Limonoids and Triterpenoids as 11β-HSD1 Inhibitors from Walsura robusta.
Wang, Guo-Cai; Yu, Jin-Hai; Shen, Yu; Leng, Ying; Zhang, Hua; Yue, Jian-Min; Journal of natural products 79 (2016) 899–906; doi:10.1021/acs.jnatprod.5b00952

data_1542619
_publ_section_title
;
 Limonoids and Triterpenoids as 11\b-HSD1 Inhibitors from Walsura robusta.
;
_journal_issue                   4
_journal_name_full               'Journal of natural products'
_journal_page_first              899
_journal_page_last               906
_journal_paper_doi               10.1021/acs.jnatprod.5b00952
_journal_volume                  79
_journal_year                    2016
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C27 H34 O8'
_chemical_formula_sum            'C27 H34 O8'
_chemical_formula_weight         486.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-10-20
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90
_cell_angle_beta                 90.180(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4553(2)
_cell_length_b                   12.0869(4)
_cell_length_c                   28.1295(7)
_cell_measurement_reflns_used    4687
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      68.046
_cell_measurement_theta_min      3.142
_cell_volume                     2534.78(13)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.885
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.885
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            15958
_diffrn_reflns_point_group_measured_fraction_full 0.763
_diffrn_reflns_point_group_measured_fraction_max 0.806
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         64.998
_diffrn_reflns_theta_min         3.142
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.770
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5340
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1310 before and 0.0500 after correction.
The Ratio of minimum to maximum transmission is 0.7089.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 2336 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     647
_refine_ls_number_reflns         6961
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0776P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1147
_reflns_Friedel_coverage         0.640
_reflns_Friedel_fraction_full    0.628
_reflns_Friedel_fraction_max     0.664
_reflns_number_gt                6278
_reflns_number_total             6961
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np5b00952_si_002.cif
_cod_data_source_block           dm15779
_cod_depositor_comments
'Adding full bibliography for 1542618--1542619.cif.'
_cod_database_code               1542619
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.977
_shelx_estimated_absorpt_t_min   0.893
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C11(H11), C15(H15), C17(H17), C23(H23), C9A(H9A), C11A(H11A),
 C15A(H15A), C17A(H17A), C23A(H23A)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C12(H12A,H12B), C16(H16A,H16B), C1A(H1AA,H1AB),
 C2A(H2AB,H2AC), C12A(H12C,H12D), C16A(H16C,H16D)
2.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C22A(H22A)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C24(H24A,H24B,H24C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C18A(H18D,H18E,H18F),
 C19A(H19D,H19E,H19F), C24A(H24D,H24E,H24F), C28A(H28D,H28E,H28F), C29A(H29D,
 H29E,H29F), C30A(H30D,H30E,H30F)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O4(H4), O2A(H2AA), O4A(H4A)
;
_shelx_res_checksum              13659
_shelx_hkl_checksum              77053
_olex2_submission_special_instructions 'No special instructions were received'