Arylation of thiacalix[4]arenes using organomercurial intermediates
Botha, F.; Eigner, V.; Dvořáková, H.; Lhoták, P.; New J. Chem. 40 (2016) 1104–; doi:10.1039/C5NJ02427G

data_7055159
_publ_section_title
;
 Arylation of thiacalix[4]arenes using organomercurial intermediates
;
_journal_issue                   2
_journal_name_full               'New J. Chem.'
_journal_page_first              1104
_journal_paper_doi               10.1039/C5NJ02427G
_journal_volume                  40
_journal_year                    2016
_chemical_formula_moiety         'C42 H43 N1 O6 S4'
_chemical_formula_sum            'C42 H43 N O6 S4'
_chemical_formula_weight         786.07
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2yc'
_symmetry_space_group_name_H-M   'I 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2015-11-03 deposited with the CCDC.
2015-11-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.4701(17)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.8323(3)
_cell_length_b                   10.8754(2)
_cell_length_c                   37.2560(7)
_cell_measurement_reflns_used    14516
_cell_measurement_temperature    120
_cell_measurement_theta_max      67
_cell_measurement_theta_min      5
_cell_volume                     7875.0(2)
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_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      120
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            26926
_diffrn_reflns_theta_full        67.203
_diffrn_reflns_theta_max         67.203
_diffrn_reflns_theta_min         4.242
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.609
_exptl_absorpt_correction_T_max  0.73
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             3311.998
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.51
_refine_diff_density_min         -0.82
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9685
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     667
_refine_ls_number_reflns         6926
_refine_ls_number_restraints     460
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0770
_refine_ls_shift/su_max          0.0012095
_refine_ls_shift/su_mean         0.0000537
_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: 
 859. 0.131E+04 643. 159. 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1058
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1057
_reflns_limit_h_max              22
_reflns_limit_h_min              -23
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              44
_reflns_limit_l_min              0
_reflns_number_gt                6094
_reflns_number_total             6927
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   4.37
_oxford_diffrn_Wilson_scale      0.84
_oxford_refine_ls_r_factor_ref   0.0839
_oxford_refine_ls_scale          1.397(4)
_oxford_reflns_number_all        6927
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            c5nj02427g2.cif
_cod_data_source_block           5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'Other' changed to 'other'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 4226 2015-11-08 03:32:36Z antanas 

 Adding full bibliography for 7055158--7055162.cif.
;
_cod_original_sg_symbol_Hall     '-I 2yc '
