# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1026288'
_audit_update_record             
;
2014-09-26 deposited with the CCDC.
2015-01-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
bis(5-amino-1-cyclopropyl-7-[(3R,5S)3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxo-quinoline-3-carboxylato-O,O')-(1,10-phenanthroline-N,N')-manganese(II)--methanol(1/4)
_chemical_name_common            
bis(sparfloxacinato-O,O')-(1,10-phenanthroline-N,N')-manganese(II)--methanol(1/4)
_chemical_melting_point          ?
_chemical_formula_moiety         'C50 H50 F4 Mn N10 O6, 4(C H4 O)'
_chemical_formula_sum            'C54 H66 F4 Mn N10 O10'
_chemical_formula_weight         1146.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
F F 0.0171 0.0103 '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 c c n'
_symmetry_space_group_name_Hall  '-P 2ab 2ac'

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

_cell_length_a                   14.9469(5)
_cell_length_b                   16.0111(5)
_cell_length_c                   23.5378(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5633.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5390
_cell_measurement_theta_min      2.8853
_cell_measurement_theta_max      30.4602

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2404
_exptl_absorpt_coefficient_mu    0.313
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9907
_exptl_absorpt_correction_T_max  0.9969
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2011)'

_exptl_special_details           
;
162 frames in 2 runs of ω scans. Crystal-detector distance = 55.0 mm. 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  Mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4933
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21804
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_sigmaI/netI    0.0590
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         27.48
_reflns_number_total             6465
_reflns_number_gt                3788
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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 > 2σ(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)+(0.0564P)²+1.2970P] 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         6465
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1406
_refine_ls_wR_factor_gt          0.1180
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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 0.2500 0.2500 0.27049(2) 0.04114(17) Uani 1 2 d S . .
N1 N 0.30279(15) 0.18210(14) 0.19243(9) 0.0486(6) Uani 1 1 d . . .
N2 N 0.21852(15) 0.01358(12) 0.45252(8) 0.0419(5) Uani 1 1 d . . .
N3 N 0.44599(16) 0.21608(14) 0.39907(9) 0.0551(6) Uani 1 1 d . . .
H3A H 0.4943 0.2420 0.4082 0.066 Uiso 1 1 calc R . .
H3B H 0.4213 0.2252 0.3666 0.066 Uiso 1 1 calc R . .
N4 N 0.45228(17) 0.09276(13) 0.58445(9) 0.0523(6) Uani 1 1 d . . .
N5 N 0.50610(16) 0.08566(14) 0.69872(9) 0.0485(6) Uani 1 1 d . . .
H5A H 0.4935(19) 0.0879(16) 0.7370(12) 0.058 Uiso 1 1 d . . .
O1 O 0.14290(13) 0.16576(11) 0.28450(7) 0.0533(5) Uani 1 1 d . . .
O2 O 0.04838(13) 0.08002(12) 0.32687(8) 0.0551(5) Uani 1 1 d . . .
O3 O 0.31411(12) 0.17139(11) 0.33160(7) 0.0490(5) Uani 1 1 d . . .
F1 F 0.52860(11) 0.18906(10) 0.49588(6) 0.0602(4) Uani 1 1 d . . .
F2 F 0.30003(11) 0.00772(9) 0.55905(6) 0.0563(4) Uani 1 1 d . . .
C1 C 0.12315(19) 0.11521(15) 0.32343(11) 0.0426(6) Uani 1 1 d . . .
C2 C 0.19072(17) 0.09602(15) 0.36883(10) 0.0388(6) Uani 1 1 d . . .
C3 C 0.16771(18) 0.03739(15) 0.40822(10) 0.0424(6) Uani 1 1 d . . .
H3 H 0.1123 0.0117 0.4041 0.051 Uiso 1 1 calc R . .
C4 C 0.27955(17) 0.12940(14) 0.37142(10) 0.0373(6) Uani 1 1 d . . .
C5 C 0.32958(17) 0.11531(14) 0.42330(10) 0.0361(6) Uani 1 1 d . . .
C6 C 0.40874(17) 0.16085(14) 0.43570(10) 0.0395(6) Uani 1 1 d . . .
