# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_triostinA
_database_code_depnum_ccdc_archive 'CCDC 1441091'
_audit_update_record             
;
2016-01-07 deposited with the CCDC.
2016-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'(N-Cbz-D-Ser-L-Ala-N-Me-L-Cys-N-Me-D-Val)2 (Serine-hydroxy)-Dilactone Disulfide'
_chemical_name_common            ?
_chemical_melting_point          '457.4 - 461.0'
_chemical_formula_moiety         'C48 H66 N8 O14 S2, C4 H8 O2'

_chemical_formula_sum            'C52 H74 N8 O16 S2'
_chemical_formula_weight         1131.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   9.9116(19)
_cell_length_b                   24.089(4)
_cell_length_c                   12.239(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.877(3)
_cell_angle_gamma                90
_cell_volume                     2906.8(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6193
_cell_measurement_theta_min      3.0366
_cell_measurement_theta_max      27.4391

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             1204
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.164
_shelx_estimated_absorpt_T_min   0.937
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_correction_T_min  0.9468
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'AFC-7R Mercury CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24380
_diffrn_reflns_av_unetI/netI     0.0770
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.037
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_point_group_measured_fraction_full 0.908
_reflns_number_total             11921
_reflns_number_gt                7767
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.755
_reflns_Friedel_fraction_max     0.788
_reflns_Friedel_fraction_full    0.816

_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)+(0.0325P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0113(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 2212 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         11921
_refine_ls_number_parameters     791
_refine_ls_number_restraints     180
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1139
_refine_ls_wR_factor_gt          0.0976
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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_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 0.88158(16) 0.55603(7) 1.22478(10) 0.0664(4) Uani 1 1 d . . . . .
S2 S 0.73155(18) 0.49791(7) 1.21030(11) 0.0728(5) Uani 1 1 d . . . . .
C1 C 0.7731(6) 0.4540(2) 1.0977(4) 0.0657(16) Uani 1 1 d . . . . .
H1 H 0.8707 0.4490 1.1047 0.079 Uiso 1 1 calc R U . . .
H1A H 0.7329 0.4178 1.1069 0.079 Uiso 1 1 calc R U . . .
C2 C 0.7290(5) 0.4738(2) 0.9802(3) 0.0529(13) Uani 1 1 d . . . . .
H2 H 0.7739 0.5090 0.9670 0.064 Uiso 1 1 calc R U . . .
N1 N 0.5808(4) 0.48050(19) 0.9568(3) 0.0576(12) Uani 1 1 d . . . . .
C3 C 0.4886(7) 0.4496(3) 1.0212(5) 0.086(2) Uani 1 1 d . . . . .
H3 H 0.4984 0.4105 1.0087 0.129 Uiso 1 1 calc R U . . .
H3A H 0.3967 0.4605 0.9990 0.129 Uiso 1 1 calc R U . . .
H3B H 0.5103 0.4575 1.0978 0.129 Uiso 1 1 calc R U . . .
C4 C 0.5411(5) 0.4991(2) 0.8541(4) 0.0555(13) Uani 1 1 d . . . . .
O1 O 0.6256(3) 0.51168(16) 0.7913(2) 0.0591(10) Uani 1 1 d . . . . .
C5 C 0.3907(6) 0.5042(3) 0.8160(4) 0.0673(16) Uani 1 1 d . . . . .
H5 H 0.3379 0.5042 0.8795 0.081 Uiso 1 1 calc R U . . .
C6 C 0.3488(7) 0.4552(3) 0.7412(6) 0.100(2) Uani 1 1 d . . . . .
H6 H 0.4062 0.4535 0.6827 0.150 Uiso 1 1 calc R U . . .
H6A H 0.2562 0.4597 0.7110 0.150 Uiso 1 1 calc R U . . .
H6B H 0.3576 0.4214 0.7829 0.150 Uiso 1 1 calc R U . . .
N2 N 0.3738(4) 0.5564(2) 0.7582(3) 0.0639(13) Uani 1 1 d . . . . .
H2A H 0.4128 0.5606 0.6991 0.077 Uiso 1 1 calc R U . . .
C7 C 0.3015(5) 0.5980(3) 0.7916(4) 0.0576(14) Uani 1 1 d . . . . .
O2 O 0.2298(4) 0.59457(18) 0.8685(3) 0.0708(12) Uani 1 1 d . . . . .
C8 C 0.3104(5) 0.6521(2) 0.7284(4) 0.0518(13) Uani 1 1 d . . . . .
H8 H 0.2461 0.6495 0.6622 0.062 Uiso 1 1 calc R U . . .
N3 N 0.4454(4) 0.65884(19) 0.6930(3) 0.0554(12) Uani 1 1 d . . . . .
H3C H 0.5143 0.6455 0.7327 0.066 Uiso 1 1 calc R U . . .
C9 C 0.2697(5) 0.7014(3) 0.7935(4) 0.0640(16) Uani 1 1 d . . . . .
H9 H 0.2639 0.7345 0.7481 0.077 Uiso 1 1 calc R U . . .
H9A H 0.1821 0.6950 0.8200 0.077 Uiso 1 1 calc R U . . .
O3 O 0.3734(3) 0.70777(16) 0.8846(2) 0.0597(10) Uani 1 1 d . . . . .
C10 C 0.3346(6) 0.7303(2) 0.9767(4) 0.0554(13) Uani 1 1 d . . . . .
O4 O 0.2202(4) 0.7440(2) 0.9857(3) 0.0879(15) Uani 1 1 d . . . . .
C11 C 0.4557(5) 0.7358(2) 1.0617(3) 0.0498(12) Uani 1 1 d . . . . .
H11 H 0.5170 0.7621 1.0311 0.060 Uiso 1 1 calc R U . . .
C12 C 0.4182(6) 0.7622(3) 1.1688(4) 0.0684(17) Uani 1 1 d . . . . .
H12 H 0.3588 0.7939 1.1487 0.082 Uiso 1 1 calc R U . . .
N4 N 0.5304(4) 0.68348(18) 1.0745(3) 0.0469(10) Uani 1 1 d . . . . .
C13 C 0.4552(6) 0.6314(2) 1.0817(4) 0.0626(15) Uani 1 1 d . . . . .
H13 H 0.4924 0.6109 1.1449 0.094 Uiso 1 1 calc R U . . .
H13A H 0.4624 0.6098 1.0167 0.094 Uiso 1 1 calc R U . . .
H13B H 0.3615 0.6395 1.0882 0.094 Uiso 1 1 calc R U . . .
C14 C 0.6639(5) 0.6836(2) 1.0569(3) 0.0451(12) Uani 1 1 d . . . . .
O5 O 0.7249(4) 0.72602(16) 1.0373(3) 0.0582(9) Uani 1 1 d . . . . .
C15 C 0.7410(4) 0.6282(2) 1.0689(3) 0.0419(11) Uani 1 1 d . . . . .
H15 H 0.6769 0.5981 1.0478 0.050 Uiso 1 1 calc R U . . .
C16 C 0.7934(5) 0.6206(2) 1.1896(3) 0.0542(14) Uani 1 1 d . . . . .
H16 H 0.7170 0.6233 1.2329 0.065 Uiso 1 1 calc R U . . .
H16A H 0.8544 0.6510 1.2112 0.065 Uiso 1 1 calc R U . . .
N5 N 0.8458(4) 0.62793(18) 0.9930(2) 0.0448(10) Uani 1 1 d . . . . .
C17 C 0.9855(5) 0.6443(3) 1.0306(3) 0.0586(15) Uani 1 1 d . . . . .
H17 H 0.9887 0.6835 1.0446 0.088 Uiso 1 1 calc R U . . .
H17A H 1.0436 0.6355 0.9749 0.088 Uiso 1 1 calc R U . . .
H17B H 1.0155 0.6246 1.0969 0.088 Uiso 1 1 calc R U . . .
C18 C 0.7950(5) 0.6290(2) 0.8859(3) 0.0430(11) Uani 1 1 d . . . . .
O6 O 0.6723(3) 0.62763(15) 0.8597(2) 0.0514(9) Uani 1 1 d . . . . .
C19 C 0.8928(5) 0.6334(2) 0.7975(3) 0.0445(12) Uani 1 1 d . . . . .
H19 H 0.9818 0.6182 0.8244 0.053 Uiso 1 1 calc R U . . .
C20 C 0.9051(5) 0.6945(2) 0.7672(4) 0.0579(14) Uani 1 1 d . . . . .
H20 H 0.9659 0.6982 0.7114 0.087 Uiso 1 1 calc R U . . .
H20A H 0.9397 0.7152 0.8310 0.087 Uiso 1 1 calc R U . . .
H20B H 0.8174 0.7086 0.7400 0.087 Uiso 1 1 calc R U . . .
N6 N 0.8313(4) 0.60075(18) 0.7055(3) 0.0486(10) Uani 1 1 d . . . . .
H6C H 0.7443 0.5985 0.6961 0.058 Uiso 1 1 calc R U . . .
C21 C 0.9022(5) 0.5741(2) 0.6350(3) 0.0466(12) Uani 1 1 d . . . . .
O7 O 1.0251(4) 0.57646(17) 0.6374(3) 0.0682(12) Uani 1 1 d . . . . .
C22 C 0.8207(5) 0.5388(2) 0.5483(3) 0.0479(12) Uani 1 1 d . . . . .
H22 H 0.8276 0.5568 0.4773 0.058 Uiso 1 1 calc R U . . .
N7 N 0.6775(4) 0.53454(19) 0.5615(3) 0.0548(11) Uani 1 1 d . . . . .
H7 H 0.6538 0.5180 0.6188 0.066 Uiso 1 1 calc R U . . .
C23 C 0.8870(6) 0.4829(2) 0.5429(3) 0.0607(15) Uani 1 1 d . . . . .
H23 H 0.8443 0.4617 0.4815 0.073 Uiso 1 1 calc R U . . .
H23A H 0.9825 0.4871 0.5339 0.073 Uiso 1 1 calc R U . . .
O8 O 0.8699(4) 0.45509(16) 0.6459(2) 0.0599(10) Uani 1 1 d . . . . .
C24 C 0.9623(6) 0.4167(2) 0.6799(4) 0.0551(14) Uani 1 1 d . . . . .
O9 O 1.0531(4) 0.40363(18) 0.6273(3) 0.0778(13) Uani 1 1 d . . . . .
C25 C 0.9347(5) 0.3904(2) 0.7892(3) 0.0515(13) Uani 1 1 d . . . . .
H25 H 0.8555 0.3663 0.7733 0.062 Uiso 1 1 calc R U . . .
C26 C 1.0513(6) 0.3527(2) 0.8380(4) 0.0569(14) Uani 1 1 d . . . . .
H26 H 1.1376 0.3720 0.8329 0.068 Uiso 1 1 calc R U . . .
N8 N 0.8949(4) 0.43351(17) 0.8630(3) 0.0484(10) Uani 1 1 d . . . . .
C27 C 0.9868(6) 0.4806(2) 0.8871(4) 0.0589(15) Uani 1 1 d . . . . .
H27 H 0.9534 0.5122 0.8449 0.088 Uiso 1 1 calc R U . . .
H27A H 1.0756 0.4711 0.8682 0.088 Uiso 1 1 calc R U . . .
H27B H 0.9916 0.4893 0.9639 0.088 Uiso 1 1 calc R U . . .
