# 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 2021

####################################################################### 
# 
# 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_fastscan_autored
_database_code_depnum_ccdc_archive 'CCDC 2080781'
loop_
_audit_author_name
_audit_author_address
'Vishakha Kaim'
;University of Delhi
India
;
_audit_update_record             
;
2021-04-28 deposited with the CCDC.	2021-09-13 downloaded from the CCDC.
;
_audit_creation_date             2021-03-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 Mn N4 O3 P S2'
_chemical_formula_sum            'C16 H16 Mn N4 O3 P S2'
_chemical_formula_weight         462.36
_chemical_absolute_configuration unk
_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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'

_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.0708(7)
_cell_length_b                   11.9149(8)
_cell_length_c                   15.6475(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1877.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5050
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.3120
_cell_measurement_theta_min      2.3930
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.96
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11170
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.668
_diffrn_reflns_theta_min         2.405
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -25.75 154.25   1.00    2.00 -25.75   0.00  73.76    --   180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0295276000
_diffrn_orient_matrix_UB_12      -0.0523731000
_diffrn_orient_matrix_UB_13      -0.0101018000
_diffrn_orient_matrix_UB_21      -0.0254480000
_diffrn_orient_matrix_UB_22      0.0036960000
_diffrn_orient_matrix_UB_23      -0.0421560000
_diffrn_orient_matrix_UB_31      0.0586762000
_diffrn_orient_matrix_UB_32      0.0280191000
_diffrn_orient_matrix_UB_33      -0.0132734000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                3314
_reflns_number_total             3498
_reflns_odcompleteness_completeness 87.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.53
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.643
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.098
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.48(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         3498
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.080
_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)+(0.0649P)²+3.9220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1255
_refine_ls_wR_factor_ref         0.1276
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.52(4)
 0.48(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C15(H15A,H15B), C12(H12A,H12B), C11(H11A,H11B), C13(H13A,H13B)
3.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.14594(10) 0.60593(7) 0.58003(6) 0.0177(3) Uani 1 1 d . . . . .
P1 P 0.34037(16) 0.59021(13) 0.65681(9) 0.0171(3) Uani 1 1 d . . . . .
S2 S 0.0337(2) 0.29136(15) 0.69931(12) 0.0318(5) Uani 1 1 d . . . . .
S1 S 0.0242(2) 0.55284(15) 0.70893(13) 0.0331(5) Uani 1 1 d . . . . .
N1 N 0.1329(6) 0.4338(5) 0.5916(4) 0.0282(13) Uani 1 1 d . . . . .
O1 O 0.1378(6) 0.8494(4) 0.6151(3) 0.0339(12) Uani 1 1 d . . . . .
O3 O -0.1036(5) 0.6317(5) 0.4803(4) 0.0385(14) Uani 1 1 d . . . . .
O2 O 0.2934(6) 0.6270(5) 0.4256(4) 0.0406(14) Uani 1 1 d . . . . .
N4 N 0.4997(6) 0.4735(5) 0.7690(4) 0.0246(13) Uani 1 1 d . . . . .
N2 N 0.6138(5) 0.5781(5) 0.6542(4) 0.0256(12) Uani 1 1 d . . . . .
N3 N 0.5141(7) 0.6807(5) 0.7750(4) 0.0291(14) Uani 1 1 d . . . . .
C16 C 0.3694(7) 0.4670(5) 0.7267(4) 0.0223(14) Uani 1 1 d . . . . .
H16A H 0.298716 0.463173 0.770542 0.027 Uiso 1 1 calc R . . . .
H16B H 0.364959 0.397557 0.692029 0.027 Uiso 1 1 calc R . . . .
C15 C 0.6076(7) 0.4757(6) 0.7059(5) 0.0264(15) Uani 1 1 d . . . . .
H15A H 0.693176 0.466612 0.736237 0.032 Uiso 1 1 calc R . . . .
H15B H 0.597081 0.410637 0.667098 0.032 Uiso 1 1 calc R . . . .
C7 C 0.2633(8) 0.1935(7) 0.4643(5) 0.0316(17) Uani 1 1 d . . . . .
C5 C 0.1676(7) 0.3295(6) 0.5578(4) 0.0246(15) Uani 1 1 d . . . . .
C12 C 0.3850(8) 0.7018(6) 0.7326(4) 0.0245(15) Uani 1 1 d . . . . .
H12A H 0.389300 0.774308 0.701837 0.029 Uiso 1 1 calc R . . . .
