#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008302.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_2008302
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  452
_journal_page_last  454
_publ_section_title
;
[(3R,4S,4aR,10aS)-5,10-Diacetyl-3,4,4a,5,6,7,10,10a-octahydro-8-methoxy-6-oxo
-2H-pyrano[3,2-g]pteridin-3,4-diyl diacetate
;
loop_
_publ_author_name
  'Low, John N.'
  'M. Dolores L\'opez'
  'M. Luisa Quijano'
  'S\'anchez, Adolfo'
  'Nogueras, Manuel'
_chemical_formula_moiety  'C18 H22 N4 O9'
_chemical_formula_sum  'C18 H22 N4 O9'
_chemical_formula_weight  438.40
_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  7.941(3)
_cell_length_b  17.481(2)
_cell_length_c  14.511(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2014.4(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  294.0(10)
_exptl_crystal_density_diffrn  1.446
_diffrn_ambient_temperature  294.0(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
  O1 0.3877(3) -0.23334(11) 0.02652(13) 0.0353(6) Uani d . 1 . . O
  C2 0.4722(5) -0.26523(19) -0.05212(19) 0.0383(9) Uani d . 1 . . C
  C3 0.5162(5) -0.20455(18) -0.12391(19) 0.0362(9) Uani d . 1 . . C
  O3 0.4288(3) -0.22348(12) -0.20894(13) 0.0425(6) Uani d . 1 . . O
  C31 0.4946(6) -0.1948(2) -0.2878(2) 0.0541(12) Uani d . 1 . . C
  C32 0.3909(6) -0.2155(2) -0.3689(2) 0.0717(14) Uani d . 1 . . C
  O31 0.6202(4) -0.15702(18) -0.28931(17) 0.0786(9) Uani d . 1 . . O
  C4 0.4637(4) -0.12586(18) -0.0923(2) 0.0332(8) Uani d . 1 . . C
  O4 0.2831(3) -0.11992(11) -0.08786(13) 0.0332(6) Uani d . 1 . . O
  C41 0.2015(5) -0.08406(19) -0.1581(2) 0.0400(9) Uani d . 1 . . C
  C42 0.0174(5) -0.0825(2) -0.1424(2) 0.0482(10) Uani d . 1 . . C
  O41 0.2736(4) -0.05867(15) -0.22391(16) 0.0648(8) Uani d . 1 . . O
  C4a 0.5361(4) -0.11177(18) 0.0036(2) 0.0356(8) Uani d . 1 . . C
  N5 0.4865(3) -0.03764(15) 0.04126(16) 0.0346(7) Uani d . 1 . . N
  C51 0.5942(5) 0.0226(2) 0.0385(2) 0.0375(9) Uani d . 1 . . C
  C52 0.5466(5) 0.09475(19) 0.0877(2) 0.0528(10) Uani d . 1 . . C
  O51 0.7297(3) 0.01758(13) -0.00198(15) 0.0484(7) Uani d . 1 . . O
  C5a 0.3248(4) -0.03623(19) 0.0826(2) 0.0314(8) Uani d . 1 . . C
  C6 0.1960(5) 0.01476(19) 0.0502(2) 0.0339(9) Uani d . 1 . . C
  O6 0.2097(3) 0.06279(13) -0.01141(15) 0.0473(7) Uani d . 1 . . O
  N7 0.0447(4) 0.00478(15) 0.09610(17) 0.0382(7) Uani d . 1 . . N
  C8 0.0241(5) -0.0484(2) 0.1623(2) 0.0367(9) Uani d . 1 . . C
  O8 -0.1293(3) -0.04324(14) 0.20101(16) 0.0545(7) Uani d . 1 . . O
  C81 -0.1568(5) -0.0888(2) 0.2817(3) 0.0685(13) Uani d . 1 . . C
  N9 0.1315(4) -0.09999(15) 0.18517(16) 0.0347(7) Uani d . 1 . . N
  C9a 0.2834(4) -0.09349(19) 0.1417(2) 0.0317(8) Uani d . 1 . . C