C28 C 0.7725(6) 0.4294(2) 0.9000(4) 0.0535(13) Uani 1 1 d . . . . .
O10 O 0.6950(4) 0.39111(17) 0.8751(3) 0.0758(12) Uani 1 1 d . . . . .
C29 C 0.4641(5) 0.6858(2) 0.5986(4) 0.0552(13) Uani 1 1 d . . . . .
O11 O 0.3741(4) 0.70032(18) 0.5307(3) 0.0703(12) Uani 1 1 d . . . . .
O12 O 0.5971(3) 0.69277(16) 0.5902(2) 0.0602(10) Uani 1 1 d . . . . .
C30 C 0.6259(6) 0.7204(3) 0.4887(4) 0.0698(17) Uani 1 1 d . . . . .
H30 H 0.5788 0.7557 0.4814 0.084 Uiso 1 1 calc R U . . .
H30A H 0.5954 0.6975 0.4258 0.084 Uiso 1 1 calc R U . . .
C31 C 0.7752(6) 0.7292(3) 0.4942(4) 0.0580(15) Uani 1 1 d . . . . .
C32 C 0.8319(7) 0.7791(3) 0.5310(4) 0.0679(16) Uani 1 1 d . . . . .
H32 H 0.7760 0.8075 0.5516 0.081 Uiso 1 1 calc R U . . .
C33 C 0.9702(8) 0.7875(3) 0.5375(5) 0.089(2) Uani 1 1 d . . . . .
H33 H 1.0072 0.8213 0.5623 0.106 Uiso 1 1 calc R U . . .
C34 C 1.0524(8) 0.7460(4) 0.5075(6) 0.095(3) Uani 1 1 d . . . . .
H34 H 1.1459 0.7511 0.5132 0.114 Uiso 1 1 calc R U . . .
C35 C 0.9970(8) 0.6965(4) 0.4687(5) 0.088(2) Uani 1 1 d . . . . .
H35 H 1.0532 0.6685 0.4470 0.105 Uiso 1 1 calc R U . . .
C36 C 0.8593(7) 0.6881(3) 0.4619(4) 0.0688(17) Uani 1 1 d . . . . .
H36 H 0.8226 0.6546 0.4353 0.083 Uiso 1 1 calc R U . . .
C37 C 0.5470(7) 0.7848(3) 1.2317(4) 0.085(2) Uani 1 1 d . . . . .
H37 H 0.6083 0.7547 1.2513 0.127 Uiso 1 1 calc R U . . .
H37A H 0.5246 0.8031 1.2971 0.127 Uiso 1 1 calc R U . . .
H37B H 0.5892 0.8107 1.1864 0.127 Uiso 1 1 calc R U . . .
C38 C 0.3434(7) 0.7241(3) 1.2403(4) 0.090(2) Uani 1 1 d . . . . .
H38 H 0.3228 0.7437 1.3047 0.134 Uiso 1 1 calc R U . . .
H38A H 0.3993 0.6926 1.2615 0.134 Uiso 1 1 calc R U . . .
H38B H 0.2608 0.7117 1.1999 0.134 Uiso 1 1 calc R U . . .
C39 C 0.5791(6) 0.5554(2) 0.4876(4) 0.0565(14) Uani 1 1 d . . . . .
O13 O 0.5980(4) 0.57959(18) 0.4047(3) 0.0758(13) Uani 1 1 d . . . . .
O14 O 0.4567(4) 0.54569(19) 0.5239(3) 0.0726(12) Uani 1 1 d . . . . .
C40 C 0.3380(6) 0.5662(3) 0.4554(5) 0.083(2) Uani 1 1 d D . . . .
H40A H 0.3619 0.6006 0.4208 0.099 Uiso 0.56(3) 1 calc R U P A 1
H40B H 0.2672 0.5746 0.5021 0.099 Uiso 0.56(3) 1 calc R U P A 1
H40C H 0.3633 0.5971 0.4109 0.099 Uiso 0.44(3) 1 calc R U P A 2
H40D H 0.2700 0.5790 0.5012 0.099 Uiso 0.44(3) 1 calc R U P A 2
C41B C 0.283(3) 0.5203(10) 0.3837(15) 0.058(6) Uani 0.44(3) 1 d D U P A 2
C42B C 0.211(2) 0.4790(8) 0.4258(15) 0.074(6) Uani 0.44(3) 1 d D U P A 2
H42B H 0.2052 0.4797 0.5011 0.088 Uiso 0.44(3) 1 calc R U P A 2
C43B C 0.146(2) 0.4366(9) 0.369(2) 0.097(7) Uani 0.44(3) 1 d D U P A 2
H43B H 0.0983 0.4099 0.4045 0.117 Uiso 0.44(3) 1 calc R U P A 2
C44B C 0.153(2) 0.4346(12) 0.260(2) 0.088(8) Uani 0.44(3) 1 d D U P A 2
H44B H 0.1076 0.4068 0.2177 0.105 Uiso 0.44(3) 1 calc R U P A 2
C45B C 0.227(4) 0.4740(17) 0.211(2) 0.131(12) Uani 0.44(3) 1 d D U P A 2
H45B H 0.2387 0.4718 0.1362 0.157 Uiso 0.44(3) 1 calc R U P A 2
C46B C 0.285(3) 0.5169(13) 0.2742(13) 0.112(10) Uani 0.44(3) 1 d D U P A 2
H46B H 0.3272 0.5452 0.2391 0.134 Uiso 0.44(3) 1 calc R U P A 2
C41A C 0.283(2) 0.5268(7) 0.3683(12) 0.055(5) Uani 0.56(3) 1 d D U P A 1
C42A C 0.239(2) 0.4754(7) 0.3908(16) 0.091(6) Uani 0.56(3) 1 d D U P A 1
H42A H 0.2408 0.4640 0.4635 0.110 Uiso 0.56(3) 1 calc R U P A 1
C43A C 0.191(3) 0.4394(8) 0.3072(18) 0.113(8) Uani 0.56(3) 1 d D U P A 1
H43A H 0.1621 0.4037 0.3216 0.135 Uiso 0.56(3) 1 calc R U P A 1
C44A C 0.188(3) 0.4595(9) 0.2017(18) 0.091(7) Uani 0.56(3) 1 d D U P A 1
H44A H 0.1584 0.4364 0.1433 0.109 Uiso 0.56(3) 1 calc R U P A 1
C45A C 0.2279(17) 0.5110(9) 0.1810(12) 0.091(6) Uani 0.56(3) 1 d D U P A 1
H45A H 0.2215 0.5236 0.1088 0.109 Uiso 0.56(3) 1 calc R U P A 1
C46A C 0.2769(18) 0.5452(9) 0.2625(8) 0.078(5) Uani 0.56(3) 1 d D U P A 1
H46A H 0.3061 0.5807 0.2470 0.093 Uiso 0.56(3) 1 calc R U P A 1
C47 C 1.0521(7) 0.2986(3) 0.7737(5) 0.084(2) Uani 1 1 d . . . . .
H47 H 1.0676 0.3064 0.6991 0.126 Uiso 1 1 calc R U . . .
H47A H 0.9662 0.2803 0.7749 0.126 Uiso 1 1 calc R U . . .
H47B H 1.1230 0.2750 0.8065 0.126 Uiso 1 1 calc R U . . .
C48 C 1.0381(7) 0.3397(3) 0.9580(4) 0.0756(18) Uani 1 1 d . . . . .
H48 H 1.1097 0.3150 0.9856 0.113 Uiso 1 1 calc R U . . .
H48A H 0.9520 0.3225 0.9645 0.113 Uiso 1 1 calc R U . . .
H48B H 1.0445 0.3735 0.9999 0.113 Uiso 1 1 calc R U . . .
C49 C 0.5093(10) 0.8331(4) 0.7528(8) 0.108(3) Uani 1 1 d . . . . .
O15 O 0.4171(9) 0.8497(4) 0.7948(6) 0.200(4) Uani 1 1 d . . . . .
C50 C 0.6267(10) 0.8053(4) 0.8037(6) 0.121(3) Uani 1 1 d . . . . .
H50 H 0.6023 0.7685 0.8248 0.182 Uiso 1 1 calc R U . . .
H50A H 0.6626 0.8256 0.8676 0.182 Uiso 1 1 calc R U . . .
H50B H 0.6940 0.8030 0.7528 0.182 Uiso 1 1 calc R U . . .
O16 O 0.5113(7) 0.8389(3) 0.6466(5) 0.143(3) Uani 1 1 d D . . . .
C51B C 0.436(4) 0.8873(11) 0.584(3) 0.131(12) Uani 0.39(3) 1 d D U P B 2
H51C H 0.4974 0.9141 0.5569 0.157 Uiso 0.39(3) 1 calc R U P B 2
H51D H 0.3732 0.9060 0.6275 0.157 Uiso 0.39(3) 1 calc R U P B 2
C52B C 0.360(3) 0.8528(19) 0.489(3) 0.137(14) Uani 0.39(3) 1 d D U P B 2
H52D H 0.3758 0.8690 0.4195 0.205 Uiso 0.39(3) 1 calc R U P B 2
H52E H 0.2646 0.8529 0.4961 0.205 Uiso 0.39(3) 1 calc R U P B 2
H52F H 0.3933 0.8154 0.4922 0.205 Uiso 0.39(3) 1 calc R U P B 2
C51A C 0.3758(18) 0.8587(15) 0.5929(17) 0.156(9) Uani 0.61(3) 1 d D U P B 1
H51A H 0.3360 0.8876 0.6345 0.188 Uiso 0.61(3) 1 calc R U P B 1
H51B H 0.3115 0.8287 0.5769 0.188 Uiso 0.61(3) 1 calc R U P B 1
C52A C 0.436(3) 0.8813(11) 0.4877(18) 0.147(10) Uani 0.61(3) 1 d D U P B 1
H52A H 0.5283 0.8923 0.5063 0.221 Uiso 0.61(3) 1 calc R U P B 1
H52B H 0.3837 0.9128 0.4596 0.221 Uiso 0.61(3) 1 calc R U P B 1
H52C H 0.4318 0.8528 0.4327 0.221 Uiso 0.61(3) 1 calc R U P B 1


_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 C16 1.813(5) . ?
S1 S2 2.037(2) . ?
S2 C1 1.818(5) . ?
C1 C2 1.535(6) . ?
C1 H1 0.9700 . ?
C1 H1A 0.9700 . ?
C2 N1 1.476(6) . ?
C2 C28 1.543(7) . ?
C2 H2 0.9800 . ?
N1 C4 1.354(6) . ?
N1 C3 1.469(6) . ?
C3 H3 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C4 O1 1.231(5) . ?
C4 C5 1.521(7) . ?
C5 N2 1.445(7) . ?
C5 C6 1.525(9) . ?
C5 H5 0.9800 . ?
C6 H6 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
N2 C7 1.321(7) . ?
N2 H2A 0.8600 . ?
C7 O2 1.238(5) . ?
C7 C8 1.523(7) . ?
C8 N3 1.457(6) . ?
C8 C9 1.508(7) . ?
C8 H8 0.9800 . ?
N3 C29 1.355(6) . ?
N3 H3C 0.8600 . ?
C9 O3 1.446(5) . ?
C9 H9 0.9700 . ?
C9 H9A 0.9700 . ?
O3 C10 1.342(6) . ?
C10 O4 1.197(6) . ?
