# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2011


data_global
_journal_name_full               'Dalton Trans.'
_journal_coden_cambridge         0222
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       chhbsia@chem.iitb.ac.in
_publ_contact_author_name        'Harkesh B. Singh'
loop_
_publ_author_name
'Kriti Srivastava'
'Tapash Chakraborty'
'Harkesh B. Singh'
'Ray J. Butcher'

data_azo-sebr
_database_code_depnum_ccdc_archive 'CCDC 777091'
#TrackingRef '2673_web_deposit_cif_file_0_KritiSrivastava_1285926526.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H9 Br N2 Se'
_chemical_formula_sum            'C12 H9 Br N2 Se'
_chemical_formula_weight         340.08

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

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

_cell_length_a                   5.0040(3)
_cell_length_b                   15.4165(8)
_cell_length_c                   15.0856(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.843(3)
_cell_angle_gamma                90.00
_cell_volume                     1163.64(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3398
_cell_measurement_theta_min      4.7994
_cell_measurement_theta_max      32.5547

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.941
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    6.632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.32265
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  'Oxford Diffraction Gemini'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean 10.5081
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            9770
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_sigmaI/netI    0.0907
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.80
_diffrn_reflns_theta_max         33.10
_reflns_number_total             3831
_reflns_number_gt                2144
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0233P)^2^] where P=(Fo^2^+2Fc^2^)/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         3831
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0571
_refine_ls_wR_factor_gt          0.0526
_refine_ls_goodness_of_fit_ref   0.840
_refine_ls_restrained_S_all      0.840
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Se Se 0.21711(5) 0.880706(17) 0.189662(15) 0.02823(8) Uani 1 1 d . . .
Br Br 0.54523(5) 0.769680(18) 0.110705(17) 0.03940(9) Uani 1 1 d . . .
N1 N -0.0039(4) 0.96785(13) 0.25728(12) 0.0259(5) Uani 1 1 d . . .
N2 N 0.0344(4) 0.97451(13) 0.34061(12) 0.0288(5) Uani 1 1 d . . .
C1 C 0.3544(5) 0.86475(15) 0.30329(15) 0.0239(6) Uani 1 1 d . . .
C2 C 0.5587(5) 0.80871(16) 0.32905(15) 0.0295(6) Uani 1 1 d . . .
H2A H 0.6456 0.7728 0.2872 0.035 Uiso 1 1 calc R . .
C3 C 0.6301(5) 0.80708(17) 0.41692(16) 0.0320(6) Uani 1 1 d . . .
H3A H 0.7698 0.7692 0.4356 0.038 Uiso 1 1 calc R . .
C4 C 0.5056(5) 0.85903(17) 0.48080(16) 0.0336(6) Uani 1 1 d . . .
H4A H 0.5614 0.8554 0.5412 0.040 Uiso 1 1 calc R . .
C5 C 0.3052(5) 0.91456(18) 0.45667(16) 0.0336(6) Uani 1 1 d . . .
H5A H 0.2195 0.9498 0.4994 0.040 Uiso 1 1 calc R . .
C6 C 0.2304(5) 0.91788(16) 0.36768(15) 0.0262(6) Uani 1 1 d . . .
C7 C -0.1967(5) 1.02344(16) 0.21631(15) 0.0254(5) Uani 1 1 d . . .
C8 C -0.3618(5) 1.07520(17) 0.26798(17) 0.0325(6) Uani 1 1 d . . .
H8A H -0.3454 1.0745 0.3308 0.039 Uiso 1 1 calc R . .
C9 C -0.5488(5) 1.12735(17) 0.22669(18) 0.0379(7) Uani 1 1 d . . .
H9A H -0.6647 1.1625 0.2608 0.045 Uiso 1 1 calc R . .
C10 C -0.5667(6) 1.12813(17) 0.13514(18) 0.0376(7) Uani 1 1 d . . .
H10A H -0.6959 1.1640 0.1065 0.045 Uiso 1 1 calc R . .
C11 C -0.3981(5) 1.07715(18) 0.08432(17) 0.0381(7) Uani 1 1 d . . .
H11A H -0.4111 1.0790 0.0215 0.046 Uiso 1 1 calc R . .
C12 C -0.2117(5) 1.02368(18) 0.12529(16) 0.0352(7) Uani 1 1 d . . .
H12A H -0.0969 0.9880 0.0913 0.042 Uiso 1 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
Se 0.03094(15) 0.03101(15) 0.02254(12) -0.00064(11) -0.00648(9) 0.00085(12)
Br 0.04669(18) 0.04521(18) 0.02602(14) -0.00946(12) -0.00896(11) 0.01461(14)
N1 0.0277(11) 0.0249(12) 0.0250(11) 0.0030(9) -0.0025(8) -0.0014(10)
N2 0.0323(12) 0.0313(13) 0.0228(11) 0.0035(9) -0.0020(8) 0.0000(11)
C1 0.0261(14) 0.0218(14) 0.0236(12) 0.0001(10) -0.0053(9) -0.0034(11)
C2 0.0350(15) 0.0275(15) 0.0261(13) -0.0024(11) -0.0025(10) -0.0025(13)
C3 0.0336(15) 0.0314(16) 0.0306(14) 0.0054(12) -0.0095(11) 0.0019(13)
C4 0.0391(16) 0.0417(18) 0.0199(12) 0.0047(12) -0.0051(10) -0.0004(14)
C5 0.0388(16) 0.0398(16) 0.0221(13) -0.0013(12) -0.0018(11) 0.0025(14)
C6 0.0262(14) 0.0268(14) 0.0257(13) 0.0019(11) -0.0019(10) -0.0034(12)
C7 0.0246(13) 0.0240(14) 0.0276(13) 0.0024(11) -0.0019(10) -0.0036(12)
C8 0.0339(16) 0.0345(16) 0.0289(14) -0.0008(12) -0.0048(11) 0.0028(13)
C9 0.0353(16) 0.0306(17) 0.0477(17) -0.0040(13) -0.0008(12) 0.0037(13)
C10 0.0359(16) 0.0264(16) 0.0503(17) 0.0086(13) -0.0134(12) 0.0016(13)
C11 0.0458(18) 0.0383(17) 0.0300(14) 0.0071(13) -0.0068(12) 0.0028(15)
C12 0.0345(15) 0.0404(18) 0.0307(14) -0.0007(12) -0.0027(11) 0.0100(14)

_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
Se C1 1.854(2) . ?
Se N1 2.025(2) . ?
Se Br 2.6649(4) . ?
N1 N2 1.273(2) . ?
N1 C7 1.425(3) . ?
N2 C6 1.371(3) . ?
C1 C2 1.389(3) . ?
C1 C6 1.420(3) . ?
C2 C3 1.368(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.406(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.364(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H5A 0.9500 . ?
C7 C12 1.374(3) . ?
C7 C8 1.395(3) . ?
C8 C9 1.376(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.383(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.391(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.384(3) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?

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 Se N1 79.63(9) . . ?
C1 Se Br 96.06(7) . . ?
N1 Se Br 174.73(6) . . ?
N2 N1 C7 118.1(2) . . ?
N2 N1 Se 118.40(15) . . ?
C7 N1 Se 123.49(15) . . ?
N1 N2 C6 109.8(2) . . ?
C2 C1 C6 119.6(2) . . ?
C2 C1 Se 127.03(18) . . ?
C6 C1 Se 113.34(17) . . ?
C3 C2 C1 117.6(2) . . ?
C3 C2 H2A 121.2 . . ?
C1 C2 H2A 121.2 . . ?
C2 C3 C4 122.8(2) . . ?
C2 C3 H3A 118.6 . . ?
C4 C3 H3A 118.6 . . ?
C5 C4 C3 120.4(2) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C4 C5 C6 117.9(2) . . ?
C4 C5 H5A 121.1 . . ?
C6 C5 H5A 121.1 . . ?
N2 C6 C5 119.5(2) . . ?
N2 C6 C1 118.8(2) . . ?
C5 C6 C1 121.7(2) . . ?
C12 C7 C8 122.2(2) . . ?
C12 C7 N1 117.5(2) . . ?
C8 C7 N1 120.3(2) . . ?
C9 C8 C7 119.1(2) . . ?
C9 C8 H8A 120.5 . . ?
C7 C8 H8A 120.5 . . ?
C8 C9 C10 119.4(3) . . ?
C8 C9 H9A 120.3 . . ?
C10 C9 H9A 120.3 . . ?
C9 C10 C11 121.0(2) . . ?
C9 C10 H10A 119.5 . . ?
C11 C10 H10A 119.5 . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C7 C12 C11 118.3(2) . . ?
C7 C12 H12A 120.8 . . ?
C11 C12 H12A 120.8 . . ?

