#------------------------------------------------------------------------------
#$Date: 2019-11-24 16:03:40 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238465 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/76/7237639.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_7237639
loop_
_publ_author_name
'Xu, Yuangang'
'Tian, Lili'
'Li, Dongxue'
'Wang, Pengcheng'
'Lu, Ming'
_publ_section_title
;
 A series of energetic cyclo-pentazolate salts: rapid synthesis,
 characterization, and promising performance
;
_journal_issue                   20
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              12468
_journal_paper_doi               10.1039/C9TA01077G
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         '2(H2 O), H4 N O, N5'
_chemical_formula_sum            'H8 N6 O3'
_chemical_formula_weight         140.12
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-11-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-11-29 deposited with the CCDC.	2019-03-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.32(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   3.685(3)
_cell_length_b                   14.638(10)
_cell_length_c                   11.575(8)
_cell_measurement_reflns_used    716
_cell_measurement_temperature    173
_cell_measurement_theta_max      23.765
_cell_measurement_theta_min      2.243
_cell_volume                     624.4(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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      173
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4450
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.658
_diffrn_reflns_theta_min         2.243
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6468
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0647 before and 0.0423 after correction. The Ratio of minimum to maximum transmission is 0.8675. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1395
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0452
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1065
_refine_ls_wR_factor_ref         0.1228
_reflns_Friedel_coverage         0.000
_reflns_number_gt                934
_reflns_number_total             1395
_reflns_threshold_expression     'I > 2σ(I)'
_iucr_refine_instructions_details
;

    290.res created by SHELXL-2014/7

TITL 290_a.res in P2(1)/c
REM Old TITL 290 in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.138, Rweak 0.008, Alpha 0.009, Orientation as input
REM Formula found by SHELXT: C7 N2
CELL 0.71073 3.6851 14.6383 11.5755 90 90.32 90
ZERR 4 0.0025 0.0099 0.0084 0 0.05 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC H N O
UNIT 32 24 12
SADI N6 H6a N6 H6c N6 H6b
 
L.S. 4
PLAN  20
SIZE 0.16 0.05 0.4
TEMP -100.15
BOND $H
list 4
fmap 2
acta
OMIT 0 4 3
REM <olex2.extras>
REM <HklSrc "%.\\290.hkl">
REM </olex2.extras>
 
WGHT    0.060100
FVAR       1.37149
AFIX   6
O3    3    0.962207    0.630689   -0.053057    11.00000    0.04035    0.02591 =
         0.02504   -0.00077   -0.00907   -0.00217
H3A   1    1.064515    0.673908   -0.016323    11.00000   -1.50000
H3B   1    0.829897    0.652817   -0.106293    11.00000   -1.50000
AFIX   0
 
O2    3    0.691437    0.527765    0.127256    11.00000    0.03482    0.02943 =
         0.02135   -0.00278    0.00056   -0.00020
O1    3   -0.050591    0.590982    0.387074    11.00000    0.02850    0.05268 =
         0.02270   -0.01214    0.00038    0.00109
AFIX 147
H1    1    0.070920    0.607283    0.445123    11.00000   -1.50000
AFIX   0
N6    2    0.186115    0.570663    0.295304    11.00000    0.02391    0.02430 =
         0.02221   -0.00204   -0.00120    0.00122
AFIX   7
H6A   1    0.326987    0.525482    0.314121    11.00000   -1.20000
H6B   1    0.064160    0.555358    0.234057    11.00000   -1.20000
AFIX   0
N1    2    0.572474    0.676029    0.738327    11.00000    0.03458    0.02767 =
         0.02453    0.00083   -0.00598    0.00178
N2    2    0.505962    0.612055    0.661428    11.00000    0.03233    0.02446 =
         0.02679    0.00009   -0.00495    0.00265
N3    2    0.346011    0.651014    0.572651    11.00000    0.02940    0.02748 =
         0.02233   -0.00116   -0.00238    0.00222
N4    2    0.314413    0.738983    0.594535    11.00000    0.03696    0.02669 =
         0.02532    0.00112   -0.00547    0.00450
N5    2    0.454086    0.754517    0.697565    11.00000    0.03482    0.02553 =
         0.02826    0.00004   -0.00480    0.00245
H6C   1    0.311894    0.621792    0.277329    11.00000    0.04825
H2A   1    0.756601    0.474531    0.103034    11.00000    0.04197
H2B   1    0.747549    0.558791    0.068869    11.00000    0.05412
HKLF 4
 
