#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/62/2006276.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_2006276
loop_
_publ_author_name
'Cunningham, Ian D.'
'Wan, Nan Chi'
'Povey, David C.'
'Smith, Gallienus W.'
'Cox, Brian G.'
_publ_section_title
;
 N-Cyano-N'-(4-methoxyphenyl)guanidine
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              984
_journal_page_last               985
_journal_paper_doi               10.1107/S0108270197003065
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C9 H10 N4 O'
_chemical_formula_weight         190.21
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                111.21(4)
_cell_angle_beta                 92.02(4)
_cell_angle_gamma                107.74(4)
_cell_formula_units_Z            2
_cell_length_a                   6.904(3)
_cell_length_b                   8.431(3)
_cell_length_c                   9.555(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      13
_cell_measurement_theta_min      7
_cell_volume                     487.2(5)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'SDP (Frenz, 1983)'
_computing_structure_refinement  SDP
_computing_structure_solution    'SDP, MULTAN78 (Main et al., 1978)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1909
_diffrn_reflns_theta_max         26.0
_diffrn_standards_decay_%        11.0
_diffrn_standards_interval_time  60
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.026
_refine_ls_hydrogen_treatment    'H atoms: see text'
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1340
_refine_ls_R_factor_obs          .058
_refine_ls_shift/esd_max         0.16
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+(0.5F)²+5.0]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         .076
_reflns_number_observed          1340
_reflns_number_total             1909
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            bm1034.cif
_cod_data_source_block           bm1034a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' 1/[\s^2^(F)+(0.5F)^2^+5.0]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(F)+(0.5F)^2^+5.0]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        487.2(11)
_cod_database_code               2006276
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O -.0930(3) .5882(2) .7953(2) 5.13(4)
N1 .3391(3) .1446(2) .4869(2) 3.72(4)
N2 .3139(3) .1602(3) .2517(2) 4.26(4)
N3 .4873(3) -.0150(2) .3094(2) 3.76(4)
N4 .5962(3) -.1182(3) .0604(2) 5.40(5)
C1 .3790(3) .0981(3) .3455(2) 3.06(4)
C2 .5417(3) -.0646(3) .1742(2) 3.66(4)
C11 .2305(3) .2641(3) .5598(2) 3.16(4)
C12 .3239(3) .4019(3) .6973(3) 4.31(5)
C13 .2211(4) .5144(3) .7802(3) 4.47(6)
C14 .0225(3) .4854(3) .7212(3) 3.74(5)
C15 -.0709(3) .3487(3) .5832(3) 4.11(5)
C16 .0323(3) .2364(3) .5022(3) 3.70(5)
C17 -.0071(4) .7186(4) .9454(3) 5.81(7)
H1 .400(4) .110(3) .548(3) 5.8(7)
H2a .335(4) .131(3) .151(3) 5.6(7)
H2b .254(4) .246(3) .282(3) 5.6(7)
