#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/20/7102056.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_7102056
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            'C7 H18 N10'
_chemical_formula_weight         242.31
_chemical_name_common            '2-amino-4,6-dimethyl-triazine * 2 guanidine'
_chemical_name_systematic        '2-amino-4,6-dimethyl-triazine * 2 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                 96.373(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.5743(2)
_cell_length_b                   23.7968(7)
_cell_length_c                   7.8931(2)
_cell_measurement_temperature    100(2)
_cell_volume                     1227.22(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12408
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.93
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             520
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2148
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0412
_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)+(0.0632P)²+0.2092P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1136
_reflns_number_gt                1507
_reflns_number_total             2148
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b705100j.txt
_cod_data_source_block           cx001
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7102056
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
_atom_site_refinement_flags
C1 C 1.1131(3) 0.17405(8) -0.3559(2) 0.0227(5) Uani 1 1 d .
C2 C 0.9226(3) 0.02369(8) 0.1990(2) 0.0216(5) Uani 1 1 d .
C3 C 1.2022(3) 0.07742(8) 0.2723(2) 0.0218(5) Uani 1 1 d .
C4 C 1.1945(3) -0.01296(8) 0.3636(2) 0.0193(4) Uani 1 1 d .
C5 C 0.7128(3) 0.01670(9) 0.1091(2) 0.0277(5) Uani 1 1 d .
H5A H 0.7089 -0.0166 0.0359 0.042 Uiso 1 1 calc R
H5B H 0.6765 0.0500 0.0391 0.042 Uiso 1 1 calc R
H5C H 0.6149 0.0121 0.1931 0.042 Uiso 1 1 calc R
C6 C 1.3102(3) 0.13233(9) 0.2634(3) 0.0304(5) Uani 1 1 d .
H6A H 1.2497 0.1599 0.3352 0.046 Uiso 1 1 calc R
H6B H 1.2964 0.1457 0.1452 0.046 Uiso 1 1 calc R
H6C H 1.4555 0.1275 0.3040 0.046 Uiso 1 1 calc R
C7 C 0.6987(3) 0.19314(8) -0.0023(2) 0.0207(4) Uani 1 1 d .
N1 N 0.9327(3) 0.16365(8) -0.4357(2) 0.0251(4) Uani 1 1 d .
N2 N 1.2296(3) 0.13142(9) -0.2866(3) 0.0349(5) Uani 1 1 d .
N3 N 1.2010(3) 0.22571(8) -0.3380(2) 0.0332(5) Uani 1 1 d .
N4 N 1.0035(2) -0.02060(7) 0.28301(19) 0.0210(4) Uani 1 1 d .
N5 N 1.0129(2) 0.07409(7) 0.1878(2) 0.0235(4) Uani 1 1 d .
N6 N 1.2998(2) 0.03625(7) 0.36115(19) 0.0212(4) Uani 1 1 d .
N7 N 1.2841(3) -0.05568(8) 0.4489(2) 0.0229(4) Uani 1 1 d .
N8 N 0.5810(3) 0.23103(8) -0.0809(2) 0.0268(4) Uani 1 1 d .
N9 N 0.7658(3) 0.19371(8) 0.1669(2) 0.0274(4) Uani 1 1 d .
N10 N 0.7651(3) 0.14895(8) -0.0907(2) 0.0307(5) Uani 1 1 d .
H1 H 0.882(3) 0.1937(9) -0.471(2) 0.017(5) Uiso 1 1 d .
H2A H 1.174(4) 0.0971(11) -0.293(3) 0.048(7) Uiso 1 1 d .
H2B H 1.349(4) 0.1382(10) -0.230(3) 0.048(8) Uiso 1 1 d .
H3A H 1.307(4) 0.2310(10) -0.262(3) 0.042(7) Uiso 1 1 d .
H3B H 1.114(4) 0.2529(11) -0.353(3) 0.040(7) Uiso 1 1 d .
H7A H 1.217(3) -0.0879(10) 0.447(3) 0.032(6) Uiso 1 1 d .
H7B H 1.413(4) -0.0512(9) 0.508(3) 0.034(6) Uiso 1 1 d .
