#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/26/1512629.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1512629
loop_
_publ_author_name
'Jaspreet S. Dhau'
'Amritpal Singh'
'Avtar Singh'
'Balwinder S. Sooch'
'Paula Brandao'
'Vitor Felix'
_publ_section_title
;
 Synthesis, characterization and X-ray structure of 3,4-lutidinyl-,
 3-/4-picolyl- and pyridylselenium compounds
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              335
_journal_page_last               344
_journal_paper_doi               10.1016/j.ica.2012.03.043
_journal_volume                  392
_journal_year                    2012
_chemical_formula_sum            'C9 H13 N Se2'
_chemical_formula_weight         293.12
_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                 101.301(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.3120(3)
_cell_length_b                   16.3259(8)
_cell_length_c                   12.3903(6)
_cell_measurement_temperature    180(2)
_cell_volume                     1053.69(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'PLATON (Spek, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7135
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         2.09
_diffrn_standards_interval_count 0.5
_diffrn_standards_interval_time  80
_exptl_absorpt_coefficient_mu    6.966
_exptl_absorpt_correction_T_max  0.8732
_exptl_absorpt_correction_T_min  0.2290
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.848
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         2307
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0725P)²+0.7979P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1179
_reflns_number_gt                1962
_reflns_number_total             2307
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2012-392-335-344-2.cif
_cod_data_source_block           compound_7a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0725P)^2^+0.7979P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0725P)^2^+0.7979P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               1512629
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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Se21 Se 0.32352(7) 0.34929(2) 0.72651(3) 0.03025(16) Uani 1 d .
Se61 Se 0.17959(9) 0.02418(3) 0.83562(4) 0.03818(17) Uani 1 d .
N1 N 0.2845(6) 0.1822(2) 0.7655(3) 0.0252(6) Uani 1 d .
C2 C 0.3892(7) 0.2350(2) 0.7053(3) 0.0241(7) Uani 1 d .
C3 C 0.5407(7) 0.2132(3) 0.6285(3) 0.0277(8) Uani 1 d .
C4 C 0.5844(7) 0.1296(3) 0.6173(3) 0.0289(8) Uani 1 d .
C5 C 0.4768(7) 0.0745(3) 0.6786(3) 0.0290(8) Uani 1 d .
H5 H 0.5034 0.0174 0.6713 0.035 Uiso 1 calc R
C6 C 0.3275(7) 0.1033(2) 0.7519(3) 0.0256(8) Uani 1 d .
C22 C 0.1089(8) 0.3377(3) 0.8357(4) 0.0345(9) Uani 1 d .
H22A H -0.0395 0.3032 0.8059 0.041 Uiso 1 calc R
H22B H 0.0496 0.3918 0.8541 0.041 Uiso 1 calc R
H22C H 0.2084 0.3121 0.9021 0.041 Uiso 1 calc R
C31 C 0.6482(8) 0.2764(3) 0.5625(3) 0.0361(9) Uani 1 d .
H31A H 0.8186 0.2591 0.5522 0.043 Uiso 1 calc R
H31B H 0.6623 0.3289 0.6016 0.043 Uiso 1 calc R
H31C H 0.5341 0.2826 0.4905 0.043 Uiso 1 calc R
C41 C 0.7499(8) 0.0996(3) 0.5390(3) 0.0406(11) Uani 1 d .
H41A H 0.7555 0.0396 0.5402 0.049 Uiso 1 calc R
H41B H 0.9243 0.1213 0.5617 0.049 Uiso 1 calc R
H41C H 0.6773 0.1184 0.4643 0.049 Uiso 1 calc R
C62 C -0.0201(8) 0.0983(3) 0.9082(3) 0.0380(10) Uani 1 d .
H62A H 0.0926 0.1244 0.9708 0.046 Uiso 1 calc R
H62B H -0.1546 0.0674 0.9345 0.046 Uiso 1 calc R
H62C H -0.0992 0.1403 0.8560 0.046 Uiso 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Se21 0.0335(2) 0.0280(3) 0.0298(2) -0.00020(16) 0.00747(16) -0.00474(15)
Se61 0.0495(3) 0.0301(3) 0.0399(3) 0.00620(18) 0.0211(2) 0.00014(17)
N1 0.0244(15) 0.0304(18) 0.0216(14) -0.0005(14) 0.0064(11) 0.0001(12)
C2 0.0225(16) 0.0275(19) 0.0210(16) -0.0023(15) 0.0011(13) -0.0051(14)
C3 0.0228(17) 0.040(2) 0.0197(17) 0.0009(17) 0.0034(13) -0.0032(15)
C4 0.0243(18) 0.042(2) 0.0208(17) -0.0025(17) 0.0043(13) 0.0025(15)
C5 0.0309(19) 0.033(2) 0.0230(18) -0.0050(16) 0.0041(14) 0.0029(15)
C6 0.0266(17) 0.031(2) 0.0194(16) -0.0013(16) 0.0040(13) -0.0029(14)
C22 0.036(2) 0.036(2) 0.033(2) -0.0010(18) 0.0107(16) 0.0042(17)
C31 0.034(2) 0.049(3) 0.0275(19) -0.000(2) 0.0110(15) -0.0103(18)
C41 0.039(2) 0.059(3) 0.026(2) -0.002(2) 0.0135(17) 0.008(2)
C62 0.038(2) 0.049(3) 0.031(2) 0.000(2) 0.0141(17) -0.0032(19)
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'
Se Se -0.0929 2.2259 '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
C2 Se21 C22 98.45(17)
C6 Se61 C62 98.64(19)
C6 N1 C2 117.2(3)
N1 C2 C3 124.9(4)
N1 C2 Se21 116.4(3)
C3 C2 Se21 118.7(3)
C4 C3 C2 116.3(4)
C4 C3 C31 122.1(3)
C2 C3 C31 121.7(4)
C5 C4 C3 119.4(3)
C5 C4 C41 120.1(4)
C3 C4 C41 120.6(4)
C4 C5 C6 119.4(4)
C4 C5 H5 120.3
C6 C5 H5 120.3
N1 C6 C5 122.8(4)
N1 C6 Se61 119.1(3)
C5 C6 Se61 118.0(3)
Se21 C22 H22A 109.5
Se21 C22 H22B 109.5
H22A C22 H22B 109.5
Se21 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C3 C31 H31A 109.5
C3 C31 H31B 109.5
H31A C31 H31B 109.5
C3 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
C4 C41 H41A 109.5
C4 C41 H41B 109.5
H41A C41 H41B 109.5
C4 C41 H41C 109.5
H41A C41 H41C 109.5
H41B C41 H41C 109.5
Se61 C62 H62A 109.5
Se61 C62 H62B 109.5
H62A C62 H62B 109.5
Se61 C62 H62C 109.5
H62A C62 H62C 109.5
H62B C62 H62C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se21 C2 1.925(4)
Se21 C22 1.941(4)
Se61 C6 1.918(4)
Se61 C62 1.942(4)
N1 C6 1.325(5)
N1 C2 1.331(5)
C2 C3 1.408(5)
C3 C4 1.397(6)
C3 C31 1.497(5)
C4 C5 1.372(6)
C4 C41 1.513(5)
C5 C6 1.399(5)
C5 H5 0.9500
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
C41 H41A 0.9800
C41 H41B 0.9800
C41 H41C 0.9800
C62 H62A 0.9800
C62 H62B 0.9800
C62 H62C 0.9800
