#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:22:41 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/10/7231058.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_7231058
loop_
_publ_author_name
'Sun, Qi'
'Lin, Qiuhan'
'Lu, Ming'
_publ_section_title
;
 Nitramino-functionalized tetracyclic oxadiazoles as energetic materials
 with high performance and high stability: crystal structures and
 energetic properties
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              4321
_journal_paper_doi               10.1039/C8CE00857D
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C8 K2 N12 O8'
_chemical_formula_sum            'C8 K2 N12 O8'
_chemical_formula_weight         470.40
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-01-15 deposited with the CCDC.
2018-06-29 downloaded from the CCDC.
;
_cell_angle_alpha                100.528(4)
_cell_angle_beta                 93.057(4)
_cell_angle_gamma                108.417(4)
_cell_formula_units_Z            1
_cell_length_a                   4.7645(6)
_cell_length_b                   6.9326(8)
_cell_length_c                   12.4985(14)
_cell_measurement_reflns_used    957
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.29
_cell_measurement_theta_min      3.17
_cell_volume                     382.35(8)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_av_unetI/netI     0.0736
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3442
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         3.168
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.703
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_density_diffrn    2.043
_exptl_crystal_description       needle
_exptl_crystal_F_000             234
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1381
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0419
_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)+(0.0188P)²+0.2866P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0696
_refine_ls_wR_factor_ref         0.0791
_reflns_Friedel_coverage         0.000
_reflns_number_gt                974
_reflns_number_total             1381
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce00857d2.cif
_cod_data_source_block           1_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7231057--7231063.cif.'
_cod_database_code               7231058
_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_min   0.902
_shelx_estimated_absorpt_t_max   0.966
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
C1 C 0.7356(7) 0.3073(5) 0.6407(3) 0.0142(8) Uani 1 1 d
C2 C 0.5808(8) 0.4628(5) 0.5387(3) 0.0153(8) Uani 1 1 d
C3 C 0.9723(7) 0.1371(5) 0.7772(3) 0.0121(7) Uani 1 1 d
C4 C 0.7472(8) 0.1420(5) 0.6965(3) 0.0139(7) Uani 1 1 d
K1 K 1.18596(18) 0.71288(12) 0.89306(6) 0.0189(2) Uani 1 1 d
N1 N 0.9498(6) 0.4873(4) 0.6576(2) 0.0186(7) Uani 1 1 d
N2 N 0.4963(6) 0.2851(4) 0.5666(2) 0.0174(7) Uani 1 1 d
N3 N 0.8816(6) -0.0446(4) 0.8055(2) 0.0178(7) Uani 1 1 d
N4 N 0.5231(6) -0.0317(4) 0.6781(2) 0.0181(7) Uani 1 1 d
N5 N 1.2285(6) 0.3062(4) 0.8106(2) 0.0143(7) Uani 1 1 d
N6 N 1.4207(6) 0.2892(4) 0.8854(2) 0.0142(6) Uani 1 1 d
O1 O 0.8462(5) 0.5951(3) 0.58769(18) 0.0197(6) Uani 1 1 d
O2 O 0.6010(5) -0.1508(3) 0.74338(19) 0.0208(6) Uani 1 1 d
O3 O 1.3774(6) 0.1356(4) 0.92895(19) 0.0251(6) Uani 1 1 d
O4 O 1.6622(5) 0.4405(3) 0.91217(18) 0.0189(6) Uani 1 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'
K K 0.2009 0.2494 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 C1 N2 115.2(3) . .
N1 C1 C4 122.6(3) . .
N2 C1 C4 122.2(3) . .
N2 C2 O1 115.6(3) . .
N2 C2 C2 127.7(4) . 2_666
O1 C2 C2 116.7(4) . 2_666
N3 C3 N5 131.5(3) . .
N3 C3 C4 108.2(3) . .
N5 C3 C4 120.2(3) . .
N4 C4 C3 110.1(3) . .
N4 C4 C1 119.6(3) . .
C3 C4 C1 130.3(3) . .
O4 K1 O3 131.16(8) 1_455 1_565
O4 K1 O3 119.08(8) 1_455 2_867
O3 K1 O3 72.14(8) 1_565 2_867
O4 K1 N3 89.51(8) 1_455 1_565
O3 K1 N3 54.59(7) 1_565 1_565
O3 K1 N3 124.59(8) 2_867 1_565
O4 K1 O2 144.55(7) 1_455 1_665
O3 K1 O2 70.47(8) 1_565 1_665
O3 K1 O2 92.80(8) 2_867 1_665
N3 K1 O2 83.77(8) 1_565 1_665
O4 K1 N5 74.21(8) 1_455 .
O3 K1 N5 154.13(9) 1_565 .
O3 K1 N5 101.63(7) 2_867 .
N3 K1 N5 132.80(8) 1_565 .
O2 K1 N5 85.09(8) 1_665 .
O4 K1 O4 78.50(7) 1_455 2_867
O3 K1 O4 112.39(7) 1_565 2_867
O3 K1 O4 44.39(7) 2_867 2_867
N3 K1 O4 146.77(8) 1_565 2_867
O2 K1 O4 123.21(7) 1_665 2_867
N5 K1 O4 73.69(7) . 2_867
O4 K1 N1 76.94(8) 1_455 .
O3 K1 N1 115.53(8) 1_565 .
