# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_230506f
_database_code_depnum_ccdc_archive 'CCDC 2287031'
loop_
_audit_author_name
_audit_author_address
'KUANG BAOLONG'
;Beijing Institute of technology
China
;
_audit_update_record             
;
2023-08-06 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H36 Cl2 Co N12 O14'
_chemical_formula_weight         774.42

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   9.7285(9)
_cell_length_b                   9.8676(9)
_cell_length_c                   16.7911(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.648(3)
_cell_angle_gamma                90.00
_cell_volume                     1597.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2219
_cell_measurement_theta_min      2.296
_cell_measurement_theta_max      26.177

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.35
_exptl_crystal_density_meas      1.610
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             802
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7437
_exptl_absorpt_correction_T_max  0.7703
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7407
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0583
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.40
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2807
_reflns_number_gt                1949
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0861P)²+1.6354P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2807
_refine_ls_number_parameters     231
_refine_ls_number_restraints     98
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0601
_refine_ls_wR_factor_ref         0.1798
_refine_ls_wR_factor_gt          0.1629
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.5000 0.5000 0.0000 0.0401(3) Uani 1 2 d S . .
Cl1 Cl 0.0878(9) 0.8571(11) 0.1505(6) 0.0769(12) Uani 0.558(6) 1 d PDU A 1
Cl1' Cl 0.1177(12) 0.8701(14) 0.1528(8) 0.0769(12) Uani 0.442(6) 1 d PD A 2
N1 N 0.4958(5) 0.7703(6) 0.1964(3) 0.0928(19) Uani 1 1 d . . .
H1 H 0.4270 0.8238 0.1825 0.111 Uiso 1 1 calc R . .
N2 N 0.6453(5) 0.6190(6) 0.1865(3) 0.0901(18) Uani 1 1 d . . .
H2 H 0.6820 0.5457 0.1713 0.108 Uiso 1 1 calc R . .
N3 N 0.7323(5) 0.2158(6) 0.1534(3) 0.0857(17) Uani 1 1 d . . .
H3 H 0.7657 0.2603 0.1956 0.103 Uiso 1 1 calc R . .
N4 N 0.6338(7) 0.1785(5) 0.0345(4) 0.0961(19) Uani 1 1 d . . .
H4 H 0.5830 0.1911 -0.0109 0.115 Uiso 1 1 calc R . .
N5 N 0.1920(4) 0.4729(4) 0.0784(3) 0.0627(12) Uani 1 1 d . . .
H5 H 0.2342 0.5496 0.0832 0.075 Uiso 1 1 calc R . .
N6 N 0.1494(5) 0.2689(5) 0.0445(3) 0.0792(15) Uani 1 1 d . . .
H6 H 0.1634 0.1882 0.0280 0.095 Uiso 1 1 calc R . .
O1 O 0.4503(3) 0.6229(3) 0.09395(17) 0.0495(8) Uani 1 1 d . . .
O2 O 0.6445(4) 0.3947(4) 0.07951(19) 0.0566(9) Uani 1 1 d . . .
O3 O 0.3475(3) 0.3604(3) 0.0128(2) 0.0553(9) Uani 1 1 d . . .
O4 O 0.1037(19) 0.914(2) 0.2264(8) 0.136(3) Uani 0.558(6) 1 d PDU A 1
O5 O 0.1947(12) 0.7668(14) 0.1421(11) 0.143(4) Uani 0.558(6) 1 d PDU A 1
O6 O 0.0815(15) 0.9599(10) 0.0917(7) 0.133(3) Uani 0.558(6) 1 d PDU A 1
O7 O -0.0393(9) 0.7880(13) 0.1362(8) 0.154(4) Uani 0.558(6) 1 d PDU A 1
O4' O 0.089(2) 0.931(3) 0.2236(10) 0.136(3) Uani 0.442(6) 1 d PD A 2
O5' O 0.1458(18) 0.7335(15) 0.1655(15) 0.143(4) Uani 0.442(6) 1 d PD A 2
O6' O 0.2324(13) 0.9311(14) 0.1265(8) 0.133(3) Uani 0.442(6) 1 d PD A 2
O7' O 0.0031(12) 0.8899(19) 0.0938(11) 0.154(4) Uani 0.442(6) 1 d PD A 2
C1 C 0.5253(5) 0.6658(5) 0.1543(3) 0.0438(11) Uani 1 1 d . . .
C2 C 0.7087(6) 0.7041(7) 0.2504(4) 0.0786(18) Uani 1 1 d . . .