C7 C 0.44980(17) 0.14748(16) 0.48738(10) 0.0421(6) Uani 1 1 d . . .
C8 C 0.41750(18) 0.09584(15) 0.53003(10) 0.0418(6) Uani 1 1 d . . .
C9 C 0.34051(19) 0.05107(15) 0.51626(10) 0.0419(6) Uani 1 1 d . . .
C10 C 0.29702(18) 0.05783(14) 0.46446(10) 0.0380(6) Uani 1 1 d . . .
C11 C 0.1929(2) -0.06154(17) 0.48344(12) 0.0540(7) Uani 1 1 d . . .
H11 H 0.1609 -0.0528 0.5193 0.065 Uiso 1 1 calc R . .
C12 C 0.1672(3) -0.1368(2) 0.45048(17) 0.0961(14) Uani 1 1 d . . .
H12A H 0.1688 -0.1331 0.4094 0.115 Uiso 1 1 calc R . .
H12B H 0.1201 -0.1719 0.4657 0.115 Uiso 1 1 calc R . .
C13 C 0.2538(3) -0.13456(19) 0.48137(16) 0.0791(10) Uani 1 1 d . . .
H13A H 0.2594 -0.1684 0.5154 0.095 Uiso 1 1 calc R . .
H13B H 0.3081 -0.1295 0.4591 0.095 Uiso 1 1 calc R . .
C14 C 0.5035(2) 0.16133(17) 0.60892(10) 0.0504(7) Uani 1 1 d . . .
H14A H 0.4864 0.2134 0.5910 0.061 Uiso 1 1 calc R . .
H14B H 0.5668 0.1524 0.6021 0.061 Uiso 1 1 calc R . .
C15 C 0.48621(19) 0.16652(16) 0.67244(11) 0.0486(7) Uani 1 1 d . . .
H15 H 0.4229 0.1795 0.6786 0.058 Uiso 1 1 calc R . .
C16 C 0.5422(2) 0.23439(19) 0.69947(13) 0.0699(9) Uani 1 1 d . . .
H16A H 0.5300 0.2366 0.7395 0.105 Uiso 1 1 calc R . .
H16B H 0.5278 0.2872 0.6825 0.105 Uiso 1 1 calc R . .
H16C H 0.6045 0.2225 0.6936 0.105 Uiso 1 1 calc R . .
C17 C 0.4699(2) 0.01269(16) 0.61246(10) 0.0501(7) Uani 1 1 d . . .
H17A H 0.5323 -0.0025 0.6075 0.060 Uiso 1 1 calc R . .
H17B H 0.4333 -0.0306 0.5954 0.060 Uiso 1 1 calc R . .
C18 C 0.4488(2) 0.01960(16) 0.67508(10) 0.0479(7) Uani 1 1 d . . .
H18 H 0.3859 0.0354 0.6798 0.058 Uiso 1 1 calc R . .
C19 C 0.4656(2) -0.06298(19) 0.70516(12) 0.0684(9) Uani 1 1 d . . .
H19A H 0.5263 -0.0803 0.6987 0.103 Uiso 1 1 calc R . .
H19B H 0.4255 -0.1046 0.6906 0.103 Uiso 1 1 calc R . .
H19C H 0.4558 -0.0562 0.7452 0.103 Uiso 1 1 calc R . .
C20 C 0.3566(2) 0.1167(2) 0.19276(16) 0.0712(9) Uani 1 1 d . . .
H20 H 0.3718 0.0928 0.2275 0.085 Uiso 1 1 calc R . .
C21 C 0.3918(3) 0.0820(3) 0.1431(2) 0.0947(13) Uani 1 1 d . . .
H21 H 0.4301 0.0363 0.1450 0.114 Uiso 1 1 calc R . .
C22 C 0.3699(3) 0.1149(3) 0.0929(2) 0.0929(14) Uani 1 1 d . . .
H22 H 0.3941 0.0927 0.0597 0.111 Uiso 1 1 calc R . .
C23 C 0.3109(2) 0.1824(2) 0.08971(13) 0.0674(10) Uani 1 1 d . . .
