#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/49/2004934.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_2004934
loop_
_publ_author_name
'Silver, J.'
'Martin, S.'
'Marsh, P. J.'
'Frampton, C. S.'
_publ_section_title
;
 <i>n</i>-Undecylammonium Chloride Monohydrate
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1261
_journal_page_last               1263
_journal_paper_doi               10.1107/S0108270195015770
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          'C11 H26 N 1+,Cl 1-, H2 O1'
_chemical_formula_moiety         '(C11 H26 N 1+),(Cl 1-),(H2 O)'
_chemical_formula_sum            'C11 H28 Cl N O'
_chemical_formula_weight         225.80
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90.
_cell_angle_beta                 107.34(1)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   7.701(2)
_cell_length_b                   40.020(5)
_cell_length_c                   4.6437(6)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    123.0
_cell_measurement_theta_max      20.8
_cell_measurement_theta_min      18.8
_cell_volume                     1366.1(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993a)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1993b)'
_computing_molecular_graphics    TEXSAN
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123.0
_diffrn_measurement_device       'Rigaku AFC-7R'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'RU200 Rigaku rotating Mo anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       51
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3227
_diffrn_reflns_theta_max         27.0
_diffrn_reflns_theta_min         2.82
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.098
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.670
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2301
_refine_ls_R_factor_obs          0.0293
_refine_ls_shift/esd_max         <0.001
_refine_ls_shift/esd_mean        0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'sigma; w = 1/\s^2^(F)'
_refine_ls_wR_factor_obs         0.0324
_reflns_number_observed          2301
_reflns_number_total             3023
_reflns_observed_criterion       I>2.5\s(I)
_cod_data_source_file            cf1038.cif
_cod_data_source_block           cf1038
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2004934
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'1/2-x,1/2+y,   -z'
'   -x,   -y,   -z'
'1/2+x,1/2-y,   +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(1) 0.0227(2) 0.0219(2) 0.0199(2) -0.0011(2) 0.00520(10) -0.0020(2)
O(1) 0.0229(6) 0.0313(6) 0.0248(6) -0.0036(5) 0.0072(5) -0.0020(5)
N(1) 0.0233(7) 0.0143(6) 0.0201(7) -0.0012(5) 0.0051(6) -0.0007(5)
C(1) 0.0232(8) 0.0157(7) 0.0193(8) -0.0001(6) 0.0076(6) 0.0009(6)
C(2) 0.0214(8) 0.0146(7) 0.0184(7) -0.0005(6) 0.0053(6) -0.0006(6)
C(3) 0.0232(8) 0.0162(7) 0.0211(8) -0.0008(6) 0.0085(7) 0.0015(6)
C(4) 0.0210(8) 0.0150(7) 0.0202(8) -0.0005(6) 0.0068(6) -0.0003(6)
C(5) 0.0206(8) 0.0156(7) 0.0202(8) -0.0009(6) 0.0074(6) 0.0014(6)
C(6) 0.0207(8) 0.0155(7) 0.0199(8) -0.0002(6) 0.0072(6) 0.0000(6)
C(7) 0.0211(8) 0.0150(7) 0.0200(8) -0.0006(6) 0.0077(6) 0.0008(6)
C(8) 0.0208(8) 0.0153(7) 0.0202(8) -0.0002(6) 0.0073(6) 0.0001(6)
C(9) 0.0195(7) 0.0155(7) 0.0207(8) 0.0001(6) 0.0071(6) 0.0001(6)
C(10) 0.0239(8) 0.0172(8) 0.0240(8) 0.0002(6) 0.0082(7) -0.0012(6)
C(11) 0.0304(9) 0.0158(8) 0.0360(10) -0.0007(7) 0.0105(8) -0.0010(7)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
Cl(1) 0.94496(5) 0.275428(9) 0.73053(8) 0.0218 Uani