  N10 0.4036(3) -0.15244(15) 0.15317(16) 0.0343(7) Uani d . 1 . . N
  C11 0.4355(5) -0.1921(2) 0.2352(2) 0.0429(10) Uani d . 1 . . C
  O10 0.5238(4) -0.24793(14) 0.23378(15) 0.0608(8) Uani d . 1 . . O
  C12 0.3658(5) -0.1605(2) 0.3231(2) 0.0625(12) Uani d . 1 . . C
  C10a 0.4912(5) -0.17860(17) 0.07132(18) 0.0347(8) Uani d . 1 . . C
  H2A 0.4005 -0.3036 -0.0802 0.046 Uiso calc R 1 . . H
  H2B 0.5748 -0.2903 -0.0319 0.046 Uiso calc R 1 . . H
  H3 0.6380 -0.2051 -0.1349 0.043 Uiso calc R 1 . . H
  H32A 0.3380 -0.2641 -0.3584 0.108 Uiso calc PR 0.50 . . H
  H32B 0.4614 -0.2186 -0.4225 0.108 Uiso calc PR 0.50 . . H
  H32C 0.3061 -0.1771 -0.3784 0.108 Uiso calc PR 0.50 . . H
  H32D 0.3990 -0.1758 -0.4144 0.108 Uiso calc PR 0.50 . . H
  H32E 0.2756 -0.2212 -0.3503 0.108 Uiso calc PR 0.50 . . H
  H32F 0.4309 -0.2627 -0.3945 0.108 Uiso calc PR 0.50 . . H
  H4 0.5076 -0.0874 -0.1352 0.040 Uiso calc R 1 . . H
  H42A -0.0083 -0.1087 -0.0859 0.072 Uiso calc PR 0.50 . . H
  H42B -0.0387 -0.1075 -0.1926 0.072 Uiso calc PR 0.50 . . H
  H42C -0.0202 -0.0305 -0.1384 0.072 Uiso calc PR 0.50 . . H
  H42D -0.0365 -0.0558 -0.1920 0.072 Uiso calc PR 0.50 . . H
  H42E -0.0060 -0.0569 -0.0853 0.072 Uiso calc PR 0.50 . . H
  H42F -0.0246 -0.1340 -0.1396 0.072 Uiso calc PR 0.50 . . H
  H4A 0.6590 -0.1111 -0.0026 0.043 Uiso calc R 1 . . H
  H52A 0.4457 0.0863 0.1227 0.079 Uiso calc PR 0.50 . . H
  H52B 0.5275 0.1347 0.0435 0.079 Uiso calc PR 0.50 . . H
  H52C 0.6361 0.1095 0.1284 0.079 Uiso calc PR 0.50 . . H
  H52D 0.6272 0.1340 0.0737 0.079 Uiso calc PR 0.50 . . H
  H52E 0.5454 0.0856 0.1529 0.079 Uiso calc PR 0.50 . . H
  H52F 0.4368 0.1108 0.0680 0.079 Uiso calc PR 0.50 . . H
  H7 -0.0392 0.0336 0.0818 0.046 Uiso calc R 1 . . H
  H81a -0.2755 -0.0959 0.2908 0.103 Uiso calc PR 0.50 . . H
  H81B -0.1096 -0.0634 0.3344 0.103 Uiso calc PR 0.50 . . H
  H81C -0.1036 -0.1377 0.2741 0.103 Uiso calc PR 0.50 . . H
  H81D -0.0503 -0.1021 0.3087 0.103 Uiso calc PR 0.50 . . H
  H81E -0.2162 -0.1346 0.2651 0.103 Uiso calc PR 0.50 . . H
  H81F -0.2222 -0.0603 0.3255 0.103 Uiso calc PR 0.50 . . H
  H12A 0.2782 -0.1244 0.3093 0.094 Uiso calc PR 0.50 . . H
  H12B 0.4539 -0.1353 0.3567 0.094 Uiso calc PR 0.50 . . H
  H12C 0.3206 -0.2014 0.3596 0.094 Uiso calc PR 0.50 . . H
  H12D 0.4236 -0.1830 0.3744 0.094 Uiso calc PR 0.50 . . H
  H12E 0.2479 -0.1721 0.3270 0.094 Uiso calc PR 0.50 . . H
  H12F 0.3812 -0.1060 0.3242 0.094 Uiso calc PR 0.50 . . H
  H10A 0.5959 -0.2037 0.0903 0.042 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 0.0354(14) 0.0357(13) 0.0347(12) 0.0025(12) 0.0069(11) -0.0052(11)
  C2 0.040(2) 0.038(2) 0.0368(17) 0.0075(19) 0.0039(16) -0.0017(18)
  C3 0.028(2) 0.045(2) 0.0355(18) -0.0011(18) 0.0042(16) -0.0047(18)
