# 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_1-103K
_database_code_depnum_ccdc_archive 'CCDC 1539064'
_audit_update_record             
;
2017-07-11 deposited with the CCDC.
2017-07-17 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         'C6 H18 N3, Cl5 Cu, 2(H2 O)'
_chemical_formula_sum            'C6 H22 Cl5 Cu N3 O2'
_chemical_formula_weight         409.07

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                   9.5172(15)
_cell_length_b                   9.1962(9)
_cell_length_c                   17.797(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.375(9)
_cell_angle_gamma                90
_cell_volume                     1544.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    4370
_cell_measurement_theta_min      2.1578
_cell_measurement_theta_max      27.5281

_exptl_crystal_description       block
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_F_000             836
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.273
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.585
_exptl_absorpt_correction_T_max  0.635
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11020
_diffrn_reflns_av_unetI/netI     0.0656
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.158
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3527
_reflns_number_gt                3019
_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    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0309P)²+1.2032P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3527
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.0980
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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 0.3256(4) 1.2560(4) 0.0951(2) 0.0168(9) Uani 1 1 d . . . . .
H1D H 0.2967 1.3382 0.0627 0.020 Uiso 1 1 calc R U . . .
H1E H 0.3178 1.2845 0.1469 0.020 Uiso 1 1 calc R U . . .
C5 C 0.1825(4) 0.7417(4) 0.1384(2) 0.0131(8) Uani 1 1 d . . . . .
H5A H 0.1248 0.6625 0.1155 0.016 Uiso 1 1 calc R U . . .
H5B H 0.2812 0.7137 0.1407 0.016 Uiso 1 1 calc R U . . .
C2 C 0.2256(4) 1.1305(4) 0.0737(2) 0.0149(8) Uani 1 1 d . . . . .
H2B H 0.1292 1.1659 0.0715 0.018 Uiso 1 1 calc R U . . .
H2C H 0.2388 1.0982 0.0232 0.018 Uiso 1 1 calc R U . . .
C4 C 0.2278(4) 0.8964(4) 0.2526(2) 0.0126(8) Uani 1 1 d . . . . .
H4A H 0.3282 0.8740 0.2598 0.015 Uiso 1 1 calc R U . . .
H4B H 0.1986 0.9154 0.3019 0.015 Uiso 1 1 calc R U . . .
O1 O 0.6024(4) 0.4842(3) 0.06018(19) 0.0394(9) Uani 1 1 d . . . . .
H1I H 0.6653 0.5379 0.0845 0.047 Uiso 1 1 d R U . . .
H1G H 0.6309 0.4659 0.0178 0.047 Uiso 1 1 d R U . . .
C6 C 0.1554(4) 0.8770(4) 0.0908(2) 0.0123(8) Uani 1 1 d . . . . .
H6A H 0.1794 0.8587 0.0403 0.015 Uiso 1 1 calc R U . . .
H6B H 0.0557 0.9019 0.0864 0.015 Uiso 1 1 calc R U . . .
O2 O 0.8925(4) 0.4150(4) 0.02306(18) 0.0433(10) Uani 1 1 d . . . . .
H2F H 0.8733 0.3390 0.0469 0.052 Uiso 1 1 d R U . . .
H2G H 0.8776 0.4900 0.0488 0.052 Uiso 1 1 d R U . . .
C3 C 0.2021(4) 1.0300(4) 0.2035(2) 0.0118(8) Uani 1 1 d . . . . .
H3C H 0.1028 1.0568 0.1993 0.014 Uiso 1 1 calc R U . . .
H3D H 0.2576 1.1104 0.2267 0.014 Uiso 1 1 calc R U . . .
N1 N 0.4770(3) 1.2213(3) 0.08860(18) 0.0154(7) Uani 1 1 d . . . . .
H1A H 0.5306 1.2988 0.1019 0.023 Uiso 1 1 calc R U . . .
H1B H 0.5052 1.1473 0.1191 0.023 Uiso 1 1 calc R U . . .
H1C H 0.4855 1.1972 0.0410 0.023 Uiso 1 1 calc R U . . .
N2 N 0.2425(3) 1.0015(3) 0.12589(17) 0.0105(7) Uani 1 1 d . . . . .
H2A H 0.3423 0.9720 0.1318 0.013 Uiso 1 1 calc R U . . .
N3 N 0.1472(3) 0.7695(3) 0.21698(17) 0.0102(6) Uani 1 1 d . . . . .
H3A H 0.0548 0.7865 0.2150 0.012 Uiso 1 1 calc R U . . .
H3B H 0.1678 0.6908 0.2454 0.012 Uiso 1 1 calc R U . . .
Cu1 Cu 0.71436(5) 0.90686(5) 0.17624(3) 0.01073(13) Uani 1 1 d . . . . .
Cl1 Cl 0.88263(9) 0.91179(10) 0.28178(5) 0.0129(2) Uani 1 1 d . . . . .
Cl3 Cl 0.81923(10) 1.12346(10) 0.11205(5) 0.0139(2) Uani 1 1 d . . . . .
Cl2 Cl 0.82975(10) 0.72019(10) 0.12635(5) 0.0146(2) Uani 1 1 d . . . . .
Cl5 Cl 0.56419(10) 1.04464(10) 0.24190(5) 0.0135(2) Uani 1 1 d . . . . .
Cl4 Cl 0.51959(9) 0.85843(10) 0.08512(5) 0.0148(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.495(5) . ?
C1 C2 1.513(5) . ?
C5 N3 1.501(4) . ?
C5 C6 1.509(5) . ?
C2 N2 1.503(5) . ?
C4 N3 1.492(5) . ?
C4 C3 1.509(5) . ?
C6 N2 1.502(5) . ?
C3 N2 1.503(4) . ?
Cu1 Cl2 2.2786(10) . ?
Cu1 Cl1 2.3070(10) . ?
Cu1 Cl5 2.3328(10) . ?
Cu1 Cl4 2.3436(10) . ?
Cu1 Cl3 2.5615(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 113.5(3) . . ?
N3 C5 C6 109.9(3) . . ?
N2 C2 C1 115.6(3) . . ?
N3 C4 C3 110.8(3) . . ?
N2 C6 C5 110.5(3) . . ?
N2 C3 C4 110.4(3) . . ?
C6 N2 C2 109.6(3) . . ?
C6 N2 C3 108.8(3) . . ?
C2 N2 C3 114.3(3) . . ?
C4 N3 C5 111.4(3) . . ?
Cl2 Cu1 Cl1 90.75(4) . . ?
Cl2 Cu1 Cl5 164.01(4) . . ?
Cl1 Cu1 Cl5 89.28(4) . . ?
Cl2 Cu1 Cl4 88.00(4) . . ?
Cl1 Cu1 Cl4 166.36(4) . . ?
Cl5 Cu1 Cl4 88.21(4) . . ?
Cl2 Cu1 Cl3 100.21(4) . . ?
Cl1 Cu1 Cl3 94.49(3) . . ?
Cl5 Cu1 Cl3 95.73(4) . . ?
Cl4 Cu1 Cl3 99.09(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 67.2(4) . . . . ?
N3 C5 C6 N2 58.6(4) . . . . ?
N3 C4 C3 N2 -57.4(4) . . . . ?
C5 C6 N2 C2 174.1(3) . . . . ?
C5 C6 N2 C3 -60.3(4) . . . . ?
C1 C2 N2 C6 -170.2(3) . . . . ?
C1 C2 N2 C3 67.4(4) . . . . ?
C4 C3 N2 C6 59.4(4) . . . . ?
C4 C3 N2 C2 -177.8(3) . . . . ?
C3 C4 N3 C5 55.7(4) . . . . ?
C6 C5 N3 C4 -56.0(4) . . . . ?

