# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global

_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_publ_contact_author             
;
Dr. Rahul Banerjee
Scientist
Physical/Materials Chemistry Division
National Chemical Laboratory
Dr. Homi Bhaba Road
Pune 411008, India

;

_publ_contact_author_email       r.banerjee@ncl.res.in
_publ_contact_author_fax         '91 020 2590 2636'
_publ_contact_author_phone       '91 020 2590 2535'
_publ_contact_author_name        'Dr. Rahul Banerjee'
loop_
_publ_author_name
'Rahul Banerjee'
'Tamas Panda'
P.Pachfule

data_Mn-5TIA-1
_database_code_depnum_ccdc_archive 'CCDC 822130'
#TrackingRef 'Mn-5TIA-1.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H24 Mn2 N8 O10'
_chemical_formula_sum            'C26 H24 Mn2 N8 O10'
_chemical_formula_weight         718.41

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'
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   P21/c

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

_cell_length_a                   10.7892(4)
_cell_length_b                   13.641(2)
_cell_length_c                   19.851(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.049(2)
_cell_angle_gamma                90.00
_cell_volume                     2910.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    6794
_cell_measurement_theta_min      1.85
_cell_measurement_theta_max      28.27

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1464
_exptl_absorpt_coefficient_mu    0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7076
_exptl_absorpt_correction_T_max  0.8787
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-58'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      190(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            32862
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         28.27
_reflns_number_total             6794
_reflns_number_gt                6116
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0422P)^2^+1.6385P] 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    Constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6794
_refine_ls_number_parameters     419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1057
_refine_ls_wR_factor_gt          0.1024
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.004
_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
C1 C 0.7783(2) 0.00715(17) 0.25256(11) 0.0247(5) Uani 1 1 d . . .
C2 C 0.7881(2) -0.06988(16) 0.19909(11) 0.0228(4) Uani 1 1 d . . .
C3 C 0.8873(2) -0.13546(17) 0.20119(11) 0.0247(5) Uani 1 1 d . . .
H10 H 0.9479 -0.1347 0.2375 0.030 Uiso 1 1 calc R . .
C4 C 0.8953(2) -0.20250(16) 0.14840(12) 0.0251(5) Uani 1 1 d . . .
C5 C 0.8021(2) -0.20498(17) 0.09489(12) 0.0269(5) Uani 1 1 d . . .
H12 H 0.8052 -0.2510 0.0605 0.032 Uiso 1 1 calc R . .
C6 C 0.7047(2) -0.13825(17) 0.09334(11) 0.0248(5) Uani 1 1 d . . .
C7 C 0.6977(2) -0.07043(16) 0.14464(11) 0.0237(5) Uani 1 1 d . . .
H8 H 0.6328 -0.0254 0.1427 0.028 Uiso 1 1 calc R . .
C8 C 0.6273(3) -0.1407(2) -0.02936(13) 0.0394(6) Uani 1 1 d . . .
H15 H 0.7029 -0.1536 -0.0467 0.047 Uiso 1 1 calc R . .
C9 C 0.4881(2) -0.11671(19) 0.03884(14) 0.0348(6) Uani 1 1 d . . .
H16 H 0.4484 -0.1092 0.0782 0.042 Uiso 1 1 calc R . .
C10 C 1.0050(2) -0.27191(17) 0.14839(12) 0.0282(5) Uani 1 1 d . . .
C11 C 0.6011(2) 0.27553(17) 0.18809(11) 0.0261(5) Uani 1 1 d . . .
H13 H 0.6241 0.2217 0.1632 0.031 Uiso 1 1 calc R . .
C12 C 0.5239(2) 0.41317(19) 0.21633(12) 0.0329(6) Uani 1 1 d . . .
H14 H 0.4830 0.4733 0.2140 0.040 Uiso 1 1 calc R . .
C13 C 0.4898(2) 0.36974(16) 0.09309(11) 0.0220(4) Uani 1 1 d . . .
C14 C 0.5647(2) 0.34939(16) 0.04145(11) 0.0238(5) Uani 1 1 d . . .
H5 H 0.6445 0.3245 0.0511 0.029 Uiso 1 1 calc R . .
C15 C 0.5179(2) 0.36705(16) -0.02495(11) 0.0220(4) Uani 1 1 d . . .
C16 C 0.3996(2) 0.40623(16) -0.03842(11) 0.0221(4) Uani 1 1 d . . .
H1 H 0.3698 0.4197 -0.0829 0.027 Uiso 1 1 calc R . .
C17 C 0.3251(2) 0.42557(15) 0.01359(11) 0.0209(4) Uani 1 1 d . . .
C18 C 0.3700(2) 0.40590(16) 0.08000(11) 0.0219(4) Uani 1 1 d . . .
H3 H 0.3203 0.4169 0.1152 0.026 Uiso 1 1 calc R . .
C19 C 0.1976(2) 0.47033(17) -0.00183(11) 0.0242(5) Uani 1 1 d . . .
C20 C 0.5958(2) 0.15113(16) 0.41685(11) 0.0235(4) Uani 1 1 d . . .
C21 C 1.0424(3) -0.2111(2) 0.43337(17) 0.0485(7) Uani 1 1 d . . .
H45 H 1.0307 -0.1803 0.4741 0.058 Uiso 1 1 calc R . .
C22 C 1.1077(4) -0.3544(3) 0.49911(19) 0.0639(9) Uani 1 1 d . . .
H47A H 1.0968 -0.3109 0.5361 0.096 Uiso 1 1 calc R . .
H47B H 1.1917 -0.3783 0.5027 0.096 Uiso 1 1 calc R . .
H47C H 1.0513 -0.4086 0.5005 0.096 Uiso 1 1 calc R . .
C23 C 1.1140(4) -0.3511(3) 0.3750(2) 0.0799(12) Uani 1 1 d . . .
H46A H 1.1006 -0.3081 0.3368 0.120 Uiso 1 1 calc R . .
H46B H 1.0627 -0.4083 0.3677 0.120 Uiso 1 1 calc R . .
H46C H 1.1999 -0.3703 0.3805 0.120 Uiso 1 1 calc R . .
C24 C 1.1822(3) 0.0632(2) 0.28281(14) 0.0397(6) Uani 1 1 d . . .
H44 H 1.2131 0.0993 0.3203 0.048 Uiso 1 1 calc R . .
