# 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 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_ms84
_database_code_depnum_ccdc_archive 'CCDC 968863'
_audit_update_record             
;
2013-10-27 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H24 Cl Cu N3 O6'
_chemical_formula_weight         525.43

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'
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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   13.1270(2)
_cell_length_b                   13.7157(2)
_cell_length_c                   12.1763(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.203(2)
_cell_angle_gamma                90.00
_cell_volume                     2134.34(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10110
_cell_measurement_theta_min      4.7060
_cell_measurement_theta_max      76.4880

_exptl_crystal_description       Block
_exptl_crystal_colour            Green
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1084
_exptl_absorpt_coefficient_mu    3.007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5846
_exptl_absorpt_correction_T_max  0.9591
_exptl_absorpt_process_details   'SCALE3 ABSPACK (CrysAlisPro)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18478
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0259
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         76.57
_reflns_number_total             4445
_reflns_number_gt                4008
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0431P)²+1.5064P] 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         4445
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0844
_refine_ls_wR_factor_gt          0.0809
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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 0.08132(2) 0.440257(17) 0.65142(2) 0.01235(9) Uani 1 1 d . . .
N1 N 0.22494(12) 0.44434(10) 0.61921(13) 0.0141(3) Uani 1 1 d . . .
C1 C 0.25662(14) 0.39149(13) 0.53948(15) 0.0166(3) Uani 1 1 d . . .
H1 H 0.2070 0.3523 0.4896 0.020 Uiso 1 1 calc R . .
C2 C 0.35888(15) 0.39273(14) 0.52823(16) 0.0202(4) Uani 1 1 d . . .
H2 H 0.3790 0.3561 0.4704 0.024 Uiso 1 1 calc R . .
C3 C 0.43180(16) 0.44834(15) 0.60279(18) 0.0229(4) Uani 1 1 d . . .
H3 H 0.5028 0.4497 0.5972 0.028 Uiso 1 1 calc R . .
C4 C 0.39987(16) 0.50196(15) 0.68555(17) 0.0230(4) Uani 1 1 d . . .
H4 H 0.4485 0.5406 0.7373 0.028 Uiso 1 1 calc R . .
C5 C 0.29578(14) 0.49812(13) 0.69126(15) 0.0167(3) Uani 1 1 d . . .
C6 C 0.25342(15) 0.55693(13) 0.77475(17) 0.0189(4) Uani 1 1 d . . .
H6A H 0.3075 0.5619 0.8460 0.023 Uiso 1 1 calc R . .
H6B H 0.2374 0.6237 0.7449 0.023 Uiso 1 1 calc R . .
N2 N 0.15709(12) 0.51286(10) 0.79845(12) 0.0143(3) Uani 1 1 d . . .
C7 C 0.18530(16) 0.43783(13) 0.89000(15) 0.0193(4) Uani 1 1 d . . .
H7A H 0.1227 0.4240 0.9199 0.023 Uiso 1 1 calc R . .
H7B H 0.2395 0.4654 0.9524 0.023 Uiso 1 1 calc R . .
C8 C 0.22538(15) 0.34307(13) 0.85304(16) 0.0196(4) Uani 1 1 d . . .
H8A H 0.2884 0.3548 0.8232 0.023 Uiso 1 1 calc R . .
H8B H 0.2441 0.2975 0.9176 0.023 Uiso 1 1 calc R . .
O1 O 0.14293(10) 0.30263(9) 0.76660(11) 0.0184(3) Uani 1 1 d . . .
H1X H 0.1754 0.2643 0.7310 0.022 Uiso 1 1 d . . .
C9 C 0.09857(15) 0.59195(13) 0.84203(15) 0.0171(4) Uani 1 1 d . . .
H9A H 0.0994 0.6511 0.7957 0.021 Uiso 1 1 calc R . .
H9B H 0.1358 0.6077 0.9203 0.021 Uiso 1 1 calc R . .
C10 C -0.01390(15) 0.56734(13) 0.84157(15) 0.0184(4) Uani 1 1 d . . .
H10A H -0.0427 0.6183 0.8835 0.022 Uiso 1 1 calc R . .
H10B H -0.0160 0.5046 0.8811 0.022 Uiso 1 1 calc R . .
C11 C -0.08211(15) 0.55977(13) 0.72260(16) 0.0168(4) Uani 1 1 d . . .
H11A H -0.1566 0.5600 0.7265 0.020 Uiso 1 1 calc R . .
H11B H -0.0699 0.6176 0.6787 0.020 Uiso 1 1 calc R . .
N3 N -0.06062(12) 0.47087(11) 0.66364(12) 0.0139(3) Uani 1 1 d . . .
C12 C -0.14220(14) 0.42160(12) 0.61381(14) 0.0133(3) Uani 1 1 d . . .
H12 H -0.2073 0.4426 0.6271 0.016 Uiso 1 1 calc R . .
C13 C -0.14584(14) 0.33900(12) 0.54083(14) 0.0131(3) Uani 1 1 d . . .
C14 C -0.05987(14) 0.31615(12) 0.49406(14) 0.0137(3) Uani 1 1 d . . .
O2 O 0.03104(10) 0.35896(9) 0.52166(11) 0.0168(3) Uani 1 1 d . . .
C15 C -0.07389(15) 0.24202(13) 0.40791(15) 0.0161(3) Uani 1 1 d . . .
H15 H -0.0174 0.2265 0.3742 0.019 Uiso 1 1 calc R . .
C16 C -0.16601(15) 0.19401(13) 0.37411(15) 0.0170(4) Uani 1 1 d . . .
H16 H -0.1729 0.1468 0.3158 0.020 Uiso 1 1 calc R . .
C17 C -0.25324(14) 0.21205(13) 0.42344(15) 0.0160(3) Uani 1 1 d . . .
C18 C -0.34582(15) 0.15527(13) 0.39358(16) 0.0204(4) Uani 1 1 d . . .
H18 H -0.3526 0.1078 0.3355 0.024 Uiso 1 1 calc R . .
C19 C -0.42564(15) 0.16824(14) 0.44785(18) 0.0232(4) Uani 1 1 d . . .
H19 H -0.4874 0.1300 0.4275 0.028 Uiso 1 1 calc R . .
C20 C -0.41541(15) 0.23844(14) 0.53372(17) 0.0212(4) Uani 1 1 d . . .
H20 H -0.4702 0.2466 0.5722 0.025 Uiso 1 1 calc R . .
C21 C -0.32716(15) 0.29544(13) 0.56284(16) 0.0182(4) Uani 1 1 d . . .
H21 H -0.3225 0.3430 0.6205 0.022 Uiso 1 1 calc R . .
C22 C -0.24292(14) 0.28458(12) 0.50853(15) 0.0147(3) Uani 1 1 d . . .
Cl1 Cl 0.34362(3) 0.13677(3) 0.68984(3) 0.01713(11) Uani 1 1 d . . .
O10 O 0.33744(12) 0.05263(10) 0.75917(13) 0.0259(3) Uani 1 1 d . . .
O11 O 0.23793(10) 0.17135(10) 0.64037(11) 0.0205(3) Uani 1 1 d . . .
O12 O 0.40162(13) 0.21239(12) 0.75825(14) 0.0355(4) Uani 1 1 d . . .
O13 O 0.39339(11) 0.10982(12) 0.60061(12) 0.0265(3) 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 O2 1.9234(12) . ?
Cu1 N3 1.9486(15) . ?
Cu1 N1 2.0122(16) . ?
Cu1 N2 2.0910(15) . ?
Cu1 O1 2.3802(13) . ?
N1 C5 1.344(2) . ?
N1 C1 1.351(2) . ?
C1 C2 1.380(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.387(3) . ?
C4 C5 1.385(3) . ?
C5 C6 1.501(3) . ?
C6 N2 1.488(2) . ?
N2 C9 1.495(2) . ?
N2 C7 1.500(2) . ?
C7 C8 1.509(2) . ?
C8 O1 1.438(2) . ?
C9 C10 1.513(3) . ?
C10 C11 1.523(3) . ?
C11 N3 1.474(2) . ?
N3 C12 1.294(2) . ?
C12 C13 1.434(2) . ?
C13 C14 1.411(2) . ?
C13 C22 1.451(2) . ?
C14 O2 1.303(2) . ?
C14 C15 1.442(2) . ?
C15 C16 1.356(3) . ?
C16 C17 1.431(3) . ?
C17 C18 1.419(3) . ?
C17 C22 1.420(2) . ?
C18 C19 1.372(3) . ?
C19 C20 1.405(3) . ?
C20 C21 1.375(3) . ?
C21 C22 1.420(3) . ?
Cl1 O12 1.4352(15) . ?
Cl1 O13 1.4381(14) . ?
Cl1 O10 1.4431(14) . ?
Cl1 O11 1.4597(13) . ?

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
O2 Cu1 N3 91.89(6) . . ?
O2 Cu1 N1 90.98(6) . . ?
N3 Cu1 N1 164.51(6) . . ?
O2 Cu1 N2 170.51(6) . . ?
N3 Cu1 N2 96.21(6) . . ?
N1 Cu1 N2 82.53(6) . . ?
O2 Cu1 O1 91.77(5) . . ?
N3 Cu1 O1 109.15(5) . . ?
N1 Cu1 O1 85.96(5) . . ?
N2 Cu1 O1 80.92(5) . . ?
C5 N1 C1 118.88(16) . . ?
C5 N1 Cu1 115.31(12) . . ?
C1 N1 Cu1 125.52(13) . . ?
N1 C1 C2 122.05(17) . . ?
C1 C2 C3 118.89(18) . . ?
C2 C3 C4 119.27(18) . . ?
C5 C4 C3 118.78(18) . . ?
N1 C5 C4 122.12(17) . . ?
N1 C5 C6 115.41(16) . . ?
C4 C5 C6 122.42(17) . . ?
N2 C6 C5 112.08(14) . . ?
C6 N2 C9 107.60(13) . . ?
C6 N2 C7 110.26(15) . . ?
C9 N2 C7 107.08(14) . . ?
C6 N2 Cu1 106.65(11) . . ?
C9 N2 Cu1 117.84(11) . . ?
C7 N2 Cu1 107.34(10) . . ?
N2 C7 C8 114.39(15) . . ?
O1 C8 C7 107.17(15) . . ?
C8 O1 Cu1 102.89(10) . . ?
N2 C9 C10 114.63(14) . . ?
C9 C10 C11 112.33(15) . . ?
N3 C11 C10 112.53(15) . . ?
C12 N3 C11 115.48(15) . . ?
C12 N3 Cu1 123.70(12) . . ?
C11 N3 Cu1 120.53(12) . . ?
N3 C12 C13 127.60(17) . . ?
C14 C13 C12 120.61(16) . . ?
C14 C13 C22 120.68(15) . . ?
C12 C13 C22 118.50(16) . . ?
O2 C14 C13 124.45(15) . . ?
O2 C14 C15 117.54(16) . . ?
C13 C14 C15 117.99(16) . . ?
C14 O2 Cu1 126.53(11) . . ?
C16 C15 C14 121.33(17) . . ?
C15 C16 C17 122.17(16) . . ?
C18 C17 C22 120.32(17) . . ?
C18 C17 C16 121.21(17) . . ?
C22 C17 C16 118.37(16) . . ?
C19 C18 C17 120.59(18) . . ?
C18 C19 C20 119.58(18) . . ?
C21 C20 C19 120.87(18) . . ?
C20 C21 C22 121.34(17) . . ?
C21 C22 C17 117.29(16) . . ?
C21 C22 C13 123.29(16) . . ?
C17 C22 C13 119.30(16) . . ?
O12 Cl1 O13 110.61(10) . . ?
O12 Cl1 O10 109.37(10) . . ?
O13 Cl1 O10 109.41(9) . . ?
O12 Cl1 O11 109.44(9) . . ?
O13 Cl1 O11 108.95(8) . . ?
O10 Cl1 O11 109.03(9) . . ?

