# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2014

####################################################################### 
# 
# 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/. 
# 
# 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_exp_7669
_database_code_depnum_ccdc_archive 'CCDC 1028563'
_audit_update_record             
;
2014-11-28 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H25 Cl2 N5 Ni O9'
_chemical_formula_weight         681.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   15.5059(3)
_cell_length_b                   11.4074(2)
_cell_length_c                   16.1421(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.0360(16)
_cell_angle_gamma                90.00
_cell_volume                     2811.56(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    99.99(17)
_cell_measurement_reflns_used    5585
_cell_measurement_theta_min      4.77
_cell_measurement_theta_max      69.99

_exptl_crystal_description       block
_exptl_crystal_colour            'pale brown'
_exptl_crystal_size_max          .10
_exptl_crystal_size_mid          .05
_exptl_crystal_size_min          .03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    3.300
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies,Version 1.171.37.33'
_exptl_absorpt_correction_T_min  .820
_exptl_absorpt_correction_T_max  .906

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      99.99(17)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.5594
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            10931
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0359
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.77
_diffrn_reflns_theta_max         69.99
_reflns_number_total             5288
_reflns_number_gt                4577
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.33 '
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.33 '
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.33 '
_computing_structure_solution    'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_molecular_graphics    Diamond
_computing_publication_material  'Siemens 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)+(0.0419P)²+4.8261P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5288
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_ref          0.0510
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1093
_refine_ls_wR_factor_gt          0.1041
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.77912(3) 0.35717(4) 0.36926(3) 0.01604(12) Uani 1 1 d . . .
Cl1 Cl 0.62274(5) 0.83497(6) 0.35464(4) 0.02679(16) Uani 1 1 d . . .
Cl2 Cl 0.96795(4) 0.83966(6) 0.74356(4) 0.02138(15) Uani 1 1 d . . .
O9 O 0.90140(12) 0.38234(17) 0.33753(12) 0.0235(4) Uani 1 1 d . . .
H9A H 0.8967 0.4260 0.2943 0.035 Uiso 1 1 d R . .
H9B H 0.9228 0.3165 0.3270 0.035 Uiso 1 1 d R . .
N2 N 0.83562(14) 0.21832(19) 0.44312(13) 0.0177(4) Uani 1 1 d . . .
N1 N 0.73434(14) 0.21531(19) 0.28502(13) 0.0167(4) Uani 1 1 d . . .
N3 N 0.72622(14) 0.44994(19) 0.26236(13) 0.0181(4) Uani 1 1 d . . .
O5 O 1.04087(13) 0.8729(2) 0.80656(13) 0.0323(5) Uani 1 1 d . . .
N4 N 0.66522(14) 0.32472(19) 0.40443(13) 0.0179(4) Uani 1 1 d . . .
O6 O 0.99830(13) 0.81485(18) 0.66486(12) 0.0263(4) Uani 1 1 d . . .
O1 O 0.69206(18) 0.8470(2) 0.30679(15) 0.0418(6) Uani 1 1 d . . .
O2 O 0.6110(2) 0.9431(2) 0.39524(16) 0.0504(7) Uani 1 1 d . . .
O7 O 0.90634(14) 0.9345(2) 0.72840(13) 0.0321(5) Uani 1 1 d . . .
C17 C 0.57338(17) 0.3517(2) 0.50893(17) 0.0205(5) Uani 1 1 d . . .
C15 C 0.53980(17) 0.2046(2) 0.39966(17) 0.0224(6) Uani 1 1 d . . .
H15 H 0.5049 0.1439 0.3742 0.027 Uiso 1 1 calc R . .
N5 N 0.77877(14) 0.48851(19) 0.46992(13) 0.0191(4) Uani 1 1 d . . .
C4 C 0.8954(2) 0.0166(3) 0.53029(18) 0.0279(6) Uani 1 1 d . . .
H4 H 0.9146 -0.0513 0.5598 0.034 Uiso 1 1 calc R . .
