#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:28:29 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268669 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/30/7243075.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_7243075
loop_
_publ_author_name
'Liu, Yifei'
'Dong, Zhen'
'Yang, Rui'
'Li, Haiyan'
'Liu, Yaxin'
'Ye, Zhiwen'
_publ_section_title
;
 Imino-bridged N-rich energetic materials: C4H3N17 and their derivatives
 assembled from the powerful combination of four tetrazoles
;
_journal_issue                   31
_journal_name_full               CrystEngComm
_journal_page_first              5377
_journal_page_last               5384
_journal_paper_doi               10.1039/D1CE00674F
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C4 N17 Na, H2 O, 2(H4 N)'
_chemical_formula_sum            'C4 H10 N19 Na O'
_chemical_formula_weight         363.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-12-22 deposited with the CCDC.	2021-06-16 downloaded from the CCDC.
;
_cell_angle_alpha                81.051(3)
_cell_angle_beta                 81.699(3)
_cell_angle_gamma                60.468(3)
_cell_formula_units_Z            2
_cell_length_a                   9.5686(11)
_cell_length_b                   9.5808(10)
_cell_length_c                   9.5851(11)
_cell_measurement_reflns_used    4548
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.30
_cell_measurement_theta_min      2.45
_cell_volume                     752.90(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9792
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.512
_diffrn_reflns_theta_min         2.454
_diffrn_source.source            'Ius 2.0'
_diffrn_source.type              microfocus
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3401
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0443
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0594P)²+0.1895P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1108
_refine_ls_wR_factor_ref         0.1230
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2459
_reflns_number_total             3401
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce00674f2.cif
_cod_data_source_block           LYF201221_2_a
_cod_depositor_comments
'Adding full bibliography for 7243073--7243078.cif.'
_cod_database_code               7243075
_shelx_shelxl_version_number     2018/3
_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_min   0.982
_shelx_estimated_absorpt_t_max   0.986
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_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.27464(19) 0.5660(2) 0.48962(18) 0.0239(4) Uani 1 1 d . . . . .
C2 C 0.1956(2) 0.3480(2) 0.56886(18) 0.0263(4) Uani 1 1 d . . . . .
C3 C 0.4512(2) 0.5767(2) 0.30460(18) 0.0261(4) Uani 1 1 d . . . . .
C4 C 0.6324(2) 0.3658(2) 0.13637(18) 0.0288(4) Uani 1 1 d . . . . .
N1 N 0.38470(17) 0.49312(17) 0.38414(15) 0.0270(3) Uani 1 1 d . . . . .
N2 N 0.22145(18) 0.70929(17) 0.53807(16) 0.0302(4) Uani 1 1 d . . . . .
N3 N 0.10843(19) 0.72115(18) 0.64613(17) 0.0342(4) Uani 1 1 d . . . . .
N4 N 0.08929(18) 0.59617(18) 0.66863(16) 0.0337(4) Uani 1 1 d . . . . .
N5 N 0.19433(17) 0.49392(17) 0.57204(15) 0.0270(3) Uani 1 1 d . . . . .
N6 N 0.07887(19) 0.32137(19) 0.63696(18) 0.0381(4) Uani 1 1 d . . . . .
N7 N 0.1261(2) 0.1694(2) 0.6112(2) 0.0423(4) Uani 1 1 d . . . . .
N8 N 0.2617(2) 0.11207(19) 0.53265(19) 0.0397(4) Uani 1 1 d . . . . .
N9 N 0.31031(19) 0.22527(18) 0.50334(18) 0.0354(4) Uani 1 1 d . . . . .
N10 N 0.43098(19) 0.72435(18) 0.31186(16) 0.0327(4) Uani 1 1 d . . . . .
N11 N 0.5270(2) 0.7500(2) 0.20287(17) 0.0387(4) Uani 1 1 d . . . . .
N12 N 0.6058(2) 0.6279(2) 0.13067(17) 0.0383(4) Uani 1 1 d . . . . .
N13 N 0.56239(18) 0.51515(18) 0.19294(15) 0.0290(3) Uani 1 1 d . . . . .
N14 N 0.7263(2) 0.3400(2) 0.01726(17) 0.0421(4) Uani 1 1 d . . . . .
N15 N 0.7716(2) 0.1854(2) 0.00188(19) 0.0487(5) Uani 1 1 d . . . . .
N16 N 0.7065(2) 0.1264(2) 0.10587(18) 0.0473(5) Uani 1 1 d . . . . .
N17 N 0.6153(2) 0.2416(2) 0.19508(17) 0.0419(4) Uani 1 1 d . . . . .
N18 N 0.9204(2) 0.04058(19) 0.74108(18) 0.0364(4) Uani 1 1 d D . . . .
