# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

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

data_FO5514
_database_code_depnum_ccdc_archive 'CCDC 1488835'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2017-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Br Mn N4 O3'
_chemical_formula_sum            'C14 H16 Br Mn N4 O3'
_chemical_formula_weight         423.16

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   10.0995(2)
_cell_length_b                   14.5864(3)
_cell_length_c                   11.3819(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1676.73(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    3607
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      27.43

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.048
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.042
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.676
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    3.189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6543
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3607
_diffrn_reflns_av_R_equivalents  0.0144
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         27.43
_reflns_number_total             1980
_reflns_number_gt                1874
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0055P)²+1.8394P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1980
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0214
_refine_ls_wR_factor_ref         0.0461
_refine_ls_wR_factor_gt          0.0447
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.62272(3) 0.7500 0.41833(3) 0.01299(8) Uani 1 2 d S . .
Br1 Br 0.68155(2) 0.7500 0.63980(2) 0.02398(7) Uani 1 2 d S . .
O1 O 0.84453(12) 0.88069(9) 0.39978(12) 0.0278(3) Uani 1 1 d . . .
O2 O 0.59923(19) 0.7500 0.16050(15) 0.0278(4) Uani 1 2 d S . .
N12 N 0.47285(12) 0.65178(9) 0.43821(11) 0.0145(3) Uani 1 1 d . . .
N11 N 0.36134(12) 0.66857(9) 0.50395(11) 0.0151(3) Uani 1 1 d . . .
C13 C 0.44861(15) 0.57161(11) 0.38392(13) 0.0157(3) Uani 1 1 d . . .
C14 C 0.32309(16) 0.53817(11) 0.41574(14) 0.0176(3) Uani 1 1 d . . .
H14 H 0.2848(19) 0.4819(14) 0.3906(17) 0.026(5) Uiso 1 1 d . . .
C15 C 0.26969(15) 0.60150(11) 0.49189(14) 0.0167(3) Uani 1 1 d . . .
C1 C 0.3549(2) 0.7500 0.5762(2) 0.0167(4) Uani 1 2 d S . .
H1B H 0.272(3) 0.7500 0.616(3) 0.026(7) Uiso 1 2 d S . .
H1A H 0.426(3) 0.7500 0.630(2) 0.022(7) Uiso 1 2 d S . .
C17 C 0.14067(17) 0.60327(13) 0.55673(17) 0.0222(4) Uani 1 1 d . . .
H17C H 0.095(2) 0.5494(16) 0.5391(19) 0.034(6) Uiso 1 1 d . . .
H17B H 0.088(2) 0.6557(16) 0.5327(19) 0.035(6) Uiso 1 1 d . . .
H17A H 0.152(2) 0.6076(16) 0.641(2) 0.040(6) Uiso 1 1 d . . .
C16 C 0.54392(17) 0.52684(12) 0.30159(15) 0.0198(3) Uani 1 1 d . . .
H16C H 0.552(2) 0.5591(16) 0.231(2) 0.040(6) Uiso 1 1 d . . .
H16B H 0.513(2) 0.4673(16) 0.2821(19) 0.039(6) Uiso 1 1 d . . .
H16A H 0.630(2) 0.5207(16) 0.335(2) 0.036(6) Uiso 1 1 d . . .
C2 C 0.75401(16) 0.83320(11) 0.40746(14) 0.0185(3) Uani 1 1 d . . .
C3 C 0.6048(2) 0.7500 0.2617(2) 0.0182(5) Uani 1 2 d S . .


_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 C3 1.791(3) . ?
Mn1 C2 1.8017(17) 7_575 ?
Mn1 C2 1.8018(17) . ?
Mn1 N12 2.0963(13) . ?
Mn1 N12 2.0963(13) 7_575 ?
Mn1 Br1 2.5898(4) . ?
O1 C2 1.150(2) . ?
O2 C3 1.154(3) . ?
N12 C13 1.345(2) . ?
N12 N11 1.3741(17) . ?
N11 C15 1.354(2) . ?
N11 C1 1.4461(18) . ?
C13 C14 1.406(2) . ?
C13 C16 1.494(2) . ?
C14 C15 1.377(2) . ?
C14 H14 0.95(2) . ?
C15 C17 1.498(2) . ?
C1 N11 1.4460(18) 7_575 ?
C1 H1B 0.96(3) . ?
C1 H1A 0.95(3) . ?
C17 H17C 0.93(2) . ?
C17 H17B 0.97(2) . ?
C17 H17A 0.97(2) . ?
C16 H16C 0.93(2) . ?
C16 H16B 0.95(2) . ?
C16 H16A 0.96(2) . ?

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
C3 Mn1 C2 90.34(7) . 7_575 ?
C3 Mn1 C2 90.34(7) . . ?
C2 Mn1 C2 84.69(10) 7_575 . ?
C3 Mn1 N12 91.98(6) . . ?
C2 Mn1 N12 94.50(6) 7_575 . ?
C2 Mn1 N12 177.55(6) . . ?
C3 Mn1 N12 91.98(6) . 7_575 ?
C2 Mn1 N12 177.55(6) 7_575 7_575 ?
C2 Mn1 N12 94.50(6) . 7_575 ?
N12 Mn1 N12 86.22(7) . 7_575 ?
C3 Mn1 Br1 172.53(7) . . ?
C2 Mn1 Br1 84.14(5) 7_575 . ?
C2 Mn1 Br1 84.14(5) . . ?
N12 Mn1 Br1 93.47(4) . . ?
N12 Mn1 Br1 93.47(4) 7_575 . ?
C13 N12 N11 104.83(12) . . ?
C13 N12 Mn1 132.53(11) . . ?
N11 N12 Mn1 121.92(10) . . ?
C15 N11 N12 112.11(13) . . ?
C15 N11 C1 128.34(15) . . ?
N12 N11 C1 119.54(14) . . ?
N12 C13 C14 110.33(14) . . ?
N12 C13 C16 123.43(14) . . ?
C14 C13 C16 126.24(15) . . ?
C15 C14 C13 106.42(14) . . ?
C15 C14 H14 127.5(12) . . ?
C13 C14 H14 126.0(12) . . ?
N11 C15 C14 106.31(14) . . ?
N11 C15 C17 122.17(15) . . ?
C14 C15 C17 131.50(15) . . ?
N11 C1 N11 110.45(18) 7_575 . ?
N11 C1 H1B 108.2(9) 7_575 . ?
N11 C1 H1B 108.2(9) . . ?
N11 C1 H1A 109.7(8) 7_575 . ?
N11 C1 H1A 109.7(8) . . ?
H1B C1 H1A 111(2) . . ?
C15 C17 H17C 108.2(13) . . ?
C15 C17 H17B 110.5(13) . . ?
H17C C17 H17B 109.3(17) . . ?
C15 C17 H17A 112.9(13) . . ?
H17C C17 H17A 109.0(19) . . ?
H17B C17 H17A 106.9(18) . . ?
C13 C16 H16C 111.9(14) . . ?
C13 C16 H16B 109.4(14) . . ?
H16C C16 H16B 106.8(19) . . ?
C13 C16 H16A 112.2(13) . . ?
H16C C16 H16A 108.2(19) . . ?
H16B C16 H16A 108.1(19) . . ?
O1 C2 Mn1 174.68(15) . . ?
O2 C3 Mn1 177.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.43
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.055
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_FO6147
_database_code_depnum_ccdc_archive 'CCDC 1505640'
_audit_update_record             
;
2016-09-21 deposited with the CCDC.
2017-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H18 N4 O'
_chemical_formula_sum            'C12 H18 N4 O'
_chemical_formula_weight         234.30

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'

_symmetry_cell_setting           triclinic
_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                   7.4242(2)
_cell_length_b                   8.6729(3)
_cell_length_c                   10.7671(4)
_cell_angle_alpha                99.558(2)
_cell_angle_beta                 103.319(2)
_cell_angle_gamma                111.723(2)
_cell_volume                     602.02(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    3831
_cell_measurement_theta_min      2.02
_cell_measurement_theta_max      27.48

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.142
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.112
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             252
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6782
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3831
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.48
_reflns_number_total             2718
_reflns_number_gt                2392
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0295P)²+0.6010P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2718
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1187
_refine_ls_wR_factor_gt          0.1114
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
O1 O 0.33934(19) 0.23992(16) 0.40228(12) 0.0215(3) Uani 1 1 d . . .
N1 N 0.5745(2) 0.29423(17) 0.75751(14) 0.0174(3) Uani 1 1 d . . .
N2 N 0.5656(2) 0.13248(18) 0.75097(14) 0.0195(3) Uani 1 1 d . . .
N3 N 0.3133(2) 0.37557(17) 0.65682(13) 0.0166(3) Uani 1 1 d . . .
N4 N 0.3230(2) 0.53286(18) 0.64589(14) 0.0184(3) Uani 1 1 d . . .
C1 C 0.4806(2) 0.3330(2) 0.63976(16) 0.0174(3) Uani 1 1 d . . .
H1 H 0.582(3) 0.441(2) 0.6321(17) 0.011(4) Uiso 1 1 d . . .
C2 C 0.4161(3) 0.1889(2) 0.51314(16) 0.0195(3) Uani 1 1 d . . .
H2B H 0.308(3) 0.080(3) 0.5149(19) 0.020(5) Uiso 1 1 d . . .
H2A H 0.536(3) 0.167(2) 0.5084(18) 0.017(5) Uiso 1 1 d . . .
C3 C 0.6772(3) 0.4050(2) 0.88142(17) 0.0201(3) Uani 1 1 d . . .
C4 C 0.7377(3) 0.3112(2) 0.95894(17) 0.0227(4) Uani 1 1 d . . .
H4 H 0.816(3) 0.354(3) 1.052(2) 0.025(5) Uiso 1 1 d . . .
C5 C 0.6663(3) 0.1441(2) 0.87440(17) 0.0204(3) Uani 1 1 d . . .
C6 C 0.6908(3) -0.0087(3) 0.9078(2) 0.0264(4) Uani 1 1 d . . .
H6B H 0.827(5) 0.020(4) 0.959(3) 0.072(9) Uiso 1 1 d . . .
H6A H 0.612(5) -0.056(4) 0.959(3) 0.077(10) Uiso 1 1 d . . .
H6C H 0.661(5) -0.100(4) 0.831(3) 0.071(9) Uiso 1 1 d . . .
C7 C 0.7093(3) 0.5893(2) 0.91472(19) 0.0276(4) Uani 1 1 d . . .
H7C H 0.580(4) 0.598(3) 0.909(2) 0.044(7) Uiso 1 1 d . . .
H7B H 0.808(4) 0.651(3) 1.005(2) 0.037(6) Uiso 1 1 d . . .
H7A H 0.765(4) 0.651(3) 0.851(2) 0.041(6) Uiso 1 1 d . . .
C8 C 0.1462(2) 0.2850(2) 0.68922(16) 0.0187(3) Uani 1 1 d . . .
C9 C 0.0440(3) 0.3878(2) 0.69818(17) 0.0209(4) Uani 1 1 d . . .
H9 H -0.076(3) 0.363(3) 0.721(2) 0.031(6) Uiso 1 1 d . . .
C10 C 0.1583(2) 0.5401(2) 0.67074(16) 0.0191(3) Uani 1 1 d . . .
C11 C 0.1194(3) 0.6971(3) 0.66903(19) 0.0248(4) Uani 1 1 d . . .
H11C H -0.010(5) 0.672(4) 0.611(3) 0.058(8) Uiso 1 1 d . . .
H11B H 0.219(5) 0.782(4) 0.646(3) 0.062(8) Uiso 1 1 d . . .
H11A H 0.121(4) 0.753(4) 0.756(3) 0.060(8) Uiso 1 1 d . . .
C12 C 0.0989(3) 0.1124(2) 0.7138(2) 0.0247(4) Uani 1 1 d . . .
H12C H -0.030(4) 0.071(3) 0.733(2) 0.033(6) Uiso 1 1 d . . .
H12B H 0.207(4) 0.118(3) 0.792(2) 0.041(6) Uiso 1 1 d . . .
H12A H 0.092(3) 0.027(3) 0.640(2) 0.036(6) Uiso 1 1 d . . .
H1O1 H 0.447(4) 0.310(4) 0.384(3) 0.049(7) 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
O1 C2 1.4120(19) . ?
O1 H1O1 0.90(3) . ?
N1 C3 1.359(2) . ?
N1 N2 1.3688(18) . ?
N1 C1 1.454(2) . ?
N2 C5 1.333(2) . ?
N3 C8 1.359(2) . ?
N3 N4 1.3655(18) . ?
N3 C1 1.462(2) . ?
N4 C10 1.331(2) . ?
C1 C2 1.530(2) . ?
C1 H1 0.991(18) . ?
C2 H2B 1.00(2) . ?
C2 H2A 0.989(19) . ?
C3 C4 1.372(2) . ?
C3 C7 1.493(2) . ?
C4 C5 1.407(2) . ?
C4 H4 0.96(2) . ?
C5 C6 1.492(2) . ?
C6 H6B 0.95(3) . ?
C6 H6A 0.93(4) . ?
C6 H6C 0.96(3) . ?
C7 H7C 0.98(3) . ?
C7 H7B 0.99(2) . ?
C7 H7A 1.01(3) . ?
C8 C9 1.374(2) . ?
C8 C12 1.489(2) . ?
C9 C10 1.403(2) . ?
C9 H9 0.94(2) . ?
C10 C11 1.495(2) . ?
C11 H11C 0.94(3) . ?
C11 H11B 0.95(3) . ?
C11 H11A 0.98(3) . ?
C12 H12C 0.98(2) . ?
C12 H12B 1.00(3) . ?
C12 H12A 0.97(2) . ?

