# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_(pyMgCl)2.(THF)4 _database_code_depnum_ccdc_archive 'CCDC 878726' #TrackingRef '10926_web_deposit_cif_file_0_FriederJaekle_1335376556.(pyMgCl)2.(THF)4.cif' # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.250 0.250 0.427 140 19 ' ' 2 0.250 0.250 0.927 140 19 ' ' 3 0.750 0.750 0.573 140 19 ' ' 4 0.750 0.750 0.073 140 19 ' ' _platon_squeeze_details ; Disordered solvent (THF) molecules were not determined, but SQUEEZE found that there were approximately 3.5-4.0 such disordered solvent molecules per cell, which are located in channels along the crystallographic c axis. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H32 Cl2 Mg2 N2 O3' _chemical_formula_sum 'C22 H32 Cl2 Mg2 N2 O3' _chemical_formula_weight 492.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mg Mg 0.1719 0.1771 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'P 4/n c c' _symmetry_space_group_name_Hall '-P 4a 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' 'y+1/2, x+1/2, -z+1/2' '-y, -x, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' '-y-1/2, -x-1/2, z-1/2' 'y, x, z-1/2' _cell_length_a 17.1131(2) _cell_length_b 17.1131(2) _cell_length_c 18.5626(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5436.21(13) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9782 _cell_measurement_theta_min 4.76 _cell_measurement_theta_max 67.71 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 2.790 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.348 _exptl_absorpt_correction_T_max 0.488 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008a)' _exptl_special_details ; 'crystal mounted on a Cryoloop using Paratone-N' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD Apex-II area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 2706 _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_av_sigmaI/netI 0.023 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 4.76 _diffrn_reflns_theta_max 74.05 _reflns_number_total 2706 _reflns_number_gt 2550 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX 2 (Bruker, 2006)' _computing_cell_refinement 'APEX 2' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008b)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0659P)^2^+3.3738P] 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_coef ? _refine_ls_number_reflns 2706 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.045 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_ref 0.122 _refine_ls_wR_factor_gt 0.120 _refine_ls_goodness_of_fit_ref 1.10 _refine_ls_restrained_S_all 1.10 _refine_ls_shift/su_max 0.00 _refine_ls_shift/su_mean 0.00 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 Mg1 Mg 0.03496(3) 0.02747(3) 0.32975(3) 0.02481(19) Uani 1 1 d . . . Cl1 Cl -0.00183(3) 0.12790(3) 0.40809(2) 0.03442(18) Uani 1 1 d . . . O1 O 0.12550(8) -0.01422(8) 0.39484(8) 0.0308(3) Uani 1 1 d . . . O2 O -0.06458(7) 0.06458(7) 0.2500 0.0251(4) Uani 1 2 d S . . N1 N 0.10955(10) 0.04586(10) 0.23837(10) 0.0360(4) Uani 1 1 d . . . C1 C 0.08175(10) 0.02488(9) 0.17074(9) 0.0230(3) Uani 1 1 d . . . C2 C 0.12749(14) 0.03848(12) 0.11135(13) 0.0436(5) Uani 1 1 d . . . H2 H 0.1080 0.0228 0.0656 0.052 Uiso 1 1 calc R . . C3 C 0.19864(15) 0.07285(14) 0.11397(18) 0.0571(7) Uani 1 1 d . . . H3 H 0.2274 0.0828 0.0712 0.068 Uiso 1 1 calc R . . C4 C 0.22806(13) 0.09287(15) 0.1803(2) 0.0635(9) Uani 1 1 d . . . H4 H 0.2780 0.1166 0.1843 0.076 Uiso 1 1 calc R . . C5 C 0.18373(12) 0.07785(13) 0.24112(15) 0.0476(6) Uani 1 1 d . . . H5 H 0.2053 0.0901 0.2869 0.057 Uiso 1 1 calc R . . C6 C 0.17202(11) -0.07997(11) 0.37087(11) 0.0337(4) Uani 1 1 d . . . H6A H 0.2228 -0.0621 0.3514 0.040 Uiso 1 1 calc R . . H6B H 0.1442 -0.1099 0.3331 0.040 Uiso 1 1 calc R . . C7 C 0.18384(13) -0.12937(12) 0.43751(13) 0.0422(5) Uani 1 1 d . . . H7A H 0.2324 -0.1607 0.4342 0.051 Uiso 1 1 calc R . . H7B H 0.1390 -0.1648 0.4457 0.051 Uiso 1 1 calc R . . C8 C 0.18965(12) -0.06802(14) 0.49636(11) 0.0427(5) Uani 1 1 d . . . H8A H 0.1743 -0.0899 0.5436 0.051 Uiso 1 1 calc R . . H8B H 0.2434 -0.0471 0.4999 0.051 Uiso 1 1 calc R . . C9 C 0.13334(14) -0.00577(14) 0.47256(12) 0.0431(5) Uani 1 1 d . . . H9A H 0.0821 -0.0128 0.4964 0.052 Uiso 1 1 calc R . . H9B H 0.1537 0.0467 0.4848 0.052 Uiso 1 1 calc R . . C10 C -0.14381(10) 0.05622(11) 0.27946(10) 0.0284(4) Uani 1 1 d . . . H10A H -0.1420 0.0329 0.3282 0.034 Uiso 1 1 calc R . . H10B H -0.1760 0.0224 0.2480 0.034 Uiso 1 1 calc R . . C11 C -0.17724(11) 0.13790(11) 0.28237(11) 0.0345(4) Uani 1 1 d . . . H11A H -0.1633 0.1644 0.3280 0.041 Uiso 1 1 calc R . . H11B H -0.2348 0.1373 0.2771 0.041 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 Mg1 0.0298(3) 0.0245(3) 0.0201(3) -0.0010(2) -0.0001(2) -0.0003(2) Cl1 0.0490(3) 0.0318(3) 0.0225(3) -0.00570(16) -0.00381(17) 0.01345(18) O1 0.0333(7) 0.0349(7) 0.0241(7) -0.0011(5) -0.0024(5) 0.0058(5) O2 0.0242(5) 0.0242(5) 0.0268(9) 0.0034(5) 0.0034(5) -0.0003(6) N1 0.0314(8) 0.0348(8) 0.0419(10) 0.0083(7) -0.0008(7) 0.0007(6) C1 0.0233(8) 0.0208(8) 0.0250(8) 0.0015(6) 0.0051(6) 0.0029(6) C2 0.0578(14) 0.0329(10) 0.0401(12) 0.0043(9) 0.0222(10) 0.0073(9) C3 0.0467(13) 0.0432(12) 0.0813(19) 0.0242(12) 0.0370(14) 0.0127(10) C4 0.0245(10) 0.0417(12) 0.124(3) 0.0396(15) 0.0108(13) 0.0022(9) C5 0.0336(10) 0.0406(11) 0.0685(16) 0.0209(11) -0.0182(10) -0.0081(8) C6 0.0315(9) 0.0353(10) 0.0342(10) -0.0017(8) -0.0002(8) 0.0048(7) C7 0.0381(10) 0.0400(11) 0.0485(13) 0.0135(9) 0.0039(9) 0.0065(8) C8 0.0371(10) 0.0613(14) 0.0296(10) 0.0115(9) -0.0003(8) 0.0071(9) C9 0.0517(13) 0.0508(12) 0.0267(11) -0.0022(8) -0.0090(9) 0.0079(10) C10 0.0234(8) 0.0332(9) 0.0285(9) 0.0002(7) 0.0039(7) -0.0002(7) C11 0.0303(9) 0.0381(10) 0.0350(10) -0.0028(8) 0.0014(8) 0.0068(7) _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 Mg1 O1 2.0904(14) . ? Mg1 C1 2.1312(18) 8 ? Mg1 N1 2.1461(18) . ? Mg1 Cl1 2.3378(7) . ? Mg1 O2 2.3444(13) . ? Mg1 Mg1 3.3237(11) 8 ? O1 C6 1.448(2) . ? O1 C9 1.456(3) . ? O2 C10 1.4689(19) . ? O2 C10 1.4689(19) 8 ? O2 Mg1 2.3444(13) 8 ? N1 C5 1.383(3) . ? N1 C1 1.390(2) . ? C1 C2 1.372(3) . ? C1 Mg1 2.1312(18) 8 ? C2 C3 1.353(4) . ? C2 H2 0.9500 . ? C3 C4 1.373(4) . ? C3 H3 0.9500 . ? C4 C5 1.385(4) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.512(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.518(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.503(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.511(2) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C11 1.533(4) 8 ? C11 H11A 0.9900 . ? C11 H11B 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 O1 Mg1 C1 93.40(6) . 8 ? O1 Mg1 N1 93.79(6) . . ? C1 Mg1 N1 114.27(7) 8 . ? O1 Mg1 Cl1 95.22(4) . . ? C1 Mg1 Cl1 121.20(5) 8 . ? N1 Mg1 Cl1 122.96(5) . . ? O1 Mg1 O2 174.87(5) . . ? C1 Mg1 O2 83.44(5) 8 . ? N1 Mg1 O2 83.88(5) . . ? Cl1 Mg1 O2 89.88(4) . . ? O1 Mg1 Mg1 130.05(4) . 8 ? C1 Mg1 Mg1 63.89(5) 8 8 ? N1 Mg1 Mg1 62.24(5) . 8 ? Cl1 Mg1 Mg1 134.737(17) . 8 ? O2 Mg1 Mg1 44.86(3) . 8 ? C6 O1 C9 109.33(14) . . ? C6 O1 Mg1 119.67(11) . . ? C9 O1 Mg1 127.37(12) . . ? C10 O2 C10 108.56(17) . 8 ? C10 O2 Mg1 114.48(8) . 8 ? C10 O2 Mg1 114.16(8) 8 8 ? C10 O2 Mg1 114.16(8) . . ? C10 O2 Mg1 114.48(8) 8 . ? Mg1 O2 Mg1 90.29(6) 8 . ? C5 N1 C1 116.73(18) . . ? C5 N1 Mg1 125.07(16) . . ? C1 N1 Mg1 118.20(12) . . ? C2 C1 N1 119.13(18) . . ? C2 C1 Mg1 125.34(16) . 8 ? N1 C1 Mg1 115.35(12) . 8 ? C3 C2 C1 123.9(3) . . ? C3 C2 H2 118.0 . . ? C1 C2 H2 118.0 . . ? C2 C3 C4 118.1(2) . . ? C2 C3 H3 121.0 . . ? C4 C3 H3 121.0 . . ? C3 C4 C5 118.9(2) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 123.1(2) . . ? N1 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? O1 C6 C7 104.87(16) . . ? O1 C6 H6A 110.8 . . ? C7 C6 H6A 110.8 . . ? O1 C6 H6B 110.8 . . ? C7 C6 H6B 110.8 . . ? H6A C6 H6B 108.8 . . ? C6 C7 C8 102.17(17) . . ? C6 C7 H7A 111.3 . . ? C8 C7 H7A 111.3 . . ? C6 C7 H7B 111.3 . . ? C8 C7 H7B 111.3 . . ? H7A C7 H7B 109.2 . . ? C9 C8 C7 103.69(17) . . ? C9 C8 H8A 111.0 . . ? C7 C8 H8A 111.0 . . ? C9 C8 H8B 111.0 . . ? C7 C8 H8B 111.0 . . ? H8A C8 H8B 109.0 . . ? O1 C9 C8 106.25(17) . . ? O1 C9 H9A 110.5 . . ? C8 C9 H9A 110.5 . . ? O1 C9 H9B 110.5 . . ? C8 C9 H9B 110.5 . . ? H9A C9 H9B 108.7 . . ? O2 C10 C11 105.82(14) . . ? O2 C10 H10A 110.6 . . ? C11 C10 H10A 110.6 . . ? O2 C10 H10B 110.6 . . ? C11 C10 H10B 110.6 . . ? H10A C10 H10B 108.7 . . ? C10 C11 C11 102.23(11) . 8 ? C10 C11 H11A 111.3 . . ? C11 C11 H11A 111.3 8 . ? C10 C11 H11B 111.3 . . ? C11 C11 H11B 111.3 8 . ? H11A C11 H11B 109.2 . . ? 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 C1 Mg1 O1 C6 58.90(14) 8 . . . ? N1 Mg1 O1 C6 -55.71(14) . . . . ? Cl1 Mg1 O1 C6 -179.32(12) . . . . ? O2 Mg1 O1 C6 7.1(6) . . . . ? Mg1 Mg1 O1 C6 0.64(16) 8 . . . ? C1 Mg1 O1 C9 -97.21(16) 8 . . . ? N1 Mg1 O1 C9 148.17(16) . . . . ? Cl1 Mg1 O1 C9 24.56(16) . . . . ? O2 Mg1 O1 C9 -149.1(5) . . . . ? Mg1 Mg1 O1 C9 -155.47(15) 8 . . . ? O1 Mg1 O2 C10 110.2(5) . . . . ? C1 Mg1 O2 C10 57.98(10) 8 . . . ? N1 Mg1 O2 C10 173.35(11) . . . . ? Cl1 Mg1 O2 C10 -63.46(10) . . . . ? Mg1 Mg1 O2 C10 117.15(10) 8 . . . ? O1 Mg1 O2 C10 -123.8(5) . . . 8 ? C1 Mg1 O2 C10 -176.03(11) 8 . . 8 ? N1 Mg1 O2 C10 -60.67(11) . . . 8 ? Cl1 Mg1 O2 C10 62.52(10) . . . 8 ? Mg1 Mg1 O2 C10 -116.87(10) 8 . . 8 ? O1 Mg1 O2 Mg1 -7.0(5) . . . 8 ? C1 Mg1 O2 Mg1 -59.17(5) 8 . . 8 ? N1 Mg1 O2 Mg1 56.20(5) . . . 8 ? Cl1 Mg1 O2 Mg1 179.39(3) . . . 8 ? O1 Mg1 N1 C5 -42.26(17) . . . . ? C1 Mg1 N1 C5 -137.72(16) 8 . . . ? Cl1 Mg1 N1 C5 56.45(18) . . . . ? O2 Mg1 N1 C5 142.33(16) . . . . ? Mg1 Mg1 N1 C5 -176.20(18) 8 . . . ? O1 Mg1 N1 C1 138.30(13) . . . . ? C1 Mg1 N1 C1 42.84(13) 8 . . . ? Cl1 Mg1 N1 C1 -122.99(12) . . . . ? O2 Mg1 N1 C1 -37.12(13) . . . . ? Mg1 Mg1 N1 C1 4.36(11) 8 . . . ? C5 N1 C1 C2 -1.6(3) . . . . ? Mg1 N1 C1 C2 177.91(14) . . . . ? C5 N1 C1 Mg1 173.84(14) . . . 8 ? Mg1 N1 C1 Mg1 -6.67(17) . . . 