neo-Clerodane Diterpenoids from Scutellaria barbata with Activity against Epstein-Barr Virus Lytic Replication.
Wu, Taizong; Wang, Qian; Jiang, Cheng; Morris-Natschke, Susan L; Cui, Hui; Wang, Yan; Yan, Yuan; Xu, Jun; Lee, Kuo-Hsiung; Gu, Qiong; Journal of natural products 78 (2015) 500–509; doi:10.1021/np500988m

data_1518630
_publ_section_title
;
 neo-Clerodane Diterpenoids from Scutellaria barbata with Activity against
 Epstein-Barr Virus Lytic Replication.
;
_journal_issue                   3
_journal_name_full               'Journal of natural products'
_journal_page_first              500
_journal_page_last               509
_journal_paper_doi               10.1021/np500988m
_journal_volume                  78
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C34 H38 O8'
_chemical_formula_sum            'C34 H38 O8'
_chemical_formula_weight         574.64
_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             2014-09-10
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.67492(11)
_cell_length_b                   14.41358(14)
_cell_length_c                   20.62930(17)
_cell_measurement_reflns_used    18904
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.5968
_cell_measurement_theta_min      2.1399
_cell_volume                     2876.76(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.2417
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega -106.00  -81.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.2034  -99.0000    0.0000 25

  2 omega -110.00  -15.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -42.2034  -57.0000 -150.0000 95

  3 omega   77.00  119.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       42.2034  125.0000  -30.0000 42

  4 omega   78.00  111.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       42.2034  125.0000  150.0000 33

  5 omega   71.00  108.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000   30.0000 37

  6 omega   26.00   65.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000  150.0000 39

  7 omega   93.00  119.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -125.0000  120.0000 26

  8 omega   68.00  117.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -125.0000   60.0000 49

  9 omega   73.00  110.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -99.0000  169.0000 37

 10 omega   17.00   43.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000   30.0000 26

 11 omega   24.00   50.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -101.0000  -50.0000 26

 12 omega   32.00   74.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -77.0000   30.0000 42

 13 omega   80.00  129.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -77.0000   30.0000 49

 14 omega   26.00   74.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000   60.0000 48

 15 omega   16.00   51.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000 -180.0000 35

 16 omega   17.00   63.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -99.0000  169.0000 46

 17 omega   48.00   77.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -45.0000  -60.0000 29

 18 omega   73.00   98.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000 -180.0000 25

 19 omega   83.00  166.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000   77.0000  120.0000 83

 20 omega   54.00   80.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -61.0000 -180.0000 26

 21 omega  102.00  129.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -61.0000 -180.0000 27

 22 omega   28.00   69.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -30.0000    0.0000 41

 23 omega   92.00  118.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  129.0000  -51.0000 26

 24 omega   81.00  106.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -101.0000  -50.0000 25

 25 omega   31.00   57.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -125.0000  -60.0000 26

 26 omega   93.00  118.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000 -125.0000  -60.0000 25

 27 omega  100.00  126.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000   45.0000   90.0000 26

 28 omega   22.00   75.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -15.0000    0.0000 53

 29 omega   31.00   70.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -15.0000  120.0000 39

 30 omega   76.00  109.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      100.0000  -94.0000 -120.0000 33

 31 omega    8.00  121.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       42.2034   77.0000  -60.0000 113

 32 omega   15.00  115.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       42.2034   57.0000  150.0000 100

 33 omega    2.00   98.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       42.2034 -125.0000   90.0000 96

