#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/41/2214190.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_2214190
loop_
_publ_author_name
'Gustavo Portalone'
_publ_section_title
;
 2,4-Diamino-1,3,5-triazine (guanamine)
;
_journal_coeditor_code           FJ2037
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3232
_journal_page_last               o3232
_journal_paper_doi               10.1107/S1600536807027407
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C3 H5 N5'
_chemical_formula_moiety         'C3 H5 N5'
_chemical_formula_sum            'C3 H5 N5'
_chemical_formula_weight         111.12
_chemical_name_systematic
;
2,4-diamino-1,3,5-triazine
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 99.643(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.8631(9)
_cell_length_b                   3.7180(3)
_cell_length_c                   12.9609(9)
_cell_measurement_reflns_used    87
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27
_cell_measurement_theta_min      21
_cell_volume                     468.57(7)
_computing_cell_refinement       XCS
_computing_data_collection       'XCS (Colapietro et al.,  1992)'
_computing_data_reduction        XCS
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Huber CS four-circle'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-Ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0111
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2088
_diffrn_reflns_theta_full        32.50
_diffrn_reflns_theta_max         32.50
_diffrn_reflns_theta_min         2.09
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             232
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1684
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0422
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0865P)²+0.0407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1243
_refine_ls_wR_factor_ref         0.1279
_reflns_number_gt                1450
_reflns_number_total             1684
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fj2037.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2214190
_cod_database_fobs_code          2214190
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N N1 0.61517(7) 0.0133(2) 0.89333(5) 0.02784(18) Uani d 1
N N3 0.79107(7) 0.0531(2) 0.78800(5) 0.02702(18) Uani d 1
N N5 0.83121(7) 0.2817(2) 0.96284(5) 0.02508(18) Uani d 1
N N7 0.99658(8) 0.3212(2) 0.85938(6) 0.03028(19) Uani d 1
N N8 0.66293(9) 0.2167(3) 1.06320(6) 0.0387(2) Uani d 1
C C2 0.66676(8) -0.0349(3) 0.80627(6) 0.02765(19) Uani d 1
C C4 0.87077(8) 0.2155(2) 0.87067(6) 0.02206(17) Uani d 1
C C6 0.70459(8) 0.1707(2) 0.97155(6) 0.02440(18) Uani d 1
H H2 0.6089(13) -0.151(3) 0.7476(10) 0.032(3) Uiso d 1
H H71 1.0272(14) 0.261(4) 0.8030(12) 0.048(4) Uiso d 1
H H72 1.0486(19) 0.421(4) 0.9162(13) 0.049(4) Uiso d 1
H H81 0.5800(17) 0.144(4) 1.0735(12) 0.043(3) Uiso d 1
H H82 0.7201(16) 0.298(4) 1.1143(12) 0.051(4) Uiso d 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0212(3) 0.0393(4) 0.0235(3) -0.0077(3) 0.0052(2) -0.0031(2)
N3 0.0238(3) 0.0369(4) 0.0211(3) -0.0032(3) 0.0061(2) -0.0024(2)
N5 0.0201(3) 0.0352(4) 0.0210(3) -0.0061(2) 0.0063(2) -0.0026(2)
N7 0.0219(3) 0.0442(4) 0.0269(4) -0.0066(3) 0.0102(3) -0.0025(3)
N8 0.0279(4) 0.0668(6) 0.0238(4) -0.0178(4) 0.0114(3) -0.0114(3)
C2 0.0238(4) 0.0368(4) 0.0223(3) -0.0054(3) 0.0036(3) -0.0037(3)
C4 0.0200(3) 0.0259(3) 0.0209(3) -0.0007(2) 0.0054(2) 0.0020(2)
C6 0.0209(3) 0.0320(4) 0.0212(3) -0.0046(3) 0.0060(3) -0.0009(2)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 N1 C6 113.55(7)
C2 N3 C4 113.46(7)
C6 N5 C4 115.72(7)
C4 N7 H71 118.6(10)
C4 N7 H72 116.3(11)
H71 N7 H72 124.3(14)
C6 N8 H81 121.4(10)
C6 N8 H82 118.5(11)
H81 N8 H82 119.7(15)
N1 C2 N3 128.02(7)
N1 C2 H2 117.9(8)
N3 C2 H2 114.1(8)
N7 C4 N5 117.34(7)
N7 C4 N3 118.06(7)
N5 C4 N3 124.59(7)
N8 C6 N5 117.89(7)
N8 C6 N1 117.51(7)
N5 C6 N1 124.60(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.3254(10)
N1 C6 1.3597(10)
N3 C2 1.3280(11)
N3 C4 1.3596(10)
N5 C6 1.3378(10)
N5 C4 1.3401(9)
N7 C4 1.3329(10)
N7 H71 0.866(16)
N7 H72 0.903(18)
N8 C6 1.3313(10)
N8 H81 0.893(17)
N8 H82 0.851(16)
C2 H2 0.972(13)
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
N7 H71 N3 2_756 0.866(16) 2.549(16) 3.1811(10) 130.7(13)
N7 H72 N5 3_767 0.903(18) 2.113(18) 3.0106(12) 172.3(14)
N8 H81 N1 3_657 0.893(17) 2.123(17) 3.0150(11) 176.6(14)
N8 H82 N3 4_566 0.851(16) 2.310(15) 3.0962(11) 153.9(14)
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
C6 N1 C2 N3 -0.52(15)
C4 N3 C2 N1 -0.82(15)
C6 N5 C4 N7 -179.75(7)
C6 N5 C4 N3 1.13(13)
C2 N3 C4 N7 -178.62(8)
C2 N3 C4 N5 0.49(13)
C4 N5 C6 N8 177.18(8)
C4 N5 C6 N1 -2.70(14)
C2 N1 C6 N8 -177.48(9)
C2 N1 C6 N5 2.40(13)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10005
