#------------------------------------------------------------------------------
#$Date: 2017-05-18 05:24:41 +0300 (Thu, 18 May 2017) $
#$Revision: 196724 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/29/7042964.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_7042964
loop_
_publ_author_name
'Ma, Qing'
'Chen, Ya'
'Liao, Longyu'
'Lu, Huanchang'
'Fan, Guijuan'
'Huang, Jinglun'
_publ_section_title
;
 Energetic π-conjugated vinyl bridged triazoles: a thermally stable and
 insensitive heterocyclic cation
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT01261F
_journal_year                    2017
_chemical_formula_moiety         'C6 H12 N10, C2 N10, 2(H2 O)'
_chemical_formula_sum            'C8 H16 N20 O2'
_chemical_formula_weight         424.41
_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_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2016-10-24
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-12-28 deposited with the CCDC.
2017-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                77.761(7)
_cell_angle_beta                 80.303(7)
_cell_angle_gamma                78.757(7)
_cell_formula_units_Z            1
_cell_length_a                   5.755(2)
_cell_length_b                   8.863(4)
_cell_length_c                   9.154(4)
_cell_measurement_reflns_used    1077
_cell_measurement_temperature    130
_cell_measurement_theta_max      27.756
_cell_measurement_theta_min      2.297
_cell_volume                     443.6(3)
_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 0.998
_diffrn_measured_fraction_theta_max 0.956
_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  0.0262
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3481
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.199
_diffrn_reflns_theta_min         2.297
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0728 before and 0.0388 after correction.
The Ratio of minimum to maximum transmission is 0.7924.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_description       block
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         2092
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.962
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0781P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1373
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1349
_reflns_number_total             2092
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt01261f2.cif
_cod_data_source_block           mo_dm16683_0m
_cod_database_code               7042964
_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   0.985
_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'
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
N6 N 0.3151(3) 0.65881(19) 0.54674(19) 0.0266(4) Uani 1 1 d
N7 N 0.4943(3) 0.7485(2) 0.4846(2) 0.0259(4) Uani 1 1 d
H7 H 0.559(6) 0.778(3) 0.548(4) 0.061(9) Uiso 1 1 d
N8 N 0.3686(3) 0.69241(18) 0.29663(18) 0.0221(4) Uani 1 1 d
N9 N 0.3299(4) 0.6848(2) 0.1512(2) 0.0305(4) Uani 1 1 d
H9A H 0.476(5) 0.641(3) 0.107(3) 0.044(7) Uiso 1 1 d
H9B H 0.278(6) 0.781(4) 0.104(4) 0.075(10) Uiso 1 1 d
N10 N 0.6864(3) 0.8436(2) 0.2388(2) 0.0281(4) Uani 1 1 d
H10A H 0.702(5) 0.838(3) 0.147(3) 0.049(8) Uiso 1 1 d
H10B H 0.776(5) 0.894(3) 0.267(3) 0.052(8) Uiso 1 1 d
C2 C 0.5297(3) 0.7680(2) 0.3348(2) 0.0217(4) Uani 1 1 d
C3 C 0.2414(4) 0.6262(2) 0.4304(2) 0.0236(4) Uani 1 1 d
C4 C 0.0584(4) 0.5323(2) 0.4346(2) 0.0270(5) Uani 1 1 d
H4 H 0.030(4) 0.515(3) 0.340(3) 0.032(6) Uiso 1 1 d
N1 N 0.0982(3) 1.0533(2) 0.17432(19) 0.0297(4) Uani 1 1 d
N2 N 0.2537(3) 1.1402(2) 0.0837(2) 0.0312(4) Uani 1 1 d
N3 N 0.3621(3) 1.2058(2) 0.16507(19) 0.0294(4) Uani 1 1 d
N4 N 0.2798(3) 1.1634(2) 0.31240(19) 0.0268(4) Uani 1 1 d
N5 N -0.0204(3) 0.99102(19) 0.43675(18) 0.0249(4) Uani 1 1 d
C1 C 0.1197(4) 1.0705(2) 0.3132(2) 0.0243(4) Uani 1 1 d
O1 O 0.7939(4) 0.4746(3) 0.1183(2) 0.0576(6) Uani 1 1 d
H1A H 0.756(7) 0.387(4) 0.176(4) 0.079(13) Uiso 1 1 d
H1B H 0.876(13) 0.434(8) 0.040(9) 0.25(4) Uiso 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'
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'
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
_geom_angle_site_symmetry_1
C3 N6 N7 104.95(16) .
