#------------------------------------------------------------------------------
#$Date: 2021-10-06 17:51:00 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269674 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/34/7243413.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_7243413
loop_
_publ_author_name
'Aryaeifar, Mahnaz'
'Amiri Rudbari, Hadi'
'Blacque, Olivier'
'Islam, Mohammad Khairul'
'Scopelliti, Rosario'
'Braun, Jason D.'
'Herbert, David E.'
'Bruno, Giuseppe'
'Janiak, Christoph'
'Enamullah, Mohammed'
_publ_section_title
;
 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
;
_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_sum            'C40 H28 N2 O4'
_chemical_formula_weight         600.64
_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
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-10-23 deposited with the CCDC.	2021-07-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.68(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.023(3)
_cell_length_b                   15.366(3)
_cell_length_c                   14.628(3)
_cell_measurement_reflns_used    14290
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.2
_cell_measurement_theta_min      2.7
_cell_volume                     2967.9(12)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2005)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2005)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SIR-97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Stoe IPDS-II'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9362
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.651
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_description       flat
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.111
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.024
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         2618
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0364
_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/[σ²(Fo²)+(0.0604P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1008
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1854
_reflns_number_total             2618
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00829c2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7243407--7243413.cif.'
_cod_original_cell_volume        2968.0(12)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7243413
_shelx_shelxl_version_number     2016/6
_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.
;
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
N1 N 0.87283(9) 0.31465(8) 0.70703(10) 0.0639(3) Uani 1 1 d . . . . .
O1 O 0.89664(9) 0.48473(6) 0.70974(8) 0.0763(3) Uani 1 1 d . . . . .
C9 C 0.87445(10) 0.35396(9) 0.62093(10) 0.0599(3) Uani 1 1 d . . . . .
C11 C 0.87341(10) 0.19606(9) 0.81218(11) 0.0602(3) Uani 1 1 d . . . . .
C4 C 0.88703(10) 0.44416(8) 0.62209(10) 0.0596(4) Uani 1 1 d . . . . .
O2 O 0.86473(11) 0.33725(7) 0.87651(9) 0.0906(4) Uani 1 1 d . . . . .
H2 H 0.865243 0.349884 0.822215 0.136 Uiso 0.3 1 calc R U P . .
C1 C 0.94799(10) 0.56349(7) 0.72835(9) 0.0524(3) Uani 1 1 d . . . . .
C10 C 0.87542(10) 0.23119(8) 0.72382(11) 0.0613(4) Uani 1 1 d . . . . .
H10 H 0.878740 0.193235 0.675459 0.074 Uiso 1 1 calc R U . . .
C12 C 0.87428(10) 0.10234(8) 0.82732(11) 0.0628(4) Uani 1 1 d . . . . .
C8 C 0.86323(12) 0.30986(10) 0.53520(12) 0.0749(4) Uani 1 1 d . . . . .
H8 H 0.855699 0.249687 0.533024 0.090 Uiso 1 1 calc R U . . .
C5 C 0.88645(11) 0.48824(9) 0.53998(11) 0.0682(4) Uani 1 1 d . . . . .
H5 H 0.894389 0.548371 0.541544 0.082 Uiso 1 1 calc R U . . .
C17 C 0.87323(11) 0.06973(10) 0.91730(12) 0.0708(4) Uani 1 1 d . . . . .
C7 C 0.86310(13) 0.35397(10) 0.45345(13) 0.0815(5) Uani 1 1 d . . . . .
H7 H 0.855552 0.323493 0.396505 0.098 Uiso 1 1 calc R U . . .
C20 C 0.86930(11) 0.25315(10) 0.88699(11) 0.0707(4) Uani 1 1 d . . . . .
C19 C 0.86978(15) 0.21695(12) 0.97607(13) 0.0957(6) Uani 1 1 d . . . . .
H19 H 0.868552 0.253806 1.026088 0.115 Uiso 1 1 calc R U . . .
C6 C 0.87408(12) 0.44293(10) 0.45542(12) 0.0752(4) Uani 1 1 d . . . . .
H6 H 0.873151 0.472552 0.399688 0.090 Uiso 1 1 calc R U . . .
C2 C 0.89597(13) 0.64063(10) 0.70854(11) 0.0737(4) Uani 1 1 d . . . . .
