# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_4 _database_code_depnum_ccdc_archive 'CCDC 912626' #TrackingRef 'Dalton 11-12.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H22 Cr2 N2 O10 Pd2, 2(C H Cl3)' _chemical_formula_sum 'C34 H24 Cl6 Cr2 N2 O10 Pd2' _chemical_formula_weight 1150.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 16.0719(3) _cell_length_b 19.7859(2) _cell_length_c 14.6400(3) _cell_angle_alpha 90.00 _cell_angle_beta 123.678(3) _cell_angle_gamma 90.00 _cell_volume 3874.13(18) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 12903 _cell_measurement_theta_min 2.9791 _cell_measurement_theta_max 32.4710 _exptl_crystal_description blocks _exptl_crystal_colour Orange _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.972 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2256 _exptl_absorpt_coefficient_mu 1.933 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.702 _exptl_absorpt_correction_T_max 0.846 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9825 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21415 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 32.54 _reflns_number_total 6472 _reflns_number_gt 5238 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0407P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6472 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_gt 0.0260 _refine_ls_wR_factor_ref 0.0728 _refine_ls_wR_factor_gt 0.0711 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.102 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.421514(10) 0.526129(7) 0.635712(11) 0.01839(5) Uani 1 1 d . . . Cr1 Cr 0.18661(2) 0.415076(16) 0.47491(2) 0.02008(7) Uani 1 1 d . . . N1 N 0.47498(12) 0.44158(8) 0.60859(12) 0.0198(3) Uani 1 1 d . . . C2 C 0.55799(14) 0.43970(11) 0.60724(16) 0.0243(4) Uani 1 1 d . . . H2A H 0.5877 0.4810 0.6063 0.029 Uiso 1 1 calc R . . C3 C 0.60090(16) 0.37979(12) 0.60711(17) 0.0298(4) Uani 1 1 d . . . H3A H 0.6590 0.3797 0.6051 0.036 Uiso 1 1 calc R . . C4 C 0.55888(17) 0.31968(12) 0.60994(18) 0.0317(5) Uani 1 1 d . . . H4A H 0.5891 0.2778 0.6125 0.038 Uiso 1 1 calc R . . C5 C 0.47252(16) 0.32089(11) 0.60908(17) 0.0279(4) Uani 1 1 d . . . H5A H 0.4419 0.2799 0.6095 0.034 Uiso 1 1 calc R . . C6 C 0.43113(14) 0.38266(10) 0.60761(15) 0.0204(3) Uani 1 1 d . . . C7 C 0.34221(14) 0.39315(10) 0.61125(15) 0.0199(3) Uani 1 1 d . . . C8 C 0.27931(15) 0.34115(10) 0.60349(16) 0.0254(4) Uani 1 1 d . . . H8A H 0.2920 0.2957 0.5937 0.031 Uiso 1 1 calc R . . C9 C 0.19732(16) 0.35651(11) 0.61021(17) 0.0281(4) Uani 1 1 d . . . H9A H 0.1564 0.3213 0.6087 0.034 Uiso 1 1 calc R . . C10 C 0.17654(15) 0.42400(12) 0.61918(16) 0.0268(4) Uani 1 1 d . . . H10A H 0.1200 0.4345 0.6214 0.032 Uiso 1 1 calc R . . C11 C 0.23847(14) 0.47663(10) 0.62493(15) 0.0229(4) Uani 1 1 d . . . H11A H 0.2232 0.5222 0.6308 0.028 Uiso 1 1 calc R . . C12 C 0.32243(14) 0.46213(9) 0.62205(15) 0.0196(3) Uani 1 1 d . . . O13 O 0.36083(11) 0.60528(7) 0.67023(11) 0.0251(3) Uani 1 1 d . . . C14 C 0.39464(15) 0.61961(10) 0.76898(16) 0.0233(4) Uani 1 1 d . . . O15 O 0.46789(11) 0.59288(8) 0.85148(11) 0.0280(3) Uani 1 1 d . . . C16 C 0.33947(18) 0.67440(12) 0.78710(19) 0.0358(5) Uani 1 1 d . . . H16A H 0.3665 0.6778 0.8656 0.054 Uiso 1 1 calc R . . H16B H 0.2682 0.6631 0.7467 0.054 Uiso 1 1 calc R . . H16C H 0.3480 0.7177 0.7607 0.054 Uiso 1 1 calc R . . C17 C 0.22134(15) 0.46086(11) 0.39088(17) 0.0268(4) Uani 1 1 d . . . O17 O 0.24401(13) 0.48668(10) 0.33785(14) 0.0413(4) Uani 1 1 d . . . C18 C 0.05971(16) 0.45242(12) 0.39508(17) 0.0280(4) Uani 1 1 d . . . O18 O -0.01872(13) 0.47538(10) 0.34799(15) 0.0451(5) Uani 1 1 d . . . C19 C 0.14152(16) 0.34969(11) 0.36831(18) 0.0289(4) Uani 1 1 d . . . O19 O 0.11431(14) 0.31122(9) 0.29846(15) 0.0443(4) Uani 1 1 d . . . C20 C 0.35284(18) 0.83058(12) 0.5365(2) 0.0365(5) Uani 1 1 d . . . H20A H 0.2811 0.8315 0.4736 0.044 Uiso 1 1 calc R . . Cl1 Cl 0.38667(5) 0.74558(3) 0.57750(6) 0.04515(15) Uani 1 1 d . . . Cl2 Cl 0.42482(5) 0.86378(4) 0.49096(7) 0.05198(17) Uani 1 1 d . . . Cl3 Cl 0.36437(7) 0.87770(4) 0.64323(8) 0.0676(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 Pd1 0.01740(7) 0.01988(7) 0.01573(7) -0.00096(5) 0.00784(5) -0.00108(5) Cr1 0.01702(14) 0.02305(15) 0.01956(14) 0.00062(11) 0.00976(12) -0.00051(11) N1 0.0165(7) 0.0247(8) 0.0162(7) -0.0011(6) 0.0078(6) 0.0006(6) C2 0.0189(8) 0.0348(11) 0.0206(9) -0.0018(8) 0.0118(7) -0.0024(8) C3 0.0227(9) 0.0441(13) 0.0258(10) -0.0005(9) 0.0154(8) 0.0041(9) C4 0.0324(11) 0.0332(12) 0.0306(11) 0.0001(9) 0.0181(10) 0.0114(9) C5 0.0297(10) 0.0249(10) 0.0303(10) 0.0012(8) 0.0173(9) 0.0023(8) C6 0.0173(8) 0.0248(9) 0.0164(8) 0.0010(7) 0.0077(7) 0.0019(7) C7 0.0166(8) 0.0226(9) 0.0197(8) 0.0025(7) 0.0096(7) 0.0015(7) C8 0.0234(9) 0.0234(10) 0.0268(10) 0.0053(8) 0.0123(8) 0.0016(8) C9 0.0245(9) 0.0323(11) 0.0294(10) 0.0058(8) 0.0161(8) -0.0036(8) C10 0.0211(9) 0.0390(12) 0.0244(9) 0.0029(8) 0.0151(8) 0.0011(8) C11 0.0201(8) 0.0296(10) 0.0191(8) -0.0006(7) 0.0108(7) 0.0031(8) C12 0.0171(8) 0.0239(9) 0.0157(8) -0.0004(6) 0.0077(7) 0.0000(7) O13 0.0259(7) 0.0224(7) 0.0219(7) -0.0011(5) 0.0102(6) 0.0032(6) C14 0.0238(9) 0.0211(9) 0.0257(9) -0.0018(7) 0.0141(8) -0.0002(7) O15 0.0288(8) 0.0303(8) 0.0227(7) 0.0001(6) 0.0129(6) 0.0086(6) C16 0.0372(12) 0.0368(13) 0.0342(12) -0.0013(10) 0.0202(10) 0.0122(10) C17 0.0203(9) 0.0338(11) 