# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1435180'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-04-11 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         ?
_chemical_formula_sum            'C45 H36 Cu F3 N4 P2'
_chemical_formula_weight         815.26

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 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_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   12.1337(7)
_cell_length_b                   13.0987(8)
_cell_length_c                   25.2928(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4019.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9790
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      27.21

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             1680
_exptl_transmission_factor_min   0.844
_exptl_transmission_factor_max   0.871
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.674
_shelx_estimated_absorpt_T_min   0.844
_shelx_estimated_absorpt_T_max   0.871
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   CrystalClear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69807
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.942
_diffrn_reflns_theta_max         27.213
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8923
_reflns_number_gt                7295
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.999

_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       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0638P)²+1.6340P] 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_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8923
_refine_ls_number_parameters     496
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1162
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.041
_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 0.48928(4) 0.49830(4) 0.15380(2) 0.03475(15) Uani 1 1 d . U . . .
P2 P 0.41557(8) 0.38988(9) 0.09243(4) 0.0319(3) Uani 1 1 d . U . . .
P1 P 0.66736(9) 0.53112(8) 0.14284(4) 0.0324(3) Uani 1 1 d . . . . .
N1 N 0.4191(3) 0.4564(3) 0.22752(14) 0.0356(8) Uani 1 1 d . . . . .
C35 C 0.4683(3) 0.4119(4) 0.02584(17) 0.0336(10) Uani 1 1 d . . . . .
N2 N 0.3788(3) 0.6137(3) 0.16218(15) 0.0382(9) Uani 1 1 d . . . . .
N3 N 0.3423(3) 0.6984(3) 0.13656(16) 0.0467(10) Uani 1 1 d . . . . .
C17 C 0.7390(3) 0.4115(4) 0.12944(18) 0.0353(10) Uani 1 1 d . . . . .
C6 C 0.3095(4) 0.5980(3) 0.20238(17) 0.0350(10) Uani 1 1 d . . . . .
C23 C 0.6950(4) 0.6162(4) 0.08716(18) 0.0382(10) Uani 1 1 d . . . . .
C5 C 0.3276(3) 0.5109(3) 0.23722(16) 0.0331(9) Uani 1 1 d . . . . .
C1 C 0.4400(4) 0.3779(4) 0.25971(19) 0.0455(12) Uani 1 1 d . . . . .
H1A H 0.5030 0.3393 0.2536 0.055 Uiso 1 1 calc R U . . .
N4 N 0.2296(3) 0.6668(3) 0.20558(16) 0.0443(10) Uani 1 1 d . . . . .
C40 C 0.5139(4) 0.3365(4) -0.00544(17) 0.0395(10) Uani 1 1 d . . . . .
H40A H 0.5154 0.2694 0.0065 0.047 Uiso 1 1 calc R U . . .
C7 C 0.2549(4) 0.7255(4) 0.1646(2) 0.0474(13) Uani 1 1 d . . . . .
C12 C 0.6993(5) 0.6044(5) 0.24456(19) 0.0516(13) Uani 1 1 d . . . . .
H12A H 0.6245 0.5913 0.2489 0.062 Uiso 1 1 calc R U . . .
C4 C 0.2548(4) 0.4866(4) 0.27805(18) 0.0404(10) Uani 1 1 d . . . . .
H4B H 0.1915 0.5256 0.2830 0.048 Uiso 1 1 calc R U . . .
C30 C 0.3595(4) 0.1832(4) 0.07512(19) 0.0425(11) Uani 1 1 d . . . . .
H30A H 0.3031 0.2077 0.0537 0.051 Uiso 1 1 calc R U . . .
C22 C 0.7808(4) 0.3550(4) 0.1713(2) 0.0453(12) Uani 1 1 d . . . . .
H22A H 0.7838 0.3839 0.2049 0.054 Uiso 1 1 calc R U . . .
C3 C 0.2761(5) 0.4051(4) 0.31118(19) 0.0455(12) Uani 1 1 d . . . . .
C11 C 0.7494(4) 0.5855(4) 0.19657(18) 0.0379(11) Uani 1 1 d . . . . .
C39 C 0.5574(4) 0.3602(5) -0.0545(2) 0.0518(14) Uani 1 1 d . . . . .
H39A H 0.5875 0.3091 -0.0755 0.062 Uiso 1 1 calc R U . . .
C2 C 0.3738(5) 0.3514(4) 0.3011(2) 0.0507(13) Uani 1 1 d . . . . .
H2A H 0.3937 0.2972 0.3229 0.061 Uiso 1 1 calc R U . . .
C24 C 0.6151(4) 0.6884(4) 0.0756(2) 0.0460(12) Uani 1 1 d . . . . .
H24A H 0.5497 0.6895 0.0948 0.055 Uiso 1 1 calc R U . . .
F2 F 0.2288(4) 0.8701(4) 0.1114(2) 0.1158(18) Uani 1 1 d D . . . .
C16 C 0.8612(4) 0.6049(5) 0.1915(2) 0.0576(15) Uani 1 1 d . . . . .
H16A H 0.8959 0.5921 0.1594 0.069 Uiso 1 1 calc R U . . .
C18 C 0.7358(4) 0.3677(4) 0.0794(2) 0.0428(12) Uani 1 1 d . . . . .
H18A H 0.7081 0.4043 0.0508 0.051 Uiso 1 1 calc R U . . .
C25 C 0.6319(6) 0.7584(5) 0.0358(3) 0.0657(17) Uani 1 1 d . . . . .
H25A H 0.5785 0.8074 0.0289 0.079 Uiso 1 1 calc R U . . .
C33 C 0.5236(5) 0.1091(5) 0.1386(3) 0.0682(17) Uani 1 1 d . . . . .
H33A H 0.5796 0.0837 0.1599 0.082 Uiso 1 1 calc R U . . .
C29 C 0.4281(3) 0.2519(4) 0.10088(17) 0.0340(10) Uani 1 1 d . . . . .
C34 C 0.5104(4) 0.2140(4) 0.1329(2) 0.0499(12) Uani 1 1 d . . . . .
H34A H 0.5571 0.2585 0.1508 0.060 Uiso 1 1 calc R U . . .
C38 C 0.5560(5) 0.4586(5) -0.0721(2) 0.0621(17) Uani 1 1 d . . . . .
H38A H 0.5853 0.4742 -0.1051 0.075 Uiso 1 1 calc R U . . .
C37 C 0.5119(6) 0.5345(5) -0.0414(2) 0.0629(16) Uani 1 1 d . . . . .
H37A H 0.5111 0.6015 -0.0536 0.075 Uiso 1 1 calc R U . . .
C13 C 0.7607(6) 0.6428(6) 0.2861(2) 0.075(2) Uani 1 1 d . . . . .
H13A H 0.7265 0.6565 0.3183 0.090 Uiso 1 1 calc R U . . .
C32 C 0.4546(6) 0.0431(5) 0.1129(3) 0.0686(17) Uani 1 1 d . . . . .
H32A H 0.4631 -0.0270 0.1175 0.082 Uiso 1 1 calc R U . . .
C15 C 0.9218(5) 0.6426(5) 0.2332(3) 0.0690(18) Uani 1 1 d . . . . .
H15A H 0.9966 0.6558 0.2293 0.083 Uiso 1 1 calc R U . . .
C36 C 0.4686(4) 0.5113(4) 0.00745(19) 0.0473(11) Uani 1 1 d . . . . .
H36A H 0.4394 0.5631 0.0283 0.057 Uiso 1 1 calc R U . . .
C28 C 0.7893(5) 0.6162(5) 0.0569(2) 0.0582(15) Uani 1 1 d . . . . .
H28A H 0.8439 0.5682 0.0637 0.070 Uiso 1 1 calc R U . . .
C31 C 0.3732(5) 0.0796(4) 0.0807(2) 0.0567(14) Uani 1 1 d . . . . .
H31A H 0.3274 0.0346 0.0627 0.068 Uiso 1 1 calc R U . . .
C14 C 0.8704(6) 0.6606(6) 0.2805(3) 0.0728(19) Uani 1 1 d . . . . .
H14A H 0.9109 0.6851 0.3090 0.087 Uiso 1 1 calc R U . . .
C26 C 0.7268(6) 0.7566(6) 0.0063(3) 0.0729(19) Uani 1 1 d . . . . .
H26A H 0.7372 0.8038 -0.0207 0.087 Uiso 1 1 calc R U . . .
C20 C 0.8141(5) 0.2145(5) 0.1145(3) 0.0636(17) Uani 1 1 d . . . . .
H20A H 0.8387 0.1480 0.1094 0.076 Uiso 1 1 calc R U . . .
C21 C 0.8179(4) 0.2567(4) 0.1637(3) 0.0577(15) Uani 1 1 d . . . . .
H21A H 0.8454 0.2192 0.1921 0.069 Uiso 1 1 calc R U . . .
C19 C 0.7746(5) 0.2686(5) 0.0725(2) 0.0558(14) Uani 1 1 d . . . . .
H19A H 0.7735 0.2391 0.0391 0.067 Uiso 1 1 calc R U . . .
C8 C 0.1891(5) 0.8117(5) 0.1497(2) 0.085(2) Uani 1 1 d D . . . .
F1 F 0.0894(4) 0.7876(5) 0.1297(3) 0.188(4) Uani 1 1 d D . . . .
C9 C 0.1992(6) 0.3775(5) 0.3546(3) 0.078(2) Uani 1 1 d . . . . .
H9A H 0.2274 0.3193 0.3733 0.116 Uiso 1 1 calc R U . . .
H9B H 0.1924 0.4341 0.3785 0.116 Uiso 1 1 calc R U . . .
H9C H 0.1282 0.3614 0.3401 0.116 Uiso 1 1 calc R U . . .
C41 C 0.2665(4) 0.4053(4) 0.0854(2) 0.0413(11) Uani 1 1 d . . . . .
C46 C 0.2039(4) 0.3919(5) 0.1312(3) 0.0571(15) Uani 1 1 d . . . . .
H46A H 0.2389 0.3774 0.1631 0.068 Uiso 1 1 calc R U . . .
C42 C 0.2141(4) 0.4306(4) 0.0391(2) 0.0550(14) Uani 1 1 d . . . . .
H42A H 0.2549 0.4418 0.0085 0.066 Uiso 1 1 calc R U . . .
F3 F 0.1568(9) 0.8696(6) 0.1892(2) 0.223(5) Uani 1 1 d D . . . .
C27 C 0.8045(6) 0.6861(6) 0.0166(3) 0.0734(19) Uani 1 1 d . . . . .
H27A H 0.8687 0.6843 -0.0035 0.088 Uiso 1 1 calc R U . . .
C45 C 0.0921(5) 0.3999(6) 0.1296(4) 0.079(2) Uani 1 1 d . . . . .
H45A H 0.0512 0.3891 0.1602 0.095 Uiso 1 1 calc R U . . .
C44 C 0.0399(5) 0.4234(5) 0.0839(5) 0.094(3) Uani 1 1 d . . . . .
H44A H -0.0366 0.4289 0.0834 0.113 Uiso 1 1 calc R U . . .
C43 C 0.0996(6) 0.4395(5) 0.0381(4) 0.085(2) Uani 1 1 d . . . . .
H43A H 0.0636 0.4561 0.0068 0.102 Uiso 1 1 calc R U . . .


_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 N2 2.032(4) . ?
Cu1 N1 2.122(4) . ?
Cu1 P1 2.2206(12) . ?
Cu1 P2 2.2861(13) . ?
P2 C35 1.824(4) . ?
P2 C29 1.826(5) . ?
P2 C41 1.828(5) . ?
P1 C17 1.823(5) . ?
P1 C23 1.827(5) . ?
P1 C11 1.829(5) . ?
N1 C1 1.335(6) . ?
N1 C5 1.343(5) . ?
C35 C40 1.381(7) . ?
C35 C36 1.383(7) . ?
N2 C6 1.336(6) . ?
N2 N3 1.359(5) . ?
N3 C7 1.324(6) . ?
C17 C22 1.388(7) . ?
C17 C18 1.391(7) . ?
C6 N4 1.326(6) . ?
C6 C5 1.458(6) . ?
C6 C7 2.035(6) . ?
C23 C28 1.377(7) . ?
C23 C24 1.386(7) . ?
C5 C4 1.396(6) . ?
C1 C2 1.365(7) . ?
C1 H1A 0.9300 . ?
N4 C7 1.327(6) . ?
C40 C39 1.384(7) . ?
C40 H40A 0.9300 . ?
C7 C8 1.433(7) . ?
C12 C11 1.380(7) . ?
C12 C13 1.383(8) . ?
C12 H12A 0.9300 . ?
C4 C3 1.382(7) . ?
C4 H4B 0.9300 . ?
C30 C31 1.374(8) . ?
C30 C29 1.388(7) . ?
C30 H30A 0.9300 . ?
C22 C21 1.378(7) . ?
C22 H22A 0.9300 . ?
C3 C2 1.401(8) . ?
C3 C9 1.486(7) . ?
C11 C16 1.385(7) . ?
C39 C38 1.362(9) . ?
C39 H39A 0.9300 . ?
C2 H2A 0.9300 . ?
C24 C25 1.376(8) . ?
C24 H24A 0.9300 . ?
F2 C8 1.324(5) . ?
C16 C15 1.377(8) . ?
C16 H16A 0.9300 . ?
C18 C19 1.392(8) . ?
C18 H18A 0.9300 . ?
C25 C26 1.372(9) . ?
C25 H25A 0.9300 . ?
C33 C32 1.367(9) . ?
C33 C34 1.390(8) . ?
C33 H33A 0.9300 . ?
C29 C34 1.379(6) . ?
C34 H34A 0.9300 . ?
C38 C37 1.370(9) . ?
C38 H38A 0.9300 . ?
C37 C36 1.377(7) . ?
C37 H37A 0.9300 . ?
C13 C14 1.359(9) . ?
C13 H13A 0.9300 . ?
C32 C31 1.367(9) . ?
C32 H32A 0.9300 . ?
C15 C14 1.369(9) . ?
C15 H15A 0.9300 . ?
C36 H36A 0.9300 . ?
C28 C27 1.382(8) . ?
C28 H28A 0.9300 . ?
C31 H31A 0.9300 . ?
C14 H14A 0.9300 . ?
C26 C27 1.346(10) . ?
C26 H26A 0.9300 . ?
C20 C19 1.363(9) . ?
C20 C21 1.363(9) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C19 H19A 0.9300 . ?
C8 F3 1.314(5) . ?
C8 F1 1.348(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C41 C42 1.374(7) . ?
C41 C46 1.397(7) . ?
C46 C45 1.361(8) . ?
C46 H46A 0.9300 . ?
C42 C43 1.395(9) . ?
C42 H42A 0.9300 . ?
C27 H27A 0.9300 . ?
C45 C44 1.353(12) . ?
C45 H45A 0.9300 . ?
C44 C43 1.384(12) . ?
C44 H44A 0.9300 . ?
C43 H43A 0.9300 . ?

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
N2 Cu1 N1 80.58(15) . . ?
N2 Cu1 P1 120.73(12) . . ?
N1 Cu1 P1 123.36(11) . . ?
N2 Cu1 P2 105.97(12) . . ?
N1 Cu1 P2 106.19(11) . . ?
P1 Cu1 P2 114.60(4) . . ?
C35 P2 C29 103.6(2) . . ?
C35 P2 C41 103.9(2) . . ?
C29 P2 C41 101.7(2) . . ?
C35 P2 Cu1 113.05(14) . . ?
C29 P2 Cu1 120.18(15) . . ?
C41 P2 Cu1 112.61(16) . . ?
C17 P1 C23 107.0(2) . . ?
C17 P1 C11 102.3(2) . . ?
C23 P1 C11 103.6(2) . . ?
C17 P1 Cu1 108.70(14) . . ?
C23 P1 Cu1 113.14(15) . . ?
C11 P1 Cu1 120.83(15) . . ?
C1 N1 C5 117.0(4) . . ?
C1 N1 Cu1 131.2(3) . . ?
C5 N1 Cu1 110.7(3) . . ?
C40 C35 C36 118.7(4) . . ?
C40 C35 P2 123.8(4) . . ?
C36 C35 P2 117.4(4) . . ?
C6 N2 N3 106.5(4) . . ?
C6 N2 Cu1 112.3(3) . . ?
N3 N2 Cu1 140.6(3) . . ?
C7 N3 N2 103.0(4) . . ?
C22 C17 C18 119.0(5) . . ?
C22 C17 P1 119.4(3) . . ?
C18 C17 P1 120.7(4) . . ?
N4 C6 N2 113.7(4) . . ?
N4 C6 C5 127.3(4) . . ?
N2 C6 C5 119.1(4) . . ?
N4 C6 C7 39.9(3) . . ?
N2 C6 C7 73.8(3) . . ?
C5 C6 C7 167.2(4) . . ?
C28 C23 C24 117.6(5) . . ?
C28 C23 P1 125.6(4) . . ?
C24 C23 P1 116.8(4) . . ?
N1 C5 C4 122.5(4) . . ?
N1 C5 C6 115.5(4) . . ?
C4 C5 C6 122.0(4) . . ?
N1 C1 C2 123.5(5) . . ?
N1 C1 H1A 118.2 . . ?
C2 C1 H1A 118.2 . . ?
C6 N4 C7 100.2(4) . . ?
C35 C40 C39 120.4(5) . . ?
C35 C40 H40A 119.8 . . ?
C39 C40 H40A 119.8 . . ?
N3 C7 N4 116.6(4) . . ?
N3 C7 C8 121.1(5) . . ?
N4 C7 C8 122.2(4) . . ?
N3 C7 C6 76.8(3) . . ?
N4 C7 C6 39.9(2) . . ?
C8 C7 C6 162.0(4) . . ?
C11 C12 C13 119.8(5) . . ?
C11 C12 H12A 120.1 . . ?
C13 C12 H12A 120.1 . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4B 119.8 . . ?
C5 C4 H4B 119.8 . . ?
C31 C30 C29 121.2(5) . . ?
C31 C30 H30A 119.4 . . ?
C29 C30 H30A 119.4 . . ?
C21 C22 C17 120.8(5) . . ?
C21 C22 H22A 119.6 . . ?
C17 C22 H22A 119.6 . . ?
C4 C3 C2 115.8(4) . . ?
C4 C3 C9 121.2(5) . . ?
C2 C3 C9 122.9(5) . . ?
C12 C11 C16 118.7(5) . . ?
C12 C11 P1 118.9(4) . . ?
C16 C11 P1 122.4(4) . . ?
C38 C39 C40 120.0(5) . . ?
C38 C39 H39A 120.0 . . ?
C40 C39 H39A 120.0 . . ?
C1 C2 C3 120.7(5) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C25 C24 C23 120.3(5) . . ?
C25 C24 H24A 119.8 . . ?
C23 C24 H24A 119.8 . . ?
C15 C16 C11 121.2(5) . . ?
C15 C16 H16A 119.4 . . ?
C11 C16 H16A 119.4 . . ?
C17 C18 C19 119.3(5) . . ?
C17 C18 H18A 120.4 . . ?
C19 C18 H18A 120.4 . . ?
C26 C25 C24 120.8(6) . . ?
C26 C25 H25A 119.6 . . ?
C24 C25 H25A 119.6 . . ?
C32 C33 C34 120.4(5) . . ?
C32 C33 H33A 119.8 . . ?
C34 C33 H33A 119.8 . . ?
C34 C29 C30 118.5(5) . . ?
C34 C29 P2 119.1(4) . . ?
C30 C29 P2 122.4(4) . . ?
C29 C34 C33 120.0(5) . . ?
C29 C34 H34A 120.0 . . ?
C33 C34 H34A 120.0 . . ?
C39 C38 C37 120.5(5) . . ?
C39 C38 H38A 119.8 . . ?
C37 C38 H38A 119.8 . . ?
C38 C37 C36 119.7(5) . . ?
C38 C37 H37A 120.1 . . ?
C36 C37 H37A 120.1 . . ?
C14 C13 C12 120.7(6) . . ?
C14 C13 H13A 119.7 . . ?
C12 C13 H13A 119.7 . . ?
C31 C32 C33 120.2(6) . . ?
C31 C32 H32A 119.9 . . ?
C33 C32 H32A 119.9 . . ?
C14 C15 C16 119.1(6) . . ?
C14 C15 H15A 120.4 . . ?
C16 C15 H15A 120.4 . . ?
C37 C36 C35 120.7(5) . . ?
C37 C36 H36A 119.6 . . ?
C35 C36 H36A 119.6 . . ?
C23 C28 C27 121.5(6) . . ?
C23 C28 H28A 119.3 . . ?
C27 C28 H28A 119.3 . . ?
C32 C31 C30 119.7(6) . . ?
C32 C31 H31A 120.2 . . ?
C30 C31 H31A 120.2 . . ?
C13 C14 C15 120.6(6) . . ?
C13 C14 H14A 119.7 . . ?
C15 C14 H14A 119.7 . . ?
C27 C26 C25 119.6(6) . . ?
C27 C26 H26A 120.2 . . ?
C25 C26 H26A 120.2 . . ?
C19 C20 C21 120.8(5) . . ?
C19 C20 H20A 119.6 . . ?
C21 C20 H20A 119.6 . . ?
C20 C21 C22 119.7(5) . . ?
C20 C21 H21A 120.2 . . ?
C22 C21 H21A 120.2 . . ?
C20 C19 C18 120.5(5) . . ?
C20 C19 H19A 119.8 . . ?
C18 C19 H19A 119.8 . . ?
F3 C8 F2 109.3(6) . . ?
F3 C8 F1 98.7(7) . . ?
F2 C8 F1 100.9(6) . . ?
F3 C8 C7 114.8(5) . . ?
F2 C8 C7 116.4(5) . . ?
F1 C8 C7 114.5(5) . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C42 C41 C46 119.1(5) . . ?
C42 C41 P2 124.6(4) . . ?
C46 C41 P2 116.3(4) . . ?
C45 C46 C41 120.4(7) . . ?
C45 C46 H46A 119.8 . . ?
C41 C46 H46A 119.8 . . ?
C41 C42 C43 119.8(7) . . ?
C41 C42 H42A 120.1 . . ?
C43 C42 H42A 120.1 . . ?
C26 C27 C28 120.2(6) . . ?
C26 C27 H27A 119.9 . . ?
C28 C27 H27A 119.9 . . ?
C44 C45 C46 120.7(7) . . ?
C44 C45 H45A 119.6 . . ?
C46 C45 H45A 119.6 . . ?
C45 C44 C43 120.3(6) . . ?
C45 C44 H44A 119.9 . . ?
C43 C44 H44A 119.9 . . ?
C44 C43 C42 119.6(7) . . ?
C44 C43 H43A 120.2 . . ?
C42 C43 H43A 120.2 . . ?

