# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'S. Brooker' _publ_contact_author_email sbrooker@alkali.otago.ac.nz _publ_section_title ; Synthesis of 3- and 5-formyl-4-phenyl-1H-pyrazoles: promising head units for the generation of asymmetric imine ligands and mixed metal polynuclear complexes ; _publ_author_name Brooker # Attachment 'JL185.cif' data_jl185 _database_code_depnum_ccdc_archive 'CCDC 794574' #TrackingRef 'JL185.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H16 N2 O2' _chemical_formula_weight 256.30 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' _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 10.0556(5) _cell_length_b 16.6586(9) _cell_length_c 7.7010(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.229(3) _cell_angle_gamma 90.00 _cell_volume 1273.31(11) _cell_formula_units_Z 4 _cell_measurement_temperature 88(2) _cell_measurement_reflns_used 2605 _cell_measurement_theta_min 2.3885 _cell_measurement_theta_max 25.435 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9649 _exptl_absorpt_correction_T_max 0.9911 _exptl_absorpt_process_details 'SCALE (Bruker AXS Inc.)' _exptl_special_details ; ; _diffrn_ambient_temperature 88(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 Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14804 _diffrn_reflns_av_R_equivalents 0.0571 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 26.43 _reflns_number_total 2617 _reflns_number_gt 2031 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. THP-protected aldehyde. One molecule in the asym unit. All non-H ANIS. No disorder. All H's calc and ride. ; _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^)+(0.0501P)^2^+0.4093P] 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 0.007(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2617 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1250 _refine_ls_wR_factor_gt 0.1147 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.000 _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 N1 N 0.86886(14) 0.84539(9) 0.25534(18) 0.0214(3) Uani 1 1 d . . . N2 N 0.78408(14) 0.90176(9) 0.29807(19) 0.0247(4) Uani 1 1 d . . . C1 C 0.66963(17) 0.86274(11) 0.3054(2) 0.0237(4) Uani 1 1 d . . . H1 H 0.5907 0.8876 0.3334 0.028 Uiso 1 1 calc R . . C2 C 0.67868(17) 0.78064(11) 0.2670(2) 0.0213(4) Uani 1 1 d . . . C3 C 0.80955(17) 0.77150(10) 0.2341(2) 0.0198(4) Uani 1 1 d . . . C4 C 0.87366(17) 0.69972(11) 0.1760(2) 0.0216(4) Uani 1 1 d . . . H4 H 0.8225 0.6515 0.1674 0.026 Uiso 1 1 calc R . . O1 O 0.98592(12) 0.69583(8) 0.13771(15) 0.0252(3) Uani 1 1 d . . . C5 C 0.57152(17) 0.71984(11) 0.2561(2) 0.0210(4) Uani 1 1 d . . . C6 C 0.44141(17) 0.73856(11) 0.1724(2) 0.0237(4) Uani 1 1 d . . . H6 H 0.4225 0.7909 0.1257 0.028 Uiso 1 1 calc R . . C7 C 0.33950(18) 0.68145(12) 0.1567(2) 0.0268(4) Uani 1 1 d . . . H7 H 0.2510 0.6952 0.1016 0.032 Uiso 1 1 calc R . . C8 C 0.36642(18) 0.60467(11) 0.2212(2) 0.0256(4) Uani 1 1 d . . . H8 H 0.2975 0.5651 0.2068 0.031 Uiso 1 1 calc R . . C9 C 0.49426(17) 0.58592(11) 0.3066(2) 0.0250(4) Uani 1 1 d . . . H9 H 0.5125 0.5335 0.3528 0.030 Uiso 1 1 calc R . . C10 C 0.59610(17) 0.64291(11) 0.3255(2) 0.0237(4) Uani 1 1 d . . . H10 H 0.6831 0.6295 0.3861 0.028 Uiso 1 1 calc R . . C11 C 1.00475(16) 0.86541(11) 0.2283(2) 0.0211(4) Uani 1 1 d . . . H11 H 1.0650 0.8188 0.2666 0.025 Uiso 1 1 calc R . . C12 C 1.06240(18) 0.93942(11) 0.3273(2) 0.0255(4) Uani 1 1 d . . . H12A H 1.0660 0.9316 0.4554 0.031 Uiso 1 1 calc R . . H12B H 1.0051 0.9867 0.2904 0.031 Uiso 1 1 calc R . . C13 C 1.20430(18) 0.95270(12) 0.2852(2) 0.0258(4) Uani 1 1 d . . . H13A H 1.2417 1.0033 0.3400 0.031 Uiso 1 1 calc R . . H13B H 1.2637 0.9081 0.3345 0.031 Uiso 1 1 calc R . . C14 C 1.20023(18) 0.95683(12) 0.0870(2) 0.0265(4) Uani 1 1 d . . . H14A H 1.1526 1.0062 0.0404 0.032 Uiso 1 1 calc R . . H14B H 1.2933 0.9592 0.0604 0.032 Uiso 1 1 calc R . . C15 C 1.12869(17) 0.88399(12) -0.0017(2) 0.0258(4) Uani 1 1 d . . . H15A H 1.1216 0.8895 -0.1308 0.031 Uiso 1 1 calc R . . H15B H 1.1823 0.8352 0.0348 0.031 Uiso 1 1 calc R . . O2 O 0.99670(11) 0.87517(7) 0.04307(15) 0.0227(3) 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 N1 0.0211(7) 0.0219(8) 0.0217(7) 0.0007(6) 0.0049(6) 0.0013(6) N2 0.0244(8) 0.0230(9) 0.0277(8) 0.0004(6) 0.0070(6) 0.0034(6) C1 0.0227(9) 0.0238(10) 0.0253(9) 0.0009(7) 0.0056(7) 0.0026(7) C2 0.0217(9) 0.0248(10) 0.0174(8) 0.0012(7) 0.0034(6) 0.0011(7) C3 0.0224(9) 0.0190(10) 0.0176(8) 0.0012(7) 0.0019(6) -0.0004(7) C4 0.0223(9) 0.0237(10) 0.0186(8) 0.0009(7) 0.0026(7) 0.0008(7) O1 0.0229(7) 0.0282(8) 0.0251(6) -0.0002(5) 0.0052(5) 0.0032(5) C5 0.0216(9) 0.0235(10) 0.0188(8) -0.0005(7) 0.0054(7) 0.0010(7) C6 0.0233(9) 0.0225(10) 0.0255(9) 0.0026(7) 0.0042(7) 0.0037(7) C7 0.0190(9) 0.0322(11) 0.0288(9) -0.0011(8) 0.0029(7) 0.0007(8) C8 0.0237(9) 0.0273(11) 0.0265(9) -0.0016(8) 0.0064(7) -0.0038(8) C9 0.0266(10) 0.0218(10) 0.0276(9) 0.0025(8) 0.0073(7) 0.0028(8) C10 0.0220(9) 0.0271(10) 0.0224(9) 0.0016(7) 0.0048(7) 0.0032(8) C11 0.0186(8) 0.0235(10) 0.0210(8) 0.0018(7) 0.0028(7) -0.0009(7) C12 0.0288(10) 0.0254(10) 0.0218(9) -0.0019(7) 0.0030(7) -0.0027(8) C13 0.0267(10) 0.0243(10) 0.0257(9) -0.0015(8) 0.0016(7) -0.0041(8) C14 0.0230(9) 0.0284(11) 0.0280(9) 0.0010(8) 0.0041(7) -0.0053(8) C15 0.0213(9) 0.0317(11) 0.0251(9) -0.0010(8) 0.0061(7) -0.0032(8) O2 0.0202(6) 0.0271(7) 0.0211(6) 0.0001(5) 0.0039(5) -0.0022(5) _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 N1 N2 1.344(2) . ? N1 C3 1.366(2) . ? N1 C11 1.454(2) . ? N2 C1 1.331(2) . ? C1 C2 1.405(3) . ? C1 H1 0.9500 . ? C2 C3 1.388(2) . ? C2 C5 1.471(2) . ? C3 C4 1.462(2) . ? C4 O1 1.213(2) . ? C4 H4 0.9500 . ? C5 C10 1.395(2) . ? C5 C6 1.398(2) . ? C6 C7 1.389(3) . ? C6 H6 0.9500 . ? C7 C8 1.383(3) . ? C7 H7 0.9500 . ? C8 C9 1.383(2) . ? C8 H8 0.9500 . ? C9 C10 1.387(3) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 O2 1.425(2) . ? C11 C12 1.515(2) . ? C11 H11 1.0000 . ? C12 C13 1.529(2) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.522(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.516(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O2 1.431(2) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? 