#------------------------------------------------------------------------------
#$Date: 2024-01-06 10:55:00 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288846 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/28/7062868.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_7062868
loop_
_publ_author_name
'Enamullah, Mohammed'
'Mim, Afsana'
'Haque, Imdadul'
'Sidhu, Baldeep K.'
'Kacperkiewicz, Amelia'
'Herbert, David E.'
_publ_section_title
;
 Polymorphism, mesomorphism and anti-oxidant character of homoleptic
 bis[(E)-2-(1-((o-ethylphenyl)imino)ethyl)phenolato-κ2-N,O]Ni/Cu(ii)
 complexes
;
_journal_issue                   47
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              21804
_journal_page_last               21814
_journal_paper_doi               10.1039/D3NJ04915A
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C32 H32 Cu N2 O2'
_chemical_formula_sum            'C32 H32 Cu N2 O2'
_chemical_formula_weight         540.13
_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             2023-03-08
_audit_creation_method
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_audit_update_record
;
2023-04-28 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.914(17)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.510(4)
_cell_length_b                   7.952(3)
_cell_length_c                   13.693(4)
_cell_measurement_reflns_used    4262
_cell_measurement_temperature    295.00
_cell_measurement_theta_max      24.65
_cell_measurement_theta_min      2.57
_cell_volume                     1303.2(8)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      295.00
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23455
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.360
_diffrn_reflns_theta_min         3.664
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1535 before and 0.0635 after correction.
The Ratio of minimum to maximum transmission is 0.5515.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_description       block
_exptl_crystal_F_000             566
_exptl_crystal_size_max          0.792
_exptl_crystal_size_mid          0.603
_exptl_crystal_size_min          0.468
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2575
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.160
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0367
_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)+(0.0175P)²+1.1654P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0873
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2419
_reflns_number_total             2575
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj04915a2.cif
_cod_data_source_block           ena009
_cod_depositor_comments
'Adding full bibliography for 7062867--7062869.cif.'
_cod_original_cell_volume        1303.3(7)
_cod_database_code               7062868
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.686
_shelx_estimated_absorpt_t_min   0.546
_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 C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C4(H4), C3(H3), C10(H10), C13(H13), C11(H11), C12(H12)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Cu1 Cu 0.500000 0.500000 0.500000 0.03013(13) Uani 1 2 d S . P . .
O1 O 0.61717(12) 0.3672(2) 0.48368(12) 0.0429(4) Uani 1 1 d . . . . .
N1 N 0.45226(13) 0.3064(2) 0.57296(13) 0.0327(4) Uani 1 1 d . . . . .
C6 C 0.63723(15) 0.1905(2) 0.63075(15) 0.0312(4) Uani 1 1 d . . . . .
C1 C 0.68004(16) 0.2812(2) 0.56104(15) 0.0326(4) Uani 1 1 d . . . . .
C9 C 0.33326(15) 0.2989(3) 0.56026(15) 0.0333(4) Uani 1 1 d . . . . .
C7 C 0.51738(16) 0.1861(3) 0.61987(15) 0.0337(4) Uani 1 1 d . . . . .
C14 C 0.28874(17) 0.3687(3) 0.63314(17) 0.0397(5) Uani 1 1 d . . . . .
C5 C 0.71307(18) 0.1020(3) 0.71108(16) 0.0398(5) Uani 1 1 d . . . . .
H5 H 0.685654 0.040622 0.756405 0.048 Uiso 1 1 calc R U . . .
C2 C 0.79606(17) 0.2752(3) 0.57440(18) 0.0405(5) Uani 1 1 d . . . . .
H2 H 0.825165 0.330172 0.527867 0.049 Uiso 1 1 calc R U . . .
C4 C 0.82594(18) 0.1041(3) 0.72401(18) 0.0454(5) Uani 1 1 d . . . . .
H4 H 0.874468 0.048440 0.778964 0.054 Uiso 1 1 calc R U . . .
