# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

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

data_xc1
_database_code_depnum_ccdc_archive 'CCDC 1543107'
_audit_update_record             
;
2017-04-10 deposited with the CCDC.
2017-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H30 Cl6 Mn N2 O2'
_chemical_formula_weight         502.02

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   ' C 2 / C'

loop_
_symmetry_equiv_pos_as_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'
'-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                   16.287(12)
_cell_length_b                   9.623(7)
_cell_length_c                   15.636(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.41(4)
_cell_angle_gamma                90.00
_cell_volume                     2249(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    2864
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      27.47


_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1036
_exptl_absorpt_coefficient_mu    1.307
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, SCXmini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6311
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0523
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.52
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1957
_reflns_number_gt                1697
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.6000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.003(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1957
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1234
_refine_ls_R_factor_gt           0.0951
_refine_ls_wR_factor_ref         0.3454
_refine_ls_wR_factor_gt          0.3279
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_restrained_S_all      1.131
_refine_ls_shift/su_max          0.002
_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
Mn1 Mn 0.0000 0.22689(11) 0.2500 0.0466(4) Uani 1 2 d S . .
Cl1 Cl 0.09945(13) 0.0860(2) 0.36899(16) 0.0730(6) Uani 1 1 d . . .
Cl2 Cl 0.08406(13) 0.3670(2) 0.18977(19) 0.0865(7) Uani 1 1 d . . .
Cl3 Cl -0.1762(2) 0.5898(3) 0.0287(3) 0.1321(10) Uani 1 1 d . . .
N1 N 0.1408(4) 0.8074(7) 0.1491(4) 0.0602(16) Uani 1 1 d . . .
C1 C -0.1118(5) 0.7316(8) 0.0274(7) 0.070(2) Uani 1 1 d . . .
H1A H -0.1163 0.7496 -0.0367 0.084 Uiso 1 1 calc R . .
H1B H -0.1321 0.8155 0.0501 0.084 Uiso 1 1 calc R . .
C4 C 0.1732(6) 0.7718(10) 0.2538(6) 0.071(2) Uani 1 1 d . . .
H4A H 0.2384 0.7811 0.2836 0.107 Uiso 1 1 calc R . .
H4B H 0.1562 0.6761 0.2607 0.107 Uiso 1 1 calc R . .
H4C H 0.1455 0.8356 0.2833 0.107 Uiso 1 1 calc R . .
C3 C 0.0385(6) 0.8176(12) 0.0996(8) 0.090(3) Uani 1 1 d . . .
H3A H 0.0179 0.8894 0.1320 0.108 Uiso 1 1 calc R . .
H3B H 0.0240 0.8514 0.0355 0.108 Uiso 1 1 calc R . .
C5 C 0.1754(9) 0.9429(12) 0.1395(8) 0.095(3) Uani 1 1 d . . .
H5A H 0.1680 0.9565 0.0748 0.143 Uiso 1 1 calc R . .
H5B H 0.2390 0.9484 0.1806 0.143 Uiso 1 1 calc R . .
H5C H 0.1424 1.0154 0.1567 0.143 Uiso 1 1 calc R . .
C2 C -0.0127(6) 0.6952(12) 0.0934(6) 0.075(2) Uani 1 1 d . . .
H2A H 0.0098 0.6180 0.0657 0.090 Uiso 1 1 calc R . .
C6 C 0.1799(6) 0.6996(9) 0.1095(7) 0.088(2) Uani 1 1 d . . .
H6A H 0.1663 0.7213 0.0440 0.133 Uiso 1 1 calc R . .
H6B H 0.1543 0.6089 0.1136 0.133 Uiso 1 1 calc R . .
H6C H 0.2449 0.6970 0.1445 0.133 Uiso 1 1 calc R . .
O1 O -0.0075(6) 0.6556(9) 0.1828(5) 0.098(2) Uani 1 1 d . . .
H1 H -0.0391 0.5829 0.1767 0.147 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 Cl1 2.351(2) 2 ?
Mn1 Cl1 2.351(2) . ?
Mn1 Cl2 2.367(2) . ?
Mn1 Cl2 2.367(2) 2 ?
Cl3 C1 1.726(8) . ?
N1 C5 1.452(13) . ?
N1 C6 1.476(10) . ?
N1 C3 1.537(11) . ?
N1 C4 1.545(10) . ?
C1 C2 1.571(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C3 C2 1.423(15) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C2 O1 1.419(13) . ?
C2 H2A 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
O1 H1 0.8500 . ?

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
Cl1 Mn1 Cl1 109.58(12) 2 . ?
Cl1 Mn1 Cl2 109.83(10) 2 . ?
Cl1 Mn1 Cl2 108.53(9) . . ?
Cl1 Mn1 Cl2 108.53(9) 2 2 ?
Cl1 Mn1 Cl2 109.83(10) . 2 ?
Cl2 Mn1 Cl2 110.55(14) . 2 ?
C5 N1 C6 109.8(8) . . ?
C5 N1 C3 106.2(8) . . ?
C6 N1 C3 113.3(6) . . ?
C5 N1 C4 109.0(6) . . ?
C6 N1 C4 105.4(7) . . ?
C3 N1 C4 113.2(7) . . ?
C2 C1 Cl3 106.6(6) . . ?
C2 C1 H1A 110.4 . . ?
Cl3 C1 H1A 110.4 . . ?
C2 C1 H1B 110.4 . . ?
Cl3 C1 H1B 110.4 . . ?
H1A C1 H1B 108.6 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C3 N1 118.0(9) . . ?
C2 C3 H3A 107.8 . . ?
N1 C3 H3A 107.8 . . ?
C2 C3 H3B 107.8 . . ?
N1 C3 H3B 107.8 . . ?
H3A C3 H3B 107.1 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C2 C3 110.5(8) . . ?
O1 C2 C1 110.5(8) . . ?
C3 C2 C1 106.3(8) . . ?
O1 C2 H2A 109.8 . . ?
C3 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 O1 H1 108.3 . . ?

