#------------------------------------------------------------------------------
#$Date: 2022-06-06 04:57:15 +0300 (Mon, 06 Jun 2022) $
#$Revision: 275809 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/14/7061490.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_7061490
loop_
_publ_author_name
'Leong, Chanel F.'
'Chan, Bun'
'Liu, Tianfu'
'Moore, Harrison S.'
'Hod, Idan'
'Solomon, Marcello B.'
'Usov, Pavel M.'
'Hupp, Joseph T.'
'Farha, Omar'
'D’Alessandro, Deanna M.'
_publ_section_title
;
 Charge transfer in mixed and segregated stacks of tetrathiafulvalene,
 tetrathianaphthalene and naphthalene diimide: a structural, spectroscopic
 and computational study
;
_journal_issue                   21
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10026
_journal_page_last               10036
_journal_paper_doi               10.1039/D2NJ00643J
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C24 H12 N4 O4, C6 H4 S4'
_chemical_formula_sum            'C30 H16 N4 O4 S4'
_chemical_formula_weight         624.72
_chemical_name_systematic        beta-TTF-DPNI
_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'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-06-21 deposited with the CCDC.	2022-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.0860(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.3254(2)
_cell_length_b                   8.47110(10)
_cell_length_c                   11.82420(10)
_cell_measurement_reflns_used    15602
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.5190
_cell_measurement_theta_min      3.3500
_cell_volume                     1309.82(3)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_molecular_graphics    'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 10.5861
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            24515
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.895
_diffrn_reflns_theta_min         3.380
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.602
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74059
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_meas      ?
_exptl_crystal_description       'trucated block'
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.855
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2725
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.855
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0282
_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)+(0.0504P)²+0.9902P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0756
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2591
_reflns_number_total             2725
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj00643j2.cif
_cod_data_source_block           beta-TTF-DPNI
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

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

 Adding full bibliography for 7061488--7061490.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061490
_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.
;
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
H1 H 0.1283(16) 0.439(2) 0.0456(18) 0.041(5) Uiso 1 1 d . . . . .
H2 H 0.0595(17) 0.414(3) -0.158(2) 0.052(6) Uiso 1 1 d . . . . .
H14 H -0.3314(13) -0.189(2) -1.1417(16) 0.027(4) Uiso 1 1 d . . . . .
H7 H -0.4151(16) -0.046(2) -0.5201(17) 0.039(5) Uiso 1 1 d . . . . .
H13 H -0.2536(14) -0.141(2) -0.9501(15) 0.027(4) Uiso 1 1 d . . . . .
H5 H -0.2310(14) 0.272(2) -0.6336(17) 0.034(5) Uiso 1 1 d . . . . .
H4 H -0.1559(15) 0.320(2) -0.4367(17) 0.038(5) Uiso 1 1 d . . . . .
H9 H -0.3341(14) 0.011(2) -0.3318(17) 0.035(5) Uiso 1 1 d . . . . .
S1 S 0.08539(3) 0.19132(4) 0.10139(3) 0.02792(11) Uani 1 1 d . . . . .
S2 S 0.00341(3) 0.15456(5) -0.14841(3) 0.03249(11) Uani 1 1 d . . . . .
O2 O -0.52382(8) 0.20081(13) -0.68213(9) 0.0301(2) Uani 1 1 d . . . . .
O1 O -0.23928(7) -0.05636(13) -0.74148(8) 0.0282(2) Uani 1 1 d . . . . .
N1 N -0.38068(8) 0.07642(13) -0.71330(9) 0.0203(2) Uani 1 1 d . . . . .
C14 C -0.36828(10) -0.13826(15) -1.09183(11) 0.0213(3) Uani 1 1 d . . . . .
C13 C -0.32074(10) -0.10805(16) -0.97735(11) 0.0211(3) Uani 1 1 d . . . . .
N2 N -0.23976(10) 0.17103(16) -0.36817(11) 0.0314(3) Uani 1 1 d . . . . .
C12 C -0.47587(9) 0.01615(14) -0.94294(11) 0.0175(2) Uani 1 1 d . . . . .
C10 C -0.32367(10) -0.00729(15) -0.78236(11) 0.0206(3) Uani 1 1 d . . . . .
C11 C -0.37356(9) -0.03246(14) -0.90395(11) 0.0185(2) Uani 1 1 d . . . . .
