#Supplementary Material (ESI) for Chemical Communications #This journal is © The Royal Society of Chemistry 2006 data_global #================================================================= # SUBMISSION DETAILS _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Oliver C. Presly' 'Michael Green' 'John C. Jeffery' 'Eva Leiner' 'Martin Murray' 'Christopher A. Russell' 'Manfred Scheer' 'Ulf Vogel' _publ_section_title ; The surprising and stereoselective formation of P2C10 cages by the reduction of Cp*PCl2 ; _publ_contact_author ; Dr. Chris Russell School of Chemistry University of Bristol Cantock's Close BS8 1TS Bristol UK ; _publ_contact_author_phone '0117 9287599' _publ_contact_author_fax '0117 9290509' _publ_contact_author_email Chris.Russell@bristol.ac.uk _publ_contact_letter ; This CIF file contains details of the crystal structure in the paper 'The surprising and stereoselective formation of P2C10 cages by the reduction of Cp*PCl2' by Oliver C. Presly, Michael Green, John C. Jeffery, Eva Leiner, Martin Murray, Christopher A. Russell, Manfred Scheer, and Ulf Vogel submitted to Chemical Communications for publication. ; #================================================================= data_1 _database_code_depnum_ccdc_archive 'CCDC 617780' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common P2Iodocage _chemical_melting_point 150 _chemical_formula_moiety C20H30GaI5P2 _chemical_formula_sum 'C20 H30 Ga I5 P2' _chemical_formula_weight 1036.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.0966(6) _cell_length_b 18.9835(15) _cell_length_c 9.5427(7) _cell_angle_alpha 90.00 _cell_angle_beta 101.5180(10) _cell_angle_gamma 90.00 _cell_volume 1437.19(19) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5152 _cell_measurement_theta_min 4.857 _cell_measurement_theta_max 52.383 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 6.446 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.791584 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The bulk crystalline sample contains crystals of both enantiomers. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'frames each covering 0.3\% in\w' _diffrn_detector_area_resol_mean 8. _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10861 _diffrn_reflns_av_R_equivalents 0.0490 _diffrn_reflns_av_sigmaI/netI 0.0866 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5977 _reflns_number_gt 4649 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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^)+(0.1019P)^2^+8.2057P] 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 -0.09(5) _refine_ls_number_reflns 5977 _refine_ls_number_parameters 263 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0889 _refine_ls_R_factor_gt 0.0637 _refine_ls_wR_factor_ref 0.1836 _refine_ls_wR_factor_gt 0.1663 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.079(2) 0.4437(8) 0.4466(17) 0.022(3) Uani 1 1 d . . . C2 C 0.940(2) 0.4303(7) 0.5196(17) 0.022(3) Uani 1 1 d . . . C7 C 0.7809(19) 0.3282(9) 0.6304(16) 0.020(3) Uani 1 1 d . . . C6 C 0.957(2) 0.3631(8) 0.6212(14) 0.020(3) Uani 1 1 d . . . C9 C 0.960(2) 0.2338(8) 0.6259(17) 0.025(4) Uani 1 1 d . . . C3 C 0.7879(18) 0.4144(7) 0.3901(15) 0.016(3) Uani 1 1 d . . . C5 C 1.0536(19) 0.4168(9) 0.3122(16) 0.022(3) Uani 1 1 d . . . C4 C 0.893(2) 0.3810(8) 0.2782(16) 0.020(3) Uani 1 1 d . . . C10 C 1.033(2) 0.2943(9) 0.5512(17) 0.026(4) Uani 1 1 d . . . C8 C 0.817(2) 0.2559(9) 0.6674(16) 0.026(4) Uani 1 1 d . . . C61 C 1.067(2) 0.3768(9) 0.7718(17) 0.026(4) Uani 1 1 d . . . H61A H 1.1635 0.3447 0.7880 0.039 Uiso 1 1 calc R . . H61B H 0.9990 0.3687 0.8446 0.039 Uiso 1 1 calc R . . H61C H 1.1070 0.4256 0.7777 0.039 Uiso 1 1 calc R . . C101 C 