# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2025

####################################################################### 
# 
# 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 2375219'
loop_
_audit_author_name
_audit_author_address
'   Shobhana Krishnaswamy'
;SAIF, IIT MADRAS
India
;
_audit_update_record             
;
2024-08-02 deposited with the CCDC.	2025-06-19 downloaded from the CCDC.
;
_audit_creation_date             2024-07-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H21 Mn N4 O4, C3 H7 N O'
_chemical_formula_sum            'C29 H28 Mn N5 O5'
_chemical_formula_weight         581.50
_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 0.0033 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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3914(7)
_cell_length_b                   11.9823(9)
_cell_length_c                   13.8050(12)
_cell_angle_alpha                86.538(3)
_cell_angle_beta                 86.395(3)
_cell_angle_gamma                72.921(3)
_cell_volume                     1322.95(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.71
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.871
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_T_max  0.745262
_exptl_absorpt_correction_T_min  0.547135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.258
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5160
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.814
_diffrn_reflns_theta_min         2.880
_diffrn_ambient_temperature      120.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 Venture Diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4674
_reflns_number_total             5160
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'APEX4/SAINT (Bruker, 2021)'
_computing_data_collection       'APEX4 (Bruker, 2021)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         5160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0571
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0663P)²+1.4406P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1426
_refine_ls_wR_factor_ref         0.1478
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5951
 0.4049
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C24(H24), C28(H28)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C29(H29A,H29B,
 H29C)
;
_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
Mn1 Mn 0.77874(8) 0.66608(5) 0.73971(5) 0.01704(18) Uani 1 1 d . . . . .
C1 C 0.5656(5) 0.9164(3) 0.7856(3) 0.0189(9) Uani 1 1 d . . . . .
C2 C 0.5273(6) 1.0074(4) 0.8546(3) 0.0250(10) Uani 1 1 d . . . . .
H2 H 0.578416 0.992139 0.915336 0.030 Uiso 1 1 calc R U . . .
C3 C 0.4205(6) 1.1137(4) 0.8348(4) 0.0319(11) Uani 1 1 d . . . . .
H3 H 0.401141 1.172075 0.881295 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3364(6) 1.1411(4) 0.7466(3) 0.0264(10) Uani 1 1 d . . . . .
C5 C 0.2205(7) 1.2529(4) 0.7272(4) 0.0365(12) Uani 1 1 d . . . . .
H5 H 0.203536 1.311639 0.773188 0.044 Uiso 1 1 calc R U . . .
C6 C 0.1341(6) 1.2776(4) 0.6452(4) 0.0384(13) Uani 1 1 d . . . . .
H6 H 0.054399 1.351617 0.635117 0.046 Uiso 1 1 calc R U . . .
C7 C 0.1633(6) 1.1934(4) 0.5757(4) 0.0321(11) Uani 1 1 d . . . . .
H7 H 0.103714 1.210669 0.517778 0.038 Uiso 1 1 calc R U . . .
C8 C 0.2776(6) 1.0853(3) 0.5900(3) 0.0244(9) Uani 1 1 d . . . . .
H8 H 0.296992 1.030042 0.540810 0.029 Uiso 1 1 calc R U . . .
C9 C 0.3664(5) 1.0545(3) 0.6758(3) 0.0201(9) Uani 1 1 d . . . . .
C10 C 0.4843(5) 0.9408(3) 0.6963(3) 0.0157(8) Uani 1 1 d . . . . .
C11 C 0.5118(5) 0.8533(3) 0.6259(3) 0.0166(8) Uani 1 1 d . . . . .
H11 H 0.449136 0.873632 0.569182 0.020 Uiso 1 1 calc R U . . .
C12 C 0.7291(5) 0.5733(3) 0.5533(3) 0.0191(9) Uani 1 1 d . . . . .
C13 C 0.7259(6) 0.4988(4) 0.4706(3) 0.0278(10) Uani 1 1 d . . . . .
H13A H 0.836954 0.474060 0.438030 0.042 Uiso 1 1 calc R U . . .
H13B H 0.644839 0.543759 0.424260 0.042 Uiso 1 1 calc R U . . .
H13C H 0.693676 0.429740 0.495493 0.042 Uiso 1 1 calc R U . . .
C14 C 0.6586(5) 0.4952(3) 0.8583(3) 0.0179(9) Uani 1 1 d . . . . .
C15 C 0.5164(5) 0.4540(4) 0.8824(3) 0.0216(9) Uani 1 1 d . . . . .
H15 H 0.412664 0.492374 0.854520 0.026 Uiso 1 1 calc R U . . .
C16 C 0.5294(6) 0.3611(4) 0.9444(3) 0.0236(10) Uani 1 1 d . . . . .
