#------------------------------------------------------------------------------ #$Date: 2023-12-05 01:38:20 +0200 (Tue, 05 Dec 2023) $ #$Revision: 288022 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/78/7247822.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_7247822 loop_ _publ_author_name 'Zhang, Menglei' 'Li, Zhongkui' 'Zhu, Yanhong' 'Yan, Li' 'Zhong, Xue' 'Zhang, Yijie' 'Li, Ziyao' 'Bai, Yixiang' 'Li, Hui' _publ_section_title ; Mimic Uracil-Uracil base pairing: self-assembly and single crystal structure ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D3CE01056B _journal_year 2023 _chemical_absolute_configuration ad _chemical_formula_moiety 'C19 H25 Co N4 O11 P, 2(H2 O)' _chemical_formula_sum 'C19 H29 Co N4 O13 P' _chemical_formula_weight 611.36 _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2023-06-26 _audit_creation_method ; Olex2 1.5 (compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748) ; _audit_update_record ; 2023-08-16 deposited with the CCDC. 2023-12-01 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 95.204(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 7.9718(5) _cell_length_b 14.0812(9) _cell_length_c 11.5373(8) _cell_measurement_reflns_used 6742 _cell_measurement_temperature 296.15 _cell_measurement_theta_max 30.210 _cell_measurement_theta_min 2.287 _cell_volume 1289.75(15) _computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/4 (Sheldrick, 2014)' _diffrn_ambient_temperature 296.15 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.920 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_unetI/netI 0.0526 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.920 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 17788 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.886 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 31.569 _diffrn_reflns_theta_min 1.772 _exptl_absorpt_coefficient_mu 0.800 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_correction_T_min 0.6316 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0745 before and 0.0484 after correction. The Ratio of minimum to maximum transmission is 0.8463. The \l/2 correction factor is 0.00150. ; _exptl_crystal_colour pink _exptl_crystal_colour_primary pink _exptl_crystal_density_diffrn 1.574 _exptl_crystal_description plate _exptl_crystal_F_000 634 _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.469 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.059 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.012(11) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 354 _refine_ls_number_reflns 7654 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 0.977 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0333 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0254P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0630 _refine_ls_wR_factor_ref 0.0664 _reflns_Friedel_coverage 0.859 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.849 _reflns_number_gt 6563 _reflns_number_total 7654 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce01056b2.cif _cod_data_source_block 1_a _cod_database_code 7247822 _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_max 0.896 _shelx_estimated_absorpt_t_min 0.790 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.988(11) 0.012(11) 2. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All O(H) groups, All O(H,H) groups 3.a Free rotating group: O10(H10A,H10B), O11(H11C,H11D) 3.b Rotating group: O1(H1A,H1B), O2(H2A,H2B), O3(H3A,H3B) 3.c Ternary CH refined with riding coordinates: C12(H12), C13(H13), C15(H15) 3.d Secondary CH2 refined with riding coordinates: C11(H11A,H11B), C14(H14A,H14B) 3.e Aromatic/amide H refined with riding coordinates: N4(H4), C1(H1), C2(H2), C4(H4A), C5(H5), C6(H6), C7(H7), C9(H9A), C10(H10), C18(H18), C19(H19) 3.f Idealised tetrahedral OH refined as rotating group: O9(H9) ; _shelx_res_file ; TITL 1_a.res in P2(1) 1_a.res created by SHELXL-2018/3 at 11:13:12 on 10-Feb-2023 REM Old TITL 1 in P2(1) REM SHELXT solution in P2(1) REM R1 0.074, Rweak 0.024, Alpha 0.005, Orientation as input REM Flack x = 0.036 ( 0.006 ) from Parsons' quotients REM Formula found by SHELXT: C20 N4 O12 P Co CELL 0.71073 7.9718 14.0812 11.5373 90 95.204 90 ZERR 2 0.0005 0.0009 0.0008 0 0.002 0 LATT -1 SYMM -X,0.5+Y,-Z SFAC C H Co N O P UNIT 38 58 2 8 26 2 EQIV $1 1-X,-0.5+Y,1-Z EQIV $2 1-X,-0.5+Y,2-Z EQIV $3 -1+X,+Y,+Z EQIV $4 +X,+Y,1+Z EQIV $5 1+X,+Y,+Z EQIV $6 1+X,+Y,-1+Z EQIV $7 +X,+Y,-1+Z L.S. 5 PLAN 1 SIZE 0.15 0.14 0.31 TEMP 23 CONF HTAB O1 O6_$1 HTAB O1 O13_$2 HTAB O2 O5_$1 HTAB O2 O11 HTAB O3 O6 HTAB O3 O10 HTAB O9 O6_$3 HTAB N4 O5_$4 HTAB O10 O5_$5 HTAB O10 O12_$6 HTAB O10 O13_$7 HTAB O11 O4_$5 BOND $H LIST 4 MORE -1 HTAB fmap 2 acta TWIN -1 0 0 0 -1 0 0 0 -1 2 REM REM REM WGHT 0.025400 BASF 0.01173 FVAR 0.35357 CO1 3 0.582123 0.411219 0.536257 11.00000 0.01958 0.02171 = 0.01254 -0.00085 0.00225 0.00025 P1 6 0.324927 0.590141 0.560631 11.00000 0.01903 0.02085 = 0.01491 0.00081 0.00259 0.00140 O1 5 0.441582 0.283432 0.524556 11.00000 0.02862 0.02205 = 0.02349 0.00037 0.00543 0.00091 AFIX 7 H1A 2 0.481291 0.246663 0.475365 11.00000 -1.50000 H1B 2 0.456853 0.253792 0.588835 11.00000 -1.50000 AFIX 0 O2 5 0.802830 0.332893 0.554243 11.00000 0.02782 0.02523 = 0.03554 -0.00129 0.00769 0.00278 AFIX 7 H2A 2 0.782470 0.275913 0.531973 11.00000 -1.50000 H2B 2 0.870220 0.353963 0.506863 11.00000 -1.50000 AFIX 0 O3 5 0.726876 0.535261 0.555165 11.00000 0.02557 0.02965 = 0.02516 -0.00292 0.00467 -0.00337 AFIX 7 H3A 2 0.665745 0.580652 0.575640 11.00000 -1.50000 H3B 2 0.755481 0.551969 0.488885 11.00000 -1.50000 AFIX 0 O4 5 0.365460 0.489413 0.526852 11.00000 0.02033 0.02005 = 0.02474 -0.00175 0.00239 0.00095 O5 5 0.237310 0.646295 0.460534 11.00000 0.02285 0.02727 = 0.01885 0.00332 0.00018 0.00321 O6 5 0.476358 0.643409 0.618802 11.00000 0.02722 0.02656 = 0.02181 -0.00300 -0.00258 -0.00110 O7 5 0.191360 0.574955 0.654939 11.00000 0.03384 0.02899 = 0.02849 0.00756 0.01681 0.00726 O8 5 0.050492 0.569677 0.869801 11.00000 0.03425 0.03861 = 0.01540 -0.00176 -0.00080 0.00241 O9 5 -0.306110 0.656033 0.833415 11.00000 0.02432 0.08019 = 0.02479 -0.00440 0.00266 0.00466 AFIX 147 H9 2 -0.366345 0.650146 0.772353 11.00000 -1.50000 AFIX 0 O12 5 0.026907 0.609933 1.203412 11.00000 