# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_Mn-1
_audit_block_doi                 10.5517/ccdc.csd.cc2ch906
_database_code_depnum_ccdc_archive 'CCDC 2189437'
loop_
_audit_author_name
_audit_author_address
Shen 'changshu institute of technology'
_audit_update_record             
;
2022-07-11 deposited with the CCDC.	2022-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H17 Mn N9 O6, O0.375 H0.75'
_chemical_formula_sum            'C15 H17.75 Mn N9 O6.375'
_chemical_formula_weight         481.05

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'
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'

_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                   4.868(2)
_cell_length_b                   15.479(7)
_cell_length_c                   29.450(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.832(9)
_cell_angle_gamma                90
_cell_volume                     2218.9(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2354
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      25.1

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.647
_shelx_estimated_absorpt_T_min   0.782
_shelx_estimated_absorpt_T_max   0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12215
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.457
_diffrn_reflns_theta_max         25.315
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3977
_reflns_number_gt                2649
_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       'SMART (Bruker, 2008)'
_computing_cell_refinement       'SMART (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXTL (Bruker, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2008)'
_computing_publication_material  'SHELXTL (Bruker, 2008)'
_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)+(0.0771P)²+2.1977P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3977
_refine_ls_number_parameters     353
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1699
_refine_ls_wR_factor_gt          0.1477
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.100
_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 0.58330(12) 0.74495(4) 0.66485(2) 0.0346(2) Uani 1 1 d . . . . .
O1 O 1.2381(6) 0.8138(2) 0.63604(9) 0.0399(7) Uani 1 1 d . . . . .
O2 O 0.8239(6) 0.7839(2) 0.60624(9) 0.0495(9) Uani 1 1 d . . . . .
O3 O -0.1554(6) 0.7925(2) 0.22322(10) 0.0540(9) Uani 1 1 d . . . . .
O4 O -0.5662(6) 0.8244(2) 0.19294(9) 0.0465(8) Uani 1 1 d . . . . .
O5A O 0.477(4) 0.6359(8) 0.6237(7) 0.050(3) Uani 0.560(5) 1 d . . P A 2
O5 O 0.771(3) 0.8551(11) 0.6990(5) 0.078(4) Uani 0.440(5) 1 d . U P A 1
N1 N 1.0080(7) 0.7785(3) 0.52081(11) 0.0391(9) Uani 1 1 d . . . . .
N2 N 0.9100(9) 0.7041(3) 0.50579(13) 0.0541(11) Uani 1 1 d . . . . .
N3 N 0.7207(8) 0.7247(3) 0.47483(13) 0.0511(10) Uani 1 1 d . . . . .
N4 N 0.8927(7) 0.8471(2) 0.50231(11) 0.0375(8) Uani 1 1 d . . . . .
N5 N -0.0772(9) 0.7383(3) 0.35665(14) 0.0525(11) Uani 1 1 d . . . . .
N6 N -0.2729(9) 0.7242(3) 0.32637(14) 0.0543(11) Uani 1 1 d . . . . .
N7 N -0.3357(7) 0.8002(3) 0.30923(11) 0.0451(10) Uani 1 1 d . . . . .
N8 N -0.1895(7) 0.8654(3) 0.32634(11) 0.0410(9) Uani 1 1 d . . . . .
N9A N 0.5989(17) 0.5065(4) 0.5887(3) 0.064(2) Uani 0.560(5) 1 d . U P A 2
N9 N 0.919(2) 0.9423(7) 0.7569(3) 0.065(3) Uani 0.440(5) 1 d . . P A 1
C1 C 1.0776(8) 0.7950(3) 0.60408(13) 0.0329(9) Uani 1 1 d . . . . .
C2 C 1.2086(8) 0.7843(3) 0.55797(13) 0.0423(11) Uani 1 1 d . . . . .
H2A H 1.328491 0.833203 0.552585 0.051 Uiso 1 1 d R U . . .
H2B H 1.320871 0.732552 0.558265 0.051 Uiso 1 1 d R U . . .
C3 C 0.7142(8) 0.8113(3) 0.47314(13) 0.0349(10) Uani 1 1 d . . . . .
C4 C 0.5346(8) 0.8624(3) 0.44288(12) 0.0338(10) Uani 1 1 d . . . . .
C5 C 0.5563(9) 0.9514(3) 0.44134(15) 0.0467(12) Uani 1 1 d . . . . .
H5 H 0.685257 0.979279 0.459741 0.056 Uiso 1 1 d R U . . .
C6 C 0.3889(11) 0.9997(3) 0.41223(18) 0.0601(14) Uani 1 1 d . . . . .
H6 H 0.403841 1.059546 0.411458 0.072 Uiso 1 1 d R U . . .
C7 C 0.1974(9) 0.9576(3) 0.38476(15) 0.0477(12) Uani 1 1 d . . . . .
H7 H 0.085820 0.989600 0.365153 0.057 Uiso 1 1 d R U . . .
C8 C 0.1724(8) 0.8681(3) 0.38596(13) 0.0350(10) Uani 1 1 d . . . . .
C9 C 0.3419(8) 0.8206(3) 0.41497(13) 0.0347(9) Uani 1 1 d . . . . .
