# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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 1909672'
loop_
_audit_author_name
_audit_author_address
'Ashutosh  Ghosh'
;University of Calcutta
India
;
_audit_update_record             
;
2019-05-08 deposited with the CCDC.	2019-05-20 downloaded from the CCDC.
;
_audit_creation_date             2019-02-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H30 Cl2 Mn2 N2 O4, 2[CH3OH]'
_chemical_formula_sum            'C44 H60 Cl4 Mn4 N4 O8'
_chemical_formula_weight         1134.52
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   14.134(5)
_cell_length_b                   10.725(4)
_cell_length_c                   18.983(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.235(7)
_cell_angle_gamma                90
_cell_volume                     2831.9(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8621
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.69
_cell_measurement_theta_min      2.18
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.107
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1438 before and 0.1028 after correction.
The Ratio of minimum to maximum transmission is 0.7311.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            WHITE
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2268
_diffrn_reflns_av_unetI/netI     0.1080
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            57421
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.243
_diffrn_reflns_theta_min         2.190
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD AREA DETECTOR'
_diffrn_measurement_method       OMEGA-SCAN
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'FINE FOCUS SEALED TUBE'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2491
_reflns_number_total             5085
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.165
_refine_diff_density_min         -0.757
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5085
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1789
_refine_ls_R_factor_gt           0.1012
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1739P)²+4.3508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2647
_refine_ls_wR_factor_ref         0.3210
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C22) = Uanis(C17)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B), C10(H10A,H10B), C7(H7A,H7B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C14(H14), C12(H12), C3(H3)
3.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C), C22(H22A,H22B,H22C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Mn2 Mn 0.41508(12) 0.34920(13) 0.60857(9) 0.0543(5) Uani 1 1 d . . . . .
Mn1 Mn 0.44865(12) 0.63805(13) 0.52863(8) 0.0526(5) Uani 1 1 d . . . . .
Cl1 Cl 0.3759(2) 0.4326(2) 0.47698(15) 0.0604(8) Uani 1 1 d . . . . .
Cl2 Cl 0.2915(2) 0.1970(3) 0.58795(17) 0.0713(9) Uani 1 1 d . . . . .
O1 O 0.4507(5) 0.5385(6) 0.6259(4) 0.0569(18) Uani 1 1 d . . . . .
O3 O 0.4514(5) 0.7019(6) 0.4225(4) 0.0560(18) Uani 1 1 d . . . . .
O4 O 0.5081(6) 0.7821(6) 0.3054(4) 0.063(2) Uani 1 1 d . . . . .
N1 N 0.5019(6) 0.8042(7) 0.5980(4) 0.051(2) Uani 1 1 d . . . . .
O2 O 0.3469(5) 0.4281(7) 0.7102(4) 0.071(2) Uani 1 1 d . . . . .
N2 N 0.3096(6) 0.7469(7) 0.5208(5) 0.053(2) Uani 1 1 d . . . . .
C11 C 0.2992(8) 0.8037(8) 0.3894(5) 0.053(3) Uani 1 1 d . . . . .
C16 C 0.3902(8) 0.7736(8) 0.3782(6) 0.052(3) Uani 1 1 d . . . . .
C9 C 0.3378(8) 0.8745(8) 0.5417(6) 0.059(3) Uani 1 1 d . . . . .
H9A H 0.282083 0.920296 0.550924 0.070 Uiso 1 1 calc R . . . .
H9B H 0.361490 0.915472 0.502726 0.070 Uiso 1 1 calc R . . . .
C6 C 0.5033(7) 0.6923(9) 0.7159(6) 0.052(3) Uani 1 1 d . . . . .
C8 C 0.4159(8) 0.8761(9) 0.6087(6) 0.065(3) Uani 1 1 d . . . . .
H8A H 0.434368 0.961701 0.620630 0.079 Uiso 1 1 calc R . . . .
H8B H 0.390374 0.840904 0.648500 0.079 Uiso 1 1 calc R . . . .
C10 C 0.2520(8) 0.7430(9) 0.4470(6) 0.061(3) Uani 1 1 d . . . . .
H10A H 0.190923 0.784085 0.447508 0.073 Uiso 1 1 calc R . . . .
H10B H 0.238398 0.656583 0.433996 0.073 Uiso 1 1 calc R . . . .
C5 C 0.5051(8) 0.7365(11) 0.7848(6) 0.068(3) Uani 1 1 d . . . . .
H5 H 0.540176 0.808088 0.799601 0.081 Uiso 1 1 calc R . . . .
C15 C 0.4163(8) 0.8195(9) 0.3178(6) 0.054(3) Uani 1 1 d . . . . .
C1 C 0.4517(7) 0.5896(9) 0.6923(6) 0.050(3) Uani 1 1 d . . . . .