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
C2 O1 H1O1 107.3(17) . . ?
C3 N1 N2 112.69(13) . . ?
C3 N1 C1 126.76(14) . . ?
N2 N1 C1 120.55(13) . . ?
C5 N2 N1 104.24(13) . . ?
C8 N3 N4 111.79(13) . . ?
C8 N3 C1 130.04(14) . . ?
N4 N3 C1 118.08(13) . . ?
C10 N4 N3 105.49(13) . . ?
N1 C1 N3 110.42(13) . . ?
N1 C1 C2 112.03(13) . . ?
N3 C1 C2 113.01(13) . . ?
N1 C1 H1 108.3(10) . . ?
N3 C1 H1 104.2(10) . . ?
C2 C1 H1 108.5(10) . . ?
O1 C2 C1 109.03(13) . . ?
O1 C2 H2B 109.1(11) . . ?
C1 C2 H2B 110.8(11) . . ?
O1 C2 H2A 111.6(11) . . ?
C1 C2 H2A 108.5(11) . . ?
H2B C2 H2A 107.7(16) . . ?
N1 C3 C4 105.77(15) . . ?
N1 C3 C7 123.23(15) . . ?
C4 C3 C7 131.00(16) . . ?
C3 C4 C5 106.11(15) . . ?
C3 C4 H4 126.3(13) . . ?
C5 C4 H4 127.6(12) . . ?
N2 C5 C4 111.18(15) . . ?
N2 C5 C6 120.49(16) . . ?
C4 C5 C6 128.33(16) . . ?
C5 C6 H6B 112.1(19) . . ?
C5 C6 H6A 113(2) . . ?
H6B C6 H6A 105(3) . . ?
C5 C6 H6C 113.4(18) . . ?
H6B C6 H6C 104(3) . . ?
H6A C6 H6C 108(3) . . ?
C3 C7 H7C 111.3(15) . . ?
C3 C7 H7B 109.8(13) . . ?
H7C C7 H7B 110(2) . . ?
C3 C7 H7A 112.0(14) . . ?
H7C C7 H7A 105.9(19) . . ?
H7B C7 H7A 108(2) . . ?
N3 C8 C9 105.93(15) . . ?
N3 C8 C12 124.27(15) . . ?
C9 C8 C12 129.76(16) . . ?
C8 C9 C10 106.55(15) . . ?
C8 C9 H9 126.8(13) . . ?
C10 C9 H9 126.7(13) . . ?
N4 C10 C9 110.24(15) . . ?
N4 C10 C11 120.47(16) . . ?
C9 C10 C11 129.29(16) . . ?
C10 C11 H11C 113.1(17) . . ?
C10 C11 H11B 112.5(18) . . ?
H11C C11 H11B 108(2) . . ?
C10 C11 H11A 111.8(16) . . ?
H11C C11 H11A 105(2) . . ?
H11B C11 H11A 106(2) . . ?
C8 C12 H12C 109.9(13) . . ?
C8 C12 H12B 111.5(14) . . ?
H12C C12 H12B 107.7(19) . . ?
C8 C12 H12A 113.3(14) . . ?
H12C C12 H12A 109.1(19) . . ?
H12B C12 H12A 105.2(19) . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.050
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_FO5756
_database_code_depnum_ccdc_archive 'CCDC 1488839'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2017-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C24 H34 Mn N8 O2, C24 H36 Mn N8 O2, 2(C5 Mn O5)'
_chemical_formula_sum            'C29 H35 Mn2 N8 O7'
_chemical_formula_weight         717.53

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  '-P 1'

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

_cell_length_a                   11.6573(3)
_cell_length_b                   14.7441(3)
_cell_length_c                   20.6894(5)
_cell_angle_alpha                85.371(2)
_cell_angle_beta                 81.709(1)
_cell_angle_gamma                69.787(1)
_cell_volume                     3300.32(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    38249
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.10

