# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_901
_database_code_depnum_ccdc_archive 'CCDC 1911212'
loop_
_audit_author_name
_audit_author_address
'Kirana D V'
;IIT Madras Chennai India
India
;
_audit_update_record             
;
2020-01-10 deposited with the CCDC.	2021-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H52 N4 O8 S2'
_chemical_formula_sum            'C48 H52 N4 O8 S2'
_chemical_formula_weight         877.05

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   20.7942(7)
_cell_length_b                   11.5133(3)
_cell_length_c                   21.0097(7)
_cell_angle_alpha                90
_cell_angle_beta                 117.4001(11)
_cell_angle_gamma                90
_cell_volume                     4465.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5943
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      21.45

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.178
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24678
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.140
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7862
_reflns_number_gt                5007
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+5.1089P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7862
_refine_ls_number_parameters     563
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1677
_refine_ls_wR_factor_gt          0.1448
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.003
_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
C1 C 0.3339(2) -0.0159(3) 0.9496(2) 0.0522(10) Uani 1 1 d . . . . .
H1 H 0.3657 -0.0815 0.9537 0.063 Uiso 1 1 calc R U . . .
C2 C 0.2556(2) -0.0520(4) 0.9257(3) 0.0693(13) Uani 1 1 d . . . . .
H2A H 0.2302 -0.0505 0.8737 0.083 Uiso 1 1 calc R U . . .
H2B H 0.2554 -0.1316 0.9406 0.083 Uiso 1 1 calc R U . . .
C3 C 0.2143(3) 0.0203(5) 0.9532(4) 0.0975(18) Uani 1 1 d . . . . .
H3A H 0.1792 -0.0289 0.9585 0.117 Uiso 1 1 calc R U . . .
H3B H 0.1876 0.0789 0.9176 0.117 Uiso 1 1 calc R U . . .
C4 C 0.2604(3) 0.0808(5) 1.0246(3) 0.0813(15) Uani 1 1 d . . . . .
H4A H 0.2830 0.0235 1.0623 0.098 Uiso 1 1 calc R U . . .
H4B H 0.2301 0.1306 1.0369 0.098 Uiso 1 1 calc R U . . .
C5 C 0.3186(2) 0.1534(4) 1.0178(2) 0.0549(10) Uani 1 1 d . . . . .
H5 H 0.3451 0.2014 1.0606 0.066 Uiso 1 1 calc R U . . .
C6 C 0.30180(18) 0.1914(3) 0.90063(19) 0.0387(8) Uani 1 1 d . . . . .
C7 C 0.35695(19) 0.0964(3) 0.92873(18) 0.0412(8) Uani 1 1 d . . . . .
C8 C 0.3700(2) 0.0745(3) 1.0052(2) 0.0532(10) Uani 1 1 d . . . . .
H8 H 0.4194 0.0619 1.0434 0.064 Uiso 1 1 calc R U . . .
C9 C 0.2298(2) 0.3110(3) 0.9420(2) 0.0533(10) Uani 1 1 d . . . . .
H9A H 0.1998 0.2817 0.9627 0.064 Uiso 1 1 calc R U . . .
H9B H 0.1992 0.3210 0.8909 0.064 Uiso 1 1 calc R U . . .
C10 C 0.26060(19) 0.4272(3) 0.97505(19) 0.0437(9) Uani 1 1 d . . . . .
C11 C 0.2696(2) 0.4559(4) 1.0423(2) 0.0522(10) Uani 1 1 d . . . . .
H11 H 0.2577 0.4022 1.0682 0.063 Uiso 1 1 calc R U . . .
C12 C 0.2962(2) 0.5639(4) 1.0717(2) 0.0646(12) Uani 1 1 d . . . . .
H12 H 0.3017 0.5830 1.1169 0.077 Uiso 1 1 calc R U . . .
C13 C 0.3144(3) 0.6423(4) 1.0334(3) 0.0777(14) Uani 1 1 d . . . . .
H13 H 0.3318 0.7153 1.0525 0.093 Uiso 1 1 calc R U . . .
C14 C 0.3070(3) 0.6133(4) 0.9669(3) 0.0837(16) Uani 1 1 d . . . . .
H14 H 0.3208 0.6655 0.9417 0.100 Uiso 1 1 calc R U . . .
C15 C 0.2794(3) 0.5076(4) 0.9383(2) 0.0687(13) Uani 1 1 d . . . . .
H15 H 0.2731 0.4894 0.8926 0.082 Uiso 1 1 calc R U . . .
C16 C 0.4205(2) 0.0934(3) 0.91464(19) 0.0443(9) Uani 1 1 d . . . . .
C17 C 0.4973(3) 0.2082(4) 0.8863(3) 0.0908(17) Uani 1 1 d . . . . .
H17A H 0.5416 0.2136 0.9303 0.136 Uiso 1 1 calc R U . . .
H17B H 0.4920 0.2760 0.8577 0.136 Uiso 1 1 calc R U . . .
H17C H 0.4985 0.1403 0.8604 0.136 Uiso 1 1 calc R U . . .
C18 C 0.18438(19) 0.1637(3) 0.70761(18) 0.0390(8) Uani 1 1 d . . . . .
C19 C 0.1390(2) 0.2557(3) 0.6722(2) 0.0465(9) Uani 1 1 d . . . . .
H19 H 0.1560 0.3317 0.6822 0.056 Uiso 1 1 calc R U . . .
C20 C 0.0689(2) 0.2341(3) 0.6223(2) 0.0513(10) Uani 1 1 d . . . . .
H20 H 0.0386 0.2962 0.5989 0.062 Uiso 1 1 calc R U . . .
C21 C 0.0420(2) 0.1217(3) 0.60581(19) 0.0481(9) Uani 1 1 d . . . . .
C22 C 0.0881(2) 0.0310(3) 0.64164(19) 0.0476(9) Uani 1 1 d . . . . .
H22 H 0.0712 -0.0449 0.6312 0.057 Uiso 1 1 calc R U . . .
C23 C 0.1588(2) 0.0506(3) 0.69254(19) 0.0456(9) Uani 1 1 d . . . . .
H23 H 0.1889 -0.0114 0.7165 0.055 Uiso 1 1 calc R U . . .
C24 C -0.0354(2) 0.0994(4) 0.5514(2) 0.0717(13) Uani 1 1 d . . . . .
H24A H -0.0427 0.1246 0.5050 0.108 Uiso 1 1 calc R U . . .
H24B H -0.0673 0.1417 0.5646 0.108 Uiso 1 1 calc R U . . .
H24C H -0.0456 0.0179 0.5500 0.108 Uiso 1 1 calc R U . . .
C25 C 1.0311(2) 0.0762(4) 0.7758(2) 0.0697(13) Uani 1 1 d . . . . .
H25A H 1.0406 0.1225 0.7424 0.084 Uiso 1 1 calc R U . . .
H25B H 1.0732 0.0279 0.8029 0.084 Uiso 1 1 calc R U . . .
C26 C 0.9660(4) 0.0003(6) 0.7347(3) 0.124(3) Uani 1 1 d . . . . .
H26A H 0.9302 0.0460 0.6958 0.148 Uiso 1 1 calc R U . . .
H26B H 0.9807 -0.0623 0.7133 0.148 Uiso 1 1 calc R U . . .
C27 C 0.9307(3) -0.0514(4) 0.7739(2) 0.0715(13) Uani 1 1 d . . . . .
H27A H 0.9400 -0.1343 0.7771 0.086 Uiso 1 1 calc R U . . .
H27B H 0.8789 -0.0409 0.7454 0.086 Uiso 1 1 calc R U . . .
C28 C 0.9513(2) -0.0079(3) 0.8483(2) 0.0483(9) Uani 1 1 d . . . . .
H28 H 0.9559 -0.0697 0.8822 0.058 Uiso 1 1 calc R U . . .
C29 C 0.92715(19) 0.1076(3) 0.86496(17) 0.0397(8) Uani 1 1 d . . . . .
C30 C 0.8986(2) 0.1957(3) 0.80622(17) 0.0396(8) Uani 1 1 d . . . . .
C31 C 1.0185(2) 0.1564(3) 0.82691(19) 0.0479(9) Uani 1 1 d . . . . .
H31 H 1.0600 0.2085 0.8516 0.058 Uiso 1 1 calc R U . . .
C32 C 1.0056(2) 0.0864(3) 0.88041(19) 0.0452(9) Uani 1 1 d . . . . .
H32 H 1.0438 0.0798 0.9300 0.054 Uiso 1 1 calc R U . . .
C33 C 0.9410(2) 0.3027(4) 0.7302(2) 0.0607(11) Uani 1 1 d . . . . .
H33A H 0.8895 0.3156 0.7005 0.073 Uiso 1 1 calc R U . . .
H33B H 0.9601 0.2671 0.7006 0.073 Uiso 1 1 calc R U . . .
C34 C 0.9781(2) 0.4175(4) 0.7581(2) 0.0546(11) Uani 1 1 d . . . . .
C35 C 0.9449(3) 0.5029(5) 0.7764(4) 0.109(2) Uani 1 1 d . . . . .
H35 H 0.8981 0.4903 0.7701 0.130 Uiso 1 1 calc R U . . .
C36 C 0.9774(5) 0.6063(6) 0.8036(5) 0.143(3) Uani 1 1 d . . . . .
H36 H 0.9527 0.6634 0.8149 0.172 Uiso 1 1 calc R U . . .
C37 C 1.0445(5) 0.6260(5) 0.8140(4) 0.112(2) Uani 1 1 d . . . . .
H37 H 1.0673 0.6959 0.8340 0.134 Uiso 1 1 calc R U . . .
C38 C 1.0802(3) 0.5438(6) 0.7954(3) 0.0938(18) Uani 1 1 d . . . . .
H38 H 1.1267 0.5582 0.8014 0.113 Uiso 1 1 calc R U . . .
C39 C 1.0463(3) 0.4376(4) 0.7672(3) 0.0709(13) Uani 1 1 d . . . . .
H39 H 1.0703 0.3809 0.7548 0.085 Uiso 1 1 calc R U . . .
C40 C 0.9112(2) 0.1128(3) 0.92673(19) 0.0435(9) Uani 1 1 d . . . . .
C41 C 0.8786(3) 0.2388(4) 0.9959(3) 0.0949(18) Uani 1 1 d . . . . .
H41A H 0.8319 0.2050 0.9825 0.142 Uiso 1 1 calc R U . . .
H41B H 0.8770 0.3203 1.0045 0.142 Uiso 1 1 calc R U . . .
H41C H 0.9141 0.2020 1.0387 0.142 Uiso 1 1 calc R U . . .
C42 C 0.70400(18) 0.1721(3) 0.69059(18) 0.0387(8) Uani 1 1 d . . . . .
C43 C 0.68705(19) 0.0586(3) 0.6677(2) 0.0431(9) Uani 1 1 d . . . . .
H43 H 0.7085 -0.0026 0.6994 0.052 Uiso 1 1 calc R U . . .
C44 C 0.6376(2) 0.0367(3) 0.5968(2) 0.0471(9) Uani 1 1 d . . . . .
H44 H 0.6254 -0.0397 0.5817 0.057 Uiso 1 1 calc R U . . .
C45 C 0.6060(2) 0.1258(3) 0.5484(2) 0.0470(9) Uani 1 1 d . . . . .
C46 C 0.6234(2) 0.2389(3) 0.5731(2) 0.0495(10) Uani 1 1 d . . . . .
H46 H 0.6020 0.3004 0.5416 0.059 Uiso 1 1 calc R U . . .
C47 C 0.6719(2) 0.2617(3) 0.6432(2) 0.0462(9) Uani 1 1 d . . . . .
H47 H 0.6830 0.3381 0.6587 0.055 Uiso 1 1 calc R U . . .
C48 C 0.5559(2) 0.1014(4) 0.4707(2) 0.0672(12) Uani 1 1 d . . . . .
H48A H 0.5385 0.0230 0.4656 0.101 Uiso 1 1 calc R U . . .
H48B H 0.5816 0.1115 0.4431 0.101 Uiso 1 1 calc R U . . .
H48C H 0.5157 0.1542 0.4538 0.101 Uiso 1 1 calc R U . . .
N1 N 0.28664(15) 0.2252(3) 0.95331(15) 0.0442(7) Uani 1 1 d . . . . .
N2 N 0.26940(16) 0.2388(2) 0.83766(16) 0.0446(7) Uani 1 1 d . . . . .
N3 N 0.95170(16) 0.2235(3) 0.78942(15) 0.0468(8) Uani 1 1 d . . . . .
N4 N 0.83505(16) 0.2432(3) 0.77266(15) 0.0451(7) Uani 1 1 d . . . . .
O1 O 0.45532(14) 0.0089(2) 0.91794(15) 0.0601(7) Uani 1 1 d . . . . .
O2 O 0.43735(14) 0.2006(2) 0.90206(15) 0.0555(7) Uani 1 1 d . . . . .
O3 O 0.31226(14) 0.0776(2) 0.78292(13) 0.0519(7) Uani 1 1 d . . . . .
O4 O 0.30249(15) 0.2789(2) 0.74097(15) 0.0643(8) Uani 1 1 d . . . . .
O5 O 0.91267(15) 0.0321(2) 0.96344(13) 0.0578(7) Uani 1 1 d . . . . .
O6 O 0.89799(15) 0.2222(2) 0.93884(13) 0.0544(7) Uani 1 1 d . . . . .
O7 O 0.77718(14) 0.0918(2) 0.81952(13) 0.0528(7) Uani 1 1 d . . . . .
O8 O 0.73771(15) 0.2953(2) 0.80428(14) 0.0626(8) Uani 1 1 d . . . . .
S1 S 0.27617(5) 0.18801(8) 0.76909(5) 0.0446(3) Uani 1 1 d . . . . .
S2 S 0.76530(5) 0.19927(8) 0.78092(5) 0.0439(2) 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
C1 C8 1.484(5) . ?
C1 C7 1.512(5) . ?
C1 C2 1.524(6) . ?
C1 H1 0.9800 . ?
C2 C3 1.491(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.528(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.531(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N1 1.461(5) . ?
C5 C8 1.517(5) . ?
C5 H5 0.9800 . ?
C6 N2 1.297(4) . ?
C6 N1 1.340(4) . ?
C6 C7 1.496(5) . ?
C7 C16 1.481(5) . ?
C7 C8 1.521(5) . ?
C8 H8 0.9800 . ?
C9 N1 1.473(4) . ?
C9 C10 1.507(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C15 1.374(5) . ?
C10 C11 1.377(5) . ?
C11 C12 1.385(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.373(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.362(6) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O1 1.196(4) . ?
C16 O2 1.343(4) . ?
C17 O2 1.432(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.385(5) . ?
C18 C23 1.387(5) . ?
C18 S1 1.766(4) . ?
C19 C20 1.372(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.383(5) . ?
C21 C24 1.506(6) . ?
C22 C23 1.381(5) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.505(7) . ?
C25 C31 1.527(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.458(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.503(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C32 1.487(5) . ?
C28 C29 1.518(5) . ?
C28 H28 0.9800 . ?
C29 C40 1.481(5) . ?
C29 C30 1.493(5) . ?
C29 C32 1.530(5) . ?
C30 N4 1.299(4) . ?
C30 N3 1.343(4) . ?
C31 N3 1.463(5) . ?
C31 C32 1.504(5) . ?
C31 H31 0.9800 . ?
C32 H32 0.9800 . ?
C33 N3 1.474(4) . ?
C33 C34 1.507(6) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.355(6) . ?
C34 C39 1.360(6) . ?
C35 C36 1.359(9) . ?
C35 H35 0.9300 . ?
C36 C37 1.329(9) . ?
C36 H36 0.9300 . ?
C37 C38 1.367(8) . ?
C37 H37 0.9300 . ?
C38 C39 1.399(7) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C40 O5 1.200(4) . ?
C40 O6 1.339(4) . ?
C41 O6 1.442(5) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 C47 1.374(5) . ?
C42 C43 1.381(5) . ?
C42 S2 1.760(4) . ?
C43 C44 1.389(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.379(5) . ?
C44 H44 0.9300 . ?
C45 C46 1.388(5) . ?
C45 C48 1.505(5) . ?
C46 C47 1.374(5) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
N2 S1 1.620(3) . ?
N4 S2 1.619(3) . ?
O3 S1 1.437(3) . ?
O4 S1 1.429(3) . ?
O7 S2 1.437(3) . ?
O8 S2 1.432(3) . ?

