Dioxatricyclic and Oxabicyclic Polyketides from Trichocladium opacum.
Chen, Shenxi; Ren, Fengxia; Niu, Shubin; Liu, Xingzhong; Che, Yongsheng; Journal of natural products 77 (2014) 9–14; doi:10.1021/np4004799

data_1513372
_publ_section_title
;
 Dioxatricyclic and Oxabicyclic Polyketides from Trichocladium opacum.
;
_journal_issue                   1
_journal_name_full               'Journal of natural products'
_journal_page_first              9
_journal_page_last               14
_journal_paper_doi               10.1021/np4004799
_journal_volume                  77
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C11 H14 O5'
_chemical_formula_sum            'C11 H14 O5'
_chemical_formula_weight         226.22
_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     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-11-24
_audit_creation_method
;
  Olex2 1.2
  (compiled Nov  5 2012 18:22:26, GUI svn.r4372)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.460(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9909(3)
_cell_length_b                   7.57278(19)
_cell_length_c                   13.7572(4)
_cell_measurement_reflns_used    2702
_cell_measurement_temperature    101.5
_cell_measurement_theta_max      71.6246
_cell_measurement_theta_min      4.4219
_cell_volume                     1040.82(5)
_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
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_computing_structure_solution
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      101.5
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.873
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measurement_details
;
  1 omega  -42.00  -17.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  157.0000  -60.0000 25

  2 omega  -41.00   22.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   45.0000  -90.0000 63

  3 omega -105.00  -51.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000 -157.0000  -95.0000 54

  4 omega  -50.00  -21.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  -60.0000 29

  5 omega -107.00  -73.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  -60.0000 34

  6 omega -113.00  -19.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -37.0000  120.0000 94

  7 omega   41.00   95.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  120.0000 54

  8 omega   59.00  162.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -15.0000  120.0000 103

  9 omega  102.00  177.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000   90.0000 75

 10 omega   47.00   74.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000 -120.0000 27

 11 omega   50.00   98.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000   60.0000 48

 12 omega   68.00  171.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000    0.0000    0.0000 103

 13 omega  -70.00   30.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000    0.0000 100

 14 omega -113.00  -67.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000   30.0000 46

 15 omega  -14.00   86.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000  -77.0000   90.0000 100
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0325037000
_diffrn_orient_matrix_UB_12      0.1327245000
_diffrn_orient_matrix_UB_13      -0.0813673000
_diffrn_orient_matrix_UB_21      0.1491250000
_diffrn_orient_matrix_UB_22      -0.0074269000
_diffrn_orient_matrix_UB_23      0.0285139000
_diffrn_orient_matrix_UB_31      0.0208512000
_diffrn_orient_matrix_UB_32      -0.1541807000
_diffrn_orient_matrix_UB_33      -0.0715213000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0125
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3860
_diffrn_reflns_theta_full        71.77
_diffrn_reflns_theta_max         71.77
_diffrn_reflns_theta_min         4.43
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69643
_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    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_extinction_coef       0.045(3)
_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   1.098
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         2612
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0840P)^2^+0.4119P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1137
_refine_ls_wR_factor_ref         0.1138
_reflns_number_gt                2605
_reflns_number_total             2612
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np4004799_si_001.cif
_cod_data_source_block           exp_687
_cod_database_code               1513372
_reflns_odcompleteness_completeness 90.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H35(0.026) H36(0.026) H15(0.023) H16(0.024) H6(0.016) H10(0.018)
 H31A(0.031) H31B(0.031) H31C(0.031) H12A(0.028) H12B(0.028) H12C(0.028)
 H11A(0.03) H11B(0.03) H11C(0.03) H8(0.02) H30(0.018) H26(0.016) H27(0.017)
 H28(0.021) H29(0.021) H9(0.021) H7(0.018) H32A(0.031) H32B(0.031) H32C(0.031)
 H24(0.018) H4(0.015)
 Fixed X: H35(0.9503) H36(0.8745) H15(1.6845) H16(1.7691) H6(1.722)
 H10(1.4659) H31A(0.9388) H31B(0.8774) H31C(1.0214) H12A(1.6463) H12B(1.7491)
 H12C(1.6761) H11A(1.5051) H11B(1.5926) H11C(1.4328) H8(1.5988) H30(1.2723)
 H26(0.932) H27(1.1155) H28(1.1326) H29(1.2241) H9(1.5711) H7(1.5056)
 H32A(1.1157) H32B(1.0094) H32C(1.1427) H24(1.1223) H4(1.4829)
 Fixed Y: H35(0.6949) H36(-0.0165) H15(0.1966) H16(-0.5356) H6(-0.2296) H10(-
 0.0377) H31A(0.3206) H31B(0.4935) H31C(0.5017) H12A(0.1539) H12B(-0.0081)
 H12C(0.0425) H11A(-0.1633) H11B(0.0084) H11C(0.017) H8(-0.5237) H30(0.4444)
 H26(0.2797) H27(0.013) H28(-0.0183) H29(0.2315) H9(-0.2707) H7(-0.4786)
 H32A(0.6628) H32B(0.5196) H32C(0.5553) H24(0.6064) H4(0.1207)
 Fixed Z: H35(0.761) H36(0.688) H15(0.6974) H16(0.7593) H6(0.7487) H10(0.9055)
 H31A(1.0232) H31B(0.9731) H31C(1.0247) H12A(0.88) H12B(0.8773) H12C(0.9766)
 H11A(0.4643) H11B(0.4885) H11C(0.4944) H8(0.9209) H30(0.6574) H26(0.7001)
 H27(0.7662) H28(0.5801) H29(0.5318) H9(0.9964) H7(0.748) H32A(0.6222)
 H32B(0.5848) H32C(0.5242) H24(0.8374) H4(0.6943)
;