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#$Date: 2024-03-04 22:45:20 +0200 (Mon, 04 Mar 2024) $
#$Revision: 290279 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/81/7248107.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_7248107
loop_
_publ_author_name
'McGehee, Keegan'
'Saito, Koichiro'
'Kwaria, Dennis'
'Minamikawa, Hiroyuki'
'Norikane, Yasuo'
_publ_section_title
;
 Releasing a bound molecular spring with light: a visible light-triggered
 photosalient effect tied to polymorphism.
;
_journal_issue                   8
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              6834
_journal_page_last               6843
_journal_paper_doi               10.1039/d3cp04691e
_journal_volume                  26
_journal_year                    2024
_chemical_formula_sum            'C12 H6 Br4 N2'
_chemical_formula_weight         497.83
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-09-15 deposited with the CCDC.	2023-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.61(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.64(4)
_cell_length_b                   12.14(3)
_cell_length_c                   8.31(2)
_cell_measurement_reflns_used    1475
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.40
_cell_volume                     1457(6)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         3.356
_exptl_absorpt_coefficient_mu    11.035
_exptl_absorpt_correction_T_max  0.331
_exptl_absorpt_correction_T_min  0.190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.270
_exptl_crystal_description       needle
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.201
_refine_diff_density_min         -1.239
_refine_diff_density_rms         0.215
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1658
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0626
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1711
_refine_ls_wR_factor_ref         0.1846
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1141
_reflns_number_total             1658
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp04691e4.cif
_cod_data_source_block           4BrAzo_trans_alpha
_cod_depositor_comments
'Adding full bibliography for 7248107--7248109.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7248107
_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   0.073
_shelx_estimated_absorpt_t_max   0.405
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_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
Br1 Br 0.42858(6) 0.62265(8) 0.49496(12) 0.0556(4) Uani 1 1 d . . . . .
Br2 Br 0.37559(7) 0.98874(7) 0.03997(12) 0.0526(4) Uani 1 1 d . . . . .
N4 N 0.4873(4) 0.7993(4) 0.3122(7) 0.0320(12) Uani 1 1 d . . . . .
C5 C 0.3294(5) 0.8770(6) 0.1429(9) 0.0379(17) Uani 1 1 d . . . . .
C6 C 0.3885(5) 0.8012(5) 0.2592(9) 0.0304(14) Uani 1 1 d . . . . .
C7 C 0.2562(5) 0.7244(7) 0.3006(11) 0.0442(19) Uani 1 1 d . . . . .
H7 H 0.231109 0.672359 0.355792 0.053 Uiso 1 1 calc R U . . .
C8 C 0.3510(5) 0.7270(6) 0.3372(9) 0.0364(16) Uani 1 1 d . . . . .
C9 C 0.2006(6) 0.7983(8) 0.1842(11) 0.049(2) Uani 1 1 d . . . . .
H9 H 0.135654 0.796395 0.155723 0.058 Uiso 1 1 calc R U . . .
C10 C 0.2364(6) 0.8750(7) 0.1074(11) 0.050(2) Uani 1 1 d . . . . .
H10 H 0.196662 0.927293 0.028984 0.061 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'
N N 0.0061 0.0033 '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 N4 C6 113.3(7) 2_655 . ?
C10 C5 C6 120.2(8) . . ?
C10 C5 Br2 118.3(6) . . ?
C6 C5 Br2 121.4(6) . . ?
C8 C6 C5 118.2(7) . . ?
C8 C6 N4 116.9(6) . . ?
C5 C6 N4 124.8(7) . . ?
C9 C7 C8 118.5(8) . . ?
C6 C8 C7 121.7(7) . . ?
C6 C8 Br1 119.5(6) . . ?
C7 C8 Br1 118.8(6) . . ?
C7 C9 C10 121.1(8) . . ?
C5 C10 C9 120.3(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
Br1 C8 1.890(8) . ?
Br2 C5 1.888(9) . ?
N4 N4 1.241(12) 2_655 ?
N4 C6 1.436(10) . ?
C5 C10 1.369(13) . ?
C5 C6 1.396(10) . ?
C6 C8 1.367(10) . ?
C7 C9 1.360(13) . ?
C7 C8 1.394(11) . ?
C9 C10 1.366(13) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7 Br2 0.95 3.10 4.036(11) 168.5 4_545 yes
C10 H10 Br1 0.95 3.03 3.839(11) 143.5 4 yes
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
C10 C5 C6 C8 -0.9(11) . . . . ?
Br2 C5 C6 C8 175.9(5) . . . . ?
C10 C5 C6 N4 -176.8(7) . . . . ?
Br2 C5 C6 N4 0.0(10) . . . . ?
N4 N4 C6 C8 132.1(5) 2_655 . . . ?
N4 N4 C6 C5 -52.0(7) 2_655 . . . ?
C5 C6 C8 C7 1.2(11) . . . . ?
N4 C6 C8 C7 177.4(7) . . . . ?
C5 C6 C8 Br1 179.8(5) . . . . ?
N4 C6 C8 Br1 -4.0(9) . . . . ?
C9 C7 C8 C6 0.0(12) . . . . ?
C9 C7 C8 Br1 -178.6(6) . . . . ?
C8 C7 C9 C10 -1.5(12) . . . . ?
C6 C5 C10 C9 -0.6(12) . . . . ?
Br2 C5 C10 C9 -177.5(6) . . . . ?
C7 C9 C10 C5 1.9(13) . . . . ?
