# 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. 
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data_1A-Co
_database_code_depnum_ccdc_archive 'CCDC 1540204'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-08-03 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         ?
_chemical_formula_sum            'C22 H21 Co N2 O3'
_chemical_formula_weight         420.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

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

_cell_length_a                   18.206(2)
_cell_length_b                   14.7370(17)
_cell_length_c                   6.7877(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.1230(10)
_cell_angle_gamma                90
_cell_volume                     1821.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3341
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      22.33
_exptl_crystal_description       Plate
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.969
_shelx_estimated_absorpt_T_min   0.876
_shelx_estimated_absorpt_T_max   0.926
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18159
_diffrn_reflns_av_unetI/netI     0.0585
_diffrn_reflns_av_R_equivalents  0.0844
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.237
_diffrn_reflns_theta_max         25.103
_diffrn_reflns_theta_full        25.103
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3208
_reflns_number_gt                2616
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.995
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.997

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0324P)²+2.0311P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3208
_refine_ls_number_parameters     279
_refine_ls_number_restraints     57
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.0920
_refine_ls_wR_factor_gt          0.0846
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6536(4) 0.8808(6) 0.1131(12) 0.0395(19) Uani 1 1 d . . . . .
C2 C 0.6101(5) 0.9126(5) -0.0450(12) 0.050(2) Uani 1 1 d . . . . .
H2 H 0.6326 0.9333 -0.1594 0.060 Uiso 1 1 calc R U . . .
C3 C 0.5344(5) 0.9132(6) -0.0311(16) 0.064(3) Uani 1 1 d . . . . .
H3 H 0.5065 0.9341 -0.1367 0.077 Uiso 1 1 calc R U . . .
C4 C 0.4998(5) 0.8835(6) 0.1360(18) 0.070(3) Uani 1 1 d . . . . .
H4 H 0.4488 0.8842 0.1432 0.084 Uiso 1 1 calc R U . . .
C5 C 0.5405(8) 0.8526(7) 0.293(2) 0.062(4) Uani 1 1 d . . . . .
H5 H 0.5167 0.8323 0.4056 0.074 Uiso 1 1 calc R U . . .
C6 C 0.6175(7) 0.8512(6) 0.2851(18) 0.040(3) Uani 1 1 d . . . . .
C7 C 0.6572(5) 0.8207(7) 0.4545(12) 0.047(2) Uani 1 1 d . . . . .
H7 H 0.6298 0.8050 0.5649 0.056 Uiso 1 1 calc R U . . .
C8A C 0.7552(12) 0.802(2) 0.670(3) 0.052(6) Uani 0.49(3) 1 d D U P A 1
H8A1 H 0.7228 0.7651 0.7495 0.062 Uiso 0.49(3) 1 calc R U P A 1
H8A2 H 0.7623 0.8604 0.7337 0.062 Uiso 0.49(3) 1 calc R U P A 1
C9A C 0.8271(14) 0.7554(18) 0.633(3) 0.044(6) Uani 0.49(3) 1 d D U P A 1
H9A1 H 0.8191 0.6936 0.5893 0.053 Uiso 0.49(3) 1 calc R U P A 1
H9A2 H 0.8566 0.7542 0.7526 0.053 Uiso 0.49(3) 1 calc R U P A 1
C8B C 0.7653(15) 0.7578(19) 0.631(3) 0.052(6) Uani 0.51(3) 1 d D U P A 2
H8B1 H 0.7360 0.7578 0.7496 0.062 Uiso 0.51(3) 1 calc R U P A 2
H8B2 H 0.7721 0.6955 0.5882 0.062 Uiso 0.51(3) 1 calc R U P A 2
C9B C 0.8380(11) 0.802(2) 0.668(3) 0.052(6) Uani 0.51(3) 1 d D U P A 2
H9B1 H 0.8324 0.8597 0.7338 0.062 Uiso 0.51(3) 1 calc R U P A 2
H9B2 H 0.8697 0.7630 0.7469 0.062 Uiso 0.51(3) 1 calc R U P A 2
C10 C 0.9396(4) 0.8816(6) 0.1134(12) 0.0389(19) Uani 1 1 d . . . . .
C11 C 0.9836(5) 0.9131(5) -0.0426(12) 0.050(2) Uani 1 1 d . . . . .
H11 H 0.9609 0.9345 -0.1563 0.059 Uiso 1 1 calc R U . . .
C12 C 1.0589(5) 0.9131(6) -0.0321(17) 0.066(3) Uani 1 1 d . . . . .
H12 H 1.0863 0.9335 -0.1389 0.079 Uiso 1 1 calc R U . . .
C13 C 1.0940(5) 0.8833(6) 0.1342(18) 0.070(3) Uani 1 1 d . . . . .
H13 H 1.1451 0.8838 0.1407 0.084 Uiso 1 1 calc R U . . .
C14 C 1.0533(7) 0.8525(7) 0.293(2) 0.055(4) Uani 1 1 d . . . . .
H14 H 1.0774 0.8325 0.4058 0.067 Uiso 1 1 calc R U . . .
C15 C 0.9764(7) 0.8509(6) 0.2858(19) 0.044(3) Uani 1 1 d . . . . .
C16 C 0.9364(5) 0.8194(7) 0.4552(12) 0.047(2) Uani 1 1 d . . . . .
H16 H 0.9637 0.8024 0.5650 0.057 Uiso 1 1 calc R U . . .
C17 C 0.7962(5) 0.7209(4) 0.1713(8) 0.0367(19) Uani 1 1 d . . . . .
C18 C 0.8602(5) 0.6758(7) 0.1344(12) 0.063(3) Uani 1 1 d . . . . .
H18 H 0.9045 0.7045 0.1626 0.075 Uiso 1 1 calc R U . . .
C19 C 0.8616(6) 0.5861(6) 0.0536(14) 0.066(3) Uani 1 1 d . . . . .
H19 H 0.9064 0.5574 0.0316 0.079 Uiso 1 1 calc R U . . .
C20 C 0.7967(7) 0.5415(6) 0.0082(13) 0.070(3) Uani 1 1 d . . . . .
H20 H 0.7969 0.4844 -0.0501 0.084 Uiso 1 1 calc R U . . .
C21 C 0.7314(6) 0.5858(6) 0.0534(14) 0.067(3) Uani 1 1 d . . . . .
H21 H 0.6867 0.5569 0.0311 0.081 Uiso 1 1 calc R U . . .
C22 C 0.7323(5) 0.6753(6) 0.1336(12) 0.059(2) Uani 1 1 d . . . . .
H22 H 0.6879 0.7036 0.1613 0.070 Uiso 1 1 calc R U . . .
N1 N 0.7268(4) 0.8130(5) 0.4679(8) 0.0406(16) Uani 1 1 d . U . . .
N2 N 0.8666(4) 0.8128(5) 0.4679(8) 0.0420(17) Uani 1 1 d . . . . .
O1 O 0.7256(3) 0.8837(4) 0.0930(7) 0.0420(13) Uani 1 1 d . . . . .
O2 O 0.8680(3) 0.8838(4) 0.0931(7) 0.0414(13) Uani 1 1 d . . . . .
O3 O 0.7964(3) 0.9802(3) 0.3886(8) 0.0454(13) Uani 1 1 d D . . . .
Co1 Co 0.79666(10) 0.84325(6) 0.27691(18) 0.0339(2) Uani 1 1 d D . . . .
H3A H 0.766(3) 0.997(3) 0.486(8) 0.051 Uiso 1 1 d D U . . .
H3B H 0.836(2) 1.013(3) 0.405(10) 0.051 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.318(9) . ?
C1 C6 1.411(13) . ?
C1 C2 1.413(11) . ?
C2 C3 1.383(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(17) . ?
C4 H4 0.9300 . ?
C5 C6 1.40(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.429(16) . ?
C7 N1 1.276(10) . ?
C7 H7 0.9300 . ?
C8A N1 1.47(2) . ?
C8A C9A 1.50(2) . ?
C8A H8A1 0.9700 . ?
C8A H8A2 0.9700 . ?
C9A N2 1.58(2) . ?
C9A H9A1 0.9700 . ?
C9A H9A2 0.9700 . ?
C8B C9B 1.50(2) . ?
C8B N1 1.54(3) . ?
C8B H8B1 0.9700 . ?
C8B H8B2 0.9700 . ?
C9B N2 1.47(2) . ?
C9B H9B1 0.9700 . ?
C9B H9B2 0.9700 . ?
C10 O2 1.311(9) . ?
C10 C11 1.408(11) . ?
C10 C15 1.420(14) . ?
C11 C12 1.374(11) . ?
C11 H11 0.9300 . ?
C12 C13 1.368(14) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(16) . ?
C13 H13 0.9300 . ?
C14 C15 1.40(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.439(16) . ?
C16 N2 1.276(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.365(11) . ?
C17 C22 1.367(11) . ?
C17 Co1 1.941(6) . ?
C18 C19 1.432(13) . ?
C18 H18 0.9300 . ?
C19 C20 1.385(14) . ?
C19 H19 0.9300 . ?
C20 C21 1.392(14) . ?
C20 H20 0.9300 . ?
C21 C22 1.426(13) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
N1 Co1 1.872(7) . ?
N2 Co1 1.870(7) . ?
O1 Co1 1.893(6) . ?
O2 Co1 1.899(5) . ?
O3 Co1 2.156(5) . ?
O3 H3A 0.90(3) . ?
O3 H3B 0.88(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
O1 C1 C6 124.2(8) . . ?
O1 C1 C2 117.8(7) . . ?
C6 C1 C2 118.0(9) . . ?
C3 C2 C1 120.6(8) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C4 C3 C2 121.0(9) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 119.9(10) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 120.9(13) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 119.6(13) . . ?
C5 C6 C7 118.6(12) . . ?
C1 C6 C7 121.8(10) . . ?
N1 C7 C6 125.9(9) . . ?
N1 C7 H7 117.1 . . ?
C6 C7 H7 117.1 . . ?
N1 C8A C9A 101.6(17) . . ?
N1 C8A H8A1 111.5 . . ?
C9A C8A H8A1 111.5 . . ?
N1 C8A H8A2 111.5 . . ?
C9A C8A H8A2 111.5 . . ?
H8A1 C8A H8A2 109.3 . . ?
C8A C9A N2 105.7(17) . . ?
C8A C9A H9A1 110.6 . . ?
