# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 182 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Wright, Dominic' _publ_contact_author_name 'Dr Dominic Wright' _publ_contact_author_email DSW1000@CAM.AC.UK _publ_section_title ; Transition metal complexes of the pentacyanocyclopentadienide anion ; # Attachment '- 2.cif' data_dw1061 _database_code_depnum_ccdc_archive 'CCDC 826931' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H20 Co N10 O4, C4 H8 O, 2(H2 O)' _chemical_formula_sum 'C32 H32 Co N10 O7' _chemical_formula_weight 727.61 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' N N 0.0061 0.0033 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4871(3) _cell_length_b 10.6177(4) _cell_length_c 10.7684(4) _cell_angle_alpha 107.933(2) _cell_angle_beta 98.454(2) _cell_angle_gamma 101.237(2) _cell_volume 882.97(6) _cell_formula_units_Z 1 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 7449 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.10 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 377 _exptl_absorpt_coefficient_mu 0.546 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.835 _exptl_absorpt_correction_T_max 0.911 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; The lone thf solvate molecule is disordered about an inversion centre. For the refinement, isotropic displacement parameters were assigned to the disordered C and O atoms. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 8990 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_sigmaI/netI 0.0696 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 27.11 _reflns_number_total 3784 _reflns_number_gt 2544 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0555P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3784 _refine_ls_number_parameters 237 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1041 _refine_ls_wR_factor_gt 0.1010 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.979 _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 0.0000 0.0000 1.0000 0.03130(16) Uani 1 2 d S . . O2W O -0.1354(2) 0.12365(16) 0.95208(15) 0.0432(4) Uani 1 1 d . . . H21W H -0.159(4) 0.131(3) 0.882(3) 0.065 Uiso 1 1 d . . . H22W H -0.161(4) 0.182(3) 1.001(3) 0.065 Uiso 1 1 d . . . N1 N -0.1250(2) -0.16287(16) 0.81941(16) 0.0351(4) Uani 1 1 d . . . N2 N -0.4977(3) -0.5280(2) 0.8156(2) 0.0566(6) Uani 1 1 d . . . N3 N -0.5411(3) -0.86339(19) 0.4364(2) 0.0560(6) Uani 1 1 d . . . N4 N -0.2407(3) -0.70958(19) 0.1972(2) 0.0588(6) Uani 1 1 d . . . N5 N 0.0090(3) -0.26153(19) 0.43127(18) 0.0498(5) Uani 1 1 d . . . C11 C -0.2344(3) -0.39403(19) 0.62832(19) 0.0319(5) Uani 1 1 d . . . C12 C -0.3444(3) -0.51148(19) 0.63016(19) 0.0329(5) Uani 1 1 d . . . C13 C -0.3615(3) -0.61707(19) 0.5087(2) 0.0346(5) Uani 1 1 d . . . C14 C -0.2667(3) -0.56648(19) 0.43091(19) 0.0351(5) Uani 1 1 d . . . C15 C -0.1864(3) -0.42775(19) 0.50461(19) 0.0325(5) Uani 1 1 d . . . C21 C -0.1754(3) -0.2657(2) 0.7339(2) 0.0312(5) Uani 1 1 d . . . C22 C -0.4272(3) -0.5207(2) 0.7347(2) 0.0390(6) Uani 1 1 d . . . C23 C -0.4616(3) -0.7536(2) 0.4700(2) 0.0404(6) Uani 1 1 d . . . C24 C -0.2513(3) -0.6443(2) 0.3003(2) 0.0418(6) Uani 1 1 d . . . C25 C -0.0773(3) -0.3360(2) 0.46297(19) 0.0362(5) Uani 1 1 d . . . O1 O 0.17856(18) 0.06582(14) 0.90330(13) 0.0414(4) Uani 1 1 d D . . C31 C 0.1613(3) 0.0295(3) 0.7596(2) 0.0532(7) Uani 1 1 d D . . H31A H 0.0596 0.0476 0.7188 0.064 Uiso 1 1 calc R . . H31B H 0.1565 -0.0687 0.7176 0.064 Uiso 1 1 calc R . . C32 C 0.3100(3) 0.1172(3) 0.7409(2) 0.0569(7) Uani 1 1 d D . . H32A H 0.2905 0.2056 0.7390 0.068 Uiso 1 1 calc R . . H32B H 0.3414 0.0703 0.6570 0.068 Uiso 1 1 calc R . . C33 C 0.4400(3) 0.1380(3) 0.8612(3) 0.0648(8) Uani 1 1 d D . . H33A H 0.4949 0.0621 0.8447 0.078 