# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_141113F2PyBTMactnh2o
_database_code_depnum_ccdc_archive 'CCDC 1058942'
_audit_update_record             
;
2015-04-10 deposited with the CCDC.
2015-07-29 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H6 Cl6 F2 N'
_chemical_formula_moiety         'C18 H6 Cl6 F2 N'
_chemical_formula_weight         486.97
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   14.5687(14)
_cell_length_b                   8.1370(5)
_cell_length_c                   16.2873(16)
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.775(4)
_cell_angle_gamma                90.0000
_cell_volume                     1858.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5199
_cell_measurement_theta_min      3.33
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.650
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.250
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             964.00
_exptl_absorpt_coefficient_mu    0.946
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.697
_exptl_absorpt_correction_T_max  0.789

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            12867
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 0.950
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4067
_reflns_number_gt                3750
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1000
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4067
_refine_ls_number_parameters     244
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0390P)²+2.3328P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.640
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Cl1 Cl 0.69515(4) 0.45760(8) 0.87689(4) 0.03500(16) Uani 1.0 4 d . . .
Cl2 Cl 0.71717(4) -0.16819(7) 0.99727(4) 0.03639(16) Uani 1.0 4 d . . .
Cl3 Cl 0.52417(4) 0.28922(8) 1.11582(4) 0.03317(15) Uani 1.0 4 d . . .
Cl4 Cl 0.78150(4) 0.26072(8) 0.71550(3) 0.03607(16) Uani 1.0 4 d . . .
Cl5 Cl 0.91343(4) 0.11165(7) 1.05279(3) 0.03032(14) Uani 1.0 4 d . . .
Cl6 Cl 1.12266(5) 0.47074(8) 0.89738(5) 0.04425(18) Uani 1.0 4 d . . .
F1 F 0.56329(9) 0.04586(18) 0.80290(9) 0.0331(3) Uani 1.0 4 d . . .
F2 F 0.87563(11) -0.1278(3) 0.81778(11) 0.0540(5) Uani 1.0 4 d . . .
N1 N 0.64814(17) -0.2752(3) 0.69463(14) 0.0384(5) Uani 1.0 4 d . . .
C1 C 0.76203(17) 0.0981(4) 0.88168(16) 0.0370(6) Uani 1.0 4 d . . .
C2 C 0.59158(18) -0.1738(4) 0.72194(15) 0.0329(5) Uani 1.0 4 d . . .
C3 C 0.62666(15) -0.0530(3) 0.78120(13) 0.0231(4) Uani 1.0 4 d . . .
C4 C 0.72364(14) -0.0273(3) 0.81765(12) 0.0210(4) Uani 1.0 4 d . . .
C5 C 0.77984(16) -0.1383(3) 0.78667(14) 0.0306(5) Uani 1.0 4 d . . .
C6 C 0.7418(2) -0.2571(3) 0.72769(16) 0.0366(6) Uani 1.0 4 d . . .
C7 C 0.59304(14) 0.2348(3) 1.04862(12) 0.0224(4) Uani 1.0 4 d . . .
C8 C 0.61868(15) 0.3537(3) 0.99873(13) 0.0242(5) Uani 1.0 4 d . . .
C9 C 0.67320(14) 0.3072(3) 0.94469(13) 0.0233(4) Uani 1.0 4 d . . .
C10 C 0.70477(14) 0.1465(3) 0.94010(13) 0.0223(4) Uani 1.0 4 d . . .
C11 C 0.67730(15) 0.0327(3) 0.99386(13) 0.0237(4) Uani 1.0 4 d . . .
C12 C 0.62173(14) 0.0731(3) 1.04756(13) 0.0227(4) Uani 1.0 4 d . . .
C13 C 1.01918(15) 0.3619(3) 0.89242(16) 0.0280(5) Uani 1.0 4 d . . .
C14 C 0.95060(17) 0.3477(3) 0.81494(15) 0.0300(5) Uani 1.0 4 d . . .
C15 C 0.86796(15) 0.2621(3) 0.81232(13) 0.0259(5) Uani 1.0 4 d . . .
C16 C 0.85039(14) 0.1873(3) 0.88429(13) 0.0218(4) Uani 1.0 4 d . . .
C17 C 0.92308(15) 0.2067(3) 0.96016(13) 0.0222(4) Uani 1.0 4 d . . .
C18 C 1.00650(15) 0.2930(3) 0.96558(14) 0.0262(5) Uani 1.0 4 d . . .
