# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_khd600h
_database_code_depnum_ccdc_archive 'CCDC 2018906'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2021-03-30 deposited with the CCDC.	2023-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C41 H41 N3 O6 S'
_chemical_formula_sum            'C41 H41 N3 O6 S'
_chemical_formula_weight         703.83

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   9.960(2)
_cell_length_b                   17.857(4)
_cell_length_c                   21.419(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3809.5(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6625
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      25.00

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1488
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18323
_diffrn_reflns_av_R_equivalents  0.1306
_diffrn_reflns_av_sigmaI/netI    0.2390
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6625
_reflns_number_gt                2170
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1434P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(3)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6625
_refine_ls_number_parameters     378
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2341
_refine_ls_R_factor_gt           0.0994
_refine_ls_wR_factor_ref         0.2975
_refine_ls_wR_factor_gt          0.2476
_refine_ls_goodness_of_fit_ref   0.857
_refine_ls_restrained_S_all      0.857
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.1523(4) 0.86699(19) 0.13986(13) 0.0775(10) Uani 1 1 d . . .
O3 O 0.3318(9) 0.6815(4) 0.1208(3) 0.078(2) Uani 1 1 d . . .
N1 N 0.2689(8) 0.8024(4) 0.1202(3) 0.054(2) Uani 1 1 d . . .
N3 N 0.2284(9) 0.6415(5) 0.2999(3) 0.062(2) Uani 1 1 d . . .
C18 C 0.3577(11) 0.6780(6) 0.3108(4) 0.053(3) Uani 1 1 d . . .
C20 C 0.4822(10) 0.7778(5) 0.2444(4) 0.051(3) Uani 1 1 d . . .
C34 C 0.4823(11) 0.6347(6) 0.2961(4) 0.056(3) Uani 1 1 d . . .
N2 N 0.3994(9) 0.8660(5) 0.3076(3) 0.058(2) Uani 1 1 d . . .
C25 C 0.5120(11) 0.8453(6) 0.2724(4) 0.054(3) Uani 1 1 d . . .
O5 O 0.2913(9) 0.7186(5) 0.4153(3) 0.087(3) Uani 1 1 d . . .
O4 O 0.1834(8) 0.8248(4) 0.3257(3) 0.066(2) Uani 1 1 d . . .
C11 C 0.2806(10) 0.7339(6) 0.1499(4) 0.053(3) Uani 1 1 d . . .
C12 C 0.2392(9) 0.7244(5) 0.2161(4) 0.044(2) Uani 1 1 d . . .
H12 H 0.1593 0.7556 0.2224 0.053 Uiso 1 1 calc R . .
O6 O 0.4954(8) 0.5887(4) 0.2555(3) 0.069(2) Uani 1 1 d . . .
C26 C 0.2938(12) 0.8179(6) 0.3038(4) 0.055(3) Uani 1 1 d . . .
C27 C 0.3828(11) 0.9418(6) 0.3361(4) 0.061(3) Uani 1 1 d . . .
H27A H 0.2899 0.9488 0.3485 0.073 Uiso 1 1 calc R . .
H27B H 0.4048 0.9799 0.3055 0.073 Uiso 1 1 calc R . .
C41 C 0.3804(12) 0.6997(6) 0.3777(4) 0.066(3) Uani 1 1 d . . .
C6 C 0.2993(11) 0.8082(6) 0.0525(4) 0.062(3) Uani 1 1 d . . .
H6 H 0.2410 0.7744 0.0287 0.075 Uiso 1 1 calc R . .
C19 C 0.3475(10) 0.7507(5) 0.2658(3) 0.049(3) Uani 1 1 d . . .
C40 C 0.5178(17) 0.6902(9) 0.3904(6) 0.112(2) Uani 1 1 d . . .
O2 O 0.0242(9) 0.8329(6) 0.1386(5) 0.122(4) Uani 1 1 d . . .
C31 C 0.6352(13) 0.9750(7) 0.4965(5) 0.074(3) Uani 1 1 d . . .
H31 H 0.6870 0.9822 0.5321 0.089 Uiso 1 1 calc R . .
C13 C 0.2012(13) 0.6470(8) 0.2327(5) 0.0923(19) Uani 1 1 d . . .
H13 H 0.2597 0.6120 0.2103 0.111 Uiso 1 1 calc R . .
C21 C 0.5812(12) 0.7460(7) 0.2028(5) 0.072(3) Uani 1 1 d . . .
H21 H 0.5640 0.7020 0.1810 0.086 Uiso 1 1 calc R . .
C22 C 0.7017(12) 0.7828(8) 0.1966(5) 0.080(2) Uani 1 1 d . . .
H22 H 0.7705 0.7618 0.1730 0.096 Uiso 1 1 calc R . .
C17 C 0.2172(13) 0.5639(8) 0.3252(5) 0.0923(19) Uani 1 1 d . . .
H17A H 0.2408 0.5627 0.3692 0.111 Uiso 1 1 calc R . .
H17B H 0.2756 0.5298 0.3027 0.111 Uiso 1 1 calc R . .
C28 C 0.4743(11) 0.9507(6) 0.3935(4) 0.056(3) Uani 1 1 d . . .
C14 C 0.0554(13) 0.6235(8) 0.2234(5) 0.0923(19) Uani 1 1 d . . .
H14A H -0.0032 0.6595 0.2436 0.111 Uiso 1 1 calc R . .
H14B H 0.0345 0.6233 0.1792 0.111 Uiso 1 1 calc R . .
O1 O 0.1949(11) 0.9044(5) 0.1934(3) 0.117(4) Uani 1 1 d . . .
C29 C 0.5488(12) 1.0144(7) 0.3989(4) 0.070(3) Uani 1 1 d . . .
H29 H 0.5404 1.0507 0.3681 0.084 Uiso 1 1 calc R . .
C35 C 0.5787(15) 0.6537(9) 0.3418(6) 0.112(2) Uani 1 1 d . . .
C33 C 0.4803(15) 0.8993(6) 0.4424(5) 0.086(4) Uani 1 1 d . . .
H33 H 0.4295 0.8557 0.4399 0.103 Uiso 1 1 calc R . .
C30 C 0.6402(14) 1.0288(8) 0.4500(5) 0.090(4) Uani 1 1 d . . .
H30 H 0.6970 1.0701 0.4515 0.108 Uiso 1 1 calc R . .
C1 C 0.1670(14) 0.9222(7) 0.0714(5) 0.093(4) Uani 1 1 d . . .
H1A H 0.0829 0.9224 0.0486 0.111 Uiso 1 1 calc R . .
H1B H 0.1897 0.9735 0.0821 0.111 Uiso 1 1 calc R . .
C24 C 0.6277(11) 0.8810(8) 0.2638(5) 0.080(2) Uani 1 1 d . . .
H24 H 0.6457 0.9261 0.2839 0.096 Uiso 1 1 calc R . .
C23 C 0.7191(11) 0.8489(8) 0.2244(5) 0.080(2) Uani 1 1 d . . .
H23 H 0.7984 0.8747 0.2166 0.096 Uiso 1 1 calc R . .
C7 C 0.4471(14) 0.7926(8) 0.0369(5) 0.093(4) Uani 1 1 d . . .
H7A H 0.5008 0.7877 0.0744 0.112 Uiso 1 1 calc R . .
H7B H 0.4568 0.7478 0.0117 0.112 Uiso 1 1 calc R . .
C2 C 0.276(2) 0.8880(9) 0.0325(6) 0.120(3) Uani 1 1 d . . .
C32 C 0.5567(16) 0.9108(8) 0.4928(5) 0.093(5) Uani 1 1 d . . .
H32 H 0.5574 0.8761 0.5252 0.112 Uiso 1 1 calc R . .
C16 C 0.0668(13) 0.5424(8) 0.3156(5) 0.0923(19) Uani 1 1 d . . .
H16A H 0.0519 0.4916 0.3301 0.111 Uiso 1 1 calc R . .
H16B H 0.0103 0.5756 0.3400 0.111 Uiso 1 1 calc R . .
C39 C 0.5848(15) 0.7083(8) 0.4492(6) 0.112(2) Uani 1 1 d . . .
H39 H 0.5420 0.7257 0.4850 0.135 Uiso 1 1 calc R . .
C15 C 0.0306(14) 0.5479(7) 0.2499(5) 0.0923(19) Uani 1 1 d . . .
H15A H -0.0637 0.5356 0.2452 0.111 Uiso 1 1 calc R . .
H15B H 0.0820 0.5113 0.2264 0.111 Uiso 1 1 calc R . .
C3 C 0.4240(15) 0.9262(8) 0.0388(6) 0.093(4) Uani 1 1 d . . .
C10 C 0.2611(17) 0.8834(9) -0.0354(5) 0.120(3) Uani 1 1 d . . .
H10A H 0.2305 0.9310 -0.0521 0.144 Uiso 1 1 calc R . .
H10B H 0.1965 0.8450 -0.0464 0.144 Uiso 1 1 calc R . .
C9 C 0.4022(15) 0.8636(9) -0.0615(5) 0.120(3) Uani 1 1 d . . .
H9A H 0.4348 0.9016 -0.0901 0.144 Uiso 1 1 calc R . .
H9B H 0.4026 0.8152 -0.0821 0.144 Uiso 1 1 calc R . .
C8 C 0.4850(19) 0.8623(9) 0.0003(5) 0.120(3) Uani 1 1 d . . .
H8 H 0.5819 0.8675 -0.0063 0.144 Uiso 1 1 calc R . .
C38 C 0.7258(15) 0.6951(8) 0.4435(6) 0.112(2) Uani 1 1 d . . .
H38 H 0.7802 0.7104 0.4765 0.135 Uiso 1 1 calc R . .
C36 C 0.7180(15) 0.6366(9) 0.3444(6) 0.112(2) Uani 1 1 d . . .
H36 H 0.7598 0.6090 0.3131 0.135 Uiso 1 1 calc R . .
C37 C 0.7867(15) 0.6621(8) 0.3941(6) 0.112(2) Uani 1 1 d . . .
H37 H 0.8796 0.6569 0.3945 0.135 Uiso 1 1 calc R . .
C5 C 0.4751(15) 0.9294(8) 0.1049(6) 0.111(5) Uani 1 1 d . . .
H5A H 0.5691 0.9414 0.1047 0.166 Uiso 1 1 calc R . .
H5B H 0.4619 0.8818 0.1247 0.166 Uiso 1 1 calc R . .
H5C H 0.4269 0.9673 0.1275 0.166 Uiso 1 1 calc R . .
C4 C 0.435(2) 1.0046(10) 0.0097(8) 0.164(8) Uani 1 1 d . . .
H4A H 0.3838 1.0395 0.0340 0.246 Uiso 1 1 calc R . .
H4B H 0.4008 1.0034 -0.0322 0.246 Uiso 1 1 calc R . .
H4C H 0.5275 1.0199 0.0090 0.246 Uiso 1 1 calc R . .


