#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/12/4021203.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_4021203
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            'C18 H10 D6 N2 O3 S2'
_chemical_formula_weight         378.50
_chemical_melting_point          602(2)
_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                78.0515(8)
_cell_angle_beta                 74.4187(8)
_cell_angle_gamma                63.0264(10)
_cell_formula_units_Z            4
_cell_length_a                   10.4315(2)
_cell_length_b                   10.9832(2)
_cell_length_c                   17.7826(4)
_cell_measurement_temperature    150(2)
_cell_volume                     1740.38(6)
_diffrn_ambient_temperature      150(2)
_exptl_crystal_density_diffrn    1.444
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '327 - 331 \%C' was changed to
'602(2)' - 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               4021203
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 0.20899(9) 0.81811(9) 0.00729(6) 0.0300(2) Uani 1 1 d . . .
O2 O 0.2915(3) 0.8882(3) 0.11531(19) 0.0377(7) Uani 1 1 d . . .
O4 O 0.0237(3) 0.7378(3) -0.06938(16) 0.0326(6) Uani 1 1 d . . .
N1 N 0.0612(3) 0.8920(3) 0.1442(2) 0.0302(7) Uani 1 1 d . . .
H1 H 0.037(5) 0.922(5) 0.185(3) 0.028(11) Uiso 1 1 d . . .
N5 N -0.1743(3) 0.7920(3) 0.03336(18) 0.0249(6) Uani 1 1 d . . .
C2 C 0.1952(4) 0.8731(4) 0.0986(2) 0.0294(8) Uani 1 1 d . . .
C3A C 0.0338(3) 0.8226(3) 0.0396(2) 0.0257(7) Uani 1 1 d . . .
C4 C -0.0344(4) 0.7810(3) -0.0051(2) 0.0255(7) Uani 1 1 d . . .
C5A C -0.2448(4) 0.8384(3) 0.1077(2) 0.0236(7) Uani 1 1 d . . .
C6 C -0.3866(4) 0.8467(4) 0.1417(2) 0.0274(7) Uani 1 1 d . . .
H6 H -0.4374 0.8246 0.1134 0.033 Uiso 1 1 calc R . .
C7 C -0.4513(4) 0.8869(4) 0.2159(2) 0.0317(8) Uani 1 1 d . . .
H7 H -0.5466 0.8912 0.2386 0.038 Uiso 1 1 calc R . .
C8 C -0.3809(4) 0.9215(4) 0.2586(2) 0.0329(8) Uani 1 1 d . . .
H8 H -0.4280 0.9493 0.3098 0.039 Uiso 1 1 calc R . .
C9 C -0.2429(4) 0.9153(4) 0.2265(2) 0.0289(7) Uani 1 1 d . . .
H9 H -0.1948 0.9390 0.2556 0.035 Uiso 1 1 calc R . .
C9A C -0.1723(4) 0.8741(3) 0.1506(2) 0.0243(7) Uani 1 1 d . . .
C9B C -0.0286(4) 0.8638(3) 0.1133(2) 0.0253(7) Uani 1 1 d . . .
C21 C -0.2452(4) 0.7416(4) -0.0043(2) 0.0244(7) Uani 1 1 d . . .
C22 C -0.2133(4) 0.6031(4) 0.0082(2) 0.0268(7) Uani 1 1 d . . .
H22 H -0.1417 0.5417 0.0380 0.032 Uiso 1 1 calc R . .
C23 C -0.2876(4) 0.5555(4) -0.0236(2) 0.0313(8) Uani 1 1 d . . .
H23 H -0.2664 0.4606 -0.0156 0.038 Uiso 1 1 calc R . .
C24 C -0.3922(4) 0.6444(4) -0.0668(2) 0.0315(8) Uani 1 1 d . . .
H24 H -0.4440 0.6110 -0.0874 0.038 Uiso 1 1 calc R . .
C25 C -0.4215(4) 0.7832(4) -0.0799(2) 0.0323(8) Uani 1 1 d . . .
H25 H -0.4922 0.8443 -0.1104 0.039 Uiso 1 1 calc R . .
C26 C -0.3480(4) 0.8326(4) -0.0486(2) 0.0302(8) Uani 1 1 d . . .
