#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/8/8101565.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_8101565
_journal_name_full  'Zeitschrift fur Kristallographie - NCS'
_journal_year       1999
_publ_section_title
;
Crystal structure of 4-(\a-hydroxy-p-nitrobenzyl)isochroman-1,3-dione.
;
loop_
_publ_author_name
  'Kakou-Yao, R.'
  'Saba, A.'
  'Ebby, N.'
  'Aycard, J.P.'
_chemical_formula_sum  'C16 H9 N1 O6'
_chemical_formula_weight  311.25
_symmetry_space_group_name_H-M  'P c'
_symmetry_cell_setting 'Monoclinic'
_cell_length_a  5.553(1)
_cell_length_b  7.692(1)
_cell_length_c  15.676(1)
_cell_angle_alpha  90.00(1)
_cell_angle_beta  92.812(1)
_cell_angle_gamma  90.00(1)
_cell_volume  668.8(2)
_cell_formula_units_Z  2
_exptl_crystal_density_diffrn  1.55
_cell_measurement_temperature  298
_refine_ls_R_factor_obs  0.037
_refine_ls_wR_factor_obs  0.213
loop_
_symmetry_equiv_pos_as_xyz
 +X,+Y,+Z
 +X,-Y,+Z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_thermal_displace_type
 C15  0.5561(3)  0.4661(2)  0.3297(1)  0.0406(6)  1.00 Uani
 O20  0.9530(3)  0.3066(1)  0.6010(1)  0.0550(5)  1.00 Uani
 C13  0.8370(3)  0.3024(2)  0.4148(1)  0.0462(7)  1.00 Uani
 C10  0.4255(3)  0.0060(2)  0.5660(1)  0.0416(6)  1.00 Uani
 C14  0.7703(3)  0.3748(2)  0.3368(1)  0.0467(7)  1.00 Uani
 O18  0.2232(3)  -0.1751(2)  0.7632(1)  0.0714(7)  1.00 Uani
 C16  0.4099(3)  0.4892(2)  0.3975(1)  0.0434(6)  1.00 Uani
 C11  0.7550(3)  0.2351(2)  0.5663(1)  0.0421(6)  1.00 Uani
 O19  0.8649(3)  0.1414(2)  0.7343(1)  0.0644(7)  1.00 Uani
 C17  0.4746(3)  0.4125(2)  0.4743(1)  0.0425(6)  1.00 Uani
 C4  0.6249(3)  0.1074(2)  0.6056(1)  0.0419(6)  1.00 Uani
 C3  0.6907(3)  0.0781(2)  0.6950(1)  0.0493(7)  1.00 Uani
 O23  0.5689(3)  0.4778(2)  0.1834(1)  0.0738(7)  1.00 Uani
 O2  0.5455(3)  -0.0220(2)  0.74292(9)  0.0580(6)  1.00 Uani
 N21  0.4745(3)  0.5347(2)  0.2462(1)  0.0523(7)  1.00 Uani
 C9  0.2828(3)  -0.0940(2)  0.6191(1)  0.0467(7)  1.00 Uani
 C1  0.3375(3)  -0.1010(2)  0.7113(1)  0.0537(8)  1.00 Uani
 C7  0.0355(4)  -0.1949(2)  0.4999(2)  0.0614(8)  1.00 Uani
 C6  0.1782(3)  -0.1020(2)  0.4464(1)  0.0551(8)  1.00 Uani
 C12  0.6870(3)  0.3165(2)  0.4829(1)  0.0386(6)  1.00 Uani
 O22  0.3173(3)  0.6448(2)  0.2437(1)  0.0771(8)  1.00 Uani
 C8  0.0896(3)  -0.1929(2)  0.5863(1)  0.0585(8)  1.00 Uani
 C5  0.3710(3)  -0.0056(2)  0.4779(1)  0.0473(6)  1.00 Uani
 H13  0.98662  0.24051  0.42274  0.05000  1.00 Uiso
 H14  0.87177  0.36363  0.28933  0.05000  1.00 Uiso
 H16  0.26732  0.55970  0.39221  0.05000  1.00 Uiso
 H17  0.37372  0.42267  0.52213  0.05000  1.00 Uiso
