# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2075310'
loop_
_audit_author_name
_audit_author_address
'Dr Manjit Kr. Bhattacharyya'
;Cotton University
India
;
_audit_update_record             
;
2021-04-05 deposited with the CCDC.	2022-02-14 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         ?
_chemical_formula_sum            'C28 H34 N8 O11 Zn2'
_chemical_formula_weight         789.37

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'
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'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   18.0928(6)
_cell_length_b                   12.8348(4)
_cell_length_c                   15.5435(5)
_cell_angle_alpha                90
_cell_angle_beta                 112.2820(10)
_cell_angle_gamma                90
_cell_volume                     3339.95(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9586
_cell_measurement_theta_min      4.34
_cell_measurement_theta_max      68.23

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_F_000             1624
_exptl_transmission_factor_min   0.667
_exptl_transmission_factor_max   0.775
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    2.377
_shelx_estimated_absorpt_T_min   0.490
_shelx_estimated_absorpt_T_max   0.635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1029 before and 0.0515 after correction.
The Ratio of minimum to maximum transmission is 0.8031.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43511
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.340
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3051
_reflns_number_gt                3051
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (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)+(0.0536P)²+14.1848P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00077(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3051
_refine_ls_number_parameters     238
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.1063
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.104
_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
Zn1 Zn 0.20179(2) 0.56973(2) 0.40531(2) 0.01360(16) Uani 1 1 d . . . . .
O1 O 0.30530(10) 0.62825(14) 0.48046(12) 0.0164(4) Uani 1 1 d . . . . .
O7 O 0.37854(10) 0.83563(14) 0.58014(12) 0.0171(4) Uani 1 1 d . . . . .
O3 O 0.35891(12) 0.49854(15) 0.42807(13) 0.0236(4) Uani 1 1 d . . . . .
O8 O 0.37488(13) 0.71966(15) 0.68582(13) 0.0247(4) Uani 1 1 d . . . . .
N1A N 0.15988(13) 0.52225(17) 0.27172(14) 0.0167(5) Uani 1 1 d . . . . .
N1B N 0.19275(14) 0.43823(17) 0.47460(16) 0.0184(5) Uani 1 1 d . . . . .
N4A N 0.20166(17) 0.3117(2) 0.13959(18) 0.0341(6) Uani 1 1 d . . . . .
H4AA H 0.177954 0.275749 0.088210 0.041 Uiso 1 1 calc R U . . .
H4AB H 0.250962 0.296476 0.176462 0.041 Uiso 1 1 calc R U . . .
O1W O 0.38840(18) 0.4872(2) 0.26001(18) 0.0446(6) Uani 1 1 d G . . . .
H1WA H 0.393294 0.484298 0.317898 0.067 Uiso 1 1 d G U . . .
H1WB H 0.393806 0.425050 0.240893 0.067 Uiso 1 1 d G U . . .
C7A C 0.08572(16) 0.5500(2) 0.21465(18) 0.0194(5) Uani 1 1 d . . . . .
H7A H 0.059867 0.606123 0.231771 0.023 Uiso 1 1 calc R U . . .
C6 C 0.39796(15) 0.7494(2) 0.62443(17) 0.0180(5) Uani 1 1 d . . . . .
C2A C 0.19698(17) 0.4452(2) 0.24588(19) 0.0214(6) Uani 1 1 d . . . . .
H2A H 0.249524 0.426562 0.286265 0.026 Uiso 1 1 calc R U . . .
C2 C 0.36500(16) 0.5761(2) 0.47789(18) 0.0178(5) Uani 1 1 d . . . . .
C3A C 0.16186(18) 0.3911(2) 0.16216(19) 0.0230(6) Uani 1 1 d . . . . .
C4 C 0.44560(17) 0.6118(2) 0.5409(2) 0.0298(7) Uani 1 1 d . . . . .
H4 H 0.490665 0.578496 0.535849 0.036 Uiso 1 1 calc R U . . .
C6A C 0.04628(17) 0.4984(2) 0.13142(19) 0.0239(6) Uani 1 1 d . . . . .
H6A H -0.006265 0.518680 0.092353 0.029 Uiso 1 1 calc R U . . .
C7B C 0.24069(18) 0.4283(2) 0.5641(2) 0.0219(6) Uani 1 1 d . . . . .
H7B H 0.279266 0.480841 0.592274 0.026 Uiso 1 1 calc R U . . .
