#------------------------------------------------------------------------------
#$Date: 2017-01-09 05:03:48 +0200 (Mon, 09 Jan 2017) $
#$Revision: 190067 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/70/7227054.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_7227054
loop_
_publ_author_name
'Sutton, Ashley L.'
'Abrahams, Brendan F.'
'D'Alessandro, Deanna M.'
'Hudson, Timothy A.'
'Robson, Richard'
'Usov, Pavel M.'
_publ_section_title
;
 Structural and optical investigations of charge transfer complexes
 involving the radical anions of TCNQ and F4TCNQ
;
_journal_issue                   46
_journal_name_full               CrystEngComm
_journal_page_first              8906
_journal_paper_doi               10.1039/C6CE02015A
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C50 H30 N10'
_chemical_formula_weight         770.84
_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_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-10-24 deposited with the CCDC.
2016-10-31 downloaded from the CCDC.
;
_cell_angle_alpha                90.196(6)
_cell_angle_beta                 97.753(6)
_cell_angle_gamma                97.100(6)
_cell_formula_units_Z            1
_cell_length_a                   7.7053(5)
_cell_length_b                   10.2744(7)
_cell_length_c                   12.1391(9)
_cell_measurement_reflns_used    2059
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      73.6924
_cell_measurement_theta_min      3.6725
_cell_volume                     944.74(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      130.01(10)
_diffrn_detector_area_resol_mean 10.2273
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6227
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.983
_diffrn_reflns_theta_min         3.676
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.884
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_colour            'Dark Purple'
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_description       Plate
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.3249
_exptl_crystal_size_mid          0.1971
_exptl_crystal_size_min          0.0419
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3568
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0460
_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)+(0.0738P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1203
_refine_ls_wR_factor_ref         0.1313
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2829
_reflns_number_total             3568
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce02015a2.cif
_cod_data_source_block           4TCNQ
_cod_depositor_comments
'Adding full bibliography for 7227043--7227054.cif.'
_cod_database_code               7227054
_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, -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
N5 N 0.51348(18) 0.04477(13) 0.80369(11) 0.0265(3) Uani 1 1 d . .
C16 C 0.5972(2) -0.14367(15) 0.90043(12) 0.0248(3) Uani 1 1 d . .
C15 C 0.4955(2) -0.08411(15) 0.81517(13) 0.0267(3) Uani 1 1 d . .
H15 H 0.4116 -0.1375 0.7643 0.032 Uiso 1 1 calc R U
C14 C 0.7319(2) 0.07635(16) 0.96263(14) 0.0289(4) Uani 1 1 d . .
H14 H 0.8113 0.1334 1.0132 0.035 Uiso 1 1 calc R U
C17 C 0.7200(2) -0.06072(15) 0.97647(13) 0.0255(3) Uani 1 1 d . .
C21 C 0.5793(2) -0.28098(16) 0.91204(13) 0.0282(4) Uani 1 1 d . .
H21 H 0.4968 -0.3359 0.8615 0.034 Uiso 1 1 calc R U
C13 C 0.6300(2) 0.12702(16) 0.87713(14) 0.0299(4) Uani 1 1 d . .
H13 H 0.6391 0.2193 0.8679 0.036 Uiso 1 1 calc R U
C18 C 0.8237(2) -0.11964(17) 1.06280(14) 0.0311(4) Uani 1 1 d . .
H18 H 0.9069 -0.0665 1.1143 0.037 Uiso 1 1 calc R U
C24 C 0.3255(2) -0.00469(16) 0.51691(14) 0.0288(4) Uani 1 1 d . .
H24 H 0.2054 -0.0084 0.5282 0.035 Uiso 1 1 calc R U
C22 C 0.4107(2) 0.10108(16) 0.70648(13) 0.0309(4) Uani 1 1 d . .
H22A H 0.4366 0.1979 0.7097 0.037 Uiso 1 1 calc R U
H22B H 0.2828 0.0776 0.7092 0.037 Uiso 1 1 calc R U
C25 C 0.3669(2) -0.05337(16) 0.41836(14) 0.0287(4) Uani 1 1 d . .
H25 H 0.2752 -0.0897 0.3625 0.034 Uiso 1 1 calc R U
C20 C 0.6815(2) -0.33447(17) 0.99658(14) 0.0325(4) Uani 1 1 d . .
H20 H 0.6701 -0.4270 1.0046 0.039 Uiso 1 1 calc R U
C23 C 0.4576(2) 0.04935(15) 0.59914(13) 0.0263(3) Uani 1 1 d . .
C19 C 0.8041(2) -0.25312(18) 1.07215(14) 0.0323(4) Uani 1 1 d . .
H19 H 0.8742 -0.2918 1.1305 0.039 Uiso 1 1 calc R U
C7 C 0.2424(2) 0.39442(15) 0.57669(13) 0.0242(3) Uani 1 1 d . .
H7 H 0.3662 0.4020 0.5750 0.029 Uiso 1 1 calc R U
C8 C -0.0585(2) 0.31828(15) 0.49444(13) 0.0243(3) Uani 1 1 d . .
