Schiff base ligands derived from 1,2-bis(2′-nitro-/amino-phenoxy)-3-R-benzene and 2-hydroxy-1-naphthaldehyde and their Cu/Zn(ii) complexes: synthesis, characterization, X-ray structures and computational studies
Aryaeifar, Mahnaz; Amiri Rudbari, Hadi; Blacque, Olivier; Islam, Mohammad Khairul; Scopelliti, Rosario; Braun, Jason D.; Herbert, David E.; Bruno, Giuseppe; Janiak, Christoph; Enamullah, Mohammed; CrystEngComm 23 (2021) 6322–6339; doi:10.1039/D1CE00829C

data_7243410
_publ_section_title
;
 Schiff base ligands derived from
 1,2-bis(2&#x2032;-nitro-/amino-phenoxy)-3-R-benzene and
 2-hydroxy-1-naphthaldehyde and their Cu/Zn(ii) complexes: synthesis,
 characterization, X-ray structures and computational studies
;
_journal_issue                   36
_journal_name_full               CrystEngComm
_journal_page_first              6322
_journal_page_last               6339
_journal_paper_doi               10.1039/D1CE00829C
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C41 H28 N2 O5 Zn'
_chemical_formula_sum            'C41 H28 N2 O5 Zn'
_chemical_formula_weight         694.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-05-10
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-06 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.4308(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.41009(12)
_cell_length_b                   16.18167(18)
_cell_length_c                   16.91043(19)
_cell_measurement_reflns_used    19931
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      78.1940
_cell_measurement_theta_min      3.7630
_cell_volume                     3119.44(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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     30.00  98.00   0.50    0.25    --   51.70-125.00 -90.00  136
  2  \w    -66.00  18.00   0.50    0.25    --  -54.70  57.00  30.00  168
  3  \w   -130.00 -82.00   0.50    0.25    --  -54.70 -99.00 -90.00   96
  4  \w    -26.00  25.00   0.50    0.25    --  -54.70  19.00 -90.00  102
  5  \w   -124.00 -91.00   0.50    0.25    --  -54.70 -99.00 -60.00   66
  6  \w    -35.00  -9.00   0.50    0.75    --  -84.25  30.00-150.00   52
  7  \w     97.00 177.00   0.50    0.75    --  105.75  45.00-120.00  160
  8  \w     40.00  68.00   0.50    0.75    --  105.75 -61.00  60.00   56
  9  \w     39.00 101.00   0.50    0.75    --  105.75-111.00-150.00  124
 10  \w    100.00 167.00   0.50    0.75    --  105.75  30.00   0.00  134
 11  \w     34.00 102.00   0.50    0.75    --  105.75 -77.00  90.00  136
 12  \w     33.00  71.00   0.50    0.75    --  105.75 -77.00 120.00   76
 13  \w     97.00 125.00   0.50    0.75    --  105.75  15.00 -60.00   56
 14  \w    150.00 176.00   0.50    0.75    --  105.75  15.00 -60.00   52
 15  \w     36.00  61.00   0.50    0.75    --  105.75 -61.00  30.00   50
 16  \w     38.00  70.00   0.50    0.75    --  105.75 -61.00 120.00   64
 17  \w     37.00  94.00   0.50    0.75    --  105.75 -77.00 -90.00  114
 18  \w     92.00 176.00   0.50    0.75    --  105.75  61.00-150.00  168
 19  \w    100.00 129.00   0.50    0.75    --  105.75  45.00-180.00   58
 20  \w    134.00 167.00   0.50    0.75    --  105.75  45.00-180.00   66
 21  \w     36.00  83.00   0.50    0.75    --  105.75 -77.00  30.00   94
 22  \w    102.00 161.00   0.50    0.75    --  105.75 111.00  60.00  118
 23  \w     45.00  71.00   0.50    0.75    --  105.75 -61.00-150.00   52
 24  \w     42.00  71.00   0.50    0.75    --  105.75 -61.00 -90.00   58
 25  \w     35.00  60.00   0.50    0.75    --  105.75 -61.00-120.00   50
 26  \w     42.00  69.00   0.50    0.75    --  105.75 -61.00-180.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0219468000
_diffrn_orient_matrix_UB_12      -0.0019042000
_diffrn_orient_matrix_UB_13      0.0905296000
_diffrn_orient_matrix_UB_21      0.1026565000
_diffrn_orient_matrix_UB_22      -0.0603832000
_diffrn_orient_matrix_UB_23      -0.0096643000
_diffrn_orient_matrix_UB_31      0.0849589000
_diffrn_orient_matrix_UB_32      0.0736260000
_diffrn_orient_matrix_UB_33      -0.0055296000
_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  0.0319
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26326
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.500
_diffrn_reflns_theta_min         3.782
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.521
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
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            orange
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_description       block
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         6372
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0319
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0360P)^2^+2.0776P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0823
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5827
_reflns_number_total             6372
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce00829c2.cif
_cod_data_source_block           hadi3004new
_cod_depositor_comments
'Adding full bibliography for 7243407--7243413.cif.'
_cod_original_cell_volume        3119.43(6)
_cod_database_code               7243410
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.888
_shelx_estimated_absorpt_t_min   0.804
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27),
  C28(H28), C30(H30), C33(H33), C34(H34), C35(H35), C36(H36), C38(H38), C39(H39)
2.b Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C)
;
_shelx_res_checksum              13559
_shelx_hkl_checksum              51094