# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1558357'
_audit_update_record             
;
2017-08-24 deposited with the CCDC.
2017-08-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H24 O6, C6 H16 N2, Cl4 Cu'
_chemical_formula_sum            'C18 H40 Cl4 Cu N2 O6'
_chemical_formula_weight         585.87

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.181(2)
_cell_length_b                   10.829(2)
_cell_length_c                   25.409(5)
_cell_angle_alpha                92.34(3)
_cell_angle_beta                 90.89(3)
_cell_angle_gamma                97.50(3)
_cell_volume                     2774.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    11354
_cell_measurement_theta_min      3.001
_cell_measurement_theta_max      27.485

_exptl_crystal_description       bulk
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             1228
_exptl_transmission_factor_min   0.749
_exptl_transmission_factor_max   0.886
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.205
_shelx_estimated_absorpt_T_min   0.704
_shelx_estimated_absorpt_T_max   0.786
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SCXmini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18125
_diffrn_reflns_av_unetI/netI     0.1014
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.001
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             12716
_reflns_number_gt                6695
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0665P)²+1.8776P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014)'
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11354
_refine_ls_number_parameters     561
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1427
_refine_ls_R_factor_gt           0.0813
_refine_ls_wR_factor_ref         0.1904
_refine_ls_wR_factor_gt          0.1605
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C33 C 0.3063(10) 0.2593(11) 0.2773(3) 0.112(3) Uani 1 1 d . . . . .
H33A H 0.3543 0.1968 0.2921 0.134 Uiso 1 1 calc R U . . .
H33B H 0.2584 0.2960 0.3053 0.134 Uiso 1 1 calc R U . . .
C31 C 0.0513(9) 0.0331(9) 0.2135(4) 0.103(3) Uani 1 1 d . . . . .
H31A H -0.0060 -0.0363 0.2272 0.124 Uiso 1 1 calc R U . . .
H31B H -0.0037 0.0916 0.1998 0.124 Uiso 1 1 calc R U . . .
C32 C 0.1415(9) 0.0955(9) 0.2562(3) 0.090(3) Uani 1 1 d . . . . .
H32A H 0.0893 0.1177 0.2859 0.108 Uiso 1 1 calc R U . . .
H32B H 0.2000 0.0379 0.2680 0.108 Uiso 1 1 calc R U . . .
Cu1 Cu 0.69178(6) 0.58551(6) 0.09865(3) 0.0445(2) Uani 1 1 d . . . . .
Cl1 Cl 0.80131(15) 0.72144(13) 0.04252(6) 0.0525(4) Uani 1 1 d . . . . .
Cl3 Cl 0.48903(15) 0.58352(16) 0.13179(7) 0.0665(5) Uani 1 1 d . . . . .
Cl4 Cl 0.65075(19) 0.41644(15) 0.04396(7) 0.0739(5) Uani 1 1 d . . . . .
Cl2 Cl 0.81172(18) 0.6407(2) 0.17094(7) 0.0863(6) Uani 1 1 d . . . . .
Cu2 Cu 0.68551(6) 0.06380(6) 0.39789(3) 0.0429(2) Uani 1 1 d . . . . .
Cl6 Cl 0.78567(15) 0.20883(13) 0.45882(6) 0.0512(4) Uani 1 1 d . . . . .
Cl5 Cl 0.63246(17) -0.08901(14) 0.45474(6) 0.0611(4) Uani 1 1 d . . . . .
Cl7 Cl 0.48962(15) 0.04698(17) 0.35492(7) 0.0678(5) Uani 1 1 d . . . . .
Cl8 Cl 0.81592(16) 0.09871(18) 0.32999(6) 0.0702(5) Uani 1 1 d . . . . .
N1 N 0.2787(4) 0.9200(4) 0.43203(17) 0.0409(11) Uani 1 1 d . . . . .
H1A H 0.3636 0.9493 0.4279 0.049 Uiso 1 1 calc R U . . .
H1B H 0.2692 0.8971 0.4652 0.049 Uiso 1 1 calc R U . . .
N2 N 0.3270(4) 0.6134(4) 0.36575(18) 0.0439(11) Uani 1 1 d . . . . .
H2A H 0.2443 0.5755 0.3620 0.066 Uiso 1 1 calc R U . . .
H2B H 0.3804 0.5581 0.3742 0.066 Uiso 1 1 calc R U . . .
H2C H 0.3527 0.6473 0.3356 0.066 Uiso 1 1 calc R U . . .
O6 O 0.6014(4) 0.6123(4) 0.33086(19) 0.0694(13) Uani 1 1 d . . . . .
O5 O 0.5075(4) 0.4716(4) 0.41695(18) 0.0628(12) Uani 1 1 d . . . . .
C5 C 0.2434(5) 0.8092(5) 0.3961(2) 0.0365(12) Uani 1 1 d . . . . .
H5 H 0.2599 0.8348 0.3600 0.044 Uiso 1 1 calc R U . . .
C6 C 0.3333(5) 0.7124(5) 0.4082(2) 0.0422(13) Uani 1 1 d . . . . .
H6A H 0.4239 0.7529 0.4125 0.051 Uiso 1 1 calc R U . . .
H6B H 0.3076 0.6749 0.4411 0.051 Uiso 1 1 calc R U . . .
O4 O 0.2390(5) 0.3742(5) 0.4200(2) 0.0886(16) Uani 1 1 d . . . . .
C4 C 0.0969(5) 0.7623(5) 0.4000(3) 0.0528(16) Uani 1 1 d . . . . .
H4A H 0.0794 0.7317 0.4349 0.063 Uiso 1 1 calc R U . . .
H4B H 0.0736 0.6933 0.3746 0.063 Uiso 1 1 calc R U . . .