C25 C 1.3315(4) 0.1499(3) 0.2213(2) 0.0798(13) Uani 1 1 d . . .
H42A H 1.3584 0.1730 0.2658 0.120 Uiso 1 1 calc R . .
H42B H 1.2995 0.2038 0.1939 0.120 Uiso 1 1 calc R . .
H42C H 1.4006 0.1210 0.2012 0.120 Uiso 1 1 calc R . .
C26 C 1.1935(4) 0.0202(3) 0.16540(17) 0.0673(11) Uani 1 1 d . . .
H43A H 1.1514 0.0627 0.1323 0.101 Uiso 1 1 calc R . .
H43B H 1.1379 -0.0307 0.1771 0.101 Uiso 1 1 calc R . .
H43C H 1.2646 -0.0085 0.1471 0.101 Uiso 1 1 calc R . .
Mn1 Mn 0.72991(3) 0.17935(2) 0.319447(15) 0.01954(9) Uani 1 1 d . . .
Mn2 Mn 0.99637(3) -0.00484(3) 0.382435(16) 0.02375(10) Uani 1 1 d . . .
N1 N 0.61098(18) -0.13602(14) 0.03740(10) 0.0270(4) Uani 1 1 d . . .
N2 N 0.4328(2) -0.10995(18) -0.02181(12) 0.0428(6) Uani 1 1 d . . .
N3 N 0.5229(2) -0.12460(18) -0.06639(12) 0.0458(6) Uani 1 1 d . . .
N4 N 0.62640(18) 0.28637(14) 0.25317(10) 0.0263(4) Uani 1 1 d . . .
N5 N 0.5762(2) 0.37484(16) 0.27157(10) 0.0351(5) Uani 1 1 d . . .
N6 N 0.53676(17) 0.35374(14) 0.16206(9) 0.0238(4) Uani 1 1 d . . .
N7 N 1.0824(2) -0.30133(18) 0.43477(13) 0.0458(6) Uani 1 1 d . . .
N8 N 1.2341(2) 0.0767(2) 0.22558(12) 0.0479(6) Uani 1 1 d . . .
O1 O 0.70954(17) 0.07940(13) 0.23695(9) 0.0355(4) Uani 1 1 d . . .
O2 O 0.83385(17) -0.00158(15) 0.30970(9) 0.0412(5) Uani 1 1 d . . .
O3 O 0.99403(18) -0.34378(13) 0.10906(9) 0.0390(4) Uani 1 1 d . . .
O4 O 1.09930(16) -0.25088(14) 0.18651(10) 0.0383(4) Uani 1 1 d . . .
O5 O 0.55489(16) 0.12314(14) 0.35907(8) 0.0350(4) Uani 1 1 d . . .
O6 O 0.69890(16) 0.19281(14) 0.42684(9) 0.0370(4) Uani 1 1 d . . .
O7 O 0.17191(16) 0.50002(14) -0.06120(9) 0.0376(4) Uani 1 1 d . . .
O8 O 0.12854(17) 0.47461(17) 0.04433(9) 0.0461(5) Uani 1 1 d . . .
O9 O 1.0190(2) -0.16400(16) 0.37967(11) 0.0569(6) Uani 1 1 d . . .
O10 O 1.09614(19) 0.00640(16) 0.28986(10) 0.0467(5) Uani 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
C1 0.0205(11) 0.0327(12) 0.0215(11) -0.0037(9) 0.0046(9) -0.0059(9)
C2 0.0229(11) 0.0239(11) 0.0214(10) -0.0019(8) 0.0014(8) -0.0015(8)
C3 0.0213(11) 0.0273(11) 0.0253(11) -0.0006(9) -0.0001(9) 0.0007(9)
C4 0.0232(11) 0.0236(11) 0.0287(12) 0.0005(9) 0.0033(9) 0.0015(9)
C5 0.0292(12) 0.0258(11) 0.0256(11) -0.0068(9) 0.0025(9) 0.0001(9)
C6 0.0238(11) 0.0252(11) 0.0248(11) -0.0012(9) -0.0018(9) -0.0014(9)
C7 0.0219(11) 0.0246(11) 0.0246(11) -0.0007(9) 0.0015(9) 0.0017(8)
C8 0.0478(16) 0.0432(15) 0.0268(13) -0.0066(11) 0.0008(11) -0.0021(13)
C9 0.0303(13) 0.0302(13) 0.0427(15) -0.0011(11) -0.0042(11) 0.0003(10)
C10 0.0288(12) 0.0289(12) 0.0277(12) 0.0019(9) 0.0061(10) 0.0022(10)
C11 0.0277(12) 0.0245(11) 0.0261(11) 0.0023(9) 0.0029(9) 0.0067(9)
C12 0.0390(14) 0.0323(13) 0.0270(12) -0.0017(10) 0.0005(10) 0.0128(11)
C13 0.0242(11) 0.0236(11) 0.0184(10) 0.0021(8) 0.0022(8) 0.0006(9)
C14 0.0214(11) 0.0247(11) 0.0255(11) 0.0038(9) 0.0037(9) 0.0035(9)
C15 0.0221(11) 0.0218(11) 0.0228(11) -0.0012(8) 0.0050(9) -0.0009(8)
C16 0.0239(11) 0.0251(11) 0.0172(10) 0.0002(8) 0.0006(8) -0.0009(9)
C17 0.0185(10) 0.0215(10) 0.0226(11) -0.0016(8) 0.0014(8) -0.0005(8)
C18 0.0210(10) 0.0235(11) 0.0217(10) -0.0005(8) 0.0052(8) 0.0000(8)
C19 0.0181(10) 0.0292(12) 0.0248(11) -0.0034(9) -0.0007(9) 0.0002(9)
C20 0.0242(11) 0.0223(11) 0.0246(11) 0.0019(8) 0.0058(9) 0.0023(9)
C21 0.0571(19) 0.0410(16) 0.0482(18) -0.0086(14) 0.0096(15) -0.0008(14)
C22 0.065(2) 0.050(2) 0.076(3) 0.0085(18) 0.0061(19) 0.0020(17)
C23 0.096(3) 0.063(2) 0.085(3) -0.027(2) 0.033(2) 0.002(2)
C24 0.0337(14) 0.0545(18) 0.0309(14) 0.0009(12) 0.0038(11) -0.0003(12)
C25 0.071(3) 0.099(3) 0.073(3) 0.014(2) 0.023(2) -0.032(2)
C26 0.057(2) 0.112(3) 0.0349(17) -0.0030(18) 0.0110(15) -0.009(2)
Mn1 0.01833(17) 0.02388(18) 0.01650(16) -0.00018(12) 0.00211(12) -0.00147(12)
Mn2 0.02037(18) 0.0315(2) 0.01915(18) 0.00036(13) 0.00061(13) -0.00440(13)
N1 0.0285(10) 0.0267(10) 0.0245(10) -0.0044(8) -0.0045(8) 0.0000(8)
N2 0.0395(13) 0.0363(13) 0.0492(14) -0.0003(11) -0.0151(11) -0.0017(10)
N3 0.0574(16) 0.0445(14) 0.0323(12) -0.0032(10) -0.0133(11) -0.0033(12)
N4 0.0284(10) 0.0271(10) 0.0234(9) 0.0033(8) 0.0026(8) 0.0035(8)
N5 0.0431(12) 0.0357(12) 0.0258(10) -0.0014(9) -0.0006(9) 0.0123(10)
N6 0.0240(9) 0.0273(10) 0.0202(9) 0.0023(7) 0.0028(7) 0.0044(8)
N7 0.0462(14) 0.0365(13) 0.0565(15) -0.0090(11) 0.0139(12) 0.0000(11)
N8 0.0381(13) 0.0698(18) 0.0373(13) 0.0069(12) 0.0122(11) -0.0071(12)
O1 0.0414(10) 0.0314(9) 0.0335(9) -0.0077(7) 0.0028(8) 0.0090(8)
O2 0.0320(10) 0.0658(14) 0.0247(9) -0.0089(8) -0.0032(8) -0.0022(9)
O3 0.0444(11) 0.0315(10) 0.0410(10) -0.0051(8) 0.0039(9) 0.0118(8)
O4 0.0233(9) 0.0464(11) 0.0443(11) -0.0083(9) -0.0016(8) 0.0110(8)
O5 0.0364(10) 0.0495(11) 0.0198(8) -0.0013(7) 0.0067(7) -0.0136(8)
O6 0.0283(9) 0.0566(12) 0.0277(9) -0.0049(8) 0.0110(7) -0.0142(8)
O7 0.0233(9) 0.0588(12) 0.0299(9) 0.0063(8) -0.0018(7) 0.0047(8)
O8 0.0245(9) 0.0846(16) 0.0298(10) -0.0034(10) 0.0059(8) 0.0154(9)
O9 0.0786(16) 0.0391(12) 0.0532(14) -0.0022(10) 0.0070(12) 0.0004(11)
O10 0.0419(11) 0.0685(14) 0.0310(10) -0.0050(9) 0.0107(9) -0.0154(10)

