A novel two-dimensional metal‒organic framework as a recyclable heterogeneous catalyst for the dehydrogenative oxidation of alcohol and the N-arylation of azole compounds
Liu, Chengxin; Cui, Jin; Wang, Yufang; Zhang, Mingjie; RSC Advances 11 (2021) 11739–11744; doi:10.1039/D1RA00248A

data_7242501
_publ_section_title
;
 A novel two-dimensional metal--organic framework as a recyclable
 heterogeneous catalyst for the dehydrogenative oxidation of alcohol and
 the N-arylation of azole compounds
;
_journal_issue                   19
_journal_name_full               'RSC Advances'
_journal_page_first              11739
_journal_page_last               11744
_journal_paper_doi               10.1039/D1RA00248A
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C9.5 H10 Cu0.5 O4.5, 0.75(C H4 O)'
_chemical_formula_sum            'C10.25 H13 Cu0.5 O5.25'
_chemical_formula_weight         251.98
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_Hall           '-C 2ac 2'
_space_group_name_H-M_alt        'C m c e'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2020-09-28
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-01-05 deposited with the CCDC.	2021-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   19.149(4)
_cell_length_b                   10.772(2)
_cell_length_c                   23.154(5)
_cell_measurement_reflns_used    4206
_cell_measurement_temperature    113.15
_cell_measurement_theta_max      27.9064
_cell_measurement_theta_min      1.3919
_cell_volume                     4776.0(17)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      113.15
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Rigaku Saturn 70 CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            21590
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.011
_diffrn_reflns_theta_max         25.011
_diffrn_reflns_theta_min         2.761
_exptl_absorpt_coefficient_mu    0.967
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       prism
_exptl_crystal_F_000             2096
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.003
_refine_diff_density_min         -0.887
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       0.0047(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2131
_refine_ls_number_restraints     33
_refine_ls_restrained_S_all      1.156
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0903
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0628P)^2^+106.8330P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2145
_refine_ls_wR_factor_ref         0.2176
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1967
_reflns_number_total             2131
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra00248a2.cif
_cod_data_source_block           r20191012d1_sq
_cod_original_sg_symbol_Hall     '-C 2bc 2'
_cod_original_formula_sum        'C10.25 H13 Cu0.50 O5.25'
_cod_database_code               7242501
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.893
_shelx_estimated_absorpt_t_min   0.830
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H5 of O5
 At 1.5 times of:
  All C(H,H,H) groups, H7 of O7, H6A of O6
2. Restrained distances
 O5-C10 = O6-C11 = O7-C12
 1.42 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C10) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(O6)
\\sim Ueq, Uanis(O7) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.02
4. Others
 Fixed Sof: O3(0.5) O3'(0.5) C8(0.5) H8A(0.5) H8B(0.5) H8C(0.5) C8'(0.5)
 H8'A(0.5) H8'B(0.5) H8'C(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5) O6(0.5)
 H6A(0.5) C11(0.5) H11A(0.5) H11B(0.5) H11C(0.5) O7(0.25) H7(0.25) C12(0.25)
 H12A(0.25) H12B(0.25) H12C(0.25)
5.a Riding coordinates:
 O5(H5), C10(H10A,H10B,H10C), O6(H6A), C11(H11A,H11B,H11C), O7(H7), C12(H12A,
 H12B,H12C)
5.b Me refined with riding coordinates:
 C8(H8A,H8B,H8C), C8'(H8'A,H8'B,H8'C)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6)
5.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_shelx_res_checksum              5550
_shelx_fab_checksum              86390
_olex2_submission_special_instructions 'No special instructions were received'