#------------------------------------------------------------------------------ #$Date: 2024-04-02 01:39:53 +0300 (Tue, 02 Apr 2024) $ #$Revision: 290718 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/83/7248365.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7248365 loop_ _publ_author_name 'Sahoo, Subham' 'Patra, Rajesh' 'Sarma, Debajit' _publ_section_title ; Coordinatively Unsaturated 5-Nitroisophthalate based Cobalt(II) Coordination Polymers: Efficient Catalytic CO2 Fixation and Hantzsch Condensation ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D4CE00102H _journal_year 2024 _chemical_formula_sum 'C20 H19 Co N7 O9' _chemical_formula_weight 560.35 _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2024-01-16 deposited with the CCDC. 2024-04-01 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 11.330(5) _cell_length_b 15.692(7) _cell_length_c 25.450(11) _cell_measurement_reflns_used 4380 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 26.020 _cell_measurement_theta_min 2.357 _cell_volume 4525(3) _computing_cell_refinement 'SAINT V8.37A (Bruker, 2016)' _computing_data_collection 'Apex4 v2022 (Bruker, 2022)' _computing_data_reduction 'SAINT V8.37A (Bruker, 2016)' _computing_molecular_graphics 'Ortep-3 for windows (Farrugia, 1999)' _computing_publication_material 'PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 273(2) _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.986 _diffrn_measurement_device_type 'Bruker D8 Quest PHOTON II diffractometer' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0710 _diffrn_reflns_av_unetI/netI 0.0469 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.986 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 61420 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.986 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.020 _diffrn_reflns_theta_min 2.357 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.828 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.645 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 2296 _exptl_crystal_size_max 0.521 _exptl_crystal_size_mid 0.422 _exptl_crystal_size_min 0.346 _exptl_transmission_factor_max 0.763 _exptl_transmission_factor_min 0.672 _refine_diff_density_max 0.732 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.131 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.400 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 342 _refine_ls_number_reflns 4380 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.400 _refine_ls_R_factor_all 0.1293 _refine_ls_R_factor_gt 0.1105 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+50.3447P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1952 _refine_ls_wR_factor_ref 0.2039 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3774 _reflns_number_total 4380 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4ce00102h2.cif _cod_data_source_block SSICG-6 _cod_original_cell_volume 4525(4) _cod_database_code 7248365 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.672 _shelx_estimated_absorpt_t_max 0.763 _shelx_res_file ; TITL CoNA2_0m_a.res in Pbca shelx.res created by SHELXL-2018/3 at 20:03:35 on 25-Nov-2023 CELL 0.71073 11.3300 15.6916 25.4497 90.000 90.000 90.000 ZERR 8.00 0.0052 0.0071 0.0110 0.000 0.000 0.000 LATT 1 SYMM 1/2 - X, - Y, 1/2 + Z SYMM - X, 1/2 + Y, 1/2 - Z SYMM 1/2 + X, 1/2 - Y, - Z SFAC C H CO N O UNIT 160 152 8 56 72 MERG 2 OMIT 0 2 3 OMIT 1 0 2 OMIT 5 5 28 OMIT 5 12 21 OMIT 7 15 12 OMIT 4 1 30 OMIT 8 10 19 OMIT 3 1 1 OMIT 12 5 13 OMIT 6 17 2 OMIT 12 3 12 OMIT 12 4 14 OMIT 2 10 26 OMIT 2 17 11 OMIT 10 11 12 OMIT 1 17 9 OMIT 10 9 15 OMIT 6 17 4 OMIT 1 16 17 OMIT 10 8 16 OMIT 7 13 17 OMIT 7 16 3 OMIT 1 10 25 OMIT 7 9 16 OMIT 12 3 14 OMIT 8 15 5 OMIT 11 1 19 OMIT 11 3 14 OMIT 6 16 10 OMIT 2 2 30 OMIT 2 1 30 OMIT 12 8 7 OMIT 4 10 21 OMIT 7 7 17 OMIT 4 13 21 OMIT 3 10 25 OMIT 1 19 4 OMIT 12 3 11 OMIT 1 1 31 OMIT 11 1 17 OMIT 13 2 11 OMIT 10 12 4 OMIT 2 9 27 OMIT 11 10 9 OMIT 8 11 16 OMIT 3 17 1 OMIT 8 6 9 OMIT 13 5 7 OMIT 8 15 3 OMIT 11 7 12 MORE -1 FMAP 2 PLAN 20 SIZE 0.346 0.422 0.521 ACTA BOND BOND $H CONF LIST 6 L.S. 10 TEMP 0.00 WGHT 0.000000 50.344704 FVAR 0.22974 CO1 3 0.264542 0.351770 0.275805 11.00000 0.01755 0.01212 = 0.01248 -0.00021 0.00010 0.00065 O3 5 0.618426 0.787075 0.275476 11.00000 0.02117 0.02163 = 0.01871 -0.00241 0.00063 -0.00394 O1 5 0.369983 0.434849 0.318647 11.00000 0.03266 0.01582 = 0.02466 -0.00530 0.00054 -0.00964 O4 5 0.664198 0.836805 0.356070 11.00000 0.03742 0.01692 = 0.02333 -0.00534 -0.00170 -0.01143 O8 5 0.239048 0.447618 0.217972 11.00000 0.02552 0.02827 = 0.02654 0.00581 0.00039 0.00676 AFIX 7 H8A 2 0.244788 0.425423 0.187611 11.00000 -1.50000 H8B 2 0.168329 0.465513 0.219557 11.00000 -1.50000 AFIX 0 O7 5 0.113681 0.394182 0.319901 11.00000 0.02966 0.02096 = 0.01931 -0.00626 -0.00418 0.00571 AFIX 7 H7A 2 0.076141 0.431123 0.302082 11.00000 -1.50000 H7B 2 0.137049 0.421046 0.346978 11.00000 -1.50000 AFIX 0 O2 5 0.498104 0.483393 0.257763 11.00000 0.02820 0.03322 = 0.02689 -0.01430 0.00699 -0.00719 O9 5 0.125899 0.279545 0.239743 11.00000 0.02088 0.04610 = 0.02237 -0.01704 0.00558 -0.00498 AFIX 7 H9A 2 0.122699 0.291283 0.207168 11.00000 -1.50000 H9B 2 0.059956 0.296262 0.251888 11.00000 -1.50000 AFIX 0 N1 4 0.293830 0.255222 0.333397 11.00000 0.02158 0.01570 = 0.01885 0.00252 -0.00102 -0.00104 N4 4 0.344662 0.040819 0.494207 11.00000 0.02975 0.01327 = 0.01337 0.00027 -0.00415 -0.00017 N2 4 0.359632 -0.030572 0.420081 11.00000 0.04009 0.01816 = 