#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/09/4020924.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_4020924
loop_
_publ_author_name
'Józef Zienkiewicz'
'Piotr Kaszynski'
'Victor G. Young, Jr.'
_publ_section_title
;
 Fused-Ring Thiadiazines: Preparation and Crystallographic
 Characterization of 3-Phenyl Derivative of Benzo-, Pyridio[2,3-e]-,
 Pyrazino[2,3-e]-, and Tetrafluorobenzo-[1,2,4]thiadiazines
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2551
_journal_page_last               2561
_journal_paper_doi               10.1021/jo035835h
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C11 H8 N4 S'
_chemical_formula_sum            'C11 H8 N4 S'
_chemical_formula_weight         228.27
_chemical_name_common            03141b
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                80.261(3)
_cell_angle_beta                 81.795(3)
_cell_angle_gamma                85.807(3)
_cell_formula_units_Z            8
_cell_length_a                   8.4404(14)
_cell_length_b                   12.304(2)
_cell_length_c                   20.759(3)
_cell_measurement_temperature    173(2)
_cell_volume                     2100.5(6)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.444
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4020924
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
S1A S 0.17237(11) 0.11776(6) 0.43420(4) 0.0651(2) Uani 1 1 d . . .
N2A N 0.2527(3) 0.08449(18) 0.50471(11) 0.0545(6) Uani 1 1 d . . .
C3A C 0.2805(3) -0.0147(2) 0.53225(12) 0.0403(6) Uani 1 1 d . . .
N4A N 0.2567(3) -0.10770(18) 0.50654(11) 0.0527(6) Uani 1 1 d D . .
H24A H 0.261(4) -0.1689(15) 0.5313(12) 0.063 Uiso 1 1 d D . .
C5A C 0.2195(3) -0.1074(2) 0.44388(12) 0.0390(6) Uani 1 1 d . . .
C6A C 0.1738(3) -0.0080(2) 0.40458(13) 0.0448(6) Uani 1 1 d . . .
N7A N 0.2280(3) -0.20260(17) 0.42226(10) 0.0435(5) Uani 1 1 d . . .
C8A C 0.1855(4) -0.2012(2) 0.36136(13) 0.0567(8) Uani 1 1 d . . .
H17A H 0.1885 -0.2683 0.3442 0.068 Uiso 1 1 calc R . .
C9A C 0.1386(4) -0.1048(3) 0.32474(15) 0.0699(10) Uani 1 1 d . . .
H18A H 0.1086 -0.1068 0.2826 0.084 Uiso 1 1 calc R . .
N10A N 0.1329(3) -0.0065(2) 0.34588(12) 0.0635(7) Uani 1 1 d . . .
C11A C 0.3430(3) -0.0319(2) 0.59678(12) 0.0396(6) Uani 1 1 d . . .
C12A C 0.3754(4) -0.1359(2) 0.63179(14) 0.0560(8) Uani 1 1 d . . .
H19A H 0.3586 -0.2000 0.6143 0.067 Uiso 1 1 calc R . .
C13A C 0.4320(4) -0.1466(2) 0.69200(15) 0.0637(9) Uani 1 1 d . . .
H23A H 0.4525 -0.2181 0.7157 0.076 Uiso 1 1 calc R . .
C14A C 0.4589(3) -0.0554(2) 0.71783(13) 0.0500(7) Uani 1 1 d . . .
H22A H 0.4975 -0.0633 0.7592 0.060 Uiso 1 1 calc R . .
C15A C 0.4295(3) 0.0473(2) 0.68340(14) 0.0527(7) Uani 1 1 d . . .
H21A H 0.4494 0.1107 0.7009 0.063 Uiso 1 1 calc R . .
C16A C 0.3713(3) 0.0600(2) 0.62381(14) 0.0518(7) Uani 1 1 d . . .
H20A H 0.3503 0.1321 0.6009 0.062 Uiso 1 1 calc R . .
S1B S 0.86577(8) 0.65693(5) 0.45332(3) 0.04273(17) Uani 1 1 d . . .
N2B N 0.7332(2) 0.61768(16) 0.52104(10) 0.0391(5) Uani 1 1 d . . .
