#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/12/4021202.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_4021202
loop_
_publ_author_name
'Antonín Klásek'
'Vladimír Mrkvička'
'Andrej Pevec'
'Janez Košmrlj'
_publ_section_title
;
 Novel Tandem Hydration/Cyclodehydration of α-Thiocyanatoketones
 to 2-Oxo-3-thiazolines. Application to
 Thiazolo[5,4-c]quinoline-2,4(3aH,5H)-dione Synthesis
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5646
_journal_page_last               5651
_journal_paper_doi               10.1021/jo0493370
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C20 H18 N2 O2 S'
_chemical_formula_weight         350.42
_chemical_melting_point          434.6(5)
_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                102.0342(9)
_cell_angle_beta                 109.5971(11)
_cell_angle_gamma                97.3298(10)
_cell_formula_units_Z            2
_cell_length_a                   8.8288(2)
_cell_length_b                   9.2367(2)
_cell_length_c                   11.4322(3)
_cell_measurement_temperature    150(2)
_cell_volume                     839.01(4)
_diffrn_ambient_temperature      150(2)
_exptl_crystal_density_diffrn    1.387
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '161 - 162 \%C' was changed to
'434.6(5)' - it was converted from degrees Celsius(C) to Kelvins(K),
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4021202
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
S3 S 0.41591(5) 0.16206(5) 0.84791(4) 0.02104(11) Uani 1 1 d . . .
N1 N 0.65411(15) 0.09867(14) 0.76156(12) 0.0185(3) Uani 1 1 d . . .
N5 N 0.31443(15) 0.24443(14) 0.50223(12) 0.0168(3) Uani 1 1 d . . .
O2 O 0.64300(14) 0.00578(13) 0.93259(11) 0.0261(3) Uani 1 1 d . . .
O4 O 0.15752(13) 0.22880(14) 0.62391(11) 0.0254(3) Uani 1 1 d . . .
C2 C 0.59051(18) 0.07754(17) 0.85724(14) 0.0192(3) Uani 1 1 d . . .
C3A C 0.44798(18) 0.25151(17) 0.72941(14) 0.0169(3) Uani 1 1 d . . .
C4 C 0.29082(18) 0.23483(17) 0.61414(14) 0.0178(3) Uani 1 1 d . . .
C5A C 0.46478(17) 0.23517(16) 0.48382(14) 0.0157(3) Uani 1 1 d . . .
C6 C 0.48130(18) 0.25166(17) 0.36997(14) 0.0184(3) Uani 1 1 d . . .
H6 H 0.3943 0.2757 0.3066 0.022 Uiso 1 1 calc R . .
C7 C 0.62400(19) 0.23310(17) 0.34898(15) 0.0205(3) Uani 1 1 d . . .
H7 H 0.6336 0.2450 0.2710 0.025 Uiso 1 1 calc R . .
C8 C 0.75392(19) 0.19729(17) 0.43976(15) 0.0212(3) Uani 1 1 d . . .
H8 H 0.8507 0.1837 0.4237 0.025 Uiso 1 1 calc R . .
C9 C 0.73957(18) 0.18195(16) 0.55332(15) 0.0191(3) Uani 1 1 d . . .
H9 H 0.8277 0.1584 0.6162 0.023 Uiso 1 1 calc R . .
C9A C 0.59646(18) 0.20078(16) 0.57704(14) 0.0161(3) Uani 1 1 d . . .
C9B C 0.57399(17) 0.17769(16) 0.69238(14) 0.0161(3) Uani 1 1 d . . .
C11 C 0.51807(19) 0.42674(17) 0.78510(14) 0.0195(3) Uani 1 1 d . . .
H11A H 0.5460 0.4660 0.7190 0.023 Uiso 1 1 calc R . .
H11B H 0.4301 0.4751 0.8003 0.023 Uiso 1 1 calc R . .
C12 C 0.66952(19) 0.47569(18) 0.90989(15) 0.0222(3) Uani 1 1 d . . .
H12A H 0.6353 0.4687 0.9830 0.027 Uiso 1 1 calc R . .
H12B H 0.7448 0.4058 0.9054 0.027 Uiso 1 1 calc R . .
C13 C 0.7607(2) 0.63729(18) 0.93418(16) 0.0244(3) Uani 1 1 d . . .
H13A H 0.6831 0.7060 0.9325 0.029 Uiso 1 1 calc R . .
H13B H 0.8011 0.6424 0.8638 0.029 Uiso 1 1 calc R . .
C14 C 0.9062(2) 0.6919(2) 1.06309(17) 0.0324(4) Uani 1 1 d . . .
H14A H 0.8658 0.6971 1.1336 0.049 Uiso 1 1 calc R . .
H14B H 0.9660 0.7927 1.0710 0.049 Uiso 1 1 calc R . .
H14C H 0.9803 0.6210 1.0674 0.049 Uiso 1 1 calc R . .
C21 C 0.17519(17) 0.26285(17) 0.39840(14) 0.0166(3) Uani 1 1 d . . .
C22 C 0.13499(19) 0.40368(18) 0.40787(15) 0.0218(3) Uani 1 1 d . . .
H22 H 0.1978 0.4862 0.4809 0.026 Uiso 1 1 calc R . .
C23 C 0.0017(2) 0.42337(19) 0.30941(16) 0.0254(4) Uani 1 1 d . . .
H23 H -0.0277 0.5193 0.3154 0.031 Uiso 1 1 calc R . .
C24 C -0.08794(19) 0.3026(2) 0.20269(15) 0.0241(3) Uani 1 1 d . . .
H24 H -0.1786 0.3162 0.1352 0.029 Uiso 1 1 calc R . .
C25 C -0.04635(19) 0.16225(19) 0.19370(15) 0.0233(3) Uani 1 1 d . . .
H25 H -0.1084 0.0800 0.1202 0.028 Uiso 1 1 calc R . .
C26 C 0.08600(18) 0.14155(17) 0.29205(15) 0.0199(3) Uani 1 1 d . . .
H26 H 0.1149 0.0454 0.2864 0.024 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
S3 C2 1.7968(16) . ?
S3 C3A 1.8062(15) . ?
N1 C9B 1.2868(19) . ?
N1 C2 1.422(2) . ?
N5 C4 1.3819(19) . ?
N5 C5A 1.4221(18) . ?
N5 C21 1.4518(18) . ?
O2 C2 1.2021(19) . ?
O4 C4 1.2144(18) . ?
C3A C9B 1.507(2) . ?
C3A C4 1.523(2) . ?
C3A C11 1.568(2) . ?
C5A C6 1.394(2) . ?
C5A C9A 1.412(2) . ?
C6 C7 1.384(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.394(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.380(2) . ?
C8 H8 0.9500 . ?
C9 C9A 1.402(2) . ?
C9 H9 0.9500 . ?
C9A C9B 1.451(2) . ?
C11 C12 1.525(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.525(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.527(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C21 C22 1.384(2) . ?
C21 C26 1.385(2) . ?
C22 C23 1.391(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.385(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.390(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9648399