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.045
_exptl_crystal_size_mid          0.042
_exptl_crystal_size_min          0.038
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1484
_exptl_absorpt_coefficient_mu    0.822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6329
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38249
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_sigmaI/netI    0.0461
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         27.10
_reflns_number_total             14363
_reflns_number_gt                11312
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0522P)²+5.1260P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         14363
_refine_ls_number_parameters     853
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1316
_refine_ls_wR_factor_gt          0.1183
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
Mn1A Mn 0.83079(3) 0.25512(3) 0.619487(19) 0.01980(10) Uani 1 1 d . . .
O1A O 0.68954(16) 0.25159(15) 0.69428(9) 0.0227(4) Uani 1 1 d . . .
O2A O 0.94379(16) 0.27204(15) 0.68405(9) 0.0242(4) Uani 1 1 d . . .
N1A N 0.69695(19) 0.24489(17) 0.55179(11) 0.0205(5) Uani 1 1 d . . .
N2A N 0.57468(19) 0.29043(17) 0.57299(11) 0.0200(5) Uani 1 1 d . . .
N3A N 0.7177(2) 0.41249(18) 0.60946(11) 0.0227(5) Uani 1 1 d . . .
N4A N 0.5935(2) 0.43282(17) 0.61002(11) 0.0213(5) Uani 1 1 d . . .
N5A N 0.93204(19) 0.09465(18) 0.62822(11) 0.0229(5) Uani 1 1 d . . .
N6A N 1.0472(2) 0.07157(18) 0.64691(11) 0.0219(5) Uani 1 1 d . . .
N7A N 1.0027(2) 0.24275(19) 0.54726(11) 0.0243(5) Uani 1 1 d . . .
N8A N 1.10903(19) 0.17588(18) 0.56539(11) 0.0226(5) Uani 1 1 d . . .
C1A C 0.5393(2) 0.3575(2) 0.62628(13) 0.0199(5) Uani 1 1 d . . .
H1AA H 0.4480 0.3900 0.6291 0.024 Uiso 1 1 calc R . .
C2A C 0.5003(2) 0.2640(2) 0.53959(13) 0.0222(6) Uani 1 1 d . . .
C3A C 0.5774(2) 0.1994(2) 0.49463(13) 0.0235(6) Uani 1 1 d . . .
H3AA H 0.5537 0.1677 0.4634 0.028 Uiso 1 1 calc R . .
C4A C 0.6984(2) 0.1894(2) 0.50393(13) 0.0222(6) Uani 1 1 d . . .
C5A C 0.8178(3) 0.1296(2) 0.46804(15) 0.0289(6) Uani 1 1 d . . .
H5AA H 0.8194 0.0629 0.4668 0.043 Uiso 1 1 calc R . .
H5AB H 0.8859 0.1306 0.4904 0.043 Uiso 1 1 calc R . .
H5AC H 0.8265 0.1561 0.4233 0.043 Uiso 1 1 calc R . .
C6A C 0.3628(2) 0.3020(2) 0.55500(15) 0.0283(6) Uani 1 1 d . . .
H6AA H 0.3259 0.2778 0.5235 0.042 Uiso 1 1 calc R . .
H6AB H 0.3336 0.3728 0.5523 0.042 Uiso 1 1 calc R . .
H6AC H 0.3391 0.2801 0.5993 0.042 Uiso 1 1 calc R . .
C7A C 0.5349(3) 0.5274(2) 0.59658(15) 0.0287(6) Uani 1 1 d . . .
C8A C 0.6239(3) 0.5707(2) 0.58850(15) 0.0309(7) Uani 1 1 d . . .
H8AA H 0.6118 0.6373 0.5796 0.037 Uiso 1 1 calc R . .
C9A C 0.7360(3) 0.4964(2) 0.59606(13) 0.0252(6) Uani 1 1 d . . .
C10A C 0.8631(3) 0.5027(3) 0.58922(16) 0.0322(7) Uani 1 1 d . . .
H10A H 0.8629 0.5540 0.6166 0.048 Uiso 1 1 calc R . .
H10B H 0.8882 0.5174 0.5435 0.048 Uiso 1 1 calc R . .
H10C H 0.9210 0.4408 0.6032 0.048 Uiso 1 1 calc R . .
C11A C 0.4006(3) 0.5682(3) 0.5895(2) 0.0454(9) Uani 1 1 d . . .
H11A H 0.3775 0.6379 0.5796 0.068 Uiso 1 1 calc R . .
H11B H 0.3527 0.5570 0.6305 0.068 Uiso 1 1 calc R . .
H11C H 0.3836 0.5366 0.5540 0.068 Uiso 1 1 calc R . .
C12A C 0.5656(2) 0.3063(2) 0.69228(13) 0.0221(6) Uani 1 1 d . . .
H12A H 0.5393 0.3553 0.7264 0.027 Uiso 1 1 calc R . .
H12B H 0.5158 0.2634 0.7026 0.027 Uiso 1 1 calc R . .
C13A C 1.1144(2) 0.1398(2) 0.63260(13) 0.0234(6) Uani 1 1 d . . .
H13A H 1.2028 0.1031 0.6373 0.028 Uiso 1 1 calc R . .
C14A C 1.0817(3) -0.0142(2) 0.67966(14) 0.0254(6) Uani 1 1 d . . .
C15A C 0.9862(3) -0.0505(2) 0.68188(14) 0.0261(6) Uani 1 1 d . . .
H15A H 0.9828 -0.1103 0.7013 0.031 Uiso 1 1 calc R . .
C16A C 0.8960(2) 0.0194(2) 0.64949(13) 0.0222(6) Uani 1 1 d . . .
C17A C 0.7728(3) 0.0178(2) 0.63818(16) 0.0293(6) Uani 1 1 d . . .
H17A H 0.7663 -0.0456 0.6520 0.044 Uiso 1 1 calc R . .
H17B H 0.7637 0.0298 0.5916 0.044 Uiso 1 1 calc R . .
H17C H 0.7077 0.0681 0.6635 0.044 Uiso 1 1 calc R . .
C18A C 1.2014(3) -0.0538(3) 0.70690(19) 0.0403(8) Uani 1 1 d . . .
H18A H 1.2032 -0.1112 0.7347 0.061 Uiso 1 1 calc R . .
H18B H 1.2109 -0.0048 0.7329 0.061 Uiso 1 1 calc R . .
H18C H 1.2690 -0.0715 0.6710 0.061 Uiso 1 1 calc R . .
C19A C 1.1999(3) 0.1531(2) 0.51348(15) 0.0265(6) Uani 1 1 d . . .
C20A C 1.1508(3) 0.2080(2) 0.46123(15) 0.0298(7) Uani 1 1 d . . .
H20A H 1.1914 0.2090 0.4180 0.036 Uiso 1 1 calc R . .
C21A C 1.0287(3) 0.2627(2) 0.48388(14) 0.0270(6) Uani 1 1 d . . .
C22A C 0.9320(3) 0.3334(3) 0.44752(15) 0.0343(7) Uani 1 1 d . . .
H22A H 0.9326 0.3071 0.4054 0.051 Uiso 1 1 calc R . .
H22B H 0.9489 0.3944 0.4401 0.051 Uiso 1 1 calc R . .
H22C H 0.8510 0.3453 0.4732 0.051 Uiso 1 1 calc R . .
C23A C 1.3247(3) 0.0811(2) 0.51864(17) 0.0340(7) Uani 1 1 d . . .
H23A H 1.3614 0.0996 0.5529 0.051 Uiso 1 1 calc R . .
H23B H 1.3768 0.0793 0.4768 0.051 Uiso 1 1 calc R . .
H23C H 1.3180 0.0171 0.5296 0.051 Uiso 1 1 calc R . .
C24A C 1.0700(2) 0.2213(2) 0.68135(14) 0.0247(6) Uani 1 1 d . . .
H24A H 1.0888 0.1936 0.7254 0.030 Uiso 1 1 calc R . .
H24B H 1.1156 0.2669 0.6688 0.030 Uiso 1 1 calc R . .
Mn1B Mn 0.77842(4) 0.30169(3) 0.86402(2) 0.02042(10) Uani 1 1 d . . .
O1B O 0.85405(18) 0.36352(15) 0.78132(10) 0.0241(4) Uani 1 1 d . . .
O2B O 0.73510(17) 0.20827(14) 0.80617(9) 0.0223(4) Uani 1 1 d . . .
N1B N 0.6004(2) 0.42463(18) 0.85138(12) 0.0249(5) Uani 1 1 d . . .
N2B N 0.6153(2) 0.50798(18) 0.82457(12) 0.0252(5) Uani 1 1 d . . .
N3B N 0.8111(2) 0.41892(18) 0.91516(11) 0.0249(5) Uani 1 1 d . . .
N4B N 0.7729(2) 0.50953(18) 0.88597(11) 0.0237(5) Uani 1 1 d . . .
N5B N 0.7165(2) 0.20981(18) 0.94639(11) 0.0248(5) Uani 1 1 d . . .
N6B N 0.7433(2) 0.11523(18) 0.93256(11) 0.0227(5) Uani 1 1 d . . .
N7B N 0.9583(2) 0.17915(18) 0.86726(12) 0.0238(5) Uani 1 1 d . . .
N8B N 0.9492(2) 0.08999(17) 0.88322(11) 0.0221(5) Uani 1 1 d . . .
C1B C 0.7337(2) 0.5232(2) 0.82146(14) 0.0246(6) Uani 1 1 d . . .
H1BA H 0.7193 0.5925 0.8079 0.030 Uiso 1 1 calc R . .
C2B C 0.5122(3) 0.5676(2) 0.80005(15) 0.0315(7) Uani 1 1 d . . .
C3B C 0.4272(3) 0.5213(2) 0.81309(15) 0.0322(7) Uani 1 1 d . . .
H3BA H 0.3451 0.5445 0.8025 0.039 Uiso 1 1 calc R . .
C4B C 0.4847(3) 0.4333(2) 0.84495(14) 0.0280(6) Uani 1 1 d . . .
C5B C 0.4346(3) 0.3543(3) 0.86878(16) 0.0364(8) Uani 1 1 d . . .
H5BA H 0.3745 0.3528 0.8407 0.055 Uiso 1 1 calc R . .
H5BB H 0.3943 0.3662 0.9138 0.055 Uiso 1 1 calc R . .
H5BC H 0.5021 0.2921 0.8675 0.055 Uiso 1 1 calc R . .
C6B C 0.5080(3) 0.6609(3) 0.7647(2) 0.0440(9) Uani 1 1 d . . .
H6BA H 0.4262 0.6929 0.7508 0.066 Uiso 1 1 calc R . .
H6BB H 0.5704 0.6481 0.7263 0.066 Uiso 1 1 calc R . .
H6BC H 0.5245 0.7028 0.7939 0.066 Uiso 1 1 calc R . .
C7B C 0.7777(3) 0.5775(2) 0.92511(15) 0.0285(6) Uani 1 1 d . . .
C8B C 0.8222(3) 0.5294(3) 0.98044(15) 0.0322(7) Uani 1 1 d . . .
H8BA H 0.8368 0.5570 1.0171 0.039 Uiso 1 1 calc R . .
C9B C 0.8420(3) 0.4316(2) 0.97252(14) 0.0297(7) Uani 1 1 d . . .
C10B C 0.8895(3) 0.3474(3) 1.01833(16) 0.0397(8) Uani 1 1 d . . .
H10D H 0.9716 0.3429 1.0274 0.060 Uiso 1 1 calc R . .
H10E H 0.8947 0.2878 0.9984 0.060 Uiso 1 1 calc R . .
H10F H 0.8335 0.3562 1.0593 0.060 Uiso 1 1 calc R . .
C11B C 0.7403(3) 0.6827(2) 0.90481(17) 0.0391(8) Uani 1 1 d . . .
H11D H 0.6551 0.7053 0.8948 0.059 Uiso 1 1 calc R . .
