# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_cu_mo20_0m
_database_code_depnum_ccdc_archive 'CCDC 1029423'

_audit_update_record             
;
2014-10-15 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;
_publcif_datablock.id            {376f0728-f951-40a8-8565-b0c6cee1535a}

# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H40 Cu2 F3 N6 O6 S, C F3 O3 S'
_chemical_formula_sum            'C22 H40 Cu2 F6 N6 O9 S2'
_chemical_formula_weight         837.80

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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)
_symmetry_space_group_name_Hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   12.6647(4)
_cell_length_b                   15.6022(7)
_cell_length_c                   17.2534(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3409.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    3159
_cell_measurement_theta_min      3.82
_cell_measurement_theta_max      46.99

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1720
_exptl_absorpt_coefficient_mu    3.478
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6723
_exptl_absorpt_correction_T_max  0.7853
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           ?

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45388
_diffrn_reflns_av_R_equivalents  0.1846
_diffrn_reflns_av_sigmaI/netI    0.0972
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.82
_diffrn_reflns_theta_max         62.75
_reflns_number_total             5454
_reflns_number_gt                3922
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0526P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00134(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_number_reflns         5454
_refine_ls_number_parameters     425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0868
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.03873(6) 0.98444(6) 0.03826(5) 0.0336(3) Uani 1 1 d . . .
Cu2 Cu 0.22365(6) 0.98549(6) -0.00756(5) 0.0317(3) Uani 1 1 d . . .
S1 S 0.12486(11) 0.81852(10) 0.10246(10) 0.0327(4) Uani 1 1 d . . .
S2 S 0.60890(13) 0.17708(12) 0.89943(11) 0.0429(5) Uani 1 1 d . . .
F1 F 0.2455(3) 0.7428(3) 0.2045(2) 0.0533(12) Uani 1 1 d . . .
F2 F 0.1812(3) 0.8629(3) 0.2429(2) 0.0562(12) Uani 1 1 d . . .
F3 F 0.0819(3) 0.7517(3) 0.2376(3) 0.0559(12) Uani 1 1 d . . .
F4 F 0.6940(5) 0.2157(4) 0.7666(3) 0.096(2) Uani 1 1 d . . .
F5 F 0.7641(3) 0.1079(3) 0.8193(2) 0.0619(12) Uani 1 1 d . . .
F6 F 0.7961(4) 0.2314(4) 0.8638(4) 0.136(3) Uani 1 1 d . . .
O1 O 0.0980(3) 1.0370(3) 0.0346(3) 0.0358(11) Uani 1 1 d . . .
O3 O 0.2165(3) 0.8655(3) 0.0752(2) 0.0375(11) Uani 1 1 d . . .
O4 O 0.1105(3) 0.7356(3) 0.0671(3) 0.0424(12) Uani 1 1 d . . .
O2 O 0.0296(3) 0.8693(3) 0.1113(2) 0.0366(11) Uani 1 1 d . . .
O5 O -0.0270(4) 1.2151(4) -0.3384(3) 0.0630(15) Uani 1 1 d . . .
O6 O 0.0098(4) 1.3180(4) -0.2593(3) 0.0608(15) Uani 1 1 d . . .
O9 O 0.6506(4) 0.1439(4) 0.9705(3) 0.0655(16) Uani 1 1 d . . .
O7 O 0.5399(4) 0.1194(4) 0.8587(3) 0.0654(15) Uani 1 1 d . . .
O8 O 0.5750(4) 0.2641(3) 0.9035(3) 0.0652(16) Uani 1 1 d . . .
N9 N 0.0750(3) 0.9967(3) -0.0396(3) 0.0324(12) Uani 1 1 d . . .
C18 C 0.3035(5) 1.0535(5) 0.1353(4) 0.0449(19) Uani 1 1 d . . .
H18A H 0.3612 1.0792 0.1651 0.067 Uiso 1 1 calc R . .
H18B H 0.2827 0.9991 0.1593 0.067 Uiso 1 1 calc R . .
H18C H 0.2430 1.0926 0.1346 0.067 Uiso 1 1 calc R . .
N13 N 0.2992(4) 0.9221(3) -0.0903(3) 0.0335(13) Uani 1 1 d . . .
C16 C 0.2314(5) 0.8494(4) -0.1178(4) 0.0406(17) Uani 1 1 d . . .
H16A H 0.2684 0.8179 -0.1587 0.061 Uiso 1 1 calc R . .
H16B H 0.1648 0.8721 -0.1382 0.061 Uiso 1 1 calc R . .
H16C H 0.2166 0.8108 -0.0743 0.061 Uiso 1 1 calc R . .
C6 C 0.0287(4) 1.0356(4) -0.1702(4) 0.0361(16) Uani 1 1 d . . .
H6A H 0.0199 0.9760 -0.1794 0.043 Uiso 1 1 calc R . .
C2 C 0.0725(5) 1.1504(4) -0.0816(4) 0.0385(17) Uani 1 1 d . . .
H2A H 0.0934 1.1701 -0.0318 0.046 Uiso 1 1 calc R . .
N14 N 0.3393(3) 1.0375(3) 0.0548(3) 0.0353(14) Uani 1 1 d . . .
C12 C 0.4340(4) 0.9811(5) 0.0571(4) 0.0429(18) Uani 1 1 d . . .
H12A H 0.4182 0.9315 0.0909 0.051 Uiso 1 1 calc R . .
H12B H 0.4926 1.0134 0.0814 0.051 Uiso 1 1 calc R . .
C11 C 0.4714(5) 0.9478(4) -0.0203(4) 0.0430(18) Uani 1 1 d . . .
H11A H 0.5408 0.9198 -0.0127 0.052 Uiso 1 1 calc R . .
H11B H 0.4827 0.9974 -0.0551 0.052 Uiso 1 1 calc R . .
