# 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 1060683'
_audit_update_record             
;
2016-03-13 deposited with the CCDC.
2016-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H36 Ag2 N8, 2(C F3 O3 S)'
_chemical_formula_sum            'C46 H36 Ag2 F6 N8 O6 S2'
_chemical_formula_weight         1190.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag 0.1306 4.2820 '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        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

_cell_length_a                   16.0589(3)
_cell_length_b                   15.5077(3)
_cell_length_c                   18.1719(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.270(2)
_cell_angle_gamma                90
_cell_volume                     4506.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(1)
_cell_measurement_reflns_used    7649
_cell_measurement_theta_min      3.5110
_cell_measurement_theta_max      75.5450

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.755
_exptl_crystal_F_000             2384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    8.583
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.23745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      130(1)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.5357
_diffrn_measurement_method       ω-scan
_diffrn_reflns_number            9002
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.754
_diffrn_reflns_theta_max         67.482
_diffrn_reflns_theta_full        67.482
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4067
_reflns_number_gt                3936
_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       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_cell_refinement       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_data_reduction        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'


_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)+(0.0944P)²+4.5980P] 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         4067
_refine_ls_number_parameters     392
_refine_ls_number_restraints     190
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1481
_refine_ls_wR_factor_gt          0.1469
_refine_ls_goodness_of_fit_ref   1.277
_refine_ls_restrained_S_all      1.339
_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
Ag1 Ag 0.2500 0.26003(2) 0.5000 0.02846(18) Uani 1 2 d S T P . .
Ag2 Ag 0.2500 0.03808(2) 0.5000 0.02650(17) Uani 1 2 d S T P . .
N1A N 0.1304(2) 0.2977(2) 0.42925(19) 0.0315(7) Uani 1 1 d . . . . .
C2A C 0.0706(3) 0.3453(2) 0.4573(3) 0.0380(11) Uani 1 1 d . . . . .
C211 C 0.0951(3) 0.3930(3) 0.5275(3) 0.0497(11) Uani 1 1 d . . . . .
H21A H 0.1094 0.3517 0.5674 0.074 Uiso 1 1 calc R U . . .
H21B H 0.0483 0.4291 0.5400 0.074 Uiso 1 1 calc R U . . .
H21C H 0.1436 0.4296 0.5210 0.074 Uiso 1 1 calc R U . . .
C3A C -0.0104(3) 0.3478(3) 0.4224(4) 0.0461(13) Uani 1 1 d . . . . .
H3A H -0.0522 0.3813 0.4427 0.055 Uiso 1 1 calc R U . . .
C4A C -0.0294(3) 0.3017(3) 0.3587(3) 0.0470(12) Uani 1 1 d . . . . .
H4A H -0.0849 0.3019 0.3355 0.056 Uiso 1 1 calc R U . . .
C5A C 0.0326(3) 0.2546(3) 0.3281(3) 0.0396(11) Uani 1 1 d . . . . .
H5A H 0.0210 0.2238 0.2831 0.047 Uiso 1 1 calc R U . . .
C6A C 0.1120(3) 0.2542(2) 0.3656(2) 0.0313(8) Uani 1 1 d . . . . .
C7A C 0.1822(2) 0.2034(2) 0.3370(2) 0.0280(8) Uani 1 1 d . . . . .
N8A N 0.2522(2) 0.1951(2) 0.38371(16) 0.0255(6) Uani 1 1 d . . . . .
C9A C 0.3180(3) 0.1527(2) 0.3609(2) 0.0261(8) Uani 1 1 d . . . . .
C10A C 0.3166(3) 0.1167(3) 0.2908(2) 0.0337(8) Uani 1 1 d . . . . .
H10A H 0.3646 0.0885 0.2754 0.040 Uiso 1 1 calc R U . . .
C11A C 0.2441(3) 0.1227(3) 0.2441(2) 0.0385(9) Uani 1 1 d . . . . .
H11A H 0.2410 0.0968 0.1965 0.046 Uiso 1 1 calc R U . . .
C12A C 0.1760(3) 0.1667(3) 0.2668(2) 0.0361(9) Uani 1 1 d . . . . .
H12A H 0.1259 0.1717 0.2351 0.043 Uiso 1 1 calc R U . . .
C13A C 0.3917(3) 0.1429(2) 0.4165(2) 0.0258(8) Uani 1 1 d . . . . .
N14A N 0.37708(19) 0.10006(19) 0.47813(16) 0.0245(6) Uani 1 1 d . . . . .
C15A C 0.4403(2) 0.0878(2) 0.5312(2) 0.0254(7) Uani 1 1 d . . . . .
C16A C 0.5194(2) 0.1213(3) 0.5239(2) 0.0309(8) Uani 1 1 d . . . . .
H16A H 0.5633 0.1130 0.5620 0.037 Uiso 1 1 calc R U . . .
C17A C 0.5339(3) 0.1672(3) 0.4602(3) 0.0356(9) Uani 1 1 d . . . . .
H17A H 0.5874 0.1914 0.4550 0.043 Uiso 1 1 calc R U . . .
C18A C 0.4699(3) 0.1771(3) 0.4051(2) 0.0334(8) Uani 1 1 d . . . . .
H18A H 0.4787 0.2063 0.3605 0.040 Uiso 1 1 calc R U . . .
C19A C 0.4208(2) 0.0357(2) 0.5962(2) 0.0270(8) Uani 1 1 d . . . . .
N20A N 0.34700(19) -0.0062(2) 0.59040(17) 0.0261(6) Uani 1 1 d . . . . .
C21A C 0.3250(3) -0.0568(3) 0.6451(2) 0.0343(9) Uani 1 1 d . . . . .
C212 C 0.2439(3) -0.1029(3) 0.6337(3) 0.0454(11) Uani 1 1 d . . . . .
H21D H 0.1992 -0.0658 0.6490 0.068 Uiso 1 1 calc R U . . .
H21E H 0.2466 -0.1559 0.6632 0.068 Uiso 1 1 calc R U . . .
H21F H 0.2323 -0.1175 0.5812 0.068 Uiso 1 1 calc R U . . .
C22A C 0.3772(3) -0.0651(3) 0.7105(3) 0.0413(10) Uani 1 1 d . . . . .
H22A H 0.3614 -0.1004 0.7495 0.050 Uiso 1 1 calc R U . . .
C23A C 0.4526(3) -0.0209(3) 0.7175(2) 0.0403(10) Uani 1 1 d . . . . .
H23A H 0.4885 -0.0251 0.7619 0.048 Uiso 1 1 calc R U . . .
C24A C 0.4754(3) 0.0291(3) 0.6601(3) 0.0344(10) Uani 1 1 d . . . . .
H24A H 0.5274 0.0586 0.6640 0.041 Uiso 1 1 calc R U . . .
S1B S 0.61921(12) 0.13611(16) 0.81732(13) 0.0424(6) Uani 0.706(6) 1 d D U P A 1
O1B O 0.6468(6) 0.2144(5) 0.7881(5) 0.103(3) Uani 0.706(6) 1 d D U P A 1
O2B O 0.5372(4) 0.1376(6) 0.8402(5) 0.069(2) Uani 0.706(6) 1 d D U P A 1
O3B O 0.6366(5) 0.0654(6) 0.7722(4) 0.064(2) Uani 0.706(6) 1 d D U P A 1
C1B C 0.6916(5) 0.1194(7) 0.8991(4) 0.0581(19) Uani 0.706(6) 1 d D U P A 1
F1B F 0.6742(7) 0.0559(7) 0.9373(5) 0.136(3) Uani 0.706(6) 1 d D U P A 1
F2B F 0.6798(7) 0.1762(8) 0.9507(4) 0.113(3) Uani 0.706(6) 1 d D U P A 1
F3B F 0.7697(4) 0.1216(6) 0.8826(4) 0.0760(17) Uani 0.706(6) 1 d D U P A 1
S1A S 0.6094(3) 0.0981(4) 0.8475(4) 0.0478(15) Uani 0.294(6) 1 d D U P A 2
O1A O 0.6305(16) 0.0394(13) 0.7942(11) 0.067(5) Uani 0.294(6) 1 d D U P A 2
O2A O 0.5601(14) 0.1689(11) 0.8267(12) 0.077(5) Uani 0.294(6) 1 d D U P A 2
O3A O 0.5919(14) 0.0544(13) 0.9128(10) 0.098(5) Uani 0.294(6) 1 d D U P A 2
C1 C 0.7102(11) 0.1470(11) 0.8797(12) 0.072(4) Uani 0.294(6) 1 d D U P A 2
F1A F 0.7036(9) 0.2072(8) 0.9279(8) 0.059(3) Uani 0.294(6) 1 d D U P A 2
F2A F 0.7392(13) 0.1881(14) 0.8233(10) 0.117(5) Uani 0.294(6) 1 d D U P A 2
F3A F 0.7605(12) 0.0822(12) 0.8977(13) 0.091(5) Uani 0.294(6) 1 d D U P A 2


_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
Ag1 N1A 2.287(3) 2_556 ?
Ag1 N1A 2.287(3) . ?
Ag1 N8A 2.344(3) 2_556 ?
Ag1 N8A 2.344(3) . ?
Ag2 N20A 2.264(3) 2_556 ?
Ag2 N20A 2.264(3) . ?
Ag2 N14A 2.323(3) . ?
Ag2 N14A 2.323(3) 2_556 ?
N1A C2A 1.347(6) . ?
N1A C6A 1.348(6) . ?
C2A C3A 1.394(8) . ?
C2A C211 1.496(8) . ?
C3A C4A 1.370(8) . ?
C4A C5A 1.391(8) . ?
C5A C6A 1.390(6) . ?
C6A C7A 1.506(6) . ?
C7A N8A 1.351(5) . ?
C7A C12A 1.392(6) . ?
N8A C9A 1.342(5) . ?
C9A C10A 1.389(6) . ?
C9A C13A 1.492(6) . ?
C10A C11A 1.380(6) . ?
C11A C12A 1.384(7) . ?
C13A N14A 1.342(5) . ?
C13A C18A 1.396(6) . ?
N14A C15A 1.348(5) . ?
C15A C16A 1.390(5) . ?
C15A C19A 1.489(6) . ?
C16A C17A 1.397(7) . ?
C17A C18A 1.376(7) . ?
C19A N20A 1.347(5) . ?
C19A C24A 1.393(6) . ?
N20A C21A 1.340(5) . ?
C21A C22A 1.395(6) . ?
C21A C212 1.484(6) . ?
C22A C23A 1.387(7) . ?
C23A C24A 1.376(7) . ?
S1B O3B 1.412(6) . ?
S1B O1B 1.412(9) . ?
S1B O2B 1.417(7) . ?
S1B C1B 1.819(7) . ?
C1B F1B 1.252(12) . ?
C1B F2B 1.313(13) . ?
C1B F3B 1.318(10) . ?
S1A O2A 1.386(14) . ?
S1A O1A 1.395(16) . ?
S1A O3A 1.415(15) . ?
S1A C1 1.835(15) . ?
C1 F1A 1.290(19) . ?
C1 F3A 1.312(17) . ?
C1 F2A 1.33(2) . ?

