# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 1810661'
_audit_update_record             
;
2018-02-26 deposited with the CCDC.
2018-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H12 Cu F9 N2 O'
_chemical_formula_sum            'C11 H12 Cu F9 N2 O'
_chemical_formula_weight         422.77

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'
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_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_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   19.9959(11)
_cell_length_b                   8.1241(5)
_cell_length_c                   10.0188(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1627.54(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    3878
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      26.31

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   0.5599
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.438
_shelx_estimated_absorpt_T_min   0.672
_shelx_estimated_absorpt_T_max   0.762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6400
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.818
_diffrn_reflns_theta_max         25.492
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             1606
_reflns_number_gt                1395
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.3451P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1606
_refine_ls_number_parameters     131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1435
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.109
_refine_ls_shift/su_max          0.001
_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_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
Cu1 Cu 0.34510(2) 0.2500 1.13013(5) 0.0408(3) Uani 1 2 d S T P . .
F1 F 0.40187(16) -0.0635(4) 1.0899(4) 0.1176(11) Uani 1 1 d . . . . .
F2 F 0.3284(2) -0.0580(4) 1.2450(4) 0.1307(13) Uani 1 1 d . . . . .
F3 F 0.29867(15) -0.0487(3) 1.0420(3) 0.0996(10) Uani 1 1 d . . . . .
F4 F 0.48129(19) 0.2500 1.1277(4) 0.150(3) Uani 1 2 d S T P . .
F5 F 0.44315(18) 0.1253(5) 1.2960(3) 0.1313(13) Uani 1 1 d . . . . .
O1 O 0.35660(17) 0.2500 0.9108(4) 0.0700(12) Uani 1 2 d S T P . .
N1 N 0.2471(2) 0.2500 1.1286(3) 0.0467(9) Uani 1 2 d S T P . .
N2 N 0.4093(2) 0.2500 0.7138(4) 0.0589(11) Uani 1 2 d S T P . .
C1 C 0.2117(2) 0.2500 1.0164(5) 0.0627(14) Uani 1 2 d S T P . .
H1 H 0.2340 0.2500 0.9350 0.075 Uiso 1 2 calc R U P . .
C2 C 0.1428(3) 0.2500 1.0173(6) 0.088(2) Uani 1 2 d S T P . .
H2 H 0.1188 0.2500 0.9379 0.106 Uiso 1 2 calc R U P . .
C3 C 0.1108(3) 0.2500 1.1368(6) 0.104(3) Uani 1 2 d S T P . .
H3 H 0.0643 0.2500 1.1395 0.125 Uiso 1 2 calc R U P . .
C4 C 0.1463(3) 0.2500 1.2528(7) 0.095(2) Uani 1 2 d S T P . .
H4 H 0.1246 0.2500 1.3349 0.114 Uiso 1 2 calc R U P . .
C5 C 0.2152(3) 0.2500 1.2457(5) 0.0641(14) Uani 1 2 d S T P . .
H5 H 0.2400 0.2500 1.3243 0.077 Uiso 1 2 calc R U P . .
C6 C 0.3446(2) 0.0091(5) 1.1286(4) 0.0705(13) Uani 1 1 d . . . . .
C7 C 0.4319(3) 0.2500 1.2131(6) 0.0718(15) Uani 1 2 d S T P . .
C8 C 0.4078(3) 0.2500 0.8427(5) 0.0661(14) Uani 1 2 d S T P . .
H8 H 0.4485 0.2500 0.8875 0.079 Uiso 1 2 calc R U P . .
C9 C 0.4720(4) 0.2500 0.6413(7) 0.101(3) Uani 1 2 d S T P . .
H9A H 0.4632 0.2500 0.5472 0.151 Uiso 1 2 calc R U P . .
H9B H 0.4972 0.3465 0.6644 0.151 Uiso 0.5 1 calc R U P . .
H9C H 0.4972 0.1535 0.6644 0.151 Uiso 0.5 1 calc R U P . .
C10 C 0.3472(3) 0.2500 0.6400(7) 0.104(4) Uani 1 2 d S T P . .
H10A H 0.3507 0.3246 0.5660 0.156 Uiso 0.5 1 calc R U P . .
H10B H 0.3114 0.2844 0.6975 0.156 Uiso 0.5 1 calc R U P . .
H10C H 0.3383 0.1410 0.6075 0.156 Uiso 0.5 1 calc R U P . .