H11E H 0.7949 0.6915 0.8659 0.059 Uiso 1 1 calc R . .
H11F H 0.7466 0.7200 0.9405 0.059 Uiso 1 1 calc R . .
C12B C 0.8309(3) 0.4623(2) 0.76993(13) 0.0241(6) Uani 1 1 d . . .
H12C H 0.8028 0.4812 0.7263 0.029 Uiso 1 1 calc R . .
H12D H 0.9085 0.4759 0.7695 0.029 Uiso 1 1 calc R . .
C13B C 0.8355(2) 0.0724(2) 0.87790(14) 0.0230(6) Uani 1 1 d . . .
H13B H 0.8537 0.0009 0.8817 0.028 Uiso 1 1 calc R . .
C14B C 0.6715(3) 0.0732(2) 0.97281(14) 0.0272(6) Uani 1 1 d . . .
C15B C 0.5966(3) 0.1437(3) 1.01457(14) 0.0310(7) Uani 1 1 d . . .
H15B H 0.5360 0.1372 1.0488 0.037 Uiso 1 1 calc R . .
C16B C 0.6271(3) 0.2269(2) 0.99681(14) 0.0286(7) Uani 1 1 d . . .
C17B C 0.5766(3) 0.3247(3) 1.02592(16) 0.0370(8) Uani 1 1 d . . .
H17D H 0.4877 0.3518 1.0237 0.056 Uiso 1 1 calc R . .
H17E H 0.6170 0.3675 1.0015 0.056 Uiso 1 1 calc R . .
H17F H 0.5919 0.3189 1.0717 0.056 Uiso 1 1 calc R . .
C18B C 0.6807(3) -0.0293(2) 0.96698(16) 0.0330(7) Uani 1 1 d . . .
H18D H 0.6259 -0.0466 1.0025 0.050 Uiso 1 1 calc R . .
H18E H 0.7658 -0.0717 0.9697 0.050 Uiso 1 1 calc R . .
H18F H 0.6564 -0.0369 0.9249 0.050 Uiso 1 1 calc R . .
C19B C 1.0559(2) 0.0264(2) 0.90226(14) 0.0259(6) Uani 1 1 d . . .
C20B C 1.1367(3) 0.0768(2) 0.89713(15) 0.0287(6) Uani 1 1 d . . .
H20B H 1.2196 0.0524 0.9064 0.034 Uiso 1 1 calc R . .
C21B C 1.0732(2) 0.1712(2) 0.87552(14) 0.0253(6) Uani 1 1 d . . .
C22B C 1.1177(3) 0.2550(2) 0.86216(18) 0.0343(7) Uani 1 1 d . . .
H22D H 1.1422 0.2702 0.9022 0.051 Uiso 1 1 calc R . .
H22E H 1.0515 0.3112 0.8474 0.051 Uiso 1 1 calc R . .
H22F H 1.1886 0.2387 0.8281 0.051 Uiso 1 1 calc R . .
C23B C 1.0714(3) -0.0749(2) 0.92461(17) 0.0343(7) Uani 1 1 d . . .
H23D H 1.1489 -0.1033 0.9436 0.051 Uiso 1 1 calc R . .
H23E H 1.0729 -0.1125 0.8874 0.051 Uiso 1 1 calc R . .
H23F H 1.0024 -0.0757 0.9577 0.051 Uiso 1 1 calc R . .
C24B C 0.7868(3) 0.1076(2) 0.81229(14) 0.0250(6) Uani 1 1 d . . .
H24C H 0.8553 0.0845 0.7767 0.030 Uiso 1 1 calc R . .
H24D H 0.7237 0.0787 0.8070 0.030 Uiso 1 1 calc R . .
Mn2A Mn 0.05849(4) 0.62961(3) 0.75713(2) 0.02523(11) Uani 1 1 d . . .
O3A O 0.2337(2) 0.7236(2) 0.69266(14) 0.0497(7) Uani 1 1 d . . .
O4A O -0.1831(2) 0.69094(18) 0.70709(12) 0.0392(6) Uani 1 1 d . . .
O5A O 0.1049(2) 0.48314(18) 0.86598(12) 0.0424(6) Uani 1 1 d . . .
O6A O 0.1642(3) 0.46572(19) 0.66687(13) 0.0510(7) Uani 1 1 d . . .
O7A O -0.0264(2) 0.7811(2) 0.85680(14) 0.0524(7) Uani 1 1 d . . .
C25A C 0.1655(3) 0.6861(3) 0.71825(17) 0.0352(7) Uani 1 1 d . . .
C26A C -0.0887(3) 0.6682(2) 0.72695(14) 0.0282(6) Uani 1 1 d . . .
C27A C 0.0864(3) 0.5407(2) 0.82407(15) 0.0304(7) Uani 1 1 d . . .
C28A C 0.1223(3) 0.5303(2) 0.70130(16) 0.0329(7) Uani 1 1 d . . .
C29A C 0.0055(3) 0.7230(3) 0.81768(17) 0.0360(7) Uani 1 1 d . . .
Mn2B Mn -0.50228(4) 0.96368(4) 0.77082(2) 0.03012(12) Uani 1 1 d . . .
O3B O -0.6041(2) 1.12567(16) 0.68464(11) 0.0302(5) Uani 1 1 d . . .
O4B O -0.6635(2) 0.85931(18) 0.83930(11) 0.0387(5) Uani 1 1 d . . .
O5B O -0.2403(2) 0.88696(19) 0.79315(14) 0.0477(6) Uani 1 1 d . . .
O6B O -0.4470(3) 0.8455(2) 0.65273(13) 0.0538(7) Uani 1 1 d . . .
O7B O -0.5593(2) 1.1035(2) 0.87687(13) 0.0463(6) Uani 1 1 d . . .
C25B C -0.5680(3) 1.0682(3) 0.71618(19) 0.0464(10) Uani 1 1 d . . .
C26B C -0.6005(3) 0.9008(2) 0.81306(15) 0.0313(7) Uani 1 1 d . . .
C27B C -0.3423(3) 0.9156(2) 0.78480(16) 0.0337(7) Uani 1 1 d . . .
C28B C -0.4667(3) 0.8889(3) 0.69889(17) 0.0386(8) Uani 1 1 d . . .
C29B C -0.5387(3) 1.0485(2) 0.83656(16) 0.0327(7) Uani 1 1 d . . .
H2OB H 0.711(4) 0.226(3) 0.758(2) 0.064(13) Uiso 1 1 d . . .
H1OB H 0.889(4) 0.325(3) 0.742(2) 0.062(13) 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
Mn1A O2A 2.0905(19) . ?
Mn1A O1A 2.1024(18) . ?
Mn1A N3A 2.248(2) . ?
Mn1A N5A 2.255(2) . ?
Mn1A N7A 2.283(2) . ?
Mn1A N1A 2.290(2) . ?
O1A C12A 1.395(3) . ?
O1A H2OB 1.37(5) . ?
O2A C24A 1.396(3) . ?
O2A H1OB 1.43(5) . ?
N1A C4A 1.329(4) . ?
N1A N2A 1.371(3) . ?
N2A C2A 1.353(3) . ?
N2A C1A 1.459(3) . ?
N3A C9A 1.328(4) . ?
N3A N4A 1.371(3) . ?
N4A C7A 1.351(4) . ?
N4A C1A 1.452(4) . ?
N5A C16A 1.339(4) . ?
N5A N6A 1.372(3) . ?
N6A C14A 1.345(4) . ?
N6A C13A 1.464(4) . ?
N7A C21A 1.335(4) . ?
N7A N8A 1.371(3) . ?
N8A C19A 1.369(3) . ?
N8A C13A 1.450(4) . ?
C1A C12A 1.524(4) . ?
C1A H1AA 1.0000 . ?
C2A C3A 1.375(4) . ?
C2A C6A 1.498(4) . ?
C3A C4A 1.406(4) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.491(4) . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C7A C8A 1.378(4) . ?
C7A C11A 1.495(4) . ?
C8A C9A 1.405(4) . ?
C8A H8AA 0.9500 . ?
C9A C10A 1.502(4) . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A C24A 1.531(4) . ?
C13A H13A 1.0000 . ?
C14A C15A 1.386(4) . ?
C14A C18A 1.489(4) . ?
C15A C16A 1.401(4) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.496(4) . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C18A H18A 0.9800 . ?
C18A H18B 0.9800 . ?
C18A H18C 0.9800 . ?
C19A C20A 1.367(5) . ?
C19A C23A 1.487(4) . ?
C20A C21A 1.404(4) . ?
C20A H20A 0.9500 . ?
C21A C22A 1.493(4) . ?
C22A H22A 0.9800 . ?
C22A H22B 0.9800 . ?
C22A H22C 0.9800 . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 0.9800 . ?
C24A H24A 0.9900 . ?
C24A H24B 0.9900 . ?
Mn1B O1B 2.099(2) . ?
Mn1B O2B 2.123(2) . ?
Mn1B N7B 2.251(2) . ?
Mn1B N3B 2.263(3) . ?
Mn1B N1B 2.267(2) . ?
Mn1B N5B 2.282(2) . ?
O1B C12B 1.393(4) . ?
O1B H1OB 0.98(5) . ?
O2B C24B 1.399(3) . ?
O2B H2OB 1.07(4) . ?
N1B C4B 1.336(4) . ?
N1B N2B 1.363(4) . ?
N2B C2B 1.359(4) . ?
N2B C1B 1.465(4) . ?
N3B C9B 1.334(4) . ?
N3B N4B 1.373(3) . ?
N4B C7B 1.359(4) . ?
N4B C1B 1.449(4) . ?
N5B C16B 1.336(4) . ?
N5B N6B 1.364(4) . ?
N6B C14B 1.361(4) . ?
N6B C13B 1.459(3) . ?
N7B C21B 1.339(3) . ?
N7B N8B 1.366(3) . ?
N8B C19B 1.363(3) . ?
N8B C13B 1.455(3) . ?
C1B C12B 1.527(4) . ?
C1B H1BA 1.0000 . ?
C2B C3B 1.372(5) . ?
C2B C6B 1.493(5) . ?
C3B C4B 1.398(5) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.496(5) . ?
C5B H5BA 0.9800 . ?
C5B H5BB 0.9800 . ?
C5B H5BC 0.9800 . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B H6BC 0.9800 . ?
C7B C8B 1.367(5) . ?
C7B C11B 1.500(5) . ?
C8B C9B 1.399(5) . ?
C8B H8BA 0.9500 . ?
C9B C10B 1.494(5) . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B H12C 0.9900 . ?
C12B H12D 0.9900 . ?
C13B C24B 1.530(4) . ?
C13B H13B 1.0000 . ?
C14B C15B 1.374(4) . ?
C14B C18B 1.491(5) . ?
C15B C16B 1.399(5) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.496(5) . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C18B H18D 0.9800 . ?
C18B H18E 0.9800 . ?
C18B H18F 0.9800 . ?
C19B C20B 1.375(4) . ?
C19B C23B 1.484(4) . ?
C20B C21B 1.402(4) . ?
C20B H20B 0.9500 . ?
C21B C22B 1.489(4) . ?
C22B H22D 0.9800 . ?
C22B H22E 0.9800 . ?
C22B H22F 0.9800 . ?
C23B H23D 0.9800 . ?
C23B H23E 0.9800 . ?
C23B H23F 0.9800 . ?
C24B H24C 0.9900 . ?
C24B H24D 0.9900 . ?
Mn2A C25A 1.793(3) . ?
Mn2A C26A 1.798(3) . ?
Mn2A C27A 1.812(3) . ?
Mn2A C28A 1.818(3) . ?
Mn2A C29A 1.821(4) . ?
O3A C25A 1.164(4) . ?
O4A C26A 1.160(4) . ?
O5A C27A 1.152(4) . ?
O6A C28A 1.158(4) . ?
O7A C29A 1.154(4) . ?
Mn2B C26B 1.803(3) . ?
Mn2B C27B 1.809(3) . ?
Mn2B C29B 1.827(4) . ?
Mn2B C28B 1.837(4) . ?
Mn2B C25B 1.841(5) . ?
O3B C25B 1.032(5) . ?
O4B C26B 1.162(4) . ?
O5B C27B 1.150(4) . ?
O6B C28B 1.143(4) . ?
O7B C29B 1.152(4) . ?

