#------------------------------------------------------------------------------
#$Date: 2020-02-04 22:05:02 +0200 (Tue, 04 Feb 2020) $
#$Revision: 247595 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/56/7125624.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_7125624
loop_
_publ_author_name
'Liu, Tianlin'
'Liao, Sicheng'
'Song, Siwei'
'Wang, Kangcai'
'Jin, Yunhe'
'Zhang, Qinghua'
_publ_section_title
;
 Combination of gem-dinitromethyl functionality and a
 5-amino-1,3,4-oxadiazole framework for zwitterionic energetic materials.
;
_journal_issue                   2
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              209
_journal_page_last               212
_journal_paper_doi               10.1039/c9cc08182h
_journal_volume                  56
_journal_year                    2019
_chemical_formula_moiety         'C3 H4 N6 O5'
_chemical_formula_sum            'C3 H4 N6 O5'
_chemical_formula_weight         204.12
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-10-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-11-18 deposited with the CCDC.	2019-11-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.342(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.330(3)
_cell_length_b                   6.1101(8)
_cell_length_c                   13.6007(18)
_cell_measurement_reflns_used    3125
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.30
_cell_measurement_theta_min      2.33
_cell_volume                     1454.0(4)
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10362
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         1.16
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6528
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0555 before and 0.0451 after correction. The Ratio of minimum to maximum transmission is 0.8755. The λ/2 correction factor is 0.0015.'
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         3301
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0683P)²+0.0344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1038
_refine_ls_wR_factor_ref         0.1098
_reflns_number_gt                2710
_reflns_number_total             3301
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9cc08182h2.cif
_cod_data_source_block           zz
_cod_depositor_comments
'Adding full bibliography for 7125621--7125624.cif.'
_cod_original_cell_volume        1454.0(3)
_cod_database_code               7125624
_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+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -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
O10 O 0.14396(6) 0.75552(17) 0.73019(7) 0.0208(2) Uani 1 d
O5 O 0.35268(6) 0.23710(17) 0.61734(7) 0.0214(2) Uani 1 d
O9 O 0.23114(6) 0.28959(19) 0.80288(9) 0.0285(3) Uani 1 d
O7 O -0.00291(6) 0.5196(2) 0.78601(9) 0.0322(3) Uani 1 d
O6 O 0.05067(7) 0.30880(19) 0.91606(9) 0.0308(3) Uani 1 d
O4 O 0.50903(6) 0.4655(2) 0.79404(9) 0.0331(3) Uani 1 d
O2 O 0.27295(6) 0.6840(2) 0.63041(9) 0.0323(3) Uani 1 d
O3 O 0.45738(7) 0.67829(19) 0.88247(8) 0.0329(3) Uani 1 d
O1 O 0.31520(7) 0.7898(2) 0.79079(9) 0.0354(3) Uani 1 d
O8 O 0.19222(7) 0.1958(2) 0.93332(9) 0.0373(3) Uani 1 d
N10 N 0.10193(7) 0.67835(19) 0.56916(9) 0.0193(3) Uani 1 d
