# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1860991'
loop_
_audit_author_name
_audit_author_address
kamal
;Indian Institute of Technology, Ropar 
India
;
_audit_update_record             
;
2018-08-08 deposited with the CCDC.	2019-08-16 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            'C39 H39 N O9 S'
_chemical_formula_weight         697.77

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                   17.483(5)
_cell_length_b                   8.483(5)
_cell_length_c                   24.544(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 97.103(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3612(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9006
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      28.4

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.146
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            178649
_diffrn_reflns_av_unetI/netI     0.0755
_diffrn_reflns_av_R_equivalents  0.1784
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.348
_diffrn_reflns_theta_max         28.363
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9006
_reflns_number_gt                4870
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+2.6025P] 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         9006
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1927
_refine_ls_R_factor_gt           0.1027
_refine_ls_wR_factor_ref         0.1748
_refine_ls_wR_factor_gt          0.1496
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_restrained_S_all      1.165
_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
S1 S 0.90708(5) 0.63200(11) 0.17179(4) 0.0553(3) Uani 1 1 d . . . . .
O6 O 0.58256(12) 0.3202(3) -0.04521(9) 0.0566(6) Uani 1 1 d . . . . .
C26 C 0.65862(19) 0.7051(4) -0.02481(13) 0.0488(8) Uani 1 1 d . . . . .
O4 O 0.53552(14) 0.4243(3) 0.29655(9) 0.0685(7) Uani 1 1 d . . . . .
O5 O 0.70074(11) 0.2778(2) 0.08828(8) 0.0468(5) Uani 1 1 d . . . . .
N1 N 0.83353(13) 0.5872(3) 0.12684(10) 0.0478(7) Uani 1 1 d . . . . .
O3 O 0.66946(15) 0.5507(4) 0.30023(9) 0.0772(8) Uani 1 1 d . . . . .
O1 O 0.87961(15) 0.6641(3) 0.22340(9) 0.0743(7) Uani 1 1 d . . . . .
O8 O 0.59020(13) 0.7469(2) -0.05039(9) 0.0575(6) Uani 1 1 d . . . . .
O7 O 0.65914(12) 0.4590(3) -0.09371(8) 0.0531(6) Uani 1 1 d . . . . .
C32 C 0.62470(16) 0.5082(3) 0.14943(11) 0.0379(7) Uani 1 1 d . . . . .
O2 O 0.96844(13) 0.5206(3) 0.17215(12) 0.0833(8) Uani 1 1 d . . . . .
C19 C 0.73798(15) 0.4879(3) 0.02617(11) 0.0387(7) Uani 1 1 d . . . . .
H19 H 0.7675 0.5863 0.0305 0.046 Uiso 1 1 calc R U . . .
C18 C 0.65607(16) 0.5380(3) -0.00243(11) 0.0364(7) Uani 1 1 d . . . . .
C29 C 0.62663(17) 0.4262(4) -0.04896(12) 0.0403(7) Uani 1 1 d . . . . .
C15 C 0.72576(16) 0.4399(3) 0.08459(11) 0.0370(7) Uani 1 1 d . . . . .
C16 C 0.65870(15) 0.5467(3) 0.09712(11) 0.0363(6) Uani 1 1 d . . . . .
H16 H 0.6780 0.6552 0.1002 0.044 Uiso 1 1 calc R U . . .
C9 C 0.80294(18) 0.3093(4) 0.15627(13) 0.0496(8) Uani 1 1 d . . . . .
C33 C 0.66483(17) 0.5468(4) 0.20073(12) 0.0438(7) Uani 1 1 d . . . . .
H33 H 0.7128 0.5952 0.2023 0.053 Uiso 1 1 calc R U . . .
C20 C 0.78505(16) 0.3805(4) -0.00560(12) 0.0436(7) Uani 1 1 d . . . . .
C34 C 0.63492(18) 0.5149(4) 0.24870(12) 0.0477(8) Uani 1 1 d . . . . .
