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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_Crystal1
_database_code_depnum_ccdc_archive 'CCDC 1009322'
_audit_update_record             
;
2015-01-12 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;
_audit_creation_date             2014-06-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H46 N8, 6(Cl), 6(H2 O)'
_chemical_formula_sum            'C24 H58 Cl6 N8 O6'
_chemical_formula_weight         767.48
_chemical_melting_point          ?
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'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.8767(5)
_cell_length_b                   12.3829(8)
_cell_length_c                   12.4219(9)
_cell_angle_alpha                63.161(7)
_cell_angle_beta                 89.271(6)
_cell_angle_gamma                80.031(5)
_cell_volume                     926.99(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    0.510
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.076
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.036
_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7344
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         3.174
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2597
_reflns_number_total             3258
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    ?
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3258
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0276P)²+0.8287P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0919
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: Cl3(0.8) Cl4(0.2)
 Fixed Uiso: H1A(0.018) H1B(0.018) H3A(0.018) H3B(0.018) H4(0.015) H6(0.02)
 H9A(0.018) H9B(0.018) H10A(0.019) H10B(0.019) H1C(0.02) H1D(0.02) H8A(0.021)
 H8B(0.021) H2A(0.021) H2B(0.021) H4A(0.021) H5(0.024) H11A(0.02) H11B(0.02)
 H12A(0.031) H12B(0.031) H12C(0.031) H1E(0.027) H1F(0.027) H2C(0.038)
 H2D(0.038) H3C(0.045) H3D(0.045)
 Fixed X: H1A(0.9337) H1B(0.7493) H3A(0.8766) H3B(0.68) H4(1.1043) H6(0.8076)
 H9A(0.7531) H9B(0.8353) H10A(1.3036) H10B(1.1655) H1C(0.5925) H1D(0.7836)
 H8A(0.8017) H8B(1.0155) H2A(0.7394) H2B(0.5443) H4A(0.6681) H5(0.7204)
 H11A(1.1234) H11B(0.9406) H12A(0.978) H12B(0.9811) H12C(1.1847)
 Fixed Y: H1A(0.3466) H1B(0.2847) H3A(0.1444) H3B(0.1358) H4(0.2691)
 H6(0.4436) H9A(0.2008) H9B(0.1567) H10A(0.093) H10B(0.0587) H1C(0.3561)
 H1D(0.4115) H8A(0.2138) H8B(0.2054) H2A(0.5421) H2B(0.4851) H4A(0.656)
 H5(0.6401) H11A(0.0153) H11B(0.0137) H12A(0.2312) H12B(0.3617) H12C(0.27)
 Fixed Z: H1A(0.3604) H1B(0.3574) H3A(0.245) H3B(0.1842) H4(0.5519) H6(-
 0.1366) H9A(0.6588) H9B(0.5613) H10A(0.6959) H10B(0.6176) H1C(0.4907)
 H1D(0.4969) H8A(-0.0042) H8B(0.0521) H2A(0.2646) H2B(0.272) H4A(0.0341) H5(-
 0.1464) H11A(0.8628) H11B(0.7848) H12A(0.7815) H12B(0.6674) H12C(0.7336)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.7886(3) 0.35416(19) 0.36541(18) 0.0147(5) Uani 1 1 d . . . . .
H1A H 0.9337 0.3466 0.3604 0.018 Uiso 1 1 calc R U . . .
H1B H 0.7493 0.2847 0.3574 0.018 Uiso 1 1 calc R U . . .
N2 N 0.7788(3) 0.35777(19) 0.15105(18) 0.0137(5) Uani 1 1 d . . . . .
N3 N 0.8254(3) 0.12773(19) 0.18097(18) 0.0151(5) Uani 1 1 d . . . . .
H3A H 0.8766 0.1444 0.2450 0.018 Uiso 1 1 calc R U . . .
H3B H 0.6800 0.1358 0.1842 0.018 Uiso 1 1 calc R U . . .
N4 N 1.0428(3) 0.21749(19) 0.62676(18) 0.0127(5) Uani 1 1 d . . . . .
H4 H 1.1043 0.2691 0.5519 0.015 Uiso 1 1 calc R U . . .
C6 C 0.7870(3) 0.4525(2) -0.0650(2) 0.0169(6) Uani 1 1 d . . . . .
H6 H 0.8076 0.4436 -0.1366 0.020 Uiso 1 1 calc R U . . .
C9 C 0.8341(3) 0.2209(2) 0.5882(2) 0.0153(6) Uani 1 1 d . . . . .
H9A H 0.7531 0.2008 0.6588 0.018 Uiso 1 1 calc R U . . .
H9B H 0.8353 0.1567 0.5613 0.018 Uiso 1 1 calc R U . . .
C3 C 0.7270(3) 0.4703(2) 0.1444(2) 0.0147(6) Uani 1 1 d . . . . .
C7 C 0.8085(3) 0.3493(2) 0.0480(2) 0.0146(6) Uani 1 1 d . . . . .
C10 C 1.1652(4) 0.0897(2) 0.6784(2) 0.0159(6) Uani 1 1 d . . . . .
H10A H 1.3036 0.0930 0.6959 0.019 Uiso 1 1 calc R U . . .
H10B H 1.1655 0.0587 0.6176 0.019 Uiso 1 1 calc R U . . .
C1 C 0.7380(4) 0.3449(2) 0.4866(2) 0.0169(6) Uani 1 1 d . . . . .
H1C H 0.5925 0.3561 0.4907 0.020 Uiso 1 1 calc R U . . .
H1D H 0.7836 0.4115 0.4969 0.020 Uiso 1 1 calc R U . . .
C8 C 0.8715(4) 0.2211(2) 0.0608(2) 0.0179(6) Uani 1 1 d . . . . .
H8A H 0.8017 0.2138 -0.0042 0.021 Uiso 1 1 calc R U . . .
H8B H 1.0155 0.2054 0.0521 0.021 Uiso 1 1 calc R U . . .
C2 C 0.6886(4) 0.4726(2) 0.2631(2) 0.0175(6) Uani 1 1 d . . . . .
H2A H 0.7394 0.5421 0.2646 0.021 Uiso 1 1 calc R U . . .
H2B H 0.5443 0.4851 0.2720 0.021 Uiso 1 1 calc R U . . .
C4 C 0.7041(3) 0.5777(2) 0.0357(2) 0.0176(6) Uani 1 1 d . . . . .
H4A H 0.6681 0.6560 0.0341 0.021 Uiso 1 1 calc R U . . .
C5 C 0.7349(4) 0.5682(2) -0.0707(2) 0.0198(6) Uani 1 1 d . . . . .
H5 H 0.7204 0.6401 -0.1464 0.024 Uiso 1 1 calc R U . . .
C11 C 1.0868(4) 0.0006(2) 0.7944(2) 0.0164(6) Uani 1 1 d . . . . .
H11A H 1.1234 0.0153 0.8628 0.020 Uiso 1 1 calc R U . . .
H11B H 0.9406 0.0137 0.7848 0.020 Uiso 1 1 calc R U . . .
C12 C 1.0470(4) 0.2751(2) 0.7094(2) 0.0209(6) Uani 1 1 d . . . . .
H12A H 0.9780 0.2312 0.7815 0.031 Uiso 1 1 calc R U . . .
H12B H 0.9811 0.3617 0.6674 0.031 Uiso 1 1 calc R U . . .
H12C H 1.1847 0.2700 0.7336 0.031 Uiso 1 1 calc R U . . .
Cl1 Cl 1.15559(9) 0.10748(6) 0.37823(6) 0.01941(17) Uani 1 1 d . . . . .
Cl2 Cl 1.21025(9) 0.40317(6) 0.40403(6) 0.01921(17) Uani 1 1 d . . . . .
Cl3 Cl 0.4442(4) 0.78801(16) 0.1648(2) 0.0226(4) Uani 0.8 1 d . . P A 1
O1 O 1.3838(3) -0.14637(18) 0.59801(17) 0.0222(5) Uani 1 1 d D . . . .
H1E H 1.334(4) -0.081(2) 0.540(2) 0.027 Uiso 1 1 d D U . . .
H1F H 1.504(2) -0.151(3) 0.596(2) 0.027 Uiso 1 1 d D U . . .
O2 O 0.4350(3) 0.1231(2) 0.1744(2) 0.0315(5) Uani 1 1 d D . . . .
H2C H 0.365(4) 0.114(3) 0.231(2) 0.038 Uiso 1 1 d D U . . .
H2D H 0.387(4) 0.100(3) 0.130(2) 0.038 Uiso 1 1 d D U . . .
O3 O 0.2605(3) 1.0666(2) 0.01225(19) 0.0374(6) Uani 1 1 d D . . . .
H3C H 0.3087(5) 0.9910(6) 0.0474(3) 0.045 Uiso 1 1 d DR U . . .
H3D H 0.3424(7) 1.0963(3) -0.0378(4) 0.045 Uiso 1 1 d DR U . . .
Cl4 Cl 0.4240(17) 0.8319(7) 0.1607(10) 0.056(3) Uani 0.2 1 d D . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 H1A 0.9900 . ?
N1 H1B 0.9900 . ?
N1 C1 1.499(3) . ?
N1 C2 1.493(3) . ?
N2 C3 1.342(3) . ?
N2 C7 1.341(3) . ?
N3 H3A 0.9900 . ?
N3 H3B 0.9900 . ?
N3 C8 1.491(3) . ?
N3 C11 1.489(3) 2_756 ?
N4 H4 1.0000 . ?
N4 C9 1.506(3) . ?
N4 C10 1.503(3) . ?
N4 C12 1.494(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(3) . ?
C6 C5 1.385(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C1 1.520(3) . ?
C3 C2 1.507(4) . ?
C3 C4 1.389(3) . ?
C7 C8 1.507(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.528(3) . ?
C1 H1C 0.9900 . ?
C1 H1D 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C4 H4A 0.9500 . ?
C4 C5 1.389(4) . ?
C5 H5 0.9500 . ?
C11 N3 1.489(3) 2_756 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
O1 H1E 0.816(17) . ?
O1 H1F 0.818(16) . ?
O2 H2C 0.825(17) . ?
O2 H2D 0.825(17) . ?
O3 H3C 0.839(6) . ?
O3 H3D 0.834(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A N1 H1B 107.8 . . ?
C1 N1 H1A 109.1 . . ?
C1 N1 H1B 109.1 . . ?
C2 N1 H1A 109.1 . . ?
C2 N1 H1B 109.1 . . ?
C2 N1 C1 112.63(19) . . ?
C7 N2 C3 118.3(2) . . ?
H3A N3 H3B 107.8 . . ?
C8 N3 H3A 109.1 . . ?
C8 N3 H3B 109.1 . . ?
C11 N3 H3A 109.1 2_756 . ?
C11 N3 H3B 109.1 2_756 . ?
C11 N3 C8 112.48(19) 2_756 . ?
C9 N4 H4 106.7 . . ?
C10 N4 H4 106.7 . . ?
C10 N4 C9 111.92(19) . . ?
C12 N4 H4 106.7 . . ?
C12 N4 C9 111.76(19) . . ?
C12 N4 C10 112.63(19) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C5 C6 C7 118.6(2) . . ?
N4 C9 H9A 108.9 . . ?
N4 C9 H9B 108.9 . . ?
N4 C9 C1 113.19(19) . . ?
H9A C9 H9B 107.8 . . ?
C1 C9 H9A 108.9 . . ?
C1 C9 H9B 108.9 . . ?
N2 C3 C2 115.4(2) . . ?
N2 C3 C4 122.7(2) . . ?
C4 C3 C2 121.8(2) . . ?
N2 C7 C6 122.6(2) . . ?
N2 C7 C8 116.2(2) . . ?
C6 C7 C8 121.2(2) . . ?
N4 C10 H10A 109.2 . . ?
N4 C10 H10B 109.2 . . ?
N4 C10 C11 112.12(19) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
N1 C1 C9 111.2(2) . . ?
N1 C1 H1C 109.4 . . ?
N1 C1 H1D 109.4 . . ?
C9 C1 H1C 109.4 . . ?
C9 C1 H1D 109.4 . . ?
H1C C1 H1D 108.0 . . ?
N3 C8 C7 110.6(2) . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
N1 C2 C3 110.0(2) . . ?
N1 C2 H2A 109.7 . . ?
N1 C2 H2B 109.7 . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C4 H4A 120.7 . . ?
C3 C4 C5 118.6(3) . . ?
C5 C4 H4A 120.7 . . ?
C6 C5 C4 119.1(2) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N3 C11 C10 108.6(2) 2_756 . ?
N3 C11 H11A 110.0 2_756 . ?
N3 C11 H11B 110.0 2_756 . ?
C10 C11 H11A 110.0 . . ?
C10 C11 H11B 110.0 . . ?
H11A C11 H11B 108.4 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H1E O1 H1F 106(3) . . ?
H2C O2 H2D 110(3) . . ?
H3C O3 H3D 103.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3B O2 0.99 1.73 2.698(3) 165.2 .
O1 H1E Cl1 0.816(17) 2.419(17) 3.232(2) 174(3) .

