# Electronic Supplementary Material (ESI) for Chemical Science # 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_bm12s _database_code_depnum_ccdc_archive 'CCDC 914678' #TrackingRef '15958_web_deposit_cif_file_0_TaoLi_1354876800.bio-MOF-12.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common bio-MOF-12 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H16 Co N6 O3' _chemical_formula_weight 339.23 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 17.243(3) _cell_length_b 17.243(3) _cell_length_c 20.157(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5993(2) _cell_formula_units_Z 16 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 2322 _cell_measurement_theta_min 2.622 _cell_measurement_theta_max 21.592 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.504 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2800 _exptl_absorpt_coefficient_mu 1.164 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8005 _exptl_absorpt_correction_T_max 0.8005 _exptl_absorpt_process_details 'Bruker Sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 Smart Apex CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30135 _diffrn_reflns_av_R_equivalents 0.0962 _diffrn_reflns_av_sigmaI/netI 0.0585 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 28.39 _reflns_number_total 3750 _reflns_number_gt 2453 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0377P)^2^+3.9774P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3750 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.0985 _refine_ls_wR_factor_gt 0.0855 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 0.03761(2) 0.46924(2) 0.060409(18) 0.02761(12) Uani 1 1 d . . . C1 C 0.11616(16) 0.34439(16) 0.13443(14) 0.0322(6) Uani 1 1 d . . . H1 H 0.1017 0.3131 0.0989 0.039 Uiso 1 1 calc R . . C2 C 0.12675(16) 0.44150(15) 0.19877(13) 0.0287(6) Uani 1 1 d . . . C3 C 0.12740(17) 0.51174(17) 0.23400(15) 0.0355(7) Uani 1 1 d . . . C4 C 0.05496(17) 0.38656(17) -0.07007(16) 0.0356(7) Uani 1 1 d . . . C5 C 0.0895(2) 0.32221(19) -0.11028(17) 0.0525(9) Uani 1 1 d . . . H5A H 0.1325 0.3430 -0.1357 0.063 Uiso 1 1 calc R . . H5B H 0.0508 0.3043 -0.1417 0.063 Uiso 1 1 calc R . . C6 C 0.1182(2) 0.2534(2) -0.0712(2) 0.0712(12) Uani 1 1 d . . . H3 H 0.1393 0.2155 -0.1010 0.107 Uiso 1 1 calc R . . H4 H 0.0758 0.2309 -0.0470 0.107 Uiso 1 1 calc R . . H5 H 0.1576 0.2699 -0.0407 0.107 Uiso 1 1 calc R . . C7 C 0.16975(15) 0.38061(15) 0.22415(13) 0.0274(6) Uani 1 1 d . . . C8 C 0.21001(19) 0.45287(17) 0.30908(16) 0.0427(8) Uani 1 1 d . . . H6 H 0.2395 0.4586 0.3474 0.051 Uiso 1 1 calc R . . N1 N 0.09196(13) 0.41756(13) 0.13986(11) 0.0292(5) Uani 1 1 d . . . N2 N 0.08829(16) 0.57536(14) 0.21591(14) 0.0499(8) Uani 1 1 d . . . H7 H 0.0911 0.6167 0.2396 0.060 Uiso 1 1 calc R . . H8 H 0.0603 0.5749 0.1806 0.060 Uiso 1 1 calc R . . N3 N 0.17077(16) 0.51505(14) 0.29003(13) 0.0444(7) Uani 1 1 d . . . N4 N 0.16279(13) 0.31820(13) 0.18323(11) 0.0303(5) Uani 1 1 d . . . N5 N 0.21280(14) 0.38340(13) 0.28063(12) 0.0321(5) Uani 1 1 d . . . O1 O 0.07272(12) 0.39095(12) -0.01009(10) 0.0429(5) Uani 1 1 d . . . O2 O 0.01097(12) 0.43375(12) -0.09970(11) 0.0437(6) Uani 1 1 d . . . O3 O 0.1056(2) 0.72953(19) 0.2787(2) 0.1086(13) Uani 1 1 d . . . N6 N 0.1342(2) 0.8549(2) 0.29902(17) 0.0706(10) Uani 1 1 d . . . C11 C 0.0876(3) 0.7957(3) 0.2914(2) 0.0838(14) Uani 1 1 d . . . H11A H 0.0349 0.8056 0.2964 0.101 Uiso 1 1 calc R . . C10 C 0.2160(3) 0.8433(3) 0.2936(3) 0.129(2) Uani 1 1 d . . . H10A H 0.2262 0.7903 0.2819 0.194 Uiso 1 1 calc R . . H10B H 0.2402 0.8550 0.3352 0.194 Uiso 1 1 calc R . . H10C H 0.2364 0.8768 0.2598 0.194 