O2 O 0.1555(6) 0.6053(7) 0.2672(2) 0.0977(18) Uani 1 1 d . . . . .
O3 O 0.0688(5) 0.4614(5) 0.3483(2) 0.0822(15) Uani 1 1 d . . . . .
O1 O 0.4156(6) 0.7386(5) 0.2777(2) 0.0861(16) Uani 1 1 d . . . . .
C14 C 0.4585(8) 0.3602(6) 0.4418(3) 0.079(2) Uani 1 1 d . . . . .
H14A H 0.5186 0.3454 0.4702 0.095 Uiso 1 1 calc R U . . .
H14B H 0.4521 0.2899 0.4166 0.095 Uiso 1 1 calc R U . . .
C1 C 0.1967(6) 1.0211(5) 0.4229(3) 0.0589(17) Uani 1 1 d . . . . .
H1C H 0.2139 1.0527 0.3881 0.071 Uiso 1 1 calc R U . . .
H1D H 0.2211 1.0891 0.4486 0.071 Uiso 1 1 calc R U . . .
C11 C 0.0278(8) 0.3676(8) 0.3848(3) 0.085(2) Uani 1 1 d . . . . .
H11A H 0.0289 0.2861 0.3677 0.102 Uiso 1 1 calc R U . . .
H11B H -0.0625 0.3744 0.3950 0.102 Uiso 1 1 calc R U . . .
C15 C 0.6332(7) 0.4666(8) 0.3951(3) 0.080(2) Uani 1 1 d . . . . .
H15A H 0.6271 0.4024 0.3671 0.096 Uiso 1 1 calc R U . . .
H15B H 0.6948 0.4463 0.4219 0.096 Uiso 1 1 calc R U . . .
C3 C 0.0100(6) 0.8646(6) 0.3896(3) 0.069(2) Uani 1 1 d . . . . .
H3A H 0.0197 0.8896 0.3535 0.083 Uiso 1 1 calc R U . . .
H3B H -0.0823 0.8331 0.3947 0.083 Uiso 1 1 calc R U . . .
C17 C 0.6329(8) 0.7335(8) 0.3103(3) 0.090(3) Uani 1 1 d . . . . .
H17A H 0.7255 0.7454 0.3007 0.108 Uiso 1 1 calc R U . . .
H17B H 0.6204 0.7962 0.3374 0.108 Uiso 1 1 calc R U . . .
C16 C 0.6814(7) 0.5892(8) 0.3739(3) 0.080(2) Uani 1 1 d . . . . .
H16A H 0.6793 0.6542 0.4012 0.097 Uiso 1 1 calc R U . . .
H16B H 0.7723 0.5902 0.3629 0.097 Uiso 1 1 calc R U . . .
C9 C 0.0303(12) 0.5504(11) 0.2696(4) 0.138(4) Uani 1 1 d . . . . .
H9A H 0.0009 0.5229 0.2340 0.165 Uiso 1 1 calc R U . . .
H9B H -0.0235 0.6136 0.2811 0.165 Uiso 1 1 calc R U . . .
C13 C 0.3280(8) 0.3732(7) 0.4627(3) 0.081(2) Uani 1 1 d . . . . .
H13A H 0.2991 0.3042 0.4847 0.097 Uiso 1 1 calc R U . . .
H13B H 0.3318 0.4502 0.4839 0.097 Uiso 1 1 calc R U . . .
C2 C 0.0516(7) 0.9749(7) 0.4269(3) 0.070(2) Uani 1 1 d . . . . .
H2D H 0.0004 1.0415 0.4190 0.084 Uiso 1 1 calc R U . . .
H2E H 0.0329 0.9512 0.4627 0.084 Uiso 1 1 calc R U . . .
C7 C 0.3254(10) 0.7511(11) 0.2336(3) 0.115(4) Uani 1 1 d . . . . .
H7A H 0.3350 0.8378 0.2244 0.138 Uiso 1 1 calc R U . . .
H7B H 0.3510 0.7027 0.2034 0.138 Uiso 1 1 calc R U . . .
C12 C 0.1115(8) 0.3781(8) 0.4314(4) 0.094(3) Uani 1 1 d . . . . .
H12A H 0.1033 0.4559 0.4505 0.113 Uiso 1 1 calc R U . . .
H12B H 0.0819 0.3105 0.4541 0.113 Uiso 1 1 calc R U . . .
C8 C 0.1916(12) 0.7122(11) 0.2440(5) 0.136(4) Uani 1 1 d . . . . .
H8A H 0.1603 0.7778 0.2655 0.163 Uiso 1 1 calc R U . . .
H8B H 0.1433 0.7078 0.2106 0.163 Uiso 1 1 calc R U . . .
C18 C 0.5513(9) 0.7510(8) 0.2643(3) 0.089(3) Uani 1 1 d . . . . .
H18A H 0.5776 0.8332 0.2510 0.107 Uiso 1 1 calc R U . . .
H18B H 0.5644 0.6896 0.2367 0.107 Uiso 1 1 calc R U . . .
C10 C 0.0028(8) 0.4513(9) 0.3010(4) 0.095(3) Uani 1 1 d . . . . .
H10A H -0.0916 0.4397 0.3074 0.114 Uiso 1 1 calc R U . . .
H10B H 0.0235 0.3770 0.2820 0.114 Uiso 1 1 calc R U . . .
N4 N 0.2639(4) 0.4300(4) 0.06547(17) 0.0398(11) Uani 1 1 d . . . . .
H4C H 0.3468 0.4681 0.0683 0.048 Uiso 1 1 calc R U . . .
H4D H 0.2522 0.3951 0.0331 0.048 Uiso 1 1 calc R U . . .