C5B C 0.17912(19) 0.2674(2) 0.5757(2) 0.0303(7) Uani 1 1 d . . . . .
H5B H 0.173531 0.209758 0.611109 0.036 Uiso 1 1 calc R U . . .
C5 C 0.45903(17) 0.6870(2) 0.6038(2) 0.0278(7) Uani 1 1 d . . . . .
H5 H 0.513383 0.702837 0.639539 0.033 Uiso 1 1 calc R U . . .
C2B C 0.13881(17) 0.3633(2) 0.4341(2) 0.0240(6) Uani 1 1 d . . . . .
H2B H 0.105210 0.370583 0.370434 0.029 Uiso 1 1 calc R U . . .
C6B C 0.23569(19) 0.3430(2) 0.6171(2) 0.0279(6) Uani 1 1 d . . . . .
H6B H 0.270507 0.337087 0.680446 0.034 Uiso 0.6667 1 calc R U P A 1
C3B C 0.13035(18) 0.2755(2) 0.4821(2) 0.0278(6) Uani 1 1 d . . . . .
H3B H 0.092499 0.222820 0.451876 0.033 Uiso 0.3333 1 calc R U P B 2
C5A C 0.08358(18) 0.4177(2) 0.10558(19) 0.0245(6) Uani 1 1 d . . . . .
H5A H 0.056288 0.380320 0.049703 0.029 Uiso 1 1 calc R U . . .
O2W O 0.500000 0.6320(5) 0.250000 0.0826(16) Uani 1 2 d DS T P . .
N4B N 0.0772(3) 0.1996(3) 0.4400(3) 0.0395(10) Uani 0.6667 1 d . . P C 1
H4BA H 0.073272 0.144654 0.471860 0.047 Uiso 0.6667 1 calc R U P C 1
H4BB H 0.046452 0.205169 0.380748 0.047 Uiso 0.6667 1 calc R U P C 1
N8B N 0.2944(5) 0.3273(6) 0.7020(5) 0.0272(16) Uani 0.3333 1 d . . P D 2
H8BA H 0.296723 0.268098 0.731490 0.033 Uiso 0.3333 1 calc R U P D 2
H8BB H 0.329990 0.376296 0.727469 0.033 Uiso 0.3333 1 calc R U P D 2
H2W H 0.463(2) 0.579(3) 0.261(3) 0.041 Uiso 1 1 d D 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
Zn1 O1 1.9435(18) . ?
Zn1 O7 1.9718(18) 7_566 ?
Zn1 N1A 2.016(2) . ?
Zn1 N1B 2.042(2) . ?
O1 C2 1.284(3) . ?
O7 C6 1.280(3) . ?
O3 C2 1.240(3) . ?
O8 C6 1.238(3) . ?
N1A C2A 1.339(4) . ?
N1A C7A 1.346(4) . ?
N1B C7B 1.337(4) . ?
N1B C2B 1.344(4) . ?
N4A C3A 1.368(4) . ?
N4A H4AA 0.8800 . ?
N4A H4AB 0.8800 . ?
O1W H1WA 0.8709 . ?
O1W H1WB 0.8700 . ?
C7A C6A 1.386(4) . ?
C7A H7A 0.9500 . ?
C6 C5 1.495(4) . ?
C2A C3A 1.398(4) . ?
C2A H2A 0.9500 . ?
C2 C4 1.488(4) . ?
C3A C5A 1.397(4) . ?
C4 C5 1.329(4) . ?
C4 H4 0.9500 . ?
C6A C5A 1.377(4) . ?
C6A H6A 0.9500 . ?
C7B C6B 1.393(4) . ?
C7B H7B 0.9500 . ?
C5B C6B 1.380(5) . ?
C5B C3B 1.390(5) . ?
C5B H5B 0.9500 . ?
C5 H5 0.9500 . ?
C2B C3B 1.391(4) . ?
C2B H2B 0.9500 . ?
C6B N8B 1.359(8) . ?
C6B H6B 0.9500 . ?
C3B N4B 1.351(5) . ?
C3B H3B 0.9500 . ?
C5A H5A 0.9500 . ?
O2W H2W 1.018(19) . ?
N4B H4BA 0.8800 . ?
N4B H4BB 0.8800 . ?
N8B H8BA 0.8800 . ?
N8B H8BB 0.8800 . ?

