# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_t
#TrackingRef '1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H44 Mn N2 O8, 2(C H4 O)'
_chemical_formula_sum            'C36 H52 Mn N2 O10'
_chemical_formula_weight         727.74

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           ?
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_HALL  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7330(15)
_cell_length_b                   8.0126(16)
_cell_length_c                   15.932(3)
_cell_angle_alpha                91.59(3)
_cell_angle_beta                 95.39(3)
_cell_angle_gamma                92.27(3)
_cell_volume                     981.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      25.3

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             387
_exptl_absorpt_coefficient_mu    0.390
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5728
_exptl_absorpt_correction_T_max  0.8967
_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            7049
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_sigmaI/netI    0.1122
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.42
_reflns_number_total             4310
_reflns_number_gt                2473
_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)+(0.0630P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4310
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1185
_refine_ls_R_factor_gt           0.0652
_refine_ls_wR_factor_ref         0.1628
_refine_ls_wR_factor_gt          0.1420
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_restrained_S_all      0.950
_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
Mn1 Mn 0.5000 0.5000 0.0000 0.0450(3) Uani 1 2 d S . .
O1 O 0.5600(3) 0.4596(3) 0.13084(12) 0.0507(6) Uani 1 1 d . . .
O2 O 0.7992(3) 0.3131(3) 0.13744(13) 0.0658(7) Uani 1 1 d . . .
O3 O 0.2882(3) 0.6651(3) 0.02443(14) 0.0693(7) Uani 1 1 d . . .
H3A H 0.2942 0.7367 -0.0225 0.104 Uiso 1 1 d R . .
O4 O 0.6850(3) 0.7192(3) 0.01250(15) 0.0757(8) Uani 1 1 d . . .
H4A H 0.7569 0.7557 -0.0205 0.114 Uiso 1 1 d R . .
N1 N 0.4639(3) 0.6068(3) 0.26917(15) 0.0440(6) Uani 1 1 d . . .
H1W H 0.4331 0.5602 0.2147 0.066 Uiso 1 1 d R . .
C1 C 0.3427(5) 1.1415(4) 0.4221(3) 0.0833(13) Uani 1 1 d . . .
H1A H 0.2476 1.2063 0.4370 0.100 Uiso 1 1 d R . .
H1B H 0.4192 1.1308 0.4726 0.100 Uiso 1 1 d R . .
H1C H 0.4057 1.2045 0.3837 0.100 Uiso 1 1 d R . .
C2 C 0.2885(4) 0.9679(4) 0.3842(2) 0.0475(8) Uani 1 1 d . . .
C3 C 0.1178(4) 0.9067(4) 0.3870(2) 0.0499(9) Uani 1 1 d . . .
H3 H 0.0395 0.9714 0.4129 0.060 Uiso 1 1 calc R . .
C4 C 0.0629(4) 0.7511(4) 0.3520(2) 0.0498(8) Uani 1 1 d . . .
H4 H -0.0516 0.7124 0.3539 0.060 Uiso 1 1 calc R . .
C5 C 0.1782(4) 0.6547(4) 0.31456(19) 0.0443(8) Uani 1 1 d . . .
H5 H 0.1413 0.5500 0.2915 0.053 Uiso 1 1 calc R . .
C6 C 0.3492(4) 0.7111(4) 0.31049(17) 0.0348(7) Uani 1 1 d . . .
C7 C 0.4051(4) 0.8698(4) 0.34370(19) 0.0396(7) Uani 1 1 d . . .
C8 C 0.5879(4) 0.9356(4) 0.3351(3) 0.0722(12) Uani 1 1 d . . .
H8A H 0.6398 0.8722 0.2928 0.087 Uiso 1 1 d R . .
H8B H 0.5815 1.0344 0.3024 0.087 Uiso 1 1 d R . .
H8C H 0.6544 0.9622 0.3881 0.087 Uiso 1 1 d R . .
C9 C 0.5943(3) 0.5169(3) 0.31120(17) 0.0322(7) Uani 1 1 d . . .
C10 C 0.6208(4) 0.5290(4) 0.40021(17) 0.0386(7) Uani 1 1 d . . .
H10 H 0.5512 0.5967 0.4300 0.046 Uiso 1 1 calc R . .
C11 C 0.7483(4) 0.4416(4) 0.44314(19) 0.0441(8) Uani 1 1 d . . .
H11 H 0.7634 0.4504 0.5017 0.053 Uiso 1 1 calc R . .
C12 C 0.8558(4) 0.3398(4) 0.40038(19) 0.0457(8) Uani 1 1 d . . .
H12 H 0.9421 0.2814 0.4300 0.055 Uiso 1 1 calc R . .
C13 C 0.8318(4) 0.3273(4) 0.31308(18) 0.0387(7) Uani 1 1 d . . .
H13 H 0.9029 0.2595 0.2843 0.046 Uiso 1 1 calc R . .
C14 C 0.7023(3) 0.4149(3) 0.26709(17) 0.0332(7) Uani 1 1 d . . .
C15 C 0.6879(4) 0.3935(4) 0.17241(18) 0.0402(7) Uani 1 1 d . . .
C16 C 0.1588(6) 0.6722(7) 0.0781(3) 0.116(2) Uani 1 1 d . . .
H16A H 0.1845 0.6000 0.1243 0.173 Uiso 1 1 calc R . .
H16B H 0.0495 0.6366 0.0481 0.173 Uiso 1 1 calc R . .
H16C H 0.1522 0.7848 0.0993 0.173 Uiso 1 1 calc R . .
C17 C 0.6950(6) 0.8531(6) 0.0743(3) 0.1124(18) Uani 1 1 d . . .
H17A H 0.6049 0.8365 0.1112 0.169 Uiso 1 1 calc R . .
H17B H 0.6804 0.9572 0.0466 0.169 Uiso 1 1 calc R . .
H17C H 0.8063 0.8554 0.1066 0.169 Uiso 1 1 calc R . .
O5 O 0.1243(4) 0.1994(5) 0.11355(18) 0.1042(12) Uani 1 1 d . . .
H5A H 0.0716 0.2806 0.1280 0.156 Uiso 1 1 calc R . .
C18 C 0.2183(6) 0.1375(6) 0.1834(3) 0.1101(18) Uani 1 1 d . . .
H18A H 0.3273 0.0996 0.1676 0.165 Uiso 1 1 calc R . .
H18B H 0.1535 0.0459 0.2047 0.165 Uiso 1 1 calc R . .
H18C H 0.2394 0.2242 0.2264 0.165 Uiso 1 1 calc 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 O1 2.1292(19) 2_665 ?
Mn1 O1 2.1292(19) . ?
Mn1 O3 2.202(2) . ?
Mn1 O3 2.202(2) 2_665 ?
Mn1 O4 2.213(3) . ?
Mn1 O4 2.213(3) 2_665 ?
O1 C15 1.278(3) . ?
O2 C15 1.257(3) . ?
O3 C16 1.378(4) . ?
O3 H3A 0.9588 . ?
O4 C17 1.431(5) . ?
O4 H4A 0.8502 . ?
N1 C9 1.393(3) . ?
