Application of chiral bi- and tetra-dentate bispidine-derived ligands in the copper(ii)-catalyzed asymmetric Henry reaction
Rossetti, Arianna; Landoni, Stefano; Meneghetti, Fiorella; Castellano, Carlo; Mori, Matteo; Colombo Dugoni, Greta; Sacchetti, Alessandro; New Journal of Chemistry 42 (2018) 12072–; doi:10.1039/C8NJ01930D

data_7057503
_publ_section_title
;
 Application of chiral bi- and tetra-dentate bispidine-derived ligands in
 the copper(ii)-catalyzed asymmetric Henry reaction
;
_journal_issue                   14
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12072
_journal_paper_doi               10.1039/C8NJ01930D
_journal_volume                  42
_journal_year                    2018
_chemical_absolute_configuration rm
_chemical_formula_sum            'C32 H32 N4 O9'
_chemical_formula_weight         616.61
_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_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2018-06-01 deposited with the CCDC.
2018-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.764(2)
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_cell_length_c                   24.007(5)
_cell_measurement_reflns_used    4063
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2
_cell_volume                     3455.1(12)
_computing_cell_refinement       'SAINT software'
_computing_data_collection       'Apex data collection software'
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_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SIR-97 for Windows (Altomare, 1999)'
_diffrn_ambient_temperature      293(2)
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_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_Laue_measured_fraction_full 0.995
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_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15535
_diffrn_reflns_point_group_measured_fraction_full 0.996
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_diffrn_reflns_theta_min         2.188
_diffrn_source                   'fine-focus sealed tube'
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_exptl_crystal_colour            white
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_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tabular
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;
 Flack x determined using 1440 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.5(3)
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_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0390
_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^)+(0.0587P)^2^+0.6683P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1039
_reflns_Friedel_coverage         0.744
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                3627
_reflns_number_total             4032
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8nj01930d2.cif
_cod_data_source_block           shelx_as446
_cod_depositor_comments
'Adding full bibliography for 7057503--7057505.cif.'
_cod_original_cell_volume        3455.0(12)
_cod_database_code               7057503
_shelx_shelxl_version_number     2017/1
_shelx_res_checksum              70297
_shelx_fab_checksum              45407