#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2001977.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2001977
loop_
_publ_author_name
'Soriano-Garc\'ia, M.'
'Iribe, R. V.'
'Mendoza-D\'iaz, S.'
'del Rayo Camacho, M.'
'Mata, R.'
_publ_section_title
;
 Structure of
 4-(3,4-dihydroxyphenyl)-5-(<i>O</i>-\b-<small>D</small>-galactopyranosyl)-7-methoxycoumarin
 trihydrate
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              329
_journal_page_last               330
_journal_volume                  49
_journal_year                    1993
_chemical_formula_moiety         'C22 H22 O11,3(H2 O1)'
_chemical_formula_sum            'C22 H28 O14'
_chemical_formula_weight         516.4
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.977(2)
_cell_length_b                   12.894(2)
_cell_length_c                   31.135(6)
_cell_volume                     4406.8(14)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.54178
_exptl_absorpt_coefficient_mu    1.084
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_F_000             2176
_[local]_cod_data_source_file    ha0108.cif
_[local]_cod_data_source_block   ha0108_structure_1_of_1
_cod_original_cell_volume        4407.0(10)
_cod_database_code               2001977
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .0676(4) .0489(4) .09010(10) .070(2)
O(2) .3834(5) .5528(5) .0164(2) .123(3)
O(3) .6270(6) .4716(6) .0483(3) .156(4)
O(1a) .8706(3) .1189(3) .21330(10) .0380(10)
O(2a) 1.0325(5) .1205(5) .17250(10) .066(2)
C(2a) .9911(6) .1399(6) .2076(2) .045(2)
C(3a) 1.0534(6) .1823(6) .2435(2) .042(2)
C(4a) 1.0025(5) .1989(5) .2824(2) .033(2)
C(5a) .8026(4) .1927(4) .3241(2) .035(2)
O(5a) .8644(4) .2258(4) .35990(10) .043(2)
C(6a) .6778(4) .1751(4) .3246(2) .038(2)
C(7a) .6228(5) .1347(4) .2874(2) .038(2)
O(7a) .5016(3) .1123(3) .28470(10) .0490(10)
C(8a) .6884(5) .1157(4) .2511(2) .039(2)
C(9a) .8107(5) .1375(4) .25160(10) .031(2)
C(10a) .8737(4) .1770(4) .28710(10) .032(2)
C(1'a) 1.0801(4) .2473(4) .3158(2) .035(2)
C(2'a) 1.1245(5) .1905(4) .3504(2) .043(2)
C(3'a) 1.1985(5) .2362(5) .3807(2) .044(2)
O(3'a) 1.2395(5) .1812(4) .41490(10) .081(2)
C(4'a) 1.2264(5) .3404(4) .3770(2) .037(2)
O(4'a) 1.2987(4) .3814(3) .40890(10) .0560(10)
C(5'a) 1.1825(5) .3966(4) .3434(2) .048(2)
C(6'a) 1.1104(5) .3506(4) .3127(2) .044(2)
C(11a) .8022(5) .2309(4) .3992(2) .040(2)
O(11a) .7335(3) .3234(3) .39870(10) .0370(10)
C(12a) .8962(5) .2333(4) .4351(2) .036(2)
O(12a) .9630(4) .1384(3) .43660(10) .0510(10)
C(13a) .8261(5) .2471(4) .4775(2) .034(2)
O(13a) .9074(4) .2580(3) .51340(10) .0480(10)
C(14a) .7458(5) .3427(4) .4758(2) .038(2)
O(14a) .8195(4) .4340(3) .47140(10) .0510(10)
C(15a) .6636(4) .3352(4) .43680(10) .034(2)
C(16a) .5844(5) .4301(4) .4309(2) .039(2)
O(16a) .5075(3) .4350(3) .46710(10) .0380(10)
C(17a) .4240(5) .1403(5) .3192(2) .057(2)