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
C8 C1 C7 61.0(2) . . ?
C8 C1 C2 121.9(4) . . ?
C7 C1 C2 124.7(3) . . ?
C8 C1 H1 113.2 . . ?
C7 C1 H1 113.2 . . ?
C2 C1 H1 113.2 . . ?
C3 C2 C1 116.1(4) . . ?
C3 C2 H2A 108.3 . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2B 108.3 . . ?
C1 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
C2 C3 C4 115.0(4) . . ?
C2 C3 H3A 108.5 . . ?
C4 C3 H3A 108.5 . . ?
C2 C3 H3B 108.5 . . ?
C4 C3 H3B 108.5 . . ?
H3A C3 H3B 107.5 . . ?
C3 C4 C5 108.8(4) . . ?
C3 C4 H4A 109.9 . . ?
C5 C4 H4A 109.9 . . ?
C3 C4 H4B 109.9 . . ?
C5 C4 H4B 109.9 . . ?
H4A C4 H4B 108.3 . . ?
N1 C5 C8 103.5(3) . . ?
N1 C5 C4 110.7(3) . . ?
C8 C5 C4 109.9(4) . . ?
N1 C5 H5 110.8 . . ?
C8 C5 H5 110.8 . . ?
C4 C5 H5 110.8 . . ?
N2 C6 N1 120.8(3) . . ?
N2 C6 C7 130.9(3) . . ?
N1 C6 C7 108.4(3) . . ?
C16 C7 C6 122.1(3) . . ?
C16 C7 C1 117.9(3) . . ?
C6 C7 C1 116.9(3) . . ?
C16 C7 C8 117.7(3) . . ?
C6 C7 C8 105.7(3) . . ?
C1 C7 C8 58.6(2) . . ?
C1 C8 C5 114.6(3) . . ?
C1 C8 C7 60.4(2) . . ?
C5 C8 C7 106.7(3) . . ?
C1 C8 H8 120.1 . . ?
C5 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
N1 C9 C10 112.4(3) . . ?
N1 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
N1 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C15 C10 C11 118.4(4) . . ?
C15 C10 C9 120.6(4) . . ?
C11 C10 C9 121.0(4) . . ?
C10 C11 C12 120.8(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 119.3(4) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 120.2(5) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C14 C15 C10 121.6(4) . . ?
C14 C15 H15 119.2 . . ?
C10 C15 H15 119.2 . . ?
O1 C16 O2 123.6(3) . . ?
O1 C16 C7 125.4(3) . . ?
O2 C16 C7 110.8(3) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C23 120.0(3) . . ?
C19 C18 S1 120.7(3) . . ?
C23 C18 S1 119.2(3) . . ?
C20 C19 C18 119.6(4) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 121.6(4) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 H20 119.2 . . ?
C22 C21 C20 118.0(4) . . ?
C22 C21 C24 121.1(4) . . ?
C20 C21 C24 121.0(4) . . ?
C23 C22 C21 121.5(4) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C18 119.4(3) . . ?
C22 C23 H23 120.3 . . ?
C18 C23 H23 120.3 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C31 110.8(4) . . ?
C26 C25 H25A 109.5 . . ?
C31 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
C31 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C27 C26 C25 117.8(4) . . ?
C27 C26 H26A 107.8 . . ?
C25 C26 H26A 107.8 . . ?
C27 C26 H26B 107.8 . . ?
C25 C26 H26B 107.8 . . ?
H26A C26 H26B 107.2 . . ?
C26 C27 C28 118.3(4) . . ?
C26 C27 H27A 107.7 . . ?
C28 C27 H27A 107.7 . . ?
C26 C27 H27B 107.7 . . ?
C28 C27 H27B 107.7 . . ?
H27A C27 H27B 107.1 . . ?
C32 C28 C27 120.5(3) . . ?
C32 C28 C29 61.2(2) . . ?
C27 C28 C29 124.5(3) . . ?
C32 C28 H28 113.6 . . ?
C27 C28 H28 113.6 . . ?
C29 C28 H28 113.6 . . ?
C40 C29 C30 122.2(3) . . ?
C40 C29 C28 118.0(3) . . ?
C30 C29 C28 116.9(3) . . ?
C40 C29 C32 117.9(3) . . ?
C30 C29 C32 105.2(3) . . ?
C28 C29 C32 58.4(2) . . ?
N4 C30 N3 120.7(3) . . ?
N4 C30 C29 130.7(3) . . ?
N3 C30 C29 108.5(3) . . ?
N3 C31 C32 103.5(3) . . ?
N3 C31 C25 111.6(3) . . ?
C32 C31 C25 110.4(3) . . ?
N3 C31 H31 110.4 . . ?
C32 C31 H31 110.4 . . ?
C25 C31 H31 110.4 . . ?
C28 C32 C31 114.3(3) . . ?
C28 C32 C29 60.4(2) . . ?
C31 C32 C29 107.2(3) . . ?
C28 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C29 C32 H32 120.0 . . ?
N3 C33 C34 111.3(3) . . ?
N3 C33 H33A 109.4 . . ?
C34 C33 H33A 109.4 . . ?
N3 C33 H33B 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C35 C34 C39 118.1(5) . . ?
C35 C34 C33 120.6(4) . . ?
C39 C34 C33 121.3(4) . . ?
C34 C35 C36 122.3(6) . . ?
C34 C35 H35 118.8 . . ?
C36 C35 H35 118.8 . . ?
C37 C36 C35 120.1(6) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C37 C38 120.1(6) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 H37 119.9 . . ?
C37 C38 C39 119.4(5) . . ?
C37 C38 H38 120.3 . . ?
C39 C38 H38 120.3 . . ?
C34 C39 C38 119.9(5) . . ?
C34 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
O5 C40 O6 123.6(3) . . ?
O5 C40 C29 125.6(3) . . ?
O6 C40 C29 110.7(3) . . ?
O6 C41 H41A 109.5 . . ?
O6 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O6 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C47 C42 C43 119.8(3) . . ?
C47 C42 S2 121.1(3) . . ?
C43 C42 S2 119.0(3) . . ?
C42 C43 C44 119.3(3) . . ?
C42 C43 H43 120.4 . . ?
C44 C43 H43 120.4 . . ?
C45 C44 C43 121.5(3) . . ?
C45 C44 H44 119.2 . . ?
C43 C44 H44 119.2 . . ?
C44 C45 C46 117.9(4) . . ?
C44 C45 C48 121.3(4) . . ?
C46 C45 C48 120.8(4) . . ?
C47 C46 C45 121.1(4) . . ?
C47 C46 H46 119.5 . . ?
C45 C46 H46 119.5 . . ?
C42 C47 C46 120.4(3) . . ?
C42 C47 H47 119.8 . . ?
C46 C47 H47 119.8 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C6 N1 C5 115.0(3) . . ?
C6 N1 C9 122.5(3) . . ?
C5 N1 C9 121.2(3) . . ?
C6 N2 S1 122.6(2) . . ?
C30 N3 C31 115.1(3) . . ?
C30 N3 C33 123.1(3) . . ?
C31 N3 C33 121.2(3) . . ?
C30 N4 S2 123.3(2) . . ?
C16 O2 C17 115.8(3) . . ?
C40 O6 C41 116.3(3) . . ?
O4 S1 O3 117.93(17) . . ?
O4 S1 N2 108.06(17) . . ?
O3 S1 N2 112.99(15) . . ?
O4 S1 C18 107.71(17) . . ?
O3 S1 C18 107.21(16) . . ?
N2 S1 C18 101.56(16) . . ?
O8 S2 O7 117.59(17) . . ?
O8 S2 N4 108.39(17) . . ?
O7 S2 N4 113.56(16) . . ?
O8 S2 C42 107.52(17) . . ?
O7 S2 C42 107.85(16) . . ?
N4 S2 C42 100.36(16) . . ?

