#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/32/2003233.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_2003233
loop_
_publ_author_name
'Cotterill, A. S.'
'Gable, R. W.'
'Gill, M.'
_publ_section_title
;
 Methyl Austrocorticinate
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              500
_journal_page_last               502
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'totally synthetic'
_chemical_formula_moiety         'C20 H18 O7'
_chemical_formula_sum            'C20 H18 O7'
_chemical_formula_weight         370.3
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           'SHELX76 (Sheldrick, 1976)'
_cell_angle_alpha                90.
_cell_angle_beta                 90.08(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   14.565(3)
_cell_length_b                   15.359(3)
_cell_length_c                   7.883(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(1)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      7
_cell_volume                     1763.5(7)
_diffrn_measurement_device       'Enraf-Nonius CAD4 MachS'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           MoK\=\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.024
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            4278
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        -11
_diffrn_standards_interval_time  160
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.10
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow--orange
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      1.39(1)
_exptl_crystal_description       'thin needle'
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     '020 and 210 omitted'
_refine_ls_goodness_of_fit_obs   1.876
_refine_ls_hydrogen_treatment
;
;
_refine_ls_number_parameters     272
_refine_ls_number_reflns         1062
_refine_ls_R_factor_obs          0.063
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      '2.793/[\s^2^(F) + 0.00005F^2^]'
_refine_ls_wR_factor_obs         0.043
_reflns_number_observed          1064
_reflns_number_total             3085
_reflns_observed_criterion       I>=2\s(I)
_[local]_cod_data_source_file    as1118.cif
_[local]_cod_data_source_block   as1118a
_cod_original_cell_volume        1764.0(10)
_cod_database_code               2003233
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+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
O(1) .4071(3) .4553(3) .1798(7) 0.067(2)
O(2) .3360(4) .6339(3) .3143(7) 0.094(2)
O(2') .3918(3) .6674(3) .0604(7) 0.074(2)
O(6) .0855(3) .0278(3) -.1463(7) 0.066(1)
O(8) .3665(3) .1272(3) .1105(6) 0.064(2)
O(9) .3886(3) .2944(3) .1348(7) 0.073(2)
O(10) .0713(3) .3442(3) -.1972(7) 0.073(2)
C(1) .3266(5) .4637(5) .0960(9) 0.052(2)
C(2) .2926(5) .5470(5) .0776(10) 0.055(2)
C(3) .2105(5) .5624(5) -.0081(10) 0.070(3)
C(4) .1630(5) .4910(5) -.0738(11) 0.068(3)
C(4a) .1957(4) .4080(5) -.0524(9) 0.049(2)
C(5) .1201(5) .1750(5) -.1283(10) 0.055(2)
C(6) .1451(5) .0902(5) -.0958(10) 0.051(2)
C(7) .2282(5) .0728(5) -.0169(10) 0.049(2)
C(8) .2845(4) .1415(5) .0321(9) 0.046(2)
C(8a) .2597(5) .2286(5) .0037(9) 0.047(2)
C(9) .3140(5) .3031(5) .0594(10) 0.049(2)
C(9a) .2787(4) .3912(5) .0317(9) 0.047(2)
C(10) .1419(5) .3318(5) -.1171(10) 0.055(2)
C(10a) .1745(5) .2426(4) -.0801(10) 0.046(2)
C(2') .3419(5) .6205(5) .1658(12) 0.061(3)
C(2") .4404(5) .7419(5) .1360(11) 0.083(3)
C(3') .1725(9) .6527(7) -.029(2) 0.131(4)
C(3"A) .0938(11) .6734(13) -.099(4) 0.087(6)
C(3"B) .162(2) .6866(15) -.174(3) 0.117(8)
C(6') .1014(4) -.0600(4) -.0917(10) 0.074(3)
C(8') .3955(4) .0386(4) .1411(10) 0.069(2)
H(01) .430(4) .399(4) .150(9) 0.07(3)