O8 O 0.92698(18) 0.7372(2) 0.76950(15) 0.0423(6) Uani 1 1 d . . .
C25 C 0.64772(17) 0.3796(2) 0.47361(16) 0.0183(5) Uani 1 1 d . . .
C2 C 0.82544(17) 0.1133(2) 0.40539(16) 0.0189(5) Uani 1 1 d . . .
C5 C 0.90821(18) 0.1249(3) 0.56870(17) 0.0255(6) Uani 1 1 d . . .
H5 H 0.9378 0.1312 0.6238 0.031 Uiso 1 1 calc R . .
C22 C 0.8259(2) 0.6322(3) 0.57664(18) 0.0267(6) Uani 1 1 d . . .
H22 H 0.8673 0.6880 0.5987 0.032 Uiso 1 1 calc R . .
C8 C 0.71841(16) 0.3861(2) 0.19128(16) 0.0184(5) Uani 1 1 d . . .
C12 C 0.70365(17) 0.5632(2) 0.25685(17) 0.0208(5) Uani 1 1 d . . .
H12 H 0.7080 0.6071 0.3060 0.025 Uiso 1 1 calc R . .
C7 C 0.74585(17) 0.2592(2) 0.20129(16) 0.0185(5) Uani 1 1 d . . .
H7A H 0.7108 0.2126 0.1577 0.022 Uiso 1 1 calc R . .
H7B H 0.8068 0.2517 0.1953 0.022 Uiso 1 1 calc R . .
C18 C 0.55858(18) 0.4167(2) 0.58115(17) 0.0227(6) Uani 1 1 d . . .
H18 H 0.5090 0.4016 0.6046 0.027 Uiso 1 1 calc R . .
C23 C 0.83434(18) 0.5725(2) 0.50163(17) 0.0235(6) Uani 1 1 d . . .
C13 C 0.63995(17) 0.1933(2) 0.28827(16) 0.0199(5) Uani 1 1 d . . .
H13A H 0.6289 0.1096 0.2851 0.024 Uiso 1 1 calc R . .
H13B H 0.6040 0.2298 0.2399 0.024 Uiso 1 1 calc R . .
C21 C 0.7573(2) 0.6086(2) 0.61703(17) 0.0258(6) Uani 1 1 d . . .
H21 H 0.7529 0.6461 0.6673 0.031 Uiso 1 1 calc R . .
C3 C 0.85339(19) 0.0104(3) 0.44703(18) 0.0244(6) Uani 1 1 d . . .
H3 H 0.8442 -0.0616 0.4198 0.029 Uiso 1 1 calc R . .
C6 C 0.87638(17) 0.2236(2) 0.52405(16) 0.0213(5) Uani 1 1 d . . .
H6 H 0.8833 0.2961 0.5506 0.026 Uiso 1 1 calc R . .
C24 C 0.70864(17) 0.4674(2) 0.50932(16) 0.0189(5) Uani 1 1 d . . .
C10 C 0.66781(19) 0.5529(3) 0.10725(18) 0.0265(6) Uani 1 1 d . . .
H10 H 0.6494 0.5880 0.0552 0.032 Uiso 1 1 calc R . .
C11 C 0.67398(18) 0.6174(2) 0.18047(18) 0.0244(6) Uani 1 1 d . . .
H11 H 0.6584 0.6962 0.1785 0.029 Uiso 1 1 calc R . .
C19 C 0.61607(19) 0.5000(2) 0.61558(17) 0.0235(6) Uani 1 1 d . . .
H19 H 0.6051 0.5409 0.6625 0.028 Uiso 1 1 calc R . .
C20 C 0.69344(19) 0.5271(2) 0.58190(16) 0.0218(5) Uani 1 1 d . . .
C16 C 0.51957(18) 0.2609(3) 0.46949(18) 0.0238(6) Uani 1 1 d . . .
