#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/80/2018080.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_2018080
loop_
_publ_author_name
'Gerhardt, Valeska'
'Tutughamiarso, Maya'
'Bolte, Michael'
_publ_section_title
;
 Pseudopolymorphs of 2,6-diaminopyrimidin-4-one and
 2-amino-6-methylpyrimidin-4-one: one or two tautomers present in the
 same crystal
;
_journal_coeditor_code           SK3407
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o179
_journal_page_last               o187
_journal_paper_doi               10.1107/S0108270111013072
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C4 H6 N4 O , 4/3C3 H7 N O , 1/3H2 O'
_chemical_formula_moiety         '(C4 H6 N4 O), 4/3(C3 H7 N O), 1/3(H2 O)'
_chemical_formula_sum            'C8 H16 N5.33 O2.67'
_chemical_formula_weight         229.59
_chemical_name_systematic
;
2,6-diaminopyrimidin-4-one dimethylformamide solvate hydrate (3/4/1)
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.476(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            6
_cell_length_a                   7.4417(6)
_cell_length_b                   25.3217(18)
_cell_length_c                   9.8578(7)
_cell_measurement_reflns_used    12963
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.78
_cell_measurement_theta_min      3.31
_cell_volume                     1761.8(2)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2001)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2001)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2001)'
_computing_molecular_graphics
;
Mercury (Version 2.2; Macrae et al., 2008) and XP (Sheldrick,
2008)
;
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Stoe IPDS II two-circle'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1703
_diffrn_reflns_av_sigmaI/netI    0.0808
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            28505
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.69
_diffrn_reflns_theta_min         3.30
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.187
_refine_ls_extinction_coef       0.0121(15)
_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   0.909
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         3380
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.909
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0399
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0331P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0809
_refine_ls_wR_factor_ref         0.0853
_reflns_number_gt                2636
_reflns_number_total             3380
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk3407.cif
_cod_data_source_block           Ia
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2018080
_cod_database_fobs_code          2018080
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1A 0.8108(4) 0.30056(11) 1.2152(3) 0.0259(6) Uani d . 1 . .
C C2A 0.7168(5) 0.34081(12) 1.1395(3) 0.0230(7) Uani d . 1 . .
N N21A 0.7359(4) 0.38915(11) 1.1972(3) 0.0309(7) Uani d . 1 . .
H H21A 0.8108 0.3941 1.2854 0.037 Uiso calc R 1 . .
H H21B 0.6735 0.4159 1.1471 0.037 Uiso calc R 1 . .
N N3A 0.5984(4) 0.33572(10) 1.0033(3) 0.0234(6) Uani d . 1 . .
H H3A 0.5375 0.3637 0.9584 0.028 Uiso calc R 1 . .
C C4A 0.5718(4) 0.28787(13) 0.9342(3) 0.0225(7) Uani d . 1 . .
O O41A 0.4577(3) 0.28704(9) 0.8053(2) 0.0271(5) Uani d . 1 . .
C C5A 0.6701(5) 0.24490(13) 1.0084(3) 0.0258(7) Uani d . 1 . .
H H5A 0.6584 0.2111 0.9648 0.031 Uiso calc R 1 . .
C C6A 0.7865(5) 0.25253(13) 1.1483(3) 0.0244(7) Uani d . 1 . .
N N61A 0.8847(5) 0.21230(11) 1.2270(3) 0.0343(7) Uani d . 1 . .
H H61A 0.9583 0.2180 1.3152 0.041 Uiso calc R 1 . .
H H61B 0.8754 0.1804 1.1902 0.041 Uiso calc R 1 . .
N N1B 0.0210(4) 0.41264(10) 0.4808(3) 0.0244(6) Uani d . 1 . .
C C2B 0.1126(5) 0.37170(13) 0.5545(4) 0.0247(7) Uani d . 1 . .
N N21B 0.0823(4) 0.32310(11) 0.4976(3) 0.0355(8) Uani d . 1 . .
H H21C 0.0015 0.3184 0.4113 0.043 Uiso calc R 1 . .