8 ? N1 C1 C2 C3 -1.2(3) . . . . ? Mg1 C1 C2 C3 -176.17(16) 8 . . . ? C1 C2 C3 C4 2.4(3) . . . . ? C2 C3 C4 C5 -0.6(3) . . . . ? C1 N1 C5 C4 3.3(3) . . . . ? Mg1 N1 C5 C4 -176.10(17) . . . . ? C3 C4 C5 N1 -2.3(3) . . . . ? C9 O1 C6 C7 20.8(2) . . . . ? Mg1 O1 C6 C7 -139.22(13) . . . . ? O1 C6 C7 C8 -34.74(19) . . . . ? C6 C7 C8 C9 35.6(2) . . . . ? C6 O1 C9 C8 2.0(2) . . . . ? Mg1 O1 C9 C8 160.07(14) . . . . ? C7 C8 C9 O1 -23.8(2) . . . . ? C10 O2 C10 C11 -12.54(9) 8 . . . ? Mg1 O2 C10 C11 -141.38(12) 8 . . . ? Mg1 O2 C10 C11 116.49(13) . . . . ? O2 C10 C11 C11 32.0(2) . . . 8 ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 74.05 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.47 _refine_diff_density_min -0.34 _refine_diff_density_rms 0.07 data_ligand1 _database_code_depnum_ccdc_archive 'CCDC 878727' #TrackingRef 'web_deposit_cif_file_1_FriederJaekle_1335376556.Ligand1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H26 B N3' _chemical_formula_sum 'C25 H26 B N3' _chemical_formula_weight 379.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5834(2) _cell_length_b 13.3508(3) _cell_length_c 17.3829(4) _cell_angle_alpha 86.769(1) _cell_angle_beta 86.723(1) _cell_angle_gamma 70.469(1) _cell_volume 2091.03(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9977 _cell_measurement_theta_min 3.71 _cell_measurement_theta_max 68.25 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 0.540 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.774 _exptl_absorpt_correction_T_max 0.948 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008a)' _exptl_special_details ; 'crystal mounted on a Cryoloop using Paratone-N' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD Apex-II area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14577 _diffrn_reflns_av_R_equivalents 0.020 _diffrn_reflns_av_sigmaI/netI 0.028 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 67.95 _reflns_number_total 7078 _reflns_number_gt 6431 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX 2 (Bruker, 2006)' _computing_cell_refinement 'APEX 2' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008b)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0570P)^2^+0.8759P] 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 7078 _refine_ls_number_parameters 529 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.045 _refine_ls_R_factor_gt 0.041 _refine_ls_wR_factor_ref 0.111 _refine_ls_wR_factor_gt 0.108 _refine_ls_goodness_of_fit_ref 1.02 _refine_ls_restrained_S_all 1.02 _refine_ls_shift/su_max 0.00 _refine_ls_shift/su_mean 0.00 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 B1 B 0.68573(17) 0.82247(13) 0.39062(8) 0.0209(3) Uani 1 1 d . . . N1 N 0.43378(13) 0.88183(9) 0.46892(6) 0.0228(2) Uani 1 1 d . . . H1 H 0.4860 0.8902 0.5065 0.027 Uiso 1 1 calc R . . N2 N 0.59858(13) 1.02326(9) 0.35286(6) 0.0250(3) Uani 1 1 d . . . N3 N 0.68790(13) 0.85327(9) 0.53491(6) 0.0239(3) Uani 1 1 d . . . C1 C 0.50632(15) 0.84713(11) 0.40159(8) 0.0215(3) Uani 1 1 d . . . C2 C 0.41843(16) 0.83629(12) 0.34301(8) 0.0269(3) Uani 1 1 d . . . H2 H 0.4636 0.8136 0.2941 0.032 Uiso 1 1 calc R . . C3 C 0.26791(17) 0.85786(13) 0.35480(9) 0.0298(3) Uani 1 1 d . . . H3 H 0.2106 0.8490 0.3145 0.036 Uiso 1 1 calc R . . C4 C 0.20028(16) 0.89274(12) 0.42610(9) 0.0290(3) Uani 1 1 d . . . H4 H 0.0967 0.9080 0.4353 0.035 Uiso 1 1 calc R . . C5 C 0.28675(16) 0.90450(12) 0.48254(8) 0.0271(3) Uani 1 1 d . . . H5 H 0.2431 0.9287 0.5315 0.033 Uiso 1 1 calc R . . C6 C 0.71142(15) 0.93002(11) 0.35145(7) 0.0208(3) Uani 1 1 d . . . C7 C 0.85113(16) 0.92746(12) 0.32005(8) 0.0268(3) Uani 1 1 d . . . H7 H 0.9303 0.8617 0.3184 0.032 Uiso 1 1 calc R . . C8 C 0.87448(18) 1.01941(13) 0.29157(9) 0.0326(3) Uani 1 1 d . . . H8 H 0.9690 1.0174 0.2706 0.039 Uiso 1 1 calc R . . C9 C 0.75786(18) 1.11451(12) 0.29412(9) 0.0328(3) Uani 1 1 d . . . H9 H 0.7702 1.1794 0.2755 0.039 Uiso 1 1 calc R . . C10 C 0.62325(18) 1.11182(12) 0.32464(8) 0.0298(3) Uani 1 1 d . . . H10 H 0.5426 1.1768 0.3258 0.036 Uiso 1 1 calc R . . C11 C 0.76820(15) 0.80456(11) 0.47273(7) 0.0213(3) Uani 1 1 d . . . C12 C 0.92049(16) 0.75138(12) 0.47925(8) 0.0257(3) Uani 1 1 d . . . H12 H 0.9775 0.7154 0.4364 0.031 Uiso 1 1 calc R . . C13 C 0.98867(16) 0.75071(12) 0.54747(8) 0.0290(3) Uani 1 1 d . . . H13 H 1.0920 0.7147 0.5516 0.035 Uiso 1 1 calc R . . C14 C 0.90432(17) 0.80323(12) 0.60962(8) 0.0286(3) Uani 1 1 d . . . H14 H 0.9484 0.8052 0.6568 0.034 Uiso 1 1 calc R . . C15 C 0.75479(17) 0.85248(12) 0.60095(8) 0.0275(3) Uani 1 1 d . . . H15 H 0.6960 0.8876 0.6436 0.033 Uiso 1 1 calc R . . C16 C 0.75231(14) 0.72252(11) 0.33436(7) 0.0206(3) Uani 1 1 d . . . C17 C 0.79488(15) 0.61581(11) 0.36142(7) 0.0227(3) Uani 1 1 d . . . H17 H 0.7903 0.6008 0.4154 0.027 Uiso 1 1 calc R . . C18 C 0.84324(15) 0.53158(11) 0.31229(8) 0.0237(3) Uani 1 1 d . . . H18 H 0.8715 0.4609 0.3336 0.028 Uiso 1 1 calc R . . C19 C 0.85153(14) 0.54803(11) 0.23224(8) 0.0219(3) Uani 1 1 d . . . C20 C 0.80788(14) 0.65338(11) 0.20458(7) 0.0217(3) Uani 1 1 d . . . H20 H 0.8104 0.6682 0.1505 0.026 Uiso 1 1 calc R . . C21 C 0.76066(14) 0.73734(11) 0.25422(8) 0.0215(3) Uani 1 1 d . . . H21 H 0.7328 0.8079 0.2327 0.026 Uiso 1 1 calc R . . C22 C 0.90839(16) 0.45416(11) 0.17862(8) 0.0259(3) Uani 1 1 d . . . C23 C 0.8071(2) 0.38623(15) 0.18730(11) 0.0448(4) Uani 1 1 d . . . H23A H 0.8049 0.3598 0.2409 0.067 Uiso 1 1 calc R . . H23B H 0.8450 0.3259 0.1534 0.067 Uiso 1 1 calc R . . H23C H 0.7067 0.4295 0.1730 0.067 Uiso 1 1 calc R . . C24 C 0.9158(2) 0.49185(13) 0.09446(9) 0.0369(4) Uani 1 1 d . . . H24A H 0.8159 0.5333 0.0783 0.055 Uiso 1 1 calc R . . H24B H 0.9570 0.4301 0.0622 0.055 Uiso 1 1 calc R . . H24C H 0.9792 0.5364 0.0889 0.055 Uiso 1 1 calc R . . C25 C 1.06638(18) 0.38572(13) 0.20019(9) 0.0364(4) Uani 1 1 d . . . H25A H 1.1311 0.4293 0.1952 0.055 Uiso 1 1 calc R . . H25B H 1.1040 0.3263 0.1656 0.055 Uiso 1 1 calc R . . H25C H 1.0647 0.3580 0.2535 0.055 Uiso 1 1 calc R . . B2 B 0.26399(17) 0.79272(13) 0.08985(9) 0.0230(3) Uani 1 1 d . . . N1A N -0.00814(13) 0.91557(10) 0.07815(7) 0.0265(3) Uani 1 1 d . . . H1A H 0.0193 0.9593 0.1049 0.032 Uiso 1 1 calc R . . N2A N 0.35020(14) 0.80551(10) -0.05011(7) 0.0298(3) Uani 1 1 d . . . N3A N 0.18349(14) 0.97875(10) 0.14787(7) 0.0281(3) Uani 1 1 d . . . C1A C 0.09480(15) 0.82228(11) 0.06136(7) 0.0229(3) Uani 1 1 d . . . C2A C 0.04550(17) 0.75365(13) 0.02073(8) 0.0297(3) Uani 1 1 d . . . H2A H 0.1135 0.6864 0.0070 0.036 Uiso 1 1 calc R . . C3A C -0.10002(17) 0.78193(13) 0.00036(9) 0.0327(3) Uani 1 1 d . . . H3A H -0.1323 0.7335 -0.0258 0.039 Uiso 1 1 calc R . . C4A C -0.19930(17) 0.88140(13) 0.01816(8) 0.0317(3) Uani 1 1 d . . . H4A H -0.2992 0.9025 0.0032 0.038 Uiso 1 1 calc R . . C5A C -0.15057(17) 0.94796(13) 0.05740(9) 0.0322(3) Uani 1 1 d . . . H5A H -0.2161 1.0165 0.0700 0.039 Uiso 1 1 calc R . . C6A C 0.37378(15) 0.74306(11) 0.01540(8) 0.0241(3) Uani 1 1 d . . . C7A C 0.48306(19) 0.64332(13) 0.01373(9) 0.0373(4) Uani 1 1 d . . . H7A H 0.5010 0.5990 0.0593 0.045 Uiso 1 1 calc R . . C8A C 0.5664(2) 0.60735(15) -0.05342(10) 0.0439(4) Uani 1 1 d . . . H8A H 0.6412 0.5394 -0.0538 0.053 Uiso 1 1 calc R . . C9A C 0.53902(17) 0.67146(14) -0.11912(9) 0.0347(4) Uani 1 1 d . . . H9A H 0.5930 0.6491 -0.1662 0.042 Uiso 1 1 calc R . . C10A C 0.43096(18) 0.76892(13) -0.11432(9) 0.0329(3) Uani 1 1 d . . . H10A H 0.4119 0.8137 -0.1597 0.039 Uiso 1 1 calc R . . C11A C 0.29729(16) 0.89712(11) 0.11903(7) 0.0245(3) Uani 1 1 d . . . C12A C 0.44157(17) 0.90162(12) 0.12047(9) 0.0303(3) Uani 1 1 d . . . H12A H 0.5224 0.8458 0.0993 0.036 Uiso 1 1 calc R . . C13A C 0.46768(18) 0.98624(13) 0.15223(9) 0.0344(4) Uani 1 1 d . . . H13A H 0.5657 0.9881 0.1537 0.041 Uiso 1 1 calc R . . C14A C 0.34896(19) 1.06806(13) 0.18173(9) 0.0333(4) Uani 1 1 d . . . H14A H 0.3635 1.1269 0.2041 0.040 Uiso 1 1 calc R . . C15A C 0.20960(19) 1.06159(13) 0.17769(8) 0.0321(3) Uani 1 1 d . . . H15A H 0.1275 1.1183 0.1968 0.039 Uiso 1 1 calc R . . C16A C 0.28432(15) 0.70924(11) 0.16449(7) 0.0217(3) Uani 1 1 d . . . C17A C 0.42232(16) 0.66376(12) 0.19772(8) 0.0260(3) Uani 1 1 d . . . H17A H 0.5047 0.6807 0.1751 0.031 Uiso 1 1 calc R . . C18A C 0.44375(16) 0.59517(12) 0.26206(8) 0.0280(3) Uani 1 1 d . . . H18A H 0.5399 0.5663 0.2821 0.034 Uiso 1 1 calc R . . C19A C 0.32753(17) 0.56749(12) 0.29811(8) 0.0265(3) Uani 1 1 d . . . C20A C 0.18877(16) 0.61348(12) 0.26711(8) 0.0277(3) Uani 1 1 d . . . H20A H 0.1061 0.5979 0.2907 0.033 Uiso 1 1 calc R . . C21A C 0.16867(16) 0.68198(12) 0.20212(8) 0.0263(3) Uani 1 1 d . . . H21A H 0.0722 0.7114 0.1826 0.032 Uiso 1 1 calc R . . C22A C 0.35210(18) 0.49543(13) 0.37173(8) 0.0325(4) Uani 1 1 d . . . C23A C 0.3424(2) 0.56647(16) 0.43994(9) 0.0443(4) Uani 1 1 d . . . H23E H 0.4212 0.5982 0.4337 0.066 Uiso 1 1 calc R . . H23D H 0.3540 0.5234 0.4882 0.066 Uiso 1 1 calc R . . H23F H 0.2457 0.6230 0.4413 0.066 Uiso 1 1 calc R . . C24A C 0.5057(2) 0.40986(13) 0.36890(9) 0.0435(4) Uani 1 1 d . . . H24D H 0.5180 0.3698 0.3220 0.065 Uiso 1 1 calc R . . H24E H 0.5154 0.3613 0.4142 0.065 Uiso 1 1 calc R . . H24F H 0.5821 0.4437 0.3686 0.065 Uiso 1 1 calc R . . C25A C 0.2352(3) 0.4417(2) 0.38433(14) 0.0840(10) Uani 1 1 d . . . H25E H 0.1371 0.4959 0.3900 0.126 Uiso 1 1 calc R . . H25D H 0.2554 0.3956 0.4311 0.126 Uiso 1 1 calc R . . H25F H 0.2377 0.3989 0.3400 0.126 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 B1 0.0208(7) 0.0228(8) 0.0197(7) -0.0039(6) 0.0013(6) -0.0077(6) N1 0.0231(6) 0.0247(6) 0.0217(5) -0.0042(4) 0.0005(4) -0.0089(5) N2 0.0283(6) 0.0231(6) 0.0236(6) -0.0044(5) 0.0010(5) -0.0084(5) N3 0.0273(6) 0.0243(6) 0.0205(5) -0.0038(4) 0.0005(5) -0.0088(5) C1 0.0245(7) 0.0183(7) 0.0225(6) -0.0028(5) 0.0015(5) -0.0084(6) C2 0.0273(7) 0.0312(8) 0.0242(7) -0.0072(6) 0.0022(6) -0.0120(7) C3 0.0281(7) 0.0345(9) 0.0303(7) -0.0069(6) -0.0023(6) -0.0140(7) C4 0.0227(7) 0.0330(8) 0.0338(8) -0.0051(6) 0.0026(6) -0.0127(7) C5 0.0258(7) 0.0295(8) 0.0259(7) -0.0052(6) 0.0050(6) -0.0094(6) C6 0.0246(7) 0.0231(7) 0.0157(6) -0.0058(5) -0.0003(5) -0.0084(6) C7 0.0259(7) 0.0269(8) 0.0281(7) -0.0041(6) 0.0017(6) -0.0094(6) C8 0.0323(8) 0.0390(9) 0.0312(8) -0.0015(6) 0.0041(6) -0.0190(7) C9 0.0440(9) 0.0284(8) 0.0308(8) 0.0027(6) -0.0023(7) -0.0187(7) C10 0.0357(8) 0.0224(8) 0.0303(7) -0.0011(6) -0.0016(6) -0.0083(7) C11 0.0246(7) 0.0198(7) 0.0215(6) -0.0025(5) 