H22 H 0.825754 0.640805 0.680888 0.088 Uiso 1 1 calc R U . . .
C3 C 0.94837(14) 0.71750(9) 0.72985(12) 0.0916(6) Uani 1 1 d . . . . .
H3 H 0.913446 0.770032 0.716813 0.110 Uiso 1 1 calc R U . . .
C18 C 0.87199(15) 0.13006(12) 0.98994(13) 0.0969(6) Uani 1 1 d . . . . .
H18 H 0.872732 0.108952 1.049758 0.116 Uiso 1 1 calc R U . . .
C13 C 0.87124(15) 0.04075(10) 0.75556(15) 0.0919(6) Uani 1 1 d . . . . .
H13 H 0.871041 0.059791 0.695145 0.110 Uiso 1 1 calc R U . . .
C15 C 0.86991(15) -0.07798(12) 0.86115(17) 0.0962(6) Uani 1 1 d . . . . .
H15 H 0.869576 -0.137579 0.872141 0.115 Uiso 1 1 calc R U . . .
C16 C 0.87168(13) -0.02089(12) 0.93165(15) 0.0870(5) Uani 1 1 d . . . . .
H16 H 0.871895 -0.041852 0.991360 0.104 Uiso 1 1 calc R U . . .
C14 C 0.86858(18) -0.04652(11) 0.77238(18) 0.1113(7) Uani 1 1 d . . . . .
H14 H 0.865824 -0.085543 0.722964 0.134 Uiso 1 1 calc R U . . .
H1 H 0.8707(19) 0.3474(16) 0.758(2) 0.090(8) Uiso 0.7 1 d . . P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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
C10 N1 C9 125.76(14) . . ?
C10 N1 H1 113.6(16) . . ?
C9 N1 H1 120.6(16) . . ?
C1 O1 C4 117.03(10) . . ?
C8 C9 C4 118.11(13) . . ?
C8 C9 N1 124.73(13) . . ?
C4 C9 N1 117.15(12) . . ?
C10 C11 C20 119.28(13) . . ?
C10 C11 C12 121.09(13) . . ?
C20 C11 C12 119.63(14) . . ?
C5 C4 O1 123.66(12) . . ?
C5 C4 C9 120.93(13) . . ?
O1 C4 C9 115.38(12) . . ?
C20 O2 H2 109.5 . . ?
C2 C1 C1 120.12(9) . 2_756 ?
C2 C1 O1 120.58(13) . . ?
C1 C1 O1 119.23(7) 2_756 . ?
N1 C10 C11 122.78(14) . . ?
N1 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C13 C12 C17 116.78(14) . . ?
C13 C12 C11 123.80(15) . . ?
C17 C12 C11 119.34(14) . . ?
C7 C8 C9 120.83(14) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C4 C5 C6 119.77(13) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C16 C17 C12 119.63(16) . . ?
C16 C17 C18 122.07(17) . . ?
C12 C17 C18 118.29(14) . . ?
C8 C7 C6 120.32(15) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O2 C20 C19 118.95(14) . . ?
O2 C20 C11 122.46(14) . . ?
C19 C20 C11 118.59(14) . . ?
C18 C19 C20 121.36(16) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C7 C6 C5 120.03(15) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C3 C2 C1 119.39(15) . . ?
C3 C2 H22 120.3 . . ?
C1 C2 H22 120.3 . . ?
C3 C3 C2 120.46(9) 2_756 . ?
C3 C3 H3 119.8 2_756 . ?
C2 C3 H3 119.8 . . ?
C19 C18 C17 122.75(17) . . ?
C19 C18 H18 118.6 . . ?
C17 C18 H18 118.6 . . ?
C14 C13 C12 121.53(18) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
C16 C15 C14 118.88(17) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 C17 121.76(18) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C13 C14 C15 121.4(2) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
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
N1 C10 1.3038(17) . ?
N1 C9 1.4039(19) . ?
N1 H1 0.90(3) . ?
O1 C1 1.3875(14) . ?
O1 C4 1.3908(17) . ?
C9 C8 1.387(2) . ?
C9 C4 1.3966(19) . ?
C11 C10 1.410(2) . ?
C11 C20 1.419(2) . ?
