#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:32:54 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281520 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/21/7062118.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_7062118
loop_
_publ_author_name
'Harmalkar, Sarvesh S.'
'Chari, Vishnu R.'
'Kunkalekar, Rohan K.'
'Dhuri, Sunder N.'
_publ_section_title
;
 Structure--function correlation of mononuclear nonheme copper(ii)
 compounds based on a ligand backbone effect and phenoxazinone synthase
 activity
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1852
_journal_page_last               1860
_journal_paper_doi               10.1039/D2NJ04859K
_journal_volume                  47
_journal_year                    2023
_chemical_formula_sum            'C24 H25 Cl2 Cu N5 O8'
_chemical_formula_weight         645.94
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc28c0j6
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-07-12 deposited with the CCDC.	2022-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                89.5050(10)
_cell_angle_beta                 71.2600(10)
_cell_angle_gamma                74.5360(10)
_cell_formula_units_Z            2
_cell_length_a                   8.8978(2)
_cell_length_b                   12.9429(3)
_cell_length_c                   13.0536(3)
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.92
_cell_measurement_theta_min      3.28
_cell_volume                     1367.17(6)
_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 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_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       -17
_diffrn_reflns_number            32636
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.593
_exptl_absorpt_coefficient_mu    1.051
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_description       NEEDLES
_exptl_crystal_F_000             662
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.210
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.6759
_refine_diff_density_max         1.134
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         6769
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0517
_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)+(0.0870P)²+1.3091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1479
_refine_ls_wR_factor_ref         0.1617
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5497
_reflns_number_total             6769
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj04859k2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7062117--7062118.cif.'
_cod_database_code               7062118
_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_min   0.649
_shelx_estimated_absorpt_t_max   0.809
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.33491(4) 0.27412(3) 0.30487(3) 0.03842(13) Uani 1 1 d . . . . .
O1 O -0.1141(7) 0.2447(4) 0.4046(4) 0.1289(18) Uani 1 1 d . . . . .
Cl1 Cl -0.09923(12) 0.32688(7) 0.46598(8) 0.0623(2) Uani 1 1 d . . . . .
N1 N 0.3578(3) 0.4117(2) 0.2384(2) 0.0415(5) Uani 1 1 d . . . . .
C1 C 0.2398(5) 0.5038(3) 0.2629(3) 0.0510(7) Uani 1 1 d . . . . .
H1 H 0.135013 0.504080 0.308549 0.061 Uiso 1 1 calc R U . . .
N2 N 0.5995(3) 0.2166(2) 0.1892(2) 0.0444(6) Uani 1 1 d . . . . .
Cl2 Cl 0.76058(13) 0.82225(8) 0.18379(7) 0.0608(2) Uani 1 1 d . . . . .
O2 O -0.2450(6) 0.4056(4) 0.5183(4) 0.1347(18) Uani 1 1 d . . . . .
C2 C 0.2653(6) 0.6013(3) 0.2233(3) 0.0611(9) Uani 1 1 d . . . . .
H2 H 0.178158 0.663890 0.240324 0.073 Uiso 1 1 calc R U . . .
N3 N 0.2796(3) 0.21172(19) 0.17536(18) 0.0376(5) Uani 1 1 d . . . . .
O3 O 0.0234(5) 0.3705(3) 0.3970(3) 0.0874(10) Uani 1 1 d . . . . .
C3 C 0.4188(5) 0.6025(3) 0.1597(3) 0.0585(9) Uani 1 1 d . . . . .
H3 H 0.438697 0.666918 0.135264 0.070 Uiso 1 1 calc R U . . .
N4 N 0.3026(3) 0.1394(2) 0.3681(2) 0.0411(5) Uani 1 1 d . . . . .
O4 O -0.0376(6) 0.2739(4) 0.5482(3) 0.1271(17) Uani 1 1 d . . . . .
C4 C 0.5480(5) 0.5065(3) 0.1309(3) 0.0501(8) Uani 1 1 d . . . . .
C5 C 0.7104(5) 0.5004(4) 0.0615(3) 0.0638(10) Uani 1 1 d . . . . .
H5 H 0.736913 0.562981 0.036636 0.077 Uiso 1 1 calc R U . . .
N5 N 0.3676(4) 0.3301(3) 0.4391(2) 0.0584(7) Uani 1 1 d . . . . .
O5 O 0.7191(12) 0.7425(6) 0.1460(4) 0.210(4) Uani 1 1 d . . . . .
C6 C 0.8264(5) 0.4053(4) 0.0314(4) 0.0682(11) Uani 1 1 d . . . . .
H6 H 0.931002 0.402411 -0.016231 0.082 Uiso 1 1 calc R U . . .
O6 O 0.8666(11) 0.7762(8) 0.2365(8) 0.242(4) Uani 1 1 d . . . . .
C7 C 0.7913(4) 0.3101(3) 0.0710(3) 0.0573(8) Uani 1 1 d . . . . .
