#------------------------------------------------------------------------------ #$Date: 2023-11-05 01:56:22 +0200 (Sun, 05 Nov 2023) $ #$Revision: 287262 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247669.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_7247669 loop_ _publ_author_name 'Lu, Kuang-Lieh' 'Sie, Shu-Ling' 'Kamal, Surabhi' 'Zong-Zhan, Lu' 'Wei, Ling-Fang' 'Luo, Tzuoo-Tsair' 'Liu, Yen-Hsiang' 'Chang, Chao-Wan' 'Chi, Kai-Ming' _publ_section_title ; Fine-tuning synthesis of a novel CuI/CuII mixed-valence coordination polymer ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D3CE01001E _journal_year 2023 _chemical_formula_sum 'C12 H10 Cl Cu3 N10 O2' _chemical_formula_weight 552.37 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-10-21 deposited with the CCDC. 2023-10-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 107.439(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.0666(4) _cell_length_b 6.6817(2) _cell_length_c 20.6749(7) _cell_measurement_reflns_used 7189 _cell_measurement_temperature 200(2) _cell_measurement_theta_max 25.028 _cell_measurement_theta_min 2.037 _cell_volume 1590.30(9) _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 19)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _diffrn_ambient_temperature 200(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0812 _diffrn_reflns_av_unetI/netI 0.0500 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 6143 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 25.034 _diffrn_reflns_theta_max 25.034 _diffrn_reflns_theta_min 2.065 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 4.181 _exptl_absorpt_correction_T_max 0.6878 _exptl_absorpt_correction_T_min 0.5133 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour blue _exptl_crystal_density_diffrn 2.307 _exptl_crystal_description prism _exptl_crystal_F_000 1088 _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.120 _refine_diff_density_max 0.884 _refine_diff_density_min -1.369 _refine_diff_density_rms 0.325 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 132 _refine_ls_number_reflns 1395 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.135 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0428 _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^)+(0.0810P)^2^+8.1389P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1129 _refine_ls_wR_factor_ref 0.1286 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1370 _reflns_number_total 1395 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce01001e2.cif _cod_data_source_block shelx_CCDC1 _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 7247669 _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 0.434 _shelx_estimated_absorpt_t_max 0.634 _shelx_res_file ; TITL SIR92 run in space group C 2/c shelx.res created by SHELXL-2018/3 at 17:02:15 on 17-Oct-2023 CELL 0.71073 12.0666 6.6817 20.6749 90.000 107.439 90.000 ZERR 4.00 0.0004 0.0002 0.0007 0.000 0.002 0.000 LATT 7 SYMM - X, Y, 1/2 - Z SFAC CU CL C H N O UNIT 12 4 48 40 40 8 MERG 2 TWIN 1.00 0.00 0.00 0.00 -1.00 0.00 -1.00 0.00 -1.00 2 DFIX 0.850 0.020 O1 H1O FMAP 2 PLAN 1 SIZE 0.120 0.150 0.240 ACTA BOND $H CONF L.S. 80 TEMP -73.00 WGHT 0.081000 8.138901 BASF 0.33740 FVAR 0.23686 CU1 1 0.500000 0.278815 1.250000 10.50000 0.02904 0.04569 = 0.00830 0.00000 0.00389 0.00000 CU2 1 0.268830 0.145973 0.748745 11.00000 0.02716 0.00739 = 0.00798 -0.00016 0.00348 -0.00084 CL1 2 