# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 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_lwx_mn_1203_a_pl_sq
_database_code_depnum_ccdc_archive 'CCDC 2129399'
loop_
_audit_author_name
_audit_author_address
Mn-TP
;Zhejiang University
China
;
_audit_update_record             
;
2021-12-17 deposited with the CCDC.	2022-10-16 downloaded from the CCDC.
;
_audit_creation_date             2021-12-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C40 H32 Mn2 O12)'
_chemical_formula_sum            'C20 H16 Mn N0 O6'
_chemical_formula_weight         407.27
_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 0.0181 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'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   17.5204(9)
_cell_length_b                   6.5120(4)
_cell_length_c                   7.2523(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.768(4)
_cell_angle_gamma                90
_cell_volume                     827.36(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2795
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.63
_cell_measurement_theta_min      5.05
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.825
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5151
_exptl_absorpt_correction_type   multi_scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1356 before and 0.0826 after correction.
The Ratio of minimum to maximum transmission is 0.6840.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             418
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0760
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            8481
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.079
_diffrn_reflns_theta_min         5.049
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1212
_reflns_number_total             1498
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1498
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0608
_refine_ls_restrained_S_all      1.148
_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)+(0.1083P)²+0.4882P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1749
_refine_ls_wR_factor_ref         0.1827
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O13-H13B = O13-H13A
 0.85 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C6(H6), C5(H5), C9(H9), C8(H8)
;
_atom_sites_solution_hydrogens   mixed
_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
Mn01 Mn -0.500000 0.000000 0.000000 0.0333(4) Uani 1 2 d S T P . .
C1 C -0.0155(2) 0.1690(6) -0.1095(5) 0.0284(9) Uani 1 1 d . . . . .
H1 H -0.025557 0.285377 -0.185008 0.034 Uiso 1 1 calc R . . . .
C2 C -0.0760(2) 0.0460(6) -0.0523(5) 0.0268(9) Uani 1 1 d . . . . .
C3 C -0.0589(2) -0.1239(6) 0.0577(5) 0.0271(9) Uani 1 1 d . . . . .
H3 H -0.099084 -0.210266 0.097920 0.033 Uiso 1 1 calc R . . . .
C4 C -0.1566(2) 0.0945(6) -0.1073(5) 0.0257(9) Uani 1 1 d . . . . .
C10 C -0.3903(2) 0.2324(6) -0.2578(5) 0.0278(9) Uani 1 1 d . . . . .
O11 O -0.40642(16) 0.4084(5) -0.3156(4) 0.0343(7) Uani 1 1 d . . . . .
O12 O -0.43892(15) 0.0880(5) -0.2446(4) 0.0315(7) Uani 1 1 d . . . . .
O13 O -0.55957(18) 0.2890(5) 0.0105(4) 0.0359(7) Uani 1 1 d D . . . .
H13A H -0.546(3) 0.362(7) 0.100(6) 0.054 Uiso 1 1 d DR . . . .
H13B H -0.563(3) 0.359(8) -0.085(5) 0.054 Uiso 1 1 d DR . . . .
C6 C -0.2556(2) 0.3408(6) -0.1847(5) 0.0307(9) Uani 1 1 d . . . . .
H6 H -0.270725 0.479191 -0.204373 0.037 Uiso 1 1 calc R . . . .
C5 C -0.1802(2) 0.2966(6) -0.1358(5) 0.0278(9) Uani 1 1 d . . . . .
H5 H -0.144540 0.405463 -0.121569 0.033 Uiso 1 1 calc R . . . .
C7 C -0.3084(2) 0.1847(6) -0.2049(5) 0.0266(9) Uani 1 1 d . . . . .
C9 C -0.2107(2) -0.0623(7) -0.1296(6) 0.0314(9) Uani 1 1 d . . . . .
H9 H -0.195538 -0.201215 -0.112882 0.038 Uiso 1 1 calc R . . . .
C8 C -0.2860(3) -0.0183(6) -0.1755(6) 0.0313(10) Uani 1 1 d . . . . .
H8 H -0.322252 -0.126138 -0.186982 0.038 Uiso 1 1 calc R . . . .