N1 C6 1.433(3) . ?
N1 H1W 0.9417 . ?
C1 C2 1.528(4) . ?
C1 H1A 0.9601 . ?
C1 H1B 0.9599 . ?
C1 H1C 0.9600 . ?
C2 C3 1.395(4) . ?
C2 C7 1.408(4) . ?
C3 C4 1.386(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.400(4) . ?
C7 C8 1.509(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C14 1.411(4) . ?
C9 C10 1.414(4) . ?
C10 C11 1.373(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.396(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.386(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.407(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.507(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
O5 C18 1.386(4) . ?
O5 H5A 0.8200 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 O1 180.0 2_665 . ?
O1 Mn1 O3 87.65(8) 2_665 . ?
O1 Mn1 O3 92.35(8) . . ?
O1 Mn1 O3 92.35(8) 2_665 2_665 ?
O1 Mn1 O3 87.65(8) . 2_665 ?
O3 Mn1 O3 180.0 . 2_665 ?
O1 Mn1 O4 91.31(9) 2_665 . ?
O1 Mn1 O4 88.69(9) . . ?
O3 Mn1 O4 89.42(10) . . ?
O3 Mn1 O4 90.58(10) 2_665 . ?
O1 Mn1 O4 88.69(9) 2_665 2_665 ?
O1 Mn1 O4 91.31(9) . 2_665 ?
O3 Mn1 O4 90.58(10) . 2_665 ?
O3 Mn1 O4 89.42(10) 2_665 2_665 ?
O4 Mn1 O4 180.0 . 2_665 ?
C15 O1 Mn1 132.8(2) . . ?
C16 O3 Mn1 137.6(3) . . ?
C16 O3 H3A 122.9 . . ?
Mn1 O3 H3A 99.0 . . ?
C17 O4 Mn1 127.7(2) . . ?
C17 O4 H4A 100.7 . . ?
Mn1 O4 H4A 131.0 . . ?
C9 N1 C6 124.2(2) . . ?
C9 N1 H1W 110.4 . . ?
C6 N1 H1W 121.7 . . ?
C2 C1 H1A 114.3 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 107.1 . . ?
C2 C1 H1C 110.5 . . ?
H1A C1 H1C 108.0 . . ?
H1B C1 H1C 107.2 . . ?
C3 C2 C7 118.9(3) . . ?
C3 C2 C1 119.4(3) . . ?
C7 C2 C1 121.7(3) . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 119.9(3) . . ?
C5 C6 N1 118.8(3) . . ?
C7 C6 N1 121.2(3) . . ?
C6 C7 C2 119.4(3) . . ?
C6 C7 C8 120.1(3) . . ?
C2 C7 C8 120.4(3) . . ?
C7 C8 H8A 110.8 . . ?
C7 C8 H8B 108.3 . . ?
H8A C8 H8B 93.7 . . ?
C7 C8 H8C 113.8 . . ?
H8A C8 H8C 119.1 . . ?
H8B C8 H8C 109.0 . . ?
N1 C9 C14 121.7(2) . . ?
N1 C9 C10 119.4(3) . . ?
C14 C9 C10 118.9(3) . . ?
C11 C10 C9 120.6(3) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 121.1(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 118.9(3) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C14 121.4(3) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C13 C14 C9 119.0(3) . . ?
C13 C14 C15 117.2(3) . . ?
C9 C14 C15 123.8(3) . . ?
O2 C15 O1 122.7(3) . . ?
O2 C15 C14 119.9(3) . . ?
O1 C15 C14 117.4(3) . . ?
O3 C16 H16A 109.5 . . ?
O3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 H17A 109.5 . . ?
O4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 O5 H5A 109.5 . . ?
O5 C18 H18A 109.5 . . ?
O5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        27.42
_diffrn_measured_fraction_theta_full 0.964
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.080
_database_code_depnum_ccdc_archive 'CCDC 931669'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2a
#TrackingRef '2.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H44 Mn N4 O6'
_chemical_formula_sum            'C42 H44 Mn N4 O6'
_chemical_formula_weight         755.75

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           orthorhombic
_symmetry_space_group_name_H-M   'I b a 2 '
_symmetry_space_group_name_Hall  'I 2 -2c '

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

_cell_length_a                   7.4254(4)
_cell_length_b                   29.560(2)
_cell_length_c                   17.5819(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3859.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1283
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      18.78

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1588
_exptl_absorpt_coefficient_mu    0.394
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8776
_exptl_absorpt_correction_T_max  0.9324
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8896
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_sigmaI/netI    0.0954
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         28.00
_reflns_number_total             4167
_reflns_number_gt                1873
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0204P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_chemical_absolute_configuration ad

_refine_ls_abs_structure_details 'Flack (1983),1817 friedel pairs '
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_number_reflns         4167
_refine_ls_number_parameters     243
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.1188
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1045
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   0.875
_refine_ls_restrained_S_all      0.879
_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 1.0000 0.0000 0.58907(7) 0.0820(3) Uani 1 2 d S . .
C4 C 0.6118(11) 0.0632(2) 0.4255(6) 0.156(3) Uani 1 1 d . . .
H4 H 0.5048 0.0795 0.4290 0.187 Uiso 1 1 calc R . .
C2 C 0.8431(11) 0.0317(3) 0.3544(5) 0.153(2) Uani 1 1 d . . .
H2 H 0.8960 0.0257 0.3075 0.184 Uiso 1 1 calc R . .
C5 C 0.6879(8) 0.04469(19) 0.4907(4) 0.1167(18) Uani 1 1 d . . .
H5 H 0.6322 0.0490 0.5375 0.140 Uiso 1 1 calc R . .
C3 C 0.6908(15) 0.0580(3) 0.3584(5) 0.172(4) Uani 1 1 d . . .
H3 H 0.6442 0.0717 0.3152 0.206 Uiso 1 1 calc R . .
O2 O 1.1094(4) 0.06645(6) 0.5918(2) 0.0910(8) Uani 1 1 d . . .
C8 C 1.2991(5) 0.13023(9) 0.6010(2) 0.0642(10) Uani 1 1 d . . .
C9 C 1.2144(5) 0.15452(10) 0.5423(2) 0.0611(10) Uani 1 1 d . . .
N2 N 1.0825(6) 0.13593(10) 0.4981(2) 0.0967(12) Uani 1 1 d . . .
H2A H 1.0580 0.1078 0.5055 0.116 Uiso 1 1 calc R . .
N1 N 0.8423(6) 0.02046(11) 0.4866(2) 0.0825(11) Uani 1 1 d . . .
C13 C 1.4329(5) 0.15101(11) 0.6425(3) 0.0762(11) Uani 1 1 d . . .
H13 H 1.4919 0.1346 0.6801 0.091 Uiso 1 1 calc R . .
C12 C 1.4827(5) 0.19540(12) 0.6301(3) 0.0801(12) Uani 1 1 d . . .
H12 H 1.5702 0.2093 0.6599 0.096 Uiso 1 1 calc R . .
C14 C 0.9823(6) 0.15865(12) 0.4413(3) 0.0731(12) Uani 1 1 d . . .