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
N1A Ag1 N1A 150.38(17) 2_556 . ?
N1A Ag1 N8A 71.61(12) 2_556 2_556 ?
N1A Ag1 N8A 122.35(12) . 2_556 ?
N1A Ag1 N8A 122.35(12) 2_556 . ?
N1A Ag1 N8A 71.61(12) . . ?
N8A Ag1 N8A 129.11(15) 2_556 . ?
N20A Ag2 N20A 144.70(17) 2_556 . ?
N20A Ag2 N14A 123.92(11) 2_556 . ?
N20A Ag2 N14A 72.12(11) . . ?
N20A Ag2 N14A 72.11(11) 2_556 2_556 ?
N20A Ag2 N14A 123.92(11) . 2_556 ?
N14A Ag2 N14A 131.11(14) . 2_556 ?
C2A N1A C6A 119.4(4) . . ?
C2A N1A Ag1 121.2(3) . . ?
C6A N1A Ag1 117.4(3) . . ?
N1A C2A C3A 120.7(5) . . ?
N1A C2A C211 116.9(4) . . ?
C3A C2A C211 122.4(5) . . ?
C4A C3A C2A 119.7(5) . . ?
C3A C4A C5A 120.0(4) . . ?
C6A C5A C4A 117.7(5) . . ?
N1A C6A C5A 122.5(4) . . ?
N1A C6A C7A 116.5(3) . . ?
C5A C6A C7A 121.0(4) . . ?
N8A C7A C12A 121.4(4) . . ?
N8A C7A C6A 116.1(3) . . ?
C12A C7A C6A 122.5(4) . . ?
C9A N8A C7A 119.1(3) . . ?
C9A N8A Ag1 124.5(3) . . ?
C7A N8A Ag1 116.4(3) . . ?
N8A C9A C10A 122.3(4) . . ?
N8A C9A C13A 116.0(3) . . ?
C10A C9A C13A 121.7(4) . . ?
C11A C10A C9A 118.6(4) . . ?
C10A C11A C12A 119.6(4) . . ?
C11A C12A C7A 118.9(4) . . ?
N14A C13A C18A 122.7(4) . . ?
N14A C13A C9A 115.3(3) . . ?
C18A C13A C9A 121.9(4) . . ?
C13A N14A C15A 119.3(3) . . ?
C13A N14A Ag2 124.9(3) . . ?
C15A N14A Ag2 115.8(2) . . ?
N14A C15A C16A 121.0(4) . . ?
N14A C15A C19A 116.4(3) . . ?
C16A C15A C19A 122.6(3) . . ?
C15A C16A C17A 119.5(4) . . ?
C18A C17A C16A 119.3(4) . . ?
C17A C18A C13A 118.2(4) . . ?
N20A C19A C24A 120.8(4) . . ?
N20A C19A C15A 116.6(3) . . ?
C24A C19A C15A 122.6(4) . . ?
C21A N20A C19A 120.9(3) . . ?
C21A N20A Ag2 120.4(3) . . ?
C19A N20A Ag2 116.9(2) . . ?
N20A C21A C22A 120.4(4) . . ?
N20A C21A C212 117.8(4) . . ?
C22A C21A C212 121.8(4) . . ?
C23A C22A C21A 119.0(4) . . ?
C24A C23A C22A 119.9(4) . . ?
C23A C24A C19A 118.9(4) . . ?
O3B S1B O1B 111.4(7) . . ?
O3B S1B O2B 114.9(5) . . ?
O1B S1B O2B 115.3(6) . . ?
O3B S1B C1B 102.6(5) . . ?
O1B S1B C1B 103.3(5) . . ?
O2B S1B C1B 107.7(5) . . ?
F1B C1B F2B 94.4(9) . . ?
F1B C1B F3B 114.3(9) . . ?
F2B C1B F3B 110.3(10) . . ?
F1B C1B S1B 114.0(9) . . ?
F2B C1B S1B 111.4(7) . . ?
F3B C1B S1B 111.2(6) . . ?
O2A S1A O1A 119.7(14) . . ?
O2A S1A O3A 117.1(13) . . ?
O1A S1A O3A 110.5(12) . . ?
O2A S1A C1 102.9(12) . . ?
O1A S1A C1 103.1(12) . . ?
O3A S1A C1 99.7(12) . . ?
F1A C1 F3A 118.2(18) . . ?
F1A C1 F2A 103.5(15) . . ?
F3A C1 F2A 108(2) . . ?
F1A C1 S1A 113.0(14) . . ?
F3A C1 S1A 105.5(13) . . ?
F2A C1 S1A 108.3(15) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C211 H21C F1B 0.98 2.55 3.325(10) 135.6 3_454
C10A H10A O3B 0.95 2.54 3.163(8) 123.5 5_656

_refine_diff_density_max         1.886
_refine_diff_density_min         -1.308
_refine_diff_density_rms         0.149

####################################################################### 
# 
# 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 1060684'
_audit_update_record             
;
2016-03-13 deposited with the CCDC.
2016-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H36 Ag2 N8, 2(F6 P)'
_chemical_formula_sum            'C44 H36 Ag2 F12 N8 P2'
_chemical_formula_weight         1182.49

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'
Ag Ag -0.8971 1.1015 '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'
F F 0.0171 0.0103 '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        'I 2/a'
_space_group_name_Hall           '-I 2ya'

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

_cell_length_a                   12.5733(4)
_cell_length_b                   23.2638(6)
_cell_length_c                   16.2128(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.624(3)
_cell_angle_gamma                90
_cell_volume                     4710.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    2957
_cell_measurement_theta_min      3.4610
_cell_measurement_theta_max      27.9880

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.989
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.88357
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.1544
_diffrn_measurement_method       ω-scan

_diffrn_reflns_number            9658
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_av_R_equivalents  0.0123
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.915
_diffrn_reflns_theta_max         28.067
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.847
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.847
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4852
_reflns_number_gt                4287
_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       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_cell_refinement       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_data_reduction        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0492P)²+10.8572P] 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         4852
_refine_ls_number_parameters     364
_refine_ls_number_restraints     213
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0927
_refine_ls_wR_factor_gt          0.0895
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.158
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.016 0.000 0.000 314 47 ' '
2 -0.004 0.500 0.500 314 47 ' '
_platon_squeeze_details          
;
;