H16 H 0.4700 0.2387 0.4908 0.029 Uiso 1 1 calc R . .
O3 O 0.6453(2) 0.7465(2) 0.41750(17) 0.0512(7) Uani 1 1 d . . .
C1 C 0.78893(17) 0.1115(2) 0.31203(16) 0.0195(5) Uani 1 1 d . . .
H1A H 0.8370 0.1085 0.2809 0.023 Uiso 1 1 calc R . .
H1B H 0.7540 0.0413 0.2988 0.023 Uiso 1 1 calc R . .
C9 C 0.68954(18) 0.4349(3) 0.11260(17) 0.0231(6) Uani 1 1 d . . .
H9 H 0.6848 0.3893 0.0643 0.028 Uiso 1 1 calc R . .
C26 C 0.9062(2) 0.6065(3) 0.45572(19) 0.0315(7) Uani 1 1 d . . .
H26A H 0.9347 0.5373 0.4402 0.047 Uiso 1 1 calc R . .
H26B H 0.9480 0.6545 0.4915 0.047 Uiso 1 1 calc R . .
H26C H 0.8821 0.6497 0.4060 0.047 Uiso 1 1 calc R . .
C14 C 0.61419(17) 0.2411(2) 0.36789(16) 0.0191(5) Uani 1 1 d . . .
O4 O 0.5460(2) 0.8005(4) 0.2992(2) 0.0821(12) 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
Ni1 N4 1.982(2) . ?
Ni1 N3 2.068(2) . ?
Ni1 O9 2.0683(19) . ?
Ni1 N2 2.082(2) . ?
Ni1 N1 2.150(2) . ?
Ni1 N5 2.211(2) . ?
Cl1 O4 1.415(3) . ?
Cl1 O2 1.423(3) . ?
Cl1 O3 1.431(3) . ?
Cl1 O1 1.435(2) . ?
Cl2 O8 1.427(2) . ?
Cl2 O5 1.434(2) . ?
Cl2 O7 1.436(2) . ?
Cl2 O6 1.457(2) . ?
N2 C2 1.340(3) . ?
N2 C6 1.350(3) . ?
N1 C1 1.476(3) . ?
N1 C7 1.481(3) . ?
N1 C13 1.495(3) . ?
N3 C12 1.338(4) . ?
N3 C8 1.347(3) . ?
N4 C14 1.312(3) . ?
N4 C25 1.349(3) . ?
C17 C25 1.409(4) . ?
C17 C16 1.411(4) . ?
C17 C18 1.434(4) . ?
C15 C16 1.380(4) . ?
C15 C14 1.405(4) . ?
N5 C23 1.330(4) . ?
N5 C24 1.373(4) . ?
C4 C5 1.381(4) . ?
C4 C3 1.389(4) . ?
C25 C24 1.427(4) . ?
C2 C3 1.385(4) . ?
C2 C1 1.515(3) . ?
C5 C6 1.381(4) . ?
C22 C21 1.368(4) . ?
C22 C23 1.415(4) . ?
C8 C9 1.388(4) . ?
C8 C7 1.509(4) . ?
C12 C11 1.384(4) . ?
C18 C19 1.354(4) . ?
C23 C26 1.493(4) . ?
C13 C14 1.512(4) . ?
C21 C20 1.404(4) . ?
C24 C20 1.410(4) . ?
C10 C11 1.381(4) . ?
C10 C9 1.386(4) . ?
C19 C20 1.434(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
N4 Ni1 N3 95.22(9) . . ?
N4 Ni1 O9 176.32(9) . . ?
N3 Ni1 O9 88.27(8) . . ?
N4 Ni1 N2 90.05(9) . . ?
N3 Ni1 N2 158.96(9) . . ?
O9 Ni1 N2 86.27(8) . . ?
N4 Ni1 N1 80.50(9) . . ?
N3 Ni1 N1 79.63(8) . . ?
O9 Ni1 N1 99.02(8) . . ?
