#------------------------------------------------------------------------------
#$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008107.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_2008107
loop_
_publ_author_name
'Ai, H.'
'Song, Y.-L.'
'Tao, F.-G.'
_publ_section_title
;
 8-Hydroxycedran-9-one
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              IUC9800080
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          'C15 H24 O2'
_chemical_formula_moiety         'C15 H24 O2'
_chemical_formula_sum            'C30 H48 O4'
_chemical_formula_weight         236.355
_chemical_name_systematic
;
 (1R,2R,5S,7R,8R)-2,6,6,8-tetramethyl-8-hydroxy
 tricyclo[5.3.1^1,7^.0^1,5^]undecan-9-one
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4.00
_cell_length_a                   13.455(5)
_cell_length_b                   30.610(10)
_cell_length_c                   6.694(5)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    293
_cell_measurement_theta_max      20.87
_cell_measurement_theta_min      13.65
_cell_volume                     2757(2)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection       'MSC/AFC Diffractometer Control Software'
_computing_data_reduction
'TEXSAN PROCESS (Molecular Structure Corporation, 1992)'
_computing_publication_material  'TEXSAN FINISH'
_computing_structure_refinement  'TEXSAN LS'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_measurement_device_type  'Rigaku AFC-7R'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3648
_diffrn_reflns_theta_max         27.4872
_diffrn_standards_decay_%        -1.38
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.0366
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.569
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.172
_refine_ls_extinction_coef       8.29544E-7
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   1.730
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         2027
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.056
_refine_ls_shift/esd_max         0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[\s^2^(F)]'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.057
_reflns_number_gt                2027
_reflns_number_total             3648
_reflns_threshold_expression     I>2\s(I)
_[local]_cod_data_source_file    qa0073.cif
_[local]_cod_data_source_block   global
_[local]_cod_cif_authors_sg_H-M  'P 21 21 21 '
_cod_database_code               2008107
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'1/2-x,   -y,1/2+z'
'1/2+x,1/2-y,   -z'