H2 H 0.5245 -0.1849 0.6998 0.0395 Uiso 1.0 4 calc R . .
H6 H 0.7837 -0.3292 0.7097 0.0439 Uiso 1.0 4 calc R . .
H8 H 0.5995 0.4648 1.0013 0.0290 Uiso 1.0 4 calc R . .
H12 H 0.6039 -0.0076 1.0825 0.0273 Uiso 1.0 4 calc R . .
H14 H 0.9602 0.3957 0.7647 0.0360 Uiso 1.0 4 calc R . .
H18 H 1.0537 0.3042 1.0185 0.0314 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Cl1 C9 1.735(3) yes . .
Cl2 C11 1.731(3) yes . .
Cl3 C7 1.731(3) yes . .
Cl4 C15 1.7302(19) yes . .
Cl5 C17 1.735(3) yes . .
Cl6 C13 1.731(3) yes . .
F1 C3 1.342(3) yes . .
F2 C5 1.352(3) yes . .
N1 C2 1.326(4) yes . .
N1 C6 1.331(4) yes . .
C1 C4 1.457(4) yes . .
C1 C10 1.479(4) yes . .
C1 C16 1.468(4) yes . .
C2 C3 1.375(4) yes . .
C3 C4 1.392(3) yes . .
C4 C5 1.402(4) yes . .
C5 C6 1.369(4) yes . .
C7 C8 1.379(4) yes . .
C7 C12 1.382(3) yes . .
C8 C9 1.389(4) yes . .
C9 C10 1.395(4) yes . .
C10 C11 1.405(4) yes . .
C11 C12 1.383(4) yes . .
C13 C14 1.385(3) yes . .
C13 C18 1.374(4) yes . .
C14 C15 1.382(4) yes . .
C15 C16 1.405(4) yes . .
C16 C17 1.401(3) yes . .
C17 C18 1.385(4) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C2 N1 C6 117.2(3) yes . . .
C4 C1 C10 118.2(2) yes . . .
C4 C1 C16 122.0(3) yes . . .
C10 C1 C16 119.6(3) yes . . .
N1 C2 C3 122.3(3) yes . . .
F1 C3 C2 117.53(19) yes . . .
F1 C3 C4 119.23(19) yes . . .
C2 C3 C4 123.2(3) yes . . .
C1 C4 C3 123.9(2) yes . . .
C1 C4 C5 124.10(19) yes . . .
C3 C4 C5 111.95(19) yes . . .
F2 C5 C4 117.9(2) yes . . .
F2 C5 C6 119.2(3) yes . . .
C4 C5 C6 122.8(3) yes . . .
N1 C6 C5 122.5(3) yes . . .
Cl3 C7 C8 119.31(18) yes . . .
Cl3 C7 C12 118.71(18) yes . . .
C8 C7 C12 122.0(3) yes . . .
C7 C8 C9 118.4(2) yes . . .
Cl1 C9 C8 116.57(17) yes . . .
Cl1 C9 C10 120.43(18) yes . . .
C8 C9 C10 122.9(3) yes . . .
C1 C10 C9 122.4(3) yes . . .
C1 C10 C11 122.1(2) yes . . .
C9 C10 C11 115.5(2) yes . . .
Cl2 C11 C10 119.48(18) yes . . .
Cl2 C11 C12 116.93(17) yes . . .
C10 C11 C12 123.5(2) yes . . .
C7 C12 C11 117.7(2) yes . . .
Cl6 C13 C14 119.3(2) yes . . .
Cl6 C13 C18 119.27(16) yes . . .
C14 C13 C18 121.5(3) yes . . .
C13 C14 C15 118.5(3) yes . . .
Cl4 C15 C14 116.35(18) yes . . .
Cl4 C15 C16 120.34(17) yes . . .
C14 C15 C16 123.21(18) yes . . .
C1 C16 C15 123.17(18) yes . . .
C1 C16 C17 121.9(2) yes . . .
C15 C16 C17 114.93(19) yes . . .
Cl5 C17 C16 119.75(17) yes . . .
Cl5 C17 C18 116.59(15) yes . . .
C16 C17 C18 123.6(2) yes . . .
C13 C18 C17 118.29(19) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
'(3,5-difluoro-4-pyridyl)bis(2,4,6-trichlorophenyl)methyl radical'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone, water'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_141023Br2PyBTM
_database_code_depnum_ccdc_archive 'CCDC 1058943'
_audit_update_record             
;
2015-04-10 deposited with the CCDC.
