#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/40/2004082.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_2004082
loop_
_publ_author_name
'Linden, A.'
'James, B. D.'
'Liesegang, J.'
_publ_section_title
;
 2,6-Dimethylphenylammonium Chloride at 173 and 293 K
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2317
_journal_page_last               2320
_journal_paper_doi               10.1107/S0108270195007918
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C8 H12 N 1+, Cl 1-'
_chemical_formula_sum            'C8 H12 Cl N'
_chemical_formula_weight         157.64
_chemical_name_common            '2,6-dimethylanilinium chloride'
_chemical_name_systematic        '2,6-dimethylphenylammonium chloride'
_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'
_cell_angle_alpha                90
_cell_angle_beta                 94.84(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.766(2)
_cell_length_b                   8.566(1)
_cell_length_c                   8.136(1)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    293(1)
_cell_measurement_theta_max      13.0
_cell_measurement_theta_min      12.0
_cell_volume                     886.5(2)
_diffrn_ambient_temperature      293.0(10)
_diffrn_measurement_device       'Rigaku AFC-5R diffractometer'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode generator'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2316
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        4
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.359
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_description       plate
_exptl_crystal_F_000             336
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.19
_refine_ls_abs_structure_details ' ?'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.801
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1114
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1203
_refine_ls_R_factor_obs          0.0465
_refine_ls_shift/esd_max         0.0003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ)+(0.005Fₒ)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0450
_refine_ls_wR_factor_obs         0.0390
_reflns_number_observed          1114
_reflns_number_total             2031
_reflns_observed_criterion       'I > 3\s(I)'
_cod_data_source_file            ab1275.cif
_cod_data_source_block           I_at_293K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F~o~)+(0.005F~o~)^2^]'
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~o~)+(0.005F~o~)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2004082
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
x,1/2-y,1/2+z
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
_atom_site_aniso_type_symbol
Cl 0.0588(6) 0.0483(5) 0.0527(5) 0.0127(5) 0.0139(4) 0.0086(5) Cl
N 0.043(2) 0.031(2) 0.049(2) 0.0010(10) 0.0080(10) 0.0000(10) N
C(1) 0.043(2) 0.027(2) 0.040(2) -0.005(2) 0.009(2) -0.005(2) C
C(2) 0.044(2) 0.038(2) 0.050(2) 0.000(2) 0.008(2) -0.006(2) C
C(3) 0.047(2) 0.054(3) 0.072(3) -0.004(2) 0.007(2) -0.007(2) C
C(4) 0.060(3) 0.059(3) 0.091(3) -0.014(3) 0.028(3) 0.001(3) C
C(5) 0.077(3) 0.049(3) 0.066(3) -0.011(2) 0.023(2) 0.012(2) C
C(6) 0.060(2) 0.028(2) 0.047(2) 0.001(2) 0.011(2) -0.002(2) C
C(7) 0.052(3) 0.073(4) 0.073(3) 0.016(3) 0.009(3) 0.021(3) C
C(8) 0.073(3) 0.059(3) 0.051(3) 0.007(2) 0.006(2) 0.016(2) C
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_type_symbol
Cl 1 0.09248(7) -0.1016(1) 0.1977(1) 0.0527(3) Uani d Cl
N 1 0.1324(2) -0.0602(4) 0.8242(4) 0.041(1) Uani d N