H16 H 0.432701 0.336956 0.961326 0.028 Uiso 1 1 calc R U . . .
C17 C 0.6834(6) 0.2975(4) 0.9858(3) 0.0226(9) Uani 1 1 d . . . . .
C18 C 0.6945(7) 0.1952(4) 1.0450(3) 0.0288(11) Uani 1 1 d . . . . .
H18 H 0.597023 0.171586 1.060747 0.035 Uiso 1 1 calc R U . . .
C19 C 0.8441(7) 0.1300(4) 1.0798(3) 0.0333(11) Uani 1 1 d . . . . .
H19 H 0.851440 0.060157 1.117999 0.040 Uiso 1 1 calc R U . . .
C20 C 0.9862(7) 0.1670(4) 1.0585(4) 0.0350(12) Uani 1 1 d . . . . .
H20 H 1.089490 0.122779 1.083997 0.042 Uiso 1 1 calc R U . . .
C21 C 0.9793(6) 0.2657(4) 1.0015(3) 0.0236(9) Uani 1 1 d . . . . .
H21 H 1.078032 0.288422 0.987852 0.028 Uiso 1 1 calc R U . . .
C22 C 0.8279(6) 0.3344(4) 0.9628(3) 0.0197(9) Uani 1 1 d . . . . .
C23 C 0.8130(5) 0.4380(4) 0.8982(3) 0.0175(9) Uani 1 1 d . . . . .
C24 C 0.9566(5) 0.4777(3) 0.8743(3) 0.0166(8) Uani 1 1 d . . . . .
H24 H 1.056230 0.438350 0.905951 0.020 Uiso 1 1 calc R U . . .
C25 C 1.0992(5) 0.6710(4) 0.7304(3) 0.0182(8) Uani 1 1 d . . . . .
C26 C 1.2451(5) 0.7142(4) 0.6998(3) 0.0251(10) Uani 1 1 d . . . . .
H26A H 1.229936 0.790409 0.727242 0.038 Uiso 1 1 calc R U . . .
H26B H 1.253749 0.722177 0.628754 0.038 Uiso 1 1 calc R U . . .
H26C H 1.347359 0.658492 0.723345 0.038 Uiso 1 1 calc R U . . .
C27 C 0.1350(7) 0.8632(5) 0.2181(3) 0.0422(13) Uani 1 1 d . . . . .
H27A H 0.189141 0.784757 0.194817 0.063 Uiso 1 1 calc R U . . .
H27B H 0.163174 0.921458 0.172862 0.063 Uiso 1 1 calc R U . . .
H27C H 0.013697 0.877174 0.222353 0.063 Uiso 1 1 calc R U . . .
C28 C 0.3005(6) 0.7853(4) 0.3563(4) 0.0312(11) Uani 1 1 d . . . . .
H28 H 0.344214 0.715566 0.322100 0.037 Uiso 1 1 calc R U . . .
C29 C 0.1193(7) 0.9829(4) 0.3593(4) 0.0415(13) Uani 1 1 d . . . . .
H29A H 0.149559 0.974519 0.427378 0.062 Uiso 1 1 calc R U . . .
H29B H -0.002466 1.005330 0.356387 0.062 Uiso 1 1 calc R U . . .
H29C H 0.161768 1.043399 0.325500 0.062 Uiso 1 1 calc R U . . .
N1 N 0.6148(4) 0.7485(3) 0.6324(2) 0.0145(7) Uani 1 1 d . . . . .
N2 N 0.6129(4) 0.6780(3) 0.5559(2) 0.0174(7) Uani 1 1 d . . . . .
H2N H 0.548(6) 0.710(4) 0.510(3) 0.021 Uiso 1 1 d . U . . .
N3 N 0.9615(4) 0.5628(3) 0.8130(2) 0.0167(7) Uani 1 1 d . . . . .
N4 N 1.1177(4) 0.5846(3) 0.7947(3) 0.0203(8) Uani 1 1 d . . . . .
N5 N 0.1921(5) 0.8722(3) 0.3129(3) 0.0238(8) Uani 1 1 d . . . . .
O1 O 0.6695(3) 0.8171(2) 0.8101(2) 0.0219(7) Uani 1 1 d . . . . .
O2 O 0.8325(4) 0.5411(2) 0.6176(2) 0.0254(7) Uani 1 1 d . . . . .
O3 O 0.6324(4) 0.5889(3) 0.7993(2) 0.0250(7) Uani 1 1 d . . . . .
O4 O 0.9581(3) 0.7242(2) 0.6906(2) 0.0209(6) Uani 1 1 d . . . . .
O5 O 0.3512(4) 0.7868(3) 0.4389(2) 0.0373(8) 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
Mn1 N1 2.084(3) . ?
Mn1 N3 1.959(3) . ?
Mn1 O1 2.046(3) . ?
Mn1 O2 2.258(3) . ?
Mn1 O3 1.867(3) . ?
Mn1 O4 1.908(3) . ?
C1 C2 1.442(6) . ?
C1 C10 1.420(6) . ?
C1 O1 1.292(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.348(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.418(7) . ?
C4 C5 1.427(6) . ?
C4 C9 1.426(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.353(8) . ?
C6 H6 0.9500 . ?
C6 C7 1.393(8) . ?
C7 H7 0.9500 . ?
C7 C8 1.378(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.411(6) . ?
C9 C10 1.453(5) . ?
C10 C11 1.432(6) . ?
C11 H11 0.9500 . ?
C11 N1 1.300(5) . ?
C12 C13 1.498(6) . ?
C12 N2 1.345(5) . ?
C12 O2 1.244(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.434(6) . ?
C14 C23 1.405(6) . ?
C14 O3 1.319(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.345(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.428(6) . ?
C17 C18 1.414(6) . ?
C17 C22 1.420(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.369(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.398(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.369(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.413(6) . ?
C22 C23 1.463(6) . ?
C23 C24 1.434(6) . ?
C24 H24 0.9500 . ?
C24 N3 1.293(5) . ?
C25 C26 1.492(5) . ?
C25 N4 1.302(5) . ?
C25 O4 1.306(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C27 N5 1.442(6) . ?
C28 H28 0.9500 . ?
C28 N5 1.306(6) . ?
C28 O5 1.245(6) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C29 N5 1.457(6) . ?
N1 N2 1.395(5) . ?
N2 H2N 0.86(5) . ?
N3 N4 1.414(4) . ?