H7 H 0.872809 0.244897 0.048547 0.069 Uiso 1 1 calc R U . . .
O7 O 0.8464(6) 0.8759(3) 0.0984(3) 0.1089(13) Uani 1 1 d . . . . .
C8 C 0.6389(4) 0.3116(3) 0.1422(3) 0.0448(7) Uani 1 1 d . . . . .
O8 O 0.6444(10) 0.8890(6) 0.2642(6) 0.223(4) Uani 1 1 d . . . . .
C9 C 0.5128(4) 0.4105(2) 0.1716(2) 0.0419(6) Uani 1 1 d . . . . .
C10 C 0.7196(5) 0.1585(4) 0.2410(4) 0.0717(12) Uani 1 1 d . . . . .
H10A H 0.680448 0.102426 0.280077 0.107 Uiso 1 1 calc R U . . .
H10B H 0.731529 0.207790 0.290409 0.107 Uiso 1 1 calc R U . . .
H10C H 0.824592 0.127517 0.186194 0.107 Uiso 1 1 calc R U . . .
C11 C 0.5844(4) 0.1434(3) 0.1086(3) 0.0510(7) Uani 1 1 d . . . . .
H11A H 0.577807 0.075328 0.138819 0.061 Uiso 1 1 calc R U . . .
H11B H 0.681593 0.129384 0.044096 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4334(4) 0.1925(3) 0.0788(2) 0.0466(7) Uani 1 1 d . . . . .
H12A H 0.440825 0.260267 0.048235 0.056 Uiso 1 1 calc R U . . .
H12B H 0.427784 0.145039 0.023924 0.056 Uiso 1 1 calc R U . . .
C13 C 0.1405(4) 0.2856(3) 0.1488(3) 0.0504(7) Uani 1 1 d . . . . .
H13A H 0.160290 0.354829 0.137306 0.076 Uiso 1 1 calc R U . . .
H13B H 0.039441 0.292847 0.207770 0.076 Uiso 1 1 calc R U . . .
H13C H 0.131779 0.256814 0.084028 0.076 Uiso 1 1 calc R U . . .
C14 C 0.2413(4) 0.1107(2) 0.2074(2) 0.0410(6) Uani 1 1 d . . . . .
C15 C 0.1904(4) 0.0510(3) 0.1464(3) 0.0527(8) Uani 1 1 d . . . . .
H15 H 0.185303 0.071986 0.079001 0.063 Uiso 1 1 calc R U . . .
C16 C 0.1455(5) -0.0420(3) 0.1850(3) 0.0641(10) Uani 1 1 d . . . . .
H16 H 0.108853 -0.081140 0.143417 0.077 Uiso 1 1 calc R U . . .
C17 C 0.1549(5) -0.0751(3) 0.2814(3) 0.0634(10) Uani 1 1 d . . . . .
H17 H 0.123986 -0.136575 0.305713 0.076 Uiso 1 1 calc R U . . .
C18 C 0.2114(4) -0.0174(3) 0.3461(3) 0.0505(7) Uani 1 1 d . . . . .
C19 C 0.2228(6) -0.0459(3) 0.4488(3) 0.0659(10) Uani 1 1 d . . . . .
H19 H 0.197071 -0.107830 0.476474 0.079 Uiso 1 1 calc R U . . .
C20 C 0.2712(6) 0.0170(3) 0.5064(3) 0.0671(10) Uani 1 1 d . . . . .
H20 H 0.278666 -0.001277 0.574035 0.081 Uiso 1 1 calc R U . . .
C21 C 0.3099(5) 0.1094(3) 0.4641(3) 0.0548(8) Uani 1 1 d . . . . .
H21 H 0.342411 0.152036 0.505170 0.066 Uiso 1 1 calc R U . . .
C22 C 0.2538(4) 0.0772(2) 0.3081(2) 0.0400(6) Uani 1 1 d . . . . .
C23 C 0.3698(5) 0.3626(3) 0.5180(3) 0.0606(9) Uani 1 1 d . . . . .
C24 C 0.3697(8) 0.4032(5) 0.6223(4) 0.0998(19) Uani 1 1 d . . . . .
H24A H 0.472445 0.367749 0.632792 0.150 Uiso 1 1 calc R U . . .
H24B H 0.280081 0.389248 0.679749 0.150 Uiso 1 1 calc R U . . .
H24C H 0.356428 0.479313 0.622667 0.150 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'
Cl Cl 0.1484 0.1585 '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'
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
N4 Cu1 N1 177.15(10) . . ?
N4 Cu1 N5 92.84(11) . . ?
N1 Cu1 N5 89.11(11) . . ?
N4 Cu1 N3 83.28(10) . . ?
N1 Cu1 N3 94.62(9) . . ?
N5 Cu1 N3 174.25(11) . . ?
N4 Cu1 N2 101.32(10) . . ?
