#------------------------------------------------------------------------------
#$Date: 2019-11-08 02:55:08 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224906 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/85/7058570.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_7058570
loop_
_publ_author_name
'Thaltiri, Vikranth'
'Chavva, Kurumurthy'
'Kumar, B. Sathish'
'Panda, Pradeepta K.'
_publ_section_title
;
 Efficient synthesis of N-methyltetranitropyrrole: A stable, insensitive
 and high energy melt-castable material
;
_journal_issue                   31
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12318
_journal_paper_doi               10.1039/C9NJ01227C
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C4 H3 N3 O4'
_chemical_formula_sum            'C4 H3 N3 O4'
_chemical_formula_weight         157.09
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-12-18 deposited with the CCDC.    2019-07-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.5935(11)
_cell_length_b                   7.7118(14)
_cell_length_c                   11.559(2)
_cell_measurement_reflns_used    52221
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      4.07
_cell_volume                     587.75(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      301(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.970
_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  0.0203
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6178
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.651
_diffrn_reflns_theta_min         3.557
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         1091
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0246
_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)+(0.0365P)²+0.1030P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0661
_reflns_Friedel_coverage         0.664
_reflns_Friedel_fraction_full    0.990
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                1073
_reflns_number_total             1091
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj01227c2.cif
_cod_data_source_block           34dnpy
_cod_depositor_comments
'Adding full bibliography for 7058569--7058572.cif.'
_cod_original_cell_volume        587.75(19)
_cod_database_code               7058570
_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   0.6581
_shelx_estimated_absorpt_t_max   0.7454
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'
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
O3 O 0.8058(3) 0.7272(2) 0.56900(12) 0.0437(4) Uani 1 1 d . .
O2 O 0.9487(3) 1.0429(2) 0.47624(13) 0.0424(4) Uani 1 1 d . .
N1 N 0.7103(3) 0.7143(3) 0.19004(15) 0.0374(4) Uani 1 1 d . .
C2 C 0.7880(3) 0.8874(2) 0.33379(15) 0.0258(4) Uani 1 1 d . .
N3 N 0.8532(2) 0.64360(19) 0.48324(13) 0.0282(4) Uani 1 1 d . .
N2 N 0.8363(3) 1.0463(2) 0.39151(14) 0.0312(4) Uani 1 1 d . .
C4 C 0.7602(3) 0.6085(3) 0.27881(17) 0.0327(4) Uani 1 1 d . .
H4 H 0.7596 0.4879 0.2778 0.039 Uiso 1 1 calc R U
O4 O 0.9292(2) 0.49762(18) 0.48784(13) 0.0409(4) Uani 1 1 d . .
O1 O 0.7645(3) 1.17980(19) 0.35094(18) 0.0569(5) Uani 1 1 d . .
C1 C 0.7269(3) 0.8825(3) 0.22077(16) 0.0338(4) Uani 1 1 d . .
H1 H 0.7013 0.9778 0.1737 0.041 Uiso 1 1 calc R U
C3 C 0.8119(3) 0.7123(2) 0.37073(15) 0.0257(4) Uani 1 1 d . .
H1X H 0.666(5) 0.683(4) 0.124(3) 0.060(8) Uiso 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
C1 N1 C4 111.14(17)
C1 N1 H1X 123(2)
C4 N1 H1X 126(2)
C1 C2 C3 107.01(17)
C1 C2 N2 122.31(16)
C3 C2 N2 130.34(16)
O3 N3 O4 123.38(16)
O3 N3 C3 119.52(14)
O4 N3 C3 117.05(16)
O1 N2 O2 123.75(18)
O1 N2 C2 117.05(17)
O2 N2 C2 119.18(16)
N1 C4 C3 107.21(17)
N1 C4 H4 126.4
C3 C4 H4 126.4
N1 C1 C2 107.58(17)
N1 C1 H1 126.2
C2 C1 H1 126.2
C4 C3 C2 107.05(16)
C4 C3 N3 122.33(16)
C2 C3 N3 130.12(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O3 N3 1.223(2)
O2 N2 1.229(2)
N1 C1 1.349(3)
N1 C4 1.351(3)
N1 H1X 0.85(3)
C2 C1 1.368(3)
C2 C3 1.425(2)
C2 N2 1.431(2)
N3 O4 1.233(2)
N3 C3 1.431(2)
N2 O1 1.226(2)
C4 C3 1.373(3)
C4 H4 0.9300
C1 H1 0.9300