0.500000 -0.116760 1.250000 10.50000 0.02399 0.01705 = 0.01378 0.00000 0.00422 0.00000 C1 3 0.451936 0.164526 1.112218 11.00000 0.02276 0.02507 = 0.01169 0.00483 0.00383 0.00127 AFIX 43 H1 4 0.475546 0.037285 1.132082 11.00000 -1.20000 AFIX 0 C2 3 0.417338 0.182622 1.042184 11.00000 0.02452 0.01650 = 0.01650 -0.00056 0.00582 -0.00221 AFIX 43 H2 4 0.417521 0.068553 1.014787 11.00000 -1.20000 AFIX 0 C3 3 0.382275 0.367893 1.011876 11.00000 0.01725 0.01815 = 0.01240 0.00009 0.00638 -0.00110 C4 3 0.382705 0.529635 1.053951 11.00000 0.02897 0.02062 = 0.01260 0.00062 0.00852 0.00237 AFIX 43 H4 4 0.358463 0.657950 1.035236 11.00000 -1.20000 AFIX 0 C5 3 0.419125 0.502003 1.124095 11.00000 0.02523 0.02300 = 0.01296 -0.00649 0.00715 -0.00202 AFIX 43 H5 4 0.420019 0.614077 1.152522 11.00000 -1.20000 AFIX 0 C6 3 0.345055 0.382705 0.938027 11.00000 0.02069 0.01394 = 0.00917 -0.00167 0.00452 -0.00480 N1 5 0.452951 0.323267 1.152992 11.00000 0.02491 0.03017 = 0.00817 -0.00395 0.00261 -0.00014 N2 5 0.341538 0.223743 0.897971 11.00000 0.02772 0.01746 = 0.00519 0.00009 0.00209 -0.00131 N3 5 0.305158 0.297499 0.835867 11.00000 0.02664 0.01311 = 0.00903 -0.00036 0.00694 0.00242 N4 5 0.287002 0.492325 0.837718 11.00000 0.02675 0.01099 = 0.01019 -0.00138 0.00388 -0.00133 N5 5 0.310528 0.553560 0.902171 11.00000 0.02475 0.01218 = 0.00780 -0.00319 0.00229 0.00010 O1 6 0.231012 0.398262 0.705898 11.00000 0.03523 0.00837 = 0.00803 0.00138 0.00368 0.00146 H1O 4 0.211279 0.400550 0.663237 11.00000 -1.50000 HKLF 4 REM SIR92 run in space group C 2/c REM wR2 = 0.1286, GooF = S = 1.136, Restrained GooF = 1.135 for all data REM R1 = 0.0428 for 1370 Fo > 4sig(Fo) and 0.0480 for all 1395 data REM 132 parameters refined using 1 restraints END WGHT 0.0810 8.1286 REM Highest difference peak 0.884, deepest hole -1.369, 1-sigma level 0.325 Q1 1 0.5000 0.4052 1.2500 10.50000 0.05 0.88 ; _shelx_res_checksum 29362 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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 Cu1 Cu 0.500000 0.2788(2) 1.250000 0.0281(4) Uani 1 2 d S T P . . Cu2 Cu 0.26883(6) 0.14597(11) 0.74874(4) 0.0146(3) Uani 1 1 d . . . . . Cl1 Cl 0.500000 -0.1168(3) 1.250000 0.0186(4) Uani 1 2 d S T P . . C1 C 0.4519(6) 0.1645(11) 1.1122(3) 0.0201(15) Uani 1 1 d . . . . . H1 H 0.475546 0.037285 1.132082 0.024 Uiso 1 1 calc R U . . . C2 C 0.4173(6) 0.1826(12) 1.0422(3) 0.0192(15) Uani 1 1 d . . . . . H2 H 0.417521 0.068553 1.014787 0.023 Uiso 1 1 calc R U . . . C3 C 0.3823(7) 0.3679(9) 1.0119(3) 0.0155(12) Uani 1 1 d . . . . . C4 C 0.3827(6) 0.5296(11) 1.0540(3) 0.0202(16) Uani 1 1 d . . . . . H4 H 0.358463 0.657950 1.035236 0.024 Uiso 1 1 calc R U . . . C5 C 0.4191(6) 0.5020(10) 1.1241(3) 0.0201(15) Uani 1 1 d . . . . . H5 H 0.420019 0.614077 1.152522 0.024 Uiso 1 1 calc R U . . . C6 C 0.3451(8) 0.3827(9) 0.9380(3) 0.0146(12) Uani 1 1 d . . . . . N1 N 0.4530(7) 0.3233(9) 1.1530(3) 0.0216(11) Uani 1 1 d . . . . . N2 N 0.3415(5) 0.2237(8) 0.8980(3) 0.0174(13) Uani 1 1 d . . . . . N3 N 0.3052(6) 0.2975(8) 0.8359(3) 0.0159(11) Uani 1 1 d . . . . . N4 N 0.2870(6) 0.4923(8) 0.8377(2) 0.0163(11) Uani 1 1 d . . . . . N5 N 0.3105(5) 0.5536(8) 0.9022(3) 0.0155(12) Uani 1 1 d . . . . . O1 O 0.2310(6) 0.3983(6) 0.7059(2) 0.0178(9) Uani 1 1 d D . . . . H1O H 0.211(9) 0.401(12) 0.6632(11) 0.027 Uiso 1 1 d D 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 Cu1 0.0290(7) 0.0457(8) 0.0083(5) 0.000 0.0039(6) 