#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010223.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_2010223
loop_
_publ_author_name
'Rodier, N.'
'Rideau, O.'
'Robert, J.-M.'
'Le Baut, G.'
_publ_section_title
N²-(4,6-Diméthylpyrid-2-yl)-N¹-méthylpyrazine-2-carboxamidine
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1760
_journal_page_last               1762
_journal_paper_doi               10.1107/S0108270194001411
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C13 H15 N5'
_chemical_formula_sum            'C13 H15 N5'
_chemical_formula_weight         241.3
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 102.16(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   11.335(2)
_cell_length_b                   7.418(2)
_cell_length_c                   15.424(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    273
_cell_measurement_theta_max      14.34
_cell_measurement_theta_min      7.47
_cell_volume                     1267.8(5)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2473
_diffrn_reflns_theta_max         26
_diffrn_standards_decay_%        n\'egligeable
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            jaune
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_description       'prisme hexagonal irrégulier'
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.20(3)
_refine_diff_density_min         -0.14(3)
_refine_ls_extinction_coef       'g = 6.1(4)E-7'
_refine_ls_extinction_method     'Stout & Jensen (1968)'
_refine_ls_goodness_of_fit_obs   1.239
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     200
_refine_ls_number_reflns         1678
_refine_ls_R_factor_obs          0.041
_refine_ls_shift/esd_max         0.04
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/({[F² + 2Fσ(F)]^1/2^-F}² + 3)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.039
_reflns_number_observed          1678
_reflns_number_total             2473
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            pa1090.cif
_cod_data_source_block           pa1090_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/({[F^2^ + 2F\s(F)]^1/2^-F}^2^
+ 3)' was changed to 'calc'. New tag '_refine_ls_weighting_details'
was created. The value of the new tag was set to 'w = 1/({[F^2^ +
2F\s(F)]^1/2^-F}^2^ + 3)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1267.8(9)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2010223
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .53560(10) .4799(3) .81970(10) .0390(5)
C(2) .4919(2) .3264(3) .77940(10) .0374(5)
C(3) .3791(2) .2583(3) .78530(10) .0436(6)
C(4) .3108(2) .3451(3) .83630(10) .0424(6)
C(5) .3575(2) .5023(3) .87880(10) .0462(6)
C(6) .4683(2) .5666(3) .86890(10) .0434(6)
N(7) .55430(10) .2432(3) .72180(10) .0426(5)
C(8) .6645(2) .1898(3) .74470(10) .0369(5)
C(9) .7376(2) .1755(3) .83750(10) .0369(5)
N(10) .6797(2) .1341(3) .90190(10) .0488(5)
C(11) .7471(2) .1227(3) .98460(10) .0493(6)
C(12) .8684(2) .1512(4) 1.0021(2) .0522(6)
N(13) .9271(2) .1903(3) .93740(10) .0600(6)
C(14) .8599(2) .2004(3) .85540(10) .0457(6)
C(15) .1890(2) .2740(4) .8445(2) .0647(8)
C(16) .5179(2) .7418(4) .9105(2) .0688(8)
N(17) .7223(2) .1336(3) .68190(10) .0439(5)
C(18) .6635(2) .1404(4) .58890(10) .0527(6)