0.01671 0.00029 -0.00188 0.00061 O6 5 0.411417 0.565386 0.498125 11.00000 0.05537 0.06643 = 0.02766 0.01104 0.01025 -0.01721 N3 4 0.371672 -0.087842 0.461167 11.00000 0.05273 0.01570 = 0.01569 0.00096 -0.00135 0.00080 C1 1 0.447366 0.485202 0.301817 11.00000 0.01517 0.00904 = 0.02437 -0.00147 -0.00895 0.00296 N6 4 0.378694 -0.183760 0.650454 11.00000 0.03285 0.03674 = 0.02883 0.01937 -0.00133 -0.00036 C8 1 0.621922 0.782117 0.326453 11.00000 0.01651 0.01444 = 0.02058 -0.00175 0.00350 -0.00113 C3 1 0.533820 0.632729 0.317025 11.00000 0.02400 0.01834 = 0.01075 -0.00371 -0.00244 0.00077 AFIX 43 H3 2 0.543784 0.637174 0.280857 11.00000 -1.20000 AFIX 0 N7 4 0.489008 0.612141 0.481559 11.00000 0.05625 0.02839 = 0.01688 0.00330 0.00347 -0.00573 C7 1 0.467744 0.552190 0.392427 11.00000 0.02211 0.01595 = 0.02047 0.00616 0.00069 -0.00573 AFIX 43 H7 2 0.432044 0.504400 0.407072 11.00000 -1.20000 AFIX 0 C2 1 0.484651 0.558537 0.338089 11.00000 0.01512 0.01920 = 0.01760 -0.00029 0.00123 -0.00346 C4 1 0.568399 0.700564 0.349376 11.00000 0.01903 0.01113 = 0.02102 -0.00200 0.00293 0.00159 O5 5 0.555221 0.652393 0.510190 11.00000 0.14263 0.07206 = 0.01629 -0.00563 -0.00829 -0.06690 N5 4 0.331904 0.111512 0.528542 11.00000 0.07261 0.01811 = 0.02068 -0.00323 -0.00132 0.00986 AFIX 7 H5B 2 0.266088 0.107002 0.545167 11.00000 -1.20000 AFIX 0 C11 1 0.324803 0.121984 0.405470 11.00000 0.01682 0.02321 = 0.01273 0.00387 -0.00128 -0.00079 C15 1 0.361146 -0.044511 0.505569 11.00000 0.01970 0.01966 = 0.01860 0.00399 -0.00195 0.00294 C5 1 0.556198 0.692820 0.404204 11.00000 0.03625 0.01967 = 0.01646 -0.00913 0.00147 -0.00510 AFIX 43 H5 2 0.581350 0.735976 0.426609 11.00000 -1.20000 AFIX 0 C14 1 0.342423 0.046505 0.440290 11.00000 0.02373 0.02008 = 0.01564 0.00210 -0.00210 -0.00664 C6 1 0.505550 0.618917 0.423824 11.00000 0.03121 0.02360 = 0.01224 0.00182 -0.00043 -0.00132 C16 1 0.363753 -0.087177 0.557466 11.00000 0.02488 0.02012 = 0.01843 0.00409 -0.00139 0.00023 C10 1 0.310315 0.105382 0.351560 11.00000 0.04411 0.01303 = 0.01692 -0.00049 -0.00097 0.00238 AFIX 43 H10 2 0.310829 0.049785 0.338903 11.00000 -1.20000 AFIX 0 C13 1 0.306318 0.270251 0.385362 11.00000 0.04759 0.01744 = 0.02110 -0.00607 -0.00238 0.00219 AFIX 43 H13 2 0.305842 0.326442 0.396981 11.00000 -1.20000 AFIX 0 C12 1 0.319863 0.205646 0.422344 11.00000 0.04624 0.02008 = 0.00842 -0.00156 -0.00151 -0.00278 AFIX 43 H12 2 0.325513 0.218582 0.457916 11.00000 -1.20000 AFIX 0 C19 1 0.379221 -0.221362 0.602902 11.00000 0.05088 0.01934 = 0.03257 0.01188 0.00044 -0.00494 AFIX 43 H19 2 0.384946 -0.280437 0.601432 11.00000 -1.20000 AFIX 0 C17 1 0.363259 -0.048527 0.606262 11.00000 0.05421 0.02180 = 0.01797 0.00161 -0.00054 0.00983 AFIX 43 H17 2 0.358427 0.010437 0.609266 11.00000 -1.20000 AFIX 0 C9 1 0.295386 0.173095 0.318003 11.00000 0.03451 0.02381 = 0.01205 -0.00348 0.00199 -0.00308 AFIX 43 H9 2 0.285748 0.161512 0.282423 11.00000 -1.20000 AFIX 0 C20 1 0.371680 -0.176689 0.555981 11.00000 0.04264 0.02721 = 0.02248 0.00008 0.00402 -0.00695 AFIX 43 H20 2 0.371858 -0.205437 0.524025 11.00000 -1.20000 AFIX 0 C18 1 0.370146 -0.099729 0.650804 11.00000 0.04898 0.04362 = 0.01637 0.00751 0.00362 0.00816 AFIX 43 H18 2 0.368618 -0.072753 0.683334 11.00000 -1.20000 AFIX 0 H5A 2 0.392626 0.113893 0.543981 11.00000 0.09694 HKLF 4 REM CoNA2_0m_a.res in Pbca REM wR2 = 0.2039, GooF = S = 1.400, Restrained GooF = 1.400 for all data REM R1 = 0.1105 for 3774 Fo > 4sig(Fo) and 0.1293 for all 4380 data REM 342 parameters refined using 0 restraints END WGHT 0.0000 50.3500 REM Highest difference peak 0.732, deepest hole -0.637, 1-sigma level 0.131 Q1 1 0.2078 0.3855 0.2753 11.00000 0.05 0.73 Q2 1 0.3448 0.3212 0.2748 11.00000 0.05 0.67 Q3 1 0.3262 0.3900 0.2719 11.00000 0.05 0.61 Q4 1 0.2016 0.3151 0.2808 11.00000 0.05 0.54 Q5 1 0.4822 0.6716 0.4928 11.00000 0.05 0.54 Q6 1 0.2235 0.3571 0.2421 11.00000 0.05 0.54 Q7 1 0.3592 0.1440 0.3397 11.00000 0.05 0.52 Q8 1 0.3132 0.3486 0.2369 11.00000 0.05 0.51 Q9 1 0.1346 0.2372 0.2180 11.00000 0.05 0.51 Q10 1 0.4530 0.1538 0.3693 11.00000 0.05 0.49 Q11 1 0.6023 0.6597 0.2737 11.00000 0.05 0.49 Q12 1 0.2197 0.3610 0.3110 11.00000 0.05 0.47 Q13 1 0.3102 0.3578 0.3104 11.00000 0.05 0.47 Q14 1 0.2396 0.2035 0.3376 11.00000 0.05 0.46 Q15 1 0.0452 0.3854 0.2926 11.00000 0.05 0.45 Q16 1 0.3912 0.2265 0.4412 11.00000 0.05 0.45 Q17 1 0.3456 0.4963 0.5522 11.00000 0.05 0.44 Q18 1 0.3012 0.4606 0.3275 11.00000 0.05 0.44 Q19 1 0.4770 -0.0296 0.6907 11.00000 0.05 0.44 Q20 1 0.3190 -0.0869 0.7216 11.00000 0.05 0.44 ; _shelx_res_checksum 91383 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.26454(8) 0.35177(6) 0.27580(3) 0.0141(2) Uani 1 1 d . . . . . O3 O 0.6184(4) 0.7871(3) 0.27548(19) 0.0205(11) Uani 1 1 d . . . . . O1 O 0.3700(5) 0.4348(3) 0.3186(2) 0.0244(12) Uani 1 1 d . . . . . O4 O 0.6642(5) 0.8368(3) 0.3561(2) 0.0259(12) Uani 1 1 d . . . . . O8 O 0.2390(5) 0.4476(3) 0.2180(2) 0.0268(12) Uani 1 1 d . . . . . H8A H 0.244788 0.425423 0.187611 0.040 Uiso 1 1 d R U . . . H8B H 0.168329 0.465513 0.219557 0.040 Uiso 1 1 d R U . . . O7 O 0.1137(4) 0.3942(3) 0.31990(19) 0.0233(12) Uani 1 1 d . . . . . H7A H 0.076141 0.431123 0.302082 0.035 Uiso 1 1 d R U . . . H7B H 0.137049 0.421046 0.346978 0.035 Uiso 1 1 d R U . . . O2 O 0.4981(5) 0.4834(3) 0.2578(2) 0.0294(13) Uani 1 1 d . . . . . O9 O 0.1259(4) 0.2795(3) 0.2397(2) 0.0298(13) Uani 1 1 d . . . . . H9A H 0.122699 0.291283 0.207168 0.045 Uiso 1 1 d R U . . . H9B H 0.059956 0.296262 0.251888 0.045 Uiso 1 1 