Molecular recognition involving Kemp’s triacid: selectivity towards the 8-substituted quinoline system as seen in the cocrystalline adducts with 8-aminoquinoline and 8-hydroxyquinoline
Smith, Graham; Wermuth, Urs D.; White, Jonathan M.; Chemical Communications  (2000) 2349–; doi:10.1039/b004945j

data_7111036
_publ_section_title
;
 Molecular recognition involving Kemp&#x2019;s triacid: selectivity
 towards the 8-substituted quinoline system as seen in the cocrystalline
 adducts with 8-aminoquinoline and 8-hydroxyquinoline
;
_journal_issue                   23
_journal_name_full               'Chemical Communications'
_journal_page_first              2349
_journal_paper_doi               10.1039/b004945j
_journal_year                    2000
_chemical_formula_moiety         ' (C12 H18 O6)2 (C9 H7 N1 O1)2   '
_chemical_formula_sum            'C21 H25 N O7'
_chemical_formula_weight         403.4
_chemical_name_common
;
Kemp's triacid: 8-hydroxyquinoline (1:1)   
;
_chemical_name_systematic
;
(cis-cis-1,3,5-trimethylcyclohexane-1,3,5-tricarboxylic
acid)(quinolin-8-ol)
;
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.060(18)
_cell_angle_beta                 103.640(13)
_cell_angle_gamma                102.910(13)
_cell_formula_units_Z            2
_cell_length_a                   8.6620(10)
_cell_length_b                   10.413(2)
_cell_length_c                   14.153(2)
_cell_measurement_temperature    293(2)
_cell_volume                     1179.1(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf-Nonius CAD 4 '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0113
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5164
_diffrn_reflns_theta_full        74.86
_diffrn_reflns_theta_max         74.86
_diffrn_reflns_theta_min         3.30
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.616
_exptl_crystal_colour            'pale yellow '
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prisms
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.0018(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.510
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         4832
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.510
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0605
_refine_ls_shift/su_max          0.317
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0619P)^2^+0.2606P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1637
_refine_ls_wR_factor_ref         0.1676
_reflns_number_gt                4306
_reflns_number_total             4832
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b004945jsup1.cif
_cod_data_source_block           Compound_2
_cod_depositor_comments
;

2018-03-14
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C42 H50 N2 O14'
_cod_original_formula_weight         806.8
_cod_original_formula_units_Z            1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7111036