H9 H 0.326752 0.760693 0.415854 0.042 Uiso 1 1 d R U . . .
C10 C -0.0278(8) 0.8242(3) 0.35638(13) 0.0379(10) Uani 1 1 d . . . . .
C11 C -0.5347(8) 0.8115(4) 0.27226(14) 0.0489(12) Uani 1 1 d . . . . .
H11A H -0.627214 0.866469 0.276003 0.059 Uiso 1 1 d R U . . .
H11B H -0.672254 0.766289 0.274023 0.059 Uiso 1 1 d R U . . .
C12 C -0.4048(8) 0.8089(3) 0.22550(13) 0.0389(10) Uani 1 1 d . . . . .
C13A C 0.631(2) 0.5801(6) 0.6028(4) 0.062(3) Uani 0.560(5) 1 d . U P A 2
H13A H 0.803790 0.602099 0.596692 0.074 Uiso 0.560(5) 1 d R U P A 2
C14A C 0.798(4) 0.4580(11) 0.5589(6) 0.154(6) Uani 0.560(5) 1 d . U P A 2
H14A H 0.700108 0.431618 0.534028 0.231 Uiso 0.560(5) 1 d R U P A 2
H14B H 0.884418 0.414038 0.577128 0.231 Uiso 0.560(5) 1 d R U P A 2
H14C H 0.935528 0.496308 0.547368 0.231 Uiso 0.560(5) 1 d R U P A 2
C15A C 0.483(4) 0.4468(16) 0.6089(7) 0.191(7) Uani 0.560(5) 1 d . U P A 2
H15A H 0.394088 0.474352 0.633844 0.287 Uiso 0.560(5) 1 d R U P A 2
H15B H 0.564099 0.393392 0.618974 0.287 Uiso 0.560(5) 1 d R U P A 2
H15C H 0.351068 0.435262 0.585154 0.287 Uiso 0.560(5) 1 d R U P A 2
C13 C 0.885(3) 0.8960(9) 0.7175(4) 0.055(3) Uani 0.440(5) 1 d . . P A 1
H13 H 1.038800 0.908656 0.700309 0.066 Uiso 0.440(5) 1 d R U P A 1
C14 C 1.190(4) 0.9813(11) 0.7658(6) 0.108(6) Uani 0.440(5) 1 d . U P A 1
H14D H 1.303563 0.944904 0.784650 0.163 Uiso 0.440(5) 1 d R U P A 1
H14E H 1.173403 1.037102 0.779619 0.163 Uiso 0.440(5) 1 d R U P A 1
H14F H 1.272723 0.987314 0.736511 0.163 Uiso 0.440(5) 1 d R U P A 1
C15 C 0.702(4) 0.9431(11) 0.7906(5) 0.104(6) Uani 0.440(5) 1 d . U P A 1
H15D H 0.534427 0.924037 0.776135 0.156 Uiso 0.440(5) 1 d R U P A 1
H15E H 0.678567 1.000888 0.801675 0.156 Uiso 0.440(5) 1 d R U P A 1
H15F H 0.746397 0.905357 0.815505 0.156 Uiso 0.440(5) 1 d R U P A 1
O1WA O 0.6566(19) 0.8607(8) 0.7073(4) 0.062(3) Uani 0.560(5) 1 d . U P A 2
H1WA H 0.520619 0.897572 0.723685 0.093 Uiso 0.560(5) 1 d R U P A 2
H1WB H 0.836430 0.889882 0.714445 0.093 Uiso 0.560(5) 1 d R U P A 2
O1W O 0.513(5) 0.6139(12) 0.6281(9) 0.062(5) Uani 0.440(5) 1 d . U P A 1
H1WC H 0.363388 0.579511 0.628899 0.093 Uiso 0.440(5) 1 d R U P A 1
H1WD H 0.628798 0.586531 0.609309 0.093 Uiso 0.440(5) 1 d R U P A 1
O2W O 0.289(7) 0.485(2) 0.5865(11) 0.078(9) Uani 0.125 1 d . U P B 1
O3W O 1.176(4) 0.9595(13) 0.7152(7) 0.101(6) Uani 0.25 1 d . U P C 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
Mn1 O5A 2.138(17) . ?
Mn1 O1 2.153(3) 1_455 ?
Mn1 O3 2.168(3) 4_676 ?
Mn1 O4 2.169(3) 4_776 ?
Mn1 O5 2.175(16) . ?
Mn1 O2 2.185(3) . ?
Mn1 O1WA 2.211(12) . ?
Mn1 O1W 2.32(2) . ?
O1 C1 1.249(5) . ?
O2 C1 1.249(5) . ?
O3 C12 1.243(5) . ?
O4 C12 1.254(5) . ?
O5A C13A 1.303(19) . ?
O5 C13 0.999(17) . ?
N1 N4 1.316(5) . ?
N1 N2 1.320(5) . ?
N1 C2 1.459(5) . ?
N2 N3 1.326(5) . ?
N3 C3 1.343(6) . ?
N4 C3 1.334(5) . ?
N5 N6 1.314(5) . ?
N5 C10 1.351(6) . ?
N6 N7 1.315(6) . ?
N7 N8 1.331(5) . ?
N7 C11 1.457(5) . ?
N8 C10 1.338(5) . ?
N9A C13A 1.221(12) . ?
