data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Chris Chang' 'Julian P. Bigi' 'Alicia L. Chang' 'Tamara E. Hanna' 'W. Hill Harman' _publ_contact_author_name 'Chris Chang' _publ_contact_author_email CHRISCHANG@BERKELEY.EDU _publ_section_title ; Electrocatalytic Reduction of Protons to Hydrogen by a Water-Compatible Cobalt Polypyridyl Platform ; # Attachment 'jpb0826s_PY4Co.cif' data_jpb0826s _database_code_depnum_ccdc_archive 'CCDC 743197' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 Co N6 O, C4 H8 O, 2(F6P)' _chemical_formula_sum 'C30 H32 Co F12 N6 O2 P2' _chemical_formula_weight 857.49 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' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1) / c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.9665(12) _cell_length_b 11.8487(12) _cell_length_c 25.024(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.723(2) _cell_angle_gamma 90.00 _cell_volume 3547.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 3136 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 22.569 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.074 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1740 _exptl_absorpt_coefficient_mu 0.676 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.905844 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details 'Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo Kalpha' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX I' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19864 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 26.41 _reflns_number_total 7232 _reflns_number_gt 5360 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART v. 5.631' _computing_cell_refinement 'Bruker SMART v. 7.07' _computing_data_reduction 'Bruker SMART v. 7.07' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0737P)^2^+2.0140P] 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 7232 _refine_ls_number_parameters 480 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0740 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1427 _refine_ls_wR_factor_gt 0.1329 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.004 _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 0.73636(3) 0.95204(3) 0.605473(16) 0.02261(13) Uani 1 1 d . . . P2 P 0.77560(8) 0.56418(7) 0.44303(4) 0.0327(2) Uani 1 1 d . . . P3 P 0.63057(8) 0.58182(8) 0.75123(4) 0.0327(2) Uani 1 1 d . . . N1 N 0.7198(2) 0.9387(2) 0.68770(11) 0.0321(6) Uani 1 1 d . . . F7 F 0.7047(2) 0.53356(18) 0.49472(9) 0.0542(6) Uani 1 1 d . . . N2 N 0.7207(2) 0.9800(2) 0.52436(10) 0.0241(5) Uani 1 1 d . . . F8 F 0.84704(19) 0.5955(2) 0.39167(9) 0.0546(6) Uani 1 1 d . . . F1 F 0.5300(2) 0.6686(2) 0.74762(10) 0.0771(9) Uani 1 1 d . . . F2 F 0.5984(3) 0.5310(2) 0.69505(10) 0.0806(9) Uani 1 1 d . . . F9 F 0.6628(2) 0.5887(3) 0.41161(10) 0.0766(9) Uani 1 1 d . . . O1 O 0.86555(19) 1.24688(18) 0.50680(8) 0.0300(5) Uani 1 1 d . . . F10 F 0.7701(3) 0.4374(2) 0.42370(13) 0.0794(9) Uani 1 1 d . . . F3 F 0.6594(2) 0.6318(2) 0.80893(9) 0.0636(7) Uani 1 1 d . . . C1 C 0.7051(3) 0.9291(3) 0.73210(14) 0.0333(8) Uani 1 1 d . . . F11 F 0.7803(2) 0.69165(19) 0.46246(11) 0.0664(8) Uani 1 1 d . . . F6 F 0.7308(2) 0.4967(2) 0.75562(12) 0.0782(9) Uani 1 1 d . . . F4 F 0.5513(3) 0.4931(2) 0.78009(12) 0.0783(8) Uani 1 1 d . . . F5 F 0.7066(3) 0.6724(2) 0.72394(12) 0.0862(10) Uani 