Uiso 1 1 calc R . . C9 C 0.1078(4) 0.9314(3) 0.3149(3) 0.131(2) Uani 1 1 d . . . H9A H 0.0522 0.9319 0.3167 0.196 Uiso 1 1 calc R . . H9B H 0.1252 0.9671 0.2815 0.196 Uiso 1 1 calc R . . H9C H 0.1284 0.9466 0.3572 0.196 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0247(2) 0.0291(2) 0.0290(2) 0.00800(16) -0.00282(16) -0.00118(16) C1 0.0366(17) 0.0302(15) 0.0297(15) 0.0017(12) -0.0075(12) 0.0009(13) C2 0.0308(15) 0.0266(14) 0.0285(15) 0.0032(11) -0.0007(12) -0.0006(12) C3 0.0389(17) 0.0314(16) 0.0362(17) 0.0002(13) -0.0027(13) 0.0033(13) C4 0.0308(16) 0.0320(16) 0.0439(19) 0.0003(14) 0.0039(14) -0.0013(13) C5 0.063(2) 0.049(2) 0.046(2) -0.0075(16) 0.0008(18) 0.0169(18) C6 0.080(3) 0.047(2) 0.086(3) -0.003(2) -0.007(2) 0.027(2) C7 0.0272(14) 0.0254(14) 0.0297(15) 0.0035(11) -0.0019(12) 0.0010(11) C8 0.055(2) 0.0356(17) 0.0378(17) -0.0065(14) -0.0144(16) 0.0075(15) N1 0.0306(13) 0.0285(12) 0.0283(12) 0.0037(10) -0.0062(10) -0.0003(10) N2 0.066(2) 0.0302(14) 0.0533(17) -0.0051(12) -0.0206(15) 0.0189(14) N3 0.0606(18) 0.0316(14) 0.0409(16) -0.0078(12) -0.0174(13) 0.0110(13) N4 0.0340(13) 0.0272(12) 0.0298(12) 0.0000(10) -0.0092(11) 0.0035(10) N5 0.0355(14) 0.0271(13) 0.0335(13) -0.0031(10) -0.0082(11) 0.0033(10) O1 0.0453(13) 0.0442(13) 0.0394(13) -0.0036(10) 0.0013(10) 0.0040(10) O2 0.0404(13) 0.0334(12) 0.0572(15) 0.0005(10) -0.0070(11) 0.0105(10) O3 0.123(3) 0.057(2) 0.146(3) -0.027(2) -0.007(2) -0.002(2) N6 0.073(2) 0.061(2) 0.077(2) -0.0113(18) -0.0088(19) -0.0079(19) C11 0.078(3) 0.077(3) 0.097(4) -0.011(3) -0.007(3) -0.011(3) C10 0.079(4) 0.123(5) 0.186(7) -0.057(5) 0.011(4) -0.024(3) C9 0.168(6) 0.063(3) 0.162(6) -0.030(4) -0.058(5) 0.023(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 Co1 O2 2.031(2) 9_565 ? Co1 O1 2.051(2) . ? Co1 N1 2.058(2) . ? Co1 N4 2.072(2) 12_666 ? Co1 N5 2.112(2) 4_454 ? Co1 Co1 2.9560(9) 9_565 ? C1 N1 1.334(3) . ? C1 N4 1.348(3) . ? C1 H1 0.9300 . ? C2 C7 1.383(4) . ? C2 N1 1.393(3) . ? C2 C3 1.404(4) . ? C3 N2 1.338(4) . ? C3 N3 1.356(4) . ? C4 O1 1.249(3) . ? C4 O2 1.263(3) . ? C4 C5 1.497(4) . ? C5 C6 1.508(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H3 0.9600 . ? C6 H4 0.9600 . ? C6 H5 0.9600 . ? C7 N5 1.360(3) . ? C7 N4 1.361(3) . ? C8 N3 1.325(4) . ? C8 N5 1.329(4) . ? C8 H6 0.9300 . ? N2 H7 0.8600 . ? N2 H8 0.8600 . ? N4 Co1 2.072(2) 15 ? N5 Co1 2.112(2) 3 ? O2 Co1 2.031(2) 9_565 ? O3 C11 1.210(5) . ? N6 C11 1.307(5) . ? N6 C10 1.429(6) . ? N6 C9 1.432(5) . ? C11 H11A 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? 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 O2 Co1 O1 159.01(9) 9_565 . ? O2 Co1 N1 103.93(9) 9_565 . ? O1 Co1 N1 96.87(9) . . ? O2 Co1 N4 89.98(9) 9_565 12_666 ? O1 Co1 N4 89.63(9) . 12_666 ? N1 Co1 N4 98.59(9) . 12_666 ? O2 Co1 N5 88.65(9) 9_565 4_454 ? O1 Co1 N5 86.42(9) . 4_454 ? N1 Co1 N5 96.04(9) . 4_454 ? N4 Co1 N5 165.20(9) 12_666 4_454 ? O2 Co1 Co1 81.07(6) 9_565 9_565 ? O1 Co1 Co1 78.17(6) . 9_565 ? N1 Co1 Co1 174.92(7) . 9_565 ? N4 Co1 Co1 80.40(6) 12_666 9_565 ? N5 Co1 Co1 84.83(6) 4_454 9_565 ? N1 C1 N4 116.3(3) . . ? N1 C1 H1 121.8 . . ? N4 C1 H1 121.8 . . ? C7 C2 N1 108.7(2) . . ? C7 C2 C3 117.6(3) . . ? N1 C2 C3 133.6(3) . . ? N2 C3 N3 118.1(3) . . ? N2 C3 C2 124.4(3) . . ? N3 C3 C2 117.5(3) . . ? O1 C4 O2 124.5(3) . . ? O1 C4 C5 118.1(3) . . ? O2 C4 C5 117.4(3) . . ? C4 C5 C6 115.5(3) . . ? C4 C5 H5A 108.4 . . ? C6 C5 H5A 108.4 . . ? C4 C5 H5B 108.4 . . ? C6 C5 H5B 108.4 . . ? H5A C5 H5B 107.5 . . ? C5 C6 H3 109.5 . . ? C5 C6 H4 109.5 . . ? H3 C6 H4 109.5 . . ? C5 C6 H5 109.5 . . ? H3 C6 H5 109.5 . . ? H4 C6 H5 109.5 . . ? N5 C7 N4 125.7(2) . . ? N5 C7 C2 125.1(3) . . ? N4 C7 C2 109.2(2) . . ? N3 C8 N5 128.5(3) . . ? N3 C8 H6 115.7 . . ? N5 C8 H6 115.7 . . ? C1 N1 C2 102.4(2) . . ? C1 N1 Co1 119.22(19) . . ? C2 N1 Co1 136.98(18) . . ? C3 N2 H7 120.0 . . ? C3 N2 H8 120.0 . . ? H7 N2 H8 120.0 . . ? C8 N3 C3 119.3(3) . . ? C1 N4 C7 103.3(2) . . ? C1 N4 Co1 128.33(19) . 