The Origin of Selectivity in the Complexation of N-Methyl Amino Acids by Tetraphosphonate Cavitands.
Pinalli, Roberta; Brancatelli, Giovanna; Pedrini, Alessandro; Menozzi, Daniela; Hernández, Daniel; Ballester, Pablo; Geremia, Silvano; Dalcanale, Enrico; Journal of the American Chemical Society 138 (2016) 8569–8580; doi:10.1021/jacs.6b04372

data_4130537
_publ_section_title
;
 The Origin of Selectivity in the Complexation of N-Methyl Amino Acids by
 Tetraphosphonate Cavitands.
;
_journal_issue                   27
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8569
_journal_page_last               8580
_journal_paper_doi               10.1021/jacs.6b04372
_journal_volume                  138
_journal_year                    2016
_chemical_absolute_configuration rmad
_chemical_formula_moiety
'2(C36 H36 O12 P4), 2(C5 H9 N O3), 7.1(C2 H3 F3 O)'
_chemical_formula_sum            'C96.2 H111.3 F21.3 N2 O37.1 P8'
_chemical_formula_weight         2541.62
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-07-17T16:52:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                70.09(2)
_cell_angle_beta                 69.920(10)
_cell_angle_gamma                69.68(2)
_cell_formula_units_Z            1
_cell_length_a                   12.780(10)
_cell_length_b                   14.370(10)
_cell_length_c                   18.310(10)
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.499
_cell_measurement_theta_min      1.205
_cell_measurement_wavelength     0.7
_cell_volume                     2867(3)
_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_molecular_graphics    Pymol
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution
'SIR2011, updated version of SIR2008 (Burla et al., 2007)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.92
_diffrn_measurement_device_type  'Dectris Pilatus 2M'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  Si111
_diffrn_radiation_source         'Elettra Synchrotron, Trieste (Italy)'
_diffrn_radiation_wavelength     0.7
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.934
_diffrn_reflns_Laue_measured_fraction_max 0.92
_diffrn_reflns_number            22408
_diffrn_reflns_point_group_measured_fraction_full 0.835
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         1.205
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  1.1837
_exptl_absorpt_correction_T_min  0.5098
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       rod-like
_exptl_crystal_F_000             1311
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.756
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.123
_refine_ls_abs_structure_details
;
 Flack x determined using 9339 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)
_refine_ls_extinction_coef       0.0065(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1545
_refine_ls_number_reflns         22408
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0712
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1458P)^2^+1.8045P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1947
_refine_ls_wR_factor_ref         0.1958
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_full    0.737
_reflns_Friedel_fraction_max     0.706
_reflns_number_gt                22004
_reflns_number_total             22408
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b04372_si_005.cif
_cod_data_source_block           PRO_OH
_cod_original_formula_sum        'C96.20 H111.30 F21.30 N2 O37.10 P8'
_cod_database_code               4130537
_exptl_absorpt_factor_mur        0.045
_exptl_absorpt_correction_t_ave  0.9060
_exptl_absorpt_rmerge_before     0.1179
_exptl_absorpt_rmerge_after      0.1179
_shelx_res_checksum              85180
_shelx_hkl_checksum              31811