1.223(2) 0.2911(11) 0.548(2) 0.035(4) Uani 1 1 d . . . H10A H 1.2886 0.2946 0.6458 0.053 Uiso 1 1 calc R . . H10B H 1.2520 0.3303 0.4907 0.053 Uiso 1 1 calc R . . H10C H 1.2479 0.2464 0.5055 0.053 Uiso 1 1 calc R . . C41 C 0.802(2) 0.3778(8) 0.1216(17) 0.027(4) Uani 1 1 d . . . H41A H 0.8124 0.4233 0.0757 0.041 Uiso 1 1 calc R . . H41B H 0.6822 0.3673 0.1167 0.041 Uiso 1 1 calc R . . H41C H 0.8522 0.3408 0.0721 0.041 Uiso 1 1 calc R . . C11 C 1.239(2) 0.4824(10) 0.521(2) 0.037(4) Uani 1 1 d U . . H11A H 1.3202 0.4836 0.4570 0.055 Uiso 1 1 calc R . . H11B H 1.2891 0.4577 0.6092 0.055 Uiso 1 1 calc R . . H11C H 1.2104 0.5307 0.5432 0.055 Uiso 1 1 calc R . . C71 C 0.671(3) 0.3704(12) 0.723(2) 0.039(5) Uani 1 1 d . . . H71A H 0.5614 0.3472 0.7162 0.059 Uiso 1 1 calc R . . H71B H 0.6538 0.4188 0.6878 0.059 Uiso 1 1 calc R . . H71C H 0.7299 0.3711 0.8237 0.059 Uiso 1 1 calc R . . C81 C 0.709(3) 0.2104(10) 0.7451(19) 0.038(5) Uani 1 1 d . . . H81A H 0.7529 0.1622 0.7530 0.057 Uiso 1 1 calc R . . H81B H 0.5924 0.2102 0.6913 0.057 Uiso 1 1 calc R . . H81C H 0.7122 0.2296 0.8410 0.057 Uiso 1 1 calc R . . C31 C 0.676(2) 0.4748(9) 0.3296(19) 0.028(4) Uani 1 1 d . . . H31A H 0.7453 0.5156 0.3166 0.043 Uiso 1 1 calc R . . H31B H 0.6019 0.4871 0.3957 0.043 Uiso 1 1 calc R . . H31C H 0.6070 0.4611 0.2371 0.043 Uiso 1 1 calc R . . C51 C 1.178(3) 0.4158(11) 0.215(2) 0.039(5) Uani 1 1 d . . . H51A H 1.2916 0.4234 0.2715 0.058 Uiso 1 1 calc R . . H51B H 1.1502 0.4533 0.1437 0.058 Uiso 1 1 calc R . . H51C H 1.1729 0.3701 0.1668 0.058 Uiso 1 1 calc R . . C21 C 0.903(2) 0.4953(8) 0.6028(17) 0.029(4) Uani 1 1 d . . . H21A H 0.9972 0.5035 0.6834 0.043 Uiso 1 1 calc R . . H21B H 0.7995 0.4876 0.6389 0.043 Uiso 1 1 calc R . . H21C H 0.8892 0.5364 0.5395 0.043 Uiso 1 1 calc R . . C91 C 1.045(3) 0.1666(10) 0.6465(19) 0.036(4) Uani 1 1 d . . . H91A H 1.1672 0.1741 0.6620 0.054 Uiso 1 1 calc R . . H91B H 1.0090 0.1372 0.5615 0.054 Uiso 1 1 calc R . . H91C H 1.0173 0.1430 0.7301 0.054 Uiso 1 1 calc R . . I10 I 0.92474(15) 0.19176(6) 0.23544(11) 0.0287(3) Uani 1 1 d . . . P1 P 0.8878(5) 0.2934(2) 0.3711(4) 0.0159(7) Uani 1 1 d . . . P2 P 0.6623(5) 0.3331(2) 0.4363(4) 0.0184(8) Uani 1 1 d . . . Ga1 Ga 0.6083(2) 0.62029(9) 0.88470(18) 0.0205(4) Uani 1 1 d . . . I2 I 0.39129(15) 0.53947(7) 0.95958(13) 0.0374(3) Uani 1 1 d . . . I3 I 0.54251(18) 0.63405(7) 0.61806(14) 0.0427(3) Uani 1 1 d . . . I4 I 0.61020(17) 0.74318(7) 0.98801(14) 0.0398(3) Uani 1 1 d . . . I1 I 0.89383(19) 0.56839(8) 0.97734(15) 0.0467(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.010(7) 0.027(8) 0.026(8) -0.004(6) -0.003(6) -0.006(6) C2 0.027(9) 0.010(7) 0.026(8) -0.006(6) 0.001(7) 0.003(6) C7 0.009(7) 0.037(9) 0.017(7) -0.001(6) 0.006(6) 0.003(6) C6 0.025(9) 0.031(8) 0.003(6) 0.001(5) 0.002(6) 0.007(6) C9 0.021(9) 0.021(8) 0.030(8) 0.004(6) -0.003(7) -0.009(6) C3 0.010(7) 0.019(7) 0.015(7) 0.004(5) -0.006(5) -0.004(5) C5 0.007(7) 0.038(9) 0.018(7) -0.002(6) -0.005(6) -0.008(6) C4 0.019(8) 0.028(8) 0.010(7) 0.001(5) -0.007(6) 0.010(6) C10 0.025(9) 0.034(9) 0.018(7) 0.008(7) -0.001(7) 0.003(7) C8 0.027(9) 0.038(10) 0.013(7) 0.000(6) 0.006(6) -0.011(7) C61 0.023(9) 0.040(10) 0.014(7) -0.005(6) 0.001(7) 0.002(7) C101 0.008(8) 0.050(11) 0.042(10) 0.005(9) -0.006(7) 0.003(7) C41 0.045(11) 0.023(8) 0.012(7) 0.005(6) 0.000(7) 0.004(7) C11 0.029(8) 0.034(7) 0.046(8) -0.003(6) 0.003(6) -0.020(6) C71 0.031(11) 0.062(13) 0.030(10) -0.004(9) 0.018(9) 0.009(9) C81 0.056(13) 0.039(11) 0.022(8) 0.012(7) 0.013(9) -0.008(9) C31 0.023(9) 0.030(9) 0.032(9) 0.003(7) 0.007(7) 0.006(7) C51 0.028(10) 0.050(12) 0.037(10) 0.006(9) 0.005(8) -0.006(8) C21 0.044(11) 0.016(7) 0.021(8) -0.006(6) -0.007(7) 0.011(7) C91 