d R U . . . N1 N 0.2938(5) 0.2552(4) 0.3334(2) 0.0187(13) Uani 1 1 d . . . . . N4 N 0.3447(5) 0.0408(4) 0.4942(2) 0.0188(13) Uani 1 1 d . . . . . N2 N 0.3596(6) -0.0306(4) 0.4201(2) 0.0250(15) Uani 1 1 d . . . . . O6 O 0.4114(6) 0.5654(5) 0.4981(2) 0.0498(18) Uani 1 1 d . . . . . N3 N 0.3717(6) -0.0878(4) 0.4612(2) 0.0280(16) Uani 1 1 d . . . . . C1 C 0.4474(6) 0.4852(4) 0.3018(3) 0.0162(15) Uani 1 1 d . . . . . N6 N 0.3787(6) -0.1838(5) 0.6505(3) 0.0328(17) Uani 1 1 d . . . . . C8 C 0.6219(6) 0.7821(4) 0.3265(3) 0.0172(15) Uani 1 1 d . . . . . C3 C 0.5338(6) 0.6327(4) 0.3170(3) 0.0177(15) Uani 1 1 d . . . . . H3 H 0.543784 0.637174 0.280857 0.021 Uiso 1 1 calc R U . . . N7 N 0.4890(7) 0.6121(4) 0.4816(2) 0.0338(17) Uani 1 1 d . . . . . C7 C 0.4677(6) 0.5522(4) 0.3924(3) 0.0195(15) Uani 1 1 d . . . . . H7 H 0.432044 0.504400 0.407072 0.023 Uiso 1 1 calc R U . . . C2 C 0.4847(6) 0.5585(4) 0.3381(3) 0.0173(15) Uani 1 1 d . . . . . C4 C 0.5684(6) 0.7006(4) 0.3494(3) 0.0171(15) Uani 1 1 d . . . . . O5 O 0.5552(8) 0.6524(5) 0.5102(2) 0.077(3) Uani 1 1 d . . . . . N5 N 0.3319(9) 0.1115(4) 0.5285(3) 0.037(2) Uani 1 1 d . . . . . H5B H 0.266088 0.107002 0.545167 0.045 Uiso 1 1 d R U . . . C11 C 0.3248(6) 0.1220(4) 0.4055(3) 0.0176(15) Uani 1 1 d . . . . . C15 C 0.3611(6) -0.0445(5) 0.5056(3) 0.0193(15) Uani 1 1 d . . . . . C5 C 0.5562(7) 0.6928(5) 0.4042(3) 0.0241(17) Uani 1 1 d . . . . . H5 H 0.581350 0.735976 0.426609 0.029 Uiso 1 1 calc R U . . . C14 C 0.3424(6) 0.0465(5) 0.4403(3) 0.0198(16) Uani 1 1 d . . . . . C6 C 0.5056(7) 0.6189(5) 0.4238(3) 0.0223(16) Uani 1 1 d . . . . . C16 C 0.3638(7) -0.0872(5) 0.5575(3) 0.0211(16) Uani 1 1 d . . . . . C10 C 0.3103(7) 0.1054(5) 0.3516(3) 0.0247(17) Uani 1 1 d . . . . . H10 H 0.310829 0.049785 0.338903 0.030 Uiso 1 1 calc R U . . . C13 C 0.3063(7) 0.2703(5) 0.3854(3) 0.0287(19) Uani 1 1 d . . . . . H13 H 0.305842 0.326442 0.396981 0.034 Uiso 1 1 calc R U . . . C12 C 0.3199(7) 0.2056(5) 0.4223(3) 0.0249(18) Uani 1 1 d . . . . . H12 H 0.325513 0.218582 0.457916 0.030 Uiso 1 1 calc R U . . . C19 C 0.3792(8) -0.2214(5) 0.6029(3) 0.034(2) Uani 1 1 d . . . . . H19 H 0.384946 -0.280437 0.601432 0.041 Uiso 1 1 calc R U . . . C17 C 0.3633(8) -0.0485(5) 0.6063(3) 0.0313(19) Uani 1 1 d . . . . . H17 H 0.358427 0.010437 0.609266 0.038 Uiso 1 1 calc R U . . . C9 C 0.2954(7) 0.1731(5) 0.3180(3) 0.0235(17) Uani 1 1 d . . . . . H9 H 0.285748 0.161512 0.282423 0.028 Uiso 1 1 calc R U . . . C20 C 0.3717(8) -0.1767(5) 0.5560(3) 0.0308(19) Uani 1 1 d . . . . . H20 H 0.371858 -0.205437 0.524025 0.037 Uiso 1 1 calc R U . . . C18 C 0.3701(8) -0.0997(6) 0.6508(3) 0.036(2) Uani 1 1 d . . . . . H18 H 0.368618 -0.072753 0.683334 0.044 Uiso 1 1 calc R U . . . H5A H 0.393(12) 0.114(9) 0.544(5) 