N2 C9A H9A1 110.6 . . ?
C8A C9A H9A2 110.6 . . ?
N2 C9A H9A2 110.6 . . ?
H9A1 C9A H9A2 108.7 . . ?
C9B C8B N1 107.3(18) . . ?
C9B C8B H8B1 110.3 . . ?
N1 C8B H8B1 110.3 . . ?
C9B C8B H8B2 110.3 . . ?
N1 C8B H8B2 110.3 . . ?
H8B1 C8B H8B2 108.5 . . ?
N2 C9B C8B 101.9(18) . . ?
N2 C9B H9B1 111.4 . . ?
C8B C9B H9B1 111.4 . . ?
N2 C9B H9B2 111.4 . . ?
C8B C9B H9B2 111.4 . . ?
H9B1 C9B H9B2 109.3 . . ?
O2 C10 C11 118.7(7) . . ?
O2 C10 C15 124.1(8) . . ?
C11 C10 C15 117.2(9) . . ?
C12 C11 C10 122.1(8) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C13 C12 C11 120.5(9) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 119.8(10) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 121.0(13) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C15 C10 119.5(13) . . ?
C14 C15 C16 119.0(12) . . ?
C10 C15 C16 121.5(11) . . ?
N2 C16 C15 125.7(9) . . ?
N2 C16 H16 117.1 . . ?
C15 C16 H16 117.1 . . ?
C18 C17 C22 117.0(7) . . ?
C18 C17 Co1 121.1(7) . . ?
C22 C17 Co1 121.9(6) . . ?
C17 C18 C19 122.3(8) . . ?
C17 C18 H18 118.8 . . ?
C19 C18 H18 118.8 . . ?
C20 C19 C18 120.5(9) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 117.3(8) . . ?
C19 C20 H20 121.4 . . ?
C21 C20 H20 121.4 . . ?
C20 C21 C22 120.5(9) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C17 C22 C21 122.4(8) . . ?
C17 C22 H22 118.8 . . ?
C21 C22 H22 118.8 . . ?
C7 N1 C8A 115.0(10) . . ?
C7 N1 C8B 123.3(12) . . ?
C7 N1 Co1 127.3(6) . . ?
C8A N1 Co1 115.6(10) . . ?
C8B N1 Co1 108.3(11) . . ?
C16 N2 C9B 115.2(10) . . ?
C16 N2 C9A 122.9(11) . . ?
C16 N2 Co1 127.7(6) . . ?
C9B N2 Co1 115.3(9) . . ?
C9A N2 Co1 108.1(10) . . ?
C1 O1 Co1 126.8(5) . . ?
C10 O2 Co1 127.2(5) . . ?
Co1 O3 H3A 122(3) . . ?
Co1 O3 H3B 124(3) . . ?
H3A O3 H3B 105(3) . . ?
N2 Co1 N1 85.7(3) . . ?
N2 Co1 O1 175.3(4) . . ?
N1 Co1 O1 93.9(3) . . ?
N2 Co1 O2 93.7(3) . . ?
N1 Co1 O2 175.2(4) . . ?
O1 Co1 O2 86.3(2) . . ?
N2 Co1 C17 92.0(3) . . ?
N1 Co1 C17 91.8(3) . . ?
O1 Co1 C17 92.7(3) . . ?
O2 Co1 C17 93.0(3) . . ?
N2 Co1 O3 89.0(3) . . ?
N1 Co1 O3 88.7(3) . . ?
O1 Co1 O3 86.3(2) . . ?
O2 Co1 O3 86.5(2) . . ?
C17 Co1 O3 178.9(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
O1 C1 C2 C3 -178.5(8) . . . . ?
C6 C1 C2 C3 -0.9(13) . . . . ?
C1 C2 C3 C4 0.3(14) . . . . ?
C2 C3 C4 C5 0.1(15) . . . . ?
C3 C4 C5 C6 0.2(16) . . . . ?
C4 C5 C6 C1 -0.8(15) . . . . ?
C4 C5 C6 C7 178.3(9) . . . . ?
O1 C1 C6 C5 178.6(9) . . . . ?
C2 C1 C6 C5 1.2(13) . . . . ?
O1 C1 C6 C7 -0.5(14) . . . . ?
C2 C1 C6 C7 -177.9(9) . . . . ?
C5 C6 C7 N1 177.8(9) . . . . ?
C1 C6 C7 N1 -3.1(15) . . . . ?
N1 C8A C9A N2 49(3) . . . . ?
N1 C8B C9B N2 -48(3) . . . . ?
O2 C10 C11 C12 179.8(8) . . . . ?
C15 C10 C11 C12 1.1(13) . . . . ?
C10 C11 C12 C13 -1.0(14) . . . . ?
C11 C12 C13 C14 0.3(14) . . . . ?
C12 C13 C14 C15 0.2(15) . . . . ?
C13 C14 C15 C10 -0.1(15) . . . . ?
C13 C14 C15 C16 -179.2(9) . . . . ?
O2 C10 C15 C14 -179.2(9) . . . . ?
C11 C10 C15 C14 -0.5(13) . . . . ?
O2 C10 C15 C16 -0.1(14) . . . . ?
C11 C10 C15 C16 178.6(8) . . . . ?
C14 C15 C16 N2 -178.6(9) . . . . ?
C10 C15 C16 N2 2.3(15) . . . . ?
C22 C17 C18 C19 2.0(11) . . . . ?
Co1 C17 C18 C19 -179.0(6) . . . . ?
C17 C18 C19 C20 0.5(13) . . . . ?
C18 C19 C20 C21 -3.1(14) . . . . ?
C19 C20 C21 C22 3.2(14) . . . . ?
C18 C17 C22 C21 -2.0(11) . . . . ?
Co1 C17 C22 C21 179.1(6) . . . . ?
C20 C21 C22 C17 -0.6(13) . . . . ?
C6 C7 N1 C8A 165.5(16) . . . . ?
C6 C7 N1 C8B -163.8(14) . . . . ?
C6 C7 N1 Co1 2.7(14) . . . . ?
C9A C8A N1 C7 156.1(18) . . . . ?
C9A C8A N1 Co1 -39(3) . . . . ?
C9B C8B N1 C7 -149.9(19) . . . . ?
C9B C8B N1 Co1 41(3) . . . . ?
C15 C16 N2 C9B -165.0(15) . . . . ?
C15 C16 N2 C9A 164.0(13) . . . . ?
C15 C16 N2 Co1 -1.2(15) . . . . ?
C8B C9B N2 C16 -156.9(19) . . . . ?
C8B C9B N2 Co1 37(3) . . . . ?
C8A C9A N2 C16 149.6(18) . . . . ?
C8A C9A N2 Co1 -43(2) . . . . ?
C6 C1 O1 Co1 4.2(13) . . . . ?
C2 C1 O1 Co1 -178.4(6) . . . . ?
C11 C10 O2 Co1 178.4(6) . . . . ?
C15 C10 O2 Co1 -2.9(13) . . . . ?
C16 N2 Co1 N1 -176.3(9) . . . . ?
C9B N2 Co1 N1 -12.5(14) . . . . ?
C9A N2 Co1 N1 16.8(10) . . . . ?
C16 N2 Co1 O2 -1.1(8) . . . . ?
C9B N2 Co1 O2 162.6(14) . . . . ?
C9A N2 Co1 O2 -168.0(10) . . . . ?
C16 N2 Co1 C17 92.0(9) . . . . ?
C9B N2 Co1 C17 -104.2(14) . . . . ?
C9A N2 Co1 C17 -74.9(11) . . . . ?
C16 N2 Co1 O3 -87.5(8) . . . . ?
C9B N2 Co1 O3 76.3(14) . . . . ?
C9A N2 Co1 O3 105.6(10) . . . . ?
C7 N1 Co1 N2 175.7(9) . . . . ?
C8A N1 Co1 N2 12.9(14) . . . . ?
C8B N1 Co1 N2 -16.2(11) . . . . ?
C7 N1 Co1 O1 0.4(8) . . . . ?
C8A N1 Co1 O1 -162.3(14) . . . . ?
C8B N1 Co1 O1 168.5(11) . . . . ?
C7 N1 Co1 C17 -92.4(8) . . . . ?
C8A N1 Co1 C17 104.8(14) . . . . ?
C8B N1 Co1 C17 75.7(11) . . . . ?
C7 N1 Co1 O3 86.6(8) . . . . ?
C8A N1 Co1 O3 -76.2(14) . . . . ?
C8B N1 Co1 O3 -105.3(11) . . . . ?
C1 O1 Co1 N1 -3.8(7) . . . . ?
C1 O1 Co1 O2 -178.9(8) . . . . ?
C1 O1 Co1 C17 88.3(8) . . . . ?
C1 O1 Co1 O3 -92.2(7) . . . . ?
C10 O2 Co1 N2 3.1(7) . . . . ?
C10 O2 Co1 O1 178.4(8) . . . . ?
C10 O2 Co1 C17 -89.1(8) . . . . ?
C10 O2 Co1 O3 91.9(7) . . . . ?

_refine_diff_density_max         0.464
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_3-Cu-Sn
_database_code_depnum_ccdc_archive 'CCDC 1540203'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-08-03 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         ?
_chemical_formula_sum            'C28 H24 Cl2 Cu N2 O2 Sn'
_chemical_formula_weight         673.62

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'
Sn Sn -0.6537 1.4246 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.2255(7)
_cell_length_b                   15.7117(10)
_cell_length_c                   15.6670(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.998(2)
_cell_angle_gamma                90
_cell_volume                     2752.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9449
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      26.26
_exptl_crystal_description       Hexagonal
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_F_000             1340
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    1.902
_shelx_estimated_absorpt_T_min   0.648
_shelx_estimated_absorpt_T_max   0.738
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_T_max  0.69
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57538
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.593
_diffrn_reflns_theta_max         26.463
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5654
_reflns_number_gt                4690
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (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)+(0.0245P)²+1.4335P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5654
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0558
_refine_ls_wR_factor_gt          0.0511
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.48567(2) 0.17153(2) 0.22000(2) 0.03780(6) Uani 1 1 d . . . . .
Cu1 Cu 0.46467(3) 0.12698(2) 0.41880(2) 0.04109(8) Uani 1 1 d . . . . .
Cl2 Cl 0.36898(8) 0.26856(5) 0.12212(5) 0.0784(3) Uani 1 1 d . . . . .
