#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:53:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180101 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/47/7054784.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_7054784
loop_
_publ_author_name
'Wu, Jin-Ting'
'Zhang, Jian-Guo'
'Yin, Xin'
'Cheng, Zi-Yuan'
'Xu, Cai-Xia'
_publ_section_title
;
 3,4-Diamino-1,2,4-triazole based energetic salts: synthesis,
 characterization, and energetic properties
;
_journal_issue                   7
_journal_name_full               'New J. Chem.'
_journal_page_first              5265
_journal_paper_doi               10.1039/C5NJ00182J
_journal_volume                  39
_journal_year                    2015
_chemical_formula_sum            'C2 H6 Cl N5 O4'
_chemical_formula_weight         199.57
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-03-17 deposited with the CCDC.
2015-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 102.89(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2870(17)
_cell_length_b                   9.1930(18)
_cell_length_c                   9.926(2)
_cell_measurement_temperature    293(2)
_cell_volume                     737.1(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    SHELXL
_computing_publication_material  SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  AFC10/Saturn724+
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4408
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.90
_exptl_absorpt_coefficient_mu    0.506
_exptl_absorpt_correction_T_max  0.9055
_exptl_absorpt_correction_T_min  0.8968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         1303
_refine_ls_number_restraints     70
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0371
_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)+(0.0860P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1141
_reflns_number_gt                1208
_reflns_number_total             1303
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5nj00182j1.cif
_cod_data_source_block           qq
_cod_depositor_comments
'Adding full bibliography for 7054784--7054789.cif.'
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7054784
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.11384(6) 0.22094(6) 0.40156(5) 0.0232(3) Uani 1 1 d D . .
C1 C 0.1350(3) 0.2015(2) 0.9701(2) 0.0172(5) Uani 1 1 d . . .
N1 N 0.1841(2) 0.09113(19) 1.05585(17) 0.0257(5) Uani 1 1 d . B .
H1A H 0.1909 0.1017 1.1430 0.031 Uiso 1 1 calc R . .
H1B H 0.2091 0.0091 1.0242 0.031 Uiso 1 1 calc R . .
O1 O 0.2420(9) 0.2825(8) 0.5079(6) 0.0286(14) Uani 0.765(9) 1 d PDU A 1
O1A O 0.238(2) 0.257(3) 0.5267(16) 0.020(4) Uani 0.235(9) 1 d PDU A 2
N2 N 0.1239(2) 0.19735(17) 0.83266(17) 0.0165(4) Uani 1 1 d . B 1
C2 C 0.0736(2) 0.3334(2) 0.7819(2) 0.0207(5) Uani 1 1 d . B 1
H2A H 0.0577 0.3603 0.6896 0.025 Uiso 1 1 calc R B 1
O2 O 0.1660(9) 0.0885(4) 0.3490(7) 0.0277(11) Uani 0.765(9) 1 d PDU A 1
O2A O 0.142(3) 0.0718(11) 0.370(2) 0.030(4) Uani 0.235(9) 1 d PDU A 2
N3 N 0.1762(3) 0.07530(19) 0.76860(19) 0.0251(5) Uani 1 1 d D . .
H3B H 0.252(3) 0.106(3) 0.728(3) 0.040(8) Uiso 1 1 d D . .
H3A H 0.087(2) 0.057(3) 0.7042(19) 0.031(7) Uiso 1 1 d D . .
O3 O 0.0632(5) 0.3232(3) 0.2910(2) 0.0389(9) Uani 0.765(9) 1 d PDU A 1
O3A O 0.171(2) 0.3076(10) 0.2916(8) 0.049(4) Uani 0.235(9) 1 d PDU A 2
N4 N 0.0516(2) 0.41835(18) 0.87933(17) 0.0218(4) Uani 1 1 d . . .
O4 O -0.0306(3) 0.1890(4) 0.4600(3) 0.0315(8) Uani 0.765(9) 1 d PDU A 1
O4A O -0.0395(10) 0.2604(18) 0.4120(17) 0.069(4) Uani 0.235(9) 1 d PDU A 2
N5 N 0.0913(2) 0.33508(18) 0.99730(18) 0.0199(4) Uani 1 1 d . B .
H5A H 0.0881 0.3659 1.0785 0.024 Uiso 1 1 calc R . .
