# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_L-1 _database_code_depnum_ccdc_archive 'CCDC 906263' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Co2 F2, 2(C10H8N2)(C4H4O6),7(O)' _chemical_formula_sum 'C24 H20 Co2 F2 N4 O13' _chemical_formula_weight 728.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 17.7950(14) _cell_length_b 7.3167(6) _cell_length_c 11.3957(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.4790(10) _cell_angle_gamma 90.00 _cell_volume 1471.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7026 _cell_measurement_theta_min 1.80 _cell_measurement_theta_max 28.40 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.644 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.212 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8114 _exptl_absorpt_correction_T_max 0.9531 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 CCD area-detector' _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 7026 _diffrn_reflns_av_R_equivalents 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0373 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 28.40 _reflns_number_total 3459 _reflns_number_gt 3099 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. The H atoms for water are not located owing to the weak reflections. ; _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^)+(0.0616P)^2^+2.6162P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_ls_number_reflns 3459 _refine_ls_number_parameters 204 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.1104 _refine_ls_wR_factor_gt 0.1067 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.065 _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 0.24885(2) 0.19019(10) 0.00350(3) 0.00863(11) Uani 1 1 d . . . F1 F 0.29730(8) 0.4392(4) 0.00980(14) 0.0127(3) Uani 1 1 d . . . C1 C 0.30987(18) 0.2459(5) 0.2646(3) 0.0153(7) Uani 1 1 d . . . H1 H 0.3531 0.2872 0.2315 0.018 Uiso 1 1 calc R . . C2 C 0.31224(17) 0.2470(5) 0.3866(3) 0.0146(6) Uani 1 1 d . . . H2 H 0.3568 0.2848 0.4356 0.017 Uiso 1 1 calc R . . C3 C 0.24856(16) 0.1920(8) 0.4366(2) 0.0134(6) Uani 1 1 d . . . C4 C 0.18588(18) 0.1321(5) 0.3609(3) 0.0145(7) Uani 1 1 d . . . H4 H 0.1417 0.0917 0.3918 0.017 Uiso 1 1 calc R . . C5 C 0.18846(18) 0.1319(5) 0.2395(3) 0.0142(7) Uani 1 1 d . . . H5 H 0.1454 0.0895 0.1887 0.017 Uiso 1 1 calc R . . C6 C 0.18562(18) 0.2354(5) 0.7382(3) 0.0155(7) Uani 1 1 d . . . H6 H 0.1408 0.2671 0.7706 0.019 Uiso 1 1 calc R . . C7 C 0.18360(17) 0.2360(5) 0.6164(3) 0.0158(7) Uani 1 1 d . . . H7 H 0.1381 0.2666 0.5671 0.019 Uiso 1 1 calc R . . C8 C 0.24839(16) 0.1916(8) 0.5664(2) 0.0132(6) Uani 1 1 d . . . C9 C 0.31326(18) 0.1466(5) 0.6441(3) 0.0161(7) Uani 1 1 d . . . H9 H 0.3588 0.1138 0.6142 0.019 Uiso 1 1 calc R . . C10 C 0.31058(18) 0.1502(5) 0.7652(3) 0.0158(7) Uani 1 1 d . . . H10 H 0.3554 0.1214 0.8168 0.019 Uiso 1 1 calc R . . C11 C 0.10496(13) 0.4430(6) -0.0320(2) 