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
C5 N1 C3 C2 176.2(9) . . . . ?
C6 N1 C3 C2 55.6(12) . . . . ?
C4 N1 C3 C2 -64.3(11) . . . . ?
N1 C3 C2 O1 68.2(11) . . . . ?
N1 C3 C2 C1 -171.8(8) . . . . ?
Cl3 C1 C2 O1 -54.1(9) . . . . ?
Cl3 C1 C2 C3 -174.1(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         2.445
_refine_diff_density_min         -1.850
_refine_diff_density_rms         0.226
####################################################################### 
# 
# 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_xc1
_database_code_depnum_ccdc_archive 'CCDC 1543108'
_audit_update_record             
;
2017-04-10 deposited with the CCDC.
2017-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H30 Cl6 Mn N2 O2'
_chemical_formula_weight         502.02

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   ' C 2 / C'

loop_
_symmetry_equiv_pos_as_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'
'-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                   16.394(16)
_cell_length_b                   9.763(9)
_cell_length_c                   15.901(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.971(14)
_cell_angle_gamma                90.00
_cell_volume                     2343(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2864
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1036
_exptl_absorpt_coefficient_mu    1.255
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, SCXmini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10008
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.48
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2050
_reflns_number_gt                1610
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.6000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2050
_refine_ls_number_parameters     178
_refine_ls_number_restraints     296
_refine_ls_R_factor_all          0.1319
_refine_ls_R_factor_gt           0.0919
_refine_ls_wR_factor_ref         0.3462
_refine_ls_wR_factor_gt          0.3246
_refine_ls_goodness_of_fit_ref   1.1220
_refine_ls_restrained_S_all      1.1113
_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
Mn1 Mn 0.0000 0.22347(5) 0.2500 0.06833(19) Uani 1 2 d SU . .
Cl1 Cl 0.09887(7) 0.08340(11) 0.36599(8) 0.1118(4) Uani 1 1 d U . .
Cl2 Cl 0.08475(7) 0.36276(12) 0.19172(9) 0.1235(3) Uani 1 1 d U . .
Cl3 Cl -0.18310(15) 0.5871(3) 0.0228(4) 0.218(3) Uani 0.50 1 d PDU A 1
N1 N 0.1375(2) 0.8031(4) 0.1463(2) 0.0715(13) Uani 0.50 1 d PDU A 1
C1 C -0.10920(18) 0.7241(4) 0.0341(3) 0.103(2) Uani 0.50 1 d PDU A 1
H1A H -0.1149 0.7524 -0.0264 0.124 Uiso 0.50 1 calc PR A 1
H1B H -0.1267 0.8009 0.0619 0.124 Uiso 0.50 1 calc PR A 1
C4 C 0.1788(4) 0.7557(8) 0.2433(3) 0.0929(18) Uani 0.50 1 d PDU A 1
H4A H 0.2352 0.7995 0.2732 0.139 Uiso 0.50 1 calc PR A 1
H4B H 0.1868 0.6582 0.2447 0.139 Uiso 0.50 1 calc PR A 1
H4C H 0.1408 0.7790 0.2743 0.139 Uiso 0.50 1 calc PR A 1
C3 C 0.0411(2) 0.8138(4) 0.0889(3) 0.0867(16) Uani 0.50 1 d PDU A 1
H3A H 0.0339 0.8307 0.0263 0.104 Uiso 0.50 1 calc PR A 1
H3B H 0.0176 0.8926 0.1091 0.104 Uiso 0.50 1 calc PR A 1
C5 C 0.1738(5) 0.9304(6) 0.1217(4) 0.104(2) Uani 0.50 1 d PDU A 1
