# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_tle1810c
_database_code_depnum_ccdc_archive 'CCDC 1948926'
loop_
_audit_author_name
_audit_author_address
'B. Kariuki'
;Cardiff university
United Kingdom
;
_audit_update_record             
;
2020-09-07 deposited with the CCDC.	2021-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H46 Mn3 N10 O16'
_chemical_formula_weight         1039.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.2958(7)
_cell_length_b                   10.0194(7)
_cell_length_c                   16.6456(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.404(5)
_cell_angle_gamma                90
_cell_volume                     2127.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1746
_cell_measurement_theta_min      4.9840
_cell_measurement_theta_max      72.2600

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_F_000             1070
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    7.866
_shelx_estimated_absorpt_T_min   0.330
_shelx_estimated_absorpt_T_max   0.765
_exptl_absorpt_correction_T_min  0.822
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45b (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8494
_diffrn_reflns_av_unetI/netI     0.0768
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.776
_diffrn_reflns_theta_max         73.945
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4165
_reflns_number_gt                2743
_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 1.171.39.45b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1420P)²+0.0418P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4165
_refine_ls_number_parameters     436
_refine_ls_number_restraints     603
_refine_ls_R_factor_all          0.1136
_refine_ls_R_factor_gt           0.0772
_refine_ls_wR_factor_ref         0.2381
_refine_ls_wR_factor_gt          0.2024
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.031
_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
C1 C 0.5053(5) 0.4241(7) 0.1876(3) 0.0545(15) Uani 1 1 d . . . . .
C2 C 0.5728(3) 0.3466(6) 0.2611(3) 0.0569(15) Uani 0.672(13) 1 d DG . P A 1
C3 C 0.6812(4) 0.3507(12) 0.2773(6) 0.077(7) Uani 0.672(13) 1 d DG U P A 1
C4 C 0.7446(3) 0.2801(12) 0.3446(5) 0.062(5) Uani 0.672(13) 1 d DG U P A 1
H4 H 0.817081 0.282880 0.355436 0.075 Uiso 0.672(13) 1 calc R U P A 1
C5 C 0.6995(3) 0.2054(6) 0.3958(3) 0.0532(15) Uani 0.672(13) 1 d DG . P A 1
C6 C 0.5911(3) 0.2013(11) 0.3796(5) 0.058(5) Uani 0.672(13) 1 d DG U P A 1
C7 C 0.5278(2) 0.2719(11) 0.3122(5) 0.058(5) Uani 0.672(13) 1 d DG U P A 1
H7 H 0.455238 0.269119 0.301406 0.070 Uiso 0.672(13) 1 calc R U P A 1
N1 N 0.7382(15) 0.422(3) 0.2322(14) 0.234(17) Uani 0.672(13) 1 d D . P A 1
H1A H 0.794(9) 0.380(12) 0.230(12) 0.280 Uiso 0.672(13) 1 d D U P A 1
H1B H 0.701(5) 0.439(19) 0.182(5) 0.280 Uiso 0.672(13) 1 d D U P A 1
N2 N 0.5399(14) 0.149(3) 0.4331(15) 0.234(14) Uani 0.672(13) 1 d D . P A 1
H2A H 0.580(4) 0.13(2) 0.482(4) 0.281 Uiso 0.672(13) 1 d D U P A 1
H2B H 0.500(13) 0.082(14) 0.414(5) 0.281 Uiso 0.672(13) 1 d D U P A 1
C2A C 0.5728(3) 0.3466(6) 0.2611(3) 0.0569(15) Uani 0.328(13) 1 d D . P A 2
C3A C 0.5344(10) 0.307(3) 0.3270(12) 0.045(6) Uani 0.328(13) 1 d D U P A 2
C4A C 0.5966(11) 0.233(3) 0.3935(14) 0.049(6) Uani 0.328(13) 1 d D U P A 2
H4A H 0.569453 0.203105 0.435878 0.059 Uiso 0.328(13) 1 calc R U P A 2
C5A C 0.6995(3) 0.2054(6) 0.3958(3) 0.0532(15) Uani 0.328(13) 1 d D . P A 2
C6A C 0.7383(12) 0.247(4) 0.3309(15) 0.062(7) Uani 0.328(13) 1 d D U P A 2
C7A C 0.6782(11) 0.325(4) 0.2662(16) 0.062(7) Uani 0.328(13) 1 d D U P A 2
H7A H 0.707588 0.362637 0.226863 0.074 Uiso 0.328(13) 1 calc R U P A 2
N1A N 0.4307(14) 0.321(3) 0.3309(16) 0.111(11) Uani 0.328(13) 1 d D . P A 2
H1A1 H 0.396(5) 0.248(7) 0.318(15) 0.134 Uiso 0.328(13) 1 d D U P A 2
H1A2 H 0.398(6) 0.383(15) 0.298(11) 0.134 Uiso 0.328(13) 1 d D U P A 2
N2A N 0.8418(18) 0.240(6) 0.333(2) 0.234(14) Uani 0.328(13) 1 d D . P A 2
H2A1 H 0.869(7) 0.161(9) 0.341(17) 0.281 Uiso 0.328(13) 1 d D U P A 2
H2A2 H 0.857(5) 0.28(2) 0.291(9) 0.281 Uiso 0.328(13) 1 d D U P A 2
C8 C 0.7710(5) 0.1284(7) 0.4668(4) 0.0502(14) Uani 1 1 d . . . . .
