#------------------------------------------------------------------------------
#$Date: 2020-03-05 00:31:24 +0100 (jue 05 de mar de 2020) $
#$Revision: 248801 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/57/7125723.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_7125723
loop_
_publ_author_name
'Chen, Sitong'
'Liu, Yuji'
'Feng, Yongan'
'Yang, Xianjin'
'Zhang, Qinghua'
_publ_section_title
;
 5,6-Fused bicyclic tetrazolo-pyridazine energetic materials.
;
_journal_issue                   10
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1493
_journal_page_last               1496
_journal_paper_doi               10.1039/c9cc08782f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'H2 O, 2(C4 H4 N8 O2)'
_chemical_formula_sum            'C8 H10 N16 O5'
_chemical_formula_weight         410.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-07-04
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-08-14 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 93.484(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.2036(15)
_cell_length_b                   4.6757(5)
_cell_length_c                   25.698(3)
_cell_measurement_reflns_used    1376
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      3.18
_cell_volume                     1463.6(3)
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0937
_diffrn_reflns_av_unetI/netI     0.0913
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            5433
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         3.34
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1764 before and 0.0698 after correction.
The Ratio of minimum to maximum transmission is 0.8055.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       0.0035(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         1659
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.1085
_refine_ls_R_factor_gt           0.0511
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0550P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1287
_reflns_number_gt                1017
_reflns_number_total             1659
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9cc08782f2.cif
_cod_data_source_block           ff
_cod_depositor_comments
'Adding full bibliography for 7125722--7125725.cif.'
_cod_database_code               7125723
_olex2_refinement_description
;
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 '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_calc_flag
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O3 O 0.5000 1.2932(6) 0.7500 0.0212(7) Uani 1 d 2 S T P
O1 O 0.49423(15) 0.9703(4) 0.55091(6) 0.0200(5) Uani 1 d 1 . . .
O2 O 0.47929(15) 1.1186(4) 0.62996(6) 0.0186(5) Uani 1 d 1 . . .
N7 N 0.22449(17) 0.3275(4) 0.61496(8) 0.0136(5) Uani 1 d 1 . . .
N2 N 0.45313(18) 0.9508(4) 0.59383(8) 0.0145(5) Uani 1 d 1 . . .
N4 N 0.20215(17) 0.3882(4) 0.69728(8) 0.0159(5) Uani 1 d 1 . . .
N1 N 0.3675(2) 0.5668(5) 0.51170(9) 0.0175(6) Uani 1 d 1 . . .
N3 N 0.36366(19) 0.8529(5) 0.69527(8) 0.0152(5) Uani 1 d 1 . . .
N5 N 0.13943(18) 0.1710(5) 0.67800(8) 0.0165(5) Uani 1 d 1 . . .
N6 N 0.15096(18) 0.1286(5) 0.62789(8) 0.0165(5) Uani 1 d 1 . . .
N8 N 0.25867(17) 0.3442(5) 0.56574(7) 0.0153(5) Uani 1 d 1 . . .
C4 C 0.2560(2) 0.4823(6) 0.65698(9) 0.0133(6) Uani 1 d 1 . . .
C2 C 0.3742(2) 0.7344(5) 0.60227(9) 0.0127(6) Uani 1 d 1 . . .
C1 C 0.3331(2) 0.5481(5) 0.55984(9) 0.0134(6) Uani 1 d 1 . . .
C3 C 0.3357(2) 0.7059(5) 0.65249(10) 0.0144(6) Uani 1 d 1 . . .
H3A H 0.413(3) 0.999(8) 0.6926(12) 0.047(10) Uiso 1 d 1 . . .
H1A H 0.336(2) 0.449(7) 0.4902(11) 0.026(9) Uiso 1 d 1 . . .
H3B H 0.328(2) 0.817(6) 0.7239(11) 0.021(7) Uiso 1 d 1 . . .
H1B H 0.420(3) 0.708(7) 0.5019(13) 0.052(11) Uiso 1 d 1 . . .
