(12) 0.0169(11) 0.0158(11) -0.0038(9) 0.0007(9) -0.0009(9) C13 0.0168(13) 0.0138(11) 0.0179(12) -0.0022(9) 0.0019(9) -0.0035(9) C14 0.0198(14) 0.0114(10) 0.0182(11) 0.0014(9) 0.0032(10) 0.0008(9) C15 0.0156(12) 0.0155(11) 0.0163(11) 0.0021(9) 0.0008(10) 0.0010(10) C16 0.0149(12) 0.0133(10) 0.0111(10) 0.0016(9) 0.0021(9) -0.0011(9) C11 0.0141(12) 0.0135(11) 0.0110(10) -0.0003(9) 0.0019(9) 0.0022(9) C18 0.0280(17) 0.0192(13) 0.0434(18) 0.0076(13) -0.0007(13) 0.0052(12) C17 0.0171(15) 0.0287(15) 0.0473(19) 0.0039(15) 0.0092(13) -0.0054(12) O14 0.0216(11) 0.0148(8) 0.0377(11) 0.0074(9) 0.0041(8) 0.0014(8) O13 0.0194(11) 0.0175(9) 0.0431(12) 0.0010(9) 0.0070(9) -0.0066(8) C21 0.0215(14) 0.0122(11) 0.0211(12) 0.0040(10) 0.0071(10) 0.0016(10) C26 0.0252(16) 0.0378(17) 0.0245(14) 0.0041(13) 0.0019(12) 0.0032(13) C25 0.0225(17) 0.055(2) 0.0432(19) 0.0204(17) 0.0061(15) 0.0087(16) C24 0.038(2) 0.0297(16) 0.063(2) 0.0212(18) 0.028(2) 0.0184(15) C22 0.0341(18) 0.0199(13) 0.0367(16) -0.0065(13) 0.0109(13) -0.0071(12) C23 0.047(2) 0.0187(14) 0.056(2) -0.0051(15) 0.0281(18) 0.0000(13) C31 0.0117(12) 0.0201(12) 0.0141(10) -0.0005(9) 0.0003(9) 0.0019(9) C32 0.0218(14) 0.0201(12) 0.0229(13) 0.0023(10) -0.0043(11) -0.0021(11) C34 0.0223(15) 0.0404(17) 0.0127(11) -0.0004(11) 0.0000(10) -0.0010(13) C36 0.0295(15) 0.0178(11) 0.0179(11) 0.0005(11) 0.0021(11) 0.0049(11) C33 0.0263(16) 0.0318(15) 0.0187(12) 0.0103(11) -0.0041(11) -0.0051(12) C35 0.0326(17) 0.0243(14) 0.0214(13) -0.0071(11) 0.0038(12) 0.0035(12) C41 0.0187(13) 0.0119(10) 0.0146(10) -0.0005(9) -0.0039(10) 0.0015(9) C44 0.0294(16) 0.0216(13) 0.0145(11) -0.0032(10) -0.0029(11) 0.0043(12) C45 0.0205(14) 0.0166(11) 0.0230(12) -0.0002(10) -0.0097(11) -0.0006(10) C42 0.0172(13) 0.0176(12) 0.0217(12) 0.0005(10) -0.0018(10) -0.0039(10) C46 0.0141(13) 0.0192(12) 0.0223(12) 0.0006(10) -0.0031(10) 0.0014(10) C43 0.0221(15) 0.0274(14) 0.0185(12) 0.0014(11) 0.0058(10) 0.0004(11) C51 0.0136(12) 0.0153(11) 0.0236(12) -0.0053(10) 0.0021(10) -0.0017(9) C53 0.0228(16) 0.0216(13) 0.0459(18) -0.0081(14) -0.0105(14) 0.0038(12) C54 0.0208(16) 0.0219(14) 0.060(2) -0.0135(14) 0.0044(16) 0.0012(12) C52 0.0195(14) 0.0195(13) 0.0264(13) -0.0046(11) -0.0053(11) 0.0004(10) C55 0.0318(18) 0.0348(17) 0.0394(18) -0.0130(15) 0.0117(14) 0.0007(14) C56 0.0277(16) 0.0303(16) 0.0253(14) -0.0023(12) 0.0043(12) 0.0032(12) C57 0.0213(14) 0.0169(11) 0.0165(11) 0.0027(10) -0.0007(10) -0.0049(10) C58 0.0181(13) 0.0129(11) 0.0203(12) 0.0014(10) -0.0011(10) -0.0027(9) _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 Ni1 S2 2.1490(7) . ? Ni1 S1 2.1613(7) . ? Ni1 P2 2.1619(7) . ? Ni1 P1 2.1661(7) . ? P2 C51 1.810(3) . ? P2 C41 1.819(2) . ? P2 C57 1.832(3) . ? S1 C11 1.758(2) . ? P1 C21 1.819(3) . ? P1 C31 1.834(2) . ? P1 C58 1.846(3) . ? S2 C16 1.755(3) . ? C12 C13 1.383(4) . ? C12 C11 1.404(3) . ? C12 H12 0.9500 . ? C13 O13 1.373(3) . ? C13 C14 1.408(4) . ? C14 O14 1.374(3) . ? C14 C15 1.377(4) . ? C15 C16 1.415(3) . ? C15 H15 0.9500 . ? C16 C11 1.383(3) . ? C18 O14 1.425(4) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C17 O13 1.419(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C21 C26 1.387(4) . ? C21 C22 1.399(4) . ? C26 C25 1.399(5) . ? C26 H26 0.9500 . ? C25 C24 1.372(6) . ? C25 H25 0.9500 . ? C24 C23 1.386(6) . ? C24 H24 0.9500 . ? C22 C23 1.380(5) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C31 C32 1.388(4) . ? C31 C36 1.395(4) . ? C32 C33 1.385(4) . ? C32 H32 0.9500 . ? C34 C33 