# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 N2 O3 Se'
_chemical_formula_sum            'C10 H8 N2 O3 Se'
_chemical_formula_weight         283.14

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_symmetry_Int_Tables_number      43

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   24.513(2)
_cell_length_b                   42.263(4)
_cell_length_c                   4.1537(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4303.2(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4297
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      23.13

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2240
_exptl_absorpt_coefficient_mu    3.483
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3364
_exptl_absorpt_correction_T_max  0.7221
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16772
_diffrn_reflns_av_R_equivalents  0.0718
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         3.32
_diffrn_reflns_theta_max         27.44
_reflns_number_total             2409
_reflns_number_gt                1981
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0238P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.080(13)
_refine_ls_number_reflns         2409
_refine_ls_number_parameters     145
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0594
_refine_ls_wR_factor_gt          0.0555
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

_iucr_refine_instruction_details 
;
TITL JS30_A in Fdd2
CELL 0.71073 24.5128 42.2631 4.1537 90.000 90.000 90.000
ZERR 16.00 0.0024 0.0042 0.0003 0.000 0.000 0.000
LATT -4
SYMM -x, -y, z
SYMM -x+1/4, y+1/4, z+1/4
SYMM x+1/4, -y+1/4, z+1/4
SFAC C H N O SE
UNIT 160 128 32 48 16
TEMP 30.050
ACTA
HTAB
CONF
L.S. 12
TEMP -23
SIZE 0.4 0.18 0.1
FMAP 2
PLAN 5
BOND $H
CONF
WGHT    0.023800
FVAR       0.05411
SE1   5    1.061050    0.137443   -0.096451    11.00000    0.02124    0.03880 =
         0.04283    0.00029    0.00035   -0.00253
N1    3    0.916147    0.037105    0.502511    11.00000    0.04695    0.03455 =
         0.07916   -0.00065    0.01547   -0.00471
N2    3    0.992015    0.152662   -0.217002    11.00000    0.02730    0.03635 =
         0.04249    0.00213   -0.00009   -0.00002
O1    4    0.935474    0.014806    0.646086    11.00000    0.06524    0.05277 =
         0.13430    0.03576    0.01886   -0.00051
O2    4    0.867155    0.042217    0.484851    11.00000    0.03685    0.05661 =
         0.13212    0.01926    0.01962   -0.01002
O3    4    0.900887    0.142052   -0.191190    11.00000    0.02268    0.04557 =
         0.07255    0.00185   -0.00837    0.00172
 
C1    1    1.023215    0.103613    0.093418    11.00000    0.02144    0.03545 =
         0.03762   -0.00457   -0.00066   -0.00214
C2    1    1.044439    0.077916    0.259503    11.00000    0.02393    0.04030 =
         0.05504   -0.00035   -0.00174    0.00156
AFIX  43
H2    2    1.082349    0.075686    0.284947    11.00000   -1.20000
AFIX   0
C3    1    1.009565    0.055814    0.386099    11.00000    0.04129    0.03357 =
         0.05394    0.00223   -0.00030    0.00121
AFIX  43
H3    2    1.023313    0.038067    0.495746    11.00000   -1.20000
AFIX   0
C4    1    0.953367    0.059981    0.350217    11.00000    0.03147    0.02950 =
         0.05150   -0.00530    0.00618   -0.00646
C5    1    0.931435    0.084962    0.184511    11.00000    0.02214    0.03530 =
         0.05033   -0.01254    0.00217   -0.00256
AFIX  43
H5    2    0.893493    0.087004    0.159094    11.00000   -1.20000
AFIX   0
C6    1    0.966724    0.107010    0.056211    11.00000    0.02474    0.02987 =
         0.03890   -0.00790    0.00082    0.00151
C7    1    0.948994    0.134990   -0.123444    11.00000    0.02370    0.03420 =
         0.04241   -0.00676   -0.00324   -0.00279
C8    1    0.985570    0.181536   -0.406670    11.00000    0.03818    0.04902 =
         0.03657    0.00728    0.00081    0.00481
AFIX  23
H8A   2    0.955024    0.178736   -0.556195    11.00000   -1.20000
H8B   2    1.018625    0.184857   -0.535006    11.00000   -1.20000
AFIX   0
C9    1    0.975436    0.210285   -0.206978    11.00000    0.06624    0.04079 =
         0.04985    0.00500   -0.00045    0.00470
AFIX  43
H9    2    1.003182    0.216912   -0.066067    11.00000   -1.20000
AFIX   0
C10   1    0.931371    0.226489   -0.215384    11.00000    0.10178    0.06792 =
         0.10060    0.00321    0.02386    0.03383
AFIX  93
H10A  2    0.902850    0.220481   -0.353754    11.00000   -1.20000
H10B  2    0.927518    0.244403   -0.083190    11.00000   -1.20000
HKLF   4
 
REM  JS30_A in Fdd2
REM R1 =  0.0325 for   1981 Fo > 4sig(Fo)  and  0.0513 for all   2409 data
REM    145 parameters refined using      1 restraints
 
END  
     
WGHT      0.0237      0.0000 
REM Highest difference peak  0.265,  deepest hole -0.272,  1-sigma level  0.065
Q1    1   0.9362  0.0570  0.4884  11.00000  0.05    0.27
Q2    1   1.0695  0.1366 -0.3780  11.00000  0.05    0.26
Q3    1   1.0535  0.1196 -0.2621  11.00000  0.05    0.26
Q4    1   0.9084  0.1473  0.0283  11.00000  0.05    0.25
Q5    1   1.0875  0.1137 -0.0862  11.00000  0.05    0.25
;

