Intramolecular Cyclization of Thiophene-Based [7]Helicenes to Quasi-[8]Circulenes
Andrzej Rajca; Makoto Miyasaka; Shuzhang Xiao; Przemysław J. Boratyński; Maren Pink; Suchada Rajca; Journal of Organic Chemistry 74 (2009) 9105–9111; doi:10.1021/jo902030u

data_4025086
_publ_section_title
;
Intramolecular Cyclization of Thiophene-Based [7]Helicenes to
Quasi-[8]Circulenes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9105
_journal_page_last               9111
_journal_paper_doi               10.1021/jo902030u
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C48 H62 S5'
_chemical_formula_sum            'C48 H62 S5'
_chemical_formula_weight         799.28
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.74(2)
_cell_angle_beta                 95.84(2)
_cell_angle_gamma                92.598(17)
_cell_formula_units_Z            2
_cell_length_a                   5.030(3)
_cell_length_b                   18.056(10)
_cell_length_c                   23.870(15)
_cell_measurement_reflns_used    1750
_cell_measurement_temperature    95(2)
_cell_measurement_theta_max      16.5
_cell_measurement_theta_min      2.5
_cell_volume                     2070(2)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2003), XTEL (loc. libr.)'
_computing_publication_material  'SHELXTL (Bruker, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      95(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 44.52
_diffrn_detector_type            'Bruker SMART 6000'
_diffrn_measured_fraction_theta_full 0.896
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_details      '0.5 degree frames measured for 1 seconds each'
_diffrn_measurement_device       'three-circle goniometer with fixed chi'
_diffrn_measurement_device_type  'Bruker Platform goniometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'diamond 1 1 1'
_diffrn_radiation_source         synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.43321
_diffrn_reflns_av_R_equivalents  0.2557
_diffrn_reflns_av_sigmaI/netI    0.3056
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            31512
_diffrn_reflns_theta_full        17.78
_diffrn_reflns_theta_max         17.78
_diffrn_reflns_theta_min         0.77
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  0.9983
_exptl_absorpt_correction_T_min  0.9933
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.670
_refine_diff_density_rms         0.152
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.358
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     508
_refine_ls_number_reflns         10873
_refine_ls_number_restraints     122
_refine_ls_restrained_S_all      1.354
_refine_ls_R_factor_all          0.2941
_refine_ls_R_factor_gt           0.1451
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3410
_refine_ls_wR_factor_ref         0.3898
_reflns_number_gt                3855
_reflns_number_total             10873
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902030u_si_001.cif
_cod_data_source_block           cmc0581
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4025086