#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202556.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_2202556
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1117
_journal_page_last  o1119
_publ_section_title
;
4-Furoyl-2,3,4,5,6,7-hexahydro-r-2,c-7-diphenyl-1H-1,4-diazepin-5-one:
supramolecular aggregation through C---H...O interactions
;
loop_
_publ_author_name
  'S. Thamotharan'
  'V. Parthasarathi'
  'M. Muthukumar'
  'K. Thanikasalam'
  'R. Jeyaraman'
  'Linden, Anthony'
_chemical_formula_moiety  'C22 H20 N2 O3'
_chemical_formula_sum  'C22 H20 N2 O3'
_chemical_formula_iupac  'C22 H20 N2 O3'
_chemical_formula_weight  360.40
_chemical_melting_point  401
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z+1/2'
  '-x+1/2, y+1/2, z+1/2'
  'x+1/2, -y+1/2, z'
_cell_length_a  8.9941(2)
_cell_length_b  19.8913(4)
_cell_length_c  10.3244(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1847.08(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  160(2)
_exptl_crystal_density_diffrn  1.296
_diffrn_ambient_temperature  160.0(10)
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
  O5 0.9796(2) 0.26276(9) 0.8438(2) 0.0477(5) Uani d . 1 . . O
  O8 0.8531(2) 0.37184(10) 0.5655(2) 0.0519(6) Uani d . 1 . . O
  O10 0.7606(2) 0.36455(11) 0.8948(2) 0.0543(6) Uani d . 1 . . O
  N1 0.8132(2) 0.12648(11) 0.5617(2) 0.0355(5) Uani d . 1 . . N
  H1 0.853(3) 0.0939(16) 0.503(4) 0.050(8) Uiso d . 1 . . H
  N4 0.8088(2) 0.27632(10) 0.6832(2) 0.0384(5) Uani d . 1 . . N
  C2 0.8124(3) 0.19199(12) 0.4973(3) 0.0348(6) Uani d . 1 . . C
  H2 0.9173 0.2078 0.4871 0.042 Uiso calc R 1 . . H
  C3 0.7255(3) 0.24395(13) 0.5771(3) 0.0386(6) Uani d . 1 . . C
  H31 0.6894 0.2795 0.5177 0.046 Uiso calc R 1 . . H
  H32 0.6371 0.2215 0.6145 0.046 Uiso calc R 1 . . H
  C5 0.8805(3) 0.23864(13) 0.7782(3) 0.0390(6) Uani d . 1 . . C
  C6 0.8349(3) 0.16612(13) 0.7890(3) 0.0413(6) Uani d . 1 . . C
  H61 0.7251 0.1631 0.7848 0.050 Uiso calc R 1 . . H
  H62 0.8669 0.1484 0.8741 0.050 Uiso calc R 1 . . H
  C7 0.9022(3) 0.12241(13) 0.6812(3) 0.0348(6) Uani d . 1 . . C
  H7 1.0046 0.1393 0.6621 0.042 Uiso calc R 1 . . H
  C8 0.8375(3) 0.34583(13) 0.6712(3) 0.0399(6) Uani d . 1 . . C
  C9 0.8363(3) 0.38553(14) 0.7894(3) 0.0409(6) Uani d . 1 . . C
  C11 0.7730(4) 0.4162(2) 0.9835(3) 0.0665(10) Uani d . 1 . . C
  H11 0.7288 0.4160 1.0671 0.080 Uiso calc R 1 . . H
