data_2200228
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o356
_journal_page_last  o357
_publ_section_title
;
Ethyl 7-chloro-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepine-3-carboxylate
;
loop_
_publ_author_name
  'Vi\<snjevac, Aleksandar'
  "Koji\'c-Prodi\'c, Biserka"
_chemical_formula_moiety  'C18 H15 Cl N2 O3'
_chemical_formula_sum  'C18 H15 Cl N2 O3'
_chemical_formula_iupac  'C18 H15 Cl N2 O3'
_chemical_formula_weight  342.77
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  1/2-x,-y,1/2+z
  1/2+x,1/2-y,-z
  -x,1/2+y,1/2-z
  -x,-y,-z
  1/2+x,y,1/2-z
  1/2-x,1/2+y,z
  x,1/2-y,1/2+z
_cell_length_a  15.4280(10)
_cell_length_b  9.346(2)
_cell_length_c  22.506(5)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  3245(2)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.403
_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_thermal_displace_type
_atom_site_occupancy
_atom_site_type_symbol
  Cl1  .29888(11)  -.32134(18)  .409440(9)  .0687(6) Uani 1.000 Cl
  O10  .4591(3)  .1813(5)  .14223(10)  .0667(19) Uani 1.000 O
  O12  .3472(5)  .4576(6)  .2002(2)  .106(3) Uani 1.000 O
  O13  .2746(3)  .2977(5)  .1475(2)  .075(2) Uani 1.000 O
  N1  .4465(3)  -.0007(6)  .2079(2)  .0523(19) Uani 1.000 N
  N4  .3972(3)  .2492(6)  .2808(2)  .0457(17) Uani 1.000 N
  C2  .4249(4)  .1296(8)  .1863(2)  .049(3) Uani 1.000 C
  C3  .3585(4)  .2072(6)  .2240(2)  .045(2) Uani 1.000 C
  C5  .4084(4)  .1492(6)  .3189(2)  .042(2) Uani 1.000 C
  C6  .3557(3)  -.0843(6)  .3561(2)  .044(2) Uani 1.000 C
  C7  .3398(4)  -.2231(7)  .3488(3)  .052(2) Uani 1.000 C
  C8  .3562(4)  -.2950(7)  .2960(3)  .056(2) Uani 1.000 C
  C9  .3899(4)  -.2177(7)  .2508(3)  .050(2) Uani 1.000 C
  C11  .3270(5)  .3373(8)  .1909(3)  .057(3) Uani 1.000 C
  C14  .2369(8)  .4081(10)  .1079(3)  .115(4) Uani 1.000 C
  C15  .2723(9)  .3933(12)  .0536(4)  .175(7) Uani 1.000 C
  C16  .4433(4)  .1955(6)  .3782(2)  .041(2) Uani 1.000 C
  C17  .4134(4)  .3206(7)  .4032(2)  .053(2) Uani 1.000 C
  C18  .4411(5)  .3634(8)  .4594(3)  .066(3) Uani 1.000 C
  C19  .4977(5)  .2781(8)  .4896(3)  .069(3) Uani 1.000 C
  C20  .5297(5)  .1566(8)  .4646(3)  .070(3) Uani 1.000 C
  C21  .5021(4)  .1102(7)  .4088(3)  .061(3) Uani 1.000 C
  C51  .3898(3)  -.0018(6)  .3105(2)  .044(2) Uani 1.000 C
  C91  .4071(3)  -.0731(7)  .2561(2)  .044(2) Uani 1.000 C
  H1  .488710  -.044040  .190580  .0625 Uiso 1.000 H
  H3  .309320  .143350  .231560  .0540 Uiso 1.000 H
  H6  .343690  -.041680  .392510  .0534 Uiso 1.000 H
  H8  .344570  -.392090  .291950  .0672 Uiso 1.000 H
  H9  .401800  -.263150  .214950  .0600 Uiso 1.000 H
  H14A  .249120  .502660  .123470  .1384 Uiso 1.000 H
  H14B  .174500  .396310  .105620  .1384 Uiso 1.000 H
  H15A  .243640  .317200  .032700  .2627 Uiso 1.000 H
  H15B  .265570  .480880  .031750  .2627 Uiso 1.000 H
  H15C  .332790  .371380  .057440  .2627 Uiso 1.000 H