15 ? C7 N4 Co1 128.12(18) . 15 ? C8 N5 C7 111.9(2) . . ? C8 N5 Co1 127.0(2) . 3 ? C7 N5 Co1 120.87(18) . 3 ? C4 O1 Co1 129.6(2) . . ? C4 O2 Co1 126.4(2) . 9_565 ? C11 N6 C10 119.2(4) . . ? C11 N6 C9 123.4(5) . . ? C10 N6 C9 117.4(4) . . ? O3 C11 N6 127.1(5) . . ? O3 C11 H11A 116.4 . . ? N6 C11 H11A 116.4 . . ? N6 C10 H10A 109.5 . . ? N6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N6 C9 H9A 109.5 . . ? N6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.39 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.360 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.067 data_bm13s _database_code_depnum_ccdc_archive 'CCDC 914679' #TrackingRef 'web_deposit_cif_file_1_TaoLi_1354876800.bio-MOF-13.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common bio-MOF-13 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H15 Co N5 O3' _chemical_formula_weight 300.19 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 15.7869(10) _cell_length_b 15.7869(10) _cell_length_c 22.328(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5564.7(8) _cell_formula_units_Z 16 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 6445 _cell_measurement_theta_min 2.5805 _cell_measurement_theta_max 25.358 _exptl_crystal_description block _exptl_crystal_colour 'dark purple' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2480 _exptl_absorpt_coefficient_mu 1.242 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7466 _exptl_absorpt_correction_T_max 0.7466 _exptl_absorpt_process_details 'Bruker Sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 Smart Apex CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28249 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 28.25 _reflns_number_total 3450 _reflns_number_gt 2694 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1254P)^2^+5.0270P] 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 3450 _refine_ls_number_parameters 165 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1836 _refine_ls_wR_factor_gt 0.1677 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.57645(19) 0.60941(18) 0.99967(12) 0.0645(7) Uani 1 1 d . . . Co1 Co 0.54068(2) 0.51702(3) 1.058996(17) 0.03908(19) Uani 1 1 d . . . O2 O 0.51485(17) 0.59241(16) 0.91219(13) 0.0600(7) Uani 1 1 d . . . N1 N 0.1556(3) 0.6911(4) 1.04426(19) 0.0945(16) Uani 1 1 d D . . H1N1 H 0.156(4) 0.715(4) 1.0784(16) 0.113 Uiso 1 1 d D . . H2N1 H 0.125(3) 0.709(4) 1.014(2) 0.113 Uiso 1 1 d D . . N2 N 0.2201(2) 0.6181(3) 0.96757(17) 0.0898(15) Uani 1 1 d . . . N3 N 0.35814(17) 0.5559(2) 0.97471(12) 0.0493(7) Uani 1 1 d . . . N4 N 0.42500(16) 0.57831(17) 1.07059(11) 0.0409(5) Uani 1 1 d . . . N5 N 0.31875(17) 0.65060(17) 1.11658(11) 0.0412(6) Uani 1 1 d . . . C1 C 0.3964(2) 0.6177(2) 1.12026(14) 0.0460(7) Uani 1 1 d . . . H1A H 0.4288 0.6217 1.1549 0.055 Uiso 1 1 calc R . . C2 C 0.29500(19) 0.6309(2) 1.05872(13) 0.0413(6) Uani 1 1 d . . . C3 C 0.2227(2) 0.6482(3) 1.02432(19) 0.0667(11) Uani 1 1 d . . . C4 C 0.2867(3) 0.5745(4) 0.94650(19) 0.0776(15) Uani 1 1 d . . . H4A H 0.2821 0.5551 0.9073 0.093 Uiso 1 1 calc R . . C5 C 0.36015(18) 0.58682(19) 1.03150(13) 0.0384(6) Uani 1 1 d . . . C6 C 0.5651(2) 0.6299(2) 0.94670(16) 0.0490(8) Uani 1 1 d . A . C7 C 0.6147(3) 0.7046(3) 0.9235(3) 0.0786(13) Uani 1 1 d D . . H7A H 0.5818 0.7555 0.9308 0.094 Uiso 