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
C8 C1 C2 C3 8.6(6) . . . . ?
C7 C1 C2 C3 -66.1(6) . . . . ?
C1 C2 C3 C4 -26.9(6) . . . . ?
C2 C3 C4 C5 55.1(6) . . . . ?
C3 C4 C5 N1 49.1(5) . . . . ?
C3 C4 C5 C8 -64.6(5) . . . . ?
N2 C6 C7 C16 45.5(6) . . . . ?
N1 C6 C7 C16 -135.6(3) . . . . ?
N2 C6 C7 C1 -114.0(4) . . . . ?
N1 C6 C7 C1 64.8(4) . . . . ?
N2 C6 C7 C8 -176.3(4) . . . . ?
N1 C6 C7 C8 2.5(4) . . . . ?
C8 C1 C7 C16 107.0(4) . . . . ?
C2 C1 C7 C16 -142.6(4) . . . . ?
C8 C1 C7 C6 -92.6(3) . . . . ?
C2 C1 C7 C6 17.9(5) . . . . ?
C2 C1 C7 C8 110.5(4) . . . . ?
C7 C1 C8 C5 96.0(3) . . . . ?
C2 C1 C8 C5 -19.0(5) . . . . ?
C2 C1 C8 C7 -115.0(4) . . . . ?
N1 C5 C8 C1 -71.6(4) . . . . ?
C4 C5 C8 C1 46.7(5) . . . . ?
N1 C5 C8 C7 -7.0(4) . . . . ?
C4 C5 C8 C7 111.2(4) . . . . ?
C16 C7 C8 C1 -107.4(4) . . . . ?
C6 C7 C8 C1 112.3(3) . . . . ?
C16 C7 C8 C5 143.4(3) . . . . ?
C6 C7 C8 C5 3.1(4) . . . . ?
C1 C7 C8 C5 -109.2(4) . . . . ?
N1 C9 C10 C15 85.2(5) . . . . ?
N1 C9 C10 C11 -95.7(4) . . . . ?
C15 C10 C11 C12 0.8(6) . . . . ?
C9 C10 C11 C12 -178.4(4) . . . . ?
C10 C11 C12 C13 -0.7(6) . . . . ?
C11 C12 C13 C14 -0.7(7) . . . . ?
C12 C13 C14 C15 2.1(8) . . . . ?
C13 C14 C15 C10 -2.0(8) . . . . ?
C11 C10 C15 C14 0.6(7) . . . . ?
C9 C10 C15 C14 179.7(4) . . . . ?
C6 C7 C16 O1 -158.9(4) . . . . ?
C1 C7 C16 O1 0.5(6) . . . . ?
C8 C7 C16 O1 67.6(5) . . . . ?
C6 C7 C16 O2 25.2(5) . . . . ?
C1 C7 C16 O2 -175.4(3) . . . . ?
C8 C7 C16 O2 -108.3(4) . . . . ?
C23 C18 C19 C20 0.0(5) . . . . ?
S1 C18 C19 C20 177.0(3) . . . . ?
C18 C19 C20 C21 -0.4(6) . . . . ?
C19 C20 C21 C22 0.3(5) . . . . ?
C19 C20 C21 C24 179.4(4) . . . . ?
C20 C21 C22 C23 0.3(5) . . . . ?
C24 C21 C22 C23 -178.8(4) . . . . ?
C21 C22 C23 C18 -0.7(5) . . . . ?
C19 C18 C23 C22 0.6(5) . . . . ?
S1 C18 C23 C22 -176.5(3) . . . . ?
C31 C25 C26 C27 -42.5(8) . . . . ?
C25 C26 C27 C28 12.0(9) . . . . ?
C26 C27 C28 C32 0.7(7) . . . . ?
C26 C27 C28 C29 74.8(6) . . . . ?
C32 C28 C29 C40 -107.1(3) . . . . ?
C27 C28 C29 C40 143.8(4) . . . . ?
C32 C28 C29 C30 92.0(3) . . . . ?
C27 C28 C29 C30 -17.1(5) . . . . ?
C27 C28 C29 C32 -109.0(4) . . . . ?
C40 C29 C30 N4 -42.7(6) . . . . ?
C28 C29 C30 N4 117.4(4) . . . . ?
C32 C29 C30 N4 179.3(4) . . . . ?
C40 C29 C30 N3 137.7(3) . . . . ?
C28 C29 C30 N3 -62.3(4) . . . . ?
C32 C29 C30 N3 -0.4(4) . . . . ?
C26 C25 C31 N3 -53.8(5) . . . . ?
C26 C25 C31 C32 60.7(5) . . . . ?
C27 C28 C32 C31 18.5(5) . . . . ?
C29 C28 C32 C31 -96.7(3) . . . . ?
C27 C28 C32 C29 115.2(4) . . . . ?
N3 C31 C32 C28 70.9(4) . . . . ?
C25 C31 C32 C28 -48.7(4) . . . . ?
N3 C31 C32 C29 6.2(4) . . . . ?
C25 C31 C32 C29 -113.3(3) . . . . ?
C40 C29 C32 C28 107.3(3) . . . . ?
C30 C29 C32 C28 -112.5(3) . . . . ?
C40 C29 C32 C31 -144.0(3) . . . . ?
C30 C29 C32 C31 -3.8(4) . . . . ?
C28 C29 C32 C31 108.7(3) . . . . ?
N3 C33 C34 C35 -84.5(5) . . . . ?
N3 C33 C34 C39 93.9(5) . . . . ?
C39 C34 C35 C36 -0.4(9) . . . . ?
C33 C34 C35 C36 178.1(6) . . . . ?
C34 C35 C36 C37 -0.9(12) . . . . ?
C35 C36 C37 C38 1.9(12) . . . . ?
C36 C37 C38 C39 -1.8(10) . . . . ?
C35 C34 C39 C38 0.6(7) . . . . ?
C33 C34 C39 C38 -177.9(4) . . . . ?
C37 C38 C39 C34 0.5(8) . . . . ?
C30 C29 C40 O5 156.4(4) . . . . ?
C28 C29 C40 O5 -3.4(6) . . . . ?
C32 C29 C40 O5 -70.4(5) . . . . ?
C30 C29 C40 O6 -26.5(5) . . . . ?
C28 C29 C40 O6 173.7(3) . . . . ?
C32 C29 C40 O6 106.7(4) . . . . ?
C47 C42 C43 C44 0.0(5) . . . . ?
S2 C42 C43 C44 178.7(3) . . . . ?
C42 C43 C44 C45 1.3(5) . . . . ?
C43 C44 C45 C46 -2.0(5) . . . . ?
C43 C44 C45 C48 176.2(4) . . . . ?
C44 C45 C46 C47 1.5(5) . . . . ?
C48 C45 C46 C47 -176.8(4) . . . . ?
C43 C42 C47 C46 -0.5(5) . . . . ?
S2 C42 C47 C46 -179.1(3) . . . . ?
C45 C46 C47 C42 -0.2(6) . . . . ?
N2 C6 N1 C5 171.2(3) . . . . ?
C7 C6 N1 C5 -7.8(4) . . . . ?
N2 C6 N1 C9 4.2(5) . . . . ?
C7 C6 N1 C9 -174.8(3) . . . . ?
C8 C5 N1 C6 9.5(4) . . . . ?
C4 C5 N1 C6 -108.3(4) . . . . ?
C8 C5 N1 C9 176.7(3) . . . . ?
C4 C5 N1 C9 59.0(5) . . . . ?
C10 C9 N1 C6 -106.5(4) . . . . ?
C10 C9 N1 C5 87.2(4) . . . . ?
N1 C6 N2 S1 -170.2(3) . . . . ?
C7 C6 N2 S1 8.5(6) . . . . ?
N4 C30 N3 C31 -174.9(3) . . . . ?
C29 C30 N3 C31 4.7(4) . . . . ?
N4 C30 N3 C33 -3.7(5) . . . . ?
C29 C30 N3 C33 175.9(3) . . . . ?
C32 C31 N3 C30 -7.0(4) . . . . ?
C25 C31 N3 C30 111.7(4) . . . . ?
C32 C31 N3 C33 -178.4(3) . . . . ?
C25 C31 N3 C33 -59.7(5) . . . . ?
C34 C33 N3 C30 108.3(4) . . . . ?
C34 C33 N3 C31 -81.0(4) . . . . ?
N3 C30 N4 S2 169.8(3) . . . . ?
C29 C30 N4 S2 -9.8(5) . . . . ?
O1 C16 O2 C17 5.2(6) . . . . ?
C7 C16 O2 C17 -178.8(4) . . . . ?
O5 C40 O6 C41 -5.4(6) . . . . ?
C29 C40 O6 C41 177.4(4) . . . . ?
C6 N2 S1 O4 -123.7(3) . . . . ?
C6 N2 S1 O3 8.6(4) . . . . ?
C6 N2 S1 C18 123.1(3) . . . . ?
C19 C18 S1 O4 -38.3(3) . . . . ?
C23 C18 S1 O4 138.7(3) . . . . ?
C19 C18 S1 O3 -166.2(3) . . . . ?
C23 C18 S1 O3 10.8(3) . . . . ?
C19 C18 S1 N2 75.1(3) . . . . ?
C23 C18 S1 N2 -107.9(3) . . . . ?
C30 N4 S2 O8 123.2(3) . . . . ?
C30 N4 S2 O7 -9.4(4) . . . . ?
C30 N4 S2 C42 -124.3(3) . . . . ?
C47 C42 S2 O8 40.1(3) . . . . ?
C43 C42 S2 O8 -138.6(3) . . . . ?
C47 C42 S2 O7 167.8(3) . . . . ?
C43 C42 S2 O7 -10.9(3) . . . . ?
C47 C42 S2 N4 -73.1(3) . . . . ?
C43 C42 S2 N4 108.2(3) . . . . ?

_refine_diff_density_max         0.388
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.053



####################################################################### 
# 
# 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_1024
_database_code_depnum_ccdc_archive 'CCDC 1976700'
loop_
_audit_author_name
_audit_author_address
'Kiran D V'
;IIT Madras Chennai India
India
;
_audit_update_record             
;
2020-01-10 deposited with the CCDC.	2021-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 N2 O4 S'
_chemical_formula_weight         488.58

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   10.9256(6)
_cell_length_b                   19.2120(12)
_cell_length_c                   12.4670(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.176(4)
_cell_angle_gamma                90
_cell_volume                     2486.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4005
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      20.29