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
Ag1 Ag 0.34093(2) 0.35180(2) 0.07997(2) 0.02362(9) Uani 1 1 d . . . . .
N1A N 0.25403(19) 0.36365(11) 0.19474(14) 0.0248(5) Uani 1 1 d . . . . .
C2A C 0.2652(2) 0.41147(13) 0.24199(18) 0.0284(6) Uani 1 1 d . . . . .
C21A C 0.3588(3) 0.44934(14) 0.2318(2) 0.0357(7) Uani 1 1 d . . . . .
H21A H 0.4238 0.4324 0.2610 0.054 Uiso 1 1 calc R U . . .
H21B H 0.3469 0.4874 0.2552 0.054 Uiso 1 1 calc R U . . .
H21C H 0.3669 0.4532 0.1727 0.054 Uiso 1 1 calc R U . . .
C3A C 0.1924(3) 0.42454(15) 0.29796(19) 0.0367(7) Uani 1 1 d . . . . .
H3A H 0.2013 0.4584 0.3309 0.044 Uiso 1 1 calc R U . . .
C4A C 0.1080(3) 0.38834(16) 0.30529(19) 0.0373(7) Uani 1 1 d . . . . .
H4A H 0.0575 0.3971 0.3427 0.045 Uiso 1 1 calc R U . . .
C5A C 0.0971(3) 0.33888(15) 0.25752(19) 0.0332(7) Uani 1 1 d . . . . .
H5A H 0.0393 0.3132 0.2621 0.040 Uiso 1 1 calc R U . . .
C6A C 0.1722(2) 0.32713(13) 0.20260(17) 0.0253(6) Uani 1 1 d . . . . .
C7A C 0.1646(2) 0.27467(13) 0.15002(18) 0.0267(6) Uani 1 1 d . . . . .
N8A N 0.22090(18) 0.27383(10) 0.08393(15) 0.0247(5) Uani 1 1 d . . . . .
C9A C 0.2178(2) 0.22684(12) 0.03604(19) 0.0283(6) Uani 1 1 d . . . . .
C10A C 0.1577(2) 0.17822(14) 0.0516(2) 0.0354(7) Uani 1 1 d . . . . .
H10A H 0.1576 0.1451 0.0174 0.043 Uiso 1 1 calc R U . . .
C11A C 0.0984(3) 0.17988(14) 0.1183(2) 0.0367(7) Uani 1 1 d . . . . .
H11A H 0.0555 0.1479 0.1296 0.044 Uiso 1 1 calc R U . . .
C12A C 0.1015(2) 0.22773(14) 0.1682(2) 0.0325(7) Uani 1 1 d . . . . .
H12A H 0.0614 0.2290 0.2143 0.039 Uiso 1 1 calc R U . . .
N1B N 0.49349(17) 0.33568(10) 0.01993(14) 0.0210(5) Uani 1 1 d . . . . .
C2B C 0.5469(2) 0.28572(12) 0.03171(18) 0.0242(6) Uani 1 1 d . . . . .
C21B C 0.5275(2) 0.25048(13) 0.10571(19) 0.0313(6) Uani 1 1 d . . . . .
H21D H 0.5617 0.2690 0.1563 0.047 Uiso 1 1 calc R U . . .
H21E H 0.5578 0.2120 0.1007 0.047 Uiso 1 1 calc R U . . .
H21F H 0.4503 0.2474 0.1086 0.047 Uiso 1 1 calc R U . . .
C3B C 0.6183(2) 0.26762(12) -0.02278(19) 0.0277(6) Uani 1 1 d . . . . .
H3B H 0.6528 0.2314 -0.0151 0.033 Uiso 1 1 calc R U . . .
C4B C 0.6385(2) 0.30252(13) -0.08777(18) 0.0282(6) Uani 1 1 d . . . . .
H4B H 0.6877 0.2909 -0.1248 0.034 Uiso 1 1 calc R U . . .
C5B C 0.5858(2) 0.35483(12) -0.09823(18) 0.0243(6) Uani 1 1 d . . . . .
H5B H 0.6000 0.3801 -0.1417 0.029 Uiso 1 1 calc R U . . .
C6B C 0.5117(2) 0.36986(12) -0.04423(16) 0.0201(5) Uani 1 1 d . . . . .
C7B C 0.4468(2) 0.42359(12) -0.05562(16) 0.0200(5) Uani 1 1 d . . . . .
N8B N 0.35894(17) 0.42661(9) -0.01541(13) 0.0188(4) Uani 1 1 d . . . . .
C9B C 0.29858(19) 0.47440(11) -0.02239(15) 0.0192(5) Uani 1 1 d . . . . .
C10B C 0.3235(2) 0.52171(12) -0.06932(17) 0.0239(6) Uani 1 1 d . . . . .
H10B H 0.2806 0.5554 -0.0719 0.029 Uiso 1 1 calc R U . . .
C11B C 0.4128(2) 0.51811(13) -0.11223(18) 0.0267(6) Uani 1 1 d . . . . .
H11B H 0.4311 0.5492 -0.1459 0.032 Uiso 1 1 calc R U . . .
C12B C 0.4749(2) 0.46871(12) -0.10529(17) 0.0240(6) Uani 1 1 d . . . . .
H12B H 0.5363 0.4657 -0.1342 0.029 Uiso 1 1 calc R U . . .
P1C P 0.71840(9) 0.36700(5) 0.29167(6) 0.0489(3) Uani 1 1 d . U . . .
F1C F 0.5883(4) 0.3565(3) 0.2773(4) 0.109(2) Uani 0.684(6) 1 d D U P A 1
F2C F 0.8405(3) 0.3721(3) 0.2991(3) 0.0945(19) Uani 0.684(6) 1 d D U P A 1
F3C F 0.7320(5) 0.29906(19) 0.2704(3) 0.099(2) Uani 0.684(6) 1 d D U P A 1
F4C F 0.6921(6) 0.42972(18) 0.3090(3) 0.0907(19) Uani 0.684(6) 1 d D U P A 1
F5C F 0.7085(4) 0.3779(3) 0.1952(3) 0.0695(18) Uani 0.684(6) 1 d D U P A 1
F6C F 0.7185(5) 0.34777(19) 0.3838(3) 0.0788(16) Uani 0.684(6) 1 d D U P A 1
F1D F 0.8175(6) 0.3277(4) 0.2744(4) 0.054(2) Uani 0.316(6) 1 d D U P A 2
F2D F 0.6299(8) 0.4118(5) 0.3079(6) 0.081(4) Uani 0.316(6) 1 d D U P A 2
F3D F 0.6488(9) 0.3179(5) 0.3061(8) 0.123(5) Uani 0.316(6) 1 d D U P A 2
F4D F 0.7992(9) 0.4204(4) 0.2674(8) 0.128(5) Uani 0.316(6) 1 d D U P A 2
F5D F 0.7699(10) 0.3714(6) 0.3827(6) 0.139(5) Uani 0.316(6) 1 d D U P A 2
F6D F 0.6760(9) 0.3653(5) 0.1960(5) 0.076(4) Uani 0.316(6) 1 d D U P A 2


_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
Ag1 N1B 2.280(2) . ?
Ag1 N1A 2.281(2) . ?
Ag1 N8B 2.356(2) . ?
Ag1 N8A 2.365(2) . ?
Ag1 Ag1 3.2535(4) 2 ?
N1A C2A 1.349(4) . ?
N1A C6A 1.352(4) . ?
C2A C3A 1.395(4) . ?
C2A C21A 1.493(4) . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C3A C4A 1.370(5) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.385(5) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.397(4) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.485(4) . ?
C7A N8A 1.350(4) . ?
C7A C12A 1.401(4) . ?
N8A C9A 1.339(4) . ?
C9A C10A 1.399(4) . ?
C9A C9A 1.497(6) 2 ?
C10A C11A 1.383(5) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.374(5) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
N1B C2B 1.345(4) . ?
N1B C6B 1.350(4) . ?
C2B C3B 1.395(4) . ?
C2B C21B 1.496(4) . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
C3B C4B 1.377(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.387(4) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.395(4) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.493(4) . ?
C7B N8B 1.347(3) . ?
C7B C12B 1.393(4) . ?
N8B C9B 1.343(3) . ?
C9B C10B 1.394(4) . ?
C9B C9B 1.491(5) 2 ?
C10B C11B 1.391(4) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.387(4) . ?
C11B H11B 0.9500 . ?
C12B H12B 0.9500 . ?
P1C F3D 1.473(8) . ?
P1C F4C 1.529(4) . ?
P1C F2C 1.530(4) . ?
P1C F5D 1.546(9) . ?
P1C F6C 1.558(4) . ?
P1C F2D 1.568(7) . ?
P1C F5C 1.575(4) . ?
P1C F6D 1.581(8) . ?
P1C F1D 1.596(6) . ?
P1C F3C 1.631(5) . ?
P1C F1C 1.644(5) . ?
P1C F4D 1.679(8) . ?