0.044(12) 0.032(9) 0.026(8) 0.001(7) -0.006(8) 0.010(8) I10 0.0335(6) 0.0289(5) 0.0229(5) -0.0102(4) 0.0036(4) 0.0022(5) P1 0.0132(18) 0.0210(19) 0.0140(16) -0.0038(14) 0.0042(14) -0.0009(14) P2 0.0104(18) 0.030(2) 0.0152(17) 0.0017(15) 0.0037(14) -0.0014(15) Ga1 0.0165(8) 0.0256(9) 0.0188(8) 0.0032(6) 0.0021(6) -0.0033(7) I2 0.0234(6) 0.0481(8) 0.0385(6) 0.0191(6) 0.0011(5) -0.0081(5) I3 0.0414(8) 0.0481(8) 0.0389(7) -0.0002(6) 0.0088(6) -0.0056(6) I4 0.0371(7) 0.0402(7) 0.0406(7) -0.0095(6) 0.0039(5) 0.0001(5) I1 0.0454(8) 0.0495(8) 0.0468(8) 0.0013(6) 0.0132(6) 0.0004(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C5 1.36(2) . ? C1 C2 1.46(2) . ? C1 C11 1.53(2) . ? C2 C21 1.53(2) . ? C2 C6 1.59(2) . ? C2 C3 1.59(2) . ? C7 C8 1.43(2) . ? C7 C6 1.59(2) . ? C7 C71 1.59(2) . ? C7 P2 1.910(15) . ? C6 C61 1.55(2) . ? C6 C10 1.64(2) . ? C9 C8 1.36(2) . ? C9 C91 1.45(2) . ? C9 C10 1.53(2) . ? C3 C31 1.50(2) . ? C3 C4 1.62(2) . ? C3 P2 1.947(15) . ? C5 C4 1.45(2) . ? C5 C51 1.50(3) . ? C4 C41 1.53(2) . ? C4 P1 1.889(16) . ? C10 C101 1.54(2) . ? C10 P1 1.879(16) . ? C8 C81 1.52(2) . ? I10 P1 2.375(4) . ? P1 P2 2.178(6) . ? Ga1 I1 2.506(2) . ? Ga1 I3 2.507(2) . ? Ga1 I4 2.532(2) . ? Ga1 I2 2.540(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 C1 C2 113.5(13) . . ? C5 C1 C11 124.9(17) . . ? C2 C1 C11 121.6(15) . . ? C1 C2 C21 111.0(14) . . ? C1 C2 C6 116.7(13) . . ? C21 C2 C6 109.4(13) . . ? C1 C2 C3 102.4(13) . . ? C21 C2 C3 110.8(13) . . ? C6 C2 C3 106.2(12) . . ? C8 C7 C6 105.8(13) . . ? C8 C7 C71 116.9(15) . . ? C6 C7 C71 115.4(14) . . ? C8 C7 P2 108.9(11) . . ? C6 C7 P2 102.1(9) . . ? C71 C7 P2 106.7(11) . . ? C61 C6 C2 113.2(13) . . ? C61 C6 C7 111.8(12) . . ? C2 C6 C7 113.5(13) . . ? C61 C6 C10 108.6(12) . . ? C2 C6 C10 112.6(12) . . ? C7 C6 C10 95.9(12) . . ? C8 C9 C91 130.0(17) . . ? C8 C9 C10 109.5(14) . . ? C91 C9 C10 120.5(17) . . ? C31 C3 C2 117.9(12) . . ? C31 C3 C4 113.6(12) . . ? C2 C3 C4 99.2(12) . . ? C31 C3 P2 112.9(11) . . ? C2 C3 P2 109.5(9) . . ? C4 C3 P2 101.8(9) . . ? C1 C5 C4 110.5(14) . . ? C1 C5 C51 126.4(15) . . ? C4 C5 C51 122.8(15) . . ? C5 C4 C41 118.3(15) . . ? C5 C4 C3 103.6(12) . . ? C41 C4 C3 116.5(13) . . ? C5 C4 P1 114.3(10) . . ? C41 C4 P1 111.8(11) . . ? C3 C4 P1 88.4(9) . . ? C9 C10 C101 117.2(14) . . ? C9 C10 C6 101.4(13) . . ? C101 C10 C6 119.6(15) . . ? C9 C10 P1 100.9(11) . . ? C101 C10 P1 115.1(13) . . ? C6 C10 P1 99.5(10) . . ? C9 C8 C7 111.4(14) . . ? C9 C8 C81 124.7(16) . . ? C7 C8 C81 123.8(16) . . ? C10 P1 C4 110.7(7) . . ? C10 P1 P2 98.1(6) . . ? C4 P1 P2 85.8(5) . . ? C10 P1 I10 112.5(6) . . ? C4 P1 I10 116.3(5) . . ? P2 P1 I10 129.9(2) . . ? C7 P2 C3 94.2(7) . . ? C7 P2 P1 88.4(5) . . ? C3 P2 P1 72.8(5) . . ? I1 Ga1 I3 113.15(8) . . ? I1 Ga1 I4 106.94(7) . . ? I3 Ga1 I4 106.42(7) . . ? I1 Ga1 I2 107.73(7) . . ? I3 Ga1 I2 109.25(7) . . ? I4 Ga1 I2 113.44(8) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 2.287 _refine_diff_density_min -2.634 _refine_diff_density_rms 0.324 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 617781' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common P2Chlorocage _chemical_melting_point ? _chemical_formula_moiety C20H30Cl5InP2 _chemical_formula_sum 'C20 H30 Cl5 In P2' _chemical_formula_weight 624.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' In In 0.0822 5.0449 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 12.7865(12) _cell_length_b 12.8135(17) _cell_length_c 15.6190(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2559.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 13259 _cell_measurement_theta_min 8.911 _cell_measurement_theta_max 139.772 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.621 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 13.