_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 O1 1.394(9) . ?
S1 O2 1.413(10) . ?
S1 N1 1.691(8) . ?
S1 C1 1.774(11) . ?
O3 C11 1.235(11) . ?
N1 C11 1.382(12) . ?
N1 C6 1.486(10) . ?
N3 C18 1.462(13) . ?
N3 C13 1.467(12) . ?
N3 C17 1.492(15) . ?
C18 C34 1.495(14) . ?
C18 C41 1.502(12) . ?
C18 C19 1.620(13) . ?
C20 C25 1.378(12) . ?
C20 C21 1.445(14) . ?
C20 C19 1.499(14) . ?
C34 O6 1.204(10) . ?
C34 C35 1.412(15) . ?
N2 C26 1.360(13) . ?
N2 C25 1.402(12) . ?
N2 C27 1.495(13) . ?
C25 C24 1.329(14) . ?
O5 C41 1.245(11) . ?
O4 C26 1.201(12) . ?
C11 C12 1.486(12) . ?
C12 C13 1.477(15) . ?
C12 C19 1.587(12) . ?
C12 H12 0.9800 . ?
C26 C19 1.545(13) . ?
C27 C28 1.538(13) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C41 C40 1.405(17) . ?
C6 C2 1.506(18) . ?
C6 C7 1.534(15) . ?
C6 H6 0.9800 . ?
C40 C35 1.369(18) . ?
C40 C39 1.463(16) . ?
C31 C30 1.384(15) . ?
C31 C32 1.390(17) . ?
C31 H31 0.9300 . ?
C13 C14 1.525(17) . ?
C13 H13 0.9800 . ?
C21 C22 1.375(15) . ?
C21 H21 0.9300 . ?
C22 C23 1.333(17) . ?
C22 H22 0.9300 . ?
C17 C16 1.560(16) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C28 C29 1.363(14) . ?
C28 C33 1.396(13) . ?
C14 C15 1.486(17) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C29 C30 1.446(14) . ?
C29 H29 0.9300 . ?
C35 C36 1.422(18) . ?
C33 C32 1.336(15) . ?
C33 H33 0.9300 . ?
C30 H30 0.9300 . ?
C1 C2 1.500(18) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C24 C23 1.368(15) . ?
C24 H24 0.9300 . ?
C23 H23 0.9300 . ?
C7 C8 1.517(18) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C2 C10 1.463(16) . ?
C2 C3 1.63(2) . ?
C32 H32 0.9300 . ?
C16 C15 1.456(13) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C39 C38 1.429(17) . ?
C39 H39 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C3 C5 1.506(16) . ?
C3 C8 1.533(19) . ?
C3 C4 1.54(2) . ?
C10 C9 1.554(19) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 C8 1.559(19) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C8 H8 0.9800 . ?
C38 C37 1.356(17) . ?
C38 H38 0.9300 . ?
C36 C37 1.344(15) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 119.8(7) . . ?
O1 S1 N1 108.8(5) . . ?
O2 S1 N1 108.7(5) . . ?
O1 S1 C1 112.9(6) . . ?
O2 S1 C1 107.3(6) . . ?
N1 S1 C1 96.7(5) . . ?
C11 N1 C6 119.6(8) . . ?
C11 N1 S1 123.1(6) . . ?
C6 N1 S1 109.6(6) . . ?
C18 N3 C13 106.8(8) . . ?
C18 N3 C17 115.0(8) . . ?
C13 N3 C17 114.0(9) . . ?
N3 C18 C34 117.8(8) . . ?
N3 C18 C41 113.6(8) . . ?
C34 C18 C41 102.1(8) . . ?
N3 C18 C19 102.0(8) . . ?
C34 C18 C19 110.0(8) . . ?
C41 C18 C19 111.7(8) . . ?
C25 C20 C21 117.7(10) . . ?
C25 C20 C19 110.0(9) . . ?
C21 C20 C19 132.3(9) . . ?
O6 C34 C35 126.3(11) . . ?
O6 C34 C18 126.5(9) . . ?
C35 C34 C18 107.1(9) . . ?
C26 N2 C25 114.8(9) . . ?
C26 N2 C27 120.7(9) . . ?
C25 N2 C27 123.2(9) . . ?
C24 C25 C20 123.1(11) . . ?
C24 C25 N2 129.9(10) . . ?
C20 C25 N2 107.0(9) . . ?
O3 C11 N1 118.2(8) . . ?
O3 C11 C12 120.6(9) . . ?
N1 C11 C12 121.1(9) . . ?
C13 C12 C11 114.1(9) . . ?
C13 C12 C19 106.8(7) . . ?
C11 C12 C19 114.7(7) . . ?
C13 C12 H12 106.9 . . ?
C11 C12 H12 106.9 . . ?
C19 C12 H12 106.9 . . ?
O4 C26 N2 128.2(10) . . ?
O4 C26 C19 127.0(10) . . ?
N2 C26 C19 104.8(9) . . ?
N2 C27 C28 110.8(8) . . ?
N2 C27 H27A 109.5 . . ?
C28 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 108.1 . . ?
O5 C41 C40 127.0(9) . . ?
O5 C41 C18 125.4(10) . . ?
C40 C41 C18 107.4(10) . . ?
N1 C6 C2 108.2(9) . . ?
N1 C6 C7 113.3(8) . . ?
C2 C6 C7 104.9(11) . . ?
N1 C6 H6 110.1 . . ?
C2 C6 H6 110.1 . . ?
C7 C6 H6 110.1 . . ?
C20 C19 C26 102.7(8) . . ?
C20 C19 C12 119.9(6) . . ?
C26 C19 C12 110.3(8) . . ?
C20 C19 C18 112.6(8) . . ?
C26 C19 C18 109.4(6) . . ?
C12 C19 C18 101.8(7) . . ?
C35 C40 C41 110.0(12) . . ?
C35 C40 C39 123.9(14) . . ?
C41 C40 C39 125.7(13) . . ?
C30 C31 C32 123.5(11) . . ?
C30 C31 H31 118.3 . . ?
C32 C31 H31 118.3 . . ?
N3 C13 C12 104.6(9) . . ?
N3 C13 C14 106.6(10) . . ?
C12 C13 C14 118.0(11) . . ?
N3 C13 H13 109.1 . . ?
C12 C13 H13 109.1 . . ?
C14 C13 H13 109.1 . . ?
C22 C21 C20 117.9(10) . . ?
C22 C21 H21 121.1 . . ?
C20 C21 H21 121.1 . . ?
C23 C22 C21 119.6(11) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
N3 C17 C16 104.6(10) . . ?
N3 C17 H17A 110.8 . . ?
C16 C17 H17A 110.8 . . ?
N3 C17 H17B 110.8 . . ?
C16 C17 H17B 110.8 . . ?
H17A C17 H17B 108.9 . . ?
C29 C28 C33 117.5(10) . . ?
C29 C28 C27 118.5(9) . . ?
C33 C28 C27 123.9(10) . . ?
C15 C14 C13 111.0(11) . . ?
C15 C14 H14A 109.4 . . ?
C13 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C28 C29 C30 123.7(10) . . ?
C28 C29 H29 118.1 . . ?
C30 C29 H29 118.1 . . ?
C40 C35 C34 109.8(13) . . ?
C40 C35 C36 120.3(13) . . ?
C34 C35 C36 129.7(12) . . ?
C32 C33 C28 122.0(12) . . ?
C32 C33 H33 119.0 . . ?
C28 C33 H33 119.0 . . ?
C31 C30 C29 113.5(11) . . ?
C31 C30 H30 123.3 . . ?
C29 C30 H30 123.3 . . ?
C2 C1 S1 107.0(8) . . ?
C2 C1 H1A 110.3 . . ?
S1 C1 H1A 110.3 . . ?
C2 C1 H1B 110.3 . . ?
S1 C1 H1B 110.3 . . ?
H1A C1 H1B 108.6 . . ?
C25 C24 C23 117.4(12) . . ?
C25 C24 H24 121.3 . . ?
C23 C24 H24 121.3 . . ?
C22 C23 C24 124.1(12) . . ?
C22 C23 H23 118.0 . . ?
C24 C23 H23 118.0 . . ?
C8 C7 C6 101.7(11) . . ?
C8 C7 H7A 111.4 . . ?
C6 C7 H7A 111.4 . . ?
C8 C7 H7B 111.4 . . ?
C6 C7 H7B 111.4 . . ?
H7A C7 H7B 109.3 . . ?
C10 C2 C1 120.0(15) . . ?
C10 C2 C6 104.2(12) . . ?
C1 C2 C6 109.8(10) . . ?
C10 C2 C3 101.5(11) . . ?
C1 C2 C3 116.0(13) . . ?
C6 C2 C3 103.6(13) . . ?
C33 C32 C31 119.6(11) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C15 C16 C17 110.4(10) . . ?
C15 C16 H16A 109.6 . . ?
C17 C16 H16A 109.6 . . ?
C15 C16 H16B 109.6 . . ?
C17 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?
C38 C39 C40 109.8(13) . . ?
C38 C39 H39 125.1 . . ?
C40 C39 H39 125.1 . . ?
C16 C15 C14 112.9(11) . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15B 109.0 . . ?
C14 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C5 C3 C8 113.6(12) . . ?
C5 C3 C4 108.8(13) . . ?
C8 C3 C4 115.6(12) . . ?
C5 C3 C2 113.6(11) . . ?
C8 C3 C2 90.1(12) . . ?
C4 C3 C2 114.4(14) . . ?
C2 C10 C9 106.1(13) . . ?
C2 C10 H10A 110.5 . . ?
C9 C10 H10A 110.5 . . ?
C2 C10 H10B 110.5 . . ?
C9 C10 H10B 110.5 . . ?
H10A C10 H10B 108.7 . . ?
C10 C9 C8 100.1(10) . . ?
C10 C9 H9A 111.8 . . ?
C8 C9 H9A 111.8 . . ?
C10 C9 H9B 111.8 . . ?
C8 C9 H9B 111.8 . . ?
H9A C9 H9B 109.5 . . ?
C7 C8 C3 103.5(9) . . ?
C7 C8 C9 108.6(13) . . ?
C3 C8 C9 103.6(13) . . ?
C7 C8 H8 113.4 . . ?
C3 C8 H8 113.4 . . ?
C9 C8 H8 113.4 . . ?
C37 C38 C39 125.3(13) . . ?
C37 C38 H38 117.4 . . ?
C39 C38 H38 117.4 . . ?
C37 C36 C35 117.0(13) . . ?
C37 C36 H36 121.5 . . ?
C35 C36 H36 121.5 . . ?
C36 C37 C38 122.6(15) . . ?
C36 C37 H37 118.7 . . ?
C38 C37 H37 118.7 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?