O9 O 0.71266(15) 0.7912(3) -0.01847(13) 0.0909(9) Uani 1 1 d . . . . .
C37 C 0.55428(18) 0.4366(4) 0.14877(13) 0.0520(8) Uani 1 1 d . . . . .
H37 H 0.5266 0.4090 0.1153 0.062 Uiso 1 1 calc R U . . .
C8 C 0.79679(16) 0.4551(4) 0.12607(12) 0.0416(7) Uani 1 1 d . . . . .
C17 C 0.60402(16) 0.5344(4) 0.04386(11) 0.0398(7) Uani 1 1 d . . . . .
H17A H 0.5682 0.6222 0.0404 0.048 Uiso 1 1 calc R U . . .
H17B H 0.5749 0.4369 0.0428 0.048 Uiso 1 1 calc R U . . .
C12 C 0.7808(3) 0.0116(5) 0.1948(2) 0.0916(16) Uani 1 1 d . . . . .
H12 H 0.7740 -0.0892 0.2084 0.110 Uiso 1 1 calc R U . . .
C36 C 0.52334(19) 0.4047(4) 0.19709(14) 0.0575(9) Uani 1 1 d . . . . .
H36 H 0.4756 0.3556 0.1955 0.069 Uiso 1 1 calc R U . . .
C5 C 0.93571(16) 0.8107(4) 0.14462(13) 0.0486(8) Uani 1 1 d . . . . .
C21 C 0.76775(18) 0.2225(4) -0.01549(13) 0.0502(8) Uani 1 1 d . . . . .
H21 H 0.7274 0.1763 0.0001 0.060 Uiso 1 1 calc R U . . .
C14 C 0.74492(19) 0.2123(4) 0.13164(14) 0.0525(9) Uani 1 1 d . . . . .
C11 C 0.8387(3) 0.1048(6) 0.2210(2) 0.0925(16) Uani 1 1 d . . . . .
H11 H 0.8697 0.0661 0.2515 0.111 Uiso 1 1 calc R U . . .
C35 C 0.56250(19) 0.4448(4) 0.24703(13) 0.0493(8) Uani 1 1 d . . . . .
C10 C 0.8509(2) 0.2542(5) 0.20235(15) 0.0711(11) Uani 1 1 d . . . . .
H10 H 0.8900 0.3173 0.2198 0.085 Uiso 1 1 calc R U . . .
C2 C 0.9903(2) 1.0930(4) 0.10562(19) 0.0687(11) Uani 1 1 d . . . . .
C22 C 0.8096(2) 0.1337(5) -0.04808(15) 0.0684(10) Uani 1 1 d . . . . .
H22 H 0.7973 0.0280 -0.0544 0.082 Uiso 1 1 calc R U . . .
C30 C 0.6442(2) 0.3476(5) -0.13873(13) 0.0665(10) Uani 1 1 d . . . . .
H30A H 0.5908 0.3536 -0.1548 0.080 Uiso 1 1 calc R U . . .
H30B H 0.6549 0.2409 -0.1257 0.080 Uiso 1 1 calc R U . . .
C25 C 0.84655(19) 0.4438(5) -0.02846(16) 0.0691(11) Uani 1 1 d . . . . .
H25 H 0.8604 0.5484 -0.0214 0.083 Uiso 1 1 calc R U . . .
C13 C 0.7332(2) 0.0612(4) 0.14996(17) 0.0707(11) Uani 1 1 d . . . . .
H13 H 0.6948 -0.0035 0.1325 0.085 Uiso 1 1 calc R U . . .
C27 C 0.5796(2) 0.9106(4) -0.06802(17) 0.0737(11) Uani 1 1 d . . . . .
H27A H 0.5989 0.9264 -0.1030 0.088 Uiso 1 1 calc R U . . .
H27B H 0.6071 0.9807 -0.0412 0.088 Uiso 1 1 calc R U . . .
C1 C 1.0207(3) 1.2437(5) 0.0841(2) 0.1130(17) Uani 1 1 d . . . . .