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
O2 Cu1 N1 C5 178.97(12) . . . . ?
N3 Cu1 N1 C5 78.3(3) . . . . ?
N2 Cu1 N1 C5 -7.97(12) . . . . ?
O1 Cu1 N1 C5 -89.32(12) . . . . ?
O2 Cu1 N1 C1 -7.37(14) . . . . ?
N3 Cu1 N1 C1 -108.0(2) . . . . ?
N2 Cu1 N1 C1 165.69(15) . . . . ?
O1 Cu1 N1 C1 84.34(14) . . . . ?
C5 N1 C1 C2 -1.5(3) . . . . ?
Cu1 N1 C1 C2 -174.91(13) . . . . ?
N1 C1 C2 C3 1.5(3) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C1 N1 C5 C4 0.8(3) . . . . ?
Cu1 N1 C5 C4 174.88(14) . . . . ?
C1 N1 C5 C6 178.19(15) . . . . ?
Cu1 N1 C5 C6 -7.70(19) . . . . ?
C3 C4 C5 N1 -0.1(3) . . . . ?
C3 C4 C5 C6 -177.36(18) . . . . ?
N1 C5 C6 N2 26.4(2) . . . . ?
C4 C5 C6 N2 -156.17(17) . . . . ?
C5 C6 N2 C9 -157.65(15) . . . . ?
C5 C6 N2 C7 85.89(18) . . . . ?
C5 C6 N2 Cu1 -30.33(17) . . . . ?
O2 Cu1 N2 C6 68.1(4) . . . . ?
N3 Cu1 N2 C6 -143.54(11) . . . . ?
N1 Cu1 N2 C6 20.91(11) . . . . ?
O1 Cu1 N2 C6 107.99(11) . . . . ?
O2 Cu1 N2 C9 -170.9(3) . . . . ?
N3 Cu1 N2 C9 -22.55(13) . . . . ?
N1 Cu1 N2 C9 141.90(13) . . . . ?
O1 Cu1 N2 C9 -131.02(13) . . . . ?
O2 Cu1 N2 C7 -50.1(4) . . . . ?
N3 Cu1 N2 C7 98.30(12) . . . . ?
N1 Cu1 N2 C7 -97.25(12) . . . . ?
O1 Cu1 N2 C7 -10.17(11) . . . . ?
C6 N2 C7 C8 -75.04(19) . . . . ?
C9 N2 C7 C8 168.18(16) . . . . ?
Cu1 N2 C7 C8 40.75(19) . . . . ?
N2 C7 C8 O1 -61.3(2) . . . . ?
C7 C8 O1 Cu1 44.18(15) . . . . ?
O2 Cu1 O1 C8 154.31(11) . . . . ?
N3 Cu1 O1 C8 -113.08(11) . . . . ?
N1 Cu1 O1 C8 63.46(11) . . . . ?
N2 Cu1 O1 C8 -19.62(11) . . . . ?
C6 N2 C9 C10 164.63(15) . . . . ?
C7 N2 C9 C10 -76.85(18) . . . . ?
Cu1 N2 C9 C10 44.13(19) . . . . ?
N2 C9 C10 C11 -68.56(19) . . . . ?
C9 C10 C11 N3 72.68(19) . . . . ?
C10 C11 N3 C12 132.24(17) . . . . ?
C10 C11 N3 Cu1 -53.60(19) . . . . ?
O2 Cu1 N3 C12 16.26(15) . . . . ?
N1 Cu1 N3 C12 116.8(2) . . . . ?
N2 Cu1 N3 C12 -158.78(14) . . . . ?
O1 Cu1 N3 C12 -76.27(15) . . . . ?
O2 Cu1 N3 C11 -157.39(13) . . . . ?
N1 Cu1 N3 C11 -56.9(3) . . . . ?
N2 Cu1 N3 C11 27.57(13) . . . . ?
O1 Cu1 N3 C11 110.08(13) . . . . ?
C11 N3 C12 C13 172.78(16) . . . . ?
Cu1 N3 C12 C13 -1.2(3) . . . . ?
N3 C12 C13 C14 -15.2(3) . . . . ?
N3 C12 C13 C22 169.99(16) . . . . ?
C12 C13 C14 O2 8.0(3) . . . . ?
C22 C13 C14 O2 -177.32(15) . . . . ?
C12 C13 C14 C15 -170.47(15) . . . . ?
C22 C13 C14 C15 4.2(2) . . . . ?
C13 C14 O2 Cu1 14.6(2) . . . . ?
C15 C14 O2 Cu1 -166.88(12) . . . . ?
N3 Cu1 O2 C14 -23.22(14) . . . . ?
N1 Cu1 O2 C14 172.00(14) . . . . ?
N2 Cu1 O2 C14 125.4(3) . . . . ?
O1 Cu1 O2 C14 86.01(14) . . . . ?
O2 C14 C15 C16 -179.92(16) . . . . ?
C13 C14 C15 C16 -1.3(3) . . . . ?
C14 C15 C16 C17 -1.6(3) . . . . ?
C15 C16 C17 C18 -174.60(17) . . . . ?
C15 C16 C17 C22 1.6(3) . . . . ?
C22 C17 C18 C19 -1.3(3) . . . . ?
C16 C17 C18 C19 174.88(17) . . . . ?
C17 C18 C19 C20 0.0(3) . . . . ?
C18 C19 C20 C21 1.1(3) . . . . ?
C19 C20 C21 C22 -0.9(3) . . . . ?
C20 C21 C22 C17 -0.4(3) . . . . ?
C20 C21 C22 C13 -176.27(17) . . . . ?
C18 C17 C22 C21 1.5(2) . . . . ?
C16 C17 C22 C21 -174.82(16) . . . . ?
C18 C17 C22 C13 177.51(16) . . . . ?
C16 C17 C22 C13 1.2(2) . . . . ?
C14 C13 C22 C21 171.61(16) . . . . ?
C12 C13 C22 C21 -13.6(3) . . . . ?
C14 C13 C22 C17 -4.2(2) . . . . ?
C12 C13 C22 C17 170.59(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
O1 H1X O11 0.85 1.98 2.8347(19) 174.8 .

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        76.57
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.067
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 968865'
_audit_update_record             
;
2015-04-30 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H24 Cl Cu N3 O6'
_chemical_formula_weight         489.40

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'


_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'

loop_
_symmetry_equiv_pos_as_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                   11.5021(3)
_cell_length_b                   18.7307(5)
_cell_length_c                   20.7277(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.5040(10)
_cell_angle_gamma                90.00
_cell_volume                     4445.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    271
_cell_measurement_theta_min      2.1134
_cell_measurement_theta_max      23.6634

_exptl_crystal_description       prism
_exptl_crystal_colour            'translucent dark green'
_exptl_crystal_size_max          0.97
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2024
_exptl_absorpt_coefficient_mu    1.142
_shelx_estimated_absorpt_T_min   0.383
_shelx_estimated_absorpt_T_max   0.658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.49
_exptl_absorpt_correction_T_max  0.66

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\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_reflns_number            31198
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0155
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         26.37
_reflns_number_total             4558
_reflns_number_gt                4036
_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-2014 (Sheldrick, 2014)'
_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)+(0.0790P)²+7.5462P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4558
_refine_ls_number_parameters     275
_refine_ls_number_restraints     89
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1359
_refine_ls_wR_factor_gt          0.1319
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.041
_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 0.08775(3) 0.965799(18) 0.642050(16) 0.04066(14) Uani 1 1 d U . .
O1 O -0.07475(17) 0.95801(10) 0.65529(11) 0.0475(5) Uani 1 1 d U . .
O2 O 0.1375(2) 1.02185(15) 0.73587(12) 0.0589(6) Uani 1 1 d U . .
HO2 H 0.119(4) 1.008(3) 0.766(2) 0.070(14) Uiso 1 1 d . . .
N1 N 0.1136(2) 0.86542(13) 0.67146(12) 0.0448(5) Uani 1 1 d U . .
N3 N 0.0463(2) 1.04974(14) 0.58271(12) 0.0485(6) Uani 1 1 d U . .
N2 N 0.2586(2) 1.00036(16) 0.62599(12) 0.0505(6) Uani 1 1 d U . .
Cl1 Cl 0.58330(7) 0.12996(5) 0.58334(5) 0.0616(2) Uani 1 1 d U . .
O3 O 0.6418(4) 0.1923(2) 0.5659(3) 0.1386(17) Uani 1 1 d U . .
O4 O 0.6404(6) 0.0705(3) 0.5680(3) 0.176(3) Uani 1 1 d U . .
O5 O 0.5551(4) 0.1302(3) 0.6480(2) 0.1362(17) Uani 1 1 d U . .
O6 O 0.4773(4) 0.1374(3) 0.5445(3) 0.160(2) Uani 1 1 d U . .
C1 C -0.1386(2) 0.90032(16) 0.64465(14) 0.0435(6) Uani 1 1 d U . .
C2 C -0.2596(3) 0.9066(2) 0.62719(16) 0.0562(8) Uani 1 1 d U . .
H2 H -0.2932 0.9516 0.6218 0.067 Uiso 1 1 calc R . .
C3 C -0.3280(3) 0.8470(2) 0.6181(2) 0.0710(10) Uani 1 1 d U . .
H3 H -0.4077 0.8523 0.6066 0.085 Uiso 1 1 calc R . .
C4 C -0.2812(3) 0.7790(2) 0.6256(2) 0.0746(11) Uani 1 1 d U . .
H4 H -0.3289 0.7390 0.6191 0.090 Uiso 1 1 calc R . .
C5 C -0.1639(3) 0.77135(19) 0.64258(19) 0.0624(9) Uani 1 1 d U . .
H5 H -0.1323 0.7258 0.6484 0.075 Uiso 1 1 calc R . .
C6 C -0.0906(2) 0.83110(16) 0.65136(14) 0.0448(6) Uani 1 1 d U . .
C7 C 0.0315(3) 0.81911(16) 0.67016(15) 0.0465(6) Uani 1 1 d U . .
H7 H 0.0530 0.7729 0.6827 0.056 Uiso 1 1 calc R . .
C8 C 0.2304(3) 0.8399(2) 0.69837(18) 0.0591(8) Uani 1 1 d U . .
H8A H 0.2207 0.7987 0.7257 0.071 Uiso 1 1 calc R . .
H8B H 0.2682 0.8771 0.7254 0.071 Uiso 1 1 calc R . .
C9 C 0.3087(3) 0.8197(2) 0.6465(2) 0.0688(10) Uani 1 1 d U . .
H9B H 0.3850 0.8070 0.6673 0.083 Uiso 1 1 calc R . .
H9A H 0.2765 0.7778 0.6239 0.083 Uiso 1 1 calc R . .
C10 C 0.3238(3) 0.8775(2) 0.59734(19) 0.0683(9) Uani 1 1 d U . .
H10B H 0.2510 0.8831 0.5701 0.082 Uiso 1 1 calc R . .
H10A H 0.3830 0.8625 0.5699 0.082 Uiso 1 1 calc R . .
C11 C 0.3586(3) 0.9489(2) 0.62728(19) 0.0625(9) Uani 1 1 d U . .
H11A H 0.3903 0.9415 0.6719 0.075 Uiso 1 1 calc R . .
H11B H 0.4197 0.9695 0.6041 0.075 Uiso 1 1 calc R . .
C12 C 0.2863(3) 1.0589(2) 0.67362(17) 0.0604(8) Uani 1 1 d U . .
H12B H 0.2425 1.1012 0.6594 0.073 Uiso 1 1 calc R . .
H12A H 0.3688 1.0703 0.6749 0.073 Uiso 1 1 calc R . .
C13 C 0.2578(3) 1.0391(2) 0.74067(18) 0.0629(9) Uani 1 1 d U . .
H13A H 0.3043 0.9985 0.7567 0.076 Uiso 1 1 calc R . .
H13B H 0.2740 1.0789 0.7702 0.076 Uiso 1 1 calc R . .
C14 C 0.2436(3) 1.0321(2) 0.55964(17) 0.0591(8) Uani 1 1 d U . .
H14B H 0.3100 1.0624 0.5533 0.071 Uiso 1 1 calc R . .
H14A H 0.2403 0.9944 0.5275 0.071 Uiso 1 1 calc R . .
C15 C 0.1348(3) 1.07487(18) 0.55120(14) 0.0499(7) Uani 1 1 d U . .
C16 C 0.1229(3) 1.1362(2) 0.51387(16) 0.0613(8) Uani 1 1 d U . .
H16 H 0.1851 1.1529 0.4926 0.074 Uiso 1 1 calc R . .
C17 C 0.0183(4) 1.1721(2) 0.50869(18) 0.0678(9) Uani 1 1 d U . .
H17 H 0.0088 1.2136 0.4841 0.081 Uiso 1 1 calc R . .
C18 C -0.0726(4) 1.1457(2) 0.54058(18) 0.0659(9) Uani 1 1 d U . .
H18 H -0.1446 1.1687 0.5372 0.079 Uiso 1 1 calc R . .
C19 C -0.0549(3) 1.08518(19) 0.57733(17) 0.0559(7) Uani 1 1 d U . .
H19 H -0.1158 1.0681 0.5994 0.067 Uiso 1 1 calc R . .


_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 1.921(2) . ?
Cu1 N1 1.990(3) . ?
Cu1 N3 2.025(3) . ?
Cu1 N2 2.125(2) . ?
Cu1 O2 2.236(2) . ?
O1 C1 1.313(3) . ?
O2 C13 1.415(4) . ?
N1 C7 1.281(4) . ?
N1 C8 1.483(4) . ?
N3 C19 1.335(4) . ?
N3 C15 1.346(4) . ?
N2 C12 1.489(4) . ?
N2 C14 1.493(4) . ?
N2 C11 1.500(5) . ?
Cl1 O4 1.346(4) . ?
Cl1 O6 1.401(4) . ?
Cl1 O5 1.410(4) . ?
Cl1 O3 1.413(4) . ?
C1 C2 1.409(4) . ?
C1 C6 1.411(4) . ?
C2 C3 1.368(5) . ?
C3 C4 1.387(6) . ?
C4 C5 1.368(5) . ?
C5 C6 1.403(4) . ?
C6 C7 1.438(4) . ?
C8 C9 1.515(5) . ?
C9 C10 1.506(6) . ?
C10 C11 1.512(6) . ?
C12 C13 1.505(5) . ?
C14 C15 1.482(5) . ?
C15 C16 1.385(5) . ?
C16 C17 1.373(6) . ?
C17 C18 1.381(6) . ?
C18 C19 1.371(5) . ?