0.0112(5) Uani 1 1 d . . . C12 C 0.01739(14) 0.4427(7) -0.0583(2) 0.0125(5) Uani 1 1 d . . . H12 H 0.0015 0.3277 -0.1020 0.015 Uiso 1 1 calc R . . N1 N 0.24909(13) 0.1888(7) 0.19084(19) 0.0122(5) Uani 1 1 d . . . N2 N 0.24780(14) 0.1923(7) 0.81292(19) 0.0117(5) Uani 1 1 d . . . O1 O 0.13494(13) 0.2871(4) -0.0097(2) 0.0151(5) Uani 1 1 d . . . O2 O 0.13738(13) 0.5925(4) -0.0350(2) 0.0146(5) Uani 1 1 d . . . O3 O -0.00877(13) 0.5923(4) -0.1307(2) 0.0206(5) Uani 1 1 d . . . H3 H 0.0110 0.5890 -0.1937 0.031 Uiso 1 1 calc R . . O1W O 0.44707(16) 0.4514(7) 0.0798(4) 0.0551(10) Uani 1 1 d . . . O2W O 0.5000 0.3055(15) 0.5000 0.102(3) Uani 1 2 d S . . O3W O 0.5009(3) 0.5445(10) 0.6777(6) 0.101(2) Uani 1 1 d . . . O4W O 0.4983(3) 0.9356(15) 0.6347(5) 0.1056(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.00789(16) 0.00949(19) 0.00843(16) -0.00010(16) 0.00073(10) 0.00001(14) F1 0.0130(7) 0.0112(8) 0.0137(7) -0.0001(8) 0.0015(5) 0.0003(10) C1 0.0133(13) 0.0185(18) 0.0143(13) 0.0005(11) 0.0030(11) -0.0038(12) C2 0.0134(13) 0.0174(18) 0.0124(13) -0.0006(10) 0.0000(11) -0.0018(11) C3 0.0178(14) 0.0135(16) 0.0089(10) -0.002(2) 0.0018(10) 0.001(2) C4 0.0154(14) 0.0165(18) 0.0125(13) -0.0006(10) 0.0056(11) -0.0025(11) C5 0.0157(14) 0.0159(18) 0.0107(12) -0.0017(10) 0.0005(11) -0.0019(11) C6 0.0144(13) 0.019(2) 0.0127(13) -0.0006(11) 0.0009(11) 0.0045(12) C7 0.0142(13) 0.020(2) 0.0120(13) 0.0008(10) -0.0020(11) 0.0042(12) C8 0.0175(14) 0.0111(16) 0.0109(11) 0.001(2) 0.0021(10) 0.002(2) C9 0.0142(14) 0.022(2) 0.0121(12) 0.0004(11) 0.0033(11) 0.0041(11) C10 0.0149(14) 0.020(2) 0.0117(12) 0.0003(11) 0.0005(10) 0.0026(12) C11 0.0077(11) 0.0177(14) 0.0084(10) 0.0008(13) 0.0020(8) 0.0006(16) C12 0.0090(11) 0.0164(14) 0.0122(11) -0.0029(13) 0.0014(9) -0.0038(16) N1 0.0123(12) 0.0137(13) 0.0105(9) -0.0023(18) 0.0009(8) 0.0003(15) N2 0.0130(11) 0.0118(13) 0.0103(9) 0.0009(18) 0.0013(8) 0.0001(15) O1 0.0115(10) 0.0150(13) 0.0192(11) 0.0000(10) 0.0030(9) 0.0007(9) O2 0.0096(10) 0.0184(13) 0.0158(10) 0.0003(10) 0.0013(8) -0.0026(10) O3 0.0147(11) 0.0259(14) 0.0204(12) 0.0108(10) -0.0006(9) 0.0000(10) O1W 0.0195(13) 0.0345(19) 0.113(3) -0.027(2) 0.0161(16) -0.0105(18) O2W 0.026(3) 0.199(10) 0.078(5) 0.000 -0.006(3) 0.000 O3W 0.039(3) 0.118(5) 0.143(5) 0.000(4) -0.001(3) 0.013(3) O4W 0.059(3) 0.166(6) 0.094(4) 0.019(5) 0.019(2) 0.014(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 F1 2.009(3) 4_545 ? Co1 F1 2.013(3) . ? Co1 O2 2.133(2) 4_545 ? Co1 N1 2.134(2) . ? Co1 O1 2.134(2) . ? Co1 N2 2.170(2) 1_554 ? F1 Co1 2.009(3) 4 ? C1 N1 1.347(4) . ? C1 C2 1.385(4) . ? C1 H1 0.9500 . ? C2 C3 1.392(4) . ? C2 H2 0.9500 . ? C3 C4 1.389(4) . ? C3 C8 1.480(3) . ? C4 C5 1.390(4) . ? C4 H4 0.9500 . ? C5 N1 1.342(4) . ? C5 H5 0.9500 . ? C6 N2 1.343(4) . ? C6 C7 1.384(4) . ? C6 H6 0.9500 . ? C7 C8 1.389(4) . ? C7 H7 0.9500 . ? C8 C9 1.400(4) . ? C9 C10 1.387(4) . ? C9 H9 0.9500 . ? C10 N2 1.340(4) . ? C10 H10 0.9500 . ? C11 O2 1.240(5) . ? C11 O1 1.270(5) . ? C11 C12 1.548(3) . ? C12 O3 1.413(5) . ? C12 C12 1.538(5) 2 ? C12 H12 1.0000 . ? N2 Co1 2.170(2) 1_556 ? O2 Co1 2.133(2) 4 ? O3 H3 0.8400 . ? 