# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Rozenel, Sergio' 'Kerr, John' 'Arnold, John' _publ_contact_author_name 'Prof. John Arnold' _publ_contact_author_email arnold@berkeley.edu _publ_section_title ; Metal Complexes of Co, Ni and Cu with the Pincer Ligand HN(CH2CH2PiPr2)2: Preparation, Characterization and Electrochemistry ; # Attachment '- srd349.cif' data_shelxl1 _database_code_depnum_ccdc_archive 'CCDC 821182' #TrackingRef '- srd349.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common HNP2CoCl2 _chemical_melting_point ? _chemical_formula_moiety 'C16 H37 Cl2 Co N P2' _chemical_formula_sum 'C16 H37 Cl2 Co N P2' _chemical_formula_weight 435.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.365(2) _cell_length_b 10.492(3) _cell_length_c 14.101(4) _cell_angle_alpha 83.855(4) _cell_angle_beta 88.517(3) _cell_angle_gamma 77.590(3) _cell_volume 1058.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 6834 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 25.36 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 462 _exptl_absorpt_coefficient_mu 1.212 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.854 _exptl_absorpt_correction_T_max 0.906 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 17266 _diffrn_reflns_av_R_equivalents 0.0573 _diffrn_reflns_av_sigmaI/netI 0.0505 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 25.41 _reflns_number_total 3866 _reflns_number_gt 2976 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.0420P)^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 3866 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0561 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0870 _refine_ls_wR_factor_gt 0.0778 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 Co1 Co 0.51567(5) 0.88353(4) 0.79459(3) 0.01851(12) Uani 1 1 d . . . Cl2 Cl 0.36897(10) 0.86707(7) 0.94198(5) 0.02539(19) Uani 1 1 d . . . P1 P 0.55475(10) 1.09277(7) 0.72111(5) 0.01971(18) Uani 1 1 d . . . Cl1 Cl 0.29075(10) 0.85994(7) 0.69059(5) 0.02641(19) Uani 1 1 d . . . P2 P 0.74065(10) 0.67823(7) 0.79237(5) 0.01998(19) Uani 1 1 d . . . N1 N 0.7578(3) 0.9208(2) 0.88430(16) 0.0191(5) Uani 1 1 d . . . H1 H 0.7017 0.9608 0.9348 0.023 Uiso 1 1 calc R . . C2 C 0.7337(4) 1.1359(3) 0.7922(2) 0.0221(7) Uani 1 1 d . . . H2A H 0.8034 1.1893 0.7519 0.027 Uiso 1 1 calc R . . H2B H 0.6748 1.1870 0.8424 0.027 Uiso 1 1 calc R . . C1 C 0.8657(4) 1.0125(3) 0.8364(2) 0.0228(7) Uani 1 1 d . . . H1A H 0.9435 0.9707 0.7870 0.027 Uiso 1 1 calc R . . H1B H 0.9459 1.0358 0.8822 0.027 Uiso 1 1 calc R . . C6 C 0.3537(4) 1.2318(3) 0.7270(2) 0.0245(7) Uani 1 1 d . . . H6A H 0.3972 1.3137 0.7120 0.029 Uiso 1 1 calc R . . C10 C 0.9463(4) 0.7064(3) 0.8500(2) 0.0225(7) Uani 1 1 d . . . H10A H 1.0198 0.6239 0.8787 0.027 Uiso 1 1 calc R . . H10B H 1.0228 0.7455 0.8033 0.027 Uiso 1 1 calc R . . C11 C 0.6529(4) 0.5614(3) 0.8800(2) 0.0236(7) Uani 1 1 d . . . H11A H 0.6130 0.6084 0.9359 0.028 Uiso 1 1 calc R . . C3 C 0.6317(4) 1.1061(3) 0.5955(2) 0.0235(7) Uani 1 1 d . . . H3A H 0.5264 1.0988 0.5569 0.028 Uiso 1 1 calc R . . C9 C 0.8800(4) 0.7987(3) 0.9264(2) 0.0224(7) Uani 1 1 d . . . H9A H 0.8129 0.7557 0.9757 0.027 Uiso 1 1 calc R . . H9B H 0.9866 0.8193 0.9556 0.027 Uiso 1 1 calc R . . C8 C 0.2040(4) 1.2281(3) 0.6549(2) 0.0332(8) Uani 1 1 d . . . H8A H 0.1028 1.3022 0.6589 0.050 Uiso 1 1 calc R . . H8B H 0.1594 1.1486 0.6688 0.050 Uiso 1 1 calc R . . H8C H 0.2557 1.2311 0.5917 0.050 Uiso 1 1 calc R . . C15 C 1.0072(4) 0.6062(3) 0.6485(2) 0.0399(9) Uani 1 1 d . . . H15A H 1.0429 0.5536 0.5967 0.060 Uiso 1 1 calc R . . H15B H 1.1014 0.5830 0.6968 0.060 Uiso 1 1 calc R . . H15C H 0.9932 0.6973 0.6255 0.060 Uiso 1 1 calc R . . C12 C 0.4793(4) 0.5262(3) 0.8424(2) 0.0338(8) Uani 1 1 d . . . H12A H 0.4351 0.4664 0.8890 0.051 Uiso 1 1 calc R . . H12B H 0.5092 0.4857 0.7844 0.051 Uiso 1 1 calc R . . H12C H 0.3844 0.6044 0.8300 0.051 Uiso 1 1 calc R . . C4 C 0.7889(4) 0.9893(3) 0.5786(2) 0.0377(8) Uani 1 1 d . . . H4A H 0.8272 0.9965 0.5130 0.057 Uiso 1 1 calc R . . H4B H 0.7458 0.9093 0.5934 0.057 Uiso 1 1 calc R . . H4C H 0.8922 0.9888 0.6189 0.057 Uiso 1 1 calc R . . C14 C 0.8227(4) 0.5820(3) 0.6906(2) 0.0273(7) Uani 1 1 d . . . H14A H 0.8433 0.4890 0.7150 0.033 Uiso 1 1 calc R . . C5 C 0.6825(5) 1.2359(3) 0.5601(2) 0.0349(8) Uani 1 1 d . . . H5A H 0.7195 1.2351 0.4944 0.052 Uiso 1 1 calc R . . H5B H 0.7833 1.2484 0.5974 0.052 Uiso 1 1 calc R . . H5C H 0.5767 1.3062 0.5661 0.052 Uiso 1 1 calc R . . C16 C 0.6754(5) 0.6061(3) 0.6133(2) 0.0370(8) Uani 1 1 d . . . H16A H 0.7209 0.5545 0.5620 0.055 Uiso 1 1 calc R . . H16B H 0.6476 0.6974 0.5897 0.055 Uiso 1 1 calc R . . H16C H 0.5646 0.5816 0.6394 0.055 Uiso 1 1 calc R . . C13 C 0.7944(4) 0.4377(3) 0.9160(2) 0.0305(8) Uani 1 1 d . . . H13A H 0.7358 0.3844 0.9614 0.046 Uiso 1 1 calc R . . H13B H 0.8957 0.4619 0.9460 0.046 Uiso 1 1 calc R . . H13C H 0.8405 0.3892 0.8633 0.046 Uiso 1 1 calc R . . C7 C 0.2731(4) 1.2299(3) 0.8275(2) 0.0351(8) Uani 1 1 d . . . H7A H 0.1695 1.3027 0.8303 0.053 Uiso 1 1 calc R . . H7B H 0.3668 1.2365 0.8718 0.053 Uiso 1 1 calc R . . H7C H 0.2323 1.1494 0.8438 0.053 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 0.0153(2) 0.0216(2) 0.0191(2) -0.00301(16) 0.00023(16) -0.00473(16) Cl2 0.0228(4) 0.0325(4) 0.0228(4) -0.0060(3) 0.0045(3) -0.0092(3) P1 0.0167(4) 0.0222(4) 0.0212(4) -0.0037(3) 0.0004(3) -0.0056(3) Cl1 0.0212(4) 0.0334(4) 0.0267(4) -0.0053(3) -0.0042(3) -0.0087(3) P2 0.0176(4) 0.0222(4) 0.0201(4) -0.0029(3) 0.0000(3) -0.0038(3) N1 0.0168(12) 0.0231(13) 0.0188(13) -0.0053(10) 0.0019(10) -0.0064(10) C2 0.0233(16) 0.0235(16) 0.0236(17) -0.0072(13) 0.0039(13) -0.0123(13) C1 0.0157(15) 0.0303(17) 0.0245(17) -0.0062(13) 0.0003(12) -0.0077(13) C6 0.0226(16) 0.0236(16) 0.0286(18) -0.0052(13) 0.0001(13) -0.0063(13) C10 0.0177(15) 0.0235(16) 0.0253(17) -0.0006(13) -0.0002(13) -0.0028(13) C11 0.0226(16) 0.0222(16) 0.0268(17) -0.0030(13) 0.0021(13) -0.0066(13) C3 0.0225(16) 0.0281(17) 0.0208(16) -0.0038(13) -0.0035(13) -0.0064(13) C9 0.0206(16) 0.0274(17) 0.0203(16) -0.0026(13) -0.0023(12) -0.0078(13) C8 0.0218(17) 0.0335(18) 0.042(2) -0.0040(15) -0.0059(15) -0.0008(14) C15 0.039(2) 0.046(2) 0.036(2) -0.0158(17) 0.0130(16) -0.0067(17) C12 0.0284(18) 0.0343(19) 0.041(2) 0.0014(15) -0.0002(15) -0.0132(15) C4 0.034(2) 0.048(2) 0.0298(19) -0.0075(16) 0.0076(15) -0.0041(17) C14 0.0303(18) 0.0228(16) 0.0283(18) -0.0059(13) 0.0029(14) -0.0035(14) C5 0.040(2) 0.042(2) 0.0257(18) -0.0010(15) 0.0026(15) -0.0168(16) C16 0.043(2) 0.044(2) 0.0252(19) -0.0092(15) -0.0009(15) -0.0084(17) C13 0.0298(18) 0.0301(18) 0.0317(19) 0.0018(14) -0.0019(14) -0.0084(15) C7 0.0273(18) 0.0371(19) 0.038(2) -0.0081(16) 0.0078(15) -0.0002(15) _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 Cl1 2.3097(9) . ? Co1 Cl2 2.3246(9) . ? Co1 N1 2.336(2) . ? Co1 P1 2.3968(10) . ? Co1 P2 2.4215(10) . ? P1 C2 1.835(3) . ? P1 C3 1.846(3) . ? P1 C6 1.849(3) . ? P2 C10 1.829(3) . ? P2 C11 1.850(3) . ? P2 C14 1.856(3) . ? N1 C9 1.474(3) . ? N1 C1 1.475(3) . ? C2 C1 1.526(4) . ? C6 C7 1.523(4) . ? C6 C8 1.528(4) . ? C10 C9 1.526(4) . ? C11 C13 1.527(4) . ? C11 C12 1.527(4) . ? C3 C5 1.519(4) . ? C3 C4 1.528(4) . ? C15 C14 1.529(4) . ? C14 C16 1.522(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1 Co1 Cl2 102.62(3) . . ? Cl1 Co1 N1 173.16(6) . . ? Cl2 Co1 N1 83.63(6) . . ? Cl1 Co1 P1 96.03(3) . . ? Cl2 Co1 P1 120.31(3) . . ? N1 Co1 P1 78.24(6) . . ? Cl1 Co1 P2 102.49(3) . . ? Cl2 Co1 P2 104.75(3) . . ? N1 Co1 P2 78.29(6) . . ? P1 Co1 P2 125.67(3) . . ? C2 P1 C3 106.96(13) . . ? C2 P1 C6 103.87(13) . . ? C3 P1 C6 104.50(13) . . ? C2 P1 Co1 105.03(9) . . ? C3 P1 Co1 118.65(10) . . ? C6 P1 Co1 116.56(10) . . ? C10 P2 C11 103.85(13) . . ? C10 P2 C14 107.39(14) . . ? C11 P2 C14 104.28(14) . . ? C10 P2 Co1 104.33(9) . . ? C11 P2 Co1 105.09(10) . . ? C14 P2 Co1 129.41(10) . . ? C9 N1 C1 111.6(2) . . ? C9 N1 Co1 113.05(16) . . ? C1 N1 Co1 115.26(16) . . ? C1 C2 P1 110.60(19) . . ? N1 C1 C2 109.7(2) . . ? C7 C6 C8 110.2(2) . . ? C7 C6 P1 109.8(2) . . ? C8 C6 P1 111.5(2) . . ? C9 C10 P2 107.87(19) . . ? C13 C11 C12 110.8(2) . . ? C13 C11 P2 115.9(2) . . ? C12 C11 P2 110.7(2) . . ? C5 C3 C4 111.8(3) . . ? C5 C3 P1 114.8(2) . . ? C4 C3 P1 110.0(2) . . ? N1 C9 C10 110.5(2) . . ? C16 C14 C15 110.5(3) . . ? C16 C14 P2 111.3(2) . . ? C15 C14 P2 113.3(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.41 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.580 _refine_diff_density_min -0.355 _refine_diff_density_rms 0.077 # Attachment '- srd418.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 821183' #TrackingRef '- srd418.