#------------------------------------------------------------------------------
#$Date: 2019-11-17 15:38:27 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230931 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/18/7231869.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_7231869
loop_
_publ_author_name
'Li, Aisen'
'Wang, Jing'
'Liu, Yingjie'
'Xu, Shuping'
'Chu, Ning'
'Geng, Yijia'
'Li, Bao'
'Xu, Bin'
'Cui, Haining'
'Xu, Weiqing'
_publ_section_title
;
 Remarkable pressure-induced emission enhancement based on intermolecular
 charge transfer in halogen bond-driven dual-component co-crystals.
;
_journal_issue                   48
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              30297
_journal_page_last               30303
_journal_paper_doi               10.1039/c8cp06363j
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         '2(C6 F5 I), (C10 H8 N2)'
_chemical_formula_sum            'C22 H8 F10 I2 N2'
_chemical_formula_weight         744.10
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc20rw0p
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-09-26 deposited with the CCDC.
2018-11-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.2450(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.0768(4)
_cell_length_b                   7.6435(3)
_cell_length_c                   14.9092(5)
_cell_measurement_reflns_used    8046
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.19
_cell_measurement_theta_min      3.57
_cell_volume                     1146.50(7)
_computing_cell_refinement       'Bruker D8 Venture'
_computing_data_collection       'Bruker D8 Venture'
_computing_data_reduction        'Bruker D8 Venture'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.846
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.846
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17643
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.849
_diffrn_reflns_theta_min         3.573
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.839
_exptl_absorpt_correction_T_max  0.764
_exptl_absorpt_correction_T_min  0.709
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.155
_exptl_crystal_description       block
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.667
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3624
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0345
_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)+(0.0217P)²+1.5057P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0752
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2555
_reflns_number_total             3624
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cp06363j2.cif
_cod_data_source_block           mo_LAS_2_0m
_cod_depositor_comments
'Adding full bibliography for 7231866--7231869.cif.'
_cod_database_code               7231869
_shelx_shelxl_version_number     2014/7
_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   0.709
_shelx_estimated_absorpt_t_max   0.764
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
C1 C 0.4432(3) 0.7299(5) 0.9849(2) 0.0484(7) Uani 1 1 d . .
C2 C 0.5044(3) 0.7294(5) 0.9043(2) 0.0558(9) Uani 1 1 d . .
C3 C 0.4484(4) 0.6404(5) 0.8327(2) 0.0590(9) Uani 1 1 d . .
C4 C 0.3319(4) 0.5520(5) 0.8414(2) 0.0591(9) Uani 1 1 d . .
C5 C 0.2716(3) 0.5540(5) 0.9211(2) 0.0526(8) Uani 1 1 d . .
C6 C 0.3259(3) 0.6427(4) 0.99529(19) 0.0429(6) Uani 1 1 d . .
C7 C 0.8067(4) -0.0030(5) 0.1511(2) 0.0611(9) Uani 1 1 d . .
H7 H 0.7263 -0.0515 0.1662 0.073 Uiso 1 1 calc R U
C8 C 0.8533(3) -0.0455(5) 0.0692(2) 0.0539(8) Uani 1 1 d . .
H8 H 0.8046 -0.1203 0.0308 0.065 Uiso 1 1 calc R U
C9 C 0.9720(3) 0.0223(4) 0.04383(18) 0.0389(6) Uani 1 1 d . .
C10 C 1.0357(4) 0.1341(6) 0.1041(3) 0.0758(13) Uani 1 1 d . .
H10 H 1.1154 0.1863 0.0905 0.091 Uiso 1 1 calc R U
C11 C 0.9808(4) 0.1688(7) 0.1852(3) 0.0782(13) Uani 1 1 d . .
H11 H 1.0265 0.2444 0.2248 0.094 Uiso 1 1 calc R U
F1 F 0.5038(2) 0.8169(3) 1.05388(14) 0.0708(6) Uani 1 1 d . .
F2 F 0.6186(2) 0.8152(4) 0.89687(16) 0.0828(7) Uani 1 1 d . .
F3 F 0.5076(2) 0.6372(4) 0.75476(14) 0.0880(8) Uani 1 1 d . .
F4 F 0.2762(3) 0.4633(4) 0.77137(16) 0.0929(8) Uani 1 1 d . .