  C12 0.8536(5) 0.46537(17) 0.9373(4) 0.0719(11) Uani d . 1 . . C
  H12 0.8798 0.5057 0.9810 0.086 Uiso calc R 1 . . H
  C13 0.8947(4) 0.44694(14) 0.8091(4) 0.0547(8) Uani d . 1 . . C
  H13 0.9516 0.4727 0.7495 0.066 Uiso calc R 1 . . H
  C14 0.7424(3) 0.18561(12) 0.3647(3) 0.0361(6) Uani d . 1 . . C
  C15 0.7968(4) 0.22333(14) 0.2625(3) 0.0478(7) Uani d . 1 . . C
  H15 0.8785 0.2528 0.2761 0.057 Uiso calc R 1 . . H
  C16 0.7331(4) 0.21858(16) 0.1398(3) 0.0563(9) Uani d . 1 . . C
  H16 0.7712 0.2448 0.0705 0.068 Uiso calc R 1 . . H
  C17 0.6141(4) 0.17559(15) 0.1189(3) 0.0519(8) Uani d . 1 . . C
  H17 0.5714 0.1718 0.0350 0.062 Uiso calc R 1 . . H
  C18 0.5584(3) 0.13852(15) 0.2199(3) 0.0463(7) Uani d . 1 . . C
  H18 0.4767 0.1092 0.2058 0.056 Uiso calc R 1 . . H
  C19 0.6206(3) 0.14345(14) 0.3428(3) 0.0407(6) Uani d . 1 . . C
  H19 0.5801 0.1180 0.4122 0.049 Uiso calc R 1 . . H
  C20 0.9130(3) 0.04858(13) 0.7207(3) 0.0382(6) Uani d . 1 . . C
  C21 1.0312(3) 0.01038(13) 0.6776(3) 0.0437(6) Uani d . 1 . . C
  H21 1.1060 0.0305 0.6255 0.052 Uiso calc R 1 . . H
  C22 1.0417(3) -0.05721(14) 0.7099(4) 0.0547(8) Uani d . 1 . . C
  H22 1.1235 -0.0830 0.6797 0.066 Uiso calc R 1 . . H
  C23 0.9340(4) -0.08695(15) 0.7854(4) 0.0558(8) Uani d . 1 . . C
  H23 0.9413 -0.1332 0.8074 0.067 Uiso calc R 1 . . H
  C24 0.8156(4) -0.04912(16) 0.8288(3) 0.0546(8) Uani d . 1 . . C
  H24 0.7410 -0.0694 0.8809 0.066 Uiso calc R 1 . . H
  C25 0.8048(3) 0.01822(15) 0.7970(3) 0.0486(7) Uani d . 1 . . C
  H25 0.7229 0.0439 0.8274 0.058 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
  O5 0.0533(11) 0.0496(10) 0.0403(11) 0.0049(9) -0.0099(10) -0.0068(10)
  O8 0.0660(13) 0.0549(12) 0.0347(12) 0.0078(10) 0.0038(11) 0.0043(10)
  O10 0.0588(12) 0.0642(13) 0.0399(13) 0.0016(10) 0.0034(10) -0.0047(11)
  N1 0.0402(11) 0.0386(11) 0.0277(12) 0.0031(9) -0.0001(10) 0.0002(10)
  N4 0.0440(11) 0.0402(11) 0.0309(12) 0.0047(9) -0.0037(10) -0.0045(10)
  C2 0.0382(13) 0.0360(13) 0.0303(14) 0.0032(11) 0.0005(11) -0.0003(11)
  C3 0.0378(13) 0.0447(14) 0.0333(14) 0.0074(11) -0.0038(11) -0.0056(12)
  C5 0.0447(14) 0.0457(15) 0.0267(13) 0.0065(12) -0.0002(13) -0.0035(12)
  C6 0.0466(15) 0.0462(15) 0.0311(14) 0.0013(12) -0.0009(12) -0.0011(13)
  C7 0.0345(12) 0.0401(13) 0.0299(13) -0.0005(10) 0.0000(12) 0.0005(11)
  C8 0.0391(13) 0.0446(14) 0.0361(16) 0.0095(11) 0.0010(13) -0.0017(13)
