#------------------------------------------------------------------------------ #$Date: 2016-03-26 02:01:29 +0200 (Sat, 26 Mar 2016) $ #$Revision: 180119 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/10/17/7101749.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7101749 loop_ _publ_author_name 'Pandarus, Valerica' 'Zargarian, Davit' _publ_section_title ; New pincer-type diphosphinito (POCOP) complexes of NiII and NiIII. ; _journal_issue 9 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 978 _journal_page_last 980 _journal_paper_doi 10.1039/b613812h _journal_year 2007 _chemical_compound_source 'Synthesized by the authors. See text' _chemical_formula_moiety 'C15 H33 Br2 Ni O2 P2' _chemical_formula_sum 'C15 H33 Br2 Ni O2 P2' _chemical_formula_weight 525.88 _chemical_name_systematic ; ? ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 127.664(1) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 34.4889(8) _cell_length_b 7.0423(2) _cell_length_c 22.1302(5) _cell_measurement_reflns_used 16037 _cell_measurement_temperature 200(2) _cell_measurement_theta_max 68.90 _cell_measurement_theta_min 3.24 _cell_volume 4254.90(18) _computing_cell_refinement 'SMART (Bruker, 1999)' _computing_data_collection 'SMART (Bruker, 1999)' _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'UdMX (local program)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 200(2) _diffrn_detector_area_resol_mean 5.5 _diffrn_measured_fraction_theta_full 0.990 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device_type 'Bruker Smart 2000' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Sealed Tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_av_sigmaI/netI 0.0149 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 29028 _diffrn_reflns_theta_full 69.04 _diffrn_reflns_theta_max 69.04 _diffrn_reflns_theta_min 3.24 _diffrn_standards_decay_% 0.59 _diffrn_standards_number 181 _exptl_absorpt_coefficient_mu 7.163 _exptl_absorpt_correction_T_max 0.810 _exptl_absorpt_correction_T_min 0.660 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Sadabs (Sheldrick,1996)' _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 2136 _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _refine_diff_density_max 1.641 _refine_diff_density_min -1.423 _refine_diff_density_rms 0.161 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 207 _refine_ls_number_reflns 3930 _refine_ls_number_restraints 24 _refine_ls_restrained_S_all 1.083 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0520 