# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is copyright The Royal Society of Chemistry 2013


data_publication_text
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_publ_contact_author_name        'Richard T. Oakley'
_publ_contact_author_address     
;Department of Chemistry,
University of Waterloo,
Waterloo, Ontario N2L 3G1, Canada
;
_publ_contact_author_email       oakley@uwaterloo.ca
_publ_contact_author_phone       1-519-888-4582
_publ_contact_author_fax         1-519-746-0435
_publ_section_title              
;
Pushing TC to 27.5 K in a Heavy Atom Radical Ferromagnet
;
loop_
    _publ_author_name
    _publ_author_address
	'Kristina Lekin'
;
Department of Chemistry
University of Waterloo
Waterloo, Ontario
N2L 3G1 Canada
;
	'Kazuma Ogata'
;
Graduate School of Engineering
Kyushu Institute of Technology
Kitakyushu
804?8550 Japan
; 
    'Adrian Maclean'
;
Department of Chemistry
University of Waterloo
Waterloo, Ontario
N2L 3G1 Canada
; 
	'Aaron Mailman'
;
Department of Chemistry
University of Waterloo
Waterloo, Ontario
N2L 3G1 Canada
; 
	'Stephen Winter'
;
Department of Chemistry
University of Waterloo
Waterloo, Ontario
N2L 3G1 Canada
;
	'Abdeljalil Assoud'
;
Department of Chemistry
University of Waterloo
Waterloo, Ontario
N2L 3G1 Canada
;
	'Masaki Mito'
;
Graduate School of Engineering
Kyushu Institute of Technology
Kitakyushu
804-8550 Japan
; 
	'John Tse'
;
Department of Physics
University of Saskatchewan
Saskatoon, Saskatchewan
S7N 5E2, Canada
; 
	'Serge Desgreniers'
;
Department of Physics
University of Ottawa
Ottawa, Ontario
K1N 6N5, Canada
; 
	'Naohisa Hirao'
;
Materials Science Division
Japan Synchrotron Radiation Research Institute,
SPring-8, Sayo
Hyogo 679-5198, Japan
;
	'Paul Dube'
;
Brockhouse Institute for Materials Research
McMaster University
Hamilton, Ontario
L8S 4MI Canada
; 
	'Richard Oakley'
;
Department of Chemistry
University of Waterloo
Waterloo, Ontario
N2L 3G1 Canada
;

data_1c_0GPa
_database_code_depnum_ccdc_archive 'CCDC 1501479' 


_audit_creation_method            SHELXL-2014
_chemical_name_systematic         
;
8-iodo-4-ethyl-4H-bis[1,2,3]diselenazolo[4,5-b:5',4'-e]pyridin-2-yl
;
_chemical_name_common             IBPSSEt
_chemical_melting_point           >400
_chemical_formula_moiety           'C7 H5 I N3 Se4'
_chemical_formula_sum
 'C7 H5 I N3 Se4' 
_chemical_formula_weight          573.88
 
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' 
 
_space_group_crystal_system       tetragonal
_space_group_IT_number            113
_space_group_name_H-M_alt         'P -4 21 m'
_space_group_name_Hall            'P -4 2ab'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, z' 
 'y, -x, -z' 
 '-y, x, -z' 
 '-x+1/2, y+1/2, -z' 
 'x+1/2, -y+1/2, -z' 
 '-y+1/2, -x+1/2, z' 
 'y+1/2, x+1/2, z' 
 
_cell_length_a                    16.4704(6) 
_cell_length_b                    16.4704(6) 
_cell_length_c                    4.2345(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1148.71(10) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     680 
_cell_measurement_theta_min       1.5 
_cell_measurement_theta_max       30.0 
 
_exptl_crystal_description        needle 
_exptl_crystal_colour             black 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ?          
_exptl_crystal_density_diffrn     3.318          
_exptl_crystal_F_000              1028
_exptl_transmission_factor_min    ?                                             
_exptl_transmission_factor_max    ?                                             
_exptl_crystal_size_max           0.240
_exptl_crystal_size_mid           0.010
_exptl_crystal_size_min           0.005
_exptl_absorpt_coefficient_mu     15.430
_shelx_estimated_absorpt_T_min    0.119
_shelx_estimated_absorpt_T_max    0.927
_exptl_absorpt_correction_type    'multi-scan' 
_exptl_absorpt_correction_T_min   0.6029   
_exptl_absorpt_correction_T_max   0.7460 
_exptl_absorpt_process_details    'SADABS'
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'fine-focus sealed tube'
_diffrn_radiation_monochromator   graphite                     
_diffrn_measurement_device_type   'BRUKER SMART APEX II' 
_diffrn_measurement_method        'Omega scan' 
_diffrn_standards_number            3
_diffrn_standards_interval_time     4.5
_diffrn_standards_decay_%           0' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_reflns_number             21522
_diffrn_reflns_av_unetI/netI      0.0804
_diffrn_reflns_av_R_equivalents   0.1333
_diffrn_reflns_limit_h_min        -22
_diffrn_reflns_limit_h_max        23
_diffrn_reflns_limit_k_min        -22
_diffrn_reflns_limit_k_max        22
_diffrn_reflns_limit_l_min        -5
_diffrn_reflns_limit_l_max        4
_diffrn_reflns_theta_min          4.462
_diffrn_reflns_theta_max          29.973
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.993
_diffrn_measured_fraction_theta_full  0.992
_diffrn_reflns_Laue_measured_fraction_max    0.993
_diffrn_reflns_Laue_measured_fraction_full   0.992
_diffrn_reflns_point_group_measured_fraction_max   0.996
_diffrn_reflns_point_group_measured_fraction_full  0.995
_reflns_number_total              1732
_reflns_number_gt                 1176
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.698
_reflns_Friedel_fraction_max      1.000
_reflns_Friedel_fraction_full     1.000

_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.