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 N1 C3 112.14(14) . . ? N2 N1 C11 121.49(14) . . ? C3 N1 C11 126.30(14) . . ? C1 N2 N1 104.82(15) . . ? N2 C1 C2 112.39(16) . . ? N2 C1 H1 123.8 . . ? C2 C1 H1 123.8 . . ? C3 C2 C1 103.91(15) . . ? C3 C2 C5 128.40(16) . . ? C1 C2 C5 127.63(16) . . ? N1 C3 C2 106.73(15) . . ? N1 C3 C4 124.61(15) . . ? C2 C3 C4 128.55(16) . . ? O1 C4 C3 126.24(17) . . ? O1 C4 H4 116.9 . . ? C3 C4 H4 116.9 . . ? C10 C5 C6 118.48(16) . . ? C10 C5 C2 121.82(15) . . ? C6 C5 C2 119.70(16) . . ? C7 C6 C5 120.67(17) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C8 C7 C6 120.20(16) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C9 C8 C7 119.56(17) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C8 C9 C10 120.65(17) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C9 C10 C5 120.40(16) . . ? C9 C10 H10 119.8 . . ? C5 C10 H10 119.8 . . ? O2 C11 N1 105.42(12) . . ? O2 C11 C12 111.51(14) . . ? N1 C11 C12 114.03(14) . . ? O2 C11 H11 108.6 . . ? N1 C11 H11 108.6 . . ? C12 C11 H11 108.6 . . ? C11 C12 C13 107.80(15) . . ? C11 C12 H12A 110.1 . . ? C13 C12 H12A 110.1 . . ? C11 C12 H12B 110.1 . . ? C13 C12 H12B 110.1 . . ? H12A C12 H12B 108.5 . . ? C14 C13 C12 110.08(14) . . ? C14 C13 H13A 109.6 . . ? C12 C13 H13A 109.6 . . ? C14 C13 H13B 109.6 . . ? C12 C13 H13B 109.6 . . ? H13A C13 H13B 108.2 . . ? C15 C14 C13 110.49(15) . . ? C15 C14 H14A 109.6 . . ? C13 C14 H14A 109.6 . . ? C15 C14 H14B 109.6 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? O2 C15 C14 111.40(15) . . ? O2 C15 H15A 109.3 . . ? C14 C15 H15A 109.3 . . ? O2 C15 H15B 109.3 . . ? C14 C15 H15B 109.3 . . ? H15A C15 H15B 108.0 . . ? C11 O2 C15 110.29(12) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 N1 N2 C1 0.51(18) . . . . ? C11 N1 N2 C1 177.71(14) . . . . ? N1 N2 C1 C2 -0.16(19) . . . . ? N2 C1 C2 C3 -0.22(19) . . . . ? N2 C1 C2 C5 -177.53(15) . . . . ? N2 N1 C3 C2 -0.66(18) . . . . ? C11 N1 C3 C2 -177.70(14) . . . . ? N2 N1 C3 C4 175.67(15) . . . . ? C11 N1 C3 C4 -1.4(3) . . . . ? C1 C2 C3 N1 0.51(17) . . . . ? C5 C2 C3 N1 177.79(15) . . . . ? C1 C2 C3 C4 -175.63(16) . . . . ? C5 C2 C3 C4 1.7(3) . . . . ? N1 C3 C4 O1 -0.7(3) . . . . ? C2 C3 C4 O1 174.82(16) . . . . ? C3 C2 C5 C10 44.7(3) . . . . ? C1 C2 C5 C10 -138.62(18) . . . . ? C3 C2 C5 C6 -134.50(18) . . . . ? C1 C2 C5 C6 42.2(2) . . . . ? C10 C5 C6 C7 -0.8(3) . . . . ? C2 C5 C6 C7 178.40(16) . . . . ? C5 C6 C7 C8 -1.2(3) . . . . ? C6 C7 C8 C9 2.2(3) . . . . ? C7 C8 C9 C10 -1.1(3) . . . . ? C8 C9 C10 C5 -1.0(3) . . . . ? C6 C5 C10 C9 1.9(2) . . . . ? C2 C5 C10 C9 -177.29(16) . . . . ? N2 N1 C11 O2 -96.28(16) . . . . ? C3 N1 C11 O2 80.51(19) . . . . ? N2 N1 C11 C12 26.4(2) . . . . ? C3 N1 C11 C12 -156.85(15) . . . . ? O2 C11 C12 C13 -60.54(18) . . . . ? N1 C11 C12 C13 -179.79(14) . . . . ? C11 C12 C13 C14 54.49(19) . . . . ? C12 C13 C14 C15 -52.8(2) . . . . ? C13 C14 C15 O2 55.26(19) . . . . ? N1 C11 O2 C15 -171.87(13) . . . . ? C12 C11 O2 C15 63.88(18) . . . . ? C14 C15 O2 C11 -60.30(18) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.43 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.213 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.053 # Attachment 'jophpzes.cif' data_jophpzes _database_code_depnum_ccdc_archive 'CCDC 794575' #TrackingRef 'jophpzes.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 N2 O5' _chemical_formula_weight 344.36 _chemical_absolute_configuration unk 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P(2)1(2)1(2)1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 8.4741(5) _cell_length_b 9.4806(5) _cell_length_c 21.3093(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1711.98(18) _cell_formula_units_Z 4 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 1947 _cell_measurement_theta_min 2.5865 _cell_measurement_theta_max 24.4265 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6207 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_process_details 'SCALE (Bruker AXS Inc)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(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 Kappa Apex II area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12150 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_sigmaI/netI 0.1020 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 30.15 _reflns_number_total 5024 _reflns_number_gt 3506 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. Entire Dimethyl N-(THP)-4-Phenyl-pyrazole-3,5-dicarboxylate is in the asymmetric unit. All non-H atoms are ANIS. No solvent present in the crystal lattice. All H cald and ride. Not possible to identify stereoisomer (chiral at C16 of pyrazole protecting group; but both hands expected in the bulk sample). ; _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^)+(0.0475P)^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 0.2(13) _refine_ls_number_reflns 5024 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0937 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1438 _refine_ls_wR_factor_gt 0.1275 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.000 _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 O1 O 0.21025(19) 0.7180(2) 0.55280(9) 0.0341(5) Uani 1 1 d . . . O2 O 0.37578(18) 0.57276(19) 0.60360(8) 0.0271(4) Uani 1 1 d . . . O3 O -0.3311(2) 0.5476(2) 0.71641(10) 0.0376(5) Uani 1 1 d . . . O4 O -0.2871(2) 0.3142(2) 0.71583(10) 0.0381(5) Uani 1 1 d . . . O5 O 0.24076(19) 0.31253(18) 0.53751(7) 0.0252(4) Uani 1 1 d . . . N1 N 0.1123(2) 0.3922(2) 0.62472(9) 0.0205(4) Uani 1 1 d . . . N2 N -0.0168(2) 0.3441(2) 0.65384(9) 0.0219(4) Uani 1 1 d . . . C3 C -0.1035(3) 0.4596(3) 0.66536(10) 0.0197(5) Uani 1 1 d . . . C4 C -0.0336(2) 0.5822(2) 0.64091(11) 0.0188(5) Uani 1 1 d . . . C5 C 0.1069(3) 0.5345(3) 0.61549(10) 0.0194(5) Uani 1 1 d . . . C6 C -0.0900(2) 0.7313(2) 0.64300(11) 0.0198(5) Uani 1 1 d . . . C7 C -0.1418(3) 0.7945(3) 0.58812(11) 0.0224(5) Uani 1 1 d . . . H7 H -0.1391 0.7442 0.5496 0.027 Uiso 1 1 calc R . . C8 C -0.1978(3) 0.9320(3) 0.59001(12) 0.0270(5) Uani 1 1 d . . . H8 H -0.2346 0.9757 0.5526 0.032 Uiso 1 1 calc R . . C9 C -0.2002(3) 1.0058(3) 0.64592(13) 0.0275(5) Uani 1 1 d . . . H9 H -0.2377 1.1002 0.6469 0.033 Uiso 1 1 calc R . . C10 C -0.1482(3) 0.9421(3) 0.70024(12) 0.0295(6) Uani 1 1 d . . . H10 H -0.1501 0.9925 0.7387 0.035 Uiso 1 1 calc R . . C11 C -0.0930(3) 0.8045(3) 0.69882(12) 0.0256(5) Uani 1 1 d . . . H11 H -0.0572 0.7607 0.7363 0.031 Uiso 1 1 calc R . . C12 C 0.2339(3) 0.6175(3) 0.58611(11) 0.0232(5) Uani 1 1 d . . . C13 C 0.5095(3) 0.6467(3) 0.57650(14) 0.0352(7) Uani 1 1 d . . . H13A H 0.5135 0.6286 0.5313 0.053 Uiso 1 1 calc R . . H13B H 0.6072 0.6132 0.5961 0.053 Uiso 1 1 calc R . . H13C H 0.4981 0.7482 0.5839 0.053 Uiso 1 1 calc R . . C14 C -0.2522(3) 0.4477(3) 0.70131(11) 0.0231(5) Uani 1 1 d . . . C15 C -0.4287(3) 0.2965(4) 0.75284(16) 0.0435(8) Uani 1 1 d . . . H15A H -0.5175 0.3420 0.7315 0.065 Uiso 1 1 calc R . . H15B H -0.4136 0.3397 0.7942 0.065 Uiso 1 1 calc R . . H15C H -0.4509 0.1957 0.7580 0.065 Uiso 1 1 calc R . . C16 C 0.2365(3) 0.2953(3) 0.60371(11) 0.0246(5) Uani 1 1 d . . . H16 H 0.3397 0.3267 0.6217 0.030 Uiso 1 1 calc R . . C17 C 0.2074(3) 0.1457(3) 0.62241(13) 0.0323(6) Uani 1 1 d . . . H17A H 0.1046 0.1134 0.6056 0.039 Uiso 1 1 calc R . . H17B H 0.2048 0.1376 0.6687 0.039 Uiso 1 1 calc R . . C18 C 0.3410(3) 0.0555(3) 0.59572(14) 0.0356(6) Uani 1 1 d . . . H18A H 0.4414 0.0797 0.6169 0.043 Uiso 1 1 calc R . . H18B H 0.3187 -0.0455 0.6036 0.043 Uiso 1 1 calc R . . C19 C 0.3564(4) 0.0812(3) 0.52520(14) 0.0400(7) Uani 1 1 d . . . H19A H 0.4503 0.0308 0.5091 0.048 Uiso 1 1 calc R . . H19B H 0.2623 0.0431 0.5035 0.048 Uiso 1 1 calc R . . C20 C 0.3715(3) 0.2341(3) 0.51122(14) 0.0395(7) Uani 1 1 d . . . H20A H 0.4718 0.2700 0.5289 0.047 Uiso 1 1 calc R . . H20B H 0.3745 0.2483 0.4652 0.047 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 O1 0.0257(8) 0.0383(11) 0.0383(11) 0.0142(9) 0.0102(8) 0.0061(8) O2 0.0195(8) 0.0305(11) 0.0315(10) 0.0059(8) -0.0027(7) -0.0030(7) O3 0.0304(9) 0.0268(10) 0.0554(13) 0.0055(9) 0.0186(9) 0.0063(8) O4 0.0397(10) 0.0256(11) 0.0491(12) -0.0031(9) 0.0229(9) -0.0087(9) O5 