Cytotoxic and Antibacterial Preussomerins from the Mangrove Endophytic Fungus Lasiodiplodia theobromae ZJ-HQ1.
Chen, Senhua; Chen, Dongni; Cai, Runlin; Cui, Hui; Long, Yuhua; Lu, Yongjun; Li, Chunyuan; She, Zhigang; Journal of natural products 79 (2016) 2397–2402; doi:10.1021/acs.jnatprod.6b00639

data_1543978
_publ_section_title
;
 Cytotoxic and Antibacterial Preussomerins from the Mangrove Endophytic
 Fungus Lasiodiplodia theobromae ZJ-HQ1.
;
_journal_issue                   9
_journal_name_full               'Journal of natural products'
_journal_page_first              2397
_journal_page_last               2402
_journal_paper_doi               10.1021/acs.jnatprod.6b00639
_journal_volume                  79
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C21 H15 Cl O8'
_chemical_formula_sum            'C21 H15 Cl O8'
_chemical_formula_weight         430.78
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-08-12
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2824(2)
_cell_length_b                   11.9132(3)
_cell_length_c                   18.2409(5)
_cell_measurement_reflns_used    2825
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.8750
_cell_measurement_theta_min      3.6900
_cell_volume                     1799.83(8)
_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-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.5058
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
  1 omega  -20.00   71.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.7938  -99.0000    0.0000 91

  2 omega   17.00   47.00   1.0000    1.2450
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000  -30.0000 30

  3 omega   19.00   67.00   1.0000    1.2450
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000  -90.0000 48

  4 omega   43.00   69.00   1.0000    1.2450
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000   30.0000 26

  5 omega   63.00  128.00   1.0000    1.2450
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000   90.0000 65

  6 omega  137.00  163.00   1.0000    1.2450
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000   90.0000 26

  7 omega   33.00   93.00   1.0000    1.2450
omega____ theta____ kappa____ phi______ frames
    -       93.5000 -126.0000 -120.0000 60

  8 omega   30.00   84.00   1.0000    1.2450
omega____ theta____ kappa____ phi______ frames
    -       93.5000 -126.0000 -180.0000 54

  9 omega  -92.00  -48.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.7938  126.0000  -30.0000 44

;
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4965
_diffrn_reflns_theta_full        66.95
_diffrn_reflns_theta_max         66.95
_diffrn_reflns_theta_min         4.43
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.349
_exptl_absorpt_correction_T_max  0.7345
_exptl_absorpt_correction_T_min  0.4459
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.012(17)
_refine_ls_extinction_coef       0.0014(2)
_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   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         2872
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0350
_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^)+(0.0520P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0896
_reflns_number_gt                2667
_reflns_number_total             2872
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np6b00639_si_002.cif
_cod_data_source_block           aa
_cod_depositor_comments          'Adding full bibliography for 1543978.cif.'
_cod_database_code               1543978
_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:
 C3(H3), C2(H2A), C3'(H3')
2.b Secondary CH2 refined with riding coordinates:
 C2'(H2'A,H2'B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C9'(H9'), C7'(H7'), C8'(H8'), C8(H8)
2.d Idealised Me refined as rotating group:
 C11'(H11A,H11B,H11C)
2.e Idealised tetrahedral OH refined as rotating group:
 O6(H6), O2(H2)
;
_olex2_submission_special_instructions 'No special instructions were received'