C7 C 0.5598(8) 0.7637(10) 0.6665(6) 0.065(3) Uani 1 1 d . . . . .
H7A H 0.588781 0.836636 0.691800 0.078 Uiso 1 1 calc R . . . .
H7B H 0.611499 0.710819 0.656499 0.078 Uiso 1 1 calc R . . . .
C14 C 0.3595(9) 0.9001(10) 0.2703(6) 0.068(3) Uani 1 1 d . . . . .
H14 H 0.380342 0.930310 0.229782 0.081 Uiso 1 1 calc R . . . .
C2 C 0.3994(8) 0.5308(9) 0.7386(6) 0.057(3) Uani 1 1 d . . . . .
C13 C 0.2718(9) 0.9329(10) 0.2859(7) 0.069(3) Uani 1 1 d . . . . .
C12 C 0.2399(9) 0.8823(10) 0.3433(7) 0.069(3) Uani 1 1 d . . . . .
H12 H 0.178422 0.900566 0.351540 0.083 Uiso 1 1 calc R . . . .
C3 C 0.4020(9) 0.5736(12) 0.8061(6) 0.073(3) Uani 1 1 d . . . . .
H3 H 0.366402 0.532545 0.835735 0.088 Uiso 1 1 calc R . . . .
C19 C 0.2483(9) 0.6922(12) 0.5703(6) 0.073(3) Uani 1 1 d . . . . .
H19A H 0.239163 0.604759 0.560579 0.110 Uiso 1 1 calc GR . . . .
H19B H 0.187017 0.733305 0.562913 0.110 Uiso 1 1 calc GR . . . .
H19C H 0.279698 0.703559 0.619061 0.110 Uiso 1 1 calc GR . . . .
C4 C 0.4561(9) 0.6770(12) 0.8322(7) 0.075(3) Uani 1 1 d . . . . .
C20 C 0.5648(9) 0.8773(10) 0.5600(6) 0.070(3) Uani 1 1 d . . . . .
H20A H 0.615247 0.824904 0.548951 0.105 Uiso 1 1 calc GR . . . .
H20B H 0.592211 0.945150 0.589713 0.105 Uiso 1 1 calc GR . . . .
H20C H 0.527940 0.909556 0.516420 0.105 Uiso 1 1 calc GR . . . .
C17 C 0.5533(10) 0.8452(12) 0.2543(8) 0.092(3) Uani 1 1 d . . . . .
H17A H 0.561435 0.931614 0.267175 0.138 Uiso 1 1 calc GR . . . .
H17B H 0.514060 0.838156 0.207740 0.138 Uiso 1 1 calc GR . . . .
H17C H 0.615079 0.808364 0.253634 0.138 Uiso 1 1 calc GR . . . .
C18 C 0.2067(10) 1.0284(11) 0.2356(7) 0.092(4) Uani 1 1 d . . . . .
H18A H 0.228579 1.111815 0.247455 0.139 Uiso 1 1 calc GR . . . .
H18B H 0.141189 1.020168 0.242121 0.139 Uiso 1 1 calc GR . . . .
H18C H 0.210772 1.011351 0.186553 0.139 Uiso 1 1 calc GR . . . .
C22 C 0.2645(9) 0.3954(13) 0.7378(8) 0.092(3) Uani 1 1 d . . . . .
H22A H 0.218018 0.461284 0.728503 0.138 Uiso 1 1 calc GR . . . .
H22B H 0.281547 0.382292 0.788496 0.138 Uiso 1 1 calc GR . . . .
H22C H 0.237616 0.320109 0.715235 0.138 Uiso 1 1 calc GR . . . .
C21 C 0.4604(10) 0.7236(15) 0.9078(7) 0.105(5) Uani 1 1 d . . . . .
H21A H 0.524087 0.753383 0.926182 0.157 Uiso 1 1 calc GR . . . .
H21B H 0.444798 0.656807 0.937314 0.157 Uiso 1 1 calc GR . . . .
H21C H 0.415179 0.790372 0.907818 0.157 Uiso 1 1 calc GR . . . .


_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
Mn2 Cl1 2.618(3) . ?
Mn2 Cl2 2.372(3) . ?
Mn2 O1 2.104(7) . ?
Mn2 O3 2.146(7) 3_666 ?
Mn2 O4 2.281(7) 3_666 ?
Mn2 O2 2.455(8) . ?
Mn1 Cl1 2.552(3) . ?
Mn1 Cl1 2.613(3) 3_666 ?
Mn1 O1 2.128(7) . ?
Mn1 O3 2.135(7) . ?
Mn1 N1 2.263(8) . ?
Mn1 N2 2.269(8) . ?