0.0258(8) 0.0300(10) 0.0199(8) 0.0000(7) 0.0054(7) 0.0067(8) N1 0.0222(9) 0.0208(11) 0.0185(9) 0.0005(8) 0.0017(8) 0.0004(8) N2 0.0242(9) 0.0216(11) 0.0199(10) 0.0013(8) 0.0036(8) 0.0007(8) C3 0.0198(10) 0.0215(12) 0.0178(10) -0.0003(9) -0.0003(8) -0.0014(9) C4 0.0212(10) 0.0183(12) 0.0168(10) -0.0010(9) -0.0024(9) 0.0008(9) C5 0.0215(10) 0.0206(12) 0.0162(10) 0.0009(9) -0.0002(9) 0.0003(9) C6 0.0151(9) 0.0236(13) 0.0208(11) 0.0030(9) 0.0026(9) -0.0013(9) C7 0.0217(10) 0.0233(13) 0.0221(11) 0.0010(9) -0.0003(9) -0.0004(10) C8 0.0254(11) 0.0234(14) 0.0322(14) 0.0044(10) -0.0029(10) 0.0004(10) C9 0.0252(11) 0.0169(13) 0.0402(15) -0.0041(11) 0.0009(11) -0.0003(10) C10 0.0309(12) 0.0268(14) 0.0309(13) -0.0086(11) 0.0008(11) 0.0009(11) C11 0.0263(11) 0.0252(14) 0.0253(12) -0.0033(10) -0.0029(10) 0.0017(10) C12 0.0202(10) 0.0287(14) 0.0208(11) -0.0019(10) 0.0042(9) 0.0022(10) C13 0.0217(11) 0.0421(18) 0.0417(16) 0.0076(13) 0.0040(11) -0.0041(12) C14 0.0208(10) 0.0251(13) 0.0235(11) 0.0007(10) 0.0014(9) -0.0020(10) C15 0.0383(14) 0.0422(19) 0.0502(19) -0.0026(15) 0.0194(14) -0.0159(14) C16 0.0262(11) 0.0268(14) 0.0207(11) -0.0012(9) 0.0034(10) 0.0061(10) C17 0.0336(13) 0.0292(15) 0.0340(15) 0.0036(11) 0.0053(11) 0.0029(11) C18 0.0359(13) 0.0277(15) 0.0432(16) 0.0034(13) 0.0082(12) 0.0105(12) C19 0.0390(14) 0.0403(18) 0.0407(17) -0.0091(13) 0.0069(13) 0.0080(14) C20 0.0415(15) 0.0430(18) 0.0338(16) 0.0005(13) 0.0167(13) 0.0136(14) _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 O1 C12 1.204(3) . ? O2 C12 1.328(3) . ? O2 C13 1.452(3) . ? O3 C14 1.204(3) . ? O4 C14 1.337(3) . ? O4 C15 1.445(3) . ? O5 C16 1.421(3) . ? O5 C20 1.447(3) . ? N1 N2 1.337(3) . ? N1 C5 1.365(3) . ? N1 C16 1.467(3) . ? N2 C3 1.342(3) . ? C3 C4 1.405(3) . ? C3 C14 1.479(3) . ? C4 C5 1.384(3) . ? C4 C6 1.493(3) . ? C5 C12 1.473(3) . ? C6 C11 1.377(3) . ? C6 C7 1.385(3) . ? C7 C8 1.388(3) . ? C7 H7 0.9500 . ? C8 C9 1.382(4) . ? C8 H8 0.9500 . ? C9 C10 1.378(4) . ? C9 H9 0.9500 . ? C10 C11 1.386(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.494(4) . ? C16 H16 1.0000 . ? C17 C18 1.529(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.528(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.486(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? 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 C12 O2 C13 116.12(19) . . ? C14 O4 C15 114.8(2) . . ? C16 O5 C20 110.2(2) . . ? N2 N1 C5 112.14(18) . . ? N2 N1 C16 121.01(19) . . ? C5 N1 C16 126.78(19) . . ? N1 N2 C3 104.74(18) . . ? N2 C3 C4 112.11(19) . . ? N2 C3 C14 119.9(2) . . ? C4 C3 C14 127.9(2) . . ? C5 C4 C3 103.8(2) . . ? C5 C4 C6 126.6(2) . . ? C3 C4 C6 129.58(19) . . ? N1 C5 C4 107.2(2) . . ? N1 C5 C12 124.4(2) . . ? C4 C5 C12 128.4(2) . . ? C11 C6 C7 120.4(2) . . ? C11 C6 C4 120.6(2) . . ? C7 C6 C4 119.1(2) . . ? C6 C7 C8 119.3(2) . . ? C6 C7 H7 120.3 . . ? C8 C7 H7 120.3 . . ? C9 C8 C7 120.4(2) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C10 C9 C8 119.8(2) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 120.2(2) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C6 C11 C10 119.9(2) . . ? C6 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? O1 C12 O2 124.7(2) . . ? O1 C12 C5 123.4(2) . . ? O2 C12 C5 111.8(2) . . ? O2 C13 H13A 109.5 . . ? O2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O3 C14 O4 124.1(2) . . ? O3 C14 C3 123.5(2) . . ? O4 C14 C3 112.4(2) . . ? O4 C15 H15A 109.5 . . ? O4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O5 C16 N1 104.45(18) . . ? O5 C16 C17 112.2(2) . . ? N1 C16 C17 113.21(19) . . ? O5 C16 H16 108.9 . . ? N1 C16 H16 108.9 . . ? C17 C16 H16 108.9 . . ? C16 C17 C18 108.1(2) . . ? C16 C17 H17A 110.1 . . ? C18 C17 H17A 110.1 . . ? C16 C17 H17B 110.1 . . ? C18 C17 H17B 110.1 . . ? H17A C17 H17B 108.4 . . ? C19 C18 C17 109.8(2) . . ? C19 C18 H18A 109.7 . . ? C17 C18 H18A 109.7 . . ? C19 C18 H18B 109.7 . . ? C17 C18 H18B 109.7 . . ? H18A C18 H18B 108.2 . . ? C20 C19 C18 111.1(2) . . ? C20 C19 H19A 109.4 . . ? C18 C19 H19A 109.4 . . ? C20 C19 H19B 109.4 . . ? C18 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? O5 C20 C19 110.9(2) . . ? O5 C20 H20A 109.5 . . ? C19 C20 H20A 109.5 . . ? O5 C20 H20B 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.15 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.479 _refine_diff_density_min -0.295 _refine_diff_density_rms 0.059 # Attachment 'jo456b.cif' data_jo456b _database_code_depnum_ccdc_archive 'CCDC 795288' #TrackingRef 'jo456b.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C85.75 H72.75 B2 F8 Fe N19.25 Ni3 O2.25' _chemical_formula_weight 1814.48 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' 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' Fe Fe 0.3463 0.8444 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.5943(16) _cell_length_b 18.395(2) _cell_length_c 20.037(3) _cell_angle_alpha 84.789(7) _cell_angle_beta 85.699(7) _cell_angle_gamma 70.209(6) _cell_volume 4345.0(10) _cell_formula_units_Z 2 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used 7792 _cell_measurement_theta_min 2.287 _cell_measurement_theta_max 27.403 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1864 _exptl_absorpt_coefficient_mu 0.879 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.7038 _exptl_absorpt_correction_T_max 0.8577 _exptl_absorpt_process_details 'SCALE (Bruker AXS Inc.)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55588 _diffrn_reflns_av_R_equivalents 0.0447 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.02 _diffrn_reflns_theta_max 27.49 _reflns_number_total 19810 _reflns_number_gt 16074 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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. Entire complex in asym unit. [Fe(II){Ni(II)L-}3](BF4)2. 1.25MeCN.1.25MeOH.Et2O. NB. 0.75 and 0.25 occup sites for MeCN, ditto for MeOH, and two 0.50 occup sites for Et2O. All non-H ANIS except for a 0.5 occup Et2O and a 0.5 occup MeOH near a sym op. All H calc and ride. ; _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^)+(0.0850P)^2^+12.5899P] 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 19810 _refine_ls_number_parameters 1146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0922 _refine_ls_R_factor_gt 0.0743 _refine_ls_wR_factor_ref 0.2040 _refine_ls_wR_factor_gt 0.1914 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 Fe1 Fe 0.72668(4) 0.76903(3) 0.76508(3) 0.01372(12) Uani 1 1 d . . . Ni2 Ni 0.84008(5) 0.74315(3) 0.93945(3) 0.02655(14) Uani 1 1 d . . . Ni3 Ni 0.77577(5) 0.60715(3) 0.64821(3) 0.02408(13) Uani 1 1 d . . . Ni4 Ni 0.54172(4) 0.97682(3) 0.72178(3) 0.02561(14) Uani 1 1 d . . . N1 N 0.8937(3) 0.7156(2) 0.79712(18) 0.0240(7) Uani 1 1 d . . . N2 N 0.9193(3) 0.7194(2) 0.85960(19) 0.0271(8) Uani 1 1 d . . . N3 N 0.9803(3) 0.7072(2) 0.9757(2) 0.0311(8) Uani 1 1 d . . . N4 N 0.7808(3) 0.7538(2) 1.02640(19) 0.0298(8) Uani 1 1 d . . . N5 N 0.6403(3) 0.7928(2) 0.86018(18) 0.0250(7) Uani 1 1 d . . . N6 N 0.6926(3) 0.7785(2) 0.91702(19) 0.0264(8) Uani 1 1 d . . . N7 N 0.7089(3) 0.65795(19) 0.78402(18) 0.0234(7) Uani 1 1 d . . . N8 N 0.7267(3) 0.6081(2) 0.73608(18) 0.0239(7) Uani 1 1 d . . . N9 N 0.7606(3) 0.5105(2) 