H H21D 0.1431 0.2959 0.5465 0.043 Uiso calc R 1 . .
N N3B 0.2387(4) 0.37622(11) 0.6873(3) 0.0251(6) Uani d . 1 . .
H H3B 0.2939 0.3475 0.7315 0.030 Uiso calc R 1 . .
C C4B 0.2846(4) 0.42482(13) 0.7568(3) 0.0239(7) Uani d . 1 . .
O O41B 0.4079(3) 0.42458(9) 0.8790(2) 0.0294(5) Uani d . 1 . .
C C5B 0.1879(5) 0.46809(12) 0.6809(3) 0.0254(7) Uani d . 1 . .
H H5B 0.2092 0.5024 0.7218 0.030 Uiso calc R 1 . .
C C6B 0.0601(4) 0.46080(12) 0.5451(3) 0.0243(7) Uani d . 1 . .
N N61B -0.0332(4) 0.50164(11) 0.4664(3) 0.0308(7) Uani d . 1 . .
H H61C -0.1126 0.4961 0.3801 0.037 Uiso calc R 1 . .
H H61D -0.0149 0.5339 0.5013 0.037 Uiso calc R 1 . .
N N1C 0.4907(4) 0.67315(10) 0.4594(3) 0.0249(6) Uani d . 1 . .
C C2C 0.3199(5) 0.69608(12) 0.4176(3) 0.0240(7) Uani d . 1 . .
N N21C 0.2941(4) 0.74136(11) 0.3448(3) 0.0321(7) Uani d . 1 . .
H H21E 0.3894 0.7561 0.3242 0.038 Uiso calc R 1 . .
H H21F 0.1818 0.7565 0.3173 0.038 Uiso calc R 1 . .
N N3C 0.1680(4) 0.67483(10) 0.4451(3) 0.0230(6) Uani d . 1 . .
H H3C 0.0588 0.6915 0.4141 0.028 Uiso calc R 1 . .
C C4C 0.1772(4) 0.62771(12) 0.5203(3) 0.0219(7) Uani d . 1 . .
O O41C 0.0290(3) 0.61173(9) 0.5426(2) 0.0296(5) Uani d . 1 . .
C C5C 0.3521(4) 0.60245(13) 0.5609(3) 0.0241(7) Uani d . 1 . .
H H5C 0.3676 0.5693 0.6083 0.029 Uiso calc R 1 . .
C C6C 0.5052(4) 0.62643(13) 0.5312(3) 0.0244(7) Uani d . 1 . .
N N61C 0.6760(4) 0.60401(12) 0.5731(3) 0.0384(8) Uani d . 1 . .
H H61E 0.7713 0.6194 0.5540 0.046 Uiso calc R 1 . .
H H61F 0.6935 0.5739 0.6198 0.046 Uiso calc R 1 . .
O O1V 0.2076(3) 0.21935(9) 0.6207(3) 0.0271(5) Uani d D 1 . .
H H1V 0.271(4) 0.2005(12) 0.582(3) 0.033 Uiso d D 1 . .
H H2V 0.278(4) 0.2343(13) 0.695(2) 0.033 Uiso d D 1 . .
C C1W 0.9054(6) 0.07825(17) 1.0454(4) 0.0463(10) Uani d . 1 . .
H H1W 0.9686 0.0643 1.1377 0.056 Uiso calc R 1 . .
O O1W 0.8781(5) 0.12587(12) 1.0368(3) 0.0677(10) Uani d . 1 . .
N N2W 0.8550(5) 0.04439(12) 0.9379(3) 0.0374(7) Uani d . 1 . .
C C3W 0.7545(8) 0.0628(2) 0.7942(5) 0.0633(13) Uani d . 1 . .
H H3W1 0.6252 0.0487 0.7638 0.095 Uiso calc R 1 . .
H H3W2 0.8205 0.0506 0.7283 0.095 Uiso calc R 1 . .
H H3W3 0.7499 0.1015 0.7934 0.095 Uiso calc R 1 . .