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
O2A Mn1A O1A 93.63(7) . . ?
O2A Mn1A N3A 96.60(8) . . ?
O1A Mn1A N3A 84.19(8) . . ?
O2A Mn1A N5A 87.07(8) . . ?
O1A Mn1A N5A 93.53(8) . . ?
N3A Mn1A N5A 175.78(8) . . ?
O2A Mn1A N7A 81.07(8) . . ?
O1A Mn1A N7A 171.78(8) . . ?
N3A Mn1A N7A 102.59(9) . . ?
N5A Mn1A N7A 79.99(9) . . ?
O2A Mn1A N1A 176.30(8) . . ?
O1A Mn1A N1A 84.10(7) . . ?
N3A Mn1A N1A 80.29(8) . . ?
N5A Mn1A N1A 95.97(8) . . ?
N7A Mn1A N1A 101.50(8) . . ?
C12A O1A Mn1A 123.72(16) . . ?
C12A O1A H2OB 110.0(18) . . ?
Mn1A O1A H2OB 122.1(18) . . ?
C24A O2A Mn1A 124.53(16) . . ?
C24A O2A H1OB 114.8(17) . . ?
Mn1A O2A H1OB 119.6(17) . . ?
C4A N1A N2A 105.2(2) . . ?
C4A N1A Mn1A 137.60(18) . . ?
N2A N1A Mn1A 115.02(16) . . ?
C2A N2A N1A 112.1(2) . . ?
C2A N2A C1A 128.1(2) . . ?
N1A N2A C1A 119.8(2) . . ?
C9A N3A N4A 105.4(2) . . ?
C9A N3A Mn1A 138.30(19) . . ?
N4A N3A Mn1A 115.82(17) . . ?
C7A N4A N3A 111.8(2) . . ?
C7A N4A C1A 127.7(2) . . ?
N3A N4A C1A 120.5(2) . . ?
C16A N5A N6A 104.7(2) . . ?
C16A N5A Mn1A 133.11(18) . . ?
N6A N5A Mn1A 113.74(17) . . ?
C14A N6A N5A 112.1(2) . . ?
C14A N6A C13A 128.2(2) . . ?
N5A N6A C13A 119.7(2) . . ?
C21A N7A N8A 105.5(2) . . ?
C21A N7A Mn1A 137.21(19) . . ?
N8A N7A Mn1A 114.49(17) . . ?
C19A N8A N7A 111.2(2) . . ?
C19A N8A C13A 128.6(2) . . ?
N7A N8A C13A 120.2(2) . . ?
N4A C1A N2A 109.8(2) . . ?
N4A C1A C12A 114.0(2) . . ?
N2A C1A C12A 112.6(2) . . ?
N4A C1A H1AA 106.7 . . ?
N2A C1A H1AA 106.7 . . ?
C12A C1A H1AA 106.7 . . ?
N2A C2A C3A 105.8(2) . . ?
N2A C2A C6A 122.1(3) . . ?
C3A C2A C6A 132.0(3) . . ?
C2A C3A C4A 106.6(2) . . ?
C2A C3A H3AA 126.7 . . ?
C4A C3A H3AA 126.7 . . ?
N1A C4A C3A 110.3(2) . . ?
N1A C4A C5A 120.3(2) . . ?
C3A C4A C5A 129.4(3) . . ?
C4A C5A H5AA 109.5 . . ?
C4A C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
C4A C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
C2A C6A H6AA 109.5 . . ?
C2A C6A H6AB 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
C2A C6A H6AC 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
N4A C7A C8A 106.2(3) . . ?
N4A C7A C11A 123.0(3) . . ?
C8A C7A C11A 130.7(3) . . ?
C7A C8A C9A 106.2(3) . . ?
C7A C8A H8AA 126.9 . . ?
C9A C8A H8AA 126.9 . . ?
N3A C9A C8A 110.4(3) . . ?
N3A C9A C10A 121.1(3) . . ?
C8A C9A C10A 128.6(3) . . ?
C9A C10A H10A 109.5 . . ?
C9A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
C9A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C7A C11A H11A 109.5 . . ?
C7A C11A H11B 109.5 . . ?
H11A C11A H11B 109.5 . . ?
C7A C11A H11C 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
O1A C12A C1A 113.3(2) . . ?
O1A C12A H12A 108.9 . . ?
C1A C12A H12A 108.9 . . ?
O1A C12A H12B 108.9 . . ?
C1A C12A H12B 108.9 . . ?
H12A C12A H12B 107.7 . . ?
N8A C13A N6A 110.4(2) . . ?
N8A C13A C24A 112.5(2) . . ?
N6A C13A C24A 112.0(2) . . ?
N8A C13A H13A 107.2 . . ?
N6A C13A H13A 107.2 . . ?
C24A C13A H13A 107.2 . . ?
N6A C14A C15A 106.6(2) . . ?
N6A C14A C18A 122.3(3) . . ?
C15A C14A C18A 131.1(3) . . ?
C14A C15A C16A 105.6(3) . . ?
C14A C15A H15A 127.2 . . ?
C16A C15A H15A 127.2 . . ?
N5A C16A C15A 111.0(2) . . ?
N5A C16A C17A 120.8(3) . . ?
C15A C16A C17A 128.2(3) . . ?
C16A C17A H17A 109.5 . . ?
C16A C17A H17B 109.5 . . ?
H17A C17A H17B 109.5 . . ?
C16A C17A H17C 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
C14A C18A H18A 109.5 . . ?
C14A C18A H18B 109.5 . . ?
H18A C18A H18B 109.5 . . ?
C14A C18A H18C 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C20A C19A N8A 106.4(3) . . ?
C20A C19A C23A 130.7(3) . . ?
N8A C19A C23A 122.9(3) . . ?
C19A C20A C21A 106.6(3) . . ?
C19A C20A H20A 126.7 . . ?
C21A C20A H20A 126.7 . . ?
N7A C21A C20A 110.4(3) . . ?
N7A C21A C22A 120.1(3) . . ?
C20A C21A C22A 129.5(3) . . ?
C21A C22A H22A 109.5 . . ?
C21A C22A H22B 109.5 . . ?
H22A C22A H22B 109.5 . . ?
C21A C22A H22C 109.5 . . ?
H22A C22A H22C 109.5 . . ?
H22B C22A H22C 109.5 . . ?
C19A C23A H23A 109.5 . . ?
C19A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
C19A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
O2A C24A C13A 112.5(2) . . ?
O2A C24A H24A 109.1 . . ?
C13A C24A H24A 109.1 . . ?
O2A C24A H24B 109.1 . . ?
C13A C24A H24B 109.1 . . ?
H24A C24A H24B 107.8 . . ?
O1B Mn1B O2B 92.02(8) . . ?
O1B Mn1B N7B 90.70(8) . . ?
O2B Mn1B N7B 84.39(8) . . ?
O1B Mn1B N3B 82.40(9) . . ?
O2B Mn1B N3B 171.50(8) . . ?
N7B Mn1B N3B 102.01(9) . . ?
O1B Mn1B N1B 85.44(8) . . ?
O2B Mn1B N1B 92.78(8) . . ?
N7B Mn1B N1B 175.13(9) . . ?
N3B Mn1B N1B 80.43(9) . . ?
O1B Mn1B N5B 170.21(9) . . ?
O2B Mn1B N5B 81.55(8) . . ?
N7B Mn1B N5B 81.38(9) . . ?
N3B Mn1B N5B 104.78(9) . . ?
N1B Mn1B N5B 102.16(9) . . ?
C12B O1B Mn1B 124.83(16) . . ?
C12B O1B H1OB 114(3) . . ?
Mn1B O1B H1OB 119(3) . . ?
C24B O2B Mn1B 122.08(16) . . ?
C24B O2B H2OB 108(2) . . ?
Mn1B O2B H2OB 124(2) . . ?
C4B N1B N2B 105.4(2) . . ?
C4B N1B Mn1B 136.5(2) . . ?
N2B N1B Mn1B 114.74(16) . . ?
C2B N2B N1B 111.8(2) . . ?
C2B N2B C1B 127.3(3) . . ?
N1B N2B C1B 120.8(2) . . ?
C9B N3B N4B 105.1(2) . . ?
C9B N3B Mn1B 138.5(2) . . ?
N4B N3B Mn1B 115.54(16) . . ?
C7B N4B N3B 111.3(2) . . ?
C7B N4B C1B 128.2(3) . . ?
N3B N4B C1B 120.5(2) . . ?
C16B N5B N6B 105.3(2) . . ?
C16B N5B Mn1B 135.3(2) . . ?
N6B N5B Mn1B 115.16(16) . . ?
C14B N6B N5B 111.9(2) . . ?
C14B N6B C13B 127.9(3) . . ?
N5B N6B C13B 120.1(2) . . ?
C21B N7B N8B 105.7(2) . . ?
C21B N7B Mn1B 135.5(2) . . ?
N8B N7B Mn1B 115.67(16) . . ?
C19B N8B N7B 111.6(2) . . ?
C19B N8B C13B 128.2(2) . . ?
N7B N8B C13B 120.2(2) . . ?
N4B C1B N2B 110.0(2) . . ?
N4B C1B C12B 113.3(2) . . ?
N2B C1B C12B 112.4(2) . . ?
N4B C1B H1BA 106.9 . . ?
N2B C1B H1BA 106.9 . . ?
C12B C1B H1BA 106.9 . . ?
N2B C2B C3B 105.9(3) . . ?
N2B C2B C6B 122.0(3) . . ?
C3B C2B C6B 132.1(3) . . ?
C2B C3B C4B 106.7(3) . . ?
C2B C3B H3BA 126.6 . . ?
C4B C3B H3BA 126.6 . . ?
N1B C4B C3B 110.2(3) . . ?
N1B C4B C5B 120.8(3) . . ?
C3B C4B C5B 129.0(3) . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
C4B C5B H5BC 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
C2B C6B H6BA 109.5 . . ?
C2B C6B H6BB 109.5 . . ?
H6BA C6B H6BB 109.5 . . ?
C2B C6B H6BC 109.5 . . ?
H6BA C6B H6BC 109.5 . . ?
H6BB C6B H6BC 109.5 . . ?
N4B C7B C8B 106.5(3) . . ?
N4B C7B C11B 122.1(3) . . ?
C8B C7B C11B 131.5(3) . . ?
C7B C8B C9B 106.5(3) . . ?
C7B C8B H8BA 126.8 . . ?
C9B C8B H8BA 126.8 . . ?
N3B C9B C8B 110.6(3) . . ?
N3B C9B C10B 120.5(3) . . ?
C8B C9B C10B 128.9(3) . . ?
C9B C10B H10D 109.5 . . ?
C9B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C9B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C7B C11B H11D 109.5 . . ?
C7B C11B H11E 109.5 . . ?
H11D C11B H11E 109.5 . . ?
C7B C11B H11F 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
O1B C12B C1B 112.5(2) . . ?
O1B C12B H12C 109.1 . . ?
C1B C12B H12C 109.1 . . ?
O1B C12B H12D 109.1 . . ?
C1B C12B H12D 109.1 . . ?
H12C C12B H12D 107.8 . . ?
N8B C13B N6B 109.7(2) . . ?
N8B C13B C24B 113.1(2) . . ?
N6B C13B C24B 111.5(2) . . ?
N8B C13B H13B 107.4 . . ?
N6B C13B H13B 107.4 . . ?
C24B C13B H13B 107.4 . . ?
N6B C14B C15B 105.8(3) . . ?
N6B C14B C18B 122.6(3) . . ?
C15B C14B C18B 131.6(3) . . ?
C14B C15B C16B 106.6(3) . . ?
C14B C15B H15B 126.7 . . ?
C16B C15B H15B 126.7 . . ?
N5B C16B C15B 110.4(3) . . ?
N5B C16B C17B 119.7(3) . . ?
C15B C16B C17B 129.9(3) . . ?
C16B C17B H17D 109.5 . . ?
C16B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C16B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C14B C18B H18D 109.5 . . ?
C14B C18B H18E 109.5 . . ?
H18D C18B H18E 109.5 . . ?
C14B C18B H18F 109.5 . . ?
H18D C18B H18F 109.5 . . ?
H18E C18B H18F 109.5 . . ?
N8B C19B C20B 105.9(3) . . ?
N8B C19B C23B 123.5(3) . . ?
C20B C19B C23B 130.6(3) . . ?
C19B C20B C21B 106.9(3) . . ?
C19B C20B H20B 126.6 . . ?
C21B C20B H20B 126.6 . . ?
N7B C21B C20B 109.9(3) . . ?
N7B C21B C22B 121.1(3) . . ?
C20B C21B C22B 129.0(3) . . ?
C21B C22B H22D 109.5 . . ?
C21B C22B H22E 109.5 . . ?
H22D C22B H22E 109.5 . . ?
C21B C22B H22F 109.5 . . ?
H22D C22B H22F 109.5 . . ?
H22E C22B H22F 109.5 . . ?
C19B C23B H23D 109.5 . . ?
C19B C23B H23E 109.5 . . ?
H23D C23B H23E 109.5 . . ?
C19B C23B H23F 109.5 . . ?
H23D C23B H23F 109.5 . . ?
H23E C23B H23F 109.5 . . ?
O2B C24B C13B 113.3(2) . . ?
O2B C24B H24C 108.9 . . ?
C13B C24B H24C 108.9 . . ?
O2B C24B H24D 108.9 . . ?
C13B C24B H24D 108.9 . . ?
H24C C24B H24D 107.7 . . ?
C25A Mn2A C26A 115.83(15) . . ?
C25A Mn2A C27A 125.35(14) . . ?
C26A Mn2A C27A 118.81(14) . . ?
C25A Mn2A C28A 90.97(15) . . ?
C26A Mn2A C28A 92.36(14) . . ?
C27A Mn2A C28A 88.04(15) . . ?
C25A Mn2A C29A 88.67(16) . . ?
C26A Mn2A C29A 92.51(14) . . ?
C27A Mn2A C29A 87.90(15) . . ?
C28A Mn2A C29A 174.76(14) . . ?
O3A C25A Mn2A 179.1(3) . . ?
O4A C26A Mn2A 178.5(3) . . ?
O5A C27A Mn2A 179.0(3) . . ?
O6A C28A Mn2A 178.5(3) . . ?
O7A C29A Mn2A 178.7(3) . . ?
C26B Mn2B C27B 115.94(15) . . ?
C26B Mn2B C29B 92.37(14) . . ?
C27B Mn2B C29B 91.33(14) . . ?
C26B Mn2B C28B 92.04(15) . . ?
C27B Mn2B C28B 90.18(15) . . ?
C29B Mn2B C28B 174.16(16) . . ?
C26B Mn2B C25B 119.22(14) . . ?
C27B Mn2B C25B 124.83(16) . . ?
C29B Mn2B C25B 87.76(16) . . ?
C28B Mn2B C25B 86.75(16) . . ?
O3B C25B Mn2B 178.7(4) . . ?
O4B C26B Mn2B 178.8(3) . . ?
O5B C27B Mn2B 178.4(3) . . ?
O6B C28B Mn2B 177.3(3) . . ?
O7B C29B Mn2B 177.8(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
O2B H2OB O1A 1.07(4) 1.37(5) 2.435(3) 175(4) .
O1B H1OB O2A 0.98(5) 1.43(5) 2.412(3) 177(4) .

