#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/54/7215461.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_7215461
loop_
_publ_author_name
'Biet, Thomas'
'Avarvari, Narcis'
_publ_section_title
;
 Electroactive tetrathiafulvalene based pyridine-mono and
 -bis(1,2,3-triazoles) click ligands: synthesis, crystal structures and
 coordination chemistry
;
_journal_issue                   29
_journal_name_full               CrystEngComm
_journal_page_first              6612
_journal_paper_doi               10.1039/c4ce00736k
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C27 H23 N7 S8'
_chemical_formula_sum            'C27 H23 N7 S8'
_chemical_formula_weight         702.00
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.853(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2780(12)
_cell_length_b                   31.812(3)
_cell_length_c                   8.790(4)
_cell_measurement_reflns_used    3034
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      3.66
_cell_volume                     3116.1(15)
_computing_cell_refinement       'Dirax/1sq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  area_detector
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_sigmaI/netI    0.0844
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            16122
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.66
_exptl_absorpt_coefficient_mu    0.606
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3034
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.1353
_refine_ls_R_factor_gt           0.0608
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0407P)²+8.9855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1367
_reflns_number_gt                1721
_reflns_number_total             3034
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00736k2.cif
_cod_data_source_block           3
_cod_depositor_comments
;Adding full bibliography for 7215460--7215464.cif.

The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7215461
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.37521(12) 0.02795(4) 0.39461(16) 0.0632(4) Uani 1 1 d .
S2 S 0.16681(12) 0.05156(4) 0.16688(14) 0.0544(4) Uani 1 1 d .
S3 S 0.43189(14) 0.12467(4) 0.47529(17) 0.0757(5) Uani 1 1 d .
S4 S 0.23777(11) 0.15195(4) 0.23189(13) 0.0501(4) Uani 1 1 d .
N1 N 0.5159(3) 0.24496(10) 0.5488(4) 0.0351(8) Uani 1 1 d .
N2 N 0.6150(3) 0.25720(12) 0.6447(4) 0.0460(10) Uani 1 1 d .
N3 N 0.6816(3) 0.22360(12) 0.6800(4) 0.0513(10) Uani 1 1 d .
N4 N 0.5000 0.28151(13) 0.2500 0.0302(11) Uani 1 2 d S
C1 C 0.2928(4) -0.01290(14) 0.2966(5) 0.0482(12) Uani 1 1 d .
C2 C 0.1983(4) -0.00252(14) 0.1927(5) 0.0489(12) Uani 1 1 d .
C3 C 0.2907(4) 0.06877(14) 0.2985(5) 0.0464(12) Uani 1 1 d .
C4 C 0.3161(4) 0.10976(14) 0.3279(5) 0.0482(12) Uani 1 1 d .
C5 C 0.4272(4) 0.17832(13) 0.4274(5) 0.0386(10) Uani 1 1 d .
C6 C 0.3392(4) 0.18951(13) 0.3155(5) 0.0413(11) Uani 1 1 d .
H6 H 0.3321 0.2173 0.2825 0.050 Uiso 1 1 calc R
C7 C 0.5190(4) 0.20318(13) 0.5202(4) 0.0362(10) Uani 1 1 d .
C8 C 0.6247(4) 0.19060(15) 0.6055(5) 0.0508(12) Uani 1 1 d .
H8 H 0.6533 0.1631 0.6112 0.061 Uiso 1 1 calc R
C9 C 0.3393(5) -0.05633(15) 0.3364(6) 0.0682(15) Uani 1 1 d .
H9A H 0.4083 -0.0547 0.4152 0.102 Uiso 1 1 calc R
H9B H 0.3614 -0.0694 0.2465 0.102 Uiso 1 1 calc R
H9C H 0.2780 -0.0727 0.3731 0.102 Uiso 1 1 calc R
C10 C 0.1155(5) -0.03212(16) 0.0955(6) 0.0686(15) Uani 1 1 d .
H10A H 0.0553 -0.0163 0.0304 0.103 Uiso 1 1 calc R
H10B H 0.0777 -0.0503 0.1609 0.103 Uiso 1 1 calc R
H10C H 0.1605 -0.0487 0.0331 0.103 Uiso 1 1 calc R
C11 C 0.4282(4) 0.27737(13) 0.4948(5) 0.0409(11) Uani 1 1 d .
H11A H 0.4185 0.2959 0.5797 0.049 Uiso 1 1 calc R
H11B H 0.3513 0.2643 0.4591 0.049 Uiso 1 1 calc R
C12 C 0.4658(4) 0.30285(13) 0.3663(5) 0.0376(10) Uani 1 1 d .
C13 C 0.4652(7) 0.34569(15) 0.3698(7) 0.090(2) Uani 1 1 d .
H13 H 0.4416 0.3600 0.4525 0.108 Uiso 1 1 calc R
C14 C 0.5000 0.3673(2) 0.2500 0.144(6) Uani 1 2 d S
H14 H 0.5000 0.3965 0.2500 0.173 Uiso 1 2 calc SR
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 S1 C3 96.0(2) . .
C3 S2 C2 95.4(2) . .
C5 S3 C4 95.4(2) . .
C6 S4 C4 94.2(2) . .
N2 N1 C7 110.9(3) . .
N2 N1 C11 117.0(3) . .
C7 N1 C11 132.1(3) . .
N3 N2 N1 107.5(3) . .
N2 N3 C8 107.8(3) . .
C12 N4 C12 118.8(5) . 2_655
C2 C1 C9 127.0(4) . .
C2 C1 S1 117.5(4) . .
C9 C1 S1 115.5(3) . .
C1 C2 C10 126.7(4) . .
C1 C2 S2 117.0(4) . .
C10 C2 S2 116.4(4) . .
C4 C3 S1 122.7(3) . .
C4 C3 S2 123.3(3) . .
S1 C3 S2 113.9(2) . .
C3 C4 S4 124.8(3) . .
C3 C4 S3 120.9(3) . .
S4 C4 S3 114.3(2) . .
C6 C5 C7 130.9(4) . .
C6 C5 S3 115.3(3) . .
C7 C5 S3 113.7(3) . .
C5 C6 S4 119.7(3) . .
N1 C7 C8 103.3(4) . .
N1 C7 C5 127.1(4) . .
C8 C7 C5 129.5(4) . .
N3 C8 C7 110.4(4) . .
N1 C11 C12 111.8(3) . .
N4 C12 C13 122.0(4) . .
N4 C12 C11 116.8(4) . .
C13 C12 C11 121.3(4) . .
C12 C13 C14 118.9(5) . .
C13 C14 C13 119.6(7) 2_655 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C1 1.746(5) .
S1 C3 1.749(4) .
S2 C3 1.759(4) .
S2 C2 1.764(5) .
S3 C5 1.757(4) .
S3 C4 1.757(4) .
S4 C6 1.737(4) .
S4 C4 1.751(5) .
N1 N2 1.349(5) .
N1 C7 1.354(5) .
N1 C11 1.457(5) .
N2 N3 1.316(5) .
N3 C8 1.347(6) .
N4 C12 1.333(5) .
N4 C12 1.333(5) 2_655
C1 C2 1.334(6) .
C1 C9 1.500(6) .
C2 C10 1.498(6) .
C3 C4 1.351(6) .
C5 C6 1.334(5) .
C5 C7 1.450(6) .
C7 C8 1.366(6) .
C11 C12 1.503(6) .
C12 C13 1.363(6) .
C13 C14 1.364(6) .
C14 C13 1.364(6) 2_655
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139198455
