#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/39/2003942.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003942
loop_
_publ_author_name
'Viossat, B.'
'Tomas, A.'
'Nguyen-Huy Dung'
'Mettey, Y.'
'Vierfond, J.-M.'
_publ_section_title
;12-Imino-12H-benzimidazo[2,1-b][1,3]benzothiazine--7,7,8,8-Tétracyano-p-quinodiméthane,
 IBB--TCNQ
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1896
_journal_page_last               1898
_journal_paper_doi               10.1107/S0108270195002472
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C26 H13 N7 S1'
_chemical_formula_sum            'C26 H13 N7 S'
_chemical_formula_weight         455.49
_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_type_scat_source           IntTabIV
_cell_angle_alpha                81.26(3)
_cell_angle_beta                 86.34(3)
_cell_angle_gamma                88.78(4)
_cell_formula_units_Z            2
_cell_length_a                   19.950(9)
_cell_length_b                   7.048(3)
_cell_length_c                   7.650
_cell_measurement_reflns_used    27
_cell_measurement_temperature    300
_cell_measurement_theta_max      18.11
_cell_measurement_theta_min      4.09
_cell_volume                     1060.9(7)
_diffrn_measurement_device       'Siemens P3'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4068
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            noire
_exptl_crystal_density_diffrn    1.42
_exptl_crystal_density_meas      1.41
_exptl_crystal_density_method    flottaison
_exptl_crystal_description       plaquette
_exptl_crystal_size_max          0.375
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.169
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.82
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_parameters     347
_refine_ls_number_reflns         2026
_refine_ls_R_factor_obs          0.042
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.044
_reflns_number_observed          2026
_reflns_number_total             4068
_reflns_observed_criterion       I>4\s(I)
_cod_data_source_file            pa1168.cif
_cod_data_source_block           pa1168a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1061.10(10)
_cod_original_formula_sum        'C26 H13 N7 S1'
_cod_database_code               2003942
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .8949(2) .1376(7) 1.2274(6) .050(5)
C(2) .9588(2) .2038(8) 1.2382(6) .057(5)
C(3) .9993(2) .2558(7) 1.0874(6) .055(5)
C(4) .9767(2) .2382(7) .9244(6) .048(5)
C(4a) .9119(2) .1694(6) .9145(5) .041(4)
S(5) .8909(1) .1474(2) .6993(2) .056(1)
C(5a) .8097(2) .0640(6) .7357(5) .040(4)
N(6) .7751(2) .0336(5) .6026(5) .047(4)
C(6a) .7125(2) -.0250(6) .6824(5) .040(4)
C(7) .6560(2) -.0721(7) .6014(6) .048(4)
C(8) .5990(2) -.1239(7) .7090(7) .053(5)
C(9) .5988(2) -.1305(7) .8916(7) .055(5)
C(10) .6546(2) -.0842(7) .9744(6) .050(5)
C(10a) .7109(2) -.0283(6) .8652(5) .039(4)
N(11) .7756(2) .0305(5) .8986(4) .037(3)
C(12) .7983(2) .0575(6) 1.0645(5) .038(4)
C(12a) .8691(2) .1208(6) 1.0651(5) .040(4)
N(13) .7566(2) .0265(6) 1.1946(5) .057(4)
C(21) 1.3628(2) .5978(6) .3185(6) .043(4)
C(22) 1.3034(2) .5465(7) .2378(6) .044(4)
C(23) 1.2470(2) .4918(6) .3376(6) .043(4)
C(24) 1.2440(2) .4845(6) .5268(6) .045(4)
C(25) 1.3033(2) .5390(7) .6052(6) .048(5)
C(26) 1.3591(2) .5921(7) .5078(6) .049(5)
C(27) 1.4209(2) .6461(6) .2176(6) .045(4)
C(28) 1.1869(2) .4254(6) .6283(6) .048(5)
C(29) 1.1277(3) .3685(7) .5524(6) .055(5)
C(30) 1.1824(2) .4174(7) .8177(7) .053(5)
