Unexpected cleavage of thiacalix[4]arene sulfoxides
Mikšátko, J.; Eigner, V.; Lhoták, P.; RSC Advances 7 (2017) 53407–; doi:10.1039/C7RA11218A

data_7229606
_publ_section_title
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 Unexpected cleavage of thiacalix[4]arene sulfoxides
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_journal_issue                   84
_journal_name_full               'RSC Advances'
_journal_page_first              53407
_journal_paper_doi               10.1039/C7RA11218A
_journal_volume                  7
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C44 H58 O4 S3'
_chemical_formula_sum            'C44 H58 O4 S3'
_chemical_formula_weight         747.14
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2017-06-05 deposited with the CCDC.
2017-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.3246(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.3117(7)
_cell_length_b                   20.2840(7)
_cell_length_c                   18.3956(8)
_cell_measurement_reflns_used    119
_cell_measurement_temperature    180
_cell_measurement_theta_max      74
_cell_measurement_theta_min      5
_cell_volume                     4335.1(3)
_computing_cell_refinement       'Apex3 (Bruker AXS, 2015)'
_computing_data_collection       'Apex3 (Bruker AXS, 2015)'
_computing_data_reduction        'Apex3 (Bruker AXS, 2015)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_pressure         101
_diffrn_ambient_temperature      180
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex3'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.027
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            55684
_diffrn_reflns_theta_full        68.487
_diffrn_reflns_theta_max         68.487
_diffrn_reflns_theta_min         4.359
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.856
_exptl_absorpt_correction_T_max  0.61
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1608.006
_exptl_crystal_size_max          0.399
_exptl_crystal_size_mid          0.354
_exptl_crystal_size_min          0.270
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.26
_refine_ls_abs_structure_details 'Flack (1983), 3789 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.064(8)
_refine_ls_extinction_coef       99(9)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   0.9702
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     587
_refine_ls_number_reflns         7775
_refine_ls_number_restraints     204
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.0022933
_refine_ls_shift/su_mean         0.0001468
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 7.52 11.8 5.91 1.61 
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_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0697
_refine_ls_wR_factor_gt          0.0692
_refine_ls_wR_factor_ref         0.0697
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              24
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              -22
_reflns_number_gt                7722
_reflns_number_total             7775
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.96
_oxford_diffrn_Wilson_scale      65.81
_oxford_refine_ls_r_factor_ref   0.0261
_oxford_refine_ls_scale          0.14612(6)
_oxford_reflns_number_all        7775
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            c7ra11218a2.cif
_cod_data_source_block           6
_cod_depositor_comments
