# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_e1375a
_database_code_depnum_ccdc_archive 'CCDC 1977428'
loop_
_audit_author_name
_audit_author_address
'Andrzej Wojtczak'
;Nicolaus Copernicus University
Poland
;
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H27 Mn N2 O6'
_chemical_formula_sum            'C23 H27 Mn N2 O6'
_chemical_formula_weight         482.40

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.1400(9)
_cell_length_b                   12.8784(12)
_cell_length_c                   19.5628(19)
_cell_angle_alpha                90
_cell_angle_beta                 95.859(11)
_cell_angle_gamma                90
_cell_volume                     2290.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6094
_cell_measurement_theta_min      2.6110
_cell_measurement_theta_max      27.8450

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.611
_exptl_crystal_size_mid          0.411
_exptl_crystal_size_min          0.146
_exptl_absorpt_coefficient_mu    0.617
_shelx_estimated_absorpt_T_min   0.704
_shelx_estimated_absorpt_T_max   0.915
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.747
_exptl_absorpt_correction_T_max  0.921
_exptl_absorpt_process_details   'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_exptl_absorpt_special_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       θ/2θ
_diffrn_detector_area_resol_mean 8.2564
_diffrn_reflns_number            15348
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.240
_diffrn_reflns_theta_max         28.656
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.886
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.886
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5222
_reflns_number_gt                4172
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS 2017/1 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  'CIFTAB-2017 (Sheldrick, 2017)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+0.6899P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5222
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1020
_refine_ls_wR_factor_gt          0.0949
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.42757(3) 0.01052(2) 0.33445(2) 0.02924(10) Uani 1 1 d . . . . .
O1 O 0.39352(16) 0.14061(10) 0.37136(7) 0.0368(3) Uani 1 1 d . . . . .
C1 C 0.2791(2) 0.16187(15) 0.40482(10) 0.0305(4) Uani 1 1 d . . . . .
C2 C 0.2186(2) 0.26354(16) 0.39844(11) 0.0371(5) Uani 1 1 d . . . . .
C3 C 0.1048(3) 0.29138(18) 0.43495(13) 0.0489(6) Uani 1 1 d . . . . .
H3A H 0.063422 0.357144 0.428928 0.059 Uiso 1 1 calc R U . . .
C4 C 0.0501(3) 0.22269(19) 0.48088(14) 0.0542(7) Uani 1 1 d . . . . .
H4A H -0.025888 0.243101 0.506120 0.065 Uiso 1 1 calc R U . . .
C5 C 0.1083(3) 0.12479(18) 0.48895(12) 0.0440(5) Uani 1 1 d . . . . .
H5A H 0.072899 0.079717 0.520567 0.053 Uiso 1 1 calc R U . . .
C6 C 0.2203(2) 0.09179(15) 0.45023(10) 0.0323(4) Uani 1 1 d . . . . .
C7 C 0.2802(2) -0.01138(15) 0.46284(10) 0.0323(4) Uani 1 1 d . . . . .
H7A H 0.252363 -0.046584 0.500956 0.039 Uiso 1 1 calc R U . . .
N1 N 0.36751(18) -0.05830(12) 0.42651(8) 0.0302(4) Uani 1 1 d . . . . .
C8 C 0.4313(2) -0.15739(16) 0.45211(11) 0.0365(5) Uani 1 1 d . . . . .
H8A H 0.375933 -0.182366 0.488519 0.044 Uiso 1 1 calc R U . . .
H8B H 0.531435 -0.145025 0.471975 0.044 Uiso 1 1 calc R U . . .
C9 C 0.4333(2) -0.24250(15) 0.39747(10) 0.0326(4) Uani 1 1 d . . . . .
C10 C 0.5278(2) -0.21044(16) 0.34033(11) 0.0367(5) Uani 1 1 d . . . . .
H10A H 0.622158 -0.185553 0.361201 0.044 Uiso 1 1 calc R U . . .
H10B H 0.545835 -0.271089 0.313002 0.044 Uiso 1 1 calc R U . . .
N2 N 0.45948(18) -0.12911(12) 0.29470(9) 0.0314(4) Uani 1 1 d . . . . .
C11 C 0.4239(2) -0.15065(16) 0.23060(11) 0.0377(5) Uani 1 1 d . . . . .
H11A H 0.457525 -0.213319 0.214492 0.045 Uiso 1 1 calc R U . . .
C12 C 0.3366(2) -0.08594(17) 0.18178(11) 0.0367(5) Uani 1 1 d . . . . .
C13 C 0.3252(3) -0.11257(19) 0.11150(12) 0.0472(6) Uani 1 1 d . . . . .
H13A H 0.381234 -0.166957 0.096874 0.057 Uiso 1 1 calc R U . . .