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
O1 S1 N1 C11 78.6(9) . . . . ?
O2 S1 N1 C11 -53.5(9) . . . . ?
C1 S1 N1 C11 -164.4(9) . . . . ?
O1 S1 N1 C6 -132.3(7) . . . . ?
O2 S1 N1 C6 95.6(8) . . . . ?
C1 S1 N1 C6 -15.3(8) . . . . ?
C13 N3 C18 C34 -79.7(11) . . . . ?
C17 N3 C18 C34 47.8(11) . . . . ?
C13 N3 C18 C41 161.2(10) . . . . ?
C17 N3 C18 C41 -71.4(12) . . . . ?
C13 N3 C18 C19 40.8(10) . . . . ?
C17 N3 C18 C19 168.3(8) . . . . ?
N3 C18 C34 O6 32.3(14) . . . . ?
C41 C18 C34 O6 157.4(11) . . . . ?
C19 C18 C34 O6 -83.9(13) . . . . ?
N3 C18 C34 C35 -143.5(10) . . . . ?
C41 C18 C34 C35 -18.4(12) . . . . ?
C19 C18 C34 C35 100.3(10) . . . . ?
C21 C20 C25 C24 -1.4(14) . . . . ?
C19 C20 C25 C24 177.3(9) . . . . ?
C21 C20 C25 N2 177.2(8) . . . . ?
C19 C20 C25 N2 -4.0(10) . . . . ?
C26 N2 C25 C24 176.7(10) . . . . ?
C27 N2 C25 C24 9.4(15) . . . . ?
C26 N2 C25 C20 -1.8(11) . . . . ?
C27 N2 C25 C20 -169.1(8) . . . . ?
C6 N1 C11 O3 8.7(14) . . . . ?
S1 N1 C11 O3 155.0(8) . . . . ?
C6 N1 C11 C12 -174.4(9) . . . . ?
S1 N1 C11 C12 -28.1(12) . . . . ?
O3 C11 C12 C13 -28.6(14) . . . . ?
N1 C11 C12 C13 154.6(10) . . . . ?
O3 C11 C12 C19 95.1(11) . . . . ?
N1 C11 C12 C19 -81.8(11) . . . . ?
C25 N2 C26 O4 -174.6(9) . . . . ?
C27 N2 C26 O4 -6.9(14) . . . . ?
C25 N2 C26 C19 6.5(10) . . . . ?
C27 N2 C26 C19 174.2(7) . . . . ?
C26 N2 C27 C28 119.1(9) . . . . ?
C25 N2 C27 C28 -74.3(11) . . . . ?
N3 C18 C41 O5 -31.7(15) . . . . ?
C34 C18 C41 O5 -159.6(11) . . . . ?
C19 C18 C41 O5 83.0(13) . . . . ?
N3 C18 C41 C40 144.8(10) . . . . ?
C34 C18 C41 C40 16.9(12) . . . . ?
C19 C18 C41 C40 -100.6(12) . . . . ?
C11 N1 C6 C2 179.1(11) . . . . ?
S1 N1 C6 C2 28.7(12) . . . . ?
C11 N1 C6 C7 -65.1(13) . . . . ?
S1 N1 C6 C7 144.5(8) . . . . ?
C25 C20 C19 C26 7.5(9) . . . . ?
C21 C20 C19 C26 -174.0(10) . . . . ?
C25 C20 C19 C12 130.3(9) . . . . ?
C21 C20 C19 C12 -51.2(14) . . . . ?
C25 C20 C19 C18 -110.0(8) . . . . ?
C21 C20 C19 C18 68.5(12) . . . . ?
O4 C26 C19 C20 172.9(9) . . . . ?
N2 C26 C19 C20 -8.2(9) . . . . ?
O4 C26 C19 C12 44.0(11) . . . . ?
N2 C26 C19 C12 -137.1(7) . . . . ?
O4 C26 C19 C18 -67.2(12) . . . . ?
N2 C26 C19 C18 111.7(8) . . . . ?
C13 C12 C19 C20 123.8(10) . . . . ?
C11 C12 C19 C20 -3.7(12) . . . . ?
C13 C12 C19 C26 -117.3(9) . . . . ?
C11 C12 C19 C26 115.3(9) . . . . ?
C13 C12 C19 C18 -1.2(10) . . . . ?
C11 C12 C19 C18 -128.7(9) . . . . ?
N3 C18 C19 C20 -152.9(7) . . . . ?
C34 C18 C19 C20 -27.1(10) . . . . ?
C41 C18 C19 C20 85.5(10) . . . . ?
N3 C18 C19 C26 93.5(9) . . . . ?
C34 C18 C19 C26 -140.7(9) . . . . ?
C41 C18 C19 C26 -28.1(12) . . . . ?
N3 C18 C19 C12 -23.2(8) . . . . ?
C34 C18 C19 C12 102.6(8) . . . . ?
C41 C18 C19 C12 -144.8(9) . . . . ?
O5 C41 C40 C35 166.8(13) . . . . ?
C18 C41 C40 C35 -9.6(16) . . . . ?
O5 C41 C40 C39 -7(2) . . . . ?
C18 C41 C40 C39 176.9(14) . . . . ?
C18 N3 C13 C12 -43.0(12) . . . . ?
C17 N3 C13 C12 -171.0(10) . . . . ?
C18 N3 C13 C14 -168.8(10) . . . . ?
C17 N3 C13 C14 63.2(14) . . . . ?
C11 C12 C13 N3 153.2(8) . . . . ?
C19 C12 C13 N3 25.4(12) . . . . ?
C11 C12 C13 C14 -88.5(13) . . . . ?
C19 C12 C13 C14 143.7(10) . . . . ?
C25 C20 C21 C22 3.6(14) . . . . ?
C19 C20 C21 C22 -174.8(10) . . . . ?
C20 C21 C22 C23 -5.5(17) . . . . ?
C18 N3 C17 C16 172.6(8) . . . . ?
C13 N3 C17 C16 -63.6(13) . . . . ?
N2 C27 C28 C29 133.2(10) . . . . ?
N2 C27 C28 C33 -50.7(13) . . . . ?
N3 C13 C14 C15 -55.4(14) . . . . ?
C12 C13 C14 C15 -172.7(10) . . . . ?
C33 C28 C29 C30 4.7(17) . . . . ?
C27 C28 C29 C30 -178.9(10) . . . . ?
C41 C40 C35 C34 -2.6(18) . . . . ?
C39 C40 C35 C34 171.0(14) . . . . ?
C41 C40 C35 C36 -179.0(15) . . . . ?
C39 C40 C35 C36 -5(3) . . . . ?
O6 C34 C35 C40 -162.0(13) . . . . ?
C18 C34 C35 C40 13.8(16) . . . . ?
O6 C34 C35 C36 14(3) . . . . ?
C18 C34 C35 C36 -170.3(16) . . . . ?
C29 C28 C33 C32 -0.7(19) . . . . ?
C27 C28 C33 C32 -176.9(11) . . . . ?
C32 C31 C30 C29 4.1(19) . . . . ?
C28 C29 C30 C31 -6.3(17) . . . . ?
O1 S1 C1 C2 111.2(11) . . . . ?
O2 S1 C1 C2 -114.7(11) . . . . ?
N1 S1 C1 C2 -2.6(11) . . . . ?
C20 C25 C24 C23 1.1(16) . . . . ?
N2 C25 C24 C23 -177.3(10) . . . . ?
C21 C22 C23 C24 5(2) . . . . ?
C25 C24 C23 C22 -3.1(19) . . . . ?
N1 C6 C7 C8 -126.3(10) . . . . ?
C2 C6 C7 C8 -8.5(12) . . . . ?
S1 C1 C2 C10 140.1(12) . . . . ?
S1 C1 C2 C6 19.5(15) . . . . ?
S1 C1 C2 C3 -97.4(12) . . . . ?
N1 C6 C2 C10 -160.5(11) . . . . ?
C7 C6 C2 C10 78.3(14) . . . . ?
N1 C6 C2 C1 -30.8(16) . . . . ?
C7 C6 C2 C1 -152.0(12) . . . . ?
N1 C6 C2 C3 93.7(11) . . . . ?
C7 C6 C2 C3 -27.5(12) . . . . ?
C28 C33 C32 C31 -1(2) . . . . ?
C30 C31 C32 C33 -1(2) . . . . ?
N3 C17 C16 C15 57.8(13) . . . . ?
C35 C40 C39 C38 11(2) . . . . ?
C41 C40 C39 C38 -176.7(15) . . . . ?
C17 C16 C15 C14 -57.1(17) . . . . ?
C13 C14 C15 C16 55.8(16) . . . . ?
C10 C2 C3 C5 -172.9(12) . . . . ?
C1 C2 C3 C5 55.3(16) . . . . ?
C6 C2 C3 C5 -65.1(14) . . . . ?
C10 C2 C3 C8 -56.9(13) . . . . ?
C1 C2 C3 C8 171.3(10) . . . . ?
C6 C2 C3 C8 50.9(11) . . . . ?
C10 C2 C3 C4 61.5(16) . . . . ?
C1 C2 C3 C4 -70.3(16) . . . . ?
C6 C2 C3 C4 169.3(12) . . . . ?
C1 C2 C10 C9 166.8(14) . . . . ?
C6 C2 C10 C9 -69.9(15) . . . . ?
C3 C2 C10 C9 37.4(15) . . . . ?
C2 C10 C9 C8 -2.0(15) . . . . ?
C6 C7 C8 C3 44.5(14) . . . . ?
C6 C7 C8 C9 -65.2(13) . . . . ?
C5 C3 C8 C7 58.6(16) . . . . ?
C4 C3 C8 C7 -174.6(14) . . . . ?
C2 C3 C8 C7 -57.3(13) . . . . ?
C5 C3 C8 C9 172.0(11) . . . . ?
C4 C3 C8 C9 -61.2(17) . . . . ?
C2 C3 C8 C9 56.1(12) . . . . ?
C10 C9 C8 C7 72.5(15) . . . . ?
C10 C9 C8 C3 -37.1(14) . . . . ?
C40 C39 C38 C37 -8(2) . . . . ?
C40 C35 C36 C37 -4(3) . . . . ?
C34 C35 C36 C37 -180.0(14) . . . . ?
C35 C36 C37 C38 8(3) . . . . ?
C39 C38 C37 C36 -1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.094
####################################################################### 
# 
# 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_khc1559h
_database_code_depnum_ccdc_archive 'CCDC 2088212'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2021-06-05 deposited with the CCDC.	2023-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H43 N3 O5 S'
_chemical_formula_sum            'C44 H43 N3 O5 S'
_chemical_formula_weight         725.87