C(1) 1 0.2331(3) -0.0054(4) 0.7707(4) 0.037(1) Uani d C
C(2) 1 0.3251(3) -0.0687(4) 0.8486(4) 0.044(1) Uani d C
C(3) 1 0.4201(3) -0.0197(5) 0.7953(5) 0.057(2) Uani d C
C(4) 1 0.4225(3) 0.0892(5) 0.6702(6) 0.069(2) Uani d C
C(5) 1 0.3308(4) 0.1484(5) 0.5958(5) 0.063(2) Uani d C
C(6) 1 0.2334(3) 0.1034(4) 0.6442(4) 0.045(1) Uani d C
C(7) 1 0.3227(4) -0.1879(7) 0.9828(7) 0.066(2) Uani d C
C(8) 1 0.1343(4) 0.1702(6) 0.5590(6) 0.061(2) Uani d C
H(3) 1 0.486(2) -0.062(4) 0.849(4) 0.05(1) Uiso d H
H(4) 1 0.488(3) 0.110(5) 0.625(4) 0.09(1) Uiso d H
H(5) 1 0.329(3) 0.223(4) 0.499(4) 0.07(1) Uiso d H
H(11) 1 0.067(3) 0.005(4) 0.796(4) 0.08(1) Uiso d H
H(12) 1 0.117(3) -0.148(4) 0.785(4) 0.06(1) Uiso d H
H(13) 1 0.129(3) -0.073(4) 0.958(5) 0.09(1) Uiso d H
H(71) 1 0.283(3) -0.158(4) 1.071(5) 0.08(1) Uiso d H
H(72) 1 0.286(3) -0.281(4) 0.946(5) 0.08(1) Uiso d H
H(73) 1 0.390(3) -0.212(4) 1.026(4) 0.06(1) Uiso d H
H(81) 1 0.090(4) 0.228(7) 0.624(7) 0.18(2) Uiso d H
H(82) 1 0.149(3) 0.204(5) 0.463(5) 0.09(2) Uiso d H
H(83) 1 0.082(3) 0.092(5) 0.518(5) 0.11(2) Uiso d H
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 for Crystallography (1992, Vol.C, Tables 4.2.6.8 and
6.1.1.4)
;
H H 0.0000 0.0000
; International Tables for Crystallography (1992, Vol.C, Tables 4.2.6.8 and
6.1.1.4)
;
Cl Cl 0.1484 0.1585
; International Tables for Crystallography (1992, Vol.C, Tables 4.2.6.8 and
6.1.1.4)
;
N N 0.0061 0.0033
; International Tables for Crystallography (1992, Vol.C, Tables 4.2.6.8 and
6.1.1.4)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 -1 -2
3 0 -2
2 1 -2
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
N C(1) C(2) 117.7(3) yes
N C(1) C(6) 119.5(3) yes
C(2) C(1) C(6) 122.8(3) yes
C(1) C(2) C(3) 117.7(3) yes
C(1) C(2) C(7) 121.9(3) yes
C(3) C(2) C(7) 120.4(4) yes
C(2) C(3) C(4) 120.5(4) yes
C(3) C(4) C(5) 120.3(4) yes
C(4) C(5) C(6) 121.6(4) yes
C(1) C(6) C(5) 117.1(4) yes
C(1) C(6) C(8) 122.8(3) yes
C(5) C(6) C(8) 120.2(4) yes
C(1) N H(11) 119(2) ?
C(1) N H(12) 111(2) ?
C(1) N H(13) 116(2) ?
H(11) N H(12) 104(3) ?
H(11) N H(13) 100(3) ?
H(12) N H(13) 105(3) ?
C(2) C(3) H(3) 119(2) ?
C(4) C(3) H(3) 120(2) ?
C(3) C(4) H(4) 119(2) ?
C(5) C(4) H(4) 120(2) ?
C(4) C(5) H(5) 123(2) ?
C(6) C(5) H(5) 116(2) ?
C(2) C(7) H(71) 114(2) ?
C(2) C(7) H(72) 112(2) ?
C(2) C(7) H(73) 111(2) ?
H(71) C(7) H(72) 100(3) ?
H(71) C(7) H(73) 108(3) ?
H(72) C(7) H(73) 111(3) ?
C(6) C(8) H(81) 117(4) ?
C(6) C(8) H(82) 108(3) ?
C(6) C(8) H(83) 115(3) ?
H(81) C(8) H(82) 121(4) ?
H(81) C(8) H(83) 97(4) ?
H(82) C(8) H(83) 96(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N C(1) 1.468(4) yes
C(1) C(2) 1.396(4) yes
C(1) C(6) 1.389(4) yes
C(2) C(3) 1.388(5) yes
C(2) C(7) 1.497(5) yes
C(3) C(4) 1.382(5) yes
C(4) C(5) 1.369(6) yes
C(5) C(6) 1.390(5) yes
C(6) C(8) 1.505(5) yes
N H(11) 1.02(4) ?
N H(12) 0.83(4) ?
N H(13) 1.10(4) ?
C(3) H(3) 0.99(3) ?
C(4) H(4) 0.96(3) ?
C(5) H(5) 1.02(3) ?
C(7) H(71) 0.95(4) ?
C(7) H(72) 0.96(4) ?
C(7) H(73) 0.93(3) ?
C(8) H(81) 0.95(6) ?
C(8) H(82) 0.87(4) ?
C(8) H(83) 0.99(4) ?
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
N C(1) C(2) C(3) 178.5(3)
N C(1) C(2) C(7) -0.2(5)
N C(1) C(6) C(5) -178.5(3)
N C(1) C(6) C(8) 0.6(5)
C(1) C(2) C(3) C(4) 0.6(6)
C(1) C(6) C(5) C(4) -0.5(6)
C(2) C(1) C(6) C(5) 0.2(5)
C(2) C(1) C(6) C(8) 179.3(4)
C(2) C(3) C(4) C(5) -0.9(7)
C(3) C(2) C(1) C(6) -0.2(5)
C(3) C(4) C(5) C(6) 0.9(7)
C(4) C(3) C(2) C(7) 179.3(4)
C(4) C(5) C(6) C(8) -179.6(4)
C(6) C(1) C(2) C(7) -179.0(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 80217