2015-07-29 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H6 Br2 Cl6 N'
_chemical_formula_moiety         'C18 H6 Br2 Cl6 N'
_chemical_formula_weight         608.78
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.461(4)
_cell_length_b                   10.846(6)
_cell_length_c                   12.660(7)
_cell_angle_alpha                81.516(11)
_cell_angle_beta                 88.763(14)
_cell_angle_gamma                87.731(14)
_cell_volume                     1012.4(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2449
_cell_measurement_theta_min      3.16
_cell_measurement_theta_max      27.47
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.997
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             586.00
_exptl_absorpt_coefficient_mu    4.811
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.463
_exptl_absorpt_correction_T_max  0.618

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.111
_diffrn_reflns_number            6357
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.944
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3547
_reflns_number_gt                2883
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.1517
_refine_ls_wR_factor_ref         0.4232
_refine_ls_number_restraints     12
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3547
_refine_ls_number_parameters     245
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1119P)²+112.7973P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         4.250
_refine_diff_density_min         -1.540
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.013(5)

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Br Br -0.2901 2.4595
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
Br1 Br 1.1333(4) 0.6429(3) 0.3640(2) 0.0326(9) Uani 1.0 2 d . . .
Br2 Br 0.5069(4) 0.5000(3) 0.1541(3) 0.0431(10) Uani 1.0 2 d . . .
Cl1 Cl 0.9469(9) 0.9627(6) 0.1416(5) 0.0349(15) Uani 1.0 2 d . . .
Cl2 Cl 0.5920(9) 0.6339(6) 0.4389(5) 0.0337(14) Uani 1.0 2 d . . .
Cl3 Cl 0.7625(9) 1.0805(7) 0.5237(6) 0.0404(16) Uani 1.0 2 d . . .
Cl4 Cl 0.6107(11) 0.8592(7) -0.2474(5) 0.0457(18) Uani 1.0 2 d . . .
Cl5 Cl 1.0653(9) 0.6451(7) 0.0511(5) 0.0377(15) Uani 1.0 2 d . . .
Cl6 Cl 0.4155(8) 0.8426(6) 0.1634(5) 0.0275(13) Uani 1.0 2 d . . .
N1 N 0.928(3) 0.316(2) 0.312(2) 0.042(6) Uani 1.0 2 d . . .
C1 C 0.778(3) 0.7054(19) 0.2164(16) 0.018(4) Uani 1.0 2 d . . .
C2 C 1.021(4) 0.407(2) 0.340(2) 0.034(6) Uani 1.0 2 d . . .
C3 C 0.976(3) 0.530(3) 0.3185(19) 0.024(5) Uani 1.0 2 d . . .
C4 C 0.826(4) 0.574(2) 0.2560(17) 0.025(5) Uani 1.0 2 d . . .
C5 C 0.725(3) 0.4749(19) 0.227(2) 0.026(5) Uani 1.0 2 d . . .
C6 C 0.783(4) 0.352(2) 0.258(2) 0.029(6) Uani 1.0 2 d . . .
C7 C 0.763(4) 0.972(2) 0.4357(16) 0.025(5) Uani 1.0 2 d . . .
C8 C 0.837(3) 1.005(3) 0.3349(17) 0.022(5) Uani 1.0 2 d . . .
C9 C 0.844(3) 0.918(2) 0.2638(17) 0.022(5) Uani 1.0 2 d . . .
C10 C 0.772(3) 0.7945(19) 0.2908(17) 0.018(5) Uani 1.0 2 d . . .
C11 C 0.696(4) 0.772(3) 0.3933(19) 0.030(6) Uani 1.0 2 d . . .
C12 C 0.695(4) 0.855(3) 0.466(3) 0.034(6) Uani 1.0 2 d . . .
C13 C 0.656(4) 0.811(3) -0.1131(18) 0.031(6) Uani 1.0 2 d . . .
C14 C 0.820(4) 0.751(3) -0.086(2) 0.030(6) Uani 1.0 2 d . . .
C15 C 0.852(3) 0.713(2) 0.0196(17) 0.024(5) Uani 1.0 2 d . . .
C16 C 0.735(3) 0.743(2) 0.1029(17) 0.021(5) Uani 1.0 2 d . . .
C17 C 0.578(3) 0.8064(19) 0.0696(15) 0.018(5) Uani 1.0 2 d . . .
