#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/21/2202114.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_2202114
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o376
_journal_page_last  o377
_publ_section_title
;
Diethyl 2-methyl-6-(2-thiazolidinyl)-4-(2-thienyl)-1,4-dihydropyridine-
3,5-dicarboxylate
;
loop_
_publ_author_name
  "Vr\'abel, Viktor"
  "Ko\<z\'i\<sek, Jozef"
  "Marchal\'in, \<Stefan"
_chemical_formula_moiety  'C19 H24 N2 O4 S2'
_chemical_formula_sum  'C19 H24 N2 O4 S2'
_chemical_formula_iupac  'C19 H24 N2 O4 S2'
_chemical_formula_weight  408.52
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  8.9441(18)
_cell_length_b  11.222(2)
_cell_length_c  11.489(2)
_cell_angle_alpha  69.21(3)
_cell_angle_beta  71.47(3)
_cell_angle_gamma  83.99(3)
_cell_volume  1022.0(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.327
_exptl_crystal_density_meas  1.330(10)
_diffrn_ambient_temperature  293(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  C2 -0.1335(3) 0.9317(2) 0.3083(2) 0.0367(6) Uani d . 1 . . C
  C3 -0.2244(3) 0.8259(2) 0.3711(2) 0.0379(6) Uani d . 1 . . C
  C4 -0.2930(3) 0.7845(2) 0.5185(2) 0.0398(6) Uani d . 1 . . C
  H4 -0.3911 0.7370 0.5447 0.048 Uiso calc R 1 . . H
  C5 -0.3315(3) 0.9016(3) 0.5607(2) 0.0422(6) Uani d . 1 . . C
  C6 -0.2438(3) 1.0082(3) 0.4903(2) 0.0441(6) Uani d . 1 . . C
  C7 -0.0330(3) 0.9783(2) 0.1664(2) 0.0408(6) Uani d . 1 . . C
  H7 -0.0990 0.9818 0.1116 0.049 Uiso calc R 1 . . H
  C9 0.2790(3) 0.9854(3) 0.0806(3) 0.0668(9) Uani d . 1 . . C
  H9A 0.3675 0.9523 0.1138 0.080 Uiso calc R 1 . . H
  H9B 0.3168 1.0165 -0.0141 0.080 Uiso calc R 1 . . H
  C10 0.1990(3) 1.0904(3) 0.1308(3) 0.0629(8) Uani d . 1 . . C
  H10A 0.1984 1.0705 0.2203 0.075 Uiso calc R 1 . . H
  H10B 0.2557 1.1702 0.0780 0.075 Uiso calc R 1 . . H
  N12 0.0379(2) 1.1018(2) 0.1242(2) 0.0491(6) Uani d . 1 . . N
  H12 -0.0087 1.1730 0.0985 0.059 Uiso calc R 1 . . H
  C12 -0.2550(3) 0.7519(2) 0.2986(3) 0.0421(6) Uani d . 1 . . C
  C15 -0.4147(4) 0.5874(3) 0.3114(3) 0.0707(9) Uani d . 1 . . C
  H15A -0.4452 0.5019 0.3722 0.085 Uiso calc R 1 . . H
  H15B -0.3272 0.5809 0.2381 0.085 Uiso calc R 1 . . H
  C16 -0.5468(5) 0.6487(5) 0.2655(5) 0.1402(19) Uani d . 1 . . C
  H16A -0.6351 0.6511 0.3387 0.210 Uiso calc R 1 . . H
  H16B -0.5752 0.6013 0.2205 0.210 Uiso calc R 1 . . H
  H16C -0.5173 0.7340 0.2071 0.210 Uiso calc R 1 . . H
