# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Pierre Braunstein' _publ_contact_author_email BRAUNST@CHIMIE.U-STRASBG.FR _publ_section_title ; Facile Dichloromethane Activation and Phosphine Methylation. Isolation of Unprecedented Zwitterionic Organozinc and Organocobalt Intermediates ; loop_ _publ_author_name 'Pierre Braunstein' 'Suyun Jie' 'Roberto Pattacini' # Attachment '697021_revised.cif' data_(PhPMe3)2(ZnCl4) _database_code_depnum_ccdc_archive 'CCDC 697021' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C9 H14 P), Cl4 Zn, C H Cl3' _chemical_formula_sum 'C19 H29 Cl7 P2 Zn' _chemical_formula_weight 632.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.3861(3) _cell_length_b 15.8823(8) _cell_length_c 19.1608(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.869(2) _cell_angle_gamma 90.00 _cell_volume 2829.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4440 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 25.340 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 1.649 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11111 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6462 _reflns_number_gt 4445 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0252P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6462 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.0752 _refine_ls_wR_factor_gt 0.0667 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.003 _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 Zn1 Zn 0.17829(3) 0.389561(19) 0.672212(15) 0.02420(9) Uani 1 1 d . . . Cl1 Cl 0.03209(7) 0.50123(5) 0.68368(4) 0.0457(2) Uani 1 1 d . . . Cl2 Cl 0.39056(6) 0.43462(5) 0.63963(4) 0.03532(17) Uani 1 1 d . . . Cl3 Cl 0.23280(6) 0.33348(4) 0.78233(3) 0.03129(16) Uani 1 1 d . . . Cl4 Cl 0.07844(6) 0.29146(5) 0.59547(3) 0.03602(18) Uani 1 1 d . . . Cl5 Cl -0.05076(7) 0.40734(5) 0.89938(4) 0.0510(2) Uani 1 1 d . . . Cl6 Cl 0.23061(7) 0.46698(5) 0.95637(4) 0.0480(2) Uani 1 1 d . . . Cl7 Cl 0.02200(7) 0.58302(5) 0.88594(4) 0.04324(19) Uani 1 1 d . . . P1 P 0.70891(6) 0.26304(4) 0.72415(3) 0.02428(16) Uani 1 1 d . . . P2 P 0.31425(6) 0.12820(4) 0.90094(3) 0.02288(16) Uani 1 1 d . . . C1 C 0.8771(2) 0.22318(18) 0.76532(15) 0.0384(7) Uani 1 1 d . . . H1A H 0.8612 0.1853 0.8025 0.058 Uiso 1 1 calc R . . H1B H 0.9366 0.2691 0.7844 0.058 Uiso 1 1 calc R . . H1C H 0.9241 0.1937 0.7312 0.058 Uiso 1 1 calc R . . C2 C 0.7393(3) 0.33236(17) 0.65524(14) 0.0355(7) Uani 1 1 d . . . H2A H 0.7909 0.3033 0.6226 0.053 Uiso 1 1 calc R . . H2B H 0.7948 0.3797 0.6746 0.053 Uiso 1 1 calc R . . H2C H 0.6487 0.3516 0.6312 0.053 Uiso 1 1 calc R . . C3 C 0.6238(3) 0.32061(17) 0.78679(13) 0.0331(7) Uani 1 1 d . . . H3A H 0.5303 0.3387 0.7654 0.050 Uiso 1 1 calc R . . H3B H 0.6811 0.3689 0.8022 0.050 Uiso 1 1 calc R . . H3C H 0.6142 0.2852 0.8265 0.050 Uiso 1 1 calc R . . C4 C 0.5942(2) 0.17820(16) 0.68975(12) 0.0218(6) Uani 1 1 d . . . C5 C 0.6343(2) 0.09447(17) 0.70062(13) 0.0297(6) Uani 1 1 d . . . H5 H 0.7227 0.0812 0.7264 0.036 Uiso 1 1 calc R . . C6 C 0.5431(2) 0.03096(17) 0.67319(14) 0.0330(7) Uani 1 1 d . . . H6 H 0.5702 -0.0250 0.6805 0.040 Uiso 1 1 calc R . . C7 C 0.4116(2) 0.05044(18) 0.63493(13) 0.0314(6) Uani 1 1 d . . . H7 H 0.3509 0.0074 0.6160 0.038 Uiso 1 1 calc R . . C8 C 0.3697(3) 0.13319(17) 0.62461(13) 0.0294(6) Uani 1 1 d . . . H8 H 0.2804 0.1458 0.5994 0.035 Uiso 1 1 calc R . . C9 C 0.4604(2) 0.19754(17) 0.65170(12) 0.0263(6) Uani 1 1 d . . . H9 H 0.4324 0.2534 0.6446 0.032 Uiso 1 1 calc R . . C10 C 0.3131(2) 0.10714(17) 0.80932(12) 0.0303(6) Uani 1 1 d . . . H10A H 0.3126 0.1593 0.7840 0.045 Uiso 1 1 calc R . . H10B H 0.2287 0.0753 0.7919 0.045 Uiso 1 1 calc R . . H10C H 0.3973 0.0754 0.8027 0.045 Uiso 1 1 calc R . . C11 C 0.3121(3) 0.03126(16) 0.94728(13) 0.0308(6) Uani 1 1 d . . . H11A H 0.3934 -0.0022 0.9390 0.046 Uiso 1 1 calc R . . H11B H 0.2250 0.0014 0.9310 0.046 Uiso 1 1 calc R . . H11C H 0.3169 0.0423 0.9968 0.046 Uiso 1 1 calc R . . C12 C 0.1583(2) 0.18586(17) 0.91510(13) 0.0300(6) Uani 1 1 d . . . H12A H 0.1610 0.1969 0.9645 0.045 Uiso 1 1 calc R . . H12B H 0.0740 0.1536 0.8985 0.045 Uiso 1 1 calc R . . H12C H 0.1557 0.2382 0.8899 0.045 Uiso 1 1 calc R . . C13 C 0.4744(2) 0.18589(16) 0.93332(12) 0.0239(6) Uani 1 1 d . . . C14 C 0.4680(3) 0.26654(18) 0.95957(14) 0.0363(7) Uani 1 1 d . . . H14 H 0.3793 0.2923 0.9604 0.044 Uiso 1 1 calc R . . C15 C 0.5935(3) 0.3093(2) 0.98474(15) 0.0461(8) Uani 1 1 d . . . H15 H 0.5888 0.3637 1.0021 0.055 Uiso 1 1 calc R . . C16 C 0.7253(3) 0.2710(2) 0.98405(14) 0.0456(8) Uani 1 1 d . . . H16 H 0.8092 0.2996 1.0014 0.055 Uiso 1 1 calc R . . C17 C 0.7329(3) 0.1911(2) 0.95789(15) 0.0434(8) Uani 1 1 d . . . H17 H 0.8220 0.1657 0.9573 0.052 Uiso 1 1 calc R . . C18 C 0.6079(2) 0.14784(18) 0.93223(14) 0.0322(7) Uani 1 1 d . . . H18 H 0.6134 0.0937 0.9144 0.039 Uiso 1 1 calc R . . C19 C 0.0874(2) 0.47905(17) 0.88759(14) 0.0321(6) Uani 1 1 d . . . H19 H 0.1221 0.4670 0.8427 0.039 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 Zn1 0.02032(15) 0.02337(17) 0.02899(17) 0.00099(14) 0.00369(12) 0.00029(12) Cl1 0.0301(3) 0.0309(4) 0.0721(6) -0.0112(4) -0.0071(3) 0.0101(3) Cl2 0.0274(3) 0.0391(4) 0.0405(4) 0.0119(4) 0.0087(3) -0.0055(3) Cl3 0.0331(3) 0.0323(4) 0.0292(4) 0.0052(3) 0.0067(3) -0.0013(3) Cl4 0.0320(3) 0.0383(4) 0.0372(4) -0.0107(3) 0.0029(3) -0.0037(3) Cl5 0.0438(4) 0.0433(5) 0.0686(6) -0.0091(4) 0.0174(4) -0.0108(3) Cl6 0.0451(4) 0.0499(5) 0.0460(5) -0.0014(4) -0.0042(3) 0.0059(4) Cl7 0.0489(4) 0.0335(4) 0.0487(5) 0.0015(4) 0.0117(3) 0.0092(3) P1 0.0185(3) 0.0256(4) 0.0283(4) -0.0017(3) 0.0015(3) 0.0002(3) P2 0.0212(3) 0.0253(4) 0.0224(3) -0.0007(3) 0.0037(3) -0.0006(3) C1 0.0229(13) 0.0379(18) 0.0504(18) -0.0069(15) -0.0090(13) 0.0035(13) C2 0.0316(14) 0.0350(17) 0.0411(17) 0.0026(14) 0.0089(12) -0.0084(13) C3 0.0282(13) 0.0365(17) 0.0350(16) -0.0064(14) 0.0063(12) 0.0035(12) C4 0.0193(12) 0.0234(14) 0.0234(13) -0.0003(11) 0.0053(10) -0.0006(10) C5 0.0215(12) 0.0315(17) 0.0350(16) 0.0027(13) -0.0003(11) 0.0018(12) C6 0.0335(15) 0.0214(15) 0.0452(17) 0.0029(14) 0.0094(13) -0.0007(12) C7 0.0284(14) 0.0327(17) 0.0327(15) -0.0023(13) 0.0025(12) -0.0107(12) C8 0.0205(13) 0.0388(18) 0.0277(14) 0.0012(13) -0.0011(11) -0.0034(12) C9 0.0246(13) 0.0253(15) 0.0282(14) 0.0041(12) 0.0013(11) 0.0008(11) C10 0.0302(14) 0.0353(17) 0.0265(15) -0.0035(13) 0.0074(11) -0.0037(12) C11 0.0318(14) 0.0293(16) 0.0306(15) 0.0009(13) 0.0014(12) -0.0008(12) C12 0.0268(13) 0.0312(16) 0.0328(15) 0.0028(13) 0.0069(11) 0.0053(12) C13 0.0246(12) 0.0252(15) 0.0216(14) 0.0016(12) 0.0019(11) -0.0017(11) C14 0.0383(15) 0.0359(18) 0.0356(16) -0.0086(14) 0.0080(13) -0.0030(13) C15 0.064(2) 0.0374(19) 0.0372(18) -0.0095(15) 0.0086(15) -0.0205(16) C16 0.0435(18) 0.062(2) 0.0288(17) 0.0048(16) -0.0046(14) -0.0299(17) C17 0.0262(14) 0.055(2) 0.0464(18) 0.0137(17) -0.0031(13) -0.0065(15) C18 0.0277(14) 0.0303(16) 0.0377(16) 0.0037(14) 0.0020(12) -0.0037(12) C19 0.0322(14) 0.0328(17) 0.0318(15) -0.0035(13) 0.0060(12) 0.0024(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 Zn1 Cl4 2.2563(7) . ? Zn1 Cl1 2.2715(7) . ? Zn1 Cl3 2.2828(7) . ? Zn1 Cl2 2.2830(7) . ? Cl5 C19 1.763(3) . ? Cl6 C19 1.759(2) . ? Cl7 C19 1.760(3) . ? P1 C2 1.772(3) . ? P1 C1 1.782(2) . ? P1 C3 1.783(3) . ? P1 C4 1.793(2) . ? P2 C12 1.779(2) . ? P2 C11 1.779(3) . ? P2 C10 1.786(2) . ? P2 C13 1.797(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 C5 1.390(3) . ? C4 C9 1.397(3) . ? C5 C6 1.379(3) . ? C5 H5 0.9300 . ? C6 C7 1.382(3) . ? C6 H6 0.9300 . ? C7 C8 1.378(4) . ? C7 H7 0.9300 . ? C8 C9 1.385(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.380(4) . ? C13 C18 1.394(3) . ? C14 C15 1.388(4) . ? C14 H14 0.9300 . ? C15 C16 1.380(4) . ? C15 H15 0.9300 . ? C16 C17 1.370(4) . ? C16 H16 0.9300 . ? C17 C18 1.390(3) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 H19 0.9800 . ? 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 Cl4 Zn1 Cl1 113.55(3) . . ? Cl4 Zn1 Cl3 110.70(3) . . ? Cl1 Zn1 Cl3 106.09(3) . . ? Cl4 Zn1 Cl2 109.78(3) . . ? Cl1 Zn1 Cl2 110.07(3) . . ? Cl3 Zn1 Cl2 106.35(2) . . ? C2 P1 C1 109.11(13) . . ? C2 P1 C3 108.41(13) . . ? C1 P1 C3 109.61(12) . . ? C2 P1 C4 110.05(12) . . ? C1 P1 C4 110.28(12) . . ? C3 P1 C4 109.34(12) . . ? C12 P2 C11 107.69(12) . . ? C12 P2 C10 110.61(12) . . ? C11 P2 C10 109.25(13) . . ? C12 P2 C13 110.59(12) . . ? C11 P2 C13 109.57(11) . . ? C10 P2 C13 109.11(11) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? P1 C3 H3A 109.5 . . ? P1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? P1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C9 119.6(2) . . ? C5 C4 P1 121.85(17) . . ? C9 C4 P1 118.56(19) . . ? C6 C5 C4 120.1(2) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 120.1(3) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C8 C7 C6 120.4(2) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C7 C8 C9 120.1(2) . . ? C7 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C8 C9 C4 119.7(2) . . ? C8 C9 H9 120.1 . . ? C4 C9 H9 120.1 . . ? P2 C10 H10A 109.5 . . ? P2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? P2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? P2 C11 H11A 109.5 . . ? P2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? P2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? P2 C12 H12A 109.5 . . ? P2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? P2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C18 119.4(2) . . ? C14 C13 P2 121.53(19) . . ? C18 C13 P2 119.0(2) . . ? C13 C14 C15 120.2(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 120.1(3) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C17 C16 C15 120.2(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 120.3(3) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C17 C18 C13 119.8(3) . . ? C17 C18 H18 120.1 . . ? C13 C18 H18 120.1 . . ? Cl6 C19 Cl7 110.15(14) . . ? Cl6 C19 Cl5 109.48(15) . . ? Cl7 C19 Cl5 110.34(13) . . ? Cl6 C19 H19 108.9 . . ? Cl7 C19 H19 108.9 . . ? Cl5 C19 H19 108.9 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.407 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.078 # Attachment '697022_revised.cif' data_[(Ph3PMe)[ZnCl3(DMF)] _database_code_depnum_ccdc_archive 'CCDC 697022' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 P, C3 H7 Cl3 N O Zn' _chemical_formula_sum 'C22 H25 Cl3 N O P Zn' _chemical_formula_weight 522.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 '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' C C 0.0033 0.0016 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.2816(4) _cell_length_b 14.9139(4) _cell_length_c 17.8177(7) _cell_angle_alpha 90.00 _cell_angle_beta 98.461(2) _cell_angle_gamma 90.00 _cell_volume 2439.73(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8302 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 1.414 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14722 _diffrn_reflns_av_R_equivalents 0.0498 _diffrn_reflns_av_sigmaI/netI 0.0598 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 28.00 _reflns_number_total 5894 _reflns_number_gt 4170 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0387P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5894 _refine_ls_number_parameters 265 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0897 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 Zn1 Zn 0.74460(3) 0.049430(16) 0.355445(14) 0.02767(9) Uani 1 1 d . . . Cl1 Cl 0.96539(6) 0.11678(4) 0.36814(3) 0.03458(15) Uani 1 1 d . . . Cl2 Cl 0.55498(7) 0.14284(4) 0.32403(4) 0.03763(15) Uani 1 1 d . . . Cl3 Cl 0.72431(7) -0.07205(4) 0.28172(4) 0.04507(18) Uani 1 1 d . . . O1 O 0.72691(19) 0.01657(11) 0.46339(8) 0.0438(5) Uani 1 1 d . . . P1 P 0.13449(6) 0.13118(3) 0.13273(3) 0.02530(14) Uani 1 1 d . . . C1 C 0.2014(3) 0.19335(15) 0.21614(13) 0.0366(6) Uani 1 1 d . . . H1A H 0.3022 0.1793 0.2318 0.055 Uiso 1 1 calc R . . H1B H 0.1465 0.1779 0.2559 0.055 Uiso 1 1 calc R . . H1C H 0.1914 0.2563 0.2056 0.055 Uiso 1 1 calc R . . C2 C 0.1640(2) 0.01390(14) 0.15172(11) 0.0254(5) Uani 1 1 d . . . C3 C 0.0500(3) -0.04689(14) 0.13962(12) 0.0304(5) Uani 1 1 d . . . H3 H -0.0440 -0.0270 0.1224 0.036 Uiso 1 1 calc R . . C4 C 0.0763(3) -0.13718(14) 0.15327(13) 0.0349(6) Uani 1 1 d . . . H4 H -0.0002 -0.1780 0.1457 0.042 Uiso 1 1 calc R . . C5 C 0.2159(3) -0.16648(15) 0.17801(13) 0.0370(6) Uani 1 1 d . . . H5 H 0.2334 -0.2274 0.1862 0.044 Uiso 1 1 calc R . . C6 C 0.3304(3) -0.10637(15) 0.19078(13) 0.0358(6) Uani 1 1 d . . . H6 H 0.4242 -0.1268 0.2078 0.043 Uiso 1 1 calc R . . C7 C 0.3049(3) -0.01555(15) 0.17813(12) 0.0317(5) Uani 1 1 d . . . H7 H 0.3812 0.0253 0.1872 0.038 Uiso 1 1 calc R . . C8 C -0.0568(2) 0.15278(13) 0.10757(12) 0.0256(5) Uani 1 1 d . . . C9 C -0.1490(3) 0.13566(16) 0.16113(13) 0.0363(6) Uani 1 1 d . . . H9 H -0.1113 0.1131 0.2087 0.044 Uiso 1 1 calc R . . C10 C -0.2953(3) 0.15223(17) 0.14332(14) 0.0448(7) Uani 1 1 d . . . H10 H -0.3570 0.1405 0.1788 0.054 Uiso 1 1 calc R . . C11 C -0.3514(3) 0.18614(17) 0.07312(14) 0.0432(6) Uani 1 1 d . . . H11 H -0.4508 0.1974 0.0617 0.052 Uiso 1 1 calc R . . C12 C -0.2615(3) 0.20342(17) 0.01976(14) 0.0419(6) Uani 1 1 d . . . H12 H -0.3003 0.2260 -0.0276 0.050 Uiso 1 1 calc R . . C13 C -0.1138(3) 0.18728(15) 0.03660(12) 0.0320(5) Uani 1 1 d . . . H13 H -0.0527 0.1993 0.0009 0.038 Uiso 1 1 calc R . . C14 C 0.2245(2) 0.16213(14) 0.05463(12) 0.0291(5) Uani 1 1 d . . . C15 C 0.2599(3) 0.09751(17) 0.00403(13) 0.0360(6) Uani 1 1 d . . . H15 H 0.2456 0.0371 0.0136 0.043 Uiso 1 1 calc R . . C16 C 0.3164(3) 0.12290(19) -0.06063(14) 0.0479(7) Uani 1 1 d . . . H16 H 0.3403 0.0795 -0.0942 0.058 Uiso 1 1 calc R . . C17 C 0.3373(3) 0.2124(2) -0.07515(15) 0.0514(8) Uani 1 1 d . . . H17 H 0.3745 0.2294 -0.1187 0.062 Uiso 1 1 calc R . . C18 C 0.3031(3) 0.27680(19) -0.02519(17) 0.0524(8) Uani 1 1 d . . . H18 H 0.3181 0.3370 -0.0352 0.063 Uiso 1 1 calc R . . C19 C 0.2471(3) 0.25306(16) 0.03938(16) 0.0419(6) Uani 1 1 d . . . H19 H 0.2243 0.2970 0.0727 0.050 Uiso 1 1 calc R . . C20 C 0.8097(3) 0.05065(15) 0.51808(13) 0.0359(6) Uani 1 1 d . . . H20 H 0.9033 0.0663 0.5102 0.043 Uiso 1 1 calc R . . C21 C 0.6298(4) 0.0461(2) 0.60183(17) 0.0761(11) Uani 1 1 d . . . H21A H 0.5668 0.0315 0.5558 0.114 Uiso 1 1 calc R . . H21B H 0.5923 0.0977 0.6248 0.114 Uiso 1 1 calc R . . H21C H 0.6345 -0.0037 0.6362 0.114 Uiso 1 1 calc R . . C22 C 0.8789(3) 0.10127(17) 0.64626(13) 0.0425(6) Uani 1 1 d . . . H22A H 0.9702 0.1115 0.6284 0.064 Uiso 1 1 calc R . . H22B H 0.8925 0.0590 0.6873 0.064 Uiso 1 1 calc R . . H22C H 0.8431 0.1568 0.6636 0.064 Uiso 1 1 calc R . . N1 N 0.7743(2) 0.06571(12) 0.58480(10) 0.0322(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02860(16) 0.02837(15) 0.02547(15) 0.00054(11) 