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
N1 H1A O1 0.89 2.01 2.771(4) 142.2 1_565
N1 H1C Cl4 0.89 2.30 3.182(3) 173.4 3_675
N3 H3A Cl1 0.89 2.43 3.183(3) 142.0 1_455
N3 H3A Cl2 0.89 2.57 3.269(3) 136.5 1_455
N3 H3B Cl1 0.89 2.64 3.302(3) 131.6 2_645
N3 H3B Cl3 0.89 2.60 3.304(3) 136.7 2_645
N1 H1B Cl5 0.89 2.38 3.192(3) 151.7 .
N1 H1B Cl4 0.89 2.73 3.363(3) 128.9 .
N2 H2A Cl5 0.98 2.77 3.489(3) 130.4 .
N2 H2A Cl4 0.98 2.23 3.115(3) 149.1 .

_refine_diff_density_max         0.566
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.120

####################################################################### 
# 
# 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_1-193K
_database_code_depnum_ccdc_archive 'CCDC 1539067'
_audit_update_record             
;
2017-07-11 deposited with the CCDC.
2017-07-17 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         'C6 H18 N3, Cl5 Cu, 2(H2 O)'
_chemical_formula_sum            'C6 H22 Cl5 Cu N3 O2'
_chemical_formula_weight         409.07

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                   9.538(4)
_cell_length_b                   9.165(4)
_cell_length_c                   17.786(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.736(6)
_cell_angle_gamma                90
_cell_volume                     1540.7(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    4367
_cell_measurement_theta_min      2.1548
_cell_measurement_theta_max      27.5049

_exptl_crystal_description       block
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_F_000             836.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.279
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.584
_exptl_absorpt_correction_T_max  0.634
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16087
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.155
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3496
_reflns_number_gt                3247
_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    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0483P)²+1.2352P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3496
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0915
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001

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
C6 C 0.7985(3) 0.5277(3) 0.29708(14) 0.0191(5) Uani 1 1 d . . . . .
H6A H 0.8975 0.5547 0.3010 0.023 Uiso 1 1 calc R U . . .
H6B H 0.7426 0.6079 0.2735 0.023 Uiso 1 1 calc R U . . .
C5 C 0.7721(3) 0.3923(3) 0.24867(15) 0.0197(5) Uani 1 1 d . . . . .
H5A H 0.6719 0.3697 0.2417 0.024 Uiso 1 1 calc R U . . .
H5B H 0.8004 0.4103 0.1991 0.024 Uiso 1 1 calc R U . . .
C4 C 0.8189(3) 0.2394(3) 0.36280(15) 0.0215(5) Uani 1 1 d . . . . .
H4A H 0.8768 0.1601 0.3859 0.026 Uiso 1 1 calc R U . . .
H4B H 0.7204 0.2113 0.3606 0.026 Uiso 1 1 calc R U . . .
C3 C 0.8463(3) 0.3750(3) 0.41005(15) 0.0219(5) Uani 1 1 d . . . . .
H3C H 0.9459 0.3998 0.4145 0.026 Uiso 1 1 calc R U . . .
H3D H 0.8227 0.3571 0.4606 0.026 Uiso 1 1 calc R U . . .
C2 C 0.7777(3) 0.6313(3) 0.42599(16) 0.0240(6) Uani 1 1 d . . . . .
H2A H 0.8736 0.6673 0.4271 0.029 Uiso 1 1 calc R U . . .
H2B H 0.7669 0.6003 0.4770 0.029 Uiso 1 1 calc R U . . .
C1 C 0.6771(3) 0.7557(3) 0.40445(17) 0.0254(6) Uani 1 1 d . . . . .
H1F H 0.7070 0.8391 0.4361 0.030 Uiso 1 1 calc R U . . .
H1G H 0.6828 0.7828 0.3522 0.030 Uiso 1 1 calc R U . . .
Cl1 Cl 0.88270(6) 0.90909(7) 0.27967(4) 0.02008(15) Uani 1 1 d . . . . .
Cl2 Cl 0.82729(7) 0.71691(7) 0.12431(4) 0.02474(16) Uani 1 1 d . . . . .
Cl3 Cl 0.81704(7) 1.12197(7) 0.11101(4) 0.02280(15) Uani 1 1 d . . . . .
Cl4 Cl 0.56477(6) 1.04320(8) 0.24107(4) 0.02314(16) Uani 1 1 d . . . . .
Cl5 Cl 0.51733(6) 0.85787(8) 0.08468(4) 0.02466(16) Uani 1 1 d . . . . .
Cu1 Cu 0.71318(3) 0.90521(3) 0.17461(2) 0.01732(11) Uani 1 1 d . . . . .
N3 N 0.8528(2) 0.2663(2) 0.28475(12) 0.0183(4) Uani 1 1 d . . . . .
H3A H 0.9450 0.2835 0.2867 0.022 Uiso 1 1 calc R U . . .
H3B H 0.8322 0.1869 0.2566 0.022 Uiso 1 1 calc R U . . .
N2 N 0.7595(2) 0.5003(2) 0.37469(12) 0.0168(4) Uani 1 1 d . . . . .
H2C H 0.6597 0.4715 0.3691 0.020 Uiso 1 1 calc R U . . .
N1 N 0.5273(2) 0.7219(3) 0.41221(13) 0.0243(5) Uani 1 1 d . . . . .
H1A H 0.4737 0.7995 0.3987 0.036 Uiso 1 1 calc R U . . .
H1B H 0.4981 0.6469 0.3824 0.036 Uiso 1 1 calc R U . . .
H1E H 0.5205 0.6992 0.4602 0.036 Uiso 1 1 calc R U . . .
O1 O 0.3998(5) 0.9806(4) 0.44001(19) 0.1019(16) Uani 1 1 d . . . . .
H1H H 0.3388 1.0128 0.4046 0.122 Uiso 1 1 d R U . . .
H1D H 0.3698 0.9599 0.4816 0.122 Uiso 1 1 d R U . . .
O2 O 0.8945(7) 0.4143(5) 0.0257(3) 0.135(2) Uani 1 1 d . . . . .
H2G H 0.8771 0.4897 0.0507 0.162 Uiso 1 1 d R U . . .
H2F H 0.8731 0.3382 0.0491 0.162 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
C6 N2 1.498(3) . ?
C6 C5 1.512(4) . ?
C5 N3 1.485(3) . ?
C4 N3 1.488(3) . ?
C4 C3 1.503(4) . ?
C3 N2 1.504(3) . ?
C2 N2 1.504(3) . ?
C2 C1 1.506(4) . ?
C1 N1 1.486(4) . ?
Cl1 Cu1 2.3008(10) . ?
Cl2 Cu1 2.2859(9) . ?
Cl3 Cu1 2.5513(10) . ?
Cl4 Cu1 2.3347(9) . ?
Cl5 Cu1 2.3307(10) . ?

