Stereoselective total synthesis of cytotoxic cyclodepsipeptide menominin B: call for revision of the proposed structure.
Paipuri, Siva Ramakrishna; Nayak, Padyabharati; Raman, Resmi Kattukaran; Andugulapati, Sai Balaji; Pabbaraja, Srihari; Organic & biomolecular chemistry 23 (2025) 7115–7119; doi:10.1039/d5ob01067e

data_7160656
_publ_section_title
;
 Stereoselective total synthesis of cytotoxic cyclodepsipeptide menominin
 B: call for revision of the proposed structure.
;
_journal_issue                   30
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              7115
_journal_page_last               7119
_journal_paper_doi               10.1039/d5ob01067e
_journal_volume                  23
_journal_year                    2025
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C29 H45 N O6'
_chemical_formula_sum            'C29 H45 N O6'
_chemical_formula_weight         503.66
_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'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-06-30 deposited with the CCDC.	2025-07-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.047(9)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   11.4255(17)
_cell_length_b                   14.326(2)
_cell_length_c                   27.200(4)
_cell_measurement_reflns_used    8618
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      54.3025
_cell_measurement_theta_min      3.490
_cell_volume                     4434.9(11)
_computing_cell_refinement       '<i>SAINT</i> (Bruker, 2019)'
_computing_data_collection       '<i>APEX5</i> (Bruker, 2023)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.391
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III C14'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1325
_diffrn_reflns_av_unetI/netI     0.1497
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            72798
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.222
_diffrn_reflns_theta_min         3.262
_diffrn_source                   'Incoatec I\mS 3.0'
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  0.7158
_exptl_absorpt_correction_T_min  0.5614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_description       needle
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details
;
 Flack x determined using 2956 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1114
_refine_ls_number_reflns         17347
_refine_ls_number_restraints     492
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0979
_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^)+(0.1843P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2499
_refine_ls_wR_factor_ref         0.3105
_reflns_Friedel_coverage         0.838
_reflns_Friedel_fraction_full    0.958
_reflns_Friedel_fraction_max     0.891
_reflns_number_gt                9480
_reflns_number_total             17347
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01067e2.cif
_cod_data_source_block           cu_VA353_0m_a
_cod_original_cell_volume        4434.8(11)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7160656
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.834
_shelx_estimated_absorpt_t_max   0.880
_shelx_res_checksum              56770