N6 N7 H7 115(2) .
C2 N7 N6 111.62(17) .
C2 N7 H7 133(2) .
C2 N8 N9 127.56(17) .
C2 N8 C3 107.26(16) .
C3 N8 N9 125.15(17) .
N8 N9 H9A 104.5(16) .
N8 N9 H9B 109(2) .
H9A N9 H9B 114(3) .
H10A N10 H10B 118(3) .
C2 N10 H10A 119.0(19) .
C2 N10 H10B 123(2) .
N7 C2 N8 105.92(18) .
N10 C2 N7 128.48(19) .
N10 C2 N8 125.61(19) .
N6 C3 N8 110.23(18) .
N6 C3 C4 126.78(19) .
N8 C3 C4 122.97(19) .
C3 C4 H4 117.1(14) .
C4 C4 C3 121.6(3) 2_566
C4 C4 H4 121.3(14) 2_566
C1 N1 N2 103.58(17) .
N3 N2 N1 110.43(17) .
N2 N3 N4 108.88(18) .
C1 N4 N3 104.41(16) .
N5 N5 C1 113.1(2) 2_576
N1 C1 N4 112.70(18) .
N1 C1 N5 117.87(19) .
N4 C1 N5 129.43(19) .
H1A O1 H1B 99(5) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N6 N7 1.396(3) .
N6 C3 1.315(3) .
N7 H7 0.85(3) .
N7 C2 1.331(3) .
N8 N9 1.404(2) .
N8 C2 1.371(3) .
N8 C3 1.393(2) .
N9 H9A 0.92(3) .
N9 H9B 0.89(3) .
N10 H10A 0.84(3) .
N10 H10B 0.84(3) .
N10 C2 1.324(3) .
C3 C4 1.456(3) .
C4 C4 1.342(4) 2_566
C4 H4 0.95(2) .
N1 N2 1.353(3) .
N1 C1 1.340(3) .
N2 N3 1.328(3) .
N3 N4 1.351(2) .
N4 C1 1.347(3) .
N5 N5 1.267(3) 2_576
N5 C1 1.415(3) .
O1 H1A 0.88(4) .
O1 H1B 0.89(8) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N7 H7 N4 0.85(3) 1.90(3) 2.753(3) 177(3) 2_676
N10 H10A N2 0.84(3) 2.06(3) 2.890(3) 171(3) 2_675
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N6 N7 C2 N8 1.1(2) . .
N6 N7 C2 N10 -178.86(18) . .
N6 C3 C4 C4 0.4(4) . 2_566
N7 N6 C3 N8 0.1(2) . .
N7 N6 C3 C4 178.68(17) . .
N8 C3 C4 C4 178.8(2) . 2_566
N9 N8 C2 N7 177.34(18) . .
N9 N8 C2 N10 -2.7(3) . .
N9 N8 C3 N6 -177.79(17) . .
N9 N8 C3 C4 3.5(3) . .
C2 N8 C3 N6 0.6(2) . .
C2 N8 C3 C4 -178.11(17) . .
C3 N6 N7 C2 -0.7(2) . .
C3 N8 C2 N7 -0.97(19) . .
C3 N8 C2 N10 178.94(18) . .
N1 N2 N3 N4 0.0(2) . .
N2 N1 C1 N4 0.1(2) . .
N2 N1 C1 N5 -179.28(16) . .
N2 N3 N4 C1 0.1(2) . .
N3 N4 C1 N1 -0.1(2) . .
N3 N4 C1 N5 179.16(18) . .
N5 N5 C1 N1 177.03(19) 2_576 .
N5 N5 C1 N4 -2.2(3) 2_576 .
C1 N1 N2 N3 0.0(2) . .
