#------------------------------------------------------------------------------
#$Date: 2023-01-06 11:57:41 +0200 (Fri, 06 Jan 2023) $
#$Revision: 280214 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/19/7061976.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_7061976
loop_
_publ_author_name
'Thennarasu, Abinaya Sushana'
'Mohammed, Thasnim P.'
'Sankaralingam, Muniyandi'
_publ_section_title
;
 Mononuclear copper(ii) Schiff base complexes as effective models for
 phenoxazinone synthase
;
_journal_issue                   45
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              21684
_journal_page_last               21694
_journal_paper_doi               10.1039/D2NJ03934F
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C17 H15 Br Cu N3 O S'
_chemical_formula_weight         452.83
_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   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-05-08 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.96(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.534(8)
_cell_length_b                   13.267(10)
_cell_length_c                   14.527(14)
_cell_measurement_reflns_used    28371
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.312
_cell_measurement_theta_min      2.100
_cell_volume                     1798(3)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  Bruker
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28371
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.312
_diffrn_reflns_theta_min         2.100
_exptl_absorpt_coefficient_mu    3.562
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_description       needls
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.064
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4449
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0444P)²+1.2014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.1014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3379
_reflns_number_total             4449
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj03934f2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7061976.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061976
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.06942(4) 0.20397(3) 0.96694(2) 0.04163(12) Uani 1 1 d . . . . .
Br1 Br -0.36723(4) 0.67058(3) 0.91396(3) 0.06411(14) Uani 1 1 d . . . . .
N3 N 0.0912(3) 0.10103(19) 1.06476(17) 0.0483(6) Uani 1 1 d . . . . .
O1 O -0.0610(2) 0.27723(17) 1.02549(15) 0.0542(6) Uani 1 1 d . . . . .
N1 N 0.0599(3) 0.30215(18) 0.86648(17) 0.0430(6) Uani 1 1 d . . . . .
N2 N 0.2060(3) 0.1299(2) 0.89458(17) 0.0455(6) Uani 1 1 d . . . . .
C6 C -0.1023(3) 0.4187(2) 0.91886(19) 0.0394(6) Uani 1 1 d . . . . .
C15 C 0.3155(6) -0.1752(3) 0.7946(4) 0.0833(14) Uani 1 1 d . . . . .
C5 C -0.1743(3) 0.5114(2) 0.8968(2) 0.0445(7) Uani 1 1 d . . . . .
C1 C -0.1262(3) 0.3622(2) 0.9975(2) 0.0430(6) Uani 1 1 d . . . . .
C3 C -0.2949(4) 0.4910(3) 1.0236(2) 0.0559(8) Uani 1 1 d . . . . .
C7 C -0.0098(3) 0.3856(2) 0.8587(2) 0.0427(7) Uani 1 1 d . . . . .
C2 C -0.2256(4) 0.4018(3) 1.0480(2) 0.0559(8) Uani 1 1 d . . . . .
C4 C -0.2692(3) 0.5466(2) 0.9473(2) 0.0462(7) Uani 1 1 d . . . . .
C11 C 0.3616(3) -0.0164(3) 0.8766(2) 0.0535(8) Uani 1 1 d . . . . .
C12 C 0.4707(4) -0.0003(3) 0.8278(3) 0.0582(9) Uani 1 1 d . . . . .
C9 C 0.2607(4) 0.2067(3) 0.8369(3) 0.0553(8) Uani 1 1 d . . . . .
C8 C 0.1397(4) 0.2734(3) 0.7931(3) 0.0588(9) Uani 1 1 d . . . . .
C10 C 0.3239(4) 0.0611(4) 0.9430(3) 0.0667(11) Uani 1 1 d . . . . .
C13 C 0.4988(5) -0.0710(4) 0.7640(3) 0.0745(12) Uani 1 1 d . . . . .
C16 C 0.2837(4) -0.1065(3) 0.8603(3) 0.0696(11) Uani 1 1 d . . . . .
C14 C 0.4211(6) -0.1577(4) 0.7468(4) 0.0852(14) Uani 1 1 d . . . . .
S1 S 0.13763(10) -0.06603(7) 1.18295(6) 0.0598(2) Uani 1 1 d . . . . .
C17 C 0.1101(3) 0.0313(2) 1.11308(19) 0.0397(6) Uani 1 1 d . . . . .
H7 H 0.304(4) 0.174(3) 0.790(2) 0.055(9) Uiso 1 1 d . . . . .
