#------------------------------------------------------------------------------
#$Date: 2019-11-24 16:03:40 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238465 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/76/7237646.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7237646
loop_
_publ_author_name
'Xu, Yuangang'
'Tian, Lili'
'Li, Dongxue'
'Wang, Pengcheng'
'Lu, Ming'
_publ_section_title
;
 A series of energetic cyclo-pentazolate salts: rapid synthesis,
 characterization, and promising performance
;
_journal_issue                   20
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              12468
_journal_paper_doi               10.1039/C9TA01077G
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C H7 N4, N5'
_chemical_formula_sum            'C H7 N9'
_chemical_formula_weight         145.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-12-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-12-15 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.964(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.429(5)
_cell_length_b                   6.861(5)
_cell_length_c                   11.434(8)
_cell_measurement_reflns_used    297
_cell_measurement_temperature    150
_cell_measurement_theta_max      21.956
_cell_measurement_theta_min      3.474
_cell_volume                     653.2(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_av_unetI/netI     0.0918
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3913
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.072
_diffrn_reflns_theta_min         2.804
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0830 before and 0.0519 after correction. The Ratio of minimum to maximum transmission is 0.7264. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       needle
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1520
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0674
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1189P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1831
_refine_ls_wR_factor_ref         0.2283
_reflns_Friedel_coverage         0.000
_reflns_number_gt                932
_reflns_number_total             1520
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ta01077g2.cif
_cod_data_source_block           mo_1215-nlg-x-324_0m
_cod_database_code               7237646
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.996
_shelx_estimated_absorpt_t_min   0.981
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2. Restrained distances
 N9-H9B \\sim N9-H9A
 with sigma of 0.02
3.a Rotating group:
 N9(H9A)
3.b Aromatic/amide H refined with riding coordinates:
 N8(H8)
3.c X=CH2 refined with riding coordinates:
 N7(H7A,H7B), N6(H6A,H6B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
N8 N 0.7184(3) 0.2853(4) 0.0241(2) 0.0248(6) Uani 1 1 d .
H8 H 0.770010 0.336093 -0.029815 0.030 Uiso 1 1 calc R
N7 N 0.6761(3) 0.5900(4) 0.0905(2) 0.0272(7) Uani 1 1 d .
H7A H 0.635512 0.668859 0.138867 0.033 Uiso 1 1 calc R
H7B H 0.730169 0.637852 0.037166 0.033 Uiso 1 1 calc R
N6 N 0.5759(3) 0.3263(4) 0.1769(2) 0.0278(7) Uani 1 1 d .
H6A H 0.534674 0.403509 0.225763 0.033 Uiso 1 1 calc R
H6B H 0.563352 0.199270 0.180948 0.033 Uiso 1 1 calc R
N9 N 0.7020(3) 0.0818(4) 0.0318(3) 0.0300(7) Uani 1 1 d D
H9A H 0.653943 0.035251 -0.036885 0.036 Uiso 1 1 d DGR
C1 C 0.6560(4) 0.4004(4) 0.0980(3) 0.0230(7) Uani 1 1 d .
N4 N 0.0140(3) 0.2702(4) 0.2471(2) 0.0302(7) Uani 1 1 d .
N1 N 0.1306(3) 0.4569(4) 0.1393(3) 0.0329(7) Uani 1 1 d .
N5 N 0.0572(3) 0.4516(4) 0.2330(2) 0.0328(7) Uani 1 1 d .
N3 N 0.0607(3) 0.1631(4) 0.1629(3) 0.0321(7) Uani 1 1 d .
N2 N 0.1318(3) 0.2783(4) 0.0966(2) 0.0325(7) Uani 1 1 d .
H9B H 0.808(3) 0.041(8) 0.038(5) 0.098(19) Uiso 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N9 N8 H8 120.0
C1 N8 H8 120.0
C1 N8 N9 120.0(3)
H7A N7 H7B 120.0
C1 N7 H7A 120.0
C1 N7 H7B 120.0
H6A N6 H6B 120.0
C1 N6 H6A 120.0
C1 N6 H6B 120.0
N8 N9 H9A 109.8
N8 N9 H9B 102(4)
H9A N9 H9B 105.0
N7 C1 N8 118.7(3)
N6 C1 N8 120.4(3)
N6 C1 N7 120.9(3)
N5 N4 N3 108.5(3)
N2 N1 N5 107.8(2)
N4 N5 N1 107.5(2)
N2 N3 N4 107.7(3)
N3 N2 N1 108.5(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N8 H8 0.8800
N8 N9 1.408(4)
N8 C1 1.324(4)
N7 H7A 0.8800
N7 H7B 0.8800
N7 C1 1.316(4)
N6 H6A 0.8800
N6 H6B 0.8800
N6 C1 1.310(4)
N9 H9A 0.8849
N9 H9B 0.925(19)
N4 N5 1.314(4)
N4 N3 1.319(4)
N1 N5 1.318(4)
N1 N2 1.320(4)
N3 N2 1.304(4)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N9 N8 C1 N7 178.6(3)
N9 N8 C1 N6 -1.5(4)
N4 N3 N2 N1 0.3(4)
N5 N4 N3 N2 -0.3(3)
N5 N1 N2 N3 -0.2(4)
N3 N4 N5 N1 0.2(4)
N2 N1 N5 N4 0.0(4)