Cl1 Cl 0.67723(6) 0.17775(5) 0.15847(5) 0.06260(19) Uani 1 1 d . . . . .
O1 O 0.56552(13) 0.08196(10) 0.33713(10) 0.0419(4) Uani 1 1 d . . . . .
O2 O 0.34448(13) 0.13476(12) 0.32533(11) 0.0474(4) Uani 1 1 d . . . . .
C17 C 0.4208(2) 0.05888(15) 0.15628(15) 0.0405(5) Uani 1 1 d . . . . .
C23 C 0.5276(2) 0.26854(15) 0.31346(16) 0.0438(6) Uani 1 1 d . . . . .
C22 C 0.3960(2) 0.06063(18) 0.06836(16) 0.0519(6) Uani 1 1 d . . . . .
H22 H 0.4067 0.1107 0.0383 0.062 Uiso 1 1 calc R U . . .
C21 C 0.3553(3) -0.0118(2) 0.02485(19) 0.0649(8) Uani 1 1 d . . . . .
H21 H 0.3376 -0.0097 -0.0342 0.078 Uiso 1 1 calc R U . . .
C20 C 0.3408(3) -0.0858(2) 0.0674(2) 0.0705(9) Uani 1 1 d . . . . .
H20 H 0.3139 -0.1344 0.0377 0.085 Uiso 1 1 calc R U . . .
C19 C 0.3661(3) -0.0884(2) 0.1539(2) 0.0777(10) Uani 1 1 d . . . . .
H19 H 0.3574 -0.1391 0.1833 0.093 Uiso 1 1 calc R U . . .
C18 C 0.4045(3) -0.01602(18) 0.19851(18) 0.0626(8) Uani 1 1 d . . . . .
H18 H 0.4194 -0.0182 0.2578 0.075 Uiso 1 1 calc R U . . .
C28 C 0.4454(3) 0.3295(2) 0.3306(2) 0.0717(9) Uani 1 1 d . . . . .
H28 H 0.3697 0.3289 0.3012 0.086 Uiso 1 1 calc R U . . .
C27 C 0.4745(4) 0.3920(3) 0.3913(3) 0.1015(14) Uani 1 1 d . . . . .
H27 H 0.4184 0.4334 0.4018 0.122 Uiso 1 1 calc R U . . .
C26 C 0.5837(4) 0.3935(3) 0.4354(3) 0.1045(14) Uani 1 1 d . . . . .
H26 H 0.6024 0.4355 0.4762 0.125 Uiso 1 1 calc R U . . .
C25 C 0.6655(4) 0.3335(3) 0.4197(3) 0.0959(13) Uani 1 1 d . . . . .
H25 H 0.7402 0.3340 0.4504 0.115 Uiso 1 1 calc R U . . .
C24 C 0.6390(3) 0.2711(2) 0.3584(2) 0.0646(8) Uani 1 1 d . . . . .
H24 H 0.6964 0.2308 0.3474 0.078 Uiso 1 1 calc R U . . .
C1 C 0.6704(2) 0.04270(15) 0.35512(16) 0.0426(5) Uani 1 1 d . . . . .
C6 C 0.7298(2) 0.04158(15) 0.43895(18) 0.0494(6) Uani 1 1 d . . . . .
C7 C 0.6836(3) 0.07988(18) 0.51252(17) 0.0572(7) Uani 1 1 d . . . . .
H7 H 0.7324 0.0787 0.5636 0.069 Uiso 1 1 calc R U . . .
N1 N 0.5824(2) 0.11515(16) 0.51395(13) 0.0561(6) Uani 1 1 d . . . . .
N2 N 0.3652(2) 0.17359(15) 0.49952(15) 0.0594(6) Uani 1 1 d . . . . .
C10 C 0.2527(3) 0.18729(18) 0.4859(2) 0.0660(9) Uani 1 1 d . . . . .
H10 H 0.2134 0.2072 0.5318 0.079 Uiso 1 1 calc R U . . .
C11 C 0.1817(2) 0.17478(17) 0.4063(2) 0.0561(7) Uani 1 1 d . . . . .
C12 C 0.0563(3) 0.1878(2) 0.4056(3) 0.0811(11) Uani 1 1 d . . . . .
H12 H 0.0243 0.2051 0.4556 0.097 Uiso 1 1 calc R U . . .
C13 C -0.0177(3) 0.1754(3) 0.3335(3) 0.0966(14) Uani 1 1 d . . . . .
H13 H -0.0996 0.1838 0.3344 0.116 Uiso 1 1 calc R U . . .
C14 C 0.0285(3) 0.1507(2) 0.2593(3) 0.0858(11) Uani 1 1 d . . . . .
H14 H -0.0225 0.1421 0.2100 0.103 Uiso 1 1 calc R U . . .
C15 C 0.1493(2) 0.1384(2) 0.2568(2) 0.0664(8) Uani 1 1 d . . . . .
H15 H 0.1792 0.1224 0.2056 0.080 Uiso 1 1 calc R U . . .
C16 C 0.2282(2) 0.14961(16) 0.33030(18) 0.0481(6) Uani 1 1 d . . . . .
C5 C 0.8395(3) -0.0023(2) 0.4518(2) 0.0711(9) Uani 1 1 d . . . . .
H5 H 0.8802 -0.0025 0.5062 0.085 Uiso 1 1 calc R U . . .
C4 C 0.8871(3) -0.0440(2) 0.3877(3) 0.0873(12) Uani 1 1 d . . . . .
H4 H 0.9590 -0.0730 0.3981 0.105 Uiso 1 1 calc R U . . .
C3 C 0.8282(3) -0.0433(2) 0.3062(3) 0.0784(10) Uani 1 1 d . . . . .
H3 H 0.8608 -0.0722 0.2619 0.094 Uiso 1 1 calc R U . . .
C2 C 0.7217(2) -0.00021(18) 0.2903(2) 0.0596(7) Uani 1 1 d . . . . .
H2 H 0.6836 0.0001 0.2351 0.072 Uiso 1 1 calc R U . . .
C8A C 0.5305(10) 0.1369(9) 0.5960(5) 0.068(2) Uani 0.58(2) 1 d . . P A 1
H8A1 H 0.4962 0.0866 0.6200 0.082 Uiso 0.58(2) 1 calc R U P A 1
H8A2 H 0.5924 0.1589 0.6373 0.082 Uiso 0.58(2) 1 calc R U P A 1
C9A C 0.4364(10) 0.2025(8) 0.5765(6) 0.064(2) Uani 0.58(2) 1 d . . P A 1
H9A1 H 0.3868 0.2079 0.6238 0.076 Uiso 0.58(2) 1 calc R U P A 1
H9A2 H 0.4725 0.2573 0.5665 0.076 Uiso 0.58(2) 1 calc R U P A 1
C8B C 0.5565(13) 0.1737(10) 0.5873(7) 0.063(3) Uani 0.42(2) 1 d . . P A 2
H8B1 H 0.6007 0.1559 0.6403 0.075 Uiso 0.42(2) 1 calc R U P A 2
H8B2 H 0.5778 0.2320 0.5751 0.075 Uiso 0.42(2) 1 calc R U P A 2
C9B C 0.4231(15) 0.1653(12) 0.5934(9) 0.074(4) Uani 0.42(2) 1 d . . P A 2
H9B1 H 0.3944 0.2100 0.6291 0.088 Uiso 0.42(2) 1 calc R U P A 2
H9B2 H 0.4041 0.1106 0.6174 0.088 Uiso 0.42(2) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 C17 2.129(2) . ?
Sn1 C23 2.138(2) . ?
Sn1 O1 2.4218(15) . ?
Sn1 Cl1 2.4339(7) . ?
Sn1 O2 2.4545(16) . ?
Sn1 Cl2 2.4580(7) . ?
Cu1 N2 1.905(2) . ?
Cu1 O2 1.9067(16) . ?
Cu1 N1 1.913(2) . ?
Cu1 O1 1.9161(16) . ?
O1 C1 1.338(3) . ?
O2 C16 1.335(3) . ?
C17 C18 1.370(4) . ?
C17 C22 1.382(3) . ?
C23 C28 1.373(4) . ?
C23 C24 1.380(4) . ?
C22 C21 1.383(4) . ?
C22 H22 0.9300 . ?
C21 C20 1.357(4) . ?
C21 H21 0.9300 . ?
C20 C19 1.361(4) . ?
C20 H20 0.9300 . ?
C19 C18 1.383(4) . ?
C19 H19 0.9300 . ?
C18 H18 0.9300 . ?
C28 C27 1.386(5) . ?
C28 H28 0.9300 . ?
C27 C26 1.354(6) . ?
C27 H27 0.9300 . ?
C26 C25 1.353(6) . ?
C26 H26 0.9300 . ?
C25 C24 1.387(4) . ?
C25 H25 0.9300 . ?
C24 H24 0.9300 . ?
C1 C2 1.385(4) . ?
C1 C6 1.420(3) . ?
C6 C5 1.410(4) . ?
C6 C7 1.437(4) . ?
C7 N1 1.266(4) . ?
C7 H7 0.9300 . ?
N1 C8A 1.496(9) . ?
N1 C8B 1.520(11) . ?
N2 C10 1.281(4) . ?
N2 C9A 1.460(9) . ?
N2 C9B 1.560(16) . ?
C10 C11 1.433(4) . ?
C10 H10 0.9300 . ?
C11 C16 1.398(4) . ?
C11 C12 1.422(4) . ?
C12 C13 1.357(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(4) . ?
C15 H15 0.9300 . ?
C5 C4 1.347(5) . ?
C5 H5 0.9300 . ?
C4 C3 1.386(5) . ?
C4 H4 0.9300 . ?
C3 C2 1.377(4) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C8A C9A 1.488(18) . ?
C8A H8A1 0.9700 . ?
C8A H8A2 0.9700 . ?
C9A H9A1 0.9700 . ?
C9A H9A2 0.9700 . ?
C8B C9B 1.51(2) . ?
C8B H8B1 0.9700 . ?
C8B H8B2 0.9700 . ?
C9B H9B1 0.9700 . ?
C9B H9B2 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
C17 Sn1 C23 163.73(9) . . ?
C17 Sn1 O1 87.77(7) . . ?
C23 Sn1 O1 81.40(8) . . ?
C17 Sn1 Cl1 97.21(6) . . ?
