#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/04/2000494.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_2000494
loop_
_publ_author_name
'Castellano, E. E.'
'Zukerman-Schpector, J.'
'Ferraz, H. M. C.'
'de Souza, A. J. C.'
'Tenius, B. S. M.'
_publ_section_title
;
 Structure of an intermediate in the synthesis of corymbolone
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2080
_journal_page_last               2082
_journal_paper_doi               10.1107/S0108270192007455
_journal_volume                  48
_journal_year                    1992
_chemical_formula_moiety         'C15 H22 O5'
_chemical_formula_sum            'C15 H22 O5'
_chemical_formula_weight         282.3
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 111.60(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.046(2)
_cell_length_b                   12.365(2)
_cell_length_c                   12.065(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    292
_cell_measurement_theta_max      18
_cell_measurement_theta_min      7
_cell_volume                     1393.5(5)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.017
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2167
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        1.3
_diffrn_standards_interval_time  30
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.09
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_description       Irregular
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.22
_refine_ls_goodness_of_fit_obs   1.30
_refine_ls_number_parameters     182
_refine_ls_R_factor_obs          0.055
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_wR_factor_obs         0.062
_reflns_number_observed          1207
_reflns_number_total             2067
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            li1013.cif
_cod_data_source_block           li1013a
_cod_original_cell_volume        1393.6(9)
_cod_database_code               2000494
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1) -.0366(3) .1387(2) .2099(2)
O(2) -.4207(3) .3079(3) -.0426(3)
O(3) -.2921(3) .2826(3) .1543(3)
O(4) .2716(3) .3646(3) .2150(3)
O(5) .2806(4) .4053(3) .3995(3)
C(1) .0368(4) .2876(3) .1030(3)
C(2) .1808(5) .2700(3) .2066(3)
C(3) .2600(5) .1728(4) .1879(4)
C(4) .1732(5) .0672(4) .1703(4)
C(5) .0139(5) .0822(3) .1281(4)
C(6) -.0546(5) .1884(3) .0966(4)
C(7) -.2093(5) .1978(4) .0142(4)
C(8) -.2788(5) .2969(4) .0411(4)
C(9) -.5127(6) .3232(6) .0178(6)
C(10) -.4242(5) .3267(5) .1455(5)
C(11) -.1917(5) .3988(4) .0427(4)
C(12) -.0386(5) .3866(3) .1306(4)
C(13) .0588(5) .3010(4) -.0150(4)
C(14) .3130(5) .4242(4) .3152(4)
C(15) .4038(6) .5182(4) .3075(5)
H(C2) .1578 .2681 .2852
H(C3) .2978 .1809 .1214
H'(C3) .3450 .1571 .2470
H(C4) .2157 .0277 .2571
H'C(4) .2036 .0119 .1198
H(C5) -.0453 .0104 .0982
H(C7) -.2164 .2038 -.0774
H'(C7) -.2607 .1222 .0107
H(C9) -.5789 .2651 .0018
H'(C9) -.5633 .3893 -.0062
H(C10) -.3800 .4160 .1838
H'(C10) -.4763 .3008 .1973
H(C11) -.2389 .4579 .0753
H'(C11) -.1839 .4144 -.0439
H(C12) .0193 .4609 .1352
H'(C12) -.0383 .3813 .2166
H(C13) .1320 .3593 -.0006
H'(C13) .0965 .2271 -.0407
H"(C13) -.0347 .3056 -.0798
H(C15) .3281 .5870 .2987
H'(C15) .4284 .5028 .2308
H"(C15) .4997 .5068 .3579
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(5) O(1) C(6) 60.9(3) yes
C(8) O(3) C(10) 107.3(4) yes
C(2) C(1) C(6) 107.3(3) yes
C(2) C(1) C(13) 110.9(3) yes
C(6) C(1) C(13) 109.4(3) yes
O(4) C(2) C(1) 108.6(3) yes
C(1) C(2) C(3) 112.5(4) yes
C(3) C(4) C(5) 114.9(4) yes
O(1) C(5) C(6) 59.7(3) yes
O(1) C(6) C(1) 115.6(3) yes
O(1) C(6) C(7) 113.3(4) yes
C(1) C(6) C(7) 115.4(4) yes
C(6) C(7) C(8) 111.6(4) yes
O(2) C(8) C(7) 110.5(4) yes
O(3) C(8) C(7) 108.6(4) yes
C(7) C(8) C(11) 111.4(4) yes
O(3) C(10) C(9) 105.0(5) yes
C(1) C(12) C(11) 112.3(4) yes
O(4) C(14) C(15) 111.3(4) yes
C(8) O(2) C(9) 109.2(4) yes
C(2) O(4) C(14) 118.6(3) yes
C(2) C(1) C(12) 109.1(3) yes
C(6) C(1) C(12) 108.5(3) yes
C(12) C(1) C(13) 111.5(4) yes
O(4) C(2) C(3) 107.4(3) yes
C(2) C(3) C(4) 113.2(4) yes
O(1) C(5) C(4) 115.2(4) yes
C(4) C(5) C(6) 122.6(4) yes
O(1) C(6) C(5) 59.4(3) yes
C(1) C(6) C(5) 119.6(4) yes
C(5) C(6) C(7) 120.7(4) yes
O(2) C(8) O(3) 105.6(4) yes
O(2) C(8) C(11) 110.5(4) yes
O(3) C(8) C(11) 110.1(4) yes
O(2) C(9) C(10) 107.0(5) yes
C(8) C(11) C(12) 110.7(4) yes
O(4) C(14) O(5) 124.4(4) yes
O(5) C(14) C(15) 124.3(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(5) 1.445(5) yes
O(2) C(8) 1.418(6) yes
O(3) C(8) 1.431(5) yes
O(4) C(2) 1.464(5) yes
O(5) C(14) 1.200(6) yes
C(1) C(6) 1.517(6) yes
C(1) C(13) 1.528(6) yes
C(3) C(4) 1.541(7) yes
C(5) C(6) 1.466(6) yes
C(7) C(8) 1.504(7) yes
C(9) C(10) 1.469(8) yes
C(14) C(15) 1.501(7) yes
O(1) C(6) 1.448(5) yes
O(2) C(9) 1.385(7) yes
O(3) C(10) 1.402(7) yes
O(4) C(14) 1.344(5) yes
C(1) C(2) 1.540(6) yes
C(1) C(12) 1.539(6) yes
C(2) C(3) 1.504(6) yes
C(4) C(5) 1.502(8) yes
C(6) C(7) 1.510(6) yes
C(8) C(11) 1.530(7) yes
C(11) C(12) 1.521(7) yes
