#------------------------------------------------------------------------------ #$Date: 2022-10-03 15:40:12 +0100 (Mon, 03 Oct 2022) $ #$Revision: 278324 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/03/2010323.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2010323 loop_ _publ_author_name 'Sharma, Raj P.' 'Gupta, Vijay' 'Bhasin, Kuldip K.' 'Quir\'os, Miguel ' 'Salas, Juan M.' _publ_contact_author ; Miguel Quir\'os Departamento de Qu\'imica Inorg\'anica Facultad de Ciencias Universidad de Granada 18071 Granada SPAIN ; _publ_section_title ; Structural analogues of ferroverdin. Tris(methyl isonitrosoacetoacetato)cobalt(III) ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1875 _journal_page_last 1878 _journal_paper_doi 10.1107/S0108270194007596 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C15 H18 Co N3 O12 ' _chemical_formula_sum 'C15 H18 Co N3 O12' _chemical_formula_weight 491.25 _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_type_scat_source ' SHELXTL-Plus (Sheldrick, 1987)' _audit_creation_method 'Program PASACIF' _cell_angle_alpha 90.00000 _cell_angle_beta 99.550(10) _cell_angle_gamma 90.00000 _cell_formula_units_Z 4 _cell_length_a 10.6500(10) _cell_length_b 13.8950(10) _cell_length_c 13.8920(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 25 _cell_measurement_theta_min 15 _cell_volume 2027.3(3) _computing_cell_refinement ' DIF4 (Stoe & Cie, 1992a)' _computing_data_collection ' DIF4 (Stoe & Cie, 1992a)' _computing_data_reduction ' REDU4 (Stoe & Cie, 1992b)' _computing_molecular_graphics ' SHELXTL-Plus XP (Sheldrick, 1987)' _computing_publication_material ' PASACIF (AUTHOR, 1994)' _computing_structure_refinement ' SHELXTL-Plus XLS (Sheldrick, 1987)' _computing_structure_solution ' SHELXTL-Plus XS (Sheldrick, 1987)' _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Stoe-Siemens AED-2' _diffrn_measurement_method '\w/2\q (learnt profile method)' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 5085 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_theta_min 1.94 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 90 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.909 _exptl_absorpt_correction_type none _exptl_crystal_colour 'Ruby red' _exptl_crystal_density_diffrn 1.61 _exptl_crystal_density_meas 1.60 _exptl_crystal_density_method flotation _exptl_crystal_description Prisms _exptl_crystal_F_000 1008 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.52 _refine_diff_density_min -0.49 _refine_ls_goodness_of_fit_obs 0.92 _refine_ls_hydrogen_treatment ; H atoms riding with C-H = 0.96\%A and a common U~iso~ = 0.98 (6)\%A^2^ ; _refine_ls_matrix_type