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


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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
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#  fide research purposes only. It may contain copyright material 
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#  data retrieval see:
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data_TIFSIX-1-Cu
_database_code_depnum_ccdc_archive 'CCDC 906877'
#TrackingRef '14807_web_deposit_cif_file_0_PatrickNugent_1350674098.TIFSIX-1-Cu.cif'
_audit_creation_date             2012-10-18
_audit_creation_method           
;
Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C20 H16 Cu F6 N4 Ti'
_chemical_formula_sum            'C20 H16 Cu F6 N4 Ti'
_chemical_formula_weight         537.81
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ti Ti 0.2191 1.8069 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system      tetragonal
_space_group_IT_number           123
_space_group_name_H-M_alt        'P 4/m m m'
_space_group_name_Hall           '-P 4 2'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z'
3 'x, -y, -z'
4 '-x, y, -z'
5 '-y, -x, -z'
6 'y, x, -z'
7 'y, -x, z'
8 '-y, x, z'
9 '-x, -y, -z'
10 'x, y, -z'
11 '-x, y, z'
12 'x, -y, z'
13 'y, x, z'
14 '-y, -x, z'
15 '-y, x, -z'
16 'y, -x, -z'
_cell_length_a                   11.1001(6)
_cell_length_b                   11.1001(6)
_cell_length_c                   8.4055(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1035.66(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    228(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    2.593
_exptl_absorpt_correction_T_max  0.9871
_exptl_absorpt_correction_T_min  0.9500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; (Sheldrick, 2003)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    0.862
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             269
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0698
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5175
_diffrn_reflns_theta_full        66.33
_diffrn_reflns_theta_max         66.32
_diffrn_reflns_theta_min         5.26
_diffrn_ambient_temperature      228(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'BRUKER SMART APEXII CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                522
_reflns_number_total             573
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'APEX2 (Bruker, 2010); SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2010)'
_computing_data_reduction        'SAINT (Bruker, 2009);XPREP(Sheldrick,2008)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     48
_refine_ls_number_reflns         573
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0511P)^2^+0.8374P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1095
_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.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Cu1 Cu 0.0000 0.0000 0.0000 0.0200(4) Uani 1 16 d S . .
Ti2 Ti 0.0000 0.0000 0.5000 0.0288(4) Uani 1 16 d SD . .
F003 F 0.0000 0.0000 0.2787(4) 0.0352(8) Uani 1 8 d S . .
C1 C 0.0000 0.4328(4) 0.0000 0.0350(10) Uani 1 4 d S . .
N2 N 0.0000 0.1824(3) 0.0000 0.0268(7) Uani 1 4 d S . .
F1 F 0.1183(9) 0.1183(9) 0.5000 0.048(7) Uani 0.375 4 d SPD . .
C2 C 0.0422(6) 0.3676(4) 0.1264(6) 0.0548(19) Uani 0.50 1 d P A -1
H2 H 0.0722 0.4077 0.2165 0.066 Uiso 0.50 1 calc PR A -1
C4 C 0.0410(5) 0.2451(4) 0.1226(6) 0.0499(16) Uani 0.50 1 d P A -1
H4 H 0.0707 0.2029 0.2113 0.060 Uiso 0.50 1 calc PR A -1
F2 F 0.0709(12) 0.1523(12) 0.5000 0.039(6) Uani 0.25 2 d SPD . .
F3 F 0.0000 0.1676(16) 0.5000 0.043(10) Uani 0.125 4 d SPD . .
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
Cu1 0.0165(4) 0.0165(4) 0.0269(6) 0.000 0.000 0.000
Ti2 0.0322(6) 0.0322(6) 0.0221(8) 0.000 0.000 0.000
F003 0.0425(13) 0.0425(13) 0.0205(17) 0.000 0.000 0.000
C1 0.048(3) 0.021(2) 0.036(2) 0.000 0.000 0.000
N2 0.0278(17) 0.0195(16) 0.0332(18) 0.000 0.000 0.000
F1 0.048(10) 0.048(10) 0.050(6) 0.000 0.000 -0.009(10)
C2 0.102(6) 0.024(2) 0.038(2) -0.0009(17) -0.028(2) -0.008(2)
C4 0.085(5) 0.024(2) 0.041(3) 0.0064(18) -0.027(2) -0.004(2)
F2 0.040(14) 0.032(7) 0.044(6) 0.000 0.000 -0.009(9)
F3 0.05(3) 0.037(15) 0.041(14) 0.000 0.000 0.000
_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
Cu1 F003 2.343(3) 9 ?