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   10.491(2)
_cell_length_b                   11.952(2)
_cell_length_c                   29.973(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3758.3(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6618
_cell_measurement_theta_min      1.36
_cell_measurement_theta_max      25.00

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.35
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1536
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17691
_diffrn_reflns_av_R_equivalents  0.1034
_diffrn_reflns_av_sigmaI/netI    0.0924
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6618
_reflns_number_gt                4809
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1318P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6618
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1096
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2294
_refine_ls_wR_factor_gt          0.1918
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C41 C 0.4051(8) 0.4741(7) 0.34097(19) 0.086(2) Uani 1 1 d . . .
H41A H 0.4235 0.5222 0.3662 0.103 Uiso 1 1 calc R . .
H41B H 0.4761 0.4236 0.3362 0.103 Uiso 1 1 calc R . .
S1 S 0.48071(15) 0.63226(13) 0.22651(4) 0.0639(4) Uani 1 1 d . . .
O3 O 0.4039(4) 0.7433(3) 0.10091(11) 0.0623(10) Uani 1 1 d . . .
N3 N 0.3938(4) 0.5147(3) 0.21922(12) 0.0514(10) Uani 1 1 d . . .
O1 O 0.2478(4) 0.3161(3) 0.07227(13) 0.0718(12) Uani 1 1 d . . .
C19 C 0.3040(5) 0.5596(4) 0.11220(14) 0.0491(12) Uani 1 1 d . . .
N2 N 0.4563(5) 0.4871(3) 0.06120(12) 0.0543(11) Uani 1 1 d . . .
C26 C 0.3097(5) 0.6879(4) 0.10800(14) 0.0482(12) Uani 1 1 d . . .
C1 C 0.3235(6) 0.5105(4) 0.06290(15) 0.0522(12) Uani 1 1 d . . .
O2 O 0.3746(5) 0.3544(3) 0.18132(12) 0.0729(12) Uani 1 1 d . . .
N1 N 0.1880(4) 0.7269(3) 0.11159(13) 0.0528(10) Uani 1 1 d . . .
C20 C 0.1734(5) 0.5425(4) 0.13034(14) 0.0481(12) Uani 1 1 d . . .
C3 C 0.1327(5) 0.4388(4) 0.02379(16) 0.0528(12) Uani 1 1 d . . .
C25 C 0.1059(6) 0.6441(4) 0.12774(15) 0.0543(13) Uani 1 1 d . . .
C10 C 0.3312(6) 0.6809(5) 0.00707(16) 0.0623(14) Uani 1 1 d . . .
H10 H 0.4092 0.7078 0.0173 0.075 Uiso 1 1 calc R . .
C12 C 0.1677(5) 0.5446(4) 0.00608(14) 0.0501(12) Uani 1 1 d . . .
C17 C 0.4960(6) 0.4389(4) 0.10383(16) 0.0578(13) Uani 1 1 d . . .
H17 H 0.4644 0.3620 0.1064 0.069 Uiso 1 1 calc R . .
C11 C 0.2768(5) 0.5876(4) 0.02532(14) 0.0501(12) Uani 1 1 d . . .
C34 C 0.3968(5) 0.4532(5) 0.17996(16) 0.0545(12) Uani 1 1 d . . .
C2 C 0.2306(6) 0.4077(4) 0.05555(16) 0.0562(14) Uani 1 1 d . . .
C13 C 0.5035(7) 0.4237(5) 0.02300(19) 0.0742(17) Uani 1 1 d . . .
H13A H 0.4758 0.4593 -0.0044 0.089 Uiso 1 1 calc R . .
H13B H 0.4684 0.3486 0.0237 0.089 Uiso 1 1 calc R . .
C21 C 0.1073(6) 0.4502(5) 0.14733(18) 0.0633(15) Uani 1 1 d . . .
H21 H 0.1470 0.3808 0.1489 0.076 Uiso 1 1 calc R . .
O4 O 0.4145(5) 0.7237(3) 0.20728(15) 0.0872(15) Uani 1 1 d . . .
C6 C -0.0051(6) 0.5374(6) -0.04560(18) 0.0676(15) Uani 1 1 d . . .
H6 H -0.0532 0.5683 -0.0686 0.081 Uiso 1 1 calc R . .
O5 O 0.6066(5) 0.6145(5) 0.21253(14) 0.0945(16) Uani 1 1 d . . .
C7 C 0.1018(6) 0.5948(5) -0.02936(16) 0.0608(14) Uani 1 1 d . . .
C36 C 0.3753(6) 0.5428(5) 0.29872(16) 0.0615(14) Uani 1 1 d . . .
C22 C -0.0147(7) 0.4622(6) 0.1615(2) 0.0769(18) Uani 1 1 d . . .
H22 H -0.0569 0.4009 0.1736 0.092 Uiso 1 1 calc R . .
C9 C 0.2646(7) 0.7354(5) -0.02805(17) 0.0655(16) Uani 1 1 d . . .
H9 H 0.2979 0.8015 -0.0395 0.079 Uiso 1 1 calc R . .
C8 C 0.1561(7) 0.6956(5) -0.04533(17) 0.0684(17) Uani 1 1 d . . .
H8 H 0.1158 0.7347 -0.0681 0.082 Uiso 1 1 calc R . .
C4 C 0.0284(6) 0.3843(5) 0.00664(19) 0.0684(15) Uani 1 1 d . . .
H4 H 0.0035 0.3150 0.0177 0.082 Uiso 1 1 calc R . .
C14 C 0.6432(7) 0.4178(7) 0.0238(2) 0.089(2) Uani 1 1 d . . .
H14A H 0.6777 0.4920 0.0187 0.107 Uiso 1 1 calc R . .
H14B H 0.6719 0.3699 -0.0003 0.107 Uiso 1 1 calc R . .
C15 C 0.6957(8) 0.3723(8) 0.0683(2) 0.106(3) Uani 1 1 d . . .
H15A H 0.6742 0.2937 0.0714 0.127 Uiso 1 1 calc R . .
H15B H 0.7877 0.3796 0.0690 0.127 Uiso 1 1 calc R . .
