Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_parisfin1 _database_code_CSD 181654 _audit_creation_method SHELXL _journal_coden_Cambridge 182 loop_ _publ_author_name _publ_author_address 'Barkigia, Kathleen M.' ; Materials Science Dept. Molecular Materials Division Bldg. 555 Brookhaven National Lab Upton, NY 11973 ; 'Battioni, Pierrette' ; UMR 8601 Universite Paris 5 Rue des Saints-Peres 75270 Paris Cedex France ; 'Riou, Vanessa' ; UMR 8601 Universite Paris 5 Rue des Saints-Peres 75270 Paris Cedex France ; 'Mansuy, Daniel' ; UMR 8601 Universite Paris 5 Rue des Saints-Peres 75270 Paris Cedex France ; 'Fajer, Jack' ; Materials Science Dept. Molecular Materials Division Bldg. 555 Brookhaven National Lab Upton, NY 11973 ; _publ_contact_author_name 'Dr Kathleen M. Barkigia' _publ_contact_author_address ; Brookhaven National Laboratory Box 5000 Upton NY 11973-5000 USA ; _publ_requested_journal 'Chemical Communications' _publ_contact_author_email 'barkigia@bnl.gov' _publ_contact_author_fax '631-344-5815' _publ_contact_author_phone '631-344-7661' _publ_contact_letter ; This CIF corresponds to a manuscript for Chem. Commun. that was sent to Professor Atwood electronically. This CIF has been thru checkcif@iucr.ac.uk. ; _publ_section_title ; Supramolecular self-assembly of a fluorinated Zn porphyrin. Molecular structure of a two-dimensional network of amine-functionalized, hexa- coordinated Zn porphyrins ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C56 H40 F16 N8 Zn' _chemical_formula_weight 1194.33 _chemical_melting_point ? _chemical_compound_source 'methylene chloride/pentane/methanol' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0053 0.0030 'ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl' 'H' 'H' 0.0000 0.0000 'ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl' 'N' 'N' 0.0096 0.0060 'ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl' 'F' 'F' 0.0264 0.0184 'ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl' 'Zn' 'Zn' -0.1448 2.2726 'ftp://pfweis.kek.jp/pub/Sasaki-table/fpwide.tbl' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21/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 12.038(1) _cell_length_b 13.284(2) _cell_length_c 16.600(2) _cell_angle_alpha 90.00 _cell_angle_beta 111.08(1) _cell_angle_gamma 90.00 _cell_volume 2476.