C10 C11 1.512(7) . ?
C11 N4 1.462(6) . ?
C11 C12 1.536(6) . ?
C11 H11 0.9800 . ?
C12 C38 1.513(8) . ?
C12 C37 1.522(8) . ?
C12 H12 0.9800 . ?
N4 C14 1.362(6) . ?
N4 C13 1.466(6) . ?
C13 H13 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C14 O5 1.224(6) . ?
C14 C15 1.537(7) . ?
C15 N5 1.462(5) . ?
C15 C16 1.526(6) . ?
C15 H15 0.9800 . ?
C16 H16 0.9700 . ?
C16 H16A 0.9700 . ?
N5 C18 1.356(5) . ?
N5 C17 1.467(6) . ?
C17 H17 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C18 O6 1.225(5) . ?
C18 C19 1.529(6) . ?
C19 N6 1.456(5) . ?
C19 C20 1.525(7) . ?
C19 H19 0.9800 . ?
C20 H20 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
N6 C21 1.332(6) . ?
N6 H6C 0.8600 . ?
C21 O7 1.217(5) . ?
C21 C22 1.526(6) . ?
C22 N7 1.448(6) . ?
C22 C23 1.501(7) . ?
C22 H22 0.9800 . ?
N7 C39 1.356(6) . ?
N7 H7 0.8600 . ?
C23 O8 1.453(5) . ?
C23 H23 0.9700 . ?
C23 H23A 0.9700 . ?
O8 C24 1.337(6) . ?
C24 O9 1.202(6) . ?
C24 C25 1.530(7) . ?
C25 N8 1.458(6) . ?
C25 C26 1.541(7) . ?
C25 H25 0.9800 . ?
C26 C48 1.520(7) . ?
C26 C47 1.523(7) . ?
C26 H26 0.9800 . ?
N8 C28 1.341(6) . ?
N8 C27 1.466(6) . ?
C27 H27 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C28 O10 1.220(6) . ?
C29 O11 1.207(5) . ?
C29 O12 1.344(6) . ?
O12 C30 1.462(5) . ?
C30 C31 1.490(7) . ?
C30 H30 0.9700 . ?
C30 H30A 0.9700 . ?
C31 C36 1.379(8) . ?
C31 C32 1.383(8) . ?
C32 C33 1.379(8) . ?
C32 H32 0.9300 . ?
C33 C34 1.365(10) . ?
C33 H33 0.9300 . ?
C34 C35 1.377(10) . ?
C34 H34 0.9300 . ?
C35 C36 1.374(9) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 H37 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C38 H38 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C39 O13 1.202(6) . ?
C39 O14 1.354(6) . ?
O14 C40 1.460(6) . ?
C40 C41B 1.481(17) . ?
C40 C41A 1.489(13) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C40 H40D 0.9700 . ?
C41B C46B 1.346(16) . ?
C41B C42B 1.356(16) . ?
C42B C43B 1.358(16) . ?
C42B H42B 0.9300 . ?
C43B C44B 1.348(17) . ?
C43B H43B 0.9300 . ?
C44B C45B 1.379(18) . ?
C44B H44B 0.9300 . ?
C45B C46B 1.380(18) . ?
C45B H45B 0.9300 . ?
C46B H46B 0.9300 . ?
C41A C42A 1.349(14) . ?
C41A C46A 1.364(14) . ?
C42A C43A 1.388(15) . ?
C42A H42A 0.9300 . ?
C43A C44A 1.375(16) . ?
C43A H43A 0.9300 . ?
C44A C45A 1.334(16) . ?
C44A H44A 0.9300 . ?
C45A C46A 1.345(14) . ?
C45A H45A 0.9300 . ?
C46A H46A 0.9300 . ?
C47 H47 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C48 H48 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C49 O15 1.165(9) . ?
C49 O16 1.310(9) . ?
C49 C50 1.428(11) . ?
C50 H50 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
O16 C51A 1.511(15) . ?
O16 C51B 1.55(2) . ?
C51B C52B 1.55(2) . ?
C51B H51C 0.9700 . ?
C51B H51D 0.9700 . ?
C52B H52D 0.9600 . ?
C52B H52E 0.9600 . ?
C52B H52F 0.9600 . ?
C51A C52A 1.57(2) . ?
C51A H51A 0.9700 . ?
C51A H51B 0.9700 . ?
C52A H52A 0.9600 . ?
C52A H52B 0.9600 . ?
C52A H52C 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
C16 S1 S2 103.8(2) . . ?
C1 S2 S1 104.2(2) . . ?
C2 C1 S2 117.7(4) . . ?
C2 C1 H1 107.9 . . ?
S2 C1 H1 107.9 . . ?
C2 C1 H1A 107.9 . . ?
S2 C1 H1A 107.9 . . ?
H1 C1 H1A 107.2 . . ?
N1 C2 C1 113.5(4) . . ?
N1 C2 C28 106.9(4) . . ?
C1 C2 C28 108.0(4) . . ?
N1 C2 H2 109.5 . . ?
C1 C2 H2 109.5 . . ?
C28 C2 H2 109.5 . . ?
C4 N1 C3 121.9(5) . . ?
C4 N1 C2 113.9(4) . . ?
C3 N1 C2 120.1(4) . . ?
N1 C3 H3 109.5 . . ?
N1 C3 H3A 109.5 . . ?
H3 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
O1 C4 N1 120.6(5) . . ?
O1 C4 C5 119.8(4) . . ?
N1 C4 C5 119.6(4) . . ?
N2 C5 C4 106.3(5) . . ?
N2 C5 C6 111.7(5) . . ?
C4 C5 C6 108.7(5) . . ?
N2 C5 H5 110.0 . . ?
C4 C5 H5 110.0 . . ?
C6 C5 H5 110.0 . . ?
C5 C6 H6 109.5 . . ?
C5 C6 H6A 109.5 . . ?
H6 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 N2 C5 123.2(4) . . ?
C7 N2 H2A 118.4 . . ?
C5 N2 H2A 118.4 . . ?
O2 C7 N2 123.9(6) . . ?
O2 C7 C8 120.7(5) . . ?
N2 C7 C8 115.4(4) . . ?
N3 C8 C9 111.9(5) . . ?
N3 C8 C7 110.5(4) . . ?
C9 C8 C7 111.9(4) . . ?
N3 C8 H8 107.5 . . ?
C9 C8 H8 107.5 . . ?
C7 C8 H8 107.5 . . ?
C29 N3 C8 121.2(4) . . ?
C29 N3 H3C 119.4 . . ?
C8 N3 H3C 119.4 . . ?
O3 C9 C8 106.5(4) . . ?
O3 C9 H9 110.4 . . ?
C8 C9 H9 110.4 . . ?
O3 C9 H9A 110.4 . . ?
C8 C9 H9A 110.4 . . ?
H9 C9 H9A 108.6 . . ?
C10 O3 C9 116.6(4) . . ?
O4 C10 O3 123.0(5) . . ?
O4 C10 C11 127.2(5) . . ?
O3 C10 C11 109.8(4) . . ?
N4 C11 C10 110.9(4) . . ?
N4 C11 C12 115.5(4) . . ?
C10 C11 C12 112.3(4) . . ?
N4 C11 H11 105.8 . . ?
C10 C11 H11 105.8 . . ?
C12 C11 H11 105.8 . . ?
C38 C12 C37 111.1(5) . . ?
C38 C12 C11 114.6(5) . . ?
C37 C12 C11 108.4(5) . . ?
C38 C12 H12 107.5 . . ?
C37 C12 H12 107.5 . . ?
C11 C12 H12 107.5 . . ?
C14 N4 C11 118.1(4) . . ?
C14 N4 C13 121.3(5) . . ?
C11 N4 C13 119.2(4) . . ?
N4 C13 H13 109.5 . . ?
N4 C13 H13A 109.5 . . ?
H13 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O5 C14 N4 122.7(5) . . ?
O5 C14 C15 119.5(4) . . ?
N4 C14 C15 117.7(5) . . ?
N5 C15 C16 114.9(4) . . ?
N5 C15 C14 108.7(4) . . ?
C16 C15 C14 108.3(4) . . ?
N5 C15 H15 108.3 . . ?
C16 C15 H15 108.3 . . ?
C14 C15 H15 108.3 . . ?
C15 C16 S1 116.2(3) . . ?
C15 C16 H16 108.2 . . ?
S1 C16 H16 108.2 . . ?
C15 C16 H16A 108.2 . . ?
S1 C16 H16A 108.2 . . ?
H16 C16 H16A 107.4 . . ?
C18 N5 C15 113.3(4) . . ?
C18 N5 C17 122.9(4) . . ?
C15 N5 C17 120.6(3) . . ?
N5 C17 H17 109.5 . . ?
N5 C17 H17A 109.5 . . ?
H17 C17 H17A 109.5 . . ?
N5 C17 H17B 109.5 . . ?
H17 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O6 C18 N5 120.9(4) . . ?
O6 C18 C19 120.0(4) . . ?
N5 C18 C19 119.1(4) . . ?
N6 C19 C20 111.8(4) . . ?
N6 C19 C18 105.3(4) . . ?
C20 C19 C18 108.2(4) . . ?
N6 C19 H19 110.5 . . ?
C20 C19 H19 110.5 . . ?
C18 C19 H19 110.5 . . ?
C19 C20 H20 109.5 . . ?
C19 C20 H20A 109.5 . . ?
H20 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 N6 C19 123.7(4) . . ?
C21 N6 H6C 118.1 . . ?
C19 N6 H6C 118.1 . . ?
O7 C21 N6 123.7(4) . . ?
O7 C21 C22 120.0(4) . . ?
N6 C21 C22 116.3(4) . . ?
N7 C22 C23 112.3(5) . . ?
N7 C22 C21 114.6(4) . . ?
C23 C22 C21 109.1(4) . . ?
N7 C22 H22 106.8 . . ?
C23 C22 H22 106.8 . . ?
C21 C22 H22 106.8 . . ?
C39 N7 C22 123.1(4) . . ?
C39 N7 H7 118.5 . . ?
C22 N7 H7 118.5 . . ?
O8 C23 C22 106.6(4) . . ?
O8 C23 H23 110.4 . . ?
C22 C23 H23 110.4 . . ?
O8 C23 H23A 110.4 . . ?
C22 C23 H23A 110.4 . . ?
H23 C23 H23A 108.6 . . ?
C24 O8 C23 116.9(4) . . ?
O9 C24 O8 122.8(5) . . ?
O9 C24 C25 124.7(5) . . ?
O8 C24 C25 112.4(5) . . ?
N8 C25 C24 109.3(4) . . ?
N8 C25 C26 114.8(4) . . ?
C24 C25 C26 112.9(4) . . ?
N8 C25 H25 106.4 . . ?
C24 C25 H25 106.4 . . ?
C26 C25 H25 106.4 . . ?
C48 C26 C47 109.2(5) . . ?
C48 C26 C25 111.2(4) . . ?
C47 C26 C25 110.3(5) . . ?
C48 C26 H26 108.7 . . ?
C47 C26 H26 108.7 . . ?
C25 C26 H26 108.7 . . ?
C28 N8 C25 118.0(4) . . ?
C28 N8 C27 123.7(4) . . ?
C25 N8 C27 118.3(4) . . ?
N8 C27 H27 109.5 . . ?
N8 C27 H27A 109.5 . . ?
