#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008895.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_2008895
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1515
_journal_page_last  1517
_publ_section_title
;
Two tetramethylxanthendiones
;
loop_
_publ_author_name
  'Jeyakanthan, J.'
  'Shanmuga Sundara Raj, S.'
  'Velmurugan, D.'
  'Hoong-Kun Fun'
  'Murugan, P.'
_chemical_formula_sum  'C23 H25 N O5'
_chemical_formula_weight  395.44
_symmetry_cell_setting  'Monoclinic'
_symmetry_space_group_name_H-M  'C 2/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  26.581(2)
_cell_length_b  10.0940(10)
_cell_length_c  19.624(2)
_cell_angle_alpha  90.00
_cell_angle_beta  128.750(10)
_cell_angle_gamma  90.00
_cell_volume  4106.3(7)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.279
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.043
_refine_ls_wR_factor_obs  0.081
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  N1 0.15248(12) 0.7927(2) 0.71129(13) 0.0603(6) Uani d . 1 . N
  O1 0.15315(8) 1.0426(2) 0.63069(9) 0.0610(5) Uani d . 1 . O
  O2 -0.01496(8) 0.6548(2) 0.51930(10) 0.0637(5) Uani d . 1 . O
  O3 0.09978(10) 0.8157(2) 0.69135(11) 0.0812(7) Uani d . 1 . O
  O4 0.20298(9) 0.8129(2) 0.78490(11) 0.0924(7) Uani d . 1 . O
  C1 0.06057(11) 1.1187(2) 0.37043(14) 0.0501(7) Uani d . 1 . C
  H1A 0.03395(11) 1.1949(2) 0.35851(14) 0.060 Uiso calc R 1 . H
  H1B 0.05147(11) 1.0927(2) 0.31610(14) 0.060 Uiso calc R 1 . H
  C1a 0.04329(10) 1.0078(2) 0.40221(13) 0.0420(6) Uani d . 1 . C
  C2 0.13161(11) 1.1575(2) 0.43656(14) 0.0472(6) Uani d . 1 . C
  C3 0.14672(11) 1.1759(2) 0.52517(14) 0.0478(7) Uani d . 1 . C
  H3A 0.19283(11) 1.1889(2) 0.56933(14) 0.057 Uiso calc R 1 . H
  H3B 0.12555(11) 1.2560(2) 0.52295(14) 0.057 Uiso calc R 1 . H
  C4 0.12645(11) 1.0632(2) 0.55307(14) 0.0444(6) Uani d . 1 . C
  C4a 0.07310(10) 0.9780(2) 0.48595(13) 0.0362(6) Uani d . 1 . C
  C5 -0.03564(11) 0.6871(2) 0.44587(15) 0.0453(6) Uani d . 1 . C
  C5a -0.00483(10) 0.7953(2) 0.43365(13) 0.0391(6) Uani d . 1 . C
  C6 -0.09496(11) 0.6232(3) 0.36593(14) 0.0552(7) Uani d . 1 . C
  H6A -0.13265(11) 0.6646(3) 0.35404(14) 0.066 Uiso calc R 1 . H
  H6B -0.09535(11) 0.5306(3) 0.37887(14) 0.066 Uiso calc R 1 . H
  C7 -0.10101(11) 0.6309(2) 0.28318(14) 0.0474(6) Uani d . 1 . C
  C8 -0.09134(11) 0.7762(2) 0.27112(14) 0.0549(7) Uani d . 1 . C
  H8A -0.08840(11) 0.7824(2) 0.22439(14) 0.066 Uiso calc R 1 . H
