Aspertetranones A-D, Putative Meroterpenoids from the Marine Algal-Associated Fungus Aspergillus sp. ZL0-1b14.
Wang, Yuezhou; Qi, Shuang; Zhan, Ying; Zhang, Nanwen; Wu, An-An; Gui, Fu; Guo, Kai; Yang, Yanru; Cao, Shugeng; Hu, Zhiyu; Zheng, Zhonghui; Song, Siyang; Xu, Qingyan; Shen, Yuemao; Deng, Xianming; Journal of natural products 78 (2015) 2405–2410; doi:10.1021/acs.jnatprod.5b00487

data_1531795
_publ_section_title
;
 Aspertetranones A-D, Putative Meroterpenoids from the Marine
 Algal-Associated Fungus Aspergillus sp. ZL0-1b14.
;
_journal_issue                   10
_journal_name_full               'Journal of natural products'
_journal_page_first              2405
_journal_page_last               2410
_journal_paper_doi               10.1021/acs.jnatprod.5b00487
_journal_volume                  78
_journal_year                    2015
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C22 H26 O9'
_chemical_formula_sum            'C22 H26 O9'
_chemical_formula_weight         434.43
_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             2014-11-08
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 101.3168(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.58475(12)
_cell_length_b                   12.3394(2)
_cell_length_c                   13.1873(3)
_cell_measurement_reflns_used    10248
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.5600
_cell_measurement_theta_min      6.8360
_cell_volume                     1050.66(4)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14211
_diffrn_reflns_theta_full        65.56
_diffrn_reflns_theta_max         65.56
_diffrn_reflns_theta_min         6.85
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.901
_exptl_absorpt_correction_T_max  0.9314
_exptl_absorpt_correction_T_min  0.5328
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, Agilent Technologies'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       stick
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3499
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0251
_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^)+(0.0389P)^2^+0.2431P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0664
_reflns_number_gt                3486
_reflns_number_total             3499
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np5b00487_si_002.cif
_cod_data_source_block           compound
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 1531795.cif.
;
_cod_original_cell_volume        1050.67(3)
_cod_database_code               1531795
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H1A(0.031) H4(0.03) H7(0.035) H4A(0.02) H10A(0.031) H10B(0.031)
 H10C(0.031) H2A(0.038) H2B(0.038) H2C(0.038) H7A(0.048) H7B(0.048) H7C(0.048)
 H9A(0.028) H9B(0.028) H13(0.024) H15(0.022) H1AA(0.047) H1AB(0.047)
 H1AC(0.047) H1BA(0.047) H1BB(0.047) H1BC(0.047) H1CA(0.047) H1CB(0.047)
 H1CC(0.047)
 Fixed X: H1A(0.7041) H4(0.048) H7(0.578) H4A(0.3867) H10A(0.2904)
 H10B(0.2339) H10C(0.4128) H2A(0.7854) H2B(1.0018) H2C(0.9959) H7A(0.3521)
 H7B(0.1367) H7C(0.2095) H9A(0.0363) H9B(0.1936) H13(0.3043) H15(0.7047)
 H1AA(0.566) H1AB(0.4054) H1AC(0.6267) H1BA(1.386) H1BB(1.3494) H1BC(1.2318)
 H1CA(-0.2031) H1CB(-0.193) H1CC(-0.1227)
 Fixed Y: H1A(0.3705) H4(0.4438) H7(0.4669) H4A(0.3708) H10A(0.5095)
 H10B(0.6064) H10C(0.6221) H2A(0.3827) H2B(0.3922) H2C(0.3498) H7A(0.3146)
 H7B(0.2933) H7C(0.2146) H9A(0.598) H9B(0.6332) H13(0.6826) H15(0.5812)
 H1AA(0.7905) H1AB(0.7495) H1AC(0.6921) H1BA(0.6123) H1BB(0.4862) H1BC(0.5439)
 H1CA(0.3287) H1CB(0.3639) H1CC(0.2447)
 Fixed Z: H1A(0.8691) H4(0.8403) H7(0.6918) H4A(0.9054) H10A(1.0208)
 H10B(0.9395) H10C(1.0397) H2A(1.1702) H2B(1.2499) H2C(1.1347) H7A(0.5281)
 H7B(0.4504) H7C(0.5471) H9A(0.6459) H9B(0.5735) H13(0.7901) H15(0.8342)
 H1AA(0.7396) H1AB(0.6398) H1AC(0.6722) H1BA(1.2849) H1BB(1.2593) H1BC(1.3399)
 H1CA(0.5117) H1CB(0.6294) H1CC(0.6032)
;
_olex2_submission_special_instructions 'No special instructions were received'