Uiso 1 1 calc R . . H33B H 0.5241 0.2256 0.8853 0.078 Uiso 1 1 calc R . . C34 C 0.3468(3) 0.1400(3) 0.9682(2) 0.0581(7) Uani 1 1 d D . . H34A H 0.3943 0.0960 1.0281 0.070 Uiso 1 1 calc R . . H34B H 0.3521 0.2354 1.0223 0.070 Uiso 1 1 calc R . . O1W O -0.2297(2) 0.12733(18) 0.70499(16) 0.0559(5) Uani 1 1 d . . . H11W H -0.166(4) 0.171(3) 0.658(3) 0.084 Uiso 1 1 d . . . H12W H -0.287(4) 0.055(3) 0.656(3) 0.084 Uiso 1 1 d . . . O51 O -0.0680(4) 0.5994(3) 0.9414(3) 0.0476(8) Uiso 0.50 1 d PD A -1 C52 C -0.0850(7) 0.5855(6) 1.0658(6) 0.0511(15) Uiso 0.50 1 d PD A -1 H52A H -0.1901 0.5194 1.0555 0.061 Uiso 0.50 1 calc PR A -1 H52B H -0.0823 0.6747 1.1324 0.061 Uiso 0.50 1 calc PR A -1 C53 C 0.0614(9) 0.5334(7) 1.1093(7) 0.059(2) Uiso 0.50 1 d PD A -1 H53A H 0.0306 0.4686 1.1563 0.071 Uiso 0.50 1 calc PR A -1 H53B H 0.1547 0.6101 1.1690 0.071 Uiso 0.50 1 calc PR A -1 C54 C 0.1052(8) 0.4613(6) 0.9771(5) 0.0557(17) Uiso 0.50 1 d PD A -1 H54A H 0.2187 0.5046 0.9750 0.067 Uiso 0.50 1 calc PR A -1 H54B H 0.0946 0.3630 0.9623 0.067 Uiso 0.50 1 calc PR A -1 C55 C -0.0186(9) 0.4802(6) 0.8757(6) 0.0523(18) Uiso 0.50 1 d PD A -1 H55A H 0.0304 0.4918 0.8007 0.063 Uiso 0.50 1 calc PR A -1 H55B H -0.1147 0.3995 0.8395 0.063 Uiso 0.50 1 calc PR A -1 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 0.0325(3) 0.0297(2) 0.0274(2) 0.00657(16) 0.00849(17) 0.00217(17) O2W 0.0582(12) 0.0411(9) 0.0321(8) 0.0099(7) 0.0099(8) 0.0212(8) N1 0.0359(11) 0.0338(9) 0.0303(9) 0.0087(8) 0.0067(8) 0.0016(8) N2 0.0541(15) 0.0610(13) 0.0549(12) 0.0219(10) 0.0226(11) 0.0046(11) N3 0.0605(15) 0.0365(11) 0.0560(12) 0.0097(9) 0.0054(11) -0.0055(10) N4 0.0684(17) 0.0456(11) 0.0502(12) -0.0022(10) 0.0169(11) 0.0145(11) N5 0.0508(14) 0.0473(11) 0.0464(11) 0.0154(9) 0.0161(10) -0.0013(10) C11 0.0281(12) 0.0316(10) 0.0326(11) 0.0084(9) 0.0059(9) 0.0048(9) C12 0.0284(13) 0.0324(10) 0.0370(11) 0.0122(9) 0.0071(9) 0.0054(9) C13 0.0334(13) 0.0275(10) 0.0370(11) 0.0077(9) 0.0023(10) 0.0039(9) C14 0.0336(13) 0.0295(10) 0.0357(11) 0.0038(9) 0.0053(9) 0.0070(9) C15 0.0302(13) 0.0302(10) 0.0350(11) 0.0104(9) 0.0063(9) 0.0052(9) C21 0.0280(12) 0.0347(11) 0.0315(11) 0.0142(10) 0.0075(9) 0.0043(10) C22 0.0360(14) 0.0321(11) 0.0421(13) 0.0094(10) 0.0041(11) 0.0020(10) C23 0.0398(15) 0.0393(12) 0.0384(12) 0.0101(10) 0.0068(10) 0.0084(11) C24 0.0393(15) 0.0330(11) 0.0462(13) 0.0069(11) 0.0069(11) 0.0066(10) C25 0.0376(14) 0.0359(11) 0.0287(11) 0.0037(9) 0.0056(10) 0.0088(10) O1 0.0361(10) 0.0487(8) 0.0330(8) 0.0124(7) 0.0106(7) -0.0025(7) C31 0.0539(17) 0.0660(15) 0.0372(13) 0.0200(12) 0.0142(11) 0.0035(13) C32 0.0556(18) 0.0679(16) 0.0548(15) 0.0283(13) 0.0257(14) 0.0118(14) C33 0.0407(17) 0.0872(19) 0.0764(18) 0.0397(16) 0.0256(14) 0.0113(14) C34 0.0350(15) 0.0797(17) 0.0495(14) 0.0189(13) 0.0091(11) -0.0025(13) O1W 0.0567(13) 0.0567(11) 0.0395(9) 0.0162(8) 0.0037(8) -0.0128(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2W 2.0352(17) 2_557 ? Co1 O2W 2.0352(17) . ? Co1 O1 2.0901(13) . ? Co1 O1 2.0901(13) 2_557 ? Co1 N1 2.1226(16) . ? Co1 N1 2.1226(17) 2_557 ? O2W H21W 0.79(3) . ? O2W H22W 0.77(3) . ? N1 C21 1.143(2) . ? N2 C22 1.140(3) . ? N3 C23 1.143(2) . ? N4 C24 1.140(3) . ? N5 C25 1.136(3) . ? C11 C15 1.411(3) . ? C11 C12 1.412(3) . ? C11 C21 1.419(3) . ? C12 C13 1.402(3) . ? C12 C22 1.430(3) . ? C13 C14 1.394(3) . ? C13 C23 1.429(3) . ? C14 C15 1.412(3) . ? C14 C24 1.435(3) . ? C15 C25 1.431(3) . ? O1 C34 1.441(3) . ? O1 C31 1.452(2) . ? C31 C32 1.493(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.501(4) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.488(3) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? O1W H11W 0.95(3) . ? O1W H12W 0.80(3) . ? O51 C52 1.417(6) . ? O51 C55 1.421(7) . ? C52 C53 1.525(8) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.532(7) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 C55 1.488(8) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2W Co1 O2W 180.000(1) 2_557 . ? O2W Co1 O1 89.36(7) 2_557 . ? O2W Co1 O1 90.64(7) . . ? O2W Co1 O1 90.64(7) 2_557 2_557 ? O2W Co1 O1 89.36(7) . 