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.167
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27394
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.020
_diffrn_reflns_theta_max         23.996
_diffrn_reflns_theta_full        23.996
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3861
_reflns_number_gt                2458
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0509P)²+0.4537P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0051(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3861
_refine_ls_number_parameters     320
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1158
_refine_ls_wR_factor_gt          0.0961
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
C1 C 0.9696(3) 0.44581(15) 0.3012(3) 0.0558(8) Uani 1 1 d . . . . .
H1 H 0.9059 0.4175 0.2546 0.067 Uiso 1 1 calc R U . . .
C2 C 0.9824(3) 0.51365(16) 0.2690(3) 0.0659(9) Uani 1 1 d . . . . .
H2 H 0.9278 0.5308 0.2012 0.079 Uiso 1 1 calc R U . . .
C3 C 1.0757(4) 0.55510(17) 0.3372(4) 0.0729(11) Uani 1 1 d . . . . .
H3 H 1.0843 0.6008 0.3161 0.087 Uiso 1 1 calc R U . . .
C4 C 1.1569(3) 0.52982(18) 0.4369(4) 0.0763(11) Uani 1 1 d . . . . .
H4 H 1.2206 0.5583 0.4830 0.092 Uiso 1 1 calc R U . . .
C5 C 1.1443(3) 0.46146(15) 0.4693(3) 0.0587(8) Uani 1 1 d . . . . .
H5 H 1.1997 0.4443 0.5367 0.070 Uiso 1 1 calc R U . . .
C6 C 1.0497(3) 0.41953(13) 0.4013(3) 0.0444(7) Uani 1 1 d . . . . .
C7 C 1.0311(3) 0.34722(13) 0.4409(2) 0.0546(8) Uani 1 1 d . . . . .
H7A H 1.1013 0.3370 0.5090 0.065 Uiso 1 1 calc R U . . .
H7B H 0.9517 0.3462 0.4602 0.065 Uiso 1 1 calc R U . . .
C8 C 1.1313(3) 0.28318(14) 0.3097(2) 0.0509(8) Uani 1 1 d . . . . .
H8A H 1.2112 0.2727 0.3685 0.061 Uiso 1 1 calc R U . . .
H8B H 1.1433 0.3248 0.2702 0.061 Uiso 1 1 calc R U . . .
C9 C 1.0907(3) 0.22276(13) 0.2289(2) 0.0450(7) Uani 1 1 d . . . . .
C10 C 1.1956(3) 0.17492(15) 0.2192(3) 0.0627(9) Uani 1 1 d . . . . .
H10A H 1.2492 0.1991 0.1833 0.094 Uiso 1 1 calc R U . . .
H10B H 1.1579 0.1350 0.1748 0.094 Uiso 1 1 calc R U . . .
H10C H 1.2468 0.1601 0.2931 0.094 Uiso 1 1 calc R U . . .
C11 C 0.9621(2) 0.19634(12) 0.2427(2) 0.0383(7) Uani 1 1 d . . . . .
C12 C 0.9342(2) 0.24407(12) 0.3271(2) 0.0379(6) Uani 1 1 d . . . . .
C13 C 0.9679(2) 0.23031(13) 0.1339(2) 0.0417(7) Uani 1 1 d . . . . .
H13 H 0.9606 0.1963 0.0737 0.050 Uiso 1 1 calc R U . . .
C14 C 0.9043(2) 0.29754(13) 0.0900(2) 0.0412(7) Uani 1 1 d . . . . .
C15 C 0.7782(3) 0.31159(14) 0.0855(2) 0.0476(7) Uani 1 1 d . . . . .
H15 H 0.7333 0.2793 0.1144 0.057 Uiso 1 1 calc R U . . .
C16 C 0.7187(3) 0.37235(16) 0.0391(3) 0.0617(9) Uani 1 1 d . . . . .
H16 H 0.6344 0.3811 0.0373 0.074 Uiso 1 1 calc R U . . .
C17 C 0.7832(4) 0.41980(17) -0.0044(3) 0.0704(10) Uani 1 1 d . . . . .
H17 H 0.7430 0.4611 -0.0351 0.085 Uiso 1 1 calc R U . . .
C18 C 0.9074(4) 0.40674(16) -0.0031(3) 0.0687(10) Uani 1 1 d . . . . .
H18 H 0.9506 0.4390 -0.0338 0.082 Uiso 1 1 calc R U . . .
C19 C 0.9682(3) 0.34576(15) 0.0439(2) 0.0555(8) Uani 1 1 d . . . . .
H19 H 1.0521 0.3370 0.0445 0.067 Uiso 1 1 calc R U . . .
C20 C 0.9387(2) 0.12016(14) 0.2413(3) 0.0463(7) Uani 1 1 d . . . . .
C21 C 0.8920(3) 0.02623(14) 0.3436(3) 0.0792(11) Uani 1 1 d . . . . .
H21A H 0.8160 0.0175 0.2811 0.119 Uiso 1 1 calc R U . . .
H21B H 0.8740 0.0177 0.4131 0.119 Uiso 1 1 calc R U . . .
H21C H 0.9600 -0.0041 0.3389 0.119 Uiso 1 1 calc R U . . .
C22 C 0.5941(3) 0.26900(13) 0.3004(3) 0.0446(7) Uani 1 1 d . . . . .
C23 C 0.5932(3) 0.31239(16) 0.3889(3) 0.0618(9) Uani 1 1 d . . . . .
H23 H 0.6515 0.3054 0.4605 0.074 Uiso 1 1 calc R U . . .
C24 C 0.5046(3) 0.36637(16) 0.3698(3) 0.0682(9) Uani 1 1 d . . . . .
H24 H 0.5048 0.3955 0.4295 0.082 Uiso 1 1 calc R U . . .
C25 C 0.4163(3) 0.37821(15) 0.2651(3) 0.0546(8) Uani 1 1 d . . . . .
C26 C 0.4178(3) 0.33364(16) 0.1791(3) 0.0600(8) Uani 1 1 d . . . . .
H26 H 0.3584 0.3400 0.1079 0.072 Uiso 1 1 calc R U . . .
C27 C 0.5059(3) 0.27942(16) 0.1961(3) 0.0553(8) Uani 1 1 d . . . . .
H27 H 0.5050 0.2501 0.1365 0.066 Uiso 1 1 calc R U . . .
C28 C 0.3228(3) 0.43810(15) 0.2466(3) 0.0797(11) Uani 1 1 d . . . . .
H28A H 0.3692 0.4813 0.2549 0.119 Uiso 1 1 calc R U . . .
H28B H 0.2774 0.4359 0.3011 0.119 Uiso 1 1 calc R U . . .
H28C H 0.2625 0.4353 0.1719 0.119 Uiso 1 1 calc R U . . .
N1 N 1.0259(2) 0.29276(10) 0.35783(19) 0.0436(6) Uani 1 1 d . . . . .
N2 N 0.8403(2) 0.24418(11) 0.37194(18) 0.0445(6) Uani 1 1 d . . . . .
O1 O 0.9336(2) 0.08282(10) 0.16255(19) 0.0672(6) Uani 1 1 d . . . . .
O2 O 0.93123(17) 0.09773(9) 0.34037(17) 0.0541(5) Uani 1 1 d . . . . .
O3 O 0.69309(16) 0.16833(9) 0.21590(15) 0.0483(5) Uani 1 1 d . . . . .
O4 O 0.69336(17) 0.15728(9) 0.41190(16) 0.0563(6) Uani 1 1 d . . . . .
S1 S 0.70863(6) 0.20080(4) 0.32339(6) 0.0444(2) 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
C1 C6 1.378(4) . ?
C1 C2 1.384(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.362(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.509(3) . ?
C7 N1 1.460(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.467(3) . ?
C8 C9 1.510(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C13 1.494(4) . ?
C9 C10 1.503(3) . ?
C9 C11 1.554(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C20 1.485(4) . ?
C11 C12 1.497(3) . ?
C11 C13 1.524(3) . ?
C12 N2 1.313(3) . ?
C12 N1 1.336(3) . ?
C13 C14 1.488(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.387(3) . ?
C14 C19 1.388(3) . ?
C15 C16 1.373(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.364(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.375(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.383(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O1 1.203(3) . ?
C20 O2 1.334(3) . ?
C21 O2 1.443(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C27 1.370(4) . ?
C22 C23 1.386(4) . ?
C22 S1 1.773(3) . ?
C23 C24 1.388(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.379(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(4) . ?
C25 C28 1.508(4) . ?
C26 C27 1.389(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N2 S1 1.609(2) . ?
O3 S1 1.4393(18) . ?
O4 S1 1.4350(18) . ?

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
C6 C1 C2 121.0(3) . . ?
C6 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 C7 119.4(3) . . ?
C1 C6 C7 121.4(3) . . ?
N1 C7 C6 114.0(2) . . ?
N1 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N1 C8 C9 105.4(2) . . ?
N1 C8 H8A 110.7 . . ?
C9 C8 H8A 110.7 . . ?
N1 C8 H8B 110.7 . . ?
C9 C8 H8B 110.7 . . ?
H8A C8 H8B 108.8 . . ?
C13 C9 C10 121.0(2) . . ?
C13 C9 C8 117.3(2) . . ?
C10 C9 C8 116.8(2) . . ?
C13 C9 C11 59.96(17) . . ?
C10 C9 C11 123.2(2) . . ?
C8 C9 C11 105.3(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C20 C11 C12 122.7(2) . . ?
C20 C11 C13 117.8(2) . . ?
C12 C11 C13 115.9(2) . . ?
C20 C11 C9 118.6(2) . . ?
C12 C11 C9 105.5(2) . . ?
C13 C11 C9 58.08(16) . . ?
N2 C12 N1 119.5(2) . . ?
N2 C12 C11 131.1(2) . . ?
N1 C12 C11 109.4(2) . . ?
C14 C13 C9 125.2(2) . . ?
C14 C13 C11 123.7(2) . . ?
C9 C13 C11 61.96(17) . . ?
C14 C13 H13 112.4 . . ?
C9 C13 H13 112.4 . . ?
C11 C13 H13 112.4 . . ?
C15 C14 C19 118.3(2) . . ?
C15 C14 C13 121.8(2) . . ?
C19 C14 C13 119.7(2) . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 120.0(3) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 120.1(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C14 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
O1 C20 O2 124.2(3) . . ?
O1 C20 C11 124.2(3) . . ?
O2 C20 C11 111.6(3) . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 119.4(3) . . ?
C27 C22 S1 120.9(2) . . ?
C23 C22 S1 119.7(2) . . ?
C22 C23 C24 119.4(3) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C25 C24 C23 122.0(3) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C26 C25 C24 117.4(3) . . ?
C26 C25 C28 121.8(3) . . ?
C24 C25 C28 120.8(3) . . ?
C25 C26 C27 121.6(3) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 H26 119.2 . . ?
C22 C27 C26 120.2(3) . . ?
C22 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C12 N1 C7 124.4(2) . . ?
C12 N1 C8 114.1(2) . . ?
C7 N1 C8 121.2(2) . . ?
C12 N2 S1 124.41(19) . . ?
C20 O2 C21 116.0(2) . . ?
O4 S1 O3 117.07(11) . . ?
O4 S1 N2 108.51(12) . . ?
O3 S1 N2 114.00(10) . . ?
O4 S1 C22 108.02(12) . . ?
O3 S1 C22 107.31(13) . . ?
N2 S1 C22 100.46(12) . . ?

