Solvent-free synthesis and chiroptical properties of a C-N axially chiral cruciform dimer of benzo[<i>b</i>]phenoxazine.
Ishikawa, Shuhei; Sakamaki, Daisuke; Gon, Masayuki; Tanaka, Kazuo; Fujiwara, Hideki; Chemical communications (Cambridge, England) 60 (2024) 4946–4949; doi:10.1039/d4cc00977k

data_7132956
_publ_section_title
;
 Solvent-free synthesis and chiroptical properties of a C-N axially chiral
 cruciform dimer of benzo[<i>b</i>]phenoxazine.
;
_journal_issue                   37
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4946
_journal_page_last               4949
_journal_paper_doi               10.1039/d4cc00977k
_journal_volume                  60
_journal_year                    2024
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'
_chemical_formula_moiety         'C43 H43 N2 O2'
_chemical_formula_sum            'C43 H43 N2 O2'
_chemical_formula_weight         619.82
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2024-02-12 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                79.4344(17)
_cell_angle_beta                 87.2227(16)
_cell_angle_gamma                87.6319(19)
_cell_formula_units_Z            4
_cell_length_a                   12.3589(3)
_cell_length_b                   12.8455(3)
_cell_length_c                   22.1587(4)
_cell_measurement_reflns_used    31973
_cell_measurement_temperature    99
_cell_measurement_theta_max      78.95
_cell_measurement_theta_min      2.17
_cell_volume                     3452.24(13)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku, ????)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL Version 2017/1 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      99
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            65679
_diffrn_reflns_point_group_measured_fraction_full 0.789
_diffrn_reflns_point_group_measured_fraction_max 0.735
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         80.081
_diffrn_reflns_theta_min         2.030
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1324.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.69
_refine_diff_density_min         -0.30
_refine_ls_abs_structure_details
;
 Flack x determined using 5866 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     1693
_refine_ls_number_reflns         22181
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.013
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1040P)^2^+0.5332P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1568
_refine_ls_wR_factor_ref         0.1611
_reflns_Friedel_coverage         0.528
_reflns_Friedel_fraction_full    0.579
_reflns_Friedel_fraction_max     0.508
_reflns_number_gt                19909
_reflns_number_total             22181
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            d4cc00977k2.cif
_cod_data_source_block           xcalibur_CCDC2
_cod_depositor_comments
;
Adding full bibliography for 7132954--7132956.cif.

2025-03-05
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C86 H86 N4 O4'
_cod_original_formula_weight         1239.65
_cod_original_formula_moiety         'C86 H86 N4 O4'
_cod_original_formula_units_Z            2
_cod_database_code               7132956
_shelx_res_checksum              24460
_shelx_hkl_checksum              10968