0.00203(11) -0.00280(11) Cl1 0.0288(3) 0.0359(3) 0.0381(3) 0.0045(3) 0.0018(3) -0.0053(2) Cl2 0.0283(3) 0.0358(3) 0.0492(4) -0.0018(3) 0.0069(3) 0.0034(2) Cl3 0.0468(4) 0.0339(3) 0.0512(4) -0.0131(3) -0.0041(3) 0.0033(3) O1 0.0503(12) 0.0568(11) 0.0228(9) 0.0023(8) 0.0006(8) -0.0223(9) P1 0.0223(3) 0.0256(3) 0.0273(3) 0.0019(2) 0.0013(2) -0.0015(2) C1 0.0362(15) 0.0310(12) 0.0400(14) -0.0050(11) -0.0036(11) -0.0024(11) C2 0.0265(12) 0.0271(11) 0.0231(11) 0.0006(9) 0.0049(9) -0.0018(9) C3 0.0304(14) 0.0312(12) 0.0278(13) -0.0005(10) -0.0013(10) -0.0014(10) C4 0.0423(15) 0.0300(12) 0.0323(13) -0.0050(10) 0.0048(11) -0.0082(11) C5 0.0537(17) 0.0255(12) 0.0318(13) -0.0012(10) 0.0062(12) 0.0067(12) C6 0.0337(14) 0.0408(13) 0.0331(13) 0.0020(11) 0.0056(11) 0.0106(11) C7 0.0292(13) 0.0339(12) 0.0318(13) 0.0024(11) 0.0035(10) -0.0011(10) C8 0.0230(12) 0.0278(11) 0.0253(12) -0.0001(9) 0.0015(9) -0.0003(9) C9 0.0302(14) 0.0507(15) 0.0279(13) 0.0062(11) 0.0044(10) 0.0003(11) C10 0.0279(14) 0.0691(18) 0.0403(16) 0.0047(13) 0.0146(12) 0.0003(13) C11 0.0231(14) 0.0654(17) 0.0400(15) 0.0002(13) 0.0012(11) 0.0038(12) C12 0.0340(15) 0.0616(17) 0.0277(13) 0.0050(12) -0.0030(11) 0.0057(13) C13 0.0283(13) 0.0429(13) 0.0249(12) 0.0012(10) 0.0043(10) 0.0000(11) C14 0.0198(12) 0.0347(12) 0.0322(13) 0.0078(10) 0.0017(10) -0.0022(9) C15 0.0310(14) 0.0463(14) 0.0307(13) 0.0058(11) 0.0040(11) -0.0098(11) C16 0.0367(16) 0.075(2) 0.0321(14) -0.0005(14) 0.0044(12) -0.0130(14) C17 0.0317(16) 0.086(2) 0.0359(16) 0.0264(15) 0.0020(12) -0.0120(15) C18 0.0341(16) 0.0541(17) 0.069(2) 0.0364(16) 0.0061(15) -0.0004(13) C19 0.0304(15) 0.0396(14) 0.0562(17) 0.0161(12) 0.0076(13) 0.0066(11) C20 0.0372(15) 0.0411(14) 0.0288(13) 0.0059(11) 0.0028(11) -0.0054(11) C21 0.063(2) 0.120(3) 0.050(2) -0.0193(18) 0.0261(17) -0.046(2) C22 0.0432(17) 0.0483(15) 0.0345(14) -0.0047(12) 0.0006(12) 0.0003(12) N1 0.0325(12) 0.0355(10) 0.0278(11) 0.0019(8) 0.0021(9) -0.0032(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 Zn1 O1 2.0148(16) . ? Zn1 Cl3 2.2295(6) . ? Zn1 Cl2 2.2499(6) . ? Zn1 Cl1 2.2635(6) . ? O1 C20 1.256(3) . ? P1 C1 1.784(2) . ? P1 C14 1.786(2) . ? P1 C2 1.795(2) . ? P1 C8 1.795(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.386(3) . ? C2 C7 1.394(3) . ? C3 C4 1.384(3) . ? C3 H3 0.9300 . ? C4 C5 1.377(3) . ? C4 H4 0.9300 . ? C5 C6 1.384(3) . ? C5 H5 0.9300 . ? C6 C7 1.388(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.395(3) . ? C8 C9 1.396(3) . ? C9 C10 1.371(3) . ? C9 H9 0.9300 . ? C10 C11 1.379(3) . ? C10 H10 0.9300 . ? C11 C12 1.379(3) . ? C11 H11 0.9300 . ? C12 C13 1.380(3) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.392(3) . ? C14 C19 1.405(3) . ? C15 C16 1.387(3) . ? C15 H15 0.9300 . ? C16 C17 1.379(4) . ? C16 H16 0.9300 . ? C17 C18 1.378(4) . ? C17 H17 0.9300 . ? C18 C19 1.377(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 N1 1.299(3) . ? C20 H20 0.9300 . ? C21 N1 1.448(3) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N1 1.453(3) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 Cl3 110.68(5) . . ? O1 Zn1 Cl2 102.56(6) . . ? Cl3 Zn1 Cl2 111.19(2) . . ? O1 Zn1 Cl1 102.26(5) . . ? Cl3 Zn1 Cl1 114.60(3) . . ? Cl2 Zn1 Cl1 114.44(2) . . ? C20 O1 Zn1 121.05(16) . . ? C1 P1 C14 111.69(11) . . ? C1 P1 C2 108.95(10) . . ? C14 P1 C2 108.84(10) . . ? C1 P1 C8 108.96(11) . . ? C14 P1 C8 108.52(10) . . ? C2 P1 C8 109.86(10) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C7 120.2(2) . . ? C3 C2 P1 121.10(17) . . ? C7 C2 P1 118.69(16) . . ? C4 C3 C2 119.9(2) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.7(2) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C7 119.8(2) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C2 119.4(2) . . ? C6 C7 H7 120.3 . . ? C2 C7 H7 120.3 . . ? C13 C8 C9 119.9(2) . . ? C13 C8 P1 121.46(18) . . ? C9 C8 P1 118.67(16) . . ? C10 C9 C8 119.7(2) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 120.4(2) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C12 120.5(2) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C13 120.0(2) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C8 119.6(2) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? C15 C14 C19 119.1(2) . . ? C15 C14 P1 120.52(17) . . ? C19 C14 P1 120.03(19) . . ? C16 C15 C14 120.2(2) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C17 C16 C15 120.1(3) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C18 C17 C16 120.1(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 C17 120.8(2) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C14 119.7(3) . . ? C18 C19 H19 120.2 . . ? C14 C19 H19 120.2 . . ? O1 C20 N1 124.9(2) . . ? O1 C20 H20 117.6 . . ? N1 C20 H20 117.6 . . ? N1 C21 H21A 109.5 . . ? N1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N1 C22 H22A 109.5 . . ? N1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 N1 C21 121.6(2) . . ? C20 N1 C22 121.5(2) . . ? C21 N1 C22 116.9(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.347 _refine_diff_density_min -0.567 _refine_diff_density_rms 0.077 # Attachment '697023_revised.cif' data_(Ph3PMe)2(ZnCl4) _database_code_depnum_ccdc_archive 'CCDC 697023' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C19 H18 P), Cl4 Zn' _chemical_formula_sum 'C38 H36 Cl4 P2 Zn' _chemical_formula_weight 761.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting cubic _symmetry_space_group_name_H-M 'P 21 3' _symmetry_int_tables_number 198 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' 'z, x, y' 'y, z, x' '-z+1/2, -x, y+1/2' '-y, z+1/2, -x+1/2' 'z+1/2, -x+1/2, -y' '-y+1/2, -z, x+1/2' '-z, x+1/2, -y+1/2' 'y+1/2, -z+1/2, -x' _cell_length_a 15.4168(6) _cell_length_b 15.4168(6) _cell_length_c 15.4168(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3664.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2642 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.42 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 1.075 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2785 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0793 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.45 _reflns_number_total 2785 _reflns_number_gt 2004 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.020(18) _refine_ls_number_reflns 2785 _refine_ls_number_parameters 138 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0808 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.0924 _refine_ls_wR_factor_gt 0.0815 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn -0.19051(3) 0.30949(3) 0.19051(3) 0.02896(19) Uani 1 3 d S . . Cl1 Cl -0.27511(6) 0.22489(6) 0.27511(6) 0.0386(4) Uani 1 3 d S . . Cl2 Cl -0.15556(6) 0.43369(6) 0.26400(6) 0.0346(2) Uani 1 1 d . . . P2 P 0.24233(6) 0.24233(6) 0.24233(6) 0.0306(4) Uani 1 3 d S . . P1 P 0.03335(6) 0.46665(6) 0.53335(6) 0.0325(4) Uani 1 3 d S . . C1 C -0.0338(2) 0.5338(2) 0.4662(2) 0.0438(18) Uani 1 3 d S . . H1A H -0.0906 0.5087 0.4621 0.066 Uiso 0.33 1 calc PR . . H1B H -0.0087 0.5379 0.4094 0.066 Uiso 0.33 1 calc PR . . H1C H -0.0379 0.5906 0.4913 0.066 Uiso 0.33 1 calc PR . . C2 C 0.0208(2) 0.3553(2) 0.5013(2) 0.0303(9) Uani 1 1 d . . . C3 C -0.0090(3) 0.3330(3) 0.4205(2) 0.0433(11) Uani 1 1 d . . . H3 H -0.0263 0.3762 0.3821 0.052 Uiso 1 1 calc R . . C4 C -0.0137(3) 0.2466(3) 0.3953(3) 0.0501(12) Uani 1 1 d . . . H4 H -0.0339 0.2324 0.3402 0.060 Uiso 1 1 calc R . . C5 C 0.0114(3) 0.1820(3) 0.4513(3) 0.0451(11) Uani 1 1 d . . . H5 H 0.0090 0.1243 0.4340 0.054 Uiso 1 1 calc R . . C6 C 0.0399(3) 0.2032(3) 0.5329(3) 0.0460(10) Uani 1 1 d . . . H6 H 0.0563 0.1596 0.5711 0.055 Uiso 1 1 calc R . . C7 C 0.0446(3) 0.2891(2) 0.5586(3) 0.0379(9) Uani 1 1 d . . . H7 H 0.0635 0.3028 0.6142 0.045 Uiso 1 1 calc R . . C8 C 0.1750(2) 0.1750(2) 0.1750(2) 0.0408(17) Uani 1 3 d S . . H8A H 0.1167 0.1757 0.1967 0.061 Uiso 0.33 1 calc PR . . H8B H 0.1967 0.1167 0.1757 0.061 Uiso 0.33 1 calc PR . . H8C H 0.1757 0.1967 0.1167 0.061 Uiso 0.33 1 calc PR . . C9 C 0.2439(2) 0.2006(2) 0.3508(2) 0.0314(8) Uani 1 1 d . . . C10 C 0.2273(3) 0.1134(2) 0.3668(3) 0.0399(10) Uani 1 1 d . . . H10 H 0.2118 0.0771 0.3212 0.048 Uiso 1 1 calc R . . C11 C 0.2337(3) 0.0804(3) 0.4490(3) 0.0524(12) Uani 1 1 d . . . H11 H 0.2221 0.0220 0.4590 0.063 Uiso 1 1 calc R . . C12 C 0.2571(3) 0.1334(3) 0.5164(3) 0.0487(11) Uani 1 1 d . . . H12 H 0.2619 0.1105 0.5720 0.058 Uiso 1 1 calc R . . C13 C 0.2735(3) 0.2199(3) 0.5029(3) 0.0438(10) Uani 1 1 d . . . H13 H 0.2894 0.2554 0.5490 0.053 Uiso 1 1 calc R . . C14 C 0.2663(3) 0.2539(3) 0.4202(2) 0.0396(10) Uani 1 1 d . . . H14 H 0.2764 0.3127 0.4109 0.047 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 Zn1 0.02896(19) 0.02896(19) 0.02896(19) -0.00015(19) -0.00015(19) 0.00015(19) Cl1 0.0386(4) 0.0386(4) 0.0386(4) 0.0043(4) 0.0043(4) -0.0043(4) Cl2 0.0365(5) 0.0297(5) 0.0376(5) -0.0035(4) -0.0074(4) 0.0011(4) P2 0.0306(4) 0.0306(4) 0.0306(4) -0.0031(4) -0.0031(4) -0.0031(4) P1 0.0325(4) 0.0325(4) 0.0325(4) 0.0057(4) -0.0057(4) 0.0057(4) C1 0.0438(18) 0.0438(18) 0.0438(18) 0.0123(18) -0.0123(18) 0.0123(18) C2 0.0239(19) 0.037(2) 0.030(2) 0.0034(17) -0.0017(15) 0.0025(16) C3 0.045(2) 0.053(3) 0.032(2) 0.0013(18) -0.0053(18) 0.001(2) C4 0.055(3) 0.061(3) 0.035(2) -0.017(2) -0.005(2) -0.009(2) C5 0.047(3) 0.039(2) 0.049(3) -0.009(2) 0.004(2) -0.007(2) C6 0.047(3) 0.043(3) 0.049(3) 0.005(2) -0.001(2) -0.001(2) C7 0.046(2) 0.030(2) 0.037(2) 0.0020(18) -0.0078(18) -0.0033(18) C8 0.0408(17) 0.0408(17) 0.0408(17) -0.0070(17) -0.0070(17) -0.0070(17) C9 0.029(2) 0.029(2) 0.036(2) -0.0030(17) 0.0032(16) -0.0002(16) C10 0.048(2) 0.031(2) 0.041(2) -0.0041(18) 0.007(2) 0.0033(19) C11 0.073(3) 0.034(2) 0.050(3) 0.007(2) 0.010(2) 0.008(2) C12 0.057(3) 0.054(3) 0.035(2) 0.009(2) 0.007(2) 0.015(2) C13 0.050(3) 0.046(3) 0.035(2) -0.0020(19) 0.0027(19) 0.006(2) C14 0.048(2) 0.037(2) 0.033(2) -0.0064(18) 0.0006(18) 0.0010(19) _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 Zn1 Cl1 2.2591(16) . ? Zn1 Cl2 2.2892(9) . ? Zn1 Cl2 2.2892(9) 11 ? Zn1 Cl2 2.2892(9) 12_455 ? P2 C9 1.791(4) 5 ? P2 C9 1.791(4) 6 ? P2 C9 1.791(4) . ? P2 C8 1.798(6) . ? P1 C1 1.792(6) . ? P1 C2 1.797(4) 10_565 ? P1 C2 1.797(4) . ? P1 C2 1.797(4) 9_456 ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.372(5) . ? C2 C7 1.399(5) . ? C3 C4 1.390(6) . ? C3 H3 0.9300 . ? C4 C5 1.373(6) . ? C4 H4 0.9300 . ? C5 C6 1.372(6) . ? C5 H5 0.9300 . ? C6 C7 1.384(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.390(5) . ? C9 C14 1.394(5) . ? C10 C11 1.369(6) . ? C10 H10 0.9300 . ? C11 C12 1.372(6) . ? C11 H11 0.9300 . ? C12 C13 1.374(6) . ? C12 H12 0.9300 . ? C13 C14 1.383(5) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Zn1 Cl2 109.45(3) . . ? Cl1 Zn1 Cl2 109.45(3) . 11 ? Cl2 Zn1 Cl2 109.49(3) . 11 ? Cl1 Zn1 Cl2 109.45(3) . 12_455 ? Cl2 Zn1 Cl2 109.49(3) . 12_455 ? Cl2 Zn1 Cl2 109.49(3) 11 12_455 ? C9 P2 C9 109.10(12) 5 6 ? C9 P2 C9 109.10(12) 5 . ? C9 P2 C9 109.10(12) 6 . ? C9 P2 C8 109.84(12) 5 . ? C9 P2 C8 109.84(12) 6 . ? C9 P2 C8 109.84(12) . . ? C1 P1 C2 109.31(12) . 10_565 ? C1 P1 C2 109.31(12) . . ? C2 P1 C2 109.64(12) 10_565 . ? C1 P1 C2 109.31(12) . 9_456 ? C2 P1 C2 109.64(12) 10_565 9_456 ? C2 P1 C2 109.64(12) . 9_456 ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C7 118.6(4) . . ? C3 C2 P1 121.7(3) . . ? C7 C2 P1 119.7(3) . . ? C2 C3 C4 120.7(4) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 120.3(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C6 C5 C4 119.6(4) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 C7 120.5(4) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C6 C7 C2 120.2(4) . . ? C6 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? P2 C8 H8A 109.5 . . ? P2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? P2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C14 118.7(3) . . ? C10 C9 P2 120.7(3) . . ? C14 C9 P2 120.6(3) . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 C12 119.9(4) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C13 120.8(4) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C14 119.6(4) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? C13 C14 C9 120.3(4) . . ? C13 C14 H14 119.9 . . ? C9 C14 H14 119.9 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.739 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.060 # Attachment '697024_revised.cif' data_(Ph3PMe)[ZnCl3(H2O)] _database_code_depnum_ccdc_archive 'CCDC 697024' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 P, Cl3 H2 O Zn' _chemical_formula_sum 'C19 H20 Cl3 O P Zn' _chemical_formula_weight 467.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 '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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.5221(5) _cell_length_b 8.8570(2) _cell_length_c 20.7669(9) _cell_angle_alpha 90.00 _cell_angle_beta 94.549(2) _cell_angle_gamma 90.00 _cell_volume 2112.60(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4604 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.024 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 1.622 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12513 _diffrn_reflns_av_R_equivalents 0.0560 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4770 _reflns_number_gt 3508 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo (Nonius B.V., 1998)' _computing_data_reduction 'Denzo (Nonius B.V., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON 98 (Spek, 1998)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0506P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4770 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0591 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.1034 _refine_ls_wR_factor_gt 0.0961 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.91678(2) 0.74372(2) 0.803799(13) 0.03098(11) Uani 1 1 d . . . Cl1 Cl 0.97841(5) 0.53539(6) 0.85921(3) 0.03572(15) Uani 1 1 d . . . Cl2 Cl 0.97850(5) 0.95955(6) 0.85450(3) 0.03388(15) Uani 1 1 d . . . Cl3 Cl 0.72997(7) 0.74390(8) 0.77244(5) 0.0664(2) Uani 1 1 d . . . O1 O 1.0213(2) 0.7482(2) 0.73029(10) 0.0494(6) Uani 1 1 d . . . P1 P 0.75392(4) 0.14601(6) 0.99212(3) 0.02587(15) Uani 1 1 d . . . C1 C 0.90198(18) 0.2067(2) 0.99130(11) 0.0299(5) Uani 1 1 d . . . H1A H 0.9441 0.1797 1.0314 0.045 Uiso 1 1 calc R . . H1B H 0.9042 0.3142 0.9858 0.045 Uiso 1 1 calc R . . H1C H 0.9371 0.1586 0.9562 0.045 Uiso 1 1 calc R . . C2 C 0.67823(18) 0.1812(2) 0.91495(10) 0.0297(5) Uani 1 1 d . . . C3 C 0.5764(2) 0.1028(3) 0.89535(12) 0.0412(6) Uani 1 1 d . . . H3 H 0.5486 0.0276 0.9214 0.049 Uiso 1 1 calc R . . C4 C 0.5173(2) 0.1383(3) 0.83683(12) 0.0490(7) Uani 1 1 d . . . H4 H 0.4490 0.0871 0.8237 0.059 Uiso 1 1 calc R . . C5 C 0.5581(2) 0.2484(3) 0.79789(13) 0.0445(7) Uani 1 1 d . . . H5 H 0.5178 0.2705 0.7584 0.053 Uiso 1 1 calc R . . C6 C 0.6582(2) 0.3261(3) 0.81692(11) 