Eleven new highly oxygenated triterpenoids from the leaves and stems of Schisandra chinensis.
Song, Qiu-Yan; Jiang, Kan; Zhao, Qian-Qian; Gao, Kun; Jin, Xiao-Jie; Yao, Xiao-Jun; Organic & biomolecular chemistry 11 (2013) 1251–1258; doi:10.1039/c2ob27115j

data_7152814
_publ_section_title
;
 Eleven new highly oxygenated triterpenoids from the leaves and stems of
 Schisandra chinensis.
;
_journal_issue                   7
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1251
_journal_page_last               1258
_journal_paper_doi               10.1039/c2ob27115j
_journal_volume                  11
_journal_year                    2013
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C32 H40 O8'
_chemical_formula_sum            'C32 H40 O8'
_chemical_formula_weight         552.64
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-11-29
_audit_creation_method
;
Olex2 1.2
(compiled Nov 5 2012 18:22:26, GUI svn.r4372)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.248(2)
_cell_length_b                   14.246(5)
_cell_length_c                   32.517(10)
_cell_measurement_reflns_used    2316
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.39
_cell_measurement_theta_min      2.36
_cell_volume                     2894.3(16)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12876
_diffrn_reflns_theta_full        25.78
_diffrn_reflns_theta_max         25.78
_diffrn_reflns_theta_min         2.36
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9769
_exptl_absorpt_correction_T_min  0.9743
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.6(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         5459
_refine_ls_number_restraints     50
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0464P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.1054
_reflns_number_gt                3564
_reflns_number_total             5459
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ob27115j.txt
_cod_data_source_block           p212121
_cod_original_cell_volume        2894.6(16)
_cod_database_code               7152814
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
{H23A,H23B} of C23, H24 of C24, H22 of C22, {H21A,H21B} of C21, H20 of C20,
{H19A,H19B} of C19, H17 of C17, {H16A,H16B} of C16, {H15A,H15B} of C15, {H12A,
H12B} of C12, H7 of C7, H6 of C6, H5 of C5, {H2A,H2B} of C2, H1 of C1
At 1.5 times of:
{H32D,H32E,H32F} of C32B, {H27A,H27B,H27C} of C27, {H28A,H28B,H28C} of C28,
{H29A,H29B,H29C} of C29, {H30A,H30B,H30C} of C30, {H32A,H32B,H32C} of C32A,
{H18A,H18B,H18C} of C18
2. Restrained distances
C31A-C32A
1.5 with sigma of 0.02
C31B-C32B
1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O7B) ~ Ueq, Uanis(O7A) ~ Ueq, Uanis(C31A) ~ Ueq, Uanis(O8A) ~ Ueq, Uanis(O8B) ~ Ueq, Uanis(C31B) ~ Ueq, Uanis(C32A) ~ Ueq, Uanis(C32B) ~ Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
Fixed Sof: O7A(0.6) C31A(0.6) O8A(0.6) O8B(0.4) O7B(0.4) C31B(0.4) C32A(0.6)
H32A(0.6) H32B(0.6) H32C(0.6) C32B(0.4) H32D(0.4) H32E(0.4) H32F(0.4)
5.a Ternary CH refined with riding coordinates:
C5(H5), C17(H17), C20(H20), C22(H22), C24(H24)
5.b Secondary CH2 refined with riding coordinates:
C12(H12A,H12B), C15(H15A,H15B), C16(H16A,H16B), C19(H19A,H19B), C21(H21A,
H21B), C23(H23A,H23B)
5.c Aromatic/amide H refined with riding coordinates:
C6(H6), C7(H7)
5.d Idealised Me refined as rotating group:
C18(H18A,H18B,H18C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,
H29C), C30(H30A,H30B,H30C), C32A(H32A,H32B,H32C), C32B(H32D,H32E,H32F)
;