C10 C 0.3991(5) 0.8852(4) -0.0606(4) 0.0423(18) Uani 1 1 d . . .
H10A H 0.4378 0.8593 -0.1046 0.051 Uiso 1 1 calc R . .
H10B H 0.3816 0.8385 -0.0239 0.051 Uiso 1 1 calc R . .
C15 C 0.3222(5) 0.9775(5) -0.1584(4) 0.0435(17) Uani 1 1 d . . .
H15A H 0.3594 0.9439 -0.1979 0.065 Uiso 1 1 calc R . .
H15B H 0.3665 1.0258 -0.1423 0.065 Uiso 1 1 calc R . .
H15C H 0.2558 0.9992 -0.1800 0.065 Uiso 1 1 calc R . .
C17 C 0.3686(5) 1.1214(4) 0.0195(4) 0.0457(19) Uani 1 1 d . . .
H17A H 0.4253 1.1478 0.0498 0.069 Uiso 1 1 calc R . .
H17B H 0.3069 1.1593 0.0192 0.069 Uiso 1 1 calc R . .
H17C H 0.3928 1.1122 -0.0338 0.069 Uiso 1 1 calc R . .
C13 C 0.1600(5) 0.7928(5) 0.2024(4) 0.0422(18) Uani 1 1 d . . .
C1 C 0.0585(4) 1.0639(4) -0.0962(4) 0.0337(16) Uani 1 1 d . . .
C5 C 0.0122(5) 1.0926(5) -0.2292(4) 0.0445(19) Uani 1 1 d . . .
H5A H -0.0071 1.0735 -0.2795 0.053 Uiso 1 1 calc R . .
C4 C 0.0246(5) 1.1791(5) -0.2130(4) 0.0396(17) Uani 1 1 d . . .
C3 C 0.0549(5) 1.2082(5) -0.1423(5) 0.0448(19) Uani 1 1 d . . .
H3A H 0.0642 1.2679 -0.1340 0.054 Uiso 1 1 calc R . .
N10 N -0.0005(5) 1.2417(5) -0.2741(4) 0.0529(19) Uani 1 1 d . . .
N12 N -0.1059(4) 1.0397(3) 0.1309(3) 0.0367(14) Uani 1 1 d . . .
C22 C -0.1543(5) 1.1224(5) 0.1066(4) 0.0491(19) Uani 1 1 d . . .
H22A H -0.1872 1.1500 0.1515 0.074 Uiso 1 1 calc R . .
H22B H -0.2080 1.1115 0.0669 0.074 Uiso 1 1 calc R . .
H22C H -0.0995 1.1600 0.0853 0.074 Uiso 1 1 calc R . .
C21 C -0.0232(5) 1.0579(4) 0.1898(4) 0.0396(17) Uani 1 1 d . . .
H21A H -0.0556 1.0851 0.2352 0.059 Uiso 1 1 calc R . .
H21B H 0.0298 1.0965 0.1676 0.059 Uiso 1 1 calc R . .
H21C H 0.0107 1.0042 0.2054 0.059 Uiso 1 1 calc R . .
C9 C -0.1856(5) 0.9836(5) 0.1665(4) 0.0420(17) Uani 1 1 d . . .
H9B H -0.2236 1.0167 0.2068 0.050 Uiso 1 1 calc R . .
H9C H -0.1488 0.9358 0.1928 0.050 Uiso 1 1 calc R . .
C8 C -0.2659(5) 0.9464(4) 0.1114(4) 0.0428(18) Uani 1 1 d . . .
H8B H -0.2956 0.9934 0.0796 0.051 Uiso 1 1 calc R . .
H8C H -0.3244 0.9213 0.1419 0.051 Uiso 1 1 calc R . .
C7 C -0.2214(5) 0.8776(4) 0.0575(4) 0.0393(17) Uani 1 1 d . . .
H7B H -0.1796 0.8365 0.0887 0.047 Uiso 1 1 calc R . .
H7C H -0.2810 0.8457 0.0341 0.047 Uiso 1 1 calc R . .
N11 N -0.1527(4) 0.9118(3) -0.0067(3) 0.0346(13) Uani 1 1 d . . .
C20 C -0.2176(5) 0.9591(4) -0.0629(4) 0.0411(18) Uani 1 1 d . . .
H20A H -0.2725 0.9212 -0.0836 0.062 Uiso 1 1 calc R . .
H20B H -0.1729 0.9795 -0.1055 0.062 Uiso 1 1 calc R . .
H20C H -0.2508 1.0082 -0.0372 0.062 Uiso 1 1 calc R . .
C19 C -0.1036(5) 0.8372(4) -0.0469(4) 0.0397(17) Uani 1 1 d . . .
H19A H -0.1591 0.8013 -0.0695 0.059 Uiso 1 1 calc R . .
H19B H -0.0627 0.8035 -0.0096 0.059 Uiso 1 1 calc R . .
H19C H -0.0568 0.8578 -0.0881 0.059 Uiso 1 1 calc R . .
C14 C 0.7209(6) 0.1837(5) 0.8354(5) 0.056(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 O1 1.917(4) . ?
Cu1 N9 1.980(5) . ?
Cu1 N11 1.992(5) . ?
Cu1 N12 2.006(5) . ?
Cu1 O2 2.359(4) . ?
Cu2 O1 1.925(4) . ?
Cu2 N9 1.970(4) . ?
Cu2 N13 1.983(5) . ?
Cu2 N14 1.991(5) . ?
Cu2 O3 2.357(4) . ?
S1 O4 1.442(4) . ?
S1 O3 1.451(4) . ?
S1 O2 1.451(4) . ?
S1 C13 1.826(7) . ?
S2 O8 1.425(5) . ?
S2 O9 1.432(5) . ?
S2 O7 1.438(5) . ?
S2 C14 1.801(7) . ?
F1 C13 1.335(7) . ?
F2 C13 1.325(8) . ?
F3 C13 1.327(8) . ?
F4 C14 1.332(9) . ?
F5 C14 1.332(8) . ?
F6 C14 1.303(9) . ?
O1 N9 1.456(6) . ?
O5 N10 1.231(8) . ?
O6 N10 1.225(8) . ?
N9 C1 1.447(8) . ?
C18 N14 1.481(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N13 C10 1.481(8) . ?
N13 C15 1.488(8) . ?
N13 C16 1.499(8) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C6 C5 1.367(9) . ?
C6 C1 1.403(9) . ?
C6 H6A 0.9500 . ?
C2 C1 1.385(9) . ?
C2 C3 1.399(9) . ?
C2 H2A 0.9500 . ?
N14 C12 1.488(7) . ?
N14 C17 1.491(8) . ?
C12 C11 1.509(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C11 C10 1.510(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C5 C4 1.387(10) . ?
C5 H5A 0.9500 . ?
C4 C3 1.357(10) . ?
C4 N10 1.472(9) . ?
C3 H3A 0.9500 . ?
N12 C9 1.470(8) . ?
N12 C21 1.486(7) . ?
N12 C22 1.488(8) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C9 C8 1.508(8) . ?
C9 H9B 0.9900 . ?
C9 H9C 0.9900 . ?
C8 C7 1.529(9) . ?
C8 H8B 0.9900 . ?
C8 H8C 0.9900 . ?
C7 N11 1.506(8) . ?
C7 H7B 0.9900 . ?
C7 H7C 0.9900 . ?
N11 C20 1.471(8) . ?
N11 C19 1.490(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
