Nodulisporiviridins A-H, Bioactive Viridins from Nodulisporium sp.
Zhao, Qin; Chen, Guo-Dong; Feng, Xiao-Lin; Yu, Yang; He, Rong-Rong; Li, Xiao-Xia; Huang, Yan; Zhou, Wen-Xia; Guo, Liang-Dong; Zheng, Yi-Zhi; Yao, Xin-Sheng; Gao, Hao; Journal of natural products 78 (2015) 1221–1230; doi:10.1021/np500912t

data_1519659
_publ_section_title
;
 Nodulisporiviridins A-H, Bioactive Viridins from Nodulisporium sp.
;
_journal_issue                   6
_journal_name_full               'Journal of natural products'
_journal_page_first              1221
_journal_page_last               1230
_journal_paper_doi               10.1021/np500912t
_journal_volume                  78
_journal_year                    2015
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C20 H22 O5'
_chemical_formula_sum            'C20 H22 O5'
_chemical_formula_weight         342.38
_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             2014-08-28
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 109.005(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.4907(3)
_cell_length_b                   8.5157(2)
_cell_length_c                   12.1520(4)
_cell_measurement_reflns_used    6374
_cell_measurement_temperature    173.01(11)
_cell_measurement_theta_max      60.7792
_cell_measurement_theta_min      3.8441
_cell_volume                     830.75(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.01(11)
_diffrn_detector_area_resol_mean 16.0288
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega  -93.00  -61.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.1726 -178.0000  120.0000 32

  2 omega   11.00   95.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1726   38.0000    0.0000 84

  3 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1726  -57.0000   30.0000 88

  4 omega   14.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1726   57.0000 -180.0000 85

  5 omega  -99.00  -50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -61.0000   90.0000 49

  6 omega   58.00  112.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000 -180.0000 54

  7 omega   82.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  111.0000  -60.0000 26

  8 omega   22.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -61.0000    0.0000 76

  9 omega   20.00  106.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -61.0000 -180.0000 86

 10 omega   22.00   48.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -94.0000  150.0000 26

 11 omega   66.00  129.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   61.0000   90.0000 63

 12 omega   24.00   72.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -94.0000    0.0000 48

 13 omega   90.00  147.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000  150.0000 57

 14 omega   59.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000  150.0000 26

 15 omega   32.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -45.0000 -150.0000 43

 16 omega   48.00  127.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  178.0000 -120.0000 79

 17 omega   41.00   86.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  178.0000  -90.0000 45

 18 omega   14.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -30.0000    0.0000 55

 19 omega   65.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   45.0000  150.0000 43

 20 omega   25.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -15.0000 -180.0000 80

 21 omega   67.00   93.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   61.0000  150.0000 26

 22 omega   79.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   45.0000 -180.0000 26

 23 omega  117.00  149.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   45.0000 -180.0000 32

 24 omega  110.00  136.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   45.0000 -120.0000 26

 25 omega   52.00  124.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  178.0000   60.0000 72

 26 omega -110.00  -53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.1726  178.0000 -180.0000 57

 27 omega   13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1726   57.0000   60.0000 89

 28 omega   13.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1726   57.0000  -90.0000 89

 29 omega   32.00  110.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1726 -178.0000  -60.0000 78

 30 omega -125.00  -26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -76.0000  102.0323 99

 31 omega -125.00  -25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -77.0000 -150.0000 100

 32 omega -125.00  -25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -77.0000  -30.0000 100

 33 omega  -50.00  -23.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -80.0000  -99.7583 27

 34 omega -125.00  -25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -55.0000  -77.0000   30.0000 100

 35 omega   56.00  157.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000  -30.0000 101

 36 omega   56.00  157.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000   90.0000 101

 37 omega   56.00  157.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000  -60.0000 101

 38 omega   14.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000 -111.0000  120.0000 76

 39 omega   62.00  155.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   67.0000   27.0000 93

 40 omega   56.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000 -150.0000 53

 41 omega   14.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000 -111.0000 -180.0000 76

 42 omega   63.00  158.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   45.0000  -90.0000 95

 43 omega   15.00  124.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000  -90.0000 -148.4880 109

 44 omega   14.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000 -111.0000    0.0000 76

 45 omega   56.00  157.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.5000   77.0000   60.0000 101

 46 omega    3.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       33.1726   77.0000  120.0000 100
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0521578000
_diffrn_orient_matrix_UB_12      0.1114932000
_diffrn_orient_matrix_UB_13      0.0818370000
_diffrn_orient_matrix_UB_21      -0.1842509000
_diffrn_orient_matrix_UB_22      -0.0409408000
_diffrn_orient_matrix_UB_23      -0.0627340000
_diffrn_orient_matrix_UB_31      0.0126244000
_diffrn_orient_matrix_UB_32      -0.1363993000
_diffrn_orient_matrix_UB_33      0.0857308000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0758
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9077
_diffrn_reflns_theta_full        60.82
_diffrn_reflns_theta_max         60.82
_diffrn_reflns_theta_min         6.47
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.802
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             364
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.040
_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_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         2493
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0358
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0562P)^2^+0.0931P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0904
_reflns_number_gt                2431
_reflns_number_total             2493
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            np500912t_si_003.cif
_cod_data_source_block           Nodulisporiviridin_F
_cod_depositor_comments
'Adding full bibliography for 1519659--1519660.cif.'
_cod_original_cell_volume        830.75(4)
_cod_database_code               1519659
_chemical_oxdiff_formula         CHON
_reflns_odcompleteness_completeness 97.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_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.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14), C3(H3A)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C12(H12A,H12B), C2(H2A,H2B), C15(H15A,H15B), C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C18(H18A,H18B,H18C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3), O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'