Phomanolides A and B from the Fungus Phoma sp.: Meroterpenoids Derived from a Putative Tropolonic Sesquiterpene via Hetero-Diels-Alder Reactions.
Zhang, Jinyu; Liu, Ling; Wang, Bo; Zhang, Yang; Wang, Lili; Liu, Xingzhong; Che, Yongsheng; Journal of natural products 78 (2015) 3058–3066; doi:10.1021/acs.jnatprod.5b00969

data_1540689
_publ_section_title
;
 Phomanolides A and B from the Fungus Phoma sp.: Meroterpenoids Derived
 from a Putative Tropolonic Sesquiterpene via Hetero-Diels-Alder
 Reactions.
;
_journal_issue                   12
_journal_name_full               'Journal of natural products'
_journal_page_first              3058
_journal_page_last               3066
_journal_paper_doi               10.1021/acs.jnatprod.5b00969
_journal_volume                  78
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H32 O6'
_chemical_formula_sum            'C24 H32 O6'
_chemical_formula_weight         416.50
_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             2015-03-17
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.30022(10)
_cell_length_b                   15.0054(2)
_cell_length_c                   23.3482(8)
_cell_measurement_reflns_used    3815
_cell_measurement_temperature    100.1
_cell_measurement_theta_max      71.0699
_cell_measurement_theta_min      3.4973
_cell_volume                     2207.28(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      100.1
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
  1 omega  -51.00  -22.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000  -77.0000 -120.0000 29

  2 omega  -14.00   13.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000   45.0000   60.0000 27

  3 omega   46.00   86.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       34.8240 -124.0000 -126.0000 40

  4 omega   27.00  100.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       34.8240   37.0000 -180.0000 73

  5 omega    4.00   34.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       34.8240  -37.0000   90.0000 30

  6 omega    8.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       34.8240   77.0000   60.0000 94

  7 omega   80.00  106.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -110.0000  -43.0000 26

  8 omega   41.00   98.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 57

  9 omega   81.00  170.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 89

 10 omega  147.00  174.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  124.0000  132.0000 27

 11 omega   94.00  172.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -120.0000 78

 12 omega   99.00  124.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  124.0000  132.0000 25

 13 omega   46.00   87.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 41

 14 omega   70.00  124.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000    0.0000 54

 15 omega   41.00   97.00   1.0000    4.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 56
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0511321000
_diffrn_orient_matrix_UB_12      -0.1002155000
_diffrn_orient_matrix_UB_13      -0.0033807000
_diffrn_orient_matrix_UB_21      0.0163945000
_diffrn_orient_matrix_UB_22      0.0067926000
_diffrn_orient_matrix_UB_23      -0.0657096000
_diffrn_orient_matrix_UB_31      0.2384352000
_diffrn_orient_matrix_UB_32      0.0209553000
_diffrn_orient_matrix_UB_33      0.0052490000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            7594
_diffrn_reflns_theta_full        71.24
_diffrn_reflns_theta_max         71.24
_diffrn_reflns_theta_min         3.50
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.725
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91453
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0391
_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^)+(0.0638P)^2^+0.1997P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1030
_reflns_number_gt                3963
_reflns_number_total             4186
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np5b00969_si_003.cif
_cod_data_source_block           exp_2878
_cod_depositor_comments
'Adding full bibliography for 1540688--1540690.cif.'
_cod_original_cell_volume        2207.27(9)
_cod_database_code               1540689
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97