H(3) .353(2) .149(4) .752(2) 4.4
H(5) .310(2) .573(4) .917(2) 4.7
H(11) .709(2) .093(4) 1.026(2) 5.0
H(12) .921(2) .147(4) 1.065(2) 5.3
H(14) .901(2) .232(4) .810(2) 4.6
H(15) .158(3) .185(4) .803(2) 6.6
H'(15) .188(3) .245(5) .902(2) 6.6
H"(15) .130(3) .363(4) .836(2) 6.6
H(16a) .596 .756 .913 7.2
H'(16a) .473 .840 .876 7.2
H"(16a) .497 .763 .974 7.2
H(16b) .560 .813 .865 7.2
H'(16b) .601 .718 .960 7.2
H"(16b) .453 .826 .916 7.2
H17 .799(2) .086(4) .696(2) 4.5
H18 .585(2) .077(4) .579(2) 5.4
H'(18) .650(2) .269(4) .567(2) 5.4
H"(18) .717(2) .082(4) .554(2) 5.4
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(5) C(4) C(15) 121.3(2) yes
C(4) C(5) C(6) 120.3(2) yes
N(1) C(6) C(5) 122.2(2) yes
N(1) C(6) C(16) 116.6(2) yes
C(5) C(6) C(16) 121.2(2) yes
C(2) N(7) C(8) 123.8(2) yes
N(7) C(8) C(9) 126.4(2) yes
N(7) C(8) N(17) 119.3(2) yes
C(9) C(8) N(17) 114.2(2) yes
C(8) C(9) N(10) 117.8(2) yes
C(8) C(9) C(14) 121.1(2) yes
N(10) C(9) C(14) 121.1(2) yes
C(9) N(10) C(11) 116.8(2) yes
N(10) C(11) C(12) 121.7(2) yes
C(11) C(12) N(13) 121.6(2) yes
C(12) N(13) C(14) 116.3(2) yes
C(9) C(14) N(13) 122.4(2) yes
C(8) N(17) C(18) 120.6(2) yes
C(2) N(1) C(6) 118.0(2) yes
N(1) C(2) C(3) 122.1(2) yes
N(1) C(2) N(7) 119.0(2) yes
C(3) C(2) N(7) 118.5(2) yes
C(2) C(3) C(4) 120.1(2) yes
C(3) C(4) C(5) 117.3(2) yes
C(3) C(4) C(15) 121.3(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(2) . . 1.341(3) yes
N(1) C(6) . . 1.347(3) yes
C(2) C(3) . . 1.395(3) yes
C(2) N(7) . . 1.392(3) yes
C(3) C(4) . . 1.375(3) yes
C(4) C(5) . . 1.387(3) yes
C(4) C(15) . . 1.508(3) yes
C(5) C(6) . . 1.381(3) yes
C(6) C(16) . . 1.505(4) yes
N(7) C(8) . . 1.286(2) yes
C(8) C(9) . . 1.499(3) yes
C(8) N(17) . . 1.346(3) yes
C(9) N(10) . . 1.337(3) yes
C(9) C(14) . . 1.368(3) yes
N(10) C(11) . . 1.345(3) yes
C(11) C(12) . . 1.362(3) yes
C(12) N(13) . . 1.343(3) yes
N(13) C(14) . . 1.335(3) yes
N(17) C(18) . . 1.449(3) yes
C(3) H(3) . . 0.97(3) no
C(5) H(5) . . 1.02(3) no
C(11) H(11) . . 0.87(3) no
C(12) H(12) . . 1.03(3) no
C(14) H(14) . . 0.95(3) no
C(15) H(15) . . 0.94(3) no
C(15) H'(15) . . 0.92(3) no
C(15) H"(15) . . 0.93(3) no
C(16) H(16a) . . 0.89 no
C(16) H'(16a) . . 0.98 no
C(16) H"(16a) . . 1.07 no
C(16) H(16b) . . 1.06 no
C(16) H'(16b) . . 1.10 no
C(16) H"(16b) . . 0.98 no
N(17) H(17) . . 0.92(3) no
C(18) H(18) . . 0.99(3) no
C(18) H'(18) . . 1.01(3) no
C(18) H"(18) . . 0.99(3) no
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
_geom_torsion_publ_flag
N(1) C(2) C(3) C(4) -2.6(3) no
C(2) C(3) C(4) C(5) 1.6(3) no
C(3) C(4) C(5) C(6) 0.1(3) no
C(4) C(5) C(6) N(1) -1.0(3) no
C(5) C(6) N(1) C(2) 0.0(4) no
C(6) N(1) C(2) C(3) 1.7(3) no
C(9) N(10) C(11) C(12) -0.3(4) no
N(10) C(11) C(12) N(13) -0.7(4) no
C(11) C(12) N(13) C(14) 0.3(4) no
C(12) N(13) C(14) C(9) 1.0(4) no
N(13) C(14) C(9) N(10) -2.1(4) no
C(14) C(9) N(10) C(11) 1.6(3) no
C(6) N(1) C(2) N(7) 174.2(2) no
C(2) N(1) C(6) C(16) -177.9(2) no
N(1) C(2) N(7) C(8) 58.7(3) no
C(2) C(3) C(4) C(15) -179.5(2) no
C(2) N(7) C(8) C(9) 11.7(4) no
C(2) N(7) C(8) N(17) -170.9(2) no
N(7) C(8) C(9) N(10) 32.2(3) no
N(17) C(8) C(9) N(10) -145.2(2) no
N(7) C(8) N(17) C(18) 2.8 no
C(9) C(8) N(17) C(18) -179.6(2) no
C(8) C(9) N(10) C(11) -179.7(2) no
