Electronic Supplementary Material for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Charles H. Winter' _publ_contact_author_email chw@chem.wayne.edu loop_ _publ_author_name 'Oussama M. El-Kadri' 'Mary Jane Heeg' 'Charles H. Winter' data_dacr_(1) _database_code_depnum_ccdc_archive 'CCDC 609746' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H50 Cl Cr N4 O' _chemical_formula_weight 498.13 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' Cr Cr 0.3209 0.6236 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 16.8292(12) _cell_length_b 9.9533(7) _cell_length_c 16.8115(12) _cell_angle_alpha 90.00 _cell_angle_beta 94.959(3) _cell_angle_gamma 90.00 _cell_volume 2805.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 987 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 28.0 _exptl_crystal_description rectangles _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1084 _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7439 _exptl_absorpt_correction_T_max 0.9024 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4/CCD' _diffrn_measurement_method 'SMART CCD' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14487 _diffrn_reflns_av_R_equivalents 0.016 _diffrn_reflns_av_sigmaI/netI 0.0202 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 28.27 _reflns_number_total 6320 _reflns_number_gt 5402 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXL-97 _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^)+(0.0505P)^2^+1.1553P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6320 _refine_ls_number_parameters 294 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0432 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0979 _refine_ls_wR_factor_gt 0.0933 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 Cr1 Cr 0.731299(13) 0.64268(2) 0.372390(13) 0.02320(8) Uani 1 1 d . . . Cl1 Cl 0.68680(3) 0.75364(5) 0.25297(2) 0.04190(12) Uani 1 1 d . . . N1 N 0.78654(8) 0.57662(13) 0.47860(7) 0.0277(3) Uani 1 1 d . . . N2 N 0.83450(7) 0.74606(13) 0.41367(8) 0.0284(3) Uani 1 1 d . . . C1 C 0.71655(19) 0.3726(3) 0.50548(17) 0.0807(9) Uani 1 1 d . . . H1A H 0.6674 0.4234 0.5052 0.097 Uiso 1 1 calc R . . H1B H 0.7143 0.2961 0.5409 0.097 Uiso 1 1 calc R . . H1C H 0.7234 0.3413 0.4518 0.097 Uiso 1 1 calc R . . C2 C 0.7723(2) 0.5014(2) 0.61880(12) 0.0810(10) Uani 1 1 d . . . H2A H 0.8161 0.5576 0.6402 0.097 Uiso 1 1 calc R . . H2B H 0.7696 0.4215 0.6515 0.097 Uiso 1 1 calc R . . H2C H 0.7227 0.5509 0.6188 0.097 Uiso 1 1 calc R . . C3 C 0.86085(18) 0.3768(3) 0.5322(2) 0.0844(9) Uani 1 1 d . . . H3A H 0.8706 0.3582 0.4773 0.101 Uiso 1 1 calc R . . H3B H 0.8542 0.2929 0.5602 0.101 Uiso 1 1 calc R . . H3C H 0.9058 0.4258 0.5581 0.101 Uiso 1 1 calc R . . C4 C 0.78567(11) 0.46081(17) 0.53397(10) 0.0362(4) Uani 1 1 d . . . C5 C 0.84285(9) 0.67128(17) 0.47932(9) 0.0310(3) Uani 1 1 d . . . C6 C 0.90705(13) 0.6916(3) 0.54700(13) 0.0576(6) Uani 1 1 d . . . H6A H 0.8890 0.6559 0.5960 0.069 Uiso 1 1 calc R . . H6B H 0.9181 0.7868 0.5535 0.069 Uiso 1 1 calc R . . H6C H 0.9552 0.6452 0.5349 0.069 Uiso 1 1 calc R . . C7 C 0.88083(10) 0.86852(18) 0.39831(11) 0.0360(4) Uani 1 1 d . . . C8 C 0.85613(12) 0.9139(2) 0.31334(11) 0.0464(5) Uani 1 1 d . . . H8A H 0.8662 0.8422 0.2764 0.056 Uiso 1 1 calc R . . H8B H 0.8867 0.9927 0.3010 0.056 Uiso 1 1 calc R . . H8C H 0.7998 0.9358 0.3084 0.056 Uiso 1 1 calc R . . C9 C 0.86226(14) 0.9834(2) 0.45429(14) 0.0552(5) Uani 1 1 d . . . H9A H 0.8058 1.0045 0.4469 0.066 Uiso 1 1 calc R . . H9B H 0.8931 1.0620 0.4423 0.066 Uiso 1 1 calc R . . H9C H 0.8761 0.9564 0.5092 0.066 Uiso 1 1 calc R . . C10 C 0.97123(12) 0.8436(3) 0.40281(16) 0.0606(6) Uani 1 1 d . . . H10A H 0.9914 0.8299 0.4580 0.073 Uiso 1 1 calc R . . H10B H 0.9974 0.9208 0.3814 0.073 Uiso 1 1 calc R . . H10C H 0.9819 0.7644 0.3718 0.073 Uiso 1 1 calc R . . N3 N 0.64400(8) 0.50106(14) 0.34533(8) 0.0315(3) Uani 1 1 d . . . N4 N 0.76633(9) 0.48052(14) 0.31211(8) 0.0330(3) Uani 1 1 d . . . C11 C 0.52864(15) 0.3534(2) 0.37301(15) 0.0610(6) Uani 1 1 d . . . H11A H 0.5476 0.2808 0.3411 0.073 Uiso 1 1 calc R . . H11B H 0.4708 0.3511 0.3702 0.073 Uiso 1 1 calc R . . H11C H 0.5502 0.3429 0.4281 0.073 Uiso 1 1 calc R . . C12 C 0.51738(13) 0.5136(3) 0.25630(14) 0.0638(6) Uani 1 1 d . . . H12A H 0.5355 0.5992 0.2370 0.077 Uiso 1 1 calc R . . H12B H 0.4598 0.5151 0.2572 0.077 Uiso 1 1 calc R . . H12C H 0.5324 0.4423 0.2212 0.077 Uiso 1 1 calc R . . C13 C 0.52614(12) 0.5973(3) 0.39395(15) 0.0585(6) Uani 1 1 d . . . H13A H 0.5514 0.5871 0.4477 0.070 Uiso 1 1 calc R . . H13B H 0.4688 0.5895 0.3949 0.070 Uiso 1 1 calc R . . H13C H 0.5391 0.6848 0.3733 0.070 Uiso 1 1 calc R . . C14 C 0.55599(11) 0.48844(19) 0.34070(11) 0.0407(4) Uani 1 1 d . . . C15 C 0.69248(11) 0.43103(17) 0.30301(10) 0.0366(4) Uani 1 1 d . . . C16 C 0.66871(16) 0.3081(3) 0.25343(16) 0.0660(7) Uani 1 1 d . . . H16A H 0.6865 0.2278 0.2825 0.079 Uiso 1 1 calc R . . H16B H 0.6933 0.3120 0.2034 0.079 Uiso 1 1 calc R . . H16C H 0.6112 0.3058 0.2427 0.079 Uiso 1 1 calc R . . C17 C 0.83464(12) 0.44064(19) 0.26783(10) 0.0405(4) Uani 1 1 d . . . C18 C 0.90552(12) 0.5245(2) 0.30076(15) 0.0580(6) Uani 1 1 d . . . H18A H 0.8940 0.6189 0.2915 0.070 Uiso 1 1 calc R . . H18B H 0.9522 0.4995 0.2741 0.070 Uiso 1 1 calc R . . H18C H 0.9156 0.5085 0.3576 0.070 Uiso 1 1 calc R . . C19 C 0.81821(16) 0.4719(3) 0.17872(12) 0.0678(7) Uani 1 1 d . . . H19A H 0.7758 0.4142 0.1557 0.081 Uiso 1 1 calc R . . H19B H 0.8662 0.4563 0.1520 0.081 Uiso 1 1 calc R . . H19C H 0.8022 0.5651 0.1720 0.081 Uiso 1 1 calc R . . C20 C 0.85804(16) 0.2936(2) 0.28077(15) 0.0638(6) Uani 1 1 d . . . H20A H 0.8657 0.2751 0.3376 0.077 Uiso 1 1 calc R . . H20B H 0.9073 0.2760 0.2566 0.077 Uiso 1 1 