Cu1 F003 2.343(3) . ?
Cu1 N2 2.025(3) 13 ?
Cu1 N2 2.025(3) . ?
Cu1 N2 2.025(3) 5 ?
Cu1 N2 2.025(3) 9 ?
Ti2 F003 1.860(3) 9_556 ?
Ti2 F003 1.860(3) . ?
Ti2 F1 1.858(15) 3_556 ?
Ti2 F1 1.858(15) . ?
Ti2 F1 1.858(15) 9_556 ?
Ti2 F1 1.858(15) 11 ?
Ti2 F2 1.865(10) . ?
Ti2 F2 1.865(10) 13 ?
Ti2 F3 1.860(18) 9_556 ?
Ti2 F3 1.860(18) 5_556 ?
Ti2 F3 1.860(18) 13 ?
Ti2 F3 1.860(18) . ?
C1 C1 1.492(8) 9_565 ?
C1 C2 1.368(5) 10 ?
C1 C2 1.368(5) 11 ?
C1 C2 1.368(5) . ?
C1 C2 1.368(5) 4 ?
N2 C4 1.324(5) 4 ?
N2 C4 1.324(5) 10 ?
N2 C4 1.324(5) . ?
N2 C4 1.324(5) 11 ?
F1 F2 0.648(16) . ?
F1 F2 0.648(16) 13 ?
F1 F3 1.423(8) . ?
F1 F3 1.423(8) 13 ?
C2 H2 0.9400 . ?
C2 C4 1.360(7) . ?
C4 H4 0.9400 . ?
F2 F2 1.57(3) 11 ?
F2 F2 1.28(3) 13 ?
F2 F3 0.805(14) . ?
F3 F1 1.423(8) 11 ?
F3 F2 0.805(14) 11 ?
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
F003 Cu1 F003 180.0 . 9 ?
N2 Cu1 F003 90.0 9 . ?
N2 Cu1 F003 90.0 13 9 ?
N2 Cu1 F003 90.0 9 9 ?
N2 Cu1 F003 90.0 5 . ?
N2 Cu1 F003 90.0 . 9 ?
N2 Cu1 F003 90.0 5 9 ?
N2 Cu1 F003 90.0 13 . ?
N2 Cu1 F003 90.0 . . ?
N2 Cu1 N2 90.0 . 5 ?
N2 Cu1 N2 180.0 13 5 ?
N2 Cu1 N2 90.0 13 . ?
N2 Cu1 N2 90.0 5 9 ?
N2 Cu1 N2 180.0 . 9 ?
N2 Cu1 N2 90.0 13 9 ?
F003 Ti2 F003 180.0 9_556 . ?
F003 Ti2 F2 90.000(1) . 13 ?
F003 Ti2 F2 90.000(1) 9_556 13 ?
F003 Ti2 F2 90.000(1) 9_556 . ?
F003 Ti2 F2 90.000(1) . . ?
F1 Ti2 F003 90.0 3_556 . ?
F1 Ti2 F003 90.0 11 . ?
F1 Ti2 F003 90.000(1) 9_556 9_556 ?
F1 Ti2 F003 90.0 11 9_556 ?
F1 Ti2 F003 90.000(1) 9_556 . ?
F1 Ti2 F003 90.000(1) . 9_556 ?
F1 Ti2 F003 90.0 3_556 9_556 ?
F1 Ti2 F003 90.000(1) . . ?
F1 Ti2 F1 90.000(1) . 3_556 ?
F1 Ti2 F1 90.000(1) 9_556 3_556 ?
F1 Ti2 F1 180.000(1) 11 3_556 ?
