data_2007035
_journal_name_full  'Acta Crystallographica'
_journal_year  1998
_journal_volume  C54
_publ_section_title
;
2-Ethoxycarbonyl-5-methoxycarbonyl-6-methyl-4-phenyl-4,7-dihydrothieno-
[2,3-b]pyridine
;
loop_
_publ_author_name
  "Duque Rodr\'iguez, Julio"
  "Pom\'es Hern\'andez, Ram\'on"
  "Di\'az de Delgado, Graciela"
  'Roque, Estela'
  "Su\'arez Navarro, Margarita"
  'Verdecia Reyes, Yamila'
  "Ochoa Rodr\'iguez, Estael"
  'Pita Mieres, Beatriz'
  'Espinosa, Remberto'
  "Liv\'an Alba Gutierrez"
_chemical_formula_moiety  'C19 H19 N O4 S'
_chemical_formula_sum  'C19 H19 N O4 S'
_chemical_formula_structural  'C19 H19 N O4 S'
_chemical_formula_weight  357.41
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  12.673(3)
_cell_length_b  11.809(2)
_cell_length_c  11.921(2)
_cell_angle_alpha  90.00
_cell_angle_beta  100.74(3)
_cell_angle_gamma  90.00
_cell_volume  1752.8(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.354
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  .0689
_refine_ls_wR_factor_obs  .1771
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  S  .75085(6)  .02040(8)  .24485(7)  .0539(3) Uani d . 1 . S
  N  .9651(2)  .0399(2)  .3322(2)  .0589(7) Uani d . 1 . N
  H0A  .9550  .1143  .3424  .080 Uiso d R 1 . H
  O1  .5685(2)  -.2286(2)  .1027(2)  .0668(7) Uani d . 1 . O
  O2  .5352(2)  -.0469(2)  .1443(2)  .0635(7) Uani d . 1 . O
  O3 1.1953(2)  -.2749(2)  .3591(2)  .0627(7) Uani d . 1 . O
  O4 1.2634(2)  -.1256(3)  .4576(3)  .0894(9) Uani d . 1 . O
  C4  .8817(3)  -.0251(3)  .2783(3)  .0488(8) Uani d . 1 . C
  C2  .7970(2)  -.1838(3)  .1954(3)  .0463(7) Uani d . 1 . C
  H2A  .7906  -.2602  .1673  .080 Uiso d R 1 . H
  C1  .7115(3)  -.1112(3)  .1879(3)  .0487(7) Uani d . 1 . C
  C3  .8947(2)  -.1358(3)  .2480(2)  .0441(7) Uani d . 1 . C
  C5 1.0649(3)  -.0076(3)  .3711(3)  .0507(8) Uani d . 1 . C
  C6 1.0850(2)  -.1169(3)  .3470(2)  .0466(7) Uani d . 1 . C
  C14  .6000(3)  -.1370(3)  .1406(3)  .0507(8) Uani d . 1 . C
  C8 1.0388(2)  -.2131(3)  .1532(3)  .0495(8) Uani d . 1 . C
  C7 1.0042(2)  -.1901(3)  .2677(2)  .0460(7) Uani d . 1 . C
  H7A  .9990  -.2616  .3047  .080 Uiso d R 1 . H
  C9 1.0663(3)  -.1234(3)  .0900(3)  .0583(9) Uani d . 1 . C
  H9A 1.0622  -.0475  .1177  .080 Uiso d R 1 . H
  C17 1.1413(3)  .0752(3)  .4365(3)  .0629(9) Uani d . 1 . C
  H17A 1.2094  .0391  .4621  .080 Uiso d R 1 . H
  H17B 1.1504  .1383  .3884  .080 Uiso d R 1 . H
  H17C 1.1133  .1014  .5013  .080 Uiso d R 1 . H
  C10 1.0985(3)  -.1424(4)  -.0138(3)  .0801(13) Uani d . 1 . C
  H10A 1.1183  -.0800  -.0571  .080 Uiso d R 1 . H
  C13 1.0424(3)  -.3218(4)  .1110(3)  .0716(10) Uani d . 1 . C
  H13A 1.0222  -.3844  .1538  .080 Uiso d R 1 . H
  C15  .4211(3)  -.0650(4)  .1066(4)  .0748(11) Uani d . 1 . C
  H15A  .4098  -.1160  .0427  .080 Uiso d R 1 . H
  H15B  .3873  .0058  .0821  .080 Uiso d R 1 . H
  C12 1.0751(4)  -.3396(5)  .0060(4)  .096(2) Uani d . 1 . C
  H12A 1.0770  -.4147  -.0242  .080 Uiso d R 1 . H
  C11 1.1035(4)  -.2502(5)  -.0536(4)  .090(2) Uani d . 1 . C
  H11A 1.1278  -.2625  -.1242  .080 Uiso d R 1 . H