  C9 0.0446(15) 0.0464(15) 0.0318(14) 0.0090(12) -0.0025(12) -0.0007(13)
  C11 0.075(2) 0.086(3) 0.0388(18) 0.026(2) -0.0037(17) -0.0233(19)
  C12 0.104(3) 0.0423(17) 0.070(2) 0.0122(19) -0.028(2) -0.0179(18)
  C13 0.0660(19) 0.0416(15) 0.057(2) -0.0065(14) -0.0106(16) 0.0040(15)
  C14 0.0429(13) 0.0341(13) 0.0314(14) 0.0079(11) 0.0016(11) 0.0001(11)
  C15 0.0701(19) 0.0398(14) 0.0334(16) -0.0074(13) 0.0051(14) 0.0016(12)
  C16 0.091(2) 0.0456(16) 0.0320(16) -0.0003(16) 0.0019(16) 0.0074(13)
  C17 0.073(2) 0.0525(16) 0.0306(15) 0.0164(15) -0.0078(15) -0.0029(13)
  C18 0.0498(16) 0.0507(16) 0.0383(17) 0.0050(13) -0.0064(13) -0.0033(13)
  C19 0.0418(14) 0.0463(14) 0.0341(15) 0.0025(12) -0.0012(12) 0.0023(12)
  C20 0.0385(13) 0.0450(15) 0.0310(14) -0.0044(11) -0.0060(11) 0.0025(11)
  C21 0.0388(14) 0.0453(14) 0.0468(16) -0.0016(11) -0.0030(14) 0.0041(13)
  C22 0.0499(15) 0.0441(15) 0.070(2) 0.0014(13) -0.0106(16) 0.0085(16)
  C23 0.0624(18) 0.0464(16) 0.0584(19) -0.0053(14) -0.0179(17) 0.0146(16)
  C24 0.0643(18) 0.0612(19) 0.0383(17) -0.0191(16) -0.0047(15) 0.0124(15)
  C25 0.0498(16) 0.0524(16) 0.0435(17) -0.0065(13) 0.0015(14) 0.0056(14)
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
  O5 C5 . 1.218(3) yes
  O8 C8 . 1.216(4) ?
  O10 C9 . 1.350(4) ?
  O10 C11 . 1.382(4) ?
  N1 C2 . 1.463(3) yes
  N1 C7 . 1.474(3) yes
  N1 H1 . 0.96(3) ?
  N4 C5 . 1.393(4) yes
  N4 C8 . 1.412(3) ?
  N4 C3 . 1.475(3) yes
  C2 C14 . 1.512(4) ?
  C2 C3 . 1.536(4) yes
  C2 H2 . 1.0000 ?
  C3 H31 . 0.9900 ?
  C3 H32 . 0.9900 ?
  C5 C6 . 1.504(4) yes
  C6 C7 . 1.536(4) yes
  C6 H61 . 0.9900 ?
  C6 H62 . 0.9900 ?
  C7 C20 . 1.527(4) ?
  C7 H7 . 1.0000 ?
  C8 C9 . 1.454(4) ?
  C9 C13 . 1.345(4) ?
  C11 C12 . 1.307(6) ?
  C11 H11 . 0.9500 ?
  C12 C13 . 1.423(6) ?
  C12 H12 . 0.9500 ?
  C13 H13 . 0.9500 ?
  C14 C15 . 1.384(4) ?
  C14 C19 . 1.398(4) ?
  C15 C16 . 1.393(5) ?
  C15 H15 . 0.9500 ?
  C16 C17 . 1.387(5) ?
  C16 H16 . 0.9500 ?
  C17 C18 . 1.372(5) ?
  C17 H17 . 0.9500 ?
  C18 C19 . 1.389(4) ?
  C18 H18 . 0.9500 ?
  C19 H19 . 0.9500 ?
  C20 C21 . 1.380(4) ?
  C20 C25 . 1.390(4) ?
  C21 C22 . 1.388(4) ?
  C21 H21 . 0.9500 ?
  C22 C23 . 1.377(5) ?
  C22 H22 . 0.9500 ?
  C23 C24 . 1.379(5) ?
  C23 H23 . 0.9500 ?
  C24 C25 . 1.383(4) ?
  C24 H24 . 0.9500 ?
  C25 H25 . 0.9500 ?
_cod_database_code 2202556