# Electronic Supplementary Material (ESI) for RSC Advances
# This journal is © The Royal Society of Chemistry 2014

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#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  data retrieval see:
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data_mp868
#TrackingRef '18267_web_deposit_cif_file_0_M.Palaniandavar_1362485981.mp868.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H52 Cl4 Mn2 N8 O18'
_chemical_formula_weight         1208.60

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           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.1950(2)
_cell_length_b                   9.6329(2)
_cell_length_c                   17.0850(5)
_cell_angle_alpha                101.7080(10)
_cell_angle_beta                 103.830(2)
_cell_angle_gamma                94.223(2)
_cell_volume                     1271.74(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             622
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22536
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.26
_diffrn_reflns_theta_max         26.39
_reflns_number_total             5141
_reflns_number_gt                4004
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5141
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.2454
_refine_ls_wR_factor_gt          0.2212
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          1.996
_refine_ls_shift/su_mean         0.227

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 1.14699(7) 0.78487(6) 0.76638(3) 0.0470(3) Uani 1 1 d . . .
Cl2 Cl 1.29735(13) 0.68105(12) 0.58635(6) 0.0588(3) Uani 1 1 d . . .
Cl3 Cl 1.15854(16) 0.80575(12) 1.07687(7) 0.0677(4) Uani 1 1 d . . .
N1 N 1.3641(4) 0.7219(4) 0.8515(2) 0.0532(8) Uani 1 1 d . . .
C14 C 0.9066(6) 0.9417(5) 0.6638(3) 0.0672(12) Uani 1 1 d . . .
C22 C 1.1850(6) 1.0455(4) 0.6787(3) 0.0585(10) Uani 1 1 d . . .
C3 C 1.6123(8) 0.6179(8) 0.9548(4) 0.0886(16) Uani 1 1 d . . .
H3 H 1.6944 0.5824 0.9905 0.11(2) Uiso 1 1 calc R . .
C4 C 1.4963(7) 0.5265(6) 0.8917(4) 0.0817(15) Uani 1 1 d . . .
H4 H 1.4997 0.4284 0.8828 0.097(19) Uiso 1 1 calc R . .
C1 C 1.4845(6) 0.8110(6) 0.9142(3) 0.0696(12) Uani 1 1 d . . .
H1 H 1.4818 0.9091 0.9218 0.072(15) Uiso 1 1 calc R . .
C21 C 1.3553(6) 1.0651(5) 0.7175(3) 0.0703(12) Uani 1 1 d . . .
H21 H 1.3947 1.0177 0.7592 0.42(7) Uiso 1 1 calc R . .
O7 O 1.0733(8) 0.8322(6) 1.1377(3) 0.131(2) Uani 1 1 d . . .
C17 C 1.1222(8) 1.1220(5) 0.6157(3) 0.0683(13) Uani 1 1 d . . .
C9 C 0.7840(7) 0.6788(7) 0.7801(4) 0.0857(16) Uani 1 1 d . . .
H9A H 0.6622 0.6771 0.7615 0.14(2) Uiso 1 1 calc R . .
H9B H 0.8238 0.7494 0.8321 0.093(18) Uiso 1 1 calc R . .
C2 C 1.6083(7) 0.7625(7) 0.9658(4) 0.0853(16) Uani 1 1 d . . .
H2 H 1.6891 0.8260 1.0079 0.24(5) Uiso 1 1 calc R . .
C11 C 0.8439(7) 0.6035(6) 0.6444(3) 0.0829(15) Uani 1 1 d . . .
H11A H 0.8671 0.6404 0.5989 0.052(11) Uiso 1 1 calc R . .
H11B H 0.7282 0.5561 0.6269 0.12(2) Uiso 1 1 calc R . .
C18 C 1.2415(11) 1.2084(6) 0.5928(4) 0.0901(18) Uani 1 1 d . . .
H18 H 1.2045 1.2557 0.5507 0.12(2) Uiso 1 1 calc R . .