H5A H 0.1597 0.9313 0.0572 0.156 Uiso 0.50 1 calc PR A 1
H5B H 0.2369 0.9325 0.1542 0.156 Uiso 0.50 1 calc PR A 1
H5C H 0.1480 1.0091 0.1380 0.156 Uiso 0.50 1 calc PR A 1
C2 C -0.0125(2) 0.6915(5) 0.0904(3) 0.1034(19) Uani 0.50 1 d PDU A 1
H2A H 0.0059 0.6132 0.0635 0.124 Uiso 0.50 1 calc PR A 1
C6 C 0.1823(4) 0.6775(6) 0.1305(6) 0.120(2) Uani 0.50 1 d PDU A 1
H6A H 0.1731 0.6720 0.0672 0.180 Uiso 0.50 1 calc PR A 1
H6B H 0.1579 0.5976 0.1472 0.180 Uiso 0.50 1 calc PR A 1
H6C H 0.2447 0.6824 0.1671 0.180 Uiso 0.50 1 calc PR A 1
O1 O -0.00147(11) 0.6571(2) 0.18612(12) 0.176(3) Uani 0.50 1 d PDU A 1
H1 H -0.0330 0.5844 0.1800 0.264 Uiso 0.50 1 d PR A 1
Cl3' Cl -0.17129(11) 0.5907(2) 0.03497(12) 0.1741(8) Uani 0.50 1 d PRDU A 2
N1' N 0.14348(11) 0.8013(2) 0.14952(12) 0.0900(17) Uani 0.50 1 d PRDU A 2
C1' C -0.10454(11) 0.7291(2) 0.03321(12) 0.094(2) Uani 0.50 1 d PRDU A 2
H1A' H -0.1085 0.7428 -0.0287 0.113 Uiso 0.50 1 calc PR A 2
H1B' H -0.1263 0.8114 0.0517 0.113 Uiso 0.50 1 calc PR A 2
C4' C 0.1605(5) 0.7872(10) 0.2484(3) 0.096(2) Uani 0.50 1 d PDU A 2
H4A' H 0.2132 0.8369 0.2843 0.144 Uiso 0.50 1 calc PR A 2
H4B' H 0.1682 0.6921 0.2653 0.144 Uiso 0.50 1 calc PR A 2
H4C' H 0.1111 0.8233 0.2594 0.144 Uiso 0.50 1 calc PR A 2
C3' C 0.0449(2) 0.8335(4) 0.1089(4) 0.109(2) Uani 0.50 1 d PDU A 2
H3A' H 0.0307 0.8956 0.1489 0.131 Uiso 0.50 1 calc PR A 2
H3B' H 0.0294 0.8780 0.0501 0.131 Uiso 0.50 1 calc PR A 2
C5' C 0.1786(6) 0.9436(5) 0.1532(7) 0.117(3) Uani 0.50 1 d PDU A 2
H5A' H 0.2211 0.9451 0.1255 0.175 Uiso 0.50 1 calc PR A 2
H5B' H 0.2065 0.9725 0.2157 0.175 Uiso 0.50 1 calc PR A 2
H5C' H 0.1307 1.0046 0.1208 0.175 Uiso 0.50 1 calc PR A 2
C2' C -0.0063(2) 0.7064(5) 0.0975(3) 0.0922(17) Uani 0.50 1 d PDU A 2
H2A' H 0.0194 0.6357 0.0714 0.111 Uiso 0.50 1 calc PR A 2
C6' C 0.1678(4) 0.6991(7) 0.0920(4) 0.116(2) Uani 0.50 1 d PDU A 2
H6A' H 0.1282 0.7088 0.0292 0.174 Uiso 0.50 1 calc PR A 2
H6B' H 0.1633 0.6080 0.1125 0.174 Uiso 0.50 1 calc PR A 2
H6C' H 0.2275 0.7155 0.0977 0.174 Uiso 0.50 1 calc PR A 2
O1' O -0.0067(3) 0.6565(4) 0.1856(2) 0.0952(16) Uani 0.50 1 d PDU A 2
H1' H -0.0383 0.5838 0.1795 0.143 Uiso 0.50 1 d PR 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
Mn1 Cl1 2.3591(17) 2 ?
Mn1 Cl1 2.3591(17) . ?
Mn1 Cl2 2.3756(18) 2 ?
Mn1 Cl2 2.3756(19) . ?
Cl3 C1 1.766(4) . ?
N1 C3 1.488(4) . ?
N1 C5 1.494(6) . ?
N1 C4 1.496(6) . ?
N1 C6 1.501(6) . ?
C1 C2 1.519(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C4 C6 1.971(11) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 C2 1.489(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C2 O1 1.499(5) . ?
C2 H2A 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
O1 H1 0.8605 . ?
O1 H1' 0.9149 . ?
Cl3' C1' 1.7458 . ?
N1' C4' 1.493(5) . ?
N1' C5' 1.496(6) . ?
N1' C6' 1.508(6) . ?
N1' C3' 1.521(4) . ?
C1' C2' 1.551(4) . ?
C1' H1A' 0.9700 . ?
C1' H1B' 0.9700 . ?
C4' H4A' 0.9600 . ?
C4' H4B' 0.9600 . ?
C4' H4C' 0.9600 . ?
C3' C2' 1.469(5) . ?
C3' H3A' 0.9700 . ?
C3' H3B' 0.9700 . ?
C5' H5A' 0.9600 . ?
C5' H5B' 0.9600 . ?
C5' H5C' 0.9600 . ?
C2' O1' 1.487(5) . ?
C2' H2A' 0.9800 . ?
C6' H6A' 0.9600 . ?
C6' H6B' 0.9600 . ?
C6' H6C' 0.9600 . ?
O1' H1 0.8111 . ?
O1' H1' 0.8605 . ?

