A chiral ligand accessible in one step: Synthesis of bis-((R)-(+)-bornyl)acenaphthenequinonediimine and of its zinc and nickel complexes
Viganò, Marta; Ferretti, Francesco; Ragaini, Fabio; Macchi, Piero; Inorganica Chimica Acta 483 (2018) 305–309; doi:10.1016/j.ica.2018.08.049

data_1563869
_publ_section_title
;
 A chiral ligand accessible in one step: Synthesis of
 bis-((R)-(+)-bornyl)acenaphthenequinonediimine and of its zinc and nickel
 complexes
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              305
_journal_page_last               309
_journal_paper_doi               10.1016/j.ica.2018.08.049
_journal_volume                  483
_journal_year                    2018
_chemical_absolute_configuration rmad
_chemical_formula_sum            'C33 H42 Br2 Cl2 N2 Ni'
_chemical_formula_weight         756.11
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 97.709(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.9426(2)
_cell_length_b                   13.3077(3)
_cell_length_c                   11.2608(3)
_cell_measurement_reflns_used    11539
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.1802
_cell_measurement_theta_min      1.5245
_cell_volume                     1624.99(6)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
        (compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
        (compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
        (compiled Oct 27 2011,15:02:11)
;
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 16.0965
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.95
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0435184
_diffrn_orient_matrix_UB_12      -0.0319733
_diffrn_orient_matrix_UB_13      -0.0334615
_diffrn_orient_matrix_UB_21      0.0486859
_diffrn_orient_matrix_UB_22      -0.0284045
_diffrn_orient_matrix_UB_23      -0.0186996
_diffrn_orient_matrix_UB_31      0.0002347
_diffrn_orient_matrix_UB_32      -0.0316419
_diffrn_orient_matrix_UB_33      0.0505926
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_av_unetI/netI     0.0704
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.95
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12090
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         28.289
_diffrn_reflns_theta_min         1.825
_exptl_absorpt_coefficient_mu    3.246
_exptl_absorpt_correction_T_max  2.06
_exptl_absorpt_correction_T_min  0.22
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
        (compiled Oct 27 2011,15:02:11)
Numerical absorption correction based on gaussian integration over
                        a multifaceted crystal model
;
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_description       prism
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.5735
_exptl_crystal_size_mid          0.4506
_exptl_crystal_size_min          0.0526
_refine_diff_density_max         0.984
_refine_diff_density_min         -1.239
_refine_diff_density_rms         0.137
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.013(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         12090
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0661
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0949P)^2^+7.9457P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.164
_refine_ls_wR_factor_ref         0.182
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_full    1
_reflns_Friedel_fraction_max     0.912
_reflns_number_gt                10266
_reflns_number_total             12090
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ICA-2018-483-305.cif
_cod_data_source_block           124ms_1a
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1563869
_shelx_res_checksum              36898
_shelx_hkl_checksum              37681