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common hb_01_37_01 _chemical_melting_point ? _chemical_formula_moiety 'C16 H37 Br Cu N P2' _chemical_formula_sum 'C16 H37 Br Cu N P2' _chemical_formula_weight 448.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9127(17) _cell_length_b 14.507(2) _cell_length_c 14.876(2) _cell_angle_alpha 88.971(2) _cell_angle_beta 76.820(2) _cell_angle_gamma 70.614(2) _cell_volume 2158.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 127(2) _cell_measurement_reflns_used 9904 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 25.38 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.66 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 3.007 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0934 _exptl_absorpt_correction_T_max 0.3148 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 127(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 38419 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 25.40 _reflns_number_total 7882 _reflns_number_gt 7044 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SHELXS-97 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.0284P)^2^+0.6910P] 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 7882 _refine_ls_number_parameters 395 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0263 _refine_ls_R_factor_gt 0.0211 _refine_ls_wR_factor_ref 0.0527 _refine_ls_wR_factor_gt 0.0507 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.32406(19) 0.40710(15) 0.49629(13) 0.0275(4) Uani 1 1 d . . . H1 H -0.3899 0.4376 0.4581 0.033 Uiso 1 1 calc R . . C2 C -0.3066(2) 0.48880(16) 0.55105(15) 0.0370(5) Uani 1 1 d . . . H2A H -0.3914 0.5241 0.5945 0.056 Uiso 1 1 calc R . . H2B H -0.2796 0.5344 0.5082 0.056 Uiso 1 1 calc R . . H2C H -0.2377 0.4601 0.5855 0.056 Uiso 1 1 calc R . . C3 C -0.3775(2) 0.34037(19) 0.56250(15) 0.0454(6) Uani 1 1 d . . . H3A H -0.3104 0.3058 0.5965 0.068 Uiso 1 1 calc R . . H3B H -0.3969 0.2926 0.5272 0.068 Uiso 1 1 calc R . . H3C H -0.4595 0.3798 0.6063 0.068 Uiso 1 1 calc R . . C4 C -0.20157(19) 0.25528(14) 0.34114(12) 0.0241(4) Uani 1 1 d . . . H4 H -0.1293 0.2420 0.2831 0.029 Uiso 1 1 calc R . . C5 C -0.3325(2) 0.30131(16) 0.31124(14) 0.0345(5) Uani 1 1 d . . . H5A H -0.3385 0.2576 0.2642 0.052 Uiso 1 1 calc R . . H5B H -0.3352 0.3644 0.2854 0.052 Uiso 1 1 calc R . . H5C H -0.4079 0.3115 0.3649 0.052 Uiso 1 1 calc R . . C6 C -0.1919(2) 0.15513(15) 0.37938(15) 0.0334(5) Uani 1 1 d . . . H6A H -0.2696 0.1620 0.4305 0.050 Uiso 1 1 calc R . . H6B H -0.1100 0.1291 0.4018 0.050 Uiso 1 1 calc R . . H6C H -0.1900 0.1101 0.3303 0.050 Uiso 1 1 calc R . . C7 C -0.1259(2) 0.42569(15) 0.33645(13) 0.0276(4) Uani 1 1 d . . . H7A H -0.1799 0.4345 0.2898 0.033 Uiso 1 1 calc R . . H7B H -0.1500 0.4897 0.3703 0.033 Uiso 1 1 calc R . . C8 C 0.0224(2) 0.39029(16) 0.28830(13) 0.0290(4) Uani 1 1 d . . . H8A H 0.0462 0.3272 0.2529 0.035 Uiso 1 1 calc R . . H8B H 0.0417 0.4386 0.2444 0.035 Uiso 1 1 calc R . . C9 C 0.2479(2) 0.33150(15) 0.32030(13) 0.0294(4) Uani 1 1 d . . . H9A H 0.2960 0.3423 0.3659 0.035 Uiso 1 1 calc R . . H9B H 0.2757 0.3629 0.2632 0.035 Uiso 1 1 calc R . . C10 C 0.28680(19) 0.22154(15) 0.29826(12) 0.0263(4) Uani 1 1 d . . . H10A H 0.3854 0.1917 0.2840 0.032 Uiso 1 1 calc R . . H10B H 0.2566 0.2112 0.2425 0.032 Uiso 1 1 calc R . . C11 C 0.21126(19) 0.05119(14) 0.32982(12) 0.0237(4) Uani 1 1 d . . . H11 H 0.1424 0.0771 0.2929 0.028 Uiso 1 1 calc R . . C12 C 0.1662(2) -0.02044(16) 0.39380(14) 0.0332(5) Uani 1 1 d . . . H12A H 0.1414 -0.0649 0.3583 0.050 Uiso 1 1 calc R . . H12B H 0.0887 0.0159 0.4428 0.050 Uiso 1 1 calc R . . H12C H 0.2393 -0.0585 0.4215 0.050 Uiso 1 1 calc R . . C13 C 0.3430(2) -0.00227(18) 0.26024(16) 0.0430(6) Uani 1 1 d . . . H13A H 0.4138 -0.0297 0.2933 0.064 Uiso 1 1 calc R . . H13B H 0.3669 0.0439 0.2167 0.064 Uiso 1 1 calc R . . H13C H 0.3325 -0.0553 0.2262 0.064 Uiso 1 1 calc R . . C14 C 0.34524(19) 0.10774(15) 0.46004(12) 0.0252(4) Uani 1 1 d . . . H14 H 0.4165 0.0498 0.4232 0.030 Uiso 1 1 calc R . . C15 C 0.4081(2) 0.18318(19) 0.47819(16) 0.0411(6) Uani 1 1 d . . . H15A H 0.3381 0.2417 0.5114 0.062 Uiso 1 1 calc R . . H15B H 0.4532 0.2010 0.4191 0.062 Uiso 1 1 calc R . . H15C H 0.4732 0.1552 0.5156 0.062 Uiso 1 1 calc R . . C16 C 0.2838(2) 0.07451(16) 0.55286(13) 0.0312(5) Uani 1 1 d . . . H16A H 0.3532 0.0470 0.5871 0.047 Uiso 1 1 calc R . . H16B H 0.2457 0.0246 0.5416 0.047 Uiso 1 1 calc R . . H16C H 0.2131 0.1308 0.5892 0.047 Uiso 1 1 calc R . . C17 C -0.34511(19) 0.25976(15) 0.00673(12) 0.0253(4) Uani 1 1 d . . . H17 H -0.4127 0.2613 -0.0292 0.030 Uiso 1 1 calc R . . C18 C -0.3978(2) 0.35260(16) 0.07093(13) 0.0351(5) Uani 1 1 d . . . H18A H -0.4765 0.3516 0.1179 0.053 Uiso 1 1 calc R . . H18B H -0.4225 0.4102 0.0348 0.053 Uiso 1 1 calc R . . H18C H -0.3281 0.3555 0.1012 0.053 Uiso 1 1 calc R . . C19 C -0.3224(2) 0.16861(16) 0.06330(14) 0.0333(5) Uani 1 1 d . . . H19A H -0.2525 0.1644 0.0960 0.050 Uiso 1 1 calc R . . H19B H -0.2946 0.1100 0.0217 0.050 Uiso 1 1 calc R . . H19C H -0.4056 0.1733 0.1083 0.050 Uiso 1 1 calc R . . C20 C -0.22787(19) 0.35696(14) -0.15082(12) 0.0250(4) Uani 1 1 d . . . H20 H -0.1574 0.3369 -0.2098 0.030 Uiso 1 1 calc R . . C21 C -0.2155(2) 0.44977(15) -0.11223(15) 0.0336(5) Uani 1 1 d . . . H21A H -0.2181 0.4973 -0.1600 0.050 Uiso 1 1 calc R . . H21B H -0.1307 0.4333 -0.0935 0.050 Uiso 1 1 calc R . . H21C H -0.2899 0.4781 -0.0585 0.050 Uiso 1 1 calc R . . C22 C -0.3611(2) 0.37861(16) -0.17843(14) 0.0339(5) Uani 1 1 d . . . H22A H -0.4350 0.4037 -0.1238 0.051 Uiso 1 1 calc R . . H22B H -0.3651 0.3183 -0.2043 0.051 Uiso 1 1 calc R . . H22C H -0.3685 0.4277 -0.2249 0.051 Uiso 1 1 calc R . . C23 C -0.15480(19) 0.14823(15) -0.15692(13) 0.0269(4) Uani 1 1 d . . . H23A H -0.1788 0.0953 -0.1224 0.032 Uiso 1 1 calc R . . H23B H -0.2114 0.1691 -0.2020 0.032 Uiso 1 1 calc R . . C24 C -0.00779(19) 0.11014(15) -0.20807(13) 0.0262(4) Uani 1 1 d . . . H24A H 0.0089 0.0532 -0.2504 0.031 Uiso 1 1 calc R . . H24B H 0.0150 0.1619 -0.2455 0.031 Uiso 1 1 calc R . . C25 C 0.22025(19) 0.05592(14) -0.18259(13) 0.0252(4) Uani 1 1 d . . . H25A H 0.2440 0.0138 -0.2399 0.030 Uiso 1 1 calc R . . H25B H 0.2719 0.0183 -0.1392 0.030 Uiso 1 1 calc R . . C26 C 0.25864(19) 0.14761(14) -0.20560(12) 0.0221(4) Uani 1 1 d . . . H26A H 0.2233 0.1767 -0.2591 0.027 Uiso 1 1 calc R . . H26B H 0.3573 0.1283 -0.2239 0.027 Uiso 1 1 calc R . . C27 C 0.33231(18) 0.21867(15) -0.04718(12) 0.0229(4) Uani 1 1 d . . . H27 H 0.4037 0.2411 -0.0858 0.027 Uiso 1 1 calc R . . C28 C 0.3929(2) 0.10998(15) -0.03158(14) 0.0310(5) Uani 1 1 d . . . H28A H 0.4633 0.1010 0.0019 0.046 Uiso 1 1 calc R . . H28B H 0.4311 0.0725 -0.0914 0.046 Uiso 1 1 calc R . . H28C H 0.3231 0.0869 0.0048 0.046 Uiso 1 1 calc R . . C29 C 0.2788(2) 0.27760(16) 0.04685(12) 0.0292(5) Uani 1 1 d . . . H29A H 0.2081 0.2566 0.0850 0.044 Uiso 1 1 calc R . . H29B H 0.2426 0.3475 0.0371 0.044 Uiso 1 1 calc R . . H29C H 0.3517 0.2662 0.0784 0.044 Uiso 1 1 calc R . . C30 C 0.19458(18) 0.35238(13) -0.17209(11) 0.0200(4) Uani 1 1 d . . . H30 H 0.1222 0.3657 -0.2063 0.024 Uiso 1 1 calc R . . C31 C 0.1578(2) 0.44219(15) -0.10664(13) 0.0319(5) Uani 1 1 d . . . H31A H 0.2342 0.4387 -0.0809 0.048 Uiso 1 1 calc R . . H31B H 0.0813 0.4440 -0.0563 0.048 Uiso 1 1 calc R . . H31C H 0.1344 0.5015 -0.1407 0.048 Uiso 1 1 calc R . . C32 C 0.3245(2) 0.33990(15) -0.24510(13) 0.0295(4) Uani 1 1 d . . . H32A H 0.3182 0.4018 -0.2744 0.044 Uiso 1 1 calc R . . H32B H 0.3382 0.2887 -0.2921 0.044 Uiso 1 1 calc R . . H32C H 0.3999 0.3213 -0.2154 0.044 Uiso 1 1 calc R . . N1 N 0.10250(15) 0.37781(12) 0.35795(10) 0.0241(3) Uani 1 1 d . . . H1A H 0.0861 0.4387 0.3864 0.029 Uiso 1 1 calc R . . N2 N 0.07648(15) 0.08102(11) -0.14072(10) 0.0221(3) Uani 1 1 d . . . H2 H 0.0618 0.0272 -0.1114 0.027 Uiso 1 1 calc R . . P1 P -0.16275(5) 0.33556(3) 0.41820(3) 0.01862(10) Uani 1 1 d . . . P2 P 0.21339(5) 0.15904(4) 0.39494(3) 0.01839(10) Uani 1 1 d . . . P3 P -0.18597(5) 0.25318(4) -0.07542(3) 0.01855(10) Uani 1 1 d . . . P4 P 0.19429(4) 0.24101(3) -0.10772(3) 0.01661(10) Uani 1 1 d . . . Cu1 Cu 0.02917(2) 0.282268(16) 0.464996(13) 0.01909(6) Uani 1 1 d . . . Cu2 Cu 0.01051(2) 0.207505(16) -0.034495(13) 0.01852(6) Uani 1 1 d . . . Br1 Br 0.03342(2) 0.347290(14) 0.614194(12) 0.02694(6) Uani 1 1 d . . . Br2 Br 0.029341(19) 0.131040(14) 0.112131(12) 0.02555(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0170(10) 0.0301(12) 0.0296(10) -0.0095(8) -0.0041(8) -0.0009(9) C2 0.0259(12) 0.0330(13) 0.0430(12) -0.0165(10) -0.0054(9) 0.0011(10) C3 0.0351(13) 0.0601(17) 0.0359(12) -0.0150(11) 0.0134(10) -0.0228(13) C4 0.0255(11) 0.0230(11) 0.0205(9) -0.0042(7) -0.0011(7) -0.0064(9) C5 0.0407(13) 0.0366(13) 0.0320(10) 