Thiacyclophane Cages and Related Bi- and Tripodal Molecules via Transient Polysulfenic Acids
Maria Chiara Aversa; Anna Barattucci; Paola Bonaccorsi; Cristina Faggi; Teresa Papalia; Journal of Organic Chemistry 72 (2007) 4486–4496; doi:10.1021/jo070449b

data_4022951
_publ_section_title
;
 Thiacyclophane Cages and Related Bi- and Tripodal Molecules
 via Transient Polysulfenic Acids
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4486
_journal_page_last               4496
_journal_paper_doi               10.1021/jo070449b
_journal_volume                  72
_journal_year                    2007
_chemical_formula_moiety         '2(C28 H22 O2 S2), (C H Cl3)'
_chemical_formula_sum            'C57 H45 Cl3 O4 S4'
_chemical_formula_weight         1028.52
_chemical_melting_point          145
_chemical_name_systematic
;
1,4-bis-([1-(4-ethynylphenyl)ethenylsulfinyl]methyl)benzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date
;
'Fri Jan 26 12:41:17 2007'
;
_audit_creation_method
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET)
(compiled Jul 10 2006,00:11:42)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.4960(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.4740(10)
_cell_length_b                   7.6600(10)
_cell_length_c                   26.6840(10)
_cell_measurement_reflns_used    11523
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      64.9843
_cell_measurement_theta_min      3.7523
_cell_volume                     5002.3(7)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET)
(compiled Jul 10 2006,00:11:42)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET)
(compiled Jul 10 2006,00:11:42)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET)
(compiled Jul 10 2006,00:11:42)
;
_computing_molecular_graphics    Ortep3
_computing_publication_material  Ciftab
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.1241
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details
;
  1 omega  -79.00  -33.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       -9.8862  -45.0000  120.0000    0.0000    0.0000 46

  2 omega  -10.00   36.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       12.9962  -45.0000  240.0000    0.0000    0.0000 46

  3 omega  -56.00  -10.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       12.9962  -45.0000  240.0000    0.0000    0.0000 46

  4 omega  -10.00   25.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       12.9962 -117.0000  152.0000    0.0000    0.0000 35

  5 omega -158.00 -101.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -89.0000 -168.0000  177.0000    0.0000    0.0000 57

  6 omega -110.00  -58.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -89.0000  -79.0000  258.0000    0.0000    0.0000 52

  7 omega -113.00  -66.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -89.0000  -38.0000  315.0000    0.0000    0.0000 47

  8 omega -113.00  -66.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -89.0000  -37.0000  290.0000    0.0000    0.0000 47

  9 omega -161.00 -110.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -89.0000  -78.0000  302.0000    0.0000    0.0000 51

 10 omega -158.00 -112.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -89.0000  -58.0000  133.0000    0.0000    0.0000 46

 11 omega -119.00  -69.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -89.0000   75.0000  120.0000    0.0000    0.0000 50

 12 omega   26.00   72.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000 -117.0000  -59.0000    0.0000    0.0000 46

 13 omega   31.00   77.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000  -45.0000  120.0000    0.0000    0.0000 46

 14 omega   72.00  118.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000 -117.0000  152.0000    0.0000    0.0000 46

 15 omega   26.00   72.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000 -117.0000  152.0000    0.0000    0.0000 46

 16 omega  123.00  169.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000   45.0000  240.0000    0.0000    0.0000 46

 17 omega  123.00  169.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000   45.0000  120.0000    0.0000    0.0000 46

 18 omega   77.00  125.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000 -131.0000  238.0000    0.0000    0.0000 48

 19 omega   80.00  130.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000  -75.0000  120.0000    0.0000    0.0000 50

 20 omega  123.00  169.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      100.0000   45.0000    0.0000    0.0000    0.0000 46
;
_diffrn_measurement_device_type  'OD XcaliburPx Ultra'
_diffrn_measurement_method       'profile data from omega scan'
_diffrn_orient_matrix_UB_11      -0.0159517176
_diffrn_orient_matrix_UB_12      -0.0113824981
_diffrn_orient_matrix_UB_13      0.0559100608
_diffrn_orient_matrix_UB_21      -0.0599672951
_diffrn_orient_matrix_UB_22      -0.0320036251
_diffrn_orient_matrix_UB_23      -0.0145031544
_diffrn_orient_matrix_UB_31      0.0106693414
_diffrn_orient_matrix_UB_32      -0.1982443026
_diffrn_orient_matrix_UB_33      -0.0008229383
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance(Cu)X-Ray source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0466
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            30714
_diffrn_reflns_theta_full        66.03
_diffrn_reflns_theta_max         66.03
_diffrn_reflns_theta_min         3.75
_exptl_absorpt_coefficient_mu    3.596
_exptl_absorpt_correction_T_max  0.5625
_exptl_absorpt_correction_T_min  0.4871
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.2 (release 07-07-2006 CrysAlis171 .NET)
(compiled Jul 10 2006,00:11:42)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.587
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     793
_refine_ls_number_reflns         8393
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.935
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0442
_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^)+(0.0817P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1231
_reflns_number_gt                5514
_reflns_number_total             8393
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo070449bsi20070305_035850.cif
_cod_data_source_block           xcalibur
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4022951