0.0231(9) -0.0010(8) 0.0100(8) -0.0033(8) O17 0.0363(9) 0.0604(12) 0.0303(8) 0.0046(8) 0.0205(8) -0.0091(8) C18 0.0253(10) 0.0357(11) 0.0237(10) -0.0009(8) 0.0140(8) 0.0011(9) O18 0.0256(8) 0.0659(13) 0.0360(9) 0.0005(8) 0.0121(7) 0.0130(8) C19 0.0263(10) 0.0265(10) 0.0323(11) 0.0005(8) 0.0153(9) -0.0004(8) O19 0.0474(10) 0.0345(9) 0.0423(10) -0.0136(8) 0.0194(9) -0.0059(8) C20 0.0289(11) 0.0333(12) 0.0431(13) 0.0044(10) 0.0175(10) 0.0011(9) Cl1 0.0508(4) 0.0325(3) 0.0557(4) 0.0075(3) 0.0317(3) 0.0043(3) Cl2 0.0425(3) 0.0462(4) 0.0751(5) 0.0115(3) 0.0375(4) -0.0027(3) Cl3 0.0757(6) 0.0559(5) 0.0838(6) -0.0164(4) 0.0520(5) 0.0039(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C12 1.9560(19) . ? Pd1 N1 2.0182(16) . ? Pd1 O13 2.0507(13) . ? Pd1 O15 2.1377(14) 2_656 ? Pd1 Pd1 2.8635(3) 2_656 ? Cr1 C19 1.838(2) . ? Cr1 C17 1.846(2) . ? Cr1 C18 1.851(2) . ? Cr1 C8 2.189(2) . ? Cr1 C7 2.2114(19) . ? Cr1 C10 2.2130(19) . ? Cr1 C9 2.218(2) . ? Cr1 C11 2.2297(19) . ? Cr1 C12 2.2488(19) . ? N1 C2 1.346(2) . ? N1 C6 1.358(2) . ? C2 C3 1.372(3) . ? C3 C4 1.380(3) . ? C4 C5 1.381(3) . ? C5 C6 1.386(3) . ? C6 C7 1.474(2) . ? C7 C8 1.402(3) . ? C7 C12 1.430(3) . ? C8 C9 1.408(3) . ? C9 C10 1.400(3) . ? C10 C11 1.410(3) . ? C11 C12 1.403(3) . ? O13 C14 1.263(2) . ? C14 O15 1.244(2) . ? C14 C16 1.514(3) . ? O15 Pd1 2.1376(14) 2_656 ? C17 O17 1.145(2) . ? C18 O18 1.143(3) . ? C19 O19 1.149(3) . ? C20 Cl3 1.740(3) . ? C20 Cl2 1.752(2) . ? C20 Cl1 1.767(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Pd1 N1 81.64(7) . . ? C12 Pd1 O13 92.75(7) . . ? N1 Pd1 O13 173.73(6) . . ? C12 Pd1 O15 177.66(7) . 2_656 ? N1 Pd1 O15 96.05(6) . 2_656 ? O13 Pd1 O15 89.57(6) . 2_656 ? C12 Pd1 Pd1 105.02(5) . 2_656 ? N1 Pd1 Pd1 91.98(4) . 2_656 ? O13 Pd1 Pd1 86.75(4) . 2_656 ? O15 Pd1 Pd1 75.32(4) 2_656 2_656 ? C19 Cr1 C17 84.39(9) . . ? C19 Cr1 C18 88.12(10) . . ? C17 Cr1 C18 91.02(9) . . ? C19 Cr1 C8 91.13(9) . . ? C17 Cr1 C8 126.01(8) . . ? C18 Cr1 C8 142.72(8) . . ? C19 Cr1 C7 110.14(9) . . ? C17 Cr1 C7 95.13(8) . . ? C18 Cr1 C7 161.19(8) . . ? C8 Cr1 C7 37.16(7) . . ? C19 Cr1 C10 131.55(9) . . ? C17 Cr1 C10 143.72(9) . . ? C18 Cr1 C10 86.14(8) . . ? C8 Cr1 C10 66.90(8) . . ? C7 Cr1 C10 78.39(7) . . ? C19 Cr1 C9 100.91(9) . . ? C17 Cr1 C9 161.69(9) . . ? C18 Cr1 C9 106.57(8) . . ? C8 Cr1 C9 37.26(7) . . ? C7 Cr1 C9 66.57(7) . . ? C10 Cr1 C9 36.85(8) . . ? C19 Cr1 C11 167.57(9) . . ? C17 Cr1 C11 107.60(8) . . ? C18 Cr1 C11 94.76(8) . . ? C8 Cr1 C11 79.25(8) . . ? C7 Cr1 C11 66.43(7) . . ? C10 Cr1 C11 37.02(7) . . ? C9 Cr1 C11 66.68(8) . . ? C19 Cr1 C12 145.17(8) . . ? C17 Cr1 C12 86.77(8) . . ? C18 Cr1 C12 125.72(8) . . ? C8 Cr1 C12 67.46(7) . . ? C7 Cr1 C12 37.39(7) . . ? C10 Cr1 C12 66.34(7) . . ? C9 Cr1 C12 78.90(7) . . ? C11 Cr1 C12 36.51(7) . . ? C2 N1 C6 119.27(17) . . ? C2 N1 Pd1 124.02(14) . . ? C6 N1 Pd1 116.01(12) . . ? N1 C2 C3 121.8(2) . . ? C2 C3 C4 119.34(19) . . ? C3 C4 C5 119.4(2) . . ? C4 C5 C6 119.1(2) . . ? N1 C6 C5 121.00(17) . . ? N1 C6 C7 112.74(16) . . ? C5 C6 C7 126.17(18) . . ? C8 C7 C12 120.99(17) . . ? C8 C7 C6 124.31(18) . . ? C12 C7 C6 114.69(16) . . ? C8 C7 Cr1 70.56(11) . . ? C12 C7 Cr1 72.73(11) . . ? C6 C7 Cr1 128.96(13) . . ? C7 C8 C9 119.78(19) . . ? C7 C8 Cr1 72.29(11) . . ? C9 C8 Cr1 72.47(12) . . ? C10 C9 C8 119.58(18) . . ? C10 C9 Cr1 71.40(11) . . ? C8 C9 Cr1 70.27(11) . . ? C9 C10 C11 120.83(18) . . ? C9 C10 Cr1 71.76(11) . . ? C11 C10 Cr1 72.13(11) . . ? C12 C11 C10 120.40(18) . . ? C12 C11 Cr1 72.49(11) . . ? C10 C11 Cr1 70.85(11) . . ? C11 C12 C7 118.36(17) . . ? C11 C12 Pd1 127.35(15) . . ? C7 C12 Pd1 114.26(13) . . ? C11 C12 Cr1 71.00(11) . . ? C7 C12 Cr1 69.88(11) . . ? Pd1 C12 Cr1 131.97(9) . . ? C14 O13 Pd1 119.47(13) . . ? O15 C14 O13 126.23(18) . . ? O15 C14 C16 117.71(18) . . ? O13 C14 C16 116.06(18) . . ? C14 O15 Pd1 129.86(13) . 2_656 ? O17 C17 Cr1 177.1(2) . . ? O18 C18 Cr1 178.34(19) . . ? O19 C19 Cr1 176.3(2) . . ? Cl3 C20 Cl2 112.14(14) . . ? Cl3 C20 Cl1 110.19(14) . . ? Cl2 C20 Cl1 110.04(13) . . ? _diffrn_measured_fraction_theta_max 0.919 _diffrn_reflns_theta_full 31.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.791 _refine_diff_density_min -0.936 _refine_diff_density_rms 0.088 data_Pd(3)Cl(py) _database_code_depnum_ccdc_archive 'CCDC 912627' #TrackingRef 'Dalton 11-12.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H13 Cl Cr N2 O3 Pd' _chemical_formula_sum 'C19 H13 Cl Cr N2 O3 Pd' _chemical_formula_weight 511.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 26.7584(5) _cell_length_b 13.0677(2) _cell_length_c 11.01544(19) _cell_angle_alpha 90.00 _cell_angle_beta 104.3242(18) _cell_angle_gamma 90.00 _cell_volume 3732.03(11) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 12971 _cell_measurement_theta_min 3.0594 _cell_measurement_theta_max 32.9614 _exptl_crystal_description 'blocky needles' _exptl_crystal_colour Orange _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.820 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 1.711 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.630 _exptl_absorpt_correction_T_max 0.839 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET) (compiled Sep 15 2009,11:49:04) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9825 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22135 _diffrn_reflns_av_R_equivalents 0.0208 