O(1b) .3604(3) .9395(3) .21530(10) .0380(10)
O(2b) .5291(3) .9463(4) .17790(10) .0570(10)
C(2b) .4826(5) .9179(4) .2108(2) .044(2)
C(3b) .5396(5) .8703(4) .2466(2) .038(2)
C(4b) .4823(4) .8450(4) .2836(2) .033(2)
C(5b) .2744(4) .8431(4) .32150(10) .033(2)
O(5b) .3258(3) .7907(3) .35570(10) .0370(10)
C(6b) .1514(4) .8689(4) .3212(2) .039(2)
C(7b) .1035(4) .9180(4) .2852(2) .038(2)
O(7b) -.0170(3) .9469(3) .28250(10) .0450(10)
C(8b) .1746(5) .9398(4) .2502(2) .037(2)
C(9b) .2964(4) .9154(4) .2518(2) .033(2)
C(10b) .3518(4) .8675(4) .28690(10) .031(2)
C(1'b) .5573(4) .8055(4) .3199(2) .034(2)
C(2'b) .5951(4) .8710(5) .3519(2) .046(2)
C(3'b) .6740(5) .8386(4) .3834(2) .042(2)
O(3'b) .7137(4) .9088(4) .4141(2) .086(2)
C(4'b) .7134(5) .7367(4) .3844(2) .042(2)
O(4'b) .7930(4) .7109(3) .41680(10) .0580(10)
C(5'b) .6760(5) .6698(4) .3529(2) .044(2)
C(6'b) .5990(4) .7033(4) .3207(2) .042(2)
C(11b) .2455(4) .7454(4) .3860(2) .034(2)
O(11b) .1949(3) .8244(2) .41070(10) .0330(10)
C(12b) .3190(4) .6717(4) .4140(2) .033(2)
O(12b) .3618(3) .5853(3) .38940(10) .0450(10)
C(13b) .2364(4) .6287(4) .44780(10) .033(2)
O(13b) .3048(3) .5631(3) .47600(10) .0430(10)
C(14b) .1742(5) .7167(4) .4727(2) .041(2)
O(14b) .2642(4) .7790(3) .49410(10) .059(2)
C(15b) .1062(5) .7845(4) .4410(2) .039(2)
C(16b) .0415(5) .8749(4) .4613(2) .047(2)
O(16b) -.0383(4) .9202(3) .4306(2) .061(2)
C(17b) -.0951(5) .9220(5) .3169(2) .052(2)
H(1a) .048(5) .027(4) .1179(17) ?
H(1b) .098(5) .002(5) .0753(17) ?
H(2a) .408(5) .576(4) -.0231(16) ?
H(2b) .441(5) .506(4) .0065(16) ?
H(3c) .592(5) .487(4) .0783(17) ?
H(3d) .593(5) .437(4) .0323(17) ?
H(3a) 1.1376 .2006 .2399 ?
H(6a) .6301 .1901 .3496 ?
H(8a) .6501 .0880 .2259 ?
H(2'a) 1.1035 .1186 .3532 ?
H(3'a) 1.297(5) .183(4) .4362(16) ?
H(4'a) 1.307(5) .456(4) .4012(16) ?
H(5'a) 1.2013 .4692 .3414 ?
H(6'a) 1.0812 .3909 .2889 ?
H(11a) .7497 .1723 .4037 ?
H(12a) .9529 .2889 .4305 ?
H(12b) 1.024(6) .138(5) .4160(18) ?
H(13a) .7773 .1860 .4812 ?
H(13b) .946(5) .200(4) .5226(16) ?
H(14a) .6982 .3473 .5016 ?
H(14b) .859(5) .444(4) .4972(16) ?
H(15a) .6128 .2758 .4418 ?
H(16a) .5369 .4240 .4051 ?
H(16b) .6342 .4913 .4293 ?
H(16c) .457(5) .479(4) .4635(17) ?
H(17a) .4527 .1088 .3452 ?
H(17b) .3428 .1166 .3132 ?
H(17c) .4237 .2143 .3224 ?
H(3b) .6249 .8548 .2444 ?
H(6b) .1006 .8531 .3454 ?
H(8b) .1402 .9713 .2250 ?
H(2'b) .5658 .9411 .3523 ?
H(3'b) .782(5) .894(4) .4238(16) ?
H(4'b) .851(5) .655(4) .4109(15) ?
H(5'b) .7030 .5989 .3533 ?
H(6'b) .5741 .6559 .2986 ?
H(11b0 .1811 .7078 .3721 ?
H(12c) .3864 .7090 .4260 ?
H(12d) .418(5) .599(5) .3790(16) ?
H(13c) .1739 .5879 .4344 ?
H(13d) .254(5) .526(4) .4809(17) ?
H(14c) .1193 .6880 .4935 ?
H(14d) .262(5) .768(4) .5234(16) ?
H(15b) .0443 .7427 .4278 ?
H(16d) .1004 .9255 .4703 ?
H(16e) -.0043 .8516 .4857 ?
H(16f) -.021(6) .985(5) .4341(19) ?
H(17d) -.0709 .8571 .3292 ?
H(17e) -.1774 .9169 .3066 ?