0.10(5) 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 0.0176(5) 0.0121(4) 0.0125(4) -0.0002(4) 0.0001(4) 0.0006(4) O3 0.021(3) 0.022(3) 0.019(3) -0.002(2) 0.001(2) -0.004(2) O1 0.033(3) 0.016(3) 0.025(3) -0.005(2) 0.001(2) -0.010(2) O4 0.037(3) 0.017(3) 0.023(3) -0.005(2) -0.002(2) -0.011(2) O8 0.026(3) 0.028(3) 0.027(3) 0.006(2) 0.000(2) 0.007(2) O7 0.030(3) 0.021(3) 0.019(3) -0.006(2) -0.004(2) 0.006(2) O2 0.028(3) 0.033(3) 0.027(3) -0.014(2) 0.007(2) -0.007(3) O9 0.021(3) 0.046(3) 0.022(3) -0.017(3) 0.006(2) -0.005(3) N1 0.022(3) 0.016(3) 0.019(3) 0.003(2) -0.001(3) -0.001(3) N4 0.030(3) 0.013(3) 0.013(3) 0.000(2) -0.004(3) 0.000(3) N2 0.040(4) 0.018(3) 0.017(3) 0.000(3) -0.002(3) 0.001(3) O6 0.055(4) 0.066(5) 0.028(3) 0.011(3) 0.010(3) -0.017(4) N3 0.053(4) 0.016(3) 0.016(3) 0.001(3) -0.001(3) 0.001(3) C1 0.015(3) 0.009(3) 0.024(4) -0.001(3) -0.009(3) 0.003(3) N6 0.033(4) 0.037(4) 0.029(4) 0.019(3) -0.001(3) 0.000(3) C8 0.017(3) 0.014(3) 0.021(4) -0.002(3) 0.004(3) -0.001(3) C3 0.024(4) 0.018(4) 0.011(3) -0.004(3) -0.002(3) 0.001(3) N7 0.056(5) 0.028(4) 0.017(3) 0.003(3) 0.003(3) -0.006(4) C7 0.022(4) 0.016(4) 0.020(4) 0.006(3) 0.001(3) -0.006(3) C2 0.015(3) 0.019(4) 0.018(4) 0.000(3) 0.001(3) -0.003(3) C4 0.019(4) 0.011(3) 0.021(4) -0.002(3) 0.003(3) 0.002(3) O5 0.143(8) 0.072(5) 0.016(3) -0.006(3) -0.008(4) -0.067(6) N5 0.073(6) 0.018(4) 0.021(4) -0.003(3) -0.001(4) 0.010(4) C11 0.017(3) 0.023(4) 0.013(3) 0.004(3) -0.001(3) -0.001(3) C15 0.020(4) 0.020(4) 0.019(4) 0.004(3) -0.002(3) 0.003(3) C5 0.036(4) 0.020(4) 0.016(4) -0.009(3) 0.001(3) -0.005(3) C14 0.024(4) 0.020(4) 0.016(4) 0.002(3) -0.002(3) -0.007(3) C6 0.031(4) 0.024(4) 0.012(4) 0.002(3) 0.000(3) -0.001(3) C16 0.025(4) 0.020(4) 0.018(4) 0.004(3) -0.001(3) 0.000(3) C10 0.044(5) 0.013(4) 0.017(4) 0.000(3) -0.001(3) 0.002(3) C13 0.048(5) 0.017(4) 0.021(4) -0.006(3) -0.002(4) 0.002(4) C12 0.046(5) 0.020(4) 0.008(3) -0.002(3) -0.002(3) -0.003(4) C19 0.051(6) 0.019(4) 0.033(5) 0.012(4) 0.000(4) -0.005(4) C17 0.054(6) 0.022(4) 0.018(4) 0.002(3) -0.001(4) 0.010(4) C9 0.035(4) 0.024(4) 0.012(4) -0.003(3) 0.002(3) -0.003(3) C20 0.043(5) 0.027(4) 0.022(4) 0.000(3) 0.004(4) -0.007(4) C18 0.049(6) 0.044(5) 0.016(4) 0.008(4) 0.004(4) 0.008(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 O3 105.3(2) . 3_645 ? O1 Co1 O8 89.9(2) . . ? O3 Co1 O8 89.9(2) 3_645 . ? O1 Co1 N1 89.7(2) . . ? O3 Co1 N1 89.2(2) 3_645 . ? O8 Co1 N1 178.8(2) . . ? O1 Co1 O9 168.0(2) . . ? O3 Co1 O9 86.65(19) 3_645 . ? O8 Co1 O9 88.7(2) . . ? N1 Co1 O9 91.9(2) . . ? O1 Co1 O7 89.4(2) . . ? O3 Co1 O7 165.22(19) 3_645 . ? O8 Co1 O7 92.0(2) . . ? N1 Co1 O7 89.1(2) . . ? O9 Co1 O7 78.73(19) . . ? C8 O3 Co1 128.6(4) . 