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 Zn1 O7 106.09(7) . 7_566 ?
O1 Zn1 N1A 129.52(8) . . ?
O7 Zn1 N1A 107.37(8) 7_566 . ?
O1 Zn1 N1B 104.72(8) . . ?
O7 Zn1 N1B 103.82(8) 7_566 . ?
N1A Zn1 N1B 102.67(9) . . ?
C2 O1 Zn1 114.20(16) . . ?
C6 O7 Zn1 122.33(17) . 7_566 ?
C2A N1A C7A 119.1(2) . . ?
C2A N1A Zn1 119.76(18) . . ?
C7A N1A Zn1 119.37(18) . . ?
C7B N1B C2B 119.2(2) . . ?
C7B N1B Zn1 118.52(19) . . ?
C2B N1B Zn1 122.26(19) . . ?
C3A N4A H4AA 120.0 . . ?
C3A N4A H4AB 120.0 . . ?
H4AA N4A H4AB 120.0 . . ?
H1WA O1W H1WB 109.4 . . ?
N1A C7A C6A 121.4(3) . . ?
N1A C7A H7A 119.3 . . ?
C6A C7A H7A 119.3 . . ?
O8 C6 O7 125.3(2) . . ?
O8 C6 C5 119.5(2) . . ?
O7 C6 C5 115.0(2) . . ?
N1A C2A C3A 122.9(3) . . ?
N1A C2A H2A 118.5 . . ?
C3A C2A H2A 118.5 . . ?
O3 C2 O1 124.1(2) . . ?
O3 C2 C4 119.4(2) . . ?
O1 C2 C4 116.4(2) . . ?
N4A C3A C5A 121.8(3) . . ?
N4A C3A C2A 120.8(3) . . ?
C5A C3A C2A 117.3(3) . . ?
C5 C4 C2 124.6(3) . . ?
C5 C4 H4 117.7 . . ?
C2 C4 H4 117.7 . . ?
C5A C6A C7A 119.7(3) . . ?
C5A C6A H6A 120.1 . . ?
C7A C6A H6A 120.1 . . ?
N1B C7B C6B 121.9(3) . . ?
N1B C7B H7B 119.1 . . ?
C6B C7B H7B 119.1 . . ?
C6B C5B C3B 120.0(3) . . ?
C6B C5B H5B 120.0 . . ?
C3B C5B H5B 120.0 . . ?
C4 C5 C6 127.1(3) . . ?
C4 C5 H5 116.5 . . ?
C6 C5 H5 116.5 . . ?
N1B C2B C3B 122.5(3) . . ?
N1B C2B H2B 118.8 . . ?
C3B C2B H2B 118.8 . . ?
N8B C6B C5B 121.1(4) . . ?
N8B C6B C7B 119.3(4) . . ?
C5B C6B C7B 118.7(3) . . ?
C5B C6B H6B 120.7 . . ?
C7B C6B H6B 120.7 . . ?
N4B C3B C5B 120.4(3) . . ?
N4B C3B C2B 121.8(3) . . ?
C5B C3B C2B 117.8(3) . . ?
C5B C3B H3B 121.1 . . ?
C2B C3B H3B 121.1 . . ?
C6A C5A C3A 119.5(3) . . ?
C6A C5A H5A 120.3 . . ?
C3A C5A H5A 120.3 . . ?
C3B N4B H4BA 120.0 . . ?
C3B N4B H4BB 120.0 . . ?
H4BA N4B H4BB 120.0 . . ?
C6B N8B H8BA 120.0 . . ?
C6B N8B H8BB 120.0 . . ?
H8BA N8B H8BB 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
C2A N1A C7A C6A 2.1(4) . . . . ?
Zn1 N1A C7A C6A -162.6(2) . . . . ?
Zn1 O7 C6 O8 -6.4(3) 7_566 . . . ?
Zn1 O7 C6 C5 179.20(16) 7_566 . . . ?
C7A N1A C2A C3A -0.6(4) . . . . ?
Zn1 N1A C2A C3A 163.9(2) . . . . ?
Zn1 O1 C2 O3 4.2(3) . . . . ?
Zn1 O1 C2 C4 -174.5(2) . . . . ?
N1A C2A C3A N4A -178.8(3) . . . . ?
N1A C2A C3A C5A -2.1(4) . . . . ?
O3 C2 C4 C5 -173.0(3) . . . . ?