calc R . . H20C H 0.8161 0.2364 0.2564 0.077 Uiso 1 1 calc R . . O1 O 0.67042(7) 0.78953(11) 0.43816(7) 0.0320(2) Uani 1 1 d . . . C21 C 0.66857(11) 0.78837(19) 0.52479(11) 0.0411(4) Uani 1 1 d . . . H21A H 0.7221 0.8031 0.5511 0.049 Uiso 1 1 calc R . . H21B H 0.6484 0.7021 0.5427 0.049 Uiso 1 1 calc R . . C22 C 0.61356(15) 0.9008(2) 0.54363(15) 0.0628(6) Uani 1 1 d . . . H22A H 0.5579 0.8710 0.5396 0.075 Uiso 1 1 calc R . . H22B H 0.6276 0.9368 0.5973 0.075 Uiso 1 1 calc R . . C23 C 0.62699(18) 1.0003(3) 0.48238(18) 0.0762(8) Uani 1 1 d . . . H23A H 0.6743 1.0547 0.4981 0.091 Uiso 1 1 calc R . . H23B H 0.5808 1.0600 0.4730 0.091 Uiso 1 1 calc R . . C24 C 0.63918(12) 0.91742(19) 0.40773(13) 0.0494(5) Uani 1 1 d . . . H24A H 0.5886 0.9048 0.3752 0.059 Uiso 1 1 calc R . . H24B H 0.6772 0.9616 0.3752 0.059 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 Cr1 0.02559(13) 0.02432(13) 0.01908(12) 0.00136(8) -0.00163(9) -0.00135(9) Cl1 0.0468(2) 0.0464(2) 0.0300(2) 0.01339(17) -0.01067(17) -0.00922(19) N1 0.0341(7) 0.0277(6) 0.0208(6) 0.0028(5) -0.0010(5) 0.0051(5) N2 0.0253(6) 0.0318(7) 0.0271(6) 0.0005(5) -0.0024(5) -0.0029(5) C1 0.108(2) 0.0605(15) 0.0678(16) 0.0392(13) -0.0263(15) -0.0361(14) C2 0.168(3) 0.0484(13) 0.0299(10) 0.0081(9) 0.0258(14) 0.0076(15) C3 0.090(2) 0.0630(16) 0.103(2) 0.0408(15) 0.0272(17) 0.0441(14) C4 0.0528(10) 0.0309(8) 0.0244(7) 0.0056(6) 0.0014(7) 0.0087(7) C5 0.0292(8) 0.0362(8) 0.0266(7) -0.0013(6) -0.0042(6) 0.0058(6) C6 0.0541(12) 0.0686(14) 0.0453(11) 0.0109(10) -0.0238(10) -0.0102(11) C7 0.0309(8) 0.0388(9) 0.0376(9) 0.0006(7) -0.0016(7) -0.0098(7) C8 0.0524(11) 0.0425(10) 0.0437(10) 0.0092(8) 0.0008(9) -0.0169(9) C9 0.0675(14) 0.0429(11) 0.0551(12) -0.0111(9) 0.0038(11) -0.0167(10) C10 0.0313(9) 0.0734(15) 0.0760(16) 0.0074(12) -0.0009(10) -0.0136(10) N3 0.0345(7) 0.0327(7) 0.0269(6) -0.0014(5) 0.0005(5) -0.0089(5) N4 0.0412(8) 0.0322(7) 0.0260(6) -0.0045(5) 0.0059(6) 0.0002(6) C11 0.0588(13) 0.0603(14) 0.0641(14) 0.0038(11) 0.0071(11) -0.0287(11) C12 0.0444(11) 0.0953(19) 0.0491(12) 0.0079(12) -0.0102(10) -0.0186(12) C13 0.0320(9) 0.0724(15) 0.0718(15) -0.0171(12) 0.0085(10) -0.0113(9) C14 0.0350(9) 0.0484(10) 0.0380(9) 0.0002(8) -0.0008(7) -0.0164(8) C15 0.0503(10) 0.0331(8) 0.0258(8) -0.0032(6) 0.0005(7) -0.0073(7) C16 0.0738(16) 0.0569(13) 0.0683(15) -0.0325(12) 0.0112(12) -0.0188(12) C17 0.0485(10) 0.0433(10) 0.0306(8) -0.0049(7) 0.0090(8) 0.0087(8) C18 0.0426(11) 0.0649(14) 0.0692(15) -0.0178(11) 0.0207(10) 0.0041(10) C19 0.0705(15) 0.103(2) 0.0326(10) 0.0046(11) 0.0174(10) 0.0210(14) C20 0.0774(16) 0.0497(13) 0.0651(14) -0.0105(11) 0.0110(12) 0.0195(11) O1 0.0330(6) 0.0295(6) 0.0328(6) 0.0022(5) -0.0007(5) 0.0068(4) C21 0.0454(10) 0.0441(10) 0.0336(9) -0.0057(7) 0.0030(8) 0.0111(8) C22 0.0635(14) 0.0608(14) 0.0651(14) -0.0108(12) 0.0112(12) 0.0247(11) C23 0.0876(19) 0.0480(13) 0.098(2) 0.0029(13) 0.0363(16) 0.0253(13) C24 0.0488(11) 0.0376(10) 0.0610(12) 0.0124(9) 0.0004(9) 0.0146(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 Cr1 N4 2.0207(14) . ? Cr1 N1 2.0488(12) . ? Cr1 N3 2.0583(13) . ? Cr1 N2 2.0853(13) . ? Cr1 O1 2.1458(11) . ? Cr1 Cl1 2.3561(5) . ? Cr1 C15 2.4685(16) . ? Cr1 C5 2.5007(15) . ? N1 C5 1.336(2) . ? N1 C4 1.483(2) . ? N2 C5 1.329(2) . ? N2 C7 1.482(2) . ? C1 C4 1.503(3) . ? C2 C4 1.517(3) . ? C3 C4 1.519(3) . ? C5 C6 1.513(2) . ? C7 C8 1.521(3) . ? C7 C9 1.530(3) . ? C7 C10 1.537(3) . ? N3 C15 1.326(2) . ? N3 C14 1.482(2) . ? N4 C15 1.333(2) . ? N4 C17 1.477(2) . ? C11 C14 1.535(3) . ? C12 C14 1.529(3) . ? C13 C14 1.518(3) . ? C15 C16 1.514(3) . ? C17 C18 1.520(3) . ? C17 C20 1.526(3) . ? C17 C19 1.532(3) . ? O1 C24 1.453(2) . ? O1 C21 1.460(2) . ? C21 C22 1.504(3) . ? C22 C23 1.460(4) . ? C23 C24 1.531(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 N4 Cr1 N1 92.90(5) . . ? N4 Cr1 N3 64.90(6) . . ? N1 Cr1 N3 103.55(5) . . ? N4 Cr1 N2 106.88(6) . . ? N1 Cr1 N2 64.29(5) . . ? N3 Cr1 N2 165.81(5) . . ? N4 Cr1 O1 167.30(5) . . ? N1 Cr1 O1 88.31(5) . . ? N3 Cr1 O1 102.53(5) . . ? N2 Cr1 O1 85.03(5) . . ? N4 Cr1 Cl1 91.84(4) . . ? N1 Cr1 Cl1 168.49(4) . . ? N3 Cr1 Cl1 87.96(4) . . ? N2 Cr1 Cl1 104.27(4) . . ? O1 Cr1 Cl1 89.37(3) . . ? N4 Cr1 C15 32.66(6) . . ? N1 Cr1 C15 102.68(5) . . ? N3 Cr1 C15 32.48(6) . . ? N2 Cr1 C15 139.21(6) . . ? O1 Cr1 C15 134.92(6) . . ? Cl1 Cr1 C15 86.89(4) . . ? N4 Cr1 C5 102.59(6) . . ? N1 Cr1 C5 32.24(5) . . ? N3 Cr1 C5 135.56(5) . . ? N2 Cr1 C5 32.08(5) . . ? O1 Cr1 C5 85.08(5) . . ? Cl1 Cr1 C5 136.28(4) . . ? C15 Cr1 C5 126.04(6) . . ? C5 N1 C4 126.03(13) . . ? C5 N1 Cr1 92.85(9) . . ? C4 N1 Cr1 140.21(11) . . ? C5 N2 C7 125.89(13) . . ? C5 N2 Cr1 91.45(10) . . ? C7 N2 Cr1 141.60(10) . . ? N1 C4 C1 107.68(14) . . ? N1 C4 C2 113.17(15) . . ? C1 C4 C2 106.4(2) . . ? N1 C4 C3 111.24(16) . . ? C1 C4 C3 107.2(2) . . ? C2 C4 C3 110.8(2) . . ? N2 C5 N1 111.32(13) . . ? N2 C5 C6 124.54(16) . . ? N1 C5 C6 124.13(16) . . ? N2 C5 Cr1 56.47(8) . . ? N1 C5 Cr1 54.91(7) . . ? C6 C5 Cr1 176.84(14) . . ? N2 C7 C8 107.62(13) . . ? N2 C7 C9 111.65(15) . . ? C8 C7 C9 107.58(17) . . ? N2 C7 C10 113.10(15) . . ? C8 C7 C10 106.44(17) . . ? C9 C7 C10 110.13(17) . . ? C15 N3 C14 125.86(14) . . ? C15 N3 Cr1 91.04(10) . . ? C14 N3 Cr1 139.53(12) . . ? C15 N4 C17 126.97(14) . . ? C15 N4 Cr1 92.47(10) . . ? C17 N4 Cr1 137.82(12) . . ? N3 C14 C13 106.78(14) . . ? N3 C14 C12 112.17(15) . . ? C13 C14 C12 107.14(19) . . ? N3 C14 C11 112.62(17) . . ? C13 C14 C11 106.96(17) . . ? C12 C14 C11 110.80(17) . . ? N3 C15 N4 110.79(14) . . ? N3 C15 C16 125.07(17) . . ? N4 C15 C16 124.11(18) . . ? N3 C15 Cr1 56.48(8) . . ? N4 C15 Cr1 54.87(8) . . ? C16 C15 Cr1 174.82(15) . . ? N4 C17 C18 106.82(14) . . ? N4 C17 C20 112.85(17) . . ? C18 