#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/36/2213626.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_2213626
loop_
_publ_author_name
'Zhang, Lingzhi'
'Bikzhanova, Galina A.'
'West, Robert'
_publ_section_title
;
 [2-(Hydroxyethoxy)ethyl]trimethylammonium iodide
;
_journal_coeditor_code           YA2045
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2284
_journal_page_last               o2285
_journal_paper_doi               10.1107/S1600536807014377
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C7 H18 N O2 +, I -'
_chemical_formula_moiety         'C7 H18 N O2 +, I -'
_chemical_formula_sum            'C7 H18 I N O2'
_chemical_formula_weight         275.12
_chemical_name_systematic
;
2-Hydroxyethoxyethyl-trimethylammonium iodide
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 102.5370(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5815(5)
_cell_length_b                   12.6485(9)
_cell_length_c                   11.4120(8)
_cell_measurement_reflns_used    12004
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.0
_cell_measurement_theta_min      2.4
_cell_volume                     1068.26(13)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material
;
SHELXTL, publCIF (Westrip, 2007) and
modiCIFer (Guzei, date?).
;
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2003)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker CCD 1000 area-detector'
_diffrn_measurement_method       '0.30° ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_av_sigmaI/netI    0.014
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14768
_diffrn_reflns_theta_full        29.0
_diffrn_reflns_theta_max         29.0
_diffrn_reflns_theta_min         2.4
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.96
_exptl_absorpt_correction_T_max  0.442
_exptl_absorpt_correction_T_min  0.407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.69
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.13
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2819
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.13
_refine_ls_R_factor_all          0.015
_refine_ls_R_factor_gt           0.014
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.02P)²+0.28P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.037
_refine_ls_wR_factor_ref         0.037
_reflns_number_gt                2738
_reflns_number_total             2819
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ya2045.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2213626
_cod_database_fobs_code          2213626
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_occupancy
I I1 0.703019(10) 0.432530(6) 0.763923(7) 0.01629(4) Uani d 1
O O1 1.10078(15) 0.58117(8) 0.77659(9) 0.0208(2) Uani d 1
O O2 0.96371(11) 0.65523(7) 0.53070(8) 0.01550(17) Uani d 1
N N1 0.63992(14) 0.79430(8) 0.49255(9) 0.01326(18) Uani d 1
C C1 1.15626(18) 0.54443(11) 0.67183(12) 0.0183(2) Uani d 1
C C2 1.14889(17) 0.63074(11) 0.58008(11) 0.0171(2) Uani d 1
C C3 0.94525(17) 0.74044(10) 0.44858(11) 0.0160(2) Uani d 1
C C4 0.74677(16) 0.76264(10) 0.39988(10) 0.0140(2) Uani d 1
C C5 0.46054(17) 0.83699(11) 0.42568(12) 0.0176(2) Uani d 1
C C6 0.60412(18) 0.70078(10) 0.56531(11) 0.0180(2) Uani d 1
C C7 0.73576(18) 0.87875(11) 0.57429(12) 0.0187(2) Uani d 1
H H1 1.008(3) 0.5545(14) 0.7789(19) 0.034(6) Uiso d 1
H H2 1.082(2) 0.4859(14) 0.6375(14) 0.018(4) Uiso d 1
H H3 1.283(2) 0.5205(14) 0.6937(15) 0.019(4) Uiso d 1
H H4 1.209(2) 0.6946(13) 0.6156(14) 0.014(4) Uiso d 1
