#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008380.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_2008380
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  685
_journal_page_last  687
_publ_section_title
;
7,11b-Dihydro-9,10-dimethoxy-3,11b-diphenyl[1,2,4]oxadiazolo[5,4-a][2,3]
benzodiazepin-6(5H)-one
;
loop_
_publ_author_name
  'Bruno, Giuseppe'
  'Chimirri, Alba'
  'Gitto, Rosaria'
  'Nicol\'o, Francesco'
  'Scopelliti, Rosario'
_chemical_formula_moiety  'C24 H21 N3 O4'
_chemical_formula_sum  'C24 H21 N3 O4'
_chemical_formula_weight  415.44
_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  9.308(2)
_cell_length_b  10.6395(19)
_cell_length_c  11.225(2)
_cell_angle_alpha  86.959(16)
_cell_angle_beta  70.753(19)
_cell_angle_gamma  79.375(18)
_cell_volume  1031.5(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  294(2)
_exptl_crystal_density_diffrn  1.338
_diffrn_ambient_temperature  294(2)
_refine_ls_R_factor_obs  0.0342
_refine_ls_wR_factor_obs  0.0754
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
  O1 0.57714(14) 0.35507(11) 0.55845(11) 0.0460(3) Uani d . 1 . . O
  C1 0.51939(19) 0.30535(16) 0.49304(15) 0.0342(4) Uani d . 1 . . C
  N2 0.44257(17) 0.37755(15) 0.42354(12) 0.0351(4) Uani d . 1 . . N
  H2 0.423(2) 0.4594(17) 0.4314(16) 0.044(6) Uiso d . 1 . . H
  N3 0.38105(15) 0.32905(13) 0.34091(12) 0.0334(3) Uani d . 1 . . N
  C4 0.27357(19) 0.23592(15) 0.37665(15) 0.0342(4) Uani d . 1 . . C
  C5 0.23342(19) 0.19076(15) 0.51193(15) 0.0335(4) Uani d . 1 . . C
  C6 0.34751(19) 0.15392(15) 0.56734(15) 0.0340(4) Uani d . 1 . . C
  C7 0.51375(19) 0.16571(15) 0.49730(16) 0.0380(4) Uani d . 1 . . C
  H7A 0.5814 0.1200 0.5411 0.060 Uiso calc R 1 . . H
  H7B 0.5461 0.1308 0.4126 0.060 Uiso calc R 1 . . H
  C8 0.3065(2) 0.11453(16) 0.69269(16) 0.0397(4) Uani d . 1 . . C
  H8 0.3826 0.0926 0.7305 0.060 Uiso calc R 1 . . H
  C9 0.1551(2) 0.10743(17) 0.76179(16) 0.0414(4) Uani d . 1 . . C
  C10 0.0409(2) 0.13881(16) 0.70343(16) 0.0398(4) Uani d . 1 . . C
  C11 0.0799(2) 0.18177(16) 0.58114(16) 0.0384(4) Uani d . 1 . . C
  H11 0.0034 0.2052 0.5438 0.060 Uiso calc R 1 . . H
  C12 0.48170(19) 0.28792(17) 0.22043(15) 0.0354(4) Uani d . 1 . . C
  N13 0.46850(17) 0.17819(14) 0.18680(13) 0.0450(4) Uani d . 1 . . N
  O14 0.36170(14) 0.12793(11) 0.29509(11) 0.0421(3) Uani d . 1 . . O
  C13 0.13320(19) 0.29260(16) 0.33746(14) 0.0354(4) Uani d . 1 . . C
  C14 0.0713(2) 0.42071(17) 0.35633(15) 0.0408(4) Uani d . 1 . . C