'   -x,1/2+y,1/2-z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.070(2) 0.111(3) 0.058(2) -0.020(2) 0.009(2) 0.028(2)
O2 0.062(2) 0.049(2) 0.054(2) 0.015(2) -0.004(2) 0.002(2)
O3 0.051(2) 0.072(2) 0.070(2) 0.002(2) -0.011(2) 0.007(2)
O4 0.059(2) 0.083(2) 0.057(2) 0.001(2) 0.007(2) -0.017(2)
C1 0.051(3) 0.053(3) 0.052(3) -0.009(2) -0.001(2) 0.009(2)
C2 0.053(3) 0.106(4) 0.079(4) -0.026(3) -0.006(3) 0.014(4)
C3 0.043(3) 0.158(6) 0.103(5) -0.001(4) -0.011(3) 0.024(5)
C4 0.058(3) 0.118(5) 0.105(5) 0.027(3) -0.007(4) 0.003(5)
C5 0.045(3) 0.058(3) 0.064(3) 0.011(2) -0.004(3) 0.011(3)
C6 0.071(3) 0.042(2) 0.064(3) 0.015(2) 0.005(3) 0.008(2)
C7 0.064(3) 0.037(2) 0.042(2) -0.002(2) 0.004(2) 0.002(2)
C8 0.049(3) 0.048(3) 0.052(3) 0.004(2) 0.000(2) 0.005(2)
C9 0.047(2) 0.054(3) 0.046(3) 0.008(2) 0.004(2) 0.008(2)
C10 0.052(3) 0.074(3) 0.044(3) -0.005(2) -0.001(2) -0.001(2)
C11 0.057(3) 0.049(2) 0.051(3) -0.002(2) 0.008(2) 0.010(2)
C12 0.092(4) 0.120(5) 0.125(6) -0.053(4) -0.030(4) -0.006(5)
C13 0.118(5) 0.085(4) 0.073(4) 0.043(4) 0.008(4) -0.005(3)
C14 0.107(4) 0.043(2) 0.110(5) 0.001(3) -0.034(4) 0.011(3)
C15 0.058(3) 0.064(3) 0.095(4) -0.012(3) -0.020(3) 0.004(3)
C16 0.043(2) 0.054(2) 0.044(3) -0.003(2) -0.004(2) -0.004(2)
C17 0.058(3) 0.101(4) 0.053(3) -0.020(3) 0.003(3) -0.001(3)
C18 0.067(4) 0.124(5) 0.095(5) 0.007(4) 0.023(4) 0.009(4)
C19 0.074(4) 0.110(4) 0.067(4) 0.014(3) 0.006(3) -0.030(4)
C20 0.046(2) 0.061(3) 0.042(2) 0.009(2) -0.006(2) -0.012(2)
C21 0.057(3) 0.048(2) 0.064(3) 0.008(2) -0.005(3) -0.008(2)
C22 0.046(3) 0.053(2) 0.046(3) -0.001(2) -0.005(2) 0.002(2)
C23 0.049(3) 0.051(2) 0.045(3) -0.003(2) 0.004(2) -0.001(2)
C24 0.051(3) 0.044(2) 0.046(2) 0.009(2) 0.000(2) -0.009(2)
C25 0.064(3) 0.048(2) 0.055(3) -0.002(2) 0.000(3) 0.005(2)
C26 0.041(3) 0.073(3) 0.044(3) -0.006(2) -0.001(2) -0.008(2)
C27 0.096(4) 0.091(4) 0.076(4) -0.024(3) 0.030(4) 0.012(3)
C28 0.084(4) 0.067(3) 0.105(5) 0.031(3) -0.003(4) -0.004(3)
C29 0.085(4) 0.058(3) 0.093(4) -0.006(3) -0.010(4) -0.016(3)
C30 0.063(3) 0.086(3) 0.065(3) -0.014(3) 0.004(3) 0.011(3)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
O1 -0.8219(2) -0.06040(10) -1.1305(5) 0.0800 Uij
O2 -0.8102(2) -0.12609(8) -0.7586(4) 0.0550 Uij
O3 -0.7702(2) -0.16044(10) -0.3776(5) 0.0639 Uij
O4 -0.6439(2) -0.15640(10) 0.0356(5) 0.0664 Uij
C1 -1.0455(3) -0.09450(10) -0.9018(7) 0.0519 Uij
C2 -1.1492(4) -0.1128(2) -0.9607(9) 0.0793 Uij
C3 -1.2069(4) -0.0720(2) -1.0260(10) 0.1013 Uij
C4 -1.1718(4) -0.0365(2) -0.8853(10) 0.0938 Uij
C5 -1.0575(3) -0.04320(10) -0.8861(7) 0.0557 Uij
C6 -0.9936(4) -0.02890(10) -0.7036(7) 0.0587 Uij
C7 -0.9312(3) -0.07100(10) -0.6546(6) 0.0477 Uij