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 1.061050(12) 0.137443(8) -0.09645(13) 0.03429(10) Uani 1 1 d . . .
N1 N 0.91615(14) 0.03710(8) 0.5025(9) 0.0536(9) Uani 1 1 d . . .
N2 N 0.99202(11) 0.15266(6) -0.2170(6) 0.0354(7) Uani 1 1 d . . .
O1 O 0.93547(11) 0.01481(7) 0.6461(11) 0.0841(11) Uani 1 1 d . . .
O2 O 0.86715(10) 0.04222(6) 0.4849(9) 0.0752(11) Uani 1 1 d . . .
O3 O 0.90089(9) 0.14205(5) -0.1912(6) 0.0469(7) Uani 1 1 d . . .
C1 C 1.02321(12) 0.10361(7) 0.0934(8) 0.0315(8) Uani 1 1 d . . .
C2 C 1.04444(13) 0.07792(8) 0.2595(9) 0.0398(9) Uani 1 1 d . . .
H2 H 1.0823 0.0757 0.2849 0.048 Uiso 1 1 calc R . .
C3 C 1.00956(13) 0.05581(8) 0.3861(11) 0.0429(8) Uani 1 1 d . . .
H3 H 1.0233 0.0381 0.4957 0.052 Uiso 1 1 calc R . .
C4 C 0.95337(13) 0.05998(7) 0.3502(9) 0.0375(9) Uani 1 1 d . . .
C5 C 0.93144(12) 0.08496(7) 0.1845(9) 0.0359(8) Uani 1 1 d . . .
H5 H 0.8935 0.0870 0.1591 0.043 Uiso 1 1 calc R . .
C6 C 0.96672(13) 0.10701(7) 0.0562(7) 0.0312(8) Uani 1 1 d . . .
C7 C 0.94899(11) 0.13499(7) -0.1234(12) 0.0334(7) Uani 1 1 d . . .
C8 C 0.98557(13) 0.18154(8) -0.4067(8) 0.0413(9) Uani 1 1 d . . .
H8A H 0.9550 0.1787 -0.5562 0.050 Uiso 1 1 calc R . .
H8B H 1.0186 0.1849 -0.5350 0.050 Uiso 1 1 calc R . .
C9 C 0.97544(17) 0.21028(9) -0.2070(10) 0.0523(10) Uani 1 1 d . . .
H9 H 1.0032 0.2169 -0.0661 0.063 Uiso 1 1 calc R . .
C10 C 0.9314(2) 0.22649(13) -0.2154(13) 0.0901(19) Uani 1 1 d . . .
H10A H 0.9028 0.2205 -0.3538 0.108 Uiso 1 1 calc R . .
H10B H 0.9275 0.2444 -0.0832 0.108 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.878(3) . ?
Se1 N2 1.878(3) . ?
N1 O1 1.212(4) . ?
N1 O2 1.222(4) . ?
N1 C4 1.472(4) . ?
N2 C7 1.349(4) . ?
N2 C8 1.461(4) . ?
O3 C7 1.249(3) . ?
C1 C2 1.388(5) . ?
C1 C6 1.401(4) . ?
C2 C3 1.371(4) . ?
C2 H2 0.9400 . ?
C3 C4 1.397(4) . ?
C3 H3 0.9400 . ?
C4 C5 1.370(5) . ?
C5 C6 1.379(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.464(5) . ?
C8 C9 1.492(5) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C9 C10 1.279(5) . ?
C9 H9 0.9400 . ?
C10 H10A 0.9400 . ?
C10 H10B 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Se1 N2 85.86(12) . . ?
O1 N1 O2 123.4(3) . . ?
O1 N1 C4 118.7(3) . . ?
O2 N1 C4 117.8(3) . . ?
C7 N2 C8 122.2(3) . . ?
C7 N2 Se1 116.0(2) . . ?
C8 N2 Se1 121.8(2) . . ?
C2 C1 C6 120.4(3) . . ?
C2 C1 Se1 128.3(2) . . ?
C6 C1 Se1 111.3(2) . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 122.5(3) . . ?
C5 C4 N1 118.6(3) . . ?
C3 C4 N1 118.9(3) . . ?
C4 C5 C6 118.0(3) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C5 C6 C1 120.6(3) . . ?
C5 C6 C7 123.8(3) . . ?
C1 C6 C7 115.6(3) . . ?
O3 C7 N2 122.7(3) . . ?
O3 C7 C6 126.0(3) . . ?
N2 C7 C6 111.2(3) . . ?
N2 C8 C9 113.5(3) . . ?
N2 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
N2 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C8 124.1(4) . . ?
C10 C9 H9 117.9 . . ?
C8 C9 H9 117.9 . . ?
C9 C10 H10A 120.0 . . ?
C9 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Se1 N2 C7 0.7(3) . . . . ?
C1 Se1 N2 C8 -178.1(3) . . . . ?
N2 Se1 C1 C2 -179.7(3) . . . . ?
N2 Se1 C1 C6 -1.0(2) . . . . ?
C6 C1 C2 C3 0.2(5) . . . . ?
Se1 C1 C2 C3 178.8(3) . . . . ?
C1 C2 C3 C4 -1.2(6) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
C2 C3 C4 N1 -176.6(3) . . . . ?
O1 N1 C4 C5 179.2(4) . . . . ?
O2 N1 C4 C5 -2.9(5) . . . . ?
O1 N1 C4 C3 -2.2(5) . . . . ?
O2 N1 C4 C3 175.7(4) . . . . ?
C3 C4 C5 C6 -1.5(5) . . . . ?
N1 C4 C5 C6 177.0(3) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C4 C5 C6 C7 -179.4(3) . . . . ?
C2 C1 C6 C5 0.2(5) . . . . ?
Se1 C1 C6 C5 -178.7(2) . . . . ?
C2 C1 C6 C7 -179.9(3) . . . . ?
Se1 C1 C6 C7 1.2(4) . . . . ?
C8 N2 C7 O3 -0.2(6) . . . . ?
Se1 N2 C7 O3 -178.9(3) . . . . ?
C8 N2 C7 C6 178.6(3) . . . . ?
Se1 N2 C7 C6 -0.1(4) . . . . ?
C5 C6 C7 O3 -2.1(6) . . . . ?
C1 C6 C7 O3 178.0(4) . . . . ?
C5 C6 C7 N2 179.1(3) . . . . ?
C1 C6 C7 N2 -0.7(5) . . . . ?
C7 N2 C8 C9 86.2(4) . . . . ?
Se1 N2 C8 C9 -95.2(3) . . . . ?
N2 C8 C9 C10 -115.7(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.065
_database_code_depnum_ccdc_archive 'CCDC 978031'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_shelxl

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 N2 O3 S'
_chemical_formula_sum            'C10 H8 N2 O3 S'
_chemical_formula_weight         236.24

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_Int_Tables_number      14

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'

_cell_length_a                   4.3357(3)
_cell_length_b                   21.5407(16)
_cell_length_c                   11.2435(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.669(2)
_cell_angle_gamma                90.00
_cell_volume                     1035.16(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9552
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      24.47