0.0011(5) -0.0101(6) C12 0.0248(7) 0.0299(8) 0.0228(7) -0.0052(6) 0.0017(5) -0.0095(6) C13 0.0249(7) 0.0336(8) 0.0288(7) -0.0013(6) -0.0026(6) -0.0098(7) C14 0.0343(8) 0.0329(8) 0.0211(7) -0.0012(6) -0.0051(6) -0.0138(7) C15 0.0332(8) 0.0296(8) 0.0202(6) -0.0047(5) 0.0000(6) -0.0107(7) C16 0.0175(6) 0.0238(7) 0.0218(6) -0.0049(5) 0.0000(5) -0.0081(6) C17 0.0240(7) 0.0265(7) 0.0194(6) -0.0026(5) 0.0005(5) -0.0107(6) C18 0.0247(7) 0.0216(7) 0.0265(7) -0.0018(5) -0.0012(5) -0.0097(6) C19 0.0181(6) 0.0245(7) 0.0246(7) -0.0064(5) -0.0004(5) -0.0085(6) C20 0.0193(6) 0.0272(7) 0.0189(6) -0.0039(5) -0.0003(5) -0.0079(6) C21 0.0204(6) 0.0211(7) 0.0230(6) -0.0022(5) -0.0018(5) -0.0068(6) C22 0.0286(7) 0.0234(7) 0.0263(7) -0.0073(6) -0.0003(6) -0.0086(6) C23 0.0519(11) 0.0401(10) 0.0519(10) -0.0234(8) 0.0122(8) -0.0266(9) C24 0.0486(10) 0.0291(9) 0.0278(8) -0.0103(6) 0.0000(7) -0.0047(8) C25 0.0369(9) 0.0310(9) 0.0353(8) -0.0106(7) -0.0018(7) -0.0015(7) B2 0.0238(8) 0.0214(8) 0.0230(7) -0.0017(6) -0.0005(6) -0.0065(7) N1A 0.0260(6) 0.0215(6) 0.0302(6) -0.0037(5) 0.0034(5) -0.0057(5) N2A 0.0332(7) 0.0280(7) 0.0270(6) -0.0007(5) 0.0026(5) -0.0093(6) N3A 0.0338(7) 0.0263(7) 0.0259(6) -0.0061(5) 0.0071(5) -0.0129(6) C1A 0.0261(7) 0.0217(7) 0.0185(6) 0.0004(5) 0.0012(5) -0.0051(6) C2A 0.0279(7) 0.0288(8) 0.0290(7) -0.0077(6) -0.0031(6) -0.0036(7) C3A 0.0309(8) 0.0388(9) 0.0275(7) -0.0081(6) -0.0036(6) -0.0089(7) C4A 0.0243(7) 0.0383(9) 0.0280(7) 0.0035(6) -0.0022(6) -0.0048(7) C5A 0.0269(8) 0.0272(8) 0.0372(8) 0.0015(6) 0.0036(6) -0.0033(7) C6A 0.0245(7) 0.0244(7) 0.0249(7) -0.0026(5) -0.0012(5) -0.0097(6) C7A 0.0413(9) 0.0317(9) 0.0293(8) -0.0009(6) 0.0011(7) 0.0000(8) C8A 0.0395(9) 0.0390(10) 0.0392(9) -0.0085(7) 0.0031(7) 0.0058(8) C9A 0.0288(8) 0.0438(10) 0.0302(8) -0.0112(7) 0.0071(6) -0.0102(8) C10A 0.0369(8) 0.0372(9) 0.0259(7) -0.0009(6) 0.0035(6) -0.0150(8) C11A 0.0307(7) 0.0234(7) 0.0196(6) 0.0004(5) 0.0003(5) -0.0097(6) C12A 0.0301(8) 0.0265(8) 0.0339(8) -0.0023(6) -0.0001(6) -0.0090(7) C13A 0.0353(8) 0.0343(9) 0.0378(8) -0.0009(7) -0.0035(7) -0.0169(7) C14A 0.0464(9) 0.0316(9) 0.0281(7) -0.0060(6) 0.0018(7) -0.0210(8) C15A 0.0414(9) 0.0299(8) 0.0278(7) -0.0083(6) 0.0105(6) -0.0161(7) C16A 0.0251(7) 0.0207(7) 0.0204(6) -0.0045(5) -0.0008(5) -0.0084(6) C17A 0.0232(7) 0.0305(8) 0.0260(7) -0.0012(6) 0.0000(5) -0.0113(6) C18A 0.0258(7) 0.0322(8) 0.0275(7) 0.0001(6) -0.0064(6) -0.0110(6) C19A 0.0329(8) 0.0286(8) 0.0221(7) -0.0002(6) -0.0060(6) -0.0150(7) C20A 0.0282(7) 0.0327(8) 0.0268(7) 0.0015(6) -0.0023(6) -0.0166(7) C21A 0.0242(7) 0.0279(8) 0.0284(7) 0.0002(6) -0.0053(6) -0.0104(6) C22A 0.0349(8) 0.0415(9) 0.0258(7) 0.0084(6) -0.0097(6) -0.0191(7) C23A 0.0384(9) 0.0532(11) 0.0240(8) -0.0002(7) -0.0049(7) 0.0079(8) C24A 0.0671(12) 0.0268(9) 0.0294(8) 0.0034(6) -0.0028(8) -0.0065(9) C25A 0.0942(17) 0.125(2) 0.0683(14) 0.0704(15) -0.0529(13) -0.0880(18) _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 B1 C16 1.628(2) . ? B1 C11 1.6380(19) . ? B1 C1 1.6407(19) . ? B1 C6 1.6410(19) . ? N1 C5 1.3483(18) . ? N1 C1 1.3491(18) . ? N1 H1 0.8800 . ? N2 C10 1.3426(19) . ? N2 C6 1.3490(19) . ? N3 C15 1.3443(18) . ? N3 C11 1.3539(18) . ? C1 C2 1.4013(19) . ? C2 C3 1.379(2) . ? C2 H2 0.9500 . ? C3 C4 1.394(2) . ? C3 H3 0.9500 . ? C4 C5 1.368(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.4071(19) . ? C7 C8 1.380(2) . ? C7 H7 0.9500 . ? C8 C9 1.384(2) . ? C8 H8 0.9500 . ? C9 C10 1.377(2) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.4014(19) . ? C12 C13 1.384(2) . ? C12 H12 0.9500 . ? C13 C14 1.385(2) . ? C13 H13 0.9500 . ? C14 C15 1.375(2) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C21 1.3975(18) . ? C16 C17 1.4053(19) . ? C17 C18 1.3868(19) . ? C17 H17 0.9500 . ? C18 C19 1.3984(19) . ? C18 H18 0.9500 . ? C19 C20 1.392(2) . ? C19 C22 1.5341(19) . ? C20 C21 1.3897(19) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C24 1.526(2) . ? C22 C23 1.531(2) . ? C22 C25 1.539(2) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? B2 C1A 1.635(2) . ? B2 C16A 1.6384(19) . ? B2 C6A 1.642(2) . ? B2 C11A 1.643(2) . ? N1A C1A 1.3402(19) . ? N1A C5A 1.351(2) . ? N1A H1A 0.8800 . ? N2A C10A 1.339(2) . ? N2A C6A 1.3564(18) . ? N3A C15A 1.3487(19) . ? N3A C11A 1.354(2) . ? C1A C2A 1.401(2) . ? C2A C3A 1.379(2) . ? C2A H2A 0.9500 . ? C3A C4A 1.390(2) . ? C3A H3A 0.9500 . ? C4A C5A 1.362(2) . ? C4A H4A 0.9500 . ? C5A H5A 0.9500 . ? C6A C7A 1.393(2) . ? C7A C8A 1.390(2) . ? C7A H7A 0.9500 . ? C8A C9A 1.371(2) . ? C8A H8A 0.9500 . ? C9A C10A 1.369(2) . ? C9A H9A 0.9500 . ? C10A H10A 0.9500 . ? C11A C12A 1.406(2) . ? C12A C13A 1.385(2) . ? C12A H12A 0.9500 . ? C13A C14A 1.384(2) . ? C13A H13A 0.9500 . ? C14A C15A 1.373(2) . ? C14A H14A 0.9500 . ? C15A H15A 0.9500 . ? C16A C21A 1.3959(19) . ? C16A C17A 1.4008(19) . ? C17A C18A 1.384(2) . ? C17A H17A 0.9500 . ? C18A C19A 1.393(2) . ? C18A H18A 0.9500 . ? C19A C20A 1.391(2) . ? C19A C22A 1.5373(19) . ? C20A C21A 1.393(2) . ? C20A H20A 0.9500 . ? C21A H21A 0.9500 . ? C22A C25A 1.520(2) . ? C22A C24A 1.532(2) . ? C22A C23A 1.539(2) . ? C23A H23E 0.9800 . ? C23A H23D 0.9800 . ? C23A H23F 0.9800 . ? C24A H24D 0.9800 . ? C24A H24E 0.9800 . ? C24A H24F 0.9800 . ? C25A H25E 0.9800 . ? C25A H25D 0.9800 . ? C25A H25F 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 C16 B1 C11 113.47(11) . . ? C16 B1 C1 107.77(10) . . ? C11 B1 C1 112.97(11) . . ? C16 B1 C6 111.13(11) . . ? C11 B1 C6 103.92(10) . . ? C1 B1 C6 107.42(11) . . ? C5 N1 C1 124.52(12) . . ? C5 N1 H1 117.7 . . ? C1 N1 H1 117.7 . . ? C10 N2 C6 118.82(13) . . ? C15 N3 C11 120.12(12) . . ? N1 C1 C2 115.77(12) . . ? N1 C1 B1 120.77(11) . . ? C2 C1 B1 123.45(12) . . ? C3 C2 C1 121.49(13) . . ? C3 C2 H2 119.3 . . ? C1 C2 H2 119.3 . . ? C2 C3 C4 119.67(13) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 118.36(13) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? N1 C5 C4 120.17(13) . . ? N1 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? N2 C6 C7 119.57(13) . . ? N2 C6 B1 119.34(12) . . ? C7 C6 B1 121.01(13) . . ? C8 C7 C6 120.76(15) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 118.89(14) . . ? C7 C8 H8 120.6 . . ? C9 C8 H8 120.6 . . ? C10 C9 C8 117.70(14) . . ? C10 C9 H9 121.1 . . ? C8 C9 H9 121.1 . . ? N2 C10 C9 124.24(15) . . ? N2 C10 H10 117.9 . . ? C9 C10 H10 117.9 . . ? N3 C11 C12 118.87(12) . . ? N3 C11 B1 117.86(12) . . ? C12 C11 B1 122.89(12) . . ? C13 C12 C11 120.71(13) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 119.15(14) . . ? C12 C13 H13 120.4 . . ? C14 C13 H13 120.4 . . ? C15 C14 C13 118.04(13) . . ? C15 C14 H14 121.0 . . ? C13 C14 H14 121.0 . . ? N3 C15 C14 123.09(13) . . ? N3 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? C21 C16 C17 114.96(12) . . ? C21 C16 B1 121.66(12) . . ? C17 C16 B1 123.21(11) . . ? C18 C17 C16 122.49(12) . . ? C18 C17 H17 118.8 . . ? C16 C17 H17 118.8 . . ? C17 C18 C19 121.70(13) . . ? C17 C18 H18 119.1 . . ? C19 C18 H18 119.1 . . ? C20 C19 C18 116.43(12) . . ? C20 C19 C22 122.38(12) . . ? C18 C19 C22 121.19(12) . . ? C21 C20 C19 121.51(12) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 C16 122.90(13) . . ? C20 C21 H21 118.6 . . ? C16 C21 H21 118.6 . . ? C24 C22 C23 109.25(13) . . ? C24 C22 C19 111.59(12) . . ? C23 C22 C19 109.97(12) . . ? C24 C22 C25 107.52(13) . . ? C23 C22 C25 109.37(14) . . ? C19 C22 C25 109.09(11) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C1A B2 C16A 108.15(11) . . ? C1A B2 C6A 106.20(11) . . ? C16A B2 C6A 113.53(12) . . ? C1A B2 C11A 112.23(12) . . ? C16A B2 C11A 106.44(11) . . ? C6A B2 C11A 110.38(11) . . ? C1A N1A C5A 125.39(13) . . ? C1A N1A H1A 117.3 . . ? C5A N1A H1A 117.3 . . ? C10A N2A C6A 119.14(13) . . ? C15A N3A C11A 120.19(13) . . ? N1A C1A C2A 115.51(13) . . ? N1A C1A B2 120.56(12) . . ? C2A C1A B2 123.91(13) . . ? C3A C2A C1A 121.16(15) . . ? C3A C2A H2A 119.4 . . ? C1A C2A H2A 119.4 . . ? C2A C3A C4A 119.85(15) . . ? C2A C3A H3A 120.1 . . ? C4A C3A H3A 120.1 . . ? C5A C4A C3A 118.70(14) . . ? C5A C4A H4A 120.7 . . ? C3A C4A H4A 120.7 . . ? N1A C5A C4A 119.34(15) . . ? N1A C5A H5A 120.3 . . ? C4A C5A H5A 120.3 . . ? N2A C6A C7A 118.62(13) . . ? N2A C6A B2 115.44(12) . . ? C7A C6A B2 125.91(13) . . ? C8A C7A C6A 121.24(15) . . ? C8A C7A H7A 119.4 . . ? C6A C7A H7A 119.4 . . ? C9A C8A C7A 118.98(16) . . ? C9A C8A H8A 120.5 . . ? C7A C8A H8A 120.5 . . ? C10A C9A C8A 117.49(15) . . ? C10A C9A H9A 121.3 . . ? C8A C9A H9A 121.3 . . ? N2A C10A C9A 124.52(14) . . ? N2A C10A H10A 117.7 . . ? C9A C10A H10A 117.7 . . ? N3A C11A C12A 118.46(13) . . ? N3A C11A B2 119.10(12) . . ? C12A C11A B2 122.27(13) . . ? C13A C12A C11A 120.98(15) . . ? C13A C12A H12A 119.5 . . ? C11A C12A H12A 119.5 . . ? C14A C13A C12A 119.09(14) . . ? C14A C13A H13A 120.5 . . ? C12A C13A H13A 120.5 . . ? C15A C14A C13A 118.02(14) . . ? C15A C14A H14A 121.0 . . ? C13A C14A H14A 121.0 . . ? N3A C15A C14A 123.23(15) . . ? N3A C15A H15A 118.4 . . ? C14A C15A H15A 118.4 . . ? C21A C16A C17A 114.93(12) . . ? C21A C16A B2 124.18(12) . . ? C17A C16A B2 120.80(12) . . ? C18A C17A C16A 122.79(13) . . ? C18A C17A H17A 118.6 . . ? C16A C17A H17A 118.6 . . ? C17A C18A C19A 121.48(13) . . ? C17A C18A H18A 119.3 . . ? C19A C18A H18A 119.3 . . ? C20A C19A C18A 116.75(13) . . ? C20A C19A C22A 122.49(13) . . ? C18A C19A C22A 120.64(13) . . ? C19A C20A C21A 121.26(13) . . ? C19A C20A H20A 119.4 . . ? C21A C20A H20A 119.4 . . ? C20A C21A C16A 122.77(13) . . ? C20A C21A H21A 118.6 . . ? C16A C21A H21A 118.6 . . ? C25A C22A C24A 108.94(17) . . ? C25A C22A C19A 111.81(12) . . ? C24A C22A C19A 111.06(13) . . ? C25A C22A C23A 109.03(17) . . ? C24A C22A C23A 108.69(13) . . ? C19A C22A C23A 107.23(13) . . ? C22A C23A H23E 109.5 . . ? C22A C23A H23D 109.5 . . ? H23E C23A H23D 109.5 . . ? C22A C23A H23F 109.5 . . ? H23E C23A H23F 109.5 . . ? H23D C23A H23F 109.5 . . ? C22A C24A H24D 109.5 . . ? C22A C24A H24E 109.5 . . ? H24D C24A H24E 109.5 . . ? C22A C24A H24F 109.5 . . ? H24D C24A H24F 109.5 . . ? H24E C24A H24F 109.5 . . ? C22A C25A H25E 109.5 . . ? C22A C25A H25D 109.5 . . ? H25E C25A H25D 109.5 . . ? C22A C25A H25F 109.5 . . ? H25E C25A H25F 109.5 . . ? H25D C25A H25F 109.5 . . ? 