A,D-seco-Limonoids from the Stems of Clausena emarginata.
Xia, Hong-Min; Li, Chuang-Jun; Yang, Jing-Zhi; Ma, Jie; Chen, Xiao-Guang; Zhang, Dan; Li, Li; Zhang, Dong-Ming; Journal of natural products 77 (2014) 784–791; doi:10.1021/np400797s

data_1514170
_publ_section_title
;
 A,D-seco-Limonoids from the Stems of Clausena emarginata.
;
_journal_issue                   4
_journal_name_full               'Journal of natural products'
_journal_page_first              784
_journal_page_last               791
_journal_paper_doi               10.1021/np400797s
_journal_volume                  77
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C27 H34 O9, C H4 O'
_chemical_formula_sum            'C28 H38 O10'
_chemical_formula_weight         534.58
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-09-02
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 118.131(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.8427(15)
_cell_length_b                   12.9239(8)
_cell_length_c                   15.4124(14)
_cell_measurement_reflns_used    10523
_cell_measurement_temperature    98.3
_cell_measurement_theta_max      71.8093
_cell_measurement_theta_min      3.3717
_cell_volume                     2607.2(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      98.3
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
  1 omega   28.00   54.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   53.0000 -175.0000 26

  2 omega   44.00   71.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   37.0000    0.0000 27

  3 omega  -21.00    8.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000   90.0000 29

  4 omega   10.00   38.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000   90.0000 28

  5 omega   -9.00   22.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -94.0000  -48.0000 31

  6 omega  -40.00   -7.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   45.0000    0.0000 33

  7 omega  -54.00    7.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   45.0000  150.0000 61

  8 omega  -53.00    9.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -15.0000 -180.0000 62

  9 omega -113.00  -12.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000    0.0000 101

 10 omega  -51.00   10.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   45.0000 -180.0000 61

 11 omega  -49.00    9.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   37.0000   90.0000 58

 12 omega  -25.00   12.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   37.0000   30.0000 37

 13 omega   61.00  125.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   53.0000  140.0000 64

 14 omega   -4.00   85.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       56.0000  -77.0000  -90.0000 89

 15 omega   62.00   96.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  150.0000 34

 16 omega   83.00  119.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000    0.0000 36

 17 omega   96.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000   90.0000 82

 18 omega  139.00  165.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000 -180.0000 26

 19 omega   73.00  107.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  117.0000 34

 20 omega   65.00  101.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -103.0000  -23.0000 36

 21 omega   42.00   87.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000 -150.0000 45

 22 omega  128.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000   60.0000 48

 23 omega  101.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000 -150.0000 77

 24 omega   76.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000    0.0000   90.0000 99

 25 omega   89.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  -30.0000 84

 26 omega   45.00   97.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -60.0000 52

 27 omega   93.00  177.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   53.0000  140.0000 84

 28 omega   86.00  169.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000 -180.0000 83

 29 omega   83.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  150.0000 26

 30 omega  129.00  154.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000  150.0000 25

 31 omega   66.00  110.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -98.0000   15.0000 44

 32 omega   43.00  120.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -130.0000  -60.0000 77
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0190252000
_diffrn_orient_matrix_UB_12      0.1098576000
_diffrn_orient_matrix_UB_13      0.0267390000
_diffrn_orient_matrix_UB_21      -0.1154857000
_diffrn_orient_matrix_UB_22      -0.0136164000
_diffrn_orient_matrix_UB_23      -0.0677041000
_diffrn_orient_matrix_UB_31      -0.0117264000
_diffrn_orient_matrix_UB_32      -0.0443641000
_diffrn_orient_matrix_UB_33      0.0866998000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19102
_diffrn_reflns_theta_full        72.07
_diffrn_reflns_theta_max         72.07
_diffrn_reflns_theta_min         3.38
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.856
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     727
_refine_ls_number_reflns         10015
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0488
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0770P)^2^+1.4854P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1331
_refine_ls_wR_factor_ref         0.1341
_reflns_number_gt                9788
_reflns_number_total             10015
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np400797s_si_002.cif
_cod_data_source_block           exp_1506
_cod_depositor_comments          'Adding full bibliography for 1514170.cif.'
_cod_original_cell_volume        2607.2(4)
_cod_database_code               1514170
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97