full _refine_ls_number_parameters 293 _refine_ls_number_reflns 3145 _refine_ls_R_factor_obs 0.056 _refine_ls_shift/esd_max 0.001 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(F) + 0.00550F^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.084 _reflns_number_observed 3145 _reflns_number_total 4641 _reflns_observed_criterion 'F > 4 sigma(F)' _cod_data_source_file mu1135.cif _cod_data_source_block Co(C5NO4H6)3 _cod_depositor_comments ; Changing the _atom_site_occupancy data item value from '.' to '1' for all fully occupied atom sites. Antanas Vaitkus, 2017-02-10 The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.00550F^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(F) + 0.00550F^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 2027.0(10) _cod_original_sg_symbol_H-M 'P 21/n' _cod_original_formula_sum 'C15 H18 Co N3 O12 ' _cod_database_code 2010323 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -x+1/2,y+1/2,-z+1/2 3 -x,-y,-z 4 x+1/2,-y+1/2,z+1/2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co 0.0301(3) 0.0363(3) 0.0334(3) -0.0005(2) 0.0025(2) -0.0003(2) C2A 0.049(3) 0.049(3) 0.046(3) 0.009(2) 0.011(2) 0.004(2) C3A 0.032(2) 0.043(2) 0.035(2) 0.001(2) 0.003(2) -0.002(2) N3A 0.031(2) 0.036(2) 0.039(2) 0.0000(10) 0.0040(10) -0.002(2) O3A 0.057(2) 0.039(2) 0.062(2) 0.009(2) 0.021(2) -0.003(2) C4A 0.033(2) 0.036(2) 0.037(2) -0.004(2) -0.002(2) 0.000(2) O4A 0.042(2) 0.037(2) 0.042(2) 0.0020(10) 0.0060(10) -0.0010(10) C5A 0.058(3) 0.035(2) 0.050(3) 0.001(2) 0.003(2) 0.004(2) C2B 0.036(2) 0.042(2) 0.055(3) 0.013(2) 0.008(2) 0.001(2) C3B 0.035(2) 0.037(2) 0.040(2) 0.005(2) 0.004(2) 0.003(2) N3B 0.033(2) 0.034(2) 0.035(2) -0.0030(10) 0.0020(10) -0.0010(10) O3B 0.044(2) 0.073(2) 0.040(2) -0.007(2) 0.0040(10) -0.017(2) C4B 0.042(2) 0.037(2) 0.037(2) 0.005(2) 0.009(2) 0.006(2) O4B 0.037(2) 0.048(2) 0.035(2) 0.0000(10) 0.0030(10) -0.0030(10) C5B 0.057(3) 0.057(3) 0.052(3) 0.014(3) 0.011(2) -0.011(2) C1C 0.098(5) 0.053(3) 0.061(3) 0.001(3) 0.007(3) 0.017(3) O1C 0.057(2) 0.052(2) 0.062(2) -0.001(2) 0.005(2) 0.020(2) C2C 0.043(3) 0.042(2) 0.041(2) 0.002(2) 0.001(2) -0.002(2) O2C 0.052(2) 0.068(2) 0.064(2) 0.017(2) 0.001(2) 0.007(2) C3C 0.035(2) 0.042(2) 0.036(2) 0.000(2) 0.003(2) -0.001(2) N3C 0.038(2) 0.034(2) 0.039(2) -0.005(2) 0.004(2) -0.002(2) O3C 0.049(2) 0.046(2) 0.058(2) -0.012(2) -0.002(2) 0.009(2) C4C 0.034(2) 0.049(2) 0.032(2) -0.001(2) 0.003(2) -0.001(2) O4C 0.036(2) 0.043(2) 0.040(2) -0.0060(10) 0.0030(10) 0.0000(10) C5C 0.037(2) 0.079(4) 0.043(3) -0.009(3) -0.004(2) 0.012(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy Co 0.05856(5) 0.16735(4) 