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
N2 C6 C5 110.1(2) . . ?
N3 C5 C6 110.8(2) . . ?
N3 C4 C3 110.0(2) . . ?
C4 C3 N2 110.7(2) . . ?
N2 C2 C1 115.6(2) . . ?
N1 C1 C2 114.0(2) . . ?
Cl2 Cu1 Cl1 90.57(3) . . ?
Cl2 Cu1 Cl5 88.32(3) . . ?
Cl1 Cu1 Cl5 166.16(3) . . ?
Cl2 Cu1 Cl4 163.77(3) . . ?
Cl1 Cu1 Cl4 89.33(4) . . ?
Cl5 Cu1 Cl4 87.92(4) . . ?
Cl2 Cu1 Cl3 100.40(4) . . ?
Cl1 Cu1 Cl3 94.34(3) . . ?
Cl5 Cu1 Cl3 99.43(3) . . ?
Cl4 Cu1 Cl3 95.78(4) . . ?
C5 N3 C4 111.6(2) . . ?
C6 N2 C3 108.8(2) . . ?
C6 N2 C2 113.7(2) . . ?
C3 N2 C2 110.1(2) . . ?

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 C6 C5 N3 -57.4(3) . . . . ?
N3 C4 C3 N2 58.4(3) . . . . ?
N2 C2 C1 N1 67.2(3) . . . . ?
C6 C5 N3 C4 56.0(3) . . . . ?
C3 C4 N3 C5 -56.2(3) . . . . ?
C5 C6 N2 C3 58.8(3) . . . . ?
C5 C6 N2 C2 -178.0(2) . . . . ?
C4 C3 N2 C6 -59.9(3) . . . . ?
C4 C3 N2 C2 174.9(2) . . . . ?
C1 C2 N2 C6 68.2(3) . . . . ?
C1 C2 N2 C3 -169.3(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
N3 H3A Cl1 0.89 2.44 3.189(2) 142.4 2_745
N3 H3A Cl2 0.89 2.58 3.287(3) 136.7 2_745
N3 H3B Cl1 0.89 2.61 3.289(3) 133.3 1_545
N3 H3B Cl3 0.89 2.64 3.336(3) 135.6 1_545
N2 H2C Cl4 0.98 2.78 3.499(3) 130.8 2_645
N2 H2C Cl5 0.98 2.23 3.116(2) 149.4 2_645
N1 H1B Cl4 0.89 2.39 3.200(3) 150.8 2_645
N1 H1B Cl5 0.89 2.72 3.365(3) 130.2 2_645
N1 H1E Cl5 0.89 2.28 3.167(3) 176.6 4_576
O1 H1H Cl2 0.85 2.46 3.166(3) 140.8 2_655
N1 H1A O1 0.89 1.98 2.740(4) 142.0 .
O2 H2G Cl2 0.85 2.54 3.388(5) 179.2 .
O2 H2F Cl3 0.85 2.36 3.213(5) 178.1 1_545

_refine_diff_density_max         1.021
_refine_diff_density_min         -0.936
_refine_diff_density_rms         0.096

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

data_2-103K
_database_code_depnum_ccdc_archive 'CCDC 1539065'
_audit_update_record             
;
2017-07-11 deposited with the CCDC.
2017-07-17 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         'C6 H18 N3, Cl5 Cu, 2(H2 O)'
_chemical_formula_sum            'C6 H22 Cl5 Cu N3 O2'
_chemical_formula_weight         409.07

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                   9.509(6)
_cell_length_b                   9.215(5)
_cell_length_c                   17.794(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.303(10)
_cell_angle_gamma                90
_cell_volume                     1546.5(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    4259
_cell_measurement_theta_min      2.1594
_cell_measurement_theta_max      27.5126

_exptl_crystal_description       block
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.757
_exptl_crystal_F_000             836
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.270
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.586
_exptl_absorpt_correction_T_max  0.635
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11033
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.308
_diffrn_reflns_theta_max         27.464
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             3472
_reflns_number_gt                2919
_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    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0429P)²+1.4186P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3472
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1104
_refine_ls_wR_factor_gt          0.1048
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001

