#------------------------------------------------------------------------------
#$Date: 2010-01-30 14:59:17 +0100 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2101326.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_2101326
loop_
_publ_author_name
'Prang\'e, T.'
'Neuman, A.'
'Milat, M.-L.'
'Blein, J. P.'
_publ_section_title
;
 The yellow toxins produced by <i>Cercospora beticola</i>. 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_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C31 H23 Cl O14'
_chemical_formula_weight         654.97
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_formula_units_Z            4
_cell_length_a                   20.585(5)
_cell_length_b                   18.721(4)
_cell_length_c                   8.206(3)
_cell_volume                     3162.3
_diffrn_radiation_type           Cu
_diffrn_radiation_wavelength     1.5418
_exptl_absorpt_coefficient_mu    1.571
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_F_000             1352
_[local]_cod_data_source_file    pa0299.cif
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) -.0023(8) .4731(6) .1067(9) .0027(5)
C(2) -.0701(8) .4665(9) .0863(11) .0033(10)
C(3) -.0987(8) .5307(7) .1328(10) .0027(7)
O(3) -.0780(7) .5540(6) .2904(11) .0026(5)
C(4) -.1754(8) .5287(8) .1391(11) .0026(8)
C(5) -.1965(9) .4705(8) .2660(11) .0031(9)
C(6) -.1582(8) .4094(8) .2787(11) .0030(9)
O(6) -.1796(6) .3534(6) .3572(13) .0022(4)
C(7) -.0960(9) .3936(7) .2004(10) .0028(8)
C(8) -.0548(8) .3405(8) .2170(11) .0024(9)
O(8) -.0804(6) .2850(6) .2899(13) .0046(7)
C(9) .0130(8) .3404(8) .1659(9) .0028(8)
C(10) .0512(7) .2818(7) .1658(11) .0028(7)
C(11) .1139(7) .2878(7) .1241(10) .0021(8)
C(12) .1403(7) .3494(7) .0721(12) .0023(7)
C(13) .0971(7) .4168(7) .0697(12) .0027(7)
C(14) .0331(7) .4038(6) .1109(11) .0022(6)
C(15) -.0819(11) .4376(10) -.0884(11) .0050(11)
C(16) .2123(9) .3695(9) .0178(10) .0034(9)
C(17) -.1392(11) .3867(11) -.3068(12) .0099(16)
O(15) -.0435(11) .4391(10) -.1815(11) .015(3)
O(16) -.1375(11) .4266(10) -.1425(11) .015(2)
O(10) .0302(7) .2199(6) .2259(13) .0028(5)
C(1') .3229(7) .3412(7) -.0323(10) .0025(7)
O(1') .3271(7) .3595(6) -.1838(13) .0033(6)
C(2') .3749(7) .3604(6) .0787(13) .0025(6)
C(3') .4271(8) .3952(7) .0362(11) .0028(8)
O(3') .4363(7) .4181(6) -.1392(13) .0031(6)
C(4') .4789(9) .4172(9) .1275(11) .0034(10)
C(5') .4764(8) .3899(7) .2714(12) .0026(8)
C(6') .4271(9) .3531(9) .3466(10) .0037(10)
O(6') .4286(7) .3350(6) .5069(10) .0054(7)
C(7') .3780(9) .3355(8) .2390(11) .0029(9)
C(8') .3176(7) .2979(7) .3035(10) .0025(7)
O(8') .3174(7) .2713(6) .4547(10) .0033(6)
C(9') .2648(7) .2825(7) .1940(9) .0021(6)
C(10') .2137(8) .2399(7) .2433(16) .0029(8)
O(10') .2100(7) .2066(6) .4001(18) .0038(6)
C(11') .1579(8) .2219(8) .1309(12) .0029(9)
C(12') .1871(7) .2045(6) -.0338(15) .0022(6)
C(13') .2413(8) .2480(7) -.0838(16) .0028(7)
O(13') .2499(7) .1734(6) -.0339(14) .0032(6)
C(14') .2602(8) .3070(7) .0206(13) .0021(8)
C(15') .1407(8) .1626(9) -.1390(13) .0031(9)
O(15') .1448(8) .0903(8) -.0854(13) .0066(11)
Cl(13) .1268(3) .4977(3) .0065(7) .0042(4)
H(3) -.091 .583 .069 .091
H(41) -.193 .516 .029 .072
H(42) -.192 .576 .173 .072
H(51) -.241 .455 .236 .072
H(52) -.197 .494 .376 .072
H(161) .229 .407 .093 .072
H(162) .211 .389 -.096 .072
H(4') .514 .450 .088 .091
H(5') .516 .397 .339 .091
H(11') .131 .180 .168 .091
H(13') .254 .276 -.182 .091
H(15'1) .154 .166 -.256 .072
H(15'2) .095 .181 -.125 .072
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1) C(2) 1.41(2)
O(1) C(14) 1.489(17)
C(2) C(3) 1.392(19)
