#------------------------------------------------------------------------------
#$Date: 2017-05-18 05:24:41 +0300 (Thu, 18 May 2017) $
#$Revision: 196724 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/29/7042960.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_7042960
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, 2(C3 H N4 O4), 1.5(H4 O2)'
_chemical_formula_sum            'C12 H20 N18 O11'
_chemical_formula_weight         592.46
_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             2016-11-02
_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                117.773(2)
_cell_angle_beta                 100.209(3)
_cell_angle_gamma                97.012(3)
_cell_formula_units_Z            1
_cell_length_a                   6.413(2)
_cell_length_b                   10.1729(13)
_cell_length_c                   10.5386(13)
_cell_measurement_reflns_used    3123
_cell_measurement_temperature    130
_cell_measurement_theta_max      30.67
_cell_measurement_theta_min      2.27
_cell_volume                     581.9(2)
_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 0.999
_diffrn_measured_fraction_theta_max 0.987
_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  0.0147
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5970
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.668
_diffrn_reflns_theta_min         2.266
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.148
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0558 before and 0.0279 after correction.
The Ratio of minimum to maximum transmission is 0.8157.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_description       block
_exptl_crystal_F_000             306
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3566
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0615P)²+0.1001P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1069
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3017
_reflns_number_total             3566
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt01261f2.cif
_cod_data_source_block           dm16714
_cod_database_code               7042960
_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   0.978
_shelx_estimated_absorpt_t_min   0.964
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O5-H5BB
 0.85 with sigma of 0.02
 O6-H6A
 0.85 with sigma of 0.02
3. Others
 Fixed Sof: O6(0.5) H5BB(0.5) H6A(0.5) H6B(0.5) H5C(0.5)
4.a Free rotating group:
 O5(H5AA)
;
_shelx_shelxl_version_number     2016/6
_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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.67271(15) 0.27508(11) 0.58408(10) 0.01963(19) Uani 1 1 d . . . .
H1 H 0.552(3) 0.267(2) 0.526(2) 0.039(5) Uiso 1 1 d . . . .
N2 N 0.71556(15) 0.37488(11) 0.73557(9) 0.01868(19) Uani 1 1 d . . . .
N3 N 1.00653(14) 0.29048(10) 0.67602(9) 0.01467(17) Uani 1 1 d . . . .
N4 N 1.21351(15) 0.25913(12) 0.68232(10) 0.02056(19) Uani 1 1 d . . . .
H4A H 1.233(3) 0.229(2) 0.7512(19) 0.037(5) Uiso 1 1 d . . . .
H4B H 1.308(3) 0.345(2) 0.711(2) 0.042(5) Uiso 1 1 d . . . .
N5 N 0.86865(17) 0.12782(12) 0.41473(10) 0.0227(2) Uani 1 1 d . . . .
H5A H 0.757(3) 0.080(2) 0.3381(19) 0.037(5) Uiso 1 1 d . . . .
H5B H 0.995(3) 0.106(2) 0.4100(19) 0.034(4) Uiso 1 1 d . . . .
C1 C 0.84694(16) 0.22349(12) 0.54721(11) 0.01623(19) Uani 1 1 d . . . .
C2 C 0.91900(16) 0.38122(11) 0.78940(10) 0.01410(18) Uani 1 1 d . . . .
C3 C 1.04606(16) 0.46959(11) 0.94361(10) 0.01473(19) Uani 1 1 d . . . .
H3 H 1.206(3) 0.4853(17) 0.9650(16) 0.024(4) Uiso 1 1 d . . . .
O1 O 0.54887(14) 0.35547(11) 0.20256(10) 0.0301(2) Uani 1 1 d . . . .
O2 O 0.49899(14) 0.31187(11) -0.02460(11) 0.0307(2) Uani 1 1 d . . . .
O3 O -0.29007(14) -0.00648(10) -0.32633(9) 0.02569(19) Uani 1 1 d . . . .
O4 O -0.46719(13) -0.01220(11) -0.16975(10) 0.02663(19) Uani 1 1 d . . . .
N6 N 0.11739(15) 0.23430(11) 0.14811(10) 0.02033(19) Uani 1 1 d . . . .
N7 N 0.08488(14) 0.15465(10) -0.09983(10) 0.01684(18) Uani 1 1 d . . . .
N8 N 0.43395(15) 0.30230(11) 0.07494(11) 0.0213(2) Uani 1 1 d . . . .
N9 N -0.29847(15) 0.02633(10) -0.19882(10) 0.01811(18) Uani 1 1 d . . . .
C4 C 0.20896(17) 0.22649(12) 0.03962(11) 0.0176(2) Uani 1 1 d . . . .
C5 C -0.10871(16) 0.11193(12) -0.07786(11) 0.01605(19) Uani 1 1 d . . . .
C6 C -0.09227(18) 0.15959(13) 0.07181(12) 0.0192(2) Uani 1 1 d . . . .
H6 H -0.200(3) 0.1464(18) 0.1177(17) 0.026(4) Uiso 1 1 d . . . .
O5 O 0.34214(15) 0.36776(11) 0.45445(10) 0.0272(2) Uani 1 1 d D . . .
H5AA H 0.290924 0.323700 0.358381 0.041 Uiso 1 1 d G . . .