C10 C 0.4198(5) 0.7690(7) 0.0673(4) 0.0578(15) Uani 1 1 d . . . . .
C11 C 0.4634(6) 0.8878(7) 0.0340(4) 0.0591(16) Uani 1 1 d . . . . .
C12 C 0.4597(6) 0.8917(7) -0.0504(5) 0.0652(18) Uani 1 1 d . . . . .
H12 H 0.432563 0.819090 -0.084415 0.078 Uiso 1 1 calc R U . . .
C13 C 0.5045(7) 0.9984(8) 0.0849(5) 0.0672(18) Uani 1 1 d D . . . .
Mn1 Mn 0.30493(7) 0.57703(10) 0.10453(5) 0.0471(3) Uani 1 1 d . . . . .
Mn2 Mn 1.000000 0.000000 0.500000 0.0396(3) Uani 1 2 d S . P . .
N3 N 0.5179(15) 1.0020(18) 0.1723(12) 0.211(8) Uani 1 1 d D . . . .
H3A H 0.509(13) 1.082(3) 0.188(2) 0.254 Uiso 1 1 d D U . . .
H3B H 0.474(10) 0.950(12) 0.186(2) 0.254 Uiso 1 1 d D U . . .
O1 O 0.4152(4) 0.4549(6) 0.1899(3) 0.0686(13) Uani 1 1 d . . . . .
O2 O 0.5440(4) 0.4521(7) 0.1301(3) 0.0747(15) Uani 1 1 d . . . . .
O3 O 0.8666(3) 0.1268(5) 0.4716(3) 0.0648(12) Uani 1 1 d . . . . .
O4 O 0.7306(4) 0.0699(5) 0.5173(3) 0.0641(12) Uani 1 1 d . . . . .
O5 O 0.3973(5) 0.7764(5) 0.1351(3) 0.0741(14) Uani 1 1 d . . . . .
O6 O 1.1012(3) 0.1644(4) 0.4772(3) 0.0537(10) Uani 1 1 d . . . . .
C14 C 0.2113(10) 0.5380(14) 0.2622(7) 0.121(4) Uani 0.667(16) 1 d D U P B 1
H14 H 0.175680 0.459586 0.266512 0.146 Uiso 0.667(16) 1 calc R U P B 1
C15 C 0.3105(18) 0.7339(17) 0.3200(12) 0.163(8) Uani 0.667(16) 1 d D U P B 1
H15A H 0.338355 0.776530 0.373284 0.245 Uiso 0.667(16) 1 calc R U P B 1
H15B H 0.366835 0.712167 0.296686 0.245 Uiso 0.667(16) 1 calc R U P B 1
H15C H 0.262412 0.793122 0.282778 0.245 Uiso 0.667(16) 1 calc R U P B 1
C16 C 0.2538(17) 0.581(2) 0.4122(7) 0.154(7) Uani 0.667(16) 1 d D U P B 1
H16A H 0.290455 0.647535 0.451059 0.231 Uiso 0.667(16) 1 calc R U P B 1
H16B H 0.182149 0.576875 0.413451 0.231 Uiso 0.667(16) 1 calc R U P B 1
H16C H 0.286520 0.495780 0.427440 0.231 Uiso 0.667(16) 1 calc R U P B 1
N4 N 0.2572(10) 0.6150(14) 0.3306(6) 0.129(4) Uani 0.667(16) 1 d D U P B 1
O7 O 0.2196(6) 0.5780(9) 0.1954(4) 0.121(2) Uani 0.667(16) 1 d D U P B 1
C14A C 0.262(3) 0.527(3) 0.2627(9) 0.131(6) Uani 0.333(16) 1 d D U P B 2
H14A H 0.293248 0.444623 0.262473 0.157 Uiso 0.333(16) 1 calc R U P B 2
C15A C 0.193(4) 0.683(4) 0.344(2) 0.163(11) Uani 0.333(16) 1 d D U P B 2
H15D H 0.207044 0.710275 0.401152 0.245 Uiso 0.333(16) 1 calc R U P B 2
H15E H 0.200510 0.757937 0.310115 0.245 Uiso 0.333(16) 1 calc R U P B 2
H15F H 0.123118 0.648394 0.324368 0.245 Uiso 0.333(16) 1 calc R U P B 2
C16A C 0.314(4) 0.513(5) 0.4139(12) 0.159(12) Uani 0.333(16) 1 d D U P B 2
H16D H 0.309141 0.566683 0.460358 0.239 Uiso 0.333(16) 1 calc R U P B 2
H16E H 0.277653 0.429692 0.414676 0.239 Uiso 0.333(16) 1 calc R U P B 2
H16F H 0.385812 0.495191 0.417932 0.239 Uiso 0.333(16) 1 calc R U P B 2
N4A N 0.266(3) 0.581(4) 0.3375(9) 0.130(6) Uani 0.333(16) 1 d D U P B 2