C12 C 0.9746(6) 0.4883(6) 0.6675(3) 0.0762(14) Uani 1 1 d . . .
H12A H 0.9112 0.3975 0.6647 0.056(11) Uiso 1 1 calc R . .
H12B H 1.0432 0.4727 0.6283 0.067(13) Uiso 1 1 calc R . .
C5 C 1.3723(7) 0.5825(5) 0.8405(3) 0.0691(12) Uani 1 1 d . . .
C20 C 1.4687(8) 1.1536(5) 0.6960(4) 0.0876(17) Uani 1 1 d . . .
H20 H 1.5831 1.1673 0.7237 0.069(14) Uiso 1 1 calc R . .
C13 C 0.7915(6) 0.8496(7) 0.6943(4) 0.0837(15) Uani 1 1 d . . .
H13A H 0.7638 0.9072 0.7418 0.051(11) Uiso 1 1 calc R . .
H13B H 0.6867 0.8172 0.6512 0.21(3) Uiso 1 1 calc R . .
C8 C 0.8206(10) 0.5353(9) 0.7953(6) 0.109(2) Uani 1 1 d . . .
H8A H 0.7753 0.5194 0.8407 0.16(3) Uiso 1 1 calc R . .
H8B H 0.7611 0.4628 0.7464 0.8(4) Uiso 1 1 calc R . .
O8 O 1.0740(16) 0.8457(15) 1.0106(6) 0.250(6) Uani 1 1 d . . .
C19 C 1.4094(10) 1.2233(6) 0.6313(4) 0.098(2) Uani 1 1 d . . .
H19 H 1.4861 1.2799 0.6149 0.064(13) Uiso 1 1 calc R . .
O6 O 1.1883(16) 0.6738(9) 1.0602(7) 0.255(6) Uani 1 1 d . . .
O2 O 1.3128(4) 0.7299(4) 0.6742(2) 0.0698(8) Uani 1 1 d . . .
N4 N 1.0730(4) 0.9533(4) 0.6995(2) 0.0569(8) Uani 1 1 d . . .
N3 N 0.8630(4) 0.7248(4) 0.7179(2) 0.0640(9) Uani 1 1 d . . .
N2 N 1.0850(5) 0.5459(4) 0.7525(2) 0.0634(9) Uani 1 1 d . . .
O5 O 1.3598(9) 0.5469(5) 0.5742(3) 0.1252(18) Uani 1 1 d . . .
03 O 1.1245(5) 0.6673(6) 0.5434(3) 0.1189(18) Uani 1 1 d . . .
C16 C 0.9472(9) 1.1031(6) 0.5806(3) 0.0833(17) Uani 1 1 d . . .
H16 H 0.9027 1.1509 0.5398 0.093(17) Uiso 1 1 calc R . .
C15 C 0.8397(7) 1.0146(6) 0.6055(3) 0.0799(15) Uani 1 1 d . . .
H15 H 0.7232 1.0046 0.5829 0.11(3) Uiso 1 1 calc R . .
C7 C 0.9983(9) 0.5166(8) 0.8147(4) 0.100(2) Uani 1 1 d . . .
H7A H 1.0085 0.4191 0.8200 0.073(15) Uiso 1 1 calc R . .
H7B H 1.0552 0.5795 0.8677 0.095(17) Uiso 1 1 calc R . .
C6 C 1.2467(7) 0.4868(5) 0.7638(3) 0.0727(13) Uani 1 1 d . . .
H6A H 1.2896 0.4843 0.7154 0.093(16) Uiso 1 1 calc R . .
H6B H 1.2311 0.3900 0.7713 0.088(17) Uiso 1 1 calc R . .
O9 O 1.307(2) 0.886(2) 1.0969(11) 0.370(11) Uani 1 1 d . . .
O4 O 1.3881(5) 0.7854(5) 0.5606(3) 0.0938(13) Uani 1 1 d . . .