C3B C 0.6929(3) 0.51738(19) 0.53903(11) 0.0331(5) Uani 1 1 d . . .
N4B N 0.7395(3) 0.43003(16) 0.50521(10) 0.0383(5) Uani 1 1 d D . .
H24B H 0.735(3) 0.3647(13) 0.5250(12) 0.046 Uiso 1 1 d D . .
C5B C 0.8319(3) 0.43880(19) 0.44402(11) 0.0326(5) Uani 1 1 d . . .
C6B C 0.9033(3) 0.53886(19) 0.41444(11) 0.0347(5) Uani 1 1 d . . .
N7B N 0.8515(2) 0.34972(16) 0.41529(9) 0.0369(5) Uani 1 1 d . . .
C8B C 0.9486(3) 0.3601(2) 0.35646(11) 0.0403(6) Uani 1 1 d . . .
H17B H 0.9676 0.2983 0.3340 0.048 Uiso 1 1 calc R . .
C9B C 1.0195(3) 0.4561(2) 0.32868(12) 0.0421(6) Uani 1 1 d . . .
H18B H 1.0873 0.4586 0.2878 0.051 Uiso 1 1 calc R . .
N10B N 0.9964(2) 0.54804(17) 0.35748(10) 0.0414(5) Uani 1 1 d . . .
C11B C 0.5835(3) 0.48954(19) 0.60151(11) 0.0332(5) Uani 1 1 d . . .
C12B C 0.4878(3) 0.3987(2) 0.61261(12) 0.0378(6) Uani 1 1 d . . .
H19B H 0.4918 0.3531 0.5797 0.045 Uiso 1 1 calc R . .
C13B C 0.3873(3) 0.3746(2) 0.67125(12) 0.0420(6) Uani 1 1 d . . .
H23B H 0.3225 0.3126 0.6785 0.050 Uiso 1 1 calc R . .
C14B C 0.3809(3) 0.4404(2) 0.71941(12) 0.0443(6) Uani 1 1 d . . .
H22B H 0.3116 0.4238 0.7597 0.053 Uiso 1 1 calc R . .
C15B C 0.4757(3) 0.5303(2) 0.70881(12) 0.0435(6) Uani 1 1 d . . .
H21B H 0.4717 0.5750 0.7422 0.052 Uiso 1 1 calc R . .
C16B C 0.5761(3) 0.5561(2) 0.65033(12) 0.0390(6) Uani 1 1 d . . .
H20B H 0.6397 0.6186 0.6433 0.047 Uiso 1 1 calc R . .
S1C S 0.58179(8) 0.09928(5) 0.07522(3) 0.03843(16) Uani 1 1 d . . .
N2C N 0.7228(2) 0.12622(15) 0.00915(9) 0.0349(5) Uani 1 1 d . . .
C3C C 0.7869(3) 0.05137(17) -0.02411(11) 0.0287(5) Uani 1 1 d . . .
N4C N 0.7601(2) -0.06021(15) -0.00906(9) 0.0323(4) Uani 1 1 d D . .
H24C H 0.785(3) -0.1011(17) -0.0378(10) 0.039 Uiso 1 1 d D . .
C5C C 0.6698(3) -0.10979(17) 0.04818(11) 0.0283(5) Uani 1 1 d . . .
C6C C 0.5788(3) -0.04587(18) 0.09235(11) 0.0300(5) Uani 1 1 d . . .
N7C N 0.6703(2) -0.21826(14) 0.05960(9) 0.0313(4) Uani 1 1 d . . .
C8C C 0.5791(3) -0.26406(19) 0.11549(11) 0.0364(5) Uani 1 1 d . . .
H17C H 0.5762 -0.3422 0.1255 0.044 Uiso 1 1 calc R . .
C9C C 0.4917(3) -0.2020(2) 0.15756(12) 0.0388(6) Uani 1 1 d . . .
H18C H 0.4296 -0.2381 0.1960 0.047 Uiso 1 1 calc R . .
N10C N 0.4905(2) -0.09039(16) 0.14644(9) 0.0364(5) Uani 1 1 d . . .
C11C C 0.9001(3) 0.08713(17) -0.08440(11) 0.0294(5) Uani 1 1 d . . .