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 33.03 _reflns_number_total 6366 _reflns_number_gt 5064 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0257P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6366 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0316 _refine_ls_R_factor_gt 0.0213 _refine_ls_wR_factor_ref 0.0499 _refine_ls_wR_factor_gt 0.0486 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.976 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.084282(4) 0.214508(8) 0.815797(9) 0.01935(3) Uani 1 1 d . . . Cr1 Cr 0.208216(9) 0.128532(19) 0.73440(2) 0.02163(5) Uani 1 1 d . . . Cl1 Cl 0.040665(16) 0.25585(3) 0.97457(4) 0.02973(8) Uani 1 1 d . . . N1 N 0.07594(4) 0.06046(9) 0.82350(10) 0.0191(2) Uani 1 1 d . . . C2 C 0.04862(5) 0.01171(12) 0.89311(14) 0.0232(3) Uani 1 1 d . . . H2A H 0.0321 0.0508 0.9447 0.028 Uiso 1 1 calc R . . C3 C 0.04375(6) -0.09314(13) 0.89195(14) 0.0275(3) Uani 1 1 d . . . H3A H 0.0246 -0.1258 0.9429 0.033 Uiso 1 1 calc R . . C4 C 0.06703(6) -0.15024(13) 0.81586(15) 0.0297(3) Uani 1 1 d . . . H4A H 0.0637 -0.2226 0.8129 0.036 Uiso 1 1 calc R . . C5 C 0.09527(5) -0.10096(12) 0.74405(14) 0.0253(3) Uani 1 1 d . . . H5A H 0.1114 -0.1391 0.6909 0.030 Uiso 1 1 calc R . . C6 C 0.09978(5) 0.00422(12) 0.75021(13) 0.0200(3) Uani 1 1 d . . . C7 C 0.12797(5) 0.06760(12) 0.67897(12) 0.0212(3) Uani 1 1 d . . . C8 C 0.15752(6) 0.02586(13) 0.60081(13) 0.0261(3) Uani 1 1 d . . . H8A H 0.1608 -0.0462 0.5945 0.031 Uiso 1 1 calc R . . C9 C 0.18209(6) 0.09170(14) 0.53243(13) 0.0305(4) Uani 1 1 d . . . H9A H 0.2005 0.0644 0.4762 0.037 Uiso 1 1 calc R . . C10 C 0.17921(6) 0.19686(14) 0.54795(14) 0.0313(4) Uani 1 1 d . . . H10A H 0.1969 0.2410 0.5041 0.038 Uiso 1 1 calc R . . C11 C 0.15060(6) 0.23987(13) 0.62724(14) 0.0270(3) Uani 1 1 d . . . H11A H 0.1492 0.3120 0.6361 0.032 Uiso 1 1 calc R . . C12 C 0.12402(5) 0.17513(12) 0.69358(13) 0.0214(3) Uani 1 1 d . . . C13 C 0.25079(6) 0.01938(14) 0.79069(16) 0.0322(4) Uani 1 1 d . . . O13 O 0.27796(5) -0.04749(11) 0.83153(14) 0.0538(4) Uani 1 1 d . . . C14 C 0.26614(6) 0.20754(13) 0.74577(14) 0.0279(3) Uani 1 1 d . . . O14 O 0.30250(5) 0.25584(11) 0.74953(12) 0.0426(3) Uani 1 1 d . . . C15 C 0.21062(6) 0.15485(14) 0.89966(14) 0.0319(4) Uani 1 1 d . . . O15 O 0.21252(6) 0.16783(13) 1.00423(11) 0.0544(4) Uani 1 1 d . . . N21 N 0.09549(5) 0.36595(10) 0.79369(12) 0.0265(3) Uani 1 1 d . . . C22 C 0.13251(7) 0.41762(15) 0.87370(18) 0.0415(4) Uani 1 1 d . . . H22A H 0.1536 0.3828 0.9436 0.050 Uiso 1 1 calc R . . C23 C 0.14101(9) 0.52022(17) 0.8576(2) 0.0581(6) Uani 1 1 d . . . H23A H 0.1676 0.5555 0.9156 0.070 Uiso 1 1 calc R . . C24 C 0.11054(9) 0.57094(16) 0.7567(2) 0.0571(6) Uani 1 1 d . . . H24A H 0.1161 0.6415 0.7435 0.069 Uiso 1 1 calc R . . C25 C 0.07235(9) 0.51867(17) 0.6758(2) 0.0587(6) Uani 1 1 d . . . H25A H 0.0507 0.5524 0.6059 0.070 Uiso 1 1 calc R . . C26 C 0.06543(7) 0.41620(15) 0.69660(19) 0.0440(5) Uani 1 1 d . . . H26A H 0.0386 0.3801 0.6404 0.053 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 Pd1 0.02215(6) 0.01574(5) 0.02212(5) -0.00030(4) 0.00922(4) 0.00033(4) Cr1 0.02146(12) 0.02471(13) 0.02037(11) -0.00155(9) 0.00828(9) -0.00273(9) Cl1 0.0406(2) 0.02175(19) 0.03345(19) -0.00229(15) 0.02165(16) 0.00049(15) N1 0.0195(6) 0.0168(6) 0.0209(5) -0.0007(5) 0.0050(4) -0.0001(4) C2 0.0218(7) 0.0217(8) 0.0277(7) 0.0006(6) 0.0089(5) -0.0008(6) C3 0.0240(7) 0.0238(8) 0.0357(8) 0.0021(6) 0.0095(6) -0.0034(6) C4 0.0245(8) 0.0168(8) 0.0465(9) -0.0021(7) 0.0063(7) -0.0022(6) C5 0.0194(7) 0.0225(8) 0.0324(8) -0.0064(6) 0.0035(6) 0.0011(6) C6 0.0152(6) 0.0222(8) 0.0213(6) -0.0040(5) 0.0018(5) 0.0006(5) C7 0.0185(7) 0.0253(8) 0.0194(6) -0.0034(6) 0.0042(5) -0.0009(5) C8 0.0242(7) 0.0305(9) 0.0235(7) -0.0087(6) 0.0055(6) 0.0009(6) C9 0.0286(8) 0.0455(11) 0.0190(7) -0.0068(7) 0.0091(6) 0.0020(7) C10 0.0289(8) 0.0449(12) 0.0221(7) 0.0069(7) 0.0100(6) 0.0005(7) C11 0.0304(8) 0.0268(9) 0.0260(7) 0.0058(6) 0.0113(6) 0.0014(6) C12 0.0212(7) 0.0231(8) 0.0209(6) -0.0003(6) 0.0069(5) 0.0010(5) C13 0.0289(8) 0.0335(10) 0.0341(8) 0.0019(7) 0.0077(7) -0.0043(7) O13 0.0467(8) 0.0417(9) 0.0709(10) 0.0135(7) 0.0106(7) 0.0127(7) C14 0.0288(8) 0.0324(9) 0.0251(7) -0.0008(6) 0.0119(6) -0.0021(6) O14 0.0365(7) 0.0474(8) 0.0494(8) -0.0045(6) 0.0214(6) -0.0152(6) C15 0.0316(8) 0.0361(10) 0.0304(8) -0.0036(7) 0.0124(7) -0.0161(7) O15 0.0696(10) 0.0717(11) 0.0267(6) -0.0139(6) 0.0211(6) -0.0411(8) N21 0.0316(7) 0.0179(7) 0.0340(7) 0.0001(5) 0.0156(5) 0.0002(5) C22 0.0481(11) 0.0297(10) 0.0469(10) -0.0055(8) 0.0120(8) -0.0090(8) C23 0.0613(14) 0.0297(11) 0.0868(17) -0.0161(11) 0.0251(13) -0.0166(10) C24 0.0594(14) 0.0187(10) 0.1059(18) 0.0019(11) 0.0443(13) 0.0001(9) C25 0.0564(14) 0.0314(12) 0.0902(17) 0.0247(11) 0.0221(12) 0.0090(10) C26 0.0410(10) 0.0283(10) 0.0603(12) 0.0121(9) 0.0081(9) 0.0023(8) _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 Pd1 C12 1.9789(14) . ? Pd1 N21 2.0252(13) . ? Pd1 N1 2.0295(12) . ? Pd1 Cl1 2.3922(4) . ? Cr1 C13 1.8350(18) . ? Cr1 C15 1.8381(15) . ? Cr1 C14 1.8407(16) . ? Cr1 C8 2.1950(15) . ? Cr1 C10 2.1976(15) . ? Cr1 C9 2.2137(14) . ? Cr1 C7 2.2291(14) . ? Cr1 C11 2.2330(16) . ? Cr1 C12 2.2689(14) . ? N1 C2 1.3438(17) . ? N1 C6 1.3614(17) . ? C2 C3 1.376(2) . ? C3 C4 1.380(2) . ? C4 C5 1.381(2) . ? C5 C6 1.380(2) . ? C6 C7 1.471(2) . ? C7 C8 1.4145(19) . ? C7 C12 