N9A C15A 1.24(2) . ?
N9A C14A 1.515(15) . ?
N9 C13 1.370(16) . ?
N9 C15 1.461(19) . ?
N9 C14 1.471(19) . ?
C1 C2 1.518(6) . ?
C2 H2A 0.9699 . ?
C2 H2B 0.9701 . ?
C3 C4 1.470(6) . ?
C4 C5 1.383(7) . ?
C4 C9 1.397(5) . ?
C5 C6 1.392(6) . ?
C5 H5 0.9297 . ?
C6 C7 1.388(6) . ?
C6 H6 0.9301 . ?
C7 C8 1.391(7) . ?
C7 H7 0.9299 . ?
C8 C9 1.390(6) . ?
C8 C10 1.465(6) . ?
C9 H9 0.9301 . ?
C11 C12 1.524(6) . ?
C11 H11A 0.9701 . ?
C11 H11B 0.9700 . ?
C13A H13A 0.9300 . ?
C14A H14A 0.9596 . ?
C14A H14B 0.9603 . ?
C14A H14C 0.9599 . ?
C15A H15A 0.9600 . ?
C15A H15B 0.9600 . ?
C15A H15C 0.9599 . ?
C13 H13 0.9301 . ?
C14 H14D 0.9601 . ?
C14 H14E 0.9599 . ?
C14 H14F 0.9598 . ?
C15 H15D 0.9600 . ?
C15 H15E 0.9600 . ?
C15 H15F 0.9601 . ?
O1WA H1WA 1.0029 . ?
O1WA H1WB 1.0047 . ?
O1W H1WC 0.9013 . ?
O1W H1WD 0.9024 . ?

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 O3 91.18(11) 1_455 4_676 ?
O1 Mn1 O4 179.19(11) 1_455 4_776 ?
O3 Mn1 O4 89.59(12) 4_676 4_776 ?
O1 Mn1 O5 96.6(5) 1_455 . ?
O3 Mn1 O5 94.0(4) 4_676 . ?
O4 Mn1 O5 83.6(5) 4_776 . ?
O5A Mn1 O2 84.2(6) . . ?
O1 Mn1 O2 88.66(11) 1_455 . ?
O3 Mn1 O2 179.50(14) 4_676 . ?
O4 Mn1 O2 90.57(11) 4_776 . ?
O5 Mn1 O2 85.6(4) . . ?
O5A Mn1 O1WA 175.2(5) . . ?
O1 Mn1 O1WA 86.6(3) 1_455 . ?
O3 Mn1 O1WA 81.5(3) 4_676 . ?
O4 Mn1 O1WA 93.7(3) 4_776 . ?
O2 Mn1 O1WA 98.0(3) . . ?
O1 Mn1 O1W 98.0(5) 1_455 . ?
O3 Mn1 O1W 93.4(7) 4_676 . ?
O4 Mn1 O1W 81.7(5) 4_776 . ?
O5 Mn1 O1W 163.5(7) . . ?
O2 Mn1 O1W 87.1(7) . . ?
C1 O1 Mn1 131.2(3) . 1_655 ?
C1 O2 Mn1 128.3(3) . . ?
C12 O3 Mn1 129.2(3) . 4_575 ?
C12 O4 Mn1 132.7(3) . 4_475 ?
C13A O5A Mn1 130.9(13) . . ?
C13 O5 Mn1 167.5(16) . . ?
N4 N1 N2 114.6(3) . . ?
N4 N1 C2 122.5(4) . . ?
N2 N1 C2 122.7(4) . . ?
N1 N2 N3 105.4(4) . . ?
N2 N3 C3 106.3(4) . . ?
N1 N4 C3 101.6(4) . . ?
N6 N5 C10 106.7(4) . . ?
N5 N6 N7 105.9(4) . . ?
N6 N7 N8 114.5(3) . . ?
N6 N7 C11 122.8(4) . . ?
N8 N7 C11 122.6(4) . . ?
N7 N8 C10 101.2(4) . . ?
C13A N9A C15A 126.0(13) . . ?
C13A N9A C14A 125.5(10) . . ?
C15A N9A C14A 101.9(12) . . ?
C13 N9 C15 119.9(12) . . ?
C13 N9 C14 117.4(12) . . ?
C15 N9 C14 122.2(12) . . ?
O1 C1 O2 127.0(4) . . ?
O1 C1 C2 115.7(3) . . ?
O2 C1 C2 117.3(4) . . ?
N1 C2 C1 113.1(3) . . ?
N1 C2 H2A 108.9 . . ?
C1 C2 H2A 108.8 . . ?
N1 C2 H2B 109.1 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
N4 C3 N3 112.1(4) . . ?
N4 C3 C4 122.9(4) . . ?
N3 C3 C4 125.0(4) . . ?
C5 C4 C9 119.5(4) . . ?
C5 C4 C3 120.7(4) . . ?
C9 C4 C3 119.7(4) . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 119.3(5) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C8 120.7(4) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 119.4(4) . . ?
C9 C8 C10 120.2(4) . . ?
C7 C8 C10 120.3(4) . . ?
C8 C9 C4 120.3(4) . . ?
C8 C9 H9 119.9 . . ?
C4 C9 H9 119.9 . . ?
