# Electronic Supplementary Material (ESI) for Polymer Chemistry
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               Polym.Chem.
_journal_coden_cambridge         1478
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
loop_
_publ_author_name
'Jaewon Choi'
'So Yeon Park'
'Hye Yun Yang'
'Hae Jin Kim'
'Kyuwook Ihm'
;
Jeong Ho Nam
;
'Joung Real Ahn'
'Seung Uk Son'
_publ_contact_author_name        'Seung Uk Son'
_publ_contact_author_email       sson@skku.edu

data_cjwp21c
_database_code_depnum_ccdc_archive 'CCDC 745623'
#TrackingRef 'cjwp21c.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H12 Cl2 Hg N2 Se'
_chemical_formula_sum            'C11 H12 Cl2 Hg N2 Se'
_chemical_formula_weight         522.68

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'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c '
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   8.858(4)
_cell_length_b                   16.147(8)
_cell_length_c                   10.691(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.088(17)
_cell_angle_gamma                90.00
_cell_volume                     1426.8(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    13.692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1704
_exptl_absorpt_correction_T_max  0.2332
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11859
_diffrn_reflns_av_R_equivalents  0.1355
_diffrn_reflns_av_sigmaI/netI    0.1992
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         28.43
_reflns_number_total             3498
_reflns_number_gt                1742
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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^)+(0.0000P)^2^+0.0000P] 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       0.0006(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3498
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1522
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1355
_refine_ls_wR_factor_gt          0.1052
_refine_ls_goodness_of_fit_ref   0.910
_refine_ls_restrained_S_all      0.910
_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
C1 C 0.3607(11) 0.5096(6) 0.7797(9) 0.035(2) Uani 1 1 d . . .
C2 C 0.1270(13) 0.5761(6) 0.7041(11) 0.045(3) Uani 1 1 d . . .
H2 H 0.0164 0.5868 0.6689 0.054 Uiso 1 1 calc R . .
C3 C 0.2452(14) 0.6311(7) 0.7427(10) 0.045(3) Uani 1 1 d . . .
H3 H 0.2325 0.6883 0.7397 0.054 Uiso 1 1 calc R . .
C4 C 0.5494(14) 0.6312(8) 0.8366(12) 0.067(3) Uani 1 1 d . . .
H4A H 0.5350 0.6902 0.8303 0.100 Uiso 1 1 calc R . .
H4B H 0.6104 0.6140 0.7829 0.100 Uiso 1 1 calc R . .
H4C H 0.6067 0.6160 0.9284 0.100 Uiso 1 1 calc R . .
C5 C 0.1173(14) 0.4208(6) 0.6925(11) 0.045(3) Uani 1 1 d . . .
H5A H 0.1795 0.3842 0.6575 0.054 Uiso 1 1 calc R . .
H5B H 0.0137 0.4302 0.6214 0.054 Uiso 1 1 calc R . .
C6 C 0.0882(11) 0.3778(6) 0.8066(9) 0.036(2) Uani 1 1 d . . .
C7 C 0.1566(13) 0.3005(6) 0.8501(11) 0.056(3) Uani 1 1 d . . .
H7 H 0.2250 0.2760 0.8121 0.067 Uiso 1 1 calc R . .
C8 C 0.1214(17) 0.2605(8) 0.9509(13) 0.069(4) Uani 1 1 d . . .
H8 H 0.1671 0.2090 0.9804 0.083 Uiso 1 1 calc R . .
C9 C 0.0232(15) 0.2943(9) 1.0069(13) 0.073(4) Uani 1 1 d . . .
H9 H -0.0001 0.2655 1.0731 0.087 Uiso 1 1 calc R . .
C10 C -0.0438(15) 0.3714(9) 0.9674(12) 0.067(4) Uani 1 1 d . . .
H10 H -0.1109 0.3957 1.0068 0.081 Uiso 1 1 calc R . .
C11 C -0.0075(15) 0.4118(7) 0.8664(10) 0.051(3) Uani 1 1 d . . .
H11 H -0.0509 0.4641 0.8393 0.061 Uiso 1 1 calc R . .
N1 N 0.3885(11) 0.5899(5) 0.7875(8) 0.046(2) Uani 1 1 d . . .
N2 N 0.2018(10) 0.4993(5) 0.7269(8) 0.041(2) Uani 1 1 d . . .
Cl1 Cl 0.7067(3) 0.53794(17) 0.5659(3) 0.0574(8) Uani 1 1 d . . .
Cl2 Cl 0.6476(5) 0.2960(2) 0.5163(3) 0.0813(11) Uani 1 1 d . . .
Se1 Se 0.51696(15) 0.42581(8) 0.83822(12) 0.0599(4) Uani 1 1 d . . .
Hg1 Hg 0.56394(5) 0.40432(3) 0.62458(5) 0.0548(2) Uani 1 1 d . . .