2_557 ? O1 Co1 O1 180.0 . 2_557 ? O2W Co1 N1 89.19(7) 2_557 . ? O2W Co1 N1 90.81(7) . . ? O1 Co1 N1 90.02(6) . . ? O1 Co1 N1 89.98(6) 2_557 . ? O2W Co1 N1 90.81(7) 2_557 2_557 ? O2W Co1 N1 89.19(7) . 2_557 ? O1 Co1 N1 89.98(6) . 2_557 ? O1 Co1 N1 90.02(6) 2_557 2_557 ? N1 Co1 N1 180.0 . 2_557 ? Co1 O2W H21W 128(2) . . ? Co1 O2W H22W 127(2) . . ? H21W O2W H22W 104(3) . . ? C21 N1 Co1 165.93(17) . . ? C15 C11 C12 108.11(16) . . ? C15 C11 C21 125.31(17) . . ? C12 C11 C21 126.52(18) . . ? C13 C12 C11 107.47(17) . . ? C13 C12 C22 126.01(18) . . ? C11 C12 C22 126.50(17) . . ? C14 C13 C12 108.84(16) . . ? C14 C13 C23 125.55(17) . . ? C12 C13 C23 125.61(18) . . ? C13 C14 C15 108.09(16) . . ? C13 C14 C24 125.33(17) . . ? C15 C14 C24 126.56(19) . . ? C11 C15 C14 107.49(17) . . ? C11 C15 C25 125.46(17) . . ? C14 C15 C25 127.05(18) . . ? N1 C21 C11 178.7(2) . . ? N2 C22 C12 177.8(3) . . ? N3 C23 C13 178.5(2) . . ? N4 C24 C14 178.0(2) . . ? N5 C25 C15 179.0(2) . . ? C34 O1 C31 108.56(16) . . ? C34 O1 Co1 124.93(12) . . ? C31 O1 Co1 126.04(13) . . ? O1 C31 C32 105.81(18) . . ? O1 C31 H31A 110.6 . . ? C32 C31 H31A 110.6 . . ? O1 C31 H31B 110.6 . . ? C32 C31 H31B 110.6 . . ? H31A C31 H31B 108.7 . . ? C31 C32 C33 103.37(19) . . ? C31 C32 H32A 111.1 . . ? C33 C32 H32A 111.1 . . ? C31 C32 H32B 111.1 . . ? C33 C32 H32B 111.1 . . ? H32A C32 H32B 109.1 . . ? C34 C33 C32 103.7(2) . . ? C34 C33 H33A 111.0 . . ? C32 C33 H33A 111.0 . . ? C34 C33 H33B 111.0 . . ? C32 C33 H33B 111.0 . . ? H33A C33 H33B 109.0 . . ? O1 C34 C33 107.28(19) . . ? O1 C34 H34A 110.3 . . ? C33 C34 H34A 110.3 . . ? O1 C34 H34B 110.3 . . ? C33 C34 H34B 110.3 . . ? H34A C34 H34B 108.5 . . ? H11W O1W H12W 111(3) . . ? C52 O51 C55 103.0(4) . . ? O51 C52 C53 105.2(4) . . ? O51 C52 H52A 110.7 . . ? C53 C52 H52A 110.7 . . ? O51 C52 H52B 110.7 . . ? C53 C52 H52B 110.7 . . ? H52A C52 H52B 108.8 . . ? C52 C53 C54 103.5(5) . . ? C52 C53 H53A 111.1 . . ? C54 C53 H53A 111.1 . . ? C52 C53 H53B 111.1 . . ? C54 C53 H53B 111.1 . . ? H53A C53 H53B 109.0 . . ? C55 C54 C53 102.9(5) . . ? C55 C54 H54A 111.2 . . ? C53 C54 H54A 111.2 . . ? C55 C54 H54B 111.2 . . ? C53 C54 H54B 111.2 . . ? H54A C54 H54B 109.1 . . ? O51 C55 C54 107.1(5) . . ? O51 C55 H55A 110.3 . . ? C54 C55 H55A 110.3 . . ? O51 C55 H55B 110.3 . . ? C54 C55 H55B 110.3 . . ? H55A C55 H55B 108.6 . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 27.11 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.363 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.080 # Attachment '- 3.cif' data_dw1069 _database_code_depnum_ccdc_archive 'CCDC 826932' #TrackingRef '- 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H36 Cl2 Co2 N10 O4.25' _chemical_formula_weight 889.53 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' 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 monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 14.803(3) _cell_length_b 19.960(4) _cell_length_c 14.727(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.18(3) _cell_angle_gamma 90.00 _cell_volume 4236.6(15) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 90406 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.03 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 0.960 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.782 _exptl_absorpt_correction_T_max 0.944 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_monochromator graphite _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 34919 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 25.05 _reflns_number_total 7390 _reflns_number_gt 5117 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _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 fullcycle _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1269P)^2^+6.8914P] 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 7390 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1005 _refine_ls_R_factor_gt 0.0752 _refine_ls_wR_factor_ref 0.2323 _refine_ls_wR_factor_gt 0.2240 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 0.39136(5) 0.03101(3) 0.94900(5) 0.0474(3) Uani 1 1 d . . . Cl1 Cl 0.54720(10) 0.05175(7) 0.93282(10) 0.0562(4) Uani 1 1 d . . . N1 N 0.3970(4) 0.1039(2) 1.0550(3) 0.0577(12) Uani 1 1 d . . . N2 N 0.3738(3) 0.0478(2) 1.3479(3) 0.0564(12) Uani 1 1 d . . . N3 N 0.3504(6) 0.2348(3) 1.4966(4) 0.098(2) Uani 1 1 d . . . N4 N 0.3692(6) 0.4042(3) 1.3094(5) 0.105(2) Uani 1 1 d . . . N5 N 0.4051(5) 0.3214(3) 1.0407(4) 0.0900(19) Uani 1 1 d . . . C1 C 0.3925(4) 0.1390(3) 1.1155(4) 0.0457(12) Uani 1 1 d . . . C2 C 0.3742(4) 0.0997(3) 1.3158(4) 0.0489(13) Uani 1 1 d . . . C3 C 0.3595(5) 0.2303(3) 1.4224(4) 0.0642(16) Uani 1 1 d . . . C4 C 0.3720(5) 0.3484(3) 1.2919(4) 0.0716(18) Uani 1 1 d . . . C5 C 0.3966(5) 0.2910(3) 1.1037(4) 0.0599(15) Uani 1 1 d . . . C11 C 0.3847(3) 0.1835(2) 1.1896(3) 0.0424(11) Uani 1 1 d . . . C12 C 0.3751(3) 0.1660(3) 1.2784(3) 0.0440(12) Uani 1 1 d . . . C13 C 0.3707(4) 0.2255(3) 1.3284(3) 0.0492(13) Uani 1 1 d . . . C14 C 0.3758(4) 0.2793(3) 1.2691(4) 0.0535(14) Uani 1 1 d . . . C15 C 0.3862(4) 0.2533(2) 1.1833(3) 0.0478(12) Uani 1 1 d . . . O1 O 0.2560(3) 0.0132(2) 0.9598(3) 0.0687(12) Uani 1 1 d . . . C31 C 0.1843(9) 0.0557(7) 0.9300(16) 0.247(11) Uani 1 1 d . . . H31A H 0.1706 0.0597 0.8626 0.297 Uiso 1 1 calc R . . H31B H 0.1991 0.0998 0.9569 0.297 Uiso 1 1 calc R . . C32 C 0.1041(8) 0.0269(7) 0.9608(15) 0.207(9) Uani 1 1 d . . . H32A H 0.0868 0.0560 1.0068 0.248 Uiso 1 1 calc R . . H32B H 0.0514 0.0232 0.9080 0.248 Uiso 1 1 calc R . . C33 C 0.1280(8) -0.0365(6) 0.9995(14) 0.195(8) Uani 1 1 d . . . H33A H 0.0828 -0.0699 0.9711 0.234 Uiso 1 1 calc R . . H33B H 0.1330 -0.0362 1.0663 0.234 Uiso 1 1 calc R . . C34 C 0.2215(8) -0.0497(6) 0.9770(10) 0.145(4) Uani 1 1 d . . . H34A H 0.2631 -0.0714 1.0291 0.174 Uiso 1 1 calc R . . H34B H 0.2144 -0.0782 0.9225 0.174 Uiso 1 1 calc R . . O2 O 0.3452(3) 0.1047(2) 0.8491(3) 0.0644(11) Uani 1 1 d . . . C41 C 0.3693(7) 0.1748(3) 0.8640(6) 0.098(3) Uani 1 1 d . . . H41A H 0.4308 0.1795 0.9041 0.118 Uiso 1 1 calc R . . H41B H 0.3252 0.1975 0.8930 0.118 Uiso 1 1 calc R . . C42 C 0.3668(9) 0.2034(5) 0.7714(8) 0.135(4) Uani 1 1 d . . . H42A H 0.3394 0.2478 0.7660 0.162 Uiso 1 1 calc R . . H42B H 0.4288 0.2065 0.7604 0.162 Uiso 1 1 calc R . . C43 C 0.3104(12) 0.1580(6) 0.7061(7) 0.168(6) Uani 1 1 d . . . H43A H 0.3297 0.1580 0.6474 0.202 Uiso 1 1 calc R . . H43B H 0.2456 0.1707 0.6945 0.202 Uiso 1 1 calc R . . C44 C 0.3248(9) 0.0908(4) 0.7505(5) 0.125(4) Uani 1 1 d . . . H44A H 0.2693 0.0636 0.7322 0.150 Uiso 1 1 calc R . . H44B H 0.3761 0.0677 0.7334 0.150 Uiso 1 1 calc R . . Co2 Co 0.11377(7) 0.50280(4) 0.48440(6) 0.0722(3) Uani 1 1 d . . . Cl2 Cl 0.03685(14) 0.44167(9) 0.58245(13) 0.0806(5) Uani 1 1 d . . . N6 N 0.0971(4) 0.4221(3) 0.3853(4) 0.0751(16) Uani 1 1 d . . . N7 N 0.1404(4) 0.4204(3) 0.0873(4) 0.0783(16) Uani 1 1 d . . . N8 N 0.1736(5) 0.2183(3) 0.0121(4) 0.0907(19) Uani 1 1 d . . . N9 N 0.1309(6) 0.0847(3) 0.2293(6) 0.111(2) Uani 1 1 d . . . N0 N 0.0903(6) 0.2106(4) 0.4704(5) 0.109(2) Uani 1 1 d . . . C6 C 0.1062(5) 0.3767(3) 0.3414(4) 0.0655(16) Uani 1 1 d . . . C7 C 0.1370(5) 0.3772(3) 0.1374(4) 0.0619(15) Uani 1 1 d . . . C8 C 0.1566(5) 0.2344(3) 0.0794(4) 0.0629(16) Uani 1 1 d . . . C9 C 0.1296(5) 0.1426(3) 0.2344(5) 0.0709(18) Uani 1 1 d . . . C10 C 0.1023(5) 0.2296(3) 0.4013(4) 0.0703(17) Uani 1 1 d . . . C16 C 0.1184(4) 0.3200(3) 0.2868(4) 0.0569(15) Uani 1 1 d . . . C17 C 0.1318(4) 0.3211(3) 0.1952(4) 0.0535(14) Uani 1 1 d . . . C18 C 0.1389(4) 0.2546(3) 0.1673(4) 0.0549(14) Uani 1 1 d . . . C19 C 0.1278(4) 0.2131(3) 0.2399(4) 0.0540(14) Uani 1 1 d . . . C20 C 0.1159(4) 0.2526(3) 0.3133(4) 0.0560(14) Uani 1 1 d . . . O3 O 0.1740(4) 0.5599(2) 0.3973(3) 0.0864(15) Uani 1 1 d . . . C51 C 0.1587(10) 0.6315(5) 0.3810(9) 0.153(5) Uani 1 1 d . . . H51A H 0.1794 0.6562 0.4387 0.183 Uiso 1 1 calc R . . H51B H 0.0933 0.6405 0.3567 0.183 Uiso 1 1 calc R . . C52 C 0.2112(11) 0.6510(6) 0.3144(9) 0.175(6) Uani 1 1 d . . . H52A H 0.1699 0.6620 0.2551 0.210 Uiso 1 1 calc R . . H52B H 0.2490 0.6899 0.3366 0.210 Uiso 1 1 calc R . . C53 C 0.2693(12) 0.5948(6) 0.3038(11) 0.196(8) Uani 1 1 d . . . H53A H 0.3297 0.5985 0.3462 0.235 Uiso 1 1 calc R . . H53B H 0.2776 0.5921 0.2404 0.235 Uiso 1 1 calc R . . C54 C 0.2184(9) 0.5355(5) 0.3265(8) 0.134(4) Uani 1 1 d . . . H54A H 0.1730 0.5201 0.2722 0.161 Uiso 1 1 calc R . . H54B H 0.2607 0.4991 0.3500 0.161 Uiso 1 1 calc R . . O4 O 0.2515(4) 0.4641(2) 0.5429(4) 0.0875(15) Uani 1 1 d . . . C61 C 0.3267(7) 0.5070(5) 0.5825(8) 0.127(4) Uani 1 1 d . . . H61A H 0.3195 0.5238 0.6423 0.153 Uiso 1 1 calc R . . H61B H 0.3284 0.5449 0.5417 0.153 Uiso 1 1 calc R . . C62 C 0.4154(12) 0.4671(7) 0.5951(13) 0.194(7) Uani 1 1 d . . . H62A H 0.4479 0.4775 0.5466 0.233 Uiso 1 1 calc R . . H62B H 0.4563 0.4759 0.6554 0.233 Uiso 1 1 calc R . . C63 C 0.3841(7) 0.3985(6) 0.5885(8) 0.131(4) Uani 1 1 d . . . H63A H 0.4203 0.3723 0.5541 0.157 Uiso 1 1 calc R . . H63B H 0.3920 0.3794 0.6504 0.157 Uiso 1 1 calc R . . C64 C 0.2833(7) 0.3970(4) 0.5390(6) 0.100(3) Uani 1 1 d . . . H64A H 0.2762 0.3826 0.4749 0.120 Uiso 1 1 calc R . . H64B H 0.2490 0.3667 0.5701 0.120 Uiso 1 1 calc R . . O1S O 0.0000 0.115(3) 0.7500 0.29(2) Uiso 0.50 2 d SP . . C1S C -0.027(2) 0.1584(15) 0.8034(19) 0.295(13) Uiso 1 1 d . . . C2S C -0.023(2) 0.2320(14) 0.7904(19) 0.307(13) Uiso 1 1 d . . . H1SA H 0.0075 0.1597 0.8745 0.368 Uiso 1 1 d . . . H1SB H -0.0928 0.1569 0.8139 0.368 Uiso 1 1 d . . . H2SA H 0.0110 0.2624 0.8432 0.368 Uiso 1 1 d . . . H2SB H -0.0852 0.2574 0.7726 0.368 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 0.0577(5) 0.0396(4) 0.0490(4) -0.0042(3) 0.0204(3) 0.0008(3) Cl1 0.0645(9) 0.0491(8) 0.0613(8) 0.0078(6) 0.0273(7) -0.0014(6) N1 0.080(3) 0.043(3) 0.055(3) -0.001(2) 0.024(2) 0.010(2) N2 0.065(3) 0.045(3) 0.064(3) 0.014(2) 0.025(2) 0.006(2) N3 0.164(7) 0.081(4) 0.064(4) -0.007(3) 0.056(4) 0.001(4) N4 0.176(8) 0.049(4) 0.088(4) -0.010(3) 0.028(5) 0.014(4) N5 0.134(6) 0.069(4) 0.069(4) 0.024(3) 0.029(4) 0.003(4) C1 0.049(3) 0.038(3) 0.053(3) 0.005(3) 0.020(2) 0.007(2) C2 0.047(3) 0.051(4) 0.050(3) -0.003(3) 0.015(2) 0.002(2) C3 0.091(5) 0.046(3) 0.060(4) -0.004(3) 0.026(3) 0.005(3) C4 0.113(6) 0.047(4) 0.054(3) -0.006(3) 0.016(4) 0.010(3) C5 0.081(4) 0.041(3) 0.058(4) 0.000(3) 0.016(3) 0.002(3) C11 0.049(3) 0.036(3) 0.043(3) 0.000(2) 0.012(2) 0.006(2) C12 0.042(3) 0.043(3) 0.048(3) 0.002(2) 0.013(2) 0.004(2) C13 0.060(3) 0.047(3) 0.044(3) -0.002(2) 0.017(2) 0.002(3) C14 0.072(4) 0.036(3) 0.052(3) -0.004(2) 0.014(3) 0.003(3) C15 0.063(3) 0.036(3) 0.045(3) 0.000(2) 0.014(2) 0.004(2) O1 0.050(2) 0.072(3) 0.088(3) 0.001(2) 0.024(2) -0.006(2) C31 0.120(10) 0.155(13) 0.50(3) 0.118(18) 0.148(16) 0.017(9) C32 0.084(7) 0.143(12) 0.43(3) 0.030(14) 0.137(12) 0.014(7) C33 0.109(9) 0.126(10) 0.40(3) -0.002(13) 0.157(13) -0.028(8) C34 0.114(8) 0.139(10) 0.196(12) 0.004(9) 0.067(8) 0.003(7) O2 0.086(3) 