C C4W 0.8889(7) -0.01146(16) 0.9573(5) 0.0553(12) Uani d . 1 . .
H H4W1 0.9636 -0.0186 1.0570 0.083 Uiso calc R 1 . .
H H4W2 0.9588 -0.0237 0.8941 0.083 Uiso calc R 1 . .
H H4W3 0.7676 -0.0301 0.9341 0.083 Uiso calc R 1 . .
C C1X -0.3644(5) 0.52639(15) 0.0612(4) 0.0369(9) Uani d . 1 . .
H H1X -0.4160 0.5085 -0.0274 0.044 Uiso calc R 1 . .
O O1X -0.3195(4) 0.49928(10) 0.1693(3) 0.0489(7) Uani d . 1 . .
N N2X -0.3477(5) 0.57831(12) 0.0562(3) 0.0354(7) Uani d . 1 . .
C C3X -0.2729(8) 0.60950(18) 0.1845(5) 0.0715(16) Uani d . 1 . .
H H3X1 -0.2482 0.5866 0.2685 0.107 Uiso calc R 1 . .
H H3X2 -0.3652 0.6367 0.1878 0.107 Uiso calc R 1 . .
H H3X3 -0.1546 0.6264 0.1842 0.107 Uiso calc R 1 . .
C C4X -0.4038(7) 0.60669(19) -0.0786(4) 0.0546(11) Uani d . 1 . .
H H4X1 -0.4422 0.5814 -0.1579 0.082 Uiso calc R 1 . .
H H4X2 -0.2967 0.6277 -0.0860 0.082 Uiso calc R 1 . .
H H4X3 -0.5102 0.6301 -0.0828 0.082 Uiso calc R 1 . .
O O1Y 0.7001(4) 0.50147(10) 0.7197(3) 0.0422(6) Uani d . 1 . .
N N2Y 0.6245(5) 0.42567(14) 0.5915(4) 0.0449(9) Uani d . 1 . .
C C1Y 0.7052(8) 0.4531(2) 0.7037(6) 0.0360(16) Uani d P 0.672(7) A 1
H H1Y 0.7785 0.4338 0.7850 0.043 Uiso calc PR 0.672(7) A 1
C C3Y 0.6374(10) 0.3704(2) 0.5740(8) 0.0472(19) Uani d P 0.672(7) A 1
H H3YA 0.5587 0.3603 0.4775 0.071 Uiso calc PR 0.672(7) A 1
H H3YB 0.5929 0.3520 0.6448 0.071 Uiso calc PR 0.672(7) A 1
H H3YC 0.7695 0.3608 0.5877 0.071 Uiso calc PR 0.672(7) A 1
C C4Y 0.5013(8) 0.4555(2) 0.4568(6) 0.0419(16) Uani d P 0.672(7) A 1
H H4YA 0.4469 0.4302 0.3795 0.063 Uiso calc PR 0.672(7) A 1
H H4YB 0.5800 0.4810 0.4265 0.063 Uiso calc PR 0.672(7) A 1
H H4YC 0.3989 0.4742 0.4792 0.063 Uiso calc PR 0.672(7) A 1
C C1Y' 0.620(2) 0.4736(6) 0.6093(17) 0.055(4) Uiso d P 0.328(7) A 2
H H1Y' 0.5444 0.4928 0.5285 0.067 Uiso calc PR 0.328(7) A 2
C C3Y' 0.557(3) 0.3896(8) 0.493(2) 0.079(6) Uiso d P 0.328(7) A 2
H H3YD 0.5932 0.3544 0.5341 0.118 Uiso calc PR 0.328(7) A 2
H H3YE 0.6084 0.3951 0.4140 0.118 Uiso calc PR 0.328(7) A 2
H H3YF 0.4184 0.3922 0.4567 0.118 Uiso calc PR 0.328(7) A 2
C C4Y' 0.757(2) 0.3919(6) 0.7360(14) 0.054(4) Uiso d P 0.328(7) A 2
H H4YD 0.7488 0.3540 0.7145 0.081 Uiso calc PR 0.328(7) A 2
H H4YE 0.7101 0.3987 0.8167 0.081 Uiso calc PR 0.328(7) A 2
H H4YF 0.8894 0.4033 0.7609 0.081 Uiso calc PR 0.328(7) A 2
C C1Z -0.1313(6) 0.7652(2) 0.0294(5) 0.0517(11) Uani d . 1 . .