C(2) C(7) 1.739(18)
C(2) C(15) 1.551(16)
C(3) C(4) 1.579(19)
C(3) O(3) 1.429(14)
C(4) C(5) 1.569(16)
C(5) C(6) 1.39(2)
C(6) C(7) 1.46(2)
C(6) O(6) 1.306(15)
C(7) C(8) 1.314(19)
C(8) C(9) 1.46(2)
C(8) O(8) 1.308(16)
C(9) C(10) 1.350(16)
C(9) C(14) 1.335(18)
C(10) C(11) 1.34(2)
C(10) O(10) 1.332(16)
C(11) C(12) 1.344(18)
C(11) C(11') 1.53(2)
C(12) C(13) 1.545(19)
C(12) C(16) 1.59(2)
C(13) C(14) 1.380(18)
C(13) Cl(13) 1.713(12)
C(15) O(15) 1.10(2)
C(15) O(16) 1.24(3)
C(17) O(16) 1.542(18)
C(1') O(1') 1.293(12)
C(1') C(2') 1.451(17)
C(1') C(14') 1.504(19)
C(2') C(3') 1.304(19)
C(2') C(7') 1.396(14)
C(3') O(3') 1.514(14)
C(3') C(4') 1.366(18)
C(4') C(5') 1.287(14)
C(5') C(6') 1.373(19)
C(6') O(6') 1.358(10)
C(6') C(7') 1.382(19)
C(7') C(8') 1.523(19)
C(8') O(8') 1.336(11)
C(8') C(9') 1.440(16)
C(9') C(10') 1.380(19)
C(9') C(14') 1.498(12)
C(10') O(10') 1.432(18)
C(10') C(11') 1.512(19)
C(11') C(12') 1.514(16)
C(12') C(13') 1.440(19)
C(12') O(13') 1.417(19)
C(12') C(15') 1.508(18)
C(13') O(13') 1.466(16)
C(13') C(14') 1.451(16)
C(15') O(15') 1.43(2)
C(14') C(16) 1.53(2)
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) 114.2(7)
O(1) C(2) C(3) 108.1(7)
O(1) C(2) C(7) 107.9(6)
O(1) C(2) C(15) 107.2(7)
C(3) C(2) C(7) 113.6(6)
C(3) C(2) C(15) 119.2(8)
C(7) C(2) C(15) 100.1(8)
C(2) C(3) C(4) 114.3(7)
C(2) C(3) O(3) 112.7(7)
C(4) C(3) O(3) 106.0(7)
C(3) C(4) C(5) 108.3(7)
C(4) C(5) C(6) 117.6(8)
C(5) C(6) C(7) 128.9(8)
C(5) C(6) O(6) 120.3(8)
C(7) C(6) O(6) 110.4(8)
C(2) C(7) C(6) 110.2(7)
C(2) C(7) C(8) 116.9(7)
C(6) C(7) C(8) 132.3(8)
C(7) C(8) C(9) 126.1(9)
C(7) C(8) O(8) 112.9(8)
C(9) C(8) O(8) 121.1(7)
C(8) C(9) C(10) 123.9(7)
C(8) C(9) C(14) 113.2(8)
C(10) C(9) C(14) 122.8(7)
C(9) C(10) C(11) 119.5(7)
C(9) C(10) O(10) 121.2(8)
C(11) C(10) O(10) 118.7(9)
C(10) C(11) C(12) 122.8(8)
C(10) C(11) C(11') 119.5(9)
C(12) C(11) C(11') 117.7(8)
C(11) C(12) C(13) 118.3(8)
C(11) C(12) C(16) 131.9(7)
C(13) C(12) C(16) 109.8(8)
C(12) C(13) C(14) 113.6(8)
C(12) C(13) Cl(13) 121.4(9)
C(14) C(13) Cl(13) 124.8(8)
O(1) C(14) C(9) 129.1(8)
O(1) C(14) C(13) 107.8(7)
C(9) C(14) C(13) 122.4(8)
C(2) C(15) O(15) 121.3(9)
C(2) C(15) O(16) 122.1(7)
O(15) C(15) O(16) 114.7(8)
C(12) C(16) C(14') 114.5(7)
C(15) O(16) C(17) 114.4(8)
O(1') C(1') C(2') 119.2(8)
C(12') C(15') O(15') 106.2(9)
C(9') C(14') C(13') 110.1(7)
C(1') C(14') C(13') 112.6(7)
C(1') C(14') C(9') 110.5(7)
C(16) C(14') C(13') 113.6(7)
C(16) C(14') C(9') 106.8(8)
C(16) C(14') C(1') 102.9(8)
C(12') O(13') C(13') 59.9(7)
O(13') C(13') C(14') 121.9(7)
C(12') C(13') C(14') 118.0(7)
C(12') C(13') O(13') 58.4(7)
O(13') C(12') C(15') 111.3(7)
C(13') C(12') C(15') 128.4(8)
C(13') C(12') O(13') 61.7(7)
C(11') C(12') C(15') 111.8(9)
C(11') C(12') O(13') 116.8(9)
C(11') C(12') C(13') 116.2(8)
C(10') C(11') C(12') 106.9(8)
C(11) C(11') C(12') 112.0(9)
C(11) C(11') C(10') 106.9(8)
O(10') C(10') C(11') 114.2(8)
C(9') C(10') C(11') 121.9(9)
C(9') C(10') O(10') 123.8(8)
C(10') C(9') C(14') 114.1(8)
C(8') C(9') C(14') 125.4(8)
C(8') C(9') C(10') 120.5(8)
O(8') C(8') C(9') 120.1(7)
C(7') C(8') C(9') 119.4(7)
C(7') C(8') O(8') 119.9(7)
C(6') C(7') C(8') 119.0(8)
C(2') C(7') C(8') 116.4(7)
C(2') C(7') C(6') 123.8(8)
O(6') C(6') C(7') 125.2(8)
C(5') C(6') C(7') 111.9(8)
C(5') C(6') O(6') 122.9(8)
C(4') C(5') C(6') 129.8(9)
C(3') C(4') C(5') 110.6(7)
O(3') C(3') C(4') 109.8(7)
C(2') C(3') C(4') 130.3(7)
C(2') C(3') O(3') 119.9(8)
C(3') C(2') C(7') 112.4(7)
C(1') C(2') C(7') 122.9(9)
C(1') C(2') C(3') 124.3(7)
C(2') C(1') C(14') 123.9(7)
O(1') C(1') C(14') 116.6(7)
_cod_database_code 2101326