data_2200359
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o498
_journal_page_last  o499
_publ_section_title
;
Methyl (2-benzylidene-3-oxo-1,4-benzothiazin-4-yl)acetate
;
loop_
_publ_author_name
  'Zerzouf, A.'
  'Salem, M.'
  'Essassi, E. M.'
  'Pierrot, M.'
_chemical_formula_moiety  'C18 H15 N O3 S'
_chemical_formula_sum  'C18 H15 N O3 S'
_chemical_formula_iupac  'C18 H15 N O3 S'
_chemical_formula_weight  325.39
_symmetry_cell_setting  'Monoclinic'
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  '+X,+Y,+Z'
  '-X,-Y,-Z'
  '-X,+Y+ 1/2,-Z+ 1/2'
  '+X,-Y+ 1/2,+Z+ 1/2'
_cell_length_a  19.0388(6)
_cell_length_b  9.6511(3)
_cell_length_c  20.9817(6)
_cell_angle_alpha  90.0
_cell_angle_beta  155.4920(10)
_cell_angle_gamma  90.0
_cell_volume  1599.00(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.352
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_occupancy
  S1 1.053433(12)  .342800(10)  .137130(12)  .12506(6) Uij 1.00
  O18  .63088(3)  .54703(3)  -.21456(3)  .10888(15) Uij 1.00
  O21  .29350(3)  .41091(3)  -.35915(3)  .11597(15) Uij 1.00
  O23  .55140(4)  .50038(3)  -.13008(3)  .13792(18) Uij 1.00
  N4  .68747(3)  .34661(3)  -.11656(3)  .08213(15) Uij 1.00
  C2  .92020(4)  .48783(4)  .03149(4)  .09026(19) Uij 1.00
  C3  .73651(4)  .46372(4)  -.10846(4)  .09314(19) Uij 1.00
  C5  .79921(4)  .25548(3)  .00846(4)  .08782(18) Uij 1.00
  C6  .96912(5)  .24534(4)  .13048(4)  .10138(19) Uij 1.00
  C7 1.07599(5)  .15340(4)  .25000(5)  .1200(2) Uij 1.00
  C8 1.01641(6)  .06880(4)  .24839(5)  .1474(3) Uij 1.00
  C9  .84985(5)  .07912(4)  .12931(5)  .1505(3) Uij 1.00
  C10  .74245(5)  .17301(4)  .01160(4)  .1104(2) Uij 1.00
  C11  .97168(4)  .61876(4)  .06645(4)  .1014(2) Uij 1.00
  C12 1.14406(4)  .67295(4)  .20209(4)  .1031(2) Uij 1.00
  C13 1.18065(5)  .79825(4)  .26207(5)  .1412(2) Uij 1.00
  C14 1.34378(6)  .85035(5)  .39766(5)  .1662(3) Uij 1.00
  C15 1.47099(6)  .77946(5)  .47211(6)  .1431(3) Uij 1.00
  C16 1.43584(5)  .65891(5)  .41105(5)  .1442(3) Uij 1.00
  C17 1.27340(5)  .60476(4)  .27703(5)  .1296(2) Uij 1.00
  C19  .50581(4)  .33806(4)  -.25318(4)  .08791(19) Uij 1.00
  C20  .45778(5)  .42592(4)  -.23635(4)  .0964(2) Uij 1.00
  C22  .22977(6)  .48921(6)  -.35787(6)  .1714(3) Uij 1.00
  H7 1.19309  .14961  .33454  .06647 Uiso 1.00
  H8 1.08956  .00288  .32917  .07562 Uiso 1.00
  H9  .80819  .02020  .12828  .07655 Uiso 1.00
  H10  .62756  .18197  -.06891  .06241 Uiso 1.00
  H11  .87682  .68092  -.01271  .05863 Uiso 1.00
  H13 1.09047  .84869  .20769  .07099 Uiso 1.00
  H14 1.36840  .93537  .43985  .080093 Uiso 1.00
  H15 1.58469  .81455  .56695  .07539 Uiso 1.00
  H16 1.52493  .61204  .46216  .07622 Uiso 1.00
