A deep dive into mechanochemical organic reactions by accurate crystallographic analysis via TAAM refinement
Constantin, Ana M.; Mele, Francesco; Botla, Vinayak; Ca', Nicola Della; Maggi, Raimondo; Maestri, Giovanni; Cerveri, Alessandro; Sundermann, Remie M.; Cauzzi, Daniele; Pancrazzi, Francesco; Mazzeo, Paolo P.; CrystEngComm 28 (2026) 2029–2035; doi:10.1039/D5CE00677E

data_7251056
_publ_section_title
;
 A deep dive into mechanochemical organic reactions by accurate
 crystallographic analysis via TAAM refinement
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              2029
_journal_page_last               2035
_journal_paper_doi               10.1039/D5CE00677E
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C16 H12 N2 O2'
_chemical_formula_sum            'C16 H12 N2 O2'
_chemical_formula_weight         264.286
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2025-06-18
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-06-24 deposited with the CCDC.	2025-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.379(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.5096(9)
_cell_length_b                   17.8805(11)
_cell_length_c                   10.3906(6)
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      26.372
_cell_measurement_theta_min      2.381
_cell_volume                     2527.0(3)
_computing_cell_refinement       SHELXT
_computing_data_reduction        SHELXT
_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    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      200.00
_diffrn_measured_fraction_theta_full 0.8341
_diffrn_measured_fraction_theta_max 0.8349
_diffrn_measurement_device_type  'Bruker D8 Venture, Photon II, Microsource'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0849
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.8341
_diffrn_reflns_Laue_measured_fraction_max 0.8349
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            50783
_diffrn_reflns_point_group_measured_fraction_full 0.8341
_diffrn_reflns_point_group_measured_fraction_max 0.8349
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1356 before and 0.0972 after correction.
The Ratio of minimum to maximum transmission is 0.7008.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_description       prism
_exptl_crystal_F_000             1104.731
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.2287
_refine_diff_density_min         -0.2080
_refine_diff_density_rms         0.0516
_refine_ls_d_res_high            0.7978
_refine_ls_d_res_low             8.5535
_refine_ls_extinction_coef       0.0034(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.1420
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     578
_refine_ls_number_reflns         4343
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.1420
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0258P)^2^+0.6734P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0934
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -18
_reflns_limit_k_max              22
_reflns_limit_k_min              1
_reflns_limit_l_max              13
_reflns_limit_l_min              1
_reflns_number_gt                3708
_reflns_number_total             4343
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5ce00677e2.cif
_cod_data_source_block           3a
_cod_depositor_comments
'Adding full bibliography for 7251056--7251057.cif.'
_cod_database_code               7251056
_olex2_refinement_description
;
1. Rigid body (RIGU) restrains
 H011, H005
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
;
_olex2_refine_details
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
- for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       discambMATTS2tsc
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         B3LYP
   BASIS SET:      def2-SVP
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2025-06-18_17-05-45
;
_olex2_submission_special_instructions 'No special instructions were received'