H27 C27 H27A 109.5 . . ?
N8 C27 H27B 109.5 . . ?
H27 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O10 C28 N8 122.7(5) . . ?
O10 C28 C2 118.2(5) . . ?
N8 C28 C2 119.0(5) . . ?
O11 C29 O12 125.0(5) . . ?
O11 C29 N3 124.7(5) . . ?
O12 C29 N3 110.3(4) . . ?
C29 O12 C30 113.6(4) . . ?
O12 C30 C31 107.8(4) . . ?
O12 C30 H30 110.1 . . ?
C31 C30 H30 110.1 . . ?
O12 C30 H30A 110.1 . . ?
C31 C30 H30A 110.1 . . ?
H30 C30 H30A 108.5 . . ?
C36 C31 C32 118.7(6) . . ?
C36 C31 C30 120.7(6) . . ?
C32 C31 C30 120.6(6) . . ?
C33 C32 C31 121.0(7) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C34 C33 C32 119.6(8) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
C33 C34 C35 120.0(8) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C36 C35 C34 120.4(7) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C31 120.2(7) . . ?
C35 C36 H36 119.9 . . ?
C31 C36 H36 119.9 . . ?
C12 C37 H37 109.5 . . ?
C12 C37 H37A 109.5 . . ?
H37 C37 H37A 109.5 . . ?
C12 C37 H37B 109.5 . . ?
H37 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C12 C38 H38 109.5 . . ?
C12 C38 H38A 109.5 . . ?
H38 C38 H38A 109.5 . . ?
C12 C38 H38B 109.5 . . ?
H38 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O13 C39 O14 125.7(5) . . ?
O13 C39 N7 125.3(5) . . ?
O14 C39 N7 109.0(5) . . ?
C39 O14 C40 116.8(4) . . ?
O14 C40 C41B 108.4(12) . . ?
O14 C40 C41A 114.2(10) . . ?
O14 C40 H40A 108.7 . . ?
C41A C40 H40A 108.7 . . ?
O14 C40 H40B 108.7 . . ?
C41A C40 H40B 108.7 . . ?
H40A C40 H40B 107.6 . . ?
O14 C40 H40C 110.0 . . ?
C41B C40 H40C 110.0 . . ?
O14 C40 H40D 110.0 . . ?
C41B C40 H40D 110.0 . . ?
H40C C40 H40D 108.4 . . ?
C46B C41B C42B 113.3(15) . . ?
C46B C41B C40 126.4(15) . . ?
C42B C41B C40 120.1(13) . . ?
C41B C42B C43B 126.7(16) . . ?
C41B C42B H42B 116.6 . . ?
C43B C42B H42B 116.6 . . ?
C44B C43B C42B 117.7(17) . . ?
C44B C43B H43B 121.2 . . ?
C42B C43B H43B 121.2 . . ?
C43B C44B C45B 119.5(18) . . ?
C43B C44B H44B 120.3 . . ?
C45B C44B H44B 120.3 . . ?
C44B C45B C46B 119(2) . . ?
C44B C45B H45B 120.7 . . ?
C46B C45B H45B 120.7 . . ?
C41B C46B C45B 124.1(18) . . ?
C41B C46B H46B 117.9 . . ?
C45B C46B H46B 117.9 . . ?
C42A C41A C46A 120.5(13) . . ?
C42A C41A C40 122.8(12) . . ?
C46A C41A C40 116.7(12) . . ?
C41A C42A C43A 121.0(14) . . ?
C41A C42A H42A 119.5 . . ?
C43A C42A H42A 119.5 . . ?
C44A C43A C42A 116.4(16) . . ?
C44A C43A H43A 121.8 . . ?
C42A C43A H43A 121.8 . . ?
C45A C44A C43A 121.8(15) . . ?
C45A C44A H44A 119.1 . . ?
C43A C44A H44A 119.1 . . ?
C44A C45A C46A 121.3(13) . . ?
C44A C45A H45A 119.4 . . ?
C46A C45A H45A 119.4 . . ?
C45A C46A C41A 118.9(14) . . ?
C45A C46A H46A 120.6 . . ?
C41A C46A H46A 120.6 . . ?
C26 C47 H47 109.5 . . ?
C26 C47 H47A 109.5 . . ?
H47 C47 H47A 109.5 . . ?
C26 C47 H47B 109.5 . . ?
H47 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C26 C48 H48 109.5 . . ?
C26 C48 H48A 109.5 . . ?
H48 C48 H48A 109.5 . . ?
C26 C48 H48B 109.5 . . ?
H48 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
O15 C49 O16 119.5(11) . . ?
O15 C49 C50 127.6(10) . . ?
O16 C49 C50 112.9(7) . . ?
C49 C50 H50 109.5 . . ?
C49 C50 H50A 109.5 . . ?
H50 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 O16 C51A 111.3(10) . . ?
C49 O16 C51B 121.3(16) . . ?
O16 C51B C52B 98(2) . . ?
O16 C51B H51C 112.1 . . ?
C52B C51B H51C 112.1 . . ?
O16 C51B H51D 112.1 . . ?
C52B C51B H51D 112.1 . . ?
H51C C51B H51D 109.8 . . ?
C51B C52B H52D 109.5 . . ?
C51B C52B H52E 109.5 . . ?
H52D C52B H52E 109.5 . . ?
C51B C52B H52F 109.5 . . ?
H52D C52B H52F 109.5 . . ?
H52E C52B H52F 109.5 . . ?
O16 C51A C52A 94.1(15) . . ?
O16 C51A H51A 112.9 . . ?
C52A C51A H51A 112.9 . . ?
O16 C51A H51B 112.9 . . ?
C52A C51A H51B 112.9 . . ?
H51A C51A H51B 110.3 . . ?
C51A C52A H52A 109.5 . . ?
C51A C52A H52B 109.5 . . ?
H52A C52A H52B 109.5 . . ?
C51A C52A H52C 109.5 . . ?
H52A C52A H52C 109.5 . . ?
H52B C52A H52C 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
S1 S2 C1 C2 -82.6(4) . . . . ?
S2 C1 C2 N1 -60.5(6) . . . . ?
S2 C1 C2 C28 -178.8(4) . . . . ?
C1 C2 N1 C4 178.6(5) . . . . ?
C28 C2 N1 C4 -62.4(6) . . . . ?
C1 C2 N1 C3 -23.8(7) . . . . ?
C28 C2 N1 C3 95.1(5) . . . . ?
C3 N1 C4 O1 -160.9(6) . . . . ?
C2 N1 C4 O1 -3.8(7) . . . . ?
C3 N1 C4 C5 18.7(8) . . . . ?
C2 N1 C4 C5 175.8(5) . . . . ?
O1 C4 C5 N2 -43.2(7) . . . . ?
N1 C4 C5 N2 137.2(5) . . . . ?
O1 C4 C5 C6 77.2(7) . . . . ?
N1 C4 C5 C6 -102.5(6) . . . . ?
C4 C5 N2 C7 -116.5(6) . . . . ?
C6 C5 N2 C7 125.1(6) . . . . ?
C5 N2 C7 O2 -7.9(9) . . . . ?
C5 N2 C7 C8 172.5(5) . . . . ?
O2 C7 C8 N3 146.4(5) . . . . ?
N2 C7 C8 N3 -34.0(6) . . . . ?
O2 C7 C8 C9 21.0(7) . . . . ?
N2 C7 C8 C9 -159.3(5) . . . . ?
C9 C8 N3 C29 -86.2(6) . . . . ?
C7 C8 N3 C29 148.4(5) . . . . ?
N3 C8 C9 O3 -56.5(5) . . . . ?
C7 C8 C9 O3 68.0(5) . . . . ?
C8 C9 O3 C10 -151.1(5) . . . . ?
C9 O3 C10 O4 1.1(8) . . . . ?
C9 O3 C10 C11 -178.1(5) . . . . ?
O4 C10 C11 N4 130.9(6) . . . . ?
O3 C10 C11 N4 -50.1(6) . . . . ?
O4 C10 C11 C12 0.0(9) . . . . ?
O3 C10 C11 C12 179.1(5) . . . . ?
N4 C11 C12 C38 -53.2(7) . . . . ?
C10 C11 C12 C38 75.2(6) . . . . ?
N4 C11 C12 C37 71.5(6) . . . . ?
C10 C11 C12 C37 -160.0(5) . . . . ?
C10 C11 N4 C14 122.1(5) . . . . ?
C12 C11 N4 C14 -108.7(5) . . . . ?
C10 C11 N4 C13 -44.6(5) . . . . ?
C12 C11 N4 C13 84.5(6) . . . . ?
C11 N4 C14 O5 4.4(6) . . . . ?
C13 N4 C14 O5 170.9(4) . . . . ?
C11 N4 C14 C15 -179.1(3) . . . . ?
C13 N4 C14 C15 -12.6(6) . . . . ?
O5 C14 C15 N5 -34.8(5) . . . . ?
N4 C14 C15 N5 148.6(4) . . . . ?
O5 C14 C15 C16 90.7(5) . . . . ?
N4 C14 C15 C16 -85.9(5) . . . . ?
N5 C15 C16 S1 -61.0(5) . . . . ?
C14 C15 C16 S1 177.2(3) . . . . ?
S2 S1 C16 C15 -71.2(4) . . . . ?
C16 C15 N5 C18 173.5(4) . . . . ?
C14 C15 N5 C18 -65.0(5) . . . . ?
C16 C15 N5 C17 -26.0(6) . . . . ?
C14 C15 N5 C17 95.4(5) . . . . ?
C15 N5 C18 O6 -3.1(7) . . . . ?
C17 N5 C18 O6 -163.0(5) . . . . ?
C15 N5 C18 C19 175.3(4) . . . . ?
C17 N5 C18 C19 15.4(7) . . . . ?
O6 C18 C19 N6 -36.1(6) . . . . ?
N5 C18 C19 N6 145.5(4) . . . . ?
O6 C18 C19 C20 83.5(6) . . . . ?
N5 C18 C19 C20 -94.8(5) . . . . ?
C20 C19 N6 C21 93.0(6) . . . . ?
C18 C19 N6 C21 -149.7(4) . . . . ?
C19 N6 C21 O7 -3.5(8) . . . . ?
C19 N6 C21 C22 176.0(4) . . . . ?
O7 C21 C22 N7 173.6(5) . . . . ?
N6 C21 C22 N7 -6.0(6) . . . . ?
O7 C21 C22 C23 46.6(6) . . . . ?
N6 C21 C22 C23 -133.0(4) . . . . ?
C23 C22 N7 C39 -119.6(5) . . . . ?
C21 C22 N7 C39 115.1(5) . . . . ?
N7 C22 C23 O8 -60.2(5) . . . . ?
C21 C22 C23 O8 68.0(5) . . . . ?
C22 C23 O8 C24 -153.6(4) . . . . ?
C23 O8 C24 O9 -2.7(8) . . . . ?
C23 O8 C24 C25 179.7(4) . . . . ?
O9 C24 C25 N8 140.3(5) . . . . ?
O8 C24 C25 N8 -42.2(6) . . . . ?
O9 C24 C25 C26 11.2(8) . . . . ?
O8 C24 C25 C26 -171.3(4) . . . . ?
N8 C25 C26 C48 38.9(6) . . . . ?
C24 C25 C26 C48 165.1(5) . . . . ?