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
N1B Ag1 N1A 150.94(8) . . ?
N1B Ag1 N8B 72.06(8) . . ?
N1A Ag1 N8B 122.51(8) . . ?
N1B Ag1 N8A 117.15(8) . . ?
N1A Ag1 N8A 72.74(9) . . ?
N8B Ag1 N8A 133.96(8) . . ?
N1B Ag1 Ag1 102.02(6) . 2 ?
N1A Ag1 Ag1 106.94(6) . 2 ?
N8B Ag1 Ag1 65.72(5) . 2 ?
N8A Ag1 Ag1 68.26(6) . 2 ?
C2A N1A C6A 119.7(2) . . ?
C2A N1A Ag1 122.32(19) . . ?
C6A N1A Ag1 116.26(19) . . ?
N1A C2A C3A 121.1(3) . . ?
N1A C2A C21A 117.1(3) . . ?
C3A C2A C21A 121.8(3) . . ?
C2A C21A H21A 109.5 . . ?
C2A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
C2A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C4A C3A C2A 119.7(3) . . ?
C4A C3A H3A 120.2 . . ?
C2A C3A H3A 120.2 . . ?
C3A C4A C5A 119.3(3) . . ?
C3A C4A H4A 120.3 . . ?
C5A C4A H4A 120.3 . . ?
C4A C5A C6A 119.2(3) . . ?
C4A C5A H5A 120.4 . . ?
C6A C5A H5A 120.4 . . ?
N1A C6A C5A 121.0(3) . . ?
N1A C6A C7A 117.5(2) . . ?
C5A C6A C7A 121.5(3) . . ?
N8A C7A C12A 121.1(3) . . ?
N8A C7A C6A 117.6(2) . . ?
C12A C7A C6A 121.4(3) . . ?
C9A N8A C7A 119.3(2) . . ?
C9A N8A Ag1 125.91(18) . . ?
C7A N8A Ag1 113.87(19) . . ?
N8A C9A C10A 122.4(3) . . ?
N8A C9A C9A 118.07(19) . 2 ?
C10A C9A C9A 119.5(2) . 2 ?
C11A C10A C9A 118.0(3) . . ?
C11A C10A H10A 121.0 . . ?
C9A C10A H10A 121.0 . . ?
C12A C11A C10A 120.1(3) . . ?
C12A C11A H11A 119.9 . . ?
C10A C11A H11A 119.9 . . ?
C11A C12A C7A 119.1(3) . . ?
C11A C12A H12A 120.4 . . ?
C7A C12A H12A 120.4 . . ?
C2B N1B C6B 119.5(2) . . ?
C2B N1B Ag1 120.82(18) . . ?
C6B N1B Ag1 117.25(17) . . ?
N1B C2B C3B 121.2(3) . . ?
N1B C2B C21B 117.6(2) . . ?
C3B C2B C21B 121.2(3) . . ?
C2B C21B H21D 109.5 . . ?
C2B C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
C2B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C4B C3B C2B 119.7(3) . . ?
C4B C3B H3B 120.1 . . ?
C2B C3B H3B 120.1 . . ?
C3B C4B C5B 118.9(3) . . ?
C3B C4B H4B 120.5 . . ?
C5B C4B H4B 120.5 . . ?
C4B C5B C6B 119.2(3) . . ?
C4B C5B H5B 120.4 . . ?
C6B C5B H5B 120.4 . . ?
N1B C6B C5B 121.4(3) . . ?
N1B C6B C7B 116.7(2) . . ?
C5B C6B C7B 121.8(2) . . ?
N8B C7B C12B 121.2(2) . . ?
N8B C7B C6B 116.8(2) . . ?
C12B C7B C6B 122.0(2) . . ?
C9B N8B C7B 119.3(2) . . ?
C9B N8B Ag1 124.77(17) . . ?
C7B N8B Ag1 115.17(17) . . ?
N8B C9B C10B 122.6(2) . . ?
N8B C9B C9B 116.46(17) . 2 ?
C10B C9B C9B 120.92(18) . 2 ?
C11B C10B C9B 118.1(3) . . ?
C11B C10B H10B 121.0 . . ?
C9B C10B H10B 121.0 . . ?
C12B C11B C10B 119.3(3) . . ?
C12B C11B H11B 120.3 . . ?
C10B C11B H11B 120.3 . . ?
C11B C12B C7B 119.5(2) . . ?
C11B C12B H12B 120.2 . . ?
C7B C12B H12B 120.2 . . ?
F4C P1C F2C 98.5(4) . . ?
F3D P1C F5D 95.2(5) . . ?
F4C P1C F6C 94.2(3) . . ?
F2C P1C F6C 93.2(3) . . ?
F3D P1C F2D 92.4(5) . . ?
F5D P1C F2D 91.3(5) . . ?
F4C P1C F5C 92.0(3) . . ?
F2C P1C F5C 91.7(3) . . ?
F6C P1C F5C 171.3(3) . . ?
F3D P1C F6D 89.8(5) . . ?
F5D P1C F6D 174.4(6) . . ?
F2D P1C F6D 90.9(5) . . ?
F3D P1C F1D 94.2(5) . . ?
F5D P1C F1D 87.5(4) . . ?
F2D P1C F1D 173.4(6) . . ?
F6D P1C F1D 89.7(4) . . ?
F4C P1C F3C 173.5(3) . . ?
F2C P1C F3C 87.9(3) . . ?
F6C P1C F3C 86.3(2) . . ?
F5C P1C F3C 86.8(3) . . ?
F4C P1C F1C 86.3(3) . . ?
F2C P1C F1C 174.5(4) . . ?
F6C P1C F1C 89.1(3) . . ?
F5C P1C F1C 85.4(3) . . ?
F3C P1C F1C 87.3(3) . . ?
F3D P1C F4D 175.1(6) . . ?
F5D P1C F4D 88.7(5) . . ?
F2D P1C F4D 90.5(6) . . ?
F6D P1C F4D 86.2(5) . . ?
F1D P1C F4D 83.0(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A N1A C2A C3A -1.2(4) . . . . ?
Ag1 N1A C2A C3A 163.3(2) . . . . ?
C6A N1A C2A C21A 178.6(3) . . . . ?
Ag1 N1A C2A C21A -16.9(4) . . . . ?
N1A C2A C3A C4A 0.0(5) . . . . ?
C21A C2A C3A C4A -179.8(3) . . . . ?
C2A C3A C4A C5A 0.8(5) . . . . ?
C3A C4A C5A C6A -0.3(5) . . . . ?
C2A N1A C6A C5A 1.7(4) . . . . ?
Ag1 N1A C6A C5A -163.8(2) . . . . ?
C2A N1A C6A C7A -179.1(2) . . . . ?
Ag1 N1A C6A C7A 15.5(3) . . . . ?
C4A C5A C6A N1A -0.9(4) . . . . ?
C4A C5A C6A C7A 179.8(3) . . . . ?
N1A C6A C7A N8A -16.7(4) . . . . ?
C5A C6A C7A N8A 162.5(3) . . . . ?
N1A C6A C7A C12A 163.2(3) . . . . ?
C5A C6A C7A C12A -17.5(4) . . . . ?
C12A C7A N8A C9A -1.3(4) . . . . ?
C6A C7A N8A C9A 178.7(2) . . . . ?
C12A C7A N8A Ag1 -170.9(2) . . . . ?
C6A C7A N8A Ag1 9.1(3) . . . . ?
C7A N8A C9A C10A 0.3(4) . . . . ?
Ag1 N8A C9A C10A 168.5(2) . . . . ?
C7A N8A C9A C9A -179.1(3) . . . 2 ?
Ag1 N8A C9A C9A -10.9(4) . . . 2 ?
N8A C9A C10A C11A 1.1(5) . . . . ?
C9A C9A C10A C11A -179.5(3) 2 . . . ?
C9A C10A C11A C12A -1.5(5) . . . . ?
C10A C11A C12A C7A 0.5(5) . . . . ?
N8A C7A C12A C11A 0.9(4) . . . . ?
C6A C7A C12A C11A -179.1(3) . . . . ?
C6B N1B C2B C3B -2.1(4) . . . . ?
Ag1 N1B C2B C3B 159.7(2) . . . . ?
C6B N1B C2B C21B 177.5(2) . . . . ?
Ag1 N1B C2B C21B -20.7(3) . . . . ?
N1B C2B C3B C4B 3.0(4) . . . . ?
C21B C2B C3B C4B -176.6(3) . . . . ?
C2B C3B C4B C5B -0.9(4) . . . . ?
C3B C4B C5B C6B -1.8(4) . . . . ?
C2B N1B C6B C5B -0.8(4) . . . . ?
Ag1 N1B C6B C5B -163.2(2) . . . . ?
C2B N1B C6B C7B 177.8(2) . . . . ?
Ag1 N1B C6B C7B 15.3(3) . . . . ?
C4B C5B C6B N1B 2.7(4) . . . . ?
C4B C5B C6B C7B -175.7(2) . . . . ?
N1B C6B C7B N8B -16.0(3) . . . . ?
C5B C6B C7B N8B 162.5(2) . . . . ?
N1B C6B C7B C12B 164.0(2) . . . . ?
C5B C6B C7B C12B -17.5(4) . . . . ?
C12B C7B N8B C9B -1.1(4) . . . . ?
C6B C7B N8B C9B 178.9(2) . . . . ?
C12B C7B N8B Ag1 -171.37(19) . . . . ?
C6B C7B N8B Ag1 8.6(3) . . . . ?
C7B N8B C9B C10B -0.6(4) . . . . ?
Ag1 N8B C9B C10B 168.74(19) . . . . ?
C7B N8B C9B C9B 178.8(2) . . . 2 ?
Ag1 N8B C9B C9B -11.9(4) . . . 2 ?
N8B C9B C10B C11B 1.9(4) . . . . ?
C9B C9B C10B C11B -177.5(3) 2 . . . ?
C9B C10B C11B C12B -1.6(4) . . . . ?
C10B C11B C12B C7B 0.1(4) . . . . ?
N8B C7B C12B C11B 1.3(4) . . . . ?
C6B C7B C12B C11B -178.7(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C10B H10B F5C 0.95 2.55 3.097(5) 117.1 5_665

_refine_diff_density_max         1.067
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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 1060685'
_audit_update_record             
;
2016-03-13 deposited with the CCDC.
2016-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H36 Cu2 N8, 2(C F3 O3 S)'
_chemical_formula_sum            'C46 H36 Cu2 F6 N8 O6 S2'
_chemical_formula_weight         1102.03

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'
S S 0.1246 0.1234 '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                   23.7716(18)
_cell_length_b                   13.2745(8)
_cell_length_c                   31.455(3)
_cell_angle_alpha                90
_cell_angle_beta                 117.247(11)
_cell_angle_gamma                90
_cell_volume                     8824.3(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    5305
_cell_measurement_theta_min      3.0250
_cell_measurement_theta_max      27.1390

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_F_000             4480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.146
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.84465
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.1544
_diffrn_measurement_method       ω-scan
_diffrn_reflns_number            29719
_diffrn_reflns_av_unetI/netI     0.0953
_diffrn_reflns_av_R_equivalents  0.0717
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.900
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7769
_reflns_number_gt                5417
_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       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_cell_refinement       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_data_reduction        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'