H18A H 0.991(2) 0.077(2) 0.704(2) 0.055 Uiso 1 1 d D U . . .
H18B H 0.964(2) -0.0659(17) 0.743(2) 0.055 Uiso 1 1 d D U . . .
H18C H 0.836(2) 0.089(2) 0.6877(18) 0.055 Uiso 1 1 d D U . . .
H18D H 0.887(2) 0.070(2) 0.8299(16) 0.055 Uiso 1 1 d D U . . .
N19 N 0.7849(2) 0.5867(2) 0.82440(19) 0.0494(5) Uani 1 1 d D . . . .
H19A H 0.760(3) 0.683(2) 0.858(2) 0.074 Uiso 1 1 d D U . . .
H19B H 0.777(3) 0.513(2) 0.898(2) 0.074 Uiso 1 1 d D U . . .
H19C H 0.715(2) 0.606(3) 0.757(2) 0.074 Uiso 1 1 d D U . . .
H19D H 0.890(2) 0.540(3) 0.783(2) 0.074 Uiso 1 1 d D U . . .
Na1 Na 0.58380(8) 0.18234(8) 0.45088(7) 0.0312(2) Uani 1 1 d . . . . .
O1A O 0.8569(14) 0.7835(12) 0.9928(11) 0.104(3) Uani 0.254(5) 1 d . U P A 1
H1AA H 0.910099 0.718726 0.930014 0.156 Uiso 0.254(5) 1 d R U P A 1
H1AB H 0.881789 0.725036 1.071003 0.156 Uiso 0.254(5) 1 d R U P A 1
O1B O 0.6959(4) 0.8970(3) 0.9119(3) 0.0893(11) Uani 0.746(5) 1 d . U P A 2
H1BB H 0.782018 0.900059 0.918426 0.134 Uiso 0.746(5) 1 d R U P A 2
H1BA H 0.641989 0.969529 0.848656 0.134 Uiso 0.746(5) 1 d R U P A 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'
Na Na 0.0362 0.0249 '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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 131.59(16) . . ?
N2 C1 N5 106.71(14) . . ?
N1 C1 N5 121.70(15) . . ?
N9 C2 N6 114.19(16) . . ?
N9 C2 N5 124.68(16) . . ?
N6 C2 N5 121.11(15) . . ?
N1 C3 N10 131.51(15) . . ?
N1 C3 N13 122.13(16) . . ?
N10 C3 N13 106.36(15) . . ?
N17 C4 N14 114.28(16) . . ?
N17 C4 N13 124.83(15) . . ?
N14 C4 N13 120.88(17) . . ?
C3 N1 C1 117.30(15) . . ?
C3 N1 Na1 115.94(10) . . ?
C1 N1 Na1 114.02(11) . . ?
C1 N2 N3 106.17(14) . . ?
C1 N2 Na1 120.45(11) . 2_666 ?
N3 N2 Na1 121.24(11) . 2_666 ?
N4 N3 N2 112.41(14) . . ?
N3 N4 N5 105.91(14) . . ?
N4 N5 C1 108.79(14) . . ?
N4 N5 C2 118.49(14) . . ?
C1 N5 C2 132.62(14) . . ?
C2 N6 N7 102.76(14) . . ?
N8 N7 N6 110.51(15) . . ?
N7 N8 N9 109.20(15) . . ?
N7 N8 Na1 114.68(12) . 2_656 ?
N9 N8 Na1 130.95(12) . 2_656 ?
C2 N9 N8 103.34(14) . . ?
C2 N9 Na1 123.08(12) . . ?
N8 N9 Na1 127.66(12) . . ?
C3 N10 N11 106.68(14) . . ?
C3 N10 Na1 120.27(11) . 2_666 ?
N11 N10 Na1 118.24(12) . 2_666 ?
N12 N11 N10 111.75(15) . . ?
N11 N12 N13 106.20(14) . . ?
N12 N13 C3 108.98(14) . . ?
N12 N13 C4 118.88(14) . . ?
C3 N13 C4 132.13(15) . . ?
C4 N14 N15 102.78(16) . . ?
N16 N15 N14 110.44(15) . . ?
N15 N16 N17 108.82(16) . . ?
C4 N17 N16 103.68(15) . . ?
C4 N17 Na1 123.02(12) . . ?
N16 N17 Na1 123.24(13) . . ?
H18A N18 H18B 112.1(14) . . ?
H18A N18 H18C 107.5(14) . . ?
H18B N18 H18C 109.7(14) . . ?
H18A N18 H18D 108.3(14) . . ?
H18B N18 H18D 109.7(14) . . ?
H18C N18 H18D 109.4(14) . . ?
H19A N19 H19B 111.6(15) . . ?