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 F1 Co1 F1 177.29(4) 4_545 . ? F1 Co1 O2 94.37(11) 4_545 4_545 ? F1 Co1 O2 84.52(9) . 4_545 ? F1 Co1 N1 91.07(15) 4_545 . ? F1 Co1 N1 91.35(15) . . ? O2 Co1 N1 87.24(10) 4_545 . ? F1 Co1 O1 85.60(9) 4_545 . ? F1 Co1 O1 95.75(11) . . ? O2 Co1 O1 174.39(10) 4_545 . ? N1 Co1 O1 87.15(10) . . ? F1 Co1 N2 88.90(14) 4_545 1_554 ? F1 Co1 N2 88.69(14) . 1_554 ? O2 Co1 N2 93.16(10) 4_545 1_554 ? N1 Co1 N2 179.60(15) . 1_554 ? O1 Co1 N2 92.45(10) . 1_554 ? Co1 F1 Co1 130.96(8) 4 . ? N1 C1 C2 123.1(3) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 119.2(3) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C4 C3 C2 117.9(2) . . ? C4 C3 C8 120.9(2) . . ? C2 C3 C8 121.1(2) . . ? C3 C4 C5 119.4(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 122.9(3) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? N2 C6 C7 123.2(3) . . ? N2 C6 H6 118.4 . . ? C7 C6 H6 118.4 . . ? C6 C7 C8 119.7(3) . . ? C6 C7 H7 120.1 . . ? C8 C7 H7 120.1 . . ? C7 C8 C9 117.1(2) . . ? C7 C8 C3 121.3(2) . . ? C9 C8 C3 121.6(2) . . ? C10 C9 C8 119.5(3) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? N2 C10 C9 123.1(3) . . ? N2 C10 H10 118.4 . . ? C9 C10 H10 118.4 . . ? O2 C11 O1 127.8(2) . . ? O2 C11 C12 117.1(3) . . ? O1 C11 C12 115.1(3) . . ? O3 C12 C12 111.4(2) . 2 ? O3 C12 C11 111.0(3) . . ? C12 C12 C11 109.9(2) 2 . ? O3 C12 H12 108.1 . . ? C12 C12 H12 108.1 2 . ? C11 C12 H12 108.1 . . ? C5 N1 C1 117.5(2) . . ? C5 N1 Co1 121.2(2) . . ? C1 N1 Co1 121.3(2) . . ? C10 N2 C6 117.3(2) . . ? C10 N2 Co1 120.4(2) . 1_556 ? C6 N2 Co1 122.4(2) . 1_556 ? C11 O1 Co1 133.1(2) . . ? C11 O2 Co1 136.6(2) . 4 ? C12 O3 H3 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F1 Co1 F1 Co1 116.0(14) 4_545 . . 4 ? O2 Co1 F1 Co1 -178.00(12) 4_545 . . 4 ? N1 Co1 F1 Co1 -90.91(13) . . . 4 ? O1 Co1 F1 Co1 -3.63(12) . . . 4 ? N2 Co1 F1 Co1 88.70(13) 1_554 . . 4 ? N1 C1 C2 C3 -1.9(6) . . . . ? C1 C2 C3 C4 2.2(6) . . . . ? C1 C2 C3 C8 -179.8(3) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? C8 C3 C4 C5 -179.0(3) . . . . ? C3 C4 C5 N1 -0.6(6) . . . . ? N2 C6 C7 C8 -0.5(6) . . . . ? C6 C7 C8 C9 0.4(7) . . . . ? C6 C7 C8 C3 -179.5(3) . . . . ? C4 C3 C8 C7 -37.6(4) . . . . ? C2 C3 C8 C7 144.4(6) . . . . ? C4 C3 C8 C9 142.4(6) . . . . ? C2 C3 C8 C9 -35.6(4) . . . . ? C7 C8 C9 C10 -0.8(7) . . . . ? C3 C8 C9 C10 179.2(3) . . . . ? C8 C9 C10 N2 1.1(6) . . . . ? O2 C11 C12 O3 26.3(4) . . . . ? O1 C11 C12 O3 -153.7(3) . . . . ? O2 C11 C12 C12 -97.5(2) . . . 2 ? O1 C11 C12 C12 82.5(2) . . . 