O1A O 1.1267(6) 0.9364(4) 0.8767(2) 0.0738(10) Uani 1 1 d . . .
H1AA H 1.0449 0.9793 0.8645 0.20(3) Uiso 1 1 calc R . .
H1AB H 1.126(10) 0.909(8) 0.910(5) 0.11(3) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mn1 0.0467(4) 0.0448(4) 0.0471(4) 0.0064(3) 0.0113(3) 0.0062(2)
Cl2 0.0559(6) 0.0709(6) 0.0493(6) 0.0170(5) 0.0098(4) 0.0096(5)
Cl3 0.0783(7) 0.0636(6) 0.0655(7) 0.0197(5) 0.0180(6) 0.0244(5)
N1 0.0564(19) 0.0535(18) 0.0465(17) 0.0095(14) 0.0089(14) 0.0062(14)
C14 0.060(2) 0.072(3) 0.061(3) 0.004(2) 0.005(2) 0.023(2)
C22 0.074(3) 0.0447(19) 0.056(2) 0.0087(17) 0.014(2) 0.0207(18)
C3 0.083(4) 0.116(5) 0.072(3) 0.037(3) 0.012(3) 0.028(3)
C4 0.085(3) 0.081(3) 0.088(4) 0.046(3) 0.014(3) 0.020(3)
C1 0.068(3) 0.072(3) 0.062(3) 0.004(2) 0.013(2) 0.009(2)
C21 0.068(3) 0.053(2) 0.087(3) 0.015(2) 0.016(2) 0.007(2)
O7 0.204(6) 0.115(4) 0.121(4) 0.054(3) 0.093(4) 0.070(4)
C17 0.110(4) 0.045(2) 0.047(2) 0.0037(18) 0.018(2) 0.019(2)
C9 0.070(3) 0.116(4) 0.077(3) 0.012(3) 0.041(3) 0.006(3)
C2 0.071(3) 0.105(4) 0.065(3) 0.004(3) 0.001(3) 0.016(3)
C11 0.070(3) 0.091(3) 0.071(3) -0.008(3) 0.018(2) -0.025(3)
C18 0.143(6) 0.057(3) 0.065(3) 0.010(2) 0.019(4) 0.013(3)
C12 0.062(3) 0.075(3) 0.076(3) -0.011(2) 0.017(2) -0.007(2)
C5 0.080(3) 0.058(2) 0.075(3) 0.027(2) 0.022(2) 0.012(2)
C20 0.090(4) 0.056(3) 0.119(5) 0.016(3) 0.036(4) 0.001(2)
C13 0.048(2) 0.109(4) 0.091(4) 0.018(3) 0.013(2) 0.022(3)
C8 0.100(5) 0.120(6) 0.126(6) 0.035(5) 0.060(5) 0.007(4)
O8 0.309(12) 0.384(14) 0.201(8) 0.214(10) 0.158(9) 0.230(12)
C19 0.140(6) 0.055(3) 0.109(5) 0.017(3) 0.058(5) -0.005(3)
O6 0.393(15) 0.165(7) 0.314(12) 0.115(8) 0.205(11) 0.175(9)
O2 0.075(2) 0.079(2) 0.0599(18) 0.0139(16) 0.0259(15) 0.0159(16)
N4 0.0578(19) 0.0563(19) 0.0547(19) 0.0106(16) 0.0092(16) 0.0190(15)
N3 0.0494(19) 0.073(2) 0.065(2) 0.0009(18) 0.0210(16) 0.0022(16)
N2 0.075(2) 0.0492(18) 0.060(2) 0.0060(16) 0.0176(18) -0.0056(16)
O5 0.192(5) 0.095(3) 0.106(3) 0.019(3) 0.060(4) 0.066(3)
03 0.072(2) 0.187(5) 0.092(3) 0.068(3) -0.011(2) -0.016(3)
C16 0.119(4) 0.068(3) 0.047(2) 0.004(2) -0.009(3) 0.040(3)
C15 0.078(3) 0.078(3) 0.068(3) 0.005(3) -0.006(3) 0.029(3)
C7 0.110(5) 0.109(5) 0.086(4) 0.022(3) 0.047(4) -0.028(4)
C6 0.088(3) 0.053(2) 0.077(3) 0.015(2) 0.021(3) 0.013(2)
O9 0.336(19) 0.40(2) 0.351(18) 0.001(17) 0.183(17) -0.162(17)
O4 0.076(2) 0.132(3) 0.078(2) 0.049(2) 0.0147(19) -0.012(2)
O1A 0.094(3) 0.070(2) 0.057(2) 0.0053(17) 0.0205(18) 0.0290(19)

_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 O1A 2.186(3) . ?