H12B H 0.314797 0.707878 0.776689 0.029 Uiso 1 1 calc R . . . .
C11 C 0.4993(6) 0.5853(6) 0.5977(4) 0.0230(14) Uani 1 1 d . . . . .
H11A H 0.498996 0.519482 0.559131 0.028 Uiso 1 1 calc R . . . .
H11B H 0.507360 0.653539 0.562000 0.028 Uiso 1 1 calc R . . . .
C9 C 0.1360(8) 0.1315(6) 0.5872(4) 0.0291(15) Uani 1 1 d . . . . .
H9 H 0.099436 0.073038 0.621148 0.035 Uiso 1 1 calc R . . . .
C4 C 0.0648(7) 0.4273(6) 0.6633(4) 0.0271(15) Uani 1 1 d . . . . .
C8 C 0.2103(7) 0.1082(6) 0.5143(5) 0.0303(16) Uani 1 1 d . . . . .
C6 C 0.2425(7) 0.3049(7) 0.4856(5) 0.0288(16) Uani 1 1 d . . . . .
H6 H 0.278632 0.363370 0.451520 0.035 Uiso 1 1 calc R . . . .
C2 C 0.2437(8) 0.6198(6) 0.4792(6) 0.0287(16) Uani 1 1 d . . . . .
C13 C 0.6215(7) 0.6736(6) 0.7115(5) 0.0317(17) Uani 1 1 d . . . . .
H13A H 0.620953 0.743136 0.676891 0.038 Uiso 1 1 calc R . . . .
H13B H 0.707403 0.670555 0.742200 0.038 Uiso 1 1 calc R . . . .
C14 C 0.5120(8) 0.5739(6) 0.8232(4) 0.0295(16) Uani 1 1 d . . . . .
H14A H 0.447(8) 0.585(8) 0.865(5) 0.035 Uiso 1 1 d R . . . .
H14B H 0.600(8) 0.570(7) 0.851(5) 0.035 Uiso 1 1 d R . . . .
C10 C 0.1176(7) 0.2422(6) 0.6082(4) 0.0271(16) Uani 1 1 d . . . . .
C3 C -0.0092(7) 0.6182(5) 0.5195(4) 0.0245(15) Uani 1 1 d . . . . .
C1 C 0.1425(7) 0.7553(6) 0.5999(4) 0.0239(14) Uani 1 1 d . . . . .
H8 H 0.228(6) 0.034(5) 0.494(4) 0.004(14) Uiso 1 1 d . . . . .
H7 H 0.315(7) 0.185(6) 0.413(5) 0.015(17) 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
Mn1 P1 2.3049(19) . ?
Mn1 S1 2.444(2) . ?
Mn1 N1 2.063(6) . ?
Mn1 C4 2.627(7) . ?
Mn1 C2 1.867(10) . ?
Mn1 C3 1.833(7) . ?
Mn1 C1 1.807(7) . ?
P1 C16 1.854(6) . ?
P1 C12 1.838(7) . ?
P1 C11 1.850(7) . ?
S2 C4 1.743(7) . ?
S2 C10 1.758(7) . ?
S1 C4 1.707(7) . ?
N1 C5 1.396(9) . ?
N1 C4 1.317(9) . ?
O1 C1 1.148(8) . ?
O3 C3 1.143(9) . ?
O2 C2 0.980(9) . ?
N4 C16 1.472(9) . ?
N4 C15 1.470(9) . ?
N4 C14 1.471(9) . ?
N2 C15 1.465(8) . ?
N2 C11 1.455(8) . ?
N2 C13 1.451(10) . ?
N3 C12 1.481(10) . ?
N3 C13 1.471(10) . ?
N3 C14 1.479(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C7 C8 1.389(12) . ?
C7 C6 1.385(11) . ?
C7 H7 0.97(7) . ?
C5 C6 1.390(11) . ?
C5 C10 1.399(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C9 H9 0.9500 . ?
C9 C8 1.393(11) . ?
C9 C10 1.371(10) . ?
C8 H8 0.96(6) . ?
C6 H6 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.93(8) . ?
C14 H14B 0.99(8) . ?

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
P1 Mn1 S1 88.57(7) . . ?
P1 Mn1 C4 86.56(16) . . ?
S1 Mn1 C4 39.15(16) . . ?
N1 Mn1 P1 85.85(18) . . ?
