Convergent Synthesis, Resolution, and Chiroptical Properties of Dimethoxychromenoacridinium Ions.
Gouin, Jérôme; Bürgi, Thomas; Guénée, Laure; Lacour, Jérôme; Organic letters 16 (2014) 3800–; doi:10.1021/ol501692r

data_1516884
_publ_section_title
;
 Convergent Synthesis, Resolution, and Chiroptical Properties of
 Dimethoxychromenoacridinium Ions.
;
_journal_issue                   14
_journal_name_full               'Organic letters'
_journal_page_first              3800
_journal_paper_doi               10.1021/ol501692r
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C26 H30 N O5, B F4, C H2 Cl2'
_chemical_formula_sum            'C27 H32 B Cl2 F4 N O5'
_chemical_formula_weight         608.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 129.3670(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.1584(2)
_cell_length_b                   8.40520(10)
_cell_length_c                   24.4160(3)
_cell_measurement_reflns_used    9626
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      73.1010
_cell_measurement_theta_min      2.4555
_cell_volume                     2880.95(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'Ortep 3 (Farrugia, 1997)'
_computing_publication_material  ShelX-ACTA
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-97 (Atomare, 1999)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 10.4679
_diffrn_measured_fraction_theta_full 1.00
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            16615
_diffrn_reflns_theta_full        66.97
_diffrn_reflns_theta_max         73.26
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    2.590
_exptl_absorpt_correction_T_max  0.698
_exptl_absorpt_correction_T_min  0.390
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.6079
_exptl_crystal_size_mid          0.2777
_exptl_crystal_size_min          0.1579
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         5655
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0498
_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^)+(0.0810P)^2^+2.1686P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1456
_reflns_number_gt                5023
_reflns_number_total             5655
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol501692r_si_002.cif
_cod_data_source_block           10aBF4
_cod_depositor_comments          'Adding full bibliography for 1516884.cif.'
_cod_original_cell_volume        2880.94(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1516884