#------------------------------------------------------------------------------
#$Date: 2017-01-18 11:18:46 +0200 (Wed, 18 Jan 2017) $
#$Revision: 190627 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/13/2101325.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_2101325
loop_
_publ_author_name
'Prangé, T.'
'Neuman, A.'
'Milat, M.-L.'
'Blein, J. P.'
_publ_section_title
;
 The yellow toxins produced by Cercospora beticola. V. Structure
 of beticolins 2 and 4
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              308
_journal_page_last               314
_journal_paper_doi               10.1107/S0108768194006063
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C31 H23 Cl O13'
_chemical_formula_weight         638.97
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_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            4
_cell_length_a                   20.230(6)
_cell_length_b                   18.921(5)
_cell_length_c                   8.205(3)
_cell_volume                     3140.6(17)
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.5418
_exptl_absorpt_coefficient_mu    1.546
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_F_000             1320
_cod_data_source_file            pa0299.cif
_cod_data_source_block           pa0299a
_cod_depositor_comments
;
 Adding the _atom_site_type_symbol data item.

 Antanas Vaitkus,
 2017-01-18
;
_cod_original_cell_volume        3140.6
_cod_database_code               2101325
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) O -.0070(2) .4671(3) .0998(7) .0027(4)
C(2) C -.0788(3) .4611(4) .0960(10) .0026(6)
C(3) C -.1044(3) .5322(4) .1572(11) 28(7)
O(3) O -.0774(3) .5478(3) .3134(8) .0040(5)
C(4) C -.1802(4) .5284(5) .1777(13) .0039(8)
C(5) C -.2002(4) .4721(5) .2991(13) .0041(9)
C(6) C -.1608(3) .4067(4) .2880(10) .0028(6)
O(6) O -.1843(3) .3525(3) .3716(7) .0035(5)
C(7) C -.1027(3) .4006(4) .2025(9) .0022(6)
C(8) C -.0638(4) .3373(4) .2147(10) .0031(7)
O(8) O -.0851(3) .2828(3) .2804(8) .0044(6)
C(9) C .0047(3) .3413(4) .1550(11) .0030(7)
C(10) C .0469(3) .2831(4) .1630(10) .0028(6)
O(10) O .0263(3) .2207(3) .2155(9) .0044(6)
C(11) C .1131(3) .2885(4) .1128(10) .0030(7)
C(12) C .1381(3) .3540(4) .0620(9) .0025(6)
C(13) C .0959(3) .4124(4) .0572(10) .0031(7)
C(14) C .0297(3) .4073(4) .1026(9) .0020(6)
C(15) C -.0966(4) .4512(4) -.0877(10) .0032(7)
O(15) O -.1175(5) .4980(4) -.1683(9) .0086(9)
C(16) C .2086(3) .3682(4) .0033(11) .0029(7)
O(16) O -.0860(5) .3883(4) -.1356(9) .0080(10)
C(17) C -.1026(10) .3719(7) -.3059(13) .013(2)
C(1') C .3245(4) .3414(4) -.0337(9) .0027(7)
