#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202345.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_2202345
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1233
_journal_page_last  o1234
_publ_section_title
;
Methyl 8-hydroxy-(S)-3-methyl-1-oxoisochromane-5-carboxylate
(5-methoxycarbonylmellein)
;
loop_
_publ_author_name
  'Wang, Jian-Feng'
  'Zhang, Yong-Jie'
  'Huang, Yao-Jian'
  'Su, Wen-Jin'
  'Lu, Yang'
  'Zhao, Yu-Fen'
  'Ng, Seik Weng'
_chemical_name_common  5-Methoxycarbonylmellein
_chemical_formula_moiety  'C12 H12 O5'
_chemical_formula_sum  'C12 H12 O5'
_chemical_formula_iupac  'C12 H12 O5'
_chemical_formula_weight  236.22
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  10.9633(7)
_cell_length_b  7.1890(5)
_cell_length_c  14.4250(10)
_cell_angle_alpha  90.00
_cell_angle_beta  99.0880(10)
_cell_angle_gamma  90.00
_cell_volume  1122.70(10)
_cell_formula_units_Z  4
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.398
_diffrn_ambient_temperature  298(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
  O1a 0.1124(3) 0.4999(5) 0.6625(2) 0.0770(10)
  Uani d . 1 . . O
  O2a 0.1380(3) 0.5214(7) 0.8156(2) 0.1010(10)
  Uani d . 1 . . O
  O3a 0.6899(3) 0.6521(8) 0.7795(2) 0.0980(10)
  Uani d . 1 . . O
  O4a 0.6744(3) 0.6316(5) 0.5996(2) 0.0710(10)
  Uani d . 1 . . O
  O5a 0.4977(3) 0.6341(5) 0.5074(2) 0.0560(10)
  Uani d . 1 . . O
  C1a -0.0178(4) 0.4653(9) 0.6593(4) 0.088(2) Uani d . 1 . . C
  C2a 0.1806(4) 0.5259(6) 0.7453(3) 0.0600(10)
  Uani d . 1 . . C
  C3a 0.3133(4) 0.5603(6) 0.7431(3) 0.0500(10)
  Uani d . 1 . . C
  C4a 0.3863(4) 0.5739(7) 0.8306(3) 0.0660(10)
  Uani d . 1 . . C
  C5a 0.5099(4) 0.6048(9) 0.8418(3) 0.075(2) Uani d . 1 . . C
  C6a 0.5681(4) 0.6260(8) 0.7638(3) 0.0630(10)
  Uani d . 1 . . C
  C7a 0.4970(3) 0.6143(6) 0.6743(3) 0.0500(10)
  Uani d . 1 . . C
  C8a 0.3687(3) 0.5825(5) 0.6631(2) 0.0440(10)
  Uani d . 1 . . C
  C9a 0.3045(3) 0.5693(7) 0.5634(2) 0.0510(10)
  Uani d . 1 . . C
  C10a 0.3670(3) 0.6817(6) 0.4978(3) 0.0470(10)
  Uani d . 1 . . C
  C11a 0.3147(4) 0.6541(8) 0.3962(3) 0.0670(10)
  Uani d . 1 . . C
  C12a 0.5621(4) 0.6278(6) 0.5927(3) 0.0520(10)
  Uani d . 1 . . C
  O1b 0.4391(3) 0.6033(6) 0.1957(2) 0.0840(10)
  Uani d . 1 . . O
  O2b 0.5196(3) 0.5765(8) 0.0678(2) 0.104(2) Uani d . 1 . . O
  O3b 0.9688(3) 0.4868(6) 0.4095(2) 0.0790(10)
  Uani d . 1 . . O
  O4b 1.0793(3) 0.4120(6) 0.2699(2) 0.0840(10)
  Uani d . 1 . . O
  O5b 0.9985(3) 0.4847(5) 0.1266(2) 0.0730(10)
  Uani d . 1 . . O
  C1b 0.3190(4) 0.6180(10)
  0.1384(4) 0.113(3) Uani d . 1 . . C
  C2b 0.5343(4) 0.5818(7) 0.1513(3) 0.0600(10)
  Uani d . 1 . . C
  C3b 0.6521(3) 0.5661(6) 0.2157(3) 0.0470(10)
  Uani d . 1 . . C
  C4b 0.6543(4) 0.5808(7) 0.3119(3) 0.0550(10)