_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 O2 1.241(3) . ?
C1 O1 1.256(3) . ?
C1 C2 1.504(3) . ?
C2 C7 1.390(3) . ?
C2 C3 1.393(3) . ?
C3 C4 1.399(3) . ?
C3 H10 0.9300 . ?
C4 C5 1.398(3) . ?
C4 C10 1.515(3) . ?
C5 C6 1.388(3) . ?
C5 H12 0.9300 . ?
C6 C7 1.383(3) . ?
C6 N1 1.435(3) . ?
C7 H8 0.9300 . ?
C8 N3 1.308(4) . ?
C8 N1 1.354(3) . ?
C8 H15 0.9300 . ?
C9 N2 1.299(3) . ?
C9 N1 1.354(3) . ?
C9 H16 0.9300 . ?
C10 O4 1.247(3) . ?
C10 O3 1.252(3) . ?
C11 N4 1.305(3) . ?
C11 N6 1.351(3) . ?
C11 H13 0.9300 . ?
C12 N5 1.298(3) . ?
C12 N6 1.365(3) . ?
C12 H14 0.9300 . ?
C13 C18 1.386(3) . ?
C13 C14 1.388(3) . ?
C13 N6 1.434(3) . ?
C14 C15 1.391(3) . ?
C14 H5 0.9300 . ?
C15 C16 1.388(3) . ?
C15 C20 1.508(3) 4_565 ?
C16 C17 1.388(3) . ?
C16 H1 0.9300 . ?
C17 C18 1.390(3) . ?
C17 C19 1.512(3) . ?
C18 H3 0.9300 . ?
C19 O8 1.232(3) . ?
C19 O7 1.254(3) . ?
C20 O6 1.250(3) . ?
C20 O5 1.252(3) . ?
C20 C15 1.508(3) 4_566 ?
C21 O9 1.251(4) . ?
C21 N7 1.304(4) . ?
C21 H45 0.9300 . ?
C22 N7 1.473(4) . ?
C22 H47A 0.9600 . ?
C22 H47B 0.9600 . ?
C22 H47C 0.9600 . ?
C23 N7 1.434(4) . ?
C23 H46A 0.9600 . ?
C23 H46B 0.9600 . ?
C23 H46C 0.9600 . ?
C24 O10 1.226(3) . ?
C24 N8 1.323(3) . ?
C24 H44 0.9300 . ?
C25 N8 1.457(4) . ?
C25 H42A 0.9600 . ?
C25 H42B 0.9600 . ?
C25 H42C 0.9600 . ?
C26 N8 1.456(4) . ?
C26 H43A 0.9600 . ?
C26 H43B 0.9600 . ?
C26 H43C 0.9600 . ?
Mn1 O4 2.0867(17) 2_755 ?
Mn1 O1 2.1272(17) . ?
Mn1 O6 2.1946(17) . ?
Mn1 N4 2.2025(19) . ?
Mn1 O5 2.2435(17) . ?
Mn2 O8 2.0864(18) 2_645 ?
Mn2 O7 2.1143(18) 4_666 ?
Mn2 O2 2.1715(18) . ?
Mn2 O9 2.186(2) . ?
Mn2 O3 2.2052(19) 2_755 ?
Mn2 O10 2.2154(19) . ?
N2 N3 1.385(4) . ?
N4 N5 1.385(3) . ?
O3 Mn2 2.2053(19) 2_745 ?
O4 Mn1 2.0867(17) 2_745 ?
O7 Mn2 2.1142(18) 4_465 ?
O8 Mn2 2.0865(18) 2_655 ?

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
O2 C1 O1 121.9(2) . . ?
O2 C1 C2 121.3(2) . . ?
O1 C1 C2 116.8(2) . . ?
C7 C2 C3 120.3(2) . . ?
C7 C2 C1 117.7(2) . . ?
C3 C2 C1 121.9(2) . . ?
C2 C3 C4 119.7(2) . . ?
C2 C3 H10 120.2 . . ?
C4 C3 H10 120.2 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 C10 119.7(2) . . ?
C3 C4 C10 120.6(2) . . ?
C6 C5 C4 119.6(2) . . ?
C6 C5 H12 120.2 . . ?
C4 C5 H12 120.2 . . ?
C7 C6 C5 120.9(2) . . ?
C7 C6 N1 118.4(2) . . ?
C5 C6 N1 120.8(2) . . ?
C6 C7 C2 119.7(2) . . ?
C6 C7 H8 120.1 . . ?
C2 C7 H8 120.1 . . ?
N3 C8 N1 111.3(3) . . ?
N3 C8 H15 124.4 . . ?
N1 C8 H15 124.4 . . ?
N2 C9 N1 111.4(2) . . ?
N2 C9 H16 124.3 . . ?
N1 C9 H16 124.3 . . ?
O4 C10 O3 125.9(2) . . ?
O4 C10 C4 116.8(2) . . ?
O3 C10 C4 117.3(2) . . ?
N4 C11 N6 110.2(2) . . ?
N4 C11 H13 124.9 . . ?
N6 C11 H13 124.9 . . ?
N5 C12 N6 111.1(2) . . ?
N5 C12 H14 124.4 . . ?
N6 C12 H14 124.4 . . ?
C18 C13 C14 121.8(2) . . ?
C18 C13 N6 118.59(19) . . ?
C14 C13 N6 119.64(19) . . ?
C13 C14 C15 118.6(2) . . ?
C13 C14 H5 120.7 . . ?
C15 C14 H5 120.7 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 C20 118.7(2) . 4_565 ?
C14 C15 C20 121.1(2) . 4_565 ?
C15 C16 C17 120.8(2) . . ?
C15 C16 H1 119.6 . . ?
C17 C16 H1 119.6 . . ?
C16 C17 C18 119.5(2) . . ?
C16 C17 C19 120.14(19) . . ?
C18 C17 C19 120.33(19) . . ?
C13 C18 C17 119.19(19) . . ?
C13 C18 H3 120.4 . . ?
C17 C18 H3 120.4 . . ?
O8 C19 O7 125.8(2) . . ?
O8 C19 C17 117.9(2) . . ?
O7 C19 C17 116.3(2) . . ?
O6 C20 O5 121.4(2) . . ?
O6 C20 C15 120.1(2) . 4_566 ?
O5 C20 C15 118.5(2) . 4_566 ?
O9 C21 N7 123.0(3) . . ?
O9 C21 H45 118.5 . . ?
N7 C21 H45 118.5 . . ?
N7 C22 H47A 109.5 . . ?
N7 C22 H47B 109.5 . . ?
H47A C22 H47B 109.5 . . ?
N7 C22 H47C 109.5 . . ?
H47A C22 H47C 109.5 . . ?
H47B C22 H47C 109.5 . . ?
N7 C23 H46A 109.5 . . ?
N7 C23 H46B 109.5 . . ?
H46A C23 H46B 109.5 . . ?
N7 C23 H46C 109.5 . . ?
H46A C23 H46C 109.5 . . ?
H46B C23 H46C 109.5 . . ?
O10 C24 N8 124.6(3) . . ?
O10 C24 H44 117.7 . . ?
N8 C24 H44 117.7 . . ?
N8 C25 H42A 109.5 . . ?
N8 C25 H42B 109.5 . . ?
H42A C25 H42B 109.5 . . ?
N8 C25 H42C 109.5 . . ?
H42A C25 H42C 109.5 . . ?
H42B C25 H42C 109.5 . . ?
N8 C26 H43A 109.5 . . ?
N8 C26 H43B 109.5 . . ?
H43A C26 H43B 109.5 . . ?
N8 C26 H43C 109.5 . . ?
H43A C26 H43C 109.5 . . ?
H43B C26 H43C 109.5 . . ?
O4 Mn1 O1 106.30(8) 2_755 . ?
O4 Mn1 O6 103.16(7) 2_755 . ?
O1 Mn1 O6 141.93(7) . . ?
O4 Mn1 N4 93.88(7) 2_755 . ?
O1 Mn1 N4 87.27(7) . . ?
O6 Mn1 N4 114.35(7) . . ?
O4 Mn1 O5 161.89(7) 2_755 . ?
O1 Mn1 O5 91.02(7) . . ?
O6 Mn1 O5 58.87(6) . . ?
N4 Mn1 O5 92.17(7) . . ?
O8 Mn2 O7 103.82(7) 2_645 4_666 ?
O8 Mn2 O2 86.15(7) 2_645 . ?
O7 Mn2 O2 169.90(7) 4_666 . ?
O8 Mn2 O9 87.96(9) 2_645 . ?
O7 Mn2 O9 86.99(9) 4_666 . ?
O2 Mn2 O9 95.11(9) . . ?
O8 Mn2 O3 96.28(8) 2_645 2_755 ?
O7 Mn2 O3 83.95(7) 4_666 2_755 ?
O2 Mn2 O3 93.45(8) . 2_755 ?
O9 Mn2 O3 170.69(9) . 2_755 ?
O8 Mn2 O10 168.00(8) 2_645 . ?
O7 Mn2 O10 87.64(8) 4_666 . ?
O2 Mn2 O10 82.52(7) . . ?
O9 Mn2 O10 89.11(8) . . ?
O3 Mn2 O10 88.37(7) 2_755 . ?
C8 N1 C9 104.0(2) . . ?
C8 N1 C6 127.8(2) . . ?
C9 N1 C6 127.8(2) . . ?
C9 N2 N3 106.9(2) . . ?
C8 N3 N2 106.4(2) . . ?
C11 N4 N5 107.90(18) . . ?
C11 N4 Mn1 124.54(16) . . ?
N5 N4 Mn1 127.55(14) . . ?
C12 N5 N4 106.21(19) . . ?
C11 N6 C12 104.58(19) . . ?
C11 N6 C13 127.74(19) . . ?
C12 N6 C13 127.66(19) . . ?
C21 N7 C23 122.1(3) . . ?
C21 N7 C22 121.2(3) . . ?
C23 N7 C22 116.4(3) . . ?
C24 N8 C26 120.7(3) . . ?
C24 N8 C25 120.5(3) . . ?
C26 N8 C25 118.7(3) . . ?
C1 O1 Mn1 107.11(15) . . ?
C1 O2 Mn2 155.01(17) . . ?
C10 O3 Mn2 136.96(17) . 2_745 ?
C10 O4 Mn1 122.56(16) . 2_745 ?
C20 O5 Mn1 88.71(13) . . ?
C20 O6 Mn1 91.00(14) . . ?
C19 O7 Mn2 128.40(16) . 4_465 ?
C19 O8 Mn2 173.96(19) . 2_655 ?
C21 O9 Mn2 120.2(2) . . ?
C24 O10 Mn2 124.50(18) . . ?