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
Cl1 0.0302(4) 0.0226(4) 0.0152(4) 0.00078(17) 0.0015(3) 0.00553(19)
C1 0.0159(10) 0.0185(10) 0.0170(10) -0.0018(8) 0.0033(8) -0.0020(8)
N1 0.0412(11) 0.0197(9) 0.0169(9) 0.0021(7) 0.0079(8) 0.0048(8)
O1 0.0351(19) 0.024(3) 0.0247(19) 0.0029(17) 0.0021(16) -0.0093(14)
O1A 0.024(5) 0.020(7) 0.018(5) 0.008(4) 0.004(4) -0.007(4)
N2 0.0179(9) 0.0156(8) 0.0161(9) -0.0019(6) 0.0040(7) 0.0009(6)
C2 0.0224(11) 0.0221(11) 0.0174(10) 0.0027(8) 0.0038(9) 0.0011(8)
O2 0.034(2) 0.0235(17) 0.0289(17) -0.0019(15) 0.0138(14) 0.0017(16)
O2A 0.027(6) 0.013(5) 0.051(9) 0.008(4) 0.009(5) -0.006(4)
N3 0.0358(11) 0.0192(9) 0.0221(10) -0.0053(7) 0.0101(9) 0.0023(8)
O3 0.059(2) 0.0342(13) 0.0214(13) 0.0120(9) 0.0036(13) 0.0166(13)
O3A 0.086(9) 0.029(4) 0.024(4) 0.004(3) -0.004(5) 0.000(5)
N4 0.0266(10) 0.0185(9) 0.0206(9) 0.0031(7) 0.0063(7) 0.0043(7)
O4 0.0219(12) 0.0450(17) 0.0293(14) 0.0002(11) 0.0094(10) 0.0027(11)
O4A 0.034(5) 0.081(8) 0.087(8) -0.021(7) 0.003(5) 0.027(5)
N5 0.0251(10) 0.0205(10) 0.0154(8) -0.0003(7) 0.0070(7) 0.0031(7)
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'
Cl Cl 0.1484 0.1585 '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
O4A Cl1 O2 128.7(6)
O4A Cl1 O3 76.3(8)
O2 Cl1 O3 109.8(3)
O4A Cl1 O1 113.1(7)
O2 Cl1 O1 111.7(4)
O3 Cl1 O1 110.3(3)
O4A Cl1 O2A 118.4(10)
O2 Cl1 O2A 14.3(9)
O3 Cl1 O2A 119.6(9)
O1 Cl1 O2A 113.9(11)
O4A Cl1 O1A 111.9(11)
O2 Cl1 O1A 106.7(12)
O3 Cl1 O1A 122.2(9)
O1 Cl1 O1A 12.1(11)
O2A Cl1 O1A 106.2(11)
O4A Cl1 O4 32.8(8)
O2 Cl1 O4 108.2(3)
O3 Cl1 O4 107.89(15)
O1 Cl1 O4 108.8(3)
O2A Cl1 O4 94.6(8)
O1A Cl1 O4 101.1(10)
O4A Cl1 O3A 111.4(6)
O2 Cl1 O3A 91.0(5)
O3 Cl1 O3A 35.5(5)
O1 Cl1 O3A 91.4(5)
O2A Cl1 O3A 104.8(8)
O1A Cl1 O3A 102.7(9)
O4 Cl1 O3A 143.4(6)
N5 C1 N1 129.50(19)
N5 C1 N2 105.79(17)
N1 C1 N2 124.69(17)
C1 N2 C2 106.94(16)
C1 N2 N3 121.50(16)
C2 N2 N3 131.17(17)
N4 C2 N2 111.01(18)
C2 N4 N5 104.75(16)
C1 N5 N4 111.51(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 O4A 1.347(7)
Cl1 O2 1.429(3)
Cl1 O3 1.435(2)
Cl1 O1 1.436(4)
Cl1 O2A 1.437(9)
Cl1 O1A 1.464(9)
Cl1 O4 1.472(2)
Cl1 O3A 1.509(7)
C1 N5 1.325(2)
C1 N1 1.328(3)
C1 N2 1.347(3)
N2 C2 1.377(3)
N2 N3 1.405(2)
C2 N4 1.287(3)
N4 N5 1.376(2)