O(1') O .3301(3) .3551(3) -.1819(7) .0044(6)
C(2') C .3772(3) .3580(4) .0791(9) .0026(6)
C(3') C .4329(4) .3961(4) .0264(10) .0032(7)
O(3') O .4400(3) .4169(4) -.1291(7) .0042(6)
C(4') C .4824(4) .4129(4) .1383(11) .0034(7)
C(5') C .4779(4) .3939(5) .2951(11) .0042(8)
C(6') C .4239(4) .3543(4) .3516(11) .0036(7)
O(6') O .4240(3) .3385(3) .5135(8) .0049(6)
C(7') C .3724(3) .3383(4) .2482(9) .0027(6)
C(8') C .3145(4) .2976(4) .3029(9) .0028(6)
O(8') O .3123(3) .2774(3) .4517(7) .0041(5)
C(9') C .2628(3) .2820(4) .1972(9) .0026(6)
C(10') C .2112(4) .2386(4) .2469(10) .0030(7)
O(10') O .2061(3) .2127(3) .3918(7) .0039(5)
C(11') C .1573(4) .2225(4) .1290(11) .0030(7)
C(12') C .1855(4) .2046(4) -.0397(12) .0039(8)
C(13') C .2399(4) .2475(4) -.0913(10) .0031(7)
O(13') O .2532(3) .1763(3) -.0341(8) .0047(6)
C(14') C .2604(3) .3074(4) .0224(10) .0028(6)
C(15') C .1405(5) .1670(6) -.1571(13) .0053(10)
Cl(13) Cl .12460(10) .49480(10) .0005(4) .0052(2)
H(3) H -.098 .566 .042 .028
HO(3) H -.052 .548 .411 .040
H(41) H -.201 .531 .069 .039
H(42) H -.200 .573 .231 .039
H(51) H -.242 .454 .238 .041
H(52) H -.215 .495 .395 .041
HO(6) H -.158 .307 .382 .035
H(10) H -.013 .211 .288 .044
H(171) H -.086 .327 -.360 .125
H(172) H -.077 .409 -.378 .125
H(173) H -.145 .374 -.339 .125
H(03') H .408 .409 -.219 .042
H(4') H .524 .440 .105 .034
H(5') H .519 .408 .363 .042
HO(6') H .386 .319 .586 .049
H(11') H .137 .174 .146 .030
H(13') H .248 .260 -.215 .031
H(161) H .206 .381 -.121 .02
H(162) H .226 .412 .057 .029
H(15'1) H .095 .187 -.156 .053
H(15'2) H .134 .116 -.117 .053
H(15'3) H .155 .163 -.274 .053
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C(2) O(1) C(14) 118.8(4)
O(1) C(2) C(3) 105.2(5)
O(1) C(2) C(7) 111.4(5)
O(1) C(2) C(15) 105.1(5)
C(3) C(2) C(7) 111.6(5)
C(3) C(2) C(15) 110.2(5)
C(7) C(2) C(15) 113.0(5)
C(2) C(3) O(3) 110.3(5)
C(2) C(3) C(4) 109.3(5)
O(3) C(3) C(4) 107.0(5)
C(3) C(4) C(5) 111.7(6)
C(4) C(5) C(6) 114.0(6)
C(5) C(6) O(6) 115.1(6)
C(5) C(6) C(7) 124.4(6)
O(6) C(6) C(7) 120.5(6)
C(2) C(7) C(6) 120.2(5)
C(2) C(7) C(8) 119.6(5)
C(6) C(7) C(8) 120.2(6)
C(7) C(8) O(8) 122.2(6)
C(7) C(8) C(9) 116.8(6)
O(8) C(8) C(9) 120.9(6)
C(8) C(9) C(10) 121.4(6)
C(8) C(9) C(14) 118.9(5)
C(10) C(9) C(14) 119.5(6)
C(9) C(10) O(10) 121.7(6)
C(9) C(10) C(11) 120.8(6)
O(10) C(10) C(11) 117.5(6)
C(10) C(11) C(12) 119.7(6)
C(10) C(11) C(11') 117.9(6)
C(12) C(11) C(11') 122.2(6)
C(11) C(12) C(13) 119.2(6)
C(11) C(12) C(16) 125.8(6)
C(13) C(12) C(16) 115.0(5)
C(12) C(13) C(14) 121.7(6)
C(12) C(13) Cl(13) 121.1(5)
C(14) C(13) Cl(13) 117.2(5)
O(1) C(14) C(9) 123.2(5)