 H7  -0.10193  -0.25952  0.47803  0.05000  1.00 Uiso
 H6  0.14037  -0.10656  0.38604  0.05000  1.00 Uiso
 H8  -0.00300  -0.26075  0.62432  0.05000  1.00 Uiso
 H5  0.47076  0.05461  0.43919  0.05000  1.00 Uiso
 H20  0.971(3)  0.251(3)  0.656(1)  0.050(5)  1.00 Uiso
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
 C15  0.0450(7)  0.0401(6)  0.0362(7)  -.0029(5)  -.0032(5)  0.0057(5)
 O20  0.0464(5)  0.0722(7)  0.0459(5)  -.0068(5)  -.0076(4)  0.0072(5)
 C13  0.0369(7)  0.0548(8)  0.0471(8)  0.0075(6)  0.0055(5)  0.0060(6)
 C10  0.0456(7)  0.0370(6)  0.0420(7)  0.0072(5)  0.0032(5)  0.0027(5)
 C14  0.0435(7)  0.0574(8)  0.0397(7)  0.0016(7)  0.0105(5)  0.0043(6)
 O18  0.0732(8)  0.0794(8)  0.0624(8)  0.0066(6)  0.0235(6)  0.0252(6)
 C16  0.0411(7)  0.0434(7)  0.0456(7)  0.0063(5)  -.0005(5)  0.0012(5)
 C11  0.0391(6)  0.0482(7)  0.0390(7)  0.0045(6)  0.0009(5)  0.0013(6)
 O19  0.0653(7)  0.0811(7)  0.0458(6)  -.0011(6)  -.0137(5)  0.0119(5)
 C17  0.0433(7)  0.0472(7)  0.0370(7)  0.0063(6)  0.0060(5)  0.0000(5)
 C4  0.0466(7)  0.0429(6)  0.0361(7)  0.0067(6)  0.0019(5)  0.0033(5)
 C3  0.0536(9)  0.0526(8)  0.0414(8)  0.0094(7)  -.0011(6)  0.0105(6)
 O23  0.096(1)  0.0869(9)  0.0386(6)  -.0035(7)  0.0060(6)  0.0101(6)
 O2  0.0694(7)  0.0647(6)  0.0396(6)  0.0037(6)  0.0010(5)  0.0166(5)
 N21  0.0587(7)  0.0552(7)  0.0423(7)  -.0063(6)  -.0061(5)  0.0113(6)
 C9  0.0493(8)  0.0422(7)  0.0487(8)  0.0076(6)  0.0099(6)  0.0037(6)
 C1  0.0589(9)  0.0496(8)  0.0531(9)  0.0113(7)  0.0141(7)  0.0123(6)
 C7  0.0538(9)  0.0527(9)  0.077(1)  -.0027(7)  0.0022(7)  -.0112(7)
 C6  0.0647(9)  0.0454(8)  0.0545(9)  0.0042(7)  -.0078(7)  -.0090(7)
 C12  0.0374(6)  0.0415(7)  0.0367(7)  -.0006(5)  0.0012(5)  0.0022(5)
 O22  0.0784(9)  0.0852(8)  0.0667(8)  0.0198(8)  -.0137(6)  0.0241(6)
 C8  0.0562(9)  0.0503(8)  0.070(1)  -.0027(7)  0.0154(7)  0.0004(7)
 C5  0.0580(8)  0.0421(6)  0.0415(8)  0.0028(6)  0.0019(6)  -.0022(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
 C15  C14  1.381(3) . . ?
 C15  C16  1.380(3) . . ?
 C15  N21  1.463(3) . . ?
 O20  C11  1.322(2) . . ?
 C13  C14  1.378(3) . . ?
 C13  C12  1.390(3) . . ?
 C10  C4  1.467(3) . . ?
 C10  C9  1.406(3) . . ?
 C10  C5  1.402(3) . . ?
 O18  C1  1.200(3) . . ?
 C16  C17  1.373(3) . . ?
 C11  C4  1.382(3) . . ?
 C11  C12  1.481(3) . . ?
 O19  C3  1.222(3) . . ?
 C17  C12  1.392(3) . . ?
 C4  C3  1.449(3) . . ?
 C3  O2  1.366(3) . . ?
 O23  N21  1.219(3) . . ?
 O2  C1  1.376(3) . . ?
 N21  O22  1.216(3) . . ?
 C9  C1  1.463(3) . . ?
 C9  C8  1.393(3) . . ?
 C7  C6  1.381(3) . . ?
 C7  C8  1.373(4) . . ?
 C6  C5  1.374(3) . . ?
 O19  H20  1.63(3) . . ?