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 Se N1 N2 -0.87(17) . . . . ?
Br Se N1 N2 -36.3(7) . . . . ?
C1 Se N1 C7 177.87(19) . . . . ?
Br Se N1 C7 142.4(5) . . . . ?
C7 N1 N2 C6 -178.45(19) . . . . ?
Se N1 N2 C6 0.4(2) . . . . ?
N1 Se C1 C2 -178.4(2) . . . . ?
Br Se C1 C2 -1.5(2) . . . . ?
N1 Se C1 C6 1.07(17) . . . . ?
Br Se C1 C6 178.00(16) . . . . ?
C6 C1 C2 C3 0.5(3) . . . . ?
Se C1 C2 C3 179.90(18) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
N1 N2 C6 C5 179.8(2) . . . . ?
N1 N2 C6 C1 0.6(3) . . . . ?
C4 C5 C6 N2 -178.4(2) . . . . ?
C4 C5 C6 C1 0.8(4) . . . . ?
C2 C1 C6 N2 178.2(2) . . . . ?
Se C1 C6 N2 -1.3(3) . . . . ?
C2 C1 C6 C5 -1.0(4) . . . . ?
Se C1 C6 C5 179.51(19) . . . . ?
N2 N1 C7 C12 171.7(2) . . . . ?
Se N1 C7 C12 -7.0(3) . . . . ?
N2 N1 C7 C8 -8.2(3) . . . . ?
Se N1 C7 C8 173.08(17) . . . . ?
C12 C7 C8 C9 1.0(4) . . . . ?
N1 C7 C8 C9 -179.1(2) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C9 C10 C11 C12 0.9(4) . . . . ?
C8 C7 C12 C11 -0.2(4) . . . . ?
N1 C7 C12 C11 179.9(2) . . . . ?
C10 C11 C12 C7 -0.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.867
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.094

data_azo-sebr
_database_code_depnum_ccdc_archive 'CCDC 777092'
#TrackingRef '2673_web_deposit_cif_file_0_KritiSrivastava_1285926526.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H9 Br N2 Se'
_chemical_formula_sum            'C12 H9 Br N2 Se'
_chemical_formula_weight         340.08

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

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

_cell_length_a                   5.0040(3)
_cell_length_b                   15.4165(8)
_cell_length_c                   15.0856(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.843(3)
_cell_angle_gamma                90.00
_cell_volume                     1163.64(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3398
_cell_measurement_theta_min      4.7994
_cell_measurement_theta_max      32.5547

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.941
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    6.632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.32265
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  'Oxford Diffraction Gemini'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean 10.5081
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            9770
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_sigmaI/netI    0.0907
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.80
_diffrn_reflns_theta_max         33.10
_reflns_number_total             3831
_reflns_number_gt                2144
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET)
(compiled Jan 10 2008,16:37:18)
;

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0233P)^2^] where P=(Fo^2^+2Fc^2^)/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         3831
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0571
_refine_ls_wR_factor_gt          0.0526
_refine_ls_goodness_of_fit_ref   0.840
_refine_ls_restrained_S_all      0.840
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Se Se 0.21711(5) 0.880706(17) 0.189662(15) 0.02823(8) Uani 1 1 d . . .
Br Br 0.54523(5) 0.769680(18) 0.110705(17) 0.03940(9) Uani 1 1 d . . .
N1 N -0.0039(4) 0.96785(13) 0.25728(12) 0.0259(5) Uani 1 1 d . . .
N2 N 0.0344(4) 0.97451(13) 0.34061(12) 0.0288(5) Uani 1 1 d . . .
C1 C 0.3544(5) 0.86475(15) 0.30329(15) 0.0239(6) Uani 1 1 d . . .
C2 C 0.5587(5) 0.80871(16) 0.32905(15) 0.0295(6) Uani 1 1 d . . .
H2A H 0.6456 0.7728 0.2872 0.035 Uiso 1 1 calc R . .
C3 C 0.6301(5) 0.80708(17) 0.41692(16) 0.0320(6) Uani 1 1 d . . .
H3A H 0.7698 0.7692 0.4356 0.038 Uiso 1 1 calc R . .
C4 C 0.5056(5) 0.85903(17) 0.48080(16) 0.0336(6) Uani 1 1 d . . .
H4A H 0.5614 0.8554 0.5412 0.040 Uiso 1 1 calc R . .
C5 C 0.3052(5) 0.91456(18) 0.45667(16) 0.0336(6) Uani 1 1 d . . .
H5A H 0.2195 0.9498 0.4994 0.040 Uiso 1 1 calc R . .
C6 C 0.2304(5) 0.91788(16) 0.36768(15) 0.0262(6) Uani 1 1 d . . .
C7 C -0.1967(5) 1.02344(16) 0.21631(15) 0.0254(5) Uani 1 1 d . . .
C8 C -0.3618(5) 1.07520(17) 0.26798(17) 0.0325(6) Uani 1 1 d . . .
H8A H -0.3454 1.0745 0.3308 0.039 Uiso 1 1 calc R . .
C9 C -0.5488(5) 1.12735(17) 0.22669(18) 0.0379(7) Uani 1 1 d . . .
H9A H -0.6647 1.1625 0.2608 0.045 Uiso 1 1 calc R . .
C10 C -0.5667(6) 1.12813(17) 0.13514(18) 0.0376(7) Uani 1 1 d . . .
H10A H -0.6959 1.1640 0.1065 0.045 Uiso 1 1 calc R . .
C11 C -0.3981(5) 1.07715(18) 0.08432(17) 0.0381(7) Uani 1 1 d . . .
H11A H -0.4111 1.0790 0.0215 0.046 Uiso 1 1 calc R . .
C12 C -0.2117(5) 1.02368(18) 0.12529(16) 0.0352(7) Uani 1 1 d . . .
H12A H -0.0969 0.9880 0.0913 0.042 Uiso 1 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
Se 0.03094(15) 0.03101(15) 0.02254(12) -0.00064(11) -0.00648(9) 0.00085(12)
Br 0.04669(18) 0.04521(18) 0.02602(14) -0.00946(12) -0.00896(11) 0.01461(14)
N1 0.0277(11) 0.0249(12) 0.0250(11) 0.0030(9) -0.0025(8) -0.0014(10)
N2 0.0323(12) 0.0313(13) 0.0228(11) 0.0035(9) -0.0020(8) 0.0000(11)
C1 0.0261(14) 0.0218(14) 0.0236(12) 0.0001(10) -0.0053(9) -0.0034(11)
C2 0.0350(15) 0.0275(15) 0.0261(13) -0.0024(11) -0.0025(10) -0.0025(13)
C3 0.0336(15) 0.0314(16) 0.0306(14) 0.0054(12) -0.0095(11) 0.0019(13)
C4 0.0391(16) 0.0417(18) 0.0199(12) 0.0047(12) -0.0051(10) -0.0004(14)
C5 0.0388(16) 0.0398(16) 0.0221(13) -0.0013(12) -0.0018(11) 0.0025(14)
C6 0.0262(14) 0.0268(14) 0.0257(13) 0.0019(11) -0.0019(10) -0.0034(12)
C7 0.0246(13) 0.0240(14) 0.0276(13) 0.0024(11) -0.0019(10) -0.0036(12)
C8 0.0339(16) 0.0345(16) 0.0289(14) -0.0008(12) -0.0048(11) 0.0028(13)
C9 0.0353(16) 0.0306(17) 0.0477(17) -0.0040(13) -0.0008(12) 0.0037(13)
C10 0.0359(16) 0.0264(16) 0.0503(17) 0.0086(13) -0.0134(12) 0.0016(13)
C11 0.0458(18) 0.0383(17) 0.0300(14) 0.0071(13) -0.0068(12) 0.0028(15)
C12 0.0345(15) 0.0404(18) 0.0307(14) -0.0007(12) -0.0027(11) 0.0100(14)

_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
Se C1 1.854(2) . ?
Se N1 2.025(2) . ?
Se Br 2.6649(4) . ?
N1 N2 1.273(2) . ?
N1 C7 1.425(3) . ?
N2 C6 1.371(3) . ?
C1 C2 1.389(3) . ?
C1 C6 1.420(3) . ?
C2 C3 1.368(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.406(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.364(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H5A 0.9500 . ?
C7 C12 1.374(3) . ?
C7 C8 1.395(3) . ?
C8 C9 1.376(3) . ?
C8 H8A 0.9500 . ?
C9 C10 1.383(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.391(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.384(3) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?

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 Se N1 79.63(9) . . ?
C1 Se Br 96.06(7) . . ?
N1 Se Br 174.73(6) . . ?
N2 N1 C7 118.1(2) . . ?
N2 N1 Se 118.40(15) . . ?
C7 N1 Se 123.49(15) . . ?
N1 N2 C6 109.8(2) . . ?
C2 C1 C6 119.6(2) . . ?
C2 C1 Se 127.03(18) . . ?
C6 C1 Se 113.34(17) . . ?
C3 C2 C1 117.6(2) . . ?
C3 C2 H2A 121.2 . . ?
C1 C2 H2A 121.2 . . ?
C2 C3 C4 122.8(2) . . ?
C2 C3 H3A 118.6 . . ?
C4 C3 H3A 118.6 . . ?
C5 C4 C3 120.4(2) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C4 C5 C6 117.9(2) . . ?
C4 C5 H5A 121.1 . . ?
C6 C5 H5A 121.1 . . ?
N2 C6 C5 119.5(2) . . ?
N2 C6 C1 118.8(2) . . ?
C5 C6 C1 121.7(2) . . ?
C12 C7 C8 122.2(2) . . ?
C12 C7 N1 117.5(2) . . ?
C8 C7 N1 120.3(2) . . ?
C9 C8 C7 119.1(2) . . ?
C9 C8 H8A 120.5 . . ?
C7 C8 H8A 120.5 . . ?
C8 C9 C10 119.4(3) . . ?
C8 C9 H9A 120.3 . . ?
C10 C9 H9A 120.3 . . ?
C9 C10 C11 121.0(2) . . ?
C9 C10 H10A 119.5 . . ?
C11 C10 H10A 119.5 . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C7 C12 C11 118.3(2) . . ?
C7 C12 H12A 120.8 . . ?
C11 C12 H12A 120.8 . . ?