H H5 1.206(2) 0.6058(15) 0.5145(16) 0.022(4) Uiso d 1
H H6 1.008(2) 0.8043(13) 0.4897(16) 0.025(4) Uiso d 1
H H7 0.995(2) 0.7249(12) 0.3792(14) 0.016(4) Uiso d 1
H H8 0.736(2) 0.8213(13) 0.3471(15) 0.018(4) Uiso d 1
H H9 0.686(2) 0.7021(12) 0.3612(13) 0.012(3) Uiso d 1
H H10 0.483(3) 0.8996(16) 0.3832(17) 0.026(5) Uiso d 1
H H11 0.402(2) 0.7837(12) 0.3727(14) 0.013(4) Uiso d 1
H H12 0.387(3) 0.8554(15) 0.4863(17) 0.032(5) Uiso d 1
H H13 0.541(2) 0.6433(13) 0.5093(15) 0.020(4) Uiso d 1
H H14 0.527(3) 0.7213(15) 0.6209(17) 0.031(5) Uiso d 1
H H15 0.717(2) 0.6717(13) 0.6083(14) 0.017(4) Uiso d 1
H H16 0.657(3) 0.9020(15) 0.6240(17) 0.026(4) Uiso d 1
H H17 0.845(2) 0.8498(13) 0.6231(15) 0.021(4) Uiso d 1
H H18 0.762(3) 0.9352(13) 0.5267(19) 0.032(5) Uiso 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
I1 0.01586(6) 0.01521(5) 0.01871(5) -0.00162(2) 0.00573(3) -0.00148(2)
O1 0.0209(5) 0.0237(5) 0.0173(4) -0.0051(4) 0.0034(4) -0.0024(4)
O2 0.0107(4) 0.0166(4) 0.0187(4) 0.0011(3) 0.0021(3) 0.0041(3)
N1 0.0129(5) 0.0138(4) 0.0127(4) 0.0012(4) 0.0019(3) 0.0001(4)
C1 0.0175(6) 0.0179(5) 0.0181(6) 0.0030(5) 0.0008(5) -0.0019(5)
C2 0.0110(5) 0.0210(6) 0.0189(5) 0.0014(4) 0.0024(4) -0.0008(5)
C3 0.0156(6) 0.0161(5) 0.0176(5) 0.0006(4) 0.0061(4) 0.0023(4)
C4 0.0165(5) 0.0144(5) 0.0118(5) 0.0019(4) 0.0045(4) 0.0004(4)
C5 0.0138(5) 0.0180(6) 0.0192(5) 0.0037(4) -0.0004(4) 0.0011(5)
C6 0.0172(6) 0.0199(6) 0.0180(5) 0.0013(5) 0.0063(4) 0.0065(5)
C7 0.0176(6) 0.0198(6) 0.0179(5) -0.0018(5) 0.0020(5) -0.0075(5)
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'
I I -0.4742 1.8119 '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
C1 O1 H1 108.5(16)
C3 O2 C2 111.95(10)
C7 N1 C6 109.77(10)
C7 N1 C5 108.79(10)
C6 N1 C5 108.07(10)
C7 N1 C4 111.20(10)
C6 N1 C4 111.39(9)
C5 N1 C4 107.51(9)
O1 C1 C2 111.90(11)
O1 C1 H2 109.7(10)
C2 C1 H2 110.2(10)
O1 C1 H3 109.7(10)
C2 C1 H3 106.5(10)
H2 C1 H3 108.7(14)
O2 C2 C1 108.45(10)
O2 C2 H4 108.5(9)
C1 C2 H4 111.7(9)
O2 C2 H5 108.9(10)
C1 C2 H5 109.7(11)
H4 C2 H5 109.6(14)
O2 C3 C4 109.40(10)
O2 C3 H6 109.6(10)
C4 C3 H6 110.9(10)
O2 C3 H7 112.8(9)
C4 C3 H7 105.6(9)
H6 C3 H7 108.5(14)
C3 C4 N1 115.56(9)
C3 C4 H8 108.9(10)
N1 C4 H8 104.4(10)
C3 C4 H9 111.2(9)
N1 C4 H9 105.0(10)
H8 C4 H9 111.6(13)
N1 C5 H10 107.9(11)
N1 C5 H11 108.2(9)
H10 C5 H11 111.9(14)
N1 C5 H12 108.0(11)
H10 C5 H12 110.0(16)
H11 C5 H12 110.6(15)
N1 C6 H13 109.4(9)
N1 C6 H14 110.6(11)
H13 C6 H14 109.1(14)
N1 C6 H15 109.7(10)
H13 C6 H15 107.1(13)
H14 C6 H15 110.8(14)
N1 C7 H16 107.8(11)
N1 C7 H17 109.2(10)
H16 C7 H17 110.1(15)
N1 C7 H18 108.3(12)
H16 C7 H18 110.2(17)
H17 C7 H18 111.1(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.4283(16)
O1 H1 0.79(2)
O2 C3 1.4151(15)
O2 C2 1.4287(15)
N1 C7 1.4982(15)
N1 C6 1.5034(16)
N1 C5 1.5076(15)
N1 C4 1.5189(15)
C1 C2 1.5053(19)
C1 H2 0.962(17)
C1 H3 0.989(17)
C2 H4 0.971(17)
C2 H5 0.995(18)
C3 C4 1.5129(17)
C3 H6 1.001(17)
C3 H7 0.968(16)
C4 H8 0.947(17)
C4 H9 0.951(15)
C5 H10 0.96(2)
C5 H11 0.948(16)
C5 H12 1.01(2)
C6 H13 1.018(17)
C6 H14 0.984(19)
C6 H15 0.960(16)
C7 H16 0.957(19)
C7 H17 0.963(18)
C7 H18 0.944(19)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 I1 0.79(2) 2.75(2) 3.5299(11) 169.8(19)
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
C3 O2 C2 C1 176.43(10) y
O1 C1 C2 O2 -69.99(13) y
C2 O2 C3 C4 -179.84(10) y
O2 C3 C4 N1 60.99(13) y
C7 N1 C4 C3 48.11(14) ?
C6 N1 C4 C3 -74.68(13) ?
C5 N1 C4 C3 167.10(10) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 142668