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
N2 C3 C2 N1 21.4(3) . . . . ?
N2 C3 C4 C5 0.4(4) . . . . ?
N2 C7 C8 N3 18.4(3) . . . . ?
N4 C9 C1 N1 85.6(3) . . . . ?
N4 C10 C11 N3 163.3(2) . . . 2_756 ?
C6 C7 C8 N3 -162.9(2) . . . . ?
C9 N4 C10 C11 -63.8(3) . . . . ?
C3 N2 C7 C6 -0.2(3) . . . . ?
C3 N2 C7 C8 178.5(2) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C7 N2 C3 C2 177.8(2) . . . . ?
C7 N2 C3 C4 -0.3(3) . . . . ?
C7 C6 C5 C4 -0.6(3) . . . . ?
C10 N4 C9 C1 -152.6(2) . . . . ?
C1 N1 C2 C3 -173.7(2) . . . . ?
C2 N1 C1 C9 177.22(19) . . . . ?
C2 C3 C4 C5 -177.6(2) . . . . ?
C4 C3 C2 N1 -160.5(2) . . . . ?
C5 C6 C7 N2 0.7(4) . . . . ?
C5 C6 C7 C8 -178.0(2) . . . . ?
C11 N3 C8 C7 -170.93(19) 2_756 . . . ?
C12 N4 C9 C1 80.0(3) . . . . ?
C12 N4 C10 C11 63.2(3) . . . . ?


#===END 
####################################################################### 
# 
# 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_Crystal2
_database_code_depnum_ccdc_archive 'CCDC 1009323'


#Added by publCIF



_audit_update_record             
;
2015-01-12 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;
_audit_creation_date             2014-05-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H40 Cl2 Cu2 N8, 2(C F3 O3 S)'
_chemical_formula_sum            'C26 H40 Cl2 Cu2 F6 N8 O6 S2'
_chemical_formula_weight         936.76
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.0903(3)
_cell_length_b                   18.9117(6)
_cell_length_c                   13.8692(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 128.989(2)
_cell_angle_gamma                90.00
_cell_volume                     1853.23(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    120.0(2)
_cell_measurement_reflns_used    2549
_cell_measurement_theta_min      2.9746
_cell_measurement_theta_max      28.8729

_exptl_crystal_description       hexagonal
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.062
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    1.485
_exptl_absorpt_correction_T_min  0.9135
_exptl_absorpt_correction_T_max  0.9416
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9232
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.981
_diffrn_ambient_temperature      120.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2679
_reflns_number_total             3255
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3255
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+1.3173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0621
_refine_ls_wR_factor_ref         0.0668
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 S1, C13
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.02
3.a Ternary CH refined with riding coordinates:
 N4(H4), N2(H2)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C7(H7A,H7B), C9(H9A,H9B), C12(H12A,H12B), C8(H8A,H8B), C11(H11A,
 H11B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4A), C5(H5)
3.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.18616(5) 0.46315(2) 0.24758(3) 0.01425(10) Uani 1 1 d . . . . .
Cl1 Cl 0.42400(10) 0.54156(4) 0.32072(5) 0.02066(17) Uani 1 1 d . . . . .
N3 N 0.0343(3) 0.37297(12) 0.21577(19) 0.0167(5) Uani 1 1 d . . . . .
N4 N 0.2244(3) 0.41910(11) 0.13008(18) 0.0146(5) Uani 1 1 d . . . . .
H4 H 0.3544 0.3982 0.1853 0.018 Uiso 1 1 calc R U . . .
N2 N 0.1984(3) 0.47618(11) 0.39744(18) 0.0165(5) Uani 1 1 d . . . . .
H2 H 0.3342 0.4715 0.4727 0.020 Uiso 1 1 calc R U . . .
N1 N -0.0560(3) 0.54372(11) 0.17482(18) 0.0153(5) Uani 1 1 d . . . . .
C1 C 0.2253(4) 0.46843(14) 0.0463(2) 0.0157(6) Uani 1 1 d . . . . .
H1A H 0.3456 0.4953 0.0966 0.019 Uiso 1 1 calc R U . . .
H1B H 0.1211 0.5029 0.0118 0.019 Uiso 1 1 calc R U . . .
C2 C -0.2039(4) 0.56616(14) 0.0601(2) 0.0157(6) Uani 1 1 d . . . . .
C7 C 0.1374(4) 0.54752(14) 0.3999(2) 0.0199(6) Uani 1 1 d . . . . .
H7A H 0.2430 0.5810 0.4327 0.024 Uiso 1 1 calc R U . . .
H7B H 0.1068 0.5480 0.4570 0.024 Uiso 1 1 calc R U . . .
C3 C -0.3288(4) 0.61748(15) 0.0404(2) 0.0213(7) Uani 1 1 d . . . . .
H3 H -0.4305 0.6325 -0.0414 0.026 Uiso 1 1 calc R U . . .
C6 C -0.0340(4) 0.57209(15) 0.2728(2) 0.0185(6) Uani 1 1 d . . . . .
C9 C 0.1045(4) 0.35338(15) 0.3425(2) 0.0232(7) Uani 1 1 d . . . . .
H9A H 0.2369 0.3366 0.3931 0.028 Uiso 1 1 calc R U . . .
H9B H 0.0259 0.3149 0.3373 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0942(4) 0.35776(15) 0.0679(2) 0.0192(6) Uani 1 1 d . . . . .
H12A H 0.1394 0.3249 0.0360 0.023 Uiso 1 1 calc R U . . .
H12B H -0.0345 0.3740 -0.0027 0.023 Uiso 1 1 calc R U . . .
C4 C -0.3035(4) 0.64673(16) 0.1417(2) 0.0255(7) Uani 1 1 d . . . . .
H4A H -0.3869 0.6823 0.1304 0.031 Uiso 1 1 calc R U . . .
C5 C -0.1546(4) 0.62322(16) 0.2593(2) 0.0239(7) Uani 1 1 d . . . . .
H5 H -0.1354 0.6420 0.3300 0.029 Uiso 1 1 calc R U . . .
C8 C 0.0934(4) 0.41821(15) 0.4023(2) 0.0216(7) Uani 1 1 d . . . . .
H8A H -0.0403 0.4321 0.3571 0.026 Uiso 1 1 calc R U . . .
H8B H 0.1504 0.4079 0.4895 0.026 Uiso 1 1 calc R U . . .
C10 C -0.1752(4) 0.37932(16) 0.1298(2) 0.0230(7) Uani 1 1 d . . . . .
H10A H -0.2187 0.3948 0.0482 0.034 Uiso 1 1 calc R U . . .
H10B H -0.2136 0.4141 0.1626 0.034 Uiso 1 1 calc R U . . .
H10C H -0.2314 0.3333 0.1220 0.034 Uiso 1 1 calc R U . . .
C11 C 0.0908(4) 0.32098(15) 0.1635(2) 0.0223(7) Uani 1 1 d . . . . .
H11A H -0.0005 0.2813 0.1244 0.027 Uiso 1 1 calc R U . . .
H11B H 0.2177 0.3016 0.2306 0.027 Uiso 1 1 calc R U . . .
S1 S 0.67562(10) 0.31312(4) 0.35817(6) 0.01773(17) Uani 1 1 d . U . . .
F1 F 0.7128(3) 0.22352(9) 0.22968(16) 0.0384(5) Uani 1 1 d . . . . .
F2 F 0.4299(2) 0.22978(9) 0.17088(14) 0.0362(5) Uani 1 1 d . . . . .
F3 F 0.6477(2) 0.17591(8) 0.34022(14) 0.0302(4) Uani 1 1 d . . . . .
O3 O 0.6195(3) 0.36767(10) 0.26739(16) 0.0241(5) Uani 1 1 d . . . . .
O2 O 0.8772(3) 0.30687(10) 0.45440(16) 0.0241(5) Uani 1 1 d . . . . .
O1 O 0.5614(3) 0.30966(11) 0.39716(18) 0.0313(5) Uani 1 1 d . . . . .
C13 C 0.6134(4) 0.23154(15) 0.2696(2) 0.0215(6) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.2677(7) . ?
Cu1 N3 2.060(2) . ?
Cu1 N4 2.046(2) . ?
Cu1 N2 2.026(2) . ?
Cu1 N1 2.322(2) . ?
N3 C9 1.491(3) . ?
N3 C10 1.485(3) . ?
N3 C11 1.491(3) . ?
N4 H4 1.0000 . ?
N4 C1 1.493(3) . ?
N4 C12 1.485(3) . ?
N2 H2 1.0000 . ?
N2 C7 1.467(3) . ?
N2 C8 1.482(3) . ?
N1 C2 1.352(3) . ?
N1 C6 1.353(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.511(3) 3_565 ?
C2 C1 1.511(3) 3_565 ?
C2 C3 1.384(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C6 1.515(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(4) . ?
C6 C5 1.383(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.519(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.515(4) . ?
C4 H4A 0.9500 . ?
C4 C5 1.383(4) . ?
C5 H5 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
S1 O3 1.4497(19) . ?
S1 O2 1.441(2) . ?
S1 O1 1.443(2) . ?
S1 C13 1.826(3) . ?
F1 C13 1.332(3) . ?
F2 C13 1.336(3) . ?
F3 C13 1.334(3) . ?