H(4) .100(3) .503(4) -.132(8) 0.08(2)
H(5) .066(3) .186(3) -.193(7) 0.04(2)
H(7) .252(3) .013(3) .000(6) 0.03(2)
H(2"A) .4788(5) .7754(5) .0389(11) 0.18(2)
H(2"B) .4868(5) .7189(5) .2331(11) 0.18(2)
H(2"C) .3911(5) .7860(5) .1916(11) 0.18(2)
H(3'AA) .2234 .6914 -.1014 0.10
H(3'AB) .1703 .6832 .0989 0.10
H(3'BA) .2212 .6993 .0349 0.10
H(3'BB) .1081 .6584 .0376 0.10
H(3"AA) .0819 .7418 -.0971 0.10
H(3"AB) .0405 .6404 -.0255 0.10
H(3"AC) .0936 .6486 -.2258 0.10
H(3"BA) .1340 .7512 -.1645 0.10
H(3"BB) .1114 .6450 -.2390 0.10
H(3"BC) .2245 .6860 -.2416 0.10
H(6'A) .0484(4) -.1018(4) -.1420(10) 0.10(1)
H(6'B) .1004(4) -.0627(4) .0452(10) 0.10(1)
H(6'C) .1675(4) -.0816(4) -.1371(10) 0.10(1)
H(8'A) .4610(4) .0388(4) .2057(10) 0.11(1)
H(8'B) .4021(4) .0048(4) .0216(10) 0.11(1)
H(8'C) .3452(4) .0059(4) .2189(10) 0.11(1)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2') O(2') C(2") 115.8(5) yes
C(6) O(6) C(6') 118.3(4) yes
C(8) O(8) C(8') 118.9(4) yes
O(1) C(1) C(2) 116.8(5) yes
O(1) C(1) C(9a) 122.0(5) yes
C(2) C(1) C(9a) 121.2(5) yes
C(1) C(2) C(3) 121.1(6) yes
C(1) C(2) C(2') 118.4(6) yes
C(3) C(2) C(2') 120.3(6) yes
C(1) C(9a) C(9) 120.2(5) yes
C(4a) C(9a) C(9) 122.9(5) yes
O(10) C(10) C(4a) 119.6(5) yes
O(10) C(10) C(10a) 121.1(5) yes
C(4a) C(10) C(10a) 119.3(5) yes
C(5) C(10a) C(8a) 121.5(5) yes
C(5) C(10a) C(10) 117.7(5) yes
C(8a) C(10a) C(10) 120.8(5) yes
O(2) C(2') O(2') 124.4(5) yes
O(2) C(2') C(2) 123.2(6) yes
O(2') C(2') C(2) 112.4(5) yes
C(3) C(3') C(3"A) 126.3(12) yes
C(3) C(3') C(3"B) 121.5(12) yes
C(1) O(1) H(01) 106(3) no
C(3) C(4) H(4) 117(2) no
C(4a) C(4) H(4) 122(2) no
C(6) C(5) H(5) 119(2) no
C(10a) C(5) H(5) 120(2) no
C(6) C(7) H(7) 123(2) no
C(8) C(7) H(7) 117(2) no
O(2') C(2") H(2"A) 109.5 no
O(2') C(2") H(2"B) 109.5 no
O(2') C(2") H(2"C) 109.4 no
C(3) C(3') H(3'AA) 107.7 no
C(3) C(3') H(3'AB) 107.5 no
C(3) C(3') H(3'BA) 107.8 no
C(3) C(3') H(3'BB) 110.0 no
C(3"A) C(3') H(3'AA) 103.8 no
C(3"A) C(3') H(3'AB) 104.7 no
C(3"B) C(3') H(3'BA) 102.6 no
C(3"B) C(3') H(3'BB) 107.6 no
C(3') C(3"A) H(3"AA) 112.1 no
C(3') C(3"A) H(3"AB) 106.6 no
C(3') C(3"A) H(3"AC) 108.0 no
C(3') C(3"B) H(3"BA) 111.2 no
C(3') C(3"B) H(3"BB) 105.2 no
C(3') C(3"B) H(3"BC) 110.4 no
O(6) C(6') H(6'A) 109.5 no
O(6) C(6') H(6'B) 109.5 no
O(6) C(6') H(6'C) 109.5 no
O(8) C(8') H(8'A) 109.5 no
O(8) C(8') H(8'B) 109.5 no
O(8) C(8') H(8'C) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.351(9) yes
O(2) C(2') 1.192(11) yes
O(2') C(2') 1.319(10) yes
O(2') C(2") 1.471(9) yes
O(6) C(6) 1.353(9) yes
O(6) C(6') 1.434(8) yes
O(8) C(8) 1.362(8) yes
O(8) C(8') 1.445(8) yes
O(9) C(9) 1.245(9) yes
O(10) C(10) 1.221(9) yes
C(1) C(2) 1.379(11) yes
C(1) C(9a) 1.408(10) yes
C(2) C(3) 1.393(11) yes
C(2) C(2') 1.507(11) yes
C(3) C(4) 1.396(11) yes
C(3) C(3') 1.502(14) yes
C(4) C(4a) 1.371(11) yes
C(4a) C(9a) 1.402(9) yes
C(4a) C(10) 1.498(10) yes
C(5) C(6) 1.376(11) yes
C(5) C(10a) 1.360(10) yes
C(6) C(7) 1.386(10) yes
C(7) C(8) 1.391(10) yes
C(8) C(8a) 1.404(11) yes
C(8a) C(9) 1.458(11) yes
C(8a) C(10a) 1.421(10) yes
C(9) C(9a) 1.464(11) yes
C(10) C(10a) 1.479(10) yes
C(3') C(3"A) 1.31(2) yes
C(3') C(3"B) 1.27(3) yes
O(1) H(01) 0.96(6) no
C(4) H(4) 1.04(5) no
C(5) H(5) 0.95(4) no
C(7) H(7) 0.99(5) no
C(2") H(2"A) 1.08 no
C(2") H(2"B) 1.08 no
C(2") H(2"C) 1.08 no
C(3') H(3'AA) 1.11 no
C(3') H(3'AB) 1.11 no
C(3') H(3'BA) 1.13 no
C(3') H(3'BB) 1.08 no
C(3"A) H(3"AA) 1.07 no
C(3"A) H(3"AB) 1.09 no
C(3"A) H(3"AC) 1.07 no
C(3"B) H(3"BA) 1.08 no
C(3"B) H(3"BB) 1.10 no
C(3"B) H(3"BC) 1.06 no
C(6') H(6'A) 1.08 no
C(6') H(6'B) 1.08 no
C(6') H(6'C) 1.08 no
C(8') H(8'A) 1.08 no
C(8') H(8'B) 1.08 no
C(8') H(8'C) 1.08 no
_journal_paper_doi 10.1107/S010827019400956X