F1 Ti2 F1 180.0(9) . 9_556 ?
F1 Ti2 F1 90.0 . 11 ?
F1 Ti2 F1 90.0 9_556 11 ?
F1 Ti2 F2 70.0(5) 11 . ?
F1 Ti2 F2 70.0(5) 3_556 13 ?
F1 Ti2 F2 20.0(5) . 13 ?
F1 Ti2 F2 110.0(5) 3_556 . ?
F1 Ti2 F2 110.0(5) 11 13 ?
F1 Ti2 F2 160.0(5) 9_556 . ?
F1 Ti2 F2 20.0(5) . . ?
F1 Ti2 F2 160.0(5) 9_556 13 ?
F1 Ti2 F3 45.000(1) 11 5_556 ?
F1 Ti2 F3 135.000(2) 3_556 5_556 ?
F1 Ti2 F3 45.000(1) . . ?
F1 Ti2 F3 135.000(1) 9_556 . ?
F1 Ti2 F3 45.0 3_556 9_556 ?
F1 Ti2 F3 135.000(2) 11 9_556 ?
F1 Ti2 F3 45.000(1) 9_556 9_556 ?
F1 Ti2 F3 135.000(1) . 9_556 ?
F1 Ti2 F3 45.000(1) 9_556 5_556 ?
F1 Ti2 F3 135.000(2) 3_556 . ?
F1 Ti2 F3 45.000(1) . 13 ?
F1 Ti2 F3 135.000(1) 9_556 13 ?
F1 Ti2 F3 45.000(1) 11 . ?
F1 Ti2 F3 135.000(1) . 5_556 ?
F1 Ti2 F3 45.000(1) 3_556 13 ?
F1 Ti2 F3 135.000(2) 11 13 ?
F2 Ti2 F2 40.1(10) . 13 ?
F3 Ti2 F003 90.0 . 9_556 ?
F3 Ti2 F003 90.0 13 9_556 ?
F3 Ti2 F003 90.0 9_556 9_556 ?
F3 Ti2 F003 90.0 5_556 9_556 ?
F3 Ti2 F003 90.0 . . ?
F3 Ti2 F003 90.0 9_556 . ?
F3 Ti2 F003 90.0 13 . ?
F3 Ti2 F003 90.0 5_556 . ?
F3 Ti2 F2 25.0(5) 13 13 ?
F3 Ti2 F2 65.0(5) . 13 ?
F3 Ti2 F2 65.0(5) 13 . ?
F3 Ti2 F2 115.0(5) 5_556 . ?
F3 Ti2 F2 115.0(5) 9_556 13 ?
F3 Ti2 F2 155.0(5) 5_556 13 ?
F3 Ti2 F2 155.0(5) 9_556 . ?
F3 Ti2 F2 25.0(5) . . ?
F3 Ti2 F3 90.000(2) 13 . ?
F3 Ti2 F3 90.000(1) 5_556 . ?
F3 Ti2 F3 180.000(1) 9_556 . ?
F3 Ti2 F3 180.000(1) 13 5_556 ?
F3 Ti2 F3 90.0 13 9_556 ?
F3 Ti2 F3 90.000(2) 5_556 9_556 ?
Ti2 F003 Cu1 180.0 . . ?
C2 C1 C1 122.0(3) . 9_565 ?
C2 C1 C1 122.0(2) 4 9_565 ?
C2 C1 C1 122.0(2) 11 9_565 ?
C2 C1 C1 122.0(3) 10 9_565 ?
C2 C1 C2 116.1(5) 4 . ?
C2 C1 C2 101.9(5) . 10 ?
C2 C1 C2 116.1(5) 10 11 ?
C2 C1 C2 101.9(5) 4 11 ?
C4 N2 Cu1 121.7(2) 11 . ?
C4 N2 Cu1 121.7(2) . . ?
C4 N2 Cu1 121.7(2) 4 . ?
C4 N2 Cu1 121.7(2) 10 . ?
C4 N2 C4 116.6(5) . 4 ?
C4 N2 C4 102.2(5) 11 4 ?
C4 N2 C4 116.6(5) 11 10 ?