C24 C 0.27964(18) 0.21502(16) 0.14154(10) 0.0455(7) Uani 1 1 d . . .
C25 C 0.2797(3) 0.2192(2) 0.03811(13) 0.0943(18) Uani 1 1 d . . .
H25 H 0.3014 0.1994 0.0036 0.113 Uiso 1 1 calc R . .
C26 C 0.7439(4) 0.0754(4) 0.7167(2) 0.143(2) Uani 1 1 d . . .
H26A H 0.7748 0.1269 0.7095 0.214 Uiso 1 1 calc R . .
H26B H 0.7866 0.0310 0.7205 0.214 Uiso 1 1 calc R . .
H26C H 0.7099 0.0804 0.7511 0.214 Uiso 1 1 calc R . .
O4 O 0.6890(2) 0.0588(3) 0.67364(16) 0.1392(13) Uani 1 1 d . . .
H4 H 0.6371 0.0597 0.6849 0.209 Uiso 1 1 calc R . .
C27 C -0.1523(5) 0.1622(4) 0.3651(3) 0.167(3) Uani 1 1 d . . .
H27A H -0.1297 0.1863 0.3307 0.251 Uiso 1 1 calc R . .
H27B H -0.1884 0.2025 0.3848 0.251 Uiso 1 1 calc R . .
H27C H -0.1880 0.1141 0.3562 0.251 Uiso 1 1 calc R . .
O5 O -0.0797(2) 0.1379(2) 0.40020(12) 0.1048(9) Uani 1 1 d . . .
H5 H -0.0413 0.1151 0.3808 0.157 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 2.1190(18) 2 ?
Mn1 O1 2.1190(18) . ?
Mn1 O3 2.1381(17) . ?
Mn1 O3 2.1381(17) 2 ?
Mn1 N1 2.276(2) 2 ?
Mn1 N1 2.276(2) . ?
N1 C20 1.320(4) . ?
N1 C24 1.354(3) . ?
N2 C3 1.345(3) . ?
N2 C10 1.399(3) . ?
N2 C11 1.457(3) . ?
N3 C6 1.355(3) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
N4 C8 1.383(3) . ?
N4 C14 1.457(3) . ?
N4 C17 1.466(3) . ?
N5 C15 1.465(3) . ?
N5 C18 1.470(4) . ?
N5 H5A 0.92(3) . ?
O1 C1 1.258(3) . ?
O2 C1 1.254(3) . ?
O3 C4 1.264(3) . ?
F1 C7 1.368(3) . ?
F2 C9 1.365(3) . ?
C1 C2 1.502(3) . ?
C2 C3 1.363(3) . ?
C2 C4 1.432(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.450(3) . ?
C5 C6 1.420(3) . ?
C5 C10 1.422(3) . ?
C6 C7 1.379(3) . ?
C7 C8 1.387(3) . ?
C8 C9 1.394(4) . ?
C9 C10 1.386(3) . ?
C11 C13 1.483(4) . ?
C11 C12 1.484(4) . ?
C11 H11 0.9800 . ?
C12 C13 1.485(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.520(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.512(4) . ?
C15 H15 0.9800 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.511(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.521(4) . ?
C18 H18 0.9800 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.398(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.335(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.396(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.407(4) . ?
C23 C25 1.429(5) . ?
C24 C24 1.428(6) 2 ?
C25 C25 1.327(8) 2 ?
C25 H25 0.9300 . ?
C26 O4 1.331(5) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
O4 H4 0.8200 . ?
C27 O5 1.418(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O5 H5 0.8200 . ?

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 162.09(10) 2 . ?
O1 Mn1 O3 86.07(7) 2 . ?
O1 Mn1 O3 81.90(7) . . ?
O1 Mn1 O3 81.90(7) 2 2 ?
O1 Mn1 O3 86.07(7) . 2 ?
O3 Mn1 O3 95.44(10) . 2 ?
O1 Mn1 N1 94.79(8) 2 2 ?
O1 Mn1 N1 99.66(7) . 2 ?
O3 Mn1 N1 168.42(8) . 2 ?
O3 Mn1 N1 96.12(7) 2 2 ?
O1 Mn1 N1 99.66(7) 2 . ?
