Synthesis of a figure-eight azahelicene dimer with high emission and CPL properties
Ushiyama, Ayako; Hiroto, Satoru; Yuasa, Junpei; Kawai, Tsuyoshi; Shinokubo, Hiroshi; Organic Chemistry Frontiers 4 (2017) 664–; doi:10.1039/C6QO00629A

data_1553575
_publ_section_title
;
 Synthesis of a figure-eight azahelicene dimer with high emission and CPL
 properties
;
_journal_issue                   5
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              664
_journal_paper_doi               10.1039/C6QO00629A
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C153.47 H187.47 Cl4.41 N2 Si8'
_chemical_formula_weight         2441.25
_chemical_name_systematic        'azahelicene dimer'
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_Hall           'P 4abw 2nw'
_space_group_name_H-M_alt        'P 41 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2016-10-01 deposited with the CCDC.
2016-11-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.2715(3)
_cell_length_b                   21.2715(3)
_cell_length_c                   64.3247(14)
_cell_measurement_reflns_used    33175
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.0590
_cell_measurement_theta_min      1.8680
_cell_volume                     29105.4(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'fine-focus sealed X-ray tube'
_diffrn_measurement_method       'Mo K\a'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4132
_diffrn_reflns_av_unetI/netI     0.1654
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       76
_diffrn_reflns_limit_l_min       -76
_diffrn_reflns_number            238424
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.495
_exptl_absorpt_coefficient_mu    0.203
_exptl_absorpt_correction_T_max  3.297
_exptl_absorpt_correction_T_min  0.241
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_description       prism
_exptl_crystal_F_000             10474
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform'
_exptl_crystal_size_max          0.187
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.016
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.129
_refine_ls_abs_structure_details
;
 Flack x determined using 3353 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.06(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1563
_refine_ls_number_reflns         25635
_refine_ls_number_restraints     123
_refine_ls_restrained_S_all      1.174
_refine_ls_R_factor_all          0.1947
_refine_ls_R_factor_gt           0.1475
_refine_ls_shift/su_max          0.088
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3637
_refine_ls_wR_factor_ref         0.4128
_reflns_Friedel_coverage         0.805
_reflns_Friedel_fraction_full    0.973
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                15201
_reflns_number_total             25635
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6qo00629a2.cif
_cod_data_source_block           dimer_a
_cod_original_cell_volume        29105.4(10)
_cod_database_code               1553575
_shelx_estimated_absorpt_t_min   0.14402
_shelx_estimated_absorpt_t_max   1.00000
_shelxl_version_number           2014-3
_shelx_res_checksum              16147
_shelx_hkl_checksum              58394