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
O2 C1 C2 C7 161.6(2) . . . . ?
O1 C1 C2 C7 -17.1(3) . . . . ?
O2 C1 C2 C3 -22.0(3) . . . . ?
O1 C1 C2 C3 159.3(2) . . . . ?
C7 C2 C3 C4 -0.4(3) . . . . ?
C1 C2 C3 C4 -176.7(2) . . . . ?
C2 C3 C4 C5 -1.7(3) . . . . ?
C2 C3 C4 C10 177.7(2) . . . . ?
C3 C4 C5 C6 2.5(3) . . . . ?
C10 C4 C5 C6 -176.9(2) . . . . ?
C4 C5 C6 C7 -1.1(3) . . . . ?
C4 C5 C6 N1 177.0(2) . . . . ?
C5 C6 C7 C2 -1.1(3) . . . . ?
N1 C6 C7 C2 -179.2(2) . . . . ?
C3 C2 C7 C6 1.8(3) . . . . ?
C1 C2 C7 C6 178.3(2) . . . . ?
C5 C4 C10 O4 162.1(2) . . . . ?
C3 C4 C10 O4 -17.4(3) . . . . ?
C5 C4 C10 O3 -16.3(3) . . . . ?
C3 C4 C10 O3 164.3(2) . . . . ?
C18 C13 C14 C15 0.7(3) . . . . ?
N6 C13 C14 C15 -178.9(2) . . . . ?
C13 C14 C15 C16 1.4(3) . . . . ?
C13 C14 C15 C20 178.5(2) . . . 4_565 ?
C14 C15 C16 C17 -1.9(3) . . . . ?
C20 C15 C16 C17 -179.1(2) 4_565 . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C15 C16 C17 C19 178.6(2) . . . . ?
C14 C13 C18 C17 -2.3(3) . . . . ?
N6 C13 C18 C17 177.4(2) . . . . ?
C16 C17 C18 C13 1.7(3) . . . . ?
C19 C17 C18 C13 -176.6(2) . . . . ?
C16 C17 C19 O8 170.8(2) . . . . ?
C18 C17 C19 O8 -10.9(3) . . . . ?
C16 C17 C19 O7 -9.2(3) . . . . ?
C18 C17 C19 O7 169.1(2) . . . . ?
N3 C8 N1 C9 0.5(3) . . . . ?
N3 C8 N1 C6 -172.2(2) . . . . ?
N2 C9 N1 C8 0.0(3) . . . . ?
N2 C9 N1 C6 172.7(2) . . . . ?
C7 C6 N1 C8 133.8(3) . . . . ?
C5 C6 N1 C8 -44.3(4) . . . . ?
C7 C6 N1 C9 -37.3(3) . . . . ?
C5 C6 N1 C9 144.6(2) . . . . ?
N1 C9 N2 N3 -0.5(3) . . . . ?
N1 C8 N3 N2 -0.8(3) . . . . ?
C9 N2 N3 C8 0.8(3) . . . . ?
N6 C11 N4 N5 0.5(3) . . . . ?
N6 C11 N4 Mn1 -179.96(14) . . . . ?
O4 Mn1 N4 C11 94.6(2) 2_755 . . . ?
O1 Mn1 N4 C11 -11.56(19) . . . . ?
O6 Mn1 N4 C11 -159.07(18) . . . . ?
O5 Mn1 N4 C11 -102.48(19) . . . . ?
O4 Mn1 N4 N5 -85.9(2) 2_755 . . . ?
O1 Mn1 N4 N5 167.9(2) . . . . ?
O6 Mn1 N4 N5 20.4(2) . . . . ?
O5 Mn1 N4 N5 77.0(2) . . . . ?
N6 C12 N5 N4 0.2(3) . . . . ?
C11 N4 N5 C12 -0.4(3) . . . . ?
Mn1 N4 N5 C12 -179.98(17) . . . . ?
N4 C11 N6 C12 -0.3(3) . . . . ?
N4 C11 N6 C13 -179.0(2) . . . . ?
N5 C12 N6 C11 0.0(3) . . . . ?
N5 C12 N6 C13 178.7(2) . . . . ?
C18 C13 N6 C11 136.0(2) . . . . ?
C14 C13 N6 C11 -44.4(3) . . . . ?
C18 C13 N6 C12 -42.3(3) . . . . ?
C14 C13 N6 C12 137.3(3) . . . . ?
O9 C21 N7 C23 6.0(5) . . . . ?
O9 C21 N7 C22 -179.5(3) . . . . ?
O10 C24 N8 C26 -2.2(5) . . . . ?
O10 C24 N8 C25 176.6(3) . . . . ?
O2 C1 O1 Mn1 6.6(3) . . . . ?
C2 C1 O1 Mn1 -174.79(15) . . . . ?
O4 Mn1 O1 C1 76.37(16) 2_755 . . . ?
O6 Mn1 O1 C1 -62.9(2) . . . . ?
N4 Mn1 O1 C1 169.62(16) . . . . ?
O5 Mn1 O1 C1 -98.26(16) . . . . ?
O1 C1 O2 Mn2 -110.6(4) . . . . ?
C2 C1 O2 Mn2 70.8(5) . . . . ?
O8 Mn2 O2 C1 177.3(4) 2_645 . . . ?
O7 Mn2 O2 C1 6.5(8) 4_666 . . . ?
O9 Mn2 O2 C1 -95.1(4) . . . . ?
O3 Mn2 O2 C1 81.2(4) 2_755 . . . ?
O10 Mn2 O2 C1 -6.7(4) . . . . ?
O4 C10 O3 Mn2 60.1(4) . . . 2_745 ?
C4 C10 O3 Mn2 -121.7(2) . . . 2_745 ?
O3 C10 O4 Mn1 10.2(4) . . . 2_745 ?
C4 C10 O4 Mn1 -167.94(15) . . . 2_745 ?
O6 C20 O5 Mn1 0.8(2) . . . . ?
C15 C20 O5 Mn1 -178.87(18) 4_566 . . . ?
O4 Mn1 O5 C20 -8.3(3) 2_755 . . . ?
O1 Mn1 O5 C20 154.94(14) . . . . ?
O6 Mn1 O5 C20 -0.43(13) . . . . ?
N4 Mn1 O5 C20 -117.76(14) . . . . ?
O5 C20 O6 Mn1 -0.8(2) . . . . ?
C15 C20 O6 Mn1 178.85(18) 4_566 . . . ?
O4 Mn1 O6 C20 177.94(14) 2_755 . . . ?
O1 Mn1 O6 C20 -42.1(2) . . . . ?
N4 Mn1 O6 C20 77.45(15) . . . . ?
O5 Mn1 O6 C20 0.43(13) . . . . ?
O8 C19 O7 Mn2 -31.2(4) . . . 4_465 ?
C17 C19 O7 Mn2 148.88(16) . . . 4_465 ?
O7 C19 O8 Mn2 -30(2) . . . 2_655 ?
C17 C19 O8 Mn2 149.5(17) . . . 2_655 ?
N7 C21 O9 Mn2 -165.1(2) . . . . ?
O8 Mn2 O9 C21 -50.4(2) 2_645 . . . ?
O7 Mn2 O9 C21 53.6(2) 4_666 . . . ?
O2 Mn2 O9 C21 -136.3(2) . . . . ?
O3 Mn2 O9 C21 66.9(6) 2_755 . . . ?
O10 Mn2 O9 C21 141.2(3) . . . . ?
N8 C24 O10 Mn2 -173.3(2) . . . . ?
O8 Mn2 O10 C24 152.6(4) 2_645 . . . ?
O7 Mn2 O10 C24 -44.5(2) 4_666 . . . ?
O2 Mn2 O10 C24 133.3(2) . . . . ?
O9 Mn2 O10 C24 -131.5(2) . . . . ?
O3 Mn2 O10 C24 39.6(2) 2_755 . . . ?