O1 C2 C4 C5 5.8(5) . . . . ?
N1A C7A C6A C5A -0.6(4) . . . . ?
C2B N1B C7B C6B -0.9(4) . . . . ?
Zn1 N1B C7B C6B 177.1(2) . . . . ?
C2 C4 C5 C6 0.4(6) . . . . ?
O8 C6 C5 C4 92.0(4) . . . . ?
O7 C6 C5 C4 -93.3(4) . . . . ?
C7B N1B C2B C3B 0.5(4) . . . . ?
Zn1 N1B C2B C3B -177.5(2) . . . . ?
C3B C5B C6B N8B -166.6(5) . . . . ?
C3B C5B C6B C7B 2.1(5) . . . . ?
N1B C7B C6B N8B 168.5(5) . . . . ?
N1B C7B C6B C5B -0.4(5) . . . . ?
C6B C5B C3B N4B 177.2(3) . . . . ?
C6B C5B C3B C2B -2.4(5) . . . . ?
N1B C2B C3B N4B -178.4(3) . . . . ?
N1B C2B C3B C5B 1.2(4) . . . . ?
C7A C6A C5A C3A -2.2(4) . . . . ?
N4A C3A C5A C6A -179.9(3) . . . . ?
C2A C3A C5A C6A 3.5(4) . . . . ?

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
N4A H4AA O1 0.88 2.25 2.977(3) 139.8 4_545 yes
N4A H4AB O8 0.88 2.20 2.965(4) 145.0 6_565 yes
O1W H1WA O3 0.87 2.04 2.861(3) 156.9 . yes
O1W H1WB O8 0.87 2.02 2.868(3) 164.9 6_565 yes
O2W H2W O1W 1.018(19) 1.78(2) 2.791(5) 170(4) . yes
N4B^a H4BB^a O2W 0.88 2.10 2.881(5) 146.9 3_445 yes
N8B^b H8BB^b O1W 0.88 2.01 2.865(8) 164.2 6_566 yes
N4A H4AA O7 0.88 2.54 3.179(3) 130.1 4_545 yes
N4B^a H4BA^a O3 0.88 2.42 3.196(5) 147.3 7_556 yes
N8B^b H8BA^b N4A 0.88 2.24 3.019(7) 147.4 7_556 yes

_refine_diff_density_max         1.038
_refine_diff_density_min         -0.676
_refine_diff_density_rms         0.084

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2075311'
loop_
_audit_author_name
_audit_author_address
'Dr Manjit Kr. Bhattacharyya'
;Cotton University
India
;
_audit_update_record             
;
2021-04-05 deposited with the CCDC.	2022-02-14 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         ?
_chemical_formula_sum            'C16 H14 Mn N4 O6'
_chemical_formula_weight         413.25

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.1469(2)
_cell_length_b                   9.2011(3)
_cell_length_c                   12.4602(4)
_cell_angle_alpha                91.8260(10)
_cell_angle_beta                 94.3030(10)
_cell_angle_gamma                104.4420(10)
_cell_volume                     900.72(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9836
_cell_measurement_theta_min      3.562
_cell_measurement_theta_max      68.168

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             422
_exptl_transmission_factor_min   0.721
_exptl_transmission_factor_max   0.798
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    6.342
_shelx_estimated_absorpt_T_min   0.244
_shelx_estimated_absorpt_T_max   0.493
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4525
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1141 before and 0.0537 after correction.
The Ratio of minimum to maximum transmission is 0.6008.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42135
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.562
_diffrn_reflns_theta_max         68.174
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3282
_reflns_number_gt                3140
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (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)+(0.0334P)²+0.4563P] 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         3282
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0661
_refine_ls_wR_factor_gt          0.0653
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
Mn2 Mn 0.000000 0.500000 0.000000 0.00970(9) Uani 1 2 d S . P . .
Mn1 Mn 0.000000 1.000000 0.500000 0.01013(9) Uani 1 2 d S . P . .
O21A O 0.00211(13) 0.27096(10) 0.01165(8) 0.0153(2) Uani 1 1 d . . . . .
O11A O -0.00308(13) 0.77024(10) 0.49737(8) 0.0156(2) Uani 1 1 d . . . . .
O2W O -0.08369(12) 0.48132(11) 0.16291(7) 0.0147(2) Uani 1 1 d . . . . .
H2WA H -0.026920 0.559472 0.203525 0.022 Uiso 1 1 d R U . . .