0.65387(19) 0.0268(8) Uani 1 1 d . . . N10 N 0.8239(3) 0.5908(2) 0.55982(19) 0.0272(8) Uani 1 1 d . . . N11 N 0.7877(3) 0.76161(19) 0.66358(18) 0.0223(7) Uani 1 1 d . . . N12 N 0.8006(3) 0.6994(2) 0.62949(18) 0.0238(7) Uani 1 1 d . . . N13 N 0.5633(3) 0.8125(2) 0.72636(19) 0.0241(7) Uani 1 1 d . . . N14 N 0.5078(3) 0.8883(2) 0.71711(19) 0.0247(7) Uani 1 1 d . . . N15 N 0.3975(3) 1.0257(2) 0.6939(2) 0.0315(9) Uani 1 1 d . . . N16 N 0.5533(3) 1.0740(2) 0.7213(2) 0.0306(8) Uani 1 1 d . . . N17 N 0.7630(3) 0.8750(2) 0.76446(18) 0.0236(7) Uani 1 1 d . . . N18 N 0.6859(3) 0.94376(19) 0.74987(19) 0.0244(7) Uani 1 1 d . . . C3 C 0.9899(4) 0.6810(2) 0.7624(2) 0.0269(9) Uani 1 1 d . . . H3 H 0.9945 0.6710 0.7164 0.032 Uiso 1 1 calc R . . C4 C 1.0837(4) 0.6613(3) 0.8030(2) 0.0292(9) Uani 1 1 d . . . C5 C 1.0338(4) 0.6868(3) 0.8652(2) 0.0296(9) Uani 1 1 d . . . C6 C 1.2036(4) 0.6216(3) 0.7841(3) 0.0346(11) Uani 1 1 d . . . C7 C 1.2323(4) 0.5663(3) 0.7368(3) 0.0425(12) Uani 1 1 d . . . H7 H 1.1746 0.5533 0.7180 0.051 Uiso 1 1 calc R . . C8 C 1.3443(5) 0.5302(4) 0.7170(3) 0.0533(16) Uani 1 1 d . . . H8 H 1.3636 0.4929 0.6844 0.064 Uiso 1 1 calc R . . C9 C 1.4269(5) 0.5488(4) 0.7450(4) 0.0586(18) Uani 1 1 d . . . H9 H 1.5037 0.5240 0.7314 0.070 Uiso 1 1 calc R . . C10 C 1.4008(4) 0.6025(4) 0.7923(3) 0.0511(16) Uani 1 1 d . . . H10 H 1.4596 0.6140 0.8115 0.061 Uiso 1 1 calc R . . C11 C 1.2891(4) 0.6400(3) 0.8122(3) 0.0413(12) Uani 1 1 d . . . H11 H 1.2707 0.6777 0.8445 0.050 Uiso 1 1 calc R . . C12 C 1.0659(4) 0.6811(3) 0.9341(2) 0.0333(10) Uani 1 1 d . . . H12 H 1.1418 0.6602 0.9473 0.040 Uiso 1 1 calc R . . C13 C 0.9748(4) 0.7085(3) 1.0461(2) 0.0317(10) Uani 1 1 d . . . C14 C 0.8638(4) 0.7339(3) 1.0744(2) 0.0319(10) Uani 1 1 d . . . C15 C 0.8443(5) 0.7375(3) 1.1433(2) 0.0365(11) Uani 1 1 d . . . H15 H 0.7695 0.7544 1.1626 0.044 Uiso 1 1 calc R . . C16 C 0.9363(5) 0.7158(3) 1.1830(3) 0.0390(12) Uani 1 1 d . . . H16 H 0.9243 0.7177 1.2303 0.047 Uiso 1 1 calc R . . C17 C 1.0469(5) 0.6909(3) 1.1552(3) 0.0389(12) Uani 1 1 d . . . H17 H 1.1087 0.6767 1.1837 0.047 Uiso 1 1 calc R . . C18 C 1.0671(4) 0.6870(3) 1.0867(2) 0.0343(10) Uani 1 1 d . . . H18 H 1.1421 0.6701 1.0678 0.041 Uiso 1 1 calc R . . C19 C 0.6716(4) 0.7716(3) 1.0337(2) 0.0329(10) Uani 1 1 d . . . H19 H 0.6318 0.7743 1.0761 0.040 Uiso 1 1 calc R . . C20 C 0.6169(4) 0.7871(3) 0.9705(2) 0.0301(9) Uani 1 1 d . . . C21 C 0.5088(4) 0.8073(3) 0.9459(3) 0.0318(10) Uani 1 1 d . . . C22 C 0.5276(4) 0.8108(3) 0.8769(2) 0.0308(10) Uani 1 1 d . . . H22 H 0.4700 0.8240 0.8455 0.037 Uiso 1 1 calc R . . C23 C 0.3965(4) 0.8209(3) 0.9809(3) 0.0379(11) Uani 1 1 d . . . C24 C 0.3805(5) 0.8280(3) 1.0489(3) 0.0467(14) Uani 1 1 d . . . H24 H 0.4431 0.8236 1.0745 0.056 Uiso 1 1 calc R . . C25 C 0.2742(5) 0.8416(4) 1.0810(3) 0.0569(17) Uani 1 1 d . . . H25 H 0.2652 0.8470 1.1280 0.068 Uiso 1 1 calc R . . C26 C 0.1833(5) 0.8473(4) 1.0458(4) 0.0605(18) Uani 1 1 d . . . H26 H 0.1106 0.8584 1.0677 0.073 Uiso 1 1 calc R . . C27 C 0.1978(5) 0.8366(5) 0.9767(4) 0.068(2) Uani 1 1 d . . . H27 H 0.1358 0.8375 0.9520 0.081 Uiso 1 1 calc R . . C28 C 0.3032(5) 0.8248(4) 0.9451(3) 0.0565(16) Uani 1 1 d . . . H28 H 0.3124 0.8193 0.8981 0.068 Uiso 1 1 calc R . . C29 C 0.6864(4) 0.6211(2) 0.8415(2) 0.0246(8) Uani 1 1 d . . . H29 H 0.6698 0.6436 0.8836 0.029 Uiso 1 1 calc R . . C30 C 0.6903(4) 0.5455(2) 0.8321(2) 0.0255(9) Uani 1 1 d . . . C31 C 0.7168(4) 0.5393(2) 0.7631(2) 0.0251(9) Uani 1 1 d . . . C32 C 0.6689(4) 0.4899(2) 0.8842(2) 0.0263(9) Uani 1 1 d . . . C33 C 0.6768(4) 0.4997(3) 0.9514(2) 0.0329(10) Uani 1 1 d . . . H33 H 0.6994 0.5411 0.9630 0.039 Uiso 1 1 calc R . . C34 C 0.6524(4) 0.4504(3) 1.0018(3) 0.0382(11) Uani 1 1 d . . . H34 H 0.6571 0.4585 1.0475 0.046 Uiso 1 1 calc R . . C35 C 0.6212(4) 0.3892(3) 0.9857(3) 0.0392(12) Uani 1 1 d . . . H35 H 0.6045 0.3551 1.0202 0.047 Uiso 1 1 calc R . . C36 C 0.6143(4) 0.3779(3) 0.9193(3) 0.0402(12) Uani 1 1 d . . . H36 H 0.5936 0.3355 0.9082 0.048 Uiso 1 1 calc R . . C37 C 0.6372(4) 0.4278(3) 0.8687(3) 0.0328(10) Uani 1 1 d . . . H37 H 0.6313 0.4198 0.8231 0.039 Uiso 1 1 calc R . . C38 C 0.7386(4) 0.4833(2) 0.7128(2) 0.0275(9) Uani 1 1 d . . . H38 H 0.7367 0.4322 0.7223 0.033 Uiso 1 1 calc R . . C39 C 0.7896(4) 0.4740(2) 0.5922(2) 0.0279(9) Uani 1 1 d . . . C40 C 0.8268(4) 0.5179(2) 0.5406(2) 0.0275(9) Uani 1 1 d . . . C41 C 0.8620(4) 0.4892(3) 0.4782(2) 0.0313(10) Uani 1 1 d . . . H41 H 0.8890 0.5185 0.4437 0.038 Uiso 1 1 calc R . . C42 C 0.8572(4) 0.4175(3) 0.4668(2) 0.0323(10) Uani 1 1 d . . . H42 H 0.8812 0.3972 0.4242 0.039 Uiso 1 1 calc R . . C43 C 0.8174(4) 0.3746(3) 0.5175(3) 0.0346(11) Uani 1 1 d . . . H43 H 0.8130 0.3259 0.5086 0.042 Uiso 1 1 calc R . . C44 C 0.7842(4) 0.4022(3) 0.5804(2) 0.0315(10) Uani 1 1 d . . . H44 H 0.7581 0.3725 0.6149 0.038 Uiso 1 1 calc R . . C45 C 0.8514(4) 0.6452(3) 0.5256(2) 0.0267(9) Uani 1 1 d . . . H45 H 0.8780 0.6426 0.4799 0.032 Uiso 1 1 calc R . . C46 C 0.8369(4) 0.7110(2) 0.5651(2) 0.0252(9) Uani 1 1 d . . . C47 C 0.8468(4) 0.7852(3) 0.5565(2) 0.0270(9) Uani 1 1 d . . . C48 C 0.8142(4) 0.8136(2) 0.6201(2) 0.0249(9) Uani 1 1 d . . . H48 H 0.8112 0.8634 0.6311 0.030 Uiso 1 1 calc R . . C49 C 0.8864(4) 0.8253(3) 0.4979(2) 0.0280(9) Uani 1 1 d . . . C50 C 0.9559(4) 0.7850(3) 0.4470(2) 0.0328(10) Uani 1 1 d . . . H50 H 0.9756 0.7303 0.4482 0.039 Uiso 1 1 calc R . . C51 C 0.9973(4) 0.8239(3) 0.3942(3) 0.0392(12) Uani 1 1 d . . . H51 H 1.0446 0.7960 0.3594 0.047 Uiso 1 1 calc R . . C52 C 0.9688(5) 0.9040(3) 0.3927(3) 0.0414(12) Uani 1 1 d . . . H52 H 0.9972 0.9309 0.3570 0.050 Uiso 1 1 calc R . . C53 C 0.8994(6) 0.9443(3) 0.4432(3) 0.0471(14) Uani 1 1 d . . . H53 H 0.8801 0.9990 0.4423 0.057 Uiso 1 1 calc R . . C54 C 0.8580(5) 0.9052(3) 0.4952(3) 0.0416(12) Uani 1 1 d . . . H54 H 0.8096 0.9334 0.5296 0.050 Uiso 1 1 calc R . . C55 C 0.4925(4) 0.7759(3) 0.7116(2) 0.0267(9) Uani 1 1 d . . . H55 H 0.5114 0.7212 0.7136 0.032 Uiso 1 1 calc R . . C56 C 0.3879(4) 0.8286(3) 0.6930(2) 0.0280(9) Uani 1 1 d . . . C57 C 0.4015(4) 0.9004(3) 0.6967(2) 0.0284(9) Uani 1 1 d . . . C58 C 0.2917(4) 0.8104(3) 0.6712(2) 0.0306(10) Uani 1 1 d . . . C59 C 0.3083(5) 0.7373(3) 0.6494(3) 0.0376(11) Uani 1 1 d . . . H59 H 0.3819 0.6998 0.6493 0.045 Uiso 1 1 calc R . . C60 C 0.2196(5) 0.7185(3) 0.6279(3) 0.0435(13) Uani 1 1 d . . . H60 H 0.2322 0.6682 0.6137 0.052 Uiso 1 1 calc R . . C61 C 0.1121(5) 0.7734(4) 0.6270(3) 0.0464(14) Uani 1 1 d . . . H61 H 0.0514 0.7612 0.6112 0.056 Uiso 1 1 calc R . . C62 C 0.0937(4) 0.8453(4) 0.6491(3) 0.0465(14) Uani 1 1 d . . . H62 H 0.0198 0.8825 0.6494 0.056 Uiso 1 1 calc R . . C63 C 0.1830(4) 0.8642(3) 0.6711(3) 0.0391(12) Uani 1 1 d . . . H63 H 0.1695 0.9142 0.6861 0.047 Uiso 1 1 calc R . . C64 C 0.3402(4) 0.9813(3) 0.6829(3) 0.0329(10) Uani 1 1 d . . . H64 H 0.2656 1.0003 0.6674 0.040 Uiso 1 1 calc R . . C65 C 0.3675(4) 1.1074(3) 0.6862(3) 0.0322(10) Uani 1 1 d . . . C66 C 0.4549(4) 1.1341(3) 0.7015(3) 0.0352(11) Uani 1 1 d . . . C67 C 0.4381(5) 1.2129(3) 0.6956(3) 0.0450(14) Uani 1 1 d . . . H67 H 0.4972 1.2315 0.7041 0.054 Uiso 1 1 calc R . . C68 C 0.3335(5) 1.2641(3) 0.6772(3) 0.0477(14) Uani 1 1 d . . . H68 H 0.3205 1.3183 0.6747 0.057 Uiso 1 1 calc R . . C69 C 0.2479(4) 1.2377(3) 0.6624(3) 0.0421(12) Uani 1 1 d . . . H69 H 0.1774 1.2737 0.6492 0.050 Uiso 1 1 calc R . . C70 C 0.2643(4) 1.1591(3) 0.6667(3) 0.0394(12) Uani 1 1 d . . . H70 H 0.2056 1.1409 0.6565 0.047 Uiso 1 1 calc R . . C71 C 0.6482(4) 1.0770(3) 0.7386(3) 0.0310(10) Uani 1 1 d . . . H71 H 0.6630 1.1241 0.7403 0.037 Uiso 1 1 calc R . . C72 C 0.7297(4) 1.0020(2) 0.7553(2) 0.0253(9) Uani 1 1 d . . . C73 C 0.8416(4) 0.9677(3) 0.7739(2) 0.0248(8) Uani 1 1 d . . . C74 C 0.8581(3) 0.8890(2) 0.7794(2) 0.0220(8) Uani 1 1 d . . . H74 H 0.9266 0.8499 0.7919 0.026 Uiso 1 1 calc R . . C75 C 0.9260(4) 1.0044(3) 0.7866(2) 0.0266(9) Uani 1 1 d . . . C76 C 1.0275(5) 0.9604(3) 0.8141(4) 0.0502(15) Uani 1 1 d . . . H76 H 1.0427 0.9065 0.8242 0.060 Uiso 1 1 calc R . . C77 C 1.1081(5) 0.9935(4) 0.8273(4) 0.067(2) Uani 1 1 d . . . H77 H 1.1773 0.9623 0.8461 0.080 Uiso 1 1 calc R . . C78 C 1.0860(5) 1.0717(3) 0.8126(3) 0.0470(14) Uani 1 1 d . . . H78 H 1.1401 1.0948 0.8213 0.056 Uiso 1 1 calc R . . C79 C 0.9861(4) 1.1160(3) 0.7854(3) 0.0365(11) Uani 1 1 d . . . H79 H 0.9706 1.1700 0.7757 0.044 Uiso 1 1 calc R . . C80 C 0.9073(4) 1.0822(3) 0.7720(3) 0.0325(10) Uani 1 1 d . . . H80 H 0.8389 1.1135 0.7524 0.039 Uiso 1 1 calc R . . B2 B 0.9560(5) 0.5555(4) 0.3152(3) 0.0423(14) Uani 1 1 d . . . F21 F 0.9905(3) 0.47564(17) 0.33584(16) 0.0457(8) Uani 1 1 d . . . F22 F 1.0321(3) 0.5679(2) 0.2656(2) 0.0708(12) Uani 1 1 d . . . F23 F 0.9570(3) 0.59732(18) 0.36871(17) 0.0483(8) Uani 1 1 d . . . F24 F 0.8495(3) 0.5785(2) 0.2917(2) 0.0655(11) Uani 1 1 d . . . B1 B 0.6837(5) 0.2849(3) 0.7206(3) 0.0335(11) Uani 1 1 d . . . F11 F 0.6493(3) 0.2467(2) 0.77653(17) 0.0512(8) Uani 1 1 d . . . F12 F 0.6976(3) 0.2401(2) 0.66679(18) 0.0578(9) Uani 1 1 d . . . F13 F 0.7859(3) 0.29397(18) 0.73109(17) 0.0462(8) Uani 1 1 d . . . F14 F 0.6034(3) 0.35669(19) 0.7086(2) 0.0542(9) Uani 1 1 d . . . N95 N 0.8614(8) 0.5574(7) 1.0352(7) 0.067(4) Uani 0.50 1 d P . . C96 C 0.9257(8) 0.5310(6) 1.0740(6) 0.036(2) Uani 0.50 1 d P . . C97 C 1.0149(7) 0.4993(5) 1.1236(4) 0.0233(17) Uani 0.50 1 d P . . H97A H 0.9818 0.5114 1.1687 0.028 Uiso 0.50 1 calc PR . . H97B H 1.0742 0.5225 1.1132 0.028 Uiso 0.50 1 calc PR . . H97C H 1.0475 0.4430 1.1214 0.028 Uiso 0.50 1 calc PR . . N90 N 0.7605(9) 1.0464(5) 0.6000(4) 0.080(3) Uani 0.75 1 d P . . C91 C 0.7617(7) 1.0988(5) 0.5676(4) 0.0471(18) Uani 0.75 1 d P . . C92 C 0.7643(7) 1.1647(4) 0.5253(3) 0.0417(16) Uani 0.75 1 d P . . H92A H 0.7250 1.1670 0.4844 0.050 Uiso 0.75 1 calc PR . . H92B H 0.8429 1.1607 0.5135 0.050 Uiso 0.75 1 calc PR . . H92C H 0.7267 1.2117 0.5489 0.050 Uiso 0.75 1 calc PR . . O100 O 0.4304(4) 0.2907(3) 0.8410(3) 0.0459(13) Uani 0.75 1 d P . . H100 H 0.4952 0.2850 0.8234 0.055 Uiso 0.75 1 calc PR . . C101 C 0.3630(7) 0.3684(5) 0.8325(5) 0.062(3) Uani 0.75 1 d P . . H10A H 0.3164 0.3838 0.8736 0.075 Uiso 0.75 1 calc PR . . H10B H 0.3140 0.3754 0.7950 0.075 Uiso 0.75 1 calc PR . . H10C H 0.4112 0.4006 0.8230 0.075 Uiso 0.75 1 calc PR . . C110 C 0.5664(11) 0.9586(6) 1.1254(5) 0.047(3) Uani 0.50 1 d P . . H11H H 0.5950 0.9038 1.1414 0.056 Uiso 0.50 1 calc PR . . H11I H 0.4837 0.9762 1.1259 0.056 Uiso 0.50 1 calc PR . . H11J H 0.5905 0.9893 1.1548 0.056 Uiso 0.50 1 calc PR . . C111 C 0.6097(8) 0.9678(5) 1.0593(5) 0.034(2) Uani 0.50 1 d P . . H11C H 0.5802 0.9400 1.0293 0.041 Uiso 0.50 1 calc PR . . H11D H 0.5825 1.0235 1.0441 0.041 Uiso 0.50 1 calc PR . . O112 O 0.7270(5) 0.9403(3) 1.0538(3) 0.0289(13) Uani 0.50 1 d P . . C113 C 0.7688(8) 0.9512(5) 0.9874(6) 0.036(2) Uani 0.50 1 d P . . H11A H 0.7368 1.0064 0.9713 0.043 Uiso 0.50 1 calc PR . . H11B H 0.7456 0.9200 0.9574 0.043 Uiso 0.50 1 calc PR . . C114 C 0.8898(8) 0.9281(6) 0.9859(6) 0.042(3) Uani 0.50 1 d P . . H11E H 0.9127 0.9517 1.0218 0.051 Uiso 0.50 1 calc PR . . H11F H 0.9175 0.9452 0.9424 0.051 Uiso 0.50 1 calc PR . . H11G H 0.9217 0.8715 0.9926 0.051 Uiso 0.50 1 calc PR . . C120 C 0.5208(14) 0.5389(9) 0.4821(8) 0.069(4) Uiso 0.50 1 d P A -1 H12C H 0.4771 0.5570 0.4418 0.082 Uiso 0.50 1 calc PR A -1 H12D H 0.4915 0.5026 0.5099 0.082 Uiso 0.50 1 calc PR A -1 H12E H 0.6003 0.5128 0.4691 0.082 Uiso 0.50 1 calc PR A -1 C121 C 0.5115(12) 0.6018(8) 0.5184(7) 0.061(3) Uiso 0.50 1 d P A -1 H12A H 0.5581 0.5816 0.5580 0.073 Uiso 0.50 1 calc PR A -1 H12B H 0.4320 0.6227 0.5355 0.073 Uiso 0.50 1 calc PR A -1 O122 O 0.5425(13) 0.6670(9) 0.4867(8) 0.113(5) Uiso 0.50 1 d P A -1 C123 C 0.5350(12) 0.7395(8) 0.5215(7) 0.062(3) Uiso 0.50 1 d P A -1 H12F H 0.4612 0.7542 0.5470 0.074 Uiso 0.50 1 calc PR A -1 H12G H 0.5932 0.7215 0.5555 0.074 Uiso 0.50 1 calc PR A -1 C124 C 0.5443(16) 0.8090(10) 0.4921(9) 0.084(5) Uiso 0.50 1 d P A -1 H12H H 0.6200 0.7994 0.4709 0.101 Uiso 0.50 1 calc PR A -1 H12I H 0.5318 0.8459 0.5267 0.101 Uiso 0.50 1 calc PR A -1 H12J H 0.4877 0.8306 0.4582 0.101 Uiso 0.50 1 calc PR A -1 O125 O 0.5165(14) 0.9630(8) 0.4888(8) 0.113(5) Uiso 0.50 1 d P B -2 H125 H 0.4856 0.9706 0.4519 0.135 Uiso 0.50 1 calc PR B -2 C126 C 0.5148(14) 0.8936(9) 0.5198(8) 0.074(4) Uiso 0.50 1 d P B -2 H12K H 0.5670 0.8782 0.5564 0.088 Uiso 0.50 1 calc PR B -2 H12L H 0.5381 0.8538 0.4871 0.088 Uiso 0.50 1 calc PR B -2 H12M H 0.4382 0.8992 0.5378 0.088 Uiso 0.50 1 calc PR B -2 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 Fe1 0.0125(2) 0.0120(2) 0.0161(3) -0.00004(19) -0.0039(2) -0.00284(18) Ni2 0.0212(3) 0.0326(3) 0.0249(3) -0.0004(2) -0.0036(2) -0.0077(2) Ni3 0.0297(3) 0.0192(3) 0.0241(3) -0.0021(2) 0.0003(2) -0.0094(2) Ni4 0.0200(3) 0.0185(3) 0.0385(3) -0.0006(2) -0.0086(2) -0.0055(2) N1 0.0209(16) 0.0236(17) 0.0269(19) 0.0009(14) -0.0049(14) -0.0066(14) N2 0.0211(17) 0.0301(19) 0.0282(19) 0.0048(15) -0.0079(15) -0.0064(14) N3 0.0264(19) 0.036(2) 0.030(2) 0.0033(17) -0.0087(16) -0.0098(16) N4 0.0286(19) 0.035(2) 0.027(2) -0.0020(16) -0.0023(16) -0.0112(16) N5 0.0252(17) 0.0246(18) 0.0249(18) -0.0006(14) -0.0004(15) -0.0083(14) N6 0.0239(17) 0.0284(19) 0.0254(19) -0.0048(15) -0.0004(15) -0.0065(14) N7 0.0261(17) 0.0193(16) 0.0239(18) -0.0015(13) -0.0009(15) -0.0065(14) N8 0.0269(17) 0.0188(16) 0.0273(19) -0.0028(14) -0.0009(15) -0.0091(14) N9 0.0319(19) 0.0218(17) 0.0276(19) -0.0046(14) 0.0018(16) -0.0101(15) N10 0.0295(18) 0.0245(18) 0.0285(19) -0.0046(15) -0.0011(16) -0.0095(15) N11 0.0233(16) 0.0187(16) 0.0242(18) -0.0014(13) -0.0051(14) -0.0053(13) N12 0.0276(18) 0.0203(17) 0.0242(18) -0.0031(14) -0.0017(15) -0.0084(14) N13 0.0212(16) 0.0200(17) 0.0302(19) -0.0019(14) -0.0067(15) -0.0045(13) N14 0.0181(16) 0.0212(17) 0.033(2) -0.0012(14) -0.0089(15) -0.0026(13) N15 0.0258(18) 0.0234(18) 0.044(2) 0.0009(16) -0.0115(17) -0.0049(15) N16 0.0257(18) 0.0184(17) 0.047(2) -0.0049(16) -0.0056(17) -0.0049(14) N17 0.0200(16) 0.0231(17) 0.0276(19) -0.0036(14) -0.0022(14) -0.0065(13) N18 0.0222(17) 0.0178(16) 0.032(2) -0.0044(14) -0.0040(15) -0.0044(13) C3 0.026(2) 0.027(2) 0.026(2) 0.0028(17) -0.0023(18) -0.0077(17) C4 0.025(2) 0.031(2) 0.029(2) 0.0035(18) -0.0036(18) -0.0076(18) C5 0.021(2) 0.033(2) 0.033(2) 0.0020(19) -0.0050(18) -0.0063(17) C6 0.023(2) 0.038(3) 0.035(3) 0.009(2) -0.0007(19) -0.0037(19) C7 0.030(2) 