0.0002(9) -0.0177(9) -0.0145(11) C6 0.0341(12) 0.0203(11) 0.0448(12) -0.0027(9) -0.0080(10) -0.0082(10) C7 0.0267(11) 0.0223(11) 0.0345(10) 0.0105(8) -0.0093(8) -0.0080(9) C8 0.0284(11) 0.0320(12) 0.0283(10) 0.0121(9) -0.0055(8) -0.0135(10) C9 0.0236(11) 0.0322(12) 0.0322(10) 0.0074(9) 0.0003(8) -0.0137(10) C10 0.0204(10) 0.0292(11) 0.0234(9) 0.0030(8) 0.0037(8) -0.0065(9) C11 0.0190(10) 0.0255(11) 0.0243(9) -0.0050(8) -0.0032(7) -0.0054(9) C12 0.0378(13) 0.0288(12) 0.0374(11) -0.0004(9) -0.0106(9) -0.0158(10) C13 0.0323(13) 0.0413(15) 0.0469(13) -0.0235(11) 0.0091(10) -0.0124(11) C14 0.0170(10) 0.0267(11) 0.0271(9) -0.0034(8) -0.0063(8) -0.0003(9) C15 0.0317(13) 0.0531(16) 0.0489(13) 0.0076(11) -0.0185(10) -0.0221(12) C16 0.0362(12) 0.0306(12) 0.0274(10) 0.0039(8) -0.0147(9) -0.0074(10) C17 0.0166(10) 0.0338(12) 0.0262(9) 0.0058(8) -0.0039(8) -0.0104(9) C18 0.0273(12) 0.0398(14) 0.0287(10) 0.0025(9) 0.0042(8) -0.0063(10) C19 0.0265(12) 0.0402(13) 0.0365(11) 0.0122(9) -0.0057(9) -0.0172(10) C20 0.0245(11) 0.0272(11) 0.0223(9) 0.0043(8) -0.0031(8) -0.0093(9) C21 0.0313(12) 0.0246(12) 0.0466(12) 0.0078(9) -0.0100(10) -0.0115(10) C22 0.0339(13) 0.0352(13) 0.0341(11) 0.0067(9) -0.0163(9) -0.0082(10) C23 0.0255(11) 0.0242(11) 0.0331(10) -0.0060(8) -0.0090(8) -0.0094(9) C24 0.0267(11) 0.0234(11) 0.0269(9) -0.0068(8) -0.0072(8) -0.0054(9) C25 0.0228(10) 0.0203(10) 0.0280(9) -0.0059(8) -0.0020(8) -0.0036(9) C26 0.0179(10) 0.0240(11) 0.0201(8) -0.0042(7) -0.0002(7) -0.0041(8) C27 0.0166(10) 0.0317(11) 0.0228(9) 0.0055(8) -0.0056(7) -0.0109(9) C28 0.0233(11) 0.0326(12) 0.0321(10) 0.0040(9) -0.0107(8) -0.0003(10) C29 0.0340(12) 0.0334(12) 0.0258(9) 0.0023(8) -0.0142(9) -0.0139(10) C30 0.0172(10) 0.0215(10) 0.0201(8) 0.0031(7) -0.0044(7) -0.0051(8) C31 0.0411(13) 0.0231(11) 0.0296(10) 0.0044(8) -0.0072(9) -0.0090(10) C32 0.0237(11) 0.0308(12) 0.0295(10) 0.0089(9) 0.0007(8) -0.0083(9) N1 0.0223(9) 0.0203(9) 0.0282(8) 0.0024(7) -0.0030(7) -0.0074(7) N2 0.0212(9) 0.0190(9) 0.0255(8) -0.0008(6) -0.0039(6) -0.0068(7) P1 0.0158(2) 0.0171(2) 0.0201(2) 0.00001(18) -0.00174(18) -0.0034(2) P2 0.0139(2) 0.0200(3) 0.0178(2) -0.00067(18) -0.00052(17) -0.0033(2) P3 0.0155(2) 0.0196(3) 0.0208(2) -0.00058(18) -0.00295(18) -0.0070(2) P4 0.0130(2) 0.0192(2) 0.0165(2) -0.00011(17) -0.00186(17) -0.0050(2) Cu1 0.01512(12) 0.02003(12) 0.01848(11) -0.00004(9) -0.00062(8) -0.00333(10) Cu2 0.01491(12) 0.02140(13) 0.01874(11) -0.00103(9) -0.00164(8) -0.00689(10) Br1 0.02984(12) 0.02616(11) 0.02165(9) -0.00316(7) -0.00551(8) -0.00542(9) Br2 0.02776(11) 0.03018(12) 0.02067(9) 0.00437(7) -0.00449(7) -0.01325(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 C1 C3 1.525(3) . ? C1 C2 1.536(3) . ? C1 P1 1.8503(19) . ? C1 H1 1.0000 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.527(3) . ? C4 C6 1.530(3) . ? C4 P1 1.8564(18) . ? C4 H4 1.0000 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.526(3) . ? C7 P1 1.8492(18) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.473(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N1 1.478(2) . ? C9 C10 1.529(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 P2 1.8553(18) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.523(3) . ? C11 C13 1.533(3) . ? C11 P2 1.8642(18) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.528(3) . ? C14 C16 1.535(3) . ? C14 P2 1.8603(19) . ? C14 H14 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.529(3) . ? C17 C19 1.535(3) . ? C17 P3 1.8560(18) . ? C17 H17 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.531(3) . ? C20 C22 1.532(3) . ? C20 P3 1.8574(19) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.526(3) . ? C23 P3 1.8542(19) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 N2 1.475(2) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 N2 1.472(2) . ? C25 C26 1.533(2) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 P4 1.8499(18) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.530(3) . ? C27 C29 1.539(3) . ? C27 P4 1.8624(18) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.525(3) . ? C30 C32 1.535(2) . ? C30 P4 1.8637(18) . ? C30 H30 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? N1 Cu1 2.2744(15) . ? N1 H1A 0.9300 . ? N2 Cu2 2.2562(15) . ? N2 H2 0.9300 . ? P1 Cu1 2.2448(6) . ? P2 Cu1 2.2470(6) . ? P3 Cu2 2.2461(6) . ? P4 Cu2 2.2532(5) . ? Cu1 Br1 2.4432(4) . ? Cu2 Br2 2.4488(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 C1 C2 110.10(17) . . ? C3 C1 P1 110.30(15) . . ? C2 C1 P1 110.12(13) . . ? C3 C1 H1 108.8 . . ? C2 C1 H1 108.8 . . ? P1 C1 H1 108.8 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C6 111.03(16) . . ? C5 C4 P1 115.23(14) . . ? C6 C4 P1 112.66(13) . . ? C5 C4 H4 105.7 . . ? C6 C4 H4 105.7 . . ? P1 C4 H4 105.7 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 P1 109.99(13) . . ? C8 C7 H7A 109.7 . . ? P1 C7 H7A 109.7 . . ? C8 C7 H7B 109.7 . . ? P1 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N1 C8 C7 109.52(15) . . ? N1 C8 H8A 109.8 . . ? C7 C8 H8A 109.8 . . ? N1 C8 H8B 109.8 . . ? C7 C8 H8B 109.8 . . ? H8A C8 H8B 108.2 . . ? N1 C9 C10 111.84(15) . . ? N1 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N1 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C9 C10 P2 112.70(13) . . ? C9 C10 H10A 109.1 . . ? P2 C10 H10A 109.1 . . ? C9 C10 H10B 109.1 . . ? P2 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C12 C11 C13 110.61(18) . . ? C12 C11 P2 112.23(12) . . ? C13 C11 P2 114.23(13) . . ? C12 C11 H11 106.4 . . ? C13 C11 H11 106.4 . . ? P2 C11 H11 106.4 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C16 109.13(16) . . ? C15 C14 P2 111.51(14) . . ? C16 C14 P2 109.31(13) . . ? C15 C14 H14 109.0 . . ? C16 C14 H14 109.0 . . ? P2 C14 H14 109.0 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C19 110.32(16) . . ? C18 C17 P3 110.46(13) . . ? C19 C17 P3 109.49(14) . . ? C18 C17 H17 108.8 . . ? C19 C17 H17 108.8 . . ? P3 C17 H17 108.8 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C22 111.36(17) . . ? C21 C20 P3 112.29(13) . . ? C22 C20 P3 115.42(13) . . ? C21 C20 H20 105.6 . . ? C22 C20 H20 105.6 . . ? P3 C20 H20 105.6 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 P3 109.98(12) . . ? C24 C23 H23A 109.7 . . ? P3 C23 H23A 109.7 . . ? C24 C23 H23B 109.7 . . ? P3 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? N2 C24 C23 109.62(15) . . ? N2 C24 H24A 109.7 . . ? C23 C24 H24A 109.7 . . ? N2 C24 H24B 109.7 . . ? C23 C24 H24B 109.7 . . ? H24A C24 H24B 108.2 . . ? N2 C25 C26 111.69(16) . . ? N2 C25 H25A 109.3 . . ? C26 C25 H25A 109.3 . . ? N2 C25 H25B 109.3 . . ? C26 C25 H25B 109.3 . . ? H25A C25 H25B 107.9 . . ? C25 C26 P4 113.01(12) . . ? C25 C26 H26A 109.0 . . ? P4 C26 H26A 109.0 . . ? C25 C26 H26B 109.0 . . ? P4 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? C28 C27 C29 109.14(15) . . ? C28 C27 P4 111.52(12) . . ? C29 C27 P4 109.58(13) . . ? C28 C27 H27 108.9 . . ? C29 C27 H27 108.9 . . ? P4 C27 H27 108.9 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C32 111.00(15) . . ? C31 C30 P4 111.71(12) . . ? C32 C30 P4 114.21(13) . . ? C31 C30 H30 106.5 . . ? C32 C30 H30 106.5 . . ? P4 C30 H30 106.5 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C8 N1 C9 114.14(15) . . ? C8 N1 Cu1 106.37(10) . . ? C9 N1 Cu1 109.27(11) . . ? C8 N1 H1A 109.0 . . ? C9 N1 H1A 109.0 . . ? Cu1 N1 H1A 109.0 . . ? C25 N2 C24 113.56(14) . . ? C25 N2 Cu2 109.39(10) . . ? C24 N2 Cu2 107.40(11) . . ? C25 N2 H2 108.8 . . ? C24 N2 H2 108.8 . . ? Cu2 N2 H2 108.8 . . ? C7 P1 C1 103.36(9) . . ? C7 P1 C4 100.54(9) . . ? C1 P1 C4 106.19(9) . . ? C7 P1 Cu1 99.60(6) . . ? C1 P1 Cu1 122.55(6) . . ? C4 P1 Cu1 120.25(7) . . ? C10 P2 C14 105.80(9) . . ? C10 P2 C11 100.19(8) . . ? C14 P2 C11 104.80(9) . . ? C10 P2 Cu1 101.03(7) . . ? C14 P2 Cu1 117.78(6) . . ? C11 P2 Cu1 124.15(6) . . ? C23 P3 C17 103.27(9) . . ? C23 P3 C20 100.87(9) . . ? C17 P3 C20 106.30(9) . . ? C23 P3 Cu2 99.76(6) . . ? C17 P3 Cu2 122.67(6) . . ? C20 P3 Cu2 119.76(6) . . ? C26 P4 C27 105.78(9) . . ? C26 P4 C30 99.87(8) . . ? C27 P4 C30 104.52(8) . . ? C26 P4 Cu2 99.96(6) . . ? C27 P4 Cu2 117.86(6) . . ? C30 P4 Cu2 125.39(6) . . ? P1 Cu1 P2 125.39(2) . . ? P1 Cu1 N1 86.18(4) . . ? P2 Cu1 N1 86.12(4) . . ? P1 Cu1 Br1 118.361(16) . . ? P2 Cu1 Br1 115.770(16) . . ? N1 Cu1 Br1 105.68(4) . . ? P3 Cu2 P4 126.13(2) . . ? P3 Cu2 N2 86.14(4) . . ? P4 Cu2 N2 86.74(4) . . ? P3 Cu2 Br2 119.708(15) . . ? P4 Cu2 Br2 113.741(16) . . ? N2 Cu2 Br2 104.79(4) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.439 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.054 # Attachment '- srd425.cif' data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 821184' #TrackingRef '- srd425.