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 C5 N1 C1 C2 0.86(19) . . . . ? C5 N1 C1 B1 179.57(12) . . . . ? C16 B1 C1 N1 145.83(11) . . . . ? C11 B1 C1 N1 19.60(16) . . . . ? C6 B1 C1 N1 -94.35(13) . . . . ? C16 B1 C1 C2 -35.57(16) . . . . ? C11 B1 C1 C2 -161.80(12) . . . . ? C6 B1 C1 C2 84.25(15) . . . . ? N1 C1 C2 C3 -1.4(2) . . . . ? B1 C1 C2 C3 179.98(12) . . . . ? C1 C2 C3 C4 1.0(2) . . . . ? C2 C3 C4 C5 -0.1(2) . . . . ? C1 N1 C5 C4 0.0(2) . . . . ? C3 C4 C5 N1 -0.4(2) . . . . ? C10 N2 C6 C7 -0.61(17) . . . . ? C10 N2 C6 B1 176.18(11) . . . . ? C16 B1 C6 N2 134.30(11) . . . . ? C11 B1 C6 N2 -103.29(12) . . . . ? C1 B1 C6 N2 16.62(14) . . . . ? C16 B1 C6 C7 -48.95(14) . . . . ? C11 B1 C6 C7 73.46(14) . . . . ? C1 B1 C6 C7 -166.63(11) . . . . ? N2 C6 C7 C8 0.79(19) . . . . ? B1 C6 C7 C8 -175.95(12) . . . . ? C6 C7 C8 C9 -0.1(2) . . . . ? C7 C8 C9 C10 -0.8(2) . . . . ? C6 N2 C10 C9 -0.3(2) . . . . ? C8 C9 C10 N2 1.0(2) . . . . ? C15 N3 C11 C12 1.63(18) . . . . ? C15 N3 C11 B1 -171.49(11) . . . . ? C16 B1 C11 N3 -150.68(11) . . . . ? C1 B1 C11 N3 -27.57(15) . . . . ? C6 B1 C11 N3 88.49(13) . . . . ? C16 B1 C11 C12 36.48(16) . . . . ? C1 B1 C11 C12 159.59(12) . . . . ? C6 B1 C11 C12 -84.35(14) . . . . ? N3 C11 C12 C13 -1.50(19) . . . . ? B1 C11 C12 C13 171.26(12) . . . . ? C11 C12 C13 C14 0.1(2) . . . . ? C12 C13 C14 C15 1.2(2) . . . . ? C11 N3 C15 C14 -0.3(2) . . . . ? C13 C14 C15 N3 -1.1(2) . . . . ? C11 B1 C16 C21 -145.27(11) . . . . ? C1 B1 C16 C21 88.82(13) . . . . ? C6 B1 C16 C21 -28.61(15) . . . . ? C11 B1 C16 C17 39.69(16) . . . . ? C1 B1 C16 C17 -86.21(13) . . . . ? C6 B1 C16 C17 156.35(11) . . . . ? C21 C16 C17 C18 0.75(17) . . . . ? B1 C16 C17 C18 176.10(11) . . . . ? C16 C17 C18 C19 -0.45(19) . . . . ? C17 C18 C19 C20 -0.49(18) . . . . ? C17 C18 C19 C22 178.70(11) . . . . ? C18 C19 C20 C21 1.09(17) . . . . ? C22 C19 C20 C21 -178.08(11) . . . . ? C19 C20 C21 C16 -0.80(18) . . . . ? C17 C16 C21 C20 -0.14(17) . . . . ? B1 C16 C21 C20 -175.56(11) . . . . ? C20 C19 C22 C24 2.44(17) . . . . ? C18 C19 C22 C24 -176.69(12) . . . . ? C20 C19 C22 C23 -118.95(14) . . . . ? C18 C19 C22 C23 61.92(16) . . . . ? C20 C19 C22 C25 121.06(13) . . . . ? C18 C19 C22 C25 -58.07(16) . . . . ? C5A N1A C1A C2A -1.94(19) . . . . ? C5A N1A C1A B2 179.76(12) . . . . ? C16A B2 C1A N1A 102.96(13) . . . . ? C11A B2 C1A N1A -14.10(16) . . . . ? C6A B2 C1A N1A -135.00(12) . . . . ? C16A B2 C1A C2A -75.20(15) . . . . ? C11A B2 C1A C2A 167.74(12) . . . . ? C6A B2 C1A C2A 46.85(16) . . . . ? N1A C1A C2A C3A -0.23(19) . . . . ? B2 C1A C2A C3A 178.01(12) . . . . ? C1A C2A C3A C4A 2.0(2) . . . . ? C2A C3A C4A C5A -1.7(2) . . . . ? C1A N1A C5A C4A 2.2(2) . . . . ? C3A C4A C5A N1A -0.3(2) . . . . ? C10A N2A C6A C7A 0.96(19) . . . . ? C10A N2A C6A B2 -177.32(12) . . . . ? C1A B2 C6A N2A 54.93(14) . . . . ? C16A B2 C6A N2A 173.48(11) . . . . ? C11A B2 C6A N2A -67.02(14) . . . . ? C1A B2 C6A C7A -123.20(14) . . . . ? C16A B2 C6A C7A -4.65(18) . . . . ? C11A B2 C6A C7A 114.84(15) . . . . ? N2A C6A C7A C8A -0.5(2) . . . . ? B2 C6A C7A C8A 177.55(14) . . . . ? C6A C7A C8A C9A -0.3(3) . . . . ? C7A C8A C9A C10A 0.7(2) . . . . ? C6A N2A C10A C9A -0.6(2) . . . . ? C8A C9A C10A N2A -0.3(2) . . . . ? C15A N3A C11A C12A -0.58(18) . . . . ? C15A N3A C11A B2 174.82(11) . . . . ? C1A B2 C11A N3A 27.39(15) . . . . ? C16A B2 C11A N3A -90.62(13) . . . . ? C6A B2 C11A N3A 145.77(11) . . . . ? C1A B2 C11A C12A -157.38(12) . . . . ? C16A B2 C11A C12A 84.61(14) . . . . ? C6A B2 C11A C12A -39.01(16) . . . . ? N3A C11A C12A C13A 1.5(2) . . . . ? B2 C11A C12A C13A -173.80(12) . . . . ? C11A C12A C13A C14A -1.0(2) . . . . ? C12A C13A C14A C15A -0.3(2) . . . . ? C11A N3A C15A C14A -0.8(2) . . . . ? C13A C14A C15A N3A 1.2(2) . . . . ? C1A B2 C16A C21A -8.22(17) . . . . ? C11A B2 C16A C21A 112.48(13) . . . . ? C6A B2 C16A C21A -125.72(13) . . . . ? C1A B2 C16A C17A 175.23(12) . . . . ? C11A B2 C16A C17A -64.07(16) . . . . ? C6A B2 C16A C17A 57.73(16) . . . . ? C21A C16A C17A C18A 1.3(2) . . . . ? B2 C16A C17A C18A 178.13(13) . . . . ? C16A C17A C18A C19A -0.2(2) . . . . ? C17A C18A C19A C20A -1.2(2) . . . . ? C17A C18A C19A C22A -177.10(14) . . . . ? C18A C19A C20A C21A 1.5(2) . . . . ? C22A C19A C20A C21A 177.28(14) . . . . ? C17A C16A C21A C20A -1.0(2) . . . . ? B2 C16A C21A C20A -177.74(13) . . . . ? C19A C20A C21A C16A -0.4(2) . . . . ? C20A C19A C22A C25A 26.1(2) . . . . ? C18A C19A C22A C25A -158.28(18) . . . . ? C20A C19A C22A C24A 147.86(14) . . . . ? C18A C19A C22A C24A -36.48(19) . . . . ? C20A C19A C22A C23A -93.50(16) . . . . ? C18A C19A C22A C23A 82.17(17) . . . . ? _diffrn_measured_fraction_theta_max 0.929 _diffrn_reflns_theta_full 67.70 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 0.31 _refine_diff_density_min -0.19 _refine_diff_density_rms 0.04 data_complex2 _database_code_depnum_ccdc_archive 'CCDC 878728' #TrackingRef '10927_web_deposit_cif_file_2_FriederJaekle_1335376556.Complex2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H50 B2 Fe N6, C7 H8' _chemical_formula_sum 'C57 H58 B2 Fe N6' _chemical_formula_weight 904.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 18.0553(2) _cell_length_b 10.0207(1) _cell_length_c 26.1009(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.384(1) _cell_angle_gamma 90.00 _cell_volume 4553.1(1) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9961 _cell_measurement_theta_min 3.51 _cell_measurement_theta_max 66.66 _exptl_crystal_description parallelepiped _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1912 _exptl_absorpt_coefficient_mu 3.012 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.5197 _exptl_absorpt_correction_T_max 0.6778 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008a)' _exptl_special_details ; 'crystal mounted on a Cryoloop using Paratone-N' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD Apex-II area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 17098 _diffrn_reflns_av_R_equivalents 0.027 _diffrn_reflns_av_sigmaI/netI 0.021 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 67.27 _reflns_number_total 3964 _reflns_number_gt 3630 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX 2 (Bruker, 2006)' _computing_cell_refinement 'APEX 2' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008b)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0561P)^2^+3.0717P] 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_coef ? _refine_ls_number_reflns 3964 _refine_ls_number_parameters 305 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.037 _refine_ls_R_factor_gt 0.033 _refine_ls_wR_factor_ref 0.090 _refine_ls_wR_factor_gt 0.087 _refine_ls_goodness_of_fit_ref 1.05 _refine_ls_restrained_S_all 1.05 _refine_ls_shift/su_max 0.00 _refine_ls_shift/su_mean 0.00 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 0.2500 0.2500 0.0000 0.01230(11) Uani 1 2 d S . . B1 B 0.29574(11) 0.25467(17) 0.12453(7) 0.0156(4) Uani 1 1 d . . . N1 N 0.32916(7) 0.13486(13) 0.04708(5) 0.0147(3) Uani 1 1 d . . . N2 N 0.29132(7) 0.40699(13) 0.04529(5) 0.0148(3) Uani 1 1 d . . . N3 N 0.17893(7) 0.21340(13) 0.04391(5) 0.0146(3) Uani 1 1 d . . . C1 C 0.34755(9) 0.14898(15) 0.10092(6) 0.0155(3) Uani 1 1 d . . . C2 C 0.41202(9) 0.08005(17) 0.13131(6) 0.0195(4) Uani 1 1 d . . . H2 H 0.4278 0.0941 0.1686 0.023 Uiso 1 1 calc R . . C3 C 0.45325(9) -0.00744(17) 0.10872(7) 0.0215(4) Uani 1 1 d . . . H3 H 0.4958 -0.0550 0.1301 0.026 Uiso 1 1 calc R . . C4 C 0.43113(9) -0.02437(16) 0.05399(7) 0.0199(4) Uani 1 1 d . . . H4 H 0.4573 -0.0852 0.0370 0.024 Uiso 1 1 calc R . . C5 C 0.37003(9) 0.04969(15) 0.02501(6) 0.0176(3) Uani 1 1 d . . . H5 H 0.3558 0.0405 -0.0126 0.021 Uiso 1 1 calc R . . C6 C 0.31524(9) 0.39632(16) 0.09933(6) 0.0157(3) Uani 1 1 d . . . C7 C 0.35661(9) 0.50250(16) 0.12821(7) 0.0192(3) Uani 1 1 d . . . H7 H 0.3768 0.4933 0.1655 0.023 Uiso 1 1 calc R . . C8 C 0.36899(9) 0.61990(17) 0.10427(7) 0.0209(4) Uani 1 1 d . . . H8 H 0.3969 0.6911 0.1246 0.025 Uiso 1 1 calc R . . C9 C 0.33971(9) 0.63163(16) 0.04963(7) 0.0200(4) Uani 1 1 d . . . H9 H 0.3451 0.7122 0.0318 0.024 Uiso 1 1 calc R . . C10 C 0.30261(9) 0.52299(16) 0.02202(6) 0.0178(3) Uani 1 1 d . . . H10 H 0.2839 0.5300 -0.0155 0.021 Uiso 1 1 calc R . . C11 C 0.20426(9) 0.22457(15) 0.09770(6) 0.0149(3) Uani 1 1 d . . . C12 C 0.15070(9) 0.21056(16) 0.12780(6) 0.0177(3) Uani 1 1 d . . . H12 H 0.1675 0.2201 0.1653 0.021 Uiso 1 1 calc R . . C13 C 0.07428(9) 0.18328(16) 0.10419(7) 0.0191(4) Uani 1 1 d . . . H13 H 0.0386 0.1756 0.1250 0.023 Uiso 1 1 calc R . . C14 C 0.05060(9) 0.16730(16) 0.04947(7) 0.0195(4) Uani 1 1 d . . . H14 H -0.0012 0.1457 0.0321 0.023 Uiso 1 1 calc R . . C15 C 0.10411(9) 0.18362(15) 0.02102(6) 0.0169(3) Uani 1 1 d . . . H15 H 0.0879 0.1736 -0.0165 0.020 Uiso 1 1 calc R . . C16 C 0.31047(9) 0.25381(15) 0.18905(7) 0.0156(3) Uani 1 1 d . . . C17 C 0.33116(9) 0.13966(16) 0.22066(6) 0.0175(3) Uani 1 1 d . . . H17 H 0.3389 0.0586 0.2039 0.021 Uiso 1 1 calc R . . C18 C 0.34100(9) 0.13930(16) 0.27554(6) 0.0178(3) Uani 1 1 d . . . H18 H 0.3565 0.0593 0.2949 0.021 Uiso 1 1 calc R . . C19 C 0.32867(10) 0.25327(15) 0.30252(7) 0.0166(4) Uani 1 1 d . . . C20 C 0.30269(9) 0.36549(16) 0.27123(6) 0.0182(3) Uani 1 1 d . . . H20 H 0.2909 0.4443 0.2877 0.022 Uiso 1 1 calc R . . C21 C 0.29365(9) 0.36518(16) 0.21676(6) 0.0180(3) Uani 1 1 d . . . H21 H 0.2752 0.4439 0.1973 0.022 Uiso 1 1 calc R . . C22 C 0.34554(11) 0.26061(15) 0.36325(7) 0.0203(4) Uani 1 1 d . . . C23 C 0.42465(11) 0.32689(19) 0.38481(7) 0.0308(4) Uani 1 1 d . . . H23A H 0.4248 0.4141 0.3678 0.046 Uiso 1 1 calc R . . H23C H 0.4644 0.2701 0.3770 0.046 Uiso 1 1 calc R . . H23B H 0.4350 0.3387 0.4233 0.046 Uiso 1 1 calc R . . C24 C 0.28377(12) 0.34388(19) 0.37933(7) 0.0306(4) Uani 1 1 d . . . H24A H 0.2327 0.3098 0.3610 0.046 Uiso 1 1 calc R . . H24B H 0.2880 0.4373 0.3694 0.046 Uiso 1 1 calc R . . H24C H 0.2912 0.3375 0.4178 0.046 Uiso 1 1 calc R . . C25 C 0.34763(11) 0.12260(17) 0.38902(7) 0.0246(4) Uani 1 1 d . . . H25C H 0.3591 0.1326 0.4277 0.037 Uiso 1 1 calc R . . H25B H 0.3875 0.0680 0.3801 0.037 Uiso 1 1 calc R . . H25A H 0.2976 0.0790 0.3757 0.037 Uiso 1 1 calc R . . C26 C 0.0000 0.3551(3) 0.2500 0.0283(6) Uani 1 2 d S . . H26 H 0.0000 0.4499 0.2500 0.034 Uiso 1 2 calc SR . . C27 C 0.06368(11) 0.28538(19) 0.24457(7) 0.0271(4) Uani 1 1 d . . . H27 H 0.1078 0.3324 0.2412 0.033 Uiso 1 1 calc R . . C28 C 0.06313(10) 0.14713(18) 0.24408(7) 0.0237(4) Uani 1 1 d . . . H28 H 0.1068 0.1005 0.2396 0.028 Uiso 1 1 calc R . . C29 C 0.0000 0.0749(2) 0.2500 0.0211(5) Uani 1 2 d S . . C30 C 0.0000 -0.0759(3) 0.2500 0.0295(6) Uani 1 2 d S . . H30A H 0.0346 -0.1085 0.2295 0.044 Uiso 0.50 1 calc PR . . H30B H -0.0522 -0.1085 0.2339 0.044 Uiso 0.50 1 calc PR . . H30C H 0.0175 -0.1085 0.2866 0.044 Uiso 0.50 1 calc PR . . 