#------------------------------------------------------------------------------
#$Date: 2018-09-10 16:18:52 +0200 (Mon 10 de Sep de 2018) $
#$Revision: 210770 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/31/7113191.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_7113191
loop_
_publ_author_name
'Steckler, Timothy T.'
'Abboud, Khalil A.'
'Craps, Matt'
'Rinzler, Andrew G.'
'Reynolds, John R.'
_publ_section_title
;
 Low band gap EDOT--benzobis(thiadiazole) hybrid polymer characterized on
 near-IR transmissive single walled carbon nanotube electrodes
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   46
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              4904
_journal_page_last               4906
_journal_paper_doi               10.1039/b709672k
_journal_year                    2007
_chemical_formula_sum            'C18 H10 N4 O4 S4'
_chemical_formula_weight         474.54
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                69.407(2)
_cell_angle_beta                 81.976(2)
_cell_angle_gamma                75.468(2)
_cell_formula_units_Z            2
_cell_length_a                   6.2143(7)
_cell_length_b                   10.8663(12)
_cell_length_c                   14.9797(16)
_cell_measurement_reflns_used    73
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.0
_cell_measurement_theta_min      2.0
_cell_volume                     915.13(17)
_computing_cell_refinement
'Bruker SMART v5.624 & SAINT 6.36a (Bruker 1998)'
_computing_data_collection       'Bruker SMART v5.624 (Bruker 1998)'
_computing_data_reduction        'Bruker SHELXTL v6.14 (Bruker 2000)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'
_computing_structure_refinement  'Bruker SHELXTL v6.14'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'SMART CCD area detector'
_diffrn_measurement_method       'ω 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  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6248
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.45
_diffrn_standards_decay_%        1
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_T_max  0.9794
_exptl_absorpt_correction_T_min  0.9419
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
'based on measured indexed crystal faces, Bruker SHELXTL v6.12 (Bruker 1998)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4090
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0374
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0525P)²+0.0440P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                3205
_reflns_number_total             4090
_reflns_threshold_expression     I>2σ(I)
_cod_duplicate_entry             7102301
_cod_data_source_file            b709672k.txt
_cod_data_source_block           stec1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7113191
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.04601(10) 0.92397(5) 0.24113(4) 0.02793(15) Uani 1 1 d . . .
S2 S 0.46763(9) 1.20476(6) 0.00647(4) 0.02805(15) Uani 1 1 d . . .
O1 O 0.2519(3) 1.57905(15) -0.14148(11) 0.0308(4) Uani 1 1 d . . .
O2 O -0.0512(2) 1.41270(14) -0.13679(10) 0.0264(3) Uani 1 1 d . . .
N1 N -0.0577(3) 0.84890(17) 0.18842(12) 0.0243(4) Uani 1 1 d . . .
N2 N 0.1239(3) 1.04278(17) 0.15341(12) 0.0246(4) Uani 1 1 d . . .
C1 C -0.0335(3) 0.91592(19) 0.09281(14) 0.0205(4) Uani 1 1 d . . .
C2 C 0.0705(3) 1.02865(19) 0.07271(14) 0.0208(4) Uani 1 1 d . . .
C3 C 0.1061(3) 1.11617(19) -0.02066(14) 0.0200(4) Uani 1 1 d . . .
C4 C 0.2144(3) 1.2286(2) -0.04012(14) 0.0202(4) Uani 1 1 d . . .
C5 C 0.1448(3) 1.3619(2) -0.09285(14) 0.0197(4) Uani 1 1 d . . .
C6 C 0.2922(3) 1.4431(2) -0.09342(14) 0.0229(4) Uani 1 1 d . . .
C7 C 0.4747(4) 1.3717(2) -0.04334(15) 0.0294(5) Uani 1 1 d . . .
H7A H 0.5914 1.4094 -0.0368 0.035 Uiso 1 1 calc R . .
C8 C 0.0201(4) 1.6330(2) -0.16096(18) 0.0342(5) Uani 1 1 d . . .