  H14 0.1196 0.4738 0.3878 0.060 Uiso calc R 1 . . H
  C15 -0.0623(2) 0.4713(2) 0.32884(17) 0.0492(5) Uani d . 1 . . C
  H15 -0.1039 0.5577 0.3428 0.060 Uiso calc R 1 . . H
  C16 -0.1332(2) 0.3944(2) 0.28133(18) 0.0560(6) Uani d . 1 . . C
  H16 -0.2224 0.4285 0.2623 0.060 Uiso calc R 1 . . H
  C17 -0.0723(2) 0.2669(2) 0.26189(19) 0.0598(6) Uani d . 1 . . C
  H17 -0.1205 0.2146 0.2295 0.060 Uiso calc R 1 . . H
  C18 0.0604(2) 0.21521(19) 0.28996(17) 0.0479(5) Uani d . 1 . . C
  H18 0.1006 0.1284 0.2769 0.060 Uiso calc R 1 . . H
  O3 0.10471(16) 0.06966(14) 0.88356(12) 0.0604(4) Uani d . 1 . . O
  C19 0.2034(2) 0.0680(2) 0.95640(18) 0.0612(6) Uani d . 1 . . C
  H19A 0.1543 0.0396 1.0402 0.060 Uiso calc R 1 . . H
  H19B 0.2241 0.1525 0.9603 0.060 Uiso calc R 1 . . H
  H19C 0.2988 0.0107 0.9182 0.060 Uiso calc R 1 . . H
  O4 -0.10532(14) 0.12526(13) 0.77689(11) 0.0529(4) Uani d . 1 . . O
  C20 -0.2262(2) 0.1640(2) 0.7257(2) 0.0709(7) Uani d . 1 . . C
  H20A -0.3222 0.1496 0.7862 0.060 Uiso calc R 1 . . H
  H20B -0.2055 0.1153 0.6504 0.060 Uiso calc R 1 . . H
  H20C -0.2331 0.2533 0.7057 0.060 Uiso calc R 1 . . H
  C21 0.5829(2) 0.37018(17) 0.13790(15) 0.0379(4) Uani d . 1 . . C
  C22 0.7189(2) 0.3180(2) 0.04463(16) 0.0497(5) Uani d . 1 . . C
  H22 0.7471 0.2298 0.0336 0.060 Uiso calc R 1 . . H
  C23 0.8118(2) 0.3978(2) -0.03138(18) 0.0613(6) Uani d . 1 . . C
  H23 0.9030 0.3628 -0.0934 0.060 Uiso calc R 1 . . H
  C24 0.7715(3) 0.5279(2) -0.01675(18) 0.0618(6) Uani d . 1 . . C
  H24 0.8355 0.5808 -0.0679 0.060 Uiso calc R 1 . . H
  C25 0.6363(3) 0.5798(2) 0.07353(18) 0.0559(5) Uani d . 1 . . C
  H25 0.6081 0.6681 0.0827 0.060 Uiso calc R 1 . . H
  C26 0.5418(2) 0.50202(18) 0.15100(16) 0.0442(5) Uani d . 1 . . C
  H26 0.4504 0.5381 0.2121 0.060 Uiso calc 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
  O1 0.0564(8) 0.0434(7) 0.0498(8) -0.0161(6) -0.0289(7) 0.0022(6)
  C1 0.0312(10) 0.0374(10) 0.0316(9) -0.0074(8) -0.0062(8) -0.0008(8)
  N2 0.0427(9) 0.0322(9) 0.0347(8) -0.0112(7) -0.0157(7) -0.0005(7)
  N3 0.0354(8) 0.0389(8) 0.0288(7) -0.0150(7) -0.0096(7) 0.0001(6)
  C4 0.0364(10) 0.0317(9) 0.0338(9) -0.0095(8) -0.0085(8) -0.0011(7)
  C5 0.0364(10) 0.0283(9) 0.0363(10) -0.0091(8) -0.0110(8) 0.0026(7)
  C6 0.0356(10) 0.0263(9) 0.0393(10) -0.0076(8) -0.0101(8) 0.0017(7)
  C7 0.0373(10) 0.0348(10) 0.0421(10) -0.0061(8) -0.0132(9) 0.0007(8)
  C8 0.0434(11) 0.0368(10) 0.0429(11) -0.0095(9) -0.0192(9) 0.0072(8)