0.052(2) 0.058(2) 0.0060(19) 0.021(2) 0.012(2) C41 0.142(8) 0.049(4) 0.100(6) 0.014(4) 0.018(5) 0.009(4) C42 0.187(12) 0.088(7) 0.159(10) 0.054(7) 0.097(10) 0.029(7) C43 0.30(2) 0.112(9) 0.102(8) 0.046(7) 0.071(10) 0.068(11) C44 0.235(13) 0.086(6) 0.051(4) 0.009(4) 0.026(6) 0.036(7) Co2 0.1097(8) 0.0472(5) 0.0716(6) -0.0115(4) 0.0452(6) -0.0065(5) Cl2 0.1144(15) 0.0572(10) 0.0795(11) 0.0029(8) 0.0416(10) -0.0032(9) N6 0.108(5) 0.055(3) 0.069(3) -0.009(3) 0.035(3) -0.007(3) N7 0.111(5) 0.055(3) 0.079(4) 0.014(3) 0.043(3) 0.012(3) N8 0.119(5) 0.085(4) 0.073(4) -0.011(3) 0.032(4) 0.016(4) N9 0.140(7) 0.052(4) 0.143(7) -0.003(4) 0.037(5) 0.008(4) N0 0.132(6) 0.121(6) 0.081(4) 0.038(4) 0.038(4) 0.010(5) C6 0.098(5) 0.048(4) 0.055(3) 0.000(3) 0.027(3) -0.005(3) C7 0.080(4) 0.049(4) 0.063(4) -0.001(3) 0.029(3) 0.006(3) C8 0.079(4) 0.051(4) 0.060(4) -0.006(3) 0.020(3) 0.010(3) C9 0.087(5) 0.046(4) 0.080(4) 0.001(3) 0.020(4) 0.000(3) C10 0.093(5) 0.062(4) 0.060(4) 0.012(3) 0.025(4) -0.001(3) C16 0.078(4) 0.042(3) 0.057(3) -0.002(3) 0.028(3) 0.004(3) C17 0.072(4) 0.037(3) 0.056(3) 0.010(2) 0.025(3) 0.007(3) C18 0.072(4) 0.043(3) 0.050(3) -0.002(2) 0.013(3) 0.006(3) C19 0.064(4) 0.041(3) 0.056(3) 0.002(2) 0.011(3) 0.004(3) C20 0.073(4) 0.044(3) 0.052(3) 0.005(3) 0.016(3) 0.002(3) O3 0.125(4) 0.058(3) 0.092(3) -0.005(2) 0.060(3) -0.003(3) C51 0.223(13) 0.067(6) 0.208(12) 0.029(7) 0.133(11) 0.013(7) C52 0.272(18) 0.125(10) 0.156(11) 0.005(8) 0.111(12) -0.073(11) C53 0.30(2) 0.115(10) 0.244(16) -0.035(10) 0.217(16) -0.064(11) C54 0.214(12) 0.089(7) 0.140(8) -0.019(6) 0.124(9) -0.017(7) O4 0.115(4) 0.060(3) 0.097(4) -0.020(3) 0.045(3) -0.002(3) C61 0.119(9) 0.102(8) 0.150(10) -0.026(7) 0.009(7) 0.008(7) C62 0.185(16) 0.127(12) 0.26(2) -0.017(12) 0.021(14) -0.029(11) C63 0.126(9) 0.134(10) 0.121(8) -0.036(7) 0.008(6) 0.042(7) C64 0.129(8) 0.070(5) 0.106(6) -0.013(4) 0.036(6) 0.004(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 O1 2.077(10) . ? Co1 O2 2.082(9) . ? Co1 N1 2.122(12) . ? Co1 N2 2.140(12) 4 ? Co1 Cl1 2.408(6) . ? Co1 Cl1 2.421(6) 3_657 ? Cl1 Co1 2.421(6) 3_657 ? N1 C1 1.147(16) . ? N2 C2 1.139(17) . ? N2 Co1 2.140(12) 4_556 ? N3 C3 1.135(18) . ? N4 C4 1.146(19) . ? N5 C5 1.140(19) . ? C1 C11 1.432(17) . ? C2 C12 1.436(19) . ? C3 C13 1.434(18) . ? C4 C14 1.42(2) . ? C5 C15 1.43(2) . ? C11 C15 1.397(17) . ? C11 C12 1.391(16) . ? C12 C13 1.407(18) . ? C13 C14 1.396(18) . ? C14 C15 1.405(17) . ? O1 C31 1.35(3) . ? O1 C34 1.40(3) . ? C31 C32 1.48(3) . ? C32 C33 1.40(5) . ? C33 C34 1.52(4) . ? O2 C44 1.44(2) . ? O2 C41 1.45(2) . ? C41 C42 1.47(3) . ? C42 C43 1.44(4) . ? C43 C44 1.48(3) . ? Co2 O3 2.064(11) . ? Co2 N7 2.128(13) 4_566 ? Co2 N6 2.149(14) . ? Co2 O4 2.167(14) . ? Co2 Cl2 2.371(8) . ? Co2 Cl2 2.484(9) 3_566 ? Cl2 Co2 2.484(9) 3_566 ? N6 C6 1.139(19) . ? N7 C7 1.143(19) . ? N7 Co2 2.128(13) 4_565 ? N8 C8 1.124(19) . ? N9 C9 1.16(2) . ? N0 C10 1.14(2) . ? C6 C16 1.42(2) . ? C7 C17 1.420(19) . ? C8 C18 1.44(2) . ? C9 C19 1.41(2) . ? C10 C20 1.43(2) . ? C16 C20 1.404(18) . ? C16 C17 1.407(19) . ? C17 C18 1.399(18) . ? C18 C19 1.391(19) . ? C19 C20 1.381(19) . ? O3 C51 1.46(3) . ? O3 C54 1.44(2) . ? C51 C52 1.44(4) . ? C52 C53 1.44(6) . ? C53 C54 1.48(4) . ? O4 C64 1.43(2) . ? O4 C61 1.42(3) . ? C61 C62 1.51(5) . ? C62 C63 1.44(4) . ? C63 C64 1.50(3) . ? O1S C1S 1.28(4) . ? O1S C1S 1.28(4) 2_556 ? C1S C2S 1.48(3) . ? C2S C2S 1.50(5) 2_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 O1 Co1 O2 90.5(4) . . ? O1 Co1 N1 86.5(5) . . ? O2 Co1 N1 89.3(4) . . ? O1 Co1 N2 87.7(4) . 4 ? O2 Co1 N2 93.3(4) . 4 ? N1 Co1 N2 173.6(5) . 4 ? O1 Co1 Cl1 178.7(3) . . ? O2 Co1 Cl1 88.6(3) . . ? N1 Co1 Cl1 94.4(4) . . ? N2 Co1 Cl1 91.4(3) 4 . ? O1 Co1 Cl1 92.2(3) . 3_657 ? O2 Co1 Cl1 177.0(4) . 