#------------------------------------------------------------------------------
#$Date: 2016-02-14 15:26:36 +0100 (dom 14 de feb de 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/35/2003500.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_2003500
loop_
_publ_author_name
'Aubry, A.'
'Brembilla, A.'
'Faivre, V.'
'Lochon, P.'
_publ_section_title
;
 5-Dodecyl-2-(1-hydroxyethyl)benzimidazolium Chloride
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              893
_journal_page_last               894
_journal_paper_doi               10.1107/S0108270194011273
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'from ethanol/nitromethane (20/80 v/v)'
_chemical_formula_moiety         'C21 H35 Cl N2 O1'
_chemical_formula_sum            'C21 H35 Cl N2 O'
_chemical_formula_weight         366.97
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 86.96(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.174(1)
_cell_length_b                   7.228(1)
_cell_length_c                   36.114(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      30
_cell_measurement_theta_min      20
_cell_volume                     2130.7(4)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3925
_diffrn_reflns_theta_max         70
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.563
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.22
_refine_ls_goodness_of_fit_obs   1.725
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     228
_refine_ls_number_reflns         1981
_refine_ls_R_factor_obs          0.0463
_refine_ls_shift/esd_max         0.05
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1.645/[σ²(F) + 0.0014F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0541
_reflns_number_observed          1981
_reflns_number_total             2042
_reflns_observed_criterion       >\s(I)
_cod_data_source_file            pa1122.cif
_cod_data_source_block           pa1122a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1.645/[\s^2^(F) +
0.0014F^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1.645/[\s^2^(F) + 0.0014F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2131
_cod_original_sg_symbol_H-M      'C c'
_cod_original_formula_sum        'C21 H35 Cl N2 O1'
_cod_database_code               2003500
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y,1/2+z
1/2+x,1/2+y,z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
Cl .3794 .291 .3211 6.09(3)
O(1) -.0046(4) .4789(5) .2688(1) 5.75(7)
C(2) -.1342(4) .3599(5) .2777(1) 4.11(7)
C(1) -.1220(7) .1946(7) .2524(1) 5.7(1)
C(3) -.1297(4) .2992(4) .3177(1) 3.35(6)
N(1) -.2615(4) .2610(4) .33960(8) 3.44(5)
C(4) -.2095(4) .1951(4) .37343(9) 3.15(6)
C(5) -.0389(4) .1995(4) .37054(9) 3.28(6)
N(2) .0050(4) .2663(4) .33539(8) 3.48(5)
C(6) .0511(4) .1377(5) .3995(1) 3.77(6)
C(7) -.0358(4) .0697(5) .43021(9) 3.75(6)
C(8) -.2093(4) .0651(4) .43320(9) 3.34(6)
C(9) -.2970(4) .1300(4) .40424(9) 3.27(6)
C(10) -.2929(4) -.0182(5) .4679(1) 4.02(7)
C(11) -.4716(4) .0220(5) .4752(1) 3.90(7)
C(12) -.5418(4) -.0697(5) .5105(1) 3.94(7)
C(13) -.7222(5) -.0309(6) .5191(1) 4.19(7)
C(14) -.7927(4) -.1267(6) .5538(1) 4.01(7)
C(15) -.9724(4) -.0827(5) .5629(1) 4.21(7)
C(16) -1.0433(5) -.1813(6) .5971(1) 4.11(7)
C(17) -1.2224(5) -.1370(6) .6067(1) 4.34(7)
C(18) -1.2919(5) -.2365(6) .6410(1) 4.36(7)
C(19) -1.4695(5) -.1901(6) .6513(1) 4.64(8)
C(20) -1.5382(6) -.2896(7) .6855(1) 5.3(1)
C(21) -1.7161(7) -.2448(8) .6955(2) 6.3(1)
H001 -.020(6) .581(6) .289(1) .
H21 -.2490(4) .4302(5) .2743(1) .
H11 -.2223(7) .1012(7) .2591(1) .
H12 -.0073(7) .1242(7) .2558(1) .
H13 -.1277(7) .2400(7) .2240(1) .
H01 -.3873(4) .2780(4) .33249(8) .
H02 .1290(4) .2888(4) .32444(8) .
H61 .1833(4) .1424(5) .3979(1) .
H71 .0313(4) .0178(5) .45298(9) .
H91 -.4293(4) .1297(4) .40571(9) .
H101 -.2297(4) .0325(5) .4913(1) .
