Reasons Why Aldehydes Do Not Generally Participate in Cucurbit[n]uril Forming Reactions
Da Ma; Zuzana Gargulakova; Peter Y. Zavalij; Vladimir Sindelar; Lyle Isaacs; Journal of Organic Chemistry 75 (2010) 2934–2941; doi:10.1021/jo100186q

data_4025390
_publ_section_title
;
 Reasons Why Aldehydes Do Not Generally Participate in Cucurbit[n]uril
 Forming Reactions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2934
_journal_page_last               2941
_journal_paper_doi               10.1021/jo100186q
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C112 H104 K N64 O34'
_chemical_formula_sum            'C146 H220 F51 K N64 O116'
_chemical_formula_weight         5735.96
_chemical_name_common            K(H2O)2[(CB2)2Ph]4
_chemical_name_systematic
;
[K(C28H26N16O8)4(H2O)2](CF3COO).16CF3COOH.48H2O
;
_space_group_IT_number           142
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4bd 2c'
_symmetry_space_group_name_H-M   'I 41/a c d :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-97 & ZCIF'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   45.390(5)
_cell_length_b                   45.390(5)
_cell_length_c                   28.447(7)
_cell_measurement_reflns_used    2811
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      16.5
_cell_measurement_theta_min      2.3
_cell_volume                     58608(17)
_computing_cell_refinement       Apex2
_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_data_reduction        Apex2
_computing_molecular_graphics    'XSHEL (Bruker, 2004)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 11.198
_diffrn_detector_type            'Bruker Smart Apex II'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      310
_diffrn_measurement_device_type  'three-circle diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'glass capillary'
_diffrn_orient_matrix_type       standard
_diffrn_orient_matrix_UB_11      -0.0019767
_diffrn_orient_matrix_UB_12      -0.0215850
_diffrn_orient_matrix_UB_13      -0.0056858
_diffrn_orient_matrix_UB_21      0.0216141
_diffrn_orient_matrix_UB_22      -0.0025215
_diffrn_orient_matrix_UB_23      0.0050649
_diffrn_orient_matrix_UB_31      -0.0035525
_diffrn_orient_matrix_UB_32      -0.0032384
_diffrn_orient_matrix_UB_33      0.0342304
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0800
_diffrn_reflns_av_sigmaI/netI    0.0779
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10945
_diffrn_reflns_theta_full        15.26
_diffrn_reflns_theta_max         15.26
_diffrn_reflns_theta_min         2.30
_diffrn_source_current           30.00
_diffrn_source_voltage           50.00
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             23600
_exptl_crystal_id                'Isaacs/DaMa S-shape tetramer @200K'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         3085
_refine_ls_number_restraints     562
_refine_ls_restrained_S_all      0.947
_refine_ls_R_factor_all          0.1216
_refine_ls_R_factor_gt           0.0948
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
; calc
 [1.00000+-1.00000exp(-11.30(sin\q/\l)^2^)]/
   [\s^2^(Fo^2^)+0.0000+9.9500*P+(0.0550P)^2^+0.0000sin\q/\l]
 where P = 0.33333Fo^2^ + 0.66667Fc^2^
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1870
_refine_ls_wR_factor_ref         0.1970
_reflns_number_gt                1923
_reflns_number_total             3085
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo100186q_si_002.cif
_cod_data_source_block           1654
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
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 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        58607(17)
_cod_original_sg_symbol_H-M      'I 41/a c d'
_cod_database_code               4025390
_diffrn_measurement_frame_width-ccd -0.3
_diffrn_measurement_total_frames-ccd 310
_diffrn_measurement_frame_time-ccd 120
_diffrn_measurement_total_time-ccd 10.4
_diffrn_detector_distance-ccd    6.000
_diffrn_measurement_frame_size-ccd 1024