#------------------------------------------------------------------------------
#$Date: 2021-12-07 05:37:52 +0200 (Tue, 07 Dec 2021) $
#$Revision: 271185 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/10/7061035.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_7061035
loop_
_publ_author_name
'Lang, Qing'
'Wang, Qian'
'Lin, Qiuhan'
'Xu, Yuangang'
'Lu, Ming'
_publ_section_title
;
 C5H2N14O6: achieving azido-based materials with zero oxygen balance and
 good energetic performance
;
_journal_issue                   44
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              20542
_journal_page_last               20546
_journal_paper_doi               10.1039/D1NJ04188F
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C5 H2 N14 O6'
_chemical_formula_sum            'C5 H2 N14 O6'
_chemical_formula_weight         354.21
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-10-16 deposited with the CCDC.	2021-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.855(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7238(9)
_cell_length_b                   6.6508(6)
_cell_length_c                   20.1429(18)
_cell_measurement_reflns_used    1952
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.33
_cell_measurement_theta_min      3.23
_cell_volume                     1301.0(2)
_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      173(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0605
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7444
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.020
_diffrn_reflns_theta_max         25.020
_diffrn_reflns_theta_min         3.226
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6886
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_description       needle
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2273
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0480
_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)+(0.0424P)²+0.7834P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1121
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1531
_reflns_number_total             2273
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj04188f2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7061034--7061035.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7061035
_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   0.961
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_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_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 0.7653(3) 0.5753(4) 0.15345(13) 0.0242(6) Uani 1 1 d . . . . .
H1A H 0.6986 0.4749 0.1351 0.029 Uiso 1 1 calc R U . . .
H1B H 0.7534 0.5851 0.2019 0.029 Uiso 1 1 calc R U . . .
C2 C 1.1382(3) 0.4215(5) 0.20069(15) 0.0354(8) Uani 1 1 d . . . . .
C3 C 0.9919(3) 0.4416(4) 0.19538(14) 0.0292(7) Uani 1 1 d . . . . .
C4 C 0.7017(3) 0.8859(4) 0.00370(13) 0.0254(7) Uani 1 1 d . . . . .
C5 C 0.6595(3) 0.7918(4) 0.06271(13) 0.0231(6) Uani 1 1 d . . . . .
N1 N 0.9047(2) 0.5060(3) 0.14243(11) 0.0229(5) Uani 1 1 d . . . . .
N2 N 0.9190(3) 0.4100(4) 0.08110(12) 0.0312(6) Uani 1 1 d . . . . .
N3 N 1.1768(3) 0.3722(5) 0.26101(13) 0.0469(8) Uani 1 1 d . . . . .
N4 N 0.9427(3) 0.4036(4) 0.25321(12) 0.0400(7) Uani 1 1 d . . . . .
N5 N 1.2266(3) 0.4491(5) 0.14930(13) 0.0424(7) Uani 1 1 d . . . . .
N6 N 1.3503(3) 0.4144(5) 0.16683(13) 0.0406(7) Uani 1 1 d . . . . .
N7 N 1.4633(3) 0.3866(5) 0.17428(14) 0.0551(9) Uani 1 1 d . . . . .
N8 N 0.7352(2) 0.7686(3) 0.12312(10) 0.0233(5) Uani 1 1 d . . . . .
N9 N 0.7835(2) 0.9391(4) 0.15531(11) 0.0247(6) Uani 1 1 d . . . . .
N10 N 0.6075(3) 0.8586(4) -0.04350(12) 0.0365(7) Uani 1 1 d . . . . .
N11 N 0.5409(3) 0.7083(4) 0.05212(12) 0.0337(6) Uani 1 1 d . . . . .
N12 N 0.8245(3) 0.9885(4) 0.00067(11) 0.0339(6) Uani 1 1 d . . . . .
N13 N 0.8476(3) 1.0627(4) -0.05494(13) 0.0388(7) Uani 1 1 d . . . . .
N14 N 0.8851(4) 1.1362(5) -0.10057(15) 0.0590(9) Uani 1 1 d . . . . .
O1 O 0.8373(2) 0.4561(3) 0.03674(10) 0.0395(6) Uani 1 1 d . . . . .
O2 O 1.0120(2) 0.2899(4) 0.07805(11) 0.0482(7) Uani 1 1 d . . . . .
O3 O 1.0556(2) 0.3643(4) 0.29485(11) 0.0522(7) Uani 1 1 d . . . . .
O4 O 0.8623(2) 0.9142(3) 0.20339(9) 0.0331(5) Uani 1 1 d . . . . .
O5 O 0.7413(2) 1.0994(3) 0.13262(9) 0.0311(5) Uani 1 1 d . . . . .
O6 O 0.5063(2) 0.7448(3) -0.01385(11) 0.0413(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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N8 C1 N1 112.7(2) . . ?
N8 C1 H1A 109.0 . . ?
N1 C1 H1A 109.0 . . ?
N8 C1 H1B 109.0 . . ?
N1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
N3 C2 N5 124.8(3) . . ?
N3 C2 C3 109.5(3) . . ?
N5 C2 C3 125.6(3) . . ?
N4 C3 N1 120.3(3) . . ?
N4 C3 C2 108.8(3) . . ?
N1 C3 C2 130.6(3) . . ?
N10 C4 N12 128.1(3) . . ?
N10 C4 C5 109.2(3) . . ?
N12 C4 C5 122.7(2) . . ?
N11 C5 N8 121.6(3) . . ?
N11 C5 C4 110.1(2) . . ?
N8 C5 C4 127.9(3) . . ?
C3 N1 N2 116.7(2) . . ?
C3 N1 C1 120.9(2) . . ?
N2 N1 C1 114.3(2) . . ?
O1 N2 O2 126.6(3) . . ?
O1 N2 N1 116.5(2) . . ?
O2 N2 N1 116.9(3) . . ?
C2 N3 O3 104.9(2) . . ?
C3 N4 O3 105.3(3) . . ?
N6 N5 C2 112.6(3) . . ?
N7 N6 N5 171.3(3) . . ?
N9 N8 C5 118.1(2) . . ?
N9 N8 C1 118.4(2) . . ?
C5 N8 C1 123.5(2) . . ?
O4 N9 O5 127.0(2) . . ?
O4 N9 N8 116.7(2) . . ?
O5 N9 N8 116.2(2) . . ?
C4 N10 O6 104.4(2) . . ?
C5 N11 O6 105.0(2) . . ?
N13 N12 C4 115.4(3) . . ?
N14 N13 N12 170.5(4) . . ?
N4 O3 N3 111.4(2) . . ?
N11 O6 N10 111.3(2) . . ?
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 N8 1.447(3) . ?
C1 N1 1.458(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N3 1.296(4) . ?
C2 N5 1.390(4) . ?
C2 C3 1.428(4) . ?
C3 N4 1.306(4) . ?
C3 N1 1.397(4) . ?
C4 N10 1.300(4) . ?
C4 N12 1.379(4) . ?
C4 C5 1.421(4) . ?
C5 N11 1.288(4) . ?
C5 N8 1.399(3) . ?
N1 N2 1.404(3) . ?
N2 O1 1.205(3) . ?
N2 O2 1.210(3) . ?
N3 O3 1.391(3) . ?
N4 O3 1.373(3) . ?
N5 N6 1.258(4) . ?
N6 N7 1.117(4) . ?
N8 N9 1.377(3) . ?
N9 O4 1.216(3) . ?
N9 O5 1.223(3) . ?
N10 O6 1.399(3) . ?
N11 O6 1.376(3) . ?
N12 N13 1.255(3) . ?
N13 N14 1.118(4) . ?
