#------------------------------------------------------------------------------
#$Date: 2019-11-24 16:09:21 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238491 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/76/7237668.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_7237668
loop_
_publ_author_name
'Yan, Qi-Long'
'Yang, Zhijian'
'Zhang, Xue-Xue'
'Lyu, Jie-Yao'
'He, Wei'
'Huang, Shi'
'Liu, Pei-Jin'
'Zhang, Chaoyang'
'Zhang, Qing-Hua'
'He, Guo-Qiang'
'Nie, Fu-De'
_publ_section_title
;
 High density assembly of energetic molecules under the constraint of
 defected 2D materials
;
_journal_issue                   30
_journal_name_full               'Journal of Materials Chemistry A'
_journal_page_first              17806
_journal_paper_doi               10.1039/C9TA03990B
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C3 H6 N6 O6'
_chemical_formula_sum            'C3 H6 N6 O6'
_chemical_formula_weight         222.14
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-06-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-06-20 deposited with the CCDC.	2019-07-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.545(4)
_cell_length_b                   10.663(3)
_cell_length_c                   13.185(4)
_cell_measurement_reflns_used    2902
_cell_measurement_temperature    173
_cell_measurement_theta_max      26.346
_cell_measurement_theta_min      3.025
_cell_volume                     1623.1(9)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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      173
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7238
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.356
_diffrn_reflns_theta_min         3.025
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6678
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0661 before and 0.0498 after correction. The Ratio of minimum to maximum transmission is 0.8959. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.818
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.082(5)
_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   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0357
_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)+(0.0622P)²+0.3678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1084
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1427
_reflns_number_total             1645
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ta03990b2.cif
_cod_data_source_block           mo_20180607-29_0m
_cod_original_cell_volume        1623.2(8)
_cod_database_code               7237668
_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_max   0.986
_shelx_estimated_absorpt_t_min   0.961
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B), C1(H1A,H1B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
_atom_site_refinement_flags_posn
O2 O 0.56806(9) 0.43377(11) 0.76543(8) 0.0335(3) Uani 1 1 d .
O1 O 0.59320(10) 0.23702(11) 0.72819(10) 0.0395(4) Uani 1 1 d .
O3 O 0.43005(10) 0.60159(11) 0.54646(11) 0.0444(4) Uani 1 1 d .
N3 N 0.29791(9) 0.45610(11) 0.58742(10) 0.0230(3) Uani 1 1 d .
O6 O 0.46746(11) 0.13662(12) 0.47492(11) 0.0446(4) Uani 1 1 d .
O4 O 0.31660(12) 0.52887(12) 0.42953(10) 0.0438(4) Uani 1 1 d .
O5 O 0.35239(11) 0.25278(12) 0.38573(10) 0.0417(4) Uani 1 1 d .
N5 N 0.32019(10) 0.23357(11) 0.55248(9) 0.0214(3) Uani 1 1 d .
N2 N 0.43525(10) 0.33426(11) 0.67517(9) 0.0245(3) Uani 1 1 d .
N1 N 0.53744(10) 0.33493(13) 0.72662(9) 0.0251(3) Uani 1 1 d .
N6 N 0.38619(11) 0.20824(12) 0.46510(10) 0.0276(3) Uani 1 1 d .
N4 N 0.35381(11) 0.53219(12) 0.51556(11) 0.0301(4) Uani 1 1 d .
C3 C 0.37984(12) 0.21569(13) 0.64835(12) 0.0243(4) Uani 1 1 d .
H3A H 0.4388 0.1487 0.6418 0.029 Uiso 1 1 calc R
H3B H 0.3240 0.1909 0.7017 0.029 Uiso 1 1 calc R
C2 C 0.24265(11) 0.34221(14) 0.54894(11) 0.0228(3) Uani 1 1 d .
H2A H 0.2177 0.3563 0.4780 0.027 Uiso 1 1 calc R
H2B H 0.1727 0.3242 0.5898 0.027 Uiso 1 1 calc R
C1 C 0.35729(12) 0.44141(13) 0.68394(12) 0.0257(4) Uani 1 1 d .
H1A H 0.3004 0.4268 0.7389 0.031 Uiso 1 1 calc R
H1B H 0.4018 0.5182 0.7001 0.031 Uiso 1 1 calc R
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
N4 N3 C2 116.50(12)
N4 N3 C1 115.85(12)
C1 N3 C2 114.82(11)
N6 N5 C3 115.51(11)
N6 N5 C2 117.16(11)
C3 N5 C2 114.93(11)
N1 N2 C3 120.33(11)
N1 N2 C1 119.42(11)
C1 N2 C3 115.27(11)
O2 N1 O1 125.05(12)
O2 N1 N2 117.61(12)
O1 N1 N2 117.31(12)
O6 N6 N5 116.80(13)
O5 N6 O6 125.82(14)
O5 N6 N5 117.18(13)
O3 N4 N3 117.18(14)
O4 N4 O3 125.82(14)
O4 N4 N3 116.81(13)
N5 C3 N2 107.75(11)
N5 C3 H3A 110.2
N5 C3 H3B 110.2
N2 C3 H3A 110.2
N2 C3 H3B 110.2
H3A C3 H3B 108.5
N3 C2 N5 112.27(11)
N3 C2 H2A 109.1
N3 C2 H2B 109.1
N5 C2 H2A 109.1
N5 C2 H2B 109.1
H2A C2 H2B 107.9
N3 C1 N2 107.81(11)
N3 C1 H1A 110.1
N3 C1 H1B 110.1
N2 C1 H1A 110.1
N2 C1 H1B 110.1
H1A C1 H1B 108.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O2 N1 1.2238(17)
O1 N1 1.2267(18)
O3 N4 1.2200(18)
N3 N4 1.4044(17)
N3 C2 1.4625(18)
N3 C1 1.4541(19)
O6 N6 1.2168(18)
O4 N4 1.2135(19)
O5 N6 1.2137(19)
N5 N6 1.4075(17)
N5 C3 1.4521(19)
N5 C2 1.4648(19)
N2 N1 1.3608(17)
N2 C3 1.4604(18)
N2 C1 1.4591(18)
C3 H3A 0.9900
C3 H3B 0.9900
C2 H2A 0.9900
C2 H2B 0.9900
C1 H1A 0.9900
C1 H1B 0.9900