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
C29 P2 C35 C40 -4.9(4) . . . . ?
C41 P2 C35 C40 -110.8(4) . . . . ?
Cu1 P2 C35 C40 126.8(3) . . . . ?
C29 P2 C35 C36 179.5(4) . . . . ?
C41 P2 C35 C36 73.6(4) . . . . ?
Cu1 P2 C35 C36 -48.8(4) . . . . ?
C6 N2 N3 C7 0.7(5) . . . . ?
Cu1 N2 N3 C7 170.7(4) . . . . ?
C23 P1 C17 C22 147.5(4) . . . . ?
C11 P1 C17 C22 38.9(4) . . . . ?
Cu1 P1 C17 C22 -90.0(4) . . . . ?
C23 P1 C17 C18 -43.6(4) . . . . ?
C11 P1 C17 C18 -152.2(4) . . . . ?
Cu1 P1 C17 C18 78.9(4) . . . . ?
N3 N2 C6 N4 -0.5(6) . . . . ?
Cu1 N2 C6 N4 -173.6(3) . . . . ?
N3 N2 C6 C5 179.7(4) . . . . ?
Cu1 N2 C6 C5 6.5(5) . . . . ?
N3 N2 C6 C7 -0.5(3) . . . . ?
Cu1 N2 C6 C7 -173.6(3) . . . . ?
C17 P1 C23 C28 -30.5(5) . . . . ?
C11 P1 C23 C28 77.2(5) . . . . ?
Cu1 P1 C23 C28 -150.2(4) . . . . ?
C17 P1 C23 C24 151.3(4) . . . . ?
C11 P1 C23 C24 -101.1(4) . . . . ?
Cu1 P1 C23 C24 31.5(4) . . . . ?
C1 N1 C5 C4 -1.6(6) . . . . ?
Cu1 N1 C5 C4 168.4(4) . . . . ?
C1 N1 C5 C6 178.0(4) . . . . ?
Cu1 N1 C5 C6 -12.0(5) . . . . ?
N4 C6 C5 N1 -175.7(5) . . . . ?
N2 C6 C5 N1 4.2(6) . . . . ?
C7 C6 C5 N1 -175.4(16) . . . . ?
N4 C6 C5 C4 3.9(7) . . . . ?
N2 C6 C5 C4 -176.2(4) . . . . ?
C7 C6 C5 C4 4(2) . . . . ?
C5 N1 C1 C2 0.0(7) . . . . ?
Cu1 N1 C1 C2 -167.5(4) . . . . ?
N2 C6 N4 C7 0.0(6) . . . . ?
C5 C6 N4 C7 179.9(5) . . . . ?
C36 C35 C40 C39 -1.0(7) . . . . ?
P2 C35 C40 C39 -176.6(4) . . . . ?
N2 N3 C7 N4 -0.8(6) . . . . ?
N2 N3 C7 C8 -178.2(5) . . . . ?
N2 N3 C7 C6 -0.4(3) . . . . ?
C6 N4 C7 N3 0.5(6) . . . . ?
C6 N4 C7 C8 177.9(6) . . . . ?
N1 C5 C4 C3 1.3(7) . . . . ?
C6 C5 C4 C3 -178.3(4) . . . . ?
C18 C17 C22 C21 -0.5(7) . . . . ?
P1 C17 C22 C21 168.6(4) . . . . ?
C5 C4 C3 C2 0.6(7) . . . . ?
C5 C4 C3 C9 -179.6(5) . . . . ?
C13 C12 C11 C16 0.6(9) . . . . ?
C13 C12 C11 P1 178.2(5) . . . . ?
C17 P1 C11 C12 -119.7(4) . . . . ?
C23 P1 C11 C12 129.1(4) . . . . ?
Cu1 P1 C11 C12 1.1(5) . . . . ?
C17 P1 C11 C16 57.7(5) . . . . ?
C23 P1 C11 C16 -53.5(5) . . . . ?
Cu1 P1 C11 C16 178.5(4) . . . . ?
C35 C40 C39 C38 0.5(8) . . . . ?
N1 C1 C2 C3 1.9(9) . . . . ?
C4 C3 C2 C1 -2.1(8) . . . . ?
C9 C3 C2 C1 178.0(6) . . . . ?
C28 C23 C24 C25 -1.4(8) . . . . ?
P1 C23 C24 C25 177.0(4) . . . . ?
C12 C11 C16 C15 -0.3(10) . . . . ?
P1 C11 C16 C15 -177.8(5) . . . . ?
C22 C17 C18 C19 0.0(7) . . . . ?
P1 C17 C18 C19 -169.0(4) . . . . ?
C23 C24 C25 C26 1.5(9) . . . . ?
C31 C30 C29 C34 -0.7(7) . . . . ?
C31 C30 C29 P2 177.6(4) . . . . ?
C35 P2 C29 C34 105.8(4) . . . . ?
C41 P2 C29 C34 -146.6(4) . . . . ?
Cu1 P2 C29 C34 -21.5(4) . . . . ?
C35 P2 C29 C30 -72.5(4) . . . . ?
C41 P2 C29 C30 35.1(4) . . . . ?
Cu1 P2 C29 C30 160.2(3) . . . . ?
C30 C29 C34 C33 0.4(7) . . . . ?
P2 C29 C34 C33 -177.9(4) . . . . ?
C32 C33 C34 C29 -0.7(9) . . . . ?
C40 C39 C38 C37 0.0(9) . . . . ?
C39 C38 C37 C36 0.0(9) . . . . ?
C11 C12 C13 C14 -1.1(11) . . . . ?
C34 C33 C32 C31 1.2(10) . . . . ?
C11 C16 C15 C14 0.5(11) . . . . ?
C38 C37 C36 C35 -0.6(9) . . . . ?
C40 C35 C36 C37 1.1(7) . . . . ?
P2 C35 C36 C37 177.0(4) . . . . ?
C24 C23 C28 C27 0.5(9) . . . . ?
P1 C23 C28 C27 -177.7(5) . . . . ?
C33 C32 C31 C30 -1.5(9) . . . . ?
C29 C30 C31 C32 1.2(8) . . . . ?
C12 C13 C14 C15 1.3(12) . . . . ?
C16 C15 C14 C13 -0.9(12) . . . . ?
C24 C25 C26 C27 -0.6(10) . . . . ?
C19 C20 C21 C22 0.4(9) . . . . ?
C17 C22 C21 C20 0.4(8) . . . . ?
C21 C20 C19 C18 -0.9(9) . . . . ?
C17 C18 C19 C20 0.8(8) . . . . ?
N3 C7 C8 F3 -138.7(8) . . . . ?
N4 C7 C8 F3 44.0(10) . . . . ?
C6 C7 C8 F3 48.4(19) . . . . ?
N3 C7 C8 F2 -9.2(9) . . . . ?
N4 C7 C8 F2 173.5(6) . . . . ?
C6 C7 C8 F2 177.9(13) . . . . ?
N3 C7 C8 F1 108.0(7) . . . . ?
N4 C7 C8 F1 -69.3(8) . . . . ?
C6 C7 C8 F1 -64.9(17) . . . . ?
C35 P2 C41 C42 -1.6(5) . . . . ?
C29 P2 C41 C42 -109.0(5) . . . . ?
Cu1 P2 C41 C42 121.0(4) . . . . ?
C35 P2 C41 C46 179.7(4) . . . . ?
C29 P2 C41 C46 72.4(4) . . . . ?
Cu1 P2 C41 C46 -57.6(4) . . . . ?
C42 C41 C46 C45 2.6(9) . . . . ?
P2 C41 C46 C45 -178.7(5) . . . . ?
C46 C41 C42 C43 -1.9(8) . . . . ?
P2 C41 C42 C43 179.4(5) . . . . ?
C25 C26 C27 C28 -0.3(11) . . . . ?
C23 C28 C27 C26 0.3(10) . . . . ?
C41 C46 C45 C44 -1.7(11) . . . . ?
C46 C45 C44 C43 0.2(11) . . . . ?
C45 C44 C43 C42 0.4(11) . . . . ?
C41 C42 C43 C44 0.5(10) . . . . ?

_refine_diff_density_max         0.576
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1435181'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-04-11 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         ?
_chemical_formula_sum            'C45 H36 Cu F3 N4 P2'
_chemical_formula_weight         815.26

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   13.0739(7)
_cell_length_b                   21.8016(11)
_cell_length_c                   14.4235(8)
_cell_angle_alpha                90
_cell_angle_beta                 103.8830(10)
_cell_angle_gamma                90
_cell_volume                     3991.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9250
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.12

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_F_000             1680
_exptl_transmission_factor_min   0.876
_exptl_transmission_factor_max   0.893
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.679
_shelx_estimated_absorpt_T_min   0.876
_shelx_estimated_absorpt_T_max   0.893
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   CrystalClear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            73702
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.910
_diffrn_reflns_theta_max         27.156
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8840
_reflns_number_gt                6969
_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       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0480P)²+4.4354P] 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         8840
_refine_ls_number_parameters     515
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1212
_refine_ls_wR_factor_gt          0.1066
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.095
_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 0.26874(2) 0.20821(2) 0.51583(2) 0.03162(9) Uani 1 1 d . U . . .
P1 P 0.42394(5) 0.20070(3) 0.47221(4) 0.03252(14) Uani 1 1 d . U . . .
P2 P 0.14628(5) 0.13359(3) 0.49523(5) 0.03201(14) Uani 1 1 d . U . . .
F1 F 0.2542(6) 0.4949(3) 0.5312(8) 0.123(3) Uani 0.5 1 d D . P A 1
F1' F 0.2564(6) 0.4776(3) 0.4521(6) 0.114(2) Uani 0.5 1 d . . P A 2
F3 F 0.1170(3) 0.46128(11) 0.41120(19) 0.1269(13) Uani 1 1 d D U . . .
F2 F 0.1000(6) 0.4775(3) 0.5343(6) 0.108(3) Uani 0.5 1 d . . P A 1
F2' F 0.1710(13) 0.4973(3) 0.5590(4) 0.148(5) Uani 0.5 1 d D . P A 2
N1 N 0.30617(16) 0.21862(9) 0.67060(14) 0.0338(4) Uani 1 1 d . . . . .
N2 N 0.22721(17) 0.29710(9) 0.52696(14) 0.0329(4) Uani 1 1 d . . . . .
N3 N 0.19636(19) 0.34647(10) 0.46910(16) 0.0418(5) Uani 1 1 d . . . . .
N4 N 0.23612(19) 0.37881(10) 0.62258(16) 0.0426(5) Uani 1 1 d . . . . .
C1 C 0.3413(2) 0.17771(12) 0.74011(18) 0.0389(6) Uani 1 1 d . . . . .
H1A H 0.3532 0.1378 0.7226 0.047 Uiso 1 1 calc R U . . .
C2 C 0.3608(2) 0.19131(13) 0.83648(19) 0.0442(6) Uani 1 1 d . . . . .
C3 C 0.3405(3) 0.25035(15) 0.8606(2) 0.0532(8) Uani 1 1 d . . . . .
H3B H 0.3516 0.2613 0.9246 0.064 Uiso 1 1 calc R U . . .
C4 C 0.3038(3) 0.29347(13) 0.79058(19) 0.0479(7) Uani 1 1 d . . . . .
H4B H 0.2898 0.3334 0.8067 0.057 Uiso 1 1 calc R U . . .
C5 C 0.28830(19) 0.27639(11) 0.69612(17) 0.0328(5) Uani 1 1 d . . . . .
C6 C 0.25046(19) 0.31836(11) 0.61648(17) 0.0318(5) Uani 1 1 d . . . . .
C7 C 0.2032(2) 0.39258(11) 0.52974(19) 0.0411(6) Uani 1 1 d . . . . .
C8 C 0.1786(3) 0.45526(13) 0.4964(2) 0.0669(9) Uani 1 1 d D U . . .
C9 C 0.4038(3) 0.14266(17) 0.9099(2) 0.0667(9) Uani 1 1 d . . . . .
H9A H 0.4242 0.1611 0.9720 0.100 Uiso 1 1 calc R U . . .
H9B H 0.4640 0.1236 0.8949 0.100 Uiso 1 1 calc R U . . .
H9C H 0.3505 0.1123 0.9095 0.100 Uiso 1 1 calc R U . . .
C10 C 0.0218(2) 0.14829(11) 0.52878(19) 0.0368(5) Uani 1 1 d . . . . .
C11 C 0.0196(2) 0.19241(15) 0.5972(2) 0.0516(7) Uani 1 1 d . . . . .
H11A H 0.0784 0.2169 0.6205 0.062 Uiso 1 1 calc R U . . .
C12 C -0.0701(3) 0.20026(17) 0.6310(3) 0.0624(9) Uani 1 1 d . . . . .
H12A H -0.0707 0.2292 0.6783 0.075 Uiso 1 1 calc R U . . .
C13 C -0.1577(3) 0.16564(16) 0.5951(2) 0.0577(8) Uani 1 1 d . . . . .
H13A H -0.2177 0.1710 0.6182 0.069 Uiso 1 1 calc R U . . .
C14 C -0.1575(2) 0.12304(14) 0.5253(2) 0.0515(7) Uani 1 1 d . . . . .
H14A H -0.2178 0.1001 0.5001 0.062 Uiso 1 1 calc R U . . .
C15 C -0.0678(2) 0.11416(12) 0.4923(2) 0.0426(6) Uani 1 1 d . . . . .
H15A H -0.0678 0.0850 0.4453 0.051 Uiso 1 1 calc R U . . .
C16 C 0.1020(2) 0.09887(12) 0.37710(18) 0.0372(5) Uani 1 1 d . . . . .
C17 C 0.0618(3) 0.13750(15) 0.3008(2) 0.0522(7) Uani 1 1 d . . . . .
H17A H 0.0564 0.1794 0.3111 0.063 Uiso 1 1 calc R U . . .
C18 C 0.0296(3) 0.11403(19) 0.2092(2) 0.0680(10) Uani 1 1 d . . . . .
H18A H 0.0018 0.1401 0.1583 0.082 Uiso 1 1 calc R U . . .
C19 C 0.0386(3) 0.0524(2) 0.1934(3) 0.0712(10) Uani 1 1 d . . . . .
H19A H 0.0177 0.0368 0.1317 0.085 Uiso 1 1 calc R U . . .
C20 C 0.0784(3) 0.01393(17) 0.2686(3) 0.0678(10) Uani 1 1 d . . . . .
H20A H 0.0846 -0.0278 0.2577 0.081 Uiso 1 1 calc R U . . .
C21 C 0.1095(2) 0.03681(13) 0.3605(2) 0.0497(7) Uani 1 1 d . . . . .
H21A H 0.1355 0.0104 0.4112 0.060 Uiso 1 1 calc R U . . .
C22 C 0.2009(2) 0.07005(11) 0.57441(18) 0.0360(5) Uani 1 1 d . . . . .
C23 C 0.1501(2) 0.04403(14) 0.6388(2) 0.0505(7) Uani 1 1 d . . . . .
H23A H 0.0821 0.0563 0.6392 0.061 Uiso 1 1 calc R U . . .
C24 C 0.2004(3) -0.00022(16) 0.7027(2) 0.0620(9) Uani 1 1 d . . . . .
H24A H 0.1652 -0.0179 0.7449 0.074 Uiso 1 1 calc R U . . .
C25 C 0.3007(3) -0.01828(15) 0.7047(2) 0.0573(8) Uani 1 1 d . . . . .
H25A H 0.3341 -0.0474 0.7488 0.069 Uiso 1 1 calc R U . . .
C26 C 0.3520(3) 0.00681(14) 0.6411(2) 0.0533(7) Uani 1 1 d . . . . .
H26A H 0.4201 -0.0057 0.6415 0.064 Uiso 1 1 calc R U . . .
C27 C 0.3026(2) 0.05054(12) 0.5768(2) 0.0443(6) Uani 1 1 d . . . . .
H27A H 0.3380 0.0673 0.5341 0.053 Uiso 1 1 calc R U . . .
C28 C 0.4288(2) 0.16506(12) 0.35875(18) 0.0360(5) Uani 1 1 d . . . . .
C29 C 0.3466(3) 0.12860(16) 0.3127(2) 0.0581(8) Uani 1 1 d . . . . .
H29A H 0.2885 0.1237 0.3386 0.070 Uiso 1 1 calc R U . . .
C30 C 0.3490(3) 0.09890(19) 0.2281(3) 0.0733(11) Uani 1 1 d . . . . .
H30A H 0.2936 0.0734 0.1988 0.088 Uiso 1 1 calc R U . . .
C31 C 0.4328(3) 0.10709(16) 0.1877(2) 0.0620(9) Uani 1 1 d . . . . .
H31A H 0.4340 0.0879 0.1304 0.074 Uiso 1 1 calc R U . . .
C32 C 0.5139(3) 0.14347(15) 0.2322(2) 0.0565(8) Uani 1 1 d . . . . .
H32A H 0.5710 0.1490 0.2051 0.068 Uiso 1 1 calc R U . . .
C33 C 0.5130(2) 0.17234(14) 0.3172(2) 0.0492(7) Uani 1 1 d . . . . .
H33A H 0.5695 0.1969 0.3467 0.059 Uiso 1 1 calc R U . . .
C34 C 0.5201(2) 0.15608(13) 0.55983(19) 0.0416(6) Uani 1 1 d . . . . .
C35 C 0.5542(2) 0.09855(14) 0.5393(2) 0.0517(7) Uani 1 1 d . . . . .
H35A H 0.5340 0.0833 0.4774 0.062 Uiso 1 1 calc R U . . .
C36 C 0.6181(3) 0.06366(19) 0.6103(3) 0.0715(11) Uani 1 1 d . . . . .
H36A H 0.6413 0.0253 0.5958 0.086 Uiso 1 1 calc R U . . .
C37 C 0.6471(3) 0.0852(2) 0.7013(3) 0.0836(14) Uani 1 1 d . . . . .
H37A H 0.6893 0.0612 0.7488 0.100 Uiso 1 1 calc R U . . .
C38 C 0.6148(3) 0.1415(2) 0.7235(2) 0.0785(13) Uani 1 1 d . . . . .
H38A H 0.6356 0.1562 0.7857 0.094 Uiso 1 1 calc R U . . .
C39 C 0.5505(2) 0.17717(18) 0.6528(2) 0.0574(8) Uani 1 1 d . . . . .
H39A H 0.5280 0.2154 0.6682 0.069 Uiso 1 1 calc R U . . .
C40 C 0.4895(2) 0.27393(13) 0.4657(2) 0.0438(6) Uani 1 1 d . . . . .
C41 C 0.5961(3) 0.28379(18) 0.4997(3) 0.0677(10) Uani 1 1 d . . . . .
H41A H 0.6394 0.2522 0.5296 0.081 Uiso 1 1 calc R U . . .
C42 C 0.6385(4) 0.3409(3) 0.4891(4) 0.0972(16) Uani 1 1 d . . . . .
H42A H 0.7103 0.3476 0.5127 0.117 Uiso 1 1 calc R U . . .
C43 C 0.5762(5) 0.3874(2) 0.4447(4) 0.1111(19) Uani 1 1 d . . . . .
H43A H 0.6056 0.4252 0.4360 0.133 Uiso 1 1 calc R U . . .
C44 C 0.4707(4) 0.37847(19) 0.4129(4) 0.0969(15) Uani 1 1 d . . . . .
H44A H 0.4276 0.4106 0.3846 0.116 Uiso 1 1 calc R U . . .
C45 C 0.4277(3) 0.32194(15) 0.4226(3) 0.0643(9) Uani 1 1 d . . . . .
H45A H 0.3556 0.3161 0.3996 0.077 Uiso 1 1 calc R U . . .