H1A H 0.9988 1.2588 0.0467 0.170 Uiso 1 1 calc R U . . .
H1B H 1.0069 1.3307 0.1059 0.170 Uiso 1 1 calc R U . . .
H1C H 1.0758 1.2377 0.0861 0.170 Uiso 1 1 calc R U . . .
C6 C 0.9121(2) 0.8597(5) 0.09210(16) 0.0752(12) Uani 1 1 d . . . . .
H6 H 0.8774 0.7993 0.0691 0.090 Uiso 1 1 calc R U . . .
C4 C 0.98560(19) 0.9048(5) 0.17815(15) 0.0692(11) Uani 1 1 d . . . . .
H4 H 1.0012 0.8748 0.2143 0.083 Uiso 1 1 calc R U . . .
C7 C 0.9399(2) 0.9987(5) 0.07359(18) 0.0836(13) Uani 1 1 d . . . . .
H7 H 0.9237 1.0299 0.0377 0.100 Uiso 1 1 calc R U . . .
C24 C 0.8877(2) 0.3538(6) -0.0616(2) 0.0973(15) Uani 1 1 d . . . . .
H24 H 0.9283 0.3985 -0.0774 0.117 Uiso 1 1 calc R U . . .
C31 C 0.6964(3) 0.3915(6) -0.18023(16) 0.1030(16) Uani 1 1 d . . . . .
H31A H 0.6884 0.3204 -0.2108 0.155 Uiso 1 1 calc R U . . .
H31B H 0.6853 0.4972 -0.1927 0.155 Uiso 1 1 calc R U . . .
H31C H 0.7491 0.3850 -0.1638 0.155 Uiso 1 1 calc R U . . .
C39 C 0.4604(2) 0.3667(6) 0.29587(16) 0.0927(15) Uani 1 1 d . . . . .
H39A H 0.4483 0.3576 0.3328 0.139 Uiso 1 1 calc R U . . .
H39B H 0.4248 0.4379 0.2757 0.139 Uiso 1 1 calc R U . . .
H39C H 0.4566 0.2649 0.2786 0.139 Uiso 1 1 calc R U . . .
C3 C 1.0124(2) 1.0435(5) 0.15807(19) 0.0769(12) Uani 1 1 d . . . . .
H3 H 1.0466 1.1052 0.1810 0.092 Uiso 1 1 calc R U . . .
C28 C 0.4956(3) 0.9430(5) -0.07328(19) 0.0932(14) Uani 1 1 d . . . . .
H28A H 0.4862 1.0501 -0.0849 0.140 Uiso 1 1 calc R U . . .
H28B H 0.4691 0.8729 -0.1000 0.140 Uiso 1 1 calc R U . . .
H28C H 0.4772 0.9270 -0.0384 0.140 Uiso 1 1 calc R U . . .
C38 C 0.7459(2) 0.6031(7) 0.30621(16) 0.1045(18) Uani 1 1 d . . . . .
H38A H 0.7627 0.6237 0.3443 0.157 Uiso 1 1 calc R U . . .
H38B H 0.7781 0.5235 0.2931 0.157 Uiso 1 1 calc R U . . .
H38C H 0.7493 0.6981 0.2854 0.157 Uiso 1 1 calc R U . . .
C23 C 0.8690(3) 0.1999(6) -0.07119(19) 0.0895(14) Uani 1 1 d . . . . .
H23 H 0.8968 0.1396 -0.0936 0.107 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.429(3) . ?
S1 O1 1.435(3) . ?
S1 N1 1.632(2) . ?
S1 C5 1.754(4) . ?
O6 C29 1.196(3) . ?
C26 O9 1.189(4) . ?
C26 O8 1.328(4) . ?
C26 C18 1.523(4) . ?
O4 C35 1.368(4) . ?
O4 C39 1.399(4) . ?
O5 C14 1.355(4) . ?
O5 C15 1.449(3) . ?
N1 C8 1.291(4) . ?
O3 C34 1.366(4) . ?
