#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/53/2005308.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_2005308
loop_
_publ_author_name
'Kaplan, R. W.'
'Turnbull, M. M.'
_publ_contact_author             'Mark M. Turnbull'
_publ_section_title
;
 2,2,6,6-Tetramethylpiperidinium Chloride
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2049
_journal_page_last               2051
_journal_paper_doi               10.1107/S0108270196001679
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C9 H20 N + , Cl -'
_chemical_formula_sum            'C9 H20 Cl N'
_chemical_formula_weight         177.71
_chemical_name_systematic
;
 2,2,6,6-Tetramethylpiperidinium chloride
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.754(2)
_cell_length_b                   8.910(1)
_cell_length_c                   12.992(2)
_cell_measurement_reflns_used    28
_cell_measurement_temperature    158(2)
_cell_measurement_theta_max      12.48
_cell_measurement_theta_min      4.84
_cell_volume                     1013.4(3)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Fait, 1991)'
_computing_data_reduction        'SHELXTL (Sheldrick, 1985)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      158(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω scans'
_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  0.0599
_diffrn_reflns_av_sigmaI/netI    0.0897
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3804
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         2.77
_diffrn_standards_decay_%        3.20
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.321
_exptl_absorpt_correction_T_max  0.3799
_exptl_absorpt_correction_T_min  0.3592
_exptl_absorpt_correction_type   '\y scans (SHELXTL; Sheldrick, 1985)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_description       small_prism
_exptl_crystal_F_000             392
_exptl_crystal_size_max          .4
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .15
_refine_diff_density_max         .257
_refine_diff_density_min         -.206
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.08(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.819
_refine_ls_goodness_of_fit_obs   0.889
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_reflns         1790
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.819
_refine_ls_restrained_S_obs      0.889
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_obs          0.0405
_refine_ls_shift/esd_max         -0.005
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0343P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0845
_refine_ls_wR_factor_obs         0.0804
_reflns_number_observed          1394
_reflns_number_total             1790
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ta1077.cif
_cod_data_source_block           rwk74
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' 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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0343P)^2^] where P=(Fo^2^+2Fc^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/[\s^2^(Fo^2^)+(0.0343P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1013.3(3)
_cod_database_code               2005308
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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
Cl 0.0279(4) 0.0202(3) 0.0366(4) -0.0011(4) -0.0021(4) 0.0026(4)
N1 0.0188(12) 0.0151(12) 0.0232(13) 0.0019(11) 0.0010(11) 0.0026(10)
C2 0.023(2) 0.0221(15) 0.020(2) 0.0017(13) -0.0001(12) -0.0058(13)
C3 0.026(2) 0.0191(14) 0.034(2) -0.0001(12) 0.002(2) -0.009(2)
C4 0.025(2) 0.0210(15) 0.043(2) -0.0002(14) 0.005(2) 0.0058(14)
C5 0.026(2) 0.027(2) 0.025(2) 0.0017(14) 0.0061(13) 0.0075(15)
C6 0.029(2) 0.023(2) 0.018(2) -0.0030(13) 0.0041(13) 0.0037(14)
C7 0.029(2) 0.036(2) 0.028(2) 0.0009(15) -0.0041(15) 0.003(2)
C8 0.038(2) 0.027(2) 0.031(2) 0.0035(15) 0.005(2) 0.0017(15)
C9 0.029(2) 0.027(2) 0.033(2) 0.0019(14) 0.011(2) 0.002(2)
C10 0.039(2) 0.030(2) 0.025(2) -0.0038(15) 0.000(2) -0.0021(15)
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_refinement_flags
_atom_site_type_symbol
Cl 1 .17837(8) .33654(8) .29046(6) .0282(2) Uani d . Cl
N1 1 .1617(3) -0.3194(3) .2327(2) .0190(5) Uani d . N
H1A 1 .159(3) -0.419(3) .247(2) .023 Uiso d . H
H1B 1 .060(3) -0.294(3) .224(2) .023 Uiso d . H
C2 1 .2266(3) -0.2289(3) .3212(2) .0217(7) Uani d . C
C3 1 .2281(3) -.0645(3) .2877(3) .0263(8) Uani d . C
H3A 1 .1216(3) -.0275(3) .2836(3) .032 Uiso calc R H
H3B 1 .2820(3) -.0043(3) .3405(3) .032 Uiso calc R H
C4 1 .3057(4) -.0411(3) .1839(2) .0297(8) Uani d . C
H4A 1 .3015(4) .0665(3) .1650(2) .036 Uiso calc R H
H4B 1 .4145(4) -.0709(3) .1888(2) .036 Uiso calc R H
C5 1 .2272(3) -0.1338(3) .1015(2) .0259(7) Uani d . C
H5A 1 .2796(3) -0.1167(3) .0350(2) .031 Uiso calc R H
H5B 1 .1205(3) -.0985(3) .0942(2) .031 Uiso calc R H
C6 1 .2258(3) -0.3021(3) .1242(2) .0230(7) Uani d . C
C7 1 .3834(4) -0.2848(4) .3519(2) .0309(8) Uani d . C
H7A 1 .4550(4) -0.2687(4) .2950(2) .046 Uiso calc R H
H7B 1 .3780(4) -0.3921(4) .3678(2) .046 Uiso calc R H
H7C 1 .4186(4) -0.2297(4) .4127(2) .046 Uiso calc R H
C8 1 .1162(4) -0.2539(4) .4101(2) .0321(8) Uani d . C
H8A 1 .0145(4) -0.2177(4) .3907(2) .048 Uiso calc R H
H8B 1 .1521(4) -0.1989(4) .4708(2) .048 Uiso calc R H
H8C 1 .1110(4) -0.3613(4) .4261(2) .048 Uiso calc R H
C9 1 .3831(3) -0.3753(3) .1154(2) .0297(8) Uani d . C
H9A 1 .4553(3) -0.3230(3) .1606(2) .045 Uiso calc R H
H9B 1 .4188(3) -0.3690(3) .0440(2) .045 Uiso calc R H
H9C 1 .3761(3) -0.4809(3) .1360(2) .045 Uiso calc R H
C10 1 .1157(4) -0.3827(4) .0543(2) .0313(8) Uani d . C
H10A 1 .0146(4) -0.3361(4) .0596(2) .047 Uiso calc R H
H10B 1 .1090(4) -0.4884(4) .0747(2) .047 Uiso calc R H
H10C 1 .1519(4) -0.3760(4) -.0170(2) .047 Uiso calc R H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl .1484 .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
_geom_angle_publ_flag
C2 N1 C6 120.6(2) y
C7 C2 N1 111.4(2) y
C7 C2 C8 109.1(2) y
N1 C2 C8 105.1(2) y
C7 C2 C3 112.5(3) y
N1 C2 C3 107.3(2) y
C8 C2 C3 111.2(3) y
C4 C3 C2 112.7(2) y
C5 C4 C3 110.4(2) y
C4 C5 C6 113.7(3) y
C10 C6 N1 105.9(2) y
C10 C6 C9 109.2(2) y
N1 C6 C9 110.9(2) y
C10 C6 C5 110.9(3) y
N1 C6 C5 106.3(2) y
C9 C6 C5 113.4(2) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 1.515(4) y
N1 C6 1.525(4) y
C2 C7 1.513(4) y
C2 C8 1.523(4) y
C2 C3 1.528(4) y
C3 C4 1.525(4) y
C4 C5 1.516(4) y
C5 C6 1.528(4) y
C6 C10 1.506(4) y
C6 C9 1.528(4) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 107545