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 N1 90.20(9) . . ?
O1 Cu1 N3 88.29(10) . . ?
N1 Cu1 N3 159.93(11) . . ?
O1 Cu1 N2 166.57(10) . . ?
N1 Cu1 N2 102.85(10) . . ?
N3 Cu1 N2 80.54(11) . . ?
O1 Cu1 O2 94.75(10) . . ?
N1 Cu1 O2 99.15(10) . . ?
N3 Cu1 O2 100.92(10) . . ?
N2 Cu1 O2 80.21(10) . . ?
C1 O1 Cu1 125.07(18) . . ?
C13 O2 Cu1 109.6(2) . . ?
C7 N1 C8 115.4(3) . . ?
C7 N1 Cu1 123.0(2) . . ?
C8 N1 Cu1 121.5(2) . . ?
C19 N3 C15 118.6(3) . . ?
C19 N3 Cu1 126.1(2) . . ?
C15 N3 Cu1 114.9(2) . . ?
C12 N2 C14 108.4(3) . . ?
C12 N2 C11 110.3(3) . . ?
C14 N2 C11 107.1(3) . . ?
C12 N2 Cu1 105.26(18) . . ?
C14 N2 Cu1 103.83(18) . . ?
C11 N2 Cu1 121.4(2) . . ?
O4 Cl1 O6 111.3(5) . . ?
O4 Cl1 O5 112.9(3) . . ?
O6 Cl1 O5 106.2(3) . . ?
O4 Cl1 O3 111.6(4) . . ?
O6 Cl1 O3 100.4(4) . . ?
O5 Cl1 O3 113.6(4) . . ?
O1 C1 C2 119.8(3) . . ?
O1 C1 C6 122.2(2) . . ?
C2 C1 C6 118.0(3) . . ?
C3 C2 C1 120.5(3) . . ?
C2 C3 C4 121.5(3) . . ?
C5 C4 C3 119.2(3) . . ?
C4 C5 C6 121.0(4) . . ?
C5 C6 C1 119.7(3) . . ?
C5 C6 C7 118.0(3) . . ?
C1 C6 C7 122.2(3) . . ?
N1 C7 C6 126.8(3) . . ?
N1 C8 C9 113.0(3) . . ?
C10 C9 C8 114.6(3) . . ?
C9 C10 C11 113.6(3) . . ?
N2 C11 C10 112.9(3) . . ?
N2 C12 C13 112.3(3) . . ?
O2 C13 C12 106.9(3) . . ?
C15 C14 N2 110.2(3) . . ?
N3 C15 C16 121.5(3) . . ?
N3 C15 C14 115.0(3) . . ?
C16 C15 C14 123.4(3) . . ?
C17 C16 C15 119.2(3) . . ?
C16 C17 C18 119.0(4) . . ?
C19 C18 C17 118.9(4) . . ?
N3 C19 C18 122.6(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.717
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.072
####################################################################### 
# 
# 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_ms29
_database_code_depnum_ccdc_archive 'CCDC 1002225'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H62 Cl2 Cu2 N6 O15'
_chemical_formula_weight         1112.98

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'
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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.9094(3)
_cell_length_b                   18.2391(4)
_cell_length_c                   20.6775(6)
_cell_angle_alpha                90.039(2)
_cell_angle_beta                 91.901(2)
_cell_angle_gamma                111.884(2)
_cell_volume                     4864.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    23038
_cell_measurement_theta_min      4.1100
_cell_measurement_theta_max      76.5940