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 Se N1 N2 -0.87(17) . . . . ?
Br Se N1 N2 -36.3(7) . . . . ?
C1 Se N1 C7 177.87(19) . . . . ?
Br Se N1 C7 142.4(5) . . . . ?
C7 N1 N2 C6 -178.45(19) . . . . ?
Se N1 N2 C6 0.4(2) . . . . ?
N1 Se C1 C2 -178.4(2) . . . . ?
Br Se C1 C2 -1.5(2) . . . . ?
N1 Se C1 C6 1.07(17) . . . . ?
Br Se C1 C6 178.00(16) . . . . ?
C6 C1 C2 C3 0.5(3) . . . . ?
Se C1 C2 C3 179.90(18) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
N1 N2 C6 C5 179.8(2) . . . . ?
N1 N2 C6 C1 0.6(3) . . . . ?
C4 C5 C6 N2 -178.4(2) . . . . ?
C4 C5 C6 C1 0.8(4) . . . . ?
C2 C1 C6 N2 178.2(2) . . . . ?
Se C1 C6 N2 -1.3(3) . . . . ?
C2 C1 C6 C5 -1.0(4) . . . . ?
Se C1 C6 C5 179.51(19) . . . . ?
N2 N1 C7 C12 171.7(2) . . . . ?
Se N1 C7 C12 -7.0(3) . . . . ?
N2 N1 C7 C8 -8.2(3) . . . . ?
Se N1 C7 C8 173.08(17) . . . . ?
C12 C7 C8 C9 1.0(4) . . . . ?
N1 C7 C8 C9 -179.1(2) . . . . ?
C7 C8 C9 C10 -0.8(4) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C9 C10 C11 C12 0.9(4) . . . . ?
C8 C7 C12 C11 -0.2(4) . . . . ?
N1 C7 C12 C11 179.9(2) . . . . ?
C10 C11 C12 C7 -0.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.867
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.094

# Attachment '2675_web_deposit_cif_file_2_KritiSrivastava_1285926526.cif'

data_kr-azose
_database_code_depnum_ccdc_archive 'CCDC 777093'
#TrackingRef '2675_web_deposit_cif_file_2_KritiSrivastava_1285926526.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H9 I N2 Se'
_chemical_formula_sum            'C12 H9 I N2 Se'
_chemical_formula_weight         387.07

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

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

_cell_length_a                   4.7893(2)
_cell_length_b                   18.4538(10)
_cell_length_c                   13.7159(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.237(6)
_cell_angle_gamma                90.00
_cell_volume                     1211.94(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3144
_cell_measurement_theta_min      4.5257
_cell_measurement_theta_max      32.4011

_exptl_crystal_description       needle
_exptl_crystal_colour            red-brown
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.121
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             728
_exptl_absorpt_coefficient_mu    5.618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.77178
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  'Oxford Diffraction Gemini'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean 10.5081
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            10827
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_sigmaI/netI    0.1433
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.66
_diffrn_reflns_theta_max         32.45
_reflns_number_total             3995
_reflns_number_gt                1888
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0627P)^2^] where P=(Fo^2^+2Fc^2^)/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         3995
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1210
_refine_ls_wR_factor_gt          0.1101
_refine_ls_goodness_of_fit_ref   0.868
_refine_ls_restrained_S_all      0.868
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Se Se 0.26880(11) 0.22951(3) 0.19647(4) 0.03079(16) Uani 1 1 d . . .
I I -0.05772(8) 0.35716(2) 0.18736(3) 0.03925(15) Uani 1 1 d . . .
N1 N 0.4900(9) 0.1342(3) 0.1962(3) 0.0301(11) Uani 1 1 d . . .
N2 N 0.4445(9) 0.0912(3) 0.1271(4) 0.0311(11) Uani 1 1 d . . .
C1 C 0.1194(11) 0.1858(3) 0.0836(4) 0.0298(13) Uani 1 1 d . . .
C2 C -0.0922(11) 0.2128(3) 0.0210(4) 0.0317(13) Uani 1 1 d . . .
H2A H -0.1781 0.2581 0.0339 0.038 Uiso 1 1 calc R . .
C3 C -0.1717(13) 0.1731(3) -0.0581(5) 0.0379(14) Uani 1 1 d . . .
H3A H -0.3200 0.1905 -0.0989 0.045 Uiso 1 1 calc R . .
C4 C -0.0420(12) 0.1065(3) -0.0825(5) 0.0386(14) Uani 1 1 d . . .
H4A H -0.0980 0.0812 -0.1399 0.046 Uiso 1 1 calc R . .
C5 C 0.1643(12) 0.0790(4) -0.0226(5) 0.0387(14) Uani 1 1 d . . .
H5A H 0.2529 0.0344 -0.0376 0.046 Uiso 1 1 calc R . .
C6 C 0.2423(11) 0.1181(3) 0.0619(4) 0.0318(13) Uani 1 1 d . . .
C7 C 0.6859(10) 0.1143(3) 0.2729(4) 0.0268(11) Uani 1 1 d . . .
C8 C 0.8453(12) 0.0516(3) 0.2647(5) 0.0404(15) Uani 1 1 d . . .
H8A H 0.8277 0.0211 0.2091 0.048 Uiso 1 1 calc R . .
C9 C 1.0311(12) 0.0350(3) 0.3408(5) 0.0417(16) Uani 1 1 d . . .
H9A H 1.1432 -0.0073 0.3366 0.050 Uiso 1 1 calc R . .
C10 C 1.0560(12) 0.0779(4) 0.4209(5) 0.0432(16) Uani 1 1 d . . .
H10A H 1.1866 0.0656 0.4713 0.052 Uiso 1 1 calc R . .
C11 C 0.8931(12) 0.1396(3) 0.4300(5) 0.0390(15) Uani 1 1 d . . .
H11A H 0.9059 0.1689 0.4869 0.047 Uiso 1 1 calc R . .
C12 C 0.7105(12) 0.1572(4) 0.3535(5) 0.0382(15) Uani 1 1 d . . .
H12A H 0.6009 0.2000 0.3575 0.046 Uiso 1 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
Se 0.0352(3) 0.0298(3) 0.0272(3) -0.0022(3) -0.0032(2) -0.0035(2)
I 0.0470(2) 0.0308(2) 0.0395(3) -0.00435(19) -0.00877(18) 0.00479(18)
N1 0.034(2) 0.031(3) 0.025(3) -0.003(2) -0.003(2) -0.005(2)
N2 0.039(2) 0.028(3) 0.027(3) 0.004(2) 0.001(2) -0.005(2)
C1 0.037(3) 0.031(3) 0.021(3) 0.001(2) -0.003(2) -0.009(2)
C2 0.038(3) 0.024(3) 0.033(3) 0.002(3) -0.001(3) -0.007(2)
C3 0.047(3) 0.029(3) 0.038(4) 0.005(3) -0.001(3) -0.003(3)
C4 0.055(3) 0.034(3) 0.027(3) -0.014(3) -0.003(3) -0.008(3)
C5 0.044(3) 0.039(4) 0.033(4) -0.004(3) 0.002(3) -0.003(3)
C6 0.037(3) 0.032(3) 0.025(3) 0.007(3) -0.003(2) -0.004(3)
C7 0.034(3) 0.026(3) 0.020(3) 0.000(2) 0.001(2) -0.005(2)
C8 0.048(3) 0.033(3) 0.040(4) -0.008(3) -0.010(3) 0.000(3)
C9 0.052(3) 0.026(3) 0.047(4) 0.002(3) -0.010(3) 0.003(3)
C10 0.043(3) 0.047(4) 0.039(4) 0.005(3) -0.009(3) -0.012(3)
C11 0.047(3) 0.039(4) 0.031(3) -0.007(3) -0.003(3) -0.001(3)
C12 0.039(3) 0.043(4) 0.032(4) -0.005(3) -0.002(3) 0.006(3)

_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
Se C1 1.874(5) . ?
Se N1 2.053(5) . ?
Se I 2.8287(7) . ?
Se I 3.9983(7) 1_655 ?
N1 N2 1.251(6) . ?
N1 C7 1.442(7) . ?
N2 C6 1.395(7) . ?
C1 C2 1.405(8) . ?
C1 C6 1.415(8) . ?
C2 C3 1.358(8) . ?
C2 H2A 0.9500 . ?
C3 C4 1.420(9) . ?
C3 H3A 0.9500 . ?
C4 C5 1.369(8) . ?
C4 H4A 0.9500 . ?
C5 C6 1.408(8) . ?
C5 H5A 0.9500 . ?
C7 C12 1.363(8) . ?
C7 C8 1.393(8) . ?
C8 C9 1.390(9) . ?
C8 H8A 0.9500 . ?
C9 C10 1.358(9) . ?
C9 H9A 0.9500 . ?
C10 C11 1.386(9) . ?
C10 H10A 0.9500 . ?
C11 C12 1.390(9) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?