1 1 d . . . N4 N 0.6884(2) 1.1293(2) 0.60733(9) 0.0237(5) Uani 1 1 d . . . N5 N 0.8989(2) 1.0149(2) 0.60200(10) 0.0240(5) Uani 1 1 d . . . N3 N 0.8133(2) 0.7830(2) 0.60720(10) 0.0284(6) Uani 1 1 d . . . N6 N 0.5963(2) 0.8512(2) 0.58458(11) 0.0302(6) Uani 1 1 d . . . C11 C 1.0739(3) 1.0350(3) 0.64713(14) 0.0339(8) Uani 1 1 d . . . H11A H 1.1262 1.0070 0.6716 0.041 Uiso 1 1 calc R . . F13 F 0.8883(2) 0.5400(3) 0.47443(12) 0.0823(9) Uani 1 1 d . . . C4 C 0.6269(3) 1.3546(3) 0.60742(14) 0.0353(8) Uani 1 1 d . . . H4A H 0.6052 1.4300 0.6073 0.042 Uiso 1 1 calc R . . C16 C 0.7645(2) 1.0706(2) 0.50060(12) 0.0243(6) Uani 1 1 d . . . C8 C 0.9190(2) 1.1101(2) 0.57425(12) 0.0232(6) Uani 1 1 d . . . C19 C 0.6267(3) 0.9304(3) 0.44344(13) 0.0344(8) Uani 1 1 d . . . H19A H 0.5812 0.8806 0.4244 0.041 Uiso 1 1 calc R . . C27 C 0.8267(3) 1.1550(2) 0.53712(12) 0.0245(6) Uani 1 1 d . . . C2 C 0.7364(2) 1.2042(2) 0.57389(11) 0.0231(6) Uani 1 1 d . . . C6 C 0.6103(3) 1.1682(3) 0.64060(12) 0.0286(7) Uani 1 1 d . . . H6A H 0.5762 1.1178 0.6638 0.034 Uiso 1 1 calc R . . C25 C 0.5405(3) 0.7835(3) 0.61734(15) 0.0375(8) Uani 1 1 d . . . H25A H 0.5450 0.7969 0.6539 0.045 Uiso 1 1 calc R . . C20 C 0.6487(3) 0.9133(3) 0.49722(13) 0.0285(7) Uani 1 1 d . . . C3 C 0.7084(3) 1.3170(3) 0.57283(13) 0.0309(7) Uani 1 1 d . . . H3A H 0.7433 1.3665 0.5495 0.037 Uiso 1 1 calc R . . C26 C 0.9541(3) 1.2245(3) 0.46958(14) 0.0383(8) Uani 1 1 d . . . H26A H 0.9731 1.2929 0.4513 0.057 Uiso 1 1 calc R . . H26B H 0.9295 1.1690 0.4441 0.057 Uiso 1 1 calc R . . H26C H 1.0185 1.1968 0.4887 0.057 Uiso 1 1 calc R . . C18 C 0.6728(3) 1.0220(3) 0.41877(13) 0.0337(8) Uani 1 1 d . . . H18A H 0.6596 1.0343 0.3825 0.040 Uiso 1 1 calc R . . C10 C 1.0934(3) 1.1349(3) 0.62030(14) 0.0361(8) Uani 1 1 d . . . H10A H 1.1587 1.1755 0.6267 0.043 Uiso 1 1 calc R . . C15 C 0.6874(4) 0.9191(4) 0.78910(14) 0.0510(11) Uani 1 1 d . . . H15A H 0.7482 0.9543 0.8081 0.076 Uiso 1 1 calc R . . H15B H 0.6836 0.8408 0.7987 0.076 Uiso 1 1 calc R . . H15C H 0.6186 0.9557 0.7982 0.076 Uiso 1 1 calc R . . C12 C 0.9768(3) 0.9784(3) 0.63713(13) 0.0310(7) Uani 1 1 d . . . H12A H 0.9638 0.9115 0.6555 0.037 Uiso 1 1 calc R . . C17 C 0.7388(3) 1.0959(3) 0.44753(13) 0.0306(7) Uani 1 1 d . . . H17A H 0.7657 1.1614 0.4318 0.037 Uiso 1 1 calc R . . C5 C 0.5785(3) 1.2796(3) 0.64186(14) 0.0371(8) Uani 1 1 d . . . H5A H 0.5247 1.3038 0.6658 0.044 Uiso 1 1 calc R . . C21 C 0.5882(3) 0.8308(3) 0.53090(13) 0.0309(7) Uani 1 1 d . . . C9 C 1.0147(3) 1.1735(3) 0.58397(13) 0.0303(7) Uani 1 1 d . . . H9A H 1.0257 1.2414 0.5661 0.036 Uiso 1 1 calc R . . C13 C 0.8418(3) 0.6918(3) 0.61133(13) 0.0304(7) Uani 1 1 d . . . C22 C 0.5266(3) 0.7425(3) 0.51045(15) 0.0394(8) Uani 1 1 d . . . H22A H 0.5232 0.7296 0.4738 0.047 Uiso 1 1 calc R . . C24 C 0.4762(3) 0.6943(3) 0.59924(16) 0.0421(9) Uani 1 1 d . . . H24A H 0.4377 0.6490 0.6231 0.051 Uiso 1 1 calc R . . C14 C 0.8789(4) 0.5755(3) 0.61610(18) 0.0517(11) Uani 1 1 d . . . H14A H 0.8785 0.5409 0.5814 0.078 Uiso 1 1 calc R . . H14B H 0.8295 0.5351 0.6392 0.078 Uiso 1 1 calc R . . H14C H 0.9533 0.5738 0.6309 0.078 Uiso 1 1 calc R . . C23 C 0.4702(3) 0.6735(3) 0.54519(17) 0.0465(10) Uani 1 1 d . . . H23A H 0.4282 0.6132 0.5322 0.056 Uiso 1 1 calc R . . O2 O 0.9512(4) 0.2406(4) 0.80597(19) 0.1033(14) Uani 1 1 d . . . C101 C 0.7815(8) 0.2226(5) 0.7580(3) 0.115(3) Uani 1 