#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/99/2239988.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2239988
loop_
_publ_author_name
'Gunaseelan, Sridevi'
'Doraisamyraja, Kalaivani'
_publ_section_title
;
 Crystal structure of trimethylammonium
 5-(2,4-dinitrophenyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate
;
_journal_coeditor_code           LH5722
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1102
_journal_page_last               o1103
_journal_paper_doi               10.1107/S1600536814019977
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C3 H10 N +, C12 H9 N4 O7 -'
_chemical_formula_moiety         'C3 H10 N +, C12 H9 N4 O7 -'
_chemical_formula_sum            'C15 H19 N5 O7'
_chemical_formula_weight         381.35
_chemical_name_common
;
Trimethylammonium 5-(2,4-dinitrophenyl)-1,3-dimethyl barbiturate
;
_chemical_name_systematic
'Trimethylammonium 5-(2,4-dinitrophenyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2012
_cell_angle_alpha                103.454(2)
_cell_angle_beta                 106.479(2)
_cell_angle_gamma                100.856(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8417(5)
_cell_length_b                   9.9474(6)
_cell_length_c                   10.4241(5)
_cell_measurement_reflns_used    5386
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.13
_cell_volume                     915.66(9)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT and XPREP (Bruker, 2004)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            16319
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.718
_diffrn_reflns_theta_min         2.138
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  9865
_exptl_absorpt_correction_T_min  9536
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2004)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.197
_refine_ls_extinction_coef       0.020(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         4271
_refine_ls_number_restraints     76
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0506
_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)+(0.0891P)²+0.1912P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1429
_refine_ls_wR_factor_ref         0.1636
_reflns_number_gt                2922
_reflns_number_total             4271