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
C6 C1 C2 C3 0.0(4) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C3 C4 C5 C6 -0.3(5) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
C4 C5 C6 C7 -175.9(3) . . . . ?
C2 C1 C6 C5 -0.6(4) . . . . ?
C2 C1 C6 C7 176.0(2) . . . . ?
C5 C6 C7 N1 -130.1(3) . . . . ?
C1 C6 C7 N1 53.3(4) . . . . ?
N1 C8 C9 C13 59.5(3) . . . . ?
N1 C8 C9 C10 -145.1(2) . . . . ?
N1 C8 C9 C11 -4.3(3) . . . . ?
C13 C9 C11 C20 106.6(3) . . . . ?
C10 C9 C11 C20 -2.7(4) . . . . ?
C8 C9 C11 C20 -140.4(3) . . . . ?
C13 C9 C11 C12 -111.2(2) . . . . ?
C10 C9 C11 C12 139.4(3) . . . . ?
C8 C9 C11 C12 1.7(3) . . . . ?
C10 C9 C11 C13 -109.4(3) . . . . ?
C8 C9 C11 C13 113.0(2) . . . . ?
C20 C11 C12 N2 -37.5(4) . . . . ?
C13 C11 C12 N2 120.7(3) . . . . ?
C9 C11 C12 N2 -177.7(3) . . . . ?
C20 C11 C12 N1 141.9(2) . . . . ?
C13 C11 C12 N1 -59.9(3) . . . . ?
C9 C11 C12 N1 1.7(3) . . . . ?
C10 C9 C13 C14 -133.8(3) . . . . ?
C8 C9 C13 C14 20.6(3) . . . . ?
C11 C9 C13 C14 113.2(3) . . . . ?
C10 C9 C13 C11 113.1(3) . . . . ?
C8 C9 C13 C11 -92.6(2) . . . . ?
C20 C11 C13 C14 136.5(3) . . . . ?
C12 C11 C13 C14 -22.8(4) . . . . ?
C9 C11 C13 C14 -115.5(3) . . . . ?
C20 C11 C13 C9 -108.0(2) . . . . ?
C12 C11 C13 C9 92.7(2) . . . . ?
C9 C13 C14 C15 -123.4(3) . . . . ?
C11 C13 C14 C15 -46.2(4) . . . . ?
C9 C13 C14 C19 61.8(4) . . . . ?
C11 C13 C14 C19 139.1(3) . . . . ?
C19 C14 C15 C16 -1.6(4) . . . . ?
C13 C14 C15 C16 -176.4(3) . . . . ?
C14 C15 C16 C17 0.6(5) . . . . ?
C15 C16 C17 C18 0.7(5) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
C17 C18 C19 C14 -0.1(5) . . . . ?
C15 C14 C19 C18 1.3(4) . . . . ?
C13 C14 C19 C18 176.3(3) . . . . ?
C12 C11 C20 O1 163.5(3) . . . . ?
C13 C11 C20 O1 5.7(4) . . . . ?
C9 C11 C20 O1 -61.1(4) . . . . ?
C12 C11 C20 O2 -19.9(3) . . . . ?
C13 C11 C20 O2 -177.7(2) . . . . ?
C9 C11 C20 O2 115.5(3) . . . . ?
C27 C22 C23 C24 -1.2(4) . . . . ?
S1 C22 C23 C24 178.9(2) . . . . ?
C22 C23 C24 C25 0.3(5) . . . . ?
C23 C24 C25 C26 0.7(4) . . . . ?
C23 C24 C25 C28 -178.9(3) . . . . ?
C24 C25 C26 C27 -1.0(4) . . . . ?
C28 C25 C26 C27 178.6(3) . . . . ?
C23 C22 C27 C26 1.0(4) . . . . ?
S1 C22 C27 C26 -179.2(2) . . . . ?
C25 C26 C27 C22 0.1(4) . . . . ?
N2 C12 N1 C7 0.8(4) . . . . ?
C11 C12 N1 C7 -178.6(2) . . . . ?
N2 C12 N1 C8 174.7(2) . . . . ?
C11 C12 N1 C8 -4.8(3) . . . . ?
C6 C7 N1 C12 -130.2(3) . . . . ?
C6 C7 N1 C8 56.4(3) . . . . ?
C9 C8 N1 C12 5.8(3) . . . . ?
C9 C8 N1 C7 179.9(2) . . . . ?
N1 C12 N2 S1 165.35(19) . . . . ?
C11 C12 N2 S1 -15.3(4) . . . . ?
O1 C20 O2 C21 -11.2(4) . . . . ?
C11 C20 O2 C21 172.2(2) . . . . ?
C12 N2 S1 O4 124.3(2) . . . . ?
C12 N2 S1 O3 -8.1(3) . . . . ?
C12 N2 S1 C22 -122.5(2) . . . . ?
C27 C22 S1 O4 -122.6(2) . . . . ?
C23 C22 S1 O4 57.2(2) . . . . ?
C27 C22 S1 O3 4.4(3) . . . . ?
C23 C22 S1 O3 -175.7(2) . . . . ?
C27 C22 S1 N2 123.8(2) . . . . ?
C23 C22 S1 N2 -56.3(2) . . . . ?

_refine_diff_density_max         0.174
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1982272'
loop_
_audit_author_name
_audit_author_address
'Kirana D V'
;IIT Madras Chennai India
India
;
_audit_update_record             
;
2020-02-06 deposited with the CCDC.	2021-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H20 N2 O2 S'
_chemical_formula_sum            'C19 H20 N2 O2 S'
_chemical_formula_weight         340.43

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.5135(9)
_cell_length_b                   19.3340(17)
_cell_length_c                   9.3500(8)
_cell_angle_alpha                90
_cell_angle_beta                 114.646(3)
_cell_angle_gamma                90
_cell_volume                     1727.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1832
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      20.59

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.201
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8924
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.107
_diffrn_reflns_theta_max         24.481
_diffrn_reflns_theta_full        24.481
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             2798
_reflns_number_gt                1818
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+1.4417P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2798
_refine_ls_number_parameters     218
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1131
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_restrained_S_all      0.981
_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
C1 C 0.2524(4) -0.14002(17) 0.6765(4) 0.0611(9) Uani 1 1 d . . . . .
H1 H 0.2015 -0.1072 0.6020 0.073 Uiso 1 1 calc R U . . .
C2 C 0.1854(4) -0.18182(19) 0.7427(5) 0.0751(11) Uani 1 1 d . . . . .
H2 H 0.0896 -0.1770 0.7127 0.090 Uiso 1 1 calc R U . . .
C3 C 0.2595(5) -0.23047(19) 0.8526(5) 0.0804(11) Uani 1 1 d . . . . .
H3 H 0.2144 -0.2585 0.8978 0.096 Uiso 1 1 calc R U . . .
C4 C 0.3994(5) -0.23742(18) 0.8950(5) 0.0798(11) Uani 1 1 d . . . . .
H4 H 0.4497 -0.2705 0.9693 0.096 Uiso 1 1 calc R U . . .
C5 C 0.4671(4) -0.19613(16) 0.8294(4) 0.0638(9) Uani 1 1 d . . . . .
H5 H 0.5626 -0.2018 0.8591 0.077 Uiso 1 1 calc R U . . .
C6 C 0.3950(3) -0.14641(14) 0.7199(3) 0.0474(8) Uani 1 1 d . . . . .
C7 C 0.4689(4) -0.10035(16) 0.6496(4) 0.0622(9) Uani 1 1 d . . . . .
H7A H 0.5502 -0.1244 0.6504 0.075 Uiso 1 1 calc R U . . .
H7B H 0.4068 -0.0908 0.5408 0.075 Uiso 1 1 calc R U . . .
C8 C 0.6413(4) -0.0300(2) 0.8816(4) 0.0789(11) Uani 1 1 d . . . . .
H8A H 0.7230 -0.0445 0.8660 0.095 Uiso 1 1 calc R U . . .
H8B H 0.6336 -0.0583 0.9633 0.095 Uiso 1 1 calc R U . . .
C9 C 0.6498(4) 0.0456(2) 0.9232(4) 0.0789(11) Uani 1 1 d . . . . .
H9 H 0.6839 0.0596 1.0337 0.095 Uiso 1 1 calc R U . . .
C10 C 0.6632(4) 0.0928(2) 0.8082(5) 0.0947(13) Uani 1 1 d . . . . .
H10A H 0.6856 0.0729 0.7262 0.114 Uiso 1 1 calc R U . . .
H10B H 0.7043 0.1379 0.8451 0.114 Uiso 1 1 calc R U . . .
C11 C 0.5213(3) 0.07898(16) 0.8016(4) 0.0633(9) Uani 1 1 d . . . . .
H11 H 0.4722 0.1151 0.8324 0.076 Uiso 1 1 calc R U . . .
C12 C 0.4415(3) 0.02391(15) 0.6922(4) 0.0486(8) Uani 1 1 d . . . . .
C13 C 0.1681(3) 0.11298(14) 0.6599(3) 0.0443(7) Uani 1 1 d . . . . .
C14 C 0.1985(3) 0.17548(16) 0.7388(4) 0.0574(9) Uani 1 1 d . . . . .
H14 H 0.2523 0.2082 0.7159 0.069 Uiso 1 1 calc R U . . .
C15 C 0.1492(3) 0.18951(16) 0.8515(4) 0.0594(9) Uani 1 1 d . . . . .
H15 H 0.1707 0.2316 0.9043 0.071 Uiso 1 1 calc R U . . .
C16 C 0.0688(3) 0.14228(17) 0.8870(4) 0.0534(8) Uani 1 1 d . . . . .
C17 C 0.0386(3) 0.08017(17) 0.8067(4) 0.0577(9) Uani 1 1 d . . . . .
H17 H -0.0155 0.0476 0.8295 0.069 Uiso 1 1 calc R U . . .
C18 C 0.0869(3) 0.06515(16) 0.6931(4) 0.0517(8) Uani 1 1 d . . . . .
H18 H 0.0647 0.0232 0.6397 0.062 Uiso 1 1 calc R U . . .
C19 C 0.0197(4) 0.1573(2) 1.0143(4) 0.0780(11) Uani 1 1 d . . . . .
H19A H -0.0255 0.1171 1.0316 0.117 Uiso 1 1 calc R U . . .
H19B H -0.0451 0.1952 0.9822 0.117 Uiso 1 1 calc R U . . .
H19C H 0.0987 0.1692 1.1098 0.117 Uiso 1 1 calc R U . . .
N1 N 0.5139(3) -0.03484(13) 0.7344(3) 0.0541(7) Uani 1 1 d . . . . .
N2 N 0.3194(3) 0.02432(12) 0.5711(3) 0.0502(6) Uani 1 1 d . . . . .
O1 O 0.1121(2) 0.07738(12) 0.3723(2) 0.0679(7) Uani 1 1 d . . . . .
O2 O 0.3133(2) 0.15273(10) 0.5100(3) 0.0674(7) Uani 1 1 d . . . . .
S1 S 0.23034(8) 0.09467(4) 0.51501(10) 0.0514(2) 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
C1 C2 1.377(5) . ?
C1 C6 1.385(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.502(4) . ?
C7 N1 1.464(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.470(4) . ?
C8 C9 1.505(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.462(5) . ?
C9 C11 1.501(5) . ?
C9 H9 0.9800 . ?
C10 C11 1.491(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.472(4) . ?
C11 H11 0.9800 . ?
C12 N2 1.310(4) . ?
C12 N1 1.332(4) . ?
C13 C18 1.379(4) . ?
C13 C14 1.382(4) . ?
C13 S1 1.769(3) . ?
C14 C15 1.382(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(4) . ?
C16 C19 1.509(4) . ?
C17 C18 1.386(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
N2 S1 1.610(2) . ?
O1 S1 1.433(2) . ?
O2 S1 1.434(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
C2 C1 C6 120.7(3) . . ?
C2 C1 H1 119.7 . . ?
C6 C1 H1 119.7 . . ?
C1 C2 C3 120.1(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 119.6(4) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 120.7(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 118.2(3) . . ?
C1 C6 C7 120.9(3) . . ?
C5 C6 C7 120.9(3) . . ?
N1 C7 C6 112.6(2) . . ?
N1 C7 H7A 109.1 . . ?
C6 C7 H7A 109.1 . . ?
N1 C7 H7B 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
N1 C8 C9 103.7(3) . . ?
N1 C8 H8A 111.0 . . ?
C9 C8 H8A 111.0 . . ?
N1 C8 H8B 111.0 . . ?
C9 C8 H8B 111.0 . . ?
H8A C8 H8B 109.0 . . ?
C10 C9 C11 60.4(2) . . ?
C10 C9 C8 115.4(4) . . ?
C11 C9 C8 106.5(3) . . ?
C10 C9 H9 119.8 . . ?
C11 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 61.1(3) . . ?
C9 C10 H10A 117.7 . . ?
C11 C10 H10A 117.7 . . ?
C9 C10 H10B 117.7 . . ?
C11 C10 H10B 117.7 . . ?
H10A C10 H10B 114.8 . . ?
C12 C11 C10 115.4(3) . . ?
C12 C11 C9 106.7(3) . . ?
C10 C11 C9 58.5(2) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C9 C11 H11 120.1 . . ?
N2 C12 N1 119.6(3) . . ?
N2 C12 C11 131.7(3) . . ?
N1 C12 C11 108.7(3) . . ?
C18 C13 C14 119.6(3) . . ?
C18 C13 S1 120.0(2) . . ?
C14 C13 S1 120.4(2) . . ?
C13 C14 C15 120.1(3) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 118.1(3) . . ?
C15 C16 C19 120.6(3) . . ?
C17 C16 C19 121.3(3) . . ?
C18 C17 C16 121.6(3) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C13 C18 C17 119.4(3) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C12 N1 C7 124.2(3) . . ?
C12 N1 C8 114.1(3) . . ?
C7 N1 C8 121.7(3) . . ?
C12 N2 S1 120.9(2) . . ?
O1 S1 O2 117.07(14) . . ?
O1 S1 N2 105.49(13) . . ?
O2 S1 N2 113.12(13) . . ?
O1 S1 C13 107.81(13) . . ?
O2 S1 C13 107.01(14) . . ?
N2 S1 C13 105.69(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
C6 C1 C2 C3 -0.1(5) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C2 C1 C6 C5 0.7(5) . . . . ?
C2 C1 C6 C7 -179.2(3) . . . . ?
C4 C5 C6 C1 -0.9(5) . . . . ?
C4 C5 C6 C7 179.0(3) . . . . ?
C1 C6 C7 N1 86.3(4) . . . . ?
C5 C6 C7 N1 -93.6(3) . . . . ?
N1 C8 C9 C10 -61.4(4) . . . . ?
N1 C8 C9 C11 3.2(4) . . . . ?
C8 C9 C10 C11 95.3(3) . . . . ?
C9 C10 C11 C12 -94.7(3) . . . . ?
C10 C9 C11 C12 110.0(3) . . . . ?
C8 C9 C11 C12 -0.3(4) . . . . ?
C8 C9 C11 C10 -110.3(4) . . . . ?
C10 C11 C12 N2 -121.4(4) . . . . ?
C9 C11 C12 N2 176.1(3) . . . . ?
C10 C11 C12 N1 59.4(4) . . . . ?
C9 C11 C12 N1 -3.1(4) . . . . ?
C18 C13 C14 C15 0.8(4) . . . . ?
S1 C13 C14 C15 179.8(2) . . . . ?
C13 C14 C15 C16 -0.4(5) . . . . ?
C14 C15 C16 C17 0.0(5) . . . . ?
C14 C15 C16 C19 177.9(3) . . . . ?
C15 C16 C17 C18 -0.1(5) . . . . ?
C19 C16 C17 C18 -178.0(3) . . . . ?
C14 C13 C18 C17 -0.9(4) . . . . ?
S1 C13 C18 C17 -179.9(2) . . . . ?
C16 C17 C18 C13 0.6(5) . . . . ?
N2 C12 N1 C7 2.6(4) . . . . ?
C11 C12 N1 C7 -178.0(3) . . . . ?
N2 C12 N1 C8 -173.7(3) . . . . ?
C11 C12 N1 C8 5.6(4) . . . . ?
C6 C7 N1 C12 -96.2(3) . . . . ?
C6 C7 N1 C8 79.9(4) . . . . ?
C9 C8 N1 C12 -5.6(4) . . . . ?
C9 C8 N1 C7 177.9(3) . . . . ?
N1 C12 N2 S1 -178.9(2) . . . . ?
C11 C12 N2 S1 1.9(5) . . . . ?
C12 N2 S1 O1 174.1(2) . . . . ?
C12 N2 S1 O2 45.0(3) . . . . ?
C12 N2 S1 C13 -71.8(3) . . . . ?
C18 C13 S1 O1 54.6(3) . . . . ?
C14 C13 S1 O1 -124.4(2) . . . . ?
C18 C13 S1 O2 -178.6(2) . . . . ?
C14 C13 S1 O2 2.3(3) . . . . ?
C18 C13 S1 N2 -57.8(3) . . . . ?
C14 C13 S1 N2 123.2(2) . . . . ?

