#------------------------------------------------------------------------------
#$Date: 2026-04-05 05:10:40 +0200 (Sun 05 de Apr de 2026) $
#$Revision: 305272 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064368.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_7064368
loop_
_publ_author_name
'Dhar, Aditi'
'Biswas, Sneha'
'Barman, Nandini'
'Naskar, Pappu'
'Chowdhury, Tania'
'Banerjee, Anjan'
'Das, Debasis'
_publ_section_title
;
 Designing of Fe3O4-supported reduced graphene oxide-based 1-D copper(ii)
 polymeric materials: a comparative study on high-performance
 supercapacitive behaviour
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              4839
_journal_page_last               4851
_journal_paper_doi               10.1039/D5NJ02462E
_journal_volume                  50
_journal_year                    2026
_chemical_formula_moiety         'C16 H12 Br Cu N5 O'
_chemical_formula_sum            'C16 H12 Br Cu N5 O'
_chemical_formula_weight         433.76
_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   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-03-19
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-02-16 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.552(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2840(2)
_cell_length_b                   18.1468(5)
_cell_length_c                   12.2852(3)
_cell_measurement_reflns_used    5433
_cell_measurement_temperature    296.00
_cell_measurement_theta_max      23.24
_cell_measurement_theta_min      2.69
_cell_volume                     1585.06(7)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21287
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.077
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_exptl_absorpt_coefficient_mu    3.912
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'clear dark brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.818
_exptl_crystal_description       block
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   0.334
_exptl_transmission_factor_min   0.264
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2794
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0369
_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)+(0.0346P)²+0.2938P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0683
_refine_ls_wR_factor_ref         0.0743
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2048
_reflns_number_total             2794
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj02462e2.cif
_cod_data_source_block           1552_ares
_cod_database_code               7064368
_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.
;
_shelx_estimated_absorpt_t_max   0.407
_shelx_estimated_absorpt_t_min   0.341
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C12(H12), C13(H13), C1(H1), C3(H3), C2(H2), C4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'
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 0.19230(6) 0.51816(2) 0.59279(3) 0.02928(14) Uani 1 1 d . . . . .
Br1 Br 0.24948(7) 0.11586(2) 0.57709(4) 0.05194(16) Uani 1 1 d . . . . .
O1 O 0.1374(3) 0.43989(12) 0.48260(17) 0.0329(6) Uani 1 1 d . . . . .
N2 N 0.0988(4) 0.45495(16) 0.6997(2) 0.0269(7) Uani 1 1 d . . . . .
N1 N 0.2335(4) 0.60846(15) 0.6962(2) 0.0315(7) Uani 1 1 d . . . . .
N3 N 0.3201(4) 0.56744(16) 0.4832(3) 0.0358(8) Uani 1 1 d . . . . .
N4 N 0.4782(4) 0.5432(2) 0.3300(3) 0.0468(9) Uani 1 1 d . . . . .
C15 C 0.3867(5) 0.55703(19) 0.4088(3) 0.0318(9) Uani 1 1 d . . . . .
C14 C 0.1704(5) 0.37067(19) 0.5082(3) 0.0286(8) Uani 1 1 d . . . . .
C8 C 0.0924(5) 0.3848(2) 0.6949(3) 0.0316(9) Uani 1 1 d . . . . .
H8 H 0.051129 0.360545 0.751844 0.038 Uiso 1 1 calc R U . . .
C5 C 0.2366(5) 0.60758(19) 0.8065(3) 0.0325(9) Uani 1 1 d . . . . .
C10 C 0.1647(5) 0.2637(2) 0.6275(3) 0.0347(9) Uani 1 1 d . . . . .
H10 H 0.140594 0.243314 0.692439 0.042 Uiso 1 1 calc R U . . .
C9 C 0.1434(5) 0.33927(19) 0.6093(3) 0.0281(8) Uani 1 1 d . . . . .
C16 C 0.4185(5) 0.5670(2) 0.2286(3) 0.0374(10) Uani 1 1 d . . . . .
C7 C 0.0437(5) 0.4913(2) 0.7939(3) 0.0356(9) Uani 1 1 d . . . . .