3_657 ? N1 Co1 Cl1 89.6(3) . 3_657 ? N2 Co1 Cl1 88.0(4) 4 3_657 ? Cl1 Co1 Cl1 88.7(2) . 3_657 ? Co1 Cl1 Co1 91.3(2) . 3_657 ? C1 N1 Co1 172.2(12) . . ? C2 N2 Co1 160.9(12) . 4_556 ? N1 C1 C11 178.6(13) . . ? N2 C2 C12 178.1(14) . . ? N3 C3 C13 179.2(19) . . ? N4 C4 C14 179.3(19) . . ? N5 C5 C15 179.5(16) . . ? C15 C11 C12 108.6(10) . . ? C15 C11 C1 124.2(11) . . ? C12 C11 C1 127.1(11) . . ? C13 C12 C11 107.9(10) . . ? C13 C12 C2 124.9(11) . . ? C11 C12 C2 127.2(11) . . ? C12 C13 C14 107.7(11) . . ? C12 C13 C3 126.2(12) . . ? C14 C13 C3 126.0(12) . . ? C15 C14 C13 108.2(11) . . ? C15 C14 C4 125.9(13) . . ? C13 C14 C4 125.9(12) . . ? C11 C15 C14 107.5(11) . . ? C11 C15 C5 125.8(11) . . ? C14 C15 C5 126.7(12) . . ? C31 O1 C34 109.3(19) . . ? C31 O1 Co1 124.5(12) . . ? C34 O1 Co1 124.5(14) . . ? O1 C31 C32 106(2) . . ? C33 C32 C31 109(2) . . ? C32 C33 C34 103(3) . . ? O1 C34 C33 106(2) . . ? C44 O2 C41 109.0(13) . . ? C44 O2 Co1 122.5(10) . . ? C41 O2 Co1 123.0(10) . . ? O2 C41 C42 106.3(17) . . ? C43 C42 C41 105.2(19) . . ? C42 C43 C44 106(2) . . ? O2 C44 C43 104.3(18) . . ? O3 Co2 N7 90.5(5) . 4_566 ? O3 Co2 N6 89.5(5) . . ? N7 Co2 N6 175.6(6) 4_566 . ? O3 Co2 O4 86.7(5) . . ? N7 Co2 O4 88.2(5) 4_566 . ? N6 Co2 O4 87.4(5) . . ? O3 Co2 Cl2 176.6(4) . . ? N7 Co2 Cl2 88.5(4) 4_566 . ? N6 Co2 Cl2 91.8(4) . . ? O4 Co2 Cl2 96.5(4) . . ? O3 Co2 Cl2 89.1(4) . 3_566 ? N7 Co2 Cl2 88.0(5) 4_566 3_566 ? N6 Co2 Cl2 96.4(5) . 3_566 ? O4 Co2 Cl2 174.3(4) . 3_566 ? Cl2 Co2 Cl2 87.6(3) . 3_566 ? Co2 Cl2 Co2 92.4(3) . 3_566 ? C6 N6 Co2 166.3(15) . . ? C7 N7 Co2 167.1(15) . 4_565 ? N6 C6 C16 179.5(18) . . ? N7 C7 C17 176.7(15) . . ? N8 C8 C18 177.7(18) . . ? N9 C9 C19 179.6(19) . . ? N0 C10 C20 178.8(19) . . ? C20 C16 C17 107.5(11) . . ? C20 C16 C6 126.2(13) . . ? C17 C16 C6 126.3(12) . . ? C18 C17 C7 123.7(12) . . ? C18 C17 C16 107.6(11) . . ? C7 C17 C16 128.7(12) . . ? C19 C18 C17 108.0(11) . . ? C19 C18 C8 127.1(12) . . ? C17 C18 C8 124.9(12) . . ? C18 C19 C9 122.9(12) . . ? C18 C19 C20 108.7(11) . . ? C9 C19 C20 128.4(13) . . ? C16 C20 C19 108.2(11) . . ? C16 C20 C10 125.3(13) . . ? C19 C20 C10 126.5(13) . . ? C51 O3 C54 107.0(16) . . ? C51 O3 Co2 124.8(13) . . ? C54 O3 Co2 126.7(11) . . ? O3 C51 C52 107(3) . . ? C53 C52 C51 107(3) . . ? C52 C53 C54 105(3) . . ? O3 C54 C53 103.5(19) . . ? C64 O4 C61 110.3(17) . . ? C64 O4 Co2 127.5(12) . . ? C61 O4 Co2 121.8(13) . . ? O4 C61 C62 108(2) . . ? C63 C62 C61 104(3) . . ? C64 C63 C62 109(3) . . ? O4 C64 C63 105.2(18) . . ? C1S O1S C1S 96(5) . 2_556 ? C2S C1S O1S 124(4) . . ? C1S C2S C2S 97.9(17) . 2_556 ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.884 _refine_diff_density_min -0.671 _refine_diff_density_rms 0.092 # Attachment '- 4.cif' data_dw1111 _database_code_depnum_ccdc_archive 'CCDC 826933' #TrackingRef '- 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H6 Cu N7' _chemical_formula_sum 'C14 H6 Cu N7' _chemical_formula_weight 335.80 _chemical_absolute_structure ; Flack parameter 0.003(17), 1037 Friedel pairs ; 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M C222(1) _symmetry_space_group_name_Hall 'C 2c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' _cell_length_a 4.8026(1) _cell_length_b 20.3040(5) _cell_length_c 15.9930(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1559.51(7) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5234 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 32.03 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 1.406 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.789 _exptl_absorpt_correction_T_max 0.866 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 7371 _diffrn_reflns_av_R_equivalents 0.0316 _diffrn_reflns_av_sigmaI/netI 0.0348 