1 d . . . H10B H 0.7501 0.1482 0.7519 0.138 Uiso 1 1 calc R . . H10C H 0.7222 0.2781 0.7545 0.138 Uiso 1 1 calc R . . C102 C 0.8329(8) 0.2289(7) 0.8102(3) 0.138(3) Uani 1 1 d . . . H10D H 0.8028 0.2930 0.8294 0.165 Uiso 1 1 calc R . . H10E H 0.8158 0.1611 0.8302 0.165 Uiso 1 1 calc R . . C103 C 0.8683(6) 0.2453(8) 0.7206(3) 0.127(3) Uani 1 1 d . . . H10F H 0.8515 0.3141 0.7011 0.152 Uiso 1 1 calc R . . H10G H 0.8733 0.1838 0.6951 0.152 Uiso 1 1 calc R . . C104 C 0.9804(10) 0.2582(13) 0.7510(4) 0.238(7) Uani 1 1 d . . . H10H H 1.0340 0.2023 0.7394 0.286 Uiso 1 1 calc R . . H10I H 1.0116 0.3329 0.7459 0.286 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 0.0220(2) 0.0250(2) 0.0208(2) 0.00152(16) -0.00050(15) -0.00370(17) P2 0.0338(5) 0.0318(5) 0.0324(5) 0.0040(4) -0.0044(4) -0.0078(4) P3 0.0346(5) 0.0346(5) 0.0289(5) -0.0008(4) -0.0023(4) 0.0049(4) N1 0.0368(16) 0.0324(14) 0.0270(16) 0.0028(12) 0.0001(12) -0.0027(12) F7 0.0757(17) 0.0447(12) 0.0426(13) 0.0097(10) 0.0114(12) -0.0180(12) N2 0.0231(13) 0.0265(13) 0.0228(13) -0.0023(10) -0.0008(10) -0.0023(10) F8 0.0494(14) 0.0630(14) 0.0518(14) 0.0012(11) 0.0134(11) -0.0107(12) F1 0.090(2) 0.092(2) 0.0498(15) -0.0015(14) -0.0058(14) 0.0599(17) F2 0.108(2) 0.087(2) 0.0462(15) -0.0297(14) -0.0175(15) 0.0216(18) F9 0.0416(14) 0.144(3) 0.0438(14) 0.0108(16) -0.0078(11) 0.0098(16) O1 0.0338(13) 0.0300(11) 0.0263(12) 0.0067(9) 0.0045(10) -0.0044(10) F10 0.090(2) 0.0497(15) 0.099(2) -0.0246(14) 0.0292(18) -0.0247(14) F3 0.091(2) 0.0635(15) 0.0354(13) -0.0045(11) -0.0199(12) -0.0022(14) C1 0.0386(19) 0.0316(17) 0.030(2) 0.0019(14) 0.0011(15) -0.0049(15) F11 0.0753(17) 0.0380(12) 0.0866(19) -0.0094(12) 0.0320(15) -0.0194(12) F6 0.0675(18) 0.0741(18) 0.093(2) -0.0040(16) -0.0133(16) 0.0394(15) F4 0.083(2) 0.0678(17) 0.085(2) -0.0029(15) 0.0202(16) -0.0277(16) F5 0.107(2) 0.0653(17) 0.087(2) 0.0019(15) 0.0482(18) -0.0208(17) N4 0.0226(13) 0.0279(13) 0.0206(13) -0.0008(10) -0.0012(10) -0.0016(11) N5 0.0244(13) 0.0247(13) 0.0228(13) -0.0024(10) 0.0009(11) -0.0010(10) N3 0.0246(14) 0.0302(15) 0.0302(15) 0.0021(11) -0.0012(11) -0.0042(11) N6 0.0270(14) 0.0314(14) 0.0320(15) 0.0047(12) -0.0038(11) -0.0040(12) C11 0.0257(17) 0.0400(19) 0.0358(19) 0.0005(15) -0.0068(14) 0.0007(14) F13 0.0550(17) 0.125(3) 0.0660(18) 0.0008(17) -0.0235(14) 0.0209(17) C4 0.041(2) 0.0291(17) 0.0358(19) -0.0045(15) -0.0014(15) 0.0061(15) C16 0.0224(15) 0.0274(15) 0.0232(16) -0.0004(12) 0.0016(12) 0.0012(12) C8 0.0215(15) 0.0277(15) 0.0205(15) -0.0042(12) 0.0031(12) -0.0003(12) C19 0.0295(18) 0.043(2) 0.0307(18) -0.0088(15) -0.0074(14) -0.0045(15) C27 0.0262(16) 0.0247(15) 0.0226(15) 0.0036(12) 0.0008(12) -0.0027(12) C2 0.0254(16) 0.0242(15) 0.0195(15) 0.0000(12) -0.0035(12) -0.0036(12) C6 0.0253(16) 0.0372(17) 0.0233(16) 0.0008(13) 0.0016(13) 0.0008(14) C25 0.0310(19) 0.044(2) 0.037(2) 0.0090(16) -0.0053(15) -0.0070(16) C20 0.0251(16) 0.0315(16) 0.0289(18) -0.0054(13) -0.0021(13) -0.0037(13) C3 0.0365(19) 0.0275(16) 0.0285(18) -0.0001(13) -0.0042(14) -0.0021(14) C26 0.0349(19) 0.050(2) 0.0301(18) 0.0064(16) 0.0094(15) -0.0075(16) C18 0.0306(18) 0.048(2) 0.0221(16) 0.0011(14) -0.0036(13) 0.0041(15) C10 0.0256(17) 0.0388(19) 0.044(2) -0.0025(16) -0.0011(15) -0.0090(15) C15 0.074(3) 0.053(2) 0.026(2) 0.0050(17) 0.0024(19) -0.013(2) C12 0.0286(17) 0.0319(17) 0.0323(18) 0.0030(14) -0.0024(14) 