#------------------------------------------------------------------------------
#$Date: 2016-04-05 17:28:14 +0200 (mar 05 de abr de 2016) $
#$Revision: 181608 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/43/7224338.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_7224338
loop_
_publ_author_name
'Huo, Peng'
'Li, Yan-Hong'
'Xue, Li-Jun'
'Chen, Ting'
'Yu, Lei'
'Zhu, Qin-Yu'
'Dai, Jie'
_publ_section_title
;
 Effect of conjugated structures of bipyridinium cations on ion assembly
 and charge-transfer of their tetrathiafulvalene-bicarboxylate salts
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              1904
_journal_paper_doi               10.1039/C6CE00180G
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C36 H40 N2 O11 S12'
_chemical_formula_weight         1061.49
_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   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-02-05 deposited with the CCDC.
2016-02-05 downloaded from the CCDC.
;
_cell_angle_alpha                107.14(3)
_cell_angle_beta                 106.56(3)
_cell_angle_gamma                94.37(3)
_cell_formula_units_Z            1
_cell_length_a                   9.5145(19)
_cell_length_b                   9.960(2)
_cell_length_c                   13.139(3)
_cell_measurement_reflns_used    5630
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     1122.9(5)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 14.63
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0839
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10281
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.439
_diffrn_reflns_theta_min         3.092
_exptl_absorpt_coefficient_mu    0.646
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_description       Chip
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.155(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         4971
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0424
_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)+(0.0430P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1141
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3637
_reflns_number_total             4971
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce00180g2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7224337--7224339.cif.'
_cod_original_cell_volume        1122.8(5)
_cod_database_code               7224338
_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.
;
_shelx_estimated_absorpt_t_min   0.626
_shelx_estimated_absorpt_t_max   0.855
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
_atom_site_refinement_flags_occupancy
S1 S 0.15529(7) 0.72847(6) 0.29815(5) 0.02543(18) Uani 1 1 d . . .
S2 S -0.15447(7) 0.57963(6) 0.23302(5) 0.02648(19) Uani 1 1 d . . .
S3 S 0.26722(8) 0.49010(7) 0.42741(6) 0.02820(19) Uani 1 1 d . . .
S4 S -0.04978(8) 0.35199(7) 0.34447(6) 0.0304(2) Uani 1 1 d . . .
S5 S 0.35933(8) 0.30698(7) 0.57608(5) 0.0311(2) Uani 1 1 d . . .
S6 S 0.01451(8) 0.14197(7) 0.47035(6) 0.0309(2) Uani 1 1 d . . .
O1 O 0.2052(2) 0.9724(2) 0.24315(17) 0.0400(5) Uani 1 1 d . . .
O2 O -0.0232(2) 0.9987(2) 0.15815(17) 0.0406(5) Uani 1 1 d D . .
O3 O -0.2762(2) 0.8789(2) 0.11017(17) 0.0397(5) Uani 1 1 d . . .
O4 O -0.3917(2) 0.6944(2) 0.13339(16) 0.0363(5) Uani 1 1 d . . .
O5 O -0.6508(3) 0.7320(2) -0.01268(19) 0.0544(7) Uani 1 1 d . . .
H5 H -0.5755 0.7321 0.0370 0.082 Uiso 1 1 calc R U .
O6 O 0.4946(5) -0.0724(5) 0.2853(4) 0.0611(13) Uani 0.5 1 d . . P
N1 N -1.3959(2) 0.6861(2) -0.17831(16) 0.0261(5) Uani 1 1 d . . .
C1 C 0.0112(3) 0.8045(2) 0.23163(19) 0.0229(6) Uani 1 1 d . . .
C2 C -0.1307(3) 0.7371(2) 0.20354(19) 0.0233(6) Uani 1 1 d . . .
C3 C 0.0355(3) 0.5887(2) 0.3025(2) 0.0225(5) Uani 1 1 d . . .
C4 C 0.0817(3) 0.4925(2) 0.3530(2) 0.0236(6) Uani 1 1 d . . .
C5 C 0.2206(3) 0.3517(2) 0.4778(2) 0.0249(6) Uani 1 1 d . . .
C6 C 0.0764(3) 0.2873(2) 0.4370(2) 0.0229(6) Uani 1 1 d . . .
C7 C 0.4397(3) 0.1854(3) 0.4884(3) 0.0448(8) Uani 1 1 d . . .
H7A H 0.3633 0.1087 0.4340 0.067 Uiso 1 1 calc R U .
H7B H 0.5133 0.1477 0.5339 0.067 Uiso 1 1 calc R U .
H7C H 0.4858 0.2347 0.4502 0.067 Uiso 1 1 calc R U .
C8 C -0.1842(3) 0.1093(3) 0.4016(2) 0.0339(7) Uani 1 1 d . . .
H8A H -0.2242 0.1924 0.4311 0.051 Uiso 1 1 calc R U .
H8B H -0.2295 0.0295 0.4151 0.051 Uiso 1 1 calc R U .
H8C H -0.2048 0.0886 0.3221 0.051 Uiso 1 1 calc R U .
C9 C 0.0697(3) 0.9345(3) 0.2102(2) 0.0288(6) Uani 1 1 d . . .