H H1Z -0.1460 0.7280 0.0278 0.062 Uiso calc R 1 . .
O O1Z -0.0400(5) 0.78640(15) 0.1449(4) 0.0672(10) Uani d . 1 . .
N N2Z -0.2084(5) 0.79134(14) -0.0904(4) 0.0443(8) Uani d . 1 . .
C C3Z -0.1892(7) 0.84789(19) -0.0986(6) 0.0606(13) Uani d . 1 . .
H H3Z1 -0.1202 0.8618 -0.0035 0.091 Uiso calc R 1 . .
H H3Z2 -0.3152 0.8641 -0.1328 0.091 Uiso calc R 1 . .
H H3Z3 -0.1192 0.8562 -0.1650 0.091 Uiso calc R 1 . .
C C4Z -0.3169(7) 0.7644(2) -0.2203(5) 0.0634(14) Uani d . 1 . .
H H4Z1 -0.3156 0.7263 -0.2024 0.095 Uiso calc R 1 . .
H H4Z2 -0.2607 0.7714 -0.2959 0.095 Uiso calc R 1 . .
H H4Z3 -0.4479 0.7772 -0.2504 0.095 Uiso calc R 1 . .
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
_geom_angle_publ_flag
C2A N1A C6A . . 116.5(3) ?
N1A C2A N21A . . 119.9(3) ?
N1A C2A N3A . . 123.0(3) ?
N21A C2A N3A . . 117.1(3) ?
C2A N21A H21A . . 120.0 ?
C2A N21A H21B . . 120.0 ?
H21A N21A H21B . . 120.0 ?
C2A N3A C4A . . 121.3(3) ?
C2A N3A H3A . . 119.3 ?
C4A N3A H3A . . 119.3 ?
O41A C4A N3A . . 116.8(3) ?
O41A C4A C5A . . 125.6(3) ?
N3A C4A C5A . . 117.6(3) ?
C4A C5A C6A . . 118.3(3) ?
C4A C5A H5A . . 120.9 ?
C6A C5A H5A . . 120.9 ?
N61A C6A N1A . . 115.4(3) ?
N61A C6A C5A . . 121.3(3) ?
N1A C6A C5A . . 123.2(3) ?
C6A N61A H61A . . 120.0 ?
C6A N61A H61B . . 120.0 ?
H61A N61A H61B . . 120.0 ?
C2B N1B C6B . . 116.7(3) ?
N1B C2B N21B . . 120.0(3) ?
N1B C2B N3B . . 122.9(3) ?
N21B C2B N3B . . 117.1(3) ?
C2B N21B H21C . . 120.0 ?
C2B N21B H21D . . 120.0 ?
H21C N21B H21D . . 120.0 ?
C2B N3B C4B . . 122.4(3) ?
C2B N3B H3B . . 118.8 ?
C4B N3B H3B . . 118.8 ?
O41B C4B C5B . . 127.8(3) ?
O41B C4B N3B . . 117.1(3) ?
C5B C4B N3B . . 115.2(3) ?
C6B C5B C4B . . 119.6(3) ?
C6B C5B H5B . . 120.2 ?
C4B C5B H5B . . 120.2 ?
N61B C6B N1B . . 115.1(3) ?
N61B C6B C5B . . 121.6(3) ?
N1B C6B C5B . . 123.2(3) ?
C6B N61B H61C . . 120.0 ?
C6B N61B H61D . . 120.0 ?
H61C N61B H61D . . 120.0 ?
C2C N1C C6C . . 116.5(3) ?
N21C C2C N1C . . 119.9(3) ?
N21C C2C N3C . . 117.5(3) ?