O1 Cu1 N9 43.85(18) . . ?
O1 Cu1 N11 152.2(2) . . ?
N9 Cu1 N11 108.5(2) . . ?
O1 Cu1 N12 103.06(19) . . ?
N9 Cu1 N12 144.0(2) . . ?
N11 Cu1 N12 104.3(2) . . ?
O1 Cu1 O2 90.68(16) . . ?
N9 Cu1 O2 99.73(18) . . ?
N11 Cu1 O2 92.31(18) . . ?
N12 Cu1 O2 93.28(19) . . ?
O1 Cu2 N9 43.88(18) . . ?
O1 Cu2 N13 151.5(2) . . ?
N9 Cu2 N13 107.6(2) . . ?
O1 Cu2 N14 103.52(19) . . ?
N9 Cu2 N14 145.0(2) . . ?
N13 Cu2 N14 103.8(2) . . ?
O1 Cu2 O3 94.07(16) . . ?
N9 Cu2 O3 101.77(17) . . ?
N13 Cu2 O3 93.35(18) . . ?
N14 Cu2 O3 91.40(19) . . ?
O4 S1 O3 114.6(3) . . ?
O4 S1 O2 115.4(3) . . ?
O3 S1 O2 115.0(3) . . ?
O4 S1 C13 103.5(3) . . ?
O3 S1 C13 102.8(3) . . ?
O2 S1 C13 102.9(3) . . ?
O8 S2 O9 114.4(3) . . ?
O8 S2 O7 115.9(4) . . ?
O9 S2 O7 114.6(3) . . ?
O8 S2 C14 102.3(4) . . ?
O9 S2 C14 104.8(4) . . ?
O7 S2 C14 102.4(3) . . ?
N9 O1 Cu1 70.4(2) . . ?
N9 O1 Cu2 69.7(2) . . ?
Cu1 O1 Cu2 125.5(2) . . ?
S1 O3 Cu2 128.9(2) . . ?
S1 O2 Cu1 131.7(2) . . ?
C1 N9 O1 108.0(4) . . ?
C1 N9 Cu2 113.0(4) . . ?
O1 N9 Cu2 66.4(2) . . ?
C1 N9 Cu1 115.0(3) . . ?
O1 N9 Cu1 65.8(2) . . ?
Cu2 N9 Cu1 119.7(3) . . ?
N14 C18 H18A 109.5 . . ?
N14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 N13 C15 109.4(5) . . ?
C10 N13 C16 107.7(5) . . ?
C15 N13 C16 107.6(5) . . ?
C10 N13 Cu2 110.9(4) . . ?
C15 N13 Cu2 111.9(4) . . ?
C16 N13 Cu2 109.2(4) . . ?
N13 C16 H16A 109.5 . . ?
N13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C5 C6 C1 121.0(7) . . ?
C5 C6 H6A 119.5 . . ?
C1 C6 H6A 119.5 . . ?
C1 C2 C3 118.2(7) . . ?
C1 C2 H2A 120.9 . . ?
C3 C2 H2A 120.9 . . ?
C18 N14 C12 108.7(5) . . ?
C18 N14 C17 108.2(5) . . ?
C12 N14 C17 109.2(5) . . ?
C18 N14 Cu2 110.5(4) . . ?
C12 N14 Cu2 111.5(4) . . ?
C17 N14 Cu2 108.6(4) . . ?
N14 C12 C11 115.7(5) . . ?
N14 C12 H12A 108.4 . . ?
C11 C12 H12A 108.4 . . ?
N14 C12 H12B 108.4 . . ?
C11 C12 H12B 108.4 . . ?
H12A C12 H12B 107.4 . . ?
C12 C11 C10 116.1(5) . . ?
C12 C11 H11A 108.3 . . ?
C10 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C10 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
N13 C10 C11 115.2(5) . . ?
N13 C10 H10A 108.5 . . ?
C11 C10 H10A 108.5 . . ?
N13 C10 H10B 108.5 . . ?
C11 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
N13 C15 H15A 109.5 . . ?
N13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N14 C17 H17A 109.5 . . ?
N14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
F2 C13 F3 108.0(6) . . ?
F2 C13 F1 107.7(6) . . ?
F3 C13 F1 108.1(6) . . ?
F2 C13 S1 111.5(5) . . ?
F3 C13 S1 110.9(5) . . ?
F1 C13 S1 110.6(5) . . ?
C2 C1 C6 120.3(7) . . ?
C2 C1 N9 124.5(6) . . ?
C6 C1 N9 115.1(6) . . ?
C6 C5 C4 117.7(7) . . ?
C6 C5 H5A 121.2 . . ?
C4 C5 H5A 121.2 . . ?
C3 C4 C5 122.6(7) . . ?
C3 C4 N10 118.8(7) . . ?
C5 C4 N10 118.6(7) . . ?
C4 C3 C2 120.2(7) . . ?
C4 C3 H3A 119.9 . . ?
C2 C3 H3A 119.9 . . ?
O6 N10 O5 123.0(7) . . ?
O6 N10 C4 118.3(7) . . ?
O5 N10 C4 118.6(7) . . ?
C9 N12 C21 108.2(5) . . ?
C9 N12 C22 110.5(5) . . ?
C21 N12 C22 108.5(5) . . ?
C9 N12 Cu1 111.6(4) . . ?
C21 N12 Cu1 109.1(4) . . ?
C22 N12 Cu1 108.8(4) . . ?
N12 C22 H22A 109.5 . . ?
N12 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N12 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N12 C21 H21A 109.5 . . ?
N12 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N12 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N12 C9 C8 115.4(5) . . ?
N12 C9 H9B 108.4 . . ?
C8 C9 H9B 108.4 . . ?
N12 C9 H9C 108.4 . . ?
C8 C9 H9C 108.4 . . ?
H9B C9 H9C 107.5 . . ?
C9 C8 C7 114.0(5) . . ?
C9 C8 H8B 108.8 . . ?
C7 C8 H8B 108.8 . . ?
C9 C8 H8C 108.8 . . ?
C7 C8 H8C 108.8 . . ?
H8B C8 H8C 107.7 . . ?
N11 C7 C8 114.3(5) . . ?
N11 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
N11 C7 H7C 108.7 . . ?
C8 C7 H7C 108.7 . . ?
H7B C7 H7C 107.6 . . ?
C20 N11 C19 108.5(5) . . ?
C20 N11 C7 109.8(4) . . ?
C19 N11 C7 107.9(5) . . ?
C20 N11 Cu1 112.1(4) . . ?
C19 N11 Cu1 108.9(3) . . ?
C7 N11 Cu1 109.5(4) . . ?
N11 C20 H20A 109.5 . . ?
N11 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N11 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N11 C19 H19A 109.5 . . ?
N11 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N11 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
F6 C14 F5 106.6(7) . . ?
F6 C14 F4 108.0(8) . . ?
F5 C14 F4 104.6(6) . . ?
F6 C14 S2 112.2(6) . . ?
F5 C14 S2 113.6(5) . . ?
F4 C14 S2 111.5(6) . . ?

