Modified Eremophilanes from Parasenecio hastatus and Their Neuroprotective Activities
Liu, Tingting; Wu, Haibo; Zhang, Jing; Deng, Wenjie; Yang, Luowenlei; Journal of Natural Products  (2020) –; doi:10.1021/acs.jnatprod.9b00217

data_1557187
_publ_section_title
;
 Modified Eremophilanes from Parasenecio hastatus and Their
 Neuroprotective Activities
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.9b00217
_journal_year                    2020
_chemical_formula_moiety         'C15 H14 O5, H2 O'
_chemical_formula_sum            'C15 H16 O6'
_chemical_formula_weight         292.28
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-01-12
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 96.612(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.20271(18)
_cell_length_b                   12.9748(4)
_cell_length_c                   17.3444(4)
_cell_measurement_reflns_used    5667
_cell_measurement_temperature    108.00(14)
_cell_measurement_theta_max      71.0050
_cell_measurement_theta_min      6.1600
_cell_volume                     1386.57(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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_environment      N~2~
_diffrn_ambient_temperature      108.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9985
_diffrn_measured_fraction_theta_max 0.9894
_diffrn_measurement_details
;
  1 omega   28.00   97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   37.0000    0.0000 69

  2 omega   63.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   37.0000   30.0000 25

  3 omega   50.00   76.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   19.0000  -30.0000 26

  4 omega   67.00   92.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   37.0000  -60.0000 25

  5 omega   91.00  117.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000    0.0000 26

  6 omega   95.00  140.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -30.0000 45

  7 omega  115.00  176.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 61

  8 omega  139.00  165.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 26

  9 omega  129.00  176.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 47

 10 omega  117.00  176.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 59

 11 omega   97.00  123.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -60.0000 26

 12 omega   94.00  122.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -90.0000 28

 13 omega   94.00  120.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -90.0000 26

 14 omega   87.00  120.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -60.0000 33

 15 omega   89.00  115.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000    0.0000 26

 16 omega   93.00  119.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000    0.0000 26

 17 omega   91.00  117.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -30.0000 26

 18 omega   90.00  122.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000  -60.0000 32

 19 omega   87.00  113.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -30.0000 26

 20 omega   81.00  155.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 74

 21 omega  101.00  167.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  156.0000 -101.0000 66

 22 omega  106.00  177.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -150.0000 71

 23 omega   89.00  114.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   30.0000 25

 24 omega   81.00  107.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 26

 25 omega   81.00  107.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 26

 26 omega   81.00  107.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 26

 27 omega   81.00  107.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 26

 28 omega   58.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  178.0000  -60.0000 25

 29 omega   65.00   92.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  178.0000   60.0000 27

 30 omega   19.00   44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   77.0000    0.0000 25

 31 omega   18.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   37.0000   60.0000 88

 32 omega   40.00   77.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 37

 33 omega   52.00   78.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 26

 34 omega   53.00  113.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -120.0000 60

 35 omega   44.00   94.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -180.0000 50

 36 omega   39.00  103.00   1.0000    1.8000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 64

 37 omega   62.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919 -178.0000  -90.0000 47

 38 omega   -4.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -99.0000  120.0000 79

 39 omega   25.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -19.0000   90.0000 28

 40 omega  -10.00   15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -19.0000   90.0000 25

 41 omega  -31.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -77.0000  -90.0000 95

 42 omega  -28.00   24.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -57.0000 -180.0000 52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.1792873000
_diffrn_orient_matrix_UB_12      -0.0661208000
_diffrn_orient_matrix_UB_13      0.0446285000
_diffrn_orient_matrix_UB_21      -0.0922122000
_diffrn_orient_matrix_UB_22      0.0246074000
_diffrn_orient_matrix_UB_23      0.0766918000
_diffrn_orient_matrix_UB_31      -0.1477872000
_diffrn_orient_matrix_UB_32      -0.0955205000
_diffrn_orient_matrix_UB_33      -0.0111333000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11102
_diffrn_reflns_theta_full        71.12
_diffrn_reflns_theta_max         71.12
_diffrn_reflns_theta_min         4.27
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.918
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description
;
;
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0047(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2669
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0536P)^2^+0.6658P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0995
_refine_ls_wR_factor_ref         0.1014
_reflns_number_gt                2496
_reflns_number_total             2669
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np9b00217_si_001.cif
_cod_data_source_block           exp_5321
_cod_original_cell_volume        1386.58(6)
_cod_database_code               1557187
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97