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
Cl1 Cu1 N1 98.15(6) . . ?
N3 Cu1 Cl1 163.55(7) . . ?
N3 Cu1 N1 97.24(8) . . ?
N4 Cu1 Cl1 91.74(6) . . ?
N4 Cu1 N3 85.36(8) . . ?
N4 Cu1 N1 120.73(8) . . ?
N2 Cu1 Cl1 92.30(6) . . ?
N2 Cu1 N3 85.25(8) . . ?
N2 Cu1 N4 160.06(9) . . ?
N2 Cu1 N1 77.93(8) . . ?
C9 N3 Cu1 102.78(16) . . ?
C10 N3 Cu1 116.94(17) . . ?
C10 N3 C9 110.3(2) . . ?
C10 N3 C11 108.8(2) . . ?
C11 N3 Cu1 105.12(16) . . ?
C11 N3 C9 112.8(2) . . ?
Cu1 N4 H4 105.2 . . ?
C1 N4 Cu1 116.86(15) . . ?
C1 N4 H4 105.2 . . ?
C12 N4 Cu1 107.92(15) . . ?
C12 N4 H4 105.2 . . ?
C12 N4 C1 115.37(19) . . ?
Cu1 N2 H2 107.1 . . ?
C7 N2 Cu1 111.01(15) . . ?
C7 N2 H2 107.1 . . ?
C7 N2 C8 114.5(2) . . ?
C8 N2 Cu1 109.61(15) . . ?
C8 N2 H2 107.1 . . ?
C2 N1 Cu1 133.33(17) . . ?
C2 N1 C6 117.8(2) . . ?
C6 N1 Cu1 108.84(17) . . ?
N4 C1 H1A 108.4 . . ?
N4 C1 H1B 108.4 . . ?
N4 C1 C2 115.4(2) . 3_565 ?
H1A C1 H1B 107.5 . . ?
C2 C1 H1A 108.4 3_565 . ?
C2 C1 H1B 108.4 3_565 . ?
N1 C2 C1 115.8(2) . 3_565 ?
N1 C2 C3 122.5(2) . . ?
C3 C2 C1 121.7(2) . 3_565 ?
N2 C7 H7A 109.1 . . ?
N2 C7 H7B 109.1 . . ?
N2 C7 C6 112.4(2) . . ?
H7A C7 H7B 107.9 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.1(2) . . ?
C4 C3 H3 120.4 . . ?
N1 C6 C7 116.2(2) . . ?
N1 C6 C5 122.5(2) . . ?
C5 C6 C7 121.2(2) . . ?
N3 C9 H9A 110.0 . . ?
N3 C9 H9B 110.0 . . ?
N3 C9 C8 108.5(2) . . ?
H9A C9 H9B 108.4 . . ?
C8 C9 H9A 110.0 . . ?
C8 C9 H9B 110.0 . . ?
N4 C12 H12A 110.2 . . ?
N4 C12 H12B 110.2 . . ?
N4 C12 C11 107.3(2) . . ?
H12A C12 H12B 108.5 . . ?
C11 C12 H12A 110.2 . . ?
C11 C12 H12B 110.2 . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 C3 118.8(3) . . ?
C5 C4 H4A 120.6 . . ?
C6 C5 H5 120.4 . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 H5 120.4 . . ?
N2 C8 C9 107.8(2) . . ?
N2 C8 H8A 110.1 . . ?
N2 C8 H8B 110.1 . . ?
C9 C8 H8A 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.5 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 109.0(2) . . ?
N3 C11 H11A 109.9 . . ?
N3 C11 H11B 109.9 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
O3 S1 C13 103.07(12) . . ?
O2 S1 O3 114.23(12) . . ?
O2 S1 O1 116.43(12) . . ?
O2 S1 C13 103.23(12) . . ?
O1 S1 O3 114.50(13) . . ?
O1 S1 C13 102.86(13) . . ?
F1 C13 S1 111.8(2) . . ?
F1 C13 F2 107.9(2) . . ?
F1 C13 F3 108.0(2) . . ?
F2 C13 S1 111.65(19) . . ?
F3 C13 S1 109.99(17) . . ?
F3 C13 F2 107.3(2) . . ?

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
N4 H4 O3 1.00 2.00 2.977(3) 166.3 .
N2 H2 Cl1 1.00 2.28 3.208(2) 154.7 3_666

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
Cu1 N3 C9 C8 50.4(2) . . . . ?
Cu1 N3 C11 C12 -43.9(2) . . . . ?
Cu1 N4 C1 C2 -165.13(17) . . . 3_565 ?
Cu1 N4 C12 C11 -38.6(2) . . . . ?
Cu1 N2 C7 C6 41.5(3) . . . . ?
Cu1 N2 C8 C9 29.3(2) . . . . ?
Cu1 N1 C2 C1 2.1(4) . . . 3_565 ?
Cu1 N1 C2 C3 -178.0(2) . . . . ?
Cu1 N1 C6 C7 1.7(3) . . . . ?
Cu1 N1 C6 C5 178.6(2) . . . . ?
N3 C9 C8 N2 -54.5(3) . . . . ?
N4 C12 C11 N3 56.2(3) . . . . ?
N2 C7 C6 N1 -27.3(3) . . . . ?
N2 C7 C6 C5 155.8(3) . . . . ?
N1 C2 C3 C4 -0.7(4) . . . . ?
N1 C6 C5 C4 -0.2(4) . . . . ?
C1 N4 C12 C11 -171.4(2) . . . . ?
C1 C2 C3 C4 179.2(3) 3_565 . . . ?
C2 N1 C6 C7 -177.9(2) . . . . ?
C2 N1 C6 C5 -0.9(4) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C7 N2 C8 C9 154.9(2) . . . . ?
C7 C6 C5 C4 176.6(3) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C6 N1 C2 C1 -178.5(2) . . . 3_565 ?
C6 N1 C2 C3 1.4(4) . . . . ?
C9 N3 C11 C12 -155.1(2) . . . . ?
C12 N4 C1 C2 -36.7(3) . . . 3_565 ?
C8 N2 C7 C6 -83.3(3) . . . . ?
C10 N3 C9 C8 -75.1(3) . . . . ?
C10 N3 C11 C12 82.1(3) . . . . ?
C11 N3 C9 C8 163.0(2) . . . . ?
O3 S1 C13 F1 63.5(2) . . . . ?
O3 S1 C13 F2 -57.5(2) . . . . ?
O3 S1 C13 F3 -176.51(19) . . . . ?
O2 S1 C13 F1 -55.7(2) . . . . ?
O2 S1 C13 F2 -176.70(19) . . . . ?
O2 S1 C13 F3 64.3(2) . . . . ?
O1 S1 C13 F1 -177.20(19) . . . . ?
O1 S1 C13 F2 61.8(2) . . . . ?
O1 S1 C13 F3 -57.2(2) . . . . ?

#===END 

####################################################################### 
# 
# 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_crystal3
_database_code_depnum_ccdc_archive 'CCDC 1009324'
_audit_update_record             
;
2015-01-12 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;
_audit_creation_date             2014-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H41 Cu2 N8 O, 3(Cl O4), 2(H2 O)'
_chemical_formula_sum            'C24 H45 Cl3 Cu2 N8 O15'
_chemical_formula_weight         919.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.4620(3)
_cell_length_b                   13.5450(4)
_cell_length_c                   16.6510(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.723(2)
_cell_angle_gamma                90
_cell_volume                     3590.90(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    11026
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      27.485
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_correction_type   cylinder
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.5123
_exptl_absorpt_correction_T_max  0.5195
_exptl_absorpt_correction_T_ave  0.5163
_exptl_absorpt_coefficient_mu    1.486
_exptl_crystal_size_rad          0.3000
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1896
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19921
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.279
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_diffrn_measurement_method       CCD