N2 Ni1 N1 81.19(8) . . ?
N4 Ni1 N5 78.44(9) . . ?
N3 Ni1 N5 102.42(9) . . ?
O9 Ni1 N5 101.99(8) . . ?
N2 Ni1 N5 98.59(8) . . ?
N1 Ni1 N5 158.94(8) . . ?
O4 Cl1 O2 111.8(2) . . ?
O4 Cl1 O3 109.1(2) . . ?
O2 Cl1 O3 108.65(16) . . ?
O4 Cl1 O1 108.17(19) . . ?
O2 Cl1 O1 109.45(16) . . ?
O3 Cl1 O1 109.58(16) . . ?
O8 Cl2 O5 110.16(15) . . ?
O8 Cl2 O7 110.50(15) . . ?
O5 Cl2 O7 109.91(13) . . ?
O8 Cl2 O6 108.94(13) . . ?
O5 Cl2 O6 109.58(13) . . ?
O7 Cl2 O6 107.71(12) . . ?
C2 N2 C6 118.5(2) . . ?
C2 N2 Ni1 114.53(17) . . ?
C6 N2 Ni1 126.86(19) . . ?
C1 N1 C7 112.7(2) . . ?
C1 N1 C13 111.7(2) . . ?
C7 N1 C13 111.3(2) . . ?
C1 N1 Ni1 108.15(15) . . ?
C7 N1 Ni1 104.23(15) . . ?
C13 N1 Ni1 108.32(15) . . ?
C12 N3 C8 118.8(2) . . ?
C12 N3 Ni1 127.66(18) . . ?
C8 N3 Ni1 113.44(17) . . ?
C14 N4 C25 121.2(2) . . ?
C14 N4 Ni1 120.31(18) . . ?
C25 N4 Ni1 117.93(18) . . ?
C25 C17 C16 116.4(2) . . ?
C25 C17 C18 118.1(3) . . ?
C16 C17 C18 125.5(3) . . ?
C16 C15 C14 118.6(3) . . ?
C23 N5 C24 117.4(2) . . ?
C23 N5 Ni1 133.36(19) . . ?
C24 N5 Ni1 108.98(17) . . ?
C5 C4 C3 119.1(3) . . ?
N4 C25 C17 121.8(2) . . ?
N4 C25 C24 116.5(2) . . ?
C17 C25 C24 121.7(2) . . ?
N2 C2 C3 122.4(2) . . ?
N2 C2 C1 117.3(2) . . ?
C3 C2 C1 120.2(2) . . ?
C4 C5 C6 119.0(3) . . ?
C21 C22 C23 120.5(3) . . ?
N3 C8 C9 122.0(2) . . ?
N3 C8 C7 116.5(2) . . ?
C9 C8 C7 121.5(2) . . ?
N3 C12 C11 122.2(3) . . ?
N1 C7 C8 110.2(2) . . ?
C19 C18 C17 120.6(2) . . ?
N5 C23 C22 121.7(3) . . ?
N5 C23 C26 119.1(2) . . ?
C22 C23 C26 119.2(3) . . ?
N1 C13 C14 112.0(2) . . ?
C22 C21 C20 119.4(3) . . ?
C2 C3 C4 118.7(3) . . ?
N2 C6 C5 122.2(3) . . ?
N5 C24 C20 124.1(2) . . ?
N5 C24 C25 117.2(2) . . ?
C20 C24 C25 118.6(2) . . ?
C11 C10 C9 118.9(3) . . ?
C10 C11 C12 119.2(3) . . ?
C18 C19 C20 122.0(2) . . ?
C21 C20 C24 116.6(3) . . ?
C21 C20 C19 124.5(3) . . ?
C24 C20 C19 118.9(3) . . ?
C15 C16 C17 120.6(3) . . ?
N1 C1 C2 112.3(2) . . ?
C10 C9 C8 118.9(3) . . ?
N4 C14 C15 121.4(2) . . ?