H8A H 0.0022 1.7257 -0.2071 0.041 Uiso 1 1 calc R . .
H8B H -0.0668 1.6378 -0.1012 0.041 Uiso 1 1 calc R . .
C9 C -0.0694(4) 1.5489(2) -0.20068(17) 0.0323(5) Uani 1 1 d . . .
H9A H -0.2279 1.5902 -0.2138 0.039 Uiso 1 1 calc R . .
H9B H 0.0129 1.5478 -0.2620 0.039 Uiso 1 1 calc R . .
S11 S 0.53679(10) 1.14674(5) 0.25539(4) 0.02762(15) Uani 1 1 d . . .
S12 S 0.02009(9) 0.77932(6) 0.52892(4) 0.02759(14) Uani 1 1 d . A .
O11 O 0.2554(3) 0.55752(15) 0.36855(10) 0.0293(4) Uani 1 1 d . . .
O12 O 0.5588(2) 0.72018(14) 0.37153(10) 0.0258(3) Uani 1 1 d . . .
N11 N 0.6271(3) 1.18573(17) 0.33505(12) 0.0250(4) Uani 1 1 d . . .
N12 N 0.4300(3) 1.02089(17) 0.31814(12) 0.0242(4) Uani 1 1 d . . .
C11 C 0.5744(3) 1.09644(19) 0.42079(14) 0.0198(4) Uani 1 1 d . . .
C12 C 0.4630(3) 1.0000(2) 0.41136(14) 0.0196(4) Uani 1 1 d . . .
C13 C 0.3876(3) 0.90063(19) 0.48944(14) 0.0193(4) Uani 1 1 d . . .
C14 C 0.2801(3) 0.8033(2) 0.47705(13) 0.0198(4) Uani 1 1 d . . .
C15 C 0.3567(3) 0.72444(19) 0.42075(13) 0.0197(4) Uani 1 1 d . A .
C16 C 0.2081(3) 0.6443(2) 0.41974(14) 0.0220(4) Uani 1 1 d . A .
C17 C 0.0176(4) 0.6649(2) 0.47418(15) 0.0270(5) Uani 1 1 d . . .
H17A H -0.1018 0.6216 0.4811 0.032 Uiso 1 1 calc R A .
C18 C 0.4903(6) 0.5310(4) 0.3381(3) 0.0286(10) Uiso 0.646(8) 1 d P A 1
H18A H 0.5116 0.4881 0.2882 0.034 Uiso 0.646(8) 1 calc PR A 1
H18B H 0.5769 0.4675 0.3930 0.034 Uiso 0.646(8) 1 calc PR A 1
C19 C 0.5764(6) 0.6591(4) 0.2991(3) 0.0267(10) Uiso 0.646(8) 1 d P A 1
H19A H 0.7340 0.6386 0.2759 0.032 Uiso 0.646(8) 1 calc PR A 1
H19B H 0.4895 0.7229 0.2444 0.032 Uiso 0.646(8) 1 calc PR A 1
C18' C 0.4360(11) 0.5795(8) 0.3000(6) 0.0273(19) Uiso 0.354(8) 1 d P A 2
H18C H 0.3814 0.6557 0.2426 0.033 Uiso 0.354(8) 1 calc PR A 2
H18D H 0.4929 0.4984 0.2806 0.033 Uiso 0.354(8) 1 calc PR A 2
C19' C 0.6240(11) 0.6095(8) 0.3360(6) 0.0242(18) Uiso 0.354(8) 1 d P A 2
H19C H 0.6920 0.5283 0.3876 0.029 Uiso 0.354(8) 1 calc PR A 2
H19D H 0.7393 0.6291 0.2834 0.029 Uiso 0.354(8) 1 calc PR A 2
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
_geom_angle_site_symmetry_3
N1 S1 N2 102.42(9) . .
C7 S2 C4 92.80(10) . .
C6 O1 C8 111.39(16) . .
C5 O2 C9 112.91(16) . .
C1 N1 S1 106.27(14) . .
C2 N2 S1 106.05(14) . .