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
N11 Cu1 O1 N9 7.2(5) . . . . ?
N12 Cu1 O1 N9 -163.1(3) . . . . ?
O2 Cu1 O1 N9 103.4(3) . . . . ?
N9 Cu1 O1 Cu2 -45.0(3) . . . . ?
N11 Cu1 O1 Cu2 -37.8(6) . . . . ?
N12 Cu1 O1 Cu2 151.9(3) . . . . ?
O2 Cu1 O1 Cu2 58.4(3) . . . . ?
N13 Cu2 O1 N9 1.9(5) . . . . ?
N14 Cu2 O1 N9 164.8(3) . . . . ?
O3 Cu2 O1 N9 -102.8(3) . . . . ?
N9 Cu2 O1 Cu1 45.2(3) . . . . ?
N13 Cu2 O1 Cu1 47.1(6) . . . . ?
N14 Cu2 O1 Cu1 -150.0(3) . . . . ?
O3 Cu2 O1 Cu1 -57.6(3) . . . . ?
O4 S1 O3 Cu2 106.4(3) . . . . ?
O2 S1 O3 Cu2 -31.0(4) . . . . ?
C13 S1 O3 Cu2 -142.1(3) . . . . ?
O1 Cu2 O3 S1 37.3(3) . . . . ?
N9 Cu2 O3 S1 -6.4(4) . . . . ?
N13 Cu2 O3 S1 -115.2(3) . . . . ?
N14 Cu2 O3 S1 140.9(3) . . . . ?
O4 S1 O2 Cu1 -100.7(4) . . . . ?
O3 S1 O2 Cu1 36.3(4) . . . . ?
C13 S1 O2 Cu1 147.3(4) . . . . ?
O1 Cu1 O2 S1 -44.9(3) . . . . ?
N9 Cu1 O2 S1 -1.8(4) . . . . ?
N11 Cu1 O2 S1 107.4(4) . . . . ?
N12 Cu1 O2 S1 -148.1(3) . . . . ?
Cu1 O1 N9 C1 109.9(4) . . . . ?
Cu2 O1 N9 C1 -107.9(4) . . . . ?
Cu1 O1 N9 Cu2 -142.2(2) . . . . ?
Cu2 O1 N9 Cu1 142.2(2) . . . . ?
O1 Cu2 N9 C1 100.4(5) . . . . ?
N13 Cu2 N9 C1 -78.6(4) . . . . ?
N14 Cu2 N9 C1 74.0(6) . . . . ?
O3 Cu2 N9 C1 -176.1(4) . . . . ?
N13 Cu2 N9 O1 -179.0(3) . . . . ?
N14 Cu2 N9 O1 -26.4(5) . . . . ?
O3 Cu2 N9 O1 83.6(3) . . . . ?
O1 Cu2 N9 Cu1 -40.1(3) . . . . ?
N13 Cu2 N9 Cu1 140.8(3) . . . . ?
N14 Cu2 N9 Cu1 -66.5(5) . . . . ?
O3 Cu2 N9 Cu1 43.4(3) . . . . ?
O1 Cu1 N9 C1 -99.4(5) . . . . ?
N11 Cu1 N9 C1 84.1(4) . . . . ?
N12 Cu1 N9 C1 -70.6(6) . . . . ?
O2 Cu1 N9 C1 179.9(4) . . . . ?
N11 Cu1 N9 O1 -176.5(3) . . . . ?
N12 Cu1 N9 O1 28.8(5) . . . . ?
O2 Cu1 N9 O1 -80.7(3) . . . . ?
O1 Cu1 N9 Cu2 40.4(2) . . . . ?
N11 Cu1 N9 Cu2 -136.1(3) . . . . ?
N12 Cu1 N9 Cu2 69.2(5) . . . . ?
O2 Cu1 N9 Cu2 -40.4(3) . . . . ?
O1 Cu2 N13 C10 -162.0(4) . . . . ?
N9 Cu2 N13 C10 -160.6(4) . . . . ?
N14 Cu2 N13 C10 35.2(4) . . . . ?
O3 Cu2 N13 C10 -57.1(4) . . . . ?
O1 Cu2 N13 C15 75.5(6) . . . . ?
N9 Cu2 N13 C15 76.9(4) . . . . ?
N14 Cu2 N13 C15 -87.3(4) . . . . ?
O3 Cu2 N13 C15 -179.6(4) . . . . ?
O1 Cu2 N13 C16 -43.4(6) . . . . ?
N9 Cu2 N13 C16 -42.0(4) . . . . ?
N14 Cu2 N13 C16 153.7(4) . . . . ?
O3 Cu2 N13 C16 61.5(4) . . . . ?
O1 Cu2 N14 C18 33.6(5) . . . . ?
N9 Cu2 N14 C18 52.0(6) . . . . ?
N13 Cu2 N14 C18 -154.7(4) . . . . ?
O3 Cu2 N14 C18 -60.9(4) . . . . ?
O1 Cu2 N14 C12 154.6(4) . . . . ?
N9 Cu2 N14 C12 173.1(4) . . . . ?
N13 Cu2 N14 C12 -33.7(5) . . . . ?
O3 Cu2 N14 C12 60.1(4) . . . . ?
O1 Cu2 N14 C17 -85.0(4) . . . . ?
N9 Cu2 N14 C17 -66.5(6) . . . . ?
N13 Cu2 N14 C17 86.7(4) . . . . ?
