Metal–organic frameworks constructed using acid–base mixed ligands, carboxylic acids and N-containing chalcone, and their catalytic performance for Knoevenagel condensation
Cheng, Limin; Zhang, Junyong; Zhan, Caihong; Xu, Hao; Gong, Chunhua; Xie, Jingli; New Journal of Chemistry 48 (2024) 8597–8602; doi:10.1039/D3NJ05164A

data_7063122
_publ_section_title
;
 Metal--organic frameworks constructed using acid--base mixed ligands,
 carboxylic acids and N-containing chalcone, and their catalytic
 performance for Knoevenagel condensation
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8597
_journal_page_last               8602
_journal_paper_doi               10.1039/D3NJ05164A
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C42 H29 Cd N5 O7, 2(C4 H9 N O)'
_chemical_formula_sum            'C50 H47 Cd N7 O9'
_chemical_formula_weight         1002.34
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-09-03
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-09-13 deposited with the CCDC.	2024-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                81.470(3)
_cell_angle_beta                 82.730(2)
_cell_angle_gamma                89.221(3)
_cell_formula_units_Z            2
_cell_length_a                   9.6497(3)
_cell_length_b                   14.9391(6)
_cell_length_c                   17.6401(5)
_cell_measurement_reflns_used    7674
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      72.1850
_cell_measurement_theta_min      3.6310
_cell_volume                     2494.58(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      300.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0802
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     -4.00  76.00   1.00    3.00    --   36.71 -99.00 150.00   80
  2  \w    -31.00  62.00   1.00    3.00    --   36.71 -77.00-150.00   93
  3  \w     54.00 101.00   1.00    3.00    --   36.71  57.00   0.00   47
  4  \w    -31.00  63.00   1.00    3.00    --   36.71 -77.00 -60.00   94
  5  \w     27.00  53.00   1.00    3.00    --   36.71  57.00   0.00   26
  6  \w     10.00 104.00   1.00    3.00    --   36.71  77.00  60.00   94
  7  \w     39.00 105.00   1.00   12.00    --  108.00 -95.00  60.00   66
  8  \w     47.00  73.00   1.00   12.00    --  108.00 -95.00 120.00   26
  9  \w     88.00 163.00   1.00   12.00    --  108.00  30.00-150.00   75
 10  \w    116.00 163.00   1.00   12.00    --  108.00  61.00  90.00   47
 11  \w     38.00 129.00   1.00   12.00    --  108.00 -30.00 -60.00   91
 12  \w     83.00 110.00   1.00   12.00    --  108.00 -95.00 120.00   27
 13  \w     88.00 129.00   1.00   12.00    --  108.00 -30.00-150.00   41
 14  \w     62.00 126.00   1.00   12.00    --  108.00 -61.00  90.00   64
 15  \w     38.00 113.00   1.00   12.00    --  108.00-111.00 -90.00   75
 16  \w     42.00  73.00   1.00   12.00    --  108.00 -30.00-150.00   31
 17  \w    100.00 136.00   1.00   12.00    --  108.00 111.00  30.00   36
 18  \w     38.00 128.00   1.00   12.00    --  108.00 -30.00  30.00   90
 19  \w     52.00 128.00   1.00   12.00    --  108.00 -77.00 -90.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0276934000
_diffrn_orient_matrix_UB_12      -0.0834345000
_diffrn_orient_matrix_UB_13      0.0352281000
_diffrn_orient_matrix_UB_21      -0.0839466000
_diffrn_orient_matrix_UB_22      0.0084881000
_diffrn_orient_matrix_UB_23      0.0472176000
_diffrn_orient_matrix_UB_31      -0.0553156000
_diffrn_orient_matrix_UB_32      -0.0298489000
_diffrn_orient_matrix_UB_33      -0.0548209000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14423
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.235
_diffrn_reflns_theta_min         4.620
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.007
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       block
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.936
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     900
_refine_ls_number_reflns         9419
_refine_ls_number_restraints     1435
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0357
_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^)+(0.0523P)^2^+0.1180P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0946
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8610
_reflns_number_total             9419
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj05164a2.cif
_cod_data_source_block           9
_cod_depositor_comments
'Adding full bibliography for 7063120--7063122.cif.'
