The crystal structure of [(8-carboxymethoxy-quinoline-2-carboxylate-κ 4 N,O,O,O)-2,2′-bipyridine-κ 2 N-copper(II)] tetrahydrate, C22H23N3O9Cu
Zeng-Bing, Zhao; Shu-Cheng, Yang; Bing-Qi, Yang; Lan-Xing, Cheng; Xi-Shi, Tai; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 1115–1117; doi:10.1515/ncrs-2023-0347

data_8107677
_publ_section_title
;
 The crystal structure of [(8-carboxymethoxy-quinoline-2-carboxylate-\k 4
 N,O,O,O)-2,2&#x2032;-bipyridine-\k 2 N-copper(II)] tetrahydrate,
 C22H23N3O9Cu
;
_journal_issue                   6
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              1115
_journal_page_last               1117
_journal_paper_doi               10.1515/ncrs-2023-0347
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C22 H15 Cu N3 O5, 4(H2 O)'
_chemical_formula_sum            'C22 H23 Cu N3 O9'
_chemical_formula_weight         536.97
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                86.989(2)
_cell_angle_beta                 86.414(2)
_cell_angle_gamma                66.913(2)
_cell_formula_units_Z            2
_cell_length_a                   9.0356(2)
_cell_length_b                   9.6247(3)
_cell_length_c                   14.2969(3)
_cell_measurement_reflns_used    8960
_cell_measurement_temperature    297.88(10)
_cell_measurement_theta_max      76.1170
_cell_measurement_theta_min      4.9870
_cell_volume                     1140.98(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      297.88(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w     96.00 142.00   0.50    0.06    --  108.37  37.00-150.00   92
  2  \w    119.00 175.00   0.50    0.06    --  108.37  37.00 -90.00  112
  3  \w    119.00 178.00   0.50    0.06    --  108.37  40.00 137.00  118
  4  \w     44.00 119.00   0.50    0.08    --   48.32  40.00 137.00  150
  5  \w    -81.00 -19.00   0.50    0.06    --  -91.75 125.00   0.00  124
  6  \w    -85.00 -35.00   0.50    0.06    --  -91.75 125.00-180.00  100
  7  \w     -2.00  24.00   0.50    0.08    --  -48.32  40.00 137.00   52
  8  \w    -35.00  -5.00   0.50    0.08    --  -48.32  40.00 137.00   60
  9  \w    -45.00 -20.00   0.50    0.06    --  -91.75  40.00 137.00   50
 10  \w   -120.00 -43.00   0.50    0.08    --  -48.32 -40.00 -16.00  154
 11  \w   -163.00-124.00   0.50    0.06    --  -91.75 -37.00-120.00   78
 12  \w   -108.00 -80.00   0.50    0.06    --  -91.75 -37.00-120.00   56
 13  \w   -146.00 -80.00   0.50    0.06    --  -91.75 -19.00 -60.00  132
 14  \w   -149.00-123.00   0.50    0.06    --  -91.75 -40.00 -16.00   52
 15  \w   -143.00 -86.00   0.50    0.06    --  -91.75 -99.00  60.00  114
 16  \w   -154.00 -88.00   0.50    0.06    --  -91.75 -99.00 120.00  132
 17  \w   -120.00 -95.00   0.50    0.08    --  -48.32-125.00  90.00   50
 18  \w   -119.00 -90.00   0.50    0.08    --  -48.32-125.00 -60.00   58
 19  \w    -19.00  27.00   0.50    0.08    --   48.32 -19.00-150.00   92
 20  \w     59.00  99.00   0.50    0.06    --  108.37 -77.00-150.00   80
 21  \w     42.00  85.00   0.50    0.06    --  108.37 -77.00 -60.00   86
 22  \w     36.00  61.00   0.50    0.06    --  108.37 -57.00 -60.00   50
 23  \w     41.00  66.00   0.50    0.06    --  108.37 -57.00  30.00   50
 24  \w     36.00  66.00   0.50    0.06    --  108.37 -57.00  90.00   60
 25  \w     36.00  64.00   0.50    0.06    --  108.37 -57.00 120.00   56
 26  \w     78.00 103.00   0.50    0.06    --  108.37 -77.00  90.00   50
 27  \w    -24.00  44.00   0.50    0.08    --   48.32 -40.00 -16.00  136
 28  \w     55.00  88.00   0.50    0.08    --   48.32-125.00-180.00   66
 29  \w     41.00 110.00   0.50    0.06    --  108.37-125.00-150.00  138
 30  \w     59.00 111.00   0.50    0.06    --  108.37-125.00-120.00  104
 31  \w     73.00 111.00   0.50    0.06    --  108.37-125.00 -30.00   76
 32  \w     40.00  68.00   0.50    0.06    --  108.37-125.00 -30.00   56
 33  \w     37.00 110.00   0.50    0.06    --  108.37-125.00  30.00  146
 34  \w     73.00 106.00   0.50    0.06    --  108.37 -99.00  30.00   66
 35  \w     81.00 106.00   0.50    0.06    --  108.37 -99.00  60.00   50
 36  \w     67.00  93.00   0.50    0.06    --  108.37 -99.00 120.00   52
 37  \w     36.00  64.00   0.50    0.06    --  108.37 -99.00 120.00   56
 38  \w     44.00  86.00   0.50    0.06    --  108.37 -99.00  90.00   84
 39  \w     38.00  63.00   0.50    0.06    --  108.37 -99.00  30.00   50
 40  \w     66.00  92.00   0.50    0.06    --  108.37 -99.00 -90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0906658000
_diffrn_orient_matrix_UB_12      -0.0970485000
_diffrn_orient_matrix_UB_13      -0.0272258000
_diffrn_orient_matrix_UB_21      0.1558206000
_diffrn_orient_matrix_UB_22      -0.1114404000
_diffrn_orient_matrix_UB_23      -0.0478677000
_diffrn_orient_matrix_UB_31      0.0438559000
_diffrn_orient_matrix_UB_32      -0.0920132000
_diffrn_orient_matrix_UB_33      0.0929248000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13245
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.562
_diffrn_reflns_theta_min         3.099
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.879
_exptl_absorpt_correction_T_max  0.798
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_description       block
_exptl_crystal_F_000             554
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.0032(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         4558
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0405
_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^)+(0.0662P)^2^+0.3081P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1142
_refine_ls_wR_factor_ref         0.1172
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4087
_reflns_number_total             4558
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2023-0347_suppl_001.cif
_cod_data_source_block           4
_cod_database_code               8107677
_chemical_oxdiff_formula         'C H N O Cu'
_shelx_estimated_absorpt_t_max   0.806
_shelx_estimated_absorpt_t_min   0.766
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O6(H6A,H6B), O7(H7A,H7B), O8(H8A,H8B), O9(H9A,H9B)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C13(H13), C14(H14), C2(H2), C18(H18), C7(H7), C16(H16), C4(H4),
 C9(H9), C10(H10), C8(H8), C3(H3), C17(H17)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.720
_oxdiff_exptl_absorpt_empirical_full_min 0.491