C14 C 0.2321(3) -0.0589(2) 0.06438(12) 0.0529(7) Uani 1 1 d . . . . .
H14A H 0.227563 -0.075266 0.017906 0.064 Uiso 1 1 calc R U . . .
C15 C 0.1451(3) 0.0196(2) 0.08669(12) 0.0497(6) Uani 1 1 d . . . . .
H15A H 0.081162 0.054986 0.054761 0.060 Uiso 1 1 calc R U . . .
C16 C 0.1509(2) 0.04642(19) 0.15496(12) 0.0412(5) Uani 1 1 d . . . . .
C17 C 0.2499(2) -0.00431(16) 0.20481(11) 0.0352(5) Uani 1 1 d . . . . .
O2 O 0.25426(16) 0.02226(12) 0.27019(8) 0.0410(4) Uani 1 1 d . . . . .
O3 O 0.28340(19) 0.32674(11) 0.35456(9) 0.0504(4) Uani 1 1 d . . . . .
C18 C 0.2355(4) 0.4315(2) 0.34953(19) 0.0856(11) Uani 1 1 d . . . . .
H18A H 0.289071 0.467773 0.317186 0.103 Uiso 1 1 calc R U . . .
H18B H 0.132292 0.433510 0.334269 0.103 Uiso 1 1 calc R U . . .
H18C H 0.252613 0.464188 0.393735 0.103 Uiso 1 1 calc R U . . .
C19 C 0.2773(2) -0.26956(17) 0.36733(12) 0.0425(5) Uani 1 1 d . . . . .
H19A H 0.281055 -0.322917 0.333281 0.051 Uiso 1 1 calc R U . . .
H19B H 0.221908 -0.293902 0.403269 0.051 Uiso 1 1 calc R U . . .
H19C H 0.230855 -0.208898 0.346485 0.051 Uiso 1 1 calc R U . . .
C20 C 0.5102(3) -0.33736(18) 0.43270(13) 0.0501(6) Uani 1 1 d . . . . .
H20A H 0.607892 -0.318501 0.451218 0.060 Uiso 1 1 calc R U . . .
H20B H 0.455538 -0.360702 0.469166 0.060 Uiso 1 1 calc R U . . .
H20C H 0.515170 -0.392113 0.399719 0.060 Uiso 1 1 calc R U . . .
O4 O 0.05149(17) 0.11786(14) 0.17395(9) 0.0533(4) Uani 1 1 d . . . . .
C21 C 0.1091(3) 0.2102(2) 0.20505(17) 0.0661(8) Uani 1 1 d . . . . .
H21A H 0.029697 0.253968 0.216025 0.079 Uiso 1 1 calc R U . . .
H21B H 0.170437 0.193496 0.246364 0.079 Uiso 1 1 calc R U . . .
H21C H 0.166241 0.245992 0.173889 0.079 Uiso 1 1 calc R U . . .
O5 O 0.65256(17) 0.01302(12) 0.37333(8) 0.0430(4) Uani 1 1 d . . . . .
O6 O 0.59992(18) 0.08157(12) 0.27152(8) 0.0455(4) Uani 1 1 d . . . . .
C22 C 0.6930(2) 0.06002(18) 0.32121(12) 0.0406(5) Uani 1 1 d . . . . .
C23 C 0.8509(3) 0.0888(3) 0.32108(16) 0.0799(10) Uani 1 1 d . . . . .
H23A H 0.904604 0.066023 0.363126 0.096 Uiso 1 1 calc R U . . .
H23B H 0.890337 0.056136 0.282850 0.096 Uiso 1 1 calc R U . . .
H23C H 0.859342 0.162823 0.317169 0.096 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O1 1.8630(14) . ?
Mn1 O2 1.9251(15) . ?
Mn1 N2 1.9925(16) . ?
Mn1 O5 2.1188(16) . ?
Mn1 N1 2.1289(17) . ?
Mn1 O6 2.2870(16) . ?
Mn1 C22 2.547(2) . ?
O1 C1 1.318(2) . ?
C1 C6 1.411(3) . ?
C1 C2 1.422(3) . ?
C2 O3 1.361(3) . ?
C2 C3 1.369(3) . ?
C3 C4 1.390(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.371(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.400(3) . ?
C5 H5A 0.9300 . ?
C6 C7 1.449(3) . ?
C7 N1 1.274(3) . ?
C7 H7A 0.9300 . ?
N1 C8 1.470(2) . ?
C8 C9 1.532(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C19 1.527(3) . ?
C9 C20 1.537(3) . ?
C9 C10 1.538(3) . ?
C10 N2 1.473(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
N2 C11 1.293(3) . ?
C11 C12 1.445(3) . ?
C11 H11A 0.9300 . ?
C12 C13 1.411(3) . ?
C12 C17 1.417(3) . ?
C13 C14 1.375(4) . ?