H2WB H -0.055692 0.405302 0.192765 0.022 Uiso 1 1 d R U . . .
O1W O -0.06683(12) 0.98644(11) 0.66777(7) 0.0153(2) Uani 1 1 d . . . . .
H1WA H -0.026245 1.074037 0.702247 0.023 Uiso 1 1 d R U . . .
H1WB H -0.014615 0.926697 0.701797 0.023 Uiso 1 1 d R U . . .
O13A O -0.02438(12) 0.70147(10) 0.32193(7) 0.0143(2) Uani 1 1 d . . . . .
O23A O -0.01977(12) 0.20570(10) 0.18296(7) 0.0164(2) Uani 1 1 d . . . . .
N21 N 0.27955(15) 0.57214(13) 0.07096(9) 0.0153(2) Uani 1 1 d . . . . .
N11 N 0.27862(15) 1.05841(13) 0.56570(9) 0.0155(2) Uani 1 1 d . . . . .
C12A C -0.01422(15) 0.67438(14) 0.42082(10) 0.0119(3) Uani 1 1 d . . . . .
C13 C 0.49810(18) 1.02276(16) 0.69240(11) 0.0165(3) Uani 1 1 d . . . . .
C23 C 0.50306(18) 0.54616(16) 0.19871(11) 0.0165(3) Uani 1 1 d . . . . .
C22A C -0.00534(16) 0.17805(14) 0.08434(10) 0.0130(3) Uani 1 1 d . . . . .
N18 N 0.59749(18) 0.86543(18) 0.84022(12) 0.0349(4) Uani 1 1 d . . . . .
C12 C 0.33385(18) 0.97928(16) 0.64235(11) 0.0167(3) Uani 1 1 d . . . . .
H12 H 0.258297 0.890387 0.663294 0.020 Uiso 1 1 calc R U . . .
C24 C 0.61811(18) 0.66521(17) 0.15745(12) 0.0180(3) Uani 1 1 d . . . . .
H24 H 0.732716 0.697217 0.187562 0.022 Uiso 1 1 calc R U . . .
C14A C -0.01166(17) 0.51863(15) 0.44945(11) 0.0130(3) Uani 1 1 d . . . . .
H14A H -0.027329 0.443136 0.393133 0.016 Uiso 1 1 calc R U . . .
C14 C 0.61050(18) 1.15268(17) 0.66184(12) 0.0189(3) Uani 1 1 d . . . . .
H14 H 0.722762 1.185568 0.695760 0.023 Uiso 1 1 calc R U . . .
C22 C 0.33580(18) 0.50273(16) 0.15340(11) 0.0158(3) Uani 1 1 d . . . . .
H22 H 0.258764 0.420899 0.181978 0.019 Uiso 1 1 calc R U . . .
C24A C 0.00167(17) 0.02265(15) 0.05125(11) 0.0133(3) Uani 1 1 d . . . . .
H24A H 0.008765 -0.046343 0.105471 0.016 Uiso 1 1 calc R U . . .
C15 C 0.55402(19) 1.23212(17) 0.58092(12) 0.0205(3) Uani 1 1 d . . . . .
H15 H 0.627744 1.319849 0.556900 0.025 Uiso 1 1 calc R U . . .
C25 C 0.56037(19) 0.73529(17) 0.07135(12) 0.0202(3) Uani 1 1 d . . . . .
H25 H 0.635290 0.816101 0.040302 0.024 Uiso 1 1 calc R U . . .
N28 N 0.59220(18) 0.40792(18) 0.36186(12) 0.0365(4) Uani 1 1 d . . . . .
C16 C 0.38852(19) 1.18193(16) 0.53545(12) 0.0181(3) Uani 1 1 d . . . . .
H16 H 0.350589 1.237511 0.480068 0.022 Uiso 1 1 calc R U . . .
C26 C 0.39163(19) 0.68606(17) 0.03090(12) 0.0184(3) Uani 1 1 d . . . . .
H26 H 0.353211 0.735352 -0.028152 0.022 Uiso 1 1 calc R U . . .
C17 C 0.55214(19) 0.93462(18) 0.77480(13) 0.0228(3) Uani 1 1 d . . . . .
C27 C 0.55383(19) 0.46873(18) 0.28895(13) 0.0231(3) 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
Mn2 O21A 2.1213(9) 2_565 ?
