#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/22/2012248.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_2012248
loop_
_publ_author_name
'Sarkhel, Sanjay'
Shefali
'Mathad, Vijayvitthal T.'
'Raj, Kanwal'
'Bhaduri, Amiya P.'
'Maulik, Prakas R.'
'Broder, Charlotte K.'
'Howard, Judith A. K.'
_publ_section_title
;
Cinnamoyl shikonin
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              1199
_journal_page_last               1200
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C25 H22 O6'
_chemical_formula_sum            'C25 H22 O6'
_chemical_formula_weight         418.43
_chemical_melting_point          .93E-92
_chemical_name_common            'Cinnamoyl shikonin'
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90
_cell_angle_beta                 90.7630(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.16770(10)
_cell_length_b                   15.7416(3)
_cell_length_c                   10.5141(2)
_cell_measurement_temperature    100(2)
_cell_volume                     1020.72(3)
_diffrn_ambient_temperature      100(2)
_exptl_crystal_density_diffrn    1.361
_[local]_cod_cif_authors_sg_H-M  'P 21'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2012248
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
C1 .6313(4) .08045(14) .4190(2) .0173(4) Uani d . 1 . . C
O1 .4586(3) .04035(11) .40111(15) .0225(4) Uani d . 1 . . O
C2 .7810(4) .09387(14) .3125(2) .0198(5) Uani d . 1 . . C
H2 .7436 .0729 .2324 .024 Uiso calc R 1 . . H
C3 .9693(4) .13538(14) .3278(2) .0200(5) Uani d . 1 . . C
H3 1.0606 .1411 .2586 .024 Uiso calc R 1 . . H
C4 1.0356(3) .17213(14) .4512(2) .0165(4) Uani d . 1 . . C
O4 1.2094(3) .21283(10) .46141(15) .0207(3) Uani d . 1 . . O
C5 .9503(3) .19095(13) .67999(19) .0146(4) Uani d . 1 . . C
O5 1.1341(3) .23606(10) .70031(15) .0184(3) Uani d . 1 . . O
H5 1.201(5) .240(2) .629(3) .038(9) Uiso d . 1 . . H
C6 .8138(3) .17673(14) .78492(19) .0147(4) Uani d . 1 . . C
H6 .8546 .1974 .8645 .018 Uiso calc R 1 . . H
C7 .6217(3) .13288(13) .7716(2) .0148(4) Uani d . 1 . . C
C8 .5603(3) .10094(13) .6490(2) .0141(4) Uani d . 1 . . C
O8 .3717(3) .05787(10) .63994(16) .0190(3) Uani d . 1 . . O
H8 .366(5) .038(2) .562(3) .050(10) Uiso d . 1 . . H
C9 .6946(3) .11375(13) .5441(2) .0148(4) Uani d . 1 . . C
C10 .8928(4) .15915(13) .5599(2) .0139(4) Uani d . 1 . . C
C11 .4692(3) .11656(13) .88009(19) .0145(4) Uani d . 1 . . C
H11 .3215 .1316 .8532 .017 Uiso calc R 1 . . H
O11 .5373(2) .17241(10) .98345(14) .0166(3) Uani d . 1 . . O
C12 .4713(4) .02440(14) .9277(2) .0183(4) Uani d . 1 . . C
H12A .3679 .0191 .9960 .022 Uiso calc R 1 . . H
H12B .4230 -.0124 .8590 .022 Uiso calc R 1 . . H
C13 .6898(4) -.00625(15) .9753(2) .0183(4) Uani d . 1 . . C
H13 .8110 .0170 .9367 .022 Uiso calc R 1 . . H
C14 .7272(4) -.06321(14) 1.0671(2) .0176(4) Uani d . 1 . . C
C15 .9552(4) -.08868(17) 1.1043(2) .0264(5) Uani d . 1 . . C
H15A .9738 -.1485 1.0902 .040 Uiso calc R 1 . . H
H15B .9802 -.0761 1.1926 .040 Uiso calc R 1 . . H
H15C 1.0566 -.0576 1.0537 .040 Uiso calc R 1 . . H
C16 .5514(4) -.10676(16) 1.1415(2) .0243(5) Uani d . 1 . . C
H16A .5406 -.0808 1.2238 .036 Uiso calc R 1 . . H
H16B .5865 -.1658 1.1514 .036 Uiso calc R 1 . . H
H16C .4155 -.1013 1.0967 .036 Uiso calc R 1 . . H
C17 .3800(3) .20142(15) 1.06159(19) .0182(4) Uani d . 1 . . C
O17 .1894(3) .18486(13) 1.04712(15) .0268(4) Uani d . 1 . . O
C18 .4685(4) .25339(15) 1.1664(2) .0191(4) Uani d . 1 . . C
H18 .3771 .2668 1.2331 .023 Uiso calc R 1 . . H
C19 .6715(4) .28248(14) 1.1718(2) .0176(4) Uani d . 1 . . C
H19 .7571 .2718 1.1014 .021 Uiso calc R 1 . . H