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1050P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1735 _refine_ls_wR_factor_ref 0.1758 _reflns_number_gt 3610 _reflns_number_total 3930 _reflns_threshold_expression I>2\s(I) _cod_data_source_file b613812h.txt _cod_data_source_block valer10 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_bond_publ_flag' value 'Y' changed to 'y' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (23 times). '_geom_angle_publ_flag' value 'Y' changed to 'y' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (41 time). '_geom_torsion_publ_flag' value 'Y' changed to 'y' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (68 times). Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius ; _cod_original_sg_symbol_H-M C2/c _cod_database_code 7101749 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 Ni1 Ni 0.11848(3) 0.19621(11) 0.02187(4) 0.0193(2) Uani 1 1 d . Br1 Br 0.17935(2) 0.43549(10) 0.08372(4) 0.0418(2) Uani 1 1 d . Br2 Br 0.04041(2) 0.36112(10) -0.06150(4) 0.0446(2) Uani 1 1 d . P1 P 0.12959(5) 0.14200(18) -0.06610(7) 0.0239(3) Uani 1 1 d . P2 P 0.10892(4) 0.14312(16) 0.11239(7) 0.0197(3) Uani 1 1 d . O1 O 0.10221(14) -0.0560(5) -0.1068(2) 0.0313(8) Uani 1 1 d . O2 O 0.07516(13) -0.0464(5) 0.0838(2) 0.0253(7) Uani 1 1 d . C1 C 0.0683(2) -0.1102(8) -0.0914(3) 0.0308(11) Uani 1 1 d . H1A H 0.0607 -0.2473 -0.1020 0.037 Uiso 1 1 calc R H1B H 0.0374 -0.0381 -0.1252 0.037 Uiso 1 1 calc R C2 C 0.09129(18) -0.0689(7) -0.0084(3) 0.0251(10) Uani 1 1 d . H2 H 0.1190 -0.1597 0.0240 0.030 Uiso 1 1 calc R C3 C 0.05433(18) -0.1015(7) 0.0066(3) 0.0261(10) Uani 1 1 d . H3A H 0.0244 -0.0260 -0.0298 0.031 Uiso 1 1 calc R H3B H 0.0450 -0.2373 -0.0010 0.031 Uiso 1 1 calc R C4 C 0.1928(2) 0.0933(8) -0.0284(3) 0.0324(12) Uani 1 1 d . H4 H 0.2111 0.2163 -0.0096 0.039 Uiso 1 1 calc R C5 C 0.1026(3) 0.3158(10) -0.1432(4) 0.0477(16) Uani 1 1 d . H5 H 0.0754 0.3683 -0.1438 0.057 Uiso 1 1 calc R C6 C 0.16178(18) 0.0667(8) 0.2076(3) 0.0271(11) Uani 1 1 d . H6 H 0.1486 0.0009 0.2317 0.033 Uiso 1 1 calc R C7 C 0.07347(18) 0.3136(7) 0.1230(3) 0.0256(10) Uani 1 1 d . H7 H 0.0409 0.3217 0.0715 0.031 Uiso 1 1 calc R C8 C 0.2167(2) -0.0400(11) 0.0394(4) 0.0485(16) Uani 1 1 d . H8A H 0.1976 -0.1576 0.0239 0.073 Uiso 1 1 calc R H8B H 0.2178 0.0209 0.0803 0.073 Uiso 1 1 calc R H8C H 0.2501 -0.0695 0.0579 0.073 Uiso 1 1 calc R C9 C 0.1972(3) 0.0149(12) -0.0887(4) 0.0511(17) Uani 1 1 d . H9A H 0.2319 -0.0055 -0.0655 0.077 Uiso 1 1 calc R H9B H 0.1831 0.1061 -0.1307 0.077 Uiso 1 1 calc R H9C H 0.1796 -0.1059 -0.1084 0.077 