Mn1 N4 2.208(3) . ?
Mn1 N1 2.220(3) . ?
Mn1 N3 2.264(4) . ?
Mn1 N2 2.272(3) . ?
Mn1 O2 2.323(3) . ?
Cl2 O5 1.420(4) . ?
Cl2 O4 1.408(4) . ?
Cl2 03 1.413(4) . ?
Cl2 O2 1.451(3) . ?
Cl3 O9 1.321(14) . ?
Cl3 O6 1.299(7) . ?
Cl3 O8 1.323(7) . ?
Cl3 O7 1.378(5) . ?
N1 C1 1.361(6) . ?
N1 C5 1.327(6) . ?
C14 N4 1.340(6) . ?
C14 C15 1.366(7) . ?
C14 C13 1.500(8) . ?
C22 C21 1.375(7) . ?
C22 N4 1.386(6) . ?
C22 C17 1.441(6) . ?
C3 C4 1.357(9) . ?
C3 C2 1.371(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(7) . ?
C4 H4 0.9300 . ?
C1 C2 1.355(7) . ?
C1 H1 0.9300 . ?
C21 C20 1.378(7) . ?
C21 H21 0.9300 . ?
C17 C16 1.399(8) . ?
C17 C18 1.414(9) . ?
C9 N3 1.490(6) . ?
C9 C8 1.496(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C2 H2 0.9300 . ?
C11 N3 1.500(6) . ?
C11 C12 1.639(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C18 C19 1.359(9) . ?
C18 H18 0.9300 . ?
C12 N2 1.485(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C5 C6 1.534(7) . ?
C20 C19 1.416(9) . ?
C20 H20 0.9300 . ?
C13 N3 1.463(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C8 C7 1.447(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C19 H19 0.9300 . ?
N2 C7 1.471(7) . ?
N2 C6 1.467(6) . ?
C16 C15 1.378(9) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O1A H1AA 0.8200 . ?
O1A H1AB 0.67(7) . ?

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
O1A Mn1 N4 85.90(15) . . ?
O1A Mn1 N1 85.04(14) . . ?
N4 Mn1 N1 142.48(14) . . ?
O1A Mn1 N3 93.39(15) . . ?
N4 Mn1 N3 77.85(15) . . ?
N1 Mn1 N3 138.99(14) . . ?
O1A Mn1 N2 120.57(16) . . ?
N4 Mn1 N2 139.74(14) . . ?
N1 Mn1 N2 74.44(13) . . ?
N3 Mn1 N2 71.31(15) . . ?
O1A Mn1 O2 144.30(16) . . ?
N4 Mn1 O2 84.73(13) . . ?
N1 Mn1 O2 81.78(12) . . ?
N3 Mn1 O2 117.98(13) . . ?
N2 Mn1 O2 87.44(13) . . ?
O5 Cl2 O4 112.9(3) . . ?
O5 Cl2 03 110.7(4) . . ?
O4 Cl2 03 108.5(3) . . ?
O5 Cl2 O2 107.7(3) . . ?
O4 Cl2 O2 108.4(2) . . ?
03 Cl2 O2 108.5(3) . . ?
O9 Cl3 O6 106.5(12) . . ?
O9 Cl3 O8 102.9(10) . . ?