Mn2 O21A 2.1213(9) . ?
Mn2 O2W 2.1877(9) 2_565 ?
Mn2 O2W 2.1877(9) . ?
Mn2 N21 2.3055(12) . ?
Mn2 N21 2.3055(12) 2_565 ?
Mn1 O11A 2.1071(9) 2_576 ?
Mn1 O11A 2.1071(9) . ?
Mn1 O1W 2.1989(9) . ?
Mn1 O1W 2.1990(9) 2_576 ?
Mn1 N11 2.2795(12) . ?
Mn1 N11 2.2795(12) 2_576 ?
O21A C22A 1.2595(16) . ?
O11A C12A 1.2608(16) . ?
O2W H2WA 0.8735 . ?
O2W H2WB 0.8736 . ?
O1W H1WA 0.8759 . ?
O1W H1WB 0.8759 . ?
O13A C12A 1.2656(15) . ?
O23A C22A 1.2670(16) . ?
N21 C22 1.3379(18) . ?
N21 C26 1.3439(19) . ?
N11 C12 1.3372(18) . ?
N11 C16 1.3438(19) . ?
C12A C14A 1.4926(18) . ?
C13 C12 1.390(2) . ?
C13 C14 1.396(2) . ?
C13 C17 1.438(2) . ?
C23 C22 1.391(2) . ?
C23 C24 1.392(2) . ?
C23 C27 1.439(2) . ?
C22A C24A 1.4914(18) . ?
N18 C17 1.145(2) . ?
C12 H12 0.9500 . ?
C24 C25 1.381(2) . ?
C24 H24 0.9500 . ?
C14A C14A 1.328(3) 2_566 ?
C14A H14A 0.9500 . ?
C14 C15 1.381(2) . ?
C14 H14 0.9500 . ?
C22 H22 0.9500 . ?
C24A C24A 1.327(3) 2 ?
C24A H24A 0.9500 . ?
C15 C16 1.382(2) . ?
C15 H15 0.9500 . ?
C25 C26 1.386(2) . ?
C25 H25 0.9500 . ?
N28 C27 1.146(2) . ?
C16 H16 0.9500 . ?
C26 H26 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
O21A Mn2 O21A 180.0 2_565 . ?
O21A Mn2 O2W 84.69(4) 2_565 2_565 ?
O21A Mn2 O2W 95.31(4) . 2_565 ?
O21A Mn2 O2W 95.31(4) 2_565 . ?
O21A Mn2 O2W 84.69(4) . . ?
O2W Mn2 O2W 180.0 2_565 . ?
O21A Mn2 N21 89.92(4) 2_565 . ?
O21A Mn2 N21 90.08(4) . . ?
O2W Mn2 N21 89.98(4) 2_565 . ?
O2W Mn2 N21 90.01(4) . . ?
O21A Mn2 N21 90.08(4) 2_565 2_565 ?
O21A Mn2 N21 89.92(4) . 2_565 ?
O2W Mn2 N21 90.02(4) 2_565 2_565 ?
O2W Mn2 N21 89.98(4) . 2_565 ?
N21 Mn2 N21 180.0 . 2_565 ?
O11A Mn1 O11A 180.0 2_576 . ?
O11A Mn1 O1W 90.80(4) 2_576 . ?
O11A Mn1 O1W 89.20(4) . . ?
O11A Mn1 O1W 89.20(4) 2_576 2_576 ?
O11A Mn1 O1W 90.80(4) . 2_576 ?
O1W Mn1 O1W 180.0 . 2_576 ?
O11A Mn1 N11 90.51(4) 2_576 . ?
O11A Mn1 N11 89.49(4) . . ?
O1W Mn1 N11 87.75(4) . . ?
O1W Mn1 N11 92.25(4) 2_576 . ?
O11A Mn1 N11 89.49(4) 2_576 2_576 ?
O11A Mn1 N11 90.51(4) . 2_576 ?
O1W Mn1 N11 92.25(4) . 2_576 ?
O1W Mn1 N11 87.75(4) 2_576 2_576 ?
N11 Mn1 N11 180.0 . 2_576 ?
C22A O21A Mn2 137.44(9) . . ?
C12A O11A Mn1 132.00(9) . . ?
Mn2 O2W H2WA 109.6 . . ?
Mn2 O2W H2WB 109.6 . . ?
H2WA O2W H2WB 104.3 . . ?
