# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ny_k0556_0m
_database_code_depnum_ccdc_archive 'CCDC 2075262'
loop_
_audit_author_name
_audit_author_address
'Nathan J. Yutronkie'
;University of Ottawa
Canada
;
_audit_update_record             
;
2021-04-04 deposited with the CCDC.	2021-07-19 downloaded from the CCDC.
;
_audit_creation_date             2021-04-04
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        F2-F16SiPc
_chemical_formula_moiety         'C32 F18 N8 Si'
_chemical_formula_sum            'C32 F18 N8 Si'
_chemical_formula_weight         866.49
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           87
_space_group_name_H-M_alt        'I 4/m'
_space_group_name_Hall           '-I 4'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'

_cell_length_a                   14.8862(6)
_cell_length_b                   14.8862(6)
_cell_length_c                   6.2150(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1377.24(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2784
_cell_measurement_temperature    203.15
_cell_measurement_theta_max      27.36
_cell_measurement_theta_min      2.74
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic pinkish violet'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    2.089
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.184
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.079
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4893
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_min         1.935
_diffrn_ambient_temperature      203.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                795
_reflns_number_total             866
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         866
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0277
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+0.6506P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0786
_refine_special_details          
'All non-hydrogens were refined anisotropically.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9657(7)
 0.0343(7)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.500000 0.500000 0.500000 0.0185(2) Uani 1 8 d S T P . .
F1 F 0.500000 0.500000 0.7684(3) 0.0237(3) Uani 1 4 d S T P . .
F5 F 0.26715(8) 0.16949(7) 0.500000 0.0285(3) Uani 1 2 d S T P . .
F4 F 0.08596(8) 0.18038(8) 0.500000 0.0328(3) Uani 1 2 d S T P . .
F2 F 0.09650(8) 0.49579(9) 0.500000 0.0419(4) Uani 1 2 d S T P . .
F3 F 0.00247(8) 0.33965(9) 0.500000 0.0420(4) Uani 1 2 d S T P . .
N1 N 0.38576(10) 0.43998(10) 0.500000 0.0207(3) Uani 1 2 d S T P . .
N2 N 0.28419(10) 0.56718(10) 0.500000 0.0217(3) Uani 1 2 d S T P . .
C8 C 0.34889(12) 0.62780(12) 0.500000 0.0202(4) Uani 1 2 d S T P . .
C1 C 0.30284(12) 0.48053(12) 0.500000 0.0209(4) Uani 1 2 d S T P . .
C7 C 0.27674(12) 0.32961(12) 0.500000 0.0200(4) Uani 1 2 d S T P . .
C2 C 0.23310(12) 0.41268(12) 0.500000 0.0216(4) Uani 1 2 d S T P . .
C6 C 0.22810(12) 0.25041(12) 0.500000 0.0214(4) Uani 1 2 d S T P . .
C4 C 0.09222(12) 0.33838(14) 0.500000 0.0278(4) Uani 1 2 d S T P . .
C5 C 0.13553(13) 0.25578(13) 0.500000 0.0244(4) Uani 1 2 d S T P . .
C3 C 0.14011(13) 0.41762(13) 0.500000 0.0265(4) Uani 1 2 d S T P . .

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
Si1 0.0138(3) 0.0138(3) 0.0278(5) 0.000 0.000 0.000
F1 0.0179(4) 0.0179(4) 0.0352(8) 0.000 0.000 0.000
F5 0.0289(6) 0.0173(5) 0.0394(7) 0.000 0.000 -0.0004(4)
F4 0.0268(6) 0.0263(6) 0.0451(7) 0.000 0.000 -0.0118(5)
F2 0.0172(6) 0.0249(6) 0.0834(10) 0.000 0.000 0.0041(5)
F3 0.0139(6) 0.0360(7) 0.0759(10) 0.000 0.000 -0.0045(5)
N1 0.0171(7) 0.0163(7) 0.0286(8) 0.000 0.000 0.0007(6)
N2 0.0169(7) 0.0179(7) 0.0305(8) 0.000 0.000 0.0003(6)
C8 0.0173(8) 0.0182(9) 0.0251(8) 0.000 0.000 0.0019(6)
C1 0.0150(8) 0.0201(9) 0.0277(9) 0.000 0.000 -0.0001(6)
C7 0.0170(8) 0.0185(8) 0.0246(8) 0.000 0.000 0.0003(7)
C2 0.0181(9) 0.0183(9) 0.0285(9) 0.000 0.000 -0.0007(7)
C6 0.0218(9) 0.0175(8) 0.0249(8) 0.000 0.000 -0.0013(7)
C4 0.0153(9) 0.0285(10) 0.0396(11) 0.000 0.000 -0.0039(7)
C5 0.0229(9) 0.0208(9) 0.0297(9) 0.000 0.000 -0.0075(7)
C3 0.0174(9) 0.0205(9) 0.0415(11) 0.000 0.000 0.0008(7)