O3 C38 1.398(4) . ?
O8 C27 1.460(4) . ?
O7 C29 1.327(3) . ?
O7 C30 1.453(4) . ?
C32 C37 1.371(4) . ?
C32 C33 1.402(4) . ?
C32 C16 1.516(4) . ?
C19 C20 1.508(4) . ?
C19 C15 1.531(4) . ?
C19 C18 1.573(4) . ?
C18 C29 1.524(4) . ?
C18 C17 1.541(4) . ?
C15 C8 1.511(4) . ?
C15 C16 1.542(4) . ?
C16 C17 1.525(4) . ?
C9 C14 1.386(5) . ?
C9 C10 1.402(4) . ?
C9 C8 1.439(4) . ?
C33 C34 1.373(4) . ?
C20 C25 1.381(4) . ?
C20 C21 1.389(4) . ?
C34 C35 1.395(4) . ?
C37 C36 1.390(4) . ?
C12 C13 1.362(6) . ?
C12 C11 1.378(7) . ?
C36 C35 1.371(4) . ?
C5 C6 1.369(5) . ?
C5 C4 1.377(5) . ?
C21 C22 1.373(4) . ?
C14 C13 1.382(5) . ?
C11 C10 1.374(6) . ?
C2 C3 1.364(6) . ?
C2 C7 1.365(5) . ?
C2 C1 1.504(6) . ?
C22 C23 1.365(5) . ?
C30 C31 1.496(5) . ?
C25 C24 1.382(5) . ?
C27 C28 1.483(5) . ?
C6 C7 1.374(5) . ?
C4 C3 1.380(6) . ?
C24 C23 1.359(6) . ?

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
O2 S1 O1 116.93(17) . . ?
O2 S1 N1 112.23(15) . . ?
O1 S1 N1 108.61(14) . . ?
O2 S1 C5 108.97(16) . . ?
O1 S1 C5 108.30(16) . . ?
N1 S1 C5 100.49(14) . . ?
O9 C26 O8 123.5(3) . . ?
O9 C26 C18 125.7(3) . . ?
O8 C26 C18 110.7(3) . . ?
C35 O4 C39 117.4(3) . . ?
C14 O5 C15 106.9(2) . . ?
C8 N1 S1 124.1(2) . . ?
C34 O3 C38 118.3(3) . . ?
C26 O8 C27 117.9(3) . . ?
C29 O7 C30 116.0(2) . . ?
C37 C32 C33 117.6(3) . . ?
C37 C32 C16 122.1(3) . . ?
C33 C32 C16 120.3(3) . . ?
C20 C19 C15 118.1(2) . . ?
C20 C19 C18 117.2(2) . . ?
C15 C19 C18 105.4(2) . . ?
C26 C18 C29 109.3(2) . . ?
C26 C18 C17 109.3(2) . . ?
C29 C18 C17 111.4(2) . . ?
C26 C18 C19 110.3(2) . . ?
C29 C18 C19 111.8(2) . . ?
C17 C18 C19 104.7(2) . . ?
O6 C29 O7 124.6(3) . . ?
O6 C29 C18 124.9(3) . . ?
O7 C29 C18 110.5(2) . . ?
O5 C15 C8 105.6(2) . . ?
O5 C15 C19 112.9(2) . . ?
C8 C15 C19 114.2(2) . . ?
O5 C15 C16 107.6(2) . . ?
C8 C15 C16 113.4(2) . . ?
C19 C15 C16 103.2(2) . . ?
C32 C16 C17 116.2(2) . . ?
C32 C16 C15 115.4(2) . . ?
C17 C16 C15 101.6(2) . . ?
C14 C9 C10 119.1(3) . . ?
C14 C9 C8 106.4(3) . . ?
C10 C9 C8 134.5(4) . . ?
C34 C33 C32 121.5(3) . . ?
C25 C20 C21 117.9(3) . . ?
C25 C20 C19 118.5(3) . . ?
C21 C20 C19 123.5(3) . . ?
