Sandwich-like low-sensitive nitroamine explosives stabilized by hydrogen bonds and π‒π stacking interactions
Cheng, Yanfei; Chen, Xiang; Yang, Na; Zhang, Yazhou; Ma, Haixia; Guo, Zhaoqi; CrystEngComm 23 (2021) 1953–1960; doi:10.1039/D0CE01882A

data_7242173
_publ_section_title
;
 Sandwich-like low-sensitive nitroamine explosives stabilized by hydrogen
 bonds and \p--\p stacking interactions
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              1953
_journal_page_last               1960
_journal_paper_doi               10.1039/D0CE01882A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         '2(C8 H7 N14 O4), 3.5(H2 O), 2(H4 N)'
_chemical_formula_sum            'C16 H29 N30 O11.5'
_chemical_formula_weight         825.69
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-11-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-11-08 deposited with the CCDC.	2021-01-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.45(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.16(5)
_cell_length_b                   13.182(9)
_cell_length_c                   11.89(2)
_cell_measurement_reflns_used    6705
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      54.687
_cell_measurement_theta_min      3.767
_cell_volume                     3197(10)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON II'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18886
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.021
_diffrn_reflns_theta_min         3.473
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1100 before and 0.0618 after correction.
The Ratio of minimum to maximum transmission is 0.7660.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_description       block
_exptl_crystal_F_000             1708
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         5793
_refine_ls_number_restraints     33
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0769
_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^)+(0.1200P)^2^+5.2907P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2011
_refine_ls_wR_factor_ref         0.2248
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4140
_reflns_number_total             5793
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce01882a2.cif
_cod_data_source_block           20200806dl_0m_a
_cod_depositor_comments
'Adding full bibliography for 7242172--7242173.cif.'
_cod_original_cell_volume        3196(10)
_cod_original_formula_sum        'C16 H29 N30 O11.50'
_cod_database_code               7242173
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All N(H,H,H,H) groups, All O(H,H) groups
2. Restrained distances
 H11D-H30D
 2.2 with sigma of 0.02
 H29A-O10
 2.3 with sigma of 0.02
 O10-H29A
 2.2 with sigma of 0.02
 N17-O9
 2 with sigma of 0.02
 O9-O10
 2.8 with sigma of 0.02
 N30-H30D \\sim N30-H30B \\sim N30-H30A \\sim N30-H30C \\sim N29-H29C \\sim
N29-H29D \\sim N29-H29A ~
 N29-H29B
 with sigma of 0.02
3. Others
 Fixed Sof: O9(0.5) H9A(0.5) H9B(0.5)
4.a Free rotating group:
 O11(H11C,H11D), O10(H10A,H10B), O9(H9A,H9B), O12(H12A,H12B)
4.b Aromatic/amide H refined with riding coordinates:
 N18(H18), N4(H4), C10(H10), C12(H12), C3(H3), C5(H5)
4.c X=CH2 refined with riding coordinates:
 N19(H19A,H19B), N25(H25A,H25B), N11(H11A,H11B), N5(H5A,H5B)
;
_shelx_res_checksum              53372
_olex2_submission_special_instructions 'No special instructions were received'