C18 C 0.538(4) 0.842(3) -0.039(2) 0.031(6) Uani 1.0 2 d . . .
H2 H 1.1279 0.3839 0.3790 0.0405 Uiso 1.0 2 calc R . .
H6 H 0.7115 0.2885 0.2386 0.0349 Uiso 1.0 2 calc R . .
H8 H 0.8825 1.0858 0.3145 0.0267 Uiso 1.0 2 calc R . .
H12 H 0.6487 0.8316 0.5367 0.0404 Uiso 1.0 2 calc R . .
H14 H 0.9070 0.7362 -0.1396 0.0354 Uiso 1.0 2 calc R . .
H18 H 0.4292 0.8875 -0.0592 0.0374 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Br1 C3 1.88(3) yes . .
Br2 C5 1.88(3) yes . .
Cl1 C9 1.73(3) yes . .
Cl2 C11 1.73(3) yes . .
Cl3 C7 1.74(3) yes . .
Cl4 C13 1.74(3) yes . .
Cl5 C15 1.75(3) yes . .
Cl6 C17 1.75(2) yes . .
N1 C2 1.32(4) yes . .
N1 C6 1.30(4) yes . .
C1 C4 1.47(3) yes . .
C1 C10 1.44(3) yes . .
C1 C16 1.47(3) yes . .
C2 C3 1.36(4) yes . .
C3 C4 1.41(3) yes . .
C4 C5 1.43(4) yes . .
C5 C6 1.39(3) yes . .
C7 C8 1.38(3) yes . .
C7 C12 1.38(4) yes . .
C8 C9 1.40(4) yes . .
C9 C10 1.45(3) yes . .
C10 C11 1.40(3) yes . .
C11 C12 1.38(4) yes . .
C13 C14 1.39(4) yes . .
C13 C18 1.35(4) yes . .
C14 C15 1.37(4) yes . .
C15 C16 1.42(3) yes . .
C16 C17 1.38(3) yes . .
C17 C18 1.41(3) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C2 N1 C6 115(3) yes . . .
C4 C1 C10 118.8(18) yes . . .
C4 C1 C16 119.6(19) yes . . .
C10 C1 C16 121.7(18) yes . . .
N1 C2 C3 125(3) yes . . .
Br1 C3 C2 117.6(18) yes . . .
Br1 C3 C4 120.6(18) yes . . .
C2 C3 C4 122(3) yes . . .
C1 C4 C3 126(3) yes . . .
C1 C4 C5 121(2) yes . . .
C3 C4 C5 112(2) yes . . .
Br2 C5 C4 123.6(16) yes . . .
Br2 C5 C6 116.4(18) yes . . .
C4 C5 C6 120(2) yes . . .
N1 C6 C5 125(3) yes . . .
Cl3 C7 C8 117.6(18) yes . . .
Cl3 C7 C12 121.0(18) yes . . .
C8 C7 C12 121(3) yes . . .
C7 C8 C9 119(2) yes . . .
Cl1 C9 C8 116.6(16) yes . . .
Cl1 C9 C10 120.9(17) yes . . .
C8 C9 C10 122.5(19) yes . . .
C1 C10 C9 122.1(18) yes . . .
C1 C10 C11 124.2(19) yes . . .
C9 C10 C11 114(2) yes . . .
Cl2 C11 C10 121.2(19) yes . . .
Cl2 C11 C12 114.0(18) yes . . .
C10 C11 C12 125(3) yes . . .
C7 C12 C11 119(3) yes . . .
Cl4 C13 C14 118.7(19) yes . . .
Cl4 C13 C18 119(2) yes . . .
C14 C13 C18 122(3) yes . . .
C13 C14 C15 118(3) yes . . .
Cl5 C15 C14 116.3(18) yes . . .
Cl5 C15 C16 119.6(16) yes . . .
C14 C15 C16 123(2) yes . . .
C1 C16 C15 121.9(19) yes . . .
C1 C16 C17 123.0(19) yes . . .
C15 C16 C17 115.1(19) yes . . .
Cl6 C17 C16 120.2(15) yes . . .
Cl6 C17 C18 116.8(17) yes . . .
C16 C17 C18 123(2) yes . . .
C13 C18 C17 118(3) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        
'(3,5-dibromo-4-pyridyl)bis(2,4,6-trichlorophenyl)methyl radical '
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone, water'
_exptl_crystal_preparation       Luminescent