F5 F 0.1563(2) 0.4680(3) 0.92707(16) 0.0774(6) Uani 1 1 d . .
I1 I 0.23600(2) 0.63797(3) 1.11873(2) 0.05170(9) Uani 1 1 d . .
N1 N 0.8687(3) 0.1022(4) 0.20979(19) 0.0589(7) 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'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 '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
F1 C1 C6 120.7(3) .
F1 C1 C2 117.5(3) .
C6 C1 C2 121.8(3) .
F2 C2 C3 120.1(3) .
F2 C2 C1 120.1(3) .
C3 C2 C1 119.9(3) .
F3 C3 C2 120.4(4) .
F3 C3 C4 120.1(3) .
C2 C3 C4 119.5(3) .
F4 C4 C5 119.8(4) .
F4 C4 C3 120.0(3) .
C5 C4 C3 120.3(3) .
F5 C5 C4 118.8(3) .
F5 C5 C6 119.5(3) .
C4 C5 C6 121.7(3) .
C1 C6 C5 116.9(3) .
C1 C6 I1 121.7(2) .
C5 C6 I1 121.4(2) .
N1 C7 C8 124.2(3) .
N1 C7 H7 117.9 .
C8 C7 H7 117.9 .
C7 C8 C9 120.1(3) .
C7 C8 H8 119.9 .
C9 C8 H8 119.9 .
C10 C9 C8 115.8(3) .
C10 C9 C9 122.0(3) 3_755
C8 C9 C9 122.2(3) 3_755
C9 C10 C11 119.8(3) .
C9 C10 H10 120.1 .
C11 C10 H10 120.1 .
N1 C11 C10 124.3(4) .
N1 C11 H11 117.8 .
C10 C11 H11 117.8 .
C11 N1 C7 115.7(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 F1 1.343(4) .
C1 C6 1.373(4) .
C1 C2 1.380(4) .
C2 F2 1.335(4) .
C2 C3 1.362(5) .
C3 F3 1.336(4) .
C3 C4 1.367(6) .
C4 F4 1.341(4) .
C4 C5 1.366(5) .
C5 F5 1.342(4) .
C5 C6 1.383(5) .
C6 I1 2.097(3) .
C7 N1 1.319(5) .
C7 C8 1.371(5) .
C7 H7 0.9300 .
C8 C9 1.376(4) .
C8 H8 0.9300 .
C9 C10 1.372(5) .
C9 C9 1.492(5) 3_755
C10 C11 1.383(5) .
C10 H10 0.9300 .
C11 N1 1.311(5) .
C11 H11 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_4
F1 C1 C2 F2 -0.8(5) . .
C6 C1 C2 F2 -179.8(3) . .
F1 C1 C2 C3 178.8(3) . .
C6 C1 C2 C3 -0.2(5) . .
F2 C2 C3 F3 0.5(5) . .
C1 C2 C3 F3 -179.1(3) . .
F2 C2 C3 C4 179.5(3) . .
C1 C2 C3 C4 -0.1(5) . .
F3 C3 C4 F4 -0.6(5) . .
C2 C3 C4 F4 -179.7(3) . .
F3 C3 C4 C5 179.5(3) . .
C2 C3 C4 C5 0.5(6) . .
F4 C4 C5 F5 -0.8(5) . .
C3 C4 C5 F5 179.0(3) . .
F4 C4 C5 C6 179.5(3) . .
C3 C4 C5 C6 -0.6(6) . .
F1 C1 C6 C5 -178.9(3) . .
C2 C1 C6 C5 0.0(5) . .
F1 C1 C6 I1 -0.6(4) . .
C2 C1 C6 I1 178.3(3) . .
F5 C5 C6 C1 -179.3(3) . .
C4 C5 C6 C1 0.4(5) . .
F5 C5 C6 I1 2.4(4) . .
C4 C5 C6 I1 -177.9(3) . .
N1 C7 C8 C9 0.2(6) . .
C7 C8 C9 C10 -1.2(5) . .
C7 C8 C9 C9 178.9(4) . 3_755
C8 C9 C10 C11 1.3(6) . .
C9 C9 C10 C11 -178.8(4) 3_755 .
C9 C10 C11 N1 -0.4(8) . .
C10 C11 N1 C7 -0.6(7) . .
C8 C7 N1 C11 0.7(6) . .