C15 C -0.46890(9) -0.09424(14) -1.13100(11) 0.0191(2) Uani 1 1 d . . . . .
C6 C -0.33185(10) 0.10829(15) -0.59531(11) 0.0206(3) Uani 1 1 d . . . . .
C9 C -0.48118(10) 0.12964(15) -0.74877(11) 0.0210(3) Uani 1 1 d . . . . .
C7 C -0.36308(10) 0.02885(17) -0.50604(12) 0.0249(3) Uani 1 1 d . . . . .
C8 C -0.31448(12) 0.06451(19) -0.39449(13) 0.0305(3) Uani 1 1 d . . . . .
C5 C -0.25384(11) 0.21780(16) -0.57158(12) 0.0253(3) Uani 1 1 d . . . . .
C4 C -0.21068(11) 0.24431(18) -0.45655(13) 0.0293(3) Uani 1 1 d . . . . .
C3 C 0.01839(10) 0.07136(18) -0.00980(11) 0.0260(3) Uani 1 1 d . . . . .
C2 C 0.06019(13) 0.33343(19) -0.10027(14) 0.0337(3) Uani 1 1 d . . . . .
C1 C 0.09640(12) 0.35033(18) 0.01144(13) 0.0309(3) 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 0.0180 0.0090 '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 0.0310 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0490 0.0320 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3330 0.5570 '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
C1 S1 C3 94.62(7) . . ?
C2 S2 C3 94.57(7) . . ?
C9 N1 C10 125.47(11) . . ?
C9 N1 C6 117.13(10) . . ?
C10 N1 C6 117.39(10) . . ?
C15 C14 C13 120.17(11) . . ?
C11 C13 C14 120.17(12) . . ?
C8 N2 C4 116.57(13) . . ?
C12 C12 C15 119.29(14) 3_453 3_453 ?
C12 C12 C11 119.39(14) 3_453 . ?
C15 C12 C11 121.31(12) 3_453 . ?
O1 C10 N1 120.33(12) . . ?
O1 C10 C11 123.29(12) . . ?
N1 C10 C11 116.38(11) . . ?
C13 C11 C12 120.53(12) . . ?
C13 C11 C10 119.43(11) . . ?
C12 C11 C10 120.00(11) . . ?
C14 C15 C12 120.43(12) . 3_453 ?
C14 C15 C9 119.66(11) . 3_453 ?
C12 C15 C9 119.90(11) 3_453 3_453 ?
C7 C6 C5 119.82(12) . . ?
C7 C6 N1 120.01(12) . . ?
C5 C6 N1 120.17(12) . . ?
O2 C9 N1 120.34(12) . . ?
O2 C9 C15 122.90(12) . 3_453 ?
N1 C9 C15 116.77(11) . 3_453 ?
C6 C7 C8 117.81(13) . . ?
N2 C8 C7 124.05(14) . . ?
C6 C5 C4 117.46(13) . . ?
N2 C4 C5 124.27(13) . . ?
C3 C3 S2 122.83(14) 3 . ?
C3 C3 S1 122.70(15) 3 . ?
S2 C3 S1 114.47(8) . . ?
C1 C2 S2 118.21(13) . . ?
C2 C1 S1 117.96(12) . . ?
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
S1 C1 1.7399(16) . ?
S1 C3 1.7626(14) . ?
S2 C2 1.7398(16) . ?
S2 C3 1.7598(14) . ?
O2 C9 1.2163(16) . ?
O1 C10 1.2091(16) . ?
N1 C9 1.3988(16) . ?
N1 C10 1.4091(16) . ?
N1 C6 1.4469(16) . ?
C14 C15 1.3829(18) . ?
C14 C13 1.4033(19) . ?
C13 C11 1.3761(17) . ?
N2 C8 1.335(2) . ?
N2 C4 1.336(2) . ?
C12 C12 1.406(2) 3_453 ?
C12 C15 1.4110(17) 3_453 ?
C12 C11 1.4139(17) . ?
C10 C11 1.4787(17) . ?
C15 C12 1.4110(17) 3_453 ?
C15 C9 1.4798(18) 3_453 ?
C6 C7 1.3817(19) . ?
C6 C5 1.3813(19) . ?
C9 C15 1.4798(18) 3_453 ?
C7 C8 1.386(2) . ?
C5 C4 1.389(2) . ?
C3 C3 1.341(3) 3 ?
C2 C1 1.324(2) . ?