0.0017(14) C17 0.0311(18) 0.0358(17) 0.0251(17) -0.0002(14) 0.0020(14) 0.0002(14) C5 0.0339(19) 0.044(2) 0.0339(19) -0.0095(16) 0.0037(15) 0.0081(16) C21 0.0235(16) 0.0332(17) 0.0360(19) 0.0013(14) -0.0040(14) 0.0013(13) C9 0.0258(17) 0.0293(16) 0.0359(19) -0.0004(14) 0.0025(14) -0.0065(13) C13 0.0282(17) 0.0318(18) 0.0311(18) 0.0010(14) -0.0002(13) -0.0081(14) C22 0.034(2) 0.041(2) 0.043(2) -0.0067(16) -0.0044(16) -0.0097(16) C24 0.0295(19) 0.041(2) 0.055(2) 0.0133(18) -0.0037(17) -0.0104(16) C14 0.059(3) 0.0309(19) 0.065(3) 0.0019(18) -0.006(2) -0.0008(18) C23 0.037(2) 0.042(2) 0.061(3) -0.0037(19) -0.0079(18) -0.0151(17) O2 0.109(3) 0.096(3) 0.103(3) -0.020(2) -0.055(3) -0.006(3) C101 0.187(8) 0.068(4) 0.089(5) -0.011(3) -0.037(5) -0.004(5) C102 0.185(9) 0.122(6) 0.104(6) 0.019(5) -0.068(6) -0.072(6) C103 0.098(5) 0.218(9) 0.064(4) -0.048(5) -0.018(4) 0.050(6) C104 0.208(12) 0.373(18) 0.133(8) -0.185(11) 0.025(8) -0.025(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 Co1 N2 2.063(3) . ? Co1 N1 2.076(3) . ? Co1 N5 2.086(3) . ? Co1 N6 2.118(3) . ? Co1 N4 2.178(3) . ? Co1 N3 2.205(3) . ? P2 F13 1.578(3) . ? P2 F10 1.579(2) . ? P2 F9 1.580(3) . ? P2 F11 1.588(2) . ? P2 F8 1.596(2) . ? P2 F7 1.598(2) . ? P3 F5 1.569(3) . ? P3 F6 1.571(3) . ? P3 F2 1.573(3) . ? P3 F1 1.584(2) . ? P3 F3 1.595(2) . ? P3 F4 1.595(3) . ? N1 C1 1.133(4) . ? N2 C16 1.337(4) . ? N2 C20 1.347(4) . ? O1 C27 1.409(3) . ? O1 C26 1.444(4) . ? C1 C15 1.449(5) . ? N4 C6 1.342(4) . ? N4 C2 1.353(4) . ? N5 C12 1.344(4) . ? N5 C8 1.348(4) . ? N3 C13 1.137(4) . ? N6 C25 1.333(4) . ? N6 C21 1.367(4) . ? C11 C12 1.363(5) . ? C11 C10 1.381(5) . ? C4 C5 1.371(5) . ? C4 C3 1.386(5) . ? C16 C17 1.392(4) . ? C16 C27 1.540(4) . ? C8 C9 1.389(4) . ? C8 C27 1.530(4) . ? C19 C18 1.368(5) . ? C19 C20 1.383(5) . ? C27 C2 1.543(4) . ? C2 C3 1.377(4) . ? C6 C5 1.373(5) . ? C25 C24 1.380(5) . ? C20 C21 1.485(5) . ? C18 C17 1.376(5) . ? C10 C9 1.378(5) . ? C21 C22 1.375(5) . ? C13 C14 1.452(5) . ? C22 C23 1.377(5) . ? C24 C23 1.376(6) . ? O2 C102 1.428(10) . ? O2 C104 1.438(11) . ? C101 C103 1.433(10) . ? C101 C102 1.438(9) . ? C103 C104 1.541(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 N2 Co1 N1 168.26(11) . . ? N2 Co1 N5 88.56(10) . . ? N1 Co1 N5 99.74(11) . . ? N2 Co1 N6 77.64(10) . . ? N1 Co1 N6 96.70(11) . . ? N5 Co1 N6 157.88(10) . . ? N2 Co1 N4 81.11(9) . . ? N1 Co1 N4 91.37(10) . . ? N5 Co1 N4 84.43(9) . . ? N6 Co1 N4 109.95(10) . . ? N2 Co1 N3 101.41(10) . . ? N1 Co1 N3 87.50(10) . . ? N5 Co1 N3 86.31(10) . . ? N6 Co1 N3 79.71(10) . . ? N4 Co1 N3 170.34(10) . . ? F13 P2 F10 90.69(18) . . ? F13 P2 F9 179.8(2) . . ? F10 P2 F9 89.48(18) . . ? F13 P2 F11 89.62(17) . . ? F10 P2 F11 179.64(16) . . ? F9 P2 F11 90.21(18) . . ? F13 P2 F8 88.86(15) . . ? F10 P2 F8 89.73(14) . . ? F9 P2 F8 91.10(14) . . ? F11 P2 F8 90.47(13) . . ? F13 P2 F7 90.87(15) . . ? F10 P2 F7 90.67(14) . . ? F9 P2 F7 89.17(14) . . ? F11 P2 F7 89.14(12) . . ? F8 P2 F7 179.53(15) . . ? F5 P3 F6 91.32(18) . . ? F5 P3 F2 90.57(18) . . ? F6 P3 F2 89.71(16) . . ? F5 P3 F1 88.59(18) . . ? F6 P3 F1 179.14(17) . . ? F2 P3 F1 91.15(15) . . ? F5 P3 F3 91.13(16) . . ? F6 P3 F3 91.09(16) . . ? F2 P3 F3 178.10(18) . . ? F1 P3 F3 88.05(14) . . ? F5 P3 F4 178.04(17) . . ? F6 P3 F4 90.19(18) . . ? F2 P3 F4 90.68(17) . . ? F1 P3 F4 89.88(18) . . ? F3 P3 F4 87.59(15) . . ? C1 N1 Co1 