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_absorpt_coefficient_mu    2.715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6706
_exptl_absorpt_correction_T_max  0.7730
_exptl_absorpt_process_details   'SCALE3 ABSPACK (CrysAlisPro)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            50199
_diffrn_reflns_av_R_equivalents  0.0991
_diffrn_reflns_av_sigmaI/netI    0.0835
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.35
_diffrn_reflns_theta_max         77.01
_reflns_number_total             19503
_reflns_number_gt                16966
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0568P)²+247.9027P] 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         19503
_refine_ls_number_parameters     1207
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1730
_refine_ls_R_factor_gt           0.1565
_refine_ls_wR_factor_ref         0.3908
_refine_ls_wR_factor_gt          0.3844
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.069
_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 1.80953(13) 0.38839(10) 0.02837(9) 0.0193(4) Uani 1 1 d . . .
Cu2 Cu 1.69757(13) 0.10260(10) -0.03267(8) 0.0174(4) Uani 1 1 d . . .
Cu3 Cu 1.80294(13) -0.09639(10) 0.46802(8) 0.0169(4) Uani 1 1 d . . .
Cu4 Cu 1.68272(13) -0.38562(10) 0.51949(9) 0.0183(4) Uani 1 1 d . . .
C1 C 1.9295(10) 0.4155(8) -0.0944(6) 0.026(3) Uani 1 1 d . . .
H1 H 1.9572 0.3784 -0.0784 0.031 Uiso 1 1 calc R . .
C2 C 1.9552(10) 0.4454(8) -0.1552(6) 0.026(3) Uani 1 1 d . . .
H2 H 2.0014 0.4302 -0.1798 0.032 Uiso 1 1 calc R . .
C3 C 1.9130(10) 0.4980(8) -0.1802(7) 0.029(3) Uani 1 1 d . . .
H3 H 1.9276 0.5177 -0.2228 0.035 Uiso 1 1 calc R . .
C4 C 1.8494(10) 0.5208(8) -0.1419(7) 0.028(3) Uani 1 1 d . . .
H4 H 1.8190 0.5562 -0.1580 0.033 Uiso 1 1 calc R . .
C5 C 1.8305(9) 0.4918(7) -0.0800(6) 0.023(3) Uani 1 1 d . . .
C6 C 1.7721(11) 0.5187(7) -0.0331(7) 0.029(3) Uani 1 1 d . . .
H6A H 1.7240 0.5385 -0.0569 0.035 Uiso 1 1 calc R . .
H6B H 1.8212 0.5631 -0.0068 0.035 Uiso 1 1 calc R . .
C7 C 1.6170(9) 0.4023(7) -0.0245(7) 0.024(3) Uani 1 1 d . . .
H7A H 1.6318 0.3993 -0.0707 0.029 Uiso 1 1 calc R . .
H7B H 1.5628 0.4251 -0.0218 0.029 Uiso 1 1 calc R . .
C8 C 1.5767(10) 0.3190(7) 0.0034(7) 0.028(3) Uani 1 1 d . . .
H8A H 1.5584 0.3202 0.0492 0.034 Uiso 1 1 calc R . .
H8B H 1.5148 0.2839 -0.0217 0.034 Uiso 1 1 calc R . .
C9 C 1.6827(10) 0.4924(8) 0.0671(7) 0.026(3) Uani 1 1 d . . .
H9A H 1.6213 0.4532 0.0870 0.031 Uiso 1 1 calc R . .
H9B H 1.6634 0.5364 0.0514 0.031 Uiso 1 1 calc R . .
C10 C 1.7706(10) 0.5240(8) 0.1185(7) 0.026(3) Uani 1 1 d . . .
H10A H 1.8364 0.5280 0.0990 0.031 Uiso 1 1 calc R . .
H10B H 1.7774 0.5780 0.1316 0.031 Uiso 1 1 calc R . .
C11 C 1.7549(10) 0.4730(8) 0.1789(6) 0.026(3) Uani 1 1 d . . .
H11A H 1.7004 0.4804 0.2048 0.031 Uiso 1 1 calc R . .
H11B H 1.8200 0.4913 0.2057 0.031 Uiso 1 1 calc R . .
C12 C 1.7234(10) 0.3844(8) 0.1631(7) 0.027(3) Uani 1 1 d . . .
H12A H 1.7151 0.3549 0.2040 0.032 Uiso 1 1 calc R . .
H12B H 1.6556 0.3651 0.1392 0.032 Uiso 1 1 calc R . .
C13 C 1.8568(10) 0.3376(7) 0.1551(6) 0.024(3) Uani 1 1 d . . .
H13 H 1.8437 0.3288 0.1998 0.028 Uiso 1 1 calc R . .
C14 C 1.9393(10) 0.3145(7) 0.1304(6) 0.022(2) Uani 1 1 d . . .
C15 C 1.9508(8) 0.3098(7) 0.0637(6) 0.017(2) Uani 1 1 d . . .
C16 C 2.0325(9) 0.2881(7) 0.0428(6) 0.023(3) Uani 1 1 d . . .
C17 C 2.0993(9) 0.2719(8) 0.0882(7) 0.028(3) Uani 1 1 d . . .
H17 H 2.1555 0.2591 0.0740 0.033 Uiso 1 1 calc R . .
C18 C 2.0828(10) 0.2749(8) 0.1541(7) 0.029(3) Uani 1 1 d . . .
H18 H 2.1268 0.2626 0.1847 0.035 Uiso 1 1 calc R . .
C19 C 2.0029(10) 0.2954(8) 0.1753(6) 0.027(3) Uani 1 1 d . . .
H19 H 1.9914 0.2965 0.2203 0.032 Uiso 1 1 calc R . .
C20 C 2.1244(11) 0.2661(9) -0.0460(8) 0.034(3) Uani 1 1 d . . .
H20A H 2.1906 0.3017 -0.0265 0.041 Uiso 1 1 calc R . .
H20B H 2.1262 0.2708 -0.0932 0.041 Uiso 1 1 calc R . .
H20C H 2.1130 0.2115 -0.0342 0.041 Uiso 1 1 calc R . .
N1 N 1.8664(8) 0.4367(6) -0.0565(6) 0.024(2) Uani 1 1 d . . .
N2 N 1.7120(7) 0.4544(6) 0.0107(5) 0.021(2) Uani 1 1 d . . .
N3 N 1.8007(8) 0.3679(6) 0.1238(5) 0.022(2) Uani 1 1 d . . .
O1 O 1.6603(7) 0.2929(5) -0.0018(5) 0.027(2) Uani 1 1 d . . .
H1X H 1.6597 0.2480 0.0110 0.032 Uiso 1 1 d . . .
O2 O 1.8902(7) 0.3234(5) 0.0186(4) 0.0223(18) Uani 1 1 d . . .
O3 O 2.0419(7) 0.2868(6) -0.0227(4) 0.028(2) Uani 1 1 d . . .
C21 C 1.4806(9) 0.1053(8) -0.0442(6) 0.023(3) Uani 1 1 d . . .
H21 H 1.4932 0.1270 -0.0015 0.028 Uiso 1 1 calc R . .
C22 C 1.3906(10) 0.0992(8) -0.0780(7) 0.031(3) Uani 1 1 d . . .
H22 H 1.3418 0.1168 -0.0589 0.037 Uiso 1 1 calc R . .
C23 C 1.3724(10) 0.0677(8) -0.1389(7) 0.029(3) Uani 1 1 d . . .
H23 H 1.3117 0.0638 -0.1634 0.034 Uiso 1 1 calc R . .
C24 C 1.4450(10) 0.0413(8) -0.1641(7) 0.029(3) Uani 1 1 d . . .
H24 H 1.4338 0.0181 -0.2062 0.035 Uiso 1 1 calc R . .
C25 C 1.5321(9) 0.0485(7) -0.1288(6) 0.019(2) Uiso 1 1 d . . .
C26 C 1.6101(9) 0.0148(7) -0.1490(6) 0.023(3) Uani 1 1 d . . .
H26A H 1.5921 -0.0386 -0.1308 0.027 Uiso 1 1 calc R . .
H26B H 1.6070 0.0095 -0.1968 0.027 Uiso 1 1 calc R . .
C27 C 1.7535(9) 0.1387(8) -0.1674(6) 0.024(3) Uani 1 1 d . . .
H27A H 1.7800 0.1269 -0.2084 0.029 Uiso 1 1 calc R . .
H27B H 1.6945 0.1548 -0.1784 0.029 Uiso 1 1 calc R . .
C28 C 1.8373(9) 0.2056(7) -0.1331(6) 0.021(2) Uani 1 1 d . . .
H28A H 1.8981 0.1915 -0.1224 0.025 Uiso 1 1 calc R . .
H28B H 1.8596 0.2535 -0.1601 0.025 Uiso 1 1 calc R . .
C29 C 1.7826(10) 0.0186(8) -0.1373(6) 0.026(3) Uani 1 1 d . . .
H29A H 1.8553 0.0557 -0.1409 0.031 Uiso 1 1 calc R . .
H29B H 1.7611 -0.0116 -0.1785 0.031 Uiso 1 1 calc R . .
C30 C 1.7771(11) -0.0387(9) -0.0820(8) 0.036(3) Uani 1 1 d . . .
H30A H 1.7131 -0.0482 -0.0582 0.043 Uiso 1 1 calc R . .
H30B H 1.7729 -0.0899 -0.1005 0.043 Uiso 1 1 calc R . .
C31 C 1.8704(12) -0.0078(10) -0.0347(9) 0.043(4) Uani 1 1 d . . .
H31A H 1.8555 -0.0417 0.0040 0.051 Uiso 1 1 calc R . .
H31B H 1.9307 -0.0132 -0.0553 0.051 Uiso 1 1 calc R . .
C32 C 1.8998(10) 0.0760(9) -0.0130(8) 0.034(3) Uani 1 1 d . . .
H32A H 1.9192 0.1104 -0.0513 0.041 Uiso 1 1 calc R . .
H32B H 1.9617 0.0903 0.0165 0.041 Uiso 1 1 calc R . .
C33 C 1.8277(10) 0.1028(8) 0.0802(6) 0.025(3) Uani 1 1 d . . .
H33 H 1.8870 0.0966 0.0997 0.029 Uiso 1 1 calc R . .
C34 C 1.7611(10) 0.1235(7) 0.1241(6) 0.023(3) Uani 1 1 d . . .
C35 C 1.6791(10) 0.1452(7) 0.1009(6) 0.022(2) Uiso 1 1 d . . .
C36 C 1.6158(10) 0.1631(8) 0.1454(6) 0.027(3) Uani 1 1 d . . .
C37 C 1.6368(12) 0.1610(9) 0.2113(6) 0.036(3) Uani 1 1 d . . .
H37 H 1.5932 0.1717 0.2413 0.043 Uiso 1 1 calc R . .
C38 C 1.7207(13) 0.1433(9) 0.2340(7) 0.042(4) Uani 1 1 d . . .
H38 H 1.7355 0.1443 0.2793 0.050 Uiso 1 1 calc R . .
C39 C 1.7817(12) 0.1247(9) 0.1927(7) 0.035(3) Uani 1 1 d . . .
H39 H 1.8383 0.1123 0.2091 0.041 Uiso 1 1 calc R . .
C40 C 1.4713(13) 0.2029(9) 0.1589(8) 0.044(4) Uani 1 1 d . . .
H40A H 1.4436 0.1627 0.1919 0.053 Uiso 1 1 calc R . .
H40B H 1.4139 0.2083 0.1332 0.053 Uiso 1 1 calc R . .
H40C H 1.5125 0.2536 0.1798 0.053 Uiso 1 1 calc R . .
N4 N 1.5507(7) 0.0808(6) -0.0709(5) 0.022(2) Uani 1 1 d . . .
N5 N 1.7156(7) 0.0645(6) -0.1273(5) 0.022(2) Uani 1 1 d . . .
N6 N 1.8163(8) 0.0924(6) 0.0208(5) 0.023(2) Uani 1 1 d . . .
O4 O 1.7912(6) 0.2182(5) -0.0759(4) 0.0208(17) Uani 1 1 d . . .
H4X H 1.8227 0.2516 -0.0458 0.025 Uiso 1 1 d . . .
O5 O 1.6585(6) 0.1498(5) 0.0389(4) 0.0211(17) Uani 1 1 d . . .
O6 O 1.5355(8) 0.1795(6) 0.1175(5) 0.032(2) Uani 1 1 d . . .
C41 C 2.0061(10) -0.1141(8) 0.4413(6) 0.025(3) Uiso 1 1 d . . .
H41 H 1.9997 -0.1387 0.4823 0.030 Uiso 1 1 calc R . .
C42 C 2.0869(10) -0.1106(8) 0.4038(7) 0.028(3) Uani 1 1 d . . .
H42 H 2.1369 -0.1310 0.4191 0.033 Uiso 1 1 calc R . .
C43 C 2.0950(9) -0.0771(8) 0.3437(6) 0.026(3) Uani 1 1 d . . .
H43 H 2.1497 -0.0753 0.3166 0.031 Uiso 1 1 calc R . .
C44 C 2.0219(10) -0.0459(8) 0.3229(7) 0.028(3) Uani 1 1 d . . .
H44 H 2.0251 -0.0231 0.2814 0.033 Uiso 1 1 calc R . .
C45 C 1.9447(9) -0.0491(7) 0.3644(6) 0.021(2) Uani 1 1 d . . .
C46 C 1.8698(9) -0.0107(8) 0.3500(6) 0.024(3) Uani 1 1 d . . .
H46A H 1.8619 -0.0066 0.3025 0.029 Uiso 1 1 calc R . .
H46B H 1.8970 0.0435 0.3687 0.029 Uiso 1 1 calc R . .
C47 C 1.7130(11) -0.1282(8) 0.3346(7) 0.028(3) Uiso 1 1 d . . .
H47A H 1.6779 -0.1140 0.2970 0.034 Uiso 1 1 calc R . .
H47B H 1.7650 -0.1480 0.3182 0.034 Uiso 1 1 calc R . .
C48 C 1.6344(10) -0.1921(8) 0.3725(6) 0.025(3) Uiso 1 1 d . . .
H48A H 1.5812 -0.1735 0.3887 0.030 Uiso 1 1 calc R . .
H48B H 1.5996 -0.2398 0.3450 0.030 Uiso 1 1 calc R . .
C49 C 1.7055(9) -0.0038(8) 0.3741(6) 0.024(3) Uani 1 1 d . . .
H49A H 1.6307 -0.0366 0.3756 0.028 Uiso 1 1 calc R . .
H49B H 1.7173 0.0247 0.3326 0.028 Uiso 1 1 calc R . .
C50 C 1.7354(10) 0.0556(7) 0.4295(7) 0.026(3) Uani 1 1 d . . .
H50A H 1.7416 0.1080 0.4127 0.031 Uiso 1 1 calc R . .
H50B H 1.8042 0.0605 0.4480 0.031 Uiso 1 1 calc R . .
C51 C 1.6564(9) 0.0325(8) 0.4835(7) 0.026(3) Uani 1 1 d . . .
H51A H 1.6882 0.0656 0.5223 0.031 Uiso 1 1 calc R . .
H51B H 1.5956 0.0448 0.4692 0.031 Uiso 1 1 calc R . .
C52 C 1.6189(9) -0.0538(8) 0.5027(6) 0.021(2) Uani 1 1 d . . .
H52A H 1.5667 -0.0631 0.5362 0.025 Uiso 1 1 calc R . .
H52B H 1.5843 -0.0871 0.4645 0.025 Uiso 1 1 calc R . .
C53 C 1.6991(9) -0.0938(7) 0.5882(6) 0.020(2) Uani 1 1 d . . .
H53 H 1.6445 -0.0873 0.6109 0.024 Uiso 1 1 calc R . .
C54 C 1.7692(9) -0.1194(7) 0.6258(6) 0.021(2) Uani 1 1 d . . .
C55 C 1.8437(9) -0.1423(6) 0.5982(5) 0.016(2) Uani 1 1 d . . .
C56 C 1.9103(10) -0.1660(7) 0.6394(6) 0.023(3) Uani 1 1 d . . .
C57 C 1.9030(10) -0.1640(8) 0.7054(6) 0.025(3) Uani 1 1 d . . .
H57 H 1.9507 -0.1769 0.7325 0.030 Uiso 1 1 calc R . .
C58 C 1.8272(11) -0.1434(8) 0.7330(6) 0.029(3) Uani 1 1 d . . .
H58 H 1.8209 -0.1447 0.7786 0.035 Uiso 1 1 calc R . .
C59 C 1.7611(11) -0.1209(8) 0.6941(6) 0.026(3) Uani 1 1 d . . .
H59 H 1.7095 -0.1063 0.7131 0.031 Uiso 1 1 calc R . .
C60 C 2.0493(10) -0.2130(8) 0.6445(7) 0.030(3) Uani 1 1 d . . .
H60A H 2.0955 -0.1699 0.6723 0.035 Uiso 1 1 calc R . .
H60B H 2.0906 -0.2310 0.6155 0.035 Uiso 1 1 calc R . .
H60C H 2.0079 -0.2570 0.6713 0.035 Uiso 1 1 calc R . .
N7 N 1.9356(7) -0.0839(6) 0.4221(5) 0.020(2) Uani 1 1 d . . .
N8 N 1.7665(8) -0.0561(6) 0.3769(5) 0.024(2) Uani 1 1 d . . .
N9 N 1.7016(7) -0.0786(6) 0.5275(5) 0.0167(19) Uani 1 1 d . . .
O7 O 1.6907(7) -0.2093(5) 0.4247(4) 0.0246(19) Uani 1 1 d . . .
H7X H 1.6626 -0.2447 0.4528 0.030 Uiso 1 1 d . . .
O8 O 1.8530(6) -0.1460(5) 0.5354(4) 0.0197(17) Uani 1 1 d . . .
O9 O 1.9815(7) -0.1852(5) 0.6067(4) 0.0254(19) Uani 1 1 d . . .
C61 C 1.5614(9) -0.4052(8) 0.3916(7) 0.026(3) Uani 1 1 d . . .
H61 H 1.5380 -0.3660 0.4072 0.031 Uiso 1 1 calc R . .
C62 C 1.5336(9) -0.4333(8) 0.3293(7) 0.027(3) Uani 1 1 d . . .
H62 H 1.4934 -0.4130 0.3020 0.033 Uiso 1 1 calc R . .
C63 C 1.5661(11) -0.4926(9) 0.3072(8) 0.037(3) Uani 1 1 d . . .
H63 H 1.5488 -0.5131 0.2643 0.044 Uiso 1 1 calc R . .
C64 C 1.6224(10) -0.5202(8) 0.3476(7) 0.031(3) Uani 1 1 d . . .
H64 H 1.6450 -0.5603 0.3330 0.037 Uiso 1 1 calc R . .
C65 C 1.6471(9) -0.4913(7) 0.4092(7) 0.025(3) Uani 1 1 d . . .
C66 C 1.7043(10) -0.5220(8) 0.4589(7) 0.027(3) Uani 1 1 d . . .
H66A H 1.6538 -0.5630 0.4851 0.032 Uiso 1 1 calc R . .
H66B H 1.7471 -0.5465 0.4368 0.032 Uiso 1 1 calc R . .
C67 C 1.8642(9) -0.4071(7) 0.4655(7) 0.024(3) Uani 1 1 d . . .
H67A H 1.8434 -0.4053 0.4194 0.029 Uiso 1 1 calc R . .
H67B H 1.9162 -0.4322 0.4675 0.029 Uiso 1 1 calc R . .
C68 C 1.9129(9) -0.3239(7) 0.4922(8) 0.029(3) Uani 1 1 d . . .
H68A H 1.9393 -0.3237 0.5373 0.035 Uiso 1 1 calc R . .
H68B H 1.9709 -0.2915 0.4655 0.035 Uiso 1 1 calc R . .
C69 C 1.8075(10) -0.4945(8) 0.5581(7) 0.028(3) Uani 1 1 d . . .
H69A H 1.8723 -0.4559 0.5781 0.033 Uiso 1 1 calc R . .
H69B H 1.8224 -0.5402 0.5421 0.033 Uiso 1 1 calc R . .
C70 C 1.7245(10) -0.5222(8) 0.6089(7) 0.028(3) Uani 1 1 d . . .
H70A H 1.7157 -0.5764 0.6223 0.033 Uiso 1 1 calc R . .
H70B H 1.6576 -0.5240 0.5896 0.033 Uiso 1 1 calc R . .
C71 C 1.7530(11) -0.4675(8) 0.6685(7) 0.032(3) Uani 1 1 d . . .
H71A H 1.6929 -0.4832 0.6969 0.038 Uiso 1 1 calc R . .
H71B H 1.8109 -0.4751 0.6930 0.038 Uiso 1 1 calc R . .
C72 C 1.7844(10) -0.3804(8) 0.6532(7) 0.027(3) Uani 1 1 d . . .
H72A H 1.7996 -0.3495 0.6943 0.033 Uiso 1 1 calc R . .
H72B H 1.8487 -0.3630 0.6286 0.033 Uiso 1 1 calc R . .
C73 C 1.6504(10) -0.3309(7) 0.6474(6) 0.023(3) Uani 1 1 d . . .
H73 H 1.6672 -0.3220 0.6924 0.027 Uiso 1 1 calc R . .
C74 C 1.5699(9) -0.3069(7) 0.6231(6) 0.023(3) Uani 1 1 d . . .
C75 C 1.5481(9) -0.3039(7) 0.5573(6) 0.019(2) Uani 1 1 d . . .
C76 C 1.4650(9) -0.2804(7) 0.5374(7) 0.023(3) Uani 1 1 d . . .
C77 C 1.4069(11) -0.2631(8) 0.5843(8) 0.034(3) Uani 1 1 d . . .
H77 H 1.3501 -0.2488 0.5712 0.041 Uiso 1 1 calc R . .
C78 C 1.4303(12) -0.2662(9) 0.6499(8) 0.036(3) Uiso 1 1 d . . .
H78 H 1.3896 -0.2539 0.6810 0.043 Uiso 1 1 calc R . .
C79 C 1.5107(11) -0.2867(9) 0.6700(7) 0.032(3) Uani 1 1 d . . .
H79 H 1.5274 -0.2876 0.7148 0.038 Uiso 1 1 calc R . .
C80 C 1.3666(12) -0.2567(10) 0.4496(9) 0.041(4) Uani 1 1 d . . .
H80A H 1.3013 -0.2932 0.4664 0.049 Uiso 1 1 calc R . .
H80B H 1.3624 -0.2587 0.4022 0.049 Uiso 1 1 calc R . .
H80C H 1.3791 -0.2028 0.4646 0.049 Uiso 1 1 calc R . .
N10 N 1.6208(7) -0.4310(6) 0.4317(6) 0.023(2) Uani 1 1 d . . .
N11 N 1.7716(7) -0.4563(6) 0.5016(5) 0.019(2) Uani 1 1 d . . .
N12 N 1.7041(7) -0.3637(6) 0.6158(5) 0.020(2) Uani 1 1 d . . .
O10 O 1.8307(6) -0.2944(5) 0.4896(4) 0.0206(17) Uani 1 1 d . . .
H10X H 1.8378 -0.2484 0.5039 0.025 Uiso 1 1 d . . .
O11 O 1.6020(7) -0.3205(5) 0.5125(4) 0.0239(18) Uani 1 1 d . . .
O12 O 1.4496(7) -0.2790(6) 0.4721(5) 0.030(2) Uani 1 1 d . . .
O90 O 1.9654(8) -0.3207(7) 0.3266(6) 0.046(3) Uani 1 1 d U . .
C90 C 1.8151(15) -0.2937(14) 0.3019(11) 0.063(6) Uani 1 1 d U . .
H90A H 1.7804 -0.3465 0.3197 0.076 Uiso 1 1 calc R . .
H90B H 1.7736 -0.2863 0.2651 0.076 Uiso 1 1 calc R . .
H90C H 1.8229 -0.2536 0.3353 0.076 Uiso 1 1 calc R . .
C91 C 1.9151(15) -0.2862(13) 0.2808(10) 0.058(5) Uani 1 1 d U . .
H91A H 1.9583 -0.2296 0.2756 0.069 Uiso 1 1 calc R . .
H91B H 1.9077 -0.3129 0.2382 0.069 Uiso 1 1 calc R . .
C92 C 2.0662(14) -0.3096(14) 0.3137(9) 0.056(5) Uani 1 1 d U . .
H92A H 2.1110 -0.2532 0.3198 0.067 Uiso 1 1 calc R . .
H92B H 2.0705 -0.3251 0.2684 0.067 Uiso 1 1 calc R . .
C93 C 2.1019(15) -0.3584(15) 0.3582(11) 0.068(6) Uani 1 1 d U . .
H93A H 2.0785 -0.3546 0.4018 0.082 Uiso 1 1 calc R . .
H93B H 2.1778 -0.3393 0.3590 0.082 Uiso 1 1 calc R . .
H93C H 2.0730 -0.4136 0.3432 0.082 Uiso 1 1 calc R . .
O95 O 1.5228(9) 0.3229(6) -0.1872(7) 0.052(3) Uani 1 1 d U . .
C95 C 1.5714(12) 0.2728(10) -0.2113(9) 0.039(4) Uani 1 1 d U . .
H95A H 1.5359 0.2481 -0.2526 0.047 Uiso 1 1 calc R . .
H95B H 1.5634 0.2300 -0.1801 0.047 Uiso 1 1 calc R . .
C96 C 1.4192(12) 0.2859(10) -0.1761(9) 0.041(4) Uani 1 1 d U . .
H96A H 1.4088 0.2430 -0.1445 0.049 Uiso 1 1 calc R . .
H96B H 1.3809 0.2623 -0.2169 0.049 Uiso 1 1 calc R . .
C97 C 1.3788(16) 0.3460(12) -0.1497(10) 0.057(5) Uiso 1 1 d . . .
H97A H 1.4347 0.3870 -0.1252 0.069 Uiso 1 1 calc R . .
H97B H 1.3215 0.3197 -0.1212 0.069 Uiso 1 1 calc R . .
H97C H 1.3543 0.3702 -0.1857 0.069 Uiso 1 1 calc R . .
C98 C 1.6795(19) 0.3141(15) -0.2220(12) 0.075(6) Uiso 1 1 d . . .
H98A H 1.6876 0.3468 -0.2605 0.090 Uiso 1 1 calc R . .
H98B H 1.7126 0.2758 -0.2285 0.090 Uiso 1 1 calc R . .
H98C H 1.7123 0.3478 -0.1843 0.090 Uiso 1 1 calc R . .
Cl1 Cl 1.8861(2) 0.3880(2) 0.35047(15) 0.0286(7) Uani 1 1 d . . .
O100 O 1.8207(8) 0.3155(7) 0.3224(6) 0.042(3) Uani 1 1 d . . .
O101 O 1.8453(10) 0.4478(8) 0.3341(7) 0.056(3) Uani 1 1 d . . .
O102 O 1.9892(7) 0.4108(7) 0.3286(7) 0.046(3) Uani 1 1 d . . .
O103 O 1.8940(10) 0.3817(8) 0.4181(5) 0.051(3) Uani 1 1 d . . .
Cl2 Cl 1.8932(3) -0.0931(2) 0.15973(15) 0.0306(7) Uani 1 1 d . . .
O200 O 1.8373(11) -0.1150(10) 0.0994(6) 0.066(4) Uani 1 1 d . . .
O201 O 1.8238(8) -0.1171(9) 0.2108(5) 0.056(4) Uani 1 1 d . . .
O202 O 1.9656(8) -0.1316(7) 0.1663(6) 0.044(3) Uani 1 1 d . . .
O203 O 1.9486(14) -0.0117(10) 0.1632(9) 0.086(5) Uani 1 1 d . . .
Cl3 Cl 1.6098(2) -0.3752(2) 0.84931(16) 0.0283(7) Uani 1 1 d . . .
O300 O 1.5054(8) -0.3927(6) 0.8281(5) 0.033(2) Uiso 1 1 d . . .
O301 O 1.6722(9) -0.3006(8) 0.8247(8) 0.067(4) Uani 1 1 d . . .
O302 O 1.6187(10) -0.3723(9) 0.9176(6) 0.057(4) Uani 1 1 d . . .
O303 O 1.6449(11) -0.4341(10) 0.8254(8) 0.071(4) Uani 1 1 d . . .
Cl4 Cl 1.3855(2) -0.0850(2) 0.33494(15) 0.0278(7) Uani 1 1 d . . .
O400 O 1.4369(9) -0.1136(7) 0.2887(5) 0.044(3) Uani 1 1 d . . .
O401 O 1.4495(8) -0.0604(8) 0.3922(5) 0.047(3) Uani 1 1 d . . .
O402 O 1.2886(7) -0.1444(7) 0.3494(6) 0.042(3) Uani 1 1 d . . .
O403 O 1.3630(11) -0.0201(7) 0.3084(6) 0.051(3) 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 O2 1.927(9) . ?
Cu1 N3 2.008(11) . ?
Cu1 N1 2.014(11) . ?
Cu1 N2 2.147(9) . ?
Cu1 O1 2.225(9) . ?
Cu2 O5 1.905(9) . ?
Cu2 N6 2.023(10) . ?
Cu2 N4 2.060(10) . ?
Cu2 N5 2.129(11) . ?
Cu2 O4 2.230(8) . ?
Cu3 O8 1.911(8) . ?
Cu3 N9 2.015(10) . ?
Cu3 N7 2.039(10) . ?
Cu3 N8 2.136(11) . ?
Cu3 O7 2.234(9) . ?
Cu4 O11 1.917(9) . ?
Cu4 N10 2.021(11) . ?
Cu4 N12 2.022(11) . ?
Cu4 N11 2.131(10) . ?
Cu4 O10 2.218(8) . ?
C1 N1 1.355(18) . ?
C1 C2 1.373(19) . ?
C2 C3 1.391(18) . ?
C3 C4 1.38(2) . ?
C4 C5 1.382(19) . ?
C5 N1 1.362(15) . ?
C5 C6 1.480(19) . ?
C6 N2 1.488(16) . ?
C7 N2 1.475(15) . ?
C7 C8 1.532(18) . ?
C8 O1 1.419(15) . ?
C9 N2 1.499(17) . ?
C9 C10 1.531(18) . ?
C10 C11 1.530(18) . ?
C11 C12 1.541(19) . ?
C12 N3 1.485(16) . ?
C13 N3 1.275(16) . ?
C13 C14 1.468(18) . ?
C14 C19 1.393(16) . ?
C14 C15 1.400(17) . ?
C15 O2 1.320(13) . ?
C15 C16 1.415(17) . ?
C16 O3 1.366(16) . ?
C16 C17 1.407(17) . ?
C17 C18 1.39(2) . ?
C18 C19 1.38(2) . ?
C20 O3 1.433(17) . ?
C21 N4 1.348(16) . ?
C21 C22 1.381(17) . ?
C22 C23 1.36(2) . ?
C23 C24 1.39(2) . ?
C24 C25 1.356(17) . ?
C25 N4 1.308(16) . ?
C25 C26 1.502(17) . ?
C26 N5 1.464(14) . ?
C27 C28 1.494(18) . ?
C27 N5 1.516(15) . ?
C28 O4 1.423(14) . ?
C29 N5 1.485(16) . ?
C29 C30 1.53(2) . ?
C30 C31 1.53(2) . ?
C31 C32 1.49(2) . ?
C32 N6 1.498(17) . ?
C33 N6 1.239(17) . ?
C33 C34 1.463(19) . ?
C34 C35 1.411(17) . ?
C34 C39 1.436(18) . ?
C35 O5 1.314(15) . ?
C35 C36 1.411(18) . ?
C36 O6 1.371(17) . ?
C36 C37 1.388(18) . ?
C37 C38 1.39(2) . ?
C38 C39 1.35(2) . ?
C40 O6 1.429(16) . ?
C41 N7 1.341(16) . ?
C41 C42 1.369(19) . ?
C42 C43 1.374(19) . ?
C43 C44 1.395(18) . ?
C44 C45 1.382(19) . ?
C45 N7 1.339(16) . ?
C45 C46 1.479(16) . ?
C46 N8 1.493(15) . ?
C47 C48 1.508(18) . ?
C47 N8 1.509(17) . ?
C48 O7 1.414(15) . ?
C49 N8 1.495(15) . ?
C49 C50 1.514(19) . ?
C50 C51 1.539(19) . ?
C51 C52 1.519(17) . ?
C52 N9 1.463(14) . ?
C53 N9 1.285(16) . ?
C53 C54 1.436(17) . ?
C54 C55 1.391(17) . ?
C54 C59 1.420(17) . ?
C55 O8 1.313(14) . ?
C55 C56 1.420(16) . ?
C56 O9 1.365(16) . ?
C56 C57 1.372(18) . ?
C57 C58 1.38(2) . ?
C58 C59 1.376(19) . ?
C60 O9 1.436(13) . ?
C61 N10 1.356(16) . ?
C61 C62 1.373(19) . ?
C62 C63 1.40(2) . ?
C63 C64 1.35(2) . ?
C64 C65 1.361(19) . ?
C65 N10 1.367(16) . ?
C65 C66 1.511(18) . ?
C66 N11 1.484(16) . ?
C67 N11 1.493(14) . ?
C67 C68 1.508(18) . ?
C68 O10 1.433(14) . ?
C69 N11 1.524(16) . ?
C69 C70 1.528(19) . ?
C70 C71 1.53(2) . ?
C71 C72 1.519(18) . ?
C72 N12 1.462(15) . ?
C73 N12 1.307(16) . ?
C73 C74 1.423(17) . ?
C74 C75 1.390(18) . ?
C74 C79 1.426(18) . ?
C75 O11 1.314(15) . ?
C75 C76 1.423(16) . ?
C76 O12 1.362(16) . ?
C76 C77 1.391(19) . ?
C77 C78 1.39(2) . ?
C78 C79 1.36(2) . ?
C80 O12 1.424(15) . ?
O90 C92 1.375(19) . ?
O90 C91 1.439(19) . ?
C90 C91 1.43(3) . ?
C92 C93 1.48(3) . ?
O95 C96 1.373(18) . ?
O95 C95 1.423(17) . ?
C95 C98 1.43(3) . ?
C96 C97 1.51(2) . ?
Cl1 O103 1.407(11) . ?
Cl1 O100 1.407(11) . ?
Cl1 O102 1.426(10) . ?
Cl1 O101 1.442(11) . ?
Cl2 O203 1.395(17) . ?
Cl2 O201 1.412(11) . ?
Cl2 O200 1.422(12) . ?
Cl2 O202 1.428(9) . ?
Cl3 O302 1.413(12) . ?
Cl3 O300 1.420(10) . ?
Cl3 O301 1.421(13) . ?
Cl3 O303 1.428(13) . ?
Cl4 O400 1.421(10) . ?
Cl4 O402 1.421(10) . ?
Cl4 O401 1.423(11) . ?
Cl4 O403 1.438(12) . ?