N1 Cu1 N2 80.30(10) . . ?
N5 Cu1 N2 101.70(12) . . ?
N3 Cu1 N2 83.27(9) . . ?
O2 Cl1 O1 115.6(4) . . ?
O2 Cl1 O3 112.2(3) . . ?
O1 Cl1 O3 107.4(2) . . ?
O2 Cl1 O4 107.8(3) . . ?
O1 Cl1 O4 105.1(3) . . ?
O3 Cl1 O4 108.3(3) . . ?
C1 N1 C9 118.9(3) . . ?
C1 N1 Cu1 124.6(2) . . ?
C9 N1 Cu1 116.1(2) . . ?
N1 C1 C2 123.1(3) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C8 N2 C10 112.2(3) . . ?
C8 N2 C11 111.8(3) . . ?
C10 N2 C11 110.6(3) . . ?
C8 N2 Cu1 105.76(19) . . ?
C10 N2 Cu1 114.0(2) . . ?
C11 N2 Cu1 101.93(18) . . ?
O8 Cl2 O5 117.0(5) . . ?
O8 Cl2 O6 99.5(7) . . ?
O5 Cl2 O6 106.4(6) . . ?
O8 Cl2 O7 113.4(4) . . ?
O5 Cl2 O7 111.9(3) . . ?
O6 Cl2 O7 107.1(4) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C14 N3 C13 110.2(2) . . ?
C14 N3 C12 111.1(2) . . ?
C13 N3 C12 109.0(2) . . ?
C14 N3 Cu1 106.76(17) . . ?
C13 N3 Cu1 113.92(19) . . ?
C12 N3 Cu1 105.77(17) . . ?
C2 C3 C4 119.9(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C21 N4 C22 118.5(3) . . ?
C21 N4 Cu1 126.9(2) . . ?
C22 N4 Cu1 114.31(19) . . ?
C3 C4 C9 118.1(3) . . ?
C3 C4 C5 123.4(3) . . ?
C9 C4 C5 118.5(3) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C23 N5 Cu1 173.3(4) . . ?
C5 C6 C7 120.7(4) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 121.1(4) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 119.0(3) . . ?
C7 C8 N2 123.1(3) . . ?
C9 C8 N2 117.9(3) . . ?
N1 C9 C4 120.9(3) . . ?
N1 C9 C8 119.3(3) . . ?
C4 C9 C8 119.8(3) . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 110.4(3) . . ?
N2 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
N3 C12 C11 111.5(3) . . ?
N3 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
N3 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C22 119.9(3) . . ?
C15 C14 N3 123.2(3) . . ?
C22 C14 N3 116.9(2) . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 120.7(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C22 117.3(3) . . ?
C19 C18 C17 124.3(3) . . ?
C22 C18 C17 118.4(3) . . ?
C20 C19 C18 119.8(3) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C21 119.7(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
N4 C21 C20 123.0(3) . . ?
N4 C21 H21 118.5 . . ?
C20 C21 H21 118.5 . . ?
N4 C22 C14 118.5(2) . . ?
N4 C22 C18 121.7(3) . . ?
C14 C22 C18 119.7(3) . . ?
N5 C23 C24 178.4(4) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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 N4 1.973(2) . ?
Cu1 N1 2.004(2) . ?
Cu1 N5 2.036(3) . ?
Cu1 N3 2.126(2) . ?
Cu1 N2 2.275(3) . ?
O1 Cl1 1.396(4) . ?
Cl1 O2 1.387(4) . ?
Cl1 O3 1.417(3) . ?
Cl1 O4 1.445(4) . ?
N1 C1 1.322(4) . ?
N1 C9 1.371(4) . ?
C1 C2 1.406(5) . ?
C1 H1 0.9300 . ?
N2 C8 1.445(4) . ?
N2 C10 1.480(4) . ?
N2 C11 1.483(4) . ?
Cl2 O8 1.326(6) . ?
Cl2 O5 1.332(5) . ?
Cl2 O6 1.352(6) . ?
Cl2 O7 1.425(4) . ?
C2 C3 1.356(6) . ?
C2 H2 0.9300 . ?
N3 C14 1.462(4) . ?
N3 C13 1.486(4) . ?
N3 C12 1.496(4) . ?
C3 C4 1.406(5) . ?
C3 H3 0.9300 . ?
N4 C21 1.326(4) . ?
N4 C22 1.365(4) . ?
C4 C9 1.418(4) . ?
C4 C5 1.419(5) . ?
C5 C6 1.344(6) . ?
C5 H5 0.9300 . ?
N5 C23 1.123(5) . ?
C6 C7 1.405(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.370(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.419(5) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.496(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.366(4) . ?
C14 C22 1.410(4) . ?
C15 C16 1.407(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.346(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.417(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.416(5) . ?
C18 C22 1.416(4) . ?
C19 C20 1.349(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.393(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C23 C24 1.463(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
