Square planar vs. pyramidal copper(ii)-complexes with benzylal vs. naphthylal-based Schiff bases
Enamullah, Mohammed; Haque, Imdadul; Resma, Amina Khan; Abdullah, Galib; Uddin, Md. Najem; Haj Hassani Sohi, Takin; Woschko, Dennis; Ferber, Peter; Janiak, Christoph; RSC Advances 15 (2025) 18358–18371; doi:10.1039/D5RA01982F

data_7250513
_publ_section_title
;
 Square planar vs. pyramidal copper(ii)-complexes with benzylal vs.
 naphthylal-based Schiff bases
;
_journal_issue                   23
_journal_name_full               'RSC Advances'
_journal_page_first              18358
_journal_page_last               18371
_journal_paper_doi               10.1039/D5RA01982F
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C20 H14 Cl N O2'
_chemical_formula_sum            'C20 H14 Cl N O2'
_chemical_formula_weight         335.77
_chemical_name_common
;
(E)-2-(((2-benzoyl-5-chlorophenyl)imino)methyl)phenol
;
_chemical_name_systematic
;
(E)-(5-chloro-2-((2-hydroxybenzylidene)amino)phenyl)(phenyl)methanone
;
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2025-02-20
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2025-02-21 deposited with the CCDC.	2025-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                73.188(2)
_cell_angle_beta                 88.452(2)
_cell_angle_gamma                82.982(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3460(2)
_cell_length_b                   10.7550(3)
_cell_length_c                   10.8277(3)
_cell_measurement_reflns_used    6034
_cell_measurement_temperature    220.00(10)
_cell_measurement_theta_max      76.0850
_cell_measurement_theta_min      4.2530
_cell_volume                     812.73(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      220.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.944
_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    -75.00 -44.00   0.50    0.66    --  -48.08  92.00  18.00   62
  2  \w    -23.00  21.00   0.50    0.66    --  -48.08  92.00  18.00   88
  3  \w    -18.00  44.00   0.50    0.66    --   48.08 -92.00 -94.00  124
  4  \w    -70.00 -45.00   0.50    2.62    --  -84.25  92.00  18.00   50
  5  \w   -128.00 -84.00   0.50    2.62    --  -84.25 -92.00 -94.00   88
  6  \w     80.00 106.00   0.50    2.62    --  105.75 -92.00 -94.00   52
  7  \w    -24.00  13.00   0.50    0.66    --  -48.08  19.00 -30.00   74
  8  \w   -117.00 -88.00   0.50    0.66    --  -48.08 178.00  60.00   58
  9  \w    -73.00 -39.00   0.50    0.66    --  -48.08 -38.00   0.00   68
 10  \w   -119.00 -79.00   0.50    0.66    --  -48.08 -38.00   0.00   80
 11  \w    -80.00 -42.00   0.50    0.66    --  -48.08 178.00  60.00   76
 12  \w    -21.00  16.00   0.50    0.66    --   48.08 -19.00 -90.00   74
 13  \w    -20.00  10.00   0.50    0.66    --   48.08 -19.00-180.00   60
 14  \w   -125.00 -74.00   0.50    2.62    --  -84.25-125.00 -30.00  102
 15  \w    -48.00 -12.00   0.50    2.62    --  -84.25  38.00 -30.00   72
 16  \w    -48.00 -17.00   0.50    2.62    --  -84.25  38.00 -60.00   62
 17  \w    -71.00 -30.00   0.50    2.62    --  -84.25  57.00 120.00   82
 18  \w    -44.00 -14.00   0.50    2.62    --  -84.25  38.00-180.00   60
 19  \w    -44.00 -15.00   0.50    2.62    --  -84.25  38.00-150.00   58
 20  \w   -128.00 -72.00   0.50    2.62    --  -84.25 -57.00 -30.00  112
 21  \w     34.00  59.00   0.50    2.62    --  105.75 -57.00 -90.00   50
 22  \w     98.00 133.00   0.50    2.62    --  105.75  38.00-180.00   70
 23  \w    100.00 162.00   0.50    2.62    --  105.75  19.00  60.00  124
 24  \w     42.00 107.00   0.50    2.62    --  105.75-107.00  56.88  130
 25  \w     35.00  60.00   0.50    2.62    --  105.75 -57.00 150.00   50
 26  \w     34.00  59.00   0.50    2.62    --  105.75 -57.00 -30.00   50
 27  \w     34.00  59.00   0.50    2.62    --  105.75 -57.00  60.00   50
 28  \w     71.00 103.00   0.50    2.62    --  105.75 -99.00-120.00   64
 29  \w     37.00  63.00   0.50    2.62    --  105.75 -99.00-120.00   52
 30  \w     51.00 106.00   0.50    2.62    --  105.75 -99.00  60.00  110
 31  \w     34.00  59.00   0.50    2.62    --  105.75 -57.00-180.00   50
 32  \w     37.00 106.00   0.50    2.62    --  105.75 -99.00 150.00  138
 33  \w    103.00 139.00   0.50    2.62    --  105.75 125.00-120.00   72
 34  \w    137.00 175.00   0.50    2.62    --  105.75  38.00-180.00   76
 35  \w     84.00 111.00   0.50    2.62    --  105.75-125.00   0.00   54
 36  \w     58.00  95.00   0.50    2.62    --  105.75 -99.00-150.00   74
 37  \w    132.00 157.00   0.50    2.62    --  105.75  19.00 -30.00   50
 38  \w     38.00  78.00   0.50    2.62    --  105.75-125.00   0.00   80
 39  \w     56.00  97.00   0.50    2.62    --  105.75 -99.00 120.00   82
 40  \w     95.00 167.00   0.50    2.62    --  105.75 125.00 120.00  144
 41  \w    137.00 177.00   0.50    2.62    --  105.75  92.00  18.00   80
;
_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      -0.0165074000
_diffrn_orient_matrix_UB_12      0.1317562000
_diffrn_orient_matrix_UB_13      -0.1065355000
_diffrn_orient_matrix_UB_21      -0.1316591000
_diffrn_orient_matrix_UB_22      0.0616512000
_diffrn_orient_matrix_UB_23      0.0851273000
_diffrn_orient_matrix_UB_31      0.1644479000
_diffrn_orient_matrix_UB_32      0.0394383000
_diffrn_orient_matrix_UB_33      0.0591345000
_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  0.0247
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9431
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.361
_diffrn_reflns_theta_min         4.266
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.172
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_description       plate
_exptl_crystal_F_000             348
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol/dichloromethane'
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3231
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0343
_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^)+(0.0364P)^2^+0.2662P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0934
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2827
_reflns_number_total             3231
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra01982f2.cif
_cod_data_source_block           enam_l87(1)
_cod_database_code               7250513
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C20 H14 Cl N O2'
_shelx_estimated_absorpt_t_max   0.899
_shelx_estimated_absorpt_t_min   0.796
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H3 of C3, H2 of C2, H7 of C7, H4 of C4, H5 of C5, H20 of C20, H17 of C17,
  H18 of C18, H19 of C19, H16 of C16, H9 of C9, H12 of C12, H10 of C10
 At 1.5 times of:
  H1 of C3
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C10(H10), C12(H12), C16(H16),
 C17(H17), C18(H18), C19(H19), C20(H20)
;
_shelx_res_checksum              11366
_shelx_hkl_checksum              19428
_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 1.249
_oxdiff_exptl_absorpt_empirical_full_min 0.800