Access to 27-Nortomatidine and 27-Norsoladulcidine Derivatives.
Czajkowska-Szczykowska, Dorota; Corona Díaz, Alejandro; Aleksiejczuk, Grzegorz; López Castro, Yliana; Morzycki, Jacek W.; The Journal of organic chemistry 84 (2019) 4104–4111; doi:10.1021/acs.joc.9b00103

data_4034244
_publ_section_title
;
 Access to 27-Nortomatidine and 27-Norsoladulcidine Derivatives.
;
_journal_issue                   7
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              4104
_journal_page_last               4111
_journal_paper_doi               10.1021/acs.joc.9b00103
_journal_volume                  84
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C40 H62 N2 O6 Si'
_chemical_formula_sum            'C40 H62 N2 O6 Si'
_chemical_formula_weight         695.00
_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   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 91.298(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.55810(10)
_cell_length_b                   7.37070(10)
_cell_length_c                   39.7747(9)
_cell_measurement_reflns_used    9119
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.0340
_cell_measurement_theta_min      6.0930
_cell_volume                     1922.13(6)
_computing_cell_refinement       'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_molecular_graphics    'OLEX2 (Dolomanov <i>et al.</i>, 2009)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXD-2016(Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4052
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_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    -50.00  17.00   1.00    4.97    --    0.00 104.00  87.00   67
  2  \w   -147.00 -79.00   1.00   19.88    --  -59.00-104.00 -13.00   68
  3  \w    -88.00  17.00   1.00   19.88    --  -59.00 104.00  87.00  105
  4  \w      4.00 109.00   1.00   19.88    --   59.00-104.00 -13.00  105
  5  \w     30.00 113.00   1.00   19.86    --  118.00-104.00 -13.00   83
  6  \w    101.00 178.00   1.00   19.86    --  118.00 104.00  87.00   77
  7  \w      1.00  47.00   1.00    4.97    --    0.00 -99.00-150.00   46
  8  \w      1.00  47.00   1.00    4.97    --    0.00 -99.00-180.00   46
  9  \w      1.00  47.00   1.00    4.97    --    0.00 -99.00 -90.00   46
 10  \w      1.00  47.00   1.00    4.97    --    0.00 -99.00  90.00   46
 11  \w   -148.00 -79.00   1.00   19.88    --  -59.00 -99.00-180.00   69
 12  \w   -148.00 -79.00   1.00   19.88    --  -59.00 -99.00 120.00   69
 13  \w   -148.00 -79.00   1.00   19.88    --  -59.00 -99.00 -90.00   69
 14  \w     94.00 143.00   1.00   19.88    --   59.00 125.00 -90.00   49
 15  \w     81.00 178.00   1.00   19.86    --  118.00  38.00  90.00   97
 16  \w     32.00 116.00   1.00   19.86    --  118.00-111.00  60.00   84
 17  \w     32.00 155.00   1.00   19.86    --  118.00 -64.00   0.00  123
 18  \w     34.00 154.00   1.00   19.86    --  118.00 -50.00 -60.00  120
 19  \w    100.00 178.00   1.00   19.86    --  118.00 111.00   0.00   78
 20  \w     32.00 116.00   1.00   19.86    --  118.00-111.00-180.00   84
 21  \w     81.00 178.00   1.00   19.86    --  118.00  57.00-163.81   97
 22  \w    100.00 178.00   1.00   19.86    --  118.00 111.00 120.00   78
 23  \w     32.00 116.00   1.00   19.86    --  118.00-111.00 -30.00   84
 24  \w     32.00 116.00   1.00   19.86    --  118.00-111.00 120.00   84
 25  \w     32.00 116.00   1.00   19.86    --  118.00-111.00-120.00   84
 26  \w     82.00 178.00   1.00   19.86    --  118.00  50.00   0.00   96
 27  \w     26.00 157.00   1.00   19.86    --  118.00 -77.00 120.00  131
 28  \w     57.00 118.00   1.00   19.86    --  118.00 178.00 150.00   61
 29  \w    101.00 172.00   1.00   19.86    --  118.00 111.00-120.00   71
 30  \w    139.00 165.00   1.00   19.86    --  118.00  64.00 -30.00   26
 31  \w    101.00 127.00   1.00   19.86    --  118.00 -92.00 -60.00   26
 32  \w     83.00 149.00   1.00   19.86    --  118.00  50.00-180.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0781288000
_diffrn_orient_matrix_UB_12      -0.1604375000
_diffrn_orient_matrix_UB_13      0.0215196000
_diffrn_orient_matrix_UB_21      0.0008542000
_diffrn_orient_matrix_UB_22      -0.1212018000
_diffrn_orient_matrix_UB_23      -0.0315590000
_diffrn_orient_matrix_UB_31      0.2215690000
_diffrn_orient_matrix_UB_32      0.0569734000
_diffrn_orient_matrix_UB_33      -0.0065258000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            21303
_diffrn_reflns_point_group_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.834
_diffrn_reflns_theta_min         4.448
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.913
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_description       prism
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Flack x determined using 2817 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.020(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         7601
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0574
_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^)+(0.0330P)^2^+2.5178P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1334
_refine_ls_wR_factor_ref         0.1346
_reflns_Friedel_coverage         0.743
_reflns_Friedel_fraction_full    0.889
_reflns_Friedel_fraction_max     0.866
_reflns_number_gt                7279
_reflns_number_total             7601
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b00103_si_001.cif
_cod_data_source_block           acd
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4034244
_shelx_shelxl_version_number     2016/6
_shelx_res_checksum              18826
_shelx_hkl_checksum              6225