0.06819(4) 0.0336(2) Uani 1 C1A -0.2090(10) 0.0250(10) 0.4146(9) 0.066(3) Uiso 0.5 H11A -0.2520(10) -0.0360(10) 0.4099(9) 0.098(6) Uiso 0.5 H12A -0.1480(10) 0.0270(10) 0.4737(9) 0.098(6) Uiso 0.5 H13A -0.2700(10) 0.0760(10) 0.4154(9) 0.098(6) Uiso 0.5 C1A' -0.1630(10) 0.0400(10) 0.4482(9) 0.077(4) Uiso 0.5 H14A -0.1800(10) -0.0250(10) 0.4673(9) 0.098(6) Uiso 0.5 H15A -0.1040(10) 0.0700(10) 0.4994(9) 0.098(6) Uiso 0.5 H16A -0.2410(10) 0.0760(10) 0.4364(9) 0.098(6) Uiso 0.5 O1A -0.1444(7) 0.0393(4) 0.3325(5) 0.047(2) Uiso 0.5 O1A' -0.1063(9) 0.0364(5) 0.3614(7) 0.062(2) Uiso 0.5 C2A -0.0783(5) 0.1226(4) 0.3276(4) 0.048(2) Uani 1 O2A -0.0670(10) 0.1863(6) 0.3859(7) 0.064(3) Uiso 0.5 O2A' -0.1030(10) 0.1967(5) 0.3646(7) 0.060(3) Uiso 0.5 C3A -0.0159(4) 0.1174(3) 0.2398(3) 0.0370(10) Uani 1 N3A -0.0096(3) 0.1953(3) 0.1827(3) 0.0350(10) Uani 1 O3A -0.0524(3) 0.2756(2) 0.1997(2) 0.0510(10) Uani 1 C4A 0.0419(4) 0.0341(3) 0.2047(3) 0.0360(10) Uani 1 O4A 0.0871(3) 0.0429(2) 0.1271(2) 0.0410(10) Uani 1 C5A 0.0585(5) -0.0609(3) 0.2547(4) 0.049(2) Uani 1 H51A 0.0915(5) -0.0562(3) 0.3231(4) 0.098(6) Uiso 1 H52A 0.1191(5) -0.0935(3) 0.2222(4) 0.098(6) Uiso 1 H53A -0.0199(5) -0.0964(3) 0.2455(4) 0.098(6) Uiso 1 C1B 0.6267(8) 0.2160(9) 0.2123(8) 0.058(3) Uiso 0.5 H11B 0.6440(8) 0.2555(9) 0.2697(8) 0.098(6) Uiso 0.5 H12B 0.6484(8) 0.1504(9) 0.2293(8) 0.098(6) Uiso 0.5 H13B 0.6764(8) 0.2381(9) 0.1650(8) 0.098(6) Uiso 0.5 C1B' 0.6364(9) 0.2453(9) 0.1706(9) 0.061(3) Uiso 0.5 H14B 0.6646(9) 0.3052(9) 0.2013(9) 0.098(6) Uiso 0.5 H15B 0.6526(9) 0.1941(9) 0.2174(9) 0.098(6) Uiso 0.5 H16B 0.6816(9) 0.2332(9) 0.1175(9) 0.098(6) Uiso 0.5 O1B 0.4915(6) 0.2210(5) 0.1709(5) 0.047(2) Uiso 0.5 O1B' 0.4996(6) 0.2493(4) 0.1336(5) 0.047(2) Uiso 0.5 C2B 0.4526(4) 0.1684(3) 0.0897(4) 0.0440(10) Uani 1 O2B 0.5209(7) 0.1210(5) 0.0462(6) 0.046(2) Uiso 0.5 O2B' 0.5190(8) 0.1014(6) 0.0751(7) 0.064(3) Uiso 0.5 C3B 0.3124(4) 0.1665(3) 0.0614(3) 0.0380(10) Uani 1 N3B 0.2296(3) 0.1983(2) 0.1184(2) 0.0350(10) Uani 1 O3B 0.2624(3) 0.2379(3) 0.1977(2) 0.0530(10) Uani 1 C4B 0.2486(4) 0.1260(3) -0.0285(3) 0.0390(10) Uani 1 O4B 0.1290(3) 0.1251(2) -0.0427(2) 0.0410(10) Uani 1 C5B 0.3165(5) 0.0856(4) -0.1053(4) 0.055(2) Uani 1 H51B 0.3668(5) 0.1358(4) -0.1273(4) 0.098(6) Uiso 1 H52B 0.2571(5) 0.0616(4) -0.1596(4) 0.098(6) Uiso 1 H53B 0.3712(5) 0.0343(4) -0.0776(4) 0.098(6) Uiso 1 C1C -0.0874(7) 0.4996(4) -0.2117(4) 0.071(2) Uani 1 H11C -0.0049(7) 0.5195(4) -0.2231(4) 0.098(6) Uiso 1 H12C -0.1202(7) 0.5462(4) -0.1712(4) 0.098(6) Uiso 1 H13C -0.1441(7) 0.4944(4) -0.2729(4) 0.098(6) Uiso 1 O1C -0.0497(3) 0.4156(3) -0.1514(3) 0.0580(10) Uani 1 C2C -0.1408(4) 0.3764(3) -0.1092(3) 0.0430(10) Uani 1 O2C -0.2485(4) 0.4048(3) -0.1185(3) 0.0620(10) Uani 1 C3C -0.0939(4) 0.2908(3) -0.0490(3) 0.0380(10) Uani 1 N3C 0.0218(3) 0.2874(2) 0.0078(3) 0.0370(10) Uani 1 O3C 0.0970(3) 0.3558(2) 0.0185(2) 0.0520(10) Uani 1 C4C -0.1654(4) 0.2045(4) -0.0430(3) 0.0380(10) Uani 1 O4C -0.1130(3) 0.1365(2) 0.0075(2) 0.0400(10) Uani 1 C5C -0.2981(5) 0.1901(5) -0.0950(4) 0.054(2) Uani 1 H51C -0.3104(5) 0.1991(5) -0.1645(4) 0.098(6) Uiso 1 H52C -0.3445(5) 0.2385(5) -0.0662(4) 0.098(6) Uiso 1 H53C -0.3285(5) 0.1275(5) -0.0806(4) 0.098(6) Uiso 1 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag N3A Co O4A 83.20(10) yes N3A Co N3B 97.10(10) yes O4A Co N3B 88.50(10) yes N3A Co O4B 173.80(10) yes O4A Co O4B 90.70(10) yes N3B Co O4B 83.40(10) yes N3A Co N3C 96.5(2) yes O4A Co N3C 177.00(10) yes N3B Co N3C 94.60(10) yes O4B Co N3C 89.6(2) yes N3A Co O4C 86.90(10) yes O4A Co O4C 93.30(10) yes N3B Co O4C 175.80(10) yes O4B Co O4C 92.80(10) yes N3C Co O4C 83.70(10) yes H11A C1A H12A 109.50000 no H11A C1A H13A 109.50000 no H12A C1A H13A 109.50000 no H11A C1A O1A 110.5(6) no H12A C1A O1A 109.1(5) no H13A C1A O1A 108.8(6) no H14A C1A' H15A 109.50000 no H14A C1A' H16A 109.50000 no H15A C1A' H16A 109.50000 no H14A C1A' O1A' 109.2(7) no H15A C1A' O1A' 109.1(6) no H16A C1A' O1A' 110.1(6) no C1A O1A C2A 118.2(7) no C1A' O1A' C2A 114.5(8) no O1A C2A O2A 126.4(7) no O1A' C2A O2A' 122.8(7) no O1A C2A C3A 107.8(5) no O1A' C2A C3A 113.6(6) no O2A C2A C3A 125.7(7) no O2A' C2A C3A 123.6(6) no C2A C3A N3A 121.1(4) no C2A C3A C4A 126.5(4) no N3A C3A C4A 112.5(4) no Co N3A C3A 113.1(3) no Co N3A O3A 123.1(3) no C3A N3A O3A 123.6(4) no C3A C4A O4A 117.4(4) no C3A C4A C5A 125.6(4) no O4A C4A C5A 116.9(4) no Co O4A C4A 113.4(3) no C4A C5A H51A 113.4(2) no C4A C5A H52A 103.7(3) no H51A C5A H52A 109.50000 no C4A C5A H53A 111.1(3) no H51A C5A H53A 109.50000 no H52A C5A H53A 109.50000 no H11B C1B H12B 109.50000 no H11B C1B H13B 109.50000 no H12B C1B H13B 109.50000 no H11B C1B O1B 109.9(5) no H12B C1B O1B 108.9(5) no H13B C1B O1B 109.6(5) no H14B C1B' H15B 109.50000 no H14B C1B' H16B 109.50000 no H15B C1B' H16B 109.50000 no H14B C1B' O1B' 110.1(6) no H15B C1B' O1B' 108.8(6) no H16B C1B' O1B' 109.5(6) no C1B O1B C2B 116.7(7) no C1B' O1B' C2B 113.8(7) no O1B C2B O2B 125.7(6) no O1B' C2B O2B' 122.7(6) no O1B C2B C3B 112.8(5) no O1B' C2B C3B 114.9(5) no O2B C2B C3B 121.3(5) no O2B' C2B C3B 122.3(5) no C2B C3B N3B 124.4(4) no C2B C3B C4B 123.4(4) no N3B C3B C4B 112.1(4) no Co N3B C3B 113.1(3) no Co N3B O3B 123.1(3) no C3B N3B O3B 123.7(3) no C3B C4B O4B 117.5(4) no C3B C4B C5B 123.7(4) no O4B C4B C5B 