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             488
_exptl_absorpt_coefficient_mu    0.305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8930
_exptl_absorpt_correction_T_max  0.9702
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            1713
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0121
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.64
_diffrn_reflns_theta_max         24.51
_reflns_number_total             1713
_reflns_number_gt                1477
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0454P)²+0.3543P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1713
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0876
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_iucr_refine_instruction_details 
;
TITL JS40 in P2(1)/c
CELL 0.71073 4.3357 21.5407 11.2435 90.000 99.669 90.000
ZERR 4.00 0.0003 0.0016 0.0009 0.000 0.002 0.000
LATT 1
SYMM -x, y+1/2, -z+1/2
SFAC C H N O S
UNIT 40 32 8 12 4
TEMP 23.000
ACTA
L.S. 12
SIZE 0.38 0.22 0.1
FMAP 2
HTAB
CONF
PLAN 5
BOND $H
CONF
WGHT    0.045400    0.354300
FVAR       0.16155
S1    5    1.082815    0.724147    0.498685    11.00000    0.05782    0.04150 =
         0.04510   -0.00244   -0.00740    0.00520
O1    4    0.227355    0.956061    0.257298    11.00000    0.08026    0.07154 =
         0.09830    0.02834   -0.01658    0.01100
O2    4    0.580845    1.009720    0.367013    11.00000    0.11714    0.04538 =
         0.09255   -0.00054   -0.00920    0.01322
O3    4    0.467154    0.717217    0.215696    11.00000    0.08069    0.05624 =
         0.05311   -0.00305   -0.02237   -0.00838
N1    3    0.467035    0.960233    0.330294    11.00000    0.06974    0.05182 =
         0.05875    0.01415    0.00726    0.01054
N2    3    0.846047    0.692461    0.376029    11.00000    0.05997    0.04179 =
         0.04068   -0.00449   -0.00325    0.00075
C1    1    0.925819    0.796833    0.461971    11.00000    0.04536    0.04161 =
         0.03848    0.00300    0.00448    0.00093
C2    1    1.007956    0.852437    0.522547    11.00000    0.05481    0.04638 =
         0.04091   -0.00218   -0.00362    0.00040
AFIX  43
H2    2    1.161020    0.853577    0.591208    11.00000   -1.20000
AFIX   0
C3    1    0.855336    0.905517    0.477480    11.00000    0.06449    0.04021 =
         0.04788   -0.00181    0.00568    0.00168
AFIX  43
H3    2    0.905879    0.943427    0.515360    11.00000   -1.20000
AFIX   0
C4    1    0.625418    0.902560    0.375284    11.00000    0.05204    0.04252 =
         0.04830    0.00937    0.00704    0.00428
C5    1    0.540554    0.848247    0.314986    11.00000    0.04896    0.05020 =
         0.04138    0.00767   -0.00119   -0.00257
AFIX  43
H5    2    0.384600    0.847371    0.247229    11.00000   -1.20000
AFIX   0
C6    1    0.696743    0.794644    0.359137    11.00000    0.04508    0.04492 =
         0.03802    0.00437    0.00353   -0.00437
C7    1    0.649682    0.732513    0.306638    11.00000    0.05270    0.04734 =
         0.04033    0.00199   -0.00057   -0.00593
C8    1    0.890470    0.627926    0.342622    11.00000    0.06944    0.04571 =
         0.05060   -0.00950    0.00282    0.00303
AFIX  23
H8A   2    1.107712    0.622265    0.334212    11.00000   -1.20000
H8B   2    0.763928    0.620240    0.264340    11.00000   -1.20000
AFIX   0
C9    1    0.810025    0.580950    0.428693    11.00000    0.08376    0.04124 =
         0.06767   -0.00425    0.00478   -0.00055
AFIX  43
H9    2    0.855557    0.539941    0.412427    11.00000   -1.20000
AFIX   0
C10   1    0.685506    0.589949    0.522695    11.00000    0.08859    0.06353 =
         0.07476    0.00666    0.01644   -0.00484
AFIX  93
H10A  2    0.634682    0.629983    0.543608    11.00000   -1.20000
H10B  2    0.645843    0.556455    0.570093    11.00000   -1.20000
 
HKLF   4
 
REM  JS40 in P2(1)/c
REM R1 =  0.0326 for   1477 Fo > 4sig(Fo)  and  0.0404 for all   1713 data
REM    145 parameters refined using      0 restraints
 
END  
     
WGHT      0.0454      0.3543 
REM Highest difference peak  0.178,  deepest hole -0.202,  1-sigma level  0.044
Q1    1   1.0075  0.7665  0.4771  11.00000  0.05    0.18
Q2    1   0.4052  0.9595  0.2195  11.00000  0.05    0.16
Q3    1   0.4233  0.9907  0.3894  11.00000  0.05    0.13
Q4    1   0.8914  0.8173  0.5157  11.00000  0.05    0.13
Q5    1   0.5124  0.8707  0.3693  11.00000  0.05    0.13
;

