Intramolecularly Bridged Calix[4]arenes with Pronounced Complexation Ability toward Neutral Compounds.
Slavík, Petr; Eigner, Václav; Lhoták, Pavel; Organic letters 17 (2015) 2788–2791; doi:10.1021/acs.orglett.5b01200

data_1519654
_publ_section_title
;
 Intramolecularly Bridged Calix[4]arenes with Pronounced Complexation
 Ability toward Neutral Compounds.
;
_journal_issue                   11
_journal_name_full               'Organic letters'
_journal_page_first              2788
_journal_page_last               2791
_journal_paper_doi               10.1021/acs.orglett.5b01200
_journal_volume                  17
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C47 H52 O5, 1.5(C H4 O)'
_chemical_formula_sum            'C48.5 H58 O6.5'
_chemical_formula_weight         744.99
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 113.543(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.7243(6)
_cell_length_b                   10.45113(17)
_cell_length_c                   21.5504(5)
_cell_measurement_reflns_used    17290
_cell_measurement_temperature    180
_cell_measurement_theta_max      76
_cell_measurement_theta_min      5
_cell_volume                     4279.1(2)
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_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    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_pressure         101
_diffrn_ambient_temperature      180
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.982
_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     1.54184
_diffrn_reflns_av_R_equivalents  0.050
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            34342
_diffrn_reflns_theta_full        72.063
_diffrn_reflns_theta_max         75.856
_diffrn_reflns_theta_min         4.476
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1604
_exptl_crystal_size_max          0.570
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.240
_refine_diff_density_max         0.41
_refine_diff_density_min         -0.32
_refine_ls_abs_structure_details 'Flack (1983), 6471 Friedel-pairs'
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9818
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1064
_refine_ls_number_reflns         15657
_refine_ls_number_restraints     105
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0855
_refine_ls_shift/su_max          0.0071966
_refine_ls_shift/su_mean         0.0008871
_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: 
 0.359E+04 0.601E+04 0.373E+04 0.155E+04 380. 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2214
_refine_ls_wR_factor_gt          0.2127
_refine_ls_wR_factor_ref         0.2213
_reflns_limit_h_max              23
_reflns_limit_h_min              -26
_reflns_limit_k_max              12
_reflns_limit_k_min              -13
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                14203
_reflns_number_total             15720
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   4.11
_oxford_diffrn_Wilson_scale      0.08
_oxford_refine_ls_r_factor_ref   0.0910
_oxford_refine_ls_scale          3.83(5)
_oxford_reflns_number_all        15660
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_cod_data_source_file            ol5b01200_si_003.cif
_cod_data_source_block           6d
_cod_depositor_comments
;
Adding full bibliography for 1519652--1519654.cif.

2019-07-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_H-M      'P 1 21 1 '
_cod_original_formula_moiety     '2(C47 H52 O5), 3(C H4 O)'
_cod_original_formula_sum        'C97 H116 O13'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     1489.98
_cod_database_code               1519654
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
CONT ENANTIO 
RIDE C   (   2,X'S) H   (  21,X'S) H   (  22,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) H   (  82,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) H   ( 142,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   (  20,X'S) H   ( 201,X'S) H   ( 202,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 O   (  30,X'S) H   ( 301,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) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  38,X'S) H   ( 382,X'S) H   ( 381,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) H   ( 392,X'S) 