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5722sup1.cif
_cod_data_source_block           I
_cod_database_code               2239988
_cod_database_fobs_code          2239988
#BEGIN Tags that were not found in dictionaries:
_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   0.962
_shelx_estimated_absorpt_t_max   0.967
_shelxl_version_number           .000002012
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
C C1 0.3976(2) 0.7207(3) 0.07803(19) 0.0655(6) Uani d 1
C C2 0.2837(2) 0.6256(2) 0.08545(17) 0.0548(5) Uani d 1
H H2 0.2434 0.5342 0.0208 0.066 Uiso calc 1
C C3 0.22965(18) 0.66915(18) 0.19261(16) 0.0440(4) Uani d 1
C C4 0.29063(16) 0.80221(18) 0.29787(16) 0.0424(4) Uani d 1
C C5 0.40705(19) 0.8947(2) 0.28249(19) 0.0584(5) Uani d 1
H H5 0.4508 0.9853 0.3481 0.070 Uiso calc 1
C C6 0.4590(2) 0.8561(3) 0.1734(2) 0.0712(6) Uani d 1
H H6 0.5347 0.9208 0.1644 0.085 Uiso calc 1
C C7 0.24320(16) 0.84301(17) 0.41888(15) 0.0415(4) Uani d 1
C C8 0.21150(17) 0.74090(18) 0.48671(16) 0.0435(4) Uani d 1
C C9 0.1589(2) 0.9213(2) 0.65492(18) 0.0560(5) Uani d 1
C C10 0.23385(19) 0.98455(19) 0.46730(18) 0.0507(4) Uani d 1
C C11 0.1303(3) 0.6789(3) 0.6741(3) 0.0840(7) Uani d 1
H H11A 0.1415 0.5884 0.6277 0.126 Uiso calc 1
H H11B 0.0301 0.6674 0.6704 0.126 Uiso calc 1
H H11C 0.1944 0.7116 0.7704 0.126 Uiso calc 1
C C12 0.1746(3) 1.1619(2) 0.6375(2) 0.0740(6) Uani d 1
H H12A 0.1987 1.2185 0.5799 0.111 Uiso calc 1
H H12B 0.2405 1.2061 0.7326 0.111 Uiso calc 1
H H12C 0.0752 1.1559 0.6342 0.111 Uiso calc 1
N N1 0.4546(2) 0.6754(3) -0.0364(2) 0.0970(8) Uani d 1
N N2 0.09232(17) 0.56946(15) 0.18014(14) 0.0511(4) Uani d 1
N N3 0.18912(16) 1.01709(16) 0.58517(15) 0.0531(4) Uani d 1
N N4 0.16852(17) 0.78490(17) 0.60370(15) 0.0529(4) Uani d 1
O O1 0.4045(2) 0.5528(3) -0.1143(2) 0.1098(7) Uani d 1
O O2 0.5474(3) 0.7651(4) -0.0482(3) 0.1804(16) Uani d 1
O O3 0.0792(2) 0.44075(15) 0.13971(17) 0.0812(5) Uani d 1
O O4 -0.00550(14) 0.61913(14) 0.20145(14) 0.0609(4) Uani d 1
O O5 0.22047(16) 0.61540(14) 0.45327(13) 0.0597(4) Uani d 1
O O6 0.2581(2) 1.08059(16) 0.41394(18) 0.0814(5) Uani d 1
O O7 0.1253(2) 0.95645(19) 0.75936(16) 0.0872(5) Uani d 1
N N5 -0.0051(4) 0.9761(3) 0.9524(3) 0.0548(8) Uani d 0.5
H H5A 0.0157(18) 0.9501(17) 0.8715(19) 0.066 Uiso d 0.5