N8 C10 N5 111.8(4) . . ?
N8 C10 C8 123.4(4) . . ?
N5 C10 C8 124.8(4) . . ?
N7 C11 C12 113.1(3) . . ?
N7 C11 H11A 109.0 . . ?
C12 C11 H11A 108.9 . . ?
N7 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
O3 C12 O4 126.8(4) . . ?
O3 C12 C11 118.2(4) . . ?
O4 C12 C11 115.0(4) . . ?
N9A C13A O5A 135.1(12) . . ?
N9A C13A H13A 112.7 . . ?
O5A C13A H13A 112.2 . . ?
N9A C14A H14A 109.8 . . ?
N9A C14A H14B 107.9 . . ?
H14A C14A H14B 109.5 . . ?
N9A C14A H14C 110.7 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
N9A C15A H15A 104.4 . . ?
N9A C15A H15B 127.2 . . ?
H15A C15A H15B 109.5 . . ?
N9A C15A H15C 95.4 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
O5 C13 N9 148.5(16) . . ?
O5 C13 H13 106.2 . . ?
N9 C13 H13 105.3 . . ?
N9 C14 H14D 111.6 . . ?
N9 C14 H14E 111.2 . . ?
H14D C14 H14E 109.5 . . ?
N9 C14 H14F 105.5 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
N9 C15 H15D 108.4 . . ?
N9 C15 H15E 109.2 . . ?
H15D C15 H15E 109.5 . . ?
N9 C15 H15F 110.9 . . ?
H15D C15 H15F 109.5 . . ?
H15E C15 H15F 109.5 . . ?
Mn1 O1WA H1WA 129.1 . . ?
Mn1 O1WA H1WB 128.0 . . ?
H1WA O1WA H1WB 102.9 . . ?
Mn1 O1W H1WC 128.1 . . ?
Mn1 O1W H1WD 127.3 . . ?
H1WC O1W H1WD 104.6 . . ?

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
N4 N1 N2 N3 1.0(5) . . . . ?
C2 N1 N2 N3 175.4(4) . . . . ?
N1 N2 N3 C3 -0.4(5) . . . . ?
N2 N1 N4 C3 -1.2(5) . . . . ?
C2 N1 N4 C3 -175.6(3) . . . . ?
C10 N5 N6 N7 -0.3(5) . . . . ?
N5 N6 N7 N8 0.5(5) . . . . ?
N5 N6 N7 C11 176.2(4) . . . . ?
N6 N7 N8 C10 -0.4(5) . . . . ?
C11 N7 N8 C10 -176.2(4) . . . . ?
Mn1 O1 C1 O2 117.9(4) 1_655 . . . ?
Mn1 O1 C1 C2 -61.6(5) 1_655 . . . ?
Mn1 O2 C1 O1 -25.0(7) . . . . ?
Mn1 O2 C1 C2 154.5(3) . . . . ?
N4 N1 C2 C1 81.8(5) . . . . ?
N2 N1 C2 C1 -92.1(5) . . . . ?
O1 C1 C2 N1 -169.3(4) . . . . ?
O2 C1 C2 N1 11.1(6) . . . . ?
N1 N4 C3 N3 0.9(5) . . . . ?
N1 N4 C3 C4 -178.8(4) . . . . ?
N2 N3 C3 N4 -0.4(5) . . . . ?
N2 N3 C3 C4 179.3(4) . . . . ?
N4 C3 C4 C5 4.2(6) . . . . ?
N3 C3 C4 C5 -175.4(4) . . . . ?
N4 C3 C4 C9 -176.5(4) . . . . ?
N3 C3 C4 C9 3.8(6) . . . . ?
C9 C4 C5 C6 -0.2(7) . . . . ?
C3 C4 C5 C6 179.1(4) . . . . ?
C4 C5 C6 C7 0.4(8) . . . . ?
C5 C6 C7 C8 -0.3(8) . . . . ?
C6 C7 C8 C9 -0.1(7) . . . . ?
C6 C7 C8 C10 -179.2(4) . . . . ?
C7 C8 C9 C4 0.4(6) . . . . ?
C10 C8 C9 C4 179.4(4) . . . . ?
C5 C4 C9 C8 -0.2(6) . . . . ?
C3 C4 C9 C8 -179.5(4) . . . . ?
N7 N8 C10 N5 0.2(5) . . . . ?
N7 N8 C10 C8 -178.3(4) . . . . ?
N6 N5 C10 N8 0.0(5) . . . . ?
N6 N5 C10 C8 178.6(4) . . . . ?
C9 C8 C10 N8 -177.2(4) . . . . ?
C7 C8 C10 N8 1.8(6) . . . . ?
C9 C8 C10 N5 4.5(6) . . . . ?
C7 C8 C10 N5 -176.5(4) . . . . ?
N6 N7 C11 C12 -91.0(5) . . . . ?
N8 N7 C11 C12 84.4(5) . . . . ?
Mn1 O3 C12 O4 -15.5(7) 4_575 . . . ?
Mn1 O3 C12 C11 164.8(3) 4_575 . . . ?
Mn1 O4 C12 O3 113.6(5) 4_475 . . . ?
Mn1 O4 C12 C11 -66.7(5) 4_475 . . . ?