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 36418 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 31.37 _exptl_crystal_description 'thin plate' _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.601 _exptl_crystal_density_method ? _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 0.606 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; Data were measured at beamline X7B at the Brookhaven National Laboratory National Synchrotron Light Source. Data were recorded on a MAR345 image plate detector, using the full 345 mm diameter (100 micron pixels). A total of 135 images were measured. For the first 45, each rotation was 4 degrees in phi with the detector set at 97 millimeters from the sample at wavelength 0.9273A. For the next 90, each rotation was 2 degrees in phi with the detetor set at 85 millimieters from the sample. A unit cell was determined separately for each recorded image. The cell constants are mean values and the esds come from an analysis of the determination's repeatability. Since this is image plate data, no standards were measured. Consequently, there is no value for the % decay in the standards or number of measurements between standards. The data are 91.9% complete to 1A, 85.7% complete to 0.96A, 76.6% complete to 0.92A and 51% complete at 0.89A. These should satisfy alerts 037, 038 and 039. For the nonstandard wavelengths, mu isn't calculated. It is 0.606 for Mo. A resolution of 0.89A was the best that could be achieved with this crystal. This is carefully checked before data collection is initiated. There are still 9 reflections per variable in this refinement (alerts 088 and 023). ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.92730 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'X-rays from beamline X7B at the NSLS' _diffrn_radiation_monochromator 'Si(111)' _diffrn_measurement_device 'MAR345 image plate detector' _diffrn_measurement_method rotation _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36418 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 31.37 _reflns_number_total 3306 _reflns_number_gt 3080 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; The software provided with the MAR345 image plate detector was used to collect the data. ; _computing_cell_refinement 'Denzo (Otwinowski and Minor)' _computing_data_reduction 'Denzo/Scalepack (Otwinowski and Minor)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ; SHELXTL Version 5.0 (Sheldrick, 1995) and other in-house programs. ; _computing_publication_material 'CIFTAB provided with SHELXS-86' _publ_section_references ; Otwinowski, Z., Minor, W. "Processing of X-ray Diffraction Data Collected in Oscillation Mode", Methods in Enzymology, Volume 276; Macromolecular Crystallography, part A, p. 307-326, C.W. Carter, Jr. & R.M. Sweet, Eds, Academic Press. Sheldrick, G.M. (1993). SHELXL93. Program for the Refinement of Crystal Structures. University of Gottingen, Germany. Sheldrick, G.M. (1995). SHELXTL, Version 5.0. Siemens Analytical X-ray Instruments Inc.: Madision, WI, USA. ; _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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. It is the y coordinate of C24 that is oscillating between -.056 and 0.056. The model has been refined extensively. No more refinement is necessary (alert shfsu_01). The hydrogens were allowed to ride on their respective "heavy" atoms. Thus, a BOND $H card was not included in the refinement leading to no X-H bonds or X-Y-H angles in this CIF. ; _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^)+(0.1438P)^2^+3.6417P] 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 SHELXL _refine_ls_extinction_coef 0.0114(19) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3306 _refine_ls_number_parameters 368 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0729 _refine_ls_wR_factor_all 0.2135 _refine_ls_wR_factor_ref 0.2089 _refine_ls_goodness_of_fit_all 1.068 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.068 _refine_ls_restrained_S_obs 1.086 _refine_ls_shift/su_max 0.056 _refine_ls_shift/esd_mean 0.009 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn Zn 0.5000 0.0000 0.5000 0.0490(4) Uani 1 d S . F1 F 0.8206(3) -0.0754(2) 0.8436(2) 0.0678(9) Uani 1 d . . F2 F 0.9939(3) -0.1857(2) 0.9558(2) 0.0700(9) Uani 1 d . . F3 F 0.9133(3) -0.4475(2) 0.7502(2) 0.0684(9) Uani 1 d . . F4 F 0.7412(2) -0.3384(2) 0.6397(2) 0.0611(8) Uani 1 d . . F5 F 0.1390(3) -0.2905(3) 0.3724(2) 0.0757(10) Uani 1 d . . F6 F -0.0565(4) -0.3868(3) 0.3688(3) 0.1076(15) Uani 1 d . . F7 F -0.0248(4) -0.2361(4) 0.6323(3) 0.0989(13) Uani 1 d . . F8 F 0.1626(3) -0.1324(3) 0.6320(2) 0.0806(10) Uani 1 d . . N1 N 0.6782(4) 0.0083(3) 0.5755(3) 0.0487(10) Uani 1 d . . N2 N 0.4794(3) -0.1186(3) 0.5731(3) 0.0502(10) Uani 1 d . . N3 N 1.0589(4) -0.3719(4) 0.9149(3) 0.0654(12) Uani 1 d . . HN3 H 1.0634(4) -0.3835(4) 0.9681(3) 0.078 Uiso 1 calc R . N4 N -0.1512(5) -0.3615(5) 0.5008(4) 0.099(2) Uani 1 d . . HN4 H -0.2107(5) -0.3238(5) 0.5020(4) 0.119 Uiso 1 calc R . C1 C 0.7606(4) 0.0717(3) 0.5636(3) 0.0505(11) Uani 1 d . . C2 C 0.8775(4) 0.0455(4) 0.6232(3) 0.0575(13) Uani 1 d . . H2A H 0.9498(4) 0.0786(4) 0.6288(3) 0.069 Uiso 1 calc R . C3 C 0.8659(4) -0.0339(4) 0.6692(4) 0.0576(13) Uani 1 d . . H3A H 0.9280(4) -0.0680(4) 0.7131(4) 0.069 Uiso 1 calc R . C4 C 0.7396(4) -0.0576(3) 0.6391(3) 0.0498(11) Uani 1 d . . C5 C 0.6895(4) -0.1377(3) 0.6695(3) 0.0500(11) Uani 1 d . . C6 C 0.5676(4) -0.1649(3) 0.6393(3) 0.0494(11) Uani 1 d . . C7 C 0.5175(4) -0.2468(4) 0.6724(3) 0.0567(13) Uani 1 d . . H7A H 0.5594(4) -0.2911(4) 0.7182(3) 0.068 Uiso 1 calc R . C8 C 0.3998(4) -0.2482(4) 0.6258(3) 0.0542(12) Uani 1 d . . H8A H 0.3432(4) -0.2936(4) 0.6332(3) 0.065 Uiso 1 