#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:49:02 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230273 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/69/7056913.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_7056913
loop_
_publ_author_name
'Ma, Qing'
'Gu, Hao'
'Huang, Jinglun'
'Nie, Fude'
'Fan, Guijuan'
'Liao, Longyu'
'Yang, Wei'
_publ_section_title
;
 Formation of trinitromethyl functionalized 1,2,4-triazole-based energetic
 ionic salts and a zwitterionic salt directed by an intermolecular and
 intramolecular metathesis strategy
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              2376
_journal_paper_doi               10.1039/C7NJ03939E
_journal_volume                  42
_journal_year                    2018
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C3 N8 O6'
_chemical_formula_sum            'C3 N8 O6'
_chemical_formula_weight         244.11
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_primary     dual
_audit_creation_date             2016-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-12-28 deposited with the CCDC.
2018-01-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7188(10)
_cell_length_b                   16.867(2)
_cell_length_c                   6.4384(8)
_cell_measurement_reflns_used    2320
_cell_measurement_temperature    130
_cell_measurement_theta_max      29.00
_cell_measurement_theta_min      2.41
_cell_volume                     838.23(18)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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      130
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8443
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.475
_diffrn_reflns_theta_min         2.415
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7003
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0504 before and 0.0453 after correction.
The Ratio of minimum to maximum transmission is 0.9386.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.934
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 807 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.6(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2549
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0341
_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/[σ²(Fo²)+(0.0366P)²+0.0940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.0776
_reflns_Friedel_coverage         0.704
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                2172
_reflns_number_total             2549
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7nj03939e2.cif
_cod_data_source_block           dm16641
_cod_depositor_comments
'Adding full bibliography for 7056911--7056913.cif.'
_cod_original_cell_volume        838.24(19)
_cod_database_code               7056913
_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   0.982
_shelx_estimated_absorpt_t_min   0.973
_olex2_refinement_description
;
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
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
O1 O 0.1863(2) 0.53972(9) 0.8606(2) 0.0286(4) Uani 1 1 d
O2 O 0.1924(2) 0.50210(9) 0.5365(3) 0.0294(3) Uani 1 1 d
O3 O 0.5074(2) 0.58935(9) 0.3794(2) 0.0261(3) Uani 1 1 d
O4 O 0.2691(3) 0.63941(11) 0.2560(2) 0.0365(4) Uani 1 1 d
O5 O 0.0047(2) 0.66337(10) 0.6525(3) 0.0333(4) Uani 1 1 d
O6 O 0.1890(2) 0.75442(9) 0.5566(2) 0.0295(4) Uani 1 1 d
N1 N 0.5552(2) 0.60074(11) 0.8292(3) 0.0204(3) Uani 1 1 d
N2 N 0.4477(2) 0.72585(10) 0.8513(3) 0.0218(4) Uani 1 1 d
N3 N 0.5855(2) 0.72371(11) 0.9783(3) 0.0244(4) Uani 1 1 d
N4 N 0.7816(2) 0.62117(10) 1.0697(3) 0.0211(4) Uani 1 1 d
N5 N 0.8906(2) 0.59811(12) 1.1602(3) 0.0293(4) Uani 1 1 d
N6 N 0.2190(2) 0.54839(10) 0.6772(3) 0.0201(3) Uani 1 1 d
N7 N 0.3646(2) 0.61895(10) 0.3947(3) 0.0209(3) Uani 1 1 d
N8 N 0.1483(2) 0.68791(10) 0.6092(3) 0.0223(4) Uani 1 1 d
C1 C 0.6415(3) 0.64946(12) 0.9559(3) 0.0194(4) Uani 1 1 d
C2 C 0.4352(3) 0.65244(12) 0.7685(3) 0.0166(4) Uani 1 1 d
C3 C 0.2979(2) 0.62882(11) 0.6187(3) 0.0168(3) Uani 1 1 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C2 N1 C1 97.07(17)
N3 N2 C2 105.79(17)
C1 N3 N2 102.49(17)
N5 N4 C1 179.1(2)
O1 N6 C3 115.28(16)
O2 N6 O1 127.74(18)
O2 N6 C3 116.95(16)
O3 N7 C3 115.07(16)
O4 N7 O3 127.69(19)
O4 N7 C3 117.22(17)
O5 N8 C3 117.29(17)
O6 N8 O5 127.97(18)
O6 N8 C3 114.74(16)
N1 C1 N4 119.88(19)
N3 C1 N1 118.85(19)
N3 C1 N4 121.18(19)
N1 C2 N2 115.79(18)
N1 C2 C3 120.72(18)
N2 C2 C3 123.49(18)
N6 C3 N7 105.47(14)
N8 C3 N6 106.66(14)
N8 C3 N7 106.61(15)
C2 C3 N6 111.13(15)
C2 C3 N7 113.46(16)
C2 C3 N8 112.97(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 N6 1.216(2)
O2 N6 1.213(2)
O3 N7 1.215(2)
O4 N7 1.208(2)
O5 N8 1.215(2)
O6 N8 1.213(2)
N1 C1 1.336(3)
N1 C2 1.331(3)
N2 N3 1.342(3)
N2 C2 1.352(3)
N3 C1 1.333(3)
N4 N5 1.095(2)
N4 C1 1.390(3)
N6 C3 1.534(2)
N7 C3 1.540(3)
N8 C3 1.527(2)
C2 C3 1.488(3)
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
O1 N6 C3 N7 167.67(16)
O1 N6 C3 N8 -79.2(2)
O1 N6 C3 C2 44.3(2)
O2 N6 C3 N7 -14.2(2)
O2 N6 C3 N8 98.90(19)
O2 N6 C3 C2 -137.57(18)
O3 N7 C3 N6 -83.68(19)
O3 N7 C3 N8 163.18(16)
O3 N7 C3 C2 38.2(2)
O4 N7 C3 N6 94.7(2)
O4 N7 C3 N8 -18.5(2)
O4 N7 C3 C2 -143.46(19)
O5 N8 C3 N6 2.0(2)
O5 N8 C3 N7 114.35(19)
O5 N8 C3 C2 -120.4(2)
O6 N8 C3 N6 -177.34(16)
O6 N8 C3 N7 -65.0(2)
O6 N8 C3 C2 60.3(2)
N1 C2 C3 N6 45.8(2)
N1 C2 C3 N7 -72.9(2)
N1 C2 C3 N8 165.62(18)
N2 N3 C1 N1 -0.8(3)
N2 N3 C1 N4 -177.40(18)
N2 C2 C3 N6 -134.25(19)
N2 C2 C3 N7 107.1(2)
N2 C2 C3 N8 -14.4(3)
N3 N2 C2 N1 -0.4(2)
N3 N2 C2 C3 179.63(18)
C1 N1 C2 N2 -0.1(2)
C1 N1 C2 C3 179.92(18)
C2 N1 C1 N3 0.5(2)
C2 N1 C1 N4 177.19(19)
C2 N2 N3 C1 0.6(2)