C23 Sn1 Cl1 95.34(7) . . ?
O1 Sn1 Cl1 92.40(4) . . ?
C17 Sn1 O2 84.56(8) . . ?
C23 Sn1 O2 79.86(8) . . ?
O1 Sn1 O2 64.65(5) . . ?
Cl1 Sn1 O2 156.96(4) . . ?
C17 Sn1 Cl2 94.66(7) . . ?
C23 Sn1 Cl2 93.37(7) . . ?
O1 Sn1 Cl2 167.19(4) . . ?
Cl1 Sn1 Cl2 99.74(3) . . ?
O2 Sn1 Cl2 103.01(5) . . ?
N2 Cu1 O2 93.95(9) . . ?
N2 Cu1 N1 85.70(11) . . ?
O2 Cu1 N1 177.76(9) . . ?
N2 Cu1 O1 179.06(9) . . ?
O2 Cu1 O1 86.02(7) . . ?
N1 Cu1 O1 94.37(9) . . ?
C1 O1 Cu1 126.17(15) . . ?
C1 O1 Sn1 133.52(15) . . ?
Cu1 O1 Sn1 95.17(6) . . ?
C16 O2 Cu1 126.62(17) . . ?
C16 O2 Sn1 133.63(16) . . ?
Cu1 O2 Sn1 94.37(6) . . ?
C18 C17 C22 118.3(2) . . ?
C18 C17 Sn1 122.84(18) . . ?
C22 C17 Sn1 118.82(19) . . ?
C28 C23 C24 118.4(3) . . ?
C28 C23 Sn1 121.3(2) . . ?
C24 C23 Sn1 120.4(2) . . ?
C17 C22 C21 120.3(3) . . ?
C17 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C20 C21 C22 120.8(3) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C21 C20 C19 119.4(3) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C17 C18 C19 120.7(3) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.7 . . ?
C23 C28 C27 120.3(3) . . ?
C23 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C26 C27 C28 120.8(4) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 H27 119.6 . . ?
C25 C26 C27 119.6(3) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 H26 120.2 . . ?
C26 C25 C24 120.7(3) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C23 C24 C25 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
O1 C1 C2 119.0(2) . . ?
O1 C1 C6 122.3(2) . . ?
C2 C1 C6 118.7(2) . . ?
C5 C6 C1 118.2(3) . . ?
C5 C6 C7 117.5(3) . . ?
C1 C6 C7 124.3(2) . . ?
N1 C7 C6 125.8(2) . . ?
N1 C7 H7 117.1 . . ?
C6 C7 H7 117.1 . . ?
C7 N1 C8A 122.2(4) . . ?
C7 N1 C8B 120.6(5) . . ?
C7 N1 Cu1 126.1(2) . . ?
C8A N1 Cu1 110.7(4) . . ?
C8B N1 Cu1 111.4(5) . . ?
C10 N2 C9A 123.2(5) . . ?
C10 N2 C9B 119.7(6) . . ?
C10 N2 Cu1 125.5(2) . . ?
C9A N2 Cu1 110.9(4) . . ?
C9B N2 Cu1 112.0(6) . . ?
N2 C10 C11 126.0(3) . . ?
N2 C10 H10 117.0 . . ?
C11 C10 H10 117.0 . . ?
C16 C11 C12 118.5(3) . . ?
C16 C11 C10 124.0(2) . . ?
C12 C11 C10 117.5(3) . . ?
C13 C12 C11 121.3(4) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 119.8(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 120.8(4) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C16 120.9(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
O2 C16 C11 122.6(2) . . ?
O2 C16 C15 118.7(3) . . ?
C11 C16 C15 118.7(3) . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C2 C1 121.1(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C9A C8A N1 107.7(7) . . ?
C9A C8A H8A1 110.2 . . ?
N1 C8A H8A1 110.2 . . ?
C9A C8A H8A2 110.2 . . ?
N1 C8A H8A2 110.2 . . ?
H8A1 C8A H8A2 108.5 . . ?
N2 C9A C8A 106.4(8) . . ?
N2 C9A H9A1 110.4 . . ?
C8A C9A H9A1 110.4 . . ?
N2 C9A H9A2 110.4 . . ?
C8A C9A H9A2 110.4 . . ?
H9A1 C9A H9A2 108.6 . . ?
C9B C8B N1 104.5(10) . . ?
C9B C8B H8B1 110.8 . . ?
N1 C8B H8B1 110.8 . . ?
C9B C8B H8B2 110.8 . . ?
N1 C8B H8B2 110.8 . . ?
H8B1 C8B H8B2 108.9 . . ?
C8B C9B N2 105.4(11) . . ?
C8B C9B H9B1 110.7 . . ?
N2 C9B H9B1 110.7 . . ?
C8B C9B H9B2 110.7 . . ?
N2 C9B H9B2 110.7 . . ?
H9B1 C9B H9B2 108.8 . . ?

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
C18 C17 C22 C21 0.2(4) . . . . ?
Sn1 C17 C22 C21 179.1(2) . . . . ?
C17 C22 C21 C20 -1.0(4) . . . . ?
C22 C21 C20 C19 0.4(5) . . . . ?
C21 C20 C19 C18 0.9(6) . . . . ?
C22 C17 C18 C19 1.1(4) . . . . ?
Sn1 C17 C18 C19 -177.7(2) . . . . ?
C20 C19 C18 C17 -1.7(5) . . . . ?
C24 C23 C28 C27 0.2(5) . . . . ?
Sn1 C23 C28 C27 -179.8(3) . . . . ?
C23 C28 C27 C26 -0.7(6) . . . . ?
C28 C27 C26 C25 0.3(7) . . . . ?
C27 C26 C25 C24 0.7(7) . . . . ?
C28 C23 C24 C25 0.7(5) . . . . ?
Sn1 C23 C24 C25 -179.2(3) . . . . ?
C26 C25 C24 C23 -1.2(6) . . . . ?
Cu1 O1 C1 C2 167.97(19) . . . . ?
Sn1 O1 C1 C2 -44.0(3) . . . . ?
Cu1 O1 C1 C6 -10.4(3) . . . . ?
Sn1 O1 C1 C6 137.6(2) . . . . ?
O1 C1 C6 C5 179.3(2) . . . . ?
C2 C1 C6 C5 0.9(4) . . . . ?
O1 C1 C6 C7 1.5(4) . . . . ?
C2 C1 C6 C7 -176.9(3) . . . . ?
C5 C6 C7 N1 -173.6(3) . . . . ?
C1 C6 C7 N1 4.2(4) . . . . ?
C6 C7 N1 C8A 166.8(6) . . . . ?
C6 C7 N1 C8B -163.3(8) . . . . ?
C6 C7 N1 Cu1 -0.1(4) . . . . ?
C9A N2 C10 C11 168.0(7) . . . . ?
C9B N2 C10 C11 -162.8(8) . . . . ?
Cu1 N2 C10 C11 -3.7(5) . . . . ?
N2 C10 C11 C16 -3.5(5) . . . . ?
N2 C10 C11 C12 175.6(3) . . . . ?
C16 C11 C12 C13 0.7(5) . . . . ?
C10 C11 C12 C13 -178.5(3) . . . . ?
C11 C12 C13 C14 -0.6(6) . . . . ?
C12 C13 C14 C15 -0.2(6) . . . . ?
C13 C14 C15 C16 0.9(6) . . . . ?
Cu1 O2 C16 C11 10.2(3) . . . . ?
Sn1 O2 C16 C11 -136.9(2) . . . . ?
Cu1 O2 C16 C15 -168.8(2) . . . . ?
Sn1 O2 C16 C15 44.0(3) . . . . ?
C12 C11 C16 O2 -179.0(3) . . . . ?
C10 C11 C16 O2 0.1(4) . . . . ?
C12 C11 C16 C15 0.1(4) . . . . ?
C10 C11 C16 C15 179.2(3) . . . . ?
C14 C15 C16 O2 178.3(3) . . . . ?
C14 C15 C16 C11 -0.9(5) . . . . ?
C1 C6 C5 C4 -1.4(4) . . . . ?
C7 C6 C5 C4 176.6(3) . . . . ?
C6 C5 C4 C3 0.8(5) . . . . ?
C5 C4 C3 C2 0.2(6) . . . . ?
C4 C3 C2 C1 -0.6(5) . . . . ?
O1 C1 C2 C3 -178.4(3) . . . . ?
C6 C1 C2 C3 0.0(4) . . . . ?
C7 N1 C8A C9A 160.4(8) . . . . ?
Cu1 N1 C8A C9A -30.9(12) . . . . ?
C10 N2 C9A C8A 146.3(8) . . . . ?
Cu1 N2 C9A C8A -40.9(12) . . . . ?
N1 C8A C9A N2 45.5(15) . . . . ?
C7 N1 C8B C9B -151.1(11) . . . . ?
Cu1 N1 C8B C9B 43.5(16) . . . . ?
N1 C8B C9B N2 -46.9(18) . . . . ?
C10 N2 C9B C8B -165.1(10) . . . . ?
Cu1 N2 C9B C8B 33.2(16) . . . . ?

_refine_diff_density_max         0.434
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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-Ni-Sn
_database_code_depnum_ccdc_archive 'CCDC 1540202'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-08-03 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         ?
_chemical_formula_sum            'C28 H24 Cl2 N2 Ni O2 Sn'
_chemical_formula_weight         668.79

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.1756(6)
_cell_length_b                   15.6737(9)
_cell_length_c                   15.6480(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.011(2)
_cell_angle_gamma                90
_cell_volume                     2730.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      28.34
_exptl_crystal_description       Block
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    1.828
_shelx_estimated_absorpt_T_min   0.648
_shelx_estimated_absorpt_T_max   0.759
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            71936
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.339
_diffrn_reflns_theta_max         28.358
_diffrn_reflns_theta_full        25.242
_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             6806
_reflns_number_gt                5805
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (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)+(0.0228P)²+1.7543P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6806
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0235
_refine_ls_wR_factor_ref         0.0572
_refine_ls_wR_factor_gt          0.0519
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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_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
Sn1 Sn 0.01369(2) 0.17222(2) 0.27825(2) 0.03491(4) Uani 1 1 d . . . . .
Ni1 Ni 0.03726(2) 0.12640(2) 0.07805(2) 0.03543(6) Uani 1 1 d . . . . .