C16 C 0.9441(7) 0.18448(12) 0.3132(3) 0.0753(13) Uani 1 1 d . . .
C15 C 1.0509(6) 0.16365(11) 0.3684(3) 0.0742(12) Uani 1 1 d . . .
O1 O 0.7955(6) 0.01715(10) 0.6699(2) 0.1395(13) Uani 1 1 d U . .
H1A H 0.7277 -0.0059 0.6736 0.209 Uiso 1 1 d R . .
C7 C 1.2480(6) 0.08301(10) 0.6207(2) 0.0726(11) Uani 1 1 d . . .
C11 C 1.3981(6) 0.21850(10) 0.5720(3) 0.0741(13) Uani 1 1 d . . .
H11 H 1.4312 0.2483 0.5623 0.089 Uiso 1 1 calc R . .
C10 C 1.2704(5) 0.19942(11) 0.5294(2) 0.0662(10) Uani 1 1 d . . .
H10 H 1.2175 0.2160 0.4904 0.079 Uiso 1 1 calc R . .
C1 C 0.9163(8) 0.01441(15) 0.4192(3) 0.0944(14) Uani 1 1 d . . .
C18 C 0.7101(7) 0.19496(18) 0.4032(4) 0.1064(17) Uani 1 1 d . . .
H18 H 0.5949 0.2054 0.4143 0.128 Uiso 1 1 calc R . .
C19 C 0.8108(7) 0.17448(16) 0.4589(4) 0.0979(15) Uani 1 1 d . . .
H19 H 0.7651 0.1712 0.5079 0.117 Uiso 1 1 calc R . .
C17 C 0.7774(7) 0.19992(13) 0.3325(4) 0.1002(16) Uani 1 1 d . . .
H17 H 0.7079 0.2143 0.2958 0.120 Uiso 1 1 calc R . .
O3 O 1.3464(5) 0.06161(9) 0.6652(3) 0.1258(14) Uani 1 1 d . . .
C6 C 0.7588(11) 0.05394(15) 0.7130(4) 0.1424(14) Uani 1 1 d U . .
H6A H 0.8274 0.0793 0.6948 0.214 Uiso 1 1 calc R . .
H6B H 0.7903 0.0479 0.7650 0.214 Uiso 1 1 calc R . .
H6C H 0.6327 0.0608 0.7098 0.214 Uiso 1 1 calc R . .
C21 C 1.0090(8) 0.18936(19) 0.2322(3) 0.119(2) Uani 1 1 d . . .
H21A H 1.0945 0.2137 0.2293 0.179 Uiso 1 1 calc R . .
H21B H 0.9084 0.1958 0.1997 0.179 Uiso 1 1 calc R . .
H21C H 1.0652 0.1617 0.2163 0.179 Uiso 1 1 calc R . .
C20 C 1.2364(6) 0.14707(16) 0.3508(4) 0.1206(17) Uani 1 1 d . . .
H20A H 1.2454 0.1405 0.2974 0.181 Uiso 1 1 calc R . .
H20B H 1.2602 0.1201 0.3795 0.181 Uiso 1 1 calc R . .
H20C H 1.3226 0.1699 0.3641 0.181 Uiso 1 1 calc 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 O2 2.126(2) 2_755 ?
Mn1 O2 2.126(2) . ?
Mn1 O1 2.141(4) 2_755 ?
Mn1 O1 2.141(4) . ?
Mn1 N1 2.232(4) 2_755 ?
Mn1 N1 2.232(4) . ?
C4 C3 1.326(11) . ?
C4 C5 1.390(9) . ?
C4 H4 0.9300 . ?
C2 C1 1.363(8) . ?
C2 C3 1.374(10) . ?
C2 H2 0.9300 . ?
C5 N1 1.354(7) . ?
C5 H5 0.9300 . ?
C3 H3 0.9300 . ?
O2 C7 1.248(5) . ?
C8 C13 1.377(5) . ?
C8 C9 1.406(5) . ?
C8 C7 1.487(4) . ?
C9 N2 1.366(5) . ?
C9 C10 1.409(4) . ?
N2 C14 1.415(5) . ?
N2 H2A 0.8600 . ?
N1 C1 1.318(6) . ?
C13 C12 1.381(5) . ?
C13 H13 0.9300 . ?
C12 C11 1.380(6) . ?
C12 H12 0.9300 . ?
C14 C15 1.386(6) . ?
C14 C19 1.391(7) . ?
C16 C17 1.362(7) . ?
C16 C15 1.397(5) . ?
C16 C21 1.509(7) . ?
C15 C20 1.495(6) . ?
O1 C6 1.353(5) . ?
O1 H1A 0.8501 . ?
C7 O3 1.244(5) . ?
C11 C10 1.334(5) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?
C1 C1 1.507(11) 2_755 ?
C18 C17 1.347(8) . ?
C18 C19 1.374(7) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C17 H17 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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 Mn1 O2 177.4(2) 2_755 . ?
O2 Mn1 O1 92.13(13) 2_755 2_755 ?
O2 Mn1 O1 86.14(12) . 2_755 ?
O2 Mn1 O1 86.15(12) 2_755 . ?
O2 Mn1 O1 92.12(13) . . ?
O1 Mn1 O1 96.8(3) 2_755 . ?
O2 Mn1 N1 88.18(13) 2_755 2_755 ?
O2 Mn1 N1 93.92(14) . 2_755 ?
O1 Mn1 N1 95.72(17) 2_755 2_755 ?
O1 Mn1 N1 166.45(17) . 2_755 ?
O2 Mn1 N1 93.91(14) 2_755 . ?
O2 Mn1 N1 88.19(13) . . ?
O1 Mn1 N1 166.44(17) 2_755 . ?
O1 Mn1 N1 95.72(17) . . ?
N1 Mn1 N1 72.4(2) 2_755 . ?
C3 C4 C5 120.4(8) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C1 C2 C3 119.7(8) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
N1 C5 C4 120.6(7) . . ?
N1 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C4 C3 C2 118.5(9) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C7 O2 Mn1 133.4(2) . . ?
C13 C8 C9 118.9(3) . . ?
C13 C8 C7 118.7(4) . . ?
C9 C8 C7 122.4(3) . . ?
N2 C9 C8 122.2(3) . . ?
N2 C9 C10 119.9(4) . . ?
C8 C9 C10 117.9(3) . . ?
C9 N2 C14 126.0(3) . . ?
C9 N2 H2A 117.0 . . ?
C14 N2 H2A 117.0 . . ?
C1 N1 C5 118.2(5) . . ?
C1 N1 Mn1 118.0(4) . . ?
C5 N1 Mn1 123.0(4) . . ?
C8 C13 C12 122.3(4) . . ?
C8 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
C11 C12 C13 117.7(4) . . ?
C11 C12 H12 121.1 . . ?
C13 C12 H12 121.1 . . ?
C15 C14 C19 120.4(5) . . ?
C15 C14 N2 120.7(4) . . ?
C19 C14 N2 118.9(5) . . ?
C17 C16 C15 119.3(5) . . ?
C17 C16 C21 119.5(5) . . ?
C15 C16 C21 121.1(5) . . ?