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
N1 Mn1 O2 74.35(11) . . ?
N3 Mn1 N1 165.14(14) . . ?
N3 Mn1 O1 111.06(13) . . ?
N3 Mn1 O2 91.28(13) . . ?
O1 Mn1 N1 83.13(12) . . ?
O1 Mn1 O2 157.42(11) . . ?
O3 Mn1 N1 93.66(13) . . ?
O3 Mn1 N3 89.91(14) . . ?
O3 Mn1 O1 93.58(13) . . ?
O3 Mn1 O2 89.53(13) . . ?
O3 Mn1 O4 169.81(13) . . ?
O4 Mn1 N1 95.92(13) . . ?
O4 Mn1 N3 79.94(13) . . ?
O4 Mn1 O1 91.00(12) . . ?
O4 Mn1 O2 89.72(12) . . ?
C10 C1 C2 118.0(4) . . ?
O1 C1 C2 117.7(4) . . ?
O1 C1 C10 124.3(4) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.6(4) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 122.0(4) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 C5 121.7(4) . . ?
C3 C4 C9 119.4(4) . . ?
C9 C4 C5 118.9(4) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.9(5) . . ?
C6 C5 H5 119.1 . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.4(4) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.8(5) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 119.2 . . ?
C7 C8 C9 121.7(4) . . ?
C9 C8 H8 119.2 . . ?
C4 C9 C10 118.5(4) . . ?
C8 C9 C4 117.3(4) . . ?
C8 C9 C10 124.2(4) . . ?
C1 C10 C9 120.5(4) . . ?
C1 C10 C11 121.0(4) . . ?
C11 C10 C9 118.4(4) . . ?
C10 C11 H11 117.0 . . ?
N1 C11 C10 126.0(4) . . ?
N1 C11 H11 117.0 . . ?
N2 C12 C13 116.8(4) . . ?
O2 C12 C13 122.5(4) . . ?
O2 C12 N2 120.7(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C23 C14 C15 120.3(4) . . ?
O3 C14 C15 115.8(4) . . ?
O3 C14 C23 123.9(4) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.1(4) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 118.8 . . ?
C15 C16 C17 122.4(4) . . ?
C17 C16 H16 118.8 . . ?
C18 C17 C16 120.5(4) . . ?
C18 C17 C22 120.1(4) . . ?
C22 C17 C16 119.3(4) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.7(5) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.4(4) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.3(5) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.1(4) . . ?
C22 C21 H21 119.4 . . ?
C17 C22 C23 118.6(4) . . ?
C21 C22 C17 117.4(4) . . ?
C21 C22 C23 124.0(4) . . ?
C14 C23 C22 119.3(4) . . ?
C14 C23 C24 120.9(4) . . ?
C24 C23 C22 119.8(4) . . ?
C23 C24 H24 117.3 . . ?
N3 C24 C23 125.3(4) . . ?
N3 C24 H24 117.3 . . ?
N4 C25 C26 119.3(4) . . ?
N4 C25 O4 123.8(4) . . ?
O4 C25 C26 116.9(4) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N5 C27 H27A 109.5 . . ?
N5 C27 H27B 109.5 . . ?
N5 C27 H27C 109.5 . . ?
N5 C28 H28 117.4 . . ?
O5 C28 H28 117.4 . . ?
O5 C28 N5 125.2(5) . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N5 C29 H29A 109.5 . . ?
N5 C29 H29B 109.5 . . ?
N5 C29 H29C 109.5 . . ?
C11 N1 Mn1 130.9(3) . . ?
C11 N1 N2 114.8(3) . . ?
N2 N1 Mn1 114.3(2) . . ?
C12 N2 N1 117.4(3) . . ?
C12 N2 H2N 126(3) . . ?
N1 N2 H2N 116(3) . . ?
C24 N3 Mn1 128.1(3) . . ?
C24 N3 N4 117.0(3) . . ?
N4 N3 Mn1 114.9(2) . . ?
C25 N4 N3 108.3(3) . . ?
C27 N5 C29 116.4(4) . . ?
C28 N5 C27 122.2(4) . . ?
C28 N5 C29 121.3(4) . . ?
C1 O1 Mn1 134.1(3) . . ?
C12 O2 Mn1 112.3(3) . . ?
C14 O3 Mn1 131.5(3) . . ?
C25 O4 Mn1 113.1(2) . . ?