H19A N19 H19C 110.1(15) . . ?
H19B N19 H19C 108.6(15) . . ?
H19A N19 H19D 109.4(14) . . ?
H19B N19 H19D 108.1(15) . . ?
H19C N19 H19D 108.9(14) . . ?
N9 Na1 N17 105.92(7) . . ?
N9 Na1 N8 101.39(6) . 2_656 ?
N17 Na1 N8 99.40(6) . 2_656 ?
N9 Na1 N10 89.58(6) . 2_666 ?
N17 Na1 N10 144.25(6) . 2_666 ?
N8 Na1 N10 109.02(6) 2_656 2_666 ?
N9 Na1 N2 146.32(5) . 2_666 ?
N17 Na1 N2 85.17(6) . 2_666 ?
N8 Na1 N2 108.12(6) 2_656 2_666 ?
N10 Na1 N2 65.91(5) 2_666 2_666 ?
N9 Na1 N1 72.36(5) . . ?
N17 Na1 N1 71.60(5) . . ?
N8 Na1 N1 166.42(6) 2_656 . ?
N10 Na1 N1 83.33(5) 2_666 . ?
N2 Na1 N1 81.74(5) 2_666 . ?
H1AA O1A H1AB 104.5 . . ?
H1BB O1B H1BA 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.342(2) . ?
C1 N1 1.344(2) . ?
C1 N5 1.367(2) . ?
C2 N9 1.319(2) . ?
C2 N6 1.325(2) . ?
C2 N5 1.397(2) . ?
C3 N1 1.341(2) . ?
C3 N10 1.342(2) . ?
C3 N13 1.369(2) . ?
C4 N17 1.311(2) . ?
C4 N14 1.321(2) . ?
C4 N13 1.407(2) . ?
N1 Na1 2.6592(16) . ?
N2 N3 1.359(2) . ?
N2 Na1 2.5613(17) 2_666 ?
N3 N4 1.280(2) . ?
N4 N5 1.3674(19) . ?
N6 N7 1.347(2) . ?
N7 N8 1.303(2) . ?
N8 N9 1.355(2) . ?
N8 Na1 2.4463(17) 2_656 ?
N9 Na1 2.4277(17) . ?
N10 N11 1.364(2) . ?
N10 Na1 2.5309(17) 2_666 ?
N11 N12 1.283(2) . ?
N12 N13 1.366(2) . ?
N14 N15 1.349(2) . ?
N15 N16 1.301(2) . ?
N16 N17 1.356(2) . ?
N17 Na1 2.4386(18) . ?
N18 H18A 0.906(14) . ?
N18 H18B 0.890(14) . ?
N18 H18C 0.897(14) . ?
N18 H18D 0.902(14) . ?
N19 H19A 0.929(15) . ?
N19 H19B 0.935(16) . ?
N19 H19C 0.936(15) . ?
N19 H19D 0.929(16) . ?
O1A H1AA 0.8501 . ?
O1A H1AB 0.8500 . ?
O1B H1BB 0.8501 . ?
O1B H1BA 0.8500 . ?
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
_geom_hbond_publ_flag
N18 H18A N7 0.906(14) 1.953(14) 2.856(2) 174.5(18) 1_655 yes
N18 H18B N3 0.890(14) 2.089(15) 2.898(2) 150.6(17) 1_645 yes
N18 H18C N2 0.897(14) 2.592(17) 3.254(2) 131.3(15) 2_666 yes
N18 H18C N10 0.897(14) 2.285(16) 3.051(2) 143.1(16) 2_666 yes
N18 H18D N15 0.902(14) 2.000(14) 2.882(2) 165.5(18) 1_556 yes
N19 H19A O1A^a 0.929(15) 2.25(2) 3.031(9) 140.8(18) . yes
N19 H19A O1B^b 0.929(15) 1.963(15) 2.889(3) 175(2) . yes
N19 H19B N12 0.935(16) 2.61(2) 3.155(2) 117.7(16) 1_556 yes
N19 H19B N14 0.935(16) 2.087(16) 2.994(3) 163.2(19) 1_556 yes
N19 H19C N1 0.936(15) 2.297(17) 3.138(2) 149.4(18) 2_666 yes
N19 H19D N4 0.929(16) 2.315(18) 3.112(2) 143.7(18) 1_655 yes
N19 H19D N6 0.929(16) 2.463(19) 3.243(2) 141.6(17) 1_655 yes
O1A^a H1AA^a N19 0.85 2.51 3.031(9) 120.4 . yes
O1B^b H1BB^b N18 0.85 2.62 3.222(3) 129.2 1_565 yes
O1B^b H1BA^b N11 0.85 2.37 3.100(3) 144.3 2_676 yes