_refine_diff_density_max         0.312
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_1004
_database_code_depnum_ccdc_archive 'CCDC 1983751'
loop_
_audit_author_name
_audit_author_address
'Kirana D V'
;IIT Madras Chennai India
India
;
_audit_update_record             
;
2020-02-13 deposited with the CCDC.	2021-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H24 N2 O4 S'
_chemical_formula_sum            'C23 H24 N2 O4 S'
_chemical_formula_weight         424.50

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   10.7975(4)
_cell_length_b                   15.5298(5)
_cell_length_c                   13.5300(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.2414(13)
_cell_angle_gamma                90
_cell_volume                     2114.62(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6482
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.90

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.186
_shelx_estimated_absorpt_T_min   0.955
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16761
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.080
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3725
_reflns_number_gt                2952
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0472P)²+0.8061P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0028(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3725
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.1031
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.003
_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
C1 C 0.4343(2) 0.29213(14) 0.48313(17) 0.0579(6) Uani 1 1 d . . . . .
H1 H 0.4590 0.3532 0.4905 0.069 Uiso 1 1 calc R U . . .
C2 C 0.3880(2) 0.25970(16) 0.57112(16) 0.0620(6) Uani 1 1 d . . . . .
H2A H 0.4449 0.2812 0.6399 0.074 Uiso 1 1 calc R U . . .
H2B H 0.2971 0.2768 0.5580 0.074 Uiso 1 1 calc R U . . .
C3 C 0.3997(2) 0.16198(15) 0.56459(16) 0.0564(6) Uani 1 1 d . . . . .
H3A H 0.4199 0.1357 0.6337 0.068 Uiso 1 1 calc R U . . .
H3B H 0.3179 0.1374 0.5157 0.068 Uiso 1 1 calc R U . . .
C4 C 0.5129(2) 0.14856(15) 0.52485(15) 0.0529(5) Uani 1 1 d . . . . .
H4 H 0.5851 0.1098 0.5651 0.063 Uiso 1 1 calc R U . . .
C5 C 0.49089(18) 0.16483(13) 0.40796(14) 0.0445(5) Uani 1 1 d . . . . .
C6 C 0.35726(18) 0.19715(11) 0.33862(14) 0.0385(4) Uani 1 1 d . . . . .
C7 C 0.5489(2) 0.23338(15) 0.49195(16) 0.0569(6) Uani 1 1 d . . . . .
H7 H 0.6409 0.2537 0.5131 0.068 Uiso 1 1 calc R U . . .
C8 C 0.5866(2) 0.12460(15) 0.36577(16) 0.0526(5) Uani 1 1 d . . . . .
C9 C 0.6543(3) 0.1182(2) 0.2197(2) 0.0849(8) Uani 1 1 d . . . . .
H9A H 0.7454 0.1214 0.2668 0.127 Uiso 1 1 calc R U . . .
H9B H 0.6436 0.1491 0.1556 0.127 Uiso 1 1 calc R U . . .
H9C H 0.6299 0.0590 0.2030 0.127 Uiso 1 1 calc R U . . .
C10 C 0.13939(18) 0.02008(11) 0.23908(13) 0.0389(4) Uani 1 1 d . . . . .
C11 C 0.01960(19) 0.00241(13) 0.15988(15) 0.0476(5) Uani 1 1 d . . . . .
H11 H 0.0047 0.0186 0.0903 0.057 Uiso 1 1 calc R U . . .
C12 C -0.0784(2) -0.03955(15) 0.18423(17) 0.0600(6) Uani 1 1 d . . . . .
H12 H -0.1589 -0.0518 0.1303 0.072 Uiso 1 1 calc R U . . .
C13 C -0.0598(2) -0.06369(14) 0.28640(18) 0.0586(6) Uani 1 1 d . . . . .
C14 C 0.0611(2) -0.04439(15) 0.36490(16) 0.0604(6) Uani 1 1 d . . . . .
H14 H 0.0753 -0.0595 0.4347 0.073 Uiso 1 1 calc R U . . .
C15 C 0.1603(2) -0.00361(13) 0.34231(15) 0.0517(5) Uani 1 1 d . . . . .
H15 H 0.2412 0.0080 0.3961 0.062 Uiso 1 1 calc R U . . .
C16 C -0.1664(3) -0.1101(2) 0.3133(2) 0.0985(10) Uani 1 1 d . . . . .
H16A H -0.2007 -0.0727 0.3538 0.148 Uiso 1 1 calc R U . . .
H16B H -0.1292 -0.1607 0.3542 0.148 Uiso 1 1 calc R U . . .
H16C H -0.2370 -0.1266 0.2491 0.148 Uiso 1 1 calc R U . . .
C17 C 0.2133(2) 0.32202(12) 0.32996(17) 0.0541(5) Uani 1 1 d . . . . .
H17A H 0.1770 0.3089 0.2548 0.065 Uiso 1 1 calc R U . . .
H17B H 0.2380 0.3824 0.3370 0.065 Uiso 1 1 calc R U . . .
C18 C 0.1051(2) 0.30931(13) 0.37427(15) 0.0490(5) Uani 1 1 d . . . . .
C19 C 0.0535(2) 0.22819(16) 0.37858(17) 0.0630(6) Uani 1 1 d . . . . .
H19 H 0.0847 0.1805 0.3531 0.076 Uiso 1 1 calc R U . . .
C20 C -0.0449(3) 0.2187(2) 0.4211(2) 0.0870(10) Uani 1 1 d . . . . .
H20 H -0.0793 0.1644 0.4249 0.104 Uiso 1 1 calc R U . . .
C21 C -0.0918(3) 0.2902(3) 0.4578(2) 0.0993(11) Uani 1 1 d . . . . .
H21 H -0.1568 0.2838 0.4873 0.119 Uiso 1 1 calc R U . . .
C22 C -0.0429(3) 0.3698(2) 0.4508(2) 0.0871(9) Uani 1 1 d . . . . .
H22 H -0.0764 0.4177 0.4739 0.104 Uiso 1 1 calc R U . . .
C23 C 0.0546(2) 0.37972(16) 0.41008(18) 0.0629(6) Uani 1 1 d . . . . .
H23 H 0.0876 0.4344 0.4063 0.076 Uiso 1 1 calc R U . . .
N1 N 0.33309(16) 0.27102(9) 0.37833(12) 0.0446(4) Uani 1 1 d . . . . .
N2 N 0.26780(15) 0.16584(9) 0.25193(12) 0.0421(4) Uani 1 1 d . . . . .
O1 O 0.67327(16) 0.07593(13) 0.41447(12) 0.0775(5) Uani 1 1 d . . . . .
O2 O 0.57057(14) 0.15580(10) 0.27009(11) 0.0589(4) Uani 1 1 d . . . . .
O3 O 0.38815(13) 0.02203(8) 0.26962(12) 0.0549(4) Uani 1 1 d . . . . .
O4 O 0.23192(15) 0.07178(9) 0.09779(11) 0.0584(4) Uani 1 1 d . . . . .
S1 S 0.27024(5) 0.06924(3) 0.21094(4) 0.04199(16) 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
C1 N1 1.480(3) . ?
C1 C7 1.508(3) . ?
C1 C2 1.533(3) . ?
C1 H1 0.9800 . ?
C2 C3 1.528(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.517(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C7 1.487(3) . ?
C4 C5 1.533(3) . ?
C4 H4 0.9800 . ?
C5 C8 1.487(3) . ?
C5 C6 1.494(3) . ?
C5 C7 1.517(3) . ?
C6 N2 1.313(2) . ?
C6 N1 1.332(2) . ?
C7 H7 0.9800 . ?
C8 O1 1.198(3) . ?
C8 O2 1.334(2) . ?
C9 O2 1.439(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.376(3) . ?
C10 C15 1.381(2) . ?
C10 S1 1.7646(19) . ?
C11 C12 1.381(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.375(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.385(3) . ?
C13 C16 1.510(3) . ?
C14 C15 1.371(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 N1 1.455(3) . ?
C17 C18 1.506(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C23 1.385(3) . ?
C18 C19 1.387(3) . ?
C19 C20 1.387(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.386(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.363(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
N2 S1 1.6029(15) . ?
O3 S1 1.4340(14) . ?
O4 S1 1.4344(14) . ?