O7A O 0.2196(6) 0.5780(9) 0.1954(4) 0.121(2) Uani 0.333(16) 1 d D U P B 2
C17 C 0.1618(13) 0.7091(17) -0.0450(7) 0.093(4) Uani 0.620(13) 1 d D U P B 1
H17 H 0.191330 0.639262 -0.067323 0.111 Uiso 0.620(13) 1 calc R U P B 1
C18 C 0.077(2) 0.921(2) -0.0673(15) 0.200(11) Uani 0.620(13) 1 d D U P B 1
H18A H 0.040327 0.976354 -0.113488 0.300 Uiso 0.620(13) 1 calc R U P B 1
H18B H 0.031468 0.900427 -0.033419 0.300 Uiso 0.620(13) 1 calc R U P B 1
H18C H 0.137519 0.968108 -0.034127 0.300 Uiso 0.620(13) 1 calc R U P B 1
C19 C 0.096(2) 0.794(3) -0.1859(8) 0.159(8) Uani 0.620(13) 1 d D U P B 1
H19A H 0.055681 0.869910 -0.212724 0.239 Uiso 0.620(13) 1 calc R U P B 1
H19B H 0.163043 0.794878 -0.196407 0.239 Uiso 0.620(13) 1 calc R U P B 1
H19C H 0.059182 0.713666 -0.207723 0.239 Uiso 0.620(13) 1 calc R U P B 1
N5 N 0.1092(15) 0.8011(18) -0.0983(8) 0.123(5) Uani 0.620(13) 1 d D U P B 1
O8 O 0.1746(4) 0.7085(7) 0.0298(4) 0.0899(17) Uani 0.620(13) 1 d D U P B 1
C17A C 0.1061(18) 0.667(3) -0.0295(10) 0.111(5) Uani 0.380(13) 1 d D U P B 2
H17A H 0.066763 0.593215 -0.023385 0.133 Uiso 0.380(13) 1 calc R U P B 2
C18A C 0.160(3) 0.826(4) -0.115(2) 0.161(11) Uani 0.380(13) 1 d D U P B 2
H18D H 0.137297 0.861730 -0.171098 0.242 Uiso 0.380(13) 1 calc R U P B 2
H18E H 0.165525 0.896692 -0.075517 0.242 Uiso 0.380(13) 1 calc R U P B 2
H18F H 0.227715 0.784743 -0.106857 0.242 Uiso 0.380(13) 1 calc R U P B 2
C19A C 0.025(3) 0.668(4) -0.1791(14) 0.194(13) Uani 0.380(13) 1 d D U P B 2
H19D H 0.019704 0.726925 -0.225672 0.290 Uiso 0.380(13) 1 calc R U P B 2
H19E H 0.056309 0.585667 -0.188201 0.290 Uiso 0.380(13) 1 calc R U P B 2
H19F H -0.044428 0.651078 -0.174028 0.290 Uiso 0.380(13) 1 calc R U P B 2
N5A N 0.087(2) 0.729(3) -0.1045(10) 0.126(6) Uani 0.380(13) 1 d D U P B 2
O8A O 0.1746(4) 0.7085(7) 0.0298(4) 0.0899(17) Uani 0.380(13) 1 d D U P B 2


_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
C1 O2 1.241(8) . ?
C1 O1 1.248(8) . ?
C1 C2A 1.511(6) . ?
C1 C2 1.511(6) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C3 C4 1.3900 . ?
C3 N1 1.403(16) . ?
C4 C5 1.3900 . ?
C4 H4 0.9300 . ?
C5 C6 1.3900 . ?
C5 C8 1.505(6) . ?
C6 N2 1.369(18) . ?
C6 C7 1.3900 . ?
C7 H7 0.9300 . ?
N1 H1A 0.861(11) . ?
N1 H1B 0.860(11) . ?
N2 H2A 0.862(11) . ?
N2 H2B 0.861(11) . ?
C2A C3A 1.392(9) . ?
C2A C7A 1.396(9) . ?
C3A C4A 1.392(9) . ?
C3A N1A 1.405(17) . ?
C4A C5A 1.386(9) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.387(9) . ?
C5A C8 1.505(6) . ?
C6A N2A 1.368(19) . ?
C6A C7A 1.387(9) . ?
C7A H7A 0.9300 . ?
N1A H1A1 0.861(11) . ?
N1A H1A2 0.860(11) . ?
N2A H2A1 0.860(11) . ?
N2A H2A2 0.860(11) . ?
C8 O3 1.251(7) . ?
C8 O4 1.262(8) . ?
C10 O5 1.248(8) . ?
C10 O6 1.268(8) 2_655 ?
C10 C11 1.497(10) . ?
C10 Mn1 2.637(7) . ?
C11 C12 1.392(10) . ?
C11 C13 1.408(10) . ?