1.375(4) . ? C34 C35 1.383(4) . ? C34 H34 0.9500 . ? C36 C35 1.387(4) . ? C36 H36 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C41 C42 1.391(4) . ? C41 C46 1.396(4) . ? C44 C43 1.380(4) . ? C44 C45 1.385(4) . ? C44 H44 0.9500 . ? C45 C46 1.388(4) . ? C45 H45 0.9500 . ? C42 C43 1.390(4) . ? C42 H42 0.9500 . ? C46 H46 0.9500 . ? C43 H43 0.9500 . ? C51 C56 1.396(4) . ? C51 C52 1.398(4) . ? C53 C54 1.383(5) . ? C53 C52 1.391(4) . ? C53 H53 0.9500 . ? C54 C55 1.384(5) . ? C54 H54 0.9500 . ? C52 H52 0.9500 . ? C55 C56 1.377(4) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C57 C58 1.521(4) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 H58A 0.9900 . ? C58 H58B 0.9900 . ? 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 S2 Ni1 S1 92.88(3) . . ? S2 Ni1 P2 89.79(3) . . ? S1 Ni1 P2 170.71(3) . . ? S2 Ni1 P1 169.63(3) . . ? S1 Ni1 P1 92.18(3) . . ? P2 Ni1 P1 86.64(3) . . ? C51 P2 C41 105.15(12) . . ? C51 P2 C57 105.98(13) . . ? C41 P2 C57 103.03(11) . . ? C51 P2 Ni1 122.57(8) . . ? C41 P2 Ni1 109.32(9) . . ? C57 P2 Ni1 109.07(9) . . ? C11 S1 Ni1 103.84(9) . . ? C21 P1 C31 104.87(12) . . ? C21 P1 C58 104.26(12) . . ? C31 P1 C58 104.15(12) . . ? C21 P1 Ni1 123.01(9) . . ? C31 P1 Ni1 109.76(8) . . ? C58 P1 Ni1 109.18(9) . . ? C16 S2 Ni1 103.88(9) . . ? C13 C12 C11 120.3(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? O13 C13 C12 125.3(2) . . ? O13 C13 C14 114.6(2) . . ? C12 C13 C14 120.1(2) . . ? O14 C14 C15 125.0(2) . . ? O14 C14 C13 115.3(2) . . ? C15 C14 C13 119.6(2) . . ? C14 C15 C16 120.3(2) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C11 C16 C15 119.8(2) . . ? C11 C16 S2 120.11(18) . . ? C15 C16 S2 120.1(2) . . ? C16 C11 C12 119.7(2) . . ? C16 C11 S1 119.29(18) . . ? C12 C11 S1 121.00(19) . . ? O14 C18 H18A 109.5 . . ? O14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O13 C17 H17A 109.5 . . ? O13 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O13 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 O14 C18 116.2(2) . . ? C13 O13 C17 117.0(2) . . ? C26 C21 C22 118.7(3) . . ? C26 C21 P1 121.4(2) . . ? C22 C21 P1 119.9(2) . . ? C21 C26 C25 120.3(3) . . ? C21 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C24 C25 C26 120.0(4) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C24 C23 120.2(3) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C23 C22 C21 120.6(3) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C24 120.0(3) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C32 C31 C36 119.7(2) . . ? C32 C31 P1 120.8(2) . . ? C36 C31 P1 119.56(19) . . ? C33 C32 C31 120.2(3) . . ? C33 C32 H32 119.9 . . ? C31 C32 H32 119.9 . . ? C33 C34 C35 119.9(2) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C35 C36 C31 119.3(3) . . ? C35 C36 H36 120.3 . . ? C31 C36 H36 120.3 . . ? C34 C33 C32 120.2(3) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C34 C35 C36 120.6(3) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C42 C41 C46 119.0(2) . . ? C42 C41 P2 119.3(2) . . ? C46 C41 P2 121.6(2) . . ? C43 C44 C45 120.5(2) . . ? C43 C44 H44 119.7 . . ? C45 C44 H44 119.7 . . ? C44 C45 C46 119.8(3) . . ? C44 C45 H45 120.1 . . ? C46 C45 H45 120.1 . . ? C43 C42 C41 120.6(2) . . ? C43 C42 H42 119.7 . . ? C41 C42 H42 119.7 . . ? C45 C46 C41 120.4(3) . . ? C45 C46 H46 119.8 . . ? C41 C46 H46 119.8 . . ? C44 C43 C42 119.7(3) . . ? C44 C43 H43 120.1 . . ? C42 C43 H43 120.1 . . ? C56 C51 C52 118.7(3) . . ? C56 C51 P2 120.6(2) . . ? C52 C51 P2 120.6(2) . . ? C54 C53 C52 