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
Cl1 Mn1 Cl1 109.15(8) 2 . ?
Cl1 Mn1 Cl2 107.99(8) 2 2 ?
Cl1 Mn1 Cl2 110.78(8) . 2 ?
Cl1 Mn1 Cl2 110.78(8) 2 . ?
Cl1 Mn1 Cl2 107.99(8) . . ?
Cl2 Mn1 Cl2 110.16(9) 2 . ?
C3 N1 C5 102.6(4) . . ?
C3 N1 C4 126.8(4) . . ?
C5 N1 C4 117.4(4) . . ?
C3 N1 C6 115.3(4) . . ?
C5 N1 C6 111.4(5) . . ?
C4 N1 C6 82.2(5) . . ?
C2 C1 Cl3 114.7(3) . . ?
C2 C1 H1A 108.6 . . ?
Cl3 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
Cl3 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
N1 C4 C6 49.0(3) . . ?
N1 C4 H4A 109.5 . . ?
C6 C4 H4A 104.9 . . ?
N1 C4 H4B 109.5 . . ?
C6 C4 H4B 65.4 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
C6 C4 H4C 144.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C3 C2 115.2(3) . . ?
N1 C3 H3A 108.5 . . ?
C2 C3 H3A 108.5 . . ?
N1 C3 H3B 108.5 . . ?
C2 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C2 O1 111.0(3) . . ?
C3 C2 C1 108.0(3) . . ?
O1 C2 C1 109.3(4) . . ?
C3 C2 H2A 109.5 . . ?
O1 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
N1 C6 C4 48.8(3) . . ?
N1 C6 H6A 109.5 . . ?
C4 C6 H6A 158.1 . . ?
N1 C6 H6B 109.5 . . ?
C4 C6 H6B 84.2 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
C4 C6 H6C 80.3 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 O1 H1 104.0 . . ?
C2 O1 H1' 104.2 . . ?
H1 O1 H1' 4.1 . . ?
C4' N1' C5' 97.7(6) . . ?
C4' N1' C6' 126.3(5) . . ?
C5' N1' C6' 116.7(6) . . ?
C4' N1' C3' 101.4(4) . . ?
C5' N1' C3' 98.8(4) . . ?
C6' N1' C3' 111.6(3) . . ?
C2' C1' Cl3' 112.04(18) . . ?
C2' C1' H1A' 109.2 . . ?
Cl3' C1' H1A' 109.2 . . ?
C2' C1' H1B' 109.2 . . ?
Cl3' C1' H1B' 109.2 . . ?
H1A' C1' H1B' 107.9 . . ?
N1' C4' H4A' 109.5 . . ?
N1' C4' H4B' 109.5 . . ?
H4A' C4' H4B' 109.5 . . ?
N1' C4' H4C' 109.5 . . ?
H4A' C4' H4C' 109.5 . . ?
H4B' C4' H4C' 109.5 . . ?
C2' C3' N1' 109.8(3) . . ?
C2' C3' H3A' 109.7 . . ?
N1' C3' H3A' 109.7 . . ?
C2' C3' H3B' 109.7 . . ?
N1' C3' H3B' 109.7 . . ?
H3A' C3' H3B' 108.2 . . ?
N1' C5' H5A' 109.5 . . ?
N1' C5' H5B' 109.5 . . ?
H5A' C5' H5B' 109.5 . . ?
N1' C5' H5C' 109.5 . . ?
H5A' C5' H5C' 109.5 . . ?
H5B' C5' H5C' 109.5 . . ?
C3' C2' O1' 111.9(4) . . ?
C3' C2' C1' 110.9(3) . . ?
O1' C2' C1' 106.4(3) . . ?
C3' C2' H2A' 109.2 . . ?
O1' C2' H2A' 109.2 . . ?
C1' C2' H2A' 109.2 . . ?
N1' C6' H6A' 109.5 . . ?
N1' C6' H6B' 109.5 . . ?
H6A' C6' H6B' 109.5 . . ?
N1' C6' H6C' 109.5 . . ?
H6A' C6' H6C' 109.5 . . ?
H6B' C6' H6C' 109.5 . . ?
C2' O1' H1 112.2 . . ?
C2' O1' H1' 112.8 . . ?
H1 O1' H1' 4.7 . . ?

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
C3 N1 C4 C6 115.9(5) . . . . ?
C5 N1 C4 C6 -110.1(6) . . . . ?
C5 N1 C3 C2 173.2(5) . . . . ?
C4 N1 C3 C2 -47.6(7) . . . . ?
C6 N1 C3 C2 52.0(7) . . . . ?
N1 C3 C2 O1 56.2(5) . . . . ?
N1 C3 C2 C1 176.0(4) . . . . ?
Cl3 C1 C2 C3 176.8(4) . . . . ?
Cl3 C1 C2 O1 -62.3(5) . . . . ?
C3 N1 C6 C4 -127.2(5) . . . . ?
C5 N1 C6 C4 116.5(4) . . . . ?
C4' N1' C3' C2' -80.5(6) . . . . ?
C5' N1' C3' C2' 179.8(6) . . . . ?
C6' N1' C3' C2' 56.4(6) . . . . ?
N1' C3' C2' O1' 76.8(5) . . . . ?
N1' C3' C2' C1' -164.6(4) . . . . ?
Cl3' C1' C2' C3' -168.8(3) . . . . ?
Cl3' C1' C2' O1' -46.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.500
_refine_diff_density_min         -0.981
_refine_diff_density_rms         0.170
####################################################################### 
# 
# 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_xc1
_database_code_depnum_ccdc_archive 'CCDC 1543106'

_audit_update_record             
;
2017-04-10 deposited with the CCDC.
2017-06-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H30 Cd Cl6 N2 O2'
_chemical_formula_weight         559.48