 34 omega   15.00  115.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       42.2034   57.0000   60.0000 100
;
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0067918000
_diffrn_orient_matrix_UB_12      -0.1019748000
_diffrn_orient_matrix_UB_13      0.0222235000
_diffrn_orient_matrix_UB_21      -0.1589528000
_diffrn_orient_matrix_UB_22      -0.0029140000
_diffrn_orient_matrix_UB_23      0.0038970000
_diffrn_orient_matrix_UB_31      -0.0067111000
_diffrn_orient_matrix_UB_32      -0.0319835000
_diffrn_orient_matrix_UB_33      -0.0711632000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            27926
_diffrn_reflns_theta_full        71.74
_diffrn_reflns_theta_max         71.74
_diffrn_reflns_theta_min         3.74
_diffrn_source                   'Nova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.767
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1224
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.179
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         5604
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0347
_refine_ls_R_factor_gt           0.0322
_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^)+(0.0461P)^2^+0.2716P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0831
_reflns_number_gt                5323
_reflns_number_total             5604
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np500988m_si_003.cif
_cod_data_source_block           wtz_ws_8_140616
_cod_depositor_comments
'Adding full bibliography for 1518630--1518631.cif.'
_cod_database_code               1518630
_reflns_odcompleteness_completeness 99.38
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H4(0.046) H12(0.036) H13(0.031) H15(0.035) H17(0.029) H20A(0.032)
 H20B(0.032) H21(0.039) H22A(0.037) H22B(0.037) H23A(0.034) H23B(0.034)
 H25(0.043) H26(0.044) H27(0.028) H28A(0.044) H28B(0.044) H28C(0.044)
 H30(0.043) H31A(0.046) H31B(0.046) H31C(0.046) H33A(0.047) H33B(0.047)
 H33C(0.047) H34(0.034) H35A(0.033) H35B(0.033) H36(0.046) H37(0.042)
 H38(0.042) H39A(0.048) H39B(0.048) H39C(0.048) H40(0.032) H41(0.05)
 H42A(0.032) H42B(0.032)
 Fixed X: H4(0.1057) H12(0.3177) H13(0.0852) H15(0.396) H17(0.3331)
 H20A(0.2944) H20B(0.1719) H21(0.2084) H22A(0.5538) H22B(0.5716) H23A(0.3392)
 H23B(0.3477) H25(0.3516) H26(0.2465) H27(0.3453) H28A(0.3406) H28B(0.1937)
 H28C(0.3043) H30(0.4011) H31A(-0.0956) H31B(-0.1121) H31C(-0.0898)
 H33A(0.5325) H33B(0.6695) H33C(0.5616) H34(0.6748) H35A(0.3539) H35B(0.3006)
 H36(0.1553) H37(-0.0164) H38(0.4213) H39A(-0.0341) H39B(0.0998) H39C(0.0506)
 H40(0.0171) H41(0.0228) H42A(-0.0255) H42B(-0.0255)
 Fixed Y: H4(1.3115) H12(1.5239) H13(1.2923) H15(1.5837) H17(1.268)
 H20A(0.9851) H20B(0.9217) H21(0.8848) H22A(1.0283) H22B(1.0493) H23A(1.0045)
 H23B(1.0901) H25(1.6781) H26(0.777) H27(1.1114) H28A(1.3326) H28B(1.2904)
 H28C(1.2335) H30(1.7859) H31A(1.1036) H31B(1.1957) H31C(1.1996) H33A(1.3768)
 H33B(1.3245) H33C(1.3481) H34(1.1739) H35A(1.0184) H35B(1.1145) H36(0.6297)
 H37(0.695) H38(1.7384) H39A(1.096) H39B(1.0878) H39C(1.1852) H40(1.0046)
 H41(0.5886) H42A(1.0849) H42B(0.9855)
 Fixed Z: H4(0.2613) H12(0.0911) H13(0.1356) H15(0.278) H17(0.2069)
 H20A(0.2066) H20B(0.2299) H21(-0.0071) H22A(0.1113) H22B(0.0372) H23A(0.0721)
 H23B(0.0252) H25(0.0644) H26(-0.0886) H27(0.1606) H28A(0.0361) H28B(0.0486)
 H28C(0.0098) H30(0.1446) H31A(0.2008) H31B(0.1611) H31C(0.2363) H33A(0.0913)
 H33B(0.109) H33C(0.1633) H34(0.0924) H35A(0.3085) H35B(0.3347) H36(-0.0814)
 H37(0.0889) H38(0.2511) H39A(0.0755) H39B(0.033) H39C(0.0578) H40(0.1658)
 H41(0.0074) H42A(0.3146) H42B(0.2826)
;
_olex2_submission_special_instructions 'No special instructions were received'