#------------------------------------------------------------------------------
#$Date: 2025-08-04 10:03:09 +0300 (Mon, 04 Aug 2025) $
#$Revision: 301442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/65/7056565.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_7056565
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            'C40 H24 Br0.57 F3.43'
_chemical_formula_weight         615.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 115.080(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.6657(10)
_cell_length_b                   10.6594(9)
_cell_length_c                   11.1921(9)
_cell_measurement_reflns_used    5389
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      26.4031
_cell_measurement_theta_min      2.6085
_cell_volume                     1368.57(19)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0328
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10514
_diffrn_reflns_theta_full        26.43
_diffrn_reflns_theta_max         26.43
_diffrn_reflns_theta_min         2.61
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.928
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             630
_exptl_crystal_size_max          0.423
_exptl_crystal_size_mid          0.278
_exptl_crystal_size_min          0.106
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.162
_refine_ls_abs_structure_details 'Refined as an inversion twin.'
_refine_ls_abs_structure_Flack   0.20(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2815
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0359
_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)+(0.0432P)²+0.3754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.0938
_reflns_number_gt                2382
_reflns_number_total             2815
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj02299a2.cif
_cod_data_source_block           10-2_in_C2
_cod_database_code               7056565
#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'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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
Br1A Br 0.4525(4) 0.4714(4) 0.1323(4) 0.0273(9) Uani 0.191(3) 1 d . . P
F1A F 0.4268(5) 0.4608(7) 0.1520(6) 0.0365(17) Uani 0.809(3) 1 d . . P
C1A C 0.0646(3) 0.4523(4) 0.0243(3) 0.0270(9) Uani 1 1 d . . .
C2A C 0.1179(3) 0.5468(4) -0.0122(3) 0.0303(9) Uani 1 1 d . . .
H2A H 0.0708 0.6112 -0.0681 0.036 Uiso 1 1 calc R U .
C3A C 0.2391(3) 0.5526(4) 0.0294(3) 0.0327(9) Uani 1 1 d . . .
H3A H 0.2735 0.6195 0.0022 0.039 Uiso 1 1 calc R U .
C4A C 0.3054(3) 0.4612(5) 0.1086(3) 0.0308(8) Uani 1 1 d . . .
C4AA C 0.2588(3) 0.3599(4) 0.1548(3) 0.0278(9) Uani 1 1 d . . .
C5A C 0.3294(4) 0.2676(4) 0.2420(4) 0.0332(11) Uani 1 1 d . . .
H5A H 0.4114 0.2694 0.2694 0.040 Uiso 1 1 calc R U .
C6A C 0.2808(4) 0.1755(4) 0.2874(4) 0.0340(10) Uani 1 1 d . . .
H6A H 0.3294 0.1144 0.3473 0.041 Uiso 1 1 calc R U .
C7A C 0.1611(4) 0.1705(4) 0.2466(5) 0.0351(12) Uani 1 1 d . . .
H7A H 0.1283 0.1059 0.2788 0.042 Uiso 1 1 calc R U .
C8A C 0.0894(3) 0.2583(4) 0.1602(3) 0.0306(9) Uani 1 1 d . . .
H8A H 0.0075 0.2530 0.1322 0.037 Uiso 1 1 calc R U .
C8AA C 0.1367(3) 0.3570(3) 0.1121(3) 0.0252(9) Uani 1 1 d . . .
Br1B Br 0.0519(10) 0.5379(11) 0.3693(9) 0.0268(19) Uani 0.094(3) 1 d . . P
F1B F 0.0729(5) 0.5463(6) 0.3456(5) 0.0332(14) Uani 0.906(3) 1 d . . P
C1B C 0.4356(3) 0.5539(4) 0.4756(3) 0.0257(8) Uani 1 1 d . . .
C2B C 0.3810(3) 0.4572(4) 0.5111(3) 0.0284(9) Uani 1 1 d . . .
H2B H 0.4272 0.3919 0.5662 0.034 Uiso 1 1 calc R U .
C3B C 0.2595(3) 0.4533(4) 0.4677(3) 0.0299(9) Uani 1 1 d . . .
H3B H 0.2236 0.3866 0.4932 0.036 Uiso 1 1 calc R U .
C4B C 0.1940(3) 0.5476(4) 0.3881(3) 0.0276(8) Uani 1 1 d . . .