176.3(3) . . ? C16 N2 C20 119.9(3) . . ? C16 N2 Co1 122.4(2) . . ? C20 N2 Co1 116.8(2) . . ? C27 O1 C26 117.1(2) . . ? N1 C1 C15 178.8(4) . . ? C6 N4 C2 117.5(3) . . ? C6 N4 Co1 122.1(2) . . ? C2 N4 Co1 120.39(19) . . ? C12 N5 C8 118.6(3) . . ? C12 N5 Co1 119.8(2) . . ? C8 N5 Co1 119.5(2) . . ? C13 N3 Co1 171.7(3) . . ? C25 N6 C21 117.9(3) . . ? C25 N6 Co1 126.1(2) . . ? C21 N6 Co1 112.8(2) . . ? C12 C11 C10 118.7(3) . . ? C5 C4 C3 119.4(3) . . ? N2 C16 C17 120.9(3) . . ? N2 C16 C27 116.5(3) . . ? C17 C16 C27 121.7(3) . . ? N5 C8 C9 121.0(3) . . ? N5 C8 C27 118.2(3) . . ? C9 C8 C27 120.4(3) . . ? C18 C19 C20 118.8(3) . . ? O1 C27 C8 110.8(2) . . ? O1 C27 C16 110.0(2) . . ? C8 C27 C16 118.3(2) . . ? O1 C27 C2 105.5(2) . . ? C8 C27 C2 106.0(2) . . ? C16 C27 C2 105.2(2) . . ? N4 C2 C3 122.9(3) . . ? N4 C2 C27 115.3(3) . . ? C3 C2 C27 121.8(3) . . ? N4 C6 C5 122.7(3) . . ? N6 C25 C24 122.7(3) . . ? N2 C20 C19 121.2(3) . . ? N2 C20 C21 114.4(3) . . ? C19 C20 C21 124.1(3) . . ? C2 C3 C4 118.2(3) . . ? C19 C18 C17 120.0(3) . . ? C9 C10 C11 119.2(3) . . ? N5 C12 C11 123.0(3) . . ? C18 C17 C16 118.7(3) . . ? C4 C5 C6 119.3(3) . . ? N6 C21 C22 122.1(3) . . ? N6 C21 C20 114.4(3) . . ? C22 C21 C20 123.5(3) . . ? C10 C9 C8 119.4(3) . . ? N3 C13 C14 179.4(4) . . ? C21 C22 C23 118.8(4) . . ? C23 C24 C25 118.8(3) . . ? C24 C23 C22 119.6(3) . . ? C102 O2 C104 109.8(6) . . ? C103 C101 C102 106.2(7) . . ? O2 C102 C101 110.5(8) . . ? C101 C103 C104 109.2(7) . . ? O2 C104 C103 103.7(8) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.675 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.081 # Attachment 'jpb0917s_PY4Zn.cif' data_jpb0917s _database_code_depnum_ccdc_archive 'CCDC 743198' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H21 N5 O Zn, 2(F6 P)' _chemical_formula_sum 'C24 H21 F12 N5 O P2 Zn' _chemical_formula_weight 750.77 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2(1) / n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.027(8) _cell_length_b 13.671(8) _cell_length_c 16.289(9) _cell_angle_alpha 90.00 _cell_angle_beta 110.767(6) _cell_angle_gamma 90.00 _cell_volume 2921(3) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 7156 _cell_measurement_theta_min 6.815 _cell_measurement_theta_max 48.925 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.57 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 1.057 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8141 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details 'Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo Kalpha' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 8.192 _diffrn_reflns_number 11717 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 24.46 _reflns_number_total 4635 _reflns_number_gt 3533 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART v. 5.054d' _computing_cell_refinement 'Bruker SAINT v. 7.07' _computing_data_reduction 'Bruker SAINT v. 7.07' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1318P)^2^+5.1423P] 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 4635 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0830 _refine_ls_R_factor_gt 0.0636 _refine_ls_wR_factor_ref 0.2101 _refine_ls_wR_factor_gt 0.1851 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.40579(5) 0.49303(4) 0.24166(4) 0.0328(3) Uani 1 1 d . . . P3 P 0.14676(14) 0.39566(13) -0.31363(11) 0.0496(5) Uani 