O6 Cl3 O8 112.5(8) . . ?
O9 Cl3 O7 112.8(8) . . ?
O6 Cl3 O7 112.5(5) . . ?
O8 Cl3 O7 109.3(5) . . ?
C1 N1 C5 117.8(4) . . ?
C1 N1 Mn1 126.6(3) . . ?
C5 N1 Mn1 115.5(3) . . ?
N4 C14 C15 123.2(5) . . ?
N4 C14 C13 116.8(4) . . ?
C15 C14 C13 119.9(5) . . ?
C21 C22 N4 120.8(4) . . ?
C21 C22 C17 119.6(5) . . ?
N4 C22 C17 119.6(4) . . ?
C4 C3 C2 120.0(5) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 118.7(5) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.7 . . ?
N1 C1 C2 122.6(5) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.6 . . ?
C20 C21 C22 121.4(5) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C16 C17 C18 124.7(5) . . ?
C16 C17 C22 117.4(5) . . ?
C18 C17 C22 117.9(5) . . ?
N3 C9 C8 114.5(5) . . ?
N3 C9 H9A 108.7 . . ?
C8 C9 H9A 108.6 . . ?
N3 C9 H9B 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C3 C2 C1 118.8(5) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
N3 C11 C12 110.5(4) . . ?
N3 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
N3 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C19 C18 C17 120.9(5) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.6 . . ?
N2 C12 C11 108.7(4) . . ?
N2 C12 H12A 110.0 . . ?
C11 C12 H12A 109.9 . . ?
N2 C12 H12B 109.9 . . ?
C11 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
N1 C5 C4 122.1(5) . . ?
N1 C5 C6 116.3(4) . . ?
C4 C5 C6 121.4(5) . . ?
C21 C20 C19 119.4(6) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.4 . . ?
N3 C13 C14 114.1(4) . . ?
N3 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
N3 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.6 . . ?
C7 C8 C9 114.9(6) . . ?
C7 C8 H8A 108.6 . . ?
C9 C8 H8A 108.5 . . ?
C7 C8 H8B 108.7 . . ?
C9 C8 H8B 108.4 . . ?
H8A C8 H8B 107.5 . . ?
C18 C19 C20 120.6(6) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.6 . . ?
Cl2 O2 Mn1 140.8(2) . . ?
C14 N4 C22 119.6(4) . . ?
C14 N4 Mn1 114.2(3) . . ?
C22 N4 Mn1 124.7(3) . . ?
C13 N3 C9 110.2(4) . . ?
C13 N3 C11 112.0(4) . . ?
C9 N3 C11 110.7(4) . . ?
C13 N3 Mn1 107.5(3) . . ?
C9 N3 Mn1 112.6(3) . . ?
C11 N3 Mn1 103.6(3) . . ?
C7 N2 C12 110.6(4) . . ?
C7 N2 C6 110.3(5) . . ?
C12 N2 C6 111.3(4) . . ?
C7 N2 Mn1 111.0(4) . . ?
C12 N2 Mn1 106.8(3) . . ?
C6 N2 Mn1 106.7(3) . . ?
C15 C16 C17 121.0(4) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C16 C15 C14 119.1(5) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.4 . . ?
C8 C7 N2 114.0(6) . . ?
C8 C7 H7A 108.5 . . ?
N2 C7 H7A 108.5 . . ?
C8 C7 H7B 109.0 . . ?
N2 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N2 C6 C5 108.1(4) . . ?
N2 C6 H6A 110.0 . . ?
C5 C6 H6A 110.0 . . ?
N2 C6 H6B 110.2 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
Mn1 O1A H1AA 109.5 . . ?
Mn1 O1A H1AB 116(7) . . ?
H1AA O1A H1AB 111.8 . . ?

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
O1A Mn1 N1 C1 -40.5(4) . . . . ?
N4 Mn1 N1 C1 36.1(5) . . . . ?