N1C C2C N3C . . 122.5(3) ?
C2C N21C H21E . . 120.0 ?
C2C N21C H21F . . 120.0 ?
H21E N21C H21F . . 120.0 ?
C2C N3C C4C . . 122.9(3) ?
C2C N3C H3C . . 118.6 ?
C4C N3C H3C . . 118.6 ?
O41C C4C C5C . . 126.4(3) ?
O41C C4C N3C . . 118.1(3) ?
C5C C4C N3C . . 115.5(3) ?
C4C C5C C6C . . 119.3(3) ?
C4C C5C H5C . . 120.3 ?
C6C C5C H5C . . 120.3 ?
N61C C6C N1C . . 116.1(3) ?
N61C C6C C5C . . 120.6(3) ?
N1C C6C C5C . . 123.2(3) ?
C6C N61C H61E . . 120.0 ?
C6C N61C H61F . . 120.0 ?
H61E N61C H61F . . 120.0 ?
H1V O1V H2V . . 111.3(17) ?
O1W C1W N2W . . 125.9(4) ?
O1W C1W H1W . . 117.1 ?
N2W C1W H1W . . 117.1 ?
C1W N2W C4W . . 122.5(4) ?
C1W N2W C3W . . 120.1(4) ?
C4W N2W C3W . . 117.3(4) ?
N2W C3W H3W1 . . 109.5 ?
N2W C3W H3W2 . . 109.5 ?
H3W1 C3W H3W2 . . 109.5 ?
N2W C3W H3W3 . . 109.5 ?
H3W1 C3W H3W3 . . 109.5 ?
H3W2 C3W H3W3 . . 109.5 ?
N2W C4W H4W1 . . 109.5 ?
N2W C4W H4W2 . . 109.5 ?
H4W1 C4W H4W2 . . 109.5 ?
N2W C4W H4W3 . . 109.5 ?
H4W1 C4W H4W3 . . 109.5 ?
H4W2 C4W H4W3 . . 109.5 ?
O1X C1X N2X . . 126.1(3) ?
O1X C1X H1X . . 117.0 ?
N2X C1X H1X . . 117.0 ?
C1X N2X C3X . . 121.7(3) ?
C1X N2X C4X . . 121.6(3) ?
C3X N2X C4X . . 116.7(3) ?
N2X C3X H3X1 . . 109.5 ?
N2X C3X H3X2 . . 109.5 ?
H3X1 C3X H3X2 . . 109.5 ?
N2X C3X H3X3 . . 109.5 ?
H3X1 C3X H3X3 . . 109.5 ?
H3X2 C3X H3X3 . . 109.5 ?
N2X C4X H4X1 . . 109.5 ?
N2X C4X H4X2 . . 109.5 ?
H4X1 C4X H4X2 . . 109.5 ?
N2X C4X H4X3 . . 109.5 ?
H4X1 C4X H4X3 . . 109.5 ?
H4X2 C4X H4X3 . . 109.5 ?
C1Y O1Y C1Y' . . 50.8(7) ?
C1Y' N2Y C1Y . . 50.9(8) ?
C1Y' N2Y C3Y' . . 140.5(13) ?
C1Y N2Y C3Y' . . 168.6(10) ?
C1Y' N2Y C3Y . . 177.9(9) ?
C1Y N2Y C3Y . . 127.5(5) ?
C1Y' N2Y C4Y . . 66.7(8) ?
C1Y N2Y C4Y . . 117.6(4) ?
C3Y' N2Y C4Y . . 73.8(10) ?
C3Y N2Y C4Y . . 114.9(5) ?
C1Y' N2Y C4Y' . . 114.6(9) ?
C1Y N2Y C4Y' . . 63.7(6) ?
C3Y' N2Y C4Y' . . 104.9(11) ?
C3Y N2Y C4Y' . . 63.7(6) ?
C4Y N2Y C4Y' . . 178.7(6) ?
O1Y C1Y N2Y . . 128.4(5) ?
O1Y C1Y H1Y . . 115.8 ?