H3 H 0.538(3) 1.403(7) 0.7302(12) 0.046(11) Uiso 1 d 1 . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O3 0.0240(17) 0.0175(15) 0.0227(15) 0.000 0.0064(13) 0.000
O1 0.0238(11) 0.0241(11) 0.0128(9) 0.0012(8) 0.0064(8) -0.0024(9)
O2 0.0238(11) 0.0150(10) 0.0169(9) -0.0043(8) 0.0005(8) -0.0030(9)
N7 0.0139(12) 0.0120(11) 0.0150(11) 0.0027(9) 0.0025(9) 0.0010(10)
N2 0.0151(12) 0.0118(12) 0.0169(11) 0.0031(9) 0.0022(9) 0.0005(10)
N4 0.0168(12) 0.0156(12) 0.0155(11) 0.0015(9) 0.0025(9) -0.0006(10)
N1 0.0213(14) 0.0183(13) 0.0130(11) -0.0013(10) 0.0030(10) -0.0021(11)
N3 0.0181(13) 0.0157(12) 0.0122(11) -0.0002(10) 0.0039(10) -0.0002(11)
N5 0.0187(13) 0.0144(12) 0.0166(11) 0.0004(9) 0.0018(9) 0.0007(10)
N6 0.0192(13) 0.0150(12) 0.0155(11) 0.0035(9) 0.0027(9) 0.0005(10)
N8 0.0184(12) 0.0177(12) 0.0101(10) 0.0005(9) 0.0038(9) -0.0006(10)
C4 0.0141(14) 0.0135(13) 0.0123(12) 0.0019(11) 0.0005(10) 0.0016(12)
C2 0.0117(13) 0.0121(13) 0.0146(12) 0.0022(10) 0.0027(10) 0.0005(11)
C1 0.0116(13) 0.0140(14) 0.0147(13) 0.0033(10) 0.0013(10) 0.0028(12)
C3 0.0134(13) 0.0119(13) 0.0178(13) 0.0009(10) 0.0011(11) 0.0054(11)
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
N6 N7 N8 121.1(2)
C4 N7 N6 109.73(19)
C4 N7 N8 129.2(2)
O1 N2 C2 120.1(2)
O2 N2 O1 121.2(2)
O2 N2 C2 118.72(19)
C4 N4 N5 105.0(2)
C1 N1 H1A 113.8(19)
C1 N1 H1B 123(2)
H1A N1 H1B 124(3)
C3 N3 H3A 118(2)
C3 N3 H3B 118.2(18)
H3A N3 H3B 124(3)
N6 N5 N4 112.35(18)
N5 N6 N7 104.4(2)
C1 N8 N7 113.4(2)
N7 C4 C3 119.5(2)
N4 C4 N7 108.5(2)
N4 C4 C3 132.0(2)
N2 C2 C1 121.0(2)
C3 C2 N2 118.3(2)
C3 C2 C1 120.7(2)
N1 C1 C2 122.7(2)
N8 C1 N1 114.1(2)
N8 C1 C2 123.2(2)
N3 C3 C4 116.9(2)
N3 C3 C2 129.0(3)
C2 C3 C4 114.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O3 H3 0.87(3)
O1 N2 1.242(2)
O2 N2 1.242(3)
N7 N6 1.348(3)
N7 N8 1.358(3)
N7 C4 1.337(3)
N2 C2 1.423(3)
N4 N5 1.348(3)
N4 C4 1.334(3)
N1 C1 1.333(3)
N1 H1A 0.85(3)
N1 H1B 0.97(4)
N3 C3 1.324(3)
N3 H3A 0.91(4)
N3 H3B 0.90(3)
N5 N6 1.319(3)
N8 C1 1.332(3)
C4 C3 1.437(4)
C2 C1 1.460(3)
C2 C3 1.406(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 N2 C2 C1 -5.3(4)
O1 N2 C2 C3 175.4(2)
O2 N2 C2 C1 174.4(2)
O2 N2 C2 C3 -4.9(3)
N7 N8 C1 N1 179.9(2)
N7 N8 C1 C2 0.3(3)
N7 C4 C3 N3 179.8(2)
N7 C4 C3 C2 -0.9(4)
N2 C2 C1 N1 0.9(4)
N2 C2 C1 N8 -179.5(2)
N2 C2 C3 N3 -1.0(4)
N2 C2 C3 C4 179.8(2)
N4 N5 N6 N7 0.2(3)
N4 C4 C3 N3 -0.1(4)
N4 C4 C3 C2 179.2(3)
N5 N4 C4 N7 0.9(3)
N5 N4 C4 C3 -179.1(3)
N6 N7 N8 C1 -178.6(2)
N6 N7 C4 N4 -0.9(3)
N6 N7 C4 C3 179.2(2)
N8 N7 N6 N5 178.6(2)
N8 N7 C4 N4 -178.8(2)
N8 N7 C4 C3 1.2(4)
C4 N7 N6 N5 0.4(3)
C4 N7 N8 C1 -0.9(4)
C4 N4 N5 N6 -0.7(3)
C1 C2 C3 N3 179.6(3)
C1 C2 C3 C4 0.4(4)
C3 C2 C1 N1 -179.8(2)
C3 C2 C1 N8 -0.1(4)