0.037(3) 0.052(3) 0.002(2) 0.007(2) -0.003(2) C8 0.037(3) 0.048(3) 0.061(4) 0.000(3) 0.012(3) 0.000(2) C9 0.026(3) 0.058(4) 0.073(5) 0.012(3) 0.010(3) 0.004(2) C10 0.026(2) 0.068(4) 0.052(4) 0.021(3) -0.009(2) -0.010(2) C11 0.025(2) 0.057(3) 0.037(3) 0.012(2) -0.002(2) -0.011(2) C12 0.024(2) 0.041(3) 0.033(3) 0.007(2) -0.0068(19) -0.0092(19) C13 0.035(2) 0.036(2) 0.028(2) 0.0006(19) -0.007(2) -0.016(2) C14 0.033(2) 0.032(2) 0.031(2) -0.0008(19) -0.006(2) -0.0097(19) C15 0.043(3) 0.038(3) 0.028(2) 0.000(2) -0.005(2) -0.014(2) C16 0.050(3) 0.038(3) 0.032(3) 0.002(2) -0.011(2) -0.017(2) C17 0.046(3) 0.037(3) 0.038(3) 0.001(2) -0.015(2) -0.018(2) C18 0.037(3) 0.038(3) 0.032(2) 0.005(2) -0.012(2) -0.018(2) C19 0.031(2) 0.038(3) 0.028(2) -0.0027(19) 0.0006(19) -0.0090(19) C20 0.029(2) 0.033(2) 0.028(2) -0.0031(18) 0.0015(19) -0.0100(18) C21 0.024(2) 0.031(2) 0.036(3) 0.0015(19) -0.0020(19) -0.0042(18) C22 0.024(2) 0.028(2) 0.036(3) -0.0010(19) -0.0052(19) -0.0023(17) C23 0.030(2) 0.033(3) 0.045(3) 0.001(2) 0.004(2) -0.0051(19) C24 0.033(3) 0.056(3) 0.040(3) 0.003(3) 0.000(2) -0.002(2) C25 0.043(3) 0.066(4) 0.047(3) 0.009(3) 0.007(3) -0.003(3) C26 0.033(3) 0.068(4) 0.067(4) 0.011(3) 0.011(3) -0.006(3) C27 0.032(3) 0.093(6) 0.075(5) -0.001(4) 0.002(3) -0.019(3) C28 0.034(3) 0.081(5) 0.052(4) -0.009(3) 0.002(3) -0.016(3) C29 0.025(2) 0.023(2) 0.024(2) 0.0016(16) -0.0033(17) -0.0069(16) C30 0.023(2) 0.024(2) 0.029(2) 0.0015(17) -0.0054(17) -0.0070(16) C31 0.024(2) 0.021(2) 0.028(2) 0.0024(16) -0.0022(17) -0.0065(16) C32 0.023(2) 0.023(2) 0.030(2) 0.0034(17) -0.0034(18) -0.0054(16) C33 0.035(2) 0.030(2) 0.031(2) 0.0039(19) -0.002(2) -0.0101(19) C34 0.039(3) 0.039(3) 0.032(3) 0.007(2) -0.001(2) -0.009(2) C35 0.037(3) 0.036(3) 0.042(3) 0.011(2) 0.002(2) -0.013(2) C36 0.040(3) 0.034(3) 0.051(3) 0.009(2) -0.010(2) -0.020(2) C37 0.033(2) 0.031(2) 0.036(3) 0.004(2) -0.007(2) -0.0133(19) C38 0.028(2) 0.022(2) 0.032(2) -0.0011(17) -0.0031(18) -0.0078(17) C39 0.029(2) 0.024(2) 0.030(2) -0.0027(17) -0.0060(19) -0.0062(17) C40 0.026(2) 0.024(2) 0.032(2) -0.0047(18) -0.0035(18) -0.0070(17) C41 0.032(2) 0.030(2) 0.034(2) -0.0065(19) -0.003(2) -0.0106(19) C42 0.033(2) 0.035(2) 0.031(2) -0.0119(19) -0.003(2) -0.0108(19) C43 0.039(3) 0.027(2) 0.040(3) -0.008(2) -0.006(2) -0.012(2) C44 0.035(2) 0.024(2) 0.035(3) -0.0025(18) -0.001(2) -0.0086(18) C45 0.026(2) 0.030(2) 0.025(2) -0.0002(17) -0.0027(17) -0.0109(17) C46 0.027(2) 0.026(2) 0.023(2) -0.0025(16) -0.0025(17) -0.0091(17) C47 0.028(2) 0.028(2) 0.026(2) -0.0016(17) -0.0037(18) -0.0098(17) C48 0.026(2) 0.022(2) 0.027(2) 0.0037(16) -0.0069(17) -0.0086(16) C49 0.030(2) 0.031(2) 0.025(2) 0.0040(18) -0.0066(18) -0.0126(18) C50 0.028(2) 0.037(3) 0.032(2) 0.008(2) -0.0063(19) -0.0102(19) C51 0.030(2) 0.050(3) 0.034(3) 0.008(2) -0.001(2) -0.011(2) C52 0.044(3) 0.051(3) 0.033(3) 0.012(2) -0.004(2) -0.025(2) C53 0.074(4) 0.037(3) 0.037(3) 0.005(2) -0.002(3) -0.030(3) C54 0.061(3) 0.036(3) 0.032(3) -0.001(2) 0.005(2) -0.022(2) C55 0.026(2) 0.025(2) 0.032(2) -0.0008(17) -0.0079(18) -0.0117(17) C56 0.025(2) 0.029(2) 0.034(2) 0.0034(18) -0.0096(19) -0.0123(17) C57 0.022(2) 0.028(2) 0.036(2) 0.0011(18) -0.0092(19) -0.0090(17) C58 0.028(2) 0.034(2) 0.035(2) 0.0066(19) -0.013(2) -0.0168(19) C59 0.044(3) 0.035(3) 0.040(3) 0.006(2) -0.019(2) -0.020(2) C60 0.054(3) 0.049(3) 0.040(3) 0.007(2) -0.019(3) -0.033(3) C61 0.042(3) 0.069(4) 0.043(3) 0.009(3) -0.019(3) -0.038(3) C62 0.028(2) 0.065(4) 0.052(3) 0.009(3) -0.014(2) -0.024(2) C63 0.033(2) 0.043(3) 0.047(3) 0.002(2) -0.008(2) -0.020(2) C64 0.023(2) 0.030(2) 0.046(3) 0.004(2) -0.013(2) -0.0092(18) C65 0.028(2) 0.023(2) 0.044(3) 0.0016(19) -0.012(2) -0.0046(17) C66 0.028(2) 0.025(2) 0.052(3) -0.003(2) -0.009(2) -0.0062(18) C67 0.037(3) 0.024(2) 0.074(4) 0.001(2) -0.016(3) -0.007(2) C68 0.047(3) 0.025(2) 0.067(4) 0.002(2) -0.012(3) -0.005(2) C69 0.034(3) 0.026(2) 0.059(4) 0.002(2) -0.012(2) -0.001(2) C70 0.032(2) 0.028(2) 0.055(3) 0.004(2) -0.012(2) -0.0063(19) C71 0.026(2) 0.024(2) 0.045(3) -0.0044(19) -0.004(2) -0.0092(17) C72 0.025(2) 0.023(2) 0.029(2) -0.0027(17) -0.0026(18) -0.0106(17) C73 0.024(2) 0.029(2) 0.024(2) -0.0045(17) -0.0026(17) -0.0100(17) C74 0.0158(17) 0.025(2) 0.022(2) -0.0011(16) -0.0041(15) -0.0017(15) C75 0.024(2) 0.033(2) 0.025(2) -0.0034(18) -0.0022(17) -0.0113(17) C76 0.035(3) 0.035(3) 0.085(5) 0.001(3) -0.024(3) -0.013(2) C77 0.044(3) 0.048(3) 0.117(6) 0.004(4) -0.043(4) -0.020(3) C78 0.043(3) 0.053(3) 0.058(4) -0.007(3) -0.013(3) -0.030(3) C79 0.040(3) 0.040(3) 0.040(3) -0.002(2) -0.008(2) -0.026(2) C80 0.031(2) 0.035(2) 0.036(3) -0.004(2) -0.002(2) -0.017(2) B2 0.037(3) 0.040(3) 0.040(3) 0.003(3) -0.002(3) -0.002(2) F21 0.0434(17) 0.0375(16) 0.0446(18) -0.0035(14) -0.0038(14) 0.0021(13) F22 0.055(2) 0.080(3) 0.058(2) 0.021(2) 0.0048(19) -0.0048(19) F23 0.0523(19) 0.0350(16) 0.055(2) 0.0002(14) -0.0064(16) -0.0119(14) F24 0.0456(19) 0.046(2) 0.095(3) -0.0117(19) -0.032(2) 0.0050(15) B1 0.038(3) 0.030(3) 0.038(3) -0.004(2) -0.005(2) -0.017(2) F11 0.065(2) 0.0497(19) 0.0448(19) 0.0021(15) 0.0007(17) -0.0295(17) F12 0.066(2) 0.068(2) 0.054(2) -0.0258(18) 0.0086(18) -0.0383(19) F13 0.0445(17) 0.0426(17) 0.059(2) 0.0015(15) -0.0167(16) -0.0227(14) F14 0.0449(18) 0.0380(17) 0.077(3) 0.0044(16) -0.0111(18) -0.0113(14) N95 0.027(5) 0.076(8) 0.098(9) -0.060(7) -0.018(6) 0.002(5) C96 0.031(5) 0.035(5) 0.053(6) -0.025(5) 0.008(5) -0.021(4) C97 0.028(4) 0.018(4) 0.032(4) 0.005(3) -0.005(4) -0.019(3) N90 0.150(9) 0.063(5) 0.043(4) -0.020(4) 0.040(5) -0.061(6) C91 0.069(5) 0.052(5) 0.031(4) -0.019(3) 0.011(4) -0.034(4) C92 0.050(4) 0.048(4) 0.032(3) -0.002(3) -0.009(3) -0.020(3) O100 0.035(3) 0.066(3) 0.035(3) 0.012(2) 0.005(2) -0.019(2) C101 0.045(4) 0.067(6) 0.084(7) 0.021(5) -0.024(5) -0.032(4) C110 0.063(7) 0.040(6) 0.030(5) -0.014(4) 0.022(5) -0.010(5) C111 0.033(5) 0.017(4) 0.046(6) -0.006(4) -0.007(4) 0.003(3) O112 0.023(3) 0.026(3) 0.034(3) -0.013(3) -0.005(3) 0.001(2) C113 0.029(5) 0.021(4) 0.053(6) 0.002(4) 0.000(4) -0.006(4) C114 0.036(5) 0.025(5) 0.060(7) 0.000(5) 0.015(5) -0.008(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 Fe1 N1 2.119(3) . y Fe1 N13 2.119(3) . y Fe1 N11 2.119(4) . y Fe1 N5 2.127(4) . y Fe1 N7 2.127(3) . y Fe1 N17 2.146(4) . y Ni2 N6 1.824(4) . y Ni2 N2 1.827(4) . y Ni2 N4 1.843(4) . y Ni2 N3 1.844(4) . y Ni3 N8 1.821(4) . y Ni3 N12 1.829(3) . y Ni3 N9 1.845(4) . y Ni3 N10 1.846(4) . y Ni4 N18 1.824(3) . y Ni4 N14 1.829(4) . y Ni4 N15 1.837(4) . y Ni4 N16 1.842(4) . y N1 N2 1.330(5) . ? N1 C3 1.338(6) . ? N2 C5 1.371(5) . ? N3 C12 1.295(6) . ? N3 C13 1.408(6) . ? N4 C19 1.302(6) . ? N4 C14 1.407(6) . ? N5 N6 1.320(5) . ? N5 C22 1.366(6) . ? N6 C20 1.363(6) . ? N7 N8 1.342(5) . ? N7 C29 1.344(5) . ? N8 C31 1.371(5) . ? N9 C38 1.287(6) . ? N9 C39 1.423(6) . ? N10 C45 1.291(6) . ? N10 C40 1.417(5) . ? N11 N12 1.342(5) . ? N11 C48 1.344(5) . ? N12 C46 1.359(6) . ? N13 N14 1.335(5) . ? N13 C55 1.347(5) . ? N14 C57 1.368(5) . ? N15 C64 1.302(6) . ? N15 C65 1.417(6) . ? N16 C71 1.290(6) . ? N16 C66 1.408(6) . ? N17 N18 1.332(5) . ? N17 C74 1.366(5) . ? N18 C72 1.376(5) . ? C3 C4 1.411(6) . ? C3 H3 0.9500 . ? C4 C5 