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.795
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.080
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_FO5719
_database_code_depnum_ccdc_archive 'CCDC 1488837'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2017-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H15 Mn N4 O5'
_chemical_formula_sum            'C15 H15 Mn N4 O5'
_chemical_formula_weight         386.25

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  '-P 1'

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

_cell_length_a                   8.1397(2)
_cell_length_b                   10.3669(3)
_cell_length_c                   10.7821(2)
_cell_angle_alpha                103.904(2)
_cell_angle_beta                 111.361(1)
_cell_angle_gamma                91.846(1)
_cell_volume                     815.25(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    6395
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      27.45

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.042
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             396
_exptl_absorpt_coefficient_mu    0.845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6996
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6395
_diffrn_reflns_av_R_equivalents  0.0133
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         27.45
_reflns_number_total             3667
_reflns_number_gt                3519
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0127P)²+0.6846P] 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         3667
_refine_ls_number_parameters     285
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0256
_refine_ls_wR_factor_ref         0.0606
_refine_ls_wR_factor_gt          0.0599
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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 0.70914(3) 0.15972(2) 0.28297(2) 0.01212(6) Uani 1 1 d . . .
O1 O 0.73017(13) 0.23292(10) 0.12923(10) 0.0153(2) Uani 1 1 d . . .
O2 O 0.66107(14) 0.38171(10) 0.00480(11) 0.0195(2) Uani 1 1 d . . .
O3 O 1.09070(14) 0.13275(12) 0.40813(13) 0.0271(3) Uani 1 1 d . . .
O4 O 0.67458(16) 0.06975(12) 0.51217(11) 0.0267(2) Uani 1 1 d . . .
O5 O 0.68347(16) -0.12655(11) 0.13989(12) 0.0260(2) Uani 1 1 d . . .
N1 N 0.72801(15) 0.35921(12) 0.38597(12) 0.0142(2) Uani 1 1 d . . .
N2 N 0.62786(15) 0.44061(11) 0.31369(12) 0.0137(2) Uani 1 1 d . . .
N3 N 0.44106(15) 0.16787(11) 0.19202(11) 0.0127(2) Uani 1 1 d . . .
N4 N 0.38810(15) 0.27940(11) 0.14932(11) 0.0123(2) Uani 1 1 d . . .
C1 C 0.52341(17) 0.38395(13) 0.16661(13) 0.0125(2) Uani 1 1 d . . .
C2 C 0.63496(18) 0.56356(14) 0.39760(15) 0.0162(3) Uani 1 1 d . . .
C3 C 0.74664(19) 0.56169(15) 0.52888(15) 0.0184(3) Uani 1 1 d . . .
H3 H 0.781(3) 0.6358(19) 0.611(2) 0.028(5) Uiso 1 1 d . . .
C4 C 0.80254(18) 0.43436(14) 0.51786(14) 0.0162(3) Uani 1 1 d . . .
C5 C 0.9301(2) 0.38492(17) 0.63095(15) 0.0216(3) Uani 1 1 d . . .
H5C H 0.993(3) 0.458(2) 0.708(2) 0.046(6) Uiso 1 1 d . . .
H5B H 0.870(3) 0.323(2) 0.659(2) 0.034(5) Uiso 1 1 d . . .
H5A H 1.016(3) 0.340(2) 0.601(2) 0.046(6) Uiso 1 1 d . . .
C6 C 0.5403(2) 0.67182(15) 0.34496(17) 0.0228(3) Uani 1 1 d . . .
H6C H 0.415(3) 0.649(2) 0.299(2) 0.049(7) Uiso 1 1 d . . .
H6B H 0.564(3) 0.749(2) 0.416(2) 0.044(6) Uiso 1 1 d . . .
H6A H 0.573(3) 0.696(2) 0.274(3) 0.050(7) Uiso 1 1 d . . .
C7 C 0.20805(17) 0.27408(14) 0.09957(13) 0.0138(3) Uani 1 1 d . . .
C8 C 0.14300(18) 0.15521(14) 0.11025(14) 0.0148(3) Uani 1 1 d . . .
H8 H 0.023(2) 0.1237(17) 0.0874(18) 0.019(4) Uiso 1 1 d . . .
C9 C 0.29046(18) 0.09053(13) 0.16658(13) 0.0135(3) Uani 1 1 d . . .
C10 C 0.2885(2) -0.04513(14) 0.19081(15) 0.0169(3) Uani 1 1 d . . .
H10C H 0.176(3) -0.069(2) 0.195(2) 0.030(5) Uiso 1 1 d . . .
H10B H 0.298(3) -0.110(2) 0.114(2) 0.031(5) Uiso 1 1 d . . .
H10A H 0.386(3) -0.052(2) 0.274(2) 0.032(5) Uiso 1 1 d . . .
C11 C 0.11348(19) 0.37985(16) 0.04185(17) 0.0195(3) Uani 1 1 d . . .
H11C H -0.010(3) 0.3622(19) 0.0230(19) 0.027(5) Uiso 1 1 d . . .
H11B H 0.160(3) 0.469(2) 0.101(2) 0.037(6) Uiso 1 1 d . . .
H11A H 0.126(3) 0.381(2) -0.042(2) 0.038(6) Uiso 1 1 d . . .
C12 C 0.64863(17) 0.32850(13) 0.09200(13) 0.0134(3) Uani 1 1 d . . .
C13 C 0.94526(19) 0.15008(14) 0.35898(15) 0.0174(3) Uani 1 1 d . . .
C14 C 0.68649(18) 0.10453(14) 0.42207(14) 0.0162(3) Uani 1 1 d . . .
C15 C 0.68839(18) -0.01478(15) 0.18912(14) 0.0167(3) Uani 1 1 d . . .
H1 H 0.468(2) 0.4506(18) 0.1305(18) 0.020 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 C14 1.7938(14) . ?
Mn1 C13 1.8110(15) . ?
Mn1 C15 1.8169(15) . ?
Mn1 O1 2.0385(10) . ?
Mn1 N3 2.0551(11) . ?
Mn1 N1 2.0701(12) . ?
O1 C12 1.2740(16) . ?
O2 C12 1.2304(17) . ?
O3 C13 1.1476(18) . ?
O4 C14 1.1480(18) . ?
O5 C15 1.1454(18) . ?
N1 C4 1.3438(18) . ?
N1 N2 1.3717(16) . ?
N2 C2 1.3599(17) . ?
N2 C1 1.4562(17) . ?
N3 C9 1.3442(17) . ?
N3 N4 1.3704(15) . ?
N4 C7 1.3589(17) . ?
N4 C1 1.4488(17) . ?
C1 C12 1.5586(18) . ?
C1 H1 0.925(18) . ?
C2 C3 1.381(2) . ?
C2 C6 1.489(2) . ?
C3 C4 1.402(2) . ?
C3 H3 0.963(19) . ?
C4 C5 1.497(2) . ?
C5 H5C 0.94(2) . ?
C5 H5B 0.96(2) . ?
C5 H5A 0.96(2) . ?
C6 H6C 0.95(2) . ?
C6 H6B 0.93(2) . ?
C6 H6A 0.98(2) . ?
C7 C8 1.3721(19) . ?
C7 C11 1.4885(19) . ?
C8 C9 1.4056(19) . ?
C8 H8 0.945(18) . ?
C9 C10 1.4915(19) . ?
C10 H10C 0.96(2) . ?
C10 H10B 0.96(2) . ?
C10 H10A 0.98(2) . ?
C11 H11C 0.95(2) . ?
C11 H11B 0.96(2) . ?
C11 H11A 0.95(2) . ?

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
C14 Mn1 C13 87.87(6) . . ?
C14 Mn1 C15 88.73(6) . . ?
C13 Mn1 C15 86.01(6) . . ?
C14 Mn1 O1 176.60(5) . . ?
C13 Mn1 O1 93.60(5) . . ?
C15 Mn1 O1 94.42(5) . . ?
C14 Mn1 N3 93.04(5) . . ?
C13 Mn1 N3 178.57(6) . . ?
C15 Mn1 N3 92.90(5) . . ?
O1 Mn1 N3 85.55(4) . . ?
C14 Mn1 N1 92.05(5) . . ?
C13 Mn1 N1 95.09(5) . . ?
C15 Mn1 N1 178.67(6) . . ?
O1 Mn1 N1 84.77(4) . . ?
N3 Mn1 N1 85.99(4) . . ?
C12 O1 Mn1 122.79(8) . . ?
C4 N1 N2 105.39(11) . . ?
C4 N1 Mn1 135.96(10) . . ?
N2 N1 Mn1 118.16(8) . . ?
C2 N2 N1 111.89(11) . . ?
C2 N2 C1 129.88(12) . . ?
N1 N2 C1 118.08(11) . . ?
C9 N3 N4 105.72(11) . . ?
C9 N3 Mn1 135.91(9) . . ?
N4 N3 Mn1 118.28(8) . . ?
C7 N4 N3 111.47(11) . . ?
C7 N4 C1 129.94(11) . . ?
N3 N4 C1 118.54(11) . . ?
N4 C1 N2 108.95(11) . . ?
N4 C1 C12 111.38(11) . . ?
N2 C1 C12 109.49(10) . . ?
N4 C1 H1 108.6(11) . . ?
N2 C1 H1 108.7(11) . . ?
C12 C1 H1 109.7(11) . . ?
N2 C2 C3 105.84(12) . . ?
N2 C2 C6 122.81(13) . . ?
C3 C2 C6 131.31(13) . . ?
C2 C3 C4 106.90(12) . . ?
C2 C3 H3 125.5(11) . . ?
C4 C3 H3 127.5(11) . . ?
N1 C4 C3 109.96(12) . . ?
N1 C4 C5 122.75(13) . . ?
C3 C4 C5 127.26(13) . . ?
C4 C5 H5C 109.8(14) . . ?
C4 C5 H5B 111.5(13) . . ?
H5C C5 H5B 109.5(18) . . ?
C4 C5 H5A 110.7(14) . . ?
H5C C5 H5A 107.0(19) . . ?
H5B C5 H5A 108.1(18) . . ?
C2 C6 H6C 114.1(14) . . ?
C2 C6 H6B 110.8(14) . . ?
H6C C6 H6B 108.5(19) . . ?
C2 C6 H6A 113.8(14) . . ?
H6C C6 H6A 102.0(19) . . ?
H6B C6 H6A 107.1(19) . . ?
N4 C7 C8 106.32(12) . . ?
N4 C7 C11 123.02(12) . . ?
C8 C7 C11 130.62(13) . . ?
C7 C8 C9 106.94(12) . . ?
C7 C8 H8 126.9(11) . . ?
C9 C8 H8 126.1(11) . . ?
N3 C9 C8 109.54(12) . . ?
N3 C9 C10 123.00(12) . . ?
C8 C9 C10 127.41(13) . . ?
C9 C10 H10C 108.6(12) . . ?
C9 C10 H10B 109.5(12) . . ?
H10C C10 H10B 107.5(16) . . ?
C9 C10 H10A 113.9(12) . . ?
H10C C10 H10A 110.3(16) . . ?
H10B C10 H10A 106.8(16) . . ?
C7 C11 H11C 109.4(12) . . ?
C7 C11 H11B 113.5(13) . . ?
H11C C11 H11B 110.1(17) . . ?
C7 C11 H11A 110.8(13) . . ?
H11C C11 H11A 108.4(17) . . ?
H11B C11 H11A 104.4(17) . . ?
O2 C12 O1 126.39(12) . . ?
O2 C12 C1 117.38(12) . . ?
O1 C12 C1 116.22(11) . . ?
O3 C13 Mn1 173.81(13) . . ?
O4 C14 Mn1 179.01(13) . . ?
O5 C15 Mn1 174.51(13) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        27.45
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.048
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_FO5750
_database_code_depnum_ccdc_archive 'CCDC 1488838'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2017-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H18 Mn N4 O4, Br'
_chemical_formula_sum            'C15 H18 Br Mn N4 O4'
_chemical_formula_weight         453.18