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.08282(12) 0.72415(2) 0.49868(4) 0.04999(19) Uani 1 1 d . . .
O1 O 0.2274(4) 0.95606(9) 0.25730(19) 0.0870(6) Uani 1 1 d . . .
O2 O 0.5808(5) 1.00972(7) 0.36701(18) 0.0881(6) Uani 1 1 d . . .
O3 O 0.4672(4) 0.71722(7) 0.21570(14) 0.0672(5) Uani 1 1 d . . .
N1 N 0.4670(5) 0.96023(9) 0.33029(17) 0.0605(5) Uani 1 1 d . . .
N2 N 0.8460(4) 0.69246(7) 0.37603(14) 0.0488(4) Uani 1 1 d . . .
C1 C 0.9258(4) 0.79683(8) 0.46197(17) 0.0421(4) Uani 1 1 d . . .
C2 C 1.0080(5) 0.85244(9) 0.52255(17) 0.0487(5) Uani 1 1 d . . .
H2 H 1.1610 0.8536 0.5912 0.058 Uiso 1 1 calc R . .
C3 C 0.8553(5) 0.90552(9) 0.47748(18) 0.0513(5) Uani 1 1 d . . .
H3 H 0.9059 0.9434 0.5154 0.062 Uiso 1 1 calc R . .
C4 C 0.6254(5) 0.90256(9) 0.37528(18) 0.0478(5) Uani 1 1 d . . .
C5 C 0.5406(4) 0.84825(9) 0.31499(17) 0.0479(5) Uani 1 1 d . . .
H5 H 0.3846 0.8474 0.2472 0.057 Uiso 1 1 calc R . .
C6 C 0.6967(4) 0.79464(9) 0.35914(16) 0.0431(4) Uani 1 1 d . . .
C7 C 0.6497(5) 0.73251(9) 0.30664(17) 0.0478(5) Uani 1 1 d . . .
C8 C 0.8905(5) 0.62793(9) 0.34262(19) 0.0561(5) Uani 1 1 d . . .
H8A H 1.1077 0.6223 0.3342 0.067 Uiso 1 1 calc R . .
H8B H 0.7639 0.6202 0.2643 0.067 Uiso 1 1 calc R . .
C9 C 0.8100(6) 0.58095(10) 0.4287(2) 0.0651(6) Uani 1 1 d . . .
H9 H 0.8556 0.5399 0.4124 0.078 Uiso 1 1 calc R . .
C10 C 0.6855(6) 0.58995(13) 0.5227(2) 0.0753(7) Uani 1 1 d . . .
H10A H 0.6347 0.6300 0.5436 0.090 Uiso 1 1 calc R . .
H10B H 0.6458 0.5565 0.5701 0.090 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.7164(16) . ?
S1 C1 1.7294(18) . ?
O1 N1 1.215(3) . ?
O2 N1 1.217(2) . ?
O3 C7 1.228(2) . ?
N1 C4 1.468(2) . ?
N2 C7 1.362(3) . ?
N2 C8 1.461(2) . ?
C1 C6 1.393(3) . ?
C1 C2 1.394(3) . ?
C2 C3 1.375(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(3) . ?
C5 C6 1.388(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.463(3) . ?
C8 C9 1.482(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.280(3) . ?
C9 H9 0.9300 . ?
C10 H10A 0.9300 . ?
C10 H10B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 C1 90.57(8) . . ?
O1 N1 O2 123.10(19) . . ?
O1 N1 C4 117.90(19) . . ?
O2 N1 C4 119.00(19) . . ?
C7 N2 C8 123.51(17) . . ?
C7 N2 S1 116.13(13) . . ?
C8 N2 S1 119.87(14) . . ?
C6 C1 C2 121.51(17) . . ?
C6 C1 S1 111.39(14) . . ?
C2 C1 S1 127.10(15) . . ?
C3 C2 C1 117.83(18) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C4 120.03(18) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 122.91(18) . . ?
C5 C4 N1 118.73(18) . . ?
C3 C4 N1 118.36(18) . . ?
C4 C5 C6 117.31(17) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C5 C6 C1 120.40(18) . . ?
C5 C6 C7 126.17(17) . . ?
C1 C6 C7 113.43(17) . . ?
O3 C7 N2 124.08(18) . . ?
O3 C7 C6 127.44(18) . . ?
N2 C7 C6 108.48(16) . . ?
N2 C8 C9 115.23(18) . . ?
N2 C8 H8A 108.5 . . ?
C9 C8 H8A 108.5 . . ?
N2 C8 H8B 108.5 . . ?
C9 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C10 C9 C8 127.9(2) . . ?
C10 C9 H9 116.1 . . ?
C8 C9 H9 116.1 . . ?
C9 C10 H10A 120.0 . . ?
C9 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 S1 N2 C7 -0.27(16) . . . . ?
C1 S1 N2 C8 171.98(16) . . . . ?
N2 S1 C1 C6 0.78(14) . . . . ?
N2 S1 C1 C2 -178.72(19) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
S1 C1 C2 C3 179.40(15) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C2 C3 C4 N1 179.75(18) . . . . ?
O1 N1 C4 C5 14.5(3) . . . . ?
O2 N1 C4 C5 -165.3(2) . . . . ?
O1 N1 C4 C3 -165.5(2) . . . . ?
O2 N1 C4 C3 14.8(3) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
N1 C4 C5 C6 179.41(17) . . . . ?
C4 C5 C6 C1 1.1(3) . . . . ?
C4 C5 C6 C7 -178.01(18) . . . . ?
C2 C1 C6 C5 -0.8(3) . . . . ?
S1 C1 C6 C5 179.67(15) . . . . ?
C2 C1 C6 C7 178.42(17) . . . . ?
S1 C1 C6 C7 -1.1(2) . . . . ?
C8 N2 C7 O3 7.7(3) . . . . ?
S1 N2 C7 O3 179.64(17) . . . . ?
C8 N2 C7 C6 -172.22(18) . . . . ?
S1 N2 C7 C6 -0.3(2) . . . . ?
C5 C6 C7 O3 0.1(3) . . . . ?
C1 C6 C7 O3 -179.0(2) . . . . ?
C5 C6 C7 N2 -179.93(18) . . . . ?
C1 C6 C7 N2 0.9(2) . . . . ?
C7 N2 C8 C9 -120.1(2) . . . . ?
S1 N2 C8 C9 68.2(2) . . . . ?
N2 C8 C9 C10 5.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.51
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.044
_database_code_depnum_ccdc_archive 'CCDC 978032'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_JS_11

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H12 N2 O3 Se'
_chemical_formula_sum            'C15 H12 N2 O3 Se'
_chemical_formula_weight         347.23

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   6.5803(6)
_cell_length_b                   6.6436(6)
_cell_length_c                   32.419(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1417.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8551
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      27.41

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             696
