Eutypellazines A–M, thiodiketopiperazine-type alkaloids from deep sea derived fungus Eutypella sp. MCCC 3A00281
Niu, Siwen; Liu, Dong; Shao, Zongze; Proksch, Peter; Lin, Wenhan; RSC Adv. 7 (2017) 33580–; doi:10.1039/C7RA05774A

data_7228626
_publ_section_title
;
 Eutypellazines A--M, thiodiketopiperazine-type alkaloids from deep sea
 derived fungus Eutypella sp. MCCC 3A00281
;
_journal_issue                   53
_journal_name_full               'RSC Adv.'
_journal_page_first              33580
_journal_paper_doi               10.1039/C7RA05774A
_journal_volume                  7
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H20 N2 O5 S2, H2 O'
_chemical_formula_sum            'C19 H22 N2 O6 S2'
_chemical_formula_weight         438.51
_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             2014-07-04
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_audit_update_record
;
2015-08-03 deposited with the CCDC.
2017-06-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.413(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6255(4)
_cell_length_b                   27.2984(13)
_cell_length_c                   9.2094(5)
_cell_measurement_reflns_used    3998
_cell_measurement_temperature    104.7
_cell_measurement_theta_max      71.1230
_cell_measurement_theta_min      3.2356
_cell_volume                     1917.02(17)
_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      104.7
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
  1 omega   14.00   40.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000   77.0000   30.0000 26

  2 omega  -22.00    5.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000   45.0000 -180.0000 27

  3 omega  -33.00   61.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  -77.0000   90.0000 94

  4 omega    8.00   98.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036   77.0000 -150.0000 90

  5 omega  -27.00   23.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       34.8036  -77.0000  -60.0000 50

  6 omega   64.00  135.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   30.0000 71

  7 omega   24.00   50.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000   45.0000  -60.0000 26

  8 omega   24.00  103.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.8017   77.0000   30.0000 79

  9 omega    6.00   34.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.8017  -77.0000  120.0000 28

 10 omega  -32.00   -6.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.8017  -77.0000  120.0000 26

 11 omega   38.00   63.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.8017  -77.0000 -120.0000 25

 12 omega   22.00   66.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.8017   37.0000 -150.0000 44

 13 omega   32.00   83.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       35.8017 -127.0000   33.0000 51

 14 omega   91.00  146.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -90.0000 55

 15 omega   43.00  120.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -127.0000 -146.0000 77

 16 omega   91.00  172.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -30.0000 81

 17 omega   40.00   97.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000   60.0000 57

 18 omega   44.00   95.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 51

 19 omega   65.00  115.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -180.0000 50

 20 omega   41.00   95.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 54

 21 omega   51.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -127.0000   70.0000 70

 22 omega   40.00   96.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 56

 23 omega   41.00   98.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  150.0000 57

 24 omega   94.00  170.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -180.0000 76

 25 omega   67.00  108.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  -90.0000 41

 26 omega   75.00  167.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000   90.0000 92
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0004885000
_diffrn_orient_matrix_UB_12      0.0181235000
_diffrn_orient_matrix_UB_13      -0.1583376000
_diffrn_orient_matrix_UB_21      -0.0127691000
_diffrn_orient_matrix_UB_22      -0.0533903000
_diffrn_orient_matrix_UB_23      -0.0535330000
_diffrn_orient_matrix_UB_31      -0.2017362000
_diffrn_orient_matrix_UB_32      0.0032768000
_diffrn_orient_matrix_UB_33      0.0021657000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0743
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            13001
_diffrn_reflns_theta_full        71.24
_diffrn_reflns_theta_max         71.24
_diffrn_reflns_theta_min         3.24
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.886
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48441
_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    1.519
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.004(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         7261
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0448
_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^)+(0.0541P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1097
_refine_ls_wR_factor_ref         0.1142
_reflns_number_gt                6825
_reflns_number_total             7261
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ra05774a2.cif
_cod_data_source_block           exp_2323
_cod_original_cell_volume        1917.01(17)
_cod_database_code               7228626
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97