1.421(2) . ? C8 C9 1.409(2) . ? C9 C10 1.389(2) . ? C10 C11 1.413(2) . ? C11 C12 1.419(2) . ? C13 O13 1.154(2) . ? C14 O14 1.1517(19) . ? C15 O15 1.1529(18) . ? N21 C22 1.335(2) . ? N21 C26 1.340(2) . ? C22 C23 1.379(3) . ? C23 C24 1.376(3) . ? C24 C25 1.361(3) . ? C25 C26 1.378(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Pd1 N21 92.97(6) . . ? C12 Pd1 N1 81.59(5) . . ? N21 Pd1 N1 174.47(5) . . ? C12 Pd1 Cl1 175.97(4) . . ? N21 Pd1 Cl1 88.90(4) . . ? N1 Pd1 Cl1 96.59(3) . . ? C13 Cr1 C15 86.79(8) . . ? C13 Cr1 C14 88.35(7) . . ? C15 Cr1 C14 90.29(7) . . ? C13 Cr1 C8 88.88(7) . . ? C15 Cr1 C8 130.00(6) . . ? C14 Cr1 C8 139.36(6) . . ? C13 Cr1 C10 132.68(7) . . ? C15 Cr1 C10 140.12(8) . . ? C14 Cr1 C10 86.13(7) . . ? C8 Cr1 C10 66.73(6) . . ? C13 Cr1 C9 100.71(7) . . ? C15 Cr1 C9 163.96(6) . . ? C14 Cr1 C9 103.98(6) . . ? C8 Cr1 C9 37.27(6) . . ? C10 Cr1 C9 36.71(6) . . ? C13 Cr1 C7 106.88(7) . . ? C15 Cr1 C7 97.67(6) . . ? C14 Cr1 C7 163.11(6) . . ? C8 Cr1 C7 37.28(5) . . ? C10 Cr1 C7 78.20(6) . . ? C9 Cr1 C7 66.66(5) . . ? C13 Cr1 C11 167.10(7) . . ? C15 Cr1 C11 104.60(7) . . ? C14 Cr1 C11 97.47(7) . . ? C8 Cr1 C11 79.19(6) . . ? C10 Cr1 C11 37.17(6) . . ? C9 Cr1 C11 66.76(6) . . ? C7 Cr1 C11 66.15(6) . . ? C13 Cr1 C12 141.13(7) . . ? C15 Cr1 C12 86.32(6) . . ? C14 Cr1 C12 129.87(7) . . ? C8 Cr1 C12 67.20(5) . . ? C10 Cr1 C12 66.54(5) . . ? C9 Cr1 C12 78.93(5) . . ? C7 Cr1 C12 36.83(5) . . ? C11 Cr1 C12 36.73(5) . . ? C2 N1 C6 118.90(13) . . ? C2 N1 Pd1 125.10(10) . . ? C6 N1 Pd1 115.99(9) . . ? N1 C2 C3 122.02(14) . . ? C2 C3 C4 119.21(14) . . ? C3 C4 C5 119.25(15) . . ? C6 C5 C4 119.33(14) . . ? N1 C6 C5 121.25(13) . . ? N1 C6 C7 112.93(13) . . ? C5 C6 C7 125.78(13) . . ? C8 C7 C12 121.24(14) . . ? C8 C7 C6 123.04(14) . . ? C12 C7 C6 115.72(12) . . ? C8 C7 Cr1 70.05(8) . . ? C12 C7 Cr1 73.11(8) . . ? C6 C7 Cr1 129.89(9) . . ? C9 C8 C7 119.68(15) . . ? C9 C8 Cr1 72.08(9) . . ? C7 C8 Cr1 72.67(8) . . ? C10 C9 C8 119.38(14) . . ? C10 C9 Cr1 71.01(9) . . ? C8 C9 Cr1 70.64(8) . . ? C9 C10 C11 121.65(15) . . ? C9 C10 Cr1 72.27(9) . . ? C11 C10 Cr1 72.78(9) . . ? C10 C11 C12 119.91(16) . . ? C10 C11 Cr1 70.05(9) . . ? C12 C11 Cr1 73.01(9) . . ? C11 C12 C7 118.06(13) . . ? C11 C12 Pd1 128.14(12) . . ? C7 C12 Pd1 113.68(10) . . ? C11 C12 Cr1 70.26(9) . . ? C7 C12 Cr1 70.07(8) . . ? Pd1 C12 Cr1 127.54(7) . . ? O13 C13 Cr1 176.89(16) . . ? O14 C14 Cr1 177.98(14) . . ? O15 C15 Cr1 177.63(18) . . ? C22 N21 C26 118.67(16) . . ? C22 N21 Pd1 121.51(12) . . ? C26 N21 Pd1 119.82(12) . . ? N21 C22 C23 121.7(2) . . ? C24 C23 C22 119.3(2) . . ? C25 C24 C23 119.1(2) . . ? C24 C25 C26 119.3(2) . . ? N21 C26 C25 122.0(2) . . ? _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 31.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.563 _refine_diff_density_min -0.576 _refine_diff_density_rms 0.069 data_7 _database_code_depnum_ccdc_archive 'CCDC 912628' #TrackingRef 'Dalton 11-12.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H15 Cr N O3' _chemical_formula_sum 'C21 H15 Cr N O3' _chemical_formula_weight 381.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.89230(17) _cell_length_b 14.2567(3) _cell_length_c 13.8089(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.6477(17) _cell_angle_gamma 90.00 _cell_volume 1744.87(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 6808 _cell_measurement_theta_min 2.9540 _cell_measurement_theta_max 31.7224 _exptl_crystal_description shards _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.452 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.676 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.891 _exptl_absorpt_correction_T_max 0.976 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) (compiled May 16 2011,17:55:39) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9825 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17594 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 31.79 _reflns_number_total 5390 _reflns_number_gt 4230 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0455P)^2^+0.4003P] 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 5390 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.0982 _refine_ls_wR_factor_gt 0.0915 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cr Cr 0.37907(3) 0.241822(16) 0.240593(17) 0.02325(8) Uani 1 1 d . . . N1 N 0.62190(15) 0.07953(9) 0.41391(9) 0.0282(3) Uani 1 1 d . . . C2 C 0.69040(19) 0.00371(12) 0.45491(11) 0.0320(3) Uani 1 1 d . . . H2A H 0.6417 -0.0286 0.5038 0.038 Uiso 1 1 calc R . . C3 C 0.82785(19) -0.03001(12) 0.42986(13) 0.0353(4) Uani 1 1 d . . . H3A H 0.8714 -0.0846 0.4600 0.042 Uiso 1 1 calc R . . C4 C 0.90030(18) 0.01756(13) 0.36004(13) 0.0357(4) Uani 1 1 d . . . H4A H 0.9955 -0.0033 0.3419 0.043 Uiso 1 1 calc R . . C5 C 0.83233(17) 0.09628(11) 0.31662(12) 0.0301(3) Uani 1 1 d . . . H5A H 0.8807 0.1303 0.2688 0.036 Uiso 1 1 calc R . . C6 C 0.69191(16) 0.12478(10) 0.34431(10) 0.0243(3) Uani 1 1 d . . . C7 C 0.61499(16) 0.21179(10) 0.30514(11) 0.0236(3) Uani 1 1 d . . . C8 C 0.62165(16) 0.24588(10) 0.20848(11) 0.0239(3) Uani 1 1 d . . . C9 C 0.55239(17) 0.33390(10) 0.18334(11) 0.0286(3) Uani 1 1 d . . . H9A H 0.5579 0.3578 0.1195 0.034 Uiso 1 1 calc R . . C10 C 0.47642(19) 0.38592(11) 0.25043(12) 0.0326(3) Uani 1 1 d . . . H10A H 0.4324 0.4447 0.2324 0.039 Uiso 1 1 calc R . . C11 C 0.46593(18) 0.35024(11) 0.34497(12) 