_exptl_absorpt_coefficient_mu    2.661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5677
_exptl_absorpt_correction_T_max  0.7768
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16463
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         28.28
_reflns_number_total             3504
_reflns_number_gt                2862
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0363P)²+0.2955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_chemical_absolute_configuration unk
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.017(12)
_refine_ls_number_reflns         3504
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_iucr_refine_instruction_details 
;
TITL JS11 in P2(1)2(1)2(1)
CELL 0.71073 6.5803 6.6436 32.4194 90.000 90.000 90.000
ZERR 4.00 0.0006 0.0006 0.0031 0.000 0.000 0.000
LATT -1
SYMM x+1/2, -y+1/2, -z
SYMM -x, y+1/2, -z+1/2
SYMM -x+1/2, -y, z+1/2
SFAC C H N O SE
UNIT 60 48 8 12 4
TEMP 25
ACTA
HTAB
L.S. 12
SIZE 0.24 0.18 0.1
FMAP 2
PLAN 5
BOND $H
CONF
WGHT    0.036300    0.295500
FVAR       0.12596
SE1   5    0.449081    0.082639    0.846485    11.00000    0.02813    0.05961 =
         0.03306    0.00376   -0.00280   -0.00633
O1    4   -0.138129    0.052075    0.823314    11.00000    0.02792    0.09994 =
         0.03888    0.00443    0.00094   -0.00150
O2    4   -0.045138    0.072179    0.666664    11.00000    0.05652    0.10551 =
         0.04283    0.00446   -0.01392    0.00141
O3    4    0.256352    0.087320    0.641592    11.00000    0.07419    0.09437 =
         0.03053    0.00163    0.00547   -0.00641
N1    3    0.169224    0.060610    0.855997    11.00000    0.02567    0.05695 =
         0.03076    0.00426   -0.00097   -0.00137
N2    3    0.140288    0.084080    0.670674    11.00000    0.05280    0.05768 =
         0.03182    0.00664   -0.00241    0.00353
C8    1    0.088544    0.026518    0.898129    11.00000    0.02987    0.06089 =
         0.03353    0.00379    0.00292   -0.00637
AFIX  13
H8    2   -0.015755   -0.078265    0.896000    11.00000   -1.20000
AFIX   0
C9    1    0.258501   -0.057421    0.925002    11.00000    0.04070    0.06947 =
         0.02423    0.00651    0.00247   -0.00874
C10   1    0.362461    0.060138    0.952803    11.00000    0.06349    0.08193 =
         0.04275   -0.00862   -0.00237   -0.01711
AFIX  43
H10   2    0.322965    0.193020    0.956941    11.00000   -1.20000
AFIX   0
C11   1    0.525222   -0.017176    0.974689    11.00000    0.06703    0.14114 =
         0.05180   -0.00463   -0.02514   -0.02088
AFIX  43
H11   2    0.595195    0.063664    0.993310    11.00000   -1.20000
AFIX   0
C12   1    0.582829   -0.212845    0.968844    11.00000    0.05179    0.17014 =
         0.05030    0.03817   -0.00934    0.00384
AFIX  43
H12   2    0.691336   -0.265406    0.983738    11.00000   -1.20000
AFIX   0
C13   1    0.481641   -0.331500    0.941210    11.00000    0.08064    0.09051 =
         0.05723    0.02498    0.00237    0.01675
AFIX  43
H13   2    0.521950   -0.464106    0.937023    11.00000   -1.20000
AFIX   0
C14   1    0.319831   -0.253587    0.919630    11.00000    0.06348    0.06685 =
         0.04102    0.00746   -0.00550   -0.00749
AFIX  43
H14   2    0.250510   -0.335141    0.901039    11.00000   -1.20000
AFIX   0
C15   1   -0.015061    0.214447    0.914365    11.00000    0.06368    0.08278 =
         0.05836    0.00237    0.01414    0.02061
AFIX 137
H15A  2    0.083310    0.320222    0.917254    11.00000   -1.50000
H15B  2   -0.075086    0.186262    0.940729    11.00000   -1.50000
H15C  2   -0.118978    0.255800    0.895387    11.00000   -1.50000
AFIX   0
C7    1    0.049073    0.063756    0.822387    11.00000    0.02668    0.05081 =
         0.03508    0.00252    0.00081    0.00000
C2    1    0.170356    0.081040    0.784686    11.00000    0.02776    0.04273 =
         0.03031    0.00281    0.00058   -0.00089
C1    1    0.378639    0.097628    0.790363    11.00000    0.03096    0.03944 =
         0.02919    0.00435   -0.00113   -0.00223
C6    1    0.510526    0.115510    0.757193    11.00000    0.02931    0.04696 =
         0.04301    0.00657    0.00458   -0.00137
AFIX  43
H6    2    0.649371    0.130973    0.761512    11.00000   -1.20000
AFIX   0
C5    1    0.433012    0.110043    0.717864    11.00000    0.03660    0.04650 =
         0.03585    0.00521    0.00647    0.00090
AFIX  43
H5    2    0.519029    0.118723    0.695171    11.00000   -1.20000
AFIX   0
C4    1    0.223888    0.091326    0.712420    11.00000    0.04304    0.03977 =
         0.02830    0.00525   -0.00063    0.00309
C3    1    0.091975    0.076047    0.745025    11.00000    0.02729    0.05533 =
         0.03619    0.00115   -0.00367    0.00643
AFIX  43
H3    2   -0.047016    0.062631    0.740614    11.00000   -1.20000
HKLF   4
 
