Ergocytochalasin A, a polycyclic merocytochalasan from an endophytic fungus Phoma multirostrata XJ-2-1.
Peng, Xiaogang; Duan, Fangfang; He, Yangzhou; Gao, Ying; Chen, Juan; Chang, Jinling; Ruan, Hanli; Organic & biomolecular chemistry 18 (2020) 4056–4062; doi:10.1039/d0ob00701c

data_7157500
_publ_section_title
;
 Ergocytochalasin A, a polycyclic merocytochalasan from an endophytic
 fungus Phoma multirostrata XJ-2-1.
;
_journal_issue                   21
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              4056
_journal_page_last               4062
_journal_paper_doi               10.1039/d0ob00701c
_journal_volume                  18
_journal_year                    2020
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C57 H77 N O6'
_chemical_formula_sum            'C57 H77 N O6'
_chemical_formula_weight         872.19
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-05-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-14 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0080(10)
_cell_length_b                   13.0066(10)
_cell_length_c                   34.139(2)
_cell_measurement_reflns_used    45737
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.5460
_cell_measurement_theta_min      3.6210
_cell_volume                     5331.9(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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    -17.00   9.00   0.50    0.50    --    0.00 -82.00 120.00   52
  2  \w    -89.00 -37.00   0.50    0.50    --    0.00 -38.00  90.00  104
  3  \w    -32.00  30.00   0.50    0.50    --    0.00 -82.00-180.00  124
  4  \w    -31.00  30.00   0.50    0.50    --    0.00 -82.00  60.00  122
  5  \w    -43.00   1.00   0.50    0.50    --    0.00 -77.00 -90.00   88
  6  \w    -45.00 -13.00   0.50    0.50    --    0.00 -77.00 -30.00   64
  7  \w    -13.00  12.00   0.50    0.50    --    0.00 -38.00  90.00   50
  8  \w     55.00 105.00   0.50    1.00    --   94.60 -82.00 -30.00  100
  9  \w     71.00 175.00   0.50    1.00    --   94.60  15.00 -30.00  208
 10  \w     67.00 111.00   0.50    1.00    --   94.60 -30.00 -30.00   88
 11  \w     47.00 118.00   0.50    1.00    --   94.60 -61.00  90.00  142
 12  \w      7.00 117.00   0.50    1.00    --   94.60 -61.00-120.00  220
 13  \w     18.00  44.00   0.50    1.00    --   94.60 -61.00  90.00   52
 14  \w     13.00 107.00   0.50    1.00    --   94.60 -61.00  30.00  188
 15  \w      5.00  31.00   0.50    1.00    --   94.60 -82.00  90.00   52
 16  \w      9.00  51.00   0.50    1.00    --   94.60 -45.00-180.00   84
 17  \w      6.00  94.00   0.50    1.00    --   94.60 -15.00  60.00  176
 18  \w     82.00 126.00   0.50    1.00    --   94.60 -82.00  90.00   88
 19  \w     19.00 121.00   0.50    1.00    --   94.60 -82.00  30.00  204
 20  \w      8.00 126.00   0.50    1.00    --   94.60 -82.00-120.00  236
 21  \w     84.00 174.00   0.50    1.00    --   94.60  30.00   0.00  180
 22  \w     70.00 105.00   0.50    1.00    --   94.60 -82.00-150.00   70
 23  \w     13.00  38.00   0.50    1.00    --   94.60 -82.00 -60.00   50
 24  \w     95.00 121.00   0.50    1.00    --   94.60 -82.00 -60.00   52
 25  \w     76.00 101.00   0.50    1.00    --   94.60 -82.00   0.00   50
 26  \w     16.00  41.00   0.50    1.00    --   94.60 -30.00 -30.00   50
 27  \w     84.00 110.00   0.50    1.00    --   94.60 -82.00 150.00   52
;
_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      0.0138122000
_diffrn_orient_matrix_UB_12      -0.0515967000
_diffrn_orient_matrix_UB_13      0.0403243000
_diffrn_orient_matrix_UB_21      -0.0897576000
_diffrn_orient_matrix_UB_22      0.0717499000
_diffrn_orient_matrix_UB_23      0.0171203000
_diffrn_orient_matrix_UB_31      -0.0906395000
_diffrn_orient_matrix_UB_32      -0.0788553000
_diffrn_orient_matrix_UB_33      -0.0108158000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            56478
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        64.978
_diffrn_reflns_theta_max         64.978
_diffrn_reflns_theta_min         3.637
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57397
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (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    1.087
_exptl_crystal_description       block
_exptl_crystal_F_000             1896
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Flack x determined using 3878 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.18(2)
_refine_ls_extinction_coef       0.00076(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     587
_refine_ls_number_reflns         9055
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0362
_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^)+(0.0485P)^2^+1.8393P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.0958
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                8920
_reflns_number_total             9055
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob00701c2.cif
_cod_data_source_block           20190524_pms-41
_cod_depositor_comments          'Adding full bibliography for 7157500.cif.'
_cod_original_cell_volume        5332.0(7)
_cod_database_code               7157500
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.948
_shelx_estimated_absorpt_t_min   0.938
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H1' of O1', All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, H2A of O2
2. Uiso/Uaniso restraints and constraints
Uanis(C27) \\sim Ueq, Uanis(C28) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3.a Riding coordinates:
 O1'(H1')
3.b Ternary CH refined with riding coordinates:
 C3(H3), C3'(H3'), C4(H4), C5(H5), C7(H7), C7'(H7'), C8(H8), C9'(H9'),
 C15'(H15'), C16(H16), C17'(H17'), C20'(H20'), C21(H21), C22(H22), C24'(H24'),
 C25'(H25')
3.c Secondary CH2 refined with riding coordinates:
 C1'(H1'A,H1'B), C2'(H2'A,H2'B), C4'(H4'A,H4'B), C10(H10A,H10B), C11'(H11D,
 H11E), C12'(H12C,H12D), C15(H15A,H15B), C16'(H16A,H16B), C17(H17A,H17B),
 C18(H18A,H18B), C19(H19A,H19B)
3.d Aromatic/amide H refined with riding coordinates:
 C6'(H6'), C13(H13), C14(H14), C22'(H22'), C23'(H23'), C26(H26), C27(H27),
 C28(H28), C29(H29), C30(H30), N2(H2)
3.e X=CH2 refined with riding coordinates:
 C12(H12A,H12B)
3.f Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C18'(H18C,H18D,H18E), C19'(H19C,H19D,H19E), C21'(H21A,
 H21B,H21C), C24(H24A,H24B,H24C), C26'(H26A,H26B,H26C), C27'(H27A,H27B,H27C),
 C28'(H28A,H28B,H28C)
3.g Idealised tetrahedral OH refined as rotating group:
 O2(H2A)
;
_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 1.616
_oxdiff_exptl_absorpt_empirical_full_min 0.762