Aspterpenacids A and B, Two Sesterterpenoids from a Mangrove Endophytic Fungus Aspergillus terreus H010.
Liu, Zhaoming; Chen, Yan; Chen, Senhua; Liu, Yayue; Lu, Yongjun; Chen, Dongni; Lin, Yongcheng; Huang, Xishan; She, Zhigang; Organic letters 18 (2016) 1406–1409; doi:10.1021/acs.orglett.6b00336

data_1542620
_publ_section_title
;
 Aspterpenacids A and B, Two Sesterterpenoids from a Mangrove Endophytic
 Fungus Aspergillus terreus H010.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1406
_journal_page_last               1409
_journal_paper_doi               10.1021/acs.orglett.6b00336
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C27 H42 O5, 0.5(H2 O)'
_chemical_formula_sum            'C27 H43 O5.5'
_chemical_formula_weight         455.63
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-12-24
_audit_creation_method
;
Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 98.082(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.4484(5)
_cell_length_b                   18.1806(10)
_cell_length_c                   25.8417(12)
_cell_measurement_reflns_used    5758
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.1980
_cell_measurement_theta_min      3.4350
_cell_volume                     5325.2(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XH (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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  0.0314
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            18189
_diffrn_reflns_theta_full        68.98
_diffrn_reflns_theta_max         68.98
_diffrn_reflns_theta_min         3.45
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.609
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61684
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.124
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.664
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.1(3)
_refine_ls_extinction_coef       0.0033(4)
_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   1.182
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         9570
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.183
_refine_ls_R_factor_all          0.1294
_refine_ls_R_factor_gt           0.1006
_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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2739
_refine_ls_wR_factor_ref         0.3189
_reflns_number_gt                6490
_reflns_number_total             9570
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol6b00336_si_002.cif
_cod_data_source_block           a
_cod_depositor_comments
;
         Adding full bibliography for 1542620.cif.

2019-02-25
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_weight         901.21
_cod_original_formula_moiety         '2(C27 H42 O5), 0.5(O)'
_cod_original_formula_units_Z            4
_cod_original_cell_volume        5325.2(4)
_cod_original_formula_sum        'C54 H84 O10.50'
_cod_database_code               1542620
_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. Restrained distances
 C59-C4
 1.5 with sigma of 0.02
 C59-C1
 1.5 with sigma of 0.02
3. Rigid bond restraints
 C59, C4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C59, C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C53, C54
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C54) = Uanis(C59) = Uanis(C4) = Uanis(C1)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C9(H9), C15(H15), C19(H19), C27(H27), C30(H30), C43(H43), C57(H57),
 C23(H23), C32(H32), C34(H34), C36(H36), C42(H42), C48(H48), C54(H54), C59(H59)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C28(H28A,H28B), C31(H31A,H31B), C37(H37A,H37B), C40(H40A,H40B),
 C47(H47A,H47B), C49(H49A,H49B), C22(H22A,H22B), C38(H38A,H38B), C44(H44A,H44B),
  C52(H52A,H52B), C53(H53A,H53B), C58(H58A,H58B), C71(H71A,H71B)
5.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C33(H33A,H33B,H33C), C39(H39A,H39B,H39C), C41(H41A,H41B,
 H41C), C50(H50A,H50B,H50C), C61(H61A,H61B,H61C), C45(H45A,H45B,H45C), C51(H51A,
 H51B,H51C), C55(H55A,H55B,H55C), C60(H60A,H60B,H60C), C4(H4A,H4B,H4C), C1(H1A,
 H1B,H1C)
5.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O7(H7), O11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'