C10 C -0.2771(3) 0.7731(3) 0.1449(2) 0.0269(6) Uani 1 1 d . . .
C11 C -1.2609(3) 0.7561(3) -0.1634(2) 0.0298(6) Uani 1 1 d . . .
H11 H -1.2544 0.8336 -0.1887 0.036 Uiso 1 1 calc R U .
C12 C -1.1334(3) 0.7151(3) -0.1119(2) 0.0283(6) Uani 1 1 d . . .
H12 H -1.0413 0.7655 -0.1019 0.034 Uiso 1 1 calc R U .
C13 C -1.1401(3) 0.5984(2) -0.07419(19) 0.0236(6) Uani 1 1 d . . .
C14 C -1.2818(3) 0.5270(3) -0.0920(2) 0.0275(6) Uani 1 1 d . . .
H14 H -1.2914 0.4479 -0.0691 0.033 Uiso 1 1 calc R U .
C15 C -1.4069(3) 0.5726(3) -0.1432(2) 0.0275(6) Uani 1 1 d . . .
H15 H -1.5004 0.5247 -0.1537 0.033 Uiso 1 1 calc R U .
C16 C -1.5333(3) 0.7296(3) -0.2349(3) 0.0406(7) Uani 1 1 d . . .
H16A H -1.5092 0.8212 -0.2418 0.061 Uiso 1 1 calc R U .
H16B H -1.5997 0.7354 -0.1913 0.061 Uiso 1 1 calc R U .
H16C H -1.5806 0.6605 -0.3083 0.061 Uiso 1 1 calc R U .
C17 C -1.0033(3) 0.5550(2) -0.0191(2) 0.0248(6) Uani 1 1 d . . .
H17 H -0.9134 0.6087 -0.0099 0.030 Uiso 1 1 calc R U .
C18 C -0.6782(5) 0.8693(4) 0.0041(4) 0.0751(13) Uani 1 1 d . . .
H18A H -0.6960 0.9049 0.0748 0.113 Uiso 1 1 calc R U .
H18B H -0.7642 0.8698 -0.0556 0.113 Uiso 1 1 calc R U .
H18C H -0.5935 0.9290 0.0049 0.113 Uiso 1 1 calc R U .
H1 H -0.132(4) 0.951(4) 0.141(3) 0.080(13) Uiso 1 1 d D . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
C1 S1 C3 94.72(12) .
C2 S2 C3 95.48(12) .
C4 S3 C5 95.02(12) .
C6 S4 C4 95.25(12) .
C5 S5 C7 102.34(13) .
C6 S6 C8 103.01(12) .
C11 N1 C15 120.0(2) .
C11 N1 C16 121.1(2) .
C15 N1 C16 118.9(2) .
C2 C1 C9 130.3(2) .
C2 C1 S1 117.56(18) .
C9 C1 S1 112.05(19) .
C1 C2 C10 130.5(2) .
C1 C2 S2 117.1(2) .
C10 C2 S2 112.37(19) .
C4 C3 S1 124.1(2) .
C4 C3 S2 121.1(2) .
S1 C3 S2 114.78(13) .
C3 C4 S4 119.4(2) .
C3 C4 S3 126.0(2) .
S4 C4 S3 114.59(13) .
C6 C5 S5 123.93(19) .
C6 C5 S3 116.51(19) .
S5 C5 S3 119.55(15) .
C5 C6 S6 122.30(19) .
C5 C6 S4 117.86(19) .
S6 C6 S4 119.83(15) .
O1 C9 O2 123.7(2) .
O1 C9 C1 117.2(2) .
O2 C9 C1 119.1(2) .
O4 C10 O3 124.1(2) .
O4 C10 C2 116.6(2) .
O3 C10 C2 119.3(2) .
N1 C11 C12 121.1(2) .
C11 C12 C13 120.6(3) .
C12 C13 C14 116.9(2) .
C12 C13 C17 120.4(2) .
C14 C13 C17 122.7(2) .
C15 C14 C13 120.6(2) .
N1 C15 C14 120.8(2) .
C17 C17 C13 125.4(3) 2_365
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.755(3) .
S1 C3 1.756(3) .
S2 C2 1.736(2) .
S2 C3 1.759(3) .
S3 C4 1.763(3) .
S3 C5 1.774(2) .
S4 C6 1.755(2) .
S4 C4 1.759(3) .
S5 C5 1.751(3) .
S5 C7 1.789(3) .
S6 C6 1.739(2) .
S6 C8 1.805(3) .
O1 C9 1.225(3) .
O2 C9 1.288(3) .
O3 C10 1.266(3) .
O4 C10 1.238(3) .
O5 C18 1.377(4) .
N1 C11 1.346(3) .
N1 C15 1.349(3) .
N1 C16 1.474(3) .
C1 C2 1.357(4) .
C1 C9 1.503(3) .
C2 C10 1.513(4) .
C3 C4 1.351(3) .
C5 C6 1.351(4) .
C11 C12 1.366(4) .
C12 C13 1.396(3) .
C13 C14 1.398(4) .
C13 C17 1.463(3) .
C14 C15 1.371(4) .
C17 C17 1.331(5) 2_365