C C13 0.0093(9) 1.1276(5) 0.9872(7) 0.0839(16) Uani d 0.5
H H13A -0.062(5) 1.134(8) 0.905(4) 0.126 Uiso d 0.5
H H13B 0.106(3) 1.180(6) 0.993(6) 0.126 Uiso d 0.5
H H13C -0.010(6) 1.166(6) 1.070(4) 0.126 Uiso d 0.5
C C14 -0.1578(5) 0.8892(6) 0.9182(5) 0.0772(12) Uani d 0.5
H H14A -0.155(6) 0.791(3) 0.896(5) 0.116 Uiso d 0.5
H H14B -0.217(6) 0.909(5) 0.841(3) 0.116 Uiso d 0.5
H H14C -0.188(6) 0.913(5) 0.998(4) 0.116 Uiso d 0.5
C C15 0.0966(8) 0.9352(8) 1.0574(6) 0.0886(17) Uani d 0.5
H H15A 0.094(7) 0.834(2) 1.037(7) 0.133 Uiso d 0.5
H H15B 0.087(7) 0.966(6) 1.148(4) 0.133 Uiso d 0.5
H H15C 0.193(4) 0.987(5) 1.062(7) 0.133 Uiso d 0.5
N N6 0.4670(5) 0.5181(5) 0.4932(5) 0.0741(11) Uani d 0.5
H H6A 0.381(2) 0.544(2) 0.4697(18) 0.089 Uiso d 0.5
C C16 0.4046(7) 0.3737(6) 0.3630(6) 0.0930(15) Uani d 0.5
H H16A 0.426(6) 0.307(6) 0.413(6) 0.140 Uiso d 0.5
H H16B 0.441(6) 0.364(7) 0.288(5) 0.140 Uiso d 0.5
H H16C 0.302(3) 0.367(7) 0.334(6) 0.140 Uiso d 0.5
C C17 0.5736(8) 0.6071(8) 0.4681(12) 0.117(3) Uani d 0.5
H H17A 0.623(8) 0.537(7) 0.436(7) 0.176 Uiso d 0.5
H H17B 0.647(7) 0.679(6) 0.551(4) 0.176 Uiso d 0.5
H H17C 0.545(4) 0.651(6) 0.396(5) 0.176 Uiso d 0.5
C C18 0.4811(9) 0.4741(12) 0.6114(7) 0.111(3) Uani d 0.5
H H18A 0.393(3) 0.443(7) 0.631(5) 0.166 Uiso d 0.5
H H18B 0.558(5) 0.536(7) 0.695(5) 0.166 Uiso d 0.5
H H18C 0.510(8) 0.389(5) 0.574(8) 0.166 Uiso d 0.5
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C2 C1 C6 . . 121.79(16)
C2 C1 N1 . . 117.9(2)
C6 C1 N1 . . 120.3(2)
C1 C2 C3 . . 117.72(17)
C1 C2 H2 . . 121.1
C3 C2 H2 . . 121.1
C2 C3 C4 . . 123.94(16)
C2 C3 N2 . . 114.20(15)
C4 C3 N2 . . 121.62(13)
C5 C4 C3 . . 114.84(14)
C5 C4 C7 . . 121.04(15)
C3 C4 C7 . . 124.08(14)
C6 C5 C4 . . 122.27(18)
C6 C5 H5 . . 118.9
C4 C5 H5 . . 118.9
C5 C6 C1 . . 119.30(18)
C5 C6 H6 . . 120.3
C1 C6 H6 . . 120.3
C8 C7 C10 . . 121.30(14)
C8 C7 C4 . . 119.04(14)
C10 C7 C4 . . 119.64(15)
O5 C8 N4 . . 117.22(15)
O5 C8 C7 . . 125.47(14)
N4 C8 C7 . . 117.30(15)
O7 C9 N3 . . 121.10(19)
O7 C9 N4 . . 121.4(2)
N3 C9 N4 . . 117.52(14)
O6 C10 N3 . . 117.41(16)
O6 C10 C7 . . 125.85(16)
N3 C10 C7 . . 116.72(16)
N4 C11 H11A . . 109.5
N4 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
N4 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
N3 C12 H12A . . 109.5
N3 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