Uiso 1 1 calc R C10 C 0.1344(3) 0.4877(11) -0.1213(4) 0.060(2) Uani 1 1 d U H10A H 0.1632 0.4535 -0.1179 0.091 Uiso 1 1 calc R H10B H 0.1449 0.5351 -0.0717 0.091 Uiso 1 1 calc R H10C H 0.1158 0.5868 -0.1600 0.091 Uiso 1 1 calc R C11 C 0.0757(4) 0.2408(15) -0.2208(5) 0.084(3) Uani 1 1 d U H11A H 0.0545 0.3401 -0.2576 0.126 Uiso 1 1 calc R H11B H 0.0557 0.1325 -0.2271 0.126 Uiso 1 1 calc R H11C H 0.0990 0.1995 -0.2297 0.126 Uiso 1 1 calc R C12 C 0.1920(2) -0.0789(10) 0.2016(3) 0.0420(14) Uani 1 1 d . H12A H 0.2090 -0.0160 0.1843 0.063 Uiso 1 1 calc R H12B H 0.1703 -0.1777 0.1649 0.063 Uiso 1 1 calc R H12C H 0.2161 -0.1367 0.2517 0.063 Uiso 1 1 calc R C13 C 0.1941(2) 0.2300(10) 0.2609(3) 0.0384(13) Uani 1 1 d . H13A H 0.2230 0.1781 0.3088 0.058 Uiso 1 1 calc R H13B H 0.1755 0.3085 0.2716 0.058 Uiso 1 1 calc R H13C H 0.2045 0.3078 0.2363 0.058 Uiso 1 1 calc R C14 C 0.0942(2) 0.5161(8) 0.1413(4) 0.0362(12) Uani 1 1 d U H14A H 0.0712 0.6025 0.1396 0.054 Uiso 1 1 calc R H14B H 0.0988 0.5562 0.1037 0.054 Uiso 1 1 calc R H14C H 0.1257 0.5189 0.1925 0.054 Uiso 1 1 calc R C15 C 0.0628(2) 0.2411(9) 0.1758(3) 0.0326(12) Uani 1 1 d U H15A H 0.0931 0.2403 0.2284 0.049 Uiso 1 1 calc R H15B H 0.0497 0.1118 0.1609 0.049 Uiso 1 1 calc R H15C H 0.0388 0.3242 0.1724 0.049 Uiso 1 1 calc R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0178(4) 0.0185(4) 0.0193(4) -0.0015(3) 0.0102(4) -0.0027(3) Br1 0.0403(4) 0.0434(4) 0.0410(4) -0.0116(3) 0.0243(3) -0.0165(3) Br2 0.0407(4) 0.0459(4) 0.0403(4) 0.0050(3) 0.0213(3) 0.0087(3) P1 0.0270(6) 0.0229(6) 0.0232(6) -0.0018(5) 0.0159(6) -0.0039(5) P2 0.0172(6) 0.0198(6) 0.0193(6) -0.0006(4) 0.0097(5) -0.0017(4) O1 0.037(2) 0.032(2) 0.0317(19) -0.0138(16) 0.0241(17) -0.0137(16) O2 0.0274(18) 0.0238(18) 0.0269(17) -0.0033(14) 0.0178(15) -0.0070(14) C1 0.035(3) 0.029(3) 0.032(3) -0.010(2) 0.022(2) -0.013(2) C2 0.025(2) 0.024(2) 0.027(2) -0.0029(19) 0.016(2) -0.0045(19) C3 0.025(2) 0.025(2) 0.027(2) -0.007(2) 0.015(2) -0.008(2) C4 0.033(3) 0.034(3) 0.040(3) -0.008(2) 0.028(3) -0.005(2) C5 0.056(4) 0.048(4) 0.032(3) 0.011(3) 0.023(3) 0.000(3) C6 0.022(2) 0.033(3) 0.022(2) 0.005(2) 0.012(2) 0.001(2) C7 0.019(2) 0.028(3) 0.027(2) -0.002(2) 0.013(2) 0.0003(19) C8 0.040(3) 0.057(4) 0.051(4) 0.011(3) 0.029(3) 0.014(3) C9 0.052(4) 0.066(5) 0.054(4) -0.019(4) 0.042(4) -0.008(3) C10 0.085(5) 0.040(3) 0.045(4) 0.008(3) 0.034(4) -0.008(4) C11 0.098(6) 0.072(5) 0.052(4) 0.012(4) 0.031(4) -0.013(5) C12 0.032(3) 0.048(4) 0.033(3) 0.006(3) 0.013(3) 0.013(3) C13 0.026(3) 0.047(3) 0.026(3) -0.002(2) 