1 1 d . . . N1 N 0.3536(4) 0.4560(3) 0.3422(3) 0.0340(10) Uani 1 1 d . . . N3 N 0.3874(3) 0.4326(3) 0.1217(3) 0.0329(10) Uani 1 1 d . . . N2 N 0.2569(4) 0.5388(3) 0.1906(3) 0.0331(10) Uani 1 1 d . . . N5 N 0.5545(4) 0.4382(4) 0.3088(3) 0.0476(13) Uani 1 1 d . . . C20 C 0.3822(5) 0.6569(4) 0.1128(3) 0.0359(13) Uani 1 1 d . . . C10 C 0.2208(4) 0.5821(4) 0.1125(3) 0.0353(12) Uani 1 1 d . . . C22 C 0.6280(6) 0.3968(5) 0.3399(4) 0.0455(15) Uani 1 1 d . . . C5 C 0.4085(5) 0.4148(4) 0.4188(3) 0.0431(14) Uani 1 1 d . . . H5A H 0.4748 0.3951 0.4275 0.052 Uiso 1 1 calc R . . N4 N 0.4432(4) 0.6269(3) 0.1943(3) 0.0357(10) Uani 1 1 d . . . C2 C 0.2161(5) 0.4748(4) 0.3937(4) 0.0431(14) Uani 1 1 d . . . H2A H 0.1502 0.4963 0.3845 0.052 Uiso 1 1 calc R . . C15 C 0.4312(4) 0.3477(4) 0.1125(4) 0.0393(13) Uani 1 1 d . . . H15A H 0.4584 0.3075 0.1613 0.047 Uiso 1 1 calc R . . C7 C 0.1054(5) 0.5712(5) 0.2169(4) 0.0466(15) Uani 1 1 d . . . H7A H 0.0660 0.5649 0.2521 0.056 Uiso 1 1 calc R . . C21 C 0.2954(5) 0.5879(4) 0.0622(3) 0.0385(13) Uani 1 1 d . . . C1 C 0.2577(5) 0.4854(4) 0.3293(4) 0.0358(13) Uani 1 1 d . . . C6 C 0.2035(4) 0.5327(4) 0.2436(4) 0.0330(12) Uani 1 1 d . . . C19 C 0.3996(5) 0.7448(4) 0.0780(4) 0.0442(15) Uani 1 1 d . . . H19A H 0.3573 0.7642 0.0223 0.053 Uiso 1 1 calc R . . C13 C 0.3995(5) 0.3802(5) -0.0376(4) 0.0441(14) Uani 1 1 d . . . H13A H 0.4044 0.3633 -0.0913 0.053 Uiso 1 1 calc R . . C3 C 0.2747(5) 0.4313(4) 0.4732(4) 0.0492(16) Uani 1 1 d . . . H3A H 0.2479 0.4235 0.5174 0.059 Uiso 1 1 calc R . . C11 C 0.3456(4) 0.4903(4) 0.0510(3) 0.0324(12) Uani 1 1 d . . . C16 C 0.5218(5) 0.6838(4) 0.2399(4) 0.0415(14) Uani 1 1 d . . . H16A H 0.5645 0.6631 0.2950 0.050 Uiso 1 1 calc R . . C18 C 0.4797(5) 0.8030(4) 0.1261(5) 0.0506(16) Uani 1 1 d . . . H18A H 0.4919 0.8623 0.1036 0.061 Uiso 1 1 calc R . . C8 C 0.0675(5) 0.6188(5) 0.1373(4) 0.0485(15) Uani 1 1 d . . . H8A H 0.0029 0.6467 0.1193 0.058 Uiso 1 1 calc R . . C4 C 0.3709(5) 0.4004(5) 0.4858(4) 0.0493(16) Uani 1 1 d . . . H4A H 0.4104 0.3703 0.5381 0.059 Uiso 1 1 calc R . . C14 C 0.4375(4) 0.3179(4) 0.0340(4) 0.0418(14) Uani 1 1 d . . . H14A H 0.4662 0.2580 0.0290 0.050 Uiso 1 1 calc R . . C9 C 0.1249(4) 0.6254(4) 0.0841(4) 0.0396(13) Uani 1 1 d . . . H9A H 0.1001 0.6580 0.0306 0.047 Uiso 1 1 calc R . . C12 C 0.3548(5) 0.4667(4) -0.0286(4) 0.0418(14) Uani 1 1 d . . . H12A H 0.3306 0.5095 -0.0759 0.050 Uiso 1 1 calc R . . C23 C 0.7228(5) 0.3438(5) 0.3805(4) 0.0542(17) Uani 1 1 d . . . H23B H 0.7784 0.3817 0.3760 0.23(7) Uiso 1 1 calc R . . H23A H 0.7194 0.2823 0.3510 0.11(3) Uiso 1 1 calc R . . H23C H 0.7335 0.3322 0.4412 0.09(3) Uiso 1 1 calc R . . F9 F 0.1159(5) 0.5015(3) -0.2969(4) 0.101(2) Uani 1 1 d . . . C17 C 0.5418(5) 0.7720(5) 0.2082(4) 0.0509(17) Uani 1 1 d . . . H17A H 0.5966 0.8101 0.2419 0.061 Uiso 1 1 calc R . . F7 F 0.1748(6) 0.2866(5) -0.3314(5) 0.139(3) Uani 1 1 d . . . F10 F 0.0383(6) 0.3628(6) -0.3330(7) 0.201(5) Uani 1 1 d . . . F8 F 0.1744(11) 0.3756(5) -0.2170(4) 0.231(6) Uani 1 1 d . . . F11 F 0.1174(7) 0.4154(7) -0.4119(4) 0.174(4) Uani 1 1 d . . . F12 F 0.2555(5) 0.4247(7) -0.2958(9) 0.235(6) Uani 1 1 d . . . P2 P 0.15132(12) 0.26358(11) 0.10356(10) 0.0415(4) Uani 1 1 d . . . F1 F 0.2442(3) 0.2061(3) 0.0940(3) 0.0757(13) Uani 1 1 d . . . F2 F 0.1239(4) 0.1713(3) 0.1498(3) 0.0801(14) Uani 1 1 d . . . F3 F 0.0794(4) 0.2274(4) 