N7 C11 C12 O3 4.5(7) . . . . ?
N7 C11 C12 O4 -175.3(4) . . . . ?
C15A N9A C13A O5A -43(3) . . . . ?
C14A N9A C13A O5A 170.5(16) . . . . ?
Mn1 O5A C13A N9A 157.9(13) . . . . ?
Mn1 O5 C13 N9 -97(8) . . . . ?
C15 N9 C13 O5 -5(3) . . . . ?
C14 N9 C13 O5 168(3) . . . . ?

_refine_diff_density_max         0.775
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_mo_B190614A_0m_a
_audit_block_doi                 10.5517/ccdc.csd.cc2ch917
_database_code_depnum_ccdc_archive 'CCDC 2189438'
loop_
_audit_author_name
_audit_author_address
Shen 'changshu institute of technology'
_audit_update_record             
;
2022-07-11 deposited with the CCDC.	2022-07-20 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT088_mo_B190614A_0m_a    
;
PROBLEM: Poor Data / Parameter Ratio ....................       6.51 Note 
RESPONSE: Poor data/parameter ratio is due to low symmetry of the structure
(P21/n), big amount of the parameters to refine (284 atoms) and disordered atoms 
of the ligand.
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H16 Mn N10 O4'
_chemical_formula_sum            'C18 H16 Mn N10 O4'
_chemical_formula_weight         491.35

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'
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'

_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                   4.9100(18)
_cell_length_b                   12.571(5)
_cell_length_c                   16.324(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.041(7)
_cell_angle_gamma                90
_cell_volume                     997.7(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1742
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      26.74

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_F_000             502
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.714
_shelx_estimated_absorpt_T_min   0.809
_shelx_estimated_absorpt_T_max   0.870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_T_max  0.867
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omiga scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            1849
_diffrn_reflns_av_unetI/netI     0.0796
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.052
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1849
_reflns_number_gt                1405
_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       'SMART (Bruker, 2008)'
_computing_cell_refinement       'SMART (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXTL (Bruker, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2008)'
_computing_publication_material  'SHELXTL (Bruker, 2008)'
_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)+(0.0477P)²] 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         1849
_refine_ls_number_parameters     284
_refine_ls_number_restraints     117
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.0975
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      0.972
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.500000 1.000000 0.500000 0.0214(2) Uani 1 2 d S . P . .
N1 N 0.9465(5) 0.7021(2) 0.38212(19) 0.0257(6) Uani 0.9 1 d . . P A 1
N2 N 0.9770(6) 0.7405(3) 0.30859(18) 0.0354(7) Uani 0.9 1 d . . P A 1
N3 N 0.7898(8) 0.6933(3) 0.25567(19) 0.0338(8) Uani 0.9 1 d . . P A 1
N4 N 0.7473(6) 0.6314(2) 0.38086(17) 0.0292(7) Uani 0.9 1 d . . P A 1
N5 N 0.149(2) 0.4950(8) 0.1422(4) 0.0278(14) Uani 0.9 1 d . . P A 1
O1 O 1.1722(10) 0.9048(2) 0.5276(3) 0.0260(9) Uani 0.9 1 d . . P A 1
O2 O 0.7426(15) 0.8528(4) 0.4823(5) 0.0263(11) Uani 0.9 1 d . . P A 1
C1 C 0.9999(7) 0.8430(3) 0.4903(2) 0.0189(8) Uani 0.9 1 d . . P A 1
C2 C 1.1196(6) 0.7421(3) 0.45668(19) 0.0269(7) Uani 0.9 1 d . . P A 1
H2 H 1.300961 0.759541 0.441811 0.032 Uiso 0.9 1 calc R U P A 1