O1 Mn1 N1 94.79(8) . . ?
O3 Mn1 N1 96.12(7) . . ?
O3 Mn1 N1 168.42(8) 2 . ?
N1 Mn1 N1 72.34(11) 2 . ?
C20 N1 C24 118.0(3) . . ?
C20 N1 Mn1 125.8(2) . . ?
C24 N1 Mn1 116.09(17) . . ?
C3 N2 C10 119.1(2) . . ?
C3 N2 C11 118.2(2) . . ?
C10 N2 C11 122.6(2) . . ?
C6 N3 H3A 120.0 . . ?
C6 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
C8 N4 C14 122.5(2) . . ?
C8 N4 C17 121.0(2) . . ?
C14 N4 C17 112.7(2) . . ?
C15 N5 C18 110.9(2) . . ?
C15 N5 H5A 109.7(17) . . ?
C18 N5 H5A 106.2(18) . . ?
C1 O1 Mn1 134.45(17) . . ?
C4 O3 Mn1 128.97(17) . . ?
O2 C1 O1 123.0(2) . . ?
O2 C1 C2 117.5(2) . . ?
O1 C1 C2 119.5(2) . . ?
C3 C2 C4 117.5(2) . . ?
C3 C2 C1 117.1(2) . . ?
C4 C2 C1 125.2(2) . . ?
N2 C3 C2 125.4(2) . . ?
N2 C3 H3 117.3 . . ?
C2 C3 H3 117.3 . . ?
O3 C4 C2 123.1(2) . . ?
O3 C4 C5 119.8(2) . . ?
C2 C4 C5 117.1(2) . . ?
C6 C5 C10 118.5(2) . . ?
C6 C5 C4 121.5(2) . . ?
C10 C5 C4 119.9(2) . . ?
N3 C6 C7 118.7(2) . . ?
N3 C6 C5 123.1(2) . . ?
C7 C6 C5 118.2(2) . . ?
F1 C7 C6 115.9(2) . . ?
F1 C7 C8 118.9(2) . . ?
C6 C7 C8 125.2(2) . . ?
N4 C8 C7 124.1(2) . . ?
N4 C8 C9 120.5(2) . . ?
C7 C8 C9 115.2(2) . . ?
F2 C9 C10 118.8(2) . . ?
F2 C9 C8 117.1(2) . . ?
C10 C9 C8 123.5(2) . . ?
C9 C10 N2 122.0(2) . . ?
C9 C10 C5 119.3(2) . . ?
N2 C10 C5 118.5(2) . . ?
N2 C11 C13 118.2(3) . . ?
N2 C11 C12 118.5(3) . . ?
C13 C11 C12 60.1(2) . . ?
N2 C11 H11 116.1 . . ?
C13 C11 H11 116.1 . . ?
C12 C11 H11 116.1 . . ?
C11 C12 C13 59.9(2) . . ?
C11 C12 H12A 117.8 . . ?
C13 C12 H12A 117.8 . . ?
C11 C12 H12B 117.8 . . ?
C13 C12 H12B 117.8 . . ?
H12A C12 H12B 114.9 . . ?
C11 C13 C12 60.0(2) . . ?
C11 C13 H13A 117.8 . . ?
C12 C13 H13A 117.8 . . ?
C11 C13 H13B 117.8 . . ?
C12 C13 H13B 117.8 . . ?
H13A C13 H13B 114.9 . . ?
N4 C14 C15 109.9(2) . . ?
N4 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
N4 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
N5 C15 C16 110.2(2) . . ?
N5 C15 C14 109.4(2) . . ?
C16 C15 C14 111.0(2) . . ?
N5 C15 H15 108.7 . . ?
C16 C15 H15 108.7 . . ?
C14 C15 H15 108.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 109.7(2) . . ?
N4 C17 H17A 109.7 . . ?
C18 C17 H17A 109.7 . . ?
N4 C17 H17B 109.7 . . ?
C18 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
N5 C18 C17 107.5(2) . . ?
N5 C18 C19 110.6(2) . . ?
C17 C18 C19 110.8(2) . . ?
N5 C18 H18 109.3 . . ?
C17 C18 H18 109.3 . . ?