 The value for R_int is large because the crystals were very
 thin needles.
;
 
_computing_data_collection        'Bruker SMART APEX II' 
_computing_cell_refinement        'SMART, 'Bruker APEX II'  
_computing_data_reduction         'SAINT, 'Bruker APEX II'  
_computing_structure_solution     'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement   'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics     'Mercury'
_computing_publication_material   ? 
 
_refine_special_details 
; 
 ? 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0252P)²+3.1755P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0009(2) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.05(3) 
_refine_ls_number_reflns          1732 
_refine_ls_number_parameters      77 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0974 
_refine_ls_R_factor_gt            0.0509 
_refine_ls_wR_factor_ref          0.0820 
_refine_ls_wR_factor_gt           0.0711 
_refine_ls_goodness_of_fit_ref    1.032 
_refine_ls_restrained_S_all       1.032 
_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 
I1 I 0.08033(4) 0.41967(4) -0.1784(2) 0.0461(3) Uani 1 2 d S . . 
Se1 Se 0.06605(5) 0.10138(5) 0.2652(2) 0.0311(2) Uani 1 1 d . . . 
Se2 Se 0.02926(5) 0.22497(6) 0.0239(3) 0.0364(3) Uani 1 1 d . . . 
N1 N 0.1627(4) 0.1381(4) 0.4070(17) 0.0288(17) Uani 1 1 d . . . 
N2 N 0.2553(4) 0.2447(4) 0.440(2) 0.024(2) Uani 1 2 d S . . 
C1 C 0.1825(5) 0.2125(5) 0.3311(18) 0.0234(18) Uani 1 1 d . . . 
C2 C 0.1309(5) 0.2656(5) 0.1486(19) 0.0260(19) Uani 1 1 d . . . 
C3 C 0.1580(5) 0.3420(5) 0.064(3) 0.031(3) Uani 1 2 d S . . 
C4 C 0.3055(5) 0.1945(5) 0.651(3) 0.025(3) Uani 1 2 d S . . 
H4A H 0.3365 0.2301 0.7844 0.030 Uiso 1 1 d R . . 
C5 C 0.3624(5) 0.1376(5) 0.484(3) 0.039(3) Uani 1 2 d S . . 
H5B H 0.3307 0.1023 0.3509 0.058 Uiso 1 1 d R . . 
H5A H 0.3941 0.1060 0.6341 0.058 Uiso 1 2 d SR . . 
 
 
_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 
I1 C3 2.080(12) . ? 
Se1 N1 1.805(7) . ? 
Se1 Se2 2.3570(12) . ? 
Se2 C2 1.878(8) . ? 
N1 C1 1.308(10) . ? 
N2 C1 1.391(9) . ? 
N2 C1 1.391(9) 7 ? 
N2 C4 1.472(14) . ? 
C1 C2 1.443(11) . ? 
C2 C3 1.383(10) . ? 
C3 C2 1.383(10) 7 ? 
C4 C5 1.502(16) . ? 
C4 H4A 0.9600 . ? 
C5 H5B 0.9649 . ? 
C5 H5A 0.9726 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
N1 Se1 Se2 94.7(2) . . ? 
C2 Se2 Se1 87.5(2) . . ? 
C1 N1 Se1 116.9(6) . . ? 
C1 N2 C1 123.2(10) . 7 ? 
C1 N2 C4 118.2(5) . . ? 
C1 N2 C4 118.2(5) 7 . ? 
N1 C1 N2 119.4(7) . . ? 
N1 C1 C2 123.5(8) . . ? 
N2 C1 C2 117.1(8) . . ? 
C3 C2 C1 120.0(8) . . ? 
C3 C2 Se2 122.6(6) . . ? 
C1 C2 Se2 117.4(6) . . ? 
C2 C3 C2 121.4(11) 7 . ? 
C2 C3 I1 119.3(5) 7 . ? 
C2 C3 I1 119.3(5) . . ? 
N2 C4 C5 114.5(10) . . ? 
N2 C4 H4A 108.2 . . ? 
C5 C4 H4A 109.0 . . ? 
C4 C5 H5B 108.3 . . ? 
C4 C5 H5A 111.2 . . ? 
H5B C5 H5A 110.4 . . ? 
 
_refine_diff_density_max    1.019 
_refine_diff_density_min   -1.004 
_refine_diff_density_rms    0.200 