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common NP2NiBr _chemical_melting_point ? _chemical_formula_moiety 'C16 H36 Br N Ni P2' _chemical_formula_sum 'C16 H36 Br N Ni P2' _chemical_formula_weight 443.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6375(13) _cell_length_b 13.287(2) _cell_length_c 21.376(4) _cell_angle_alpha 80.639(2) _cell_angle_beta 79.962(2) _cell_angle_gamma 78.139(2) _cell_volume 2072.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 128(2) _cell_measurement_reflns_used 8185 _cell_measurement_theta_min 0.690 _cell_measurement_theta_max 0.703 _exptl_crystal_description Needle _exptl_crystal_colour Green _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 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 3.014 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7137 _exptl_absorpt_correction_T_max 0.7945 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 128(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_reflns_number 28599 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 25.48 _reflns_number_total 7566 _reflns_number_gt 5798 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v. 2009.1' _computing_cell_refinement 'Bruker APEX2 v. 2009.1' _computing_data_reduction 'Bruker APEX2 v. 2009.1' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.0293P)^2^+0.7188P] 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 7566 _refine_ls_number_parameters 395 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0709 _refine_ls_wR_factor_gt 0.0639 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5954(4) 0.1711(2) 0.30158(13) 0.0220(7) Uani 1 1 d . . . H1 H 0.5457 0.1128 0.2911 0.026 Uiso 1 1 calc R . . C2 C 0.4891(4) 0.2005(3) 0.36503(14) 0.0326(8) Uani 1 1 d . . . H2A H 0.5172 0.1438 0.3994 0.049 Uiso 1 1 calc R . . H2B H 0.3593 0.2131 0.3625 0.049 Uiso 1 1 calc R . . H2C H 0.5221 0.2636 0.3741 0.049 Uiso 1 1 calc R . . C3 C 0.7961(4) 0.1306(2) 0.30591(15) 0.0295(8) Uani 1 1 d . . . H3A H 0.8467 0.1829 0.3208 0.044 Uiso 1 1 calc R . . H3B H 0.8605 0.1165 0.2635 0.044 Uiso 1 1 calc R . . H3C H 0.8095 0.0666 0.3361 0.044 Uiso 1 1 calc R . . C4 C 0.3242(4) 0.3200(2) 0.23651(15) 0.0283(7) Uani 1 1 d . . . H4 H 0.2744 0.3463 0.2785 0.034 Uiso 1 1 calc R . . C5 C 0.2836(5) 0.4092(3) 0.18333(18) 0.0516(11) Uani 1 1 d . . . H5A H 0.3425 0.3877 0.1418 0.077 Uiso 1 1 calc R . . H5B H 0.3295 0.4693 0.1907 0.077 Uiso 1 1 calc R . . H5C H 0.1526 0.4279 0.1833 0.077 Uiso 1 1 calc R . . C6 C 0.2300(4) 0.2309(3) 0.23216(17) 0.0427(9) Uani 1 1 d . . . H6A H 0.1026 0.2583 0.2280 0.064 Uiso 1 1 calc R . . H6B H 0.2379 0.1806 0.2710 0.064 Uiso 1 1 calc R . . H6C H 0.2890 0.1968 0.1946 0.064 Uiso 1 1 calc R . . C7 C 0.6543(4) 0.3847(2) 0.25435(14) 0.0246(7) Uani 1 1 d . . . H7A H 0.5554 0.4315 0.2776 0.030 Uiso 1 1 calc R . . H7B H 0.7508 0.3590 0.2816 0.030 Uiso 1 1 calc R . . C8 C 0.7282(4) 0.4413(2) 0.19070(14) 0.0270(7) Uani 1 1 d . . . H8A H 0.6273 0.4877 0.1713 0.032 Uiso 1 1 calc R . . H8B H 0.8120 0.4846 0.1980 0.032 Uiso 1 1 calc R . . C9 C 0.8962(4) 0.4258(2) 0.08765(14) 0.0270(7) Uani 1 1 d . . . H9A H 0.9696 0.4730 0.0976 0.032 Uiso 1 1 calc R . . H9B H 0.7955 0.4686 0.0664 0.032 Uiso 1 1 calc R . . C10 C 1.0128(4) 0.3526(2) 0.04281(15) 0.0315(8) Uani 1 1 d . . . H10A H 1.1340 0.3277 0.0560 0.038 Uiso 1 1 calc R . . H10B H 1.0274 0.3882 -0.0017 0.038 Uiso 1 1 calc R . . C11 C 0.7724(4) 0.2721(2) -0.02145(14) 0.0312(8) Uani 1 1 d . . . H11 H 0.8610 0.2876 -0.0605 0.037 Uiso 1 1 calc R . . C12 C 0.6239(6) 0.3681(3) -0.01560(19) 0.0622(13) Uani 1 1 d . . . H12A H 0.5612 0.3823 -0.0532 0.093 Uiso 1 1 calc R . . H12B H 0.6780 0.4278 -0.0130 0.093 Uiso 1 1 calc R . . H12C H 0.5373 0.3557 0.0232 0.093 Uiso 1 1 calc R . . C13 C 0.6959(5) 0.1788(3) -0.03020(16) 0.0422(9) Uani 1 1 d . . . H13A H 0.6150 0.1588 0.0087 0.063 Uiso 1 1 calc R . . H13B H 0.7953 0.1206 -0.0383 0.063 Uiso 1 1 calc R . . H13C H 0.6281 0.1969 -0.0666 0.063 Uiso 1 1 calc R . . C14 C 1.0675(4) 0.1294(2) 0.03413(14) 0.0266(7) Uani 1 1 d . . . H14 H 1.0034 0.0706 0.0352 0.032 Uiso 1 1 calc R . . C15 C 1.1865(4) 0.1410(3) -0.03135(15) 0.0385(9) Uani 1 1 d . . . H15A H 1.2478 0.2000 -0.0347 0.058 Uiso 1 1 calc R . . H15B H 1.1109 0.1528 -0.0654 0.058 Uiso 1 1 calc R . . H15C H 1.2769 0.0775 -0.0358 0.058 Uiso 1 1 calc R . . C16 C 1.1835(4) 0.1007(3) 0.08839(15) 0.0345(8) Uani 1 1 d . . . H16A H 1.2644 0.0340 0.0834 0.052 Uiso 1 1 calc R . . H16B H 1.1048 0.0953 0.1298 0.052 Uiso 1 1 calc R . . H16C H 1.2556 0.1545 0.0866 0.052 Uiso 1 1 calc R . . C17 C -0.1584(4) 0.7714(2) 0.47978(14) 0.0252(7) Uani 1 1 d . . . H17 H -0.2131 0.7907 0.5232 0.030 Uiso 1 1 calc R . . C18 C -0.2364(4) 0.6794(3) 0.46961(16) 0.0365(9) Uani 1 1 d . . . H18A H -0.3632 0.7027 0.4634 0.055 Uiso 1 1 calc R . . H18B H -0.2286 0.6265 0.5073 0.055 Uiso 1 1 calc R . . H18C H -0.1674 0.6498 0.4316 0.055 Uiso 1 1 calc R . . C19 C -0.2082(4) 0.8655(2) 0.43035(15) 0.0358(8) Uani 1 1 d . . . H19A H -0.1492 0.8503 0.3875 0.054 Uiso 1 1 calc R . . H19B H -0.1677 0.9255 0.4406 0.054 Uiso 1 1 calc R . . H19C H -0.3397 0.8811 0.4312 0.054 Uiso 1 1 calc R . . C20 C 0.1220(4) 0.6214(2) 0.53843(13) 0.0191(6) Uani 1 1 d . . . H20 H 0.0773 0.5650 0.5235 0.023 Uiso 1 1 calc R . . C21 C 0.0168(4) 0.6383(2) 0.60433(14) 0.0289(8) Uani 1 1 d . . . H21A H 0.0440 0.5754 0.6346 0.043 Uiso 1 1 calc R . . H21B H -0.1131 0.6539 0.6018 0.043 Uiso 1 1 calc R . . H21C H 0.0517 0.6965 0.6190 0.043 Uiso 1 1 calc R . . C22 C 0.3249(4) 0.5850(2) 0.54111(15) 0.0310(8) Uani 1 1 d . . . H22A H 0.3719 0.6376 0.5572 0.046 Uiso 1 1 calc R . . H22B H 0.3884 0.5746 0.4980 0.046 Uiso 1 1 calc R . . H22C H 0.3440 0.5194 0.5698 0.046 Uiso 1 1 calc R . . C23 C 0.1570(4) 0.8386(2) 0.51086(14) 0.0266(7) Uani 1 1 d . . . H23A H 0.0549 0.8724 0.5402 0.032 Uiso 1 1 calc R . . H23B H 0.2596 0.8095 0.5349 0.032 Uiso 1 1 calc R . . C24 C 0.2123(4) 0.9164(2) 0.45411(14) 0.0277(7) Uani 1 1 d . . . H24A H 0.1028 0.9626 0.4402 0.033 Uiso 1 1 calc R . . H24B H 0.2871 0.9597 0.4672 0.033 Uiso 1 1 calc R . . C25 C 0.3620(4) 0.9428(2) 0.34852(14) 0.0296(8) Uani 1 1 d . . . H25A H 0.4281 0.9885 0.3639 0.035 Uiso 1 1 calc R . . H25B H 0.2500 0.9860 0.3346 0.035 Uiso 1 1 calc R . . C26 C 0.4789(4) 0.8943(2) 0.29198(14) 0.0306(8) Uani 1 1 d . . . H26A H 0.6067 0.8748 0.2993 0.037 Uiso 1 1 calc R . . H26B H 0.4721 0.9437 0.2521 0.037 Uiso 1 1 calc R . . C27 C 0.2460(4) 0.8180(2) 0.22201(14) 0.0275(7) Uani 1 1 d . . . H27 H 0.3182 0.8512 0.1835 0.033 Uiso 1 1 calc R . . C28 C 0.0805(5) 0.8981(3) 0.24234(17) 0.0502(11) Uani 1 1 d . . . H28A H 0.0067 0.9187 0.2076 0.075 Uiso 1 1 calc R . . H28B H 0.1196 0.9592 0.2517 0.075 Uiso 1 1 calc R . . H28C H 0.0089 0.8680 0.2808 0.075 Uiso 1 1 calc R . . C29 C 0.1903(4) 0.7249(3) 0.20303(15) 0.0382(9) Uani 1 1 d . . . H29A H 0.1305 0.6866 0.2411 0.057 Uiso 1 1 calc R . . H29B H 0.2979 0.6794 0.1843 0.057 Uiso 1 1 calc R . . H29C H 0.1067 0.7488 0.1715 0.057 Uiso 1 1 calc R . . C30 C 0.5837(4) 0.6868(2) 0.25254(13) 0.0212(7) Uani 1 1 d . . . H30 H 0.5364 0.6256 0.2451 0.025 Uiso 1 1 calc R . . C31 C 0.7151(4) 0.6482(2) 0.30153(14) 0.0308(8) Uani 1 1 d . . . H31A H 0.8099 0.5925 0.2858 0.046 Uiso 1 1 calc R . . H31B H 0.6493 0.6218 0.3424 0.046 Uiso 1 1 calc R . . H31C H 0.7702 0.7057 0.3077 0.046 Uiso 1 1 calc R . . C32 C 0.6794(4) 0.7313(2) 0.18841(14) 0.0298(8) Uani 1 1 d . . . H32A H 0.7168 0.7956 0.1933 0.045 Uiso 1 1 calc R . . H32B H 0.5968 0.7461 0.1564 0.045 Uiso 1 1 calc R . . H32C H 0.7862 0.6809 0.1743 0.045 Uiso 1 1 calc R . . P1 P 0.56981(10) 0.27642(6) 0.23459(3) 0.01958(17) Uani 1 1 d . . . P2 P 0.89417(11) 0.24443(6) 0.04867(4) 0.02215(18) Uani 1 1 d . . . P3 P 0.08974(10) 0.73655(6) 0.47804(3) 0.01785(17) Uani 1 1 d . . . P4 P 0.38950(10) 0.77964(6) 0.28607(3) 0.01983(17) Uani 1 1 d . . . Ni1 Ni 0.73467(5) 0.24775(3) 0.143297(17) 0.01849(10) Uani 1 1 d . . . Ni2 Ni 0.25496(5) 0.74163(3) 0.383404(16) 0.01743(9) Uani 1 1 d . . . Br1 Br 0.66817(4) 0.08207(2) 0.146365(14) 0.02836(9) Uani 1 1 d . . . Br2 Br 0.23574(4) 0.57348(2) 0.368425(15) 0.02870(9) Uani 1 1 d . . . N1 N 0.8239(3) 0.36770(18) 0.14666(11) 0.0217(6) Uani 1 1 d . . . N2 N 0.3150(3) 0.86318(18) 0.40062(11) 0.0217(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0263(16) 0.0227(16) 0.0170(15) -0.0002(13) 0.0011(13) -0.0100(13) C2 0.038(2) 0.040(2) 0.0186(17) -0.0066(15) 0.0001(14) -0.0062(16) C3 0.0318(18) 0.0278(18) 0.0259(18) 0.0011(14) -0.0014(14) -0.0044(15) C4 0.0199(16) 0.0371(19) 0.0252(17) -0.0049(15) 0.0006(13) -0.0019(14) C5 0.028(2) 0.056(3) 0.061(3) 0.014(2) -0.0119(19) 0.0021(18) C6 0.0244(18) 0.058(3) 0.048(2) -0.0038(19) -0.0063(17) -0.0144(17) C7 0.0288(17) 0.0236(17) 0.0225(16) -0.0064(13) 