120.5(3) . . ? C54 C53 H53 119.8 . . ? C52 C53 H53 119.8 . . ? C53 C54 C55 119.9(3) . . ? C53 C54 H54 120.1 . . ? C55 C54 H54 120.1 . . ? C53 C52 C51 119.8(3) . . ? C53 C52 H52 120.1 . . ? C51 C52 H52 120.1 . . ? C56 C55 C54 120.0(3) . . ? C56 C55 H55 120.0 . . ? C54 C55 H55 120.0 . . ? C55 C56 C51 121.0(3) . . ? C55 C56 H56 119.5 . . ? C51 C56 H56 119.5 . . ? C58 C57 P2 106.49(18) . . ? C58 C57 H57A 110.4 . . ? P2 C57 H57A 110.4 . . ? C58 C57 H57B 110.4 . . ? P2 C57 H57B 110.4 . . ? H57A C57 H57B 108.6 . . ? C57 C58 P1 107.59(17) . . ? C57 C58 H58A 110.2 . . ? P1 C58 H58A 110.2 . . ? C57 C58 H58B 110.2 . . ? P1 C58 H58B 110.2 . . ? H58A C58 H58B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.527 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.086 _database_code_depnum_ccdc_archive 'CCDC 965075' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H32 O2 P2 Pd S2, C H2 Cl2' _chemical_formula_sum 'C35 H34 Cl2 O2 P2 Pd S2' _chemical_formula_weight 789.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I-42d _symmetry_space_group_name_Hall 'I -4 2bw' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y, -z+3/4' 'x+1/2, -y, -z+3/4' '-y+1/2, -x, z+3/4' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' '-x+1, y+1/2, -z+5/4' 'x+1, -y+1/2, -z+5/4' '-y+1, -x+1/2, z+5/4' 'y+1, x+1/2, z+5/4' _cell_length_a 20.8660(21) _cell_length_b 20.8660(21) _cell_length_c 15.5435(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6767.5(15) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9575 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 27.93 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3216 _exptl_absorpt_coefficient_mu 0.956 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8318 _exptl_absorpt_correction_T_max 0.8778 _exptl_absorpt_process_details multi-scan _exptl_special_details ; Bruker APEX-II, Bruker AXS, Wisconsin, USA ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 32531 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2984 _reflns_number_gt 2896 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The structure was solved by direct methods with remaining non-H atoms located in subsequent difference map. Note that the molecule lies on a 2-fold rotation axis such that Z' = 0.5. H atoms were added at calculated positions and refined with a riding model. The CH2Cl2 solvent molecule was also located about a special position. Whilst the U(ij) for the unique Cl atom indicated some slight disorder, no attempt to model this was included. The Flack parameter indicated potential merohedral twin and a twin law was applied in the latter stages of refinement (0 1 0 1 0 0 0 0 -1). The twin refinement revealed a ca 50:50 twin such that the absolute structure is not meaningful. ; _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^)+(0.0335P)^2^+8.6391P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_number_reflns 4126 _refine_ls_number_parameters 205 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0325 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0688 _refine_ls_wR_factor_gt 0.0666 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.938756(11) 0.2500 0.1250 0.01485(7) Uani 1 2 d S . . S1 S 0.86012(3) 0.24468(4) 0.02176(4) 0.01954(14) Uani 1 1 d . . . O1 O 0.61304(8) 0.25174(11) 0.04249(11) 0.0217(4) Uani 1 1 d . . . C1 C 0.78844(10) 0.24979(14) 0.08037(14) 0.0154(4) Uani 1 1 d . . . C2 C 0.72988(10) 0.25185(14) 0.03606(14) 0.0168(4) Uani 1 1 d . . . H2 H 0.7298 0.2536 -0.0250 0.020 Uiso 1 1 calc R . . P3 P 1.01912(3) 0.24478(4) 0.02644(4) 0.01661(13) Uani 1 1 d . . . C3 C 0.67264(11) 0.25143(15) 0.07959(14) 0.0163(4) Uani 1 1 d . . . C4 C 0.61143(13) 0.2512(2) -0.04914(16) 0.0311(6) Uani 1 1 d . . . H4A H 0.6330 0.2896 -0.0712 0.047 Uiso 1 1 calc R . . H4B H 0.5668 0.2509 -0.0688 0.047 Uiso 1 1 calc R . . H4C H 0.6334 0.2129 -0.0705 0.047 Uiso 1 1 calc R . . C11 C 1.01707(13) 0.18214(14) -0.05475(18) 0.0198(6) Uani 1 1 d . . . C12 C 1.06005(16) 0.18409(13) -0.1229(2) 0.0355(7) Uani 1 1 d . . . H12 H 1.0899 0.2184 -0.1272 0.043 Uiso 1 1 calc R . . C13 C 1.0595(2) 0.13661(17) -0.1839(2) 0.0498(10) Uani 1 1 d . . . H13 H 1.0892 0.1379 -0.2303 0.060 Uiso 1 1 calc R . . C14 C 1.0157(2) 0.08661(16) -0.1781(2) 0.0443(9) Uani 1 1 d . . . H14 H 1.0146 0.0544 -0.2212 0.053 Uiso 1 1 calc R . . C15 C 0.97392(16) 0.08401(15) -0.1095(2) 0.0370(8) Uani 1 1 d . . . H15 H 0.9448 0.0492 -0.1043 0.044 Uiso 1 1 calc R . . C16 C 0.97437(15) 0.13210(14) -0.0480(2) 0.0263(6) Uani 1 1 d . . . H16 H 0.9452 0.1305 -0.0011 0.032 Uiso 1 1 calc R . . C21 C 1.03129(13) 0.31833(13) -0.03480(17) 0.0184(5) Uani 1 1 d . . . C22 C 0.97774(14) 0.35054(14) -0.0648(2) 0.0237(6) Uani 1 1 d . . . H22 H 0.9362 0.3364 -0.0484 0.028 Uiso 1 1 calc R . . C23 C 0.98424(14) 0.40287(14) -0.1181(2) 0.0298(6) Uani 1 1 d . . . H23 H 0.9471 0.4244 -0.1386 0.036 Uiso 1 1 calc R . . C24 C 1.04422(14) 0.42421(13) -0.14191(18) 0.0271(6) Uani 1 1 d . . . H24 H 1.0485 0.4599 -0.1794 0.033 Uiso 1 1 calc R . . C25 C 1.09801(14) 0.39346(14) -0.1111(2) 0.0307(7) Uani 1 1 d . . . H25 H 1.1394 0.4086 -0.1265 0.037 Uiso 1 1 calc R . . C26 C 1.09188(14) 0.34077(15) -0.0581(2) 0.0299(7) Uani 1 1 d . . . H26 H 1.1291 0.3197 -0.0373 0.036 Uiso 1 1 calc R . . C31 C 1.09413(12) 0.22952(13) 0.08416(17) 0.0210(6) Uani 1 1 d . . . H31A H 1.0974 0.1836 0.0993 0.025 Uiso 1 1 calc R . . H31B H 1.1312 0.2409 0.0475 0.025 Uiso 1 1 calc R . . Cl1 Cl 1.07020(10) 0.19880(7) -0.43825(10) 0.1143(7) Uani 1 1 d U . . C1S C 1.0274(2) 0.2500 -0.3750 0.070(2) Uani 1 2 d S . . H1S1 H 0.9993 0.2759 -0.4127 0.084 Uiso 0.50 1 calc PR . . H1S2 H 0.9993 0.2241 -0.3373 0.084 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01218(12) 0.01953(13) 0.01284(11) 0.00046(11) 0.000 0.000 S1 0.0139(3) 0.0324(4) 0.0124(3) -0.0009(3) 0.0009(2) -0.0020(3) O1 0.0142(8) 0.0338(10) 0.0173(8) -0.0010(10) -0.0038(6) 0.0009(9) C1 0.0169(11) 0.0138(10) 0.0155(11) 0.0030(11) 0.0010(9) 0.0007(12) C2 0.0186(11) 0.0184(11) 0.0133(10) -0.0009(11) 0.0000(8) 0.0010(11) P3 0.0143(3) 0.0209(3) 0.0146(3) 0.0020(3) 0.0011(2) 0.0013(3) C3 0.0156(11) 0.0172(11) 0.0160(11) -0.0006(11) -0.0030(8) -0.0001(11) C4 0.0221(13) 0.0548(18) 0.0164(12) 0.0024(16) -0.0069(10) -0.0030(16) C11 0.0226(14) 0.0199(13) 0.0169(13) 0.0036(11) -0.0003(10) 0.0083(11) C12 0.0455(17) 0.0272(14) 0.0339(15) -0.0005(15) 0.0187(18) -0.0049(13) C13 0.079(3) 0.0363(19) 0.0337(18) -0.0048(15) 0.029(2) -0.0007(19) C14 0.069(3) 0.0303(17) 0.0338(18) -0.0117(15) 0.0112(18) 0.0007(17) C15 0.0347(17) 0.0269(15) 0.049(2) -0.0109(15) 0.0037(15) 0.0000(13) C16 0.0252(15) 0.0254(14) 0.0283(16) -0.0017(12) 0.0045(12) 0.0019(12) C21 0.0184(13) 0.0204(13) 0.0164(13) -0.0015(11) 0.0017(11) 0.0011(10) C22 0.0181(13) 0.0243(14) 0.0286(15) 0.0030(12) 0.0026(11) -0.0003(11) C23 0.0264(14) 0.0258(14) 0.0373(17) 0.0085(15) -0.0023(14) 0.0048(11) C24 0.0343(16) 0.0207(13) 0.0264(16) 0.0054(11) 0.0067(12) -0.0009(11) C25 0.0222(13) 0.0313(15) 0.0387(19) 