Quantitative chirality sensing of amines and amino alcohols via Schiff base formation with a stereodynamic UV/CD probe.
De Los Santos, Zeus A.; Ding, Ransheng; Wolf, Christian; Organic & biomolecular chemistry 14 (2016) 1934–1939; doi:10.1039/c5ob02529j

data_7154902
_publ_section_title
;
 Quantitative chirality sensing of amines and amino alcohols via Schiff
 base formation with a stereodynamic UV/CD probe.
;
_journal_issue                   6
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1934
_journal_page_last               1939
_journal_paper_doi               10.1039/c5ob02529j
_journal_volume                  14
_journal_year                    2016
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C30 H24 N2 O'
_chemical_formula_sum            'C30 H24 N2 O'
_chemical_formula_weight         428.51
_chemical_name_systematic
(R)-N-(2-(((1-(Naphthalen-2-yl)ethyl)imino)methyl)phenyl)-2-naphthamide
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
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_audit_update_record
;
2015-12-04 deposited with the CCDC.
2016-01-11 downloaded from the CCDC.
;
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_cell_angle_gamma                90
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_cell_length_c                   27.498(5)
_cell_measurement_reflns_used    9636
_cell_measurement_temperature    296(2)
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_cell_measurement_theta_min      2.665
_cell_volume                     2206.0(8)
_computing_cell_refinement       'SAINT v.834A, Bruker-AXS'
_computing_data_collection       'APEX 2, Bruker-AXS'
_computing_data_reduction        'SAINT v.834A, Bruker-AXS'
_computing_molecular_graphics    'X-SEED, L.Barbour (1999)'
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_computing_structure_solution    'SHELXT-2013/1, G.Sheldrick'
_diffrn_ambient_temperature      296(2)
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_diffrn_measurement_device_type  'Bruker APEXII CCD'
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_diffrn_radiation_probe          x-ray
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_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            31611
_diffrn_reflns_point_group_measured_fraction_full 0.996
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_diffrn_reflns_theta_max         31.798
_diffrn_reflns_theta_min         1.481
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.078
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_exptl_absorpt_correction_T_min  0.5547
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_exptl_absorpt_process_details   'SADABS-2012/1, G.Sheldrick'
_exptl_crystal_colour            Colourless
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_exptl_crystal_description       Needle
_exptl_crystal_F_000             904
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetonitrile'
_exptl_crystal_size_max          0.06
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_refine_diff_density_max         0.661
_refine_diff_density_min         -0.471
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_refine_ls_abs_structure_details
;
 Flack x determined using 1612 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.2(10)
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         7379
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.1676
_refine_ls_R_factor_gt           0.1288
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0845P)^2^+10.3641P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2958
_refine_ls_wR_factor_ref         0.3111
_reflns_Friedel_coverage         0.745
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.970
_reflns_number_gt                5568
_reflns_number_total             7379
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ob02529j2.cif
_cod_data_source_block           added_by_encifer
_cod_depositor_comments
'Adding full bibliography for 7154901--7154903.cif.'
_cod_original_cell_volume        2206.0(7)
_cod_database_code               7154902
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              46916
_shelx_hkl_checksum              75787