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
C11 H11 O5 0.95 2.43 3.229(5) 141.6 . yes
C15 H15 N4 0.95 2.56 3.509(6) 173.5 1_455 yes
C26 H26C O3 0.98 2.56 3.486(5) 157.5 1_655 yes
N2 H2N O5 0.86(5) 1.93(5) 2.764(5) 163(4) . yes

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 N1 N2 C12 -8.4(4) . . . . ?
Mn1 N3 N4 C25 -0.5(4) . . . . ?
C1 C2 C3 C4 1.9(7) . . . . ?
C1 C10 C11 N1 -3.4(6) . . . . ?
C2 C1 C10 C9 0.1(5) . . . . ?
C2 C1 C10 C11 -177.8(3) . . . . ?
C2 C1 O1 Mn1 -174.8(3) . . . . ?
C2 C3 C4 C5 178.4(5) . . . . ?
C2 C3 C4 C9 -0.8(7) . . . . ?
C3 C4 C5 C6 -176.9(5) . . . . ?
C3 C4 C9 C8 178.9(4) . . . . ?
C3 C4 C9 C10 -0.6(6) . . . . ?
C4 C5 C6 C7 -2.5(8) . . . . ?
C4 C9 C10 C1 0.9(5) . . . . ?
C4 C9 C10 C11 178.8(4) . . . . ?
C5 C4 C9 C8 -0.3(6) . . . . ?
C5 C4 C9 C10 -179.8(4) . . . . ?
C5 C6 C7 C8 0.6(7) . . . . ?
C6 C7 C8 C9 1.4(7) . . . . ?
C7 C8 C9 C4 -1.5(6) . . . . ?
C7 C8 C9 C10 177.9(4) . . . . ?
C8 C9 C10 C1 -178.6(4) . . . . ?
C8 C9 C10 C11 -0.6(6) . . . . ?
C9 C4 C5 C6 2.4(7) . . . . ?
C9 C10 C11 N1 178.7(4) . . . . ?
C10 C1 C2 C3 -1.4(6) . . . . ?
C10 C1 O1 Mn1 6.5(6) . . . . ?
C10 C11 N1 Mn1 -1.1(6) . . . . ?
C10 C11 N1 N2 177.2(3) . . . . ?
C11 N1 N2 C12 173.0(3) . . . . ?
C13 C12 N2 N1 -179.9(3) . . . . ?
C13 C12 O2 Mn1 -172.8(3) . . . . ?
C14 C15 C16 C17 -2.3(7) . . . . ?
C14 C23 C24 N3 -3.2(6) . . . . ?
C15 C14 C23 C22 1.5(6) . . . . ?
C15 C14 C23 C24 179.6(4) . . . . ?
C15 C14 O3 Mn1 -174.0(3) . . . . ?
C15 C16 C17 C18 -175.2(4) . . . . ?
C15 C16 C17 C22 1.4(7) . . . . ?
C16 C17 C18 C19 175.8(4) . . . . ?
C16 C17 C22 C21 -177.0(4) . . . . ?
C16 C17 C22 C23 1.0(6) . . . . ?
C17 C18 C19 C20 1.7(7) . . . . ?
C17 C22 C23 C14 -2.3(6) . . . . ?
C17 C22 C23 C24 179.6(4) . . . . ?
C18 C17 C22 C21 -0.4(6) . . . . ?
C18 C17 C22 C23 177.6(4) . . . . ?
C18 C19 C20 C21 -1.6(7) . . . . ?
C19 C20 C21 C22 0.5(7) . . . . ?
C20 C21 C22 C17 0.5(6) . . . . ?
C20 C21 C22 C23 -177.4(4) . . . . ?
C21 C22 C23 C14 175.5(4) . . . . ?
C21 C22 C23 C24 -2.6(6) . . . . ?
C22 C17 C18 C19 -0.7(7) . . . . ?
C22 C23 C24 N3 174.9(4) . . . . ?
C23 C14 C15 C16 0.8(6) . . . . ?
C23 C14 O3 Mn1 7.2(6) . . . . ?
C23 C24 N3 Mn1 2.8(6) . . . . ?
C23 C24 N3 N4 -176.3(4) . . . . ?
C24 N3 N4 C25 178.7(4) . . . . ?
C26 C25 N4 N3 178.3(4) . . . . ?
C26 C25 O4 Mn1 -177.3(3) . . . . ?
N1 Mn1 O3 C14 159.5(4) . . . . ?
N2 C12 O2 Mn1 6.7(5) . . . . ?
N3 Mn1 O3 C14 -6.1(4) . . . . ?
N4 C25 O4 Mn1 2.1(5) . . . . ?
O1 Mn1 O3 C14 -117.2(4) . . . . ?
O1 C1 C2 C3 179.8(4) . . . . ?
O1 C1 C10 C9 178.7(4) . . . . ?
O1 C1 C10 C11 0.9(6) . . . . ?
O2 Mn1 O3 C14 85.2(4) . . . . ?
O2 C12 N2 N1 0.7(5) . . . . ?
O3 C14 C15 C16 -178.0(4) . . . . ?
O3 C14 C23 C22 -179.8(4) . . . . ?
O3 C14 C23 C24 -1.7(6) . . . . ?
O4 Mn1 O3 C14 -0.6(10) . . . . ?
O4 C25 N4 N3 -1.0(6) . . . . ?
O5 C28 N5 C27 -178.0(5) . . . . ?
O5 C28 N5 C29 0.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5951
2 0.4049