  O3 0.0553(18) 0.0411(14) 0.0312(12) -0.0012(13) 0.0030(11) 0.0000(11)
  C31 0.080(4) 0.044(3) 0.038(2) 0.006(2) 0.017(2) 0.000(2)
  C32 0.112(4) 0.062(3) 0.041(2) 0.007(3) -0.009(2) 0.005(2)
  O31 0.080(2) 0.093(2) 0.0621(18) -0.017(2) 0.0258(17) 0.0067(17)
  C4 0.029(2) 0.034(2) 0.0361(17) 0.0003(17) 0.0047(16) 0.0003(17)
  O4 0.0310(15) 0.0373(13) 0.0312(11) 0.0042(12) 0.0024(10) 0.0031(11)
  C41 0.052(3) 0.035(2) 0.033(2) 0.006(2) -0.0024(18) -0.0027(18)
  C42 0.045(3) 0.050(3) 0.050(2) 0.011(2) -0.0106(18) 0.0010(19)
  O41 0.072(2) 0.0744(19) 0.0480(15) 0.0077(17) 0.0063(15) 0.0265(14)
  C4a 0.026(2) 0.039(2) 0.0419(18) 0.0051(18) 0.0037(15) -0.0033(18)
  N5 0.0293(18) 0.0355(16) 0.0390(14) -0.0042(15) 0.0033(14) -0.0054(14)
  C51 0.036(3) 0.045(2) 0.0309(18) -0.002(2) -0.0051(17) 0.0024(18)
  C52 0.052(3) 0.047(2) 0.059(2) -0.008(2) -0.002(2) -0.011(2)
  O51 0.0346(17) 0.0562(17) 0.0544(15) -0.0072(14) 0.0099(13) 0.0027(13)
  C5a 0.025(2) 0.034(2) 0.0355(18) 0.0010(17) 0.0030(15) -0.0046(18)
  C6 0.036(2) 0.035(2) 0.0311(18) 0.0003(18) 0.0015(17) -0.0061(18)
  O6 0.0492(17) 0.0481(15) 0.0445(14) 0.0046(14) 0.0020(12) 0.0140(13)
  N7 0.0292(18) 0.0433(18) 0.0421(15) 0.0035(15) 0.0005(14) 0.0031(15)
  C8 0.031(2) 0.040(2) 0.0385(19) 0.003(2) 0.0049(17) -0.0084(19)
  O8 0.0402(17) 0.0572(16) 0.0659(17) 0.0050(15) 0.0204(13) 0.0089(15)
  C81 0.072(3) 0.056(3) 0.077(3) -0.001(2) 0.040(2) 0.008(2)
  N9 0.0327(18) 0.0344(17) 0.0371(15) 0.0012(15) 0.0065(14) -0.0015(14)
  C9a 0.032(2) 0.033(2) 0.0303(17) -0.0012(18) -0.0028(16) -0.0062(17)
  N10 0.0338(18) 0.0406(17) 0.0284(14) 0.0111(16) 0.0003(12) 0.0009(14)
  C11 0.048(3) 0.041(2) 0.040(2) -0.001(2) -0.0014(18) -0.0017(19)
  O10 0.079(2) 0.0548(17) 0.0489(15) 0.0269(17) 0.0017(14) 0.0079(14)
  C12 0.080(3) 0.070(3) 0.038(2) 0.017(3) -0.001(2) -0.003(2)
  C10a 0.026(2) 0.040(2) 0.0380(18) 0.0046(17) 0.0013(15) -0.0015(18)
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 C10a . 1.419(4) no
  O1 C2 . 1.437(3) no
  C2 C3 . 1.527(4) no
  C3 O3 . 1.454(4) no
  C3 C4 . 1.509(4) no
  O3 C31 . 1.354(4) no
  C31 O31 . 1.196(5) no
  C31 C32 . 1.481(6) no
  C4 O4 . 1.439(4) no
  C4 C4a . 1.526(4) no
  O4 C41 . 1.361(4) no
  C41 O41 . 1.198(4) no
  C41 C42 . 1.480(5) no
  C4a N5 . 1.461(4) no
  C4a C10a . 1.568(4) no
  N5 C51 . 1.358(4) no
  N5 C5a . 1.417(4) no
  C51 O51 . 1.229(4) no
  C51 C52 . 1.497(4) no
  C5a C9a . 1.358(4) yes
  C5a C6 . 1.436(4) no
  C6 O6 . 1.231(3) no
  C6 N7 . 1.385(4) no
  N7 C8 . 1.347(4) no
  C8 N9 . 1.286(4) yes
  C8 O8 . 1.344(4) no
  O8 C81 . 1.433(4) no
  N9 C9a . 1.366(4) no
  C9a N10 . 1.414(4) no
  N10 C11 . 1.401(4) no
  N10 C10a . 1.450(4) no
  C11 O10 . 1.202(4) no
  C11 C12 . 1.496(4) no