0.287(4) 1 calc PR A 1 H7B H 0.6664 0.7093 0.9467 0.094 Uiso 0.287(4) 1 calc PR A 1 H7C H 0.5912 0.7215 0.8851 0.094 Uiso 0.213(4) 1 d PR A 2 H7D H 0.6071 0.7516 0.9510 0.094 Uiso 0.213(4) 1 d PR A 2 C8B C 0.6364(12) 0.7028(11) 0.8627(8) 0.167(4) Uiso 0.574(7) 1 d PD A 1 H8B1 H 0.5835 0.7077 0.8410 0.200 Uiso 0.574(7) 1 calc PR A 1 H8B2 H 0.6673 0.7549 0.8553 0.200 Uiso 0.574(7) 1 calc PR A 1 C9B C 0.6773(14) 0.6457(12) 0.8368(10) 0.200(5) Uiso 0.574(7) 1 d PD A 1 H9B1 H 0.6818 0.6588 0.7950 0.300 Uiso 0.574(7) 1 calc PR A 1 H9B2 H 0.6486 0.5926 0.8417 0.300 Uiso 0.574(7) 1 calc PR A 1 H9B3 H 0.7330 0.6419 0.8539 0.300 Uiso 0.574(7) 1 calc PR A 1 C8A C 0.7003(12) 0.6922(15) 0.9219(12) 0.167(4) Uiso 0.426(7) 1 d PD A 2 H8A1 H 0.7175 0.7177 0.8843 0.200 Uiso 0.426(7) 1 calc PR A 2 H8A2 H 0.7218 0.7296 0.9528 0.200 Uiso 0.426(7) 1 calc PR A 2 C9A C 0.7462(14) 0.6275(16) 0.9261(15) 0.200(5) Uiso 0.426(7) 1 d PD A 2 H9A1 H 0.8045 0.6444 0.9293 0.300 Uiso 0.426(7) 1 calc PR A 2 H9A2 H 0.7390 0.5930 0.8911 0.300 Uiso 0.426(7) 1 calc PR A 2 H9A3 H 0.7303 0.5958 0.9610 0.300 Uiso 0.426(7) 1 calc PR A 2 O1W O 0.9886(9) 0.7084(7) 0.9838(6) 0.133(6) Uiso 0.416(14) 1 d P . . O2W O 0.974(3) 0.674(2) 0.901(2) 0.50(3) Uiso 0.584(14) 1 d P . . 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 O1 0.0776(19) 0.0680(17) 0.0480(14) 0.0013(12) 0.0056(12) -0.0076(14) Co1 0.0371(3) 0.0467(3) 0.0335(3) -0.01380(15) -0.00300(14) 0.00148(15) O2 0.0571(14) 0.0521(14) 0.0708(18) -0.0061(12) -0.0119(12) -0.0083(11) N1 0.058(2) 0.161(4) 0.064(2) -0.039(3) -0.0114(18) 0.050(3) N2 0.0532(19) 0.156(4) 0.060(2) -0.043(2) -0.0183(16) 0.041(2) N3 0.0390(13) 0.0696(18) 0.0392(13) -0.0191(13) -0.0044(10) 0.0075(12) N4 0.0414(13) 0.0470(14) 0.0343(12) -0.0121(10) 0.0009(10) 0.0062(10) N5 0.0425(13) 0.0475(13) 0.0337(12) -0.0065(10) 0.0071(10) 0.0016(10) C1 0.0482(17) 0.0551(18) 0.0347(15) -0.0117(13) 0.0026(12) 0.0083(14) C2 0.0385(15) 0.0499(17) 0.0356(14) -0.0083(12) 0.0038(11) 0.0026(12) C3 0.0459(18) 0.101(3) 0.054(2) -0.020(2) -0.0042(16) 0.0198(19) C4 0.055(2) 0.126(4) 0.051(2) -0.038(2) -0.0116(17) 0.026(2) C5 0.0364(13) 0.0416(14) 0.0371(14) -0.0088(11) 0.0046(11) -0.0007(11) C6 0.0524(19) 0.0412(16) 0.0535(19) -0.0012(13) 0.0040(14) -0.0034(14) C7 0.083(3) 0.069(3) 0.084(3) 0.012(2) 0.001(3) -0.027(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 O1 C6 1.239(4) . ? O1 Co1 2.050(3) . ? Co1 O2 2.041(3) 9_667 ? Co1 N5 2.071(2) 12_768 ? Co1 N4 2.083(3) . ? Co1 N3 2.107(3) 9_667 ? Co1 Co1 2.9798(8) 9_667 ? O2 C6 1.254(4) . ? O2 Co1 2.041(3) 9_667 ? N1 C3 1.334(5) . ? N1 H1N1 0.85(2) . ? N1 H2N1 0.87(2) . ? N2 C4 1.341(5) . ? N2 C3 1.354(5) . ? N3 C4 1.326(5) . ? N3 C5 1.359(4) . ? N3 Co1 2.107(3) 9_667 ? N4 C1 1.350(4) . ? N4 C5 1.352(4) . ? N5 C1 1.333(4) . ? N5 C2 1.381(4) . ? N5 Co1 2.071(2) 15_567 ? C1 H1A 0.9300 . ? C2 C5 1.382(4) . ? C2 C3 1.403(5) . ? C4 H4A 0.9300 . ? C6 C7 1.508(5) . ? C7 C8A 1.366(18) . ? C7 C8B 1.400(17) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C7 H7D 0.9701 . ? C8B C9B 1.25(2) . ? C8B H7C 0.9207 . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C9B H9B1 0.9600 . ? C9B H9B2 0.9600 . ? C9B H9B3 0.9600 . ? C8A C9A 1.26(2) . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C9A H9A1 0.9600 . ? C9A H9A2 0.9600 . ? C9A H9A3 0.9600 . ? O1W O1W 1.36(2) 6_664 ? 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 C6 O1 Co1 139.7(3) . . ? O2 Co1 O1 157.56(11) 9_667 . ? O2 Co1 N5 105.85(11) 9_667 12_768 ? O1 Co1 N5 96.58(11) . 12_768 ? O2 Co1 N4 88.71(11) 9_667 . ? O1 Co1 N4 89.50(12) . . ? N5 Co1 N4 96.29(10) 12_768 . ? O2 Co1 N3 88.63(12) 9_667 9_667 ? O1 Co1 N3 87.07(13) . 