####################################################################### 
# 
# 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_RAM5
_database_code_depnum_ccdc_archive 'CCDC 2375220'
loop_
_audit_author_name
_audit_author_address
'   Shobhana Krishnaswamy'
;SAIF, IIT MADRAS
India
;
_audit_update_record             
;
2024-08-02 deposited with the CCDC.	2025-06-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 N4 Ni O4, C2 H6 O S'

_chemical_formula_sum            'C28 H28 N4 Ni O5 S'
_chemical_formula_weight         591.31

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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                   10.6283(7)
_cell_length_b                   10.9606(7)
_cell_length_c                   12.4775(8)
_cell_angle_alpha                86.960(2)
_cell_angle_beta                 87.375(3)
_cell_angle_gamma                64.662(2)
_cell_volume                     1311.43(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)

_cell_measurement_reflns_used    9917
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      28.30
_exptl_crystal_description       plate
_exptl_crystal_colour            brown


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.052
_exptl_absorpt_coefficient_mu    0.867
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.956

_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5692
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   
;
 SADABS-2016/2 - Bruker AXS area detector scaling and absorption 
 correction
 Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10.
;



_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer equipped with PHOTON II detector'
_diffrn_measurement_method       'omega and phi scans'



_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46125
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.645
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5149
_reflns_number_gt                4702
_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       'APEX4 (Bruker, v2021.4-0)'
_computing_cell_refinement       'APEX4 V8.40B (Bruker, 2021)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2021)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 2012) '
_computing_publication_material  'SHELXL-2019/3 (Sheldrick, 2019)'