C12 C13 1.386(10) 3_675 ?
C12 H12 0.9300 . ?
C13 N3 1.417(19) . ?
Mn1 O4 2.108(4) 4_565 ?
Mn1 O1 2.119(4) . ?
Mn1 O7A 2.132(5) . ?
Mn1 O7 2.132(5) . ?
Mn1 O8A 2.251(5) . ?
Mn1 O8 2.251(5) . ?
Mn1 O6 2.266(4) 2_655 ?
Mn1 O5 2.324(5) . ?
Mn2 O3 2.123(4) 3_756 ?
Mn2 O3 2.123(4) . ?
Mn2 O2 2.132(4) 4_666 ?
Mn2 O2 2.132(4) 2_645 ?
Mn2 O6 2.226(4) 3_756 ?
Mn2 O6 2.226(4) . ?
N3 H3A 0.861(11) . ?
N3 H3B 0.860(11) . ?
C14 O7 1.216(11) . ?
C14 N4 1.368(8) . ?
C14 H14 0.9300 . ?
C15 N4 1.423(8) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 N4 1.413(8) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C14A O7A 1.212(12) . ?
C14A N4A 1.344(11) . ?
C14A H14A 0.9300 . ?
C15A N4A 1.428(13) . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C16A N4A 1.426(12) . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C17 O8 1.209(11) . ?
C17 N5 1.332(11) . ?
C17 H17 0.9300 . ?
C18 N5 1.422(12) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 N5 1.419(11) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C17A O8A 1.211(12) . ?
C17A N5A 1.351(11) . ?
C17A H17A 0.9300 . ?
C18A N5A 1.428(13) . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
C19A N5A 1.419(12) . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 125.4(6) . . ?
O2 C1 C2A 117.3(6) . . ?
O1 C1 C2A 117.3(5) . . ?
O2 C1 C2 117.3(6) . . ?
O1 C1 C2 117.3(5) . . ?
C3 C2 C7 120.0 . . ?
C3 C2 C1 119.2(4) . . ?
C7 C2 C1 120.8(4) . . ?
C2 C3 C4 120.0 . . ?
C2 C3 N1 126.8(8) . . ?
C4 C3 N1 113.2(8) . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 C8 121.8(4) . . ?
C4 C5 C8 118.2(4) . . ?
N2 C6 C5 124.4(8) . . ?
N2 C6 C7 114.8(8) . . ?
C5 C6 C7 120.0 . . ?
C6 C7 C2 120.0 . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
C3 N1 H1A 111.9(19) . . ?
C3 N1 H1B 112.0(19) . . ?
H1A N1 H1B 109.0(18) . . ?
C6 N2 H2A 115(2) . . ?
C6 N2 H2B 115(2) . . ?
H2A N2 H2B 108.7(18) . . ?
C3A C2A C7A 119.6(7) . . ?
C3A C2A C1 121.1(6) . . ?
C7A C2A C1 119.0(6) . . ?
C4A C3A C2A 120.6(9) . . ?
C4A C3A N1A 112.7(11) . . ?
C2A C3A N1A 126.3(11) . . ?
C5A C4A C3A 119.3(9) . . ?
C5A C4A H4A 120.3 . . ?
C3A C4A H4A 120.3 . . ?
C4A C5A C6A 119.9(7) . . ?
C4A C5A C8 121.6(6) . . ?
C6A C5A C8 118.4(6) . . ?
N2A C6A C7A 113.9(14) . . ?
N2A C6A C5A 123.8(14) . . ?
C7A C6A C5A 121.1(10) . . ?
C6A C7A C2A 118.8(10) . . ?
C6A C7A H7A 120.6 . . ?
C2A C7A H7A 120.6 . . ?
C3A N1A H1A1 112(2) . . ?
C3A N1A H1A2 112(2) . . ?
H1A1 N1A H1A2 108.8(18) . . ?
C6A N2A H2A1 115(2) . . ?
C6A N2A H2A2 115(2) . . ?
H2A1 N2A H2A2 109.0(18) . . ?
O3 C8 O4 124.6(5) . . ?
O3 C8 C5A 117.5(5) . . ?
O4 C8 C5A 117.9(5) . . ?
O3 C8 C5 117.5(5) . . ?
O4 C8 C5 117.9(5) . . ?
O5 C10 O6 120.5(7) . 2_655 ?
O5 C10 C11 120.3(6) . . ?
O6 C10 C11 119.0(6) 2_655 . ?
O5 C10 Mn1 61.8(4) . . ?
O6 C10 Mn1 59.2(3) 2_655 . ?
C11 C10 Mn1 167.9(5) . . ?
C12 C11 C13 118.8(7) . . ?
C12 C11 C10 119.3(6) . . ?
C13 C11 C10 121.8(6) . . ?
C13 C12 C11 121.4(7) 3_675 . ?
C13 C12 H12 119.3 3_675 . ?
C11 C12 H12 119.3 . . ?
C12 C13 C11 119.8(7) 3_675 . ?
C12 C13 N3 116.6(10) 3_675 . ?