0.008(2) -0.006(2) C14 0.041(3) 0.026(3) 0.044(3) -0.004(2) 0.028(3) 0.001(2) C15 0.031(3) 0.040(3) 0.033(3) -0.005(2) 0.022(2) -0.003(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 NI1 P1 81.04(15) y C2 NI1 P2 81.40(15) y P1 NI1 P2 160.57(6) y C2 NI1 BR1 157.09(15) y P1 NI1 BR1 93.54(4) y P2 NI1 BR1 99.43(4) y C2 NI1 BR2 96.64(15) y P1 NI1 BR2 96.91(5) y P2 NI1 BR2 93.33(4) y BR1 NI1 BR2 106.13(4) y O1 P1 C5 105.5(3) y O1 P1 C4 102.7(2) y C5 P1 C4 109.7(3) y O1 P1 NI1 106.30(14) y C5 P1 NI1 116.0(3) y C4 P1 NI1 115.21(19) y O2 P2 C7 102.3(2) y O2 P2 C6 100.3(2) y C7 P2 C6 108.6(2) y O2 P2 NI1 104.47(13) y C7 P2 NI1 118.55(17) y C6 P2 NI1 119.22(17) y C1 O1 P1 112.1(3) y C3 O2 P2 113.7(3) y O1 C1 C2 109.5(4) y O1 C1 H1A 109.8 ? C2 C1 H1A 109.8 ? O1 C1 H1B 109.8 ? C2 C1 H1B 109.8 ? H1A C1 H1B 108.2 ? C3 C2 C1 110.4(4) y C3 C2 NI1 110.5(3) y C1 C2 NI1 111.9(3) y C3 C2 H2 107.9 ? C1 C2 H2 107.9 ? NI1 C2 H2 107.9 ? O2 C3 C2 109.9(4) y O2 C3 H3A 109.7 ? C2 C3 H3A 109.7 ? O2 C3 H3B 109.7 ? C2 C3 H3B 109.7 ? H3A C3 H3B 108.2 ? C8 C4 C9 110.8(6) y C8 C4 P1 110.0(4) y C9 C4 P1 113.3(4) y C8 C4 H4 107.5 ? C9 C4 H4 107.5 ? P1 C4 H4 107.5 ? C11 C5 C10 118.9(7) y C11 C5 P1 116.8(6) y C10 C5 P1 112.6(5) y C11 C5 H5 101.6 ? C10 C5 H5 101.6 ? P1 C5 H5 101.6 ? C12 C6 C13 110.9(5) y C12 C6 P2 110.5(4) y C13 C6 P2 114.2(4) y C12 C6 H6 107 ? C13 C6 H6 107 ? P2 C6 H6 107 ? C15 C7 C14 113.7(5) y C15 C7 P2 112.0(4) y C14 C7 P2 113.9(4) y C15 C7 H7 105.4 ? C14 C7 H7 105.4 ? P2 C7 H7 105.4 ? C4 C8 H8A 109.5 ? C4 C8 H8B 109.5 ? H8A C8 H8B 109.5 ? C4 C8 H8C 109.5 ? H8A C8 H8C 109.5 ? H8B C8 H8C 109.5 ? C4 C9 H9A 109.5 ? C4 C9 H9B 109.5 ? H9A C9 H9B 109.5 ? C4 C9 H9C 109.5 ? H9A C9 H9C 109.5 ? H9B C9 H9C 109.5 ? C5 C10 H10A 109.5 ? C5 C10 H10B 109.5 ? H10A C10 H10B 109.5 ? C5 C10 H10C 109.5 ? H10A C10 H10C 109.5 ? H10B C10 H10C 109.5 ? C5 C11 H11A 109.5 ? C5 C11 H11B 109.5 ? H11A C11 H11B 109.5 ? C5 C11 H11C 109.5 ? H11A C11 H11C 109.5 ? H11B C11 H11C 109.5 ? C6 C12 H12A 109.5 ? C6 C12 H12B 109.5 ? H12A C12 H12B 109.5 ? C6 C12 H12C 109.5 ? H12A C12 H12C 109.5 ? H12B C12 H12C 109.5 ? C6 C13 H13A 109.5 ? C6 C13 H13B 109.5 ? H13A C13 H13B 109.5 ? C6 C13 H13C 109.5 ? H13A C13 H13C 109.5 ? H13B C13 H13C 109.5 ? C7 C14 H14A 109.5 ? C7 C14 H14B 109.5 ? H14A C14 H14B 109.5 ? C7 C14 H14C 109.5 ? H14A C14 H14C 109.5 ? H14B C14 H14C 109.5 ? C7 C15 H15A 109.5 ? C7 C15 H15B 109.5 ? H15A C15 H15B 109.5 ? C7 C15 H15C 109.5 ? H15A C15 H15C 109.5 ? H15B C15 H15C 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Ni1 C2 2.011(5) y Ni1 P1 2.2348(14) y