  C9 0.0468(12) 0.0410(11) 0.0373(10) -0.0149(9) -0.0126(9) 0.0094(8)
  C10 0.0380(11) 0.0414(11) 0.0387(10) -0.0145(9) -0.0075(9) 0.0062(8)
  C11 0.0382(11) 0.0376(10) 0.0421(10) -0.0117(9) -0.0150(9) 0.0065(8)
  C12 0.0328(10) 0.0425(11) 0.0304(9) -0.0085(8) -0.0081(8) -0.0028(8)
  N13 0.0430(10) 0.0502(10) 0.0374(9) -0.0143(8) -0.0032(7) -0.0042(7)
  O14 0.0436(8) 0.0380(7) 0.0410(7) -0.0120(6) -0.0055(6) -0.0065(5)
  C13 0.0358(10) 0.0445(11) 0.0266(9) -0.0134(9) -0.0080(8) 0.0029(8)
  C14 0.0383(11) 0.0476(12) 0.0360(10) -0.0102(9) -0.0096(9) -0.0018(8)
  C15 0.0427(12) 0.0572(13) 0.0424(11) -0.0034(10) -0.0099(9) 0.0009(9)
  C16 0.0409(12) 0.0777(16) 0.0542(13) -0.0124(11) -0.0227(10) 0.0121(11)
  C17 0.0601(14) 0.0727(16) 0.0647(14) -0.0296(12) -0.0358(12) 0.0088(11)
  C18 0.0532(13) 0.0483(12) 0.0504(12) -0.0167(10) -0.0243(10) 0.0040(9)
  O3 0.0586(9) 0.0875(10) 0.0414(8) -0.0319(8) -0.0184(7) 0.0273(7)
  C19 0.0730(15) 0.0726(15) 0.0415(11) -0.0211(12) -0.0210(11) 0.0150(10)
  O4 0.0392(8) 0.0707(10) 0.0470(8) -0.0183(7) -0.0092(7) 0.0157(7)
  C20 0.0401(12) 0.1000(19) 0.0683(15) -0.0183(12) -0.0124(11) 0.0227(13)
  C21 0.0375(11) 0.0515(12) 0.0279(9) -0.0134(9) -0.0120(8) 0.0014(8)
  C22 0.0474(12) 0.0621(13) 0.0358(10) -0.0154(10) -0.0049(9) -0.0041(9)
  C23 0.0505(13) 0.0815(17) 0.0411(12) -0.0205(12) 0.0045(10) -0.0021(11)
  C24 0.0637(15) 0.0771(17) 0.0431(12) -0.0355(13) -0.0051(11) 0.0132(11)
  C25 0.0662(15) 0.0542(13) 0.0486(12) -0.0208(11) -0.0164(11) 0.0109(10)
  C26 0.0432(11) 0.0528(12) 0.0367(10) -0.0127(10) -0.0121(9) 0.0071(9)
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
  O1 C1 . 1.2305(19) y
  C1 N2 . 1.346(2) y
  C1 C7 . 1.494(2) ?
  N2 N3 . 1.4016(18) y
  N3 C12 . 1.405(2) y
  N3 C4 . 1.484(2) y
  C4 O14 . 1.4492(19) y
  C4 C5 . 1.514(2) ?
  C4 C13 . 1.525(2) ?
  C5 C6 . 1.387(2) ?
  C5 C11 . 1.402(2) ?
  C6 C8 . 1.394(2) ?
  C6 C7 . 1.512(2) ?
  C8 C9 . 1.381(2) ?
  C9 O3 . 1.356(2) y
  C9 C10 . 1.405(2) ?
  C10 O4 . 1.369(2) y
  C10 C11 . 1.375(2) ?
  C12 N13 . 1.285(2) y
  C12 C21 . 1.468(2) ?
  N13 O14 . 1.4429(18) y
  C13 C14 . 1.377(2) ?
  C13 C18 . 1.383(2) ?
  C14 C15 . 1.386(2) ?
  C15 C16 . 1.366(3) ?
  C16 C17 . 1.369(3) ?
  C17 C18 . 1.384(3) ?
  O3 C19 . 1.414(2) y
  O4 C20 . 1.413(2) y
  C21 C26 . 1.386(2) ?
  C21 C22 . 1.392(2) ?
  C22 C23 . 1.380(3) ?
  C23 C24 . 1.370(3) ?
  C24 C25 . 1.370(3) ?
  C25 C26 . 1.379(3) ?