Dodecaamide Cages: Organic 12-Arm Building Blocks for Supramolecular Chemistry
Jamie L. Culshaw; Ge Cheng; Marc Schmidtmann; Tom Hasell; Ming Liu; Dave J. Adams; Andrew I. Cooper; Journal of the American Chemical Society 135 (2013) 10007–10010; doi:10.1021/ja403987j

data_4120080
_publ_contact_author_address
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Department of Chemistry 
University of Liverpool
Crown Street
Liverpool, L69 7ZD, UK
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_publ_contact_author_email       aicooper@liv.ac.uk
_publ_contact_author_name        'Andrew I. Cooper'
_publ_contact_author_phone       '+44 (0)151 794 3548'
_publ_section_title
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 Dodecaamide Cages: Organic 12-Arm Building Blocks for Supramolecular
 Chemistry
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_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10007
_journal_page_last               10010
_journal_paper_doi               10.1021/ja403987j
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         '(C180 H240 N12 O12),19.5(CHCl3)'
_chemical_formula_sum            'C199.5 H259.5 Cl58.5 N12 O12'
_chemical_formula_weight         5091.52
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           82
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I -4'
_symmetry_space_group_name_H-M   'I -4'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   33.479(3)
_cell_length_b                   33.479(3)
_cell_length_c                   42.914(5)
_cell_measurement_reflns_used    9344
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      20.37
_cell_measurement_theta_min      2.31
_cell_volume                     48100(8)
_computing_cell_refinement       'Bruker AXS SAINT V7.68A'
_computing_data_collection       'CrystalClear-SM Expert 2.0r6 (Rigaku, 2010)'
_computing_data_reduction        'Bruker AXS SAINT V7.68A'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXD (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            291349
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    0.711
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2008/1 (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_description       block
_exptl_crystal_F_000             21048
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.450
_refine_diff_density_min         -0.803
_refine_diff_density_rms         0.192
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.529
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2708
_refine_ls_number_reflns         34561
_refine_ls_number_restraints     659
_refine_ls_restrained_S_all      1.531
_refine_ls_R_factor_all          0.1448
_refine_ls_R_factor_gt           0.1282
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3268
_refine_ls_wR_factor_ref         0.3497
_reflns_number_gt                28048
_reflns_number_total             34561
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja403987j_si_004.cif
_cod_data_source_block           RC1c
_cod_original_cell_volume        48100(7)
_cod_original_formula_sum        'C199.50 H259.50 Cl58.50 N12 O12'
_cod_database_code               4120080
_plat410_alert_2_a
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Problem: Short Intra H...H Contact  H9B..H13D..1.71 Ang.
         Short Intra H...H Contact  H16D..H35A..1.79 Ang
Response: All proton atoms were placed in their geometrically estimated 
positions using the riding model as the x-ray data was of insufficient 
quality to allow for accurate refinement of these parameters. The short 
intermolecular contacts which arise between protons located 
on CH2 groups of the adamantane residue and the CH2 groups linking 
the amine to the aromatic ring are most likely due to disorder of their 
parent atom, resulting in incorrectly positioned proton atoms. 
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