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
O2 Cu1 N3 90.9(4) . . ?
O2 Cu1 N1 86.4(4) . . ?
N3 Cu1 N1 160.0(4) . . ?
O2 Cu1 N2 163.9(4) . . ?
N3 Cu1 N2 104.1(4) . . ?
N1 Cu1 N2 81.3(4) . . ?
O2 Cu1 O1 94.3(3) . . ?
N3 Cu1 O1 97.2(4) . . ?
N1 Cu1 O1 102.8(4) . . ?
N2 Cu1 O1 78.6(3) . . ?
O5 Cu2 N6 90.7(4) . . ?
O5 Cu2 N4 86.2(4) . . ?
N6 Cu2 N4 161.5(4) . . ?
O5 Cu2 N5 163.9(4) . . ?
N6 Cu2 N5 104.5(4) . . ?
N4 Cu2 N5 80.9(4) . . ?
O5 Cu2 O4 93.9(3) . . ?
N6 Cu2 O4 95.6(4) . . ?
N4 Cu2 O4 102.8(4) . . ?
N5 Cu2 O4 79.8(4) . . ?
O8 Cu3 N9 91.3(4) . . ?
O8 Cu3 N7 86.3(4) . . ?
N9 Cu3 N7 162.4(4) . . ?
O8 Cu3 N8 164.8(4) . . ?
N9 Cu3 N8 103.2(4) . . ?
N7 Cu3 N8 81.3(4) . . ?
O8 Cu3 O7 95.0(3) . . ?
N9 Cu3 O7 95.6(4) . . ?
N7 Cu3 O7 102.0(4) . . ?
N8 Cu3 O7 79.2(4) . . ?
O11 Cu4 N10 86.9(4) . . ?
O11 Cu4 N12 90.5(4) . . ?
N10 Cu4 N12 163.0(4) . . ?
O11 Cu4 N11 165.7(4) . . ?
N10 Cu4 N11 80.6(4) . . ?
N12 Cu4 N11 103.4(4) . . ?
O11 Cu4 O10 96.4(3) . . ?
N10 Cu4 O10 99.7(4) . . ?
N12 Cu4 O10 97.4(4) . . ?
N11 Cu4 O10 79.0(3) . . ?
N1 C1 C2 122.8(12) . . ?
C1 C2 C3 119.4(13) . . ?
C4 C3 C2 118.5(12) . . ?
C3 C4 C5 119.5(12) . . ?
N1 C5 C4 122.3(12) . . ?
N1 C5 C6 114.2(11) . . ?
C4 C5 C6 123.5(11) . . ?
C5 C6 N2 112.2(10) . . ?
N2 C7 C8 111.5(10) . . ?
O1 C8 C7 104.5(10) . . ?
N2 C9 C10 112.6(10) . . ?
C11 C10 C9 113.9(11) . . ?
C10 C11 C12 113.1(11) . . ?
N3 C12 C11 112.6(11) . . ?
N3 C13 C14 127.7(12) . . ?
C19 C14 C15 121.7(12) . . ?
C19 C14 C13 117.8(12) . . ?
C15 C14 C13 120.5(10) . . ?
O2 C15 C14 124.8(11) . . ?
O2 C15 C16 117.4(11) . . ?
C14 C15 C16 117.9(11) . . ?
O3 C16 C17 124.3(12) . . ?
O3 C16 C15 115.3(11) . . ?
C17 C16 C15 120.4(12) . . ?
C18 C17 C16 119.7(12) . . ?
C19 C18 C17 120.6(11) . . ?
C18 C19 C14 119.6(13) . . ?
C1 N1 C5 117.3(11) . . ?
C1 N1 Cu1 126.6(8) . . ?
C5 N1 Cu1 115.9(9) . . ?
C7 N2 C6 108.8(10) . . ?
C7 N2 C9 109.3(10) . . ?
C6 N2 C9 107.4(10) . . ?
C7 N2 Cu1 108.0(7) . . ?
C6 N2 Cu1 104.5(8) . . ?
C9 N2 Cu1 118.5(8) . . ?
C13 N3 C12 114.5(11) . . ?
C13 N3 Cu1 123.8(9) . . ?
C12 N3 Cu1 121.6(8) . . ?
C8 O1 Cu1 110.7(7) . . ?
C15 O2 Cu1 126.1(8) . . ?
C16 O3 C20 117.2(10) . . ?
N4 C21 C22 120.8(13) . . ?
C23 C22 C21 119.5(13) . . ?
C22 C23 C24 118.0(11) . . ?
C25 C24 C23 120.2(13) . . ?
N4 C25 C24 121.6(12) . . ?
N4 C25 C26 114.0(10) . . ?
C24 C25 C26 124.1(12) . . ?
N5 C26 C25 111.9(10) . . ?
C28 C27 N5 112.6(10) . . ?
O4 C28 C27 104.6(9) . . ?
N5 C29 C30 112.4(11) . . ?
C31 C30 C29 112.7(12) . . ?
C32 C31 C30 115.3(11) . . ?
C31 C32 N6 114.3(11) . . ?
N6 C33 C34 127.9(11) . . ?
C35 C34 C39 118.7(13) . . ?
C35 C34 C33 121.8(11) . . ?
C39 C34 C33 119.4(12) . . ?
O5 C35 C34 122.7(11) . . ?
O5 C35 C36 117.9(11) . . ?
C34 C35 C36 119.5(12) . . ?
O6 C36 C37 125.9(14) . . ?
O6 C36 C35 114.5(11) . . ?
C37 C36 C35 119.6(14) . . ?
C36 C37 C38 120.8(15) . . ?
C39 C38 C37 121.0(14) . . ?
C38 C39 C34 120.3(14) . . ?
C25 N4 C21 119.9(10) . . ?
C25 N4 Cu2 114.9(8) . . ?
C21 N4 Cu2 124.8(9) . . ?
C26 N5 C29 107.6(10) . . ?
C26 N5 C27 109.5(9) . . ?
C29 N5 C27 109.3(10) . . ?
C26 N5 Cu2 104.0(8) . . ?
C29 N5 Cu2 120.4(8) . . ?
C27 N5 Cu2 105.6(8) . . ?
C33 N6 C32 116.9(11) . . ?
C33 N6 Cu2 124.2(9) . . ?
C32 N6 Cu2 118.8(8) . . ?
C28 O4 Cu2 110.0(7) . . ?
C35 O5 Cu2 128.8(8) . . ?
C36 O6 C40 118.1(12) . . ?
N7 C41 C42 122.2(12) . . ?
C41 C42 C43 119.3(12) . . ?
C42 C43 C44 119.1(12) . . ?
C45 C44 C43 118.2(13) . . ?
N7 C45 C44 122.2(11) . . ?
N7 C45 C46 115.2(11) . . ?
C44 C45 C46 122.5(12) . . ?
C45 C46 N8 111.5(10) . . ?
C48 C47 N8 110.4(11) . . ?
O7 C48 C47 105.9(10) . . ?
N8 C49 C50 111.8(10) . . ?
C49 C50 C51 112.7(11) . . ?
C52 C51 C50 115.0(11) . . ?
N9 C52 C51 113.8(10) . . ?
N9 C53 C54 127.7(11) . . ?
C55 C54 C59 119.4(11) . . ?
C55 C54 C53 122.9(11) . . ?
C59 C54 C53 117.7(11) . . ?
O8 C55 C54 123.0(10) . . ?
O8 C55 C56 118.1(11) . . ?
C54 C55 C56 118.9(11) . . ?
O9 C56 C57 126.3(11) . . ?
O9 C56 C55 113.3(11) . . ?
C57 C56 C55 120.3(12) . . ?
C56 C57 C58 121.1(12) . . ?
C59 C58 C57 119.7(12) . . ?
C58 C59 C54 120.6(12) . . ?
C45 N7 C41 118.9(11) . . ?
C45 N7 Cu3 114.7(8) . . ?
C41 N7 Cu3 126.0(9) . . ?
C46 N8 C49 107.2(9) . . ?
C46 N8 C47 108.4(10) . . ?
C49 N8 C47 109.4(10) . . ?
C46 N8 Cu3 104.0(7) . . ?
C49 N8 Cu3 120.1(8) . . ?
C47 N8 Cu3 107.1(8) . . ?
C53 N9 C52 115.1(10) . . ?
C53 N9 Cu3 123.3(8) . . ?
C52 N9 Cu3 121.4(7) . . ?
C48 O7 Cu3 109.4(7) . . ?
C55 O8 Cu3 128.8(7) . . ?
C56 O9 C60 117.0(10) . . ?
N10 C61 C62 122.9(12) . . ?
C61 C62 C63 118.3(13) . . ?
C64 C63 C62 119.0(14) . . ?
C63 C64 C65 120.7(13) . . ?
C64 C65 N10 122.1(12) . . ?
C64 C65 C66 124.2(12) . . ?
N10 C65 C66 113.7(12) . . ?
N11 C66 C65 110.0(10) . . ?
N11 C67 C68 112.4(10) . . ?
O10 C68 C67 104.6(10) . . ?
N11 C69 C70 110.7(10) . . ?
C69 C70 C71 111.8(11) . . ?
C72 C71 C70 114.3(11) . . ?
N12 C72 C71 112.6(11) . . ?
N12 C73 C74 128.3(12) . . ?
C75 C74 C73 122.6(11) . . ?
C75 C74 C79 120.9(12) . . ?
C73 C74 C79 116.5(12) . . ?
O11 C75 C74 122.9(11) . . ?
O11 C75 C76 118.4(12) . . ?
C74 C75 C76 118.7(11) . . ?
O12 C76 C77 126.4(12) . . ?
O12 C76 C75 114.6(11) . . ?
C77 C76 C75 119.1(13) . . ?
C78 C77 C76 121.3(14) . . ?
C79 C78 C77 120.7(14) . . ?
C78 C79 C74 119.3(14) . . ?
C61 N10 C65 116.9(11) . . ?
C61 N10 Cu4 127.0(9) . . ?
C65 N10 Cu4 116.0(9) . . ?
C66 N11 C67 108.9(10) . . ?
C66 N11 C69 106.3(9) . . ?
C67 N11 C69 108.6(9) . . ?
C66 N11 Cu4 105.4(7) . . ?
C67 N11 Cu4 107.7(7) . . ?
C69 N11 Cu4 119.6(8) . . ?
C73 N12 C72 116.4(11) . . ?
C73 N12 Cu4 122.2(8) . . ?
C72 N12 Cu4 121.4(9) . . ?
C68 O10 Cu4 111.2(7) . . ?
C75 O11 Cu4 128.1(8) . . ?
C76 O12 C80 116.9(11) . . ?
C92 O90 C91 115.1(14) . . ?
C90 C91 O90 110.8(16) . . ?
O90 C92 C93 108.9(16) . . ?
C96 O95 C95 114.8(12) . . ?
O95 C95 C98 112.8(16) . . ?
O95 C96 C97 108.8(14) . . ?
O103 Cl1 O100 110.7(8) . . ?
O103 Cl1 O102 105.7(8) . . ?
O100 Cl1 O102 111.3(7) . . ?
O103 Cl1 O101 110.3(8) . . ?
O100 Cl1 O101 109.1(7) . . ?
O102 Cl1 O101 109.7(7) . . ?
O203 Cl2 O201 110.3(11) . . ?
O203 Cl2 O200 110.7(10) . . ?
O201 Cl2 O200 109.6(8) . . ?
O203 Cl2 O202 108.1(9) . . ?
O201 Cl2 O202 108.6(7) . . ?
O200 Cl2 O202 109.6(7) . . ?
O302 Cl3 O300 110.6(7) . . ?
O302 Cl3 O301 109.2(10) . . ?
O300 Cl3 O301 108.6(6) . . ?
O302 Cl3 O303 109.5(9) . . ?
O300 Cl3 O303 109.9(7) . . ?
O301 Cl3 O303 109.1(10) . . ?
O400 Cl4 O402 110.6(7) . . ?
O400 Cl4 O401 109.5(7) . . ?
O402 Cl4 O401 110.3(7) . . ?
O400 Cl4 O403 109.7(7) . . ?
O402 Cl4 O403 106.4(8) . . ?
O401 Cl4 O403 110.2(8) . . ?