N8 C25 C26 C47 160.1(5) . . . . ?
C24 C25 C26 C47 -73.7(6) . . . . ?
C24 C25 N8 C28 120.2(5) . . . . ?
C26 C25 N8 C28 -111.8(5) . . . . ?
C24 C25 N8 C27 -56.0(6) . . . . ?
C26 C25 N8 C27 72.0(6) . . . . ?
C25 N8 C28 O10 0.6(7) . . . . ?
C27 N8 C28 O10 176.6(5) . . . . ?
C25 N8 C28 C2 178.7(4) . . . . ?
C27 N8 C28 C2 -5.3(7) . . . . ?
N1 C2 C28 O10 -34.8(6) . . . . ?
C1 C2 C28 O10 87.6(6) . . . . ?
N1 C2 C28 N8 147.0(4) . . . . ?
C1 C2 C28 N8 -90.5(6) . . . . ?
C8 N3 C29 O11 -9.1(8) . . . . ?
C8 N3 C29 O12 172.4(5) . . . . ?
O11 C29 O12 C30 0.0(8) . . . . ?
N3 C29 O12 C30 178.5(5) . . . . ?
C29 O12 C30 C31 175.7(5) . . . . ?
O12 C30 C31 C36 85.6(6) . . . . ?
O12 C30 C31 C32 -95.0(6) . . . . ?
C36 C31 C32 C33 -1.3(7) . . . . ?
C30 C31 C32 C33 179.3(5) . . . . ?
C31 C32 C33 C34 -0.1(9) . . . . ?
C32 C33 C34 C35 1.4(9) . . . . ?
C33 C34 C35 C36 -1.2(9) . . . . ?
C34 C35 C36 C31 -0.3(8) . . . . ?
C32 C31 C36 C35 1.5(7) . . . . ?
C30 C31 C36 C35 -179.1(4) . . . . ?
C22 N7 C39 O13 -0.4(8) . . . . ?
C22 N7 C39 O14 -179.0(4) . . . . ?
O13 C39 O14 C40 0.4(8) . . . . ?
N7 C39 O14 C40 179.0(5) . . . . ?
C39 O14 C40 C41B 95.7(10) . . . . ?
C39 O14 C40 C41A 87.6(10) . . . . ?
O14 C40 C41B C46B -111(2) . . . . ?
O14 C40 C41B C42B 76(2) . . . . ?
C46B C41B C42B C43B 1(2) . . . . ?
C40 C41B C42B C43B 175(2) . . . . ?
C41B C42B C43B C44B 0(2) . . . . ?
C42B C43B C44B C45B 2(3) . . . . ?
C43B C44B C45B C46B -5(5) . . . . ?
C42B C41B C46B C45B -4(4) . . . . ?
C40 C41B C46B C45B -178(3) . . . . ?
C44B C45B C46B C41B 6(5) . . . . ?
O14 C40 C41A C42A 59(2) . . . . ?
O14 C40 C41A C46A -121.5(14) . . . . ?
C46A C41A C42A C43A 2(3) . . . . ?
C40 C41A C42A C43A -179(2) . . . . ?
C41A C42A C43A C44A -1(3) . . . . ?
C42A C43A C44A C45A -1(3) . . . . ?
C43A C44A C45A C46A 2(3) . . . . ?
C44A C45A C46A C41A -1(2) . . . . ?
C42A C41A C46A C45A -1(2) . . . . ?
C40 C41A C46A C45A 180.0(17) . . . . ?
O15 C49 O16 C51A -10(2) . . . . ?
C50 C49 O16 C51A 169.6(16) . . . . ?
O15 C49 O16 C51B 28(2) . . . . ?
C50 C49 O16 C51B -152.7(17) . . . . ?
C49 O16 C51B C52B -131(3) . . . . ?
C49 O16 C51A C52A 159.5(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O14 0.86 2.26 3.073(5) 157.7 .
N3 H3C O6 0.86 2.13 2.975(5) 165.7 .
N6 H6C N7 0.86 2.30 2.725(5) 110.4 .
N7 H7 O1 0.86 2.16 2.963(5) 154.5 .

_refine_diff_density_max         0.167
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.035




_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: AcOEt'
####################################################################### 
# 
# 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_kk151117-1
_database_code_depnum_ccdc_archive 'CCDC 1441096'
_audit_update_record             
;
2015-12-08 deposited with the CCDC.
2016-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'[N-(Quinoxaline-2-carbonyl)-D-Ser-L-Ala-N-Me-L-Cys-N-Me-D-Val]2 (Serine-hydroxy)-Dilactone Disulfide'
_chemical_name_common            ?
_chemical_melting_point          '207.0-210.1 \%C (dec.)'
_chemical_formula_moiety         'C50 H62 N12 O12 S2, 3(H2 O)'
_chemical_formula_sum            'C50 H68 N12 O15 S2'
_chemical_formula_weight         1141.28

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   15.515(4)
_cell_length_b                   17.783(5)
_cell_length_c                   22.102(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6098(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    138(2)
_cell_measurement_reflns_used    8232
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            'pale brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_F_000             2416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.158
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.969
_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      138(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku AFC7R Mercury CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50025
_diffrn_reflns_av_unetI/netI     0.2254
_diffrn_reflns_av_R_equivalents  0.1442
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.010
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13935
_reflns_number_gt                5772
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.828
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.999

_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)+(0.2000P)²] 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_abs_structure_details 
;
 Flack x determined using 1165 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(8)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         13935
_refine_ls_number_parameters     721
_refine_ls_number_restraints     63
_refine_ls_R_factor_all          0.2746
_refine_ls_R_factor_gt           0.1654
_refine_ls_wR_factor_ref         0.4402
_refine_ls_wR_factor_gt          0.3720
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.008
_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 1.0814(3) 0.3427(3) 0.42649(16) 0.0478(10) Uani 1 1 d . . . . .
S2 S 1.1135(3) 0.4154(3) 0.49344(19) 0.0585(13) Uani 1 1 d . . . . .
C1 C 1.0512(10) 0.3853(9) 0.5584(6) 0.041(4) Uani 1 1 d . . . . .
H1B H 1.0005 0.3561 0.5447 0.049 Uiso 1 1 calc R U . . .
H1A H 1.0869 0.3523 0.5844 0.049 Uiso 1 1 calc R U . . .
C2 C 1.0220(10) 0.4521(8) 0.5938(7) 0.041(4) Uani 1 1 d . . . . .
H2 H 0.9736 0.4774 0.5719 0.049 Uiso 1 1 calc R U . . .
N1 N 1.0951(8) 0.5070(7) 0.6020(5) 0.041(3) Uani 1 1 d . . . . .
C3 C 1.1729(10) 0.4820(8) 0.6309(6) 0.041(4) Uani 1 1 d . . . . .
H3C H 1.2227 0.4962 0.6061 0.062 Uiso 1 1 calc R U . . .
H3A H 1.1714 0.4272 0.6354 0.062 Uiso 1 1 calc R U . . .
H3B H 1.1778 0.5055 0.6708 0.062 Uiso 1 1 calc R U . . .
C4 C 1.0900(11) 0.5775(9) 0.5752(7) 0.048(4) Uani 1 1 d . . . . .
O1 O 1.0230(9) 0.5939(7) 0.5462(6) 0.068(4) Uani 1 1 d . . . . .
C5 C 1.1633(15) 0.6306(10) 0.5816(8) 0.063(5) Uani 1 1 d . . . . .
H5 H 1.2189 0.6023 0.5824 0.075 Uiso 1 1 calc R U . . .
C6 C 1.1518(16) 0.6749(12) 0.6411(8) 0.077(6) Uani 1 1 d . . . . .
H6C H 1.1951 0.7149 0.6434 0.115 Uiso 1 1 calc R U . . .
H6A H 1.1589 0.6408 0.6756 0.115 Uiso 1 1 calc R U . . .
H6B H 1.0940 0.6971 0.6422 0.115 Uiso 1 1 calc R U . . .
N2 N 1.1637(10) 0.6845(7) 0.5319(6) 0.052(4) Uani 1 1 d . . . . .
H2N H 1.1449 0.7307 0.5376 0.063 Uiso 1 1 calc R U . . .
C7 C 1.1916(10) 0.6644(9) 0.4800(7) 0.044(4) Uani 1 1 d . . . . .
O2 O 1.2279(9) 0.6046(8) 0.4712(5) 0.067(4) Uani 1 1 d . . . . .
C8 C 1.1814(14) 0.7162(10) 0.4261(8) 0.063(5) Uani 1 1 d . . . . .
H8 H 1.2408 0.7292 0.4119 0.076 Uiso 1 1 calc R U . . .
N3 N 1.1362(9) 0.7875(9) 0.4370(6) 0.057(4) Uani 1 1 d . . . . .
H3N H 1.0881 0.7869 0.4581 0.069 Uiso 1 1 calc R U . . .
C9 C 1.1373(11) 0.6720(9) 0.3743(7) 0.048(4) Uani 1 1 d . . . . .
H9B H 1.1272 0.7049 0.3389 0.057 Uiso 1 1 calc R U . . .
H9A H 1.1733 0.6288 0.3616 0.057 Uiso 1 1 calc R U . . .
O3 O 1.0583(7) 0.6470(7) 0.3992(5) 0.051(3) Uani 1 1 d . . . . .
C10 C 1.0056(12) 0.6112(11) 0.3647(8) 0.057(5) Uani 1 1 d . U . . .
O4 O 1.0167(11) 0.6036(14) 0.3142(6) 0.148(10) Uani 1 1 d . U . . .
C11 C 0.9284(14) 0.5828(11) 0.4030(6) 0.065(6) Uani 1 1 d . . . . .
H11 H 0.9534 0.5493 0.4348 0.078 Uiso 1 1 calc R U . . .
C12 C 0.8828(16) 0.6446(12) 0.4359(9) 0.080(7) Uani 1 1 d . . . . .
H12 H 0.9260 0.6592 0.4674 0.096 Uiso 1 1 calc R U . . .
C13 C 0.8061(18) 0.6112(15) 0.4756(12) 0.110(10) Uani 1 1 d . . . . .
H13C H 0.7665 0.6518 0.4869 0.166 Uiso 1 1 calc R U . . .
H13A H 0.8296 0.5880 0.5123 0.166 Uiso 1 1 calc R U . . .
H13B H 0.7749 0.5732 0.4521 0.166 Uiso 1 1 calc R U . . .
C14 C 0.8653(17) 0.7115(17) 0.4090(14) 0.116(10) Uani 1 1 d . . . . .
H14C H 0.9006 0.7167 0.3724 0.175 Uiso 1 1 calc R U . . .
H14A H 0.8785 0.7525 0.4371 0.175 Uiso 1 1 calc R U . . .
H14B H 0.8042 0.7134 0.3980 0.175 Uiso 1 1 calc R U . . .
N4 N 0.8745(8) 0.5345(8) 0.3646(5) 0.044(3) Uani 1 1 d . . . . .
C15 C 0.8210(12) 0.5695(12) 0.3188(7) 0.061(5) Uani 1 1 d . . . . .
H15C H 0.8118 0.5340 0.2855 0.091 Uiso 1 1 calc R U . . .
H15A H 0.8498 0.6147 0.3035 0.091 Uiso 1 1 calc R U . . .
H15B H 0.7653 0.5833 0.3366 0.091 Uiso 1 1 calc R U . . .