0.0422(6) Uani 1 1 d . . . H6 H 0.6851 0.4012 0.7906 0.051 Uiso 1 1 calc R . . C7 C 0.7190(2) 0.2926(3) 0.87526(11) 0.0354(5) Uani 1 1 d . . . H7 H 0.7872 0.3445 0.8880 0.042 Uiso 1 1 calc R . . C8 C 0.75192(17) -0.0520(2) 1.00969(10) 0.0279(5) Uani 1 1 d . . . C9 C 0.7497(2) -0.1032(2) 1.07292(11) 0.0375(6) Uani 1 1 d . . . H9 H 0.7410 -0.0348 1.1062 0.045 Uiso 1 1 calc R . . C10 C 0.7604(3) -0.2550(2) 1.08643(14) 0.0472(7) Uani 1 1 d . . . H10 H 0.7577 -0.2893 1.1286 0.057 Uiso 1 1 calc R . . C11 C 0.7749(2) -0.3551(3) 1.03760(14) 0.0493(7) Uani 1 1 d . . . H11 H 0.7841 -0.4573 1.0470 0.059 Uiso 1 1 calc R . . C12 C 0.7760(2) -0.3066(3) 0.97437(14) 0.0492(7) Uani 1 1 d . . . H12 H 0.7848 -0.3760 0.9415 0.059 Uiso 1 1 calc R . . C13 C 0.7641(2) -0.1551(2) 0.96014(12) 0.0388(6) Uani 1 1 d . . . H13 H 0.7641 -0.1221 0.9176 0.047 Uiso 1 1 calc R . . C14 C 0.6860(2) 0.24914(19) 1.05352(12) 0.0289(5) Uani 1 1 d . . . C15 C 0.5738(2) 0.3065(3) 1.04273(12) 0.0397(6) Uani 1 1 d . . . H15 H 0.5309 0.2894 1.0036 0.048 Uiso 1 1 calc R . . C16 C 0.5267(2) 0.3892(3) 1.09071(13) 0.0521(7) Uani 1 1 d . . . H16 H 0.4515 0.4273 1.0839 0.062 Uiso 1 1 calc R . . C17 C 0.5904(2) 0.4155(3) 1.14866(13) 0.0498(7) Uani 1 1 d . . . H17 H 0.5580 0.4718 1.1805 0.060 Uiso 1 1 calc R . . C18 C 0.7014(2) 0.3594(2) 1.15985(11) 0.0401(6) Uani 1 1 d . . . H18 H 0.7439 0.3782 1.1990 0.048 Uiso 1 1 calc R . . C19 C 0.7497(2) 0.2752(2) 1.11276(12) 0.0327(5) Uani 1 1 d . . . H19 H 0.8243 0.2358 1.1204 0.039 Uiso 1 1 calc R . . H1O H 1.010(3) 0.679(4) 0.7061(15) 0.073(11) Uiso 1 1 d . . . H2O H 1.005(3) 0.826(4) 0.7051(18) 0.114(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03653(19) 0.02767(18) 0.02821(17) -0.00133(10) -0.00069(13) -0.00238(10) Cl1 0.0426(4) 0.0242(3) 0.0405(3) 0.0013(2) 0.0040(3) -0.0012(2) Cl2 0.0481(4) 0.0231(3) 0.0302(3) -0.0005(2) 0.0017(3) -0.0015(2) Cl3 0.0437(4) 0.0780(6) 0.0730(6) 0.0060(4) -0.0231(4) -0.0057(3) O1 0.0821(16) 0.0294(11) 0.0394(12) -0.0046(9) 0.0222(11) -0.0032(8) P1 0.0264(3) 0.0215(3) 0.0295(3) 0.0011(2) 0.0012(2) -0.0018(2) C1 0.0260(12) 0.0316(11) 0.0319(12) 0.0006(10) 0.0007(9) -0.0014(9) C2 0.0305(12) 0.0291(11) 0.0292(12) -0.0010(10) 0.0011(9) 0.0000(9) C3 0.0368(14) 0.0454(14) 0.0408(14) 0.0019(12) -0.0018(11) -0.0084(11) C4 0.0390(15) 0.0597(17) 0.0462(16) -0.0080(14) -0.0097(12) -0.0031(12) C5 0.0445(16) 0.0579(18) 0.0302(14) -0.0011(11) -0.0035(12) 0.0170(12) C6 0.0502(16) 0.0432(15) 0.0333(13) 0.0084(11) 0.0046(11) 0.0099(12) C7 0.0394(14) 0.0322(11) 0.0346(13) 0.0014(11) 0.0033(10) -0.0009(10) C8 0.0271(11) 0.0224(11) 0.0343(12) -0.0007(9) 0.0040(9) -0.0030(8) C9 0.0498(15) 0.0277(12) 0.0348(13) 0.0020(10) 0.0016(11) -0.0051(10) C10 0.0645(19) 0.0325(14) 0.0440(17) 0.0113(12) 0.0001(14) -0.0093(11) C11 0.0563(17) 0.0216(12) 0.070(2) 0.0077(13) 0.0061(14) -0.0011(11) C12 0.0578(18) 0.0248(12) 0.069(2) -0.0102(13) 0.0275(15) -0.0004(12) C13 0.0429(14) 0.0312(12) 0.0445(15) -0.0015(11) 0.0160(11) -0.0056(10) C14 0.0324(13) 0.0220(11) 0.0329(13) 0.0000(9) 0.0070(10) 0.0002(8) C15 0.0350(14) 0.0435(13) 0.0401(14) 0.0002(12) -0.0005(11) 0.0047(11) C16 0.0444(16) 0.0568(16) 0.0564(18) 0.0028(14) 0.0129(14) 0.0233(12) C17 0.0631(19) 0.0460(15) 0.0429(16) 0.0007(13) 0.0195(14) 0.0173(13) C18 0.0523(16) 0.0348(13) 0.0340(14) -0.0031(11) 0.0070(11) 0.0016(11) C19 0.0351(14) 0.0279(11) 0.0355(13) 0.0002(10) 0.0041(10) 0.0028(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 Zn1 O1 2.019(2) . ? Zn1 Cl3 2.1988(8) . ? Zn1 Cl1 2.2591(6) . ? Zn1 Cl2 2.2693(6) . ? O1 H1O 0.80(3) . ? O1 H2O 0.87(4) . ? P1 C2 1.790(2) . ? P1 C1 1.790(2) . ? P1 C8 1.792(2) . ? P1 C14 1.797(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C7 1.391(3) . ? C2 C3 1.396(3) . ? C3 C4 1.381(3) . ? C3 H3 0.9300 . ? C4 C5 1.373(4) . ? C4 H4 0.9300 . ? C5 C6 1.374(4) . ? C5 H5 0.9300 . ? C6 C7 1.383(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.392(3) . ? C8 C9 1.391(3) . ? C9 C10 1.377(3) . ? C9 H9 0.9300 . ? C10 C11 1.367(4) . ? C10 H10 0.9300 . ? C11 C12 1.383(4) . ? C11 H11 0.9300 . ? C12 C13 1.378(3) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.391(3) . ? C14 C19 1.400(3) . ? C15 C16 1.382(3) . ? C15 H15 0.9300 . ? C16 C17 1.379(4) . ? C16 H16 0.9300 . ? C17 C18 1.374(3) . ? C17 H17 0.9300 . ? C18 C19 1.382(3) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 Cl3 113.88(8) . . ? O1 Zn1 Cl1 102.65(6) . . ? Cl3 Zn1 Cl1 114.35(3) . . ? O1 Zn1 Cl2 98.65(6) . . ? Cl3 Zn1 Cl2 113.59(3) . . ? Cl1 Zn1 Cl2 112.18(2) . . ? Zn1 O1 H1O 113(2) . . ? Zn1 O1 H2O 111(3) . . ? H1O O1 H2O 102(4) . . ? C2 P1 C1 109.65(11) . . ? C2 P1 C8 109.84(10) . . ? C1 P1 C8 108.87(10) . . ? C2 P1 C14 109.76(11) . . ? C1 P1 C14 108.86(11) . . ? C8 P1 C14 109.85(9) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C7 C2 C3 119.7(2) . . ? C7 C2 P1 119.36(17) . . ? C3 C2 P1 120.87(17) . . ? C4 C3 C2 119.2(2) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C5 C4 C3 120.8(2) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 120.3(2) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C7 120.0(2) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C6 C7 C2 120.0(2) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? C13 C8 C9 119.60(19) . . ? C13 C8 P1 119.24(16) . . ? C9 C8 P1 120.86(16) . . ? C10 C9 C8 120.2(2) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C11 C10 C9 119.8(2) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 120.9(2) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C13 C12 C11 119.9(2) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C12 C13 C8 119.7(2) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? C15 C14 C19 119.8(2) . . ? C15 C14 P1 121.52(19) . . ? C19 C14 P1 118.66(18) . . ? C16 C15 C14 119.4(2) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.3 . . ? C17 C16 C15 120.4(2) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C18 C17 C16 120.7(2) . . ? C18 C17 H17 119.6 . . ? C16 C17 H17 119.6 . . ? C17 C18 C19 119.8(2) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C18 C19 C14 119.9(2) . . ? C18 C19 H19 120.0 . . ? C14 C19 H19 120.0 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.481 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.073 # Attachment '697025_second_revision.cif' data_Compound5 _database_code_depnum_ccdc_archive 'CCDC 697025' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H32 Cl2 Co P2, 0.5(C6 H14)' _chemical_formula_sum 'C37 H32 Cl2 Co P2' _chemical_formula_weight 668.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.424(1) _cell_length_b 12.4343(9) _cell_length_c 22.853(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.804(4) _cell_angle_gamma 90.00 _cell_volume 6939.7(7) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9764 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 24.688 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2760 _exptl_absorpt_coefficient_mu 0.769 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10466 _diffrn_reflns_av_R_equivalents 0.0598 _diffrn_reflns_av_sigmaI/netI 0.1143 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.05 _reflns_number_total 6128 _reflns_number_gt 3170 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _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. A molecule of hexane was found disordered in proximity to the symmetry center. A satisfactory definition of the complete model was unsuccessful. A PLATON-SQUEEZE procedure was run using the complete molecular model of compound 5. The calculation (estimated residual electron density: 210 e/unit cell, total void volume in the unit cell: 560 A3) is consistent with the presence of 4 molecules of hexane. The modified reflection data were then used for the refinement of the molecular structure of 5, resulting in improved refinement parameters. ; _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^)+(0.1265P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6128 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1454 _refine_ls_R_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.2310 _refine_ls_wR_factor_gt 0.2064 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.64758(3) 0.66673(8) 0.65540(3) 0.0439(3) Uani 1 1 d . . . P1 P 0.61379(7) 0.45007(15) 0.57786(7) 0.0479(5) Uani 1 1 d . . . P2 P 0.61015(6) 0.84314(14) 0.63801(7) 0.0428(5) Uani 1 1 d . . . Cl1 Cl 0.73549(6) 0.68912(15) 0.63393(7) 0.0554(5) Uani 1 1 d . . . Cl2 Cl 0.63652(9) 0.62752(19) 0.74992(7) 0.0773(7) Uani 1 1 d . . . C1 C 0.5947(3) 0.5724(5) 0.6083(3) 0.0533(18) Uani 1 1 d . . . H1A H 0.5640 0.5576 0.6334 0.064 Uiso 1 1 calc R . . H1B H 0.5808 0.6164 0.5764 0.064 Uiso 1 1 calc R . . C2 C 0.6676(3) 0.3812(6) 0.6179(3) 0.0536(18) Uani 1 1 d . . . C3 C 0.7094(3) 0.3291(6) 0.5894(4) 0.067(2) Uani 1 1 d . . . H3 H 0.7120 0.3361 0.5491 0.081 Uiso 1 1 calc R . . C4 C 0.7475(3) 0.2667(7) 0.6194(6) 0.101(3) Uani 1 1 d . . . H4 H 0.7752 0.2308 0.5998 0.121 Uiso 1 1 calc R . . C5 C 0.7427(4) 0.2600(9) 0.6811(6) 0.111(5) Uani 1 1 d . . . H5 H 0.7671 0.2181 0.7028 0.134 Uiso 1 1 calc R . . C6 C 0.7015(5) 0.3157(8) 0.7089(5) 0.103(4) Uani 1 1 d . . . H6 H 0.6990 0.3115 0.7494 0.123 Uiso 1 1 calc R . . C7 C 0.6648(4) 0.3762(6) 0.6786(3) 0.074(2) Uani 1 1 d . . . H7 H 0.6379 0.4142 0.6983 0.088 Uiso 1 1 calc R . . C8 C 0.5577(2) 0.3558(6) 0.5756(3) 0.0509(18) Uani 1 1 d . . . C9 C 0.5642(3) 0.2502(6) 0.5895(4) 0.069(2) Uani 1 1 d . . . H9 H 0.5990 0.2241 0.5988 0.083 Uiso 1 1 calc R . . C10 C 0.5189(3) 0.1798(7) 0.5901(4) 0.080(3) Uani 1 1 d . . . H10 H 0.5240 0.1081 0.6002 0.095 Uiso 1 1 calc R . . C11 C 0.4690(3) 0.2150(8) 0.5764(4) 0.078(2) Uani 1 1 d . . . H11 H 0.4396 0.1675 0.5761 0.093 Uiso 1 1 calc R . . C12 C 0.4609(3) 0.3202(8) 0.5627(4) 0.085(3) Uani 1 1 d . . . H12 H 0.4257 0.3440 0.5537 0.102 Uiso 1 1 calc R . . C13 C 0.5038(3) 0.3926(7) 0.5619(4) 0.075(2) Uani 1 1 d . . . H13 H 0.4976 0.4644 0.5526 0.091 Uiso 1 1 calc R . . C14 C 0.6372(2) 0.4728(5) 0.5048(3) 0.0421(16) Uani 1 1 d . . . C15 C 0.6780(2) 0.5481(6) 0.4950(3) 0.0463(17) Uani 1 1 d . . . H15 H 0.6937 0.5844 0.5266 0.056 Uiso 1 1 calc R . . C16 C 0.6957(3) 0.5701(6) 0.4391(3) 0.0550(18) Uani 1 1 d . . . H16 H 0.7226 0.6219 0.4331 0.066 Uiso 1 1 calc R . . C17 C 0.6732(3) 0.5147(6) 0.3922(3) 0.064(2) Uani 1 1 d . . . H17 H 0.6852 0.5285 0.3545 0.077 Uiso 1 1 calc R . . C18 C 0.6327(3) 0.4383(7) 0.4014(3) 0.070(2) Uani 1 1 d . . . H18 H 0.6172 0.4019 0.3697 0.084 Uiso 1 1 calc R . . C19 C 0.6153(3) 0.4160(6) 0.4575(3) 0.061(2) Uani 1 1 d . . . H19 H 0.5890 0.3632 0.4636 0.073 Uiso 1 1 calc R . . C20 C 0.5370(3) 0.8452(5) 0.6245(3) 0.0435(16) Uani 1 1 d . . . C21 C 0.5033(3) 0.7982(6) 0.6658(3) 0.060(2) Uani 1 1 d . . . H21 H 0.5190 0.7638 0.6980 0.072 Uiso 1 1 calc R . . C22 C 0.4469(3) 0.8017(7) 0.6600(3) 0.073(2) Uani 1 1 d . . . H22 H 0.4250 0.7725 0.6889 0.088 Uiso 1 1 calc R . . C23 C 0.4236(3) 0.8478(6) 0.6118(3) 0.062(2) Uani 1 1 d . . . H23 H 0.3857 0.8501 0.6079 0.075 Uiso 1 1 calc R . . C24 C 0.4555(3) 0.8908(7) 0.5690(3) 0.066(2) Uani 1 1 d . . . H24 H 0.4392 0.9212 0.5358 0.079 Uiso 1 1 calc R . . C25 C 0.5116(3) 0.8891(6) 0.5750(3) 0.0531(18) Uani 1 1 d . . . H25 H 0.5329 0.9179 0.5454 0.064 Uiso 1 1 calc R . . C26 C 0.6389(2) 0.9043(5) 0.5731(3) 0.0412(15) Uani 1 1 d . . . C27 C 0.6541(3) 1.0106(6) 0.5687(3) 0.0488(17) Uani 1 1 d . . . H27 H 0.6496 1.0557 0.6007 0.059 Uiso 1 1 calc R . . C28 C 0.6759(3) 1.0520(6) 0.5183(3) 0.0570(19) Uani 1 1 d . . . H28 H 0.6862 1.1239 0.5165 0.068 Uiso 1 1 calc R . . C29 C 0.6825(2) 0.9856(7) 0.4699(3) 0.057(2) Uani 1 1 d . . . H29 H 0.6962 1.0131 0.4352 0.068 Uiso 1 1 calc R . . C30 C 0.6681(3) 0.8772(6) 0.4740(3) 0.0524(18) Uani 1 1 d . . . H30 H 0.6730 0.8314 0.4424 0.063 Uiso 1 1 calc R . . C31 C 0.6466(2) 0.8386(6) 0.5254(3) 0.0490(17) Uani 1 1 d . . . H31 H 0.6371 0.7663 0.5279 0.059 Uiso 1 1 calc R . . C32 C 0.6210(3) 0.9393(5) 0.6966(3) 0.0461(16) Uani 1 1 d . . . C33 C 0.6734(3) 0.9436(6) 0.7218(3) 0.067(2) Uani 1 1 d . . . H33 H 0.7009 0.8983 0.7085 0.080 Uiso 1 1 calc R . . C34 C 0.6842(4) 1.0161(7) 0.7667(3) 0.081(3) Uani 1 1 d . . . H34 H 0.7193 1.0208 0.7827 0.097 Uiso 1 1 calc R . . C35 C 0.6436(4) 1.0809(7) 0.7878(3) 0.078(2) Uani 1 1 d . . . H35 H 0.6511 1.1277 0.8186 0.093 Uiso 1 1 calc R . . C36 C 0.5921(3) 1.0768(7) 0.7636(3) 0.073(2) Uani 1 1 d . . . H36 H 0.5648 1.1213 0.7778 0.088 Uiso 1 1 calc R . . C37 C 0.5805(3) 1.0064(6) 0.7180(3) 0.062(2) Uani 1 1 d . . . H37 H 0.5455 1.0042 0.7016 0.074 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 Co1 0.0497(5) 0.0518(7) 0.0303(5) -0.0002(4) 0.0022(4) -0.0013(4) P1 0.0599(11) 0.0424(12) 0.0417(10) 0.0008(9) 0.0036(8) 0.0066(9) P2 0.0509(10) 0.0432(11) 0.0344(9) -0.0018(8) 0.0013(7) 0.0005(8) Cl1 0.0440(9) 0.0707(14) 0.0517(10) 0.0074(9) 0.0068(7) 0.0064(8) Cl2 0.1122(16) 0.0876(17) 0.0325(9) 0.0036(10) 0.0110(10) -0.0033(13) C1 0.075(4) 0.044(5) 0.041(4) 0.001(3) 0.004(3) -0.001(4) C2 0.062(4) 0.044(5) 0.055(4) -0.002(4) -0.004(4) -0.009(4) C3 0.057(4) 0.051(5) 0.095(6) 0.014(5) -0.019(4) -0.002(4) C4 0.072(6) 0.060(7) 0.170(11) 0.028(7) -0.034(7) -0.005(5) C5 0.093(7) 0.074(8) 0.165(12) 0.047(8) -0.089(8) -0.019(6) C6 0.138(9) 0.074(7) 0.094(7) 0.032(6) -0.067(7) -0.028(7) C7 0.102(6) 0.062(6) 0.057(5) 0.016(4) -0.026(4) -0.017(5) C8 0.046(4) 0.052(5) 0.056(4) 0.004(4) 0.004(3) 0.002(3) C9 0.060(5) 0.046(5) 0.102(6) 0.004(5) -0.013(4) 0.009(4) C10 0.068(5) 0.052(5) 0.118(7) 0.029(5) -0.008(5) -0.015(4) C11 0.053(5) 0.077(7) 0.102(7) 0.011(5) -0.012(4) -0.017(4) C12 0.052(5) 0.079(7) 0.123(8) 0.022(6) -0.006(5) -0.004(5) C13 0.063(5) 0.050(5) 0.112(7) 0.022(5) -0.008(5) 0.008(4) C14 0.048(4) 0.036(4) 0.042(4) 0.003(3) 0.005(3) 0.009(3) C15 0.045(4) 0.055(5) 0.039(4) -0.001(3) -0.002(3) 0.016(3) C16 0.060(4) 0.051(5) 0.055(4) 0.003(4) 0.010(4) 0.006(4) C17 0.083(5) 0.067(6) 0.041(4) 0.004(4) 0.013(4) 0.013(5) C18 0.092(6) 0.081(6) 0.038(4) -0.011(4) 0.006(4) -0.009(5) C19 0.073(5) 0.051(5) 0.059(5) -0.010(4) 0.001(4) -0.002(4) C20 0.057(4) 0.039(4) 0.035(3) -0.006(3) 0.014(3) -0.008(3) C21 0.066(5) 0.070(6) 0.044(4) 0.000(4) -0.002(3) -0.018(4) C22 0.063(5) 0.104(7) 0.053(5) -0.010(5) 0.021(4) -0.026(5) C23 0.049(4) 0.076(6) 0.061(5) -0.008(4) -0.005(4) -0.006(4) C24 0.060(5) 0.076(6) 0.063(5) 0.013(4) -0.005(4) -0.009(4) C25 0.051(4) 0.060(5) 0.048(4) 0.009(4) 0.002(3) -0.005(4) C26 0.046(4) 0.037(4) 0.041(4) 0.000(3) -0.001(3) 0.006(3) C27 0.056(4) 0.044(5) 0.045(4) -0.002(3) 0.001(3) 0.006(3) C28 0.055(4) 0.051(5) 0.066(5) 0.013(4) 0.012(4) -0.006(4) C29 0.043(4) 0.071(6) 0.055(4) 0.015(4) 0.009(3) 0.004(4) C30 0.050(4) 0.059(5) 0.048(4) -0.008(4) 0.004(3) 0.002(4) C31 0.054(4) 0.050(5) 0.043(4) 0.000(4) 0.003(3) -0.001(3) C32 0.064(4) 0.039(4) 0.036(3) -0.005(3) 