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 Se N1 79.5(2) . . ?
C1 Se I 96.95(18) . . ?
N1 Se I 176.39(13) . . ?
C1 Se I 121.43(17) . 1_655 ?
N1 Se I 95.04(12) . 1_655 ?
I Se I 87.339(17) . 1_655 ?
N2 N1 C7 119.4(5) . . ?
N2 N1 Se 117.6(4) . . ?
C7 N1 Se 123.0(4) . . ?
N1 N2 C6 111.5(5) . . ?
C2 C1 C6 118.9(5) . . ?
C2 C1 Se 127.5(4) . . ?
C6 C1 Se 113.6(4) . . ?
C3 C2 C1 118.9(5) . . ?
C3 C2 H2A 120.6 . . ?
C1 C2 H2A 120.6 . . ?
C2 C3 C4 122.6(6) . . ?
C2 C3 H3A 118.7 . . ?
C4 C3 H3A 118.7 . . ?
C5 C4 C3 119.6(6) . . ?
C5 C4 H4A 120.2 . . ?
C3 C4 H4A 120.2 . . ?
C4 C5 C6 118.6(6) . . ?
C4 C5 H5A 120.7 . . ?
C6 C5 H5A 120.7 . . ?
N2 C6 C5 120.9(5) . . ?
N2 C6 C1 117.7(5) . . ?
C5 C6 C1 121.4(5) . . ?
C12 C7 C8 120.7(5) . . ?
C12 C7 N1 119.1(5) . . ?
C8 C7 N1 120.2(5) . . ?
C9 C8 C7 117.8(6) . . ?
C9 C8 H8A 121.1 . . ?
C7 C8 H8A 121.1 . . ?
C10 C9 C8 121.5(6) . . ?
C10 C9 H9A 119.3 . . ?
C8 C9 H9A 119.3 . . ?
C9 C10 C11 120.8(6) . . ?
C9 C10 H10A 119.6 . . ?
C11 C10 H10A 119.6 . . ?
C10 C11 C12 118.1(6) . . ?
C10 C11 H11A 121.0 . . ?
C12 C11 H11A 121.0 . . ?
C7 C12 C11 121.2(6) . . ?
C7 C12 H12A 119.4 . . ?
C11 C12 H12A 119.4 . . ?

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 Se N1 N2 1.4(4) . . . . ?
I Se N1 N2 11(2) . . . . ?
I Se N1 N2 -119.7(4) 1_655 . . . ?
C1 Se N1 C7 -176.6(4) . . . . ?
I Se N1 C7 -166.5(19) . . . . ?
I Se N1 C7 62.4(4) 1_655 . . . ?
C7 N1 N2 C6 177.7(4) . . . . ?
Se N1 N2 C6 -0.3(6) . . . . ?
N1 Se C1 C2 178.3(5) . . . . ?
I Se C1 C2 -1.1(5) . . . . ?
I Se C1 C2 -92.2(5) 1_655 . . . ?
N1 Se C1 C6 -2.0(4) . . . . ?
I Se C1 C6 178.6(4) . . . . ?
I Se C1 C6 87.5(4) 1_655 . . . ?
C6 C1 C2 C3 0.0(8) . . . . ?
Se C1 C2 C3 179.6(4) . . . . ?
C1 C2 C3 C4 -2.5(9) . . . . ?
C2 C3 C4 C5 2.7(9) . . . . ?
C3 C4 C5 C6 -0.2(9) . . . . ?
N1 N2 C6 C5 178.5(5) . . . . ?
N1 N2 C6 C1 -1.5(7) . . . . ?
C4 C5 C6 N2 177.7(5) . . . . ?
C4 C5 C6 C1 -2.3(9) . . . . ?
C2 C1 C6 N2 -177.6(5) . . . . ?
Se C1 C6 N2 2.7(7) . . . . ?
C2 C1 C6 C5 2.4(8) . . . . ?
Se C1 C6 C5 -177.3(4) . . . . ?
N2 N1 C7 C12 -172.3(5) . . . . ?
Se N1 C7 C12 5.6(7) . . . . ?
N2 N1 C7 C8 7.1(8) . . . . ?
Se N1 C7 C8 -175.0(4) . . . . ?
C12 C7 C8 C9 -0.7(9) . . . . ?
N1 C7 C8 C9 179.9(5) . . . . ?
C7 C8 C9 C10 0.5(9) . . . . ?
C8 C9 C10 C11 0.9(10) . . . . ?
C9 C10 C11 C12 -2.0(9) . . . . ?
C8 C7 C12 C11 -0.5(9) . . . . ?
N1 C7 C12 C11 178.9(5) . . . . ?
C10 C11 C12 C7 1.8(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.913
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         2.822
_refine_diff_density_min         -1.048
_refine_diff_density_rms         0.193

# Attachment '2676_web_deposit_cif_file_3_KritiSrivastava_1285926526.cif'

data_kr-secl
_database_code_depnum_ccdc_archive 'CCDC 777094'
#TrackingRef '2676_web_deposit_cif_file_3_KritiSrivastava_1285926526.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H9 Cl N2 Se'
_chemical_formula_sum            'C12 H9 Cl N2 Se'
_chemical_formula_weight         295.62

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'
Cl Cl 0.1484 0.1585 '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_H-M   'P b c a'

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                   21.7803(5)
_cell_length_b                   7.4278(2)
_cell_length_c                   28.0087(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4531.2(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    22222
_cell_measurement_theta_min      4.4549
_cell_measurement_theta_max      32.4620