_cod_original_sg_symbol_H-M      'I 2/c '
_cod_original_formula_sum        'C42 H43 N1 O6 S4'
_cod_database_code               7055159
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) H   ( 302,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) H   ( 322,X'S) H   ( 323,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) H   ( 342,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) H   ( 352,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) H   ( 362,X'S) H   ( 363,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) H   ( 382,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) H   ( 392,X'S) 
RIDE C   (  40,X'S) H   ( 401,X'S) H   ( 402,X'S) H   ( 403,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) 
RIDE C   (  43,X'S) H   ( 431,X'S) H   ( 432,X'S) 
RIDE C   (  44,X'S) H   ( 441,X'S) H   ( 442,X'S) H   ( 443,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE C   ( 116,X'S) H   (1161,X'S) 
RIDE C   ( 117,X'S) H   (1171,X'S) 
RIDE C   ( 118,X'S) H   (1181,X'S) 
RIDE C   ( 122,X'S) H   (1221,X'S) 
RIDE C   ( 123,X'S) H   (1231,X'S) 
RIDE C   ( 124,X'S) H   (1241,X'S) 
RIDE C   ( 138,X'S) H   (1381,X'S) H   (1382,X'S) 
RIDE C   ( 139,X'S) H   (1391,X'S) H   (1392,X'S) 
RIDE C   ( 140,X'S) H   (1401,X'S) H   (1402,X'S) H   (1403,X'S) 
RIDE C   ( 142,X'S) H   (1421,X'S) H   (1422,X'S) 
RIDE C   ( 143,X'S) H   (1431,X'S) H   (1432,X'S) 
RIDE C   ( 144,X'S) H   (1441,X'S) H   (1442,X'S) H   (1443,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DISTANCE 1.780000 , 0.005000 = S(2) TO C(1) 
DISTANCE 1.400000 , 0.005000 = C(1) TO C(28) 
DISTANCE 1.400000 , 0.005000 = C(28) TO C(21) 
DISTANCE 1.400000 , 0.005000 = C(21) TO C(22) 
DISTANCE 1.400000 , 0.005000 = C(22) TO C(23) 
DISTANCE 1.400000 , 0.005000 = C(23) TO C(24) 
DISTANCE 1.400000 , 0.005000 = C(24) TO C(1) 
DISTANCE 1.780000 , 0.005000 = S(20) TO C(21) 
ANGLE 120.000000 , 1.000000 = C(24) TO C(1) TO C(28) 
ANGLE 120.000000 , 1.000000 = C(1) TO C(28) TO C(21) 
ANGLE 120.000000 , 1.000000 = C(28) TO C(21) TO C(22) 
ANGLE 120.000000 , 1.000000 = C(21) TO C(22) TO C(23) 
ANGLE 120.000000 , 1.000000 = C(22) TO C(23) TO C(24) 
ANGLE 120.000000 , 1.000000 = C(23) TO C(24) TO C(1) 
PLANAR 0.010000  C(1) C(21) C(22) C(23) C(24) C(28) 
DISTANCE 1.380000 , 0.005000 = C(28) TO O(41) 
DISTANCE 1.450000 , 0.005000 = O(41) TO C(42) 
DISTANCE 1.510000 , 0.005000 = C(42) TO C(43) 
DISTANCE 1.520000 , 0.005000 = C(43) TO C(44) 
ANGLE 120.000000 , 1.000000 = C(1) TO C(28) TO O(41) 
ANGLE 109.000000 , 1.000000 = C(28) TO O(41) TO C(42) 
ANGLE 109.000000 , 1.000000 = O(41) TO C(42) TO C(43) 
ANGLE 109.000000 , 1.000000 = C(42) TO C(43) TO C(44) 
DISTANCE 1.780000 , 0.005000 = S(14) TO C(15) 
DISTANCE 1.400000 , 0.005000 = C(15) TO C(16) 
DISTANCE 1.400000 , 0.005000 = C(16) TO C(17) 
DISTANCE 1.400000 , 0.005000 = C(17) TO C(18) 
DISTANCE 1.400000 , 0.005000 = C(18) TO C(19) 
DISTANCE 1.400000 , 0.005000 = C(19) TO C(27) 
DISTANCE 1.400000 , 0.005000 = C(27) TO C(15) 
DISTANCE 1.780000 , 0.005000 = C(19) TO S(20) 
ANGLE 120.000000 , 1.000000 = C(27) TO C(15) TO C(16) 
ANGLE 120.000000 , 1.000000 = C(15) TO C(16) TO C(17) 
ANGLE 120.000000 , 1.000000 = C(16) TO C(17) TO C(18) 