N4 C14 C13 114.6(2) . . ?
C15 C14 C13 124.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        69.99
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.962
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.076
####################################################################### 
# 
# 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/. 
# 
# 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_exp_5932
_database_code_depnum_ccdc_archive 'CCDC 1028564'
_audit_update_record             
;
2014-11-28 deposited with the CCDC.
2014-12-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H25 Cl2 Co N5 O9'
_chemical_formula_weight         681.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/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                   15.5452(2)
_cell_length_b                   11.45475(14)
_cell_length_c                   16.1105(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.8494(12)
_cell_angle_gamma                90.00
_cell_volume                     2826.45(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.0(2)
_cell_measurement_reflns_used    8353
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      70.98

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          .20
_exptl_crystal_size_mid          .10
_exptl_crystal_size_min          .10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.601
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1396
_exptl_absorpt_coefficient_mu    7.053
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31'
_exptl_absorpt_correction_T_min  .450
_exptl_absorpt_correction_T_max  .494

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100.0(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.5594
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            16219
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         70.98
_reflns_number_total             5417
_reflns_number_gt                4848
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_cell_refinement       
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies,Version 1.171.37.31 '
_computing_structure_solution    'Siemens SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_molecular_graphics    Diamond
_computing_publication_material  'Siemens 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)+(0.0374P)²+1.7072P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5417
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_ref          0.0371
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0781
_refine_ls_wR_factor_gt          0.0751
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.28336(2) 0.14039(3) 0.370487(19) 0.01066(9) Uani 1 1 d . . .
Cl1 Cl 0.12280(3) 0.67128(4) 0.35224(3) 0.01890(12) Uani 1 1 d . . .
Cl2 Cl 0.46888(3) 0.66269(4) 0.74515(3) 0.01616(11) Uani 1 1 d . . .
N2 N 0.33887(10) 0.28535(15) 0.44310(10) 0.0131(3) Uani 1 1 d . . .
N4 N 0.16629(10) 0.17544(14) 0.40636(10) 0.0123(3) Uani 1 1 d . . .
O9 O 0.40559(9) 0.11427(13) 0.33906(9) 0.0192(3) Uani 1 1 d . . .
H9A H 0.4283 0.1798 0.3305 0.029 Uiso 1 1 d R . .
H9B H 0.4005 0.0732 0.2945 0.029 Uiso 1 1 d R . .
O5 O 0.49905(10) 0.68708(13) 0.66609(9) 0.0212(3) Uani 1 1 d . . .
O6 O 0.54178(10) 0.62835(15) 0.80759(9) 0.0272(4) Uani 1 1 d . . .
O1 O 0.19380(12) 0.65811(15) 0.30631(10) 0.0332(4) Uani 1 1 d . . .
N1 N 0.23466(10) 0.28653(14) 0.28520(10) 0.0119(3) Uani 1 1 d . . .
O7 O 0.40667(10) 0.56914(15) 0.73031(9) 0.0267(4) Uani 1 1 d . . .
N3 N 0.22829(10) 0.05139(14) 0.25883(10) 0.0136(3) Uani 1 1 d . . .
N5 N 0.27701(11) 0.00921(14) 0.47147(10) 0.0145(3) Uani 1 1 d . . .
C14 C 0.11559(12) 0.25949(17) 0.36932(12) 0.0133(4) Uani 1 1 d . . .
O2 O 0.10581(14) 0.56203(16) 0.38883(11) 0.0429(5) Uani 1 1 d . . .
C15 C 0.04105(13) 0.29540(18) 0.40096(12) 0.0161(4) Uani 1 1 d . . .
H15 H 0.0067 0.3562 0.3755 0.019 Uiso 1 1 calc R . .
O8 O 0.42909(13) 0.76519(15) 0.77173(11) 0.0376(4) Uani 1 1 d . . .
C12 C 0.20469(13) -0.06145(18) 0.25097(13) 0.0171(4) Uani 1 1 d . . .