O1 C1 1.373(12) . ?
O3 C16 1.336(12) . ?
O4 C15 1.417(12) . ?
O4 C17 1.424(14) . ?
N1 C8 1.484(13) . ?
N1 C7 1.474(13) . ?
N1 C20 1.467(13) . ?
O2 C2 1.382(12) . ?
O2 C22 1.404(14) . ?
N2 C9 1.460(11) . ?
N2 C10 1.491(13) . ?
N2 C19 1.506(14) . ?
C11 C16 1.378(14) . ?
C11 C10 1.525(15) . ?
C11 C12 1.385(14) . ?
C16 C15 1.359(14) . ?
C9 C8 1.529(14) . ?
C6 C5 1.388(15) . ?
C6 C1 1.352(13) . ?
C6 C7 1.539(15) . ?
C5 C4 1.384(16) . ?
C15 C14 1.395(14) . ?
C1 C2 1.396(14) . ?
C14 C13 1.370(17) . ?
C2 C3 1.354(15) . ?
C13 C12 1.365(17) . ?
C13 C18 1.580(16) . ?
C3 C4 1.388(17) . ?
C4 C21 1.511(17) . ?

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
Cl2 Mn2 Cl1 93.04(11) . . ?
Cl2 Mn2 O2 89.3(2) . . ?
O1 Mn2 Cl1 79.8(2) . . ?
O1 Mn2 Cl2 147.0(2) . . ?
O1 Mn2 O3 95.3(3) . 3_666 ?
O1 Mn2 O4 114.5(3) . 3_666 ?
O1 Mn2 O2 70.2(3) . . ?
O3 Mn2 Cl1 82.67(19) 3_666 . ?
O3 Mn2 Cl2 115.9(2) 3_666 . ?
O3 Mn2 O4 73.1(3) 3_666 3_666 ?
O3 Mn2 O2 142.3(3) 3_666 . ?
O4 Mn2 Cl1 152.5(2) 3_666 . ?
O4 Mn2 Cl2 86.3(2) 3_666 . ?
O4 Mn2 O2 81.6(3) 3_666 . ?
O2 Mn2 Cl1 125.9(2) . . ?
Cl1 Mn1 Cl1 93.11(10) . 3_666 ?
O1 Mn1 Cl1 91.3(2) . 3_666 ?
O1 Mn1 Cl1 80.95(19) . . ?
O1 Mn1 O3 168.5(3) . . ?
O1 Mn1 N1 86.5(3) . . ?
O1 Mn1 N2 101.1(3) . . ?
O3 Mn1 Cl1 89.32(19) . . ?
O3 Mn1 Cl1 83.0(2) . 3_666 ?
O3 Mn1 N1 103.7(3) . . ?
O3 Mn1 N2 86.2(3) . . ?
N1 Mn1 Cl1 166.6(2) . . ?
N1 Mn1 Cl1 91.8(2) . 3_666 ?
N1 Mn1 N2 80.1(3) . . ?
N2 Mn1 Cl1 97.7(2) . . ?
N2 Mn1 Cl1 164.6(2) . 3_666 ?
Mn1 Cl1 Mn2 85.76(9) . . ?
Mn1 Cl1 Mn2 84.18(9) 3_666 . ?
Mn1 Cl1 Mn1 86.89(10) . 3_666 ?
Mn2 O1 Mn1 112.5(3) . . ?
C1 O1 Mn2 119.5(6) . . ?
C1 O1 Mn1 126.4(6) . . ?
Mn1 O3 Mn2 110.0(3) . 3_666 ?
C16 O3 Mn2 118.5(6) . 3_666 ?
C16 O3 Mn1 131.2(7) . . ?
C15 O4 Mn2 112.9(6) . 3_666 ?
C15 O4 C17 120.9(9) . . ?
C17 O4 Mn2 124.5(8) . 3_666 ?
C8 N1 Mn1 107.1(6) . . ?
C7 N1 Mn1 110.9(6) . . ?
C7 N1 C8 111.8(8) . . ?
C20 N1 Mn1 107.6(6) . . ?
C20 N1 C8 111.8(8) . . ?
C20 N1 C7 107.5(8) . . ?
C2 O2 Mn2 108.9(6) . . ?
C2 O2 C22 118.5(9) . . ?
C22 O2 Mn2 132.4(7) . . ?
C9 N2 Mn1 105.8(6) . . ?
C9 N2 C10 111.0(8) . . ?
C9 N2 C19 110.8(9) . . ?
C10 N2 Mn1 111.7(6) . . ?
C10 N2 C19 107.3(8) . . ?
C19 N2 Mn1 110.3(7) . . ?
C16 C11 C10 123.3(9) . . ?
C16 C11 C12 121.5(11) . . ?