N3 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
O2 N1 O1 . . 124.0(2)
O2 N1 C1 . . 116.9(3)
O1 N1 C1 . . 119.1(2)
O4 N2 O3 . . 123.40(16)
O4 N2 C3 . . 118.26(14)
O3 N2 C3 . . 118.14(15)
C9 N3 C10 . . 123.73(15)
C9 N3 C12 . . 117.55(16)
C10 N3 C12 . . 118.73(17)
C9 N4 C8 . . 123.40(15)
C9 N4 C11 . . 118.16(15)
C8 N4 C11 . . 118.44(17)
N5 N5 C13 2_577 2_577 75.7(4)
N5 N5 C15 2_577 2_577 74.3(4)
C13 N5 C15 2_577 2_577 127.0(4)
N5 N5 C13 2_577 . 63.7(4)
C13 N5 C13 2_577 . 139.4(3)
C15 N5 C13 2_577 . 42.4(3)
N5 N5 C15 2_577 . 65.9(4)
C13 N5 C15 2_577 . 42.7(4)
C15 N5 C15 2_577 . 140.2(2)
C13 N5 C15 . . 113.9(4)
N5 N5 C14 2_577 . 93.7(4)
C13 N5 C14 2_577 . 68.1(4)
C15 N5 C14 2_577 . 71.4(4)
C13 N5 C14 . . 112.9(4)
C15 N5 C14 . . 110.2(4)
N5 N5 C14 2_577 2_577 54.4(4)
C13 N5 C14 2_577 2_577 100.0(4)
C15 N5 C14 2_577 2_577 96.7(4)
C13 N5 C14 . 2_577 56.5(4)
C15 N5 C14 . 2_577 60.2(4)
C14 N5 C14 . 2_577 148.1(2)
N5 N5 H5A 2_577 . 161.2(12)
C13 N5 H5A 2_577 . 111.6(10)
C15 N5 H5A 2_577 . 110.8(10)
C13 N5 H5A . . 107.2(11)
C15 N5 H5A . . 107.0(11)
C14 N5 H5A . . 105.1(11)
C14 N5 H5A 2_577 . 106.8(11)
C15 C13 N5 2_577 2_577 75.1(5)
C15 C13 N5 2_577 . 65.6(5)
N5 C13 N5 2_577 . 40.6(3)
C15 C13 C14 2_577 2_577 134.6(6)
N5 C13 C14 2_577 2_577 60.6(4)
N5 C13 C14 . 2_577 74.1(4)
C15 C13 H13A 2_577 . 56(4)
N5 C13 H13A 2_577 . 129(4)
N5 C13 H13A . . 102(5)
C14 C13 H13A 2_577 . 159(4)
C15 C13 H13B 2_577 . 158(3)
N5 C13 H13B 2_577 . 117(4)
N5 C13 H13B . . 111(4)
C14 C13 H13B 2_577 . 57(4)
H13A C13 H13B . . 107(3)
C15 C13 H13C 2_577 . 89(3)
N5 C13 H13C 2_577 . 76(4)
N5 C13 H13C . . 114(4)
C14 C13 H13C 2_577 . 89(4)
H13A C13 H13C . . 112(3)
H13B C13 H13C . . 111(3)
N5 C14 C13 . 2_577 51.3(3)
N5 C14 C15 . 2_577 51.3(3)
C13 C14 C15 2_577 2_577 96.3(3)
N5 C14 N5 . 2_577 31.9(2)
C13 C14 N5 2_577 2_577 49.4(3)
C15 C14 N5 2_577 2_577 48.9(3)
N5 C14 H14A . . 106(4)
C13 C14 H14A 2_577 . 69(3)
C15 C14 H14A 2_577 . 156(3)
N5 C14 H14A 2_577 . 118(3)
N5 C14 H14B . . 107(4)
C13 C14 H14B 2_577 . 154(4)
C15 C14 H14B 2_577 . 73(3)
N5 C14 H14B 2_577 . 122(4)
H14A C14 H14B . . 112(3)
N5 C14 H14C . . 110(4)
C13 C14 H14C 2_577 . 90(3)
C15 C14 H14C 2_577 . 89(3)
N5 C14 H14C 2_577 . 78(3)
H14A C14 H14C . . 109(3)
H14B C14 H14C . . 113(3)
C13 C15 N5 2_577 2_577 72.0(5)
C13 C15 N5 2_577 . 62.2(4)
