Coordinative Alignment in the Pores of MOFs for the Structural Determination of N-, S-, and P-Containing Organic Compounds Including Complex Chiral Molecules.
Pei, Xiaokun; Bürgi, Hans-Beat; Kapustin, Eugene A.; Liu, Yuzhong; Yaghi, Omar M.; Journal of the American Chemical Society 141 (2019) 18862–18869; doi:10.1021/jacs.9b10501

data_4129123
_publ_section_title
;
 Coordinative Alignment in the Pores of MOFs for the Structural
 Determination of N-, S-, and P-Containing Organic Compounds Including
 Complex Chiral Molecules.
;
_journal_issue                   47
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18862
_journal_page_last               18869
_journal_paper_doi               10.1021/jacs.9b10501
_journal_volume                  141
_journal_year                    2019
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C34.5 H21.61 Al2 N2.17 O9.28, 0.59(O)'
_chemical_formula_sum            'C34.5 H21.61 Al2 N2.17 O9.87'
_chemical_formula_weight         678.37
_space_group_crystal_system      tetragonal
_space_group_IT_number           94
_space_group_name_Hall           'P 4n 2n'
_space_group_name_H-M_alt        'P 42 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-07-14
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.6944(6)
_cell_length_b                   18.6944(6)
_cell_length_c                   37.0688(12)
_cell_measurement_reflns_used    9115
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.52
_cell_measurement_theta_min      2.50
_cell_volume                     12954.8(7)
_computing_cell_refinement       'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_data_collection       'Bruker APEX3 Bruker-AXS, Madison WI'
_computing_data_reduction        'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 with PHOTON-II Detector'
_diffrn_measurement_method       '\f and \w shutterless scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7288
_diffrn_reflns_av_R_equivalents  0.0687
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            139633
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.930
_diffrn_reflns_theta_max         28.650
_diffrn_reflns_theta_min         2.498
_diffrn_source
;
Advanced Light Source, station 12.2.1
;
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1747 before and 0.0544 after correction. The Ratio of minimum to maximum transmission is 0.8685. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    0.696
_exptl_crystal_description       block
_exptl_crystal_F_000             2790
_exptl_crystal_size_max          0.087
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.055
_refine_diff_density_max         1.136
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.136
_refine_ls_abs_structure_details
;
 Flack x determined using 4324 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     727
_refine_ls_number_reflns         15391
_refine_ls_number_restraints     483
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.1204
_refine_ls_R_factor_gt           0.0997
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2603
_refine_ls_wR_factor_ref         0.2815
_reflns_Friedel_coverage         0.794
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                11555
_reflns_number_total             15391
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b10501_si_021.cif
_cod_data_source_block           delta-MOF-520-31-solvated
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_secondary' value 'diffmap' was
changed to 'difmap'.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 

 Adding full bibliography for 4129110--4129131.cif.
;
_cod_original_cell_volume        12954.8(9)
_cod_original_formula_sum        'C34.50 H21.61 Al2 N2.17 O9.87'
_cod_database_code               4129123
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.993
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H) groups
2. Restrained distances
 N6GB-C15B
 2.4 with sigma of 0.02
 N6GB-C14B = N6GB-C13B = N6GA-C13A = N6GA-C14A
 1.47 with sigma of 0.02
 N4GB-C11B \\sim C10B-C11B \\sim C10B-N3GB \\sim C12B-N3GB \\sim N4GB-C12B
 with sigma of 0.02
 C10A-C11A \\sim N4GA-C11A \\sim N4GA-C12A \\sim C12A-N3GA \\sim C10A-N3GA
 with sigma of 0.02
 N5GB-N6GB \\sim N6GB-C12B
 with sigma of 0.01
 C19B-N6GB \\sim N6GB-C15B
 with sigma of 0.02