0.000(3) -0.007(3) C33 0.069(5) 0.062(5) 0.069(5) -0.018(4) -0.020(4) 0.009(4) C34 0.087(6) 0.078(6) 0.076(6) -0.018(5) -0.037(5) 0.000(5) C35 0.107(7) 0.070(6) 0.057(5) -0.031(4) -0.007(5) 0.001(5) C36 0.071(5) 0.075(6) 0.073(5) -0.033(5) 0.010(4) 0.004(4) C37 0.068(5) 0.067(6) 0.051(4) -0.023(4) -0.003(4) 0.000(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 Co1 C1 2.040(6) . ? Co1 Cl1 2.2266(17) . ? Co1 Cl2 2.2346(18) . ? Co1 P2 2.407(2) . ? P1 C1 1.738(7) . ? P1 C14 1.796(6) . ? P1 C2 1.806(7) . ? P1 C8 1.804(7) . ? P2 C20 1.808(7) . ? P2 C32 1.812(6) . ? P2 C26 1.817(7) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.379(10) . ? C2 C7 1.392(10) . ? C3 C4 1.386(11) . ? C3 H3 0.9300 . ? C4 C5 1.420(15) . ? C4 H4 0.9300 . ? C5 C6 1.382(15) . ? C5 H5 0.9300 . ? C6 C7 1.353(12) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.360(10) . ? C8 C13 1.422(9) . ? C9 C10 1.412(10) . ? C9 H9 0.9300 . ? C10 C11 1.327(10) . ? C10 H10 0.9300 . ? C11 C12 1.359(11) . ? C11 H11 0.9300 . ? C12 C13 1.382(11) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.388(9) . ? C14 C19 1.391(9) . ? C15 C16 1.380(8) . ? C15 H15 0.9300 . ? C16 C17 1.383(9) . ? C16 H16 0.9300 . ? C17 C18 1.390(10) . ? C17 H17 0.9300 . ? C18 C19 1.385(10) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.391(9) . ? C20 C25 1.395(9) . ? C21 C22 1.382(10) . ? C21 H21 0.9300 . ? C22 C23 1.360(10) . ? C22 H22 0.9300 . ? C23 C24 1.368(10) . ? C23 H23 0.9300 . ? C24 C25 1.375(9) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C31 1.377(9) . ? C26 C27 1.377(9) . ? C27 C28 1.376(9) . ? C27 H27 0.9300 . ? C28 C29 1.390(9) . ? C28 H28 0.9300 . ? C29 C30 1.397(9) . ? C29 H29 0.9300 . ? C30 C31 1.378(9) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 C37 1.388(9) . ? C32 C33 1.397(9) . ? C33 C34 1.389(10) . ? C33 H33 0.9300 . ? C34 C35 1.369(11) . ? C34 H34 0.9300 . ? C35 C36 1.367(10) . ? C35 H35 0.9300 . ? C36 C37 1.387(9) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Co1 Cl1 124.1(2) . . ? C1 Co1 Cl2 107.5(2) . . ? Cl1 Co1 Cl2 111.73(8) . . ? C1 Co1 P2 101.6(2) . . ? Cl1 Co1 P2 102.40(7) . . ? Cl2 Co1 P2 107.92(8) . . ? C1 P1 C14 109.0(3) . . ? C1 P1 C2 114.2(3) . . ? C14 P1 C2 107.9(3) . . ? C1 P1 C8 111.8(3) . . ? C14 P1 C8 109.1(3) . . ? C2 P1 C8 104.7(3) . . ? C20 P2 C32 104.5(3) . . ? C20 P2 C26 104.2(3) . . ? C32 P2 C26 105.9(3) . . ? C20 P2 Co1 114.4(2) . . ? C32 P2 Co1 115.3(2) . . ? C26 P2 Co1 111.5(2) . . ? P1 C1 Co1 122.9(4) . . ? P1 C1 H1A 106.6 . . ? Co1 C1 H1A 106.6 . . ? P1 C1 H1B 106.6 . . ? Co1 C1 H1B 106.6 . . ? H1A C1 H1B 106.6 . . ? C3 C2 C7 119.7(7) . . ? C3 C2 P1 121.5(6) . . ? C7 C2 P1 118.8(6) . . ? C2 C3 C4 121.8(9) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C3 C4 C5 117.3(10) . . ? C3 C4 H4 121.4 . . ? C5 C4 H4 121.4 . . ? C6 C5 C4 119.9(9) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C7 C6 C5 121.7(10) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C6 C7 C2 119.6(9) . . ? C6 C7 H7 120.2 . . ? C2 C7 H7 120.2 . . ? C9 C8 C13 117.9(7) . . ? C9 C8 P1 122.2(5) . . ? C13 C8 P1 119.8(6) . . ? C8 C9 C10 120.7(7) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? C11 C10 C9 120.7(8) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 120.2(8) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 121.4(8) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? C12 C13 C8 119.2(7) . . ? C12 C13 H13 120.4 . . ? C8 C13 H13 120.4 . . ? C15 C14 C19 119.2(6) . . ? C15 C14 P1 119.7(5) . . ? C19 C14 P1 121.2(5) . . ? C16 C15 C14 121.1(6) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C15 C16 C17 119.5(7) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C16 C17 C18 120.0(7) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 120.3(7) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C18 C19 C14 119.9(7) . . ? C18 C19 H19 120.1 . . ? C14 C19 H19 120.1 . . ? C21 C20 C25 116.9(6) . . ? C21 C20 P2 118.1(5) . . ? C25 C20 P2 124.9(5) . . ? C22 C21 C20 121.4(7) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C23 C22 C21 119.7(7) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 120.6(7) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 119.9(7) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C20 121.3(6) . . ? C24 C25 H25 119.3 . . ? C20 C25 H25 119.3 . . ? C31 C26 C27 118.1(6) . . ? C31 C26 P2 117.2(5) . . ? C27 C26 P2 124.7(5) . . ? C28 C27 C26 121.8(6) . . ? C28 C27 H27 119.1 . . ? C26 C27 H27 119.1 . . ? C27 C28 C29 119.6(7) . . ? C27 C28 H28 120.2 . . ? C29 C28 H28 120.2 . . ? C28 C29 C30 119.1(7) . . ? C28 C29 H29 120.4 . . ? C30 C29 H29 120.4 . . ? C31 C30 C29 119.5(7) . . ? C31 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C26 C31 C30 121.7(7) . . ? C26 C31 H31 119.2 . . ? C30 C31 H31 119.2 . . ? C37 C32 C33 119.0(6) . . ? C37 C32 P2 124.0(5) . . ? C33 C32 P2 117.0(5) . . ? C34 C33 C32 119.5(7) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C35 C34 C33 120.7(8) . . ? C35 C34 H34 119.7 . . ? C33 C34 H34 119.7 . . ? C36 C35 C34 120.2(7) . . ? C36 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? C35 C36 C37 120.3(7) . . ? C35 C36 H36 119.9 . . ? C37 C36 H36 119.9 . . ? C36 C37 C32 120.3(7) . . ? C36 C37 H37 119.8 . . ? C32 C37 H37 119.8 . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 1.000 0.099 0.250 140.2 52.5 2 1.000 -0.099 0.750 140.3 53.9 3 0.500 0.401 0.750 140.3 53.9 4 0.500 0.599 0.250 140.2 52.5 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.452 _refine_diff_density_min -0.702 _refine_diff_density_rms 0.153 # Attachment '697026_revised.cif' data_2ox _database_code_depnum_ccdc_archive 'CCDC 697026' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H19 Cl3 N O P Zn' _chemical_formula_sum 'C17 H19 Cl3 N O P Zn' _chemical_formula_weight 456.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.8862(3) _cell_length_b 8.4311(2) _cell_length_c 18.2833(6) _cell_angle_alpha 90.00 _cell_angle_beta 98.131(1) _cell_angle_gamma 90.00 _cell_volume 1966.33(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4973 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.540 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 1.742 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8557 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0697 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.00 _reflns_number_total 4749 _reflns_number_gt 3158 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0399P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4749 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0793 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.0945 _refine_ls_wR_factor_gt 0.0842 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _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 Zn1 Zn 0.67513(3) -0.05025(3) 0.634961(18) 0.02657(11) Uani 1 1 d . . . P1 P 0.71699(6) 0.28048(8) 0.42800(4) 0.02541(17) Uani 1 1 d . . . N1 N 0.63577(17) 0.1803(2) 0.60795(12) 0.0236(5) Uani 1 1 d . . . Cl1 Cl 0.67422(7) -0.18937(8) 0.52945(4) 0.0451(2) Uani 1 1 d . . . Cl2 Cl 0.54732(6) -0.13486(8) 0.69853(4) 0.03230(18) Uani 1 1 d . . . Cl3 Cl 0.82908(6) -0.03063(9) 0.70865(5) 0.0456(2) Uani 1 1 d . . . O1 O 0.59805(16) 0.41346(19) 0.55198(11) 0.0314(5) Uani 1 1 d . . . C1 C 0.6128(2) 0.1932(3) 0.47221(14) 0.0273(6) Uani 1 1 d . . . H1A H 0.5441 0.2171 0.4428 0.033 Uiso 1 1 calc R . . H1B H 0.6214 0.0765 0.4744 0.033 Uiso 1 1 calc R . . C2 C 0.6156(2) 0.2571(3) 0.54787(15) 0.0242(6) Uani 1 1 d . . . C3 C 0.6304(3) 0.2942(3) 0.66889(16) 0.0357(7) Uani 1 1 d . . . H3A H 0.6934 0.2864 0.7066 0.043 Uiso 1 1 calc R . . H3B H 0.5672 0.2758 0.6928 0.043 Uiso 1 1 calc R . . C4 C 0.6253(3) 0.4546(3) 0.63012(15) 0.0351(7) Uani 1 1 d . . . H4A H 0.5709 0.5232 0.6470 0.042 Uiso 1 1 calc R . . H4B H 0.6937 0.5098 0.6392 0.042 Uiso 1 1 calc R . . C5 C 0.6709(2) 0.4576(3) 0.38054(16) 0.0347(7) Uani 1 1 d . . . H5A H 0.7279 0.5057 0.3579 0.052 Uiso 1 1 calc R . . H5B H 0.6471 0.5324 0.4157 0.052 Uiso 1 1 calc R . . H5C H 0.6125 0.4319 0.3420 0.052 Uiso 1 1 calc R . . C6 C 0.8263(2) 0.3220(3) 0.49710(15) 0.0294(7) Uani 1 1 d . . . C7 C 0.8460(2) 0.4767(4) 0.52382(17) 0.0384(8) Uani 1 1 d . . . H7 H 0.8027 0.5625 0.5047 0.046 Uiso 1 1 calc R . . C8 C 0.9301(3) 0.5012(4) 0.57883(19) 0.0512(9) Uani 1 1 d . . . H8 H 0.9453 0.6056 0.5969 0.061 Uiso 1 1 calc R . . C9 C 0.9918(3) 0.3775(5) 0.60764(18) 0.0568(10) Uani 1 1 d . . . H9 H 1.0491 0.3967 0.6453 0.068 Uiso 1 1 calc R . . C10 C 0.9711(3) 0.2261(4) 0.5822(2) 0.0596(11) Uani 1 1 d . . . H10 H 1.0138 0.1408 0.6028 0.072 Uiso 1 1 calc R . . C11 C 0.8889(3) 0.1968(4) 0.52698(18) 0.0461(9) Uani 1 1 d . . . H11 H 0.8751 0.0918 0.5094 0.055 Uiso 1 1 calc R . . C12 C 0.7609(2) 0.1431(3) 0.36504(14) 0.0255(6) Uani 1 1 d . . . C13 C 0.8478(2) 0.1879(3) 0.33282(16) 0.0339(7) Uani 1 1 d . . . H13 H 0.8798 0.2881 0.3442 0.041 Uiso 1 1 calc R . . C14 C 0.8879(3) 0.0863(4) 0.28396(17) 0.0414(8) Uani 1 1 d . . . H14 H 0.9470 0.1173 0.2616 0.050 Uiso 1 1 calc R . . C15 C 0.8421(3) -0.0595(3) 0.26795(17) 0.0395(8) Uani 1 1 d . . . H15 H 0.8704 -0.1296 0.2353 0.047 Uiso 1 1 calc R . . C16 C 0.7549(2) -0.1042(3) 0.29922(17) 0.0361(7) Uani 1 1 d . . . H16 H 0.7231 -0.2043 0.2873 0.043 Uiso 1 1 calc R . . C17 C 0.7138(2) -0.0038(3) 0.34783(15) 0.0298(7) Uani 1 1 d . . . H17 H 0.6540 -0.0348 0.3693 0.036 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 Zn1 0.0285(2) 0.02574(17) 0.0258(2) 0.00318(13) 0.00496(15) 0.00086(13) P1 0.0300(4) 0.0254(3) 0.0199(4) 0.0003(3) 0.0003(3) -0.0007(3) N1 0.0282(13) 0.0238(11) 0.0196(12) -0.0004(9) 0.0065(10) -0.0013(9) Cl1 0.0743(6) 0.0290(4) 0.0354(5) -0.0019(3) 0.0197(4) 0.0091(4) Cl2 0.0291(4) 0.0424(4) 0.0256(4) 0.0040(3) 0.0049(3) -0.0046(3) Cl3 0.0288(4) 0.0487(4) 0.0557(5) 0.0176(4) -0.0064(4) -0.0037(3) O1 0.0401(13) 0.0225(9) 0.0306(12) 0.0022(8) 0.0015(10) 0.0046(8) C1 0.0321(17) 0.0265(13) 0.0217(15) -0.0001(11) -0.0017(13) -0.0024(12) C2 0.0188(15) 0.0269(13) 0.0258(15) -0.0005(11) -0.0006(12) -0.0003(11) C3 0.049(2) 0.0333(15) 0.0272(17) -0.0035(12) 0.0142(15) 0.0018(14) C4 0.045(2) 0.0326(15) 0.0278(17) -0.0046(12) 0.0045(15) 0.0067(13) C5 0.0378(19) 0.0335(15) 0.0322(18) 0.0084(13) 0.0030(15) 0.0033(13) C6 0.0299(17) 0.0349(14) 0.0229(15) -0.0019(12) 0.0027(13) -0.0076(12) C7 0.0292(18) 0.0488(18) 0.0387(19) -0.0182(15) 0.0101(15) -0.0061(14) C8 0.040(2) 0.071(2) 0.045(2) -0.0276(19) 0.0154(18) -0.0217(18) C9 0.039(2) 0.104(3) 0.0248(19) -0.0007(19) -0.0038(16) -0.024(2) C10 0.054(3) 0.073(2) 0.044(2) 0.0160(19) -0.0189(19) -0.0108(19) C11 0.048(2) 0.0457(18) 0.038(2) 0.0091(15) -0.0130(17) -0.0069(15) C12 0.0276(16) 0.0280(13) 0.0189(15) -0.0020(11) -0.0044(12) 0.0011(11) C13 0.0296(17) 0.0396(16) 0.0313(17) -0.0031(13) -0.0005(14) -0.0071(13) C14 0.0311(18) 0.057(2) 0.037(2) -0.0037(15) 0.0083(15) 0.0003(15) C15 0.045(2) 0.0427(17) 0.0289(18) -0.0050(14) -0.0009(16) 0.0143(15) C16 0.045(2) 0.0287(14) 0.0328(18) -0.0037(13) 0.0010(16) 0.0030(13) C17 0.0339(18) 0.0298(14) 0.0248(16) 0.0004(12) 0.0012(14) 0.0005(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 Zn1 N1 2.051(2) . ? Zn1 Cl3 2.2409(8) . ? Zn1 Cl1 2.2562(8) . ? Zn1 Cl2 2.2614(8) . ? P1 C12 1.781(3) . ? P1 C5 1.786(3) . ? P1 C6 1.789(3) . ? P1 C1 1.818(3) . ? N1 C2 1.270(3) . ? N1 C3 1.480(3) . ? O1 C2 1.341(3) . ? O1 C4 1.464(3) . ? C1 C2 1.480(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C3 C4 1.524(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C11 1.393(4) . ? C6 C7 1.403(4) . ? C7 C8 1.386(4) . ? C7 H7 0.9500 . ? C8 C9 1.371(5) . ? C8 H8 0.9500 . ? C9 C10 1.372(5) . ? C9 H9 0.9500 . ? C10 C11 1.378(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.389(4) . ? C12 C17 1.395(4) . ? C13 C14 1.389(4) . ? C13 H13 0.9500 . ? C14 C15 1.377(4) . ? C14 H14 0.9500 . ? C15 C16 1.383(4) . ? C15 H15 0.9500 . ? C16 C17 1.386(4) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 Cl3 104.03(6) . . ? N1 Zn1 Cl1 108.39(6) . . ? Cl3 Zn1 Cl1 116.71(4) . . ? N1 Zn1 Cl2 104.44(7) . . ? Cl3 Zn1 Cl2 111.19(3) . . ? Cl1 Zn1 Cl2 111.06(3) . . ? C12 P1 C5 110.12(13) . . ? C12 P1 C6 107.05(13) . . ? C5 P1 C6 110.74(13) . . ? C12 P1 C1 110.26(12) . . ? C5 P1 C1 109.81(14) . . ? C6 P1 C1 108.81(13) . . ? C2 N1 C3 107.1(2) . . ? C2 N1 Zn1 134.82(18) . . ? C3 N1 Zn1 118.03(17) . . ? C2 O1 C4 105.59(19) . . ? C2 C1 P1 110.24(18) . . ? C2 C1 H1A 109.6 . . ? P1 C1 H1A 109.6 . . ? C2 C1 H1B 109.6 . . ? P1 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? N1 C2 O1 117.9(2) . . ? N1 C2 C1 126.7(2) . . ? O1 C2 C1 115.4(2) . . ? N1 C3 C4 103.3(2) . . ? N1 C3 H3A 111.1 . . ? C4 C3 H3A 111.1 . . ? N1 C3 H3B 111.1 . . ? C4 C3 H3B 111.1 . . ? H3A C3 H3B 109.1 . . ? O1 C4 C3 103.4(2) . . ? O1 C4 H4A 111.1 . . ? C3 C4 H4A 111.1 . . ? O1 C4 H4B 111.1 . . ? C3 C4 H4B 111.1 . . ? H4A C4 H4B 109.0 . . ? P1 C5 H5A 109.5 . . ? P1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 120.1(3) . . ? C11 C6 P1 118.9(2) . . ? C7 C6 P1 120.9(2) . . ? C8 C7 C6 118.4(3) . . ? C8 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? C9 C8 C7 121.1(3) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 120.2(3) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C11 120.5(3) . . ? C9 C10 H10 119.7 . . ? C11 C10 H10 119.7 . . ? C10 C11 C6 119.6(3) . . ? C10 C11 H11 120.2 . . ? C6 C11 H11 120.2 . . ? C13 C12 C17 119.8(3) . . ? C13 C12 P1 116.5(2) . . ? C17 C12 P1 123.7(2) . . ? C14 C13 C12 120.0(3) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C15 C14 C13 120.0(3) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.3(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C17 120.3(3) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C12 119.6(3) . . ? C16 C17 H17 120.2 . . ? C12 C17 H17 120.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl3 Zn1 N1 C2 122.2(3) . . . . ? Cl1 Zn1 N1 C2 -2.6(3) . . . . ? Cl2 Zn1 N1 C2 -121.1(3) . . . . ? Cl3 Zn1 N1 C3 -55.7(2) . . . . ? Cl1 Zn1 N1 C3 179.49(18) . . . . ? Cl2 Zn1 N1 C3 61.0(2) . . . . ? C12 P1 C1 C2 148.83(18) . . . . ? C5 P1 C1 C2 -89.7(2) . . . . ? C6 P1 C1 C2 31.7(2) . . . . ? C3 N1 C2 O1 1.7(3) . . . . ? Zn1 N1 C2 O1 -176.34(18) . . . . ? C3 N1 C2 C1 179.4(3) . . . . ? Zn1 N1 C2 C1 1.4(5) . . . . ? C4 O1 C2 N1 9.1(3) . . . . ? C4 O1 C2 C1 -168.9(2) . . . . ? P1 C1 C2 N1 -114.4(3) . . . . ? P1 C1 C2 O1 63.4(3) . . . . ? C2 N1 C3 C4 -11.1(3) . . . . ? Zn1 N1 C3 C4 167.28(18) . . . . ? C2 O1 C4 C3 -15.0(3) . . . . ? N1 C3 C4 O1 15.6(3) . . . . ? C12 P1 C6 C11 -44.1(3) . . . . ? C5 P1 C6 C11 -164.2(2) . . . . ? C1 P1 C6 C11 75.0(3) . . . . ? C12 P1 C6 C7 139.2(2) . . . . ? C5 P1 C6 C7 19.1(3) . . . . ? C1 P1 C6 C7 -101.7(3) . . . . ? C11 C6 C7 C8 1.6(4) . . . . ? P1 C6 C7 C8 178.2(2) . . . . ? C6 C7 C8 C9 -1.1(5) . . . . ? C7 C8 C9 C10 0.0(5) . . . . ? C8 C9 C10 C11 0.7(6) . . . . ? C9 C10 C11 C6 -0.2(5) . . . . ? C7 C6 C11 C10 -0.9(5) . . . . ? P1 C6 C11 C10 -177.6(3) . . . . ? C5 P1 C12 C13 65.1(2) . . . . ? C6 P1 C12 C13 -55.4(2) . . . . ? C1 P1 C12 C13 -173.6(2) . . . . ? C5 P1 C12 C17 -115.6(2) . . . . ? C6 P1 C12 C17 123.9(2) . . . . ? C1 P1 C12 C17 5.7(3) . . . . ? C17 C12 C13 C14 -0.3(4) . . . . ? P1 C12 C13 C14 179.0(2) . . . . ? C12 C13 C14 C15 -0.6(5) . . . . ? C13 C14 C15 C16 1.2(5) . . . . ? C14 C15 C16 C17 -1.0(4) . . . . ? C15 C16 C17 C12 0.1(4) . . . . ? C13 C12 C17 C16 0.6(4) . . . . ? P1 C12 C17 C16 -178.