C23 C 0.2453(5) 0.3301(5) 0.1044(2) 0.0377(13) Uani 1 1 d . . . . .
H23 H 0.2647 0.3688 0.1397 0.045 Uiso 1 1 calc R U . . .
N3 N 0.3498(4) 0.1521(4) 0.13467(17) 0.0414(11) Uani 1 1 d . . . . .
H3C H 0.3774 0.1926 0.1648 0.062 Uiso 1 1 calc R U . . .
H3D H 0.4051 0.0979 0.1259 0.062 Uiso 1 1 calc R U . . .
H3E H 0.2689 0.1115 0.1386 0.062 Uiso 1 1 calc R U . . .
C24 C 0.3462(5) 0.2423(5) 0.0928(2) 0.0452(14) Uani 1 1 d . . . . .
H24A H 0.3239 0.1976 0.0593 0.054 Uiso 1 1 calc R U . . .
H24B H 0.4332 0.2900 0.0900 0.054 Uiso 1 1 calc R U . . .
C22 C 0.1036(6) 0.2697(6) 0.1025(3) 0.0619(18) Uani 1 1 d . . . . .
H22A H 0.0909 0.2084 0.1294 0.074 Uiso 1 1 calc R U . . .
H22B H 0.0842 0.2266 0.0685 0.074 Uiso 1 1 calc R U . . .
C19 C 0.1711(6) 0.5246(6) 0.0727(3) 0.0612(18) Uani 1 1 d . . . . .
H19A H 0.1905 0.5700 0.1062 0.073 Uiso 1 1 calc R U . . .
H19B H 0.1839 0.5837 0.0450 0.073 Uiso 1 1 calc R U . . .
C20 C 0.0310(7) 0.4648(7) 0.0713(3) 0.080(2) Uani 1 1 d . . . . .
H20A H 0.0085 0.4280 0.0364 0.097 Uiso 1 1 calc R U . . .
H20B H -0.0267 0.5277 0.0786 0.097 Uiso 1 1 calc R U . . .
C21 C 0.0083(6) 0.3652(7) 0.1112(3) 0.080(2) Uani 1 1 d . . . . .
H21A H -0.0822 0.3243 0.1080 0.096 Uiso 1 1 calc R U . . .
H21B H 0.0217 0.4029 0.1465 0.096 Uiso 1 1 calc R U . . .
O7 O 0.6172(6) 0.1222(7) 0.1695(3) 0.112(2) Uani 1 1 d . . . . .
O10 O 0.1255(5) -0.0077(5) 0.1751(3) 0.0892(17) Uani 1 1 d . U . . .
O9 O 0.2091(7) -0.0478(5) 0.0705(3) 0.112(2) Uani 1 1 d . U . . .
C26 C 0.6162(12) -0.0403(13) 0.1065(6) 0.144(5) Uani 1 1 d . . . . .
H26A H 0.6726 -0.0749 0.0809 0.173 Uiso 1 1 calc R U . . .
H26B H 0.5975 -0.0999 0.1338 0.173 Uiso 1 1 calc R U . . .
O8 O 0.4992(7) -0.0196(6) 0.0822(3) 0.104(2) Uani 1 1 d . . . . .
O12 O 0.4839(6) 0.3078(6) 0.2164(2) 0.0998(18) Uani 1 1 d . U . . .
C27 C 0.4260(13) -0.1255(10) 0.0579(4) 0.127(4) Uani 1 1 d . . . . .
H27A H 0.4073 -0.1889 0.0836 0.152 Uiso 1 1 calc R U . . .
H27B H 0.4778 -0.1587 0.0303 0.152 Uiso 1 1 calc R U . . .
C28 C 0.3034(13) -0.0966(11) 0.0357(4) 0.127(4) Uani 1 1 d . U . . .
H28A H 0.2590 -0.1721 0.0180 0.152 Uiso 1 1 calc R U . . .
H28B H 0.3251 -0.0366 0.0088 0.152 Uiso 1 1 calc R U . . .
C29 C 0.1322(11) -0.1381(8) 0.0960(5) 0.126(4) Uani 1 1 d . . . . .
H29A H 0.1883 -0.1890 0.1143 0.151 Uiso 1 1 calc R U . . .
H29B H 0.0772 -0.1916 0.0705 0.151 Uiso 1 1 calc R U . . .
C35 C 0.5991(9) 0.2805(11) 0.2370(4) 0.118(3) Uani 1 1 d . . . . .
H35A H 0.5814 0.2170 0.2627 0.142 Uiso 1 1 calc R U . . .
H35B H 0.6471 0.3543 0.2546 0.142 Uiso 1 1 calc R U . . .
O11 O 0.2194(6) 0.2057(6) 0.2386(2) 0.0922(17) Uani 1 1 d . . . . .
C25 C 0.6842(10) 0.0766(13) 0.1297(5) 0.131(4) Uani 1 1 d . . . . .
H25A H 0.7712 0.0632 0.1426 0.158 Uiso 1 1 calc R U . . .
H25B H 0.6966 0.1376 0.1027 0.158 Uiso 1 1 calc R U . . .
C34 C 0.3997(11) 0.3564(9) 0.2539(4) 0.107(3) Uani 1 1 d . U . . .
H34A H 0.3497 0.4146 0.2369 0.128 Uiso 1 1 calc R U . . .
H34B H 0.4539 0.4022 0.2818 0.128 Uiso 1 1 calc R U . . .
C30 C 0.0462(8) -0.0810(8) 0.1346(4) 0.098(3) Uani 1 1 d . U . . .
H30A H -0.0081 -0.0284 0.1164 0.117 Uiso 1 1 calc R U . . .
H30B H -0.0123 -0.1463 0.1506 0.117 Uiso 1 1 calc R U . . .