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
O1 H1X O5 0.86 1.88 2.734(12) 179.9 .
O4 H4X O2 0.86 1.83 2.691(12) 179.9 .
O7 H7X O11 0.86 1.83 2.688(12) 179.7 .
O10 H10X O8 0.86 1.91 2.770(11) 179.7 .

_diffrn_measured_fraction_theta_max 0.949
_diffrn_reflns_theta_full        77.01
_diffrn_measured_fraction_theta_full 0.949
_refine_diff_density_max         3.232
_refine_diff_density_min         -1.079
_refine_diff_density_rms         0.228
####################################################################### 
# 
# 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_ms118
_database_code_depnum_ccdc_archive 'CCDC 1002229'
_audit_update_record             
;
2014-05-11 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H22 Cl Cu N3 O6'
_chemical_formula_weight         475.38

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   I2/a

loop_
_symmetry_equiv_pos_as_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                   19.0697(4)
_cell_length_b                   10.6833(2)
_cell_length_c                   18.9974(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.766(2)
_cell_angle_gamma                90.00
_cell_volume                     3850.71(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    89(2)
_cell_measurement_reflns_used    7951
_cell_measurement_theta_min      4.6760
_cell_measurement_theta_max      76.2540

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1960
_exptl_absorpt_coefficient_mu    1.316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7788
_exptl_absorpt_correction_T_max  0.8797
_exptl_absorpt_process_details   'SCALE3 ABSPACK (CrysAlisPro)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      89(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10385
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         26.02
_reflns_number_total             3677
_reflns_number_gt                3444
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0737P)²+13.2883P] 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         3677
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0382
_refine_ls_wR_factor_ref         0.1244
_refine_ls_wR_factor_gt          0.1218
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_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 0.692477(18) 0.26266(3) 0.118364(18) 0.01738(15) Uani 1 1 d . . .
C1 C 0.80983(13) 0.0993(2) 0.17906(12) 0.0109(5) Uani 1 1 d . . .
H1 H 0.8406 0.1542 0.1576 0.013 Uiso 1 1 calc R . .
C2 C 0.83724(13) -0.0070(2) 0.21303(13) 0.0130(5) Uani 1 1 d . . .
H2 H 0.8861 -0.0254 0.2147 0.016 Uiso 1 1 calc R . .
C3 C 0.79221(14) -0.0861(2) 0.24464(13) 0.0136(5) Uani 1 1 d . . .
H3 H 0.8098 -0.1605 0.2675 0.016 Uiso 1 1 calc R . .
C4 C 0.72085(14) -0.0561(2) 0.24281(13) 0.0121(5) Uani 1 1 d . . .
H4 H 0.6894 -0.1087 0.2650 0.015 Uiso 1 1 calc R . .
C5 C 0.69673(13) 0.0522(2) 0.20788(12) 0.0102(5) Uani 1 1 d . . .
C6 C 0.62159(13) 0.0968(2) 0.20672(13) 0.0117(5) Uani 1 1 d . . .
H6A H 0.5897 0.0237 0.2062 0.014 Uiso 1 1 calc R . .
H6B H 0.6162 0.1457 0.2501 0.014 Uiso 1 1 calc R . .
C7 C 0.56377(13) 0.0991(2) 0.08516(13) 0.0130(5) Uani 1 1 d . . .
H7A H 0.5395 0.1561 0.0495 0.016 Uiso 1 1 calc R . .
H7B H 0.5272 0.0483 0.1053 0.016 Uiso 1 1 calc R . .
C8 C 0.61171(14) 0.0116(2) 0.04798(13) 0.0142(5) Uani 1 1 d . . .
H8A H 0.6514 -0.0156 0.0822 0.017 Uiso 1 1 calc R . .
H8B H 0.5848 -0.0638 0.0314 0.017 Uiso 1 1 calc R . .
C9 C 0.64082(14) 0.0744(2) -0.01473(13) 0.0137(5) Uani 1 1 d . . .
H9A H 0.6765 0.0198 -0.0336 0.016 Uiso 1 1 calc R . .
H9B H 0.6024 0.0894 -0.0528 0.016 Uiso 1 1 calc R . .
C10 C 0.55544(13) 0.2838(2) 0.15978(13) 0.0115(5) Uani 1 1 d . . .
H10A H 0.5706 0.3163 0.2077 0.014 Uiso 1 1 calc R . .
H10B H 0.5059 0.2554 0.1589 0.014 Uiso 1 1 calc R . .
C11 C 0.56083(13) 0.3873(2) 0.10498(14) 0.0129(5) Uani 1 1 d . . .
H11A H 0.5388 0.3601 0.0581 0.015 Uiso 1 1 calc R . .
H11B H 0.5366 0.4639 0.1191 0.015 Uiso 1 1 calc R . .
C12 C 0.65917(13) 0.5219(2) 0.09103(12) 0.0102(5) Uani 1 1 d . . .
H12 H 0.6257 0.5877 0.0842 0.012 Uiso 1 1 calc R . .
C13 C 0.73293(13) 0.5528(2) 0.08808(12) 0.0092(5) Uani 1 1 d . . .
C14 C 0.78782(13) 0.4623(2) 0.09017(12) 0.0091(5) Uani 1 1 d . . .
C15 C 0.85742(13) 0.5059(3) 0.08621(13) 0.0131(5) Uani 1 1 d . . .
H15 H 0.8950 0.4474 0.0862 0.016 Uiso 1 1 calc R . .
C16 C 0.87140(14) 0.6325(3) 0.08236(14) 0.0161(5) Uani 1 1 d . . .
H16 H 0.9184 0.6595 0.0788 0.019 Uiso 1 1 calc R . .
C17 C 0.81797(15) 0.7217(3) 0.08352(14) 0.0154(5) Uani 1 1 d . . .
H17 H 0.8285 0.8085 0.0829 0.018 Uiso 1 1 calc R . .
C18 C 0.74951(14) 0.6811(2) 0.08564(13) 0.0124(5) Uani 1 1 d . . .
H18 H 0.7127 0.7411 0.0854 0.015 Uiso 1 1 calc R . .
N1 N 0.74045(11) 0.1271(2) 0.17558(10) 0.0093(4) Uani 1 1 d . . .
N2 N 0.60145(10) 0.1763(2) 0.14323(10) 0.0087(4) Uani 1 1 d . . .
N3 N 0.63609(10) 0.4117(2) 0.10228(11) 0.0095(4) Uani 1 1 d . . .
O1 O 0.67209(11) 0.19034(18) 0.00869(9) 0.0168(4) Uani 1 1 d . . .
O2 O 0.77791(9) 0.34043(16) 0.09550(9) 0.0102(4) Uani 1 1 d . . .
H2X H 0.6852 0.2273 -0.0276 0.012 Uiso 1 1 d . . .
Cl1 Cl 0.52111(3) -0.24745(5) 0.15297(3) 0.00926(17) Uani 1 1 d . . .
O10 O 0.47577(10) -0.14553(19) 0.16992(11) 0.0195(4) Uani 1 1 d . . .
O11 O 0.50907(11) -0.35472(19) 0.19619(11) 0.0226(5) Uani 1 1 d . . .
O12 O 0.50670(11) -0.2799(2) 0.07904(11) 0.0223(5) Uani 1 1 d . . .
O13 O 0.59368(10) -0.2087(2) 0.16655(11) 0.0193(4) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.9172(17) . ?
Cu1 N3 1.929(2) . ?
Cu1 N1 1.979(2) . ?
Cu1 N2 2.062(2) . ?
Cu1 O1 2.2195(18) . ?
C1 N1 1.351(3) . ?
C1 C2 1.383(4) . ?
C2 C3 1.384(4) . ?
C3 C4 1.395(4) . ?
C4 C5 1.389(4) . ?
C5 N1 1.347(3) . ?
C5 C6 1.508(3) . ?
C6 N2 1.494(3) . ?
C7 N2 1.502(3) . ?
C7 C8 1.529(4) . ?
C8 C9 1.520(3) . ?
C9 O1 1.427(3) . ?
C10 N2 1.497(3) . ?
C10 C11 1.530(4) . ?
C11 N3 1.465(3) . ?
C12 N3 1.282(3) . ?
C12 C13 1.451(3) . ?
C13 C18 1.408(4) . ?
C13 C14 1.423(3) . ?
C14 O2 1.320(3) . ?
C14 C15 1.416(3) . ?
C15 C16 1.382(4) . ?
C16 C17 1.397(4) . ?
C17 C18 1.380(4) . ?
Cl1 O11 1.442(2) . ?
Cl1 O13 1.4427(19) . ?
Cl1 O12 1.446(2) . ?
Cl1 O10 1.4466(19) . ?

