#------------------------------------------------------------------------------
#$Date: 2023-09-05 22:36:52 +0300 (Tue, 05 Sep 2023) $
#$Revision: 286094 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/68/7246886.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_7246886
loop_
_publ_author_name
'Leškovskis, Kristaps'
'Mishnev, Anatoly'
'Novosjolova, Irina'
'Krumm, Burkhard'
'Klapötke, Thomas M.'
'Turks, Māris'
_publ_section_title
;
 2,4,6,8-Tetraazidopyrimido[5,4-d]pyrimidine: a novel energetic binary
 compound
;
_journal_issue                   27
_journal_name_full               CrystEngComm
_journal_page_first              3866
_journal_page_last               3869
_journal_paper_doi               10.1039/D3CE00563A
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C6 N16'
_chemical_formula_sum            'C6 N16'
_chemical_formula_weight         296.22
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-04-20 deposited with the CCDC.	2023-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0754(3)
_cell_length_b                   10.5591(3)
_cell_length_c                   8.8651(3)
_cell_measurement_reflns_used    3259
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      75.6620
_cell_measurement_theta_min      4.1810
_cell_volume                     1130.35(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5814
_diffrn_reflns_point_group_measured_fraction_full 0.904
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.382
_diffrn_reflns_theta_min         4.187
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.170
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64413
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_description       needle
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.185
_refine_ls_abs_structure_details
;
 Flack x determined using 666 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         1983
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0409
_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)+(0.0704P)²+0.0200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0991
_refine_ls_wR_factor_ref         0.1015
_reflns_Friedel_coverage         0.646
_reflns_Friedel_fraction_full    0.793
_reflns_Friedel_fraction_max     0.707
_reflns_number_gt                1820
_reflns_number_total             1983
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00563a2.cif
_cod_data_source_block           krl_d_247b
_cod_depositor_comments          'Adding full bibliography for 7246886.cif.'
_cod_database_code               7246886
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N18 N 0.38900(19) 0.2111(2) 0.8590(4) 0.0310(6) Uani 1 1 d . . . . .
N17 N 0.38808(19) 0.3042(3) 0.7681(3) 0.0300(6) Uani 1 1 d . . . . .
N21 N 0.3620(2) -0.0459(3) 0.2735(4) 0.0350(7) Uani 1 1 d . . . . .
N20 N 0.3698(2) -0.0164(3) 0.4125(4) 0.0365(7) Uani 1 1 d . . . . .
N10 N 0.36760(17) 0.6111(2) 0.1647(4) 0.0307(6) Uani 1 1 d . . . . .
N9 N 0.36754(18) 0.5331(3) 0.0519(3) 0.0313(6) Uani 1 1 d . . . . .
N8 N 0.37107(18) 0.4094(3) 0.0945(3) 0.0290(6) Uani 1 1 d . . . . .
N3 N 0.3814(2) 0.1432(3) 0.5841(3) 0.0293(6) Uani 1 1 d . . . . .
N1 N 0.3729(2) 0.1930(3) 0.3199(3) 0.0285(6) Uani 1 1 d . . . . .
N13 N 0.38076(17) 0.4872(3) 0.5461(3) 0.0268(6) Uani 1 1 d . . . . .
N11 N 0.37182(18) 0.5349(2) 0.2895(4) 0.0267(6) Uani 1 1 d . . . . .
C6 C 0.3762(2) 0.3162(3) 0.3585(4) 0.0250(6) Uani 1 1 d . . . . .
C2 C 0.3752(2) 0.1140(3) 0.4357(4) 0.0288(7) Uani 1 1 d . . . . .
C7 C 0.3736(2) 0.4131(3) 0.2442(4) 0.0271(7) Uani 1 1 d . . . . .
C12 C 0.3757(2) 0.5705(3) 0.4403(4) 0.0277(7) Uani 1 1 d . . . . .
C4 C 0.3835(2) 0.2644(3) 0.6178(4) 0.0269(7) Uani 1 1 d . . . . .
N16 N 0.3744(2) 0.7756(3) 0.7125(4) 0.0445(8) Uani 1 1 d . . . . .
N19 N 0.3894(2) 0.1384(3) 0.9494(4) 0.0392(7) Uani 1 1 d . . . . .
C5 C 0.3809(2) 0.3611(3) 0.5066(4) 0.0265(7) Uani 1 1 d . . . . .
N15 N 0.3737(2) 0.7325(3) 0.5971(4) 0.0325(7) Uani 1 1 d . . . . .
N14 N 0.37299(18) 0.7006(3) 0.4588(3) 0.0315(6) Uani 1 1 d . . . . .
N22 N 0.3549(2) -0.0879(3) 0.1586(4) 0.0447(7) 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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
N19 N18 N17 173.1(4) . . ?
N18 N17 C4 111.9(3) . . ?
N22 N21 N20 170.7(3) . . ?
N21 N20 C2 112.8(3) . . ?
N9 N10 N11 104.5(2) . . ?
N10 N9 N8 113.4(3) . . ?
C7 N8 N9 104.4(3) . . ?
C4 N3 C2 116.4(3) . . ?
C2 N1 C6 114.3(3) . . ?
C12 N13 C5 118.4(3) . . ?
C7 N11 N10 108.7(3) . . ?
C7 N11 C12 123.0(3) . . ?
N10 N11 C12 128.3(3) . . ?
N1 C6 C5 124.6(3) . . ?
N1 C6 C7 120.5(3) . . ?
C5 C6 C7 114.9(3) . . ?
N1 C2 N3 127.7(3) . . ?
N1 C2 N20 120.5(3) . . ?
N3 C2 N20 111.8(3) . . ?
N8 C7 N11 109.0(3) . . ?
N8 C7 C6 133.0(3) . . ?
N11 C7 C6 117.9(3) . . ?
N13 C12 N14 126.4(3) . . ?
N13 C12 N11 121.2(3) . . ?
N14 C12 N11 112.4(3) . . ?
N3 C4 N17 120.7(3) . . ?
N3 C4 C5 122.8(3) . . ?
N17 C4 C5 116.5(3) . . ?
N13 C5 C6 124.6(3) . . ?
N13 C5 C4 121.2(3) . . ?
C6 C5 C4 114.2(3) . . ?
N16 N15 N14 171.4(3) . . ?
N15 N14 C12 112.1(3) . . ?
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
N18 N19 1.109(5) . ?
N18 N17 1.271(4) . ?
N17 C4 1.398(5) . ?
N21 N22 1.114(5) . ?
N21 N20 1.274(5) . ?
N20 C2 1.394(4) . ?
N10 N9 1.295(4) . ?
N10 N11 1.369(4) . ?
N9 N8 1.360(4) . ?
N8 C7 1.328(4) . ?
N3 C4 1.315(4) . ?
N3 C2 1.353(5) . ?
N1 C2 1.323(4) . ?
N1 C6 1.346(4) . ?
N13 C12 1.287(4) . ?
N13 C5 1.377(4) . ?
N11 C7 1.348(4) . ?
N11 C12 1.389(5) . ?
C6 C5 1.397(5) . ?
C6 C7 1.440(5) . ?
C12 N14 1.383(4) . ?
C4 C5 1.420(4) . ?
N16 N15 1.119(4) . ?
N15 N14 1.272(4) . ?