Cl1 Cl -0.17881(6) 0.17580(4) 0.34122(4) 0.05769(15) Uani 1 1 d . . . . .
Cl2 Cl 0.13149(7) 0.26806(4) 0.37775(5) 0.0747(2) Uani 1 1 d . . . . .
O2 O 0.15103(12) 0.13460(10) 0.17108(9) 0.0425(3) Uani 1 1 d . . . . .
O1 O -0.06026(12) 0.08296(9) 0.15859(8) 0.0389(3) Uani 1 1 d . . . . .
C17 C 0.07882(17) 0.05891(13) 0.34127(13) 0.0382(4) Uani 1 1 d . . . . .
C23 C -0.03031(19) 0.27140(13) 0.18748(13) 0.0413(4) Uani 1 1 d . . . . .
C22 C 0.1022(2) 0.05986(15) 0.42961(14) 0.0486(5) Uani 1 1 d . . . . .
H22 H 0.0903 0.1096 0.4601 0.058 Uiso 1 1 calc R U . . .
C21 C 0.1433(2) -0.01306(18) 0.47291(17) 0.0616(7) Uani 1 1 d . . . . .
H21 H 0.1596 -0.0117 0.5322 0.074 Uiso 1 1 calc R U . . .
C20 C 0.1599(3) -0.08676(18) 0.42904(19) 0.0679(7) Uani 1 1 d . . . . .
H20 H 0.1875 -0.1355 0.4584 0.081 Uiso 1 1 calc R U . . .
C19 C 0.1360(3) -0.08873(17) 0.3418(2) 0.0708(8) Uani 1 1 d . . . . .
H19 H 0.1458 -0.1392 0.3120 0.085 Uiso 1 1 calc R U . . .
C18 C 0.0972(2) -0.01577(15) 0.29791(16) 0.0558(6) Uani 1 1 d . . . . .
H18 H 0.0835 -0.0172 0.2384 0.067 Uiso 1 1 calc R U . . .
C16 C 0.26898(18) 0.14802(14) 0.16928(15) 0.0438(5) Uani 1 1 d . . . . .
C15 C 0.3446(2) 0.13571(19) 0.24416(18) 0.0606(6) Uani 1 1 d . . . . .
H15 H 0.3122 0.1198 0.2945 0.073 Uiso 1 1 calc R U . . .
C14 C 0.4671(2) 0.1470(2) 0.2439(2) 0.0765(9) Uani 1 1 d . . . . .
H14 H 0.5166 0.1375 0.2940 0.092 Uiso 1 1 calc R U . . .
C13 C 0.5168(2) 0.1720(2) 0.1704(3) 0.0852(11) Uani 1 1 d . . . . .
H13 H 0.5994 0.1796 0.1711 0.102 Uiso 1 1 calc R U . . .
C12 C 0.4455(3) 0.18567(19) 0.0972(2) 0.0724(8) Uani 1 1 d . . . . .
H12 H 0.4796 0.2033 0.0480 0.087 Uiso 1 1 calc R U . . .
C11 C 0.3194(2) 0.17348(14) 0.09446(17) 0.0502(5) Uani 1 1 d . . . . .
C10 C 0.2484(2) 0.18767(16) 0.01589(17) 0.0568(6) Uani 1 1 d . . . . .
H10 H 0.2873 0.2097 -0.0294 0.068 Uiso 1 1 calc R U . . .
N2 N 0.13543(19) 0.17276(12) 0.00194(12) 0.0509(5) Uani 1 1 d . . . . .
N1 N -0.07737(18) 0.11744(12) -0.01293(11) 0.0478(4) Uani 1 1 d . . . . .
C7 C -0.1804(2) 0.08204(15) -0.01265(15) 0.0513(5) Uani 1 1 d . . . . .
H7 H -0.2294 0.0823 -0.0638 0.062 Uiso 1 1 calc R U . . .
C6 C -0.22666(19) 0.04209(13) 0.05987(15) 0.0444(5) Uani 1 1 d . . . . .
C1 C -0.16552(18) 0.04287(12) 0.14256(14) 0.0391(4) Uani 1 1 d . . . . .
C2 C -0.2150(2) -0.00055(16) 0.20885(16) 0.0530(6) Uani 1 1 d . . . . .
H2 H -0.1757 -0.0004 0.2637 0.064 Uiso 1 1 calc R U . . .
C3 C -0.3224(2) -0.04377(18) 0.1932(2) 0.0684(7) Uani 1 1 d . . . . .
H3 H -0.3541 -0.0731 0.2377 0.082 Uiso 1 1 calc R U . . .
C4 C -0.3835(2) -0.04408(19) 0.1124(2) 0.0746(9) Uani 1 1 d . . . . .
H4 H -0.4560 -0.0732 0.1028 0.090 Uiso 1 1 calc R U . . .
C5 C -0.3372(2) -0.00185(17) 0.0477(2) 0.0628(7) Uani 1 1 d . . . . .
H5 H -0.3791 -0.0017 -0.0063 0.075 Uiso 1 1 calc R U . . .
C24 C -0.1418(2) 0.27343(17) 0.14243(17) 0.0614(7) Uani 1 1 d . . . . .
H24 H -0.1988 0.2323 0.1527 0.074 Uiso 1 1 calc R U . . .
C25 C -0.1694(3) 0.3368(2) 0.0816(2) 0.0900(11) Uani 1 1 d . . . . .
H25 H -0.2445 0.3374 0.0509 0.108 Uiso 1 1 calc R U . . .
C26 C -0.0872(4) 0.3978(2) 0.0670(2) 0.0987(12) Uani 1 1 d . . . . .
H26 H -0.1061 0.4402 0.0264 0.118 Uiso 1 1 calc R U . . .
C27 C 0.0226(3) 0.3967(2) 0.1115(3) 0.0935(12) Uani 1 1 d . . . . .
H27 H 0.0787 0.4387 0.1018 0.112 Uiso 1 1 calc R U . . .
C28 C 0.0515(2) 0.33333(17) 0.1715(2) 0.0674(8) Uani 1 1 d . . . . .
H28 H 0.1272 0.3328 0.2013 0.081 Uiso 1 1 calc R U . . .
C9A C 0.0673(7) 0.2063(6) -0.0743(5) 0.0573(18) Uani 0.588(17) 1 d . . P A 1
H9A1 H 0.1182 0.2125 -0.1211 0.069 Uiso 0.588(17) 1 calc R U P A 1
H9A2 H 0.0327 0.2614 -0.0626 0.069 Uiso 0.588(17) 1 calc R U P A 1
C8A C -0.0290(7) 0.1416(6) -0.0961(3) 0.0560(17) Uani 0.588(17) 1 d . . P A 1
H8A1 H 0.0037 0.0920 -0.1229 0.067 Uiso 0.588(17) 1 calc R U P A 1
H8A2 H -0.0922 0.1657 -0.1353 0.067 Uiso 0.588(17) 1 calc R U P A 1
C8B C -0.0556(11) 0.1779(9) -0.0852(6) 0.062(3) Uani 0.412(17) 1 d . . P A 2
H8B1 H -0.1013 0.1611 -0.1380 0.075 Uiso 0.412(17) 1 calc R U P A 2
H8B2 H -0.0768 0.2359 -0.0712 0.075 Uiso 0.412(17) 1 calc R U P A 2
C9B C 0.0760(12) 0.1696(10) -0.0924(7) 0.068(3) Uani 0.412(17) 1 d . . P A 2
H9B1 H 0.1048 0.2161 -0.1260 0.081 Uiso 0.412(17) 1 calc R U P A 2
H9B2 H 0.0940 0.1160 -0.1195 0.081 Uiso 0.412(17) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 C17 2.129(2) . ?
Sn1 C23 2.134(2) . ?
Sn1 O1 2.4240(13) . ?
Sn1 O2 2.4426(14) . ?
Sn1 Cl1 2.4438(6) . ?
Sn1 Cl2 2.4608(6) . ?
Ni1 N1 1.8354(18) . ?
Ni1 N2 1.8380(19) . ?
Ni1 O2 1.8517(14) . ?
Ni1 O1 1.8654(13) . ?
O2 C16 1.338(2) . ?
O1 C1 1.338(2) . ?
C17 C18 1.377(3) . ?
C17 C22 1.384(3) . ?
C23 C28 1.371(3) . ?
C23 C24 1.377(3) . ?
C22 C21 1.386(3) . ?
C22 H22 0.9300 . ?
C21 C20 1.365(4) . ?
C21 H21 0.9300 . ?
C20 C19 1.368(4) . ?
C20 H20 0.9300 . ?
C19 C18 1.384(3) . ?
C19 H19 0.9300 . ?
C18 H18 0.9300 . ?
C16 C15 1.397(3) . ?
C16 C11 1.401(3) . ?
C15 C14 1.380(3) . ?
C15 H15 0.9300 . ?
C14 C13 1.378(5) . ?
C14 H14 0.9300 . ?
C13 C12 1.355(5) . ?
C13 H13 0.9300 . ?
C12 C11 1.419(3) . ?
C12 H12 0.9300 . ?
C11 C10 1.421(4) . ?
C10 N2 1.284(3) . ?
C10 H10 0.9300 . ?
N2 C9A 1.457(7) . ?
N2 C9B 1.566(13) . ?
N1 C7 1.278(3) . ?
N1 C8A 1.501(6) . ?
N1 C8B 1.511(9) . ?
C7 C6 1.432(3) . ?
C7 H7 0.9300 . ?
C6 C1 1.410(3) . ?
C6 C5 1.412(3) . ?
C1 C2 1.395(3) . ?
C2 C3 1.381(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.351(4) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C24 C25 1.391(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.360(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.358(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.386(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C9A C8A 1.496(13) . ?
C9A H9A1 0.9700 . ?
C9A H9A2 0.9700 . ?
C8A H8A1 0.9700 . ?
C8A H8A2 0.9700 . ?
C8B C9B 1.491(19) . ?
C8B H8B1 0.9700 . ?
C8B H8B2 0.9700 . ?
C9B H9B1 0.9700 . ?
C9B H9B2 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
C17 Sn1 C23 164.95(8) . . ?
C17 Sn1 O1 87.48(6) . . ?
C23 Sn1 O1 82.13(7) . . ?
C17 Sn1 O2 84.64(7) . . ?
C23 Sn1 O2 80.84(7) . . ?
O1 Sn1 O2 61.48(5) . . ?