N4 N 0.39227(7) 0.3199(2) 0.48858(9) 0.0207(3) Uani 1 d
N1 N 0.45441(7) 0.5736(2) 0.80369(9) 0.0230(3) Uani 1 d
N11 N 0.15434(8) 1.0304(2) 0.61867(11) 0.0239(3) Uani 1 d
N3 N 0.41083(7) 0.4972(2) 0.55438(9) 0.0221(3) Uani 1 d
N8 N 0.05234(7) 0.4116(2) 0.83807(9) 0.0229(3) Uani 1 d
N7 N 0.18180(7) 0.2932(2) 0.85050(9) 0.0231(3) Uani 1 d
N9 N 0.08892(7) 0.4929(2) 0.61989(9) 0.0219(3) Uani 1 d
N2 N 0.32415(7) 0.6869(2) 0.71670(10) 0.0237(3) Uani 1 d
N5 N 0.33557(8) -0.0288(2) 0.49270(10) 0.0266(3) Uani 1 d
N6 N 0.41135(9) 0.3036(2) 0.39785(10) 0.0281(3) Uani 1 d
N12 N 0.08577(10) 0.6952(2) 0.46351(10) 0.0304(3) Uani 1 d
C3 C 0.35929(8) 0.1646(2) 0.52813(11) 0.0200(3) Uani 1 d
C2 C 0.38687(8) 0.4442(2) 0.62989(11) 0.0197(3) Uani 1 d
C6 C 0.13437(8) 0.8332(2) 0.63551(11) 0.0189(3) Uani 1 d
C5 C 0.11481(8) 0.5434(2) 0.71510(11) 0.0196(3) Uani 1 d
C1 C 0.38827(8) 0.5699(2) 0.72042(10) 0.0210(3) Uani 1 d
C4 C 0.11689(8) 0.4128(2) 0.80445(11) 0.0217(3) Uani 1 d
H11A H 0.1374(11) 1.082(3) 0.5552(16) 0.039(5) Uiso 1 d
H6A H 0.4632(13) 0.319(3) 0.4166(17) 0.048(6) Uiso 1 d
H11B H 0.1784(12) 1.114(4) 0.6724(18) 0.049(6) Uiso 1 d
H5A H 0.3145(12) -0.119(4) 0.5316(18) 0.054(6) Uiso 1 d
H5B H 0.3437(13) -0.074(4) 0.4355(19) 0.058(7) Uiso 1 d
H12A H 0.0340(16) 0.684(4) 0.439(2) 0.069(8) Uiso 1 d
H6B H 0.3895(11) 0.423(4) 0.3585(16) 0.039(5) Uiso 1 d
H12B H 0.1117(12) 0.578(4) 0.4458(17) 0.050(6) Uiso 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
C6 O10 C5 104.73(11)
C3 O5 C2 104.66(11)
N12 N10 N9 124.34(12)
C6 N10 N9 110.83(12)
C6 N10 N12 124.79(13)
N3 N4 N6 123.73(12)
C3 N4 N3 110.69(12)
C3 N4 N6 125.41(13)
O4 N1 C1 116.16(12)
O3 N1 O4 122.68(13)
O3 N1 C1 121.15(13)
C6 N11 H11A 118.0(13)
C6 N11 H11B 118.7(15)
H11A N11 H11B 122.6(19)
C2 N3 N4 104.21(12)
O7 N8 O6 122.26(12)
O7 N8 C4 116.11(12)
O6 N8 C4 121.62(13)
O9 N7 C4 115.51(12)
O8 N7 O9 121.32(13)
O8 N7 C4 123.17(13)
C5 N9 N10 103.92(12)
O2 N2 C1 114.83(12)
O1 N2 O2 121.31(13)
O1 N2 C1 123.87(13)
C3 N5 H5A 118.7(15)
C3 N5 H5B 119.2(16)
H5A N5 H5B 122(2)
N4 N6 H6A 105.2(14)
N4 N6 H6B 106.2(12)
H6A N6 H6B 108.5(18)
N10 N12 H12A 104.6(16)
N10 N12 H12B 104.2(13)
H12A N12 H12B 114(2)
N4 C3 O5 108.00(12)
N5 C3 O5 121.93(13)
N5 C3 N4 130.07(13)
O5 C2 C1 118.55(12)
N3 C2 O5 112.40(12)
N3 C2 C1 129.01(14)
N10 C6 O10 107.92(12)
N11 C6 O10 122.48(13)
N11 C6 N10 129.59(14)
O10 C5 C4 118.47(12)
N9 C5 O10 112.60(12)
N9 C5 C4 128.93(13)
N1 C1 C2 119.50(12)
N2 C1 N1 123.65(13)
N2 C1 C2 116.79(12)
N8 C4 C5 117.92(13)
N7 C4 N8 123.51(13)
N7 C4 C5 118.56(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O10 C6 1.3339(17)
O10 C5 1.3938(18)
O5 C3 1.3306(16)
O5 C2 1.3999(18)
O9 N7 1.2597(16)
O7 N8 1.2389(17)
O6 N8 1.2409(16)
O4 N1 1.2387(17)
O2 N2 1.2656(17)
O3 N1 1.2350(16)
O1 N2 1.2395(16)
O8 N7 1.2375(16)
N10 N9 1.3840(17)
N10 N12 1.3818(17)
N10 C6 1.3203(19)
N4 N3 1.3819(17)
N4 N6 1.3828(17)
N4 C3 1.3224(19)
N1 C1 1.3906(18)
N11 C6 1.299(2)
N11 H11A 0.88(2)
N11 H11B 0.89(2)
N3 C2 1.2732(18)
N8 C4 1.3899(18)
N7 C4 1.3776(19)
N9 C5 1.2770(18)
N2 C1 1.3637(19)
N5 C3 1.301(2)
N5 H5A 0.92(2)
N5 H5B 0.88(2)
N6 H6A 0.91(2)
N6 H6B 0.92(2)
N12 H12A 0.91(3)
N12 H12B 0.93(2)
C2 C1 1.4449(19)
C5 C4 1.4445(19)
