#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:57:53 +0300 (Thu, 05 May 2022) $
#$Revision: 275077 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/58/1565832.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_1565832
loop_
_publ_author_name
'Jiang, Hui'
'Ye, Jun'
'Hu, Peng'
'Zhu, Shengli'
'Liang, Yanqin'
'Cui, Zhenduo'
'Kloc, Christian'
'Hu, Wenping'
_publ_section_title
;
 Growth direction dependent separate-channel charge transport in the
 organic weak charge-transfer co-crystal of anthracene-DTTCNQ.
;
_journal_issue                   3
_journal_name_full               'Materials horizons'
_journal_page_first              1057
_journal_page_last               1067
_journal_paper_doi               10.1039/d1mh01767e
_journal_volume                  9
_journal_year                    2022
_chemical_formula_sum            'C30 H14 N4 S2'
_chemical_formula_weight         494.57
_chemical_name_systematic        Anthracene-DTTCNQ
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2019-05-11 deposited with the CCDC.	2021-12-22 downloaded from the CCDC.
;
_cell_angle_alpha                61.214(2)
_cell_angle_beta                 89.717(2)
_cell_angle_gamma                73.611(2)
_cell_formula_units_Z            1
_cell_length_a                   7.3775(4)
_cell_length_b                   9.3783(6)
_cell_length_c                   9.4318(6)
_cell_measurement_reflns_used    6751
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      30.3769
_cell_measurement_theta_min      2.4943
_cell_volume                     542.00(6)
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_collection       'APEX3 (Bruker AXS Inc., 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XT, VERSION 2014/5'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Multilayer Mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0980
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_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            27227
_diffrn_reflns_theta_full        30.57
_diffrn_reflns_theta_max         30.57
_diffrn_reflns_theta_min         2.49
_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'
_exptl_absorpt_coefficient_mu    0.276
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            'Dark Green/ Black'
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             254
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.443
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3315
_refine_ls_number_restraints     158
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.1006
_refine_ls_R_factor_gt           0.0687
_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)+(0.0347P)²+0.6906P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1415
_reflns_number_gt                2520
_reflns_number_total             3315
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1mh01767e2.cif
_cod_data_source_block           Anthracene-DTTCNQ
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 1565832.cif.
;
_cod_database_code               1565832
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_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.5972(3) 0.1628(3) 0.9594(3) 0.0186(4) Uani d . . . 1.0 . .
C C2 0.6652(3) 0.1941(3) 0.8076(2) 0.0150(4) Uani d . . . 1.0 . .
C C3 0.8222(3) 0.0495(3) 0.8314(2) 0.0173(4) Uani d . . . 1.0 . .
C C4 0.5886(3) 0.3423(3) 0.6588(2) 0.0137(4) Uani d . . . 1.0 . .
C C5 0.4526(3) 0.4955(3) 0.6462(2) 0.0137(4) Uani d U . D 1.0 . .
C C6 0.3661(3) 0.6445(3) 0.4963(2) 0.0135(4) Uani d U . D 1.0 . .
C C7 0.2493(19) 0.7797(16) 0.5210(17) 0.0168(17) Uani d U P D 0.598(3) A 1
H H7 0.1812 0.8916 0.4343 0.02 Uiso calc U P R 0.598(3) A 1
C C8 0.2471(8) 0.7296(6) 0.6817(6) 0.0161(10) Uani d U P D 0.598(3) A 1
H H8 0.176 0.8023 0.72 0.019 Uiso calc U P R 0.598(3) A 1
S S1 0.3857(5) 0.5223(4) 0.8078(3) 0.0161(4) Uani d U P D 0.598(3) A 1
C C7A 0.404(3) 0.523(2) 0.7820(16) 0.014(2) Uani d U P D 0.402(3) A 2
H H7A 0.4533 0.4402 0.8938 0.017 Uiso calc U P R 0.402(3) A 2
C C8A 0.2782(13) 0.6835(10) 0.7278(9) 0.0147(13) Uani d U P D 0.402(3) A 2
H H8A 0.2272 0.7236 0.7995 0.018 Uiso calc U P R 0.402(3) A 2
S S1A 0.2212(7) 0.8050(5) 0.5209(6) 0.0160(6) Uani d U P D 0.402(3) A 2
C C9 0.0393(3) 0.5059(3) 0.3509(2) 0.0158(4) Uani d . . . 1.0 . .
C C10 0.0823(3) 0.5061(3) 0.2028(3) 0.0187(4) Uani d . . . 1.0 . .
H H10 0.0275 0.6072 0.1002 0.022 Uiso calc U . R 1.0 . .
C C11 0.2014(3) 0.3623(3) 0.2076(3) 0.0203(5) Uani d . . . 1.0 . .
H H11 0.2276 0.3638 0.1083 0.024 Uiso calc U . R 1.0 . .
C C12 0.2860(3) 0.2111(3) 0.3593(3) 0.0206(5) Uani d . . . 1.0 . .