_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)+(0.0438P)²+1.5564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5149
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0898
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.006
_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
Ni1 Ni 0.22329(3) 0.22971(3) 0.51523(2) 0.01257(9) Uani 1 1 d . . . . .
C1 C -0.1885(2) 0.4133(2) 0.65548(18) 0.0177(4) Uani 1 1 d . . . . .
H1A H -0.223431 0.344309 0.669667 0.027 Uiso 1 1 calc R U . . .
H1B H -0.258121 0.490777 0.616166 0.027 Uiso 1 1 calc R U . . .
H1C H -0.170674 0.442709 0.723677 0.027 Uiso 1 1 calc R U . . .
C2 C -0.0560(2) 0.3553(2) 0.58957(17) 0.0147(4) Uani 1 1 d . . . . .
C3 C 0.0487(2) 0.3461(2) 0.32137(17) 0.0147(4) Uani 1 1 d . . . . .
H3 H -0.042001 0.385264 0.292737 0.018 Uiso 1 1 calc R U . . .
C4 C 0.1659(2) 0.2991(2) 0.24693(16) 0.0140(4) Uani 1 1 d . . . . .
C5 C 0.3044(2) 0.2527(2) 0.28152(17) 0.0148(4) Uani 1 1 d . . . . .
C6 C 0.4124(2) 0.2329(2) 0.20189(18) 0.0184(4) Uani 1 1 d . . . . .
H6 H 0.504475 0.208957 0.224411 0.022 Uiso 1 1 calc R U . . .
C7 C 0.3869(2) 0.2474(2) 0.09524(18) 0.0212(5) Uani 1 1 d . . . . .
H7 H 0.461320 0.233338 0.045024 0.025 Uiso 1 1 calc R U . . .
C8 C 0.2511(2) 0.2831(2) 0.05715(18) 0.0200(5) Uani 1 1 d . . . . .
C9 C 0.2272(3) 0.2937(2) -0.05417(19) 0.0245(5) Uani 1 1 d . . . . .
H9 H 0.303057 0.275625 -0.103736 0.029 Uiso 1 1 calc R U . . .
C10 C 0.0966(3) 0.3296(2) -0.09181(18) 0.0258(5) Uani 1 1 d . . . . .
H10 H 0.081356 0.338245 -0.166811 0.031 Uiso 1 1 calc R U . . .
C11 C -0.0138(3) 0.3535(2) -0.01829(19) 0.0233(5) Uani 1 1 d . . . . .
H11 H -0.104274 0.377138 -0.044129 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0056(2) 0.3435(2) 0.09094(18) 0.0199(5) Uani 1 1 d . . . . .
H12 H -0.071406 0.359551 0.138974 0.024 Uiso 1 1 calc R U . . .
C13 C 0.1394(2) 0.3094(2) 0.13254(17) 0.0160(4) Uani 1 1 d . . . . .
C14 C 0.3561(2) 0.3566(2) 0.65849(16) 0.0142(4) Uani 1 1 d . . . . .
C15 C 0.3573(2) 0.4772(2) 0.69661(18) 0.0190(4) Uani 1 1 d . . . . .
H15 H 0.295894 0.562037 0.666059 0.023 Uiso 1 1 calc R U . . .
C16 C 0.4434(2) 0.4742(2) 0.77493(19) 0.0221(5) Uani 1 1 d . . . . .
H16 H 0.439398 0.556715 0.798655 0.027 Uiso 1 1 calc R U . . .
C17 C 0.5398(2) 0.3494(2) 0.82234(18) 0.0209(5) Uani 1 1 d . . . . .
C18 C 0.6303(3) 0.3471(3) 0.90281(19) 0.0266(5) Uani 1 1 d . . . . .
H18 H 0.626672 0.429755 0.925908 0.032 Uiso 1 1 calc R U . . .
C19 C 0.7236(3) 0.2267(3) 0.9482(2) 0.0295(6) Uani 1 1 d . . . . .
H19 H 0.783807 0.226202 1.002322 0.035 Uiso 1 1 calc R U . . .
C20 C 0.7287(3) 0.1055(3) 0.9138(2) 0.0276(5) Uani 1 1 d . . . . .
H20 H 0.793382 0.022291 0.944615 0.033 Uiso 1 1 calc R U . . .
C21 C 0.6415(2) 0.1046(2) 0.83607(19) 0.0230(5) Uani 1 1 d . . . . .
H21 H 0.646739 0.020692 0.814564 0.028 Uiso 1 1 calc R U . . .
C22 C 0.5437(2) 0.2265(2) 0.78714(17) 0.0173(4) Uani 1 1 d . . . . .
C23 C 0.4485(2) 0.2310(2) 0.70502(17) 0.0148(4) Uani 1 1 d . . . . .
C24 C 0.4544(2) 0.1046(2) 0.67325(16) 0.0148(4) Uani 1 1 d . . . . .
H24 H 0.520554 0.024378 0.706885 0.018 Uiso 1 1 calc R U . . .
C25 C 0.3075(2) -0.0519(2) 0.51776(17) 0.0161(4) Uani 1 1 d . . . . .
C26 C 0.3258(2) -0.1928(2) 0.50088(18) 0.0204(5) Uani 1 1 d . . . . .
H26A H 0.257357 -0.211441 0.545647 0.031 Uiso 1 1 calc R U . . .
H26B H 0.419958 -0.256975 0.520772 0.031 Uiso 1 1 calc R U . . .
H26C H 0.311933 -0.202132 0.425173 0.031 Uiso 1 1 calc R U . . .
C27 C -0.0257(3) 1.0083(3) 0.6926(2) 0.0360(6) Uani 1 1 d . . . . .
H27A H 0.028222 1.022990 0.631511 0.054 Uiso 1 1 calc R U . . .
H27B H -0.089057 1.095586 0.721348 0.054 Uiso 1 1 calc R U . . .
H27C H -0.079725 0.961760 0.668896 0.054 Uiso 1 1 calc R U . . .
C28 C 0.1684(3) 1.0183(3) 0.8146(2) 0.0319(6) Uani 1 1 d . . . . .
H28A H 0.248853 0.972555 0.860685 0.048 Uiso 1 1 calc R U . . .
H28B H 0.100656 1.099486 0.849160 0.048 Uiso 1 1 calc R U . . .
H28C H 0.199070 1.043779 0.745248 0.048 Uiso 1 1 calc R U . . .
N1 N -0.06542(18) 0.39167(18) 0.48507(14) 0.0143(4) Uani 1 1 d . . . . .
N2 N 0.05897(17) 0.33845(17) 0.42482(14) 0.0137(4) Uani 1 1 d . . . . .
N3 N 0.37631(18) 0.09209(17) 0.60217(14) 0.0142(4) Uani 1 1 d . . . . .
N4 N 0.39760(19) -0.03931(18) 0.58274(14) 0.0156(4) Uani 1 1 d . . . . .
O1 O 0.05663(15) 0.27455(15) 0.62880(12) 0.0168(3) Uani 1 1 d . . . . .
O2 O 0.34149(15) 0.22894(15) 0.38234(12) 0.0160(3) Uani 1 1 d . . . . .
O3 O 0.26891(15) 0.37101(14) 0.58283(12) 0.0157(3) Uani 1 1 d . . . . .
O4 O 0.21098(16) 0.04954(15) 0.47777(13) 0.0195(3) Uani 1 1 d . . . . .
O5 O 0.1968(3) 0.78719(19) 0.74132(17) 0.0500(6) Uani 1 1 d . . . . .
S1 S 0.08982(7) 0.90770(6) 0.79429(5) 0.02776(15) Uani 1 1 d . . . . .
H1N H -0.133(3) 0.457(3) 0.461(2) 0.025(7) Uiso 1 1 d . . . . .
H4N H 0.475(3) -0.106(3) 0.598(2) 0.026(7) Uiso 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
Ni1 N3 1.9964(17) . ?
Ni1 N2 1.9998(17) . ?
Ni1 O2 2.0320(15) . ?
Ni1 O3 2.0405(15) . ?
Ni1 O4 2.1119(15) . ?
Ni1 O1 2.1180(15) . ?
C1 C2 1.499(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O1 1.247(3) . ?
C2 N1 1.339(3) . ?
C3 N2 1.296(3) . ?
C3 C4 1.441(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.416(3) . ?
C4 C13 1.457(3) . ?
C5 O2 1.315(3) . ?
C5 C6 1.434(3) . ?
C6 C7 1.358(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.422(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.413(3) . ?
C8 C13 1.418(3) . ?
C9 C10 1.369(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.397(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.379(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.423(3) . ?
C12 H12 0.9500 . ?
C14 O3 1.309(3) . ?
C14 C23 1.417(3) . ?
C14 C15 1.434(3) . ?
C15 C16 1.359(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.429(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.414(3) . ?
C17 C22 1.422(3) . ?
C18 C19 1.377(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.396(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.375(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.422(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.457(3) . ?
C23 C24 1.435(3) . ?
C24 N3 1.293(3) . ?
C24 H24 0.9500 . ?
C25 O4 1.245(3) . ?
C25 N4 1.338(3) . ?
C25 C26 1.496(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 S1 1.780(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 S1 1.774(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
N1 N2 1.396(2) . ?
N1 H1N 0.82(3) . ?
N3 N4 1.392(2) . ?
N4 H4N 0.85(3) . ?
O5 S1 1.488(2) . ?