C14 C15 C16 118.8(4) . . ?
C14 C15 C20 119.7(5) . . ?
C16 C15 C20 121.5(5) . . ?
C6 O1 Mn1 134.8(4) . . ?
C6 O1 H1A 118.9 . . ?
Mn1 O1 H1A 106.3 . . ?
O3 C7 O2 122.8(3) . . ?
O3 C7 C8 118.3(4) . . ?
O2 C7 C8 119.0(4) . . ?
C10 C11 C12 122.0(3) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C11 C10 C9 121.2(4) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
N1 C1 C2 122.4(6) . . ?
N1 C1 C1 114.9(3) . 2_755 ?
C2 C1 C1 122.7(5) . 2_755 ?
C17 C18 C19 120.2(5) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C14 119.1(6) . . ?
C18 C19 H19 120.4 . . ?
C14 C19 H19 120.4 . . ?
C18 C17 C16 122.1(5) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
O1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C15 C20 H20A 109.5 . . ?
C15 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C15 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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
C3 C4 C5 N1 -0.9(12) . . . . ?
C5 C4 C3 C2 3.7(14) . . . . ?
C1 C2 C3 C4 -4.6(13) . . . . ?
O2 Mn1 O2 C7 57.4(4) 2_755 . . . ?
O1 Mn1 O2 C7 9.0(4) 2_755 . . . ?
O1 Mn1 O2 C7 105.7(4) . . . . ?
N1 Mn1 O2 C7 -86.4(4) 2_755 . . . ?
N1 Mn1 O2 C7 -158.6(4) . . . . ?
C13 C8 C9 N2 179.0(4) . . . . ?
C7 C8 C9 N2 -1.7(5) . . . . ?
C13 C8 C9 C10 -0.6(5) . . . . ?
C7 C8 C9 C10 178.7(4) . . . . ?
C8 C9 N2 C14 175.7(4) . . . . ?
C10 C9 N2 C14 -4.7(7) . . . . ?
C4 C5 N1 C1 -1.1(8) . . . . ?
C4 C5 N1 Mn1 168.7(5) . . . . ?
O2 Mn1 N1 C1 -91.4(3) 2_755 . . . ?
O2 Mn1 N1 C1 90.1(3) . . . . ?
O1 Mn1 N1 C1 24.8(8) 2_755 . . . ?
O1 Mn1 N1 C1 -177.9(3) . . . . ?
N1 Mn1 N1 C1 -4.6(3) 2_755 . . . ?
O2 Mn1 N1 C5 98.7(4) 2_755 . . . ?
O2 Mn1 N1 C5 -79.7(4) . . . . ?
O1 Mn1 N1 C5 -145.0(6) 2_755 . . . ?
O1 Mn1 N1 C5 12.2(4) . . . . ?
N1 Mn1 N1 C5 -174.4(4) 2_755 . . . ?
C9 C8 C13 C12 2.3(6) . . . . ?
C7 C8 C13 C12 -177.0(4) . . . . ?
C8 C13 C12 C11 -2.5(6) . . . . ?
C9 N2 C14 C15 83.4(6) . . . . ?
C9 N2 C14 C19 -98.9(5) . . . . ?
C19 C14 C15 C16 -0.5(5) . . . . ?
N2 C14 C15 C16 177.1(3) . . . . ?
C19 C14 C15 C20 179.1(4) . . . . ?
N2 C14 C15 C20 -3.3(5) . . . . ?
C17 C16 C15 C14 1.1(5) . . . . ?
C21 C16 C15 C14 -177.8(4) . . . . ?
C17 C16 C15 C20 -178.6(4) . . . . ?
C21 C16 C15 C20 2.6(5) . . . . ?
O2 Mn1 O1 C6 171.7(6) 2_755 . . . ?
O2 Mn1 O1 C6 -6.3(6) . . . . ?
O1 Mn1 O1 C6 80.1(6) 2_755 . . . ?
N1 Mn1 O1 C6 -122.8(7) 2_755 . . . ?
N1 Mn1 O1 C6 -94.7(6) . . . . ?
Mn1 O2 C7 O3 -9.5(7) . . . . ?
Mn1 O2 C7 C8 170.3(3) . . . . ?
C13 C8 C7 O3 -11.3(6) . . . . ?
C9 C8 C7 O3 169.4(4) . . . . ?
C13 C8 C7 O2 169.0(4) . . . . ?
C9 C8 C7 O2 -10.4(5) . . . . ?
C13 C12 C11 C10 1.0(6) . . . . ?
C12 C11 C10 C9 0.6(6) . . . . ?
N2 C9 C10 C11 179.5(4) . . . . ?
C8 C9 C10 C11 -0.8(5) . . . . ?
C5 N1 C1 C2 0.1(8) . . . . ?
Mn1 N1 C1 C2 -170.2(5) . . . . ?
C5 N1 C1 C1 -177.8(5) . . . 2_755 ?
Mn1 N1 C1 C1 11.9(6) . . . 2_755 ?
C3 C2 C1 N1 2.7(11) . . . . ?
C3 C2 C1 C1 -179.5(7) . . . 2_755 ?
C17 C18 C19 C14 -0.5(7) . . . . ?
C15 C14 C19 C18 0.3(6) . . . . ?
N2 C14 C19 C18 -177.4(4) . . . . ?
C19 C18 C17 C16 1.1(8) . . . . ?
C15 C16 C17 C18 -1.3(6) . . . . ?
C21 C16 C17 C18 177.5(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O2 0.86 1.99 2.641(4) 132.0 .
O1 H1A O3 0.85 1.74 2.557(4) 159.9 2_755

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.033


_database_code_depnum_ccdc_archive 'CCDC 931670'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H38 Mn N4 O5'
_chemical_formula_sum            'C42 H38 Mn N4 O5'
_chemical_formula_weight         733.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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   '
_symmetry_space_group_name_Hall  -P1

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

_cell_length_a                   9.548(4)
_cell_length_b                   12.224(5)
_cell_length_c                   15.873(7)
_cell_angle_alpha                96.746(7)
_cell_angle_beta                 96.434(8)
_cell_angle_gamma                97.868(8)
_cell_volume                     1806.8(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1160
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      21.84

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             766
_exptl_absorpt_coefficient_mu    0.417
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9363
_exptl_absorpt_correction_T_max  0.9556
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9150
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_sigmaI/netI    0.1078
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6323
_reflns_number_gt                3142
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0102P)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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6323
_refine_ls_number_parameters     479
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1360
_refine_ls_R_factor_gt           0.0534
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0691
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
Mn1 Mn 0.56356(6) 0.83320(4) 0.59105(4) 0.04775(18) Uani 1 1 d . . .
C1 C 0.5691(4) 0.5752(3) 0.6163(2) 0.0594(11) Uani 1 1 d . . .
H1 H 0.5025 0.5872 0.6536 0.071 Uiso 1 1 calc R . .
C2 C 0.6104(4) 0.4690(3) 0.6023(3) 0.0708(13) Uani 1 1 d . . .
H2 H 0.5727 0.4120 0.6309 0.085 Uiso 1 1 calc R . .