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.478 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.088 # Attachment '697027_revised.cif' data_2th _database_code_depnum_ccdc_archive 'CCDC 697027' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H19 Cl3 N P S Zn' _chemical_formula_sum 'C17 H19 Cl3 N P S Zn' _chemical_formula_weight 472.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.9222(2) _cell_length_b 17.2090(9) _cell_length_c 13.8494(7) _cell_angle_alpha 90.00 _cell_angle_beta 100.946(3) _cell_angle_gamma 90.00 _cell_volume 2087.78(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3886 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 26.48 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.502 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 1.736 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7536 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4340 _reflns_number_gt 2911 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0473P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4340 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0717 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0922 _refine_ls_wR_factor_gt 0.0831 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn -0.15301(3) 0.461943(19) 0.79345(2) 0.04227(12) Uani 1 1 d . . . N1 N 0.0539(2) 0.42530(14) 0.87770(16) 0.0409(5) Uani 1 1 d . . . Cl1 Cl -0.14102(8) 0.41839(5) 0.64290(6) 0.0581(2) Uani 1 1 d . . . Cl2 Cl -0.15806(9) 0.59121(5) 0.81425(6) 0.0621(2) Uani 1 1 d . . . Cl3 Cl -0.34095(7) 0.40109(5) 0.85228(6) 0.0519(2) Uani 1 1 d . . . P1 P -0.02521(7) 0.22251(4) 0.94335(5) 0.04108(19) Uani 1 1 d . . . S1 S 0.30102(8) 0.34423(5) 0.93042(7) 0.0677(3) Uani 1 1 d . . . C1 C 0.0140(3) 0.28637(16) 0.8464(2) 0.0441(7) Uani 1 1 d . . . H1A H 0.0668 0.2567 0.8035 0.053 Uiso 1 1 calc R . . H1B H -0.0824 0.3034 0.8075 0.053 Uiso 1 1 calc R . . C2 C 0.1082(3) 0.35699(18) 0.88180(19) 0.0416(7) Uani 1 1 d . . . C3 C 0.1666(3) 0.48494(18) 0.9185(2) 0.0537(8) Uani 1 1 d . . . H3A H 0.1331 0.5117 0.9722 0.064 Uiso 1 1 calc R . . H3B H 0.1758 0.5229 0.8681 0.064 Uiso 1 1 calc R . . C4 C 0.3209(3) 0.44646(19) 0.9554(3) 0.0618(9) Uani 1 1 d . . . H4A H 0.3528 0.4552 1.0255 0.074 Uiso 1 1 calc R . . H4B H 0.3975 0.4684 0.9221 0.074 Uiso 1 1 calc R . . C5 C -0.1107(3) 0.27677(18) 1.0273(2) 0.0517(8) Uani 1 1 d . . . H5A H -0.2009 0.3020 0.9925 0.078 Uiso 1 1 calc R . . H5B H -0.0399 0.3151 1.0589 0.078 Uiso 1 1 calc R . . H5C H -0.1377 0.2425 1.0760 0.078 Uiso 1 1 calc R . . C6 C -0.1570(3) 0.15241(17) 0.8816(2) 0.0460(7) Uani 1 1 d . . . C7 C -0.2964(3) 0.1798(2) 0.8274(3) 0.0698(10) Uani 1 1 d . . . H7 H -0.3175 0.2327 0.8227 0.084 Uiso 1 1 calc R . . C8 C -0.4015(4) 0.1261(2) 0.7813(3) 0.0809(12) Uani 1 1 d . . . H8 H -0.4943 0.1432 0.7452 0.097 Uiso 1 1 calc R . . C9 C -0.3707(4) 0.0484(2) 0.7880(3) 0.0735(11) Uani 1 1 d . . . H9 H -0.4433 0.0131 0.7573 0.088 Uiso 1 1 calc R . . C10 C -0.2330(4) 0.0217(2) 0.8401(3) 0.0727(10) Uani 1 1 d . . . H10 H -0.2121 -0.0313 0.8434 0.087 Uiso 1 1 calc R . . C11 C -0.1265(3) 0.07389(18) 0.8872(2) 0.0549(8) Uani 1 1 d . . . H11 H -0.0339 0.0561 0.9229 0.066 Uiso 1 1 calc R . . C12 C 0.1527(3) 0.18167(16) 1.0038(2) 0.0433(7) Uani 1 1 d . . . C13 C 0.2390(3) 0.13871(19) 0.9497(2) 0.0605(8) Uani 1 1 d . . . H13 H 0.1994 0.1251 0.8849 0.073 Uiso 1 1 calc R . . C14 C 0.3863(4) 0.1162(2) 0.9943(3) 0.0770(11) Uani 1 1 d . . . H14 H 0.4453 0.0872 0.9588 0.092 Uiso 1 1 calc R . . C15 C 0.4444(4) 0.1363(2) 1.0891(3) 0.0765(11) Uani 1 1 d . . . H15 H 0.5434 0.1218 1.1175 0.092 Uiso 1 1 calc R . . C16 C 0.3580(4) 0.1779(2) 1.1431(3) 0.0676(10) Uani 1 1 d . . . H16 H 0.3972 0.1903 1.2084 0.081 Uiso 1 1 calc R . . C17 C 0.2125(3) 0.20112(18) 1.1000(2) 0.0530(8) Uani 1 1 d . . . H17 H 0.1545 0.2301 1.1360 0.064 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 Zn1 0.04032(19) 0.0417(2) 0.0425(2) -0.00124(15) 0.00201(13) -0.00222(13) N1 0.0336(11) 0.0426(15) 0.0445(14) -0.0015(11) 0.0027(9) -0.0086(10) Cl1 0.0644(5) 0.0642(6) 0.0459(5) -0.0099(4) 0.0113(3) -0.0086(4) Cl2 0.0774(5) 0.0421(5) 0.0616(5) -0.0052(4) -0.0002(4) 0.0010(4) Cl3 0.0381(3) 0.0566(5) 0.0603(5) 0.0069(4) 0.0079(3) 0.0007(3) P1 0.0410(4) 0.0361(4) 0.0432(4) -0.0011(3) 0.0006(3) -0.0012(3) S1 0.0341(4) 0.0641(6) 0.0992(7) 0.0018(5) -0.0019(4) -0.0024(3) C1 0.0441(14) 0.0427(17) 0.0416(17) -0.0011(14) -0.0013(12) -0.0035(12) C2 0.0377(14) 0.053(2) 0.0347(16) 0.0043(14) 0.0077(11) -0.0063(13) C3 0.0439(15) 0.055(2) 0.059(2) -0.0008(16) 0.0025(13) -0.0152(14) C4 0.0371(15) 0.074(2) 0.072(2) -0.0137(19) 0.0042(14) -0.0134(14) C5 0.0527(17) 0.049(2) 0.054(2) -0.0007(15) 0.0107(14) 0.0060(14) C6 0.0455(15) 0.0446(19) 0.0456(18) -0.0039(14) 0.0032(12) -0.0077(13) C7 0.0543(18) 0.055(2) 0.090(3) -0.005(2) -0.0117(16) -0.0032(16) C8 0.0534(19) 0.079(3) 0.100(3) -0.015(2) -0.0101(18) -0.0118(19) C9 0.074(2) 0.071(3) 0.076(3) -0.022(2) 0.0147(19) -0.037(2) C10 0.080(2) 0.050(2) 0.088(3) -0.014(2) 0.015(2) -0.0182(18) C11 0.0603(18) 0.044(2) 0.057(2) -0.0028(16) 0.0039(14) -0.0077(15) C12 0.0461(15) 0.0362(17) 0.0455(18) 0.0000(14) 0.0038(12) -0.0004(12) C13 0.0638(19) 0.061(2) 0.055(2) -0.0011(17) 0.0076(16) 0.0080(16) C14 0.065(2) 0.082(3) 0.088(3) 0.009(2) 0.024(2) 0.0269(19) C15 0.0446(18) 0.088(3) 0.090(3) 0.021(2) -0.0042(18) 0.0066(18) C16 0.0606(19) 0.066(2) 0.065(2) 0.0116(19) -0.0153(17) -0.0050(17) C17 0.0539(16) 0.051(2) 0.050(2) -0.0011(15) -0.0018(14) 0.0008(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.085(2) . ? Zn1 Cl1 2.2372(8) . ? Zn1 Cl2 2.2446(9) . ? Zn1 Cl3 2.2564(7) . ? N1 C2 1.269(4) . ? N1 C3 1.472(3) . ? P1 C5 1.772(3) . ? P1 C6 1.785(3) . ? P1 C12 1.792(3) . ? P1 C1 1.820(3) . ? S1 C2 1.738(3) . ? S1 C4 1.795(3) . ? C1 C2 1.506(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C3 C4 1.526(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C11 1.378(4) . ? C6 C7 1.407(4) . ? C7 C8 1.383(4) . ? C7 H7 0.9300 . ? C8 C9 1.365(5) . ? C8 H8 0.9300 . ? C9 C10 1.380(5) . ? C9 H9 0.9300 . ? C10 C11 1.379(4) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C17 1.378(4) . ? C12 C13 1.385(4) . ? C13 C14 1.397(4) . ? C13 H13 0.9300 . ? C14 C15 1.362(5) . ? C14 H14 0.9300 . ? C15 C16 1.373(5) . ? C15 H15 0.9300 . ? C16 C17 1.381(4) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 Cl1 103.08(7) . . ? N1 Zn1 Cl2 105.37(7) . . ? Cl1 Zn1 Cl2 117.21(3) . . ? N1 Zn1 Cl3 107.29(6) . . ? Cl1 Zn1 Cl3 110.57(3) . . ? Cl2 Zn1 Cl3 112.29(3) . . ? C2 N1 C3 113.7(2) . . ? C2 N1 Zn1 126.54(18) . . ? C3 N1 Zn1 118.12(19) . . ? C5 P1 C6 110.12(14) . . ? C5 P1 C12 110.71(13) . . ? C6 P1 C12 113.78(13) . . ? C5 P1 C1 109.44(14) . . ? C6 P1 C1 104.82(13) . . ? C12 P1 C1 107.71(12) . . ? C2 S1 C4 90.30(14) . . ? C2 C1 P1 114.89(19) . . ? C2 C1 H1A 108.5 . . ? P1 C1 H1A 108.5 . . ? C2 C1 H1B 108.5 . . ? P1 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? N1 C2 C1 123.3(2) . . ? N1 C2 S1 118.4(2) . . ? C1 C2 S1 118.3(2) . . ? N1 C3 C4 109.5(3) . . ? N1 C3 H3A 109.8 . . ? C4 C3 H3A 109.8 . . ? N1 C3 H3B 109.8 . . ? C4 C3 H3B 109.8 . . ? H3A C3 H3B 108.2 . . ? C3 C4 S1 108.10(19) . . ? C3 C4 H4A 110.1 . . ? S1 C4 H4A 110.1 . . ? C3 C4 H4B 110.1 . . ? S1 C4 H4B 110.1 . . ? H4A C4 H4B 108.4 . . ? P1 C5 H5A 109.5 . . ? P1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? P1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 120.3(3) . . ? C11 C6 P1 122.0(2) . . ? C7 C6 P1 117.7(2) . . ? C8 C7 C6 118.4(3) . . ? C8 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? C9 C8 C7 120.9(3) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C10 120.6(3) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C9 C10 C11 119.8(3) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C6 C11 C10 120.1(3) . . ? C6 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C17 C12 C13 120.0(3) . . ? C17 C12 P1 120.2(2) . . ? C13 C12 P1 119.3(2) . . ? C12 C13 C14 118.8(3) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C15 C14 C13 120.6(3) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C16 120.5(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C17 119.6(3) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C12 C17 C16 120.5(3) . . ? C12 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.315 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.064 # Attachment '697028_revised.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 697028' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H34 Cl4 P2 Zn2' _chemical_formula_sum 'C38 H34 Cl4 P2 Zn2' _chemical_formula_weight 825.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' P P 0.1023 0.0942 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.5489(7) _cell_length_b 13.7296(3) _cell_length_c 18.8997(8) _cell_angle_alpha 90.00 _cell_angle_beta 104.530(2) _cell_angle_gamma 90.00 _cell_volume 3654.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4830 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.0 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 _exptl_absorpt_coefficient_mu 1.720 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12656 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0510 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 30.03 _reflns_number_total 5318 _reflns_number_gt 3964 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0630P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5318 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.1142 _refine_ls_wR_factor_gt 0.0892 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 Zn1 Zn 0.729161(19) 0.199178(18) 0.073174(14) 0.02680(10) Uani 1 1 d . . . C1 C 0.61492(16) 0.12522(16) 0.08778(14) 0.0298(5) Uani 1 1 d . . . H1A H 0.6056 0.0701 0.0546 0.036 Uiso 1 1 calc R . . H1B H 0.6326 0.0987 0.1369 0.036 Uiso 1 1 calc R . . C2 C 0.51431(16) 0.30506(14) 0.10793(12) 0.0245(4) Uani 1 1 d . . . C3 C 0.46057(18) 0.37944(16) 0.06777(14) 0.0342(5) Uani 1 1 d . . . H3 H 0.4188 0.3664 0.0228 0.041 Uiso 1 1 calc R . . C4 C 0.4701(2) 0.47371(17) 0.09570(16) 0.0438(7) Uani 1 1 d . . . H4 H 0.4348 0.5239 0.0690 0.053 Uiso 1 1 calc R . . C5 C 0.5311(2) 0.49332(18) 0.16218(16) 0.0404(6) Uani 1 1 d . . . H5 H 0.5365 0.5566 0.1804 0.049 Uiso 1 1 calc R . . C6 C 0.58442(19) 0.41965(18) 0.20217(15) 0.0374(6) Uani 1 1 d . . . H6 H 0.6257 0.4332 0.2473 0.045 Uiso 1 1 calc R . . C7 C 0.57651(18) 0.32581(17) 0.17511(13) 0.0316(5) Uani 1 1 d . . . H7 H 0.6129 0.2763 0.2019 0.038 Uiso 1 1 calc R . . C8 C 0.43294(16) 0.11787(15) 0.12826(12) 0.0247(4) Uani 1 1 d . . . C9 C 0.44686(18) 0.01903(16) 0.14156(13) 0.0325(5) Uani 1 1 d . . . H9 H 0.4951 -0.0134 0.1269 0.039 Uiso 1 1 calc R . . C10 C 0.38866(19) -0.03125(18) 0.17673(15) 0.0412(6) Uani 1 1 d . . . H10 H 0.3972 -0.0978 0.1850 0.049 Uiso 1 1 calc R . . C11 C 0.3180(2) 0.01706(18) 0.19959(15) 0.0419(6) Uani 1 1 d . . . H11 H 0.2796 -0.0169 0.2238 0.050 Uiso 1 1 calc R . . C12 C 0.3042(2) 0.11471(18) 0.18678(16) 0.0406(6) Uani 1 1 d . . . H12 H 0.2561 0.1468 0.2019 0.049 Uiso 1 1 calc R . . C13 C 0.36152(19) 0.16618(17) 0.15125(15) 0.0349(6) Uani 1 1 d . . . H13 H 0.3522 0.2326 0.1429 0.042 Uiso 1 1 calc R . . C14 C 0.43841(16) 0.17792(15) -0.01733(12) 0.0252(5) Uani 1 1 d . . . C15 C 0.47783(18) 0.22082(16) -0.07051(12) 0.0304(5) Uani 1 1 d . . . H15 H 0.5368 0.2510 -0.0568 0.036 Uiso 1 1 calc R . . C16 C 0.42864(19) 0.21799(16) -0.14322(13) 0.0320(5) Uani 1 1 d . . . H16 H 0.4546 0.2468 -0.1783 0.038 Uiso 1 1 calc R . . C17 C 0.34118(19) 0.17262(17) -0.16416(13) 0.0342(5) Uani 1 1 d . . . H17 H 0.3081 0.1716 -0.2131 0.041 Uiso 1 1 calc R . . C18 C 0.30257(18) 0.12844(17) -0.11188(14) 0.0350(5) Uani 1 1 d . . . H18 H 0.2444 0.0966 -0.1261 0.042 Uiso 1 1 calc R . . C19 C 0.35052(17) 0.13188(16) -0.03917(13) 0.0302(5) Uani 1 1 d . . . H19 H 0.3240 0.1032 -0.0043 0.036 Uiso 1 1 calc R . . Cl1 Cl 0.71526(4) 0.35923(4) 0.02759(3) 0.03061(14) Uani 1 1 d . . . Cl2 Cl 0.84983(5) 0.18656(4) 0.17389(3) 0.03539(15) Uani 1 1 d . . . P1 P 0.50382(4) 0.18068(4) 0.07706(3) 0.02323(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02426(16) 0.03270(17) 0.02412(15) 0.00146(10) 0.00734(11) 0.00357(10) C1 0.0272(12) 0.0289(11) 0.0353(13) 0.0058(9) 0.0115(10) 0.0057(9) C2 0.0226(11) 0.0256(10) 0.0275(11) 0.0026(8) 0.0104(9) 0.0019(8) C3 0.0392(14) 0.0267(11) 0.0342(13) 0.0036(10) 0.0048(11) 0.0063(10) C4 0.0563(19) 0.0256(12) 0.0507(17) 0.0047(11) 0.0159(14) 0.0098(12) C5 0.0438(16) 0.0296(12) 0.0524(17) -0.0064(11) 0.0205(13) -0.0019(11) C6 0.0346(14) 0.0398(14) 0.0377(14) -0.0107(11) 0.0088(11) -0.0038(11) C7 0.0297(13) 0.0325(12) 0.0322(13) 0.0001(9) 0.0072(10) 0.0020(10) C8 0.0254(12) 0.0245(10) 0.0242(11) 0.0014(8) 0.0060(9) 0.0004(8) C9 0.0326(13) 0.0261(11) 0.0400(14) 0.0036(10) 0.0116(11) 0.0028(9) C10 0.0388(16) 0.0282(12) 0.0585(18) 0.0112(11) 0.0156(13) -0.0010(11) C11 0.0375(15) 0.0413(15) 0.0502(16) 0.0144(12) 0.0171(13) -0.0031(11) C12 0.0384(15) 0.0396(14) 0.0519(17) 0.0055(12) 0.0266(13) 0.0043(12) C13 0.0375(14) 0.0268(11) 0.0456(15) 0.0062(10) 0.0202(12) 0.0051(10) C14 0.0258(12) 0.0236(10) 0.0264(11) -0.0001(8) 0.0068(9) 0.0042(8) C15 0.0332(13) 0.0301(11) 0.0285(12) -0.0007(9) 0.0089(10) 0.0002(10) C16 0.0393(15) 0.0302(12) 0.0275(12) 0.0017(9) 0.0102(10) 0.0059(10) C17 0.0395(15) 0.0318(12) 0.0279(12) -0.0020(10) 0.0022(11) 0.0068(11) C18 0.0319(13) 0.0335(12) 0.0371(14) -0.0038(10) 0.0038(11) 0.0006(10) C19 0.0282(12) 0.0311(12) 0.0325(12) 0.0008(9) 0.0100(10) 0.0022(9) Cl1 0.0367(3) 0.0303(3) 0.0270(3) -0.0006(2) 0.0122(2) 0.0064(2) Cl2 0.0315(3) 0.0472(4) 0.0249(3) 0.0006(2) 0.0023(2) 0.0027(2) P1 0.0235(3) 0.0225(3) 0.0245(3) 0.0022(2) 0.0075(2) 0.0030(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 Zn1 C1 2.025(2) . ? Zn1 Cl2 2.2491(7) . ? Zn1 Cl1 2.3505(6) . ? Zn1 Cl1 2.3867(6) 7_655 ? C1 P1 1.752(2) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.390(3) . ? C2 C7 1.391(3) . ? C2 P1 1.799(2) . ? C3 C4 1.392(3) . ? C3 H3 0.9300 . ? C4 C5 1.371(4) . ? C4 H4 0.9300 . ? C5 C6 1.379(4) . ? C5 H5 0.9300 . ? C6 C7 1.380(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.386(3) . ? C8 C13 1.391(3) . ? C8 P1 1.801(2) . ? C9 C10 1.385(3) . ? C9 H9 0.9300 . ? C10 C11 1.381(4) . ? C10 H10 0.9300 . ? C11 C12 1.368(3) . ? C11 H11 0.9300 . ? C12 C13 1.388(3) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.393(3) . ? C14 C15 1.405(3) . ? C14 P1 1.799(2) . ? C15 C16 1.382(3) . ? C15 H15 0.9300 . ? C16 C17 1.382(4) . ? C16 H16 0.9300 . ? C17 C18 1.392(3) . ? C17 H17 0.9300 . ? C18 C19 1.377(3) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? Cl1 Zn1 2.3867(6) 7_655 ? 