Formation of a hydrogen-bonded barbiturate [2]-rotaxane.
Tron, Arnaud; Thornton, Peter J.; Rocher, Mathias; Jacquot de Rouville, Henri-Pierre; Desvergne, Jean-Pierre; Kauffmann, Brice; Buffeteau, Thierry; Cavagnat, Dominique; Tucker, James H. R.; McClenaghan, Nathan D.; Organic letters 16 (2014) 1358–1361; doi:10.1021/ol500099u

data_1513832
_publ_section_title
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 Formation of a hydrogen-bonded barbiturate [2]-rotaxane.
;
_journal_issue                   5
_journal_name_full               'Organic letters'
_journal_page_first              1358
_journal_page_last               1361
_journal_paper_doi               10.1021/ol500099u
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C46.5 H62 N8 O8'
_chemical_formula_weight         861.04
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                89.40(3)
_cell_angle_beta                 85.20(3)
_cell_angle_gamma                83.07(3)
_cell_formula_units_Z            4
_cell_length_a                   12.036(2)
_cell_length_b                   16.670(3)
_cell_length_c                   24.484(5)
_cell_measurement_temperature    213(2)
_cell_volume                     4859.5(16)
_computing_cell_refinement       'Crystal Clear 1.36'
_computing_data_collection       'Crystal Clear 1.36'
_computing_data_reduction        'Crystal Clear 1.36'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.267
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'rotating anode'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1798
_diffrn_reflns_av_unetI/netI     0.1471
_diffrn_reflns_Laue_measured_fraction_full 0.267
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            36655
_diffrn_reflns_point_group_measured_fraction_full 0.267
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         36.697
_diffrn_reflns_theta_min         6.697
_exptl_absorpt_coefficient_mu    0.661
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_F_000             1844
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.005
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       0.0018(7)
_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   1.512
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     962
_refine_ls_number_reflns         4695
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.512
_refine_ls_R_factor_all          0.2336
_refine_ls_R_factor_gt           0.1779
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.014
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3994
_refine_ls_wR_factor_ref         0.4302
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2621
_reflns_number_total             4695
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol500099u_si_001.cif
_cod_data_source_block           test
_cod_original_cell_volume        4859.4(17)
_cod_original_formula_sum        'C46.50 H62 N8 O8'
_cod_database_code               1513832
_shelxl_version_number           2013-4
_shelx_res_checksum              52638
_shelx_hkl_checksum              20102