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 0.21432(5) 0.59300(5) 0.17619(3) 0.01234(15) Uani 1 1 d . . . . .
Cl5 Cl 0.38238(9) 0.58815(10) 0.28173(5) 0.0143(2) Uani 1 1 d . . . . .
Cl1 Cl 0.31942(10) 0.37657(10) 0.11195(5) 0.0158(2) Uani 1 1 d . . . . .
Cl4 Cl 0.32974(9) 0.77985(10) 0.12638(5) 0.0161(2) Uani 1 1 d . . . . .
Cl2 Cl 0.06408(9) 0.45507(11) 0.24180(5) 0.0155(2) Uani 1 1 d . . . . .
Cl3 Cl 0.01965(9) 0.64122(11) 0.08516(5) 0.0166(2) Uani 1 1 d . . . . .
N3 N 0.3524(3) 1.2309(3) 0.28290(18) 0.0127(7) Uani 1 1 d . . . . .
H3A H 0.3310 1.3095 0.2546 0.015 Uiso 1 1 calc R U . . .
H3B H 0.4449 1.2146 0.2844 0.015 Uiso 1 1 calc R U . . .
N2 N 0.2573(3) 0.9981(3) 0.37424(18) 0.0123(7) Uani 1 1 d . . . . .
H2A H 0.1573 1.0270 0.3684 0.015 Uiso 1 1 calc R U . . .
C5 C 0.2721(4) 1.1042(4) 0.2476(2) 0.0152(8) Uani 1 1 d . . . . .
H5A H 0.3013 1.0854 0.1982 0.018 Uiso 1 1 calc R U . . .
H5B H 0.1716 1.1264 0.2405 0.018 Uiso 1 1 calc R U . . .
C6 C 0.2982(4) 0.9699(4) 0.2968(2) 0.0138(8) Uani 1 1 d . . . . .
H6A H 0.2429 0.8896 0.2735 0.017 Uiso 1 1 calc R U . . .
H6B H 0.3976 0.9435 0.3010 0.017 Uiso 1 1 calc R U . . .
N1 N 0.0235(3) 0.7781(4) 0.41142(19) 0.0161(7) Uani 1 1 d . . . . .
H1A H -0.0299 0.7007 0.3982 0.024 Uiso 1 1 calc R U . . .
H1B H 0.0150 0.8021 0.4591 0.024 Uiso 1 1 calc R U . . .
H1C H -0.0048 0.8520 0.3810 0.024 Uiso 1 1 calc R U . . .
C2 C 0.2746(4) 0.8685(4) 0.4260(2) 0.0171(9) Uani 1 1 d . . . . .
H2B H 0.2623 0.9002 0.4767 0.021 Uiso 1 1 calc R U . . .
H2C H 0.3710 0.8331 0.4276 0.021 Uiso 1 1 calc R U . . .
C3 C 0.3444(4) 1.1237(4) 0.4094(2) 0.0159(8) Uani 1 1 d . . . . .
H3C H 0.3197 1.1424 0.4598 0.019 Uiso 1 1 calc R U . . .
H3D H 0.4443 1.0988 0.4142 0.019 Uiso 1 1 calc R U . . .
C4 C 0.3181(4) 1.2581(4) 0.3615(2) 0.0151(8) Uani 1 1 d . . . . .
H4A H 0.2195 1.2867 0.3595 0.018 Uiso 1 1 calc R U . . .
H4B H 0.3764 1.3368 0.3843 0.018 Uiso 1 1 calc R U . . .
C1 C 0.1745(4) 0.7441(4) 0.4047(2) 0.0165(9) Uani 1 1 d . . . . .
H1D H 0.1821 0.7157 0.3529 0.020 Uiso 1 1 calc R U . . .
H1E H 0.2035 0.6619 0.4371 0.020 Uiso 1 1 calc R U . . .
O1 O 0.8968(4) 0.5157(4) 0.44018(19) 0.0431(10) Uani 1 1 d . . . . .
D1H H 0.8359 0.4834 0.4051 0.052 Uiso 1 1 d R U . . .
D1F H 0.8666 0.5350 0.4820 0.052 Uiso 1 1 d R U . . .
O2 O 0.3912(5) 0.0852(4) 0.0230(2) 0.0473(11) Uani 1 1 d . . . . .
D2G H 0.3722 0.1616 0.0465 0.057 Uiso 1 1 d R U . . .
D2F H 0.3756 0.0110 0.0491 0.057 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
Cu1 Cl4 2.2808(13) . ?
Cu1 Cl5 2.3064(15) . ?
Cu1 Cl2 2.3332(13) . ?
Cu1 Cl3 2.3420(15) . ?
Cu1 Cl1 2.5639(15) . ?
N3 C5 1.490(5) . ?
N3 C4 1.497(5) . ?
N2 C6 1.501(5) . ?
N2 C2 1.504(5) . ?
N2 C3 1.511(5) . ?
C5 C6 1.518(6) . ?
N1 C1 1.489(5) . ?
C2 C1 1.508(5) . ?
C3 C4 1.506(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
Cl4 Cu1 Cl5 90.76(5) . . ?
Cl4 Cu1 Cl2 163.99(4) . . ?
Cl5 Cu1 Cl2 89.25(6) . . ?
Cl4 Cu1 Cl3 88.00(5) . . ?
Cl5 Cu1 Cl3 166.33(4) . . ?
Cl2 Cu1 Cl3 88.23(6) . . ?
Cl4 Cu1 Cl1 100.37(5) . . ?
Cl5 Cu1 Cl1 94.53(5) . . ?
Cl2 Cu1 Cl1 95.59(5) . . ?
Cl3 Cu1 Cl1 99.08(5) . . ?
C5 N3 C4 111.4(3) . . ?
C6 N2 C2 113.8(3) . . ?
C6 N2 C3 108.7(3) . . ?
C2 N2 C3 110.0(3) . . ?
N3 C5 C6 111.0(3) . . ?
N2 C6 C5 110.3(3) . . ?
N2 C2 C1 115.7(3) . . ?
C4 C3 N2 110.6(3) . . ?
N3 C4 C3 110.5(3) . . ?
N1 C1 C2 113.8(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
C4 N3 C5 C6 -55.3(4) . . . . ?
C2 N2 C6 C5 177.8(3) . . . . ?
C3 N2 C6 C5 -59.2(4) . . . . ?
N3 C5 C6 N2 57.6(4) . . . . ?
C6 N2 C2 C1 -68.0(4) . . . . ?
C3 N2 C2 C1 169.7(3) . . . . ?
C6 N2 C3 C4 59.8(4) . . . . ?
C2 N2 C3 C4 -175.0(3) . . . . ?
C5 N3 C4 C3 55.4(4) . . . . ?
N2 C3 C4 N3 -57.9(4) . . . . ?
N2 C2 C1 N1 -66.7(4) . . . . ?

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 H3A Cl5 0.89 2.65 3.304(4) 131.5 1_565
N3 H3A Cl1 0.89 2.60 3.303(4) 136.3 1_565
N3 H3B Cl5 0.89 2.44 3.186(3) 142.3 2_655
N3 H3B Cl4 0.89 2.57 3.272(4) 136.3 2_655
N2 H2A Cl2 0.98 2.77 3.486(4) 130.6 2
N2 H2A Cl3 0.98 2.23 3.111(3) 148.8 2
N1 H1A O1 0.89 2.02 2.778(5) 142.2 1_455
N1 H1B Cl3 0.89 2.30 3.184(4) 173.6 4_576
N1 H1C Cl2 0.89 2.38 3.195(4) 151.7 2
N1 H1C Cl3 0.89 2.74 3.372(4) 129.1 2
O1 H1H Cl4 0.85 2.47 3.181(4) 142.1 2_645
O2 H2F Cl4 0.85 2.60 3.452(4) 178.6 1_545
O2 H2G Cl1 0.85 2.38 3.233(4) 179.7 .