1.398(7) . ? C4 C6 1.475(6) . ? C5 C12 1.452(7) . ? C6 C7 1.391(8) . ? C6 C11 1.401(7) . ? C7 C8 1.385(7) . ? C7 H7 0.9500 . ? C8 C9 1.370(10) . ? C8 H8 0.9500 . ? C9 C10 1.374(10) . ? C9 H9 0.9500 . ? C10 C11 1.387(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.394(6) . ? C13 C14 1.407(7) . ? C14 C15 1.388(7) . ? C15 C16 1.379(7) . ? C15 H15 0.9500 . ? C16 C17 1.399(8) . ? C16 H16 0.9500 . ? C17 C18 1.381(7) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.446(7) . ? C19 H19 0.9500 . ? C20 C21 1.399(6) . ? C21 C22 1.383(7) . ? C21 C23 1.483(7) . ? C22 H22 0.9500 . ? C23 C24 1.374(8) . ? C23 C28 1.400(8) . ? C24 C25 1.393(8) . ? C24 H24 0.9500 . ? C25 C26 1.359(9) . ? C25 H25 0.9500 . ? C26 C27 1.405(10) . ? C26 H26 0.9500 . ? C27 C28 1.384(8) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 C30 1.405(6) . ? C29 H29 0.9500 . ? C30 C31 1.405(6) . ? C30 C32 1.469(6) . ? C31 C38 1.453(6) . ? C32 C33 1.390(7) . ? C32 C37 1.397(6) . ? C33 C34 1.383(7) . ? C33 H33 0.9500 . ? C34 C35 1.382(8) . ? C34 H34 0.9500 . ? C35 C36 1.379(8) . ? C35 H35 0.9500 . ? C36 C37 1.387(7) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C44 1.389(6) . ? C39 C40 1.404(6) . ? C40 C41 1.384(7) . ? C41 C42 1.380(6) . ? C41 H41 0.9500 . ? C42 C43 1.398(7) . ? C42 H42 0.9500 . ? C43 C44 1.385(7) . ? C43 H43 0.9500 . ? C44 H44 0.9500 . ? C45 C46 1.460(6) . ? C45 H45 0.9500 . ? C46 C47 1.405(6) . ? C47 C48 1.401(6) . ? C47 C49 1.476(6) . ? C48 H48 0.9500 . ? C49 C50 1.385(7) . ? C49 C54 1.387(7) . ? C50 C51 1.391(7) . ? C50 H50 0.9500 . ? C51 C52 1.391(8) . ? C51 H51 0.9500 . ? C52 C53 1.380(8) . ? C52 H52 0.9500 . ? C53 C54 1.383(7) . ? C53 H53 0.9500 . ? C54 H54 0.9500 . ? C55 C56 1.399(6) . ? C55 H55 0.9500 . ? C56 C57 1.397(6) . ? C56 C58 1.466(6) . ? C57 C64 1.438(6) . ? C58 C63 1.391(7) . ? C58 C59 1.394(7) . ? C59 C60 1.385(7) . ? C59 H59 0.9500 . ? C60 C61 1.388(8) . ? C60 H60 0.9500 . ? C61 C62 1.373(9) . ? C61 H61 0.9500 . ? C62 C63 1.394(7) . ? C62 H62 0.9500 . ? C63 H63 0.9500 . ? C64 H64 0.9500 . ? C65 C70 1.385(6) . ? C65 C66 1.411(6) . ? C66 C67 1.387(7) . ? C67 C68 1.388(7) . ? C67 H67 0.9500 . ? C68 C69 1.385(8) . ? C68 H68 0.9500 . ? C69 C70 1.384(7) . ? C69 H69 0.9500 . ? C70 H70 0.9500 . ? C71 C72 1.442(6) . ? C71 H71 0.9500 . ? C72 C73 1.399(6) . ? C73 C74 1.386(6) . ? C73 C75 1.487(6) . ? C74 H74 0.9500 . ? C75 C80 1.376(7) . ? C75 C76 1.384(7) . ? C76 C77 1.400(7) . ? C76 H76 0.9500 . ? C77 C78 1.377(8) . ? C77 H77 0.9500 . ? C78 C79 1.369(8) . ? C78 H78 0.9500 . ? C79 C80 1.390(6) . ? C79 H79 0.9500 . ? C80 H80 0.9500 . ? B2 F24 1.369(7) . ? B2 F23 1.378(8) . ? B2 F22 1.387(7) . ? B2 F21 1.415(7) . ? B1 F14 1.378(6) . ? B1 F12 1.382(6) . ? B1 F13 1.386(6) . ? B1 F11 1.388(7) . ? N95 C96 1.121(15) . ? C96 C97 1.485(14) . ? C97 H97A 0.9800 . ? C97 H97B 0.9800 . ? C97 H97C 0.9800 . ? N90 C91 1.116(10) . ? C91 C92 1.422(10) . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? O100 C101 1.396(10) . ? O100 H100 0.8400 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C110 C111 1.412(14) . ? C110 H11H 0.9800 . ? C110 H11I 0.9800 . ? C110 H11J 0.9800 . ? C111 O112 1.389(11) . ? C111 H11C 0.9900 . ? C111 H11D 0.9900 . ? O112 C113 1.415(12) . ? C113 C114 1.435(13) . ? C113 H11A 0.9900 . ? C113 H11B 0.9900 . ? C114 H11E 0.9800 . ? C114 H11F 0.9800 . ? C114 H11G 0.9800 . ? C120 C121 1.39(2) . ? C120 H12C 0.9800 . ? C120 H12D 0.9800 . ? C120 H12E 0.9800 . ? C121 O122 1.462(19) . ? C121 H12A 0.9900 . ? C121 H12B 0.9900 . ? O122 C123 1.53(2) . ? C123 C124 1.40(2) . ? C123 H12F 0.9900 . ? C123 H12G 0.9900 . ? C124 H12H 0.9800 . ? C124 H12I 0.9800 . ? C124 H12J 0.9800 . ? O125 C126 1.37(2) . ? O125 H125 0.8400 . ? C126 H12K 0.9800 . ? C126 H12L 0.9800 . ? C126 H12M 0.9800 . ? 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 Fe1 N13 173.86(14) . . y N1 Fe1 N11 90.23(14) . . y N13 Fe1 N11 85.90(14) . . y N1 Fe1 N5 99.18(14) . . y N13 Fe1 N5 85.05(14) . . y N11 Fe1 N5 169.77(13) . . y N1 Fe1 N7 86.23(13) . . y N13 Fe1 N7 89.72(14) . . y N11 Fe1 N7 99.68(14) . . y N5 Fe1 N7 85.04(14) . . y N1 Fe1 N17 84.82(13) . . y N13 Fe1 N17 99.77(13) . . y N11 Fe1 N17 87.89(14) . . y N5 Fe1 N17 88.96(14) . . y N7 Fe1 N17 168.30(14) . . y N6 Ni2 N2 104.08(16) . . y N6 Ni2 N4 84.53(17) . . y N2 Ni2 N4 170.14(16) . . y N6 Ni2 N3 171.08(18) . . y N2 Ni2 N3 84.67(17) . . y N4 Ni2 N3 86.60(18) . . y N8 Ni3 N12 104.74(16) . . y N8 Ni3 N9 84.14(16) . . y N12 Ni3 N9 171.06(17) . . y N8 Ni3 N10 170.99(16) . . y N12 Ni3 N10 84.26(16) . . y N9 Ni3 N10 86.85(16) . . y N18 Ni4 N14 104.94(15) . . y N18 Ni4 N15 170.88(16) . . y N14 Ni4 N15 84.18(16) . . y N18 Ni4 N16 84.24(16) . . y N14 Ni4 N16 170.81(16) . . y N15 Ni4 N16 86.65(16) . . y N2 N1 C3 107.8(3) . . ? N2 N1 Fe1 121.3(3) . . ? C3 N1 Fe1 130.6(3) . . ? N1 N2 C5 109.3(4) . . ? N1 N2 Ni2 135.7(3) . . ? C5 N2 Ni2 114.1(3) . . ? C12 N3 C13 130.7(4) . . ? C12 N3 Ni2 116.1(3) . . ? C13 N3 Ni2 113.0(3) . . ? C19 N4 C14 130.8(4) . . ? C19 N4 Ni2 115.6(3) . . ? C14 N4 Ni2 113.3(3) . . ? N6 N5 C22 106.7(4) . . ? N6 N5 Fe1 123.1(3) . . ? C22 N5 Fe1 129.2(3) . . ? N5 N6 C20 110.6(4) . . ? N5 N6 Ni2 134.9(3) . . ? C20 N6 Ni2 114.3(3) . . ? N8 N7 C29 106.4(3) . . ? N8 N7 Fe1 122.7(3) . . ? C29 N7 Fe1 130.8(3) . . ? N7 N8 C31 110.3(4) . . ? N7 N8 Ni3 134.9(3) . . ? C31 N8 Ni3 114.3(3) . . ? C38 N9 C39 130.1(4) . . ? C38 N9 Ni3 116.5(3) . . ? C39 N9 Ni3 112.8(3) . . ? C45 N10 C40 129.9(4) . . ? C45 N10 Ni3 116.8(3) . . ? C40 N10 Ni3 113.3(3) . . ? N12 N11 C48 106.7(4) . . ? N12 N11 Fe1 122.3(3) . . ? C48 N11 Fe1 130.9(3) . . ? N11 N12 C46 110.1(3) . . ? N11 N12 Ni3 135.5(3) . . ? C46 N12 Ni3 114.4(3) . . ? N14 N13 C55 106.8(3) . . ? N14 N13 Fe1 121.9(3) . . ? C55 N13 Fe1 131.1(3) . . ? N13 N14 C57 109.8(3) . . ? N13 N14 Ni4 135.6(3) . . ? C57 N14 Ni4 114.5(3) . . ? C64 N15 C65 130.1(4) . . ? C64 N15 Ni4 116.4(3) . . ? C65 N15 Ni4 113.4(3) . . ? C71 N16 C66 130.1(4) . . ? C71 N16 Ni4 116.4(3) . . ? C66 N16 Ni4 113.5(3) . . ? N18 N17 C74 106.5(3) . . ? N18 N17 Fe1 122.1(3) . . ? C74 N17 Fe1 131.4(3) . . ? N17 N18 C72 110.3(3) . . ? N17 N18 Ni4 135.1(3) . . ? C72 N18 Ni4 114.6(3) . . ? N1 C3 C4 111.1(4) . . ? N1 C3 H3 124.4 . . ? C4 C3 H3 124.4 . . ? C5 C4 C3 102.7(4) . . ? C5 C4 C6 129.4(4) . . ? C3 C4 C6 127.9(4) . . ? N2 C5 C4 109.0(4) . . ? N2 C5 C12 111.9(4) . . ? C4 C5 C12 138.6(4) . . ? C7 C6 C11 119.5(5) . . ? C7 C6 C4 119.8(5) . . ? C11 C6 C4 120.7(5) . . ? C8 C7 C6 120.5(6) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C9 C8 C7 119.3(6) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? C8 C9 C10 121.3(5) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? C9 C10 C11 120.2(6) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C10 C11 C6 119.2(6) . . ? C10 C11 H11 120.4 . . ? C6 C11 H11 120.4 . . ? N3 C12 C5 113.1(4) . . ? N3 C12 H12 123.5 . . ? C5 C12 H12 123.5 . . ? C18 C13 C14 120.6(5) . . ? C18 C13 N3 125.7(5) . . ? C14 C13 N3 113.7(4) . . ? C15 C14 N4 126.1(5) . . ? C15 C14 C13 120.6(4) . . ? N4 C14 C13 113.3(4) . . ? C16 C15 C14 118.3(5) . . ? C16 C15 H15 120.9 . . ? C14 C15 H15 120.9 . . ? C15 C16 C17 121.5(5) . . ? C15 C16 H16 119.3 . . ? C17 C16 H16 119.3 . . ? C18 C17 C16 