Gliomasolides A-E, Unusual Macrolides from a Sponge-Derived Fungus Gliomastix sp. ZSDS1-F7-2
Zhang, Jun; Lin, Xiuping; Li, Liangchun; Zhong, Baliang; liao, xiaojian; Liu, Yonghong; xu, shihai; RSC Adv.  (2015) –; doi:10.1039/C5RA08559D

data_7220782
_publ_section_title
;
 Gliomasolides A-E, Unusual Macrolides from a Sponge-Derived Fungus
 Gliomastix sp. ZSDS1-F7-2
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA08559D
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C18 H32 O6, C5 H5 N'
_chemical_formula_sum            'C23 H37 N O6'
_chemical_formula_weight         423.54
_chemical_name_systematic        'gliomasolide C'
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-12-17
_audit_creation_method
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_audit_update_record
;
2015-03-31 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 91.282(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.5127(8)
_cell_length_b                   5.33762(15)
_cell_length_c                   16.6627(5)
_cell_measurement_reflns_used    2769
_cell_measurement_temperature    99.9(5)
_cell_measurement_theta_max      75.4040
_cell_measurement_theta_min      5.3190
_cell_volume                     2357.43(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
  1 omega  -49.00   29.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7522   37.0000  120.0000 78

  2 omega  -82.00   34.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7522   19.0000   30.0000 116

  3 omega   70.00  115.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7522   37.0000 -150.0000 45

  4 omega   86.00  173.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633   45.0000 -180.0000 87

  5 omega   85.00  158.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633   45.0000 -120.0000 73

  6 omega   48.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633  -94.0000 -150.0000 60

  7 omega   34.00   76.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7522 -125.0000 -150.0000 42

  8 omega   32.00  108.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633  -94.0000  -30.0000 76

  9 omega   47.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7522 -125.0000    0.0000 44

 10 omega   34.00   88.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633  -30.0000   30.0000 54

 11 omega   51.00  106.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633  -94.0000  120.0000 55

 12 omega   34.00   71.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633  -30.0000  150.0000 37

 13 omega   36.00   87.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633  -30.0000   90.0000 51

 14 omega   29.00   98.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633  -94.0000   60.0000 69

 15 omega   96.00  178.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      110.7633   81.0000  110.0000 82
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0180239000
_diffrn_orient_matrix_UB_12      0.1619256000
_diffrn_orient_matrix_UB_13      -0.0703678000
_diffrn_orient_matrix_UB_21      0.0230136000
_diffrn_orient_matrix_UB_22      0.1896492000
_diffrn_orient_matrix_UB_23      0.0601024000
_diffrn_orient_matrix_UB_31      0.0501912000
_diffrn_orient_matrix_UB_32      -0.1453086000
_diffrn_orient_matrix_UB_33      0.0001438000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6545
_diffrn_reflns_theta_full        66.50
_diffrn_reflns_theta_max         67.46
_diffrn_reflns_theta_min         4.22
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.694
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             920
_exptl_crystal_recrystallization_method 'Vapour Deposition'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.09(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         4164
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0393
_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^)+(0.0540P)^2^+0.3891P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1043
_reflns_number_gt                3759
_reflns_number_total             4164
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra08559d2.cif
_cod_data_source_block           zjun3cult
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_original_cell_volume        2357.42(12)
_cod_original_sg_symbol_H-M      C2
_cod_database_code               7220782
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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, All O(H,H) groups
2. Others
 Fixed Sof: O1(0.75) O1A(0.25) O2(0.75) O2A(0.25) O4(0.75) H4(0.75) O4A(0.25)
 H4A(0.25) O5(0.75) H5(0.75) O5A(0.25) H5A(0.25) H6A(0.25) H6B(0.75) H7B(0.75)
 H7A(0.25) C1(0.75) C1A(0.25) C2(0.75) H2(0.75) C2A(0.25) H2A(0.25) C3(0.75)
 H3(0.75) C3A(0.25) H3A(0.25) C4(0.75) H4B(0.75) C4A(0.25) H4AA(0.25) C5(0.75)
 H5B(0.75) C5A(0.25) H5AA(0.25) H6AA(0.75) H6BB(0.25) H13(0.75) H13A(0.25)
3.a Riding coordinates:
 O6(H6A,H6B), O7(H7B,H7A)
3.b Ternary CH refined with riding coordinates:
 C4(H4B), C4A(H4AA), C5(H5B), C5A(H5AA), C6(H6AA), C6(H6BB), C7(H7), C13(H13),
 C13(H13A)
3.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
3.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C2A(H2A), C3(H3), C3A(H3A), C2S(H2S), C3S(H3S), C4S(H4S), C5S(H5S),
 C6S(H6S)
3.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
3.f Idealised tetrahedral OH refined as rotating group:
 O4(H4), O4A(H4A), O5(H5), O5A(H5A)
;
_olex2_date_sample_data_collection 2014-12-10
_olex2_submission_special_instructions 'No special instructions were received'