H7A H 0.006254 0.454365 0.841993 0.043 Uiso 1 1 calc R U . . .
H7B H -0.063424 0.523061 0.766635 0.043 Uiso 1 1 calc R U . . .
C12 C 0.2589(5) 0.2490(2) 0.4541(3) 0.0380(9) Uani 1 1 d . . . . .
H12 H 0.302157 0.219104 0.403567 0.046 Uiso 1 1 calc R U . . .
C6 C 0.2038(5) 0.5364(2) 0.8602(3) 0.0367(9) Uani 1 1 d . . . . .
H6A H 0.178239 0.546685 0.932901 0.044 Uiso 1 1 calc R U . . .
H6B H 0.318079 0.507250 0.871550 0.044 Uiso 1 1 calc R U . . .
C11 C 0.2208(5) 0.21890(19) 0.5510(3) 0.0348(9) Uani 1 1 d . . . . .
C13 C 0.2323(5) 0.3228(2) 0.4335(3) 0.0383(10) Uani 1 1 d . . . . .
H13 H 0.256116 0.341991 0.367735 0.046 Uiso 1 1 calc R U . . .
N5 N 0.3797(6) 0.5847(2) 0.1379(3) 0.0728(13) Uani 1 1 d . . . . .
C1 C 0.2596(6) 0.6739(2) 0.6500(3) 0.0459(11) Uani 1 1 d . . . . .
H1 H 0.253950 0.675489 0.573681 0.055 Uiso 1 1 calc R U . . .
C3 C 0.2997(6) 0.7368(2) 0.8210(4) 0.0502(11) Uani 1 1 d . . . . .
H3 H 0.323440 0.779685 0.863290 0.060 Uiso 1 1 calc R U . . .
C2 C 0.2939(6) 0.7381(2) 0.7091(4) 0.0532(12) Uani 1 1 d . . . . .
H2 H 0.312891 0.781848 0.673802 0.064 Uiso 1 1 calc R U . . .
C4 C 0.2700(6) 0.6715(2) 0.8697(3) 0.0434(10) Uani 1 1 d . . . . .
H4 H 0.272094 0.669882 0.945610 0.052 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'
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'
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
O1 Cu1 N2 89.44(11) . . ?
O1 Cu1 N1 173.70(11) . . ?
O1 Cu1 N3 85.04(11) . . ?
N2 Cu1 N1 94.42(11) . . ?
N2 Cu1 N3 169.60(12) . . ?
N3 Cu1 N1 91.87(12) . . ?
C14 O1 Cu1 122.5(2) . . ?
C8 N2 Cu1 124.3(2) . . ?
C8 N2 C7 118.2(3) . . ?
C7 N2 Cu1 117.3(2) . . ?
C5 N1 Cu1 125.4(2) . . ?
C1 N1 Cu1 117.2(2) . . ?
C1 N1 C5 117.4(3) . . ?
C15 N3 Cu1 143.6(3) . . ?
C16 N4 C15 121.6(3) . . ?
N3 C15 N4 174.5(4) . . ?
O1 C14 C9 123.0(3) . . ?
O1 C14 C13 120.4(3) . . ?
C13 C14 C9 116.6(3) . . ?
N2 C8 H8 116.9 . . ?
N2 C8 C9 126.2(3) . . ?
C9 C8 H8 116.9 . . ?
N1 C5 C6 118.9(3) . . ?
N1 C5 C4 120.9(3) . . ?
C4 C5 C6 120.1(3) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C11 C10 C9 120.9(3) . . ?
C14 C9 C8 120.9(3) . . ?
C10 C9 C14 120.3(3) . . ?
C10 C9 C8 118.9(3) . . ?
N5 C16 N4 173.9(4) . . ?
N2 C7 H7A 109.4 . . ?
N2 C7 H7B 109.4 . . ?
N2 C7 C6 111.0(3) . . ?
H7A C7 H7B 108.0 . . ?
C6 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C13 C12 C11 119.7(3) . . ?
C5 C6 C7 114.2(3) . . ?