REM  290_a.res in P2(1)/c
REM R1 =  0.0452 for     934 Fo > 4sig(Fo)  and  0.0779 for all    1395 data
REM     99 parameters refined using      3 restraints
 
END  
     
WGHT      0.0598      0.0000 

REM Highest difference peak  0.314,  deepest hole -0.285,  1-sigma level  0.081
Q1    1   0.5077  0.5564  0.6760  11.00000  0.05    0.31
Q2    1  -0.1042  0.5372  0.1972  11.00000  0.05    0.26
Q3    1   0.3213  0.5524  0.0451  11.00000  0.05    0.24
Q4    1   0.2282  0.8020  0.5799  11.00000  0.05    0.23
Q5    1   0.1711  0.5990  0.4409  11.00000  0.05    0.23
Q6    1   0.5424  0.6212  0.6039  11.00000  0.05    0.23
Q7    1   1.2722  0.6667  0.0786  11.00000  0.05    0.23
Q8    1   0.9258  0.5683 -0.1681  11.00000  0.05    0.22
Q9    1   0.7964  0.8326  0.7150  11.00000  0.05    0.22
Q10   1   0.2236  0.6269  0.7363  11.00000  0.05    0.22
Q11   1   0.5811  0.5440  0.3045  11.00000  0.05    0.22
Q12   1  -0.0148  0.5466  0.5039  11.00000  0.05    0.22
Q13   1   0.4291  0.4649  0.3768  11.00000  0.05    0.21
Q14   1   1.1652  0.6247  0.1165  11.00000  0.05    0.21
Q15   1   0.2844  0.6317  0.4988  11.00000  0.05    0.21
Q16   1  -0.0661  0.6696  0.5394  11.00000  0.05    0.21
Q17   1   0.8035  0.4424  0.2222  11.00000  0.05    0.21
Q18   1   0.4451  0.8057  0.5189  11.00000  0.05    0.20
Q19   1   0.8738  0.3979  0.2162  11.00000  0.05    0.20
Q20   1   0.0196  0.6540  0.1626  11.00000  0.05    0.20

  REM The information below was added by Olex2.
  REM
  REM R1 = 0.0452 for 934 Fo > 4sig(Fo) and 0.0779 for all 4565 data
  REM n/a parameters refined using n/a restraints
  REM Highest difference peak 0.31, deepest hole -0.28
  REM Mean Shift 0, Max Shift -0.001.

  REM +++ Tabular Listing of Refinement Information +++
  REM R1_all = 0.0779
  REM R1_gt = 0.0452
  REM wR_ref = 0.1228
  REM GOOF = 1.009
  REM Shift_max = -0.001
  REM Shift_mean = 0
  REM Reflections_all = 4565
  REM Reflections_gt = 934
  REM Parameters = n/a
  REM Hole = -0.28
  REM Peak = 0.31
  REM Flack = n/a

