Bowl-shaped Tröger's bases and their recognition properties.
Mosca, Lorenzo; Čejka, Jan; Dolenský, Bohumil; Havlík, Martin; Jakubek, Milan; Kaplánek, Robert; Král, Vladimír; Anzenbacher, Pavel; Chemical communications (Cambridge, England) 52 (2016) 10664–10667; doi:10.1039/c6cc05923f

data_7124970
_publ_section_title
;
 Bowl-shaped Tr\"oger's bases and their recognition properties.
;
_journal_issue                   70
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10664
_journal_page_last               10667
_journal_paper_doi               10.1039/c6cc05923f
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C46 H38 Cl2 N6'
_chemical_formula_sum            'C46 H38 Cl2 N6'
_chemical_formula_weight         745.75
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_update_record
;
2016-06-13 deposited with the CCDC.
2016-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                107.088(7)
_cell_angle_beta                 100.483(6)
_cell_angle_gamma                116.305(8)
_cell_formula_units_Z            6
_cell_length_a                   17.9422(14)
_cell_length_b                   18.3629(16)
_cell_length_c                   20.9128(13)
_cell_measurement_reflns_used    12702
_cell_measurement_temperature    190
_cell_measurement_theta_max      82
_cell_measurement_theta_min      4
_cell_volume                     5498.3(10)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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_temperature      190
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.102
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            22877
_diffrn_reflns_theta_full        73.176
_diffrn_reflns_theta_max         73.510
_diffrn_reflns_theta_min         4.404
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.929
_exptl_absorpt_correction_T_max  0.85
_exptl_absorpt_correction_T_min  0.38
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2340
_exptl_crystal_size_max          0.549
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.087
_refine_diff_density_max         1.39
_refine_diff_density_min         -1.81
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1449
_refine_ls_number_reflns         20185
_refine_ls_number_restraints     1975
_refine_ls_R_factor_all          0.1479
_refine_ls_R_factor_gt           0.0951
_refine_ls_shift/su_max          0.0001714
_refine_ls_shift/su_mean         0.0000118
_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: 
 0.167E+04 0.257E+04 0.132E+04 338. 0.00 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2544
_refine_ls_wR_factor_gt          0.1854
_refine_ls_wR_factor_ref         0.2526
_reflns_limit_h_max              22
_reflns_limit_h_min              -22
_reflns_limit_k_max              21
_reflns_limit_k_min              -23
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                11270
_reflns_number_total             22877
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   4.79
_oxford_diffrn_Wilson_scale      0.22
_oxford_refine_ls_r_factor_ref   0.1475
_oxford_refine_ls_scale          2.227(12)
_oxford_reflns_number_all        20203
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_iucr_refine_instructions_details_constraints
;
BLOCK 
CONT SCALE 
CONT N    (   11 ,X'S,U'S)  UNTIL C    (   86 ) 
CONT N    (  111 ,X'S,U'S)  UNTIL C    (  186 ) 
CONT N    (  211 ,X'S,U'S)  UNTIL C    (  286 ) 
CONT C    (    1 ,X'S,U'S) 
CONT CL   (    1 ,X'S,U'S)  UNTIL C    (    2 ) 
CONT CL   (    3 ,X'S,U'S)  UNTIL CL   (    4 ) 
CONT C    (    3 ,X'S)  UNTIL CL   (    7 ) 
EQUIV C    (    3 ,U[ISO])  UNTIL CL   (    7 ) 
EQUIV PART(0001,OCC) PART(0002,OCC) 
WEIGHT -1 PART(0002,OCC) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  15,X'S) H   ( 151,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) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  24,X'S) H   ( 242,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) H   ( 252,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) H   ( 542,X'S) 