_diffrn_measured_fraction_theta_max 0.94
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.941
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.073
# Attachment 'Mn-5TIA-2.cif'

data_Mn-5TIA-2
_database_code_depnum_ccdc_archive 'CCDC 822131'
#TrackingRef 'Mn-5TIA-2.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?Mn-5TIA-2
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C10 H5 Mn N3 O4), 2(C8.35), 7(C)'
_chemical_formula_sum            'C43.70 H10 Mn2 N6 O8'
_chemical_formula_weight         856.86

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'
Cu Cu 0.3201 1.2651 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn

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

_cell_length_a                   12.2862(4)
_cell_length_b                   14.9471(4)
_cell_length_c                   20.8959(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3837.39(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3380
_cell_measurement_theta_min      1.85
_cell_measurement_theta_max      25.00

_exptl_crystal_description       Needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1712
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7076
_exptl_absorpt_correction_T_max  0.8787
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-58'

_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            9625
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3380
_reflns_number_gt                2380
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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^)+(0.1222P)^2^+37.6828P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3380
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0862
_refine_ls_wR_factor_ref         0.2872
_refine_ls_wR_factor_gt          0.2761
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3274(7) 0.3814(8) 0.5525(4) 0.053(3) Uani 1 1 d . . .
H1 H 0.4001 0.3805 0.5400 0.064 Uiso 1 1 calc R . .
C2 C 0.1540(6) 0.3692(6) 0.5496(4) 0.0318(18) Uani 1 1 d . . .
H2 H 0.0831 0.3600 0.5354 0.038 Uiso 1 1 calc R . .
C3 C 0.2463(6) 0.3768(5) 0.4429(3) 0.0238(15) Uani 1 1 d . . .
C4 C 0.1799(6) 0.4328(5) 0.4097(4) 0.0255(17) Uani 1 1 d . . .
H4 H 0.1318 0.4703 0.4312 0.031 Uiso 1 1 calc R . .
C5 C 0.1850(6) 0.4331(5) 0.3425(4) 0.0245(16) Uani 1 1 d . . .
C6 C 0.2517(6) 0.3742(5) 0.3113(3) 0.0256(16) Uani 1 1 d . . .
H6 H 0.2544 0.3744 0.2669 0.031 Uiso 1 1 calc R . .
C7 C 0.3158(6) 0.3137(5) 0.3459(3) 0.0236(16) Uani 1 1 d . . .
C8 C 0.3874(7) 0.2469(5) 0.3104(4) 0.0274(18) Uani 1 1 d . . .
C9 C 0.3154(6) 0.3152(5) 0.4114(4) 0.0270(17) Uani 1 1 d . . .
H9 H 0.3595 0.2765 0.4347 0.032 Uiso 1 1 calc R . .
C10 C 0.1197(7) 0.5010(5) 0.3064(4) 0.0293(18) Uani 1 1 d . . .
C11 C 0.5000 0.485(5) 0.2500 0.34(3) Uiso 1 2 d S . .
C12 C 0.5262(17) 0.5038(13) 0.5526(9) 0.123(6) Uiso 1 1 d . . .
C13 C 0.519(3) 0.5081(19) 0.6408(14) 0.180(10) Uiso 1 1 d . . .
C14 C 0.609(3) 0.417(3) 0.650(2) 0.253(16) Uiso 1 1 d . . .
C15 C 0.604(6) 0.381(4) 0.399(4) 0.28(3) Uiso 0.67(3) 1 d P . .
C16 C 0.691(3) 0.365(2) 0.3735(17) 0.202(13) Uiso 1 1 d . . .
C17 C 0.7601(18) 0.3613(14) 0.4336(11) 0.081(7) Uiso 0.67(3) 1 d P . .
C18 C 0.704(3) 0.3818(18) 0.4957(15) 0.121(10) Uiso 0.67(3) 1 d P . .
C19 C 0.869(2) 0.3506(16) 0.4262(12) 0.091(8) Uiso 0.67(3) 1 d P . .
C20 C 0.908(2) 0.334(2) 0.3666(14) 0.163(9) Uiso 1 1 d . . .
C21 C 0.961(3) 0.265(3) 0.398(2) 0.238(15) Uiso 1 1 d . . .
C22 C 0.994(2) 0.2563(16) 0.4671(13) 0.100(9) Uiso 0.67(3) 1 d P . .
C23 C 0.9169(18) 0.3437(15) 0.4821(11) 0.130(7) Uiso 1 1 d . . .
C24 C 1.011(4) 0.207(4) 0.341(3) 0.33(2) Uiso 1 1 d . . .
Mn1 Mn 0.41569(8) 0.12456(7) 0.19367(4) 0.0154(4) Uani 1 1 d . . .
N1 N 0.2429(5) 0.3767(4) 0.5114(3) 0.0241(13) Uani 1 1 d . . .
N2 N 0.1833(5) 0.3768(4) 0.6092(3) 0.0275(14) Uani 1 1 d . . .
N3 N 0.2954(6) 0.3875(6) 0.6112(3) 0.044(2) Uani 1 1 d . . .
O1 O 0.3565(5) 0.2239(4) 0.2567(3) 0.0406(15) Uani 1 1 d . . .
O2 O 0.4695(5) 0.2194(4) 0.3394(3) 0.0391(15) Uani 1 1 d . . .
O3 O 0.1508(5) 0.5228(4) 0.2517(3) 0.0416(15) Uani 1 1 d . . .
O4 O 0.0372(5) 0.5313(4) 0.3342(3) 0.0484(17) Uani 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
C1 0.023(4) 0.111(9) 0.025(4) -0.005(5) 0.003(3) -0.024(5)
C2 0.023(4) 0.049(5) 0.023(4) -0.006(4) 0.005(3) 0.013(4)
C3 0.028(4) 0.027(4) 0.017(3) 0.011(4) 0.005(3) 0.008(3)
C4 0.028(4) 0.022(4) 0.026(4) -0.003(3) 0.005(3) 0.014(3)
C5 0.028(4) 0.022(4) 0.023(4) 0.003(3) -0.002(3) 0.008(3)
C6 0.035(4) 0.025(4) 0.017(3) -0.005(4) 0.000(3) 0.008(3)
C7 0.026(4) 0.022(4) 0.023(4) 0.003(3) 0.004(3) 0.010(3)
C8 0.034(4) 0.023(4) 0.025(4) 0.004(3) 0.013(4) 0.011(3)
C9 0.028(4) 0.029(4) 0.024(4) 0.004(3) 0.005(3) 0.012(3)
C10 0.034(4) 0.022(4) 0.031(4) 0.000(3) -0.011(4) 0.007(4)
Mn1 0.0160(6) 0.0166(6) 0.0135(6) -0.0002(4) -0.0010(4) 0.0007(4)
N1 0.026(3) 0.030(3) 0.016(3) 0.000(3) 0.005(2) 0.008(3)
N2 0.028(3) 0.035(3) 0.019(3) 0.003(3) 0.005(3) 0.020(3)
N3 0.024(3) 0.083(6) 0.026(4) 0.004(4) 0.002(3) -0.010(4)
O1 0.056(4) 0.038(3) 0.028(3) -0.011(3) 0.007(3) 0.016(3)
O2 0.036(3) 0.040(3) 0.042(3) -0.007(3) 0.008(3) 0.021(3)
O3 0.056(4) 0.038(3) 0.031(3) 0.013(3) -0.002(3) 0.016(3)
O4 0.038(4) 0.052(4) 0.055(4) 0.002(3) -0.002(3) 0.027(3)