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The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'Other' changed to 'other'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_original_cell_volume        4335.1(4)
_cod_original_sg_symbol_Hall     'C -2yc '
_cod_original_sg_symbol_H-M      'C c '
_cod_database_code               7229606
_iucr_refine_instruction_details_constraints
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BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
CONT ENANTIO 
EQUIVALENCE PART(1001, OCC) 
EQUIVALENCE PART(1002, OCC) 
EQUIVALENCE PART(2001, OCC) 
EQUIVALENCE PART(2002, OCC) 
EQUIVALENCE PART(3001, OCC) 
EQUIVALENCE PART(3002, OCC) 
EQUIVALENCE PART(4001, OCC) 
EQUIVALENCE PART(4002, OCC) 
RIDE C   (   1,X'S) H   (  11,X'S) 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) H   ( 292,X'S) H   ( 293,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) H   ( 313,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) H   ( 332,X'S) H   ( 333,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) H   ( 352,X'S) H   ( 353,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) H   ( 372,X'S) H   ( 373,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) H   ( 382,X'S) H   ( 383,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) H   ( 392,X'S) H   ( 393,X'S) 
RIDE C   ( 137,X'S) H   (1371,X'S) H   (1372,X'S) H   (1373,X'S) 
RIDE C   ( 138,X'S) H   (1381,X'S) H   (1382,X'S) H   (1383,X'S) 
RIDE C   ( 139,X'S) H   (1391,X'S) H   (1392,X'S) H   (1393,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) H   ( 412,X'S) H   ( 413,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) H   ( 423,X'S) 
RIDE C   (  43,X'S) H   ( 431,X'S) H   ( 432,X'S) H   ( 433,X'S) 
RIDE C   ( 141,X'S) H   (1411,X'S) H   (1412,X'S) H   (1413,X'S) 
RIDE C   ( 142,X'S) H   (1421,X'S) H   (1422,X'S) H   (1423,X'S) 
RIDE C   ( 143,X'S) H   (1431,X'S) H   (1432,X'S) H   (1433,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) H   ( 452,X'S) H   ( 453,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) H   ( 462,X'S) H   ( 463,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) H   ( 472,X'S) H   ( 473,X'S) 
RIDE C   ( 145,X'S) H   (1451,X'S) H   (1452,X'S) H   (1453,X'S) 
RIDE C   ( 146,X'S) H   (1461,X'S) H   (1462,X'S) H   (1463,X'S) 
RIDE C   ( 147,X'S) H   (1471,X'S) H   (1472,X'S) H   (1473,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) H   ( 492,X'S) H   ( 493,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) H   ( 502,X'S) H   ( 503,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) H   ( 512,X'S) H   ( 513,X'S) 
RIDE C   ( 149,X'S) H   (1491,X'S) H   (1492,X'S) H   (1493,X'S) 
RIDE C   ( 150,X'S) H   (1501,X'S) H   (1502,X'S) H   (1503,X'S) 
RIDE C   ( 151,X'S) H   (1511,X'S) H   (1512,X'S) H   (1513,X'S) 
END                                                                             
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_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DISTANCE 1.540000 , 0.005000 = C(36) TO C(37) 
DISTANCE 1.540000 , 0.005000 = C(36) TO C(38) 
DISTANCE 1.540000 , 0.005000 = C(36) TO C(39) 
ANGLE 109.000000 , 1.000000 = C(37) TO C(36) TO C(38) 
ANGLE 109.000000 , 1.000000 = C(38) TO C(36) TO C(39) 
ANGLE 109.000000 , 1.000000 = C(39) TO C(36) TO C(37) 
DISTANCE 1.540000 , 0.005000 = C(36) TO C(137) 
DISTANCE 1.540000 , 0.005000 = C(36) TO C(138) 