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4841
_reflns_number_total             6292
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.045
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     542
_refine_ls_number_reflns         6292
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0689P)²+5.2384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1400
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All O(H) groups, All
  O(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-H1
 0.9 with sigma of 0.02
 H2B-O2
 0.82 with sigma of 0.01
 H2A-O2
 0.82 with sigma of 0.01
 H3BB-O3B
 0.82 with sigma of 0.02
 O3B-H3BA
 0.82 with sigma of 0.02
 H3AB-O3A
 0.82 with sigma of 0.02
 O3A-H3AA
 0.82 with sigma of 0.02
3. Rigid bond restraints
 Cl1, O13A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Others
 Fixed Sof: O3A(0.5) H3AA(0.5) H3AB(0.5) O3B(0.5) H3BA(0.5) H3BB(0.5)
 O24B(0.5) O22B(0.5) O24A(0.5) O23B(0.5) O14A(0.5) O13A(0.5) O12A(0.5)
 O12B(0.5) O14B(0.5) O22A(0.5) O13B(0.5) O23A(0.5)
5.a Rotating group with stretchable bonds:
 O3A(H3AA,H3AB), O3B(H3BA,H3BB), O2(H2A,H2B), O1(H1)
5.b Ternary CH refined with riding coordinates:
 N2(H2), N4(H4), N8(H8), N6(H6)
5.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B), C24(H24A,H24B), C13(H13A,H13B),
 C8(H8A,H8B), C23(H23A,H23B), C7(H7A,H7B), C19(H19A,H19B), C1(H1A,H1B),
 C21(H21A,H21B), C20(H20A,H20B)
5.d Aromatic/amide H refined with riding coordinates:
 C15(H15), C5(H5), C16(H16), C3(H3), C4(H4A), C17(H17)
5.e Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu2 Cu 0.14735(3) 0.88615(4) 0.23977(3) 0.03694(17) Uani 1 1 d . . . . .
Cu1 Cu 0.35978(3) 0.96249(4) 0.24092(3) 0.03829(17) Uani 1 1 d . . . . .
Cl3 Cl 0.62432(9) 0.69134(14) 0.09403(11) 0.0784(5) Uani 1 1 d . . . . .
Cl2 Cl 0.18868(8) 0.83818(10) -0.11076(8) 0.0544(3) Uani 1 1 d . . . . .
Cl1 Cl 0.82992(9) 0.51881(11) 0.92280(9) 0.0637(4) Uani 1 1 d . U . . .
O3A O 0.3296(6) 0.2725(7) 0.1817(8) 0.098(3) Uani 0.5 1 d D . P A 1
H3AA H 0.3107(7) 0.3248(12) 0.1594(9) 0.118 Uiso 0.5 1 d DR U P A 1
H3AB H 0.3569(8) 0.2653(7) 0.2303(12) 0.118 Uiso 0.5 1 d DR U P A 1
O3B O 0.6927(9) 0.7298(9) 0.9012(11) 0.140(5) Uani 0.5 1 d D . P B 2
H3BA H 0.6980(9) 0.7209(9) 0.9509(15) 0.168 Uiso 0.5 1 d DR U P B 2
H3BB H 0.7312(11) 0.6893(11) 0.9006(11) 0.168 Uiso 0.5 1 d DR U P B 2
O24B O 0.2735(7) 0.8141(16) -0.0870(14) 0.098(6) Uani 0.5 1 d . . P C 2
O34 O 0.6958(4) 0.6580(5) 0.0740(5) 0.154(3) Uani 1 1 d . . . . .
O22B O 0.1720(18) 0.9074(19) -0.0541(18) 0.110(9) Uani 0.5 1 d . . P C 2
O24A O 0.2615(18) 0.781(2) -0.095(2) 0.223(16) Uani 0.5 1 d . . P C 1
O11 O 0.8385(4) 0.4674(4) 0.8525(4) 0.123(2) Uani 1 1 d . . . . .
O21 O 0.1656(4) 0.8710(5) -0.1941(3) 0.125(2) Uani 1 1 d . . . . .
O23B O 0.1409(16) 0.7528(14) -0.0929(12) 0.118(8) Uani 0.5 1 d . . P C 2
O14A O 0.7383(7) 0.5169(15) 0.9145(9) 0.112(6) Uani 0.5 1 d . . P D 1
O13A O 0.8653(15) 0.6081(12) 0.9283(15) 0.131(10) Uani 0.5 1 d . U P D 1
O12A O 0.8654(14) 0.4582(12) 0.9870(9) 0.130(6) Uani 0.5 1 d . . P D 1
O31 O 0.6102(5) 0.6523(6) 0.1644(5) 0.167(3) Uani 1 1 d . . . . .
O2 O 0.3239(3) 0.9221(5) 0.4507(3) 0.1117(18) Uani 1 1 d D . . . .
H2A H 0.3131(3) 0.8626(7) 0.4527(3) 0.134 Uiso 1 1 d DR U . . .
H2B H 0.2919(4) 0.9534(6) 0.4708(3) 0.134 Uiso 1 1 d DR U . . .
O32 O 0.5539(5) 0.6339(10) 0.0413(6) 0.223(5) Uani 1 1 d . . . . .
O33 O 0.6021(6) 0.7793(5) 0.0752(8) 0.238(6) Uani 1 1 d . . . . .
O12B O 0.9071(18) 0.520(4) 0.9811(16) 0.279(19) Uani 0.5 1 d . . P D 2
O14B O 0.7756(18) 0.494(2) 0.9607(18) 0.224(13) Uani 0.5 1 d . . P D 2
O22A O 0.197(2) 0.916(2) -0.0606(17) 0.143(12) Uani 0.5 1 d . . P C 1
O13B O 0.828(2) 0.6135(18) 0.901(2) 0.224(17) Uani 0.5 1 d . . P D 2
O1 O 0.26182(16) 0.9258(2) 0.27524(19) 0.0384(7) Uani 1 1 d D . . . .
H1 H 0.2694(9) 0.931(3) 0.3289(13) 0.046 Uiso 1 1 d DR U . . .
O23A O 0.1288(15) 0.7852(19) -0.1054(19) 0.184(13) Uani 0.5 1 d . . P C 1
N2 N 0.3092(2) 1.0592(3) 0.1456(3) 0.0519(10) Uani 1 1 d . . . . .
H2 H 0.3232 1.1248 0.1700 0.062 Uiso 1 1 calc R U . . .
N5 N 0.0308(2) 0.8464(3) 0.2008(2) 0.0397(8) Uani 1 1 d . . . . .
N1 N 0.4588(2) 1.0030(3) 0.2067(2) 0.0418(9) Uani 1 1 d . . . . .
N4 N 0.1036(2) 0.9519(3) 0.3320(2) 0.0422(9) Uani 1 1 d . . . . .
H4 H 0.1399 0.9323 0.3859 0.051 Uiso 1 1 calc R U . . .
N8 N 0.4485(2) 0.9121(3) 0.3441(2) 0.0432(9) Uani 1 1 d . . . . .
H8 H 0.4328 0.9336 0.3943 0.052 Uiso 1 1 calc R U . . .
N7 N 0.3816(2) 0.7973(3) 0.1889(2) 0.0409(9) Uani 1 1 d . . . . .
N6 N 0.1567(2) 0.7752(3) 0.1567(2) 0.0404(8) Uani 1 1 d . . . . .
H6 H 0.1566 0.7131 0.1870 0.048 Uiso 1 1 calc R U . . .
N3 N 0.1023(2) 1.0526(3) 0.1748(3) 0.0510(10) Uani 1 1 d . . . . .
C6 C 0.4499(3) 1.0360(3) 0.1296(3) 0.0485(11) Uani 1 1 d . . . . .
C22 C 0.4056(3) 0.7844(4) 0.1105(3) 0.0581(13) Uani 1 1 d . . . . .
H22A H 0.3583 0.7987 0.0648 0.087 Uiso 1 1 calc R U . . .
H22B H 0.4233 0.7175 0.1062 0.087 Uiso 1 1 calc R U . . .
H22C H 0.4509 0.8284 0.1091 0.087 Uiso 1 1 calc R U . . .
C9 C 0.1759(3) 1.1086(4) 0.1727(4) 0.0593(14) Uani 1 1 d . . . . .
H9A H 0.2146 1.1091 0.2275 0.071 Uiso 1 1 calc R U . . .
H9B H 0.1602 1.1763 0.1571 0.071 Uiso 1 1 calc R U . . .
C10 C 0.0398(4) 1.0559(5) 0.0936(4) 0.0777(18) Uani 1 1 d . . . . .
H10A H -0.0071 1.0145 0.0953 0.117 Uiso 1 1 calc R U . . .
H10B H 0.0650 1.0326 0.0511 0.117 Uiso 1 1 calc R U . . .
H10C H 0.0208 1.1225 0.0815 0.117 Uiso 1 1 calc R U . . .
C11 C 0.0636(3) 1.0934(4) 0.2376(3) 0.0526(12) Uani 1 1 d . . . . .
H11A H 0.0053 1.0726 0.2254 0.063 Uiso 1 1 calc R U . . .
H11B H 0.0645 1.1649 0.2349 0.063 Uiso 1 1 calc R U . . .
C15 C -0.1094(3) 0.8674(4) 0.2078(4) 0.0544(13) Uani 1 1 d . . . . .
H15 H -0.1480 0.8897 0.2358 0.065 Uiso 1 1 calc R U . . .
C12 C 0.1078(3) 1.0609(3) 0.3243(3) 0.0491(12) Uani 1 1 d . . . . .
H12A H 0.1661 1.0816 0.3370 0.059 Uiso 1 1 calc R U . . .
H12B H 0.0818 1.0920 0.3639 0.059 Uiso 1 1 calc R U . . .
C24 C 0.4488(3) 0.8027(3) 0.3414(3) 0.0474(11) Uani 1 1 d . . . . .
H24A H 0.3980 0.7777 0.3535 0.057 Uiso 1 1 calc R U . . .
H24B H 0.4965 0.7779 0.3836 0.057 Uiso 1 1 calc R U . . .
C13 C 0.0170(3) 0.9173(4) 0.3272(3) 0.0536(12) Uani 1 1 d . . . . .
H13A H -0.0161 0.9717 0.3395 0.064 Uiso 1 1 calc R U . . .
H13B H 0.0188 0.8662 0.3685 0.064 Uiso 1 1 calc R U . . .
C8 C 0.2195(3) 1.0626(4) 0.1094(4) 0.0627(14) Uani 1 1 d . . . . .
H8A H 0.1983 0.9964 0.0950 0.075 Uiso 1 1 calc R U . . .
H8B H 0.2076 1.1020 0.0591 0.075 Uiso 1 1 calc R U . . .
C5 C 0.5192(4) 1.0526(4) 0.0995(4) 0.0607(14) Uani 1 1 d . . . . .
H5 H 0.5134 1.0786 0.0467 0.073 Uiso 1 1 calc R U . . .
C23 C 0.4540(3) 0.7661(3) 0.2570(3) 0.0450(11) Uani 1 1 d . . . . .
H23A H 0.5053 0.7908 0.2458 0.054 Uiso 1 1 calc R U . . .
H23B H 0.4570 0.6946 0.2581 0.054 Uiso 1 1 calc R U . . .
C18 C 0.0063(3) 0.8036(3) 0.1263(3) 0.0426(11) Uani 1 1 d . . . . .
C16 C -0.1362(3) 0.8239(4) 0.1307(4) 0.0578(14) Uani 1 1 d . . . . .
H16 H -0.1934 0.8176 0.1063 0.069 Uiso 1 1 calc R U . . .
C3 C 0.6057(3) 0.9953(4) 0.2291(4) 0.0600(14) Uani 1 1 d . . . . .
H3 H 0.6585 0.9800 0.2629 0.072 Uiso 1 1 calc R U . . .
C7 C 0.3594(3) 1.0501(4) 0.0830(3) 0.0554(13) Uani 1 1 d . . . . .
H7A H 0.3534 1.1092 0.0491 0.066 Uiso 1 1 calc R U . . .
H7B H 0.3401 0.9940 0.0469 0.066 Uiso 1 1 calc R U . . .
C19 C 0.0772(3) 0.7752(4) 0.0899(3) 0.0467(11) Uani 1 1 d . . . . .
H19A H 0.0672 0.7100 0.0652 0.056 Uiso 1 1 calc R U . . .
H19B H 0.0813 0.8217 0.0468 0.056 Uiso 1 1 calc R U . . .
C2 C 0.5349(3) 0.9841(3) 0.2574(3) 0.0472(12) Uani 1 1 d . . . . .
C4 C 0.5971(4) 1.0301(4) 0.1490(4) 0.0676(17) Uani 1 1 d . . . . .
H4A H 0.6444 1.0382 0.1288 0.081 Uiso 1 1 calc R U . . .
C1 C 0.5319(3) 0.9551(4) 0.3441(3) 0.0507(12) Uani 1 1 d . . . . .
H1A H 0.5756 0.9070 0.3661 0.061 Uiso 1 1 calc R U . . .
H1B H 0.5423 1.0127 0.3798 0.061 Uiso 1 1 calc R U . . .
C21 C 0.3079(3) 0.7365(3) 0.1888(3) 0.0466(11) Uani 1 1 d . . . . .
H21A H 0.2963 0.7400 0.2430 0.056 Uiso 1 1 calc R U . . .
H21B H 0.3199 0.6682 0.1785 0.056 Uiso 1 1 calc R U . . .
C17 C -0.0786(3) 0.7895(4) 0.0892(3) 0.0515(12) Uani 1 1 d . . . . .
H17 H -0.0963 0.7580 0.0382 0.062 Uiso 1 1 calc R U . . .
C14 C -0.0236(3) 0.8772(3) 0.2429(3) 0.0451(11) Uani 1 1 d . . . . .
C20 C 0.2312(3) 0.7705(3) 0.1232(3) 0.0447(11) Uani 1 1 d . . . . .
H20A H 0.2418 0.8352 0.1031 0.054 Uiso 1 1 calc R U . . .
H20B H 0.2205 0.7251 0.0766 0.054 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu2 O1 1.903(3) . ?
Cu2 N5 1.939(3) . ?
Cu2 N4 2.058(4) . ?
Cu2 N6 2.075(4) . ?
Cu1 O1 1.908(3) . ?
Cu1 N2 2.063(4) . ?
Cu1 N1 1.937(4) . ?
Cu1 N8 2.068(4) . ?
Cu1 N7 2.459(4) . ?
Cl3 O34 1.378(5) . ?
Cl3 O31 1.358(7) . ?
Cl3 O32 1.484(9) . ?
Cl3 O33 1.262(6) . ?
Cl2 O24B 1.390(13) . ?
Cl2 O22B 1.407(19) . ?
Cl2 O24A 1.39(2) . ?
Cl2 O21 1.413(5) . ?
Cl2 O23B 1.471(18) . ?
Cl2 O22A 1.33(2) . ?
Cl2 O23A 1.24(2) . ?
Cl1 O11 1.400(5) . ?
Cl1 O14A 1.479(12) . ?
Cl1 O13A 1.335(14) . ?
Cl1 O12A 1.356(13) . ?
Cl1 O12B 1.39(2) . ?
Cl1 O14B 1.262(13) . ?
Cl1 O13B 1.33(2) . ?
O3A H3AA 0.824(15) . ?
O3A H3AB 0.825(15) . ?
O3B H3BA 0.817(15) . ?
O3B H3BB 0.840(15) . ?
O2 H2A 0.828(7) . ?
O2 H2B 0.812(7) . ?
O1 H1 0.872(19) . ?
N2 H2 0.9800 . ?
N2 C8 1.446(6) . ?
N2 C7 1.492(6) . ?
N5 C18 1.337(6) . ?
N5 C14 1.335(6) . ?
N1 C6 1.332(6) . ?
N1 C2 1.346(6) . ?
N4 H4 0.9800 . ?
N4 C12 1.484(6) . ?
N4 C13 1.482(6) . ?
N8 H8 0.9800 . ?
N8 C24 1.482(6) . ?
N8 C1 1.490(6) . ?
N7 C22 1.468(6) . ?
N7 C23 1.482(6) . ?
N7 C21 1.466(6) . ?
N6 H6 0.9800 . ?
N6 C19 1.487(5) . ?
N6 C20 1.472(6) . ?
N3 C9 1.438(7) . ?
N3 C10 1.477(7) . ?
N3 C11 1.464(7) . ?
C6 C5 1.376(7) . ?
C6 C7 1.508(7) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.549(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.507(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(8) . ?
C15 C14 1.392(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C23 1.513(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.495(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C5 H5 0.9300 . ?
C5 C4 1.371(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C18 C19 1.496(6) . ?
C18 C17 1.389(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(7) . ?
C3 H3 0.9300 . ?
C3 C2 1.373(7) . ?
C3 C4 1.387(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C2 C1 1.509(7) . ?
C4 H4A 0.9300 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C20 1.517(6) . ?
C17 H17 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu2 N5 178.59(15) . . ?
O1 Cu2 N4 98.81(14) . . ?
O1 Cu2 N6 100.15(13) . . ?
N5 Cu2 N4 82.24(15) . . ?
N5 Cu2 N6 79.10(14) . . ?
N4 Cu2 N6 155.59(15) . . ?
O1 Cu1 N2 100.87(14) . . ?
O1 Cu1 N1 178.63(14) . . ?
O1 Cu1 N8 97.91(14) . . ?
O1 Cu1 N7 94.53(12) . . ?
N2 Cu1 N8 155.60(16) . . ?
N2 Cu1 N7 111.95(16) . . ?
N1 Cu1 N2 78.44(16) . . ?
N1 Cu1 N8 82.44(16) . . ?
N1 Cu1 N7 86.83(13) . . ?
N8 Cu1 N7 81.73(14) . . ?
O34 Cl3 O32 105.7(5) . . ?
O31 Cl3 O34 115.2(5) . . ?
O31 Cl3 O32 91.5(6) . . ?
O33 Cl3 O34 117.4(5) . . ?
O33 Cl3 O31 118.7(6) . . ?
O33 Cl3 O32 102.4(8) . . ?
O24B Cl2 O22B 108.6(15) . . ?
O24B Cl2 O21 110.6(9) . . ?
O24B Cl2 O23B 108.0(13) . . ?
O22B Cl2 O21 113.6(13) . . ?
O22B Cl2 O23B 100.5(14) . . ?
O24A Cl2 O21 111.1(14) . . ?
O21 Cl2 O23B 114.9(9) . . ?
O22A Cl2 O24A 112(2) . . ?
O22A Cl2 O21 109.2(14) . . ?
O23A Cl2 O24A 109(2) . . ?
O23A Cl2 O21 103.4(13) . . ?
O23A Cl2 O22A 112(2) . . ?
O11 Cl1 O14A 103.3(7) . . ?
O13A Cl1 O11 112.0(7) . . ?
O13A Cl1 O14A 116.0(13) . . ?
O13A Cl1 O12A 113.6(15) . . ?
O12A Cl1 O11 104.1(7) . . ?
O12A Cl1 O14A 106.8(12) . . ?
O12B Cl1 O11 108.7(16) . . ?
O14B Cl1 O11 121.5(11) . . ?
O14B Cl1 O12B 106.9(19) . . ?
O14B Cl1 O13B 115(2) . . ?
O13B Cl1 O11 104.8(16) . . ?
O13B Cl1 O12B 98(2) . . ?
H3AA O3A H3AB 126.4 . . ?
H3BA O3B H3BB 91.7 . . ?
H2A O2 H2B 108.8 . . ?
Cu2 O1 Cu1 145.67(18) . . ?
Cu2 O1 H1 102.2 . . ?
Cu1 O1 H1 112.0 . . ?
Cu1 N2 H2 104.5 . . ?
C8 N2 Cu1 120.7(3) . . ?
C8 N2 H2 104.5 . . ?
C8 N2 C7 113.5(4) . . ?
C7 N2 Cu1 107.4(3) . . ?
C7 N2 H2 104.5 . . ?
C18 N5 Cu2 118.1(3) . . ?
C14 N5 Cu2 118.4(3) . . ?
C14 N5 C18 122.6(4) . . ?
C6 N1 Cu1 119.0(3) . . ?
C6 N1 C2 121.7(4) . . ?
C2 N1 Cu1 118.7(3) . . ?
Cu2 N4 H4 108.5 . . ?
C12 N4 Cu2 109.4(3) . . ?
C12 N4 H4 108.5 . . ?
C13 N4 Cu2 109.7(3) . . ?
C13 N4 H4 108.5 . . ?
C13 N4 C12 112.1(4) . . ?
Cu1 N8 H8 109.1 . . ?
C24 N8 Cu1 108.2(3) . . ?
C24 N8 H8 109.1 . . ?
C24 N8 C1 112.3(4) . . ?
C1 N8 Cu1 109.1(3) . . ?
C1 N8 H8 109.1 . . ?
C22 N7 Cu1 121.2(3) . . ?
C22 N7 C23 107.6(4) . . ?
C23 N7 Cu1 98.7(2) . . ?
C21 N7 Cu1 108.4(3) . . ?
C21 N7 C22 110.0(4) . . ?
C21 N7 C23 110.2(4) . . ?
Cu2 N6 H6 105.6 . . ?
C19 N6 Cu2 107.4(3) . . ?
C19 N6 H6 105.6 . . ?
C20 N6 Cu2 119.6(3) . . ?
C20 N6 H6 105.6 . . ?
C20 N6 C19 112.0(4) . . ?
C9 N3 C10 110.9(5) . . ?
C9 N3 C11 109.9(4) . . ?
C11 N3 C10 108.3(4) . . ?
N1 C6 C5 120.5(5) . . ?
N1 C6 C7 113.0(4) . . ?
C5 C6 C7 126.5(5) . . ?
N7 C22 H22A 109.5 . . ?
N7 C22 H22B 109.5 . . ?
N7 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C9 H9A 109.6 . . ?
N3 C9 H9B 109.6 . . ?
N3 C9 C8 110.1(4) . . ?
H9A C9 H9B 108.2 . . ?
C8 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11A 109.1 . . ?
N3 C11 H11B 109.1 . . ?
N3 C11 C12 112.4(4) . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C16 C15 H15 120.6 . . ?
C16 C15 C14 118.8(5) . . ?
C14 C15 H15 120.6 . . ?
N4 C12 C11 110.5(4) . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
N8 C24 H24A 109.5 . . ?
N8 C24 H24B 109.5 . . ?
N8 C24 C23 110.9(4) . . ?
H24A C24 H24B 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
N4 C13 H13A 109.4 . . ?
N4 C13 H13B 109.4 . . ?
N4 C13 C14 111.1(4) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
N2 C8 C9 109.2(5) . . ?
N2 C8 H8A 109.8 . . ?
N2 C8 H8B 109.8 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
C6 C5 H5 120.7 . . ?
C4 C5 C6 118.7(6) . . ?
C4 C5 H5 120.7 . . ?
N7 C23 C24 113.2(4) . . ?
N7 C23 H23A 108.9 . . ?
N7 C23 H23B 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
N5 C18 C19 113.9(4) . . ?
N5 C18 C17 120.2(4) . . ?
C17 C18 C19 125.8(4) . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(5) . . ?
C17 C16 H16 119.7 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(5) . . ?
C4 C3 H3 120.7 . . ?
N2 C7 C6 107.5(4) . . ?
N2 C7 H7A 110.2 . . ?
N2 C7 H7B 110.2 . . ?
C6 C7 H7A 110.2 . . ?
C6 C7 H7B 110.2 . . ?
H7A C7 H7B 108.5 . . ?
N6 C19 C18 109.0(4) . . ?
N6 C19 H19A 109.9 . . ?
N6 C19 H19B 109.9 . . ?
C18 C19 H19A 109.9 . . ?
C18 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
N1 C2 C3 120.0(5) . . ?
N1 C2 C1 113.4(4) . . ?
C3 C2 C1 126.5(5) . . ?
C5 C4 C3 120.4(5) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
N8 C1 C2 110.9(4) . . ?
N8 C1 H1A 109.5 . . ?
N8 C1 H1B 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 108.1 . . ?
N7 C21 H21A 109.3 . . ?
N7 C21 H21B 109.3 . . ?
N7 C21 C20 111.6(4) . . ?
H21A C21 H21B 108.0 . . ?
C20 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
C18 C17 H17 121.0 . . ?
C16 C17 C18 118.0(5) . . ?
C16 C17 H17 121.0 . . ?
N5 C14 C15 119.6(5) . . ?
N5 C14 C13 114.0(4) . . ?
C15 C14 C13 126.4(4) . . ?
N6 C20 C21 111.2(4) . . ?
N6 C20 H20A 109.4 . . ?
N6 C20 H20B 109.4 . . ?
C21 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?