_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 C7 1.924(5) . ?
Cu1 C6 1.957(4) 7_565 ?
Cu1 C6 1.957(4) . ?
Cu1 N1 1.959(4) . ?
Cu1 O1 2.210(4) . ?
F1 C6 1.346(5) . ?
F2 C6 1.327(6) . ?
F3 C6 1.347(5) . ?
F4 C7 1.307(7) . ?
F5 C7 1.329(5) . ?
O1 C8 1.229(6) . ?
N1 C1 1.329(6) . ?
N1 C5 1.336(6) . ?
N2 C8 1.292(7) . ?
N2 C10 1.445(7) . ?
N2 C9 1.449(7) . ?
C1 C2 1.377(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.357(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C7 F5 1.329(5) 7_565 ?
C8 H8 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

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
C7 Cu1 C6 90.47(13) . 7_565 ?
C7 Cu1 C6 90.46(12) . . ?
C6 Cu1 C6 178.9(3) 7_565 . ?
C7 Cu1 N1 154.9(2) . . ?
C6 Cu1 N1 89.69(12) 7_565 . ?
C6 Cu1 N1 89.70(12) . . ?
C7 Cu1 O1 109.6(2) . . ?
C6 Cu1 O1 89.59(13) 7_565 . ?
C6 Cu1 O1 89.59(13) . . ?
N1 Cu1 O1 95.52(13) . . ?
C8 O1 Cu1 129.7(4) . . ?
C1 N1 C5 119.2(4) . . ?
C1 N1 Cu1 122.7(3) . . ?
C5 N1 Cu1 118.1(3) . . ?
C8 N2 C10 119.4(5) . . ?
C8 N2 C9 121.5(5) . . ?
C10 N2 C9 119.1(5) . . ?
N1 C1 C2 121.9(4) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 120.5(5) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 118.5(5) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 121.5(5) . . ?
N1 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
F2 C6 F1 106.3(4) . . ?
F2 C6 F3 104.9(4) . . ?
F1 C6 F3 104.0(4) . . ?
F2 C6 Cu1 113.9(3) . . ?
F1 C6 Cu1 115.9(3) . . ?
F3 C6 Cu1 110.9(3) . . ?
F4 C7 F5 106.3(4) . . ?
F4 C7 F5 106.3(4) . 7_565 ?
F5 C7 F5 99.3(5) . 7_565 ?
F4 C7 Cu1 113.5(4) . . ?
F5 C7 Cu1 115.0(3) . . ?
F5 C7 Cu1 115.0(3) 7_565 . ?
O1 C8 N2 125.0(5) . . ?
O1 C8 H8 117.5 . . ?
N2 C8 H8 117.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

_refine_diff_density_max         0.396
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_t_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1810662'
_audit_update_record             
;
2018-02-26 deposited with the CCDC.
2018-02-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H11 Cu F9 N'
_chemical_formula_sum            'C11 H11 Cu F9 N'
_chemical_formula_weight         391.75

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'
Cu Cu 0.3201 1.2651 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           63
_space_group_name_H-M_alt        'C m c m'
_space_group_name_Hall           '-C 2c 2'

_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_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z-1/2'
'-x, y, z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z-1/2'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   8.4272(4)
_cell_length_b                   19.4683(9)
_cell_length_c                   8.9136(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1462.39(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    2912
_cell_measurement_theta_min      3.96
_cell_measurement_theta_max      27.09