O3 C34 C33 125.3(3) . . ?
O3 C34 C35 114.7(3) . . ?
C33 C34 C35 120.0(3) . . ?
C32 C37 C36 121.3(3) . . ?
N1 C8 C9 137.2(3) . . ?
N1 C8 C15 116.7(3) . . ?
C9 C8 C15 106.0(3) . . ?
C16 C17 C18 105.4(2) . . ?
C13 C12 C11 122.6(4) . . ?
C35 C36 C37 120.7(3) . . ?
C6 C5 C4 118.8(3) . . ?
C6 C5 S1 123.6(3) . . ?
C4 C5 S1 117.6(3) . . ?
C22 C21 C20 120.7(3) . . ?
O5 C14 C13 122.9(4) . . ?
O5 C14 C9 114.5(3) . . ?
C13 C14 C9 122.6(4) . . ?
C10 C11 C12 120.7(4) . . ?
O4 C35 C36 125.0(3) . . ?
O4 C35 C34 116.1(3) . . ?
C36 C35 C34 118.9(3) . . ?
C11 C10 C9 118.2(4) . . ?
C3 C2 C7 116.8(4) . . ?
C3 C2 C1 121.4(4) . . ?
C7 C2 C1 121.8(4) . . ?
C23 C22 C21 120.2(4) . . ?
O7 C30 C31 106.8(3) . . ?
C20 C25 C24 120.8(4) . . ?
C12 C13 C14 116.7(4) . . ?
O8 C27 C28 106.9(3) . . ?
C5 C6 C7 119.6(3) . . ?
C5 C4 C3 119.9(4) . . ?
C2 C7 C6 122.8(4) . . ?
C23 C24 C25 120.1(4) . . ?
C2 C3 C4 122.1(4) . . ?
C24 C23 C22 120.2(4) . . ?

_refine_diff_density_max         0.190
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.045

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1862808'
loop_
_audit_author_name
_audit_author_address
kamal
;Indian Institute of Technology, Ropar 
India
;
_audit_update_record             
;
2018-08-20 deposited with the CCDC.	2019-08-16 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            'C31 H30 O7'
_chemical_formula_weight         514.55

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.539(5)
_cell_length_b                   9.870(5)
_cell_length_c                   15.022(5)
_cell_angle_alpha                95.665(5)
_cell_angle_beta                 97.294(5)
_cell_angle_gamma                99.247(5)
_cell_volume                     1374.4(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6760
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      28.3

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6042
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean 10.233
_diffrn_reflns_number            24174
_diffrn_reflns_av_unetI/netI     0.0754
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.186
_diffrn_reflns_theta_max         28.312
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6760
_reflns_number_gt                3531
_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       'APEX2 (Bruker, 2014)'
_computing_cell_refinement       'APEX2 (Bruker, 2014); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014);XPREP(Sheldrick,2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0764P)²+0.7131P] 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         6760
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1477
_refine_ls_R_factor_gt           0.0806
_refine_ls_wR_factor_ref         0.2320
_refine_ls_wR_factor_gt          0.1970
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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
O1 O 0.7002(2) -0.1053(2) 0.23944(13) 0.0552(5) Uani 1 1 d . . . . .
O5 O 0.7401(3) 0.2308(3) 0.48479(16) 0.0759(7) Uani 1 1 d . . . . .
O3 O 1.0134(3) 0.3586(2) 0.35752(16) 0.0788(7) Uani 1 1 d . . . . .
O6 O 0.7442(3) 0.0047(3) 0.47792(17) 0.0792(7) Uani 1 1 d . . . . .
O7 O 1.1367(3) -0.4715(3) 0.0979(2) 0.0935(8) Uani 1 1 d . . . . .
O4 O 1.0425(2) 0.2820(2) 0.49219(16) 0.0787(7) Uani 1 1 d . . . . .
O2 O 0.8273(3) 0.1205(3) 0.08866(16) 0.0855(8) Uani 1 1 d . . . . .