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.282317 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The bulk crystalline sample contains crystals of both enantiomers. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area cetector' _diffrn_measurement_method 'frames each covering 0.3\% in\w' _diffrn_detector_area_resol_mean 5.6 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19110 _diffrn_reflns_av_R_equivalents 0.0509 _diffrn_reflns_av_sigmaI/netI 0.0391 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.46 _diffrn_reflns_theta_max 70.18 _reflns_number_total 4539 _reflns_number_gt 4432 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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 crystals were non-merohedrally twinned as shown by the convergence of the Flack parameter to 0.485(7) when refined against the TWIN law -1 0 0 0 -1 0 0 0 -1. ; _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^)+(0.0655P)^2^+2.2433P] 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 0.485(7) _refine_ls_number_reflns 4539 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0942 _refine_ls_wR_factor_gt 0.0936 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _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 In1 In 0.23794(3) 0.58192(2) 0.238856(19) 0.01943(11) Uani 1 1 d . . . P2 P 0.36788(9) 0.00327(8) 0.21386(7) 0.0139(2) Uani 1 1 d . . . P1 P 0.20640(9) 0.03025(8) 0.18184(7) 0.0135(2) Uani 1 1 d . . . Cl5 Cl 0.28291(10) 0.75096(8) 0.28675(7) 0.0258(3) Uani 1 1 d . . . Cl2 Cl 0.09748(10) 0.59616(10) 0.14205(8) 0.0292(3) Uani 1 1 d . . . Cl3 Cl 0.38763(11) 0.51337(9) 0.17209(9) 0.0322(3) Uani 1 1 d . . . Cl4 Cl 0.18994(12) 0.47686(10) 0.35607(8) 0.0355(3) Uani 1 1 d . . . C3 C 0.3457(4) 0.1512(3) 0.2018(3) 0.0122(9) Uani 1 1 d . . . C6 C 0.3313(4) 0.0774(3) 0.0531(3) 0.0140(8) Uani 1 1 d . . . C4 C 0.2256(4) 0.1638(3) 0.2247(3) 0.0140(8) Uani 1 1 d . . . C7 C 0.3955(4) -0.0153(3) 0.0946(3) 0.0128(9) Uani 1 1 d . . . C101 C 0.1251(4) 0.0740(4) 0.0151(3) 0.0212(10) Uani 1 1 d . . . H10A H 0.1288 0.0530 -0.0451 0.032 Uiso 1 1 calc R . . H10B H 0.1273 0.1503 0.0191 0.032 Uiso 1 1 calc R . . H10C H 0.0597 0.0484 0.0402 0.032 Uiso 1 1 calc R . . C9 C 0.2376(4) -0.0879(3) 0.0468(2) 0.0152(9) Uani 1 1 d . . . C91 C 0.1513(4) -0.1595(4) 0.0193(3) 0.0227(11) Uani 1 1 d . . . H91A H 0.1794 -0.2299 0.0108 0.034 Uiso 1 1 calc R . . H91B H 0.1210 -0.1341 -0.0344 0.034 Uiso 1 1 calc R . . H91C H 0.0971 -0.1613 0.0637 0.034 Uiso 1 1 calc R . . C8 C 0.3373(4) -0.1114(3) 0.0646(3) 0.0139(9) Uani 1 1 d . . . C10 C 0.2171(4) 0.0282(4) 0.0634(3) 0.0164(9) Uani 1 1 d . . . C81 C 0.3899(5) -0.2147(3) 0.0580(3) 0.0240(11) Uani 1 1 d . . . H81A H 0.3395 -0.2671 0.0384 0.036 Uiso 1 1 calc R . . H81B H 0.4172 -0.2350 0.1142 0.036 Uiso 1 1 calc R . . H81C H 0.4478 -0.2102 0.0170 0.036 Uiso 1 1 calc R . . C51 C 0.0844(4) 0.2965(4) 0.1771(3) 0.0269(12) Uani 1 1 d . . . H51A H 0.0751 0.3523 0.1349 0.040 Uiso 1 1 calc R . . H51B H 0.0814 0.3261 0.2349 0.040 Uiso 1 1 calc R . . H51C H 0.0285 0.2447 0.1703 0.040 Uiso 1 1 calc R . . C1 C 0.2557(4) 0.2559(3) 0.0981(3) 0.0196(10) Uani 1 1 d . . . C5 C 0.1881(4) 0.2452(3) 0.1636(3) 0.0171(9) Uani 1 1 d . . . C21 C 0.4493(4) 0.2386(4) 0.0783(3) 0.0222(10) Uani 1 1 d . . . H21A H 0.4460 0.2566 0.0174 0.033 Uiso 1 1 calc R . . H21B H 0.5092 0.1926 0.0885 0.033 Uiso 1 1 calc R . . H21C H 0.4571 0.3024 0.1123 0.033 Uiso 1 1 calc R . . C41 C 0.1970(4) 0.1745(4) 0.3185(3) 0.0201(10) Uani 1 1 d . . . H41A H 0.2197 0.2429 0.3395 0.030 Uiso 1 1 calc R . . H41B H 0.2318 0.1195 0.3514 0.030 Uiso 1 1 calc R . . H41C H 0.1211 0.1680 0.3251 0.030 Uiso 