3_655 ? C1 O1 Co1 128.1(5) . . ? Co1 O8 H8A 109.2 . . ? Co1 O8 H8B 109.2 . . ? H8A O8 H8B 104.5 . . ? Co1 O7 H7A 109.3 . . ? Co1 O7 H7B 109.2 . . ? H7A O7 H7B 104.5 . . ? Co1 O9 H9A 109.5 . . ? Co1 O9 H9B 109.0 . . ? H9A O9 H9B 104.5 . . ? C9 N1 C13 116.8(6) . . ? C9 N1 Co1 118.8(5) . . ? C13 N1 Co1 124.4(5) . . ? C14 N4 C15 105.9(6) . . ? C14 N4 N5 124.2(6) . . ? C15 N4 N5 129.9(6) . . ? C14 N2 N3 108.2(6) . . ? C15 N3 N2 107.6(6) . . ? O1 C1 O2 127.4(6) . . ? O1 C1 C2 117.3(6) . . ? O2 C1 C2 115.2(6) . . ? C18 N6 C19 116.3(7) . . ? O4 C8 O3 125.3(6) . . ? O4 C8 C4 120.0(6) . . ? O3 C8 C4 114.7(6) . . ? C2 C3 C4 121.3(6) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? O6 N7 O5 123.2(7) . . ? O6 N7 C6 118.4(7) . . ? O5 N7 C6 118.4(7) . . ? C6 C7 C2 118.3(6) . . ? C6 C7 H7 120.9 . . ? C2 C7 H7 120.9 . . ? C3 C2 C7 119.5(6) . . ? C3 C2 C1 120.2(6) . . ? C7 C2 C1 120.2(6) . . ? C3 C4 C5 119.3(6) . . ? C3 C4 C8 121.4(6) . . ? C5 C4 C8 119.3(6) . . ? N4 N5 H5B 109.1 . . ? N4 N5 H5A 105(10) . . ? H5B N5 H5A 120.8 . . ? C12 C11 C10 118.3(6) . . ? C12 C11 C14 125.1(6) . . ? C10 C11 C14 116.6(6) . . ? N3 C15 N4 109.3(6) . . ? N3 C15 C16 121.8(6) . . ? N4 C15 C16 128.8(6) . . ? C6 C5 C4 118.0(6) . . ? C6 C5 H5 121.0 . . ? C4 C5 H5 121.0 . . ? N2 C14 N4 108.9(6) . . ? N2 C14 C11 120.8(6) . . ? N4 C14 C11 130.3(6) . . ? C7 C6 C5 123.5(6) . . ? C7 C6 N7 118.5(7) . . ? C5 C6 N7 117.9(6) . . ? C17 C16 C20 117.5(7) . . ? C17 C16 C15 127.1(7) . . ? C20 C16 C15 115.4(7) . . ? C9 C10 C11 118.5(7) . . ? C9 C10 H10 120.7 . . ? C11 C10 H10 120.7 . . ? N1 C13 C12 123.1(7) . . ? N1 C13 H13 118.4 . . ? C12 C13 H13 118.4 . . ? C11 C12 C13 119.1(7) . . ? C11 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? N6 C19 C20 123.5(7) . . ? N6 C19 H19 118.2 . . ? C20 C19 H19 118.2 . . ? C16 C17 C18 118.6(7) . . ? C16 C17 H17 120.7 . . ? C18 C17 H17 120.7 . . ? N1 C9 C10 124.1(7) . . ? N1 C9 H9 117.9 . . ? C10 C9 H9 117.9 . . ? C19 C20 C16 119.0(8) . . ? C19 C20 H20 120.5 . . ? C16 C20 H20 120.5 . . ? N6 C18 C17 125.1(8) . . ? N6 C18 H18 117.5 . . ? C17 C18 H18 117.5 . . ? 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(5) . ? Co1 O3 2.119(5) 3_645 ? Co1 O8 2.124(5) . ? Co1 N1 2.134(6) . ? Co1 O9 2.143(5) . ? Co1 O7 2.150(5) . ? O3 C8 1.300(8) . ? O1 C1 1.256(8) . ? O4 C8 1.239(8) . ? O8 H8A 0.8500 . ? O8 H8B 0.8500 . ? O7 H7A 0.8500 . ? O7 H7B 0.8501 . ? O2 C1 1.260(9) . ? O9 H9A 0.8500 . ? O9 H9B 0.8500 . ? N1 C9 1.347(9) . ? N1 C13 1.351(9) . ? N4 C14 1.375(9) . ? N4 C15 1.383(9) . ? N4 N5 1.419(9) . ? N2 C14 1.329(9) . ? N2 N3 1.385(8) . ? O6 N7 1.220(9) . ? N3 C15 1.324(9) . ? C1 C2 1.535(9) . ? N6 C18 1.322(11) . ? N6 C19 1.346(11) . ? C8 C4 1.532(9) . ? C3 C2 1.398(10) . ? C3 C4 1.402(9) . ? C3 H3 0.9300 . ? N7 O5 1.222(9) . ? N7 C6 1.485(9) . ? C7 C6 