N2Y C1Y H1Y . . 115.8 ?
N2Y C3Y H3YA . . 109.5 ?
N2Y C3Y H3YB . . 109.5 ?
H3YA C3Y H3YB . . 109.5 ?
N2Y C3Y H3YC . . 109.5 ?
H3YA C3Y H3YC . . 109.5 ?
H3YB C3Y H3YC . . 109.5 ?
N2Y C4Y H4YA . . 109.5 ?
N2Y C4Y H4YB . . 109.5 ?
H4YA C4Y H4YB . . 109.5 ?
N2Y C4Y H4YC . . 109.5 ?
H4YA C4Y H4YC . . 109.5 ?
H4YB C4Y H4YC . . 109.5 ?
N2Y C1Y' O1Y . . 130.0(14) ?
N2Y C1Y' H1Y' . . 115.0 ?
O1Y C1Y' H1Y' . . 115.0 ?
N2Y C3Y' H3YD . . 109.5 ?
N2Y C3Y' H3YE . . 109.5 ?
H3YD C3Y' H3YE . . 109.5 ?
N2Y C3Y' H3YF . . 109.5 ?
H3YD C3Y' H3YF . . 109.5 ?
H3YE C3Y' H3YF . . 109.5 ?
N2Y C4Y' H4YD . . 109.5 ?
N2Y C4Y' H4YE . . 109.5 ?
H4YD C4Y' H4YE . . 109.5 ?
N2Y C4Y' H4YF . . 109.5 ?
H4YD C4Y' H4YF . . 109.5 ?
H4YE C4Y' H4YF . . 109.5 ?
O1Z C1Z N2Z . . 124.1(5) ?
O1Z C1Z H1Z . . 117.9 ?
N2Z C1Z H1Z . . 117.9 ?
C1Z N2Z C3Z . . 121.7(4) ?
C1Z N2Z C4Z . . 121.2(4) ?
C3Z N2Z C4Z . . 117.1(4) ?
N2Z C3Z H3Z1 . . 109.5 ?
N2Z C3Z H3Z2 . . 109.5 ?
H3Z1 C3Z H3Z2 . . 109.5 ?
N2Z C3Z H3Z3 . . 109.5 ?
H3Z1 C3Z H3Z3 . . 109.5 ?
H3Z2 C3Z H3Z3 . . 109.5 ?
N2Z C4Z H4Z1 . . 109.5 ?
N2Z C4Z H4Z2 . . 109.5 ?
H4Z1 C4Z H4Z2 . . 109.5 ?
N2Z C4Z H4Z3 . . 109.5 ?
H4Z1 C4Z H4Z3 . . 109.5 ?
H4Z2 C4Z H4Z3 . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1A C2A . 1.325(4) ?
N1A C6A . 1.368(4) ?
C2A N21A . 1.338(4) ?
C2A N3A . 1.359(4) ?
N21A H21A . 0.8800 ?
N21A H21B . 0.8800 ?
N3A C4A . 1.373(4) ?
N3A H3A . 0.8800 ?
C4A O41A . 1.285(4) ?
C4A C5A . 1.384(5) ?
C5A C6A . 1.390(4) ?
C5A H5A . 0.9500 ?
C6A N61A . 1.347(4) ?
N61A H61A . 0.8800 ?
N61A H61B . 0.8800 ?
N1B C2B . 1.324(4) ?
N1B C6B . 1.363(4) ?
C2B N21B . 1.341(4) ?
C2B N3B . 1.352(4) ?
N21B H21C . 0.8800 ?
N21B H21D . 0.8800 ?
N3B C4B . 1.397(4) ?
N3B H3B . 0.8800 ?
C4B O41B . 1.262(4) ?
C4B C5B . 1.392(5) ?
C5B C6B . 1.387(5) ?
C5B H5B . 0.9500 ?
C6B N61B . 1.346(4) ?
N61B H61C . 0.8800 ?
N61B H61D . 0.8800 ?
N1C C2C . 1.338(4) ?
N1C C6C . 1.365(4) ?