C17 Sn1 Cl1 96.30(6) . . ?
C23 Sn1 Cl1 95.27(6) . . ?
O1 Sn1 Cl1 94.12(4) . . ?
O2 Sn1 Cl1 155.57(4) . . ?
C17 Sn1 Cl2 94.23(6) . . ?
C23 Sn1 Cl2 93.20(6) . . ?
O1 Sn1 Cl2 165.57(4) . . ?
O2 Sn1 Cl2 104.37(4) . . ?
Cl1 Sn1 Cl2 99.91(3) . . ?
N1 Ni1 N2 86.76(9) . . ?
N1 Ni1 O2 178.99(8) . . ?
N2 Ni1 O2 94.25(8) . . ?
N1 Ni1 O1 94.98(7) . . ?
N2 Ni1 O1 177.57(8) . . ?
O2 Ni1 O1 84.01(6) . . ?
C16 O2 Ni1 127.21(14) . . ?
C16 O2 Sn1 130.99(13) . . ?
Ni1 O2 Sn1 97.30(6) . . ?
C1 O1 Ni1 126.92(13) . . ?
C1 O1 Sn1 130.60(12) . . ?
Ni1 O1 Sn1 97.55(5) . . ?
C18 C17 C22 118.5(2) . . ?
C18 C17 Sn1 122.72(16) . . ?
C22 C17 Sn1 118.73(16) . . ?
C28 C23 C24 118.6(2) . . ?
C28 C23 Sn1 121.22(17) . . ?
C24 C23 Sn1 120.20(18) . . ?
C17 C22 C21 120.3(2) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C20 C21 C22 120.4(2) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C20 C19 119.8(2) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C19 C18 120.1(3) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C17 C18 C19 120.7(2) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
O2 C16 C15 119.1(2) . . ?
O2 C16 C11 122.1(2) . . ?
C15 C16 C11 118.8(2) . . ?
C14 C15 C16 120.5(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C13 C14 C15 120.7(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C12 C13 C14 120.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C12 C11 120.9(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C16 C11 C10 122.2(2) . . ?
C16 C11 C12 118.9(3) . . ?
C10 C11 C12 118.8(2) . . ?
N2 C10 C11 125.8(2) . . ?
N2 C10 H10 117.1 . . ?
C11 C10 H10 117.1 . . ?
C10 N2 C9A 120.6(3) . . ?
C10 N2 C9B 119.7(5) . . ?
C10 N2 Ni1 126.56(18) . . ?
C9A N2 Ni1 112.0(3) . . ?
C9B N2 Ni1 111.7(5) . . ?
C7 N1 C8A 120.3(3) . . ?
C7 N1 C8B 118.6(4) . . ?
C7 N1 Ni1 126.75(16) . . ?
C8A N1 Ni1 111.9(3) . . ?
C8B N1 Ni1 112.7(4) . . ?
N1 C7 C6 125.5(2) . . ?
N1 C7 H7 117.3 . . ?
C6 C7 H7 117.3 . . ?
C1 C6 C5 118.4(2) . . ?
C1 C6 C7 122.96(19) . . ?
C5 C6 C7 118.6(2) . . ?
O1 C1 C2 119.29(19) . . ?
O1 C1 C6 121.60(19) . . ?
C2 C1 C6 119.10(19) . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.7(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C23 C24 C25 120.2(3) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C26 C25 C24 120.3(3) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 119.9(3) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C28 120.2(3) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C23 C28 C27 120.8(3) . . ?
C23 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
N2 C9A C8A 104.8(6) . . ?
N2 C9A H9A1 110.8 . . ?
C8A C9A H9A1 110.8 . . ?
N2 C9A H9A2 110.8 . . ?
C8A C9A H9A2 110.8 . . ?
H9A1 C9A H9A2 108.9 . . ?
C9A C8A N1 106.3(6) . . ?
C9A C8A H8A1 110.5 . . ?
N1 C8A H8A1 110.5 . . ?
C9A C8A H8A2 110.5 . . ?
N1 C8A H8A2 110.5 . . ?
H8A1 C8A H8A2 108.7 . . ?
C9B C8B N1 103.1(9) . . ?
C9B C8B H8B1 111.1 . . ?
N1 C8B H8B1 111.1 . . ?
C9B C8B H8B2 111.1 . . ?
N1 C8B H8B2 111.1 . . ?
H8B1 C8B H8B2 109.1 . . ?
C8B C9B N2 105.4(8) . . ?
C8B C9B H9B1 110.7 . . ?
N2 C9B H9B1 110.7 . . ?
C8B C9B H9B2 110.7 . . ?
N2 C9B H9B2 110.7 . . ?
H9B1 C9B H9B2 108.8 . . ?

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 Ni1 O2 C16 -15.39(18) . . . . ?
O1 Ni1 O2 C16 166.31(18) . . . . ?
N2 Ni1 O2 Sn1 142.67(7) . . . . ?
O1 Ni1 O2 Sn1 -35.63(6) . . . . ?
N1 Ni1 O1 C1 12.96(17) . . . . ?
O2 Ni1 O1 C1 -167.01(17) . . . . ?
N1 Ni1 O1 Sn1 -144.07(7) . . . . ?
O2 Ni1 O1 Sn1 35.97(6) . . . . ?
C18 C17 C22 C21 0.0(3) . . . . ?
Sn1 C17 C22 C21 179.20(18) . . . . ?
C17 C22 C21 C20 -0.7(4) . . . . ?
C22 C21 C20 C19 0.0(4) . . . . ?
C21 C20 C19 C18 1.3(5) . . . . ?
C22 C17 C18 C19 1.3(4) . . . . ?
Sn1 C17 C18 C19 -177.9(2) . . . . ?
C20 C19 C18 C17 -1.9(5) . . . . ?
Ni1 O2 C16 C15 -167.48(18) . . . . ?
Sn1 O2 C16 C15 41.9(3) . . . . ?
Ni1 O2 C16 C11 12.0(3) . . . . ?
Sn1 O2 C16 C11 -138.54(18) . . . . ?
O2 C16 C15 C14 178.4(2) . . . . ?
C11 C16 C15 C14 -1.2(4) . . . . ?
C16 C15 C14 C13 1.2(5) . . . . ?
C15 C14 C13 C12 -0.2(5) . . . . ?
C14 C13 C12 C11 -0.8(5) . . . . ?
O2 C16 C11 C10 0.8(3) . . . . ?
C15 C16 C11 C10 -179.7(2) . . . . ?
O2 C16 C11 C12 -179.4(2) . . . . ?
C15 C16 C11 C12 0.2(3) . . . . ?
C13 C12 C11 C16 0.8(4) . . . . ?
C13 C12 C11 C10 -179.3(3) . . . . ?
C16 C11 C10 N2 -6.0(4) . . . . ?
C12 C11 C10 N2 174.1(3) . . . . ?
C11 C10 N2 C9A 166.8(5) . . . . ?
C11 C10 N2 C9B -164.7(7) . . . . ?
C11 C10 N2 Ni1 -2.1(4) . . . . ?
N1 Ni1 N2 C10 -169.7(2) . . . . ?
O2 Ni1 N2 C10 10.3(2) . . . . ?
N1 Ni1 N2 C9A 20.7(5) . . . . ?
O2 Ni1 N2 C9A -159.3(5) . . . . ?
N1 Ni1 N2 C9B -5.8(6) . . . . ?
O2 Ni1 N2 C9B 174.1(6) . . . . ?
N2 Ni1 N1 C7 174.6(2) . . . . ?
O1 Ni1 N1 C7 -7.1(2) . . . . ?
N2 Ni1 N1 C8A 6.0(4) . . . . ?
O1 Ni1 N1 C8A -175.7(4) . . . . ?
N2 Ni1 N1 C8B -21.9(7) . . . . ?
O1 Ni1 N1 C8B 156.4(7) . . . . ?
C8A N1 C7 C6 167.8(5) . . . . ?
C8B N1 C7 C6 -162.6(7) . . . . ?
Ni1 N1 C7 C6 0.1(4) . . . . ?
N1 C7 C6 C1 4.8(4) . . . . ?
N1 C7 C6 C5 -173.6(2) . . . . ?
Ni1 O1 C1 C2 167.15(16) . . . . ?
Sn1 O1 C1 C2 -43.5(3) . . . . ?
Ni1 O1 C1 C6 -11.7(3) . . . . ?
Sn1 O1 C1 C6 137.70(16) . . . . ?
C5 C6 C1 O1 179.7(2) . . . . ?
C7 C6 C1 O1 1.3(3) . . . . ?
C5 C6 C1 C2 0.9(3) . . . . ?
C7 C6 C1 C2 -177.5(2) . . . . ?
O1 C1 C2 C3 -178.7(2) . . . . ?
C6 C1 C2 C3 0.1(4) . . . . ?
C1 C2 C3 C4 -0.8(4) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C1 C6 C5 C4 -1.4(4) . . . . ?
C7 C6 C5 C4 177.1(3) . . . . ?
C28 C23 C24 C25 0.6(4) . . . . ?
Sn1 C23 C24 C25 -178.3(2) . . . . ?
C23 C24 C25 C26 -0.8(5) . . . . ?
C24 C25 C26 C27 0.3(6) . . . . ?
C25 C26 C27 C28 0.5(7) . . . . ?
C24 C23 C28 C27 0.2(4) . . . . ?
Sn1 C23 C28 C27 179.0(3) . . . . ?
C26 C27 C28 C23 -0.7(6) . . . . ?
C10 N2 C9A C8A 148.5(6) . . . . ?
Ni1 N2 C9A C8A -41.1(10) . . . . ?
N2 C9A C8A N1 43.6(11) . . . . ?
C7 N1 C8A C9A 160.7(6) . . . . ?
Ni1 N1 C8A C9A -29.8(10) . . . . ?
C7 N1 C8B C9B -151.1(9) . . . . ?
Ni1 N1 C8B C9B 43.9(14) . . . . ?
N1 C8B C9B N2 -45.1(15) . . . . ?
C10 N2 C9B C8B -163.3(9) . . . . ?
Ni1 N2 C9B C8B 31.7(14) . . . . ?

_refine_diff_density_max         0.495
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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-Co-Sn
_database_code_depnum_ccdc_archive 'CCDC 1540201'
_audit_update_record             
;
2017-03-25 deposited with the CCDC.