  
;
_cod_data_source_file            c9ta01077g2.cif
_cod_data_source_block           290
_cod_database_code               7237639
_shelx_shelxl_version_number     2014/7
_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   0.993
_shelx_estimated_absorpt_t_min   0.946
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 N6-H6A \\sim N6-H6C \\sim N6-H6B
 with sigma of 0.02
3.a Free rotating group:
 O3(H3A,H3B)
3.b Rotating group:
 N6(H6A,H6B)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
O3 O 0.9622(5) 0.63069(9) -0.05306(12) 0.0305(4) Uani 1 1 d .
H3A H 1.0645 0.6739 -0.0163 0.046 Uiso 1 1 d G
H3B H 0.8299 0.6528 -0.1063 0.046 Uiso 1 1 d G
O2 O 0.6914(5) 0.52776(12) 0.12726(13) 0.0285(4) Uani 1 1 d .
O1 O -0.0506(4) 0.59098(11) 0.38707(12) 0.0346(4) Uani 1 1 d .
H1 H 0.0709 0.6073 0.4451 0.052 Uiso 1 1 calc GR
N6 N 0.1861(5) 0.57066(12) 0.29530(14) 0.0235(4) Uani 1 1 d D
H6A H 0.3270 0.5255 0.3141 0.028 Uiso 1 1 d DGR
H6B H 0.0642 0.5554 0.2341 0.028 Uiso 1 1 d DGR
N1 N 0.5725(5) 0.67603(12) 0.73833(14) 0.0289(5) Uani 1 1 d .
N2 N 0.5060(5) 0.61206(11) 0.66143(14) 0.0279(5) Uani 1 1 d .
N3 N 0.3460(5) 0.65101(11) 0.57265(14) 0.0264(4) Uani 1 1 d .
N4 N 0.3144(5) 0.73898(11) 0.59453(14) 0.0297(5) Uani 1 1 d .
N5 N 0.4541(5) 0.75452(11) 0.69757(15) 0.0296(5) Uani 1 1 d .
H6C H 0.312(7) 0.6218(14) 0.277(2) 0.048(8) Uiso 1 1 d D
H2A H 0.757(7) 0.4745(19) 0.103(2) 0.042(8) Uiso 1 1 d .
H2B H 0.748(8) 0.559(2) 0.069(3) 0.054(9) Uiso 1 1 d .
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 0.0404(11) 0.0259(8) 0.0250(8) -0.0008(6) -0.0091(7) -0.0022(7)
O2 0.0348(11) 0.0294(8) 0.0213(8) -0.0028(7) 0.0006(7) -0.0002(7)
O1 0.0285(10) 0.0527(10) 0.0227(8) -0.0121(7) 0.0004(7) 0.0011(7)
N6 0.0239(11) 0.0243(9) 0.0222(9) -0.0020(7) -0.0012(7) 0.0012(8)
N1 0.0346(12) 0.0277(9) 0.0245(9) 0.0008(7) -0.0060(8) 0.0018(8)
N2 0.0323(12) 0.0245(9) 0.0268(9) 0.0001(7) -0.0050(8) 0.0026(8)
N3 0.0294(11) 0.0275(9) 0.0223(9) -0.0012(7) -0.0024(7) 0.0022(8)
N4 0.0370(12) 0.0267(9) 0.0253(9) 0.0011(7) -0.0055(8) 0.0045(8)
N5 0.0348(12) 0.0255(9) 0.0283(9) 0.0000(8) -0.0048(8) 0.0024(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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
H3A O3 H3B 109.3
H2A O2 H2B 99(2)
N6 O1 H1 109.5
O1 N6 H6A 110.1
O1 N6 H6B 110.5
O1 N6 H6C 108.6(17)
H6A N6 H6B 108.4
H6A N6 H6C 112.4
H6B N6 H6C 106.8
N2 N1 N5 108.61(16)
N3 N2 N1 107.58(16)
N2 N3 N4 108.30(16)
N5 N4 N3 107.97(16)
N1 N5 N4 107.54(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O3 H3A 0.8494
O3 H3B 0.8480
O2 H2A 0.86(3)
O2 H2B 0.84(3)
O1 H1 0.8400
O1 N6 1.410(2)
N6 H6A 0.8678
N6 H6B 0.8667
N6 H6C 0.905(15)
N1 N2 1.314(2)
N1 N5 1.316(2)
N2 N3 1.312(2)
N3 N4 1.318(2)
N4 N5 1.316(3)
