Dinuclear vs. mononuclear copper(ii) complexes with nitrophenylimino-benzylal- vs. -naphthylal-based Schiff base ligands
Enamullah, Mohammed; Haque, Imdadul; Abdullah, Galib; Sourav, Fahad Hossain; Jhumur, Nisat Taslum; Islam, Mohammad Khairul; Haj Hassani Sohi, Takin; Ferber, Peter; Janiak, Christoph; New Journal of Chemistry 49 (2025) 17106–17123; doi:10.1039/D5NJ02584B

data_7063973
_publ_section_title
;
 Dinuclear vs. mononuclear copper(ii) complexes with
 nitrophenylimino-benzylal- vs. -naphthylal-based Schiff base ligands
;
_journal_issue                   39
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17106
_journal_page_last               17123
_journal_paper_doi               10.1039/D5NJ02584B
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C18 H14 N2 O3'
_chemical_formula_sum            'C18 H14 N2 O3'
_chemical_formula_weight         306.31
_chemical_name_systematic
;
1-((Z)-(2-methyl-4-nitro-phenylimino)methyl)naphthalen-2-ol
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-02-04
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-06-12 deposited with the CCDC.	2025-08-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.887(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.9732(2)
_cell_length_b                   12.8165(3)
_cell_length_c                   15.7069(4)
_cell_measurement_reflns_used    10618
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      78.4340
_cell_measurement_theta_min      4.4550
_cell_volume                     1390.48(6)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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    -42.00 -14.00   0.50    0.39    --  -48.07 111.00  64.00   56
  2  \w     24.00  67.00   0.50    0.39    --   48.07-111.00 -29.00   86
  3  \w   -145.00 -82.00   0.50    1.55    --  -90.00-111.00 -29.00  126
  4  \w    -75.00 -50.00   0.50    1.55    --  -90.00 111.00  64.00   50
  5  \w     55.00 107.00   0.50    1.55    --  110.36-111.00 -29.00  104
  6  \w    116.00 142.00   0.50    1.55    --  110.36 111.00  64.00   52
  7  \w    -27.00  26.00   0.50    0.39    --  -48.07  19.00   0.00  106
  8  \w    -48.00  21.00   0.50    0.39    --  -48.07  38.00-150.00  138
  9  \w    -80.00 -41.00   0.50    0.39    --  -48.07-178.00  60.00   78
 10  \w   -120.00 -37.00   0.50    0.39    --  -48.07 -38.00  60.00  166
 11  \w     82.00 120.00   0.50    0.39    --   48.07 178.00 150.00   76
 12  \w     -7.00  21.00   0.50    0.39    --   48.07 -19.00 -60.00   56
 13  \w    -24.00  19.00   0.50    0.39    --   48.07 -19.00-150.00   86
 14  \w   -158.00-102.00   0.50    1.55    --  -90.00 -99.00-120.00  112
 15  \w    -44.00 -18.00   0.50    1.55    --  -90.00  38.00-180.00   52
 16  \w    -48.00 -18.00   0.50    1.55    --  -90.00  38.00   0.00   60
 17  \w    -48.00 -19.00   0.50    1.55    --  -90.00  38.00 -60.00   58
 18  \w    -48.00 -18.00   0.50    1.55    --  -90.00  38.00-150.00   60
 19  \w    -47.00 -22.00   0.50    1.55    --  -90.00  38.00  30.00   50
 20  \w    -77.00 -38.00   0.50    1.55    --  -90.00 125.00-150.00   78
 21  \w   -159.00-103.00   0.50    1.55    --  -90.00-125.00  30.00  112
 22  \w   -156.00-110.00   0.50    1.55    --  -90.00 -19.00  90.00   92
 23  \w   -145.00 -99.00   0.50    1.55    --  -90.00 -99.00-150.00   92
 24  \w   -161.00 -91.00   0.50    1.55    --  -90.00 -38.00  60.00  140
 25  \w    -48.00 -18.00   0.50    1.55    --  -90.00  38.00 -90.00   60
 26  \w   -131.00 -86.00   0.50    1.55    --  -90.00 -38.00  30.00   90
 27  \w    -48.00 -18.00   0.50    1.55    --  -90.00  38.00-120.00   60
 28  \w     98.00 173.00   0.50    1.55    --  110.36  57.00  90.00  150
 29  \w     75.00 100.00   0.50    1.55    --  110.36 -99.00 150.00   50
 30  \w     42.00  68.00   0.50    1.55    --  110.36 -99.00 150.00   52
 31  \w     78.00 104.00   0.50    1.55    --  110.36 -99.00-120.00   52
 32  \w     44.00  69.00   0.50    1.55    --  110.36 -99.00-120.00   50
 33  \w     38.00 100.00   0.50    1.55    --  110.36 -77.00 120.00  124
 34  \w     65.00 105.00   0.50    1.55    --  110.36 -99.00 -30.00   80
 35  \w    153.00 178.00   0.50    1.55    --  110.36  19.00 -60.00   50
 36  \w    104.00 137.00   0.50    1.55    --  110.36  19.00 -60.00   66
 37  \w     48.00  74.00   0.50    1.55    --  110.36 -77.00 -90.00   52
 38  \w    107.00 156.00   0.50    1.55    --  110.36  38.00 120.00   98
 39  \w     43.00 112.00   0.50    1.55    --  110.36-125.00-120.00  138
 40  \w     38.00  93.00   0.50    1.55    --  110.36 -77.00   0.00  110
;
_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      -0.1003605000
_diffrn_orient_matrix_UB_12      0.0187912000
_diffrn_orient_matrix_UB_13      -0.0923664000
_diffrn_orient_matrix_UB_21      0.0897354000
_diffrn_orient_matrix_UB_22      -0.1014350000
_diffrn_orient_matrix_UB_23      -0.0294314000
_diffrn_orient_matrix_UB_31      -0.1777865000
_diffrn_orient_matrix_UB_32      -0.0617252000
_diffrn_orient_matrix_UB_33      0.0201997000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16065
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.989
_diffrn_reflns_theta_min         4.470
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.661
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2'
_exptl_crystal_size_max          0.74
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         16065
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0496
_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^)+(0.0489P)^2^+1.1752P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1464
_refine_ls_wR_factor_ref         0.1486
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14141
_reflns_number_total             16065
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj02584b2.cif
_cod_data_source_block           enam_l127
_cod_depositor_comments
'Adding full bibliography for 7063972--7063976.cif.'
_cod_database_code               7063973
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H N O'
_shelx_estimated_absorpt_t_max   0.960
_shelx_estimated_absorpt_t_min   0.579
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.646(3)
 0.354(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C4(H4), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13), C14(H14),
  C16(H16)
3.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_shelx_res_checksum              94461
_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 1.601
_oxdiff_exptl_absorpt_empirical_full_min 0.762