  C17 -0.1777(3) 0.6962(2) 0.5818(2) 0.0440(6) Uani d . 1 . . C
  C19 -0.0438(4) 0.5525(3) 0.7357(3) 0.0795(10) Uani d . 1 . . C
  H19 -0.0115 0.5013 0.8070 0.095 Uiso calc R 1 . . H
  C20 0.0384(4) 0.5704(3) 0.6137(4) 0.0764(10) Uani d . 1 . . C
  H20 0.1355 0.5329 0.5887 0.092 Uiso calc R 1 . . H
  C21 -0.0373(4) 0.6537(3) 0.5237(3) 0.0660(9) Uani d . 1 . . C
  H21 0.0059 0.6765 0.4336 0.079 Uiso calc R 1 . . H
  C22 -0.4587(3) 0.8939(3) 0.6815(3) 0.0526(7) Uani d . 1 . . C
  C25 -0.6520(4) 0.7560(4) 0.8586(3) 0.0933(12) Uani d . 1 . . C
  H25B -0.6032 0.7629 0.9204 0.112 Uiso calc R 1 . . H
  H25A -0.7340 0.8196 0.8519 0.112 Uiso calc R 1 . . H
  C26 -0.7172(7) 0.6374(5) 0.9031(5) 0.194(3) Uani d . 1 . . C
  H26A -0.7344 0.6205 0.8321 0.291 Uiso calc R 1 . . H
  H26B -0.8160 0.6334 0.9696 0.291 Uiso calc R 1 . . H
  H26C -0.6470 0.5749 0.9389 0.291 Uiso calc R 1 . . H
  C27 -0.2552(4) 1.1299(3) 0.5182(3) 0.0659(9) Uani d . 1 . . C
  H27A -0.3637 1.1463 0.5573 0.099 Uiso calc R 1 . . H
  H27B -0.2131 1.1989 0.4381 0.099 Uiso calc R 1 . . H
  H27C -0.1961 1.1227 0.5770 0.099 Uiso calc R 1 . . H
  N1 -0.1299(2) 1.01246(19) 0.37406(19) 0.0453(5) Uani d . 1 . . N
  H1 -0.0544 1.0674 0.3419 0.054 Uiso calc R 1 . . H
  O13 -0.1925(2) 0.76672(18) 0.18480(17) 0.0598(5) Uani d . 1 . . O
  O14 -0.3653(2) 0.65982(18) 0.37544(17) 0.0584(5) Uani d . 1 . . O
  O23 -0.4932(2) 0.9723(2) 0.73487(19) 0.0730(6) Uani d . 1 . . O
  O24 -0.5351(2) 0.7802(2) 0.73244(18) 0.0661(6) Uani d . 1 . . O
  S8 0.12942(8) 0.86367(7) 0.13985(7) 0.0565(2) Uani d . 1 . . S
  S18 -0.21617(12) 0.63390(10) 0.74823(8) 0.0908(4) Uani d . 1 . . S
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  C2 0.0378(14) 0.0432(15) 0.0329(14) 0.0051(12) -0.0141(11) -0.0157(12)
  C3 0.0383(14) 0.0451(16) 0.0330(13) 0.0022(12) -0.0102(11) -0.0175(12)
  C4 0.0424(15) 0.0472(16) 0.0322(14) -0.0006(12) -0.0104(12) -0.0168(12)
  C5 0.0446(15) 0.0543(17) 0.0328(14) 0.0112(13) -0.0151(12) -0.0208(13)
  C6 0.0534(17) 0.0487(17) 0.0376(15) 0.0085(14) -0.0186(13) -0.0215(13)
  C7 0.0459(15) 0.0451(16) 0.0325(14) 0.0022(13) -0.0142(12) -0.0131(12)
  C9 0.0435(17) 0.100(3) 0.0513(18) -0.0014(17) -0.0121(14) -0.0201(18)
  C10 0.059(2) 0.080(2) 0.0523(18) -0.0177(17) -0.0180(15) -0.0195(17)
  N12 0.0534(14) 0.0404(14) 0.0505(14) 0.0002(11) -0.0173(11) -0.0105(11)
  C12 0.0459(16) 0.0434(16) 0.0390(16) 0.0024(13) -0.0149(13) -0.0151(13)