0.0071(14) 0.0064(13) -0.0040(11) C26 0.0189(14) 0.0345(16) 0.0364(17) 0.0091(13) -0.0008(12) 0.0015(12) C31 0.0139(12) 0.0274(14) 0.0217(14) 0.0049(10) -0.0002(10) 0.0021(10) Cl1 0.1854(19) 0.0776(9) 0.0799(9) 0.0171(7) 0.0673(11) 0.0719(11) C1S 0.027(3) 0.091(5) 0.092(5) -0.046(5) 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 P3 2.2739(6) . ? Pd1 P3 2.2740(6) 14_454 ? Pd1 S1 2.2977(6) 14_454 ? Pd1 S1 2.2977(6) . ? S1 C1 1.754(2) . ? O1 C3 1.371(3) . ? O1 C4 1.425(3) . ? C1 C1 1.387(4) 14_454 ? C1 C2 1.403(3) . ? C2 C3 1.373(3) . ? C2 H2 0.9500 . ? P3 C11 1.817(3) . ? P3 C21 1.824(3) . ? P3 C31 1.832(3) . ? C3 C3 1.413(4) 14_454 ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C11 C16 1.377(4) . ? C11 C12 1.388(4) . ? C12 C13 1.372(5) . ? C12 H12 0.9500 . ? C13 C14 1.390(5) . ? C13 H13 0.9500 . ? C14 C15 1.379(5) . ? C14 H14 0.9500 . ? C15 C16 1.386(4) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21 C22 1.385(4) . ? C21 C26 1.396(4) . ? C22 C23 1.378(4) . ? C22 H22 0.9500 . ? C23 C24 1.379(4) . ? C23 H23 0.9500 . ? C24 C25 1.379(4) . ? C24 H24 0.9500 . ? C25 C26 1.380(4) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C31 1.530(6) 14_454 ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? Cl1 C1S 1.704(3) . ? C1S Cl1 1.704(3) 14_453 ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? 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 P3 Pd1 P3 84.98(3) . 14_454 ? P3 Pd1 S1 178.06(2) . 14_454 ? P3 Pd1 S1 93.08(2) 14_454 14_454 ? P3 Pd1 S1 93.08(2) . . ? P3 Pd1 S1 178.06(2) 14_454 . ? S1 Pd1 S1 88.86(3) 14_454 . ? C1 S1 Pd1 104.08(8) . . ? C3 O1 C4 116.21(19) . . ? C1 C1 C2 119.38(12) 14_454 . ? C1 C1 S1 121.30(7) 14_454 . ? C2 C1 S1 119.30(16) . . ? C3 C2 C1 121.0(2) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C11 P3 C21 104.25(11) . . ? C11 P3 C31 103.61(13) . . ? C21 P3 C31 106.43(12) . . ? C11 P3 Pd1 119.01(10) . . ? C21 P3 Pd1 114.45(9) . . ? C31 P3 Pd1 107.96(9) . . ? O1 C3 C2 125.6(2) . . ? O1 C3 C3 114.86(12) . 14_454 ? C2 C3 C3 119.52(13) . 14_454 ? O1 C4 H4A 109.5 . . ? O1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? O1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C16 C11 C12 119.9(3) . . ? C16 C11 P3 120.5(2) . . ? C12 C11 P3 119.6(2) . . ? C13 C12 C11 120.1(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.2(3) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C15 C14 C13 119.7(3) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 120.0(3) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C11 C16 C15 120.1(3) . . ? C11 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C22 C21 C26 118.7(3) . . ? C22 C21 P3 118.1(2) . . ? C26 C21 P3 122.9(2) . . ? C23 C22 C21 120.5(3) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C24 120.4(3) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C25 C24 C23 119.7(3) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 120.2(3) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 120.4(3) . . ? C25 C26 H26 119.8 . . ? C21 C26 H26 119.8 . . ? C31 C31 P3 108.02(14) 14_454 . ? C31 C31 H31A 110.1 14_454 . ? P3 C31 H31A 110.1 . . ? C31 C31 H31B 110.1 14_454 . ? P3 C31 H31B 110.1 . . ? H31A C31 H31B 108.4 . . ? Cl1 C1S Cl1 116.9(3) 14_453 . ? Cl1 C1S H1S1 108.1 14_453 . ? Cl1 C1S H1S1 108.1 . . ? Cl1 C1S H1S2 108.1 14_453 . ? Cl1 C1S H1S2 108.1 . . ? H1S1 C1S H1S2 107.3 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.596 _refine_diff_density_min -0.538 _refine_diff_density_rms 0.073 _database_code_depnum_ccdc_archive 'CCDC 965076' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H32 O2 P2 Pt S2, C H2 Cl2' _chemical_formula_sum 'C35 H34 Cl2 O2 P2 Pt S2' _chemical_formula_weight 878.