1 1 calc R . . C2 C 0.3479(4) 0.1822(3) 0.1046(3) 0.0131(9) Uani 1 1 d . . . C11 C 0.2436(5) 0.3322(4) 0.0258(3) 0.0264(11) Uani 1 1 d . . . H11A H 0.2265 0.2945 -0.0269 0.040 Uiso 1 1 calc R . . H11B H 0.3092 0.3706 0.0180 0.040 Uiso 1 1 calc R . . H11C H 0.1873 0.3814 0.0393 0.040 Uiso 1 1 calc R . . C61 C 0.3537(4) 0.0877(4) -0.0420(3) 0.0210(10) Uani 1 1 d . . . H61A H 0.4281 0.1029 -0.0505 0.031 Uiso 1 1 calc R . . H61B H 0.3116 0.1447 -0.0658 0.031 Uiso 1 1 calc R . . H61C H 0.3358 0.0223 -0.0710 0.031 Uiso 1 1 calc R . . Cl1 Cl 0.08339(9) -0.04958(9) 0.22184(7) 0.0244(3) Uani 1 1 d . . . C31 C 0.4143(4) 0.2170(3) 0.2606(3) 0.0198(9) Uani 1 1 d . . . H31A H 0.4875 0.2108 0.2427 0.030 Uiso 1 1 calc R . . H31B H 0.4070 0.1922 0.3197 0.030 Uiso 1 1 calc R . . H31C H 0.3926 0.2902 0.2572 0.030 Uiso 1 1 calc R . . C71 C 0.5149(4) -0.0183(4) 0.0832(3) 0.0238(11) Uani 1 1 d . . . H71A H 0.5435 -0.0786 0.1138 0.036 Uiso 1 1 calc R . . H71B H 0.5456 0.0459 0.1063 0.036 Uiso 1 1 calc R . . H71C H 0.5318 -0.0240 0.0221 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 In1 0.01914(19) 0.02129(15) 0.01787(16) -0.00086(11) -0.00526(11) -0.00054(11) P2 0.0124(6) 0.0176(5) 0.0116(5) 0.0021(4) -0.0020(4) -0.0002(4) P1 0.0108(6) 0.0191(5) 0.0107(5) 0.0006(4) 0.0011(4) -0.0017(4) Cl5 0.0342(7) 0.0205(5) 0.0228(5) -0.0062(4) 0.0044(5) -0.0001(5) Cl2 0.0217(7) 0.0419(6) 0.0239(6) 0.0082(5) -0.0082(4) -0.0041(5) Cl3 0.0255(7) 0.0262(5) 0.0450(7) -0.0104(5) -0.0037(6) 0.0045(5) Cl4 0.0438(9) 0.0377(6) 0.0249(6) 0.0063(5) -0.0113(6) -0.0157(6) C3 0.013(2) 0.0102(18) 0.014(2) 0.0049(16) 0.0071(17) 0.0021(16) C6 0.014(2) 0.0156(19) 0.0121(19) 0.0001(18) 0.0007(16) -0.0025(18) C4 0.011(2) 0.0232(19) 0.0077(18) -0.0035(16) 0.0015(16) 0.0023(17) C7 0.009(2) 0.020(2) 0.0095(19) 0.0022(16) 0.0029(16) 0.0018(18) C101 0.022(3) 0.024(2) 0.017(2) 0.002(2) -0.0092(18) 0.001(2) C9 0.019(3) 0.0186(19) 0.0079(18) 0.0003(16) 0.0021(16) -0.003(2) C91 0.027(3) 0.023(2) 0.018(2) -0.0036(19) -0.003(2) -0.010(2) C8 0.019(3) 0.016(2) 0.0068(18) 0.0008(15) 0.0016(16) 0.0013(17) C10 0.012(3) 0.029(2) 0.0089(19) -0.0076(17) -0.0015(17) -0.0014(19) C81 0.030(3) 0.018(2) 0.024(2) -0.0035(19) -0.006(2) 0.009(2) C51 0.031(3) 0.034(2) 0.017(2) -0.008(2) -0.007(2) 0.013(2) C1 0.025(3) 0.019(2) 0.015(2) -0.0009(16) -0.007(2) 0.004(2) C5 0.019(3) 0.0182(19) 0.014(2) -0.0027(17) -0.0045(18) 0.0051(18) C21 0.027(3) 0.027(2) 0.012(2) 0.0033(19) 0.0023(19) -0.012(2) C41 0.018(3) 0.034(2) 0.008(2) -0.0042(19) 0.0021(17) 0.001(2) C2 0.016(2) 0.0161(19) 0.0072(19) 0.0000(16) 0.0010(16) -0.0024(18) C11 0.039(4) 0.022(2) 0.019(2) 0.0066(18) -0.005(2) 0.004(2) C61 0.024(3) 0.021(2) 0.018(2) -0.001(2) 0.0037(18) -0.006(2) Cl1 0.0166(6) 0.0342(6) 0.0226(5) -0.0022(5) 0.0062(4) -0.0098(4) C31 0.021(3) 0.025(2) 0.014(2) 0.0037(18) -0.0039(19) -0.0056(18) C71 0.011(3) 0.031(3) 0.030(3) -0.002(2) 0.006(2) 0.002(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 In1 Cl3 2.3499(14) . ? In1 Cl4 2.3539(13) . ? In1 Cl2 2.3548(12) . ? In1 Cl5 2.3626(11) . ? P2 C7 1.911(4) . ? P2 C3 1.926(4) . ? P2 P1 2.1525(16) . ? P1 C4 1.854(4) . ? P1 C10 1.855(4) . ? P1 Cl1 1.9774(16) . ? C3 C31 1.524(6) . ? C3 C2 1.570(6) . ? C3 C4 1.585(7) . ? C6 C61 1.518(6) . ? C6 C2 1.580(6) . ? C6 C7 1.583(6) . ? C6 C10 1.598(6) . ? C4 C5 1.491(6) . ? C4 C41 1.516(5) . ? C7 C8 1.513(6) . ? C7 C71 1.538(7) . ? C101 C10 1.516(6) . ? C9 C8 1.340(7) . ? C9 C91 1.498(6) . ? C9 C10 1.532(6) . ? C8 C81 1.489(6) . ? C51 C5 1.495(7) . ? C1 C5 1.346(7) . ? C1 C11 1.502(6) . ? C1 C2 1.514(7) . ? C21 C2 1.540(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl3 In1 Cl4 110.11(5) . . ? Cl3 In1 Cl2 111.42(5) . . ? Cl4 In1 Cl2 