H H12 0.3697 0.1125 0.3607 0.025 Uiso calc U . R 1.0 . .
C C13 0.2488(3) 0.2052(3) 0.5030(3) 0.0190(4) Uani d . . . 1.0 . .
H H13 0.3058 0.1022 0.6037 0.023 Uiso calc U . R 1.0 . .
C C14 0.1251(3) 0.3518(3) 0.5044(3) 0.0159(4) Uani d . . . 1.0 . .
C C15 0.0833(3) 0.3499(3) 0.6498(3) 0.0168(4) Uani d . . . 1.0 . .
H H15 0.1396 0.2481 0.7516 0.02 Uiso calc U . R 1.0 . .
N N1 0.5475(3) 0.1246(3) 1.0841(2) 0.0258(5) Uani d . . . 1.0 . .
N N2 0.9515(3) -0.0686(3) 0.8623(2) 0.0249(4) Uani d . . . 1.0 . .
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'
S S 0.1246 0.1234 '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_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . 174.7(2) ?
C4 C2 C3 . . 124.69(19) ?
C4 C2 C1 . . 124.68(19) ?
C3 C2 C1 . . 110.63(18) ?
N2 C3 C2 . . 174.8(2) ?
C2 C4 C5 . . 122.10(18) ?
C2 C4 C6 . 2_666 122.76(19) ?
C5 C4 C6 . 2_666 115.11(17) ?
C6 C5 C7A . . 111.0(7) ?
C6 C5 C4 . . 123.11(18) ?
C7A C5 C4 . . 125.6(7) ?
C6 C5 S1 . . 111.46(17) ?
C4 C5 S1 . . 125.37(17) ?
C5 C6 C7 . . 111.0(6) ?
C5 C6 C4 . 2_666 121.75(18) ?
C7 C6 C4 . 2_666 126.9(6) ?
C5 C6 S1A . . 112.3(2) ?
C4 C6 S1A 2_666 . 125.8(2) ?
C8 C7 C6 . . 112.5(9) ?
C8 C7 H7 . . 123.8 ?
C6 C7 H7 . . 123.8 ?
C7 C8 S1 . . 112.7(6) ?
C7 C8 H8 . . 123.6 ?
S1 C8 H8 . . 123.6 ?
C8 S1 C5 . . 92.3(3) ?
C8A C7A C5 . . 110.9(11) ?
C8A C7A H7A . . 124.5 ?
C5 C7A H7A . . 124.5 ?
C7A C8A S1A . . 113.9(8) ?
C7A C8A H8A . . 123.0 ?
S1A C8A H8A . . 123.0 ?
C8A S1A C6 . . 91.7(4) ?
C15 C9 C10 2_566 . 121.97(19) ?
C15 C9 C14 2_566 . 119.45(19) ?
C10 C9 C14 . . 118.58(19) ?
C11 C10 C9 . . 120.6(2) ?
C11 C10 H10 . . 119.7 ?
C9 C10 H10 . . 119.7 ?
C10 C11 C12 . . 120.6(2) ?
C10 C11 H11 . . 119.7 ?
C12 C11 H11 . . 119.7 ?
C13 C12 C11 . . 120.8(2) ?
C13 C12 H12 . . 119.6 ?
C11 C12 H12 . . 119.6 ?
C12 C13 C14 . . 120.7(2) ?
C12 C13 H13 . . 119.6 ?
C14 C13 H13 . . 119.6 ?
C15 C14 C13 . . 122.2(2) ?
C15 C14 C9 . . 119.04(19) ?
C13 C14 C9 . . 118.77(19) ?
C9 C15 C14 2_566 . 121.51(19) ?
C9 C15 H15 2_566 . 119.2 ?
C14 C15 H15 . . 119.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.145(3) ?
C1 C2 . 1.435(3) ?
C2 C4 . 1.381(3) ?
C2 C3 . 1.433(3) ?
C3 N2 . 1.148(3) ?
C4 C5 . 1.452(3) ?
C4 C6 2_666 1.453(3) ?
C5 C6 . 1.401(3) ?
C5 C7A . 1.447(12) ?
C5 S1 . 1.709(3) ?
C6 C7 . 1.439(10) ?
C6 C4 2_666 1.453(3) ?
C6 S1A . 1.700(4) ?
C7 C8 . 1.356(14) ?
C7 H7 . 0.95 ?
C8 S1 . 1.704(5) ?
C8 H8 . 0.95 ?
C7A C8A . 1.367(16) ?
C7A H7A . 0.95 ?
C8A S1A . 1.697(8) ?
C8A H8A . 0.95 ?
C9 C15 2_566 1.396(3) ?
C9 C10 . 1.430(3) ?
C9 C14 . 1.436(3) ?
C10 C11 . 1.366(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.415(3) ?
C11 H11 . 0.95 ?
C12 C13 . 1.360(3) ?
C12 H12 . 0.95 ?
C13 C14 . 1.425(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.398(3) ?
C15 C9 2_566 1.396(3) ?
C15 H15 . 0.95 ?