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   13.8488(2)
_cell_length_b                   11.0641(3)
_cell_length_c                   11.6952(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.380(1)
_cell_angle_gamma                90
_cell_volume                     1772.86(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    12429
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      22.44

_exptl_crystal_description       prism
_exptl_crystal_colour            light_yellow
_exptl_crystal_size_max          0.042
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    3.026
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6705
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12429
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         27.44
_reflns_number_total             4031
_reflns_number_gt                3679
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0172P)²+1.8589P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4031
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0248
_refine_ls_wR_factor_ref         0.0565
_refine_ls_wR_factor_gt          0.0540
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.694437(19) 0.36435(2) 0.50851(2) 0.01139(7) Uani 1 1 d . . .
Br1 Br 0.810051(13) 0.625496(17) 0.791548(16) 0.01719(6) Uani 1 1 d . . .
O1 O 0.71689(10) 0.54583(12) 0.54599(11) 0.0150(3) Uani 1 1 d . . .
H1O1 H 0.742(2) 0.560(3) 0.610(2) 0.037(8) Uiso 1 1 d . . .
O2 O 0.50489(11) 0.36181(14) 0.59695(13) 0.0253(3) Uani 1 1 d . . .
O3 O 0.65842(11) 0.11204(13) 0.43315(13) 0.0245(3) Uani 1 1 d . . .
O4 O 0.77672(12) 0.27348(15) 0.73992(12) 0.0299(4) Uani 1 1 d . . .
N1 N 0.68777(10) 0.50764(13) 0.29320(12) 0.0112(3) Uani 1 1 d . . .
N2 N 0.63498(10) 0.42789(14) 0.34835(13) 0.0115(3) Uani 1 1 d . . .
N3 N 0.84839(11) 0.47267(14) 0.38718(13) 0.0123(3) Uani 1 1 d . . .
N4 N 0.82944(11) 0.37458(14) 0.45197(13) 0.0129(3) Uani 1 1 d . . .
C1 C 0.77340(13) 0.56324(16) 0.35886(15) 0.0119(3) Uani 1 1 d . . .
H1 H 0.7951(15) 0.6211(19) 0.3135(18) 0.010(5) Uiso 1 1 d . . .
C2 C 0.64399(13) 0.53090(16) 0.18378(15) 0.0136(3) Uani 1 1 d . . .
C3 C 0.55915(14) 0.46346(17) 0.16903(16) 0.0162(4) Uani 1 1 d . . .
H3 H 0.5114(19) 0.462(2) 0.103(2) 0.034(7) Uiso 1 1 d . . .
C4 C 0.55576(13) 0.40167(16) 0.27234(15) 0.0131(3) Uani 1 1 d . . .
C5 C 0.47565(14) 0.32119(19) 0.30042(18) 0.0181(4) Uani 1 1 d . . .
H5C H 0.4981(18) 0.241(2) 0.318(2) 0.030(7) Uiso 1 1 d . . .
H5B H 0.4483(17) 0.355(2) 0.365(2) 0.026(6) Uiso 1 1 d . . .
H5A H 0.424(2) 0.316(3) 0.233(3) 0.047(8) Uiso 1 1 d . . .
C6 C 0.68659(16) 0.61393(19) 0.10383(17) 0.0200(4) Uani 1 1 d . . .
H6C H 0.7438(19) 0.580(2) 0.077(2) 0.034(7) Uiso 1 1 d . . .
H6B H 0.7045(18) 0.692(2) 0.141(2) 0.033(7) Uiso 1 1 d . . .
H6A H 0.642(2) 0.628(2) 0.037(3) 0.040(8) Uiso 1 1 d . . .
C7 C 0.93569(13) 0.46257(17) 0.34723(16) 0.0154(4) Uani 1 1 d . . .
C8 C 0.97505(14) 0.35464(18) 0.38981(17) 0.0170(4) Uani 1 1 d . . .
H8 H 1.0354(16) 0.321(2) 0.3764(19) 0.019(6) Uiso 1 1 d . . .
C9 C 0.90770(13) 0.30206(17) 0.45384(15) 0.0144(4) Uani 1 1 d . . .
C10 C 0.91508(16) 0.18124(19) 0.51162(19) 0.0212(4) Uani 1 1 d . . .
H10C H 0.981(2) 0.159(2) 0.529(2) 0.040(8) Uiso 1 1 d . . .
H10B H 0.879(2) 0.123(3) 0.465(3) 0.053(9) Uiso 1 1 d . . .
H10A H 0.892(2) 0.183(3) 0.589(2) 0.042(8) Uiso 1 1 d . . .
C11 C 0.97201(15) 0.5565(2) 0.2726(2) 0.0215(4) Uani 1 1 d . . .
H11C H 0.9316(18) 0.559(2) 0.199(2) 0.026(6) Uiso 1 1 d . . .
H11B H 0.970(2) 0.635(3) 0.305(2) 0.038(8) Uiso 1 1 d . . .
H11A H 1.035(2) 0.538(3) 0.260(2) 0.040(8) Uiso 1 1 d . . .
C12 C 0.74807(14) 0.62859(16) 0.46500(16) 0.0137(3) Uani 1 1 d . . .
H12B H 0.6952(15) 0.690(2) 0.4403(18) 0.014(5) Uiso 1 1 d . . .
H12A H 0.8063(17) 0.671(2) 0.5016(19) 0.021(6) Uiso 1 1 d . . .
C13 C 0.57756(14) 0.36510(17) 0.56106(16) 0.0171(4) Uani 1 1 d . . .
C14 C 0.67372(14) 0.20955(18) 0.46315(16) 0.0164(4) Uani 1 1 d . . .
C15 C 0.74768(14) 0.31198(18) 0.65116(16) 0.0184(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 C14 1.804(2) . ?
Mn1 C13 1.813(2) . ?
Mn1 C15 1.8177(19) . ?
Mn1 N2 2.0570(15) . ?
Mn1 O1 2.0691(14) . ?
Mn1 N4 2.0750(15) . ?
O1 C12 1.429(2) . ?
O1 H1O1 0.79(3) . ?
O2 C13 1.146(2) . ?
O3 C14 1.145(2) . ?
O4 C15 1.140(2) . ?
N1 C2 1.358(2) . ?
N1 N2 1.366(2) . ?
N1 C1 1.452(2) . ?
N2 C4 1.339(2) . ?
N3 C7 1.363(2) . ?
N3 N4 1.371(2) . ?
N3 C1 1.446(2) . ?
N4 C9 1.346(2) . ?
C1 C12 1.521(2) . ?
C1 H1 0.91(2) . ?
C2 C3 1.381(3) . ?
C2 C6 1.492(3) . ?
C3 C4 1.395(3) . ?
C3 H3 0.94(3) . ?
C4 C5 1.496(3) . ?
C5 H5C 0.95(3) . ?
C5 H5B 0.97(2) . ?
C5 H5A 0.98(3) . ?
C6 H6C 0.97(3) . ?
C6 H6B 0.99(3) . ?
C6 H6A 0.94(3) . ?
C7 C8 1.375(3) . ?
C7 C11 1.491(3) . ?
C8 C9 1.405(3) . ?
C8 H8 0.95(2) . ?
C9 C10 1.495(3) . ?
C10 H10C 0.93(3) . ?
C10 H10B 0.94(3) . ?
C10 H10A 1.00(3) . ?
C11 H11C 0.95(3) . ?
C11 H11B 0.95(3) . ?
C11 H11A 0.92(3) . ?
C12 H12B 1.01(2) . ?
C12 H12A 0.98(2) . ?

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
C14 Mn1 C13 89.57(8) . . ?
C14 Mn1 C15 89.61(9) . . ?
C13 Mn1 C15 87.31(8) . . ?
C14 Mn1 N2 91.79(7) . . ?
C13 Mn1 N2 92.78(7) . . ?
C15 Mn1 N2 178.60(8) . . ?
C14 Mn1 O1 175.18(7) . . ?
C13 Mn1 O1 92.17(7) . . ?
C15 Mn1 O1 94.97(7) . . ?
N2 Mn1 O1 83.63(6) . . ?
C14 Mn1 N4 94.02(7) . . ?
C13 Mn1 N4 176.41(8) . . ?
C15 Mn1 N4 92.64(7) . . ?
N2 Mn1 N4 87.18(6) . . ?
O1 Mn1 N4 84.26(6) . . ?
C12 O1 Mn1 122.15(11) . . ?
C12 O1 H1O1 112(2) . . ?
Mn1 O1 H1O1 115(2) . . ?
C2 N1 N2 111.78(14) . . ?
C2 N1 C1 129.48(15) . . ?
N2 N1 C1 118.41(14) . . ?
C4 N2 N1 105.63(14) . . ?
C4 N2 Mn1 135.31(12) . . ?
N1 N2 Mn1 118.68(11) . . ?
C7 N3 N4 112.06(15) . . ?
C7 N3 C1 128.43(15) . . ?
N4 N3 C1 119.08(14) . . ?
C9 N4 N3 105.20(14) . . ?
C9 N4 Mn1 136.30(13) . . ?
N3 N4 Mn1 118.26(11) . . ?
N3 C1 N1 109.35(14) . . ?
N3 C1 C12 112.69(14) . . ?
N1 C1 C12 111.43(15) . . ?
N3 C1 H1 109.5(13) . . ?
N1 C1 H1 107.6(13) . . ?
C12 C1 H1 106.1(13) . . ?
N1 C2 C3 105.67(16) . . ?
N1 C2 C6 122.95(16) . . ?
C3 C2 C6 131.38(17) . . ?
C2 C3 C4 106.97(16) . . ?
C2 C3 H3 126.6(16) . . ?
C4 C3 H3 126.4(16) . . ?
N2 C4 C3 109.94(16) . . ?
N2 C4 C5 123.04(16) . . ?
C3 C4 C5 126.98(17) . . ?
C4 C5 H5C 111.8(15) . . ?
C4 C5 H5B 109.2(14) . . ?
H5C C5 H5B 110(2) . . ?
C4 C5 H5A 109.6(17) . . ?
H5C C5 H5A 107(2) . . ?
H5B C5 H5A 109(2) . . ?
C2 C6 H6C 112.6(16) . . ?
C2 C6 H6B 111.2(15) . . ?
H6C C6 H6B 109(2) . . ?
C2 C6 H6A 110.4(17) . . ?
H6C C6 H6A 106(2) . . ?
H6B C6 H6A 108(2) . . ?
N3 C7 C8 105.77(16) . . ?
N3 C7 C11 122.37(17) . . ?
C8 C7 C11 131.86(17) . . ?
C7 C8 C9 107.08(16) . . ?
C7 C8 H8 126.5(14) . . ?
C9 C8 H8 126.4(14) . . ?
N4 C9 C8 109.88(16) . . ?
N4 C9 C10 122.84(17) . . ?
C8 C9 C10 127.20(17) . . ?
C9 C10 H10C 109.5(17) . . ?
C9 C10 H10B 110.8(19) . . ?
H10C C10 H10B 112(2) . . ?
C9 C10 H10A 112.3(17) . . ?
H10C C10 H10A 104(2) . . ?
H10B C10 H10A 109(2) . . ?
C7 C11 H11C 110.2(15) . . ?
C7 C11 H11B 111.4(17) . . ?
H11C C11 H11B 106(2) . . ?
C7 C11 H11A 110.4(17) . . ?
H11C C11 H11A 108(2) . . ?
H11B C11 H11A 111(2) . . ?
O1 C12 C1 111.37(14) . . ?
O1 C12 H12B 110.1(12) . . ?
C1 C12 H12B 109.3(12) . . ?
O1 C12 H12A 109.2(14) . . ?
C1 C12 H12A 108.2(13) . . ?
H12B C12 H12A 108.6(19) . . ?
O2 C13 Mn1 177.33(17) . . ?
O3 C14 Mn1 178.39(18) . . ?
O4 C15 Mn1 175.65(19) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.066
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_FO5805
_database_code_depnum_ccdc_archive 'CCDC 1488836'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2017-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Br Mn N4 O3'
_chemical_formula_sum            'C14 H16 Br Mn N4 O3'
_chemical_formula_weight         423.16

