Efficient resolution of 2,2'-dihydroxy-1,1'-binaphthyl by inclusion complexation with chiral N-(3-chloro-2-hydroxypropyl)-N,N,N-trimethylammonium chloride.
Toda, Fumio; Yoshizawa, Kazuhiro; Hyoda, Shunji; Toyota, Shinji; Chatziefthimiou, Spyros; Mavridis, Irene M.; Organic & biomolecular chemistry 2 (2004) 449–451; doi:10.1039/b314040g

data_7150332
_publ_section_title
;
 Efficient resolution of 2,2'-dihydroxy-1,1'-binaphthyl by inclusion
 complexation with chiral
 N-(3-chloro-2-hydroxypropyl)-N,N,N-trimethylammonium chloride.
;
_journal_issue                   4
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              449
_journal_page_last               451
_journal_paper_doi               10.1039/b314040g
_journal_volume                  2
_journal_year                    2004
_chemical_formula_moiety         3X(C20H14O2.C6H15ONCl2)
_chemical_formula_sum            'C78 H87 Cl6 N3 O9'
_chemical_formula_weight         1423.21
_chemical_name_common
;
complex of (R)(+)2,2'-Dihydroxy-1,1'-binaphthyl with (R)(+)N-
(3-Chloro-2-hydroxypropyl)-N,N,N-trimethylammonium Chloride
;
_space_group_IT_number           19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   'difference Fourier'
_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            4
_cell_length_a                   30.941(10)
_cell_length_b                   23.839(7)
_cell_length_c                   10.252(4)
_cell_measurement_reflns_used    18
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      58.5
_cell_measurement_theta_min      0
_cell_volume                     7562(4)
_computing_cell_refinement       'crystal logic (unpublished)'
_computing_data_collection       'crystal logic (unpublished)'
_computing_data_reduction        'crystal logic (unpublished)'
_computing_molecular_graphics
;T. A. Jones, M. Kjeldgaad. &#x0093;O&#x0094;  Molecular Modelling Program, version 5.9,
Upsala, Sweden, 1993
;
_computing_publication_material
;Molscript(P. Kraulis,J. Appl. Cryst. 1991, 24, 946),
Ortep(Johnson C.K.,ORNL-5138. Oak Ridge Nat.Lab., Tennessee,USA 1973)
;
_computing_structure_refinement
'SHELXL-97 (G. M. Sheldrick,.University of G&#x00F6;ttingen, Germany 1997)'
_computing_structure_solution
'SHELXS (G. M. Sheldrick Acta Crystallog. A46, 467, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Syntex P21 diffractometer'
_diffrn_measurement_method       theta-2theta
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0583
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5968
_diffrn_reflns_theta_full        58.49
_diffrn_reflns_theta_max         58.49
_diffrn_reflns_theta_min         2.34
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  38
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.527
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             3000
_exptl_crystal_size_max          0.625
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(2)
_refine_ls_extinction_coef       0.00038(4)
_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   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1214
_refine_ls_number_reflns         5968
_refine_ls_number_restraints     59
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0339P)^2^+3.6128P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1202
_reflns_number_gt                4436
_reflns_number_total             5968
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b314040g.txt
_cod_data_source_block           BNO-chol
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'psi scan' changed to 'psi-scan'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0339P)^2^+3.6128P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0339P)^2^+3.6128P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7150332