1.385(10) . ? C7 C2 1.400(10) . ? C7 H7 0.9300 . ? C4 C5 1.407(10) . ? N5 H5B 0.8603 . ? N5 H5A 0.79(13) . ? C11 C12 1.382(10) . ? C11 C10 1.406(10) . ? C11 C14 1.493(10) . ? C15 C16 1.481(10) . ? C5 C6 1.387(10) . ? C5 H5 0.9300 . ? C16 C17 1.382(10) . ? C16 C20 1.408(11) . ? C10 C9 1.374(10) . ? C10 H10 0.9300 . ? C13 C12 1.392(10) . ? C13 H13 0.9300 . ? C12 H12 0.9300 . ? C19 C20 1.387(11) . ? C19 H19 0.9300 . ? C17 C18 1.392(11) . ? C17 H17 0.9300 . ? C9 H9 0.9300 . ? C20 H20 0.9300 . ? C18 H18 0.9300 . ? 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 C14 N2 N3 C15 0.2(9) . . . . ? Co1 O1 C1 O2 -18.0(10) . . . . ? Co1 O1 C1 C2 161.1(4) . . . . ? Co1 O3 C8 O4 28.7(10) 3_655 . . . ? Co1 O3 C8 C4 -151.1(4) 3_655 . . . ? C4 C3 C2 C7 1.0(11) . . . . ? C4 C3 C2 C1 179.9(6) . . . . ? C6 C7 C2 C3 -2.8(11) . . . . ? C6 C7 C2 C1 178.3(6) . . . . ? O1 C1 C2 C3 -156.2(6) . . . . ? O2 C1 C2 C3 23.0(9) . . . . ? O1 C1 C2 C7 22.7(10) . . . . ? O2 C1 C2 C7 -158.1(7) . . . . ? C2 C3 C4 C5 1.7(11) . . . . ? C2 C3 C4 C8 -179.8(6) . . . . ? O4 C8 C4 C3 -171.6(7) . . . . ? O3 C8 C4 C3 8.2(9) . . . . ? O4 C8 C4 C5 6.9(10) . . . . ? O3 C8 C4 C5 -173.2(6) . . . . ? N2 N3 C15 N4 -1.2(8) . . . . ? N2 N3 C15 C16 177.0(7) . . . . ? C14 N4 C15 N3 1.7(8) . . . . ? N5 N4 C15 N3 -178.4(8) . . . . ? C14 N4 C15 C16 -176.3(7) . . . . ? N5 N4 C15 C16 3.7(13) . . . . ? C3 C4 C5 C6 -2.6(11) . . . . ? C8 C4 C5 C6 178.9(7) . . . . ? N3 N2 C14 N4 0.8(9) . . . . ? N3 N2 C14 C11 -179.3(6) . . . . ? C15 N4 C14 N2 -1.5(8) . . . . ? N5 N4 C14 N2 178.5(7) . . . . ? C15 N4 C14 C11 178.6(7) . . . . ? N5 N4 C14 C11 -1.4(13) . . . . ? C12 C11 C14 N2 -172.2(7) . . . . ? C10 C11 C14 N2 9.0(10) . . . . ? C12 C11 C14 N4 7.7(13) . . . . ? C10 C11 C14 N4 -171.2(7) . . . . ? C2 C7 C6 C5 1.9(12) . . . . ? C2 C7 C6 N7 -179.4(7) . . . . ? C4 C5 C6 C7 0.8(12) . . . . ? C4 C5 C6 N7 -177.9(7) . . . . ? O6 N7 C6 C7 -24.1(11) . . . . ? O5 N7 C6 C7 154.5(8) . . . . ? O6 N7 C6 C5 154.7(8) . . . . ? O5 N7 C6 C5 -26.7(12) . . . . ? N3 C15 C16 C17 174.4(8) . . . . ? N4 C15 C16 C17 -7.9(13) . . . . ? N3 C15 C16 C20 -3.3(11) . . . . ? N4 C15 C16 C20 174.5(7) . . . . ? C12 C11 C10 C9 1.9(11) . . . . ? C14 C11 C10 C9 -179.2(7) . . . . ? C9 N1 C13 C12 -0.2(12) . . . . ? Co1 N1 C13 C12 176.9(6) . . . . ? C10 C11 C12 C13 -2.9(12) . . . . ? C14 C11 C12 C13 178.2(7) . . . . ? N1 C13 C12 C11 2.2(13) . . . . ? C18 N6 C19 C20 0.2(13) . . . . ? C20 C16 C17 C18 -0.2(13) . . . . ? C15 C16 C17 C18 -177.8(8) . . . . ? C13 N1 C9 C10 -0.9(11) . . . . ? Co1 N1 C9 C10 -178.2(6) . . . . ? C11 C10 C9 N1 0.1(12) . . . . ? N6 C19 C20 C16 0.4(14) . . . . ? C17 C16 C20 C19 -0.4(13) . . . . ? C15 C16 C20 C19 177.5(7) . . . . ? C19 N6 C18 C17 -0.8(14) . . . . ? C16 C17 C18 N6 0.9(15) . . . . ?