Texas Native Plants Yield Compounds with Cytotoxic Activities against Prostate Cancer Cells.
Shaffer, Corena V.; Cai, Shengxin; Peng, Jiangnan; Robles, Andrew J.; Hartley, Rachel M.; Powell, Douglas R.; Du, Lin; Cichewicz, Robert H.; Mooberry, Susan L.; Journal of natural products 79 (2016) 531–540; doi:10.1021/acs.jnatprod.5b00908

data_1542287
_publ_section_title
;
 Texas Native Plants Yield Compounds with Cytotoxic Activities against
 Prostate Cancer Cells.
;
_journal_issue                   3
_journal_name_full               'Journal of natural products'
_journal_page_first              531
_journal_page_last               540
_journal_paper_doi               10.1021/acs.jnatprod.5b00908
_journal_volume                  79
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H22 O5'
_chemical_formula_sum            'C19 H22 O5'
_chemical_formula_weight         330.36
_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
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 91.557(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.873(2)
_cell_length_b                   7.7920(16)
_cell_length_c                   11.340(2)
_cell_measurement_reflns_used    802
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      124.4
_cell_measurement_theta_min      6.2
_cell_volume                     872.1(3)
_computing_cell_refinement       HKL3000
_computing_data_collection       HKL3000
_computing_data_reduction        HKL3000
_computing_molecular_graphics    'XP (Bruker, 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CMOS Rigaku PAD200sk'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2863
_diffrn_reflns_point_group_measured_fraction_full 0.936
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        66.251
_diffrn_reflns_theta_max         66.251
_diffrn_reflns_theta_min         6.024
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   HKL3000
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       needle
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.154
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.

 Hooft y          = -0.18(8) 
 P2(true)         = 1.000 
 P3(true)         = 1.000 
 P3(racemic-twin) = 0.3x10^-14^ 
 P3(false)        = 0.9x10^-44^ 
 (Hooft, Straver & Spek J. Appl. Cryst. (2008) 41, 96-103.)
;
_refine_ls_abs_structure_Flack   -1.2(10)
_refine_ls_extinction_coef       0.059(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2015)'
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2863
_refine_ls_number_restraints     193
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.1323
_refine_ls_R_factor_gt           0.1117
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0900P)^2^+8.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2602
_refine_ls_wR_factor_ref         0.2975
_reflns_Friedel_coverage         0.753
_reflns_Friedel_fraction_full    0.875
_reflns_Friedel_fraction_max     0.875
_reflns_number_gt                2741
_reflns_number_total             2863
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np5b00908_si_002.cif
_cod_data_source_block           84sc25lm
_cod_depositor_comments          'Adding full bibliography for 1542287.cif.'
_cod_database_code               1542287
_shelx_estimated_absorpt_t_min   0.781
_shelx_estimated_absorpt_t_max   0.985
_shelx_res_checksum              17096
_shelx_hkl_checksum              48084