0.03686 0.17922 = 0.02367 -0.00703 0.00874 -0.03159 O13 5 0.582329 0.678639 1.268573 11.00000 0.02941 0.05954 = 0.03131 -0.01153 -0.00590 0.00137 N1 4 0.585006 0.412561 1.346422 11.00000 0.03050 0.03065 = 0.01576 -0.00128 0.00336 -0.00341 N2 4 0.580649 0.406834 0.728398 11.00000 0.03247 0.02552 = 0.01600 0.00035 0.00201 0.00148 N3 4 0.174946 0.630252 1.045920 11.00000 0.02722 0.05674 = 0.01534 -0.00164 0.00105 -0.00396 N4 4 0.307104 0.641562 1.233022 11.00000 0.03181 0.05515 = 0.01355 -0.00267 0.00093 -0.00323 AFIX 43 H4 2 0.301231 0.638906 1.307015 11.00000 -1.20000 AFIX 0 C1 1 0.722876 0.431912 1.294302 11.00000 0.02887 0.05522 = 0.01651 -0.00328 -0.00010 -0.00542 AFIX 43 H1 2 0.821642 0.444774 1.340895 11.00000 -1.20000 AFIX 0 C2 1 0.728312 0.434074 1.174914 11.00000 0.02908 0.04836 = 0.02097 0.00010 0.00813 -0.00555 AFIX 43 H2 2 0.828032 0.449451 1.143256 11.00000 -1.20000 AFIX 0 C3 1 0.583745 0.413119 1.102081 11.00000 0.03473 0.02655 = 0.01437 0.00116 0.00290 -0.00114 C4 1 0.440982 0.393694 1.157271 11.00000 0.03167 0.06360 = 0.01622 -0.00036 -0.00167 -0.01659 AFIX 43 H4A 2 0.340499 0.379569 1.113295 11.00000 -1.20000 AFIX 0 C5 1 0.446219 0.395078 1.277686 11.00000 0.03394 0.06086 = 0.01834 0.00031 0.00685 -0.01697 AFIX 43 H5 2 0.347181 0.383114 1.311977 11.00000 -1.20000 AFIX 0 C6 1 0.723934 0.400434 0.798244 11.00000 0.02901 0.03724 = 0.01681 -0.00114 0.00549 0.00094 AFIX 43 H6 2 0.824516 0.393834 0.764020 11.00000 -1.20000 AFIX 0 C7 1 0.730583 0.403098 0.918386 11.00000 0.03075 0.03783 = 0.01794 0.00159 -0.00034 -0.00108 AFIX 43 H7 2 0.833765 0.399025 0.962693 11.00000 -1.20000 AFIX 0 C8 1 0.583344 0.411839 0.972608 11.00000 0.03507 0.02353 = 0.01434 -0.00097 0.00297 -0.00335 C9 1 0.434274 0.418784 0.900504 11.00000 0.03106 0.03839 = 0.01794 0.00082 0.00596 0.00323 AFIX 43 H9A 2 0.331932 0.425174 0.932527 11.00000 -1.20000 AFIX 0 C10 1 0.438824 0.416149 0.780970 11.00000 0.02891 0.03663 = 0.01677 0.00166 0.00119 0.00227 AFIX 43 H10 2 0.337549 0.421138 0.734571 11.00000 -1.20000 AFIX 0 C11 1 0.095552 0.652875 0.690733 11.00000 0.02994 0.03122 = 0.02359 -0.00072 0.00868 0.00594 AFIX 23 H11A 2 0.039670 0.684772 0.623400 11.00000 -1.20000 H11B 2 0.168443 0.698203 0.733931 11.00000 -1.20000 AFIX 0 C12 1 -0.033054 0.614313 0.766735 11.00000 0.02475 0.03716 = 0.01349 -0.00147 0.00012 -0.00021 AFIX 13 H12 2 -0.102442 0.566843 0.722654 11.00000 -1.20000 AFIX 0 C13 1 -0.148019 0.691456 0.809575 11.00000 0.02984 0.04477 = 0.02219 -0.00165 0.00068 0.00372 AFIX 13 H13 2 -0.158875 0.745616 0.756076 11.00000 -1.20000 AFIX 0 C14 1 -0.051052 0.718025 0.925782 11.00000 0.03274 0.05041 = 0.03031 -0.01424 0.00027 0.00451 AFIX 23 H14A 2 0.038783 0.762683 0.914783 11.00000 -1.20000 H14B 2 -0.125250 0.745027 0.979233 11.00000 -1.20000 AFIX 0 C15 1 0.018192 0.623172 0.968707 11.00000 0.02584 0.04999 = 0.01474 -0.00657 0.00159 -0.00490 AFIX 13 H15 2 -0.067090 0.590377 1.009937 11.00000 -1.20000 AFIX 0 C16 1 0.158849 0.625667 1.164337 11.00000 0.03383 0.07742 = 0.01595 -0.00386 0.00256 -0.00694 C17 1 0.462774 0.661110 1.196945 11.00000 0.02792 0.03127 = 0.02524 -0.00411 -0.00020 0.00335 C18 1 0.468891 