  H17 1.25024  .51975  .23580  .06937 Uiso 1.00
  H19A  .47758  .24310  -.26795  .05483 Uiso 1.00
  H19B  .44504  .36920  -.34030  .05483 Uiso 1.00
  H22A  .11103  .47109  -.45079  .08854 Uiso 1.00
  H22B  .24685  .58634  -.35125  .08854 Uiso 1.00
  H22C  .28896  .46210  -.27104  .08854 Uiso 1.00
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
  S1  .04021(5)  .04332(5)  .05670(6)  .01102(5)  .04374(5)  .01255(5)
  O18  .03424(14)  .04846(16)  .04335(16)  .01059(12)  .03267(14)  .01335(13)
  O21  .03301(14)  .06142(17)  .04817(16) -.00212(13)  .03505(14) -.00472(14)
  O23  .04515(17)  .0714(2)  .05273(18) -.01135(15)  .04282(17) -.01989(16)
  N4  .02654(14)  .03747(16)  .03242(15)  .00039(13)  .02529(14)  .00022(14)
  C2  .03119(18)  .03952(19)  .03592(19)  .00418(15)  .03002(18)  .00356(16)
  C3  .03300(19)  .03637(19)  .0374(2)  .00339(16)  .03137(19)  .00170(17)
  C5  .03325(19)  .03168(18)  .03361(19) -.00152(15)  .02965(18) -.00345(15)
  C6  .0372(2)  .03568(19)  .0413(2)  .00303(16)  .0355(2)  .00130(16)
  C7  .0419(2)  .0514(2)  .0473(2)  .01310(19)  .0397(2)  .0136(2)
  C8  .0583(3)  .0540(3)  .0558(3)  .0135(2)  .0520(3)  .0158(2)
  C9  .0607(3)  .0488(2)  .0592(3) -.0018(2)  .0556(3)  .0013(2)
  C10  .0399(2)  .0444(2)  .0438(2) -.00542(18)  .0377(2) -.00572(19)
  C11  .03584(19)  .0409(2)  .0404(2)  .00410(16)  .03399(19)  .00501(17)
  C12  .03836(19)  .0404(2)  .0406(2)  .00032(16)  .03590(19)  .00306(17)
  C13  .0515(2)  .0419(2)  .0607(3) -.00263(18)  .0511(2) -.0011(2)
  C14  .0634(3)  .0500(2)  .0674(3) -.0168(2)  .0590(3) -.0153(2)
  C15  .0452(3)  .0653(3)  .0573(3) -.0153(2)  .0438(3) -.0098(2)
  C16  .0439(2)  .0618(3)  .0634(3)  .0013(2)  .0478(2)  .0047(2)
  C17  .0468(2)  .0483(2)  .0544(2) -.00173(18)  .0468(2) -.00038(19)
  C19  .02806(17)  .0434(2)  .03322(18) -.00383(17)  .02569(17) -.00434(18)
  C20  .03260(18)  .0408(2)  .0386(2) -.00042(16)  .03126(19)  .00180(18)
  C22  .0538(3)  .0841(3)  .0730(3)  .0096(2)  .0581(3)  .0054(3)
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
  S1 C2 . . 1.7534(5) ?
  S1 C6 . . 1.7532(11) ?
  O18 C3 . . 1.2245(4) ?
  O21 C20 . . 1.3330(9) ?
  O21 C22 . . 1.4501(16) ?
  O23 C20 . . 1.1968(5) ?
  N4 C3 . . 1.3744(9) ?
  N4 C5 . . 1.4231(4) ?
  N4 C19 . . 1.4642(9) ?
  C2 C3 . . 1.4898(5) ?
  C2 C11 . . 1.3368(5) ?
  C5 C6 . . 1.3990(11) ?
  C5 C10 . . 1.3909(14) ?
  C6 C7 . . 1.3894(5) ?
  C7 C8 . . 1.3729(16) ?
  C8 C9 . . 1.3748(14) ?
  C9 C10 . . 1.3827(5) ?
  C11 C12 . . 1.4652(5) ?
  C12 C13 . . 1.3914(5) ?
  C12 C17 . . 1.3868(13) ?
  C13 C14 . . 1.3831(5) ?
  C14 C15 . . 1.3745(17) ?
  C15 C16 . . 1.3721(7) ?
  C16 C17 . . 1.3853(6) ?
  C19 C20 . . 1.5060(14) ?