C3 C 1.1570(10) 0.6566(3) 0.5231(2) 0.0524(11) Uani 0.9 1 d . . P A 1
H3A H 0.982939 0.641343 0.540854 0.079 Uiso 0.9 1 calc R U P A 1
H3B H 1.283818 0.681232 0.569297 0.079 Uiso 0.9 1 calc R U P A 1
H3C H 1.228058 0.593239 0.500958 0.079 Uiso 0.9 1 calc R U P A 1
C4 C 0.6551(9) 0.6273(4) 0.3011(2) 0.0261(9) Uani 0.9 1 d . . P A 1
C5 C 0.4317(18) 0.5554(8) 0.2652(6) 0.0271(9) Uani 0.9 1 d . . P A 1
C6 C 0.3032(14) 0.4857(8) 0.3127(5) 0.0362(16) Uani 0.9 1 d . . P A 1
H6 H 0.355677 0.481602 0.369650 0.043 Uiso 0.9 1 calc R U P A 1
C7 C 0.0973(14) 0.4228(8) 0.2743(5) 0.0412(16) Uani 0.9 1 d . . P A 1
H7 H 0.006495 0.375200 0.304636 0.049 Uiso 0.9 1 calc R U P A 1
C8 C 0.0258(17) 0.4309(7) 0.1899(6) 0.0350(14) Uani 0.9 1 d . . P A 1
H8 H -0.117909 0.388785 0.164841 0.042 Uiso 0.9 1 calc R U P A 1
C9 C 0.347(2) 0.5563(9) 0.1803(6) 0.0297(14) Uani 0.9 1 d . . P A 1
H9 H 0.434611 0.602894 0.148178 0.036 Uiso 0.9 1 calc R U P A 1
N1A N 0.883(5) 0.6815(18) 0.4156(12) 0.022(2) Uani 0.1 1 d D U P A 2
N4A N 0.688(5) 0.603(2) 0.3968(14) 0.022(2) Uani 0.1 1 d D U P A 2
C4A C 0.616(9) 0.603(4) 0.3111(16) 0.022(2) Uani 0.1 1 d D U P A 2
N2A N 0.964(6) 0.718(2) 0.3430(15) 0.022(2) Uani 0.1 1 d D U P A 2
O1A O 1.173(11) 0.877(3) 0.531(3) 0.022(3) Uani 0.1 1 d . U P A 2
O2A O 0.742(16) 0.874(4) 0.475(4) 0.022(3) Uani 0.1 1 d . U P A 2
C1A C 0.940(10) 0.830(3) 0.507(3) 0.022(2) Uani 0.1 1 d . U P A 2
C2A C 1.021(6) 0.711(2) 0.4941(18) 0.022(2) Uani 0.1 1 d . U P A 2
H2A H 0.912354 0.673503 0.531194 0.027 Uiso 0.1 1 calc R U P A 2
C3A C 1.301(6) 0.669(2) 0.522(2) 0.023(3) Uani 0.1 1 d . U P A 2
H3AA H 1.366277 0.695937 0.575900 0.035 Uiso 0.1 1 calc R U P A 2
H3AB H 1.295030 0.592762 0.523311 0.035 Uiso 0.1 1 calc R U P A 2
H3AC H 1.422040 0.691424 0.483723 0.035 Uiso 0.1 1 calc R U P A 2
N3A N 0.799(7) 0.669(2) 0.2778(12) 0.022(2) Uani 0.1 1 d D U P A 2
C5A C 0.410(16) 0.549(6) 0.264(5) 0.022(2) Uani 0.1 1 d G U P A 2
C6A C 0.256(15) 0.486(6) 0.311(4) 0.021(3) Uani 0.1 1 d G U P A 2
H6A H 0.293124 0.488208 0.368916 0.026 Uiso 0.1 1 calc R U P A 2
C7A C 0.048(13) 0.422(5) 0.273(4) 0.021(3) Uani 0.1 1 d G U P A 2
H7A H -0.054931 0.380014 0.304164 0.026 Uiso 0.1 1 calc R U P A 2
C8A C -0.007(16) 0.419(6) 0.187(5) 0.021(3) Uani 0.1 1 d G U P A 2
H8A H -0.146751 0.375678 0.160876 0.026 Uiso 0.1 1 calc R U P A 2
N5A N 0.15(2) 0.481(7) 0.140(4) 0.021(3) Uani 0.1 1 d G U P A 2
C9A C 0.35(2) 0.546(8) 0.179(5) 0.021(3) Uani 0.1 1 d G U P A 2
H9A H 0.457543 0.587731 0.147090 0.026 Uiso 0.1 1 calc R U P A 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
Mn1 O2A 2.06(7) 3_676 ?
Mn1 O2A 2.06(7) . ?
Mn1 O1 2.104(4) 3_776 ?
Mn1 O1 2.104(4) 1_455 ?
Mn1 O2 2.241(6) . ?
Mn1 O2 2.241(6) 3_676 ?
Mn1 N5A 2.3(3) 4_676 ?
Mn1 N5A 2.3(3) 2 ?
Mn1 N5 2.336(7) 2 ?
Mn1 N5 2.336(7) 4_676 ?
Mn1 O1A 2.34(5) 3_776 ?
Mn1 O1A 2.34(5) 1_455 ?
N1 N4 1.319(4) . ?
N1 N2 1.322(4) . ?
N1 C2 1.472(4) . ?
N2 N3 1.312(4) . ?
N3 C4 1.347(5) . ?
N4 C4 1.318(4) . ?
N5 C8 1.323(4) . ?
N5 C9 1.325(4) . ?
O1 C1 1.244(6) . ?
O2 C1 1.258(8) . ?
C1 C2 1.531(5) . ?
C2 C3 1.519(5) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.478(7) . ?
C5 C6 1.380(5) . ?
C5 C9 1.391(5) . ?
C6 C7 1.365(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.377(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
N1A N2A 1.381(10) . ?
N1A N4A 1.382(10) . ?
N1A C2A 1.41(3) . ?
N4A C4A 1.395(10) . ?
C4A C5A 1.36(6) . ?
C4A N3A 1.388(10) . ?
N2A N3A 1.390(10) . ?
O1A C1A 1.30(7) . ?
O2A C1A 1.17(9) . ?
C1A C2A 1.57(5) . ?
C2A C3A 1.48(4) . ?
C2A H2A 0.9800 . ?
C3A H3AA 0.9600 . ?
C3A H3AB 0.9600 . ?
C3A H3AC 0.9600 . ?
C5A C6A 1.3900 . ?
C5A C9A 1.3900 . ?
C6A C7A 1.3900 . ?
C6A H6A 0.9300 . ?
C7A C8A 1.3900 . ?
C7A H7A 0.9300 . ?
C8A N5A 1.3900 . ?
C8A H8A 0.9300 . ?