H12 H 0.2102 -0.1074 0.2992 0.020 Uiso 1 1 calc R . .
C25 C 0.14713(13) 0.12033(17) 0.47509(12) 0.0127(4) Uani 1 1 d . . .
C22 C 0.32141(15) -0.13486(19) 0.57834(13) 0.0203(5) Uani 1 1 d . . .
H22 H 0.3620 -0.1911 0.6007 0.024 Uiso 1 1 calc R . .
C8 C 0.21848(13) 0.11818(18) 0.18873(12) 0.0135(4) Uani 1 1 d . . .
C17 C 0.07288(13) 0.14835(18) 0.50963(12) 0.0148(4) Uani 1 1 d . . .
C11 C 0.17258(14) -0.11164(19) 0.17388(14) 0.0201(4) Uani 1 1 d . . .
H11 H 0.1563 -0.1899 0.1705 0.024 Uiso 1 1 calc R . .
C6 C 0.38000(13) 0.28242(19) 0.52382(12) 0.0166(4) Uani 1 1 d . . .
H6 H 0.3893 0.2104 0.5505 0.020 Uiso 1 1 calc R . .
C24 C 0.20702(13) 0.03125(17) 0.51072(12) 0.0136(4) Uani 1 1 d . . .
O3 O 0.14617(13) 0.75556(16) 0.41785(11) 0.0398(5) Uani 1 1 d . . .
C18 C 0.05644(13) 0.08380(18) 0.58153(12) 0.0168(4) Uani 1 1 d . . .
H18 H 0.0067 0.0995 0.6046 0.020 Uiso 1 1 calc R . .
C16 C 0.01967(13) 0.23952(19) 0.46998(12) 0.0171(4) Uani 1 1 d . . .
H16 H -0.0301 0.2617 0.4908 0.021 Uiso 1 1 calc R . .
C21 C 0.25306(15) -0.11051(18) 0.61823(13) 0.0188(4) Uani 1 1 d . . .
H21 H 0.2478 -0.1480 0.6683 0.023 Uiso 1 1 calc R . .
C5 C 0.40883(14) 0.3815(2) 0.56848(13) 0.0210(5) Uani 1 1 d . . .
H5 H 0.4381 0.3763 0.6237 0.025 Uiso 1 1 calc R . .
C7 C 0.24630(13) 0.24415(17) 0.20099(12) 0.0134(4) Uani 1 1 d . . .
H7A H 0.3072 0.2516 0.1952 0.016 Uiso 1 1 calc R . .
H7B H 0.2119 0.2918 0.1578 0.016 Uiso 1 1 calc R . .
C19 C 0.11303(13) -0.00017(18) 0.61617(12) 0.0172(4) Uani 1 1 d . . .
H19 H 0.1013 -0.0409 0.6629 0.021 Uiso 1 1 calc R . .
C13 C 0.14072(12) 0.30693(18) 0.28939(12) 0.0144(4) Uani 1 1 d . . .
H13A H 0.1049 0.2700 0.2413 0.017 Uiso 1 1 calc R . .
H13B H 0.1290 0.3901 0.2860 0.017 Uiso 1 1 calc R . .
C1 C 0.28878(13) 0.39063(17) 0.31196(12) 0.0145(4) Uani 1 1 d . . .
H1A H 0.2536 0.4602 0.2987 0.017 Uiso 1 1 calc R . .
H1B H 0.3365 0.3939 0.2804 0.017 Uiso 1 1 calc R . .
C20 C 0.19050(13) -0.02788(18) 0.58273(12) 0.0152(4) Uani 1 1 d . . .
C10 C 0.16497(14) -0.0441(2) 0.10187(13) 0.0217(5) Uani 1 1 d . . .
H10 H 0.1453 -0.0767 0.0492 0.026 Uiso 1 1 calc R . .
C23 C 0.33162(14) -0.07617(18) 0.50365(13) 0.0178(4) Uani 1 1 d . . .