9_667 ? N5 Co1 N3 99.36(10) 12_768 9_667 ? N4 Co1 N3 164.26(10) . 9_667 ? O2 Co1 Co1 86.61(8) 9_667 9_667 ? O1 Co1 Co1 71.08(8) . 9_667 ? N5 Co1 Co1 166.81(8) 12_768 9_667 ? N4 Co1 Co1 79.38(7) . 9_667 ? N3 Co1 Co1 84.98(7) 9_667 9_667 ? C6 O2 Co1 118.5(2) . 9_667 ? C3 N1 H1N1 121(4) . . ? C3 N1 H2N1 111(4) . . ? H1N1 N1 H2N1 123(6) . . ? C4 N2 C3 119.0(3) . . ? C4 N3 C5 112.5(3) . . ? C4 N3 Co1 126.7(2) . 9_667 ? C5 N3 Co1 120.8(2) . 9_667 ? C1 N4 C5 103.4(2) . . ? C1 N4 Co1 127.6(2) . . ? C5 N4 Co1 129.03(19) . . ? C1 N5 C2 102.7(2) . . ? C1 N5 Co1 119.2(2) . 15_567 ? C2 N5 Co1 138.1(2) . 15_567 ? N5 C1 N4 115.9(3) . . ? N5 C1 H1A 122.1 . . ? N4 C1 H1A 122.1 . . ? N5 C2 C5 108.8(3) . . ? N5 C2 C3 133.6(3) . . ? C5 C2 C3 117.6(3) . . ? N1 C3 N2 117.8(4) . . ? N1 C3 C2 124.2(4) . . ? N2 C3 C2 118.0(3) . . ? N3 C4 N2 127.9(3) . . ? N3 C4 H4A 116.0 . . ? N2 C4 H4A 116.0 . . ? N4 C5 N3 125.7(3) . . ? N4 C5 C2 109.2(2) . . ? N3 C5 C2 125.0(3) . . ? O1 C6 O2 123.7(3) . . ? O1 C6 C7 117.2(4) . . ? O2 C6 C7 119.1(4) . . ? C8A C7 C8B 74.3(13) . . ? C8A C7 C6 114.2(11) . . ? C8B C7 C6 116.4(8) . . ? C8A C7 H7A 130.7 . . ? C8B C7 H7A 108.2 . . ? C6 C7 H7A 108.2 . . ? C8A C7 H7B 36.0 . . ? C8B C7 H7B 108.2 . . ? C6 C7 H7B 108.2 . . ? H7A C7 H7B 107.4 . . ? C8A C7 H7C 113.2 . . ? C8B C7 H7C 40.9 . . ? C6 C7 H7C 108.6 . . ? H7A C7 H7C 73.6 . . ? H7B C7 H7C 140.6 . . ? C8A C7 H7D 104.4 . . ? C8B C7 H7D 131.2 . . ? C6 C7 H7D 108.5 . . ? H7A C7 H7D 36.3 . . ? H7B C7 H7D 73.1 . . ? H7C C7 H7D 107.5 . . ? C9B C8B C7 126.2(18) . . ? C9B C8B H7C 152.0 . . ? C7 C8B H7C 43.6 . . ? C9B C8B H8B1 105.8 . . ? C7 C8B H8B1 105.8 . . ? H7C C8B H8B1 65.0 . . ? C9B C8B H8B2 105.8 . . ? C7 C8B H8B2 105.8 . . ? H7C C8B H8B2 102.2 . . ? H8B1 C8B H8B2 106.2 . . ? C8B C9B H9B1 109.5 . . ? C8B C9B H9B2 109.5 . . ? H9B1 C9B H9B2 109.5 . . ? C8B C9B H9B3 109.5 . . ? H9B1 C9B H9B3 109.5 . . ? H9B2 C9B H9B3 109.5 . . ? C9A C8A C7 133(2) . . ? C9A C8A H8A1 103.9 . . ? C7 C8A H8A1 103.9 . . ? C9A C8A H8A2 103.9 . . ? C7 C8A H8A2 103.9 . . ? H8A1 C8A H8A2 105.4 . . ? C8A C9A H9A1 109.5 . . ? C8A C9A H9A2 109.5 . . ? H9A1 C9A H9A2 109.5 . . ? C8A C9A H9A3 109.5 . . ? H9A1 C9A H9A3 109.5 . . ? H9A2 C9A H9A3 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.760 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.107 data_bm14s _database_code_depnum_ccdc_archive 'CCDC 914680' #TrackingRef '15959_web_deposit_cif_file_2_TaoLi_1354876800.bio-MOF-14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common bio-MOF-14 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H14 Co N5 O2.50' _chemical_formula_weight 303.19 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 15.852(3) _cell_length_b 15.852(3) _cell_length_c 22.346(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5616(2) _cell_formula_units_Z 16 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 1321 _cell_measurement_theta_min 2.5695 _cell_measurement_theta_max 17.5135 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.434 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2496 _exptl_absorpt_coefficient_mu 1.229 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9081 _exptl_absorpt_correction_T_max 0.9081 _exptl_absorpt_process_details 'Bruker Sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 Smart Apex CCD' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21045 _diffrn_reflns_av_R_equivalents 0.1036 _diffrn_reflns_av_sigmaI/netI 0.0804 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 28.30 _reflns_number_total 3426 _reflns_number_gt 1771 