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
O2 Cu1 N3 94.54(8) . . ?
O2 Cu1 N1 94.89(8) . . ?
N3 Cu1 N1 155.64(9) . . ?
O2 Cu1 N2 179.08(8) . . ?
N3 Cu1 N2 86.37(9) . . ?
N1 Cu1 N2 84.27(8) . . ?
O2 Cu1 O1 90.62(7) . . ?
N3 Cu1 O1 95.53(8) . . ?
N1 Cu1 O1 106.77(8) . . ?
N2 Cu1 O1 89.27(7) . . ?
N1 C1 C2 121.7(2) . . ?
C1 C2 C3 118.8(2) . . ?
C2 C3 C4 119.7(2) . . ?
C5 C4 C3 118.6(2) . . ?
N1 C5 C4 121.5(2) . . ?
N1 C5 C6 115.9(2) . . ?
C4 C5 C6 122.6(2) . . ?
N2 C6 C5 111.01(19) . . ?
N2 C7 C8 114.3(2) . . ?
C9 C8 C7 112.0(2) . . ?
O1 C9 C8 108.23(19) . . ?
N2 C10 C11 109.3(2) . . ?
N3 C11 C10 106.6(2) . . ?
N3 C12 C13 124.5(2) . . ?
C18 C13 C14 119.7(2) . . ?
C18 C13 C12 116.4(2) . . ?
C14 C13 C12 123.8(2) . . ?
O2 C14 C15 118.1(2) . . ?
O2 C14 C13 124.2(2) . . ?
C15 C14 C13 117.7(2) . . ?
C16 C15 C14 120.8(2) . . ?
C15 C16 C17 121.5(2) . . ?
C18 C17 C16 118.7(2) . . ?
C17 C18 C13 121.5(2) . . ?
C5 N1 C1 119.7(2) . . ?
C5 N1 Cu1 114.31(16) . . ?
C1 N1 Cu1 125.73(17) . . ?
C6 N2 C10 112.02(19) . . ?
C6 N2 C7 110.24(19) . . ?
C10 N2 C7 109.17(19) . . ?
C6 N2 Cu1 106.58(14) . . ?
C10 N2 Cu1 103.28(15) . . ?
C7 N2 Cu1 115.42(15) . . ?
C12 N3 C11 121.5(2) . . ?
C12 N3 Cu1 126.09(17) . . ?
C11 N3 Cu1 112.36(16) . . ?
C9 O1 Cu1 128.56(15) . . ?
C14 O2 Cu1 125.17(16) . . ?
O11 Cl1 O13 109.35(13) . . ?
O11 Cl1 O12 109.71(13) . . ?
O13 Cl1 O12 109.13(13) . . ?
O11 Cl1 O10 109.79(12) . . ?
O13 Cl1 O10 109.15(12) . . ?
O12 Cl1 O10 109.70(12) . . ?

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
N1 C1 C2 C3 -0.5(4) . . . . ?
C1 C2 C3 C4 -1.2(4) . . . . ?
C2 C3 C4 C5 1.1(4) . . . . ?
C3 C4 C5 N1 0.7(4) . . . . ?
C3 C4 C5 C6 -176.2(2) . . . . ?
N1 C5 C6 N2 28.1(3) . . . . ?
C4 C5 C6 N2 -154.9(2) . . . . ?
N2 C7 C8 C9 -89.6(3) . . . . ?
C7 C8 C9 O1 52.0(3) . . . . ?
N2 C10 C11 N3 -51.6(3) . . . . ?
N3 C12 C13 C18 -170.9(2) . . . . ?
N3 C12 C13 C14 6.7(4) . . . . ?
C18 C13 C14 O2 177.0(2) . . . . ?
C12 C13 C14 O2 -0.5(4) . . . . ?
C18 C13 C14 C15 -3.0(3) . . . . ?
C12 C13 C14 C15 179.5(2) . . . . ?
O2 C14 C15 C16 -178.4(2) . . . . ?
C13 C14 C15 C16 1.7(4) . . . . ?
C14 C15 C16 C17 1.2(4) . . . . ?
C15 C16 C17 C18 -2.7(4) . . . . ?
C16 C17 C18 C13 1.3(4) . . . . ?
C14 C13 C18 C17 1.6(4) . . . . ?
C12 C13 C18 C17 179.3(2) . . . . ?
C4 C5 N1 C1 -2.4(3) . . . . ?
C6 C5 N1 C1 174.7(2) . . . . ?
C4 C5 N1 Cu1 172.00(18) . . . . ?
C6 C5 N1 Cu1 -10.9(3) . . . . ?
C2 C1 N1 C5 2.3(4) . . . . ?
C2 C1 N1 Cu1 -171.38(18) . . . . ?
O2 Cu1 N1 C5 174.98(17) . . . . ?
N3 Cu1 N1 C5 62.5(3) . . . . ?
N2 Cu1 N1 C5 -5.39(17) . . . . ?
O1 Cu1 N1 C5 -92.89(17) . . . . ?
O2 Cu1 N1 C1 -11.1(2) . . . . ?
N3 Cu1 N1 C1 -123.5(2) . . . . ?
N2 Cu1 N1 C1 168.6(2) . . . . ?
O1 Cu1 N1 C1 81.1(2) . . . . ?
C5 C6 N2 C10 -141.9(2) . . . . ?
C5 C6 N2 C7 96.3(2) . . . . ?
C5 C6 N2 Cu1 -29.6(2) . . . . ?
C11 C10 N2 C6 157.4(2) . . . . ?
C11 C10 N2 C7 -80.2(2) . . . . ?
C11 C10 N2 Cu1 43.1(2) . . . . ?
C8 C7 N2 C6 -74.1(3) . . . . ?
C8 C7 N2 C10 162.4(2) . . . . ?
C8 C7 N2 Cu1 46.7(2) . . . . ?
O2 Cu1 N2 C6 43(5) . . . . ?
N3 Cu1 N2 C6 -137.89(16) . . . . ?
N1 Cu1 N2 C6 19.59(15) . . . . ?
O1 Cu1 N2 C6 126.52(15) . . . . ?
O2 Cu1 N2 C10 161(5) . . . . ?
N3 Cu1 N2 C10 -19.71(15) . . . . ?
N1 Cu1 N2 C10 137.77(15) . . . . ?
O1 Cu1 N2 C10 -115.30(15) . . . . ?
O2 Cu1 N2 C7 -80(5) . . . . ?
N3 Cu1 N2 C7 99.35(17) . . . . ?
N1 Cu1 N2 C7 -103.17(17) . . . . ?
O1 Cu1 N2 C7 3.77(17) . . . . ?
C13 C12 N3 C11 179.6(2) . . . . ?
C13 C12 N3 Cu1 0.4(4) . . . . ?
C10 C11 N3 C12 -145.8(2) . . . . ?
C10 C11 N3 Cu1 33.5(2) . . . . ?
O2 Cu1 N3 C12 -8.7(2) . . . . ?
N1 Cu1 N3 C12 103.8(3) . . . . ?
N2 Cu1 N3 C12 171.3(2) . . . . ?
O1 Cu1 N3 C12 -99.8(2) . . . . ?
O2 Cu1 N3 C11 171.98(16) . . . . ?
N1 Cu1 N3 C11 -75.5(3) . . . . ?
N2 Cu1 N3 C11 -8.01(17) . . . . ?
O1 Cu1 N3 C11 80.90(17) . . . . ?
C8 C9 O1 Cu1 8.8(3) . . . . ?
O2 Cu1 O1 C9 144.6(2) . . . . ?
N3 Cu1 O1 C9 -120.8(2) . . . . ?
N1 Cu1 O1 C9 49.3(2) . . . . ?
N2 Cu1 O1 C9 -34.5(2) . . . . ?
C15 C14 O2 Cu1 168.24(17) . . . . ?
C13 C14 O2 Cu1 -11.8(3) . . . . ?
N3 Cu1 O2 C14 14.26(19) . . . . ?
N1 Cu1 O2 C14 -143.25(19) . . . . ?
N2 Cu1 O2 C14 -167(26) . . . . ?
O1 Cu1 O2 C14 109.86(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        26.02
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.646
_refine_diff_density_min         -1.101
_refine_diff_density_rms         0.098
####################################################################### 
# 
# 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_ms150
_database_code_depnum_ccdc_archive 'CCDC 1002230'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H48 Cl2 Cu2 N6 O12'
_chemical_formula_weight         978.80

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'
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   Pbca

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

_cell_length_a                   12.2844(2)
_cell_length_b                   14.1806(2)
_cell_length_c                   23.1490(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4032.56(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    23208
_cell_measurement_theta_min      4.8650
_cell_measurement_theta_max      76.6490