0.000 Cu2 0.0272(5) 0.0074(4) 0.0080(4) -0.0002(3) 0.0035(5) -0.0008(3) Cl1 0.0240(11) 0.0170(10) 0.0138(10) 0.000 0.0042(13) 0.000 C1 0.023(4) 0.025(4) 0.012(3) 0.005(3) 0.004(3) 0.001(3) C2 0.025(4) 0.017(3) 0.016(3) -0.001(3) 0.006(3) -0.002(3) C3 0.017(3) 0.018(3) 0.012(3) 0.000(2) 0.006(3) -0.001(3) C4 0.029(4) 0.021(4) 0.013(3) 0.001(2) 0.009(3) 0.002(3) C5 0.025(4) 0.023(4) 0.013(3) -0.006(3) 0.007(3) -0.002(3) C6 0.021(3) 0.014(3) 0.009(3) -0.002(2) 0.005(3) -0.005(3) N1 0.025(3) 0.030(3) 0.008(2) -0.004(2) 0.003(3) 0.000(3) N2 0.028(3) 0.017(3) 0.005(2) 0.000(2) 0.002(2) -0.001(3) N3 0.027(3) 0.013(2) 0.009(2) 0.000(2) 0.007(2) 0.002(3) N4 0.027(3) 0.011(2) 0.010(2) -0.0014(19) 0.004(3) -0.001(3) N5 0.025(3) 0.012(3) 0.008(2) -0.0032(19) 0.002(2) 0.000(2) O1 0.035(3) 0.0084(19) 0.0080(19) 0.0014(16) 0.004(3) 0.001(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 N1 Cu1 N1 162.4(4) 2_657 . ? N1 Cu1 Cl1 98.82(18) 2_657 . ? N1 Cu1 Cl1 98.82(18) . . ? O1 Cu2 O1 165.67(5) . 4_546 ? O1 Cu2 N4 93.99(19) . 4_546 ? O1 Cu2 N4 86.80(19) 4_546 4_546 ? O1 Cu2 N3 85.9(2) . . ? O1 Cu2 N3 91.7(2) 4_546 . ? N4 Cu2 N3 173.1(3) 4_546 . ? N1 C1 C2 121.7(7) . . ? N1 C1 H1 119.1 . . ? C2 C1 H1 119.1 . . ? C1 C2 C3 120.2(7) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C4 C3 C2 117.8(6) . . ? C4 C3 C6 123.1(6) . . ? C2 C3 C6 119.1(6) . . ? C3 C4 C5 119.3(6) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 122.6(6) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? N2 C6 N5 112.4(5) . . ? N2 C6 C3 122.4(6) . . ? N5 C6 C3 125.2(6) . . ? C5 N1 C1 118.4(5) . . ? C5 N1 Cu1 123.6(4) . . ? C1 N1 Cu1 118.1(5) . . ? N3 N2 C6 104.2(5) . . ? N2 N3 N4 110.4(5) . . ? N2 N3 Cu2 127.3(5) . . ? N4 N3 Cu2 122.1(4) . . ? N3 N4 N5 110.0(5) . . ? N3 N4 Cu2 119.7(4) . 4_556 ? N5 N4 Cu2 130.4(4) . 4_556 ? N4 N5 C6 103.0(5) . . ? Cu2 O1 Cu2 125.4(2) . 4_556 ? Cu2 O1 H1O 117(6) . . ? Cu2 O1 H1O 117(6) 4_556 . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.937(5) 2_657 ? Cu1 N1 1.937(5) . ? Cu1 Cl1 2.643(2) . ? Cu2 O1 1.895(4) . ? Cu2 O1 1.902(4) 4_546 ? Cu2 N4 1.995(5) 4_546 ? Cu2 N3 1.997(5) . ? C1 N1 1.353(10) . ? C1 C2 1.387(9) . ? C1 H1 0.9500 . ? C2 C3 1.395(10) . ? C2 H2 0.9500 . ? C3 C4 1.386(9) . ? C3 C6 1.460(8) . ? C4 C5 1.396(9) . ? C4 H4 0.9500 . ? C5 N1 1.343(9) . ? C5 H5 0.9500 . ? C6 N2 1.340(8) . ? C6 N5 1.357(8) . ? N2 N3 1.321(7) . ? N3 N4 1.323(8) . ? N4 N5 1.341(7) . ? O1 H1O 0.84(2) . ? 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 N1 C1 C2 C3 0.0(11) . . . . ? C1 C2 C3 C4 -0.4(11) . . . . ? C1 C2 C3 C6 -179.4(8) . . . . ? C2 C3 C4 C5 0.8(11) . . . . ? C6 C3 C4 C5 179.7(9) . . . . ? C3 C4 C5 N1 -0.8(11) . . . . ? C4 C3 C6 N2 -177.8(8) . . . . ? C2 C3 C6 N2 1.1(13) . . . . ? C4 C3 C6 N5 2.1(14) . . . . ? C2 C3 C6 N5 -179.0(8) . . . . ? C4 C5 N1 C1 0.3(12) . . . . ? C4 C5 N1 Cu1 -178.3(6) . . . . ? C2 C1 N1 C5 0.1(12) . . . . ? C2 C1 N1 Cu1 178.8(6) . . . . ? N5 C6 N2 N3 0.6(10) . . . . ? C3 C6 N2 N3 -179.4(8) . . . . ? C6 N2 N3 N4 -0.1(8) . . . . ? C6 N2 N3 Cu2 -175.7(6) . . . . ? N2 N3 N4 N5 -0.4(8) . . . . ? Cu2 N3 N4 N5 175.5(5) . . . . ? N2 N3 N4 Cu2 -179.9(5) . . . 4_556 ? Cu2 N3 N4 Cu2 -4.0(8) . . . 4_556 ? N3 N4 N5 C6 0.7(8) . . . . ? Cu2 N4 N5 C6 -179.8(6) 4_556 . . . ? N2 C6 N5 N4 -0.8(10) . . . . ? C3 C6 N5 N4 179.2(8) . . . . ? O1 Cu2 O1 Cu2 76.7(6) 4_546 . . 4_556 ? N4 Cu2 O1 Cu2 169.3(4) 4_546 . . 4_556 ? N3 Cu2 O1 Cu2 -3.7(4) . . . 4_556 ?