C3 C 0.7044(5) 0.4508(3) 0.5475(3) 0.0770(14) Uani 1 1 d . . .
H3 H 0.7311 0.3805 0.5379 0.092 Uiso 1 1 calc R . .
C4 C 0.7631(4) 0.5359(3) 0.5045(3) 0.0565(11) Uani 1 1 d . . .
C5 C 0.7202(4) 0.6411(3) 0.5229(2) 0.0463(10) Uani 1 1 d . . .
C6 C 0.7796(4) 0.7336(3) 0.4828(2) 0.0475(10) Uani 1 1 d . . .
C7 C 0.8810(4) 0.7186(3) 0.4278(2) 0.0571(11) Uani 1 1 d . . .
C8 C 0.9190(4) 0.6101(4) 0.4079(3) 0.0746(13) Uani 1 1 d . . .
H8 H 0.9842 0.5994 0.3695 0.090 Uiso 1 1 calc R . .
C9 C 0.8620(5) 0.5238(3) 0.4439(3) 0.0732(13) Uani 1 1 d . . .
H9 H 0.8873 0.4540 0.4291 0.088 Uiso 1 1 calc R . .
C10 C 0.9402(4) 0.8119(4) 0.3929(2) 0.0749(13) Uani 1 1 d . . .
H10 H 1.0096 0.8055 0.3567 0.090 Uiso 1 1 calc R . .
C11 C 0.8954(5) 0.9122(4) 0.4124(3) 0.0800(14) Uani 1 1 d . . .
H11 H 0.9334 0.9748 0.3897 0.096 Uiso 1 1 calc R . .
C12 C 0.7915(4) 0.9188(3) 0.4672(2) 0.0712(13) Uani 1 1 d . . .
H12 H 0.7611 0.9873 0.4798 0.085 Uiso 1 1 calc R . .
C13 C 0.7072(4) 1.0050(3) 0.6912(2) 0.0444(9) Uani 1 1 d . . .
C14 C 0.7958(4) 1.1047(3) 0.7432(2) 0.0417(9) Uani 1 1 d . . .
C15 C 0.7488(4) 1.2078(3) 0.7382(2) 0.0523(10) Uani 1 1 d . . .
H15 H 0.6621 1.2106 0.7060 0.063 Uiso 1 1 calc R . .
C16 C 0.8294(4) 1.3052(3) 0.7805(2) 0.0676(12) Uani 1 1 d . . .
H16 H 0.7972 1.3731 0.7768 0.081 Uiso 1 1 calc R . .
C17 C 0.9581(4) 1.3011(3) 0.8283(3) 0.0641(11) Uani 1 1 d . . .
H17 H 1.0126 1.3670 0.8562 0.077 Uiso 1 1 calc R . .
C18 C 1.0073(4) 1.2019(3) 0.8354(2) 0.0575(10) Uani 1 1 d . . .
H18 H 1.0937 1.2006 0.8685 0.069 Uiso 1 1 calc R . .
C19 C 0.9257(4) 1.1012(3) 0.7920(2) 0.0492(10) Uani 1 1 d . . .
C20 C 1.1136(4) 0.9875(3) 0.8353(2) 0.0537(10) Uani 1 1 d . . .
C21 C 1.2326(5) 1.0340(3) 0.8024(3) 0.0696(12) Uani 1 1 d . . .
H21 H 1.2213 1.0769 0.7582 0.084 Uiso 1 1 calc R . .
C22 C 1.3667(5) 1.0179(3) 0.8338(3) 0.0752(13) Uani 1 1 d . . .
H22 H 1.4462 1.0499 0.8116 0.090 Uiso 1 1 calc R . .
C23 C 1.3816(4) 0.9530(3) 0.8992(3) 0.0710(12) Uani 1 1 d . . .
H23 H 1.4722 0.9414 0.9208 0.085 Uiso 1 1 calc R . .
C24 C 1.2643(4) 0.9052(3) 0.9329(2) 0.0547(10) Uani 1 1 d . . .
C25 C 1.1285(4) 0.9221(3) 0.9015(2) 0.0486(10) Uani 1 1 d . . .
C26 C 1.2868(4) 0.8344(3) 1.0033(2) 0.0892(14) Uani 1 1 d . . .
H26A H 1.3866 0.8307 1.0158 0.134 Uiso 1 1 calc R . .
H26B H 1.2355 0.7606 0.9853 0.134 Uiso 1 1 calc R . .
H26C H 1.2526 0.8668 1.0537 0.134 Uiso 1 1 calc R . .
C27 C 0.9994(4) 0.8706(3) 0.9376(2) 0.0669(11) Uani 1 1 d . . .
H27A H 0.9173 0.9011 0.9159 0.100 Uiso 1 1 calc R . .
H27B H 1.0147 0.8867 0.9989 0.100 Uiso 1 1 calc R . .
H27C H 0.9840 0.7914 0.9210 0.100 Uiso 1 1 calc R . .
C28 C 0.2647(4) 0.7809(3) 0.6449(3) 0.0504(10) Uani 1 1 d . . .
C29 C 0.1684(4) 0.7278(2) 0.7021(2) 0.0417(9) Uani 1 1 d . . .
C30 C 0.0247(4) 0.7360(3) 0.6883(2) 0.0518(10) Uani 1 1 d . . .
H30 H -0.0058 0.7785 0.6469 0.062 Uiso 1 1 calc R . .
C31 C -0.0759(4) 0.6839(3) 0.7328(2) 0.0604(11) Uani 1 1 d . . .
H31 H -0.1714 0.6928 0.7232 0.072 Uiso 1 1 calc R . .
C32 C -0.0292(4) 0.6186(3) 0.7920(3) 0.0608(11) Uani 1 1 d . . .
H32 H -0.0953 0.5803 0.8210 0.073 Uiso 1 1 calc R . .
C33 C 0.1109(4) 0.6088(3) 0.8089(2) 0.0554(10) Uani 1 1 d . . .
H33 H 0.1391 0.5654 0.8503 0.067 Uiso 1 1 calc R . .
C34 C 0.2142(4) 0.6631(3) 0.7650(2) 0.0462(9) Uani 1 1 d . . .
C35 C 0.4152(4) 0.5666(3) 0.8179(2) 0.0524(10) Uani 1 1 d . . .
C36 C 0.3472(4) 0.4575(3) 0.7886(2) 0.0680(12) Uani 1 1 d . . .
H36 H 0.2647 0.4441 0.7495 0.082 Uiso 1 1 calc R . .
C37 C 0.4061(5) 0.3702(3) 0.8193(3) 0.0840(15) Uani 1 1 d . . .
H37 H 0.3621 0.2972 0.8015 0.101 Uiso 1 1 calc R . .
C38 C 0.5291(5) 0.3910(4) 0.8761(3) 0.0855(15) Uani 1 1 d . . .
H38 H 0.5675 0.3312 0.8956 0.103 Uiso 1 1 calc R . .
C39 C 0.5976(4) 0.4977(4) 0.9050(3) 0.0653(12) Uani 1 1 d . . .
C40 C 0.5406(4) 0.5875(3) 0.8744(2) 0.0553(11) Uani 1 1 d . . .