  C15 0.082(2) 0.072(2) 0.071(2) -0.0177(19) -0.0208(18) -0.0362(18)
  C16 0.121(4) 0.154(4) 0.232(6) 0.042(3) -0.117(4) -0.121(4)
  C17 0.0531(17) 0.0428(16) 0.0374(15) -0.0022(13) -0.0150(13) -0.0132(12)
  C19 0.085(3) 0.078(2) 0.067(2) 0.014(2) -0.042(2) -0.0010(19)
  C20 0.073(2) 0.064(2) 0.081(3) 0.0168(18) -0.031(2) -0.0091(19)
  C21 0.062(2) 0.075(2) 0.0494(18) 0.0161(17) -0.0181(16) -0.0108(16)
  C22 0.0483(17) 0.073(2) 0.0416(17) 0.0139(16) -0.0197(14) -0.0243(16)
  C25 0.074(2) 0.112(3) 0.060(2) 0.007(2) 0.0210(19) -0.028(2)
  C26 0.227(6) 0.111(4) 0.128(4) -0.041(4) 0.101(4) -0.029(3)
  C27 0.092(2) 0.059(2) 0.0544(18) 0.0082(17) -0.0218(17) -0.0299(16)
  N1 0.0496(13) 0.0504(14) 0.0408(13) -0.0049(11) -0.0135(11) -0.0199(11)
  O13 0.0746(14) 0.0695(13) 0.0390(11) -0.0131(11) -0.0086(10) -0.0266(10)
  O14 0.0656(13) 0.0666(13) 0.0486(11) -0.0187(11) -0.0098(10) -0.0272(10)
  O23 0.0729(14) 0.0963(17) 0.0597(13) 0.0193(12) -0.0115(11) -0.0508(13)
  O24 0.0567(13) 0.0811(16) 0.0441(12) 0.0009(11) 0.0087(10) -0.0234(11)
  S8 0.0508(5) 0.0634(5) 0.0457(4) 0.0081(4) -0.0055(3) -0.0175(4)
  S18 0.1047(8) 0.1102(8) 0.0451(5) 0.0306(6) -0.0278(5) -0.0158(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  C2 C3 . 1.346(3) yes
  C2 N1 . 1.379(3) ?
  C2 C7 . 1.517(3) yes
  C3 C12 . 1.463(3) ?
  C3 C4 . 1.517(3) yes
  C4 C17 . 1.524(3) yes
  C4 C5 . 1.527(3) yes
  C4 H4 . 0.9800 ?
  C5 C6 . 1.343(4) yes
  C5 C22 . 1.469(4) ?
  C6 N1 . 1.387(3) ?
  C6 C27 . 1.497(4) ?
  C7 N12 . 1.439(3) yes
  C7 S8 . 1.861(2) yes
  C7 H7 . 0.9800 ?
  C9 C10 . 1.508(4) ?
  C9 S8 . 1.806(3) yes
  C9 H9A . 0.9700 ?
  C9 H9B . 0.9700 ?
  C10 N12 . 1.457(3) ?
  C10 H10A . 0.9700 ?
  C10 H10B . 0.9700 ?
  N12 H12 . 0.8600 ?
  C12 O13 . 1.204(3) yes
  C12 O14 . 1.354(3) ?
  C15 O14 . 1.449(3) ?
  C15 C16 . 1.455(5) ?
  C15 H15A . 0.9700 ?
  C15 H15B . 0.9700 ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?
  C17 C21 . 1.349(3) ?
  C17 S18 . 1.717(3) yes
  C19 C20 . 1.312(4) ?
  C19 S18 . 1.700(3) ?
  C19 H19 . 0.9300 ?
  C20 C21 . 1.424(4) ?
  C20 H20 . 0.9300 ?
  C21 H21 . 0.9300 ?
  C22 O23 . 1.205(3) yes
  C22 O24 . 1.354(3) ?
  C25 C26 . 1.365(5) ?
  C25 O24 . 1.444(3) ?
  C25 H25B . 0.9700 ?
  C25 H25A . 0.9700 ?
  C26 H26A . 0.9600 ?
  C26 H26B . 0.9600 ?
  C26 H26C . 0.9600 ?
  C27 H27A . 0.9600 ?
  C27 H27B . 0.9600 ?
  C27 H27C . 0.9600 ?
  N1 H1 . 0.8600 ?
_cod_database_code 2202114