C4AB C 0.2418(3) 0.6461(3) 0.3446(3) 0.0244(8) Uani 1 1 d . . .
C5B C 0.1709(4) 0.7406(4) 0.2568(4) 0.0266(10) Uani 1 1 d . . .
H5B H 0.0887 0.7392 0.2283 0.032 Uiso 1 1 calc R U .
C6B C 0.2212(3) 0.8334(4) 0.2134(4) 0.0291(9) Uani 1 1 d . . .
H6B H 0.1741 0.8961 0.1547 0.035 Uiso 1 1 calc R U .
C7B C 0.3425(4) 0.8352(4) 0.2559(4) 0.0285(10) Uani 1 1 d . . .
H7B H 0.3767 0.8995 0.2251 0.034 Uiso 1 1 calc R U .
C8B C 0.4121(3) 0.7471(4) 0.3401(3) 0.0255(8) Uani 1 1 d . . .
H8B H 0.4939 0.7512 0.3671 0.031 Uiso 1 1 calc R U .
C8AB C 0.3655(3) 0.6492(3) 0.3889(3) 0.0257(9) Uani 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'
F F 0.0171 0.0103 '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
_geom_angle_site_symmetry_3
C2A C1A C8AA 118.3(3) .
C2A C1A C1A 119.7(3) 2
C8AA C1A C1A 122.0(2) 2
C1A C2A C3A 122.8(4) .
C1A C2A H2A 118.6 .
C3A C2A H2A 118.6 .
C4A C3A C2A 118.4(4) .
C4A C3A H3A 120.8 .
C2A C3A H3A 120.8 .
C3A C4A F1A 121.1(4) .
C3A C4A C4AA 123.3(3) .
F1A C4A C4AA 115.6(5) .
C3A C4A Br1A 112.1(3) .
F1A C4A Br1A 11.1(3) .
C4AA C4A Br1A 124.2(4) .
C5A C4AA C8AA 120.2(3) .
C5A C4AA C4A 122.7(4) .
C8AA C4AA C4A 117.1(3) .
C6A C5A C4AA 120.4(4) .
C6A C5A H5A 119.8 .
C4AA C5A H5A 119.8 .
C5A C6A C7A 120.5(4) .
C5A C6A H6A 119.8 .
C7A C6A H6A 119.8 .
C8A C7A C6A 120.6(4) .
C8A C7A H7A 119.7 .
C6A C7A H7A 119.7 .
C7A C8A C8AA 120.7(4) .
C7A C8A H8A 119.7 .
C8AA C8A H8A 119.7 .
C4AA C8AA C8A 117.7(3) .
C4AA C8AA C1A 120.1(3) .
C8A C8AA C1A 122.2(3) .
C2B C1B C8AB 118.8(3) .
C2B C1B C1B 119.8(3) 2_656
C8AB C1B C1B 121.3(3) 2_656
C1B C2B C3B 121.9(4) .
C1B C2B H2B 119.0 .
C3B C2B H2B 119.0 .
C4B C3B C2B 118.4(4) .
C4B C3B H3B 120.8 .
C2B C3B H3B 120.8 .
C3B C4B C4AB 123.2(3) .
C3B C4B F1B 119.2(4) .
C4AB C4B F1B 117.6(4) .
C3B C4B Br1B 110.4(4) .
C4AB C4B Br1B 125.9(5) .
F1B C4B Br1B 11.9(5) .
C4B C4AB C5B 122.0(3) .
C4B C4AB C8AB 118.0(3) .
C5B C4AB C8AB 120.0(3) .
C6B C5B C4AB 120.1(4) .
C6B C5B H5B 120.0 .
C4AB C5B H5B 120.0 .
C5B C6B C7B 119.8(4) .
C5B C6B H6B 120.1 .
C7B C6B H6B 120.1 .
C8B C7B C6B 121.4(4) .
C8B C7B H7B 119.3 .
C6B C7B H7B 119.3 .
C7B C8B C8AB 121.5(4) .
C7B C8B H8B 119.2 .
C8AB C8B H8B 119.2 .
C8B C8AB C1B 123.1(3) .
C8B C8AB C4AB 117.2(3) .
C1B C8AB C4AB 119.6(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1A C4A 1.771(5) .
F1A C4A 1.403(6) .
C1A C2A 1.367(5) .
C1A C8AA 1.440(5) .
C1A C1A 1.490(6) 2
C2A C3A 1.405(5) .