H8 H 0.540(3) 0.2551(9) -0.007(3) 0.029(6) Uiso 1 1 d .
H9A H 0.696(3) 0.2176(10) 0.234(3) 0.032(6) Uiso 1 1 d .
H9B H 0.819(4) 0.1644(12) 0.213(3) 0.056(8) Uiso 1 1 d .
H10A H 0.861(4) 0.1278(10) -0.040(3) 0.039(7) Uiso 1 1 d .
H10B H 0.774(4) 0.1548(10) -0.203(3) 0.045(7) 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 N2 119.87(19)
N1 C1 N3 125.16(19)
N2 C1 N3 114.96(19)
N4 C2 N5 125.92(17)
N4 C2 C5 116.66(17)
N5 C2 C5 117.42(17)
N6 C3 N5 125.72(18)
N6 C3 C6 117.76(17)
N5 C3 C6 116.52(17)
N7 C4 N4 118.24(17)
N7 C4 N6 118.07(17)
N4 C4 N6 123.68(16)
C2 C5 H5A 109.5
C2 C5 H5B 109.5
H5A C5 H5B 109.5
C2 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C3 C6 H6A 109.5
C3 C6 H6B 109.5
H6A C6 H6B 109.5
C3 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
N8 C7 N9 125.00(19)
N8 C7 N10 119.93(18)
N9 C7 N10 115.07(19)
C1 N1 H1 108.3(13)
C1 N2 H2A 116.8(15)
C1 N2 H2B 120.3(16)
H2A N2 H2B 123(2)
C1 N3 H3A 119.7(15)
C1 N3 H3B 113.3(16)
H3A N3 H3B 117(2)
C2 N4 C4 115.31(16)
C2 N5 C3 114.20(16)
C3 N6 C4 115.17(16)
C4 N7 H7A 117.7(14)
C4 N7 H7B 120.0(13)
H7A N7 H7B 122(2)
C7 N8 H8 110.2(14)
C7 N9 H9A 116.1(13)
C7 N9 H9B 119.1(18)
H9A N9 H9B 118(2)
C7 N10 H10A 117.8(15)
C7 N10 H10B 116.2(16)
H10A N10 H10B 115(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.304(2)
C1 N2 1.350(3)
C1 N3 1.359(3)
C2 N4 1.325(2)
C2 N5 1.345(2)
C2 C5 1.489(3)
C3 N6 1.328(2)
C3 N5 1.347(2)
C3 C6 1.493(3)
C4 N7 1.321(2)
C4 N4 1.356(2)
C4 N6 1.362(2)
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 N8 1.300(2)
C7 N9 1.359(2)
C7 N10 1.361(3)
N1 H1 0.82(2)
N2 H2A 0.89(3)
N2 H2B 0.87(3)
N3 H3A 0.88(3)
N3 H3B 0.86(3)
N7 H7A 0.88(2)
N7 H7B 0.93(2)
N8 H8 0.88(2)
N9 H9A 0.93(2)
N9 H9B 0.84(3)
N10 H10A 0.87(2)
N10 H10B 0.91(3)
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
N2 H2A N4 0.89(3) 2.17(3) 3.052(3) 170(2) 3_755
N3 H3A N8 0.88(3) 2.17(3) 3.041(3) 171(2) 1_655
N9 H9A N8 0.93(2) 2.11(3) 3.030(3) 170.2(18) 4_566
N7 H7A N1 0.88(2) 2.05(2) 2.934(3) 178(2) 3_755
N7 H7B N6 0.93(2) 2.08(2) 3.006(2) 176.7(19) 3_856
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
N5 C2 N4 C4 0.0(3)
C5 C2 N4 C4 -179.97(16)
N7 C4 N4 C2 -179.61(17)
N6 C4 N4 C2 0.1(3)
N4 C2 N5 C3 -0.1(3)
C5 C2 N5 C3 179.93(16)
N6 C3 N5 C2 0.0(3)
C6 C3 N5 C2 179.65(17)
N5 C3 N6 C4 0.2(3)
C6 C3 N6 C4 -179.49(17)
N7 C4 N6 C3 179.50(17)
N4 C4 N6 C3 -0.2(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21149665