_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)+(0.0453P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7769
_refine_ls_number_parameters     704
_refine_ls_number_restraints     279
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1171
_refine_ls_wR_factor_gt          0.1039
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.984
_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 0.24256(2) 0.65900(4) 0.11546(2) 0.01603(15) Uani 1 1 d . . . . .
Cu2 Cu 0.16670(2) 0.43003(4) 0.11981(2) 0.01690(15) Uani 1 1 d . . . . .
N1A N 0.17303(15) 0.4255(3) 0.18559(12) 0.0169(8) Uani 1 1 d . . . . .
C2A C 0.12353(19) 0.4254(3) 0.19584(14) 0.0182(10) Uani 1 1 d . . . . .
C211 C 0.0591(2) 0.4091(4) 0.15497(15) 0.0295(12) Uani 1 1 d . . . . .
H21A H 0.0510 0.4575 0.1301 0.044 Uiso 1 1 d R U . . .
H21B H 0.0279 0.4159 0.1661 0.044 Uiso 1 1 d R U . . .
H21C H 0.0573 0.3424 0.1427 0.044 Uiso 1 1 d R U . . .
C3A C 0.1329(2) 0.4385(3) 0.24231(16) 0.0236(11) Uani 1 1 d . . . . .
H3A H 0.0975 0.4405 0.2488 0.028 Uiso 1 1 calc R U . . .
C4A C 0.1929(2) 0.4485(3) 0.27904(16) 0.0239(11) Uani 1 1 d . . . . .
H4A H 0.1995 0.4569 0.3110 0.029 Uiso 1 1 calc R U . . .
C5A C 0.2437(2) 0.4463(3) 0.26902(15) 0.0213(11) Uani 1 1 d . . . . .
H5A H 0.2858 0.4521 0.2939 0.026 Uiso 1 1 calc R U . . .
C6A C 0.23207(19) 0.4353(3) 0.22168(14) 0.0155(10) Uani 1 1 d . . . . .
C7A C 0.28339(19) 0.4348(3) 0.20712(14) 0.0147(9) Uani 1 1 d . . . . .
N8A N 0.26320(15) 0.4409(3) 0.15981(11) 0.0146(8) Uani 1 1 d . . . . .
C9A C 0.30628(18) 0.4383(3) 0.14293(14) 0.0146(9) Uani 1 1 d . . . . .
C10A C 0.3705(2) 0.4251(3) 0.17279(15) 0.0208(10) Uani 1 1 d . . . . .
H10A H 0.3996 0.4197 0.1600 0.025 Uiso 1 1 calc R U . . .
C11A C 0.3911(2) 0.4199(3) 0.22149(15) 0.0222(11) Uani 1 1 d . . . . .
H11A H 0.4348 0.4116 0.2427 0.027 Uiso 1 1 calc R U . . .
C12A C 0.34774(19) 0.4269(3) 0.23928(15) 0.0191(10) Uani 1 1 d . . . . .
H12A H 0.3614 0.4264 0.2728 0.023 Uiso 1 1 calc R U . . .
C13A C 0.28011(18) 0.4549(3) 0.09053(15) 0.0168(10) Uani 1 1 d . . . . .
N14A N 0.25283(15) 0.5452(3) 0.07545(12) 0.0156(8) Uani 1 1 d . . . . .
C15A C 0.22659(18) 0.5664(3) 0.02827(14) 0.0144(10) Uani 1 1 d . U . . .
C16A C 0.22572(18) 0.4953(3) -0.00429(15) 0.0196(10) Uani 1 1 d . . . . .
H16A H 0.2063 0.5108 -0.0375 0.024 Uiso 1 1 calc R U . . .
C17A C 0.25314(19) 0.4018(3) 0.01152(15) 0.0196(10) Uani 1 1 d . . . . .
H17A H 0.2522 0.3523 -0.0106 0.024 Uiso 1 1 calc R U . . .
C18A C 0.28195(19) 0.3818(3) 0.06003(15) 0.0201(10) Uani 1 1 d . . . . .
H18A H 0.3025 0.3192 0.0721 0.024 Uiso 1 1 calc R U . . .
C19A C 0.19840(18) 0.6679(3) 0.01446(14) 0.0155(10) Uani 1 1 d . . . . .
N20A N 0.20600(15) 0.7288(3) 0.05116(12) 0.0152(8) Uani 1 1 d . . . . .
C21A C 0.18151(19) 0.8217(3) 0.04216(15) 0.0192(10) Uani 1 1 d . . . . .
C212 C 0.1928(2) 0.8873(3) 0.08390(15) 0.0258(11) Uani 1 1 d . . . . .
H21D H 0.1889 0.8471 0.1078 0.039 Uiso 1 1 d R U . . .
H21E H 0.1621 0.9406 0.0739 0.039 Uiso 1 1 d R U . . .
H21F H 0.2346 0.9155 0.0970 0.039 Uiso 1 1 d R U . . .
C22A C 0.14656(19) 0.8561(4) -0.00484(15) 0.0218(11) Uani 1 1 d . . . . .
H22A H 0.1287 0.9218 -0.0109 0.026 Uiso 1 1 calc R U . . .
C23A C 0.13829(19) 0.7938(3) -0.04226(15) 0.0209(11) Uani 1 1 d . . . . .
H23A H 0.1145 0.8159 -0.0744 0.025 Uiso 1 1 calc R U . . .
C24A C 0.16494(18) 0.6988(3) -0.03259(15) 0.0183(10) Uani 1 1 d . . . . .
H24A H 0.1604 0.6552 -0.0579 0.022 Uiso 1 1 calc R U . . .
N1B N 0.30157(16) 0.6866(3) 0.18441(12) 0.0164(8) Uani 1 1 d . . . . .
C2B C 0.36569(19) 0.6902(3) 0.20405(15) 0.0198(10) Uani 1 1 d . . . . .
C213 C 0.39313(19) 0.6994(4) 0.17037(16) 0.0304(12) Uani 1 1 d . . . . .
H21G H 0.3792 0.6439 0.1483 0.046 Uiso 1 1 d R U . . .
H21H H 0.4384 0.6984 0.1881 0.046 Uiso 1 1 d R U . . .
H21I H 0.3798 0.7615 0.1530 0.046 Uiso 1 1 d R U . . .
C3B C 0.4019(2) 0.6858(3) 0.25270(16) 0.0240(11) Uani 1 1 d . . . . .
H3B H 0.4467 0.6865 0.2658 0.029 Uiso 1 1 calc R U . . .
C4B C 0.37459(19) 0.6804(3) 0.28299(15) 0.0220(11) Uani 1 1 d . . . . .
H4B H 0.3999 0.6762 0.3166 0.026 Uiso 1 1 calc R U . . .
C5B C 0.30958(19) 0.6813(3) 0.26315(14) 0.0184(10) Uani 1 1 d . . . . .
H5B H 0.2893 0.6799 0.2831 0.022 Uiso 1 1 calc R U . . .
C6B C 0.27405(19) 0.6844(3) 0.21395(14) 0.0155(10) Uani 1 1 d . . . . .
C7B C 0.20395(18) 0.6820(3) 0.18938(14) 0.0129(9) Uani 1 1 d . . . . .
N8B N 0.17772(15) 0.6578(2) 0.14282(11) 0.0128(8) Uani 1 1 d . . . . .
C9B C 0.11416(19) 0.6544(3) 0.11780(15) 0.0164(10) Uani 1 1 d . . . . .
C10B C 0.0751(2) 0.6791(4) 0.13765(16) 0.0247(11) Uani 1 1 d . . . . .
H10B H 0.0304 0.6792 0.1188 0.030 Uiso 1 1 calc R U . . .
C11B C 0.1025(2) 0.7038(4) 0.18592(16) 0.0282(12) Uani 1 1 d . . . . .
H11B H 0.0767 0.7203 0.2007 0.034 Uiso 1 1 calc R U . . .
C12B C 0.16773(19) 0.7043(3) 0.21225(15) 0.0202(10) Uani 1 1 d . . . . .
H12B H 0.1873 0.7196 0.2454 0.024 Uiso 1 1 calc R U . . .
C13B C 0.09038(17) 0.6167(3) 0.06836(14) 0.0136(9) Uani 1 1 d . U . . .
N14B N 0.10958(15) 0.5225(3) 0.06479(12) 0.0153(8) Uani 1 1 d . . . . .
C15B C 0.09139(18) 0.4826(3) 0.02134(14) 0.0156(10) Uani 1 1 d . . . . .
C16B C 0.05580(18) 0.5377(3) -0.02020(14) 0.0174(10) Uani 1 1 d . . . . .
H16B H 0.0448 0.5093 -0.0507 0.021 Uiso 1 1 calc R U . . .
C17B C 0.03687(18) 0.6340(3) -0.01630(14) 0.0186(10) Uani 1 1 d . . . . .
H17B H 0.0127 0.6726 -0.0442 0.022 Uiso 1 1 calc R U . . .
C18B C 0.05316(18) 0.6741(3) 0.02834(15) 0.0199(10) Uani 1 1 d . . . . .
H18B H 0.0392 0.7395 0.0316 0.024 Uiso 1 1 calc R U . . .
C19B C 0.10989(18) 0.3756(3) 0.02096(15) 0.0151(10) Uani 1 1 d . . . . .
N20B N 0.14107(15) 0.3327(3) 0.06453(12) 0.0181(8) Uani 1 1 d . . . . .
C21B C 0.1579(2) 0.2347(3) 0.06738(15) 0.0202(11) Uani 1 1 d . . . . .
C214 C 0.1947(2) 0.1916(4) 0.11645(16) 0.0318(12) Uani 1 1 d . . . . .
H21J H 0.2350 0.1678 0.1204 0.048 Uiso 1 1 d R U . . .
H21K H 0.1717 0.1367 0.1209 0.048 Uiso 1 1 d R U . . .
H21L H 0.2011 0.2432 0.1396 0.048 Uiso 1 1 d R U . . .
C22B C 0.1416(2) 0.1773(4) 0.02653(17) 0.0278(12) Uani 1 1 d . . . . .
H22B H 0.1515 0.1076 0.0291 0.033 Uiso 1 1 calc R U . . .
C23B C 0.1110(2) 0.2223(4) -0.01779(17) 0.0264(12) Uani 1 1 d . . . . .
H23B H 0.1006 0.1842 -0.0460 0.032 Uiso 1 1 calc R U . . .
C24B C 0.09553(18) 0.3232(4) -0.02081(15) 0.0207(11) Uani 1 1 d . . . . .
H24B H 0.0755 0.3561 -0.0510 0.025 Uiso 1 1 calc R U . . .
S1C S 0.48930(5) 0.51045(11) 0.12304(4) 0.0308(3) Uani 1 1 d . U . . .
O1C O 0.51853(18) 0.4494(4) 0.16456(13) 0.0796(16) Uani 1 1 d . U . . .
O2C O 0.49556(15) 0.6174(3) 0.13114(14) 0.0584(12) Uani 1 1 d . U . . .
O3C O 0.42707(13) 0.4781(2) 0.08918(11) 0.0283(8) Uani 1 1 d . U . . .
C1C C 0.5373(2) 0.4891(4) 0.0945(2) 0.0402(14) Uani 1 1 d . U . . .
F1C F 0.5197(2) 0.5431(3) 0.05553(15) 0.0963(15) Uani 1 1 d . U . . .
F2C F 0.53451(16) 0.3944(3) 0.07914(15) 0.0888(14) Uani 1 1 d . U . . .
F3C F 0.59865(14) 0.5085(3) 0.12324(14) 0.0798(13) Uani 1 1 d . U . . .
S1D S 0.38167(12) 1.0747(3) 0.12959(10) 0.0203(8) Uani 0.497(4) 1 d . U P A 1
O1D O 0.3355(3) 1.1498(6) 0.1035(3) 0.0330(18) Uani 0.497(4) 1 d . U P A 1
O2D O 0.3547(6) 0.9787(10) 0.1375(5) 0.041(3) Uani 0.497(4) 1 d . U P A 1
O3D O 0.4313(5) 1.0601(7) 0.1154(4) 0.021(2) Uani 0.497(4) 1 d . U P A 1
C1D C 0.4254(6) 1.1327(9) 0.1878(5) 0.031(3) Uani 0.497(4) 1 d . U P A 1
F1D F 0.4686(3) 1.0672(5) 0.2180(2) 0.058(2) Uani 0.497(4) 1 d . U P A 1
F2D F 0.4496(6) 1.2155(8) 0.1828(5) 0.052(3) Uani 0.497(4) 1 d . U P A 1
F3D F 0.3921(6) 1.1509(12) 0.2081(5) 0.043(3) Uani 0.497(4) 1 d . U P A 1
S1E S 0.40052(14) 1.0141(3) 0.14581(10) 0.0255(9) Uani 0.503(4) 1 d . U P A 2
O1E O 0.4417(3) 0.9607(5) 0.1886(2) 0.041(2) Uani 0.503(4) 1 d . U P A 2
O2E O 0.3356(5) 0.9915(10) 0.1250(4) 0.043(3) Uani 0.503(4) 1 d . U P A 2
O3E O 0.4225(6) 1.0242(8) 0.1102(4) 0.035(3) Uani 0.503(4) 1 d . U P A 2
C1E C 0.3997(6) 1.1389(9) 0.1654(5) 0.037(3) Uani 0.503(4) 1 d . U P A 2
F1E F 0.3618(4) 1.1999(7) 0.1287(3) 0.080(3) Uani 0.503(4) 1 d . U P A 2
F2E F 0.4608(6) 1.1849(9) 0.1886(5) 0.060(4) Uani 0.503(4) 1 d . U P A 2
F3E F 0.3743(5) 1.1504(12) 0.1980(5) 0.044(3) Uani 0.503(4) 1 d . U P A 2


