Dangling carboxylic-acid functionality in a fish-bone-shaped 2D framework as a hydrogen-bond-donating catalyst in Friedel-Crafts alkylation.
Seal, Nilanjan; Neogi, Subhadip; Chemical communications (Cambridge, England) 59 (2023) 4954–4957; doi:10.1039/d3cc00657c

data_7131444
_publ_section_title
;
 Dangling carboxylic-acid functionality in a fish-bone-shaped 2D framework
 as a hydrogen-bond-donating catalyst in Friedel-Crafts alkylation.
;
_journal_issue                   33
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4954
_journal_page_last               4957
_journal_paper_doi               10.1039/d3cc00657c
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C24 H16 Co N4 O5'
_chemical_formula_sum            'C24 H16 Co N4 O5'
_chemical_formula_weight         499.35
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_audit_creation_date             2023-02-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-02-07 deposited with the CCDC.	2023-03-20 downloaded from the CCDC.
;
_cell_angle_alpha                70.42(2)
_cell_angle_beta                 84.50(2)
_cell_angle_gamma                82.93(2)
_cell_formula_units_Z            2
_cell_length_a                   9.081(4)
_cell_length_b                   11.007(6)
_cell_length_c                   14.835(7)
_cell_measurement_reflns_used    94181
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      30.73
_cell_measurement_theta_min      1.97
_cell_volume                     1384.1(12)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9949
_diffrn_measured_fraction_theta_max 0.9949
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0804
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            94181
_diffrn_reflns_theta_full        30.7317
_diffrn_reflns_theta_max         30.73
_diffrn_reflns_theta_min         1.97
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1070 before and 0.0764 after correction.
The Ratio of minimum to maximum transmission is 0.9215.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.1980
_exptl_crystal_description       block
_exptl_crystal_F_000             510.9408
_refine_diff_density_max         1.1121
_refine_diff_density_min         -0.5310
_refine_diff_density_rms         0.1008
_refine_ls_d_res_high            0.6954
_refine_ls_d_res_low             10.3215
_refine_ls_goodness_of_fit_ref   1.0969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     307
_refine_ls_number_reflns         8570
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0969
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0415
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0860P)^2^+0.3909P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1520
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -12
_reflns_limit_k_max              15
_reflns_limit_k_min              -14
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                6644
_reflns_number_total             8570
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3cc00657c2.cif
_cod_data_source_block           CSMCRI28
_cod_depositor_comments
'Adding full bibliography for 7131443--7131444.cif.'
_cod_database_code               7131444
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C13(H13),
 C14(H14), C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C24(H24)
;
_olex2_submission_special_instructions 'No special instructions were received'