C11 C12 1.4565(19) . ?
C4 C5 1.377(2) . ?
O2 C20 1.3003(17) . ?
O2 H2 0.8200 . ?
C1 C2 1.3707(18) . ?
C1 C1 1.381(3) 2_756 ?
C10 H10 0.9300 . ?
C12 C13 1.403(2) . ?
C12 C17 1.413(2) . ?
C8 C7 1.374(2) . ?
C8 H8 0.9300 . ?
C5 C6 1.378(2) . ?
C5 H5 0.9300 . ?
C17 C16 1.410(2) . ?
C17 C18 1.415(2) . ?
C7 C6 1.375(2) . ?
C7 H7 0.9300 . ?
C20 C19 1.415(2) . ?
C19 C18 1.349(2) . ?
C19 H19 0.9300 . ?
C6 H6 0.9300 . ?
C2 C3 1.370(2) . ?
C2 H22 0.9300 . ?
C3 C3 1.367(4) 2_756 ?
C3 H3 0.9300 . ?
C18 H18 0.9300 . ?
C13 C14 1.366(2) . ?
C13 H13 0.9300 . ?
C15 C16 1.348(3) . ?
C15 C14 1.380(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C14 H14 0.9300 . ?
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
C10 N1 C9 C8 10.6(2) . . . . ?
C10 N1 C9 C4 -170.29(13) . . . . ?
C1 O1 C4 C5 -27.2(2) . . . . ?
C1 O1 C4 C9 154.81(12) . . . . ?
C8 C9 C4 C5 1.2(2) . . . . ?
N1 C9 C4 C5 -178.05(13) . . . . ?
C8 C9 C4 O1 179.25(12) . . . . ?
N1 C9 C4 O1 0.04(18) . . . . ?
C4 O1 C1 C2 96.14(15) . . . . ?
C4 O1 C1 C1 -87.09(18) . . . 2_756 ?
C9 N1 C10 C11 -179.90(13) . . . . ?
C20 C11 C10 N1 -0.6(2) . . . . ?
C12 C11 C10 N1 178.69(13) . . . . ?
C10 C11 C12 C13 -3.8(2) . . . . ?
C20 C11 C12 C13 175.46(15) . . . . ?
C10 C11 C12 C17 179.37(13) . . . . ?
C20 C11 C12 C17 -1.4(2) . . . . ?
C4 C9 C8 C7 -0.9(2) . . . . ?
N1 C9 C8 C7 178.25(14) . . . . ?
O1 C4 C5 C6 -178.41(13) . . . . ?
C9 C4 C5 C6 -0.5(2) . . . . ?
C13 C12 C17 C16 1.5(2) . . . . ?
C11 C12 C17 C16 178.53(13) . . . . ?
C13 C12 C17 C18 -177.44(15) . . . . ?
C11 C12 C17 C18 -0.4(2) . . . . ?
C9 C8 C7 C6 0.0(3) . . . . ?
C10 C11 C20 O2 1.8(2) . . . . ?
C12 C11 C20 O2 -177.52(13) . . . . ?
C10 C11 C20 C19 -178.50(14) . . . . ?
C12 C11 C20 C19 2.2(2) . . . . ?
O2 C20 C19 C18 178.40(17) . . . . ?
C11 C20 C19 C18 -1.3(3) . . . . ?
C8 C7 C6 C5 0.7(3) . . . . ?
C4 C5 C6 C7 -0.5(2) . . . . ?
C1 C1 C2 C3 1.6(2) 2_756 . . . ?
O1 C1 C2 C3 178.38(14) . . . . ?
C1 C2 C3 C3 0.3(3) . . . 2_756 ?
C20 C19 C18 C17 -0.5(3) . . . . ?
C16 C17 C18 C19 -177.56(17) . . . . ?
C12 C17 C18 C19 1.3(3) . . . . ?
C17 C12 C13 C14 -0.7(3) . . . . ?
C11 C12 C13 C14 -177.63(17) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C12 C17 C16 C15 -0.8(2) . . . . ?
C18 C17 C16 C15 178.04(17) . . . . ?
C12 C13 C14 C15 -0.7(3) . . . . ?
C16 C15 C14 C13 1.4(3) . . . . ?