C41 C 0.7291(4) 0.5150(3) 0.9691(2) 0.0952(15) Uani 1 1 d . . .
H41A H 0.7058 0.5406 1.0247 0.143 Uiso 1 1 calc R . .
H41B H 0.7997 0.5697 0.9531 0.143 Uiso 1 1 calc R . .
H41C H 0.7659 0.4460 0.9707 0.143 Uiso 1 1 calc R . .
C42 C 0.6115(4) 0.7056(3) 0.9040(2) 0.0829(13) Uani 1 1 d . . .
H42A H 0.6834 0.7255 0.8685 0.124 Uiso 1 1 calc R . .
H42B H 0.6547 0.7117 0.9623 0.124 Uiso 1 1 calc R . .
H42C H 0.5416 0.7549 0.9002 0.124 Uiso 1 1 calc R . .
N1 N 0.6230(3) 0.6590(2) 0.57729(18) 0.0487(8) Uani 1 1 d . . .
N2 N 0.7332(3) 0.8328(2) 0.50237(17) 0.0537(8) Uani 1 1 d . . .
N3 N 0.9748(3) 1.0016(2) 0.7998(2) 0.0682(9) Uani 1 1 d . . .
H3A H 0.9155 0.9418 0.7814 0.082 Uiso 1 1 calc R . .
N4 N 0.3565(3) 0.6566(2) 0.78563(18) 0.0612(9) Uani 1 1 d . . .
H4A H 0.4163 0.7129 0.7782 0.073 Uiso 1 1 calc R . .
O1 O 0.7281(2) 0.90786(17) 0.70468(14) 0.0557(7) Uani 1 1 d . . .
O2 O 0.6120(2) 1.01579(16) 0.63214(14) 0.0493(6) Uani 1 1 d . . .
O3 O 0.3984(2) 0.78255(17) 0.66148(14) 0.0523(7) Uani 1 1 d . . .
O4 O 0.2067(3) 0.8170(2) 0.58143(17) 0.0748(8) Uani 1 1 d . . .
O1W O 0.4062(3) 0.8330(2) 0.48209(16) 0.0590(8) Uani 1 1 d . . .
H1WA H 0.334(3) 0.836(3) 0.515(2) 0.071 Uiso 1 1 d . . .
H1WB H 0.410(4) 0.866(3) 0.448(2) 0.071 Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O3 2.100(2) . ?
Mn1 O1W 2.159(3) . ?
Mn1 O2 2.220(2) . ?
Mn1 N2 2.262(3) . ?
Mn1 O1 2.267(2) . ?
Mn1 N1 2.270(3) . ?
Mn1 C13 2.600(4) . ?
C1 N1 1.331(4) . ?
C1 C2 1.408(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.341(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.410(4) . ?
C4 C9 1.431(4) . ?
C5 N1 1.359(4) . ?
C5 C6 1.442(4) . ?
C6 N2 1.361(4) . ?
C6 C7 1.390(4) . ?
C7 C10 1.403(5) . ?
C7 C8 1.432(5) . ?
C8 C9 1.337(5) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.366(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(4) . ?
C11 H11 0.9300 . ?
C12 N2 1.333(4) . ?
C12 H12 0.9300 . ?
C13 O2 1.262(4) . ?
C13 O1 1.270(3) . ?
C13 C14 1.485(4) . ?
C14 C15 1.402(4) . ?
C14 C19 1.395(4) . ?
C15 C16 1.380(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.371(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.420(4) . ?
C18 H18 0.9300 . ?
C19 N3 1.377(4) . ?
C20 C21 1.383(4) . ?
C20 C25 1.400(4) . ?
C20 N3 1.422(4) . ?
C21 C22 1.369(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.384(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.382(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.388(4) . ?
C24 C26 1.507(4) . ?
C25 C27 1.507(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 O4 1.250(4) . ?
C28 O3 1.271(4) . ?
C28 C29 1.501(4) . ?
C29 C30 1.384(4) . ?
C29 C34 1.413(4) . ?
C30 C31 1.385(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.377(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.360(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.409(4) . ?
C33 H33 0.9300 . ?
C34 N4 1.377(4) . ?
C35 C36 1.402(4) . ?
C35 C40 1.387(5) . ?
C35 N4 1.422(4) . ?
C36 C37 1.385(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.372(5) . ?
C37 H37 0.9300 . ?
C38 C39 1.377(5) . ?
C38 H38 0.9300 . ?
C39 C40 1.403(5) . ?
C39 C41 1.499(5) . ?
C40 C42 1.505(4) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
N3 H3A 0.8600 . ?
N4 H4A 0.8600 . ?
O1W H1WA 0.91(3) . ?
O1W H1WB 0.71(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Mn1 O1W 89.15(10) . . ?
O3 Mn1 O2 103.00(8) . . ?
O1W Mn1 O2 98.59(9) . . ?
O3 Mn1 N2 162.97(9) . . ?
O1W Mn1 N2 89.11(11) . . ?
O2 Mn1 N2 94.01(9) . . ?
O3 Mn1 O1 96.79(9) . . ?
O1W Mn1 O1 156.79(9) . . ?
O2 Mn1 O1 58.22(8) . . ?
N2 Mn1 O1 91.42(10) . . ?
O3 Mn1 N1 90.94(10) . . ?
O1W Mn1 N1 104.97(10) . . ?
O2 Mn1 N1 152.77(9) . . ?
N2 Mn1 N1 73.17(10) . . ?
O1 Mn1 N1 97.37(9) . . ?
O3 Mn1 C13 102.36(10) . . ?
O1W Mn1 C13 127.55(11) . . ?
O2 Mn1 C13 29.02(8) . . ?
N2 Mn1 C13 92.09(10) . . ?
O1 Mn1 C13 29.24(9) . . ?
N1 Mn1 C13 125.43(11) . . ?
N1 C1 C2 121.5(4) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 119.5(4) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 116.7(4) . . ?
C3 C4 C9 125.0(4) . . ?
C5 C4 C9 118.3(4) . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 C6 118.1(3) . . ?
C4 C5 C6 119.7(4) . . ?
N2 C6 C7 123.4(3) . . ?
N2 C6 C5 117.1(3) . . ?
C7 C6 C5 119.5(3) . . ?
C6 C7 C10 117.6(4) . . ?
C6 C7 C8 119.6(4) . . ?
C10 C7 C8 122.8(4) . . ?
C9 C8 C7 120.8(4) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C4 121.9(4) . . ?
C8 C9 H9 119.1 . . ?
C4 C9 H9 119.1 . . ?
C11 C10 C7 119.7(4) . . ?
C11 C10 H10 120.2 . . ?
C7 C10 H10 120.2 . . ?
C10 C11 C12 118.6(4) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 H11 120.7 . . ?
N2 C12 C11 123.8(4) . . ?
N2 C12 H12 118.1 . . ?
C11 C12 H12 118.1 . . ?
O2 C13 O1 119.2(3) . . ?
O2 C13 C14 120.5(3) . . ?
O1 C13 C14 120.3(3) . . ?
O2 C13 Mn1 58.57(17) . . ?