C12 C11 C10 114.8(11) . . ?
O3 C16 C11 123.8(10) . . ?
O3 C16 C15 119.8(10) . . ?
C15 C16 C11 116.4(10) . . ?
N2 C9 C8 111.0(8) . . ?
C5 C6 C7 118.7(10) . . ?
C1 C6 C5 120.6(11) . . ?
C1 C6 C7 120.7(10) . . ?
N1 C8 C9 111.6(9) . . ?
N2 C10 C11 115.3(9) . . ?
C4 C5 C6 121.8(11) . . ?
C16 C15 O4 115.6(9) . . ?
C16 C15 C14 124.0(11) . . ?
C14 C15 O4 120.4(10) . . ?
O1 C1 C2 118.5(9) . . ?
C6 C1 O1 123.1(10) . . ?
C6 C1 C2 118.4(10) . . ?
N1 C7 C6 114.7(9) . . ?
C13 C14 C15 117.3(12) . . ?
O2 C2 C1 115.0(9) . . ?
C3 C2 O2 124.1(10) . . ?
C3 C2 C1 120.9(10) . . ?
C14 C13 C18 119.2(12) . . ?
C12 C13 C14 120.7(12) . . ?
C12 C13 C18 120.1(12) . . ?
C13 C12 C11 119.8(12) . . ?
C2 C3 C4 121.9(12) . . ?
C5 C4 C3 116.4(12) . . ?
C5 C4 C21 121.6(12) . . ?
C3 C4 C21 122.0(13) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.807 0.500 326.1 75.2 '2 CH3OH'
2 0.500 -0.198 0.000 326.1 75.2 '2 CH3OH'

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1909673'
loop_
_audit_author_name
_audit_author_address
'Ashutosh  Ghosh'
;University of Calcutta
India
;
_audit_update_record             
;
2019-05-08 deposited with the CCDC.	2019-05-20 downloaded from the CCDC.
;
_audit_creation_date             2019-04-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H60 Mn4 N16 O8'
_chemical_formula_sum            'C44 H60 Mn4 N16 O8'
_chemical_formula_weight         1160.84
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   32.5215(12)
_cell_length_b                   32.5215(12)
_cell_length_c                   14.0934(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     12908.8(11)
_cell_formula_units_Z            9
_cell_measurement_reflns_used    6328
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.157
_cell_measurement_theta_min      6.038
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.920
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_correction_T_min  0.829
_exptl_absorpt_correction_type   EMPIRICAL
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            WHITE
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             5400
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            40474
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.390
_diffrn_reflns_theta_min         7.494
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'CCD AREA DETECTOR'
_diffrn_measurement_method       OMEGA-SCAN
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'FINE FOCUS SEALED TUBE'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4694
_reflns_number_total             5873
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.845
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         5743
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0466
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0480P)²+53.9132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1145
_refine_ls_wR_factor_ref         0.1282
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N6-N7 = N6-N7A
 1.172 with sigma of 0.02
 N7-N8 = N7A-N8A
 1.13 with sigma of 0.02
3. Others
 Sof(N7A)=Sof(N8A)=1-FVAR(1)
 Sof(N7)=Sof(N8)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C12(H12), C14(H14)
4.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.78518(2) 0.64062(2) 0.74524(3) 0.03526(14) Uani 1 1 d . . . . .
Mn2 Mn 0.86100(2) 0.76017(2) 0.74621(3) 0.04331(15) Uani 1 1 d . . . . .
N1 N 0.70436(8) 0.61036(9) 0.74923(19) 0.0432(5) Uani 1 1 d . . . . .
N2 N 0.76873(9) 0.61886(9) 0.90049(17) 0.0435(5) Uani 1 1 d . . . . .
N3 N 0.79956(9) 0.64133(8) 0.58548(17) 0.0394(5) Uani 1 1 d . . . . .
N4 N 0.77422(10) 0.64623(10) 0.5275(2) 0.0516(6) Uani 1 1 d . . . . .
N5 N 0.75066(14) 0.65084(17) 0.4737(3) 0.0861(12) Uani 1 1 d . . . . .
N6 N 0.91842(16) 0.79470(15) 0.8377(3) 0.0894(12) Uani 1 1 d D . . . .
N7 N 0.9600(3) 0.8164(3) 0.8397(5) 0.115(3) Uani 0.699(13) 1 d D . P A 1
N8 N 1.0012(4) 0.8364(6) 0.8461(8) 0.203(7) Uani 0.699(13) 1 d D . P A 1
N7A N 0.9416(5) 0.8290(4) 0.8760(10) 0.074(4) Uiso 0.301(13) 1 d D . P A 2
N8A N 0.9659(6) 0.8661(6) 0.9145(13) 0.111(7) Uiso 0.301(13) 1 d D . P A 2
O1 O 0.78906(7) 0.70790(7) 0.74475(15) 0.0435(5) Uani 1 1 d . . . . .