C8 -0.8387(3) -0.08030(10) -0.7861(7) 0.0498 Uij
C9 -0.8694(3) -0.07970(10) -1.0055(7) 0.0492 Uij
C10 -0.9633(3) -0.1046(2) -1.0559(6) 0.0565 Uij
C11 -1.0082(3) -0.10680(10) -0.6961(7) 0.0524 Uij
C12 -1.1528(5) -0.1501(2) -1.1090(10) 0.1124 Uij
C13 -1.0540(5) -0.0177(2) -0.5173(9) 0.0921 Uij
C14 -0.9328(4) 0.01200(10) -0.7596(10) 0.0865 Uij
C15 -0.7487(3) -0.05190(10) -0.7431(8) 0.0724 Uij
C16 -0.5062(3) -0.15430(10) -0.3938(6) 0.0470 Uij
C17 -0.4211(4) -0.1280(2) -0.4928(8) 0.0707 Uij
C18 -0.3544(4) -0.1637(2) -0.5678(9) 0.0952 Uij
C19 -0.4220(4) -0.1989(2) -0.6448(8) 0.0838 Uij
C20 -0.5164(3) -0.19710(10) -0.5138(7) 0.0494 Uij
C21 -0.5388(3) -0.23330(10) -0.3584(7) 0.0565 Uij
C22 -0.5554(3) -0.20750(10) -0.1602(6) 0.0481 Uij
C23 -0.6597(3) -0.18670(10) -0.1235(7) 0.0485 Uij
C24 -0.6868(3) -0.15960(10) -0.3033(6) 0.0470 Uij
C25 -0.6075(3) -0.13040(10) -0.3850(7) 0.0554 Uij
C26 -0.4819(3) -0.17050(10) -0.1868(6) 0.0528 Uij
C27 -0.4540(5) -0.0962(2) -0.6579(9) 0.0880 Uij
C28 -0.4489(4) -0.2643(2) -0.3202(9) 0.0851 Uij
C29 -0.6255(4) -0.26260(10) -0.4295(8) 0.0784 Uij
C30 -0.7391(4) -0.2186(2) -0.0597(8) 0.0712 Uij
H1 -1.1805 -0.1226 -0.8259 0.1020 Uij
H2 -1.1954 -0.0626 -1.1828 0.1020 Uij
H3 -1.2808 -0.0755 -1.0069 0.1020 Uij
H4 -1.1869 -0.0071 -0.9386 0.1149 Uij
H5 -1.1986 -0.0373 -0.7294 0.1020 Uij
H6 -1.0320 -0.0284 -1.0106 0.1020 Uij
H7 -0.9077 -0.0709 -0.4943 0.1020 Uij
H8 -0.9502 -0.1418 -1.0631 0.1020 Uij
H9 -0.9825 -0.0992 -1.2032 0.1020 Uij
H10 -1.0634 -0.1076 -0.5836 0.1020 Uij
H11 -0.9803 -0.1384 -0.6979 0.1020 Uij
H12 -1.2159 -0.1630 -1.1233 0.1020 Uij
H13 -1.1306 -0.1421 -1.2486 0.1020 Uij
H14 -1.1023 -0.1754 -1.0656 0.1020 Uij
H15 -1.1031 -0.0458 -0.4472 0.1149 Uij
H16 -1.0985 0.0103 -0.5709 0.1020 Uij
H17 -1.0158 -0.0111 -0.3927 0.1020 Uij
H18 -0.9833 0.0326 -0.7894 0.1020 Uij
H19 -0.8880 0.0178 -0.6405 0.1020 Uij
H20 -0.9058 0.0123 -0.9029 0.1020 Uij
H21 -0.7680 -0.0208 -0.7749 0.1020 Uij
H22 -0.7385 -0.0498 -0.5970 0.1020 Uij
H23 -0.6732 -0.0703 -0.8185 0.1020 Uij
H24 -0.7942 -0.1360 -0.6202 0.1020 Uij
H25 -0.3862 -0.1114 -0.3795 0.1020 Uij
H26 -0.3121 -0.1558 -0.6949 0.1020 Uij
H27 -0.3153 -0.1753 -0.4519 0.1153 Uij
H28 -0.4374 -0.1855 -0.8022 0.1020 Uij
H29 -0.4022 -0.2226 -0.6664 0.1020 Uij
H30 -0.5703 -0.1944 -0.6048 0.1020 Uij
H31 -0.5445 -0.2201 -0.0391 0.1020 Uij
H32 -0.6018 -0.1097 -0.2862 0.1020 Uij
H33 -0.6253 -0.1233 -0.5333 0.1020 Uij
H34 -0.4107 -0.1766 -0.1863 0.1020 Uij
H35 -0.4869 -0.1491 -0.0913 0.1020 Uij
H36 -0.4902 -0.1172 -0.7688 0.1020 Uij
H37 -0.3970 -0.0851 -0.7286 0.1020 Uij