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 Zn1 Cl2 109.82(7) . . ? C1 Zn1 Cl1 121.38(6) . . ? Cl2 Zn1 Cl1 111.06(2) . . ? C1 Zn1 Cl1 113.22(7) . 7_655 ? Cl2 Zn1 Cl1 107.50(2) . 7_655 ? Cl1 Zn1 Cl1 92.115(19) . 7_655 ? P1 C1 Zn1 122.10(12) . . ? P1 C1 H1A 106.8 . . ? Zn1 C1 H1A 106.8 . . ? P1 C1 H1B 106.8 . . ? Zn1 C1 H1B 106.8 . . ? H1A C1 H1B 106.7 . . ? C3 C2 C7 119.7(2) . . ? C3 C2 P1 122.00(18) . . ? C7 C2 P1 118.25(17) . . ? C2 C3 C4 119.2(2) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 120.7(2) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 120.3(2) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C7 119.9(2) . . ? C5 C6 H6 120.1 . . ? C7 C6 H6 120.1 . . ? C6 C7 C2 120.3(2) . . ? C6 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? C9 C8 C13 119.8(2) . . ? C9 C8 P1 119.27(17) . . ? C13 C8 P1 120.84(16) . . ? C10 C9 C8 119.7(2) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C11 C10 C9 120.2(2) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 120.2(2) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 120.3(2) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C12 C13 C8 119.7(2) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? C19 C14 C15 119.2(2) . . ? C19 C14 P1 121.41(17) . . ? C15 C14 P1 119.41(18) . . ? C16 C15 C14 119.8(2) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C17 120.5(2) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C18 120.0(2) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 120.0(2) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C14 120.6(2) . . ? C18 C19 H19 119.7 . . ? C14 C19 H19 119.7 . . ? Zn1 Cl1 Zn1 87.885(19) . 7_655 ? C1 P1 C2 111.99(11) . . ? C1 P1 C14 110.40(11) . . ? C2 P1 C14 108.81(10) . . ? C1 P1 C8 111.46(10) . . ? C2 P1 C8 107.08(10) . . ? C14 P1 C8 106.91(10) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.484 _refine_diff_density_min -0.854 _refine_diff_density_rms 0.162 # Attachment '697029_revised.cif' data_4_ZnCl2 _database_code_depnum_ccdc_archive 'CCDC 697029' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C76 H68 Cl12 P4 Zn6' _chemical_formula_sum 'C76 H68 Cl12 P4 Zn6' _chemical_formula_weight 1922.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' P P 0.1023 0.0942 '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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2610(17) _cell_length_b 20.439(3) _cell_length_c 21.995(3) _cell_angle_alpha 63.454(7) _cell_angle_beta 86.058(9) _cell_angle_gamma 83.865(8) _cell_volume 4101.8(11) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 10342 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 2.236 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20257 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_sigmaI/netI 0.1454 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 25.05 _reflns_number_total 14092 _reflns_number_gt 5537 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _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 non-metallated ZnCl2 groups are disordered in two positions, having no atoms in common. This, along with the poor quality of the crystals lowers the structure quality. The model is affected by a low C-C bond precision and poor anisotropic parameters, especially on the phenyl which are close to the disorder involving heavy atoms. ; _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^)+(0.0900P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14092 _refine_ls_number_parameters 939 _refine_ls_number_restraints 66 _refine_ls_R_factor_all 0.2268 _refine_ls_R_factor_gt 0.0863 _refine_ls_wR_factor_ref 0.2197 _refine_ls_wR_factor_gt 0.1832 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.981 _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 Zn1 Zn 0.90203(12) 0.54375(6) 1.43817(5) 0.0704(4) Uani 1 1 d . . . Zn2A Zn 0.9461(3) 0.56205(14) 1.25245(14) 0.0547(7) Uani 0.66 1 d P A 1 Zn2B Zn 0.8836(6) 0.5948(3) 1.2495(3) 0.0791(19) Uani 0.34 1 d P A 2 Zn3 Zn 1.02937(10) 0.66166(6) 1.06173(5) 0.0645(4) Uani 1 1 d . A . Zn4 Zn 0.97663(10) 0.82324(6) 0.93927(5) 0.0631(4) Uani 1 1 d . A . Zn5A Zn 1.1245(2) 0.89893(11) 0.75344(10) 0.0504(5) Uani 0.66 1 d P A 1 Zn5B Zn 1.0545(5) 0.9366(3) 0.7478(2) 0.0724(13) Uani 0.34 1 d P A 2 Zn6 Zn 1.10235(12) 0.95678(6) 0.56058(5) 0.0663(4) Uani 1 1 d . . . C1 C 0.7092(9) 0.5646(5) 1.4287(5) 0.074(3) Uani 1 1 d . . . H1A H 0.6890 0.5764 1.3823 0.089 Uiso 1 1 calc R . . H1B H 0.6691 0.5198 1.4581 0.089 Uiso 1 1 calc R . . C2 C 0.5885(13) 0.5980(6) 1.5349(5) 0.081(4) Uani 1 1 d . . . C3 C 0.6801(12) 0.5613(6) 1.5838(6) 0.089(4) Uani 1 1 d . . . H3 H 0.7673 0.5569 1.5705 0.107 Uiso 1 1 calc R . . C4 C 0.6467(16) 0.5299(7) 1.6537(6) 0.131(6) Uani 1 1 d . . . H4 H 0.7100 0.5047 1.6864 0.157 Uiso 1 1 calc R . . C5 C 0.5163(15) 0.5378(7) 1.6719(6) 0.121(6) Uani 1 1 d . . . H5 H 0.4919 0.5180 1.7177 0.145 Uiso 1 1 calc R . . C6 C 0.4214(14) 0.5746(6) 1.6235(6) 0.106(4) Uani 1 1 d . . . H6 H 0.3338 0.5787 1.6363 0.127 Uiso 1 1 calc R . . C7 C 0.4599(12) 0.6047(5) 1.5561(5) 0.076(3) Uani 1 1 d . . . H7 H 0.3970 0.6306 1.5235 0.091 Uiso 1 1 calc R . . C8 C 0.4892(10) 0.6820(8) 1.3983(5) 0.081(4) Uani 1 1 d . . . C9 C 0.4112(14) 0.6375(9) 1.3859(6) 0.122(5) Uani 1 1 d U . . H9 H 0.4362 0.5876 1.4015 0.146 Uiso 1 1 calc R . . C10 C 0.3019(19) 0.6663(14) 1.3519(11) 0.176(9) Uani 1 1 d U . . H10 H 0.2537 0.6362 1.3422 0.211 Uiso 1 1 calc R . . C11 C 0.2581(19) 0.7357(17) 1.3313(11) 0.205(15) Uani 1 1 d U . . H11 H 0.1794 0.7537 1.3086 0.247 Uiso 1 1 calc R . . C12 C 0.3335(17) 0.7827(11) 1.3443(7) 0.162(8) Uani 1 1 d U . . H12 H 0.3051 0.8321 1.3294 0.194 Uiso 1 1 calc R . . C13 C 0.4490(12) 0.7543(8) 1.3792(6) 0.100(4) Uani 1 1 d U . . H13 H 0.4981 0.7836 1.3895 0.120 Uiso 1 1 calc R . . C14 C 0.7430(8) 0.7049(4) 1.4281(4) 0.053(2) Uani 1 1 d . . . C15 C 0.7637(9) 0.7310(5) 1.4735(5) 0.065(3) Uani 1 1 d . . . H15 H 0.7202 0.7133 1.5155 0.078 Uiso 1 1 calc R . . C16 C 0.8497(11) 0.7839(6) 1.4561(6) 0.084(3) Uani 1 1 d . . . H16 H 0.8661 0.8010 1.4873 0.101 Uiso 1 1 calc R . . C17 C 0.9112(9) 0.8117(5) 1.3945(7) 0.079(3) Uani 1 1 d . . . H17 H 0.9694 0.8474 1.3839 0.095 Uiso 1 1 calc R . . C18 C 0.8887(9) 0.7880(5) 1.3481(5) 0.070(3) Uani 1 1 d . . . H18 H 0.9299 0.8078 1.3054 0.085 Uiso 1 1 calc R . . C19 C 0.8052(9) 0.7347(5) 1.3645(4) 0.062(3) Uani 1 1 d . . . H19 H 0.7896 0.7181 1.3328 0.074 Uiso 1 1 calc R . . C20 C 1.0655(9) 0.5582(5) 1.0730(4) 0.071(3) Uani 1 1 d . . . H20A H 1.0464 0.5250 1.1200 0.085 Uiso 1 1 calc R . . H20B H 1.0051 0.5508 1.0451 0.085 Uiso 1 1 calc R . . C21 C 1.2745(11) 0.4376(5) 1.1011(4) 0.063(3) Uani 1 1 d . . . C22 C 1.1796(14) 0.3880(7) 1.1160(6) 0.121(5) Uani 1 1 d . . . H22 H 1.0935 0.4035 1.1021 0.145 Uiso 1 1 calc R . . C23 C 1.2229(19) 0.3117(10) 1.1543(9) 0.153(8) Uani 1 1 d . . . H23 H 1.1637 0.2765 1.1649 0.184 Uiso 1 1 calc R . . C24 C 1.346(2) 0.2901(10) 1.1751(9) 0.154(9) Uani 1 1 d . . . H24 H 1.3690 0.2402 1.2006 0.184 Uiso 1 1 calc R . . C25 C 1.4412(14) 0.3373(7) 1.1609(6) 0.118(5) Uani 1 1 d . . . H25 H 1.5273 0.3207 1.1743 0.142 Uiso 1 1 calc R . . C26 C 1.4006(12) 0.4133(6) 1.1242(5) 0.082(3) Uani 1 1 d . . . H26 H 1.4606 0.4476 1.1157 0.098 Uiso 1 1 calc R . . C27 C 1.2342(9) 0.5538(6) 0.9631(4) 0.059(3) Uani 1 1 d . . . C28 C 1.1985(9) 0.6240(6) 0.9144(5) 0.078(3) Uani 1 1 d . . . H28 H 1.1732 0.6612 0.9272 0.093 Uiso 1 1 calc R . . C29 C 1.2005(11) 0.6386(7) 0.8471(6) 0.098(4) Uani 1 1 d . . . H29 H 1.1802 0.6864 0.8142 0.118 Uiso 1 1 calc R . . C30 C 1.2317(11) 0.5844(8) 0.8282(5) 0.099(4) Uani 1 1 d . . . H30 H 1.2316 0.5950 0.7824 0.118 Uiso 1 1 calc R . . C31 C 1.2627(10) 0.5153(7) 0.8748(6) 0.085(3) Uani 1 1 d . . . H31 H 1.2823 0.4786 0.8608 0.102 Uiso 1 1 calc R . . C32 C 1.2664(8) 0.4973(6) 0.9440(5) 0.069(3) Uani 1 1 d . . . H32 H 1.2894 0.4495 0.9760 0.083 Uiso 1 1 calc R . . C33 C 1.3442(8) 0.5825(4) 1.0684(5) 0.050(2) Uani 1 1 d . . . C34 C 1.3397(9) 0.5826(5) 1.1308(5) 0.061(3) Uani 1 1 d . . . H34 H 1.2768 0.5579 1.1633 0.073 Uiso 1 1 calc R . . C35 C 1.4288(9) 0.6195(5) 1.1453(5) 0.065(3) Uani 1 1 d . . . H35 H 1.4294 0.6186 1.1880 0.078 Uiso 1 1 calc R . . C36 C 1.5164(9) 0.6576(5) 1.0950(6) 0.065(3) Uani 1 1 d . . . H36 H 1.5754 0.6834 1.1042 0.078 Uiso 1 1 calc R . . C37 C 1.5213(10) 0.6595(5) 1.0330(5) 0.076(3) Uani 1 1 d . . . H37 H 1.5831 0.6852 1.0003 0.091 Uiso 1 1 calc R . . C38 C 1.4323(8) 0.6222(4) 1.0192(5) 0.057(3) Uani 1 1 d . . . H38 H 1.4319 0.6240 0.9762 0.069 Uiso 1 1 calc R . . C39 C 0.9450(8) 0.9235(4) 0.9331(4) 0.059(3) Uani 1 1 d . . . H39A H 1.0045 0.9270 0.9637 0.071 Uiso 1 1 calc R . . H39B H 0.9700 0.9578 0.8873 0.071 Uiso 1 1 calc R . . C40 C 0.7689(9) 0.9302(6) 1.0396(5) 0.070(3) Uani 1 1 d . . . C41 C 0.7891(10) 0.8567(6) 1.0870(5) 0.085(3) Uani 1 1 d . . . H41 H 0.8149 0.8207 1.0727 0.101 Uiso 1 1 calc R . . C42 C 0.7703(11) 0.8382(8) 1.1552(6) 0.121(5) Uani 1 1 d . . . H42 H 0.7783 0.7891 1.1867 0.145 Uiso 1 1 calc R . . C43 C 0.7403(13) 0.8907(9) 1.1772(6) 0.128(6) Uani 1 1 d . . . H43 H 0.7321 0.8770 1.2236 0.153 Uiso 1 1 calc R . . C44 C 0.7224(12) 0.9625(8) 1.1328(6) 0.114(5) Uani 1 1 d . . . H44 H 0.7041 0.9982 1.1483 0.137 Uiso 1 1 calc R . . C45 C 0.7319(9) 0.9824(6) 1.0626(5) 0.080(3) Uani 1 1 d . . . H45 H 0.7131 1.0311 1.0315 0.096 Uiso 1 1 calc R . . C46 C 0.6622(8) 0.9149(4) 0.9276(4) 0.048(2) Uani 1 1 d . . . C47 C 0.5608(9) 0.8842(5) 0.9720(5) 0.065(3) Uani 1 1 d . . . H47 H 0.5551 0.8845 1.0143 0.078 Uiso 1 1 calc R . . C48 C 0.4669(10) 0.8527(5) 0.9536(6) 0.079(3) Uani 1 1 d . . . H48 H 0.3971 0.8328 0.9833 0.095 Uiso 1 1 calc R . . C49 C 0.4762(11) 0.8508(5) 0.8925(7) 0.085(4) Uani 1 1 d . . . H49 H 0.4142 0.8287 0.8807 0.101 Uiso 1 1 calc R . . C50 C 0.5784(11) 0.8819(5) 0.8482(5) 0.073(3) Uani 1 1 d . . . H50 H 0.5835 0.8818 0.8058 0.088 Uiso 1 1 calc R . . C51 C 0.6725(9) 0.9128(5) 0.8657(4) 0.061(3) Uani 1 1 d . . . H51 H 0.7426 0.9322 0.8360 0.073 Uiso 1 1 calc R . . C52 C 0.7607(11) 1.0491(5) 0.9074(5) 0.068(3) Uani 1 1 d . . . C53 C 0.6352(12) 1.0837(5) 0.8868(4) 0.074(3) Uani 1 1 d . . . H53 H 0.5665 1.0544 0.8950 0.089 Uiso 1 1 calc R . . C54 C 0.6080(13) 1.1594(7) 0.8549(6) 0.111(5) Uani 1 1 d . . . H54 H 0.5230 1.1792 0.8416 0.133 Uiso 1 1 calc R . . C55 C 0.7039(19) 1.2047(8) 0.8428(8) 0.134(7) Uani 1 1 d . . . H55 H 0.6871 1.2555 0.8227 0.161 Uiso 1 1 calc R . . C56 C 0.8287(18) 1.1705(8) 0.8623(7) 0.135(6) Uani 1 1 d . . . H56 H 0.8964 1.2005 0.8539 0.163 Uiso 1 1 calc R . . C57 C 0.8607(11) 1.0947(6) 0.8935(6) 0.092(4) Uani 1 1 d . . . H57 H 0.9467 1.0753 0.9047 0.110 Uiso 1 1 calc R . . C58 C 1.2971(8) 0.9367(5) 0.5671(4) 0.066(3) Uani 1 1 d . . . H58A H 1.3357 0.9817 0.5368 0.079 Uiso 1 1 calc R . . H58B H 1.3200 0.9255 0.6130 0.079 Uiso 1 1 calc R . . C59 C 1.4193(12) 0.9043(5) 0.4588(5) 0.064(3) Uani 1 1 d . . . C60 C 1.3208(11) 0.9429(5) 0.4126(5) 0.087(4) Uani 1 1 d . . . H60 H 1.2347 0.9476 0.4273 0.104 Uiso 1 1 calc R . . C61 C 1.3552(15) 0.9749(6) 0.3427(6) 0.130(6) Uani 1 1 d . . . H61 H 1.2917 1.0010 0.3103 0.156 Uiso 1 1 calc R . . C62 C 1.4821(16) 0.9670(6) 0.3233(6) 0.131(6) Uani 1 1 d . . . H62 H 1.5030 0.9872 0.2770 0.157 Uiso 1 1 calc R . . C63 C 1.5830(14) 0.9303(6) 0.3691(6) 0.106(5) Uani 1 1 d . . . H63 H 1.6698 0.9277 0.3545 0.128 Uiso 1 1 calc R . . C64 C 1.5473(11) 0.8981(5) 0.4373(6) 0.080(3) Uani 1 1 d . . . H64 H 1.6111 0.8717 0.4693 0.096 Uiso 1 1 calc R . . C65 C 1.5203(10) 0.8231(7) 0.5949(5) 0.072(3) Uani 1 1 d U . . C66 C 1.5555(10) 0.7509(7) 0.6158(5) 0.082(3) Uani 1 1 d U . . H66 H 1.5023 0.7205 0.6093 0.098 Uiso 1 1 calc R . . C67 C 1.6755(15) 0.7244(9) 0.6474(7) 0.127(5) Uani 1 1 d U . . H67 H 1.7042 0.6752 0.6615 0.152 Uiso 1 1 calc R . . C68 C 1.7555(16) 0.7702(15) 0.6588(9) 0.165(10) Uani 1 1 d U . . H68 H 1.8376 0.7530 0.6780 0.199 Uiso 1 1 calc R . . C69 C 1.7078(18) 0.8366(12) 0.6410(10) 0.154(8) Uani 1 1 d U . . H69 H 1.7558 0.8658 0.6518 0.185 Uiso 1 1 calc R . . C70 C 1.5992(14) 0.8671(7) 0.6093(6) 0.106(4) Uani 1 1 d U . . H70 H 1.5739 0.9165 0.5964 0.127 Uiso 1 1 calc R . . C71 C 1.2625(8) 0.7956(4) 0.5678(4) 0.052(2) Uani 1 1 d . . . C72 C 1.2411(9) 0.7720(5) 0.5206(4) 0.059(3) Uani 1 1 d . . . H72 H 1.2842 0.7913 0.4784 0.071 Uiso 1 1 calc R . . C73 C 1.1542(10) 0.7188(5) 0.5363(6) 0.078(3) Uani 1 1 d . . . H73 H 1.1377 0.7022 0.5047 0.093 Uiso 1 1 calc R . . C74 C 1.0930(9) 0.6911(5) 0.5990(6) 0.077(3) Uani 1 1 d . . . H74 H 1.0330 0.6563 0.6095 0.092 Uiso 1 1 calc R . . C75 C 1.1191(9) 0.7141(5) 0.6465(5) 0.065(3) Uani 1 1 d . . . H75 H 1.0782 0.6940 0.6892 0.078 Uiso 1 1 calc R . . C76 C 1.2034(9) 0.7655(5) 0.6314(5) 0.062(3) Uani 1 1 d . . . H76 H 1.2219 0.7806 0.6638 0.075 Uiso 1 1 calc R . . Cl1A Cl 1.0607(5) 0.4621(2) 1.2555(2) 0.0781(13) Uani 0.66 1 d P A 1 Cl1B Cl 0.9212(15) 0.4867(5) 1.2514(4) 0.141(5) Uani 0.34 1 d P A 2 Cl2A Cl 0.7303(4) 0.5736(3) 1.2534(2) 0.1047(17) Uani 0.66 1 d P A 1 Cl2B Cl 0.6818(9) 0.6513(6) 1.2445(4) 0.112(3) Uani 0.34 1 d P A 2 Cl3A Cl 1.3180(4) 0.8407(2) 0.75077(19) 0.0778(12) Uani 0.66 1 d P A 1 Cl3B Cl 1.2696(10) 0.9292(9) 0.7427(5) 0.162(6) Uani 0.34 1 d P A 2 Cl4A Cl 1.1106(5) 1.0032(2) 0.7600(2) 0.1029(16) Uani 0.66 1 d P A 1 Cl4B Cl 0.9432(11) 1.0304(4) 0.7532(4) 0.111(4) Uani 0.34 1 d P A 2 Cl5 Cl 0.9757(3) 0.41967(12) 1.49812(11) 0.0732(8) Uani 1 1 d . . . Cl6 Cl 1.0201(3) 0.58683(14) 1.33731(11) 0.0783(8) Uani 1 1 d . . . Cl7 Cl 1.0139(3) 0.67108(12) 1.16215(11) 0.0755(8) Uani 1 1 d . . . Cl8 Cl 1.1654(2) 0.75576(12) 0.99767(11) 0.0631(7) Uani 1 1 d . . . Cl9 Cl 0.8407(2) 0.72889(13) 1.00164(11) 0.0729(8) Uani 1 1 d . . . Cl10 Cl 0.9956(3) 0.81774(14) 0.83682(11) 0.0784(8) Uani 1 1 d . . . Cl11 Cl 0.9878(3) 0.91630(15) 0.66245(11) 0.0814(8) Uani 1 1 d . . . Cl12 Cl 0.9766(3) 0.91986(12) 0.49849(11) 0.0715(7) Uani 1 1 d . . . P1 P 0.6336(3) 0.63489(14) 1.44702(12) 0.0639(8) Uani 1 1 d . . . P2 P 1.2248(2) 0.53361(13) 1.05231(12) 0.0583(7) Uani 1 1 d . . . P3 P 0.7877(2) 0.95427(13) 0.95056(12) 0.0593(7) Uani 1 1 d . . . P4 P 1.3718(3) 0.86632(13) 0.54852(12) 0.0580(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.1051(10) 0.0619(7) 0.0551(7) -0.0328(6) -0.0031(7) -0.0190(7) Zn2A 0.0666(18) 0.0625(18) 0.0447(11) -0.0288(13) 0.0038(12) -0.0258(12) Zn2B 0.116(6) 0.072(4) 0.061(3) -0.034(3) 0.017(4) -0.047(3) Zn3 0.0668(8) 0.0725(8) 0.0516(7) -0.0227(6) 