O1 C13 Mn1 60.71(18) . . ?
C14 C13 Mn1 175.8(2) . . ?
C15 C14 C19 119.2(3) . . ?
C15 C14 C13 117.4(3) . . ?
C19 C14 C13 123.3(3) . . ?
C16 C15 C14 120.9(4) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C17 119.6(4) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C18 C17 C16 121.3(4) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C19 119.6(4) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
N3 C19 C14 121.2(3) . . ?
N3 C19 C18 119.5(4) . . ?
C14 C19 C18 119.4(3) . . ?
C21 C20 C25 120.2(4) . . ?
C21 C20 N3 120.4(4) . . ?
C25 C20 N3 119.4(3) . . ?
C22 C21 C20 121.1(4) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 118.8(4) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
C22 C23 C24 121.2(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C25 120.1(4) . . ?
C23 C24 C26 118.9(4) . . ?
C25 C24 C26 121.0(4) . . ?
C20 C25 C24 118.6(3) . . ?
C20 C25 C27 120.6(4) . . ?
C24 C25 C27 120.8(4) . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O4 C28 O3 124.1(3) . . ?
O4 C28 C29 117.1(3) . . ?
O3 C28 C29 118.7(3) . . ?
C30 C29 C34 118.1(3) . . ?
C30 C29 C28 118.1(3) . . ?
C34 C29 C28 123.7(3) . . ?
C31 C30 C29 123.4(3) . . ?
C31 C30 H30 118.3 . . ?
C29 C30 H30 118.3 . . ?
C30 C31 C32 117.4(4) . . ?
C30 C31 H31 121.3 . . ?
C32 C31 H31 121.3 . . ?
C33 C32 C31 121.7(4) . . ?
C33 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
C32 C33 C34 121.1(4) . . ?
C32 C33 H33 119.4 . . ?
C34 C33 H33 119.4 . . ?
N4 C34 C33 120.5(3) . . ?
N4 C34 C29 121.2(3) . . ?
C33 C34 C29 118.2(3) . . ?
C36 C35 C40 121.3(3) . . ?
C36 C35 N4 118.7(4) . . ?
C40 C35 N4 120.0(3) . . ?
C37 C36 C35 118.3(4) . . ?
C37 C36 H36 120.8 . . ?
C35 C36 H36 120.8 . . ?
C38 C37 C36 120.3(4) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C37 C38 C39 122.0(4) . . ?
C37 C38 H38 119.0 . . ?
C39 C38 H38 119.0 . . ?
C38 C39 C40 118.8(4) . . ?
C38 C39 C41 119.4(4) . . ?
C40 C39 C41 121.7(4) . . ?
C35 C40 C39 119.2(4) . . ?
C35 C40 C42 120.0(3) . . ?
C39 C40 C42 120.8(4) . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C1 N1 C5 119.0(3) . . ?
C1 N1 Mn1 125.6(3) . . ?
C5 N1 Mn1 115.4(2) . . ?
C12 N2 C6 116.9(3) . . ?
C12 N2 Mn1 127.0(2) . . ?
C6 N2 Mn1 116.1(2) . . ?
C19 N3 C20 126.6(3) . . ?
C19 N3 H3A 116.7 . . ?
C20 N3 H3A 116.7 . . ?
C34 N4 C35 126.9(3) . . ?
C34 N4 H4A 116.5 . . ?
C35 N4 H4A 116.5 . . ?
C13 O1 Mn1 90.1(2) . . ?
C13 O2 Mn1 92.42(19) . . ?
C28 O3 Mn1 130.0(2) . . ?
Mn1 O1W H1WA 93(2) . . ?
Mn1 O1W H1WB 128(3) . . ?
H1WA O1W H1WB 120(4) . . ?

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
N1 C1 C2 C3 -1.1(6) . . . . ?
C1 C2 C3 C4 0.6(6) . . . . ?
C2 C3 C4 C5 1.0(6) . . . . ?
C2 C3 C4 C9 -178.8(4) . . . . ?
C3 C4 C5 N1 -2.2(5) . . . . ?
C9 C4 C5 N1 177.6(3) . . . . ?
C3 C4 C5 C6 178.2(3) . . . . ?
C9 C4 C5 C6 -2.0(5) . . . . ?
N1 C5 C6 N2 -0.2(5) . . . . ?
C4 C5 C6 N2 179.4(3) . . . . ?
N1 C5 C6 C7 179.0(3) . . . . ?
C4 C5 C6 C7 -1.4(5) . . . . ?
N2 C6 C7 C10 1.7(5) . . . . ?
C5 C6 C7 C10 -177.4(3) . . . . ?
N2 C6 C7 C8 -177.3(3) . . . . ?
C5 C6 C7 C8 3.5(5) . . . . ?
C6 C7 C8 C9 -2.3(6) . . . . ?
C10 C7 C8 C9 178.7(4) . . . . ?
C7 C8 C9 C4 -1.1(6) . . . . ?
C3 C4 C9 C8 -176.9(4) . . . . ?
C5 C4 C9 C8 3.3(6) . . . . ?
C6 C7 C10 C11 -1.2(6) . . . . ?
C8 C7 C10 C11 177.8(4) . . . . ?
C7 C10 C11 C12 0.2(6) . . . . ?
C10 C11 C12 N2 0.4(6) . . . . ?
O3 Mn1 C13 O2 -94.58(19) . . . . ?
O1W Mn1 C13 O2 4.0(2) . . . . ?
N2 Mn1 C13 O2 94.50(19) . . . . ?
O1 Mn1 C13 O2 -176.3(3) . . . . ?
N1 Mn1 C13 O2 165.25(18) . . . . ?
O3 Mn1 C13 O1 81.75(19) . . . . ?
O1W Mn1 C13 O1 -179.66(17) . . . . ?
O2 Mn1 C13 O1 176.3(3) . . . . ?
N2 Mn1 C13 O1 -89.18(19) . . . . ?
N1 Mn1 C13 O1 -18.4(2) . . . . ?
C19 C14 C15 C16 0.3(5) . . . . ?
C13 C14 C15 C16 -176.0(3) . . . . ?
C14 C15 C16 C17 0.0(5) . . . . ?
C15 C16 C17 C18 -0.6(6) . . . . ?
C16 C17 C18 C19 0.9(6) . . . . ?
C15 C14 C19 N3 178.9(3) . . . . ?
C13 C14 C19 N3 -5.0(5) . . . . ?
C15 C14 C19 C18 -0.1(5) . . . . ?
C13 C14 C19 C18 176.0(3) . . . . ?
C17 C18 C19 N3 -179.4(3) . . . . ?
C17 C18 C19 C14 -0.5(5) . . . . ?
C25 C20 C21 C22 -0.4(6) . . . . ?
N3 C20 C21 C22 -177.6(3) . . . . ?
C20 C21 C22 C23 0.5(6) . . . . ?
C21 C22 C23 C24 -0.2(6) . . . . ?
C22 C23 C24 C25 -0.3(6) . . . . ?
C22 C23 C24 C26 179.4(3) . . . . ?
C21 C20 C25 C24 -0.1(5) . . . . ?