C16 C 0.8616(10) 0.4608(11) 0.3720(6) 0.048(4) Uani 1 1 d . . . . .
O5 O 0.8036(8) 0.4279(8) 0.3456(5) 0.067(4) Uani 1 1 d . . . . .
C17 C 0.9200(10) 0.4154(10) 0.4156(6) 0.042(4) Uani 1 1 d . . . . .
H17 H 0.9343 0.4480 0.4510 0.050 Uiso 1 1 calc R U . . .
C18 C 1.0027(12) 0.3968(10) 0.3826(7) 0.059(5) Uani 1 1 d . . . . .
H18B H 1.0301 0.4444 0.3696 0.070 Uiso 1 1 calc R U . . .
H18A H 0.9882 0.3680 0.3457 0.070 Uiso 1 1 calc R U . . .
N5 N 0.8741(9) 0.3491(7) 0.4378(5) 0.043(3) Uani 1 1 d . . . . .
C19 C 0.8729(13) 0.2807(10) 0.3986(8) 0.059(5) Uani 1 1 d . . . . .
H19C H 0.8688 0.2357 0.4241 0.089 Uiso 1 1 calc R U . . .
H19A H 0.9259 0.2786 0.3747 0.089 Uiso 1 1 calc R U . . .
H19B H 0.8230 0.2828 0.3715 0.089 Uiso 1 1 calc R U . . .
C20 C 0.8221(9) 0.3619(9) 0.4863(5) 0.039(4) Uani 1 1 d . U . . .
O6 O 0.8263(8) 0.4178(6) 0.5165(4) 0.053(3) Uani 1 1 d . . . . .
C21 C 0.7557(10) 0.3003(8) 0.5018(6) 0.039(4) Uani 1 1 d . . . . .
H21 H 0.7833 0.2497 0.4980 0.047 Uiso 1 1 calc R U . . .
C22 C 0.6801(11) 0.3066(10) 0.4565(7) 0.050(4) Uani 1 1 d . . . . .
H22C H 0.6317 0.2758 0.4707 0.076 Uiso 1 1 calc R U . . .
H22A H 0.6988 0.2888 0.4167 0.076 Uiso 1 1 calc R U . . .
H22B H 0.6618 0.3592 0.4535 0.076 Uiso 1 1 calc R U . . .
N6 N 0.7260(9) 0.3105(7) 0.5611(5) 0.042(3) Uani 1 1 d . . . . .
H6N H 0.6810 0.3395 0.5679 0.051 Uiso 1 1 calc R U . . .
C23 C 0.7653(10) 0.2766(9) 0.6073(6) 0.037(3) Uani 1 1 d . . . . .
O7 O 0.8258(8) 0.2343(7) 0.6033(5) 0.062(4) Uani 1 1 d . . . . .
C24 C 0.9926(10) 0.4324(10) 0.6594(6) 0.045(4) Uani 1 1 d . . . . .
O8 O 1.0179(8) 0.3748(7) 0.6839(5) 0.059(3) Uani 1 1 d . . . . .
N7 N 0.9397(10) 0.4782(7) 0.6868(6) 0.052(4) Uani 1 1 d . . . . .
C25 C 0.9046(17) 0.5516(12) 0.6592(10) 0.092(8) Uani 1 1 d . . . . .
H25C H 0.9047 0.5477 0.6150 0.137 Uiso 1 1 calc R U . . .
H25A H 0.9411 0.5938 0.6717 0.137 Uiso 1 1 calc R U . . .
H25B H 0.8456 0.5600 0.6735 0.137 Uiso 1 1 calc R U . . .
C26 C 0.9169(16) 0.4617(13) 0.7522(7) 0.077(6) Uani 1 1 d . . . . .
H26 H 0.8661 0.4941 0.7621 0.092 Uiso 1 1 calc R U . . .
C27 C 0.989(2) 0.4828(13) 0.7993(7) 0.103(9) Uani 1 1 d . U . . .
H27 H 1.0292 0.4387 0.7997 0.124 Uiso 1 1 calc R U . . .
C28 C 0.9547(18) 0.4873(15) 0.8610(8) 0.109(8) Uani 1 1 d . U . . .
H28C H 0.9141 0.5294 0.8637 0.164 Uiso 1 1 calc R U . . .
H28A H 1.0021 0.4952 0.8896 0.164 Uiso 1 1 calc R U . . .
H28B H 0.9248 0.4403 0.8709 0.164 Uiso 1 1 calc R U . . .
C29 C 1.049(3) 0.5550(18) 0.7779(14) 0.168(16) Uani 1 1 d . U . . .
H29C H 1.0691 0.5470 0.7364 0.252 Uiso 1 1 calc R U . . .
H29A H 1.0149 0.6012 0.7798 0.252 Uiso 1 1 calc R U . . .
H29B H 1.0990 0.5595 0.8049 0.252 Uiso 1 1 calc R U . . .
C30 C 0.8869(10) 0.3824(9) 0.7578(5) 0.041(4) Uani 1 1 d . U . . .
O9 O 0.9032(9) 0.3401(8) 0.7984(5) 0.067(4) Uani 1 1 d . . . . .
O10 O 0.8273(8) 0.3646(7) 0.7149(4) 0.053(3) Uani 1 1 d . . . . .
C31 C 0.7884(12) 0.2905(8) 0.7181(5) 0.045(4) Uani 1 1 d . . . . .
H31B H 0.8329 0.2514 0.7119 0.054 Uiso 1 1 calc R U . . .
H31A H 0.7619 0.2828 0.7583 0.054 Uiso 1 1 calc R U . . .
C32 C 0.7237(11) 0.2854(8) 0.6716(6) 0.040(4) Uani 1 1 d . . . . .
H32 H 0.6903 0.2383 0.6795 0.048 Uiso 1 1 calc R U . . .
N8 N 0.6618(8) 0.3480(7) 0.6745(5) 0.040(3) Uani 1 1 d . . . . .
H8N H 0.6829 0.3939 0.6755 0.047 Uiso 1 1 calc R U . . .
C33 C 1.1656(12) 0.8536(9) 0.4158(7) 0.048(4) Uani 1 1 d . . . . .
O11 O 1.2330(8) 0.8585(6) 0.3862(5) 0.053(3) Uani 1 1 d . . . . .
C34 C 1.1150(10) 0.9192(8) 0.4357(6) 0.035(3) Uani 1 1 d . . . . .
C35 C 1.1540(12) 0.9918(10) 0.4330(7) 0.053(4) Uani 1 1 d . . . . .
H35 H 1.2122 0.9960 0.4201 0.063 Uiso 1 1 calc R U . . .
N9 N 1.1109(10) 1.0537(7) 0.4480(5) 0.045(3) Uani 1 1 d . . . . .
C36 C 1.0258(10) 1.0459(9) 0.4648(6) 0.039(4) Uani 1 1 d . . . . .
C37 C 0.9785(10) 1.1085(9) 0.4815(6) 0.039(3) Uani 1 1 d . . . . .
H37 H 1.0031 1.1573 0.4790 0.047 Uiso 1 1 calc R U . . .
C38 C 0.8971(13) 1.0995(11) 0.5013(9) 0.068(5) Uani 1 1 d . . . . .
H38 H 0.8657 1.1416 0.5161 0.082 Uiso 1 1 calc R U . . .
C39 C 0.8566(12) 1.0246(9) 0.5001(7) 0.050(4) Uani 1 1 d . . . . .
H39 H 0.7978 1.0186 0.5111 0.060 Uiso 1 1 calc R U . . .
C40 C 0.9037(13) 0.9652(11) 0.4835(7) 0.058(5) Uani 1 1 d . . . . .
H40 H 0.8781 0.9167 0.4836 0.070 Uiso 1 1 calc R U . . .
C41 C 0.9906(11) 0.9730(9) 0.4659(6) 0.042(4) Uani 1 1 d . . . . .
N10 N 1.0345(8) 0.9099(6) 0.4497(5) 0.036(3) Uani 1 1 d . . . . .
C42 C 0.5743(13) 0.3403(11) 0.6757(6) 0.054(5) Uani 1 1 d . . . . .
O12 O 0.5399(8) 0.2778(7) 0.6708(5) 0.057(3) Uani 1 1 d . . . . .
C43 C 0.5260(12) 0.4130(10) 0.6831(6) 0.047(4) Uani 1 1 d . . . . .
C44 C 0.4353(14) 0.4117(14) 0.6806(7) 0.067(6) Uani 1 1 d . . . . .
H44 H 0.4066 0.3649 0.6752 0.080 Uiso 1 1 calc R U . . .
N11 N 0.3891(11) 0.4736(11) 0.6854(7) 0.072(5) Uani 1 1 d . . . . .
C45 C 0.4348(17) 0.5369(12) 0.6985(8) 0.069(6) Uani 1 1 d . . . . .
C46 C 0.3860(19) 0.6077(14) 0.7065(9) 0.088(6) Uani 1 1 d . U . . .
H46 H 0.3250 0.6086 0.7028 0.106 Uiso 1 1 calc R U . . .
C47 C 0.430(2) 0.6699(15) 0.7189(8) 0.096(7) Uani 1 1 d . U . . .
H47 H 0.3989 0.7156 0.7240 0.116 Uiso 1 1 calc R U . . .
C48 C 0.5212(19) 0.6709(13) 0.7248(8) 0.086(6) Uani 1 1 d . U . . .
H48 H 0.5501 0.7167 0.7337 0.103 Uiso 1 1 calc R U . . .
C49 C 0.5680(18) 0.6054(10) 0.7175(6) 0.074(6) Uani 1 1 d . U . . .
H49 H 0.6288 0.6062 0.7225 0.089 Uiso 1 1 calc R U . . .
C50 C 0.5257(14) 0.5365(10) 0.7027(6) 0.054(5) Uani 1 1 d . . . . .
N12 N 0.5725(10) 0.4756(8) 0.6935(5) 0.048(4) Uani 1 1 d . . . . .
O13 O 1.0085(13) 0.7683(12) 0.5371(9) 0.138(8) Uani 1 1 d . . . . .
O14 O 0.6533(14) 0.3560(13) 0.2996(8) 0.135(8) Uani 1 1 d . . . . .
O15 O 1.0115(15) 0.2200(11) 0.6468(8) 0.128(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C18 1.831(14) . ?
S1 S2 2.027(6) . ?
S2 C1 1.812(13) . ?
C1 C2 1.49(2) . ?
C1 H1B 0.9900 . ?
C1 H1A 0.9900 . ?
C2 N1 1.51(2) . ?
C2 C24 1.56(2) . ?
C2 H2 1.0000 . ?
N1 C4 1.39(2) . ?
N1 C3 1.436(19) . ?
C3 H3C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 O1 1.26(2) . ?
C4 C5 1.49(3) . ?
C5 N2 1.46(2) . ?
C5 C6 1.54(3) . ?
C5 H5 1.0000 . ?
C6 H6C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
N2 C7 1.28(2) . ?
N2 H2N 0.8800 . ?
C7 O2 1.220(19) . ?
C7 C8 1.51(2) . ?
C8 N3 1.47(2) . ?
C8 C9 1.55(3) . ?
C8 H8 1.0000 . ?
N3 C33 1.35(2) . ?
N3 H3N 0.8800 . ?
C9 O3 1.415(19) . ?
C9 H9B 0.9900 . ?