0.0001(14) -0.0081(14) C8 0.0293(18) 0.0267(18) 0.0261(17) -0.0050(14) -0.0035(14) -0.0068(14) C9 0.0364(19) 0.0215(17) 0.0237(17) 0.0029(13) -0.0037(14) -0.0120(14) C10 0.0349(19) 0.0333(19) 0.0265(18) 0.0006(15) 0.0032(15) -0.0164(15) C11 0.039(2) 0.037(2) 0.0158(16) -0.0004(14) -0.0039(14) -0.0051(16) C12 0.075(3) 0.061(3) 0.047(3) -0.012(2) -0.033(2) 0.020(2) C13 0.044(2) 0.059(3) 0.0273(19) 0.0022(17) -0.0131(17) -0.0195(19) C14 0.0281(17) 0.0322(18) 0.0208(16) -0.0062(14) 0.0018(13) -0.0107(14) C15 0.035(2) 0.046(2) 0.0317(19) -0.0105(17) 0.0067(16) -0.0073(17) C16 0.0316(19) 0.036(2) 0.035(2) -0.0071(16) -0.0069(16) 0.0003(16) C17 0.0207(16) 0.0329(18) 0.0178(16) 0.0004(13) 0.0007(13) -0.0015(14) C18 0.0235(18) 0.048(2) 0.039(2) 0.0026(17) -0.0055(15) -0.0148(16) C19 0.0300(19) 0.040(2) 0.0323(19) 0.0014(16) -0.0090(15) 0.0036(16) C20 0.0235(16) 0.0157(15) 0.0184(15) -0.0028(12) -0.0021(12) -0.0050(12) C21 0.0349(19) 0.0302(18) 0.0184(16) 0.0015(14) -0.0007(14) -0.0047(15) C22 0.0298(18) 0.0276(18) 0.0305(18) 0.0021(14) -0.0032(15) 0.0010(15) C23 0.0308(18) 0.0272(18) 0.0222(16) -0.0081(14) 0.0016(14) -0.0066(14) C24 0.0389(19) 0.0182(16) 0.0273(18) -0.0093(14) 0.0028(15) -0.0093(14) C25 0.0399(19) 0.0194(17) 0.0274(18) -0.0018(14) 0.0038(15) -0.0091(15) C26 0.040(2) 0.0288(18) 0.0206(17) 0.0011(14) 0.0063(15) -0.0133(15) C27 0.0260(17) 0.0362(19) 0.0156(15) 0.0036(14) -0.0014(13) -0.0016(15) C28 0.041(2) 0.066(3) 0.032(2) -0.0024(19) -0.0106(17) 0.017(2) C29 0.036(2) 0.057(2) 0.0256(18) -0.0053(17) -0.0104(16) -0.0126(18) C30 0.0232(16) 0.0229(16) 0.0165(15) -0.0022(12) -0.0003(12) -0.0048(13) C31 0.0303(18) 0.0320(19) 0.0270(18) -0.0005(15) -0.0023(14) -0.0026(15) C32 0.0269(18) 0.0368(19) 0.0231(17) -0.0036(14) 0.0030(14) -0.0054(15) P1 0.0201(4) 0.0223(4) 0.0162(4) -0.0029(3) 0.0000(3) -0.0055(3) P2 0.0254(4) 0.0258(4) 0.0147(4) -0.0006(3) 0.0008(3) -0.0080(3) P3 0.0188(4) 0.0189(4) 0.0142(4) -0.0022(3) 0.0008(3) -0.0026(3) P4 0.0221(4) 0.0209(4) 0.0150(4) -0.0002(3) 0.0009(3) -0.0053(3) Ni1 0.0214(2) 0.0192(2) 0.01490(19) -0.00146(15) 0.00070(15) -0.00711(16) Ni2 0.0206(2) 0.0170(2) 0.01421(19) -0.00136(15) 0.00084(15) -0.00578(16) Br1 0.03940(19) 0.02612(18) 0.02181(17) -0.00509(13) 0.00379(14) -0.01655(14) Br2 0.0399(2) 0.02349(18) 0.02439(17) -0.00628(13) 0.00426(14) -0.01466(14) N1 0.0290(14) 0.0193(13) 0.0179(13) -0.0024(11) 0.0013(11) -0.0107(11) N2 0.0276(14) 0.0217(13) 0.0160(13) -0.0035(10) 0.0004(11) -0.0070(11) _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 C2 1.520(4) . ? C1 C3 1.530(4) . ? C1 P1 1.839(3) . ? C1 H1 1.0000 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.526(4) . ? C4 C6 1.528(4) . ? C4 P1 1.841(3) . ? C4 H4 1.0000 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.519(4) . ? C7 P1 1.828(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.464(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N1 1.452(4) . ? C9 C10 1.518(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 P2 1.828(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C13 1.525(4) . ? C11 C12 1.529(4) . ? C11 P2 1.847(3) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C16 1.533(4) . ? C14 C15 1.534(4) . ? C14 P2 1.834(3) . ? C14 H14 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.526(4) . ? C17 C19 1.530(4) . ? C17 P3 1.851(3) . ? C17 H17 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.521(4) . ? C20 C22 1.534(4) . ? C20 P3 1.839(3) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.520(4) . ? C23 P3 1.821(3) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 N2 1.464(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 N2 1.457(4) . ? C25 C26 1.521(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 P4 1.823(3) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C29 1.522(4) . ? C27 C28 1.525(4) . ? C27 P4 1.844(3) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C32 1.526(4) . ? C30 C31 1.532(4) . ? C30 P4 1.844(3) . ? C30 H30 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? P1 Ni1 2.1741(9) . ? P2 Ni1 2.1739(9) . ? P3 Ni2 2.1887(8) . ? P4 Ni2 2.1831(8) . ? Ni1 N1 1.874(2) . ? Ni1 Br1 2.3472(6) . ? Ni2 N2 1.873(2) . ? Ni2 Br2 2.3452(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C3 112.2(2) . . ? C2 C1 P1 113.4(2) . . ? C3 C1 P1 110.0(2) . . ? C2 C1 H1 106.9 . . ? C3 C1 H1 106.9 . . ? P1 C1 H1 106.9 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 C6 110.7(3) . . ? C5 C4 P1 110.8(2) . . ? C6 C4 P1 111.7(2) . . ? C5 C4 H4 107.8 . . ? C6 C4 H4 107.8 . . ? P1 C4 H4 107.8 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 P1 105.9(2) . . ? C8 C7 H7A 110.6 . . ? P1 C7 H7A 110.6 . . ? C8 C7 H7B 110.6 . . ? P1 C7 H7B 110.6 . . ? H7A C7 H7B 108.7 . . ? N1 C8 C7 110.9(2) . . ? N1 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.0 . . ? N1 C9 C10 110.5(2) . . ? N1 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C9 C10 P2 106.0(2) . . ? C9 C10 H10A 110.5 . . ? P2 C10 H10A 110.5 . . ? C9 C10 H10B 110.5 . . ? P2 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? C13 C11 C12 111.3(3) . . ? C13 C11 P2 111.6(2) . . ? C12 C11 P2 110.3(2) . . ? C13 C11 H11 107.8 . . ? C12 C11 H11 107.8 . . ? P2 C11 H11 107.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C16 C14 C15 110.8(3) . . ? C16 C14 P2 110.1(2) . . ? C15 C14 P2 113.6(2) . . ? C16 C14 H14 107.3 . . ? C15 C14 H14 107.3 . . ? P2 C14 H14 107.3 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C19 111.1(2) . . ? C18 C17 P3 111.1(2) . . ? C19 C17 P3 110.9(2) . . ? C18 C17 H17 107.8 . . ? C19 C17 H17 107.8 . . ? P3 C17 H17 107.8 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C22 111.6(2) . . ? C21 C20 P3 113.53(19) . . ? C22 C20 P3 109.0(2) . . ? C21 C20 H20 107.5 . . ? C22 C20 H20 107.5 . . ? P3 C20 H20 107.5 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 P3 106.5(2) . . ? C24 C23 H23A 110.4 . . ? P3 C23 H23A 110.4 . . ? C24 C23 H23B 110.4 . . ? P3 C23 H23B 110.4 . . ? H23A C23 H23B 108.6 . . ? N2 C24 C23 110.8(2) . . ? N2 C24 H24A 109.5 . . ? C23 C24 H24A 109.5 . . ? N2 C24 H24B 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? N2 C25 C26 110.9(2) . . ? N2 C25 H25A 109.5 . . ? C26 C25 H25A 109.5 . . ? N2 C25 H25B 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 108.0 . . ? C25 C26 P4 106.2(2) . . ? C25 C26 H26A 110.5 . . ? P4 C26 H26A 110.5 . . ? C25 C26 H26B 110.5 . . ? P4 C26 H26B 110.5 . . ? H26A C26 H26B 108.7 . . ? C29 C27 C28 110.9(3) . . ? C29 C27 P4 111.9(2) . . ? C28 C27 P4 110.3(2) . . ? C29 C27 H27 107.8 . . ? C28 C27 H27 107.8 . . ? P4 C27 H27 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C32 C30 C31 111.3(2) . . ? C32 C30 P4 112.8(2) . . ? C31 C30 P4 109.75(19) . . ? C32 C30 H30 107.6 . . ? C31 C30 H30 107.6 . . ? P4 C30 H30 107.6 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C7 P1 C1 107.25(13) . . ? C7 P1 C4 105.91(14) . . ? C1 P1 C4 105.35(13) . . ? C7 P1 Ni1 102.33(10) . . ? C1 P1 Ni1 116.59(10) . . ? C4 P1 Ni1 118.42(10) . . ? C10 P2 C14 106.85(15) . . ? C10 P2 C11 105.60(15) . . ? C14 P2 C11 104.98(14) . . ? C10 P2 Ni1 102.01(10) . . ? C14 P2 Ni1 118.24(10) . . ? C11 P2 Ni1 117.96(11) . . ? C23 P3 C20 105.23(13) . . ? C23 P3 C17 106.67(14) . . ? C20 P3 C17 104.36(13) . . ? C23 P3 Ni2 101.37(10) . . ? C20 P3 Ni2 121.16(9) . . ? C17 P3 Ni2 116.65(10) . . ? C26 P4 C30 105.92(14) . . ? C26 P4 C27 106.08(15) . . ? C30 P4 C27 104.32(13) . . ? C26 P4 Ni2 102.64(10) . . ? C30 P4 Ni2 119.43(9) . . ? C27 P4 Ni2 117.22(10) . . ? N1 Ni1 P2 86.38(8) . . ? N1 Ni1 P1 86.39(8) . . ? P2 Ni1 P1 171.34(3) . . ? N1 Ni1 Br1 170.07(7) . . ? P2 Ni1 Br1 93.19(3) . . ? P1 Ni1 Br1 94.76(3) . . ? N2 Ni2 P4 85.90(7) . . ? N2 Ni2 P3 86.64(8) . . ? P4 Ni2 P3 168.14(3) . . ? N2 Ni2 Br2 168.50(7) . . ? P4 Ni2 Br2 94.19(3) . . ? P3 Ni2 Br2 94.95(3) . . ? C9 N1 C8 108.5(2) . . ? C9 N1 Ni1 119.62(19) . . ? C8 N1 Ni1 120.31(19) . . ? C25 N2 C24 107.3(2) . . ? C25 N2 Ni2 120.55(19) . . ? C24 N2 Ni2 120.50(19) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.501 _refine_diff_density_min -0.347 _refine_diff_density_rms 0.078 # Attachment '- srd432.cif' data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 821185' #TrackingRef '- srd432.