  H8B -0.12854(11) 0.8272(2) 0.25405(14) 0.066 Uiso calc R 1 . H
  C8a -0.03172(11) 0.8343(2) 0.35276(14) 0.0437(6) Uani d . 1 . C
  C9 0.05630(10) 0.8573(2) 0.51305(13) 0.0377(6) Uani d . 1 . C
  H9A 0.04914(10) 0.8838(2) 0.55442(13) 0.045 Uiso calc R 1 . H
  O10 -0.00831(7) 0.9361(2) 0.33343(9) 0.0532(5) Uani d . 1 . O
  C11 0.14251(13) 1.2869(3) 0.4076(2) 0.0689(8) Uani d . 1 . C
  H11A 0.11588(13) 1.3550(3) 0.4044(2) 0.103 Uiso calc R 1 . H
  H11B 0.13150(13) 1.2751(3) 0.3511(2) 0.103 Uiso calc R 1 . H
  H11C 0.18703(13) 1.3121(3) 0.4490(2) 0.103 Uiso calc R 1 . H
  C12 0.17369(13) 1.0481(3) 0.4420(2) 0.0786(9) Uani d . 1 . C
  H12A 0.16648(13) 0.9671(3) 0.4603(2) 0.118 Uiso calc R 1 . H
  H12B 0.21828(13) 1.0727(3) 0.4835(2) 0.118 Uiso calc R 1 . H
  H12C 0.16276(13) 1.0357(3) 0.3856(2) 0.118 Uiso calc R 1 . H
  C13 -0.16842(12) 0.5864(3) 0.20350(15) 0.0696(9) Uani d . 1 . C
  H13A -0.20032(12) 0.6422(3) 0.19732(15) 0.104 Uiso calc R 1 . H
  H13B -0.17534(12) 0.4963(3) 0.21133(15) 0.104 Uiso calc R 1 . H
  H13C -0.17180(12) 0.5930(3) 0.15196(15) 0.104 Uiso calc R 1 . H
  C14 -0.05050(12) 0.5420(3) 0.2927(2) 0.0716(9) Uani d . 1 . C
  H14A -0.05454(12) 0.5473(3) 0.2406(2) 0.107 Uiso calc R 1 . H
  H14B -0.05700(12) 0.4521(3) 0.3016(2) 0.107 Uiso calc R 1 . H
  H14C -0.00818(12) 0.5707(3) 0.3419(2) 0.107 Uiso calc R 1 . H
  C15 0.11258(10) 0.7594(2) 0.55799(14) 0.0408(6) Uani d . 1 . C
  C16 0.12472(12) 0.6981(3) 0.5056(2) 0.0547(7) Uani d . 1 . C
  H16A 0.09680(12) 0.7141(3) 0.4458(2) 0.066 Uiso calc R 1 . H
  C17 0.17653(13) 0.6147(3) 0.5395(2) 0.0721(9) Uani d . 1 . C
  H17A 0.18277(13) 0.5749(3) 0.5025(2) 0.086 Uiso calc R 1 . H
  C18 0.21880(13) 0.5903(3) 0.6274(2) 0.0738(9) Uani d . 1 . C
  H18A 0.25327(13) 0.5327(3) 0.6501(2) 0.089 Uiso calc R 1 . H
  C19 0.21019(12) 0.6509(3) 0.6817(2) 0.0613(8) Uani d . 1 . C
  H19A 0.23944(12) 0.6367(3) 0.7417(2) 0.074 Uiso calc R 1 . H
  C20 0.15758(11) 0.7339(2) 0.64700(15) 0.0463(6) Uani d . 1 . C
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
  N1 0.062(2) 0.062(2) 0.0343(12) -0.0084(14) 0.0193(13) 0.0053(11)
  O1 0.0649(12) 0.0611(12) 0.0321(9) -0.0130(10) 0.0182(9) -0.0053(9)
  O2 0.0704(13) 0.0678(12) 0.0462(10) -0.0152(10) 0.0333(10) 0.0035(10)
  O3 0.0714(14) 0.125(2) 0.0481(11) 0.0050(15) 0.0377(11) 0.0036(12)
  O4 0.0765(14) 0.106(2) 0.0377(10) -0.0122(13) 0.0083(10) -0.0094(11)