_refine_diff_density_max         0.678
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.124

####################################################################### 
# 
# 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_1-293K
_database_code_depnum_ccdc_archive 'CCDC 1539066'
_audit_update_record             
;
2017-07-11 deposited with the CCDC.
2017-07-17 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         'C6 H18 N3, Cl5 Cu, 2(H2 O)'
_chemical_formula_sum            'C6 H22 Cl5 Cu N3 O2'
_chemical_formula_weight         409.07

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   9.5904(19)
_cell_length_b                   9.2794(19)
_cell_length_c                   18.072(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.15(3)
_cell_angle_gamma                90
_cell_volume                     1592.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4362
_cell_measurement_theta_min      2.1467
_cell_measurement_theta_max      27.5126

_exptl_crystal_description       block
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_F_000             836.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.205
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_T_max  0.643
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8412
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.070
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_full        24.993
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2788
_reflns_number_gt                1856
_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    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1879P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2788
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0772
_refine_ls_wR_factor_ref         0.2761
_refine_ls_wR_factor_gt          0.2158
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.003
_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
C6 C 0.3034(8) 0.4665(8) 0.2981(4) 0.0545(18) Uani 1 1 d . . . . .
H6A H 0.4026 0.4423 0.3028 0.065 Uiso 1 1 calc R U . . .
H6B H 0.2499 0.3854 0.2752 0.065 Uiso 1 1 calc R U . . .
C5 C 0.2744(8) 0.5984(8) 0.2487(4) 0.0543(18) Uani 1 1 d . . . . .
H5A H 0.3023 0.5793 0.2001 0.065 Uiso 1 1 calc R U . . .
H5B H 0.1743 0.6193 0.2415 0.065 Uiso 1 1 calc R U . . .
C4 C 0.3215(8) 0.7529(8) 0.3610(5) 0.0579(19) Uani 1 1 d . . . . .
H4A H 0.2234 0.7804 0.3589 0.069 Uiso 1 1 calc R U . . .
H4B H 0.3791 0.8321 0.3829 0.069 Uiso 1 1 calc R U . . .
C3 C 0.3502(9) 0.6201(9) 0.4098(4) 0.0584(19) Uani 1 1 d . . . . .
H3A H 0.3266 0.6397 0.4593 0.070 Uiso 1 1 calc R U . . .
H3B H 0.4495 0.5960 0.4148 0.070 Uiso 1 1 calc R U . . .
C1 C 0.1871(8) 0.2420(9) 0.4069(5) 0.065(2) Uani 1 1 d . . . . .
H1D H 0.2219 0.1600 0.4373 0.079 Uiso 1 1 calc R U . . .
H1E H 0.1892 0.2167 0.3550 0.079 Uiso 1 1 calc R U . . .
C2 C 0.2830(8) 0.3681(9) 0.4268(5) 0.0572(19) Uani 1 1 d . . . . .
H2A H 0.2706 0.4005 0.4765 0.069 Uiso 1 1 calc R U . . .
H2B H 0.3795 0.3350 0.4292 0.069 Uiso 1 1 calc R U . . .
Cl1 Cl 0.3796(2) 0.0818(2) 0.27856(11) 0.0553(6) Uani 1 1 d . . . . .
Cl2 Cl 0.3247(2) 0.2729(2) 0.12438(12) 0.0629(6) Uani 1 1 d . . . . .
Cl3 Cl 0.3149(2) -0.1296(2) 0.11017(11) 0.0607(6) Uani 1 1 d . . . . .
Cl4 Cl 0.0635(2) -0.0569(2) 0.23704(12) 0.0651(7) Uani 1 1 d . . . . .
Cl5 Cl 0.0140(2) 0.1336(2) 0.08503(12) 0.0658(7) Uani 1 1 d . . . . .
Cu1 Cu 0.21074(9) 0.08504(10) 0.17367(5) 0.0519(5) Uani 1 1 d . . . . .
N2 N 0.2629(6) 0.4941(7) 0.3752(3) 0.0501(14) Uani 1 1 d . . . . .
H2C H 0.1633 0.5219 0.3692 0.060 Uiso 1 1 calc R U . . .
N3 N 0.3534(7) 0.7250(7) 0.2832(4) 0.0549(16) Uani 1 1 d . . . . .
H3C H 0.3308 0.8025 0.2550 0.066 Uiso 1 1 calc R U . . .
H3D H 0.4454 0.7095 0.2847 0.066 Uiso 1 1 calc R U . . .
N1 N 0.0370(7) 0.2715(8) 0.4180(4) 0.0666(19) Uani 1 1 d . . . . .
H1A H -0.0153 0.1937 0.4054 0.100 Uiso 1 1 calc R U . . .
H1B H 0.0339 0.2928 0.4657 0.100 Uiso 1 1 calc R U . . .
H1C H 0.0037 0.3454 0.3894 0.100 Uiso 1 1 calc R U . . .
O1 O 0.9235(11) 0.0017(9) 0.4233(7) 0.177(5) Uani 1 1 d . . . . .
H1G H 0.9176 -0.0111 0.4693 0.212 Uiso 1 1 d R U . . .
H1H H 0.8474 -0.0327 0.4002 0.212 Uiso 1 1 d R U . . .
O2 O 0.3843(16) 0.5808(9) 0.0247(5) 0.170(6) Uani 1 1 d . . . . .
H2F H 0.3677 0.6587 0.0466 0.203 Uiso 1 1 d R U . . .
H2G H 0.3589 0.5095 0.0491 0.203 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
C6 C5 1.517(10) . ?
C6 N2 1.520(9) . ?
C5 N3 1.486(10) . ?
C4 N3 1.504(10) . ?
C4 C3 1.517(11) . ?
C3 N2 1.521(10) . ?
C1 C2 1.500(11) . ?
C1 N1 1.506(10) . ?
C2 N2 1.492(9) . ?
Cl1 Cu1 2.312(2) . ?
Cl2 Cu1 2.303(2) . ?
Cl3 Cu1 2.571(2) . ?
Cl4 Cu1 2.345(2) . ?
Cl5 Cu1 2.339(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C6 N2 110.8(6) . . ?
N3 C5 C6 110.6(6) . . ?
N3 C4 C3 111.1(6) . . ?
C4 C3 N2 110.0(7) . . ?
C2 C1 N1 113.1(7) . . ?
N2 C2 C1 116.1(7) . . ?
Cl2 Cu1 Cl1 90.66(8) . . ?
Cl2 Cu1 Cl5 88.30(8) . . ?
Cl1 Cu1 Cl5 165.26(9) . . ?
Cl2 Cu1 Cl4 164.98(9) . . ?
Cl1 Cu1 Cl4 89.57(8) . . ?
Cl5 Cu1 Cl4 87.68(8) . . ?
Cl2 Cu1 Cl3 100.26(8) . . ?
Cl1 Cu1 Cl3 94.85(7) . . ?
Cl5 Cu1 Cl3 99.80(8) . . ?
Cl4 Cu1 Cl3 94.68(8) . . ?
C2 N2 C6 114.5(6) . . ?
C2 N2 C3 109.3(6) . . ?
C6 N2 C3 108.0(6) . . ?
C5 N3 C4 111.6(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C6 C5 N3 58.3(8) . . . . ?
N3 C4 C3 N2 -57.9(8) . . . . ?
N1 C1 C2 N2 -70.7(9) . . . . ?
C1 C2 N2 C6 -68.0(8) . . . . ?
C1 C2 N2 C3 170.7(6) . . . . ?
C5 C6 N2 C2 177.9(6) . . . . ?
C5 C6 N2 C3 -60.1(8) . . . . ?
C4 C3 N2 C2 -175.3(6) . . . . ?
C4 C3 N2 C6 59.6(8) . . . . ?
C6 C5 N3 C4 -55.2(8) . . . . ?
C3 C4 N3 C5 55.5(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2C Cl4 0.98 2.79 3.512(6) 131.3 2
N2 H2C Cl5 0.98 2.25 3.128(6) 149.0 2
N3 H3C Cl1 0.89 2.66 3.323(7) 132.3 1_565
N3 H3C Cl3 0.89 2.68 3.377(6) 136.5 1_565
N3 H3D Cl2 0.89 2.62 3.325(7) 136.5 2_655
N1 H1A O1 0.89 1.92 2.737(10) 152.3 1_455
N1 H1B Cl5 0.89 2.29 3.182(7) 174.7 4_566
N1 H1B Cl5 0.89 2.29 3.182(7) 174.7 4_566
O1 H1H Cl2 0.85 2.44 3.215(9) 151.4 2_645
O2 H2F Cl3 0.85 2.37 3.215(9) 177.7 1_565
O2 H2G Cl2 0.85 2.63 3.468(9) 170.1 .