O3 Cu2 N14 C17 -179.5(4) . . . . ?
C18 N14 C12 C11 171.4(6) . . . . ?
C17 N14 C12 C11 -70.7(7) . . . . ?
Cu2 N14 C12 C11 49.3(6) . . . . ?
N14 C12 C11 C10 -67.5(8) . . . . ?
C15 N13 C10 C11 71.4(7) . . . . ?
C16 N13 C10 C11 -172.0(5) . . . . ?
Cu2 N13 C10 C11 -52.5(6) . . . . ?
C12 C11 C10 N13 69.6(8) . . . . ?
O4 S1 C13 F2 177.0(4) . . . . ?
O3 S1 C13 F2 57.4(5) . . . . ?
O2 S1 C13 F2 -62.4(5) . . . . ?
O4 S1 C13 F3 -62.6(5) . . . . ?
O3 S1 C13 F3 177.7(5) . . . . ?
O2 S1 C13 F3 57.9(6) . . . . ?
O4 S1 C13 F1 57.2(5) . . . . ?
O3 S1 C13 F1 -62.4(5) . . . . ?
O2 S1 C13 F1 177.8(5) . . . . ?
C3 C2 C1 C6 0.7(9) . . . . ?
C3 C2 C1 N9 179.2(5) . . . . ?
C5 C6 C1 C2 -0.4(9) . . . . ?
C5 C6 C1 N9 -179.0(5) . . . . ?
O1 N9 C1 C2 5.4(7) . . . . ?
Cu2 N9 C1 C2 -66.0(7) . . . . ?
Cu1 N9 C1 C2 76.4(6) . . . . ?
O1 N9 C1 C6 -176.1(4) . . . . ?
Cu2 N9 C1 C6 112.5(5) . . . . ?
Cu1 N9 C1 C6 -105.0(5) . . . . ?
C1 C6 C5 C4 -0.8(9) . . . . ?
C6 C5 C4 C3 1.8(10) . . . . ?
C6 C5 C4 N10 -175.5(6) . . . . ?
C5 C4 C3 C2 -1.6(10) . . . . ?
N10 C4 C3 C2 175.7(6) . . . . ?
C1 C2 C3 C4 0.3(9) . . . . ?
C3 C4 N10 O6 2.0(9) . . . . ?
C5 C4 N10 O6 179.4(6) . . . . ?
C3 C4 N10 O5 179.3(6) . . . . ?
C5 C4 N10 O5 -3.3(9) . . . . ?
O1 Cu1 N12 C9 -152.8(4) . . . . ?
N9 Cu1 N12 C9 -172.8(4) . . . . ?
N11 Cu1 N12 C9 31.9(4) . . . . ?
O2 Cu1 N12 C9 -61.3(4) . . . . ?
O1 Cu1 N12 C21 -33.2(4) . . . . ?
N9 Cu1 N12 C21 -53.3(6) . . . . ?
N11 Cu1 N12 C21 151.4(4) . . . . ?
O2 Cu1 N12 C21 58.2(4) . . . . ?
O1 Cu1 N12 C22 85.0(4) . . . . ?
N9 Cu1 N12 C22 64.9(5) . . . . ?
N11 Cu1 N12 C22 -90.4(4) . . . . ?
O2 Cu1 N12 C22 176.4(4) . . . . ?
C21 N12 C9 C8 -170.1(5) . . . . ?
C22 N12 C9 C8 71.3(7) . . . . ?
Cu1 N12 C9 C8 -50.0(6) . . . . ?
N12 C9 C8 C7 71.4(8) . . . . ?
C9 C8 C7 N11 -74.0(7) . . . . ?
C8 C7 N11 C20 -69.7(7) . . . . ?
C8 C7 N11 C19 172.2(5) . . . . ?
C8 C7 N11 Cu1 53.8(6) . . . . ?
O1 Cu1 N11 C20 -81.5(6) . . . . ?
N9 Cu1 N11 C20 -76.3(4) . . . . ?
N12 Cu1 N11 C20 88.7(4) . . . . ?
O2 Cu1 N11 C20 -177.3(4) . . . . ?
O1 Cu1 N11 C19 38.6(7) . . . . ?
N9 Cu1 N11 C19 43.8(4) . . . . ?
N12 Cu1 N11 C19 -151.2(4) . . . . ?
O2 Cu1 N11 C19 -57.2(4) . . . . ?
O1 Cu1 N11 C7 156.4(4) . . . . ?
N9 Cu1 N11 C7 161.6(4) . . . . ?
N12 Cu1 N11 C7 -33.5(4) . . . . ?
O2 Cu1 N11 C7 60.5(4) . . . . ?
O8 S2 C14 F6 62.2(8) . . . . ?
O9 S2 C14 F6 -57.5(8) . . . . ?
O7 S2 C14 F6 -177.4(7) . . . . ?
O8 S2 C14 F5 -176.9(6) . . . . ?
O9 S2 C14 F5 63.5(7) . . . . ?
O7 S2 C14 F5 -56.5(7) . . . . ?
O8 S2 C14 F4 -59.1(6) . . . . ?
O9 S2 C14 F4 -178.7(6) . . . . ?
O7 S2 C14 F4 61.3(6) . . . . ?


