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#$Date: 2022-03-25 12:20:36 +0200 (Fri, 25 Mar 2022) $
#$Revision: 273996 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/48/8104881.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_8104881
loop_
_publ_author_name
'Zheng, Yue'
'Lizhen, Chen'
'Hui, Chao'
'Chenglong, Wei'
'Zhihua, Li'
'Duanlin, Cao'
_publ_section_title
;
 The crystal structure of dipentaerthritol hexanitrate, C10H16N6O19
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              55
_journal_page_last               56
_journal_paper_doi               10.1515/ncrs-2020-0443
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C10 H16 N6 O19'
_chemical_formula_sum            'C10 H16 N6 O19'
_chemical_formula_weight         524.29
_chemical_name_systematic
;
dipentaerthritol hexanitrate  
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 128.124(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   29.980(7)
_cell_length_b                   8.4695(17)
_cell_length_c                   20.719(4)
_cell_measurement_reflns_used    4137
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      25.939
_cell_measurement_theta_min      3.068
_cell_volume                     4138.6(16)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      170.0
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'bruker d8 venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_av_unetI/netI     0.0719
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10747
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.556
_diffrn_reflns_theta_min         2.499
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies, Version 1.171.37.35.
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_description       plate
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.2889
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Flack x determined using 1462 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Crystallogr. B69 (2013) 249-259).
;
_refine_ls_extinction_coef       .
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014)'
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4240
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1176
_refine_ls_R_factor_gt           0.0587
_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)+(0.0731P)²+4.9193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0587
_refine_ls_wR_factor_ref         0.1683
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2391
_reflns_number_total             4240
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0443_suppl.cif
_cod_data_source_block           exp_1115
_cod_original_cell_volume        4138.7(16)
_cod_database_code               8104881
_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   0.969
_shelx_estimated_absorpt_t_max   0.995
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.71855(13) 0.3535(3) 0.8293(2) 0.0358(8) Uani 1 1 d . . . . .
H1A H 0.746882 0.423515 0.834015 0.043 Uiso 1 1 calc R . . . .
H1B H 0.707369 0.399982 0.861289 0.043 Uiso 1 1 calc R . . . .
C2 C 0.66656(13) 0.3332(3) 0.7391(2) 0.0321(8) Uani 1 1 d . . . . .
C3 C 0.63526(13) 0.4913(3) 0.7078(2) 0.0358(8) Uani 1 1 d . . . . .
H3A H 0.601963 0.482635 0.649183 0.043 Uiso 1 1 calc R . . . .
H3B H 0.621880 0.522216 0.739338 0.043 Uiso 1 1 calc R . . . .
C4 C 0.62441(14) 0.2145(4) 0.7296(2) 0.0361(8) Uani 1 1 d . . . . .
H4A H 0.588124 0.217529 0.673183 0.043 Uiso 1 1 calc R . . . .
H4B H 0.639931 0.106030 0.741406 0.043 Uiso 1 1 calc R . . . .
C5 C 0.68452(13) 0.2772(4) 0.6891(2) 0.0344(8) Uani 1 1 d . . . . .
H5A H 0.708292 0.358810 0.689445 0.041 Uiso 1 1 calc R . . . .
H5B H 0.707372 0.179691 0.713695 0.041 Uiso 1 1 calc R . . . .
C6 C 0.65204(14) 0.2026(4) 0.5581(2) 0.0351(8) Uani 1 1 d . . . . .
H6A H 0.675452 0.105640 0.580594 0.042 Uiso 1 1 calc R . . . .
H6B H 0.674995 0.287657 0.558827 0.042 Uiso 1 1 calc R . . . .
C7 C 0.59925(13) 0.1729(3) 0.4702(2) 0.0336(8) Uani 1 1 d . . . . .
C8 C 0.61710(14) 0.1192(4) 0.4190(2) 0.0384(8) Uani 1 1 d . . . . .
H8A H 0.636913 0.016330 0.438898 0.046 Uiso 1 1 calc R . . . .
H8B H 0.583585 0.108090 0.360632 0.046 Uiso 1 1 calc R . . . .
C9 C 0.56092(14) 0.0469(3) 0.4662(2) 0.0392(9) Uani 1 1 d . . . . .
H9A H 0.547721 0.081073 0.497551 0.047 Uiso 1 1 calc R . . . .