O2 O 0.81803(10) 0.78238(9) 0.85290(19) 0.0681(7) Uani 1 1 d . . . . .
O3 O 0.79512(7) 0.58098(7) 0.73273(14) 0.0420(4) Uani 1 1 d . . . . .
O4 O 0.79273(9) 0.50559(8) 0.66313(17) 0.0534(5) Uani 1 1 d . . . . .
C1 C 0.75567(11) 0.71750(10) 0.7764(2) 0.0436(7) Uani 1 1 d . . . . .
C2 C 0.76987(14) 0.75758(12) 0.8341(2) 0.0544(8) Uani 1 1 d . . . . .
C3 C 0.73695(18) 0.76941(14) 0.8683(3) 0.0652(10) Uani 1 1 d . . . . .
H3 H 0.747036 0.796161 0.906212 0.078 Uiso 1 1 calc R . . . .
C4 C 0.68938(17) 0.74164(15) 0.8462(3) 0.0628(10) Uani 1 1 d . . . . .
C5 C 0.67518(13) 0.70139(13) 0.7928(2) 0.0548(8) Uani 1 1 d . . . . .
H5 H 0.643039 0.682119 0.779519 0.066 Uiso 1 1 calc R . . . .
C6 C 0.70726(11) 0.68831(11) 0.7575(2) 0.0444(7) Uani 1 1 d . . . . .
C7 C 0.69032(11) 0.64314(11) 0.7041(2) 0.0468(7) Uani 1 1 d . . . . .
H7A H 0.703095 0.650484 0.640222 0.056 Uiso 1 1 calc R . . . .
H7B H 0.655986 0.627070 0.699381 0.056 Uiso 1 1 calc R . . . .
C8 C 0.68825(12) 0.60058(13) 0.8492(3) 0.0545(8) Uani 1 1 d . . . . .
H8A H 0.655024 0.576159 0.851022 0.065 Uiso 1 1 calc R . . . .
H8B H 0.691167 0.629112 0.877484 0.065 Uiso 1 1 calc R . . . .
C9 C 0.71717(12) 0.58438(13) 0.9066(3) 0.0540(8) Uani 1 1 d . . . . .
H9A H 0.707265 0.580567 0.972510 0.065 Uiso 1 1 calc R . . . .
H9B H 0.711060 0.553766 0.883337 0.065 Uiso 1 1 calc R . . . .
C10 C 0.79627(12) 0.59768(12) 0.9380(2) 0.0479(7) Uani 1 1 d . . . . .
H10A H 0.789811 0.592139 1.005439 0.057 Uiso 1 1 calc R . . . .
H10B H 0.829755 0.620707 0.931043 0.057 Uiso 1 1 calc R . . . .
C11 C 0.78706(10) 0.55201(11) 0.8930(2) 0.0410(6) Uani 1 1 d . . . . .
C12 C 0.77857(11) 0.51382(12) 0.9517(2) 0.0488(7) Uani 1 1 d . . . . .
H12 H 0.775783 0.516597 1.016759 0.059 Uiso 1 1 calc R . . . .
C13 C 0.77420(12) 0.47238(12) 0.9167(3) 0.0546(8) Uani 1 1 d . . . . .
C14 C 0.77962(12) 0.46869(12) 0.8204(3) 0.0536(8) Uani 1 1 d . . . . .
H14 H 0.778126 0.441426 0.795931 0.064 Uiso 1 1 calc R . . . .
C15 C 0.78728(10) 0.50563(10) 0.7603(2) 0.0441(7) Uani 1 1 d . . . . .
C16 C 0.78976(9) 0.54759(10) 0.7950(2) 0.0385(6) Uani 1 1 d . . . . .
C17 C 0.78742(16) 0.46320(13) 0.6189(3) 0.0662(10) Uani 1 1 d . . . . .
H17A H 0.813976 0.459389 0.635265 0.099 Uiso 1 1 calc GR . . . .
H17B H 0.786133 0.465850 0.551211 0.099 Uiso 1 1 calc GR . . . .
H17C H 0.758615 0.436140 0.640621 0.099 Uiso 1 1 calc GR . . . .
C18 C 0.76384(19) 0.43110(17) 0.9822(4) 0.0814(13) Uani 1 1 d . . . . .
H18A H 0.792891 0.431459 0.996410 0.122 Uiso 1 1 calc GR . . . .
H18B H 0.742206 0.401740 0.951559 0.122 Uiso 1 1 calc GR . . . .
H18C H 0.749899 0.434064 1.039982 0.122 Uiso 1 1 calc GR . . . .