H2 H -0.357(4) 0.516(3) 1.056(2) 0.056(10) Uiso 1 1 d . . . . .
H5 H 0.177(4) 0.331(3) 0.771(3) 0.066(11) Uiso 1 1 d . . . . .
H4 H 0.000(3) 0.430(2) 0.813(2) 0.044(8) Uiso 1 1 d . . . . .
H3 H -0.158(4) 0.546(3) 0.851(3) 0.061(11) Uiso 1 1 d . . . . .
H15 H 0.213(4) -0.119(3) 0.895(3) 0.076(12) Uiso 1 1 d . . . . .
H9 H 0.405(4) 0.109(3) 0.966(2) 0.057(10) Uiso 1 1 d . . . . .
H8 H 0.330(4) 0.249(3) 0.878(3) 0.077(12) Uiso 1 1 d . . . . .
H11 H 0.527(4) 0.058(3) 0.839(3) 0.068(12) Uiso 1 1 d . . . . .
H6 H 0.071(5) 0.228(3) 0.740(3) 0.089(14) Uiso 1 1 d . . . . .
H1 H -0.245(4) 0.362(3) 1.103(3) 0.066(11) Uiso 1 1 d . . . . .
H14 H 0.264(4) -0.228(3) 0.787(3) 0.074(13) Uiso 1 1 d . . . . .
H12 H 0.568(6) -0.061(4) 0.733(4) 0.13(2) Uiso 1 1 d . . . . .
H10 H 0.290(5) 0.029(3) 0.993(3) 0.088(14) Uiso 1 1 d . . . . .
H13 H 0.439(5) -0.215(4) 0.703(3) 0.110(17) Uiso 1 1 d . . . . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 N1 93.43(11) . . ?
O1 Cu1 N3 90.74(11) . . ?
N1 Cu1 N3 175.74(11) . . ?
O1 Cu1 N2 175.98(9) . . ?
N1 Cu1 N2 82.76(11) . . ?
N3 Cu1 N2 93.09(11) . . ?
C17 N3 Cu1 170.1(2) . . ?
C1 O1 Cu1 127.57(18) . . ?
C7 N1 C8 119.4(3) . . ?
C7 N1 Cu1 125.9(2) . . ?
C8 N1 Cu1 114.6(2) . . ?
C9 N2 C10 111.4(3) . . ?
C9 N2 Cu1 107.0(2) . . ?
C10 N2 Cu1 122.4(2) . . ?
C5 C6 C1 119.3(3) . . ?
C5 C6 C7 117.4(3) . . ?
C1 C6 C7 123.3(3) . . ?
C14 C15 C16 121.8(5) . . ?
C14 C15 H14 123(3) . . ?
C16 C15 H14 116(3) . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H3 120(3) . . ?
C6 C5 H3 119(3) . . ?
O1 C1 C2 118.9(3) . . ?
O1 C1 C6 123.9(3) . . ?
C2 C1 C6 117.2(3) . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H2 121(2) . . ?
C4 C3 H2 118(2) . . ?
N1 C7 C6 125.6(3) . . ?
N1 C7 H4 120(2) . . ?
C6 C7 H4 115(2) . . ?
C3 C2 C1 121.8(3) . . ?
C3 C2 H1 120(2) . . ?
C1 C2 H1 118(2) . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 Br1 120.3(2) . . ?
C3 C4 Br1 120.1(2) . . ?
C12 C11 C16 118.1(4) . . ?
C12 C11 C10 121.6(4) . . ?
C16 C11 C10 120.2(4) . . ?
C13 C12 C11 120.4(4) . . ?
C13 C12 H11 119(2) . . ?
C11 C12 H11 120(2) . . ?
N2 C9 C8 108.6(3) . . ?
N2 C9 H7 110(2) . . ?
C8 C9 H7 112(2) . . ?
N2 C9 H8 109(2) . . ?
C8 C9 H8 107(2) . . ?
H7 C9 H8 110(3) . . ?
N1 C8 C9 108.3(3) . . ?
N1 C8 H5 109(2) . . ?
C9 C8 H5 108(2) . . ?
N1 C8 H6 109(2) . . ?
C9 C8 H6 106(2) . . ?
H5 C8 H6 116(3) . . ?
C11 C10 N2 111.7(3) . . ?
C11 C10 H9 112(2) . . ?
N2 C10 H9 103(2) . . ?
C11 C10 H10 111(3) . . ?
N2 C10 H10 107(3) . . ?
H9 C10 H10 113(3) . . ?