DISTANCE 1.540000 , 0.005000 = C(36) TO C(139) 
ANGLE 109.000000 , 1.000000 = C(137) TO C(36) TO C(138) 
ANGLE 109.000000 , 1.000000 = C(138) TO C(36) TO C(139) 
ANGLE 109.000000 , 1.000000 = C(139) TO C(36) TO C(137) 
U(IJ)'S  0.0, 0.020000 = C(36) TO C(37) 
U(IJ)'S  0.0, 0.020000 = C(36) TO C(38) 
U(IJ)'S  0.0, 0.020000 = C(36) TO C(39) 
U(IJ)'S  0.0, 0.020000 = C(36) TO C(137) 
U(IJ)'S  0.0, 0.020000 = C(36) TO C(138) 
U(IJ)'S  0.0, 0.020000 = C(36) TO C(139) 
SUM 0.0001 PART(1001, OCC) PART(1002, OCC) 
DISTANCE 1.540000 , 0.005000 = C(40) TO C(41) 
DISTANCE 1.540000 , 0.005000 = C(40) TO C(42) 
DISTANCE 1.540000 , 0.005000 = C(40) TO C(43) 
ANGLE 109.000000 , 1.000000 = C(41) TO C(40) TO C(42) 
ANGLE 109.000000 , 1.000000 = C(42) TO C(40) TO C(43) 
ANGLE 109.000000 , 1.000000 = C(43) TO C(40) TO C(41) 
DISTANCE 1.540000 , 0.005000 = C(40) TO C(141) 
DISTANCE 1.540000 , 0.005000 = C(40) TO C(142) 
DISTANCE 1.540000 , 0.005000 = C(40) TO C(143) 
ANGLE 109.000000 , 1.000000 = C(141) TO C(40) TO C(142) 
ANGLE 109.000000 , 1.000000 = C(142) TO C(40) TO C(143) 
ANGLE 109.000000 , 1.000000 = C(143) TO C(40) TO C(141) 
U(IJ)'S  0.0, 0.020000 = C(40) TO C(41) 
U(IJ)'S  0.0, 0.020000 = C(40) TO C(42) 
U(IJ)'S  0.0, 0.020000 = C(40) TO C(43) 
U(IJ)'S  0.0, 0.020000 = C(40) TO C(141) 
U(IJ)'S  0.0, 0.020000 = C(40) TO C(142) 
U(IJ)'S  0.0, 0.020000 = C(40) TO C(143) 
SUM 0.0001 PART(2001, OCC) PART(2002, OCC) 
DISTANCE 1.540000 , 0.005000 = C(44) TO C(45) 
DISTANCE 1.540000 , 0.005000 = C(44) TO C(46) 
DISTANCE 1.540000 , 0.005000 = C(44) TO C(47) 
ANGLE 109.000000 , 1.000000 = C(45) TO C(44) TO C(46) 
ANGLE 109.000000 , 1.000000 = C(46) TO C(44) TO C(47) 
ANGLE 109.000000 , 1.000000 = C(47) TO C(44) TO C(45) 
DISTANCE 1.540000 , 0.005000 = C(144) TO C(145) 
DISTANCE 1.540000 , 0.005000 = C(144) TO C(146) 
DISTANCE 1.540000 , 0.005000 = C(144) TO C(147) 
ANGLE 109.000000 , 1.000000 = C(145) TO C(144) TO C(146) 
ANGLE 109.000000 , 1.000000 = C(146) TO C(144) TO C(147) 
ANGLE 109.000000 , 1.000000 = C(147) TO C(144) TO C(145) 
U(IJ)'S  0.0, 0.001000 = C(44) TO C(144) 
U(IJ)'S  0.0, 0.010000 = C(44) TO C(45) 
U(IJ)'S  0.0, 0.010000 = C(44) TO C(46) 
U(IJ)'S  0.0, 0.010000 = C(44) TO C(47) 
U(IJ)'S  0.0, 0.010000 = C(144) TO C(145) 
U(IJ)'S  0.0, 0.010000 = C(144) TO C(146) 
U(IJ)'S  0.0, 0.010000 = C(144) TO C(147) 
SUM 0.0001 PART(3001, OCC) PART(3002, OCC) 
DISTANCE 1.540000 , 0.005000 = C(48) TO C(49) 
DISTANCE 1.540000 , 0.005000 = C(48) TO C(50) 
DISTANCE 1.540000 , 0.005000 = C(48) TO C(51) 
ANGLE 109.000000 , 1.000000 = C(49) TO C(48) TO C(50) 
ANGLE 109.000000 , 1.000000 = C(50) TO C(48) TO C(51) 
ANGLE 109.000000 , 1.000000 = C(51) TO C(48) TO C(49) 
DISTANCE 1.540000 , 0.005000 = C(48) TO C(149) 
DISTANCE 1.540000 , 0.005000 = C(48) TO C(150) 
DISTANCE 1.540000 , 0.005000 = C(48) TO C(151) 
ANGLE 109.000000 , 1.000000 = C(149) TO C(48) TO C(150) 
ANGLE 109.000000 , 1.000000 = C(150) TO C(48) TO C(151) 
ANGLE 109.000000 , 1.000000 = C(151) TO C(48) TO C(149) 
U(IJ)'S  0.0, 0.020000 = C(48) TO C(49) 
U(IJ)'S  0.0, 0.020000 = C(48) TO C(50) 
U(IJ)'S  0.0, 0.020000 = C(48) TO C(51) 
U(IJ)'S  0.0, 0.010000 = C(48) TO C(149) 
U(IJ)'S  0.0, 0.010000 = C(48) TO C(150) 
U(IJ)'S  0.0, 0.010000 = C(48) TO C(151) 
SUM 0.0001 PART(4001, OCC) PART(4002, OCC) 
END                                                                             
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