_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 N3 1.293(11) . ?
C1 N1 1.349(10) . ?
C1 H1 0.9300 . ?
C2 N2 1.301(10) . ?
C2 N1 1.357(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.359(10) . ?
C3 C9 1.415(10) . ?
C3 N1 1.432(9) . ?
C4 C5 1.406(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.367(10) . ?
C5 C10 1.498(10) . ?
C6 C7 1.401(10) . ?
C6 H6 0.9300 . ?
C7 C9 1.369(10) . ?
C7 C8 1.523(10) . ?
C8 O1 1.232(10) . ?
C8 O2 1.246(10) . ?
C9 H9 0.9300 . ?
C10 O3 1.247(10) . ?
C10 O4 1.253(10) . ?
C12 C13 1.85(3) . ?
C13 C14 1.76(5) . ?
C15 C16 1.22(7) . ?
C16 C17 1.52(4) . ?
C17 C19 1.36(3) . ?
C17 C18 1.50(4) . ?
C19 C23 1.31(3) . ?
C19 C20 1.35(3) . ?
C19 C21 1.81(5) . ?
C20 C21 1.39(4) . ?
C21 C22 1.51(4) . ?
C21 C24 1.60(5) . ?
C22 C23 1.65(3) . ?
Mn1 O3 2.110(5) 7_655 ?
Mn1 O1 2.114(5) . ?
Mn1 O2 2.115(5) 4_655 ?
Mn1 O4 2.124(6) 6_656 ?
Mn1 N2 2.145(6) 2_554 ?
Mn1 Mn1 3.1358(18) 4_655 ?
N2 N3 1.386(10) . ?
N2 Mn1 2.145(6) 2 ?
O2 Mn1 2.115(5) 4_655 ?
O3 Mn1 2.110(5) 7_665 ?
O4 Mn1 2.124(6) 6_566 ?

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
N3 C1 N1 111.9(7) . . ?
N3 C1 H1 124.1 . . ?
N1 C1 H1 124.1 . . ?
N2 C2 N1 109.4(7) . . ?
N2 C2 H2 125.3 . . ?
N1 C2 H2 125.3 . . ?
C4 C3 C9 121.5(6) . . ?
C4 C3 N1 119.5(7) . . ?
C9 C3 N1 118.9(6) . . ?
C3 C4 C5 119.0(7) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 120.0(6) . . ?
C6 C5 C10 121.1(7) . . ?
C4 C5 C10 118.8(7) . . ?
C5 C6 C7 120.5(6) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C9 C7 C6 120.1(7) . . ?
C9 C7 C8 120.0(6) . . ?
C6 C7 C8 119.8(6) . . ?
O1 C8 O2 126.8(7) . . ?
O1 C8 C7 116.6(7) . . ?
O2 C8 C7 116.5(7) . . ?
C7 C9 C3 118.6(7) . . ?
C7 C9 H9 120.7 . . ?
C3 C9 H9 120.7 . . ?
O3 C10 O4 125.3(7) . . ?
O3 C10 C5 118.3(7) . . ?
O4 C10 C5 116.4(7) . . ?
C14 C13 C12 93(2) . . ?
C15 C16 C17 98(5) . . ?
C19 C17 C18 125(2) . . ?
C19 C17 C16 117(2) . . ?
C18 C17 C16 117(2) . . ?
C23 C19 C20 130(3) . . ?
C23 C19 C17 110(2) . . ?
C20 C19 C17 118(3) . . ?
C23 C19 C21 87(2) . . ?
C20 C19 C21 49.8(18) . . ?
C17 C19 C21 137(2) . . ?
C19 C20 C21 82(3) . . ?
C20 C21 C22 130(4) . . ?
C20 C21 C24 103(4) . . ?
C22 C21 C24 124(4) . . ?
C20 C21 C19 48.0(19) . . ?
C22 C21 C19 85(3) . . ?
C24 C21 C19 150(4) . . ?
C21 C22 C23 88(2) . . ?
C19 C23 C22 99(2) . . ?
O3 Mn1 O1 90.9(2) 7_655 . ?
O3 Mn1 O2 158.2(2) 7_655 4_655 ?
O1 Mn1 O2 87.8(2) . 4_655 ?
O3 Mn1 O4 87.5(3) 7_655 6_656 ?
O1 Mn1 O4 150.8(3) . 6_656 ?
O2 Mn1 O4 83.2(3) 4_655 6_656 ?
O3 Mn1 N2 104.3(3) 7_655 2_554 ?
O1 Mn1 N2 109.0(2) . 2_554 ?
O2 Mn1 N2 96.7(3) 4_655 2_554 ?
O4 Mn1 N2 99.6(2) 6_656 2_554 ?
O3 Mn1 Mn1 79.87(18) 7_655 4_655 ?
O1 Mn1 Mn1 76.07(18) . 4_655 ?
O2 Mn1 Mn1 78.72(17) 4_655 4_655 ?
O4 Mn1 Mn1 75.00(19) 6_656 4_655 ?
N2 Mn1 Mn1 173.20(17) 2_554 4_655 ?
C1 N1 C2 104.5(6) . . ?
C1 N1 C3 127.8(6) . . ?
C2 N1 C3 127.7(6) . . ?
C2 N2 N3 108.4(6) . . ?
C2 N2 Mn1 129.0(5) . 2 ?
N3 N2 Mn1 122.6(5) . 2 ?
C1 N3 N2 105.4(7) . . ?
C8 O1 Mn1 131.1(5) . . ?
C8 O2 Mn1 127.0(5) . 4_655 ?
C10 O3 Mn1 126.6(5) . 7_665 ?
C10 O4 Mn1 132.8(6) . 6_566 ?