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
N3 Ni1 N2 168.84(7) . . ?
N3 Ni1 O2 96.92(6) . . ?
N2 Ni1 O2 86.10(6) . . ?
N3 Ni1 O3 86.61(6) . . ?
N2 Ni1 O3 104.11(6) . . ?
O2 Ni1 O3 91.33(6) . . ?
N3 Ni1 O4 78.35(6) . . ?
N2 Ni1 O4 90.76(6) . . ?
O2 Ni1 O4 93.70(6) . . ?
O3 Ni1 O4 164.60(6) . . ?
N3 Ni1 O1 99.07(6) . . ?
N2 Ni1 O1 78.45(6) . . ?
O2 Ni1 O1 163.96(6) . . ?
O3 Ni1 O1 88.32(6) . . ?
O4 Ni1 O1 90.80(6) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 N1 121.45(19) . . ?
O1 C2 C1 122.17(19) . . ?
N1 C2 C1 116.36(18) . . ?
N2 C3 C4 124.26(19) . . ?
N2 C3 H3 117.9 . . ?
C4 C3 H3 117.9 . . ?
C5 C4 C3 121.78(19) . . ?
C5 C4 C13 119.53(19) . . ?
C3 C4 C13 118.53(19) . . ?
O2 C5 C4 124.63(19) . . ?
O2 C5 C6 117.08(19) . . ?
C4 C5 C6 118.27(19) . . ?
C7 C6 C5 121.9(2) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C6 C7 C8 121.4(2) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
C9 C8 C13 120.4(2) . . ?
C9 C8 C7 120.6(2) . . ?
C13 C8 C7 119.0(2) . . ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 119.0(2) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 121.5(2) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 120.8(2) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C8 C13 C12 117.13(19) . . ?
C8 C13 C4 119.52(19) . . ?
C12 C13 C4 123.3(2) . . ?
O3 C14 C23 124.78(19) . . ?
O3 C14 C15 117.21(18) . . ?
C23 C14 C15 118.01(19) . . ?
C16 C15 C14 122.2(2) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C15 C16 C17 121.3(2) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C22 120.2(2) . . ?
C18 C17 C16 121.0(2) . . ?
C22 C17 C16 118.9(2) . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 119.3(2) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 121.5(2) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C21 C22 C17 117.0(2) . . ?
C21 C22 C23 123.6(2) . . ?
C17 C22 C23 119.4(2) . . ?
C14 C23 C24 122.36(19) . . ?
C14 C23 C22 120.16(19) . . ?
C24 C23 C22 117.47(19) . . ?
N3 C24 C23 124.76(19) . . ?
N3 C24 H24 117.6 . . ?
C23 C24 H24 117.6 . . ?
O4 C25 N4 120.83(19) . . ?
O4 C25 C26 122.7(2) . . ?
N4 C25 C26 116.37(19) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
S1 C27 H27A 109.5 . . ?
S1 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
S1 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
S1 C28 H28A 109.5 . . ?
S1 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
S1 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C2 N1 N2 115.84(17) . . ?
C2 N1 H1N 122.0(19) . . ?
N2 N1 H1N 119.9(19) . . ?
C3 N2 N1 116.75(17) . . ?
C3 N2 Ni1 129.56(14) . . ?
N1 N2 Ni1 112.47(13) . . ?
C24 N3 N4 116.14(17) . . ?
C24 N3 Ni1 131.44(15) . . ?
N4 N3 Ni1 112.39(13) . . ?
C25 N4 N3 116.19(17) . . ?
C25 N4 H4N 121.6(19) . . ?
N3 N4 H4N 120.4(19) . . ?
C2 O1 Ni1 111.18(13) . . ?
C5 O2 Ni1 128.56(13) . . ?
C14 O3 Ni1 129.77(13) . . ?
C25 O4 Ni1 111.77(14) . . ?
O5 S1 C28 107.04(14) . . ?
O5 S1 C27 106.72(14) . . ?
C28 S1 C27 96.96(13) . . ?

