Bioactive Streptoglutarimides A-J from the Marine-Derived <i>Streptomyces</i> sp. ZZ741.
Zhang, Di; Yi, Wenwen; Ge, Hengju; Zhang, Zhizhen; Wu, Bin; Journal of natural products 82 (2019) 2800–2808; doi:10.1021/acs.jnatprod.9b00481

data_1552567
_publ_section_title
;
 Bioactive Streptoglutarimides A-J from the Marine-Derived
 <i>Streptomyces</i> sp. ZZ741.
;
_journal_issue                   10
_journal_name_full               'Journal of natural products'
_journal_page_first              2800
_journal_page_last               2808
_journal_paper_doi               10.1021/acs.jnatprod.9b00481
_journal_volume                  82
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H21 N O5'
_chemical_formula_sum            'C15 H21 N O5'
_chemical_formula_weight         295.33
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-09-06
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.23910(10)
_cell_length_b                   13.52980(10)
_cell_length_c                   17.8216(2)
_cell_measurement_reflns_used    13410
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.4050
_cell_measurement_theta_min      2.4250
_cell_volume                     1504.39(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -113.00 -13.00   1.00    1.00    --  -40.98 -57.00-150.00  100
  2  \w      1.00  82.00   1.00    1.00    --   40.98 -99.00 150.00   81
  3  \w     16.00 115.00   1.00    1.00    --   40.98  38.00-180.00   99
  4  \w     79.00 178.00   1.00    1.00    --  106.95  30.00-150.00   99
  5  \w     34.00 133.00   1.00    1.00    --  106.95 -45.00-150.00   99
  6  \w     34.00 121.00   1.00    1.00    --  106.95-125.00  90.00   87
  7  \w     94.00 178.00   1.00    1.00    --  106.95 125.00 -60.00   84
  8  \w     35.00 136.00   1.00    1.00    --  106.95 -61.00  30.00  101
  9  \w   -113.00 -13.00   1.00    1.00    --  -40.98 -57.00  30.00  100
 10  \w   -115.00 -16.00   1.00    1.00    --  -40.98 -38.00 -90.00   99
 11  \w     78.00 178.00   1.00    1.00    --  106.95  61.00   0.00  100
 12  \w     79.00 178.00   1.00    1.00    --  106.95  30.00 -60.00   99
 13  \w     74.00 178.00   1.00    1.00    --  106.95  77.00 120.00  104
 14  \w     79.00 178.00   1.00    1.00    --  106.95  30.00  90.00   99
 15  \w   -117.00  -8.00   1.00    1.00    --  -40.98 -77.00 120.00  109
 16  \w     23.00  97.00   1.00    1.00    --   40.98-125.00   0.00   74
 17  \w     81.00 178.00   1.00    1.00    --  106.95  45.00-120.00   97
 18  \w     81.00 178.00   1.00    1.00    --  106.95  45.00 -30.00   97
 19  \w     78.00 178.00   1.00    1.00    --  106.95  61.00  30.00  100
 20  \w     25.00 109.00   1.00    1.00    --  106.95 -95.00-120.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0039385000
_diffrn_orient_matrix_UB_12      -0.0411844000
_diffrn_orient_matrix_UB_13      0.0805906000
_diffrn_orient_matrix_UB_21      0.0513214000
_diffrn_orient_matrix_UB_22      -0.1036881000
_diffrn_orient_matrix_UB_23      -0.0308673000
_diffrn_orient_matrix_UB_31      0.2414592000
_diffrn_orient_matrix_UB_32      0.0227348000
_diffrn_orient_matrix_UB_33      0.0052449000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17256
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.683
_diffrn_reflns_theta_min         4.102
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 1192 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2997
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0328
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0602P)^2^+0.1432P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0860
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                2949
_reflns_number_total             2997
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np9b00481_si_001.cif
_cod_data_source_block           741v
_cod_database_code               1552567
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.923
_shelx_estimated_absorpt_t_min   0.902
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(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:
 C4(H4), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C7(H7A,H7B), C5(H5A,H5B), C14(H14A,H14B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C9(H9)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
2.e Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_shelx_res_checksum              3991
_shelx_hkl_checksum              11546
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.448
_oxdiff_exptl_absorpt_empirical_full_min 0.522