N3 Mn1 N1 C1 -130.0(4) . . . . ?
N2 Mn1 N1 C1 -164.2(4) . . . . ?
O2 Mn1 N1 C1 106.2(4) . . . . ?
O1A Mn1 N1 C5 137.6(4) . . . . ?
N4 Mn1 N1 C5 -145.7(3) . . . . ?
N3 Mn1 N1 C5 48.2(4) . . . . ?
N2 Mn1 N1 C5 14.0(3) . . . . ?
O2 Mn1 N1 C5 -75.6(3) . . . . ?
C2 C3 C4 C5 -1.7(9) . . . . ?
C5 N1 C1 C2 -1.4(7) . . . . ?
Mn1 N1 C1 C2 176.7(4) . . . . ?
N4 C22 C21 C20 178.3(4) . . . . ?
C17 C22 C21 C20 -1.9(7) . . . . ?
C21 C22 C17 C16 -177.3(4) . . . . ?
N4 C22 C17 C16 2.5(6) . . . . ?
C21 C22 C17 C18 3.9(6) . . . . ?
N4 C22 C17 C18 -176.3(4) . . . . ?
C4 C3 C2 C1 1.8(10) . . . . ?
N1 C1 C2 C3 -0.2(9) . . . . ?
C16 C17 C18 C19 178.7(5) . . . . ?
C22 C17 C18 C19 -2.7(7) . . . . ?
N3 C11 C12 N2 -5.4(6) . . . . ?
C1 N1 C5 C4 1.5(7) . . . . ?
Mn1 N1 C5 C4 -176.8(4) . . . . ?
C1 N1 C5 C6 -173.5(4) . . . . ?
Mn1 N1 C5 C6 8.2(6) . . . . ?
C3 C4 C5 N1 0.0(9) . . . . ?
C3 C4 C5 C6 174.8(5) . . . . ?
C22 C21 C20 C19 -1.4(8) . . . . ?
N4 C14 C13 N3 -34.8(7) . . . . ?
C15 C14 C13 N3 148.5(5) . . . . ?
N3 C9 C8 C7 51.9(9) . . . . ?
C17 C18 C19 C20 -0.6(9) . . . . ?
C21 C20 C19 C18 2.7(9) . . . . ?
O5 Cl2 O2 Mn1 -117.1(4) . . . . ?
O4 Cl2 O2 Mn1 120.5(3) . . . . ?
03 Cl2 O2 Mn1 2.8(4) . . . . ?
O1A Mn1 O2 Cl2 -138.0(3) . . . . ?
N4 Mn1 O2 Cl2 -62.6(3) . . . . ?
N1 Mn1 O2 Cl2 152.5(3) . . . . ?
N3 Mn1 O2 Cl2 10.7(4) . . . . ?
N2 Mn1 O2 Cl2 77.9(3) . . . . ?
C15 C14 N4 C22 1.6(7) . . . . ?
C13 C14 N4 C22 -175.0(4) . . . . ?
C15 C14 N4 Mn1 -165.4(4) . . . . ?
C13 C14 N4 Mn1 18.0(5) . . . . ?
C21 C22 N4 C14 176.5(4) . . . . ?
C17 C22 N4 C14 -3.3(6) . . . . ?
C21 C22 N4 Mn1 -18.0(6) . . . . ?
C17 C22 N4 Mn1 162.2(3) . . . . ?
O1A Mn1 N4 C14 -94.6(3) . . . . ?
N1 Mn1 N4 C14 -170.9(3) . . . . ?
N3 Mn1 N4 C14 -0.2(3) . . . . ?
N2 Mn1 N4 C14 40.2(4) . . . . ?
O2 Mn1 N4 C14 119.9(3) . . . . ?
O1A Mn1 N4 C22 99.2(3) . . . . ?
N1 Mn1 N4 C22 22.9(4) . . . . ?
N3 Mn1 N4 C22 -166.4(3) . . . . ?
N2 Mn1 N4 C22 -126.0(3) . . . . ?