O(1) 1.1789(2) 0.19908(3) 0.1058(3) 0.0263 Uani
N(1) 0.8487(2) 0.22028(3) 0.2049(3) 0.0195 Uani
C(1) 0.8150(2) 0.18983(4) 0.3663(3) 0.0191 Uani
C(2) 0.7934(2) 0.15907(4) 0.1690(3) 0.0183 Uani
C(3) 0.7611(2) 0.12778(4) 0.3331(3) 0.0198 Uani
C(4) 0.7714(2) 0.09565(4) 0.1645(3) 0.0186 Uani
C(5) 0.7455(2) 0.06414(4) 0.3313(3) 0.0185 Uani
C(6) 0.7629(2) 0.03190(4) 0.1665(3) 0.0185 Uani
C(7) 0.7390(2) 0.00035(4) 0.3338(3) 0.0184 Uani
C(8) 0.7566(2) -0.03184(4) 0.1694(3) 0.0185 Uani
C(9) 0.7315(2) -0.06341(4) 0.3348(3) 0.0183 Uani
C(10) 0.7481(2) -0.09552(4) 0.1699(3) 0.0215 Uani
C(11) 0.7212(2) -0.12701(4) 0.3342(4) 0.0274 Uani
H(1) 0.874(2) 0.2390(5) 0.351(4) 0.042(5) Uiso
H(2) 0.748(3) 0.2259(4) 0.041(4) 0.037(5) Uiso
H(3) 0.946(3) 0.2173(5) 0.133(4) 0.041(6) Uiso
H(4) 0.921(2) 0.1871(4) 0.544(4) 0.028(5) Uiso
H(5) 0.702(2) 0.1949(4) 0.430(4) 0.024(4) Uiso
H(6) 0.691(2) 0.1631(4) -0.021(4) 0.028(4) Uiso
H(7) 0.905(2) 0.1560(4) 0.102(4) 0.028(4) Uiso
H(8) 0.852(2) 0.1270(4) 0.537(4) 0.027(5) Uiso
H(9) 0.642(2) 0.1297(4) 0.369(4) 0.025(4) Uiso
H(10) 0.680(2) 0.0966(4) -0.033(4) 0.028(5) Uiso
H(11) 0.892(2) 0.0945(4) 0.120(4) 0.030(5) Uiso
H(12) 0.838(2) 0.0637(4) 0.532(4) 0.027(4) Uiso
H(13) 0.624(2) 0.0648(4) 0.366(4) 0.023(4) Uiso
H(14) 0.671(2) 0.0320(4) -0.032(4) 0.023(4) Uiso
H(15) 0.884(2) 0.0312(4) 0.128(4) 0.026(5) Uiso
H(16) 0.830(2) 0.0004(4) 0.534(4) 0.026(4) Uiso
H(17) 0.613(2) 0.0015(4) 0.370(4) 0.027(5) Uiso
H(18) 0.670(2) -0.0321(4) -0.030(4) 0.026(4) Uiso
H(19) 0.879(2) -0.0325(4) 0.136(4) 0.025(4) Uiso
H(20) 0.825(2) -0.0636(4) 0.532(4) 0.030(5) Uiso
H(21) 0.610(2) -0.0627(4) 0.373(3) 0.023(4) Uiso
H(22) 0.658(2) -0.0949(4) -0.027(4) 0.027(5) Uiso
H(23) 0.872(2) -0.0961(4) 0.139(4) 0.027(4) Uiso
H(24) 0.810(2) -0.1292(4) 0.530(4) 0.034(5) Uiso
H(25) 0.594(3) -0.1275(5) 0.363(4) 0.054(6) Uiso
H(26) 0.733(2) -0.1470(5) 0.227(4) 0.041(5) Uiso
H(27) 1.254(3) 0.2007(5) 0.282(5) 0.045(6) Uiso
H(28) 1.240(3) 0.2038(5) -0.019(5) 0.055(7) Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002 'International Tables'
H 0.000 0.000 'International Tables'
N 0.006 0.003 'International Tables'
O 0.011 0.006 'International Tables'
Cl 0.148 0.159 'International Tables'
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(1) C(1) C(2) 111.30(10) yes
C(1) C(2) C(3) 111.70(10) yes
C(2) C(3) C(4) 113.30(10) yes
C(3) C(4) C(5) 113.80(10) yes
C(4) C(5) C(6) 113.60(10) yes
C(5) C(6) C(7) 113.80(10) yes
C(6) C(7) C(8) 113.80(10) yes
C(7) C(8) C(9) 113.90(10) yes
C(8) C(9) C(10) 113.90(10) yes
C(9) C(10) C(11) 113.80(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(1) 1.494(2) yes
C(1) C(2) 1.514(2) yes
C(2) C(3) 1.525(2) yes
C(3) C(4) 1.520(2) yes
C(4) C(5) 1.524(2) yes
C(5) C(6) 1.526(2) yes
C(6) C(7) 1.522(2) yes
C(7) C(8) 1.524(2) yes
C(8) C(9) 1.521(2) yes
C(9) C(10) 1.521(2) yes
C(10) C(11) 1.519(2) yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Cl(1) N(1) 3.2090(10) . yes
Cl(1) N(1) 3.235(2) 4_556 yes
Cl(1) N(1) 3.3530(10) 1_556 yes
O(1) N(1) 2.845(2) . yes
Cl(1) O(1) 3.1800(10) 4_455 yes
Cl(1) O(1) 3.2260(10) 4_456 yes
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(1) C(2) C(3) 179.40(10) yes
C(1) C(2) C(3) C(4) -170.00(10) yes
C(2) C(3) C(4) C(5) 178.10(10) yes
C(3) C(4) C(5) C(6) -177.90(10) yes
C(4) C(5) C(6) C(7) 179.40(10) yes
C(5) C(6) C(7) C(8) -179.90(10) yes
C(6) C(7) C(8) C(9) -179.60(10) yes
C(7) C(8) C(9) C(10) 179.70(10) yes
C(8) C(9) C(10) C(11) -179.40(10) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139054934