  C1 0.048(2) 0.053(2) 0.0374(12) -0.0099(14) 0.0205(12) 0.0006(12)
  C1a 0.0345(13) 0.0410(14) 0.0331(13) -0.0036(12) 0.0127(11) -0.0035(11)
  C2 0.0454(15) 0.0447(15) 0.0439(14) -0.0095(13) 0.0243(12) -0.0056(12)
  C3 0.047(2) 0.047(2) 0.0433(13) -0.0113(13) 0.0253(13) -0.0097(12)
  C4 0.0426(15) 0.043(2) 0.0315(13) 0.0013(13) 0.0153(12) -0.0045(12)
  C4a 0.0319(13) 0.0379(14) 0.0310(12) 0.0009(11) 0.0159(11) -0.0015(10)
  C5 0.044(2) 0.044(2) 0.0479(15) -0.0005(13) 0.0292(13) -0.0012(13)
  C5a 0.0347(13) 0.0395(14) 0.0347(12) -0.0018(12) 0.0176(11) -0.0012(11)
  C6 0.050(2) 0.056(2) 0.0523(15) -0.0187(14) 0.0286(13) -0.0123(13)
  C7 0.0417(15) 0.052(2) 0.0433(14) -0.0116(14) 0.0243(12) -0.0096(12)
  C8 0.045(2) 0.060(2) 0.0344(13) -0.0139(14) 0.0122(12) -0.0027(13)
  C8a 0.0362(14) 0.0441(15) 0.0377(14) -0.0061(12) 0.0168(12) -0.0031(12)
  C9 0.0344(13) 0.0420(14) 0.0303(11) 0.0010(12) 0.0171(11) -0.0003(11)
  O10 0.0458(10) 0.0581(11) 0.0310(8) -0.0165(9) 0.0120(8) -0.0001(8)
  C11 0.076(2) 0.069(2) 0.063(2) -0.025(2) 0.044(2) -0.006(2)
  C12 0.073(2) 0.077(2) 0.101(2) -0.007(2) 0.062(2) -0.012(2)
  C13 0.063(2) 0.069(2) 0.057(2) -0.024(2) 0.0277(15) -0.0168(15)
  C14 0.066(2) 0.077(2) 0.073(2) -0.008(2) 0.044(2) -0.020(2)
  C15 0.0322(13) 0.0383(14) 0.0378(13) -0.0009(11) 0.0150(11) 0.0016(11)
  C16 0.047(2) 0.059(2) 0.0508(15) 0.0061(15) 0.0272(14) -0.0024(14)
  C17 0.058(2) 0.065(2) 0.085(2) 0.012(2) 0.040(2) -0.004(2)
  C18 0.049(2) 0.053(2) 0.096(2) 0.014(2) 0.034(2) 0.013(2)
  C19 0.037(2) 0.056(2) 0.059(2) -0.0010(15) 0.0139(14) 0.015(2)
  C20 0.0372(14) 0.0398(15) 0.0421(14) -0.0069(13) 0.0152(12) 0.0021(12)
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
  N1 O3 . 1.218(2) yes
  N1 O4 . 1.226(2) yes
  N1 C20 . 1.475(3) yes
  O1 C4 . 1.230(2) yes
  O2 C5 . 1.222(2) yes
  C1 C1a . 1.487(3) ?
  C1 C2 . 1.529(3) ?
  C1a C4a . 1.337(3) y
  C1a O10 . 1.382(2) yes
  C2 C11 . 1.523(3) ?
  C2 C12 . 1.527(3) ?
  C2 C3 . 1.531(3) ?
  C3 C4 . 1.501(3) ?
  C4 C4a . 1.465(3) y
  C4a C9 . 1.505(3) yes
  C5 C5a . 1.472(3) y
  C5 C6 . 1.506(3) ?
  C5a C8a . 1.329(3) y
  C5a C9 . 1.514(3) yes
  C6 C7 . 1.530(3) ?
  C7 C14 . 1.526(3) ?
  C7 C8 . 1.532(3) ?
  C7 C13 . 1.533(3) ?
  C8 C8a . 1.498(3) ?
  C8a O10 . 1.372(3) yes
  C9 C15 . 1.530(3) ?
  C15 C20 . 1.390(3) ?
  C15 C16 . 1.400(3) ?
  C16 C17 . 1.379(3) ?
  C17 C18 . 1.369(4) ?
  C18 C19 . 1.367(4) ?
  C19 C20 . 1.389(3) ?