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'
Br Br -0.2901 2.4595 '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           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   9.3065(3)
_cell_length_b                   10.6722(3)
_cell_length_c                   16.7643(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.598(1)
_cell_angle_gamma                90
_cell_volume                     1646.33(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    133(2)
_cell_measurement_reflns_used    11926
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.39

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    3.248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6231
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2002'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      133(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  KappaCCD
_diffrn_measurement_method       'phi- + omega-scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11926
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         27.39
_reflns_number_total             3724
_reflns_number_gt                3412
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       COLLECT
_computing_cell_refinement       DENZO
_computing_data_reduction        DENZO
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXL-97

_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)+(0.0209P)²+1.9712P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3724
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0328
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0660
_refine_ls_wR_factor_gt          0.0636
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.65387(3) 0.20398(3) 0.583826(19) 0.01604(8) Uani 1 1 d . . .
Br1 Br 0.55280(2) 0.27214(2) 0.711910(13) 0.02245(7) Uani 1 1 d . . .
O1 O 0.34564(17) 0.16263(16) 0.51688(11) 0.0280(4) Uani 1 1 d . . .
O2 O 0.73323(19) 0.10621(18) 0.43371(11) 0.0319(4) Uani 1 1 d . . .
O3 O 0.61789(18) -0.05044(16) 0.64795(10) 0.0262(4) Uani 1 1 d . . .
N11 N 0.78004(19) 0.46804(17) 0.57824(11) 0.0179(4) Uani 1 1 d . . .
N12 N 0.67782(19) 0.38716(17) 0.53921(11) 0.0177(4) Uani 1 1 d . . .
N21 N 0.92623(19) 0.33607(18) 0.67010(11) 0.0188(4) Uani 1 1 d . . .
N22 N 0.86982(19) 0.22402(17) 0.63978(11) 0.0176(4) Uani 1 1 d . . .
C1 C 0.8352(2) 0.4464(2) 0.66234(13) 0.0186(4) Uani 1 1 d . . .
H1B H 0.760(3) 0.430(2) 0.6897(14) 0.010(5) Uiso 1 1 d . . .
H1A H 0.886(3) 0.517(2) 0.6806(15) 0.017(6) Uiso 1 1 d . . .
C15 C 0.8112(2) 0.5637(2) 0.52995(13) 0.0202(4) Uani 1 1 d . . .
C14 C 0.7235(2) 0.5449(2) 0.45716(14) 0.0211(4) Uani 1 1 d . . .
H14 H 0.712(3) 0.597(3) 0.4140(17) 0.026(7) Uiso 1 1 d . . .
C13 C 0.6435(2) 0.4357(2) 0.46455(13) 0.0185(4) Uani 1 1 d . . .
C16 C 0.5359(3) 0.3774(2) 0.39983(14) 0.0235(5) Uani 1 1 d . . .
H16C H 0.458(3) 0.347(3) 0.4202(18) 0.034(8) Uiso 1 1 d . . .
H16B H 0.506(3) 0.442(3) 0.3598(19) 0.038(8) Uiso 1 1 d . . .
H16A H 0.579(3) 0.310(3) 0.3762(18) 0.034(8) Uiso 1 1 d . . .
C17 C 0.9203(3) 0.6628(3) 0.55657(17) 0.0275(5) Uani 1 1 d . . .
H17C H 0.899(3) 0.702(3) 0.601(2) 0.037(8) Uiso 1 1 d . . .
H17B H 0.924(3) 0.720(3) 0.5175(19) 0.034(8) Uiso 1 1 d . . .
H17A H 1.013(4) 0.622(3) 0.5697(19) 0.047(9) Uiso 1 1 d . . .
C25 C 1.0719(2) 0.3280(2) 0.69613(13) 0.0208(5) Uani 1 1 d . . .
C24 C 1.1094(2) 0.2060(2) 0.68248(14) 0.0232(5) Uani 1 1 d . . .
H24 H 1.197(3) 0.174(3) 0.6947(17) 0.033(8) Uiso 1 1 d . . .
C23 C 0.9825(2) 0.1440(2) 0.64730(13) 0.0210(4) Uani 1 1 d . . .
C26 C 0.9684(3) 0.0106(2) 0.62234(17) 0.0263(5) Uani 1 1 d . . .
H26C H 0.915(4) -0.003(3) 0.570(2) 0.044(9) Uiso 1 1 d . . .
H26B H 0.919(4) -0.035(3) 0.654(2) 0.042(9) Uiso 1 1 d . . .
H26A H 1.063(4) -0.022(3) 0.6209(19) 0.043(9) Uiso 1 1 d . . .
C27 C 1.1592(3) 0.4359(3) 0.73252(15) 0.0255(5) Uani 1 1 d . . .
H27C H 1.148(3) 0.507(3) 0.6991(18) 0.033(8) Uiso 1 1 d . . .
H27B H 1.261(3) 0.411(3) 0.7436(18) 0.035(8) Uiso 1 1 d . . .
H27A H 1.133(3) 0.461(3) 0.7818(18) 0.034(8) Uiso 1 1 d . . .
C2 C 0.4651(3) 0.1848(2) 0.54139(14) 0.0217(5) Uani 1 1 d . . .
C3 C 0.7067(2) 0.1435(2) 0.49228(14) 0.0225(5) Uani 1 1 d . . .
C4 C 0.6373(2) 0.0478(2) 0.62380(13) 0.0203(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 C3 1.800(2) . ?
Mn1 C2 1.806(2) . ?
Mn1 C4 1.811(2) . ?
Mn1 N22 2.0978(18) . ?
Mn1 N12 2.1167(19) . ?
Mn1 Br1 2.5746(4) . ?
O1 C2 1.151(3) . ?
O2 C3 1.121(3) . ?
O3 C4 1.148(3) . ?
N11 C15 1.361(3) . ?
N11 N12 1.376(2) . ?
N11 C1 1.445(3) . ?
N12 C13 1.348(3) . ?
N21 C25 1.364(3) . ?
N21 N22 1.373(3) . ?
N21 C1 1.445(3) . ?
N22 C23 1.344(3) . ?
C1 H1B 0.91(2) . ?
C1 H1A 0.92(3) . ?
C15 C14 1.378(3) . ?
C15 C17 1.488(3) . ?
C14 C13 1.398(3) . ?
C14 H14 0.91(3) . ?
C13 C16 1.498(3) . ?
C16 H16C 0.91(3) . ?
C16 H16B 0.97(3) . ?
C16 H16A 0.94(3) . ?
C17 H17C 0.90(3) . ?
C17 H17B 0.90(3) . ?
C17 H17A 0.96(3) . ?
C25 C24 1.376(3) . ?
C25 C27 1.486(3) . ?
C24 C23 1.404(3) . ?
C24 H24 0.88(3) . ?
C23 C26 1.484(4) . ?
C26 H26C 0.95(3) . ?
C26 H26B 0.90(3) . ?
C26 H26A 0.95(3) . ?
C27 H27C 0.94(3) . ?
C27 H27B 0.97(3) . ?
C27 H27A 0.93(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
C3 Mn1 C2 89.84(10) . . ?
C3 Mn1 C4 92.00(10) . . ?
C2 Mn1 C4 84.83(10) . . ?
C3 Mn1 N22 92.99(9) . . ?
C2 Mn1 N22 176.65(9) . . ?
C4 Mn1 N22 93.28(9) . . ?
C3 Mn1 N12 88.46(9) . . ?
C2 Mn1 N12 96.49(9) . . ?
C4 Mn1 N12 178.60(9) . . ?
N22 Mn1 N12 85.38(7) . . ?
C3 Mn1 Br1 173.20(8) . . ?
C2 Mn1 Br1 84.57(7) . . ?
C4 Mn1 Br1 83.65(7) . . ?
N22 Mn1 Br1 92.48(5) . . ?
N12 Mn1 Br1 96.01(5) . . ?
C15 N11 N12 112.43(17) . . ?
C15 N11 C1 128.61(19) . . ?
N12 N11 C1 118.91(18) . . ?
C13 N12 N11 104.56(18) . . ?
C13 N12 Mn1 131.31(15) . . ?
N11 N12 Mn1 120.88(13) . . ?
C25 N21 N22 111.76(18) . . ?
C25 N21 C1 128.4(2) . . ?
N22 N21 C1 119.34(17) . . ?
C23 N22 N21 105.61(17) . . ?
C23 N22 Mn1 131.24(16) . . ?
N21 N22 Mn1 122.83(13) . . ?
N21 C1 N11 109.64(18) . . ?
N21 C1 H1B 106.6(15) . . ?
N11 C1 H1B 109.5(15) . . ?
N21 C1 H1A 111.8(16) . . ?
N11 C1 H1A 106.6(16) . . ?
H1B C1 H1A 113(2) . . ?
N11 C15 C14 105.5(2) . . ?
N11 C15 C17 123.5(2) . . ?
C14 C15 C17 131.0(2) . . ?
C15 C14 C13 107.2(2) . . ?
C15 C14 H14 127.1(18) . . ?
C13 C14 H14 125.5(18) . . ?
N12 C13 C14 110.3(2) . . ?
N12 C13 C16 123.6(2) . . ?
C14 C13 C16 126.1(2) . . ?
C13 C16 H16C 111.3(19) . . ?
C13 C16 H16B 107.2(18) . . ?
H16C C16 H16B 111(3) . . ?
C13 C16 H16A 109.9(18) . . ?
H16C C16 H16A 108(3) . . ?
H16B C16 H16A 110(2) . . ?
C15 C17 H17C 111(2) . . ?
C15 C17 H17B 111(2) . . ?
H17C C17 H17B 108(3) . . ?
C15 C17 H17A 107(2) . . ?
H17C C17 H17A 109(3) . . ?
H17B C17 H17A 110(3) . . ?
N21 C25 C24 105.7(2) . . ?
N21 C25 C27 122.6(2) . . ?
C24 C25 C27 131.7(2) . . ?
C25 C24 C23 107.3(2) . . ?
C25 C24 H24 126(2) . . ?
C23 C24 H24 127(2) . . ?
N22 C23 C24 109.6(2) . . ?
N22 C23 C26 123.3(2) . . ?
C24 C23 C26 127.1(2) . . ?
C23 C26 H26C 115(2) . . ?
C23 C26 H26B 112(2) . . ?
H26C C26 H26B 103(3) . . ?
C23 C26 H26A 108(2) . . ?
H26C C26 H26A 106(3) . . ?
H26B C26 H26A 112(3) . . ?
C25 C27 H27C 112.0(18) . . ?
C25 C27 H27B 109.1(18) . . ?
H27C C27 H27B 111(3) . . ?
C25 C27 H27A 112.8(19) . . ?
H27C C27 H27A 106(3) . . ?
H27B C27 H27A 106(2) . . ?
O1 C2 Mn1 174.3(2) . . ?
O2 C3 Mn1 176.9(2) . . ?
O3 C4 Mn1 175.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.40
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.586
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.071