_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 N1B 2.005(3) . ?
Cu1 N20A 2.024(3) . ?
Cu1 N14A 2.051(3) . ?
Cu1 N8B 2.081(3) . ?
Cu2 N1A 2.006(3) . ?
Cu2 N20B 2.023(3) . ?
Cu2 N14B 2.048(3) . ?
Cu2 N8A 2.055(3) . ?
N1A C6A 1.348(5) . ?
N1A C2A 1.355(5) . ?
C2A C3A 1.385(5) . ?
C2A C211 1.497(6) . ?
C3A C4A 1.372(6) . ?
C4A C5A 1.381(6) . ?
C5A C6A 1.392(5) . ?
C6A C7A 1.487(5) . ?
C7A N8A 1.341(5) . ?
C7A C12A 1.399(6) . ?
N8A C9A 1.353(5) . ?
C9A C10A 1.389(6) . ?
C9A C13A 1.488(5) . ?
C10A C11A 1.380(6) . ?
C11A C12A 1.382(5) . ?
C13A N14A 1.342(5) . ?
C13A C18A 1.380(6) . ?
N14A C15A 1.350(5) . ?
C15A C16A 1.386(6) . ?
C15A C19A 1.479(6) . ?
C16A C17A 1.384(6) . ?
C17A C18A 1.382(6) . ?
C19A N20A 1.352(5) . ?
C19A C24A 1.383(6) . ?
N20A C21A 1.337(5) . ?
C21A C22A 1.400(6) . ?
C21A C212 1.493(6) . ?
C22A C23A 1.377(6) . ?
C23A C24A 1.381(6) . ?
N1B C2B 1.358(5) . ?
N1B C6B 1.360(5) . ?
C2B C3B 1.371(6) . ?
C2B C213 1.481(5) . ?
C3B C4B 1.379(5) . ?
C4B C5B 1.377(5) . ?
C5B C6B 1.383(6) . ?
C6B C7B 1.482(5) . ?
C7B N8B 1.342(5) . ?
C7B C12B 1.383(5) . ?
N8B C9B 1.347(5) . ?
C9B C10B 1.375(5) . ?
C9B C13B 1.477(5) . ?
C10B C11B 1.390(6) . ?
C11B C12B 1.383(6) . ?
C13B N14B 1.354(5) . ?
C13B C18B 1.389(6) . ?
N14B C15B 1.340(5) . ?
C15B C16B 1.395(6) . ?
C15B C19B 1.488(6) . ?
C16B C17B 1.379(6) . ?
C17B C18B 1.381(6) . ?
C19B N20B 1.350(5) . ?
C19B C24B 1.384(5) . ?
N20B C21B 1.352(5) . ?
C21B C22B 1.388(6) . ?
C21B C214 1.496(6) . ?
C22B C23B 1.378(6) . ?
C23B C24B 1.382(6) . ?
S1C O1C 1.419(4) . ?
S1C O3C 1.437(3) . ?
S1C O2C 1.438(4) . ?
S1C C1C 1.770(5) . ?
C1C F1C 1.311(6) . ?
C1C F2C 1.336(6) . ?
C1C F3C 1.343(6) . ?
S1D O1D 1.431(7) . ?
S1D O3D 1.453(12) . ?
S1D O2D 1.497(14) . ?
S1D C1D 1.813(13) . ?
C1D F3D 1.248(17) . ?
C1D F2D 1.283(18) . ?
C1D F1D 1.348(13) . ?
S1E O2E 1.405(12) . ?
S1E O1E 1.436(8) . ?
S1E O3E 1.441(14) . ?
S1E C1E 1.771(13) . ?
C1E F1E 1.360(14) . ?
C1E F3E 1.417(18) . ?
C1E F2E 1.429(18) . ?

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
N1B Cu1 N20A 139.89(14) . . ?
N1B Cu1 N14A 125.28(14) . . ?
N20A Cu1 N14A 80.87(14) . . ?
N1B Cu1 N8B 80.68(13) . . ?
N20A Cu1 N8B 110.86(12) . . ?
N14A Cu1 N8B 124.54(13) . . ?
N1A Cu2 N20B 135.92(14) . . ?
N1A Cu2 N14B 126.68(13) . . ?
N20B Cu2 N14B 80.45(14) . . ?
N1A Cu2 N8A 80.50(13) . . ?
N20B Cu2 N8A 112.55(13) . . ?
N14B Cu2 N8A 126.72(13) . . ?
C6A N1A C2A 118.9(3) . . ?
C6A N1A Cu2 115.0(2) . . ?
C2A N1A Cu2 125.6(3) . . ?
N1A C2A C3A 120.9(4) . . ?
N1A C2A C211 117.0(3) . . ?
C3A C2A C211 122.1(4) . . ?
C4A C3A C2A 120.2(4) . . ?
C3A C4A C5A 119.2(4) . . ?
C4A C5A C6A 118.7(4) . . ?
N1A C6A C5A 122.1(4) . . ?
N1A C6A C7A 115.2(3) . . ?
C5A C6A C7A 122.7(4) . . ?
N8A C7A C12A 121.6(4) . . ?
N8A C7A C6A 114.5(3) . . ?
C12A C7A C6A 123.9(4) . . ?
C7A N8A C9A 118.9(3) . . ?
C7A N8A Cu2 114.0(2) . . ?
C9A N8A Cu2 126.2(3) . . ?
N8A C9A C10A 122.2(4) . . ?
N8A C9A C13A 115.1(3) . . ?
C10A C9A C13A 122.7(3) . . ?
C11A C10A C9A 118.6(4) . . ?
C10A C11A C12A 119.7(4) . . ?
C11A C12A C7A 118.9(4) . . ?
N14A C13A C18A 123.2(4) . . ?
N14A C13A C9A 114.4(4) . . ?
C18A C13A C9A 122.4(4) . . ?
C13A N14A C15A 118.7(4) . . ?
C13A N14A Cu1 128.0(3) . . ?
C15A N14A Cu1 113.3(3) . . ?
N14A C15A C16A 120.9(4) . . ?
N14A C15A C19A 115.6(4) . . ?
C16A C15A C19A 123.5(4) . . ?
C17A C16A C15A 120.0(4) . . ?
C18A C17A C16A 118.9(4) . . ?
C13A C18A C17A 118.3(4) . . ?
N20A C19A C24A 121.6(4) . . ?
N20A C19A C15A 115.4(4) . . ?
C24A C19A C15A 123.0(4) . . ?
C21A N20A C19A 119.7(4) . . ?
C21A N20A Cu1 125.5(3) . . ?
C19A N20A Cu1 114.1(3) . . ?
N20A C21A C22A 121.0(4) . . ?
N20A C21A C212 117.7(4) . . ?
C22A C21A C212 121.3(4) . . ?
C23A C22A C21A 119.4(4) . . ?
C22A C23A C24A 119.2(4) . . ?
C23A C24A C19A 119.1(4) . . ?
C2B N1B C6B 118.7(3) . . ?
C2B N1B Cu1 125.6(3) . . ?
C6B N1B Cu1 114.7(3) . . ?
N1B C2B C3B 120.4(4) . . ?
N1B C2B C213 116.6(4) . . ?
C3B C2B C213 123.0(4) . . ?
C2B C3B C4B 121.3(4) . . ?
C5B C4B C3B 118.2(4) . . ?
C4B C5B C6B 119.4(4) . . ?
N1B C6B C5B 121.8(4) . . ?
N1B C6B C7B 115.0(3) . . ?
C5B C6B C7B 123.2(3) . . ?
N8B C7B C12B 122.0(4) . . ?
N8B C7B C6B 115.1(3) . . ?
C12B C7B C6B 122.9(4) . . ?
C7B N8B C9B 118.8(3) . . ?
C7B N8B Cu1 112.8(2) . . ?
C9B N8B Cu1 127.1(3) . . ?
N8B C9B C10B 122.4(4) . . ?
N8B C9B C13B 114.4(3) . . ?
C10B C9B C13B 123.1(4) . . ?
C9B C10B C11B 118.4(4) . . ?
C12B C11B C10B 119.4(4) . . ?
C7B C12B C11B 118.8(4) . . ?
N14B C13B C18B 122.1(4) . . ?
N14B C13B C9B 114.7(4) . . ?
C18B C13B C9B 123.1(4) . . ?
C15B N14B C13B 119.1(4) . . ?
C15B N14B Cu2 113.9(3) . . ?
C13B N14B Cu2 127.0(3) . . ?
N14B C15B C16B 121.5(4) . . ?
N14B C15B C19B 115.3(4) . . ?
C16B C15B C19B 123.2(4) . . ?
C17B C16B C15B 119.0(4) . . ?
C16B C17B C18B 119.8(4) . . ?
C17B C18B C13B 118.4(4) . . ?
N20B C19B C24B 122.3(4) . . ?
N20B C19B C15B 114.9(4) . . ?
C24B C19B C15B 122.8(4) . . ?
C19B N20B C21B 118.8(4) . . ?
C19B N20B Cu2 114.4(3) . . ?
C21B N20B Cu2 126.4(3) . . ?
N20B C21B C22B 121.2(4) . . ?
N20B C21B C214 116.9(4) . . ?
C22B C21B C214 121.9(4) . . ?
C23B C22B C21B 119.6(5) . . ?
C22B C23B C24B 119.3(4) . . ?
C23B C24B C19B 118.7(4) . . ?
O1C S1C O3C 114.6(2) . . ?
O1C S1C O2C 115.7(3) . . ?
O3C S1C O2C 114.5(2) . . ?
O1C S1C C1C 102.6(3) . . ?
O3C S1C C1C 105.1(2) . . ?
O2C S1C C1C 102.1(2) . . ?
F1C C1C F2C 103.6(5) . . ?
F1C C1C F3C 108.0(5) . . ?
F2C C1C F3C 106.5(4) . . ?
F1C C1C S1C 112.4(4) . . ?
F2C C1C S1C 113.4(4) . . ?
F3C C1C S1C 112.3(4) . . ?
O1D S1D O3D 115.8(5) . . ?
O1D S1D O2D 114.4(6) . . ?
O3D S1D O2D 114.0(7) . . ?
O1D S1D C1D 102.5(6) . . ?
O3D S1D C1D 101.3(6) . . ?
O2D S1D C1D 106.6(7) . . ?
F3D C1D F2D 108.8(13) . . ?
F3D C1D F1D 102.8(11) . . ?
F2D C1D F1D 113.6(12) . . ?
F3D C1D S1D 113.2(10) . . ?
F2D C1D S1D 108.8(10) . . ?
F1D C1D S1D 109.7(8) . . ?
O2E S1E O1E 117.6(6) . . ?
O2E S1E O3E 111.7(7) . . ?
O1E S1E O3E 116.1(5) . . ?
O2E S1E C1E 100.2(7) . . ?
O1E S1E C1E 104.3(5) . . ?
O3E S1E C1E 104.4(6) . . ?
F1E C1E F3E 102.3(10) . . ?
F1E C1E F2E 107.6(11) . . ?
F3E C1E F2E 104.7(12) . . ?
F1E C1E S1E 111.7(10) . . ?
F3E C1E S1E 115.4(10) . . ?
F2E C1E S1E 114.1(10) . . ?