C5 C 0.7794(3) 0.1460(3) 0.28536(18) 0.0499(7) Uani 1 1 d . . . . .
H5 H 0.8312 0.2234 0.2598 0.060 Uiso 1 1 calc R U . . .
C6 C 0.6303(3) 0.1773(3) 0.28601(18) 0.0506(7) Uani 1 1 d . . . . .
C1 C 0.8737(3) 0.1407(3) 0.37933(18) 0.0497(7) Uani 1 1 d . . . . .
C4 C 0.7970(3) 0.0170(3) 0.22596(18) 0.0496(7) Uani 1 1 d . . . . .
C3 C 0.9531(3) 0.0007(3) 0.2586(2) 0.0539(7) Uani 1 1 d . . . . .
H3 H 1.0164 0.0801 0.2424 0.065 Uiso 1 1 calc R U . . .
C25 C 0.7691(3) 0.0266(3) 0.1245(2) 0.0607(8) Uani 1 1 d . . . . .
C2 C 0.9573(3) 0.0216(3) 0.3609(2) 0.0579(7) Uani 1 1 d . . . . .
H2A H 1.0556 0.0462 0.3911 0.070 Uiso 1 1 calc R U . . .
H2B H 0.9121 -0.0620 0.3821 0.070 Uiso 1 1 calc R U . . .
C31 C 0.6295(3) -0.1662(3) 0.1570(2) 0.0586(8) Uani 1 1 d . . . . .
C18 C 0.9994(3) -0.1277(3) 0.2186(2) 0.0544(7) Uani 1 1 d . . . . .
C21 C 1.0867(3) -0.3626(3) 0.1391(2) 0.0663(8) Uani 1 1 d . . . . .
C26 C 0.6644(3) -0.0935(4) 0.0862(2) 0.0634(8) Uani 1 1 d . . . . .
C15 C 0.9811(3) 0.2737(3) 0.4066(2) 0.0568(7) Uani 1 1 d . . . . .
C20 C 1.1279(4) -0.2361(4) 0.1118(2) 0.0721(9) Uani 1 1 d . . . . .
H20 H 1.1861 -0.2280 0.0668 0.086 Uiso 1 1 calc R U . . .
C11 C 0.6026(4) 0.3038(4) 0.2648(2) 0.0678(9) Uani 1 1 d . . . . .
H11 H 0.6763 0.3676 0.2500 0.081 Uiso 1 1 calc R U . . .
C19 C 1.0845(3) -0.1215(3) 0.1501(2) 0.0639(8) Uani 1 1 d . . . . .
H19 H 1.1127 -0.0368 0.1296 0.077 Uiso 1 1 calc R U . . .
C22 C 1.0004(4) -0.3740(4) 0.2066(3) 0.0789(10) Uani 1 1 d . . . . .
H22 H 0.9708 -0.4595 0.2257 0.095 Uiso 1 1 calc R U . . .
C30 C 0.5313(4) -0.2874(4) 0.1448(3) 0.0828(11) Uani 1 1 d . . . . .
H30 H 0.5090 -0.3349 0.1931 0.099 Uiso 1 1 calc R U . . .
C12 C 0.7803(3) 0.1149(3) 0.4535(2) 0.0574(7) Uani 1 1 d . . . . .
C7 C 0.5164(3) 0.0850(4) 0.3069(2) 0.0698(9) Uani 1 1 d . . . . .
H7 H 0.5309 -0.0020 0.3206 0.084 Uiso 1 1 calc R U . . .
C9 C 0.3572(4) 0.2467(5) 0.2870(3) 0.0875(12) Uani 1 1 d . . . . .
H9 H 0.2667 0.2702 0.2879 0.105 Uiso 1 1 calc R U . . .
C10 C 0.4671(4) 0.3385(4) 0.2651(3) 0.0885(12) Uani 1 1 d . . . . .
H10 H 0.4511 0.4246 0.2502 0.106 Uiso 1 1 calc R U . . .
