#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:49:01 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257680 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/96/7059605.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_7059605
loop_
_publ_author_name
'Yang, Rui'
'Dong, Zhen'
'Ye, Zhiwen'
_publ_section_title
;
 Exploration of low-melting energetic compounds: influence of substituents
 on melting points
;
_journal_issue                   32
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13576
_journal_page_last               13583
_journal_paper_doi               10.1039/D0NJ01166E
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C3 H4 N6 O5, C H4 O'
_chemical_formula_sum            'C4 H8 N6 O6'
_chemical_formula_weight         236.16
_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
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc24l30w
_audit_creation_date             2019-11-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-12 deposited with the CCDC.	2020-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.064(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.598(2)
_cell_length_b                   7.585(2)
_cell_length_c                   14.530(4)
_cell_measurement_reflns_used    2000
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.30
_cell_measurement_theta_min      2.81
_cell_volume                     943.9(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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      150.03
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10151
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.343
_diffrn_reflns_theta_min         2.654
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0824 before and 0.0674 after correction.
The Ratio of minimum to maximum transmission is 0.9176.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         1691
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0639
_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)+(0.0314P)²+2.4903P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1358
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1182
_reflns_number_total             1691
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj01166e2.cif
_cod_data_source_block           mo_1118_2_0m
_cod_depositor_comments
;Adding full bibliography for 7059603--7059606.cif.

 Adding full bibliography for 7059603--7059606.cif.
;
_cod_original_cell_volume        944.0(4)
_cod_database_code               7059605
_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_max   0.985
_shelx_estimated_absorpt_t_min   0.970
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N4(H4)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
2.d Idealised tetrahedral OH refined as rotating group:
 O6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
O3 O 0.0217(3) 0.7526(3) 0.53835(17) 0.0234(6) Uani 1 1 d . . . . .
O4 O 0.6844(3) 0.6773(3) 0.32942(17) 0.0241(6) Uani 1 1 d . . . . .
O6 O 0.5225(3) 0.3594(3) 0.28419(17) 0.0277(7) Uani 1 1 d . . . . .
H6 H 0.586271 0.394996 0.247723 0.042 Uiso 1 1 calc GR . . . .
O5 O 0.7663(3) 0.9510(3) 0.34092(18) 0.0282(7) Uani 1 1 d . . . . .
O2 O -0.0605(3) 0.7290(4) 0.68031(18) 0.0333(7) Uani 1 1 d . . . . .
N2 N 0.3657(3) 0.7912(4) 0.5018(2) 0.0195(7) Uani 1 1 d . . . . .
H2 H 0.367159 0.887790 0.535385 0.023 Uiso 1 1 calc R . . . .
N4 N 0.4180(3) 0.5941(4) 0.4027(2) 0.0186(7) Uani 1 1 d . . . . .
H4 H 0.462221 0.538461 0.358706 0.022 Uiso 1 1 calc R . . . .
N6 N 0.6737(3) 0.8300(4) 0.3590(2) 0.0205(7) Uani 1 1 d . . . . .
N3 N 0.2962(3) 0.5277(4) 0.4485(2) 0.0201(7) Uani 1 1 d . . . . .
O1 O -0.1802(3) 0.9000(4) 0.5765(2) 0.0430(8) Uani 1 1 d . . . . .
N5 N 0.5637(3) 0.8795(4) 0.4132(2) 0.0210(7) Uani 1 1 d . . . . .
N1 N -0.0808(4) 0.7969(4) 0.6055(2) 0.0265(8) Uani 1 1 d . . . . .
C2 C 0.2681(4) 0.6500(5) 0.5081(2) 0.0186(8) Uani 1 1 d . . . . .
C3 C 0.4592(4) 0.7550(5) 0.4345(2) 0.0175(8) Uani 1 1 d . . . . .
C1 C 0.1481(4) 0.6398(5) 0.5756(2) 0.0205(8) Uani 1 1 d . . . . .
H1A H 0.111277 0.516978 0.581585 0.025 Uiso 1 1 calc R . . . .
H1B H 0.191082 0.682068 0.637083 0.025 Uiso 1 1 calc R . . . .
C4 C 0.4291(5) 0.2228(6) 0.2413(3) 0.0395(11) Uani 1 1 d . . . . .
H4A H 0.367089 0.269886 0.186985 0.059 Uiso 1 1 calc GR . . . .
H4B H 0.359031 0.176279 0.285155 0.059 Uiso 1 1 calc GR . . . .
H4C H 0.496578 0.127890 0.222204 0.059 Uiso 1 1 calc GR . . . .
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
N1 O3 C1 112.1(2) . . ?
C3 N2 C2 107.3(3) . . ?
C3 N4 N3 110.7(3) . . ?
O4 N6 O5 122.8(3) . . ?
O4 N6 N5 122.9(3) . . ?
O5 N6 N5 114.3(3) . . ?
C2 N3 N4 104.6(3) . . ?
N6 N5 C3 117.1(3) . . ?
O2 N1 O3 118.2(3) . . ?
O2 N1 O1 129.5(3) . . ?
O1 N1 O3 112.3(3) . . ?
N2 C2 C1 123.4(3) . . ?
N3 C2 N2 111.1(3) . . ?
N3 C2 C1 125.5(3) . . ?
N2 C3 N5 118.2(3) . . ?
N4 C3 N2 106.2(3) . . ?
N4 C3 N5 135.6(3) . . ?
O3 C1 C2 105.3(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
O3 N1 1.412(4) . ?
O3 C1 1.450(4) . ?
O4 N6 1.242(4) . ?
O6 C4 1.421(5) . ?
O5 N6 1.258(4) . ?
O2 N1 1.202(4) . ?
N2 C2 1.369(4) . ?
N2 C3 1.347(4) . ?
N4 N3 1.384(4) . ?
N4 C3 1.342(4) . ?
N6 N5 1.338(4) . ?
N3 C2 1.306(4) . ?
O1 N1 1.207(4) . ?
N5 C3 1.358(4) . ?
C2 C1 1.487(5) . ?