REM  JS11 in P2(1)2(1)2(1)
REM R1 =  0.0370 for   2862 Fo > 4sig(Fo)  and  0.0534 for all   3504 data
REM    191 parameters refined using      0 restraints
 
END  
     
WGHT      0.0363      0.2953 
REM Highest difference peak  0.690,  deepest hole -0.464,  1-sigma level  0.081
Q1    1   0.4400  0.2281  0.8470  11.00000  0.05    0.69
Q2    1   0.4467 -0.0759  0.8457  11.00000  0.05    0.62
Q3    1   0.4434 -0.0067  0.8159  11.00000  0.05    0.33
Q4    1   0.5656  0.0398  0.8463  11.00000  0.05    0.33
Q5    1   0.3536 -0.0039  0.7158  11.00000  0.05    0.30
;

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.44908(4) 0.08264(5) 0.846485(9) 0.04027(11) Uani 1 1 d . . .
O1 O -0.1381(3) 0.0521(5) 0.82331(7) 0.0556(7) Uani 1 1 d . . .
O2 O -0.0451(4) 0.0722(5) 0.66666(8) 0.0683(7) Uani 1 1 d . . .
O3 O 0.2564(4) 0.0873(5) 0.64159(7) 0.0664(7) Uani 1 1 d . . .
N1 N 0.1692(3) 0.0606(4) 0.85600(7) 0.0378(6) Uani 1 1 d . . .
N2 N 0.1403(5) 0.0841(6) 0.67067(8) 0.0474(6) Uani 1 1 d . . .
C8 C 0.0885(5) 0.0265(5) 0.89813(9) 0.0414(8) Uani 1 1 d . . .
H8 H -0.0158 -0.0783 0.8960 0.050 Uiso 1 1 calc R . .
C9 C 0.2585(5) -0.0574(6) 0.92500(9) 0.0448(8) Uani 1 1 d . . .
C10 C 0.3625(6) 0.0601(7) 0.95280(11) 0.0627(10) Uani 1 1 d . . .
H10 H 0.3230 0.1930 0.9569 0.075 Uiso 1 1 calc R . .
C11 C 0.5252(8) -0.0172(9) 0.97469(15) 0.0867(17) Uani 1 1 d . . .
H11 H 0.5952 0.0637 0.9933 0.104 Uiso 1 1 calc R . .
C12 C 0.5828(7) -0.2128(11) 0.96884(14) 0.0907(18) Uani 1 1 d . . .
H12 H 0.6913 -0.2654 0.9837 0.109 Uiso 1 1 calc R . .
C13 C 0.4816(8) -0.3315(7) 0.94121(14) 0.0761(13) Uani 1 1 d . . .
H13 H 0.5220 -0.4641 0.9370 0.091 Uiso 1 1 calc R . .
C14 C 0.3198(6) -0.2536(6) 0.91963(11) 0.0571(9) Uani 1 1 d . . .
H14 H 0.2505 -0.3351 0.9010 0.069 Uiso 1 1 calc R . .
C15 C -0.0151(6) 0.2144(6) 0.91436(12) 0.0683(12) Uani 1 1 d . . .
H15A H 0.0833 0.3202 0.9173 0.102 Uiso 1 1 calc R . .
H15B H -0.0751 0.1863 0.9407 0.102 Uiso 1 1 calc R . .
H15C H -0.1190 0.2558 0.8954 0.102 Uiso 1 1 calc R . .
C7 C 0.0491(5) 0.0638(5) 0.82239(9) 0.0375(6) Uani 1 1 d . . .
C2 C 0.1704(4) 0.0810(5) 0.78469(8) 0.0336(6) Uani 1 1 d . . .
C1 C 0.3786(4) 0.0976(5) 0.79036(8) 0.0332(6) Uani 1 1 d . . .
C6 C 0.5105(4) 0.1155(5) 0.75719(10) 0.0398(8) Uani 1 1 d . . .
H6 H 0.6494 0.1310 0.7615 0.048 Uiso 1 1 calc R . .
C5 C 0.4330(5) 0.1100(5) 0.71786(9) 0.0396(7) Uani 1 1 d . . .
H5 H 0.5190 0.1187 0.6952 0.048 Uiso 1 1 calc R . .
C4 C 0.2239(4) 0.0913(5) 0.71242(9) 0.0370(6) Uani 1 1 d . . .
C3 C 0.0920(4) 0.0760(6) 0.74502(9) 0.0396(7) Uani 1 1 d . . .
H3 H -0.0470 0.0626 0.7406 0.048 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 N1 1.873(2) . ?
Se1 C1 1.880(3) . ?
O1 C7 1.235(4) . ?
O2 N2 1.230(4) . ?
O3 N2 1.214(4) . ?
N1 C7 1.346(4) . ?
N1 C8 1.483(4) . ?
N2 C4 1.462(4) . ?
C8 C15 1.517(5) . ?
C8 C9 1.523(4) . ?
C8 H8 0.9800 . ?
C9 C10 1.375(5) . ?
C9 C14 1.375(6) . ?
C10 C11 1.384(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.367(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.367(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(6) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C7 C2 1.464(4) . ?
C2 C3 1.386(4) . ?
C2 C1 1.387(4) . ?
C1 C6 1.387(4) . ?
C6 C5 1.374(4) . ?
C6 H6 0.9300 . ?
C5 C4 1.393(4) . ?
C5 H5 0.9300 . ?
C4 C3 1.372(4) . ?
C3 H3 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Se1 C1 85.47(11) . . ?
C7 N1 C8 122.5(2) . . ?
C7 N1 Se1 116.29(19) . . ?
C8 N1 Se1 121.04(18) . . ?
O3 N2 O2 122.9(3) . . ?
O3 N2 C4 118.8(3) . . ?
O2 N2 C4 118.3(3) . . ?
N1 C8 C15 110.8(3) . . ?
N1 C8 C9 108.7(2) . . ?
C15 C8 C9 115.6(3) . . ?
N1 C8 H8 107.1 . . ?
C15 C8 H8 107.1 . . ?
C9 C8 H8 107.1 . . ?
C10 C9 C14 118.4(4) . . ?
C10 C9 C8 122.2(4) . . ?
C14 C9 C8 119.3(3) . . ?
C9 C10 C11 120.7(5) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.8(5) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 120.3(5) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 119.6(5) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C9 121.3(4) . . ?
C13 C14 H14 119.4 . . ?
C9 C14 H14 119.4 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O1 C7 N1 124.4(3) . . ?
O1 C7 C2 124.7(3) . . ?
N1 C7 C2 110.9(3) . . ?
C3 C2 C1 119.5(2) . . ?
C3 C2 C7 124.7(3) . . ?
C1 C2 C7 115.7(2) . . ?
C6 C1 C2 121.5(3) . . ?
C6 C1 Se1 126.9(2) . . ?
C2 C1 Se1 111.6(2) . . ?
C5 C6 C1 119.0(3) . . ?
C5 C6 H6 120.5 . . ?
C1 C6 H6 120.5 . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C3 C4 C5 122.3(3) . . ?
C3 C4 N2 118.2(3) . . ?
C5 C4 N2 119.5(3) . . ?
C4 C3 C2 118.5(2) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Se1 N1 C7 0.2(3) . . . . ?
C1 Se1 N1 C8 175.8(3) . . . . ?
C7 N1 C8 C15 -76.3(4) . . . . ?
Se1 N1 C8 C15 108.3(3) . . . . ?
C7 N1 C8 C9 155.6(3) . . . . ?
Se1 N1 C8 C9 -19.8(4) . . . . ?
N1 C8 C9 C10 102.1(3) . . . . ?
C15 C8 C9 C10 -23.1(4) . . . . ?
N1 C8 C9 C14 -73.6(4) . . . . ?
C15 C8 C9 C14 161.2(3) . . . . ?
C14 C9 C10 C11 0.2(5) . . . . ?
C8 C9 C10 C11 -175.5(4) . . . . ?
C9 C10 C11 C12 -0.4(7) . . . . ?
C10 C11 C12 C13 0.6(8) . . . . ?
C11 C12 C13 C14 -0.8(7) . . . . ?
C12 C13 C14 C9 0.6(6) . . . . ?
C10 C9 C14 C13 -0.3(5) . . . . ?
C8 C9 C14 C13 175.5(3) . . . . ?
C8 N1 C7 O1 4.9(6) . . . . ?
Se1 N1 C7 O1 -179.5(3) . . . . ?
C8 N1 C7 C2 -174.6(3) . . . . ?
Se1 N1 C7 C2 1.0(4) . . . . ?
O1 C7 C2 C3 -3.5(6) . . . . ?
N1 C7 C2 C3 176.0(3) . . . . ?
O1 C7 C2 C1 178.4(4) . . . . ?
N1 C7 C2 C1 -2.1(4) . . . . ?
C3 C2 C1 C6 2.0(5) . . . . ?
C7 C2 C1 C6 -179.8(3) . . . . ?
C3 C2 C1 Se1 -175.9(3) . . . . ?
C7 C2 C1 Se1 2.3(4) . . . . ?
N1 Se1 C1 C6 -179.1(3) . . . . ?
N1 Se1 C1 C2 -1.4(3) . . . . ?
C2 C1 C6 C5 -2.1(5) . . . . ?
Se1 C1 C6 C5 175.4(2) . . . . ?
C1 C6 C5 C4 1.4(5) . . . . ?
C6 C5 C4 C3 -0.7(6) . . . . ?
C6 C5 C4 N2 -179.6(3) . . . . ?
O3 N2 C4 C3 -176.4(4) . . . . ?
O2 N2 C4 C3 2.7(6) . . . . ?
O3 N2 C4 C5 2.6(5) . . . . ?
O2 N2 C4 C5 -178.4(4) . . . . ?
C5 C4 C3 C2 0.5(6) . . . . ?
N2 C4 C3 C2 179.4(3) . . . . ?
C1 C2 C3 C4 -1.1(5) . . . . ?
C7 C2 C3 C4 -179.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.690
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.081
_database_code_depnum_ccdc_archive 'CCDC 978033'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_JS07

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H10 N2 O3 Se'
_chemical_formula_sum            'C14 H10 N2 O3 Se'
_chemical_formula_weight         333.20

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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_symmetry_Int_Tables_number      56


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y+1/2, z'
'-x, -y, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'
'x-1/2, y-1/2, -z'

_cell_length_a                   25.121(3)
_cell_length_b                   8.1738(11)
_cell_length_c                   12.8146(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2631.3(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    24765
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      24.98