C17 C 1.2869(5) 0.3615(5) 0.5461(4) 0.131(2) Uani 1 1 d . . . . .
H17A H 1.3581 0.4409 0.5707 0.197 Uiso 1 1 calc R U . . .
H17B H 1.2835 0.2945 0.5883 0.197 Uiso 1 1 calc R U . . .
H17C H 1.3111 0.3216 0.4904 0.197 Uiso 1 1 calc R U . . .
C16 C 1.1521(4) 0.4015(4) 0.5297(3) 0.0954(13) Uani 1 1 d . . . . .
H16A H 1.1555 0.4701 0.4877 0.114 Uiso 1 1 calc R U . . .
H16B H 1.1279 0.4429 0.5858 0.114 Uiso 1 1 calc R U . . .
C27 C 0.5977(5) -0.1451(5) -0.0020(3) 0.0914(12) Uani 1 1 d . . . . .
H27 H 0.6195 -0.0983 -0.0507 0.110 Uiso 1 1 calc R U . . .
C23 C 0.9591(4) -0.2563(4) 0.2450(3) 0.0774(10) Uani 1 1 d . . . . .
H23 H 0.9017 -0.2643 0.2906 0.093 Uiso 1 1 calc R U . . .
C28 C 0.5009(5) -0.2644(6) -0.0149(4) 0.1097(16) Uani 1 1 d . . . . .
H28 H 0.4562 -0.2998 -0.0731 0.132 Uiso 1 1 calc R U . . .
C29 C 0.4676(5) -0.3344(5) 0.0572(4) 0.1076(16) Uani 1 1 d . . . . .
H29 H 0.4003 -0.4157 0.0463 0.129 Uiso 1 1 calc R U . . .
C24 C 1.0796(6) -0.6065(4) 0.1126(3) 0.1066(15) Uani 1 1 d . . . . .
H24A H 1.1246 -0.6715 0.0796 0.160 Uiso 1 1 calc R U . . .
H24B H 1.0971 -0.6151 0.1760 0.160 Uiso 1 1 calc R U . . .
H24C H 0.9780 -0.6250 0.0923 0.160 Uiso 1 1 calc R U . . .
C8 C 0.3819(4) 0.1201(5) 0.3076(3) 0.0865(11) Uani 1 1 d . . . . .
H8 H 0.3075 0.0569 0.3223 0.104 Uiso 1 1 calc R U . . .
C13 C 0.6407(6) 0.2195(6) 0.5504(4) 0.132(2) Uani 1 1 d . . . . .
H13A H 0.5470 0.2298 0.5211 0.159 Uiso 1 1 calc R U . . .
H13B H 0.6318 0.1273 0.5686 0.159 Uiso 1 1 calc R U . . .
C14 C 0.6758(8) 0.3084(9) 0.6224(4) 0.199(4) Uani 1 1 d . . . . .
H14A H 0.6043 0.2932 0.6616 0.299 Uiso 1 1 calc R U . . .
H14B H 0.7670 0.2976 0.6533 0.299 Uiso 1 1 calc R U . . .
H14C H 0.6820 0.4004 0.6057 0.299 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C31 1.364(4) . ?
O1 C4 1.445(3) . ?
O5 C12 1.325(4) . ?
O5 C13 1.452(5) . ?
O3 C15 1.199(4) . ?
O6 C12 1.194(4) . ?
O7 C21 1.369(4) . ?
O7 C24 1.406(5) . ?
O4 C15 1.332(4) . ?
O4 C16 1.458(4) . ?
O2 C25 1.210(4) . ?
C5 C6 1.505(4) . ?
C5 C4 1.526(4) . ?
C5 C1 1.584(4) . ?
C6 C11 1.376(4) . ?
C6 C7 1.391(4) . ?
C1 C15 1.516(4) . ?
C1 C12 1.528(4) . ?
C1 C2 1.545(4) . ?
C4 C25 1.529(4) . ?
C4 C3 1.546(4) . ?
C3 C18 1.504(4) . ?