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
Cu2 N5 C18 C19 10.9(5) . . . . ?
Cu2 N5 C18 C17 -168.7(3) . . . . ?
Cu2 N5 C14 C15 167.0(3) . . . . ?
Cu2 N5 C14 C13 -14.9(5) . . . . ?
Cu2 N4 C12 C11 53.2(4) . . . . ?
Cu2 N4 C13 C14 -20.8(5) . . . . ?
Cu2 N6 C19 C18 -33.6(4) . . . . ?
Cu2 N6 C20 C21 72.0(4) . . . . ?
Cu1 N2 C8 C9 70.5(5) . . . . ?
Cu1 N2 C7 C6 -37.8(4) . . . . ?
Cu1 N1 C6 C5 -171.1(3) . . . . ?
Cu1 N1 C6 C7 8.1(5) . . . . ?
Cu1 N1 C2 C3 168.3(3) . . . . ?
Cu1 N1 C2 C1 -13.9(5) . . . . ?
Cu1 N8 C24 C23 49.2(4) . . . . ?
Cu1 N8 C1 C2 -23.6(4) . . . . ?
Cu1 N7 C23 C24 36.3(4) . . . . ?
Cu1 N7 C21 C20 69.5(4) . . . . ?
N5 C18 C19 N6 16.7(5) . . . . ?
N5 C18 C17 C16 2.0(7) . . . . ?
N1 C6 C5 C4 3.1(7) . . . . ?
N1 C6 C7 N2 21.0(5) . . . . ?
N1 C2 C1 N8 24.9(5) . . . . ?
N4 C13 C14 N5 23.5(6) . . . . ?
N4 C13 C14 C15 -158.5(4) . . . . ?
N8 C24 C23 N7 -61.5(5) . . . . ?
N7 C21 C20 N6 -134.8(4) . . . . ?
N3 C9 C8 N2 -135.9(4) . . . . ?
N3 C11 C12 N4 -61.8(5) . . . . ?
C6 N1 C2 C3 -2.3(6) . . . . ?
C6 N1 C2 C1 175.4(4) . . . . ?
C6 C5 C4 C3 -2.8(8) . . . . ?
C22 N7 C23 C24 163.0(4) . . . . ?
C22 N7 C21 C20 -65.1(5) . . . . ?
C9 N3 C11 C12 -79.5(5) . . . . ?
C10 N3 C9 C8 -63.0(5) . . . . ?
C10 N3 C11 C12 159.1(4) . . . . ?
C11 N3 C9 C8 177.2(4) . . . . ?
C15 C16 C17 C18 -2.4(7) . . . . ?
C12 N4 C13 C14 100.9(5) . . . . ?
C24 N8 C1 C2 96.3(5) . . . . ?
C13 N4 C12 C11 -68.7(5) . . . . ?
C8 N2 C7 C6 -173.8(4) . . . . ?
C5 C6 C7 N2 -159.9(5) . . . . ?
C23 N7 C21 C20 176.5(4) . . . . ?
C18 N5 C14 C15 -1.8(7) . . . . ?
C18 N5 C14 C13 176.3(4) . . . . ?
C16 C15 C14 N5 1.3(7) . . . . ?
C16 C15 C14 C13 -176.6(5) . . . . ?
C3 C2 C1 N8 -157.5(4) . . . . ?
C7 N2 C8 C9 -159.9(4) . . . . ?
C7 C6 C5 C4 -176.0(5) . . . . ?
C19 N6 C20 C21 -161.0(4) . . . . ?
C19 C18 C17 C16 -177.6(5) . . . . ?
C2 N1 C6 C5 -0.5(7) . . . . ?
C2 N1 C6 C7 178.7(4) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
C4 C3 C2 N1 2.6(7) . . . . ?
C4 C3 C2 C1 -174.9(5) . . . . ?
C1 N8 C24 C23 -71.3(5) . . . . ?
C21 N7 C23 C24 -77.1(5) . . . . ?
C17 C18 C19 N6 -163.8(4) . . . . ?
C14 N5 C18 C19 179.7(4) . . . . ?
C14 N5 C18 C17 0.1(7) . . . . ?
C14 C15 C16 C17 0.8(7) . . . . ?
C20 N6 C19 C18 -166.9(4) . . . . ?