_cod_database_code               7063122
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C H O N Cd B F'
_shelx_estimated_absorpt_t_max   0.624
_shelx_estimated_absorpt_t_min   0.532
_reflns_odcompleteness_completeness 98.44
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O7A-C32A \\sim O7-C32
 with sigma of 0.02
 N5-C41 \\sim N5-C41A
 with sigma of 0.02
 N4-C29A \\sim N4-C29
 with sigma of 0.02
 N4-C25A \\sim N4-C25
 with sigma of 0.02
 N5-C40 \\sim N5-C40A
 with sigma of 0.02
3. Restrained planarity
 C43, O8, N6, C44, C45, C46
 with sigma of 0.1
 C43A, O8A, N6A, C44A, C45A, C46A
 with sigma of 0.1
 O9A, C47A, N7A, C48A, C49A, C50A
 with sigma of 0.1
 N7, O9, C47, C48, C49, C50
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
N4 \\sim N5 \\sim O7 \\sim C25 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim
C30 \\sim C31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim
C38 \\sim C39 \\sim C40 \\sim C41 \\sim C42 \\sim O7A \\sim C25A \\sim C26A
\\sim C27A \\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim C32A \\sim C33A
\\sim C34A \\sim C35A \\sim C36A \\sim C37A \\sim C38A \\sim C39A \\sim C40A
\\sim C41A \\sim C42A: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O8 \\sim N6 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim O9 \\sim N7 \\sim C47
\\sim C48 \\sim C49 \\sim C50 \\sim O8A \\sim N6A \\sim C43A \\sim C44A \\sim
C45A \\sim C46A \\sim O9A \\sim N7A \\sim C47A \\sim C48A \\sim C49A \\sim
C50A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within
2A
Uanis(O8) \\sim Ueq, Uanis(N6) \\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C44)
\\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(C46) \\sim Ueq, Uanis(O9) \\sim Ueq,
Uanis(N7) \\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C48) \\sim Ueq, Uanis(C49)
\\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(O8A) \\sim Ueq, Uanis(N6A) \\sim Ueq,
Uanis(C43A) \\sim Ueq, Uanis(C44A) \\sim Ueq, Uanis(C45A) \\sim Ueq,
Uanis(C46A) \\sim Ueq, Uanis(O9A) \\sim Ueq, Uanis(N7A) \\sim Ueq, Uanis(C47A)
\\sim Ueq, Uanis(C48A) \\sim Ueq, Uanis(C49A) \\sim Ueq, Uanis(C50A) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 N4, N5, O7, C25, C26, C27, C28, C29, C30, C31, C32, C33, C34, C35, C36, C37,
 C38, C39, C40, C41, C42, O7A, C25A, C26A, C27A, C28A, C29A, C30A, C31A, C32A,
 C33A, C34A, C35A, C36A, C37A, C38A, C39A, C40A, C41A, C42A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 O8, N6, C43, C44, C45, C46, O9, N7, C47, C48, C49, C50, O8A, N6A, C43A, C44A,
 C45A, C46A, O9A, N7A, C47A, C48A, C49A, C50A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
6. Same fragment restrains
{C25A, C26A, C27A, C28A, C29A} sigma for 1-2: 0.02, 1-3: 0.02
as in
{C25, C26, C27, C28, C29}
{C30A, C31A, C32A, C33A, C34A, C35A, C36A, C37A} sigma for 1-2: 0.02, 1-3: 0.02
