#------------------------------------------------------------------------------
#$Date: 2017-01-09 04:03:48 +0100 (lun 09 de ene de 2017) $
#$Revision: 190067 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/70/7227051.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_7227051
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            'C26 H23 N6'
_chemical_formula_weight         419.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_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
_cell_angle_beta                 96.103(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.6649(3)
_cell_length_b                   7.0560(2)
_cell_length_c                   16.1763(6)
_cell_measurement_reflns_used    2965
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      73.8172
_cell_measurement_theta_min      4.5974
_cell_volume                     1096.90(6)
_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(2)
_diffrn_detector_area_resol_mean 10.2273
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_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  0.0935
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7220
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.981
_diffrn_reflns_theta_min         4.601
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.910
_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    1.270
_exptl_crystal_description       'Thin Plate'
_exptl_crystal_F_000             442
_exptl_crystal_size_max          0.2176
_exptl_crystal_size_mid          0.1666
_exptl_crystal_size_min          0.0192
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2362
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0563
_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)+(0.0986P)²+0.0320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1452
_refine_ls_wR_factor_ref         0.1568
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2000
_reflns_number_total             2362
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce02015a2.cif
_cod_data_source_block           10TCNQ
_cod_depositor_comments
'Adding full bibliography for 7227043--7227054.cif.'
_cod_database_code               7227051
_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'
'-x, -y, -z'
'x, -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
_atom_site_refinement_flags_occupancy
C10 C 0.95749(17) 0.2500 0.86827(11) 0.0276(4) Uani 1 2 d S T P
N3 N 0.60905(19) 0.2500 0.62727(11) 0.0430(4) Uani 1 2 d S T P
N1 N 0.82430(15) 0.2500 0.81580(9) 0.0289(3) Uani 1 2 d S T P
C24 C 0.6507(2) 0.2500 0.10662(13) 0.0373(4) Uani 1 2 d S T P
C23 C 0.7246(2) 0.2500 0.18733(11) 0.0321(4) Uani 1 2 d S T P
C25 C 0.8708(2) 0.2500 0.19134(11) 0.0321(4) Uani 1 2 d S T P
C19 C 0.6729(2) 0.2500 0.41208(12) 0.0335(4) Uani 1 2 d S T P
H19 H 0.7286 0.2500 0.4641 0.040 Uiso 1 2 calc R U P
N6 N 0.99165(18) 0.2500 0.19804(11) 0.0400(4) Uani 1 2 d S T P
N5 N 0.5926(2) 0.2500 0.04053(12) 0.0543(5) Uani 1 2 d S T P
C12 C 0.74055(13) 0.07792(19) 0.82679(8) 0.0353(3) Uani 1 1 d . . .
H12A H 0.7969 -0.0350 0.8192 0.053 Uiso 1 1 calc R U .
H12B H 0.6585 0.0776 0.7856 0.053 Uiso 1 1 calc R U .
H12C H 0.7108 0.0772 0.8829 0.053 Uiso 1 1 calc R U .
C13 C 0.93991(14) 0.07678(19) 0.63379(8) 0.0364(3) Uani 1 1 d . . .
H13C H 0.8460 0.0751 0.6042 0.055 Uiso 1 1 calc R U .
H13A H 0.9533 -0.0357 0.6693 0.055 Uiso 1 1 calc R U .
H13B H 1.0086 0.0766 0.5934 0.055 Uiso 1 1 calc R U .
H1 H 0.877(3) 0.2500 0.7401(19) 0.064(8) Uiso 1 2 d S . P