0.659221 1.072419 11.00000 0.02449 0.04231 = 0.02532 -0.00399 0.00619 0.00013 AFIX 43 H18 2 0.570710 0.667855 1.040358 11.00000 -1.20000 AFIX 0 C19 1 0.327328 0.644986 1.003449 11.00000 0.02890 0.04738 = 0.01788 -0.00043 0.00463 -0.00066 AFIX 43 H19 2 0.332700 0.645109 0.923263 11.00000 -1.20000 AFIX 6 O10 5 0.884939 0.653608 0.417910 11.00000 0.02796 0.07133 = 0.03351 0.00157 0.00567 -0.00477 H10A 2 0.989448 0.640768 0.420638 11.00000 -1.50000 H10B 2 0.851256 0.651670 0.345910 11.00000 -1.50000 AFIX 6 O11 5 1.102548 0.362026 0.464056 11.00000 0.02590 0.04211 = 0.07463 -0.00126 0.00017 -0.00373 H11C 2 1.161576 0.410838 0.482916 11.00000 -1.50000 H11D 2 1.163730 0.315498 0.488398 11.00000 -1.50000 AFIX 0 HKLF 4 REM 1_a.res in P2(1) REM wR2 = 0.0664, GooF = S = 0.977, Restrained GooF = 0.977 for all data REM R1 = 0.0333 for 6563 Fo > 4sig(Fo) and 0.0436 for all 7654 data REM 354 parameters refined using 1 restraints END WGHT 0.0254 0.0000 REM Instructions for potential hydrogen bonds HTAB O1 O6_$1 HTAB O1 O13_$2 HTAB O2 O5_$1 HTAB O2 O11 HTAB O3 O6 HTAB O3 O10 HTAB O9 O6_$3 HTAB N4 O5_$4 HTAB C6 O2 HTAB C10 O4 HTAB C10 O7 HTAB C11 O10_$3 HTAB C12 O3_$3 REM Highest difference peak 0.469, deepest hole -0.302, 1-sigma level 0.059 Q1 1 0.6521 0.4161 1.3331 11.00000 0.05 0.33 ; _shelx_res_checksum 56317 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, 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 0.58212(4) 0.41122(2) 0.53626(3) 0.01789(8) Uani 1 1 d . . . . . P1 P 0.32493(8) 0.59014(5) 0.56063(6) 0.01820(14) Uani 1 1 d . . . . . O1 O 0.4416(2) 0.28343(14) 0.52456(17) 0.0245(4) Uani 1 1 d . . . . . H1A H 0.481291 0.246663 0.475365 0.037 Uiso 1 1 d R U . . . H1B H 0.456853 0.253792 0.588835 0.037 Uiso 1 1 d R U . . . O2 O 0.8028(3) 0.33289(15) 0.55424(18) 0.0292(5) Uani 1 1 d . . . . . H2A H 0.782470 0.275913 0.531973 0.044 Uiso 1 1 d R U . . . H2B H 0.870220 0.353963 0.506863 0.044 Uiso 1 1 d R U . . . O3 O 0.7269(2) 0.53526(14) 0.55516(17) 0.0266(4) Uani 1 1 d . . . . . H3A H 0.665745 0.580652 0.575640 0.040 Uiso 1 1 d R U . . . H3B H 0.755481 0.551969 0.488885 0.040 Uiso 1 1 d R U . . . O4 O 0.3655(2) 0.48941(13) 0.52685(16) 0.0217(4) Uani 1 1 d . . . . . O5 O 0.2373(2) 0.64629(13) 0.46053(15) 0.0231(4) Uani 1 1 d . . . . . O6 O 0.4764(2) 0.64341(14) 0.61880(16) 0.0255(4) Uani 1 1 d . . . . . O7 O 0.1914(3) 0.57496(14) 0.65494(17) 0.0296(5) Uani 1 1 d . . . . . O8 O 0.0505(3) 0.56968(15) 0.86980(16) 0.0296(5) Uani 1 1 d . . . . . O9 O -0.3061(3) 0.6560(2) 0.83342(19) 0.0431(6) Uani 1 1 d . . . . . H9 H -0.366345 0.650146 0.772353 0.065 Uiso 1 1 calc R U . . . O12 O 0.0269(3) 0.6099(3) 1.2034(2) 0.0796(12) Uani 1 1 d . . . . . O13 O 0.5823(3) 0.67864(18) 1.26857(19) 0.0406(6) Uani 1 1 d . . . . . N1 N 0.5850(3) 0.4126(2) 1.34642(17) 0.0256(4) Uani 1 1 d . . . . . N2 N 0.5806(3) 0.4068(2) 0.72840(17) 0.0247(4) Uani 1 1 d . . . . . N3 N 0.1749(3) 0.6303(2) 1.0459(2) 0.0332(6) Uani 1 1 d . . . . . N4 N 0.3071(3) 0.6416(2) 1.2330(2) 0.0336(6) Uani 1 1 d . . . . . H4 H 0.301231 0.638906 1.307015 0.040 Uiso 1 1 calc R U . . . C1 C 0.7229(4) 0.4319(2) 1.2943(2) 0.0337(8) Uani 1 1 d . . . . . H1 H 0.821642 0.444774 1.340895 0.040 Uiso 1 1 calc R U . . . C2 C 0.7283(4) 0.4341(2) 1.1749(2) 0.0324(8) Uani 1 1 d . . . . . H2 H 0.828032 0.449451 1.143256 0.039 Uiso 1 1 calc R U . . . C3 C 0.5837(3) 0.4131(3) 1.1021(2) 0.0252(5) Uani 1 1 d . . . . . C4 C 0.4410(4) 0.3937(3) 1.1573(2) 0.0374(9) Uani 1 1 d . . . . . H4A H 0.340499 0.379569 1.113295 0.045 Uiso 1 1 calc R U . . . C5 C 0.4462(4) 0.3951(3) 1.2777(2) 0.0374(8) Uani 1 1 d . . . . . H5 H 0.347181 0.383114 1.311977 0.045 Uiso 1 1 calc R U . . . C6 C 0.7239(4) 0.4004(2) 0.7982(2) 0.0275(6) Uani 1 1 d . . . . . H6 H 0.824516 0.393834 0.764020 0.033 Uiso 1 1 calc R U . . . C7 C 0.7306(4) 0.4031(3) 0.9184(2) 0.0290(6) Uani 1 1 d . . . . . H7 H 0.833765 0.399025 0.962693 0.035 Uiso 1 1 calc R U . . . C8 C 0.5833(3) 0.4118(3) 0.9726(2) 0.0243(5) Uani 1 1 d . . . . . C9 C 0.4343(4) 0.4188(3) 0.9005(2) 0.0289(6) Uani 1 1 d . . . . . H9A H 0.331932 0.425174 0.932527 0.035 Uiso 1 1 calc R U . . . C10 C 0.4388(3) 0.4161(3) 0.7810(2) 0.0275(6) Uani 1 1 d . . . . . H10 H 0.337549 0.421138 0.734571 0.033 Uiso 1 1 calc R U . . . C11 C 0.0956(4) 0.6529(2) 0.6907(2) 0.0279(6) Uani 1 1 d . . . . . H11A H 0.039670 0.684772 0.623400 0.033 Uiso 1 1 calc R U . . . H11B H 0.168443 0.698203 0.733931 0.033 Uiso 1 1 calc R U . . . C12 C -0.0331(4) 0.6143(2) 0.7667(2) 0.0252(6) Uani 1 1 d . . . . . H12 H -0.102442 0.566843 0.722654 0.030 Uiso 1 1 calc R U . . . C13 C -0.1480(4) 0.6915(2) 0.8096(3) 0.0324(7) Uani 1 1 d . . . . . H13 H -0.158875 0.745616 0.756076 0.039 Uiso 1 1 calc R U . . . C14 C -0.0511(4) 0.7180(3) 0.9258(3) 0.0380(8) Uani 1 1 d . . . . . H14A H 0.038783 0.762683 0.914783 0.046 Uiso 1 1 calc R U . . . H14B H -0.125250 0.745027 0.979233 0.046 Uiso 1 1 calc R U . . . C15 C 0.0182(4) 0.6232(2) 0.9687(2) 0.0302(7) Uani 1 1 d . . . . . H15 H -0.067090 0.590377 1.009937 0.036 Uiso 1 1 calc R U . . . C16 C 0.1588(5) 0.6257(3) 1.1643(3) 0.0424(10) Uani 1 1 d . . . . . C17 C 0.4628(4) 0.6611(2) 1.1969(2) 0.0283(6) Uani 1 1 d . . . . . C18 C 0.4689(4) 0.6592(2) 1.0724(2) 0.0305(7) Uani 1 1 d . . . . . H18 H 0.570710 0.667855 1.040358 0.037 Uiso 1 1 calc R U . . . C19 C 0.3273(4) 0.6450(2) 1.0034(2) 0.0312(7) Uani 1 1 d . . . . . H19 H 0.332700 0.645109 0.923263 0.037 Uiso 1 1 calc R U . . . O10 O 0.8849(3) 0.6536(2) 0.4179(2) 0.0441(6) Uani 1 1 d G . . . . H10A H 0.989448 0.640768 0.420638 0.066 Uiso 1 1 d G U . . . H10B H 0.851256 0.651670 0.345910 0.066 Uiso 1 1 d G U . . . O11 O 1.1025(3) 0.36203(19) 0.4641(3) 0.0478(6) Uani 1 1 d G . . . . H11C H 1.161576 0.410838 0.482916 0.072 Uiso 1 1 d G U . . . H11D H 1.163730 0.315498 0.488398 0.072 Uiso 1 1 d G U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.01958(16) 0.02171(16) 0.01254(14) -0.00085(15) 0.00225(11) 0.00025(16) P1 0.0190(3) 0.0208(3) 0.0149(3) 0.0008(3) 0.0026(2) 0.0014(3) O1 0.0286(11) 0.0221(10) 0.0235(10) 0.0004(8) 0.0054(8) 0.0009(8) O2 0.0278(11) 0.0252(11) 0.0355(12) -0.0013(9) 0.0077(9) 0.0028(9) O3 0.0256(11) 0.0296(11) 0.0252(11) -0.0029(8) 0.0047(8) -0.0034(8) O4 0.0203(10) 0.0200(10) 0.0247(10) -0.0018(8) 0.0024(7) 0.0010(7) O5 0.0228(10) 0.0273(10) 0.0189(9) 