C19 C 0.78165(17) 0.66217(14) 0.9577(3) 0.0646(10) Uani 1 1 d . . . . .
H19A H 0.774690 0.653599 1.023357 0.097 Uiso 1 1 calc GR . . . .
H19B H 0.763671 0.676439 0.936131 0.097 Uiso 1 1 calc GR . . . .
H19C H 0.814937 0.684370 0.950553 0.097 Uiso 1 1 calc GR . . . .
C20 C 0.68322(13) 0.56577(12) 0.6940(3) 0.0628(9) Uani 1 1 d . . . . .
H20A H 0.691838 0.544293 0.722297 0.094 Uiso 1 1 calc GR . . . .
H20B H 0.694801 0.572544 0.629981 0.094 Uiso 1 1 calc GR . . . .
H20C H 0.649275 0.551525 0.693853 0.094 Uiso 1 1 calc GR . . . .
C21 C 0.6541(2) 0.7555(2) 0.8824(3) 0.0904(16) Uani 1 1 d . . . . .
H21A H 0.624156 0.736746 0.851004 0.136 Uiso 1 1 calc GR . . . .
H21B H 0.665795 0.788531 0.869527 0.136 Uiso 1 1 calc GR . . . .
H21C H 0.649964 0.750071 0.949554 0.136 Uiso 1 1 calc GR . . . .
C22 C 0.8334(2) 0.8105(2) 0.9386(4) 0.119(2) Uani 1 1 d . . . . .
H22A H 0.827592 0.836585 0.933106 0.179 Uiso 1 1 calc GR . . . .
H22B H 0.866681 0.822423 0.947973 0.179 Uiso 1 1 calc GR . . . .
H22C H 0.815987 0.791080 0.991773 0.179 Uiso 1 1 calc GR . . . .


_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 N1 2.301(2) . ?
Mn1 N2 2.279(2) . ?
Mn1 N3 2.297(2) . ?
Mn1 N3 2.332(2) 13_666 ?
Mn1 O1 2.128(2) . ?
Mn1 O3 2.1270(19) . ?
Mn2 N3 2.322(2) 13_666 ?
Mn2 N6 2.077(4) . ?
Mn2 O1 2.094(2) . ?
Mn2 O2 2.397(3) . ?
Mn2 O3 2.117(2) 13_666 ?
Mn2 O4 2.287(2) 13_666 ?
N1 C7 1.495(4) . ?
N1 C8 1.481(4) . ?
N1 C20 1.478(4) . ?
N2 C9 1.482(4) . ?
N2 C10 1.475(4) . ?
N2 C19 1.489(4) . ?
N3 N4 1.226(4) . ?
N4 N5 1.140(4) . ?
N6 N7 1.171(9) . ?
N6 N7A 1.123(12) . ?
N7 N8 1.163(11) . ?
N7A N8A 1.193(15) . ?
O1 C1 1.347(3) . ?
O2 C2 1.382(5) . ?
O2 C22 1.445(5) . ?
O3 C16 1.338(3) . ?
O4 C15 1.381(4) . ?
O4 C17 1.443(4) . ?
C1 C2 1.404(4) . ?
C1 C6 1.398(5) . ?
C2 C3 1.392(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(6) . ?
C4 C5 1.374(6) . ?
C4 C21 1.517(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.400(4) . ?
C6 C7 1.490(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.521(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.501(5) . ?
C11 C12 1.400(4) . ?
C11 C16 1.396(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.374(5) . ?
C13 C14 1.381(5) . ?
C13 C18 1.522(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(4) . ?
C15 C16 1.414(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
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 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
N1 Mn1 N3 163.22(9) . 13_666 ?
N2 Mn1 N1 78.64(9) . . ?
N2 Mn1 N3 102.36(9) . 13_666 ?
N2 Mn1 N3 163.52(9) . . ?
N3 Mn1 N1 102.21(9) . . ?
N3 Mn1 N3 81.63(9) . 13_666 ?
O1 Mn1 N1 84.69(8) . . ?
O1 Mn1 N2 101.91(9) . . ?
O1 Mn1 N3 78.70(8) . 13_666 ?
O1 Mn1 N3 94.55(8) . . ?
O3 Mn1 N1 105.90(8) . . ?
O3 Mn1 N2 85.17(8) . . ?
O3 Mn1 N3 90.85(8) . 13_666 ?
O3 Mn1 N3 78.75(8) . . ?
O3 Mn1 O1 168.38(8) . . ?
N3 Mn2 O2 128.49(9) 13_666 . ?
N6 Mn2 N3 91.54(14) . 13_666 ?
N6 Mn2 O1 141.49(15) . . ?