C36 C 0.6803(10) 0.2346(13) 0.1936(5) 0.139(5) Uani 1 1 d . . . . .
H36A H 0.6946 0.2973 0.1674 0.167 Uiso 1 1 calc R U . . .
H36B H 0.7661 0.2212 0.2078 0.167 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
C33 O11 1.371(10) . ?
C33 C34 1.473(12) . ?
C31 O10 1.338(9) . ?
C31 C32 1.492(12) . ?
C32 O11 1.436(9) . ?
Cu1 Cl2 2.2071(19) . ?
Cu1 Cl3 2.2392(17) . ?
Cu1 Cl4 2.2431(19) . ?
Cu1 Cl1 2.2885(17) . ?
Cu2 Cl8 2.2081(18) . ?
Cu2 Cl7 2.2413(18) . ?
Cu2 Cl5 2.2590(17) . ?
Cu2 Cl6 2.2884(18) . ?
N1 C5 1.480(6) . ?
N1 C1 1.484(7) . ?
N2 C6 1.484(6) . ?
O6 C16 1.403(8) . ?
O6 C17 1.433(9) . ?
O5 C15 1.410(8) . ?
O5 C14 1.421(8) . ?
C5 C6 1.516(7) . ?
C5 C4 1.518(7) . ?
O4 C12 1.339(9) . ?
O4 C13 1.403(8) . ?
C4 C3 1.533(8) . ?
O2 C8 1.332(10) . ?
O2 C9 1.337(11) . ?
O3 C10 1.361(9) . ?
O3 C11 1.431(8) . ?
O1 C18 1.418(9) . ?
O1 C7 1.458(10) . ?
C14 C13 1.460(10) . ?
C1 C2 1.503(9) . ?
C11 C12 1.439(11) . ?
C15 C16 1.479(10) . ?
C3 C2 1.506(9) . ?
C17 C18 1.456(11) . ?
C9 C10 1.367(12) . ?
C7 C8 1.405(12) . ?
N4 C19 1.489(7) . ?
N4 C23 1.491(6) . ?
C23 C22 1.504(7) . ?
C23 C24 1.513(7) . ?
N3 C24 1.477(6) . ?
C22 C21 1.519(8) . ?
C19 C20 1.487(9) . ?
C20 C21 1.509(9) . ?
O7 C25 1.341(11) . ?
O7 C36 1.412(12) . ?
O10 C30 1.442(9) . ?
O9 C29 1.363(10) . ?
O9 C28 1.451(11) . ?
C26 O8 1.382(12) . ?
C26 C25 1.459(14) . ?
O8 C27 1.398(12) . ?
O12 C35 1.350(10) . ?
O12 C34 1.423(10) . ?
C27 C28 1.438(14) . ?
C29 C30 1.493(12) . ?
C35 C36 1.496(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
O11 C33 C34 108.4(7) . . ?
O10 C31 C32 108.4(8) . . ?
O11 C32 C31 111.5(7) . . ?
Cl2 Cu1 Cl3 99.30(8) . . ?
Cl2 Cu1 Cl4 137.02(9) . . ?
Cl3 Cu1 Cl4 98.48(7) . . ?
Cl2 Cu1 Cl1 98.89(7) . . ?
Cl3 Cu1 Cl1 129.32(7) . . ?
Cl4 Cu1 Cl1 99.42(6) . . ?
Cl8 Cu2 Cl7 98.48(7) . . ?
Cl8 Cu2 Cl5 137.96(8) . . ?
Cl7 Cu2 Cl5 97.60(7) . . ?
Cl8 Cu2 Cl6 101.00(7) . . ?
Cl7 Cu2 Cl6 131.96(7) . . ?
Cl5 Cu2 Cl6 96.45(6) . . ?
C5 N1 C1 113.2(4) . . ?
C16 O6 C17 114.4(6) . . ?
C15 O5 C14 112.6(6) . . ?
N1 C5 C6 109.1(4) . . ?
N1 C5 C4 109.9(4) . . ?
C6 C5 C4 113.9(4) . . ?
N2 C6 C5 111.9(4) . . ?
C12 O4 C13 117.0(7) . . ?
C5 C4 C3 112.1(5) . . ?
C8 O2 C9 124.2(8) . . ?
C10 O3 C11 116.3(7) . . ?
C18 O1 C7 114.3(6) . . ?
O5 C14 C13 108.7(6) . . ?
N1 C1 C2 111.1(5) . . ?
O3 C11 C12 112.5(6) . . ?
O5 C15 C16 109.0(6) . . ?
C2 C3 C4 109.2(5) . . ?
O6 C17 C18 112.4(7) . . ?
O6 C16 C15 110.1(6) . . ?
O2 C9 C10 118.9(9) . . ?
O4 C13 C14 108.2(7) . . ?
C1 C2 C3 111.5(5) . . ?
C8 C7 O1 114.0(7) . . ?
O4 C12 C11 112.2(7) . . ?
O2 C8 C7 120.7(10) . . ?
O1 C18 C17 110.2(6) . . ?
O3 C10 C9 115.4(8) . . ?
C19 N4 C23 113.2(4) . . ?
N4 C23 C22 109.8(4) . . ?
N4 C23 C24 107.3(4) . . ?
C22 C23 C24 114.8(5) . . ?
N3 C24 C23 111.0(4) . . ?
C23 C22 C21 111.4(5) . . ?
C20 C19 N4 111.1(5) . . ?
C19 C20 C21 111.4(6) . . ?
C20 C21 C22 110.1(5) . . ?
C25 O7 C36 114.4(9) . . ?
C31 O10 C30 112.1(7) . . ?
C29 O9 C28 113.3(8) . . ?
