#------------------------------------------------------------------------------
#$Date: 2019-11-28 18:54:16 +0100 (jue 28 de nov de 2019) $
#$Revision: 244449 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/88/7238891.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_7238891
loop_
_publ_author_name
'Pop, Flavia'
'Ding, Jie'
'Daku, Latévi Max Lawson'
'Hauser, Andreas'
'Avarvari, Narcis'
_publ_section_title
;
 Tetrathiafulvalene-s-tetrazine: versatile platform for donor--acceptor
 systems and multifunctional ligands
;
_journal_issue                   10
_journal_name_full               'RSC Advances'
_journal_page_first              3218
_journal_paper_doi               10.1039/c3ra21702g
_journal_volume                  3
_journal_year                    2013
_chemical_formula_moiety         'C8 H3 Cl N4 S4'
_chemical_formula_sum            'C8 H3 Cl N4 S4'
_chemical_formula_weight         318.83
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                90.000(11)
_cell_angle_beta                 109.736(9)
_cell_angle_gamma                90.000(12)
_cell_formula_units_Z            4
_cell_length_a                   7.4751(11)
_cell_length_b                   22.522(2)
_cell_length_c                   7.5169(9)
_cell_measurement_reflns_used    14171
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.98
_cell_measurement_theta_min      2.9
_cell_volume                     1191.2(3)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0553
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14171
_diffrn_reflns_theta_full        28.98
_diffrn_reflns_theta_max         28.98
_diffrn_reflns_theta_min         2.90
_exptl_absorpt_coefficient_mu    1.000
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.7621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.778
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1116
_refine_ls_R_factor_gt           0.0516
_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)+(0.0278P)²+1.1242P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.1026
_reflns_number_gt                1835
_reflns_number_total             3099
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra21702g.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

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 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_Hall     -P2ybc
_cod_original_sg_symbol_H-M      P121/c1
_cod_database_code               7238891
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S -0.07231(13) 0.30865(4) 0.29740(13) 0.0522(2) Uani 1 1 d .
S2 S -0.11449(14) 0.40656(4) 0.02477(13) 0.0606(3) Uani 1 1 d .
S3 S 0.20335(12) 0.39097(4) 0.63335(12) 0.0495(2) Uani 1 1 d .
S4 S 0.16320(11) 0.48939(3) 0.35906(11) 0.0433(2) Uani 1 1 d .
N1 N 0.5048(4) 0.56693(12) 0.8293(4) 0.0489(7) Uani 1 1 d .
N2 N 0.3670(4) 0.59894(11) 0.5089(4) 0.0438(6) Uani 1 1 d .
N3 N 0.5827(4) 0.61975(12) 0.8770(4) 0.0509(7) Uani 1 1 d .
N4 N 0.4460(4) 0.65236(11) 0.5578(4) 0.0476(7) Uani 1 1 d .
Cl1 Cl 0.64029(14) 0.72912(4) 0.80447(14) 0.0662(3) Uani 1 1 d .
C1 C -0.2168(5) 0.29743(17) 0.0655(5) 0.0619(10) Uani 1 1 d .
H1 H -0.2796 0.2615 0.0278 0.074 Uiso 1 1 calc R
C2 C -0.2352(6) 0.34057(18) -0.0550(5) 0.0666(11) Uani 1 1 d .
H2 H -0.3113 0.3361 -0.1808 0.080 Uiso 1 1 calc R
C3 C -0.0109(4) 0.38192(13) 0.2587(4) 0.0421(7) Uani 1 1 d .
C4 C 0.1031(4) 0.41594(13) 0.3977(4) 0.0407(7) Uani 1 1 d .
C5 C 0.3231(5) 0.45572(14) 0.7157(5) 0.0474(8) Uani 1 1 d .
H5 H 0.3982 0.4595 0.8421 0.057 Uiso 1 1 calc R
C6 C 0.3068(4) 0.50085(13) 0.5948(4) 0.0400(7) Uani 1 1 d .
C7 C 0.3959(4) 0.55877(13) 0.6465(5) 0.0412(7) Uani 1 1 d .