0.0317(3) Uani 1 1 d . . . H11A H 0.4124 0.3843 0.3903 0.038 Uiso 1 1 calc R . . C12 C 0.53415(18) 0.26483(10) 0.37195(11) 0.0279(3) Uani 1 1 d . . . H12A H 0.5267 0.2415 0.4358 0.033 Uiso 1 1 calc R . . C13 C 0.69336(16) 0.19413(10) 0.13000(10) 0.0237(3) Uani 1 1 d . . . C14 C 0.80601(17) 0.23800(11) 0.08110(12) 0.0291(3) Uani 1 1 d . . . H14A H 0.8373 0.2998 0.0989 0.035 Uiso 1 1 calc R . . C15 C 0.87256(17) 0.19175(12) 0.00655(12) 0.0319(3) Uani 1 1 d . . . H15A H 0.9495 0.2223 -0.0254 0.038 Uiso 1 1 calc R . . C16 C 0.82823(18) 0.10148(11) -0.02192(12) 0.0305(3) Uani 1 1 d . . . C17 C 0.71424(17) 0.05867(11) 0.02662(11) 0.0283(3) Uani 1 1 d . . . H17A H 0.6814 -0.0026 0.0079 0.034 Uiso 1 1 calc R . . C18 C 0.64827(16) 0.10388(10) 0.10147(11) 0.0257(3) Uani 1 1 d . . . H18A H 0.5717 0.0731 0.1336 0.031 Uiso 1 1 calc R . . C19 C 0.8961(2) 0.05170(14) -0.10460(14) 0.0446(4) Uani 1 1 d . . . H19A H 0.8453 0.0725 -0.1665 0.067 Uiso 1 1 calc R . . H19B H 0.8831 -0.0162 -0.0977 0.067 Uiso 1 1 calc R . . H19C H 1.0039 0.0665 -0.1032 0.067 Uiso 1 1 calc R . . C20 C 0.31506(17) 0.20806(11) 0.11519(12) 0.0283(3) Uani 1 1 d . . . O20 O 0.27375(14) 0.18811(10) 0.03661(9) 0.0440(3) Uani 1 1 d . . . C21 C 0.1847(2) 0.28191(13) 0.25228(14) 0.0381(4) Uani 1 1 d . . . O21 O 0.06045(16) 0.30385(12) 0.25781(13) 0.0631(5) Uani 1 1 d . . . C22 C 0.31646(17) 0.12630(12) 0.28327(12) 0.0310(3) Uani 1 1 d . . . O22 O 0.27328(15) 0.05469(10) 0.30926(10) 0.0470(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cr 0.02629(13) 0.02462(12) 0.01872(12) -0.00218(8) 0.00118(8) 0.00134(9) N1 0.0325(7) 0.0322(6) 0.0197(6) 0.0034(5) 0.0009(5) -0.0020(5) C2 0.0374(8) 0.0357(8) 0.0221(8) 0.0076(6) -0.0023(6) -0.0033(6) C3 0.0355(9) 0.0356(8) 0.0331(9) 0.0078(7) -0.0082(7) 0.0027(7) C4 0.0256(8) 0.0445(10) 0.0362(9) 0.0055(7) -0.0028(6) 0.0026(7) C5 0.0254(7) 0.0368(8) 0.0275(8) 0.0046(6) -0.0009(6) -0.0043(6) C6 0.0263(7) 0.0275(7) 0.0183(7) 0.0003(5) -0.0028(5) -0.0042(5) C7 0.0257(7) 0.0238(6) 0.0209(7) -0.0012(5) -0.0016(5) -0.0043(5) C8 0.0263(7) 0.0238(6) 0.0212(7) 0.0004(5) 0.0000(5) -0.0058(5) C9 0.0356(8) 0.0249(7) 0.0251(8) 0.0027(6) 0.0001(6) -0.0035(6) C10 0.0438(9) 0.0220(7) 0.0312(9) -0.0025(6) -0.0019(7) 0.0003(6) C11 0.0405(9) 0.0280(7) 0.0259(8) -0.0092(6) -0.0011(6) 0.0010(6) C12 0.0345(8) 0.0287(7) 0.0198(7) -0.0041(5) -0.0016(6) -0.0012(6) C13 0.0242(7) 0.0272(7) 0.0194(7) 0.0034(5) -0.0001(5) -0.0013(5) C14 0.0270(7) 0.0323(8) 0.0277(8) 0.0051(6) 0.0004(6) -0.0062(6) C15 0.0246(7) 0.0432(9) 0.0283(8) 0.0084(7) 0.0058(6) -0.0031(6) C16 0.0313(8) 0.0374(8) 0.0235(8) 0.0066(6) 0.0057(6) 0.0064(6) C17 0.0344(8) 0.0256(7) 0.0256(8) 0.0024(6) 0.0063(6) 0.0019(6) C18 0.0280(7) 0.0260(7) 0.0236(7) 0.0049(5) 0.0050(6) -0.0014(5) C19 0.0521(11) 0.0511(11) 0.0333(10) 0.0029(8) 0.0197(8) 0.0068(9) C20 0.0284(7) 0.0309(7) 0.0260(8) -0.0011(6) 0.0043(6) -0.0006(6) O20 0.0455(7) 0.0601(8) 0.0256(6) -0.0086(6) -0.0019(5) -0.0042(6) C21 0.0373(9) 0.0397(9) 0.0374(10) -0.0137(7) 0.0030(7) 0.0040(7) O21 0.0354(7) 0.0704(11) 0.0835(12) -0.0286(9) 0.0056(7) 0.0126(7) C22 0.0298(8) 0.0380(8) 0.0248(8) 0.0019(6) -0.0014(6) -0.0024(6) O22 0.0475(7) 0.0480(8) 0.0443(8) 0.0146(6) -0.0038(6) -0.0163(6) _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 Cr C21 1.8403(18) . ? Cr C20 1.8425(16) . ? Cr C22 1.8502(17) . ? Cr C11 2.2097(15) . ? Cr C12 2.2123(15) . ? Cr C9 2.2184(15) . ? Cr C10 2.2292(16) . ? Cr C8 2.2379(15) . ? Cr C7 2.2530(14) . ? N1 C2 1.343(2) . ? N1 C6 1.3508(18) . ? C2 C3 1.383(2) . ? C3 C4 1.380(2) . ? C4 C5 1.388(2) . ? C5 C6 1.396(2) . ? C6 C7 1.496(2) . ? C7 C8 1.426(2) . ? C7 C12 1.431(2) . ? C8 C9 1.428(2) . ? C8 C13 1.496(2) . ? C9 C10 1.402(2) . ? C10 C11 1.411(2) . ? C11 C12 1.398(2) . ? C13 C18 1.395(2) . ? C13 C14 1.400(2) . ? C14 C15 1.394(2) . ? C15 C16 1.393(2) . ? C16 C17 1.400(2) . ? C16 C19 1.511(2) . ? C17 C18 1.388(2) . ? C20 O20 1.1527(19) . ? C21 O21 1.156(2) . ? C22 O22 1.158(2) . ? 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 C21 Cr C20 86.72(7) . . ? C21 Cr C22 86.53(8) . . ? C20 Cr C22 89.36(7) . . ? C21 Cr C11 90.39(7) . . ? C20 Cr C11 149.41(7) . . ? C22 Cr C11 120.88(7) . . ? C21 Cr C12 114.18(7) . . ? C20 Cr C12 159.06(6) . . ? C22 Cr C12 93.12(6) . . ? C11 Cr C12 36.85(6) . . ? C21 Cr C9 122.15(7) . . ? C20 Cr C9 89.44(6) . . ? C22 Cr C9 151.16(6) . . ? C11 Cr C9 66.57(6) . . ? C12 Cr C9 78.44(6) . . ? C21 Cr C10 94.09(7) . . ? C20 Cr C10 112.76(7) . . ? C22 Cr C10 157.88(7) . . ? C11 Cr C10 37.07(6) . . ? C12 Cr C10 66.43(6) . . ? C9 Cr C10 36.75(6) . . ? C21 Cr C8 159.52(7) . . ? C20 Cr C8 92.86(6) . . ? C22 Cr C8 113.95(6) . . ? C11 Cr C8 79.61(6) . . ? C12 Cr C8 67.16(6) . . ? C9 Cr C8 37.39(5) . . ? C10 Cr C8 67.20(6) . . ? C21 Cr C7 151.11(7) . . ? C20 Cr C7 121.94(6) . . ? C22 Cr C7 89.97(6) . . ? C11 Cr C7 67.03(6) . . ? C12 Cr C7 37.36(5) . . ? C9 Cr C7 66.54(5) . . ? C10 Cr C7 78.84(6) . . ? C8 Cr C7 37.03(5) . . ? C2 N1 C6 117.71(13) . . ? N1 C2 C3 123.64(15) . . ? C4 C3 C2 118.42(15) . . ? C3 C4 C5 119.18(15) . . ? C4 C5 C6 119.02(15) . . ? N1 C6 C5 122.00(14) . . ? N1 C6 C7 115.44(13) . . ? C5 C6 C7 122.36(13) . . ? C8 C7 C12 118.98(13) . . ? C8 C7 C6 124.63(13) . . ? C12 C7 C6 116.35(13) . . ? C8 C7 Cr 70.91(8) . . ? C12 C7 Cr 69.77(8) . . ? C6 C7 Cr 133.18(10) . . ? C7 C8 C9 118.49(13) . . ? C7 C8 C13 