_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 N2 2.0293(19) . ?
Cu1 N1 2.179(2) . ?
Cu1 P2 2.2516(7) . ?
Cu1 P1 2.2699(7) . ?
P1 C40 1.825(3) . ?
P1 C28 1.826(3) . ?
P1 C34 1.833(3) . ?
P2 C16 1.827(3) . ?
P2 C22 1.828(3) . ?
P2 C10 1.834(3) . ?
F1 C8 1.318(4) . ?
F1' C8 1.411(7) . ?
F3 C8 1.305(3) . ?
F2 C8 1.363(8) . ?
F2' C8 1.308(4) . ?
N1 C1 1.338(3) . ?
N1 C5 1.348(3) . ?
N2 C6 1.337(3) . ?
N2 N3 1.362(3) . ?
N3 C7 1.321(3) . ?
N4 C6 1.337(3) . ?
N4 C7 1.339(3) . ?
C1 C2 1.384(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.376(4) . ?
C2 C9 1.509(4) . ?
C3 C4 1.379(4) . ?
C3 H3B 0.9300 . ?
C4 C5 1.380(4) . ?
C4 H4B 0.9300 . ?
C5 C6 1.459(3) . ?
C7 C8 1.459(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C15 1.381(4) . ?
C10 C11 1.383(4) . ?
C11 C12 1.385(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.366(5) . ?
C12 H12A 0.9300 . ?
C13 C14 1.371(5) . ?
C13 H13A 0.9300 . ?
C14 C15 1.380(4) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C21 1.382(4) . ?
C16 C17 1.386(4) . ?
C17 C18 1.385(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.372(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.371(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.383(4) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 C23 1.386(4) . ?
C22 C27 1.388(4) . ?
C23 C24 1.386(4) . ?
C23 H23A 0.9300 . ?
C24 C25 1.362(5) . ?
C24 H24A 0.9300 . ?
C25 C26 1.373(4) . ?
C25 H25A 0.9300 . ?
C26 C27 1.379(4) . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9300 . ?
C28 C29 1.373(4) . ?
C28 C33 1.383(4) . ?
C29 C30 1.388(4) . ?
C29 H29A 0.9300 . ?
C30 C31 1.370(5) . ?
C30 H30A 0.9300 . ?
C31 C32 1.356(5) . ?
C31 H31A 0.9300 . ?
C32 C33 1.380(4) . ?
C32 H32A 0.9300 . ?
C33 H33A 0.9300 . ?
C34 C39 1.383(4) . ?
C34 C35 1.387(4) . ?
C35 C36 1.384(4) . ?
C35 H35A 0.9300 . ?
C36 C37 1.359(6) . ?
C36 H36A 0.9300 . ?
C37 C38 1.361(6) . ?
C37 H37A 0.9300 . ?
C38 C39 1.392(5) . ?
C38 H38A 0.9300 . ?
C39 H39A 0.9300 . ?
C40 C45 1.377(5) . ?
C40 C41 1.378(4) . ?
C41 C42 1.387(6) . ?
C41 H41A 0.9300 . ?
C42 C43 1.360(7) . ?
C42 H42A 0.9300 . ?
C43 C44 1.358(7) . ?
C43 H43A 0.9300 . ?
C44 C45 1.376(5) . ?
C44 H44A 0.9300 . ?
C45 H45A 0.9300 . ?

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
N2 Cu1 N1 79.52(8) . . ?
N2 Cu1 P2 120.34(6) . . ?
N1 Cu1 P2 100.85(6) . . ?
N2 Cu1 P1 111.39(6) . . ?
N1 Cu1 P1 107.18(6) . . ?
P2 Cu1 P1 124.47(3) . . ?
C40 P1 C28 102.01(12) . . ?
C40 P1 C34 104.29(14) . . ?
C28 P1 C34 103.10(12) . . ?
C40 P1 Cu1 114.42(9) . . ?
C28 P1 Cu1 120.30(9) . . ?
C34 P1 Cu1 110.97(9) . . ?
C16 P2 C22 104.93(12) . . ?
C16 P2 C10 102.46(12) . . ?
C22 P2 C10 101.88(12) . . ?
C16 P2 Cu1 118.59(8) . . ?
C22 P2 Cu1 107.84(8) . . ?
C10 P2 Cu1 119.13(8) . . ?
C1 N1 C5 118.0(2) . . ?
C1 N1 Cu1 130.57(17) . . ?
C5 N1 Cu1 111.47(16) . . ?
C6 N2 N3 106.44(19) . . ?
C6 N2 Cu1 113.86(16) . . ?
N3 N2 Cu1 138.72(16) . . ?
C7 N3 N2 103.4(2) . . ?
C6 N4 C7 99.9(2) . . ?
N1 C1 C2 123.9(2) . . ?
N1 C1 H1A 118.1 . . ?
C2 C1 H1A 118.1 . . ?
C3 C2 C1 117.0(3) . . ?
C3 C2 C9 122.8(3) . . ?
C1 C2 C9 120.1(3) . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3B 119.8 . . ?
C4 C3 H3B 119.8 . . ?
C3 C4 C5 118.8(3) . . ?
C3 C4 H4B 120.6 . . ?
C5 C4 H4B 120.6 . . ?
N1 C5 C4 121.9(2) . . ?
N1 C5 C6 114.8(2) . . ?
C4 C5 C6 123.4(2) . . ?
N2 C6 N4 113.7(2) . . ?
N2 C6 C5 119.9(2) . . ?
N4 C6 C5 126.4(2) . . ?
N3 C7 N4 116.5(2) . . ?
N3 C7 C8 121.3(2) . . ?
N4 C7 C8 122.2(2) . . ?
F3 C8 F2' 116.6(5) . . ?
F3 C8 F1 122.0(5) . . ?
F3 C8 F2 89.3(5) . . ?
F1 C8 F2 100.5(6) . . ?
F3 C8 F1' 83.6(4) . . ?
F2' C8 F1' 104.7(7) . . ?
F3 C8 C7 116.2(3) . . ?
F2' C8 C7 118.5(4) . . ?
F1 C8 C7 113.7(4) . . ?
F2 C8 C7 109.2(4) . . ?
F1' C8 C7 110.3(4) . . ?
C2 C9 H9A 109.5 . . ?
C2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C10 C11 119.0(3) . . ?
C15 C10 P2 122.1(2) . . ?
C11 C10 P2 118.8(2) . . ?
C10 C11 C12 120.1(3) . . ?
C10 C11 H11A 119.9 . . ?
C12 C11 H11A 119.9 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13A 119.9 . . ?
C14 C13 H13A 119.9 . . ?
C13 C14 C15 120.0(3) . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C14 C15 C10 120.4(3) . . ?
C14 C15 H15A 119.8 . . ?
C10 C15 H15A 119.8 . . ?
C21 C16 C17 119.1(3) . . ?
C21 C16 P2 123.2(2) . . ?
C17 C16 P2 117.7(2) . . ?
C18 C17 C16 120.3(3) . . ?
C18 C17 H17A 119.9 . . ?
C16 C17 H17A 119.9 . . ?
C19 C18 C17 120.1(3) . . ?
C19 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C20 C19 C18 120.0(3) . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C19 C20 C21 120.4(3) . . ?
C19 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C16 C21 C20 120.2(3) . . ?
C16 C21 H21A 119.9 . . ?
C20 C21 H21A 119.9 . . ?
C23 C22 C27 117.9(2) . . ?
C23 C22 P2 123.4(2) . . ?
C27 C22 P2 118.40(19) . . ?
C22 C23 C24 120.2(3) . . ?
C22 C23 H23A 119.9 . . ?
C24 C23 H23A 119.9 . . ?
C25 C24 C23 121.1(3) . . ?
C25 C24 H24A 119.5 . . ?
C23 C24 H24A 119.5 . . ?
C24 C25 C26 119.5(3) . . ?
C24 C25 H25A 120.2 . . ?
C26 C25 H25A 120.2 . . ?
C25 C26 C27 119.9(3) . . ?
C25 C26 H26A 120.0 . . ?
C27 C26 H26A 120.0 . . ?
C26 C27 C22 121.3(3) . . ?
C26 C27 H27A 119.3 . . ?
C22 C27 H27A 119.3 . . ?
C29 C28 C33 117.9(3) . . ?
C29 C28 P1 119.3(2) . . ?
C33 C28 P1 122.8(2) . . ?
C28 C29 C30 121.0(3) . . ?
C28 C29 H29A 119.5 . . ?
C30 C29 H29A 119.5 . . ?
C31 C30 C29 120.1(3) . . ?
C31 C30 H30A 120.0 . . ?
C29 C30 H30A 120.0 . . ?
C32 C31 C30 119.3(3) . . ?
C32 C31 H31A 120.3 . . ?
C30 C31 H31A 120.3 . . ?
C31 C32 C33 120.9(3) . . ?
C31 C32 H32A 119.5 . . ?
C33 C32 H32A 119.5 . . ?
C32 C33 C28 120.7(3) . . ?
C32 C33 H33A 119.7 . . ?
C28 C33 H33A 119.7 . . ?
C39 C34 C35 118.4(3) . . ?
C39 C34 P1 118.9(2) . . ?
C35 C34 P1 122.4(2) . . ?
C36 C35 C34 120.5(3) . . ?
C36 C35 H35A 119.8 . . ?
C34 C35 H35A 119.8 . . ?
C37 C36 C35 120.3(4) . . ?
C37 C36 H36A 119.9 . . ?
C35 C36 H36A 119.9 . . ?
C36 C37 C38 120.5(3) . . ?
C36 C37 H37A 119.8 . . ?
C38 C37 H37A 119.8 . . ?
C37 C38 C39 119.9(4) . . ?
C37 C38 H38A 120.0 . . ?
C39 C38 H38A 120.0 . . ?
C34 C39 C38 120.5(4) . . ?
C34 C39 H39A 119.8 . . ?
C38 C39 H39A 119.8 . . ?
C45 C40 C41 118.5(3) . . ?
C45 C40 P1 117.1(2) . . ?
C41 C40 P1 124.4(3) . . ?
C40 C41 C42 119.8(4) . . ?
C40 C41 H41A 120.1 . . ?
C42 C41 H41A 120.1 . . ?
C43 C42 C41 120.7(4) . . ?
C43 C42 H42A 119.6 . . ?
C41 C42 H42A 119.6 . . ?
C44 C43 C42 119.8(4) . . ?
C44 C43 H43A 120.1 . . ?
C42 C43 H43A 120.1 . . ?
C43 C44 C45 120.1(5) . . ?
C43 C44 H44A 119.9 . . ?
C45 C44 H44A 119.9 . . ?
C44 C45 C40 121.1(4) . . ?
C44 C45 H45A 119.5 . . ?
C40 C45 H45A 119.5 . . ?

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
C6 N2 N3 C7 -0.5(3) . . . . ?
Cu1 N2 N3 C7 -167.8(2) . . . . ?
C5 N1 C1 C2 -0.4(4) . . . . ?
Cu1 N1 C1 C2 -179.4(2) . . . . ?
N1 C1 C2 C3 1.3(4) . . . . ?
N1 C1 C2 C9 -178.0(3) . . . . ?
C1 C2 C3 C4 -0.9(5) . . . . ?
C9 C2 C3 C4 178.3(3) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C1 N1 C5 C4 -0.9(4) . . . . ?
Cu1 N1 C5 C4 178.3(2) . . . . ?
C1 N1 C5 C6 179.8(2) . . . . ?
Cu1 N1 C5 C6 -0.9(3) . . . . ?
C3 C4 C5 N1 1.2(4) . . . . ?
C3 C4 C5 C6 -179.6(3) . . . . ?
N3 N2 C6 N4 0.7(3) . . . . ?
Cu1 N2 C6 N4 171.56(18) . . . . ?
N3 N2 C6 C5 -178.9(2) . . . . ?
Cu1 N2 C6 C5 -8.0(3) . . . . ?
C7 N4 C6 N2 -0.5(3) . . . . ?
C7 N4 C6 C5 179.0(3) . . . . ?
N1 C5 C6 N2 6.0(3) . . . . ?
C4 C5 C6 N2 -173.3(3) . . . . ?
N1 C5 C6 N4 -173.5(2) . . . . ?
C4 C5 C6 N4 7.2(4) . . . . ?
N2 N3 C7 N4 0.3(3) . . . . ?
N2 N3 C7 C8 178.8(3) . . . . ?
C6 N4 C7 N3 0.1(3) . . . . ?
C6 N4 C7 C8 -178.4(3) . . . . ?
N3 C7 C8 F3 22.9(5) . . . . ?
N4 C7 C8 F3 -158.6(3) . . . . ?
N3 C7 C8 F2' 169.6(9) . . . . ?
N4 C7 C8 F2' -12.0(10) . . . . ?
N3 C7 C8 F1 -126.7(7) . . . . ?
N4 C7 C8 F1 51.7(8) . . . . ?
N3 C7 C8 F2 121.9(5) . . . . ?
N4 C7 C8 F2 -59.6(6) . . . . ?
N3 C7 C8 F1' -69.9(5) . . . . ?
N4 C7 C8 F1' 108.5(5) . . . . ?
C16 P2 C10 C15 26.1(2) . . . . ?
C22 P2 C10 C15 -82.3(2) . . . . ?
Cu1 P2 C10 C15 159.32(19) . . . . ?
C16 P2 C10 C11 -158.0(2) . . . . ?
C22 P2 C10 C11 93.6(2) . . . . ?
Cu1 P2 C10 C11 -24.8(3) . . . . ?
C15 C10 C11 C12 2.6(5) . . . . ?
P2 C10 C11 C12 -173.5(3) . . . . ?
C10 C11 C12 C13 -1.8(5) . . . . ?
C11 C12 C13 C14 -0.2(6) . . . . ?
C12 C13 C14 C15 1.3(5) . . . . ?
C13 C14 C15 C10 -0.5(4) . . . . ?
C11 C10 C15 C14 -1.4(4) . . . . ?
P2 C10 C15 C14 174.5(2) . . . . ?
C22 P2 C16 C21 1.7(3) . . . . ?
C10 P2 C16 C21 -104.4(2) . . . . ?
Cu1 P2 C16 C21 122.1(2) . . . . ?
C22 P2 C16 C17 -176.5(2) . . . . ?
C10 P2 C16 C17 77.4(2) . . . . ?
Cu1 P2 C16 C17 -56.1(2) . . . . ?
C21 C16 C17 C18 0.0(4) . . . . ?
P2 C16 C17 C18 178.3(3) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
C17 C18 C19 C20 0.8(6) . . . . ?
C18 C19 C20 C21 0.1(6) . . . . ?
C17 C16 C21 C20 0.8(4) . . . . ?
P2 C16 C21 C20 -177.3(2) . . . . ?
C19 C20 C21 C16 -0.9(5) . . . . ?
C16 P2 C22 C23 -105.7(2) . . . . ?
C10 P2 C22 C23 0.8(3) . . . . ?
Cu1 P2 C22 C23 127.0(2) . . . . ?
C16 P2 C22 C27 80.6(2) . . . . ?
C10 P2 C22 C27 -172.9(2) . . . . ?
Cu1 P2 C22 C27 -46.7(2) . . . . ?
C27 C22 C23 C24 -0.3(5) . . . . ?
P2 C22 C23 C24 -174.1(3) . . . . ?
C22 C23 C24 C25 1.1(5) . . . . ?
C23 C24 C25 C26 -1.3(6) . . . . ?
C24 C25 C26 C27 0.8(5) . . . . ?
C25 C26 C27 C22 -0.1(5) . . . . ?
C23 C22 C27 C26 -0.2(4) . . . . ?
P2 C22 C27 C26 173.9(2) . . . . ?
C40 P1 C28 C29 -145.4(3) . . . . ?
C34 P1 C28 C29 106.6(3) . . . . ?
Cu1 P1 C28 C29 -17.5(3) . . . . ?
C40 P1 C28 C33 35.6(3) . . . . ?
C34 P1 C28 C33 -72.3(3) . . . . ?
Cu1 P1 C28 C33 163.5(2) . . . . ?
C33 C28 C29 C30 1.4(5) . . . . ?
P1 C28 C29 C30 -177.6(3) . . . . ?
C28 C29 C30 C31 -1.9(6) . . . . ?
C29 C30 C31 C32 1.3(6) . . . . ?
C30 C31 C32 C33 -0.2(5) . . . . ?
C31 C32 C33 C28 -0.3(5) . . . . ?
C29 C28 C33 C32 -0.3(5) . . . . ?
P1 C28 C33 C32 178.7(2) . . . . ?
C40 P1 C34 C39 62.7(3) . . . . ?
C28 P1 C34 C39 168.9(2) . . . . ?
Cu1 P1 C34 C39 -61.0(3) . . . . ?
C40 P1 C34 C35 -124.9(2) . . . . ?
C28 P1 C34 C35 -18.7(3) . . . . ?
Cu1 P1 C34 C35 111.4(2) . . . . ?
C39 C34 C35 C36 -0.7(4) . . . . ?
P1 C34 C35 C36 -173.1(2) . . . . ?
C34 C35 C36 C37 0.8(5) . . . . ?
C35 C36 C37 C38 -0.8(6) . . . . ?
C36 C37 C38 C39 0.8(6) . . . . ?
C35 C34 C39 C38 0.6(5) . . . . ?
P1 C34 C39 C38 173.3(3) . . . . ?
C37 C38 C39 C34 -0.7(5) . . . . ?
C28 P1 C40 C45 87.8(3) . . . . ?
C34 P1 C40 C45 -165.1(2) . . . . ?
Cu1 P1 C40 C45 -43.7(3) . . . . ?
C28 P1 C40 C41 -91.3(3) . . . . ?
C34 P1 C40 C41 15.8(3) . . . . ?
Cu1 P1 C40 C41 137.2(3) . . . . ?
C45 C40 C41 C42 -0.6(5) . . . . ?
P1 C40 C41 C42 178.5(3) . . . . ?
C40 C41 C42 C43 -0.6(7) . . . . ?
C41 C42 C43 C44 2.1(8) . . . . ?
C42 C43 C44 C45 -2.4(8) . . . . ?
C43 C44 C45 C40 1.1(7) . . . . ?
C41 C40 C45 C44 0.3(5) . . . . ?
P1 C40 C45 C44 -178.8(3) . . . . ?