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (HNP2NiNCCH3)(BF4)2 _chemical_melting_point ? _chemical_formula_moiety 'C18 H40 N2 Ni P2, 2(B F4)' _chemical_formula_sum 'C18 H40 B2 F8 N2 Ni P2' _chemical_formula_weight 578.77 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P c a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 15.647 _cell_length_b 12.136 _cell_length_c 14.337 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2722.5 _cell_formula_units_Z 4 _cell_measurement_temperature 124(2) _cell_measurement_reflns_used 9917 _cell_measurement_theta_min 2.96 _cell_measurement_theta_max 25.34 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.412 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.894 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8074 _exptl_absorpt_correction_T_max 0.8414 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 124(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_reflns_number 12611 _diffrn_reflns_av_R_equivalents 0.0167 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.51 _reflns_number_total 4714 _reflns_number_gt 4405 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^+0.5883P] 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 0.031(11) _refine_ls_number_reflns 4714 _refine_ls_number_parameters 307 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_ref 0.0716 _refine_ls_wR_factor_gt 0.0699 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 1.059282(16) 0.74780(2) 0.95790(3) 0.02530(8) Uani 1 1 d . . . P1 P 1.05945(4) 0.87855(5) 0.84843(4) 0.02790(14) Uani 1 1 d . . . P2 P 1.07890(4) 0.62395(5) 1.06950(4) 0.02751(14) Uani 1 1 d . . . N2 N 0.94589(13) 0.76826(16) 0.98873(16) 0.0330(5) Uani 1 1 d . . . N1 N 1.17864(13) 0.73062(15) 0.93050(14) 0.0316(4) Uani 1 1 d . . . H1 H 1.2054 0.7857 0.9649 0.038 Uiso 1 1 calc R . . C10 C 1.19460(15) 0.60203(19) 1.06204(18) 0.0341(5) Uani 1 1 d . . . H10A H 1.2250 0.6521 1.1053 0.041 Uiso 1 1 calc R . . H10B H 1.2090 0.5251 1.0786 0.041 Uiso 1 1 calc R . . C6 C 1.04913(17) 1.02081(19) 0.8908(2) 0.0356(6) Uani 1 1 d . . . H6 H 0.9867 1.0373 0.8960 0.043 Uiso 1 1 calc R . . C3 C 0.98731(17) 0.86334(19) 0.74845(16) 0.0359(6) Uani 1 1 d . . . H3 H 1.0058 0.9175 0.6999 0.043 Uiso 1 1 calc R . . C9 C 1.21991(16) 0.62598(19) 0.96247(19) 0.0378(6) Uani 1 1 d . . . H9A H 1.2828 0.6330 0.9581 0.045 Uiso 1 1 calc R . . H9B H 1.2018 0.5644 0.9218 0.045 Uiso 1 1 calc R . . C14 C 1.02829(17) 0.48777(18) 1.05930(19) 0.0372(6) Uani 1 1 d . . . H14 H 1.0446 0.4448 1.1161 0.045 Uiso 1 1 calc R . . C11 C 1.05478(15) 0.6784(2) 1.18590(18) 0.0336(5) Uani 1 1 d . . . H11 H 0.9913 0.6851 1.1913 0.040 Uiso 1 1 calc R . . C1 C 1.20257(19) 0.7540(2) 0.8322(2) 0.0410(6) Uani 1 1 d . . . H1A H 1.1786 0.6964 0.7909 0.049 Uiso 1 1 calc R . . H1B H 1.2656 0.7530 0.8257 0.049 Uiso 1 1 calc R . . C2 C 1.16830(17) 0.8658(2) 0.8039(2) 0.0389(6) Uani 1 1 d . . . H2A H 1.1684 0.8728 0.7351 0.047 Uiso 1 1 calc R . . H2B H 1.2047 0.9248 0.8301 0.047 Uiso 1 1 calc R . . C16 C 0.93197(17) 0.4964(2) 1.0588(3) 0.0562(8) Uani 1 1 d . . . H16A H 0.9070 0.4224 1.0623 0.084 Uiso 1 1 calc R . . H16B H 0.9132 0.5325 1.0011 0.084 Uiso 1 1 calc R . . H16C H 0.9132 0.5399 1.1126 0.084 Uiso 1 1 calc R . . C4 C 0.9969(3) 0.7481(2) 0.7068(3) 0.0629(10) Uani 1 1 d . . . H4A H 0.9580 0.7402 0.6536 0.094 Uiso 1 1 calc R . . H4B H 0.9829 0.6928 0.7542 0.094 Uiso 1 1 calc R . . H4C H 1.0559 0.7374 0.6858 0.094 Uiso 1 1 calc R . . C12 C 1.0927(2) 0.7944(2) 1.1952(2) 0.0443(6) Uani 1 1 d . . . H12A H 1.1542 0.7917 1.1825 0.066 Uiso 1 1 calc R . . H12B H 1.0831 0.8218 1.2586 0.066 Uiso 1 1 calc R . . H12C H 1.0650 0.8437 1.1503 0.066 Uiso 1 1 calc R . . C7 C 1.0876(2) 1.0318(2) 0.9882(2) 0.0467(7) Uani 1 1 d . . . H7A H 1.0819 1.1082 1.0096 0.070 Uiso 1 1 calc R . . H7B H 1.1482 1.0116 0.9862 0.070 Uiso 1 1 calc R . . H7C H 1.0573 0.9828 1.0313 0.070 Uiso 1 1 calc R . . C8 C 1.0874(2) 1.1040(2) 0.8233(2) 0.0544(8) Uani 1 1 d . . . H8A H 1.1497 1.0959 0.8224 0.082 Uiso 1 1 calc R . . H8B H 1.0725 1.1787 0.8435 0.082 Uiso 1 1 calc R . . H8C H 1.0646 1.0910 0.7606 0.082 Uiso 1 1 calc R . . C5 C 0.8941(2) 0.8872(3) 0.7711(2) 0.0524(7) Uani 1 1 d . . . H5A H 0.8717 0.8292 0.8118 0.079 Uiso 1 1 calc R . . H5B H 0.8608 0.8893 0.7132 0.079 Uiso 1 1 calc R . . H5C H 0.8898 0.9585 0.8028 0.079 Uiso 1 1 calc R . . C13 C 1.0854(2) 0.6023(2) 1.26394(19) 0.0443(7) Uani 1 1 d . . . H13A H 1.0734 0.6364 1.3245 0.067 Uiso 1 1 calc R . . H13B H 1.1470 0.5900 1.2577 0.067 Uiso 1 1 calc R . . H13C H 1.0553 0.5316 1.2597 0.067 Uiso 1 1 calc R . . C15 C 1.0621(2) 0.4249(2) 0.9752(2) 0.0550(8) Uani 1 1 d . . . H15A H 1.1239 0.4143 0.9818 0.083 Uiso 1 1 calc R . . H15B H 1.0503 0.4669 0.9183 0.083 Uiso 1 1 calc R . . H15C H 1.0339 0.3529 0.9715 0.083 Uiso 1 1 calc R . . C17 C 0.87614(16) 0.7797(2) 1.00807(19) 0.0356(6) Uani 1 1 d . . . C18 C 0.78675(17) 0.7936(3) 1.0301(2) 0.0521(7) Uani 1 1 d . . . H18A H 0.7727 0.7504 1.0858 0.078 Uiso 1 1 calc R . . H18B H 0.7520 0.7681 0.9775 0.078 Uiso 1 1 calc R . . H18C H 0.7749 0.8716 1.0419 0.078 Uiso 1 1 calc R . . F2 F 1.31853(17) 0.9431(3) 0.94345(17) 0.1043(8) Uani 1 1 d . . . F1 F 1.27756(16) 0.8554(2) 1.06963(16) 0.1079(9) Uani 1 1 d . . . B1 B 1.3482(2) 0.8916(3) 1.0221(3) 0.0492(8) Uani 1 1 d . . . F3 F 1.39141(11) 0.96821(14) 1.07436(15) 0.0653(5) Uani 1 1 d . . . F6 F 1.20014(14) 0.49325(13) 0.75950(15) 0.0696(6) Uani 1 1 d . . . F5 F 1.2611(2) 0.3636(2) 0.84708(16) 0.1083(9) Uani 1 1 d . . . B2 B 1.2300(2) 0.3862(3) 0.7605(3) 0.0509(8) Uani 1 1 d . . . F4 F 1.39890(19) 0.8097(2) 0.9958(2) 0.1189(11) Uani 1 1 d . . . F7 F 1.29358(13) 0.37571(14) 0.69441(14) 0.0619(5) Uani 1 1 d . . . F8 F 1.16394(15) 0.31649(17) 0.73649(19) 0.0914(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02369(14) 0.02634(13) 0.02588(14) 0.00249(9) 0.00124(16) 0.00249(10) P1 0.0295(3) 0.0267(3) 0.0275(3) 0.0031(3) 0.0002(3) 0.0009(2) P2 0.0278(3) 0.0279(3) 0.0268(3) 0.0027(2) -0.0007(3) 0.0002(2) N2 0.0285(12) 0.0342(10) 0.0363(12) 0.0082(8) 0.0013(10) 0.0019(8) N1 0.0286(10) 0.0339(9) 0.0321(11) 0.0038(8) 0.0023(9) 0.0030(8) C10 0.0303(11) 0.0395(12) 0.0324(13) 0.0064(11) -0.0022(12) 0.0062(9) C6 0.0338(13) 0.0310(12) 0.0419(15) -0.0012(11) -0.0020(12) -0.0001(10) C3 0.0431(15) 0.0372(12) 0.0274(13) 0.0037(10) -0.0033(12) -0.0044(11) C9 0.0317(12) 0.0420(12) 0.0396(14) 0.0068(12) 0.0039(12) 0.0130(10) C14 0.0453(15) 0.0290(11) 0.0374(14) 0.0053(10) -0.0074(14) -0.0057(10) C11 0.0305(12) 0.0408(13) 0.0295(12) -0.0019(10) 0.0014(11) -0.0008(10) C1 0.0398(15) 0.0455(14) 0.0376(15) 0.0071(10) 0.0127(13) 0.0125(10) C2 0.0344(13) 0.0433(13) 0.0391(14) 0.0110(11) 0.0099(12) 0.0042(10) C16 0.0433(16) 0.0496(16) 0.076(2) 0.0040(16) -0.0076(17) -0.0152(12) C4 0.082(3) 0.0514(18) 0.056(2) -0.0175(13) -0.017(2) 0.0001(15) C12 0.0545(18) 0.0413(14) 0.0371(14) -0.0041(12) -0.0038(14) -0.0007(13) C7 0.0511(15) 0.0408(13) 0.0482(17) -0.0113(12) -0.0089(15) -0.0033(12) C8 0.066(2) 0.0334(13) 0.064(2) 0.0048(13) 0.0023(17) -0.0049(13) C5 0.0436(16) 0.0633(17) 0.0502(17) 0.0027(14) -0.0172(15) -0.0039(14) C13 0.0548(17) 0.0510(15) 0.0273(14) 0.0027(11) 0.0044(13) -0.0063(13) C15 0.071(2) 0.0395(14) 0.054(2) -0.0099(14) -0.0059(16) -0.0031(13) C17 0.0331(15) 0.0337(11) 0.0399(15) 0.0085(11) 0.0002(12) 0.0019(10) C18 0.0302(13) 0.0616(16) 0.0644(19) 0.0125(15) 0.0080(15) 0.0036(13) F2 0.0989(18) 0.148(2) 0.0660(15) 0.0324(15) -0.0285(14) -0.0079(16) F1 0.1001(17) 0.167(2) 0.0565(13) -0.0189(14) 0.0205(14) -0.0866(17) B1 0.0399(17) 0.0604(19) 0.0473(18) 0.0086(15) -0.0065(16) -0.0107(15) F3 0.0590(11) 0.0659(10) 0.0710(12) 0.0056(10) -0.0141(11) -0.0165(9) F6 0.0890(14) 0.0537(10) 0.0663(13) -0.0063(9) -0.0010(11) 0.0133(10) F5 0.147(3) 0.130(2) 0.0485(12) 0.0231(13) -0.0011(15) 0.0512(18) B2 0.060(2) 0.0432(16) 0.050(2) 0.0100(14) 0.0084(18) -0.0008(15) F4 0.0970(19) 0.0681(14) 0.192(3) -0.0236(17) -0.002(2) 0.0109(13) F7 0.0642(11) 0.0596(10) 0.0618(11) -0.0019(9) 0.0134(10) -0.0053(9) F8 0.0778(14) 0.0686(13) 0.128(2) 0.0043(13) 0.0220(14) -0.0288(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N2 1.845(2) . ? Ni1 N1 1.920(2) . ? Ni1 P2 2.2166(7) . ? Ni1 P1 2.2319(7) . ? P1 C2 1.826(3) . ? P1 C3 1.834(2) . ? P1 C6 1.837(2) . ? P2 C10 1.833(2) . ? P2 C11 1.834(3) . ? P2 C14 1.838(2) . ? N2 C17 1.135(3) . ? N1 C1 1.486(3) . ? N1 C9 1.497(3) . ? N1 H1 0.9300 . ? C10 C9 1.510(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C6 C8 1.521(4) . ? C6 C7 1.526(4) . ? C6 H6 1.0000 . ? C3 C5 1.522(4) . ? C3 C4 1.528(4) . ? C3 H3 1.0000 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C14 C16 1.511(4) . ? C14 C15 1.522(4) . ? C14 H14 1.0000 . ? C11 C13 1.528(4) . ? C11 C12 1.533(4) . ? C11 H11 1.0000 . ? C1 C2 1.515(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C17 C18 1.444(4) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? F2 B1 1.370(4) . ? F1 B1 1.371(4) . ? B1 F4 1.327(4) . ? B1 F3 1.372(4) . ? F6 B2 1.381(4) . ? F5 B2 1.361(4) . ? B2 F8 1.379(4) . ? B2 F7 1.380(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N1 177.42(10) . . ? N2 Ni1 P2 92.95(7) . . ? N1 Ni1 P2 86.52(6) . . ? N2 Ni1 P1 94.24(7) . . ? N1 Ni1 P1 86.11(6) . . ? P2 Ni1 P1 171.70(3) . . ? C2 