O8 C26 C25 109.8(10) . . ?
C26 O8 C27 114.9(9) . . ?
C35 O12 C34 114.1(7) . . ?
O8 C27 C28 111.2(10) . . ?
C27 C28 O9 118.6(9) . . ?
O9 C29 C30 110.5(8) . . ?
O12 C35 C36 109.0(8) . . ?
C33 O11 C32 111.2(8) . . ?
O7 C25 C26 112.5(10) . . ?
O12 C34 C33 113.2(8) . . ?
O10 C30 C29 110.8(7) . . ?
O7 C36 C35 111.4(9) . . ?

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
C30 H30B Cl2 0.97 2.80 3.749(8) 165.7 1_445
C29 H29B Cl1 0.97 2.91 3.722(10) 141.9 1_445
C26 H26A Cl1 0.97 2.85 3.725(11) 149.7 1_545
C19 H19B Cl4 0.97 2.84 3.536(7) 129.5 2_665
C24 H24B Cl4 0.97 2.75 3.673(6) 158.9 .
N3 H3E O9 0.89 2.41 2.868(7) 112.6 .
N3 H3E O10 0.89 2.08 2.907(7) 155.0 .
N3 H3D O8 0.89 2.00 2.855(7) 160.3 .
N3 H3D O7 0.89 2.39 2.912(7) 117.7 .
N3 H3C O11 0.89 2.50 3.042(7) 119.8 .
N3 H3C O12 0.89 1.98 2.835(7) 161.1 .
N4 H4D Cl1 0.89 2.27 3.154(5) 169.7 2_665
N4 H4C Cl3 0.89 2.36 3.084(5) 139.1 .
C18 H18B Cl3 0.97 2.91 3.763(9) 147.3 .
C7 H7B Cl3 0.97 2.70 3.648(9) 164.2 .
C9 H9A Cl2 0.97 2.94 3.576(10) 124.5 1_455
C11 H11B Cl6 0.97 2.80 3.445(7) 124.9 1_455
C11 H11A Cl8 0.97 2.89 3.607(8) 131.4 1_455
C1 H1D Cl5 0.97 2.85 3.542(7) 128.8 2_666
C1 H1C Cl7 0.97 2.95 3.454(7) 113.5 1_565
C4 H4B O3 0.97 2.57 3.438(7) 149.6 .
C6 H6A Cl5 0.97 2.72 3.642(6) 158.0 1_565
N2 H2C O1 0.89 1.88 2.766(6) 172.2 .
N2 H2B O5 0.89 2.02 2.873(6) 159.5 .
N2 H2A O3 0.89 2.05 2.931(7) 169.8 .
N1 H1B Cl5 0.89 2.92 3.391(5) 115.1 2_666
N1 H1B Cl6 0.89 2.33 3.194(5) 165.1 2_666
N1 H1A Cl7 0.89 2.47 3.150(5) 133.9 1_565
N1 H1A Cl5 0.89 2.90 3.653(5) 143.8 1_565
C33 H33A Cl7 0.97 2.79 3.747(9) 167.6 .

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.117

####################################################################### 
# 
# 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_P21C
_database_code_depnum_ccdc_archive 'CCDC 1558358'
_audit_update_record             
;
2017-08-24 deposited with the CCDC.
2017-08-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H24 O6, C6 H16 N2, Cl4 Cu'
_chemical_formula_sum            'C18 H40 Cl4 Cu N2 O6'
_chemical_formula_weight         586.21

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.139(9)
_cell_length_b                   25.80(2)
_cell_length_c                   11.062(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.988(12)
_cell_angle_gamma                90
_cell_volume                     2866(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    323(2)
_cell_measurement_reflns_used    6525
_cell_measurement_theta_min      2.177
_cell_measurement_theta_max      27.415

_exptl_crystal_description       bulk
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             1229.3
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.167
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.756
_exptl_absorpt_correction_T_max  0.890
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      323(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SCXmini diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20924
_diffrn_reflns_av_unetI/netI     0.0930
_diffrn_reflns_av_R_equivalents  0.0890
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.177
_diffrn_reflns_theta_max         27.415
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6525
_reflns_number_gt                4629
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0130P)²+8.0741P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6525
_refine_ls_number_parameters     443
_refine_ls_number_restraints     343
_refine_ls_R_factor_all          0.2035
_refine_ls_R_factor_gt           0.1548
_refine_ls_wR_factor_ref         0.2232
_refine_ls_wR_factor_gt          0.2031
_refine_ls_goodness_of_fit_ref   1.327
_refine_ls_restrained_S_all      1.326
_refine_ls_shift/su_max          0.070
_refine_ls_shift/su_mean         0.006

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
C1 C 0.8248(8) 0.5716(3) 0.4868(7) 0.098(3) Uani 1 1 d . . . . .
H1C H 0.8069 0.5455 0.4248 0.118 Uiso 1 1 d R U . . .
H1D H 0.8095 0.6049 0.4490 0.118 Uiso 1 1 d R U . . .
C2 C 0.9650(8) 0.5686(4) 0.5426(9) 0.124(3) Uani 1 1 d . . . . .
H2D H 1.0230 0.5735 0.4819 0.149 Uiso 1 1 d R U . . .
H2E H 0.9805 0.5345 0.5762 0.149 Uiso 1 1 d R U . . .
C3 C 0.9981(8) 0.6080(4) 0.6442(8) 0.114(3) Uani 1 1 d . . . . .
H3A H 0.9844 0.6424 0.6117 0.137 Uiso 1 1 d R U . . .
H3B H 1.0895 0.6047 0.6800 0.137 Uiso 1 1 d R U . . .
C4 C 0.9032(7) 0.5994(3) 0.7419(8) 0.098(3) Uani 1 1 d . . . . .