C5 C -0.0392(7) 0.4359(6) -0.0279(2) 0.0783(18) Uani 1 1 d . . .
H5 H -0.1105 0.3997 -0.0394 0.094 Uiso 1 1 calc R . .
C24 C -0.0177(7) 0.6562(6) 0.1415(2) 0.0736(17) Uani 1 1 d . . .
H24 H -0.0593 0.7248 0.1396 0.088 Uiso 1 1 calc R . .
C16 C 0.6358(6) 0.4399(7) 0.1065(2) 0.0783(18) Uani 1 1 d . . .
H16A H 0.6624 0.4085 0.1349 0.094 Uiso 1 1 calc R . .
H16B H 0.6660 0.5166 0.1051 0.094 Uiso 1 1 calc R . .
C18 C 0.4239(5) 0.5153(4) 0.13668(15) 0.0510(12) Uani 1 1 d . . .
H18 H 0.4788 0.5793 0.1436 0.061 Uiso 1 1 calc R . .
C35 C 0.4689(7) 0.6324(6) 0.28613(18) 0.084(2) Uani 1 1 d . . .
H35A H 0.5514 0.6171 0.2994 0.101 Uiso 1 1 calc R . .
H35B H 0.4396 0.7047 0.2966 0.101 Uiso 1 1 calc R . .
C38 C 0.2396(7) 0.4019(5) 0.26674(18) 0.0727(17) Uani 1 1 d . . .
H38A H 0.2453 0.3210 0.2682 0.087 Uiso 1 1 calc R . .
H38B H 0.1838 0.4230 0.2423 0.087 Uiso 1 1 calc R . .
C37 C 0.3697(6) 0.4547(5) 0.26189(15) 0.0607(14) Uani 1 1 d . . .
H37 H 0.4360 0.3982 0.2668 0.073 Uiso 1 1 calc R . .
C42 C 0.2335(7) 0.5749(5) 0.30589(18) 0.0697(16) Uani 1 1 d . . .
C23 C -0.0778(7) 0.5636(7) 0.1582(2) 0.085(2) Uani 1 1 d . . .
H23 H -0.1621 0.5689 0.1675 0.102 Uiso 1 1 calc R . .
C40 C 0.2780(9) 0.4092(7) 0.3476(2) 0.096(3) Uani 1 1 d . . .
H40A H 0.2915 0.3291 0.3450 0.116 Uiso 1 1 calc R . .
H40B H 0.2412 0.4252 0.3766 0.116 Uiso 1 1 calc R . .
C39 C 0.1937(8) 0.4510(6) 0.31097(18) 0.0792(19) Uani 1 1 d . . .
H39 H 0.1025 0.4402 0.3166 0.095 Uiso 1 1 calc R . .
C28 C 0.1675(8) 0.9259(6) 0.1354(3) 0.0903(9) Uani 1 1 d . . .
C33 C 0.1778(8) 0.9001(6) 0.1792(3) 0.0903(9) Uani 1 1 d . . .
H33 H 0.1780 0.8253 0.1878 0.108 Uiso 1 1 calc R . .
C27 C 0.1528(7) 0.8393(4) 0.09915(18) 0.0682(16) Uani 1 1 d . . .
H27A H 0.0646 0.8388 0.0895 0.082 Uiso 1 1 calc R . .
H27B H 0.2044 0.8617 0.0738 0.082 Uiso 1 1 calc R . .
C30 C 0.1837(8) 1.1191(6) 0.1552(3) 0.0903(9) Uani 1 1 d . . .
H30 H 0.1884 1.1938 0.1468 0.108 Uiso 1 1 calc R . .
C44 C 0.1668(7) 0.6348(7) 0.2671(2) 0.089(2) Uani 1 1 d . . .
H44A H 0.1714 0.5891 0.2408 0.133 Uiso 1 1 calc R . .
H44B H 0.2081 0.7051 0.2615 0.133 Uiso 1 1 calc R . .
H44C H 0.0790 0.6476 0.2746 0.133 Uiso 1 1 calc R . .
C31 C 0.1895(8) 1.0918(6) 0.1975(3) 0.0903(9) Uani 1 1 d . . .
H31 H 0.1948 1.1482 0.2188 0.108 Uiso 1 1 calc R . .
C43 C 0.2116(10) 0.6462(7) 0.3478(2) 0.114(3) Uani 1 1 d . . .
H43A H 0.2356 0.7222 0.3418 0.171 Uiso 1 1 calc R . .
H43B H 0.2624 0.6175 0.3718 0.171 Uiso 1 1 calc R . .
H43C H 0.1232 0.6434 0.3559 0.171 Uiso 1 1 calc R . .
C29 C 0.1708(8) 1.0379(5) 0.1235(3) 0.0903(9) Uani 1 1 d . . .
H29 H 0.1642 1.0580 0.0936 0.108 Uiso 1 1 calc R . .
C32 C 0.1879(8) 0.9821(5) 0.2113(3) 0.0903(9) Uani 1 1 d . . .
H32 H 0.1935 0.9638 0.2414 0.108 Uiso 1 1 calc R . .


_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
C41 C36 1.541(8) . ?
C41 C40 1.556(12) . ?
S1 O5 1.402(5) . ?
S1 O4 1.417(5) . ?
S1 N3 1.690(4) . ?
S1 C35 1.791(6) . ?
O3 C26 1.208(6) . ?
N3 C34 1.388(6) . ?
N3 C37 1.488(6) . ?
O1 C2 1.218(6) . ?
C19 C20 1.488(8) . ?
C19 C26 1.541(7) . ?
C19 C18 1.550(7) . ?
C19 C1 1.603(6) . ?
N2 C1 1.421(7) . ?
N2 C13 1.460(7) . ?
N2 C17 1.462(6) . ?
C26 N1 1.364(7) . ?
C1 C11 1.536(7) . ?
C1 C2 1.584(7) . ?
O2 C34 1.205(7) . ?
N1 C25 1.399(7) . ?
N1 C27 1.441(7) . ?
C20 C21 1.399(7) . ?
C20 C25 1.408(7) . ?
C3 C4 1.373(8) . ?
C3 C12 1.420(7) . ?
C3 C2 1.449(8) . ?
C25 C24 1.368(8) . ?
C10 C11 1.367(8) . ?
C10 C9 1.421(8) . ?
C12 C11 1.381(8) . ?
C12 C7 1.402(7) . ?
C17 C16 1.469(9) . ?
C17 C18 1.540(7) . ?
C34 C18 1.521(7) . ?
C13 C14 1.467(11) . ?
C21 C22 1.355(10) . ?
C6 C5 1.372(9) . ?
C6 C7 1.402(9) . ?
C7 C8 1.416(9) . ?
C36 C35 1.502(9) . ?
C36 C37 1.527(7) . ?
C36 C42 1.551(10) . ?
C22 C23 1.384(11) . ?
C9 C8 1.338(9) . ?
C4 C5 1.398(9) . ?
C14 C15 1.542(10) . ?
C15 C16 1.536(9) . ?
C24 C23 1.369(10) . ?
C38 C37 1.511(9) . ?
C38 C39 1.527(8) . ?
C42 C43 1.534(9) . ?
C42 C44 1.535(9) . ?
C42 C39 1.546(9) . ?
C40 C39 1.496(10) . ?
C28 C33 1.353(11) . ?
C28 C29 1.385(10) . ?
C28 C27 1.509(9) . ?
C33 C32 1.378(10) . ?
C30 C31 1.309(10) . ?
C30 C29 1.366(9) . ?
C31 C32 1.375(10) . ?