_refine_diff_density_max         0.607
_refine_diff_density_min         -0.624
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1435182'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-04-11 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         ?
_chemical_formula_sum            'C45 H36 Cu F3 N4 P2'
_chemical_formula_weight         815.26

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 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_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   12.1405(9)
_cell_length_b                   12.9183(10)
_cell_length_c                   25.384(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3981.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9776
_cell_measurement_theta_min      3.15
_cell_measurement_theta_max      27.15

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_F_000             1680
_exptl_transmission_factor_min   0.859
_exptl_transmission_factor_max   0.887
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.681
_shelx_estimated_absorpt_T_min   0.859
_shelx_estimated_absorpt_T_max   0.887
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   CrystalClear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59842
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.154
_diffrn_reflns_theta_max         27.149
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8715
_reflns_number_gt                7801
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.798
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.999

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+5.1634P] 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_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8715
_refine_ls_number_parameters     496
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1176
_refine_ls_wR_factor_gt          0.1137
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_restrained_S_all      1.184
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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 0.02269(5) 0.49024(5) 0.34307(2) 0.03301(16) Uani 1 1 d . U . . .
P2 P 0.09364(10) 0.37937(11) 0.40579(5) 0.0299(3) Uani 1 1 d . U . . .
P1 P -0.15517(10) 0.52735(11) 0.35523(5) 0.0323(3) Uani 1 1 d . . . . .
N2 N 0.1393(3) 0.6026(3) 0.33800(17) 0.0319(9) Uani 1 1 d . . . . .
N1 N 0.0953(4) 0.4521(3) 0.26809(17) 0.0355(10) Uani 1 1 d . . . . .
N3 N 0.1774(4) 0.6847(4) 0.36642(18) 0.0389(11) Uani 1 1 d . . . . .
N4 N 0.2916(4) 0.6569(4) 0.2973(2) 0.0431(12) Uani 1 1 d . . . . .
C7 C 0.2674(5) 0.7124(4) 0.3400(3) 0.0407(13) Uani 1 1 d . . . . .
C5 C 0.1904(4) 0.5052(4) 0.26043(19) 0.0345(11) Uani 1 1 d . . . . .
C4 C 0.2643(5) 0.4817(5) 0.2213(2) 0.0515(15) Uani 1 1 d . . . . .
H4B H 0.3288 0.5198 0.2174 0.062 Uiso 1 1 calc R U . . .
C6 C 0.2083(4) 0.5892(4) 0.2980(2) 0.0323(12) Uani 1 1 d . . . . .
C2 C 0.1427(7) 0.3487(5) 0.1943(3) 0.062(2) Uani 1 1 d . . . . .
H2A H 0.1242 0.2954 0.1714 0.074 Uiso 1 1 calc R U . . .
C3 C 0.2406(7) 0.4003(6) 0.1879(3) 0.065(2) Uani 1 1 d . . . . .
H3B H 0.2899 0.3810 0.1616 0.078 Uiso 1 1 calc R U . . .
C1 C 0.0716(5) 0.3753(5) 0.2344(2) 0.0435(14) Uani 1 1 d . . . . .
C9 C -0.0346(7) 0.3205(6) 0.2415(3) 0.067(2) Uani 1 1 d . . . . .
H9A H -0.0416 0.2676 0.2151 0.100 Uiso 1 1 calc R U . . .
H9B H -0.0367 0.2894 0.2758 0.100 Uiso 1 1 calc R U . . .
H9C H -0.0941 0.3689 0.2381 0.100 Uiso 1 1 calc R U . . .
C8 C 0.3363(7) 0.8012(7) 0.3569(4) 0.075(2) Uani 1 1 d . . . . .
C10 C 0.2433(4) 0.3959(4) 0.4108(2) 0.0373(13) Uani 1 1 d . . . . .
C16 C 0.0805(4) 0.2389(4) 0.4024(2) 0.0330(11) Uani 1 1 d . . . . .
C27 C 0.0473(5) 0.5118(5) 0.4882(2) 0.0467(14) Uani 1 1 d . . . . .
H27A H 0.0780 0.5619 0.4663 0.056 Uiso 1 1 calc R U . . .
C25 C -0.0402(6) 0.4656(6) 0.5690(3) 0.064(2) Uani 1 1 d . . . . .
H25A H -0.0685 0.4847 0.6016 0.077 Uiso 1 1 calc R U . . .
C17 C 0.1532(5) 0.1721(5) 0.4271(2) 0.0414(13) Uani 1 1 d . . . . .
H17A H 0.2122 0.1993 0.4459 0.050 Uiso 1 1 calc R U . . .
C15 C 0.2970(5) 0.4263(5) 0.4565(3) 0.0488(15) Uani 1 1 d . . . . .
H15A H 0.2575 0.4384 0.4873 0.059 Uiso 1 1 calc R U . . .
C22 C 0.0430(4) 0.4091(4) 0.47173(19) 0.0317(12) Uani 1 1 d . . . . .
C19 C 0.0537(6) 0.0261(5) 0.3962(3) 0.0625(19) Uani 1 1 d . . . . .
H19A H 0.0452 -0.0453 0.3937 0.075 Uiso 1 1 calc R U . . .
C20 C -0.0198(7) 0.0899(5) 0.3720(3) 0.0641(19) Uani 1 1 d . . . . .
H20A H -0.0788 0.0617 0.3535 0.077 Uiso 1 1 calc R U . . .
C11 C 0.3039(5) 0.3807(5) 0.3651(3) 0.0493(16) Uani 1 1 d . . . . .
H11A H 0.2680 0.3624 0.3342 0.059 Uiso 1 1 calc R U . . .
C13 C 0.4695(6) 0.4196(6) 0.4104(4) 0.073(2) Uani 1 1 d . . . . .
H13A H 0.5459 0.4256 0.4105 0.088 Uiso 1 1 calc R U . . .
C21 C -0.0073(5) 0.1964(5) 0.3746(2) 0.0467(14) Uani 1 1 d . . . . .
H21A H -0.0577 0.2394 0.3578 0.056 Uiso 1 1 calc R U . . .
C26 C 0.0063(7) 0.5393(5) 0.5368(3) 0.066(2) Uani 1 1 d . . . . .
H26A H 0.0101 0.6078 0.5478 0.079 Uiso 1 1 calc R U . . .
C24 C -0.0450(5) 0.3645(6) 0.5533(2) 0.0507(17) Uani 1 1 d . . . . .
H24A H -0.0770 0.3149 0.5750 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4158(6) 0.3924(6) 0.3652(4) 0.067(2) Uani 1 1 d . . . . .
H12A H 0.4554 0.3817 0.3343 0.080 Uiso 1 1 calc R U . . .
C18 C 0.1404(6) 0.0667(5) 0.4243(3) 0.0553(17) Uani 1 1 d . . . . .
H18A H 0.1899 0.0231 0.4414 0.066 Uiso 1 1 calc R U . . .
C23 C -0.0024(4) 0.3364(5) 0.5050(2) 0.0390(13) Uani 1 1 d . . . . .
H23A H -0.0042 0.2673 0.4948 0.047 Uiso 1 1 calc R U . . .
C14 C 0.4110(6) 0.4382(6) 0.4557(4) 0.072(2) Uani 1 1 d . . . . .
H14A H 0.4478 0.4588 0.4860 0.086 Uiso 1 1 calc R U . . .
C28 C -0.2291(4) 0.4079(4) 0.3699(2) 0.0343(12) Uani 1 1 d . . . . .
C33 C -0.2757(5) 0.3512(5) 0.3292(2) 0.0450(15) Uani 1 1 d . . . . .
H33A H -0.2812 0.3805 0.2959 0.054 Uiso 1 1 calc R U . . .
C40 C -0.1822(4) 0.6158(4) 0.4101(2) 0.0363(12) Uani 1 1 d . . . . .
C34 C -0.2379(5) 0.5814(5) 0.3018(2) 0.0374(13) Uani 1 1 d . . . . .
C45 C -0.1017(5) 0.6898(5) 0.4205(2) 0.0436(14) Uani 1 1 d . . . . .
H45A H -0.0359 0.6893 0.4017 0.052 Uiso 1 1 calc R U . . .
C29 C -0.2248(5) 0.3642(5) 0.4198(3) 0.0425(14) Uani 1 1 d . . . . .
H29A H -0.1952 0.4013 0.4479 0.051 Uiso 1 1 calc R U . . .
C39 C -0.3477(5) 0.6063(6) 0.3077(3) 0.0553(18) Uani 1 1 d . . . . .
H39A H -0.3808 0.5995 0.3406 0.066 Uiso 1 1 calc R U . . .
C31 C -0.3076(6) 0.2095(6) 0.3867(3) 0.065(2) Uani 1 1 d . . . . .
H31A H -0.3325 0.1423 0.3924 0.078 Uiso 1 1 calc R U . . .
C32 C -0.3141(5) 0.2519(5) 0.3374(3) 0.0568(17) Uani 1 1 d . . . . .
H32A H -0.3441 0.2142 0.3097 0.068 Uiso 1 1 calc R U . . .
C41 C -0.2768(6) 0.6169(6) 0.4403(3) 0.0578(18) Uani 1 1 d . . . . .
H41A H -0.3312 0.5676 0.4343 0.069 Uiso 1 1 calc R U . . .
C44 C -0.1198(7) 0.7642(6) 0.4588(3) 0.063(2) Uani 1 1 d . . . . .
H44A H -0.0670 0.8150 0.4647 0.076 Uiso 1 1 calc R U . . .
C38 C -0.4089(6) 0.6412(6) 0.2656(3) 0.066(2) Uani 1 1 d . . . . .
H38A H -0.4828 0.6578 0.2701 0.080 Uiso 1 1 calc R U . . .
C35 C -0.1900(5) 0.5928(5) 0.2527(2) 0.0483(16) Uani 1 1 d . . . . .
H35A H -0.1160 0.5765 0.2480 0.058 Uiso 1 1 calc R U . . .
C43 C -0.2147(8) 0.7636(6) 0.4880(3) 0.072(2) Uani 1 1 d . . . . .
H43A H -0.2260 0.8136 0.5138 0.087 Uiso 1 1 calc R U . . .
C30 C -0.2648(6) 0.2649(5) 0.4277(3) 0.0550(18) Uani 1 1 d . . . . .
H30A H -0.2625 0.2358 0.4612 0.066 Uiso 1 1 calc R U . . .
C37 C -0.3605(7) 0.6513(7) 0.2174(3) 0.070(2) Uani 1 1 d . . . . .
H37A H -0.4021 0.6741 0.1889 0.085 Uiso 1 1 calc R U . . .
C36 C -0.2515(7) 0.6282(7) 0.2107(3) 0.069(2) Uani 1 1 d . . . . .
H36A H -0.2189 0.6364 0.1778 0.082 Uiso 1 1 calc R U . . .
C42 C -0.2919(8) 0.6901(7) 0.4792(3) 0.080(3) Uani 1 1 d . . . . .
H42A H -0.3556 0.6888 0.4996 0.095 Uiso 1 1 calc R U . . .
F3 F 0.4300(5) 0.7728(6) 0.3762(4) 0.168(4) Uani 1 1 d . . . . .
F1 F 0.3637(9) 0.8609(6) 0.3189(3) 0.195(5) Uani 1 1 d . . . . .
F2 F 0.2931(5) 0.8564(4) 0.3939(3) 0.125(2) Uani 1 1 d . . . . .


_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 N2 2.032(4) . ?
Cu1 N1 2.154(4) . ?
Cu1 P1 2.2332(14) . ?
Cu1 P2 2.3084(15) . ?
P2 C16 1.823(6) . ?
P2 C22 1.824(5) . ?
P2 C10 1.834(5) . ?
P1 C28 1.824(6) . ?
P1 C34 1.827(6) . ?
P1 C40 1.831(6) . ?
N2 C6 1.328(7) . ?
N2 N3 1.363(6) . ?
N1 C1 1.341(7) . ?
N1 C5 1.357(7) . ?
N3 C7 1.331(7) . ?
N4 C7 1.333(8) . ?
N4 C6 1.337(7) . ?
C7 C8 1.483(9) . ?
C5 C4 1.373(7) . ?
C5 C6 1.461(8) . ?
C4 C3 1.381(10) . ?
C4 H4B 0.9300 . ?
C2 C3 1.373(11) . ?
C2 C1 1.378(9) . ?
C2 H2A 0.9300 . ?
C3 H3B 0.9300 . ?
C1 C9 1.481(10) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C8 F1 1.279(10) . ?
C8 F2 1.291(9) . ?
C8 F3 1.292(11) . ?
C10 C11 1.386(8) . ?
C10 C15 1.388(9) . ?
C16 C17 1.385(8) . ?
C16 C21 1.391(8) . ?
C27 C26 1.377(9) . ?
C27 C22 1.391(8) . ?
C27 H27A 0.9300 . ?
C25 C24 1.367(10) . ?
C25 C26 1.377(10) . ?
C25 H25A 0.9300 . ?
C17 C18 1.372(9) . ?
C17 H17A 0.9300 . ?
C15 C14 1.392(10) . ?
C15 H15A 0.9300 . ?
C22 C23 1.379(8) . ?
C19 C20 1.361(10) . ?
C19 C18 1.376(10) . ?
C19 H19A 0.9300 . ?
C20 C21 1.386(9) . ?
C20 H20A 0.9300 . ?
C11 C12 1.366(9) . ?
C11 H11A 0.9300 . ?
C13 C12 1.366(11) . ?
C13 C14 1.372(12) . ?
C13 H13A 0.9300 . ?
C21 H21A 0.9300 . ?
C26 H26A 0.9300 . ?
C24 C23 1.378(8) . ?
C24 H24A 0.9300 . ?
C12 H12A 0.9300 . ?
C18 H18A 0.9300 . ?
C23 H23A 0.9300 . ?
C14 H14A 0.9300 . ?
C28 C33 1.386(8) . ?
C28 C29 1.390(8) . ?
C33 C32 1.381(9) . ?
C33 H33A 0.9300 . ?
C40 C41 1.381(9) . ?
C40 C45 1.393(8) . ?
C34 C39 1.379(8) . ?
C34 C35 1.381(8) . ?
C45 C44 1.385(9) . ?
C45 H45A 0.9300 . ?
C29 C30 1.385(9) . ?
C29 H29A 0.9300 . ?
C39 C38 1.377(9) . ?
C39 H39A 0.9300 . ?
C31 C30 1.365(10) . ?
C31 C32 1.369(11) . ?
C31 H31A 0.9300 . ?
C32 H32A 0.9300 . ?
C41 C42 1.379(10) . ?
C41 H41A 0.9300 . ?
C44 C43 1.371(11) . ?
C44 H44A 0.9300 . ?
C38 C37 1.363(10) . ?
C38 H38A 0.9300 . ?
C35 C36 1.381(9) . ?
C35 H35A 0.9300 . ?
C43 C42 1.353(12) . ?
C43 H43A 0.9300 . ?
C30 H30A 0.9300 . ?
C37 C36 1.367(10) . ?
C37 H37A 0.9300 . ?
C36 H36A 0.9300 . ?
C42 H42A 0.9300 . ?

