#------------------------------------------------------------------------------
#$Date: 2025-08-04 10:03:09 +0300 (Mon, 04 Aug 2025) $
#$Revision: 301442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/65/7056563.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_7056563
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 Cl2'
_chemical_formula_weight         323.20
_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                 115.0519(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1656(10)
_cell_length_b                   10.6206(8)
_cell_length_c                   11.2471(9)
_cell_measurement_reflns_used    6466
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      26.4166
_cell_measurement_theta_min      3.4164
_cell_volume                     1424.70(19)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 V2013 (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_publication_material  'APEX2 V2013 (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0291
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_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            11706
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.42
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.447
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.414
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.086
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1403
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0331
_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)+(0.0369P)²+2.3680P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0831
_reflns_number_gt                1228
_reflns_number_total             1403
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj02299a2.cif
_cod_data_source_block           3
_cod_database_code               7056563
#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
Cl Cl1 0.06393(3) 0.28611(4) 0.11703(4) 0.02215(16) Uani d . . 1
C C1 0.43778(13) 0.29711(16) 0.22780(16) 0.0148(4) Uani d . . 1
C C2 0.38907(15) 0.20107(16) 0.26650(17) 0.0165(4) Uani d . . 1
H H2 0.4351 0.1355 0.3195 0.02 Uiso calc U R 1
C C3 0.27259(15) 0.19667(17) 0.23011(17) 0.0173(4) Uani d . . 1
H H3 0.241 0.1295 0.2591 0.021 Uiso calc U R 1
C C4 0.20613(14) 0.28943(17) 0.15322(17) 0.0159(4) Uani d . . 1
C C4A 0.24883(14) 0.38853(16) 0.10261(16) 0.0137(4) Uani d . . 1
C C5 0.17930(14) 0.48074(17) 0.01484(16) 0.0159(4) Uani d . . 1
H H5 0.1008 0.4794 -0.0097 0.019 Uiso calc U R 1
C C6 0.22385(15) 0.57170(17) -0.03499(17) 0.0179(4) Uani d . . 1
H H6 0.1763 0.6325 -0.0946 0.021 Uiso calc U R 1
C C7 0.34025(15) 0.57507(17) 0.00218(17) 0.0175(4) Uani d . . 1
H H7 0.3708 0.638 -0.0332 0.021 Uiso calc U R 1
C C8 0.40994(14) 0.48876(17) 0.08871(17) 0.0162(4) Uani d . . 1
H H8 0.4884 0.4938 0.1137 0.019 Uiso calc U R 1
C C8A 0.36727(14) 0.39200(16) 0.14169(16) 0.0139(4) 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'
Cl Cl 0.1484 0.1585 '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 . 118.80(16)
C2 C1 C1 2_655 119.17(13)
C8A C1 C1 2_655 121.98(13)
C1 C2 C3 . 122.01(16)
C1 C2 H2 . 119.0
C3 C2 H2 . 119.0
C4 C3 C2 . 119.28(16)
C4 C3 H3 . 120.4
C2 C3 H3 . 120.4
C3 C4 C4A . 122.34(16)
C3 C4 Cl1 . 118.28(14)
C4A C4 Cl1 . 119.37(13)
C5 C4A C4 . 122.87(16)
C5 C4A C8A . 119.68(15)
C4 C4A C8A . 117.44(15)
C6 C5 C4A . 120.76(16)
C6 C5 H5 . 119.6
C4A C5 H5 . 119.6
C5 C6 C7 . 119.88(16)
C5 C6 H6 . 120.1
C7 C6 H6 . 120.1
C8 C7 C6 . 120.78(16)
C8 C7 H7 . 119.6
C6 C7 H7 . 119.6
C7 C8 C8A . 121.25(16)
C7 C8 H8 . 119.4
C8A C8 H8 . 119.4
C8 C8A C4A . 117.64(15)
C8 C8A C1 . 122.36(15)
C4A C8A C1 . 119.96(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cl1 C4 . 1.7397(17)
C1 C2 . 1.370(2)
C1 C8A . 1.433(2)
C1 C1 2_655 1.497(3)
C2 C3 . 1.411(2)
C2 H2 . 0.95
C3 C4 . 1.358(3)
C3 H3 . 0.95
C4 C4A . 1.421(2)
C4A C5 . 1.416(2)
C4A C8A . 1.430(2)
C5 C6 . 1.367(3)
C5 H5 . 0.95
C6 C7 . 1.408(2)
C6 H6 . 0.95
C7 C8 . 1.369(3)
C7 H7 . 0.95
C8 C8A . 1.418(2)
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(3)
C1 C1 C2 C3 2_655 178.82(17)
C1 C2 C3 C4 . 0.7(3)
C2 C3 C4 C4A . 3.0(3)
C2 C3 C4 Cl1 . -176.66(13)
C3 C4 C4A C5 . 175.38(17)
Cl1 C4 C4A C5 . -5.0(2)
C3 C4 C4A C8A . -3.5(2)
Cl1 C4 C4A C8A . 176.09(12)
C4 C4A C5 C6 . -177.61(16)
C8A C4A C5 C6 . 1.3(2)
C4A C5 C6 C7 . -0.7(3)
C5 C6 C7 C8 . -0.5(3)
C6 C7 C8 C8A . 1.2(3)
C7 C8 C8A C4A . -0.7(2)
C7 C8 C8A C1 . 177.12(17)
C5 C4A C8A C8 . -0.6(2)
C4 C4A C8A C8 . 178.37(15)
C5 C4A C8A C1 . -178.39(15)
C4 C4A C8A C1 . 0.5(2)
C2 C1 C8A C8 . -174.84(16)
C1 C1 C8A C8 2_655 2.7(3)
C2 C1 C8A C4A . 2.9(2)
C1 C1 C8A C4A 2_655 -179.60(16)