2017-08-03 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         ?
_chemical_formula_sum            'C29 H27 Cl2 Co N2 O3 Sn'
_chemical_formula_weight         700.04

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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'

_cell_length_a                   16.5737(9)
_cell_length_b                   17.3918(9)
_cell_length_c                   19.3984(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5591.5(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8968
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      23.77
_exptl_crystal_description       Block
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_F_000             2800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.712
_shelx_estimated_absorpt_T_min   0.726
_shelx_estimated_absorpt_T_max   0.783
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.812
_exptl_absorpt_correction_T_max  0.872
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            79912
_diffrn_reflns_av_unetI/netI     0.0533
_diffrn_reflns_av_R_equivalents  0.1604
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.342
_diffrn_reflns_theta_max         25.419
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5140
_reflns_number_gt                3393
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (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)+(0.0237P)²+2.2588P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5140
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0664
_refine_ls_wR_factor_gt          0.0563
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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_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 0.8549(2) 0.0594(2) 0.4025(2) 0.0298(10) Uani 1 1 d . . . . .
C2 C 0.8785(2) 0.0951(3) 0.3413(2) 0.0371(11) Uani 1 1 d . . . . .
H2 H 0.8496 0.1372 0.3251 0.045 Uiso 1 1 calc R U . . .
C3 C 0.9439(3) 0.0688(3) 0.3045(2) 0.0465(13) Uani 1 1 d . . . . .
H3 H 0.9585 0.0932 0.2637 0.056 Uiso 1 1 calc R U . . .
C4 C 0.9883(3) 0.0066(3) 0.3275(3) 0.0557(14) Uani 1 1 d . . . . .
H4 H 1.0319 -0.0115 0.3021 0.067 Uiso 1 1 calc R U . . .
C5 C 0.9674(3) -0.0281(3) 0.3881(3) 0.0524(14) Uani 1 1 d . . . . .
H5 H 0.9981 -0.0691 0.4041 0.063 Uiso 1 1 calc R U . . .
C6 C 0.9008(2) -0.0035(3) 0.4270(2) 0.0364(11) Uani 1 1 d . . . . .
C7 C 0.8819(3) -0.0439(3) 0.4898(2) 0.0408(12) Uani 1 1 d . . . . .
H7 H 0.9145 -0.0857 0.5008 0.049 Uiso 1 1 calc R U . . .
C8 C 0.8159(3) -0.0731(3) 0.5966(2) 0.0492(13) Uani 1 1 d . . . . .
H8A H 0.8505 -0.0523 0.6323 0.059 Uiso 1 1 calc R U . . .
H8B H 0.8306 -0.1263 0.5887 0.059 Uiso 1 1 calc R U . . .
C10 C 0.7285(3) -0.0675(2) 0.6180(2) 0.0417(12) Uani 1 1 d . . . . .
H10A H 0.6972 -0.1073 0.5953 0.050 Uiso 1 1 calc R U . . .
H10B H 0.7237 -0.0746 0.6675 0.050 Uiso 1 1 calc R U . . .
C11 C 0.6368(3) 0.0377(3) 0.6289(2) 0.0374(12) Uani 1 1 d . . . . .
H11 H 0.6155 0.0102 0.6657 0.045 Uiso 1 1 calc R U . . .
C12 C 0.5976(2) 0.1094(2) 0.6109(2) 0.0319(10) Uani 1 1 d . . . . .
C13 C 0.5363(3) 0.1370(3) 0.6551(2) 0.0514(13) Uani 1 1 d . . . . .
H13 H 0.5228 0.1086 0.6940 0.062 Uiso 1 1 calc R U . . .
C14 C 0.4966(3) 0.2040(3) 0.6422(3) 0.0585(14) Uani 1 1 d . . . . .
H14 H 0.4576 0.2219 0.6727 0.070 Uiso 1 1 calc R U . . .
C15 C 0.5147(3) 0.2447(3) 0.5840(2) 0.0529(14) Uani 1 1 d . . . . .
H15 H 0.4873 0.2902 0.5748 0.063 Uiso 1 1 calc R U . . .
C16 C 0.5735(3) 0.2190(2) 0.5383(2) 0.0396(11) Uani 1 1 d . . . . .
H16 H 0.5849 0.2474 0.4989 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6153(2) 0.1514(2) 0.55108(19) 0.0265(10) Uani 1 1 d . . . . .
C18 C 0.6195(3) -0.0646(3) 0.4588(2) 0.0570(14) Uani 1 1 d . . . . .
H18A H 0.6400 -0.1049 0.4877 0.086 Uiso 1 1 calc R U . . .
H18B H 0.5722 -0.0427 0.4796 0.086 Uiso 1 1 calc R U . . .
H18C H 0.6059 -0.0853 0.4144 0.086 Uiso 1 1 calc R U . . .
C19 C 0.8167(2) 0.1207(2) 0.57677(19) 0.0269(10) Uani 1 1 d . . . . .
C20 C 0.8277(3) 0.1137(3) 0.6470(2) 0.0445(12) Uani 1 1 d . . . . .
H20 H 0.8024 0.0737 0.6704 0.053 Uiso 1 1 calc R U . . .
C21 C 0.8752(3) 0.1647(3) 0.6832(2) 0.0556(14) Uani 1 1 d . . . . .
H21 H 0.8820 0.1581 0.7305 0.067 Uiso 1 1 calc R U . . .
C22 C 0.9123(3) 0.2247(3) 0.6506(2) 0.0571(14) Uani 1 1 d . . . . .
H22 H 0.9446 0.2589 0.6752 0.068 Uiso 1 1 calc R U . . .
C23 C 0.9012(3) 0.2335(3) 0.5813(2) 0.0532(14) Uani 1 1 d . . . . .
H23 H 0.9253 0.2745 0.5584 0.064 Uiso 1 1 calc R U . . .
C24 C 0.8544(3) 0.1817(3) 0.5448(2) 0.0435(12) Uani 1 1 d . . . . .
H24 H 0.8482 0.1882 0.4975 0.052 Uiso 1 1 calc R U . . .
C25 C 0.6809(2) 0.2002(2) 0.3535(2) 0.0344(11) Uani 1 1 d . . . . .
C26 C 0.7098(3) 0.2597(3) 0.3918(3) 0.0480(12) Uani 1 1 d . . . . .
H26 H 0.7234 0.2515 0.4377 0.058 Uiso 1 1 calc R U . . .
C27 C 0.7195(3) 0.3327(3) 0.3632(3) 0.0629(16) Uani 1 1 d . . . . .
H27 H 0.7379 0.3734 0.3900 0.076 Uiso 1 1 calc R U . . .
C28 C 0.7017(4) 0.3434(4) 0.2954(4) 0.085(2) Uani 1 1 d . . . . .
H28 H 0.7066 0.3920 0.2759 0.102 Uiso 1 1 calc R U . . .
C29 C 0.6761(4) 0.2823(4) 0.2552(3) 0.095(2) Uani 1 1 d . . . . .
H29 H 0.6672 0.2894 0.2083 0.114 Uiso 1 1 calc R U . . .
C30 C 0.6640(3) 0.2111(3) 0.2842(3) 0.0673(16) Uani 1 1 d . . . . .
H30 H 0.6445 0.1706 0.2576 0.081 Uiso 1 1 calc R U . . .
N1 N 0.8251(2) -0.02810(19) 0.53216(16) 0.0329(8) Uani 1 1 d . . . . .
N2 N 0.6981(2) 0.00908(19) 0.59835(16) 0.0290(8) Uani 1 1 d . . . . .
O1 O 0.79026(14) 0.08644(15) 0.43578(12) 0.0263(6) Uani 1 1 d . . . . .
O2 O 0.67207(15) 0.12874(15) 0.50591(11) 0.0261(6) Uani 1 1 d . . . . .
O3 O 0.67853(16) -0.00747(15) 0.45102(13) 0.0317(7) Uani 1 1 d . . . . .
Cl1 Cl 0.68000(8) 0.01558(7) 0.29012(5) 0.0557(4) Uani 1 1 d . . . . .
Cl2 Cl 0.51733(6) 0.08619(7) 0.39366(6) 0.0493(3) Uani 1 1 d . . . . .
Co1 Co 0.75060(3) 0.05083(3) 0.52256(2) 0.02458(13) Uani 1 1 d . . . . .
Sn1 Sn 0.66187(2) 0.08852(2) 0.39432(2) 0.02722(8) 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 O1 1.336(4) . ?
C1 C2 1.396(5) . ?
C1 C6 1.415(5) . ?
C2 C3 1.376(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.404(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.441(6) . ?
C7 N1 1.280(5) . ?
C7 H7 0.9300 . ?
C8 N1 1.482(5) . ?
C8 C10 1.509(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 N2 1.475(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 N2 1.278(5) . ?
C11 C12 1.449(6) . ?
C11 H11 0.9300 . ?
C12 C17 1.402(5) . ?
C12 C13 1.412(6) . ?
C13 C14 1.362(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.365(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.386(5) . ?
C16 H16 0.9300 . ?
C17 O2 1.345(4) . ?
C18 O3 1.403(5) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.379(5) . ?
C19 C24 1.378(6) . ?
C19 Co1 1.945(4) . ?
C20 C21 1.379(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.367(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.367(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.384(6) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.361(6) . ?
C25 C30 1.385(6) . ?
C25 Sn1 2.121(4) . ?
C26 C27 1.394(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.361(7) . ?
C27 H27 0.9300 . ?
C28 C29 1.384(8) . ?
C28 H28 0.9300 . ?
C29 C30 1.376(7) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
N1 Co1 1.855(3) . ?
N2 Co1 1.856(3) . ?
O1 Co1 1.910(2) . ?
O1 Sn1 2.275(2) . ?
O2 Co1 1.906(3) . ?
O2 Sn1 2.281(2) . ?
O3 Sn1 2.018(3) . ?
O3 Co1 2.093(3) . ?
Cl1 Sn1 2.4052(11) . ?
Cl2 Sn1 2.3959(11) . ?
Co1 Sn1 2.9632(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
O1 C1 C2 118.6(4) . . ?
O1 C1 C6 122.7(4) . . ?
C2 C1 C6 118.6(4) . . ?
C3 C2 C1 121.0(4) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 120.7(4) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 119.2(4) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 121.9(5) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C5 C6 C1 118.5(4) . . ?