RIDE C   (  55,X'S) H   ( 552,X'S) H   ( 551,X'S) 
RIDE C   (  72,X'S) H   ( 722,X'S) H   ( 721,X'S) 
RIDE C   (  75,X'S) H   ( 751,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  78,X'S) H   ( 781,X'S) 
RIDE C   (  80,X'S) H   ( 801,X'S) 
RIDE C   (  81,X'S) H   ( 811,X'S) 
RIDE C   (  84,X'S) H   ( 841,X'S) H   ( 842,X'S) 
RIDE C   (  85,X'S) H   ( 852,X'S) H   ( 851,X'S) 
RIDE C   ( 112,X'S) H   (1122,X'S) H   (1121,X'S) 
RIDE C   ( 115,X'S) H   (1151,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   (1201,X'S) 
RIDE C   ( 121,X'S) H   (1211,X'S) 
RIDE C   ( 124,X'S) H   (1242,X'S) H   (1241,X'S) 
RIDE C   ( 125,X'S) H   (1251,X'S) H   (1252,X'S) 
RIDE C   ( 142,X'S) H   (1422,X'S) H   (1421,X'S) 
RIDE C   ( 145,X'S) H   (1451,X'S) 
RIDE C   ( 146,X'S) H   (1461,X'S) 
RIDE C   ( 147,X'S) H   (1471,X'S) 
RIDE C   ( 148,X'S) H   (1481,X'S) 
RIDE C   ( 150,X'S) H   (1501,X'S) 
RIDE C   ( 151,X'S) H   (1511,X'S) 
RIDE C   ( 154,X'S) H   (1542,X'S) H   (1541,X'S) 
RIDE C   ( 155,X'S) H   (1552,X'S) H   (1551,X'S) 
RIDE C   ( 172,X'S) H   (1722,X'S) H   (1721,X'S) 
RIDE C   ( 175,X'S) H   (1751,X'S) 
RIDE C   ( 176,X'S) H   (1761,X'S) 
RIDE C   ( 177,X'S) H   (1771,X'S) 
RIDE C   ( 178,X'S) H   (1781,X'S) 
RIDE C   ( 180,X'S) H   (1801,X'S) 
RIDE C   ( 181,X'S) H   (1811,X'S) 
RIDE C   ( 184,X'S) H   (1841,X'S) H   (1842,X'S) 
RIDE C   ( 185,X'S) H   (1851,X'S) H   (1852,X'S) 
RIDE C   ( 212,X'S) H   (2122,X'S) H   (2121,X'S) 
RIDE C   ( 215,X'S) H   (2151,X'S) 
RIDE C   ( 216,X'S) H   (2161,X'S) 
RIDE C   ( 217,X'S) H   (2171,X'S) 
RIDE C   ( 218,X'S) H   (2181,X'S) 
RIDE C   ( 220,X'S) H   (2201,X'S) 
RIDE C   ( 221,X'S) H   (2211,X'S) 
RIDE C   ( 224,X'S) H   (2241,X'S) H   (2242,X'S) 
RIDE C   ( 225,X'S) H   (2251,X'S) H   (2252,X'S) 
RIDE C   ( 242,X'S) H   (2421,X'S) H   (2422,X'S) 
RIDE C   ( 245,X'S) H   (2451,X'S) 
RIDE C   ( 246,X'S) H   (2461,X'S) 
RIDE C   ( 247,X'S) H   (2471,X'S) 
RIDE C   ( 248,X'S) H   (2481,X'S) 
RIDE C   ( 250,X'S) H   (2501,X'S) 
RIDE C   ( 251,X'S) H   (2511,X'S) 
RIDE C   ( 254,X'S) H   (2541,X'S) H   (2542,X'S) 
RIDE C   ( 255,X'S) H   (2551,X'S) H   (2552,X'S) 
RIDE C   ( 272,X'S) H   (2721,X'S) H   (2722,X'S) 
RIDE C   ( 275,X'S) H   (2751,X'S) 
RIDE C   ( 276,X'S) H   (2761,X'S) 
RIDE C   ( 277,X'S) H   (2771,X'S) 
RIDE C   ( 278,X'S) H   (2781,X'S) 
RIDE C   ( 280,X'S) H   (2801,X'S) 
RIDE C   ( 281,X'S) H   (2811,X'S) 
RIDE C   ( 284,X'S) H   (2841,X'S) H   (2842,X'S) 
RIDE C   ( 285,X'S) H   (2852,X'S) H   (2851,X'S) 
RIDE C   (   1,X'S) H   (  11,X'S) H   (  12,X'S) 
RIDE C   (   2,X'S) H   (  22,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  32,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) H   (  42,X'S) 
END 
;
_iucr_refine_instructions_details_restraints
;                                                                            
NO 
REM   SHIFTLIMIT   START (DO NOT REMOVE THIS LINE) 
LIMIT      0.01000000 U[ISO] 
LIMIT      0.01000000 X 
LIMIT      0.01000000 Y 
LIMIT      0.01000000 Z 
LIMIT      0.01000000 U[11] 
LIMIT      0.01000000 U[22] 
LIMIT      0.01000000 U[33] 
LIMIT      0.01000000 U[12] 
LIMIT      0.01000000 U[13] 
LIMIT      0.01000000 U[23] 
LIMIT      0.01000000 OCC 
REM   SHIFTLIMIT   END (DO NOT REMOVE THIS LINE) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DISTANCE 1.720000 , 0.020000 = CL(7) TO C(4) 
DISTANCE 1.720000 , 0.020000 = CL(6) TO C(4) 
DISTANCE 1.720000 , 0.020000 = CL(5) TO C(3) 
DISTANCE 1.720000 , 0.020000 = CL(6) TO C(3) 
END                                                                             
;
_cod_data_source_file            c6cc05923f2.cif
_cod_data_source_block           calix-1_CH2Cl2
_cod_original_cell_volume        5498.3(3)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7124970