Structures and absolute configurations of phomalones from the coral-associated fungus Parengyodontium album sp. SCSIO 40430.
Wang, Lu; Huang, Yanbing; Zhang, Liping; Liu, Zhiwen; Liu, Wei; Xu, Huixin; Zhang, Qingbo; Zhang, Haibo; Yan, Yan; Liu, Zhiyong; Zhang, Tianyu; Zhang, Wenjun; Zhang, Changsheng; Organic & biomolecular chemistry 19 (2021) 6030–6037; doi:10.1039/d1ob00869b

data_7158136
_publ_section_title
;
 Structures and absolute configurations of phomalones from the
 coral-associated fungus Parengyodontium album sp. SCSIO 40430.
;
_journal_issue                   27
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              6030
_journal_page_last               6037
_journal_paper_doi               10.1039/d1ob00869b
_journal_volume                  19
_journal_year                    2021
_chemical_formula_moiety         'C13 H16 O5, 1.5(H2 O)'
_chemical_formula_sum            'C13 H19 O6.5'
_chemical_formula_weight         279.28
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-22 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;
_cell_angle_alpha                70.999(5)
_cell_angle_beta                 84.623(5)
_cell_angle_gamma                83.524(5)
_cell_formula_units_Z            4
_cell_length_a                   10.3819(6)
_cell_length_b                   12.0675(7)
_cell_length_c                   12.3012(6)
_cell_measurement_reflns_used    15597
_cell_measurement_temperature    99.9(6)
_cell_measurement_theta_max      73.6900
_cell_measurement_theta_min      3.7560
_cell_volume                     1445.20(14)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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(6)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.976
_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    -25.00  27.00   0.50    1.50    --    0.00 -82.00 -30.00  104
  2  \w     16.00  44.00   0.50    1.50    --   36.00  68.00  51.05   56
  3  \w     82.00 120.00   0.50    1.50    --   36.00  68.00  51.05   76
  4  \w    -49.00  58.00   0.50    1.50    --   40.00 -43.00 140.16  214
  5  \w     14.00  70.00   0.50    1.50    --   40.00  72.00 -77.83  112
  6  \w     58.00  98.00   0.50    1.50    --   44.00  72.00 129.06   80
  7  \w     17.00  49.00   0.50    1.50    --   44.00  72.00 129.06   64
  8  \w     98.00 127.00   0.50    3.50    --   56.00  75.00 140.09   58
  9  \w     33.00  79.00   0.50    3.50    --   56.00  75.00 -54.14   92
 10  \w     33.00  58.00   0.50    3.50    --   56.00  75.00 140.09   50
 11  \w     32.00  78.00   0.50    3.50    --   60.00  75.00  38.59   92
 12  \w     78.00 105.00   0.50    3.50    --   64.00  74.00  -5.71   54
 13  \w     36.00  62.00   0.50    3.50    --   64.00  74.00  -5.71   52
 14  \w     36.00  62.00   0.50    3.50    --   64.00  75.00 160.93   52
 15  \w     41.00  66.00   0.50    3.50    --   68.00  75.00-145.27   50
 16  \w    118.00 156.00   0.50    3.50    --   68.00  75.00-175.51   76
 17  \w     40.00  66.00   0.50    3.50    --   68.00  75.00  71.69   52
 18  \w     41.00  76.00   0.50    3.50    --   68.00  75.00-175.51   70
 19  \w     45.00  72.00   0.50    3.50    --   72.00  75.00-136.55   54
 20  \w     46.00  74.00   0.50    3.50    --   72.00  69.00 -67.04   56
 21  \w     45.00  70.00   0.50    3.50    --   72.00  75.00 100.50   50
 22  \w     89.00 118.00   0.50    3.50    --   72.00  75.00-102.34   58
 23  \w     89.00 160.00   0.50    3.50    --   72.00  75.00 100.50  142
 24  \w     45.00  83.00   0.50    3.50    --   72.00  75.00-102.34   76
 25  \w     49.00  87.00   0.50    3.50    --   76.00  74.00   0.90   76
 26  \w     48.00  85.00   0.50    3.50    --   76.00  75.00 -57.50   74
 27  \w     62.00  90.00   0.50    3.50    --   84.00  61.00  65.09   56
 28  \w     59.00 118.00   0.50    3.50    --   84.00  66.00 126.50  118
 29  \w    142.00 167.00   0.50    3.50    --   84.00  66.00 126.50   50
 30  \w    134.00 172.00   0.50    3.50    --   84.00  74.00 119.41   76
 31  \w     57.00  84.00   0.50    3.50    --   84.00  74.00 119.41   54
 32  \w     57.00 173.00   0.50    3.50    --   84.00  72.00 -23.37  232
 33  \w     65.00 127.00   0.50    3.50    --   88.00  65.00-129.38  124
 34  \w     54.00 119.00   0.50    3.50    --   95.20 -61.00-120.00  130
 35  \w      6.00  44.00   0.50    3.50    --   95.20 -61.00-120.00   76
 36  \w     72.00 171.00   0.50    3.50    --   95.20  61.00  90.00  198
