Phthalide Derivatives with Anticoagulation Activities from Angelica sinensis.
Zhang, Lai-Bin; Lv, Jie-Li; Liu, Jun-Wei; Journal of natural products 79 (2016) 1857–1861; doi:10.1021/acs.jnatprod.6b00080

data_1543641
_publ_section_title
;
 Phthalide Derivatives with Anticoagulation Activities from Angelica
 sinensis.
;
_journal_issue                   7
_journal_name_full               'Journal of natural products'
_journal_page_first              1857
_journal_page_last               1861
_journal_paper_doi               10.1021/acs.jnatprod.6b00080
_journal_volume                  79
_journal_year                    2016
_chemical_formula_moiety         'C36 H42 O6'
_chemical_formula_sum            'C36 H42 O6'
_chemical_formula_weight         570.69
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-10-23
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90
_cell_angle_beta                 114.2340(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9007(4)
_cell_length_b                   22.9463(7)
_cell_length_c                   11.5098(3)
_cell_measurement_reflns_used    7428
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      68.71
_cell_measurement_theta_min      3.76
_cell_volume                     3106.92(16)
_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 0.981
_diffrn_measured_fraction_theta_max 0.966
_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  0.0374
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23062
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.625
_diffrn_reflns_theta_min         3.757
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.655
_exptl_absorpt_correction_T_max  0.7532
_exptl_absorpt_correction_T_min  0.6025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1127 before and 0.0563 after correction.
The Ratio of minimum to maximum transmission is 0.7999.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.00193(19)
_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   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5642
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0606P)^2^+0.6195P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1226
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4854
_reflns_number_total             5642
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np6b00080_si_002.cif
_cod_data_source_block           dm15785
_cod_depositor_comments
'Adding full bibliography for 1543640--1543641.cif.'
_cod_database_code               1543641
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.926
_shelx_estimated_absorpt_t_min   0.853
_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
2.a Ternary CH refined with riding coordinates:
 C7(H7), C7"(H7"), C8'(H8'), C8(H8), C6(H6), C6"(H6")
2.b Secondary CH2 refined with riding coordinates:
 C5'(H5'A,H5'B), C4'(H4'A,H4'B), C9"(H9"A,H9"B), C10'(H10A,H10B), C9'(H9'A,
 H9'B), C4(H4A,H4B), C5(H5A,H5B), C4"(H4"A,H4"B), C5"(H5"A,H5"B), C9(H9A,H9B),
 C10(H10C,H10D), C10"(H10E,H10F)
2.c Aromatic/amide H refined with riding coordinates:
 C6'(H6'), C8"(H8"), C7'(H7')
2.d Idealised Me refined as rotating group:
 C11'(H11A,H11B,H11C), C11(H11D,H11E,H11F), C11"(H11G,H11H,H11I)
;
_shelx_res_checksum              11334
_shelx_hkl_checksum              46150
_olex2_submission_special_instructions 'No special instructions were received'