N5 C15 N5 2_577 . 39.8(2)
C13 C15 C14 2_577 2_577 127.8(6)
N5 C15 C14 2_577 2_577 57.3(3)
N5 C15 C14 . 2_577 70.9(4)
C13 C15 H15A 2_577 . 69(4)
N5 C15 H15A 2_577 . 141(4)
N5 C15 H15A . . 117(5)
C14 C15 H15A 2_577 . 159(3)
C13 C15 H15B 2_577 . 93(4)
N5 C15 H15B 2_577 . 73(4)
N5 C15 H15B . . 112(4)
C14 C15 H15B 2_577 . 84(4)
H15A C15 H15B . . 108(3)
C13 C15 H15C 2_577 . 158(4)
N5 C15 H15C 2_577 . 109(4)
N5 C15 H15C . . 104(4)
C14 C15 H15C 2_577 . 53(4)
H15A C15 H15C . . 107(3)
H15B C15 H15C . . 109(3)
N6 N6 C18 2_666 2_666 75.8(6)
N6 N6 C17 2_666 . 77.1(7)
C18 N6 C17 2_666 . 41.0(4)
N6 N6 C18 2_666 . 70.2(7)
C18 N6 C18 2_666 . 146.0(3)
C17 N6 C18 . . 127.1(6)
N6 N6 C17 2_666 2_666 69.8(7)
C18 N6 C17 2_666 2_666 126.1(6)
C17 N6 C17 . 2_666 146.9(3)
C18 N6 C17 . 2_666 39.6(4)
N6 N6 C16 2_666 . 77.8(7)
C18 N6 C16 2_666 . 66.1(5)
C17 N6 C16 . . 106.5(6)
C18 N6 C16 . . 105.7(6)
C17 N6 C16 2_666 . 66.9(6)
N6 N6 C16 2_666 2_666 73.7(8)
C18 N6 C16 2_666 2_666 106.1(5)
C17 N6 C16 . 2_666 67.1(6)
C18 N6 C16 . 2_666 64.5(5)
C17 N6 C16 2_666 2_666 102.6(6)
C16 N6 C16 . 2_666 151.5(2)
N6 N6 H6A 2_666 . 170.3(15)
C18 N6 H6A 2_666 . 104.8(11)
C17 N6 H6A . . 109.9(11)
C18 N6 H6A . . 108.7(11)
C17 N6 H6A 2_666 . 103.0(11)
C16 N6 H6A . . 93.5(12)
C16 N6 H6A 2_666 . 114.8(11)
N6 C16 C18 . 2_666 49.1(3)
N6 C16 N6 . 2_666 28.5(2)
C18 C16 N6 2_666 2_666 50.2(3)
N6 C16 C17 . 2_666 51.3(3)
C18 C16 C17 2_666 2_666 96.6(4)
N6 C16 C17 2_666 2_666 48.8(3)
N6 C16 H16A . . 99(4)
C18 C16 H16A 2_666 . 125(4)
N6 C16 H16A 2_666 . 80(4)
C17 C16 H16A 2_666 . 53(4)
N6 C16 H16B . . 121(4)
C18 C16 H16B 2_666 . 72(4)
N6 C16 H16B 2_666 . 110(4)
C17 C16 H16B 2_666 . 152(4)
H16A C16 H16B . . 112(3)
N6 C16 H16C . . 101(4)
C18 C16 H16C 2_666 . 119(4)
N6 C16 H16C 2_666 . 127(4)
C17 C16 H16C 2_666 . 96(4)
H16A C16 H16C . . 110(3)
H16B C16 H16C . . 113(3)
C18 C17 N6 2_666 . 68.0(6)
C18 C17 N6 2_666 2_666 68.0(6)
N6 C17 N6 . 2_666 33.1(3)
C18 C17 C16 2_666 2_666 128.5(9)
N6 C17 C16 . 2_666 64.0(5)
N6 C17 C16 2_666 2_666 61.8(5)
C18 C17 H17A 2_666 . 61(5)
N6 C17 H17A . . 99(5)
N6 C17 H17A 2_666 . 70(5)
C16 C17 H17A 2_666 . 109(4)
C18 C17 H17B 2_666 . 167(4)
N6 C17 H17B . . 115(5)
N6 C17 H17B 2_666 . 107(4)
C16 C17 H17B 2_666 . 51(5)
H17A C17 H17B . . 106(3)
C18 C17 H17C 2_666 . 78(4)
N6 C17 H17C . . 119.0(18)