N3 C20 C25 C24 177.2(3) . . . . ?
C21 C20 C25 C27 -179.7(3) . . . . ?
N3 C20 C25 C27 -2.5(5) . . . . ?
C23 C24 C25 C20 0.4(5) . . . . ?
C26 C24 C25 C20 -179.2(3) . . . . ?
C23 C24 C25 C27 -180.0(3) . . . . ?
C26 C24 C25 C27 0.4(5) . . . . ?
O4 C28 C29 C30 -8.9(5) . . . . ?
O3 C28 C29 C30 174.0(3) . . . . ?
O4 C28 C29 C34 166.3(3) . . . . ?
O3 C28 C29 C34 -10.9(5) . . . . ?
C34 C29 C30 C31 0.0(5) . . . . ?
C28 C29 C30 C31 175.4(3) . . . . ?
C29 C30 C31 C32 -1.9(5) . . . . ?
C30 C31 C32 C33 2.7(5) . . . . ?
C31 C32 C33 C34 -1.6(6) . . . . ?
C32 C33 C34 N4 177.0(3) . . . . ?
C32 C33 C34 C29 -0.4(5) . . . . ?
C30 C29 C34 N4 -176.2(3) . . . . ?
C28 C29 C34 N4 8.7(5) . . . . ?
C30 C29 C34 C33 1.2(5) . . . . ?
C28 C29 C34 C33 -174.0(3) . . . . ?
C40 C35 C36 C37 1.9(5) . . . . ?
N4 C35 C36 C37 179.1(3) . . . . ?
C35 C36 C37 C38 -1.0(6) . . . . ?
C36 C37 C38 C39 0.6(7) . . . . ?
C37 C38 C39 C40 -1.0(6) . . . . ?
C37 C38 C39 C41 178.1(4) . . . . ?
C36 C35 C40 C39 -2.3(5) . . . . ?
N4 C35 C40 C39 -179.5(3) . . . . ?
C36 C35 C40 C42 179.5(3) . . . . ?
N4 C35 C40 C42 2.3(5) . . . . ?
C38 C39 C40 C35 1.8(5) . . . . ?
C41 C39 C40 C35 -177.2(3) . . . . ?
C38 C39 C40 C42 -180.0(3) . . . . ?
C41 C39 C40 C42 1.0(5) . . . . ?
C2 C1 N1 C5 0.0(5) . . . . ?
C2 C1 N1 Mn1 178.6(3) . . . . ?
C4 C5 N1 C1 1.7(5) . . . . ?
C6 C5 N1 C1 -178.7(3) . . . . ?
C4 C5 N1 Mn1 -177.1(3) . . . . ?
C6 C5 N1 Mn1 2.6(4) . . . . ?
O3 Mn1 N1 C1 -7.6(3) . . . . ?
O1W Mn1 N1 C1 -97.0(3) . . . . ?
O2 Mn1 N1 C1 114.0(3) . . . . ?
N2 Mn1 N1 C1 178.6(3) . . . . ?
O1 Mn1 N1 C1 89.3(3) . . . . ?
C13 Mn1 N1 C1 98.3(3) . . . . ?
O3 Mn1 N1 C5 171.1(2) . . . . ?
O1W Mn1 N1 C5 81.7(2) . . . . ?
O2 Mn1 N1 C5 -67.4(3) . . . . ?
N2 Mn1 N1 C5 -2.7(2) . . . . ?
O1 Mn1 N1 C5 -92.0(2) . . . . ?
C13 Mn1 N1 C5 -83.0(2) . . . . ?
C11 C12 N2 C6 0.0(6) . . . . ?
C11 C12 N2 Mn1 -179.6(3) . . . . ?
C7 C6 N2 C12 -1.1(5) . . . . ?
C5 C6 N2 C12 178.0(3) . . . . ?
C7 C6 N2 Mn1 178.5(3) . . . . ?
C5 C6 N2 Mn1 -2.3(4) . . . . ?
O3 Mn1 N2 C12 160.5(3) . . . . ?
O1W Mn1 N2 C12 76.3(3) . . . . ?
O2 Mn1 N2 C12 -22.2(3) . . . . ?
O1 Mn1 N2 C12 -80.5(3) . . . . ?
N1 Mn1 N2 C12 -177.7(3) . . . . ?
C13 Mn1 N2 C12 -51.2(3) . . . . ?
O3 Mn1 N2 C6 -19.1(5) . . . . ?
O1W Mn1 N2 C6 -103.3(2) . . . . ?
O2 Mn1 N2 C6 158.1(2) . . . . ?
O1 Mn1 N2 C6 99.9(2) . . . . ?
N1 Mn1 N2 C6 2.6(2) . . . . ?
C13 Mn1 N2 C6 129.1(2) . . . . ?
C14 C19 N3 C20 169.0(3) . . . . ?
C18 C19 N3 C20 -12.1(6) . . . . ?
C21 C20 N3 C19 -57.0(5) . . . . ?
C25 C20 N3 C19 125.7(4) . . . . ?
C33 C34 N4 C35 30.4(5) . . . . ?
C29 C34 N4 C35 -152.3(3) . . . . ?
C36 C35 N4 C34 35.6(5) . . . . ?
C40 C35 N4 C34 -147.1(4) . . . . ?
O2 C13 O1 Mn1 3.6(3) . . . . ?
C14 C13 O1 Mn1 -175.3(3) . . . . ?
O3 Mn1 O1 C13 -103.21(19) . . . . ?
O1W Mn1 O1 C13 0.7(3) . . . . ?
O2 Mn1 O1 C13 -2.10(18) . . . . ?
N2 Mn1 O1 C13 91.74(19) . . . . ?
N1 Mn1 O1 C13 164.95(19) . . . . ?
O1 C13 O2 Mn1 -3.7(3) . . . . ?
C14 C13 O2 Mn1 175.2(3) . . . . ?
O3 Mn1 O2 C13 92.1(2) . . . . ?
O1W Mn1 O2 C13 -176.78(19) . . . . ?
N2 Mn1 O2 C13 -87.1(2) . . . . ?
O1 Mn1 O2 C13 2.11(18) . . . . ?
N1 Mn1 O2 C13 -26.9(3) . . . . ?
O4 C28 O3 Mn1 -3.9(5) . . . . ?
C29 C28 O3 Mn1 172.99(19) . . . . ?
O1W Mn1 O3 C28 -13.3(3) . . . . ?
O2 Mn1 O3 C28 85.4(3) . . . . ?
N2 Mn1 O3 C28 -97.5(4) . . . . ?
O1 Mn1 O3 C28 144.2(3) . . . . ?
N1 Mn1 O3 C28 -118.2(3) . . . . ?
C13 Mn1 O3 C28 115.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O1 0.86 2.01 2.683(4) 134.3 .
N4 H4A O3 0.86 2.13 2.671(3) 120.7 .
O1W H1WA O4 0.91(3) 1.71(3) 2.607(3) 169(3) .
O1W H1WB O2 0.71(3) 2.06(3) 2.746(3) 165(4) 2_676

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.053
_database_code_depnum_ccdc_archive 'CCDC 955463'