C3 C 0.86713(18) 0.1898(3) 0.65459(19) 0.0455(5) Uani 1 1 d . . . . .
H3 H 0.943484 0.189631 0.662317 0.055 Uiso 1 1 calc R U . . .
C10 C 0.26413(18) 0.2324(3) 0.47036(17) 0.0426(5) Uani 1 1 d . . . . .
H10 H 0.295242 0.186676 0.422331 0.051 Uiso 1 1 calc R U . . .
C13 C 0.17247(18) 0.3669(3) 0.61184(19) 0.0463(5) Uani 1 1 d . . . . .
H13 H 0.140595 0.411009 0.659755 0.056 Uiso 1 1 calc R U . . .
C8 C 0.4722(2) 0.0370(3) 0.6630(2) 0.0567(7) Uani 1 1 d . . . . .
H8A H 0.496037 0.042852 0.736223 0.085 Uiso 1 1 calc R U . . .
H8B H 0.499751 -0.064845 0.641370 0.085 Uiso 1 1 calc R U . . .
H8C H 0.392073 0.037875 0.639012 0.085 Uiso 1 1 calc R U . . .
C11 C 0.14943(19) 0.2334(3) 0.4515(2) 0.0517(6) Uani 1 1 d . . . . .
H11 H 0.103486 0.187990 0.391252 0.062 Uiso 1 1 calc R U . . .
C15 C 0.3620(2) 0.4468(4) 0.73024(19) 0.0572(7) Uani 1 1 d . . . . .
H15A H 0.439346 0.424578 0.734109 0.069 Uiso 1 1 calc R U . . .
H15B H 0.351426 0.567696 0.725549 0.069 Uiso 1 1 calc R U . . .
C12 C 0.10365(18) 0.3021(3) 0.5226(2) 0.0501(6) Uani 1 1 d . . . . .
H12 H 0.026528 0.304632 0.510240 0.060 Uiso 1 1 calc R U . . .
C16 C 0.3428(3) 0.3890(5) 0.8261(2) 0.0743(9) Uani 1 1 d . . . . .
H16A H 0.266244 0.408839 0.823429 0.111 Uiso 1 1 calc R U . . .
H16B H 0.390865 0.449753 0.882568 0.111 Uiso 1 1 calc R U . . .
H16C H 0.358645 0.270965 0.834843 0.111 Uiso 1 1 calc R U . . .
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'
Cu Cu 0.3201 1.2651 '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
O1 Cu1 O1 180.0 3_666 . ?
O1 Cu1 N1 90.96(7) 3_666 . ?
O1 Cu1 N1 89.05(7) . . ?
O1 Cu1 N1 89.05(7) 3_666 3_666 ?
O1 Cu1 N1 90.95(7) . 3_666 ?
N1 Cu1 N1 180.00(8) . 3_666 ?
C1 O1 Cu1 120.24(13) . . ?
C9 N1 Cu1 114.43(12) . . ?
C7 N1 Cu1 124.99(13) . . ?
C7 N1 C9 120.25(17) . . ?
C1 C6 C7 121.30(17) . . ?
C5 C6 C1 118.49(18) . . ?
C5 C6 C7 120.21(18) . . ?
O1 C1 C6 123.54(17) . . ?
O1 C1 C2 118.36(18) . . ?
C2 C1 C6 118.09(18) . . ?
C14 C9 N1 120.60(18) . . ?
C10 C9 N1 118.41(18) . . ?
C10 C9 C14 120.81(19) . . ?
N1 C7 C6 120.61(17) . . ?
N1 C7 C8 121.39(18) . . ?
C6 C7 C8 117.99(18) . . ?
C9 C14 C13 117.1(2) . . ?
C9 C14 C15 121.87(19) . . ?
C13 C14 C15 121.0(2) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 C6 121.8(2) . . ?
C4 C5 H5 119.1 . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.5(2) . . ?
C3 C2 H2 119.2 . . ?