calc R . C9 C 0.3753(4) -0.1690(4) 0.5631(3) 0.0497(11) Uani 1 d . . C10 C 0.2630(4) -0.1469(3) 0.5001(3) 0.0482(11) Uani 1 d . . C11 C 0.7753(4) -0.2026(4) 0.7376(3) 0.0509(12) Uani 1 d . . C12 C 0.8408(5) -0.1682(4) 0.8193(3) 0.0565(13) Uani 1 d . . C13 C 0.9309(5) -0.2244(4) 0.8767(3) 0.0592(13) Uani 1 d . . C14 C 0.9619(4) -0.3190(4) 0.8559(3) 0.0583(13) Uani 1 d . . C15 C 0.8919(4) -0.3559(4) 0.7754(4) 0.0561(13) Uani 1 d . . C16 C 0.8016(4) -0.2989(4) 0.7191(3) 0.0527(12) Uani 1 d . . C17 C 1.1506(5) -0.4062(5) 0.8843(4) 0.078(2) Uani 1 d . . H17A H 1.1188(5) -0.4638(5) 0.8448(4) 0.093 Uiso 1 calc R . H17B H 1.2183(5) -0.4315(5) 0.9344(4) 0.093 Uiso 1 calc R . C18 C 1.1975(6) -0.3288(5) 0.8378(4) 0.076(2) Uani 1 d . . H18A H 1.1304(6) -0.3013(5) 0.7885(4) 0.091 Uiso 1 calc R . H18B H 1.2340(6) -0.2725(5) 0.8777(4) 0.091 Uiso 1 calc R . C19 C 1.2856(9) -0.3720(8) 0.8064(7) 0.122(3) Uani 1 d . . H19A H 1.3141(9) -0.3200(8) 0.7767(7) 0.183 Uiso 1 calc R . H19B H 1.2493(9) -0.4269(8) 0.7662(7) 0.183 Uiso 1 calc R . H19C H 1.3527(9) -0.3982(8) 0.8553(7) 0.183 Uiso 1 calc R . C20 C 0.1583(4) -0.2069(4) 0.5020(3) 0.0536(12) Uani 1 d . . C21 C 0.0991(5) -0.2752(4) 0.4375(4) 0.0615(13) Uani 1 d . . C22 C -0.0006(6) -0.3273(5) 0.4360(4) 0.078(2) Uani 1 d . . C23 C -0.0467(6) -0.3156(5) 0.5011(4) 0.078(2) Uani 1 d . . C24 C 0.0153(5) -0.2502(5) 0.5656(4) 0.073(2) Uani 1 d . . C25 C 0.1127(5) -0.1962(4) 0.5658(4) 0.0631(14) Uani 1 d . . C26 C -0.1626(7) -0.4641(6) 0.4985(6) 0.105(2) Uani 1 d . . H26A H -0.1168(7) -0.4918(6) 0.5564(6) 0.126 Uiso 1 calc R . H26B H -0.1283(7) -0.4920(6) 0.4573(6) 0.126 Uiso 1 calc R . C27 C -0.2960(7) -0.4987(5) 0.4711(5) 0.084(2) Uani 1 d . . H27A H -0.2983(7) -0.5720(5) 0.4810(5) 0.100 Uiso 1 calc R . H27B H -0.3330(7) -0.4643(5) 0.5081(5) 0.100 Uiso 1 calc R . C28 C -0.3653(8) -0.4769(6) 0.3809(5) 0.092(2) Uani 1 d . . H28A H -0.4474(8) -0.4999(6) 0.3672(5) 0.138 Uiso 1 calc R . H28B H -0.3302(8) -0.5120(6) 0.3439(5) 0.138 Uiso 1 calc R . H28C H -0.3649(8) -0.4042(6) 0.3709(5) 0.138 Uiso 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 Zn 0.0370(6) 0.0474(6) 0.0580(6) 0.0039(3) 0.0117(4) -0.0038(3) F1 0.074(2) 0.051(2) 0.068(2) -0.0031(13) 0.013(2) 0.0036(14) F2 0.063(2) 0.068(2) 0.062(2) 0.0040(14) 0.0022(15) -0.0054(14) F3 0.062(2) 0.053(2) 0.088(2) 0.0029(15) 0.024(2) 0.0094(13) F4 0.052(2) 0.054(2) 0.069(2) -0.0040(13) 0.0116(14) -0.0026(12) F5 0.075(2) 0.081(2) 0.069(2) -0.009(2) 0.025(2) -0.019(2) F6 0.109(3) 0.115(3) 0.083(2) -0.011(2) 0.015(2) -0.062(3) F7 0.076(2) 0.132(3) 0.105(3) 0.006(2) 0.053(2) -0.018(2) F8 0.071(2) 0.091(2) 0.091(2) -0.019(2) 0.041(2) -0.018(2) N1 0.041(2) 0.046(2) 0.058(3) 