# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Braga, Dario' 'Caneschi, Andrea' 'Eckert, Matthieu' 'Fraccastoro, Matteo' 'Grepioni, Fabrizia' 'Maini, Lucia' 'Sessoli, Roberta' _publ_contact_author_name 'Prof Dario Braga' _publ_contact_author_address ; G. Ciamician via selmi 2 Bologna 40126 ITALY ; _publ_contact_author_email 'DBRAGA@CIAM.UNIBO.IT' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; The Hydrogen Oxalate Anion Allows One-dimensional Columnar Aggregation of Organometallic Sandwich Cations. ; data_mf003 _database_code_CSD 188483 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H32 Co O6' _chemical_formula_weight 463.42 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' 'Co' 'Co' 0.3494 0.9721 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.007(2) _cell_length_b 9.976(3) _cell_length_c 12.993(4) _cell_angle_alpha 103.41(3) _cell_angle_beta 95.47(3) _cell_angle_gamma 99.95(2) _cell_volume 1107.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.390 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 490 _exptl_absorpt_coefficient_mu 0.811 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4073 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0349 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 24.97 _reflns_number_total 3885 _reflns_number_gt 2893 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0925P)^2^+0.6337P] 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 3885 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0747 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1442 _refine_ls_wR_factor_gt 0.1286 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 Co1 Co 0.43619(5) 0.25132(5) 0.74909(4) 0.03106(18) Uani 1 1 d . . . C1 C 0.4763(2) 0.22969(18) 0.59345(14) 0.0479(9) Uani 1 1 d G . . C2 C 0.31774(18) 0.19462(19) 0.59757(14) 0.0460(9) Uani 1 1 d G . . C3 C 0.29182(17) 0.08066(18) 0.64623(15) 0.0474(9) Uani 1 1 d G . . C4 C 0.4344(2) 0.04531(16) 0.67218(15) 0.0470(9) Uani 1 1 d G . . C5 C 0.54844(17) 0.13742(19) 0.63956(15) 0.0460(9) Uani 1 1 d G . . C6 C 0.5546(3) 0.3449(3) 0.5480(2) 0.0763(15) Uani 1 1 d G . . H6A H 0.6620 0.3467 0.5549 0.115 Uiso 1 1 calc R . . H6B H 0.5367 0.4339 0.5864 0.115 Uiso 1 1 calc R . . H6C H 0.5147 0.3272 0.4739 0.115 Uiso 1 1 calc R . . C7 C 0.1978(2) 0.2659(3) 0.5573(2) 0.0720(14) Uani 1 1 d G . . H7A H 0.2450 0.3398 0.5280 0.108 Uiso 1 1 calc R . . H7B H 0.1470 0.3050 0.6154 0.108 Uiso 1 1 calc R . . H7C H 0.1250 0.1984 0.5029 0.108 Uiso 1 1 calc R . . C8 C 0.1395(2) 0.0096(3) 0.6668(3) 0.0764(15) Uani 1 1 d G . . H8A H 0.1531 -0.0643 0.7005 0.115 Uiso 1 1 calc R . . H8B H 0.0731 -0.0294 0.6002 0.115 Uiso 1 1 calc R . . H8C H 0.0952 0.0772 0.7127 0.115 Uiso 1 1 calc R . . C9 C 0.4602(3) -0.0699(2) 0.7251(2) 0.0731(14) Uani 1 1 d G . . H9A H 0.5668 -0.0720 0.7338 0.110 Uiso 1 1 calc R . . H9B H 0.4041 -0.1589 0.6814 0.110 Uiso 1 1 calc R . . H9C H 0.4262 -0.0522 0.7939 0.110 Uiso 1 1 calc R . . C10 C 0.71675(18) 0.1373(3) 0.6518(2) 0.0682(13) Uani 1 1 d G . . H10A H 0.7690 0.2099 0.6233 0.102 Uiso 1 1 calc R . . H10B H 0.7331 0.0476 0.6136 0.102 Uiso 1 1 calc R . . H10C H 0.7552 0.1542 0.7261 0.102 Uiso 1 1 calc R . . C11 C 0.4382(2) 0.45706(17) 0.82462(14) 0.0449(9) Uani 1 1 d G . . C12 C 0.32364(17) 0.36562(19) 0.85737(14) 0.0433(9) Uani 1 1 d G . . C13 C 0.39515(19) 0.27379(18) 0.90443(14) 0.0429(9) Uani 1 1 d G . . C14 C 0.55391(18) 0.30847(18) 0.90076(14) 0.0430(9) Uani 1 1 d G . . C15 C 0.58052(17) 0.42174(18) 0.85144(15) 0.0435(9) Uani 1 1 d G . . C16 C 0.4131(3) 0.5717(2) 0.7708(2) 0.0725(14) Uani 1 1 d G . . H16A H 0.5090 0.6181 0.7570 0.109 Uiso 1 1 calc R . . H16B H 0.3680 0.6387 0.8165 0.109 Uiso 1 1 calc R . . H16C H 0.3464 0.5311 0.7045 0.109 Uiso 1 1 calc R . . C17 C 0.15538(18) 0.3660(3) 0.8444(2) 0.0729(14) Uani 1 1 d G . . H17A H 0.1028 0.2939 0.8731 0.109 Uiso 1 1 calc R . . H17B H 0.1174 0.3484 0.7700 0.109 Uiso 1 1 calc R . . H17C H 0.1390 0.4559 0.8820 0.109 Uiso 1 1 calc R . . C18 C 0.3162(3) 0.1594(3) 0.9503(2) 0.0782(15) Uani 1 1 d G . . H18A H 0.2088 0.1576 0.9429 0.117 Uiso 1 1 calc R . . H18B H 0.3556 0.1777 1.0246 0.117 Uiso 1 1 calc R . . H18C H 0.3341 0.0701 0.9125 0.117 Uiso 1 1 calc R . . C19 C 0.6734(2) 0.2374(3) 0.9420(2) 0.0713(14) Uani 1 1 d G . . H19A H 0.7718 0.2806 0.9299 0.107 Uiso 1 1 calc R . . H19B H 0.6515 0.1394 0.9052 0.107 Uiso 1 1 calc R . . H19C H 0.6730 0.2470 1.0172 0.107 Uiso 1 1 calc R . . C20 C 0.7333(2) 0.4922(3) 0.8311(2) 0.0740(14) Uani 1 1 d G . . H20A H 0.7201 0.5657 0.7968 0.111 Uiso 1 1 calc R . . H20B H 0.7777 0.4241 0.7857 0.111 Uiso 1 1 calc R . . H20C H 0.7992 0.5317 0.8978 0.111 Uiso 1 1 calc R . . C21 C 0.1169(4) 0.1519(4) 1.1993(3) 0.0432(9) Uani 1 1 d . . . C22 C -0.0097(4) 0.2012(4) 1.1381(3) 0.0397(8) Uani 1 1 d . . . O1 O 0.1509(4) 0.0331(3) 1.1496(2) 0.0586(8) Uani 1 1 d . . . O2 O 0.1827(4) 0.2173(4) 1.2861(2) 0.0674(9) Uani 1 1 d . . . O3 O -0.0476(4) 0.1363(3) 1.0439(2) 0.0720(10) Uani 1 1 d . . . O4 O -0.0576(4) 0.3030(3) 1.1869(2) 0.0643(9) Uani 1 1 d . . . O6 O -0.0386(4) 0.5246(4) 0.6296(3) 0.0699(9) Uani 1 1 d . . . O5 O 0.1242(4) 0.6571(4) 0.5601(3) 0.0842(11) Uani 1 1 d . . . C23 C 0.0279(4) 0.5544(4) 0.5537(3) 0.0465(9) Uani 1 1 d . . . H100 H 0.0933 0.0056 1.0744 0.050 Uiso 1 1 d . . . H600 H -0.0050 0.6210 0.6946 0.050 Uiso 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 Co1 0.0342(3) 0.0288(3) 0.0301(3) 0.00733(18) 0.00242(17) 0.00740(17) C1 0.060(2) 0.053(2) 0.0325(19) 0.0094(17) 0.0101(17) 0.016(2) C2 0.054(2) 0.047(2) 0.0323(19) 0.0012(16) -0.0053(17) 0.0172(18) C3 0.047(2) 0.039(2) 0.046(2) -0.0013(17) -0.0036(17) 0.0028(17) C4 0.060(2) 0.0334(19) 0.044(2) 0.0012(17) -0.0017(18) 0.0151(18) C5 0.048(2) 0.049(2) 0.039(2) 0.0021(17) 0.0048(17) 0.0192(18) C6 0.102(4) 0.083(4) 0.058(3) 0.034(3) 0.034(3) 0.021(3) C7 0.078(3) 0.088(4) 0.051(3) 0.014(2) -0.018(2) 0.037(3) C8 0.049(3) 0.065(3) 0.093(4) 0.000(3) 0.002(3) -0.016(2) C9 0.105(4) 0.039(2) 0.076(3) 0.014(2) 0.000(3) 0.024(2) C10 0.056(3) 0.088(4) 0.065(3) 0.009(3) 0.020(2) 0.032(3) C11 0.061(2) 0.0337(19) 0.039(2) 0.0050(16) 0.0048(18) 0.0142(17) C12 0.041(2) 0.048(2) 0.0369(19) -0.0005(17) 0.0056(16) 0.0150(17) C13 0.056(2) 0.039(2) 0.0322(18) 0.0075(15) 0.0109(16) 0.0080(17) C14 0.048(2) 0.046(2) 0.0328(19) 0.0031(16) -0.0033(16) 0.0180(17) C15 0.041(2) 0.042(2) 0.040(2) -0.0001(16) 0.0041(16) 0.0009(16) C16 0.117(4) 0.042(2) 0.066(3) 0.016(2) 0.009(3) 0.034(3) C17 0.049(3) 0.095(4) 0.070(3) 0.000(3) 0.010(2) 0.032(3) C18 0.104(4) 0.073(3) 0.063(3) 0.031(3) 0.029(3) 0.002(3) C19 0.074(3) 0.089(4) 0.052(3) 0.010(3) -0.014(2) 0.041(3) C20 0.061(3) 0.063(3) 0.081(3) 0.002(3) 0.013(3) -0.015(2) C21 0.047(2) 0.049(2) 0.035(2) 0.0122(17) 0.0056(16) 0.0120(17) C22 0.0415(19) 0.0392(19) 0.038(2) 0.0073(16) 0.0041(15) 0.0096(16) O1 