H102 -.2790(4) -.1665(5) .4659(1) .
H111 -.4880(4) .1698(5) .4776(1) .
H112 -.5373(4) -.0287(5) .4521(1) .
H121 -.4745(4) -.0199(5) .5335(1) .
H122 -.5257(4) -.2175(5) .5078(1) .
H131 -.7381(5) .1166(6) .5225(1) .
H132 -.7893(5) -.0772(6) .4958(1) .
H141 -.7232(4) -.0837(6) .5769(1) .
H142 -.7803(4) -.2744(6) .5500(1) .
H151 -1.0416(4) -.1225(5) .5395(1) .
H152 -.9845(4) .0645(5) .5674(1) .
H161 -1.0329(5) -.3285(6) .5924(1) .
H162 -.9726(5) -.1432(6) .6204(1) .
H171 -1.2935(5) -.1760(6) .5836(1) .
H172 -1.2333(5) .0103(6) .6113(1) .
H181 -1.2827(5) -.3836(6) .6361(1) .
H182 -1.2191(5) -.1993(6) .6639(1) .
H191 -1.5422(5) -.2268(6) .6283(1) .
H192 -1.4786(6) -.0431(6) .6562(1) .
H201 -1.5282(6) -.4366(7) .6806(1) .
H202 -1.4660(6) -.2521(7) .7085(1) .
H211 -1.7560(7) -.3211(8) .7201(2) .
H212 -1.7905(7) -.2829(8) .6729(2) .
H213 -1.7284(7) -.0983(8) .7008(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
O(1) C(2) C(1) 109.0(3) yes
O(1) C(2) C(3) 110.1(3) yes
C(1) C(2) C(3) 110.3(3) yes
C(2) C(3) N(1) 124.6(3) yes
C(2) C(3) N(2) 125.2(3) yes
N(1) C(3) N(2) 110.1(3) yes
C(3) N(1) C(4) 108.4(3) yes
N(1) C(4) C(5) 106.0(3) yes
N(1) C(4) C(9) 130.9(3) yes
C(5) C(4) C(9) 123.0(3) yes
C(4) C(5) N(2) 106.6(3) yes
C(4) C(5) C(6) 120.4(3) yes
N(2) C(5) C(6) 132.9(3) yes
C(3) N(2) C(5) 108.8(3) yes
C(5) C(6) C(7) 116.9(3) yes
C(6) C(7) C(8) 122.8(3) yes
C(7) C(8) C(9) 119.5(3) yes
C(7) C(8) C(10) 118.5(3) yes
C(9) C(8) C(10) 122.0(3) yes
C(4) C(9) C(8) 117.4(3) yes
C(8) C(10) C(11) 117.4(3) yes
C(10) C(11) C(12) 112.6(3) yes
C(11) C(12) C(13) 114.2(3) yes
C(12) C(13) C(14) 113.9(3) yes
C(13) C(14) C(15) 113.7(3) yes
C(14) C(15) C(16) 113.6(3) yes
C(15) C(16) C(17) 114.1(3) yes
C(16) C(17) C(18) 113.6(3) yes
C(17) C(18) C(19) 114.1(3) yes
C(18) C(19) C(20) 113.9(4) yes
C(19) C(20) C(21) 113.9(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(2) 1.389(5) yes
C(2) C(1) 1.506(6) yes
C(2) C(3) 1.511(5) yes
C(3) N(1) 1.331(4) yes
C(3) N(2) 1.324(5) yes
N(1) C(4) 1.398(4) yes
C(4) C(5) 1.394(4) yes
C(4) C(9) 1.374(4) yes
C(5) N(2) 1.387(4) yes
C(5) C(6) 1.383(5) yes
C(6) C(7) 1.377(5) yes
C(7) C(8) 1.417(5) yes
C(8) C(9) 1.381(5) yes
C(8) C(10) 1.518(5) yes
C(10) C(11) 1.499(5) yes
C(11) C(12) 1.523(5) yes
C(12) C(13) 1.517(5) yes
C(13) C(14) 1.518(5) yes
C(14) C(15) 1.522(5) yes
C(15) C(16) 1.516(5) yes
C(16) C(17) 1.520(5) yes
C(17) C(18) 1.516(6) yes
C(18) C(19) 1.517(6) yes
C(19) C(20) 1.511(6) yes
C(20) C(21) 1.515(7) yes