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'
Cd Cd -0.8075 1.2024 '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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   ' C 2 / C'

loop_
_symmetry_equiv_pos_as_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'
'-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                   16.440(3)
_cell_length_b                   9.787(2)
_cell_length_c                   15.935(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.23(3)
_cell_angle_gamma                90.00
_cell_volume                     2356.1(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2864
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1128
_exptl_absorpt_coefficient_mu    1.614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   'CrystalClear (Rigaku, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku, SCXmini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6630
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_sigmaI/netI    0.0502
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2075
_reflns_number_gt                1694
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.1326P)²+7.2982P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0005(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2075
_refine_ls_number_parameters     193
_refine_ls_number_restraints     276
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0760
_refine_ls_wR_factor_ref         0.2154
_refine_ls_wR_factor_gt          0.2056
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.5000 0.27508(3) 0.2500 0.07241(9) Uani 1 2 d SU . .
Cl1 Cl 0.58599(6) 0.13369(11) 0.18796(7) 0.1364(4) Uani 1 1 d U . .
Cl2 Cl 0.39553(6) 0.41965(10) 0.13246(7) 0.1273(4) Uani 1 1 d U . .
C1 C -0.11025(12) 0.2667(2) 0.0339(2) 0.0749(15) Uani 0.50 1 d PDU A 1
H1A H -0.1281 0.1929 0.0636 0.090 Uiso 0.50 1 calc PR A 1
H1B H -0.1151 0.2340 -0.0253 0.090 Uiso 0.50 1 calc PR A 1
C2 C -0.01400(14) 0.3026(3) 0.0909(2) 0.0733(13) Uani 0.50 1 d PDU A 1
H2A H 0.0062 0.3765 0.0623 0.088 Uiso 0.50 1 calc PR A 1
C4 C 0.1748(4) 0.2564(6) 0.2401(2) 0.109(2) Uani 0.50 1 d PDU A 1
H4A H 0.1731 0.1868 0.2818 0.163 Uiso 0.50 1 calc PR A 1
H4B H 0.1388 0.3323 0.2427 0.163 Uiso 0.50 1 calc PR A 1
H4C H 0.2347 0.2865 0.2567 0.163 Uiso 0.50 1 calc PR A 1
C3 C 0.04153(14) 0.1768(3) 0.1016(3) 0.0767(13) Uani 0.50 1 d PDU A 1
H3A H 0.0269 0.1366 0.0418 0.092 Uiso 0.50 1 calc PR A 1
H3B H 0.0257 0.1111 0.1383 0.092 Uiso 0.50 1 calc PR A 1
C5 C 0.1686(3) 0.3003(5) 0.0904(3) 0.1184(16) Uani 0.50 1 d PDU A 1
H5A H 0.2137 0.2597 0.0743 0.178 Uiso 0.50 1 calc PR A 1
H5B H 0.1917 0.3809 0.1262 0.178 Uiso 0.50 1 calc PR A 1
H5C H 0.1188 0.3245 0.0358 0.178 Uiso 0.50 1 calc PR A 1
C6 C 0.1590(4) 0.0586(4) 0.1219(4) 0.108(2) Uani 0.50 1 d PDU A 1
H6A H 0.2184 0.0547 0.1247 0.161 Uiso 0.50 1 calc PR A 1
H6B H 0.1181 0.0355 0.0614 0.161 Uiso 0.50 1 calc PR A 1
H6C H 0.1527 -0.0051 0.1648 0.161 Uiso 0.50 1 calc PR A 1
Cl3 Cl -0.18363(9) 0.40580(16) 0.01793(15) 0.1226(8) Uani 0.50 1 d PDU A 1
O1 O -0.00634(19) 0.3436(3) 0.18489(14) 0.0787(11) Uani 0.50 1 d PDU A 1
H1 H 0.0000 0.3043 0.2500 0.118 Uiso 1 2 d SRD A 1
N1 N 0.13992(16) 0.1997(3) 0.14493(18) 0.0754(12) Uani 0.50 1 d PDU A 1
C1' C -0.08826(12) 0.2941(3) 0.03672(19) 0.152(2) Uani 0.50 1 d PDU B 2
H1A' H -0.1164 0.2065 0.0352 0.182 Uiso 0.50 1 calc PR B 2
H1B' H -0.0913 0.3124 -0.0243 0.182 Uiso 0.50 1 calc PR B 2
C2' C 0.00815(16) 0.2838(4) 0.1013(2) 0.187(2) Uani 0.50 1 d PDU B 2
H2A' H 0.0336 0.3759 0.1127 0.224 Uiso 0.50 1 calc PR B 2
C4' C 0.1703(5) 0.2034(9) 0.2520(2) 0.127(2) Uani 0.50 1 d PDU B 2
H4A' H 0.1666 0.1143 0.2756 0.190 Uiso 0.50 1 calc PR B 2
H4B' H 0.1347 0.2664 0.2690 0.190 Uiso 0.50 1 calc PR B 2
H4C' H 0.2308 0.2335 0.2769 0.190 Uiso 0.50 1 calc PR B 2
C3' C 0.05804(16) 0.2000(5) 0.06055(18) 0.180(2) Uani 0.50 1 d PDU B 2