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 0.01448(19) 0.01202(19) 0.01032(19) 0.00028(12) 0.00316(14) -0.00022(13) B1 0.0173(10) 0.0161(9) 0.0128(10) 0.0003(6) 0.0033(8) -0.0009(6) N1 0.0164(7) 0.0130(6) 0.0147(7) 0.0004(5) 0.0040(5) -0.0004(5) N2 0.0156(6) 0.0148(7) 0.0143(7) -0.0001(5) 0.0045(5) -0.0002(5) N3 0.0165(7) 0.0131(6) 0.0143(7) 0.0008(5) 0.0043(5) 0.0006(5) C1 0.0166(8) 0.0145(8) 0.0155(8) 0.0011(6) 0.0043(6) -0.0038(6) C2 0.0192(8) 0.0240(9) 0.0154(8) 0.0022(6) 0.0046(7) 0.0000(7) C3 0.0187(8) 0.0218(9) 0.0233(9) 0.0065(7) 0.0046(7) 0.0042(7) C4 0.0216(8) 0.0154(8) 0.0247(9) -0.0003(6) 0.0096(7) 0.0015(6) C5 0.0206(8) 0.0152(8) 0.0180(8) -0.0010(6) 0.0068(7) -0.0015(6) C6 0.0142(8) 0.0182(8) 0.0154(8) 0.0001(6) 0.0053(6) 0.0016(6) C7 0.0187(8) 0.0231(9) 0.0159(8) -0.0027(6) 0.0048(6) -0.0020(7) C8 0.0187(8) 0.0207(9) 0.0246(9) -0.0068(7) 0.0080(7) -0.0047(7) C9 0.0209(8) 0.0158(8) 0.0253(9) 0.0006(6) 0.0098(7) -0.0017(6) C10 0.0195(8) 0.0173(8) 0.0170(8) 0.0014(6) 0.0057(6) 0.0002(6) C11 0.0188(8) 0.0105(7) 0.0156(8) 0.0013(6) 0.0047(6) 0.0015(6) C12 0.0215(9) 0.0175(8) 0.0149(8) 0.0011(6) 0.0061(7) 0.0018(7) C13 0.0200(8) 0.0177(8) 0.0218(9) 0.0022(6) 0.0096(7) 0.0022(6) C14 0.0160(8) 0.0186(8) 0.0228(9) 0.0010(6) 0.0033(7) -0.0001(6) C15 0.0181(8) 0.0160(8) 0.0153(8) 0.0004(6) 0.0023(6) -0.0002(6) C16 0.0132(8) 0.0182(8) 0.0150(9) -0.0007(6) 0.0032(7) -0.0016(6) C17 0.0202(8) 0.0155(8) 0.0174(8) -0.0027(6) 0.0063(7) -0.0013(6) C18 0.0222(8) 0.0148(8) 0.0161(8) 0.0021(6) 0.0046(7) 0.0004(6) C19 0.0158(8) 0.0186(9) 0.0151(9) -0.0003(6) 0.0037(7) -0.0029(6) C20 0.0208(8) 0.0163(8) 0.0188(9) -0.0015(6) 0.0076(7) 0.0008(6) C21 0.0183(8) 0.0183(8) 0.0170(8) 0.0033(6) 0.0041(6) 0.0020(6) C22 0.0293(10) 0.0173(9) 0.0140(9) -0.0010(6) 0.0051(7) -0.0008(6) C23 0.0412(11) 0.0261(10) 0.0190(9) -0.0003(7) -0.0025(8) -0.0060(8) C24 0.0515(12) 0.0250(9) 0.0191(9) 0.0002(7) 0.0159(9) 0.0057(9) C25 0.0374(10) 0.0214(9) 0.0153(9) 0.0013(7) 0.0076(7) 0.0003(7) C26 0.0445(16) 0.0194(13) 0.0188(13) 0.000 0.0045(11) 0.000 C27 0.0324(11) 0.0269(9) 0.0212(9) 0.0046(7) 0.0057(8) -0.0044(8) C28 0.0256(9) 0.0257(9) 0.0192(9) 0.0047(7) 0.0049(7) 0.0030(7) C29 0.0248(12) 0.0223(12) 0.0130(11) 0.000 -0.0007(9) 0.000 C30 0.0242(13) 0.0235(13) 0.0379(16) 0.000 0.0033(11) 0.000 _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 N3 1.9685(13) 7 ? Fe1 N3 1.9685(13) . ? Fe1 N1 1.9880(13) . ? Fe1 N1 1.9881(13) 7 ? Fe1 N2 1.9902(13) . ? Fe1 N2 1.9903(13) 7 ? B1 C16 1.634(2) . ? B1 C1 1.638(2) . ? B1 C6 1.641(2) . ? B1 C11 1.642(2) . ? N1 C5 1.353(2) . ? N1 C1 1.363(2) . ? N2 C10 1.352(2) . ? N2 C6 1.365(2) . ? N3 C15 1.357(2) . ? N3 C11 1.361(2) . ? C1 C2 1.404(2) . ? C2 C3 1.379(2) . ? C2 H2 0.9500 . ? C3 C4 1.388(2) . ? C3 H3 0.9500 . ? C4 C5 1.377(2) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.400(2) . ? C7 C8 1.378(2) . ? C7 H7 0.9500 . ? C8 C9 1.388(2) . ? C8 H8 0.9500 . ? C9 C10 1.377(2) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.405(2) . ? C12 C13 1.381(2) . ? C12 H12 0.9500 . ? C13 C14 1.387(2) . ? C13 H13 0.9500 . ? C14 C15 1.376(2) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.402(2) . ? C16 C21 1.406(2) . ? C17 C18 1.396(2) . ? C17 H17 0.9500 . ? C18 C19 1.390(2) . ? C18 H18 0.9500 . ? C19 C20 1.396(2) . ? C19 C22 1.534(2) . ? C20 C21 1.387(2) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C25 1.534(2) . ? C22 C24 1.538(3) . ? C22 C23 1.540(3) . ? C23 H23A 0.9800 . ? C23 H23C 0.9800 . ? C23 H23B 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25C 0.9800 . ? C25 H25B 0.9800 . ? C25 H25A 0.9800 . ? C26 C27 1.384(2) 2 ? C26 C27 1.384(2) . ? C26 H26 0.9500 . ? C27 C28 1.385(3) . ? C27 H27 0.9500 . ? C28 C29 1.393(2) . ? C28 H28 0.9500 . ? C29 C28 1.393(2) 2 ? C29 C30 1.511(3) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 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 N3 Fe1 N3 180.0 7 . ? N3 Fe1 N1 89.73(5) 7 . ? N3 Fe1 N1 90.27(5) . . ? N3 Fe1 N1 90.27(5) 7 7 ? N3 Fe1 N1 89.73(5) . 7 ? N1 Fe1 N1 180.0 . 7 ? N3 Fe1 N2 89.94(5) 7 . ? N3 Fe1 N2 90.06(5) . . ? N1 Fe1 N2 89.82(5) . . ? N1 Fe1 N2 90.18(5) 7 . ? N3 Fe1 N2 90.06(5) 7 7 ? N3 Fe1 N2 89.94(5) . 7 ? N1 Fe1 N2 90.18(5) . 7 ? N1 Fe1 N2 89.82(5) 7 7 ? N2 Fe1 N2 180.0 . 7 ? C16 B1 C1 115.56(13) . . ? C16 B1 C6 115.09(13) . . ? C1 B1 C6 101.76(13) . . ? C16 B1 C11 107.99(13) . . ? C1 B1 C11 109.33(13) . . ? C6 B1 C11 106.64(13) . . ? C5 N1 C1 119.56(13) . . ? C5 N1 Fe1 119.13(11) . . ? C1 N1 Fe1 121.04(10) . . ? C10 N2 C6 119.17(13) . . ? C10 N2 Fe1 119.35(11) . . ? C6 N2 Fe1 121.18(10) . . ? C15 N3 C11 119.67(14) . . ? C15 N3 Fe1 120.74(11) . . ? C11 N3 Fe1 119.52(10) . . ? N1 C1 C2 118.04(14) . . ? N1 C1 B1 116.61(13) . . ? C2 C1 B1 125.19(14) . . ? C3 C2 C1 122.13(15) . . ? C3 C2 H2 118.9 . . ? C1 C2 H2 118.9 . . ? C2 C3 C4 118.49(15) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 117.98(15) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? N1 C5 C4 123.64(15) . . ? N1 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? N2 C6 C7 118.30(14) . . ? N2 C6 B1 116.04(13) . . ? C7 C6 B1 125.59(14) . . ? C8 C7 C6 122.16(15) . . ? C8 C7 H7 118.9 . . ? C6 C7 H7 118.9 . . ? C7 C8 C9 118.35(15) . . ? C7 C8 H8 120.8 . . ? C9 C8 H8 120.8 . . ? C10 C9 C8 118.06(15) . . ? C10 C9 H9 121.0 . . ? C8 C9 H9 121.0 . . ? N2 C10 C9 123.71(15) . . ? N2 C10 H10 118.1 . . ? C9 C10 H10 118.1 . . ? N3 C11 C12 118.41(14) . . ? N3 C11 B1 118.67(14) . . ? C12 C11 B1 122.92(14) . . ? C13 C12 C11 121.63(15) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 118.75(15) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C15 C14 C13 118.25(15) . . ? C15 C14 H14 120.9 . . ? C13 C14 H14 120.9 . . ? N3 C15 C14 123.23(15) . . ? N3 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? C17 C16 C21 113.89(15) . . ? C17 C16 B1 123.78(13) . . ? C21 C16 B1 121.86(14) . . ? C18 C17 C16 123.20(15) . . ? C18 C17 H17 118.4 . . ? C16 C17 H17 118.4 . . ? C19 C18 C17 121.59(15) . . ? C19 C18 H18 119.2 . . ? C17 C18 H18 119.2 . . ? C18 C19 C20 116.06(15) . . ? C18 C19 C22 123.24(14) . . ? C20 C19 C22 120.64(14) . . ? C21 C20 C19 121.85(15) . . ? C21 C20 H20 119.1 . . ? C19 C20 H20 119.1 . . ? C20 C21 C16 123.11(15) . . ? C20 C21 H21 118.4 . . ? C16 C21 H21 118.4 . . ? C25 C22 C19 112.64(13) . . ? C25 C22 C24 107.74(15) . . ? C19 C22 C24 110.39(14) . . ? C25 C22 C23 108.42(15) . . ? C19 C22 C23 107.99(14) . . ? C24 C22 C23 109.62(15) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? H23C C23 H23B 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25C 109.5 . . ? C22 C25 H25B 109.5 . . ? H25C C25 H25B 109.5 . . ? C22 C25 H25A 109.5 . . ? H25C C25 H25A 109.5 . . ? H25B C25 H25A 109.5 . . ? C27 C26 C27 119.4(2) 2 . ? C27 C26 H26 120.3 2 . ? C27 C26 H26 120.3 . . ? C26 C27 C28 120.10(18) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.9 . . ? C27 C28 C29 121.50(17) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.3 . . ? C28 C29 C28 117.4(2) 2 . ? C28 C29 C30 121.29(11) 2 . ? C28 C29 C30 121.29(11) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? 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 N3 Fe1 N1 C5 -42.74(12) 7 . . . ? N3 Fe1 N1 C5 137.26(12) . . . . ? N1 Fe1 N1 C5 21(6) 7 . . . ? N2 Fe1 N1 C5 -132.69(12) . . . . ? N2 Fe1 N1 C5 47.31(12) 7 . . . ? N3 Fe1 N1 C1 131.28(12) 7 . . . ? N3 Fe1 N1 C1 -48.72(12) . . . . ? N1 Fe1 N1 C1 -165(6) 7 . . . ? N2 Fe1 N1 C1 41.34(12) . . . . ? N2 Fe1 N1 C1 -138.66(12) 7 . . . ? N3 Fe1 N2 C10 44.60(12) 7 . . . ? N3 Fe1 N2 C10 -135.40(12) . . . . ? N1 Fe1 N2 C10 134.33(12) . . . . ? N1 Fe1 N2 C10 -45.67(12) 7 . . . ? N2 Fe1 N2 C10 -32(10) 7 . . . ? N3 Fe1 N2 C6 -129.14(12) 7 . . . ? N3 Fe1 N2 C6 50.86(12) . . . . ? N1 Fe1 N2 C6 -39.42(12) . . . . ? N1 Fe1 N2 C6 140.59(12) 7 . . . ? N2 Fe1 N2 C6 154(10) 7 . . . ? N3 Fe1 N3 C15 -150(12) 7 . . . ? N1 Fe1 N3 C15 -135.24(12) . . . . ? N1 Fe1 N3 C15 44.76(12) 7 . . . ? N2 Fe1 N3 C15 134.94(12) . . . . ? N2 Fe1 N3 C15 -45.06(12) 7 . . . ? N3 Fe1 N3 C11 34(12) 7 . . . ? N1 Fe1 N3 C11 48.02(12) . . . . ? N1 Fe1 N3 C11 -131.98(12) 7 . . . ? N2 Fe1 N3 C11 -41.80(12) . . . . ? N2 Fe1 N3 C11 138.20(12) 7 . . . ? C5 N1 C1 C2 4.0(2) . . . . ? Fe1 N1 C1 C2 -169.96(11) . . . . ? C5 N1 C1 B1 179.61(13) . . . . ? Fe1 N1 C1 B1 5.62(18) . . . . ? C16 B1 C1 N1 171.41(13) . . . . ? C6 B1 C1 N1 -63.16(16) . . . . ? C11 B1 C1 N1 49.36(18) . . . . ? C16 B1 C1 C2 -13.4(2) . . . . ? C6 B1 C1 C2 112.06(17) . . . . ? C11 B1 C1 C2 -135.42(16) . . . . ? N1 C1 C2 C3 -4.6(2) . . . . ? B1 C1 C2 C3 -179.78(15) . . . . ? C1 C2 C3 C4 1.8(3) . . . . ? C2 C3 C4 C5 1.4(2) . . . . ? C1 N1 C5 C4 -0.8(2) . . . . ? Fe1 N1 C5 C4 173.26(12) . . . . ? C3 C4 C5 N1 -2.0(2) . . . . ? C10 N2 C6 C7 -5.5(2) . . . . ? Fe1 N2 C6 C7 168.29(11) . . . . ? C10 N2 C6 B1 177.25(14) . . . . ? Fe1 N2 C6 B1 -9.00(18) . . . . ? C16 B1 C6 N2 -169.26(13) . . . . ? C1 B1 C6 N2 65.00(16) . . . . ? C11 B1 C6 N2 -49.53(17) . . . . ? C16 B1 C6 C7 13.7(2) . . . . ? C1 B1 C6 C7 -112.07(17) . . . . ? C11 B1 C6 C7 133.39(16) . . . . ? N2 C6 C7 C8 4.7(2) . . . . ? B1 C6 C7 C8 -178.33(15) . . . . ? C6 C7 C8 C9 -0.5(2) . . . . ? C7 C8 C9 C10 -2.7(2) . . . . ? C6 N2 C10 C9 2.4(2) . . . . ? Fe1 N2 C10 C9 -171.51(12) . . . . ? C8 C9 C10 N2 1.8(2) . . . . ? C15 N3 C11 C12 -2.8(2) . . . . ? Fe1 N3 C11 C12 173.96(11) . . . . ? C15 N3 C11 B1 177.56(13) . . . . ? Fe1 N3 C11 B1 -5.67(18) . . . . ? C16 B1 C11 N3 -176.59(13) . . . . ? C1 B1 C11 N3 -50.10(18) . . . . ? C6 B1 C11 N3 59.19(17) . . . . ? C16 B1 C11 C12 3.8(2) . . . . ? C1 B1 C11 C12 130.29(16) . . . . ? C6 B1 C11 C12 -120.43(16) . . . . ? N3 C11 C12 C13 1.4(2) . . . . ? B1 C11 C12 C13 -179.02(14) . . . . ? C11 C12 C13 C14 1.1(2) . . . . ? C12 C13 C14 C15 -2.0(2) . . . . ? C11 N3 C15 C14 1.9(2) . . . . ? Fe1 N3 C15 C14 -174.83(12) . . . . ? C13 C14 C15 N3 0.6(2) . . . . ? C1 B1 C16 C17 -32.0(2) . . . . ? C6 B1 C16 C17 -150.28(15) . . . . ? C11 B1 C16 C17 90.74(18) . . . . ? C1 B1 C16 C21 156.35(15) . . . . ? C6 B1 C16 C21 38.1(2) . . . . ? C11 B1 C16 C21 -80.89(17) . . . . ? C21 C16 C17 C18 -5.5(2) . . . . ? B1 C16 C17 C18 -177.73(15) . . . . ? C16 C17 C18 C19 1.8(2) . . . . ? C17 C18 C19 C20 2.8(2) . . . . ? C17 C18 C19 C22 -174.49(15) . . . . ? C18 C19 C20 C21 -3.3(2) . . . . ? C22 C19 C20 C21 174.04(15) . . . . ? C19 C20 C21 C16 -0.7(3) . . . . ? C17 C16 C21 C20 5.0(2) . . . . ? B1 C16 C21 C20 177.36(15) . . . . ? C18 C19 C22 C25 -21.6(2) . . . . ? C20 C19 C22 C25 161.28(16) . . . . ? C18 C19 C22 C24 -142.05(17) . . . . ? C20 C19 C22 C24 40.8(2) . . . . ? C18 C19 C22 C23 98.12(18) . . . . ? C20 C19 C22 C23 -79.02(19) . . . . ? C27 C26 C27 C28 0.62(12) 2 . . . ? C26 C27 C28 C29 -1.3(2) . . . . ? C27 C28 C29 C28 0.64(12) . . . 