H8 H -0.1401 0.2739 0.4367 0.029 Uiso 1 1 calc R U
C4 C -0.00428(19) 0.43909(14) 0.67078(12) 0.0227(3) Uani 1 1 d . .
N2 N -0.39945(18) 0.43610(13) 0.78065(12) 0.0302(3) Uani 1 1 d . .
C9 C 0.12583(19) 0.32778(14) 0.48737(13) 0.0229(3) Uani 1 1 d . .
C5 C 0.18076(19) 0.44734(15) 0.66411(13) 0.0237(3) Uani 1 1 d . .
H5 H 0.2624 0.4909 0.7222 0.028 Uiso 1 1 calc R U
C11 C 0.3700(2) 0.28606(15) 0.38458(13) 0.0247(3) Uani 1 1 d . .
N4 N -0.0251(2) 0.11858(15) 0.25716(13) 0.0408(4) Uani 1 1 d . .
N3 N 0.51843(18) 0.29749(14) 0.37660(12) 0.0306(3) Uani 1 1 d . .
C3 C -0.0708(2) 0.49399(15) 0.76102(13) 0.0247(3) Uani 1 1 d . .
N1 N 0.13329(19) 0.62720(15) 0.91873(13) 0.0363(4) Uani 1 1 d . .
C10 C 0.1875(2) 0.27309(14) 0.39550(13) 0.0243(3) Uani 1 1 d . .
C12 C 0.0726(2) 0.18922(15) 0.31706(14) 0.0283(4) Uani 1 1 d . .
C1 C 0.0413(2) 0.56785(15) 0.84842(13) 0.0263(3) Uani 1 1 d . .
C6 C -0.11989(19) 0.37142(15) 0.58219(13) 0.0241(3) Uani 1 1 d . .
H6 H -0.2436 0.3630 0.5842 0.029 Uiso 1 1 calc R U
C2 C -0.2519(2) 0.46550(14) 0.77289(12) 0.0237(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 0.0181 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'
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
C15 N5 C13 121.46(14) . .
C15 N5 C22 118.90(14) . .
C13 N5 C22 119.59(14) . .
C15 C16 C21 121.66(15) . .
C15 C16 C17 117.85(14) . .
C21 C16 C17 120.50(15) . .
N5 C15 C16 121.65(15) . .
C13 C14 C17 120.22(15) . .
C14 C17 C18 122.99(15) . .
C14 C17 C16 118.60(15) . .
C18 C17 C16 118.41(15) . .
C20 C21 C16 119.49(15) . .
C14 C13 N5 120.20(15) . .
C19 C18 C17 119.99(16) . .
C25 C24 C23 120.68(16) . .
N5 C22 C23 110.39(12) . .
C24 C25 C23 120.31(16) . 2_656
C21 C20 C19 120.46(16) . .
C24 C23 C25 119.01(15) . 2_656
C24 C23 C22 120.12(15) . .
C25 C23 C22 120.87(16) 2_656 .
C18 C19 C20 121.16(16) . .
C5 C7 C9 121.54(14) . .
C6 C8 C9 121.38(14) . .
C3 C4 C6 120.97(14) . .
C3 C4 C5 122.34(14) . .
C6 C4 C5 116.69(13) . .
C10 C9 C7 122.29(13) . .
C10 C9 C8 120.75(14) . .
C7 C9 C8 116.96(14) . .
C7 C5 C4 121.58(14) . .
N3 C11 C10 179.31(18) . .
C4 C3 C2 120.07(14) . .
C4 C3 C1 122.24(14) . .
C2 C3 C1 117.39(13) . .
C9 C10 C12 121.22(14) . .
C9 C10 C11 121.66(14) . .
C12 C10 C11 116.69(14) . .
N4 C12 C10 176.80(18) . .
N1 C1 C3 179.40(17) . .
C8 C6 C4 121.85(14) . .
N2 C2 C3 176.65(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N5 C15 1.324(2) .
N5 C13 1.381(2) .
N5 C22 1.490(2) .
C16 C15 1.401(2) .
C16 C21 1.410(2) .
C16 C17 1.426(2) .
C14 C13 1.360(2) .
C14 C17 1.412(2) .
C17 C18 1.415(2) .
C21 C20 1.367(2) .
C18 C19 1.368(2) .
C24 C25 1.386(2) .
C24 C23 1.387(2) .
C22 C23 1.510(2) .
C25 C23 1.392(2) 2_656
C20 C19 1.414(2) .
C23 C25 1.392(2) 2_656
C7 C5 1.358(2) .
C7 C9 1.425(2) .
C8 C6 1.361(2) .
C8 C9 1.425(2) .
C4 C3 1.414(2) .
C4 C6 1.420(2) .
C4 C5 1.431(2) .
N2 C2 1.157(2) .
C9 C10 1.411(2) .
C11 N3 1.152(2) .
C11 C10 1.420(2) .
N4 C12 1.156(2) .
C3 C2 1.416(2) .
C3 C1 1.426(2) .
N1 C1 1.153(2) .
C10 C12 1.418(2) .
