meta-Bridged Calix[4]arenes Prepared by Friedel–Crafts Alkylation
Slavik, Petr; Dvorakova, Hana; Eigner, Vaclav; Lhotak, Pavel; New Journal of Chemistry 41 (2017) 14738–14745; doi:10.1039/C7NJ03394J

data_7056725
_publ_section_title
;
 meta-Bridged Calix[4]arenes Prepared by Friedel--Crafts Alkylation
;
_journal_issue                   23
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              14738
_journal_page_last               14745
_journal_paper_doi               10.1039/C7NJ03394J
_journal_volume                  41
_journal_year                    2017
_chemical_formula_moiety         'C66 H64 O4, C H4 O, H2 O '
_chemical_formula_sum            'C67 H70 O6'
_chemical_formula_weight         971.29
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2017-06-14 deposited with the CCDC.
2017-11-02 downloaded from the CCDC.
;
_cell_angle_alpha                77.2299(19)
_cell_angle_beta                 79.1729(18)
_cell_angle_gamma                72.4389(18)
_cell_formula_units_Z            2
_cell_length_a                   11.4179(5)
_cell_length_b                   11.8579(5)
_cell_length_c                   23.5940(10)
_cell_measurement_reflns_used    9804
_cell_measurement_temperature    180
_cell_measurement_theta_max      69
_cell_measurement_theta_min      4
_cell_volume                     2944.9(2)
_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 0.994
_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  0.033
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            10794
_diffrn_reflns_theta_full        67.146
_diffrn_reflns_theta_max         68.516
_diffrn_reflns_theta_min         3.875
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.536
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.095
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1040.000
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.170
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.50
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     768
_refine_ls_number_reflns         10721
_refine_ls_number_restraints     129
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0785
_refine_ls_shift/su_max          0.0023322
_refine_ls_shift/su_mean         0.0001880
_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: 
 8.62 12.9 5.73 1.34 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2130
_refine_ls_wR_factor_gt          0.2057
_refine_ls_wR_factor_ref         0.2127
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              14
_reflns_limit_k_min              -13
_reflns_limit_l_max              28
_reflns_limit_l_min              0
_reflns_number_gt                9474
_reflns_number_total             10794
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   4.00
_oxford_diffrn_Wilson_scale      66.33
_oxford_refine_ls_r_factor_ref   0.0861
_oxford_refine_ls_scale          0.15906(11)
_oxford_reflns_number_all        10794
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            c7nj03394j2.cif
_cod_data_source_block           16
_cod_depositor_comments
;
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_sg_symbol_Hall     '-P 1 '
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7056725
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
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   (   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   (  20,X'S) H   ( 201,X'S) H   ( 202,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) H   ( 322,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) H   ( 332,X'S) 
RIDE C   (  34,X'S) H   ( 343,X'S) H   ( 342,X'S) H   ( 341,X'S) 
RIDE C   ( 132,X'S) H   (1321,X'S) H   (1322,X'S) 
RIDE C   ( 133,X'S) H   (1331,X'S) H   (1332,X'S) 
RIDE C   ( 134,X'S) H   (1343,X'S) H   (1342,X'S) H   (1341,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) H   ( 362,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) H   ( 372,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) H   ( 382,X'S) H   ( 383,X'S) 
CONTINUE C   ( 138,X'S) H   (1383,X'S) H   (1382,X'S) H   (1381,X'S) 
RIDE C   ( 136,X'S) H   (1361,X'S) H   (1362,X'S) 
RIDE C   ( 137,X'S) H   (1371,X'S) H   (1372,X'S) 
RIDE C   (  40,X'S) H   ( 401,X'S) H   ( 402,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) H   ( 412,X'S) 