2 ? C27 C28 C29 C30 -179.36(12) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 67.27 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.34 _refine_diff_density_min -0.41 _refine_diff_density_rms 0.05 data_Complex2+ _database_code_depnum_ccdc_archive 'CCDC 878729' #TrackingRef '10928_web_deposit_cif_file_3_FriederJaekle_1335376556.Complex2FeCl4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H50 B2 Fe N6, Cl4 Fe' _chemical_formula_sum 'C50 H50 B2 Cl4 Fe2 N6' _chemical_formula_weight 1010.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe -1.1336 3.1974 '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 n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 27.5963(5) _cell_length_b 12.7473(2) _cell_length_c 13.6801(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4812.36(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9958 _cell_measurement_theta_min 3.47 _cell_measurement_theta_max 66.75 _exptl_crystal_description block _exptl_crystal_colour 'red purple' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.394 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2088 _exptl_absorpt_coefficient_mu 7.199 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.2769 _exptl_absorpt_correction_T_max 0.4546 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008a)' _exptl_special_details ; 'crystal mounted on a Cryoloop using Paratone-N' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD Apex-II area-detector' _diffrn_measurement_method '\f and \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 41913 _diffrn_reflns_av_R_equivalents 0.061 _diffrn_reflns_av_sigmaI/netI 0.049 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 67.54 _reflns_number_total 8157 _reflns_number_gt 7259 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX 2 (Bruker, 2006)' _computing_cell_refinement 'APEX 2' _computing_data_reduction 'SAINT (Bruker, 2005)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008b)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0459P)^2^+0.0721P] 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_coef ? _refine_ls_abs_structure_details 'Flack (1983), 3788 Friedel pairs' _chemical_absolute_configuration syn _refine_ls_abs_structure_Flack 0.685(3) _refine_ls_number_reflns 8157 _refine_ls_number_parameters 584 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.045 _refine_ls_R_factor_gt 0.037 _refine_ls_wR_factor_ref 0.084 _refine_ls_wR_factor_gt 0.081 _refine_ls_goodness_of_fit_ref 1.02 _refine_ls_restrained_S_all 1.02 _refine_ls_shift/su_max 0.00 _refine_ls_shift/su_mean 0.00 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 0.879853(16) 0.73064(3) 0.61770(4) 0.01476(11) Uani 1 1 d . . . B1 B 0.92696(13) 0.6916(3) 0.4131(3) 0.0173(8) Uani 1 1 d . . . B2 B 0.83225(14) 0.7751(3) 0.8213(3) 0.0175(8) Uani 1 1 d . . . N1 N 0.85696(10) 0.6265(2) 0.5190(2) 0.0163(6) Uani 1 1 d . . . N2 N 0.88627(10) 0.8382(2) 0.5155(2) 0.0173(6) Uani 1 1 d . . . N3 N 0.94748(9) 0.6820(2) 0.59535(18) 0.0166(6) Uani 1 1 d . . . N4 N 0.90361(10) 0.8348(2) 0.7172(2) 0.0179(6) Uani 1 1 d . . . N5 N 0.87252(9) 0.6238(2) 0.7228(2) 0.0157(6) Uani 1 1 d . . . N6 N 0.81195(9) 0.7778(2) 0.63918(18) 0.0162(6) Uani 1 1 d . . . C1 C 0.88296(11) 0.6092(3) 0.4360(2) 0.0169(7) Uani 1 1 d . . . C2 C 0.87279(12) 0.5179(3) 0.3825(3) 0.0194(8) Uani 1 1 d . . . H2A H 0.8917 0.5016 0.3265 0.023 Uiso 1 1 calc R . . C3 C 0.83586(12) 0.4516(3) 0.4096(2) 0.0195(7) Uani 1 1 d . . . H3A H 0.8301 0.3890 0.3739 0.023 Uiso 1 1 calc R . . C4 C 0.80717(12) 0.4763(3) 0.4890(2) 0.0203(8) Uani 1 1 d . . . H4A H 0.7801 0.4342 0.5062 0.024 Uiso 1 1 calc R . . C5 C 0.81914(11) 0.5640(3) 0.5423(2) 0.0184(7) Uani 1 1 d . . . H5A H 0.8001 0.5814 0.5978 0.022 Uiso 1 1 calc R . . C6 C 0.90530(11) 0.8098(3) 0.4282(2) 0.0175(7) Uani 1 1 d . . . C7 C 0.90425(13) 0.8847(3) 0.3531(3) 0.0249(8) Uani 1 1 d . . . H7A H 0.9169 0.8668 0.2907 0.030 Uiso 1 1 calc R . . C8 C 0.88546(14) 0.9829(3) 0.3673(3) 0.0301(9) Uani 1 1 d . . . H8A H 0.8848 1.0322 0.3153 0.036 Uiso 1 1 calc R . . C9 C 0.86736(12) 1.0098(3) 0.4592(3) 0.0265(8) Uani 1 1 d . . . H9A H 0.8544 1.0776 0.4714 0.032 Uiso 1 1 calc R . . C10 C 0.86893(11) 0.9360(3) 0.5304(3) 0.0218(8) Uani 1 1 d . . . H10A H 0.8573 0.9539 0.5936 0.026 Uiso 1 1 calc R . . C11 C 0.96329(11) 0.6623(2) 0.5032(2) 0.0152(7) Uani 1 1 d . . . C12 C 1.00771(12) 0.6097(3) 0.4922(2) 0.0201(8) Uani 1 1 d . . . H12A H 1.0193 0.5943 0.4283 0.024 Uiso 1 1 calc R . . C13 C 1.03465(13) 0.5802(3) 0.5717(3) 0.0245(8) Uani 1 1 d . . . H13A H 1.0641 0.5426 0.5632 0.029 Uiso 1 1 calc R . . C14 C 1.01851(12) 0.6058(3) 0.6648(3) 0.0235(8) Uani 1 1 d . . . H14A H 1.0372 0.5890 0.7209 0.028 Uiso 1 1 calc R . . C15 C 0.97513(12) 0.6556(3) 0.6732(3) 0.0196(7) Uani 1 1 d . . . H15A H 0.9637 0.6727 0.7368 0.024 Uiso 1 1 calc R . . C16 C 0.95140(12) 0.6869(3) 0.3061(2) 0.0187(7) Uani 1 1 d . . . C17 C 0.92612(12) 0.6665(3) 0.2203(3) 0.0210(8) Uani 1 1 d . . . H17A H 0.8939 0.6405 0.2252 0.025 Uiso 1 1 calc R . . C18 C 0.94563(11) 0.6822(2) 0.1276(3) 0.0210(7) Uani 1 1 d . . . H18A H 0.9267 0.6655 0.0717 0.025 Uiso 1 1 calc R . . C19 C 0.99226(11) 0.7218(2) 0.1150(3) 0.0200(6) Uani 1 1 d . . . C20 C 1.01781(13) 0.7457(3) 0.2002(3) 0.0194(8) Uani 1 1 d . . . H20A H 1.0496 0.7737 0.1951 0.023 Uiso 1 1 calc R . . C21 C 0.99775(12) 0.7296(3) 0.2923(3) 0.0214(8) Uani 1 1 d . . . H21A H 1.0162 0.7483 0.3483 0.026 Uiso 1 1 calc R . . C22 C 1.01508(13) 0.7436(3) 0.0154(3) 0.0229(8) Uani 1 1 d . . . C23 C 0.98264(16) 0.7079(3) -0.0690(3) 0.0390(11) Uani 1 1 d . . . H23A H 0.9510 0.7423 -0.0637 0.058 Uiso 1 1 calc R . . H23B H 0.9784 0.6316 -0.0659 0.058 Uiso 1 1 calc R . . H23C H 0.9978 0.7269 -0.1313 0.058 Uiso 1 1 calc R . . C24 C 1.02401(16) 0.8608(3) 0.0043(3) 0.0353(10) Uani 1 1 d . . . H24A H 1.0464 0.8845 0.0554 0.053 Uiso 1 1 calc R . . H24B H 0.9932 0.8986 0.0105 0.053 Uiso 1 1 calc R . . H24C H 1.0381 0.8748 -0.0601 0.053 Uiso 1 1 calc R . . C25 C 1.06326(14) 0.6849(3) 0.0076(3) 0.0381(10) Uani 1 1 d . . . H25A H 1.0574 0.6092 0.0119 0.057 Uiso 1 1 calc R . . H25B H 1.0847 0.7066 0.0611 0.057 Uiso 1 1 calc R . . H25C H 1.0786 0.7013 -0.0552 0.057 Uiso 1 1 calc R . . C1A C 0.87789(12) 0.8539(3) 0.7997(2) 0.0168(7) Uani 1 1 d . . . C2A C 0.88940(13) 0.9421(3) 0.8555(3) 0.0216(8) Uani 1 1 d . . . H2B H 0.8695 0.9605 0.9096 0.026 Uiso 1 1 calc R . . C3A C 0.92941(13) 1.0032(3) 0.8333(3) 0.0246(8) Uani 1 1 d . . . H3B H 0.9374 1.0624 0.8723 0.030 Uiso 1 1 calc R . . C4A C 0.95759(12) 0.9766(3) 0.7533(2) 0.0211(8) Uani 1 1 d . . . H4B H 0.9862 1.0149 0.7382 0.025 Uiso 1 1 calc R . . C5A C 0.94326(11) 0.8934(3) 0.6964(2) 0.0189(7) Uani 1 1 d . . . H5B H 0.9619 0.8763 0.6403 0.023 Uiso 1 1 calc R . . C6A C 0.85286(12) 0.6556(3) 0.8090(2) 0.0174(7) Uani 1 1 d . . . C7A C 0.85246(12) 0.5814(3) 0.8854(2) 0.0208(8) Uani 1 1 d . . . H7B H 0.8390 0.6007 0.9467 0.025 Uiso 1 1 calc R . . C8A C 0.87079(12) 0.4830(3) 0.8741(3) 0.0228(8) Uani 1 1 d . . . H8B H 0.8706 0.4349 0.9272 0.027 Uiso 1 1 calc R . . C9A C 0.88981(12) 0.4534(3) 0.7841(3) 0.0230(8) Uani 1 1 d . . . H9B H 0.9027 0.3851 0.7740 0.028 Uiso 1 1 calc R . . C10A C 0.88933(11) 0.5264(3) 0.7101(3) 0.0192(7) Uani 1 1 d . . . H10B H 0.9014 0.5068 0.6476 0.023 Uiso 1 1 calc R . . C11A C 0.79689(12) 0.8034(2) 0.7304(2) 0.0170(7) Uani 1 1 d . . . C12A C 0.75406(12) 0.8609(2) 0.7402(3) 0.0211(7) Uani 1 1 d . . . H12B H 0.7441 0.8835 0.8033 0.025 Uiso 1 1 calc R . . C13A C 0.72595(12) 0.8853(3) 0.6598(3) 0.0233(8) Uani 1 1 d . . . H13B H 0.6970 0.9246 0.6675 0.028 Uiso 1 1 calc R . . C14A C 0.74041(12) 0.8519(3) 0.5680(3) 0.0224(8) Uani 1 1 d . . . H14B H 0.7209 0.8648 0.5120 0.027 Uiso 1 1 calc R . . C15A C 0.78390(12) 0.7996(3) 0.5604(2) 0.0189(7) Uani 1 1 d . . . H15B H 0.7947 0.7780 0.4975 0.023 Uiso 1 1 calc R . . C16A C 0.80600(11) 0.7799(3) 0.9273(2) 0.0186(7) Uani 1 1 d . . . C17A C 0.75996(12) 0.7346(3) 0.9394(3) 0.0196(8) Uani 1 1 d . . . H17B H 0.7427 0.7131 0.8827 0.023 Uiso 1 1 calc R . . C18A C 0.73855(13) 0.7198(3) 1.0302(3) 0.0221(8) Uani 1 1 d . . . H18B H 0.7073 0.6887 1.0339 0.027 Uiso 1 1 calc R . . C19A C 0.76189(11) 0.7496(2) 1.1156(3) 0.0209(7) Uani 1 1 d . . . C20A C 0.80753(11) 0.7934(2) 1.1056(3) 0.0210(7) Uani 1 1 d . . . H20B H 0.8246 0.8147 1.1625 0.025 Uiso 1 1 calc R . . C21A C 0.82900(12) 0.8070(3) 1.0152(2) 0.0214(8) Uani 1 1 d . . . H21B H 0.8607 0.8359 1.0125 0.026 Uiso 1 1 calc R . . C22A C 0.73864(13) 0.7364(3) 1.2178(3) 0.0230(8) Uani 1 1 d . . . C23A C 0.68974(15) 0.6810(4) 1.2128(3) 0.0445(11) Uani 1 1 d . . . H23D H 0.6766 0.6735 1.2790 0.067 Uiso 1 1 calc R . . H23E H 0.6939 0.6115 1.1834 0.067 Uiso 1 1 calc R . . H23F H 0.6673 0.7225 1.1729 0.067 Uiso 1 1 calc R . . C24A C 0.77215(15) 0.6721(3) 1.2838(3) 0.0336(9) Uani 1 1 d . . . H24D H 0.7760 0.6015 1.2565 