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2336
_exptl_absorpt_coefficient_mu    3.521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.58371
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  'Oxford Diffraction Gemini'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean 10.5081
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            127615
_diffrn_reflns_av_R_equivalents  0.1338
_diffrn_reflns_av_sigmaI/netI    0.1093
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         4.47
_diffrn_reflns_theta_max         32.53
_reflns_number_total             7919
_reflns_number_gt                3706
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0918P)^2^+14.7747P] where P=(Fo^2^+2Fc^2^)/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     SHELXL
_refine_ls_extinction_coef       0.00004(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         7919
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1585
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.2254
_refine_ls_wR_factor_gt          0.1548
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.77093(3) 0.58365(8) 0.27143(2) 0.03311(18) Uani 1 1 d . . .
Se2 Se 0.47929(3) 0.77195(8) 0.52879(2) 0.03302(18) Uani 1 1 d . . .
Cl1 Cl 0.66262(7) 0.6103(3) 0.29929(6) 0.0482(4) Uani 1 1 d . . .
Cl2 Cl 0.58500(7) 0.8611(2) 0.55779(5) 0.0393(3) Uani 1 1 d . . .
N1A N 0.8565(2) 0.5084(7) 0.19900(17) 0.0349(11) Uani 1 1 d . . .
N2A N 0.8529(2) 0.5574(7) 0.24296(17) 0.0337(10) Uani 1 1 d . . .
N1B N 0.4007(2) 0.6455(7) 0.45637(18) 0.0360(11) Uani 1 1 d . . .
N2B N 0.3995(2) 0.6937(6) 0.49995(17) 0.0315(10) Uani 1 1 d . . .
C1A C 0.7479(3) 0.5117(8) 0.2099(2) 0.0358(13) Uani 1 1 d . . .
C2A C 0.6888(3) 0.4831(8) 0.1921(2) 0.0380(13) Uani 1 1 d . . .
H2AA H 0.6539 0.4992 0.2120 0.046 Uiso 1 1 calc R . .
C3A C 0.6820(3) 0.4309(9) 0.1452(2) 0.0448(15) Uani 1 1 d . . .
H3AA H 0.6419 0.4154 0.1325 0.054 Uiso 1 1 calc R . .
C4A C 0.7330(3) 0.4001(10) 0.1155(2) 0.0485(17) Uani 1 1 d . . .
H4AA H 0.7268 0.3617 0.0835 0.058 Uiso 1 1 calc R . .
C5A C 0.7914(3) 0.4249(9) 0.1323(2) 0.0436(15) Uani 1 1 d . . .
H5AA H 0.8260 0.4051 0.1123 0.052 Uiso 1 1 calc R . .
C6A C 0.7989(3) 0.4811(8) 0.1803(2) 0.0338(12) Uani 1 1 d . . .
C7A C 0.9082(2) 0.5967(8) 0.2682(2) 0.0316(12) Uani 1 1 d . . .
C8A C 0.9572(3) 0.6761(9) 0.2450(2) 0.0425(14) Uani 1 1 d . . .
H8AA H 0.9538 0.7102 0.2124 0.051 Uiso 1 1 calc R . .
C9A C 1.0115(3) 0.7053(10) 0.2701(3) 0.0470(16) Uani 1 1 d . . .
H9AA H 1.0456 0.7592 0.2545 0.056 Uiso 1 1 calc R . .
C10A C 1.0161(3) 0.6561(10) 0.3178(3) 0.0454(15) Uani 1 1 d . . .
H10A H 1.0531 0.6774 0.3349 0.055 Uiso 1 1 calc R . .
C11A C 0.9666(3) 0.5756(9) 0.3402(3) 0.0438(15) Uani 1 1 d . . .
H11A H 0.9696 0.5413 0.3728 0.053 Uiso 1 1 calc R . .
C12A C 0.9130(3) 0.5453(9) 0.3155(2) 0.0376(13) Uani 1 1 d . . .
H12A H 0.8792 0.4890 0.3309 0.045 Uiso 1 1 calc R . .
C1B C 0.5071(3) 0.7150(8) 0.4672(2) 0.0315(12) Uani 1 1 d . . .
C2B C 0.5667(3) 0.7180(9) 0.4501(2) 0.0370(13) Uani 1 1 d . . .
H2BA H 0.5996 0.7585 0.4696 0.044 Uiso 1 1 calc R . .
C3B C 0.5774(3) 0.6603(9) 0.4036(2) 0.0398(14) Uani 1 1 d . . .
H3BA H 0.6181 0.6607 0.3915 0.048 Uiso 1 1 calc R . .
C4B C 0.5291(3) 0.6014(9) 0.3740(2) 0.0393(14) Uani 1 1 d . . .
H4BA H 0.5376 0.5654 0.3422 0.047 Uiso 1 1 calc R . .
C5B C 0.4704(3) 0.5953(9) 0.3905(2) 0.0394(14) Uani 1 1 d . . .
H5BA H 0.4380 0.5533 0.3707 0.047 Uiso 1 1 calc R . .
C6B C 0.4585(2) 0.6526(8) 0.43769(19) 0.0295(11) Uani 1 1 d . . .
C7B C 0.3432(3) 0.6802(8) 0.5256(2) 0.0344(12) Uani 1 1 d . . .
C8B C 0.2896(3) 0.6341(9) 0.5021(2) 0.0405(14) Uani 1 1 d . . .
H8BA H 0.2900 0.6131 0.4687 0.049 Uiso 1 1 calc R . .
C9B C 0.2356(3) 0.6188(10) 0.5276(3) 0.0506(18) Uani 1 1 d . . .
H9BA H 0.1987 0.5858 0.5118 0.061 Uiso 1 1 calc R . .
C10B C 0.2354(3) 0.6517(10) 0.5762(3) 0.0528(18) Uani 1 1 d . . .
H10B H 0.1980 0.6441 0.5935 0.063 Uiso 1 1 calc R . .
C11B C 0.2888(3) 0.6953(10) 0.5999(3) 0.0517(17) Uani 1 1 d . . .
H11B H 0.2883 0.7140 0.6334 0.062 Uiso 1 1 calc R . .
C12B C 0.3436(3) 0.7119(10) 0.5744(2) 0.0441(15) Uani 1 1 d . . .
H12B H 0.3805 0.7445 0.5902 0.053 Uiso 1 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
Se1 0.0321(3) 0.0386(3) 0.0287(3) -0.0006(2) 0.0013(2) 0.0022(2)
Se2 0.0328(3) 0.0378(3) 0.0284(3) -0.0001(2) -0.0010(2) -0.0006(2)
Cl1 0.0340(7) 0.0703(12) 0.0401(8) -0.0001(8) 0.0091(6) 0.0050(7)
Cl2 0.0358(7) 0.0509(9) 0.0312(7) -0.0032(6) -0.0057(5) -0.0047(6)
N1A 0.038(3) 0.036(3) 0.031(2) 0.003(2) 0.003(2) 0.001(2)
N2A 0.038(2) 0.036(3) 0.027(2) 0.005(2) 0.002(2) 0.000(2)
N1B 0.031(2) 0.043(3) 0.034(3) -0.006(2) -0.0050(19) 0.000(2)
N2B 0.025(2) 0.036(3) 0.033(3) 0.003(2) -0.0013(18) 0.0020(19)
C1A 0.046(3) 0.028(3) 0.034(3) 0.003(2) -0.005(3) 0.002(3)
C2A 0.032(3) 0.036(3) 0.046(3) 0.001(3) -0.001(2) -0.002(2)
C3A 0.056(4) 0.036(3) 0.042(4) 0.003(3) -0.005(3) -0.003(3)
C4A 0.060(4) 0.054(4) 0.031(3) 0.005(3) -0.005(3) -0.006(3)
C5A 0.060(4) 0.039(3) 0.032(3) -0.001(3) 0.008(3) 0.001(3)
C6A 0.042(3) 0.024(3) 0.035(3) -0.002(2) 0.001(2) 0.004(2)
C7A 0.025(2) 0.036(3) 0.034(3) 0.000(2) 0.001(2) 0.001(2)
C8A 0.042(3) 0.043(4) 0.043(4) -0.001(3) 0.003(3) -0.005(3)
C9A 0.033(3) 0.050(4) 0.058(4) -0.001(3) 0.006(3) -0.011(3)
C10A 0.039(3) 0.047(4) 0.051(4) -0.010(3) -0.006(3) 0.000(3)
C11A 0.043(3) 0.048(4) 0.040(4) -0.003(3) -0.001(3) -0.003(3)
C12A 0.033(3) 0.046(4) 0.034(3) -0.002(3) 0.005(2) -0.001(3)
C1B 0.039(3) 0.027(3) 0.028(3) 0.003(2) 0.000(2) -0.004(2)
C2B 0.024(2) 0.047(3) 0.040(3) 0.003(3) -0.005(2) 0.000(2)
C3B 0.035(3) 0.047(4) 0.038(3) 0.006(3) 0.008(2) 0.000(3)
C4B 0.048(3) 0.045(4) 0.025(3) -0.004(2) 0.004(2) -0.003(3)
C5B 0.035(3) 0.049(4) 0.033(3) -0.003(3) 0.002(2) -0.005(3)
C6B 0.026(2) 0.034(3) 0.028(3) 0.000(2) 0.000(2) 0.001(2)
C7B 0.029(3) 0.032(3) 0.042(3) 0.002(2) 0.001(2) 0.004(2)
C8B 0.037(3) 0.041(3) 0.044(4) -0.004(3) -0.003(3) -0.001(3)
C9B 0.028(3) 0.053(4) 0.071(5) 0.002(4) 0.003(3) 0.003(3)
C10B 0.039(4) 0.049(4) 0.070(5) 0.010(4) 0.018(3) 0.001(3)
C11B 0.053(4) 0.059(5) 0.043(4) -0.002(3) 0.012(3) 0.004(3)
C12B 0.038(3) 0.056(4) 0.038(3) -0.003(3) 0.005(3) 0.003(3)

_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 C1A 1.874(6) . ?
Se1 N2A 1.965(5) . ?
Se1 Cl1 2.4927(16) . ?
Se2 C1B 1.878(6) . ?
Se2 N2B 2.002(5) . ?
Se2 Cl2 2.5296(15) . ?
N1A N2A 1.286(7) . ?
N1A C6A 1.376(8) . ?
N2A C7A 1.428(7) . ?
N1B N2B 1.272(7) . ?
N1B C6B 1.365(7) . ?
N2B C7B 1.424(7) . ?
C1A C2A 1.396(8) . ?
C1A C6A 1.405(9) . ?
C2A C3A 1.380(9) . ?
C2A H2AA 0.9500 . ?
C3A C4A 1.405(10) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.369(10) . ?
C4A H4AA 0.9500 . ?
C5A C6A 1.418(8) . ?
C5A H5AA 0.9500 . ?
C7A C8A 1.381(8) . ?
C7A C12A 1.381(8) . ?
C8A C9A 1.393(9) . ?
C8A H8AA 0.9500 . ?
C9A C10A 1.388(10) . ?
C9A H9AA 0.9500 . ?
C10A C11A 1.385(9) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.377(9) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C1B C2B 1.384(8) . ?
C1B C6B 1.420(8) . ?
C2B C3B 1.390(9) . ?
C2B H2BA 0.9500 . ?
C3B C4B 1.408(9) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.360(8) . ?
C4B H4BA 0.9500 . ?
C5B C6B 1.411(8) . ?
C5B H5BA 0.9500 . ?
C7B C8B 1.383(8) . ?
C7B C12B 1.388(9) . ?
C8B C9B 1.381(9) . ?
C8B H8BA 0.9500 . ?
C9B C10B 1.384(11) . ?
C9B H9BA 0.9500 . ?
C10B C11B 1.377(10) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.396(9) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?