0.0059(6) -0.0222(6) Zn4 0.0597(8) 0.0726(8) 0.0530(7) -0.0229(6) 0.0033(6) -0.0154(6) Zn5A 0.0547(15) 0.0585(14) 0.0425(10) -0.0235(10) -0.0028(10) -0.0171(10) Zn5B 0.077(4) 0.076(3) 0.064(3) -0.027(3) 0.008(3) -0.036(3) Zn6 0.0964(10) 0.0585(7) 0.0500(7) -0.0268(6) -0.0044(6) -0.0173(6) C1 0.093(8) 0.080(7) 0.077(7) -0.056(6) 0.013(6) -0.031(6) C2 0.126(11) 0.070(8) 0.060(8) -0.039(6) 0.032(8) -0.039(8) C3 0.121(11) 0.080(8) 0.063(8) -0.032(6) -0.009(8) 0.014(7) C4 0.186(16) 0.106(10) 0.058(9) -0.011(7) -0.006(9) 0.049(11) C5 0.159(14) 0.093(10) 0.060(9) -0.004(7) 0.026(9) 0.044(10) C6 0.156(13) 0.068(8) 0.076(9) -0.025(7) 0.032(9) 0.009(8) C7 0.134(11) 0.047(6) 0.044(6) -0.019(5) 0.021(7) -0.018(7) C8 0.050(7) 0.150(12) 0.067(7) -0.064(8) 0.008(6) -0.043(8) C9 0.080(10) 0.192(15) 0.100(10) -0.058(10) -0.009(8) -0.061(11) C10 0.083(17) 0.29(3) 0.19(2) -0.14(2) -0.004(15) -0.054(17) C11 0.051(11) 0.45(4) 0.161(18) -0.18(3) -0.050(11) 0.050(19) C12 0.112(14) 0.27(2) 0.116(12) -0.119(13) -0.048(11) 0.108(15) C13 0.088(10) 0.134(12) 0.095(9) -0.073(9) -0.017(8) 0.038(9) C14 0.058(6) 0.049(6) 0.054(6) -0.026(5) -0.008(5) 0.000(5) C15 0.077(8) 0.056(6) 0.080(7) -0.045(6) -0.020(6) -0.003(6) C16 0.085(9) 0.090(9) 0.103(10) -0.064(8) -0.013(7) -0.010(7) C17 0.055(7) 0.061(7) 0.136(11) -0.050(8) -0.021(7) -0.018(6) C18 0.057(7) 0.059(7) 0.070(7) -0.005(6) -0.008(6) -0.004(5) C19 0.072(7) 0.056(6) 0.054(6) -0.017(5) -0.010(5) -0.015(5) C20 0.078(7) 0.076(7) 0.068(7) -0.035(5) -0.010(6) -0.027(6) C21 0.092(8) 0.057(6) 0.044(6) -0.020(5) -0.006(6) -0.036(6) C22 0.169(13) 0.092(10) 0.108(10) -0.033(8) -0.006(9) -0.087(10) C23 0.22(2) 0.110(15) 0.149(15) -0.059(13) 0.024(16) -0.107(16) C24 0.26(3) 0.085(12) 0.121(15) -0.055(11) 0.075(18) -0.054(17) C25 0.146(13) 0.065(9) 0.094(9) -0.007(7) 0.018(9) 0.050(9) C26 0.097(10) 0.082(9) 0.063(7) -0.031(6) 0.002(7) -0.004(7) C27 0.059(7) 0.068(7) 0.053(6) -0.028(6) 0.000(5) -0.009(6) C28 0.075(8) 0.092(9) 0.073(8) -0.042(7) -0.012(6) -0.001(7) C29 0.108(10) 0.112(10) 0.059(8) -0.028(7) -0.019(7) 0.023(8) C30 0.106(10) 0.132(12) 0.051(7) -0.041(8) -0.019(7) 0.034(9) C31 0.074(8) 0.106(10) 0.094(9) -0.065(8) 0.000(7) 0.015(7) C32 0.054(7) 0.103(9) 0.060(7) -0.046(6) -0.001(5) -0.005(6) C33 0.045(6) 0.051(6) 0.059(6) -0.026(5) -0.006(5) -0.009(5) C34 0.054(7) 0.051(6) 0.070(7) -0.018(5) -0.006(5) -0.010(5) C35 0.068(7) 0.066(7) 0.072(7) -0.041(6) -0.026(6) 0.004(6) C36 0.058(7) 0.051(6) 0.091(8) -0.032(6) -0.005(6) -0.025(5) C37 0.077(8) 0.071(7) 0.079(8) -0.031(6) 0.014(7) -0.022(6) C38 0.048(6) 0.043(6) 0.086(7) -0.034(5) -0.006(6) -0.001(5) C39 0.057(6) 0.078(7) 0.051(6) -0.035(5) 0.002(5) -0.014(5) C40 0.047(6) 0.093(8) 0.069(7) -0.036(7) -0.014(5) 0.001(6) C41 0.089(8) 0.115(10) 0.043(6) -0.033(6) -0.012(6) 0.016(7) C42 0.118(11) 0.167(14) 0.054(8) -0.042(8) -0.019(7) 0.064(10) C43 0.134(12) 0.184(16) 0.053(9) -0.053(10) -0.024(8) 0.053(12) C44 0.113(10) 0.176(14) 0.069(9) -0.078(9) -0.048(8) 0.062(10) C45 0.064(7) 0.114(10) 0.065(8) -0.044(7) -0.027(6) 0.013(7) C46 0.044(6) 0.043(5) 0.051(6) -0.013(5) -0.018(5) 0.004(4) C47 0.071(7) 0.056(6) 0.067(7) -0.027(5) 0.010(6) -0.018(6) C48 0.075(8) 0.058(7) 0.117(10) -0.049(7) 0.006(7) -0.017(6) C49 0.082(9) 0.061(7) 0.120(10) -0.042(7) -0.037(8) -0.013(6) C50 0.107(9) 0.055(6) 0.071(7) -0.035(6) -0.033(7) -0.009(6) C51 0.072(7) 0.058(6) 0.048(6) -0.016(5) -0.009(5) -0.013(5) C52 0.078(8) 0.056(7) 0.078(7) -0.037(6) -0.010(6) -0.002(6) C53 0.116(10) 0.031(6) 0.061(7) -0.007(5) 0.009(7) -0.008(6) C54 0.126(12) 0.068(9) 0.124(11) -0.034(8) 0.048(9) -0.021(8) C55 0.203(19) 0.065(10) 0.129(12) -0.047(9) 0.037(14) 0.003(12) C56 0.202(18) 0.092(12) 0.143(13) -0.072(11) 0.047(13) -0.082(12) C57 0.095(9) 0.071(8) 0.123(10) -0.052(7) -0.011(7) -0.020(7) C58 0.087(8) 0.073(7) 0.051(6) -0.036(5) 0.003(5) -0.030(6) C59 0.092(9) 0.045(6) 0.058(7) -0.023(5) -0.002(7) -0.013(6) C60 0.103(9) 0.068(7) 0.064(7) -0.015(6) 0.019(7) 0.015(7) C61 0.181(15) 0.102(10) 0.064(9) -0.018(7) 0.030(9) 0.055(10) C62 0.197(16) 0.083(9) 0.059(9) -0.002(7) 0.026(10) 0.063(10) C63 0.156(13) 0.065(8) 0.063(8) -0.003(6) 0.040(9) -0.005(8) C64 0.099(9) 0.051(6) 0.092(9) -0.037(6) 0.019(7) -0.009(6) C65 0.066(8) 0.094(9) 0.054(7) -0.030(6) 0.017(6) -0.028(7) C66 0.062(8) 0.133(11) 0.050(6) -0.043(7) -0.028(6) 0.019(8) C67 0.095(11) 0.209(16) 0.111(11) -0.112(11) -0.026(9) 0.052(12) C68 0.043(11) 0.37(3) 0.118(13) -0.14(2) -0.015(9) 0.013(15) C69 0.062(14) 0.27(3) 0.164(17) -0.127(19) -0.006(12) -0.028(14) C70 0.094(10) 0.126(11) 0.104(10) -0.046(8) 0.008(8) -0.067(10) C71 0.062(6) 0.036(5) 0.051(6) -0.011(5) -0.014(5) -0.002(5) C72 0.064(7) 0.060(6) 0.064(6) -0.036(5) -0.011(5) -0.009(5) C73 0.074(8) 0.085(8) 0.102(9) -0.061(7) -0.003(7) -0.032(6) C74 0.057(7) 0.059(7) 0.122(10) -0.043(7) 0.001(7) -0.026(6) C75 0.063(7) 0.056(6) 0.059(7) -0.010(5) -0.001(5) -0.012(5) C76 0.074(7) 0.057(6) 0.061(7) -0.026(5) -0.008(6) -0.017(5) Cl1A 0.118(4) 0.051(2) 0.064(3) -0.022(2) -0.011(3) -0.011(3) Cl1B 0.298(16) 0.076(7) 0.068(6) -0.040(5) 0.032(9) -0.078(9) Cl2A 0.062(3) 0.191(5) 0.089(3) -0.080(4) 0.008(2) -0.050(3) Cl2B 0.098(7) 0.162(10) 0.075(6) -0.040(6) -0.009(5) -0.059(7) Cl3A 0.055(3) 0.102(3) 0.071(3) -0.033(2) -0.011(2) -0.003(2) Cl3B 0.101(8) 0.322(18) 0.084(7) -0.099(9) 0.020(6) -0.083(10) Cl4A 0.156(5) 0.074(3) 0.100(3) -0.054(3) 0.040(3) -0.053(3) Cl4B 0.210(11) 0.051(5) 0.079(6) -0.031(4) 0.019(7) -0.048(6) Cl5 0.118(2) 0.0518(14) 0.0631(16) -0.0336(12) -0.0152(15) -0.0139(14) Cl6 0.093(2) 0.0963(19) 0.0565(16) -0.0382(14) -0.0023(14) -0.0343(16) Cl7 0.113(2) 0.0636(16) 0.0515(15) -0.0237(12) 0.0101(15) -0.0310(15) Cl8 0.0498(15) 0.0629(15) 0.0649(16) -0.0158(12) 0.0004(12) -0.0155(12) Cl9 0.0520(15) 0.0908(19) 0.0616(16) -0.0175(13) 0.0001(13) -0.0230(14) Cl10 0.100(2) 0.0847(18) 0.0522(15) -0.0281(13) 0.0118(14) -0.0348(16) Cl11 0.089(2) 0.108(2) 0.0463(15) -0.0286(14) -0.0054(14) -0.0250(17) Cl12 0.112(2) 0.0506(14) 0.0624(16) -0.0306(12) -0.0177(15) -0.0128(14) P1 0.082(2) 0.0632(17) 0.0562(17) -0.0304(14) 0.0062(15) -0.0320(15) P2 0.0631(18) 0.0639(17) 0.0534(16) -0.0278(13) 0.0030(14) -0.0225(14) P3 0.0636(18) 0.0637(17) 0.0549(16) -0.0274(13) -0.0051(14) -0.0148(14) P4 0.0732(19) 0.0542(16) 0.0505(16) -0.0237(13) 0.0033(14) -0.0219(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 C1 1.984(9) . ? Zn1 Cl6 2.297(3) . ? Zn1 Cl5 2.340(2) 2_768 ? Zn1 Cl5 2.341(3) . ? Zn2A Cl2A 2.202(5) . ? Zn2A Cl1A 2.221(5) . ? Zn2A Cl6 2.332(4) . ? Zn2A Cl7 2.362(3) . ? Zn2B Cl1B 2.185(11) . ? Zn2B Cl2B 2.244(12) . ? Zn2B Cl7 2.307(6) . ? Zn2B Cl6 2.400(7) . ? Zn3 C20 2.011(9) . ? Zn3 Cl7 2.295(2) . ? Zn3 Cl8 2.348(2) . ? Zn3 Cl9 2.354(3) . ? Zn4 C39 1.985(8) . ? Zn4 Cl10 2.300(3) . ? Zn4 Cl8 2.343(3) . ? Zn4 Cl9 2.344(2) . ? Zn5A Cl4A 2.188(4) . ? Zn5A Cl3A 2.214(5) . ? Zn5A Cl10 2.298(3) . ? Zn5A Cl11 2.397(3) . ? Zn5B Cl4B 2.169(11) . ? Zn5B Cl3B 2.195(11) . ? Zn5B Cl11 2.258(5) . ? Zn5B Cl10 2.450(5) . ? Zn6 C58 1.999(9) . ? Zn6 Cl11 2.297(2) . ? Zn6 Cl12 2.339(2) . ? Zn6 Cl12 2.341(3) 2_776 ? C1 P1 1.750(9) . ? C2 C3 1.368(14) . ? C2 C7 1.382(13) . ? C2 P1 1.780(10) . ? C3 C4 1.409(13) . ? C4 C5 1.383(16) . ? C5 C6 1.385(16) . ? C6 C7 1.374(12) . ? C8 C13 1.368(14) . ? C8 C9 1.398(15) . ? C8 P1 1.806(12) . ? C9 C10 1.32(2) . ? C10 C11 1.32(3) . ? C11 C12 1.43(3) . ? C12 C13 1.382(17) . ? C14 C15 1.361(11) . ? C14 C19 1.391(10) . ? C14 P1 1.797(8) . ? C15 C16 1.372(12) . ? C16 C17 1.353(13) . ? C17 C18 1.352(13) . ? C18 C19 1.362(11) . ? C20 P2 1.749(9) . ? C21 C26 1.380(13) . ? C21 C22 1.397(12) . ? C21 P2 1.801(10) . ? C22 C23 1.44(2) . ? C23 C24 1.34(2) . ? C24 C25 1.365(18) . ? C25 C26 1.423(14) . ? C27 C28 1.380(12) . ? C27 C32 1.400(12) . ? C27 P2 1.812(9) . ? C28 C29 1.373(13) . ? C29 C30 1.349(15) . ? C30 C31 1.343(13) . ? C31 C32 1.398(12) . ? C33 C34 1.371(11) . ? C33 C38 1.374(10) . ? C33 P2 1.807(8) . ? C34 C35 1.382(11) . ? C35 C36 1.372(11) . ? C36 C37 1.344(12) . ? C37 C38 1.379(12) . ? C39 P3 1.750(8) . ? C40 C45 1.382(13) . ? C40 C41 1.395(13) . ? C40 P3 1.795(10) . ? C41 C42 1.378(12) . ? C42 C43 1.363(16) . ? C43 C44 1.352(16) . ? C44 C45 1.409(13) . ? C46 C47 1.372(10) . ? C46 C51 1.378(11) . ? C46 P3 1.799(8) . ? C47 C48 1.388(12) . ? C48 C49 1.359(13) . ? C49 C50 1.379(12) . ? C50 C51 1.372(11) . ? C52 C57 1.386(12) . ? C52 C53 1.400(12) . ? C52 P3 1.736(10) . ? C53 C54 1.388(13) . ? C54 C55 1.355(17) . ? C55 C56 1.389(19) . ? C56 C57 1.398(16) . ? C58 P4 1.753(9) . ? C59 C64 1.378(12) . ? C59 C60 1.390(13) . ? C59 P4 1.820(10) . ? C60 C61 1.412(12) . ? C61 C62 1.358(16) . ? C62 C63 1.398(17) . ? C63 C64 1.382(13) . ? C65 C66 1.351(13) . ? C65 C70 1.416(14) . ? C65 P4 1.807(11) . ? C66 C67 1.389(15) . ? C67 C68 1.42(2) . ? C68 C69 1.28(3) . ? C69 C70 1.299(19) . ? C71 C72 1.364(11) . ? C71 C76 1.377(10) . ? C71 P4 1.805(8) . ? C72 C73 1.388(11) . ? C73 C74 1.368(12) . ? C74 C75 1.374(12) . ? C75 C76 1.344(11) . ? Cl5 Zn1 2.340(2) 2_768 ? Cl12 Zn6 2.341(3) 2_776 ? 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 Zn1 Cl6 114.8(3) . . ? C1 Zn1 Cl5 123.6(2) . 2_768 ? Cl6 Zn1 Cl5 100.50(10) . 2_768 ? C1 Zn1 Cl5 115.3(3) . . ? Cl6 Zn1 Cl5 105.89(10) . . ? Cl5 Zn1 Cl5 93.56(8) 2_768 . ? Cl2A Zn2A Cl1A 122.0(2) . . ? Cl2A Zn2A Cl6 109.36(17) . . ? Cl1A Zn2A Cl6 108.64(17) . . ? Cl2A Zn2A Cl7 106.21(19) . . ? Cl1A Zn2A Cl7 112.59(16) . . ? Cl6 Zn2A Cl7 94.55(13) . . ? Cl1B Zn2B Cl2B 123.4(5) . . ? Cl1B Zn2B Cl7 105.9(4) . . ? Cl2B Zn2B Cl7 109.7(3) . . ? Cl1B Zn2B Cl6 103.3(4) . . ? Cl2B Zn2B Cl6 116.1(3) . . ? Cl7 Zn2B Cl6 94.2(2) . . ? C20 Zn3 Cl7 114.1(3) . . ? C20 Zn3 Cl8 123.5(3) . . ? Cl7 Zn3 Cl8 100.28(9) . . ? C20 Zn3 Cl9 116.7(3) . . ? Cl7 Zn3 Cl9 105.55(10) . . ? Cl8 Zn3 Cl9 93.42(8) . . ? C39 Zn4 Cl10 115.3(2) . . ? C39 Zn4 Cl8 114.7(3) . . ? Cl10 Zn4 Cl8 104.75(10) . . ? C39 Zn4 Cl9 123.5(2) . . ? Cl10 Zn4 Cl9 101.37(10) . . ? Cl8 Zn4 Cl9 93.81(8) . . ? Cl4A Zn5A Cl3A 120.7(2) . . ? Cl4A Zn5A Cl10 110.38(15) . . ? Cl3A Zn5A Cl10 108.55(15) . . ? Cl4A Zn5A Cl11 107.00(18) . . ? Cl3A Zn5A Cl11 112.71(15) . . ? Cl10 Zn5A Cl11 94.43(11) . . ? Cl4B Zn5B Cl3B 120.7(5) . . ? Cl4B Zn5B Cl11 111.7(3) . . ? Cl3B Zn5B Cl11 107.1(3) . . ? Cl4B Zn5B Cl10 114.1(3) . . ? Cl3B Zn5B Cl10 105.7(4) . . ? Cl11 Zn5B Cl10 94.02(18) . . ? C58 Zn6 Cl11 115.5(2) . . ? C58 Zn6 Cl12 123.4(2) . . ? Cl11 Zn6 Cl12 101.27(10) . . ? C58 Zn6 Cl12 116.0(3) . 2_776 ? Cl11 Zn6 Cl12 104.04(10) . 2_776 ? Cl12 Zn6 Cl12 92.87(8) . 2_776 ? P1 C1 Zn1 117.9(4) . . ? C3 C2 C7 117.7(10) . . ? C3 C2 P1 120.9(10) . . ? C7 C2 P1 121.4(10) . . ? C2 C3 C4 122.2(12) . . ? C5 C4 C3 117.5(13) . . ? C4 C5 C6 121.6(12) . . ? C7 C6 C5 118.3(13) . . ? C6 C7 C2 122.7(12) . . ? C13 C8 C9 120.3(13) . . ? C13 C8 P1 124.3(10) . . ? C9 C8 P1 115.1(12) . . ? C10 C9 C8 119.9(18) . . ? C11 C10 C9 123(3) . . ? C10 C11 C12 119(2) . . ? C13 C12 C11 119.5(19) . . ? C8 C13 C12 118.3(15) . . ? C15 C14 C19 119.2(9) . . ? C15 C14 P1 121.9(7) . . ? C19 C14 P1 118.8(7) . . ? C14 C15 C16 118.9(10) . . ? C17 C16 C15 121.3(10) . . ? C18 C17 C16 120.5(10) . . ? C17 C18 C19 119.3(9) . . ? C18 C19 C14 120.7(9) . . ? P2 C20 Zn3 116.3(4) . . ? C26 C21 C22 120.8(10) . . ? C26 C21 P2 121.8(7) . . ? C22 C21 P2 117.4(10) . . ? C21 C22 C23 116.0(13) . . ? C24 C23 C22 121.5(17) . . ? C23 C24 C25 124(2) . . ? C24 C25 C26 116.1(15) . . ? C21 C26 C25 121.9(11) . . ? C28 C27 C32 119.8(9) . . ? C28 C27 P2 119.9(8) . . ? C32 C27 P2 120.1(8) . . ? C29 C28 C27 119.9(11) . . ? C30 C29 C28 120.5(11) . . ? C31 C30 C29 120.7(11) . . ? C30 C31 C32 121.5(11) . . ? C31 C32 C27 117.5(10) . . ? C34 C33 C38 120.2(8) . . ? C34 C33 P2 117.8(7) . . ? C38 C33 P2 121.9(7) . . ? C33 C34 C35 119.8(9) . . ? C36 C35 C34 118.1(9) . . ? C37 C36 C35 123.3(9) . . ? C36 C37 C38 118.2(9) . . ? C33 C38 C37 120.4(9) . . ? P3 C39 Zn4 119.4(4) . . ? C45 C40 C41 118.9(10) . . ? C45 C40 P3 121.6(9) . . ? C41 C40 P3 119.4(9) . . ? C42 C41 C40 119.2(11) . . ? C43 C42 C41 121.2(13) . . ? C44 C43 C42 121.1(13) . . ? C43 C44 C45 118.8(13) . . ? C40 C45 C44 120.6(11) . . ? C47 C46 C51 120.2(8) . . ? C47 C46 P3 120.9(7) . . ? C51 C46 P3 118.9(7) . . ? C46 C47 C48 119.7(9) . . ? C49 C48 C47 120.4(10) . . ? C48 C49 C50 119.5(10) . . ? C51 C50 C49 120.9(10) . . ? C50 C51 C46 119.3(9) . . ? C57 C52 C53 116.5(10) . . ? C57 C52 P3 122.0(9) . . ? C53 C52 P3 121.5(8) . . ? C54 C53 C52 123.5(11) . . ? C55 C54 C53 120.8(14) . . ? C54 C55 C56 115.7(14) . . ? C55 C56 C57 125.3(14) . . ? C52 C57 C56 118.2(12) . . ? P4 C58 Zn6 118.2(4) . . ? C64 C59 C60 121.1(10) . . ? C64 C59 P4 122.1(9) . . ? C60 C59 P4 116.7(9) . . ? C59 C60 C61 118.1(11) . . ? C62 C61 C60 119.1(13) . . ? C61 C62 C63 123.5(12) . . ? C64 C63 C62 116.6(12) . . ? C59 C64 C63 121.5(12) . . ? C66 C65 C70 120.6(12) . . ? C66 C65 P4 121.3(9) . . ? C70 C65 P4 118.2(11) . . ? C65 C66 C67 116.4(13) . . ? C66 C67 C68 121.9(16) . . ? C69 C68 C67 116(2) . . ? C68 C69 C70 127(2) . . ? C69 C70 C65 118.2(16) . . ? C72 C71 C76 121.1(8) . . ? C72 C71 P4 120.4(7) . . ? C76 C71 P4 118.5(7) . . ? C71 C72 C73 119.1(9) . . ? C74 C73 C72 119.0(9) . . ? C73 C74 C75 120.8(9) . . ? C76 C75 C74 120.3(9) . . ? C75 C76 C71 119.6(9) . . ? Zn1 Cl5 Zn1 86.44(8) 2_768 . ? Zn1 Cl6 Zn2A 116.21(12) . . ? Zn1 Cl6 Zn2B 108.52(17) . . ? Zn2A Cl6 Zn2B 20.89(11) . . ? Zn3 Cl7 Zn2B 118.87(18) . . ? Zn3 Cl7 Zn2A 110.92(12) . . ? Zn2B Cl7 Zn2A 21.19(13) . . ? Zn4 Cl8 Zn3 86.45(8) . . ? Zn4 Cl9 Zn3 86.30(8) . . ? Zn5A Cl10 Zn4 117.17(12) . . ? Zn5A Cl10 Zn5B 23.20(10) . . ? Zn4 Cl10 Zn5B 108.97(15) . . ? Zn5B Cl11 Zn6 120.36(15) . . ? Zn5B Cl11 Zn5A 23.72(11) . . ? Zn6 Cl11 Zn5A 111.41(12) . . ? Zn6 Cl12 Zn6 87.13(8) . 2_776 ? C1 P1 C2 109.4(5) . . ? C1 P1 C14 110.8(4) . . ? C2 P1 C14 108.7(5) . . ? C1 P1 C8 114.2(5) . . ? C2 P1 C8 108.3(6) . . ? C14 P1 C8 105.3(5) . . ? C20 P2 C21 112.9(4) . . ? C20 P2 C33 111.6(4) . . ? C21 P2 C33 105.9(4) . . ? C20 P2 C27 109.2(4) . . ? C21 P2 C27 108.0(4) . . ? C33 P2 C27 109.2(4) . . ? C52 P3 C39 111.5(5) . . ? C52 P3 C40 106.9(5) . . ? C39 P3 C40 109.9(4) . . ? C52 P3 C46 108.1(5) . . ? C39 P3 C46 111.9(4) . . ? C40 P3 C46 108.4(4) . . ? C58 P4 C71 111.2(4) . . ? C58 P4 C65 112.8(5) . . ? C71 P4 C65 107.7(5) . . ? C58 P4 C59 109.4(4) . . ? C71 P4 C59 109.3(4) . . ? C65 P4 C59 106.2(5) . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.516 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.090 # Attachment '697030_revised.cif' data_(Ph3PMe)2(Zn2Cl6) _database_code_depnum_ccdc_archive 'CCDC 697030' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C19 H18 P), Cl6 Zn2' _chemical_formula_sum 'C38 H36 Cl6 P2 Zn2' _chemical_formula_weight 898.