  H17  .374130  .377000  .382390  .0638 Uiso 1.000 H
  H18  .421410  .448480  .475950  .0793 Uiso 1.000 H
  H19  .514610  .303500  .527790  .0831 Uiso 1.000 H
  H20  .570870  .103340  .485210  .0836 Uiso 1.000 H
  H21  .522320  .024990  .392640  .0726 Uiso 1.000 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
  Cl1  .0603(10)  .0627(10)  .0832(13)  -.0100(10)  .0037(10)  .0168(10)
  O10  .061(3)  .100(4)  .039(3)  -.012(3)  .010(2)  .006(3)
  O12  .189(6)  .062(4)  .067(4)  -.020(4)  -.030(4)  .001(3)
  O13  .088(4)  .077(4)  .060(3)  .006(3)  -.016(3)  .005(3)
  N1  .045(3)  .066(4)  .046(3)  .005(3)  .009(3)  -.018(3)
  N4  .055(3)  .054(3)  .028(3)  -.011(3)  .003(3)  -.007(3)
  C2  .047(4)  .069(5)  .032(4)  -.005(4)  -.017(4)  -.011(4)
  C3  .057(4)  .045(4)  .033(3)  -.005(3)  .007(3)  -.007(3)
  C5  .043(4)  .044(4)  .038(4)  -.012(3)  .007(3)  -.006(3)
  C6  .044(4)  .041(4)  .048(4)  -.001(3)  .000(3)  -.005(3)
  C7  .032(3)  .044(4)  .079(5)  -.012(3)  -.010(3)  .014(4)
  C8  .040(3)  .046(4)  .082(5)  .001(3)  -.017(4)  -.020(4)
  C9  .048(4)  .054(4)  .049(4)  .004(3)  -.004(3)  -.013(4)
  C11  .078(5)  .054(5)  .039(5)  -.011(4)  .010(4)  -.011(4)
  C14  .167(9)  .112(7)  .067(6)  .043(7)  .014(6)  .019(6)
  C15  .229(14)  .212(13)  .084(8)  .043(11)  -.004(9)  .045(9)
  C16  .049(4)  .041(4)  .032(3)  -.012(3)  .011(3)  .001(3)
  C17  .064(4)  .048(4)  .048(4)  -.011(4)  -.001(4)  .002(4)
  C18  .070(5)  .062(5)  .066(5)  -.016(4)  .001(4)  -.018(4)
  C19  .083(5)  .069(5)  .056(5)  -.023(4)  .000(5)  -.015(4)
  C20  .069(5)  .085(6)  .055(5)  .001(4)  -.013(4)  .006(4)
  C21  .064(4)  .059(4)  .059(5)  .010(4)  -.004(4)  -.004(4)
  C51  .033(3)  .054(4)  .044(4)  -.006(3)  -.003(3)  -.005(3)
  C91  .027(3)  .060(4)  .044(4)  -.006(3)  .000(3)  -.004(4)
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
  Cl1 C7 . . 1.762(7) no
  O10 C2 . . 1.223(6) no
  O12 C11 . . 1.186(9) no
  O13 C11 . . 1.321(9) no
  O13 C14 . . 1.482(10) no
  N1 C2 . . 1.353(9) no
  N1 C91 . . 1.415(7) no
  N4 C3 . . 1.464(7) no
  N4 C5 . . 1.280(7) no
  N1 H1 . .  .8603 no
  C2 C3 . . 1.515(8) no
  C3 C11 . . 1.507(9) no
  C5 C51 . . 1.453(8) no
  C5 C16 . . 1.502(7) no
  C6 C51 . . 1.387(7) no
  C6 C7 . . 1.331(9) no
  C7 C8 . . 1.388(9) no
  C8 C9 . . 1.352(9) no
  C9 C91 . . 1.383(9) no
  C14 C15 . . 1.346(13) no
  C16 C21 . . 1.390(9) no
  C16 C17 . . 1.378(8) no
  C17 C18 . . 1.393(8) no
  C18 C19 . . 1.364(11) no
  C19 C20 . . 1.360(10) no
  C20 C21 . . 1.395(10) no
  C51 C91 . . 1.419(7) no
  C3 H3 . .  .9803 no
  C6 H6 . .  .9296 no
  C8 H8 . .  .9299 no
  C9 H9 . .  .9299 no
  C14 H14A . .  .9696 no
  C14 H14B . .  .9702 no
  C15 H15A . .  .9607 no
  C15 H15B . .  .9608 no
  C15 H15C . .  .9593 no
  C17 H17 . .  .9297 no
  C18 H18 . .  .9294 no
  C19 H19 . .  .9288 no
  C20 H20 . .  .9308 no
  C21 H21 . .  .9297 no