C11 C13 N3 123.6(10) . . ?
O4 Mn1 O1 99.2(2) 4_565 . ?
O4 Mn1 O7A 104.6(3) 4_565 . ?
O1 Mn1 O7A 86.1(3) . . ?
O4 Mn1 O7 104.6(3) 4_565 . ?
O1 Mn1 O7 86.1(3) . . ?
O4 Mn1 O8A 83.7(2) 4_565 . ?
O1 Mn1 O8A 170.9(2) . . ?
O7A Mn1 O8A 84.7(3) . . ?
O4 Mn1 O8 83.7(2) 4_565 . ?
O1 Mn1 O8 170.9(2) . . ?
O7 Mn1 O8 84.7(3) . . ?
O4 Mn1 O6 94.97(18) 4_565 2_655 ?
O1 Mn1 O6 103.40(18) . 2_655 ?
O7A Mn1 O6 156.6(3) . 2_655 ?
O7 Mn1 O6 156.6(3) . 2_655 ?
O8A Mn1 O6 84.9(2) . 2_655 ?
O8 Mn1 O6 84.9(2) . 2_655 ?
O4 Mn1 O5 150.08(19) 4_565 . ?
O1 Mn1 O5 97.3(2) . . ?
O7A Mn1 O5 101.2(3) . . ?
O7 Mn1 O5 101.2(3) . . ?
O8A Mn1 O5 84.0(2) . . ?
O8 Mn1 O5 84.0(2) . . ?
O6 Mn1 O5 56.82(16) 2_655 . ?
O4 Mn1 C10 122.5(2) 4_565 . ?
O1 Mn1 C10 104.0(2) . . ?
O7A Mn1 C10 128.5(3) . . ?
O7 Mn1 C10 128.5(3) . . ?
O8A Mn1 C10 81.4(2) . . ?
O8 Mn1 C10 81.4(2) . . ?
O6 Mn1 C10 28.73(18) 2_655 . ?
O5 Mn1 C10 28.26(19) . . ?
O3 Mn2 O3 180.0 3_756 . ?
O3 Mn2 O2 86.4(2) 3_756 4_666 ?
O3 Mn2 O2 93.6(2) . 4_666 ?
O3 Mn2 O2 93.6(2) 3_756 2_645 ?
O3 Mn2 O2 86.4(2) . 2_645 ?
O2 Mn2 O2 180.0 4_666 2_645 ?
O3 Mn2 O6 91.52(17) 3_756 3_756 ?
O3 Mn2 O6 88.48(17) . 3_756 ?
O2 Mn2 O6 90.0(2) 4_666 3_756 ?
O2 Mn2 O6 90.0(2) 2_645 3_756 ?
O3 Mn2 O6 88.48(17) 3_756 . ?
O3 Mn2 O6 91.52(17) . . ?
O2 Mn2 O6 90.0(2) 4_666 . ?
O2 Mn2 O6 90.0(2) 2_645 . ?
O6 Mn2 O6 180.00(17) 3_756 . ?
C13 N3 H3A 111(2) . . ?
C13 N3 H3B 111(2) . . ?
H3A N3 H3B 109.1(18) . . ?
C1 O1 Mn1 127.6(4) . . ?
C1 O2 Mn2 141.3(4) . 2_655 ?
C8 O3 Mn2 142.4(5) . . ?
C8 O4 Mn1 125.3(4) . 4_666 ?
C10 O5 Mn1 89.9(4) . . ?
C10 O6 Mn2 131.9(4) 2_645 . ?
C10 O6 Mn1 92.1(4) 2_645 2_645 ?
Mn2 O6 Mn1 106.16(18) . 2_645 ?
O7 C14 N4 116.1(11) . . ?
O7 C14 H14 121.9 . . ?
N4 C14 H14 121.9 . . ?
N4 C15 H15A 109.5 . . ?
N4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N4 C16 H16A 109.5 . . ?
N4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 N4 C16 122.4(8) . . ?
C14 N4 C15 119.3(8) . . ?
C16 N4 C15 118.2(8) . . ?
C14 O7 Mn1 148.4(7) . . ?
O7A C14A N4A 125.2(17) . . ?
O7A C14A H14A 117.4 . . ?
N4A C14A H14A 117.4 . . ?
N4A C15A H15D 109.5 . . ?
N4A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
N4A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
N4A C16A H16D 109.5 . . ?
N4A C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
N4A C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C14A N4A C16A 121.6(16) . . ?
C14A N4A C15A 120.1(16) . . ?
C16A N4A C15A 114.7(15) . . ?
C14A O7A Mn1 117.1(18) . . ?
O8 C17 N5 125.7(12) . . ?
O8 C17 H17 117.1 . . ?
N5 C17 H17 117.1 . . ?
N5 C18 H18A 109.5 . . ?
N5 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N5 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N5 C19 H19A 109.5 . . ?
N5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 N5 C19 122.8(13) . . ?
C17 N5 C18 120.0(13) . . ?
C19 N5 C18 116.7(13) . . ?
C17 O8 Mn1 115.7(7) . . ?