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
C36 C41 C40 101.4(5) . . ?
O5 S1 O4 117.2(3) . . ?
O5 S1 N3 110.1(3) . . ?
O4 S1 N3 108.9(3) . . ?
O5 S1 C35 111.3(3) . . ?
O4 S1 C35 111.8(4) . . ?
N3 S1 C35 95.3(2) . . ?
C34 N3 C37 118.5(4) . . ?
C34 N3 S1 122.5(4) . . ?
C37 N3 S1 112.4(3) . . ?
C20 C19 C26 101.7(4) . . ?
C20 C19 C18 121.9(4) . . ?
C26 C19 C18 110.3(4) . . ?
C20 C19 C1 113.9(4) . . ?
C26 C19 C1 106.5(4) . . ?
C18 C19 C1 102.0(4) . . ?
C1 N2 C13 117.6(5) . . ?
C1 N2 C17 109.0(4) . . ?
C13 N2 C17 112.6(4) . . ?
O3 C26 N1 126.4(5) . . ?
O3 C26 C19 126.3(5) . . ?
N1 C26 C19 107.3(4) . . ?
N2 C1 C11 113.8(4) . . ?
N2 C1 C2 116.5(4) . . ?
C11 C1 C2 99.6(4) . . ?
N2 C1 C19 103.3(4) . . ?
C11 C1 C19 114.5(4) . . ?
C2 C1 C19 109.5(4) . . ?
C26 N1 C25 111.2(4) . . ?
C26 N1 C27 122.5(5) . . ?
C25 N1 C27 126.2(5) . . ?
C21 C20 C25 116.8(5) . . ?
C21 C20 C19 134.2(5) . . ?
C25 C20 C19 109.0(4) . . ?
C4 C3 C12 119.3(5) . . ?
C4 C3 C2 133.5(5) . . ?
C12 C3 C2 106.9(5) . . ?
C24 C25 N1 127.8(5) . . ?
C24 C25 C20 123.5(5) . . ?
N1 C25 C20 108.7(5) . . ?
C11 C10 C9 117.7(6) . . ?
C11 C12 C7 124.5(5) . . ?
C11 C12 C3 112.9(4) . . ?
C7 C12 C3 122.5(5) . . ?
N2 C17 C16 109.2(5) . . ?
N2 C17 C18 100.7(4) . . ?
C16 C17 C18 116.7(5) . . ?
C10 C11 C12 118.9(5) . . ?
C10 C11 C1 130.5(5) . . ?
C12 C11 C1 110.3(4) . . ?
O2 C34 N3 119.1(5) . . ?
O2 C34 C18 122.9(4) . . ?
N3 C34 C18 118.0(5) . . ?
O1 C2 C3 127.4(5) . . ?
O1 C2 C1 123.3(5) . . ?
C3 C2 C1 109.2(4) . . ?
N2 C13 C14 110.6(6) . . ?
C22 C21 C20 119.9(6) . . ?
C5 C6 C7 120.5(6) . . ?
C12 C7 C6 116.6(5) . . ?
C12 C7 C8 114.9(6) . . ?
C6 C7 C8 128.4(5) . . ?
C35 C36 C37 109.6(5) . . ?
C35 C36 C41 117.0(5) . . ?
C37 C36 C41 103.6(5) . . ?
C35 C36 C42 119.1(6) . . ?
C37 C36 C42 103.6(5) . . ?
C41 C36 C42 102.3(5) . . ?
C21 C22 C23 121.5(6) . . ?
C8 C9 C10 122.9(6) . . ?
C9 C8 C7 120.9(5) . . ?
C3 C4 C5 118.2(6) . . ?
C13 C14 C15 112.8(6) . . ?
C16 C15 C14 108.3(6) . . ?
C6 C5 C4 123.0(6) . . ?
C25 C24 C23 117.4(6) . . ?
C17 C16 C15 111.3(6) . . ?
C34 C18 C17 110.3(4) . . ?
C34 C18 C19 114.7(4) . . ?
C17 C18 C19 107.3(4) . . ?
C36 C35 S1 107.2(4) . . ?
C37 C38 C39 102.0(5) . . ?
N3 C37 C38 115.9(4) . . ?
N3 C37 C36 106.4(4) . . ?
C38 C37 C36 104.6(5) . . ?
C43 C42 C44 107.0(6) . . ?
C43 C42 C39 114.2(5) . . ?
C44 C42 C39 113.4(6) . . ?
C43 C42 C36 113.2(6) . . ?
C44 C42 C36 116.6(5) . . ?
C39 C42 C36 92.0(5) . . ?
C24 C23 C22 120.9(6) . . ?
C39 C40 C41 104.2(5) . . ?
C40 C39 C38 108.8(7) . . ?
C40 C39 C42 103.5(6) . . ?
C38 C39 C42 101.4(5) . . ?
C33 C28 C29 117.9(7) . . ?
C33 C28 C27 123.3(6) . . ?
C29 C28 C27 118.7(7) . . ?
C28 C33 C32 121.4(7) . . ?
N1 C27 C28 115.3(5) . . ?
C31 C30 C29 120.1(7) . . ?
C30 C31 C32 121.9(7) . . ?
C30 C29 C28 120.6(7) . . ?
C31 C32 C33 117.9(8) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.092
####################################################################### 
# 
# 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_khc1369h
_database_code_depnum_ccdc_archive 'CCDC 2018907'
loop_
_audit_author_name
_audit_author_address
'Behrouz Notash'
;Shahid Beheshti University
Iran
;
_audit_update_record             
;
2021-03-30 deposited with the CCDC.	2023-02-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H24 N2 O5'
_chemical_formula_sum            'C29 H24 N2 O5'
_chemical_formula_weight         480.50

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

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

_cell_length_a                   7.8568(16)
_cell_length_b                   10.363(2)
_cell_length_c                   30.033(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2445.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4194
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      25.00