C20 .7746(4) .32971(14) 1.2774(2) .0172(4) Uani d . 1 . . C
C21 .6812(4) .33297(14) 1.3995(2) .0191(4) Uani d . 1 . . C
H21 .5473 .3078 1.4137 .023 Uiso calc R 1 . . H
C22 .7910(4) .37412(15) 1.4982(2) .0224(5) Uani d . 1 . . C
H22 .7304 .3759 1.5786 .027 Uiso calc R 1 . . H
C23 .9904(4) .41266(15) 1.4776(2) .0252(5) Uani d . 1 . . C
H23 1.0625 .4398 1.5444 .030 Uiso calc R 1 . . H
C24 1.0823(4) .41081(15) 1.3576(2) .0248(5) Uani d . 1 . . C
H24 1.2146 .4373 1.3437 .030 Uiso calc R 1 . . H
C25 .9745(4) .36890(15) 1.2580(2) .0208(5) Uani d . 1 . . C
H25 1.0367 .3671 1.1780 .025 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
C1 .0221(11) .0135(10) .0164(10) .0031(9) -.0016(8) .0008(8)
O1 .0240(9) .0254(9) .0180(8) -.0034(7) -.0015(7) -.0046(7)
C2 .0292(12) .0180(11) .0120(10) .0035(9) .0006(9) .0001(8)
C3 .0257(12) .0206(11) .0139(10) .0044(9) .0057(9) .0014(9)
C4 .0194(11) .0142(10) .0160(10) .0031(9) .0019(8) .0031(8)
O4 .0202(8) .0217(8) .0202(8) -.0016(7) .0039(6) .0024(6)
C5 .0150(10) .0114(10) .0174(10) .0004(8) -.0006(8) .0009(8)
O5 .0167(8) .0219(8) .0166(7) -.0052(6) .0027(6) -.0011(6)
C6 .0171(10) .0146(10) .0122(9) .0008(8) .0002(8) -.0021(8)
C7 .0146(10) .0144(10) .0153(10) .0019(8) -.0002(8) .0024(8)
C8 .0143(10) .0132(10) .0149(10) .0016(8) -.0012(8) -.0009(8)
O8 .0172(8) .0222(8) .0176(8) -.0035(6) -.0011(6) -.0033(6)
C9 .0161(10) .0123(9) .0161(10) .0022(8) -.0006(8) -.0012(8)
C10 .0173(10) .0137(9) .0108(9) .0011(8) .0023(8) .0013(7)
C11 .0137(10) .0184(10) .0115(9) -.0004(8) -.0012(8) -.0002(8)
O11 .0146(7) .0217(8) .0134(7) -.0007(6) .0023(6) -.0033(6)
C12 .0180(11) .0190(11) .0179(10) -.0033(9) .0008(8) .0032(9)
C13 .0164(11) .0226(11) .0161(10) -.0004(9) .0042(8) .0012(9)
C14 .0174(11) .0180(11) .0174(10) .0013(9) .0025(8) -.0036(8)
C15 .0182(11) .0300(13) .0310(12) .0011(10) -.0001(9) .0119(11)
C16 .0213(11) .0255(12) .0262(12) .0007(10) .0030(9) .0089(10)
C17 .0181(11) .0239(12) .0129(9) .0019(9) .0032(8) .0035(8)
O17 .0160(8) .0456(11) .0189(8) -.0014(8) .0016(6) -.0067(8)
C18 .0204(11) .0231(11) .0140(10) .0038(9) .0019(8) -.0010(8)
C19 .0225(11) .0185(10) .0119(9) .0017(8) .0036(8) .0000(8)
C20 .0209(11) .0138(10) .0168(10) .0028(9) .0008(8) -.0010(9)
C21 .0207(11) .0170(10) .0194(11) .0020(9) .0001(8) .0007(9)
C22 .0339(13) .0180(11) .0154(10) .0038(10) .0021(9) -.0022(9)
C23 .0326(13) .0186(11) .0244(11) .0005(10) -.0055(10) -.0048(10)
C24 .0242(12) .0176(11) .0326(12) -.0033(9) -.0014(10) -.0010(10)
C25 .0233(11) .0199(11) .0192(10) .0004(9) .0024(9) -.0002(9)
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
C1 O1 . 1.250(3) ?
C1 C9 . 1.464(3) ?
C1 C2 . 1.476(3) ?
C2 C3 . 1.340(3) ?
C2 H2 . .9300 ?
C3 C4 . 1.474(3) ?
C3 H3 . .9300 ?
C4 O4 . 1.252(3) ?
C4 C10 . 1.467(3) ?
C5 O5 . 1.352(3) ?
C5 C10 . 1.400(3) ?
C5 C6 . 1.414(3) ?
O5 H5 . .87(3) ?
C6 C7 . 1.377(3) ?
C6 H6 . .9300 ?
C7 C8 . 1.430(3) ?
C7 C11 . 1.510(3) ?
C8 O8 . 1.349(3) ?
C8 C9 . 1.403(3) ?
O8 H8 . .88(4) ?
C9 C10 . 1.424(3) ?
C11 O11 . 1.455(2) ?
C11 C12 . 1.535(3) ?
C11 H11 . .9800 ?
O11 C17 . 1.358(3) ?
C12 C13 . 1.511(3) ?
C12 H12A . .9700 ?
C12 H12B . .9700 ?
C13 C14 . 1.335(3) ?
C13 H13 . .9300 ?
C14 C16 . 1.510(3) ?
C14 C15 . 1.509(3) ?
C15 H15A . .9600 ?
C15 H15B . .9600 ?
C15 H15C . .9600 ?
C16 H16A . .9600 ?
C16 H16B . .9600 ?
C16 H16C . .9600 ?
C17 O17 . 1.212(3) ?
C17 C18 . 1.472(3) ?
C18 C19 . 1.334(3) ?
C18 H18 . .9300 ?
C19 C20 . 1.474(3) ?
C19 H19 . .9300 ?
C20 C25 . 1.396(3) ?
C20 C21 . 1.415(3) ?
C21 C22 . 1.391(3) ?
C21 H21 . .9300 ?
C22 C23 . 1.391(4) ?
C22 H22 . .9300 ?
C23 C24 . 1.390(4) ?
C23 H23 . .9300 ?
C24 C25 . 1.398(3) ?
C24 H24 . .9300 ?
C25 H25 . .9300 ?