_refine_diff_density_max         0.859
_refine_diff_density_min         -0.513
_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_4
_database_code_depnum_ccdc_archive 'CCDC 1060686'
_audit_update_record             
;
2016-03-13 deposited with the CCDC.
2016-07-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C44 H36 Cu2 N8, 2(C7 H8), 2(B F4), C H4 O  
;
_chemical_formula_sum            'C59 H56 B2 Cu2 F8 N8 O'
_chemical_formula_weight         1193.81

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   14.1499(10)
_cell_length_b                   16.6539(10)
_cell_length_c                   22.4487(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5290.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    4311
_cell_measurement_theta_min      3.3250
_cell_measurement_theta_max      27.8150

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_F_000             2456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    0.884
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.82578
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.1544
_diffrn_measurement_method       ω-scan
_diffrn_reflns_number            12631
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.257
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4655
_reflns_number_gt                3616
_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       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_cell_refinement       'CrysAlis Pro (Agilent Technologies (2011))'
_computing_data_reduction        'CrysAlis Pro (Agilent Technologies (2011))'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Mercury (MacRae et al., 2009)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0860P)²+3.6394P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4655
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1722
_refine_ls_wR_factor_gt          0.1569
_refine_ls_goodness_of_fit_ref   1.271
_refine_ls_restrained_S_all      1.271
_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 0.0000 0.15834(4) 0.7500 0.0183(2) Uani 1 2 d S T P . .
Cu2 Cu 0.0000 0.36419(4) 0.7500 0.0185(2) Uani 1 2 d S T P . .
N1A N -0.1321(2) 0.11859(18) 0.77005(13) 0.0208(7) Uani 1 1 d . . . . .
C2A C -0.1584(3) 0.0768(2) 0.81864(16) 0.0265(9) Uani 1 1 d . . . . .
C211 C -0.0817(3) 0.0402(3) 0.85517(17) 0.0332(10) Uani 1 1 d . . . . .
H21A H -0.0621 -0.0107 0.8372 0.050 Uiso 1 1 calc R U . . .
H21B H -0.1049 0.0304 0.8956 0.050 Uiso 1 1 calc R U . . .
H21C H -0.0276 0.0769 0.8567 0.050 Uiso 1 1 calc R U . . .
C3A C -0.2535(3) 0.0679(3) 0.83388(17) 0.0345(10) Uani 1 1 d . . . . .
H3A H -0.2709 0.0390 0.8687 0.041 Uiso 1 1 calc R U . . .
C4A C -0.3217(3) 0.1016(3) 0.79785(18) 0.0348(10) Uani 1 1 d . . . . .
H4A H -0.3866 0.0968 0.8081 0.042 Uiso 1 1 calc R U . . .
C5A C -0.2958(3) 0.1420(3) 0.74721(17) 0.0316(10) Uani 1 1 d . . . . .
H5A H -0.3423 0.1638 0.7213 0.038 Uiso 1 1 calc R U . . .
C6A C -0.2007(3) 0.1503(2) 0.73463(17) 0.0246(9) Uani 1 1 d . . . . .
C7A C -0.1663(3) 0.1934(2) 0.68122(15) 0.0223(8) Uani 1 1 d . . . . .
N8A N -0.0735(2) 0.21187(17) 0.68122(12) 0.0199(7) Uani 1 1 d . . . . .
C9A C -0.0369(3) 0.2504(2) 0.63414(16) 0.0243(8) Uani 1 1 d . . . . .
C10A C -0.0891(3) 0.2693(2) 0.58379(17) 0.0310(10) Uani 1 1 d . . . . .
H10A H -0.0605 0.2937 0.5501 0.037 Uiso 1 1 calc R U . . .
C11A C -0.1849(3) 0.2512(2) 0.58453(18) 0.0339(10) Uani 1 1 d . . . . .
H11A H -0.2233 0.2649 0.5514 0.041 Uiso 1 1 calc R U . . .
C12A C -0.2244(3) 0.2136(2) 0.63295(17) 0.0312(9) Uani 1 1 d . . . . .
H12A H -0.2900 0.2014 0.6337 0.037 Uiso 1 1 calc R U . . .
C13A C 0.0645(3) 0.2714(2) 0.63842(15) 0.0229(8) Uani 1 1 d . . . . .
N14A N 0.0891(2) 0.31471(18) 0.68682(12) 0.0211(7) Uani 1 1 d . . . . .
C15A C 0.1806(3) 0.3360(2) 0.69422(16) 0.0267(9) Uani 1 1 d . . . . .
C16A C 0.2499(3) 0.3132(3) 0.65332(17) 0.0322(10) Uani 1 1 d . . . . .
H16A H 0.3141 0.3280 0.6594 0.039 Uiso 1 1 calc R U . . .
C17A C 0.2241(3) 0.2690(3) 0.60397(18) 0.0350(10) Uani 1 1 d . . . . .
H17A H 0.2706 0.2521 0.5761 0.042 Uiso 1 1 calc R U . . .
C18A C 0.1300(3) 0.2495(2) 0.59534(17) 0.0316(10) Uani 1 1 d . . . . .
H18A H 0.1105 0.2217 0.5605 0.038 Uiso 1 1 calc R U . . .
C19A C 0.2008(3) 0.3845(3) 0.74809(15) 0.0270(9) Uani 1 1 d . . . . .
N20A N 0.1249(2) 0.40960(18) 0.77892(13) 0.0217(7) Uani 1 1 d . . . . .
C21A C 0.1379(3) 0.4560(2) 0.82772(16) 0.0280(9) Uani 1 1 d . . . . .
C212 C 0.0523(3) 0.4828(3) 0.86172(18) 0.0362(10) Uani 1 1 d . . . . .
H21D H -0.0044 0.4734 0.8376 0.054 Uiso 1 1 calc R U . . .
H21E H 0.0576 0.5402 0.8708 0.054 Uiso 1 1 calc R U . . .
H21F H 0.0476 0.4523 0.8989 0.054 Uiso 1 1 calc R U . . .
C22A C 0.2276(3) 0.4773(3) 0.84642(18) 0.0378(11) Uani 1 1 d . . . . .
H22A H 0.2355 0.5097 0.8809 0.045 Uiso 1 1 calc R U . . .
C23A C 0.3048(3) 0.4516(3) 0.81520(19) 0.0478(13) Uani 1 1 d . . . . .
H23A H 0.3667 0.4657 0.8279 0.057 Uiso 1 1 calc R U . . .
C24A C 0.2920(3) 0.4050(3) 0.76486(19) 0.0437(12) Uani 1 1 d . . . . .
H24A H 0.3448 0.3872 0.7422 0.052 Uiso 1 1 calc R U . . .
B1B B 0.5052(3) 0.2220(3) 0.5854(2) 0.0294(11) Uani 1 1 d . . . . .
F1B F 0.53171(19) 0.19099(16) 0.64035(11) 0.0442(7) Uani 1 1 d . . . . .
F2B F 0.58263(19) 0.22071(17) 0.54766(11) 0.0468(7) Uani 1 1 d . . . . .
F3B F 0.4335(2) 0.17423(19) 0.56178(12) 0.0572(8) Uani 1 1 d . . . . .
F4B F 0.4726(2) 0.29950(18) 0.59252(14) 0.0571(8) Uani 1 1 d . . . . .
O1C O 0.5097(5) 0.3574(5) 0.7925(4) 0.062(2) Uani 0.5 1 d . . P A 1
H1C H 0.5172 0.3357 0.8259 0.075 Uiso 0.5 1 calc R U P A 1
C2C C 0.5000 0.2996(5) 0.7500 0.054(2) Uani 1 2 d S T P . .
H2C1 H 0.5136 0.3229 0.7108 0.065 Uiso 0.5 1 d R U P A .
H2C2 H 0.4353 0.2785 0.7504 0.065 Uiso 0.5 1 d R U P . .
H2C3 H 0.5446 0.2559 0.7581 0.065 Uiso 0.5 1 d R U P . .
C1D C 0.2792(3) -0.0124(3) 0.50914(16) 0.0315(9) Uani 1 1 d . . . . .
C11D C 0.3734(3) -0.0342(3) 0.53308(18) 0.0363(10) Uani 1 1 d . . . . .
H11B H 0.4107 0.0146 0.5395 0.055 Uiso 1 1 calc R U . . .
H11C H 0.4061 -0.0691 0.5046 0.055 Uiso 1 1 calc R U . . .
H11D H 0.3657 -0.0626 0.5710 0.055 Uiso 1 1 calc R U . . .
C2D C 0.2120(3) -0.0709(3) 0.49491(17) 0.0367(10) Uani 1 1 d . . . . .
H2D H 0.2272 -0.1258 0.5010 0.044 Uiso 1 1 calc R U . . .
C3D C 0.1241(3) -0.0513(3) 0.47226(18) 0.0368(10) Uani 1 1 d . . . . .
H3D H 0.0797 -0.0923 0.4631 0.044 Uiso 1 1 calc R U . . .
C4D C 0.1012(3) 0.0287(3) 0.46299(18) 0.0355(10) Uani 1 1 d . . . . .
H4D H 0.0410 0.0426 0.4474 0.043 Uiso 1 1 calc R U . . .
C5D C 0.1656(3) 0.0882(3) 0.47636(17) 0.0316(9) Uani 1 1 d . . . . .
H5D H 0.1501 0.1428 0.4694 0.038 Uiso 1 1 calc R U . . .
C6D C 0.2534(3) 0.0681(3) 0.50002(15) 0.0311(10) Uani 1 1 d . . . . .
H6D H 0.2966 0.1096 0.5102 0.037 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 N1A 2.033(3) . ?
Cu1 N1A 2.033(3) 4_556 ?
Cu1 N8A 2.064(3) . ?
Cu1 N8A 2.064(3) 4_556 ?
Cu2 N20A 2.029(3) 4_556 ?
Cu2 N20A 2.029(3) . ?
Cu2 N14A 2.069(3) 4_556 ?
Cu2 N14A 2.069(3) . ?
N1A C2A 1.347(5) . ?
N1A C6A 1.361(5) . ?
C2A C3A 1.396(6) . ?
C2A C211 1.491(6) . ?
C211 H21A 0.9800 . ?
C211 H21B 0.9800 . ?
C211 H21C 0.9800 . ?
C3A C4A 1.379(6) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.371(6) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.383(6) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.479(5) . ?
C7A N8A 1.350(5) . ?
C7A C12A 1.401(5) . ?
N8A C9A 1.340(5) . ?
C9A C10A 1.387(5) . ?
C9A C13A 1.479(6) . ?
C10A C11A 1.388(6) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.374(6) . ?
C11A H11A 0.9500 . ?
C12A H12A 0.9500 . ?
C13A N14A 1.350(5) . ?
C13A C18A 1.388(5) . ?
N14A C15A 1.353(5) . ?
C15A C16A 1.396(5) . ?
C15A C19A 1.482(6) . ?
C16A C17A 1.379(6) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.385(6) . ?
C17A H17A 0.9500 . ?
C18A H18A 0.9500 . ?
C19A N20A 1.343(5) . ?
C19A C24A 1.388(6) . ?
N20A C21A 1.353(5) . ?
C21A C22A 1.383(6) . ?
C21A C212 1.500(6) . ?
C212 H21D 0.9800 . ?
C212 H21E 0.9800 . ?
C212 H21F 0.9800 . ?
C22A C23A 1.367(7) . ?
C22A H22A 0.9500 . ?
C23A C24A 1.384(7) . ?
C23A H23A 0.9500 . ?
C24A H24A 0.9500 . ?
B1B F4B 1.380(6) . ?
B1B F2B 1.385(5) . ?
B1B F1B 1.390(5) . ?
B1B F3B 1.393(5) . ?
O1C C2C 1.362(9) . ?
O1C H1C 0.8400 . ?
C2C H2C1 0.9800 . ?
C2C H2C2 0.9800 . ?
C2C H2C3 0.9800 . ?
C1D C2D 1.399(6) . ?
C1D C6D 1.404(6) . ?
C1D C11D 1.483(6) . ?
C11D H11B 0.9800 . ?
C11D H11C 0.9800 . ?
C11D H11D 0.9800 . ?
C2D C3D 1.383(6) . ?
C2D H2D 0.9500 . ?
C3D C4D 1.387(6) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.379(6) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.391(6) . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?