0.050 Uiso 1 1 calc R . . H24E H 0.7580 0.6672 1.3493 0.050 Uiso 1 1 calc R . . H24F H 0.8039 0.7064 1.2878 0.050 Uiso 1 1 calc R . . C25A C 0.73205(15) 0.8460(3) 1.2634(3) 0.0352(10) Uani 1 1 d . . . H25D H 0.7637 0.8804 1.2693 0.053 Uiso 1 1 calc R . . H25E H 0.7174 0.8390 1.3283 0.053 Uiso 1 1 calc R . . H25F H 0.7109 0.8883 1.2215 0.053 Uiso 1 1 calc R . . Fe2 Fe 0.631028(17) 0.64613(4) 0.61657(5) 0.02128(12) Uani 1 1 d . . . Cl1 Cl 0.61674(3) 0.75420(7) 0.73878(7) 0.0323(2) Uani 1 1 d . . . Cl2 Cl 0.70196(3) 0.57666(7) 0.64372(9) 0.0459(3) Uani 1 1 d . . . Cl3 Cl 0.62864(4) 0.72542(8) 0.47430(7) 0.0376(3) Uani 1 1 d . . . Cl4 Cl 0.57539(3) 0.52317(7) 0.61511(8) 0.0327(2) 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 Fe1 0.0165(2) 0.0161(3) 0.0117(2) -0.0006(3) 0.0011(3) -0.00003(17) B1 0.019(2) 0.020(2) 0.013(2) -0.0005(15) 0.0004(16) -0.0011(15) B2 0.020(2) 0.020(2) 0.013(2) -0.0014(15) -0.0005(16) 0.0027(15) N1 0.0172(15) 0.0167(16) 0.0151(16) -0.0047(11) 0.0002(12) 0.0036(11) N2 0.0195(16) 0.0163(17) 0.0160(16) 0.0000(11) -0.0003(12) 0.0001(11) N3 0.0168(14) 0.0214(16) 0.0116(16) 0.0000(10) 0.0000(11) -0.0007(10) N4 0.0168(16) 0.0237(17) 0.0132(15) -0.0063(11) -0.0009(12) 0.0011(11) N5 0.0134(15) 0.0171(16) 0.0167(16) 0.0019(11) -0.0007(12) -0.0006(10) N6 0.0173(14) 0.0173(15) 0.0141(16) 0.0005(11) 0.0011(11) -0.0014(10) C1 0.0140(17) 0.022(2) 0.0150(18) -0.0012(14) -0.0025(14) 0.0032(13) C2 0.0183(19) 0.026(2) 0.0143(19) -0.0014(14) 0.0005(14) 0.0049(14) C3 0.023(2) 0.0162(19) 0.0192(19) -0.0018(14) -0.0074(15) 0.0001(13) C4 0.0196(19) 0.024(2) 0.0172(19) -0.0011(14) -0.0013(14) -0.0015(13) C5 0.0144(17) 0.026(2) 0.0147(17) 0.0018(13) 0.0018(14) -0.0005(14) C6 0.0152(18) 0.0208(19) 0.0165(19) 0.0016(13) -0.0012(14) -0.0015(13) C7 0.029(2) 0.033(2) 0.0135(19) 0.0012(15) 0.0039(16) 0.0052(16) C8 0.039(2) 0.022(2) 0.029(2) 0.0066(17) 0.0022(18) 0.0060(17) C9 0.028(2) 0.022(2) 0.029(2) 0.0005(15) 0.0013(17) 0.0040(15) C10 0.0187(19) 0.024(2) 0.023(2) -0.0041(14) 0.0035(15) 0.0019(14) C11 0.0156(18) 0.0174(19) 0.0127(18) 0.0012(13) 0.0010(14) -0.0035(13) C12 0.0229(19) 0.022(2) 0.0152(19) -0.0013(14) 0.0057(14) -0.0003(14) C13 0.023(2) 0.025(2) 0.026(2) 0.0034(16) 0.0024(17) 0.0023(14) C14 0.023(2) 0.030(2) 0.017(2) 0.0035(15) -0.0051(16) -0.0007(15) C15 0.026(2) 0.021(2) 0.0116(18) -0.0014(13) -0.0007(15) -0.0008(14) C16 0.0180(18) 0.020(2) 0.0178(19) -0.0030(13) 0.0022(14) 0.0030(14) C17 0.0190(18) 0.022(2) 0.022(2) -0.0032(14) -0.0010(15) 0.0007(13) C18 0.0225(17) 0.0241(18) 0.0163(19) -0.0012(16) -0.0003(16) 0.0008(12) C19 0.0252(17) 0.0183(17) 0.0166(17) -0.0007(16) 0.0003(18) 0.0056(12) C20 0.0208(19) 0.017(2) 0.021(2) 0.0008(14) 0.0031(15) -0.0004(14) C21 0.026(2) 0.022(2) 0.017(2) -0.0034(14) -0.0034(16) 0.0005(14) C22 0.027(2) 0.024(2) 0.017(2) 0.0000(15) 0.0058(16) 0.0001(15) C23 0.055(3) 0.052(3) 0.011(2) 0.0029(17) 0.0019(19) -0.011(2) C24 0.052(3) 0.034(2) 0.020(2) 0.0060(16) 0.0102(19) -0.0010(18) C25 0.042(3) 0.049(3) 0.023(2) 0.0100(18) 0.0135(18) 0.0176(19) C1A 0.0180(19) 0.0174(19) 0.0150(19) 0.0021(13) -0.0008(14) 0.0011(13) C2A 0.025(2) 0.023(2) 0.016(2) 0.0001(15) 0.0046(15) -0.0012(15) C3A 0.034(2) 0.022(2) 0.0183(19) -0.0065(14) -0.0010(16) -0.0035(15) C4A 0.0200(19) 0.022(2) 0.021(2) 0.0021(14) 0.0005(15) -0.0048(14) C5A 0.0176(18) 0.023(2) 0.0161(18) 0.0012(13) 0.0056(14) -0.0017(13) C6A 0.0156(18) 0.023(2) 0.0139(18) -0.0027(13) -0.0023(14) -0.0053(13) C7A 0.0222(19) 0.024(2) 0.016(2) 0.0013(14) 0.0006(15) -0.0010(14) C8A 0.029(2) 0.022(2) 0.017(2) 0.0079(15) -0.0046(16) -0.0011(15) C9A 0.0222(19) 0.019(2) 0.028(2) 0.0013(15) -0.0034(16) 0.0000(13) C10A 0.0202(18) 0.018(2) 0.019(2) -0.0045(13) -0.0005(15) -0.0002(13) C11A 0.0194(18) 0.0176(19) 0.0141(18) 0.0009(13) 0.0040(15) -0.0017(12) C12A 0.0227(19) 0.0203(19) 0.0201(19) -0.0048(15) 0.0016(15) -0.0013(13) C13A 0.0200(19) 0.020(2) 0.030(2) -0.0003(15) 0.0042(16) 0.0043(14) C14A 0.0171(19) 0.029(2) 0.021(2) 0.0055(15) -0.0040(15) 0.0021(14) C15A 0.026(2) 0.019(2) 0.0120(19) 0.0005(14) 0.0003(15) -0.0009(14) C16A 0.0174(18) 0.023(2) 0.0154(19) -0.0009(14) 0.0028(14) 0.0029(13) C17A 0.0229(19) 0.018(2) 0.018(2) -0.0030(13) -0.0016(15) -0.0001(13) C18A 0.022(2) 0.025(2) 0.019(2) 0.0020(14) 0.0021(15) -0.0009(14) C19A 0.0244(17) 0.0209(18) 0.0173(18) -0.0019(17) 0.0044(18) 0.0035(11) C20A 0.0256(18) 0.0222(19) 0.0152(18) -0.0016(14) -0.0001(16) 0.0027(12) C21A 0.024(2) 0.021(2) 0.0194(19) -0.0018(14) 0.0039(15) -0.0031(14) C22A 0.024(2) 0.031(2) 0.014(2) 0.0019(15) 0.0031(16) 0.0003(15) C23A 0.039(3) 0.070(3) 0.024(2) 0.006(2) 0.0089(19) -0.015(2) C24A 0.047(3) 0.031(2) 0.022(2) 0.0050(16) 0.0012(19) 0.0045(18) C25A 0.046(3) 0.041(3) 0.018(2) 0.0025(16) 0.0126(18) 0.0126(18) Fe2 0.0253(3) 0.0178(3) 0.0208(3) -0.0009(3) 0.0044(3) -0.00041(18) Cl1 0.0375(6) 0.0324(6) 0.0270(5) -0.0117(4) -0.0005(4) 0.0032(4) Cl2 0.0274(5) 0.0316(6) 0.0788(9) 0.0114(5) 0.0131(5) 0.0073(4) Cl3 0.0619(7) 0.0281(6) 0.0227(5) 0.0042(4) 0.0036(5) -0.0110(4) Cl4 0.0384(5) 0.0363(5) 0.0235(4) -0.0013(4) 0.0030(5) -0.0159(3) _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 N2 1.966(3) . ? Fe1 N6 1.990(2) . ? Fe1 N3 1.990(3) . ? Fe1 N5 1.991(3) . ? Fe1 N1 1.996(3) . ? Fe1 N4 2.011(3) . ? B1 C16 1.613(5) . ? B1 C11 1.632(5) . ? B1 C6 1.633(5) . ? B1 C1 1.636(5) . ? B2 C16A 1.621(5) . ? B2 C11A 1.622(5) . ? B2 C6A 1.635(5) . ? B2 C1A 1.637(5) . ? N1 C5 1.351(4) . ? N1 C1 1.361(4) . ? N2 C10 1.351(4) . ? N2 C6 1.354(4) . ? N3 C15 1.353(4) . ? N3 C11 1.357(4) . ? N4 C5A 1.355(4) . ? N4 C1A 1.356(4) . ? N5 C10A 1.337(4) . ? N5 C6A 1.360(4) . ? N6 C11A 1.355(4) . ? N6 C15A 1.356(4) . ? C1 C2 1.404(5) . ? C2 C3 1.375(5) . ? C2 H2A 0.9500 . ? C3 C4 1.381(5) . ? C3 H3A 0.9500 . ? C4 C5 1.375(5) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C6 C7 1.404(5) . ? C7 C8 1.369(5) . ? C7 H7A 0.9500 . ? C8 C9 1.395(5) . ? C8 H8A 0.9500 . ? C9 C10 1.354(5) . ? C9 H9A 0.9500 . ? C10 H10A 0.9500 . ? C11 C12 1.406(5) . ? C12 C13 1.370(5) . ? C12 H12A 0.9500 . ? C13 C14 1.388(5) . ? C13 H13A 0.9500 . ? C14 C15 1.360(5) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C17 1.390(5) . ? C16 C21 1.403(5) . ? C17 C18 1.393(5) . ? C17 H17A 0.9500 . ? C18 C19 1.393(4) . ? C18 H18A 0.9500 . ? C19 C20 1.395(5) . ? C19 C22 1.527(5) . ? C20 C21 1.392(5) . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? C22 C24 1.521(5) . ? C22 C25 1.530(5) . ? C22 C23 1.530(5) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C1A C2A 1.396(5) . ? C2A C3A 1.385(5) . ? C2A H2B 0.9500 . ? C3A C4A 1.385(5) . ? C3A H3B 0.9500 . ? C4A C5A 1.373(5) . ? C4A H4B 0.9500 . ? C5A H5B 0.9500 . ? C6A C7A 1.410(5) . ? C7A C8A 1.361(5) . ? C7A H7B 0.9500 . ? C8A C9A 1.391(5) . ? C8A H8B 0.9500 . ? C9A C10A 1.375(5) . ? C9A H9B 0.9500 . ? C10A H10B 0.9500 . ? C11A C12A 1.397(4) . ? C12A C13A 1.381(5) . ? C12A H12B 0.9500 . ? C13A C14A 1.385(5) . ? C13A H13B 0.9500 . ? C14A C15A 1.377(5) . ? C14A H14B 0.9500 . ? C15A H15B 0.9500 . ? C16A C21A 1.404(5) . ? C16A C17A 1.405(4) . ? C17A C18A 1.389(5) . ? C17A H17B 0.9500 . ? C18A C19A 1.388(5) . ? C18A H18B 0.9500 . ? C19A C20A 1.384(4) . ? C19A C22A 1.547(5) . ? C20A C21A 1.381(5) . ? C20A H20B 0.9500 . ? C21A H21B 0.9500 . ? C22A C23A 1.524(5) . ? C22A C24A 1.531(5) . ? C22A C25A 1.541(5) . ? C23A H23D 0.9800 . ? C23A H23E 0.9800 . ? C23A H23F 0.9800 . ? C24A H24D 0.9800 . ? C24A H24E 0.9800 . ? C24A H24F 0.9800 . ? C25A H25D 0.9800 . ? C25A H25E 0.9800 . ? C25A H25F 0.9800 . ? Fe2 Cl2 2.1804(10) . ? Fe2 Cl3 2.1941(12) . ? Fe2 Cl4 2.1943(9) . ? Fe2 Cl1 2.2018(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 Fe1 N6 88.80(11) . . ? N2 Fe1 N3 91.35(11) . . ? N6 Fe1 N3 179.32(11) . . ? N2 Fe1 N5 178.81(13) . . ? N6 Fe1 N5 90.25(10) . . ? N3 Fe1 N5 89.60(11) . . ? N2 Fe1 N1 90.65(12) . . ? N6 Fe1 N1 90.16(11) . . ? N3 Fe1 N1 89.18(11) . . ? N5 Fe1 N1 90.07(11) . . ? N2 Fe1 N4 89.49(11) . . ? N6 Fe1 N4 90.44(11) . . ? N3 Fe1 N4 90.23(11) . . ? N5 Fe1 N4 89.81(12) . . ? N1 Fe1 N4 179.39(12) . . ? C16 B1 C11 114.8(3) . . ? C16 B1 C6 107.6(3) . . ? C11 B1 C6 109.9(3) . . ? C16 B1 C1 117.4(3) . . ? C11 B1 C1 99.4(3) . . ? C6 B1 C1 107.3(3) . . ? C16A B2 C11A 114.1(3) . . ? C16A B2 C6A 106.4(3) . . ? C11A B2 C6A 109.7(3) . . ? C16A B2 C1A 118.8(3) . . ? C11A B2 C1A 100.8(3) . . ? C6A B2 C1A 106.6(3) . . ? C5 N1 C1 120.6(3) . . ? C5 N1 Fe1 118.5(2) . . ? C1 N1 Fe1 120.3(2) . . ? C10 N2 C6 121.1(3) . . ? C10 N2 Fe1 120.4(2) . . ? C6 N2 Fe1 118.4(2) . . ? C15 N3 C11 120.3(3) . . ? C15 N3 Fe1 119.0(2) . . ? C11 N3 Fe1 120.1(2) . . ? C5A N4 C1A 119.9(3) . . ? C5A N4 Fe1 119.1(2) . . ? C1A N4 Fe1 120.7(2) . . ? C10A N5 C6A 121.9(3) . . ? C10A N5 Fe1 120.4(2) . . ? C6A N5 Fe1 117.5(2) . . ? C11A N6 C15A 120.5(3) . . ? C11A N6 Fe1 119.9(2) . . ? C15A N6 Fe1 118.8(2) . . ? N1 C1 C2 117.7(3) . . ? N1 C1 B1 116.5(3) . . ? C2 C1 B1 125.5(3) . . ? C3 C2 C1 121.1(3) . . ? C3 C2 H2A 119.5 . . ? C1 C2 H2A 119.5 . . ? C2 C3 C4 119.8(3) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C5 C4 C3 117.7(3) . . ? C5 C4 H4A 121.1 . . ? C3 C4 H4A 121.1 . . ? N1 C5 C4 122.7(3) . . ? N1 C5 H5A 118.7 . . ? C4 C5 H5A 118.7 . . ? N2 C6 C7 117.1(3) . . ? N2 C6 B1 120.0(3) . . ? C7 C6 B1 122.8(3) . . ? C8 C7 C6 121.7(3) . . ? C8 C7 H7A 119.1 . . ? C6 C7 H7A 119.1 . . ? C7 C8 C9 119.2(3) . . ? C7 C8 H8A 120.4 . . ? C9 C8 H8A 120.4 . . ? C10 C9 C8 117.7(3) . . ? C10 C9 H9A 121.1 . . ? C8 C9 H9A 121.1 . . ? N2 C10 C9 123.0(3) . . ? N2 C10 H10A 118.5 . . ? C9 C10 H10A 118.5 . . ? N3 C11 C12 117.9(3) . . ? N3 C11 B1 117.5(3) . . ? C12 C11 B1 124.3(3) . . ? C13 C12 C11 121.2(3) . . ? C13 C12 H12A 119.4 . . ? C11 C12 H12A 119.4 . . ? C12 C13 C14 119.3(3) . . ? C12 C13 H13A 120.3 . . ? C14 C13 H13A 120.3 . . ? C15 C14 C13 118.1(3) . . ? C15 C14 H14A 121.0 . . ? C13 C14 H14A 121.0 . . ? N3 C15 C14 123.1(3) . . ? N3 C15 H15A 118.5 . . ? C14 C15 H15A 118.5 . . ? C17 C16 C21 114.6(3) . . ? C17 C16 B1 124.3(3) . . ? C21 C16 B1 119.3(3) . . ? C16 C17 C18 123.2(3) . . ? C16 C17 H17A 118.4 . . ? C18 C17 H17A 118.4 . . ? C19 C18 C17 121.4(3) . . ? C19 C18 H18A 119.3 . . ? C17 C18 H18A 119.3 . . ? C18 C19 C20 116.3(4) . . ? C18 C19 C22 123.9(3) . . ? C20 C19 C22 119.8(3) . . ? C21 C20 C19 121.5(3) . . ? C21 C20 H20A 119.2 . . ? C19 C20 H20A 119.2 . . ? C20 C21 C16 122.8(3) . . ? C20 C21 H21A 118.6 . . ? C16 C21 H21A 118.6 . . ? C24 C22 C19 109.6(3) . . ? C24 C22 C25 109.4(3) . . ? C19 C22 C25 109.4(3) . . ? C24 C22 C23 108.2(3) . . ? C19 C22 C23 112.2(3) . . ? C25 C22 C23 108.1(3) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N4 C1A C2A 118.7(3) . . ? N4 C1A B2 116.3(3) . . ? C2A C1A B2 124.8(3) . . ? C3A C2A C1A 121.0(3) . . ? C3A C2A H2B 119.5 . . ? C1A C2A H2B 119.5 . . ? C4A C3A C2A 118.9(3) . . ? C4A C3A H3B 120.5 . . ? C2A C3A H3B 120.5 . . ? C5A C4A C3A 118.4(3) . . ? C5A C4A H4B 120.8 . . ? C3A C4A H4B 120.8 . . ? N4 C5A C4A 122.7(3) . . ? N4 C5A H5B 118.7 . . ? C4A C5A H5B 118.7 . . ? N5 C6A C7A 116.5(3) . . ? N5 C6A B2 120.4(3) . . ? C7A C6A B2 123.1(3) . . ? C8A C7A C6A 122.1(3) . . ? C8A C7A H7B 118.9 . . ? C6A C7A H7B 118.9 . . ? C7A C8A C9A 119.3(3) . . ? C7A C8A H8B 120.3 . . ? C9A C8A H8B 120.3 . . ? C10A C9A C8A 117.7(3) . . ? C10A C9A H9B 121.1 . . ? C8A C9A H9B 121.1 . . ? N5 C10A C9A 122.4(3) . . ? N5 C10A H10B 118.8 . . ? C9A C10A H10B 118.8 . . ? N6 C11A C12A 118.3(3) . . ? N6 C11A B2 117.9(3) . . ? C12A C11A B2 123.5(3) . . ? C13A C12A C11A 121.1(3) . . ? C13A C12A H12B 119.4 . . ? C11A C12A H12B 119.4 . . ? C12A C13A C14A 119.4(3) . . ? C12A C13A H13B 120.3 . . ? C14A C13A H13B 120.3 . . ? C15A C14A C13A 117.9(3) . . ? C15A C14A H14B 121.0 . . ? C13A C14A H14B 121.0 . . ? N6 C15A C14A 122.4(3) . . ? N6 C15A H15B 118.8 . . ? C14A C15A H15B 118.8 . . ? C21A C16A C17A 114.1(3) . . ? C21A C16A B2 125.0(3) . . ? C17A C16A B2 119.6(3) . . ? C18A C17A C16A 123.1(3) . . ? C18A C17A H17B 118.5 . . ? C16A C17A H17B 118.5 . . ? C19A C18A C17A 121.3(3) . . ? C19A C18A H18B 119.4 . . ? C17A C18A H18B 119.4 . . ? C20A C19A C18A 116.7(4) . . ? C20A C19A C22A 120.7(3) . . ? C18A C19A C22A 122.6(3) . . ? C21A C20A C19A 122.0(3) . . ? C21A C20A H20B 119.0 . . ? C19A C20A H20B 119.0 . . ? C20A C21A C16A 122.8(3) . . ? C20A C21A H21B 118.6 . . ? C16A C21A H21B 118.6 . . ? C23A C22A C24A 108.3(3) . . ? C23A C22A C25A 109.5(3) . . ? C24A C22A C25A 108.5(3) . . ? C23A C22A C19A 112.2(3) . . ? C24A C22A C19A 109.9(3) . . ? C25A C22A C19A 108.4(3) . . ? C22A C23A H23D 109.5 . . ? C22A C23A H23E 109.5 . . ? H23D C23A H23E 109.5 . . ? C22A C23A H23F 109.5 . . ? H23D C23A H23F 109.5 . . ? H23E C23A H23F 109.5 . . ? C22A C24A H24D 109.5 . . ? C22A C24A H24E 109.5 . . ? H24D C24A H24E 109.5 . . ? C22A C24A H24F 109.5 . . ? H24D C24A H24F 109.5 . . ? H24E C24A H24F 109.5 . . ? C22A C25A H25D 109.5 . . ? C22A C25A H25E 109.5 . . ? H25D C25A H25E 109.5 . . ? C22A C25A H25F 109.5 . . ? H25D C25A H25F 109.5 . . ? H25E C25A H25F 109.5 . . ? Cl2 Fe2 Cl3 111.42(5) . . ? Cl2 Fe2 Cl4 109.86(4) . . ? Cl3 Fe2 Cl4 107.46(5) . . ? Cl2 Fe2 Cl1 106.59(5) . . ? Cl3 Fe2 Cl1 112.33(5) . . ? Cl4 Fe2 Cl1 109.18(4) . . ? 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 N2 Fe1 N1 C5 -137.0(3) . . . . ? N6 Fe1 N1 C5 -48.2(2) . . . . ? N3 Fe1 N1 C5 131.6(2) . . . . ? N5 Fe1 N1 C5 42.0(2) . . . . ? N4 Fe1 N1 C5 120(12) . . . . ? N2 Fe1 N1 C1 51.8(3) . . . . ? N6 Fe1 N1 C1 140.7(3) . . . . ? N3 Fe1 N1 C1 -39.5(3) . . . . ? N5 Fe1 N1 C1 -129.1(3) . . . . ? N4 Fe1 N1 C1 -51(13) . . . . ? N6 Fe1 N2 C10 43.7(3) . . . . ? N3 Fe1 N2 C10 -137.0(3) . . . . ? N5 Fe1 N2 C10 7(6) . . . . ? N1 Fe1 N2 C10 133.8(3) . . . . ? N4 Fe1 N2 C10 -46.8(3) . . . . ? N6 Fe1 N2 C6 -131.8(2) . . . . ? N3 Fe1 N2 C6 47.5(3) . . . . ? N5 Fe1 N2 C6 -169(23) . . . . ? N1 Fe1 N2 C6 -41.7(2) . . . . ? N4 Fe1 N2 C6 137.7(2) . . . . ? N2 Fe1 N3 C15 140.2(2) . . . . ? N6 Fe1 N3 C15 -117(10) . . . . ? N5 Fe1 N3 C15 -39.1(2) . . . . ? N1 Fe1 N3 C15 -129.2(2) . . . . ? N4 Fe1 N3 C15 50.7(2) . . . . ? N2 Fe1 N3 C11 -48.6(2) . . . . ? N6 Fe1 N3 C11 55(10) . . . . ? N5 Fe1 N3 C11 132.1(2) . . . . ? N1 Fe1 N3 C11 42.1(2) . . . . ? N4 Fe1 N3 C11 -138.1(2) . . . . ? N2 Fe1 N4 C5A -46.5(3) . . . . ? N6 Fe1 N4 C5A -135.3(3) . . . . ? N3 Fe1 N4 C5A 44.9(3) . . . . ? N5 Fe1 N4 C5A 134.5(3) . . . . ? N1 Fe1 N4 C5A 56(13) . . . . ? N2 Fe1 N4 C1A 127.1(3) . . . . ? N6 Fe1 N4 C1A 38.3(3) . . . . ? N3 Fe1 N4 C1A -141.5(3) . . . . ? N5 Fe1 N4 C1A -51.9(3) . . . . ? N1 Fe1 N4 C1A -130(12) . . . . ? N2 Fe1 N5 C10A 173(100) . . . . ? N6 Fe1 N5 C10A 136.4(2) . . . . ? N3 Fe1 N5 C10A -42.9(2) . . . . ? N1 Fe1 N5 C10A 46.2(2) . . . . ? N4 Fe1 N5 C10A -133.2(2) . . . . ? N2 Fe1 N5 C6A -11(6) . . . . ? N6 Fe1 N5 C6A -47.8(2) . . . . ? N3 Fe1 N5 C6A 132.9(2) . . . . ? N1 Fe1 N5 C6A -137.9(2) . . . . ? N4 Fe1 N5 C6A 42.7(2) . . . . ? N2 Fe1 N6 C11A -127.2(2) . . . . ? N3 Fe1 N6 C11A 130(10) . . . . ? N5 Fe1 N6 C11A 52.1(2) . . . . ? N1 Fe1 N6 C11A 142.2(2) . . . . ? N4 Fe1 N6 C11A -37.7(2) . . . . ? N2 Fe1 N6 C15A 42.4(2) . . . . ? N3 Fe1 N6 C15A -61(10) . . . . ? N5 Fe1 N6 C15A -138.3(2) . . . . ? N1 Fe1 N6 C15A -48.3(2) . . . . ? N4 Fe1 N6 C15A 131.9(2) . . . . ? C5 N1 C1 C2 -7.3(5) . . . . ? Fe1 N1 C1 C2 163.6(2) . . . . ? C5 N1 C1 B1 178.2(3) . . . . ? Fe1 N1 C1 B1 -10.9(4) . . . . ? C16 B1 C1 N1 -168.4(3) . . . . ? C11 B1 C1 N1 67.2(3) . . . . ? C6 B1 C1 N1 -47.2(4) . . . . ? C16 B1 C1 C2 17.7(5) . . . . ? C11 B1 C1 C2 -106.8(3) . . . . ? C6 B1 C1 C2 138.8(3) . . . . ? N1 C1 C2 C3 3.9(5) . . . . ? B1 C1 C2 C3 177.8(3) . . . . ? C1 C2 C3 C4 2.0(5) . . . . ? C2 C3 C4 C5 -4.4(5) . . . . ? C1 N1 C5 C4 5.1(5) . . . . ? Fe1 N1 C5 C4 -166.0(3) . . . . ? C3 C4 C5 N1 1.0(5) . . . . ? C10 N2 C6 C7 -2.7(5) . . . . ? Fe1 N2 C6 C7 172.8(2) . . . . ? C10 N2 C6 B1 178.8(3) . . . . ? Fe1 N2 C6 B1 -5.7(4) . . . . ? C16 B1 C6 N2 -174.5(3) . . . . ? C11 B1 C6 N2 -48.8(4) . . . . ? C1 B1 C6 N2 58.4(4) . . . . ? C16 B1 C6 C7 7.1(4) . . . . ? C11 B1 C6 C7 132.8(3) . . . . ? C1 B1 C6 C7 -120.0(3) . . . . ? N2 C6 C7 C8 0.9(5) . . . . ? B1 C6 C7 C8 179.3(3) . . . . ? C6 C7 C8 C9 0.7(6) . . . . ? C7 C8 C9 C10 -0.6(6) . . . . ? C6 N2 C10 C9 3.0(5) . . . . ? Fe1 N2 C10 C9 -172.4(3) . . . . ? C8 C9 C10 N2 -1.3(5) . . . . ? C15 N3 C11 C12 3.0(4) . . . . ? Fe1 N3 C11 C12 -168.2(2) . . . . ? C15 N3 C11 B1 177.4(3) . . . . ? Fe1 N3 C11 B1 6.2(4) . . . . ? C16 B1 C11 N3 169.0(3) . . . . ? C6 B1 C11 N3 47.6(4) . . . . ? C1 B1 C11 N3 -64.8(3) . . . . ? C16 B1 C11 C12 -16.9(5) . . . . ? C6 B1 C11 C12 -138.4(3) . . . . ? C1 B1 C11 C12 109.3(3) . . . . ? N3 C11 C12 C13 -0.8(5) . . . . ? B1 C11 C12 C13 -174.8(3) . . . . ? C11 C12 C13 C14 -2.1(5) . . . . ? C12 C13 C14 C15 2.8(5) . . . . ? C11 N3 C15 C14 -2.3(5) . . . . ? Fe1 N3 C15 C14 168.9(3) . . . . ? C13 C14 C15 N3 -0.7(5) . . . . ? C11 B1 C16 C17 152.7(3) . . . . ? C6 B1 C16 C17 -84.6(4) . . . . ? C1 B1 C16 C17 36.4(5) . . . . ? C11 B1 C16 C21 -43.5(4) . . . . ? C6 B1 C16 C21 79.3(4) . . . . ? C1 B1 C16 C21 -159.7(3) . . . . ? C21 C16 C17 C18 2.9(5) . . . . ? B1 C16 C17 C18 167.3(3) . . . . ? C16 C17 C18 C19 -1.1(5) . . . . ? C17 C18 C19 C20 -0.7(4) . . . . ? C17 C18 C19 C22 -178.2(3) . . . . ? C18 C19 C20 C21 0.7(5) . . . . ? C22 C19 C20 C21 178.3(3) . . . . ? C19 C20 C21 C16 1.2(5) . . . . ? C17 C16 C21 C20 -2.9(5) . . . . ? B1 C16 C21 C20 -168.2(3) . . . . ? C18 C19 C22 C24 115.0(4) . . . . ? C20 C19 C22 C24 -62.3(4) . . . . ? C18 C19 C22 C25 -125.0(3) . . . . ? C20 C19 C22 C25 57.6(4) . . . . ? C18 C19 C22 C23 -5.1(5) . . . . ? C20 C19 C22 C23 177.5(3) . . . . ? C5A N4 C1A C2A 7.8(5) . . . . ? Fe1 N4 C1A C2A -165.8(2) . . . . ? C5A N4 C1A B2 -176.9(3) . . . . ? Fe1 N4 C1A B2 9.5(4) . . . . ? C16A B2 C1A N4 169.2(3) . . . . ? C11A B2 C1A N4 -65.3(3) . . . . ? C6A B2 C1A N4 49.2(4) . . . . ? C16A B2 C1A C2A -15.9(5) . . . . ? C11A B2 C1A C2A 109.6(4) . . . . ? C6A B2 C1A C2A -135.9(3) . . . . ? N4 C1A C2A C3A -6.7(5) . . . . ? B2 C1A C2A C3A 178.5(3) . . . . ? C1A C2A C3A C4A 1.1(5) . . . . ? C2A C3A C4A C5A 3.2(5) . . . . ? C1A N4 C5A C4A -3.6(5) . . . . ? Fe1 N4 C5A C4A 170.1(3) . . . . ? C3A C4A C5A N4 -2.0(5) . . . . ? C10A N5 C6A C7A 1.9(5) . . . . ? Fe1 N5 C6A C7A -173.9(2) . . . . ? C10A N5 C6A B2 -179.5(3) . . . . ? Fe1 N5 C6A B2 4.8(4) . . . . ? C16A B2 C6A N5 173.2(3) . . . . ? C11A B2 C6A N5 49.3(4) . . . . ? C1A B2 C6A N5 -59.1(4) . . . . ? C16A B2 C6A C7A -8.2(4) . . . . ? C11A B2 C6A C7A -132.1(3) . . . . ? C1A B2 C6A C7A 119.5(3) . . . . ? N5 C6A C7A C8A 0.1(5) . . . . ? B2 C6A C7A C8A -178.5(3) . . . . ? C6A C7A C8A C9A -1.2(5) . . . . ? C7A C8A C9A C10A 0.3(5) . . . . ? C6A N5 C10A C9A -2.8(5) . . . . ? Fe1 N5 C10A C9A 172.8(3) . . . . ? C8A C9A C10A N5 1.6(5) . . . . ? C15A N6 C11A C12A -5.6(4) . . . . ? Fe1 N6 C11A C12A 163.8(2) . . . . ? C15A N6 C11A B2 -180.0(3) . . . . ? Fe1 N6 C11A B2 -10.5(4) . . . . ? C16A B2 C11A N6 -164.7(3) . . . . ? C6A B2 C11A N6 -45.4(4) . . . . ? C1A B2 C11A N6 66.8(3) . . . . ? C16A B2 C11A C12A 21.3(5) . . . . ? C6A B2 C11A C12A 140.6(3) . . . . ? C1A B2 C11A C12A -107.3(3) . . . . ? N6 C11A C12A C13A 4.1(5) . . . . ? B2 C11A C12A C13A 178.2(3) . . . . ? C11A C12A C13A C14A 0.2(5) . . . . ? C12A C13A C14A C15A -3.1(5) . . . . ? C11A N6 C15A C14A 2.8(5) . . . . ? Fe1 N6 C15A C14A -166.7(3) . . . . ? C13A C14A C15A N6 1.7(5) . . . . ? C11A B2 C16A C21A -149.0(3) . . . . ? C6A B2 C16A C21A 89.9(4) . . . . ? C1A B2 C16A C21A -30.2(5) . . . . ? C11A B2 C16A C17A 44.7(4) . . . . ? C6A B2 C16A C17A -76.4(4) . . . . ? C1A B2 C16A C17A 163.5(3) . . . . ? C21A C16A C17A C18A 1.3(5) . . . . ? B2 C16A C17A C18A 169.0(3) . . . . ? C16A C17A C18A C19A 0.1(5) . . . . ? C17A C18A C19A C20A -0.7(5) . . . . ? C17A C18A C19A C22A 178.7(3) . . . . ? C18A C19A C20A C21A 0.0(5) . . . . ? C22A C19A C20A C21A -179.4(3) . . . . ? C19A C20A C21A C16A 1.5(5) . . . . ? C17A C16A C21A C20A -2.0(5) . . . . ? B2 C16A C21A C20A -168.9(3) . . . . ? C20A C19A C22A C23A -176.7(3) . . . . ? C18A C19A C22A C23A 3.9(4) . . . . ? C20A C19A C22A C24A -56.2(4) . . . . ? C18A C19A C22A C24A 124.4(4) . . . . ? C20A C19A C22A C25A 62.3(4) . . . . ? C18A C19A C22A C25A -117.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 67.54 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.51 _refine_diff_density_min -0.27 _refine_diff_density_rms 0.05