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
N2 Cu1 N1 79.77(17) . . ?
N2 Cu1 P1 121.94(13) . . ?
N1 Cu1 P1 124.51(13) . . ?
N2 Cu1 P2 103.12(13) . . ?
N1 Cu1 P2 108.35(12) . . ?
P1 Cu1 P2 113.50(5) . . ?
C16 P2 C22 102.9(2) . . ?
C16 P2 C10 101.9(2) . . ?
C22 P2 C10 104.2(3) . . ?
C16 P2 Cu1 123.49(18) . . ?
C22 P2 Cu1 112.11(17) . . ?
C10 P2 Cu1 110.18(19) . . ?
C28 P1 C34 101.8(3) . . ?
C28 P1 C40 106.5(3) . . ?
C34 P1 C40 103.2(3) . . ?
C28 P1 Cu1 108.83(17) . . ?
C34 P1 Cu1 120.72(19) . . ?
C40 P1 Cu1 114.37(18) . . ?
C6 N2 N3 107.0(4) . . ?
C6 N2 Cu1 113.3(3) . . ?
N3 N2 Cu1 139.3(3) . . ?
C1 N1 C5 117.7(5) . . ?
C1 N1 Cu1 130.1(4) . . ?
C5 N1 Cu1 111.0(3) . . ?
C7 N3 N2 102.8(4) . . ?
C7 N4 C6 100.0(5) . . ?
N4 C7 N3 116.5(5) . . ?
N4 C7 C8 121.8(6) . . ?
N3 C7 C8 121.7(6) . . ?
N1 C5 C4 123.2(5) . . ?
N1 C5 C6 114.1(4) . . ?
C4 C5 C6 122.6(5) . . ?
C5 C4 C3 118.5(6) . . ?
C5 C4 H4B 120.8 . . ?
C3 C4 H4B 120.8 . . ?
N2 C6 N4 113.8(5) . . ?
N2 C6 C5 120.1(5) . . ?
N4 C6 C5 126.1(5) . . ?
C3 C2 C1 120.6(6) . . ?
C3 C2 H2A 119.7 . . ?
C1 C2 H2A 119.7 . . ?
C2 C3 C4 118.4(6) . . ?
C2 C3 H3B 120.8 . . ?
C4 C3 H3B 120.8 . . ?
N1 C1 C2 121.4(6) . . ?
N1 C1 C9 117.6(6) . . ?
C2 C1 C9 121.0(6) . . ?
C1 C9 H9A 109.5 . . ?
C1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
F1 C8 F2 108.8(8) . . ?
F1 C8 F3 103.2(9) . . ?
F2 C8 F3 103.8(8) . . ?
F1 C8 C7 113.3(7) . . ?
F2 C8 C7 114.1(7) . . ?
F3 C8 C7 112.8(8) . . ?
C11 C10 C15 119.3(5) . . ?
C11 C10 P2 116.8(5) . . ?
C15 C10 P2 123.8(5) . . ?
C17 C16 C21 118.2(5) . . ?
C17 C16 P2 122.9(4) . . ?
C21 C16 P2 119.0(4) . . ?
C26 C27 C22 120.1(6) . . ?
C26 C27 H27A 120.0 . . ?
C22 C27 H27A 120.0 . . ?
C24 C25 C26 120.3(6) . . ?
C24 C25 H25A 119.9 . . ?
C26 C25 H25A 119.9 . . ?
C18 C17 C16 121.6(6) . . ?
C18 C17 H17A 119.2 . . ?
C16 C17 H17A 119.2 . . ?
C10 C15 C14 119.0(7) . . ?
C10 C15 H15A 120.5 . . ?
C14 C15 H15A 120.5 . . ?
C23 C22 C27 118.7(5) . . ?
C23 C22 P2 123.6(4) . . ?
C27 C22 P2 117.6(4) . . ?
C20 C19 C18 120.4(7) . . ?
C20 C19 H19A 119.8 . . ?
C18 C19 H19A 119.8 . . ?
C19 C20 C21 120.5(7) . . ?
C19 C20 H20A 119.7 . . ?
C21 C20 H20A 119.7 . . ?
C12 C11 C10 120.7(7) . . ?
C12 C11 H11A 119.6 . . ?
C10 C11 H11A 119.6 . . ?
C12 C13 C14 120.1(6) . . ?
C12 C13 H13A 120.0 . . ?
C14 C13 H13A 120.0 . . ?
C20 C21 C16 120.0(6) . . ?
C20 C21 H21A 120.0 . . ?
C16 C21 H21A 120.0 . . ?
C25 C26 C27 120.2(6) . . ?
C25 C26 H26A 119.9 . . ?
C27 C26 H26A 119.9 . . ?
C25 C24 C23 119.7(6) . . ?
C25 C24 H24A 120.2 . . ?
C23 C24 H24A 120.2 . . ?
C13 C12 C11 120.3(7) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C17 C18 C19 119.4(7) . . ?
C17 C18 H18A 120.3 . . ?
C19 C18 H18A 120.3 . . ?
C22 C23 C24 121.0(6) . . ?
C22 C23 H23A 119.5 . . ?
C24 C23 H23A 119.5 . . ?
C13 C14 C15 120.6(7) . . ?
C13 C14 H14A 119.7 . . ?
C15 C14 H14A 119.7 . . ?
C33 C28 C29 118.7(6) . . ?
C33 C28 P1 119.7(4) . . ?
C29 C28 P1 120.8(5) . . ?
C32 C33 C28 121.1(6) . . ?
C32 C33 H33A 119.5 . . ?
C28 C33 H33A 119.5 . . ?
C41 C40 C45 118.1(6) . . ?
C41 C40 P1 125.3(5) . . ?
C45 C40 P1 116.5(4) . . ?
C39 C34 C35 118.7(6) . . ?
C39 C34 P1 122.6(5) . . ?
C35 C34 P1 118.6(4) . . ?
C44 C45 C40 119.8(6) . . ?
C44 C45 H45A 120.1 . . ?
C40 C45 H45A 120.1 . . ?
C30 C29 C28 119.6(6) . . ?
C30 C29 H29A 120.2 . . ?
C28 C29 H29A 120.2 . . ?
C38 C39 C34 120.9(6) . . ?
C38 C39 H39A 119.6 . . ?
C34 C39 H39A 119.6 . . ?
C30 C31 C32 120.6(6) . . ?
C30 C31 H31A 119.7 . . ?
C32 C31 H31A 119.7 . . ?
C31 C32 C33 119.4(7) . . ?
C31 C32 H32A 120.3 . . ?
C33 C32 H32A 120.3 . . ?
C40 C41 C42 121.0(7) . . ?
C40 C41 H41A 119.5 . . ?
C42 C41 H41A 119.5 . . ?
C43 C44 C45 120.7(7) . . ?
C43 C44 H44A 119.6 . . ?
C45 C44 H44A 119.6 . . ?
C37 C38 C39 119.7(7) . . ?
C37 C38 H38A 120.2 . . ?
C39 C38 H38A 120.2 . . ?
C34 C35 C36 120.3(6) . . ?
C34 C35 H35A 119.9 . . ?
C36 C35 H35A 119.9 . . ?
C42 C43 C44 119.7(7) . . ?
C42 C43 H43A 120.1 . . ?
C44 C43 H43A 120.1 . . ?
C31 C30 C29 120.6(7) . . ?
C31 C30 H30A 119.7 . . ?
C29 C30 H30A 119.7 . . ?
C36 C37 C38 120.6(7) . . ?
C36 C37 H37A 119.7 . . ?
C38 C37 H37A 119.7 . . ?
C37 C36 C35 119.9(7) . . ?
C37 C36 H36A 120.1 . . ?
C35 C36 H36A 120.1 . . ?
C43 C42 C41 120.5(8) . . ?
C43 C42 H42A 119.7 . . ?
C41 C42 H42A 119.7 . . ?

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
C6 N2 N3 C7 -0.2(6) . . . . ?
Cu1 N2 N3 C7 171.4(4) . . . . ?
C6 N4 C7 N3 -0.1(7) . . . . ?
C6 N4 C7 C8 -179.3(7) . . . . ?
N2 N3 C7 N4 0.2(7) . . . . ?
N2 N3 C7 C8 179.4(6) . . . . ?
C1 N1 C5 C4 -2.3(8) . . . . ?
Cu1 N1 C5 C4 167.0(5) . . . . ?
C1 N1 C5 C6 178.5(5) . . . . ?
Cu1 N1 C5 C6 -12.2(5) . . . . ?
N1 C5 C4 C3 0.3(9) . . . . ?
C6 C5 C4 C3 179.5(6) . . . . ?
N3 N2 C6 N4 0.1(6) . . . . ?
Cu1 N2 C6 N4 -173.9(4) . . . . ?
N3 N2 C6 C5 179.1(5) . . . . ?
Cu1 N2 C6 C5 5.1(6) . . . . ?
C7 N4 C6 N2 0.0(6) . . . . ?
C7 N4 C6 C5 -179.0(5) . . . . ?
N1 C5 C6 N2 5.4(7) . . . . ?
C4 C5 C6 N2 -173.8(5) . . . . ?
N1 C5 C6 N4 -175.7(5) . . . . ?
C4 C5 C6 N4 5.0(9) . . . . ?
C1 C2 C3 C4 -2.3(11) . . . . ?
C5 C4 C3 C2 2.0(11) . . . . ?
C5 N1 C1 C2 1.9(8) . . . . ?
Cu1 N1 C1 C2 -164.9(5) . . . . ?
C5 N1 C1 C9 -177.4(5) . . . . ?
Cu1 N1 C1 C9 15.8(8) . . . . ?
C3 C2 C1 N1 0.3(10) . . . . ?
C3 C2 C1 C9 179.6(7) . . . . ?
N4 C7 C8 F1 44.7(12) . . . . ?
N3 C7 C8 F1 -134.5(9) . . . . ?
N4 C7 C8 F2 169.9(7) . . . . ?
N3 C7 C8 F2 -9.3(12) . . . . ?
N4 C7 C8 F3 -72.0(11) . . . . ?
N3 C7 C8 F3 108.8(9) . . . . ?
C16 P2 C10 C11 74.9(5) . . . . ?
C22 P2 C10 C11 -178.3(5) . . . . ?
Cu1 P2 C10 C11 -57.8(5) . . . . ?
C16 P2 C10 C15 -107.7(5) . . . . ?
C22 P2 C10 C15 -0.8(6) . . . . ?
Cu1 P2 C10 C15 119.6(5) . . . . ?
C22 P2 C16 C17 -76.5(5) . . . . ?
C10 P2 C16 C17 31.3(5) . . . . ?
Cu1 P2 C16 C17 155.5(4) . . . . ?
C22 P2 C16 C21 102.3(5) . . . . ?
C10 P2 C16 C21 -149.9(5) . . . . ?
Cu1 P2 C16 C21 -25.7(5) . . . . ?
C21 C16 C17 C18 0.3(9) . . . . ?
P2 C16 C17 C18 179.2(5) . . . . ?
C11 C10 C15 C14 -1.5(10) . . . . ?
P2 C10 C15 C14 -178.9(5) . . . . ?
C26 C27 C22 C23 -0.3(9) . . . . ?
C26 C27 C22 P2 177.5(5) . . . . ?
C16 P2 C22 C23 -5.6(5) . . . . ?
C10 P2 C22 C23 -111.6(5) . . . . ?
Cu1 P2 C22 C23 129.2(4) . . . . ?
C16 P2 C22 C27 176.8(4) . . . . ?
C10 P2 C22 C27 70.8(5) . . . . ?
Cu1 P2 C22 C27 -48.4(5) . . . . ?
C18 C19 C20 C21 1.0(11) . . . . ?
C15 C10 C11 C12 1.9(10) . . . . ?
P2 C10 C11 C12 179.4(6) . . . . ?
C19 C20 C21 C16 -0.3(11) . . . . ?
C17 C16 C21 C20 -0.3(9) . . . . ?
P2 C16 C21 C20 -179.2(5) . . . . ?
C24 C25 C26 C27 0.7(12) . . . . ?
C22 C27 C26 C25 -0.8(11) . . . . ?
C26 C25 C24 C23 0.4(11) . . . . ?
C14 C13 C12 C11 -1.8(12) . . . . ?
C10 C11 C12 C13 -0.2(11) . . . . ?
C16 C17 C18 C19 0.4(10) . . . . ?
C20 C19 C18 C17 -1.0(11) . . . . ?
C27 C22 C23 C24 1.4(8) . . . . ?
P2 C22 C23 C24 -176.2(4) . . . . ?
C25 C24 C23 C22 -1.5(9) . . . . ?
C12 C13 C14 C15 2.1(12) . . . . ?
C10 C15 C14 C13 -0.4(11) . . . . ?
C34 P1 C28 C33 37.3(5) . . . . ?
C40 P1 C28 C33 145.0(5) . . . . ?
Cu1 P1 C28 C33 -91.2(5) . . . . ?
C34 P1 C28 C29 -153.1(5) . . . . ?
C40 P1 C28 C29 -45.3(5) . . . . ?
Cu1 P1 C28 C29 78.4(5) . . . . ?
C29 C28 C33 C32 -2.0(9) . . . . ?
P1 C28 C33 C32 167.9(5) . . . . ?
C28 P1 C40 C41 -29.8(6) . . . . ?
C34 P1 C40 C41 76.9(6) . . . . ?
Cu1 P1 C40 C41 -150.1(5) . . . . ?
C28 P1 C40 C45 152.5(4) . . . . ?
C34 P1 C40 C45 -100.8(5) . . . . ?
Cu1 P1 C40 C45 32.2(5) . . . . ?
C28 P1 C34 C39 60.1(6) . . . . ?
C40 P1 C34 C39 -50.2(6) . . . . ?
Cu1 P1 C34 C39 -179.4(5) . . . . ?
C28 P1 C34 C35 -116.5(5) . . . . ?
C40 P1 C34 C35 133.2(5) . . . . ?
Cu1 P1 C34 C35 4.0(6) . . . . ?
C41 C40 C45 C44 -2.6(9) . . . . ?
P1 C40 C45 C44 175.3(5) . . . . ?
C33 C28 C29 C30 1.2(8) . . . . ?
P1 C28 C29 C30 -168.6(5) . . . . ?
C35 C34 C39 C38 0.4(11) . . . . ?
P1 C34 C39 C38 -176.2(6) . . . . ?
C30 C31 C32 C33 0.8(11) . . . . ?
C28 C33 C32 C31 1.0(10) . . . . ?
C45 C40 C41 C42 0.9(11) . . . . ?
P1 C40 C41 C42 -176.8(6) . . . . ?
C40 C45 C44 C43 2.4(10) . . . . ?
C34 C39 C38 C37 0.0(13) . . . . ?
C39 C34 C35 C36 -0.2(11) . . . . ?
P1 C34 C35 C36 176.6(6) . . . . ?
C45 C44 C43 C42 -0.4(12) . . . . ?
C32 C31 C30 C29 -1.5(11) . . . . ?
C28 C29 C30 C31 0.5(10) . . . . ?
C39 C38 C37 C36 -0.8(14) . . . . ?
C38 C37 C36 C35 1.1(14) . . . . ?
C34 C35 C36 C37 -0.6(13) . . . . ?
C44 C43 C42 C41 -1.3(14) . . . . ?
C40 C41 C42 C43 1.1(13) . . . . ?

_refine_diff_density_max         0.577
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.067

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1435183'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-04-11 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         ?
_chemical_formula_sum            'C46 H39 Cl3 Cu F3 N4 O4 P2'
_chemical_formula_weight         1000.64

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   37.228(3)
_cell_length_b                   15.2660(12)
_cell_length_c                   19.6526(16)
_cell_angle_alpha                90
_cell_angle_beta                 120.178(2)
_cell_angle_gamma                90
_cell_volume                     9655.3(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      27.12