0.074(2) 0.0625(18) 0.0416(15) 0.0076(14) -0.0051(14) 0.0358(16) O2 0.079(2) 0.072(2) 0.0448(17) 0.0009(15) -0.0118(16) 0.0291(18) O3 0.089(2) 0.069(2) 0.0499(18) -0.0117(15) -0.0227(16) 0.0456(19) O4 0.069(2) 0.070(2) 0.0502(17) -0.0032(15) -0.0016(15) 0.0366(17) O6 0.086(2) 0.063(2) 0.0529(19) 0.0005(16) 0.0213(17) 0.0096(17) O5 0.082(2) 0.068(2) 0.077(2) -0.0117(19) 0.0129(19) -0.016(2) C23 0.043(2) 0.049(2) 0.047(2) 0.0057(18) 0.0041(18) 0.0199(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 C14 2.0504(19) . ? Co1 C15 2.051(2) . ? Co1 C2 2.0515(19) . ? Co1 C13 2.0547(19) . ? Co1 C3 2.055(2) . ? Co1 C11 2.0556(19) . ? Co1 C1 2.0569(19) . ? Co1 C12 2.0579(19) . ? Co1 C4 2.0629(19) . ? Co1 C5 2.0639(19) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 C6 1.5095 . ? C2 C3 1.4200 . ? C2 C7 1.5095 . ? C3 C4 1.4200 . ? C3 C8 1.5095 . ? C4 C5 1.4200 . ? C4 C9 1.5095 . ? C5 C10 1.5095 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.4200 . ? C11 C15 1.4200 . ? C11 C16 1.5095 . ? C12 C13 1.4200 . ? C12 C17 1.5095 . ? C13 C14 1.4200 . ? C13 C18 1.5095 . ? C14 C15 1.4200 . ? C14 C19 1.5095 . ? C15 C20 1.5095 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 O2 1.203(5) . ? C21 O1 1.313(5) . ? C21 C22 1.541(5) . ? C22 O3 1.229(5) . ? C22 O4 1.235(5) . ? O1 H100 1.0142 . ? O6 C23 1.268(5) . ? O6 H600 1.0968 . ? O5 C23 1.203(5) . ? C23 C23 1.533(8) 2_566 ? 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 Co1 C15 40.5 . . ? C14 Co1 C2 179.76(7) . . ? C15 Co1 C2 139.43(8) . . ? C14 Co1 C13 40.5 . . ? C15 Co1 C13 68.1 . . ? C2 Co1 C13 139.34(8) . . ? C14 Co1 C3 139.60(8) . . ? C15 Co1 C3 179.86(8) . . ? C2 Co1 C3 40.5 . . ? C13 Co1 C3 112.08(8) . . ? C14 Co1 C11 68.1 . . ? C15 Co1 C11 40.5 . . ? C2 Co1 C11 111.76(7) . . ? C13 Co1 C11 68.0 . . ? C3 Co1 C11 139.56(7) . . ? C14 Co1 C1 139.74(8) . . ? C15 Co1 C1 111.92(8) . . ? C2 Co1 C1 40.4 . . ? C13 Co1 C1 179.63(7) . . ? C3 Co1 C1 67.9 . . ? C11 Co1 C1 111.76(7) . . ? C14 Co1 C12 68.0 . . ? C15 Co1 C12 68.0 . . ? C2 Co1 C12 111.75(7) . . ? C13 Co1 C12 40.4 . . ? C3 Co1 C12 112.10(8) . . ? C11 Co1 C12 40.4 . . ? C1 Co1 C12 139.23(7) . . ? C14 Co1 C4 112.29(7) . . ? C15 Co1 C4 139.64(7) . . ? C2 Co1 C4 67.9 . . ? C13 Co1 C4 112.48(8) . . ? C3 Co1 C4 40.3 . . ? C11 Co1 C4 179.55(7) . . ? C1 Co1 C4 67.8 . . ? C12 Co1 C4 139.95(8) . . ? C14 Co1 C5 112.37(7) . . ? C15 Co1 C5 112.09(8) . . ? C2 Co1 C5 67.9 . . ? C13 Co1 C5 140.06(7) . . ? C3 Co1 C5 67.8 . . ? C11 Co1 C5 139.41(8) . . ? C1 Co1 C5 40.3 . . ? C12 Co1 C5 179.54(7) . . ? C4 Co1 C5 40.3 . . ? C2 C1 C5 108.0 . . ? C2 C1 C6 126.0 . . ? C5 C1 C6 126.0 . . ? C2 C1 Co1 69.58(7) . . ? C5 C1 Co1 70.11(6) . . ? C6 C1 Co1 125.89(6) . . ? C3 C2 C1 108.0 . . ? C3 C2 C7 126.0 . . ? C1 C2 C7 126.0 . . ? C3 C2 Co1 69.91(7) . . ? C1 C2 Co1 69.98(7) . . ? C7 C2 Co1 125.69(6) . . ? C4 C3 C2 108.0 . . ? C4 C3 C8 126.0 . . ? C2 C3 C8 126.0 . . ? C4 C3 Co1 70.12(6) . . ? C2 C3 Co1 69.63(6) . . ? C8 C3 Co1 125.83(6) . . ? C3 C4 C5 108.0 . . ? C3 C4 C9 126.0 . . ? C5 C4 C9 126.0 . . ? C3 C4 Co1 69.54(6) . . ? C5 C4 Co1 69.91(6) . . ? C9 C4 Co1 126.12(6) . . ? C4 C5 C1 108.0 . . ? C4 C5 C10 126.0 . . ? C1 C5 C10 126.0 . . ? C4 C5 Co1 69.83(6) . . ? C1 C5 Co1 69.58(6) . . ? C10 C5 Co1 126.16(6) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C15 108.0 . . ? C12 C11 C16 126.0 . . ? C15 C11 C16 126.0 . . ? C12 C11 Co1 69.89(7) . . ? C15 C11 Co1 69.60(6) . . ? C16 C11 Co1 126.09(6) . . ? C11 C12 C13 108.0 . . ? C11 C12 C17 126.0 . . ? C13 C12 C17 126.0 . . ? C11 C12 Co1 69.72(7) . . ? C13 C12 Co1 69.68(6) . . ? C17 C12 Co1 126.17(6) . . ? C14 C13 C12 108.0 . . ? C14 C13 C18 126.0 . . ? C12 C13 C18 126.0 . . ? C14 C13 Co1 69.60(7) . . ? C12 C13 Co1 69.92(6) . . ? C18 C13 Co1 126.05(6) . . ? C13 C14 C15 108.0 . . ? C13 C14 C19 126.0 . . ? C15 C14 C19 126.0 . . ? C13 C14 Co1 69.92(7) . . ? C15 C14 Co1 69.76(7) . . ? C19 C14 Co1 125.89(6) . . ? C11 C15 C14 108.0 . . ? C11 C15 C20 126.0 . . ? C14 C15 C20 126.0 . . ? C11 C15 Co1 69.94(6) . . ? C14 C15 Co1 69.72(6) . . ? C20 C15 Co1 125.91(6) . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O2 C21 O1 121.3(4) . . ? O2 C21 C22 123.2(4) . . ? O1 C21 C22 115.5(3) . . ? O3 C22 O4 127.3(4) . . ? O3 C22 C21 115.2(3) . . ? O4 C22 C21 117.4(3) . . ? C21 O1 H100 107.1 . . ? C23 O6 H600 104.1 . . ? O5 C23 O6 126.0(4) . . ? O5 C23 C23 120.7(5) . 2_566 ? O6 C23 C23 113.4(5) . 2_566 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.457 _refine_diff_density_min -0.506 _refine_diff_density_rms 0.089 data_me013 _database_code_CSD 188484 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H33 Fe O8' _chemical_formula_weight 505.35 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 7.688(3) _cell_length_b 16.539(5) _cell_length_c 9.800(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.75(4) _cell_angle_gamma 90.00 _cell_volume 1237.5(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 534 _exptl_absorpt_coefficient_mu 0.654 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.72 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2287 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2158 _reflns_number_gt 1124 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0915P)^2^+0.8084P] 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 SHELXL _refine_ls_extinction_coef 0.000(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2158 _refine_ls_number_parameters 143 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1323 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1737 _refine_ls_wR_factor_gt 0.1376 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.0000 0.5000 0.5000 0.0418(3) Uani 1 2 d S . . C1 C 0.2641(5) 0.5338(3) 0.5312(4) 0.0573(14) Uani 1 1 d G . . C2 C 0.2496(5) 0.4482(3) 0.5290(4) 0.0663(18) Uani 1 1 d G . . C3 C 0.1630(6) 0.4252(2) 0.3987(5) 0.0635(17) Uani 1 1 d G . . C4 C 0.1241(4) 0.4966(4) 0.3206(2) 0.0670(15) Uani 1 1 d G . . C5 C 0.1866(6) 0.5637(2) 0.4024(5) 0.0636(17) Uani 1 1 d G . . C6 C 0.3512(9) 0.5816(6) 0.6491(8) 0.108(3) Uani 1 1 d . . . H6A H 0.3428 0.6382 0.6274 0.162 Uiso 1 1 calc R . . H6B H 0.4722 0.5663 0.6662 0.162 Uiso 1 1 calc R . . H6C H 0.2945 0.5711 0.7294 0.162 Uiso 1 1 calc R . . C7 C 0.3178(9) 0.3921(5) 0.6429(9) 0.114(3) Uani 1 1 d . . . H7A H 0.3696 0.4230 0.7201 0.171 Uiso 1 1 calc R . . H7B H 0.4045 0.3570 0.6118 0.171 Uiso 1 1 calc R . . H7C H 0.2231 0.3603 0.6698 0.171 Uiso 1 1 calc R . . C8 C 0.1286(10) 0.3417(5) 0.3492(11) 0.129(4) Uani 1 1 d . . . H8A H 0.0698 0.3431 0.2573 0.193 Uiso 1 1 calc R . . H8B H 0.0562 0.3146 0.4082 0.193 Uiso 1 1 calc R . . H8C H 0.2376 0.3133 0.3500 0.193 Uiso 1 1 calc R . . C9 C 0.0396(8) 0.5020(6) 0.1749(5) 0.111(3) Uani 1 1 d . . . H9A H 0.0117 0.4487 0.1404 0.167 Uiso 1 1 calc R . . H9B H 0.1187 0.5274 0.1193 0.167 Uiso 1 1 calc R . . H9C H -0.0659 0.5334 0.1716 0.167 Uiso 1 1 calc R . . C10 C 0.1771(11) 0.6505(4) 0.3619(10) 0.126(3) Uani 1 1 d . . . H10A H 0.2266 0.6832 0.4377 0.189 Uiso 1 1 calc R . . H10B H 0.0570 0.6656 0.3368 0.189 Uiso 1 1 calc R . . H10C H 0.2417 0.6588 0.2849 0.189 Uiso 1 1 calc R . . C11 C 0.0079(9) 0.1265(3) -0.0014(7) 0.0579(12) Uani 1 1 d . . . O1 O 0.0880(5) 0.0611(2) -0.0112(4) 0.0633(10) Uani 1 1 d . . . O2 O -0.1420(6) 0.1336(3) 0.0180(7) 0.120(2) Uani 1 1 d . . . C12 C 0.1169(12) 0.2013(4) -0.0157(12) 0.099(3) Uani 1 1 d . . . O3 O 0.2332(10) 0.2168(4) 0.0776(7) 0.141(3) Uani 1 1 d . . . O4 O 0.0877(10) 0.2443(4) -0.1158(9) 0.162(3) Uani 1 1 d . . . H100 H 0.0000 0.0000 0.0000 0.050 Uiso 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0394(5) 0.0498(6) 0.0364(5) 0.0018(6) 0.0057(3) 0.0052(6) C1 0.043(3) 0.084(4) 0.046(4) -0.008(3) 0.010(3) -0.003(3) C2 0.041(3) 0.093(5) 0.065(5) 0.014(4) 0.007(3) 0.024(3) C3 0.055(3) 0.069(4) 0.070(5) -0.018(4) 0.020(3) 0.009(3) C4 0.042(2) 0.121(5) 0.039(2) -0.003(5) 0.0089(19) 0.003(4) C5 0.050(3) 0.069(4) 0.076(5) 0.016(4) 0.024(3) 0.003(3) C6 0.072(4) 0.175(8) 0.077(5) -0.043(5) 0.008(4) -0.034(5) C7 0.084(5) 0.135(7) 0.122(7) 0.052(6) 0.003(4) 0.048(5) C8 0.098(6) 0.101(6) 0.195(10) -0.075(6) 0.046(6) 0.003(5) C9 0.072(4) 0.221(9) 0.040(3) 0.001(6) 0.009(3) -0.002(6) C10 0.110(6) 0.094(6) 0.180(10) 0.061(6) 0.046(6) 0.000(5) C11 0.076(4) 0.039(3) 0.062(3) 0.000(3) 0.018(2) 0.003(4) O1 0.058(2) 0.039(2) 0.094(3) -0.0052(19) 0.0122(19) 0.0028(17) O2 0.073(3) 0.056(3) 0.242(7) 0.038(3) 0.069(4) 0.027(2) C12 0.120(6) 0.044(4) 0.150(8) -0.011(5) 0.086(6) -0.011(4) O3 0.162(6) 0.130(5) 0.137(6) -0.029(4) 0.042(4) -0.090(5) O4 0.177(7) 0.088(4) 0.235(8) 0.075(5) 0.079(6) 0.000(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C2 2.090(3) 3_566 ? Fe1 C2 2.090(3) . ? Fe1 C3 2.092(4) . ? Fe1 C3 2.092(4) 3_566 ? Fe1 C1 2.094(4) 3_566 ? Fe1 C1 2.094(4) . ? Fe1 C4 2.098(3) 3_566 ? Fe1 C4 2.098(3) . ? Fe1 C5 2.098(4) 3_566 ? Fe1 C5 2.098(4) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 C6 1.492(7) . ? C2 C3 1.4200 . ? C2 C7 1.498(7) . ? C3 C4 1.4200 . ? C3 C8 1.477(7) . ? C4 C5 1.4200 . ? C4 C9 1.500(6) . ? C5 C10 1.490(7) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 O2 1.196(6) . ? C11 O1 1.254(6) . ? C11 C12 1.509(8) . ? O1 H100 1.2280 . ? C12 O4 1.211(11) . ? C12 O3 1.229(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Fe1 C2 180.0(4) 3_566 . ? C2 Fe1 C3 140.3(4) 3_566 . ? C2 Fe1 C3 39.70(7) . . ? C2 Fe1 C3 39.70(7) 3_566 3_566 ? C2 Fe1 C3 140.3(3) . 3_566 ? C3 Fe1 C3 180.0(4) . 3_566 ? C2 Fe1 C1 39.7(4) 3_566 3_566 ? C2 Fe1 C1 140.32(6) . 3_566 ? C3 Fe1 C1 113.42(7) . 3_566 ? C3 Fe1 C1 66.6(3) 3_566 3_566 ? C2 Fe1 C1 140.3(4) 3_566 . ? C2 Fe1 C1 39.68(6) . . ? C3 Fe1 C1 66.58(7) . . ? C3 Fe1 C1 113.4(3) 3_566 . ? C1 Fe1 C1 180.0 3_566 . ? C2 Fe1 C4 66.55(8) 3_566 3_566 ? C2 Fe1 C4 113.4(3) . 3_566 ? C3 Fe1 C4 140.4(4) . 3_566 ? C3 Fe1 C4 39.62(6) 3_566 3_566 ? C1 Fe1 C4 66.5(3) 3_566 3_566 ? C1 Fe1 C4 113.5(3) . 3_566 ? C2 Fe1 C4 113.4(3) 3_566 . ? C2 Fe1 C4 66.55(8) . . ? C3 Fe1 C4 39.62(6) . . ? C3 Fe1 C4 140.4(4) 3_566 . ? C1 Fe1 C4 113.51(8) 3_566 . ? C1 Fe1 C4 66.49(8) . . ? C4 Fe1 C4 180.0(5) 3_566 . ? C2 Fe1 C5 66.54(7) 3_566 3_566 ? C2 Fe1 C5 113.5(3) . 3_566 ? C3 Fe1 C5 113.5(4) . 3_566 ? C3 Fe1 C5 66.49(7) 3_566 3_566 ? C1 Fe1 C5 39.6(3) 3_566 3_566 ? C1 Fe1 C5 140.4(3) . 3_566 ? C4 Fe1 C5 39.56(6) 3_566 3_566 ? C4 Fe1 C5 140.4(4) . 3_566 ? C2 Fe1 C5 113.5(3) 3_566 . ? C2 Fe1 C5 66.54(7) . . ? C3 Fe1 C5 66.49(7) . . ? C3 Fe1 C5 113.5(4) 3_566 . ? C1 Fe1 C5 140.40(7) 3_566 . ? C1 Fe1 C5 39.60(7) . . ? C4 Fe1 C5 140.4(4) 3_566 . ? C4 Fe1 C5 39.56(6) . . ? C5 Fe1 C5 180.0(4) 3_566 . ? C2 C1 C5 108.0 . . ? C2 C1 C6 124.6(6) . . ? C5 C1 C6 127.4(6) . . ? C2 C1 Fe1 70.01(16) . . ? C5 C1 Fe1 70.38(13) . . ? C6 C1 Fe1 126.4(3) . . ? C3 C2 C1 108.0 . . ? C3 C2 C7 126.1(6) . . ? C1 C2 C7 125.8(6) . . ? C3 C2 Fe1 70.24(13) . . ? C1 C2 Fe1 70.30(16) . . ? C7 C2 Fe1 126.2(4) . . ? C4 C3 C2 108.0 . . ? C4 C3 C8 125.6(6) . . ? C2 C3 C8 126.3(6) . . ? C4 C3 Fe1 70.39(14) . . ? C2 C3 Fe1 70.06(13) . . ? C8 C3 Fe1 127.9(4) . . ? C3 C4 C5 108.0 . . ? C3 C4 C9 127.1(6) . . ? C5 C4 C9 124.8(6) . . ? C3 C4 Fe1 69.99(15) . . ? C5 C4 Fe1 70.25(16) . . ? C9 C4 Fe1 127.4(3) . . ? C1 C5 C4 108.0 . . ? C1 C5 C10 125.1(6) . . ? C4 C5 C10 126.9(6) . . ? C1 C5 Fe1 70.02(13) . . ? C4 C5 Fe1 70.19(14) . . ? C10 C5 Fe1 126.2(4) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O2 C11 O1 126.1(5) . . ? O2 C11 C12 119.3(5) . . ? O1 C11 C12 114.6(6) . . ? C11 O1 H100 115.0 . . ? O4 C12 O3 122.0(8) . . ? O4 C12 C11 120.3(10) . . ? O3 C12 C11 117.8(8) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.284 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.067 data_me001 _database_code_CSD 188485 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H15 Cr O5' _chemical_formula_weight 315.26 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' 'Cr' 'Cr' 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 6.778(6) _cell_length_b 17.963(7) _cell_length_c 11.030(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.35(4) _cell_angle_gamma 90.00 _cell_volume 1325.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.879 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2227 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 26.95 _reflns_number_total 2124 _reflns_number_gt 1438 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0813P)^2^+0.6725P] 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 SHELXL _refine_ls_extinction_coef 0.0013(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2124 _refine_ls_number_parameters 164 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0868 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1389 _refine_ls_wR_factor_gt 0.1203 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 -0.31055(9) 0.84387(4) -0.37826(6) 0.0268(3) Uani 1 1 d . . . C1 C -0.5413(3) 0.90706(13) -0.3152(3) 0.0466(13) Uani 1 1 d G . . H1 H -0.5425 0.9560 -0.2881 0.056 Uiso 1 1 calc R . . C2 C -0.5996(2) 0.89073(13) -0.4390(2) 0.0448(13) Uani 1 1 d G . . H2 H -0.6399 0.9288 -0.4947 0.054 Uiso 1 1 calc R . . C3 C -0.5977(2) 0.81752(15) -0.4796(2) 0.0410(12) Uani 1 1 d G . . H3 H -0.6367 0.8066 -0.5625 0.049 Uiso 1 1 calc R . . C4 C -0.5374(3) 0.76063(12) -0.3964(2) 0.0406(12) Uani 1 1 d G . . H4 H -0.5362 0.7116 -0.4235 0.049 Uiso 1 1 calc R . . C5 C -0.4791(3) 0.77696(15) -0.2726(2) 0.0437(13) Uani 1 1 d G . . H5 H -0.4388 0.7389 -0.2169 0.052 Uiso 1 1 calc R . . C6 C -0.4810(3) 0.85017(17) -0.23199(18) 0.0510(15) Uani 1 1 d G . . H6 H -0.4420 0.8611 -0.1491 0.061 Uiso 1 1 calc R . . C7 C -0.1470(3) 0.90741(14) -0.4950(2) 0.0468(13) Uani 1 1 d G . . H7 H -0.1891 0.9433 -0.5543 0.056 Uiso 1 1 calc R . . C8 C -0.1465(3) 