#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/17/2211784.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_2211784
loop_
_publ_author_name
'Hong Ren'
'Chao Cai'
'Jun-Zhi Liu'
'Jian-Wu Wang'
_publ_section_title
;
 4-Methoxyphenylguanidinium chloride
;
_journal_coeditor_code           CV2157
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o306
_journal_page_last               o307
_journal_paper_doi               10.1107/S1600536806053219
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C8 H12 N3 O +, Cl -'
_chemical_formula_moiety         'C8 H12 N3 O +, Cl -'
_chemical_formula_sum            'C8 H12 Cl N3 O'
_chemical_formula_weight         201.66
_chemical_name_systematic
;
4-Methoxyphenylguanidinium chloride
;
_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_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                70.778(8)
_cell_angle_beta                 78.696(9)
_cell_angle_gamma                89.888(9)
_cell_formula_units_Z            2
_cell_length_a                   6.605(4)
_cell_length_b                   7.618(5)
_cell_length_c                   10.497(7)
_cell_measurement_reflns_used    1274
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.900
_cell_measurement_theta_min      2.838
_cell_volume                     487.9(5)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0155
_diffrn_reflns_av_sigmaI/netI    0.0311
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2626
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.356
_exptl_absorpt_correction_T_max  0.8766
_exptl_absorpt_correction_T_min  0.8448
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             212
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.38
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.234
_refine_ls_extinction_coef       0.072(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1778
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0393
_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)+(0.0468P)²+0.1401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1014
_reflns_number_gt                1519
_reflns_number_total             1778
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2157.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2211784
_cod_database_fobs_code          2211784
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_refinement_flags
_atom_site_occupancy
Cl Cl1 -0.25894(8) 0.73591(7) 0.43247(6) 0.0461(2) Uani d . 1
O O1 0.6974(2) 0.2980(2) -0.12850(14) 0.0450(4) Uani d . 1
N N1 -0.0093(3) 0.1347(2) 0.28900(18) 0.0459(5) Uani d . 1
H H1A -0.0470 0.0179 0.3244 0.055 Uiso calc R 1
N N2 -0.0801(3) 0.4303(3) 0.2887(2) 0.0499(5) Uani d . 1
H H2A -0.1552 0.5028 0.3229 0.060 Uiso calc R 1
H H2B 0.0215 0.4765 0.2199 0.060 Uiso calc R 1
N N3 -0.2762(3) 0.1745(3) 0.44760(19) 0.0520(5) Uani d . 1
H H3B -0.3529 0.2449 0.4830 0.062 Uiso calc R 1
H H3C -0.3005 0.0555 0.4810 0.062 Uiso calc R 1
C C1 0.6871(4) 0.2778(4) -0.2588(2) 0.0515(6) Uani d . 1
H H1B 0.8221 0.3056 -0.3179 0.077 Uiso calc R 1
H H1C 0.5925 0.3621 -0.3014 0.077 Uiso calc R 1
H H1D 0.6400 0.1521 -0.2440 0.077 Uiso calc R 1
C C2 0.1546(3) 0.1783(3) 0.0517(2) 0.0432(5) Uani d . 1
H H2C 0.0272 0.1470 0.0370 0.052 Uiso calc R 1