C2 C 0.32561(13) 0.39000(18) 0.40491(12) 0.0142(4) Uani 1 1 d . . .
C4 C 0.39341(15) 0.4890(2) 0.52965(13) 0.0243(5) Uani 1 1 d . . .
H4 H 0.4115 0.5573 0.5587 0.029 Uiso 1 1 calc R . .
C3 C 0.35048(14) 0.49353(19) 0.44671(13) 0.0195(4) Uani 1 1 d . . .
H3 H 0.3386 0.5649 0.4197 0.023 Uiso 1 1 calc R . .
C9 C 0.18725(13) 0.07322(19) 0.10955(13) 0.0180(4) Uani 1 1 d . . .
H9 H 0.1813 0.1209 0.0622 0.022 Uiso 1 1 calc R . .
C26 C 0.40341(15) -0.1104(2) 0.45765(14) 0.0262(5) Uani 1 1 d . . .
H26A H 0.3790 -0.1476 0.4055 0.039 Uiso 1 1 calc R . .
H26B H 0.4422 -0.1635 0.4917 0.039 Uiso 1 1 calc R . .
H26C H 0.4351 -0.0420 0.4462 0.039 Uiso 1 1 calc R . .
O4 O 0.04817(13) 0.7116(2) 0.29564(14) 0.0624(7) 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
Co1 N4 2.0414(16) . ?
Co1 O9 2.0701(14) . ?
Co1 N3 2.1169(16) . ?
Co1 N2 2.1272(17) . ?
Co1 N1 2.2153(16) . ?
Co1 N5 2.2292(16) . ?
Cl1 O4 1.4243(19) . ?
Cl1 O2 1.4271(18) . ?
Cl1 O3 1.4317(17) . ?
Cl1 O1 1.4380(17) . ?
Cl2 O8 1.4266(17) . ?
Cl2 O7 1.4359(16) . ?
Cl2 O6 1.4356(15) . ?
Cl2 O5 1.4576(14) . ?
N2 C6 1.348(2) . ?
N2 C2 1.347(3) . ?
N4 C14 1.320(2) . ?
N4 C25 1.351(2) . ?
N1 C7 1.481(2) . ?
N1 C1 1.480(2) . ?
N1 C13 1.492(2) . ?
N3 C12 1.344(3) . ?
N3 C8 1.351(2) . ?
N5 C23 1.340(3) . ?
N5 C24 1.372(2) . ?
C14 C15 1.405(3) . ?
C14 C13 1.510(3) . ?
C15 C16 1.372(3) . ?
C12 C11 1.382(3) . ?
C25 C17 1.402(3) . ?
C25 C24 1.433(3) . ?
C22 C21 1.361(3) . ?
C22 C23 1.411(3) . ?
C8 C9 1.384(3) . ?
C8 C7 1.510(3) . ?
C17 C16 1.415(3) . ?
C17 C18 1.434(3) . ?
C11 C10 1.383(3) . ?
C6 C5 1.377(3) . ?
C24 C20 1.404(3) . ?
C18 C19 1.357(3) . ?
C21 C20 1.407(3) . ?
C5 C4 1.383(3) . ?
C19 C20 1.436(3) . ?
C1 C2 1.509(3) . ?
C10 C9 1.388(3) . ?
C23 C26 1.494(3) . ?
C2 C3 1.386(3) . ?
C4 C3 1.389(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Co1 O9 176.13(6) . . ?
N4 Co1 N3 94.86(6) . . ?
O9 Co1 N3 88.70(6) . . ?
N4 Co1 N2 89.32(6) . . ?
O9 Co1 N2 86.81(6) . . ?
N3 Co1 N2 155.55(6) . . ?
N4 Co1 N1 78.48(6) . . ?
O9 Co1 N1 100.84(6) . . ?
N3 Co1 N1 77.95(6) . . ?
N2 Co1 N1 79.32(6) . . ?