C4 N2 C4 102.2(5) . 10 ?
F2 F1 Ti2 80.6(18) . . ?
F2 F1 Ti2 80.6(18) 13 . ?
F2 F1 F2 161(4) 13 . ?
F2 F1 F3 148(3) . 13 ?
F2 F1 F3 148(3) 13 . ?
F3 F1 Ti2 67.6(10) . . ?
F3 F1 Ti2 67.6(10) 13 . ?
F3 F1 F3 135.2(19) 13 . ?
C1 C2 H2 119.8 . . ?
C4 C2 C1 120.5(4) . . ?
C4 C2 H2 119.8 . . ?
N2 C4 C2 123.1(4) . . ?
N2 C4 H4 118.4 . . ?
C2 C4 H4 118.4 . . ?
F1 F2 Ti2 79.3(19) . . ?
F1 F2 F2 144.4(18) . 11 ?
F1 F2 F3 157(2) . . ?
F2 F2 Ti2 70.0(5) 13 . ?
F2 F2 Ti2 65.0(5) 11 . ?
F2 F2 F2 135.000(2) 13 11 ?
F3 F2 Ti2 77.2(13) . . ?
F3 F2 F2 147.1(13) . 13 ?
F1 F3 Ti2 67.4(10) . . ?
F1 F3 Ti2 67.4(10) 11 . ?
F1 F3 F1 134.8(19) . 11 ?
F2 F3 Ti2 77.9(13) . . ?
F2 F3 Ti2 77.9(13) 11 . ?
F2 F3 F1 145(2) 11 . ?
F2 F3 F1 145(2) . 11 ?
F2 F3 F2 156(3) . 11 ?
_platon_squeeze_details          
;
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.459 0.497 -0.059 546 150 ' '


data_SNIFSIX-1-Cu
_database_code_depnum_ccdc_archive 'CCDC 906878'
#TrackingRef '14808_web_deposit_cif_file_1_PatrickNugent_1350674098.SNIFSIX-1-Cu.cif'
_audit_creation_date             2012-10-18
_audit_creation_method           
;
Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C20 H16 Cu F6 N4 Sn'
_chemical_formula_sum            'C20 H16 Cu F6 N4 Sn'
_chemical_formula_weight         608.60
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn 0.0259 5.4591 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system      tetragonal
_space_group_IT_number           123
_space_group_name_H-M_alt        'P 4/m m m'
_space_group_name_Hall           '-P 4 2'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z'
3 'x, -y, -z'
4 '-x, y, -z'
5 '-y, -x, -z'
6 'y, x, -z'
7 'y, -x, z'
8 '-y, x, z'
9 '-x, -y, -z'
10 'x, y, -z'
11 '-x, y, z'
12 'x, -y, z'
13 'y, x, z'
14 '-y, -x, z'
15 '-y, x, -z'
16 'y, -x, -z'
_cell_length_a                   11.116(5)
_cell_length_b                   11.116(5)
_cell_length_c                   8.627(5)
_cell_angle_alpha                90.000
_cell_angle_beta                 90.000
_cell_angle_gamma                90.000
_cell_volume                     1066.0(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    228(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    5.587
_exptl_absorpt_correction_T_max  0.9726
_exptl_absorpt_correction_T_min  0.8965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; (Sheldrick, 2003)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    0.948
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             297
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5235
_diffrn_reflns_theta_full        66.53
_diffrn_reflns_theta_max         66.53
_diffrn_reflns_theta_min         3.98
_diffrn_ambient_temperature      228(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'BRUKER SMART APEXII CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_reflns_number_gt                584
_reflns_number_total             603
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       'APEX2 (Bruker, 2010)'
_computing_data_reduction        'SAINT (Bruker, 2009);XPREP(Sheldrick,2008)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.814
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     40
_refine_ls_number_reflns         603
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.188
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0459P)^2^+0.0551P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0732
_refine_ls_wR_factor_ref         0.0748
_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.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Sn01 Sn 0.0000 0.0000 0.0000 0.0247(2) Uani 1 16 d S . .