110.17(5) . . ? Cl3 In1 Cl5 106.56(4) . . ? Cl4 In1 Cl5 109.97(4) . . ? Cl2 In1 Cl5 108.53(5) . . ? C7 P2 C3 93.14(19) . . ? C7 P2 P1 88.33(15) . . ? C3 P2 P1 71.22(15) . . ? C4 P1 C10 111.3(2) . . ? C4 P1 Cl1 117.96(15) . . ? C10 P1 Cl1 111.50(16) . . ? C4 P1 P2 86.42(15) . . ? C10 P1 P2 99.11(16) . . ? Cl1 P1 P2 127.33(7) . . ? C31 C3 C2 115.6(3) . . ? C31 C3 C4 111.5(4) . . ? C2 C3 C4 102.1(4) . . ? C31 C3 P2 113.6(3) . . ? C2 C3 P2 109.9(3) . . ? C4 C3 P2 102.8(3) . . ? C61 C6 C2 113.5(4) . . ? C61 C6 C7 111.6(4) . . ? C2 C6 C7 111.1(3) . . ? C61 C6 C10 107.8(4) . . ? C2 C6 C10 114.0(3) . . ? C7 C6 C10 97.9(3) . . ? C5 C4 C41 118.5(4) . . ? C5 C4 C3 103.8(4) . . ? C41 C4 C3 117.4(4) . . ? C5 C4 P1 111.8(3) . . ? C41 C4 P1 113.6(3) . . ? C3 C4 P1 87.3(3) . . ? C8 C7 C71 115.6(4) . . ? C8 C7 C6 103.2(3) . . ? C71 C7 C6 119.1(4) . . ? C8 C7 P2 108.2(3) . . ? C71 C7 P2 107.4(3) . . ? C6 C7 P2 102.1(3) . . ? C8 C9 C91 128.5(4) . . ? C8 C9 C10 110.3(4) . . ? C91 C9 C10 121.1(4) . . ? C9 C8 C81 128.0(4) . . ? C9 C8 C7 110.4(4) . . ? C81 C8 C7 121.6(4) . . ? C101 C10 C9 115.1(4) . . ? C101 C10 C6 120.4(4) . . ? C9 C10 C6 102.1(3) . . ? C101 C10 P1 115.6(3) . . ? C9 C10 P1 101.3(3) . . ? C6 C10 P1 99.3(3) . . ? C5 C1 C11 124.9(5) . . ? C5 C1 C2 112.7(4) . . ? C11 C1 C2 122.4(4) . . ? C1 C5 C4 110.5(4) . . ? C1 C5 C51 129.1(4) . . ? C4 C5 C51 120.2(4) . . ? C1 C2 C21 110.2(4) . . ? C1 C2 C3 102.0(3) . . ? C21 C2 C3 113.1(4) . . ? C1 C2 C6 113.0(4) . . ? C21 C2 C6 112.1(4) . . ? C3 C2 C6 106.0(3) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 70.18 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 1.083 _refine_diff_density_min -1.080 _refine_diff_density_rms 0.117 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 617782' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H30 Cl3 Ga P2' _chemical_formula_weight 508.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 12.861(3) _cell_length_b 10.475(2) _cell_length_c 17.101(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.54(3) _cell_angle_gamma 90.00 _cell_volume 2257.2(8) _cell_formula_units_Z 4 _cell_measurement_temperature 200(1) _cell_measurement_reflns_used 1459 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 25.93 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.496 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.719 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.5653 _exptl_absorpt_correction_T_max 0.8151 _exptl_absorpt_process_details 'program faceit' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(1) _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 'STOE IPDS' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12872 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0298 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.93 _reflns_number_total 4374 _reflns_number_gt 3671 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE IPDS software' _computing_cell_refinement 'STOE IPDS software' _computing_data_reduction 'STOE IPDS software' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SIEMENS-XP _computing_publication_material SHELXL-97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0546P)^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 4374 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0760 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _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 Ga Ga 0.271075(17) 0.08980(2) 0.137668(13) 0.02317(8) Uani 1 1 d . . . Cl1 Cl 0.30541(4) 0.28016(5) 0.18647(4) 0.03432(14) Uani 1 1 d . . . Cl2 Cl 0.13478(4) 0.09643(6) 0.03902(3) 0.03375(14) Uani 1 1 d . . . Cl3 Cl 0.40495(5) 0.00167(7) 0.09879(4) 0.04372(16) Uani 1 1 d . . . P1 P 0.22694(4) -0.03308(5) 0.24433(3) 