# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_GGX_7_a
_database_code_depnum_ccdc_archive 'CCDC 2201432'
loop_
_audit_author_name
_audit_author_address
'Qi Liu'
;Changzhou University
China
;
_audit_update_record             
;
2022-08-15 deposited with the CCDC.	2023-01-06 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         'C14 H10 Mn N2 O10'
_chemical_formula_sum            'C14 H10 Mn N2 O10'
_chemical_formula_weight         421.18

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                   13.7290(14)
_cell_length_b                   7.3620(7)
_cell_length_c                   7.4790(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.361(3)
_cell_angle_gamma                90
_cell_volume                     743.60(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2000
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      25.02

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.881
_exptl_crystal_F_000             426
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.020
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.955
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6567
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7111
_diffrn_reflns_av_unetI/netI     0.0764
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.017
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1702
_reflns_number_gt                1128
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0421P)²+0.1828P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1702
_refine_ls_number_parameters     124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0926
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.0985
_refine_ls_wR_factor_gt          0.0871
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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 0.500000 0.500000 0.0192(2) Uani 1 2 d S . P . .
C1 C 0.3970(2) 0.6420(4) 0.8112(4) 0.0204(7) Uani 1 1 d . . . . .
C2 C 0.3040(2) 0.6727(4) 0.8907(4) 0.0245(7) Uani 1 1 d . . . . .
H2A H 0.309590 0.604142 1.002779 0.029 Uiso 1 1 calc R U . . .
H2B H 0.300217 0.800373 0.920860 0.029 Uiso 1 1 calc R U . . .
C3 C 0.1455(2) 0.7438(4) 0.6753(4) 0.0233(7) Uani 1 1 d . . . . .
C4 C 0.0627(2) 0.6328(4) 0.5746(4) 0.0217(7) Uani 1 1 d . . . . .
C5 C -0.0836(2) 0.5489(4) 0.3841(4) 0.0203(7) Uani 1 1 d . . . . .
C6 C 0.1785(2) 0.4430(4) 0.7481(4) 0.0239(7) Uani 1 1 d . . . . .
C7 C -0.0218(2) 0.6885(4) 0.4568(4) 0.0237(7) Uani 1 1 d . . . . .
H7 H -0.035702 0.809982 0.429012 0.028 Uiso 1 1 calc R U . . .
N1 N 0.21256(17) 0.6210(3) 0.7711(3) 0.0229(6) Uani 1 1 d . . . . .
O1 O 0.47360(15) 0.7238(3) 0.8899(3) 0.0274(5) Uani 1 1 d . . . . .
O2 O 0.39333(14) 0.5357(3) 0.6796(3) 0.0242(5) Uani 1 1 d . . . . .
O3 O 0.21842(15) 0.3117(3) 0.8272(3) 0.0345(6) Uani 1 1 d . . . . .
O4 O 0.15431(15) 0.9068(3) 0.6765(3) 0.0346(6) Uani 1 1 d . . . . .
O5 O 0.38292(14) 0.4032(3) 0.2842(3) 0.0305(5) Uani 1 1 d . . . . .
H5A H 0.410629 0.374334 0.178580 0.046 Uiso 1 1 d R U . . .