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7439
_diffrn_reflns_av_R_equivalents  0.1317
_diffrn_reflns_av_sigmaI/netI    0.2232
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4194
_reflns_number_gt                1736
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0293P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4194
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1933
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.1365
_refine_ls_wR_factor_gt          0.1086
_refine_ls_goodness_of_fit_ref   0.849
_refine_ls_restrained_S_all      0.849
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.2043(6) -0.2588(4) 0.81452(18) 0.0703(16) Uani 1 1 d . . .
N1 N 0.5475(6) 0.1204(4) 0.84881(19) 0.0430(14) Uani 1 1 d . . .
O5 O 0.2086(6) -0.0467(5) 0.82725(19) 0.0642(14) Uani 1 1 d . . .
C15 C 0.6041(8) 0.0366(5) 0.8151(2) 0.0388(16) Uani 1 1 d . . .
O1 O 0.4144(6) 0.1036(4) 0.91668(18) 0.0593(13) Uani 1 1 d . . .
N2 N 0.5871(7) -0.2903(4) 0.90416(16) 0.0459(15) Uani 1 1 d . . .
C5 C 0.7281(9) 0.3164(5) 0.8508(2) 0.0493(19) Uani 1 1 d . . .
C10 C 0.5895(7) -0.0911(5) 0.8308(2) 0.0346(15) Uani 1 1 d . . .
C17 C 0.8085(8) -0.1200(6) 0.9122(2) 0.0412(16) Uani 1 1 d . . .
O3 O 0.4360(7) -0.1433(5) 0.98018(17) 0.0797(18) Uani 1 1 d . . .
C12 C 0.6969(8) -0.1606(7) 0.7614(2) 0.0537(19) Uani 1 1 d . . .
H12 H 0.7326 -0.2271 0.7428 0.064 Uiso 1 1 calc R . .
C9 C 0.5123(7) -0.0890(5) 0.8761(2) 0.0361(17) Uani 1 1 d . . .
C8 C 0.4800(7) 0.0576(6) 0.8838(3) 0.0410(17) Uani 1 1 d . . .
O2 O 0.9119(6) -0.1570(4) 0.88627(16) 0.0640(14) Uani 1 1 d . . .
C7 C 0.5498(9) 0.2605(5) 0.8454(3) 0.061(2) Uani 1 1 d . . .
H7A H 0.4762 0.2966 0.8682 0.073 Uiso 1 1 calc R . .
H7B H 0.5048 0.2858 0.8166 0.073 Uiso 1 1 calc R . .
C14 C 0.6606(8) 0.0674(6) 0.7742(2) 0.0493(19) Uani 1 1 d . . .
H14 H 0.6692 0.1529 0.7651 0.059 Uiso 1 1 calc R . .
C28 C 0.2437(8) -0.1688(7) 0.8378(3) 0.053(2) Uani 1 1 d . . .
C25 C 0.6539(10) -0.3796(6) 0.9376(2) 0.075(2) Uani 1 1 d . . .
H25A H 0.5881 -0.3724 0.9644 0.112 Uiso 1 1 calc R . .
H25B H 0.7706 -0.3588 0.9438 0.112 Uiso 1 1 calc R . .
H25C H 0.6468 -0.4663 0.9265 0.112 Uiso 1 1 calc R . .
C16 C 0.6195(8) -0.1547(5) 0.9136(2) 0.0381(16) Uani 1 1 d . . .
C21 C 0.9855(9) 0.0439(6) 0.9583(3) 0.062(2) Uani 1 1 d . . .
H21 H 1.0813 0.0400 0.9402 0.074 Uiso 1 1 calc R . .
C18 C 0.8405(8) -0.0281(6) 0.9500(2) 0.0437(17) Uani 1 1 d . . .
C19 C 0.6974(9) -0.0199(6) 0.9769(2) 0.0463(18) Uani 1 1 d . . .
C13 C 0.7057(8) -0.0332(8) 0.7460(2) 0.059(2) Uani 1 1 d . . .
H13 H 0.7415 -0.0161 0.7171 0.071 Uiso 1 1 calc R . .
C20 C 0.5631(9) -0.1074(6) 0.9605(2) 0.0490(18) Uani 1 1 d . . .
C26 C 0.4065(9) -0.3047(6) 0.8932(2) 0.063(2) Uani 1 1 d . . .
H26A H 0.3431 -0.3343 0.9190 0.076 Uiso 1 1 calc R . .
H26B H 0.3916 -0.3664 0.8692 0.076 Uiso 1 1 calc R . .
C11 C 0.6371(8) -0.1901(6) 0.8030(2) 0.0458(18) Uani 1 1 d . . .
H11 H 0.6290 -0.2755 0.8123 0.055 Uiso 1 1 calc R . .
C4 C 0.7568(11) 0.4446(6) 0.8398(3) 0.078(3) Uani 1 1 d . . .
H4 H 0.6681 0.4942 0.8285 0.094 Uiso 1 1 calc R . .
C6 C 0.8638(10) 0.2496(7) 0.8661(3) 0.078(3) Uani 1 1 d . . .
H6 H 0.8478 0.1636 0.8739 0.093 Uiso 1 1 calc R . .
C3 C 1.0240(11) 0.3011(9) 0.8708(3) 0.103(3) Uani 1 1 d . . .
H3 H 1.1145 0.2507 0.8807 0.124 Uiso 1 1 calc R . .
C27 C 0.3464(7) -0.1720(5) 0.8790(2) 0.0415(17) Uani 1 1 d . . .
H27 H 0.2764 -0.1368 0.9031 0.050 Uiso 1 1 calc R . .
C22 C 0.9770(11) 0.1238(7) 0.9963(3) 0.073(3) Uani 1 1 d . . .
H22 H 1.0706 0.1744 1.0036 0.088 Uiso 1 1 calc R . .
C23 C 0.8352(14) 0.1291(7) 1.0229(3) 0.083(3) Uani 1 1 d . . .
H23 H 0.8350 0.1837 1.0475 0.099 Uiso 1 1 calc R . .
C24 C 0.6946(11) 0.0564(7) 1.0141(3) 0.063(2) Uani 1 1 d . . .
H24 H 0.6001 0.0585 1.0327 0.076 Uiso 1 1 calc R . .
C1 C 1.0467(12) 0.4299(9) 0.8605(3) 0.086(3) Uani 1 1 d . . .
H1 H 1.1526 0.4686 0.8641 0.104 Uiso 1 1 calc R . .
C29 C 0.1139(11) -0.0257(8) 0.7868(3) 0.112(4) Uani 1 1 d . . .
H29A H 0.0073 -0.0708 0.7885 0.168 Uiso 1 1 calc R . .
H29B H 0.1782 -0.0574 0.7619 0.168 Uiso 1 1 calc R . .
H29C H 0.0931 0.0649 0.7831 0.168 Uiso 1 1 calc R . .
C2 C 0.9129(13) 0.4988(8) 0.8453(3) 0.091(3) Uani 1 1 d . . .
H2 H 0.9281 0.5855 0.8384 0.109 Uiso 1 1 calc R . .


_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
O4 C28 1.205(7) . ?
N1 C8 1.346(8) . ?
N1 C15 1.406(7) . ?
N1 C7 1.456(7) . ?
O5 C28 1.333(8) . ?
O5 C29 1.441(9) . ?
C15 C14 1.346(9) . ?
C15 C10 1.410(7) . ?
O1 C8 1.210(8) . ?
N2 C16 1.456(7) . ?
N2 C25 1.463(8) . ?
N2 C26 1.464(8) . ?
C5 C6 1.352(9) . ?
C5 C4 1.388(8) . ?
C5 C7 1.524(9) . ?
C10 C11 1.374(8) . ?
C10 C9 1.488(8) . ?
C17 O2 1.189(7) . ?
C17 C18 1.503(9) . ?
C17 C16 1.529(8) . ?
O3 C20 1.218(7) . ?
C12 C11 1.371(9) . ?
C12 C13 1.400(9) . ?
C12 H12 0.9300 . ?
C9 C8 1.558(7) . ?
C9 C16 1.563(8) . ?
C9 C27 1.564(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C14 C13 1.388(9) . ?
C14 H14 0.9300 . ?
C28 C27 1.479(9) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C16 C20 1.557(8) . ?
C21 C18 1.384(8) . ?
C21 C22 1.412(10) . ?
C21 H21 0.9300 . ?
C18 C19 1.388(9) . ?
C19 C24 1.368(9) . ?
C19 C20 1.476(9) . ?
C13 H13 0.9300 . ?
C26 C27 1.515(8) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C11 H11 0.9300 . ?
C4 C2 1.359(10) . ?
C4 H4 0.9300 . ?
C6 C3 1.374(10) . ?
C6 H6 0.9300 . ?
C3 C1 1.381(10) . ?
C3 H3 0.9300 . ?
C27 H27 0.9800 . ?
C22 C23 1.371(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.363(10) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C1 C2 1.351(11) . ?
C1 H1 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C2 H2 0.9300 . ?