0.01921(12) Uani 1 1 d . . . P2 P 0.13065(4) 0.04334(5) 0.32531(3) 0.02219(13) Uani 1 1 d . . . C1 C 0.12141(15) -0.1625(2) 0.23127(12) 0.0222(4) Uani 1 1 d . . . C2 C 0.16994(16) -0.2928(2) 0.24099(12) 0.0238(4) Uani 1 1 d . . . C3 C 0.20151(16) -0.32219(19) 0.31879(12) 0.0239(4) Uani 1 1 d . . . C4 C 0.18082(16) -0.21245(19) 0.37288(12) 0.0213(4) Uani 1 1 d . . . C5 C 0.09370(15) -0.1330(2) 0.31448(12) 0.0221(4) Uani 1 1 d . . . C6 C 0.28064(16) -0.1213(2) 0.39764(12) 0.0217(4) Uani 1 1 d . . . C7 C 0.33916(15) -0.08653(19) 0.32777(12) 0.0213(4) Uani 1 1 d . . . C8 C 0.39145(16) 0.0405(2) 0.35524(12) 0.0241(4) Uani 1 1 d . . . C9 C 0.33605(17) 0.0999(2) 0.40279(13) 0.0248(4) Uani 1 1 d . . . C10 C 0.24399(16) 0.0171(2) 0.41444(12) 0.0230(4) Uani 1 1 d . . . C11 C 0.03408(17) -0.1383(2) 0.15766(14) 0.0315(5) Uani 1 1 d . . . H11A H 0.0074 -0.0509 0.1594 0.047 Uiso 1 1 calc R . . H11B H -0.0241 -0.1989 0.1572 0.047 Uiso 1 1 calc R . . H11C H 0.0631 -0.1496 0.1093 0.047 Uiso 1 1 calc R . . C12 C 0.1864(2) -0.3668(2) 0.16980(14) 0.0355(5) Uani 1 1 d . . . H12A H 0.2324 -0.3183 0.1413 0.053 Uiso 1 1 calc R . . H12B H 0.1178 -0.3820 0.1342 0.053 Uiso 1 1 calc R . . H12C H 0.2199 -0.4488 0.1872 0.053 Uiso 1 1 calc R . . C13 C 0.2540(2) -0.4444(2) 0.35167(15) 0.0344(5) Uani 1 1 d . . . H13A H 0.2149 -0.4812 0.3899 0.052 Uiso 1 1 calc R . . H13B H 0.3272 -0.4268 0.3786 0.052 Uiso 1 1 calc R . . H13C H 0.2540 -0.5048 0.3079 0.052 Uiso 1 1 calc R . . C14 C 0.14182(19) -0.2655(2) 0.44607(13) 0.0301(5) Uani 1 1 d . . . H14A H 0.1210 -0.1946 0.4770 0.045 Uiso 1 1 calc R . . H14B H 0.1990 -0.3142 0.4795 0.045 Uiso 1 1 calc R . . H14C H 0.0806 -0.3215 0.4282 0.045 Uiso 1 1 calc R . . C15 C -0.02092(16) -0.1629(2) 0.31897(14) 0.0300(5) Uani 1 1 d . . . H15A H -0.0328 -0.1421 0.3724 0.045 Uiso 1 1 calc R . . H15B H -0.0349 -0.2539 0.3083 0.045 Uiso 1 1 calc R . . H15C H -0.0688 -0.1121 0.2791 0.045 Uiso 1 1 calc R . . C16 C 0.36346(18) -0.1732(2) 0.46858(13) 0.0307(5) Uani 1 1 d . . . H16A H 0.3878 -0.2574 0.4549 0.046 Uiso 1 1 calc R . . H16B H 0.3311 -0.1806 0.5156 0.046 Uiso 1 1 calc R . . H16C H 0.4240 -0.1146 0.4802 0.046 Uiso 1 1 calc R . . C17 C 0.2034(2) 0.0432(2) 0.49124(14) 0.0353(5) Uani 1 1 d . . . H17A H 0.2564 0.0146 0.5373 0.053 Uiso 1 1 calc R . . H17B H 0.1369 -0.0033 0.4897 0.053 Uiso 1 1 calc R . . H17C H 0.1910 0.1349 0.4959 0.053 Uiso 1 1 calc R . . C18 C 0.3530(2) 0.2313(2) 0.43772(15) 0.0364(5) Uani 1 1 d . . . H18A H 0.3725 0.2252 0.4960 0.055 Uiso 1 1 calc R . . H18B H 0.2874 0.2808 0.4227 0.055 Uiso 1 1 calc R . . H18C H 0.4101 0.2736 0.4173 0.055 Uiso 1 1 calc R . . C19 C 0.48865(17) 0.0863(2) 0.32784(15) 0.0336(5) Uani 1 1 d . . . H19A H 0.4766 0.0826 0.2695 0.050 Uiso 1 1 calc R . . H19B H 0.5490 0.0318 0.3506 0.050 Uiso 1 1 calc R . . H19C H 0.5039 0.1746 0.3455 0.050 Uiso 1 1 calc R . . C20 C 0.41275(17) -0.1846(2) 0.30135(14) 0.0303(5) Uani 1 1 d . . . H20A H 0.3723 -0.2616 0.2823 0.046 Uiso 1 1 calc R . . H20B H 0.4697 -0.2064 0.3466 0.046 Uiso 1 1 calc R . . H20C H 0.4436 -0.1487 0.2582 0.046 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 Ga 0.02756(13) 0.02142(13) 0.02102(13) 0.00299(9) 0.00602(9) -0.00035(8) Cl1 0.0358(3) 0.0222(3) 0.0436(3) -0.0011(2) 0.0045(2) -0.0040(2) Cl2 0.0366(3) 0.0371(3) 0.0244(3) 0.0039(2) -0.0013(2) -0.0022(2) Cl3 0.0438(3) 0.0511(4) 0.0409(3) 0.0021(3) 0.0198(3) 0.0139(3) P1 0.0230(2) 0.0178(2) 0.0166(2) 0.0011(2) 0.00328(19) -0.00050(19) P2 0.0251(3) 0.0174(3) 0.0245(3) 0.0007(2) 0.0060(2) 0.00309(19) C1 0.0252(10) 0.0216(10) 0.0190(10) -0.0001(8) 0.0029(8) -0.0049(8) C2 0.0298(10) 0.0197(10) 0.0227(10) -0.0025(8) 0.0069(8) -0.0032(8) C3 0.0292(10) 0.0173(10) 0.0260(11) 