H3A' H 0.0690 0.2463 0.0122 0.216 Uiso 0.50 1 calc PR B 2
H3B' H 0.0321 0.1106 0.0404 0.216 Uiso 0.50 1 calc PR B 2
C5' C 0.1838(3) 0.3155(5) 0.1279(5) 0.158(2) Uani 0.50 1 d PDU B 2
H5A' H 0.2340 0.2828 0.1175 0.237 Uiso 0.50 1 calc PR B 2
H5B' H 0.2032 0.3784 0.1783 0.237 Uiso 0.50 1 calc PR B 2
H5C' H 0.1438 0.3611 0.0741 0.237 Uiso 0.50 1 calc PR B 2
C6' C 0.1784(4) 0.0594(4) 0.1544(5) 0.130(2) Uani 0.50 1 d PDU B 2
H6A' H 0.1588 0.0213 0.0941 0.195 Uiso 0.50 1 calc PR B 2
H6B' H 0.1611 0.0002 0.1926 0.195 Uiso 0.50 1 calc PR B 2
H6C' H 0.2417 0.0684 0.1795 0.195 Uiso 0.50 1 calc PR B 2
Cl3' Cl -0.14901(12) 0.4219(2) 0.06567(16) 0.1746(11) Uani 0.50 1 d PDU B 2
O1' O 0.0129(3) 0.2245(7) 0.18963(16) 0.283(4) Uani 0.50 1 d PDU B 2
H1' H 0.0218 0.1852 0.2539 0.425 Uiso 0.50 1 d PR B 2
N1' N 0.1373(2) 0.1968(3) 0.14973(18) 0.1057(16) Uani 0.50 1 d PDU B 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
Cd1 Cl2 2.4336(11) 2_655 ?
Cd1 Cl2 2.4336(11) . ?
Cd1 Cl1 2.4481(12) . ?
Cd1 Cl1 2.4481(12) 2_655 ?
C1 C2 1.523(3) . ?
C1 Cl3 1.769(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.502(4) . ?
C2 O1 1.507(4) . ?
C2 H2A 0.9800 . ?
C4 N1 1.500(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 N1 1.504(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 N1 1.508(5) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 N1 1.493(5) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
O1 H1 1.0719 . ?
C1' C2' 1.515(3) . ?
C1' Cl3' 1.772(3) . ?
C1' H1A' 0.9700 . ?
C1' H1B' 0.9700 . ?
C2' C3' 1.479(5) . ?
C2' O1' 1.496(5) . ?
C2' H2A' 0.9800 . ?
C4' N1' 1.502(4) . ?
C4' H4A' 0.9600 . ?
C4' H4B' 0.9600 . ?
C4' H4C' 0.9600 . ?
C3' N1' 1.502(3) . ?
C3' H3A' 0.9700 . ?
C3' H3B' 0.9700 . ?
C5' N1' 1.505(6) . ?
C5' H5A' 0.9600 . ?
C5' H5B' 0.9600 . ?
C5' H5C' 0.9600 . ?
C6' N1' 1.493(5) . ?
C6' H6A' 0.9600 . ?
C6' H6B' 0.9600 . ?
C6' H6C' 0.9600 . ?
O1' H1 1.3193 . ?
O1' H1' 1.0482 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl2 Cd1 Cl2 108.90(5) 2_655 . ?
Cl2 Cd1 Cl1 107.15(4) 2_655 . ?
Cl2 Cd1 Cl1 111.25(4) . . ?
Cl2 Cd1 Cl1 111.25(4) 2_655 2_655 ?
Cl2 Cd1 Cl1 107.15(4) . 2_655 ?
Cl1 Cd1 Cl1 111.16(6) . 2_655 ?
C2 C1 Cl3 113.41(18) . . ?
C2 C1 H1A 108.9 . . ?
Cl3 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
Cl3 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 O1 107.2(2) . . ?
C3 C2 C1 108.7(2) . . ?
O1 C2 C1 108.3(3) . . ?
C3 C2 H2A 110.8 . . ?
O1 C2 H2A 110.8 . . ?
C1 C2 H2A 110.8 . . ?
C2 C3 N1 115.2(2) . . ?
C2 C3 H3A 108.5 . . ?
N1 C3 H3A 108.5 . . ?
C2 C3 H3B 108.5 . . ?
N1 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C2 O1 H1 143.6 . . ?
C6 N1 C4 123.9(3) . . ?
C6 N1 C3 92.4(3) . . ?
C4 N1 C3 115.6(4) . . ?
C6 N1 C5 108.6(4) . . ?
C4 N1 C5 105.0(3) . . ?
C3 N1 C5 110.9(3) . . ?
C2' C1' Cl3' 114.6(2) . . ?
C2' C1' H1A' 108.6 . . ?
Cl3' C1' H1A' 108.6 . . ?
C2' C1' H1B' 108.6 . . ?
Cl3' C1' H1B' 108.6 . . ?
H1A' C1' H1B' 107.6 . . ?
C3' C2' O1' 111.5(4) . . ?
C3' C2' C1' 110.6(2) . . ?
O1' C2' C1' 108.5(3) . . ?
C3' C2' H2A' 108.8 . . ?
O1' C2' H2A' 108.8 . . ?
C1' C2' H2A' 108.8 . . ?
N1' C4' H4A' 109.5 . . ?
N1' C4' H4B' 109.5 . . ?
H4A' C4' H4B' 109.5 . . ?
N1' C4' H4C' 109.5 . . ?
H4A' C4' H4C' 109.5 . . ?
H4B' C4' H4C' 109.5 . . ?
C2' C3' N1' 91.2(2) . . ?
C2' C3' H3A' 113.4 . . ?
N1' C3' H3A' 113.4 . . ?
C2' C3' H3B' 113.4 . . ?
N1' C3' H3B' 113.4 . . ?
H3A' C3' H3B' 110.7 . . ?
N1' C5' H5A' 109.5 . . ?
N1' C5' H5B' 109.5 . . ?
H5A' C5' H5B' 109.5 . . ?
N1' C5' H5C' 109.5 . . ?
H5A' C5' H5C' 109.5 . . ?
H5B' C5' H5C' 109.5 . . ?
N1' C6' H6A' 109.5 . . ?
N1' C6' H6B' 109.5 . . ?
H6A' C6' H6B' 109.5 . . ?
N1' C6' H6C' 109.5 . . ?
H6A' C6' H6C' 109.5 . . ?
H6B' C6' H6C' 109.5 . . ?
C2' O1' H1 119.5 . . ?
C2' O1' H1' 175.2 . . ?
H1 O1' H1' 60.4 . . ?
C6' N1' C3' 105.8(3) . . ?
C6' N1' C4' 91.2(5) . . ?
C3' N1' C4' 146.4(5) . . ?
C6' N1' C5' 116.4(4) . . ?
C3' N1' C5' 95.5(3) . . ?
C4' N1' C5' 102.6(5) . . ?