118.8(4) no Co O4B C4B 113.2(3) no C4B C5B H51B 108.4(3) no C4B C5B H52B 111.0(3) no H51B C5B H52B 109.50000 no C4B C5B H53B 109.1(3) no H51B C5B H53B 109.50000 no H52B C5B H53B 109.50000 no H11C C1C H12C 109.50000 no H11C C1C H13C 109.50000 no H12C C1C H13C 109.50000 no H11C C1C O1C 98.9(3) no H12C C1C O1C 107.2(3) no H13C C1C O1C 121.5(3) no C1C O1C C2C 115.5(4) no O1C C2C O2C 124.9(4) no O1C C2C C3C 111.9(4) no O2C C2C C3C 123.2(5) no C2C C3C N3C 123.0(4) no C2C C3C C4C 124.7(4) no N3C C3C C4C 112.3(4) no Co N3C C3C 113.3(3) no Co N3C O3C 123.1(3) no C3C N3C O3C 123.6(4) no C3C C4C O4C 118.3(4) no C3C C4C C5C 123.8(4) no O4C C4C C5C 117.9(4) no Co O4C C4C 112.3(3) no C4C C5C H51C 115.4(3) no C4C C5C H52C 102.5(3) no H51C C5C H52C 109.50000 no C4C C5C H53C 110.3(3) no H51C C5C H53C 109.50000 no H52C C5C H53C 109.50000 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1A H11A . 0.96000 no C1A H12A . 0.96000 no C1A H13A . 0.96000 no C1A' H14A . 0.96000 no C1A' H15A . 0.96000 no C1A' H16A . 0.96000 no C1A O1A . 1.44(2) no C1A' O1A' . 1.43(2) no O1A C2A . 1.361(8) no O1A' C2A . 1.337(9) no C2A O2A . 1.190(10) no C2A O2A' . 1.200(10) no C2A C3A . 1.486(7) no Co N3A . 1.895(4) yes C3A N3A . 1.349(6) no N3A O3A . 1.243(5) no C3A C4A . 1.433(6) no Co O4A . 1.916(3) yes C4A O4A . 1.256(6) no C4A C5A . 1.489(6) no C5A H51A . 0.96000 no C5A H52A . 0.96000 no C5A H53A . 0.96000 no C1B H11B . 0.96000 no C1B H12B . 0.96000 no C1B H13B . 0.96000 no C1B' H14B . 0.96000 no C1B' H15B . 0.96000 no C1B' H16B . 0.96000 no C1B O1B . 1.460(10) no C1B' O1B' . 1.460(10) no O1B C2B . 1.350(8) no O1B' C2B . 1.335(8) no C2B O2B . 1.214(9) no C2B O2B' . 1.210(10) no C2B C3B . 1.480(6) no Co N3B . 1.889(3) yes C3B N3B . 1.354(6) no N3B O3B . 1.229(5) no C3B C4B . 1.434(6) no Co O4B . 1.914(3) yes C4B O4B . 1.257(5) no C4B C5B . 1.494(7) no C5B H51B . 0.96000 no C5B H52B . 0.96000 no C5B H53B . 0.96000 no C1C H11C . 0.96000 no C1C H12C . 0.96000 no C1C H13C . 0.96000 no C1C O1C . 1.453(7) no O1C C2C . 1.330(6) no C2C O2C . 1.199(6) no C2C C3C . 1.492(6) no Co N3C . 1.879(3) yes C3C N3C . 1.348(5) no N3C O3C . 1.237(5) no C3C C4C . 1.431(7) no Co O4C . 1.929(3) yes C4C O4C . 1.251(5) no C4C C5C . 1.491(6) no C5C H51C . 0.96000 no C5C H52C . 0.96000 no C5C H53C . 0.96000 no 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_publ_flag O1A C2A C3A C4A -38.9(6) yes O1A' C2A C3A C4A -15.9(7) yes O2A C2A C3A C4A 137.5(7) yes O2A' C2A C3A C4A 164.9(7) yes O1B C2B C3B C4B 171.8(5) yes O1B' C2B C3B C4B 140.4(5) yes O2B C2B C3B C4B -13.0(8) yes O2B' C2B C3B C4B -40.4(9) yes O1C C2C C3C C4C -140.8(4) yes O2C C2C C3C C4C 38.5(7) yes