O8A C17A N5A 120.1(15) . . ?
O8A C17A H17A 119.9 . . ?
N5A C17A H17A 119.9 . . ?
N5A C18A H18D 109.5 . . ?
N5A C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
N5A C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
N5A C19A H19D 109.5 . . ?
N5A C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
N5A C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C17A N5A C19A 121.7(16) . . ?
C17A N5A C18A 118.0(15) . . ?
C19A N5A C18A 115.6(16) . . ?
C17A O8A Mn1 122.4(14) . . ?

_refine_diff_density_max         0.576
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_tle1812c
_database_code_depnum_ccdc_archive 'CCDC 2027762'
loop_
_audit_author_name
_audit_author_address
'B. Kariuki'
;Cardiff university
United Kingdom
;
_audit_update_record             
;
2020-09-07 deposited with the CCDC.	2021-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H11 Mn N O5'
_chemical_formula_weight         292.15

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                   13.4484(4)
_cell_length_b                   10.1799(3)
_cell_length_c                   17.6560(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.271(3)
_cell_angle_gamma                90
_cell_volume                     2417.14(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9659
_cell_measurement_theta_min      3.7820
_cell_measurement_theta_max      29.2210

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.229
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    1.104
_shelx_estimated_absorpt_T_min   0.786
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45b (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22087
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.405
_diffrn_reflns_theta_max         29.829
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.885
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.885
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.885
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6151
_reflns_number_gt                5240
_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 1.171.39.45b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0277P)²+1.7572P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6151
_refine_ls_number_parameters     329
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0772
_refine_ls_wR_factor_gt          0.0711
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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
C1 C 0.17160(13) 0.14865(16) 0.13038(9) 0.0187(3) Uani 1 1 d . . . . .
C2 C 0.15958(12) 0.22241(16) 0.20365(9) 0.0177(3) Uani 1 1 d . . . . .
C3 C 0.06648(13) 0.22941(16) 0.23796(10) 0.0193(3) Uani 1 1 d . . . . .
H3 H 0.011500 0.190848 0.214819 0.023 Uiso 1 1 calc R U . . .
C4 C 0.05614(12) 0.29371(16) 0.30636(9) 0.0186(3) Uani 1 1 d . . . . .
H4 H -0.006271 0.301437 0.328380 0.022 Uiso 1 1 calc R U . . .
C5 C 0.13957(12) 0.34718(15) 0.34247(9) 0.0165(3) Uani 1 1 d . . . . .
C6 C 0.23258(13) 0.34046(17) 0.30817(10) 0.0212(3) Uani 1 1 d . . . . .
H6 H 0.288170 0.375901 0.332118 0.025 Uiso 1 1 calc R U . . .
C7 C 0.24150(13) 0.28034(18) 0.23789(10) 0.0219(4) Uani 1 1 d . . . . .
H7 H 0.302767 0.278959 0.213701 0.026 Uiso 1 1 calc R U . . .
C8 C 0.12797(12) 0.41164(15) 0.41732(9) 0.0156(3) Uani 1 1 d . . . . .
C9 C 0.27090(14) -0.17609(16) 0.12152(10) 0.0205(3) Uani 1 1 d . . . . .
C10 C 0.32106(13) -0.23142(15) 0.19060(9) 0.0178(3) Uani 1 1 d . . . . .
C11 C 0.26433(13) -0.29104(17) 0.24670(10) 0.0208(3) Uani 1 1 d . . . . .
H11 H 0.195643 -0.295925 0.241017 0.025 Uiso 1 1 calc R U . . .
C12 C 0.30899(13) -0.34323(17) 0.31095(10) 0.0200(3) Uani 1 1 d . . . . .
H12 H 0.270210 -0.382183 0.348192 0.024 Uiso 1 1 calc R U . . .
C13 C 0.41160(12) -0.33737(16) 0.31972(9) 0.0169(3) Uani 1 1 d . . . . .
C14 C 0.46849(13) -0.27665(18) 0.26397(10) 0.0227(4) Uani 1 1 d . . . . .
H14 H 0.537159 -0.271728 0.269754 0.027 Uiso 1 1 calc R U . . .
C15 C 0.42374(13) -0.22338(18) 0.19986(10) 0.0222(4) Uani 1 1 d . . . . .
H15 H 0.462311 -0.182432 0.163203 0.027 Uiso 1 1 calc R U . . .
C16 C 0.46080(12) -0.39621(16) 0.38896(9) 0.0176(3) Uani 1 1 d . . . . .
C17 C 0.35191(14) 0.37031(18) -0.01175(11) 0.0259(4) Uani 1 1 d . . . . .
H17 H 0.333341 0.370382 0.038919 0.031 Uiso 1 1 calc R U . . .
C18 C 0.35918(19) 0.6085(2) -0.00278(14) 0.0432(6) Uani 1 1 d . . . . .
H18A H 0.343316 0.590347 0.049135 0.065 Uiso 1 1 calc R U . . .
H18B H 0.306930 0.659823 -0.025232 0.065 Uiso 1 1 calc R U . . .
