#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008158.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_2008158
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  228
_journal_page_last  230
_publ_section_title
;
\D^8,9^-Decarboxyfibleucin from Fibraurea chloroleuca Miers
;
loop_
_publ_author_name
  'Nor Aziyah Bakhari'
  'Sam Teng Wah'
  'Kandasamy Chinnakali'
  'Hoong-Kun Fun'
  'Ibrahim Abdul Razak'
_chemical_formula_sum  'C19 H20 O4'
_chemical_formula_weight  312.35
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x+1/2, -y, z+1/2'
_cell_length_a  6.19250(10)
_cell_length_b  10.2272(3)
_cell_length_c  24.8189(6)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1571.83(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.316
_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_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 -0.2273(4) 0.0465(2) -0.47520(9) 0.1129(8) Uani d . 1 . . O
  O2 -0.4797(3) -0.2100(2) -0.26021(8) 0.0869(6) Uani d . 1 . . O
  O3 -0.2628(3) -0.0752(2) -0.21956(7) 0.0768(5) Uani d . 1 . . O
  O4 0.2550(4) -0.0416(2) -0.09834(8) 0.0992(7) Uani d . 1 . . O
  C1 0.2924(4) 0.0634(3) -0.37295(10) 0.0596(6) Uani d . 1 . . C
  H1A 0.3121 0.1100 -0.3393 0.071 Uiso calc R 1 . . H
  H1B 0.4271 0.0190 -0.3809 0.071 Uiso calc R 1 . . H
  C2 0.2538(5) 0.1594(3) -0.41526(11) 0.0751(8) Uani d . 1 . . C
  H2A 0.3460 0.2310 -0.4172 0.090 Uiso calc R 1 . . H
  C3 0.0933(6) 0.1512(3) -0.45178(12) 0.0810(9) Uani d . 1 . . C
  H3A 0.0796 0.2153 -0.4781 0.097 Uiso calc R 1 . . H
  C4 -0.0587(5) 0.0427(3) -0.45031(11) 0.0696(7) Uani d . 1 . . C
  C5 0.0121(4) -0.0783(2) -0.41887(9) 0.0540(6) Uani d . 1 . . C
  C6 -0.1747(5) -0.1745(3) -0.41182(10) 0.0702(8) Uani d . 1 . . C
  H6A -0.2868 -0.1517 -0.4374 0.084 Uiso calc R 1 . . H
  H6B -0.1232 -0.2612 -0.4212 0.084 Uiso calc R 1 . . H
  C7 -0.2726(4) -0.1809(2) -0.35786(10) 0.0573(6) Uani d . 1 . . C
  H7A -0.3819 -0.2421 -0.3527 0.069 Uiso calc R 1 . . H
  C8 -0.2188(3) -0.1071(2) -0.31589(9) 0.0470(5) Uani d . 1 . . C
  C9 -0.0455(3) -0.0027(2) -0.31928(8) 0.0434(5) Uani d . 1 . . C
  C10 0.1174(3) -0.0406(2) -0.36438(8) 0.0456(5) Uani d . 1 . . C
  H10A 0.1924 -0.1191 -0.3516 0.055 Uiso calc R 1 . . H
  C11 0.0705(3) -0.0045(2) -0.26458(8) 0.0497(5) Uani d . 1 . . C
  H11A 0.1438 -0.0876 -0.2603 0.060 Uiso calc R 1 . . H
  H11B 0.1791 0.0639 -0.2641 0.060 Uiso calc R 1 . . H
  C12 -0.0809(4) 0.0154(2) -0.21812(9) 0.0595(6) Uani d . 1 . . C
  H12A -0.1376 0.1048 -0.2200 0.071 Uiso calc R 1 . . H
  C13 0.0194(5) -0.0038(2) -0.16413(9) 0.0624(7) Uani d . 1 . . C
  C14 0.2280(6) -0.0281(3) -0.15270(10) 0.0780(8) Uani d . 1 . . C
  H14A 0.3378 -0.0348 -0.1781 0.094 Uiso calc R 1 . . H
  C15 0.0569(6) -0.0264(3) -0.07554(12) 0.0891(10) Uani d . 1 . . C
  H15A 0.0281 -0.0315 -0.0388 0.107 Uiso calc R 1 . . H
  C16 -0.0883(6) -0.0034(3) -0.11325(12) 0.0835(9) Uani d . 1 . . C