C19 C18 H18 109.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C21 122.7(4) . . ?
N1 C20 H20 118.7 . . ?
C21 C20 H20 118.7 . . ?
C22 C21 C20 119.4(4) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 120.5(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 116.8(3) . . ?
C22 C23 C25 124.8(3) . . ?
C24 C23 C25 118.3(3) . . ?
N1 C24 C23 122.5(3) . . ?
N1 C24 C24 117.64(15) . 2 ?
C23 C24 C24 119.9(2) . 2 ?
C25 C25 C23 121.7(2) 2 . ?
C25 C25 H25 119.1 2 . ?
C23 C25 H25 119.1 . . ?
O4 C26 H26A 109.5 . . ?
O4 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O4 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C26 O4 H4 109.5 . . ?
O5 C27 H27A 109.5 . . ?
O5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C27 O5 H5 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
O1 Mn1 N1 C20 86.1(2) 2 . . . ?
O1 Mn1 N1 C20 -83.3(2) . . . . ?
O3 Mn1 N1 C20 -1.0(2) . . . . ?
O3 Mn1 N1 C20 -177.1(3) 2 . . . ?
N1 Mn1 N1 C20 178.0(3) 2 . . . ?
O1 Mn1 N1 C24 -90.59(19) 2 . . . ?
O1 Mn1 N1 C24 100.02(19) . . . . ?
O3 Mn1 N1 C24 -177.63(19) . . . . ?
O3 Mn1 N1 C24 6.2(5) 2 . . . ?
N1 Mn1 N1 C24 1.40(13) 2 . . . ?
O1 Mn1 O1 C1 -28.5(2) 2 . . . ?
O3 Mn1 O1 C1 19.8(2) . . . . ?
O3 Mn1 O1 C1 -76.3(2) 2 . . . ?
N1 Mn1 O1 C1 -171.9(2) 2 . . . ?
N1 Mn1 O1 C1 115.3(2) . . . . ?
O1 Mn1 O3 C4 137.8(2) 2 . . . ?
O1 Mn1 O3 C4 -28.9(2) . . . . ?
O3 Mn1 O3 C4 56.38(18) 2 . . . ?
N1 Mn1 O3 C4 -127.5(4) 2 . . . ?
N1 Mn1 O3 C4 -122.8(2) . . . . ?
Mn1 O1 C1 O2 168.94(18) . . . . ?
Mn1 O1 C1 C2 -10.2(4) . . . . ?
O2 C1 C2 C3 4.3(3) . . . . ?
O1 C1 C2 C3 -176.5(2) . . . . ?
O2 C1 C2 C4 179.2(2) . . . . ?
O1 C1 C2 C4 -1.7(4) . . . . ?
C10 N2 C3 C2 8.1(4) . . . . ?
C11 N2 C3 C2 -167.2(2) . . . . ?
C4 C2 C3 N2 6.4(4) . . . . ?
C1 C2 C3 N2 -178.4(2) . . . . ?
Mn1 O3 C4 C2 29.4(3) . . . . ?
Mn1 O3 C4 C5 -148.80(17) . . . . ?
C3 C2 C4 O3 166.1(2) . . . . ?
C1 C2 C4 O3 -8.7(4) . . . . ?
C3 C2 C4 C5 -15.6(3) . . . . ?
C1 C2 C4 C5 169.6(2) . . . . ?
O3 C4 C5 C6 12.9(3) . . . . ?
C2 C4 C5 C6 -165.4(2) . . . . ?
O3 C4 C5 C10 -170.3(2) . . . . ?
C2 C4 C5 C10 11.3(3) . . . . ?
C10 C5 C6 N3 179.0(2) . . . . ?
C4 C5 C6 N3 -4.3(4) . . . . ?
C10 C5 C6 C7 -0.5(3) . . . . ?
C4 C5 C6 C7 176.3(2) . . . . ?
N3 C6 C7 F1 -3.2(3) . . . . ?
C5 C6 C7 F1 176.2(2) . . . . ?
N3 C6 C7 C8 177.0(2) . . . . ?
C5 C6 C7 C8 -3.5(4) . . . . ?