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
N2 C3 C4 C5 -6.8(3) . . . . ?
N2 C3 C4 C13 177.75(19) . . . . ?
C3 C4 C5 O2 10.5(3) . . . . ?
C13 C4 C5 O2 -174.15(19) . . . . ?
C3 C4 C5 C6 -167.90(19) . . . . ?
C13 C4 C5 C6 7.5(3) . . . . ?
O2 C5 C6 C7 176.4(2) . . . . ?
C4 C5 C6 C7 -5.1(3) . . . . ?
C5 C6 C7 C8 0.0(3) . . . . ?
C6 C7 C8 C9 -178.1(2) . . . . ?
C6 C7 C8 C13 2.6(3) . . . . ?
C13 C8 C9 C10 0.2(4) . . . . ?
C7 C8 C9 C10 -179.2(2) . . . . ?
C8 C9 C10 C11 -1.2(4) . . . . ?
C9 C10 C11 C12 0.9(4) . . . . ?
C10 C11 C12 C13 0.5(3) . . . . ?
C9 C8 C13 C12 1.2(3) . . . . ?
C7 C8 C13 C12 -179.4(2) . . . . ?
C9 C8 C13 C4 -179.4(2) . . . . ?
C7 C8 C13 C4 -0.1(3) . . . . ?
C11 C12 C13 C8 -1.6(3) . . . . ?
C11 C12 C13 C4 179.1(2) . . . . ?
C5 C4 C13 C8 -5.0(3) . . . . ?
C3 C4 C13 C8 170.53(19) . . . . ?
C5 C4 C13 C12 174.3(2) . . . . ?
C3 C4 C13 C12 -10.2(3) . . . . ?
O3 C14 C15 C16 179.9(2) . . . . ?
C23 C14 C15 C16 0.0(3) . . . . ?
C14 C15 C16 C17 1.2(3) . . . . ?
C15 C16 C17 C18 179.2(2) . . . . ?
C15 C16 C17 C22 -0.8(3) . . . . ?
C22 C17 C18 C19 0.2(4) . . . . ?
C16 C17 C18 C19 -179.7(2) . . . . ?
C17 C18 C19 C20 0.1(4) . . . . ?
C18 C19 C20 C21 -0.4(4) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
C20 C21 C22 C17 -0.1(3) . . . . ?
C20 C21 C22 C23 -179.6(2) . . . . ?
C18 C17 C22 C21 -0.2(3) . . . . ?
C16 C17 C22 C21 179.7(2) . . . . ?
C18 C17 C22 C23 179.3(2) . . . . ?
C16 C17 C22 C23 -0.8(3) . . . . ?
O3 C14 C23 C24 -0.6(3) . . . . ?
C15 C14 C23 C24 179.41(19) . . . . ?
O3 C14 C23 C22 178.51(19) . . . . ?
C15 C14 C23 C22 -1.5(3) . . . . ?
C21 C22 C23 C14 -178.6(2) . . . . ?
C17 C22 C23 C14 1.9(3) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
C17 C22 C23 C24 -178.96(19) . . . . ?
C14 C23 C24 N3 -1.4(3) . . . . ?
C22 C23 C24 N3 179.50(19) . . . . ?
O1 C2 N1 N2 -2.7(3) . . . . ?
C1 C2 N1 N2 179.17(17) . . . . ?
C4 C3 N2 N1 178.63(18) . . . . ?
C4 C3 N2 Ni1 -15.1(3) . . . . ?
C2 N1 N2 C3 164.67(18) . . . . ?
C2 N1 N2 Ni1 -3.9(2) . . . . ?
C23 C24 N3 N4 -179.78(18) . . . . ?
C23 C24 N3 Ni1 -1.6(3) . . . . ?
O4 C25 N4 N3 0.1(3) . . . . ?
C26 C25 N4 N3 -177.14(17) . . . . ?
C24 N3 N4 C25 173.26(18) . . . . ?
Ni1 N3 N4 C25 -5.2(2) . . . . ?
N1 C2 O1 Ni1 7.4(2) . . . . ?
C1 C2 O1 Ni1 -174.53(15) . . . . ?
C4 C5 O2 Ni1 7.4(3) . . . . ?
C6 C5 O2 Ni1 -174.21(14) . . . . ?
C23 C14 O3 Ni1 5.3(3) . . . . ?
C15 C14 O3 Ni1 -174.66(14) . . . . ?
N4 C25 O4 Ni1 4.8(2) . . . . ?
C26 C25 O4 Ni1 -178.14(16) . . . . ?

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
C15 H15 O5 0.95 2.45 3.150(3) 130.2 . yes
C26 H26A O5 0.98 2.50 3.277(3) 136.4 1_545 yes
C27 H27C O4 0.98 2.39 3.224(3) 142.5 2_566 yes
N1 H1N O3 0.82(3) 1.89(3) 2.698(2) 168(3) 2_566 yes
N4 H4N O2 0.85(3) 1.86(3) 2.698(2) 168(3) 2_656 yes

_refine_diff_density_max         0.634
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.088