H2A H 0.7807 0.7605 0.2328 0.094 Uiso 1 1 calc R . .
H2B H 0.7478 0.6511 0.2965 0.094 Uiso 1 1 calc R . .
C3 C 0.5911(6) 0.7855(7) 0.2685(3) 0.082(2) Uani 1 1 d . . .
H3A H 0.5528 0.7504 0.3148 0.098 Uiso 1 1 calc R . .
H3B H 0.6172 0.8796 0.2780 0.098 Uiso 1 1 calc R . .
C4 C 0.6660(5) 0.2738(6) 0.0876(3) 0.0549(13) Uani 1 1 d . . .
C5 C 0.6940(11) 0.0482(8) 0.0611(6) 0.133(4) Uani 1 1 d . . .
H5A H 0.7706 0.0246 0.0322 0.159 Uiso 1 1 calc R . .
H5B H 0.6252 -0.0234 0.0541 0.159 Uiso 1 1 calc R . .
C6 C 0.7419(9) 0.0726(9) 0.1466(6) 0.118(3) Uani 1 1 d . . .
H6A H 0.6828 0.0272 0.1804 0.142 Uiso 1 1 calc R . .
H6B H 0.8367 0.0419 0.1611 0.142 Uiso 1 1 calc R . .
C7 C 0.2386(5) 0.3677(5) 0.0425(3) 0.0454(11) Uani 1 1 d . . .
C8 C 0.0281(6) 0.3077(6) 0.0762(4) 0.0720(17) Uani 1 1 d . . .
H8A H 0.0086 0.2463 0.1185 0.086 Uiso 1 1 calc R . .
H8B H -0.0514 0.3101 0.0347 0.086 Uiso 1 1 calc R . .
C9 C 0.0634(5) 0.4474(6) 0.1090(3) 0.0642(15) Uani 1 1 d . . .
H9A H -0.0070 0.5130 0.0888 0.077 Uiso 1 1 calc R . .
H9B H 0.0752 0.4482 0.1673 0.077 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O3 2.057(3) 3_665 ?
Co1 O3 2.057(3) . ?
Co1 O2 2.083(3) . ?
Co1 O2 2.083(3) 3_665 ?
Co1 O1 2.097(3) 3_665 ?
Co1 O1 2.097(3) . ?
Cl1 O4 1.382(8) . ?
Cl1 O5 1.391(8) . ?
Cl1 O7 1.405(9) . ?
Cl1 O6 1.411(9) . ?
Cl1' O5' 1.386(9) . ?
Cl1' O6' 1.391(9) . ?
Cl1' O4' 1.391(9) . ?
Cl1' O7' 1.403(9) . ?
N1 C1 1.304(6) . ?
N1 C3 1.431(7) . ?
N1 H1 0.8600 . ?
N2 C1 1.304(6) . ?
N2 C2 1.436(7) . ?
N2 H2 0.8600 . ?
N3 C4 1.333(7) . ?
N3 C6 1.421(10) . ?
N3 H3 0.8600 . ?
N4 C4 1.305(7) . ?
N4 C5 1.458(8) . ?
N4 H4 0.8600 . ?
N5 C7 1.311(6) . ?
N5 C9 1.436(6) . ?
N5 H5 0.8600 . ?
N6 C7 1.308(6) . ?
N6 C8 1.412(7) . ?
N6 H6 0.8600 . ?
O1 C1 1.242(5) . ?
O2 C4 1.215(6) . ?
O3 C7 1.232(5) . ?
C2 C3 1.463(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C6 1.469(11) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C9 1.507(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Co1 O3 180.00(18) 3_665 . ?
O3 Co1 O2 88.06(14) 3_665 . ?
O3 Co1 O2 91.94(14) . . ?
O3 Co1 O2 91.94(14) 3_665 3_665 ?
O3 Co1 O2 88.06(14) . 3_665 ?
O2 Co1 O2 180.0 . 3_665 ?
O3 Co1 O1 93.84(13) 3_665 3_665 ?
O3 Co1 O1 86.16(13) . 3_665 ?
O2 Co1 O1 89.43(12) . 3_665 ?
O2 Co1 O1 90.57(12) 3_665 3_665 ?
O3 Co1 O1 86.16(13) 3_665 . ?
O3 Co1 O1 93.84(13) . . ?
O2 Co1 O1 90.57(12) . . ?
O2 Co1 O1 89.43(12) 3_665 . ?
O1 Co1 O1 180.00(17) 3_665 . ?