 C7GB-C6GB \\sim C6GB-C5GB \\sim C7GB-C2GB
 with sigma of 0.02
 C6GA-C5GA \\sim C7GA-C6GA \\sim C7GA-C2GA
 with sigma of 0.02
 C8GB-C5GB \\sim C8GA-C5GA
 with sigma of 0.02
 C14A-C13A \\sim C14B-C13B
 with sigma of 0.02
 C19A-N6GA \\sim N6GA-C15A
 with sigma of 0.02
3. Restrained planarity
 C19B, C14B, C15B, N6GB
 with sigma of 0.1
 C5GB, C6GB, C7GB, C2GB
 with sigma of 0.1
 C5GA, C6GA, C7GA, C2GA
 with sigma of 0.1
 N4GA, C12A, N3GA, C10A, C11A
 with sigma of 0.1
 N6GB, C13B, N5GB, C12B
 with sigma of 0.1
 C19A, C14A, C15A, N6GA
 with sigma of 0.1
4. Rigid bond restraints
 N2G, N1G
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N1G, C1GA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C2GB, C1GA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
N4GB \\sim C11B \\sim C10B \\sim N3GB \\sim C12B \\sim C13B \\sim N5GB \\sim
C8GB \\sim C9GB: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
N4GA \\sim C11A \\sim C10A \\sim N3GA \\sim C12A \\sim C13A \\sim N5GA \\sim
C8GA \\sim C9GA: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
C15A \\sim C14A \\sim C19A \\sim C18A \\sim C17A \\sim C16A: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08
C5GA \\sim C6GA \\sim C7GA \\sim C2GA \\sim C1GB: within 1.7A with sigma of
0.02 and sigma for terminal atoms of 0.04
C5GB \\sim C6GB \\sim C7GB \\sim C2GB \\sim C1GA: within 1.7A with sigma of
0.01 and sigma for terminal atoms of 0.02
C15B \\sim C14B \\sim C19B \\sim C18B \\sim C17B \\sim C16B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(N4GB) \\sim Ueq, Uanis(C11B) \\sim Ueq, Uanis(C10B) \\sim Ueq,
Uanis(N3GB) \\sim Ueq, Uanis(C12B) \\sim Ueq, Uanis(C13B) \\sim Ueq,
Uanis(N5GB) \\sim Ueq, Uanis(C8GB) \\sim Ueq, Uanis(C9GB) \\sim Ueq,
Uanis(N4GA) \\sim Ueq, Uanis(C11A) \\sim Ueq, Uanis(C10A) \\sim Ueq,
Uanis(N3GA) \\sim Ueq, Uanis(C12A) \\sim Ueq, Uanis(C13A) \\sim Ueq,
Uanis(N5GA) \\sim Ueq, Uanis(C8GA) \\sim Ueq, Uanis(C9GA) \\sim Ueq: with sigma
of 0.02 and sigma for terminal atoms of 0.04
Uanis(N1G) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C16B) \\sim Ueq, Uanis(C15B) \\sim Ueq, Uanis(C14B) \\sim Ueq,
Uanis(C19B) \\sim Ueq, Uanis(C18B) \\sim Ueq, Uanis(C17B) \\sim Ueq,
Uanis(C15A) \\sim Ueq, Uanis(C16A) \\sim Ueq, Uanis(C17A) \\sim Ueq,
Uanis(C18A) \\sim Ueq, Uanis(C19A) \\sim Ueq, Uanis(C14A) \\sim Ueq,
Uanis(N6GB) \\sim Ueq, Uanis(N6GA) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(C1GA) = Uanis(C1GB)
6. Others
 Fixed Sof: O10(0.63882) O9(0.63882) C28(0.63882) H28(0.63882) C1GA(0.18059)
 H1GA(0.18059) N1G(0.36118) N2G(0.36118) C6GA(0.18059) H6GA(0.18059)
 C5GB(0.18059) C4G(0.36118) H4GA(0.18059) H4G(0.18059) C3G(0.36118)
 C2GA(0.18059) C7GB(0.18059) H7GB(0.18059) N6GB(0.18059) N6GA(0.18059)
 N4GB(0.18059) C11B(0.18059) H11B(0.18059) C10B(0.18059) H10B(0.18059)
 C13B(0.18059) N5GB(0.18059) C8GB(0.18059) C9GB(0.18059) H9GB(0.18059)
 N3GB(0.18059) C12B(0.18059) N4GA(0.18059) C11A(0.18059) H11A(0.18059)
 C10A(0.18059) H10A(0.18059) C13A(0.18059) N5GA(0.18059) C8GA(0.18059)
 C9GA(0.18059) H9GA(0.18059) N3GA(0.18059) C12A(0.18059) C18B(0.18059)
 H18B(0.18059) C19B(0.18059) H19B(0.18059) C14B(0.18059) C15B(0.18059)
 H15B(0.18059) C16B(0.18059) H16B(0.18059) C17B(0.18059) C16A(0.18059)
 H16A(0.18059) C15A(0.18059) H15A(0.18059) C14A(0.18059) C19A(0.18059)
 H19A(0.18059) C18A(0.18059) H18A(0.18059) C17A(0.18059) C6GB(0.18059)
 H6GB(0.18059) C5GA(0.18059) C7GA(0.18059) H7GA(0.18059) C2GB(0.18059)
 C1GB(0.18059) H1GB(0.18059)
7.a Aromatic/amide H refined with riding coordinates:
 O8(H8), O7(H7), C7(H7A), C3(H3), C6(H6), C13(H13), C9(H9), C4(H4), C15(H15),
 C20(H20), C27(H27), C26(H26), C16(H16), C23(H23), C22(H22), C19(H19), C11(H11),
  C28(H28), C1GA(H1GA), C6GA(H6GA), C4G(H4GA), C4G(H4G), C7GB(H7GB), C11B(H11B),
  C10B(H10B), C9GB(H9GB), C11A(H11A), C10A(H10A), C9GA(H9GA), C18B(H18B),
 C19B(H19B), C15B(H15B), C16B(H16B), C16A(H16A), C15A(H15A), C19A(H19A),
 C18A(H18A), C6GB(H6GB), C7GA(H7GA), C1GB(H1GB)
7.b Fitted hexagon refined as free rotating group:
 C13B(N5GB,C8GB,C9GB,N3GB,C12B), C13A(N5GA,C8GA,C9GA,N3GA,C12A), C18B(C19B,
 C14B,C15B,C16B,C17B), C16A(C15A,C14A,C19A,C18A,C17A)
;
_shelx_res_checksum              66501
_shelx_hkl_checksum              21973
_olex2_submission_special_instructions 'No special instructions were received'