H(17f) -.0902 .9755 .3383 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O(5a) C(5a) C(10a) 115.8(4)
C(6a) C(5a) C(10a) 122.2(4)
C(5a) O(5a) C(11a) 118.9(4)
C(5a) C(6a) C(7a) 118.4(4)
C(6a) C(7a) O(7a) 123.3(5)
C(6a) C(7a) C(8a) 121.5(5)
O(7a) C(7a) C(8a) 115.3(5)
C(7a) O(7a) C(17a) 119.0(4)
C(7a) C(8a) C(9a) 118.1(5)
O(1a) C(9a) C(8a) 114.8(4)
O(1a) C(9a) C(10a) 120.6(4)
C(8a) C(9a) C(10a) 124.5(4)
C(4a) C(10a) C(5a) 126.7(4)
C(4a) C(10a) C(9a) 118.1(4)
C(5a) C(10a) C(9a) 115.2(4)
C(4a) C(1'a) C(2'a) 121.6(5)
C(4a) C(1'a) C(6'a) 119.8(5)
C(2'a) C(1'a) C(6'a) 118.5(5)
C(1'a) C(2'a) C(3'a) 120.8(5)
C(2'a) C(3'a) O(3'a) 120.7(5)
C(2'a) C(3'a) C(4'a) 119.4(5)
O(3'a) C(3'a) C(4'a) 119.8(5)
C(3'a) C(4'a) O(4'a) 116.3(5)
C(3'a) C(4'a) C(5'a) 120.1(5)
O(4'a) C(4'a) C(5'a) 123.7(5)
C(4'a) C(5'a) C(6'a) 120.5(5)
C(1'a) C(6'a) C(5'a) 120.6(5)
O(5a) C(11a) O(11a) 106.9(4)
O(5a) C(11a) C(12a) 108.2(4)
O(11a) C(11a) C(12a) 110.7(4)
C(11a) O(11a) C(15a) 111.7(4)
C(11a) C(12a) O(12a) 110.7(4)
C(11a) C(12a) C(13a) 107.1(4)
O(12a) C(12a) C(13a) 109.2(4)
C(12a) C(13a) O(13a) 111.7(4)
C(12a) C(13a) C(14a) 110.7(4)
O(13a) C(13a) C(14a) 107.9(4)
C(13a) C(14a) O(14a) 110.0(4)
C(13a) C(14a) C(15a) 108.8(4)
O(14a) C(14a) C(15a) 108.3(4)
O(11a) C(15a) C(14a) 110.7(4)
O(11a) C(15a) C(16a) 107.2(4)
C(14a) C(15a) C(16a) 112.7(4)
C(15a) C(16a) O(16a) 106.5(4)
C(2a) O(1a) C(9a) 122.6(4)
O(1a) C(2a) O(2a) 116.2(6)
O(1a) C(2a) C(3a) 116.3(5)
O(2a) C(2a) C(3a) 127.6(6)
C(2a) C(3a) C(4a) 124.6(6)
C(3a) C(4a) C(10a) 117.7(5)
C(3a) C(4a) C(1'a) 117.3(5)
C(10a) C(4a) C(1'a) 124.8(5)
O(5a) C(5a) C(6a) 122.0(4)
O(5b) C(5b) C(10b) 116.9(4)
C(6b) C(5b) C(10b) 121.8(4)
C(5b) O(5b) C(11b) 117.4(4)
C(5b) C(6b) C(7b) 118.8(4)
C(6b) C(7b) O(7b) 122.4(4)
C(6b) C(7b) C(8b) 121.2(5)
O(7b) C(7b) C(8b) 116.3(4)
C(7b) O(7b) C(17b) 118.4(4)
C(7b) C(8b) C(9b) 118.6(5)
O(1b) C(9b) C(8b) 114.6(4)
O(1b) C(9b) C(10b) 121.9(4)
C(8b) C(9b) C(10b) 123.5(4)
C(4b) C(10b) C(5b) 126.9(4)
C(4b) C(10b) C(9b) 117.2(4)
C(5b) C(10b) C(9b) 115.9(4)
C(4b) C(1'b) C(2'b) 120.6(5)
C(4b) C(1'b) C(6'b) 121.2(4)
C(2'b) C(1'b) C(6'b) 117.9(5)
C(1'b) C(2'b) C(3'b) 121.5(5)
C(2'b) C(3'b) O(3'b) 119.4(5)
C(2'b) C(3'b) C(4'b) 120.1(5)
O(3'b) C(3'b) C(4'b) 120.5(5)
C(3'b) C(4'b) O(4'b) 116.4(5)
C(3'b) C(4'b) C(5'b) 119.3(5)
O(4'b) C(4'b) C(5'b) 124.3(5)
C(4'b) C(5'b) C(6'b) 120.4(5)
C(1'b) C(6'b) C(5'b) 120.6(5)
