#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/20/7102055.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_7102055
loop_
_publ_author_name
'Göbel, Michael'
'Klapötke, Thomas M'
_publ_section_title
;
 First structural characterization of guanidine, HN=C(NH(2))(2).
;
_journal_issue                   30
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3180
_journal_page_last               3182
_journal_paper_doi               10.1039/b705100j
_journal_year                    2007
_chemical_formula_sum            'C6 H13 N7'
_chemical_formula_weight         183.23
_chemical_name_common            '2-amino-4,6-dimethyl-triazine * 1 guanidine'
_chemical_name_systematic        '2-amino-4,6-dimethyl-triazine * 1 guanidine'
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 91.382(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9182(3)
_cell_length_b                   4.8503(2)
_cell_length_c                   18.8708(7)
_cell_measurement_temperature    100(2)
_cell_volume                     907.54(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Oxford Xcalibur3 CCD'
_diffrn_measurement_method       'omega scan'
_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  0.0193
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            4341
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         4.32
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         1755
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0327
_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)+(0.0501P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0837
_reflns_number_gt                1257
_reflns_number_total             1755
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b705100j.txt
_cod_data_source_block           cx122
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7102055
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_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_symmetry_multiplicity
_atom_site_calc_flag
C1 C 0.87358(12) 0.6204(3) 0.16879(6) 0.0186(3) Uani 1 1 d
C2 C 0.37024(12) 0.6244(3) 0.14317(6) 0.0198(3) Uani 1 1 d
C3 C 0.26715(12) 0.3355(3) 0.06441(6) 0.0197(3) Uani 1 1 d
C4 C 0.49477(12) 0.3280(3) 0.07882(6) 0.0181(3) Uani 1 1 d
C5 C 0.36133(15) 0.8422(3) 0.19809(8) 0.0232(3) Uani 1 1 d
C6 C 0.14236(14) 0.2242(4) 0.02880(8) 0.0262(4) Uani 1 1 d
N1 N 0.85800(11) 0.3754(2) 0.14260(6) 0.0215(3) Uani 1 1 d
N2 N 0.99553(12) 0.7289(3) 0.18926(7) 0.0272(3) Uani 1 1 d
N3 N 0.76486(12) 0.7810(3) 0.18121(6) 0.0221(3) Uani 1 1 d
N4 N 0.38280(10) 0.2249(2) 0.04552(5) 0.0189(3) Uani 1 1 d
N5 N 0.49181(10) 0.5323(2) 0.12786(5) 0.0195(3) Uani 1 1 d
N6 N 0.25286(10) 0.5333(2) 0.11368(5) 0.0208(3) Uani 1 1 d
N7 N 0.61268(11) 0.2210(3) 0.06285(6) 0.0215(3) Uani 1 1 d
H1 H 0.9383(16) 0.292(3) 0.1405(7) 0.030(4) Uiso 1 1 d
H2A H 1.0724(18) 0.662(3) 0.1682(9) 0.047(5) Uiso 1 1 d
H2B H 0.9964(15) 0.889(3) 0.2095(8) 0.031(4) Uiso 1 1 d
H3A H 0.7775(15) 0.951(3) 0.1801(7) 0.026(4) Uiso 1 1 d
H3B H 0.6844(15) 0.711(3) 0.1659(8) 0.027(4) Uiso 1 1 d
H5A H 0.3346(17) 0.758(3) 0.2403(10) 0.050(5) Uiso 1 1 d
H5B H 0.2947(16) 0.972(3) 0.1854(8) 0.040(4) Uiso 1 1 d
H5C H 0.4480(18) 0.925(3) 0.2062(8) 0.042(4) Uiso 1 1 d
H6A H 0.1516(17) 0.205(4) -0.0200(10) 0.052(5) Uiso 1 1 d
H6B H 0.1267(17) 0.050(4) 0.0467(10) 0.051(5) Uiso 1 1 d
H6C H 0.0601(16) 0.334(3) 0.0389(8) 0.034(4) Uiso 1 1 d
H7A H 0.6151(13) 0.090(3) 0.0326(8) 0.019(4) Uiso 1 1 d
H7B H 0.6889(15) 0.284(3) 0.0858(8) 0.028(4) 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 N3 120.36(12)
N1 C1 N2 123.91(12)
N3 C1 N2 115.63(13)
N5 C2 N6 125.39(12)
N5 C2 C5 117.55(12)
N6 C2 C5 117.05(11)
N4 C3 N6 125.56(11)
N4 C3 C6 116.52(12)
N6 C3 C6 117.90(12)
N7 C4 N5 118.45(11)
N7 C4 N4 117.93(12)
N5 C4 N4 123.61(11)
C2 C5 H5A 107.9(10)
C2 C5 H5B 110.7(9)
H5A C5 H5B 107.2(13)
C2 C5 H5C 110.0(9)
H5A C5 H5C 108.5(14)
H5B C5 H5C 112.4(13)
C3 C6 H6A 112.4(10)
C3 C6 H6B 108.1(11)
H6A C6 H6B 106.9(16)
C3 C6 H6C 113.2(8)
H6A C6 H6C 110.1(14)
H6B C6 H6C 105.7(14)
C1 N1 H1 109.5(9)
C1 N2 H2A 118.4(10)
C1 N2 H2B 118.0(10)
H2A N2 H2B 120.2(15)
C1 N3 H3A 116.3(10)
C1 N3 H3B 115.2(9)
H3A N3 H3B 119.5(14)
C3 N4 C4 115.51(11)
C2 N5 C4 115.48(11)
C3 N6 C2 114.41(11)
C4 N7 H7A 118.9(9)
C4 N7 H7B 119.1(9)
H7A N7 H7B 121.9(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.2951(17)
C1 N3 1.3552(17)
C1 N2 1.3660(17)
C2 N5 1.3242(16)
C2 N6 1.3525(16)
C2 C5 1.4837(19)
C3 N4 1.3229(16)
C3 N6 1.3461(16)
C3 C6 1.4947(18)
C4 N7 1.3207(16)
C4 N5 1.3567(16)
C4 N4 1.3582(16)
C5 H5A 0.939(18)
C5 H5B 0.941(16)
C5 H5C 0.957(17)
C6 H6A 0.932(19)
C6 H6B 0.926(19)
C6 H6C 0.995(16)
N1 H1 0.895(16)
N2 H2A 0.927(18)
N2 H2B 0.864(16)
N3 H3A 0.834(16)
N3 H3B 0.908(15)
N7 H7A 0.856(15)
N7 H7B 0.915(15)
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
_geom_hbond_site_symmetry_A
N3 H3B N5 0.908(15) 2.202(16) 3.1100(16) 178.7(13) .
N2 H2A N6 0.927(18) 2.177(19) 3.1021(17) 175.7(15) 1_655
N7 H7A N4 0.856(15) 2.122(16) 2.9777(17) 177.6(12) 3_655
N7 H7B N1 0.915(15) 2.018(16) 2.9273(16) 172.5(13) .
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
N6 C3 N4 C4 -1.22(19)
C6 C3 N4 C4 -179.63(12)
N7 C4 N4 C3 178.75(11)
N5 C4 N4 C3 -0.65(18)
N6 C2 N5 C4 -0.66(19)
C5 C2 N5 C4 178.20(12)
N7 C4 N5 C2 -177.88(11)
N4 C4 N5 C2 1.52(18)
N4 C3 N6 C2 1.96(18)
C6 C3 N6 C2 -179.64(12)
N5 C2 N6 C3 -0.95(18)
C5 C2 N6 C3 -179.82(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21149664