C2A H2A 0.9500 .
C3A C4A 1.345(6) .
C3A H3A 0.9500 .
C4A C4AA 1.428(5) .
C4AA C5A 1.407(7) .
C4AA C8AA 1.412(5) .
C5A C6A 1.366(6) .
C5A H5A 0.9500 .
C6A C7A 1.387(6) .
C6A H6A 0.9500 .
C7A C8A 1.375(6) .
C7A H7A 0.9500 .
C8A C8AA 1.424(5) .
C8A H8A 0.9500 .
Br1B C4B 1.725(11) .
F1B C4B 1.400(6) .
C1B C2B 1.389(5) .
C1B C8AB 1.426(5) .
C1B C1B 1.485(6) 2_656
C2B C3B 1.405(5) .
C2B H2B 0.9500 .
C3B C4B 1.366(5) .
C3B H3B 0.9500 .
C4B C4AB 1.398(5) .
C4AB C5B 1.428(6) .
C4AB C8AB 1.430(5) .
C5B C6B 1.373(6) .
C5B H5B 0.9500 .
C6B C7B 1.402(6) .
C6B H6B 0.9500 .
C7B C8B 1.358(6) .
C7B H7B 0.9500 .
C8B C8AB 1.417(5) .
C8B H8B 0.9500 .
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
C8AA C1A C2A C3A 1.8(5) .
C1A C1A C2A C3A -179.7(3) 2
C1A C2A C3A C4A -0.1(5) .
C2A C3A C4A F1A 179.1(4) .
C2A C3A C4A C4AA -1.3(5) .
C2A C3A C4A Br1A 171.8(3) .
C3A C4A C4AA C5A -177.4(4) .
F1A C4A C4AA C5A 2.2(6) .
Br1A C4A C4AA C5A 10.4(6) .
C3A C4A C4AA C8AA 0.9(5) .
F1A C4A C4AA C8AA -179.5(4) .
Br1A C4A C4AA C8AA -171.3(3) .
C8AA C4AA C5A C6A -0.9(6) .
C4A C4AA C5A C6A 177.3(3) .
C4AA C5A C6A C7A 1.0(6) .
C5A C6A C7A C8A -0.1(6) .
C6A C7A C8A C8AA -0.9(6) .
C5A C4AA C8AA C8A -0.1(5) .
C4A C4AA C8AA C8A -178.4(3) .
C5A C4AA C8AA C1A 179.2(4) .
C4A C4AA C8AA C1A 0.9(5) .
C7A C8A C8AA C4AA 1.0(5) .
C7A C8A C8AA C1A -178.3(4) .
C2A C1A C8AA C4AA -2.2(5) .
C1A C1A C8AA C4AA 179.4(3) 2
C2A C1A C8AA C8A 177.1(3) .
C1A C1A C8AA C8A -1.3(5) 2
C8AB C1B C2B C3B -2.3(5) .
C1B C1B C2B C3B 179.8(3) 2_656
C1B C2B C3B C4B 0.2(5) .
C2B C3B C4B C4AB 1.8(5) .
C2B C3B C4B F1B -179.0(4) .
C2B C3B C4B Br1B -170.2(4) .
C3B C4B C4AB C5B 177.2(3) .
F1B C4B C4AB C5B -2.0(5) .
Br1B C4B C4AB C5B -12.0(6) .
C3B C4B C4AB C8AB -1.6(5) .
F1B C4B C4AB C8AB 179.2(4) .
Br1B C4B C4AB C8AB 169.1(5) .
C4B C4AB C5B C6B -177.9(3) .
C8AB C4AB C5B C6B 0.8(5) .
C4AB C5B C6B C7B -0.2(5) .
C5B C6B C7B C8B -0.3(5) .
C6B C7B C8B C8AB 0.1(6) .
C7B C8B C8AB C1B 178.9(3) .
C7B C8B C8AB C4AB 0.6(5) .
C2B C1B C8AB C8B -175.8(3) .
C1B C1B C8AB C8B 2.1(5) 2_656
C2B C1B C8AB C4AB 2.4(5) .
C1B C1B C8AB C4AB -179.7(3) 2_656
C4B C4AB C8AB C8B 177.8(3) .
C5B C4AB C8AB C8B -1.0(5) .
C4B C4AB C8AB C1B -0.5(4) .
C5B C4AB C8AB C1B -179.4(3) .
