#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010205.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_2010205
_journal_name_full  'Acta Crystallographica'
_journal_year  1994
_journal_volume  C50
_journal_page_first  1842
_journal_page_last  1846
_publ_section_title
;
Three Substituted 3-Aminopropenoates
;
loop_
_publ_author_name
  'Sinur, Amalija'
  'Goli\<c, Ljubo'
  'Stanovnik, Branko'
_chemical_formula_moiety  'C13 H18 N4 O3 S'
_chemical_formula_sum  'C13 H18 N4 O3 S'
_chemical_formula_weight  310.4
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  +x,+y,+z
  -x,-y,-z
_cell_length_a  8.3383(7)
_cell_length_b  9.4365(7)
_cell_length_c  10.5925(8)
_cell_angle_alpha  71.904(7)
_cell_angle_beta  88.558(7)
_cell_angle_gamma  81.614(8)
_cell_volume  783.6(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.315
_exptl_crystal_density_meas  1.31
_diffrn_ambient_temperature  293
_refine_ls_R_factor_obs  .042
_refine_ls_wR_factor_obs  .044
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_type_symbol
  S 0.58045(5) 0.29674(5) 0.48459(4) 0.05460(16) Uij ? ? S
  O(1) 0.51682(15) 0.50181(13) 0.15432(13) 0.0569(4) Uij ? ? O
  O(2) 0.77469(15) 0.46254(13) 0.09288(14) 0.0583(4) Uij ? ? O
  O(3) 0.34026(12) 0.16263(12) 0.45193(11) 0.0452(4) Uij ? ? O
  N(1) 0.82096(16) 0.01051(14) 0.27280(14) 0.0470(4) Uij ? ? N
  N(2) 1.06423(14) -0.02181(15) 0.16832(13) 0.0451(4) Uij ? ? N
  N(3) 0.93867(16) -0.23225(15) 0.29666(15) 0.0511(5) Uij ? ? N
  N(4) 0.52197(14) 0.19147(14) 0.28424(13) 0.0427(4) Uij ? ? N
  C(1) 0.64018(18) 0.41690(16) 0.15512(15) 0.0436(5) Uij ? ? C
  C(2) 0.66017(17) 0.25336(16) 0.22362(15) 0.0415(4) Uij ? ? C
  C(3) 0.79865(17) 0.16413(16) 0.21435(15) 0.0425(5) Uij ? ? C
  C(4) 0.94890(16) -0.08561(16) 0.24432(15) 0.0421(4) Uij ? ? C
  C(5) 1.18296(17) -0.1179(2)  0.13798(16) 0.0488(5) Uij ? ? C
  C(6) 1.1818(2)  -0.2709(2)  0.18263(19) 0.0561(6) Uij ? ? C
  C(7) 1.0584(2)  -0.32594(19) 0.26416(19) 0.0543(6) Uij ? ? C
  C(8) 1.3163(2)  -0.0485(3) 0.0557(2)  0.0663(8) Uij ? ? C
  C(9) 1.0491(4) -0.4918(2)  0.3198(4) 0.0820(11) Uij ? ? C
  C(10) 0.47560(16) 0.20988(14) 0.39349(14) 0.0385(4) Uij ? ? C
  C(11) 0.2369(2)  0.1096(2)  0.3745(2)  0.0539(6) Uij ? ? C
  C(12) 0.4580(3)  0.2858(3)  0.62774(19) 0.0601(7) Uij ? ? C
  C(13) 0.7637(3) 0.6212(2)  0.0240(3)  0.0707(8) Uij ? ? C
  H(1) 0.750(3)  -0.031(2)  0.317(2)  0.045(5) Uiso ? ? H
  H(3) 0.886(2)  0.205(2)  0.1639(19) 0.046(4) Uiso ? ? H
  H(6) 1.263(3) -0.333(3) 0.158(3)  0.074(7) Uiso ? ? H
  H(81) 1.392(5) -0.121(5) 0.029(4) 0.129(12) Uiso ? ? H
  H(82) 1.276(4) 0.023(3) -0.025(3) 0.085(8) Uiso ? ? H
  H(83) 1.370(4) 0.005(3) 0.101(3) 0.091(8) Uiso ? ? H
  H(91) 1.068(6) -0.540(6) 0.256(6) 0.160(17) Uiso ? ? H
  H(92) 1.109(6) -0.524(5) 0.380(5) 0.135(16) Uiso ? ? H
  H(93) 0.937(7) -0.513(6) 0.331(5) 0.156(17) Uiso ? ? H
  H(111) 0.212(3) 0.183(3) 0.287(3) 0.077(7) Uiso ? ? H
  H(112) 0.143(4) 0.103(3) 0.421(3) 0.079(7) Uiso ? ? H
  H(113) 0.289(4) 0.016(4) 0.364(3) 0.093(8) Uiso ? ? H