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1260P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3426 _refine_ls_number_parameters 222 _refine_ls_number_restraints 145 _refine_ls_R_factor_all 0.1442 _refine_ls_R_factor_gt 0.0658 _refine_ls_wR_factor_ref 0.2298 _refine_ls_wR_factor_gt 0.1834 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.030 _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 N4 N 0.1328(5) 0.9725(4) 0.2827(3) 0.092(2) Uani 1 1 d . . . Co1 Co 0.04001(5) 1.01643(5) 0.05946(3) 0.0448(3) Uani 1 1 d . . . N1 N 0.1729(3) 1.1749(3) 0.17816(19) 0.0458(11) Uani 1 1 d . . . O1 O -0.0142(3) 0.9071(3) 0.0888(2) 0.0664(12) Uani 1 1 d . . . N2 N 0.0996(3) 1.0688(3) 0.13295(19) 0.0474(11) Uani 1 1 d . . . C2 C 0.1197(4) 1.0466(3) 0.1909(2) 0.0469(13) Uani 1 1 d . . . C1 C 0.1331(4) 1.1453(4) 0.1296(2) 0.0533(15) Uani 1 1 d . . . H1A H 0.1290 1.1773 0.0948 0.064 Uiso 1 1 calc R . . O2 O -0.0743(3) 0.8925(3) 0.00036(19) 0.0692(13) Uani 1 1 d . . . N5 N 0.1940(3) 1.1096(3) 0.2749(2) 0.0535(12) Uani 1 1 d . . . C3 C 0.1637(3) 1.1107(3) 0.2176(2) 0.0430(12) Uani 1 1 d . . . C6 C -0.0636(4) 0.8697(4) 0.0531(3) 0.0561(15) Uani 1 1 d . A . C4 C 0.1026(5) 0.9735(4) 0.2257(3) 0.0694(19) Uani 1 1 d . . . C5 C 0.1748(5) 1.0388(4) 0.3030(3) 0.077(2) Uani 1 1 d . . . H5A H 0.1933 1.0351 0.3424 0.093 Uiso 1 1 calc R . . N3 N 0.0601(5) 0.9075(4) 0.2062(3) 0.097(2) Uani 1 1 d . . . H3A H 0.0520 0.8650 0.2295 0.116 Uiso 1 1 calc R . . H3B H 0.0405 0.9069 0.1704 0.116 Uiso 1 1 calc R . . C7 C -0.1128(6) 0.7958(5) 0.0761(4) 0.092(2) Uani 1 1 d DU . . H7A H -0.0921 0.7450 0.0568 0.110 Uiso 0.347(4) 1 calc PR A 1 H7B H -0.1025 0.7901 0.1187 0.110 Uiso 0.347(4) 1 calc PR A 1 H7C H -0.1658 0.7944 0.0545 0.110 Uiso 0.476(11) 1 d PR B 2 H7D H -0.0821 0.7450 0.0655 0.110 Uiso 0.476(11) 1 d PR B 2 H7E H -0.1673 0.7944 0.0564 0.110 Uiso 0.177(11) 1 d PR C 3 H7F H -0.0832 0.7440 0.0662 0.110 Uiso 0.177(11) 1 d PR C 3 C8 C -0.2038(10) 0.8022(14) 0.0660(17) 0.146(10) Uani 0.347(4) 1 d PDU A 1 H8A H -0.2296 0.7560 0.0878 0.175 Uiso 0.347(4) 1 calc PR A 1 H8B H -0.2131 0.7909 0.0239 0.175 Uiso 0.347(4) 1 calc PR A 1 C9 C -0.2530(13) 0.8789(14) 0.0807(17) 0.166(12) Uani 0.347(4) 1 d PDU A 1 H9A H -0.2225 0.9267 0.0643 0.199 Uiso 0.347(4) 1 calc PR A 1 H9B H -0.2521 0.8851 0.1239 0.199 Uiso 0.347(4) 1 calc PR A 1 C10 C -0.343(2) 0.887(2) 0.061(2) 0.22(2) Uani 0.347(4) 1 d PDU A 1 H10A H -0.3664 0.9379 0.0779 0.329 Uiso 0.347(4) 1 calc PR A 1 H10B H -0.3744 0.8395 0.0750 0.329 Uiso 0.347(4) 1 calc PR A 1 H10C H -0.3453 0.8900 0.0184 0.329 Uiso 0.347(4) 1 calc PR A 1 C8A C -0.136(2) 0.7947(13) 0.1396(8) 0.124(7) Uani 0.476(11) 1 d PDU A 2 H8A1 H -0.0835 0.7886 0.1617 0.149 Uiso 0.476(11) 1 calc PR B 2 H8A2 H -0.1675 0.7432 0.1460 0.149 Uiso 0.476(11) 1 calc PR B 2 C9A C -0.184(2) 0.8631(17) 0.1693(11) 0.194(10) Uani 0.476(11) 1 d PDU A 2 H9A1 H -0.2382 0.8670 0.1497 0.233 Uiso 0.476(11) 1 calc PR B 2 H9A2 H -0.1544 0.9157 0.1615 0.233 Uiso 0.476(11) 1 calc PR B 2 C10A C -0.199(3) 0.858(3) 0.2354(12) 0.37(3) Uani 0.476(11) 1 d PDU A 2 H10D H -0.2342 0.9047 0.2476 0.562 Uiso 0.476(11) 1 calc PR B 2 H10E H -0.1466 0.8605 0.2563 0.562 Uiso 0.476(11) 1 calc PR B 2 H10F H -0.2275 0.8061 0.2446 0.562 Uiso 0.476(11) 1 calc PR B 2 C8B C -0.147(5) 0.823(4) 0.1348(14) 0.144(10) Uani 0.177(11) 1 d PDU A 3 H8B1 H -0.1143 0.8715 0.1469 0.173 Uiso 0.177(11) 1 calc PR C 3 H8B2 H -0.2039 0.8436 0.1269 0.173 Uiso 0.177(11) 1 calc PR C 3 C9B C -0.154(4) 0.769(4) 0.1878(13) 0.169(12) Uani 0.177(11) 1 d PDU A 3 H9B1 H -0.1446 0.7113 0.1742 0.203 Uiso 0.177(11) 1 calc PR C 3 H9B2 H -0.2123 0.7716 0.2009 0.203 Uiso 0.177(11) 1 calc PR