  Uani d . 1 . . C
  C5b 0.7589(4) 0.5598(6) 0.3755(3) 0.0540(10)
  Uani d . 1 . . C
  C6b 0.8683(4) 0.5180(6) 0.3445(3) 0.0550(10)
  Uani d . 1 . . C
  C7b 0.8713(4) 0.5077(6) 0.2479(3) 0.0500(10)
  Uani d . 1 . . C
  C8b 0.7634(3) 0.5321(6) 0.1834(3) 0.0490(10)
  Uani d . 1 . . C
  C9b 0.7770(4) 0.5170(8) 0.0819(3) 0.0640(10)
  Uani d . 1 . . C
  C10b 0.9012(4) 0.5847(8) 0.0650(3) 0.0640(10)
  Uani d . 1 . . C
  C11b 0.9244(4) 0.5530(9) -0.0334(3) 0.082(2) Uani d . 1 . . C
  C12b 0.9888(4) 0.4651(7) 0.2161(3) 0.0600(10)
  Uani d . 1 . . C
  H3a 0.7156 0.6586 0.7292 0.118 Uiso calc R 1 . . H
  H1aa -0.0562 0.4485 0.5953 0.131 Uiso calc R 1 . . H
  H1ab -0.0549 0.5693 0.6860 0.131 Uiso calc R 1 . . H
  H1ac -0.0289 0.3550 0.6946 0.131 Uiso calc R 1 . . H
  H4a 0.3489 0.5614 0.8839 0.079 Uiso calc R 1 . . H
  H5a 0.5556 0.6116 0.9018 0.090 Uiso calc R 1 . . H
  H9aa 0.3020 0.4402 0.5438 0.062 Uiso calc R 1 . . H
  H9ab 0.2200 0.6121 0.5600 0.062 Uiso calc R 1 . . H
  H10a 0.3599 0.8135 0.5133 0.056 Uiso calc R 1 . . H
  H11a 0.3592 0.7300 0.3581 0.101 Uiso calc R 1 . . H
  H11b 0.2291 0.6891 0.3857 0.101 Uiso calc R 1 . . H
  H11c 0.3223 0.5257 0.3798 0.101 Uiso calc R 1 . . H
  H3b 1.0270 0.4566 0.3833 0.095 Uiso calc R 1 . . H
  H1ba 0.2571 0.6331 0.1780 0.169 Uiso calc R 1 . . H
  H1bb 0.3023 0.5063 0.1018 0.169 Uiso calc R 1 . . H
  H1bc 0.3177 0.7227 0.0972 0.169 Uiso calc R 1 . . H
  H4b 0.5808 0.6061 0.3338 0.066 Uiso calc R 1 . . H
  H5b 0.7567 0.5736 0.4393 0.065 Uiso calc R 1 . . H
  H9ba 0.7129 0.5897 0.0444 0.076 Uiso calc R 1 . . H
  H9bb 0.7665 0.3882 0.0622 0.076 Uiso calc R 1 . . H
  H10b 0.9083 0.7179 0.0792 0.077 Uiso calc R 1 . . H
  H11d 1.0037 0.6029 -0.0403 0.123 Uiso calc R 1 . . H
  H11e 0.8614 0.6138 -0.0766 0.123 Uiso calc R 1 . . H
  H11f 0.9231 0.4220 -0.0463 0.123 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
  O1a 0.053(2) 0.103(3) 0.078(2) -0.013(2) 0.026(2) 0.001(2)
  O2a 0.088(2) 0.155(4) 0.072(2) -0.011(3) 0.049(2) 0.007(3)
  O3a 0.052(2) 0.175(4) 0.066(2) 0.000(2) 0.008(2) 0.007(3)
  O4a 0.047(2) 0.105(3) 0.066(2) -0.005(2) 0.0200(10)
  -0.006(2)
  O5a 0.051(2) 0.076(2) 0.043(2) 0.002(2) 0.0170(10)
  -0.004(2)
  C1a 0.052(3) 0.109(5) 0.106(4) -0.013(3) 0.028(3) 0.000(4)
  C2a 0.070(3) 0.055(3) 0.060(3) 0.001(2) 0.032(2) 0.009(2)
  C3a 0.059(2) 0.046(2) 0.048(2) 0.006(2) 0.021(2) 0.003(2)
  C4a 0.084(3) 0.073(3) 0.047(3) 0.007(3) 0.031(2) 0.011(2)
  C5a 0.069(3) 0.112(4) 0.041(2) 0.008(3) 0.000(2) 0.005(3)
  C6a 0.062(3) 0.085(4) 0.043(3) 0.012(3) 0.010(2) 0.001(2)
  C7a 0.051(2) 0.053(3) 0.047(2) 0.008(2) 0.015(2) -0.001(2)
  C8a 0.051(2) 0.038(2) 0.046(2) 0.005(2) 0.019(2) 0.005(2)
  C9a 0.052(2) 0.060(3) 0.044(2) -0.002(2) 0.014(2) -0.007(2)