_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        62.75
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.102


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# 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_cu_mo25_0ma
_database_code_depnum_ccdc_archive 'CCDC 1029424'
_audit_update_record             
;
2014-10-15 deposited with the CCDC.
2015-06-09 downloaded from the CCDC.
;
_publcif_datablock.id            {518632af-1ebe-4d9c-897c-be8b94cd4ec3}

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C27 H42 Cu N4 O3, C F3 O3 S, 0.51(C H2 Cl2), 0.49(C H2 Cl2)'
_chemical_formula_sum            'C29 H44 Cl2 Cu F3 N4 O6 S'
_chemical_formula_weight         768.18

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn
_symmetry_space_group_name_Hall  '-P 2n 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'
'x-1/2, y-1/2, -z-1/2'

_cell_length_a                   34.9331(5)
_cell_length_b                   10.1199(2)
_cell_length_c                   20.5135(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7251.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    6865
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      66.09

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3200
_exptl_absorpt_coefficient_mu    3.262
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3681
_exptl_absorpt_correction_T_max  0.8135
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            99756
_diffrn_reflns_av_R_equivalents  0.1009
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.53
_diffrn_reflns_theta_max         68.16
_reflns_number_total             6605
_reflns_number_gt                5045
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0812P)²+11.1752P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6605
_refine_ls_number_parameters     453
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1561
_refine_ls_wR_factor_gt          0.1423
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.060
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.602562(13) 0.72659(5) 0.56738(2) 0.02192(16) Uani 1 1 d . . .
C29A C 0.5460(5) 0.879(2) 0.3610(7) 0.067(4) Uani 0.490(11) 1 d PU A 1
H29A H 0.5716 0.8779 0.3815 0.081 Uiso 0.490(11) 1 calc PR A 1
H29B H 0.5324 0.9595 0.3758 0.081 Uiso 0.490(11) 1 calc PR A 1
Cl1A Cl 0.5226(6) 0.7507(12) 0.3816(6) 0.275(7) Uani 0.510(11) 1 d PDU A 1
Cl2A Cl 0.55052(9) 0.8798(7) 0.2723(2) 0.089(2) Uani 0.510(11) 1 d PDU A 1
C29B C 0.5439(6) 0.874(2) 0.3328(8) 0.096(5) Uani 0.510(11) 1 d PU A 2
H29C H 0.5312 0.9578 0.3213 0.115 Uiso 0.510(11) 1 calc PR A 2
H29D H 0.5685 0.8930 0.3549 0.115 Uiso 0.510(11) 1 calc PR A 2
Cl1B Cl 0.51256(11) 0.7690(3) 0.38465(14) 0.0559(14) Uani 0.490(11) 1 d PDU A 2
Cl2B Cl 0.5515(2) 0.7710(15) 0.2603(3) 0.168(4) Uani 0.490(11) 1 d PDU A 2
S1 S 0.58386(2) 0.74586(8) 0.93105(4) 0.0256(2) Uani 1 1 d . . .
F1 F 0.61210(6) 0.6596(3) 0.82012(11) 0.0463(6) Uani 1 1 d . . .
F2 F 0.56355(7) 0.7882(3) 0.81008(11) 0.0496(6) Uani 1 1 d . . .
F3 F 0.55566(7) 0.5880(3) 0.84160(12) 0.0539(7) Uani 1 1 d . . .
O1 O 0.64591(6) 0.7249(2) 0.64277(11) 0.0231(5) Uani 1 1 d . . .
O2 O 0.64086(11) 0.7057(3) 0.20911(14) 0.0540(9) Uani 1 1 d . . .
O3 O 0.64925(9) 0.9136(3) 0.22041(13) 0.0451(7) Uani 1 1 d . . .
O4 O 0.60345(8) 0.6367(3) 0.96063(14) 0.0406(7) Uani 1 1 d . . .
O5 O 0.60587(8) 0.8641(3) 0.92489(14) 0.0456(7) Uani 1 1 d . . .
O6 O 0.54508(7) 0.7644(3) 0.95272(13) 0.0380(6) Uani 1 1 d . . .
N1 N 0.64712(7) 0.7394(2) 0.51563(13) 0.0196(6) Uani 1 1 d . . .
N2 N 0.64416(9) 0.8037(3) 0.24288(14) 0.0284(7) Uani 1 1 d . . .
N3 N 0.56646(8) 0.5907(3) 0.60087(14) 0.0256(6) Uani 1 1 d . . .
N4 N 0.57401(8) 0.8971(3) 0.58276(14) 0.0260(6) Uani 1 1 d . . .
C1 C 0.64586(9) 0.7575(3) 0.44652(16) 0.0199(7) Uani 1 1 d . . .
C2 C 0.65204(9) 0.8812(3) 0.41916(16) 0.0233(7) Uani 1 1 d . . .
H2A H 0.6571 0.9549 0.4465 0.028 Uiso 1 1 calc R . .
C3 C 0.65085(10) 0.8973(3) 0.35250(16) 0.0252(7) Uani 1 1 d . . .
H3A H 0.6547 0.9818 0.3334 0.030 Uiso 1 1 calc R . .
C4 C 0.64393(9) 0.7879(3) 0.31416(16) 0.0227(7) Uani 1 1 d . . .
C5 C 0.63684(10) 0.6645(3) 0.34017(17) 0.0271(7) Uani 1 1 d . . .
H5A H 0.6317 0.5913 0.3125 0.032 Uiso 1 1 calc R . .
C6 C 0.63732(9) 0.6493(3) 0.40723(16) 0.0242(7) Uani 1 1 d . . .
H6A H 0.6319 0.5658 0.4263 0.029 Uiso 1 1 calc R . .
C7 C 0.68061(9) 0.7540(3) 0.54591(16) 0.0189(6) Uani 1 1 d . . .
C8 C 0.71647(9) 0.7763(3) 0.51536(16) 0.0207(7) Uani 1 1 d . . .
H8A H 0.7176 0.7917 0.4697 0.025 Uiso 1 1 calc R . .
C9 C 0.74934(9) 0.7758(3) 0.55112(15) 0.0201(6) Uani 1 1 d . . .
C10 C 0.74688(9) 0.7523(3) 0.62050(15) 0.0211(7) Uani 1 1 d . . .