C17 C20 106.84(18) . . ? N4 C17 C19 110.84(16) . . ? C18 C17 C19 108.31(19) . . ? C20 C17 C19 110.91(18) . . ? C24 O1 C21 108.66(14) . . ? C24 O1 Cr1 126.13(11) . . ? C21 O1 Cr1 124.13(9) . . ? O1 C21 C22 105.72(16) . . ? C23 C22 C21 102.76(18) . . ? C22 C23 C24 104.6(2) . . ? O1 C24 C23 104.70(17) . . ? _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.909 _refine_diff_density_max 0.891 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.047 data_crme_(3) _database_code_depnum_ccdc_archive 'CCDC 609747' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H48 Cr N7' _chemical_formula_weight 486.69 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' 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 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 11.4119(11) _cell_length_b 16.3633(16) _cell_length_c 15.2947(15) _cell_angle_alpha 90.00 _cell_angle_beta 96.556(2) _cell_angle_gamma 90.00 _cell_volume 2837.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 909 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 28.5 _exptl_crystal_description rhomboids _exptl_crystal_colour 'dark violet' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.139 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 0.426 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8480 _exptl_absorpt_correction_T_max 0.8828 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4/CCD' _diffrn_measurement_method 'SMART CCD' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7311 _diffrn_reflns_av_R_equivalents 0.0169 _diffrn_reflns_av_sigmaI/netI 0.0177 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 28.30 _reflns_number_total 3231 _reflns_number_gt 2942 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXL-97 _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^)+(0.0593P)^2^+1.0398P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3231 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0347 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.0957 _refine_ls_wR_factor_gt 0.0932 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.003 _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 Cr1 Cr 0.5000 0.266360(15) 0.7500 0.02773(10) Uani 1 2 d S . . N1 N 0.52952(10) 0.38616(6) 0.79193(8) 0.0375(2) Uani 1 1 d . . . N2 N 0.5000 0.51494(11) 0.7500 0.0548(5) Uani 1 2 d S . . C1 C 0.54551(14) 0.46392(9) 0.81380(11) 0.0458(3) Uani 1 1 d . . . C2 C 0.6081(2) 0.49007(13) 0.90039(13) 0.0702(5) Uani 1 1 d . . . H2A H 0.6104 0.4449 0.9416 0.084 Uiso 1 1 calc R . . H2B H 0.5665 0.5357 0.9230 0.084 Uiso 1 1 calc R . . H2C H 0.6879 0.5065 0.8928 0.084 Uiso 1 1 calc R . . N3 N 0.32612(10) 0.25354(7) 0.76809(8) 0.0333(2) Uani 1 1 d . . . N4 N 0.40935(10) 0.18658(6) 0.66858(7) 0.0346(2) Uani 1 1 d . . . C3 C 0.30740(11) 0.20452(8) 0.69892(8) 0.0332(3) Uani 1 1 d . . . C4 C 0.18819(13) 0.17332(10) 0.65979(10) 0.0464(3) Uani 1 1 d . . . H4A H 0.1683 0.1246 0.6911 0.056 Uiso 1 1 calc R . . H4B H 0.1908 0.1603 0.5982 0.056 Uiso 1 1 calc R . . H4C H 0.1290 0.2151 0.6650 0.056 Uiso 1 1 calc R . . C5 C 0.23590(12) 0.29528(10) 0.81397(10) 0.0420(3) Uani 1 1 d . . . C6 C 0.14925(15) 0.23463(12) 0.84919(12) 0.0558(4) Uani 1 1 d . . . H6A H 0.1002 0.2101 0.8002 0.067 Uiso 1 1 calc R . . H6B H 0.0998 0.2634 0.8866 0.067 Uiso 1 1 calc R . . H6C H 0.1932 0.1922 0.8830 0.067 Uiso 1 1 calc R . . C7 C 0.30108(14) 0.33880(12) 0.89348(11) 0.0573(4) Uani 1 1 d . . . H7A H 0.3482 0.2995 0.9297 0.069 Uiso 1 1 calc R . . H7B H 0.2443 0.3639 0.9278 0.069 Uiso 1 1 calc R . . H7C H 0.3521 0.3806 0.8735 0.069 Uiso 1 1 calc R . . C8 C 0.16929(15) 0.35938(11) 0.75468(12) 0.0561(4) Uani 1 1 d . . . H8A H 0.2251 0.3977 0.7344 0.067 Uiso 1 1 calc R . . H8B H 0.1147 0.3885 0.7877 0.067 Uiso 1 1 calc R . . H8C H 0.1259 0.3326 0.7045 0.067 Uiso 1 1 calc R . . C9 C 0.42933(13) 0.12728(8) 0.59919(9) 0.0399(3) Uani 1 1 d . . . C10 C 0.56133(16) 0.11217(13) 0.60573(13) 0.0647(5) Uani 1 1 d . . . H10A H 0.6017 0.1633 0.5979 0.078 Uiso 1 1 calc R . . H10B H 0.5781 0.0739 0.5603 0.078 Uiso 1 1 calc R . . H10C H 0.5884 0.0896 0.6631 0.078 Uiso 1 1 calc R . . C11 C 0.38978(18) 0.16163(13) 0.50796(10) 0.0600(4) Uani 1 1 d . . . H11A H 0.3049 0.1693 0.5012 0.072 Uiso 1 1 calc R . . H11B H 0.4110 0.1237 0.4636 0.072 Uiso 1 1 calc R . . H11C H 0.4283 0.2137 0.5010 0.072 Uiso 1 1 calc R . . C12 C 0.3697(2) 0.04521(10) 0.61210(13) 0.0676(5) Uani 1 1 d . . . H12A H 0.3860 0.0285 0.6731 0.081 Uiso 1 1 calc R . . H12B H 0.4001 0.0044 0.5745 0.081 Uiso 1 1 calc R . . H12C H 0.2852 0.0506 0.5968 0.081 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 Cr1 0.03011(15) 0.02575(15) 0.02828(16) 0.000 0.00740(10) 0.000 N1 0.0417(6) 0.0313(5) 0.0396(6) -0.0016(4) 0.0053(5) -0.0006(4) N2 0.0637(12) 0.0302(8) 0.0708(13) 0.000 0.0095(10) 0.000 C1 0.0479(8) 0.0347(7) 0.0553(9) -0.0080(6) 0.0084(6) -0.0039(6) C2 0.0827(13) 0.0590(11) 0.0668(11) -0.0211(9) -0.0008(10) -0.0122(10) N3 0.0314(5) 0.0361(5) 0.0337(6) -0.0030(4) 0.0095(4) -0.0007(4) N4 0.0382(5) 0.0319(5) 0.0347(5) -0.0064(4) 0.0088(4) -0.0020(4) C3 0.0355(6) 0.0315(6) 0.0330(6) 0.0029(5) 0.0062(5) -0.0038(5) C4 0.0404(7) 0.0535(9) 0.0454(8) -0.0056(6) 0.0055(6) -0.0122(6) C5 0.0358(6) 0.0511(8) 0.0414(7) -0.0072(6) 0.0136(5) 0.0021(6) C6 0.0431(8) 0.0762(12) 0.0520(10) -0.0012(8) 0.0225(7) -0.0048(7) C7 0.0487(8) 0.0751(11) 0.0507(9) -0.0240(8) 0.0168(7) 0.0033(8) C8 0.0505(8) 0.0552(9) 0.0645(10) -0.0051(8) 0.0144(7) 0.0151(7) C9 0.0527(8) 0.0353(6) 0.0328(6) -0.0070(5) 0.0090(5) -0.0010(6) C10 0.0605(10) 0.0751(12) 0.0591(10) -0.0333(9) 0.0092(8) 0.0164(9) C11 0.0771(12) 0.0692(11) 0.0349(8) -0.0004(7) 0.0118(7) 0.0044(9) C12 0.1071(16) 0.0343(8) 0.0654(11) -0.0121(7) 0.0274(10) -0.0094(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 Cr1 N4 2.0077(11) . ? Cr1 N4 2.0077(11) 2_656 ? Cr1 N3 2.0453(11) . ? Cr1 N3 2.0453(11) 2_656 ? Cr1 N1 2.0781(11) 2_656 ? Cr1 N1 2.0781(11) . ? N1 C1 1.3229(18) . ? N1 N1 1.379(2) 2_656 ? N2 C1 1.343(2) 2_656 ? N2 C1 1.3428(19) . ? C1 C2 1.494(2) . ? N3 C3 1.3254(17) . ? N3 C5 1.4778(17) . ? N4 C3 1.3337(16) . ? N4 C9 1.4748(16) . ? C3 C4 1.5111(18) . ? C5 C7 1.527(2) . ? C5 C8 1.531(2) . ? C5 C6 1.541(2) . ? C9 C10 1.518(2) . ? C9 C11 1.524(2) . ? C9 C12 1.528(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 N4 Cr1 N4 98.88(7) . 