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
C1A Se1 N2A 80.9(2) . . ?
C1A Se1 Cl1 93.3(2) . . ?
N2A Se1 Cl1 174.13(15) . . ?
C1B Se2 N2B 81.0(2) . . ?
C1B Se2 Cl2 93.47(19) . . ?
N2B Se2 Cl2 174.44(14) . . ?
N2A N1A C6A 110.5(5) . . ?
N1A N2A C7A 118.7(5) . . ?
N1A N2A Se1 118.2(4) . . ?
C7A N2A Se1 123.0(4) . . ?
N2B N1B C6B 112.0(5) . . ?
N1B N2B C7B 118.7(5) . . ?
N1B N2B Se2 116.9(4) . . ?
C7B N2B Se2 124.4(4) . . ?
C2A C1A C6A 119.7(6) . . ?
C2A C1A Se1 128.2(5) . . ?
C6A C1A Se1 112.2(4) . . ?
C3A C2A C1A 118.7(6) . . ?
C3A C2A H2AA 120.7 . . ?
C1A C2A H2AA 120.7 . . ?
C2A C3A C4A 121.8(6) . . ?
C2A C3A H3AA 119.1 . . ?
C4A C3A H3AA 119.1 . . ?
C5A C4A C3A 120.6(6) . . ?
C5A C4A H4AA 119.7 . . ?
C3A C4A H4AA 119.7 . . ?
C4A C5A C6A 118.2(6) . . ?
C4A C5A H5AA 120.9 . . ?
C6A C5A H5AA 120.9 . . ?
N1A C6A C1A 118.2(5) . . ?
N1A C6A C5A 120.7(6) . . ?
C1A C6A C5A 121.1(6) . . ?
C8A C7A C12A 120.8(6) . . ?
C8A C7A N2A 120.3(5) . . ?
C12A C7A N2A 118.8(5) . . ?
C7A C8A C9A 119.0(6) . . ?
C7A C8A H8AA 120.5 . . ?
C9A C8A H8AA 120.5 . . ?
C10A C9A C8A 120.4(6) . . ?
C10A C9A H9AA 119.8 . . ?
C8A C9A H9AA 119.8 . . ?
C11A C10A C9A 119.6(6) . . ?
C11A C10A H10A 120.2 . . ?
C9A C10A H10A 120.2 . . ?
C12A C11A C10A 120.1(6) . . ?
C12A C11A H11A 119.9 . . ?
C10A C11A H11A 119.9 . . ?
C11A C12A C7A 120.1(6) . . ?
C11A C12A H12A 120.0 . . ?
C7A C12A H12A 120.0 . . ?
C2B C1B C6B 120.2(5) . . ?
C2B C1B Se2 128.1(5) . . ?
C6B C1B Se2 111.6(4) . . ?
C1B C2B C3B 118.4(5) . . ?
C1B C2B H2BA 120.8 . . ?
C3B C2B H2BA 120.8 . . ?
C2B C3B C4B 121.4(5) . . ?
C2B C3B H3BA 119.3 . . ?
C4B C3B H3BA 119.3 . . ?
C5B C4B C3B 120.9(6) . . ?
C5B C4B H4BA 119.6 . . ?
C3B C4B H4BA 119.6 . . ?
C4B C5B C6B 118.7(6) . . ?
C4B C5B H5BA 120.7 . . ?
C6B C5B H5BA 120.7 . . ?
N1B C6B C5B 121.1(5) . . ?
N1B C6B C1B 118.5(5) . . ?
C5B C6B C1B 120.4(5) . . ?
C8B C7B C12B 121.0(6) . . ?
C8B C7B N2B 120.4(5) . . ?
C12B C7B N2B 118.7(5) . . ?
C9B C8B C7B 119.7(6) . . ?
C9B C8B H8BA 120.2 . . ?
C7B C8B H8BA 120.2 . . ?
C8B C9B C10B 119.7(6) . . ?
C8B C9B H9BA 120.2 . . ?
C10B C9B H9BA 120.2 . . ?
C11B C10B C9B 120.9(6) . . ?
C11B C10B H10B 119.5 . . ?
C9B C10B H10B 119.5 . . ?
C10B C11B C12B 119.7(7) . . ?
C10B C11B H11B 120.1 . . ?
C12B C11B H11B 120.1 . . ?
C7B C12B C11B 119.0(6) . . ?
C7B C12B H12B 120.5 . . ?
C11B C12B H12B 120.5 . . ?

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
C6A N1A N2A C7A -178.4(5) . . . . ?
C6A N1A N2A Se1 -0.8(6) . . . . ?
C1A Se1 N2A N1A 0.3(4) . . . . ?
Cl1 Se1 N2A N1A -4.6(18) . . . . ?
C1A Se1 N2A C7A 177.9(5) . . . . ?
Cl1 Se1 N2A C7A 172.9(12) . . . . ?
C6B N1B N2B C7B -175.2(5) . . . . ?
C6B N1B N2B Se2 1.7(6) . . . . ?
C1B Se2 N2B N1B -0.9(4) . . . . ?
Cl2 Se2 N2B N1B -7.0(18) . . . . ?
C1B Se2 N2B C7B 175.8(5) . . . . ?
Cl2 Se2 N2B C7B 169.6(12) . . . . ?
N2A Se1 C1A C2A 178.5(6) . . . . ?
Cl1 Se1 C1A C2A -2.0(6) . . . . ?
N2A Se1 C1A C6A 0.2(4) . . . . ?
Cl1 Se1 C1A C6A 179.7(4) . . . . ?
C6A C1A C2A C3A -2.2(9) . . . . ?
Se1 C1A C2A C3A 179.7(5) . . . . ?
C1A C2A C3A C4A 2.2(10) . . . . ?
C2A C3A C4A C5A -1.4(10) . . . . ?
C3A C4A C5A C6A 0.4(10) . . . . ?
N2A N1A C6A C1A 1.0(7) . . . . ?
N2A N1A C6A C5A -179.5(5) . . . . ?
C2A C1A C6A N1A -179.2(5) . . . . ?
Se1 C1A C6A N1A -0.8(7) . . . . ?
C2A C1A C6A C5A 1.3(9) . . . . ?
Se1 C1A C6A C5A 179.7(5) . . . . ?
C4A C5A C6A N1A -179.9(6) . . . . ?
C4A C5A C6A C1A -0.4(9) . . . . ?
N1A N2A C7A C8A 34.9(8) . . . . ?
Se1 N2A C7A C8A -142.6(5) . . . . ?
N1A N2A C7A C12A -141.7(6) . . . . ?
Se1 N2A C7A C12A 40.8(7) . . . . ?
C12A C7A C8A C9A -0.6(9) . . . . ?
N2A C7A C8A C9A -177.1(6) . . . . ?
C7A C8A C9A C10A -0.3(10) . . . . ?
C8A C9A C10A C11A 0.7(11) . . . . ?
C9A C10A C11A C12A -0.2(10) . . . . ?
C10A C11A C12A C7A -0.6(10) . . . . ?
C8A C7A C12A C11A 1.0(9) . . . . ?
N2A C7A C12A C11A 177.7(6) . . . . ?
N2B Se2 C1B C2B -176.3(6) . . . . ?
Cl2 Se2 C1B C2B 3.1(6) . . . . ?
N2B Se2 C1B C6B -0.2(4) . . . . ?
Cl2 Se2 C1B C6B 179.2(4) . . . . ?
C6B C1B C2B C3B 0.5(9) . . . . ?
Se2 C1B C2B C3B 176.4(5) . . . . ?
C1B C2B C3B C4B 0.6(10) . . . . ?
C2B C3B C4B C5B -1.5(10) . . . . ?
C3B C4B C5B C6B 1.2(10) . . . . ?
N2B N1B C6B C5B 176.5(5) . . . . ?
N2B N1B C6B C1B -1.9(8) . . . . ?
C4B C5B C6B N1B -178.5(6) . . . . ?
C4B C5B C6B C1B -0.1(9) . . . . ?
C2B C1B C6B N1B 177.7(6) . . . . ?
Se2 C1B C6B N1B 1.2(7) . . . . ?
C2B C1B C6B C5B -0.8(9) . . . . ?
Se2 C1B C6B C5B -177.2(5) . . . . ?
N1B N2B C7B C8B -6.9(8) . . . . ?
Se2 N2B C7B C8B 176.5(5) . . . . ?
N1B N2B C7B C12B 172.4(6) . . . . ?
Se2 N2B C7B C12B -4.3(8) . . . . ?
C12B C7B C8B C9B -0.2(10) . . . . ?
N2B C7B C8B C9B 179.0(6) . . . . ?
C7B C8B C9B C10B 0.7(10) . . . . ?
C8B C9B C10B C11B -1.6(11) . . . . ?
C9B C10B C11B C12B 1.9(12) . . . . ?
C8B C7B C12B C11B 0.5(10) . . . . ?
N2B C7B C12B C11B -178.7(6) . . . . ?
C10B C11B C12B C7B -1.4(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.298
_refine_diff_density_min         -1.257
_refine_diff_density_rms         0.186

# Attachment '2677_web_deposit_cif_file_4_KritiSrivastava_1285926526.cif'

data_krmonose
_database_code_depnum_ccdc_archive 'CCDC 777095'
#TrackingRef '2677_web_deposit_cif_file_4_KritiSrivastava_1285926526.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 N4 Se'
_chemical_formula_sum            'C24 H18 N4 Se'
_chemical_formula_weight         441.38

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'

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

_cell_length_a                   6.6012(2)
_cell_length_b                   14.1846(5)
_cell_length_c                   21.3931(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.785(3)
_cell_angle_gamma                90.00
_cell_volume                     2002.18(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7456
_cell_measurement_theta_min      4.7582
_cell_measurement_theta_max      32.4616