124.23(13) . . ? C9 C8 C13 117.26(13) . . ? C7 C8 Cr 72.06(8) . . ? C9 C8 Cr 70.57(9) . . ? C13 C8 Cr 127.24(10) . . ? C10 C9 C8 121.70(14) . . ? C10 C9 Cr 72.04(9) . . ? C8 C9 Cr 72.05(8) . . ? C9 C10 C11 119.48(14) . . ? C9 C10 Cr 71.20(9) . . ? C11 C10 Cr 70.72(9) . . ? C12 C11 C10 120.06(14) . . ? C12 C11 Cr 71.67(9) . . ? C10 C11 Cr 72.21(9) . . ? C11 C12 C7 121.23(14) . . ? C11 C12 Cr 71.48(9) . . ? C7 C12 Cr 72.86(8) . . ? C18 C13 C14 118.45(14) . . ? C18 C13 C8 122.00(12) . . ? C14 C13 C8 119.52(13) . . ? C15 C14 C13 120.52(14) . . ? C16 C15 C14 121.20(14) . . ? C15 C16 C17 117.83(14) . . ? C15 C16 C19 121.73(15) . . ? C17 C16 C19 120.40(15) . . ? C18 C17 C16 121.36(14) . . ? C17 C18 C13 120.64(13) . . ? O20 C20 Cr 178.99(15) . . ? O21 C21 Cr 177.27(16) . . ? O22 C22 Cr 178.15(15) . . ? _diffrn_measured_fraction_theta_max 0.906 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.372 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.060 data_14 _database_code_depnum_ccdc_archive 'CCDC 912629' #TrackingRef 'Dalton 11-12.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H11 Cr N O3' _chemical_formula_sum 'C15 H11 Cr N O3' _chemical_formula_weight 305.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 7.62537(16) _cell_length_b 12.3834(2) _cell_length_c 27.5890(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2605.17(8) _cell_formula_units_Z 8 _cell_measurement_temperature 173 _cell_measurement_reflns_used 11963 _cell_measurement_theta_min 3.0463 _cell_measurement_theta_max 30.7766 _exptl_crystal_description blocks _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 0.883 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.824 _exptl_absorpt_correction_T_max 0.898 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9825 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23364 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 30.85 _reflns_number_total 3768 _reflns_number_gt 3352 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0300P)^2^+3.6522P] 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 3768 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1089 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.257 _refine_ls_restrained_S_all 1.257 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cr Cr 0.66933(4) 0.78382(3) 0.099298(11) 0.01481(10) Uani 1 1 d . . . C1 C 0.4809(3) 0.91078(16) 0.12228(7) 0.0186(4) Uani 1 1 d . . . C2 C 0.4609(3) 0.89542(15) 0.07163(7) 0.0172(4) Uani 1 1 d . . . C3 C 0.6112(3) 0.90313(16) 0.04155(8) 0.0192(4) Uani 1 1 d . . . H3A H 0.5990 0.8932 0.0076 0.023 Uiso 1 1 calc R . . C4 C 0.7770(3) 0.92509(17) 0.06086(8) 0.0211(4) Uani 1 1 d . . . H4A H 0.8766 0.9276 0.0402 0.025 Uiso 1 1 calc R . . C5 C 0.7963(3) 0.94357(18) 0.11117(8) 0.0219(4) Uani 1 1 d . . . H5A H 0.9077 0.9610 0.1244 0.026 Uiso 1 1 calc R . . C6 C 0.6497(3) 0.93593(17) 0.14099(8) 0.0212(4) Uani 1 1 d . . . H6A H 0.6627 0.9479 0.1748 0.025 Uiso 1 1 calc R . . C7 C 0.3296(3) 0.9025(2) 0.15675(8) 0.0234(5) Uani 1 1 d . . . N8 N 0.2897(3) 0.9944(2) 0.18002(8) 0.0363(5) Uani 1 1 d . . . C9 C 0.1550(4) 0.9889(3) 0.21196(10) 0.0498(9) Uani 1 1 d . . . H9A H 0.1230 1.0528 0.2288 0.060 Uiso 1 1 calc R . . C10 C 0.0619(4) 0.8961(4) 0.22137(10) 0.0531(10) Uani 1 1 d . . . H10A H -0.0317 0.8967 0.2441 0.064 Uiso 1 1 calc R . . C11 C 0.1057(4) 0.8027(3) 0.19754(10) 0.0445(8) Uani 1 1 d . . . H11A H 0.0438 0.7376 0.2036 0.053 Uiso 1 1 calc R . . C12 C 0.2425(3) 0.8056(2) 0.16443(9) 0.0307(5) Uani 1 1 d . . . H12A H 0.2759 0.7423 0.1473 0.037 Uiso 1 1 calc R . . C13 C 0.2851(3) 0.87507(19) 0.04893(8) 0.0235(4) Uani 1 1 d . . . H13A H 0.2203 0.9432 0.0466 0.035 Uiso 1 1 calc R . . H13B H 0.2189 0.8240 0.0690 0.035 Uiso 1 1 calc R . . H13C H 0.3014 0.8447 0.0164 0.035 Uiso 1 1 calc R . . C14 C 0.5378(3) 0.67777(17) 0.07017(8) 0.0222(4) Uani 1 1 d . . . O14 O 0.4508(3) 0.61512(14) 0.05092(8) 0.0369(5) Uani 1 1 d . . . C15 C 0.8724(3) 0.70909(17) 0.08469(8) 0.0211(4) Uani 1 1 d . . . O15 O 0.9986(2) 0.66266(14) 0.07608(7) 0.0311(4) Uani 1 1 d . . . C16 C 0.6663(3) 0.70966(18) 0.15721(8) 0.0231(4) Uani 1 1 d . . . O16 O 0.6670(3) 0.66419(16) 0.19365(6) 0.0381(5) 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 Cr 0.01594(17) 0.01320(15) 0.01530(16) 0.00010(12) 0.00023(12) -0.00057(12) C1 0.0230(10) 0.0150(9) 0.0178(9) -0.0008(7) 0.0007(8) 0.0028(8) C2 0.0209(10) 0.0123(8) 0.0185(9) 0.0018(7) -0.0012(8) 0.0014(7) C3 0.0255(11) 0.0155(9) 0.0166(9) 0.0038(7) 0.0002(8) -0.0013(8) C4 0.0241(11) 0.0175(9) 0.0217(10) 0.0038(8) 0.0029(8) -0.0034(8) C5 0.0229(11) 0.0174(10) 0.0255(10) 0.0001(8) -0.0027(9) -0.0056(8) C6 0.0298(12) 0.0158(9) 0.0178(9) -0.0028(7) -0.0026(8) -0.0003(8) C7 0.0207(11) 0.0333(12) 0.0163(9) -0.0005(8) -0.0012(8) 0.0092(9) N8 0.0394(13) 0.0460(13) 0.0235(10) -0.0084(9) -0.0035(9) 0.0222(11) C9 0.0410(17) 0.086(3) 0.0223(12) -0.0154(14) -0.0052(12) 0.0372(18) C10 0.0225(13) 0.115(3) 0.0220(12) -0.0011(16) 0.0026(10) 0.0165(17) C11 0.0231(13) 0.084(2) 0.0265(13) 0.0115(14) 0.0020(10) -0.0028(14) C12 0.0223(11) 0.0454(15) 0.0243(11) 0.0029(10) 0.0032(10) 0.0017(10) C13 0.0197(11) 0.0273(11) 0.0236(10) 0.0033(9) -0.0022(8) 0.0035(9) C14 0.0210(10) 0.0175(9) 0.0282(11) 0.0008(8) -0.0051(9) 0.0040(8) O14 0.0353(10) 0.0215(8) 0.0539(12) -0.0083(8) -0.0175(9) -0.0026(8) C15 0.0235(10) 0.0183(9) 0.0216(10) 0.0010(8) 0.0019(8) -0.0027(9) O15 0.0234(9) 0.0295(9) 0.0403(10) -0.0008(8) 0.0078(8) 0.0040(7) C16 0.0250(11) 0.0211(10) 0.0233(10) 0.0010(8) 0.0017(9) 0.0003(9) O16 0.0538(13) 0.0364(10) 0.0240(9) 0.0123(8) 0.0027(8) -0.0012(9) _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 Cr C14 1.837(2) . ? Cr C16 1.843(2) . ? Cr C15 1.849(2) . ? Cr C4 2.204(2) . ? Cr C6 2.212(2) . ? Cr C3 2.217(2) . ? Cr C1 2.222(2) . ? Cr C5 2.227(2) . ? Cr C2 2.240(2) . ? C1 C2 1.418(3) . ? C1 C6 1.421(3) . ? C1 C7 1.498(3) . ? C2 C3 1.418(3) . ? C2 C13 1.501(3) . ? C3 C4 1.399(3) . ? C4 C5 1.414(3) . ? C5 C6 1.391(3) . ? C7 N8 1.342(3) . ? C7 C12 1.388(4) . ? N8 C9 1.355(4) . ? C9 C10 1.375(6) . ? C10 C11 1.371(5) . ? C11 C12 1.387(4) . ? C14 O14 1.151(3) . ? C15 O15 1.146(3) . ? C16 O16 1.152(3) . ? 