O6 O 0.0394(4) 0.5210(3) 0.5599(3) 0.0373(4) Uani 0.5 1 d D P A 2
H5BB H 0.242(4) 0.415(3) 0.484(3) 0.020(7) Uiso 0.5 1 d D P B 1
H6A H -0.088(3) 0.530(3) 0.527(3) 0.019(7) Uiso 0.5 1 d D P C 2
H6B H 0.099(8) 0.600(5) 0.653(5) 0.065(13) Uiso 0.5 1 d . P D 2
H5C H 0.446(8) 0.457(5) 0.494(5) 0.060(13) Uiso 0.5 1 d . P E 2
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
N2 N1 H1 118.5(12) .
C1 N1 H1 128.6(12) .
C1 N1 N2 111.89(9) .
C2 N2 N1 104.46(9) .
C1 N3 N4 122.23(8) .
C1 N3 C2 107.42(9) .
C2 N3 N4 130.25(8) .
N3 N4 H4A 104.3(11) .
N3 N4 H4B 107.3(13) .
H4A N4 H4B 111.9(16) .
H5A N5 H5B 121.1(16) .
C1 N5 H5A 120.8(12) .
C1 N5 H5B 117.6(11) .
N1 C1 N3 105.68(9) .
N5 C1 N1 129.30(10) .
N5 C1 N3 125.01(10) .
N2 C2 N3 110.53(9) .
N2 C2 C3 127.28(9) .
N3 C2 C3 122.19(9) .
C2 C3 H3 118.1(9) .
C3 C3 C2 122.40(12) 2_767
C3 C3 H3 119.5(9) 2_767
C4 N6 C6 102.39(9) .
C4 N7 C5 99.64(9) .
O1 N8 O2 123.80(10) .
O1 N8 C4 118.42(10) .
O2 N8 C4 117.78(9) .
O3 N9 O4 123.06(9) .
O3 N9 C5 119.74(9) .
O4 N9 C5 117.20(9) .
N6 C4 N8 120.77(9) .
N7 C4 N6 118.74(9) .
N7 C4 N8 120.39(9) .
N7 C5 N9 121.26(9) .
N7 C5 C6 112.05(9) .
C6 C5 N9 126.68(10) .
N6 C6 C5 107.19(10) .
N6 C6 H6 123.0(9) .
C5 C6 H6 129.8(9) .
H5AA O5 H5BB 100.9 .
H5AA O5 H5C 113.0 .
O6 O6 H6A 55(2) 2_566
O6 O6 H6B 149(3) 2_566
H6A O6 H6B 109(4) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 H1 0.866(19) .
N1 N2 1.3860(12) .
N1 C1 1.3349(14) .
N2 C2 1.3081(14) .
N3 N4 1.4000(13) .
N3 C1 1.3527(12) .
N3 C2 1.3897(13) .
N4 H4A 0.903(18) .
N4 H4B 0.89(2) .
N5 H5A 0.863(18) .
N5 H5B 0.870(19) .
N5 C1 1.3234(13) .
C2 C3 1.4504(13) .
C3 C3 1.3406(19) 2_767
C3 H3 0.989(16) .
O1 N8 1.2321(12) .
O2 N8 1.2345(14) .
O3 N9 1.2378(12) .
O4 N9 1.2426(13) .
N6 C4 1.3503(14) .
N6 C6 1.3527(14) .
N7 C4 1.3303(13) .
N7 C5 1.3594(14) .
N8 C4 1.4442(14) .
N9 C5 1.4217(13) .
C5 C6 1.3963(14) .
C6 H6 0.939(16) .
O5 H5AA 0.8701 .
O5 H5BB 0.865(18) .
O5 H5C 0.92(4) .
O6 O6 1.118(5) 2_566
O6 H6A 0.865(18) .
O6 H6B 0.90(5) .
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
N1 H1 O5 0.866(19) 2.033(19) 2.8127(14) 149.5(17) .
O5 H5AA N6 0.87 1.99 2.8516(13) 168.2 .
O6 H6A O5 0.865(18) 2.03(2) 2.828(3) 154(3) 2_566
O5 H5C O5 0.92(4) 1.88(4) 2.799(2) 172(4) 2_666
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_4
N1 N2 C2 N3 1.02(12) .
N1 N2 C2 C3 -179.85(10) .
N2 N1 C1 N3 -0.15(12) .
N2 N1 C1 N5 -179.81(11) .
N2 C2 C3 C3 15.7(2) 2_767
N3 C2 C3 C3 -165.32(12) 2_767
N4 N3 C1 N1 177.58(10) .
N4 N3 C1 N5 -2.73(16) .
N4 N3 C2 N2 -177.64(10) .
N4 N3 C2 C3 3.18(16) .
C1 N1 N2 C2 -0.55(12) .
C1 N3 C2 N2 -1.16(12) .
C1 N3 C2 C3 179.66(9) .
C2 N3 C1 N1 0.75(11) .
C2 N3 C1 N5 -179.56(10) .
O1 N8 C4 N6 10.22(16) .
O1 N8 C4 N7 -173.48(10) .
O2 N8 C4 N6 -168.76(10) .
O2 N8 C4 N7 7.54(16) .
O3 N9 C5 N7 -2.16(15) .
O3 N9 C5 C6 179.06(10) .
O4 N9 C5 N7 177.82(10) .
O4 N9 C5 C6 -0.96(16) .
N7 C5 C6 N6 -0.28(13) .
N9 C5 C6 N6 178.59(10) .
C4 N6 C6 C5 0.35(12) .
C4 N7 C5 N9 -178.87(10) .
C4 N7 C5 C6 0.07(12) .
C5 N7 C4 N6 0.19(12) .
C5 N7 C4 N8 -176.19(9) .
C6 N6 C4 N7 -0.36(13) .
C6 N6 C4 N8 176.00(10) .