O(5b) C(11b) O(11b) 108.3(4)
O(5b) C(11b) C(12b) 108.0(4)
O(11b) C(11b) C(12b) 110.7(4)
C(11b) O(11b) C(15b) 111.5(4)
C(11b) C(12b) o(12b) 110.8(4)
C(11b) C(12b) C(13b) 108.3(4)
O(12b) C(12b) C(13b) 106.6(4)
C(12b) C(13b) O(13b) 109.5(4)
C(12b) C(13b) C(14b) 110.5(4)
O(13b) C(13b) C(14b) 111.1(4)
C(13b) C(14B) O(14b) 110.0(4)
C(13b) C(14b) C(15b) 108.5(4)
O(14b) C(14b) C(15b) 108.6(4)
O(11b) C(15b) C(14b) 107.4(4)
O(11b) C(15b) C(16b) 108.4(4)
C(14b) C(15b) C(16b) 113.9(4)
C(15b) C(16b) O(16b) 109.0(4)
C(2b) O(1b) C(9b) 122.4(4)
O(1b) C(2b) O(2b) 116.0(5)
O(1b) C(2b) C(3b) 116.0(5)
O(2b) C(2b) C(3b) 127.9(5)
C(2b) C(3b) C(4b) 124.6(5)
C(3b) C(4b) C(10b) 117.8(4)
C(3b) C(4b) C(1'b) 118.2(4)
C(10b) C(4b) C(1'b) 123.7(4)
O(5b) C(5b) C(6b) 121.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1a) C(2a) 1.361(7)
O(1a) C(9a) 1.383(5)
O(2a) C(2a) 1.210(8)
C(2a) C(3a) 1.420(9)
C(3a) C(4a) 1.349(8)
C(4a) C(10a) 1.450(7)
C(4a) C(1'a) 1.482(8)
C(5a) O(5a) 1.373(6)
C(5a) C(6a) 1.389(7)
C(5a) C(10a) 1.405(6)
O(5a) C(11a) 1.402(6)
C(6a) C(7a) 1.406(7)
C(7a) O(7a) 1.364(6)
C(7a) C(8a) 1.362(7)
O(7a) C(17a) 1.419(7)
C(8a) C(9a) 1.372(7)
C(9a) C(10a) 1.400(6)
C(1'a) C(2'a) 1.392(7)
C(1'a) C(6'a) 1.376(8)
C(2'a) C(3'a) 1.375(8)
C(3'a) O(3'a) 1.357(7)
C(3'a) C(4'a) 1.383(8)
C(4'a) O(4'a) 1.375(8)
C(4'a) C(5'a) 1.361(8)
C(5'a) C(6'a) 1.376(8)
C(11a) O(11a) 1.412(7)
C(11a) C(12a) 1.521(7)
O(11a) C(15a) 1.419(5)
C(12a) O(12a) 1.428(6)
C(12a) C(13a) 1.537(7)
C(13a) O(13a) 1.438(6)
C(13a) C(14a) 1.517(7)
C(14a) O(14a) 1.434(6)
C(14a) C(15a) 1.517(7)
C(15a) C(16a) 1.512(8)
C(16a) O(16a) 1.410(6)
O(1b) C(2b) 1.377(6)
O(1b) C(9b) 1.372(6)
O(2b) C(2b) 1.202(7)
C(2b) C(3b) 1.417(7)
C(3b) C(4b) 1.354(7)
C(4b) C(10b) 1.466(7)
C(4b) C(1'b) 1.487(7)
C(5b) O(5b) 1.380(6)
C(5b) C(6b) 1.390(7)
C(5b) C(10b) 1.407(7)
O(5b) C(11b) 1.418(6)
C(6b) C(7b) 1.392(7)
C(7b) O(7b) 1.377(6)
C(7b) C(8b) 1.370(7)
O(7b) C(17b) 1.409(6)
C(8b) C(9b) 1.375(7)
C(9b) C(10b) 1.396(7)
C(1'b) C(2'b) 1.371(7)
C(1'b) C(6'b) 1.396(8)
C(2'b) C(3'b) 1.373(7)
C(3'b) O(3'b) 1.386(7)
C(3'b) C(4'b) 1.384(8)
C(4'b) O(4'b) 1.376(6)
C(4'b) C(5'b) 1.368(8)
C(5'b) C(6'b) 1.381(7)
C(11b) O(11b) 1.392(6)
C(11b) C(12b) 1.521(7)
O(11b) C(15b) 1.449(6)
C(12b) O(12b) 1.431(6)
C(12b) C(13b) 1.495(7)
C(13b) O(13b) 1.433(6)
C(13b) C(14b) 1.536(7)
C(14b) O(14b) 1.436(7)
C(14b) C(15b) 1.515(7)
C(15b) C(16b) 1.505(8)
C(16b) O(16b) 1.422(7)