P1 C3 107.00(13) . . ? C2 P1 C6 106.10(12) . . ? C3 P1 C6 107.38(12) . . ? C2 P1 Ni1 100.76(8) . . ? C3 P1 Ni1 118.51(8) . . ? C6 P1 Ni1 115.83(9) . . ? C10 P2 C11 107.98(12) . . ? C10 P2 C14 106.88(11) . . ? C11 P2 C14 107.92(12) . . ? C10 P2 Ni1 101.13(8) . . ? C11 P2 Ni1 112.57(8) . . ? C14 P2 Ni1 119.51(9) . . ? C17 N2 Ni1 179.3(2) . . ? C1 N1 C9 110.09(19) . . ? C1 N1 Ni1 114.75(17) . . ? C9 N1 Ni1 116.70(15) . . ? C1 N1 H1 104.6 . . ? C9 N1 H1 104.6 . . ? Ni1 N1 H1 104.6 . . ? C9 C10 P2 106.64(16) . . ? C9 C10 H10A 110.4 . . ? P2 C10 H10A 110.4 . . ? C9 C10 H10B 110.4 . . ? P2 C10 H10B 110.4 . . ? H10A C10 H10B 108.6 . . ? C8 C6 C7 111.6(2) . . ? C8 C6 P1 112.3(2) . . ? C7 C6 P1 110.48(18) . . ? C8 C6 H6 107.4 . . ? C7 C6 H6 107.4 . . ? P1 C6 H6 107.4 . . ? C5 C3 C4 110.6(3) . . ? C5 C3 P1 113.84(19) . . ? C4 C3 P1 109.7(2) . . ? C5 C3 H3 107.5 . . ? C4 C3 H3 107.5 . . ? P1 C3 H3 107.5 . . ? N1 C9 C10 109.86(19) . . ? N1 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? N1 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? C16 C14 C15 112.2(3) . . ? C16 C14 P2 111.58(18) . . ? C15 C14 P2 111.34(19) . . ? C16 C14 H14 107.1 . . ? C15 C14 H14 107.1 . . ? P2 C14 H14 107.1 . . ? C13 C11 C12 111.8(2) . . ? C13 C11 P2 112.56(18) . . ? C12 C11 P2 109.28(17) . . ? C13 C11 H11 107.7 . . ? C12 C11 H11 107.7 . . ? P2 C11 H11 107.7 . . ? N1 C1 C2 109.6(2) . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? C1 C2 P1 108.22(18) . . ? C1 C2 H2A 110.1 . . ? P1 C2 H2A 110.1 . . ? C1 C2 H2B 110.1 . . ? P1 C2 H2B 110.1 . . ? H2A C2 H2B 108.4 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C17 C18 178.4(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? F4 B1 F2 108.1(3) . . ? F4 B1 F1 112.5(3) . . ? F2 B1 F1 106.4(3) . . ? F4 B1 F3 111.6(3) . . ? F2 B1 F3 107.9(3) . . ? F1 B1 F3 110.0(3) . . ? F5 B2 F8 111.9(3) . . ? F5 B2 F6 108.7(3) . . ? F8 B2 F6 108.8(3) . . ? F5 B2 F7 110.4(3) . . ? F8 B2 F7 108.2(3) . . ? F6 B2 F7 108.9(2) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.460 _refine_diff_density_min -0.160 _refine_diff_density_rms 0.046 # Attachment '- srd439.cif' data_shelxl5 _database_code_depnum_ccdc_archive 'CCDC 821186' #TrackingRef '- srd439.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common (HNP2NiN(H)C(CH3)NC5H10)(BF4)2 _chemical_melting_point ? _chemical_formula_moiety 'C23 H51 N3 Ni P2, 2(B F4)' _chemical_formula_sum 'C23 H51 B2 F8 N3 Ni P2' _chemical_formula_weight 663.94 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 15.302(8) _cell_length_b 16.458(8) _cell_length_c 13.709(6) _cell_angle_alpha 90.00 _cell_angle_beta 107.915(8) _cell_angle_gamma 90.00 _cell_volume 3285(3) _cell_formula_units_Z 4 _cell_measurement_temperature 151(2) _cell_measurement_reflns_used 4478 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 25.02 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 0.751 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8643 _exptl_absorpt_correction_T_max 0.9355 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 151(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_reflns_number 14001 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0646 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 25.52 _reflns_number_total 5372 _reflns_number_gt 4471 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.0227P)^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 0.003(10) _refine_ls_number_reflns 5372 _refine_ls_number_parameters 391 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0694 _refine_ls_wR_factor_gt 0.0637 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5391(3) 0.5461(2) 0.6279(3) 0.0373(9) Uani 1 1 d . . . H1A H 0.4871 0.5606 0.5670 0.045 Uiso 1 1 calc R . . H1B H 0.5496 0.4868 0.6263 0.045 Uiso 1 1 calc R . . C2 C 0.6243(3) 0.5913(2) 0.6257(3) 0.0404(9) Uani 1 1 d . . . H2A H 0.6321 0.5876 0.5568 0.048 Uiso 1 1 calc R . . H2B H 0.6793 0.5678 0.6763 0.048 Uiso 1 1 calc R . . C3 C 0.7204(3) 0.7352(2) 0.7416(3) 0.0415(9) Uani 1 1 d . . . H3 H 0.7095 0.7910 0.7644 0.050 Uiso 1 1 calc R . . C4 C 0.7533(3) 0.6821(2) 0.8389(3) 0.0524(11) Uani 1 1 d . . . H4A H 0.7028 0.6747 0.8680 0.079 Uiso 1 1 calc R . . H4B H 0.8049 0.7089 0.8894 0.079 Uiso 1 1 calc R . . H4C H 0.7731 0.6290 0.8211 0.079 Uiso 1 1 calc R . . C5 C 0.7952(3) 0.7427(3) 0.6900(3) 0.0692(14) Uani 1 1 d . . . H5A H 0.8529 0.7593 0.7408 0.104 Uiso 1 1 calc R . . H5B H 0.7770 0.7834 0.6353 0.104 Uiso 1 1 calc R . . H5C H 0.8038 0.6901 0.6607 0.104 Uiso 1 1 calc R . . C6 C 0.5890(3) 0.7552(2) 0.5376(3) 0.0440(9) Uani 1 1 d . . . H6 H 0.6438 0.7466 0.5137 0.053 Uiso 1 1 calc R . . C7 C 0.5061(3) 0.7228(3) 0.4540(3) 0.0723(14) Uani 1 1 d . . . H7A H 0.4517 0.7255 0.4773 0.108 Uiso 1 1 calc R . . H7B H 0.5172 0.6663 0.4387 0.108 Uiso 1 1 calc R . . H7C H 0.4958 0.7558 0.3920 0.108 Uiso 1 1 calc R . . C8 C 0.5817(4) 0.8468(3) 0.5542(4) 0.0698(14) Uani 1 1 d . . . H8A H 0.5271 0.8578 0.5751 0.105 Uiso 1 1 calc R . . H8B H 0.5768 0.8757 0.4903 0.105 Uiso 1 1 calc R . . H8C H 0.6366 0.8653 0.6080 0.105 Uiso 1 1 calc R . . C9 C 0.4369(2) 0.51905(19) 0.7341(3) 0.0355(8) Uani 1 1 d . . . H9A H 0.3809 0.5318 0.6769 0.043 Uiso 1 1 calc R . . H9B H 0.4500 0.4603 0.7317 0.043 Uiso 1 1 calc R . . C10 C 0.4224(3) 0.53990(18) 0.8345(3) 0.0372(9) Uani 1 1 d . . . H10A H 0.4713 0.5152 0.8918 0.045 Uiso 1 1 calc R . . H10B H 0.3624 0.5188 0.8364 0.045 Uiso 1 1 calc R . . C11 C 0.4843(2) 0.67318(19) 0.9836(2) 0.0341(8) Uani 1 1 d . . . H11 H 0.4555 0.6380 1.0247 0.041 Uiso 1 1 calc R . . C12 C 0.5858(3) 0.6513(2) 1.0144(3) 0.0476(10) Uani 1 1 d . . . H12A H 0.6177 0.6888 0.9812 0.071 Uiso 1 1 calc R . . H12B H 0.5928 0.5956 0.9927 0.071 Uiso 1 1 calc R . . H12C H 0.6124 0.6555 1.0890 0.071 Uiso 1 1 calc R . . C13 C 0.4722(3) 0.7617(2) 1.0124(3) 0.0490(11) Uani 1 1 d . . . H13A H 0.4961 0.7680 1.0870 0.073 Uiso 1 1 calc R . . H13B H 0.4068 0.7758 0.9889 0.073 Uiso 1 1 calc R . . H13C H 0.5059 0.7977 0.9796 0.073 Uiso 1 1 calc R . . C14 C 0.3053(2) 0.6853(2) 0.8197(3) 0.0336(8) Uani 1 1 d . . . H14 H 0.3050 0.7459 0.8157 0.040 Uiso 1 1 calc R . . C15 C 0.2455(3) 0.6531(2) 0.7162(3) 0.0487(10) Uani 1 1 d . . . H15A H 0.2352 0.5948 0.7216 0.073 Uiso 1 1 calc R . . H15B H 0.2767 0.6624 0.6644 0.073 Uiso 1 1 calc R . . H15C H 0.1864 0.6816 0.6960 0.073 Uiso 1 1 calc R . . C16 C 0.2645(3) 0.6613(2) 0.9046(3) 0.0468(10) Uani 1 1 d . . . H16A H 0.1994 0.6765 0.8842 0.070 Uiso 1 1 calc R . . H16B H 0.2975 0.6896 0.9681 0.070 Uiso 1 1 calc R . . H16C H 0.2704 0.6025 0.9158 0.070 Uiso 1 1 calc R . . C100 C 0.4319(2) 0.84811(19) 0.7182(2) 0.0282(7) Uani 1 1 d . . . C101 C 0.3560(3) 0.8157(2) 0.6289(3) 0.0392(9) Uani 1 1 d . . . H10C H 0.3680 0.7585 0.6178 0.059 Uiso 1 1 calc R . . H10D H 0.3533 0.8471 0.5673 0.059 Uiso 1 1 calc R . . H10E H 0.2974 0.8204 0.6434 0.059 Uiso 1 1 calc R . . C102 C 0.3653(3) 0.9863(2) 0.6793(3) 0.0442(9) Uani 1 1 d . . . H10F H 0.3368 1.0202 0.7208 0.053 Uiso 1 1 calc R . . H10G H 0.3157 0.9584 0.6258 0.053 Uiso 1 1 calc R . . C103 C 0.4200(3) 1.0392(3) 0.6296(4) 0.0641(13) Uani 1 1 d . . . H10L H 0.3794 1.0810 0.5869 0.077 Uiso 1 1 calc R . . H10M H 0.4450 1.0056 0.5845 0.077 Uiso 1 1 calc R . . C104 C 0.4987(4) 1.0803(3) 0.7113(4) 0.0852(18) Uani 1 1 d . . . H10N H 0.4733 1.1199 0.7497 0.102 Uiso 1 1 calc R . . H10O H 0.5376 1.1104 0.6777 0.102 Uiso 1 1 calc R . . C105 C 0.5580(3) 1.0179(2) 0.7864(4) 0.0662(13) Uani 1 1 d . . . H10J H 0.5914 0.9835 0.7505 0.079 Uiso 1 1 calc R . . H10K H 0.6038 1.0465 0.8430 0.079 Uiso 1 1 calc R . . C106 C 0.4979(3) 0.9653(2) 0.8294(3) 0.0428(10) Uani 1 1 d . . . H10H H 0.5360 0.9237 0.8754 0.051 Uiso 1 1 calc R . . H10I H 0.4684 0.9992 0.8700 0.051 Uiso 1 1 calc R . . B1 B 0.6969(5) 0.4160(4) 0.8592(5) 0.0715(19) Uani 1 1 d . . . B2 B 0.7489(3) 0.8998(2) 0.9528(3) 0.0414(11) Uani 1 1 d . . . N1 N 0.5167(2) 0.56802(15) 0.7238(2) 0.0293(7) Uani 1 1 d . . . H1 H 0.5671 0.5513 0.7776 0.035 Uiso 1 1 calc R . . N2 N 0.49825(19) 0.79762(14) 0.7649(2) 0.0271(7) Uani 1 1 d . . . H2 H 0.5449 0.8191 0.8126 0.033 Uiso 1 1 calc R . . N3 N 0.42690(19) 0.92523(16) 0.7456(2) 0.0336(7) Uani 1 1 d . . . F1 F 0.73268(19) 0.36315(14) 0.93538(19) 0.0709(7) Uani 1 1 d . . . F2 F 0.6347(13) 0.4625(14) 0.8831(12) 0.115(7) Uani 0.48(5) 1 d P . . F3 F 0.6874(15) 0.3997(14) 0.7710(9) 0.153(13) Uani 0.491(16) 1 d P . . F4 F 0.7286(13) 0.4230(13) 0.7888(12) 0.167(12) Uani 0.548(14) 1 d P . . F5 F 0.7310(2) 0.96799(13) 1.00124(18) 0.0746(8) Uani 1 1 d . . . F6 F 0.67807(16) 0.84368(12) 0.93974(16) 0.0525(6) Uani 1 1 d . . . F7 F 0.75528(18) 0.92025(13) 0.85671(17) 0.0643(7) Uani 1 1 d . . . F8 F 0.83131(16) 0.86537(13) 1.01183(19) 0.0609(6) Uani 