  C10a 0.048(2) 0.048(2) 0.047(2) 0.006(2) 0.015(2) 0.000(2)
  C11a 0.069(3) 0.089(4) 0.046(3) 0.015(3) 0.014(2) 0.003(2)
  C12a 0.051(2) 0.054(3) 0.052(3) -0.002(2) 0.015(2) -0.004(2)
  O1b 0.054(2) 0.142(3) 0.060(2) 0.018(2) 0.023(2) 0.010(2)
  O2b 0.065(2) 0.202(5) 0.045(2) 0.018(3) 0.013(2) 0.006(3)
  O3b 0.069(2) 0.114(3) 0.052(2) -0.004(2) 0.001(2) -0.002(2)
  O4b 0.049(2) 0.132(3) 0.067(2) 0.001(2) 0.002(2) -0.009(2)
  O5b 0.054(2) 0.108(3) 0.060(2) -0.006(2) 0.022(2) -0.007(2)
  C1b 0.054(3) 0.205(8) 0.079(4) 0.022(4) 0.012(2) 0.020(5)
  C2b 0.063(3) 0.070(3) 0.053(3) 0.002(2) 0.023(2) 0.007(2)
  C3b 0.055(2) 0.045(2) 0.045(2) 0.001(2) 0.021(2) 0.004(2)
  C4b 0.060(3) 0.058(3) 0.053(2) -0.011(2) 0.024(2) 0.000(2)
  C5b 0.073(3) 0.054(3) 0.039(2) -0.013(2) 0.019(2) -0.003(2)
  C6b 0.060(3) 0.059(3) 0.044(2) -0.013(2) 0.008(2) 0.000(2)
  C7b 0.049(2) 0.053(3) 0.051(2) -0.007(2) 0.017(2) -0.001(2)
  C8b 0.053(2) 0.048(3) 0.047(2) -0.008(2) 0.015(2) -0.004(2)
  C9b 0.056(3) 0.090(4) 0.048(2) -0.003(3) 0.020(2) 0.000(3)
  C10b 0.059(3) 0.077(3) 0.062(3) -0.005(3) 0.026(2) -0.004(3)
  C11b 0.076(3) 0.114(5) 0.064(3) 0.005(3) 0.039(2) 0.005(3)
  C12b 0.053(3) 0.074(3) 0.056(3) -0.013(2) 0.011(2) -0.013(2)
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
  O1a C2a . 1.319(5) yes
  O1a C1a . 1.443(5) yes
  O2a C2a . 1.182(5) yes
  O3a C6a . 1.332(5) yes
  O4a C12a . 1.219(4) yes
  O5a C12a . 1.320(5) yes
  O5a C10a . 1.458(5) yes
  C2a C3a . 1.481(5) yes
  C3a C4a . 1.387(6) yes
  C3a C8a . 1.396(5) yes
  C4a C5a . 1.358(6) yes
  C5a C6a . 1.387(6) yes
  C6a C7a . 1.401(5) yes
  C7a C8a . 1.409(5) yes
  C7a C12a . 1.473(5) yes
  C8a C9a . 1.501(5) yes
  C9a C10a . 1.491(5) yes
  C10a C11a . 1.500(5) yes
  O1b C2b . 1.318(5) yes
  O1b C1b . 1.444(5) yes
  O2b C2b . 1.191(5) yes
  O3b C6b . 1.348(5) yes
  O4b C12b . 1.220(5) yes
  O5b C12b . 1.319(5) yes
  O5b C10b . 1.465(6) yes
  C2b C3b . 1.471(5) yes
  C3b C4b . 1.388(5) yes
  C3b C8b . 1.394(5) yes
  C4b C5b . 1.359(6) yes
  C5b C6b . 1.377(6) yes
  C6b C7b . 1.401(5) yes
  C7b C8b . 1.396(5) yes
  C7b C12b . 1.467(6) yes
  C8b C9b . 1.499(5) yes
  C9b C10b . 1.501(5) yes
  C10b C11b . 1.498(6) yes
  O3a H3a . 0.82 no
  C1a H1aa . 0.96 no
  C1a H1ab . 0.96 no
  C1a H1ac . 0.96 no
  C4a H4a . 0.93 no
  C5a H5a . 0.93 no
  C9a H9aa . 0.97 no
  C9a H9ab . 0.97 no
  C10a H10a . 0.98 no
  C11a H11a . 0.96 no
  C11a H11b . 0.96 no
  C11a H11c . 0.96 no
  O3b H3b . 0.82 no
  C1b H1ba . 0.96 no
  C1b H1bb . 0.96 no
  C1b H1bc . 0.96 no
  C4b H4b . 0.93 no
  C5b H5b . 0.93 no
  C9b H9ba . 0.97 no
  C9b H9bb . 0.97 no
  C10b H10b . 0.98 no
  C11b H11d . 0.96 no
  C11b H11e . 0.96 no
  C11b H11f . 0.96 no