2 ? C4 C5 N1 C1 0.9(7) . . . . ? C4 C5 N1 Co1 -178.8(3) . . . . ? C2 C1 N1 C5 0.4(7) . . . . ? C2 C1 N1 Co1 -180.0(3) . . . . ? F1 Co1 N1 C5 -45.0(4) 4_545 . . . ? F1 Co1 N1 C5 136.2(4) . . . . ? O2 Co1 N1 C5 -139.3(4) 4_545 . . . ? O1 Co1 N1 C5 40.6(4) . . . . ? N2 Co1 N1 C5 41(40) 1_554 . . . ? F1 Co1 N1 C1 135.4(4) 4_545 . . . ? F1 Co1 N1 C1 -43.4(4) . . . . ? O2 Co1 N1 C1 41.0(4) 4_545 . . . ? O1 Co1 N1 C1 -139.1(4) . . . . ? N2 Co1 N1 C1 -138(39) 1_554 . . . ? C9 C10 N2 C6 -1.1(7) . . . . ? C9 C10 N2 Co1 179.1(3) . . . 1_556 ? C7 C6 N2 C10 0.8(7) . . . . ? C7 C6 N2 Co1 -179.4(3) . . . 1_556 ? O2 C11 O1 Co1 -12.2(4) . . . . ? C12 C11 O1 Co1 167.75(19) . . . . ? F1 Co1 O1 C11 -164.1(3) 4_545 . . . ? F1 Co1 O1 C11 13.6(3) . . . . ? O2 Co1 O1 C11 106.0(16) 4_545 . . . ? N1 Co1 O1 C11 104.6(3) . . . . ? N2 Co1 O1 C11 -75.4(3) 1_554 . . . ? O1 C11 O2 Co1 -2.5(5) . . . 4 ? C12 C11 O2 Co1 177.53(18) . . . 4 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.40 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.524 _refine_diff_density_min -0.491 _refine_diff_density_rms 0.108 data_D-1 _database_code_depnum_ccdc_archive 'CCDC 906264' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Co2 F2, 2(C10H8N2)(C4H4O6),7(O)' _chemical_formula_sum 'C24 H20 Co2 F2 N4 O13' _chemical_formula_weight 728.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 17.857(10) _cell_length_b 7.324(4) _cell_length_c 11.409(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.668(9) _cell_angle_gamma 90.00 _cell_volume 1478.8(14) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4126 _cell_measurement_theta_min 1.80 _cell_measurement_theta_max 25.49 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.205 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8305 _exptl_absorpt_correction_T_max 0.8689 _exptl_absorpt_process_details 'SADABS(Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 CCD area-detector' _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 4126 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0590 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.49 _reflns_number_total 2075 _reflns_number_gt 1784 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SMART (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (Sheldrick, 1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1030P)^2^+2.3079P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(4) _refine_ls_number_reflns 2075 _refine_ls_number_parameters 204 _refine_ls_number_restraints 43 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1585 _refine_ls_wR_factor_gt 0.1512 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.074 _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 0.25096(5) 0.8462(2) 0.49690(7) 0.0109(3) Uani 1 1 d . . . O1 O 0.3652(3) 0.7502(9) 0.5110(4) 0.0197(11) Uani 1 1 d . . . O2 O 0.3630(3) 0.4441(9) 0.5347(4) 0.0167(10) Uani 1 1 d . . . O3 O 0.5100(3) 0.4460(8) 0.6312(4) 0.0269(11) Uani 1 1 d . . . H3A H 0.4863 0.3533 0.6097 0.040 Uiso 1 1 calc R . . N1 N 0.2506(3) 0.8495(16) 