H9B H 0.527430 0.027259 0.408613 0.047 Uiso 1 1 calc R . . . .
C10 C 0.56507(13) 0.3269(4) 0.4367(2) 0.0368(8) Uani 1 1 d . . . . .
H10A H 0.553765 0.361376 0.470369 0.044 Uiso 1 1 calc R . . . .
H10B H 0.587527 0.411980 0.436210 0.044 Uiso 1 1 calc R . . . .
N1 N 0.78068(13) 0.1871(4) 0.9444(2) 0.0491(8) Uani 1 1 d . . . . .
N2 N 0.65123(12) 0.7602(3) 0.69566(18) 0.0402(7) Uani 1 1 d . . . . .
N3 N 0.57333(12) 0.1801(3) 0.7828(2) 0.0414(7) Uani 1 1 d . . . . .
N4 N 0.56583(14) -0.2252(3) 0.49890(19) 0.0453(8) Uani 1 1 d . . . . .
N5 N 0.67803(13) 0.2064(4) 0.3893(2) 0.0475(8) Uani 1 1 d . . . . .
N6 N 0.48145(12) 0.4179(3) 0.3094(2) 0.0414(7) Uani 1 1 d . . . . .
O1 O 0.79217(11) 0.3066(3) 0.98354(16) 0.0589(8) Uani 1 1 d . . . . .
O2 O 0.79822(12) 0.0553(3) 0.96848(18) 0.0701(9) Uani 1 1 d . . . . .
O3 O 0.74174(10) 0.1963(2) 0.85912(15) 0.0432(6) Uani 1 1 d . . . . .
O4 O 0.61607(9) 0.2632(2) 0.78896(14) 0.0382(6) Uani 1 1 d . . . . .
O5 O 0.56675(11) 0.2231(3) 0.83125(18) 0.0518(7) Uani 1 1 d . . . . .
O6 O 0.54948(10) 0.0753(3) 0.73238(17) 0.0497(7) Uani 1 1 d . . . . .
O7 O 0.67466(9) 0.6085(2) 0.71824(14) 0.0389(6) Uani 1 1 d . . . . .
O8 O 0.68293(10) 0.8575(3) 0.70196(17) 0.0520(7) Uani 1 1 d . . . . .
O9 O 0.60366(10) 0.7781(3) 0.67285(17) 0.0484(7) Uani 1 1 d . . . . .
O10 O 0.63592(8) 0.2468(2) 0.60715(13) 0.0355(5) Uani 1 1 d . . . . .
O11 O 0.65470(10) 0.2402(2) 0.42830(15) 0.0423(6) Uani 1 1 d . . . . .
O12 O 0.66665(12) 0.0814(3) 0.35489(19) 0.0663(9) Uani 1 1 d . . . . .
O13 O 0.70832(13) 0.3082(3) 0.3958(2) 0.0660(9) Uani 1 1 d . . . . .
O14 O 0.49297(10) 0.5422(3) 0.34460(16) 0.0518(7) Uani 1 1 d . . . . .
O15 O 0.51560(9) 0.2889(2) 0.35382(14) 0.0401(6) Uani 1 1 d . . . . .
O16 O 0.44332(10) 0.3871(3) 0.23875(16) 0.0484(7) Uani 1 1 d . . . . .
O17 O 0.59547(10) -0.0943(2) 0.50216(15) 0.0422(6) Uani 1 1 d . . . . .
O18 O 0.59524(12) -0.3414(3) 0.52829(17) 0.0568(8) Uani 1 1 d . . . . .
O19 O 0.51673(12) -0.2088(3) 0.46983(18) 0.0574(8) 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
C6 O10 C5 110.7(2) . .
N5 O11 C8 114.1(2) . .
N1 O3 C1 113.3(2) . .
N2 O7 C3 112.5(2) . .
N3 O4 C4 113.9(2) . .
N6 O15 C10 114.0(2) . .
N4 O17 C9 113.5(2) . .
O6 N3 O4 117.9(3) . .
O5 N3 O4 112.8(3) . .
O5 N3 O6 129.3(3) . .
O9 N2 O7 118.4(3) . .
O8 N2 O7 113.1(3) . .
O8 N2 O9 128.4(3) . .
O16 N6 O15 113.2(3) . .