0.0094(3) 0.0877(15) Uani 1 1 d . . . F4 F 0.1771(3) 0.3560(3) 0.0554(3) 0.0833(15) Uani 1 1 d . . . F5 F 0.2242(5) 0.3035(4) 0.1941(3) 0.114(2) Uani 1 1 d . . . F6 F 0.0569(4) 0.3199(5) 0.1117(4) 0.113(2) Uani 1 1 d . . . O1 O 0.2449(3) 0.6317(3) -0.0213(2) 0.0462(10) Uani 1 1 d . . . C24 C 0.1613(6) 0.5767(6) -0.0821(4) 0.063(2) Uani 1 1 d . . . H24A H 0.1332 0.6122 -0.1362 0.094 Uiso 1 1 calc R . . H24B H 0.1095 0.5670 -0.0571 0.094 Uiso 1 1 calc R . . H24C H 0.1857 0.5143 -0.0933 0.094 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0392(4) 0.0351(4) 0.0283(4) 0.0015(2) 0.0173(3) 0.0021(3) P3 0.0575(11) 0.0478(10) 0.0499(9) -0.0073(7) 0.0271(8) -0.0081(8) N1 0.048(3) 0.028(2) 0.032(2) 0.0008(19) 0.021(2) 0.002(2) N3 0.043(3) 0.030(2) 0.030(2) 0.0002(19) 0.019(2) 0.001(2) N2 0.049(3) 0.025(2) 0.033(2) -0.0045(18) 0.024(2) -0.001(2) N5 0.058(3) 0.049(3) 0.038(3) 0.007(2) 0.020(3) 0.009(3) C20 0.053(3) 0.029(3) 0.039(3) -0.001(2) 0.033(3) 0.005(2) C10 0.047(3) 0.028(3) 0.035(3) -0.005(2) 0.021(3) 0.000(2) C22 0.066(4) 0.041(3) 0.033(3) 0.001(3) 0.022(3) 0.001(3) C5 0.064(4) 0.038(3) 0.034(3) 0.002(2) 0.026(3) -0.001(3) N4 0.044(3) 0.036(2) 0.035(2) -0.004(2) 0.022(2) 0.000(2) C2 0.055(4) 0.034(3) 0.050(3) -0.005(3) 0.031(3) -0.009(3) C15 0.050(4) 0.032(3) 0.038(3) 0.003(2) 0.019(3) 0.007(3) C7 0.052(4) 0.045(4) 0.054(4) -0.004(3) 0.033(3) 0.001(3) C21 0.055(4) 0.035(3) 0.031(3) 0.003(2) 0.022(3) 0.008(3) C1 0.052(4) 0.023(3) 0.037(3) -0.008(2) 0.022(3) -0.006(2) C6 0.036(3) 0.028(3) 0.039(3) -0.006(2) 0.019(2) -0.004(2) C19 0.060(4) 0.032(3) 0.056(4) 0.007(3) 0.039(3) 0.012(3) C13 0.053(4) 0.050(4) 0.036(3) -0.008(3) 0.023(3) 0.003(3) C3 0.078(5) 0.041(3) 0.044(3) -0.007(3) 0.040(3) -0.018(3) C11 0.031(3) 0.037(3) 0.033(3) -0.001(2) 0.016(2) -0.002(2) C16 0.047(3) 0.045(3) 0.040(3) -0.014(3) 0.025(3) -0.009(3) C18 0.068(4) 0.032(3) 0.074(4) -0.001(3) 0.052(4) 0.001(3) C8 0.049(4) 0.047(4) 0.056(4) 0.000(3) 0.026(3) 0.010(3) C4 0.071(5) 0.044(4) 0.039(3) 0.002(3) 0.027(3) 0.001(3) C14 0.048(3) 0.038(3) 0.047(3) -0.003(3) 0.027(3) 0.012(3) C9 0.034(3) 0.045(3) 0.039(3) 0.001(3) 0.013(3) 0.011(3) C12 0.056(4) 0.042(3) 0.030(3) 0.003(2) 0.019(3) 0.007(3) C23 0.047(4) 0.060(4) 0.053(4) 0.002(3) 0.015(3) 0.011(3) F9 0.153(6) 0.050(3) 0.090(4) -0.009(2) 0.031(4) 0.022(3) C17 0.059(4) 0.043(3) 0.068(4) -0.024(3) 0.045(4) -0.019(3) F7 0.166(6) 0.086(4) 0.153(6) -0.047(4) 0.040(5) 0.032(4) F10 0.141(6) 0.175(7) 0.360(13) -0.173(8) 0.178(8) -0.096(6) F8 0.492(18) 0.086(5) 0.063(4) 0.019(3) 0.036(7) 0.046(8) F11 0.257(10) 0.211(9) 0.077(4) 0.028(5) 0.087(5) 0.092(8) F12 0.058(4) 0.170(8) 0.438(17) -0.054(10) 0.040(7) -0.026(5) P2 0.0483(9) 0.0348(8) 0.0405(8) 0.0035(6) 0.0146(7) 0.0055(7) F1 0.079(3) 0.068(3) 0.100(3) 0.021(2) 0.056(3) 0.026(2) F2 0.084(3) 0.071(3) 0.107(3) 0.047(3) 0.060(3) 0.022(2) F3 0.096(4) 0.076(3) 0.067(3) -0.008(2) -0.001(2) -0.028(3) F4 0.073(3) 0.057(3) 0.102(3) 0.032(2) 0.008(2) -0.016(2) F5 0.148(5) 0.089(4) 0.060(3) -0.020(3) -0.018(3) 0.020(4) F6 0.105(4) 0.125(5) 0.131(4) 0.055(4) 0.070(4) 0.081(4) O1 0.059(3) 0.052(3) 0.031(2) 0.0089(18) 0.0201(19) 0.017(2) C24 0.067(5) 0.082(5) 0.034(3) -0.005(3) 0.011(3) 0.026(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N3 2.051(4) . ? Zn1 N2 2.053(5) . ? Zn1 N1 2.079(4) . ? Zn1 N5 2.119(6) . ? Zn1 N4 2.122(5) . ? P3 F12 