O4 Cl1 O5 111.1(8) . . ?
O4 Cl1 O7 110.0(9) . . ?
O5 Cl1 O7 108.9(8) . . ?
O4 Cl1 O6 110.0(8) . . ?
O5 Cl1 O6 110.7(8) . . ?
O7 Cl1 O6 105.9(8) . . ?
O5' Cl1' O6' 108.6(9) . . ?
O5' Cl1' O4' 110.2(10) . . ?
O6' Cl1' O4' 110.3(10) . . ?
O5' Cl1' O7' 111.4(10) . . ?
O6' Cl1' O7' 108.1(9) . . ?
O4' Cl1' O7' 108.3(9) . . ?
C1 N1 C3 112.1(5) . . ?
C1 N1 H1 123.9 . . ?
C3 N1 H1 123.9 . . ?
C1 N2 C2 112.0(5) . . ?
C1 N2 H2 124.0 . . ?
C2 N2 H2 124.0 . . ?
C4 N3 C6 113.0(6) . . ?
C4 N3 H3 123.5 . . ?
C6 N3 H3 123.5 . . ?
C4 N4 C5 112.1(6) . . ?
C4 N4 H4 123.9 . . ?
C5 N4 H4 123.9 . . ?
C7 N5 C9 113.4(4) . . ?
C7 N5 H5 123.3 . . ?
C9 N5 H5 123.3 . . ?
C7 N6 C8 113.5(5) . . ?
C7 N6 H6 123.3 . . ?
C8 N6 H6 123.3 . . ?
C1 O1 Co1 129.9(3) . . ?
C4 O2 Co1 130.7(3) . . ?
C7 O3 Co1 132.4(3) . . ?
O1 C1 N1 124.3(4) . . ?
O1 C1 N2 127.9(4) . . ?
N1 C1 N2 107.8(4) . . ?
N2 C2 C3 101.9(5) . . ?
N2 C2 H2A 111.4 . . ?
C3 C2 H2A 111.4 . . ?
N2 C2 H2B 111.4 . . ?
C3 C2 H2B 111.4 . . ?
H2A C2 H2B 109.3 . . ?
N1 C3 C2 101.8(4) . . ?
N1 C3 H3A 111.4 . . ?
C2 C3 H3A 111.4 . . ?
N1 C3 H3B 111.4 . . ?
C2 C3 H3B 111.4 . . ?
H3A C3 H3B 109.3 . . ?
O2 C4 N4 127.5(5) . . ?
O2 C4 N3 124.8(6) . . ?
N4 C4 N3 107.6(5) . . ?
N4 C5 C6 102.5(7) . . ?
N4 C5 H5A 111.3 . . ?
C6 C5 H5A 111.3 . . ?
N4 C5 H5B 111.3 . . ?
C6 C5 H5B 111.3 . . ?
H5A C5 H5B 109.2 . . ?
N3 C6 C5 103.1(6) . . ?
N3 C6 H6A 111.2 . . ?
C5 C6 H6A 111.2 . . ?
N3 C6 H6B 111.2 . . ?
C5 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?
O3 C7 N6 125.2(5) . . ?
O3 C7 N5 127.0(5) . . ?
N6 C7 N5 107.9(4) . . ?
N6 C8 C9 103.0(4) . . ?
N6 C8 H8A 111.2 . . ?
C9 C8 H8A 111.2 . . ?
N6 C8 H8B 111.2 . . ?
C9 C8 H8B 111.2 . . ?
H8A C8 H8B 109.1 . . ?
N5 C9 C8 101.4(4) . . ?
N5 C9 H9A 111.5 . . ?
C8 C9 H9A 111.5 . . ?
N5 C9 H9B 111.5 . . ?
C8 C9 H9B 111.5 . . ?
H9A C9 H9B 109.3 . . ?

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
O3 Co1 O1 C1 -53.6(4) 3_665 . . . ?
O3 Co1 O1 C1 126.4(4) . . . . ?
O2 Co1 O1 C1 34.4(4) . . . . ?
O2 Co1 O1 C1 -145.6(4) 3_665 . . . ?
O1 Co1 O1 C1 152(86) 3_665 . . . ?
O3 Co1 O2 C4 -139.4(4) 3_665 . . . ?
O3 Co1 O2 C4 40.6(4) . . . . ?
O2 Co1 O2 C4 58(100) 3_665 . . . ?
O1 Co1 O2 C4 -45.6(4) 3_665 . . . ?
