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_7242172
_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         'C9 H9 N13 O4, 2(H2 O)'
_chemical_formula_sum            'C9 H13 N13 O6'
_chemical_formula_weight         399.29
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2020-09-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-09-24 deposited with the CCDC.	2021-01-25 downloaded from the CCDC.
;
_cell_angle_alpha                77.57(3)
_cell_angle_beta                 78.49(3)
_cell_angle_gamma                78.960(19)
_cell_formula_units_Z            2
_cell_length_a                   8.677(2)
_cell_length_b                   9.036(4)
_cell_length_c                   10.283(4)
_cell_measurement_reflns_used    7080
_cell_measurement_temperature    150.(2)
_cell_measurement_theta_max      54.890
_cell_measurement_theta_min      4.417
_cell_volume                     762.2(5)
_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  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS-1997 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150.(2)
_diffrn_measured_fraction_theta_full 0.9962
_diffrn_measured_fraction_theta_max 0.9962
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON II'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10801
_diffrn_reflns_theta_full        54.9147
_diffrn_reflns_theta_max         54.91
_diffrn_reflns_theta_min         3.88
_exptl_absorpt_coefficient_mu    0.821
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6780
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1147 before and 0.0491 after correction. The Ratio of minimum to maximum transmission is 0.9030. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            yellowish
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_density_diffrn    1.7397
_exptl_crystal_description       block
_exptl_crystal_F_000             413.2561
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.4957
_refine_diff_density_min         -0.3148
_refine_diff_density_rms         0.0588
_refine_ls_d_res_high            0.8196
_refine_ls_d_res_low             9.9043
_refine_ls_goodness_of_fit_ref   1.0697
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     265
_refine_ls_number_reflns         2891
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.0683
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0489P)^2^+0.4853P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1044
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                2553
_reflns_number_total             2891
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d0ce01882a2.cif
_cod_data_source_block           20200806cL_0m_a
_cod_depositor_comments
'Adding full bibliography for 7242172--7242173.cif.'
_cod_database_code               7242172
_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 O(H,H) groups
2. Restrained distances
 O8-H8c = O8-H8d
 0.87 with sigma of 0.02
 O9-H9c = O9-H9d
 0.87 with sigma of 0.02
 H9c-H8c
 2.2 with sigma of 0.02
 H8c-H8d
 1.38 with sigma of 0.04
 H9c-H9d
 1.38 with sigma of 0.04
3.a Aromatic/amide H refined with riding coordinates:
 N13(H13), N10(H10), C11(H11), C13(H13a), C12(H12)
3.b X=CH2 refined with riding coordinates:
 N8(H8a,H8b), N9(H9a,H9b)
;
_olex2_submission_special_instructions 'No special instructions were received'