0.0000(8) 0.0075(8) -0.0012(8) C4 0.0274(10) 0.0197(10) 0.0174(9) 0.0021(8) 0.0061(7) 0.0004(8) C5 0.0263(10) 0.0184(10) 0.0218(10) 0.0002(8) 0.0057(8) 0.0002(8) C6 0.0272(10) 0.0194(10) 0.0181(9) 0.0003(8) 0.0033(8) -0.0002(8) C7 0.0210(9) 0.0212(10) 0.0209(10) 0.0025(8) 0.0026(8) 0.0010(7) C8 0.0243(10) 0.0245(11) 0.0219(10) 0.0016(9) 0.0003(8) -0.0022(8) C9 0.0306(11) 0.0200(10) 0.0213(10) 0.0009(8) -0.0006(8) -0.0015(8) C10 0.0296(10) 0.0197(10) 0.0195(10) -0.0012(8) 0.0044(8) 0.0003(8) C11 0.0313(11) 0.0320(12) 0.0279(11) 0.0035(10) -0.0016(9) -0.0064(9) C12 0.0535(14) 0.0285(12) 0.0278(12) -0.0061(10) 0.0156(10) -0.0030(10) C13 0.0464(13) 0.0212(11) 0.0349(13) 0.0024(10) 0.0064(10) 0.0046(10) C14 0.0421(12) 0.0283(11) 0.0224(10) 0.0039(9) 0.0120(9) -0.0040(9) C15 0.0255(10) 0.0304(12) 0.0353(12) 0.0007(10) 0.0087(9) -0.0026(9) C16 0.0364(12) 0.0302(12) 0.0215(10) 0.0070(9) -0.0037(9) 0.0004(9) C17 0.0541(14) 0.0296(12) 0.0255(11) -0.0057(10) 0.0155(10) -0.0026(10) C18 0.0435(13) 0.0248(12) 0.0395(13) -0.0064(10) 0.0049(10) -0.0047(10) C19 0.0285(11) 0.0389(13) 0.0323(12) 0.0031(10) 0.0035(9) -0.0082(9) C20 0.0276(10) 0.0298(12) 0.0345(12) 0.0023(10) 0.0082(9) 0.0067(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 Ga Cl3 2.1717(8) . ? Ga Cl1 2.1725(7) . ? Ga Cl2 2.1773(9) . ? Ga P1 2.3917(7) . ? P1 C1 1.899(2) . ? P1 C7 1.900(2) . ? P1 P2 2.1858(9) . ? P2 C10 1.907(2) . ? P2 C5 1.907(2) . ? C1 C2 1.496(3) . ? C1 C11 1.531(3) . ? C1 C5 1.565(3) . ? C2 C3 1.347(3) . ? C2 C12 1.494(3) . ? C3 C13 1.502(3) . ? C3 C4 1.532(3) . ? C4 C14 1.542(3) . ? C4 C5 1.580(3) . ? C4 C6 1.588(3) . ? C5 C15 1.524(3) . ? C6 C16 1.545(3) . ? C6 C10 1.568(3) . ? C6 C7 1.577(3) . ? C7 C8 1.522(3) . ? C7 C20 1.525(3) . ? C8 C9 1.337(3) . ? C8 C19 1.499(3) . ? C9 C18 1.498(3) . ? C9 C10 1.513(3) . ? C10 C17 1.532(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl3 Ga Cl1 113.27(3) . . ? Cl3 Ga Cl2 109.94(3) . . ? Cl1 Ga Cl2 109.79(2) . . ? Cl3 Ga P1 109.17(3) . . ? Cl1 Ga P1 105.19(3) . . ? Cl2 Ga P1 109.33(3) . . ? C1 P1 C7 107.20(9) . . ? C1 P1 P2 81.59(7) . . ? C7 P1 P2 94.22(7) . . ? C1 P1 Ga 124.56(7) . . ? C7 P1 Ga 118.10(7) . . ? P2 P1 Ga 122.48(3) . . ? C10 P2 C5 94.22(9) . . ? C10 P2 P1 90.81(7) . . ? C5 P2 P1 75.26(7) . . ? C2 C1 C11 117.59(18) . . ? C2 C1 C5 104.15(16) . . ? C11 C1 C5 116.87(17) . . ? C2 C1 P1 111.44(13) . . ? C11 C1 P1 111.60(14) . . ? C5 C1 P1 92.28(12) . . ? C3 C2 C12 128.5(2) . . ? C3 C2 C1 110.79(18) . . ? C12 C2 C1 120.47(19) . . ? C2 C3 C13 126.1(2) . . ? C2 C3 C4 111.74(18) . . ? C13 C3 C4 122.18(19) . . ? C3 C4 C14 110.10(17) . . ? C3 C4 C5 101.55(15) . . ? C14 C4 C5 113.45(17) . . ? C3 C4 C6 112.56(16) . . ? C14 C4 C6 112.15(16) . . ? C5 C4 C6 106.56(16) . . ? C15 C5 C1 113.81(17) . . ? C15 C5 C4 115.52(18) . . ? C1 C5 C4 102.08(15) . . ? C15 C5 P2 114.77(15) . . ? C1 C5 P2 100.45(13) . . ? C4 C5 P2 108.49(13) . . ? C16 C6 C10 111.53(17) . . ? C16 C6 C7 108.53(16) . . ? C10 C6 C7 97.60(16) . . ? C16 C6 C4 113.03(17) . . ? C10 C6 C4 110.37(16) . . ? C7 C6 C4 114.81(16) . . ? C8 C7 C20 114.71(17) . . ? C8 C7 C6 102.49(16) . . ? C20 C7 C6 119.19(17) . . ? C8 C7 P1 101.34(13) . . ? C20 C7 P1 113.53(14) . . ? C6 C7 P1 103.36(12) . . ? C9 C8 C19 128.3(2) . . ? C9 C8 C7 109.76(19) . . ? C19 C8 C7 121.9(2) . . ? C8 C9 C18 128.1(2) . . ? C8 C9 C10 109.85(18) . . ? C18 C9 C10 121.9(2) . . ? C9 C10 C17 114.86(18) . . ? C9 C10 C6 103.54(17) . . ? C17 C10 C6 119.26(18) . . ? C9 C10 P2 107.77(14) . . ? C17 C10 P2 108.82(15) . . ? C6 C10 P2 101.34(12) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.93 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.375 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.070