#===END 

####################################################################### 
# 
# 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_crystal4
_database_code_depnum_ccdc_archive 'CCDC 1009325'
_audit_update_record             
;
2015-01-25 deposited with the CCDC.
2015-03-27 downloaded from the CCDC.
;
_audit_creation_date             2015-01-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H40 Cu N8, 2(Cl O4)'
_chemical_formula_sum            'C24 H40 Cl2 Cu N8 O8'
_chemical_formula_weight         703.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7470(2)
_cell_length_b                   14.2670(3)
_cell_length_c                   20.3170(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.3050(10)
_cell_angle_gamma                90
_cell_volume                     3106.36(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6563
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      26.373
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1468
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10616
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         2.525
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4144
_reflns_number_total             5456
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_structure_solution    'SIR97 (Burla et al., 2007)'
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         5456
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0540
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0939P)²+2.0898P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1461
_refine_ls_wR_factor_ref         0.1620
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H10A,H10B,H10C} of C10, All C(H,H) groups, All C(H,H,H,H)
  groups, All N(H) groups
 At 1.5 times of:
  {H22D,H22E,H22F} of C22B, {H22A,H22B,H22C} of C22A
2. Rigid bond restraints
 O21B, Cl2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O23B, Cl2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl1, O14A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl1, O14B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C18, C19
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C14, C13
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N7A, C21
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N6, C19
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N5, C18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl2, O23A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C20, C21
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl2, O22A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C24 \\sim N8: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.01
C12 \\sim N4 \\sim C11: within 1.7A with sigma of 0.008 and sigma for terminal
atoms of 0.01
C7 \\sim N2 \\sim C6: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.01
N7B \\sim N7A \\sim C21 \\sim C20 \\sim N6: within 1.7A with sigma of 0.008 and
sigma for terminal atoms of 0.01
Uanis(O14A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
4. Others
 Fixed Sof: H24C(0.7) H24D(0.7) H24A(0.3) H24B(0.3) O14B(0.75) O13A(0.75)
 O11A(0.75) O12A(0.75) O22A(0.5) O21A(0.5) O23A(0.5) O23B(0.5) O21B(0.5)
 O22B(0.5) N7A(0.7) H21C(0.7) H21D(0.7) H21A(0.3) H21B(0.3) C23A(0.7) H23A(0.7)
 H23B(0.7) C22A(0.7) H22A(0.7) H22B(0.7) H22C(0.7) N7B(0.3) C23B(0.3) H23C(0.3)
 H23D(0.3) C22B(0.3) H22D(0.3) H22E(0.3) H22F(0.3) O11B(0.25) O12B(0.25)
 O14A(0.25) O13B(0.25)
5.a Riding coordinates:
 C1(H1A,H1B), C9(H9A,H9B), C7(H7A,H7B), C8(H8A,H8B), C5(H5), C13(H13A,H13B),
 C12(H12A,H12B), N6(H6), C10(H10A,H10B,H10C), C3(H3), C11(H11A,H11B), C19(H19A,
 H19B), C17(H17), C16(H16), C4(H4A), C15(H15), C20(H20A,H20B)
5.b Ternary CH refined with riding coordinates:
 N8(H8), N2(H2), N4(H4)
5.c Secondary CH2 refined with riding coordinates:
 C24(H24C,H24D), C24(H24A,H24B), C21(H21C,H21D), C21(H21A,H21B), C23A(H23A,
 H23B), C23B(H23C,H23D)
5.d Idealised Me refined as rotating group:
 C22A(H22A,H22B,H22C), C22B(H22D,H22E,H22F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.25201(4) 0.28357(3) 0.12620(2) 0.05507(19) Uani 1 1 d . . . . .
Cl1 Cl 0.70903(10) 0.16718(9) 0.03722(6) 0.0767(3) Uani 1 1 d . U . . .
Cl2 Cl 0.30112(13) 0.03858(12) 0.33723(6) 0.0991(4) Uani 1 1 d . U . . .
N8 N 0.0849(3) 0.2953(2) 0.16915(15) 0.0565(7) Uani 1 1 d . . . . .
H8 H 0.1067 0.3341 0.2081 0.068 Uiso 1 1 calc R . . . .
N2 N 0.3938(3) 0.3127(3) 0.06339(18) 0.0771(10) Uani 1 1 d . . . . .
H2 H 0.4728 0.2838 0.0799 0.092 Uiso 1 1 calc R . . . .
N1 N 0.1956(3) 0.4043(2) 0.09018(14) 0.0621(8) Uani 1 1 d . . . . .
N4 N 0.3359(4) 0.1825(3) 0.18258(19) 0.0802(10) Uani 1 1 d . . . . .
H4 H 0.2789 0.1664 0.2163 0.096 Uiso 1 1 calc R . . . .
C6 C 0.2795(4) 0.4606(3) 0.0654(2) 0.0789(12) Uani 1 1 d . . . . .
N3 N 0.2195(3) 0.1590(3) 0.05257(18) 0.0824(11) Uani 1 1 d . . . . .
C2 C 0.0798(4) 0.4322(3) 0.09888(19) 0.0680(10) Uani 1 1 d . . . . .
C1 C 0.0017(4) 0.3576(3) 0.1269(2) 0.0710(11) Uani 1 1 d . . . . .
H1A H -0.0378 0.3205 0.0918 0.085 Uiso 1 1 d R . . . .
H1B H -0.0608 0.3839 0.1527 0.085 Uiso 1 1 d R . . . .
N5 N 0.3501(4) 0.3600(3) 0.24249(18) 0.0820(10) Uani 1 1 d . U . . .
C9 C 0.3167(5) 0.1709(4) 0.0053(2) 0.0875(14) Uani 1 1 d . . . . .
H9A H 0.3907 0.1379 0.0216 0.105 Uiso 1 1 d R . . . .
H9B H 0.2869 0.1455 -0.0367 0.105 Uiso 1 1 d R . . . .
C7 C 0.4053(4) 0.4144(4) 0.0609(3) 0.0930(14) Uani 1 1 d . . . . .
H7A H 0.4594 0.4345 0.0979 0.112 Uiso 1 1 d R . . . .
H7B H 0.4404 0.4324 0.0207 0.112 Uiso 1 1 d R . . . .
C18 C 0.3283(5) 0.4365(4) 0.2826(2) 0.0862(14) Uani 1 1 d . U . . .
C24 C 0.0183(4) 0.2149(3) 0.1968(2) 0.0729(11) Uani 1 1 d . . . . .
H24C H 0.0679 0.1584 0.1940 0.088 Uiso 0.7 1 calc R . P A 2
H24D H -0.0606 0.2051 0.1713 0.088 Uiso 0.7 1 calc R . P A 2
H24A H 0.0766 0.1766 0.2238 0.088 Uiso 0.3 1 calc R . P B 1
H24B H -0.0186 0.1762 0.1612 0.088 Uiso 0.3 1 calc R . P B 1
C8 C 0.3484(5) 0.2723(4) -0.0015(2) 0.0891(15) Uani 1 1 d . . . . .
H8A H 0.2743 0.3049 -0.0180 0.107 Uiso 1 1 d R . . . .
H8B H 0.4114 0.2788 -0.0322 0.107 Uiso 1 1 d R . . . .
C14 C 0.4313(5) 0.2984(4) 0.2623(2) 0.0905(13) Uani 1 1 d . U . . .
C5 C 0.2480(7) 0.5515(4) 0.0483(3) 0.1005(17) Uani 1 1 d . . . . .
H5 H 0.3078 0.5908 0.0290 0.121 Uiso 1 1 d R . . . .
C13 C 0.4555(5) 0.2173(4) 0.2186(3) 0.0987(15) Uani 1 1 d . U . . .
H13A H 0.4917 0.1674 0.2455 0.118 Uiso 1 1 d R . . . .
H13B H 0.5124 0.2355 0.1867 0.118 Uiso 1 1 d R . . . .
C12 C 0.3550(6) 0.0974(4) 0.1450(3) 0.1070(16) Uani 1 1 d . . . . .
H12A H 0.4272 0.1055 0.1205 0.128 Uiso 1 1 d R . . . .
H12B H 0.3683 0.0456 0.1748 0.128 Uiso 1 1 d R . . . .
N6 N 0.1086(5) 0.4585(3) 0.2612(2) 0.0999(13) Uani 1 1 d . U . . .
H6 H 0.0518 0.4907 0.2393 0.120 Uiso 1 1 d R . . . .
C10 C 0.0958(5) 0.1545(6) 0.0173(3) 0.141(3) Uani 1 1 d . . . . .
H10A H 0.0891 0.1016 -0.0120 0.169 Uiso 1 1 d R . . . .
H10B H 0.0832 0.2112 -0.0078 0.169 Uiso 1 1 d R . . . .
H10C H 0.0338 0.1498 0.0487 0.169 Uiso 1 1 d R . . . .
C3 C 0.0443(6) 0.5229(4) 0.0833(3) 0.0936(15) Uani 1 1 d . . . . .
H3 H -0.0393 0.5427 0.0899 0.112 Uiso 1 1 d R . . . .
C11 C 0.2467(7) 0.0776(4) 0.0966(3) 0.1090(18) Uani 1 1 d . . . . .
H11A H 0.1748 0.0671 0.1210 0.131 Uiso 1 1 d R . . . .
H11B H 0.2623 0.0230 0.0709 0.131 Uiso 1 1 d R . . . .
C19 C 0.2289(6) 0.5019(4) 0.2605(3) 0.1053(17) Uani 1 1 d . U . . .
H19A H 0.2299 0.5552 0.2894 0.126 Uiso 1 1 d R . . . .
H19B H 0.2403 0.5225 0.2164 0.126 Uiso 1 1 d R . . . .
C17 C 0.3932(7) 0.4455(5) 0.3427(3) 0.1084(19) Uani 1 1 d . . . . .
H17 H 0.3766 0.4970 0.3711 0.130 Uiso 1 1 d R . . . .
C16 C 0.4804(6) 0.3818(6) 0.3621(3) 0.111(2) Uani 1 1 d . . . . .
H16 H 0.5297 0.3887 0.4032 0.133 Uiso 1 1 d R . . . .
O14B O 0.6163(7) 0.0979(8) 0.0215(6) 0.145(4) Uani 0.75 1 d . U P C 2
C4 C 0.1315(7) 0.5821(4) 0.0584(3) 0.1083(19) Uani 1 1 d . . . . .
H4A H 0.1087 0.6458 0.0480 0.130 Uiso 1 1 d R . . . .
O13A O 0.8064(7) 0.1229(8) 0.0742(6) 0.190(4) Uani 0.75 1 d . . P C 2
C15 C 0.5040(6) 0.3057(6) 0.3255(3) 0.111(2) Uani 1 1 d . . . . .
H15 H 0.5640 0.2579 0.3382 0.133 Uiso 1 1 d R . . . .
C20 C 0.0708(6) 0.4321(5) 0.3269(3) 0.1182(17) Uani 1 1 d . U . . .
H20A H 0.1331 0.3902 0.3464 0.142 Uiso 1 1 d R . . . .
H20B H 0.0678 0.4876 0.3536 0.142 Uiso 1 1 d R . . . .
O11A O 0.6574(11) 0.2256(12) 0.0825(10) 0.253(9) Uani 0.75 1 d . . P C 2
O12A O 0.7573(19) 0.2037(10) -0.0157(6) 0.257(8) Uani 0.75 1 d . . P C 2
O24A O 0.2078(5) 0.0443(4) 0.2871(2) 0.157(2) Uani 1 1 d . . . . .
O22A O 0.2726(18) -0.0215(18) 0.3831(10) 0.190(11) Uani 0.5 1 d . U P D 1
O21A O 0.2789(14) 0.1454(10) 0.3438(7) 0.175(5) Uani 0.5 1 d . . P D 1
O23A O 0.4175(11) 0.0332(17) 0.3143(8) 0.166(7) Uani 0.5 1 d . U P D 1
O23B O 0.4028(18) 0.0881(12) 0.3539(9) 0.181(7) Uani 0.5 1 d . U P D 2
O21B O 0.346(3) -0.0519(19) 0.3119(13) 0.289(13) Uani 0.5 1 d . U P D 2
O22B O 0.270(2) 0.0272(16) 0.3988(7) 0.151(8) Uani 0.5 1 d . . P D 2
N7A N -0.0754(7) 0.3131(5) 0.2744(4) 0.0843(16) Uani 0.7 1 d . U P E 2
C21 C -0.0539(6) 0.3833(4) 0.3225(3) 0.1069(15) Uani 1 1 d . U . . .
H21C H -0.0652 0.3555 0.3652 0.128 Uiso 0.7 1 calc R . P E 2
H21D H -0.1181 0.4307 0.3148 0.128 Uiso 0.7 1 calc R . P E 2
H21A H -0.0872 0.3739 0.3651 0.128 Uiso 0.3 1 calc R . P E 1
H21B H -0.1154 0.4129 0.2919 0.128 Uiso 0.3 1 calc R . P E 1
C23A C -0.0054(9) 0.2338(6) 0.2686(4) 0.088(2) Uani 0.7 1 d . . P E 2
H23A H -0.0487 0.1808 0.2861 0.105 Uiso 0.7 1 calc R . P E 2
H23B H 0.0737 0.2410 0.2944 0.105 Uiso 0.7 1 calc R . P E 2
C22A C -0.2107(8) 0.2916(8) 0.2654(7) 0.154(5) Uani 0.7 1 d . . P E 2
H22A H -0.2360 0.2596 0.3037 0.231 Uiso 0.7 1 calc GR . P E 2
H22B H -0.2266 0.2525 0.2273 0.231 Uiso 0.7 1 calc GR . P E 2
H22C H -0.2569 0.3489 0.2594 0.231 Uiso 0.7 1 calc GR . P E 2
N7B N -0.0020(16) 0.3026(12) 0.2974(8) 0.084(3) Uani 0.3 1 d . . P E 1
C23B C -0.0877(13) 0.2529(11) 0.2402(7) 0.058(3) Uani 0.3 1 d . . P E 1
H23C H -0.1369 0.2024 0.2570 0.070 Uiso 0.3 1 calc R . P E 1
H23D H -0.1424 0.2972 0.2161 0.070 Uiso 0.3 1 calc R . P E 1
C22B C 0.036(3) 0.2396(15) 0.3470(9) 0.152(12) Uani 0.3 1 d . . P E 1
H22D H 0.1044 0.2661 0.3741 0.229 Uiso 0.3 1 calc GR . P E 1
H22E H 0.0629 0.1823 0.3276 0.229 Uiso 0.3 1 calc GR . P E 1
H22F H -0.0319 0.2268 0.3736 0.229 Uiso 0.3 1 calc GR . P E 1
O11B O 0.6357(17) 0.2402(13) 0.0026(19) 0.145(10) Uani 0.25 1 d . . P C 1
O12B O 0.8154(19) 0.185(3) 0.027(2) 0.232(19) Uani 0.25 1 d . . P C 1
O14A O 0.667(2) 0.0858(17) 0.0170(14) 0.104(6) Uani 0.25 1 d . U P C 2
O13B O 0.693(5) 0.177(2) 0.1014(12) 0.20(2) Uani 0.25 1 d . . P C 1