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
C9 C3 C4 C5 -4.0(12) . . . . ?
N1 C3 C4 C5 179.2(7) . . . . ?
C3 C4 C5 C6 3.6(12) . . . . ?
C3 C4 C5 C10 -174.1(7) . . . . ?
C4 C5 C6 C7 -0.5(12) . . . . ?
C10 C5 C6 C7 177.2(7) . . . . ?
C5 C6 C7 C9 -2.4(12) . . . . ?
C5 C6 C7 C8 178.4(7) . . . . ?
C9 C7 C8 O1 152.8(8) . . . . ?
C6 C7 C8 O1 -28.0(11) . . . . ?
C9 C7 C8 O2 -25.3(11) . . . . ?
C6 C7 C8 O2 153.9(8) . . . . ?
C6 C7 C9 C3 2.1(12) . . . . ?
C8 C7 C9 C3 -178.8(7) . . . . ?
C4 C3 C9 C7 1.2(12) . . . . ?
N1 C3 C9 C7 178.0(7) . . . . ?
C6 C5 C10 O3 -22.4(12) . . . . ?
C4 C5 C10 O3 155.3(8) . . . . ?
C6 C5 C10 O4 157.5(8) . . . . ?
C4 C5 C10 O4 -24.8(11) . . . . ?
C15 C16 C17 C19 -176(4) . . . . ?
C15 C16 C17 C18 -4(5) . . . . ?
C18 C17 C19 C23 12(4) . . . . ?
C16 C17 C19 C23 -177(2) . . . . ?
C18 C17 C19 C20 -178(2) . . . . ?
C16 C17 C19 C20 -7(4) . . . . ?
C18 C17 C19 C21 121(4) . . . . ?
C16 C17 C19 C21 -67(4) . . . . ?
C23 C19 C20 C21 38(4) . . . . ?
C17 C19 C20 C21 -130(3) . . . . ?
C19 C20 C21 C22 -26(4) . . . . ?
C19 C20 C21 C24 170(3) . . . . ?
C23 C19 C21 C20 -152(3) . . . . ?
C17 C19 C21 C20 90(4) . . . . ?
C23 C19 C21 C22 8(2) . . . . ?
C20 C19 C21 C22 160(3) . . . . ?
C17 C19 C21 C22 -110(4) . . . . ?
C23 C19 C21 C24 -171(7) . . . . ?
C20 C19 C21 C24 -19(6) . . . . ?
C17 C19 C21 C24 71(8) . . . . ?
C20 C21 C22 C23 13(4) . . . . ?
C24 C21 C22 C23 173(4) . . . . ?
C19 C21 C22 C23 -6.2(18) . . . . ?
C20 C19 C23 C22 -35(4) . . . . ?
C17 C19 C23 C22 133(2) . . . . ?
C21 C19 C23 C22 -7(2) . . . . ?
C21 C22 C23 C19 9(2) . . . . ?
N3 C1 N1 C2 -7.3(12) . . . . ?
N3 C1 N1 C3 174.5(8) . . . . ?
N2 C2 N1 C1 5.1(10) . . . . ?
N2 C2 N1 C3 -176.6(7) . . . . ?
C4 C3 N1 C1 -131.2(10) . . . . ?
C9 C3 N1 C1 51.9(13) . . . . ?
C4 C3 N1 C2 51.0(12) . . . . ?
C9 C3 N1 C2 -125.9(8) . . . . ?
N1 C2 N2 N3 -1.5(9) . . . . ?
N1 C2 N2 Mn1 177.9(5) . . . 2 ?
N1 C1 N3 N2 6.4(12) . . . . ?
C2 N2 N3 C1 -2.9(11) . . . . ?
Mn1 N2 N3 C1 177.6(7) 2 . . . ?
O2 C8 O1 Mn1 5.6(13) . . . . ?
C7 C8 O1 Mn1 -172.3(5) . . . . ?
O3 Mn1 O1 C8 73.6(8) 7_655 . . . ?
O2 Mn1 O1 C8 -84.7(8) 4_655 . . . ?
O4 Mn1 O1 C8 -12.8(11) 6_656 . . . ?
N2 Mn1 O1 C8 179.0(7) 2_554 . . . ?
Mn1 Mn1 O1 C8 -5.7(7) 4_655 . . . ?
O1 C8 O2 Mn1 0.4(13) . . . 4_655 ?
C7 C8 O2 Mn1 178.3(5) . . . 4_655 ?
O4 C10 O3 Mn1 6.3(13) . . . 7_665 ?
C5 C10 O3 Mn1 -173.8(5) . . . 7_665 ?
O3 C10 O4 Mn1 1.3(14) . . . 6_566 ?
C5 C10 O4 Mn1 -178.6(5) . . . 6_566 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.002
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.163
# Attachment 'Mn-5TIA-3.cif'

data_Mn-5TIA-3
_database_code_depnum_ccdc_archive 'CCDC 822132'
#TrackingRef 'Mn-5TIA-3.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H5 Mn N3 O4'
_chemical_formula_sum            'C10 H5 Mn N3 O4'
_chemical_formula_weight         286.11

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'
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   P21/c

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

_cell_length_a                   11.214(11)
_cell_length_b                   12.585(13)
_cell_length_c                   14.447(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.125(15)
_cell_angle_gamma                90.00
_cell_volume                     1914(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    4436
_cell_measurement_theta_min      1.93
_cell_measurement_theta_max      28.26

_exptl_crystal_description       Needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      0.993
_exptl_crystal_density_diffrn    0.993
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7076
_exptl_absorpt_correction_T_max  0.8787
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-58'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      190(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            20465
_diffrn_reflns_av_R_equivalents  0.1236
_diffrn_reflns_av_sigmaI/netI    0.0799
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         28.26
_reflns_number_total             4436
_reflns_number_gt                3554
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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^)+(0.0834P)^2^+2.3582P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4436
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1669
_refine_ls_wR_factor_gt          0.1599
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.006
_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
C1 C 0.6196(3) 0.3907(3) 0.4039(2) 0.0282(7) Uani 1 1 d . . .
C2 C 0.6909(3) 0.3245(3) 0.3537(2) 0.0261(7) Uani 1 1 d . . .
C3 C 0.8232(3) 0.3288(3) 0.3855(2) 0.0294(7) Uani 1 1 d . . .
H3 H 0.8677 0.3757 0.4351 0.035 Uiso 1 1 calc R . .
C4 C 0.8871(3) 0.2628(2) 0.3427(2) 0.0240(6) Uani 1 1 d . . .
C5 C 0.8242(3) 0.1927(3) 0.2695(2) 0.0279(7) Uani 1 1 d . . .
H5 H 0.8696 0.1472 0.2431 0.034 Uiso 1 1 calc R . .
C6 C 0.6917(3) 0.1903(3) 0.2348(2) 0.0279(7) Uani 1 1 d . . .
C7 C 0.6257(3) 0.2566(2) 0.2773(2) 0.0262(7) Uani 1 1 d . . .
H7 H 0.5374 0.2556 0.2543 0.031 Uiso 1 1 calc R . .
C8 C 0.6223(3) 0.1165(3) 0.1537(2) 0.0292(7) Uani 1 1 d . . .
C9 C 1.1011(3) 0.3509(3) 0.3975(3) 0.0300(7) Uani 1 1 d . . .
H9 H 1.0740 0.4212 0.3919 0.036 Uiso 1 1 calc R . .
C10 C 1.1033(3) 0.1802(3) 0.3958(3) 0.0369(8) Uani 1 1 d . . .
H10 H 1.0764 0.1098 0.3880 0.044 Uiso 1 1 calc R . .
Mn1 Mn 0.38713(4) 0.08170(3) -0.03287(3) 0.01687(16) Uani 1 1 d . . .
N1 N 1.0245(2) 0.2647(2) 0.3773(2) 0.0255(6) Uani 1 1 d . . .
N2 N 1.2204(3) 0.3192(2) 0.42657(19) 0.0272(6) Uiso 1 1 d . . .
N3 N 1.2216(3) 0.2097(2) 0.4260(2) 0.0383(7) Uani 1 1 d . . .
O1 O 0.5128(2) 0.1436(2) 0.09962(19) 0.0417(6) Uani 1 1 d . . .
O2 O 0.6774(3) 0.0324(2) 0.1460(2) 0.0439(7) Uani 1 1 d . . .
O3 O 0.5093(2) 0.3604(2) 0.39568(19) 0.0393(6) Uani 1 1 d . . .
O4 O 0.6743(3) 0.4704(2) 0.4498(2) 0.0419(6) Uani 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
C1 0.0235(18) 0.0330(17) 0.0280(16) -0.0040(13) 0.0085(13) 0.0050(13)
C2 0.0209(16) 0.0304(16) 0.0272(15) -0.0075(13) 0.0085(13) 0.0050(13)
C3 0.0236(17) 0.0294(16) 0.0320(17) -0.0119(13) 0.0054(13) -0.0040(13)
C4 0.0102(14) 0.0280(15) 0.0308(15) -0.0061(12) 0.0033(12) -0.0033(11)
C5 0.0218(17) 0.0335(17) 0.0306(16) -0.0093(13) 0.0116(13) 0.0016(13)
C6 0.0210(17) 0.0336(17) 0.0285(16) -0.0081(13) 0.0078(13) -0.0038(13)
C7 0.0103(15) 0.0302(16) 0.0350(16) -0.0055(13) 0.0038(12) -0.0008(11)
C8 0.0223(17) 0.0389(18) 0.0264(16) -0.0106(14) 0.0084(13) -0.0083(14)
C9 0.0162(16) 0.0291(16) 0.0417(18) -0.0058(14) 0.0062(14) -0.0039(12)
C10 0.0223(18) 0.0301(17) 0.055(2) -0.0055(16) 0.0098(16) -0.0039(14)
Mn1 0.0111(2) 0.0183(2) 0.0196(2) -0.00021(16) 0.00320(17) 0.00043(16)
N1 0.0132(13) 0.0282(13) 0.0325(13) -0.0053(11) 0.0046(11) -0.0032(10)
N3 0.0236(16) 0.0312(15) 0.0539(19) -0.0009(14) 0.0052(14) -0.0003(12)
O1 0.0299(14) 0.0506(16) 0.0375(14) -0.0133(12) 0.0027(11) -0.0053(12)
O2 0.0364(15) 0.0435(15) 0.0482(16) -0.0219(13) 0.0098(12) -0.0040(12)
O3 0.0260(14) 0.0514(16) 0.0427(14) -0.0105(12) 0.0148(11) 0.0038(11)
O4 0.0351(15) 0.0437(15) 0.0471(15) -0.0177(12) 0.0142(12) 0.0021(12)