_exptl_crystal_description       block
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_F_000             4096
_exptl_transmission_factor_min   0.848
_exptl_transmission_factor_max   0.866
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.742
_shelx_estimated_absorpt_T_min   0.848
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   Crystalclear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            90505
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.926
_diffrn_reflns_theta_max         27.124
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10638
_reflns_number_gt                5630
_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       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0905P)²+70.7750P] 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         10638
_refine_ls_number_parameters     595
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.1978
_refine_ls_R_factor_gt           0.1079
_refine_ls_wR_factor_ref         0.2876
_refine_ls_wR_factor_gt          0.2317
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.002
_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 0.14062(2) -0.20179(4) 0.08377(3) 0.05727(17) Uani 1 1 d . U . . .
P1 P 0.08772(4) -0.11118(10) 0.05435(8) 0.0642(4) Uani 1 1 d . . . . .
P2 P 0.21031(4) -0.19578(8) 0.16087(6) 0.0486(3) Uani 1 1 d . U . . .
F1 F 0.14192(16) -0.1894(4) -0.1788(2) 0.1579(19) Uani 1 1 d . . . . .
F2 F 0.10175(14) -0.1310(3) -0.1452(3) 0.1298(17) Uani 1 1 d . . . . .
F3 F 0.16599(13) -0.1297(3) -0.0657(2) 0.1183(16) Uani 1 1 d . . . . .
N1 N 0.12598(12) -0.3309(3) 0.1042(2) 0.0585(12) Uani 1 1 d . . . . .
N2 N 0.12488(16) -0.3941(4) -0.0736(3) 0.0930(17) Uani 1 1 d . . . . .
H2B H 0.1221 -0.4498 -0.0810 0.112 Uiso 1 1 calc R U . . .
N3 N 0.12815(17) -0.3378(4) -0.1219(3) 0.0969(18) Uani 1 1 d . . . . .
N4 N 0.13135(12) -0.2699(3) -0.0184(2) 0.0584(12) Uani 1 1 d . . . . .
C1 C 0.12118(17) -0.3588(4) 0.1632(3) 0.0677(16) Uani 1 1 d . . . . .
H1A H 0.1218 -0.3176 0.1987 0.081 Uiso 1 1 calc R U . . .
C2 C 0.11533(18) -0.4450(4) 0.1746(4) 0.0775(18) Uani 1 1 d . . . . .
H2A H 0.1121 -0.4610 0.2170 0.093 Uiso 1 1 calc R U . . .
C3 C 0.11418(19) -0.5072(4) 0.1237(4) 0.084(2) Uani 1 1 d . . . . .
C4 C 0.11848(19) -0.4791(4) 0.0621(4) 0.0805(19) Uani 1 1 d . . . . .
H4A H 0.1178 -0.5192 0.0258 0.097 Uiso 1 1 calc R U . . .
C5 C 0.12388(16) -0.3908(4) 0.0537(3) 0.0636(15) Uani 1 1 d . . . . .
C6 C 0.12643(15) -0.3533(4) -0.0125(3) 0.0640(15) Uani 1 1 d . . . . .
C7 C 0.13197(16) -0.2644(5) -0.0866(3) 0.0708(17) Uani 1 1 d . . . . .
C8 C 0.1362(2) -0.1801(5) -0.1192(3) 0.089(2) Uani 1 1 d . . . . .
C9 C 0.1078(3) -0.6032(5) 0.1349(5) 0.127(3) Uani 1 1 d . . . . .
H9A H 0.1078 -0.6371 0.0938 0.191 Uiso 1 1 calc R U . . .
H9B H 0.1298 -0.6227 0.1850 0.191 Uiso 1 1 calc R U . . .
H9C H 0.0816 -0.6103 0.1328 0.191 Uiso 1 1 calc R U . . .
C11 C 0.09220(18) 0.0038(4) 0.0411(3) 0.0744(17) Uani 1 1 d . . . . .
C12 C 0.1114(2) 0.0316(4) -0.0007(3) 0.0877(19) Uani 1 1 d . . . . .
H12A H 0.1225 -0.0100 -0.0195 0.105 Uiso 1 1 calc R U . . .
C13 C 0.1142(2) 0.1183(5) -0.0143(4) 0.107(2) Uani 1 1 d . . . . .
H13A H 0.1269 0.1348 -0.0428 0.128 Uiso 1 1 calc R U . . .
C14 C 0.0989(3) 0.1802(6) 0.0128(6) 0.140(3) Uani 1 1 d . . . . .
H14A H 0.1014 0.2392 0.0042 0.168 Uiso 1 1 calc R U . . .
C15 C 0.0793(3) 0.1549(5) 0.0538(6) 0.149(3) Uani 1 1 d . . . . .
H15A H 0.0682 0.1970 0.0722 0.179 Uiso 1 1 calc R U . . .
C16 C 0.0763(2) 0.0682(5) 0.0672(5) 0.110(2) Uani 1 1 d . . . . .
H16A H 0.0631 0.0522 0.0948 0.133 Uiso 1 1 calc R U . . .
C17 C 0.0731(2) -0.1141(6) 0.1288(4) 0.1244(12) Uani 1 1 d . U . . .
C18 C 0.0348(2) -0.1402(7) 0.1140(4) 0.1316(13) Uani 1 1 d . U . . .
H18A H 0.0141 -0.1542 0.0631 0.158 Uiso 1 1 calc R U . . .
C19 C 0.0269(3) -0.1459(7) 0.1777(5) 0.1369(13) Uani 1 1 d . U . . .
H19A H 0.0012 -0.1651 0.1689 0.164 Uiso 1 1 calc R U . . .
C20 C 0.0565(3) -0.1235(7) 0.2496(5) 0.1364(13) Uani 1 1 d . U . . .
H20A H 0.0509 -0.1286 0.2905 0.164 Uiso 1 1 calc R U . . .
C21 C 0.0944(3) -0.0938(7) 0.2666(5) 0.1376(13) Uani 1 1 d . U . . .
H21A H 0.1140 -0.0759 0.3170 0.165 Uiso 1 1 calc R U . . .
C22 C 0.1023(3) -0.0915(7) 0.2048(4) 0.1311(13) Uani 1 1 d . U . . .
H22A H 0.1285 -0.0740 0.2151 0.157 Uiso 1 1 calc R U . . .
C23 C 0.04200(17) -0.1437(4) -0.0371(4) 0.0793(18) Uani 1 1 d . . . . .
C24 C 0.0184(2) -0.0867(6) -0.0969(4) 0.099(2) Uani 1 1 d . . . . .
H24A H 0.0238 -0.0268 -0.0906 0.119 Uiso 1 1 calc R U . . .
C25 C -0.0145(3) -0.1204(7) -0.1688(6) 0.136(3) Uani 1 1 d . U . . .
H25A H -0.0302 -0.0829 -0.2108 0.163 Uiso 1 1 calc R U . . .
C26 C -0.0227(3) -0.2069(7) -0.1761(6) 0.148(3) Uani 1 1 d . U . . .
H26A H -0.0444 -0.2285 -0.2230 0.178 Uiso 1 1 calc R U . . .
C27 C 0.0002(3) -0.2629(7) -0.1161(6) 0.145(3) Uani 1 1 d . U . . .
H27A H -0.0062 -0.3223 -0.1218 0.174 Uiso 1 1 calc R U . . .
C28 C 0.0328(2) -0.2318(6) -0.0471(5) 0.126(2) Uani 1 1 d . U . . .
H28A H 0.0488 -0.2707 -0.0066 0.152 Uiso 1 1 calc R U . . .
C29 C 0.23757(15) -0.1053(3) 0.1462(2) 0.0500(12) Uani 1 1 d . . . . .
C30 C 0.21791(19) -0.0263(4) 0.1240(3) 0.0729(17) Uani 1 1 d . . . . .
H30A H 0.1910 -0.0213 0.1151 0.088 Uiso 1 1 calc R U . . .
C31 C 0.2371(2) 0.0473(4) 0.1141(4) 0.093(2) Uani 1 1 d . . . . .
H31A H 0.2233 0.1008 0.0990 0.112 Uiso 1 1 calc R U . . .
C32 C 0.2771(2) 0.0385(4) 0.1273(4) 0.093(2) Uani 1 1 d . . . . .
H32A H 0.2904 0.0866 0.1209 0.112 Uiso 1 1 calc R U . . .
C33 C 0.29676(19) -0.0391(4) 0.1493(3) 0.0808(18) Uani 1 1 d . . . . .
H33A H 0.3238 -0.0436 0.1585 0.097 Uiso 1 1 calc R U . . .
C34 C 0.27777(17) -0.1125(4) 0.1585(3) 0.0651(15) Uani 1 1 d . . . . .
H34A H 0.2916 -0.1660 0.1727 0.078 Uiso 1 1 calc R U . . .
C35 C 0.23149(15) -0.1962(3) 0.2671(3) 0.0547(13) Uani 1 1 d . . . . .
C36 C 0.27353(19) -0.1930(5) 0.3192(3) 0.085(2) Uani 1 1 d . . . . .
H36A H 0.2921 -0.1921 0.3006 0.102 Uiso 1 1 calc R U . . .
C37 C 0.2880(2) -0.1910(5) 0.3980(3) 0.095(2) Uani 1 1 d . . . . .
H37A H 0.3165 -0.1881 0.4325 0.114 Uiso 1 1 calc R U . . .
C38 C 0.2622(2) -0.1930(4) 0.4279(3) 0.081(2) Uani 1 1 d . . . . .
H38A H 0.2726 -0.1909 0.4819 0.097 Uiso 1 1 calc R U . . .
C39 C 0.2206(2) -0.1982(4) 0.3768(3) 0.0794(17) Uani 1 1 d . . . . .
H39A H 0.2024 -0.2012 0.3961 0.095 Uiso 1 1 calc R U . . .
C40 C 0.20500(17) -0.1991(4) 0.2957(3) 0.0659(15) Uani 1 1 d . . . . .
H40A H 0.1765 -0.2016 0.2613 0.079 Uiso 1 1 calc R U . . .
C41 C 0.23095(15) -0.2943(3) 0.1426(3) 0.0537(13) Uani 1 1 d . . . . .
C42 C 0.2379(2) -0.3682(4) 0.1867(4) 0.102(2) Uani 1 1 d . . . . .
H42A H 0.2360 -0.3659 0.2320 0.122 Uiso 1 1 calc R U . . .
C43 C 0.2481(3) -0.4474(5) 0.1646(5) 0.141(3) Uani 1 1 d . . . . .
H43A H 0.2525 -0.4976 0.1945 0.169 Uiso 1 1 calc R U . . .
C44 C 0.2514(3) -0.4500(5) 0.0993(5) 0.124(3) Uani 1 1 d . . . . .
H44A H 0.2596 -0.5018 0.0862 0.149 Uiso 1 1 calc R U . . .
C45 C 0.24319(19) -0.3803(4) 0.0534(3) 0.0804(17) Uani 1 1 d . . . . .
H45A H 0.2444 -0.3841 0.0074 0.097 Uiso 1 1 calc R U . . .
C46 C 0.23291(15) -0.3029(4) 0.0743(3) 0.0602(14) Uani 1 1 d . . . . .
H46A H 0.2270 -0.2545 0.0417 0.072 Uiso 1 1 calc R U . . .
Cl1 Cl 0.11395(5) -0.63835(11) -0.12761(8) 0.0862(5) Uani 1 1 d D . . . .
O1 O 0.1446(5) -0.5789(9) -0.0847(10) 0.186(7) Uani 0.5 1 d . . P A 1
O3 O 0.0830(4) -0.6465(15) -0.2089(3) 0.236(10) Uani 0.5 1 d D . P A 1
O4 O 0.1410(3) -0.7086(8) -0.1015(7) 0.137(4) Uani 0.5 1 d . . P A 1
O1' O 0.1072(4) -0.5526(7) -0.1599(7) 0.154(4) Uani 0.5 1 d . . P A 2
O3' O 0.0751(4) -0.6814(9) -0.1613(10) 0.158(6) Uani 0.5 1 d . . P A 2
O4' O 0.14044(16) -0.6827(6) -0.1497(4) 0.197(5) Uani 0.5 1 d D . P A 2
O2 O 0.10771(18) -0.6360(7) -0.0623(2) 0.231(4) Uani 1 1 d D . . . .
Cl2 Cl 0.00121(19) -0.6044(10) -0.0630(3) 0.509(8) Uani 1 1 d D . . . .
Cl3 Cl 0.0038(3) -0.4859(4) -0.1511(8) 0.631(8) Uani 1 1 d D . . . .
C47 C -0.0043(4) -0.5970(5) -0.1553(4) 0.370(14) Uani 1 1 d D . . . .
H47A H 0.0168 -0.6300 -0.1597 0.444 Uiso 1 1 calc R U . . .
H47B H -0.0318 -0.6138 -0.1969 0.444 Uiso 1 1 calc R U . . .


_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 N4 2.130(4) . ?
Cu1 N1 2.136(5) . ?
Cu1 P1 2.2318(16) . ?
Cu1 P2 2.2548(14) . ?
P1 C11 1.795(6) . ?
P1 C17 1.798(8) . ?
P1 C23 1.816(6) . ?
P2 C41 1.806(5) . ?
P2 C29 1.820(5) . ?
P2 C35 1.823(5) . ?
F1 C8 1.300(8) . ?
F2 C8 1.344(8) . ?
F3 C8 1.325(8) . ?
N1 C5 1.323(7) . ?
N1 C1 1.329(7) . ?
N2 C6 1.327(7) . ?
N2 N3 1.330(8) . ?
N2 H2B 0.8600 . ?
N3 C7 1.288(8) . ?
N4 C6 1.300(7) . ?
N4 C7 1.354(7) . ?
C1 C2 1.370(8) . ?
C1 H1A 0.9300 . ?
C2 C3 1.365(9) . ?
C2 H2A 0.9300 . ?
C3 C4 1.369(10) . ?
C3 C9 1.517(9) . ?
C4 C5 1.385(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.467(8) . ?
C7 C8 1.480(10) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C11 C16 1.373(10) . ?
C11 C12 1.397(9) . ?
C12 C13 1.366(10) . ?
C12 H12A 0.9300 . ?
C13 C14 1.344(12) . ?
C13 H13A 0.9300 . ?
C14 C15 1.386(14) . ?
C14 H14A 0.9300 . ?
C15 C16 1.365(11) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.365(11) . ?
C17 C22 1.378(10) . ?
C18 C19 1.423(11) . ?
C18 H18A 0.9300 . ?
C19 C20 1.327(11) . ?
C19 H19A 0.9300 . ?
C20 C21 1.352(12) . ?
C20 H20A 0.9300 . ?
C21 C22 1.387(11) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.369(9) . ?
C23 C28 1.378(11) . ?
C24 C25 1.422(10) . ?
C24 H24A 0.9300 . ?
C25 C26 1.346(13) . ?
C25 H25A 0.9300 . ?
C26 C27 1.354(13) . ?
C26 H26A 0.9300 . ?
C27 C28 1.371(11) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?
C29 C30 1.364(7) . ?
C29 C34 1.396(7) . ?
C30 C31 1.395(9) . ?
C30 H30A 0.9300 . ?
C31 C32 1.384(10) . ?
C31 H31A 0.9300 . ?
C32 C33 1.346(9) . ?
C32 H32A 0.9300 . ?
C33 C34 1.385(8) . ?
C33 H33A 0.9300 . ?
C34 H34A 0.9300 . ?
C35 C40 1.360(8) . ?
C35 C36 1.375(7) . ?
C36 C37 1.361(8) . ?
C36 H36A 0.9300 . ?
C37 C38 1.355(10) . ?
C37 H37A 0.9300 . ?
C38 C39 1.358(8) . ?
C38 H38A 0.9300 . ?
C39 C40 1.394(7) . ?
C39 H39A 0.9300 . ?
C40 H40A 0.9300 . ?
C41 C42 1.366(8) . ?
C41 C46 1.386(7) . ?
C42 C43 1.398(10) . ?
C42 H42A 0.9300 . ?
C43 C44 1.349(11) . ?
C43 H43A 0.9300 . ?
C44 C45 1.326(10) . ?
C44 H44A 0.9300 . ?
C45 C46 1.367(8) . ?
C45 H45A 0.9300 . ?
C46 H46A 0.9300 . ?
Cl1 O1 1.367(14) . ?
Cl1 O4 1.381(11) . ?
Cl1 O3' 1.414(13) . ?
Cl1 O2 1.414(4) . ?
Cl1 O1' 1.420(11) . ?
Cl1 O3 1.429(4) . ?
Cl1 O4' 1.432(4) . ?
Cl2 C47 1.723(7) . ?
Cl3 C47 1.718(7) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?

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
N4 Cu1 N1 77.95(17) . . ?
N4 Cu1 P1 110.77(11) . . ?
N1 Cu1 P1 110.20(13) . . ?
N4 Cu1 P2 103.87(11) . . ?
N1 Cu1 P2 103.14(11) . . ?
P1 Cu1 P2 135.75(6) . . ?
C11 P1 C17 103.3(4) . . ?
C11 P1 C23 103.5(3) . . ?
C17 P1 C23 106.4(3) . . ?
C11 P1 Cu1 120.6(2) . . ?
C17 P1 Cu1 111.2(3) . . ?
C23 P1 Cu1 110.7(2) . . ?
C41 P2 C29 105.9(2) . . ?
C41 P2 C35 104.0(2) . . ?
C29 P2 C35 103.2(2) . . ?
C41 P2 Cu1 107.06(16) . . ?
C29 P2 Cu1 117.99(15) . . ?
C35 P2 Cu1 117.29(18) . . ?
C5 N1 C1 116.8(5) . . ?
C5 N1 Cu1 114.9(4) . . ?
C1 N1 Cu1 128.2(4) . . ?
C6 N2 N3 111.4(6) . . ?
C6 N2 H2B 124.3 . . ?
N3 N2 H2B 124.3 . . ?
C7 N3 N2 101.7(5) . . ?
C6 N4 C7 102.9(5) . . ?
C6 N4 Cu1 110.9(4) . . ?
C7 N4 Cu1 145.8(4) . . ?
N1 C1 C2 123.5(6) . . ?
N1 C1 H1A 118.2 . . ?
C2 C1 H1A 118.2 . . ?
C3 C2 C1 119.8(6) . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C2 C3 C4 117.1(6) . . ?
C2 C3 C9 121.1(7) . . ?
C4 C3 C9 121.8(7) . . ?
C3 C4 C5 119.9(6) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
N1 C5 C4 122.7(6) . . ?
N1 C5 C6 113.0(5) . . ?
C4 C5 C6 124.3(5) . . ?
N4 C6 N2 108.8(5) . . ?
N4 C6 C5 122.4(5) . . ?
N2 C6 C5 128.8(6) . . ?
N3 C7 N4 115.2(6) . . ?
N3 C7 C8 122.0(6) . . ?
N4 C7 C8 122.7(6) . . ?
F1 C8 F3 109.0(6) . . ?
F1 C8 F2 106.0(5) . . ?
F3 C8 F2 103.7(6) . . ?
F1 C8 C7 113.3(7) . . ?
F3 C8 C7 112.9(5) . . ?
F2 C8 C7 111.2(6) . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C16 C11 C12 116.5(6) . . ?
C16 C11 P1 123.8(6) . . ?
C12 C11 P1 119.6(5) . . ?
C13 C12 C11 121.5(7) . . ?
C13 C12 H12A 119.3 . . ?
C11 C12 H12A 119.3 . . ?
C14 C13 C12 120.9(8) . . ?
C14 C13 H13A 119.6 . . ?
C12 C13 H13A 119.6 . . ?
C13 C14 C15 119.2(8) . . ?
C13 C14 H14A 120.4 . . ?
C15 C14 H14A 120.4 . . ?
C16 C15 C14 120.0(9) . . ?
C16 C15 H15A 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C15 C16 C11 122.0(9) . . ?
C15 C16 H16A 119.0 . . ?
C11 C16 H16A 119.0 . . ?
C18 C17 C22 118.2(7) . . ?
C18 C17 P1 123.0(6) . . ?
C22 C17 P1 118.7(7) . . ?
C17 C18 C19 119.1(7) . . ?
C17 C18 H18A 120.4 . . ?
C19 C18 H18A 120.4 . . ?
C20 C19 C18 119.5(9) . . ?
C20 C19 H19A 120.2 . . ?
C18 C19 H19A 120.2 . . ?
C19 C20 C21 123.6(9) . . ?
C19 C20 H20A 118.2 . . ?
C21 C20 H20A 118.2 . . ?
C20 C21 C22 116.5(8) . . ?
C20 C21 H21A 121.7 . . ?
C22 C21 H21A 121.7 . . ?
C17 C22 C21 123.0(8) . . ?
C17 C22 H22A 118.5 . . ?
C21 C22 H22A 118.5 . . ?
C24 C23 C28 119.4(6) . . ?
C24 C23 P1 123.6(6) . . ?
C28 C23 P1 116.8(5) . . ?
C23 C24 C25 118.9(8) . . ?
C23 C24 H24A 120.6 . . ?
C25 C24 H24A 120.6 . . ?
C26 C25 C24 119.8(9) . . ?
C26 C25 H25A 120.1 . . ?
C24 C25 H25A 120.1 . . ?
C25 C26 C27 121.2(9) . . ?
C25 C26 H26A 119.4 . . ?
C27 C26 H26A 119.4 . . ?
C26 C27 C28 119.9(10) . . ?
C26 C27 H27A 120.1 . . ?
C28 C27 H27A 120.1 . . ?
C27 C28 C23 120.8(9) . . ?
C27 C28 H28A 119.6 . . ?
C23 C28 H28A 119.6 . . ?
C30 C29 C34 118.7(5) . . ?
C30 C29 P2 118.0(4) . . ?
C34 C29 P2 123.2(4) . . ?
C29 C30 C31 121.8(6) . . ?
C29 C30 H30A 119.1 . . ?
C31 C30 H30A 119.1 . . ?
C32 C31 C30 118.3(6) . . ?
C32 C31 H31A 120.9 . . ?
C30 C31 H31A 120.9 . . ?
C33 C32 C31 120.4(6) . . ?
C33 C32 H32A 119.8 . . ?
C31 C32 H32A 119.8 . . ?
C32 C33 C34 121.6(6) . . ?
C32 C33 H33A 119.2 . . ?
C34 C33 H33A 119.2 . . ?
C33 C34 C29 119.2(5) . . ?
C33 C34 H34A 120.4 . . ?
C29 C34 H34A 120.4 . . ?
C40 C35 C36 118.9(5) . . ?
C40 C35 P2 119.2(4) . . ?
C36 C35 P2 121.9(5) . . ?
C37 C36 C35 120.0(7) . . ?
C37 C36 H36A 120.0 . . ?
C35 C36 H36A 120.0 . . ?
C38 C37 C36 122.1(6) . . ?
C38 C37 H37A 119.0 . . ?
C36 C37 H37A 119.0 . . ?
C37 C38 C39 118.3(5) . . ?
C37 C38 H38A 120.9 . . ?
C39 C38 H38A 120.9 . . ?
C38 C39 C40 120.8(6) . . ?
C38 C39 H39A 119.6 . . ?
C40 C39 H39A 119.6 . . ?
C35 C40 C39 119.9(5) . . ?
C35 C40 H40A 120.0 . . ?
C39 C40 H40A 120.0 . . ?
C42 C41 C46 116.8(5) . . ?
C42 C41 P2 121.8(5) . . ?
C46 C41 P2 120.4(4) . . ?
C41 C42 C43 120.7(7) . . ?
C41 C42 H42A 119.6 . . ?
C43 C42 H42A 119.6 . . ?
C44 C43 C42 119.3(7) . . ?
C44 C43 H43A 120.3 . . ?
C42 C43 H43A 120.3 . . ?
C45 C44 C43 121.5(7) . . ?
C45 C44 H44A 119.3 . . ?
C43 C44 H44A 119.3 . . ?
C44 C45 C46 119.5(6) . . ?
C44 C45 H45A 120.3 . . ?
C46 C45 H45A 120.3 . . ?
C45 C46 C41 122.1(5) . . ?
C45 C46 H46A 118.9 . . ?
C41 C46 H46A 118.9 . . ?
O1 Cl1 O4 93.4(8) . . ?
O1 Cl1 O2 83.7(9) . . ?
O4 Cl1 O2 96.0(7) . . ?
O3' Cl1 O2 80.8(8) . . ?
O3' Cl1 O1' 108.0(8) . . ?
O2 Cl1 O1' 107.9(7) . . ?
O1 Cl1 O3 134.4(11) . . ?
O4 Cl1 O3 112.0(10) . . ?
O2 Cl1 O3 127.5(7) . . ?
O3' Cl1 O4' 109.7(7) . . ?
O2 Cl1 O4' 137.6(5) . . ?
O1' Cl1 O4' 107.2(7) . . ?
Cl3 C47 Cl2 95.1(8) . . ?
Cl3 C47 H47A 112.7 . . ?
Cl2 C47 H47A 112.7 . . ?
Cl3 C47 H47B 112.7 . . ?
Cl2 C47 H47B 112.7 . . ?
H47A C47 H47B 110.2 . . ?