_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 N8 2.061(3) . ?
Cu1 N2 2.101(3) . ?
Cu1 N1 1.951(3) . ?
Cu1 N4 2.012(4) . ?
Cu1 N3 2.332(4) . ?
Cl1 O14B 1.423(9) . ?
Cl1 O13A 1.393(7) . ?
Cl1 O11A 1.387(11) . ?
Cl1 O12A 1.334(10) . ?
Cl1 O11B 1.455(16) . ?
Cl1 O12B 1.21(2) . ?
Cl1 O14A 1.30(2) . ?
Cl1 O13B 1.335(19) . ?
Cl2 O24A 1.377(5) . ?
Cl2 O22A 1.319(19) . ?
Cl2 O21A 1.550(14) . ?
Cl2 O23A 1.369(10) . ?
Cl2 O23B 1.324(13) . ?
Cl2 O21B 1.486(15) . ?
Cl2 O22B 1.330(15) . ?
N8 H8 0.9800 . ?
N8 C1 1.488(5) . ?
N8 C24 1.485(5) . ?
N2 H2 0.9800 . ?
N2 C7 1.456(6) . ?
N2 C8 1.487(6) . ?
N1 C6 1.335(5) . ?
N1 C2 1.330(5) . ?
N4 H4 0.9800 . ?
N4 C13 1.515(7) . ?
N4 C12 1.457(7) . ?
C6 C7 1.513(7) . ?
C6 C5 1.378(7) . ?
N3 C9 1.481(5) . ?
N3 C10 1.463(7) . ?
N3 C11 1.482(7) . ?
C2 C1 1.494(6) . ?
C2 C3 1.380(6) . ?
C1 H1A 0.9608 . ?
C1 H1B 0.9601 . ?
N5 C18 1.392(6) . ?
N5 C14 1.282(7) . ?
C9 H9A 0.9608 . ?
C9 H9B 0.9601 . ?
C9 C8 1.496(8) . ?
C7 H7A 0.9602 . ?
C7 H7B 0.9597 . ?
C18 C19 1.464(8) . ?
C18 C17 1.366(7) . ?
C24 H24C 0.9700 . ?
C24 H24D 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C23A 1.524(9) . ?
C24 C23B 1.588(14) . ?
C8 H8A 0.9599 . ?
C8 H8B 0.9600 . ?
C14 C13 1.493(8) . ?
C14 C15 1.455(7) . ?
C5 H5 0.9595 . ?
C5 C4 1.356(8) . ?
C13 H13A 0.9605 . ?
C13 H13B 0.9596 . ?
C12 H12A 0.9595 . ?
C12 H12B 0.9596 . ?
C12 C11 1.494(9) . ?
N6 H6 0.8605 . ?
N6 C19 1.434(7) . ?
N6 C20 1.474(7) . ?
C10 H10A 0.9603 . ?
C10 H10B 0.9603 . ?
C10 H10C 0.9599 . ?
C3 H3 0.9601 . ?
C3 C4 1.385(8) . ?
C11 H11A 0.9601 . ?
C11 H11B 0.9598 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C17 H17 0.9596 . ?
C17 C16 1.343(9) . ?
C16 H16 0.9598 . ?
C16 C15 1.352(9) . ?
O14B O14A 0.59(2) . ?
C4 H4A 0.9604 . ?
C15 H15 0.9603 . ?
C20 H20A 0.9608 . ?
C20 H20B 0.9604 . ?
C20 C21 1.507(8) . ?
N7A C21 1.407(10) . ?
N7A C23A 1.368(11) . ?
N7A C22A 1.483(12) . ?
C21 H21C 0.9700 . ?
C21 H21D 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 N7B 1.394(17) . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C22A H22A 0.9600 . ?
C22A H22B 0.9600 . ?
C22A H22C 0.9600 . ?
N7B C23B 1.59(2) . ?
N7B C22B 1.39(2) . ?
C23B H23C 0.9700 . ?
C23B H23D 0.9700 . ?
C22B H22D 0.9600 . ?
C22B H22E 0.9600 . ?
C22B H22F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N8 Cu1 N2 159.31(14) . . ?
N8 Cu1 N3 103.87(12) . . ?
N2 Cu1 N3 80.91(14) . . ?
N1 Cu1 N8 80.28(12) . . ?
N1 Cu1 N2 79.43(14) . . ?
N1 Cu1 N4 163.72(16) . . ?
N1 Cu1 N3 113.88(15) . . ?
N4 Cu1 N8 100.61(13) . . ?
N4 Cu1 N2 99.99(15) . . ?
N4 Cu1 N3 81.86(17) . . ?
O13A Cl1 O14B 106.9(6) . . ?
O11A Cl1 O14B 104.9(8) . . ?
O11A Cl1 O13A 103.7(9) . . ?
O12A Cl1 O14B 113.5(9) . . ?
O12A Cl1 O13A 106.9(9) . . ?
O12A Cl1 O11A 119.9(11) . . ?
O12B Cl1 O11B 104(2) . . ?
O12B Cl1 O13B 110(3) . . ?
O14A Cl1 O14B 24.3(11) . . ?
O14A Cl1 O13A 89.7(13) . . ?
O14A Cl1 O11A 126.7(13) . . ?
O14A Cl1 O12A 104.0(14) . . ?
O13B Cl1 O11B 107(2) . . ?
O24A Cl2 O21A 84.1(5) . . ?
O24A Cl2 O21B 92.0(8) . . ?
O22A Cl2 O24A 111.5(8) . . ?
O22A Cl2 O21A 122.1(13) . . ?
O22A Cl2 O23A 118.1(11) . . ?
O23A Cl2 O24A 112.6(8) . . ?
O23A Cl2 O21A 103.6(11) . . ?
O23B Cl2 O24A 134.4(8) . . ?
O23B Cl2 O21B 105.4(12) . . ?
O23B Cl2 O22B 95.0(12) . . ?
O22B Cl2 O24A 118.8(11) . . ?
O22B Cl2 O21B 109.4(16) . . ?
Cu1 N8 H8 103.0 . . ?
C1 N8 Cu1 108.0(2) . . ?
C1 N8 H8 103.0 . . ?
C24 N8 Cu1 123.9(2) . . ?
C24 N8 H8 103.0 . . ?
C24 N8 C1 113.2(3) . . ?
Cu1 N2 H2 111.0 . . ?
C7 N2 Cu1 106.6(3) . . ?
C7 N2 H2 111.0 . . ?
C7 N2 C8 112.2(4) . . ?
C8 N2 Cu1 104.9(3) . . ?
C8 N2 H2 111.0 . . ?
C6 N1 Cu1 118.2(3) . . ?
C2 N1 Cu1 118.8(3) . . ?
C2 N1 C6 122.4(4) . . ?
Cu1 N4 H4 106.9 . . ?
C13 N4 Cu1 111.6(3) . . ?
C13 N4 H4 106.9 . . ?
C12 N4 Cu1 111.9(3) . . ?
C12 N4 H4 106.9 . . ?
C12 N4 C13 112.2(4) . . ?
N1 C6 C7 113.1(4) . . ?
N1 C6 C5 120.1(5) . . ?
C5 C6 C7 126.8(5) . . ?
C9 N3 Cu1 104.5(3) . . ?
C9 N3 C11 111.4(4) . . ?
C10 N3 Cu1 115.8(3) . . ?
C10 N3 C9 110.2(4) . . ?
C10 N3 C11 113.1(5) . . ?
C11 N3 Cu1 101.4(3) . . ?
N1 C2 C1 113.3(4) . . ?
N1 C2 C3 119.7(4) . . ?
C3 C2 C1 127.0(4) . . ?
N8 C1 C2 108.4(3) . . ?
N8 C1 H1A 108.2 . . ?
N8 C1 H1B 109.5 . . ?
C2 C1 H1A 109.8 . . ?
C2 C1 H1B 111.4 . . ?
H1A C1 H1B 109.4 . . ?
C14 N5 C18 119.6(4) . . ?
N3 C9 H9A 109.1 . . ?
N3 C9 H9B 109.2 . . ?
N3 C9 C8 110.3(4) . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9A 108.5 . . ?
C8 C9 H9B 110.2 . . ?
N2 C7 C6 110.7(4) . . ?
N2 C7 H7A 108.6 . . ?
N2 C7 H7B 109.7 . . ?
C6 C7 H7A 108.2 . . ?
C6 C7 H7B 110.2 . . ?
H7A C7 H7B 109.5 . . ?
N5 C18 C19 118.1(4) . . ?
C17 C18 N5 120.0(6) . . ?
C17 C18 C19 121.8(6) . . ?
N8 C24 H24C 109.6 . . ?
N8 C24 H24D 109.6 . . ?
N8 C24 H24A 109.8 . . ?
N8 C24 H24B 109.8 . . ?
N8 C24 C23A 110.2(4) . . ?
N8 C24 C23B 109.5(6) . . ?
H24C C24 H24D 108.1 . . ?
H24A C24 H24B 108.2 . . ?
C23A C24 H24C 109.6 . . ?
C23A C24 H24D 109.6 . . ?
C23B C24 H24A 109.8 . . ?
C23B C24 H24B 109.8 . . ?
N2 C8 C9 110.8(4) . . ?
N2 C8 H8A 109.3 . . ?
N2 C8 H8B 109.8 . . ?
C9 C8 H8A 108.2 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 109.4 . . ?
N5 C14 C13 119.3(5) . . ?
N5 C14 C15 122.4(6) . . ?
C15 C14 C13 118.2(6) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 118.5(5) . . ?
C4 C5 H5 121.8 . . ?
N4 C13 H13A 108.9 . . ?
N4 C13 H13B 108.8 . . ?
C14 C13 N4 111.2(4) . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 109.5 . . ?
N4 C12 H12A 108.9 . . ?
N4 C12 H12B 109.3 . . ?
N4 C12 C11 111.6(5) . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12A 107.6 . . ?
C11 C12 H12B 109.9 . . ?
C19 N6 H6 111.7 . . ?
C19 N6 C20 115.4(5) . . ?
C20 N6 H6 111.8 . . ?
N3 C10 H10A 111.2 . . ?
N3 C10 H10B 108.1 . . ?
N3 C10 H10C 109.1 . . ?
H10A C10 H10B 109.4 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 118.2(5) . . ?
C4 C3 H3 122.5 . . ?
N3 C11 C12 110.9(4) . . ?
N3 C11 H11A 107.7 . . ?
N3 C11 H11B 110.0 . . ?
C12 C11 H11A 107.9 . . ?
C12 C11 H11B 110.6 . . ?
H11A C11 H11B 109.5 . . ?
C18 C19 H19A 110.0 . . ?
C18 C19 H19B 109.9 . . ?
N6 C19 C18 111.0(5) . . ?
N6 C19 H19A 107.7 . . ?
N6 C19 H19B 108.6 . . ?
H19A C19 H19B 109.5 . . ?
C18 C17 H17 120.2 . . ?
C16 C17 C18 119.8(7) . . ?
C16 C17 H17 120.0 . . ?
C17 C16 H16 120.9 . . ?
C17 C16 C15 122.5(6) . . ?
C15 C16 H16 116.6 . . ?
O14A O14B Cl1 66(3) . . ?
C5 C4 C3 121.1(5) . . ?
C5 C4 H4A 119.7 . . ?
C3 C4 H4A 119.2 . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 115.6(6) . . ?
C16 C15 H15 124.9 . . ?
N6 C20 H20A 107.6 . . ?
N6 C20 H20B 108.9 . . ?
N6 C20 C21 111.6(5) . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 110.2 . . ?
C21 N7A C22A 109.9(7) . . ?
C23A N7A C21 125.9(9) . . ?
C23A N7A C22A 111.0(8) . . ?
C20 C21 H21C 107.8 . . ?
C20 C21 H21D 107.8 . . ?
C20 C21 H21A 113.4 . . ?
C20 C21 H21B 113.4 . . ?
N7A C21 C20 117.9(5) . . ?
N7A C21 H21C 107.8 . . ?
N7A C21 H21D 107.8 . . ?
H21C C21 H21D 107.2 . . ?
H21A C21 H21B 110.7 . . ?
N7B C21 C20 91.4(8) . . ?
N7B C21 H21A 113.4 . . ?
N7B C21 H21B 113.4 . . ?
C24 C23A H23A 109.4 . . ?
C24 C23A H23B 109.4 . . ?
N7A C23A C24 111.2(7) . . ?
N7A C23A H23A 109.4 . . ?
N7A C23A H23B 109.4 . . ?
H23A C23A H23B 108.0 . . ?
N7A C22A H22A 109.5 . . ?
N7A C22A H22B 109.5 . . ?
N7A C22A H22C 109.5 . . ?
H22A C22A H22B 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C21 N7B C23B 114.2(14) . . ?
C22B N7B C21 112.0(13) . . ?
C22B N7B C23B 111.4(18) . . ?
C24 C23B N7B 99.0(10) . . ?
C24 C23B H23C 112.0 . . ?
C24 C23B H23D 112.0 . . ?
N7B C23B H23C 112.0 . . ?
N7B C23B H23D 112.0 . . ?
H23C C23B H23D 109.6 . . ?
N7B C22B H22D 109.5 . . ?
N7B C22B H22E 109.5 . . ?
N7B C22B H22F 109.5 . . ?
H22D C22B H22E 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
O14B O14A Cl1 90(3) . . ?