N6 C17 H17C 2_666 . 143(3)
C16 C17 H17C 2_666 . 142(4)
H17A C17 H17C . . 108(3)
H17B C17 H17C . . 109(3)
C17 C18 N6 2_666 2_666 71.0(7)
C17 C18 N6 2_666 . 72.4(7)
N6 C18 N6 2_666 . 34.0(3)
C17 C18 C16 2_666 2_666 134.5(9)
N6 C18 C16 2_666 2_666 64.8(5)
N6 C18 C16 . 2_666 65.3(5)
C17 C18 H18A 2_666 . 78(4)
N6 C18 H18A 2_666 . 143(3)
N6 C18 H18A . . 117.4(17)
C16 C18 H18A 2_666 . 136(4)
C17 C18 H18B 2_666 . 161(5)
N6 C18 H18B 2_666 . 105(4)
N6 C18 H18B . . 116(5)
C16 C18 H18B 2_666 . 50(5)
H18A C18 H18B . . 110(3)
C17 C18 H18C 2_666 . 51(5)
N6 C18 H18C 2_666 . 67(5)
N6 C18 H18C . . 94(5)
C16 C18 H18C 2_666 . 116(4)
H18A C18 H18C . . 108(3)
H18B C18 H18C . . 110(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 C2 . 1.358(3)
C1 C6 . 1.377(3)
C1 N1 . 1.471(2)
C2 C3 . 1.385(2)
C2 H2 . 0.9300
C3 C4 . 1.403(2)
C3 N2 . 1.471(2)
C4 C5 . 1.400(2)
C4 C7 . 1.463(2)
C5 C6 . 1.379(3)
C5 H5 . 0.9300
C6 H6 . 0.9300
C7 C8 . 1.403(2)
C7 C10 . 1.411(2)
C8 O5 . 1.243(2)
C8 N4 . 1.404(2)
C9 O7 . 1.219(2)
C9 N3 . 1.365(3)
C9 N4 . 1.370(2)
C10 O6 . 1.231(2)
C10 N3 . 1.408(2)
C11 N4 . 1.470(3)
C11 H11A . 0.9600
C11 H11B . 0.9600
C11 H11C . 0.9600
C12 N3 . 1.466(2)
C12 H12A . 0.9600
C12 H12B . 0.9600
C12 H12C . 0.9600
N1 O2 . 1.206(3)
N1 O1 . 1.215(3)
N2 O4 . 1.2122(19)
N2 O3 . 1.2205(19)
N5 N5 2_577 0.964(5)
N5 C13 2_577 1.328(6)
N5 C15 2_577 1.375(6)
N5 C13 . 1.435(6)
N5 C15 . 1.450(6)
N5 C14 . 1.482(6)
N5 C14 2_577 1.819(6)
N5 H5A . 0.914(19)
C13 C15 2_577 1.019(8)
C13 N5 2_577 1.328(6)
C13 C14 2_577 1.577(10)
C13 H13A . 0.962(19)
C13 H13B . 0.971(19)
C13 H13C . 0.944(18)
C14 C13 2_577 1.577(10)
C14 C15 2_577 1.669(9)
C14 N5 2_577 1.819(6)
C14 H14A . 0.962(18)
C14 H14B . 0.938(18)
C14 H14C . 0.956(18)
C15 C13 2_577 1.019(8)
C15 N5 2_577 1.375(6)
C15 C14 2_577 1.669(9)
C15 H15A . 0.972(19)
C15 H15B . 0.960(19)
C15 H15C . 0.973(19)
N6 N6 2_666 0.796(6)
N6 C18 2_666 1.340(8)
N6 C17 . 1.367(8)
N6 C18 . 1.381(7)
N6 C17 2_666 1.419(8)
N6 C16 . 1.603(7)
N6 C16 2_666 1.632(8)
N6 H6A . 0.92(2)
C16 C18 2_666 1.621(12)
C16 N6 2_666 1.633(8)
C16 C17 2_666 1.673(13)
C16 H16A . 0.955(19)
C16 H16B . 0.938(19)
C16 H16C . 0.953(19)
C17 C18 2_666 0.949(9)
C17 N6 2_666 1.419(8)
C17 C16 2_666 1.673(13)
C17 H17A . 0.98(2)
C17 H17B . 0.97(2)
C17 H17C . 0.955(18)
C18 C17 2_666 0.949(9)