0.83270(16) -0.5278(2) 0.0483(14) Uani 1 1 d G . . H8 H -0.1883 0.8186 -0.6091 0.058 Uiso 1 1 calc R . . C9 C -0.0836(3) 0.77902(14) -0.4392(3) 0.0539(15) Uani 1 1 d G . . H9 H -0.0833 0.7290 -0.4612 0.065 Uiso 1 1 calc R . . C10 C -0.0212(2) 0.80002(17) -0.3178(3) 0.0634(18) Uani 1 1 d G . . H10 H 0.0209 0.7641 -0.2585 0.076 Uiso 1 1 calc R . . C11 C -0.0217(2) 0.87473(18) -0.2849(2) 0.0659(19) Uani 1 1 d G . . H11 H 0.0201 0.8888 -0.2037 0.079 Uiso 1 1 calc R . . C12 C -0.0846(3) 0.92842(14) -0.3735(3) 0.0548(15) Uani 1 1 d G . . H12 H -0.0850 0.9784 -0.3516 0.066 Uiso 1 1 calc R . . C100 C -0.2345(6) 0.5658(3) -0.4246(4) 0.0353(11) Uani 1 1 d . . . C200 C -0.1947(7) 0.5938(3) -0.2920(4) 0.0350(11) Uani 1 1 d . . . O100 O -0.2396(6) 0.4943(2) -0.4319(4) 0.0584(11) Uani 1 1 d . . . H100 H -0.257(9) 0.485(4) -0.510(6) 0.09(2) Uiso 1 1 d . . . O101 O -0.2586(8) 0.6069(2) -0.5100(3) 0.0759(14) Uani 1 1 d . . . O200 O -0.0179(5) 0.6079(2) -0.2494(3) 0.0577(11) Uani 1 1 d . . . O201 O -0.3419(5) 0.60098(19) -0.2392(3) 0.0437(9) Uani 1 1 d . . . O300 O -0.2900(8) 0.4326(4) -0.6400(6) 0.100(2) Uani 1 1 d . . . H300 H -0.378(9) 0.424(3) -0.673(5) 0.05(2) Uiso 1 1 d . . . H301 H -0.208(12) 0.419(4) -0.661(7) 0.10(3) Uiso 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 Cr1 0.0142(4) 0.0373(5) 0.0291(3) -0.0002(3) 0.0042(2) -0.0010(3) C1 0.025(2) 0.048(3) 0.069(3) -0.015(3) 0.014(2) 0.004(2) C2 0.022(2) 0.052(3) 0.061(3) 0.013(3) 0.006(2) 0.010(2) C3 0.019(2) 0.063(3) 0.040(2) -0.004(2) 0.0002(19) -0.006(2) C4 0.024(2) 0.042(3) 0.057(3) -0.003(2) 0.010(2) -0.007(2) C5 0.026(2) 0.062(4) 0.046(3) 0.017(3) 0.013(2) -0.002(2) C6 0.023(2) 0.097(5) 0.035(2) -0.012(3) 0.0111(19) -0.008(3) C7 0.030(3) 0.057(3) 0.057(3) 0.014(3) 0.017(2) -0.001(2) C8 0.028(3) 0.079(4) 0.042(3) -0.008(3) 0.018(2) -0.006(3) C9 0.028(3) 0.044(3) 0.095(5) -0.009(3) 0.030(3) 0.000(2) C10 0.021(3) 0.091(5) 0.078(4) 0.043(4) 0.009(3) 0.012(3) C11 0.016(2) 0.139(6) 0.041(3) -0.015(4) 0.000(2) -0.026(3) C12 0.029(3) 0.048(3) 0.090(4) -0.019(3) 0.019(3) -0.018(2) C100 0.027(2) 0.044(3) 0.034(2) -0.005(2) 0.0031(19) -0.001(2) C200 0.034(3) 0.037(3) 0.032(2) 0.000(2) 0.002(2) 0.001(2) O100 0.085(3) 0.044(2) 0.042(2) -0.0086(18) -0.004(2) 0.004(2) O101 0.134(4) 0.057(3) 0.0298(19) 0.0063(19) -0.007(2) -0.015(3) O200 0.0255(19) 0.102(3) 0.0428(19) -0.023(2) -0.0029(14) -0.0037(19) O201 0.0335(18) 0.062(2) 0.0358(17) -0.0076(16) 0.0057(14) -0.0012(16) O300 0.033(3) 0.157(6) 0.108(4) -0.098(4) 0.009(3) -0.016(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cr1 C10 2.118(2) . ? Cr1 C9 2.124(2) . ? Cr1 C4 2.131(2) . ? Cr1 C5 2.1312(18) . ? Cr1 C11 2.132(2) . ? Cr1 C3 2.134(2) . ? Cr1 C6 2.1346(19) . ? Cr1 C2 2.138(2) . ? Cr1 C1 2.138(2) . ? Cr1 C8 2.1434(19) . ? Cr1 C12 2.151(2) . ? Cr1 C7 2.1570(18) . ? C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 H1 0.9300 . ? C2 C3 1.3900 . ? C2 H2 0.9300 . ? C3 C4 1.3900 . ? C3 H3 0.9300 . ? C4 C5 1.3900 . ? C4 H4 0.9300 . ? C5 C6 1.3900 . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C12 1.3901 . ? C7 C8 1.3901 . ? C7 H7 0.9300 . ? C8 C9 1.3900 . ? C8 H8 0.9300 . ? C9 C10 1.3899 . ? C9 H9 0.9300 . ? C10 C11 1.3901 . ? C10 H10 0.9300 . ? C11 C12 1.3899 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C100 O101 1.186(6) . ? C100 O100 1.287(6) . ? C100 C200 1.529(6) . ? C200 O200 1.240(6) . ? C200 O201 1.241(5) . ? O100 H100 0.86(7) . ? O300 H300 0.67(6) . ? O300 H301 0.68(8) . ? 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 C10 Cr1 C9 38.2 . . ? C10 Cr1 C4 112.69(10) . . ? C9 Cr1 C4 97.71(9) . . ? C10 Cr1 C5 99.74(9) . . ? C9 Cr1 C5 110.12(9) . . ? C4 Cr1 C5 38.1 . . ? C10 Cr1 C11 38.2 . . ? C9 Cr1 C11 68.9 . . ? C4 Cr1 C11 145.07(9) . . ? C5 Cr1 C11 114.48(9) . . ? C10 Cr1 C3 143.26(10) . . ? C9 Cr1 C3 110.99(10) . . ? C4 Cr1 C3 38.0 . . ? C5 Cr1 C3 68.7 . . ? C11 Cr1 C3 176.73(10) . . ? C10 Cr1 C6 111.64(9) . . ? C9 Cr1 C6 140.99(9) . . ? C4 Cr1 C6 68.7 . . ? C5 Cr1 C6 38.0 . . ? C11 Cr1 C6 100.87(9) . . ? C3 Cr1 C6 81.3 . . ? C10 Cr1 C2 178.64(10) . . ? C9 Cr1 C2 142.25(10) . . ? C4 Cr1 C2 68.7 . . ? C5 Cr1 C2 81.3 . . ? C11 Cr1 C2 140.54(10) . . ? C3 Cr1 C2 38.0 . . ? C6 Cr1 C2 68.6 . . ? C10 Cr1 C1 141.60(10) . . ? C9 Cr1 C1 178.77(10) . . ? C4 Cr1 C1 81.3 . . ? C5 Cr1 C1 68.7 . . ? C11 Cr1 C1 111.58(10) . . ? C3 Cr1 C1 68.6 . . ? C6 Cr1 C1 38.0 . . ? C2 Cr1 C1 37.9 . . ? C10 Cr1 C8 68.8 . . ? C9 Cr1 C8 38.0 . . ? C4 Cr1 C8 108.59(9) . . ? C5 Cr1 C8 139.42(10) . . ? C11 Cr1 C8 81.1 . . ? C3 Cr1 C8 96.82(9) . . ? C6 Cr1 C8 177.28(10) . . ? C2 Cr1 C8 111.03(9) . . ? C1 Cr1 C8 142.97(9) . . ? C10 Cr1 C12 68.6 . . ? C9 Cr1 C12 81.1 . . ? C4 Cr1 C12 176.06(9) . . ? C5 Cr1 C12 145.86(9) . . ? C11 Cr1 C12 37.9 . . ? C3 Cr1 C12 138.96(9) . . ? C6 Cr1 C12 114.51(9) . . ? C2 Cr1 C12 110.01(10) . . ? C1 Cr1 C12 99.94(9) . . ? C8 Cr1 C12 68.2 . . ? C10 Cr1 C7 81.1 . . ? C9 Cr1 C7 68.4 . . ? C4 Cr1 C7 138.44(9) . . ? C5 Cr1 C7 176.44(10) . . ? C11 Cr1 C7 68.3 . . ? C3 Cr1 C7 108.53(9) . . ? C6 Cr1 C7 144.77(10) . . ? C2 Cr1 C7 97.93(9) . . ? C1 Cr1 C7 112.77(9) . . ? C8 Cr1 C7 37.7 . . ? C12 Cr1 C7 37.6 . . ? C2 C1 C6 120.0 . . ? C2 C1 Cr1 71.0 . . ? C6 C1 Cr1 70.9 . . ? C2 C1 H1 120.0 . . ? C6 C1 H1 120.0 . . ? Cr1 C1 H1 130.7 . . ? C3 C2 C1 120.0 . . ? C3 C2 Cr1 70.88(6) . . ? C1 C2 Cr1 71.0 . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? Cr1 C2 H2 130.7 . . ? C4 C3 C2 120.0 . . ? C4 C3 Cr1 70.9 . . ? C2 C3 Cr1 71.14(5) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? Cr1 C3 H3 130.6 . . ? C3 C4 C5 120.0 . . ? C3 C4 Cr1 71.1 . . ? C5 C4 Cr1 71.0 . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? Cr1 C4 H4 130.5 . . ? C4 C5 C6 120.0 . . ? C4 C5 Cr1 71.0 . . ? C6 C5 Cr1 71.12(6) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? Cr1 C5 H5 130.5 . . ? C5 C6 C1 120.0 . . ? C5 C6 Cr1 70.85(5) . . ? C1 C6 Cr1 71.1 . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? Cr1 C6 H6 130.6 . . ? C12 C7 C8 120.0 . . ? C12 C7 Cr1 71.0 . . ? C8 C7 Cr1 70.61(5) . . ? C12 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? Cr1 C7 H7 131.2 . . ? C9 C8 C7 120.0 . . ? C9 C8 Cr1 70.2 . . ? C7 C8 Cr1 71.67(5) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? Cr1 C8 H8 130.7 . . ? C10 C9 C8 120.0 . . ? C10 C9 Cr1 70.6 . . ? C8 C9 Cr1 71.7 . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? Cr1 C9 H9 130.1 . . ? C9 C10 C11 120.0 . . ? C9 C10 Cr1 71.1 . . ? C11 C10 Cr1 71.45(6) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? Cr1 C10 H10 130.0 . . ? C12 C11 C10 120.0 . . ? C12 C11 Cr1 71.8 . . ? C10 C11 Cr1 70.37(5) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? Cr1 C11 H11 130.4 . . ? C11 C12 C7 120.0 . . ? C11 C12 Cr1 70.3 . . ? C7 C12 Cr1 71.4 . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? Cr1 C12 H12 131.0 . . ? O101 C100 O100 124.9(4) . . ? O101 C100 C200 122.4(4) . . ? O100 C100 C200 112.7(4) . . ? O200 C200 O201 127.0(4) . . ? O200 C200 C100 116.1(4) . . ? O201 C200 C100 116.9(4) . . ? C100 O100 H100 105(4) . . ? H300 O300 H301 116(8) . . ? _diffrn_measured_fraction_theta_max 0.738 _diffrn_reflns_theta_full 26.95 _diffrn_measured_fraction_theta_full 0.738 _refine_diff_density_max 0.482 _refine_diff_density_min -0.560 _refine_diff_density_rms 0.085 data_me003 _database_code_CSD 188486 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H14 Co O7' _chemical_formula_weight 341.17 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' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 6.978(6) _cell_length_b 17.143(8) _cell_length_c 11.240(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.94(6) _cell_angle_gamma 90.00 _cell_volume 1310.4(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.724 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 1.342 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.42 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4512 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0943 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2281 _reflns_number_gt 1362 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.1016P)^2^+0.5483P] 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 SHELXL _refine_ls_extinction_coef 0.0000(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2281 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1369 _refine_ls_R_factor_gt 0.0691 _refine_ls_wR_factor_ref 0.1804 _refine_ls_wR_factor_gt 0.1530 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 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 Co1 Co 0.50149(14) 0.72547(5) 0.82271(8) 0.0219(3) Uani 1 1 d . . . C1 C 0.3198(9) 0.6984(3) 0.9351(3) 0.037(2) Uani 1 1 d G . . H1 H 0.3579 0.6795 1.0144 0.045 Uiso 1 1 calc R . . C2 C 0.2732(9) 0.6525(2) 0.8272(5) 0.039(2) Uani 1 1 d G . . H2 H 0.2753 0.5984 0.8236 0.046 Uiso 1 1 calc R . . C3 C 0.2227(9) 0.7039(3) 0.7260(3) 0.040(2) Uani 1 1 d G . . H3 H 0.1860 0.6893 0.6443 0.047 Uiso 1 1 calc R . . C4 C 0.2381(9) 0.7815(2) 0.7712(4) 0.0348(18) Uani 1 1 d G . . H4 H 0.2133 0.8267 0.7244 0.042 Uiso 1 1 calc R . . C5 C 0.2982(8) 0.7781(2) 0.9004(4) 0.0348(17) Uani 1 1 d G . . H5 H 0.3195 0.8207 0.9531 0.042 Uiso 1 1 calc R . . C6 C 0.6845(8) 0.7085(3) 0.7068(3) 0.0332(19) Uani 1 1 d G . . H6 H 0.6480 0.6942 0.6251 0.040 Uiso 1 1 calc R . . C7 C 0.7336(8) 0.6568(2) 0.8078(4) 0.0351(18) Uani 1 1 d G . . H7 H 0.7349 0.6026 0.8037 0.042 Uiso 1 1 calc R . . C8 C 0.7804(8) 0.7023(3) 0.9159(3) 0.0328(18) Uani 1 1 d G . . H8 H 0.8178 0.6832 0.9952 0.039 Uiso 1 1 calc R . . C9 C 0.7603(8) 0.7822(2) 0.8819(4) 0.0344(18) Uani 1 1 d G . . H9 H 0.7821 0.8246 0.9349 0.041 Uiso 1 1 calc R . . C10 C 0.7010(9) 0.7860(2) 0.7526(4) 0.0354(19) Uani 1 1 d G . . H10 H 0.6772 0.8313 0.7061 0.043 Uiso 1 1 calc R . . C11 C -1.0225(10) 0.5093(4) 0.5625(5) 0.0190(15) Uani 1 1 d . . . O1 O -0.9668(7) 0.4530(2) 0.6423(4) 0.0271(11) Uani 1 1 d . . . O2 O -1.0998(8) 0.5697(3) 0.5824(4) 0.0295(12) Uani 1 1 d . . . C12 C 0.4793(10) 0.5045(4) 0.5631(6) 0.0218(15) Uani 1 1 d . . . O3 O 0.5386(8) 0.4435(3) 0.6306(4) 0.0333(13) Uani 1 1 d . . . O4 O 0.3982(8) 0.5613(3) 0.5939(4) 0.0291(12) Uani 1 1 d . . . C13 C 0.0464(11) 0.4867(4) 0.9451(6) 0.0246(16) Uani 1 1 d . . . O5 O -0.0687(8) 0.4706(3) 0.8473(4) 0.0349(13) Uani 1 1 d . . . O6 O 0.2294(8) 0.4841(4) 0.9676(5) 0.0434(15) Uani 1 1 d . . . O7 O 0.5100(8) 0.4417(3) 0.8508(4) 0.0317(12) Uani 1 1 d . . . H300 H 0.5036 0.4458 0.7017 0.050 Uiso 1 1 d . . . H700 H 0.3878 0.4579 0.8534 0.050 Uiso 1 1 d . . . H701 H 0.6230 0.4718 0.8858 0.050 Uiso 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 Co1 0.0221(6) 0.0205(5) 0.0231(5) -0.0015(4) 0.0047(4) -0.0011(5) C1 0.041(5) 0.049(5) 0.024(4) 0.011(3) 0.011(4) -0.002(4) C2 0.032(5) 0.027(4) 0.062(5) -0.008(4) 0.022(4) -0.005(3) C3 0.036(5) 0.048(5) 0.034(4) -0.012(4) 0.008(4) -0.003(4) C4 0.030(4) 0.034(4) 0.042(4) 0.008(4) 0.010(4) 0.012(4) C5 0.027(4) 0.037(4) 0.043(4) -0.002(4) 0.013(4) -0.004(4) C6 0.031(5) 0.046(5) 0.028(4) -0.011(3) 0.019(4) -0.004(4) C7 0.024(4) 0.032(4) 0.047(5) -0.001(4) 0.003(4) 0.006(3) C8 0.027(5) 0.040(4) 0.028(4) 0.003(3) -0.002(4) 0.001(3) C9 0.031(5) 0.036(4) 0.036(4) -0.006(3) 0.005(4) -0.012(4) C10 0.038(5) 0.025(4) 0.046(4) 0.003(3) 0.014(4) -0.003(3) C11 0.016(4) 0.021(3) 0.021(3) -0.002(3) 0.006(3) 0.000(3) O1 0.032(3) 0.025(3) 0.024(2) 0.005(2) 0.007(2) 0.010(2) O2 0.034(3) 0.030(3) 0.028(3) -0.007(2) 0.014(2) 0.007(2) C12 0.012(4) 0.028(4) 0.022(3) -0.003(3) -0.003(3) 0.004(3) O3 0.044(3) 0.031(3) 0.026(3) 0.003(2) 0.010(3) 0.015(2) O4 0.032(3) 0.028(3) 0.027(2) -0.007(2) 0.004(2) 0.006(2) C13 0.024(5) 0.026(4) 0.023(4) 0.004(3) 0.004(4) 0.002(3) O5 0.030(3) 0.056(3) 0.016(2) -0.012(2) 0.000(2) -0.007(3) O6 0.030(4) 0.069(4) 0.032(3) -0.018(3) 0.008(3) -0.002(3) O7 0.031(3) 0.039(3) 0.025(3) -0.003(2) 0.006(3) -0.002(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 Co1 C9 2.028(5) . ? Co1 C10 2.032(5) . ? Co1 C8 2.032(6) . ? Co1 C1 2.033(5) . ? Co1 C2 2.035(6) . ? Co1 C5 2.036(5) . ? Co1 C6 2.039(5) . ? Co1 C3 2.039(6) . ? Co1 C7 2.039(5) . ? Co1 C4 2.040(6) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 H1 0.9300 . ? C2 C3 1.4200 . ? C2 H2 0.9300 . ? C3 C4 1.4200 . ? C3 H3 0.9300 . ? C4 C5 1.4200 . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.4200 . ? C6 C10 1.4200 . ? C6 H6 0.9300 . ? C7 C8 1.4200 . ? C7 H7 0.9300 . ? C8 C9 1.4200 . ? C8 H8 0.9300 . ? C9 C10 1.4200 . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 O2 1.211(8) . ? C11 O1 1.315(7) . ? C11 C11 1.541(12) 3_366 ? C12 O4 1.216(8) . ? C12 O3 1.305(8) . ? C12 C12 1.517(12) 3_666 ? O3 H300 0.8868 . ? C13 O5 1.238(8) . ? C13 O6 1.246(9) . ? C13 C13 1.585(13) 3_567 ? O7 H700 0.9039 . ? O7 H701 0.9511 . ? 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 C9 Co1 C10 40.95(10) . . ? C9 Co1 C8 40.94(10) . . ? C10 Co1 C8 68.85(13) . . ? C9 Co1 C1 122.6(2) . . ? C10 Co1 C1 159.1(2) . . ? C8 Co1 C1 107.1(2) . . ? C9 Co1 C2 158.6(2) . . ? C10 Co1 C2 158.7(2) . . ? C8 Co1 C2 122.14(19) . . ? C1 Co1 C2 40.86(10) . . ? C9 Co1 C5 107.56(18) . . ? C10 Co1 C5 122.94(19) . . ? C8 Co1 C5 122.97(19) . . ? C1 Co1 C5 40.85(10) . . ? C2 Co1 C5 68.72(13) . . ? C9 Co1 C6 68.80(13) . . ? C10 Co1 C6 40.83(10) . . ? C8 Co1 C6 68.71(13) . . ? C1 Co1 C6 158.61(19) . . ? C2 Co1 C6 122.30(19) . . ? C5 Co1 C6 158.99(19) . . ? C9 Co1 C3 159.27(19) . . ? C10 Co1 C3 122.7(2) . . ? C8 Co1 C3 158.28(19) . . ? C1 Co1 C3 68.70(14) . . ? C2 Co1 C3 40.80(11) . . ? C5 Co1 C3 68.64(14) . . ? C6 Co1 C3 107.03(19) . . ? C9 Co1 C7 68.79(14) . . ? C10 Co1 C7 68.71(13) . . ? C8 Co1 C7 40.82(10) . . ? C1 Co1 C7 122.5(2) . . ? C2 Co1 C7 106.75(19) . . ? C5 Co1 C7 159.0(2) . . ? C6 Co1 C7 40.75(9) . . ? C3 Co1 C7 122.15(19) . . ? C9 Co1 C4 123.15(19) . . ? C10 Co1 C4 107.53(19) . . ? C8 Co1 C4 159.45(19) . . ? C1 Co1 C4 68.69(13) . . ? C2 Co1 C4 68.66(14) . . ? C5 Co1 C4 40.78(10) . . ? C6 Co1 C4 122.63(19) . . ? C3 Co1 C4 40.75(11) . . ? C7 Co1 C4 158.49(19) . . ? C2 C1 C5 108.0 . . ? C2 C1 Co1 69.6(2) . . ? C5 C1 Co1 69.7(2) . . ? C2 C1 H1 126.0 . . ? C5 C1 H1 126.0 . . ? Co1 C1 H1 126.3 . . ? C1 C2 C3 108.0 . . ? C1 C2 Co1 69.5(2) . . ? C3 C2 Co1 69.7(2) . . ? C1 C2 H2 126.0 . . ? C3 C2 H2 126.0 . . ? Co1 C2 H2 126.3 . . ? C4 C3 C2 108.0 . . ? C4 C3 Co1 69.7(2) . . ? C2 C3 Co1 69.4(2) . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Co1 C3 H3 126.5 . . ? C3 C4 C5 108.0 . . ? C3 C4 Co1 69.6(2) . . ? C5 C4 Co1 69.5(2) . . ? C3 C4 H4 126.0 . . ? C5 C4 H4 126.0 . . ? Co1 C4 H4 126.5 . . ? C4 C5 C1 108.0 . . ? C4 C5 Co1 69.7(2) . . ? C1 C5 Co1 69.5(2) . . ? C4 C5 H5 126.0 . . ? C1 C5 H5 126.0 . . ? Co1 C5 H5 126.4 . . ? C7 C6 C10 108.0 . . ? C7 C6 Co1 69.6(2) . . ? C10 C6 Co1 69.31(19) . . ? C7 C6 H6 126.0 . . ? C10 C6 H6 126.0 . . ? Co1 C6 H6 126.6 . . ? C6 C7 C8 108.0 . . ? C6 C7 Co1 69.6(2) . . ? C8 C7 Co1 69.3(2) . . ? C6 C7 H7 126.0 . . ? C8 C7 H7 126.0 . . ? Co1 C7 H7 126.6 . . ? C9 C8 C7 108.0 . . ? C9 C8 Co1 69.35(19) . . ? C7 C8 Co1 69.86(19) . . ? C9 C8 H8 126.0 . . ? C7 C8 H8 126.0 . . ? Co1 C8 H8 126.4 . . ? C10 C9 C8 108.0 . . ? C10 C9 Co1 69.7(2) . . ? C8 C9 Co1 69.7(2) . . ? C10 C9 H9 126.0 . . ? C8 C9 H9 126.0 . . ? Co1 C9 H9 126.2 . . ? C9 C10 C6 108.0 . . ? C9 C10 Co1 69.4(2) . . ? C6 C10 Co1 69.86(19) . . ? C9 C10 H10 126.0 . . ? C6 C10 H10 126.0 . . ? Co1 C10 H10 126.3 . . ? O2 C11 O1 125.3(6) . . ? O2 C11 C11 122.4(7) . 3_366 ? O1 C11 C11 112.3(6) . 3_366 ? O4 C12 O3 125.7(6) . . ? O4 C12 C12 123.1(7) . 3_666 ? O3 C12 C12 111.1(7) . 3_666 ? C12 O3 H300 111.9 . . ? O5 C13 O6 127.2(6) . . ? O5 C13 C13 117.3(8) . 3_567 ? O6 C13 C13 115.6(8) . 3_567 ? H700 O7 H701 121.3 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.801 _refine_diff_density_min -0.613 _refine_diff_density_rms 0.141 data_lm043b _database_code_CSD 188487 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Cl Co O5' _chemical_formula_weight 332.61 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' 'Co' 'Co' 0.3494 0.9721 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.821(5) _cell_length_b 8.904(5) _cell_length_c 11.176(6) _cell_angle_alpha 76.42(6) _cell_angle_beta 80.11(5) _cell_angle_gamma 86.56(6) _cell_volume 649.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 340 _exptl_absorpt_coefficient_mu 1.538 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.86 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2395 _diffrn_reflns_av_R_equivalents 0.2361 _diffrn_reflns_av_sigmaI/netI 0.0427 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 24.97 _reflns_number_total 2269 _reflns_number_gt 1812 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.1101P)^2^+0.2058P] 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 2269 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1449 _refine_ls_wR_factor_gt 0.1316 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Co1 Co 0.24132(8) 0.55930(6) 0.24194(5) 0.0271(2) Uani 1 1 d . . . C1 C 0.5229(3) 0.6006(3) 0.1476(2) 0.0539(13) Uani 1 1 d G . . H1 H 0.5605 0.6372 0.0621 0.065 Uiso 1 1 calc R . . C2 C 0.4782(3) 0.6924(3) 0.2373(3) 0.0493(13) Uani 1 1 d G . . H2 H 0.4815 0.7997 0.2208 0.059 Uiso 1 1 calc R . . C3 C 0.4278(3) 0.5917(3) 0.3565(2) 0.0444(11) Uani 1 1 d G . . H3 H 0.3922 0.6215 0.4319 0.053 Uiso 1 1 calc R . . C4 C 0.4413(3) 0.4377(3) 0.3405(2) 0.0398(10) Uani 1 1 d G . . H4 H 0.4161 0.3488 0.4035 0.048 Uiso 1 1 calc R . . C5 C 0.5001(3) 0.4432(3) 0.2114(3) 0.0459(11) Uani 1 1 d G . . H5 H 0.5201 0.3585 0.1750 0.055 Uiso 1 1 calc R . . C6 C -0.0371(3) 0.6016(3) 0.3259(3) 0.0474(12) Uani 1 1 d G . . H6 H -0.0719 0.6283 0.4026 0.057 Uiso 1 1 calc R . . C7 C 0.0104(3) 0.7060(3) 0.2082(3) 0.0510(13) Uani 1 1 d G . . H7 H 0.0121 0.8132 0.1942 0.061 Uiso 1 1 calc R . . C8 C 0.0547(3) 0.6182(3) 0.1157(2) 0.0546(13) Uani 1 1 d G . . H8 H 0.0906 0.6577 0.0304 0.066 Uiso 1 1 calc R . . C9 C 0.0346(3) 0.4595(3) 0.1762(3) 0.0514(13) Uani 1 1 d G . . H9 H 0.0550 0.3768 0.1375 0.062 Uiso 1 1 calc R . . C10 C -0.0222(3) 0.4492(3) 0.3062(3) 0.0447(11) Uani 1 1 d G . . H10 H -0.0454 0.3586 0.3675 0.054 Uiso 1 1 calc R . . C11 C 0.2735(6) 0.0090(4) 0.5728(4) 0.0285(9) Uani 1 1 d . . . C12 C 0.2225(6) -0.0191(5) 0.4518(4) 0.0290(9) Uani 1 1 d . . . O1 O 0.3529(5) 0.1238(3) 0.5758(3) 0.0401(7) Uani 1 1 d . . . O2 O 0.2203(5) -0.1067(4) 0.6678(3) 0.0409(8) Uani 1 1 d . . . O3 O 0.2730(5) 0.0977(3) 0.3585(3) 0.0384(7) Uani 1 1 d . . . O4 O 0.1443(5) -0.1353(3) 0.4480(3) 0.0386(7) Uani 1 1 d . . . H200 H 0.2542 -0.0886 0.7384 0.050 Uiso 1 1 d . . . H300 H 0.2184 0.1022 0.2884 0.050 Uiso 1 1 d . . . Cl1 Cl 0.22340(19) 1.09316(14) 0.09831(10) 0.0444(3) Uani 1 1 d . . . O6 O 0.6790(6) 1.0942(5) 0.1186(3) 0.0546(9) Uani 1 1 d . . . H600 H 0.5295 1.0749 0.1127 0.050 Uiso 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 Co1 0.0322(4) 0.0226(3) 0.0279(3) -0.0039(2) -0.0106(2) -0.0038(2) C1 0.040(3) 0.059(3) 0.053(3) 0.003(3) 0.002(2) -0.012(2) C2 0.041(3) 0.031(2) 0.079(4) -0.005(2) -0.023(3) -0.0111(19) C3 0.051(3) 0.042(3) 0.051(3) -0.016(2) -0.029(2) 0.002(2) C4 0.046(3) 0.032(2) 0.042(3) -0.0003(19) -0.020(2) -0.0026(19) C5 0.039(3) 0.043(3) 0.058(3) -0.017(2) -0.007(2) 0.006(2) C6 0.033(2) 0.050(3) 0.061(3) -0.022(2) -0.002(2) 0.000(2) C7 0.044(3) 0.031(2) 0.079(4) -0.003(2) -0.025(3) 0.001(2) C8 0.056(3) 0.067(3) 0.043(3) 0.000(2) -0.029(2) -0.006(3) C9 0.050(3) 0.052(3) 0.066(3) -0.026(3) -0.027(3) -0.007(2) C10 0.033(2) 0.039(3) 0.060(3) 0.000(2) -0.011(2) -0.0117(19) C11 0.028(2) 0.026(2) 0.031(2) -0.0069(16) -0.0036(16) -0.0020(16) C12 0.0243(19) 0.031(2) 0.033(2) -0.0107(17) -0.0028(16) -0.0021(16) O1 0.0516(19) 0.0336(17) 0.0383(17) -0.0088(13) -0.0112(14) -0.0131(14) O2 0.059(2) 0.0345(17) 0.0302(16) -0.0037(13) -0.0090(14) -0.0150(14) O3 0.0515(19) 0.0323(16) 0.0315(15) -0.0030(13) -0.0101(13) -0.0110(14) O4 0.0452(18) 0.0325(16) 0.0413(17) -0.0127(13) -0.0068(14) -0.0096(14) Cl1 0.0577(7) 0.0422(6) 0.0337(6) -0.0094(5) -0.0075(5) -0.0009(5) O6 0.064(2) 0.064(2) 0.0385(19) -0.0178(17) -0.0077(16) -0.0017(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 C4 2.006(2) . ? Co1 C5 2.010(2) . ? Co1 C7 2.014(2) . ? Co1 C8 2.019(2) . ? Co1 C6 2.024(2) . ? Co1 C3 2.030(2) . ? Co1 C9 2.032(2) . ? Co1 C1 2.035(2) . ? Co1 C10 2.036(2) . ? Co1 C2 2.047(2) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 H1 0.9300 . ? C2 C3 1.4200 . ? C2 H2 0.9300 . ? C3 C4 1.4200 . ? C3 H3 0.9300 . ? C4 C5 1.4200 . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.4200 . ? C6 C10 1.4201 . ? C6 H6 0.9300 . ? C7 C8 1.4200 . ? C7 H7 0.9300 . ? C8 C9 1.4201 . ? C8 H8 0.9300 . ? C9 C10 1.4199 . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 O1 1.195(5) . ? C11 O2 1.311(5) . ? C11 C12 1.530(6) . ? C12 O4 1.205(5) . ? C12 O3 1.303(5) . ? O2 H200 0.9109 . ? O3 H300 0.9159 . ? O6 H600 1.0596 . ? 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 C4 Co1 C5 41.4 . . ? C4 Co1 C7 157.09(10) . . ? C5 Co1 C7 159.88(10) . . ? C4 Co1 C8 160.16(10) . . ? C5 Co1 C8 123.25(10) . . ? C7 Co1 C8 41.2 . . ? C4 Co1 C6 120.98(10) . . ? C5 Co1 C6 157.76(10) . . ? C7 Co1 C6 41.2 . . ? C8 Co1 C6 69.25(7) . . ? C4 Co1 C3 41.2 . . ? C5 Co1 C3 69.3 . . ? C7 Co1 C3 120.89(10) . . ? C8 Co1 C3 157.41(10) . . ? C6 Co1 C3 106.18(10) . . ? C4 Co1 C9 123.21(10) . . ? C5 Co1 C9 107.32(10) . . ? C7 Co1 C9 69.2 . . ? C8 Co1 C9 41.0 . . ? C6 Co1 C9 69.0 . . ? C3 Co1 C9 159.80(10) . . ? C4 Co1 C1 69.28(8) . . ? C5 Co1 C1 41.1 . . ? C7 Co1 C1 122.90(10) . . ? C8 Co1 C1 107.24(10) . . ? C6 Co1 C1 159.37(10) . . ? C3 Co1 C1 68.8 . . ? C9 Co1 C1 122.53(10) . . ? C4 Co1 C10 106.66(10) . . ? C5 Co1 C10 122.00(10) . . ? C7 Co1 C10 69.13(8) . . ? C8 Co1 C10 69.0 . . ? C6 Co1 C10 40.9 . . ? C3 Co1 C10 122.84(10) . . ? C9 Co1 C10 40.9 . . ? C1 Co1 C10 158.49(10) . . ? C4 Co1 C2 69.0 . . ? C5 Co1 C2 68.98(7) . . ? C7 Co1 C2 106.55(9) . . ? C8 Co1 C2 121.85(10) . . ? C6 Co1 C2 122.65(10) . . ? C3 Co1 C2 40.8 . . ? C9 Co1 C2 158.28(10) . . ? C1 Co1 C2 40.7 . . ? C10 Co1 C2 159.33(10) . . ? C2 C1 C5 108.0 . . ? C2 C1 Co1 70.1 . . ? C5 C1 Co1 68.5 . . ? C2 C1 H1 126.0 . . ? C5 C1 H1 126.0 . . ? Co1 C1 H1 127.0 . . ? C3 C2 C1 108.0 . . ? C3 C2 Co1 68.9 . . ? C1 C2 Co1 69.20(7) . . ? C3 C2 H2 126.0 . . ? C1 C2 H2 126.0 . . ? Co1 C2 H2 127.4 . . ? C4 C3 C2 108.0 . . ? C4 C3 Co1 68.5 . . ? C2 C3 Co1 70.3 . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Co1 C3 H3 126.7 . . ? C5 C4 C3 108.0 . . ? C5 C4 Co1 69.43(7) . . ? C3 C4 Co1 70.3 . . ? C5 C4 H4 126.0 . . ? C3 C4 H4 126.0 . . ? Co1 C4 H4 125.9 . . ? C4 C5 C1 108.0 . . ? C4 C5 Co1 69.2 . . ? C1 C5 Co1 70.4 . . ? C4 C5 H5 126.0 . . ? C1 C5 H5 126.0 . . ? Co1 C5 H5 126.0 . . ? C7 C6 C10 108.0 . . ? C7 C6 Co1 69.0 . . ? C10 C6 Co1 70.0 . . ? C7 C6 H6 126.0 . . ? C10 C6 H6 126.0 . . ? Co1 C6 H6 126.6 . . ? C8 C7 C6 108.0 . . ? C8 C7 Co1 69.58(7) . . ? C6 C7 Co1 69.80(8) . . ? C8 C7 H7 126.0 . . ? C6 C7 H7 126.0 . . ? Co1 C7 H7 126.2 . . ? C7 C8 C9 108.0 . . ? C7 C8 Co1 69.20(7) . . ? C9 C8 Co1 70.0 . . ? C7 C8 H8 126.0 . . ? C9 C8 H8 126.0 . . ? Co1 C8 H8 126.4 . . ? C10 C9 C8 108.0 . . ? C10 C9 Co1 69.69(7) . . ? C8 C9 Co1 69.0 . . ? C10 C9 H9 126.0 . . ? C8 C9 H9 126.0 . . ? Co1 C9 H9 126.9 . . ? C9 C10 C6 108.0 . . ? C9 C10 Co1 69.5 . . ? C6 C10 Co1 69.10(7) . . ? C9 C10 H10 126.0 . . ? C6 C10 H10 126.0 . . ? Co1 C10 H10 127.0 . . ? O1 C11 O2 126.2(4) . . ? O1 C11 C12 122.2(4) . . ? O2 C11 C12 111.6(3) . . ? O4 C12 O3 126.5(4) . . ? O4 C12 C11 122.4(4) . . ? O3 C12 C11 111.0(3) . . ? C11 O2 H200 110.2 . . ? C12 O3 H300 116.2 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.642 _refine_diff_density_min -0.895 _refine_diff_density_rms 0.151 data_me002 _database_code_CSD 188488 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H32 Fe O6' _chemical_formula_weight 460.34 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' 'Fe' 'Fe' 0.3463 0.8444 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.970(2) _cell_length_b 9.976(4) _cell_length_c 13.019(5) _cell_angle_alpha 103.08(4) _cell_angle_beta 95.36(3) _cell_angle_gamma 99.83(2) _cell_volume 1107.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 253(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.381 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 0.717 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.79 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 253(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4070 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.0866 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3884 _reflns_number_gt 2212 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0810P)^2^+0.6631P] 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 3884 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1236 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1576 _refine_ls_wR_factor_gt 0.1298 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.43533(8) 0.25198(7) 0.74935(6) 0.0275(2) Uani 1 1 d . . . C1 C 0.4736(3) 0.2268(2) 0.59002(17) 0.0401(13) Uani 1 1 d G . . C2 C 0.3147(2) 0.1914(2) 0.59497(17) 0.0400(13) Uani 1 1 d G . . C3 C 0.2899(2) 0.0776(2) 0.64405(18) 0.0409(13) Uani 1 1 d G . . C4 C 0.4335(3) 0.0425(2) 0.66943(18) 0.0377(12) Uani 1 1 d G . . C5 C 0.5471(2) 0.1348(2) 0.63603(17) 0.0394(12) Uani 1 1 d G . . C6 C 0.5510(4) 0.3419(3) 0.5439(3) 0.0651(18) Uani 1 1 d G . . H6A H 0.6589 0.3440 0.5503 0.098 Uiso 1 1 calc R . . H6B H 0.5327 0.4306 0.5820 0.098 Uiso 1 1 calc R . . H6C H 0.5105 0.3244 0.4702 0.098 Uiso 1 1 calc R . . C7 C 0.1934(3) 0.2624(3) 0.5551(3) 0.0608(17) Uani 1 1 d G . . H7A H 0.2401 0.3362 0.5253 0.091 Uiso 1 1 calc R . . H7B H 0.1426 0.3012 0.6132 0.091 Uiso 1 1 calc R . . H7C H 0.1205 0.1949 0.5014 0.091 Uiso 1 1 calc R . . C8 C 0.1376(3) 0.0063(3) 0.6655(3) 0.0670(19) Uani 1 1 d G . . H8A H 0.1521 -0.0675 0.6994 0.101 Uiso 1 1 calc R . . H8B H 0.0709 -0.0327 0.5995 0.101 Uiso 1 1 calc R . . H8C H 0.0930 0.0736 0.7113 0.101 Uiso 1 1 calc R . . C9 C 0.4607(4) -0.0725(3) 0.7226(3) 0.0618(17) Uani 1 1 d G . . H9A H 0.5677 -0.0743 0.7307 0.093 Uiso 1 1 calc R . . H9B H 0.4047 -0.1613 0.6795 0.093 Uiso 1 1 calc R . . H9C H 0.4268 -0.0550 0.7913 0.093 Uiso 1 1 calc R . . C10 C 0.7161(2) 0.1350(4) 0.6474(3) 0.0575(16) Uani 1 1 d G . . H10A H 0.7678 0.2076 0.6186 0.086 Uiso 1 1 calc R . . H10B H 0.7330 0.0456 0.6096 0.086 Uiso 1 1 calc R . . H10C H 0.7551 0.1518 0.7214 0.086 Uiso 1 1 calc R . . C11 C 0.4368(3) 0.4606(2) 0.82712(17) 0.0387(12) Uani 1 1 d G . . C12 C 0.3228(2) 0.3694(2) 0.86105(17) 0.0364(12) Uani 1 1 d G . . C13 C 0.3957(2) 0.2782(2) 0.90837(17) 0.0352(12) Uani 1 1 d G . . C14 C 0.5547(2) 0.3130(2) 0.90368(17) 0.0374(12) Uani 1 1 d G . . C15 C 0.5801(2) 0.4257(2) 0.85346(18) 0.0364(12) Uani 1 1 d G . . C16 C 0.4102(4) 0.5745(3) 0.7726(3) 0.0610(17) Uani 1 1 d G . . H16A H 0.5060 0.6209 0.7581 0.091 Uiso 1 1 calc R . . H16B H 0.3648 0.6415 0.8181 0.091 Uiso 1 1 calc R . . H16C H 0.3430 0.5337 0.7070 0.091 Uiso 1 1 calc R . . C17 C 0.1538(2) 0.3694(4) 0.8489(3) 0.0580(16) Uani 1 1 d G . . H17A H 0.1017 0.2976 0.8784 0.087 Uiso 1 1 calc R . . H17B H 0.1151 0.3515 0.7748 0.087 Uiso 1 1 calc R . . H17C H 0.1369 0.4592 0.8859 0.087 Uiso 1 1 calc R . . C18 C 0.3178(3) 0.1643(3) 0.9554(3) 0.0656(18) Uani 1 1 d G . . H18A H 0.2099 0.1623 0.9486 0.098 Uiso 1 1 calc R . . H18B H 0.3578 0.1829 1.0293 0.098 Uiso 1 1 calc R . . H18C H 