Cu1 Cu 0.0000 0.0000 0.5000 0.0190(3) Uani 1 16 d S . .
F003 F 0.0000 0.0000 0.2284(4) 0.0309(8) Uani 1 8 d S . .
N1 N 0.0000 0.1826(3) 0.5000 0.0257(7) Uani 1 4 d S . .
F1 F 0.0543(5) 0.1661(4) 0.0000 0.0716(16) Uani 0.50 2 d SP . .
C1 C 0.0000 0.4336(4) 0.5000 0.0349(10) Uani 1 4 d S . .
C2A C 0.0385(6) 0.3677(4) 0.3733(5) 0.054(2) Uani 0.50 1 d P A -1
H2A H 0.0652 0.4076 0.2836 0.065 Uiso 0.50 1 calc PR A -1
C3A C 0.0379(5) 0.2448(4) 0.3785(5) 0.0458(16) Uani 0.50 1 d P A -1
H3A H 0.0657 0.2023 0.2914 0.055 Uiso 0.50 1 calc PR A -1
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
Sn01 0.0244(2) 0.0244(2) 0.0253(3) 0.000 0.000 0.000
Cu1 0.0127(3) 0.0127(3) 0.0314(6) 0.000 0.000 0.000
F003 0.0339(12) 0.0339(12) 0.0250(14) 0.000 0.000 0.000
N1 0.0259(17) 0.0140(15) 0.0373(17) 0.000 0.000 0.000
F1 0.124(5) 0.043(2) 0.047(2) 0.000 0.000 -0.032(2)
C1 0.050(3) 0.017(2) 0.038(2) 0.000 0.000 0.000
C2A 0.101(6) 0.0213(19) 0.042(2) 0.0044(17) 0.026(3) -0.009(2)
C3A 0.075(5) 0.0199(18) 0.043(2) -0.0062(17) 0.022(2) -0.0052(19)
_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
Sn01 F003 1.971(3) . ?
Sn01 F003 1.971(3) 9 ?
Sn01 F1 1.942(5) 3 ?
Sn01 F1 1.942(5) 15 ?
Sn01 F1 1.942(5) 7 ?
Sn01 F1 1.942(5) . ?
Sn01 F1 1.942(5) 13 ?
Sn01 F1 1.942(5) 5 ?
Sn01 F1 1.942(5) 11 ?
Sn01 F1 1.942(5) 9 ?
Cu1 F003 2.343(3) 9_556 ?
Cu1 F003 2.343(3) . ?
Cu1 N1 2.030(3) . ?
Cu1 N1 2.030(3) 13 ?
Cu1 N1 2.030(3) 5_556 ?
Cu1 N1 2.030(3) 9_556 ?
N1 C3A 1.325(5) 4_556 ?
N1 C3A 1.325(5) 11 ?
N1 C3A 1.325(5) . ?
N1 C3A 1.325(5) 10_556 ?
F1 F1 1.757(11) 13 ?
F1 F1 1.208(12) 11 ?
C1 C1 1.476(8) 9_566 ?
C1 C2A 1.383(5) 4_556 ?
C1 C2A 1.383(5) 10_556 ?
C1 C2A 1.383(5) . ?
C1 C2A 1.383(5) 11 ?
C2A C3A 1.367(6) . ?
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
F003 Sn01 F003 180.0 . 9 ?
F1 Sn01 F003 90.0 3 . ?
F1 Sn01 F003 90.0 11 . ?
F1 Sn01 F003 90.0 15 . ?
F1 Sn01 F003 90.0 7 . ?
F1 Sn01 F003 90.0 . . ?
F1 Sn01 F003 90.0 13 . ?
F1 Sn01 F003 90.0 5 . ?
F1 Sn01 F003 90.0 9 . ?
F1 Sn01 F003 90.0 11 9 ?
F1 Sn01 F003 90.0 3 9 ?
F1 Sn01 F003 90.0 15 9 ?
F1 Sn01 F003 90.0 7 9 ?
F1 Sn01 F003 90.0 . 9 ?
F1 Sn01 F003 90.0 13 9 ?
F1 Sn01 F003 90.0 5 9 ?
