Amides Do Not Always Work: Observation of Guest Binding in an Amide-Functionalized Porous Metal-Organic Framework.
Benson, Oguarabau; da Silva, Ivan; Argent, Stephen P.; Cabot, Rafel; Savage, Mathew; Godfrey, Harry G. W.; Yan, Yong; Parker, Stewart F.; Manuel, Pascal; Lennox, Matthew J.; Mitra, Tamoghna; Easun, Timothy L.; Lewis, William; Blake, Alexander J.; Besley, Elena; Yang, Sihai; Schröder, Martin; Journal of the American Chemical Society 138 (2016) 14828–14831; doi:10.1021/jacs.6b08059

data_4130955
_publ_section_title
;
 Amides Do Not Always Work: Observation of Guest Binding in an
 Amide-Functionalized Porous Metal-Organic Framework.
;
_journal_issue                   45
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14828
_journal_page_last               14831
_journal_paper_doi               10.1021/jacs.6b08059
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C19 H11 Cu N3 O5'
_chemical_formula_sum            'C29 H33 Cu N5 O7'
_chemical_formula_weight         627.14
_space_group_crystal_system      trigonal
_space_group_IT_number           155
_space_group_name_Hall           'R 3 2"'
_space_group_name_H-M_alt        'R 3 2 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-09-13
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   18.3847(3)
_cell_length_b                   18.3847(3)
_cell_length_c                   48.5680(11)
_cell_measurement_reflns_used    16806
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.5740
_cell_measurement_theta_min      4.5450
_cell_volume                     14216.5(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
  1 omega  -32.00   73.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       43.6627  -19.0000 -120.0000 105

  2 omega   95.00  158.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472   45.0000   90.0000 63

  3 omega   45.00   72.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -95.0000    0.0000 27

  4 omega   36.00   65.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000 -120.0000 29

  5 omega   33.00   68.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000  -60.0000 35

  6 omega   37.00   69.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000 -150.0000 32

  7 omega   36.00   69.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000   90.0000 33

  8 omega   36.00   65.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000  120.0000 29

  9 omega   30.00   74.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -15.0000 -180.0000 44

 10 omega  107.00  143.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -15.0000 -180.0000 36

 11 omega   36.00   69.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000  -90.0000 33

 12 omega -115.00  -14.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.6627  -77.0000  -60.0000 101

 13 omega -115.00  -14.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.6627  -77.0000   60.0000 101

 14 omega   36.00  122.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472 -125.0000  150.0000 86

 15 omega   33.00   69.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472  -30.0000  150.0000 36

 16 omega   85.00  113.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472   30.0000  -60.0000 28

 17 omega   80.00  158.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8472   61.0000 -150.0000 78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0150114000
_diffrn_orient_matrix_UB_12      0.0219744000
_diffrn_orient_matrix_UB_13      -0.0292826000
_diffrn_orient_matrix_UB_21      -0.0948296000
_diffrn_orient_matrix_UB_22      -0.0423560000
_diffrn_orient_matrix_UB_23      0.0059632000
_diffrn_orient_matrix_UB_31      0.0119082000
_diffrn_orient_matrix_UB_32      0.0842137000
_diffrn_orient_matrix_UB_33      0.0106612000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       60
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_number            26930
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.421
_diffrn_reflns_theta_min         1.529
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.742
_exptl_absorpt_correction_T_max  0.911
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_description       block
_exptl_crystal_F_000             5886
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.1503
_exptl_crystal_size_min          0.1182
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.483(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         6382
_refine_ls_number_restraints     499
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0328
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0797P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.0985
_reflns_Friedel_coverage         0.823
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                6127
_reflns_number_total             6382
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b08059_si_002.cif
_cod_data_source_block           MFM-136_sq
_cod_original_cell_volume        14216.5(6)
_cod_original_sg_symbol_H-M      'R 3 2'
_cod_database_code               4130955
_nottingham_internal_coll_name   CUOBLV
_nottingham_internal_coll_number 12213
_nottingham_internal_coll_client OB/MS
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '15.0000, 60.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pcxob1
_nottingham_internal_coll_date   20/02/2013
_nottingham_internal_coll_location NOTTS
_nottingham_internal_process_date 06/01/2015
_nottingham_internal_process_user pcxob1
_nottingham_internal_solution_date 06/01/2015
_nottingham_internal_solution_user pcxob1
_nottingham_internal_refinement_date 13/09/2016
_nottingham_internal_refinement_user pcxob1/pczspa/pcxtm1/WL/AJB
_nottingham_internal_self_archive_date 04/08/2015
_platon_squeeze_void_probe_radius 1.20
_chemical_oxdiff_formula         'C19 H11 Cu N3 O5'
_chemical_oxdiff_usercomment
'CUOBLV #12213 IN FOMBLIN FILM ON MICROMOUNT FOR OB/MS'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.517(13) 0.483(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3. Restrained distances
 C25A-C24 \\sim C25-C24 \\sim C25-C26 \\sim C25A-C26A \\sim C23-C24 \\sim
C23A-C24 \\sim C22A-C23A ~
 C22-C23 \\sim C21-C22A \\sim C21-C22 \\sim C26A-C21 \\sim C26-C21
 with sigma of 0.02
 C22A-C21 \\sim C22-C21 \\sim C26-C21 \\sim C26A-C21 \\sim C25-C24 \\sim
C25A-C24 \\sim C24-C23A \\sim C24-
 C23
 with sigma of 0.02
 C23A-C22A \\sim C23-C22 \\sim C26-C25 \\sim C26A-C25A
 with sigma of 0.02
 C23-C25 \\sim C25A-C23A \\sim C22A-C26A \\sim C26-C22
 with sigma of 0.02
 O28-C27 \\sim O28A-C27
 with sigma of 0.02
4. Restrained planarity
 C21, C22, C23, C24, C25, C26
 with sigma of 0.1
 C21, C22A, C23A, C24, C25A, C26A
 with sigma of 0.1
5. Uiso/Uaniso restraints and constraints
C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim C22A \\sim C23A
\\sim C25A \\sim C26A \\sim C27 \\sim O28 \\sim O28A \\sim N29: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02
6. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(H23A)=Sof(C25A)=Sof(H25A)=Sof(C26A)=
 Sof(H26A)=1-FVAR(1)
 Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=FVAR(1)
 Sof(O28A)=1-FVAR(2)
 Sof(O28)=FVAR(2)
8.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C14(H14), C16(H16), C22(H22), C23(H23), C25(H25), C26(H26),
 C22A(H22A), C23A(H23A), C25A(H25A), C26A(H26A), N29(H29), C32(H32), C34(H34),
 C36(H36)
;
_shelx_res_checksum              74335
_shelx_hkl_checksum              6141
_shelx_fab_checksum              90942
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'