H4A H 0.9222 0.6238 0.8076 0.118 Uiso 1 1 d R U . . .
H4B H 0.9182 0.5651 0.7748 0.118 Uiso 1 1 d R U . . .
C5 C 0.7605(6) 0.6020(3) 0.6863(6) 0.0664(19) Uani 1 1 d . . . . .
H5A H 0.7472 0.6365 0.6539 0.080 Uiso 1 1 d R U . . .
C6 C 0.6579(7) 0.5933(3) 0.7714(7) 0.071(2) Uani 1 1 d . . . . .
H6A H 0.6751 0.5602 0.8101 0.086 Uiso 1 1 d R U . . .
H6B H 0.5704 0.5923 0.7253 0.086 Uiso 1 1 d R U . . .
C7 C 0.9843(16) 0.8709(6) 0.5899(16) 0.120(5) Uani 0.3333 1 d D U P A 1
H7A H 1.0513 0.8530 0.6442 0.144 Uiso 0.3333 1 d R U P A 1
H7B H 1.0252 0.8933 0.5364 0.144 Uiso 0.3333 1 d R U P A 1
C8 C 0.8727(16) 0.8958(7) 0.6474(18) 0.131(5) Uani 0.3333 1 d D U P A 1
H8A H 0.9234 0.9167 0.7091 0.157 Uiso 0.3333 1 d R U P A 1
H8B H 0.8290 0.8698 0.6895 0.157 Uiso 0.3333 1 d R U P A 1
C9 C 0.6909(14) 0.9671(6) 0.627(2) 0.120(6) Uani 0.3333 1 d D U P A 1
H9A H 0.6731 0.9923 0.5625 0.144 Uiso 0.3333 1 d R U P A 1
H9B H 0.7308 0.9849 0.6987 0.144 Uiso 0.3333 1 d R U P A 1
C10 C 0.5682(15) 0.9366(8) 0.6417(15) 0.102(5) Uani 0.3333 1 d D U P A 1
H10A H 0.5837 0.9098 0.7022 0.122 Uiso 0.3333 1 d R U P A 1
H10B H 0.5118 0.9625 0.6700 0.122 Uiso 0.3333 1 d R U P A 1
C11 C 0.3796(13) 0.8941(8) 0.5513(14) 0.091(5) Uani 0.3333 1 d D U P A 1
H11A H 0.3931 0.8655 0.6069 0.110 Uiso 0.3333 1 d R U P A 1
H11B H 0.3262 0.9197 0.5847 0.110 Uiso 0.3333 1 d R U P A 1
C12 C 0.315(2) 0.8784(6) 0.4243(14) 0.100(5) Uani 0.3333 1 d D U P A 1
H12A H 0.3186 0.9052 0.3646 0.121 Uiso 0.3333 1 d R U P A 1
H12B H 0.2240 0.8698 0.4280 0.121 Uiso 0.3333 1 d R U P A 1
C13 C 0.322(2) 0.8142(6) 0.2813(19) 0.091(5) Uani 0.3333 1 d D U P A 1
H13A H 0.2346 0.8028 0.2925 0.109 Uiso 0.3333 1 d R U P A 1
H13B H 0.3140 0.8400 0.2181 0.109 Uiso 0.3333 1 d R U P A 1
C14 C 0.4085(15) 0.7690(7) 0.258(2) 0.094(5) Uani 0.3333 1 d D U P A 1
H14A H 0.3629 0.7531 0.1861 0.113 Uiso 0.3333 1 d R U P A 1
H14B H 0.4149 0.7437 0.3228 0.113 Uiso 0.3333 1 d R U P A 1
C15 C 0.619(2) 0.7509(8) 0.1677(16) 0.125(5) Uani 0.3333 1 d D U P A 1
H15B H 0.6719 0.7746 0.1276 0.150 Uiso 0.3333 1 d R U P A 1
C16 C 0.7087(17) 0.7340(8) 0.2846(18) 0.134(6) Uani 0.3333 1 d D U P A 1
H16A H 0.7471 0.7016 0.2646 0.160 Uiso 0.3333 1 d R U P A 1
H16B H 0.6545 0.7284 0.3480 0.160 Uiso 0.3333 1 d R U P A 1
C17 C 0.878(2) 0.7531(9) 0.4311(17) 0.180(5) Uani 0.3333 1 d D U P A 1
H17A H 0.8182 0.7433 0.4870 0.217 Uiso 0.3333 1 d R U P A 1
H17B H 0.9271 0.7229 0.4129 0.217 Uiso 0.3333 1 d R U P A 1
C18 C 0.974(2) 0.7947(6) 0.492(2) 0.163(7) Uani 0.3333 1 d D U P A 1
H18A H 1.0312 0.8060 0.4351 0.195 Uiso 0.3333 1 d R U P A 1
H18B H 1.0278 0.7807 0.5625 0.195 Uiso 0.3333 1 d R U P A 1
O1 O 0.8979(15) 0.8377(5) 0.5213(14) 0.134(5) Uani 0.3333 1 d D U P A 1
O2 O 0.7826(12) 0.9326(5) 0.5859(18) 0.147(6) Uani 0.3333 1 d D U P A 1
O3 O 0.5013(10) 0.9179(5) 0.5279(9) 0.067(3) Uani 0.3333 1 d D U P A 1
O4 O 0.3812(14) 0.8327(4) 0.3888(14) 0.097(5) Uani 0.3333 1 d D U P A 1
O5 O 0.5344(11) 0.7821(6) 0.2271(15) 0.124(5) Uani 0.3333 1 d D U P A 1
O6 O 0.8107(13) 0.7707(6) 0.3193(14) 0.139(5) Uani 0.3333 1 d D U P A 1
