#------------------------------------------------------------------------------
#$Date: 2016-02-21 01:03:34 +0100 (dom 21 de feb de 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/95/2239520.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_2239520
loop_
_publ_author_name
'Kohrt, Christina'
'Spannenberg, Anke'
'Werner, Thomas'
_publ_section_title
;
 2-Hydroxyethylammonium iodide
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o628
_journal_paper_doi               10.1107/S1600536814009581
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C2 H8 N O +, I -'
_chemical_formula_moiety         'C2 H8 N O +, I -'
_chemical_formula_sum            'C2 H8 I N O'
_chemical_formula_weight         188.99
_chemical_name_systematic
;
2-Hydroxyethylammonium iodide
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_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                85.235(2)
_cell_angle_beta                 78.091(2)
_cell_angle_gamma                77.544(2)
_cell_formula_units_Z            2
_cell_length_a                   4.6557(4)
_cell_length_b                   7.5432(6)
_cell_length_c                   8.1787(7)
_cell_measurement_reflns_used    3767
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.97
_cell_measurement_theta_min      2.77
_cell_volume                     274.21(4)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2011)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEXII DUO'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4884
_diffrn_reflns_theta_full        27.98
_diffrn_reflns_theta_max         27.98
_diffrn_reflns_theta_min         2.55
_exptl_absorpt_coefficient_mu    5.697
_exptl_absorpt_correction_T_max  0.843
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.289
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             176
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.457
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     48
_refine_ls_number_reflns         1319
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0152
_refine_ls_R_factor_gt           0.0138
_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)+(0.0163P)²+0.0136P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0310
_refine_ls_wR_factor_ref         0.0323
_reflns_number_gt                1254
_reflns_number_total             1319
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            zl2586sup1.cif
_cod_data_source_block           I
_cod_database_code               2239520
_cod_database_fobs_code          2239520
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
_atom_site_symmetry_multiplicity
I I1 0.63581(3) 0.752733(16) 0.669449(16) 0.01732(5) Uani d . 1 1
O O1 1.1624(3) 0.3874(2) 0.79532(19) 0.0204(3) Uani d . 1 1
H H1D 1.0844 0.4856 0.7510 0.031 Uiso calc R 1 1
N N1 0.7519(4) 0.2059(2) 0.6780(2) 0.0182(4) Uani d . 1 1
H H1A 0.5779 0.2898 0.7009 0.027 Uiso calc R 1 1
H H1B 0.7164 0.1061 0.6366 0.027 Uiso calc R 1 1
H H1C 0.8882 0.2542 0.6011 0.027 Uiso calc R 1 1
C C1 0.9351(5) 0.3140(3) 0.9069(3) 0.0189(4) Uani d . 1 1
H H1E 0.7493 0.4085 0.9290 0.023 Uiso calc R 1 1
H H1F 1.0004 0.2765 1.0146 0.023 Uiso calc R 1 1
C C2 0.8719(5) 0.1527(3) 0.8344(3) 0.0182(4) Uani d . 1 1
H H2A 1.0590 0.0596 0.8098 0.022 Uiso calc R 1 1
H H2B 0.7245 0.0988 0.9174 0.022 Uiso calc R 1 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 0.01634(8) 0.01767(8) 0.01768(8) -0.00360(5) -0.00336(5) 0.00129(5)
O1 0.0182(7) 0.0167(7) 0.0249(8) -0.0035(6) -0.0021(6) 0.0012(6)
N1 0.0164(9) 0.0213(9) 0.0175(9) -0.0048(7) -0.0027(7) -0.0022(7)
C1 0.0218(11) 0.0203(11) 0.0139(10) -0.0046(8) -0.0020(8) 0.0000(8)
C2 0.0188(10) 0.0176(11) 0.0182(10) -0.0023(8) -0.0058(8) 0.0018(8)
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 H1D 109.5
C2 N1 H1A 109.5
C2 N1 H1B 109.5
H1A N1 H1B 109.5
C2 N1 H1C 109.5
H1A N1 H1C 109.5
H1B N1 H1C 109.5
O1 C1 C2 110.92(17)
O1 C1 H1E 109.5
C2 C1 H1E 109.5
O1 C1 H1F 109.5
C2 C1 H1F 109.5
H1E C1 H1F 108.0
N1 C2 C1 111.23(16)
N1 C2 H2A 109.4
C1 C2 H2A 109.4
N1 C2 H2B 109.4
C1 C2 H2B 109.4
H2A C2 H2B 108.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.425(3)
O1 H1D 0.8400
N1 C2 1.490(3)
N1 H1A 0.9100
N1 H1B 0.9100
N1 H1C 0.9100
C1 C2 1.505(3)
C1 H1E 0.9900
C1 H1F 0.9900
C2 H2A 0.9900
C2 H2B 0.9900
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
N1 H1A O1 1_455 0.91 1.93 2.800(2) 158.1
N1 H1B I1 1_545 0.91 2.75 3.5825(18) 151.8
N1 H1C I1 2_766 0.91 2.78 3.6322(18) 155.4
O1 H1D I1 1 0.84 2.72 3.5100(15) 157.1
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
O1 C1 C2 N1 -63.2(2)