O14 N6 O15 117.9(3) . .
O14 N6 O16 128.9(3) . .
O12 N5 O11 117.9(3) . .
O13 N5 O11 113.9(3) . .
O13 N5 O12 128.2(4) . .
O18 N4 O17 112.2(3) . .
O18 N4 O19 129.2(3) . .
O19 N4 O17 118.5(3) . .
O1 N1 O3 118.2(3) . .
O2 N1 O3 112.7(3) . .
O2 N1 O1 129.1(3) . .
C5 C2 C3 111.7(3) . .
C5 C2 C4 108.8(3) . .
C5 C2 C1 110.3(3) . .
C3 C2 C1 108.3(2) . .
C4 C2 C3 106.2(3) . .
C4 C2 C1 111.5(3) . .
O10 C6 H6A 109.7 . .
O10 C6 H6B 109.7 . .
O10 C6 C7 109.7(3) . .
H6A C6 H6B 108.2 . .
C7 C6 H6A 109.7 . .
C7 C6 H6B 109.7 . .
O10 C5 C2 109.9(2) . .
O10 C5 H5A 109.7 . .
O10 C5 H5B 109.7 . .
C2 C5 H5A 109.7 . .
C2 C5 H5B 109.7 . .
H5A C5 H5B 108.2 . .
C6 C7 C10 108.1(2) . .
C6 C7 C9 111.7(3) . .
C8 C7 C6 109.2(3) . .
C8 C7 C10 111.2(3) . .
C8 C7 C9 109.2(3) . .
C9 C7 C10 107.4(3) . .
O15 C10 C7 104.8(2) . .
O15 C10 H10A 110.8 . .
O15 C10 H10B 110.8 . .
C7 C10 H10A 110.8 . .
C7 C10 H10B 110.8 . .
H10A C10 H10B 108.9 . .
O11 C8 C7 106.0(2) . .
O11 C8 H8A 110.5 . .
O11 C8 H8B 110.5 . .
C7 C8 H8A 110.5 . .
C7 C8 H8B 110.5 . .
H8A C8 H8B 108.7 . .
O7 C3 C2 107.8(2) . .
O7 C3 H3A 110.2 . .
O7 C3 H3B 110.2 . .
C2 C3 H3A 110.2 . .
C2 C3 H3B 110.2 . .
H3A C3 H3B 108.5 . .
O4 C4 C2 105.3(2) . .
O4 C4 H4A 110.7 . .
O4 C4 H4B 110.7 . .
C2 C4 H4A 110.7 . .
C2 C4 H4B 110.7 . .
H4A C4 H4B 108.8 . .
O3 C1 C2 105.9(2) . .
O3 C1 H1A 110.5 . .
O3 C1 H1B 110.5 . .
C2 C1 H1A 110.5 . .
C2 C1 H1B 110.5 . .
H1A C1 H1B 108.7 . .
O17 C9 C7 105.8(3) . .
O17 C9 H9A 110.6 . .
O17 C9 H9B 110.6 . .
C7 C9 H9A 110.6 . .
C7 C9 H9B 110.6 . .
H9A C9 H9B 108.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O10 C6 1.419(4) .
O10 C5 1.421(4) .
O11 N5 1.386(4) .
O11 C8 1.445(4) .
O3 N1 1.395(4) .
O3 C1 1.452(3) .
O7 N2 1.399(3) .
O7 C3 1.453(4) .
O4 N3 1.397(4) .
O4 C4 1.458(4) .
O15 N6 1.388(3) .
O15 C10 1.451(4) .
O17 N4 1.396(4) .
O17 C9 1.451(4) .
O9 N2 1.203(3) .
O16 N6 1.205(4) .
O6 N3 1.211(4) .
O5 N3 1.194(4) .
O14 N6 1.203(4) .
O8 N2 1.203(4) .
O18 N4 1.206(4) .
O1 N1 1.206(4) .
O19 N4 1.206(4) .
O2 N1 1.204(4) .
O12 N5 1.202(4) .
N5 O13 1.198(4) .
C2 C5 1.507(5) .
C2 C3 1.531(4) .
C2 C4 1.530(4) .
C2 C1 1.536(4) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C6 C7 1.525(4) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C7 C10 1.534(4) .
C7 C8 1.523(5) .
C7 C9 1.532(5) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