C13 H13A 0.9300 . ?
C14 C15 1.384(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.375(3) . ?
C15 H15A 0.9300 . ?
C16 O4 1.371(3) . ?
C16 C17 1.420(3) . ?
C17 O2 1.320(3) . ?
O3 C18 1.419(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
O4 C21 1.413(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O5 C22 1.273(3) . ?
O6 C22 1.256(3) . ?
C22 C23 1.490(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 O2 91.36(7) . . ?
O1 Mn1 N2 178.81(7) . . ?
O2 Mn1 N2 87.67(7) . . ?
O1 Mn1 O5 92.39(6) . . ?
O2 Mn1 O5 159.56(6) . . ?
N2 Mn1 O5 88.76(6) . . ?
O1 Mn1 N1 88.79(6) . . ?
O2 Mn1 N1 108.61(7) . . ?
N2 Mn1 N1 90.86(6) . . ?
O5 Mn1 N1 91.56(6) . . ?
O1 Mn1 O6 90.02(6) . . ?
O2 Mn1 O6 100.55(6) . . ?
N2 Mn1 O6 90.84(6) . . ?
O5 Mn1 O6 59.37(6) . . ?
N1 Mn1 O6 150.84(6) . . ?
O1 Mn1 C22 90.74(7) . . ?
O2 Mn1 C22 130.00(7) . . ?
N2 Mn1 C22 90.42(7) . . ?
O5 Mn1 C22 29.90(6) . . ?
N1 Mn1 C22 121.38(7) . . ?
O6 Mn1 C22 29.49(6) . . ?
C1 O1 Mn1 123.49(12) . . ?
O1 C1 C6 123.54(18) . . ?
O1 C1 C2 117.95(18) . . ?
C6 C1 C2 118.35(18) . . ?
O3 C2 C3 125.1(2) . . ?
O3 C2 C1 114.59(18) . . ?
C3 C2 C1 120.3(2) . . ?
C2 C3 C4 120.9(2) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C5 C4 C3 119.9(2) . . ?
C5 C4 H4A 120.0 . . ?
C3 C4 H4A 120.0 . . ?
C4 C5 C6 120.9(2) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 H5A 119.6 . . ?
C5 C6 C1 119.54(19) . . ?
C5 C6 C7 118.09(19) . . ?
C1 C6 C7 122.16(18) . . ?
N1 C7 C6 125.98(19) . . ?
N1 C7 H7A 117.0 . . ?
C6 C7 H7A 117.0 . . ?
C7 N1 C8 118.12(17) . . ?
C7 N1 Mn1 120.31(14) . . ?
C8 N1 Mn1 121.47(13) . . ?
N1 C8 C9 114.57(16) . . ?
N1 C8 H8A 108.6 . . ?
C9 C8 H8A 108.6 . . ?
N1 C8 H8B 108.6 . . ?
C9 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C19 C9 C8 110.84(17) . . ?
C19 C9 C20 110.98(18) . . ?
C8 C9 C20 107.04(17) . . ?
C19 C9 C10 110.64(18) . . ?
C8 C9 C10 111.26(17) . . ?
C20 C9 C10 105.92(17) . . ?
N2 C10 C9 113.35(16) . . ?
N2 C10 H10A 108.9 . . ?
C9 C10 H10A 108.9 . . ?
N2 C10 H10B 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C11 N2 C10 118.96(17) . . ?
C11 N2 Mn1 122.67(14) . . ?
C10 N2 Mn1 118.37(13) . . ?
N2 C11 C12 125.77(19) . . ?
N2 C11 H11A 117.1 . . ?
C12 C11 H11A 117.1 . . ?
C13 C12 C17 120.1(2) . . ?
C13 C12 C11 119.0(2) . . ?
C17 C12 C11 120.44(19) . . ?
C14 C13 C12 120.7(2) . . ?
C14 C13 H13A 119.7 . . ?
C12 C13 H13A 119.7 . . ?
C13 C14 C15 119.5(2) . . ?
C13 C14 H14A 120.3 . . ?
C15 C14 H14A 120.3 . . ?
C16 C15 C14 121.6(2) . . ?
C16 C15 H15A 119.2 . . ?
C14 C15 H15A 119.2 . . ?
O4 C16 C15 118.1(2) . . ?
O4 C16 C17 121.1(2) . . ?
C15 C16 C17 120.7(2) . . ?
O2 C17 C12 122.51(19) . . ?
O2 C17 C16 120.02(19) . . ?
C12 C17 C16 117.41(19) . . ?
C17 O2 Mn1 123.62(13) . . ?
C2 O3 C18 117.47(19) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C19 H19A 109.5 . . ?
C9 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C9 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C20 H20A 109.5 . . ?
C9 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C9 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 O4 C21 116.97(18) . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 O5 Mn1 94.03(14) . . ?