C 3 C10B C -0.101(5) 0.780(3) 0.242(2) 0.161(17) Uani 0.177(11) 1 d PDU A 3 H10G H -0.0444 0.7613 0.2344 0.241 Uiso 0.177(11) 1 calc PR C 3 H10H H -0.1240 0.7483 0.2749 0.241 Uiso 0.177(11) 1 calc PR C 3 H10I H -0.0996 0.8390 0.2532 0.241 Uiso 0.177(11) 1 calc PR C 3 O1S O 0.0000 0.7500 0.2814(14) 0.363(13) 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 N4 0.146(6) 0.063(4) 0.067(4) 0.024(3) -0.044(4) -0.042(4) Co1 0.0438(5) 0.0522(5) 0.0382(4) -0.0135(3) -0.0029(3) 0.0010(3) N1 0.055(3) 0.042(3) 0.041(2) 0.0003(19) -0.011(2) -0.005(2) O1 0.062(3) 0.058(3) 0.079(3) -0.006(2) -0.011(2) -0.009(2) N2 0.055(3) 0.047(3) 0.040(2) -0.007(2) -0.005(2) -0.001(2) C2 0.053(3) 0.041(3) 0.046(3) -0.003(2) -0.007(2) 0.000(3) C1 0.067(4) 0.056(4) 0.037(3) -0.005(2) -0.010(3) -0.007(3) O2 0.081(3) 0.074(3) 0.053(2) 0.003(2) 0.013(2) -0.002(2) N5 0.068(3) 0.047(3) 0.045(2) 0.007(2) -0.018(2) -0.006(2) C3 0.043(3) 0.041(3) 0.045(3) -0.005(2) -0.005(2) 0.001(2) C6 0.059(4) 0.044(3) 0.065(4) -0.004(3) 0.009(3) -0.006(3) C4 0.095(5) 0.051(4) 0.062(4) 0.003(3) -0.022(4) -0.018(4) C5 0.115(6) 0.062(4) 0.055(4) 0.009(3) -0.031(4) -0.023(4) N3 0.149(6) 0.055(4) 0.087(4) 0.011(3) -0.047(4) -0.042(4) C7 0.093(6) 0.077(5) 0.106(6) 0.023(5) -0.001(5) -0.027(4) C8 0.078(9) 0.119(18) 0.24(3) 0.009(19) 0.058(16) -0.029(11) C9 0.115(15) 0.111(19) 0.27(3) 0.01(2) 0.12(2) -0.015(12) C10 0.21(3) 0.16(4) 0.29(5) -0.08(3) -0.02(4) 0.09(3) C8A 0.158(16) 0.101(15) 0.114(10) 0.035(10) 0.041(11) -0.053(12) C9A 0.22(2) 0.19(2) 0.172(17) -0.016(16) 0.076(17) -0.018(18) C10A 0.40(5) 0.52(6) 0.20(2) 0.01(3) 0.17(4) 0.12(5) C8B 0.17(2) 0.12(2) 0.143(15) 0.007(15) 0.072(17) -0.07(2) C9B 0.23(3) 0.15(2) 0.132(14) 0.011(19) 0.06(2) -0.04(2) C10B 0.26(4) 0.09(3) 0.12(2) -0.02(3) 0.07(3) -0.07(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 N4 C5 1.324(8) . ? N4 C4 1.363(8) . ? Co1 O2 2.041(4) 9_575 ? Co1 O1 2.042(5) . ? Co1 N2 2.069(4) . ? Co1 N1 2.081(4) 15_465 ? Co1 N5 2.109(5) 7_554 ? Co1 Co1 2.9903(16) 9_575 ? N1 C1 1.341(7) . ? N1 C3 1.354(7) . ? N1 Co1 2.081(4) 12_776 ? O1 C6 1.265(7) . ? N2 C1 1.325(7) . ? N2 C2 1.379(7) . ? C2 C3 1.369(7) . ? C2 C4 1.421(8) . ? C1 H1A 0.9300 . ? O2 C6 1.245(7) . ? O2 Co1 2.041(4) 9_575 ? N5 C5 1.321(8) . ? N5 C3 1.368(7) . ? N5 Co1 2.109(5) 8_354 ? C6 C7 1.498(9) . ? C4 N3 1.318(8) . ? C5 H5A 0.9300 . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? C7 C8 1.464(15) . ? C7 C8A 1.465(14) . ? C7 C8B 1.485(18) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C7 H7D 0.9700 . ? C7 H7E 0.9700 . ? C7 H7F 0.9700 . ? C8 C9 1.481(17) . ? C8 H7C 0.6663 . ? C8 H7E 0.6301 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.495(18) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C8A C9A 1.483(17) . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C9A C10A 1.500(18) . ? C9A H9A1 0.9700 . ? C9A H9A2 0.9700 . ? C10A H10D 0.9600 . ? C10A H10E 0.9600 . ? C10A H10F 0.9600 . ? C8B C9B 1.468(18) . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C9B C10B 1.497(19) . ? C9B H9B1 0.9700 . ? C9B H9B2 0.9700 . ? C10B O1S 1.88(6) . ? C10B H10G 0.9600 . ? C10B H10H 0.9600 . ? C10B H10I 0.9600 . ? O1S C10B 1.88(6) 6_464 ? 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 C5 N4 C4 119.1(6) . . ? O2 Co1 O1 157.28(18) 9_575 . ? O2 Co1 N2 96.56(19) 9_575 . ? O1 Co1 N2 106.14(18) . . ? O2 Co1 N1 89.67(19) 9_575 15_465 ? O1 Co1 N1 88.84(18) . 15_465 ? N2 Co1 N1 96.28(18) . 15_465 ? O2 Co1 N5 86.80(19) 9_575 7_554 ? O1 Co1 N5 88.48(19) . 7_554 ? N2 Co1 N5 99.48(18) . 7_554 ? N1 Co1 N5 164.14(17) 15_465 7_554 ? O2 Co1 Co1 69.77(13) 9_575 9_575 ? O1 Co1 Co1 87.66(13) . 