  C18 1.1894(3)  -.1670(3)  .3945(3)  .0520(8) Uani d . 1 . C
  C19 1.2954(3)  -.3322(3)  .3941(3)  .0670(10) Uani d . 1 . C
  H19A 1.2892  -.4075  .3633  .080 Uiso d R 1 . H
  H19B 1.3511  -.2923  .3659  .080 Uiso d R 1 . H
  H19C 1.3128  -.3360  .4759  .080 Uiso d R 1 . H
  C16  .3718(3)  -.1132(4)  .1988(4)  .0840(13) Uani d . 1 . C
  H16A  .2962  -.1247  .1729  .080 Uiso d R 1 . H
  H16B  .4055  -.1842  .2225  .080 Uiso d R 1 . H
  H16C  .3828  -.0615  .2621  .080 Uiso d R 1 . 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
  S  .0515(5)  .0527(5)  .0582(5)  .0054(4)  .0119(4)  -.0011(4)
  N  .059(2)  .050(2)  .066(2)  -.0032(14)  .0078(14)  -.0095(14)
  O1  .0563(15)  .061(2)  .082(2)  -.0064(12)  .0108(13)  -.0036(13)
  O2  .0466(13)  .066(2)  .079(2)  .0024(12)  .0169(12)  .0101(13)
  O3  .0504(13)  .071(2)  .0634(14)  .0114(12)  .0021(11)  -.0007(12)
  O4  .068(2)  .086(2)  .100(2)  .007(2)  -.020(2)  -.019(2)
  C4  .049(2)  .054(2)  .044(2)  -.001(2)  .0110(14)  .0007(14)
  C2  .045(2)  .049(2)  .047(2)  -.0040(15)  .0136(13)  .0048(14)
  C1  .049(2)  .052(2)  .048(2)  -.0001(15)  .0167(14)  .0033(14)
  C3  .046(2)  .048(2)  .0405(15)  -.0013(14)  .0143(13)  .0036(13)
  C5  .052(2)  .059(2)  .042(2)  -.003(2)  .0110(14)  .0010(14)
  C6  .048(2)  .055(2)  .0380(14)  -.0002(15)  .0105(13)  .0035(14)
  C14  .045(2)  .060(2)  .050(2)  .000(2)  .0164(14)  .009(2)
  C8  .040(2)  .059(2)  .048(2)  .0049(15)  .0038(13)  -.0082(15)
  C7  .048(2)  .045(2)  .045(2)  .0018(14)  .0105(13)  .0024(13)
  C9  .057(2)  .071(2)  .049(2)  -.002(2)  .017(2)  -.006(2)
  C17  .062(2)  .065(2)  .058(2)  -.012(2)  .003(2)  -.005(2)
  C10  .070(3)  .124(4)  .052(2)  -.001(3)  .024(2)  -.004(2)
  C13  .076(3)  .066(2)  .070(2)  .009(2)  .005(2)  -.016(2)
  C15  .050(2)  .094(3)  .081(2)  .012(2)  .015(2)  .016(2)
  C12  .089(3)  .106(4)  .089(3)  .029(3)  .002(3)  -.053(3)
  C11  .068(3)  .145(5)  .058(2)  .019(3)  .016(2)  -.030(3)
  C18  .049(2)  .063(2)  .043(2)  .002(2)  .0053(14)  .003(2)
  C19  .057(2)  .075(3)  .068(2)  .015(2)  .010(2)  .007(2)
  C16  .057(2)  .110(4)  .087(3)  -.004(2)  .021(2)  .012(3)
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
  S C4 . 1.718(3) ?
  S C1 . 1.731(3) ?
  N C4 . 1.365(4) ?
  N C5 . 1.382(4) ?
  N H0A .  .90 ?
  O1 C14 . 1.211(4) ?
  O2 C14 . 1.350(4) ?
  O2 C15 . 1.448(4) ?
  O3 C18 . 1.349(4) ?
  O3 C19 . 1.430(4) ?
  O4 C18 . 1.192(4) ?
  C4 C3 . 1.375(4) ?
  C2 C1 . 1.371(4) ?
  C2 C3 . 1.400(4) ?
  C2 H2A .  .96 ?
  C1 C14 . 1.453(5) ?
  C3 C7 . 1.507(4) ?
  C5 C6 . 1.356(5) ?
  C5 C17 . 1.490(5) ?
  C6 C18 . 1.464(5) ?
  C6 C7 . 1.526(4) ?
  C8 C13 . 1.383(5) ?
  C8 C9 . 1.382(5) ?
  C8 C7 . 1.534(4) ?
  C7 H7A .  .96 ?
  C9 C10 . 1.391(5) ?
  C9 H9A .  .96 ?
  C17 H17A .  .96 ?
  C17 H17B .  .96 ?
  C17 H17C .  .96 ?
  C10 C11 . 1.364(6) ?
  C10 H10A .  .96 ?
  C13 C12 . 1.405(6) ?
  C13 H13A .  .96 ?
  C15 C16 . 1.476(5) ?
  C15 H15A .  .96 ?
  C15 H15B .  .96 ?
  C12 C11 . 1.358(7) ?
  C12 H12A .  .96 ?
  C11 H11A .  .96 ?
  C19 H19A .  .96 ?
  C19 H19B .  .96 ?
  C19 H19C .  .96 ?
  C16 H16A .  .96 ?
  C16 H16B .  .96 ?
  C16 H16C .  .96 ?