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 C14 Cr C16 90.92(10) . . ? C14 Cr C15 90.23(10) . . ? C16 Cr C15 87.15(10) . . ? C14 Cr C4 124.07(9) . . ? C16 Cr C4 144.81(9) . . ? C15 Cr C4 88.87(9) . . ? C14 Cr C6 143.04(10) . . ? C16 Cr C6 88.43(9) . . ? C15 Cr C6 126.62(9) . . ? C4 Cr C6 66.40(8) . . ? C14 Cr C3 93.04(9) . . ? C16 Cr C3 162.23(9) . . ? C15 Cr C3 110.14(9) . . ? C4 Cr C3 36.88(8) . . ? C6 Cr C3 78.03(8) . . ? C14 Cr C1 106.11(9) . . ? C16 Cr C1 95.57(9) . . ? C15 Cr C1 163.35(9) . . ? C4 Cr C1 79.44(8) . . ? C6 Cr C1 37.39(8) . . ? C3 Cr C1 66.70(8) . . ? C14 Cr C5 159.49(9) . . ? C16 Cr C5 108.71(9) . . ? C15 Cr C5 96.47(9) . . ? C4 Cr C5 37.22(8) . . ? C6 Cr C5 36.53(8) . . ? C3 Cr C5 66.46(8) . . ? C1 Cr C5 67.08(8) . . ? C14 Cr C2 84.53(9) . . ? C16 Cr C2 126.43(9) . . ? C15 Cr C2 145.98(9) . . ? C4 Cr C2 67.09(8) . . ? C6 Cr C2 66.66(8) . . ? C3 Cr C2 37.10(8) . . ? C1 Cr C2 37.06(7) . . ? C5 Cr C2 79.07(8) . . ? C2 C1 C6 119.0(2) . . ? C2 C1 C7 122.2(2) . . ? C6 C1 C7 118.78(19) . . ? C2 C1 Cr 72.15(12) . . ? C6 C1 Cr 70.91(12) . . ? C7 C1 Cr 129.08(15) . . ? C3 C2 C1 118.7(2) . . ? C3 C2 C13 119.28(19) . . ? C1 C2 C13 122.0(2) . . ? C3 C2 Cr 70.58(12) . . ? C1 C2 Cr 70.79(12) . . ? C13 C2 Cr 132.24(14) . . ? C4 C3 C2 121.39(19) . . ? C4 C3 Cr 71.05(12) . . ? C2 C3 Cr 72.33(11) . . ? C3 C4 C5 119.9(2) . . ? C3 C4 Cr 72.07(12) . . ? C5 C4 Cr 72.24(12) . . ? C6 C5 C4 119.1(2) . . ? C6 C5 Cr 71.17(12) . . ? C4 C5 Cr 70.54(12) . . ? C5 C6 C1 121.9(2) . . ? C5 C6 Cr 72.30(13) . . ? C1 C6 Cr 71.70(12) . . ? N8 C7 C12 123.5(2) . . ? N8 C7 C1 114.9(2) . . ? C12 C7 C1 121.6(2) . . ? C7 N8 C9 116.1(3) . . ? N8 C9 C10 123.8(3) . . ? C11 C10 C9 119.2(3) . . ? C10 C11 C12 118.5(3) . . ? C11 C12 C7 118.8(3) . . ? O14 C14 Cr 176.8(2) . . ? O15 C15 Cr 179.4(2) . . ? O16 C16 Cr 178.8(2) . . ? _diffrn_measured_fraction_theta_max 0.923 _diffrn_reflns_theta_full 29.50 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.604 _refine_diff_density_min -0.681 _refine_diff_density_rms 0.074 data_15 _database_code_depnum_ccdc_archive 'CCDC 912630' #TrackingRef 'Dalton 11-12.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H11 Cr N O3' _chemical_formula_sum 'C15 H11 Cr N O3' _chemical_formula_weight 305.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.00453(14) _cell_length_b 8.13150(15) _cell_length_c 24.1140(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1373.47(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173 _cell_measurement_reflns_used 6460 _cell_measurement_theta_min 2.9022 _cell_measurement_theta_max 32.5252 _exptl_crystal_description blocks _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.838 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.770 _exptl_absorpt_correction_T_max 0.918 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET) (compiled Aug 3 2011,13:03:54) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OD Xcalibur 3' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 15.9825 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15008 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0313 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 32.60 _reflns_number_total 4627 _reflns_number_gt 4350 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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. Results of chirality/polarity tests _refine_ls_R_factor_obs+ 0.0295 _refine_ls_wR_factor_obs+ 0.0692 _refine_ls_abs_structure_Flack+ 0.000(14) _refine_ls_R_factor_obs- 0.0416 _refine_ls_wR_factor_obs- 0.1007 _refine_ls_abs_structure_Flack- *** ; _chemical_absolute_configuration ad _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^)+(0.0329P)^2^+0.2143P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881, 1903 Friedel pairs' _refine_ls_abs_structure_Flack -0.005(14) _refine_ls_number_reflns 4627 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0330 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0706 _refine_ls_wR_factor_gt 0.0692 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cr Cr 0.68624(3) 0.26475(2) 0.142952(8) 0.02126(6) Uani 1 1 d . . . C1 C 0.6337(2) 0.48966(16) 0.09229(6) 0.0216(2) Uani 1 1 d . . . C2 C 0.7040(2) 0.53695(15) 0.14477(6) 0.0260(3) Uani 1 1 d . . . H2A H 0.6320 0.6113 0.1668 0.031 Uiso 1 1 calc R . . C3 C 0.8803(3) 0.47554(19) 0.16529(7) 0.0312(3) Uani 1 1 d . . . C4 C 0.9818(2) 0.3619(2) 0.13383(7) 0.0330(3) Uani 1 1 d . . . H4A H 1.0978 0.3176 0.1477 0.040 Uiso 1 1 calc R . . C5 C 0.9133(2) 0.3119(2) 0.08114(6) 0.0289(3) Uani 1 1 d . . . H5A H 0.9837 0.2347 0.0598 0.035 