A novel homochiral metal‒organic framework with an expanded open cage based on (R)-3,3′-bis(6-carboxy-2-naphthyl)-2,2′-dihydroxy-1,1′-binaphthyl: synthesis, X-ray structure and efficient HPLC enantiomer separation
Tanaka, Koichi; Kawakita, Tomohiro; Morawiak, Maja; Urbanczyk-Lipkowska, Zofia; CrystEngComm 21 (2019) 487–; doi:10.1039/C8CE01791C

data_7231927
_publ_section_title
;
 A novel homochiral metal--organic framework with an expanded open cage
 based on
 (R)-3,3&#x2032;-bis(6-carboxy-2-naphthyl)-2,2&#x2032;-dihydroxy-1,1&#x2032;-binaphthyl:
 synthesis, X-ray structure and efficient HPLC enantiomer separation
;
_journal_issue                   3
_journal_name_full               CrystEngComm
_journal_page_first              487
_journal_paper_doi               10.1039/C8CE01791C
_journal_volume                  21
_journal_year                    2019
_chemical_absolute_configuration rm
_chemical_formula_moiety
'2(C45 H31 Cu N O7), C3 H4 N O, 2(C3 H7 N O), C2 H6 O, 4(O0.50)'
_chemical_formula_sum            'C101 H86 Cu2 N5 O21'
_chemical_formula_weight         1832.82
_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_Hall           'C 2c 2'
_space_group_name_H-M_alt        'C 2 2 21'
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2018-06-18 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.4236(8)
_cell_length_b                   29.6641(11)
_cell_length_c                   15.5246(6)
_cell_measurement_reflns_used    8012
_cell_measurement_temperature    149(2)
_cell_measurement_theta_max      66.59
_cell_measurement_theta_min      3.77
_cell_volume                     10326.6(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      149(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            44664
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.592
_diffrn_reflns_theta_min         3.770
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.058
_exptl_absorpt_correction_T_max  0.7560
_exptl_absorpt_correction_T_min  0.7210
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cubic
_exptl_crystal_F_000             3812
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.306
_exptl_crystal_size_min          0.280
_refine_diff_density_max         1.375
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.166
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
 DMF molecules were refined with the use of 'restrain'
 and 'constrain' command.
 Short distances between protons are consequence of
 operation of double axis symmetry.
;
_refine_ls_abs_structure_Flack   -0.03(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.449
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         9050
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.454
_refine_ls_R_factor_all          0.1192
_refine_ls_R_factor_gt           0.1099
_refine_ls_shift/su_max          0.065
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2886
_refine_ls_wR_factor_ref         0.3169
_reflns_Friedel_coverage         0.838
_reflns_Friedel_fraction_full    0.969
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                8012
_reflns_number_total             9050
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8ce01791c2.cif
_cod_data_source_block           TANA_2_2017_B_0m
_cod_depositor_comments          'Adding full bibliography for 7231927.cif.'
_cod_database_code               7231927
_shelx_estimated_absorpt_t_min   0.720
_shelx_estimated_absorpt_t_max   0.756
_shelxl_version_number           2014-3
_shelx_res_checksum              65783