#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005136.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_2005136
loop_
_publ_author_name
'Billing, D. G.'
'Boeyens, J. C. A.'
'Lai, L.-L.'
'Reid, D. H.'
_publ_section_title
;
 5-Ethylamino-3-p-tolyl-1λ⁴,2,4-thiaselenazol-1-ylium
 Bromide: a New Heteroaromatic System
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1718
_journal_page_last               1719
_journal_paper_doi               10.1107/S0108270195017252
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C11 H13 Br N2 S Se'
_chemical_formula_weight         364.16
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabC
_cell_angle_alpha                90
_cell_angle_beta                 99.42(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.237(2)
_cell_length_b                   10.434(1)
_cell_length_c                   17.450(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    123
_cell_measurement_theta_max      15
_cell_measurement_theta_min      8
_cell_volume                     1299.9(4)
_diffrn_measurement_device       CAD4
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.03
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3911
_diffrn_reflns_theta_max         30
_diffrn_standards_decay_%        random
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.033
_exptl_absorpt_correction_T_max  0.530
_exptl_absorpt_correction_T_min  0.370
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.861
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.07
_refine_diff_density_min         -0.99
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   0.983
_refine_ls_hydrogen_treatment    'H-atom coordinates refined'
_refine_ls_number_parameters     148
_refine_ls_number_reflns         3776
_refine_ls_R_factor_obs          0.0355
_refine_ls_shift/esd_max         -0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'w = 1/[σ²(Fₒ²)+(0.0617P)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0969
_reflns_number_observed          2840
_reflns_number_total             3776
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            ka1156.cif
_cod_data_source_block           ka1156a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '
1/[\s^2^(F~o~^2^)+(0.0617P)^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~o~^2^)+(0.0617P)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2005136
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-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_U_iso_or_equiv
Br .5532(1) .4582(1) .6666(1) .016(1)
Se .3300(1) .8077(1) .4139(1) .014(1)
S .4137(1) .6724(1) .5091(1) .011(1)
N(1) .3164(4) .9039(3) .5614(2) .011(1)
N(2) .4128(4) .7498(3) .6538(2) .013(1)
C(2) .2821(4) .9320(3) .4869(2) .011(1)
C(1) .3786(4) .7845(3) .5811(2) .012(1)
C(3) .2093(4) 1.0567(3) .4604(2) .012(1)
C(4) .1695(5) 1.1477(3) .5141(2) .014(1)
C(5) .1010(4) 1.2668(3) .4899(2) .014(1)
C(6) .0690(4) 1.3000(3) .4107(2) .013(1)
C(7) .1080(4) 1.2097(3) .3573(2) .013(1)
C(8) .1756(4) 1.0883(3) .3809(2) .013(1)
C(9) -.0028(5) 1.4307(3) .3855(2) .018(1)
C(10) .3917(5) .8318(3) .7200(2) .019(1)
C(11) .3486(5) .7515(4) .7865(2) .018(1)
H(2) .4517(4) .6707(3) .6640(2) .025(3)
H(4) .1898(5) 1.1272(3) .5679(2) .025(3)
H(5) .0749(4) 1.3275(3) .5273(2) .025(3)
H(7) .0884(4) 1.2309(3) .3036(2) .025(3)
H(8) .1988(4) 1.0270(3) .3434(2) .025(3)
H(9A) .0924(15) 1.4951(4) .4045(13) .025(3)
H(9B) -.1172(20) 1.4484(10) .4069(12) .025(3)
H(9C) -.0305(34) 1.4342(8) .3287(2) .025(3)
H(10A) .2890(5) .8939(3) .7043(2) .025(3)
H(10B) .5087(5) .8806(3) .7365(2) .025(3)
H(11A) .3339(36) .8073(4) .8303(6) .025(3)
H(11B) .4516(17) .6912(17) .8025(10) .025(3)
H(11C) .2324(20) .7037(19) .7700(5) .025(3)
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
C(2) Se S 89.36(10) yes
C(1) S Se 93.36(11) yes
C(2) N(1) C(1) 117.3(3) yes
C(1) N(2) C(10) 125.2(3) yes
N(2) C(1) N(1) 120.4(3) yes
N(2) C(1) S 118.8(2) yes
N(1) C(1) S 120.7(2) yes
N(1) C(2) C(3) 121.0(3) yes
N(1) C(2) Se 119.2(2) yes
C(3) C(2) Se 119.8(2) yes
C(4) C(3) C(8) 118.7(3) yes
C(4) C(3) C(2) 120.0(3) yes
C(8) C(3) C(2) 121.3(3) yes
C(5) C(4) C(3) 120.7(3) yes
C(4) C(5) C(6) 121.0(3) yes
C(7) C(6) C(5) 118.3(3) yes
C(7) C(6) C(9) 121.3(3) yes
C(5) C(6) C(9) 120.3(3) yes
C(6) C(7) C(8) 121.2(3) yes
C(7) C(8) C(3) 119.9(3) yes
N(2) C(10) C(11) 110.1(3) yes
C(1) N(2) H(2) 117.4(2) no
C(10) N(2) H(2) 117.4(2) no
C(5) C(4) H(4) 119.7(2) no
C(3) C(4) H(4) 119.7(2) no
C(4) C(5) H(5) 119.5(2) no
C(6) C(5) H(5) 119.5(2) no
C(6) C(7) H(7) 119.4(2) no
C(8) C(7) H(7) 119.4(2) no
C(7) C(8) H(8) 120.0(2) no
C(3) C(8) H(8) 120.0(2) no
C(6) C(9) H(9A) 109.5(2) no
C(6) C(9) H(9B) 109.5(2) no
H(9A) C(9) H(9B) 109.5 no
C(6) C(9) H(9C) 109.5(2) no
H(9A) C(9) H(9C) 109.5 no
H(9B) C(9) H(9C) 109.5 no
N(2) C(10) H(10A) 109.6(2) no
C(11) C(10) H(10A) 109.6(2) no
N(2) C(10) H(10B) 109.6(2) no
C(11) C(10) H(10B) 109.6(2) no
H(10A) C(10) H(10B) 108.2 no
C(10) C(11) H(11A) 109.5(2) no
C(10) C(11) H(11B) 109.5(2) no
H(11A) C(11) H(11B) 109.5 no
C(10) C(11) H(11C) 109.5(2) no
H(11A) C(11) H(11C) 109.5 no
H(11B) C(11) H(11C) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Se C(2) 1.890(3) yes
Se S 2.189(2) yes
S C(1) 1.765(3) yes
N(1) C(2) 1.315(4) yes
N(1) C(1) 1.350(4) yes
N(2) C(1) 1.304(4) yes
N(2) C(10) 1.465(4) yes
C(2) C(3) 1.451(4) yes
C(3) C(4) 1.396(4) yes
C(3) C(8) 1.408(4) yes
C(4) C(5) 1.379(4) yes
C(5) C(6) 1.407(4) yes
C(6) C(7) 1.386(4) yes
C(6) C(9) 1.500(4) yes
C(7) C(8) 1.396(4) yes
C(10) C(11) 1.505(4) yes
N(2) H(2) 0.88 no
C(4) H(4) 0.95 no
C(5) H(5) 0.95 no
C(7) H(7) 0.95 no
C(8) H(8) 0.95 no
C(9) H(9A) 0.98 no
C(9) H(9B) 0.98 no
C(9) H(9C) 0.98 no
C(10) H(10A) 0.99 no
C(10) H(10B) 0.99 no
C(11) H(11A) 0.98 no
C(11) H(11B) 0.98 no
C(11) H(11C) 0.98 no
