#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/72/7227243.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_7227243
loop_
_publ_author_name
'Hu, Peng'
'Li, Henan'
'Li, Yongxin'
'Jiang, Hui'
'Kloc, Christian'
_publ_section_title
;
 Single-crystal growth, structures, charge transfer and transport
 properties of anthracene-F4TCNQ and tetracene-F4TCNQ charge-transfer
 compounds
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              618
_journal_paper_doi               10.1039/C6CE02116F
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C26 H10 F4 N4'
_chemical_formula_weight         454.38
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2016-09-14 deposited with the CCDC.
2016-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                97.567(2)
_cell_angle_beta                 107.241(2)
_cell_angle_gamma                97.513(2)
_cell_formula_units_Z            1
_cell_length_a                   6.7854(3)
_cell_length_b                   8.2932(3)
_cell_length_c                   9.4320(3)
_cell_measurement_reflns_used    7042
_cell_measurement_temperature    103.(2)
_cell_measurement_theta_max      66.9914
_cell_measurement_theta_min      4.9911
_cell_volume                     494.35(3)
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XT, VERSION 2014/5'
_diffrn_ambient_temperature      103.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Multilayer Mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1766
_diffrn_reflns_theta_full        67.66
_diffrn_reflns_theta_max         67.66
_diffrn_reflns_theta_min         4.99
_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo APEX2'
_exptl_absorpt_coefficient_mu    1.017
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.43
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             230
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.732
_refine_diff_density_min         -0.477
_refine_ls_extinction_coef       0.07(2)
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.624
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         1766
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.624
_refine_ls_R_factor_all          0.1374
_refine_ls_R_factor_gt           0.1271
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3802
_refine_ls_wR_factor_ref         0.3883
_reflns_number_gt                1425
_reflns_number_total             1766
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce02116f1.cif
_cod_data_source_block           sme34s
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7227243--7227244.cif.
;
_cod_database_code               7227243
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C C1 0.7225(8) 0.4219(7) 0.7580(6) 0.0544(14) Uani d . . 1
C C2 0.6707(7) 0.2510(6) 0.7609(6) 0.0504(14) Uani d . . 1
C C3 0.7121(8) 0.2186(6) 0.9131(7) 0.0563(15) Uani d . . 1
C C4 0.5876(7) 0.1285(6) 0.6348(6) 0.0512(14) Uani d . . 1
C C5 0.5279(8) -0.0434(7) 0.6404(6) 0.0523(14) Uani d . . 1
C C6 0.4487(8) -0.1611(6) 0.5167(6) 0.0492(14) Uani d . . 1
C C7 0.2199(8) 0.4218(7) 0.7228(7) 0.0571(15) Uani d . . 1
H H7 0.2679 0.5379 0.748 0.069 Uiso calc U R 1
C C8 0.1469(8) 0.3464(7) 0.5771(7) 0.0532(14) Uani d . . 1
H H8 0.1444 0.4106 0.5004 0.064 Uiso calc U R 1
C C9 0.0736(7) 0.1730(6) 0.5357(6) 0.0494(13) Uani d . . 1
C C10 -0.0049(7) 0.0936(6) 0.3851(6) 0.0496(13) Uani d . . 1
H H10 -0.0086 0.1564 0.3074 0.06 Uiso calc U R 1
C C11 -0.0779(7) -0.0765(7) 0.3473(6) 0.0506(14) Uani d . . 1
C C12 -0.1578(8) -0.1613(7) 0.1944(6) 0.0540(14) Uani d . . 1
H H12 -0.164 -0.1006 0.115 0.065 Uiso calc U R 1
C C13 -0.2251(8) -0.3278(7) 0.1608(7) 0.0564(15) Uani d . . 1
H H13 -0.2762 -0.3819 0.0584 0.068 Uiso calc U R 1
F F1 0.5565(5) -0.0859(4) 0.7754(3) 0.0569(11) Uani d . . 1
F F2 0.3974(5) -0.3166(3) 0.5337(3) 0.0553(11) Uani d . . 1
N N1 0.7663(7) 0.5625(6) 0.7656(6) 0.0604(14) Uani d . . 1
N N2 0.7513(7) 0.2037(6) 1.0372(6) 0.0612(14) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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
N1 C1 C2 . 175.5(6)
C4 C2 C1 . 124.7(5)
C4 C2 C3 . 123.0(5)
C1 C2 C3 . 112.2(5)
N2 C3 C2 . 175.4(6)
C2 C4 C5 . 123.7(5)
C2 C4 C6 2_656 122.8(5)
C5 C4 C6 2_656 113.5(5)
F1 C5 C6 . 119.0(5)
F1 C5 C4 . 118.0(5)
C6 C5 C4 . 123.0(5)
F2 C6 C5 . 118.5(5)
F2 C6 C4 2_656 118.0(5)
C5 C6 C4 2_656 123.5(5)
C8 C7 C13 2_556 120.1(5)
C7 C8 C9 . 121.3(5)
C10 C9 C8 . 121.9(5)
C10 C9 C11 2_556 119.0(5)
C8 C9 C11 2_556 119.0(5)
C11 C10 C9 . 120.9(5)
C10 C11 C12 . 122.2(5)
C10 C11 C9 2_556 120.1(5)
C12 C11 C9 2_556 117.7(5)
C13 C12 C11 . 121.0(5)
C12 C13 C7 2_556 120.8(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 N1 . 1.152(7)
C1 C2 . 1.421(8)
C2 C4 . 1.378(8)
C2 C3 . 1.447(8)
C3 N2 . 1.148(8)
C4 C5 . 1.442(7)
C4 C6 2_656 1.444(8)
C5 F1 . 1.332(6)
C5 C6 . 1.339(8)
C6 F2 . 1.334(6)
C6 C4 2_656 1.444(8)
C7 C8 . 1.347(8)
C7 C13 2_556 1.422(8)
C8 C9 . 1.421(7)
C9 C10 . 1.396(8)
C9 C11 2_556 1.442(7)
C10 C11 . 1.394(7)
C11 C12 . 1.427(8)
C11 C9 2_556 1.442(7)
C12 C13 . 1.360(8)
C13 C7 2_556 1.422(8)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139203067