N1 Mn1 S1 68.78(17) . . ?
N1 Mn1 C4 29.6(2) . . ?
C2 Mn1 P1 90.0(2) . . ?
C2 Mn1 S1 170.1(2) . . ?
C2 Mn1 N1 101.3(3) . . ?
C2 Mn1 C4 130.9(3) . . ?
C3 Mn1 P1 179.7(2) . . ?
C3 Mn1 S1 91.1(2) . . ?
C3 Mn1 N1 94.0(3) . . ?
C3 Mn1 C4 93.2(3) . . ?
C3 Mn1 C2 90.3(3) . . ?
C1 Mn1 P1 90.4(2) . . ?
C1 Mn1 S1 95.9(2) . . ?
C1 Mn1 N1 164.3(2) . . ?
C1 Mn1 C4 135.0(3) . . ?
C1 Mn1 C2 93.9(3) . . ?
C1 Mn1 C3 89.7(3) . . ?
C16 P1 Mn1 120.4(2) . . ?
C12 P1 Mn1 119.0(2) . . ?
C12 P1 C16 98.8(3) . . ?
C12 P1 C11 97.7(3) . . ?
C11 P1 Mn1 118.5(2) . . ?
C11 P1 C16 97.6(3) . . ?
C4 S2 C10 87.8(3) . . ?
C4 S1 Mn1 76.2(2) . . ?
C5 N1 Mn1 146.8(5) . . ?
C4 N1 Mn1 99.6(5) . . ?
C4 N1 C5 113.6(6) . . ?
C15 N4 C16 110.9(5) . . ?
C15 N4 C14 108.1(6) . . ?
C14 N4 C16 112.2(6) . . ?
C11 N2 C15 110.5(5) . . ?
C13 N2 C15 108.3(5) . . ?
C13 N2 C11 111.8(5) . . ?
C13 N3 C12 110.7(5) . . ?
C13 N3 C14 107.8(6) . . ?
C14 N3 C12 111.2(6) . . ?
P1 C16 H16A 109.4 . . ?
P1 C16 H16B 109.4 . . ?
N4 C16 P1 111.4(4) . . ?
N4 C16 H16A 109.4 . . ?
N4 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N4 C15 H15A 108.6 . . ?
N4 C15 H15B 108.6 . . ?
N2 C15 N4 114.7(6) . . ?
N2 C15 H15A 108.6 . . ?
N2 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C8 C7 H7 127(4) . . ?
C6 C7 C8 120.5(7) . . ?
C6 C7 H7 113(4) . . ?
N1 C5 C10 111.0(6) . . ?
C6 C5 N1 129.2(7) . . ?
C6 C5 C10 119.8(6) . . ?
P1 C12 H12A 109.1 . . ?
P1 C12 H12B 109.1 . . ?
N3 C12 P1 112.4(5) . . ?
N3 C12 H12A 109.1 . . ?
N3 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
P1 C11 H11A 109.1 . . ?
P1 C11 H11B 109.1 . . ?
N2 C11 P1 112.6(4) . . ?
N2 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C8 C9 H9 121.3 . . ?
C10 C9 H9 121.3 . . ?
C10 C9 C8 117.4(7) . . ?
S1 C4 S2 129.5(4) . . ?
N1 C4 S2 115.1(5) . . ?
N1 C4 S1 115.4(5) . . ?
C7 C8 C9 121.5(7) . . ?
C7 C8 H8 115(4) . . ?
C9 C8 H8 124(4) . . ?
C7 C6 C5 118.7(7) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
O2 C2 Mn1 178.9(7) . . ?
N2 C13 N3 115.0(6) . . ?
N2 C13 H13A 108.5 . . ?
N2 C13 H13B 108.5 . . ?
N3 C13 H13A 108.5 . . ?
N3 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
N4 C14 N3 114.1(5) . . ?
N4 C14 H14A 118(6) . . ?
N4 C14 H14B 107(5) . . ?
N3 C14 H14A 104(6) . . ?
N3 C14 H14B 104(5) . . ?
H14A C14 H14B 109(7) . . ?
C5 C10 S2 112.5(5) . . ?
C9 C10 S2 125.4(6) . . ?
C9 C10 C5 122.1(7) . . ?
O3 C3 Mn1 176.1(6) . . ?
O1 C1 Mn1 177.6(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.554
_oxdiff_exptl_absorpt_empirical_full_min 0.487
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.52(4)
2 0.48(4)

