Symmetry-driven diastereoselective functionalization of simple trianglamine
Skowronek, Paweł; Prusinowska, Natalia; Bardziński, Mateusz; Janiak, Agnieszka; Organic & Biomolecular Chemistry  (2022) –; doi:10.1039/D2OB01226J

data_7158860
_publ_section_title
;
 Symmetry-driven diastereoselective functionalization of simple
 trianglamine
;
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_paper_doi               10.1039/D2OB01226J
_journal_year                    2022
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C51 H72 N6'
_chemical_formula_sum            'C51 H72 N6'
_chemical_formula_weight         769.14
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-07-06 deposited with the CCDC.	2022-08-23 downloaded from the CCDC.
;
_cell_angle_alpha                86.280(5)
_cell_angle_beta                 89.524(4)
_cell_angle_gamma                87.865(7)
_cell_formula_units_Z            2
_cell_length_a                   9.4631(7)
_cell_length_b                   12.7155(11)
_cell_length_c                   19.2980(7)
_cell_measurement_reflns_used    6543
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      67.777
_cell_measurement_theta_min      2.265
_cell_volume                     2315.5(3)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 10.5357
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            31289
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.266
_diffrn_reflns_theta_min         2.294
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.490
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.4(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1034
_refine_ls_number_reflns         31289
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0704
_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^)+(0.1130P)^2^+0.4674P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1841
_refine_ls_wR_factor_ref         0.2076
_reflns_Friedel_coverage         0.869
_reflns_Friedel_fraction_full    0.893
_reflns_Friedel_fraction_max     0.845
_reflns_number_gt                22794
_reflns_number_total             31289
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.5414\% 
 around [0.00 0.05 1.00] (reciprocal) or [-0.00 0.01 1.00] (direct)
;
_cod_data_source_file            d2ob01226j2.cif
_cod_data_source_block           3b
_cod_database_code               7158860
_shelx_shelxl_version_number     2018/3
_oxdiff_twin_items               2
_oxdiff_twin_integration_method  simultaneous
_shelx_estimated_absorpt_t_min   0.867
_shelx_estimated_absorpt_t_max   0.976
_shelx_res_checksum              83688
_shelx_hkl_checksum              5642