C9 H9A 0.9900 . ?
O3 C10 1.29(2) . ?
C10 O4 1.14(2) . ?
C10 C11 1.55(3) . ?
C11 N4 1.47(2) . ?
C11 C12 1.49(3) . ?
C11 H11 1.0000 . ?
C12 C14 1.36(3) . ?
C12 C13 1.59(3) . ?
C12 H12 1.0000 . ?
C13 H13C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
N4 C16 1.34(2) . ?
N4 C15 1.45(2) . ?
C15 H15C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 O5 1.221(19) . ?
C16 C17 1.55(2) . ?
C17 N5 1.46(2) . ?
C17 C18 1.51(2) . ?
C17 H17 1.0000 . ?
C18 H18B 0.9900 . ?
C18 H18A 0.9900 . ?
N5 C20 1.363(18) . ?
N5 C19 1.49(2) . ?
C19 H19C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 O6 1.198(17) . ?
C20 C21 1.54(2) . ?
C21 N6 1.401(18) . ?
C21 C22 1.55(2) . ?
C21 H21 1.0000 . ?
C22 H22C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
N6 C23 1.335(19) . ?
N6 H6N 0.8800 . ?
C23 O7 1.206(18) . ?
C23 C32 1.57(2) . ?
C24 O8 1.22(2) . ?
C24 N7 1.31(2) . ?
N7 C26 1.52(2) . ?
N7 C25 1.54(2) . ?
C25 H25C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C30 1.49(3) . ?
C26 C27 1.57(3) . ?
C26 H26 1.0000 . ?
C27 C28 1.47(3) . ?
C27 C29 1.65(4) . ?
C27 H27 1.0000 . ?
C28 H28C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C29 H29C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C30 O9 1.197(18) . ?
C30 O10 1.363(18) . ?
O10 C31 1.450(19) . ?
C31 C32 1.44(2) . ?
C31 H31B 0.9900 . ?
C31 H31A 0.9900 . ?
C32 N8 1.470(19) . ?
C32 H32 1.0000 . ?
N8 C42 1.36(2) . ?
N8 H8N 0.8800 . ?
C33 O11 1.24(2) . ?
C33 C34 1.47(2) . ?
C34 N10 1.298(19) . ?
C34 C35 1.43(2) . ?
C35 N9 1.33(2) . ?
C35 H35 0.9500 . ?
N9 C36 1.38(2) . ?
C36 C37 1.38(2) . ?
C36 C41 1.41(2) . ?
C37 C38 1.35(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.47(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.34(2) . ?
C39 H39 0.9500 . ?
C40 C41 1.41(2) . ?
C40 H40 0.9500 . ?
C41 N10 1.36(2) . ?
C42 O12 1.24(2) . ?
C42 C43 1.50(2) . ?
C43 N12 1.35(2) . ?
C43 C44 1.41(3) . ?
C44 N11 1.32(3) . ?
C44 H44 0.9500 . ?
N11 C45 1.36(3) . ?
C45 C50 1.41(3) . ?
C45 C46 1.48(3) . ?
C46 C47 1.33(4) . ?
C46 H46 0.9500 . ?
C47 C48 1.43(3) . ?
C47 H47 0.9500 . ?
C48 C49 1.38(3) . ?
C48 H48 0.9500 . ?
C49 C50 1.43(3) . ?
C49 H49 0.9500 . ?
C50 N12 1.32(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 S1 S2 102.4(7) . . ?
C1 S2 S1 105.0(5) . . ?
C2 C1 S2 110.0(10) . . ?
C2 C1 H1B 109.7 . . ?
S2 C1 H1B 109.7 . . ?
C2 C1 H1A 109.7 . . ?
S2 C1 H1A 109.7 . . ?
H1B C1 H1A 108.2 . . ?
C1 C2 N1 110.4(12) . . ?
C1 C2 C24 113.3(12) . . ?
N1 C2 C24 104.7(11) . . ?
C1 C2 H2 109.4 . . ?
N1 C2 H2 109.4 . . ?
C24 C2 H2 109.4 . . ?
C4 N1 C3 121.1(13) . . ?
C4 N1 C2 119.3(12) . . ?
C3 N1 C2 119.1(12) . . ?
N1 C3 H3C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
H3C C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3C C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
O1 C4 N1 118.3(15) . . ?
O1 C4 C5 122.3(16) . . ?
N1 C4 C5 119.3(16) . . ?
N2 C5 C4 110.5(16) . . ?
N2 C5 C6 107.9(14) . . ?
C4 C5 C6 108.4(16) . . ?
N2 C5 H5 110.0 . . ?
C4 C5 H5 110.0 . . ?
C6 C5 H5 110.0 . . ?
C5 C6 H6C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
H6C C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6C C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 N2 C5 119.6(14) . . ?
C7 N2 H2N 120.2 . . ?
C5 N2 H2N 120.2 . . ?
O2 C7 N2 123.0(16) . . ?
O2 C7 C8 117.0(14) . . ?
N2 C7 C8 120.1(15) . . ?
N3 C8 C7 116.5(14) . . ?
N3 C8 C9 110.3(17) . . ?
C7 C8 C9 108.6(13) . . ?
N3 C8 H8 107.0 . . ?
C7 C8 H8 107.0 . . ?
C9 C8 H8 107.0 . . ?
C33 N3 C8 122.3(14) . . ?
C33 N3 H3N 118.8 . . ?
C8 N3 H3N 118.8 . . ?
O3 C9 C8 104.8(13) . . ?
O3 C9 H9B 110.8 . . ?
C8 C9 H9B 110.8 . . ?
O3 C9 H9A 110.8 . . ?
C8 C9 H9A 110.8 . . ?
H9B C9 H9A 108.9 . . ?
C10 O3 C9 118.4(12) . . ?
O4 C10 O3 122.9(16) . . ?
O4 C10 C11 127.9(18) . . ?
O3 C10 C11 109.1(14) . . ?
N4 C11 C12 116.2(18) . . ?
N4 C11 C10 108.3(12) . . ?
C12 C11 C10 113.0(17) . . ?
N4 C11 H11 106.2 . . ?
C12 C11 H11 106.2 . . ?
C10 C11 H11 106.2 . . ?
C14 C12 C11 121.7(19) . . ?
C14 C12 C13 115(2) . . ?
C11 C12 C13 110.3(18) . . ?
C14 C12 H12 102.3 . . ?
C11 C12 H12 102.3 . . ?
C13 C12 H12 102.3 . . ?
C12 C13 H13C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
H13C C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
H14C C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14C C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C16 N4 C15 114.9(14) . . ?
C16 N4 C11 126.0(12) . . ?
C15 N4 C11 118.6(15) . . ?
N4 C15 H15C 109.5 . . ?
N4 C15 H15A 109.5 . . ?
H15C C15 H15A 109.5 . . ?
N4 C15 H15B 109.5 . . ?
H15C C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C16 N4 121.5(15) . . ?
O5 C16 C17 118.5(17) . . ?
N4 C16 C17 120.0(14) . . ?
N5 C17 C18 113.5(14) . . ?
N5 C17 C16 110.1(13) . . ?
C18 C17 C16 108.1(10) . . ?
N5 C17 H17 108.3 . . ?
C18 C17 H17 108.3 . . ?
C16 C17 H17 108.3 . . ?
C17 C18 S1 115.2(10) . . ?
C17 C18 H18B 108.5 . . ?
S1 C18 H18B 108.5 . . ?
C17 C18 H18A 108.5 . . ?
S1 C18 H18A 108.5 . . ?
H18B C18 H18A 107.5 . . ?
C20 N5 C17 114.7(13) . . ?
C20 N5 C19 125.8(14) . . ?
C17 N5 C19 118.0(12) . . ?
N5 C19 H19C 109.5 . . ?
N5 C19 H19A 109.5 . . ?
H19C C19 H19A 109.5 . . ?
N5 C19 H19B 109.5 . . ?
H19C C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O6 C20 N5 123.1(15) . . ?
O6 C20 C21 120.1(13) . . ?
N5 C20 C21 116.8(13) . . ?
N6 C21 C20 109.6(12) . . ?
N6 C21 C22 110.3(13) . . ?
C20 C21 C22 108.2(12) . . ?
N6 C21 H21 109.6 . . ?
C20 C21 H21 109.6 . . ?
C22 C21 H21 109.6 . . ?
C21 C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
H22C C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22C C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C23 N6 C21 120.5(14) . . ?
C23 N6 H6N 119.8 . . ?
C21 N6 H6N 119.8 . . ?
O7 C23 N6 125.6(14) . . ?
O7 C23 C32 116.8(13) . . ?
N6 C23 C32 117.3(13) . . ?
O8 C24 N7 121.4(15) . . ?
O8 C24 C2 120.4(13) . . ?
N7 C24 C2 118.2(15) . . ?
C24 N7 C26 117.8(15) . . ?
C24 N7 C25 124.7(15) . . ?
C26 N7 C25 117.3(16) . . ?
N7 C25 H25C 109.5 . . ?
N7 C25 H25A 109.5 . . ?
H25C C25 H25A 109.5 . . ?
N7 C25 H25B 109.5 . . ?
H25C C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C30 C26 N7 109.6(15) . . ?
C30 C26 C27 113.1(16) . . ?
N7 C26 C27 114.7(17) . . ?
C30 C26 H26 106.3 . . ?
N7 C26 H26 106.3 . . ?
C27 C26 H26 106.3 . . ?
C28 C27 C26 112(2) . . ?
C28 C27 C29 115.4(19) . . ?
C26 C27 C29 113.3(18) . . ?
C28 C27 H27 105.1 . . ?
C26 C27 H27 105.1 . . ?
C29 C27 H27 105.1 . . ?
C27 C28 H28C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
H28C C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28C C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
H29C C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29C C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O9 C30 O10 121.2(15) . . ?
O9 C30 C26 126.3(15) . . ?
O10 C30 C26 112.0(14) . . ?
C30 O10 C31 117.3(12) . . ?
C32 C31 O10 108.2(12) . . ?
C32 C31 H31B 110.1 . . ?
O10 C31 H31B 110.1 . . ?
C32 C31 H31A 110.1 . . ?
O10 C31 H31A 110.1 . . ?
H31B C31 H31A 108.4 . . ?
C31 C32 N8 112.1(12) . . ?
C31 C32 C23 111.4(13) . . ?
N8 C32 C23 112.6(12) . . ?
C31 C32 H32 106.7 . . ?
N8 C32 H32 106.7 . . ?
C23 C32 H32 106.7 . . ?
C42 N8 C32 125.1(14) . . ?
C42 N8 H8N 117.4 . . ?
C32 N8 H8N 117.4 . . ?
O11 C33 N3 122.2(15) . . ?
O11 C33 C34 123.5(14) . . ?
N3 C33 C34 114.0(15) . . ?
N10 C34 C35 122.2(15) . . ?
N10 C34 C33 118.9(13) . . ?
C35 C34 C33 118.5(15) . . ?
N9 C35 C34 121.7(16) . . ?
N9 C35 H35 119.1 . . ?
C34 C35 H35 119.1 . . ?
C35 N9 C36 117.7(13) . . ?
N9 C36 C37 119.9(14) . . ?
N9 C36 C41 118.0(14) . . ?
C37 C36 C41 122.0(15) . . ?
C38 C37 C36 119.3(16) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.1(18) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 H38 120.0 . . ?
