Bisaspochalasin F: a tetrahydrofuran ring-fused cytochalasan homodimer from an endophytic <i>Aspergillus flavipes</i> as a Ca<sub>v</sub>3.2 inhibitor.
Wang, Li; Liu, Rui; Yu, Zhiyin; Hou, Chun-Jun; Huang, Sheng-Xiong; Nian, Yin; Yang, Jing; Organic & biomolecular chemistry 24 (2026) 2096–2101; doi:10.1039/d6ob00028b

data_7160981
_publ_section_title
;
 Bisaspochalasin F: a tetrahydrofuran ring-fused cytochalasan homodimer
 from an endophytic <i>Aspergillus flavipes</i> as a Ca<sub>v</sub>3.2
 inhibitor.
;
_journal_issue                   10
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2096
_journal_page_last               2101
_journal_paper_doi               10.1039/d6ob00028b
_journal_volume                  24
_journal_year                    2026
_chemical_absolute_configuration ad
_chemical_formula_moiety         '2(C48 H70 N2 O8), 3(C H4 O), H2 O'
_chemical_formula_sum            'C99 H154 N4 O20'
_chemical_formula_weight         1720.25
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2025-12-28
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-12-27 deposited with the CCDC.	2026-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.9560(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.6226(3)
_cell_length_b                   23.6168(5)
_cell_length_c                   16.7526(4)
_cell_measurement_reflns_used    9997
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      69.20
_cell_measurement_theta_min      4.13
_cell_volume                     4750.80(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            49162
_diffrn_reflns_point_group_measured_fraction_full 0.936
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.538
_diffrn_reflns_theta_min         2.773
_exptl_absorpt_coefficient_mu    0.664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_description       block
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   0.7532
_exptl_transmission_factor_min   0.4384
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.664
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.07(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1147
_refine_ls_number_reflns         16284
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0473
_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^)+(0.0722P)^2^+2.4418P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1283
_reflns_Friedel_coverage         0.844
_reflns_Friedel_fraction_full    0.887
_reflns_Friedel_fraction_max     0.857
_reflns_number_gt                16133
_reflns_number_total             16284
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6ob00028b2.cif
_cod_data_source_block           cu_had5_0m
_cod_depositor_comments          'Adding full bibliography for 7160981.cif.'
_cod_database_code               7160981
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.879
_shelx_estimated_absorpt_t_min   0.732
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.93(16)
 0.07(16)
2. 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, All O(H,H) groups
3. Restrained distances
 O4S-H4SA
 0.84 with sigma of 0.01
 O4S-H4SB
 0.84 with sigma of 0.01
 C3S-O3S
 1.4 with sigma of 0.01
 H3S-H4SA
 2.1 with sigma of 0.001
 H4SA-H4SB
 1.378291 with sigma of 0.03
4. Rigid bond restraints
 C3S, O3S
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Uiso/Uaniso restraints and constraints
C3S \\sim O3S: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
6.a Ternary CH refined with riding coordinates:
 C2(H2A), C4(H4), C5(H5A), C8(H8), C9(H9), C13(H13), C14(H14), C16(H16),
 C19(H19), C20(H20), C23(H23), C27(H27), C32(H32), C35(H35), C36(H36), C41(H41),
  C45(H45), C49(H49), C51(H51), C52(H52), C56(H56), C57(H57), C60(H60),
 C61(H61), C62(H62), C66(H66), C67(H67), C72(H72), C73(H73), C82(H82), C83(H83),
  C84(H84), C89(H89), C92(H92)
6.b Secondary CH2 refined with riding coordinates:
 C78(H78A,H78B), C3(H3A,H3B), C10(H10A,H10B), C15(H15A,H15B), C30(H30A,H30B),
 C31(H31A,H31B), C37(H37A,H37B), C38(H38A,H38B), C50(H50A,H50B), C55(H55A,H55B),
  C68(H68A,H68B), C69(H69A,H69B), C85(H85A,H85B), C86(H86A,H86B)
6.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C26(H26), C28(H28), C40(H40), C42(H42), N4(H4A), C71(H71),
 C77(H77), N3(H3), C88(H88), C90(H90)
6.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C22(H22A,H22B,
 H22C), C24(H24A,H24B,H24C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C44(H44A,
 H44B,H44C), C46(H46A,H46B,H46C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C),
 C63(H63A,H63B,H63C), C74(H74A,H74B,H74C), C76(H76A,H76B,H76C), C80(H80A,H80B,
 H80C), C81(H81A,H81B,H81C), C93(H93A,H93B,H93C), C94(H94A,H94B,H94C), C95(H95A,
 H95B,H95C), C97(H97A,H97B,H97C), C1S(H1SA,H1SB,H1SC), C2S(H2SA,H2SB,H2SC),
 C3S(H3SA,H3SB,H3SC)
6.e Idealised tetrahedral OH refined as rotating group:
 O5(H5), O6(H6), O7(H7), O11(H11), O15(H15), O16(H16A), O1S(H1S), O2S(H2S),
 O3S(H3S)
;
_olex2_submission_special_instructions 'No special instructions were received'