H18C H 0.420559 0.656406 -0.005098 0.065 Uiso 1 1 calc R U . . .
C19 C 0.4000(2) 0.4922(2) -0.12257(14) 0.0514(7) Uani 1 1 d . . . . .
H19A H 0.401403 0.405484 -0.143847 0.077 Uiso 1 1 calc R U . . .
H19B H 0.465053 0.530573 -0.125408 0.077 Uiso 1 1 calc R U . . .
H19C H 0.353638 0.545514 -0.150460 0.077 Uiso 1 1 calc R U . . .
C20 C 0.02317(15) -0.31316(17) -0.05792(10) 0.0248(4) Uani 1 1 d . . . . .
H20 H -0.035785 -0.291378 -0.033628 0.030 Uiso 1 1 calc R U . . .
C21 C 0.11222(18) -0.4568(2) -0.14285(15) 0.0457(6) Uani 1 1 d . . . . .
H21A H 0.163354 -0.392512 -0.134680 0.069 Uiso 1 1 calc R U . . .
H21B H 0.096514 -0.461346 -0.195885 0.069 Uiso 1 1 calc R U . . .
H21C H 0.135169 -0.541113 -0.125734 0.069 Uiso 1 1 calc R U . . .
C22 C -0.06521(17) -0.4990(2) -0.11171(14) 0.0387(5) Uani 1 1 d . . . . .
H22A H -0.117194 -0.466629 -0.079647 0.058 Uiso 1 1 calc R U . . .
H22B H -0.050996 -0.588752 -0.098989 0.058 Uiso 1 1 calc R U . . .
H22C H -0.086174 -0.493797 -0.163678 0.058 Uiso 1 1 calc R U . . .
N1 N 0.36942(13) 0.48494(15) -0.04409(10) 0.0317(4) Uani 1 1 d . . . . .
N2 N 0.02384(13) -0.41984(15) -0.10084(10) 0.0296(4) Uani 1 1 d . . . . .
O1 O 0.10805(10) 0.06065(13) 0.11792(7) 0.0260(3) Uani 1 1 d . . . . .
O2 O 0.24261(10) 0.17928(12) 0.08859(7) 0.0253(3) Uani 1 1 d . . . . .
O3 O 0.04615(9) 0.40387(13) 0.45129(7) 0.0226(3) Uani 1 1 d . . . . .
O4 O 0.19942(9) 0.47653(11) 0.44606(6) 0.0185(2) Uani 1 1 d . . . . .
O5 O 0.18119(10) -0.20789(13) 0.11027(7) 0.0273(3) Uani 1 1 d . . . . .
O6 O 0.31948(11) -0.10296(13) 0.07816(7) 0.0291(3) Uani 1 1 d . . . . .
O7 O 0.41433(9) -0.48405(13) 0.42343(7) 0.0248(3) Uani 1 1 d . . . . .
O8 O 0.54497(10) -0.35302(13) 0.40663(8) 0.0287(3) Uani 1 1 d . . . . .
O9 O 0.35846(10) 0.26287(12) -0.04407(7) 0.0264(3) Uani 1 1 d . . . . .
O10 O 0.09614(10) -0.24034(12) -0.04801(8) 0.0264(3) Uani 1 1 d . . . . .
Mn1 Mn 0.34678(2) 0.07468(2) 0.01611(2) 0.01457(7) Uani 1 1 d . . . . .
Mn2 Mn 0.11097(2) -0.08118(2) 0.03234(2) 0.01437(7) 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
C1 O2 1.249(2) . ?
C1 O1 1.257(2) . ?
C1 C2 1.505(2) . ?
C2 C7 1.386(2) . ?
C2 C3 1.395(2) . ?
C3 C4 1.381(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.398(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(2) . ?
C5 C8 1.484(2) . ?
C6 C7 1.389(2) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O3 1.258(2) . ?
C8 O4 1.270(2) . ?
C9 O6 1.254(2) . ?
C9 O5 1.264(2) . ?
C9 C10 1.501(2) . ?
C10 C15 1.392(2) . ?
C10 C11 1.392(2) . ?
C11 C12 1.387(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.394(2) . ?
C13 C16 1.511(2) . ?
C14 C15 1.390(2) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O7 1.251(2) . ?
C16 O8 1.252(2) . ?
C17 O9 1.237(2) . ?
C17 N1 1.321(2) . ?
C17 H17 0.9300 . ?
C18 N1 1.460(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 N1 1.449(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 O10 1.242(2) . ?
C20 N2 1.324(2) . ?
C20 H20 0.9300 . ?
C21 N2 1.454(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N2 1.455(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O1 Mn2 2.0905(12) . ?
O2 Mn1 2.1797(12) . ?
O3 Mn2 2.1394(12) 2 ?
O3 Mn2 2.4604(13) 4_566 ?
O4 Mn2 2.2106(12) 4_566 ?
O4 Mn1 2.3888(12) 4_566 ?
O5 Mn2 2.1064(12) . ?
O6 Mn1 2.1469(13) . ?
