Enantiospecific recognition of 2-butanol by an inherently chiral cavitand in the solid state
Pinalli, Roberta; Brancatelli, Giovanna; Nicosia, Carlo; Barboza, Tahnie; Guy, Laure; Dutasta, Jean-Pierre; De Zorzi, Rita; Demitri, Nicola; Dalcanale, Enrico; Geremia, Silvano; CrystEngComm  (2017) –; doi:10.1039/C7CE00557A

data_7228320
_publ_section_title
;
 Enantiospecific recognition of 2-butanol by an inherently chiral cavitand
 in the solid state
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE00557A
_journal_year                    2017
_chemical_absolute_configuration rmad
_chemical_formula_moiety
'(C55H49O10P3S C4H10O), C4H10O, 0.5 NaBr, H2O'
_chemical_formula_sum            'C63 H71 Br0.5 Na0.5 O13 P3 S'
_chemical_formula_weight         1212.7
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      5
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/cc1k2ly5
_audit_creation_date             2017-04-08T11:57:27-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2017-04-21 deposited with the CCDC.
2017-05-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 121.769(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.7360(10)
_cell_length_b                   21.619(2)
_cell_length_c                   14.974(1)
_cell_measurement_reflns_used    11149
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.499
_cell_measurement_theta_min      1.392
_cell_measurement_wavelength     0.7
_cell_volume                     6257.4(8)
_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_molecular_graphics    Pymol
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution
'SIR2011, updated version of SIR2008 (Burla et al., 2007)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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_R_equivalents  0.094
_diffrn_reflns_av_unetI/netI     0.1223
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_number            11149
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.392
_exptl_absorpt_coefficient_mu    0.512
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_description       block
_exptl_crystal_F_000             2548
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.838
_refine_diff_density_min         -0.606
_refine_diff_density_rms         0.09
_refine_ls_abs_structure_details
;
 Flack x determined using 3188 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.052(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     726
_refine_ls_number_reflns         11149
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.062
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0883P)^2^+0.8327P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.165
_refine_ls_wR_factor_ref         0.1825
_reflns_Friedel_coverage         0.888
_reflns_Friedel_fraction_full    0.936
_reflns_Friedel_fraction_max     0.936
_reflns_number_gt                8791
_reflns_number_total             11149
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ce00557a2.cif
_cod_data_source_block           Rcav_R_2_BuOH
_cod_original_sg_symbol_H-M      'C 2'
_cod_original_formula_sum        'C63 H71 Br0.50 Na0.50 O13 P3 S'
_cod_database_code               7228320
_shelx_estimated_absorpt_t_min   0.913
_shelx_estimated_absorpt_t_max   0.96
_shelx_res_checksum              9935