2_656 ? N4 Cr1 N3 65.05(4) . . ? N4 Cr1 N3 106.77(4) 2_656 . ? N4 Cr1 N3 106.77(4) . 2_656 ? N4 Cr1 N3 65.05(4) 2_656 2_656 ? N3 Cr1 N3 168.23(6) . 2_656 ? N4 Cr1 N1 111.60(4) . 2_656 ? N4 Cr1 N1 149.17(5) 2_656 2_656 ? N3 Cr1 N1 90.74(4) . 2_656 ? N3 Cr1 N1 100.40(4) 2_656 2_656 ? N4 Cr1 N1 149.17(5) . . ? N4 Cr1 N1 111.60(4) 2_656 . ? N3 Cr1 N1 100.40(4) . . ? N3 Cr1 N1 90.74(4) 2_656 . ? N1 Cr1 N1 38.76(6) 2_656 . ? C1 N1 N1 105.89(9) . 2_656 ? C1 N1 Cr1 176.49(11) . . ? N1 N1 Cr1 70.62(3) 2_656 . ? C1 N2 C1 103.12(17) 2_656 . ? N1 C1 N2 112.55(13) . . ? N1 C1 C2 122.53(15) . . ? N2 C1 C2 124.91(15) . . ? C3 N3 C5 126.95(11) . . ? C3 N3 Cr1 91.41(8) . . ? C5 N3 Cr1 139.12(9) . . ? C3 N4 C9 127.44(11) . . ? C3 N4 Cr1 92.82(8) . . ? C9 N4 Cr1 139.74(9) . . ? N3 C3 N4 110.09(11) . . ? N3 C3 C4 125.20(12) . . ? N4 C3 C4 124.72(12) . . ? N3 C3 Cr1 56.07(7) . . ? N4 C3 Cr1 54.46(6) . . ? C4 C3 Cr1 173.86(10) . . ? N3 C5 C7 106.93(11) . . ? N3 C5 C8 111.17(12) . . ? C7 C5 C8 108.42(14) . . ? N3 C5 C6 112.21(13) . . ? C7 C5 C6 107.20(13) . . ? C8 C5 C6 110.69(13) . . ? N4 C9 C10 107.06(11) . . ? N4 C9 C11 111.24(12) . . ? C10 C9 C11 107.96(14) . . ? N4 C9 C12 112.18(12) . . ? C10 C9 C12 107.52(15) . . ? C11 C9 C12 110.65(14) . . ? _diffrn_measured_fraction_theta_max 0.913 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.913 _refine_diff_density_max 0.322 _refine_diff_density_min -0.190 _refine_diff_density_rms 0.046 data_crou_(5) _database_code_depnum_ccdc_archive 'CCDC 609748' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H49 Cr N6' _chemical_formula_weight 485.70 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' 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.4967(8) _cell_length_b 16.5226(12) _cell_length_c 15.3293(10) _cell_angle_alpha 90.00 _cell_angle_beta 95.526(2) _cell_angle_gamma 90.00 _cell_volume 2898.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 912 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 28.0 _exptl_crystal_description rod _exptl_crystal_colour 'dark violet' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.113 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 0.416 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8189 _exptl_absorpt_correction_T_max 0.9214 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4/CCD' _diffrn_measurement_method 'SMART CCD' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15125 _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 28.30 _reflns_number_total 6616 _reflns_number_gt 5163 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXL-97 _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^)+(0.0474P)^2^+0.9463P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6616 _refine_ls_number_parameters 305 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0991 _refine_ls_wR_factor_gt 0.0917 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.007 _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 Cr1 Cr 0.036436(19) 0.239501(13) 0.272013(15) 0.02398(8) Uani 1 1 d . . . N1 N 0.20964(10) 0.24557(7) 0.25104(8) 0.0278(3) Uani 1 1 d . . . N2 N 0.13335(11) 0.31524(8) 0.35206(8) 0.0298(3) Uani 1 1 d . . . C1 C 0.23265(13) 0.29157(9) 0.32148(10) 0.0282(3) Uani 1 1 d . . . C2 C 0.35348(14) 0.31364(11) 0.36238(12) 0.0401(4) Uani 1 1 d . . . H2A H 0.4069 0.2694 0.3545 0.048 Uiso 1 1 calc R . . H2B H 0.3508 0.3238 0.4245 0.048 Uiso 1 1 calc R . . H2C H 0.3803 0.3619 0.3344 0.048 Uiso 1 1 calc R . . C3 C 0.29430(14) 0.20053(10) 0.20280(11) 0.0347(4) Uani 1 1 d . . . C4 C 0.39052(16) 0.25541(12) 0.17226(13) 0.0465(4) Uani 1 1 d . . . H4A H 0.3553 0.3034 0.1446 0.056 Uiso 1 1 calc R . . H4B H 0.4332 0.2263 0.1305 0.056 Uiso 1 1 calc R . . H4C H 0.4437 0.2711 0.2224 0.056 Uiso 1 1 calc R . . C5 C 0.22523(17) 0.16651(12) 0.12055(12) 0.0461(4) Uani 1 1 d . . . H5A H 0.1641 0.1310 0.1375 0.055 Uiso 1 1 calc R . . H5B H 0.2774 0.1363 0.0866 0.055 Uiso 1 1 calc R . . H5C H 0.1905 0.2107 0.0855 0.055 Uiso 1 1 calc R . . C6 C 0.34817(17) 0.12944(11) 0.25705(13) 0.0492(5) Uani 1 1 d . . . H6A H 0.3925 0.1500 0.3094 0.059 Uiso 1 1 calc R . . H6B H 0.3996 0.0992 0.2225 0.059 Uiso 1 1 calc R . . H6C H 0.2865 0.0942 0.2735 0.059 Uiso 1 1 calc R . . C7 C 0.11917(15) 0.37155(10) 0.42464(11) 0.0359(4) Uani 1 1 d . . . C8 C 0.1478(2) 0.33002(14) 0.51333(12) 0.0568(5) Uani 1 1 d . . . H8A H 0.1028 0.2805 0.5151 0.068 Uiso 1 1 calc R . . H8B H 0.1283 0.3659 0.5598 0.068 Uiso 1 1 calc R . . H8C H 0.2305 0.3173 0.5213 0.068 Uiso 1 1 calc R . . C9 C 0.1919(2) 0.44913(11) 0.41955(14) 0.0534(5) Uani 1 1 d . . . H9A H 0.2738 0.4368 0.4348 0.064 Uiso 1 1 calc R . . H9B H 0.1664 0.4889 0.4602 0.064 Uiso 1 1 calc R . . H9C H 0.1814 0.4706 0.3604 0.064 Uiso 1 1 calc R . . C10 C -0.00907(18) 0.39630(14) 0.41662(16) 0.0645(6) Uani 1 1 d . . . H10A H -0.0281 0.4241 0.3614 0.077 Uiso 1 1 calc R . . H10B H -0.0231 0.4321 0.4646 0.077 Uiso 1 1 calc R . . H10C H -0.0576 0.3484 0.4187 0.077 Uiso 1 1 calc R . . N3 N -0.13640(11) 0.25781(7) 0.29040(8) 0.0293(3) Uani 1 1 d . . . N4 N -0.04789(11) 0.32142(7) 0.19072(8) 0.0286(3) Uani 1 1 d . . . C11 C -0.15091(13) 0.30515(9) 0.22033(10) 0.0283(3) Uani 1 1 d . . . C12 C -0.26712(14) 0.33668(11) 0.17915(12) 0.0403(4) Uani 1 1 d . . . H12A H -0.3274 0.2966 0.1855 0.048 Uiso 1 1 calc R . . H12B H -0.2618 0.3473 0.1174 0.048 Uiso 1 1 calc R . . H12C H -0.2866 0.3864 0.2082 0.048 Uiso 1 1 calc R . . C13 C -0.22949(14) 0.21927(11) 0.33626(11) 0.0382(4) Uani 1 1 d . . . C14 C -0.31433(16) 0.28180(13) 0.36868(13) 0.0488(5) Uani 1 1 d . . . H14A H -0.2703 0.3239 0.4013 0.059 Uiso 1 1 calc R . . H14B H -0.3658 0.2554 0.4064 0.059 Uiso 1 1 calc R . . H14C H -0.3604 0.3056 0.3188 0.059 Uiso 1 1 calc R . . C15 C -0.29598(18) 0.15501(12) 0.27899(15) 0.0551(5) Uani 1 1 d . . . H15A H -0.3364 0.1807 0.2278 0.066 Uiso 1 1 calc R . . H15B H -0.3523 0.1283 0.3124 0.066 Uiso 1 1 calc R . . H15C H -0.2412 0.1153 0.2605 0.066 Uiso 1 1 calc R . . C16 C -0.16940(18) 0.17731(15) 0.41749(14) 0.0602(6) Uani 1 1 d . . . H16A H -0.1192 0.1345 0.3995 0.072 Uiso 1 1 calc R . . H16B H -0.2281 0.1544 0.4517 0.072 Uiso 1 1 calc R . . H16C H -0.1229 0.2164 0.4528 0.072 Uiso 1 1 calc R . . C17 C -0.02430(14) 0.37850(9) 0.12056(10) 0.0326(3) Uani 1 1 d . . . C18 C -0.08458(18) 0.46093(10) 0.12902(14) 0.0489(5) Uani 1 1 d . . . H18A H -0.1678 0.4553 0.1126 0.059 Uiso 1 1 calc R . . H18B H -0.0521 0.4999 0.0907 0.059 Uiso 1 1 calc R . . H18C H -0.0718 0.4796 0.1892 0.059 Uiso 1 1 calc R . . C19 C 0.10701(15) 0.39440(11) 0.12945(13) 0.0457(4) Uani 1 1 d . . . H19A H 0.1300 0.4188 0.1860 0.055 Uiso 1 1 calc R . . H19B H 0.1261 0.4308 0.0833 0.055 Uiso 1 1 calc R . . H19C H 0.1484 0.3437 0.1247 0.055 Uiso 1 1 calc R . . C20 C -0.05839(18) 0.34101(12) 0.03042(11) 0.0478(4) Uani 1 1 d . . . H20A H -0.0172 0.2902 0.0257 0.057 Uiso 1 1 calc R . . H20B H -0.0376 0.3778 -0.0149 0.057 Uiso 1 1 calc R . . H20C H -0.1420 0.3313 0.0233 0.057 Uiso 1 1 calc R . . N5 N 0.05800(11) 0.12480(8) 0.31865(9) 0.0325(3) Uani 1 1 d . . . N6 N 0.00338(12) 0.12070(8) 0.23559(9) 0.0341(3) Uani 1 1 d . . . C21 C 0.07241(15) 0.04953(10) 0.35048(12) 0.0388(4) Uani 1 1 d . . . C22 C 0.02523(17) -0.00397(11) 0.28731(14) 0.0500(5) Uani 1 1 d . . . H22 H 0.0224 -0.0607 0.2918 0.060 Uiso 1 1 calc R . . C23 C -0.01727(16) 0.04286(10) 0.21579(13) 0.0436(4) Uani 1 1 d . . . C24 C 0.13236(18) 0.03526(13) 0.44017(14) 0.0563(5) Uani 1 1 d . . . H24A H 0.2153 0.0460 0.4399 0.068 Uiso 1 1 calc R . . H24B H 0.1209 -0.0205 0.4571 0.068 Uiso 1 1 calc R . . H24C H 0.0998 0.0711 0.4816 0.068 Uiso 1 1 calc R . . C25 C -0.0764(2) 0.01901(14) 0.12824(16) 0.0695(7) Uani 1 1 d . . . H25A H -0.1591 0.0110 0.1329 0.083 Uiso 1 1 calc R . . H25B H -0.0424 -0.0309 0.1091 0.083 Uiso 1 1 calc R . . H25C H -0.0659 0.0615 0.0860 0.083 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 Cr1 0.02322(12) 0.02278(12) 0.02612(13) 0.00016(9) 0.00321(9) 0.00062(9) N1 0.0242(6) 0.0295(6) 0.0303(7) -0.0014(5) 0.0059(5) 0.0023(5) N2 0.0274(6) 0.0307(6) 0.0316(7) -0.0061(5) 0.0039(5) -0.0008(5) C1 0.0277(7) 0.0263(7) 0.0304(8) 0.0030(6) 0.0026(6) -0.0010(6) C2 0.0296(8) 0.0500(10) 0.0403(10) -0.0023(8) 0.0018(7) -0.0060(7) C3 0.0310(8) 0.0375(8) 0.0368(9) -0.0023(7) 0.0100(7) 0.0073(7) C4 0.0359(9) 0.0593(12) 0.0469(11) -0.0011(9) 0.0179(8) 0.0013(8) C5 0.0459(10) 0.0517(11) 0.0423(10) -0.0144(8) 0.0121(8) 0.0068(8) C6 0.0485(11) 0.0451(10) 0.0552(12) 0.0017(9) 0.0117(9) 0.0184(8) C7 0.0389(9) 0.0344(8) 0.0348(9) -0.0099(7) 0.0057(7) -0.0014(7) C8 0.0710(14) 0.0674(14) 0.0337(10) -0.0005(9) 0.0144(10) -0.0060(11) C9 0.0709(14) 0.0326(9) 0.0576(12) -0.0121(8) 0.0117(10) -0.0067(9) C10 0.0494(12) 0.0721(14) 0.0719(15) -0.0428(12) 0.0055(10) 0.0129(10) N3 0.0244(6) 0.0325(7) 0.0316(7) 0.0038(5) 0.0056(5) -0.0007(5) N4 0.0284(6) 0.0272(6) 0.0306(7) 0.0058(5) 0.0051(5) 0.0021(5) C11 0.0266(7) 0.0268(7) 0.0313(8) -0.0013(6) 0.0017(6) 0.0013(6) C12 0.0305(8) 0.0479(10) 0.0420(10) 0.0093(8) 0.0017(7) 0.0064(7) C13 0.0299(8) 0.0465(10) 0.0397(9) 0.0098(7) 0.0110(7) -0.0019(7) C14 0.0328(9) 0.0699(13) 0.0459(11) 0.0015(9) 0.0151(8) 0.0033(9) C15 0.0467(11) 0.0493(11) 0.0714(14) 0.0029(10) 0.0170(10) -0.0153(9) C16 0.0445(11) 0.0840(16) 0.0549(12) 0.0356(11) 0.0195(9) 0.0068(10) C17 0.0369(8) 0.0279(8) 0.0334(8) 0.0068(6) 0.0047(7) -0.0005(6) C18 0.0591(12) 0.0288(8) 0.0595(12) 0.0112(8) 0.0095(10) 0.0047(8) C19 0.0415(10) 0.0462(10) 0.0502(11) 0.0178(8) 0.0090(8) -0.0065(8) C20 0.0593(12) 0.0523(11) 0.0328(9) 0.0031(8) 0.0085(9) -0.0052(9) N5 0.0331(7) 0.0282(6) 0.0357(7) 0.0041(5) 0.0009(6) 0.0005(5) N6 0.0366(7) 0.0279(7) 0.0369(8) -0.0014(5) -0.0010(6) 0.0002(5) C21 0.0338(8) 0.0328(8) 0.0502(10) 0.0117(7) 0.0057(8) 0.0035(7) C22 0.0510(11) 0.0240(8) 0.0745(14) 0.0050(8) 0.0046(10) 0.0006(7) C23 0.0422(10) 0.0301(8) 0.0577(12) -0.0080(8) 0.0009(8) -0.0020(7) C24 0.0514(12) 0.0590(12) 0.0578(13) 0.0242(10) 0.0016(10) 0.0090(10) C25 0.0796(16) 0.0499(12) 0.0745(15) -0.0203(11) -0.0150(13) -0.0048(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cr1 N2 2.0124(12) . ? Cr1 N4 2.0229(12) . ? Cr1 N5 2.0322(13) . ? Cr1 N1 2.0499(12) . ? Cr1 N3 2.0560(13) . ? Cr1 N6 2.0660(13) . ? Cr1 C1 2.4646(15) . ? Cr1 C11 2.4728(15) . ? N1 C1 1.3261(19) . ? N1 C3 1.4786(19) . ? N2 C1 1.3337(19) . ? N2 C7 1.4714(19) . ? C1 C2 1.513(2) . ? C3 C5 1.531(2) . ? C3 C6 1.535(2) . ? C3 C4 1.538(2) . ? C7 C10 1.524(3) . ? C7 C8 1.530(3) . ? C7 C9 1.537(2) . ? N3 C11 1.3262(19) . ? N3 C13 1.4799(19) . ? N4 C11 1.3358(19) . ? N4 C17 1.4752(19) . ? C11 C12 1.514(2) . ? C13 C16 1.531(2) . ? C13 C15 1.534(3) . ? C13 C14 1.536(3) . ? C17 C19 1.525(2) . ? C17 C20 1.530(2) . ? C17 C18 1.539(2) . ? N5 C21 1.341(2) . ? N5 N6 1.3660(19) . ? N6 C23 1.337(2) . ? C21 C22 1.383(3) . ? C21 C24 1.496(3) . ? C22 C23 1.391(3) . ? C23 C25 