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
C1 0.035(5) 0.048(6) 0.024(5) -0.008(4) 0.014(4) 0.000(4)
C2 0.036(6) 0.054(7) 0.042(6) -0.004(5) 0.011(5) 0.005(5)
C3 0.054(7) 0.043(6) 0.041(6) 0.001(5) 0.019(5) 0.009(5)
C4 0.056(8) 0.088(9) 0.065(8) -0.005(7) 0.032(7) -0.030(7)
C5 0.051(6) 0.042(6) 0.040(6) 0.000(5) 0.015(5) -0.006(5)
C6 0.027(5) 0.047(6) 0.032(5) -0.005(5) 0.009(4) -0.001(4)
C7 0.055(7) 0.044(7) 0.059(7) 0.003(6) 0.011(6) -0.015(5)
C8 0.069(9) 0.054(8) 0.069(9) 0.017(7) 0.006(8) -0.019(6)
C9 0.042(7) 0.101(11) 0.067(9) 0.033(8) 0.011(7) -0.021(7)
C10 0.051(8) 0.106(10) 0.045(7) 0.029(7) 0.018(6) 0.007(7)
C11 0.062(7) 0.055(7) 0.034(6) 0.009(5) 0.014(6) 0.016(5)
N1 0.048(5) 0.057(6) 0.039(5) -0.005(4) 0.023(4) -0.011(4)
N2 0.040(5) 0.052(5) 0.032(5) 0.004(4) 0.013(4) -0.001(4)
Cl1 0.0356(14) 0.0700(18) 0.0615(18) 0.0188(15) 0.0111(14) -0.0052(13)
Cl2 0.117(3) 0.068(2) 0.079(2) 0.0173(18) 0.058(2) 0.0378(19)
Se1 0.0515(7) 0.0833(9) 0.0479(7) 0.0227(6) 0.0215(6) 0.0244(6)
Hg1 0.0506(3) 0.0585(4) 0.0643(4) 0.0048(2) 0.0315(2) 0.0087(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
C1 N1 1.317(11) . ?
C1 N2 1.326(12) . ?
C1 Se1 1.874(9) . ?
C2 C3 1.321(15) . ?
C2 N2 1.387(12) . ?
C3 N1 1.359(13) . ?
C4 N1 1.488(13) . ?
C5 N2 1.450(12) . ?
C5 C6 1.504(15) . ?
C6 C11 1.348(15) . ?
C6 C7 1.393(14) . ?
C7 C8 1.384(17) . ?
C8 C9 1.337(19) . ?
C9 C10 1.378(18) . ?
C10 C11 1.394(16) . ?
Cl1 Hg1 2.687(3) . ?
Cl1 Hg1 2.693(3) 3_666 ?
Cl2 Hg1 2.359(3) . ?
Se1 Hg1 2.4889(16) . ?
Hg1 Cl1 2.693(3) 3_666 ?

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 C1 N2 107.3(8) . . ?
N1 C1 Se1 126.2(7) . . ?
N2 C1 Se1 126.5(7) . . ?
C3 C2 N2 105.8(9) . . ?
C2 C3 N1 108.5(9) . . ?
N2 C5 C6 114.9(9) . . ?
C11 C6 C7 118.6(11) . . ?
C11 C6 C5 121.1(9) . . ?
C7 C6 C5 120.2(10) . . ?
C8 C7 C6 119.0(13) . . ?
C9 C8 C7 121.6(13) . . ?
C8 C9 C10 120.6(13) . . ?
C9 C10 C11 117.7(13) . . ?
C6 C11 C10 122.5(11) . . ?
C1 N1 C3 109.3(9) . . ?
C1 N1 C4 126.6(10) . . ?
C3 N1 C4 124.1(10) . . ?
C1 N2 C2 109.2(8) . . ?
C1 N2 C5 126.2(9) . . ?
C2 N2 C5 124.6(9) . . ?
Hg1 Cl1 Hg1 95.09(9) . 3_666 ?
C1 Se1 Hg1 98.1(3) . . ?
Cl2 Hg1 Se1 137.69(9) . . ?
Cl2 Hg1 Cl1 102.90(13) . . ?
Se1 Hg1 Cl1 110.52(8) . . ?
Cl2 Hg1 Cl1 103.72(11) . 3_666 ?
Se1 Hg1 Cl1 104.38(8) . 3_666 ?
Cl1 Hg1 Cl1 84.91(9) . 3_666 ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        28.43
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         2.203
_refine_diff_density_min         -1.272
_refine_diff_density_rms         0.235