C18 N6 2_666 1.340(8)
C18 C16 2_666 1.621(12)
C18 H18A . 0.957(18)
C18 H18B . 0.956(19)
C18 H18C . 0.971(19)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N5 H5A O7 0.91(2) 1.80(2) 2.666(3) 156.0(15)
N6 H6A O5 0.92(2) 1.83(2) 2.737(3) 170.5(17)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C6 C1 C2 C3 . . 0.4(3)
N1 C1 C2 C3 . . -179.46(18)
C1 C2 C3 C4 . . -3.7(3)
C1 C2 C3 N2 . . 170.69(17)
C2 C3 C4 C5 . . 4.0(3)
N2 C3 C4 C5 . . -169.94(16)
C2 C3 C4 C7 . . -173.67(16)
N2 C3 C4 C7 . . 12.4(2)
C3 C4 C5 C6 . . -1.2(3)
C7 C4 C5 C6 . . 176.58(18)
C4 C5 C6 C1 . . -1.8(3)
C2 C1 C6 C5 . . 2.3(3)
N1 C1 C6 C5 . . -177.9(2)
C5 C4 C7 C8 . . -136.83(18)
C3 C4 C7 C8 . . 40.7(2)
C5 C4 C7 C10 . . 41.5(2)
C3 C4 C7 C10 . . -140.90(17)
C10 C7 C8 O5 . . -178.11(16)
C4 C7 C8 O5 . . 0.2(2)
C10 C7 C8 N4 . . 0.7(2)
C4 C7 C8 N4 . . 179.05(14)
C8 C7 C10 O6 . . -179.24(18)
C4 C7 C10 O6 . . 2.4(3)
C8 C7 C10 N3 . . -0.9(2)
C4 C7 C10 N3 . . -179.29(14)
C2 C1 N1 O2 . . 174.1(3)
C6 C1 N1 O2 . . -5.7(4)
C2 C1 N1 O1 . . -4.5(3)
C6 C1 N1 O1 . . 175.7(2)
C2 C3 N2 O4 . . -135.67(17)
C4 C3 N2 O4 . . 38.8(2)
C2 C3 N2 O3 . . 39.5(2)
C4 C3 N2 O3 . . -146.01(17)
O7 C9 N3 C10 . . 177.49(17)
N4 C9 N3 C10 . . -2.1(3)
O7 C9 N3 C12 . . -2.2(3)
N4 C9 N3 C12 . . 178.26(16)
O6 C10 N3 C9 . . -179.88(18)
C7 C10 N3 C9 . . 1.7(2)
O6 C10 N3 C12 . . -0.2(3)
C7 C10 N3 C12 . . -178.68(16)
O7 C9 N4 C8 . . -177.78(17)
N3 C9 N4 C8 . . 1.8(3)
O7 C9 N4 C11 . . 2.9(3)
N3 C9 N4 C11 . . -177.50(18)
O5 C8 N4 C9 . . 177.77(15)
C7 C8 N4 C9 . . -1.1(2)
O5 C8 N4 C11 . . -2.9(2)
C7 C8 N4 C11 . . 178.16(17)
N5 N5 C13 C15 2_577 2_577 -95.4(6)
C13 N5 C13 C15 2_577 2_577 -95.4(6)
C15 N5 C13 C15 . 2_577 -139.6(4)
C14 N5 C13 C15 . 2_577 -13.0(6)
C14 N5 C13 C15 2_577 2_577 -158.6(6)
C13 N5 C13 N5 2_577 2_577 0.0000(10)
C15 N5 C13 N5 2_577 2_577 95.4(6)
C15 N5 C13 N5 . 2_577 -44.1(4)
C14 N5 C13 N5 . 2_577 82.5(5)
C14 N5 C13 N5 2_577 2_577 -63.1(4)
N5 N5 C13 C14 2_577 2_577 63.1(4)
C13 N5 C13 C14 2_577 2_577 63.1(4)
C15 N5 C13 C14 2_577 2_577 158.6(6)
C15 N5 C13 C14 . 2_577 19.0(4)
C14 N5 C13 C14 . 2_577 145.6(3)
N5 N5 C14 C13 2_577 2_577 -73.0(4)
C15 N5 C14 C13 2_577 2_577 -145.1(4)
C13 N5 C14 C13 . 2_577 -135.9(3)
C15 N5 C14 C13 . 2_577 -7.4(4)
C14 N5 C14 C13 2_577 2_577 -73.0(4)
N5 N5 C14 C15 2_577 2_577 72.1(4)
C13 N5 C14 C15 2_577 2_577 145.1(4)