_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 O4 1.242(4) . ?
C1 O3 1.261(4) . ?
C1 C2 1.502(4) . ?
C2 C7 1.389(4) . ?
C2 C3 1.395(5) . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(4) . ?
C4 N1 1.447(4) . ?
C5 C6 1.396(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(4) . ?
C6 C8 1.488(4) . ?
C7 H7 0.9300 . ?
C8 O2 1.250(5) . ?
C8 O1 1.255(4) . ?
C9 N2 1.319(4) . ?
C9 N1 1.352(4) . ?
C9 H9 0.9300 . ?
C10 N3 1.300(5) . ?
C10 N1 1.350(4) . ?
C10 H10 0.9300 . ?
Mn1 O1 2.097(3) . ?
Mn1 O2 2.107(3) 3_655 ?
Mn1 O3 2.109(3) 4_565 ?
Mn1 O4 2.108(3) 2_645 ?
Mn1 N2 2.154(3) 4_465 ?
Mn1 Mn1 3.144(2) 3_655 ?
N2 N3 1.378(4) . ?
N2 Mn1 2.154(3) 4_666 ?
O2 Mn1 2.107(3) 3_655 ?
O3 Mn1 2.109(3) 4_566 ?
O4 Mn1 2.108(3) 2_655 ?

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
O4 C1 O3 125.7(3) . . ?
O4 C1 C2 117.3(3) . . ?
O3 C1 C2 117.0(3) . . ?
C7 C2 C3 119.6(3) . . ?
C7 C2 C1 120.2(3) . . ?
C3 C2 C1 120.2(3) . . ?
C4 C3 C2 119.3(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.7(3) . . ?
C3 C4 N1 119.5(3) . . ?
C5 C4 N1 118.7(3) . . ?
C4 C5 C6 119.5(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C7 C6 C5 119.4(3) . . ?
C7 C6 C8 120.6(3) . . ?
C5 C6 C8 120.0(3) . . ?
C2 C7 C6 120.4(3) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O2 C8 O1 125.6(3) . . ?
O2 C8 C6 117.3(3) . . ?
O1 C8 C6 117.1(3) . . ?
N2 C9 N1 109.0(3) . . ?
N2 C9 H9 125.5 . . ?
N1 C9 H9 125.5 . . ?
N3 C10 N1 111.3(3) . . ?
N3 C10 H10 124.3 . . ?
N1 C10 H10 124.3 . . ?
O1 Mn1 O2 154.71(11) . 3_655 ?
O1 Mn1 O3 88.44(13) . 4_565 ?
O2 Mn1 O3 87.91(13) 3_655 4_565 ?
O1 Mn1 O4 88.60(13) . 2_645 ?
O2 Mn1 O4 84.06(14) 3_655 2_645 ?
O3 Mn1 O4 154.53(11) 4_565 2_645 ?
O1 Mn1 N2 106.31(12) . 4_465 ?
O2 Mn1 N2 98.57(12) 3_655 4_465 ?
O3 Mn1 N2 108.43(12) 4_565 4_465 ?
O4 Mn1 N2 96.67(12) 2_645 4_465 ?
O1 Mn1 Mn1 75.47(9) . 3_655 ?
O2 Mn1 Mn1 79.31(10) 3_655 3_655 ?
O3 Mn1 Mn1 77.45(10) 4_565 3_655 ?
O4 Mn1 Mn1 77.32(10) 2_645 3_655 ?
N2 Mn1 Mn1 173.76(8) 4_465 3_655 ?
C10 N1 C9 105.4(3) . . ?
C10 N1 C4 127.0(3) . . ?
C9 N1 C4 127.5(3) . . ?
C9 N2 N3 108.2(3) . . ?
C9 N2 Mn1 127.0(2) . 4_666 ?
N3 N2 Mn1 124.8(2) . 4_666 ?
C10 N3 N2 106.1(3) . . ?
C8 O1 Mn1 132.3(2) . . ?
C8 O2 Mn1 126.7(2) . 3_655 ?
C1 O3 Mn1 129.1(2) . 4_566 ?
C1 O4 Mn1 130.0(2) . 2_655 ?

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
O4 C1 C2 C7 -159.4(3) . . . . ?
O3 C1 C2 C7 20.6(5) . . . . ?
O4 C1 C2 C3 22.4(5) . . . . ?
O3 C1 C2 C3 -157.7(3) . . . . ?
C7 C2 C3 C4 -2.2(5) . . . . ?
C1 C2 C3 C4 176.0(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C2 C3 C4 N1 -178.2(3) . . . . ?
C3 C4 C5 C6 2.2(5) . . . . ?
N1 C4 C5 C6 -179.6(3) . . . . ?
C4 C5 C6 C7 -2.0(5) . . . . ?
C4 C5 C6 C8 178.5(3) . . . . ?
C3 C2 C7 C6 2.4(5) . . . . ?
C1 C2 C7 C6 -175.9(3) . . . . ?
C5 C6 C7 C2 -0.3(5) . . . . ?
C8 C6 C7 C2 179.2(3) . . . . ?
C7 C6 C8 O2 -151.1(3) . . . . ?
C5 C6 C8 O2 28.4(5) . . . . ?
C7 C6 C8 O1 28.2(5) . . . . ?
C5 C6 C8 O1 -152.3(3) . . . . ?
N3 C10 N1 C9 0.2(4) . . . . ?
N3 C10 N1 C4 179.9(3) . . . . ?
N2 C9 N1 C10 0.2(4) . . . . ?
N2 C9 N1 C4 -179.6(3) . . . . ?
C3 C4 N1 C10 135.7(4) . . . . ?
C5 C4 N1 C10 -42.5(5) . . . . ?
C3 C4 N1 C9 -44.6(5) . . . . ?
C5 C4 N1 C9 137.2(4) . . . . ?
N1 C9 N2 N3 -0.5(4) . . . . ?
N1 C9 N2 Mn1 178.9(2) . . . 4_666 ?
N1 C10 N3 N2 -0.5(4) . . . . ?
C9 N2 N3 C10 0.6(4) . . . . ?
Mn1 N2 N3 C10 -178.9(2) 4_666 . . . ?
O2 C8 O1 Mn1 -10.4(6) . . . . ?
C6 C8 O1 Mn1 170.4(2) . . . . ?
O2 Mn1 O1 C8 11.1(5) 3_655 . . . ?
O3 Mn1 O1 C8 -70.7(3) 4_565 . . . ?
O4 Mn1 O1 C8 84.0(3) 2_645 . . . ?
N2 Mn1 O1 C8 -179.5(3) 4_465 . . . ?
Mn1 Mn1 O1 C8 6.7(3) 3_655 . . . ?
O1 C8 O2 Mn1 6.6(5) . . . 3_655 ?
C6 C8 O2 Mn1 -174.3(2) . . . 3_655 ?
O4 C1 O3 Mn1 -8.1(5) . . . 4_566 ?
C2 C1 O3 Mn1 171.9(2) . . . 4_566 ?
O3 C1 O4 Mn1 1.9(6) . . . 2_655 ?
C2 C1 O4 Mn1 -178.2(2) . . . 2_655 ?

_diffrn_measured_fraction_theta_max 0.937
_diffrn_reflns_theta_full        28.26
_diffrn_measured_fraction_theta_full 0.937
_refine_diff_density_max         1.325
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.101