1.502(7) . ? P3 F8 1.506(6) . ? P3 F10 1.509(6) . ? P3 F11 1.528(6) . ? P3 F9 1.561(5) . ? P3 F7 1.595(6) . ? N1 C5 1.336(7) . ? N1 C1 1.348(8) . ? N3 C15 1.347(7) . ? N3 C11 1.347(7) . ? N2 C10 1.330(7) . ? N2 C6 1.331(7) . ? N5 C22 1.126(8) . ? C20 N4 1.364(7) . ? C20 C19 1.386(8) . ? C20 C21 1.530(8) . ? C10 C9 1.390(8) . ? C10 C21 1.543(8) . ? C22 C23 1.453(9) . ? C5 C4 1.385(8) . ? N4 C16 1.338(7) . ? C2 C1 1.376(8) . ? C2 C3 1.397(9) . ? C15 C14 1.373(8) . ? C7 C8 1.378(9) . ? C7 C6 1.392(8) . ? C21 O1 1.424(6) . ? C21 C11 1.549(7) . ? C1 C6 1.480(8) . ? C19 C18 1.372(9) . ? C13 C12 1.371(8) . ? C13 C14 1.389(8) . ? C3 C4 1.357(9) . ? C11 C12 1.386(8) . ? C16 C17 1.379(9) . ? C18 C17 1.379(9) . ? C8 C9 1.379(8) . ? P2 F5 1.565(5) . ? P2 F1 1.576(4) . ? P2 F6 1.577(5) . ? P2 F2 1.585(4) . ? P2 F3 1.587(4) . ? P2 F4 1.595(4) . ? O1 C24 1.448(8) . ? 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 N3 Zn1 N2 88.32(17) . . ? N3 Zn1 N1 133.71(18) . . ? N2 Zn1 N1 78.54(18) . . ? N3 Zn1 N5 96.75(18) . . ? N2 Zn1 N5 172.23(18) . . ? N1 Zn1 N5 93.71(19) . . ? N3 Zn1 N4 88.01(17) . . ? N2 Zn1 N4 86.40(18) . . ? N1 Zn1 N4 134.23(17) . . ? N5 Zn1 N4 99.6(2) . . ? F12 P3 F8 88.8(7) . . ? F12 P3 F10 177.8(5) . . ? F8 P3 F10 91.8(7) . . ? F12 P3 F11 91.9(7) . . ? F8 P3 F11 179.3(7) . . ? F10 P3 F11 87.5(6) . . ? F12 P3 F9 92.7(5) . . ? F8 P3 F9 88.3(4) . . ? F10 P3 F9 89.5(4) . . ? F11 P3 F9 91.7(4) . . ? F12 P3 F7 89.0(5) . . ? F8 P3 F7 91.8(4) . . ? F10 P3 F7 88.8(4) . . ? F11 P3 F7 88.1(4) . . ? F9 P3 F7 178.3(4) . . ? C5 N1 C1 118.9(5) . . ? C5 N1 Zn1 126.2(4) . . ? C1 N1 Zn1 114.6(3) . . ? C15 N3 C11 119.1(4) . . ? C15 N3 Zn1 123.0(4) . . ? C11 N3 Zn1 116.6(3) . . ? C10 N2 C6 122.5(5) . . ? C10 N2 Zn1 120.7(4) . . ? C6 N2 Zn1 116.3(4) . . ? C22 N5 Zn1 170.4(5) . . ? N4 C20 C19 121.2(6) . . ? N4 C20 C21 116.3(5) . . ? C19 C20 C21 122.5(5) . . ? N2 C10 C9 120.2(5) . . ? N2 C10 C21 115.6(5) . . ? C9 C10 C21 124.0(5) . . ? N5 C22 C23 179.7(7) . . ? N1 C5 C4 122.8(6) . . ? C16 N4 C20 118.3(5) . . ? C16 N4 Zn1 124.1(4) . . ? C20 N4 Zn1 117.6(4) . . ? C1 C2 C3 118.8(6) . . ? N3 C15 C14 122.8(5) . . ? C8 C7 C6 118.8(6) . . ? O1 C21 C20 106.6(4) . . ? O1 C21 C10 109.1(5) . . ? C20 C21 C10 107.8(4) . . ? O1 C21 C11 110.0(4) . . ? C20 C21 C11 106.7(5) . . ? C10 C21 C11 116.1(4) . . ? N1 C1 C2 121.3(5) . . ? N1 C1 C6 115.3(5) . . ? C2 C1 C6 123.4(6) . . ? N2 C6 C7 119.7(5) . . ? N2 C6 C1 114.9(5) . . ? C7 C6 C1 125.4(5) . . ? C18 C19 C20 119.7(6) . . ? C12 C13 C14 119.5(5) . . ? C4 C3 C2 120.0(6) . . ? N3 C11 C12 120.5(5) . . ? N3 C11 C21 118.8(4) . . ? C12 C11 C21 120.5(5) . . ? N4 C16 C17 122.5(6) . . ? C19 C18 C17 118.9(6) . . ? C7 C8 C9 120.4(6) . . ? C3 C4 C5 118.1(6) . . ? C15 C14 C13 117.9(5) . . ? C8 C9 C10 118.3(5) . . ? C13 C12 C11 120.0(5) . . ? C16 C17 C18 119.3(6) . . ? F5 P2 F1 88.8(3) . . ? F5 P2 F6 92.2(4) . . ? F1 P2 F6 178.9(4) . . ? F5 P2 F2 91.0(3) . . ? F1 P2 F2 89.9(2) . . ? F6 P2 F2 89.8(3) . . ? F5 P2 F3 177.1(3) . . ? F1 P2 F3 90.8(3) . . ? F6 P2 F3 88.2(3) . . ? F2 P2 F3 91.9(3) . . ? F5 P2 F4 90.1(3) . . ? F1 P2 F4 90.4(3) . . ? F6 P2 F4 89.9(3) . . ? F2 P2 F4 178.9(3) . . ? F3 P2 F4 87.0(3) . . ? C21 O1 C24 116.3(5) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 24.46 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.868 _refine_diff_density_min -1.334 _refine_diff_density_rms 0.120