Multigram-scale synthesis of an experimental antibiotic, Lolamicin and its intermediate.
Shete, Sanket S.; Sathya Sai Saranya, N.; Sairam, Kamutam; Kandadi, Mounika; Reddy, D. Srinivasa; Organic & biomolecular chemistry 24 (2026) 1413–1417; doi:10.1039/d5ob01914a

data_7160995
_publ_section_title
;
 Multigram-scale synthesis of an experimental antibiotic, Lolamicin and
 its intermediate.
;
_journal_issue                   7
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1413
_journal_page_last               1417
_journal_paper_doi               10.1039/d5ob01914a
_journal_volume                  24
_journal_year                    2026
_chemical_formula_moiety         'C11 H11 I N2 O2'
_chemical_formula_sum            'C11 H11 I N2 O2'
_chemical_formula_weight         330.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-10-24 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.037(3)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   19.0900(17)
_cell_length_b                   9.6073(8)
_cell_length_c                   20.2257(18)
_cell_measurement_reflns_used    9182
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      28.204
_cell_measurement_theta_min      2.203
_cell_volume                     3695.1(6)
_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      294(2)
_diffrn_detector_area_resol_mean 7.391
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III C14'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            42332
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.265
_diffrn_reflns_theta_min         2.544
_diffrn_source                   'Incoatec I\mS 3.0'
_exptl_absorpt_coefficient_mu    2.587
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5642
_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    1.780
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         8926
_refine_ls_number_restraints     123
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0267
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0389P)^2^+0.9082P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0766
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7385
_reflns_number_total             8926
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01914a2.cif
_cod_data_source_block           mo_VA287_0m
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7160995
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.600
_shelx_estimated_absorpt_t_max   0.682
_shelx_res_checksum              32131