O7 Mn1 2.0900(12) 4_556 ?
O8 Mn1 2.1219(12) 2_645 ?
O9 Mn1 2.1966(12) . ?
O10 Mn2 2.1621(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 126.57(16) . . ?
O2 C1 C2 117.95(15) . . ?
O1 C1 C2 115.48(15) . . ?
C7 C2 C3 120.13(15) . . ?
C7 C2 C1 119.92(15) . . ?
C3 C2 C1 119.93(15) . . ?
C4 C3 C2 119.87(15) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 119.95(15) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.17(15) . . ?
C6 C5 C8 120.45(15) . . ?
C4 C5 C8 119.38(15) . . ?
C7 C6 C5 119.42(16) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C2 C7 C6 120.35(16) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O3 C8 O4 120.27(15) . . ?
O3 C8 C5 119.50(15) . . ?
O4 C8 C5 120.21(15) . . ?
O6 C9 O5 123.77(16) . . ?
O6 C9 C10 119.05(16) . . ?
O5 C9 C10 117.17(15) . . ?
C15 C10 C11 119.25(15) . . ?
C15 C10 C9 121.01(15) . . ?
C11 C10 C9 119.74(16) . . ?
C12 C11 C10 120.81(16) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.06(16) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 119.24(15) . . ?
C12 C13 C16 120.27(15) . . ?
C14 C13 C16 120.49(15) . . ?
C15 C14 C13 120.74(16) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 119.88(16) . . ?
C14 C15 H15 120.1 . . ?
C10 C15 H15 120.1 . . ?
O7 C16 O8 125.65(16) . . ?
O7 C16 C13 117.34(15) . . ?
O8 C16 C13 117.01(15) . . ?
O9 C17 N1 124.66(18) . . ?
O9 C17 H17 117.7 . . ?
N1 C17 H17 117.7 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O10 C20 N2 124.24(19) . . ?
O10 C20 H20 117.9 . . ?
N2 C20 H20 117.9 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C17 N1 C19 120.70(17) . . ?
C17 N1 C18 121.83(18) . . ?
C19 N1 C18 117.46(17) . . ?
C20 N2 C21 120.82(17) . . ?
C20 N2 C22 121.44(18) . . ?
C21 N2 C22 117.61(17) . . ?
C1 O1 Mn2 127.14(11) . . ?
C1 O2 Mn1 136.06(12) . . ?
C8 O3 Mn2 157.90(11) . 2 ?
C8 O3 Mn2 85.57(10) . 4_566 ?
Mn2 O3 Mn2 102.51(5) 2 4_566 ?
C8 O4 Mn2 96.75(10) . 4_566 ?
C8 O4 Mn1 135.86(10) . 4_566 ?
Mn2 O4 Mn1 101.32(4) 4_566 4_566 ?
C9 O5 Mn2 111.74(11) . . ?
C9 O6 Mn1 154.51(13) . . ?
C16 O7 Mn1 156.45(12) . 4_556 ?
C16 O8 Mn1 130.91(11) . 2_645 ?
C17 O9 Mn1 122.86(12) . . ?
C20 O10 Mn2 127.61(13) . . ?
O7 Mn1 O8 110.92(5) 4 2_655 ?
O7 Mn1 O6 95.95(5) 4 . ?
O8 Mn1 O6 94.74(5) 2_655 . ?
O7 Mn1 O2 163.38(5) 4 . ?
O8 Mn1 O2 83.92(5) 2_655 . ?
O6 Mn1 O2 90.00(5) . . ?
O7 Mn1 O9 88.51(5) 4 . ?
O8 Mn1 O9 87.60(5) 2_655 . ?
O6 Mn1 O9 173.84(5) . . ?
O2 Mn1 O9 84.58(5) . . ?
O7 Mn1 O4 82.00(4) 4 4_565 ?
O8 Mn1 O4 166.79(5) 2_655 4_565 ?
O6 Mn1 O4 86.38(5) . 4_565 ?
O2 Mn1 O4 82.91(4) . 4_565 ?
O9 Mn1 O4 90.05(5) . 4_565 ?
O1 Mn2 O5 87.74(5) . . ?
O1 Mn2 O3 85.96(5) . 2_545 ?
O5 Mn2 O3 107.95(5) . 2_545 ?
O1 Mn2 O10 171.83(5) . . ?
O5 Mn2 O10 90.54(5) . . ?
O3 Mn2 O10 86.98(5) 2_545 . ?
O1 Mn2 O4 100.21(5) . 4_565 ?
O5 Mn2 O4 120.28(5) . 4_565 ?
O3 Mn2 O4 131.48(5) 2_545 4_565 ?
O10 Mn2 O4 87.55(5) . 4_565 ?
O1 Mn2 O3 84.60(5) . 4_565 ?
O5 Mn2 O3 170.30(5) . 4_565 ?
O3 Mn2 O3 77.49(5) 2_545 4_565 ?
O10 Mn2 O3 97.86(5) . 4_565 ?
O4 Mn2 O3 55.67(4) 4_565 4_565 ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.066