0.3095(4) 0.0152(11) Uani 1 1 d . . . N2 N 0.2514(3) 0.8466(15) -0.3123(4) 0.0137(10) Uani 1 1 d . . . C1 C 0.3136(3) 0.8005(10) -0.2380(6) 0.0216(16) Uani 1 1 d . . . H1A H 0.3571 0.7685 -0.2698 0.026 Uiso 1 1 calc R . . C2 C 0.3155(3) 0.7986(10) -0.1166(5) 0.0189(15) Uani 1 1 d U . . H2A H 0.3598 0.7680 -0.0681 0.023 Uiso 1 1 calc R . . C3 C 0.2499(3) 0.8433(16) -0.0668(5) 0.0140(13) Uani 1 1 d U . . C4 C 0.1861(4) 0.8889(10) -0.1448(5) 0.0207(16) Uani 1 1 d . . . H4A H 0.1416 0.9205 -0.1159 0.025 Uiso 1 1 calc R . . C5 C 0.1888(4) 0.8872(10) -0.2650(5) 0.0218(17) Uani 1 1 d . . . H5A H 0.1451 0.9155 -0.3155 0.026 Uiso 1 1 calc R . . C6 C 0.1900(3) 0.7911(11) 0.2343(6) 0.0208(15) Uani 1 1 d . . . H6A H 0.1481 0.7488 0.2668 0.025 Uiso 1 1 calc R . . C7 C 0.1865(3) 0.7904(10) 0.1143(5) 0.0185(14) Uani 1 1 d . . . H7A H 0.1424 0.7548 0.0671 0.022 Uiso 1 1 calc R . . C8 C 0.2499(3) 0.8436(17) 0.0627(5) 0.0155(13) Uani 1 1 d . . . C9 C 0.3136(4) 0.9031(10) 0.1404(5) 0.0187(16) Uani 1 1 d . . . H9A H 0.3570 0.9419 0.1108 0.022 Uiso 1 1 calc R . . C10 C 0.3106(4) 0.9028(10) 0.2603(5) 0.0182(15) Uani 1 1 d . . . H10A H 0.3530 0.9421 0.3100 0.022 Uiso 1 1 calc R . . C11 C 0.3954(3) 0.5944(13) 0.5325(4) 0.0136(11) Uani 1 1 d U . . C12 C 0.4823(3) 0.5935(14) 0.5593(5) 0.0165(11) Uani 1 1 d . . . H12A H 0.4978 0.7065 0.6018 0.020 Uiso 1 1 calc R . . F1 F 0.29671(16) 1.0965(8) 0.5106(3) 0.0152(6) Uani 1 1 d . . . O2W O 0.4475(3) 1.0886(14) 0.5808(6) 0.0573(16) Uani 1 1 d U . . O1W O 0.4991(6) 0.580(3) 0.1303(9) 0.137(4) Uani 1 1 d U . . O3W O 0.5000 0.219(3) 0.0000 0.146(7) Uani 1 2 d SU . . O4W O 0.4986(8) 0.011(2) -0.1622(13) 0.157(6) Uani 1 1 d U . . 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 0.0126(4) 0.0117(4) 0.0087(4) 0.0000(3) 0.0023(2) -0.0003(3) O1 0.015(2) 0.022(3) 0.023(2) 0.000(2) 0.0057(19) -0.003(2) O2 0.013(2) 0.018(3) 0.019(2) -0.002(2) 0.0016(17) -0.006(2) O3 0.023(2) 0.026(3) 0.030(3) 0.011(2) -0.0021(19) 0.000(2) N1 0.018(3) 0.018(3) 0.010(2) -0.003(5) 0.0031(19) -0.001(4) N2 0.013(2) 0.014(3) 0.014(2) 0.001(4) -0.0008(18) -0.003(4) C1 0.018(3) 0.028(4) 0.019(3) 0.004(3) 0.003(2) 0.003(3) C2 0.016(3) 0.025(4) 0.015(3) 0.000(3) 0.000(2) 0.008(3) C3 0.015(2) 0.013(2) 0.0134(18) 0.002(2) 0.0022(16) 0.0013(19) C4 0.025(3) 0.024(4) 0.015(3) -0.001(3) 0.007(2) 0.006(3) C5 0.022(3) 0.031(5) 0.011(3) 0.003(3) 0.000(2) 0.007(3) C6 0.016(3) 0.027(4) 0.021(3) -0.002(3) 0.006(2) -0.008(3) C7 0.016(3) 0.023(4) 0.017(3) -0.001(3) 0.002(2) -0.002(3) C8 0.018(3) 0.019(4) 0.009(3) -0.001(3) 0.002(2) 0.000(3) C9 0.019(3) 0.025(4) 0.013(3) 0.002(3) 0.004(2) -0.006(3) C10 0.020(3) 0.019(4) 0.014(3) 0.001(3) -0.002(2) -0.001(3) C11 0.014(2) 0.019(3) 0.009(2) -0.001(3) 0.0041(19) 0.006(4) C12 0.018(3) 0.018(3) 0.013(3) -0.003(3) 0.001(2) -0.007(4) F1 0.0175(15) 0.0119(15) 0.0167(14) -0.0014(19) 0.0035(11) -0.001(2) O2W 0.050(2) 0.055(2) 0.068(2) 