_refine_diff_density_max         1.893
_refine_diff_density_min         -1.015
_refine_diff_density_rms         0.150

_vrf_PLAT417_1-293K              
;
PROBLEM: Short Inter D-H..H-D       H1G    ..  H1G     ..       1.81 Ang.  
RESPONSE: The alert is due to the disordered water molecules.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-293K
_database_code_depnum_ccdc_archive 'CCDC 1539069'
_audit_update_record             
;
2017-07-11 deposited with the CCDC.
2017-07-17 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         'C6 H18 N3, Cl5 Cu, 2(H2 O)'
_chemical_formula_sum            'C6 H22 Cl5 Cu N3 O2'
_chemical_formula_weight         409.07

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   9.5980(19)
_cell_length_b                   9.2921(19)
_cell_length_c                   18.051(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.01(3)
_cell_angle_gamma                90
_cell_volume                     1594.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4104
_cell_measurement_theta_min      2.1508
_cell_measurement_theta_max      27.4932

_exptl_crystal_description       block
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_F_000             836
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.202
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_T_max  0.644
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10475
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.066
_diffrn_reflns_theta_max         27.428
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3589
_reflns_number_gt                3074
_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    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0354P)²+1.1670P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3589
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.0950
_refine_ls_wR_factor_gt          0.0915
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001

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
O1 O 0.4228(5) -0.0026(4) 0.4240(3) 0.173(3) Uani 1 1 d . . . . .
D1H H 0.3444 0.0130 0.3969 0.208 Uiso 1 1 d R U . . .
D1G H 0.4250 0.0031 0.4711 0.208 Uiso 1 1 d R U . . .
O2 O 0.8824(6) 0.4218(4) 0.0244(2) 0.144(2) Uani 1 1 d . . . . .
D2G H 0.8683 0.4964 0.0496 0.172 Uiso 1 1 d R U . . .
D2F H 0.8643 0.3471 0.0485 0.172 Uiso 1 1 d R U . . .
Cu1 Cu 0.71119(4) 0.91479(4) 0.17401(2) 0.02898(12) Uani 1 1 d . . . . .
Cl1 Cl 0.87925(8) 0.91820(8) 0.27884(4) 0.03326(17) Uani 1 1 d . . . . .
Cl3 Cl 0.81593(9) 1.12965(8) 0.11012(4) 0.03760(19) Uani 1 1 d . . . . .
Cl2 Cl 0.82528(8) 0.72743(8) 0.12502(5) 0.0402(2) Uani 1 1 d . . . . .
Cl4 Cl 0.56345(8) 1.05625(9) 0.23753(5) 0.0419(2) Uani 1 1 d . . . . .
Cl5 Cl 0.51538(8) 0.86617(9) 0.08533(5) 0.0416(2) Uani 1 1 d . . . . .
N3 N 0.8532(3) 0.2756(2) 0.28458(13) 0.0301(5) Uani 1 1 d . . . . .
H3A H 0.9450 0.2922 0.2868 0.036 Uiso 1 1 calc R U . . .
H3B H 0.8326 0.1979 0.2563 0.036 Uiso 1 1 calc R U . . .
N2 N 0.7620(2) 0.5056(2) 0.37486(12) 0.0266(5) Uani 1 1 d . . . . .
H2A H 0.6624 0.4786 0.3688 0.032 Uiso 1 1 calc R U . . .
C5 C 0.7738(3) 0.4007(3) 0.24924(16) 0.0317(6) Uani 1 1 d . . . . .
H5A H 0.6739 0.3793 0.2421 0.038 Uiso 1 1 calc R U . . .
H5B H 0.8020 0.4192 0.2006 0.038 Uiso 1 1 calc R U . . .
C6 C 0.8018(3) 0.5339(3) 0.29846(16) 0.0295(6) Uani 1 1 d . . . . .
H6A H 0.9008 0.5591 0.3030 0.035 Uiso 1 1 calc R U . . .
H6B H 0.7476 0.6143 0.2755 0.035 Uiso 1 1 calc R U . . .
C2 C 0.7823(4) 0.6334(4) 0.42638(19) 0.0409(8) Uani 1 1 d . . . . .
H2B H 0.8780 0.6677 0.4277 0.049 Uiso 1 1 calc R U . . .
H2C H 0.7716 0.6017 0.4765 0.049 Uiso 1 1 calc R U . . .
N1 N 0.5362(3) 0.7305(3) 0.41738(16) 0.0450(7) Uani 1 1 d . . . . .
H1A H 0.4844 0.8083 0.4043 0.067 Uiso 1 1 calc R U . . .
H1B H 0.5026 0.6562 0.3893 0.067 Uiso 1 1 calc R U . . .
H1C H 0.5331 0.7106 0.4653 0.067 Uiso 1 1 calc R U . . .
C1 C 0.6835(3) 0.7579(3) 0.40607(19) 0.0410(8) Uani 1 1 d . . . . .
H1D H 0.7180 0.8407 0.4358 0.049 Uiso 1 1 calc R U . . .
H1E H 0.6851 0.7822 0.3539 0.049 Uiso 1 1 calc R U . . .
C4 C 0.8199(3) 0.2471(3) 0.36122(17) 0.0356(7) Uani 1 1 d . . . . .
H4A H 0.8776 0.1684 0.3835 0.043 Uiso 1 1 calc R U . . .
H4B H 0.7220 0.2190 0.3586 0.043 Uiso 1 1 calc R U . . .
C3 C 0.8470(3) 0.3801(3) 0.40934(16) 0.0336(7) Uani 1 1 d . . . . .
H3C H 0.8223 0.3610 0.4587 0.040 Uiso 1 1 calc R U . . .
H3D H 0.9463 0.4039 0.4149 0.040 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl2 2.2982(9) . ?
Cu1 Cl1 2.3094(11) . ?
Cu1 Cl5 2.3367(11) . ?
Cu1 Cl4 2.3466(9) . ?
Cu1 Cl3 2.5787(9) . ?
N3 C5 1.485(4) . ?
N3 C4 1.487(4) . ?
N2 C2 1.504(4) . ?
N2 C6 1.505(3) . ?
N2 C3 1.507(4) . ?
C5 C6 1.525(4) . ?
C2 C1 1.508(5) . ?
N1 C1 1.478(4) . ?
C4 C3 1.512(4) . ?