1.497(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 N2 Cr1 N4 99.44(5) . . ? N2 Cr1 N5 108.89(5) . . ? N4 Cr1 N5 151.12(5) . . ? N2 Cr1 N1 64.91(5) . . ? N4 Cr1 N1 106.61(5) . . ? N5 Cr1 N1 90.77(5) . . ? N2 Cr1 N3 108.10(5) . . ? N4 Cr1 N3 64.77(5) . . ? N5 Cr1 N3 100.12(5) . . ? N1 Cr1 N3 168.69(5) . . ? N2 Cr1 N6 146.33(5) . . ? N4 Cr1 N6 113.85(5) . . ? N5 Cr1 N6 38.93(5) . . ? N1 Cr1 N6 99.22(5) . . ? N3 Cr1 N6 91.25(5) . . ? N2 Cr1 C1 32.72(5) . . ? N4 Cr1 C1 109.04(5) . . ? N5 Cr1 C1 98.06(5) . . ? N1 Cr1 C1 32.54(5) . . ? N3 Cr1 C1 140.76(5) . . ? N6 Cr1 C1 123.63(5) . . ? N2 Cr1 C11 109.67(5) . . ? N4 Cr1 C11 32.66(5) . . ? N5 Cr1 C11 126.50(5) . . ? N1 Cr1 C11 139.25(5) . . ? N3 Cr1 C11 32.42(5) . . ? N6 Cr1 C11 101.44(5) . . ? C1 Cr1 C11 133.52(5) . . ? C1 N1 C3 127.33(13) . . ? C1 N1 Cr1 91.20(9) . . ? C3 N1 Cr1 138.58(10) . . ? C1 N2 C7 127.74(13) . . ? C1 N2 Cr1 92.62(9) . . ? C7 N2 Cr1 139.38(10) . . ? N1 C1 N2 110.11(13) . . ? N1 C1 C2 125.37(14) . . ? N2 C1 C2 124.52(14) . . ? N1 C1 Cr1 56.26(7) . . ? N2 C1 Cr1 54.65(7) . . ? C2 C1 Cr1 171.30(11) . . ? N1 C3 C5 106.41(13) . . ? N1 C3 C6 111.41(13) . . ? C5 C3 C6 108.39(15) . . ? N1 C3 C4 112.51(13) . . ? C5 C3 C4 107.27(15) . . ? C6 C3 C4 110.59(15) . . ? N2 C7 C10 106.59(13) . . ? N2 C7 C8 110.99(14) . . ? C10 C7 C8 108.42(17) . . ? N2 C7 C9 112.87(14) . . ? C10 C7 C9 107.41(16) . . ? C8 C7 C9 110.33(15) . . ? C11 N3 C13 126.74(13) . . ? C11 N3 Cr1 91.35(9) . . ? C13 N3 Cr1 138.99(10) . . ? C11 N4 C17 127.42(13) . . ? C11 N4 Cr1 92.53(9) . . ? C17 N4 Cr1 140.00(10) . . ? N3 C11 N4 110.33(13) . . ? N3 C11 C12 125.29(14) . . ? N4 C11 C12 124.39(14) . . ? N3 C11 Cr1 56.22(7) . . ? N4 C11 Cr1 54.81(7) . . ? C12 C11 Cr1 172.26(12) . . ? N3 C13 C16 106.91(14) . . ? N3 C13 C15 111.67(14) . . ? C16 C13 C15 108.24(17) . . ? N3 C13 C14 112.04(14) . . ? C16 C13 C14 107.00(16) . . ? C15 C13 C14 110.72(15) . . ? N4 C17 C19 107.14(13) . . ? N4 C17 C20 110.51(13) . . ? C19 C17 C20 108.40(15) . . ? N4 C17 C18 112.85(14) . . ? C19 C17 C18 106.85(14) . . ? C20 C17 C18 110.86(15) . . ? C21 N5 N6 108.83(13) . . ? C21 N5 Cr1 179.25(13) . . ? N6 N5 Cr1 71.88(8) . . ? C23 N6 N5 108.36(13) . . ? C23 N6 Cr1 177.44(13) . . ? N5 N6 Cr1 69.20(7) . . ? N5 C21 C22 108.16(15) . . ? N5 C21 C24 120.70(17) . . ? C22 C21 C24 131.13(17) . . ? C21 C22 C23 106.30(15) . . ? N6 C23 C22 108.34(16) . . ? N6 C23 C25 120.78(17) . . ? C22 C23 C25 130.88(18) . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 0.298 _refine_diff_density_min -0.268 _refine_diff_density_rms 0.042 data_jous_(7) _database_code_depnum_ccdc_archive 'CCDC 609749' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H55 Cr F3 N9' _chemical_formula_weight 662.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P21/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 9.8463(3) _cell_length_b 18.5033(5) _cell_length_c 19.5426(5) _cell_angle_alpha 90.00 _cell_angle_beta 92.6700(10) _cell_angle_gamma 90.00 _cell_volume 3556.58(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3033 _cell_measurement_theta_min 2.4 _cell_measurement_theta_max 20.0 _exptl_crystal_description rod _exptl_crystal_colour red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1420 _exptl_absorpt_coefficient_mu 0.371 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9430 _exptl_absorpt_correction_T_max 0.9853 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II X8 Kappa' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43297 _diffrn_reflns_av_R_equivalents 0.105 _diffrn_reflns_av_sigmaI/netI 0.1191 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 28.33 _reflns_number_total 8812 _reflns_number_gt 4897 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker APEX2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL-Plus _computing_publication_material SHELXL-97 _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^)+(0.0590P)^2^+0.4177P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8812 _refine_ls_number_parameters 414 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1406 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1496 _refine_ls_wR_factor_gt 0.1269 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.026 _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 Cr1 Cr 0.63521(5) 0.26061(2) 0.58655(2) 0.01474(13) Uani 1 1 d . . . N1 N 0.8276(3) 0.17193(14) 0.68434(13) 0.0280(7) Uani 1 1 d . . . N2 N 0.7414(2) 0.22748(12) 0.67705(12) 0.0179(5) Uani 1 1 d . . . N3 N 0.7328(3) 0.26179(15) 0.73614(13) 0.0322(7) Uani 1 1 d . . . N4 N 0.8137(3) 0.22885(16) 0.78352(13) 0.0326(7) Uani 1 1 d . . . C1 C 0.8693(3) 0.17526(16) 0.74931(15) 0.0216(7) Uani 1 1 d . . . C2 C 0.9691(4) 0.12374(19) 0.78195(17) 0.0325(8) Uani 1 1 d . . . F1 F 0.9109(2) 0.06238(12) 0.80056(12) 0.0590(7) Uani 1 1 d . . . F2 F 1.06632(18) 0.10532(10) 0.73973(10) 0.0350(5) Uani 1 1 d . . . F3 F 1.0316(3) 0.15167(13) 0.83777(11) 0.0712(8) Uani 1 1 d . . . N5 N 0.4908(2) 0.30584(13) 0.64468(12) 0.0189(6) Uani 1 1 d . . . C3 C 0.4230(3) 0.24428(16) 0.64963(15) 0.0208(7) Uani 1 1 d . . . N6 N 0.4830(2) 0.19192(13) 0.61342(13) 0.0227(6) Uani 1 1 d . . . C4 C 0.4591(3) 0.37493(16) 0.67938(15) 0.0205(7) Uani 1 1 d . . . C5 C 0.4702(3) 0.36868(18) 0.75742(15) 0.0294(8) Uani 1 1 d . . . H5A H 0.3981 0.3369 0.7729 0.035 Uiso 1 1 calc R . . H5B H 0.4605 0.4167 0.7778 0.035 Uiso 1 1 calc R . . H5C H 0.5590 0.3484 0.7716 0.035 Uiso 1 1 calc R . . C6 C 0.3215(3) 0.40656(19) 0.65590(17) 0.0354(9) Uani 1 1 d . . . H6A H 0.3147 0.4085 0.6057 0.042 Uiso 1 1 calc R . . H6B H 0.3130 0.4555 0.6745 0.042 Uiso 1 1 calc R . . H6C H 0.2486 0.3760 0.6724 0.042 Uiso 1 1 calc R . . C7 C 0.5683(3) 0.42826(17) 0.65848(17) 0.0322(8) Uani 1 1 d . . . H7A H 0.6582 