C13 N5 C14 C15 . 2_577 9.2(4)
C15 N5 C14 C15 . 2_577 137.8(3)
C14 N5 C14 C15 2_577 2_577 72.1(4)
C13 N5 C14 N5 2_577 2_577 73.0(4)
C15 N5 C14 N5 2_577 2_577 -72.1(4)
C13 N5 C14 N5 . 2_577 -62.9(4)
C15 N5 C14 N5 . 2_577 65.6(4)
C14 N5 C14 N5 2_577 2_577 -0.002(2)
N5 N5 C15 C13 2_577 2_577 95.0(6)
C15 N5 C15 C13 2_577 2_577 95.0(6)
C13 N5 C15 C13 . 2_577 138.1(4)
C14 N5 C15 C13 . 2_577 10.1(6)
C14 N5 C15 C13 2_577 2_577 156.4(6)
C13 N5 C15 N5 2_577 2_577 -95.0(6)
C15 N5 C15 N5 2_577 2_577 0.0000(10)
C13 N5 C15 N5 . 2_577 43.1(4)
C14 N5 C15 N5 . 2_577 -84.9(5)
C14 N5 C15 N5 2_577 2_577 61.4(4)
N5 N5 C15 C14 2_577 2_577 -61.4(4)
C13 N5 C15 C14 2_577 2_577 -156.4(6)
C15 N5 C15 C14 2_577 2_577 -61.4(4)
C13 N5 C15 C14 . 2_577 -18.3(4)
C14 N5 C15 C14 . 2_577 -146.3(2)
N6 N6 C16 C18 2_666 2_666 -79.7(6)
C17 N6 C16 C18 . 2_666 -7.4(6)
C18 N6 C16 C18 . 2_666 -144.9(3)
C17 N6 C16 C18 2_666 2_666 -152.8(6)
C16 N6 C16 C18 2_666 2_666 -79.7(6)
C18 N6 C16 N6 2_666 2_666 79.7(6)
C17 N6 C16 N6 . 2_666 72.4(7)
C18 N6 C16 N6 . 2_666 -65.1(6)
C17 N6 C16 N6 2_666 2_666 -73.0(7)
C16 N6 C16 N6 2_666 2_666 0.004(2)
N6 N6 C16 C17 2_666 2_666 73.0(7)
C18 N6 C16 C17 2_666 2_666 152.8(6)
C17 N6 C16 C17 . 2_666 145.4(4)
C18 N6 C16 C17 . 2_666 7.9(6)
C16 N6 C16 C17 2_666 2_666 73.0(7)
N6 N6 C17 C18 2_666 2_666 83.2(10)
C18 N6 C17 C18 . 2_666 135.7(5)
C17 N6 C17 C18 2_666 2_666 83.2(10)
C16 N6 C17 C18 . 2_666 10.3(8)
C16 N6 C17 C18 2_666 2_666 160.8(9)
C18 N6 C17 N6 2_666 2_666 -83.2(10)
C18 N6 C17 N6 . 2_666 52.5(7)
C17 N6 C17 N6 2_666 2_666 -0.001(2)
C16 N6 C17 N6 . 2_666 -72.9(7)
C16 N6 C17 N6 2_666 2_666 77.6(8)
N6 N6 C17 C16 2_666 2_666 -77.6(8)
C18 N6 C17 C16 2_666 2_666 -160.8(9)
C18 N6 C17 C16 . 2_666 -25.1(7)
C17 N6 C17 C16 2_666 2_666 -77.6(8)
C16 N6 C17 C16 . 2_666 -150.5(3)
N6 N6 C18 C17 2_666 2_666 -81.9(10)
C18 N6 C18 C17 2_666 2_666 -81.9(10)
C17 N6 C18 C17 . 2_666 -137.2(5)
C16 N6 C18 C17 . 2_666 -11.5(8)
C16 N6 C18 C17 2_666 2_666 -162.9(8)
C18 N6 C18 N6 2_666 2_666 -0.002(2)
C17 N6 C18 N6 . 2_666 -55.2(8)
C17 N6 C18 N6 2_666 2_666 81.9(10)
C16 N6 C18 N6 . 2_666 70.4(7)
C16 N6 C18 N6 2_666 2_666 -80.9(7)
N6 N6 C18 C16 2_666 2_666 80.9(7)
C18 N6 C18 C16 2_666 2_666 80.9(7)
C17 N6 C18 C16 . 2_666 25.7(7)
C17 N6 C18 C16 2_666 2_666 162.9(8)
C16 N6 C18 C16 . 2_666 151.4(3)