C(31) 1.4803(2) .7001(7) .2945(6) .054(5)
C(32) 1.4264(2) .6496(7) .0299(7) .053(5)
N(33) 1.5279(2) .7431(7) .3516(6) .075(5)
N(34) 1.4312(2) .6501(7) -.1192(6) .0710(5)
N(35) 1.0802(2) .3244(7) .4949(6) .0840(6)
N(36) 1.1784(2) .4096(6) .9668(6) .0690(5)
H(1) 0.86498 0.09459 1.33917 0.0588
H(2) 0.97770 0.2110 1.35539 0.0588
H(3) 1.04809 0.31043 1.09106 0.0588
H(4) 1.00380 0.28577 0.80370 0.0588
H(7) 0.65687 -0.07407 0.47087 0.0588
H(8) 0.55549 -0.15496 0.64685 0.0588
H(9) 0.55457 -0.16721 0.97016 0.0588
H(10) 0.65342 -0.08295 1.10496 0.0588
H(13) 0.77422 0.05747 1.29580 0.0588
H(22) 1.30189 0.55585 0.10334 0.0588
H(23) 1.20583 0.44655 0.27964 0.0588
H(25) 1.30290 0.53474 0.73235 0.0588
H(26) 1.39799 0.63482 0.56808 0.0588
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(4a) S(5) C(5a) 101.9(2) yes
C(2) C(1) C(12a) 121.7(4) yes
C(1) C(2) C(3) 120.5(5) yes
C(2) C(3) C(4) 120.0(4) yes
C(3) C(4) C(4a) 119.2(4) yes
C(4) C(4a) C(12a) 121.9(4) yes
N(6) C(5a) N(11) 114.9(4) yes
C(5a) N(6) C(6a) 103.8(3) yes
N(6) C(6a) C(7) 128.1(4) yes
N(6) C(6a) C(10a) 111.2(4) yes
C(7) C(6a) C(10a) 120.6(4) yes
C(6a) C(7) C(8) 117.6(4) yes
C(7) C(8) C(9) 121.0(4) yes
(8) C(9) C(10) 122.2(4) yes
C(9) C(10) C(10a) 116.4(4) yes
C(6a) C(10a) C(10) 122.2(4) yes
C(6a) C(10a) N(11) 104.8(2) yes
C(10) C(10a) N(11) 133.0(4) yes
C(5a) N(11) C(10a) 105.3(3) yes
C(5a) N(11) C(12) 128.0(3) yes
C(10a) N(11) C(12) 126.6(3) yes
N(11) C(12) C(12a) 116.4(3) yes
N(11) C(12) N(13) 116.4(4) yes
C(12a) C(12) N(13) 127.2(4) yes
C(1) C(12a) C(4a) 116.7(4) yes
C(1) C(12a) C(12) 118.3(4) yes
C(4a) C(12a) C(12) 125.0(4) yes
C(22) C(21) C(26) 117.8(4) yes
C(22) C(21) C(27) 120.8(4) yes
C(26) C(21) C(27) 121.4(4) yes
C(21) C(22) C(23) 120.9(4) yes
C(22) C(23) C(24) 121.0(4) yes
C(23) C(24) C(25) 117.5(4) yes
C(23) C(24) C(28) 120.9(4) yes
C(25) C(24) C(28) 121.6(4) yes
C(24) C(25) C(26) 121.8(4) yes
C(21) C(26) C(25) 121.0(4) yes
C(21) C(27) C(31) 121.8(4) yes
C(21) C(27) C(32) 122.7(4) yes
C(31) C(27) C(32) 115.5(5) yes
C(24) C(28) C(29) 122.2(4) yes
C(24) C(28) C(30) 122.0(4) yes
C(29) C(28) C(30) 115.7(5) yes
C(28) C(29) N(35) 178.7(5) yes
C(28) C(30) N(36) 179.3(5) yes
C(27) C(31) N(33) 178.5(5) yes
C(27) C(32) N(34) 179.1(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(5) C(4a) 1.754(4) yes
C(1) C(2) 1.378(6) yes
C(1) C(12a) 1.395(6) yes
C(2) C(3) 1.374(7) yes
C(3) C(4) 1.376(7) yes
C(4) C(4a) 1.401(6) yes
C(4a) C(12a) 1.394(6) yes
C(5a) N(6) 1.310(5) yes
C(5a) N(11) 1.372(5) yes
N(6) C(6a) 1.398(5) yes
C(6a) C(7) 1.389(6) yes
C(6a) C(10a) 1.393(6) yes
C(7) C(8) 1.384(7) yes
C(8) C(9) 1.390(7) yes
C(9) C(10) 1.384(7) yes
C(10) C(10a) 1.384(6) yes
C(10a) N(11) 1.413(5) yes
N(11) C(12) 1.414(5) yes
C(12) C(12a) 1.492(6) yes
S(5) C(5a) 1.726(4) yes
C(12) N(13) 1.252(5) yes
C(21) C(22) 1.447(6) yes
C(21) C(26) 1.440(6) yes
C(21) C(27) 1.373(6) yes
C(22) C(23) 1.348(6) yes
C(23) C(24) 1.438(6) yes
C(24) C(25) 1.445(6) yes
C(24) C(28) 1.374(6) yes
C(25) C(26) 1.328(6) yes
C(27) C(31) 1.439(6) yes
C(27) C(32) 1.429(6) yes
C(28) C(29) 1.437(7) yes
C(28) C(30) 1.438(7) yes
C(29) N(35) 1.138(7) yes
C(30) N(36) 1.132(7) yes
C(31) N(33) 1.134(6) yes
C(32) N(34) 1.138(6) yes
C(1) H(1) 1.02(2) no
C(2) H(2) 1.00(2) no
C(3) H(3) 1.058(17) no
C(4) H(4) 1.05(2) no
C(7) H(7) 1.000(7) no
C(8) H(8) 1.06(2) no
C(9) H(9) 1.05(2) no
C(10) H(10) 0.999(7) no
N(13) H(13) 0.93(3) no
C(22) H(22) 1.023(4) no
C(23) H(23) 1.04(3) no
C(25) H(25) 0.968(5) no
C(26) H(26) 1.00(3) no