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
Cl2 Cu1 Cl1 90.56(3) . . ?
Cl2 Cu1 Cl5 88.33(3) . . ?
Cl1 Cu1 Cl5 165.30(3) . . ?
Cl2 Cu1 Cl4 164.82(3) . . ?
Cl1 Cu1 Cl4 89.57(3) . . ?
Cl5 Cu1 Cl4 87.70(3) . . ?
Cl2 Cu1 Cl3 100.26(4) . . ?
Cl1 Cu1 Cl3 94.85(3) . . ?
Cl5 Cu1 Cl3 99.78(3) . . ?
Cl4 Cu1 Cl3 94.85(4) . . ?
C5 N3 C4 112.0(2) . . ?
C2 N2 C6 113.6(2) . . ?
C2 N2 C3 109.9(2) . . ?
C6 N2 C3 108.8(2) . . ?
N3 C5 C6 110.3(2) . . ?
N2 C6 C5 110.2(2) . . ?
N2 C2 C1 115.6(3) . . ?
N1 C1 C2 114.5(3) . . ?
N3 C4 C3 110.3(2) . . ?
N2 C3 C4 110.8(2) . . ?

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
C4 N3 C5 C6 56.2(3) . . . . ?
C2 N2 C6 C5 -178.2(2) . . . . ?
C3 N2 C6 C5 59.1(3) . . . . ?
N3 C5 C6 N2 -57.8(3) . . . . ?
C6 N2 C2 C1 68.8(3) . . . . ?
C3 N2 C2 C1 -169.1(3) . . . . ?
N2 C2 C1 N1 70.5(4) . . . . ?
C5 N3 C4 C3 -56.0(3) . . . . ?
C2 N2 C3 C4 175.8(2) . . . . ?
C6 N2 C3 C4 -59.3(3) . . . . ?
N3 C4 C3 N2 57.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1H Cl2 0.85 2.57 3.230(4) 135.4 2_645
O2 H2F Cl3 0.85 2.38 3.231(4) 176.7 1_545
N3 H3A Cl1 0.89 2.49 3.237(3) 142.5 2_745
N3 H3A Cl2 0.89 2.60 3.314(3) 137.4 2_745
N3 H3B Cl1 0.89 2.66 3.333(3) 133.3 1_545
N3 H3B Cl3 0.89 2.70 3.401(3) 136.8 1_545
N2 H2A Cl4 0.98 2.78 3.511(3) 131.6 2_645
N2 H2A Cl5 0.98 2.25 3.133(2) 148.7 2_645
N1 H1A O1 0.89 1.90 2.718(4) 151.2 1_565
N1 H1B Cl4 0.89 2.47 3.258(3) 147.7 2_645
N1 H1B Cl5 0.89 2.74 3.421(3) 133.9 2_645
N1 H1C Cl5 0.89 2.31 3.195(3) 173.6 4_576
O2 H2G Cl2 0.85 2.61 3.456(4) 179.1 .

_refine_diff_density_max         0.586
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.085

_vrf_PLAT417_2-293K              
;
PROBLEM: Short Inter D-H..H-D       H1G    ..  H1G     ..       1.66 Ang.  
RESPONSE: The alert is due to the disordered water molecules.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-213K
_database_code_depnum_ccdc_archive 'CCDC 1539068'
_audit_update_record             
;
2017-07-11 deposited with the CCDC.
2017-07-17 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         'C6 H18 N3, Cl5 Cu, 2(H2 O)'
_chemical_formula_sum            'C6 H22 Cl5 Cu N3 O2'
_chemical_formula_weight         409.07

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   9.5510(12)
_cell_length_b                   9.2511(12)
_cell_length_c                   17.878(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.503(9)
_cell_angle_gamma                90
_cell_volume                     1566.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    4104
_cell_measurement_theta_min      2.1508
_cell_measurement_theta_max      27.4932

_exptl_crystal_description       block
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.735
_exptl_crystal_F_000             836
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.242
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.590
_exptl_absorpt_correction_T_max  0.639
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11212
_diffrn_reflns_av_unetI/netI     0.0663
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.298
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3515
_reflns_number_gt                2867
_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    'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXS-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0462P)²+1.4134P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3515
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.1216
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001