C C3 0.3284(3) 0.2130(3) -0.0539(2) 0.0413(5) Uani d . 1
H H3A 0.3183 0.2035 -0.1385 0.050 Uiso calc R 1
C C4 0.5164(3) 0.2619(3) -0.0318(2) 0.0355(5) Uani d . 1
C C5 0.5299(3) 0.2785(3) 0.0941(2) 0.0408(5) Uani d . 1
H H5A 0.6561 0.3143 0.1080 0.049 Uiso calc R 1
C C6 0.3562(3) 0.2418(3) 0.1987(2) 0.0412(5) Uani d . 1
H H6A 0.3656 0.2524 0.2832 0.049 Uiso calc R 1
C C7 0.1686(3) 0.1896(3) 0.1780(2) 0.0375(5) Uani d . 1
C C8 -0.1205(3) 0.2492(3) 0.3416(2) 0.0384(5) Uani 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
Cl1 0.0403(3) 0.0459(3) 0.0508(4) -0.0011(2) 0.0037(2) -0.0220(3)
O1 0.0404(8) 0.0537(10) 0.0408(8) -0.0022(7) 0.0010(6) -0.0212(7)
N1 0.0450(10) 0.0357(10) 0.0507(11) -0.0023(8) 0.0096(8) -0.0175(9)
N2 0.0535(11) 0.0413(11) 0.0552(12) 0.0091(9) -0.0020(9) -0.0218(9)
N3 0.0423(11) 0.0597(12) 0.0534(12) 0.0024(9) 0.0053(9) -0.0270(10)
C1 0.0540(14) 0.0590(15) 0.0414(12) -0.0019(11) 0.0025(10) -0.0237(11)
C2 0.0348(11) 0.0488(13) 0.0524(13) 0.0010(9) -0.0075(10) -0.0263(11)
C3 0.0423(12) 0.0470(13) 0.0394(11) 0.0048(9) -0.0079(9) -0.0212(10)
C4 0.0372(11) 0.0302(10) 0.0379(11) 0.0042(8) -0.0034(8) -0.0122(9)
C5 0.0379(11) 0.0443(12) 0.0426(11) 0.0001(9) -0.0087(9) -0.0177(10)
C6 0.0482(12) 0.0420(12) 0.0364(11) 0.0020(9) -0.0074(9) -0.0181(10)
C7 0.0388(11) 0.0309(10) 0.0399(11) 0.0026(8) 0.0009(9) -0.0130(9)
C8 0.0357(11) 0.0448(13) 0.0386(11) 0.0043(9) -0.0076(9) -0.0194(10)
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C4 O1 C1 116.65(16)
C8 N1 C7 125.47(18)
C8 N1 H1A 117.3
C7 N1 H1A 117.3
C8 N2 H2A 120.0
C8 N2 H2B 120.0
H2A N2 H2B 120.0
C8 N3 H3B 120.0
C8 N3 H3C 120.0
H3B N3 H3C 120.0
O1 C1 H1B 109.5
O1 C1 H1C 109.5
H1B C1 H1C 109.5
O1 C1 H1D 109.5
H1B C1 H1D 109.5
H1C C1 H1D 109.5
C7 C2 C3 120.77(19)
C7 C2 H2C 119.6
C3 C2 H2C 119.6
C4 C3 C2 119.24(19)
C4 C3 H3A 120.4
C2 C3 H3A 120.4
O1 C4 C3 123.99(18)
O1 C4 C5 115.88(18)
C3 C4 C5 120.13(18)
C6 C5 C4 120.04(19)
C6 C5 H5A 120.0
C4 C5 H5A 120.0
C5 C6 C7 120.06(19)
C5 C6 H6A 120.0
C7 C6 H6A 120.0
C2 C7 C6 119.73(18)
C2 C7 N1 119.29(19)
C6 C7 N1 120.85(19)
N2 C8 N3 121.23(19)
N2 C8 N1 121.09(19)
N3 C8 N1 117.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C4 1.370(2)
O1 C1 1.440(3)
N1 C8 1.327(3)
N1 C7 1.434(3)
N1 H1A 0.8600
N2 C8 1.312(3)
N2 H2A 0.8600
N2 H2B 0.8600
N3 C8 1.325(3)
N3 H3B 0.8600
N3 H3C 0.8600
C1 H1B 0.9600
C1 H1C 0.9600
C1 H1D 0.9600
C2 C7 1.377(3)
C2 C3 1.387(3)
C2 H2C 0.9300
C3 C4 1.380(3)
C3 H3A 0.9300
C4 C5 1.388(3)
C5 C6 1.380(3)
C5 H5A 0.9300
C6 C7 1.381(3)
C6 H6A 0.9300
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
N2 H2A Cl1 1 0.86 2.44 3.270(2) 161
N1 H1A Cl1 1_545 0.86 2.38 3.202(2) 161
N3 H3B Cl1 2_466 0.86 2.56 3.244(3) 137
N3 H3C Cl1 1_545 0.86 2.65 3.397(3) 146
N2 H2B O1 2_665 0.86 2.36 3.093(3) 144
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
C7 C2 C3 C4 -0.9(3)
C1 O1 C4 C3 -1.7(3)
C1 O1 C4 C5 178.77(19)
C2 C3 C4 O1 179.57(19)
C2 C3 C4 C5 -0.9(3)
O1 C4 C5 C6 -178.93(18)
C3 C4 C5 C6 1.5(3)
C4 C5 C6 C7 -0.3(3)
C3 C2 C7 C6 2.1(3)
C3 C2 C7 N1 -173.79(19)
C5 C6 C7 C2 -1.5(3)
C5 C6 C7 N1 174.34(19)
C8 N1 C7 C2 -109.6(2)
C8 N1 C7 C6 74.6(3)
C7 N1 C8 N2 3.7(3)
C7 N1 C8 N3 -177.62(19)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 11480280