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I-42d _symmetry_space_group_name_Hall 'I -4 2bw' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y, -z+3/4' 'x+1/2, -y, -z+3/4' '-y+1/2, -x, z+3/4' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' '-x+1, y+1/2, -z+5/4' 'x+1, -y+1/2, -z+5/4' '-y+1, -x+1/2, z+5/4' 'y+1, x+1/2, z+5/4' _cell_length_a 20.864(6) _cell_length_b 20.864(6) _cell_length_c 15.544(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6766(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9981 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 28.33 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.725 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3472 _exptl_absorpt_coefficient_mu 4.556 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4339 _exptl_absorpt_correction_T_max 0.5482 _exptl_absorpt_process_details multi-scan _exptl_special_details ; Bruker APEX2, Bruker AXS, Wisconsin, USA ; _diffrn_ambient_temperature 150(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 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 39594 _diffrn_reflns_av_R_equivalents 0.0420 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 28.46 _reflns_number_total 4142 _reflns_number_gt 4043 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Structure solved by direct methods to reveal majority of non-H atoms. Molecule located on a symmetry element so Z'=0.5 and remaining non-H atoms located in subsequent difference map. All non-H atoms refined anisotropically and H atoms added at calculated positions and refined with a riding model. The CH2Cl2 solvate molecule was modelled over two sites with the C atom positions equivalent. The Flack parameter indicated potential twinning and a merohedral twin ( 0 1 0 -1 0 0 0 0 1) determined using Rotax within the Crystals program with a refined 54:46 twin. The near 50:50 twin means that assignment of absolute structure in this case is not meaningful. ; _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^)+(0.0201P)^2^+6.4485P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(5) _refine_ls_number_reflns 4142 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0181 _refine_ls_R_factor_gt 0.0172 _refine_ls_wR_factor_ref 0.0411 _refine_ls_wR_factor_gt 0.0407 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.2500 -0.060639(5) -0.6250 0.01345(4) Uani 1 2 d S . . S1 S 0.24560(4) -0.13978(3) -0.52177(3) 0.01757(12) Uani 1 1 d . . . P1 P 0.24522(4) 0.01885(3) -0.52690(4) 0.01511(12) Uani 1 1 d . . . O1 O 0.25183(12) -0.38679(7) -0.54254(10) 0.0195(3) Uani 1 1 d . . . C11 C 0.25000(15) -0.21142(10) -0.58012(13) 0.0135(4) Uani 1 1 d . . . C12 C 0.25221(15) -0.26994(10) -0.53592(14) 0.0150(4) Uani 1 1 d . . . H12 H 0.2544 -0.2700 -0.4749 0.018 Uiso 1 1 calc R . . C13 C 0.25120(15) -0.32726(10) -0.57947(14) 0.0142(4) Uani 1 1 d . . . C14 C 0.2508(2) -0.38843(12) -0.45072(16) 0.0292(6) Uani 1 1 d . . . H14A H 0.2890 -0.3667 -0.4282 0.044 Uiso 1 1 calc R . . H14B H 0.2506 -0.4331 -0.4311 0.044 Uiso 1 1 calc R . . H14C H 0.2123 -0.3666 -0.4298 0.044 Uiso 1 1 calc R . . C21 C 0.18238(14) 0.01638(14) -0.44591(19) 0.0198(6) Uani 1 1 d . . . C22 C 0.13227(15) -0.02626(15) -0.4533(2) 0.0240(6) Uani 1 1 d . . . H22 H 0.1306 -0.0551 -0.5005 0.029 Uiso 1 