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             896
_exptl_absorpt_coefficient_mu    1.893
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.47113
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  'Oxford Diffraction Gemini'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean 10.5081
_diffrn_standards_number         2
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <2%
_diffrn_reflns_number            20121
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_av_sigmaI/netI    0.0857
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         4.78
_diffrn_reflns_theta_max         32.53
_reflns_number_total             6503
_reflns_number_gt                4084
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May 8 2007,13:10:02)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0366P)^2^+16.0508P] where P=(Fo^2^+2Fc^2^)/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         6503
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1317
_refine_ls_R_factor_gt           0.0817
_refine_ls_wR_factor_ref         0.2109
_refine_ls_wR_factor_gt          0.1888
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
Se Se 0.85265(9) 0.18365(4) 0.00881(3) 0.02971(16) Uani 1 1 d . . .
N1A N 0.7607(7) 0.3294(3) -0.0943(2) 0.0304(10) Uani 1 1 d . . .
N2A N 0.6739(7) 0.3693(4) -0.1405(2) 0.0304(10) Uani 1 1 d . . .
N1B N 0.8441(7) 0.1575(3) 0.1593(2) 0.0276(9) Uani 1 1 d . . .
N2B N 0.7144(7) 0.1333(3) 0.1174(2) 0.0260(9) Uani 1 1 d . . .
C1A C 1.0101(8) 0.2133(4) -0.0644(2) 0.0254(10) Uani 1 1 d . . .
C2A C 1.1830(9) 0.1611(4) -0.0761(3) 0.0322(12) Uani 1 1 d . . .
H2AA H 1.2317 0.1162 -0.0463 0.039 Uiso 1 1 calc R . .
C3A C 1.2848(9) 0.1746(5) -0.1313(3) 0.0351(12) Uani 1 1 d . . .
H3AA H 1.4074 0.1416 -0.1380 0.042 Uiso 1 1 calc R . .
C4A C 1.2082(9) 0.2361(4) -0.1765(3) 0.0327(12) Uani 1 1 d . . .
H4AA H 1.2764 0.2440 -0.2146 0.039 Uiso 1 1 calc R . .
C5A C 1.0334(9) 0.2857(4) -0.1662(3) 0.0309(12) Uani 1 1 d . . .
H5AA H 0.9803 0.3273 -0.1974 0.037 Uiso 1 1 calc R . .
C6A C 0.9328(8) 0.2750(4) -0.1096(2) 0.0259(10) Uani 1 1 d . . .
C7A C 0.5044(8) 0.4250(4) -0.1248(3) 0.0276(11) Uani 1 1 d . . .
C8A C 0.4182(9) 0.4785(4) -0.1735(3) 0.0330(12) Uani 1 1 d . . .
H8AA H 0.4738 0.4763 -0.2139 0.040 Uiso 1 1 calc R . .
C9A C 0.2523(9) 0.5344(4) -0.1628(3) 0.0365(13) Uani 1 1 d . . .
H9AA H 0.1945 0.5715 -0.1957 0.044 Uiso 1 1 calc R . .
C10A C 0.1700(10) 0.5367(5) -0.1045(3) 0.0412(15) Uani 1 1 d . . .
H10A H 0.0554 0.5753 -0.0973 0.049 Uiso 1 1 calc R . .
C11A C 0.2543(10) 0.4827(5) -0.0563(3) 0.0417(15) Uani 1 1 d . . .
H11A H 0.1960 0.4835 -0.0162 0.050 Uiso 1 1 calc R . .
C12A C 0.4221(9) 0.4282(5) -0.0664(3) 0.0341(12) Uani 1 1 d . . .
H12A H 0.4816 0.3925 -0.0330 0.041 Uiso 1 1 calc R . .
C1B C 1.0376(7) 0.2286(4) 0.0730(2) 0.0226(9) Uani 1 1 d . . .
C2B C 1.2080(9) 0.2819(4) 0.0578(3) 0.0290(11) Uani 1 1 d . . .
H2BA H 1.2319 0.2958 0.0152 0.035 Uiso 1 1 calc R . .
C3B C 1.3410(9) 0.3145(4) 0.1035(3) 0.0315(11) Uani 1 1 d . . .
H3BA H 1.4548 0.3509 0.0922 0.038 Uiso 1 1 calc R . .
C4B C 1.3111(9) 0.2946(4) 0.1669(3) 0.0342(13) Uani 1 1 d . . .
H4BA H 1.4046 0.3163 0.1983 0.041 Uiso 1 1 calc R . .
C5B C 1.1447(9) 0.2433(4) 0.1824(2) 0.0306(12) Uani 1 1 d . . .
H5BA H 1.1226 0.2297 0.2251 0.037 Uiso 1 1 calc R . .
C6B C 1.0069(8) 0.2104(4) 0.1367(2) 0.0243(10) Uani 1 1 d . . .
C7B C 0.5521(8) 0.0777(4) 0.1381(2) 0.0237(10) Uani 1 1 d . . .
C8B C 0.5277(9) 0.0482(4) 0.1993(2) 0.0289(11) Uani 1 1 d . . .
H8BA H 0.6259 0.0644 0.2309 0.035 Uiso 1 1 calc R . .
C9B C 0.3611(9) -0.0046(4) 0.2140(3) 0.0338(13) Uani 1 1 d . . .
H9BA H 0.3457 -0.0253 0.2559 0.041 Uiso 1 1 calc R . .
C10B C 0.2158(9) -0.0280(4) 0.1688(3) 0.0350(13) Uani 1 1 d . . .
H10B H 0.1011 -0.0645 0.1794 0.042 Uiso 1 1 calc R . .
C11B C 0.2388(9) 0.0023(4) 0.1073(3) 0.0330(12) Uani 1 1 d . . .
H11B H 0.1384 -0.0123 0.0760 0.040 Uiso 1 1 calc R . .
C12B C 0.4078(8) 0.0534(4) 0.0923(2) 0.0276(11) Uani 1 1 d . . .
H12B H 0.4258 0.0721 0.0502 0.033 Uiso 1 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
Se 0.0303(3) 0.0374(3) 0.0213(2) 0.0040(2) -0.00018(18) -0.0046(3)
N1A 0.034(2) 0.030(2) 0.028(2) 0.0064(19) 0.0048(18) 0.003(2)
N2A 0.026(2) 0.036(3) 0.028(2) 0.005(2) -0.0019(18) 0.003(2)
N1B 0.028(2) 0.032(2) 0.024(2) -0.0017(18) 0.0021(17) -0.0027(18)
N2B 0.030(2) 0.026(2) 0.021(2) 0.0023(17) 0.0010(17) -0.0026(18)
C1A 0.026(2) 0.030(3) 0.021(2) 0.0035(19) -0.0004(19) 0.000(2)
C2A 0.033(3) 0.033(3) 0.030(3) 0.002(2) -0.001(2) 0.008(2)
C3A 0.032(3) 0.037(3) 0.036(3) -0.003(3) 0.005(2) 0.002(3)
C4A 0.034(3) 0.038(3) 0.027(3) 0.001(2) 0.008(2) -0.001(2)
C5A 0.033(3) 0.038(3) 0.023(2) 0.008(2) 0.008(2) -0.001(2)
C6A 0.028(2) 0.025(2) 0.025(2) -0.001(2) 0.001(2) 0.000(2)
C7A 0.021(2) 0.030(3) 0.032(3) 0.001(2) -0.002(2) -0.002(2)
C8A 0.030(3) 0.039(3) 0.030(3) 0.002(2) -0.002(2) -0.002(2)
C9A 0.031(3) 0.030(3) 0.047(4) 0.005(3) -0.008(3) 0.003(2)
C10A 0.036(3) 0.035(3) 0.053(4) -0.002(3) -0.004(3) 0.003(3)
C11A 0.033(3) 0.047(4) 0.046(4) -0.001(3) 0.014(3) 0.005(3)
C12A 0.032(3) 0.038(3) 0.033(3) 0.001(2) 0.007(2) 0.003(2)
C1B 0.023(2) 0.019(2) 0.026(2) -0.0013(18) 0.0038(18) 0.0020(18)
C2B 0.036(3) 0.024(2) 0.027(2) -0.001(2) 0.005(2) -0.006(2)
C3B 0.035(3) 0.030(3) 0.030(3) -0.003(2) 0.004(2) -0.008(2)
C4B 0.034(3) 0.036(3) 0.032(3) -0.006(2) -0.002(2) -0.006(2)
C5B 0.036(3) 0.036(3) 0.019(2) -0.002(2) -0.001(2) -0.001(2)
C6B 0.025(2) 0.024(2) 0.024(2) -0.0051(19) 0.0043(19) -0.0006(19)
C7B 0.025(2) 0.025(2) 0.022(2) 0.0014(19) 0.0014(18) 0.0012(19)
C8B 0.032(3) 0.034(3) 0.021(2) 0.001(2) 0.005(2) -0.004(2)
C9B 0.034(3) 0.038(3) 0.030(3) 0.003(2) 0.008(2) -0.004(2)
C10B 0.029(3) 0.032(3) 0.044(3) -0.007(3) 0.007(2) -0.005(2)
C11B 0.027(3) 0.034(3) 0.039(3) -0.005(2) 0.000(2) -0.001(2)
C12B 0.032(3) 0.028(3) 0.023(2) -0.001(2) -0.006(2) 0.001(2)