C14 C13 C12 121.4(4) . . ?
C14 C13 H12 118(4) . . ?
C12 C13 H12 121(4) . . ?
C15 C16 C11 119.3(4) . . ?
C15 C16 H15 122(3) . . ?
C11 C16 H15 119(3) . . ?
C15 C14 C13 119.0(5) . . ?
C15 C14 H13 116(3) . . ?
C13 C14 H13 125(3) . . ?
N3 C17 S1 179.1(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
Cu1 O1 1.911(2) . ?
Cu1 N1 1.944(3) . ?
Cu1 N3 1.951(3) . ?
Cu1 N2 2.082(3) . ?
Br1 C4 1.905(3) . ?
N3 C17 1.152(4) . ?
O1 C1 1.311(4) . ?
N1 C7 1.284(4) . ?
N1 C8 1.482(4) . ?
N2 C9 1.481(4) . ?
N2 C10 1.505(4) . ?
C6 C5 1.412(4) . ?
C6 C1 1.424(4) . ?
C6 C7 1.433(4) . ?
C15 C14 1.357(7) . ?
C15 C16 1.398(7) . ?
C15 H14 0.85(4) . ?
C5 C4 1.361(4) . ?
C5 H3 0.84(4) . ?
C1 C2 1.414(4) . ?
C3 C2 1.365(5) . ?
C3 C4 1.395(5) . ?
C3 H2 0.90(4) . ?
C7 H4 0.90(3) . ?
C2 H1 1.01(4) . ?
C11 C12 1.392(5) . ?
C11 C16 1.401(6) . ?
C11 C10 1.504(5) . ?
C12 C13 1.384(6) . ?
C12 H11 0.94(4) . ?
C9 C8 1.488(5) . ?
C9 H7 0.97(4) . ?
C9 H8 0.97(4) . ?
C8 H5 0.92(4) . ?
C8 H6 1.09(4) . ?
C10 H9 1.00(4) . ?
C10 H10 0.96(5) . ?
C13 C14 1.363(7) . ?
C13 H12 0.88(6) . ?
C16 H15 0.94(4) . ?
C14 H13 1.03(5) . ?
S1 C17 1.630(3) . ?
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
C1 C6 C5 C4 -1.9(4) . . . . ?
C7 C6 C5 C4 177.0(3) . . . . ?
Cu1 O1 C1 C2 176.4(2) . . . . ?
Cu1 O1 C1 C6 -4.1(4) . . . . ?
C5 C6 C1 O1 -177.7(3) . . . . ?
C7 C6 C1 O1 3.5(5) . . . . ?
C5 C6 C1 C2 1.8(4) . . . . ?
C7 C6 C1 C2 -177.0(3) . . . . ?
C8 N1 C7 C6 173.8(3) . . . . ?
Cu1 N1 C7 C6 -4.9(5) . . . . ?
C5 C6 C7 N1 -177.5(3) . . . . ?
C1 C6 C7 N1 1.3(5) . . . . ?
C4 C3 C2 C1 -0.1(6) . . . . ?
O1 C1 C2 C3 178.6(3) . . . . ?
C6 C1 C2 C3 -0.9(5) . . . . ?
C6 C5 C4 C3 0.9(5) . . . . ?
C6 C5 C4 Br1 -178.7(2) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C2 C3 C4 Br1 179.7(3) . . . . ?
C16 C11 C12 C13 1.1(5) . . . . ?
C10 C11 C12 C13 -177.1(3) . . . . ?
C10 N2 C9 C8 -178.6(3) . . . . ?
Cu1 N2 C9 C8 -42.5(3) . . . . ?
C7 N1 C8 C9 153.1(3) . . . . ?
Cu1 N1 C8 C9 -28.1(4) . . . . ?
N2 C9 C8 N1 46.1(4) . . . . ?
C12 C11 C10 N2 92.8(4) . . . . ?
C16 C11 C10 N2 -85.3(4) . . . . ?
C9 N2 C10 C11 -77.5(4) . . . . ?
Cu1 N2 C10 C11 154.2(3) . . . . ?
C11 C12 C13 C14 0.2(6) . . . . ?
C14 C15 C16 C11 0.9(6) . . . . ?
C12 C11 C16 C15 -1.6(5) . . . . ?
C10 C11 C16 C15 176.6(3) . . . . ?
C16 C15 C14 C13 0.4(7) . . . . ?
C12 C13 C14 C15 -1.0(7) . . . . ?