C14 N4 C8 C7 22.2(4) . . . . ?
C17 N4 C8 C7 -134.3(3) . . . . ?
C14 N4 C8 C9 -151.8(3) . . . . ?
C17 N4 C8 C9 51.7(4) . . . . ?
F1 C7 C8 N4 10.3(4) . . . . ?
C6 C7 C8 N4 -170.0(2) . . . . ?
F1 C7 C8 C9 -175.4(2) . . . . ?
C6 C7 C8 C9 4.4(4) . . . . ?
N4 C8 C9 F2 2.6(3) . . . . ?
C7 C8 C9 F2 -172.0(2) . . . . ?
N4 C8 C9 C10 173.3(2) . . . . ?
C7 C8 C9 C10 -1.3(4) . . . . ?
F2 C9 C10 N2 -7.8(3) . . . . ?
C8 C9 C10 N2 -178.3(2) . . . . ?
F2 C9 C10 C5 168.2(2) . . . . ?
C8 C9 C10 C5 -2.4(4) . . . . ?
C3 N2 C10 C9 163.7(2) . . . . ?
C11 N2 C10 C9 -21.2(4) . . . . ?
C3 N2 C10 C5 -12.3(3) . . . . ?
C11 N2 C10 C5 162.8(2) . . . . ?
C6 C5 C10 C9 3.3(3) . . . . ?
C4 C5 C10 C9 -173.6(2) . . . . ?
C6 C5 C10 N2 179.3(2) . . . . ?
C4 C5 C10 N2 2.5(3) . . . . ?
C3 N2 C11 C13 114.4(3) . . . . ?
C10 N2 C11 C13 -60.7(4) . . . . ?
C3 N2 C11 C12 45.1(4) . . . . ?
C10 N2 C11 C12 -130.0(3) . . . . ?
N2 C11 C12 C13 108.0(3) . . . . ?
N2 C11 C13 C12 -108.4(3) . . . . ?
C8 N4 C14 C15 146.6(2) . . . . ?
C17 N4 C14 C15 -55.1(3) . . . . ?
C18 N5 C15 C16 177.0(2) . . . . ?
C18 N5 C15 C14 -60.7(3) . . . . ?
N4 C14 C15 N5 55.3(3) . . . . ?
N4 C14 C15 C16 177.1(2) . . . . ?
C8 N4 C17 C18 -143.4(3) . . . . ?
C14 N4 C17 C18 57.9(3) . . . . ?
C15 N5 C18 C17 62.5(3) . . . . ?
C15 N5 C18 C19 -176.4(2) . . . . ?
N4 C17 C18 N5 -59.5(3) . . . . ?
N4 C17 C18 C19 179.4(3) . . . . ?
C24 N1 C20 C21 1.5(5) . . . . ?
Mn1 N1 C20 C21 -175.1(3) . . . . ?
N1 C20 C21 C22 -0.8(6) . . . . ?
C20 C21 C22 C23 -1.4(6) . . . . ?
C21 C22 C23 C24 2.5(5) . . . . ?
C21 C22 C23 C25 -176.5(4) . . . . ?
C20 N1 C24 C23 -0.2(4) . . . . ?
Mn1 N1 C24 C23 176.7(2) . . . . ?
C20 N1 C24 C24 179.1(3) . . . 2 ?
Mn1 N1 C24 C24 -4.0(4) . . . 2 ?
C22 C23 C24 N1 -1.8(4) . . . . ?
C25 C23 C24 N1 177.3(3) . . . . ?
C22 C23 C24 C24 178.9(3) . . . 2 ?
C25 C23 C24 C24 -2.0(5) . . . 2 ?
C22 C23 C25 C25 176.8(5) . . . 2 ?
C24 C23 C25 C25 -2.2(7) . . . 2 ?

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 O5 0.86 2.32 3.076(4) 147.4 2
N3 H3B O3 0.86 2.00 2.630(3) 129.5 .
N5 H5A O2 0.92(3) 2.21(3) 3.126(3) 173(2) 7_656
O4 H4 N5 0.82 2.03 2.830(4) 165.7 .
O5 H5 O2 0.82 1.93 2.739(3) 169.5 .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.046