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
O2 O 0.8924(6) 0.4151(5) 0.0249(2) 0.0811(17) Uani 1 1 d . . . . .
D2G H 0.8766 0.4900 0.0500 0.097 Uiso 1 1 d R U . . .
D2F H 0.8723 0.3400 0.0487 0.097 Uiso 1 1 d R U . . .
O1 O 0.5976(5) 0.4850(4) 0.0626(2) 0.0704(15) Uani 1 1 d . . . . .
D1H H 0.6611 0.5146 0.0970 0.084 Uiso 1 1 d R U . . .
D1G H 0.6234 0.4688 0.0196 0.084 Uiso 1 1 d R U . . .
Cu1 Cu 0.71373(5) 0.90717(5) 0.17562(3) 0.02107(16) Uani 1 1 d . . . . .
Cl3 Cl 0.88206(10) 0.91179(11) 0.28085(6) 0.0244(2) Uani 1 1 d . . . . .
Cl5 Cl 0.81793(11) 1.12345(12) 0.11156(6) 0.0268(3) Uani 1 1 d . . . . .
Cl2 Cl 0.82864(10) 0.72093(12) 0.12587(6) 0.0283(3) Uani 1 1 d . . . . .
Cl4 Cl 0.56423(10) 1.04487(12) 0.24105(6) 0.0272(3) Uani 1 1 d . . . . .
Cl1 Cl 0.51877(10) 0.85864(13) 0.08511(6) 0.0288(3) Uani 1 1 d . . . . .
N2 N 0.2418(3) 1.0012(4) 0.12564(19) 0.0191(7) Uani 1 1 d . . . . .
H2A H 0.3415 0.9729 0.1315 0.023 Uiso 1 1 calc R U . . .
N3 N 0.1476(3) 0.7688(4) 0.21624(19) 0.0209(7) Uani 1 1 d . . . . .
H3A H 0.0554 0.7851 0.2145 0.025 Uiso 1 1 calc R U . . .
H3B H 0.1688 0.6905 0.2444 0.025 Uiso 1 1 calc R U . . .
C5 C 0.2275(4) 0.8951(5) 0.2517(2) 0.0237(9) Uani 1 1 d . . . . .
H5A H 0.3276 0.8731 0.2589 0.028 Uiso 1 1 calc R U . . .
H5B H 0.1984 0.9137 0.3008 0.028 Uiso 1 1 calc R U . . .
C6 C 0.2013(4) 1.0286(5) 0.2026(2) 0.0216(9) Uani 1 1 d . . . . .
H6A H 0.1022 1.0548 0.1983 0.026 Uiso 1 1 calc R U . . .
H6B H 0.2562 1.1087 0.2259 0.026 Uiso 1 1 calc R U . . .
C3 C 0.1556(5) 0.8759(5) 0.0908(2) 0.0250(9) Uani 1 1 d . . . . .
H3C H 0.0561 0.9004 0.0861 0.030 Uiso 1 1 calc R U . . .
H3D H 0.1798 0.8577 0.0406 0.030 Uiso 1 1 calc R U . . .
C2 C 0.2238(4) 1.1301(5) 0.0742(3) 0.0271(10) Uani 1 1 d . . . . .
H2B H 0.1278 1.1653 0.0729 0.033 Uiso 1 1 calc R U . . .
H2C H 0.2353 1.0986 0.0237 0.033 Uiso 1 1 calc R U . . .
C4 C 0.1818(4) 0.7414(5) 0.1378(2) 0.0240(9) Uani 1 1 d . . . . .
H4A H 0.1234 0.6632 0.1149 0.029 Uiso 1 1 calc R U . . .
H4B H 0.2799 0.7128 0.1399 0.029 Uiso 1 1 calc R U . . .
N1 N 0.4733(4) 1.2220(4) 0.0877(2) 0.0284(8) Uani 1 1 d . . . . .
H1A H 0.5258 1.2996 0.1009 0.043 Uiso 1 1 calc R U . . .
H1B H 0.5029 1.1484 0.1178 0.043 Uiso 1 1 calc R U . . .
H1C H 0.4809 1.1987 0.0401 0.043 Uiso 1 1 calc R U . . .
C1 C 0.3232(5) 1.2540(5) 0.0951(3) 0.0291(10) Uani 1 1 d . . . . .
H1D H 0.2930 1.3359 0.0632 0.035 Uiso 1 1 calc R U . . .
H1E H 0.3166 1.2817 0.1468 0.035 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl2 2.2845(11) . ?
Cu1 Cl3 2.3101(12) . ?
Cu1 Cl4 2.3380(11) . ?
Cu1 Cl1 2.3452(12) . ?
Cu1 Cl5 2.5696(12) . ?
N2 C6 1.499(5) . ?
N2 C2 1.502(5) . ?
N2 C3 1.509(5) . ?
N3 C5 1.490(5) . ?
N3 C4 1.502(5) . ?
C5 C6 1.517(6) . ?
C3 C4 1.504(6) . ?
C2 C1 1.504(6) . ?
N1 C1 1.486(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Cu1 Cl3 90.71(4) . . ?
Cl2 Cu1 Cl4 164.06(5) . . ?
Cl3 Cu1 Cl4 89.31(4) . . ?
Cl2 Cu1 Cl1 88.03(4) . . ?
Cl3 Cu1 Cl1 166.14(5) . . ?
Cl4 Cu1 Cl1 88.15(4) . . ?
Cl2 Cu1 Cl5 100.37(4) . . ?
Cl3 Cu1 Cl5 94.57(4) . . ?
Cl4 Cu1 Cl5 95.51(4) . . ?
Cl1 Cu1 Cl5 99.23(4) . . ?
C6 N2 C2 113.9(3) . . ?
C6 N2 C3 108.5(3) . . ?
C2 N2 C3 110.2(3) . . ?
C5 N3 C4 111.6(3) . . ?
N3 C5 C6 110.9(3) . . ?
N2 C6 C5 110.5(3) . . ?
C4 C3 N2 111.3(3) . . ?
N2 C2 C1 115.8(4) . . ?
N3 C4 C3 110.0(3) . . ?
N1 C1 C2 114.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N3 C5 C6 55.4(4) . . . . ?
C2 N2 C6 C5 -178.0(3) . . . . ?
C3 N2 C6 C5 58.9(4) . . . . ?
N3 C5 C6 N2 -57.6(4) . . . . ?
C6 N2 C3 C4 -59.8(4) . . . . ?
C2 N2 C3 C4 174.9(3) . . . . ?
C6 N2 C2 C1 68.4(5) . . . . ?
C3 N2 C2 C1 -169.4(3) . . . . ?
C5 N3 C4 C3 -55.3(4) . . . . ?
N2 C3 C4 N3 57.9(4) . . . . ?
N2 C2 C1 N1 67.2(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
O2 H2F Cl5 0.85 2.39 3.237(4) 177.8 1_545
N2 H2A Cl4 0.98 2.78 3.499(4) 131.0 .
N2 H2A Cl1 0.98 2.24 3.125(3) 148.8 .
N3 H3A Cl3 0.89 2.46 3.207(3) 142.2 1_455
N3 H3A Cl2 0.89 2.58 3.287(3) 136.9 1_455
N3 H3B Cl3 0.89 2.65 3.315(4) 132.1 2_645
N3 H3B Cl5 0.89 2.63 3.336(4) 136.3 2_645
N1 H1A O1 0.89 2.00 2.770(5) 143.9 1_565
N1 H1B Cl4 0.89 2.40 3.214(4) 151.4 .
N1 H1B Cl1 0.89 2.75 3.390(4) 129.7 .
N1 H1C Cl1 0.89 2.30 3.189(4) 175.4 3_675
O2 H2G Cl2 0.85 2.60 3.453(4) 179.4 .
O1 H1H Cl2 0.85 2.50 3.203(4) 140.5 .

_refine_diff_density_max         0.451
_refine_diff_density_min         -0.795
_refine_diff_density_rms         0.113