_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
Si1 F1 1.6683(16) . ?
Si1 F1 1.6683(16) 9_666 ?
Si1 N1 1.9210(15) . ?
Si1 N1 1.9211(15) 9_666 ?
Si1 N1 1.9211(15) 11_566 ?
Si1 N1 1.9211(15) 3_655 ?
F5 C6 1.338(2) . ?
F4 C5 1.343(2) . ?
F2 C3 1.332(2) . ?
F3 C4 1.336(2) . ?
N1 C8 1.371(2) 3_655 ?
N1 C1 1.374(2) . ?
N2 C8 1.320(2) . ?
N2 C1 1.320(2) . ?
C8 C7 1.450(2) 11_566 ?
C1 C2 1.448(2) . ?
C7 C2 1.397(3) . ?
C7 C6 1.384(2) . ?
C2 C3 1.386(3) . ?
C6 C5 1.380(3) . ?
C4 C5 1.388(3) . ?
C4 C3 1.378(3) . ?

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
F1 Si1 F1 180.0 . 9_666 ?
F1 Si1 N1 90.0 9_666 . ?
F1 Si1 N1 90.0 . . ?
F1 Si1 N1 90.0 9_666 11_566 ?
F1 Si1 N1 90.0 . 3_655 ?
F1 Si1 N1 90.0 . 9_666 ?
F1 Si1 N1 90.0 9_666 3_655 ?
F1 Si1 N1 90.0 9_666 9_666 ?
F1 Si1 N1 90.0 . 11_566 ?
N1 Si1 N1 180.0 11_566 3_655 ?
N1 Si1 N1 90.0 . 11_566 ?
N1 Si1 N1 180.0 . 9_666 ?
N1 Si1 N1 90.0 . 3_655 ?
N1 Si1 N1 90.0 9_666 3_655 ?
N1 Si1 N1 90.000(1) 9_666 11_566 ?
C8 N1 Si1 126.18(12) 3_655 . ?
C8 N1 C1 107.59(15) 3_655 . ?
C1 N1 Si1 126.23(12) . . ?
C1 N2 C8 120.99(16) . . ?
N1 C8 C7 109.88(15) 11_566 11_566 ?
N2 C8 N1 128.40(17) . 11_566 ?
N2 C8 C7 121.72(16) . 11_566 ?
N1 C1 C2 109.73(15) . . ?
N2 C1 N1 128.20(16) . . ?
N2 C1 C2 122.07(16) . . ?
C2 C7 C8 106.29(15) . 3_655 ?
C6 C7 C8 132.97(17) . 3_655 ?
C6 C7 C2 120.73(17) . . ?
C7 C2 C1 106.50(16) . . ?
C3 C2 C1 132.75(17) . . ?
C3 C2 C7 120.75(17) . . ?
F5 C6 C7 122.69(16) . . ?
F5 C6 C5 119.08(16) . . ?
C5 C6 C7 118.23(17) . . ?
F3 C4 C5 118.48(17) . . ?
F3 C4 C3 120.34(18) . . ?
C3 C4 C5 121.18(17) . . ?
F4 C5 C6 120.00(18) . . ?
F4 C5 C4 119.01(17) . . ?
C6 C5 C4 120.99(17) . . ?
F2 C3 C2 122.20(17) . . ?
F2 C3 C4 119.70(17) . . ?
C4 C3 C2 118.11(18) . . ?

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
Si1 N1 C1 N2 0.0 . . . . ?
Si1 N1 C1 C2 180.0 . . . . ?
F5 C6 C5 F4 0.0 . . . . ?
F5 C6 C5 C4 180.0 . . . . ?
F3 C4 C5 F4 0.0 . . . . ?
F3 C4 C5 C6 180.0 . . . . ?
F3 C4 C3 F2 0.0 . . . . ?
F3 C4 C3 C2 180.0 . . . . ?
N1 C1 C2 C7 0.0 . . . . ?
N1 C1 C2 C3 180.0 . . . . ?
N2 C1 C2 C7 180.0 . . . . ?
N2 C1 C2 C3 0.0 . . . . ?
C8 N1 C1 N2 180.0 3_655 . . . ?
C8 N1 C1 C2 0.0 3_655 . . . ?
C8 N2 C1 N1 0.0 . . . . ?
C8 N2 C1 C2 180.0 . . . . ?
C8 C7 C2 C1 0.0 3_655 . . . ?
C8 C7 C2 C3 180.0 3_655 . . . ?
C8 C7 C6 F5 0.0 3_655 . . . ?
C8 C7 C6 C5 180.0 3_655 . . . ?
C1 N2 C8 N1 0.0 . . . 11_566 ?
C1 N2 C8 C7 180.0 . . . 11_566 ?
C1 C2 C3 F2 0.0 . . . . ?
C1 C2 C3 C4 180.0 . . . . ?
C7 C2 C3 F2 180.0 . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C7 C6 C5 F4 180.0 . . . . ?
C7 C6 C5 C4 0.0 . . . . ?
C2 C7 C6 F5 180.0 . . . . ?
C2 C7 C6 C5 0.0 . . . . ?
C6 C7 C2 C1 180.0 . . . . ?
C6 C7 C2 C3 0.0 . . . . ?
C5 C4 C3 F2 180.0 . . . . ?
C5 C4 C3 C2 0.0 . . . . ?
C3 C4 C5 F4 180.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?