Uiso 1 1 calc R . . C6 C 0.7429(2) 0.37561(17) 0.06065(6) 0.0240(3) Uani 1 1 d . . . H6A H 0.6989 0.3426 0.0251 0.029 Uiso 1 1 calc R . . C7 C 0.4481(2) 0.55271(16) 0.07088(6) 0.0218(3) Uani 1 1 d . . . N8 N 0.3845(2) 0.48175(16) 0.02403(5) 0.0273(3) Uani 1 1 d . . . C9 C 0.2196(2) 0.5364(2) 0.00309(7) 0.0327(3) Uani 1 1 d . . . H9A H 0.1737 0.4865 -0.0299 0.039 Uiso 1 1 calc R . . C10 C 0.1119(3) 0.6605(2) 0.02631(7) 0.0328(3) Uani 1 1 d . . . H10A H -0.0052 0.6941 0.0100 0.039 Uiso 1 1 calc R . . C11 C 0.1791(2) 0.7345(2) 0.07393(7) 0.0356(3) Uani 1 1 d . . . H11A H 0.1090 0.8208 0.0911 0.043 Uiso 1 1 calc R . . C12 C 0.3507(2) 0.68102(19) 0.09647(6) 0.0303(3) Uani 1 1 d . . . H12A H 0.4008 0.7313 0.1289 0.036 Uiso 1 1 calc R . . C13 C 0.9536(4) 0.5335(3) 0.22069(9) 0.0512(5) Uani 1 1 d . . . H13A H 1.0513 0.4571 0.2342 0.077 Uiso 1 1 calc R . . H13B H 0.8479 0.5377 0.2473 0.077 Uiso 1 1 calc R . . H13C H 1.0092 0.6435 0.2167 0.077 Uiso 1 1 calc R . . C14 C 0.5924(3) 0.2628(2) 0.21385(7) 0.0447(4) Uani 1 1 d . . . O14 O 0.5360(3) 0.2656(3) 0.25870(6) 0.0813(6) Uani 1 1 d . . . C15 C 0.7761(2) 0.05394(18) 0.15305(6) 0.0293(3) Uani 1 1 d . . . O15 O 0.8294(2) -0.07911(15) 0.15823(6) 0.0465(3) Uani 1 1 d . . . C16 C 0.4632(2) 0.1718(2) 0.11769(8) 0.0326(3) Uani 1 1 d . . . O16 O 0.3262(2) 0.11045(17) 0.10109(8) 0.0588(4) 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 Cr 0.02635(10) 0.01768(9) 0.01974(9) 0.00080(7) 0.00220(8) 0.00119(8) C1 0.0262(6) 0.0181(6) 0.0204(6) 0.0010(4) -0.0002(5) -0.0024(5) C2 0.0360(7) 0.0178(5) 0.0242(6) -0.0030(5) -0.0041(7) -0.0011(5) C3 0.0369(8) 0.0254(7) 0.0313(7) -0.0016(6) -0.0121(6) -0.0046(6) C4 0.0259(7) 0.0312(8) 0.0419(9) 0.0043(6) -0.0064(6) -0.0018(6) C5 0.0265(7) 0.0292(7) 0.0310(7) 0.0024(6) 0.0068(6) -0.0004(6) C6 0.0281(6) 0.0238(6) 0.0200(6) 0.0012(5) 0.0041(5) 0.0002(5) C7 0.0292(7) 0.0167(5) 0.0196(6) 0.0028(4) 0.0004(5) -0.0002(5) N8 0.0339(7) 0.0240(6) 0.0240(6) -0.0016(5) -0.0057(5) 0.0008(5) C9 0.0378(9) 0.0294(7) 0.0308(7) 0.0034(6) -0.0105(7) -0.0017(6) C10 0.0295(8) 0.0280(7) 0.0409(9) 0.0117(6) -0.0049(7) 0.0007(6) C11 0.0347(7) 0.0297(7) 0.0424(8) 0.0024(6) 0.0055(7) 0.0085(8) C12 0.0357(9) 0.0270(7) 0.0281(7) -0.0046(5) 0.0000(6) 0.0059(6) C13 0.0630(13) 0.0454(11) 0.0451(10) -0.0099(9) -0.0294(10) 0.0016(10) C14 0.0689(12) 0.0346(9) 0.0307(7) 0.0044(7) 0.0141(8) 0.0012(9) O14 0.1298(18) 0.0781(13) 0.0361(7) 0.0081(9) 0.0409(9) 0.0014(14) C15 0.0321(8) 0.0258(6) 0.0300(7) 0.0026(5) -0.0009(6) 0.0018(5) O15 0.0571(8) 0.0272(6) 0.0550(8) 0.0048(5) -0.0046(7) 0.0108(6) C16 0.0274(7) 0.0219(7) 0.0486(9) 0.0014(6) 0.0060(7) 0.0024(6) O16 0.0292(7) 0.0388(7) 0.1086(14) -0.0064(8) -0.0083(8) -0.0046(6) _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 Cr C14 1.8319(16) . ? Cr C16 1.8390(18) . ? Cr C15 1.8422(15) . ? Cr C5 2.2129(15) . ? Cr C6 2.2157(14) . ? Cr C2 2.2173(13) . ? Cr C4 2.2268(16) . ? Cr C1 2.2299(14) . ? Cr C3 2.2531(16) . ? C1 C2 1.4113(19) . ? C1 C6 1.424(2) . ? C1 C7 1.490(2) . ? C2 C3 1.421(2) . ? C3 C4 1.391(2) . ? C3 C13 1.507(2) . ? C4 C5 1.418(2) . ? C5 C6 1.391(2) . ? C7 N8 1.3444(18) . ? C7 C12 1.391(2) . ? N8 C9 1.336(2) . ? C9 C10 1.379(2) . ? C10 C11 1.379(2) . ? C11 C12 1.389(2) . ? C14 O14 1.152(2) . ? C15 O15 1.1513(19) . ? C16 O16 1.154(2) . ? 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 C14 Cr C16 90.04(9) . . ? C14 Cr C15 89.50(8) . . ? C16 Cr C15 87.22(7) . . ? C14 Cr C5 152.63(8) . . ? C16 Cr C5 117.29(7) . . ? C15 Cr C5 90.27(6) . . ? C14 Cr C6 154.67(7) . . ? C16 Cr C6 91.30(7) . . ? C15 Cr C6 115.83(6) . . ? C5 Cr C6 36.62(6) . . ? C14 Cr C2 90.59(7) . . ? C16 Cr C2 117.67(6) . . ? C15 Cr C2 155.10(6) . . ? C5 Cr C2 78.47(6) . . ? C6 Cr C2 66.52(5) . . ? C14 Cr C4 115.41(9) . . ? C16 Cr C4 154.52(7) . . ? C15 Cr C4 91.47(7) . . ? C5 Cr C4 37.25(6) . . ? C6 Cr C4 66.46(6) . . ? C2 Cr C4 66.14(6) . . ? C14 Cr C1 117.33(7) . . ? C16 Cr C1 90.88(6) . . ? C15 Cr C1 153.12(6) . . ? C5 Cr C1 66.89(6) . . ? C6 Cr C1 37.36(5) . . ? C2 Cr C1 37.00(5) . . ? C4 Cr C1 78.95(6) . . ? C14 Cr C3 90.00(8) . . ? C16 Cr C3 154.73(7) . . ? C15 Cr C3 118.04(7) . . ? C5 Cr C3 66.15(6) . . ? C6 Cr C3 78.26(6) . . ? C2 Cr C3 37.06(6) . . ? C4 Cr C3 36.17(6) . . ? C1 Cr C3 66.83(5) . . ? C2 C1 C6 118.06(13) . . ? C2 C1 C7 121.44(13) . . ? C6 C1 C7 120.47(12) . . ? C2 C1 Cr 71.01(8) . . ? C6 C1 Cr 70.78(8) . . ? C7 C1 Cr 128.03(9) . . ? C1 C2 C3 121.32(14) . . ? C1 C2 Cr 71.98(8) . . ? C3 C2 Cr 72.84(8) . . ? C4 C3 C2 119.18(14) . . ? C4 C3 C13 121.16(16) . . ? C2 C3 C13 119.66(16) . . ? C4 C3 Cr 70.89(9) . . ? C2 C3 Cr 70.10(8) . . ? C13 C3 Cr 130.97(14) . . ? C3 C4 C5 120.43(14) . . ? C3 C4 Cr 72.95(9) . . ? C5 C4 Cr 70.85(9) . . ? C6 C5 C4 120.12(14) . . ? C6 C5 Cr 71.80(8) . . ? C4 C5 Cr 71.91(9) . . ? C5 C6 C1 120.85(14) . . ? C5 C6 Cr 71.58(8) . . ? C1 C6 Cr 71.86(8) . . ? N8 C7 C12 122.15(14) . . ? N8 C7 C1 115.64(12) . . ? C12 C7 C1 122.16(13) . . ? C9 N8 C7 117.47(14) . . ? N8 C9 C10 124.24(15) . . ? C11 C10 C9 118.09(15) . . ? C10 C11 C12 118.96(15) . . ? C11 C12 C7 119.07(15) . . ? O14 C14 Cr 178.1(2) . . ? O15 C15 Cr 178.23(15) . . ? O16 C16 Cr 178.18(16) . . ? _diffrn_measured_fraction_theta_max 0.946 _diffrn_reflns_theta_full 31.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.305 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.055 #===END