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.779
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   0.5599
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    1.585
_shelx_estimated_absorpt_T_min   0.648
_shelx_estimated_absorpt_T_max   0.732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4061
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.963
_diffrn_reflns_theta_max         27.092
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             911
_reflns_number_gt                827
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         911
_refine_ls_number_parameters     77
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1316
_refine_ls_wR_factor_gt          0.1261
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.184
_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_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
Cu1 Cu 0.000000 0.10004(2) 0.250000 0.0409(3) Uani 1 4 d S T P A 4
F1 F 0.3012(4) 0.16250(16) 0.250000 0.1069(14) Uani 1 2 d S T P A 4
F2 F 0.3004(3) 0.06735(14) 0.1333(3) 0.1078(9) Uani 1 1 d . . . B 4
F3 F -0.1203(5) -0.03027(19) 0.3107(7) 0.103(2) Uani 0.5 1 d . . P A .
F4 F 0.000000 -0.0182(4) 0.3958(11) 0.144(4) Uani 0.5 2 d S T P A .
N1 N 0.000000 0.19910(19) 0.250000 0.0402(8) Uani 1 4 d S T P A 4
C1 C 0.000000 0.23381(18) 0.1194(4) 0.0482(8) Uani 1 2 d S T P A 4
C2 C 0.000000 0.30342(17) 0.1172(5) 0.0587(9) Uani 1 2 d S T P A 4
H2 H 0.000000 0.326270 0.025580 0.070 Uiso 1 2 calc R U P A 4
C3 C 0.000000 0.3414(2) 0.250000 0.0568(13) Uani 1 4 d S T P A 4
C4 C 0.000000 0.1915(2) -0.0223(4) 0.0778(13) Uani 1 2 d S T P . .
H4A H -0.021611 0.220591 -0.106705 0.117 Uiso 0.5 1 calc R U P A 4
H4B H -0.080305 0.156615 -0.015448 0.117 Uiso 0.5 1 calc R U P A 4
H4C H 0.101916 0.170181 -0.034799 0.117 Uiso 0.5 1 calc R U P A 4
C5 C 0.000000 0.4174(7) 0.250000 0.048(3) Uiso 0.5 4 d S . P C 1
C5A C 0.000000 0.4190(11) 0.304(2) 0.057(3) Uiso 0.25 2 d S . P D 2
C6 C 0.2351(5) 0.09889(16) 0.250000 0.0593(10) Uani 1 2 d S T P . .
C7 C 0.000000 -0.0006(3) 0.250000 0.0619(14) Uani 1 4 d S T P . .


_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 N1 1.929(4) . ?
Cu1 C7 1.960(5) . ?
Cu1 C6 1.982(5) . ?
Cu1 C6 1.982(5) 11 ?
F1 C6 1.358(5) . ?
F2 C6 1.327(3) . ?
F3 F3 1.082(12) 10_556 ?
F3 C7 1.286(4) . ?
F3 F4 1.289(7) . ?
F4 C7 1.344(9) . ?
N1 C1 1.346(4) . ?
N1 C1 1.346(4) 10_556 ?
C1 C2 1.355(5) . ?
C1 C4 1.508(5) . ?
C2 C3 1.396(5) . ?
C2 H2 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C4 H4A 0.96(3) 11 ?
C4 H4B 0.96(7) 11 ?
C4 H4C 0.96(4) 11 ?
C5A C5A 0.96(4) 10_556 ?