C5 C4 H4 120.3 . . ?
C5 C4 C3 119.5(2) . . ?
C3 C4 H4 120.3 . . ?
C2 C3 C4 120.5(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C14 C13 H13 118.9 . . ?
C12 C13 C14 122.3(2) . . ?
C12 C13 H13 118.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.5(2) . . ?
C12 C11 H11 120.3 . . ?
C14 C15 H15A 108.2 . . ?
C14 C15 H15B 108.2 . . ?
H15A C15 H15B 107.4 . . ?
C16 C15 C14 116.2(2) . . ?
C16 C15 H15A 108.2 . . ?
C16 C15 H15B 108.2 . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
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
Cu1 O1 1.8721(15) 3_666 ?
Cu1 O1 1.8722(15) . ?
Cu1 N1 2.0181(17) . ?
Cu1 N1 2.0182(17) 3_666 ?
O1 C1 1.313(2) . ?
N1 C9 1.449(2) . ?
N1 C7 1.299(3) . ?
C6 C1 1.420(3) . ?
C6 C7 1.463(3) . ?
C6 C5 1.414(3) . ?
C1 C2 1.410(3) . ?
C9 C14 1.392(3) . ?
C9 C10 1.387(3) . ?
C7 C8 1.506(3) . ?
C14 C13 1.398(3) . ?
C14 C15 1.511(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.371(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.374(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.385(3) . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.382(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.374(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C12 1.378(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.476(4) . ?
C12 H12 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
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
Cu1 O1 C1 C6 42.2(3) . . . . ?
Cu1 O1 C1 C2 -139.35(17) . . . . ?
Cu1 N1 C9 C14 -95.7(2) . . . . ?
Cu1 N1 C9 C10 79.4(2) . . . . ?
Cu1 N1 C7 C6 5.4(3) . . . . ?
Cu1 N1 C7 C8 -173.60(18) . . . . ?
O1 C1 C2 C3 178.9(2) . . . . ?
N1 Cu1 O1 C1 133.47(16) 3_666 . . . ?
N1 Cu1 O1 C1 -46.53(16) . . . . ?
N1 C9 C14 C13 175.6(2) . . . . ?
N1 C9 C14 C15 -3.1(3) . . . . ?
N1 C9 C10 C11 -175.4(2) . . . . ?
C6 C1 C2 C3 -2.5(3) . . . . ?
C6 C5 C4 C3 -2.5(4) . . . . ?
C1 C6 C7 N1 -25.0(3) . . . . ?
C1 C6 C7 C8 154.0(2) . . . . ?
C1 C6 C5 C4 1.1(3) . . . . ?
C1 C2 C3 C4 1.2(4) . . . . ?
C9 N1 C7 C6 178.43(18) . . . . ?
C9 N1 C7 C8 -0.5(3) . . . . ?
C9 C14 C13 C12 -1.1(4) . . . . ?
C9 C14 C15 C16 -129.4(3) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C7 N1 C9 C14 90.5(3) . . . . ?
C7 N1 C9 C10 -94.4(2) . . . . ?
C7 C6 C1 O1 0.5(3) . . . . ?
C7 C6 C1 C2 -177.93(19) . . . . ?
C7 C6 C5 C4 -179.6(2) . . . . ?
C14 C9 C10 C11 -0.3(4) . . . . ?
C14 C13 C12 C11 1.2(4) . . . . ?
C5 C6 C1 O1 179.8(2) . . . . ?
C5 C6 C1 C2 1.4(3) . . . . ?
C5 C6 C7 N1 155.7(2) . . . . ?
C5 C6 C7 C8 -25.3(3) . . . . ?
C5 C4 C3 C2 1.3(4) . . . . ?
C10 C9 C14 C13 0.6(3) . . . . ?
C10 C9 C14 C15 -178.1(2) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
C13 C14 C15 C16 51.9(4) . . . . ?
C15 C14 C13 C12 177.6(3) . . . . ?