H10A H 0.7702 0.7524 0.6444 0.025 Uiso 1 1 calc R . .
C11 C 0.71410(9) 0.7299(3) 0.65451(15) 0.0191(6) Uani 1 1 d . . .
C12 C 0.67837(9) 0.7350(3) 0.61765(16) 0.0199(7) Uani 1 1 d . . .
C13 C 0.78905(9) 0.7938(3) 0.52149(16) 0.0222(7) Uani 1 1 d . . .
C14 C 0.78742(10) 0.8136(5) 0.44789(18) 0.0396(10) Uani 1 1 d . . .
H14A H 0.7731 0.8945 0.4380 0.059 Uiso 1 1 calc R . .
H14B H 0.7746 0.7378 0.4277 0.059 Uiso 1 1 calc R . .
H14C H 0.8135 0.8212 0.4306 0.059 Uiso 1 1 calc R . .
C15 C 0.80781(10) 0.9155(4) 0.55203(18) 0.0305(8) Uani 1 1 d . . .
H15A H 0.7916 0.9931 0.5446 0.046 Uiso 1 1 calc R . .
H15B H 0.8329 0.9301 0.5320 0.046 Uiso 1 1 calc R . .
H15C H 0.8109 0.9015 0.5990 0.046 Uiso 1 1 calc R . .
C16 C 0.81321(10) 0.6713(4) 0.5362(2) 0.0350(9) Uani 1 1 d . . .
H16A H 0.8001 0.5926 0.5196 0.053 Uiso 1 1 calc R . .
H16B H 0.8167 0.6631 0.5834 0.053 Uiso 1 1 calc R . .
H16C H 0.8382 0.6799 0.5151 0.053 Uiso 1 1 calc R . .
C17 C 0.71342(9) 0.7007(3) 0.72779(16) 0.0210(7) Uani 1 1 d . . .
C18 C 0.75382(10) 0.6930(4) 0.75601(17) 0.0289(8) Uani 1 1 d . . .
H18A H 0.7667 0.7782 0.7501 0.043 Uiso 1 1 calc R . .
H18B H 0.7683 0.6237 0.7334 0.043 Uiso 1 1 calc R . .
H18C H 0.7524 0.6722 0.8026 0.043 Uiso 1 1 calc R . .
C19 C 0.69169(10) 0.8105(3) 0.76383(17) 0.0276(8) Uani 1 1 d . . .
H19A H 0.7049 0.8949 0.7575 0.041 Uiso 1 1 calc R . .
H19B H 0.6906 0.7897 0.8105 0.041 Uiso 1 1 calc R . .
H19C H 0.6656 0.8169 0.7465 0.041 Uiso 1 1 calc R . .
C20 C 0.69394(10) 0.5664(3) 0.73961(17) 0.0286(8) Uani 1 1 d . . .
H20A H 0.7074 0.4977 0.7149 0.043 Uiso 1 1 calc R . .
H20B H 0.6672 0.5708 0.7253 0.043 Uiso 1 1 calc R . .
H20C H 0.6948 0.5451 0.7862 0.043 Uiso 1 1 calc R . .
C21 C 0.54925(10) 0.6396(4) 0.66269(17) 0.0322(8) Uani 1 1 d . . .
H21A H 0.5697 0.6455 0.6960 0.039 Uiso 1 1 calc R . .
H21B H 0.5304 0.5737 0.6781 0.039 Uiso 1 1 calc R . .
C22 C 0.52956(10) 0.7729(4) 0.65813(18) 0.0325(8) Uani 1 1 d . . .
H22A H 0.5146 0.7871 0.6985 0.039 Uiso 1 1 calc R . .
H22B H 0.5112 0.7702 0.6214 0.039 Uiso 1 1 calc R . .
C23 C 0.55607(10) 0.8906(4) 0.64848(17) 0.0313(8) Uani 1 1 d . . .
H23A H 0.5413 0.9728 0.6559 0.038 Uiso 1 1 calc R . .
H23B H 0.5766 0.8869 0.6817 0.038 Uiso 1 1 calc R . .
C24 C 0.60245(10) 1.0067(4) 0.5832(2) 0.0348(9) Uani 1 1 d . . .
H24A H 0.5899 1.0888 0.5967 0.052 Uiso 1 1 calc R . .
H24B H 0.6131 1.0178 0.5394 0.052 Uiso 1 1 calc R . .
H24C H 0.6231 0.9856 0.6139 0.052 Uiso 1 1 calc R . .
C25 C 0.54501(11) 0.9291(4) 0.53227(19) 0.0359(9) Uani 1 1 d . . .
H25A H 0.5332 1.0147 0.5422 0.054 Uiso 1 1 calc R . .
H25B H 0.5252 0.8604 0.5318 0.054 Uiso 1 1 calc R . .
H25C H 0.5574 0.9334 0.4895 0.054 Uiso 1 1 calc R . .
C26 C 0.53609(10) 0.5565(4) 0.55292(18) 0.0316(8) Uani 1 1 d . . .
H26A H 0.5191 0.4896 0.5717 0.047 Uiso 1 1 calc R . .
H26B H 0.5479 0.5216 0.5132 0.047 Uiso 1 1 calc R . .
H26C H 0.5213 0.6359 0.5423 0.047 Uiso 1 1 calc R . .
C27 C 0.58776(10) 0.4675(4) 0.6161(2) 0.0345(9) Uani 1 1 d . . .
H27A H 0.5702 0.4027 0.6353 0.052 Uiso 1 1 calc R . .
H27B H 0.6083 0.4872 0.6472 0.052 Uiso 1 1 calc R . .
H27C H 0.5988 0.4314 0.5760 0.052 Uiso 1 1 calc R . .
C28 C 0.57839(10) 0.6932(4) 0.84689(19) 0.0327(8) 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 1.889(3) . ?
Cu1 N3 1.989(3) . ?
Cu1 N4 2.018(3) . ?
Cu1 O1 2.165(2) . ?
C29A Cl1A 1.59(2) . ?
C29A Cl2A 1.827(15) . ?
C29A H29A 0.9900 . ?
C29A H29B 0.9900 . ?
C29B Cl2B 1.83(2) . ?
C29B Cl1B 1.86(2) . ?
C29B H29C 0.9900 . ?
C29B H29D 0.9900 . ?
S1 O5 1.428(3) . ?
S1 O4 1.434(3) . ?
S1 O6 1.438(3) . ?
S1 C28 1.817(4) . ?
F1 C28 1.343(4) . ?
F2 C28 1.328(4) . ?
F3 C28 1.333(4) . ?
O1 C12 1.250(4) . ?
O2 N2 1.215(4) . ?
O3 N2 1.217(4) . ?
N1 C7 1.333(4) . ?
N1 C1 1.430(4) . ?
N2 C4 1.471(4) . ?
N3 C27 1.485(4) . ?
N3 C26 1.487(4) . ?
N3 C21 1.488(4) . ?
N4 C25 1.485(4) . ?
N4 C23 1.488(4) . ?
N4 C24 1.489(4) . ?
C1 C2 1.389(4) . ?
C1 C6 1.392(5) . ?
C2 C3 1.378(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.380(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.380(5) . ?
C5 C6 1.384(5) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.419(4) . ?
C7 C12 1.486(5) . ?
C8 C9 1.363(5) . ?
C8 H8A 0.9500 . ?
C9 C10 1.446(4) . ?
C9 C13 1.525(4) . ?
C10 C11 1.360(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.460(4) . ?
C11 C17 1.532(4) . ?
C13 C14 1.524(5) . ?
C13 C16 1.529(5) . ?
C13 C15 1.530(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.527(5) . ?
C17 C19 1.535(4) . ?
C17 C20 1.540(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.517(5) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.522(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

