Tuning of a Hydrogen-Bonded Organic Framework by Liquid-Assisted Mechanosynthesis between Trans-Aconitic Acid and Isonicotinamide
Gogoi, Diptajyoti; Sasaki, Toshiyuki; Kalita, Nabadeep; Sethi, Tapaswini; Ichiyanagi, Kouhei; Nakane, Takanori; Kawamoto, Akihiro; Das, Dinabandhu; Kurisu, Genji; Thakuria, Ranjit; Chemistry A European Journal 31 (2025) e202403427(1)–e202403427(10); doi:10.1002/chem.202403427

data_3000560
_publ_section_title
;
 Tuning of a Hydrogen-Bonded Organic Framework by Liquid-Assisted
 Mechanosynthesis between Trans-Aconitic Acid and Isonicotinamide
;
_journal_name_full               'Chemistry A European Journal'
_journal_page_first              e202403427(1)
_journal_page_last               e202403427(10)
_journal_paper_doi               10.1002/chem.202403427
_journal_volume                  31
_journal_year                    2025
_chemical_formula_moiety         'C6 H5.762 O5.596, C6 H6 N2 O, 0.293(C N O2)'
_chemical_formula_sum            'C12.29 H11.76 N2.29 O7.18'
_chemical_formula_weight         306.51
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-08-02
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 109.13
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.933
_cell_length_b                   15.206
_cell_length_c                   7.146
_cell_measurement_reflns_used    2650
_cell_measurement_temperature    79
_cell_measurement_theta_max      0.8701407890883619
_cell_measurement_theta_min      0.12579614564801556
_cell_volume                     2867.643
_computing_cell_refinement
'dials.two_theta_refine (Waterman et al., 2016)'
_computing_data_collection
'Verlox (Thermo Fisher Scientific) and SerialEM (Mastronarde, 2005)'
_computing_data_reduction        'dials.scale (Beilsten-Edmands et al., 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      79.00
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type
;
Talos Arctica G2
;
_diffrn_radiation_type           electrons
_diffrn_radiation_wavelength     0.02508
_diffrn_reflns_av_R_equivalents  0.3853
_diffrn_reflns_av_unetI/netI     0.3074
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            18950
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        0.845
_diffrn_reflns_theta_max         0.845
_diffrn_reflns_theta_min         0.139
_exptl_absorpt_coefficient_mu    0.000
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_description       plate
_exptl_crystal_F_000             442
_refine_diff_density_max         0.130
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       428(62)
_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   0.978
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         2353
_refine_ls_number_restraints     193
_refine_ls_restrained_S_all      0.961
_refine_ls_R_factor_all          0.2584
_refine_ls_R_factor_gt           0.1444
_refine_ls_wR_factor_ref         0.4090
_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^)+(0.1948P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3735
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                732
_reflns_number_total             2353
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            taca-ina-meno2_fill.cif
_cod_data_source_block           taca-ina-meno2
_cod_depositor_comments
;Author list was corrected.

 Releasing structure 3000560 into public domain as published material.
;
_cod_original_cell_volume        2867.8
_cod_database_code               3000560
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O11-N3
 1.22 with sigma of 0.02
 O12-N3
 1.22 with sigma of 0.02
 C17-N3
 1.48 with sigma of 0.02
 O11-O12
 2.15 with sigma of 0.02
 C17-O11
 2.33 with sigma of 0.02
 C17-O12
 2.33 with sigma of 0.02
3. Restrained planarity
 O12, N3, O11, C17
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(O7B) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C6) \\sim
Ueq, Uanis(C2) \\sim Ueq, Uanis(O2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C8) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
5. 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
6. Others
 Sof(O7B)=Sof(H7B)=FVAR(1)
 Sof(O12)=Sof(N3)=Sof(O11)=Sof(C17)=0.5*FVAR(3)
7.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
7.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C2(H2A), C5(H5), C4(H4A), C1(H1)
7.c X=CH2 refined with riding coordinates:
 N2(H2B,H2C)
7.d Idealised tetrahedral OH refined as rotating group:
 O7A(H7A), O7B(H7B), O4(H4), O2(H2)
;
_shelx_res_checksum              84027
_shelx_hkl_checksum              31957
_olex2_submission_special_instructions 'No special instructions were received'