C12C C 1.0107(3) 0.01412(19) -0.11282(11) 0.0329(5) Uani 1 1 d . . .
H19C H 1.0178 -0.0611 -0.0928 0.040 Uiso 1 1 calc R . .
C13C C 1.1110(3) 0.0501(2) -0.17019(12) 0.0400(6) Uani 1 1 d . . .
H23C H 1.1867 -0.0005 -0.1892 0.048 Uiso 1 1 calc R . .
C14C C 1.1013(3) 0.1596(2) -0.19994(13) 0.0465(7) Uani 1 1 d . . .
H22C H 1.1688 0.1840 -0.2397 0.056 Uiso 1 1 calc R . .
C15C C 0.9926(3) 0.2331(2) -0.17147(13) 0.0485(7) Uani 1 1 d . . .
H21C H 0.9863 0.3083 -0.1916 0.058 Uiso 1 1 calc R . .
C16C C 0.8930(3) 0.19783(19) -0.11398(12) 0.0399(6) Uani 1 1 d . . .
H20C H 0.8195 0.2490 -0.0945 0.048 Uiso 1 1 calc R . .
S1D S 0.32901(8) 0.50478(5) 0.13920(3) 0.03764(16) Uani 1 1 d . . .
N2D N 0.2833(2) 0.55023(15) 0.06202(9) 0.0343(5) Uani 1 1 d . . .
C3D C 0.2604(3) 0.48287(17) 0.02356(11) 0.0302(5) Uani 1 1 d . . .
N4D N 0.2605(2) 0.36896(15) 0.03996(9) 0.0338(5) Uani 1 1 d D . .
H24D H 0.260(3) 0.3305(18) 0.0102(10) 0.041 Uiso 1 1 d D . .
C5D C 0.2441(3) 0.31366(17) 0.10419(10) 0.0281(5) Uani 1 1 d . . .
C6D C 0.2713(3) 0.36690(17) 0.15627(11) 0.0299(5) Uani 1 1 d . . .
N7D N 0.2041(2) 0.20925(14) 0.11488(9) 0.0308(4) Uani 1 1 d . . .
C8D C 0.1921(3) 0.15809(19) 0.17858(11) 0.0362(5) Uani 1 1 d . . .
H17D H 0.1662 0.0827 0.1885 0.043 Uiso 1 1 calc R . .
C9D C 0.2158(3) 0.21094(19) 0.22883(12) 0.0383(6) Uani 1 1 d . . .
H18D H 0.2040 0.1717 0.2726 0.046 Uiso 1 1 calc R . .
N10D N 0.2557(2) 0.31800(15) 0.21808(9) 0.0371(5) Uani 1 1 d . . .
C11D C 0.2262(3) 0.53037(17) -0.04406(11) 0.0300(5) Uani 1 1 d . . .
C12D C 0.1372(3) 0.47632(19) -0.07938(11) 0.0334(5) Uani 1 1 d . . .
H19D H 0.0979 0.4059 -0.0607 0.040 Uiso 1 1 calc R . .
C13D C 0.1058(3) 0.5253(2) -0.14204(12) 0.0378(6) Uani 1 1 d . . .
H23D H 0.0454 0.4880 -0.1660 0.045 Uiso 1 1 calc R . .
C14D C 0.1614(3) 0.6275(2) -0.16955(12) 0.0410(6) Uani 1 1 d . . .
H22D H 0.1397 0.6606 -0.2124 0.049 Uiso 1 1 calc R . .
C15D C 0.2491(3) 0.6816(2) -0.13449(12) 0.0467(7) Uani 1 1 d . . .
H21D H 0.2874 0.7522 -0.1534 0.056 Uiso 1 1 calc R . .
C16D C 0.2812(3) 0.63411(19) -0.07246(12) 0.0417(6) Uani 1 1 d . . .
H20D H 0.3414 0.6722 -0.0488 0.050 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1A N2A 1.676(2) . ?
S1A C6A 1.758(3) . ?
N2A C3A 1.277(3) . ?
C3A N4A 1.381(3) . ?
C3A C11A 1.486(3) . ?