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 Cu1 C7 180.0 . . ?
N1 Cu1 C6 90.65(9) . . ?
C7 Cu1 C6 89.35(9) . . ?
N1 Cu1 C6 90.65(9) . 11 ?
C7 Cu1 C6 89.35(9) . 11 ?
C6 Cu1 C6 178.70(18) . 11 ?
F3 F3 C7 65.1(3) 10_556 . ?
F3 F3 F4 126.1(4) 10_556 . ?
C7 F3 F4 62.9(4) . . ?
F3 F4 F3 103.8(8) . 11 ?
F3 F4 C7 58.4(4) . . ?
F3 F4 C7 58.4(4) 11 . ?
C1 N1 Cu1 120.1(2) . . ?
C1 N1 Cu1 120.1(2) 10_556 . ?
N1 C1 C2 121.0(3) . . ?
N1 C1 C4 116.7(3) . . ?
C2 C1 C4 122.3(4) . . ?
C1 C2 C3 121.2(4) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C2 C3 C2 116.0(4) 10_556 . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
F2 C6 F1 104.6(3) . . ?
F2 C6 F1 104.6(3) 10_556 . ?
F2 C6 Cu1 114.8(2) . . ?
F2 C6 Cu1 114.8(2) 10_556 . ?
F1 C6 Cu1 113.6(3) . . ?
F3 C7 F3 49.7(5) . 10_556 ?
F3 C7 F3 104.1(5) . 11 ?
F3 C7 F3 126.7(5) 10_556 11 ?
F3 C7 F3 126.7(5) . 4 ?
F3 C7 F3 104.1(5) 10_556 4 ?
F3 C7 F3 49.7(5) 11 4 ?
F3 C7 F4 107.0(4) . 10_556 ?
F3 C7 F4 58.6(3) 10_556 10_556 ?
F3 C7 F4 107.0(4) 11 10_556 ?
F3 C7 F4 58.6(3) 4 10_556 ?
F3 C7 F4 58.6(3) . . ?
F3 C7 F4 107.0(4) 10_556 . ?
F3 C7 F4 58.6(3) 11 . ?
F3 C7 F4 107.0(4) 4 . ?
F4 C7 F4 150.6(9) 10_556 . ?
F3 C7 Cu1 116.7(3) . . ?
F3 C7 Cu1 116.7(3) 10_556 . ?
F3 C7 Cu1 116.7(3) 11 . ?
F3 C7 Cu1 116.7(3) 4 . ?
F4 C7 Cu1 104.7(4) 10_556 . ?
F4 C7 Cu1 104.7(4) . . ?

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
F3 F3 F4 F3 -21.5(7) 10_556 . . 11 ?
C7 F3 F4 F3 -38.4(5) . . . 11 ?
F3 F3 F4 C7 16.9(5) 10_556 . . . ?
C1 N1 C1 C2 0.000(1) 10_556 . . . ?
Cu1 N1 C1 C2 180.000(1) . . . . ?
C1 N1 C1 C4 180.000(0) 10_556 . . . ?
Cu1 N1 C1 C4 0.000(1) . . . . ?
N1 C1 C2 C3 0.000(1) . . . . ?
C4 C1 C2 C3 180.000(0) . . . . ?
C1 C2 C3 C2 0.000(1) . . . 10_556 ?
F4 F3 C7 F3 165.0(4) . . . 10_556 ?
F3 F3 C7 F3 -126.5(5) 10_556 . . 11 ?
F4 F3 C7 F3 38.6(6) . . . 11 ?
F3 F3 C7 F3 -76.54(18) 10_556 . . 4 ?
F4 F3 C7 F3 88.5(5) . . . 4 ?
F3 F3 C7 F4 -13.3(4) 10_556 . . 10_556 ?
F4 F3 C7 F4 151.7(8) . . . 10_556 ?
F3 F3 C7 F4 -165.0(4) 10_556 . . . ?
F3 F3 C7 Cu1 103.46(18) 10_556 . . . ?
F4 F3 C7 Cu1 -91.5(5) . . . . ?
F3 F4 C7 F3 134.9(7) 11 . . . ?
F3 F4 C7 F3 -11.9(3) . . . 10_556 ?
F3 F4 C7 F3 123.0(5) 11 . . 10_556 ?
F3 F4 C7 F3 -134.9(7) . . . 11 ?
F3 F4 C7 F3 -123.0(5) . . . 4 ?
F3 F4 C7 F3 11.9(3) 11 . . 4 ?
F3 F4 C7 F4 -67.5(3) . . . 10_556 ?
F3 F4 C7 F4 67.5(3) 11 . . 10_556 ?
F3 F4 C7 Cu1 112.5(3) . . . . ?
F3 F4 C7 Cu1 -112.5(3) 11 . . . ?

_refine_diff_density_max         0.658
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.071