as in
{C30, C31, C32, C33, C34, C35, C36, C37}
{C38A, C39A, C40A, C41A, C42A} sigma for 1-2: 0.02, 1-3: 0.02
as in
{C38, C39, C40, C41, C42}
{O8A, C43A, C44A, N6A, C45A, C46A} sigma for 1-2: 0.02, 1-3: 0.02
as in
{O8, C43, C44, N6, C45, C46}
{O9A, C47A, C48A, N7A, C49A, C50A} sigma for 1-2: 0.02, 1-3: 0.02
as in
{O9, C47, C48, N7, C49, C50}
7. Others
 Sof(O7A)=Sof(C25A)=Sof(H25A)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(C28A)=
 Sof(H28A)=Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(C32A)=
 Sof(C33A)=Sof(C34A)=Sof(H34c)=Sof(H34d)=Sof(C35A)=Sof(H35c)=Sof(H35d)=
 Sof(C36A)=Sof(H36c)=Sof(H36d)=Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(C39A)=
 Sof(H39A)=Sof(C40A)=Sof(H40A)=Sof(C41A)=Sof(H41A)=Sof(C42A)=Sof(H42A)=1-FVAR(1)
 Sof(O7)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=Sof(C27)=Sof(C28)=Sof(H28)=
 Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=Sof(C31)=Sof(C32)=Sof(C33)=Sof(C34)=
 Sof(H34a)=Sof(H34b)=Sof(C35)=Sof(H35a)=Sof(H35b)=Sof(C36)=Sof(H36a)=Sof(H36b)=
 Sof(C37)=Sof(H37)=Sof(C38)=Sof(C39)=Sof(H39)=Sof(C40)=Sof(H40)=Sof(C41)=
 Sof(H41)=Sof(C42)=Sof(H42)=FVAR(1)
 Sof(H5)=Sof(O8A)=Sof(C43A)=Sof(C44A)=Sof(H44d)=Sof(H44e)=Sof(H44f)=Sof(N6A)=
 Sof(C45A)=Sof(H45d)=Sof(H45e)=Sof(H45f)=Sof(C46A)=Sof(H46d)=Sof(H46e)=
 Sof(H46f)=1-FVAR(2)
 Sof(H6)=Sof(O8)=Sof(C43)=Sof(C44)=Sof(H44a)=Sof(H44b)=Sof(H44c)=Sof(N6)=
 Sof(C45)=Sof(H45a)=Sof(H45b)=Sof(H45c)=Sof(C46)=Sof(H46a)=Sof(H46b)=Sof(H46c)=
 FVAR(2)
 Sof(O9A)=Sof(C47A)=Sof(C48A)=Sof(H48d)=Sof(H48e)=Sof(H48f)=Sof(N7A)=Sof(C49A)=
 Sof(H49d)=Sof(H49e)=Sof(H49f)=Sof(C50A)=Sof(H50d)=Sof(H50e)=Sof(H50f)=1-FVAR(3)
 Sof(O9)=Sof(C47)=Sof(C48)=Sof(H48a)=Sof(H48b)=Sof(H48c)=Sof(N7)=Sof(C49)=
 Sof(H49a)=Sof(H49b)=Sof(H49c)=Sof(C50)=Sof(H50a)=Sof(H50b)=Sof(H50c)=FVAR(3)
8.a Secondary CH2 refined with riding coordinates:
 C34(H34a,H34b), C35(H35a,H35b), C36(H36a,H36b), C34A(H34c,H34d), C35A(H35c,
 H35d), C36A(H36c,H36d)
8.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6a), C7(H7), C11(H11), C12(H12), C14(H14), C15(H15),
 C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26), C28(H28), C29(H29),
  C30(H30), C37(H37), C39(H39), C40(H40), C41(H41), C42(H42), C25A(H25A),
 C26A(H26A), C28A(H28A), C29A(H29A), C30A(H30A), C37A(H37A), C39A(H39A),
 C40A(H40A), C41A(H41A), C42A(H42A)
8.c Idealised Me refined as rotating group:
 C44(H44a,H44b,H44c), C45(H45a,H45b,H45c), C46(H46a,H46b,H46c), C48(H48a,H48b,
 H48c), C49(H49a,H49b,H49c), C50(H50a,H50b,H50c), C44A(H44d,H44e,H44f),
 C45A(H45d,H45e,H45f), C46A(H46d,H46e,H46f), C48A(H48d,H48e,H48f), C49A(H49d,
 H49e,H49f), C50A(H50d,H50e,H50f)
8.d Idealised tetrahedral OH refined as rotating group:
 O5(H5), O6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.442
_oxdiff_exptl_absorpt_empirical_full_min 0.788