_exptl_crystal_description       block
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328
_exptl_absorpt_coefficient_mu    2.862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4518
_exptl_absorpt_correction_T_max  0.7628
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24765
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.62
_diffrn_reflns_theta_max         24.98
_reflns_number_total             2310
_reflns_number_gt                1919
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
Highest peak 3.76 at 1.25A from O1  
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1175P)²+11.4180P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2310
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0694
_refine_ls_wR_factor_ref         0.2041
_refine_ls_wR_factor_gt          0.1959
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_iucr_refine_instruction_details 
; 
TITL JS07 in Pccn
CELL 0.71073 25.1210 8.1738 12.8146 90.000 90.000 90.000
ZERR 8.00 0.0033 0.0011 0.0017 0.000 0.000 0.000
LATT 1
SYMM x+1/2, -y, -z+1/2
SYMM -x, y+1/2, -z+1/2
SYMM -x+1/2, -y+1/2, z
SFAC C H N O SE
UNIT 112 80 16 24 8
TEMP 25
L.S. 12
SIZE 0.33 0.18 0.1
ACTA
HTAB
CONF
BOND $H
OMIT 3 2 2
OMIT 4 1 3
OMIT -1 50
OMIT 11 0 2
PLAN 5
BOND
FMAP 2
WGHT    0.117400   11.449200
FVAR       0.07793
SE1   5    0.621321    0.214433    0.260571    11.00000    0.04092    0.05496 =
         0.03992   -0.00544    0.00481   -0.00642
O1    4    0.650147    0.258807   -0.039894    11.00000    0.06843    0.09494 =
         0.03389   -0.01588   -0.00809   -0.00944
N1    3    0.613582    0.186637    0.117368    11.00000    0.03753    0.04767 =
         0.05026   -0.01219   -0.00030   -0.00616
C7    1    0.648185    0.267435    0.055193    11.00000    0.04154    0.04983 =
         0.03731   -0.01061    0.00100    0.00228
C2    1    0.678501    0.353066    0.226622    11.00000    0.03260    0.04419 =
         0.04086   -0.00237   -0.00361    0.00590
C6    1    0.726385    0.456027    0.078205    11.00000    0.03441    0.04390 =
         0.04117   -0.00003    0.00602    0.00450
AFIX  43
H6    2    0.730906    0.465534    0.006430    11.00000   -1.20000
AFIX   0
C4    1    0.752566    0.527864    0.254330    11.00000    0.04350    0.04543 =
         0.05669   -0.00346   -0.01556    0.00094
AFIX  43
H4    2    0.775000    0.585492    0.298847    11.00000   -1.20000
AFIX   0
O3    4    0.834602    0.695038    0.166298    11.00000    0.04302    0.07060 =
         0.12132    0.00220   -0.00559   -0.01387
C9    1    0.517067    0.147113    0.096302    11.00000    0.02864    0.05174 =
         0.05887   -0.01755   -0.00386   -0.00548
C1    1    0.685531    0.363443    0.119545    11.00000    0.02832    0.04544 =
         0.03659   -0.00799   -0.00179    0.00496
N2    3    0.804370    0.632674    0.105811    11.00000    0.03622    0.04638 =
         0.07903   -0.00529    0.01096    0.00326
C5    1    0.760385    0.534211    0.146986    11.00000    0.04048    0.03757 =
         0.05737    0.00074    0.00127    0.00904
C8    1    0.571873    0.078189    0.077045    11.00000    0.03397    0.05932 =
         0.06869   -0.02390   -0.00771   -0.00605
AFIX  23
H8A   2    0.574787   -0.027862    0.110530    11.00000   -1.20000
H8B   2    0.576986    0.062724    0.002668    11.00000   -1.20000
AFIX   0
C3    1    0.711573    0.436122    0.294295    11.00000    0.04944    0.05383 =
         0.03818   -0.00349   -0.00973   -0.00374
AFIX  43
H3    2    0.706175    0.430055    0.365989    11.00000   -1.20000
AFIX   0
O2    4    0.807527    0.646185    0.012652    11.00000    0.08326    0.09484 =
         0.08202   -0.01888    0.03181   -0.03004
C14   1    0.496375    0.263380    0.029218    11.00000    0.05356    0.06623 =
         0.07783    0.00365   -0.00585   -0.00441
AFIX  43
H14   2    0.516490    0.298581   -0.027421    11.00000   -1.20000
AFIX   0
C11   1    0.436741    0.164004    0.196208    11.00000    0.06632    0.09512 =
         0.10679   -0.03702    0.03588   -0.01844
AFIX  43
H11   2    0.416256    0.128527    0.252264    11.00000   -1.20000
AFIX   0
C13   1    0.446967    0.326942    0.045005    11.00000    0.07884    0.06567 =
         0.12985   -0.00935   -0.02622    0.00654
AFIX  43
H13   2    0.432960    0.402612   -0.001721    11.00000   -1.20000
AFIX   0
C10   1    0.487139    0.098973    0.179643    11.00000    0.05752    0.06162 =
         0.06979   -0.01085    0.00019   -0.00506
AFIX  43
H10   2    0.500624    0.021732    0.225910    11.00000   -1.20000
AFIX   0
C12   1    0.417784    0.278381    0.130806    11.00000    0.03401    0.08421 =
         0.14467   -0.03787    0.00359    0.00127
AFIX  43
H12   2    0.384680    0.325296    0.143457    11.00000   -1.20000
 
HKLF   4
 
REM  JS07 in Pccn
REM R1 =  0.0694 for   1919 Fo > 4sig(Fo)  and  0.0797 for all   2310 data
REM    181 parameters refined using      0 restraints
 
END  
     
WGHT      0.1173     11.4594 
REM Highest difference peak  3.764,  deepest hole -0.594,  1-sigma level  0.129
Q1    1   0.6222  0.2004 -0.1119  11.00000  0.05    3.76
Q2    1   0.6249  0.2733  0.0836  11.00000  0.05    0.73
Q3    1   0.7521  0.5320  0.3846  11.00000  0.05    0.53
Q4    1   0.6065  0.3131  0.2359  11.00000  0.05    0.50
Q5    1   0.6364  0.2580  0.1817  11.00000  0.05    0.44 
;