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
Cl3 C1 C2 C3 178.8(3) . . . . ?
Cl3 C1 C2 O1 62.6(3) . . . . ?
O1 C2 C3 N1 -71.4(4) . . . . ?
C1 C2 C3 N1 171.7(3) . . . . ?
C2 C3 N1 C6 -169.7(4) . . . . ?
C2 C3 N1 C4 60.7(4) . . . . ?
C2 C3 N1 C5 -58.7(4) . . . . ?
Cl3' C1' C2' C3' -166.3(3) . . . . ?
Cl3' C1' C2' O1' 71.2(4) . . . . ?
O1' C2' C3' N1' -49.1(4) . . . . ?
C1' C2' C3' N1' -169.8(3) . . . . ?
C2' C3' N1' C6' 145.3(4) . . . . ?
C2' C3' N1' C4' 27.4(9) . . . . ?
C2' C3' N1' C5' -95.2(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.827
_refine_diff_density_min         -0.971
_refine_diff_density_rms         0.135
####################################################################### 
# 
# 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_xc1
_database_code_depnum_ccdc_archive 'CCDC 1543105'
_audit_update_record             
;
2017-04-10 deposited with the CCDC.
2017-06-26 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_audit_creation_date             2017-01-16
_chemical_formula_sum            'C12 H29 Cd Cl6 N2 O2'
_chemical_formula_weight         558.470
_refine_ls_R_factor_all          0.119
_cell_length_a                   16.407(14)
_cell_length_b                   9.691(7)
_cell_length_c                   15.708(13)
_cell_angle_alpha                90.000
_cell_angle_beta                 113.897(13)
_cell_angle_gamma                90.000
_cell_volume                     2283.5(30)
_cell_formula_units_Z            4
_symmetry_int_tables_number      15
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  -C_2yc

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,1/2-z
3 -x,-y,-z
4 x,-y,1/2+z
5 1/2+x,1/2+y,z
6 1/2-x,1/2+y,1/2-z
7 1/2-x,1/2-y,-z
8 1/2+x,1/2-y,1/2+z

loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_radius_bond
C ? 1.200
H ? 1.200
Cd ? 1.200
Cl ? 1.200
O ? 1.200
N ? 1.200


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_attached_hydrogens
_atom_site_calc_flag
_atom_site_thermal_displace_type
_atom_site_u_iso_or_equiv
C1 C -0.1097(8) 0.2673(14) 0.0346(12) 1.000 8 f ? d Uani 0.074(4)
H1A H -0.1273 0.1915 0.0659 1.000 8 f ? calc Uiso 0.08900
H1B H -0.1196 0.2353 -0.0287 1.000 8 f ? calc Uiso 0.08900
C2 C -0.0125(8) 0.2962(17) 0.0876(13) 1.000 8 f ? d Uani 0.093(5)
H2A H 0.0091 0.3714 0.0584 1.000 8 f ? calc Uiso 0.11200
C4 C 0.1744(10) 0.2320(19) 0.2468(11) 1.000 8 f ? d Uani 0.099(5)
H4A H 0.1564 0.1619 0.2808 1.000 8 f ? calc Uiso 0.14900
H4B H 0.1496 0.3216 0.2529 1.000 8 f ? calc Uiso 0.14900
H4C H 0.2396 0.2381 0.2728 1.000 8 f ? calc Uiso 0.14900
C3 C 0.0423(8) 0.1773(19) 0.1068(14) 1.000 8 f ? d Uani 0.099(6)
H3A H 0.0253 0.1254 0.0478 1.000 8 f ? calc Uiso 0.11800
H3B H 0.0271 0.1184 0.1498 1.000 8 f ? calc Uiso 0.11800
C5 C 0.1717(10) 0.3000(17) 0.0985(14) 1.000 8 f ? d Uani 0.105(4)
H5A H 0.1554 0.2718 0.0337 1.000 8 f ? calc Uiso 0.15800
H5B H 0.2367 0.3094 0.1300 1.000 8 f ? calc Uiso 0.15800
H5C H 0.1436 0.3887 0.0998 1.000 8 f ? calc Uiso 0.15800
C6 C 0.1772(13) 0.0630(16) 0.1395(12) 1.000 8 f ? d Uani 0.100(5)
H6A H 0.1588 0.0398 0.0735 1.000 8 f ? calc Uiso 0.14900
H6B H 0.1556 -0.0080 0.1697 1.000 8 f ? calc Uiso 0.14900
H6C H 0.2424 0.0675 0.1699 1.000 8 f ? calc Uiso 0.14900
Cd1 Cd 0.5000 0.2706(1) 0.2500 1.000 4 e ? d Uani 0.0460(3)
Cl1 Cl 0.5823(2) 0.1262(4) 0.1829(3) 1.000 8 f ? d Uani 0.1002(12)
Cl2 Cl 0.3922(2) 0.4178(3) 0.1308(3) 1.000 8 f ? d Uani 0.0919(12)
Cl3 Cl -0.1772(3) 0.4082(5) 0.0252(5) 1.000 8 f ? d Uani 0.138(2)
O1 O -0.0068(12) 0.3377(17) 0.1863(9) 1.000 8 f ? d Uani 0.136(5)
H1 H 0.0000 0.2985 0.2500 1.000 4 e ? d Uiso 0.20400
N1 N 0.1406(5) 0.1935(10) 0.1472(6) 1.000 8 f ? d Uani 0.053(2)



loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . . 1.496(17) no
C1 Cl3 . . 1.727(14) no
C1 H1A . . 0.9900 no
C1 H1B . . 0.9900 no
C2 C3 . . 1.42(2) no
C2 O1 . . 1.57(2) no
C2 H2A . . 1.0000 no
C4 N1 . . 1.480(18) no
C4 H4A . . 0.9800 no
C4 H4B . . 0.9800 no
C4 H4C . . 0.9800 no
C3 N1 . . 1.483(14) no
C3 H3A . . 0.9900 no
C3 H3B . . 0.9900 no
C5 N1 . . 1.493(18) no
C5 H5A . . 0.9800 no
C5 H5B . . 0.9800 no
C5 H5C . . 0.9800 no
C6 N1 . . 1.426(18) no
C6 H6A . . 0.9800 no
C6 H6B . . 0.9800 no
C6 H6C . . 0.9800 no
Cd1 Cl2 . 2_655 2.447(3) no
Cd1 Cl2 . . 2.447(3) no
Cd1 Cl1 . 2_655 2.459(4) no
Cd1 Cl1 . . 2.459(4) no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 Cl3 . . . 113.7(11) no
C2 C1 H1A . . . 108.80 no
Cl3 C1 H1A . . . 108.80 no
C2 C1 H1B . . . 108.80 no
Cl3 C1 H1B . . . 108.80 no
H1A C1 H1B . . . 107.70 no
C3 C2 C1 . . . 114.0(14) no
C3 C2 O1 . . . 102.7(14) no
C1 C2 O1 . . . 102.8(14) no
C3 C2 H2A . . . 112.20 no
C1 C2 H2A . . . 112.20 no
O1 C2 H2A . . . 112.20 no
N1 C4 H4A . . . 109.50 no
N1 C4 H4B . . . 109.50 no
H4A C4 H4B . . . 109.50 no
N1 C4 H4C . . . 109.50 no
H4A C4 H4C . . . 109.50 no
H4B C4 H4C . . . 109.50 no
C2 C3 N1 . . . 119.4(14) no
C2 C3 H3A . . . 107.50 no
N1 C3 H3A . . . 107.50 no
C2 C3 H3B . . . 107.50 no
N1 C3 H3B . . . 107.50 no
H3A C3 H3B . . . 107.00 no
N1 C5 H5A . . . 109.50 no
N1 C5 H5B . . . 109.50 no
H5A C5 H5B . . . 109.50 no
N1 C5 H5C . . . 109.50 no
H5A C5 H5C . . . 109.50 no
H5B C5 H5C . . . 109.50 no
N1 C6 H6A . . . 109.50 no
N1 C6 H6B . . . 109.50 no
H6A C6 H6B . . . 109.50 no
N1 C6 H6C . . . 109.50 no
H6A C6 H6C . . . 109.50 no
H6B C6 H6C . . . 109.50 no
Cl2 Cd1 Cl2 2_655 . . 108.63(18) no
Cl2 Cd1 Cl1 2_655 . 2_655 110.89(17) no
Cl2 Cd1 Cl1 . . 2_655 107.91(14) no
Cl2 Cd1 Cl1 2_655 . . 107.91(14) no
Cl2 Cd1 Cl1 . . . 110.89(17) no
Cl1 Cd1 Cl1 2_655 . . 110.6(2) no
C6 N1 C4 . . . 108.9(11) no
C6 N1 C3 . . . 107.0(12) no
C4 N1 C3 . . . 110.9(13) no
C6 N1 C5 . . . 109.0(13) no
C4 N1 C5 . . . 107.9(12) no
C3 N1 C5 . . . 113.1(11) no

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Cl3 C1 C2 C3 . . . . 171.7(15) no
Cl3 C1 C2 O1 . . . . 61.3(15) no
C1 C2 C3 N1 . . . . 171.6(16) no
O1 C2 C3 N1 . . . . -77.9(19) no
C2 C3 N1 C6 . . . . -167.2(18) no
C2 C3 N1 C4 . . . . 74.(2) no
C2 C3 N1 C5 . . . . -47.(2) no
