Chiral imidazolium receptors for citrate and malate: the importance of the preorganization.
Faggi, Enrico; Porcar, Raúl; Bolte, Michael; Luis, Santiago V.; García-Verdugo, Eduardo; Alfonso, Ignacio; The Journal of organic chemistry 79 (2014) 9141–9149; doi:10.1021/jo5014977

data_4029931
_publ_section_title
;
 Chiral imidazolium receptors for citrate and malate: the importance of
 the preorganization.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9141
_journal_page_last               9149
_journal_paper_doi               10.1021/jo5014977
_journal_volume                  79
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C39 H57 N6 O3, 3(Br)'
_chemical_formula_sum            'C39 H57 Br3 N6 O3'
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_space_group_IT_number           1
_space_group_name_Hall           'P 1'
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_cell_measurement_reflns_used    12819
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
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_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
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_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            40648
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         68.244
_diffrn_reflns_theta_min         4.003
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
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_exptl_absorpt_coefficient_mu    3.606
_exptl_absorpt_correction_T_max  1.
_exptl_absorpt_correction_T_min  .40458
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
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_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_description       plate
_exptl_crystal_F_000             924
_exptl_crystal_size_max          0.271
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.083
_refine_diff_density_max         3.497
_refine_diff_density_min         -1.411
_refine_diff_density_rms         0.181
_refine_ls_abs_structure_details
;
 Flack x determined using 4689 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.06(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.347
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     925
_refine_ls_number_reflns         15126
_refine_ls_number_restraints     77
_refine_ls_restrained_S_all      1.346
_refine_ls_R_factor_all          0.1178
_refine_ls_R_factor_gt           0.0999
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_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
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_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3166
_refine_ls_wR_factor_ref         0.3346
_reflns_Friedel_coverage         0.824
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.822
_reflns_number_gt                12111
_reflns_number_total             15126
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo5014977_si_002.cif
_cod_data_source_block           str1489
_cod_depositor_comments
'Adding full bibliography for 4029931--4029932.cif.'
_cod_database_code               4029931
_shelx_estimated_absorpt_t_min   0.442
_shelx_estimated_absorpt_t_max   0.754
_shelxl_version_number           2013-3
_shelx_res_checksum              19499