H26 H -0.3676 0.9272 -0.0574 0.036 Uiso 1 1 calc R . .
S3' S 0.00351(10) 0.72180(10) 0.52320(5) 0.0319(2) Uani 1 1 d . . .
O2' O -0.2823(3) 0.8213(3) 0.58691(16) 0.0396(7) Uani 1 1 d . . .
O4' O 0.2974(3) 0.5910(3) 0.40627(17) 0.0396(7) Uani 1 1 d . . .
N1' N -0.2029(4) 0.7119(3) 0.47399(19) 0.0302(7) Uani 1 1 d . . .
H1' H -0.290(6) 0.727(6) 0.468(3) 0.056(15) Uiso 1 1 d . . .
N5' N 0.1970(3) 0.5460(3) 0.32134(18) 0.0274(6) Uani 1 1 d . . .
C2' C -0.1856(4) 0.7597(4) 0.5340(2) 0.0309(8) Uani 1 1 d . . .
C3A' C 0.0443(4) 0.6481(4) 0.4373(2) 0.0273(7) Uani 1 1 d . . .
C4' C 0.1886(4) 0.5947(4) 0.3896(2) 0.0295(7) Uani 1 1 d . . .
C5A' C 0.0752(4) 0.5480(4) 0.2999(2) 0.0266(7) Uani 1 1 d . . .
C6' C 0.0913(4) 0.5010(4) 0.2291(2) 0.0322(8) Uani 1 1 d . . .
H6' H 0.1840 0.4701 0.1942 0.039 Uiso 1 1 calc R . .
C7' C -0.0283(4) 0.4996(4) 0.2100(2) 0.0348(8) Uani 1 1 d . . .
H7' H -0.0163 0.4671 0.1620 0.042 Uiso 1 1 calc R . .
C8' C -0.1648(4) 0.5447(4) 0.2595(3) 0.0366(9) Uani 1 1 d . . .
H8' H -0.2450 0.5410 0.2460 0.044 Uiso 1 1 calc R . .
C9' C -0.1840(4) 0.5955(4) 0.3289(2) 0.0309(8) Uani 1 1 d . . .
H9' H -0.2781 0.6286 0.3623 0.037 Uiso 1 1 calc R . .
C9A' C -0.0650(4) 0.5980(4) 0.3497(2) 0.0267(7) Uani 1 1 d . . .
C9B' C -0.0763(4) 0.6511(4) 0.4195(2) 0.0269(7) Uani 1 1 d . . .
C21' C 0.3406(4) 0.4940(4) 0.2705(2) 0.0261(7) Uani 1 1 d . . .
C22' C 0.3908(4) 0.5863(4) 0.2228(2) 0.0338(8) Uani 1 1 d . . .
H22' H 0.3303 0.6821 0.2217 0.041 Uiso 1 1 calc R . .
C23' C 0.5309(5) 0.5371(5) 0.1766(2) 0.0388(9) Uani 1 1 d . . .
H23' H 0.5656 0.5997 0.1428 0.047 Uiso 1 1 calc R . .
C24' C 0.6210(4) 0.3970(4) 0.1792(2) 0.0337(8) Uani 1 1 d . . .
H24' H 0.7180 0.3641 0.1488 0.040 Uiso 1 1 calc R . .
C25' C 0.5680(4) 0.3059(4) 0.2266(2) 0.0339(8) Uani 1 1 d . . .
H25' H 0.6285 0.2100 0.2280 0.041 Uiso 1 1 calc R . .
C26' C 0.4264(4) 0.3542(4) 0.2723(2) 0.0304(8) Uani 1 1 d . . .
H26' H 0.3895 0.2918 0.3042 0.036 Uiso 1 1 calc R . .
S30 S -0.02146(12) 0.91290(14) 0.68544(7) 0.0490(3) Uani 1 1 d . . .
S10 S 0.37262(11) 0.80964(14) 0.50671(6) 0.0466(3) Uani 1 1 d . . .
O10 O 0.5224(3) 0.7731(5) 0.45421(19) 0.0606(10) Uani 1 1 d . . .
O30 O 0.0350(4) 0.9950(5) 0.7147(2) 0.0632(11) Uani 1 1 d . . .