N6 Mn2 O2 87.12(15) . . ?
N6 Mn2 O3 120.71(15) . 13_666 ?
N6 Mn2 O4 95.03(14) . 13_666 ?
O1 Mn2 N3 79.59(8) . 13_666 ?
O1 Mn2 O2 70.60(8) . . ?
O1 Mn2 O3 94.32(8) . 13_666 ?
O1 Mn2 O4 111.68(9) . 13_666 ?
O3 Mn2 N3 78.39(8) 13_666 13_666 ?
O3 Mn2 O2 142.96(9) 13_666 . ?
O3 Mn2 O4 72.43(8) 13_666 13_666 ?
O4 Mn2 N3 149.25(8) 13_666 13_666 ?
O4 Mn2 O2 81.90(9) 13_666 . ?
C7 N1 Mn1 112.05(17) . . ?
C8 N1 Mn1 108.71(19) . . ?
C8 N1 C7 110.9(2) . . ?
C20 N1 Mn1 106.16(19) . . ?
C20 N1 C7 108.5(3) . . ?
C20 N1 C8 110.4(3) . . ?
C9 N2 Mn1 107.00(19) . . ?
C9 N2 C19 111.2(3) . . ?
C10 N2 Mn1 112.73(18) . . ?
C10 N2 C9 110.3(2) . . ?
C10 N2 C19 107.3(3) . . ?
C19 N2 Mn1 108.35(19) . . ?
Mn1 N3 Mn1 98.37(9) . 13_666 ?
Mn1 N3 Mn2 95.44(9) . 13_666 ?
Mn2 N3 Mn1 94.11(9) 13_666 13_666 ?
N4 N3 Mn1 121.2(2) . 13_666 ?
N4 N3 Mn1 120.5(2) . . ?
N4 N3 Mn2 121.0(2) . 13_666 ?
N5 N4 N3 179.9(4) . . ?
N7 N6 Mn2 142.7(5) . . ?
N7A N6 Mn2 144.1(8) . . ?
N8 N7 N6 176.2(11) . . ?
N6 N7A N8A 177.9(17) . . ?
Mn2 O1 Mn1 107.60(9) . . ?
C1 O1 Mn1 126.67(17) . . ?
C1 O1 Mn2 120.75(18) . . ?
C2 O2 Mn2 111.43(18) . . ?
C2 O2 C22 117.4(4) . . ?
C22 O2 Mn2 130.3(3) . . ?
Mn2 O3 Mn1 107.30(8) 13_666 . ?
C16 O3 Mn1 131.90(18) . . ?
C16 O3 Mn2 120.12(17) . 13_666 ?
C15 O4 Mn2 115.18(17) . 13_666 ?
C15 O4 C17 118.4(3) . . ?
C17 O4 Mn2 126.3(2) . 13_666 ?
O1 C1 C2 118.5(3) . . ?
O1 C1 C6 122.9(3) . . ?
C6 C1 C2 118.5(3) . . ?
O2 C2 C1 113.8(3) . . ?
O2 C2 C3 125.2(3) . . ?
C3 C2 C1 121.0(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C21 119.8(4) . . ?
C5 C4 C3 118.6(3) . . ?
C5 C4 C21 121.6(5) . . ?
C4 C5 H5 118.8 . . ?
C4 C5 C6 122.5(4) . . ?
C6 C5 H5 118.8 . . ?
C1 C6 C5 118.9(3) . . ?
C1 C6 C7 120.1(3) . . ?
C5 C6 C7 121.0(3) . . ?
N1 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C6 C7 N1 113.2(3) . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.8 . . ?
N1 C8 H8A 109.3 . . ?
N1 C8 H8B 109.3 . . ?
N1 C8 C9 111.5(3) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
N2 C9 C8 111.6(3) . . ?
N2 C9 H9A 109.3 . . ?
N2 C9 H9B 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
N2 C10 H10A 108.2 . . ?
N2 C10 H10B 108.2 . . ?
N2 C10 C11 116.3(3) . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
C12 C11 C10 118.8(3) . . ?
C16 C11 C10 121.9(3) . . ?
C16 C11 C12 119.2(3) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 C11 122.4(3) . . ?
C13 C12 H12 118.8 . . ?
C12 C13 C14 118.9(3) . . ?
C12 C13 C18 121.1(4) . . ?
C14 C13 C18 120.1(4) . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0(3) . . ?
C15 C14 H14 120.0 . . ?
O4 C15 C14 124.9(3) . . ?
O4 C15 C16 113.5(2) . . ?
C14 C15 C16 121.5(3) . . ?
O3 C16 C11 123.7(3) . . ?
O3 C16 C15 118.5(3) . . ?
C11 C16 C15 117.8(3) . . ?