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
Cu1 N8 C1 C2 -35.7(4) . . . . ?
Cu1 N8 C24 C23A 124.4(5) . . . . ?
Cu1 N8 C24 C23B 166.6(7) . . . . ?
Cu1 N2 C7 C6 -34.0(5) . . . . ?
Cu1 N2 C8 C9 -54.9(4) . . . . ?
Cu1 N1 C6 C7 8.0(5) . . . . ?
Cu1 N1 C6 C5 -170.6(4) . . . . ?
Cu1 N1 C2 C1 -9.2(4) . . . . ?
Cu1 N1 C2 C3 169.7(3) . . . . ?
Cu1 N4 C13 C14 59.4(5) . . . . ?
Cu1 N4 C12 C11 -39.0(5) . . . . ?
Cu1 N3 C9 C8 -29.7(5) . . . . ?
Cu1 N3 C11 C12 -39.3(4) . . . . ?
N8 C24 C23A N7A 59.3(8) . . . . ?
N8 C24 C23B N7B -65.3(11) . . . . ?
N1 C6 C7 N2 19.1(6) . . . . ?
N1 C6 C5 C4 1.2(8) . . . . ?
N1 C2 C1 N8 30.1(5) . . . . ?
N1 C2 C3 C4 0.5(7) . . . . ?
N4 C12 C11 N3 55.0(6) . . . . ?
C6 N1 C2 C1 179.7(4) . . . . ?
C6 N1 C2 C3 -1.4(6) . . . . ?
C6 C5 C4 C3 -2.1(9) . . . . ?
N3 C9 C8 N2 58.9(5) . . . . ?
C2 N1 C6 C7 179.2(4) . . . . ?
C2 N1 C6 C5 0.5(7) . . . . ?
C2 C3 C4 C5 1.3(8) . . . . ?
C1 N8 C24 C23A -101.7(5) . . . . ?
C1 N8 C24 C23B -59.5(7) . . . . ?
C1 C2 C3 C4 179.3(5) . . . . ?
N5 C18 C19 N6 67.8(6) . . . . ?
N5 C18 C17 C16 1.9(8) . . . . ?
N5 C14 C13 N4 -38.3(6) . . . . ?
N5 C14 C15 C16 0.1(8) . . . . ?
C9 N3 C11 C12 71.3(5) . . . . ?
C7 N2 C8 C9 -170.2(4) . . . . ?
C7 C6 C5 C4 -177.2(5) . . . . ?
C18 N5 C14 C13 -179.1(4) . . . . ?
C18 N5 C14 C15 -0.9(7) . . . . ?
C18 C17 C16 C15 -2.7(9) . . . . ?
C24 N8 C1 C2 -176.8(3) . . . . ?
C8 N2 C7 C6 80.3(5) . . . . ?
C14 N5 C18 C19 -175.8(5) . . . . ?
C14 N5 C18 C17 -0.1(7) . . . . ?
C5 C6 C7 N2 -162.3(5) . . . . ?
C13 N4 C12 C11 -165.3(4) . . . . ?
C13 C14 C15 C16 178.4(5) . . . . ?
C12 N4 C13 C14 -174.0(4) . . . . ?
N6 C20 C21 N7A 45.2(9) . . . . ?
N6 C20 C21 N7B 72.8(9) . . . . ?
C10 N3 C9 C8 95.3(6) . . . . ?
C10 N3 C11 C12 -163.9(4) . . . . ?
C3 C2 C1 N8 -148.7(4) . . . . ?
C11 N3 C9 C8 -138.3(5) . . . . ?
C19 C18 C17 C16 177.4(5) . . . . ?
C19 N6 C20 C21 -177.5(5) . . . . ?
C17 C18 C19 N6 -107.8(5) . . . . ?
C17 C16 C15 C14 1.8(9) . . . . ?
O13A Cl1 O14B O14A -47(4) . . . . ?
O13A Cl1 O14A O14B 136(4) . . . . ?
C15 C14 C13 N4 143.3(4) . . . . ?
C20 N6 C19 C18 65.4(6) . . . . ?
C20 C21 N7B C23B -140.3(10) . . . . ?
C20 C21 N7B C22B 92.0(19) . . . . ?
O11A Cl1 O14B O14A -156(4) . . . . ?
O11A Cl1 O14A O14B 29(5) . . . . ?
O12A Cl1 O14B O14A 71(4) . . . . ?
O12A Cl1 O14A O14B -117(4) . . . . ?
N7A C21 N7B C23B -2.6(7) . . . . ?
N7A C21 N7B C22B -130(2) . . . . ?
C21 N7A C23A C24 -136.7(7) . . . . ?
C21 N7B C23B C24 145.8(10) . . . . ?
C23A C24 C23B N7B 33.2(8) . . . . ?
C23A N7A C21 C20 58.0(9) . . . . ?
C23A N7A C21 N7B 8.3(11) . . . . ?
C22A N7A C21 C20 -165.0(7) . . . . ?
C22A N7A C21 N7B 145.3(14) . . . . ?
C22A N7A C23A C24 86.6(8) . . . . ?
C23B C24 C23A N7A -37.1(9) . . . . ?
C22B N7B C23B C24 -86.2(16) . . . . ?
O11B Cl1 O14B O14A 134(4) . . . . ?
O11B Cl1 O14A O14B -50(4) . . . . ?
O12B Cl1 O14B O14A 18(6) . . . . ?
O12B Cl1 O14A O14B -167(4) . . . . ?
O13B Cl1 O14B O14A -119(4) . . . . ?
O13B Cl1 O14A O14B 67(5) . . . . ?