0.3360 0.0751 0.9182 0.098 Uiso 1 1 calc R . . C19 C 0.6756(3) 0.2425(3) 0.9448(3) 0.0576(17) Uani 1 1 d G . . H19A H 0.7739 0.2857 0.9320 0.086 Uiso 1 1 calc R . . H19B H 0.6540 0.1447 0.9088 0.086 Uiso 1 1 calc R . . H19C H 0.6758 0.2524 1.0199 0.086 Uiso 1 1 calc R . . C20 C 0.7327(3) 0.4961(3) 0.8319(3) 0.0592(17) Uani 1 1 d G . . H20A H 0.7186 0.5691 0.7971 0.089 Uiso 1 1 calc R . . H20B H 0.7774 0.4281 0.7868 0.089 Uiso 1 1 calc R . . H20C H 0.7992 0.5358 0.8979 0.089 Uiso 1 1 calc R . . C21 C 0.1175(6) 0.1499(5) 1.1996(4) 0.0379(12) Uani 1 1 d . . . C22 C -0.0095(5) 0.1997(5) 1.1391(4) 0.0356(11) Uani 1 1 d . . . O1 O 0.1509(4) 0.0303(4) 1.1489(3) 0.0493(10) Uani 1 1 d . . . O2 O 0.1837(5) 0.2141(4) 1.2856(3) 0.0586(11) Uani 1 1 d . . . O3 O -0.0501(5) 0.1349(4) 1.0452(3) 0.0631(12) Uani 1 1 d . . . O4 O -0.0573(4) 0.3025(4) 1.1880(3) 0.0529(10) Uani 1 1 d . . . O6 O -0.0413(5) 0.5254(4) 0.6299(3) 0.0589(11) Uani 1 1 d . . . O5 O 0.1246(5) 0.6563(5) 0.5593(3) 0.0701(13) Uani 1 1 d . . . C23 C 0.0276(6) 0.5548(6) 0.5536(4) 0.0406(12) Uani 1 1 d . . . H100 H 0.0933 0.0056 1.0744 0.050 Uiso 1 1 d . . . H600 H -0.0050 0.6210 0.6946 0.050 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0309(4) 0.0260(4) 0.0257(4) 0.0059(3) 0.0026(3) 0.0074(3) C1 0.056(4) 0.041(3) 0.024(3) 0.005(2) 0.009(2) 0.011(3) C2 0.049(3) 0.042(3) 0.029(3) 0.005(2) -0.002(2) 0.017(3) C3 0.041(3) 0.033(3) 0.038(3) -0.006(2) -0.001(2) 0.001(2) C4 0.046(3) 0.027(3) 0.036(3) 0.000(2) -0.001(2) 0.011(2) C5 0.042(3) 0.045(3) 0.032(3) 0.005(2) 0.007(2) 0.016(3) C6 0.085(5) 0.065(4) 0.057(4) 0.026(3) 0.033(4) 0.017(4) C7 0.069(4) 0.070(4) 0.042(3) 0.009(3) -0.015(3) 0.031(3) C8 0.049(4) 0.053(4) 0.080(5) -0.001(3) -0.005(3) -0.011(3) C9 0.091(5) 0.033(3) 0.062(4) 0.007(3) 0.006(4) 0.023(3) C10 0.046(4) 0.075(4) 0.056(4) 0.005(3) 0.018(3) 0.029(3) C11 0.056(4) 0.030(3) 0.031(3) 0.006(2) 0.005(2) 0.014(2) C12 0.037(3) 0.038(3) 0.031(3) -0.004(2) 0.006(2) 0.016(2) C13 0.046(3) 0.030(3) 0.028(3) 0.005(2) 0.007(2) 0.008(2) C14 0.042(3) 0.040(3) 0.028(3) 0.000(2) 0.001(2) 0.018(2) C15 0.035(3) 0.037(3) 0.031(3) 0.000(2) 0.005(2) 0.002(2) C16 0.091(5) 0.040(3) 0.058(4) 0.015(3) 0.010(3) 0.028(3) C17 0.044(3) 0.072(4) 0.054(4) 0.000(3) 0.008(3) 0.021(3) C18 0.091(5) 0.059(4) 0.050(4) 0.024(3) 0.024(3) 0.001(4) C19 0.061(4) 0.071(4) 0.043(3) 0.010(3) -0.006(3) 0.033(3) C20 0.047(4) 0.053(4) 0.064(4) 0.002(3) 0.013(3) -0.013(3) C21 0.041(3) 0.045(3) 0.031(3) 0.010(2) 0.009(2) 0.012(2) C22 0.032(3) 0.039(3) 0.036(3) 0.009(2) 0.005(2) 0.008(2) O1 0.059(2) 0.053(2) 0.037(2) 0.0053(18) -0.0032(18) 0.029(2) O2 0.066(3) 0.069(3) 0.036(2) 0.003(2) -0.012(2) 0.027(2) O3 0.078(3) 0.060(3) 0.042(2) -0.0113(19) -0.022(2) 0.039(2) O4 0.061(3) 0.056(2) 0.040(2) -0.0045(18) 0.0017(18) 0.032(2) O6 0.070(3) 0.056(3) 0.043(2) -0.0014(19) 0.015(2) 0.008(2) O5 0.066(3) 0.062(3) 0.062(3) -0.009(2) 0.008(2) -0.010(2) C23 0.037(3) 0.043(3) 0.043(3) 0.004(2) 0.006(2) 0.019(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 C15 2.090(3) . ? Fe1 C14 2.092(2) . ? Fe1 C11 2.095(2) . ? Fe1 C2 2.097(2) . ? Fe1 C13 2.099(2) . ? Fe1 C1 2.100(2) . ? Fe1 C12 2.101(2) . ? Fe1 C3 2.102(3) . ? Fe1 C5 2.108(2) . ? Fe1 C4 2.109(2) . ? C1 C2 1.4200 . ? C1 C5 1.4200 . ? C1 C6 1.5095 . ? C2 C3 1.4200 . ? C2 C7 1.5095 . ? C3 C4 1.4200 . ? C3 C8 1.5095 . ? C4 C5 1.4200 . ? C4 C9 1.5095 . ? C5 C10 1.5095 . ? C11 C12 1.4200 . ? C11 C15 1.4200 . ? C11 C16 1.5095 . ? C12 C13 1.4200 . ? C12 C17 1.5095 . ? C13 C14 1.4200 . ? C13 C18 1.5095 . ? C14 C15 1.4200 . ? C14 C19 1.5095 . ? C15 C20 1.5095 . ? C21 O2 1.199(6) . ? C21 O1 1.324(6) . ? C21 C22 1.538(7) . ? C22 O3 1.235(6) . ? C22 O4 1.244(6) . ? O6 C23 1.280(6) . ? O5 C23 1.201(6) . ? C23 C23 1.544(10) 2_566 ? 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 C15 Fe1 C14 39.7 . . ? C15 Fe1 C11 39.7 . . ? C14 Fe1 C11 66.56(7) . . ? C15 Fe1 C2 140.24(11) . . ? C14 Fe1 C2 179.68(10) . . ? C11 Fe1 C2 113.21(10) . . ? C15 Fe1 C13 66.53(7) . . ? C14 Fe1 C13 39.6 . . ? C11 Fe1 C13 66.43(7) . . ? C2 Fe1 C13 140.14(11) . . ? C15 Fe1 C1 113.48(11) . . ? C14 Fe1 C1 140.69(11) . . ? C11 Fe1 C1 113.24(10) . . ? C2 Fe1 C1 39.6 . . ? C13 Fe1 C1 179.52(10) . . ? C15 Fe1 C12 66.50(7) . . ? C14 Fe1 C12 66.46(6) . . ? C11 Fe1 C12 39.6 . . ? C2 Fe1 C12 113.23(10) . . ? C13 Fe1 C12 39.5 . . ? C1 Fe1 C12 140.00(10) . . ? C15 Fe1 C3 179.75(11) . . ? C14 Fe1 C3 140.53(11) . . ? C11 Fe1 C3 140.30(10) . . ? C2 Fe1 C3 39.5 . . ? C13 Fe1 C3 113.70(11) . . ? C1 Fe1 C3 66.29(7) . . ? C12 Fe1 C3 113.63(10) . . ? C15 Fe1 C5 113.73(10) . . ? C14 Fe1 C5 114.07(10) . . ? C11 Fe1 C5 140.29(11) . . ? C2 Fe1 C5 66.25(6) . . ? C13 Fe1 C5 141.03(10) . . ? C1 Fe1 C5 39.4 . . ? C12 Fe1 C5 179.43(10) . . ? C3 Fe1 C5 66.15(6) . . ? C15 Fe1 C4 140.62(10) . . ? C14 Fe1 C4 114.01(10) . . ? C11 Fe1 C4 179.37(10) . . ? C2 Fe1 C4 66.23(7) . . ? C13 Fe1 C4 114.16(10) . . ? C1 Fe1 C4 66.16(7) . . ? C12 Fe1 C4 140.79(11) . . ? C3 Fe1 C4 39.4 . . ? C5 Fe1 C4 39.4 . . ? C2 C1 C5 108.0 . . ? C2 C1 C6 126.0 . . ? C5 C1 C6 126.0 . . ? C2 C1 Fe1 70.09(8) . . ? C5 C1 Fe1 70.58(8) . . ? C6 C1 Fe1 124.93(8) . . ? C1 C2 C3 108.0 . . ? C1 C2 C7 126.0 . . ? C3 C2 C7 126.0 . . ? C1 C2 Fe1 70.36(8) . . ? C3 C2 Fe1 70.45(8) . . ? C7 C2 Fe1 124.79(7) . . ? C4 C3 C2 108.0 . . ? C4 C3 C8 126.0 . . ? C2 C3 C8 126.0 . . ? C4 C3 Fe1 70.56(8) . . ? C2 C3 Fe1 70.02(8) . . ? C8 C3 Fe1 125.01(8) . . ? C5 C4 C3 108.0 . . ? C5 C4 C9 126.0 . . ? C3 C4 C9 126.0 . . ? C5 C4 Fe1 70.27(8) . . ? C3 C4 Fe1 70.03(8) . . ? C9 C4 Fe1 125.29(7) . . ? C4 C5 C1 108.0 . . ? C4 C5 C10 126.0 . . ? C1 C5 C10 126.0 . . ? C4 C5 Fe1 70.37(8) . . ? C1 C5 Fe1 69.98(8) . . ? C10 C5 Fe1 125.24(8) . . ? C12 C11 C15 108.0 . . ? C12 C11 C16 126.0 . . ? C15 C11 C16 126.0 . . ? C12 C11 Fe1 70.43(8) . . ? C15 C11 Fe1 69.96(8) . . ? C16 C11 Fe1 125.20(7) . . ? C13 C12 C11 108.0 . . ? C13 C12 C17 126.0 . . ? C11 C12 C17 126.0 . . ? C13 C12 Fe1 70.16(8) . . ? C11 C12 Fe1 70.01(8) . . ? C17 C12 Fe1 125.42(7) . . ? C12 C13 C14 108.0 . . ? C12 C13 C18 126.0 . . ? C14 C13 C18 126.0 . . ? C12 C13 Fe1 70.32(8) . . ? C14 C13 Fe1 69.93(8) . . ? C18 C13 Fe1 125.34(8) . . ? C15 C14 C13 108.0 . . ? C15 C14 C19 126.0 . . ? C13 C14 C19 126.0 . . ? C15 C14 Fe1 70.07(8) . . ? C13 C14 Fe1 70.45(8) . . ? C19 C14 Fe1 125.07(7) . . ? C14 C15 C11 108.0 . . ? C14 C15 C20 126.0 . . ? C11 C15 C20 126.0 . . ? C14 C15 Fe1 70.23(8) . . ? C11 C15 Fe1 70.37(8) . . ? C20 C15 Fe1 124.99(7) . . ? O2 C21 O1 121.7(5) . . ? O2 C21 C22 123.4(5) . . ? O1 C21 C22 114.9(4) . . ? O3 C22 O4 126.8(5) . . ? O3 C22 C21 115.8(4) . . ? O4 C22 C21 117.4(4) . . ? O5 C23 O6 126.3(5) . . ? O5 C23 C23 120.3(7) . 2_566 ? O6 C23 C23 113.3(6) . 2_566 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.413 _refine_diff_density_min -0.373 _refine_diff_density_rms 0.082