0.0033(8) 0.0002(7) 0.0032(8) O6 0.0272(10) 0.0266(10) 0.0218(10) -0.0030(8) -0.0026(8) -0.0011(8) O7 0.0338(11) 0.0290(12) 0.0285(11) 0.0076(9) 0.0168(8) 0.0073(9) O8 0.0342(12) 0.0386(12) 0.0154(9) -0.0018(8) -0.0008(8) 0.0024(9) O9 0.0243(12) 0.0802(18) 0.0248(11) -0.0044(12) 0.0027(9) 0.0047(12) O12 0.0369(15) 0.179(4) 0.0237(13) -0.0070(17) 0.0087(11) -0.0316(19) O13 0.0294(12) 0.0595(16) 0.0313(12) -0.0115(11) -0.0059(9) 0.0014(11) N1 0.0305(12) 0.0306(11) 0.0158(10) -0.0013(13) 0.0034(8) -0.0034(13) N2 0.0325(12) 0.0255(11) 0.0160(10) 0.0003(12) 0.0020(8) 0.0015(12) N3 0.0272(14) 0.0567(18) 0.0153(11) -0.0016(11) 0.0010(9) -0.0040(12) N4 0.0318(14) 0.0552(17) 0.0135(11) -0.0027(11) 0.0009(10) -0.0032(12) C1 0.0289(16) 0.055(2) 0.0165(13) -0.0033(13) -0.0001(11) -0.0054(14) C2 0.0291(16) 0.048(2) 0.0210(13) 0.0001(12) 0.0081(11) -0.0055(13) C3 0.0347(14) 0.0265(13) 0.0144(11) 0.0012(15) 0.0029(9) -0.0011(16) C4 0.0317(16) 0.064(3) 0.0162(13) -0.0004(14) -0.0017(11) -0.0166(16) C5 0.0339(16) 0.061(3) 0.0183(13) 0.0003(14) 0.0069(11) -0.0170(16) C6 0.0290(14) 0.0372(18) 0.0168(12) -0.0011(13) 0.0055(10) 0.0009(14) C7 0.0308(15) 0.0378(17) 0.0179(12) 0.0016(14) -0.0003(10) -0.0011(15) C8 0.0351(14) 0.0235(12) 0.0143(11) -0.0010(14) 0.0030(9) -0.0033(15) C9 0.0311(14) 0.0384(17) 0.0179(12) 0.0008(14) 0.0060(10) 0.0032(15) C10 0.0289(14) 0.0366(15) 0.0168(11) 0.0017(15) 0.0012(9) 0.0023(16) C11 0.0299(16) 0.0312(16) 0.0236(14) -0.0007(12) 0.0087(11) 0.0059(12) C12 0.0248(14) 0.0372(17) 0.0135(12) -0.0015(11) 0.0001(10) -0.0002(12) C13 0.0298(17) 0.045(2) 0.0222(15) -0.0016(13) 0.0007(12) 0.0037(14) C14 0.0327(18) 0.050(2) 0.0303(16) -0.0142(15) 0.0003(13) 0.0045(14) C15 0.0258(15) 0.050(2) 0.0147(13) -0.0066(12) 0.0016(11) -0.0049(13) C16 0.0338(19) 0.077(3) 0.0159(15) -0.0039(16) 0.0026(13) -0.0069(17) C17 0.0279(16) 0.0313(16) 0.0252(15) -0.0041(12) -0.0002(12) 0.0034(12) C18 0.0245(15) 0.0423(18) 0.0253(15) -0.0040(13) 0.0062(11) 0.0001(13) C19 0.0289(16) 0.0474(19) 0.0179(14) -0.0004(13) 0.0046(11) -0.0007(14) O10 0.0280(12) 0.0713(18) 0.0335(12) 0.0016(13) 0.0057(9) -0.0048(12) O11 0.0259(13) 0.0421(14) 0.0746(19) -0.0013(14) 0.0002(12) -0.0037(10) 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' P P 0.1023 0.0942 '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 N1 89.83(9) . 1_554 ? O1 Co1 N2 89.39(9) . . ? O2 Co1 O1 89.63(8) . . ? O2 Co1 O3 88.78(9) . . ? O2 Co1 N1 91.08(9) . 1_554 ? O2 Co1 N2 88.08(9) . . ? O3 Co1 O1 177.31(8) . . ? O3 Co1 N1 92.37(9) . 1_554 ? O3 Co1 N2 88.39(9) . . ? O4 Co1 O1 90.84(8) . . ? O4 Co1 O2 177.29(8) . . ? O4 Co1 O3 90.64(7) . . ? O4 Co1 N1 91.59(8) . 1_554 ? O4 Co1 N2 89.26(8) . . ? N1 Co1 N2 178.86(13) 1_554 . ? O4 P1 O5 112.76(11) . . ? O4 P1 O6 113.30(11) . . ? O4 P1 O7 102.71(11) . . ? O5 P1 O6 111.74(11) . . ? O5 P1 O7 107.32(11) . . ? O6 P1 O7 108.35(11) . . ? Co1 O1 H1A 109.5 . . ? Co1 O1 H1B 109.2 . . ? H1A O1 H1B 104.5 . . ? Co1 O2 H2A 109.5 . . ? Co1 O2 H2B 109.2 . . ? H2A O2 H2B 104.3 . . ? Co1 O3 H3A 109.4 . . ? Co1 O3 H3B 109.1 . . ? H3A O3 H3B 104.4 . . ? P1 O4 Co1 133.68(12) . . ? C11 O7 P1 120.13(17) . . ? C15 O8 C12 109.1(2) . . ? C13 O9 H9 109.5 . . ? C1 N1 Co1 122.56(18) . 