O1 Co1 O2 C4 134.4(4) . . . . ?
O3 Co1 O3 C7 176(100) 3_665 . . . ?
O2 Co1 O3 C7 113.1(4) . . . . ?
O2 Co1 O3 C7 -66.9(4) 3_665 . . . ?
O1 Co1 O3 C7 -157.6(4) 3_665 . . . ?
O1 Co1 O3 C7 22.4(4) . . . . ?
Co1 O1 C1 N1 159.5(4) . . . . ?
Co1 O1 C1 N2 -19.6(8) . . . . ?
C3 N1 C1 O1 172.1(5) . . . . ?
C3 N1 C1 N2 -8.7(7) . . . . ?
C2 N2 C1 O1 173.3(5) . . . . ?
C2 N2 C1 N1 -5.9(7) . . . . ?
C1 N2 C2 C3 17.1(7) . . . . ?
C1 N1 C3 C2 18.8(7) . . . . ?
N2 C2 C3 N1 -19.9(7) . . . . ?
Co1 O2 C4 N4 22.4(8) . . . . ?
Co1 O2 C4 N3 -159.9(4) . . . . ?
C5 N4 C4 O2 171.3(7) . . . . ?
C5 N4 C4 N3 -6.7(8) . . . . ?
C6 N3 C4 O2 179.6(6) . . . . ?
C6 N3 C4 N4 -2.3(8) . . . . ?
C4 N4 C5 C6 12.4(10) . . . . ?
C4 N3 C6 C5 9.8(9) . . . . ?
N4 C5 C6 N3 -12.4(10) . . . . ?
Co1 O3 C7 N6 178.4(4) . . . . ?
Co1 O3 C7 N5 -2.6(7) . . . . ?
C8 N6 C7 O3 -175.1(5) . . . . ?
C8 N6 C7 N5 5.7(7) . . . . ?
C9 N5 C7 O3 -178.1(5) . . . . ?
C9 N5 C7 N6 1.0(6) . . . . ?
C7 N6 C8 C9 -9.5(7) . . . . ?
C7 N5 C9 C8 -6.5(6) . . . . ?
N6 C8 C9 N5 8.9(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.524
_refine_diff_density_rms         0.072
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_230506d
_database_code_depnum_ccdc_archive 'CCDC 2287032'
loop_
_audit_author_name
_audit_author_address
'KUANG BAOLONG'
;Beijing Institute of technology
China
;
_audit_update_record             
;
2023-08-06 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H24 Cl2 Cu N8 O12'
_chemical_formula_weight         606.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.4339(7)
_cell_length_b                   8.4275(8)
_cell_length_c                   9.0714(8)
_cell_angle_alpha                87.583(3)
_cell_angle_beta                 78.690(2)
_cell_angle_gamma                77.157(2)
_cell_volume                     543.34(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1734
_cell_measurement_theta_min      2.479
_cell_measurement_theta_max      28.613

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.40
_exptl_crystal_density_meas      1.855
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             311
_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5856
_exptl_absorpt_correction_T_max  0.6179
_exptl_absorpt_process_details   sadabs
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            2635
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1867
_reflns_number_gt                1654
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1619P)²+0.5562P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.33(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1867
_refine_ls_number_parameters     171
_refine_ls_number_restraints     103
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0780
_refine_ls_wR_factor_ref         0.2183
_refine_ls_wR_factor_gt          0.2110
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.494
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.0000 0.5000 0.0000 0.0302(7) Uani 1 2 d S . .
N1 N 0.7830(11) 0.8914(9) 0.0416(8) 0.0481(18) Uani 1 1 d . . .
H1 H 0.7656 0.8435 -0.0346 0.058 Uiso 1 1 calc R . .
N2 N 0.8730(10) 0.9200(9) 0.2461(8) 0.0479(19) Uani 1 1 d . . .
H2 H 0.9362 0.8980 0.3170 0.057 Uiso 1 1 calc R . .
N3 N 0.6464(9) 0.5988(9) 0.3037(7) 0.0392(16) Uani 1 1 d . . .
H3 H 0.7520 0.5633 0.3319 0.047 Uiso 1 1 calc R . .
N4 N 0.4365(9) 0.6260(9) 0.1657(7) 0.0391(16) Uani 1 1 d . . .
H4 H 0.3898 0.6261 0.0861 0.047 Uiso 1 1 calc R . .
Cl1 Cl 0.1462(3) 0.2519(3) 0.3449(2) 0.0514(8) Uani 1 1 d DU . .