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 N3 139.86(12) . . ?
N1 Cu1 N4 115.88(11) . . ?
N3 Cu1 N4 102.94(12) . . ?
N1 Cu1 O1 79.95(10) . . ?
N3 Cu1 O1 101.04(10) . . ?
N4 Cu1 O1 103.93(10) . . ?
Cl1A C29A Cl2A 108.2(12) . . ?
Cl1A C29A H29A 110.1 . . ?
Cl2A C29A H29A 110.1 . . ?
Cl1A C29A H29B 110.1 . . ?
Cl2A C29A H29B 110.1 . . ?
H29A C29A H29B 108.4 . . ?
Cl2B C29B Cl1B 103.1(13) . . ?
Cl2B C29B H29C 111.1 . . ?
Cl1B C29B H29C 111.1 . . ?
Cl2B C29B H29D 111.1 . . ?
Cl1B C29B H29D 111.1 . . ?
H29C C29B H29D 109.1 . . ?
O5 S1 O4 115.22(18) . . ?
O5 S1 O6 115.15(18) . . ?
O4 S1 O6 114.79(18) . . ?
O5 S1 C28 102.61(17) . . ?
O4 S1 C28 103.09(17) . . ?
O6 S1 C28 103.46(16) . . ?
C12 O1 Cu1 109.9(2) . . ?
C7 N1 C1 118.3(3) . . ?
C7 N1 Cu1 118.0(2) . . ?
C1 N1 Cu1 122.7(2) . . ?
O2 N2 O3 122.9(3) . . ?
O2 N2 C4 118.5(3) . . ?
O3 N2 C4 118.5(3) . . ?
C27 N3 C26 107.6(3) . . ?
C27 N3 C21 107.6(3) . . ?
C26 N3 C21 110.7(3) . . ?
C27 N3 Cu1 109.6(2) . . ?
C26 N3 Cu1 112.6(2) . . ?
C21 N3 Cu1 108.7(2) . . ?
C25 N4 C23 110.7(3) . . ?
C25 N4 C24 107.3(3) . . ?
C23 N4 C24 107.9(3) . . ?
C25 N4 Cu1 114.5(2) . . ?
C23 N4 Cu1 108.2(2) . . ?
C24 N4 Cu1 107.9(2) . . ?
C2 C1 C6 120.5(3) . . ?
C2 C1 N1 120.8(3) . . ?
C6 C1 N1 118.7(3) . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2A 119.9 . . ?
C1 C2 H2A 119.9 . . ?
C2 C3 C4 118.4(3) . . ?
C2 C3 H3A 120.8 . . ?
C4 C3 H3A 120.8 . . ?
C3 C4 C5 122.5(3) . . ?
C3 C4 N2 118.6(3) . . ?
C5 C4 N2 118.9(3) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 H6A 120.3 . . ?
C1 C6 H6A 120.3 . . ?
N1 C7 C8 125.9(3) . . ?
N1 C7 C12 113.6(3) . . ?
C8 C7 C12 120.3(3) . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
C8 C9 C10 118.7(3) . . ?
C8 C9 C13 123.5(3) . . ?
C10 C9 C13 117.8(3) . . ?
C11 C10 C9 125.6(3) . . ?
C11 C10 H10A 117.2 . . ?
C9 C10 H10A 117.2 . . ?
C10 C11 C12 116.6(3) . . ?
C10 C11 C17 123.3(3) . . ?
C12 C11 C17 120.1(3) . . ?
O1 C12 C11 124.0(3) . . ?
O1 C12 C7 117.8(3) . . ?
C11 C12 C7 118.2(3) . . ?
C14 C13 C9 112.1(3) . . ?
C14 C13 C16 108.8(3) . . ?
C9 C13 C16 109.1(3) . . ?
C14 C13 C15 108.4(3) . . ?
C9 C13 C15 108.8(3) . . ?
C16 C13 C15 109.6(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C11 111.5(3) . . ?
C18 C17 C19 108.1(3) . . ?
C11 C17 C19 109.9(3) . . ?
C18 C17 C20 107.7(3) . . ?
C11 C17 C20 109.4(3) . . ?
C19 C17 C20 110.2(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N3 C21 C22 115.3(3) . . ?
N3 C21 H21A 108.5 . . ?
C22 C21 H21A 108.5 . . ?
N3 C21 H21B 108.5 . . ?
C22 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
C21 C22 C23 115.3(3) . . ?
C21 C22 H22A 108.4 . . ?
C23 C22 H22A 108.4 . . ?
C21 C22 H22B 108.4 . . ?
C23 C22 H22B 108.4 . . ?
H22A C22 H22B 107.5 . . ?
N4 C23 C22 114.1(3) . . ?
N4 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
N4 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
N4 C24 H24A 109.5 . . ?
N4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N4 C25 H25A 109.5 . . ?
N4 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N4 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N3 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
F2 C28 F3 107.4(3) . . ?
F2 C28 F1 107.1(3) . . ?
F3 C28 F1 106.6(3) . . ?
F2 C28 S1 111.7(3) . . ?
F3 C28 S1 112.0(3) . . ?
F1 C28 S1 111.7(3) . . ?


_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        68.16
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.214
_refine_diff_density_min         -1.148
_refine_diff_density_rms         0.088


_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