0.4097 0.6731 0.039 Uiso 1 1 calc R . . H7B H 0.5534 0.4751 0.6803 0.039 Uiso 1 1 calc R . . H7C H 0.5632 0.4341 0.6086 0.039 Uiso 1 1 calc R . . C8 C 0.2919(3) 0.23547(18) 0.68620(18) 0.0335(8) Uani 1 1 d . . . H8A H 0.2843 0.2742 0.7200 0.040 Uiso 1 1 calc R . . H8B H 0.2919 0.1886 0.7095 0.040 Uiso 1 1 calc R . . H8C H 0.2146 0.2379 0.6528 0.040 Uiso 1 1 calc R . . C9 C 0.4546(3) 0.11331(17) 0.62074(17) 0.0286(8) Uani 1 1 d . . . C10 C 0.4716(4) 0.08863(19) 0.69577(19) 0.0487(11) Uani 1 1 d . . . H10A H 0.5612 0.1035 0.7147 0.058 Uiso 1 1 calc R . . H10B H 0.4639 0.0359 0.6980 0.058 Uiso 1 1 calc R . . H10C H 0.4007 0.1108 0.7224 0.058 Uiso 1 1 calc R . . C11 C 0.5589(4) 0.07170(18) 0.5815(2) 0.0422(10) Uani 1 1 d . . . H11A H 0.5502 0.0847 0.5329 0.051 Uiso 1 1 calc R . . H11B H 0.5434 0.0197 0.5867 0.051 Uiso 1 1 calc R . . H11C H 0.6505 0.0838 0.5997 0.051 Uiso 1 1 calc R . . C12 C 0.3134(4) 0.0926(2) 0.5900(2) 0.0484(11) Uani 1 1 d . . . H12A H 0.2431 0.1165 0.6158 0.058 Uiso 1 1 calc R . . H12B H 0.3017 0.0401 0.5925 0.058 Uiso 1 1 calc R . . H12C H 0.3052 0.1080 0.5420 0.058 Uiso 1 1 calc R . . N7 N 0.5626(2) 0.31082(13) 0.49840(12) 0.0206(6) Uani 1 1 d . . . C13 C 0.6727(3) 0.35407(16) 0.49697(15) 0.0213(7) Uani 1 1 d . . . N8 N 0.7548(2) 0.34341(13) 0.55265(12) 0.0199(6) Uani 1 1 d . . . C14 C 0.4410(3) 0.31702(17) 0.45121(15) 0.0230(7) Uani 1 1 d . . . C15 C 0.3357(3) 0.26328(18) 0.47702(19) 0.0368(9) Uani 1 1 d . . . H15A H 0.3736 0.2143 0.4768 0.044 Uiso 1 1 calc R . . H15B H 0.2533 0.2651 0.4470 0.044 Uiso 1 1 calc R . . H15C H 0.3132 0.2762 0.5238 0.044 Uiso 1 1 calc R . . C16 C 0.4676(4) 0.2970(2) 0.37624(17) 0.0455(10) Uani 1 1 d . . . H16A H 0.5335 0.3308 0.3581 0.055 Uiso 1 1 calc R . . H16B H 0.3822 0.2997 0.3485 0.055 Uiso 1 1 calc R . . H16C H 0.5038 0.2477 0.3746 0.055 Uiso 1 1 calc R . . C17 C 0.3753(3) 0.39144(18) 0.45329(18) 0.0349(9) Uani 1 1 d . . . H17A H 0.3642 0.4056 0.5010 0.042 Uiso 1 1 calc R . . H17B H 0.2861 0.3899 0.4289 0.042 Uiso 1 1 calc R . . H17C H 0.4333 0.4267 0.4312 0.042 Uiso 1 1 calc R . . C18 C 0.7010(4) 0.4043(2) 0.43897(18) 0.0409(9) Uani 1 1 d . . . H18A H 0.7878 0.4290 0.4487 0.049 Uiso 1 1 calc R . . H18B H 0.6279 0.4401 0.4339 0.049 Uiso 1 1 calc R . . H18C H 0.7057 0.3765 0.3964 0.049 Uiso 1 1 calc R . . C19 C 0.8894(3) 0.37784(17) 0.56571(16) 0.0241(7) Uani 1 1 d . . . C20 C 0.9447(3) 0.3493(2) 0.63468(17) 0.0359(9) Uani 1 1 d . . . H20A H 0.8774 0.3574 0.6693 0.043 Uiso 1 1 calc R . . H20B H 1.0290 0.3748 0.6481 0.043 Uiso 1 1 calc R . . H20C H 0.9631 0.2975 0.6310 0.043 Uiso 1 1 calc R . . C21 C 0.8801(3) 0.46063(17) 0.57234(18) 0.0343(9) Uani 1 1 d . . . H21A H 0.8462 0.4813 0.5286 0.041 Uiso 1 1 calc R . . H21B H 0.9704 0.4803 0.5844 0.041 Uiso 1 1 calc R . . H21C H 0.8177 0.4729 0.6082 0.041 Uiso 1 1 calc R . . C22 C 0.9915(3) 0.35735(19) 0.51164(18) 0.0355(9) Uani 1 1 d . . . H22A H 0.9920 0.3048 0.5057 0.043 Uiso 1 1 calc R . . H22B H 1.0826 0.3737 0.5269 0.043 Uiso 1 1 calc R . . H22C H 0.9649 0.3805 0.4680 0.043 Uiso 1 1 calc R . . N9 N 0.7529(2) 0.19285(12) 0.52225(12) 0.0179(5) Uani 1 1 d . . . C23 C 0.8851(3) 0.17621(16) 0.53331(15) 0.0240(7) Uani 1 1 d . . . H23 H 0.9287 0.1890 0.5760 0.029 Uiso 1 1 calc R . . C24 C 0.9602(3) 0.14124(17) 0.48531(16) 0.0261(7) Uani 1 1 d . . . H24 H 1.0532 0.1307 0.4961 0.031 Uiso 1 1 calc R . . C25 C 0.9041(3) 0.12125(16) 0.42230(15) 0.0239(7) Uani 1 1 d . . . C26 C 0.7656(3) 0.13665(17) 0.41198(16) 0.0298(8) Uani 1 1 d . . . H26 H 0.7190 0.1231 0.3703 0.036 Uiso 1 1 calc R . . C27 C 0.6966(3) 0.17134(16) 0.46203(16) 0.0265(8) Uani 1 1 d . . . H27 H 0.6025 0.1807 0.4532 0.032 Uiso 1 1 calc R . . C28 C 0.9876(3) 0.08476(17) 0.36818(16) 0.0295(8) Uani 1 1 d . . . C29 C 1.0514(4) 0.01548(18) 0.39855(18) 0.0375(9) Uani 1 1 d . . . H29A H 1.1016 -0.0095 0.3634 0.045 Uiso 1 1 calc R . . H29B H 0.9796 -0.0162 0.4144 0.045 Uiso 1 1 calc R . . H29C H 1.1138 0.0279 0.4373 0.045 Uiso 1 1 calc R . . C30 C 0.8987(4) 0.06432(19) 0.30442(16) 0.0375(9) Uani 1 1 d . . . H30A H 0.8529 0.1076 0.2859 0.045 Uiso 1 1 calc R . . H30B H 0.8305 0.0287 0.3170 0.045 Uiso 1 1 calc R . . H30C H 0.9560 0.0436 0.2697 0.045 Uiso 1 1 calc R . . C31 C 1.0948(4) 0.1379(2) 0.3458(2) 0.0506(11) Uani 1 1 d . . . H31A H 1.0507 0.1831 0.3309 0.061 Uiso 1 1 calc R . . H31B H 1.1434 0.1171 0.3079 0.061 Uiso 1 1 calc R . . H31C H 1.1593 0.1477 0.3844 0.061 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 Cr1 0.0167(2) 0.0126(2) 0.0150(2) 0.0010(2) 0.00285(17) 0.0020(2) N1 0.0372(17) 0.0289(16) 0.0181(14) 0.0025(12) 0.0020(12) 0.0149(13) N2 0.0195(13) 0.0156(14) 0.0188(13) -0.0008(10) 0.0035(10) 0.0050(11) N3 0.0345(16) 0.0396(17) 0.0220(14) -0.0073(13) -0.0044(12) 0.0145(14) N4 0.0364(17) 0.0414(18) 0.0194(14) -0.0050(13) -0.0043(12) 0.0175(14) C1 0.0240(17) 0.0235(18) 0.0170(16) 0.0033(13) 0.0003(13) 0.0076(14) C2 0.040(2) 0.034(2) 0.0232(18) 0.0061(16) 0.0029(16) 0.0119(17) F1 0.0640(16) 0.0456(14) 0.0704(16) 0.0398(12) 0.0346(13) 0.0244(12) F2 0.0293(11) 0.0357(12) 0.0403(12) 0.0065(9) 0.0062(9) 0.0151(9) F3 0.0909(19) 0.0779(18) 0.0410(14) -0.0177(13) -0.0385(13) 0.0536(15) N5 0.0178(13) 0.0195(14) 0.0192(13) 0.0007(11) 0.0006(11) 0.0022(11) C3 0.0200(15) 0.0219(17) 0.0206(15) 0.0051(13) 0.0016(12) -0.0025(14) N6 0.0227(14) 0.0157(13) 0.0297(15) 0.0018(11) 0.0005(12) -0.0011(11) C4 0.0191(16) 0.0204(17) 0.0222(17) -0.0024(13) 0.0043(13) 0.0022(13) C5 0.038(2) 0.0267(19) 0.0238(18) -0.0047(14) 0.0090(15) 0.0036(16) C6 0.036(2) 0.032(2) 0.039(2) -0.0013(17) 0.0050(17) 0.0150(17) C7 0.042(2) 0.0202(18) 0.036(2) -0.0064(15) 0.0142(16) -0.0018(16) C8 0.0319(19) 0.0285(19) 0.041(2) -0.0005(17) 0.0136(16) -0.0073(16) C9 0.035(2) 