C7' C 0.9926(13) 0.8129(6) 0.5466(15) 0.223(5) Uani 0.6667 1 d D U P B 2
H7'A H 1.0159 0.7856 0.6046 0.268 Uiso 0.6667 1 d R U P B 2
H7'B H 1.0643 0.8178 0.4995 0.268 Uiso 0.6667 1 d R U P B 2
C8' C 0.9484(14) 0.8605(5) 0.6076(15) 0.200(5) Uani 0.6667 1 d D U P B 2
H8'A H 1.0331 0.8753 0.6388 0.240 Uiso 0.6667 1 d R U P B 2
H8'B H 0.9079 0.8503 0.6774 0.240 Uiso 0.6667 1 d R U P B 2
C9' C 0.8404(17) 0.9511(5) 0.602(2) 0.274(6) Uani 0.6667 1 d D U P B 2
H9'A H 0.9085 0.9610 0.6671 0.328 Uiso 0.6667 1 d R U P B 2
H9'B H 0.8305 0.9780 0.5415 0.328 Uiso 0.6667 1 d R U P B 2
C10' C 0.7177(12) 0.9324(9) 0.6525(15) 0.240(6) Uani 0.6667 1 d D U P B 2
H10C H 0.6995 0.9590 0.7085 0.288 Uiso 0.6667 1 d R U P B 2
H10D H 0.7200 0.8995 0.6933 0.288 Uiso 0.6667 1 d R U P B 2
C11' C 0.4975(11) 0.9286(8) 0.6038(12) 0.231(5) Uani 0.6667 1 d D U P B 2
H11C H 0.5100 0.9024 0.6660 0.278 Uiso 0.6667 1 d R U P B 2
H11D H 0.4747 0.9604 0.6412 0.278 Uiso 0.6667 1 d R U P B 2
C12' C 0.3863(16) 0.9144(5) 0.5022(13) 0.236(5) Uani 0.6667 1 d D U P B 2
H12C H 0.3755 0.9387 0.4359 0.284 Uiso 0.6667 1 d R U P B 2
H12D H 0.3041 0.9119 0.5357 0.284 Uiso 0.6667 1 d R U P B 2
C13' C 0.3153(17) 0.8559(5) 0.3620(15) 0.232(6) Uani 0.6667 1 d D U P B 2
H13C H 0.2305 0.8602 0.3902 0.278 Uiso 0.6667 1 d R U P B 2
H13D H 0.3188 0.8790 0.2946 0.278 Uiso 0.6667 1 d R U P B 2
C14' C 0.3441(13) 0.8011(5) 0.3246(14) 0.227(8) Uani 0.6667 1 d D U P B 2
H14C H 0.2656 0.7895 0.2731 0.272 Uiso 0.6667 1 d R U P B 2
H14D H 0.3627 0.7780 0.3929 0.272 Uiso 0.6667 1 d R U P B 2
C15' C 0.4561(15) 0.7514(5) 0.2129(18) 0.245(7) Uani 0.6667 1 d D U P B 2
H15C H 0.4403 0.7288 0.2782 0.295 Uiso 0.6667 1 d R U P B 2
H15D H 0.3912 0.7434 0.1437 0.295 Uiso 0.6667 1 d R U P B 2
C16' C 0.5995(12) 0.7419(7) 0.2039(18) 0.248(7) Uani 0.6667 1 d D U P B 2
H15A H 0.5788 0.7307 0.1152 0.297 Uiso 0.6667 1 d R U P B 2
H16C H 0.5964 0.7468 0.1175 0.297 Uiso 0.6667 1 d R U P B 2
H16D H 0.6188 0.7060 0.2207 0.297 Uiso 0.6667 1 d R U P B 2
C17' C 0.7785(13) 0.7350(6) 0.3436(14) 0.199(6) Uani 0.6667 1 d D U P B 2
H17C H 0.7216 0.7305 0.4053 0.238 Uiso 0.6667 1 d R U P B 2
H17D H 0.7896 0.7018 0.3070 0.238 Uiso 0.6667 1 d R U P B 2
C18' C 0.9099(14) 0.7530(5) 0.4152(16) 0.227(6) Uani 0.6667 1 d D U P B 2
H18C H 0.9632 0.7640 0.3547 0.272 Uiso 0.6667 1 d R U P B 2
H18D H 0.9577 0.7272 0.4664 0.272 Uiso 0.6667 1 d R U P B 2
O1' O 0.8762(10) 0.7979(4) 0.4726(10) 0.197(4) Uani 0.6667 1 d D U P B 2
O2' O 0.8832(12) 0.9040(4) 0.5528(15) 0.256(5) Uani 0.6667 1 d D U P B 2
O3' O 0.6154(10) 0.9381(5) 0.5539(10) 0.208(4) Uani 0.6667 1 d D U P B 2
O4' O 0.4174(10) 0.8644(4) 0.4588(10) 0.201(4) Uani 0.6667 1 d D U P B 2
O5' O 0.4542(10) 0.8007(4) 0.2579(10) 0.208(5) Uani 0.6667 1 d D U P B 2
O6' O 0.7204(11) 0.7654(4) 0.2476(10) 0.208(5) Uani 0.6667 1 d D U P B 2
Cl1 Cl 0.5158(2) 0.63739(9) 0.4334(2) 0.1027(8) Uani 1 1 d . . . . .
Cl2 Cl 0.2096(2) 0.54333(7) 0.28478(18) 0.0756(6) Uani 1 1 d . . . . .
Cl3 Cl 0.3621(2) 0.54418(8) 0.58564(19) 0.0865(6) Uani 1 1 d . . . . .