1 calc R . . C23 C 0.08417(16) -0.02693(17) -0.3916(2) 0.0344(9) Uani 1 1 d . . . H23 H 0.0493 -0.0559 -0.3970 0.041 Uiso 1 1 calc R . . C26 C 0.18477(13) 0.05860(16) -0.3771(3) 0.0340(6) Uani 1 1 d . . . H26 H 0.2193 0.0880 -0.3722 0.041 Uiso 1 1 calc R . . C31 C 0.31857(14) 0.03120(14) -0.46498(17) 0.0171(5) Uani 1 1 d . . . C35 C 0.40318(13) -0.01604(14) -0.3814(3) 0.0281(6) Uani 1 1 d . . . H35 H 0.4244 -0.0532 -0.3604 0.034 Uiso 1 1 calc R . . C33 C 0.39294(14) 0.09763(14) -0.3872(2) 0.0289(7) Uani 1 1 d . . . H33 H 0.4074 0.1391 -0.3708 0.035 Uiso 1 1 calc R . . C34 C 0.42428(13) 0.04409(14) -0.35735(18) 0.0247(6) Uani 1 1 d . . . H34 H 0.4603 0.0484 -0.3204 0.030 Uiso 1 1 calc R . . C41 C 0.22979(13) 0.09451(12) -0.58401(18) 0.0208(6) Uani 1 1 d . . . H41A H 0.1837 0.0980 -0.5986 0.025 Uiso 1 1 calc R . . H41B H 0.2416 0.1314 -0.5472 0.025 Uiso 1 1 calc R . . C32 C 0.34037(15) 0.09130(14) -0.4410(2) 0.0278(6) Uani 1 1 d . . . H32 H 0.3191 0.1285 -0.4616 0.033 Uiso 1 1 calc R . . C25 C 0.13684(17) 0.0578(2) -0.3158(3) 0.0483(10) Uani 1 1 d . . . H25 H 0.1381 0.0871 -0.2689 0.058 Uiso 1 1 calc R . . C36 C 0.35135(14) -0.02224(14) -0.4359(2) 0.0220(6) Uani 1 1 d . . . H36 H 0.3380 -0.0637 -0.4537 0.026 Uiso 1 1 calc R . . C24 C 0.08690(17) 0.0143(2) -0.3227(2) 0.0427(9) Uani 1 1 d . . . H24 H 0.0545 0.0129 -0.2797 0.051 Uiso 1 1 calc R . . C1S C 0.2500 0.0276(2) -0.1250 0.0658(19) Uani 0.50 2 d SP . 1 H1S1 H 0.2762 0.0005 -0.0862 0.079 Uiso 0.25 1 calc PR . 1 H1S2 H 0.2238 0.0005 -0.1638 0.079 Uiso 0.25 1 calc PR . 1 Cl1 Cl 0.2953(2) 0.08484(15) -0.1801(3) 0.0616(7) Uani 0.50 1 d P A 1 C2S C 0.2500 0.0276(2) -0.1250 0.0658(19) Uani 0.50 2 d SP . 2 H2S1 H 0.2758 -0.0013 -0.0883 0.079 Uiso 0.25 1 calc PR . 2 H2S2 H 0.2242 -0.0013 -0.1617 0.079 Uiso 0.25 1 calc PR . 2 Cl2 Cl 0.3064(2) 0.05616(15) -0.1965(3) 0.0616(7) Uani 0.50 1 d P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01823(6) 0.01129(6) 0.01082(6) 0.000 -0.00057(5) 0.000 S1 0.0295(3) 0.0127(3) 0.0105(2) -0.00072(19) 0.0012(3) -0.0017(3) P1 0.0191(3) 0.0131(3) 0.0131(3) -0.0013(2) -0.0020(3) 0.0016(3) O1 0.0299(9) 0.0131(8) 0.0155(8) 0.0036(6) 0.0017(10) 0.0008(10) C11 0.0135(10) 0.0154(10) 0.0116(10) -0.0006(8) -0.0030(12) -0.0001(13) C12 0.0169(10) 0.0164(10) 0.0116(9) -0.0006(8) -0.0014(12) -0.0003(11) C13 0.0148(10) 0.0131(10) 0.0146(11) 0.0039(8) -0.0003(12) -0.0022(12) C14 0.0495(17) 0.0228(12) 0.0152(12) 0.0066(9) 0.0005(16) -0.0003(17) C21 0.0207(13) 0.0199(14) 0.0187(14) -0.0002(11) -0.0028(11) 0.0072(11) C22 0.0230(14) 0.0250(15) 0.0241(15) -0.0051(11) 0.0020(12) 0.0019(12) C23 0.0246(14) 0.0386(18) 0.040(3) -0.0063(15) 0.0088(14) -0.0011(13) C26 0.0254(13) 0.0440(16) 0.0326(14) -0.0132(19) 0.0015(15) -0.0026(12) C31 0.0181(13) 0.0188(13) 0.0145(13) -0.0010(11) -0.0009(10) 0.0023(10) C35 0.0234(13) 0.0243(13) 0.0367(17) 0.0023(16) -0.0054(16) 0.0040(10) C33 0.0263(13) 0.0218(13) 0.0386(19) -0.0064(13) -0.0069(14) -0.0036(10) C34 0.0182(12) 0.0346(16) 0.0214(16) -0.0052(11) -0.0033(10) -0.0013(11) C41 0.0281(15) 0.0129(12) 0.0213(14) 0.0004(10) -0.0067(11) 0.0047(10) C32 0.0291(15) 0.0204(14) 0.0338(16) -0.0001(12) -0.0099(13) 0.0018(12) C25 0.0345(18) 0.076(3) 0.0344(19) -0.032(2) 0.0062(15) 0.0009(19) C36 0.0246(15) 0.0159(13) 0.0254(15) -0.0025(11) -0.0036(12) -0.0008(11) C24 0.0283(17) 0.071(3) 0.0286(18) -0.0108(18) 0.0098(14) 0.0033(17) C1S 0.084(5) 0.030(3) 0.083(5) 0.000 0.050(5) 0.000 Cl1 0.0590(14) 0.069(2) 0.0569(15) 0.0202(16) 