C22 O6 Mn1 86.82(13) . . ?
O6 C22 O5 119.7(2) . . ?
O6 C22 C23 121.6(2) . . ?
O5 C22 C23 118.7(2) . . ?
O6 C22 Mn1 63.69(12) . . ?
O5 C22 Mn1 56.07(11) . . ?
C23 C22 Mn1 174.29(18) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
O2 Mn1 O1 C1 65.41(16) . . . . ?
O5 Mn1 O1 C1 -134.69(15) . . . . ?
N1 Mn1 O1 C1 -43.17(15) . . . . ?
O6 Mn1 O1 C1 165.97(15) . . . . ?
C22 Mn1 O1 C1 -164.55(16) . . . . ?
Mn1 O1 C1 C6 38.2(3) . . . . ?
Mn1 O1 C1 C2 -146.50(15) . . . . ?
O1 C1 C2 O3 3.3(3) . . . . ?
C6 C1 C2 O3 178.86(18) . . . . ?
O1 C1 C2 C3 -176.5(2) . . . . ?
C6 C1 C2 C3 -0.9(3) . . . . ?
O3 C2 C3 C4 -177.1(2) . . . . ?
C1 C2 C3 C4 2.6(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C3 C4 C5 C6 -1.5(4) . . . . ?
C4 C5 C6 C1 3.2(3) . . . . ?
C4 C5 C6 C7 178.0(2) . . . . ?
O1 C1 C6 C5 173.39(19) . . . . ?
C2 C1 C6 C5 -1.9(3) . . . . ?
O1 C1 C6 C7 -1.2(3) . . . . ?
C2 C1 C6 C7 -176.55(19) . . . . ?
C5 C6 C7 N1 170.1(2) . . . . ?
C1 C6 C7 N1 -15.2(3) . . . . ?
C6 C7 N1 C8 172.47(19) . . . . ?
C6 C7 N1 Mn1 -4.0(3) . . . . ?
C7 N1 C8 C9 136.83(19) . . . . ?
Mn1 N1 C8 C9 -46.7(2) . . . . ?
N1 C8 C9 C19 -61.6(2) . . . . ?
N1 C8 C9 C20 177.22(18) . . . . ?
N1 C8 C9 C10 61.9(2) . . . . ?
C19 C9 C10 N2 51.7(2) . . . . ?
C8 C9 C10 N2 -72.0(2) . . . . ?
C20 C9 C10 N2 172.00(18) . . . . ?
C9 C10 N2 C11 -115.9(2) . . . . ?
C9 C10 N2 Mn1 64.7(2) . . . . ?
C10 N2 C11 C12 169.89(19) . . . . ?
Mn1 N2 C11 C12 -10.8(3) . . . . ?
N2 C11 C12 C13 170.7(2) . . . . ?
N2 C11 C12 C17 -16.6(3) . . . . ?
C17 C12 C13 C14 1.0(3) . . . . ?
C11 C12 C13 C14 173.7(2) . . . . ?
C12 C13 C14 C15 -2.2(4) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C15 C16 O4 -173.8(2) . . . . ?
C14 C15 C16 C17 1.6(3) . . . . ?
C13 C12 C17 O2 178.6(2) . . . . ?
C11 C12 C17 O2 6.0(3) . . . . ?
C13 C12 C17 C16 1.4(3) . . . . ?
C11 C12 C17 C16 -171.17(19) . . . . ?
O4 C16 C17 O2 -4.8(3) . . . . ?
C15 C16 C17 O2 -180.0(2) . . . . ?
O4 C16 C17 C12 172.5(2) . . . . ?
C15 C16 C17 C12 -2.7(3) . . . . ?
C12 C17 O2 Mn1 31.7(3) . . . . ?
C16 C17 O2 Mn1 -151.18(15) . . . . ?
C3 C2 O3 C18 4.2(4) . . . . ?
C1 C2 O3 C18 -175.6(3) . . . . ?
C15 C16 O4 C21 -119.9(3) . . . . ?
C17 C16 O4 C21 64.7(3) . . . . ?
Mn1 O6 C22 O5 2.1(2) . . . . ?
Mn1 O6 C22 C23 -177.5(2) . . . . ?
Mn1 O5 C22 O6 -2.3(2) . . . . ?
Mn1 O5 C22 C23 177.3(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
_geom_hbond_publ_flag
C7 H7A O5 0.93 2.56 3.201(2) 126.4 3_656 yes
C10 H10A O5 0.97 2.58 3.138(3) 116.7 . yes
C18 H18A O6 0.96 2.56 3.512(3) 171.8 2_655 yes
C21 H21B O2 0.96 2.37 2.983(3) 121.7 . yes

_refine_diff_density_max         0.379
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.127


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2 - MeOH'