1 1 d . . . F12 F 0.660(2) 0.4806(10) 0.8851(12) 0.129(6) Uani 0.52(5) 1 d P . . F13 F 0.6064(8) 0.3669(6) 0.7940(8) 0.136(5) Uani 0.509(16) 1 d P . . F14 F 0.7815(7) 0.4789(6) 0.8864(10) 0.116(5) Uani 0.452(14) 1 d P . . P1 P 0.60935(6) 0.69789(6) 0.65767(6) 0.0294(2) Uani 1 1 d . . . P2 P 0.42549(6) 0.65125(5) 0.84712(7) 0.0276(2) Uani 1 1 d . . . Ni1 Ni 0.50646(2) 0.68464(2) 0.74282(2) 0.02468(11) 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 0.044(2) 0.034(2) 0.033(2) -0.0124(15) 0.0114(18) 0.0039(17) C2 0.039(2) 0.048(2) 0.035(2) -0.0074(17) 0.0132(18) 0.0087(18) C3 0.032(2) 0.057(2) 0.034(2) 0.0023(18) 0.0089(17) -0.0031(19) C4 0.037(2) 0.086(3) 0.030(2) 0.005(2) 0.0037(18) -0.008(2) C5 0.031(2) 0.130(4) 0.048(3) 0.012(3) 0.014(2) -0.009(3) C6 0.036(2) 0.068(3) 0.033(2) 0.0153(18) 0.0174(18) 0.0139(19) C7 0.046(3) 0.125(4) 0.040(3) 0.024(3) 0.006(2) 0.011(3) C8 0.082(4) 0.072(3) 0.072(3) 0.037(2) 0.049(3) 0.028(3) C9 0.037(2) 0.0258(18) 0.045(2) -0.0103(16) 0.0135(18) -0.0035(15) C10 0.039(2) 0.0275(18) 0.048(2) -0.0006(17) 0.0179(19) -0.0006(18) C11 0.036(2) 0.041(2) 0.0275(19) 0.0027(15) 0.0132(16) -0.0114(16) C12 0.039(2) 0.063(3) 0.039(2) 0.0045(19) 0.0098(19) -0.012(2) C13 0.062(3) 0.042(2) 0.046(2) -0.0144(18) 0.021(2) -0.013(2) C14 0.0309(19) 0.0319(18) 0.041(2) 0.0017(16) 0.0153(16) 0.0012(16) C15 0.032(2) 0.058(2) 0.052(3) -0.007(2) 0.0077(19) -0.0070(19) C16 0.042(2) 0.052(2) 0.057(2) -0.0045(19) 0.031(2) -0.0057(19) C100 0.0226(18) 0.0287(18) 0.0341(19) 0.0004(15) 0.0101(15) -0.0018(15) C101 0.033(2) 0.037(2) 0.040(2) -0.0005(16) 0.0002(17) -0.0003(17) C102 0.034(2) 0.034(2) 0.059(2) 0.0033(18) 0.0053(19) 0.0096(17) C103 0.056(3) 0.061(3) 0.068(3) 0.032(2) 0.009(2) 0.017(2) C104 0.057(3) 0.062(3) 0.120(5) 0.046(3) 0.003(3) -0.014(3) C105 0.045(3) 0.046(2) 0.091(4) 0.019(2) -0.005(2) -0.008(2) C106 0.050(3) 0.029(2) 0.045(2) -0.0058(17) 0.0080(19) 0.0029(18) B1 0.095(5) 0.078(4) 0.060(4) 0.035(3) 0.051(4) 0.042(4) B2 0.041(3) 0.037(2) 0.040(3) 0.002(2) 0.004(2) -0.009(2) N1 0.0300(18) 0.0305(15) 0.0262(17) -0.0074(12) 0.0071(13) -0.0018(13) N2 0.0219(15) 0.0270(16) 0.0316(18) -0.0011(12) 0.0069(13) -0.0021(13) N3 0.0314(17) 0.0236(16) 0.0391(17) -0.0025(12) 0.0009(14) 0.0017(12) F1 0.0805(19) 0.0605(15) 0.0700(17) 0.0232(13) 0.0206(15) 0.0217(14) F2 0.106(8) 0.189(16) 0.080(8) 0.080(10) 0.073(8) 0.108(9) F3 0.23(3) 0.177(15) 0.026(5) -0.030(7) 0.006(8) 0.019(17) F4 0.199(19) 0.20(2) 0.16(2) 0.055(17) 0.153(18) 0.034(15) F5 0.103(2) 0.0426(14) 0.0644(16) -0.0049(12) 0.0058(15) 0.0122(14) F6 0.0416(13) 0.0564(13) 0.0556(14) 0.0038(11) 0.0094(11) -0.0113(11) F7 0.0734(19) 0.0682(15) 0.0484(14) 0.0132(11) 0.0147(13) -0.0197(13) F8 0.0368(14) 0.0667(15) 0.0696(15) 0.0162(12) 0.0022(12) 0.0030(11) F12 0.184(15) 0.067(7) 0.095(8) -0.014(6) -0.019(8) 0.073(7) F13 0.103(8) 0.165(8) 0.121(7) 0.015(6) 0.009(6) -0.034(6) F14 0.132(9) 0.097(7) 0.128(10) 0.032(6) 0.055(7) -0.034(5) P1 0.0243(5) 0.0407(5) 0.0248(5) 0.0009(4) 0.0101(4) 0.0044(4) P2 0.0297(5) 0.0257(5) 0.0296(5) -0.0028(4) 0.0124(4) -0.0032(4) Ni1 0.0238(2) 0.0257(2) 0.0255(2) -0.00192(19) 0.00895(16) 0.0008(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 C1 N1 1.502(4) . ? C1 C2 1.509(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 P1 1.839(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C5 1.525(5) . ? C3 C4 1.544(5) . ? C3 P1 1.840(4) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.521(6) . ? C6 C8 1.534(5) . ? C6 P1 1.839(3) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.501(5) . ? C9 N1 1.504(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 P2 1.840(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.522(5) . ? C11 C13 1.535(5) . ? C11 P2 1.845(3) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.527(5) . ? C14 C16 1.532(5) . ? C14 P2 1.847(4) . ? C14 H14 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C100 N2 1.316(4) . ? C100 N3 1.333(4) . ? C100 C101 1.502(5) . ? C101 H10C 0.9800 . ? C101 H10D 0.9800 . ? C101 H10E 0.9800 . ? C102 N3 1.482(4) . ? C102 C103 1.507(6) . ? C102 H10F 0.9900 . ? C102 H10G 0.9900 . ? C103 C104 1.528(6) . ? C103 H10L 0.9900 . ? C103 H10M 0.9900 . ? C104 C105 1.536(6) . ? C104 H10N 0.9900 . ? C104 H10O 0.9900 . ? C105 C106 1.507(5) . ? C105 H10J 0.9900 . ? C105 H10K 0.9900 . ? C106 N3 1.472(4) . ? C106 H10H 0.9900 . ? C106 H10I 0.9900 . ? B1 F3 1.203(13) . ? B1 F4 1.210(13) . ? B1 F12 1.304(13) . ? B1 F2 1.338(13) . ? B1 F1 1.341(5) . ? B1 F14 1.608(12) . ? B1 F13 1.616(12) . ? B2 F5 1.373(5) . ? B2 F8 1.392(5) . ? B2 F7 1.392(5) . ? B2 F6 1.394(5) . ? N1 Ni1 1.950(3) . ? N1 H1 0.9300 . ? N2 Ni1 1.894(3) . ? N2 H2 0.8800 . ? P1 Ni1 2.2403(12) . ? P2 Ni1 2.2297(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 109.2(3) . . ? N1 C1 H1A 109.8 . . ? C2 C1 H1A 109.8 . . ? N1 C1 H1B 109.8 . . ? C2 C1 H1B 109.8 . . ? H1A C1 H1B 108.3 . . ? C1 C2 P1 107.2(2) . . ? C1 C2 H2A 110.3 . . ? P1 C2 H2A 110.3 . . ? C1 C2 H2B 110.3 . . ? P1 C2 H2B 110.3 . . ? H2A C2 H2B 108.5 . . ? C5 C3 C4 110.8(3) . . ? C5 C3 P1 114.6(3) . . ? C4 C3 P1 110.2(3) . . ? C5 C3 H3 107.0 . . ? C4 C3 H3 107.0 . . ? P1 C3 H3 107.0 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C8 112.0(4) . . ? C7 C6 P1 111.6(3) . . ? C8 C6 P1 111.7(3) . . ? C7 C6 H6 107.1 . . ? C8 C6 H6 107.1 . . ? P1 C6 H6 107.1 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 N1 108.4(3) . . ? C10 C9 H9A 110.0 . . ? N1 C9 H9A 110.0 . . ? C10 C9 H9B 110.0 . . ? N1 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? C9 C10 P2 107.9(2) . . ? C9 C10 H10A 110.1 . . ? P2 C10 H10A 110.1 . . ? C9 C10 H10B 110.1 . . ? P2 C10 H10B 110.1 . . ? H10A C10 H10B 108.4 . . ? C12 C11 C13 110.3(3) . . ? C12 C11 P2 111.9(2) . . ? C13 C11 P2 112.7(2) . . ? C12 C11 H11 107.2 . . ? C13 C11 H11 107.2 . . ? P2 C11 H11 107.2 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C16 110.4(3) . . ? C15 C14 P2 111.0(2) . . ? C16 C14 P2 112.4(3) . . ? C15 C14 H14 107.6 . . ? C16 C14 H14 107.6 . . ? P2 C14 H14 107.6 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N2 C100 N3 124.5(3) . . ? N2 C100 C101 117.4(3) . . ? N3 C100 C101 118.1(3) . . ? C100 C101 H10C 109.5 . . ? C100 C101 H10D 109.5 . . ? H10C C101 H10D 109.5 . . ? C100 C101 H10E 109.5 . . ? H10C C101 H10E 109.5 . . ? H10D C101 H10E 109.5 . . ? N3 C102 C103 109.4(3) . . ? N3 C102 H10F 109.8 . . ? C103 C102 H10F 109.8 . . ? N3 C102 H10G 109.8 . . ? C103 C102 H10G 109.8 . . ? H10F C102 H10G 108.2 . . ? C102 C103 C104 110.3(4) . . ? C102 C103 H10L 109.6 . . ? C104 C103 H10L 109.6 . . ? C102 C103 H10M 109.6 . . ? C104 C103 H10M 109.6 . . ? H10L C103 H10M 108.1 . . ? C103 C104 C105 111.4(4) . . ? C103 C104 H10N 109.3 . . ? C105 C104 H10N 109.3 . . ? C103 C104 H10O 109.3 . . ? C105 C104 H10O 109.3 . . ? H10N C104 H10O 108.0 . . ? C106 C105 C104 109.9(4) . . ? C106 C105 H10J 109.7 . . ? C104 C105 H10J 109.7 . . ? C106 C105 H10K 109.7 . . ? C104 C105 H10K 109.7 . . ? H10J C105 H10K 108.2 . . ? N3 C106 C105 110.2(3) . . ? N3 C106 H10H 109.6 . . ? C105 C106 H10H 109.6 . . ? N3 C106 H10I 109.6 . . ? C105 C106 H10I 109.6 . . ? H10H C106 H10I 108.1 . . ? F3 B1 F4 34.4(12) . . ? F3 B1 F12 121.9(14) . . ? F4 B1 F12 117.0(16) . . ? F3 B1 F2 119.9(14) . . ? F4 B1 F2 129.1(13) . . ? F12 B1 F2 21.0(12) . . ? F3 B1 F1 122.2(12) . . ? F4 B1 F1 121.0(11) . . ? F12 B1 F1 115.1(9) . . ? F2 B1 F1 109.3(7) . . ? F3 B1 F14 102.5(11) . . ? F4 B1 F14 68.5(10) . . ? F12 B1 F14 78.3(15) . . ? F2 B1 F14 99.1(13) . . ? F1 B1 F14 97.5(6) . . ? F3 B1 F13 60.9(11) . . ? F4 B1 F13 95.3(10) . . ? F12 B1 F13 100.9(13) . . ? F2 B1 F13 82.4(12) . . ? F1 B1 F13 100.4(6) . . ? F14 B1 F13 160.4(7) . . ? F5 B2 F8 109.4(3) . . ? F5 B2 F7 110.0(3) . . ? F8 B2 F7 109.5(4) . . ? F5 B2 F6 109.9(4) . . ? F8 B2 F6 109.5(3) . . ? F7 B2 F6 108.4(3) . . ? C1 N1 C9 111.3(3) . . ? C1 N1 Ni1 113.77(19) . . ? C9 N1 Ni1 114.5(2) . . ? C1 N1 H1 105.4 . . ? C9 N1 H1 105.4 . . ? Ni1 N1 H1 105.4 . . ? C100 N2 Ni1 128.4(2) . . ? C100 N2 H2 115.8 . . ? Ni1 N2 H2 115.8 . . ? C100 N3 C106 123.7(3) . . ? C100 N3 C102 123.6(3) . . ? C106 N3 C102 110.6(3) . . ? C2 P1 C6 105.96(17) . . ? C2 P1 C3 108.01(17) . . ? C6 P1 C3 104.97(17) . . ? C2 P1 Ni1 100.94(12) . . ? C6 P1 Ni1 124.33(13) . . ? C3 P1 Ni1 111.61(12) . . ? C10 P2 C11 106.27(16) . . ? C10 P2 C14 106.73(17) . . ? C11 P2 C14 106.95(16) . . ? C10 P2 Ni1 100.86(12) . . ? C11 P2 Ni1 114.08(12) . . ? C14 P2 Ni1 120.65(12) . . ? N2 Ni1 N1 178.52(13) . . ? N2 Ni1 P2 93.56(8) . . ? N1 Ni1 P2 85.76(8) . . ? N2 Ni1 P1 94.56(8) . . ? N1 Ni1 P1 85.89(8) . . ? P2 Ni1 P1 167.50(4) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.309 _refine_diff_density_min -0.221 _refine_diff_density_rms 0.048