C2C N21C . 1.334(4) ?
C2C N3C . 1.354(4) ?
N21C H21E . 0.8800 ?
N21C H21F . 0.8800 ?
N3C C4C . 1.395(4) ?
N3C H3C . 0.8800 ?
C4C O41C . 1.258(4) ?
C4C C5C . 1.390(4) ?
C5C C6C . 1.402(4) ?
C5C H5C . 0.9500 ?
C6C N61C . 1.333(4) ?
N61C H61E . 0.8800 ?
N61C H61F . 0.8800 ?
O1V H1V . 0.844(10) ?
O1V H2V . 0.844(10) ?
C1W O1W . 1.222(5) ?
C1W N2W . 1.321(5) ?
C1W H1W . 0.9500 ?
N2W C4W . 1.439(5) ?
N2W C3W . 1.454(5) ?
C3W H3W1 . 0.9800 ?
C3W H3W2 . 0.9800 ?
C3W H3W3 . 0.9800 ?
C4W H4W1 . 0.9800 ?
C4W H4W2 . 0.9800 ?
C4W H4W3 . 0.9800 ?
C1X O1X . 1.221(4) ?
C1X N2X . 1.323(5) ?
C1X H1X . 0.9500 ?
N2X C3X . 1.445(5) ?
N2X C4X . 1.450(5) ?
C3X H3X1 . 0.9800 ?
C3X H3X2 . 0.9800 ?
C3X H3X3 . 0.9800 ?
C4X H4X1 . 0.9800 ?
C4X H4X2 . 0.9800 ?
C4X H4X3 . 0.9800 ?
O1Y C1Y . 1.237(6) ?
O1Y C1Y' . 1.276(15) ?
N2Y C1Y' . 1.227(16) ?
N2Y C1Y . 1.283(7) ?
N2Y C3Y' . 1.313(19) ?
N2Y C3Y . 1.416(7) ?
N2Y C4Y . 1.550(7) ?
N2Y C4Y' . 1.687(14) ?
C1Y H1Y . 0.9500 ?
C3Y H3YA . 0.9800 ?
C3Y H3YB . 0.9800 ?
C3Y H3YC . 0.9800 ?
C4Y H4YA . 0.9800 ?
C4Y H4YB . 0.9800 ?
C4Y H4YC . 0.9800 ?
C1Y' H1Y' . 0.9500 ?
C3Y' H3YD . 0.9800 ?
C3Y' H3YE . 0.9800 ?
C3Y' H3YF . 0.9800 ?
C4Y' H4YD . 0.9800 ?
C4Y' H4YE . 0.9800 ?
C4Y' H4YF . 0.9800 ?
C1Z O1Z . 1.247(6) ?
C1Z N2Z . 1.316(6) ?
C1Z H1Z . 0.9500 ?
N2Z C3Z . 1.444(6) ?
N2Z C4Z . 1.450(6) ?
C3Z H3Z1 . 0.9800 ?
C3Z H3Z2 . 0.9800 ?
C3Z H3Z3 . 0.9800 ?
C4Z H4Z1 . 0.9800 ?
C4Z H4Z2 . 0.9800 ?
C4Z H4Z3 . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N21A H21A N1B 1_656 0.88 2.11 2.985(4) 170
N21A H21B O1X 1_656 0.88 2.12 2.820(4) 136
N3A H3A O41B . 0.88 1.86 2.734(3) 175
N61A H61B O1W . 0.88 2.05 2.872(4) 155
N21B H21C N1A 1_454 0.88 2.05 2.931(4) 175
N21B H21D O1V . 0.88 2.07 2.920(4) 161
N3B H3B O41A . 0.88 1.95 2.812(3) 167
N61B H61C O1X . 0.88 2.16 3.028(4) 168
N61B H61D O41C . 0.88 2.02 2.886(4) 169
N21C H21E O41A 2_656 0.88 2.11 2.945(4) 158
N21C H21F O1Z . 0.88 2.10 2.874(4) 146
N3C H3C O1V 2_556 0.88 2.03 2.890(3) 166
N61C H61E O41C 1_655 0.88 1.97 2.744(3) 147
N61C H61F O1Y . 0.88 2.07 2.949(4) 173
O1V H1V N1C 2_646 0.844(10) 2.060(17) 2.856(3) 157(3)
O1V H2V O41A . 0.844(10) 1.957(18) 2.751(3) 156(4)
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6A N1A C2A N21A . . . . -179.0(3) ?