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 C1 C7 104.00(16) . . ?
N1 C1 C2 109.65(17) . . ?
C7 C1 C2 103.23(19) . . ?
N1 C1 H1 113.1 . . ?
C7 C1 H1 113.1 . . ?
C2 C1 H1 113.1 . . ?
C3 C2 C1 102.96(17) . . ?
C3 C2 H2A 111.2 . . ?
C1 C2 H2A 111.2 . . ?
C3 C2 H2B 111.2 . . ?
C1 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
C4 C3 C2 104.54(18) . . ?
C4 C3 H3A 110.8 . . ?
C2 C3 H3A 110.8 . . ?
C4 C3 H3B 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
C7 C4 C3 108.45(19) . . ?
C7 C4 C5 60.29(13) . . ?
C3 C4 C5 119.98(17) . . ?
C7 C4 H4 118.0 . . ?
C3 C4 H4 118.0 . . ?
C5 C4 H4 118.0 . . ?
C8 C5 C6 123.18(16) . . ?
C8 C5 C7 115.24(16) . . ?
C6 C5 C7 106.11(16) . . ?
C8 C5 C4 117.23(17) . . ?
C6 C5 C4 117.15(16) . . ?
C7 C5 C4 58.35(13) . . ?
N2 C6 N1 119.40(17) . . ?
N2 C6 C5 131.83(17) . . ?
N1 C6 C5 108.77(15) . . ?
C4 C7 C1 105.25(17) . . ?
C4 C7 C5 61.35(13) . . ?
C1 C7 C5 105.12(16) . . ?
C4 C7 H7 123.0 . . ?
C1 C7 H7 123.0 . . ?
C5 C7 H7 123.0 . . ?
O1 C8 O2 124.3(2) . . ?
O1 C8 C5 124.55(19) . . ?
O2 C8 C5 110.86(18) . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 119.85(18) . . ?
C11 C10 S1 121.23(14) . . ?
C15 C10 S1 118.87(14) . . ?
C10 C11 C12 119.60(18) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 121.55(19) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C14 117.8(2) . . ?
C12 C13 C16 121.7(2) . . ?
C14 C13 C16 120.5(2) . . ?
C15 C14 C13 121.65(19) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C14 C15 C10 119.57(18) . . ?
C14 C15 H15 120.2 . . ?
C10 C15 H15 120.2 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C17 C18 116.17(16) . . ?
N1 C17 H17A 108.2 . . ?
C18 C17 H17A 108.2 . . ?
N1 C17 H17B 108.2 . . ?
C18 C17 H17B 108.2 . . ?
H17A C17 H17B 107.4 . . ?
C23 C18 C19 119.1(2) . . ?
C23 C18 C17 119.75(19) . . ?
C19 C18 C17 121.12(19) . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.5(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C22 C23 C18 120.8(3) . . ?
C22 C23 H23 119.6 . . ?
C18 C23 H23 119.6 . . ?
C6 N1 C17 124.04(16) . . ?
C6 N1 C1 113.13(16) . . ?
C17 N1 C1 122.55(16) . . ?
C6 N2 S1 123.82(13) . . ?
C8 O2 C9 115.45(19) . . ?
O3 S1 O4 117.38(9) . . ?
O3 S1 N2 114.18(8) . . ?
O4 S1 N2 108.00(8) . . ?
O3 S1 C10 106.20(8) . . ?
O4 S1 C10 107.35(8) . . ?
N2 S1 C10 102.44(8) . . ?

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
N1 C1 C2 C3 70.7(2) . . . . ?
C7 C1 C2 C3 -39.6(2) . . . . ?
C1 C2 C3 C4 30.0(2) . . . . ?
C2 C3 C4 C7 -9.4(2) . . . . ?
C2 C3 C4 C5 -75.2(2) . . . . ?
C7 C4 C5 C8 104.3(2) . . . . ?
C3 C4 C5 C8 -160.50(19) . . . . ?
C7 C4 C5 C6 -92.88(19) . . . . ?
C3 C4 C5 C6 2.4(3) . . . . ?
C3 C4 C5 C7 95.2(2) . . . . ?
C8 C5 C6 N2 40.4(3) . . . . ?
C7 C5 C6 N2 176.40(19) . . . . ?
C4 C5 C6 N2 -121.4(2) . . . . ?
C8 C5 C6 N1 -139.83(19) . . . . ?
C7 C5 C6 N1 -3.8(2) . . . . ?
C4 C5 C6 N1 58.4(2) . . . . ?
C3 C4 C7 C1 -15.4(2) . . . . ?
C5 C4 C7 C1 99.16(17) . . . . ?
C3 C4 C7 C5 -114.60(18) . . . . ?
N1 C1 C7 C4 -80.43(18) . . . . ?
C2 C1 C7 C4 34.06(19) . . . . ?
N1 C1 C7 C5 -16.6(2) . . . . ?
C2 C1 C7 C5 97.89(18) . . . . ?
C8 C5 C7 C4 -107.7(2) . . . . ?
C6 C5 C7 C4 112.33(17) . . . . ?
C8 C5 C7 C1 152.95(18) . . . . ?
C6 C5 C7 C1 13.0(2) . . . . ?
C4 C5 C7 C1 -99.38(18) . . . . ?
C6 C5 C8 O1 -156.3(2) . . . . ?
C7 C5 C8 O1 71.2(3) . . . . ?
C4 C5 C8 O1 5.4(3) . . . . ?
C6 C5 C8 O2 29.2(3) . . . . ?
C7 C5 C8 O2 -103.2(2) . . . . ?
C4 C5 C8 O2 -169.03(17) . . . . ?
C15 C10 C11 C12 -0.5(3) . . . . ?
S1 C10 C11 C12 177.15(16) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
C11 C12 C13 C14 0.1(4) . . . . ?
C11 C12 C13 C16 -179.6(2) . . . . ?
C12 C13 C14 C15 -0.8(4) . . . . ?
C16 C13 C14 C15 178.8(3) . . . . ?
C13 C14 C15 C10 0.9(4) . . . . ?
C11 C10 C15 C14 -0.2(3) . . . . ?
S1 C10 C15 C14 -177.90(17) . . . . ?
N1 C17 C18 C23 125.5(2) . . . . ?
N1 C17 C18 C19 -55.5(3) . . . . ?
C23 C18 C19 C20 -1.7(3) . . . . ?
C17 C18 C19 C20 179.2(2) . . . . ?
C18 C19 C20 C21 0.7(4) . . . . ?
C19 C20 C21 C22 1.0(4) . . . . ?
C20 C21 C22 C23 -1.6(4) . . . . ?
C21 C22 C23 C18 0.5(4) . . . . ?
C19 C18 C23 C22 1.1(3) . . . . ?
C17 C18 C23 C22 -179.8(2) . . . . ?
N2 C6 N1 C17 -1.7(3) . . . . ?
C5 C6 N1 C17 178.50(16) . . . . ?
N2 C6 N1 C1 172.35(16) . . . . ?
C5 C6 N1 C1 -7.4(2) . . . . ?
C18 C17 N1 C6 97.3(2) . . . . ?
C18 C17 N1 C1 -76.2(2) . . . . ?
C7 C1 N1 C6 15.6(2) . . . . ?
C2 C1 N1 C6 -94.3(2) . . . . ?
C7 C1 N1 C17 -170.28(17) . . . . ?
C2 C1 N1 C17 79.9(2) . . . . ?
N1 C6 N2 S1 -166.07(13) . . . . ?
C5 C6 N2 S1 13.7(3) . . . . ?
O1 C8 O2 C9 8.3(3) . . . . ?
C5 C8 O2 C9 -177.23(18) . . . . ?
C6 N2 S1 O3 -7.50(19) . . . . ?
C6 N2 S1 O4 -140.03(16) . . . . ?
C6 N2 S1 C10 106.84(16) . . . . ?
C11 C10 S1 O3 -134.97(16) . . . . ?
C15 C10 S1 O3 42.72(17) . . . . ?
C11 C10 S1 O4 -8.63(18) . . . . ?
C15 C10 S1 O4 169.05(15) . . . . ?
C11 C10 S1 N2 104.98(16) . . . . ?
C15 C10 S1 N2 -77.34(16) . . . . ?

_refine_diff_density_max         0.188
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.034



####################################################################### 
# 
# 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_926
_database_code_depnum_ccdc_archive 'CCDC 1911213'
loop_
_audit_author_name
_audit_author_address
'Kirana D V'
;IIT Madras Chennai India
India
;
_audit_update_record             
;
2020-01-10 deposited with the CCDC.	2021-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H25 N2 O5 P'
_chemical_formula_weight         476.45

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   14.0275(5)
_cell_length_b                   9.3309(3)
_cell_length_c                   18.6042(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.9190(14)
_cell_angle_gamma                90
_cell_volume                     2382.59(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7115
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      26.52