H38 -0.5007 -0.0711 -0.5538 0.1020 Uij
H39 -0.3728 -0.2484 -0.2962 0.1020 Uij
H40 -0.4351 -0.2848 -0.4308 0.1020 Uij
H41 -0.4689 -0.2844 -0.1869 0.1020 Uij
H42 -0.5985 -0.2797 -0.5668 0.1020 Uij
H43 -0.6403 -0.2889 -0.3133 0.1020 Uij
H44 -0.6867 -0.2451 -0.4762 0.1020 Uij
H45 -0.7538 -0.2320 -0.1688 0.1020 Uij
H46 -0.7177 -0.2307 0.0749 0.1020 Uij
H47 -0.8030 -0.1976 0.0110 0.1020 Uij
H48 -0.6959 -0.1528 0.0876 0.1020 Uij
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables'
H 0.000 0.000 'International Tables'
O 0.011 0.006 'International Tables'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C5 106.4(4)
C2 C1 C10 113.7(4)
C2 C1 C11 116.1(4)
C5 C1 C10 108.4(4)
C5 C1 C11 102.7(4)
C10 C1 C11 108.7(4)
C1 C2 C3 103.5(4)
C1 C2 C12 117.8(5)
C3 C2 C12 114.3(5)
C2 C3 C4 104.5(5)
C3 C4 C5 102.2(5)
C1 C5 C4 103.5(4)
C1 C5 C6 105.9(4)
C4 C5 C6 120.5(5)
C5 C6 C7 103.2(3)
C5 C6 C13 114.1(4)
C5 C6 C14 109.3(4)
C7 C6 C13 107.3(4)
C7 C6 C14 115.7(4)
C13 C6 C14 107.4(4)
C6 C7 C8 117.4(3)
C6 C7 C11 100.8(3)
C8 C7 C11 108.0(3)
O2 C8 C7 108.2(3)
O2 C8 C9 101.7(4)
O2 C8 C15 108.4(3)
C7 C8 C9 109.1(3)
C7 C8 C15 115.3(4)
C9 C8 C15 113.1(4)
O1 C9 C8 122.0(4)
O1 C9 C10 122.3(4)
C8 C9 C10 115.7(4)
C1 C10 C9 110.4(4)
C1 C11 C7 102.2(3)
C17 C16 C20 106.6(4)
C17 C16 C25 114.9(4)
C17 C16 C26 113.9(4)
C20 C16 C25 110.0(3)
C20 C16 C26 102.7(3)
C25 C16 C26 108.1(3)
C16 C17 C18 101.9(4)
C16 C17 C27 115.1(4)
C18 C17 C27 113.2(5)
C17 C18 C19 105.9(4)
C18 C19 C20 106.1(4)
C16 C20 C19 104.6(4)
C16 C20 C21 106.0(3)
C19 C20 C21 121.0(4)
C20 C21 C22 103.6(3)
C20 C21 C28 113.3(4)
C20 C21 C29 110.8(4)
C22 C21 C28 106.3(4)
C22 C21 C29 116.6(4)
C28 C21 C29 106.4(3)
C21 C22 C23 118.0(4)
C21 C22 C26 100.7(4)
C23 C22 C26 107.5(3)
O4 C23 C22 104.4(3)
O4 C23 C24 105.9(3)
O4 C23 C30 108.3(4)
C22 C23 C24 108.5(3)
C22 C23 C30 114.7(3)
C24 C23 C30 114.2(4)
O3 C24 C23 122.3(4)
O3 C24 C25 121.1(4)
C23 C24 C25 116.6(4)
C16 C25 C24 111.1(3)
C16 C26 C22 102.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C9 1.207(5)
O2 C8 1.465(4)
O3 C24 1.227(5)
O4 C23 1.429(5)
C1 C2 1.554(7)
C1 C5 1.583(6)
C1 C10 1.544(6)
C1 C11 1.513(6)
C2 C3 1.532(8)
C2 C12 1.514(8)
C3 C4 1.515(8)
C4 C5 1.552(7)
C5 C6 1.557(6)
C6 C7 1.573(6)
C6 C13 1.528(7)
C6 C14 1.541(6)
C7 C8 1.551(6)
C7 C11 1.532(6)
C8 C9 1.526(6)
C8 C15 1.518(6)
C9 C10 1.515(6)
C16 C17 1.549(6)
C16 C20 1.542(5)
C16 C25 1.549(6)
C16 C26 1.507(6)
C17 C18 1.502(7)
C17 C27 1.538(7)
C18 C19 1.501(8)
C19 C20 1.544(6)
C20 C21 1.550(6)
C21 C22 1.561(6)
C21 C28 1.559(6)
C21 C29 1.546(6)
C22 C23 1.560(6)
C22 C26 1.514(6)
C23 C24 1.506(6)
C23 C30 1.510(6)
C24 C25 1.496(6)