RIDE C   (  42,X'S) H   ( 422,X'S) H   ( 421,X'S) H   ( 423,X'S) 
CONTINUE C   ( 142,X'S) H   (1423,X'S) H   (1422,X'S) H   (1421,X'S) 
RIDE C   ( 140,X'S) H   (1401,X'S) H   (1402,X'S) 
RIDE C   ( 141,X'S) H   (1412,X'S) H   (1411,X'S) 
RIDE C   (  44,X'S) H   ( 442,X'S) H   ( 441,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) H   ( 452,X'S) 
RIDE C   (  46,X'S) H   ( 462,X'S) H   ( 461,X'S) H   ( 463,X'S) 
RIDE C   ( 144,X'S) H   (1441,X'S) H   (1442,X'S) 
RIDE C   ( 145,X'S) H   (1452,X'S) H   (1451,X'S) 
RIDE C   ( 146,X'S) H   (1461,X'S) H   (1462,X'S) H   (1463,X'S) 
RIDE C   (  48,X'S) H   ( 481,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   (  54,X'S) H   ( 541,X'S) 
RIDE C   (  55,X'S) H   ( 551,X'S) 
RIDE C   (  56,X'S) H   ( 561,X'S) 
RIDE C   (  57,X'S) H   ( 571,X'S) 
RIDE C   (  58,X'S) H   ( 581,X'S) 
RIDE C   (  60,X'S) H   ( 601,X'S) 
RIDE C   (  61,X'S) H   ( 611,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) 
RIDE C   (  63,X'S) H   ( 631,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) 
RIDE C   (  67,X'S) H   ( 671,X'S) 
RIDE C   (  68,X'S) H   ( 681,X'S) 
RIDE C   (  69,X'S) H   ( 691,X'S) 
RIDE C   (  70,X'S) H   ( 701,X'S) 
RIDE O   ( 901,X'S) H   (9011,X'S) H   (9012,X'S) 
RIDE O   ( 902,X'S) H   (9021,X'S) 
RIDE C   ( 903,X'S) H   (9031,X'S) H   (9032,X'S) H   (9033,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 1.460000 , 0.005000 = O(31) TO C(32) 
DISTANCE 1.505000 , 0.005000 = C(32) TO C(33) 
DISTANCE 1.540000 , 0.005000 = C(33) TO C(34) 
ANGLE 109.000000 , 1.000000 = O(31) TO C(32) TO C(33) 
ANGLE 109.000000 , 1.000000 = C(32) TO C(33) TO C(34) 
DISTANCE 1.460000 , 0.005000 = O(31) TO C(132) 
DISTANCE 1.505000 , 0.005000 = C(132) TO C(133) 
DISTANCE 1.540000 , 0.005000 = C(133) TO C(134) 
ANGLE 109.000000 , 1.000000 = O(31) TO C(132) TO C(133) 
ANGLE 109.000000 , 1.000000 = C(132) TO C(133) TO C(134) 
U(IJ)'S  0.0, 0.010000 = C(32) TO C(132) 
U(IJ)'S  0.0, 0.010000 = C(33) TO C(133) 
U(IJ)'S  0.0, 0.010000 = C(34) TO C(134) 
SUM 0.0001 PART(1001, OCC) PART(1002, OCC) 
DISTANCE 1.460000 , 0.005000 = O(35) TO C(36) 
DISTANCE 1.505000 , 0.005000 = C(36) TO C(37) 
DISTANCE 1.540000 , 0.005000 = C(37) TO C(38) 
ANGLE 109.000000 , 1.000000 = O(35) TO C(36) TO C(37) 
ANGLE 109.000000 , 1.000000 = C(36) TO C(37) TO C(38) 
DISTANCE 1.460000 , 0.005000 = O(35) TO C(136) 
DISTANCE 1.505000 , 0.005000 = C(136) TO C(137) 
DISTANCE 1.540000 , 0.005000 = C(137) TO C(138) 
ANGLE 109.000000 , 1.000000 = O(35) TO C(136) TO C(137) 
ANGLE 109.000000 , 1.000000 = C(136) TO C(137) TO C(138) 
U(IJ)'S  0.0, 0.010000 = O(35) TO C(36) 
U(IJ)'S  0.0, 0.010000 = O(35) TO C(136) 
U(IJ)'S  0.0, 0.010000 = C(37) TO C(137) 
U(IJ)'S  0.0, 0.010000 = C(38) TO C(138) 
SUM 0.0001 PART(2001, OCC) PART(2002, OCC) 
DISTANCE 1.460000 , 0.005000 = O(43) TO C(44) 
DISTANCE 1.505000 , 0.005000 = C(44) TO C(45) 
DISTANCE 1.540000 , 0.005000 = C(45) TO C(46) 
ANGLE 109.000000 , 1.000000 = O(43) TO C(44) TO C(45) 
ANGLE 109.000000 , 1.000000 = C(44) TO C(45) TO C(46) 
DISTANCE 1.460000 , 0.005000 = O(43) TO C(144) 
DISTANCE 1.505000 , 0.005000 = C(144) TO C(145) 
DISTANCE 1.540000 , 0.005000 = C(145) TO C(146) 
ANGLE 109.000000 , 1.000000 = O(43) TO C(144) TO C(145) 
ANGLE 109.000000 , 1.000000 = C(144) TO C(145) TO C(146) 
U(IJ)'S  0.0, 0.010000 = O(43) TO C(44) 
U(IJ)'S  0.0, 0.010000 = O(43) TO C(144) 
U(IJ)'S  0.0, 0.010000 = C(45) TO C(145) 
U(IJ)'S  0.0, 0.010000 = C(46) TO C(146) 
SUM 0.0001 PART(3001, OCC) PART(3002, OCC) 
DISTANCE 1.460000 , 0.005000 = O(39) TO C(40) 
DISTANCE 1.505000 , 0.005000 = C(40) TO C(41) 
DISTANCE 1.540000 , 0.005000 = C(41) TO C(42) 
ANGLE 109.000000 , 1.000000 = O(39) TO C(40) TO C(41) 
ANGLE 109.000000 , 1.000000 = C(40) TO C(41) TO C(42) 
DISTANCE 1.460000 , 0.005000 = O(39) TO C(140) 
DISTANCE 1.505000 , 0.005000 = C(140) TO C(141) 
DISTANCE 1.540000 , 0.005000 = C(141) TO C(142) 
ANGLE 109.000000 , 1.000000 = O(39) TO C(140) TO C(141) 
ANGLE 109.000000 , 1.000000 = C(140) TO C(141) TO C(142) 
U(IJ)'S  0.0, 0.010000 = C(40) TO C(140) 
U(IJ)'S  0.0, 0.010000 = C(41) TO C(141) 
U(IJ)'S  0.0, 0.010000 = C(42) TO C(142) 
SUM 0.0001 PART(4001, OCC) PART(4002, OCC) 
DISTANCE 1.450000 , 0.005000 = O(902) TO C(903) 
END                                                                             
;