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0538(3) _cell_length_b 13.6096(4) _cell_length_c 15.0143(4) _cell_angle_alpha 91.832(2) _cell_angle_beta 102.291(2) _cell_angle_gamma 98.875(2) _cell_volume 1978.84(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8822 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.48 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_absorpt_coefficient_mu 1.725 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12696 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0491 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9033 _reflns_number_gt 6746 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP-3 _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0656P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9033 _refine_ls_number_parameters 435 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.1174 _refine_ls_wR_factor_gt 0.0938 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 P1 P 0.31244(7) 0.11425(5) 0.85173(5) 0.02175(16) Uani 1 1 d . . . P4 P 0.26125(7) 0.45000(5) 0.60996(5) 0.02170(16) Uani 1 1 d . . . C1 C 0.2236(3) 0.1781(2) 0.76204(19) 0.0301(7) Uani 1 1 d . . . H1A H 0.1407 0.1936 0.7771 0.045 Uiso 1 1 calc R . . H1B H 0.2004 0.1366 0.7063 0.045 Uiso 1 1 calc R . . H1C H 0.2818 0.2387 0.7543 0.045 Uiso 1 1 calc R . . C2 C 0.4708(3) 0.09274(19) 0.82457(18) 0.0242(6) Uani 1 1 d . . . C3 C 0.4696(3) 0.0571(2) 0.73666(19) 0.0299(7) Uani 1 1 d . . . H3 H 0.3867 0.0424 0.6935 0.036 Uiso 1 1 calc R . . C4 C 0.5910(3) 0.0433(2) 0.7132(2) 0.0354(7) Uani 1 1 d . . . H4 H 0.5900 0.0194 0.6543 0.043 Uiso 1 1 calc R . . C5 C 0.7144(3) 0.0652(2) 0.7775(2) 0.0365(7) Uani 1 1 d . . . H5 H 0.7962 0.0557 0.7616 0.044 Uiso 1 1 calc R . . C6 C 0.7166(3) 0.1011(2) 0.8648(2) 0.0340(7) Uani 1 1 d . . . H6 H 0.7998 0.1155 0.9077 0.041 Uiso 1 1 calc R . . C7 C 0.5952(3) 0.1156(2) 0.88867(19) 0.0279(6) Uani 1 1 d . . . H7 H 0.5968 0.1405 0.9473 0.033 Uiso 1 1 calc R . . C8 C 0.2079(3) -0.0016(2) 0.86427(18) 0.0254(6) Uani 1 1 d . . . C9 C 0.0794(3) 0.0011(2) 0.8831(2) 0.0376(8) Uani 1 1 d . . . H9 H 0.0474 0.0614 0.8860 0.045 Uiso 1 1 calc R . . C10 C -0.0012(4) -0.0865(3) 0.8975(2) 0.0497(10) Uani 1 1 d . . . H10 H -0.0881 -0.0850 0.9092 0.060 Uiso 1 1 calc R . . C11 C 0.0464(4) -0.1751(3) 0.8947(2) 0.0475(9) Uani 1 1 d . . . H11 H -0.0076 -0.2333 0.9060 0.057 Uiso 1 1 calc R . . C12 C 0.1735(4) -0.1793(2) 0.8753(2) 0.0445(9) Uani 1 1 d . . . H12 H 0.2046 -0.2400 0.8727 0.053 Uiso 1 1 calc R . . C13 C 0.2549(3) -0.0919(2) 0.8597(2) 0.0333(7) Uani 1 1 d . . . H13 H 0.3405 -0.0940 0.8463 0.040 Uiso 1 1 calc R . . C14 C 0.3481(3) 0.1869(2) 0.95807(18) 0.0227(6) Uani 1 1 d . . . C15 C 0.3627(3) 0.2903(2) 0.96048(19) 0.0293(6) Uani 1 1 d . . . H15 H 0.3513 0.3226 0.9064 0.035 Uiso 1 1 calc R . . C16 C 0.3944(3) 0.3451(2) 1.0441(2) 0.0366(7) Uani 1 1 d . . . H16 H 0.4046 0.4143 1.0461 0.044 Uiso 1 1 calc R . . C17 C 0.4107(3) 0.2967(2) 1.1244(2) 0.0401(8) Uani 1 1 d . . . H17 H 0.4315 0.3336 1.1802 0.048 Uiso 1 1 calc R . . C18 C 0.3964(3) 0.1946(2) 1.1223(2) 0.0379(8) Uani 1 1 d . . . H18 H 0.4082 0.1627 1.1766 0.046 Uiso 1 1 calc R . . C19 C 0.3646(3) 0.1392(2) 1.0395(2) 0.0318(7) Uani 1 1 d . . . H19 H 0.3543 0.0701 1.0381 0.038 Uiso 1 1 calc R . . C20 C 0.1191(3) 0.4088(2) 0.6609(2) 0.0300(7) Uani 1 1 d . . . H20A H 0.1447 0.4274 0.7253 0.045 Uiso 1 1 calc R . . H20B H 0.0946 0.3377 0.6515 0.045 Uiso 1 1 calc R . . H20C H 0.0417 0.4393 0.6334 0.045 Uiso 1 1 calc R . . C21 C 0.4084(3) 0.3961(2) 0.66222(18) 0.0238(6) Uani 1 1 d . . . C22 C 0.4674(3) 0.3328(2) 0.6136(2) 0.0302(7) Uani 1 1 d . . . H22 H 0.4295 0.3161 0.5519 0.036 Uiso 1 1 calc R . . C23 C 0.5831(3) 0.2943(2) 0.6572(2) 0.0380(8) Uani 1 1 d . . . H23 H 0.6222 0.2517 0.6246 0.046 Uiso 1 1 calc R . . C24 C 0.6390(3) 0.3194(2) 0.7478(2) 0.0382(8) Uani 1 1 d . . . H24 H 0.7172 0.2945 0.7764 0.046 Uiso 1 1 calc R . . C25 C 0.5804(3) 0.3814(2) 0.7976(2) 0.0375(8) Uani 1 1 d . . . H25 H 0.6182 0.3967 0.8596 0.045 Uiso 1 1 calc R . . C26 C 0.4654(3) 0.4210(2) 0.75547(19) 0.0293(6) Uani 1 1 d . . . H26 H 0.4267 0.4634 0.7885 0.035 Uiso 1 1 calc R . . C27 C 0.3076(3) 0.5826(2) 0.62415(17) 0.0234(6) Uani 1 1 d . . . C28 C 0.4382(3) 0.6270(2) 0.61695(19) 0.0299(7) Uani 1 1 d . . . H28 H 0.5040 0.5876 0.6110 0.036 Uiso 1 1 calc R . . C29 C 0.4712(3) 0.7300(2) 0.6186(2) 0.0367(8) Uani 1 1 d . . . H29 H 0.5588 0.7597 0.6138 0.044 Uiso 1 1 calc R . . C30 C 0.3732(4) 0.7878(2) 0.6276(2) 0.0436(8) Uani 1 1 d . . . H30 H 0.3941 0.8567 0.6270 0.052 Uiso 1 1 calc R . . C31 C 0.2452(4) 0.7445(2) 0.6374(3) 0.0501(9) Uani 1 1 d . . . H31 H 0.1809 0.7843 0.6456 0.060 Uiso 1 1 calc R . . C32 C 0.2110(3) 0.6419(2) 0.6351(2) 0.0374(7) Uani 1 1 d . . . H32 H 0.1235 0.6128 0.6408 0.045 Uiso 1 1 calc R . . C33 C 0.2136(3) 0.4135(2) 0.49003(18) 0.0243(6) Uani 1 1 d . . . C34 C 0.2268(3) 0.4841(2) 0.42579(19) 0.0280(6) Uani 1 1 d . . . H34 H 0.2579 0.5511 0.4445 0.034 Uiso 1 1 calc R . . C35 C 0.1929(3) 0.4533(2) 0.3338(2) 0.0349(7) Uani 1 1 d . . . H35 H 0.2010 0.4999 0.2905 0.042 Uiso 1 1 calc R . . C36 C 0.1474(3) 0.3542(2) 0.3059(2) 0.0363(8) Uani 1 1 d . . . H36 H 0.1259 0.3344 0.2439 0.044 Uiso 1 1 calc R . . C37 C 0.1334(3) 0.2841(2) 0.3692(2) 0.0342(7) Uani 1 1 d . . . H37 H 0.1029 0.2173 0.3498 0.041 Uiso 1 1 calc R . . C38 C 0.1647(3) 0.3133(2) 0.4612(2) 0.0317(7) Uani 1 1 d . . . H38 H 0.1533 0.2664 0.5038 0.038 Uiso 1 1 calc R . . Zn1 Zn 0.13346(3) -0.03063(2) 0.46766(2) 0.02692(10) Uani 1 1 d . . . Zn2 Zn 0.07546(3) 0.45098(2) 0.93019(2) 0.02825(10) Uani 1 1 d . . . Cl1 Cl 0.32335(8) 0.08098(6) 0.49222(5) 0.03806(19) Uani 1 1 d . . . Cl2 Cl 0.05868(7) -0.04050(5) 0.60705(4) 0.02876(16) Uani 1 1 d . . . Cl3 Cl 0.11961(8) -0.17938(6) 0.40143(5) 0.03776(19) Uani 1 1 d . . . Cl4 Cl 0.00144(8) 0.29648(6) 0.87155(6) 0.0414(2) Uani 1 1 d . . . Cl5 Cl 0.25396(8) 0.54047(6) 0.88978(6) 0.0431(2) Uani 1 1 d . . . Cl6 Cl 0.10740(8) 0.45689(6) 1.08939(5) 0.03229(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0235(4) 0.0191(4) 0.0228(3) 0.0019(3) 0.0054(3) 0.0032(3) P4 0.0235(4) 0.0195(4) 0.0230(4) 0.0043(3) 0.0066(3) 0.0040(3) C1 0.0337(16) 0.0271(16) 0.0287(15) 0.0026(12) 0.0035(12) 0.0070(13) C2 0.0273(15) 0.0174(14) 0.0289(14) 0.0042(11) 0.0088(11) 0.0030(11) C3 0.0306(16) 0.0280(16) 0.0296(15) -0.0025(12) 0.0072(12) -0.0001(13) C4 0.0434(19) 0.0298(17) 0.0372(17) 0.0003(13) 0.0182(14) 0.0060(14) C5 0.0319(17) 0.0360(18) 0.0488(19) 0.0086(15) 0.0221(14) 0.0082(14) C6 0.0258(15) 0.0357(18) 0.0406(18) 0.0104(14) 0.0080(13) 0.0030(13) C7 0.0285(15) 0.0263(16) 0.0282(15) 0.0049(12) 0.0056(12) 0.0028(12) C8 0.0286(15) 0.0219(15) 0.0234(14) 0.0004(11) 0.0040(11) 0.0000(12) C9 0.0342(18) 0.0331(18) 0.0461(19) 0.0010(14) 0.0148(14) -0.0002(14) C10 0.041(2) 0.050(2) 0.053(2) -0.0039(18) 0.0182(16) -0.0164(17) C11 0.061(2) 0.036(2) 0.0351(18) 0.0029(15) 0.0099(16) -0.0202(18) C12 0.065(2) 0.0263(17) 0.0365(18) 0.0032(14) 0.0054(16) -0.0007(16) C13 0.0374(17) 0.0269(16) 0.0344(16) 0.0019(13) 0.0070(13) 0.0026(13) C14 0.0217(14) 0.0231(15) 0.0228(13) 0.0009(11) 0.0049(10) 0.0023(11) C15 0.0332(16) 0.0269(16) 0.0272(15) 0.0019(12) 0.0055(12) 0.0046(13) C16 0.0413(18) 0.0243(16) 0.0410(18) -0.0058(14) 0.0058(14) 0.0017(14) C17 0.0403(19) 0.045(2) 0.0312(17) -0.0120(15) 0.0050(14) 0.0019(15) C18 0.048(2) 0.0395(19) 0.0256(16) 0.0066(13) 0.0061(14) 0.0071(15) C19 0.0376(17) 0.0264(16) 0.0314(16) 0.0035(12) 0.0085(13) 0.0033(13) C20 0.0278(15) 0.0308(16) 0.0336(16) 0.0077(13) 0.0120(12) 0.0030(13) C21 0.0245(14) 0.0198(14) 0.0284(14) 0.0081(11) 0.0088(11) 0.0024(11) C22 0.0335(16) 0.0242(15) 0.0353(16) 0.0044(12) 0.0114(13) 0.0058(13) C23 0.0322(17) 0.0278(17) 0.061(2) 0.0125(15) 0.0190(15) 0.0119(14) C24 0.0209(15) 0.0310(17) 0.062(2) 0.0251(16) 0.0041(14) 0.0038(13) C25 0.0289(16) 0.0370(19) 0.0403(18) 0.0156(14) -0.0029(13) -0.0022(14) C26 0.0288(15) 0.0281(16) 0.0309(15) 0.0050(12) 0.0073(12) 0.0028(12) C27 0.0289(15) 0.0211(14) 0.0202(13) 0.0034(11) 0.0036(11) 0.0066(12) C28 0.0331(16) 0.0259(16) 0.0321(15) -0.0008(12) 0.0111(12) 0.0036(13) C29 0.0407(18) 0.0296(17) 0.0358(17) -0.0009(13) 0.0099(14) -0.0083(14) C30 0.059(2) 0.0195(16) 0.048(2) 0.0009(14) 0.0045(17) 0.0030(16) C31 0.054(2) 0.0294(19) 0.071(3) 0.0025(17) 0.0146(19) 0.0196(17) C32 0.0351(17) 0.0246(16) 0.055(2) 0.0041(14) 0.0124(15) 0.0089(13) C33 0.0230(14) 0.0252(15) 0.0245(14) 0.0042(11) 0.0044(11) 0.0041(11) C34 0.0282(15) 0.0242(15) 0.0289(15) 0.0033(12) 0.0051(12) -0.0025(12) C35 0.0422(18) 0.0337(18) 0.0258(15) 0.0100(13) 0.0064(13) -0.0027(14) C36 0.0436(19) 0.0386(19) 0.0212(14) -0.0023(13) 0.0039(13) -0.0051(15) C37 0.0383(17) 0.0282(17) 0.0328(16) -0.0014(13) 0.0074(13) -0.0030(13) C38 0.0381(17) 0.0270(16) 0.0292(15) 0.0046(12) 0.0072(13) 0.0024(13) Zn1 0.02842(19) 0.02282(19) 0.02988(19) -0.00125(14) 0.00908(14) 0.00221(14) Zn2 0.0311(2) 0.0290(2) 0.02517(18) -0.00111(14) 0.00983(14) 0.00217(15) Cl1 0.0334(4) 0.0334(4) 0.0452(4) -0.0022(3) 0.0120(3) -0.0050(3) Cl2 0.0340(4) 0.0272(4) 0.0266(3) 0.0047(3) 0.0081(3) 0.0074(3) Cl3 0.0414(4) 0.0266(4) 0.0457(4) -0.0090(3) 0.0127(3) 0.0049(3) Cl4 0.0359(4) 0.0337(4) 0.0521(5) -0.0141(4) 0.0095(3) 0.0013(3) Cl5 0.0420(5) 0.0399(5) 0.0515(5) 0.0025(4) 0.0252(4) -0.0010(4) Cl6 0.0368(4) 0.0372(4) 0.0238(3) 0.0044(3) 0.0047(3) 0.0111(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.780(3) . ? P1 C2 1.788(3) . ? P1 C14 1.789(3) . ? P1 C8 1.794(3) . ? P4 C20 1.785(3) . ? P4 C27 1.787(3) . ? P4 C33 1.795(3) . ? P4 C21 1.795(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.389(4) . ? C2 C7 1.392(4) . ? C3 C4 1.377(4) . ? C3 H3 0.9300 . ? C4 C5 1.385(4) . ? C4 H4 0.9300 . ? C5 C6 1.379(4) . ? C5 H5 0.9300 . ? C6 C7 1.383(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.386(4) . ? C8 C13 1.388(4) . ? C9 C10 1.385(4) . ? C9 H9 0.9300 . ? C10 C11 1.367(5) . ? C10 H10 0.9300 . ? C11 C12 1.378(5) . ? C11 H11 0.9300 . ? C12 C13 1.392(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.391(4) . ? C14 C19 1.393(4) . ? C15 C16 1.389(4) . ? C15 H15 0.9300 . ? C16 C17 1.383(4) . ? C16 H16 0.9300 . ? C17 C18 1.374(5) . ? C17 H17 0.9300 . ? C18 C19 1.383(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.387(4) . ? C21 C26 1.404(4) . ? C22 C23 1.393(4) . ? C22 H22 0.9300 . ? C23 C24 1.368(5) . ? C23 H23 0.9300 . ? C24 C25 1.386(5) . ? C24 H24 0.9300 . ? C25 C26 1.389(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.386(4) . ? C27 C32 1.387(4) . ? C28 C29 1.387(4) . ? C28 H28 0.9300 . ? C29 C30 1.377(5) . ? C29 H29 0.9300 . ? C30 C31 1.370(5) . ? C30 H30 0.9300 . ? C31 C32 1.383(4) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C34 1.395(4) . ? C33 C38 1.398(4) . ? C34 C35 1.386(4) . ? C34 H34 0.9300 . ? C35 C36 1.376(4) . ? C35 H35 0.9300 . ? C36 C37 1.381(4) . ? C36 H36 0.9300 . ? C37 C38 1.381(4) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? Zn1 Cl3 2.1983(8) . ? Zn1 Cl1 2.2040(8) . ? Zn1 Cl2 2.3705(7) . ? Zn1 Cl2 2.3772(8) 2_556 ? Zn2 Cl4 2.2069(8) . ? Zn2 Cl5 2.2155(8) . ? Zn2 Cl6 2.3401(7) . ? Zn2 Cl6 2.3544(8) 2_567 ? Cl2 Zn1 2.3772(8) 2_556 ? Cl6 Zn2 2.3544(8) 2_567 ? 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 P1 C2 108.38(14) . . ? C1 P1 C14 110.52(13) . . ? C2 P1 C14 109.71(13) . . ? C1 P1 C8 110.16(13) . . ? C2 P1 C8 110.47(13) . . ? C14 P1 C8 107.60(13) . . ? C20 P4 C27 110.70(14) . . ? C20 P4 C33 109.24(13) . . ? C27 P4 C33 108.66(13) . . ? C20 P4 C21 110.21(13) . . ? C27 P4 C21 108.40(12) . . ? C33 P4 C21 109.60(13) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C7 119.8(3) . . ? C3 C2 P1 119.1(2) . . ? C7 C2 P1 121.1(2) . . ? C4 C3 C2 120.1(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 119.9(3) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C6 C5 C4 120.4(3) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 120.0(3) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C6 C7 C2 119.8(3) . . ? C6 C7 H7 120.1 . . ? C2 C7 H7 120.1 . . ? C9 C8 C13 119.8(3) . . ? C9 C8 P1 118.2(2) . . ? C13 C8 P1 121.9(2) . . ? C10 C9 C8 119.7(3) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C11 C10 C9 120.3(3) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 120.8(3) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C11 C12 C13 119.4(3) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C8 C13 C12 119.9(3) . . ? C8 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? C15 C14 C19 119.7(3) . . ? C15 C14 P1 120.9(2) . . ? C19 C14 P1 119.4(2) . . ? C16 C15 C14 119.7(3) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C17 C16 C15 120.0(3) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C18 C17 C16 120.6(3) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C19 120.0(3) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C18 C19 C14 120.1(3) . . ? C18 C19 H19 119.9 . . ? C14 C19 H19 119.9 . . ? P4 C20 H20A 109.5 . . ? P4 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? P4 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 C21 C26 119.9(3) . . ? C22 C21 P4 122.4(2) . . ? C26 C21 P4 117.7(2) . . ? C21 C22 C23 120.1(3) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C24 C23 C22 119.9(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.7(3) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C24 C25 C26 120.3(3) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C21 119.1(3) . . ? C25 C26 H26 120.5 . . ? C21 C26 H26 120.5 . . ? C28 C27 C32 119.5(3) . . ? C28 C27 P4 119.6(2) . . ? C32 C27 P4 120.7(2) . . ? C27 C28 C29 120.3(3) . . ? C27 C28 H28 119.9 . . ? C29 C28 H28 119.9 . . ? C30 C29 C28 119.5(3) . . ? C30 C29 H29 120.3 . . ? C28 C29 H29 120.3 . . ? C31 C30 C29 120.5(3) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 120.4(3) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C31 C32 C27 119.8(3) . . ? C31 C32 H32 120.1 . . ? C27 C32 H32 120.1 . . ? C34 C33 C38 120.0(2) . . ? C34 C33 P4 120.5(2) . . ? C38 C33 P4 119.5(2) . . ? C35 C34 C33 119.2(3) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C36 C35 C34 120.6(3) . . ? C36 C35 H35 119.7 . . ? C34 C35 H35 119.7 . . ? C35 C36 C37 120.5(3) . . ? C35 C36 H36 119.7 . . ? C37 C36 H36 119.7 . . ? C36 C37 C38 120.0(3) . . ? C36 C37 H37 120.0 . . ? C38 C37 H37 120.0 . . ? C37 C38 C33 119.8(3) . . ? C37 C38 H38 120.1 . . ? C33 C38 H38 120.1 . . ? Cl3 Zn1 Cl1 122.34(3) . . ? Cl3 Zn1 Cl2 111.48(3) . . ? Cl1 Zn1 Cl2 107.18(3) . . ? Cl3 Zn1 Cl2 108.31(3) . 2_556 ? Cl1 Zn1 Cl2 110.25(3) . 2_556 ? Cl2 Zn1 Cl2 93.47(3) . 2_556 ? Cl4 Zn2 Cl5 119.49(3) . . ? Cl4 Zn2 Cl6 110.37(3) . . ? Cl5 Zn2 Cl6 110.57(3) . . ? Cl4 Zn2 Cl6 110.71(3) . 2_567 ? Cl5 Zn2 Cl6 108.85(3) . 2_567 ? Cl6 Zn2 Cl6 93.86(3) . 2_567 ? Zn1 Cl2 Zn1 86.53(3) . 2_556 ? Zn2 Cl6 Zn2 86.14(3) . 2_567 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.501 _refine_diff_density_min -0.712 _refine_diff_density_rms 0.131