ANGLE 120.000000 , 1.000000 = C(17) TO C(18) TO C(19) 
ANGLE 120.000000 , 1.000000 = C(18) TO C(19) TO C(27) 
ANGLE 120.000000 , 1.000000 = C(19) TO C(27) TO C(15) 
PLANAR 0.010000  C(15) C(17) C(18) C(19) C(27) C(16) 
DISTANCE 1.380000 , 0.005000 = C(27) TO O(37) 
DISTANCE 1.450000 , 0.005000 = O(37) TO C(38) 
DISTANCE 1.510000 , 0.005000 = C(38) TO C(39) 
DISTANCE 1.520000 , 0.005000 = C(39) TO C(40) 
ANGLE 120.000000 , 1.000000 = C(15) TO C(27) TO O(37) 
ANGLE 109.000000 , 1.000000 = C(27) TO O(37) TO C(38) 
ANGLE 109.000000 , 1.000000 = O(37) TO C(38) TO C(39) 
ANGLE 109.000000 , 1.000000 = C(38) TO C(39) TO C(40) 
DISTANCE 1.780000 , 0.005000 = S(2) TO C(101) 
DISTANCE 1.400000 , 0.005000 = C(101) TO C(128) 
DISTANCE 1.400000 , 0.005000 = C(128) TO C(121) 
DISTANCE 1.400000 , 0.005000 = C(121) TO C(122) 
DISTANCE 1.400000 , 0.005000 = C(122) TO C(123) 
DISTANCE 1.400000 , 0.005000 = C(123) TO C(124) 
DISTANCE 1.400000 , 0.005000 = C(124) TO C(101) 
DISTANCE 1.780000 , 0.005000 = S(120) TO C(121) 
ANGLE 120.000000 , 1.000000 = C(124) TO C(101) TO C(128) 
ANGLE 120.000000 , 1.000000 = C(101) TO C(128) TO C(121) 
ANGLE 120.000000 , 1.000000 = C(128) TO C(121) TO C(122) 
ANGLE 120.000000 , 1.000000 = C(121) TO C(122) TO C(123) 
ANGLE 120.000000 , 1.000000 = C(122) TO C(123) TO C(124) 
ANGLE 120.000000 , 1.000000 = C(123) TO C(124) TO C(101) 
PLANAR 0.010000  C(101) C(121) C(122) C(123) C(124) C(128) 
DISTANCE 1.380000 , 0.005000 = C(128) TO O(141) 
DISTANCE 1.450000 , 0.005000 = O(141) TO C(142) 
DISTANCE 1.510000 , 0.005000 = C(142) TO C(143) 
DISTANCE 1.520000 , 0.005000 = C(143) TO C(144) 
ANGLE 120.000000 , 1.000000 = C(101) TO C(128) TO O(141) 
ANGLE 109.000000 , 1.000000 = C(128) TO O(141) TO C(142) 
ANGLE 109.000000 , 1.000000 = O(141) TO C(142) TO C(143) 
ANGLE 109.000000 , 1.000000 = C(142) TO C(143) TO C(144) 
DISTANCE 1.780000 , 0.005000 = S(14) TO C(115) 
DISTANCE 1.400000 , 0.005000 = C(115) TO C(116) 
DISTANCE 1.400000 , 0.005000 = C(116) TO C(117) 
DISTANCE 1.400000 , 0.005000 = C(117) TO C(118) 
DISTANCE 1.400000 , 0.005000 = C(118) TO C(119) 
DISTANCE 1.400000 , 0.005000 = C(119) TO C(127) 
DISTANCE 1.400000 , 0.005000 = C(127) TO C(115) 
DISTANCE 1.780000 , 0.005000 = C(119) TO S(120) 
ANGLE 120.000000 , 1.000000 = C(127) TO C(115) TO C(116) 
ANGLE 120.000000 , 1.000000 = C(115) TO C(116) TO C(117) 
ANGLE 120.000000 , 1.000000 = C(116) TO C(117) TO C(118) 
ANGLE 120.000000 , 1.000000 = C(117) TO C(118) TO C(119) 
ANGLE 120.000000 , 1.000000 = C(118) TO C(119) TO C(127) 
ANGLE 120.000000 , 1.000000 = C(119) TO C(127) TO C(115) 
PLANAR 0.010000  C(115) C(117) C(118) C(119) C(127) C(116) 
DISTANCE 1.380000 , 0.005000 = C(127) TO O(137) 
DISTANCE 1.450000 , 0.005000 = O(137) TO C(138) 
DISTANCE 1.510000 , 0.005000 = C(138) TO C(139) 
DISTANCE 1.520000 , 0.005000 = C(139) TO C(140) 
ANGLE 120.000000 , 1.000000 = C(115) TO C(127) TO O(137) 
ANGLE 109.000000 , 1.000000 = C(127) TO O(137) TO C(138) 
ANGLE 109.000000 , 1.000000 = O(137) TO C(138) TO C(139) 
ANGLE 109.000000 , 1.000000 = C(138) TO C(139) TO C(140) 
DELU 0.005 FOR PART(1001) PART(1002) 
SIMU 0.010 FOR PART(1001) PART(1002) 
END                                                                             
;