#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/65/7056562.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_7056562
loop_
_publ_author_name
'Budniak, Adam K.'
'Masny, Michał'
'Prezelj, Kristina'
'Grzeszkiewicz, Mikołaj'
'Gawraczyński, Jakub'
'Dobrzycki, Łukasz'
'Cyrański, Michał K.'
'Koźmiński, Wiktor'
'Mazej, Zoran'
'Fijałkowski, Karol J.'
'Grochala, Wojciech'
'Leszczyński, Piotr J.'
_publ_section_title
;
 Reconnaissance of reactivity of an Ag(ii)SO4 one-electron oxidizer
 towards naphthalene derivatives
;
_journal_issue                   19
_journal_name_full               'New J. Chem.'
_journal_page_first              10742
_journal_page_last               10749
_journal_paper_doi               10.1039/C7NJ02299A
_journal_volume                  41
_journal_year                    2017
_chemical_formula_sum            'C20 H12 Br2'
_chemical_formula_weight         412.12
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2017-07-27 deposited with the CCDC.
2017-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.2950(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6190(7)
_cell_length_b                   10.5374(6)
_cell_length_c                   11.4528(6)
_cell_measurement_reflns_used    9426
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      26.4162
_cell_measurement_theta_min      2.5442
_cell_volume                     1485.99(14)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 V2014 (Bruker AXS Inc., 2014)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_publication_material  'APEX2 V2014 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  TRIUMPH
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_number            16534
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         2.54
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    5.448
_exptl_absorpt_correction_T_max  0.48
_exptl_absorpt_correction_T_min  0.26
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.842
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.477
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.156
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.419
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0303
_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)+(0.0316P)²+8.3428P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0791
_refine_ls_wR_factor_ref         0.0812
_reflns_number_gt                1400
_reflns_number_total             1536
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj02299a2.cif
_cod_data_source_block           4
_cod_database_code               7056562
#BEGIN Tags that were not found in dictionaries:
#END Tags that were not found in dictionaries
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
Br Br1 0.06668(3) 0.28637(3) 0.62452(3) 0.02354(14) Uani d . . 1
C C1 0.4397(3) 0.2944(3) 0.7283(3) 0.0158(6) Uani d . . 1
C C2 0.3934(3) 0.1991(3) 0.7689(3) 0.0184(7) Uani d . . 1
H H2 0.4382 0.1332 0.8215 0.022 Uiso calc U R 1
C C3 0.2808(3) 0.1960(3) 0.7348(3) 0.0183(7) Uani d . . 1
H H3 0.2506 0.1293 0.7648 0.022 Uiso calc U R 1
C C4 0.2160(3) 0.2892(3) 0.6585(3) 0.0171(6) Uani d . . 1
C C4A 0.2565(2) 0.3866(3) 0.6060(3) 0.0147(6) Uani d . . 1
C C5 0.1897(3) 0.4795(3) 0.5189(3) 0.0172(6) Uani d . . 1
H H5 0.1138 0.4792 0.4955 0.021 Uiso calc U R 1
C C6 0.2321(3) 0.5695(3) 0.4679(3) 0.0194(7) Uani d . . 1
H H6 0.1858 0.6304 0.4087 0.023 Uiso calc U R 1
C C7 0.3440(3) 0.5720(3) 0.5030(3) 0.0191(7) Uani d . . 1
H H7 0.3732 0.6343 0.4668 0.023 Uiso calc U R 1
C C8 0.4118(3) 0.4853(3) 0.5890(3) 0.0167(7) Uani d . . 1
H H8 0.4877 0.4896 0.6129 0.02 Uiso calc U R 1
C C8A 0.3709(3) 0.3896(3) 0.6428(3) 0.0151(6) Uani d . . 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
C2 C1 C8A . 118.9(3)
C2 C1 C1 2_656 119.1(3)
C8A C1 C1 2_656 122.0(2)
C1 C2 C3 . 121.8(3)
C1 C2 H2 . 119.1
C3 C2 H2 . 119.1
C4 C3 C2 . 119.4(3)
C4 C3 H3 . 120.3
C2 C3 H3 . 120.3
C3 C4 C4A . 122.3(3)
C3 C4 Br1 . 117.6(2)
C4A C4 Br1 . 120.1(2)
C4 C4A C5 . 123.5(3)
C4 C4A C8A . 117.6(3)
C5 C4A C8A . 118.9(3)
C6 C5 C4A . 121.3(3)
C6 C5 H5 . 119.3
C4A C5 H5 . 119.3
C5 C6 C7 . 119.9(3)
C5 C6 H6 . 120.1
C7 C6 H6 . 120.1
C8 C7 C6 . 120.7(3)
C8 C7 H7 . 119.7
C6 C7 H7 . 119.7
C7 C8 C8A . 121.3(3)
C7 C8 H8 . 119.4
C8A C8 H8 . 119.4
C8 C8A C4A . 118.0(3)
C8 C8A C1 . 122.2(3)
C4A C8A C1 . 119.8(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Br1 C4 . 1.901(3)
C1 C2 . 1.369(5)
C1 C8A . 1.435(4)
C1 C1 2_656 1.498(6)
C2 C3 . 1.412(5)
C2 H2 . 0.95
C3 C4 . 1.359(5)
C3 H3 . 0.95
C4 C4A . 1.415(4)
C4A C5 . 1.416(4)
C4A C8A . 1.431(4)
C5 C6 . 1.365(5)
C5 H5 . 0.95
C6 C7 . 1.401(5)
C6 H6 . 0.95
C7 C8 . 1.371(5)
C7 H7 . 0.95
C8 C8A . 1.414(4)
C8 H8 . 0.95
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_site_symmetry_1
_geom_torsion
C8A C1 C2 C3 . -3.6(5)
C1 C1 C2 C3 2_656 178.0(3)
C1 C2 C3 C4 . 0.7(5)
C2 C3 C4 C4A . 3.4(5)
C2 C3 C4 Br1 . -176.1(2)
C3 C4 C4A C5 . 175.3(3)
Br1 C4 C4A C5 . -5.3(4)
C3 C4 C4A C8A . -4.2(5)
Br1 C4 C4A C8A . 175.3(2)
C4 C4A C5 C6 . -178.1(3)
C8A C4A C5 C6 . 1.4(5)
C4A C5 C6 C7 . -0.8(5)
C5 C6 C7 C8 . -0.5(5)
C6 C7 C8 C8A . 1.3(5)
C7 C8 C8A C4A . -0.7(5)
C7 C8 C8A C1 . 177.0(3)
C4 C4A C8A C8 . 178.9(3)
C5 C4A C8A C8 . -0.6(4)
C4 C4A C8A C1 . 1.1(4)
C5 C4A C8A C1 . -178.4(3)
C2 C1 C8A C8 . -175.1(3)
C1 C1 C8A C8 2_656 3.3(5)
C2 C1 C8A C4A . 2.6(4)
C1 C1 C8A C4A 2_656 -178.9(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 4530279