Cl4 Cl 0.1840(2) 0.66911(8) 0.3916(3) 0.1084(9) Uani 1 1 d . . . . .
Cu1 Cu 0.31367(8) 0.60025(3) 0.42866(8) 0.0622(2) Uani 1 1 d . . . . .
N1 N 0.7314(5) 0.5651(2) 0.5806(5) 0.0594(15) Uani 1 1 d . . . . .
H1A H 0.7411 0.5327 0.6107 0.071 Uiso 1 1 d R U . . .
H1B H 0.6463 0.5688 0.5457 0.071 Uiso 1 1 d R U . . .
N2 N 0.6630(5) 0.6346(2) 0.8658(5) 0.0684(17) Uani 1 1 d . . . . .
H2A H 0.6020 0.6280 0.9157 0.103 Uiso 1 1 d R U . . .
H2B H 0.7447 0.6351 0.9096 0.103 Uiso 1 1 d R U . . .
H2C H 0.6458 0.6655 0.8294 0.103 Uiso 1 1 d 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
C1 C2 1.470(11) . ?
C1 N1 1.508(9) . ?
C2 C3 1.519(11) . ?
C3 C4 1.559(11) . ?
C4 C5 1.493(9) . ?
C5 N1 1.506(8) . ?
C5 C6 1.513(9) . ?
C6 N2 1.488(8) . ?
C7 O1 1.376(15) . ?
C7 C8 1.515(16) . ?
C8 O2 1.423(15) . ?
C9 O2 1.407(15) . ?
C9 C10 1.501(16) . ?
C10 O3 1.428(14) . ?
C11 O3 1.433(14) . ?
C11 C12 1.518(16) . ?
C12 O4 1.435(15) . ?
C13 O4 1.34(2) . ?
C13 C14 1.501(16) . ?
C14 O5 1.410(15) . ?
C15 O5 1.406(16) . ?
C15 C16 1.536(17) . ?
C16 O6 1.416(15) . ?
C17 O6 1.403(16) . ?
C17 C18 1.534(17) . ?
C18 O1 1.413(15) . ?
C7' O1' 1.394(13) . ?
C7' C8' 1.499(15) . ?
C8' O2' 1.397(13) . ?
C9' O2' 1.424(14) . ?
C9' C10' 1.511(16) . ?
C10' O3' 1.405(14) . ?
C11' O3' 1.406(13) . ?
C11' C12' 1.523(12) . ?
C12' O4' 1.427(14) . ?
C13' O4' 1.399(14) . ?
C13' C14' 1.512(12) . ?
C14' O5' 1.421(11) . ?
C15' O5' 1.366(13) . ?
C15' C16' 1.491(15) . ?
C16' O6' 1.394(13) . ?
C17' O6' 1.385(13) . ?
C17' C18' 1.524(14) . ?
C18' O1' 1.386(13) . ?
Cl1 Cu1 2.257(3) . ?
Cl2 Cu1 2.310(2) . ?
Cl3 Cu1 2.261(3) . ?
Cl4 Cu1 2.214(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
C2 C1 N1 111.6(7) . . ?
C1 C2 C3 112.1(7) . . ?
C2 C3 C4 108.9(7) . . ?
C5 C4 C3 111.3(7) . . ?
C4 C5 N1 111.4(6) . . ?
C4 C5 C6 116.6(6) . . ?
N1 C5 C6 108.1(5) . . ?
N2 C6 C5 111.7(5) . . ?
O1 C7 C8 92.3(14) . . ?
O2 C8 C7 123.3(16) . . ?
O2 C9 C10 107.3(14) . . ?
O3 C10 C9 112.2(16) . . ?
O3 C11 C12 102.5(14) . . ?
O4 C12 C11 108.5(15) . . ?
O4 C13 C14 103.1(17) . . ?
O5 C14 C13 115.1(16) . . ?
O5 C15 C16 95.6(15) . . ?
O6 C16 C15 111.2(16) . . ?
O6 C17 C18 111.2(18) . . ?
O1 C18 C17 108.6(17) . . ?
C7 O1 C18 107.0(12) . . ?
C9 O2 C8 132.7(18) . . ?
C11 O3 C10 107.5(11) . . ?
C13 O4 C12 111.6(13) . . ?
C14 O5 C15 127.7(16) . . ?
C17 O6 C16 105.8(13) . . ?
O1' C7' C8' 102.2(11) . . ?
O2' C8' C7' 127.9(15) . . ?
O2' C9' C10' 100.3(14) . . ?
O3' C10' C9' 103.7(14) . . ?
O3' C11' C12' 109.5(12) . . ?
O4' C12' C11' 106.9(14) . . ?
O4' C13' C14' 101.8(12) . . ?
O5' C14' C13' 110.1(12) . . ?
O5' C15' C16' 104.0(13) . . ?
O6' C16' C15' 136.4(16) . . ?
O6' C17' C18' 118.2(13) . . ?
O1' C18' C17' 103.9(11) . . ?
C18' O1' C7' 105.0(9) . . ?
C8' O2' C9' 132.0(16) . . ?
C10' O3' C11' 104.6(10) . . ?
C13' O4' C12' 102.9(10) . . ?
C15' O5' C14' 104.3(10) . . ?
C16' O6' C17' 106.2(11) . . ?
Cl4 Cu1 Cl1 100.23(11) . . ?
Cl4 Cu1 Cl3 135.69(11) . . ?
Cl1 Cu1 Cl3 98.87(9) . . ?
Cl4 Cu1 Cl2 100.35(10) . . ?
Cl1 Cu1 Cl2 127.76(10) . . ?
Cl3 Cu1 Cl2 98.77(10) . . ?
C5 N1 C1 112.9(5) . . ?

_refine_diff_density_max         0.325
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.065

