Sulfur-Incorporating Cyclotriveratrylene Analogues: The Synthesis of Cyclotrithioguaiacylene
Julien Sanseverino; Jean-Claude Chambron; Emmanuel Aubert; Enrique Espinosa; Journal of Organic Chemistry 76 (2011) 1914–1917; doi:10.1021/jo102324u

data_4026119
_publ_contact_author_address
;Institut de Chimie Mol\'eculaire de 
l Universit\'e de Bourgogne 
(ICMUB, CNRS UMR no. 5260), 
9 Avenue Alain Savary, 
BP 47870, F-21078 Dijon, France
;
_publ_contact_author_email       Jean-Claude.Chambron@u-bourgogne.fr
_publ_contact_author_name        'Chambron, Jean-Claude'
_publ_section_title
;
 Sulfur-Incorporating Cyclotriveratrylene Analogues: The Synthesis of
 Cyclotrithioguaiacylene
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1914
_journal_page_last               1917
_journal_paper_doi               10.1021/jo102324u
_journal_volume                  76
_journal_year                    2011
_chemical_formula_moiety         'C27 H30 O9 S3, 2(C H2 Cl2)'
_chemical_formula_sum            'C29 H34 Cl4 O9 S3'
_chemical_formula_weight         764.54
_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                 127.012(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.8059(4)
_cell_length_b                   12.0718(2)
_cell_length_c                   21.4038(5)
_cell_measurement_reflns_used    16642
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      76.1786
_cell_measurement_theta_min      3.2957
_cell_volume                     3467.41(19)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET)
(compiled Sep 15 2009,11:49:04)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET)
(compiled Sep 15 2009,11:49:04)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET)
(compiled Sep 15 2009,11:49:04)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR_92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 10.4508
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_sigmaI/netI    0.0667
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25730
_diffrn_reflns_theta_full        76.38
_diffrn_reflns_theta_max         76.38
_diffrn_reflns_theta_min         3.29
_exptl_absorpt_coefficient_mu    5.244
_exptl_absorpt_correction_T_max  0.818
_exptl_absorpt_correction_T_min  0.649
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.48 (release 15-09-2009 CrysAlis171 .NET)
(compiled Sep 15 2009,11:49:04)
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    1.465
_exptl_crystal_description       plate
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.1303
_exptl_crystal_size_mid          0.0887
_exptl_crystal_size_min          0.0429
_refine_diff_density_max         1.192
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         7233
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+2.9223P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1147
_reflns_number_gt                6121
_reflns_number_total             7233
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo102324u_si_002.cif
_cod_data_source_block           jc072010
_cod_original_cell_volume        3467.4(2)
_cod_original_sg_symbol_Hall     '    -P 2ybc'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4026119