H5B H 0.353306 0.296386 0.324987 0.046 Uiso 1 1 d R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O2 2.1737(19) . y
Mn1 O2 2.1738(19) 3_666 y
Mn1 O5 2.1825(19) 3_666 y
Mn1 O5 2.1826(19) . y
Mn1 O1 2.1991(19) 2_646 y
Mn1 O1 2.1991(19) 4_575 y
C1 O2 1.252(3) . ?
C1 O1 1.262(3) . ?
C1 C2 1.518(4) . ?
C2 N1 1.455(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O4 1.207(3) . ?
C3 N1 1.393(4) . ?
C3 C4 1.490(4) . ?
C4 C7 1.387(4) . ?
C4 C5 1.391(4) 3_566 ?
C5 C7 1.381(4) . ?
C5 C6 1.487(4) 3_566 ?
C6 O3 1.212(3) . ?
C6 N1 1.392(4) . ?
C7 H7 0.9300 . ?
O5 H5A 0.9600 . ?
O5 H5B 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 Mn1 O2 180.0 . 3_666 y
O2 Mn1 O5 89.54(7) . 3_666 y
O2 Mn1 O5 90.46(7) 3_666 3_666 y
O2 Mn1 O5 90.46(7) . . y
O2 Mn1 O5 89.54(7) 3_666 . y
O5 Mn1 O5 180.0 3_666 . y
O2 Mn1 O1 87.95(7) . 2_646 y
O2 Mn1 O1 92.05(7) 3_666 2_646 y
O5 Mn1 O1 88.57(8) 3_666 2_646 y
O5 Mn1 O1 91.43(8) . 2_646 y
O2 Mn1 O1 92.05(7) . 4_575 y
O2 Mn1 O1 87.95(7) 3_666 4_575 y
O5 Mn1 O1 91.43(8) 3_666 4_575 y
O5 Mn1 O1 88.57(8) . 4_575 y
O1 Mn1 O1 180.0 2_646 4_575 y
O2 C1 O1 125.2(3) . . ?
O2 C1 C2 118.9(3) . . ?
O1 C1 C2 115.8(3) . . ?
N1 C2 C1 114.4(2) . . ?
N1 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
N1 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
O4 C3 N1 125.8(3) . . ?
O4 C3 C4 128.0(3) . . ?
N1 C3 C4 106.1(2) . . ?
C7 C4 C5 122.8(3) . 3_566 ?
C7 C4 C3 129.3(3) . . ?
C5 C4 C3 107.9(2) 3_566 . ?
C7 C5 C4 122.7(3) . 3_566 ?
C7 C5 C6 129.4(3) . 3_566 ?
C4 C5 C6 107.9(2) 3_566 3_566 ?
O3 C6 N1 125.3(3) . . ?
O3 C6 C5 128.5(3) . 3_566 ?
N1 C6 C5 106.2(2) . 3_566 ?
C5 C7 C4 114.5(3) . . ?
C5 C7 H7 122.8 . . ?
C4 C7 H7 122.8 . . ?
C6 N1 C3 111.8(2) . . ?
C6 N1 C2 123.8(2) . . ?
C3 N1 C2 124.3(2) . . ?
C1 O1 Mn1 133.09(18) . 2_656 ?
C1 O2 Mn1 128.72(18) . . ?
Mn1 O5 H5A 109.4 . . ?
Mn1 O5 H5B 109.3 . . ?
H5A O5 H5B 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 N1 -18.7(4) . . . . ?
O1 C1 C2 N1 163.5(2) . . . . ?
O4 C3 C4 C7 1.6(5) . . . . ?
N1 C3 C4 C7 -178.7(3) . . . . ?
O4 C3 C4 C5 -179.2(3) . . . 3_566 ?
N1 C3 C4 C5 0.5(3) . . . 3_566 ?
C4 C5 C7 C4 -0.1(5) 3_566 . . . ?
C6 C5 C7 C4 -178.7(3) 3_566 . . . ?
C5 C4 C7 C5 0.1(5) 3_566 . . . ?
C3 C4 C7 C5 179.2(3) . . . . ?
O3 C6 N1 C3 -173.9(3) . . . . ?
C5 C6 N1 C3 3.8(3) 3_566 . . . ?
O3 C6 N1 C2 2.2(5) . . . . ?
C5 C6 N1 C2 179.9(2) 3_566 . . . ?
O4 C3 N1 C6 176.9(3) . . . . ?
C4 C3 N1 C6 -2.8(3) . . . . ?
O4 C3 N1 C2 0.9(5) . . . . ?
C4 C3 N1 C2 -178.9(2) . . . . ?
C1 C2 N1 C6 80.0(3) . . . . ?
C1 C2 N1 C3 -104.3(3) . . . . ?
O2 C1 O1 Mn1 140.3(2) . . . 2_656 ?
C2 C1 O1 Mn1 -42.0(4) . . . 2_656 ?
O1 C1 O2 Mn1 -15.8(4) . . . . ?
C2 C1 O2 Mn1 166.61(18) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2A O5 0.97 2.62 3.553(4) 161.3 1_556 yes
C2 H2B O2 0.97 2.44 3.135(3) 128.4 4_576 yes
O5 H5A O1 0.96 1.90 2.715(3) 141.4 3_666 yes
O5 H5B O3 0.96 2.02 2.823(3) 140.1 4_565 yes

_refine_diff_density_max         0.332
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.085