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.62132(2) 0.21443(9) 0.26057(5) 0.0453(3) Uani 1 1 d . . .
O1 O 0.6501(2) 0.2588(8) -0.0399(4) 0.0658(15) Uani 1 1 d . . .
N1 N 0.6136(2) 0.1866(7) 0.1174(5) 0.0452(13) Uani 1 1 d . . .
C7 C 0.6482(3) 0.2674(8) 0.0552(5) 0.0429(14) Uani 1 1 d . . .
C2 C 0.6785(2) 0.3531(8) 0.2266(5) 0.0392(13) Uani 1 1 d . . .
C6 C 0.7264(2) 0.4560(8) 0.0782(5) 0.0398(13) Uani 1 1 d . . .
H6 H 0.7309 0.4655 0.0064 0.048 Uiso 1 1 calc R . .
C4 C 0.7526(3) 0.5279(9) 0.2543(5) 0.0485(16) Uani 1 1 d . . .
H4 H 0.7750 0.5855 0.2988 0.058 Uiso 1 1 calc R . .
O3 O 0.8346(2) 0.6950(7) 0.1663(6) 0.0783(18) Uani 1 1 d . . .
C9 C 0.5171(2) 0.1471(9) 0.0963(5) 0.0464(16) Uani 1 1 d . . .
C1 C 0.6855(2) 0.3634(8) 0.1195(4) 0.0368(13) Uani 1 1 d . . .
N2 N 0.8044(2) 0.6327(7) 0.1058(6) 0.0539(15) Uani 1 1 d . . .
C5 C 0.7604(2) 0.5342(8) 0.1470(5) 0.0451(14) Uani 1 1 d . . .
C8 C 0.5719(2) 0.0782(10) 0.0770(6) 0.0540(18) Uani 1 1 d . . .
H8A H 0.5748 -0.0279 0.1105 0.065 Uiso 1 1 calc R . .
H8B H 0.5770 0.0627 0.0027 0.065 Uiso 1 1 calc R . .
C3 C 0.7116(3) 0.4361(8) 0.2943(5) 0.0472(15) Uani 1 1 d . . .
H3 H 0.7062 0.4301 0.3660 0.057 Uiso 1 1 calc R . .
O2 O 0.8075(3) 0.6462(9) 0.0127(6) 0.087(2) Uani 1 1 d . . .
C14 C 0.4964(3) 0.2634(10) 0.0292(7) 0.066(2) Uani 1 1 d . . .
H14 H 0.5165 0.2986 -0.0274 0.079 Uiso 1 1 calc R . .
C11 C 0.4367(4) 0.1640(15) 0.1962(10) 0.089(3) Uani 1 1 d . . .
H11 H 0.4163 0.1285 0.2523 0.107 Uiso 1 1 calc R . .
C13 C 0.4470(4) 0.3269(13) 0.0450(11) 0.091(3) Uani 1 1 d . . .
H13 H 0.4330 0.4026 -0.0017 0.110 Uiso 1 1 calc R . .
C10 C 0.4871(3) 0.0990(10) 0.1796(6) 0.063(2) Uani 1 1 d . . .
H10 H 0.5006 0.0217 0.2259 0.076 Uiso 1 1 calc R . .
C12 C 0.4178(3) 0.2784(14) 0.1308(11) 0.088(3) Uani 1 1 d . . .
H12 H 0.3847 0.3253 0.1435 0.105 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 N1 1.859(6) . ?
Se1 C2 1.881(7) . ?
O1 C7 1.222(9) . ?
N1 C7 1.352(9) . ?
N1 C8 1.466(8) . ?
C7 C1 1.475(8) . ?
C2 C3 1.380(9) . ?
C2 C1 1.386(8) . ?
C6 C1 1.381(8) . ?
C6 C5 1.384(9) . ?
C6 H6 0.9300 . ?
C4 C3 1.373(9) . ?
C4 C5 1.390(9) . ?
C4 H4 0.9300 . ?
O3 N2 1.199(8) . ?
C9 C10 1.364(10) . ?
C9 C14 1.383(11) . ?
C9 C8 1.508(9) . ?
N2 O2 1.202(9) . ?
N2 C5 1.465(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C3 H3 0.9300 . ?
C14 C13 1.361(14) . ?
C14 H14 0.9300 . ?
C11 C12 1.343(17) . ?
C11 C10 1.389(13) . ?
C11 H11 0.9300 . ?
C13 C12 1.380(17) . ?
C13 H13 0.9300 . ?
C10 H10 0.9300 . ?
C12 H12 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Se1 C2 85.7(2) . . ?
C7 N1 C8 123.2(6) . . ?
C7 N1 Se1 117.1(4) . . ?
C8 N1 Se1 119.8(5) . . ?
O1 C7 N1 125.9(6) . . ?
O1 C7 C1 124.2(6) . . ?
N1 C7 C1 109.8(5) . . ?
C3 C2 C1 121.0(6) . . ?
C3 C2 Se1 127.7(5) . . ?
C1 C2 Se1 111.3(4) . . ?
C1 C6 C5 117.9(6) . . ?
C1 C6 H6 121.1 . . ?
C5 C6 H6 121.1 . . ?
C3 C4 C5 119.7(6) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C10 C9 C14 118.5(7) . . ?
C10 C9 C8 121.6(7) . . ?
C14 C9 C8 119.9(7) . . ?
C6 C1 C2 120.5(5) . . ?
C6 C1 C7 123.4(5) . . ?
C2 C1 C7 116.1(6) . . ?
O3 N2 O2 124.2(7) . . ?
O3 N2 C5 118.6(7) . . ?
O2 N2 C5 117.3(6) . . ?
C6 C5 C4 121.7(6) . . ?
C6 C5 N2 119.3(6) . . ?
C4 C5 N2 118.9(6) . . ?
N1 C8 C9 111.6(5) . . ?
N1 C8 H8A 109.3 . . ?
C9 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C4 C3 C2 119.1(6) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C13 C14 C9 120.9(9) . . ?
C13 C14 H14 119.6 . . ?
C9 C14 H14 119.6 . . ?
C12 C11 C10 119.6(10) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C14 C13 C12 119.6(10) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C9 C10 C11 120.8(9) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C11 C12 C13 120.6(9) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 Se1 N1 C7 0.2(5) . . . . ?
C2 Se1 N1 C8 179.0(5) . . . . ?
C8 N1 C7 O1 -1.6(11) . . . . ?
Se1 N1 C7 O1 177.2(6) . . . . ?
C8 N1 C7 C1 -179.0(6) . . . . ?
Se1 N1 C7 C1 -0.2(7) . . . . ?
N1 Se1 C2 C3 -179.2(6) . . . . ?
N1 Se1 C2 C1 -0.1(5) . . . . ?
C5 C6 C1 C2 1.4(9) . . . . ?
C5 C6 C1 C7 -176.9(6) . . . . ?
C3 C2 C1 C6 0.8(9) . . . . ?
Se1 C2 C1 C6 -178.4(5) . . . . ?
C3 C2 C1 C7 179.2(6) . . . . ?
Se1 C2 C1 C7 0.0(7) . . . . ?
O1 C7 C1 C6 1.0(11) . . . . ?
N1 C7 C1 C6 178.4(6) . . . . ?
O1 C7 C1 C2 -177.4(7) . . . . ?
N1 C7 C1 C2 0.1(8) . . . . ?
C1 C6 C5 C4 -3.3(9) . . . . ?
C1 C6 C5 N2 179.6(5) . . . . ?
C3 C4 C5 C6 2.9(10) . . . . ?
C3 C4 C5 N2 -180.0(6) . . . . ?
O3 N2 C5 C6 -177.4(6) . . . . ?
O2 N2 C5 C6 2.9(9) . . . . ?
O3 N2 C5 C4 5.4(9) . . . . ?
O2 N2 C5 C4 -174.2(7) . . . . ?
C7 N1 C8 C9 -112.6(7) . . . . ?
Se1 N1 C8 C9 68.6(7) . . . . ?
C10 C9 C8 N1 -97.2(8) . . . . ?
C14 C9 C8 N1 82.0(8) . . . . ?
C5 C4 C3 C2 -0.7(10) . . . . ?
C1 C2 C3 C4 -1.2(10) . . . . ?
Se1 C2 C3 C4 177.8(5) . . . . ?
C10 C9 C14 C13 -0.9(12) . . . . ?
C8 C9 C14 C13 179.9(8) . . . . ?
C9 C14 C13 C12 2.0(14) . . . . ?
C14 C9 C10 C11 0.7(11) . . . . ?
C8 C9 C10 C11 179.9(7) . . . . ?
C12 C11 C10 C9 -1.6(14) . . . . ?
C10 C11 C12 C13 2.7(15) . . . . ?
C14 C13 C12 C11 -2.9(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         3.764
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.129
_database_code_depnum_ccdc_archive 'CCDC 953727'