O3 K1 N1 152.73(9) 2_867 .
N3 K1 N1 73.94(8) 1_565 .
O2 K1 N1 67.74(8) 1_665 .
N5 K1 N1 59.41(7) . .
O4 K1 N1 131.27(7) 2_867 .
O4 K1 N6 100.47(8) 1_455 2_867
O3 K1 N6 93.11(7) 1_565 2_867
O3 K1 N6 21.94(7) 2_867 2_867
N3 K1 N6 141.51(8) 1_565 2_867
O2 K1 N6 106.36(7) 1_665 2_867
N5 K1 N6 85.55(7) . 2_867
O4 K1 N6 22.81(6) 2_867 2_867
N1 K1 N6 144.47(7) . 2_867
O4 K1 O4 102.78(7) 1_455 .
O3 K1 O4 122.32(7) 1_565 .
O3 K1 O4 63.63(6) 2_867 .
N3 K1 O4 159.23(8) 1_565 .
O2 K1 O4 76.50(7) 1_665 .
N5 K1 O4 39.78(6) . .
O4 K1 O4 53.55(8) 2_867 .
N1 K1 O4 92.37(7) . .
N6 K1 O4 53.14(6) 2_867 .
O4 K1 N6 82.79(7) 1_455 .
O3 K1 N6 143.61(8) 1_565 .
O3 K1 N6 79.86(7) 2_867 .
N3 K1 N6 154.57(8) 1_565 .
O2 K1 N6 88.55(7) 1_665 .
N5 K1 N6 21.90(6) . .
O4 K1 N6 54.85(6) 2_867 .
N1 K1 N6 80.71(7) . .
N6 K1 N6 63.91(8) 2_867 .
O4 K1 N6 21.30(6) . .
O4 K1 K1 41.79(5) 1_455 2_767
O3 K1 K1 131.34(6) 1_565 2_767
O3 K1 K1 79.08(6) 2_867 2_767
N3 K1 K1 124.31(7) 1_565 2_767
O2 K1 K1 150.40(6) 1_665 2_767
N5 K1 K1 69.08(6) . 2_767
O4 K1 K1 36.71(5) 2_867 2_767
N1 K1 K1 108.10(6) . 2_767
N6 K1 K1 58.94(5) 2_867 2_767
O4 K1 K1 74.39(5) . 2_767
N6 K1 K1 62.09(5) . 2_767
C1 N1 O1 103.2(2) . .
C1 N1 K1 118.0(2) . .
O1 N1 K1 117.83(18) . .
C2 N2 C1 100.9(3) . .
C3 N3 O2 104.8(2) . .
C3 N3 K1 133.4(2) . 1_545
O2 N3 K1 117.74(17) . 1_545
C4 N4 O2 105.1(3) . .
N6 N5 C3 116.2(3) . .
N6 N5 K1 103.26(18) . .
C3 N5 K1 119.7(2) . .
O3 N6 O4 119.8(3) . .
O3 N6 N5 124.1(3) . .
O4 N6 N5 116.1(3) . .
O3 N6 K1 55.93(15) . 2_867
O4 N6 K1 65.43(15) . 2_867
N5 N6 K1 167.8(2) . 2_867
O3 N6 K1 139.5(2) . .
O4 N6 K1 77.49(16) . .
N5 N6 K1 54.84(15) . .
K1 N6 K1 116.09(8) 2_867 .
C2 O1 N1 105.1(2) . .
N4 O2 N3 111.7(2) . .
N4 O2 K1 114.68(18) . 1_445
N3 O2 K1 107.28(17) . 1_445
N6 O3 K1 145.3(2) . 1_545
N6 O3 K1 102.12(18) . 2_867
K1 O3 K1 107.86(8) 1_545 2_867
N6 O4 K1 159.4(2) . 1_655
N6 O4 K1 91.76(17) . 2_867
K1 O4 K1 101.50(7) 1_655 2_867
N6 O4 K1 81.21(16) . .
K1 O4 K1 102.78(7) 1_655 .
K1 O4 K1 126.45(8) 2_867 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.311(4) .
C1 N2 1.380(4) .
C1 C4 1.459(5) .
C2 N2 1.289(4) .
C2 O1 1.340(4) .
C2 C2 1.465(6) 2_666
C3 N3 1.317(4) .
C3 N5 1.378(4) .
C3 C4 1.445(4) .
C4 N4 1.305(4) .
K1 O4 2.665(3) 1_455
K1 O3 2.722(2) 1_565
K1 O3 2.766(2) 2_867
K1 N3 2.858(3) 1_565
K1 O2 2.857(3) 1_665
K1 N5 2.894(3) .
K1 O4 2.970(2) 2_867
K1 N1 3.037(3) .
K1 N6 3.265(3) 2_867
K1 O4 3.404(3) .
K1 N6 3.445(3) .
K1 K1 4.3682(17) 2_767
N1 O1 1.412(3) .
N3 O2 1.411(3) .
N3 K1 2.859(3) 1_545
N4 O2 1.376(3) .
N5 N6 1.321(4) .
N6 O3 1.248(3) .
N6 O4 1.266(3) .
N6 K1 3.265(3) 2_867
O2 K1 2.857(3) 1_445
O3 K1 2.722(2) 1_545
O3 K1 2.766(2) 2_867
O4 K1 2.665(3) 1_655
O4 K1 2.970(2) 2_867