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
C6 N2 N3 C7 0.6(6) . . . . ?
C5 N1 C1 C2 1.6(8) . . . . ?
Cu1 N1 C1 C2 -174.1(4) . . . . ?
N1 C1 C2 C3 0.0(9) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C1 C2 C3 C9 179.9(6) . . . . ?
C2 C3 C4 C5 0.2(9) . . . . ?
C9 C3 C4 C5 179.4(6) . . . . ?
C1 N1 C5 C4 -2.3(8) . . . . ?
Cu1 N1 C5 C4 174.0(4) . . . . ?
C1 N1 C5 C6 175.7(4) . . . . ?
Cu1 N1 C5 C6 -8.0(5) . . . . ?
C3 C4 C5 N1 1.4(9) . . . . ?
C3 C4 C5 C6 -176.4(5) . . . . ?
C7 N4 C6 N2 0.8(6) . . . . ?
Cu1 N4 C6 N2 -173.9(3) . . . . ?
C7 N4 C6 C5 -179.9(5) . . . . ?
Cu1 N4 C6 C5 5.3(6) . . . . ?
N3 N2 C6 N4 -0.9(7) . . . . ?
N3 N2 C6 C5 179.9(5) . . . . ?
N1 C5 C6 N4 1.7(7) . . . . ?
C4 C5 C6 N4 179.7(5) . . . . ?
N1 C5 C6 N2 -179.2(5) . . . . ?
C4 C5 C6 N2 -1.2(9) . . . . ?
N2 N3 C7 N4 0.0(7) . . . . ?
N2 N3 C7 C8 -179.2(5) . . . . ?
C6 N4 C7 N3 -0.5(6) . . . . ?
Cu1 N4 C7 N3 170.7(5) . . . . ?
C6 N4 C7 C8 178.7(5) . . . . ?
Cu1 N4 C7 C8 -10.0(9) . . . . ?
N3 C7 C8 F1 -9.9(8) . . . . ?
N4 C7 C8 F1 171.0(5) . . . . ?
N3 C7 C8 F3 -134.5(6) . . . . ?
N4 C7 C8 F3 46.3(8) . . . . ?
N3 C7 C8 F2 109.4(7) . . . . ?
N4 C7 C8 F2 -69.7(7) . . . . ?
C17 P1 C11 C16 -15.8(6) . . . . ?
C23 P1 C11 C16 95.0(6) . . . . ?
Cu1 P1 C11 C16 -140.7(5) . . . . ?
C17 P1 C11 C12 166.8(5) . . . . ?
C23 P1 C11 C12 -82.4(5) . . . . ?
Cu1 P1 C11 C12 41.9(5) . . . . ?
C16 C11 C12 C13 0.2(9) . . . . ?
P1 C11 C12 C13 177.8(5) . . . . ?
C11 C12 C13 C14 0.7(11) . . . . ?
C12 C13 C14 C15 -1.3(13) . . . . ?
C13 C14 C15 C16 1.0(14) . . . . ?
C14 C15 C16 C11 0.0(13) . . . . ?
C12 C11 C16 C15 -0.6(10) . . . . ?
P1 C11 C16 C15 -178.0(6) . . . . ?
C11 P1 C17 C18 111.1(8) . . . . ?
C23 P1 C17 C18 2.5(9) . . . . ?
Cu1 P1 C17 C18 -118.1(8) . . . . ?
C11 P1 C17 C22 -71.0(8) . . . . ?
C23 P1 C17 C22 -179.6(7) . . . . ?
Cu1 P1 C17 C22 59.8(9) . . . . ?
C22 C17 C18 C19 -2.0(14) . . . . ?
P1 C17 C18 C19 175.9(7) . . . . ?
C17 C18 C19 C20 1.7(15) . . . . ?
C18 C19 C20 C21 1.0(16) . . . . ?
C19 C20 C21 C22 -3.3(16) . . . . ?
C18 C17 C22 C21 -0.4(15) . . . . ?
P1 C17 C22 C21 -178.3(8) . . . . ?
C20 C21 C22 C17 3.0(15) . . . . ?
C11 P1 C23 C24 -1.6(7) . . . . ?
C17 P1 C23 C24 106.9(7) . . . . ?
Cu1 P1 C23 C24 -132.1(6) . . . . ?
C11 P1 C23 C28 174.3(6) . . . . ?
C17 P1 C23 C28 -77.2(7) . . . . ?
Cu1 P1 C23 C28 43.8(7) . . . . ?
C28 C23 C24 C25 -1.6(12) . . . . ?
P1 C23 C24 C25 174.2(7) . . . . ?
C23 C24 C25 C26 2.1(14) . . . . ?
C24 C25 C26 C27 -0.8(18) . . . . ?
C25 C26 C27 C28 -1.1(18) . . . . ?
C26 C27 C28 C23 1.6(16) . . . . ?
C24 C23 C28 C27 -0.2(13) . . . . ?
P1 C23 C28 C27 -176.3(8) . . . . ?
C41 P2 C29 C30 153.2(4) . . . . ?
C35 P2 C29 C30 -97.8(4) . . . . ?
Cu1 P2 C29 C30 33.4(4) . . . . ?
C41 P2 C29 C34 -28.4(4) . . . . ?
C35 P2 C29 C34 80.6(4) . . . . ?
Cu1 P2 C29 C34 -148.2(3) . . . . ?
C34 C29 C30 C31 -0.8(8) . . . . ?
P2 C29 C30 C31 177.8(5) . . . . ?
C29 C30 C31 C32 0.2(9) . . . . ?
C30 C31 C32 C33 -0.2(10) . . . . ?
C31 C32 C33 C34 0.8(10) . . . . ?
C32 C33 C34 C29 -1.3(8) . . . . ?
C30 C29 C34 C33 1.3(7) . . . . ?
P2 C29 C34 C33 -177.1(4) . . . . ?
C41 P2 C35 C40 -118.7(4) . . . . ?
C29 P2 C35 C40 130.8(4) . . . . ?
Cu1 P2 C35 C40 -0.8(5) . . . . ?
C41 P2 C35 C36 61.9(5) . . . . ?
C29 P2 C35 C36 -48.5(5) . . . . ?
Cu1 P2 C35 C36 179.9(5) . . . . ?
C40 C35 C36 C37 -1.2(10) . . . . ?
P2 C35 C36 C37 178.2(6) . . . . ?
C35 C36 C37 C38 0.7(12) . . . . ?
C36 C37 C38 C39 0.7(11) . . . . ?
C37 C38 C39 C40 -1.6(10) . . . . ?
C36 C35 C40 C39 0.3(9) . . . . ?
P2 C35 C40 C39 -179.1(4) . . . . ?
C38 C39 C40 C35 1.1(9) . . . . ?
C29 P2 C41 C42 141.4(5) . . . . ?
C35 P2 C41 C42 33.0(5) . . . . ?
Cu1 P2 C41 C42 -91.9(5) . . . . ?
C29 P2 C41 C46 -50.8(4) . . . . ?
C35 P2 C41 C46 -159.2(4) . . . . ?
Cu1 P2 C41 C46 76.0(4) . . . . ?
C46 C41 C42 C43 2.3(10) . . . . ?
P2 C41 C42 C43 170.5(6) . . . . ?
C41 C42 C43 C44 0.8(13) . . . . ?
C42 C43 C44 C45 -3.5(13) . . . . ?
C43 C44 C45 C46 2.9(12) . . . . ?
C44 C45 C46 C41 0.4(9) . . . . ?
C42 C41 C46 C45 -2.9(8) . . . . ?
P2 C41 C46 C45 -171.3(4) . . . . ?

_refine_diff_density_max         0.940
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.091

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1435184'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-04-11 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         ?
_chemical_formula_sum            'C45 H37 Cl Cu F3 N4 O4 P2'
_chemical_formula_weight         915.71

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   10.4274(4)
_cell_length_b                   15.7685(7)
_cell_length_c                   27.1531(12)
_cell_angle_alpha                90
_cell_angle_beta                 100.5350(10)
_cell_angle_gamma                90
_cell_volume                     4389.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      3.001
_cell_measurement_theta_max      27.137

_exptl_crystal_description       block
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             1880
_exptl_transmission_factor_min   0.846
_exptl_transmission_factor_max   0.874
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.691
_shelx_estimated_absorpt_T_min   0.846
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   CrystalClear
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29650
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.001
_diffrn_reflns_theta_max         27.137
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             9475
_reflns_number_gt                7153
_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       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0833P)²+5.4448P] 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         9475
_refine_ls_number_parameters     541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1737
_refine_ls_wR_factor_gt          0.1563
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.038
_refine_ls_shift/su_mean         0.002

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 0.45677(4) 0.20142(2) 0.37871(2) 0.04132(14) Uani 1 1 d . . . . .
P1 P 0.47556(8) 0.32249(5) 0.42313(3) 0.0394(2) Uani 1 1 d . . . . .
P2 P 0.50731(8) 0.16856(5) 0.30275(3) 0.0397(2) Uani 1 1 d . . . . .
N1 N 0.5271(3) 0.09014(16) 0.42000(10) 0.0418(6) Uani 1 1 d . . . . .
N4 N 0.2759(3) 0.13844(19) 0.38474(11) 0.0482(7) Uani 1 1 d . . . . .
C30 C 0.5920(3) 0.0667(2) 0.30783(12) 0.0414(7) Uani 1 1 d . . . . .
C41 C 0.6167(3) 0.2380(2) 0.27590(13) 0.0468(8) Uani 1 1 d . . . . .
C17 C 0.6398(3) 0.3665(2) 0.43777(12) 0.0434(7) Uani 1 1 d . . . . .
C11 C 0.4265(4) 0.3116(2) 0.48423(14) 0.0484(8) Uani 1 1 d . . . . .
C35 C 0.3696(3) 0.1541(2) 0.25142(13) 0.0493(8) Uani 1 1 d . . . . .
C23 C 0.3764(3) 0.4105(2) 0.39373(13) 0.0437(7) Uani 1 1 d . . . . .
C29 C 0.7265(4) 0.0620(2) 0.31649(14) 0.0536(9) Uani 1 1 d . . . . .
H29A H 0.7752 0.1113 0.3160 0.064 Uiso 1 1 calc R U . . .
C22 C 0.3621(4) 0.4194(3) 0.34247(15) 0.0598(10) Uani 1 1 d . . . . .
H22A H 0.4032 0.3815 0.3242 0.072 Uiso 1 1 calc R U . . .
C3 C 0.3031(4) 0.0617(2) 0.40411(15) 0.0538(9) Uani 1 1 d . . . . .
C6 C 0.6511(4) 0.0666(2) 0.43486(13) 0.0502(8) Uani 1 1 d . . . . .
H6A H 0.7157 0.1065 0.4329 0.060 Uiso 1 1 calc R U . . .
C28 C 0.5220(4) -0.0081(2) 0.30941(14) 0.0525(9) Uani 1 1 d . . . . .
H28A H 0.4313 -0.0065 0.3042 0.063 Uiso 1 1 calc R U . . .
C27 C 0.7900(4) -0.0152(3) 0.32597(17) 0.0667(11) Uani 1 1 d . . . . .
H27A H 0.8806 -0.0173 0.3315 0.080 Uiso 1 1 calc R U . . .
C40 C 0.6754(4) 0.3053(2) 0.30329(18) 0.0633(11) Uani 1 1 d . . . . .
H40A H 0.6574 0.3159 0.3350 0.076 Uiso 1 1 calc R U . . .
C2 C 0.4353(4) 0.0313(2) 0.42223(13) 0.0470(8) Uani 1 1 d . . . . .
C5 C 0.6905(4) -0.0138(3) 0.45310(15) 0.0596(10) Uani 1 1 d . . . . .
C10 C 0.2974(4) 0.2932(3) 0.48562(18) 0.0647(11) Uani 1 1 d . . . . .
H10A H 0.2376 0.2882 0.4558 0.078 Uiso 1 1 calc R U . . .
C9 C 0.5145(5) 0.3167(3) 0.52880(15) 0.0683(11) Uani 1 1 d . . . . .
H9A H 0.6018 0.3282 0.5285 0.082 Uiso 1 1 calc R U . . .
C21 C 0.3141(4) 0.4682(2) 0.42021(17) 0.0601(10) Uani 1 1 d . . . . .
H21A H 0.3226 0.4631 0.4548 0.072 Uiso 1 1 calc R U . . .
C1 C 0.1440(4) 0.1394(3) 0.37420(18) 0.0652(11) Uani 1 1 d . . . . .
C4 C 0.4647(5) -0.0496(2) 0.44062(16) 0.0625(10) Uani 1 1 d . . . . .
H4A H 0.3986 -0.0884 0.4424 0.075 Uiso 1 1 calc R U . . .
C16 C 0.6674(4) 0.4521(3) 0.43816(16) 0.0619(10) Uani 1 1 d . . . . .
H16A H 0.5995 0.4911 0.4312 0.074 Uiso 1 1 calc R U . . .
N3 N 0.0891(4) 0.0694(3) 0.3859(2) 0.1039(16) Uani 1 1 d . . . . .
C26 C 0.2257(5) 0.5403(3) 0.3448(2) 0.0864(15) Uani 1 1 d . . . . .
H26A H 0.1742 0.5836 0.3283 0.104 Uiso 1 1 calc R U . . .
C8 C 0.5923(5) -0.0714(3) 0.45601(16) 0.0693(12) Uani 1 1 d . . . . .
H8A H 0.6134 -0.1255 0.4686 0.083 Uiso 1 1 calc R U . . .
C32 C 0.5869(5) -0.0853(2) 0.31872(17) 0.0679(11) Uani 1 1 d . . . . .
H32A H 0.5395 -0.1351 0.3192 0.081 Uiso 1 1 calc R U . . .
C25 C 0.2400(5) 0.5328(3) 0.3955(2) 0.0794(14) Uani 1 1 d . . . . .
H25A H 0.1994 0.5714 0.4135 0.095 Uiso 1 1 calc R U . . .
N2 N 0.1929(4) 0.0202(3) 0.4044(2) 0.0945(14) Uani 1 1 d . . . . .
H2A H 0.1881 -0.0309 0.4150 0.113 Uiso 1 1 calc R U . . .
C34 C 0.2633(4) 0.2074(3) 0.24934(17) 0.0645(11) Uani 1 1 d . . . . .
H34A H 0.2634 0.2483 0.2740 0.077 Uiso 1 1 calc R U . . .
C44 C 0.7869(5) 0.3428(3) 0.2372(2) 0.0828(15) Uani 1 1 d . . . . .
H44A H 0.8433 0.3784 0.2241 0.099 Uiso 1 1 calc R U . . .
C33 C 0.3656(5) 0.0929(3) 0.21434(15) 0.0668(11) Uani 1 1 d . . . . .
H33A H 0.4356 0.0562 0.2152 0.080 Uiso 1 1 calc R U . . .
C14 C 0.3440(7) 0.2880(3) 0.5745(2) 0.0894(18) Uani 1 1 d . . . . .
H14A H 0.3163 0.2806 0.6049 0.107 Uiso 1 1 calc R U . . .
C13 C 0.2565(6) 0.2824(3) 0.5309(2) 0.0834(16) Uani 1 1 d . . . . .
H13A H 0.1692 0.2713 0.5315 0.100 Uiso 1 1 calc R U . . .
C15 C 0.7428(4) 0.3099(3) 0.4496(2) 0.0782(14) Uani 1 1 d . . . . .
H15A H 0.7264 0.2520 0.4507 0.094 Uiso 1 1 calc R U . . .
C43 C 0.6443(5) 0.2238(3) 0.22841(17) 0.0710(12) Uani 1 1 d . . . . .
H43A H 0.6049 0.1789 0.2091 0.085 Uiso 1 1 calc R U . . .
C19 C 0.8952(5) 0.4239(4) 0.4586(2) 0.0852(16) Uani 1 1 d . . . . .
H19A H 0.9811 0.4429 0.4647 0.102 Uiso 1 1 calc R U . . .
C38 C 0.1543(5) 0.1392(4) 0.1744(2) 0.0895(17) Uani 1 1 d . . . . .
H38A H 0.0823 0.1337 0.1488 0.107 Uiso 1 1 calc R U . . .
C12 C 0.4728(7) 0.3045(3) 0.57404(18) 0.0924(17) Uani 1 1 d . . . . .
H12A H 0.5323 0.3076 0.6040 0.111 Uiso 1 1 calc R U . . .
C18 C 0.7950(5) 0.4808(3) 0.44870(18) 0.0766(13) Uani 1 1 d . . . . .
H18A H 0.8125 0.5386 0.4490 0.092 Uiso 1 1 calc R U . . .
C37 C 0.2586(6) 0.0864(4) 0.17634(18) 0.0863(16) Uani 1 1 d . . . . .
H37A H 0.2576 0.0454 0.1516 0.104 Uiso 1 1 calc R U . . .
C31 C 0.7201(5) -0.0877(3) 0.32713(17) 0.0715(12) Uani 1 1 d . . . . .
H31A H 0.7632 -0.1393 0.3337 0.086 Uiso 1 1 calc R U . . .
C7 C 0.8334(5) -0.0338(4) 0.4671(2) 0.0902(16) Uani 1 1 d . . . . .
H7A H 0.8835 0.0155 0.4621 0.135 Uiso 1 1 calc R U . . .
H7B H 0.8534 -0.0505 0.5017 0.135 Uiso 1 1 calc R U . . .
H7C H 0.8547 -0.0793 0.4465 0.135 Uiso 1 1 calc R U . . .
C24 C 0.2867(5) 0.4847(3) 0.31799(19) 0.0840(15) Uani 1 1 d . . . . .
H24A H 0.2777 0.4907 0.2834 0.101 Uiso 1 1 calc R U . . .
C36 C 0.1561(5) 0.2004(4) 0.2105(2) 0.0881(17) Uani 1 1 d . . . . .
H36A H 0.0857 0.2371 0.2090 0.106 Uiso 1 1 calc R U . . .
C39 C 0.7613(5) 0.3576(3) 0.2840(2) 0.0829(15) Uani 1 1 d . . . . .
H39A H 0.8013 0.4026 0.3030 0.100 Uiso 1 1 calc R U . . .
C42 C 0.7301(5) 0.2761(4) 0.2099(2) 0.0834(14) Uani 1 1 d . . . . .
H42A H 0.7493 0.2657 0.1783 0.100 Uiso 1 1 calc R U . . .
C20 C 0.8693(5) 0.3394(4) 0.4597(2) 0.102(2) Uani 1 1 d . . . . .
H20A H 0.9378 0.3011 0.4674 0.122 Uiso 1 1 calc R U . . .
Cl1 Cl 0.10170(10) -0.19594(6) 0.41641(5) 0.0636(3) Uani 1 1 d . . . . .
F3 F 0.0041(3) 0.1946(3) 0.30578(14) 0.1131(12) Uani 1 1 d . . . . .
F2 F -0.0349(3) 0.2234(3) 0.37615(15) 0.1295(14) Uani 1 1 d . . . . .
F1 F 0.1288(3) 0.2803(2) 0.35109(18) 0.1265(15) Uani 1 1 d . . . . .
O4 O 0.1627(6) -0.1426(3) 0.4527(2) 0.163(2) Uani 1 1 d . . . . .
C50 C 0.0628(4) 0.2109(4) 0.3523(2) 0.0801(14) Uani 1 1 d . . . . .
O3 O 0.0703(6) -0.1462(3) 0.37029(19) 0.1414(19) Uani 1 1 d . . . . .
O2 O -0.0131(7) -0.2207(6) 0.4240(3) 0.221(4) Uani 1 1 d . . . . .
O1 O 0.1682(9) -0.2654(4) 0.4093(2) 0.220(4) Uani 1 1 d . . . . .