0.0013(11) -0.0263(17) C2S 0.084(5) 0.030(3) 0.083(5) 0.000 0.050(5) 0.000 Cl2 0.0590(14) 0.069(2) 0.0569(15) 0.0202(16) 0.0013(11) -0.0263(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 Pt1 P1 2.2552(7) . ? Pt1 P1 2.2552(7) 5_553 ? Pt1 S1 2.3042(7) . ? Pt1 S1 2.3043(7) 5_553 ? S1 C11 1.751(2) . ? P1 C21 1.818(3) . ? P1 C31 1.826(3) . ? P1 C41 1.839(3) . ? O1 C13 1.368(3) . ? O1 C14 1.428(3) . ? C11 C11 1.395(4) 5_553 ? C11 C12 1.402(3) . ? C12 C13 1.374(3) . ? C12 H12 0.9500 . ? C13 C13 1.416(4) 5_553 ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C21 C22 1.378(4) . ? C21 C26 1.386(5) . ? C22 C23 1.388(4) . ? C22 H22 0.9500 . ? C23 C24 1.375(5) . ? C23 H23 0.9500 . ? C26 C25 1.382(5) . ? C26 H26 0.9500 . ? C31 C36 1.384(4) . ? C31 C32 1.385(4) . ? C35 C36 1.380(4) . ? C35 C34 1.381(4) . ? C35 H35 0.9500 . ? C33 C34 1.375(4) . ? C33 C32 1.386(4) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C41 C41 1.528(6) 5_553 ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C32 H32 0.9500 . ? C25 C24 1.386(5) . ? C25 H25 0.9500 . ? C36 H36 0.9500 . ? C24 H24 0.9500 . ? C1S Cl1 1.747(5) . ? C1S Cl1 1.747(5) 5_554 ? C1S H1S1 0.9900 . ? C1S H1S2 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag P1 Pt1 P1 85.31(4) . 5_553 ? P1 Pt1 S1 93.11(3) . . ? P1 Pt1 S1 178.39(2) 5_553 . ? P1 Pt1 S1 178.40(2) . 5_553 ? P1 Pt1 S1 93.12(3) 5_553 5_553 ? S1 Pt1 S1 88.46(4) . 5_553 ? C11 S1 Pt1 104.41(7) . . ? C21 P1 C31 104.09(12) . . ? C21 P1 C41 103.43(13) . . ? C31 P1 C41 106.25(13) . . ? C21 P1 Pt1 118.63(10) . . ? C31 P1 Pt1 115.03(9) . . ? C41 P1 Pt1 108.21(9) . . ? C13 O1 C14 116.17(18) . . ? C11 C11 C12 119.35(12) 5_553 . ? C11 C11 S1 121.20(7) 5_553 . ? C12 C11 S1 119.44(15) . . ? C13 C12 C11 121.1(2) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? O1 C13 C12 125.7(2) . . ? O1 C13 C13 114.81(11) . 5_553 ? C12 C13 C13 119.52(13) . 5_553 ? O1 C14 H14A 109.5 . . ? O1 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O1 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C22 C21 C26 120.1(3) . . ? C22 C21 P1 120.5(2) . . ? C26 C21 P1 119.3(2) . . ? C21 C22 C23 119.9(3) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C24 C23 C22 120.1(3) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C26 C21 119.9(3) . . ? C25 C26 H26 120.0 . . ? C21 C26 H26 120.0 . . ? C36 C31 C32 118.6(3) . . ? C36 C31 P1 118.2(2) . . ? C32 C31 P1 123.0(2) . . ? C36 C35 C34 120.1(3) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? C34 C33 C32 120.2(3) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 C34 C35 119.7(3) . . ? C33 C34 H34 120.2 . . ? C35 C34 H34 120.2 . . ? C41 C41 P1 107.82(14) 5_553 . ? C41 C41 H41A 110.1 5_553 . ? P1 C41 H41A 110.1 . . ? C41 C41 H41B 110.1 5_553 . ? P1 C41 H41B 110.1 . . ? H41A C41 H41B 108.5 . . ? C31 C32 C33 120.6(3) . . ? C31 C32 H32 119.7 . . ? C33 C32 H32 119.7 . . ? C26 C25 C24 119.9(3) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? C35 C36 C31 120.8(3) . . ? C35 C36 H36 119.6 . . ? C31 C36 H36 119.6 . . ? C23 C24 C25 120.1(3) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? Cl1 C1S Cl1 93.8(3) . 5_554 ? Cl1 C1S H1S1 113.0 . . ? Cl1 C1S H1S1 113.0 5_554 . ? Cl1 C1S H1S2 113.0 . . ? Cl1 C1S H1S2 113.0 5_554 . ? H1S1 C1S H1S2 110.4 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 28.46 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.647 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.076 #===END _database_code_depnum_ccdc_archive 'CCDC 965077'