0.002(2) 0.0108(17) 0.000(2) O1W 0.107(6) 0.182(9) 0.125(7) 0.004(8) 0.029(5) -0.012(8) O3W 0.117(9) 0.167(12) 0.150(10) 0.000 0.003(8) 0.000 O4W 0.112(7) 0.163(10) 0.194(9) 0.021(8) 0.012(7) -0.002(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 F1 2.005(6) . ? Co1 F1 2.014(6) 4_546 ? Co1 N1 2.138(5) . ? Co1 O1 2.143(5) . ? Co1 O2 2.143(5) 4_556 ? Co1 N2 2.175(5) 1_556 ? O1 C11 1.272(10) . ? O2 C11 1.245(10) . ? O2 Co1 2.143(5) 4_546 ? O3 C12 1.407(9) . ? O3 H3A 0.8200 . ? N1 C10 1.332(8) . ? N1 C6 1.358(9) . ? N2 C5 1.339(8) . ? N2 C1 1.347(9) . ? N2 Co1 2.175(5) 1_554 ? C1 C2 1.381(9) . ? C1 H1A 0.9300 . ? C2 C3 1.406(8) . ? C2 H2A 0.9300 . ? C3 C4 1.389(9) . ? C3 C8 1.477(7) . ? C4 C5 1.378(8) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 C7 1.362(9) . ? C6 H6A 0.9300 . ? C7 C8 1.399(9) . ? C7 H7A 0.9300 . ? C8 C9 1.414(9) . ? C9 C10 1.376(9) . ? C9 H9A 0.9300 . ? C10 H10A 0.9300 . ? C11 C12 1.540(7) . ? C12 C12 1.569(10) 2_656 ? C12 H12A 0.9800 . ? F1 Co1 2.014(6) 4_556 ? 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 F1 Co1 F1 177.66(7) . 4_546 ? F1 Co1 N1 90.8(3) . . ? F1 Co1 N1 91.3(3) 4_546 . ? F1 Co1 O1 85.44(18) . . ? F1 Co1 O1 95.6(2) 4_546 . ? N1 Co1 O1 87.4(2) . . ? F1 Co1 O2 94.3(2) . 4_556 ? F1 Co1 O2 84.84(19) 4_546 4_556 ? N1 Co1 O2 87.3(2) . 4_556 ? O1 Co1 O2 174.63(19) . 4_556 ? F1 Co1 N2 88.5(3) . 1_556 ? F1 Co1 N2 89.4(3) 4_546 1_556 ? N1 Co1 N2 179.3(6) . 1_556 ? O1 Co1 N2 92.8(2) . 1_556 ? O2 Co1 N2 92.6(2) 4_556 1_556 ? C11 O1 Co1 133.2(4) . . ? C11 O2 Co1 136.5(5) . 4_546 ? C12 O3 H3A 109.5 . . ? C10 N1 C6 116.3(5) . . ? C10 N1 Co1 122.0(4) . . ? C6 N1 Co1 121.6(4) . . ? C5 N2 C1 117.7(5) . . ? C5 N2 Co1 120.8(4) . 1_554 ? C1 N2 Co1 121.5(4) . 1_554 ? N2 C1 C2 122.8(6) . . ? N2 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C1 C2 C3 119.5(5) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.2 . . ? C4 C3 C2 116.9(5) . . ? C4 C3 C8 122.1(5) . . ? C2 C3 C8 121.0(5) . . ? C5 C4 C3 120.1(6) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? N2 C5 C4 123.0(6) . . ? N2 C5 H5A 118.5 . . ? C4 C5 H5A 118.5 . . ? N1 C6 C7 124.2(6) . . ? N1 C6 H6A 117.9 . . ? C7 C6 H6A 117.9 . . ? C6 C7 C8 119.4(6) . . ? C6 C7 H7A 120.3 . . ? C8 C7 H7A 120.3 . . ? C7 C8 C9 116.7(5) . . ? C7 C8 C3 121.9(5) . . ? C9 C8 C3 121.3(5) . . ? C10 C9 C8 119.2(5) . . ? C10 C9 H9A 120.4 . . ? C8 C9 H9A 120.4 . . ? N1 C10 C9 124.0(6) . . ? N1 C10 H10A 118.0 . . ? C9 C10 H10A 118.0 . . ? O2 C11 O1 127.6(5) . . ? O2 C11 C12 116.8(7) . . ? O1 C11 C12 115.7(7) . . ? O3 C12 C11 112.7(6) . . ? O3 C12 C12 110.6(4) . 2_656 ? C11 C12 C12 109.9(5) . 2_656 ? O3 C12 H12A 107.8 . . ? C11 C12 H12A 107.8 . . ? C12 C12 H12A 107.8 2_656 . ? Co1 F1 Co1 131.41(15) . 4_556 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.444 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.133 ################################### end #---------------