O1 O 0.9933(7) 0.6833(6) 0.1207(6) 0.0350(13) Uani 1 1 d . . .
O2 O 0.7342(7) 0.5036(7) 0.0633(6) 0.0354(13) Uani 1 1 d . . .
O3 O 0.2472(18) 0.1017(12) 0.2891(15) 0.141(5) Uani 1 1 d DU A .
O4 O 0.017(4) 0.324(3) 0.257(3) 0.120(6) Uani 0.354(12) 1 d PDU A 1
O5 O 0.095(3) 0.289(3) 0.4903(14) 0.073(3) Uani 0.354(12) 1 d PDU A 1
O6 O 0.305(3) 0.336(3) 0.291(3) 0.107(5) Uani 0.354(12) 1 d PDU A 1
O4' O 0.205(3) 0.3339(19) 0.4403(18) 0.120(6) Uani 0.646(12) 1 d PD A 2
O5' O 0.0471(19) 0.3394(17) 0.2440(13) 0.073(3) Uani 0.646(12) 1 d PDU A 2
O6' O 0.000(2) 0.180(2) 0.4457(15) 0.107(5) Uani 0.646(12) 1 d PD A 2
C1 C 0.8899(9) 0.8219(9) 0.1338(8) 0.0294(15) Uani 1 1 d . . .
C2 C 0.7369(13) 1.0682(11) 0.2371(13) 0.054(2) Uani 1 1 d . . .
H2A H 0.7881 1.1623 0.2483 0.065 Uiso 1 1 calc R . .
H2B H 0.6246 1.0720 0.3135 0.065 Uiso 1 1 calc R . .
C3 C 0.6958(14) 1.0609(12) 0.0827(12) 0.060(3) Uani 1 1 d . . .
H3A H 0.5616 1.0845 0.0844 0.072 Uiso 1 1 calc R . .
H3B H 0.7529 1.1356 0.0147 0.072 Uiso 1 1 calc R . .
C4 C 0.6148(9) 0.5720(8) 0.1711(8) 0.0284(15) Uani 1 1 d . . .
C5 C 0.3274(11) 0.6862(11) 0.3125(10) 0.046(2) Uani 1 1 d . . .
H5A H 0.2518 0.6113 0.3602 0.055 Uiso 1 1 calc R . .
H5B H 0.2466 0.7925 0.3046 0.055 Uiso 1 1 calc R . .
C6 C 0.4826(12) 0.6948(11) 0.3964(9) 0.044(2) Uani 1 1 d . . .
H6A H 0.4950 0.8061 0.4044 0.053 Uiso 1 1 calc R . .
H6B H 0.4595 0.6488 0.4964 0.053 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.917(5) 2_765 ?
Cu1 O1 1.917(5) . ?
Cu1 O2 1.940(5) . ?
Cu1 O2 1.940(5) 2_765 ?
N1 C1 1.298(10) . ?
N1 C3 1.462(12) . ?
N1 H1 0.8600 . ?
N2 C1 1.308(10) . ?
N2 C2 1.432(11) . ?
N2 H2 0.8600 . ?
N3 C4 1.308(10) . ?
N3 C6 1.436(10) . ?
N3 H3 0.8600 . ?
N4 C4 1.312(9) . ?
N4 C5 1.462(10) . ?
N4 H4 0.8600 . ?
Cl1 O4' 1.320(10) . ?
Cl1 O5 1.329(11) . ?
Cl1 O5' 1.375(8) . ?
Cl1 O3 1.380(9) . ?
Cl1 O4 1.388(12) . ?
Cl1 O6' 1.494(10) . ?
Cl1 O6 1.498(12) . ?
O1 C1 1.243(9) . ?
O2 C4 1.248(8) . ?
C2 C3 1.497(15) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C6 1.517(12) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0(3) 2_765 . ?
O1 Cu1 O2 85.4(2) 2_765 . ?
O1 Cu1 O2 94.6(2) . . ?
O1 Cu1 O2 94.6(2) 2_765 2_765 ?
O1 Cu1 O2 85.4(2) . 2_765 ?
O2 Cu1 O2 180.0(3) . 2_765 ?
C1 N1 C3 112.0(7) . . ?
C1 N1 H1 124.0 . . ?
C3 N1 H1 124.0 . . ?
C1 N2 C2 112.2(7) . . ?
C1 N2 H2 123.9 . . ?
C2 N2 H2 123.9 . . ?
C4 N3 C6 111.5(6) . . ?
C4 N3 H3 124.2 . . ?