9_575 ? N2 Co1 Co1 165.72(14) . 9_575 ? N1 Co1 Co1 80.02(12) 15_465 9_575 ? N5 Co1 Co1 84.26(12) 7_554 9_575 ? C1 N1 C3 102.3(5) . . ? C1 N1 Co1 129.2(4) . 12_776 ? C3 N1 Co1 128.5(3) . 12_776 ? C6 O1 Co1 117.1(4) . . ? C1 N2 C2 101.2(4) . . ? C1 N2 Co1 120.3(4) . . ? C2 N2 Co1 138.4(4) . . ? C3 C2 N2 109.7(5) . . ? C3 C2 C4 117.6(5) . . ? N2 C2 C4 132.7(5) . . ? N2 C1 N1 117.5(5) . . ? N2 C1 H1A 121.2 . . ? N1 C1 H1A 121.2 . . ? C6 O2 Co1 142.1(4) . 9_575 ? C5 N5 C3 112.0(5) . . ? C5 N5 Co1 126.3(4) . 8_354 ? C3 N5 Co1 121.6(4) . 8_354 ? N1 C3 N5 125.5(5) . . ? N1 C3 C2 109.2(5) . . ? N5 C3 C2 125.3(5) . . ? O2 C6 O1 123.0(6) . . ? O2 C6 C7 118.7(6) . . ? O1 C6 C7 118.2(6) . . ? N3 C4 N4 118.5(6) . . ? N3 C4 C2 124.4(6) . . ? N4 C4 C2 117.1(6) . . ? N5 C5 N4 128.9(6) . . ? N5 C5 H5A 115.6 . . ? N4 C5 H5A 115.6 . . ? C4 N3 H3A 120.0 . . ? C4 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C8 C7 C8A 85(2) . . ? C8 C7 C8B 76(4) . . ? C8A C7 C8B 19(2) . . ? C8 C7 C6 114.0(12) . . ? C8A C7 C6 118.0(13) . . ? C8B C7 C6 106(3) . . ? C8 C7 H7A 108.8 . . ? C8A C7 H7A 120.3 . . ? C8B C7 H7A 139.3 . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? C8A C7 H7B 24.4 . . ? C8B C7 H7B 38.9 . . ? C6 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C8 C7 H7C 21.6 . . ? C8A C7 H7C 105.4 . . ? C8B C7 H7C 97.2 . . ? C6 C7 H7C 107.4 . . ? H7A C7 H7C 93.0 . . ? H7B C7 H7C 129.1 . . ? C8 C7 H7D 120.9 . . ? C8A C7 H7D 110.6 . . ? C8B C7 H7D 129.9 . . ? C6 C7 H7D 107.8 . . ? H7A C7 H7D 14.8 . . ? H7B C7 H7D 94.6 . . ? H7C C7 H7D 107.0 . . ? C8 C7 H7E 18.9 . . ? C8A C7 H7E 102.6 . . ? C8B C7 H7E 94.5 . . ? C6 C7 H7E 109.1 . . ? H7A C7 H7E 94.6 . . ? H7B C7 H7E 126.3 . . ? H7C C7 H7E 2.8 . . ? H7D C7 H7E 108.4 . . ? C8 C7 H7F 120.0 . . ? C8A C7 H7F 109.3 . . ? C8B C7 H7F 128.6 . . ? C6 C7 H7F 109.4 . . ? H7A C7 H7F 15.1 . . ? H7B C7 H7F 93.7 . . ? H7C C7 H7F 106.6 . . ? H7D C7 H7F 1.7 . . ? H7E C7 H7F 107.9 . . ? C7 C8 C9 123(2) . . ? C7 C8 H7C 32.4 . . ? C9 C8 H7C 135.5 . . ? C7 C8 H7E 29.8 . . ? C9 C8 H7E 136.1 . . ? H7C C8 H7E 2.8 . . ? C7 C8 H8A 106.6 . . ? C9 C8 H8A 106.6 . . ? H7C C8 H8A 115.8 . . ? H7E C8 H8A 114.2 . . ? C7 C8 H8B 106.6 . . ? C9 C8 H8B 106.6 . . ? H7C C8 H8B 74.2 . . ? H7E C8 H8B 76.9 . . ? H8A C8 H8B 106.6 . . ? C8 C9 C10 121(2) . . ? C8 C9 H9A 107.2 . . ? C10 C9 H9A 107.2 . . ? C8 C9 H9B 107.2 . . ? C10 C9 H9B 107.2 . . ? H9A C9 H9B 106.8 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C8A C9A 123.5(18) . . ? C7 C8A H8A1 106.4 . . ? C9A C8A H8A1 106.4 . . ? C7 C8A H8A2 106.4 . . ? C9A C8A H8A2 106.4 . . ? H8A1 C8A H8A2 106.5 . . ? C8A C9A C10A 119(2) . . ? C8A C9A H9A1 107.5 . . ? C10A C9A H9A1 107.5 . . ? C8A C9A H9A2 107.5 . . ? C10A C9A H9A2 107.5 . . ? H9A1 C9A H9A2 107.0 . . ? C9A C10A H10D 109.5 . . ? C9A C10A H10E 109.5 . . ? H10D C10A H10E 109.5 . . ? C9A C10A H10F 109.5 . . ? H10D C10A H10F 109.5 . . ? H10E C10A H10F 109.5 . . ? C9B C8B C7 125(3) . . ? C9B C8B H8B1 106.1 . . ? C7 C8B H8B1 106.1 . . ? C9B C8B H8B2 106.1 . . ? C7 C8B H8B2 106.1 . . ? H8B1 C8B H8B2 106.3 . . ? C8B C9B C10B 123(2) . . ? C8B C9B H9B1 106.6 . . ? C10B C9B H9B1 106.6 . . ? C8B C9B H9B2 106.6 . . ? C10B C9B H9B2 106.6 . . ? H9B1 C9B H9B2 106.5 . . ? C9B C10B O1S 146(6) . . ? C9B C10B H10G 109.5 . . ? O1S C10B H10G 38.4 . . ? C9B C10B H10H 109.5 . . ? O1S C10B H10H 80.9 . . ? H10G C10B H10H 109.5 . . ? C9B C10B H10I 109.5 . . ? O1S C10B H10I 96.7 . . ? H10G C10B H10I 109.5 . . ? H10H C10B H10I 109.5 . . ? C10B O1S C10B 125(4) . 6_464 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.660 _refine_diff_density_min -0.514 _refine_diff_density_rms 0.107