N2 N 0.95784(15) 0.2500 0.68597(9) 0.0288(3) Uani 1 2 d S T P
C4 C 1.33881(18) 0.2500 0.84428(11) 0.0310(4) Uani 1 2 d S T P
H4 H 1.4244 0.2500 0.8791 0.037 Uiso 1 2 calc R U P
C2 C 1.21337(19) 0.2500 0.70778(12) 0.0321(4) Uani 1 2 d S T P
H2 H 1.2145 0.2500 0.6491 0.039 Uiso 1 2 calc R U P
C6 C 1.08235(16) 0.2500 0.82830(10) 0.0258(4) Uani 1 2 d S T P
C7 C 1.21192(19) 0.2500 0.96785(12) 0.0330(4) Uani 1 2 d S T P
H7 H 1.2979 0.2500 1.0023 0.040 Uiso 1 2 calc R U P
C5 C 1.21182(18) 0.2500 0.88061(11) 0.0281(4) Uani 1 2 d S T P
C9 C 0.96124(19) 0.2500 0.95276(11) 0.0332(4) Uani 1 2 d S T P
H9 H 0.8767 0.2500 0.9779 0.040 Uiso 1 2 calc R U P
C8 C 1.0897(2) 0.2500 1.00326(12) 0.0362(4) Uani 1 2 d S T P
H8 H 1.0912 0.2500 1.0621 0.043 Uiso 1 2 calc R U P
C1 C 1.08950(18) 0.2500 0.74107(11) 0.0279(4) Uani 1 2 d S T P
C3 C 1.34010(18) 0.2500 0.76017(12) 0.0331(4) Uani 1 2 d S T P
H3 H 1.4261 0.2500 0.7367 0.040 Uiso 1 2 calc R U P
C21 C 0.73590(19) 0.2500 0.34053(12) 0.0326(4) Uani 1 2 d S T P
H21 H 0.8346 0.2500 0.3440 0.039 Uiso 1 2 calc R U P
N4 N 0.19530(18) 0.2500 0.48611(10) 0.0414(4) Uani 1 2 d S T P
C15 C 0.3154(2) 0.2500 0.48580(11) 0.0336(4) Uani 1 2 d S T P
C20 C 0.51140(19) 0.2500 0.25926(11) 0.0315(4) Uani 1 2 d S T P
H20 H 0.4558 0.2500 0.2072 0.038 Uiso 1 2 calc R U P
C22 C 0.65798(18) 0.2500 0.26100(11) 0.0294(4) Uani 1 2 d S T P
C18 C 0.44773(19) 0.2500 0.33093(11) 0.0317(4) Uani 1 2 d S T P
H18 H 0.3490 0.2500 0.3274 0.038 Uiso 1 2 calc R U P
C16 C 0.4613(2) 0.2500 0.48501(11) 0.0328(4) Uani 1 2 d S T P
C14 C 0.5414(2) 0.2500 0.56388(12) 0.0342(4) Uani 1 2 d S T P
C17 C 0.52595(19) 0.2500 0.41037(11) 0.0307(4) Uani 1 2 d S T P
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
C9 C10 C6 121.34(16) . .
C9 C10 N1 120.60(16) . .
C6 C10 N1 118.06(15) . .
C10 N1 C12 112.86(9) . 4_565
C10 N1 C12 112.86(9) . .
C12 N1 C12 110.20(14) 4_565 .
N5 C24 C23 178.9(2) . .
C25 C23 C22 120.41(16) . .
C25 C23 C24 116.54(17) . .
C22 C23 C24 123.05(18) . .
N6 C25 C23 177.30(19) . .
C21 C19 C17 121.34(18) . .
C1 N2 C13 112.63(9) . .
C1 N2 C13 112.63(9) . 4_565
C13 N2 C13 110.78(14) . 4_565
C3 C4 C5 120.99(16) . .
C1 C2 C3 120.28(18) . .
C1 C6 C10 125.63(16) . .
C1 C6 C5 117.04(15) . .
C10 C6 C5 117.33(16) . .
C8 C7 C5 120.69(17) . .
C7 C5 C4 120.43(16) . .
C7 C5 C6 119.86(16) . .
C4 C5 C6 119.71(16) . .
C10 C9 C8 120.54(17) . .
C7 C8 C9 120.25(18) . .
C2 C1 C6 122.00(16) . .
C2 C1 N2 119.92(16) . .
C6 C1 N2 118.08(15) . .
C4 C3 C2 119.98(17) . .
C19 C21 C22 121.82(17) . .
N4 C15 C16 179.7(2) . .
C18 C20 C22 121.52(17) . .
C23 C22 C20 121.90(16) . .
C23 C22 C21 121.23(17) . .
C20 C22 C21 116.86(16) . .
C20 C18 C17 121.49(17) . .
C15 C16 C17 122.60(17) . .
C15 C16 C14 116.20(17) . .
C17 C16 C14 121.20(18) . .
N3 C14 C16 178.6(2) . .
C16 C17 C19 120.97(17) . .
C16 C17 C18 122.06(17) . .
C19 C17 C18 116.97(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C10 C9 1.363(3) .
C10 C6 1.428(2) .
C10 N1 1.465(2) .
N3 C14 1.156(3) .
N1 C12 1.4804(15) 4_565
N1 C12 1.4804(15) .
C24 N5 1.154(3) .
C24 C23 1.420(3) .
C23 C25 1.408(3) .
C23 C22 1.414(3) .
C25 N6 1.161(3) .
C19 C21 1.364(3) .
C19 C17 1.418(3) .
C13 N2 1.4850(15) .
N2 C1 1.474(2) .
N2 C13 1.4851(15) 4_565
C4 C3 1.362(3) .
C4 C5 1.416(2) .
C2 C1 1.364(3) .
C2 C3 1.413(3) .
C6 C1 1.420(2) .
C6 C5 1.434(2) .
C7 C8 1.367(3) .
C7 C5 1.411(3) .
C9 C8 1.412(3) .
C21 C22 1.420(3) .
N4 C15 1.161(3) .
C15 C16 1.412(3) .
C20 C18 1.369(3) .
C20 C22 1.414(3) .
C18 C17 1.420(3) .
C16 C17 1.417(3) .
C16 C14 1.420(3) .