Mn1 O1W H1WA 109.8 . . ?
Mn1 O1W H1WB 109.8 . . ?
H1WA O1W H1WB 104.2 . . ?
C22 N21 C26 117.70(12) . . ?
C22 N21 Mn2 121.36(9) . . ?
C26 N21 Mn2 120.94(9) . . ?
C12 N11 C16 118.03(12) . . ?
C12 N11 Mn1 121.13(9) . . ?
C16 N11 Mn1 120.56(9) . . ?
O11A C12A O13A 124.73(12) . . ?
O11A C12A C14A 117.34(11) . . ?
O13A C12A C14A 117.92(11) . . ?
C12 C13 C14 119.41(13) . . ?
C12 C13 C17 120.38(13) . . ?
C14 C13 C17 120.21(13) . . ?
C22 C23 C24 119.67(13) . . ?
C22 C23 C27 119.34(13) . . ?
C24 C23 C27 120.97(13) . . ?
O21A C22A O23A 125.25(12) . . ?
O21A C22A C24A 117.26(11) . . ?
O23A C22A C24A 117.49(11) . . ?
N11 C12 C13 122.18(13) . . ?
N11 C12 H12 118.9 . . ?
C13 C12 H12 118.9 . . ?
C25 C24 C23 117.91(13) . . ?
C25 C24 H24 121.0 . . ?
C23 C24 H24 121.0 . . ?
C14A C14A C12A 122.62(16) 2_566 . ?
C14A C14A H14A 118.7 2_566 . ?
C12A C14A H14A 118.7 . . ?
C15 C14 C13 118.17(14) . . ?
C15 C14 H14 120.9 . . ?
C13 C14 H14 120.9 . . ?
N21 C22 C23 122.31(13) . . ?
N21 C22 H22 118.8 . . ?
C23 C22 H22 118.8 . . ?
C24A C24A C22A 122.32(15) 2 . ?
C24A C24A H24A 118.8 2 . ?
C22A C24A H24A 118.8 . . ?
C14 C15 C16 118.94(14) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C24 C25 C26 119.07(14) . . ?
C24 C25 H25 120.5 . . ?
C26 C25 H25 120.5 . . ?
N11 C16 C15 123.25(13) . . ?
N11 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
N21 C26 C25 123.33(13) . . ?
N21 C26 H26 118.3 . . ?
C25 C26 H26 118.3 . . ?
N18 C17 C13 179.04(17) . . ?
N28 C27 C23 178.77(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O11A C12A O13A 1.1(2) . . . . ?
Mn1 O11A C12A C14A 179.77(8) . . . . ?
Mn2 O21A C22A O23A 0.8(2) . . . . ?
Mn2 O21A C22A C24A -179.81(9) . . . . ?
C16 N11 C12 C13 1.5(2) . . . . ?
Mn1 N11 C12 C13 -172.47(10) . . . . ?
C14 C13 C12 N11 -0.4(2) . . . . ?
C17 C13 C12 N11 179.78(14) . . . . ?
C22 C23 C24 C25 -0.5(2) . . . . ?
C27 C23 C24 C25 -179.44(14) . . . . ?
O11A C12A C14A C14A -4.0(2) . . . 2_566 ?
O13A C12A C14A C14A 174.76(16) . . . 2_566 ?
C12 C13 C14 C15 -1.1(2) . . . . ?
C17 C13 C14 C15 178.77(14) . . . . ?
C26 N21 C22 C23 1.0(2) . . . . ?
Mn2 N21 C22 C23 -178.80(10) . . . . ?
C24 C23 C22 N21 -0.4(2) . . . . ?
C27 C23 C22 N21 178.52(13) . . . . ?
O21A C22A C24A C24A -6.8(2) . . . 2 ?
O23A C22A C24A C24A 172.63(16) . . . 2 ?
C13 C14 C15 C16 1.4(2) . . . . ?
C23 C24 C25 C26 0.8(2) . . . . ?
C12 N11 C16 C15 -1.2(2) . . . . ?
Mn1 N11 C16 C15 172.82(11) . . . . ?
C14 C15 C16 N11 -0.3(2) . . . . ?
C22 N21 C26 C25 -0.7(2) . . . . ?
Mn2 N21 C26 C25 179.13(12) . . . . ?
C24 C25 C26 N21 -0.2(2) . . . . ?

_refine_diff_density_max         0.326
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.045

