#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/68/1556849.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_1556849
loop_
_publ_author_name
'Liu, Jingfeng'
'Meng, Qingjie'
'Li, Liying'
'Lu, Gewu'
'Yuan, Hang'
'Cui, Lei'
'Liu, Xia'
'Mu, Hongliang'
'Ji, Jingjing'
'Zhou, Defeng'
'Wang, Zhen'
'Yan, Jingling'
_publ_section_title
;
 A high-performance polycyanurate network derived from
 4,4′-biscyanato-2,2′-trifluoromethylbiphenyl
;
_journal_issue                   4
_journal_name_full               'Polymer Chemistry'
_journal_page_first              784
_journal_page_last               788
_journal_paper_doi               10.1039/C9PY01610D
_journal_volume                  11
_journal_year                    2020
_chemical_formula_sum            'C16 H6 F6 N2 O2'
_chemical_formula_weight         372.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_Hall           '-P 2n 2ab'
_space_group_name_H-M_alt        'P b c n'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-09-11 deposited with the CCDC.	2019-12-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7327(12)
_cell_length_b                   9.6358(9)
_cell_length_c                   13.0361(13)
_cell_measurement_reflns_used    2319
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.3206
_cell_measurement_theta_min      2.7354
_cell_volume                     1473.8(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7657
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.405
_diffrn_reflns_theta_min         2.735
_exptl_absorpt_coefficient_mu    0.163
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_description       Block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1514
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0425
_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)+(0.0518P)²+0.6635P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1105
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1249
_reflns_number_total             1514
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9py01610d2.cif
_cod_data_source_block           ljff
_cod_depositor_comments
;Adding full bibliography for 1556849.cif.

 Adding full bibliography for 1556849.cif.
;
_cod_database_code               1556849
_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   0.941
_shelx_estimated_absorpt_t_max   0.953
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-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
F3 F 0.04900(10) 1.09470(13) 0.35558(10) 0.0578(4) Uani 1 1 d . .
F2 F 0.22938(10) 1.11765(12) 0.34988(9) 0.0511(4) Uani 1 1 d . .
F1 F 0.15516(13) 0.95239(13) 0.43566(9) 0.0610(4) Uani 1 1 d . .
O1 O 0.36570(11) 0.81256(16) 0.06757(11) 0.0439(4) Uani 1 1 d . .
C7 C 0.14576(15) 1.02425(18) 0.34870(14) 0.0329(4) Uani 1 1 d . .
C1 C 0.26252(14) 0.83199(18) 0.12270(13) 0.0312(4) Uani 1 1 d . .
C2 C 0.05617(14) 0.85603(16) 0.22290(12) 0.0270(4) Uani 1 1 d . .
C3 C 0.06864(15) 0.76913(17) 0.13774(13) 0.0313(4) Uani 1 1 d . .
H3 H 0.0062 0.7185 0.1147 0.038 Uiso 1 1 calc R U
C8 C 0.45516(15) 0.88102(19) 0.09662(14) 0.0340(4) Uani 1 1 d . .
C4 C 0.15133(14) 0.93140(16) 0.25594(13) 0.0275(4) Uani 1 1 d . .
C5 C 0.17159(15) 0.75668(18) 0.08689(14) 0.0334(4) Uani 1 1 d . .
H5 H 0.1790 0.6990 0.0301 0.040 Uiso 1 1 calc R U
C6 C 0.25555(14) 0.91932(17) 0.20564(13) 0.0295(4) Uani 1 1 d . .
H6 H 0.3189 0.9692 0.2277 0.035 Uiso 1 1 calc R U
N1 N 0.53716(14) 0.93756(18) 0.11755(13) 0.0443(4) 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'
O O 0.0106 0.0060 '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'
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
C8 O1 C1 118.38(14) .
F3 C7 F2 106.50(14) .
F3 C7 F1 106.22(15) .
F2 C7 F1 106.29(14) .
F3 C7 C4 113.31(14) .
F2 C7 C4 112.26(14) .
F1 C7 C4 111.77(14) .
C5 C1 C6 123.09(16) .
C5 C1 O1 114.89(15) .
C6 C1 O1 122.02(15) .
C3 C2 C4 118.14(15) .
C3 C2 C2 117.86(15) 3
C4 C2 C2 123.89(15) 3
C5 C3 C2 121.59(16) .
C5 C3 H3 119.2 .
C2 C3 H3 119.2 .
N1 C8 O1 175.98(19) .
C6 C4 C2 120.81(15) .
C6 C4 C7 117.78(15) .
C2 C4 C7 121.38(15) .
C1 C5 C3 118.04(16) .
C1 C5 H5 121.0 .
C3 C5 H5 121.0 .
C1 C6 C4 118.33(16) .
C1 C6 H6 120.8 .
C4 C6 H6 120.8 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F3 C7 1.326(2) .
F2 C7 1.331(2) .
F1 C7 1.333(2) .
O1 C8 1.296(2) .
O1 C1 1.420(2) .
C7 C4 1.506(2) .
C1 C5 1.372(2) .
C1 C6 1.373(2) .
C2 C3 1.398(2) .
C2 C4 1.400(2) .
C2 C2 1.496(3) 3
C3 C5 1.383(2) .
C3 H3 0.9300 .
C8 N1 1.139(2) .
C4 C6 1.392(2) .
C5 H5 0.9300 .
C6 H6 0.9300 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168305972