H12 .4682 .4222 .7389 4
H13 .2899 .6157 .8805 4
H15 -.2142 .3306 .5401 4
H16 -.0376 .1350 .4022 4
H17a -.1055 .7832 .9869 4
H17b .0181 .6563 1.0126 4
H17c .1258 .8077 .9443 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
C1 N1 C11 127.9(2) yes
C1 N1 H1 117(2) yes
C11 N1 H1 115(2) yes
C1 N2 H2A 125(2) yes
C1 N2 H2B 122(2) yes
H2A N2 H2B 112(3) yes
C1 N3 C2 119.5(2) yes
N1 C1 N2 121.0(2) yes
N1 C1 N3 114.5(2) yes
N2 C1 N3 124.6(2) yes
N3 C2 N4 173.5(3) yes
C14 O C17 117.4(2) no
N1 C11 C12 117.9(2) no
N1 C11 C16 122.3(2) no
C12 C11 C16 119.6(2) no
C11 C12 C13 121.0(2) no
C11 C12 H12 119.5(2) no
C13 C12 H12 119.4(2) no
C12 C13 C14 118.9(2) no
C12 C13 H13 121.0(2) no
C14 C13 H13 120.2(3) no
O C14 C13 123.2(2) no
O C14 C15 116.4(2) no
C13 C14 C15 120.3(2) no
C14 C15 C16 120.3(2) no
C14 C15 H15 119.7(2) no
C16 C15 H15 120.0(2) no
C11 C16 C15 119.9(2) no
C11 C16 H16 120.1(2) no
C15 C16 H16 120.0(2) no
O C17 H17a 109.7(3) no
O C17 H17b 109.6(2) no
O C17 H17c 109.8(3) no
H17a C17 H17b 108.9(3) no
H17a C17 H17c 109.6(3) no
H17b C17 H17c 109.3(3) no
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
N1 C1 . . 1.328(3) yes
N1 H1 . . .89(4) n
N2 C1 . . 1.317(3) yes
N2 H2a . . .93(3) n
N2 H2b . . .91(3) n
N3 C1 . . 1.342(3) yes
N3 C2 . . 1.314(3) yes
N4 C2 . . 1.142(3) yes
O C14 . . 1.380(3) no
O C17 . . 1.421(3) no
N1 C11 . . 1.432(3) no
C11 C12 . . 1.368(2) no
C11 C16 . . 1.374(3) no
C12 C13 . . 1.391(4) no
C12 H12 . . 1.000(2) no
C13 C14 . . 1.378(3) no
C13 H13 . . 1.002(2) no
C14 C15 . . 1.367(3) no
C15 C16 . . 1.387(4) no
C15 H15 . . 1.003(2) no
C16 H16 . . 1.000(2) no
C17 H17a . . 1.002(3) no
C17 H17b . . 1.005(4) no
C17 H17c . . .997(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
C1 N1 C11 C16 57.0(10) yes
C2 N3 C1 N1 -178.0(10) yes
C2 N3 C1 N2 3.0(10) yes
C17 O C14 C13 -6.0(10) no
C17 O C14 C15 174.0(10) no
C14 O C17 H17a -180.0(10) no
C14 O C17 H17b -60.0(10) no
C14 O C17 H17c 60.0(10) no
C11 N1 C1 N2 -1.0(10) no
C11 N1 C1 N3 179.0(10) no
H1 N1 C1 N2 -172.0(10) no
H1 N1 C1 N3 8.0(10) no
C1 N1 C11 C12 -128.0(10) no
H1 N1 C11 C12 43.0(10) no
H1 N1 C11 C16 -132.0(10) no
H2a N2 C1 N1 -179.0(10) no
H2a N2 C1 N3 1.0(10) no
H2b N2 C1 N1 7.0(10) no
H2b N2 C1 N3 -173.0(10) no
C1 N3 C2 N4 -176.0(10) no
N1 C11 C12 C13 -175.0(10) no
N1 C11 C12 H12 5.0(10) no
C16 C11 C12 C13 .0(10) no
C16 C11 C12 H12 -180.0(10) no
N1 C11 C16 C15 175.0(10) no
N1 C11 C16 H16 -4.0(10) no
C12 C11 C16 C15 .0(10) no
C12 C11 C16 H16 -179.0(10) no
C11 C12 C13 C14 .0(10) no
C11 C12 C13 H13 -180.0(10) no
H12 C12 C13 C14 180.0(10) no
H12 C12 C13 H13 .0(10) no
C12 C13 C14 O 179.0(10) no
C12 C13 C14 C15 .0(10) no
H13 C13 C14 O -1.0(10) no
H13 C13 C14 C15 179.0(10) no
O C14 C15 C16 -179.0(10) no
O C14 C15 H15 2.0(10) no
C13 C14 C15 C16 1.0(10) no
C13 C14 C15 H15 -179.0(10) no
C14 C15 C16 C11 -1.0(10) no
C14 C15 C16 H16 179.0(10) no
H15 C15 C16 C11 179.0(10) no
H15 C15 C16 H16 -2.0(10) no