C10 C 0.3665(5) 0.9045(5) 0.5787(3) 0.0460(10) Uani 1 1 d . . .
H10A H 0.3690 0.9918 0.5534 0.069 Uiso 1 1 calc R . .
H10B H 0.4513 0.8513 0.6039 0.069 Uiso 1 1 calc R . .
H10C H 0.2758 0.9225 0.6183 0.069 Uiso 1 1 calc R . .
C11 C 0.3762(5) 0.6576(5) 0.5673(3) 0.0472(11) Uani 1 1 d . . .
H11A H 0.4648 0.6140 0.5897 0.071 Uiso 1 1 calc R . .
H11B H 0.3766 0.5940 0.5357 0.071 Uiso 1 1 calc R . .
H11C H 0.2891 0.6811 0.6097 0.071 Uiso 1 1 calc R . .
C30 C -0.1626(6) 1.0363(6) 0.6374(3) 0.0583(14) Uani 1 1 d . . .
H30A H -0.1193 1.0736 0.5876 0.087 Uiso 1 1 calc R . .
H30B H -0.2272 1.1108 0.6707 0.087 Uiso 1 1 calc R . .
H30C H -0.2196 0.9931 0.6274 0.087 Uiso 1 1 calc R . .
C31 C -0.1331(6) 0.8600(5) 0.7679(3) 0.0525(12) Uani 1 1 d . . .
H31A H -0.2110 0.9408 0.7928 0.079 Uiso 1 1 calc R . .
H31B H -0.0725 0.7987 0.8057 0.079 Uiso 1 1 calc R . .
H31C H -0.1771 0.8114 0.7503 0.079 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 C3A 1.743(3) . ?
S3 C2 1.796(4) . ?
O2 C2 1.206(4) . ?
O4 C4 1.220(4) . ?
N1 C2 1.360(5) . ?
N1 C9B 1.373(5) . ?
N1 H1 0.79(5) . ?
N5 C4 1.396(4) . ?
N5 C5A 1.401(5) . ?
N5 C21 1.446(4) . ?
C3A C9B 1.365(5) . ?
C3A C4 1.448(5) . ?
C5A C6 1.408(5) . ?
C5A C9A 1.418(5) . ?
C6 C7 1.373(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.374(5) . ?
C8 H8 0.9500 . ?
C9 C9A 1.409(5) . ?
C9 H9 0.9500 . ?
C9A C9B 1.430(5) . ?
C21 C22 1.384(5) . ?
C21 C26 1.388(5) . ?
C22 C23 1.385(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
S3' C3A' 1.737(4) . ?
S3' C2' 1.785(4) . ?
O2' C2' 1.222(5) . ?
O4' C4' 1.229(4) . ?
N1' C2' 1.368(5) . ?
N1' C9B' 1.382(5) . ?
N1' H1' 0.87(6) . ?
N5' C4' 1.392(5) . ?
N5' C5A' 1.412(4) . ?
N5' C21' 1.448(4) . ?
C3A' C9B' 1.362(5) . ?
C3A' C4' 1.432(5) . ?
C5A' C6' 1.399(5) . ?
C5A' C9A' 1.415(5) . ?
C6' C7' 1.384(5) . ?
C6' H6' 0.9500 . ?
C7' C8' 1.384(6) . ?
C7' H7' 0.9500 . ?
C8' C9' 1.387(6) . ?
C8' H8' 0.9500 . ?
C9' C9A' 1.401(5) . ?
C9' H9' 0.9500 . ?
C9A' C9B' 1.432(5) . ?
C21' C26' 1.381(5) . ?
C21' C22' 1.381(5) . ?
C22' C23' 1.388(6) . ?
C22' H22' 0.9500 . ?
C23' C24' 1.391(6) . ?
C23' H23' 0.9500 . ?
C24' C25' 1.386(6) . ?
C24' H24' 0.9500 . ?
C25' C26' 1.395(5) . ?
C25' H25' 0.9500 . ?
C26' H26' 0.9500 . ?
S30 O30 1.508(3) . ?
S30 C30 1.766(5) . ?
S30 C31 1.785(6) . ?
S10 O10 1.509(3) . ?
S10 C11 1.780(5) . ?
S10 C10 1.782(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658501