_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
Mn01 O11 2.185(3) 4_566 ?
Mn01 O11 2.185(3) 2_444 ?
Mn01 O12 2.161(3) . ?
Mn01 O12 2.161(3) 3_455 ?
Mn01 O13 2.154(3) 3_455 ?
Mn01 O13 2.154(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.397(6) . ?
C1 C3 1.383(6) 3 ?
C2 C3 1.394(6) . ?
C2 C4 1.495(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.394(6) . ?
C4 C9 1.402(6) . ?
C10 O11 1.251(5) . ?
C10 O12 1.273(5) . ?
C10 C7 1.513(5) . ?
O13 H13A 0.83(2) . ?
O13 H13B 0.83(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.392(6) . ?
C6 C7 1.381(6) . ?
C5 H5 0.9500 . ?
C7 C8 1.394(6) . ?
C9 H9 0.9500 . ?
C9 C8 1.386(6) . ?
C8 H8 0.9500 . ?

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
O11 Mn01 O11 180.00(16) 2_444 4_566 ?
O12 Mn01 O11 86.90(11) 3_455 4_566 ?
O12 Mn01 O11 86.90(11) . 2_444 ?
O12 Mn01 O11 93.10(11) 3_455 2_444 ?
O12 Mn01 O11 93.10(11) . 4_566 ?
O12 Mn01 O12 180.0 . 3_455 ?
O13 Mn01 O11 95.73(11) 3_455 2_444 ?
O13 Mn01 O11 84.27(11) 3_455 4_566 ?
O13 Mn01 O11 84.27(11) . 2_444 ?
O13 Mn01 O11 95.73(11) . 4_566 ?
O13 Mn01 O12 92.45(11) 3_455 3_455 ?
O13 Mn01 O12 87.55(11) 3_455 . ?
O13 Mn01 O12 92.45(11) . . ?
O13 Mn01 O12 87.55(11) . 3_455 ?
O13 Mn01 O13 180.0 . 3_455 ?
C2 C1 H1 119.5 . . ?
C3 C1 H1 119.5 3 . ?
C3 C1 C2 120.9(4) 3 . ?
C1 C2 C4 121.1(4) . . ?
C3 C2 C1 117.8(4) . . ?
C3 C2 C4 121.0(4) . . ?
C1 C3 C2 121.2(4) 3 . ?
C1 C3 H3 119.4 3 . ?
C2 C3 H3 119.4 . . ?
C5 C4 C2 121.1(4) . . ?
C5 C4 C9 118.1(4) . . ?
C9 C4 C2 120.7(4) . . ?
O11 C10 O12 123.6(4) . . ?
O11 C10 C7 118.8(4) . . ?
O12 C10 C7 117.6(4) . . ?
C10 O11 Mn01 128.3(3) . 2_454 ?
C10 O12 Mn01 126.6(2) . . ?
Mn01 O13 H13A 113(4) . . ?
Mn01 O13 H13B 118(4) . . ?
H13A O13 H13B 110(6) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C7 C6 C5 120.5(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C6 C7 C10 120.6(4) . . ?
C6 C7 C8 119.6(4) . . ?
C8 C7 C10 119.8(4) . . ?
C4 C9 H9 119.4 . . ?
C8 C9 C4 121.1(4) . . ?
C8 C9 H9 119.4 . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.9(4) . . ?
C9 C8 H8 120.1 . . ?

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
C1 C2 C3 C1 0.3(6) . . . 3 ?
C1 C2 C4 C5 -31.1(6) . . . . ?
C1 C2 C4 C9 149.7(4) . . . . ?
C2 C4 C5 C6 -179.2(4) . . . . ?
C2 C4 C9 C8 178.2(4) . . . . ?
C3 C1 C2 C3 -0.3(6) 3 . . . ?
C3 C1 C2 C4 179.8(4) 3 . . . ?
C3 C2 C4 C5 148.9(4) . . . . ?
C3 C2 C4 C9 -30.3(6) . . . . ?
C4 C2 C3 C1 -179.8(4) . . . 3 ?
C4 C9 C8 C7 1.6(6) . . . . ?
C10 C7 C8 C9 179.1(4) . . . . ?
O11 C10 O12 Mn01 -96.5(4) . . . . ?
O11 C10 C7 C6 13.0(5) . . . . ?
O11 C10 C7 C8 -167.3(4) . . . . ?
O12 C10 O11 Mn01 -25.1(5) . . . 2_454 ?
O12 C10 C7 C6 -168.6(4) . . . . ?
O12 C10 C7 C8 11.2(5) . . . . ?
C6 C7 C8 C9 -1.1(6) . . . . ?
C5 C4 C9 C8 -1.1(6) . . . . ?
C5 C6 C7 C10 179.9(3) . . . . ?
C5 C6 C7 C8 0.1(6) . . . . ?
C7 C10 O11 Mn01 153.3(3) . . . 2_454 ?
C7 C10 O12 Mn01 85.1(4) . . . . ?
C7 C6 C5 C4 0.4(6) . . . . ?
C9 C4 C5 C6 0.1(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
