Synthesis of Isoxazoline Analogs of Stellettins
Wang, Yuan; Wang, Zhe; Zhuang, Miao; Deng, Xinyi; Liu, Xiaoyu; Jiao, Xiaozhen; Xie, ping; Organic & Biomolecular Chemistry  (2025) –; doi:10.1039/D5OB01632K

data_7160864
_publ_section_title
;
 Synthesis of Isoxazoline Analogs of Stellettins
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D5OB01632K
_journal_year                    2025
_chemical_formula_moiety         'C25 H43 N O3 Si'
_chemical_formula_sum            'C25 H43 N O3 Si'
_chemical_formula_weight         433.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2025-07-15
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-07-16 deposited with the CCDC.	2025-11-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.625(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.8735(12)
_cell_length_b                   8.1365(4)
_cell_length_c                   12.3229(6)
_cell_measurement_reflns_used    2998
_cell_measurement_temperature    118.2(3)
_cell_measurement_theta_max      24.6570
_cell_measurement_theta_min      3.3670
_cell_volume                     2492.9(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      118.2(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details
;
  1 omega   17.00   43.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852   37.0000  -30.0000 26

  2 omega  -13.00   78.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852   19.0000 -120.0000 91

  3 omega  -11.00   17.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852  -57.0000   30.0000 28

  4 omega  -25.00   22.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.0070  -99.0000  -30.0000 47

  5 omega    1.00   32.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852  -57.0000  120.0000 31

  6 omega  -51.00   24.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852  -57.0000   60.0000 75

  7 omega  -45.00   28.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852  -57.0000  -90.0000 73

  8 omega  -15.00   23.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.0070  -99.0000 -120.0000 38

  9 omega  -79.00  -24.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.0070  -77.0000 -120.0000 55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0212685000
_diffrn_orient_matrix_UB_12      0.0198069000
_diffrn_orient_matrix_UB_13      -0.0373262000
_diffrn_orient_matrix_UB_21      0.0002683000
_diffrn_orient_matrix_UB_22      -0.0816380000
_diffrn_orient_matrix_UB_23      -0.0201494000
_diffrn_orient_matrix_UB_31      -0.0190277000
_diffrn_orient_matrix_UB_32      -0.0232711000
_diffrn_orient_matrix_UB_33      0.0389152000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0861
_diffrn_reflns_av_unetI/netI     0.0724
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22046
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.992
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64580
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4841
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0568
_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^)+(0.0490P)^2^+0.6344P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1353
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3394
_reflns_number_total             4841
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01632k2.cif
_cod_data_source_block           exp_9863
_cod_original_cell_volume        2493.0(2)
_cod_database_code               7160864
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.952
_olex2_refinement_description
;
1. 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
2.a Ternary CH refined with riding coordinates:
 C10(H10), C6(H6), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C5(H5A,H5B), C12(H12A,H12B), C8(H8A,H8B), C1(H1A,H1B), C13(H13A,
 H13B)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C24(H24A,H24B,H24C), C23(H23A,
 H23B,H23C), C25(H25A,H25B,H25C)
;
_shelx_res_checksum              10627
_olex2_submission_special_instructions 'No special instructions were received'