N4A C5A 1.380(3) . ?
N4A H24A 0.839(13) . ?
C5A N7A 1.318(3) . ?
C5A C6A 1.411(3) . ?
C6A N10A 1.310(3) . ?
N7A C8A 1.360(3) . ?
C8A C9A 1.362(4) . ?
C8A H17A 0.9500 . ?
C9A N10A 1.350(4) . ?
C9A H18A 0.9500 . ?
C11A C12A 1.390(4) . ?
C11A C16A 1.395(4) . ?
C12A C13A 1.383(4) . ?
C12A H19A 0.9500 . ?
C13A C14A 1.369(4) . ?
C13A H23A 0.9500 . ?
C14A C15A 1.366(4) . ?
C14A H22A 0.9500 . ?
C15A C16A 1.375(4) . ?
C15A H21A 0.9500 . ?
C16A H20A 0.9500 . ?
S1B N2B 1.692(2) . ?
S1B C6B 1.766(2) . ?
N2B C3B 1.284(3) . ?
C3B N4B 1.385(3) . ?
C3B C11B 1.485(3) . ?
N4B C5B 1.385(3) . ?
N4B H24B 0.839(13) . ?
C5B N7B 1.323(3) . ?
C5B C6B 1.415(3) . ?
C6B N10B 1.316(3) . ?
N7B C8B 1.362(3) . ?
C8B C9B 1.364(4) . ?
C8B H17B 0.9500 . ?
C9B N10B 1.356(3) . ?
C9B H18B 0.9500 . ?
C11B C12B 1.395(3) . ?
C11B C16B 1.399(3) . ?
C12B C13B 1.381(3) . ?
C12B H19B 0.9500 . ?
C13B C14B 1.382(4) . ?
C13B H23B 0.9500 . ?
C14B C15B 1.382(4) . ?
C14B H22B 0.9500 . ?
C15B C16B 1.381(3) . ?
C15B H21B 0.9500 . ?
C16B H20B 0.9500 . ?
S1C N2C 1.687(2) . ?
S1C C6C 1.762(2) . ?
N2C C3C 1.286(3) . ?
C3C N4C 1.383(3) . ?
C3C C11C 1.486(3) . ?
N4C C5C 1.389(3) . ?
N4C H24C 0.839(13) . ?
C5C N7C 1.315(3) . ?
C5C C6C 1.416(3) . ?
C6C N10C 1.315(3) . ?
N7C C8C 1.358(3) . ?
C8C C9C 1.360(3) . ?
C8C H17C 0.9500 . ?
C9C N10C 1.353(3) . ?
C9C H18C 0.9500 . ?
C11C C12C 1.388(3) . ?
C11C C16C 1.397(3) . ?
C12C C13C 1.385(3) . ?
C12C H19C 0.9500 . ?
C13C C14C 1.386(4) . ?
C13C H23C 0.9500 . ?
C14C C15C 1.383(4) . ?
C14C H22C 0.9500 . ?
C15C C16C 1.382(3) . ?
C15C H21C 0.9500 . ?
C16C H20C 0.9500 . ?
S1D N2D 1.694(2) . ?
S1D C6D 1.763(2) . ?
N2D C3D 1.286(3) . ?
C3D N4D 1.385(3) . ?
C3D C11D 1.486(3) . ?
N4D C5D 1.383(3) . ?
N4D H24D 0.839(13) . ?
C5D N7D 1.326(3) . ?
C5D C6D 1.408(3) . ?
C6D N10D 1.315(3) . ?
N7D C8D 1.358(3) . ?
C8D C9D 1.363(3) . ?
C8D H17D 0.9500 . ?
C9D N10D 1.358(3) . ?
C9D H18D 0.9500 . ?
C11D C12D 1.393(3) . ?
C11D C16D 1.395(3) . ?
C12D C13D 1.391(3) . ?
C12D H19D 0.9500 . ?
C13D C14D 1.376(3) . ?
C13D H23D 0.9500 . ?
C14D C15D 1.382(4) . ?
C14D H22D 0.9500 . ?
C15D C16D 1.377(3) . ?
C15D H21D 0.9500 . ?
C16D H20D 0.9500 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658485
