#------------------------------------------------------------------------------
#$Date: 2016-02-14 05:40:26 +0100 (dom 14 de feb de 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/41/2004176.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_2004176
loop_
_publ_author_name
'Belin, C.'
'Chauvet, A.'
'Leloup, J. M.'
'Ribet, J. P.'
'Maurel, J. L.'
_publ_section_title
;
 2-[2-(2-Ethyl-2,3-dihydrobenzofuranyl)]-2-imidazoline Hydrobromide
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2439
_journal_page_last               2441
_journal_paper_doi               10.1107/S0108270195006706
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C13 H16 N2 O , H Br'
_chemical_formula_sum            'C13 H17 Br N2 O'
_chemical_formula_weight         297.18
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_type_scat_source           'Cromer & Mann (1968)'
_cell_angle_alpha                90
_cell_angle_beta                 103.11(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.181(2)
_cell_length_b                   8.485(3)
_cell_length_c                   11.446(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      20.8
_cell_measurement_theta_min      6.8
_cell_volume                     679.2(4)
_computing_data_collection
'Enraf-Nonius CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction        'Enraf-Nonius CAD-4 Software'
_computing_molecular_graphics
'ORTEPII (Johnson, 1976); ATOMS (Dowty, 1993)'
_computing_structure_refinement  'SHELX76 (Sheldrick, 1976)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0148
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3264
_diffrn_reflns_theta_max         27
_diffrn_standards_decay_%        <0.5
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.929
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_correction_T_min  0.720
_exptl_absorpt_correction_type   'numerical (SHELX76; Sheldrick, 1976)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.305
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.075
_refine_diff_density_max         0.67
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.87
_refine_ls_number_parameters     101
_refine_ls_number_reflns         983
_refine_ls_R_factor_obs          0.0391
_refine_ls_shift/esd_max         0.10
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.0035F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0494
_reflns_number_observed          983
_reflns_number_total             2894
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            pa1181.cif
_cod_data_source_block           pa1181a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F)+0.0035F^2^]' 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^(F)+0.0035F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        679.3(3)
_cod_original_sg_symbol_Hall     'P 2y1'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2004176
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Br .77570(10) .2310 .10910(10) .0596(4)
O(1) .7260(10) .6013(9) .3255(7) .050(2)
C(2) .6480(10) .7500(10) .2611(7) .048(2)
C(3) .4290(10) .7540(10) .2515(9) .055(2)
C(4) .2290(10) .5070(10) .2987(9) .066(2)
C(5) .249(2) .3530(10) .3440(10) .071(3)
C(6) .4210(10) .2870(10) .3840(10) .070(3)
C(7) .5880(10) .3620(10) .3823(8) .053(2)
C(8) .5700(10) .5160(10) .3370(9) .049(2)
C(9) .3990(10) .5850(10) .2953(8) .050(2)
C(10) .6930(10) .737(2) .1438(7) .041(2)
N(11) .704(2) .8620(10) .0743(9) .059(3)
C(12) .735(2) .8130(10) -.0450(10) .055(3)
C(13) .757(2) .6340(10) -.0260(10) .046(2)
N(14) .7190(10) .6110(10) .0870(10) .051(3)
C(15) .743(2) .886(2) .3370(10) .089(3)
C(16) .957(2) .8930(10) .3590(10) .091(3)
H(N14) .732(3) .525(3) .139(2) .038(3)
H(N11) .711(3) .971(2) .087(3) .038(3)
H(C4) .1031 .5566 .2712 ?
H(C5) .1340 .2915 .3459 ?
H(C6) .4269 .1792 .4153 ?
H(C7) .7132 .3116 .4112 ?
H1(C3) .3939 .8349 .3037 ?
H2(C3) .3579 .7717 .1687 ?
H1(C15) .7085 .8793 .4147 ?
H2(C15) .6913 .9838 .2963 ?
H1(C16) 1.0039 .9856 .4083 ?
H2(C16) .9953 .9020 .2819 ?
H3(C16) 1.0125 .7975 .4002 ?
H1(C12) .6250 .8378 -0.1102 ?
H2(C12) .8506 .8603 -0.0614 ?
H1(C13) .8871 .6002 -0.0268 ?
H2(C13) .6651 .5760 -0.0873 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(10) N(14) C(13) . . 116.0(10) yes
C(10) N(14) H(N14) . . 110(4) yes
C(13) N(14) H(N14) . . 133(4) yes
C(10) N(11) C(12) . . 111.0(10) yes
C(10) N(11) H(N11) . . 134(5) yes
C(12) N(11) H(N11) . . 115(5) yes
C(2) O(1) C(8) . . 106.0(10) yes
C(4) C(9) C(8) . . 121.0(10) yes
C(4) C(9) C(3) . . 129.0(10) yes
C(8) C(9) C(3) . . 109.0(10) yes
C(9) C(4) C(5) . . 116.0(10) yes
C(4) C(5) C(6) . . 122.0(10) yes
C(5) C(6) C(7) . . 123.0(10) yes
C(6) C(7) C(8) . . 116.0(10) yes
O(1) C(8) C(9) . . 116.0(10) yes
Br H(N14) O(1) . . 116(3) yes
O(1) H(N14) N(14) . . 110(5) yes
O(1) C(8) C(7) . . 122.0(10) yes
C(9) C(8) C(7) . . 122.0(10) yes
C(9) C(3) C(2) . . 100.0(10) yes
O(1) C(2) C(3) . . 108.0(10) yes
O(1) C(2) C(15) . . 107.0(10) yes
O(1) C(2) C(10) . . 105.0(10) yes
C(3) C(2) C(15) . . 110.0(10) yes
C(3) C(2) C(10) . . 112.0(10) yes
C(15) C(2) C(10) . . 115.0(10) yes
C(2) C(15) C(16) . . 116(2) yes
N(14) C(10) N(11) . . 109.0(10) yes
N(14) C(10) C(2) . . 128(2) yes
N(11) C(10) C(2) . . 123(2) yes
N(11) C(12) C(13) . . 100.0(10) yes
N(14) C(13) C(12) . . 103.0(10) yes
Br H(N14) N(14) . . 133(5) yes
Br H(N11) N(11) 1_545 1_545 170(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C(10) N(14) . 1.28(2) yes
C(13) N(14) . 1.40(2) yes
H(N14) N(14) . .94(6) yes
C(10) N(11) . 1.34(2) yes
C(12) N(11) . 1.49(2) yes
H(N11) N(11) . .94(4) yes
C(8) O(1) . 1.36(2) yes
C(2) O(1) . 1.51(2) yes
C(4) C(5) . 1.40(2) yes
C(8) C(9) . 1.350(10) yes
Br H(N14) . 2.54(5) yes
O(1) H(N14) . 2.24(7) yes
C(9) C(3) . 1.55(2) yes
C(5) C(4) . 1.40(2) yes
C(6) C(5) . 1.34(2) yes
C(7) C(6) . 1.36(2) yes
C(7) C(8) . 1.400(10) yes
C(2) C(3) . 1.550(10) yes
C(15) C(2) . 1.51(3) yes
C(10) C(2) . 1.450(10) yes
C(16) C(15) . 1.51(3) yes
C(13) C(12) . 1.53(2) yes
Br H(N11) 1_545 2.25(4) yes