O(1) C(14) C(13) 117.7(5)
C(9) C(14) C(13) 119.1(5)
C(2) C(15) O(15) 122.1(7)
C(2) C(15) O(16) 111.8(6)
O(15) C(15) O(16) 126.0(8)
C(15) O(16) C(17) 116.9(9)
O(1') C(1') C(2') 120.8(6)
O(1') C(1') C(14') 117.4(6)
C(2') C(1') C(14') 121.8(5)
C(1') C(2') C(3') 120.3(6)
C(1') C(2') C(7') 120.7(5)
C(3') C(2') C(7') 118.9(6)
C(2') C(3') O(3') 121.9(6)
C(2') C(3') C(4') 119.3(6)
O(3') C(3') C(4') 118.8(6)
C(3') C(4') C(5') 121.5(7)
C(4') C(5') C(6') 120.9(7)
C(5') C(6') O(6') 116.0(6)
C(5') C(6') C(7') 120.2(6)
O(6') C(6') C(7') 123.6(6)
C(2') C(7') C(6') 119.0(6)
C(2') C(7') C(8') 118.9(5)
C(6') C(7') C(8') 121.9(6)
C(7') C(8') O(8') 118.3(5)
C(7') C(8') C(9') 121.3(5)
O(8') C(8') C(9') 120.4(6)
C(8') C(9') C(10') 120.5(6)
C(8') C(9') C(14') 123.2(5)
C(10') C(9') C(14') 116.2(5)
C(9') C(10') O(10') 123.7(6)
C(9') C(10') C(11') 118.7(6)
O(10') C(10') C(11') 117.6(6)
C(11) C(11') C(10') 108.4(5)
C(11) C(11') C(12') 108.4(5)
C(10') C(11') C(12') 111.1(5)
C(11') C(12') O(13') 113.4(6)
C(11') C(12') C(13') 115.3(6)
C(11') C(12') C(15') 117.2(6)
O(13') C(12') C(13') 60.0(5)
O(13') C(12') C(15') 114.3(6)
C(13') C(12') C(15') 122.9(7)
C(12') O(13') C(13') 58.6(4)
C(12') C(13') O(13') 61.4(4)
C(12') C(13') C(14') 116.7(6)
O(13') C(13') C(14') 116.2(5)
C(1') C(14') C(9') 113.2(5)
C(1') C(14') C(13') 111.2(5)
C(1') C(14') C(16) 103.3(5)
C(9') C(14') C(13') 110.6(5)
C(9') C(14') C(16) 110.5(5)
C(13') C(14') C(16) 107.6(5)
C(12) C(16) C(14') 117.6(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) C(2) 1.456(6)
O(1) C(14) 1.353(7)
C(2) C(3) 1.527(10)
C(2) C(7) 1.519(9)
C(2) C(15) 1.562(10)
C(3) O(3) 1.424(9)
C(3) C(4) 1.546(9)
C(4) C(5) 1.513(12)
C(5) C(6) 1.474(11)
C(6) O(6) 1.322(10)
C(6) C(7) 1.374(9)
C(7) C(8) 1.436(10)
C(8) O(8) 1.241(9)
C(8) C(9) 1.471(8)
C(9) C(10) 1.396(8)
C(9) C(14) 1.415(9)
C(10) O(10) 1.324(8)
C(10) C(11) 1.404(8)
C(11) C(12) 1.402(8)
C(11) C(11') 1.543(9)
C(12) C(13) 1.397(8)
C(12) C(16) 1.530(8)
C(13) C(14) 1.394(8)
C(13) Cl(13) 1.726(8)
C(15) O(15) 1.184(9)
C(15) O(16) 1.271(10)
C(17) O(16) 1.470(12)
C(1') O(1') 1.248(8)
C(1') C(2') 1.446(8)
C(1') C(14') 1.520(9)
C(2') C(3') 1.405(9)
C(2') C(7') 1.440(9)
C(3') O(3') 1.343(9)
C(3') C(4') 1.396(10)
C(4') C(5') 1.339(12)
C(5') C(6') 1.404(10)
C(6') O(6') 1.362(10)
C(6') C(7') 1.377(9)
C(7') C(8') 1.472(9)
C(8') O(8') 1.280(9)
C(8') C(9') 1.390(9)
C(9') C(10') 1.391(8)
C(9') C(14') 1.513(9)
C(10') O(10') 1.290(9)
C(10') C(11') 1.488(10)
C(11') C(12') 1.534(11)
C(12') O(13') 1.471(9)
C(12') C(13') 1.430(9)
C(12') C(15') 1.504(12)
O(13') C(13') 1.451(9)
C(13') C(14') 1.526(9)
C(14') C(16) 1.565(9)