_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
Se C1B 1.918(5) . ?
Se C1A 1.953(5) . ?
N1A N2A 1.260(6) . ?
N1A C6A 1.419(7) . ?
N2A C7A 1.418(7) . ?
N1B N2B 1.268(6) . ?
N1B C6B 1.409(7) . ?
N2B C7B 1.412(7) . ?
C1A C6A 1.389(7) . ?
C1A C2A 1.389(8) . ?
C2A C3A 1.389(8) . ?
C2A H2AA 0.9500 . ?
C3A C4A 1.387(8) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.375(8) . ?
C4A H4AA 0.9500 . ?
C5A C6A 1.408(7) . ?
C5A H5AA 0.9500 . ?
C7A C12A 1.380(8) . ?
C7A C8A 1.395(8) . ?
C8A C9A 1.377(8) . ?
C8A H8AA 0.9500 . ?
C9A C10A 1.376(10) . ?
C9A H9AA 0.9500 . ?
C10A C11A 1.388(9) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.374(8) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C1B C2B 1.403(7) . ?
C1B C6B 1.407(7) . ?
C2B C3B 1.374(8) . ?
C2B H2BA 0.9500 . ?
C3B C4B 1.404(8) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.367(8) . ?
C4B H4BA 0.9500 . ?
C5B C6B 1.395(7) . ?
C5B H5BA 0.9500 . ?
C7B C12B 1.387(7) . ?
C7B C8B 1.391(7) . ?
C8B C9B 1.375(8) . ?
C8B H8BA 0.9500 . ?
C9B C10B 1.382(8) . ?
C9B H9BA 0.9500 . ?
C10B C11B 1.395(9) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.377(8) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?

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
C1B Se C1A 99.2(2) . . ?
N2A N1A C6A 114.3(5) . . ?
N1A N2A C7A 114.1(5) . . ?
N2B N1B C6B 114.0(4) . . ?
N1B N2B C7B 115.6(4) . . ?
C6A C1A C2A 119.8(5) . . ?
C6A C1A Se 120.0(4) . . ?
C2A C1A Se 119.4(4) . . ?
C3A C2A C1A 120.1(5) . . ?
C3A C2A H2AA 120.0 . . ?
C1A C2A H2AA 120.0 . . ?
C2A C3A C4A 120.3(5) . . ?
C2A C3A H3AA 119.9 . . ?
C4A C3A H3AA 119.9 . . ?
C5A C4A C3A 119.9(5) . . ?
C5A C4A H4AA 120.0 . . ?
C3A C4A H4AA 120.0 . . ?
C4A C5A C6A 120.3(5) . . ?
C4A C5A H5AA 119.9 . . ?
C6A C5A H5AA 119.9 . . ?
C1A C6A C5A 119.5(5) . . ?
C1A C6A N1A 117.5(5) . . ?
C5A C6A N1A 122.8(5) . . ?
C12A C7A C8A 119.7(5) . . ?
C12A C7A N2A 124.6(5) . . ?
C8A C7A N2A 115.7(5) . . ?
C9A C8A C7A 119.8(6) . . ?
C9A C8A H8AA 120.1 . . ?
C7A C8A H8AA 120.1 . . ?
C8A C9A C10A 120.3(6) . . ?
C8A C9A H9AA 119.9 . . ?
C10A C9A H9AA 119.9 . . ?
C9A C10A C11A 120.0(6) . . ?
C9A C10A H10A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C12A C11A C10A 120.0(6) . . ?
C12A C11A H11A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C12A C7A 120.2(6) . . ?
C11A C12A H12A 119.9 . . ?
C7A C12A H12A 119.9 . . ?
C2B C1B C6B 117.7(5) . . ?
C2B C1B Se 120.7(4) . . ?
C6B C1B Se 121.7(4) . . ?
C3B C2B C1B 121.0(5) . . ?
C3B C2B H2BA 119.5 . . ?
C1B C2B H2BA 119.5 . . ?
C2B C3B C4B 121.0(5) . . ?
C2B C3B H3BA 119.5 . . ?
C4B C3B H3BA 119.5 . . ?
C5B C4B C3B 118.6(5) . . ?
C5B C4B H4BA 120.7 . . ?
C3B C4B H4BA 120.7 . . ?
C4B C5B C6B 121.3(5) . . ?
C4B C5B H5BA 119.4 . . ?
C6B C5B H5BA 119.4 . . ?
C5B C6B C1B 120.5(5) . . ?
C5B C6B N1B 115.1(5) . . ?
C1B C6B N1B 124.4(5) . . ?
C12B C7B C8B 119.5(5) . . ?
C12B C7B N2B 115.4(5) . . ?
C8B C7B N2B 125.0(5) . . ?
C9B C8B C7B 119.8(5) . . ?
C9B C8B H8BA 120.1 . . ?
C7B C8B H8BA 120.1 . . ?
C8B C9B C10B 120.9(6) . . ?
C8B C9B H9BA 119.6 . . ?
C10B C9B H9BA 119.6 . . ?
C9B C10B C11B 119.5(5) . . ?
C9B C10B H10B 120.2 . . ?
C11B C10B H10B 120.2 . . ?
C12B C11B C10B 119.6(5) . . ?
C12B C11B H11B 120.2 . . ?
C10B C11B H11B 120.2 . . ?
C11B C12B C7B 120.7(5) . . ?
C11B C12B H12B 119.7 . . ?
C7B C12B H12B 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
C6A N1A N2A C7A -178.8(5) . . . . ?
C6B N1B N2B C7B 178.2(4) . . . . ?
C1B Se C1A C6A -119.4(4) . . . . ?
C1B Se C1A C2A 70.9(5) . . . . ?
C6A C1A C2A C3A 3.6(9) . . . . ?
Se C1A C2A C3A 173.3(5) . . . . ?
C1A C2A C3A C4A -3.7(9) . . . . ?
C2A C3A C4A C5A 1.6(9) . . . . ?
C3A C4A C5A C6A 0.6(9) . . . . ?
C2A C1A C6A C5A -1.4(8) . . . . ?
Se C1A C6A C5A -171.0(4) . . . . ?
C2A C1A C6A N1A -177.5(5) . . . . ?
Se C1A C6A N1A 12.8(7) . . . . ?
C4A C5A C6A C1A -0.7(9) . . . . ?
C4A C5A C6A N1A 175.2(5) . . . . ?
N2A N1A C6A C1A -166.5(5) . . . . ?
N2A N1A C6A C5A 17.5(8) . . . . ?
N1A N2A C7A C12A -7.6(8) . . . . ?
N1A N2A C7A C8A 173.2(5) . . . . ?
C12A C7A C8A C9A 0.3(9) . . . . ?
N2A C7A C8A C9A 179.6(5) . . . . ?
C7A C8A C9A C10A -0.8(9) . . . . ?
C8A C9A C10A C11A 0.1(10) . . . . ?
C9A C10A C11A C12A 1.1(10) . . . . ?
C10A C11A C12A C7A -1.6(10) . . . . ?
C8A C7A C12A C11A 0.8(9) . . . . ?
N2A C7A C12A C11A -178.4(6) . . . . ?
C1A Se C1B C2B 10.4(5) . . . . ?
C1A Se C1B C6B -170.3(4) . . . . ?
C6B C1B C2B C3B 0.6(8) . . . . ?
Se C1B C2B C3B 179.9(4) . . . . ?
C1B C2B C3B C4B 0.6(9) . . . . ?
C2B C3B C4B C5B -1.0(9) . . . . ?
C3B C4B C5B C6B 0.4(9) . . . . ?
C4B C5B C6B C1B 0.8(9) . . . . ?
C4B C5B C6B N1B 179.2(5) . . . . ?
C2B C1B C6B C5B -1.2(8) . . . . ?
Se C1B C6B C5B 179.5(4) . . . . ?
C2B C1B C6B N1B -179.5(5) . . . . ?
Se C1B C6B N1B 1.2(7) . . . . ?
N2B N1B C6B C5B 176.0(5) . . . . ?
N2B N1B C6B C1B -5.6(8) . . . . ?
N1B N2B C7B C12B 178.4(5) . . . . ?
N1B N2B C7B C8B -0.7(8) . . . . ?
C12B C7B C8B C9B -0.2(8) . . . . ?
N2B C7B C8B C9B 179.0(5) . . . . ?
C7B C8B C9B C10B -0.7(9) . . . . ?
C8B C9B C10B C11B 0.1(9) . . . . ?
C9B C10B C11B C12B 1.3(9) . . . . ?
C10B C11B C12B C7B -2.2(9) . . . . ?
C8B C7B C12B C11B 1.6(8) . . . . ?
N2B C7B C12B C11B -177.6(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.896
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         1.795
_refine_diff_density_min         -0.769
_refine_diff_density_rms         0.154