_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 2.138(3) . ?
Cu1 N4 2.164(3) . ?
Cu1 P1 2.2476(9) . ?
Cu1 P2 2.2798(9) . ?
P1 C17 1.823(4) . ?
P1 C23 1.825(3) . ?
P1 C11 1.831(4) . ?
P2 C35 1.824(4) . ?
P2 C30 1.826(3) . ?
P2 C41 1.827(4) . ?
N1 C6 1.335(4) . ?
N1 C2 1.342(4) . ?
N4 C3 1.329(5) . ?
N4 C1 1.353(5) . ?
C30 C29 1.381(5) . ?
C30 C28 1.392(5) . ?
C41 C40 1.373(5) . ?
C41 C43 1.390(6) . ?
C17 C16 1.380(5) . ?
C17 C15 1.388(5) . ?
C11 C9 1.381(6) . ?
C11 C10 1.384(6) . ?
C35 C34 1.385(5) . ?
C35 C33 1.389(6) . ?
C23 C22 1.379(5) . ?
C23 C21 1.392(5) . ?
C29 C27 1.387(5) . ?
C29 H29A 0.9300 . ?
C22 C24 1.390(6) . ?
C22 H22A 0.9300 . ?
C3 N2 1.323(5) . ?
C3 C2 1.458(5) . ?
C6 C5 1.396(5) . ?
C6 H6A 0.9300 . ?
C28 C32 1.393(5) . ?
C28 H28A 0.9300 . ?
C27 C31 1.360(6) . ?
C27 H27A 0.9300 . ?
C40 C39 1.389(6) . ?
C40 H40A 0.9300 . ?
C2 C4 1.383(5) . ?
C5 C8 1.381(6) . ?
C5 C7 1.503(6) . ?
C10 C13 1.383(6) . ?
C10 H10A 0.9300 . ?
C9 C12 1.389(7) . ?
C9 H9A 0.9300 . ?
C21 C25 1.377(6) . ?
C21 H21A 0.9300 . ?
C1 N3 1.309(6) . ?
C1 C50 1.469(7) . ?
C4 C8 1.364(6) . ?
C4 H4A 0.9300 . ?
C16 C18 1.385(6) . ?
C16 H16A 0.9300 . ?
N3 N2 1.352(6) . ?
C26 C25 1.362(7) . ?
C26 C24 1.369(7) . ?
C26 H26A 0.9300 . ?
C8 H8A 0.9300 . ?
C32 C31 1.367(7) . ?
C32 H32A 0.9300 . ?
C25 H25A 0.9300 . ?
N2 H2A 0.8600 . ?
C34 C36 1.394(7) . ?
C34 H34A 0.9300 . ?
C44 C42 1.360(8) . ?
C44 C39 1.364(7) . ?
C44 H44A 0.9300 . ?
C33 C37 1.378(6) . ?
C33 H33A 0.9300 . ?
C14 C13 1.360(8) . ?
C14 C12 1.370(9) . ?
C14 H14A 0.9300 . ?
C13 H13A 0.9300 . ?
C15 C20 1.379(7) . ?
C15 H15A 0.9300 . ?
C43 C42 1.377(7) . ?
C43 H43A 0.9300 . ?
C19 C20 1.361(8) . ?
C19 C18 1.366(7) . ?
C19 H19A 0.9300 . ?
C38 C37 1.363(8) . ?
C38 C36 1.372(8) . ?
C38 H38A 0.9300 . ?
C12 H12A 0.9300 . ?
C18 H18A 0.9300 . ?
C37 H37A 0.9300 . ?
C31 H31A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C24 H24A 0.9300 . ?
C36 H36A 0.9300 . ?
C39 H39A 0.9300 . ?
C42 H42A 0.9300 . ?
C20 H20A 0.9300 . ?
Cl1 O2 1.310(5) . ?
Cl1 O1 1.329(5) . ?
Cl1 O4 1.361(4) . ?
Cl1 O3 1.463(5) . ?
F3 C50 1.324(6) . ?
F2 C50 1.318(6) . ?
F1 C50 1.296(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
N1 Cu1 N4 78.67(11) . . ?
N1 Cu1 P1 115.32(8) . . ?
N4 Cu1 P1 109.93(8) . . ?
N1 Cu1 P2 100.02(8) . . ?
N4 Cu1 P2 108.23(8) . . ?
P1 Cu1 P2 131.82(4) . . ?
C17 P1 C23 103.89(16) . . ?
C17 P1 C11 104.19(17) . . ?
C23 P1 C11 103.78(16) . . ?
C17 P1 Cu1 115.26(11) . . ?
C23 P1 Cu1 115.10(11) . . ?
C11 P1 Cu1 113.26(11) . . ?
C35 P2 C30 104.47(16) . . ?
C35 P2 C41 103.43(16) . . ?
C30 P2 C41 103.23(16) . . ?
C35 P2 Cu1 116.10(13) . . ?
C30 P2 Cu1 108.68(11) . . ?
C41 P2 Cu1 119.29(12) . . ?
C6 N1 C2 117.0(3) . . ?
C6 N1 Cu1 127.3(2) . . ?
C2 N1 Cu1 114.3(2) . . ?
C3 N4 C1 103.2(3) . . ?
C3 N4 Cu1 108.8(2) . . ?
C1 N4 Cu1 147.7(3) . . ?
C29 C30 C28 118.1(3) . . ?
C29 C30 P2 121.5(3) . . ?
C28 C30 P2 119.9(3) . . ?
C40 C41 C43 118.7(4) . . ?
C40 C41 P2 119.7(3) . . ?
C43 C41 P2 121.6(3) . . ?
C16 C17 C15 118.4(4) . . ?
C16 C17 P1 124.1(3) . . ?
C15 C17 P1 117.5(3) . . ?
C9 C11 C10 118.8(4) . . ?
C9 C11 P1 122.5(3) . . ?
C10 C11 P1 118.6(3) . . ?
C34 C35 C33 118.3(4) . . ?
C34 C35 P2 117.9(3) . . ?
C33 C35 P2 123.8(3) . . ?
C22 C23 C21 118.7(3) . . ?
C22 C23 P1 117.8(3) . . ?
C21 C23 P1 123.5(3) . . ?
C30 C29 C27 120.9(4) . . ?
C30 C29 H29A 119.5 . . ?
C27 C29 H29A 119.5 . . ?
C23 C22 C24 120.4(4) . . ?
C23 C22 H22A 119.8 . . ?
C24 C22 H22A 119.8 . . ?
N2 C3 N4 109.3(4) . . ?
N2 C3 C2 127.1(4) . . ?
N4 C3 C2 123.6(3) . . ?
N1 C6 C5 124.4(4) . . ?
N1 C6 H6A 117.8 . . ?
C5 C6 H6A 117.8 . . ?
C32 C28 C30 120.4(4) . . ?
C32 C28 H28A 119.8 . . ?
C30 C28 H28A 119.8 . . ?
C31 C27 C29 120.2(4) . . ?
C31 C27 H27A 119.9 . . ?
C29 C27 H27A 119.9 . . ?
C41 C40 C39 120.6(4) . . ?
C41 C40 H40A 119.7 . . ?
C39 C40 H40A 119.7 . . ?
N1 C2 C4 122.7(4) . . ?
N1 C2 C3 113.3(3) . . ?
C4 C2 C3 124.0(4) . . ?
C8 C5 C6 116.4(4) . . ?
C8 C5 C7 123.9(4) . . ?
C6 C5 C7 119.6(4) . . ?
C11 C10 C13 120.6(5) . . ?
C11 C10 H10A 119.7 . . ?
C13 C10 H10A 119.7 . . ?
C11 C9 C12 120.1(5) . . ?
C11 C9 H9A 119.9 . . ?
C12 C9 H9A 119.9 . . ?
C25 C21 C23 120.3(4) . . ?
C25 C21 H21A 119.8 . . ?
C23 C21 H21A 119.8 . . ?
N3 C1 N4 114.4(4) . . ?
N3 C1 C50 120.0(4) . . ?
N4 C1 C50 125.6(4) . . ?
C8 C4 C2 118.9(4) . . ?
C8 C4 H4A 120.6 . . ?
C2 C4 H4A 120.6 . . ?
C17 C16 C18 120.8(4) . . ?
C17 C16 H16A 119.6 . . ?
C18 C16 H16A 119.6 . . ?
C1 N3 N2 102.6(4) . . ?
C25 C26 C24 120.4(4) . . ?
C25 C26 H26A 119.8 . . ?
C24 C26 H26A 119.8 . . ?
C4 C8 C5 120.5(4) . . ?
C4 C8 H8A 119.7 . . ?
C5 C8 H8A 119.7 . . ?
C31 C32 C28 120.1(4) . . ?
C31 C32 H32A 120.0 . . ?
C28 C32 H32A 120.0 . . ?
C26 C25 C21 120.4(4) . . ?
C26 C25 H25A 119.8 . . ?
C21 C25 H25A 119.8 . . ?
C3 N2 N3 110.5(4) . . ?
C3 N2 H2A 124.7 . . ?
N3 N2 H2A 124.7 . . ?
C35 C34 C36 120.5(5) . . ?
C35 C34 H34A 119.8 . . ?
C36 C34 H34A 119.8 . . ?
C42 C44 C39 119.9(4) . . ?
C42 C44 H44A 120.0 . . ?
C39 C44 H44A 120.0 . . ?
C37 C33 C35 120.5(5) . . ?
C37 C33 H33A 119.7 . . ?
C35 C33 H33A 119.7 . . ?
C13 C14 C12 120.5(5) . . ?
C13 C14 H14A 119.8 . . ?
C12 C14 H14A 119.8 . . ?
C14 C13 C10 119.9(5) . . ?
C14 C13 H13A 120.0 . . ?
C10 C13 H13A 120.0 . . ?
C20 C15 C17 120.0(5) . . ?
C20 C15 H15A 120.0 . . ?
C17 C15 H15A 120.0 . . ?
C42 C43 C41 120.0(5) . . ?
C42 C43 H43A 120.0 . . ?
C41 C43 H43A 120.0 . . ?
C20 C19 C18 120.0(4) . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C37 C38 C36 119.7(4) . . ?
C37 C38 H38A 120.1 . . ?
C36 C38 H38A 120.1 . . ?
C14 C12 C9 120.0(5) . . ?
C14 C12 H12A 120.0 . . ?
C9 C12 H12A 120.0 . . ?
C19 C18 C16 119.9(5) . . ?
C19 C18 H18A 120.1 . . ?
C16 C18 H18A 120.1 . . ?
C38 C37 C33 120.9(5) . . ?
C38 C37 H37A 119.6 . . ?
C33 C37 H37A 119.6 . . ?
C27 C31 C32 120.3(4) . . ?
C27 C31 H31A 119.8 . . ?
C32 C31 H31A 119.8 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C26 C24 C22 119.9(5) . . ?
C26 C24 H24A 120.1 . . ?
C22 C24 H24A 120.1 . . ?
C38 C36 C34 120.0(5) . . ?
C38 C36 H36A 120.0 . . ?
C34 C36 H36A 120.0 . . ?
C44 C39 C40 120.0(5) . . ?
C44 C39 H39A 120.0 . . ?
C40 C39 H39A 120.0 . . ?
C44 C42 C43 120.8(5) . . ?
C44 C42 H42A 119.6 . . ?
C43 C42 H42A 119.6 . . ?
C19 C20 C15 120.8(5) . . ?
C19 C20 H20A 119.6 . . ?
C15 C20 H20A 119.6 . . ?
O2 Cl1 O1 107.0(6) . . ?
O2 Cl1 O4 113.0(5) . . ?
O1 Cl1 O4 115.3(5) . . ?
O2 Cl1 O3 103.0(5) . . ?
O1 Cl1 O3 111.0(4) . . ?
O4 Cl1 O3 106.9(3) . . ?
F1 C50 F2 110.3(5) . . ?
F1 C50 F3 107.2(5) . . ?
F2 C50 F3 103.5(4) . . ?
F1 C50 C1 112.9(4) . . ?
F2 C50 C1 110.8(5) . . ?
F3 C50 C1 111.7(5) . . ?

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
C35 P2 C30 C29 139.3(3) . . . . ?
C41 P2 C30 C29 31.5(3) . . . . ?
Cu1 P2 C30 C29 -96.1(3) . . . . ?
C35 P2 C30 C28 -48.9(3) . . . . ?
C41 P2 C30 C28 -156.8(3) . . . . ?
Cu1 P2 C30 C28 75.6(3) . . . . ?
C35 P2 C41 C40 135.9(3) . . . . ?
C30 P2 C41 C40 -115.5(3) . . . . ?
Cu1 P2 C41 C40 5.2(4) . . . . ?
C35 P2 C41 C43 -45.3(4) . . . . ?
C30 P2 C41 C43 63.4(4) . . . . ?
Cu1 P2 C41 C43 -176.0(3) . . . . ?
C23 P1 C17 C16 15.5(4) . . . . ?
C11 P1 C17 C16 -92.9(3) . . . . ?
Cu1 P1 C17 C16 142.4(3) . . . . ?
C23 P1 C17 C15 -165.0(3) . . . . ?
C11 P1 C17 C15 86.6(4) . . . . ?
Cu1 P1 C17 C15 -38.1(4) . . . . ?
C17 P1 C11 C9 -14.3(4) . . . . ?
C23 P1 C11 C9 -122.8(3) . . . . ?
Cu1 P1 C11 C9 111.7(3) . . . . ?
C17 P1 C11 C10 169.0(3) . . . . ?
C23 P1 C11 C10 60.6(3) . . . . ?
Cu1 P1 C11 C10 -65.0(3) . . . . ?
C30 P2 C35 C34 158.0(3) . . . . ?
C41 P2 C35 C34 -94.3(3) . . . . ?
Cu1 P2 C35 C34 38.3(3) . . . . ?
C30 P2 C35 C33 -22.3(4) . . . . ?
C41 P2 C35 C33 85.5(4) . . . . ?
Cu1 P2 C35 C33 -141.9(3) . . . . ?
C17 P1 C23 C22 89.5(3) . . . . ?
C11 P1 C23 C22 -161.8(3) . . . . ?
Cu1 P1 C23 C22 -37.4(3) . . . . ?
C17 P1 C23 C21 -91.0(3) . . . . ?
C11 P1 C23 C21 17.7(4) . . . . ?
Cu1 P1 C23 C21 142.0(3) . . . . ?
C28 C30 C29 C27 0.7(5) . . . . ?
P2 C30 C29 C27 172.6(3) . . . . ?
C21 C23 C22 C24 -0.1(6) . . . . ?
P1 C23 C22 C24 179.4(4) . . . . ?
C1 N4 C3 N2 0.4(5) . . . . ?
Cu1 N4 C3 N2 -175.3(3) . . . . ?
C1 N4 C3 C2 -178.9(4) . . . . ?
Cu1 N4 C3 C2 5.4(5) . . . . ?
C2 N1 C6 C5 -1.1(5) . . . . ?
Cu1 N1 C6 C5 -167.1(3) . . . . ?
C29 C30 C28 C32 -1.0(5) . . . . ?
P2 C30 C28 C32 -173.0(3) . . . . ?
C30 C29 C27 C31 -0.4(6) . . . . ?
C43 C41 C40 C39 -0.4(6) . . . . ?
P2 C41 C40 C39 178.4(4) . . . . ?
C6 N1 C2 C4 2.3(5) . . . . ?
Cu1 N1 C2 C4 170.1(3) . . . . ?
C6 N1 C2 C3 -178.5(3) . . . . ?
Cu1 N1 C2 C3 -10.7(4) . . . . ?
N2 C3 C2 N1 -175.7(4) . . . . ?
N4 C3 C2 N1 3.4(5) . . . . ?
N2 C3 C2 C4 3.5(7) . . . . ?
N4 C3 C2 C4 -177.3(4) . . . . ?
N1 C6 C5 C8 -0.7(6) . . . . ?
N1 C6 C5 C7 178.0(4) . . . . ?
C9 C11 C10 C13 1.7(6) . . . . ?
P1 C11 C10 C13 178.5(3) . . . . ?
C10 C11 C9 C12 -0.8(6) . . . . ?
P1 C11 C9 C12 -177.4(4) . . . . ?
C22 C23 C21 C25 -0.1(6) . . . . ?
P1 C23 C21 C25 -179.5(3) . . . . ?
C3 N4 C1 N3 0.3(6) . . . . ?
Cu1 N4 C1 N3 172.7(4) . . . . ?
C3 N4 C1 C50 179.4(5) . . . . ?
Cu1 N4 C1 C50 -8.2(9) . . . . ?
N1 C2 C4 C8 -1.7(6) . . . . ?
C3 C2 C4 C8 179.2(4) . . . . ?
C15 C17 C16 C18 1.8(6) . . . . ?
P1 C17 C16 C18 -178.7(3) . . . . ?
N4 C1 N3 N2 -0.8(6) . . . . ?
C50 C1 N3 N2 180.0(5) . . . . ?
C2 C4 C8 C5 -0.3(7) . . . . ?
C6 C5 C8 C4 1.3(6) . . . . ?
C7 C5 C8 C4 -177.2(4) . . . . ?
C30 C28 C32 C31 1.0(6) . . . . ?
C24 C26 C25 C21 -1.1(8) . . . . ?
C23 C21 C25 C26 0.7(7) . . . . ?
N4 C3 N2 N3 -1.0(6) . . . . ?
C2 C3 N2 N3 178.3(4) . . . . ?
C1 N3 N2 C3 1.1(7) . . . . ?
C33 C35 C34 C36 -0.9(6) . . . . ?
P2 C35 C34 C36 178.9(4) . . . . ?
C34 C35 C33 C37 0.5(6) . . . . ?
P2 C35 C33 C37 -179.2(4) . . . . ?
C12 C14 C13 C10 0.1(7) . . . . ?
C11 C10 C13 C14 -1.4(7) . . . . ?
C16 C17 C15 C20 -2.2(7) . . . . ?
P1 C17 C15 C20 178.3(4) . . . . ?
C40 C41 C43 C42 0.6(7) . . . . ?
P2 C41 C43 C42 -178.2(4) . . . . ?
C13 C14 C12 C9 0.8(8) . . . . ?
C11 C9 C12 C14 -0.5(8) . . . . ?
C20 C19 C18 C16 -2.1(8) . . . . ?
C17 C16 C18 C19 0.3(7) . . . . ?
C36 C38 C37 C33 0.7(8) . . . . ?
C35 C33 C37 C38 -0.4(8) . . . . ?
C29 C27 C31 C32 0.4(7) . . . . ?
C28 C32 C31 C27 -0.7(7) . . . . ?
C25 C26 C24 C22 0.9(8) . . . . ?
C23 C22 C24 C26 -0.3(8) . . . . ?
C37 C38 C36 C34 -1.1(8) . . . . ?
C35 C34 C36 C38 1.2(7) . . . . ?
C42 C44 C39 C40 -1.1(8) . . . . ?
C41 C40 C39 C44 0.7(8) . . . . ?
C39 C44 C42 C43 1.3(8) . . . . ?
C41 C43 C42 C44 -1.1(8) . . . . ?
C18 C19 C20 C15 1.7(9) . . . . ?
C17 C15 C20 C19 0.5(9) . . . . ?
N3 C1 C50 F1 168.3(5) . . . . ?
N4 C1 C50 F1 -10.8(8) . . . . ?
N3 C1 C50 F2 44.0(7) . . . . ?
N4 C1 C50 F2 -135.0(5) . . . . ?
N3 C1 C50 F3 -70.8(7) . . . . ?
N4 C1 C50 F3 110.1(5) . . . . ?

_refine_diff_density_max         1.163
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.076

