The Proton Complex of a Diaza-macropentacycle: Structure, Slow Formation, and Chirality Induction by Ion Pairing with the Optically Active 1,1'-Binaphthyl-2,2'-diyl Phosphate Anion
Clément Bonnot; Jean-Claude Chambron; Enrique Espinosa; Klaus Bernauer; Ulrich Scholten; Roland Graff; Journal of Organic Chemistry 73 (2008) 7871–7881; doi:10.1021/jo801438d

data_4023754
_publ_contact_author
; Dr. Jean-Claude Chambron,

 Universite de Bourgogne, 

 ICMUB, CNRS UMR 5260,  

 9 avenue Alain Savary, 21078 Dijon cedex, 

 France 

;
_publ_contact_author_email       Jean-Claude.Chambron@u-bourgogne.fr
_publ_contact_author_fax         '+33 3 80 39 61 17'
_publ_contact_author_phone       '+33 3 80 39 61 16'
_publ_section_title
;
 The Proton Complex of a Diaza-macropentacycle: Structure, Slow
 Formation, and Chirality Induction by Ion Pairing with the Optically
 Active 1,1'-Binaphthyl-2,2'-diyl Phosphate Anion
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7871
_journal_page_last               7881
_journal_paper_doi               10.1021/jo801438d
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety
'C129 H163 N8 O12 S12, Cl,7(C3 H6 O),2(0.75(H2 O),0.25(H2 O))'
_chemical_formula_sum            'C150 H209 Cl N8 O21 S12'
_chemical_formula_weight         2880.42
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                76.4850(10)
_cell_angle_beta                 81.2810(10)
_cell_angle_gamma                77.4780(10)
_cell_formula_units_Z            2
_cell_length_a                   17.3487(3)
_cell_length_b                   18.2631(4)
_cell_length_c                   25.9754(6)
_cell_measurement_reflns_used    34095
_cell_measurement_temperature    115(2)
_cell_measurement_theta_max      23.41
_cell_measurement_theta_min      1.53
_cell_volume                     7767.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      115(2)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       'by Nonius Collect from scalepack cell'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0949
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            34095
_diffrn_reflns_theta_full        23.41
_diffrn_reflns_theta_max         23.41
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    0.251
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             3084
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.275
_refine_diff_density_min         -0.902
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     1789
_refine_ls_number_reflns         22289
_refine_ls_number_restraints     129
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.1393
_refine_ls_R_factor_gt           0.0779
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0364P)^2^+23.4440P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1478
_refine_ls_wR_factor_ref         0.1715
_reflns_number_gt                14124
_reflns_number_total             22289
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801438d_si_002.cif
_cod_data_source_block           cbo004
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' 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 
;
_cod_database_code               4023754