C6A N1A C2A N3A . . . . 1.3(5) ?
N1A C2A N3A C4A . . . . -1.3(5) ?
N21A C2A N3A C4A . . . . 179.0(3) ?
C2A N3A C4A O41A . . . . -179.7(3) ?
C2A N3A C4A C5A . . . . 0.0(4) ?
O41A C4A C5A C6A . . . . -179.2(3) ?
N3A C4A C5A C6A . . . . 1.1(4) ?
C2A N1A C6A N61A . . . . 179.5(3) ?
C2A N1A C6A C5A . . . . -0.1(5) ?
C4A C5A C6A N61A . . . . 179.3(3) ?
C4A C5A C6A N1A . . . . -1.1(5) ?
C6B N1B C2B N21B . . . . -179.6(3) ?
C6B N1B C2B N3B . . . . 0.3(5) ?
N1B C2B N3B C4B . . . . -0.9(5) ?
N21B C2B N3B C4B . . . . 178.9(3) ?
C2B N3B C4B O41B . . . . -178.2(3) ?
C2B N3B C4B C5B . . . . 1.4(4) ?
O41B C4B C5B C6B . . . . 178.2(3) ?
N3B C4B C5B C6B . . . . -1.3(4) ?
C2B N1B C6B N61B . . . . 179.0(3) ?
C2B N1B C6B C5B . . . . -0.2(5) ?
C4B C5B C6B N61B . . . . -178.4(3) ?
C4B C5B C6B N1B . . . . 0.8(5) ?
C6C N1C C2C N21C . . . . -178.9(3) ?
C6C N1C C2C N3C . . . . 0.4(4) ?
N21C C2C N3C C4C . . . . -180.0(3) ?
N1C C2C N3C C4C . . . . 0.7(5) ?
C2C N3C C4C O41C . . . . 178.7(3) ?
C2C N3C C4C C5C . . . . -2.5(4) ?
O41C C4C C5C C6C . . . . -178.2(3) ?
N3C C4C C5C C6C . . . . 3.1(4) ?
C2C N1C C6C N61C . . . . -179.6(3) ?
C2C N1C C6C C5C . . . . 0.3(4) ?
C4C C5C C6C N61C . . . . 177.8(3) ?
C4C C5C C6C N1C . . . . -2.2(5) ?
O1W C1W N2W C4W . . . . -178.7(5) ?
O1W C1W N2W C3W . . . . -1.2(7) ?
O1X C1X N2X C3X . . . . -0.7(7) ?
O1X C1X N2X C4X . . . . 179.3(4) ?
C1Y' O1Y C1Y N2Y . . . . 0.6(9) ?
C1Y' N2Y C1Y O1Y . . . . -0.6(10) ?
C3Y' N2Y C1Y O1Y . . . . -178(5) ?
C3Y N2Y C1Y O1Y . . . . 177.7(5) ?
C4Y N2Y C1Y O1Y . . . . -0.8(8) ?
C4Y' N2Y C1Y O1Y . . . . 179.3(9) ?
C1Y N2Y C1Y' O1Y . . . . 0.6(10) ?
C3Y' N2Y C1Y' O1Y . . . . 179.8(15) ?
C4Y N2Y C1Y' O1Y . . . . -179.6(18) ?
C4Y' N2Y C1Y' O1Y . . . . 0.5(19) ?
C1Y O1Y C1Y' N2Y . . . . -0.6(10) ?
O1Z C1Z N2Z C3Z . . . . 1.5(6) ?
O1Z C1Z N2Z C4Z . . . . -178.4(4) ?