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 N1 C15 112.9(5) . . ?
C8 N1 C7 122.8(6) . . ?
C15 N1 C7 124.2(6) . . ?
C28 O5 C29 116.7(6) . . ?
C14 C15 N1 128.0(6) . . ?
C14 C15 C10 123.7(6) . . ?
N1 C15 C10 108.3(5) . . ?
C16 N2 C25 114.5(5) . . ?
C16 N2 C26 108.1(5) . . ?
C25 N2 C26 115.9(5) . . ?
C6 C5 C4 116.3(7) . . ?
C6 C5 C7 124.5(5) . . ?
C4 C5 C7 119.2(7) . . ?
C11 C10 C15 118.4(6) . . ?
C11 C10 C9 132.5(5) . . ?
C15 C10 C9 108.9(5) . . ?
O2 C17 C18 125.8(6) . . ?
O2 C17 C16 127.3(6) . . ?
C18 C17 C16 106.9(6) . . ?
C11 C12 C13 121.9(6) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C10 C9 C8 102.6(5) . . ?
C10 C9 C16 115.7(5) . . ?
C8 C9 C16 113.8(5) . . ?
C10 C9 C27 112.5(5) . . ?
C8 C9 C27 113.1(5) . . ?
C16 C9 C27 99.7(5) . . ?
O1 C8 N1 127.9(6) . . ?
O1 C8 C9 125.2(7) . . ?
N1 C8 C9 106.9(6) . . ?
N1 C7 C5 112.5(5) . . ?
N1 C7 H7A 109.1 . . ?
C5 C7 H7A 109.1 . . ?
N1 C7 H7B 109.1 . . ?
C5 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C15 C14 C13 117.5(6) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
O4 C28 O5 123.0(7) . . ?
O4 C28 C27 127.4(7) . . ?
O5 C28 C27 109.4(6) . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C16 C17 113.0(5) . . ?
N2 C16 C20 115.5(5) . . ?
C17 C16 C20 103.1(5) . . ?
N2 C16 C9 100.7(5) . . ?
C17 C16 C9 113.7(5) . . ?
C20 C16 C9 111.3(5) . . ?
C18 C21 C22 115.0(7) . . ?
C18 C21 H21 122.5 . . ?
C22 C21 H21 122.5 . . ?
C21 C18 C19 121.9(7) . . ?
C21 C18 C17 128.0(7) . . ?
C19 C18 C17 110.1(6) . . ?
C24 C19 C18 121.6(7) . . ?
C24 C19 C20 128.0(7) . . ?
C18 C19 C20 110.3(6) . . ?
C14 C13 C12 119.7(7) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
O3 C20 C19 127.7(7) . . ?
O3 C20 C16 125.2(6) . . ?
C19 C20 C16 107.0(6) . . ?
N2 C26 C27 105.8(5) . . ?
N2 C26 H26A 110.6 . . ?
C27 C26 H26A 110.6 . . ?
N2 C26 H26B 110.6 . . ?
C27 C26 H26B 110.6 . . ?
H26A C26 H26B 108.7 . . ?
C12 C11 C10 118.7(6) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C2 C4 C5 120.9(8) . . ?
C2 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C5 C6 C3 124.0(7) . . ?
C5 C6 H6 118.0 . . ?
C3 C6 H6 118.0 . . ?
C6 C3 C1 118.0(9) . . ?
C6 C3 H3 121.0 . . ?
C1 C3 H3 121.0 . . ?
C28 C27 C26 115.2(5) . . ?
C28 C27 C9 113.2(5) . . ?
C26 C27 C9 104.8(5) . . ?
C28 C27 H27 107.7 . . ?
C26 C27 H27 107.7 . . ?
C9 C27 H27 107.7 . . ?
C23 C22 C21 122.2(7) . . ?
C23 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
C24 C23 C22 121.6(8) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C23 C24 C19 117.7(8) . . ?
C23 C24 H24 121.2 . . ?
C19 C24 H24 121.2 . . ?
C2 C1 C3 119.1(9) . . ?
C2 C1 H1 120.4 . . ?
C3 C1 H1 120.4 . . ?
O5 C29 H29A 109.5 . . ?
O5 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O5 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C1 C2 C4 121.6(8) . . ?
C1 C2 H2 119.2 . . ?
C4 C2 H2 119.2 . . ?

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 N1 C15 C14 172.4(6) . . . . ?
C7 N1 C15 C14 -3.6(11) . . . . ?
C8 N1 C15 C10 -6.5(7) . . . . ?
C7 N1 C15 C10 177.6(6) . . . . ?
C14 C15 C10 C11 0.7(10) . . . . ?
N1 C15 C10 C11 179.6(6) . . . . ?
C14 C15 C10 C9 -176.3(6) . . . . ?
N1 C15 C10 C9 2.6(7) . . . . ?
C11 C10 C9 C8 -175.0(7) . . . . ?
C15 C10 C9 C8 1.4(6) . . . . ?
C11 C10 C9 C16 60.5(9) . . . . ?
C15 C10 C9 C16 -123.1(5) . . . . ?
C11 C10 C9 C27 -53.2(9) . . . . ?
C15 C10 C9 C27 123.2(5) . . . . ?
C15 N1 C8 O1 -176.5(6) . . . . ?
C7 N1 C8 O1 -0.4(11) . . . . ?
C15 N1 C8 C9 7.3(7) . . . . ?
C7 N1 C8 C9 -176.7(5) . . . . ?
C10 C9 C8 O1 178.4(6) . . . . ?
C16 C9 C8 O1 -55.9(8) . . . . ?
C27 C9 C8 O1 57.0(9) . . . . ?
C10 C9 C8 N1 -5.2(6) . . . . ?
C16 C9 C8 N1 120.6(6) . . . . ?
C27 C9 C8 N1 -126.6(6) . . . . ?
C8 N1 C7 C5 109.2(7) . . . . ?
C15 N1 C7 C5 -75.2(8) . . . . ?
C6 C5 C7 N1 -13.1(11) . . . . ?
C4 C5 C7 N1 167.4(6) . . . . ?
N1 C15 C14 C13 -178.3(6) . . . . ?
C10 C15 C14 C13 0.4(10) . . . . ?
C29 O5 C28 O4 2.2(10) . . . . ?
C29 O5 C28 C27 177.9(6) . . . . ?
C25 N2 C16 C17 65.8(7) . . . . ?
C26 N2 C16 C17 -163.3(5) . . . . ?
C25 N2 C16 C20 -52.6(8) . . . . ?
C26 N2 C16 C20 78.3(7) . . . . ?
C25 N2 C16 C9 -172.6(5) . . . . ?
C26 N2 C16 C9 -41.7(6) . . . . ?
O2 C17 C16 N2 40.5(9) . . . . ?
C18 C17 C16 N2 -140.0(5) . . . . ?
O2 C17 C16 C20 166.0(7) . . . . ?
C18 C17 C16 C20 -14.6(6) . . . . ?
O2 C17 C16 C9 -73.4(8) . . . . ?
C18 C17 C16 C9 106.1(6) . . . . ?
C10 C9 C16 N2 -76.9(6) . . . . ?
C8 C9 C16 N2 164.7(5) . . . . ?
C27 C9 C16 N2 44.0(5) . . . . ?
C10 C9 C16 C17 44.3(7) . . . . ?
C8 C9 C16 C17 -74.2(7) . . . . ?
C27 C9 C16 C17 165.2(5) . . . . ?
C10 C9 C16 C20 160.2(5) . . . . ?
C8 C9 C16 C20 41.7(7) . . . . ?
C27 C9 C16 C20 -78.9(5) . . . . ?
C22 C21 C18 C19 1.0(10) . . . . ?
C22 C21 C18 C17 179.1(6) . . . . ?
O2 C17 C18 C21 9.7(11) . . . . ?
C16 C17 C18 C21 -169.8(6) . . . . ?
O2 C17 C18 C19 -172.0(7) . . . . ?
C16 C17 C18 C19 8.5(7) . . . . ?
C21 C18 C19 C24 -2.5(10) . . . . ?
C17 C18 C19 C24 179.1(6) . . . . ?
C21 C18 C19 C20 -179.7(6) . . . . ?
C17 C18 C19 C20 1.9(8) . . . . ?
C15 C14 C13 C12 -2.3(11) . . . . ?
C11 C12 C13 C14 3.1(11) . . . . ?
C24 C19 C20 O3 -12.2(12) . . . . ?
C18 C19 C20 O3 164.7(7) . . . . ?
C24 C19 C20 C16 171.6(7) . . . . ?
C18 C19 C20 C16 -11.4(7) . . . . ?
N2 C16 C20 O3 -36.7(10) . . . . ?
C17 C16 C20 O3 -160.5(7) . . . . ?
C9 C16 C20 O3 77.3(8) . . . . ?
N2 C16 C20 C19 139.6(6) . . . . ?
C17 C16 C20 C19 15.8(6) . . . . ?
C9 C16 C20 C19 -106.5(6) . . . . ?
C16 N2 C26 C27 21.3(7) . . . . ?
C25 N2 C26 C27 151.4(6) . . . . ?
C13 C12 C11 C10 -2.0(11) . . . . ?
C15 C10 C11 C12 0.1(10) . . . . ?
C9 C10 C11 C12 176.2(6) . . . . ?
C6 C5 C4 C2 -1.3(12) . . . . ?
C7 C5 C4 C2 178.2(7) . . . . ?
C4 C5 C6 C3 -0.4(13) . . . . ?
C7 C5 C6 C3 -180.0(8) . . . . ?
C5 C6 C3 C1 1.9(15) . . . . ?
O4 C28 C27 C26 -0.5(10) . . . . ?
O5 C28 C27 C26 -175.9(6) . . . . ?
O4 C28 C27 C9 120.2(7) . . . . ?
O5 C28 C27 C9 -55.2(7) . . . . ?
N2 C26 C27 C28 133.4(5) . . . . ?
N2 C26 C27 C9 8.3(7) . . . . ?
C10 C9 C27 C28 -35.2(7) . . . . ?
C8 C9 C27 C28 80.5(7) . . . . ?
C16 C9 C27 C28 -158.3(5) . . . . ?
C10 C9 C27 C26 91.2(6) . . . . ?
C8 C9 C27 C26 -153.1(6) . . . . ?
C16 C9 C27 C26 -31.9(6) . . . . ?
C18 C21 C22 C23 0.0(11) . . . . ?
C21 C22 C23 C24 0.5(13) . . . . ?
C22 C23 C24 C19 -1.9(12) . . . . ?
C18 C19 C24 C23 2.9(11) . . . . ?
C20 C19 C24 C23 179.5(7) . . . . ?
C6 C3 C1 C2 -1.7(15) . . . . ?
C3 C1 C2 C4 0.0(15) . . . . ?
C5 C4 C2 C1 1.6(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.044