_shelx_res_file                  
;
TITL ny_k0556_0m_a.res in I4/m
    ny_k0556_0m.res
    created by SHELXL-2018/3 at 19:22:41 on 03-Apr-2021
REM Old TITL NY_K0556_0m in I4/m
REM SHELXT solution in I4/m: R1 0.143, Rweak 0.014, Alpha 0.089
REM <I/s> 0.000 for 0 systematic absences, Orientation as input
REM Formula found by SHELXT: C36 N4 F18 Si
CELL 0.71073 14.8862 14.8862 6.215 90 90 90
ZERR 2 0.0006 0.0006 0.0003 0 0 0
LATT 2
SYMM -X,-Y,+Z
SYMM -Y,+X,+Z
SYMM +Y,-X,+Z
SFAC C N F Si
UNIT 64 16 36 2

L.S. 40
PLAN  5
SIZE 0.079 0.109 0.184
TEMP -70
CONF
list 4
MORE -1
fmap 2 53
acta
TWIN -1 0 0 0 1 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\NY_K0556_0m.hkl">
REM </olex2.extras>

WGHT    0.049900    0.650600
BASF   0.03434
FVAR       0.35323
SI1   4    0.500000    0.500000    0.500000    10.12500    0.01384    0.01384 =
         0.02785    0.00000    0.00000    0.00000
F1    3    0.500000    0.500000    0.768430    10.25000    0.01791    0.01791 =
         0.03521    0.00000    0.00000    0.00000
F5    3    0.267147    0.169486    0.500000    10.50000    0.02888    0.01733 =
         0.03938    0.00000    0.00000   -0.00037
F4    3    0.085959    0.180378    0.500000    10.50000    0.02682    0.02630 =
         0.04515    0.00000    0.00000   -0.01176
F2    3    0.096499    0.495791    0.500000    10.50000    0.01722    0.02493 =
         0.08341    0.00000    0.00000    0.00411
F3    3    0.002468    0.339645    0.500000    10.50000    0.01388    0.03604 =
         0.07593    0.00000    0.00000   -0.00451
N1    2    0.385757    0.439983    0.500000    10.50000    0.01710    0.01632 =
         0.02860    0.00000    0.00000    0.00073
N2    2    0.284193    0.567184    0.500000    10.50000    0.01686    0.01787 =
         0.03046    0.00000    0.00000    0.00030
C8    1    0.348888    0.627797    0.500000    10.50000    0.01727    0.01824 =
         0.02510    0.00000    0.00000    0.00190
C1    1    0.302842    0.480526    0.500000    10.50000    0.01503    0.02007 =
         0.02770    0.00000    0.00000   -0.00014
C7    1    0.276743    0.329609    0.500000    10.50000    0.01702    0.01846 =
         0.02459    0.00000    0.00000    0.00028
C2    1    0.233104    0.412680    0.500000    10.50000    0.01808    0.01827 =
         0.02855    0.00000    0.00000   -0.00071
C6    1    0.228104    0.250410    0.500000    10.50000    0.02185    0.01752 =
         0.02495    0.00000    0.00000   -0.00128
C4    1    0.092218    0.338381    0.500000    10.50000    0.01527    0.02852 =
         0.03957    0.00000    0.00000   -0.00386
C5    1    0.135526    0.255782    0.500000    10.50000    0.02288    0.02077 =
         0.02966    0.00000    0.00000   -0.00745
C3    1    0.140106    0.417621    0.500000    10.50000    0.01735    0.02051 =
         0.04155    0.00000    0.00000    0.00081
HKLF 4




REM  ny_k0556_0m_a.res in I4/m
REM wR2 = 0.0786, GooF = S = 1.062, Restrained GooF = 1.062 for all data
REM R1 = 0.0277 for 795 Fo > 4sig(Fo) and 0.0301 for all 866 data
REM 91 parameters refined using 0 restraints

END

WGHT      0.0499      0.6506

REM Highest difference peak  0.295,  deepest hole -0.204,  1-sigma level  0.043
Q1    1   0.2547  0.3637  0.5000  10.50000  0.05    0.30
Q2    1   0.2594  0.4541  0.5000  10.50000  0.05    0.26
Q3    1   0.3229  0.3269  0.5000  10.50000  0.05    0.26
Q4    1   0.5000  0.5000  0.8336  10.25000  0.05    0.24
Q5    1   0.4331  0.4596  0.5000  10.50000  0.05    0.23
;
_shelx_res_checksum              57985
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9657(7)
2 0.0343(7)

_exptl_crystal_recrystallization_method Sublimation