120.7(5) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C13 118.4(5) . . ? C17 C18 H18 120.8 . . ? C13 C18 H18 120.8 . . ? N4 C19 C20 113.0(4) . . ? N4 C19 H19 123.5 . . ? C20 C19 H19 123.5 . . ? N6 C20 C21 108.1(4) . . ? N6 C20 C19 112.0(4) . . ? C21 C20 C19 139.9(5) . . ? C22 C21 C20 103.9(4) . . ? C22 C21 C23 124.7(4) . . ? C20 C21 C23 131.4(5) . . ? N5 C22 C21 110.8(4) . . ? N5 C22 H22 124.6 . . ? C21 C22 H22 124.6 . . ? C24 C23 C28 117.8(5) . . ? C24 C23 C21 122.0(5) . . ? C28 C23 C21 120.2(5) . . ? C23 C24 C25 121.4(6) . . ? C23 C24 H24 119.3 . . ? C25 C24 H24 119.3 . . ? C26 C25 C24 120.6(6) . . ? C26 C25 H25 119.7 . . ? C24 C25 H25 119.7 . . ? C25 C26 C27 119.4(6) . . ? C25 C26 H26 120.3 . . ? C27 C26 H26 120.3 . . ? C28 C27 C26 119.4(7) . . ? C28 C27 H27 120.3 . . ? C26 C27 H27 120.3 . . ? C27 C28 C23 121.3(6) . . ? C27 C28 H28 119.3 . . ? C23 C28 H28 119.3 . . ? N7 C29 C30 112.1(4) . . ? N7 C29 H29 124.0 . . ? C30 C29 H29 124.0 . . ? C31 C30 C29 102.9(4) . . ? C31 C30 C32 131.0(4) . . ? C29 C30 C32 126.1(4) . . ? N8 C31 C30 108.3(4) . . ? N8 C31 C38 111.7(4) . . ? C30 C31 C38 139.9(4) . . ? C33 C32 C37 118.2(4) . . ? C33 C32 C30 119.8(4) . . ? C37 C32 C30 122.0(4) . . ? C34 C33 C32 121.3(5) . . ? C34 C33 H33 119.4 . . ? C32 C33 H33 119.4 . . ? C35 C34 C33 119.9(5) . . ? C35 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? C36 C35 C34 119.7(5) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? C35 C36 C37 120.6(5) . . ? C35 C36 H36 119.7 . . ? C37 C36 H36 119.7 . . ? C36 C37 C32 120.4(5) . . ? C36 C37 H37 119.8 . . ? C32 C37 H37 119.8 . . ? N9 C38 C31 112.6(4) . . ? N9 C38 H38 123.7 . . ? C31 C38 H38 123.7 . . ? C44 C39 C40 120.1(4) . . ? C44 C39 N9 126.2(4) . . ? C40 C39 N9 113.7(4) . . ? C41 C40 C39 120.8(4) . . ? C41 C40 N10 126.0(4) . . ? C39 C40 N10 113.3(4) . . ? C42 C41 C40 119.0(5) . . ? C42 C41 H41 120.5 . . ? C40 C41 H41 120.5 . . ? C41 C42 C43 120.5(5) . . ? C41 C42 H42 119.8 . . ? C43 C42 H42 119.8 . . ? C44 C43 C42 120.9(4) . . ? C44 C43 H43 119.6 . . ? C42 C43 H43 119.6 . . ? C43 C44 C39 118.8(5) . . ? C43 C44 H44 120.6 . . ? C39 C44 H44 120.6 . . ? N10 C45 C46 112.2(4) . . ? N10 C45 H45 123.9 . . ? C46 C45 H45 123.9 . . ? N12 C46 C47 108.6(4) . . ? N12 C46 C45 112.3(4) . . ? C47 C46 C45 139.0(4) . . ? C48 C47 C46 103.0(4) . . ? C48 C47 C49 126.0(4) . . ? C46 C47 C49 130.9(4) . . ? N11 C48 C47 111.6(4) . . ? N11 C48 H48 124.2 . . ? C47 C48 H48 124.2 . . ? C50 C49 C54 119.0(4) . . ? C50 C49 C47 121.7(4) . . ? C54 C49 C47 119.2(4) . . ? C49 C50 C51 120.6(5) . . ? C49 C50 H50 119.7 . . ? C51 C50 H50 119.7 . . ? C52 C51 C50 119.6(5) . . ? C52 C51 H51 120.2 . . ? C50 C51 H51 120.2 . . ? C53 C52 C51 120.0(5) . . ? C53 C52 H52 120.0 . . ? C51 C52 H52 120.0 . . ? C52 C53 C54 120.0(5) . . ? C52 C53 H53 120.0 . . ? C54 C53 H53 120.0 . . ? C53 C54 C49 120.8(5) . . ? C53 C54 H54 119.6 . . ? C49 C54 H54 119.6 . . ? N13 C55 C56 111.5(4) . . ? N13 C55 H55 124.2 . . ? C56 C55 H55 124.2 . . ? C57 C56 C55 103.1(4) . . ? C57 C56 C58 129.8(4) . . ? C55 C56 C58 127.1(4) . . ? N14 C57 C56 108.7(4) . . ? N14 C57 C64 111.9(4) . . ? C56 C57 C64 139.3(4) . . ? C63 C58 C59 118.2(4) . . ? C63 C58 C56 122.1(4) . . ? C59 C58 C56 119.7(4) . . ? C60 C59 C58 121.2(5) . . ? C60 C59 H59 119.4 . . ? C58 C59 H59 119.4 . . ? C59 C60 C61 119.7(5) . . ? C59 C60 H60 120.1 . . ? C61 C60 H60 120.1 . . ? C62 C61 C60 119.9(5) . . ? C62 C61 H61 120.0 . . ? C60 C61 H61 120.0 . . ? C61 C62 C63 120.3(5) . . ? C61 C62 H62 119.8 . . ? C63 C62 H62 119.8 . . ? C58 C63 C62 120.6(5) . . ? C58 C63 H63 119.7 . . ? C62 C63 H63 119.7 . . ? N15 C64 C57 113.0(4) . . ? N15 C64 H64 123.5 . . ? C57 C64 H64 123.5 . . ? C70 C65 C66 120.7(4) . . ? C70 C65 N15 126.1(4) . . ? C66 C65 N15 113.1(4) . . ? C67 C66 N16 127.0(4) . . ? C67 C66 C65 119.6(4) . . ? N16 C66 C65 113.3(4) . . ? C66 C67 C68 119.0(5) . . ? C66 C67 H67 120.5 . . ? C68 C67 H67 120.5 . . ? C69 C68 C67 121.1(5) . . ? C69 C68 H68 119.5 . . ? C67 C68 H68 119.5 . . ? C70 C69 C68 120.5(5) . . ? C70 C69 H69 119.8 . . ? C68 C69 H69 119.8 . . ? C69 C70 C65 119.0(5) . . ? C69 C70 H70 120.5 . . ? C65 C70 H70 120.5 . . ? N16 C71 C72 113.5(4) . . ? N16 C71 H71 123.2 . . ? C72 C71 H71 123.2 . . ? N18 C72 C73 107.9(4) . . ? N18 C72 C71 111.3(4) . . ? C73 C72 C71 140.7(4) . . ? C74 C73 C72 104.1(4) . . ? C74 C73 C75 126.2(4) . . ? C72 C73 C75 129.6(4) . . ? N17 C74 C73 111.2(3) . . ? N17 C74 H74 124.4 . . ? C73 C74 H74 124.4 . . ? C80 C75 C76 117.6(4) . . ? C80 C75 C73 122.2(4) . . ? C76 C75 C73 120.2(4) . . ? C75 C76 C77 121.5(5) . . ? C75 C76 H76 119.2 . . ? C77 C76 H76 119.2 . . ? C78 C77 C76 119.3(5) . . ? C78 C77 H77 120.4 . . ? C76 C77 H77 120.4 . . ? C79 C78 C77 119.9(5) . . ? C79 C78 H78 120.0 . . ? C77 C78 H78 120.0 . . ? C78 C79 C80 120.1(5) . . ? C78 C79 H79 119.9 . . ? C80 C79 H79 119.9 . . ? C75 C80 C79 121.6(5) . . ? C75 C80 H80 119.2 . . ? C79 C80 H80 119.2 . . ? F24 B2 F23 110.0(5) . . ? F24 B2 F22 110.6(5) . . ? F23 B2 F22 108.2(5) . . ? F24 B2 F21 109.6(5) . . ? F23 B2 F21 109.6(5) . . ? F22 B2 F21 108.9(5) . . ? F14 B1 F12 110.8(5) . . ? F14 B1 F13 109.3(4) . . ? F12 B1 F13 108.9(5) . . ? F14 B1 F11 109.6(5) . . ? F12 B1 F11 107.9(4) . . ? F13 B1 F11 110.2(4) . . ? N95 C96 C97 176.4(12) . . ? C96 C97 H97A 109.5 . . ? C96 C97 H97B 109.5 . . ? H97A C97 H97B 109.5 . . ? C96 C97 H97C 109.5 . . ? H97A C97 H97C 109.5 . . ? H97B C97 H97C 109.5 . . ? N90 C91 C92 179.0(9) . . ? C91 C92 H92A 109.5 . . ? C91 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C91 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C101 O100 H100 109.5 . . ? O100 C101 H10A 109.5 . . ? O100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? O100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C111 C110 H11H 109.5 . . ? C111 C110 H11I 109.5 . . ? H11H C110 H11I 109.5 . . ? C111 C110 H11J 109.5 . . ? H11H C110 H11J 109.5 . . ? H11I C110 H11J 109.5 . . ? O112 C111 C110 113.0(9) . . ? O112 C111 H11C 109.0 . . ? C110 C111 H11C 109.0 . . ? O112 C111 H11D 109.0 . . ? C110 C111 H11D 109.0 . . ? H11C C111 H11D 107.8 . . ? C111 O112 C113 112.1(7) . . ? O112 C113 C114 109.6(9) . . ? O112 C113 H11A 109.8 . . ? C114 C113 H11A 109.8 . . ? O112 C113 H11B 109.8 . . ? C114 C113 H11B 109.8 . . ? H11A C113 H11B 108.2 . . ? C113 C114 H11E 109.5 . . ? C113 C114 H11F 109.5 . . ? H11E C114 H11F 109.5 . . ? C113 C114 H11G 109.5 . . ? H11E C114 H11G 109.5 . . ? H11F C114 H11G 109.5 . . ? C120 C121 O122 120.3(14) . . ? C120 C121 H12A 107.2 . . ? O122 C121 H12A 107.2 . . ? C120 C121 H12B 107.2 . . ? O122 C121 H12B 107.2 . . ? H12A C121 H12B 106.9 . . ? C121 O122 C123 124.9(14) . . ? C124 C123 O122 127.9(15) . . ? C124 C123 H12F 105.3 . . ? O122 C123 H12F 105.3 . . ? C124 C123 H12G 105.3 . . ? O122 C123 H12G 105.3 . . ? H12F C123 H12G 106.0 . . ? C126 O125 H125 109.5 . . ? O125 C126 H12K 109.5 . . ? O125 C126 H12L 109.5 . . ? H12K C126 H12L 109.5 . . ? O125 C126 H12M 109.5 . . ? H12K C126 H12M 109.5 . . ? H12L C126 H12M 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O100 H100 F11 0.84 2.02 2.841(6) 166.5 . _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.483 _refine_diff_density_min -0.945 _refine_diff_density_rms 0.116