π-Stacked organic frameworks with captured ammonia for benzamide synthesis
Geng, Shuai; He, Yu-Ou; Han, Wang-Kang; Gu, Zhi-Guo; CrystEngComm 27 (2025) 6074–6078; doi:10.1039/D5CE00604J

data_7250772
_publ_section_title
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 \p-Stacked organic frameworks with captured ammonia for benzamide
 synthesis
;
_journal_issue                   36
_journal_name_full               CrystEngComm
_journal_page_first              6074
_journal_page_last               6078
_journal_paper_doi               10.1039/D5CE00604J
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         '3(C12 H12 N2), 8(H3 N)'
_chemical_formula_sum            'C36 H60 N14'
_chemical_formula_weight         688.98
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-02-23
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-05-27 deposited with the CCDC.	2025-08-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   20.5422(7)
_cell_length_b                   20.5422(7)
_cell_length_c                   7.9574(5)
_cell_measurement_reflns_used    3101
_cell_measurement_temperature    298.00
_cell_measurement_theta_max      51.086
_cell_measurement_theta_min      3.744
_cell_volume                     2908.0(2)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8389
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.349
_diffrn_reflns_theta_max         24.349
_diffrn_reflns_theta_min         1.983
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7501
_exptl_absorpt_correction_T_min  0.4533
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1276 before and 0.0599 after correction.
The Ratio of minimum to maximum transmission is 0.6043.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_description       block
_exptl_crystal_F_000             1122
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     76
_refine_ls_number_reflns         1066
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.163
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0684
_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^)+(0.1164P)^2^+1.9318P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1910
_refine_ls_wR_factor_ref         0.2148
_reflns_Friedel_coverage         0.000
_reflns_number_gt                770
_reflns_number_total             1066
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00604j2.cif
_cod_data_source_block           11
_cod_depositor_comments
'Adding full bibliography for 7250772--7250775.cif.'
_cod_original_cell_volume        2908.0(3)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7250772
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.991
_shelx_estimated_absorpt_t_min   0.985
_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 N(H,H,H) groups
2. Restrained distances
 H3A-N3 = N3-H3B
 0.9 with sigma of 0.02
 H2C-N2 = N2-H2A
 0.9 with sigma of 0.02
 H3A-N3 = N3-H3C
 0.9 with sigma of 0.02
 H3B-N3 = N3-H3C
 0.9 with sigma of 0.02
 H2C-N2 = N2-H2B
 0.9 with sigma of 0.02
 H2A-N2 = N2-H2B
 0.9 with sigma of 0.02
 H3A-H3C
 1.465 with sigma of 0.04
 H3A-H3B
 1.465 with sigma of 0.04
 H2C-H2A
 1.465 with sigma of 0.04
 H3B-H3C
 1.465 with sigma of 0.04
 H2C-H2B
 1.465 with sigma of 0.04
 H2A-H2B
 1.465 with sigma of 0.04
3. Others
 Fixed Sof: H3B(0.333333) H3C(0.333333)
4.a Everything fixed:
 H2A, H2B, H2C, H3A, H3B, H3C
4.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
4.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5)
;
_shelx_res_checksum              82199
_olex2_submission_special_instructions 'No special instructions were received'