N5A C9A 1.3900 . ?
C9A H9A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2A Mn1 O2A 180.00(3) 3_676 . ?
O1 Mn1 O1 180.0 3_776 1_455 ?
O1 Mn1 O2 90.3(2) 3_776 . ?
O1 Mn1 O2 89.7(2) 1_455 . ?
O1 Mn1 O2 89.7(2) 3_776 3_676 ?
O1 Mn1 O2 90.3(2) 1_455 3_676 ?
O2 Mn1 O2 180.0 . 3_676 ?
O2A Mn1 N5A 81(8) 3_676 4_676 ?
O2A Mn1 N5A 99(8) . 4_676 ?
O1 Mn1 N5A 91(10) 3_776 4_676 ?
O1 Mn1 N5A 89(10) 1_455 4_676 ?
O2 Mn1 N5A 97(8) . 4_676 ?
O2 Mn1 N5A 83(7) 3_676 4_676 ?
O1 Mn1 N5A 89(8) 3_776 2 ?
O1 Mn1 N5A 91(8) 1_455 2 ?
O2 Mn1 N5A 83(5) . 2 ?
O2 Mn1 N5A 97(5) 3_676 2 ?
O1 Mn1 N5 86.8(3) 3_776 2 ?
O1 Mn1 N5 93.2(3) 1_455 2 ?
O2 Mn1 N5 87.0(3) . 2 ?
O2 Mn1 N5 93.0(3) 3_676 2 ?
O1 Mn1 N5 93.2(3) 3_776 4_676 ?
O1 Mn1 N5 86.8(3) 1_455 4_676 ?
O2 Mn1 N5 93.0(3) . 4_676 ?
O2 Mn1 N5 87.0(3) 3_676 4_676 ?
N5 Mn1 N5 180.0 2 4_676 ?
O1 Mn1 O1A 7.0(12) 3_776 3_776 ?
O1 Mn1 O1A 173.0(13) 1_455 3_776 ?
O2 Mn1 O1A 97.2(12) . 3_776 ?
O2 Mn1 O1A 82.8(12) 3_676 3_776 ?
N5 Mn1 O1A 86.0(13) 2 3_776 ?
N5 Mn1 O1A 94.0(13) 4_676 3_776 ?
O1 Mn1 O1A 173.0(13) 3_776 1_455 ?
O1 Mn1 O1A 7.0(12) 1_455 1_455 ?
O2 Mn1 O1A 82.8(12) . 1_455 ?
O2 Mn1 O1A 97.2(12) 3_676 1_455 ?
N5 Mn1 O1A 94.0(13) 2 1_455 ?
N5 Mn1 O1A 86.0(13) 4_676 1_455 ?
N4 N1 N2 114.2(3) . . ?
N4 N1 C2 125.7(3) . . ?
N2 N1 C2 120.0(3) . . ?
N3 N2 N1 105.9(3) . . ?
N2 N3 C4 105.6(3) . . ?
C4 N4 N1 101.1(3) . . ?
C8 N5 C9 116.4(3) . . ?
C8 N5 Mn1 119.7(6) . 2_545 ?
C9 N5 Mn1 123.9(5) . 2_545 ?
C1 O1 Mn1 137.6(4) . 1_655 ?
C1 O2 Mn1 127.7(4) . . ?
O1 C1 O2 126.4(5) . . ?
O1 C1 C2 115.1(4) . . ?
O2 C1 C2 118.3(4) . . ?
N1 C2 C3 110.2(3) . . ?
N1 C2 C1 111.9(3) . . ?
C3 C2 C1 110.2(3) . . ?
N1 C2 H2 108.1 . . ?
C3 C2 H2 108.1 . . ?
C1 C2 H2 108.1 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N4 C4 N3 113.1(3) . . ?
N4 C4 C5 123.3(4) . . ?
N3 C4 C5 123.6(5) . . ?
C6 C5 C9 118.0(3) . . ?
C6 C5 C4 122.5(6) . . ?
C9 C5 C4 119.5(6) . . ?
C7 C6 C5 118.4(3) . . ?
C7 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C6 C7 C8 119.1(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
N5 C8 C7 124.0(3) . . ?
N5 C8 H8 118.0 . . ?
C7 C8 H8 118.0 . . ?
N5 C9 C5 124.0(3) . . ?
N5 C9 H9 118.0 . . ?
C5 C9 H9 118.0 . . ?
N2A N1A N4A 108.8(8) . . ?
N2A N1A C2A 122(2) . . ?
N4A N1A C2A 128(2) . . ?
N1A N4A C4A 106.9(8) . . ?
C5A C4A N3A 123(4) . . ?
C5A C4A N4A 129(4) . . ?
N3A C4A N4A 107.9(8) . . ?
N1A N2A N3A 107.5(8) . . ?
C1A O2A Mn1 138(6) . . ?
O2A C1A O1A 125(5) . . ?
O2A C1A C2A 127(5) . . ?
O1A C1A C2A 104(4) . . ?
N1A C2A C3A 119(3) . . ?
N1A C2A C1A 106(3) . . ?
C3A C2A C1A 123(3) . . ?
N1A C2A H2A 101.7 . . ?
C3A C2A H2A 101.7 . . ?