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
N1A Cu1 N1A 142.00(18) . 4_556 ?
N1A Cu1 N8A 80.99(12) . . ?
N1A Cu1 N8A 115.97(11) 4_556 . ?
N1A Cu1 N8A 115.97(11) . 4_556 ?
N1A Cu1 N8A 80.99(12) 4_556 4_556 ?
N8A Cu1 N8A 128.82(16) . 4_556 ?
N20A Cu2 N20A 136.24(17) 4_556 . ?
N20A Cu2 N14A 80.62(12) 4_556 4_556 ?
N20A Cu2 N14A 117.38(11) . 4_556 ?
N20A Cu2 N14A 117.38(11) 4_556 . ?
N20A Cu2 N14A 80.62(12) . . ?
N14A Cu2 N14A 133.06(17) 4_556 . ?
C2A N1A C6A 118.5(3) . . ?
C2A N1A Cu1 127.0(3) . . ?
C6A N1A Cu1 113.6(2) . . ?
N1A C2A C3A 121.3(4) . . ?
N1A C2A C211 117.1(3) . . ?
C3A C2A C211 121.6(4) . . ?
C2A C211 H21A 109.5 . . ?
C2A C211 H21B 109.5 . . ?
H21A C211 H21B 109.5 . . ?
C2A C211 H21C 109.5 . . ?
H21A C211 H21C 109.5 . . ?
H21B C211 H21C 109.5 . . ?
C4A C3A C2A 119.2(4) . . ?
C4A C3A H3A 120.4 . . ?
C2A C3A H3A 120.4 . . ?
C5A C4A C3A 119.9(4) . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C5A C6A 118.6(4) . . ?
C4A C5A H5A 120.7 . . ?
C6A C5A H5A 120.7 . . ?
N1A C6A C5A 122.4(4) . . ?
N1A C6A C7A 115.3(3) . . ?
C5A C6A C7A 122.3(4) . . ?
N8A C7A C12A 121.1(3) . . ?
N8A C7A C6A 115.5(3) . . ?
C12A C7A C6A 123.4(4) . . ?
C9A N8A C7A 119.0(3) . . ?
C9A N8A Cu1 127.0(3) . . ?
C7A N8A Cu1 113.1(2) . . ?
N8A C9A C10A 123.0(4) . . ?
N8A C9A C13A 115.9(3) . . ?
C10A C9A C13A 121.1(3) . . ?
C9A C10A C11A 117.5(4) . . ?
C9A C10A H10A 121.3 . . ?
C11A C10A H10A 121.3 . . ?
C12A C11A C10A 120.4(4) . . ?
C12A C11A H11A 119.8 . . ?
C10A C11A H11A 119.8 . . ?
C11A C12A C7A 118.9(4) . . ?
C11A C12A H12A 120.6 . . ?
C7A C12A H12A 120.6 . . ?
N14A C13A C18A 121.9(4) . . ?
N14A C13A C9A 115.4(3) . . ?
C18A C13A C9A 122.7(3) . . ?
C13A N14A C15A 119.1(3) . . ?
C13A N14A Cu2 127.4(3) . . ?
C15A N14A Cu2 113.2(2) . . ?
N14A C15A C16A 121.4(4) . . ?
N14A C15A C19A 115.3(3) . . ?
C16A C15A C19A 123.3(4) . . ?
C17A C16A C15A 119.2(4) . . ?
C17A C16A H16A 120.4 . . ?
C15A C16A H16A 120.4 . . ?
C16A C17A C18A 119.5(4) . . ?
C16A C17A H17A 120.3 . . ?
C18A C17A H17A 120.3 . . ?
C17A C18A C13A 118.9(4) . . ?
C17A C18A H18A 120.6 . . ?
C13A C18A H18A 120.6 . . ?
N20A C19A C24A 121.8(4) . . ?
N20A C19A C15A 115.8(3) . . ?
C24A C19A C15A 122.3(4) . . ?
C19A N20A C21A 119.1(3) . . ?
C19A N20A Cu2 114.5(2) . . ?
C21A N20A Cu2 126.2(3) . . ?
N20A C21A C22A 121.1(4) . . ?
N20A C21A C212 118.2(3) . . ?
C22A C21A C212 120.7(4) . . ?
C21A C212 H21D 109.5 . . ?
C21A C212 H21E 109.5 . . ?
H21D C212 H21E 109.5 . . ?
C21A C212 H21F 109.5 . . ?
H21D C212 H21F 109.5 . . ?
H21E C212 H21F 109.5 . . ?
C23A C22A C21A 119.8(4) . . ?
C23A C22A H22A 120.1 . . ?
C21A C22A H22A 120.1 . . ?
C22A C23A C24A 119.4(4) . . ?
C22A C23A H23A 120.3 . . ?
C24A C23A H23A 120.3 . . ?
C23A C24A C19A 118.7(4) . . ?
C23A C24A H24A 120.6 . . ?
C19A C24A H24A 120.6 . . ?
F4B B1B F2B 110.4(4) . . ?
F4B B1B F1B 109.5(4) . . ?
F2B B1B F1B 108.9(4) . . ?
F4B B1B F3B 109.6(4) . . ?
F2B B1B F3B 109.6(4) . . ?
F1B B1B F3B 108.8(4) . . ?
C2C O1C H1C 109.5 . . ?
O1C C2C H2C1 109.2 . . ?
O1C C2C H2C2 109.9 . . ?
H2C1 C2C H2C2 109.5 . . ?
O1C C2C H2C3 109.4 . . ?
H2C1 C2C H2C3 109.5 . . ?
H2C2 C2C H2C3 109.5 . . ?
C2D C1D C6D 117.1(4) . . ?
C2D C1D C11D 121.5(4) . . ?
C6D C1D C11D 121.3(4) . . ?
C1D C11D H11B 109.5 . . ?
C1D C11D H11C 109.5 . . ?
H11B C11D H11C 109.5 . . ?
C1D C11D H11D 109.5 . . ?
H11B C11D H11D 109.5 . . ?
H11C C11D H11D 109.5 . . ?
C3D C2D C1D 122.1(4) . . ?
C3D C2D H2D 119.0 . . ?
C1D C2D H2D 119.0 . . ?
C2D C3D C4D 119.4(4) . . ?
C2D C3D H3D 120.3 . . ?
C4D C3D H3D 120.3 . . ?
C5D C4D C3D 120.2(4) . . ?
C5D C4D H4D 119.9 . . ?
C3D C4D H4D 119.9 . . ?
C4D C5D C6D 120.1(4) . . ?
C4D C5D H5D 120.0 . . ?
C6D C5D H5D 120.0 . . ?
C5D C6D C1D 121.1(4) . . ?
C5D C6D H6D 119.5 . . ?
C1D C6D H6D 119.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C211 H21A O1C 0.98 2.53 3.505(9) 178.9 7_655
C12A H12A F1B 0.95 2.53 3.475(5) 171.3 1_455
C212 H21E F1B 0.98 2.55 3.479(5) 158.2 6_567
C24A H24A O1C 0.95 2.26 3.187(9) 165.8 4_656
O1C H1C F4B 0.84 1.93 2.767(9) 171.9 4_656

_refine_diff_density_max         0.698
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.087

_shelxl_version_number           2013-4