C5 C6 C7 118.5(4) . . ?
C1 C6 C7 123.0(4) . . ?
N1 C7 C6 126.7(4) . . ?
N1 C7 H7 116.6 . . ?
C6 C7 H7 116.6 . . ?
N1 C8 C10 107.3(3) . . ?
N1 C8 H8A 110.3 . . ?
C10 C8 H8A 110.3 . . ?
N1 C8 H8B 110.3 . . ?
C10 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
N2 C10 C8 108.3(3) . . ?
N2 C10 H10A 110.0 . . ?
C8 C10 H10A 110.0 . . ?
N2 C10 H10B 110.0 . . ?
C8 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
N2 C11 C12 125.5(4) . . ?
N2 C11 H11 117.2 . . ?
C12 C11 H11 117.2 . . ?
C17 C12 C13 118.4(4) . . ?
C17 C12 C11 123.6(4) . . ?
C13 C12 C11 117.9(4) . . ?
C14 C13 C12 121.8(5) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C15 C14 C13 119.3(5) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 120.9(5) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
O2 C17 C16 118.8(4) . . ?
O2 C17 C12 122.2(4) . . ?
C16 C17 C12 119.0(4) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C24 116.9(4) . . ?
C20 C19 Co1 123.5(3) . . ?
C24 C19 Co1 119.5(3) . . ?
C21 C20 C19 121.5(4) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C20 120.8(4) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C23 118.7(4) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
C22 C23 C24 120.4(4) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C19 C24 C23 121.7(4) . . ?
C19 C24 H24 119.2 . . ?
C23 C24 H24 119.2 . . ?
C26 C25 C30 119.8(4) . . ?
C26 C25 Sn1 123.0(3) . . ?
C30 C25 Sn1 117.2(3) . . ?
C25 C26 C27 121.0(5) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
C28 C27 C26 118.9(5) . . ?
C28 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C27 C28 C29 120.4(5) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C30 C29 C28 120.4(5) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C25 119.4(5) . . ?
C29 C30 H30 120.3 . . ?
C25 C30 H30 120.3 . . ?
C7 N1 C8 120.2(4) . . ?
C7 N1 Co1 125.8(3) . . ?
C8 N1 Co1 114.0(3) . . ?
C11 N2 C10 120.3(3) . . ?
C11 N2 Co1 126.0(3) . . ?
C10 N2 Co1 113.5(3) . . ?
C1 O1 Co1 126.0(2) . . ?
C1 O1 Sn1 125.8(2) . . ?
Co1 O1 Sn1 89.70(9) . . ?
C17 O2 Co1 125.2(2) . . ?
C17 O2 Sn1 131.0(2) . . ?
Co1 O2 Sn1 89.63(9) . . ?
C18 O3 Sn1 123.3(3) . . ?
C18 O3 Co1 132.1(3) . . ?
Sn1 O3 Co1 92.22(10) . . ?
N1 Co1 N2 86.72(15) . . ?
N1 Co1 O2 175.58(12) . . ?
N2 Co1 O2 95.30(13) . . ?
N1 Co1 O1 95.70(13) . . ?
N2 Co1 O1 170.41(12) . . ?
O2 Co1 O1 81.67(10) . . ?
N1 Co1 C19 91.94(15) . . ?
N2 Co1 C19 94.60(15) . . ?
O2 Co1 C19 91.81(14) . . ?
O1 Co1 C19 94.59(14) . . ?
N1 Co1 O3 95.03(12) . . ?
N2 Co1 O3 93.91(12) . . ?
O2 Co1 O3 80.93(10) . . ?
O1 Co1 O3 76.65(10) . . ?
C19 Co1 O3 169.29(14) . . ?
N1 Co1 Sn1 125.31(10) . . ?
N2 Co1 Sn1 121.26(10) . . ?
O2 Co1 Sn1 50.33(7) . . ?
O1 Co1 Sn1 50.15(7) . . ?
C19 Co1 Sn1 126.51(12) . . ?
O3 Co1 Sn1 42.89(7) . . ?
O3 Sn1 C25 160.17(13) . . ?
O3 Sn1 O1 70.50(10) . . ?
C25 Sn1 O1 90.45(13) . . ?
O3 Sn1 O2 74.12(9) . . ?
C25 Sn1 O2 93.60(13) . . ?
O1 Sn1 O2 66.43(8) . . ?
O3 Sn1 Cl2 97.22(8) . . ?
C25 Sn1 Cl2 99.32(11) . . ?
O1 Sn1 Cl2 159.52(7) . . ?
O2 Sn1 Cl2 94.84(7) . . ?
O3 Sn1 Cl1 90.26(8) . . ?
C25 Sn1 Cl1 98.65(12) . . ?
O1 Sn1 Cl1 99.89(7) . . ?
O2 Sn1 Cl1 161.79(7) . . ?
Cl2 Sn1 Cl1 96.40(4) . . ?
O3 Sn1 Co1 44.90(7) . . ?
C25 Sn1 Co1 116.26(11) . . ?
O1 Sn1 Co1 40.14(6) . . ?
O2 Sn1 Co1 40.04(6) . . ?
Cl2 Sn1 Co1 119.80(3) . . ?
Cl1 Sn1 Co1 121.79(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
O1 C1 C2 C3 -179.0(4) . . . . ?
C6 C1 C2 C3 1.3(6) . . . . ?
C1 C2 C3 C4 -0.4(7) . . . . ?
C2 C3 C4 C5 -1.1(7) . . . . ?
C3 C4 C5 C6 1.6(7) . . . . ?
C4 C5 C6 C1 -0.6(7) . . . . ?
C4 C5 C6 C7 179.1(4) . . . . ?
O1 C1 C6 C5 179.5(4) . . . . ?
C2 C1 C6 C5 -0.8(6) . . . . ?
O1 C1 C6 C7 -0.2(6) . . . . ?
C2 C1 C6 C7 179.5(4) . . . . ?
C5 C6 C7 N1 178.1(4) . . . . ?
C1 C6 C7 N1 -2.2(7) . . . . ?
N1 C8 C10 N2 -33.8(4) . . . . ?
N2 C11 C12 C17 9.4(6) . . . . ?
N2 C11 C12 C13 -172.7(4) . . . . ?
C17 C12 C13 C14 -2.3(7) . . . . ?
C11 C12 C13 C14 179.8(4) . . . . ?
C12 C13 C14 C15 1.9(8) . . . . ?
C13 C14 C15 C16 -0.6(8) . . . . ?
C14 C15 C16 C17 -0.2(7) . . . . ?
C15 C16 C17 O2 -179.6(4) . . . . ?
C15 C16 C17 C12 -0.2(6) . . . . ?
C13 C12 C17 O2 -179.2(4) . . . . ?
C11 C12 C17 O2 -1.4(6) . . . . ?
C13 C12 C17 C16 1.4(6) . . . . ?
C11 C12 C17 C16 179.2(4) . . . . ?
C24 C19 C20 C21 -0.9(7) . . . . ?
Co1 C19 C20 C21 179.9(4) . . . . ?
C19 C20 C21 C22 0.8(8) . . . . ?
C20 C21 C22 C23 0.3(8) . . . . ?
C21 C22 C23 C24 -1.1(8) . . . . ?
C20 C19 C24 C23 0.0(7) . . . . ?
Co1 C19 C24 C23 179.2(4) . . . . ?
C22 C23 C24 C19 1.0(8) . . . . ?
C30 C25 C26 C27 2.9(7) . . . . ?
Sn1 C25 C26 C27 -178.4(3) . . . . ?
C25 C26 C27 C28 -1.9(8) . . . . ?
C26 C27 C28 C29 -1.5(10) . . . . ?
C27 C28 C29 C30 3.9(11) . . . . ?
C28 C29 C30 C25 -2.8(10) . . . . ?
C26 C25 C30 C29 -0.5(8) . . . . ?
Sn1 C25 C30 C29 -179.3(5) . . . . ?
C6 C7 N1 C8 -177.1(4) . . . . ?
C6 C7 N1 Co1 1.0(6) . . . . ?
C10 C8 N1 C7 -154.9(4) . . . . ?
C10 C8 N1 Co1 26.8(4) . . . . ?
C12 C11 N2 C10 -175.1(4) . . . . ?
C12 C11 N2 Co1 -1.5(6) . . . . ?
C8 C10 N2 C11 -157.5(4) . . . . ?
C8 C10 N2 Co1 28.1(4) . . . . ?
C2 C1 O1 Co1 -176.2(3) . . . . ?
C6 C1 O1 Co1 3.4(5) . . . . ?
C2 C1 O1 Sn1 62.7(4) . . . . ?
C6 C1 O1 Sn1 -117.6(4) . . . . ?
C16 C17 O2 Co1 166.4(3) . . . . ?
C12 C17 O2 Co1 -13.0(5) . . . . ?
C16 C17 O2 Sn1 -66.6(5) . . . . ?
C12 C17 O2 Sn1 114.0(4) . . . . ?
C7 N1 Co1 N2 172.2(4) . . . . ?
C8 N1 Co1 N2 -9.6(3) . . . . ?
C7 N1 Co1 O1 1.5(4) . . . . ?
C8 N1 Co1 O1 179.7(3) . . . . ?
C7 N1 Co1 C19 -93.3(4) . . . . ?
C8 N1 Co1 C19 84.9(3) . . . . ?
C7 N1 Co1 O3 78.6(4) . . . . ?
C8 N1 Co1 O3 -103.3(3) . . . . ?
C7 N1 Co1 Sn1 45.6(4) . . . . ?
C8 N1 Co1 Sn1 -136.2(2) . . . . ?
C11 N2 Co1 N1 175.0(3) . . . . ?
C10 N2 Co1 N1 -11.0(3) . . . . ?
C11 N2 Co1 O2 -8.9(3) . . . . ?
C10 N2 Co1 O2 165.1(3) . . . . ?
C11 N2 Co1 C19 83.4(3) . . . . ?
C10 N2 Co1 C19 -102.7(3) . . . . ?
C11 N2 Co1 O3 -90.1(3) . . . . ?
C10 N2 Co1 O3 83.8(3) . . . . ?
C11 N2 Co1 Sn1 -55.0(4) . . . . ?
C10 N2 Co1 Sn1 119.0(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
C18 H18B Cl2 0.96 2.97 3.671(5) 130.9 5_656

_refine_diff_density_max         0.396
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.093