C3 C2 1.525(4) . ?
C25 C26 1.439(5) . ?
C31 C30 1.377(5) . ?
C31 C26 1.385(4) . ?
C18 C23 1.378(4) . ?
C18 C19 1.389(4) . ?
C21 C20 1.365(5) . ?
C21 C22 1.387(5) . ?
C26 C27 1.403(5) . ?
C20 C19 1.365(5) . ?
C11 C10 1.390(5) . ?
C22 C23 1.382(5) . ?
C30 C29 1.379(6) . ?
C7 C8 1.383(5) . ?
C9 C8 1.366(5) . ?
C9 C10 1.368(5) . ?
C17 C16 1.404(6) . ?
C27 C28 1.355(6) . ?
C28 C29 1.385(7) . ?
C13 C14 1.296(7) . ?

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
C31 O1 C4 108.1(2) . . ?
C12 O5 C13 116.7(3) . . ?
C21 O7 C24 118.9(3) . . ?
C15 O4 C16 119.0(3) . . ?
C6 C5 C4 117.9(2) . . ?
C6 C5 C1 118.2(2) . . ?
C4 C5 C1 104.7(2) . . ?
C11 C6 C7 117.1(3) . . ?
C11 C6 C5 119.2(3) . . ?
C7 C6 C5 123.7(3) . . ?
C15 C1 C12 110.0(2) . . ?
C15 C1 C2 108.3(2) . . ?
C12 C1 C2 111.8(2) . . ?
C15 C1 C5 110.4(2) . . ?
C12 C1 C5 111.5(2) . . ?
C2 C1 C5 104.6(2) . . ?
O1 C4 C5 112.8(2) . . ?
O1 C4 C25 105.0(2) . . ?
C5 C4 C25 114.2(2) . . ?
O1 C4 C3 109.2(2) . . ?
C5 C4 C3 103.0(2) . . ?
C25 C4 C3 112.7(2) . . ?
C18 C3 C2 117.3(2) . . ?
C18 C3 C4 116.0(2) . . ?
C2 C3 C4 101.1(2) . . ?
O2 C25 C26 130.3(3) . . ?
O2 C25 C4 123.6(3) . . ?
C26 C25 C4 106.0(3) . . ?
C3 C2 C1 105.4(2) . . ?
O1 C31 C30 123.5(3) . . ?
O1 C31 C26 113.6(3) . . ?
C30 C31 C26 122.9(3) . . ?
C23 C18 C19 116.4(3) . . ?
C23 C18 C3 123.2(3) . . ?
C19 C18 C3 120.3(3) . . ?
C20 C21 O7 116.7(3) . . ?
C20 C21 C22 119.4(3) . . ?
O7 C21 C22 123.8(3) . . ?
C31 C26 C27 119.0(4) . . ?
C31 C26 C25 107.1(3) . . ?
C27 C26 C25 133.8(4) . . ?
O3 C15 O4 123.4(3) . . ?
O3 C15 C1 125.4(3) . . ?
O4 C15 C1 111.2(3) . . ?
C21 C20 C19 120.7(3) . . ?
C6 C11 C10 121.5(3) . . ?
C20 C19 C18 121.9(3) . . ?
C23 C22 C21 118.9(3) . . ?
C31 C30 C29 116.4(4) . . ?
O6 C12 O5 124.5(3) . . ?
O6 C12 C1 124.8(3) . . ?
O5 C12 C1 110.7(3) . . ?
C8 C7 C6 121.2(3) . . ?
C8 C9 C10 119.2(3) . . ?
C9 C10 C11 120.3(4) . . ?
C17 C16 O4 110.2(4) . . ?
C28 C27 C26 118.7(4) . . ?
C18 C23 C22 122.6(3) . . ?
C27 C28 C29 121.0(4) . . ?
C30 C29 C28 122.1(4) . . ?
C9 C8 C7 120.6(4) . . ?
C14 C13 O5 115.4(5) . . ?

_refine_diff_density_max         0.314
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.043