_exptl_crystal_description       BLock
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.156
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17571
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.663
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4194
_reflns_number_gt                3407
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+0.7376P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4194
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.015
_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
C1 C 0.21696(12) 0.30427(19) 0.08760(9) 0.0375(4) Uani 1 1 d . . . . .
C2 C 0.11047(12) 0.3131(2) 0.08719(10) 0.0450(4) Uani 1 1 d . . . . .
C3 C 0.04793(15) 0.3049(3) 0.01059(12) 0.0636(6) Uani 1 1 d . . . . .
H3A H -0.0173 0.3446 0.0030 0.076 Uiso 1 1 calc R U . . .
H3B H 0.0800 0.3166 -0.0305 0.076 Uiso 1 1 calc R U . . .
C4 C 0.06776(15) 0.1714(2) 0.05455(12) 0.0599(6) Uani 1 1 d . . . . .
H4 H 0.0147 0.1276 0.0738 0.072 Uiso 1 1 calc R U . . .
C5 C 0.15180(15) 0.0794(2) 0.04467(12) 0.0580(5) Uani 1 1 d . . . . .
H5A H 0.1591 -0.0025 0.0774 0.070 Uiso 1 1 calc R U . . .
H5B H 0.1430 0.0456 -0.0056 0.070 Uiso 1 1 calc R U . . .
C6 C 0.33009(14) 0.1319(2) 0.04919(10) 0.0491(5) Uani 1 1 d . . . . .
H6A H 0.3436 0.0343 0.0662 0.059 Uiso 1 1 calc R U . . .
H6B H 0.3799 0.1930 0.0777 0.059 Uiso 1 1 calc R U . . .
C7 C 0.33680(13) 0.14025(19) -0.03055(10) 0.0419(4) Uani 1 1 d . . . . .
C8 C 0.37129(19) 0.0258(2) -0.06405(13) 0.0682(6) Uani 1 1 d . . . . .
H8 H 0.3891 -0.0580 -0.0376 0.082 Uiso 1 1 calc R U . . .
C9 C 0.3797(2) 0.0336(3) -0.13658(14) 0.0836(8) Uani 1 1 d . . . . .
H9 H 0.4031 -0.0448 -0.1586 0.100 Uiso 1 1 calc R U . . .
C10 C 0.35425(18) 0.1549(3) -0.17584(13) 0.0698(7) Uani 1 1 d . . . . .
H10 H 0.3603 0.1600 -0.2246 0.084 Uiso 1 1 calc R U . . .
C11 C 0.31973(17) 0.2693(3) -0.14364(12) 0.0633(6) Uani 1 1 d . . . . .
H11 H 0.3018 0.3524 -0.1707 0.076 Uiso 1 1 calc R U . . .
C12 C 0.31119(15) 0.2629(2) -0.07110(11) 0.0516(5) Uani 1 1 d . . . . .
H12 H 0.2880 0.3419 -0.0495 0.062 Uiso 1 1 calc R U . . .
C13 C 0.07135(14) 0.3812(2) 0.14711(11) 0.0498(5) Uani 1 1 d . . . . .
C14 C 0.11568(18) 0.4606(3) 0.27026(12) 0.0689(6) Uani 1 1 d . . . . .
H14A H 0.0462 0.4693 0.2635 0.103 Uiso 1 1 calc R U . . .
H14B H 0.1445 0.5544 0.2744 0.103 Uiso 1 1 calc R U . . .
H14C H 0.1403 0.4072 0.3143 0.103 Uiso 1 1 calc R U . . .
C15 C 0.33858(13) 0.65313(18) 0.01525(10) 0.0419(4) Uani 1 1 d . . . . .
C16 C 0.25154(14) 0.6626(2) -0.03430(12) 0.0581(5) Uani 1 1 d . . . . .
H16 H 0.1932 0.6687 -0.0181 0.070 Uiso 1 1 calc R U . . .
C17 C 0.25173(17) 0.6629(3) -0.10851(13) 0.0700(7) Uani 1 1 d . . . . .
H17 H 0.1930 0.6685 -0.1424 0.084 Uiso 1 1 calc R U . . .
C18 C 0.33684(19) 0.6552(2) -0.13261(13) 0.0668(6) Uani 1 1 d . . . . .
H18 H 0.3361 0.6562 -0.1827 0.080 Uiso 1 1 calc R U . . .
C19 C 0.42335(17) 0.6458(2) -0.08304(14) 0.0648(6) Uani 1 1 d . . . . .
H19 H 0.4814 0.6394 -0.0996 0.078 Uiso 1 1 calc R U . . .
C20 C 0.42506(14) 0.6458(2) -0.00833(13) 0.0534(5) Uani 1 1 d . . . . .
H20 H 0.4840 0.6410 0.0254 0.064 Uiso 1 1 calc R U . . .
C21 C 0.40190(13) 0.51657(19) 0.24673(9) 0.0406(4) Uani 1 1 d . . . . .
C22 C 0.48974(14) 0.5826(2) 0.24913(11) 0.0514(5) Uani 1 1 d . . . . .
H22 H 0.4932 0.6685 0.2244 0.062 Uiso 1 1 calc R U . . .
C23 C 0.57309(14) 0.5193(3) 0.28898(12) 0.0596(6) Uani 1 1 d . . . . .
H23 H 0.6332 0.5632 0.2914 0.071 Uiso 1 1 calc R U . . .
C24 C 0.56776(16) 0.3924(3) 0.32491(12) 0.0627(6) Uani 1 1 d . . . . .
H24 H 0.6241 0.3503 0.3516 0.075 Uiso 1 1 calc R U . . .
C25 C 0.47881(16) 0.3271(3) 0.32144(12) 0.0638(6) Uani 1 1 d . . . . .
H25 H 0.4753 0.2407 0.3456 0.077 Uiso 1 1 calc R U . . .
C26 C 0.39547(14) 0.3894(2) 0.28231(11) 0.0529(5) Uani 1 1 d . . . . .
H26 H 0.3353 0.3459 0.2800 0.063 Uiso 1 1 calc R U . . .
N1 N 0.23578(11) 0.17448(16) 0.06294(8) 0.0439(4) Uani 1 1 d . . . . .
N2 N 0.28513(10) 0.40051(15) 0.10460(8) 0.0379(3) Uani 1 1 d . . . . .
O1 O -0.01170(10) 0.4177(2) 0.14195(9) 0.0772(5) Uani 1 1 d . . . . .
O2 O 0.13965(9) 0.38721(15) 0.20836(7) 0.0500(3) Uani 1 1 d . . . . .
O3 O 0.17000(9) 0.62580(15) 0.11121(7) 0.0525(3) Uani 1 1 d . . . . .
O4 O 0.34376(9) 0.65296(13) 0.09100(7) 0.0477(3) Uani 1 1 d . . . . .
O5 O 0.31610(9) 0.58471(14) 0.21090(7) 0.0471(3) Uani 1 1 d . . . . .
P1 P 0.26768(3) 0.56428(5) 0.12692(3) 0.03946(14) 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
C1 N2 1.302(2) . ?
C1 N1 1.341(2) . ?
C1 C2 1.494(2) . ?
C2 C13 1.483(3) . ?
C2 C3 1.513(3) . ?
C2 C4 1.525(3) . ?
C3 C4 1.485(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.500(3) . ?
C4 H4 0.9800 . ?
C5 N1 1.458(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 N1 1.454(2) . ?
C6 C7 1.508(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.374(3) . ?
C7 C12 1.377(3) . ?
C8 C9 1.381(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.354(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.361(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 O1 1.198(2) . ?
C13 O2 1.330(2) . ?
C14 O2 1.438(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.372(3) . ?
C15 C20 1.374(3) . ?
C15 O4 1.396(2) . ?
C16 C17 1.381(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.361(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.367(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.385(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.370(3) . ?
C21 C26 1.370(3) . ?
C21 O5 1.402(2) . ?
C22 C23 1.381(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.369(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.378(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.372(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
N2 P1 1.6153(15) . ?
O3 P1 1.4584(13) . ?
O4 P1 1.6016(13) . ?
O5 P1 1.5812(13) . ?

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
N2 C1 N1 121.30(15) . . ?
N2 C1 C2 130.26(16) . . ?
N1 C1 C2 108.38(15) . . ?
C13 C2 C1 122.97(15) . . ?
C13 C2 C3 119.78(17) . . ?
C1 C2 C3 112.74(15) . . ?
C13 C2 C4 119.67(16) . . ?
C1 C2 C4 105.33(16) . . ?
C3 C2 C4 58.51(14) . . ?
C4 C3 C2 61.13(13) . . ?
C4 C3 H3A 117.7 . . ?
C2 C3 H3A 117.7 . . ?
C4 C3 H3B 117.7 . . ?
C2 C3 H3B 117.7 . . ?
H3A C3 H3B 114.8 . . ?
C3 C4 C5 118.39(18) . . ?
C3 C4 C2 60.36(13) . . ?
C5 C4 C2 106.91(15) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C2 C4 H4 118.8 . . ?
N1 C5 C4 103.94(16) . . ?
N1 C5 H5A 111.0 . . ?
C4 C5 H5A 111.0 . . ?
N1 C5 H5B 111.0 . . ?
C4 C5 H5B 111.0 . . ?
H5A C5 H5B 109.0 . . ?
N1 C6 C7 113.76(15) . . ?
N1 C6 H6A 108.8 . . ?
C7 C6 H6A 108.8 . . ?
N1 C6 H6B 108.8 . . ?
C7 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C8 C7 C12 118.30(18) . . ?
C8 C7 C6 120.35(17) . . ?
C12 C7 C6 121.33(17) . . ?
C7 C8 C9 120.8(2) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 120.3(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 119.8(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.4(2) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C7 C12 C11 120.43(19) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
O1 C13 O2 124.96(19) . . ?
O1 C13 C2 124.47(19) . . ?
O2 C13 C2 110.43(16) . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 120.69(19) . . ?
C16 C15 O4 122.12(17) . . ?
C20 C15 O4 117.18(17) . . ?
C15 C16 C17 119.1(2) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C18 C17 C16 120.8(2) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 119.9(2) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C20 120.4(2) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C15 C20 C19 119.1(2) . . ?
C15 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C22 C21 C26 121.48(18) . . ?
C22 C21 O5 119.30(16) . . ?
C26 C21 O5 119.11(16) . . ?
C21 C22 C23 118.75(19) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
C24 C23 C22 120.42(19) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 120.0(2) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.1(2) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C21 C26 C25 119.28(18) . . ?
C21 C26 H26 120.4 . . ?
C25 C26 H26 120.4 . . ?
C1 N1 C6 123.92(15) . . ?
C1 N1 C5 115.01(15) . . ?
C6 N1 C5 120.90(15) . . ?
C1 N2 P1 124.90(12) . . ?
C13 O2 C14 117.38(17) . . ?
C15 O4 P1 121.44(11) . . ?
C21 O5 P1 124.50(11) . . ?
O3 P1 O5 110.16(7) . . ?
O3 P1 O4 113.11(8) . . ?
O5 P1 O4 99.37(7) . . ?
O3 P1 N2 120.45(8) . . ?
O5 P1 N2 108.12(7) . . ?
O4 P1 N2 103.42(7) . . ?

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 C1 C2 C13 -43.7(3) . . . . ?
N1 C1 C2 C13 139.16(18) . . . . ?
N2 C1 C2 C3 112.3(2) . . . . ?
N1 C1 C2 C3 -64.8(2) . . . . ?
N2 C1 C2 C4 174.14(18) . . . . ?
N1 C1 C2 C4 -2.98(19) . . . . ?
C13 C2 C3 C4 -108.6(2) . . . . ?
C1 C2 C3 C4 94.55(18) . . . . ?
C2 C3 C4 C5 -94.18(19) . . . . ?
C13 C2 C4 C3 108.8(2) . . . . ?
C1 C2 C4 C3 -107.58(17) . . . . ?
C13 C2 C4 C5 -137.75(19) . . . . ?
C1 C2 C4 C5 5.9(2) . . . . ?
C3 C2 C4 C5 113.50(19) . . . . ?
C3 C4 C5 N1 58.5(2) . . . . ?
C2 C4 C5 N1 -6.5(2) . . . . ?
N1 C6 C7 C8 -130.0(2) . . . . ?
N1 C6 C7 C12 51.7(2) . . . . ?
C12 C7 C8 C9 -0.2(3) . . . . ?
C6 C7 C8 C9 -178.5(2) . . . . ?
C7 C8 C9 C10 0.2(4) . . . . ?
C8 C9 C10 C11 -0.3(4) . . . . ?
C9 C10 C11 C12 0.5(4) . . . . ?
C8 C7 C12 C11 0.3(3) . . . . ?
C6 C7 C12 C11 178.69(18) . . . . ?
C10 C11 C12 C7 -0.5(3) . . . . ?
C1 C2 C13 O1 163.2(2) . . . . ?
C3 C2 C13 O1 8.8(3) . . . . ?
C4 C2 C13 O1 -59.7(3) . . . . ?
C1 C2 C13 O2 -20.9(3) . . . . ?
C3 C2 C13 O2 -175.34(17) . . . . ?
C4 C2 C13 O2 116.18(19) . . . . ?
C20 C15 C16 C17 0.8(3) . . . . ?
O4 C15 C16 C17 179.67(19) . . . . ?
C15 C16 C17 C18 -0.5(4) . . . . ?
C16 C17 C18 C19 0.5(4) . . . . ?
C17 C18 C19 C20 -0.7(3) . . . . ?
C16 C15 C20 C19 -1.0(3) . . . . ?
O4 C15 C20 C19 -179.95(17) . . . . ?
C18 C19 C20 C15 1.0(3) . . . . ?
C26 C21 C22 C23 -0.6(3) . . . . ?
O5 C21 C22 C23 175.47(17) . . . . ?
C21 C22 C23 C24 0.4(3) . . . . ?
C22 C23 C24 C25 0.0(3) . . . . ?
C23 C24 C25 C26 -0.3(4) . . . . ?
C22 C21 C26 C25 0.2(3) . . . . ?
O5 C21 C26 C25 -175.79(18) . . . . ?
C24 C25 C26 C21 0.2(3) . . . . ?
N2 C1 N1 C6 -3.5(3) . . . . ?
C2 C1 N1 C6 173.98(16) . . . . ?
N2 C1 N1 C5 -178.72(16) . . . . ?
C2 C1 N1 C5 -1.3(2) . . . . ?
C7 C6 N1 C1 -99.2(2) . . . . ?
C7 C6 N1 C5 75.8(2) . . . . ?
C4 C5 N1 C1 5.0(2) . . . . ?
C4 C5 N1 C6 -170.40(16) . . . . ?
N1 C1 N2 P1 173.58(13) . . . . ?
C2 C1 N2 P1 -3.2(3) . . . . ?
O1 C13 O2 C14 -8.9(3) . . . . ?
C2 C13 O2 C14 175.23(17) . . . . ?
C16 C15 O4 P1 41.5(2) . . . . ?
C20 C15 O4 P1 -139.56(14) . . . . ?
C22 C21 O5 P1 90.73(19) . . . . ?
C26 C21 O5 P1 -93.15(19) . . . . ?
C21 O5 P1 O3 168.21(13) . . . . ?
C21 O5 P1 O4 -72.83(14) . . . . ?
C21 O5 P1 N2 34.72(15) . . . . ?
C15 O4 P1 O3 -70.78(14) . . . . ?
C15 O4 P1 O5 172.47(13) . . . . ?
C15 O4 P1 N2 61.15(14) . . . . ?
C1 N2 P1 O3 -16.04(18) . . . . ?
C1 N2 P1 O5 111.78(14) . . . . ?
C1 N2 P1 O4 -143.50(14) . . . . ?

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.037