C5 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
C7 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C10 C11 Br1 120.4(3) . . ?
C10 C11 C12 119.9(3) . . ?
C12 C11 Br1 119.7(3) . . ?
C14 C13 H13 118.8 . . ?
C12 C13 C14 122.4(3) . . ?
C12 C13 H13 118.8 . . ?
N1 C1 H1 118.2 . . ?
N1 C1 C2 123.6(4) . . ?
C2 C1 H1 118.2 . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C4 C3 C2 118.8(4) . . ?
C1 C2 C3 118.9(4) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4 119.8 . . ?
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 1.943(2) . ?
Cu1 N2 1.973(3) . ?
Cu1 N1 2.055(3) . ?
Cu1 N3 2.006(3) . ?
Br1 C11 1.901(4) . ?
O1 C14 1.304(4) . ?
N2 C8 1.275(4) . ?
N2 C7 1.462(4) . ?
N1 C5 1.350(4) . ?
N1 C1 1.348(4) . ?
N3 C15 1.140(4) . ?
N4 C15 1.313(5) . ?
N4 C16 1.301(5) . ?
C14 C9 1.419(5) . ?
C14 C13 1.407(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.448(5) . ?
C5 C6 1.493(5) . ?
C5 C4 1.388(5) . ?
C10 H10 0.9300 . ?
C10 C9 1.393(5) . ?
C10 C11 1.369(5) . ?
C16 N5 1.135(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.510(5) . ?
C12 H12 0.9300 . ?
C12 C11 1.391(5) . ?
C12 C13 1.369(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C13 H13 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.366(5) . ?
C3 H3 0.9300 . ?
C3 C2 1.366(5) . ?
C3 C4 1.366(5) . ?
C2 H2 0.9300 . ?
C4 H4 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
Cu1 O1 C14 C9 37.5(4) . . . . ?
Cu1 O1 C14 C13 -143.8(3) . . . . ?
Cu1 N2 C8 C9 -2.9(5) . . . . ?
Cu1 N2 C7 C6 -56.4(4) . . . . ?
Cu1 N1 C5 C6 -1.4(5) . . . . ?
Cu1 N1 C5 C4 178.5(3) . . . . ?
Cu1 N1 C1 C2 -178.1(3) . . . . ?
O1 C14 C9 C8 -5.5(5) . . . . ?
O1 C14 C9 C10 174.2(3) . . . . ?
O1 C14 C13 C12 -176.3(3) . . . . ?
N2 C8 C9 C14 -13.1(6) . . . . ?
N2 C8 C9 C10 167.2(3) . . . . ?
N2 C7 C6 C5 76.1(4) . . . . ?
N1 C5 C6 C7 -43.9(5) . . . . ?
N1 C5 C4 C3 0.3(6) . . . . ?
N1 C1 C2 C3 -1.0(7) . . . . ?
C8 N2 C7 C6 120.1(3) . . . . ?
C5 N1 C1 C2 1.9(6) . . . . ?
C9 C14 C13 C12 2.4(5) . . . . ?
C9 C10 C11 Br1 180.0(3) . . . . ?
C9 C10 C11 C12 0.6(5) . . . . ?
C7 N2 C8 C9 -179.2(3) . . . . ?
C6 C5 C4 C3 -179.9(4) . . . . ?
C11 C10 C9 C14 3.2(5) . . . . ?
C11 C10 C9 C8 -177.1(3) . . . . ?
C11 C12 C13 C14 1.2(6) . . . . ?
C13 C14 C9 C8 175.7(3) . . . . ?
C13 C14 C9 C10 -4.6(5) . . . . ?
C13 C12 C11 Br1 177.8(3) . . . . ?
C13 C12 C11 C10 -2.8(5) . . . . ?
C1 N1 C5 C6 178.6(3) . . . . ?
C1 N1 C5 C4 -1.5(5) . . . . ?
C2 C3 C4 C5 0.7(6) . . . . ?
C4 C5 C6 C7 136.2(4) . . . . ?
C4 C3 C2 C1 -0.4(6) . . . . ?