Ni1 P2 2.2514(14) y Ni1 Br1 2.3683(9) y Ni1 Br2 2.4355(10) y P1 O1 1.615(4) y P1 C5 1.825(6) y P1 C4 1.829(6) y P2 O2 1.624(3) y P2 C7 1.828(5) y P2 C6 1.833(5) y O1 C1 1.454(6) y O2 C3 1.444(6) y C1 C2 1.519(7) y C1 H1a 0.99 ? C1 H1b 0.99 ? C2 C3 1.519(7) y C2 H2 1 ? C3 H3a 0.99 ? C3 H3b 0.99 ? C4 C8 1.517(9) y C4 C9 1.536(8) y C4 H4 1 ? C5 C11 1.464(11) y C5 C10 1.502(10) y C5 H5 1 ? C6 C12 1.525(8) y C6 C13 1.532(8) y C6 H6 1 ? C7 C15 1.513(7) y C7 C14 1.534(7) y C7 H7 1 ? C8 H8a 0.98 ? C8 H8b 0.98 ? C8 H8c 0.98 ? C9 H9a 0.98 ? C9 H9b 0.98 ? C9 H9c 0.98 ? C10 H10a 0.98 ? C10 H10b 0.98 ? C10 H10c 0.98 ? C11 H11a 0.98 ? C11 H11b 0.98 ? C11 H11c 0.98 ? C12 H12a 0.98 ? C12 H12b 0.98 ? C12 H12c 0.98 ? C13 H13a 0.98 ? C13 H13b 0.98 ? C13 H13c 0.98 ? C14 H14a 0.98 ? C14 H14b 0.98 ? C14 H14c 0.98 ? C15 H15a 0.98 ? C15 H15b 0.98 ? C15 H15c 0.98 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C2 NI1 P1 O1 8.3(2) y P2 NI1 P1 O1 33.9(2) y BR1 NI1 P1 O1 165.90(16) y BR2 NI1 P1 O1 -87.37(16) y C2 NI1 P1 C5 125.1(3) y P2 NI1 P1 C5 150.7(3) y BR1 NI1 P1 C5 -77.3(3) y BR2 NI1 P1 C5 29.5(3) y C2 NI1 P1 C4 -104.7(3) y P2 NI1 P1 C4 -79.1(3) y BR1 NI1 P1 C4 52.9(2) y BR2 NI1 P1 C4 159.6(2) y C2 NI1 P2 O2 -13.1(2) y P1 NI1 P2 O2 -38.7(2) y BR1 NI1 P2 O2 -169.89(14) y BR2 NI1 P2 O2 83.14(14) y C2 NI1 P2 C7 -126.1(2) y P1 NI1 P2 C7 -151.7(2) y BR1 NI1 P2 C7 77.09(19) y BR2 NI1 P2 C7 -29.87(19) y C2 NI1 P2 C6 97.8(3) y P1 NI1 P2 C6 72.2(3) y BR1 NI1 P2 C6 -59.0(2) y BR2 NI1 P2 C6 -166.0(2) y C5 P1 O1 C1 -107.6(4) y C4 P1 O1 C1 137.4(4) y NI1 P1 O1 C1 16.0(4) y C7 P2 O2 C3 113.3(4) y C6 P2 O2 C3 -134.9(3) y NI1 P2 O2 C3 -10.8(3) y P1 O1 C1 C2 -40.9(5) y O1 C1 C2 C3 173.0(4) y O1 C1 C2 NI1 49.5(5) y P1 NI1 C2 C3 -154.2(4) y P2 NI1 C2 C3 34.1(3) y BR1 NI1 C2 C3 128.0(4) y BR2 NI1 C2 C3 -58.2(3) y P1 NI1 C2 C1 -30.7(3) y P2 NI1 C2 C1 157.7(4) y BR1 NI1 C2 C1 -108.4(5) y BR2 NI1 C2 C1 65.3(4) y P2 O2 C3 C2 38.5(5) y C1 C2 C3 O2 -175.1(4) y NI1 C2 C3 O2 -50.8(5) y O1 P1 C4 C8 -72.3(5) y C5 P1 C4 C8 175.9(5) y NI1 P1 C4 C8 42.8(5) y O1 P1 C4 C9 52.3(5) y C5 P1 C4 C9 -59.5(6) y NI1 P1 C4 C9 167.4(4) y O1 P1 C5 C11 -17.3(8) y C4 P1 C5 C11 92.7(8) y NI1 P1 C5 C11 -134.6(7) y O1 P1 C5 C10 -160.0(6) y C4 P1 C5 C10 -50.0(7) y NI1 P1 C5 C10 82.7(6) y O2 P2 C6 C12 72.1(4) y C7 P2 C6 C12 178.9(4) y NI1 P2 C6 C12 -41.1(5) y O2 P2 C6 C13 -162.1(4) y C7 P2 C6 C13 -55.2(5) y NI1 P2 C6 C13 84.8(4) y O2 P2 C7 C15 55.7(4) y C6 P2 C7 C15 -49.8(4) y NI1 P2 C7 C15 169.9(3) y O2 P2 C7 C14 -173.5(4) y C6 P2 C7 C14 81.0(4) y NI1 P2 C7 C14 -59.3(4) y