F1 Sn01 F003 90.0 9 9 ?
F1 Sn01 F1 143.8(3) 9 11 ?
F1 Sn01 F1 90.0 5 11 ?
F1 Sn01 F1 90.0 13 11 ?
F1 Sn01 F1 143.8(3) . 3 ?
F1 Sn01 F1 36.2(3) 9 3 ?
F1 Sn01 F1 90.0 5 3 ?
F1 Sn01 F1 90.0 13 3 ?
F1 Sn01 F1 180.0(3) 13 5 ?
F1 Sn01 F1 126.2(3) . 5 ?
F1 Sn01 F1 53.8(3) . 13 ?
F1 Sn01 F1 180.0 . 9 ?
F1 Sn01 F1 36.2(3) . 11 ?
F1 Sn01 F1 53.8(3) 5 9 ?
F1 Sn01 F1 126.2(3) 13 9 ?
F1 Sn01 F1 90.0 . 7 ?
F1 Sn01 F1 36.2(3) 13 7 ?
F1 Sn01 F1 143.8(3) 5 7 ?
F1 Sn01 F1 126.2(3) 3 15 ?
F1 Sn01 F1 36.2(3) 5 15 ?
F1 Sn01 F1 90.0 9 15 ?
F1 Sn01 F1 53.8(3) 11 15 ?
F1 Sn01 F1 143.8(3) 13 15 ?
F1 Sn01 F1 90.0 . 15 ?
F1 Sn01 F1 180.0(3) 11 3 ?
F1 Sn01 F1 180.0(3) 15 7 ?
F1 Sn01 F1 90.0 9 7 ?
F1 Sn01 F1 126.2(3) 11 7 ?
F1 Sn01 F1 53.8(3) 3 7 ?
F003 Cu1 F003 180.0 9_556 . ?
N1 Cu1 F003 90.0 . 9_556 ?
N1 Cu1 F003 90.0 13 9_556 ?
N1 Cu1 F003 90.0 5_556 9_556 ?
N1 Cu1 F003 90.0 9_556 9_556 ?
N1 Cu1 F003 90.0 . . ?
N1 Cu1 F003 90.0 9_556 . ?
N1 Cu1 F003 90.0 5_556 . ?
N1 Cu1 F003 90.0 13 . ?
N1 Cu1 N1 90.0 5_556 9_556 ?
N1 Cu1 N1 90.0 13 9_556 ?
N1 Cu1 N1 180.0 13 5_556 ?
N1 Cu1 N1 180.0 9_556 . ?
N1 Cu1 N1 90.0 5_556 . ?
N1 Cu1 N1 90.0 13 . ?
Sn01 F003 Cu1 180.0 . . ?
C3A N1 Cu1 121.5(2) . . ?
C3A N1 Cu1 121.5(2) 10_556 . ?
C3A N1 Cu1 121.5(2) 4_556 . ?
C3A N1 Cu1 121.5(2) 11 . ?
C3A N1 C3A 104.6(4) . 10_556 ?
C3A N1 C3A 117.1(5) . 4_556 ?
C3A N1 C3A 104.6(4) 4_556 11 ?
C3A N1 C3A 117.1(5) 10_556 11 ?
F1 F1 Sn01 63.12(17) 13 . ?
F1 F1 Sn01 71.88(17) 11 . ?
F1 F1 F1 135.0 11 13 ?
C2A C1 C1 122.0(2) 11 9_566 ?
C2A C1 C1 122.0(2) . 9_566 ?
C2A C1 C1 122.0(2) 10_556 9_566 ?
C2A C1 C1 122.0(2) 4_556 9_566 ?
C2A C1 C2A 104.4(5) . 10_556 ?
C2A C1 C2A 116.1(5) 11 10_556 ?
C2A C1 C2A 104.4(5) 11 4_556 ?
C2A C1 C2A 116.1(5) . 4_556 ?
C3A C2A C1 120.1(4) . . ?
N1 C3A C2A 123.3(4) . . ?
_platon_squeeze_details          
;
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.027 0.495 -0.019 544 224 ' '