C8 C 0.5473(4) 0.65995(14) 0.7383(5) 0.0455(8) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0569(5) 0.0420(4) 0.0586(6) 0.0006(4) 0.0207(4) -0.0030(4)
S2 0.0706(6) 0.0634(6) 0.0417(5) 0.0070(4) 0.0108(5) -0.0044(5)
S3 0.0571(5) 0.0407(4) 0.0438(5) 0.0093(4) 0.0079(4) 0.0009(4)
S4 0.0463(5) 0.0405(4) 0.0399(4) 0.0062(4) 0.0103(4) -0.0009(4)
N1 0.0526(17) 0.0433(15) 0.0436(16) 0.0006(13) 0.0066(14) 0.0031(13)
N2 0.0484(16) 0.0396(14) 0.0423(15) 0.0023(12) 0.0136(12) 0.0025(12)
N3 0.0518(17) 0.0460(16) 0.0492(17) -0.0040(14) 0.0095(14) 0.0022(13)
N4 0.0522(17) 0.0409(15) 0.0503(17) 0.0009(13) 0.0183(14) 0.0009(13)
Cl1 0.0735(6) 0.0505(5) 0.0744(7) -0.0111(5) 0.0249(5) -0.0157(5)
C1 0.073(3) 0.051(2) 0.064(3) -0.022(2) 0.026(2) -0.0058(19)
C2 0.076(3) 0.071(3) 0.048(2) -0.018(2) 0.014(2) -0.003(2)
C3 0.0414(17) 0.0423(17) 0.0425(18) 0.0025(14) 0.0142(14) 0.0027(14)
C4 0.0436(18) 0.0379(16) 0.0408(18) 0.0063(14) 0.0144(15) 0.0059(14)
C5 0.051(2) 0.0450(18) 0.0394(18) 0.0050(15) 0.0061(15) 0.0047(15)
C6 0.0391(17) 0.0400(17) 0.0396(17) 0.0020(14) 0.0117(14) 0.0055(13)
C7 0.0358(17) 0.0403(17) 0.0463(19) 0.0012(15) 0.0124(15) 0.0086(14)
C8 0.0419(18) 0.0423(18) 0.055(2) -0.0080(16) 0.0201(16) 0.0001(14)
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'
Cl Cl 0.1484 0.1585 '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
C1 S1 C3 94.54(17)
C2 S2 C3 94.43(18)
C5 S3 C4 94.84(15)
C6 S4 C4 94.27(15)
N3 N1 C7 117.2(3)
N4 N2 C7 117.2(3)
N1 N3 C8 116.4(3)
C8 N4 N2 116.4(3)
C2 C1 S1 118.3(3)
C2 C1 H1 120.8
S1 C1 H1 120.8
C1 C2 S2 118.5(3)
C1 C2 H2 120.7
S2 C2 H2 120.7
C4 C3 S2 123.3(2)
C4 C3 S1 122.5(2)
S2 C3 S1 114.18(18)
C3 C4 S4 122.5(2)
C3 C4 S3 122.8(2)
S4 C4 S3 114.74(18)
C6 C5 S3 118.9(3)
C6 C5 H5 120.6
S3 C5 H5 120.6
C5 C6 C7 124.7(3)
C5 C6 S4 117.3(2)
C7 C6 S4 118.0(2)
N2 C7 N1 125.4(3)
N2 C7 C6 117.4(3)
N1 C7 C6 117.2(3)
N4 C8 N3 127.3(3)
N4 C8 Cl1 116.9(3)
N3 C8 Cl1 115.8(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.731(4)
S1 C3 1.763(3)
S2 C2 1.737(4)
S2 C3 1.755(3)
S3 C5 1.714(3)
S3 C4 1.766(3)
S4 C6 1.753(3)
S4 C4 1.764(3)
N1 N3 1.320(4)
N1 C7 1.352(4)
N2 N4 1.336(3)
N2 C7 1.335(4)
N3 C8 1.338(4)
N4 C8 1.323(4)
Cl1 C8 1.710(3)
C1 C2 1.303(5)
C1 H1 0.9300
C2 H2 0.9300
C3 C4 1.343(4)
C5 C6 1.341(4)
C5 H5 0.9300
C6 C7 1.457(4)