N1 C1 C3 124.88(19) . 2_575
N1 C1 C2 112.46(18) . .
C3 C1 C2 122.63(18) 2_575 .
N2 C2 C3 124.18(18) . .
N2 C2 C1 112.80(18) . .
C3 C2 C1 123.00(18) . .
C1 C3 C2 114.36(18) 2_575 .
C1 C3 C4 123.16(18) 2_575 .
C2 C3 C4 122.46(18) . .
C5 C4 C3 129.48(18) . .
C5 C4 S2 109.52(15) . .
C3 C4 S2 121.00(14) . .
O2 C5 C4 123.43(18) . .
O2 C5 C6 123.03(18) . .
C4 C5 C6 113.47(18) . .
C7 C6 O1 124.61(19) . .
C7 C6 C5 112.90(19) . .
O1 C6 C5 122.48(19) . .
C6 C7 S2 111.30(17) . .
O1 C8 C9 111.88(18) . .
O2 C9 C8 112.42(18) . .
N12 S11 N11 102.64(9) . .
C17 S12 C14 92.59(10) . .
C16 O11 C18' 113.0(3) . .
C16 O11 C18 111.8(2) . .
C18' O11 C18 27.6(3) . .
C15 O12 C19' 112.9(3) . .
C15 O12 C19 112.35(19) . .
C19' O12 C19 26.7(3) . .
C11 N11 S11 105.79(14) . .
C12 N12 S11 106.01(14) . .
N11 C11 C13 124.68(19) . 2_676
N11 C11 C12 113.07(18) . .
C13 C11 C12 122.18(18) 2_676 .
N12 C12 C13 123.93(18) . .
N12 C12 C11 112.48(18) . .
C13 C12 C11 123.52(18) . .
C12 C13 C11 114.28(18) . 2_676
C12 C13 C14 121.94(17) . .
C11 C13 C14 123.78(18) 2_676 .
C15 C14 C13 127.01(18) . .
C15 C14 S12 109.78(15) . .
C13 C14 S12 123.10(15) . .
O12 C15 C14 123.33(18) . .
O12 C15 C16 122.85(17) . .
C14 C15 C16 113.81(18) . .
C17 C16 O11 124.79(19) . .
C17 C16 C15 112.45(18) . .
O11 C16 C15 122.76(18) . .
C16 C17 S12 111.36(16) . .
O11 C18 C19 111.3(3) . .
O12 C19 C18 110.7(3) . .
O11 C18' C19' 113.3(6) . .
O12 C19' C18' 114.0(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 N1 1.6009(18) .
S1 N2 1.6032(18) .
S2 C7 1.711(2) .
S2 C4 1.734(2) .
O1 C6 1.371(2) .
O1 C8 1.441(3) .
O2 C5 1.361(2) .
O2 C9 1.439(2) .
N1 C1 1.366(3) .
N2 C2 1.365(2) .
C1 C3 1.405(3) 2_575
C1 C2 1.447(3) .
C2 C3 1.412(3) .
C3 C1 1.405(3) 2_575
C3 C4 1.462(3) .
C4 C5 1.373(3) .
C5 C6 1.420(3) .
C6 C7 1.355(3) .
C8 C9 1.493(3) .
S11 N12 1.6034(18) .
S11 N11 1.6063(18) .
S12 C17 1.717(2) .
S12 C14 1.732(2) .
O11 C16 1.368(2) .
O11 C18' 1.418(6) .
O11 C18 1.455(4) .
O12 C15 1.364(2) .
O12 C19' 1.428(6) .
O12 C19 1.438(4) .
N11 C11 1.365(3) .
N12 C12 1.370(2) .
C11 C13 1.410(3) 2_676
C11 C12 1.447(3) .
C12 C13 1.402(3) .
C13 C11 1.410(3) 2_676
C13 C14 1.459(3) .
C14 C15 1.365(3) .
C15 C16 1.424(3) .
C16 C17 1.357(3) .
C18 C19 1.510(6) .
C18' C19' 1.501(10) .