C1A C2A H2A 101.7 . . ?
C2A C3A H3AA 109.5 . . ?
C2A C3A H3AB 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
C2A C3A H3AC 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C4A N3A N2A 107.9(8) . . ?
C4A C5A C6A 113(5) . . ?
C4A C5A C9A 127(5) . . ?
C6A C5A C9A 120.00(6) . . ?
C7A C6A C5A 120.0 . . ?
C7A C6A H6A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C6A C7A C8A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
N5A C8A C7A 120.0 . . ?
N5A C8A H8A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C8A N5A C9A 120.0 . . ?
N5A C9A C5A 120.0 . . ?
N5A C9A H9A 120.0 . . ?
C5A C9A H9A 120.0 . . ?

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
N4 N1 N2 N3 -0.1(4) . . . . ?
C2 N1 N2 N3 -177.5(3) . . . . ?
N1 N2 N3 C4 -0.3(4) . . . . ?
N2 N1 N4 C4 0.4(4) . . . . ?
C2 N1 N4 C4 177.7(3) . . . . ?
Mn1 O1 C1 O2 -119.9(5) 1_655 . . . ?
Mn1 O1 C1 C2 64.5(5) 1_655 . . . ?
Mn1 O2 C1 O1 17.9(8) . . . . ?
Mn1 O2 C1 C2 -166.6(3) . . . . ?
N4 N1 C2 C3 31.1(4) . . . . ?
N2 N1 C2 C3 -151.7(3) . . . . ?
N4 N1 C2 C1 -91.8(4) . . . . ?
N2 N1 C2 C1 85.3(3) . . . . ?
O1 C1 C2 N1 -151.0(4) . . . . ?
O2 C1 C2 N1 33.0(5) . . . . ?
O1 C1 C2 C3 86.0(4) . . . . ?
O2 C1 C2 C3 -90.0(5) . . . . ?
N1 N4 C4 N3 -0.7(5) . . . . ?
N1 N4 C4 C5 177.8(7) . . . . ?
N2 N3 C4 N4 0.6(5) . . . . ?
N2 N3 C4 C5 -177.8(7) . . . . ?
N4 C4 C5 C6 -0.7(11) . . . . ?
N3 C4 C5 C6 177.6(5) . . . . ?
N4 C4 C5 C9 179.9(5) . . . . ?
N3 C4 C5 C9 -1.8(9) . . . . ?
C9 C5 C6 C7 -1.1(5) . . . . ?
C4 C5 C6 C7 179.5(9) . . . . ?
C5 C6 C7 C8 0.1(6) . . . . ?
C9 N5 C8 C7 -2.0(5) . . . . ?
Mn1 N5 C8 C7 -179.6(7) 2_545 . . . ?
C6 C7 C8 N5 1.5(6) . . . . ?
C8 N5 C9 C5 1.0(5) . . . . ?
Mn1 N5 C9 C5 178.4(7) 2_545 . . . ?
C6 C5 C9 N5 0.5(5) . . . . ?
C4 C5 C9 N5 180.0(9) . . . . ?
N2A N1A N4A C4A -10(4) . . . . ?
C2A N1A N4A C4A -179(4) . . . . ?
N1A N4A C4A C5A -171(7) . . . . ?
N1A N4A C4A N3A 10(5) . . . . ?
N4A N1A N2A N3A 6(4) . . . . ?
C2A N1A N2A N3A 176(3) . . . . ?
Mn1 O2A C1A O1A -55(10) . . . . ?
Mn1 O2A C1A C2A 154(5) . . . . ?
Mn1 O1A C1A O2A -44(11) 1_655 . . . ?
Mn1 O1A C1A C2A 113(6) 1_655 . . . ?
N2A N1A C2A C3A -70(4) . . . . ?
N4A N1A C2A C3A 98(4) . . . . ?
N2A N1A C2A C1A 73(4) . . . . ?
N4A N1A C2A C1A -119(3) . . . . ?
O2A C1A C2A N1A 24(7) . . . . ?
O1A C1A C2A N1A -132(4) . . . . ?
O2A C1A C2A C3A 166(6) . . . . ?
O1A C1A C2A C3A 10(5) . . . . ?
C5A C4A N3A N2A 175(7) . . . . ?
N4A C4A N3A N2A -7(5) . . . . ?
N1A N2A N3A C4A 1(5) . . . . ?
N3A C4A C5A C6A 179(5) . . . . ?
N4A C4A C5A C6A 1(10) . . . . ?
N3A C4A C5A C9A 3(10) . . . . ?
N4A C4A C5A C9A -176(5) . . . . ?
C4A C5A C6A C7A -177(8) . . . . ?
C9A C5A C6A C7A 0.0 . . . . ?
C5A C6A C7A C8A 0.0 . . . . ?
C6A C7A C8A N5A 0.0 . . . . ?
C7A C8A N5A C9A 0.0 . . . . ?
C7A C8A N5A Mn1 -169(6) . . . 2_545 ?
C8A N5A C9A C5A 0.0 . . . . ?
Mn1 N5A C9A C5A 168(6) 2_545 . . . ?
C4A C5A C9A N5A 176(9) . . . . ?
C6A C5A C9A N5A 0.0 . . . . ?

_refine_diff_density_max         0.672
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.078