O4 C17 H17A 109.5 . . ?
O4 C17 H17B 109.5 . . ?
O4 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 H19A 109.5 . . ?
N2 C19 H19B 109.5 . . ?
N2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 H20A 109.5 . . ?
N1 C20 H20B 109.5 . . ?
N1 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C4 C21 H21A 109.5 . . ?
C4 C21 H21B 109.5 . . ?
C4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
Mn1 N1 C7 C6 -66.7(3) . . . . ?
Mn1 N1 C8 C9 -34.2(3) . . . . ?
Mn1 N2 C9 C8 -44.3(3) . . . . ?
Mn1 N2 C10 C11 -63.4(3) . . . . ?
Mn1 O1 C1 C2 134.1(2) . . . . ?
Mn1 O1 C1 C6 -43.3(4) . . . . ?
Mn1 O3 C16 C11 -16.8(4) . . . . ?
Mn1 O3 C16 C15 164.0(2) . . . . ?
Mn2 O1 C1 C2 -17.8(4) . . . . ?
Mn2 O1 C1 C6 164.9(2) . . . . ?
Mn2 O2 C2 C1 15.7(3) . . . . ?
Mn2 O2 C2 C3 -164.9(3) . . . . ?
Mn2 O3 C16 C11 173.8(2) 13_666 . . . ?
Mn2 O3 C16 C15 -5.3(3) 13_666 . . . ?
Mn2 O4 C15 C14 -179.3(2) 13_666 . . . ?
Mn2 O4 C15 C16 1.2(3) 13_666 . . . ?
N1 C8 C9 N2 54.8(4) . . . . ?
N2 C10 C11 C12 -131.1(3) . . . . ?
N2 C10 C11 C16 53.1(4) . . . . ?
O1 C1 C2 O2 -1.1(4) . . . . ?
O1 C1 C2 C3 179.5(3) . . . . ?
O1 C1 C6 C5 -179.5(3) . . . . ?
O1 C1 C6 C7 3.0(4) . . . . ?
O2 C2 C3 C4 -179.0(3) . . . . ?
O4 C15 C16 O3 2.4(4) . . . . ?
O4 C15 C16 C11 -176.8(2) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C1 C6 C7 N1 56.8(4) . . . . ?
C2 C1 C6 C5 3.2(4) . . . . ?
C2 C1 C6 C7 -174.4(3) . . . . ?
C2 C3 C4 C5 2.2(5) . . . . ?
C2 C3 C4 C21 -178.8(3) . . . . ?
C3 C4 C5 C6 -2.0(5) . . . . ?
C4 C5 C6 C1 -0.7(5) . . . . ?
C4 C5 C6 C7 176.8(3) . . . . ?
C5 C6 C7 N1 -120.7(3) . . . . ?
C6 C1 C2 O2 176.4(3) . . . . ?
C6 C1 C2 C3 -3.0(5) . . . . ?
C7 N1 C8 C9 -157.8(3) . . . . ?
C8 N1 C7 C6 55.0(3) . . . . ?
C9 N2 C10 C11 56.1(3) . . . . ?
C10 N2 C9 C8 -167.3(3) . . . . ?
C10 C11 C12 C13 -173.8(3) . . . . ?
C10 C11 C16 O3 -8.1(4) . . . . ?
C10 C11 C16 C15 171.1(3) . . . . ?
C11 C12 C13 C14 1.7(5) . . . . ?
C11 C12 C13 C18 -178.6(3) . . . . ?
C12 C11 C16 O3 176.2(3) . . . . ?
C12 C11 C16 C15 -4.7(4) . . . . ?
C12 C13 C14 C15 -2.7(5) . . . . ?
C13 C14 C15 O4 -179.4(3) . . . . ?
C13 C14 C15 C16 0.0(5) . . . . ?
C14 C15 C16 O3 -177.1(3) . . . . ?
C14 C15 C16 C11 3.7(4) . . . . ?
C16 C11 C12 C13 2.1(4) . . . . ?
C17 O4 C15 C14 3.8(5) . . . . ?
C17 O4 C15 C16 -175.6(3) . . . . ?
C18 C13 C14 C15 177.6(3) . . . . ?
C19 N2 C9 C8 73.8(4) . . . . ?
C19 N2 C10 C11 177.4(3) . . . . ?
C20 N1 C7 C6 176.5(3) . . . . ?
C20 N1 C8 C9 81.9(4) . . . . ?
C21 C4 C5 C6 179.1(3) . . . . ?
C22 O2 C2 C1 -154.8(4) . . . . ?
C22 O2 C2 C3 24.5(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.244 624.0 0.0 ?
2 0.333 0.667 -0.231 624.0 0.0 ?
3 0.667 0.333 -0.564 624.0 0.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