0.002(2) 0.017(2) -0.004(2) N2 0.040(2) 0.047(2) 0.060(2) 0.002(2) 0.014(2) -0.003(2) N3 0.042(2) 0.074(3) 0.078(3) 0.025(2) 0.019(2) 0.007(2) N4 0.067(3) 0.101(4) 0.119(5) 0.017(4) 0.022(3) -0.032(3) C1 0.042(2) 0.048(2) 0.059(3) -0.001(2) 0.014(2) -0.004(2) C2 0.035(2) 0.057(3) 0.075(3) 0.006(3) 0.013(2) -0.004(2) C3 0.040(3) 0.057(3) 0.067(3) 0.006(3) 0.009(2) 0.001(2) C4 0.039(2) 0.048(3) 0.057(3) 0.002(2) 0.011(2) -0.001(2) C5 0.040(3) 0.050(3) 0.056(3) 0.005(2) 0.011(2) 0.003(2) C6 0.044(3) 0.046(3) 0.055(3) 0.002(2) 0.013(2) -0.001(2) C7 0.051(3) 0.053(3) 0.062(3) 0.011(2) 0.015(2) 0.001(2) C8 0.046(3) 0.051(3) 0.064(3) 0.002(2) 0.017(2) -0.007(2) C9 0.038(3) 0.053(3) 0.059(3) -0.001(2) 0.019(2) -0.005(2) C10 0.034(2) 0.047(2) 0.061(3) -0.001(2) 0.014(2) -0.009(2) C11 0.039(2) 0.050(3) 0.061(3) 0.004(2) 0.013(2) -0.003(2) C12 0.053(3) 0.053(3) 0.060(3) 0.005(2) 0.016(2) 0.000(2) C13 0.055(3) 0.056(3) 0.057(3) 0.004(2) 0.008(2) -0.005(2) C14 0.043(3) 0.060(3) 0.066(3) 0.015(2) 0.013(2) 0.001(2) C15 0.046(3) 0.048(3) 0.075(3) 0.007(2) 0.023(3) 0.001(2) C16 0.043(3) 0.053(3) 0.058(3) 0.004(2) 0.014(2) -0.005(2) C17 0.060(3) 0.086(4) 0.088(4) 0.024(3) 0.029(3) 0.021(3) C18 0.063(4) 0.081(4) 0.087(4) 0.015(3) 0.031(3) 0.006(3) C19 0.130(8) 0.120(6) 0.143(7) 0.036(6) 0.083(7) 0.031(6) C20 0.040(3) 0.055(3) 0.063(3) 0.006(2) 0.015(2) -0.005(2) C21 0.050(3) 0.066(3) 0.068(3) 0.006(3) 0.021(3) -0.006(2) C22 0.063(4) 0.080(4) 0.074(4) 0.001(3) 0.004(3) -0.036(3) C23 0.054(3) 0.093(4) 0.083(4) 0.020(3) 0.020(3) -0.020(3) C24 0.054(3) 0.095(4) 0.076(4) 0.010(3) 0.029(3) -0.012(3) C25 0.050(3) 0.064(3) 0.075(3) 0.001(3) 0.022(3) -0.010(2) C26 0.094(5) 0.085(5) 0.135(7) 0.009(5) 0.041(5) 0.015(4) C27 0.074(5) 0.071(4) 0.103(5) -0.011(3) 0.029(4) -0.010(3) C28 0.104(6) 0.077(4) 0.093(5) 0.006(4) 0.035(4) 0.019(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 Zn N2 2.058(4) 3_656 ? Zn N2 2.058(4) . ? Zn N1 2.062(4) . ? Zn N1 2.062(4) 3_656 ? Zn N3 2.473(5) 2_656 ? Zn N3 2.473(5) 4 ? F1 C12 1.346(6) . ? F2 C13 1.361(6) . ? F3 C15 1.342(6) . ? F4 C16 1.361(6) . ? F5 C21 1.347(7) . ? F6 C22 1.334(7) . ? F7 C24 1.369(7) . ? F8 C25 1.346(6) . ? N1 C4 1.366(6) . ? N1 C1 1.369(6) . ? N2 C6 1.369(6) . ? N2 C9 1.378(6) . ? N3 C14 1.412(7) . ? N3 C17 1.444(8) . ? N3 Zn 2.473(4) 2_646 ? N4 C26 1.370(10) . ? N4 C23 1.395(8) . ? C1 C10 1.408(7) 3_656 ? C1 C2 1.441(7) . ? C2 C3 1.339(8) . ? C3 C4 1.454(7) . ? C4 C5 1.403(7) . ? C5 C6 1.416(7) . ? C5 C11 1.500(6) . ? C6 C7 1.445(7) . ? C7 C8 1.349(7) . ? C8 C9 1.434(7) . ? C9 C10 1.410(7) . ? C10 C1 1.408(7) 3_656 ? C10 C20 1.501(6) . ? C11 C16 1.378(7) . ? C11 C12 1.379(7) . ? C12 C13 1.378(7) . ? C13 C14 1.388(8) . ? C14 C15 1.388(8) . ? C15 C16 1.377(7) . ? C17 C18 1.512(9) . ? C18 C19 1.458(11) . ? C20 C25 1.364(8) . ? C20 C21 1.388(7) . ? C21 C22 1.378(8) . ? C22 C23 1.391(9) . ? C23 C24 1.372(9) . ? C24 C25 1.375(8) . ? C26 C27 1.572(11) . ? C27 C28 1.458(11) . ? 