Polyoxygenated Steroids from the Sponge Clathria gombawuiensis.
Woo, Jung-Kyun; Ha, Thi Kim Quy; Oh, Dong-Chan; Oh, Won-Keun; Oh, Ki-Bong; Shin, Jongheon; Journal of natural products 80 (2017) 3224–3233; doi:10.1021/acs.jnatprod.7b00651

data_1548289
_publ_section_title
;
 Polyoxygenated Steroids from the Sponge Clathria gombawuiensis.
;
_journal_issue                   12
_journal_name_full               'Journal of natural products'
_journal_page_first              3224
_journal_page_last               3233
_journal_paper_doi               10.1021/acs.jnatprod.7b00651
_journal_volume                  80
_journal_year                    2017
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C28 H48 O7'
_chemical_formula_sum            'C28 H48 O7'
_chemical_formula_weight         496.66
_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
_audit_creation_date             2016-04-12
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 110.130(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.3972(4)
_cell_length_b                   6.5250(2)
_cell_length_c                   15.8944(5)
_cell_measurement_reflns_used    10961
_cell_measurement_temperature    99.9(2)
_cell_measurement_theta_max      76.3340
_cell_measurement_theta_min      5.1070
_cell_volume                     1401.94(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41r (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41r (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      99.9(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2262
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.987
_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   -117.00  -9.00   1.00    3.65    --  -41.24 -77.00-150.00  108
  2  \w      1.00  82.00   1.00    3.65    --   41.24 -99.00  30.00   81
  3  \w     23.00  97.00   1.00    3.65    --   41.24-125.00-120.00   74
  4  \w     17.00 116.00   1.00    3.65    --   41.24  38.00 -90.00   99
  5  \w      5.00  32.00   1.00    3.65    --   42.00  90.00 -60.22   27
  6  \w     21.00  47.00   1.00    3.65    --   54.00  79.00 -18.03   26
  7  \w     25.00 134.00   1.00    3.65    --   58.00  77.00   6.93  109
  8  \w     26.00 133.00   1.00    3.65    --   58.00  74.00 -70.83  107
  9  \w     30.00 137.00   1.00    3.65    --   62.00  75.00 -87.39  107
 10  \w     33.00 142.00   1.00    3.65    --   66.00  77.00 -97.93  109
 11  \w     33.00 142.00   1.00    3.65    --   66.00  77.00  75.34  109
 12  \w     37.00 146.00   1.00    3.65    --   70.00  77.00-121.65  109
 13  \w     37.00 146.00   1.00    3.65    --   70.00  77.00  81.64  109
 14  \w     44.00 147.00   1.00    3.65    --   74.00  67.00  34.80  103
 15  \w     36.00 116.00   1.00   12.20    --  112.00-111.00   0.00   80
 16  \w     83.00 178.00   1.00   12.20    --  112.00  61.00 -60.00   95
 17  \w     83.00 178.00   1.00   12.20    --  112.00  61.00 -90.00   95
 18  \w     83.00 178.00   1.00   12.20    --  112.00  61.00 -30.00   95
 19  \w     79.00 178.00   1.00   12.20    --  112.00  77.00 -30.00   99
 20  \w     36.00 145.00   1.00   12.20    --  112.00 -77.00   0.00  109
 21  \w     59.00 178.00   1.00   12.20    --  112.00  15.00 120.00  119
 22  \w     86.00 178.00   1.00   12.20    --  112.00  45.00  30.00   92
 23  \w     86.00 178.00   1.00   12.20    --  112.00  45.00 -60.00   92
 24  \w     39.00 138.00   1.00   12.20    --  112.00 -45.00 -30.00   99
 25  \w     36.00 116.00   1.00   12.20    --  112.00-111.00-180.00   80
 26  \w     79.00 178.00   1.00   12.20    --  112.00  77.00 -60.00   99
 27  \w     57.00 151.00   1.00   12.20    --  112.00 178.00  60.00   94
 28  \w     79.00 178.00   1.00   12.20    --  112.00  77.00-120.00   99
 29  \w     36.00 116.00   1.00   12.20    --  112.00-111.00  90.00   80
 30  \w     83.00 178.00   1.00   12.20    --  112.00  61.00  60.00   95
 31  \w     79.00 172.00   1.00   12.20    --  112.00  77.00 -90.00   93
 32  \w    142.00 174.00   1.00   12.20    --  112.00 111.00 120.00   32
 33  \w    129.00 177.00   1.00   12.20    --  112.00  61.00   0.00   48
 34  \w     85.00 110.00   1.00   12.20    --  112.00  61.00   0.00   25
 35  \w    127.00 178.00   1.00   12.20    --  112.00 111.00 -60.00   51
 36  \w     88.00 134.00   1.00   12.20    --  112.00  45.00 -30.00   46
 37  \w     79.00 106.00   1.00   12.20    --  112.00  77.00   0.00   27
 38  \w     86.00 167.00   1.00   12.20    --  112.00  61.00  30.00   81
;
_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      -0.1062667000
_diffrn_orient_matrix_UB_12      0.0511718000
_diffrn_orient_matrix_UB_13      -0.0052073000
_diffrn_orient_matrix_UB_21      0.0279894000
_diffrn_orient_matrix_UB_22      -0.0471369000
_diffrn_orient_matrix_UB_23      0.1006968000
_diffrn_orient_matrix_UB_31      0.0299712000
_diffrn_orient_matrix_UB_32      0.2256434000
_diffrn_orient_matrix_UB_33      0.0221559000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27499
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.449
_diffrn_reflns_theta_min         6.189
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
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    1.177
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.844
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details
;
 Flack x determined using 2085 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.13(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.519
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         5636
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.519
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0610
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1847
_refine_ls_wR_factor_ref         0.1927
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.949
_reflns_Friedel_fraction_max     0.925
_reflns_number_gt                5179
_reflns_number_total             5636
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            np7b00651_si_002.cif
_cod_data_source_block           exp_264
_cod_depositor_comments          'Adding full bibliography for 1548289.cif.'
_cod_original_cell_volume        1401.95(7)
_cod_database_code               1548289
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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:
 C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
 C00J(H00J), C00K(H00K), C00O(H00Q), C00Q(H00U), C00S(H00X), C00W(H0AA),
 C008(H008), C009(H009)
2.b Secondary CH2 refined with riding coordinates:
 C00N(H00O,H00P), C00R(H00V,H00W), C00U(H00Z,HB), C00V(H00,HC), C00X(H1AA,HD)
2.c Idealised Me refined as rotating group:
 C00L(H00A,H00B,H00I), C00M(H00L,H00M,H00N), C00P(H00R,H00S,H00T), C00T(H,H00Y,
 HA), C00Y(H2AA,HE,HF), C00Z(H3AA,HG,HH)
2.d Idealised tetrahedral OH refined as rotating group:
 O001(H001), O002(H002), O003(H003), O004(H004), O006(H006), O007(H007)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-04-11
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.988
_oxdiff_exptl_absorpt_empirical_full_min 0.600