C40 C39 C38 119.2(18) . . ?
C40 C39 H39 120.4 . . ?
C38 C39 H39 120.4 . . ?
C39 C40 C41 121.4(18) . . ?
C39 C40 H40 119.3 . . ?
C41 C40 H40 119.3 . . ?
N10 C41 C36 124.2(15) . . ?
N10 C41 C40 118.0(14) . . ?
C36 C41 C40 117.8(16) . . ?
C34 N10 C41 116.0(13) . . ?
O12 C42 N8 121.1(16) . . ?
O12 C42 C43 124.5(19) . . ?
N8 C42 C43 114.4(17) . . ?
N12 C43 C44 123.8(17) . . ?
N12 C43 C42 117.6(17) . . ?
C44 C43 C42 118.6(18) . . ?
N11 C44 C43 122(2) . . ?
N11 C44 H44 119.1 . . ?
C43 C44 H44 119.1 . . ?
C44 N11 C45 115.1(19) . . ?
N11 C45 C50 122(2) . . ?
N11 C45 C46 118(2) . . ?
C50 C45 C46 120(2) . . ?
C47 C46 C45 118(3) . . ?
C47 C46 H46 120.9 . . ?
C45 C46 H46 120.9 . . ?
C46 C47 C48 123(3) . . ?
C46 C47 H47 118.7 . . ?
C48 C47 H47 118.7 . . ?
C49 C48 C47 120(2) . . ?
C49 C48 H48 120.0 . . ?
C47 C48 H48 120.0 . . ?
C48 C49 C50 121(3) . . ?
C48 C49 H49 119.7 . . ?
C50 C49 H49 119.7 . . ?
N12 C50 C45 122.8(19) . . ?
N12 C50 C49 119(2) . . ?
C45 C50 C49 118.0(19) . . ?
C50 N12 C43 114.2(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 S2 C1 C2 -143.2(10) . . . . ?
S2 C1 C2 N1 -45.5(14) . . . . ?
S2 C1 C2 C24 -162.6(10) . . . . ?
C1 C2 N1 C4 114.8(14) . . . . ?
C24 C2 N1 C4 -122.9(14) . . . . ?
C1 C2 N1 C3 -57.7(17) . . . . ?
C24 C2 N1 C3 64.7(15) . . . . ?
C3 N1 C4 O1 174.0(14) . . . . ?
C2 N1 C4 O1 2(2) . . . . ?
C3 N1 C4 C5 -6(2) . . . . ?
C2 N1 C4 C5 -178.0(13) . . . . ?
O1 C4 C5 N2 -24(2) . . . . ?
N1 C4 C5 N2 155.4(14) . . . . ?
O1 C4 C5 C6 94(2) . . . . ?
N1 C4 C5 C6 -86.5(19) . . . . ?
C4 C5 N2 C7 -77(2) . . . . ?
C6 C5 N2 C7 164.2(17) . . . . ?
C5 N2 C7 O2 -9(3) . . . . ?
C5 N2 C7 C8 171.9(17) . . . . ?
O2 C7 C8 N3 178.9(16) . . . . ?
N2 C7 C8 N3 -2(3) . . . . ?
O2 C7 C8 C9 54(2) . . . . ?
N2 C7 C8 C9 -127.3(16) . . . . ?
C7 C8 N3 C33 134.7(17) . . . . ?
C9 C8 N3 C33 -101.0(19) . . . . ?
N3 C8 C9 O3 -71.0(16) . . . . ?
C7 C8 C9 O3 57.8(17) . . . . ?
C8 C9 O3 C10 176.6(15) . . . . ?
C9 O3 C10 O4 -6(3) . . . . ?
C9 O3 C10 C11 174.4(14) . . . . ?
O4 C10 C11 N4 7(3) . . . . ?
O3 C10 C11 N4 -173.2(15) . . . . ?
O4 C10 C11 C12 -123(3) . . . . ?
O3 C10 C11 C12 57(2) . . . . ?
N4 C11 C12 C14 -83(3) . . . . ?
C10 C11 C12 C14 43(3) . . . . ?
N4 C11 C12 C13 55(2) . . . . ?
C10 C11 C12 C13 -178.5(19) . . . . ?
C12 C11 N4 C16 -117.2(18) . . . . ?
C10 C11 N4 C16 114.4(17) . . . . ?
C12 C11 N4 C15 54(2) . . . . ?
C10 C11 N4 C15 -74.0(19) . . . . ?
C15 N4 C16 O5 -6(2) . . . . ?
C11 N4 C16 O5 165.7(16) . . . . ?
C15 N4 C16 C17 174.8(13) . . . . ?
C11 N4 C16 C17 -13(2) . . . . ?
O5 C16 C17 N5 -24.7(19) . . . . ?
N4 C16 C17 N5 154.4(14) . . . . ?
O5 C16 C17 C18 99.8(18) . . . . ?
N4 C16 C17 C18 -81.1(18) . . . . ?
N5 C17 C18 S1 -57.5(17) . . . . ?
C16 C17 C18 S1 -180.0(12) . . . . ?
S2 S1 C18 C17 -65.0(15) . . . . ?
C18 C17 N5 C20 154.6(12) . . . . ?
C16 C17 N5 C20 -84.1(14) . . . . ?
C18 C17 N5 C19 -38.6(19) . . . . ?
C16 C17 N5 C19 82.8(17) . . . . ?
C17 N5 C20 O6 -14.9(19) . . . . ?
C19 N5 C20 O6 179.4(15) . . . . ?
C17 N5 C20 C21 165.2(12) . . . . ?
C19 N5 C20 C21 0(2) . . . . ?
O6 C20 C21 N6 -17.2(18) . . . . ?
N5 C20 C21 N6 162.7(12) . . . . ?
O6 C20 C21 C22 103.0(15) . . . . ?
N5 C20 C21 C22 -77.1(15) . . . . ?
C20 C21 N6 C23 -91.1(16) . . . . ?
C22 C21 N6 C23 150.0(14) . . . . ?
C21 N6 C23 O7 -2(2) . . . . ?
C21 N6 C23 C32 -175.1(13) . . . . ?
C1 C2 C24 O8 22(2) . . . . ?
N1 C2 C24 O8 -98.2(16) . . . . ?
C1 C2 C24 N7 -156.7(15) . . . . ?
N1 C2 C24 N7 82.9(16) . . . . ?
O8 C24 N7 C26 6(2) . . . . ?
C2 C24 N7 C26 -175.4(15) . . . . ?
O8 C24 N7 C25 -179.7(18) . . . . ?
C2 C24 N7 C25 -1(3) . . . . ?
C24 N7 C26 C30 -52(2) . . . . ?
C25 N7 C26 C30 133.0(19) . . . . ?
C24 N7 C26 C27 76(2) . . . . ?
C25 N7 C26 C27 -99(2) . . . . ?
C30 C26 C27 C28 -71(3) . . . . ?
N7 C26 C27 C28 163(2) . . . . ?
C30 C26 C27 C29 157(2) . . . . ?
N7 C26 C27 C29 30(3) . . . . ?
N7 C26 C30 O9 140.7(17) . . . . ?
C27 C26 C30 O9 11(3) . . . . ?
N7 C26 C30 O10 -48(2) . . . . ?
C27 C26 C30 O10 -177.2(17) . . . . ?
O9 C30 O10 C31 -4(2) . . . . ?
C26 C30 O10 C31 -175.8(14) . . . . ?
C30 O10 C31 C32 176.1(12) . . . . ?
O10 C31 C32 N8 -52.9(16) . . . . ?
O10 C31 C32 C23 74.4(15) . . . . ?
O7 C23 C32 C31 42(2) . . . . ?
N6 C23 C32 C31 -144.0(14) . . . . ?
O7 C23 C32 N8 169.2(15) . . . . ?
N6 C23 C32 N8 -17.1(19) . . . . ?
C31 C32 N8 C42 -128.3(15) . . . . ?
C23 C32 N8 C42 105.1(15) . . . . ?
C8 N3 C33 O11 0(3) . . . . ?
C8 N3 C33 C34 -175.3(15) . . . . ?
O11 C33 C34 N10 159.1(15) . . . . ?
N3 C33 C34 N10 -26(2) . . . . ?
O11 C33 C34 C35 -15(2) . . . . ?
N3 C33 C34 C35 160.2(14) . . . . ?
N10 C34 C35 N9 4(2) . . . . ?
C33 C34 C35 N9 177.3(14) . . . . ?
C34 C35 N9 C36 -2(2) . . . . ?
C35 N9 C36 C37 179.2(13) . . . . ?
C35 N9 C36 C41 1.0(19) . . . . ?
N9 C36 C37 C38 -176.0(14) . . . . ?
C41 C36 C37 C38 2(2) . . . . ?
C36 C37 C38 C39 -5(2) . . . . ?
C37 C38 C39 C40 5(3) . . . . ?
C38 C39 C40 C41 -1(2) . . . . ?
N9 C36 C41 N10 -2(2) . . . . ?
C37 C36 C41 N10 179.8(13) . . . . ?
N9 C36 C41 C40 179.6(12) . . . . ?
C37 C36 C41 C40 1.4(19) . . . . ?
C39 C40 C41 N10 179.8(14) . . . . ?
C39 C40 C41 C36 -2(2) . . . . ?
C35 C34 N10 C41 -4.6(19) . . . . ?
C33 C34 N10 C41 -178.0(12) . . . . ?
C36 C41 N10 C34 3.8(19) . . . . ?
C40 C41 N10 C34 -177.8(12) . . . . ?
C32 N8 C42 O12 -4(2) . . . . ?
C32 N8 C42 C43 175.9(11) . . . . ?
O12 C42 C43 N12 173.9(13) . . . . ?
N8 C42 C43 N12 -6.2(18) . . . . ?
O12 C42 C43 C44 -4(2) . . . . ?
N8 C42 C43 C44 175.6(13) . . . . ?
N12 C43 C44 N11 3(3) . . . . ?
C42 C43 C44 N11 -178.5(15) . . . . ?
C43 C44 N11 C45 -6(3) . . . . ?
C44 N11 C45 C50 4(3) . . . . ?
C44 N11 C45 C46 -178.1(16) . . . . ?
N11 C45 C46 C47 -179.7(19) . . . . ?
C50 C45 C46 C47 -1(3) . . . . ?
C45 C46 C47 C48 0(3) . . . . ?
C46 C47 C48 C49 0(3) . . . . ?
C47 C48 C49 C50 1(3) . . . . ?
N11 C45 C50 N12 1(3) . . . . ?
C46 C45 C50 N12 -177.2(15) . . . . ?
N11 C45 C50 C49 -179.0(15) . . . . ?
C46 C45 C50 C49 3(2) . . . . ?
C48 C49 C50 N12 177.1(14) . . . . ?
C48 C49 C50 C45 -3(2) . . . . ?
C45 C50 N12 C43 -4(2) . . . . ?
C49 C50 N12 C43 176.6(12) . . . . ?
C44 C43 N12 C50 1(2) . . . . ?
C42 C43 N12 C50 -176.6(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2N O13 0.88 2.22 2.83(2) 126.7 .
N3 H3N O13 0.88 2.16 2.99(2) 156.0 .
N6 H6N N9 0.88 2.22 3.009(18) 149.7 3_466

_refine_diff_density_max         1.208
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.117





_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2-MeOH'