C6 N3 H3 124.2 . . ?
C4 N4 C5 111.2(7) . . ?
C4 N4 H4 124.4 . . ?
C5 N4 H4 124.4 . . ?
O4' Cl1 O5 44.0(11) . . ?
O4' Cl1 O5' 117.8(9) . . ?
O5 Cl1 O5' 119.6(10) . . ?
O4' Cl1 O3 122.2(9) . . ?
O5 Cl1 O3 124.4(9) . . ?
O5' Cl1 O3 112.3(8) . . ?
O4' Cl1 O4 123.3(14) . . ?
O5 Cl1 O4 114.9(12) . . ?
O5' Cl1 O4 12.0(18) . . ?
O3 Cl1 O4 111.7(12) . . ?
O4' Cl1 O6' 102.4(9) . . ?
O5 Cl1 O6' 58.6(11) . . ?
O5' Cl1 O6' 102.5(8) . . ?
O3 Cl1 O6' 92.8(8) . . ?
O4 Cl1 O6' 90.7(16) . . ?
O4' Cl1 O6 59.8(11) . . ?
O5 Cl1 O6 103.8(11) . . ?
O5' Cl1 O6 90.2(13) . . ?
O3 Cl1 O6 94.3(10) . . ?
O4 Cl1 O6 102.1(12) . . ?
O6' Cl1 O6 161.8(11) . . ?
C1 O1 Cu1 131.9(5) . . ?
C4 O2 Cu1 131.7(5) . . ?
O1 C1 N1 126.5(7) . . ?
O1 C1 N2 123.9(7) . . ?
N1 C1 N2 109.6(7) . . ?
N2 C2 C3 103.1(7) . . ?
N2 C2 H2A 111.2 . . ?
C3 C2 H2A 111.2 . . ?
N2 C2 H2B 111.2 . . ?
C3 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
N1 C3 C2 101.3(7) . . ?
N1 C3 H3A 111.5 . . ?
C2 C3 H3A 111.5 . . ?
N1 C3 H3B 111.5 . . ?
C2 C3 H3B 111.5 . . ?
H3A C3 H3B 109.3 . . ?
O2 C4 N3 126.0(7) . . ?
O2 C4 N4 123.5(7) . . ?
N3 C4 N4 110.6(6) . . ?
N4 C5 C6 101.2(6) . . ?
N4 C5 H5A 111.5 . . ?
C6 C5 H5A 111.5 . . ?
N4 C5 H5B 111.5 . . ?
C6 C5 H5B 111.5 . . ?
H5A C5 H5B 109.3 . . ?
N3 C6 C5 102.8(6) . . ?
N3 C6 H6A 111.2 . . ?
C5 C6 H6A 111.2 . . ?
N3 C6 H6B 111.2 . . ?
C5 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?

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
O1 Cu1 O1 C1 133(100) 2_765 . . . ?
O2 Cu1 O1 C1 -50.9(6) . . . . ?
O2 Cu1 O1 C1 129.1(6) 2_765 . . . ?
O1 Cu1 O2 C4 164.0(7) 2_765 . . . ?
O1 Cu1 O2 C4 -16.0(7) . . . . ?
O2 Cu1 O2 C4 33.2(6) 2_765 . . . ?
Cu1 O1 C1 N1 -16.9(11) . . . . ?
Cu1 O1 C1 N2 162.8(6) . . . . ?
C3 N1 C1 O1 -173.9(7) . . . . ?
C3 N1 C1 N2 6.4(10) . . . . ?
C2 N2 C1 O1 -176.8(7) . . . . ?
C2 N2 C1 N1 2.9(10) . . . . ?
C1 N2 C2 C3 -10.4(11) . . . . ?
C1 N1 C3 C2 -12.2(10) . . . . ?
N2 C2 C3 N1 12.6(10) . . . . ?
Cu1 O2 C4 N3 -32.9(11) . . . . ?
Cu1 O2 C4 N4 147.8(6) . . . . ?
C6 N3 C4 O2 174.0(7) . . . . ?
C6 N3 C4 N4 -6.7(9) . . . . ?
C5 N4 C4 O2 174.6(7) . . . . ?
C5 N4 C4 N3 -4.8(9) . . . . ?
C4 N4 C5 C6 13.0(9) . . . . ?
C4 N3 C6 C5 14.4(9) . . . . ?
N4 C5 C6 N3 -15.4(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         1.297
_refine_diff_density_min         -1.475
_refine_diff_density_rms         0.153