RIDE C   (  40,X'S) H   ( 402,X'S) H   ( 401,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   ( 432,X'S) H   ( 431,X'S) 
RIDE C   (  44,X'S) H   ( 443,X'S) H   ( 442,X'S) H   ( 441,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) H   ( 462,X'S) 
RIDE C   (  47,X'S) H   ( 472,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 483,X'S) H   ( 482,X'S) H   ( 481,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) H   ( 502,X'S) 
RIDE C   (  51,X'S) H   ( 512,X'S) H   ( 511,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) H   ( 523,X'S) H   ( 522,X'S) 
RIDE C   ( 102,X'S) H   (1021,X'S) H   (1022,X'S) 
RIDE C   ( 104,X'S) H   (1041,X'S) 
RIDE C   ( 105,X'S) H   (1051,X'S) 
RIDE C   ( 108,X'S) H   (1081,X'S) H   (1082,X'S) 
RIDE C   ( 111,X'S) H   (1111,X'S) 
RIDE C   ( 112,X'S) H   (1121,X'S) 
RIDE C   ( 114,X'S) H   (1141,X'S) H   (1142,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   ( 120,X'S) H   (1202,X'S) H   (1201,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 O   ( 130,X'S) H   (1301,X'S) 
RIDE C   ( 132,X'S) H   (1321,X'S) 
RIDE C   ( 133,X'S) H   (1331,X'S) 
RIDE C   ( 134,X'S) H   (1341,X'S) 
RIDE C   ( 135,X'S) H   (1351,X'S) 
RIDE C   ( 136,X'S) H   (1361,X'S) 
RIDE C   ( 138,X'S) H   (1381,X'S) H   (1382,X'S) 
RIDE C   ( 139,X'S) H   (1392,X'S) H   (1391,X'S) 
RIDE C   ( 140,X'S) H   (1401,X'S) H   (1403,X'S) H   (1402,X'S) 
RIDE C   ( 338,X'S) H   (3382,X'S) H   (3381,X'S) 
RIDE C   ( 339,X'S) H   (3392,X'S) H   (3391,X'S) 
RIDE C   ( 340,X'S) H   (3401,X'S) H   (3403,X'S) H   (3402,X'S) 
RIDE C   ( 142,X'S) H   (1422,X'S) H   (1421,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) 
RIDE C   ( 146,X'S) H   (1461,X'S) H   (1462,X'S) 
RIDE C   ( 147,X'S) H   (1471,X'S) H   (1472,X'S) 
RIDE C   ( 148,X'S) H   (1481,X'S) H   (1482,X'S) H   (1483,X'S) 
RIDE C   ( 150,X'S) H   (1501,X'S) H   (1502,X'S) 
RIDE C   ( 151,X'S) H   (1511,X'S) H   (1512,X'S) 
RIDE C   ( 152,X'S) H   (1522,X'S) H   (1521,X'S) H   (1523,X'S) 
RIDE C   ( 350,X'S) H   (3502,X'S) H   (3501,X'S) 
RIDE C   ( 351,X'S) H   (3512,X'S) H   (3511,X'S) 
RIDE C   ( 352,X'S) H   (3522,X'S) H   (3521,X'S) H   (3523,X'S) 
RIDE O   ( 901,X'S) H   (9011,X'S) 
RIDE C   ( 902,X'S) H   (9021,X'S) H   (9022,X'S) H   (9023,X'S) 
RIDE O   ( 903,X'S) H   (9031,X'S) 
RIDE C   ( 904,X'S) H   (9041,X'S) H   (9042,X'S) H   (9043,X'S) 
RIDE O   ( 905,X'S) H   (9051,X'S) 
RIDE C   ( 906,X'S) H   (9061,X'S) H   (9062,X'S) H   (9063,X'S) 
RIDE O   ( 907,X'S) H   (9071,X'S) 
RIDE C   ( 908,X'S) H   (9081,X'S) H   (9082,X'S) H   (9083,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 , 0.005000 = O(137) TO C(138) 
DISTANCE 1.525000 , 0.005000 = C(138) TO C(139) 
DISTANCE 1.539000 , 0.005000 = C(139) TO C(140) 
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) 
DISTANCE 1.441000 , 0.005000 = O(137) TO C(338) 
DISTANCE 1.525000 , 0.005000 = C(338) TO C(339) 
DISTANCE 1.539000 , 0.005000 = C(339) TO C(340) 
ANGLE 109.000000 , 1.000000 = O(137) TO C(338) TO C(339) 
ANGLE 109.000000 , 1.000000 = C(338) TO C(339) TO C(340) 
U(IJ)'S  0.0, 0.010000 = O(137) TO C(138) 
U(IJ)'S  0.0, 0.010000 = O(137) TO C(139) 
U(IJ)'S  0.0, 0.010000 = O(137) TO C(140) 
U(IJ)'S  0.0, 0.010000 = O(137) TO C(338) 
U(IJ)'S  0.0, 0.010000 = O(137) TO C(339) 
U(IJ)'S  0.0, 0.010000 = O(137) TO C(340) 
DISTANCE 1.441000 , 0.005000 = O(149) TO C(150) 
DISTANCE 1.525000 , 0.005000 = C(150) TO C(151) 
DISTANCE 1.539000 , 0.005000 = C(151) TO C(152) 
ANGLE 109.000000 , 1.000000 = O(149) TO C(150) TO C(151) 
ANGLE 109.000000 , 1.000000 = C(150) TO C(151) TO C(152) 
DISTANCE 1.441000 , 0.005000 = O(149) TO C(350) 
DISTANCE 1.525000 , 0.005000 = C(350) TO C(351) 
DISTANCE 1.539000 , 0.005000 = C(351) TO C(352) 
ANGLE 109.000000 , 1.000000 = O(149) TO C(350) TO C(351) 
ANGLE 109.000000 , 1.000000 = C(350) TO C(351) TO C(352) 
U(IJ)'S  0.0, 0.010000 = O(149) TO C(150) 
U(IJ)'S  0.0, 0.010000 = O(149) TO C(151) 
U(IJ)'S  0.0, 0.010000 = O(149) TO C(152) 
U(IJ)'S  0.0, 0.010000 = O(149) TO C(350) 
U(IJ)'S  0.0, 0.010000 = O(149) TO C(351) 
U(IJ)'S  0.0, 0.010000 = O(149) TO C(352) 
U(IJ)'S  0.0, 0.010000 = O(905) TO O(907) 
U(IJ)'S  0.0, 0.010000 = C(906) TO C(908) 
END                                                                             
;