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2024
_exptl_absorpt_coefficient_mu    3.130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5733
_exptl_absorpt_correction_T_max  0.7878
_exptl_absorpt_process_details   'SCALE3 ABSPACK (CrysAlisPro)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21542
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0434
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.82
_diffrn_reflns_theta_max         76.73
_reflns_number_total             4193
_reflns_number_gt                3555
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0050P)²+96.5313P] 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         4193
_refine_ls_number_parameters     261
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0878
_refine_ls_wR_factor_ref         0.2657
_refine_ls_wR_factor_gt          0.2612
_refine_ls_goodness_of_fit_ref   1.355
_refine_ls_restrained_S_all      1.380
_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 0.04363(10) 0.45031(8) 0.55861(5) 0.0125(3) Uani 1 1 d . . .
C1 C 0.2597(7) 0.5045(6) 0.5083(3) 0.0158(16) Uiso 1 1 d . . .
H1 H 0.2378 0.4704 0.4750 0.019 Uiso 1 1 calc R . .
C2 C 0.3589(8) 0.5511(6) 0.5079(4) 0.025(2) Uani 1 1 d . . .
H2 H 0.4042 0.5496 0.4747 0.030 Uiso 1 1 calc R . .
C3 C 0.3904(8) 0.5996(6) 0.5570(5) 0.027(2) Uani 1 1 d . . .
H3 H 0.4573 0.6333 0.5574 0.032 Uiso 1 1 calc R . .
C4 C 0.3253(7) 0.5991(6) 0.6049(4) 0.024(2) Uani 1 1 d . . .
H4 H 0.3476 0.6302 0.6393 0.028 Uiso 1 1 calc R . .
C5 C 0.2251(7) 0.5521(6) 0.6024(4) 0.0174(18) Uani 1 1 d . . .
C6 C 0.1462(8) 0.5504(6) 0.6517(4) 0.0212(19) Uani 1 1 d . . .
H6A H 0.1865 0.5451 0.6886 0.025 Uiso 1 1 calc R . .
H6B H 0.1042 0.6100 0.6524 0.025 Uiso 1 1 calc R . .
C7 C 0.1232(8) 0.3781(6) 0.6632(4) 0.0199(19) Uani 1 1 d . . .
H7A H 0.1955 0.3740 0.6444 0.024 Uiso 1 1 calc R . .
H7B H 0.0785 0.3254 0.6482 0.024 Uiso 1 1 calc R . .
C8 C 0.1383(9) 0.3645(6) 0.7281(4) 0.024(2) Uani 1 1 d . . .
H8A H 0.0663 0.3641 0.7473 0.029 Uiso 1 1 calc R . .
H8B H 0.1809 0.4178 0.7440 0.029 Uiso 1 1 calc R . .
C9 C 0.1976(7) 0.2717(6) 0.7406(4) 0.023(2) Uani 1 1 d D . .
H9A H 0.2090 0.2652 0.7827 0.028 Uiso 1 1 calc R . .
H9B H 0.1522 0.2181 0.7275 0.028 Uiso 1 1 calc R . .
C10 C -0.0278(7) 0.4889(6) 0.6806(4) 0.0186(18) Uani 1 1 d . . .
H10A H -0.0604 0.5493 0.6677 0.022 Uiso 1 1 calc R . .
H10B H -0.0064 0.4962 0.7216 0.022 Uiso 1 1 calc R . .
C11 C -0.1124(8) 0.4116(6) 0.6759(4) 0.0219(19) Uani 1 1 d . . .
H11A H -0.1680 0.4212 0.7062 0.026 Uiso 1 1 calc R . .
H11B H -0.0768 0.3501 0.6832 0.026 Uiso 1 1 calc R . .
C12 C -0.1687(7) 0.4080(6) 0.6172(4) 0.0182(17) Uiso 1 1 d . . .
H12A H -0.2288 0.3616 0.6189 0.022 Uiso 1 1 calc R . .
H12B H -0.2009 0.4706 0.6089 0.022 Uiso 1 1 calc R . .
C13 C -0.1266(7) 0.3165(5) 0.5352(4) 0.0148(17) Uani 1 1 d . . .
H13 H -0.1935 0.2866 0.5445 0.018 Uiso 1 1 calc R . .
C14 C -0.0720(7) 0.2838(5) 0.4840(4) 0.0160(17) Uani 1 1 d . . .
C15 C 0.0169(7) 0.3316(5) 0.4590(4) 0.0147(16) Uani 1 1 d . . .
C16 C 0.0678(7) 0.2903(6) 0.4105(4) 0.0175(17) Uani 1 1 d . . .
H16 H 0.1298 0.3196 0.3937 0.021 Uiso 1 1 calc R . .
C17 C 0.0279(8) 0.2068(6) 0.3870(4) 0.0223(19) Uani 1 1 d . . .
H17 H 0.0637 0.1792 0.3548 0.027 Uiso 1 1 calc R . .
C18 C -0.0641(8) 0.1631(6) 0.4102(4) 0.025(2) Uani 1 1 d . . .
H18 H -0.0929 0.1077 0.3929 0.029 Uiso 1 1 calc R . .
C19 C -0.1123(8) 0.2010(6) 0.4582(4) 0.025(2) Uani 1 1 d . . .
H19 H -0.1742 0.1708 0.4745 0.030 Uiso 1 1 calc R . .
N1 N 0.1935(6) 0.5063(5) 0.5546(3) 0.0154(14) Uani 1 1 d . . .
N2 N 0.0706(6) 0.4693(5) 0.6455(3) 0.0170(15) Uani 1 1 d . . .
N3 N -0.0945(6) 0.3821(5) 0.5699(3) 0.0145(14) Uani 1 1 d . . .
O1 O 0.3018(6) 0.2688(4) 0.7113(3) 0.0278(16) Uani 1 1 d D . .
H1X H 0.3415 0.2416 0.7372 0.033 Uiso 1 1 d . . .
O2 O 0.0522(5) 0.4142(4) 0.4780(2) 0.0147(12) Uani 1 1 d . . .
Cl1 Cl -0.12340(17) 0.09996(13) 0.66498(9) 0.0190(5) Uani 1 1 d . . .
O10 O -0.0658(7) 0.0134(5) 0.6597(3) 0.0365(19) Uani 1 1 d . . .
O11 O -0.2191(6) 0.0860(5) 0.6994(3) 0.0310(16) Uani 1 1 d . . .
O12 O -0.0560(7) 0.1687(6) 0.6929(5) 0.060(3) Uani 1 1 d . . .
O13 O -0.1561(7) 0.1327(7) 0.6090(4) 0.051(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 O2 1.937(6) . ?
Cu1 N3 1.970(7) . ?
Cu1 N1 2.007(7) . ?
Cu1 N2 2.058(7) . ?
Cu1 O2 2.407(6) 5_566 ?
C1 N1 1.344(11) . ?
C1 C2 1.386(13) . ?
C2 C3 1.383(14) . ?
C3 C4 1.367(14) . ?
C4 C5 1.401(12) . ?
C5 N1 1.341(11) . ?
C5 C6 1.498(13) . ?
C6 N2 1.485(11) . ?
C7 N2 1.503(11) . ?
C7 C8 1.525(12) . ?
C8 C9 1.533(12) . ?
C9 O1 1.449(10) . ?
C10 N2 1.483(11) . ?
C10 C11 1.514(12) . ?
C11 C12 1.525(12) . ?
C12 N3 1.472(11) . ?
C13 N3 1.290(11) . ?
C13 C14 1.439(12) . ?
C14 C19 1.407(11) . ?
C14 C15 1.410(12) . ?
C15 O2 1.324(9) . ?
C15 C16 1.413(12) . ?
C16 C17 1.391(12) . ?
C17 C18 1.396(14) . ?
C18 C19 1.370(14) . ?
O2 Cu1 2.407(6) 5_566 ?
Cl1 O10 1.422(7) . ?
Cl1 O12 1.433(8) . ?
Cl1 O13 1.433(8) . ?
Cl1 O11 1.433(7) . ?

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
O2 Cu1 N3 92.6(3) . . ?
O2 Cu1 N1 90.6(3) . . ?
N3 Cu1 N1 172.0(3) . . ?
O2 Cu1 N2 165.4(3) . . ?
N3 Cu1 N2 94.2(3) . . ?
N1 Cu1 N2 81.1(3) . . ?
O2 Cu1 O2 84.2(2) . 5_566 ?
N3 Cu1 O2 91.0(2) . 5_566 ?
N1 Cu1 O2 96.7(2) . 5_566 ?
N2 Cu1 O2 108.6(2) . 5_566 ?
N1 C1 C2 121.9(8) . . ?
C3 C2 C1 118.5(9) . . ?
C4 C3 C2 120.0(9) . . ?
C3 C4 C5 118.9(9) . . ?
N1 C5 C4 121.3(9) . . ?
N1 C5 C6 115.7(8) . . ?
C4 C5 C6 123.0(8) . . ?
N2 C6 C5 110.1(7) . . ?
N2 C7 C8 115.3(7) . . ?
C7 C8 C9 110.6(7) . . ?
O1 C9 C8 110.8(7) . . ?
N2 C10 C11 112.6(7) . . ?
C10 C11 C12 113.6(7) . . ?
N3 C12 C11 112.9(7) . . ?
N3 C13 C14 127.1(8) . . ?
C19 C14 C15 120.0(8) . . ?
C19 C14 C13 117.0(8) . . ?
C15 C14 C13 123.0(7) . . ?
O2 C15 C14 122.8(8) . . ?
O2 C15 C16 119.1(8) . . ?
C14 C15 C16 118.0(7) . . ?
C17 C16 C15 120.5(8) . . ?
C16 C17 C18 120.9(9) . . ?
C19 C18 C17 119.2(8) . . ?
C18 C19 C14 121.3(9) . . ?
C5 N1 C1 119.4(7) . . ?
C5 N1 Cu1 114.8(6) . . ?
C1 N1 Cu1 125.8(6) . . ?
C10 N2 C6 108.2(7) . . ?
C10 N2 C7 111.3(7) . . ?
C6 N2 C7 111.8(7) . . ?
C10 N2 Cu1 115.4(6) . . ?
C6 N2 Cu1 107.2(5) . . ?
C7 N2 Cu1 102.9(5) . . ?
C13 N3 C12 117.0(7) . . ?
C13 N3 Cu1 122.3(6) . . ?
C12 N3 Cu1 120.6(5) . . ?
C15 O2 Cu1 122.4(5) . . ?
C15 O2 Cu1 115.4(5) . 5_566 ?
Cu1 O2 Cu1 95.8(2) . 5_566 ?
O10 Cl1 O12 109.7(5) . . ?
O10 Cl1 O13 110.0(5) . . ?
O12 Cl1 O13 110.4(6) . . ?
O10 Cl1 O11 109.7(4) . . ?
O12 Cl1 O11 108.5(5) . . ?
O13 Cl1 O11 108.5(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 0.7(13) . . . . ?
C1 C2 C3 C4 1.5(14) . . . . ?
C2 C3 C4 C5 -2.5(14) . . . . ?
C3 C4 C5 N1 1.4(13) . . . . ?
C3 C4 C5 C6 -177.7(8) . . . . ?
N1 C5 C6 N2 21.9(10) . . . . ?
C4 C5 C6 N2 -158.9(8) . . . . ?
N2 C7 C8 C9 -177.2(8) . . . . ?
C7 C8 C9 O1 57.1(10) . . . . ?
N2 C10 C11 C12 -70.9(10) . . . . ?
C10 C11 C12 N3 65.8(10) . . . . ?
N3 C13 C14 C19 169.5(8) . . . . ?
N3 C13 C14 C15 -11.5(14) . . . . ?
C19 C14 C15 O2 173.7(8) . . . . ?
C13 C14 C15 O2 -5.3(13) . . . . ?
C19 C14 C15 C16 -4.4(12) . . . . ?
C13 C14 C15 C16 176.6(8) . . . . ?
O2 C15 C16 C17 -175.6(8) . . . . ?
C14 C15 C16 C17 2.6(12) . . . . ?
C15 C16 C17 C18 1.0(13) . . . . ?
C16 C17 C18 C19 -2.9(14) . . . . ?
C17 C18 C19 C14 1.0(14) . . . . ?
C15 C14 C19 C18 2.7(14) . . . . ?
C13 C14 C19 C18 -178.3(9) . . . . ?
C4 C5 N1 C1 0.7(12) . . . . ?
C6 C5 N1 C1 179.9(7) . . . . ?
C4 C5 N1 Cu1 -176.5(6) . . . . ?
C6 C5 N1 Cu1 2.7(9) . . . . ?
C2 C1 N1 C5 -1.8(12) . . . . ?
C2 C1 N1 Cu1 175.1(6) . . . . ?
O2 Cu1 N1 C5 174.0(6) . . . . ?
N3 Cu1 N1 C5 -73(2) . . . . ?
N2 Cu1 N1 C5 -18.1(6) . . . . ?
O2 Cu1 N1 C5 89.8(6) 5_566 . . . ?
O2 Cu1 N1 C1 -3.1(7) . . . . ?
N3 Cu1 N1 C1 110(2) . . . . ?
N2 Cu1 N1 C1 164.9(7) . . . . ?
O2 Cu1 N1 C1 -87.3(7) 5_566 . . . ?
C11 C10 N2 C6 178.2(7) . . . . ?
C11 C10 N2 C7 -58.6(9) . . . . ?
C11 C10 N2 Cu1 58.1(8) . . . . ?
C5 C6 N2 C10 -159.3(7) . . . . ?
C5 C6 N2 C7 77.8(9) . . . . ?
C5 C6 N2 Cu1 -34.3(8) . . . . ?
C8 C7 N2 C10 -47.2(10) . . . . ?
C8 C7 N2 C6 73.9(10) . . . . ?
C8 C7 N2 Cu1 -171.3(7) . . . . ?
O2 Cu1 N2 C10 -155.1(9) . . . . ?
N3 Cu1 N2 C10 -37.6(6) . . . . ?
N1 Cu1 N2 C10 149.0(6) . . . . ?
O2 Cu1 N2 C10 54.9(6) 5_566 . . . ?
O2 Cu1 N2 C6 84.4(12) . . . . ?
N3 Cu1 N2 C6 -158.2(6) . . . . ?
N1 Cu1 N2 C6 28.5(5) . . . . ?
O2 Cu1 N2 C6 -65.7(6) 5_566 . . . ?
O2 Cu1 N2 C7 -33.7(13) . . . . ?
N3 Cu1 N2 C7 83.8(6) . . . . ?
N1 Cu1 N2 C7 -89.6(6) . . . . ?
O2 Cu1 N2 C7 176.3(5) 5_566 . . . ?
C14 C13 N3 C12 175.5(8) . . . . ?
C14 C13 N3 Cu1 -1.3(12) . . . . ?
C11 C12 N3 C13 131.1(8) . . . . ?
C11 C12 N3 Cu1 -52.0(9) . . . . ?
O2 Cu1 N3 C13 19.3(7) . . . . ?
N1 Cu1 N3 C13 -93(2) . . . . ?
N2 Cu1 N3 C13 -147.8(7) . . . . ?
O2 Cu1 N3 C13 103.5(7) 5_566 . . . ?
O2 Cu1 N3 C12 -157.4(6) . . . . ?
N1 Cu1 N3 C12 90(2) . . . . ?
N2 Cu1 N3 C12 35.5(6) . . . . ?
O2 Cu1 N3 C12 -73.2(6) 5_566 . . . ?
C14 C15 O2 Cu1 32.0(11) . . . . ?
C16 C15 O2 Cu1 -149.9(6) . . . . ?
C14 C15 O2 Cu1 -83.7(8) . . . 5_566 ?
C16 C15 O2 Cu1 94.3(8) . . . 5_566 ?
N3 Cu1 O2 C15 -34.4(6) . . . . ?
N1 Cu1 O2 C15 138.2(6) . . . . ?
N2 Cu1 O2 C15 83.3(12) . . . . ?
O2 Cu1 O2 C15 -125.1(7) 5_566 . . . ?
N3 Cu1 O2 Cu1 90.7(3) . . . 5_566 ?
N1 Cu1 O2 Cu1 -96.7(2) . . . 5_566 ?
N2 Cu1 O2 Cu1 -151.6(10) . . . 5_566 ?
O2 Cu1 O2 Cu1 0.0 5_566 . . 5_566 ?

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
O1 H1X O12 0.86 2.30 3.160(12) 178.8 6_657

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        76.73
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         1.334
_refine_diff_density_min         -1.005
_refine_diff_density_rms         0.175