 37  \w     74.00 184.00   0.50    3.50    --   95.20  61.00  30.00  220
 38  \w     75.00 125.00   0.50    3.50    --   95.20 -82.00-180.00  100
 39  \w     94.00 124.00   0.50    3.50    --   95.20 -82.00 120.00   60
 40  \w     42.00  68.00   0.50    3.50    --   95.20 -82.00 120.00   52
 41  \w    116.00 178.00   0.50    3.50    --   95.20  61.00 -30.00  124
 42  \w     72.00 101.00   0.50    3.50    --   95.20  61.00 -30.00   58
 43  \w      7.00 125.00   0.50    3.50    --   95.20 -82.00  90.00  236
 44  \w    114.00 182.00   0.50    3.50    --   95.20  72.00 -71.24  136
 45  \w     68.00 109.00   0.50    3.50    --   95.20  72.00 -71.24   82
 46  \w    123.00 184.00   0.50    3.50    --   95.20  59.00 171.93  122
 47  \w     83.00 166.00   0.50    3.50    --   95.20  77.00   0.00  166
 48  \w     60.00 126.00   0.50    3.50    --   95.20 -82.00 -30.00  132
 49  \w     74.00 114.00   0.50    3.50    --   95.20  59.00 171.93   80
 50  \w    121.00 152.00   0.50    3.50    --   95.20  61.00-150.00   62
 51  \w     72.00 111.00   0.50    3.50    --   95.20  61.00-150.00   78
 52  \w    110.00 158.00   0.50    3.50    --   95.20  65.00  68.00   96
 53  \w     91.00 182.00   0.50    3.50    --   95.20  82.00 -90.00  182
 54  \w     73.00  98.00   0.50    3.50    --   95.20  65.00  68.00   50
 55  \w     72.00 184.00   0.50    3.50    --   95.20  61.00 150.00  224
 56  \w     71.00 157.00   0.50    3.50    --   95.20  68.00-100.36  172
 57  \w     94.00 121.00   0.50    3.50    --   95.20 -77.00  60.00   54
 58  \w     45.00 120.00   0.50    3.50    --   95.20 -82.00 -90.00  150
 59  \w     29.00  36.50   0.50    3.50    --   95.20 -77.00  60.00   15
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0890856000
_diffrn_orient_matrix_UB_12      0.1014406000
_diffrn_orient_matrix_UB_13      0.0242327000
_diffrn_orient_matrix_UB_21      -0.0860221000
_diffrn_orient_matrix_UB_22      0.0032289000
_diffrn_orient_matrix_UB_23      -0.0966421000
_diffrn_orient_matrix_UB_31      -0.0839604000
_diffrn_orient_matrix_UB_32      -0.0898310000
_diffrn_orient_matrix_UB_33      0.0876450000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10544
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.499
_diffrn_reflns_theta_min         4.495
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.874
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_description       cube
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         10544
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0633
_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^)+(0.1517P)^2^+0.4196P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2135
_refine_ls_wR_factor_ref         0.2200
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9071
_reflns_number_total             10544
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.9968\% 
 around [-0.00 0.71 -0.71] (reciprocal) or [-0.02 0.72 -0.69] (direct)
;
_cod_data_source_file            d1ob00869b2.cif
_cod_data_source_block           zhangwenjun_sh31-11_collect2_twin1_hklf4
_cod_depositor_comments
;
Adding full bibliography for 7158134--7158138.cif.

2025-04-01
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C52 H76 O26'
_cod_original_formula_weight         1117.12
_cod_original_formula_moiety         '4(C13 H16 O5), 6(H2 O)'
_cod_original_formula_units_Z            1
_cod_database_code               7158136
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C50 H72 N2 O26 '
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.4347(16)
 0.5653(16)
2. 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
3.a Free rotating group:
 O004(H00Q,H00R), O00C(H00S,H00U), O00D(H00V,H00W)
3.b Secondary CH2 refined with riding coordinates:
 C00N(H00A,H00C), C00V(H00M,H00N), C00W(H00O,H00P), C00Y(H00G,H00H)
3.c Aromatic/amide H refined with riding coordinates:
 C00T(H00T), C00X(H00X)
3.d Idealised Me refined as rotating group:
 C00U(H00D,H00E,H00F), C00Z(H00I,H00J,H00K), C010(H01D,H01E,H01F), C011(H01G,
 H01H,H01I), C012(H01A,H01B,H01C), C013(H01J,H01K,H01L)
3.e Idealised tetrahedral OH refined as rotating group:
 O007(H007), O008(H008), O00A(H00L), O00B(H00B)
;
_shelx_res_checksum              84039
_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 1.463
_oxdiff_exptl_absorpt_empirical_full_min 0.701
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2