O2 Mn1 N4 C22 -46.3(3) . . . . ?
C14 C13 N3 C9 154.5(5) . . . . ?
C14 C13 N3 C11 -81.7(5) . . . . ?
C14 C13 N3 Mn1 31.5(5) . . . . ?
C8 C9 N3 C13 167.8(6) . . . . ?
C8 C9 N3 C11 43.3(7) . . . . ?
C8 C9 N3 Mn1 -72.1(6) . . . . ?
C12 C11 N3 C13 161.9(4) . . . . ?
C12 C11 N3 C9 -74.7(5) . . . . ?
C12 C11 N3 Mn1 46.2(4) . . . . ?
O1A Mn1 N3 C13 68.1(3) . . . . ?
N4 Mn1 N3 C13 -16.9(3) . . . . ?
N1 Mn1 N3 C13 154.5(3) . . . . ?
N2 Mn1 N3 C13 -170.7(4) . . . . ?
O2 Mn1 N3 C13 -94.2(3) . . . . ?
O1A Mn1 N3 C9 -53.4(4) . . . . ?
N4 Mn1 N3 C9 -138.5(4) . . . . ?
N1 Mn1 N3 C9 32.9(4) . . . . ?
N2 Mn1 N3 C9 67.7(4) . . . . ?
O2 Mn1 N3 C9 144.3(3) . . . . ?
O1A Mn1 N3 C11 -173.1(3) . . . . ?
N4 Mn1 N3 C11 101.8(3) . . . . ?
N1 Mn1 N3 C11 -86.8(4) . . . . ?
N2 Mn1 N3 C11 -51.9(3) . . . . ?
O2 Mn1 N3 C11 24.6(4) . . . . ?
C11 C12 N2 C7 82.5(5) . . . . ?
C11 C12 N2 C6 -154.6(4) . . . . ?
C11 C12 N2 Mn1 -38.5(4) . . . . ?
O1A Mn1 N2 C7 12.6(4) . . . . ?
N4 Mn1 N2 C7 -112.0(4) . . . . ?
N1 Mn1 N2 C7 87.0(4) . . . . ?
N3 Mn1 N2 C7 -70.1(4) . . . . ?
O2 Mn1 N2 C7 169.2(4) . . . . ?
O1A Mn1 N2 C12 133.3(3) . . . . ?
N4 Mn1 N2 C12 8.7(4) . . . . ?
N1 Mn1 N2 C12 -152.3(3) . . . . ?
N3 Mn1 N2 C12 50.6(3) . . . . ?
O2 Mn1 N2 C12 -70.1(3) . . . . ?
O1A Mn1 N2 C6 -107.6(3) . . . . ?
N4 Mn1 N2 C6 127.8(3) . . . . ?
N1 Mn1 N2 C6 -33.2(3) . . . . ?
N3 Mn1 N2 C6 169.8(3) . . . . ?
O2 Mn1 N2 C6 49.0(3) . . . . ?
C18 C17 C16 C15 178.7(5) . . . . ?
C22 C17 C16 C15 0.1(7) . . . . ?
C17 C16 C15 C14 -1.8(8) . . . . ?
N4 C14 C15 C16 1.0(8) . . . . ?
C13 C14 C15 C16 177.5(5) . . . . ?
C9 C8 C7 N2 -55.0(9) . . . . ?
C12 N2 C7 C8 -40.5(8) . . . . ?
C6 N2 C7 C8 -164.0(6) . . . . ?
Mn1 N2 C7 C8 77.9(6) . . . . ?
C7 N2 C6 C5 -74.2(5) . . . . ?
C12 N2 C6 C5 162.7(4) . . . . ?
Mn1 N2 C6 C5 46.5(4) . . . . ?
N1 C5 C6 N2 -38.1(6) . . . . ?
C4 C5 C6 N2 146.9(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        26.39
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.832
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.081


_database_code_depnum_ccdc_archive 'CCDC 927923'