  H(121) 0.498(3) 0.348(3) 0.664(3)  0.079(7) Uiso ? ? H
  H(122) 0.472(3) 0.173(3) 0.691(3) 0.082(7) Uiso ? ? H
  H(123) 0.347(4) 0.322(3) 0.601(3)  0.077(7) Uiso ? ? H
  H(131) 0.684(4) 0.654(4) -0.042(4) 0.101(10) Uiso ? ? H
  H(132) 0.733(4) 0.677(4) 0.091(4) 0.105(10) Uiso ? ? H
  H(133) 0.868(5) 0.635(4)  0.000(3) 0.103(10) Uiso ? ? H
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
_atom_site_aniso_type_symbol
  S .0553(2)  .0631(3)  .0552(2)  -.02108(18) .00653(17) -.02731(19) S
  O(1) .0552(6) .0470(6) .0627(7) .0140(5) .0065(5) -.0186(5) O
  O(2) .0500(6) .0448(6) .0735(8) -.0037(5) .0098(5) -.0110(5) O
  O(3) .0408(5) .0488(5) .0502(6) -.0089(4) .0068(4) -.0205(4) O
  N(1) .0381(6) .0390(6) .0621(8) .0029(5) .0142(6) -.0179(6) N
  N(2) .0358(5) .0493(7) .0521(7) .0029(5) .0043(5) -.0228(5) N
  N(3) .0459(7) .0407(6) .0653(8) .0051(5) .0049(6) -.0199(6) N
  N(4) .0372(5) .0410(6) .0533(7) .0004(4) .0054(5) -.0225(5) N
  C(1) .0458(7) .0402(7) .0458(7) .0028(5) .0033(6) -.0189(6) C
  C(2) .0385(6) .0399(7) .0483(7) .0008(5) .0060(5) -.0201(6) C
  C(3) .0381(6) .0389(6) .0514(8) .0017(5) .0069(6) -.0191(6) C
  C(4) .0351(6) .0418(7) .0507(7) .0043(5) .0013(5) -.0210(6) C
  C(5) .0344(6) .0624(9) .0539(8) .0060(6) .0008(6) -.0300(7) C
  C(6) .0415(7) .0612(10) .0698(10) .0161(7) -.0026(7) -.0366(8) C
  C(7) .0498(8) .0453(8) .0678(10) .0118(6) -.0074(7) -.0253(7) C
  C(8) .0465(9) .0851(14) .0689(12) -.0006(9) .0164(8) -.0314(11) C
  C(9) .0950(18) .0430(10) .1031(19) .0139(11) -.0057(15) -.0257(11) C
  C(10) .0351(6) .0332(6) .0469(7) .0012(5) .0014(5) -.0146(5) C
  C(11) .0475(8) .0543(9) .0640(10) -.0145(7) .0001(7) -.0210(8) C
  C(12) .0649(11) .0708(12) .0536(9) -.0135(9) .0042(8) -.0310(9) C
  C(13) .0767(14) .0487(10) .0759(14) -.0112(9) .0009(11) -.0028(9) C
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S C(10) . . 1.764(2) yes
  S C(12) . . 1.791(2) yes
  O(1) C(1) . . 1.207(2) yes
  O(2) C(1) . . 1.344(2) yes
  O(2) C(13) . . 1.438(2) yes
  O(3) C(10) . . 1.340(2) yes
  O(3) C(11) . . 1.444(3) yes
  N(1) C(3) . . 1.374(2) yes
  N(1) C(4) . . 1.387(2) yes
  N(1) H(1) . . .82(2) no
  N(2) C(4) . . 1.328(2) yes
  N(2) C(5) . . 1.345(2) yes
  N(3) C(4) . . 1.336(2) yes
  N(3) C(7) . . 1.346(2) yes
  N(4) C(2) . . 1.417(2) yes
  N(4) C(10) . . 1.266(2) yes
  C(1) C(2) . . 1.474(2) yes
  C(2) C(3) . . 1.347(2) yes
  C(3) H(3) . . .95(2) no
  C(5) C(6) . . 1.374(3) yes
  C(5) C(8) . . 1.494(3) yes
  C(6) C(7) . . 1.381(2) yes
  C(6) H(6) . . .92(3) no
  C(7) C(9) . . 1.504(3) yes
  C(8) H(81) . . .96(5) no
  C(8) H(82) . . .94(3) no
  C(8) H(83) . . .96(4) no
  C(9) H(91) . . .92(7) no
  C(9) H(92) . . .78(5) no
  C(9) H(93) . . .98(6) no
  C(11) H(111) . . .97(3) no
  C(11) H(112) . . .92(3) no
  C(11) H(113) . . .96(3) no
  C(12) H(121) . . .90(3) no
  C(12) H(122) . . 1.06(3) no
  C(12) H(123) . . .96(3) no
  C(13) H(131) . . .92(4) no
  C(13) H(132) . . 1.02(4) no
  C(13) H(133) . . .92(4) no