  H16A -0.2350 0.0107 -0.1077 0.100 Uiso calc R 1 . . H
  C17 -0.3308(4) -0.1344(2) -0.26458(10) 0.0593(6) Uani d . 1 . . C
  C18 -0.1499(4) 0.1318(2) -0.32881(10) 0.0535(6) Uani d . 1 . . C
  H18B -0.2489 0.1506 -0.3001 0.080 Uiso calc R 1 . . H
  H18C -0.2263 0.1310 -0.3625 0.080 Uiso calc R 1 . . H
  H18A -0.0397 0.1978 -0.3298 0.080 Uiso calc R 1 . . H
  C19 0.1845(5) -0.1452(3) -0.45510(10) 0.0751(8) Uani d . 1 . . C
  H19A 0.1203 -0.1692 -0.4889 0.113 Uiso calc R 1 . . H
  H19B 0.2380 -0.2221 -0.4374 0.113 Uiso calc R 1 . . H
  H19D 0.3016 -0.0856 -0.4614 0.113 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 0.1111(17) 0.1306(19) 0.0968(16) 0.0203(16) -0.0547(15) 0.0059(14)
  O2 0.0643(11) 0.1010(15) 0.0954(15) -0.0304(12) 0.0173(11) 0.0130(12)
  O3 0.0583(11) 0.1143(15) 0.0579(10) -0.0176(11) 0.0160(9) -0.0029(10)
  O4 0.136(2) 0.1046(16) 0.0567(12) -0.0194(16) -0.0173(14) -0.0028(11)
  C1 0.0482(13) 0.0714(15) 0.0592(14) -0.0010(12) 0.0110(12) -0.0012(13)
  C2 0.081(2) 0.0684(17) 0.0757(19) -0.0091(16) 0.0224(17) 0.0094(15)
  C3 0.105(2) 0.0754(19) 0.0631(17) 0.0112(18) 0.0029(18) 0.0206(16)
  C4 0.0814(19) 0.0765(18) 0.0508(14) 0.0207(16) -0.0061(14) -0.0015(13)
  C5 0.0554(14) 0.0610(14) 0.0456(12) 0.0085(12) 0.0030(11) -0.0074(11)
  C6 0.0687(17) 0.0723(17) 0.0695(18) -0.0060(14) -0.0012(14) -0.0254(14)
  C7 0.0497(13) 0.0491(13) 0.0730(16) -0.0041(11) 0.0015(12) -0.0085(11)
  C8 0.0414(11) 0.0412(11) 0.0582(13) 0.0024(10) 0.0034(10) -0.0011(10)
  C9 0.0402(11) 0.0452(12) 0.0449(11) 0.0031(10) 0.0034(9) -0.0045(10)
  C10 0.0398(11) 0.0501(13) 0.0468(12) 0.0077(10) 0.0028(9) -0.0007(10)
  C11 0.0487(12) 0.0539(13) 0.0465(12) -0.0060(11) 0.0042(9) -0.0030(10)
  C12 0.0665(15) 0.0582(14) 0.0538(14) -0.0014(13) 0.0128(12) -0.0058(12)
  C13 0.0832(18) 0.0565(14) 0.0476(13) -0.0117(15) 0.0104(13) -0.0110(12)
  C14 0.101(2) 0.084(2) 0.0494(15) -0.0091(18) 0.0037(15) -0.0036(13)
  C15 0.128(3) 0.093(2) 0.0465(16) -0.031(2) 0.0187(18) -0.0083(15)
  C16 0.112(2) 0.084(2) 0.0547(17) -0.0235(19) 0.0203(17) -0.0134(15)
  C17 0.0459(13) 0.0649(15) 0.0672(17) -0.0021(13) 0.0077(12) 0.0073(13)
  C18 0.0495(12) 0.0448(12) 0.0662(15) 0.0031(11) 0.0070(12) -0.0030(11)
  C19 0.0842(19) 0.0849(19) 0.0562(15) 0.0146(16) 0.0157(15) -0.0138(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
  O1 C4 . 1.214(3) yes
  O2 C17 . 1.208(3) yes
  O3 C17 . 1.339(3) yes
  O3 C12 . 1.459(3) yes
  O4 C15 . 1.360(4) yes
  O4 C14 . 1.366(3) yes
  C1 C2 . 1.457(4) yes
  C1 C10 . 1.534(3) yes
  C2 C3 . 1.348(4) yes
  C3 C4 . 1.455(4) yes
  C4 C5 . 1.527(4) yes
  C5 C6 . 1.528(4) ?
  C5 C10 . 1.550(3) ?
  C5 C19 . 1.555(3) ?
  C6 C7 . 1.472(3) yes
  C7 C8 . 1.329(3) yes
  C8 C17 . 1.477(3) ?
  C8 C9 . 1.516(3) ?
  C9 C11 . 1.536(3) ?
  C9 C18 . 1.538(3) ?
  C9 C10 . 1.556(3) ?
  C11 C12 . 1.500(3) ?
  C12 C13 . 1.490(3) ?
  C13 C14 . 1.345(4) yes
  C13 C16 . 1.428(4) yes
  C15 C16 . 1.319(5) yes