Calix[4]arenes with intramolecularly bridged meta positions prepared via Pd-catalysed double C-H activation
Jan Holub; Vaclav Eigner; Lukas Vrzal; Hana Dvorakova; Pavel Lhotak; Chem.Commun. 49 (2013) 2798–; doi:10.1039/c3cc40655e

data_7109032
_publ_section_title
;
 Calix[4]arenes with intramolecularly bridged meta positions prepared via
 Pd-catalysed double C-H activation
;
_journal_name_full               Chem.Commun.
_journal_page_first              2798
_journal_paper_doi               10.1039/c3cc40655e
_journal_volume                  49
_journal_year                    2013
_chemical_formula_moiety         'C45 H49 N1 O5 S1'
_chemical_formula_sum            'C45 H49 N O5 S'
_chemical_formula_weight         715.95
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 98.418(11)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   41.227(4)
_cell_length_b                   11.524(3)
_cell_length_c                   16.668(2)
_cell_measurement_reflns_used    2525
_cell_measurement_temperature    210
_cell_measurement_theta_max      79
_cell_measurement_theta_min      4
_cell_volume                     7834(2)
_computing_cell_refinement       'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis RED, (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    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_pressure         101
_diffrn_ambient_temperature      210
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.064
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            20782
_diffrn_reflns_theta_full        68.715
_diffrn_reflns_theta_max         78.983
_diffrn_reflns_theta_min         4.336
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.097
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plane
_exptl_crystal_F_000             3056
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.54
_refine_diff_density_min         -0.62
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     520
_refine_ls_number_reflns         7967
_refine_ls_number_restraints     56
_refine_ls_R_factor_all          0.1282
_refine_ls_R_factor_gt           0.0755
_refine_ls_shift/su_max          0.0051914
_refine_ls_shift/su_mean         0.0010352
_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:
0.139E+04 0.215E+04 0.109E+04 275.
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1975
_refine_ls_wR_factor_gt          0.1271
_refine_ls_wR_factor_ref         0.1975
_reflns_limit_h_max              50
_reflns_limit_h_min              -51
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                4314
_reflns_number_total             7967
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   4.92
_oxford_diffrn_Wilson_scale      0.74
_oxford_refine_ls_r_factor_ref   0.1282
_oxford_refine_ls_scale          1.436(7)
_oxford_reflns_number_all        7967
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            c3cc40655e.txt
_cod_data_source_block           1
_cod_original_cell_volume        7833(2)
_cod_original_sg_symbol_Hall     '-C 2yc '
_cod_original_sg_symbol_H-M      'C 1 2/c 1 '
_cod_original_formula_sum        'C45 H49 N1 O5 S1'
_cod_database_code               7109032
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S
RIDE C ( 9,X'S) H ( 91,X'S) H ( 92,X'S)
RIDE C ( 10,X'S) H ( 102,X'S) H ( 101,X'S)
RIDE C ( 11,X'S) H ( 111,X'S) H ( 113,X'S) H ( 112,X'S)
RIDE C ( 13,X'S) H ( 131,X'S)
RIDE C ( 14,X'S) H ( 141,X'S)
RIDE C ( 15,X'S) H ( 152,X'S) H ( 151,X'S)
RIDE C ( 19,X'S) H ( 191,X'S) H ( 192,X'S)
RIDE C ( 20,X'S) H ( 201,X'S) H ( 202,X'S)
RIDE C ( 21,X'S) H ( 211,X'S) H ( 212,X'S) H ( 213,X'S)
RIDE C ( 23,X'S) H ( 231,X'S) H ( 232,X'S)
RIDE C ( 31,X'S) H ( 311,X'S)
RIDE C ( 32,X'S) H ( 321,X'S)
RIDE C ( 33,X'S) H ( 331,X'S)
RIDE C ( 34,X'S) H ( 341,X'S) H ( 342,X'S)
RIDE C ( 36,X'S) H ( 361,X'S)
RIDE C ( 39,X'S) H ( 391,X'S) H ( 392,X'S)
RIDE C ( 44,X'S) H ( 441,X'S)
RIDE C ( 45,X'S) H ( 451,X'S)
RIDE C ( 46,X'S) H ( 461,X'S)
RIDE C ( 49,X'S) H ( 491,X'S)
RIDE C ( 50,X'S) H ( 501,X'S)
RIDE C ( 51,X'S) H ( 511,X'S)
RIDE C ( 52,X'S) H ( 521,X'S)
RIDE C ( 101,X'S) H (1011,X'S) H (1012,X'S)
RIDE C ( 102,X'S) H (1021,X'S) H (1022,X'S)
RIDE C ( 103,X'S) H (1031,X'S) H (1033,X'S) H (1032,X'S)
RIDE C ( 201,X'S) H (2011,X'S) H (2012,X'S)
RIDE C ( 202,X'S) H (2021,X'S) H (2022,X'S)
RIDE C ( 203,X'S) H (2031,X'S) H (2032,X'S) H (2033,X'S)
RIDE C ( 111,X'S) H (1111,X'S) H (1112,X'S)
RIDE C ( 112,X'S) H (1122,X'S) H (1121,X'S)
RIDE C ( 211,X'S) H (2111,X'S)
RIDE C ( 212,X'S) H (2121,X'S) H (2122,X'S)
RIDE C ( 113,X'S) H (1131,X'S) H (1132,X'S) H (1133,X'S)
CONT C ( 213,X'S) H (2131,X'S) H (2132,X'S) H (2133,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 1.441000 , 0.050000 = O(100) TO C(101)
DISTANCE 1.525000 , 0.050000 = C(101) TO C(102)
DISTANCE 1.539000 , 0.050000 = C(102) TO C(103)
DISTANCE 2.372000 , 0.050000 = O(100) TO C(102)
DISTANCE 2.531000 , 0.050000 = C(101) TO C(103)
DISTANCE 1.441000 , 0.050000 = O(100) TO C(201)
DISTANCE 1.525000 , 0.050000 = C(201) TO C(202)
DISTANCE 1.539000 , 0.050000 = C(202) TO C(203)
DISTANCE 2.372000 , 0.050000 = O(100) TO C(202)
DISTANCE 2.531000 , 0.050000 = C(201) TO C(203)
U(IJ)'S 0.0, 0.010000 = C(101) TO C(201)
U(IJ)'S 0.0, 0.010000 = C(102) TO C(202)
U(IJ)'S 0.0, 0.010000 = C(103) TO C(203)
DISTANCE 1.441000 , 0.050000 = O(110) TO C(111)
DISTANCE 1.525000 , 0.050000 = C(111) TO C(112)
DISTANCE 1.539000 , 0.050000 = C(112) TO C(113)
DISTANCE 2.372000 , 0.050000 = O(110) TO C(112)
DISTANCE 2.531000 , 0.050000 = C(111) TO C(113)
DISTANCE 1.441000 , 0.050000 = O(110) TO C(211)
DISTANCE 1.525000 , 0.050000 = C(211) TO C(212)
DISTANCE 1.539000 , 0.050000 = C(212) TO C(213)
DISTANCE 2.372000 , 0.050000 = O(110) TO C(212)
DISTANCE 2.531000 , 0.050000 = C(211) TO C(213)
U(IJ)'S 0.0, 0.010000 = C(111) TO C(211)
U(IJ)'S 0.0, 0.010000 = C(112) TO C(212)
U(IJ)'S 0.0, 0.010000 = C(113) TO C(213)
END
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