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 32.03 _reflns_number_total 2613 _reflns_number_gt 2268 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _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^)+(0.0580P)^2^+0.0864P] 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 0.003(17) _refine_ls_number_reflns 2613 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0437 _refine_ls_R_factor_gt 0.0313 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.0866 _refine_ls_goodness_of_fit_ref 1.204 _refine_ls_restrained_S_all 1.204 _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 Cu1 Cu 1.28650(7) 1.0000 0.5000 0.03544(12) Uani 1 2 d S . . N1 N 0.8240(7) 1.22380(13) 0.35783(18) 0.0643(7) Uani 1 1 d . . . N2 N 1.0377(4) 1.02339(10) 0.40570(11) 0.0377(4) Uani 1 1 d . . . N3 N 0.5000 0.89240(17) 0.2500 0.0807(17) Uani 1 2 d S . . N4 N 1.5165(5) 0.92217(9) 0.47009(12) 0.0392(4) Uani 1 1 d . . . C11 C 0.6028(5) 1.12599(10) 0.28123(13) 0.0337(4) Uani 1 1 d . . . C12 C 0.6666(4) 1.05959(10) 0.30028(11) 0.0310(4) Uani 1 1 d . . . C13 C 0.5000 1.01902(15) 0.2500 0.0318(6) Uani 1 2 d S . . C21 C 0.7238(6) 1.18129(11) 0.32202(16) 0.0436(5) Uani 1 1 d . . . C22 C 0.8711(5) 1.03919(10) 0.35856(12) 0.0329(4) Uani 1 1 d . . . C23 C 0.5000 0.94895(17) 0.2500 0.0465(9) Uani 1 2 d S . . C31 C 1.8503(7) 0.83082(14) 0.4186(2) 0.0568(7) Uani 1 1 d . . . H31A H 1.9413 0.8098 0.4665 0.068 Uiso 1 1 calc R . . H31B H 1.9917 0.8508 0.3824 0.068 Uiso 1 1 calc R . . H31C H 1.7458 0.7977 0.3870 0.068 Uiso 1 1 calc R . . C32 C 1.6607(5) 0.88158(11) 0.44813(15) 0.0400(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02939(17) 0.0502(2) 0.02674(16) -0.00002(14) 0.000 0.000 N1 0.0650(18) 0.0553(12) 0.0725(17) -0.0115(12) -0.0117(15) -0.0108(13) N2 0.0306(8) 0.0566(10) 0.0261(7) 0.0016(7) 0.0004(7) 0.0008(8) N3 0.145(5) 0.0456(16) 0.051(2) 0.000 -0.034(3) 0.000 N4 0.0364(10) 0.0442(9) 0.0371(9) -0.0017(8) -0.0014(8) -0.0003(9) C11 0.0289(9) 0.0413(10) 0.0307(9) -0.0007(7) 0.0012(8) -0.0017(9) C12 0.0258(9) 0.0442(10) 0.0230(8) -0.0011(7) 0.0011(6) 0.0009(8) C13 0.0305(13) 0.0442(14) 0.0209(11) 0.000 -0.0004(9) 0.000 C21 0.0394(12) 0.0463(10) 0.0452(12) -0.0029(9) -0.0044(10) -0.0019(11) C22 0.0301(9) 0.0458(10) 0.0229(8) -0.0017(7) 0.0042(7) -0.0010(8) C23 0.066(3) 0.0464(17) 0.0271(14) 0.000 -0.0101(15) 0.000 C31 0.0485(15) 0.0509(13) 0.0709(19) -0.0100(12) -0.0071(14) 0.0107(13) C32 0.0364(11) 0.0440(11) 0.0396(11) -0.0009(9) -0.0052(9) -0.0034(10) _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 Cu1 N2 1.9819(19) . ? Cu1 N2 1.9819(19) 3_576 ? Cu1 N4 1.987(2) 3_576 ? Cu1 N4 1.987(2) . ? N1 C21 1.142(4) . ? N2 C22 1.145(3) . ? N3 C23 1.148(5) . ? N4 C32 1.132(3) . ? C11 C11 1.405(4) 4_655 ? C11 C12 1.416(3) . ? C11 C21 1.423(3) . ? C12 C13 1.402(3) . ? C12 C22 1.416(3) . ? C13 C12 1.402(3) 4_655 ? C13 C23 1.423(5) . ? C31 C32 1.454(4) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cu1 N2 105.85(11) . 3_576 ? N2 Cu1 N4 109.14(9) . 3_576 ? N2 Cu1 N4 110.04(9) 3_576 3_576 ? N2 Cu1 N4 110.03(8) . . ? N2 Cu1 N4 109.14(9) 3_576 . ? N4 Cu1 N4 112.43(13) 3_576 . ? C22 N2 Cu1 171.61(18) . . ? C32 N4 Cu1 173.6(2) . . ? C11 C11 C12 107.77(12) 4_655 . ? C11 C11 C21 127.83(14) 4_655 . ? C12 C11 C21 124.4(2) . . ? C13 C12 C11 108.21(19) . . ? C13 C12 C22 126.99(19) . . ? C11 C12 C22 124.77(19) . . ? C12 C13 C12 108.0(3) . 4_655 ? C12 C13 C23 125.98(13) . . ? C12 C13 C23 125.98(13) 4_655 . ? N1 C21 C11 176.8(3) . . ? N2 C22 C12 179.2(2) . . ? N3 C23 C13 180.000(1) . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N4 C32 C31 178.4(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 32.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.412 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.123