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 Zn N2 180.0 3_656 . ? N2 Zn N1 89.9(2) 3_656 . ? N2 Zn N1 90.1(2) . . ? N2 Zn N1 90.1(2) 3_656 3_656 ? N2 Zn N1 89.9(2) . 3_656 ? N1 Zn N1 180.0 . 3_656 ? N2 Zn N3 86.0(2) 3_656 2_656 ? N2 Zn N3 94.0(2) . 2_656 ? N1 Zn N3 93.8(2) . 2_656 ? N1 Zn N3 86.2(2) 3_656 2_656 ? N2 Zn N3 94.0(2) 3_656 4 ? N2 Zn N3 86.0(2) . 4 ? N1 Zn N3 86.23(15) . 4 ? N1 Zn N3 93.8(2) 3_656 4 ? N3 Zn N3 180.0 2_656 4 ? C4 N1 C1 106.7(4) . . ? C4 N1 Zn 126.2(3) . . ? C1 N1 Zn 126.5(3) . . ? C6 N2 C9 106.7(4) . . ? C6 N2 Zn 126.5(3) . . ? C9 N2 Zn 126.8(3) . . ? C14 N3 C17 117.3(5) . . ? C14 N3 Zn 113.8(3) . 2_646 ? C17 N3 Zn 113.3(3) . 2_646 ? C26 N4 C23 121.1(7) . . ? N1 C1 C10 125.7(4) . 3_656 ? N1 C1 C2 109.4(4) . . ? C10 C1 C2 124.8(4) 3_656 . ? C3 C2 C1 107.8(4) . . ? C2 C3 C4 106.6(4) . . ? N1 C4 C5 125.5(4) . . ? N1 C4 C3 109.5(4) . . ? C5 C4 C3 124.9(4) . . ? C4 C5 C6 126.2(4) . . ? C4 C5 C11 116.0(4) . . ? C6 C5 C11 117.7(4) . . ? N2 C6 C5 125.1(4) . . ? N2 C6 C7 109.6(4) . . ? C5 C6 C7 125.3(4) . . ? C8 C7 C6 106.8(4) . . ? C7 C8 C9 107.8(4) . . ? N2 C9 C10 125.1(4) . . ? N2 C9 C8 109.2(4) . . ? C10 C9 C8 125.7(4) . . ? C1 C10 C9 125.9(4) 3_656 . ? C1 C10 C20 116.6(4) 3_656 . ? C9 C10 C20 117.5(4) . . ? C16 C11 C12 115.5(4) . . ? C16 C11 C5 121.2(4) . . ? C12 C11 C5 123.0(4) . . ? F1 C12 C13 118.2(4) . . ? F1 C12 C11 119.8(4) . . ? C13 C12 C11 121.9(5) . . ? F2 C13 C12 119.3(5) . . ? F2 C13 C14 118.4(4) . . ? C12 C13 C14 122.3(5) . . ? C15 C14 C13 115.7(5) . . ? C15 C14 N3 123.8(5) . . ? C13 C14 N3 120.5(5) . . ? F3 C15 C16 118.7(5) . . ? F3 C15 C14 120.2(5) . . ? C16 C15 C14 121.1(5) . . ? F4 C16 C15 117.5(4) . . ? F4 C16 C11 119.1(4) . . ? C15 C16 C11 123.2(5) . . ? N3 C17 C18 115.9(5) . . ? C19 C18 C17 111.6(6) . . ? C25 C20 C21 115.3(5) . . ? C25 C20 C10 122.4(5) . . ? C21 C20 C10 122.2(5) . . ? F5 C21 C22 118.0(5) . . ? F5 C21 C20 119.0(4) . . ? C22 C21 C20 123.1(6) . . ? F6 C22 C21 119.2(6) . . ? F6 C22 C23 119.6(5) . . ? C21 C22 C23 121.2(6) . . ? C24 C23 C22 114.9(5) . . ? C24 C23 N4 121.0(7) . . ? C22 C23 N4 124.0(6) . . ? F7 C24 C23 117.8(5) . . ? F7 C24 C25 118.4(6) . . ? C23 C24 C25 123.8(6) . . ? F8 C25 C20 120.9(5) . . ? F8 C25 C24 117.4(5) . . ? C20 C25 C24 121.7(5) . . ? N4 C26 C27 112.4(6) . . ? C28 C27 C26 112.8(7) . . ? _refine_diff_density_max 1.026 _refine_diff_density_min -0.688 _refine_diff_density_rms 0.090