0.0154(17) 0.036(2) 0.0034(14) 0.0071(16) -0.0053(15) C10 0.076(3) 0.026(2) 0.046(2) 0.0118(18) 0.014(2) -0.001(2) C11 0.046(2) 0.0178(18) 0.065(3) -0.0040(18) 0.022(2) -0.0031(17) C12 0.046(2) 0.025(2) 0.074(3) 0.003(2) 0.004(2) -0.0142(18) N7 0.0218(14) 0.0220(14) 0.0179(13) -0.0012(11) 0.0003(11) 0.0024(11) C13 0.0258(17) 0.0190(16) 0.0199(16) -0.0006(13) 0.0106(14) 0.0029(14) N8 0.0155(13) 0.0183(14) 0.0264(14) 0.0004(11) 0.0042(11) -0.0009(11) C14 0.0236(17) 0.0246(18) 0.0204(16) 0.0024(13) -0.0014(13) 0.0073(14) C15 0.0308(19) 0.032(2) 0.046(2) 0.0061(18) -0.0169(17) -0.0011(17) C16 0.049(2) 0.062(3) 0.025(2) -0.0105(19) -0.0075(18) 0.017(2) C17 0.032(2) 0.034(2) 0.038(2) 0.0041(17) -0.0070(16) 0.0075(16) C18 0.043(2) 0.044(2) 0.036(2) 0.0152(18) 0.0005(18) -0.0070(19) C19 0.0165(16) 0.0271(18) 0.0294(18) 0.0004(14) 0.0078(14) -0.0064(14) C20 0.0236(19) 0.046(2) 0.038(2) -0.0046(18) 0.0001(16) -0.0047(17) C21 0.031(2) 0.027(2) 0.046(2) -0.0083(17) 0.0092(17) -0.0084(16) C22 0.0285(19) 0.032(2) 0.047(2) 0.0001(17) 0.0149(17) -0.0010(16) N9 0.0239(14) 0.0151(13) 0.0146(13) 0.0006(10) 0.0012(11) 0.0039(11) C23 0.0262(18) 0.0285(18) 0.0173(16) -0.0015(14) 0.0005(13) 0.0069(15) C24 0.0210(17) 0.0267(18) 0.0307(19) 0.0034(15) 0.0031(14) 0.0081(14) C25 0.040(2) 0.0143(16) 0.0180(16) 0.0061(13) 0.0096(14) 0.0044(14) C26 0.041(2) 0.0281(19) 0.0198(17) -0.0049(14) -0.0041(15) 0.0121(16) C27 0.0281(18) 0.0249(18) 0.0260(18) -0.0049(14) -0.0030(14) 0.0086(15) C28 0.043(2) 0.0207(17) 0.0262(18) 0.0021(14) 0.0131(16) 0.0081(16) C29 0.043(2) 0.032(2) 0.038(2) -0.0069(17) 0.0063(17) 0.0149(17) C30 0.054(2) 0.033(2) 0.0260(19) 0.0000(16) 0.0087(17) 0.0104(18) C31 0.054(3) 0.048(3) 0.053(3) -0.017(2) 0.034(2) -0.013(2) _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 Cr1 N5 2.040(2) . ? Cr1 N6 2.052(2) . ? Cr1 N7 2.056(2) . ? Cr1 N8 2.060(2) . ? Cr1 N2 2.104(2) . ? Cr1 N9 2.152(2) . ? Cr1 C3 2.493(3) . ? Cr1 C13 2.500(3) . ? N1 C1 1.318(4) . ? N1 N2 1.336(3) . ? N2 N3 1.324(3) . ? N3 N4 1.339(4) . ? N4 C1 1.328(4) . ? C1 C2 1.491(4) . ? C2 F1 1.330(4) . ? C2 F3 1.331(4) . ? C2 F2 1.336(4) . ? N5 C3 1.326(4) . ? N5 C4 1.487(4) . ? C3 N6 1.352(4) . ? C3 C8 1.513(4) . ? N6 C9 1.489(4) . ? C4 C6 1.526(4) . ? C4 C5 1.528(4) . ? C4 C7 1.529(4) . ? C9 C11 1.519(4) . ? C9 C10 1.537(5) . ? C9 C12 1.538(4) . ? N7 C13 1.349(4) . ? N7 C14 1.481(4) . ? C13 N8 1.339(4) . ? C13 C18 1.502(4) . ? N8 C19 1.482(4) . ? C14 C17 1.523(4) . ? C14 C15 1.538(4) . ? C14 C16 1.545(4) . ? C19 C20 1.524(4) . ? C19 C22 1.539(4) . ? C19 C21 1.540(4) . ? N9 C27 1.338(4) . ? N9 C23 1.345(4) . ? C23 C24 1.383(4) . ? C24 C25 1.377(4) . ? C25 C26 1.399(4) . ? C25 C28 1.527(4) . ? C26 C27 1.375(4) . ? C28 C31 1.521(5) . ? C28 C29 1.535(4) . ? C28 C30 1.536(5) . ? 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 N5 Cr1 N6 64.86(10) . . ? N5 Cr1 N7 93.26(9) . . ? N6 Cr1 N7 105.34(10) . . ? N5 Cr1 N8 107.31(10) . . ? N6 Cr1 N8 167.95(10) . . ? N7 Cr1 N8 64.94(10) . . ? N5 Cr1 N2 89.05(9) . . ? N6 Cr1 N2 86.83(10) . . ? N7 Cr1 N2 167.43(10) . . ? N8 Cr1 N2 102.59(10) . . ? N5 Cr1 N9 166.51(10) . . ? N6 Cr1 N9 102.02(10) . . ? N7 Cr1 N9 87.13(9) . . ? N8 Cr1 N9 85.07(9) . . ? N2 Cr1 N9 93.50(9) . . ? N5 Cr1 C3 32.07(9) . . ? N6 Cr1 C3 32.81(9) . . ? N7 Cr1 C3 101.66(10) . . ? N8 Cr1 C3 138.91(10) . . ? N2 Cr1 C3 86.79(9) . . ? N9 Cr1 C3 134.81(10) . . ? N5 Cr1 C13 103.63(10) . . ? N6 Cr1 C13 137.82(10) . . ? N7 Cr1 C13 32.64(9) . . ? N8 Cr1 C13 32.36(9) . . ? N2 Cr1 C13 134.94(10) . . ? N9 Cr1 C13 83.86(9) . . ? C3 Cr1 C13 125.77(10) . . ? C1 N1 N2 103.6(2) . . ? N3 N2 N1 110.0(2) . . ? N3 N2 Cr1 122.99(19) . . ? N1 N2 Cr1 127.01(18) . . ? N2 N3 N4 109.0(2) . . ? C1 N4 N3 103.7(2) . . ? N1 C1 N4 113.7(3) . . ? N1 C1 C2 123.5(3) . . ? N4 C1 C2 122.7(3) . . ? F1 C2 F3 107.2(3) . . ? F1 C2 F2 106.3(3) . . ? F3 C2 F2 106.7(3) . . ? F1 C2 C1 112.3(3) . . ? F3 C2 C1 111.9(3) . . ? F2 C2 C1 112.1(3) . . ? C3 N5 C4 126.0(2) . . ? C3 N5 Cr1 93.13(18) . . ? C4 N5 Cr1 140.63(19) . . ? N5 C3 N6 110.1(3) . . ? N5 C3 C8 124.8(3) . . ? N6 C3 C8 125.0(3) . . ? N5 C3 Cr1 54.80(15) . . ? N6 C3 Cr1 55.34(15) . . ? C8 C3 Cr1 178.3(2) . . ? C3 N6 C9 124.1(3) . . ? C3 N6 Cr1 91.85(18) . . ? C9 N6 Cr1 140.5(2) . . ? N5 C4 C6 113.3(2) . . ? N5 C4 C5 112.5(2) . . ? C6 C4 C5 110.5(3) . . ? N5 C4 C7 105.5(2) . . ? C6 C4 C7 107.3(3) . . ? C5 C4 C7 107.3(3) . . ? N6 C9 C11 108.2(3) . . ? N6 C9 C10 111.7(3) . . ? C11 C9 C10 106.5(3) . . ? N6 C9 C12 112.1(3) . . ? C11 C9 C12 107.3(3) . . ? C10 C9 C12 110.8(3) . . ? C13 N7 C14 124.6(3) . . ? C13 N7 Cr1 92.10(18) . . ? C14 N7 Cr1 142.8(2) . . ? N8 C13 N7 110.5(3) . . ? N8 C13 C18 125.3(3) . . ? N7 C13 C18 124.1(3) . . ? N8 C13 Cr1 55.43(15) . . ? N7 C13 Cr1 55.26(14) . . ? C18 C13 Cr1 174.3(2) . . ? C13 N8 C19 125.3(3) . . ? C13 N8 Cr1 92.21(18) . . ? C19 N8 Cr1 141.64(19) . . ? N7 C14 C17 112.7(3) . . ? N7 C14 C15 106.4(2) . . ? C17 C14 C15 106.4(3) . . ? N7 C14 C16 113.8(3) . . ? C17 C14 C16 109.5(3) . . ? C15 C14 C16 107.6(3) . . ? N8 C19 C20 106.4(2) . . ? N8 C19 C22 112.5(3) . . ? C20 C19 C22 107.7(3) . . ? N8 C19 C21 112.7(3) . . ? C20 C19 C21 106.9(3) . . ? C22 C19 C21 110.3(3) . . ? C27 N9 C23 115.6(3) . . ? C27 N9 Cr1 118.3(2) . . ? C23 N9 Cr1 125.7(2) . . ? N9 C23 C24 122.9(3) . . ? C25 C24 C23 121.8(3) . . ? C24 C25 C26 115.0(3) . . ? C24 C25 C28 122.1(3) . . ? C26 C25 C28 122.9(3) . . ? C27 C26 C25 120.2(3) . . ? N9 C27 C26 124.5(3) . . ? C31 C28 C25 108.4(3) . . ? C31 C28 C29 111.9(3) . . ? C25 C28 C29 109.0(3) . . ? C31 C28 C30 107.6(3) . . ? C25 C28 C30 111.5(3) . . ? C29 C28 C30 108.4(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.468 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.082