N4 Co1 N5 76.88(6) . . ?
O9 Co1 N5 103.78(6) . . ?
N3 Co1 N5 103.51(6) . . ?
N2 Co1 N5 100.91(6) . . ?
N1 Co1 N5 155.36(6) . . ?
O4 Cl1 O2 111.14(14) . . ?
O4 Cl1 O3 109.27(14) . . ?
O2 Cl1 O3 109.13(11) . . ?
O4 Cl1 O1 108.51(12) . . ?
O2 Cl1 O1 109.46(11) . . ?
O3 Cl1 O1 109.30(11) . . ?
O8 Cl2 O7 110.48(11) . . ?
O8 Cl2 O6 110.25(10) . . ?
O7 Cl2 O6 109.91(10) . . ?
O8 Cl2 O5 108.99(10) . . ?
O7 Cl2 O5 107.81(9) . . ?
O6 Cl2 O5 109.35(9) . . ?
C6 N2 C2 118.24(17) . . ?
C6 N2 Co1 126.30(14) . . ?
C2 N2 Co1 115.31(12) . . ?
C14 N4 C25 120.85(17) . . ?
C14 N4 Co1 120.51(13) . . ?
C25 N4 Co1 118.18(13) . . ?
C7 N1 C1 112.23(15) . . ?
C7 N1 C13 111.52(15) . . ?
C1 N1 C13 111.88(15) . . ?
C7 N1 Co1 103.78(11) . . ?
C1 N1 Co1 108.13(11) . . ?
C13 N1 Co1 108.89(11) . . ?
C12 N3 C8 118.42(17) . . ?
C12 N3 Co1 127.42(14) . . ?
C8 N3 Co1 114.14(13) . . ?
C23 N5 C24 117.11(17) . . ?
C23 N5 Co1 132.08(14) . . ?
C24 N5 Co1 110.48(13) . . ?
N4 C14 C15 121.01(18) . . ?
N4 C14 C13 115.24(17) . . ?
C15 C14 C13 123.64(18) . . ?
C16 C15 C14 119.11(19) . . ?
N3 C12 C11 122.39(19) . . ?
N4 C25 C17 122.01(18) . . ?
N4 C25 C24 116.21(17) . . ?
C17 C25 C24 121.78(18) . . ?
C21 C22 C23 121.0(2) . . ?
N3 C8 C9 122.10(19) . . ?
N3 C8 C7 116.31(17) . . ?
C9 C8 C7 121.57(18) . . ?
C25 C17 C16 116.58(18) . . ?
C25 C17 C18 118.38(19) . . ?
C16 C17 C18 125.04(19) . . ?
C12 C11 C10 119.1(2) . . ?
N2 C6 C5 122.8(2) . . ?
N5 C24 C20 124.29(18) . . ?
N5 C24 C25 117.28(17) . . ?
C20 C24 C25 118.43(18) . . ?
C19 C18 C17 120.34(19) . . ?
C15 C16 C17 120.41(19) . . ?
C22 C21 C20 119.16(19) . . ?
C6 C5 C4 118.79(19) . . ?
N1 C7 C8 110.85(16) . . ?
C18 C19 C20 121.90(19) . . ?
N1 C13 C14 112.36(15) . . ?
N1 C1 C2 112.67(16) . . ?
C24 C20 C21 116.68(19) . . ?
C24 C20 C19 119.13(19) . . ?
C21 C20 C19 124.19(18) . . ?
C11 C10 C9 118.87(19) . . ?
N5 C23 C22 121.44(19) . . ?
N5 C23 C26 118.51(18) . . ?
C22 C23 C26 120.04(19) . . ?
N2 C2 C3 122.10(18) . . ?
N2 C2 C1 117.38(17) . . ?
C3 C2 C1 120.34(18) . . ?
C5 C4 C3 119.1(2) . . ?
C2 C3 C4 118.9(2) . . ?
C8 C9 C10 119.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        70.98
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.055