1_556 ? C5 N1 Co1 120.84(17) . 1_556 ? C5 N1 C1 116.6(2) . . ? C6 N2 Co1 121.42(17) . . ? C10 N2 Co1 122.13(17) . . ? C10 N2 C6 116.3(2) . . ? C16 N3 C15 116.4(2) . . ? C19 N3 C15 121.8(2) . . ? C19 N3 C16 121.7(3) . . ? C16 N4 H4 116.2 . . ? C17 N4 H4 116.2 . . ? C17 N4 C16 127.5(3) . . ? N1 C1 H1 118.1 . . ? N1 C1 C2 123.9(3) . . ? C2 C1 H1 118.1 . . ? C1 C2 H2 120.1 . . ? C1 C2 C3 119.8(3) . . ? C3 C2 H2 120.1 . . ? C2 C3 C8 122.1(2) . . ? C4 C3 C2 115.8(2) . . ? C4 C3 C8 122.1(2) . . ? C3 C4 H4A 119.7 . . ? C3 C4 C5 120.5(3) . . ? C5 C4 H4A 119.7 . . ? N1 C5 C4 123.4(3) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? N2 C6 H6 118.2 . . ? N2 C6 C7 123.6(3) . . ? C7 C6 H6 118.2 . . ? C6 C7 H7 120.1 . . ? C6 C7 C8 119.9(3) . . ? C8 C7 H7 120.1 . . ? C7 C8 C3 121.9(2) . . ? C7 C8 C9 116.7(2) . . ? C9 C8 C3 121.4(2) . . ? C8 C9 H9A 120.1 . . ? C10 C9 C8 119.7(2) . . ? C10 C9 H9A 120.1 . . ? N2 C10 C9 123.7(2) . . ? N2 C10 H10 118.2 . . ? C9 C10 H10 118.2 . . ? O7 C11 H11A 110.2 . . ? O7 C11 H11B 110.2 . . ? O7 C11 C12 107.6(2) . . ? H11A C11 H11B 108.5 . . ? C12 C11 H11A 110.2 . . ? C12 C11 H11B 110.2 . . ? O8 C12 C11 110.3(2) . . ? O8 C12 H12 109.0 . . ? O8 C12 C13 106.6(2) . . ? C11 C12 H12 109.0 . . ? C11 C12 C13 113.0(3) . . ? C13 C12 H12 109.0 . . ? O9 C13 C12 112.6(3) . . ? O9 C13 H13 111.7 . . ? O9 C13 C14 107.8(3) . . ? C12 C13 H13 111.7 . . ? C12 C13 C14 100.7(2) . . ? C14 C13 H13 111.7 . . ? C13 C14 H14A 111.3 . . ? C13 C14 H14B 111.3 . . ? H14A C14 H14B 109.2 . . ? C15 C14 C13 102.2(2) . . ? C15 C14 H14A 111.3 . . ? C15 C14 H14B 111.3 . . ? O8 C15 N3 108.6(2) . . ? O8 C15 C14 107.2(2) . . ? O8 C15 H15 109.1 . . ? N3 C15 C14 113.8(3) . . ? N3 C15 H15 109.1 . . ? C14 C15 H15 109.1 . . ? O12 C16 N3 122.8(3) . . ? O12 C16 N4 123.2(3) . . ? N4 C16 N3 114.1(3) . . ? O13 C17 N4 120.3(3) . . ? O13 C17 C18 125.4(3) . . ? N4 C17 C18 114.3(3) . . ? C17 C18 H18 120.2 . . ? C19 C18 C17 119.5(3) . . ? C19 C18 H18 120.2 . . ? N3 C19 H19 118.7 . . ? C18 C19 N3 122.7(3) . . ? C18 C19 H19 118.7 . . ? H10A O10 H10B 104.5 . . ? H11C O11 H11D 104.5 . . ? 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 2.1175(19) . ? Co1 O2 2.071(2) . ? Co1 O3 2.0939(19) . ? Co1 O4 2.0429(18) . ? Co1 N1 2.192(2) 1_554 ? Co1 N2 2.219(2) . ? P1 O4 1.5136(19) . ? P1 O5 1.5167(18) . ? P1 O6 1.524(2) . ? P1 O7 1.604(2) . ? O1 H1A 0.8503 . ? O1 H1B 0.8501 . ? O2 H2A 0.8536 . ? O2 H2B 0.8536 . ? O3 H3A 0.8501 . ? O3 H3B 0.8507 . ? O7 C11 1.419(3) . ? O8 C12 1.452(3) . ? O8 C15 1.410(3) . ? O9 H9 0.8200 . ? O9 C13 1.406(4) . ? O12 C16 1.202(4) . ? O13 C17 1.229(3) . ? N1 C1 1.328(4) . ? N1 C5 1.325(3) . ? N2 C6 1.340(3) . ? N2 C10 1.337(3) . ? N3 C15 1.471(4) . ? N3 C16 1.385(4) . ? N3 C19 1.366(4) . ? N4 H4 0.8600 . ? N4 C16 1.380(4) . ? N4 C17 1.372(4) . ? C1 H1 0.9300 . ? C1 C2 1.382(4) . ? C2 H2 0.9300 . ? C2 C3 1.395(4) . ? C3 C4 1.381(4) . ? C3 C8 1.494(3) . ? C4 H4A 0.9300 . ? C4 C5 1.386(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C6 C7 1.383(4) . ? C7 H7 0.9300 . ? C7 C8 1.385(4) . ? C8 C9 1.391(4) . ? C9 H9A 0.9300 . ? C9 C10 1.383(3) . ? C10 H10 0.9300 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C11 C12 1.509(4) . ? C12 H12 0.9800 . ? C12 C13 1.532(4) . ? C13 H13 0.9800 . ? C13 C14 1.532(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 C15 1.511(5) . ? C15 H15 0.9800 . ? C17 C18 1.442(4) . ? C18 H18 0.9300 . ? C18 C19 1.336(4) . ? C19 H19 0.9300 . ? O10 H10A 0.8503 . ? O10 H10B 0.8499 . ? O11 H11C 0.8501 . ? O11 H11D 0.8492 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O1 H1A O6 0.85 1.86 2.692(3) 164.2 2_646 yes O1 H1B O13 0.85 2.00 2.827(3) 162.7 2_647 yes O2 H2A O5 0.85 1.83 2.651(3) 159.4 2_646 yes O2 H2B O11 0.85 1.96 2.722(3) 147.6 . yes O3 H3A O6 0.85 1.86 2.667(3) 159.0 . yes O3 H3B O10 0.85 1.98 2.690(3) 139.7 . yes O9 H9 O6 0.82 2.08 2.897(3) 176.6 1_455 yes N4 H4 O5 0.86 1.89 2.733(3) 166.3 1_556 yes O10 H10A O5 0.85 1.99 2.809(3) 161.7 1_655 yes O10 H10B O12 0.85 2.33 2.879(3) 122.8 1_654 yes O10 H10B O13 0.85 2.28 2.856(3) 125.5 1_554 yes O11 H11C O4 0.85 1.99 2.804(3) 159.0 1_655 yes 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 Co1 N1 C1 C2 -179.4(2) 1_556 . . . ? Co1 N1 C5 C4 -179.1(3) 1_556 . . . ? Co1 N2 C6 C7 176.0(3) . . . . ? Co1 N2 C10 C9 -176.5(3) . . . . ? P1 O7 C11 C12 172.74(18) . . . . ? O4 P1 O7 C11 -166.9(2) . . . . ? O5 P1 O4 Co1 125.05(15) . . . . ? O5 P1 O7 C11 -47.9(2) . . . . ? O6 P1 O4 Co1 -3.1(2) . . . . ? O6 P1 O7 C11 72.9(2) . . . . ? O7 P1 O4 Co1 -119.76(16) . . . . ? O7 C11 C12 O8 62.0(3) . . . . ? O7 C11 C12 C13 -178.8(2) . . . . ? O8 C12 C13 O9 -85.4(3) . . . . ? O8 C12 C13 C14 29.2(3) . . . . ? O9 C13 C14 C15 81.7(3) . . . . ? O13 C17 C18 C19 -175.8(3) . . . . ? N1 C1 C2 C3 -1.4(5) . . . . ? N2 C6 C7 C8 0.7(6) . . . . ? N4 C17 C18 C19 3.9(5) . . . . ? C1 N1 C5 C4 1.8(6) . . . . ? C1 C2 C3 C4 1.7(5) . . . . ? C1 C2 C3 C8 -178.4(3) . . . . ? C2 C3 C4 C5 -0.4(5) . . . . ? C2 C3 C8 C7 19.6(5) . . . . ? C2 C3 C8 C9 -160.8(4) . . . . ? C3 C4 C5 N1 -1.5(6) . . . . ? C3 C8 C9 C10 -179.2(3) . . . . ? C4 C3 C8 C7 -160.5(4) . . . . ? C4 C3 C8 C9 19.1(5) . . . . ? C5 N1 C1 C2 -0.4(5) . . . . ? C6 N2 C10 C9 -0.4(5) . . . . ? C6 C7 C8 C3 178.8(3) . . . . ? C6 C7 C8 C9 -0.8(6) . . . . ? C7 C8 C9 C10 0.4(5) . . . . ? C8 C3 C4 C5 179.7(3) . . . . ? C8 C9 C10 N2 0.2(6) . . . . ? C10 N2 C6 C7 -0.1(5) . . . . ? C11 C12 C13 O9 153.4(2) . . . . ? C11 C12 C13 C14 -92.1(3) . . . . ? C12 O8 C15 N3 -137.8(2) . . . . ? C12 O8 C15 C14 -14.5(3) . . . . ? C12 C13 C14 C15 -36.5(3) . . . . ? C13 C14 C15 O8 32.7(3) . . . . ? C13 C14 C15 N3 152.7(2) . . . . ? C15 O8 C12 C11 113.1(3) . . . . ? C15 O8 C12 C13 -9.9(3) . . . . ? C15 N3 C16 O12 5.2(6) . . . . ? C15 N3 C16 N4 -174.2(3) . . . . ? C15 N3 C19 C18 174.5(3) . . . . ? C16 N3 C15 O8 -142.3(3) . . . . ? C16 N3 C15 C14 98.5(3) . . . . ? C16 N3 C19 C18 -2.4(5) . . . . ? C16 N4 C17 O13 176.2(3) . . . . ? C16 N4 C17 C18 -3.6(5) . . . . ? C17 N4 C16 O12 -179.2(4) . . . . ? C17 N4 C16 N3 0.3(6) . . . . ? C17 C18 C19 N3 -1.2(5) . . . . ? C19 N3 C15 O8 40.7(4) . . . . ? C19 N3 C15 C14 -78.6(4) . . . . ? C19 N3 C16 O12 -177.7(4) . . . . ? C19 N3 C16 N4 2.8(5) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.988(11) 2 0.012(11)