# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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. 
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data_171108tbuasc
_database_code_depnum_ccdc_archive 'CCDC 2007056'
loop_
_audit_author_name
_audit_author_address
'Akiko Asano'
;Osaka University of Pharmaceutical Sciences
Japan
;
_audit_update_record             
;
2020-06-02 deposited with the CCDC.	2020-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        '[Tbu]ASC'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H54 N8 O6 S2, 2(C3 H7 N O)'
_chemical_formula_sum            'C43 H68 N10 O8 S2'
_chemical_formula_weight         917.20
_chemical_compound_source        synthesis

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   12.9799(6)
_cell_length_b                   12.1900(7)
_cell_length_c                   15.9375(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.703(5)
_cell_angle_gamma                90
_cell_volume                     2460.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    5864
_cell_measurement_theta_min      5.4090
_cell_measurement_theta_max      74.0830

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    1.464
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.75558
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   CryslisPro
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating anode'
_diffrn_measurement_device_type  'Rigaku P200'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 5.811
_diffrn_reflns_number            13264
_diffrn_reflns_av_unetI/netI     0.0397
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.842
_diffrn_reflns_theta_max         67.729
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.834
_diffrn_reflns_point_group_measured_fraction_full 0.834
_reflns_number_total             7422
_reflns_number_gt                5358
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.589
_reflns_Friedel_fraction_max     0.652
_reflns_Friedel_fraction_full    0.652

_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       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_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)+(0.1050P)²+8.2200P] 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-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1546 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.38(2)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         7422
_refine_ls_number_parameters     760
_refine_ls_number_restraints     434
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0993
_refine_ls_wR_factor_ref         0.2599
_refine_ls_wR_factor_gt          0.2545
_refine_ls_goodness_of_fit_ref   0.858
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.064
_refine_ls_shift/su_mean         0.007

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
N1A N 0.500000 0.273(4) 0.249(5) 0.041(4) Uani 0.5 1 d . U P A 1
O1A O 0.500000 0.460(3) 0.244(2) 0.035(5) Uani 0.5 1 d . U P A 1
C1A C 0.5051(10) 0.3627(13) 0.2853(9) 0.037(3) Uani 0.5 1 d . U P A 1
H1A H 0.513047 0.363211 0.344758 0.044 Uiso 0.5 1 calc R U P A 1
C2A C 0.4964(16) 0.1645(15) 0.2911(11) 0.060(4) Uani 0.5 1 d . U P A 1
H2A1 H 0.476324 0.174434 0.345056 0.090 Uiso 0.5 1 calc R U P A 1
H2A2 H 0.564879 0.130801 0.300817 0.090 Uiso 0.5 1 calc R U P A 1
H2A3 H 0.445741 0.118222 0.254510 0.090 Uiso 0.5 1 calc R U P A 1
C3A C 0.4810(12) 0.2649(13) 0.1496(7) 0.041(3) Uani 0.5 1 d . U P A 1
H3A1 H 0.470715 0.337106 0.125065 0.061 Uiso 0.5 1 calc R U P A 1
H3A2 H 0.419289 0.221216 0.128062 0.061 Uiso 0.5 1 calc R U P A 1
H3A3 H 0.541101 0.231410 0.134113 0.061 Uiso 0.5 1 calc R U P A 1
O1C O 0.9575(16) 0.9209(17) 0.3342(12) 0.120(4) Uani 0.5 1 d D U P B 1
C1C C 0.944(3) 0.808(2) 0.3255(18) 0.120(3) Uani 0.5 1 d D U P B 1
H1C H 0.924180 0.764082 0.366848 0.144 Uiso 0.5 1 calc R U P B 1
N1C N 0.9650(19) 0.7653(19) 0.2468(15) 0.120(3) Uani 0.5 1 d D U P B 1
C2C C 1.026(2) 0.662(2) 0.2716(19) 0.119(4) Uani 0.5 1 d D U P B 1
H2C1 H 0.979691 0.606905 0.285673 0.179 Uiso 0.5 1 calc R U P B 1
H2C2 H 1.082062 0.675869 0.320681 0.179 Uiso 0.5 1 calc R U P B 1
H2C3 H 1.054767 0.637423 0.224466 0.179 Uiso 0.5 1 calc R U P B 1
C3C C 0.981(2) 0.837(2) 0.1821(17) 0.121(4) Uani 0.5 1 d D U P B 1
H3C1 H 0.949657 0.907131 0.189355 0.182 Uiso 0.5 1 calc R U P B 1
H3C2 H 0.948407 0.807614 0.126836 0.182 Uiso 0.5 1 calc R U P B 1
H3C3 H 1.055152 0.846457 0.185958 0.182 Uiso 0.5 1 calc R U P B 1
N1B N 0.500000 0.261(4) 0.251(5) 0.040(4) Uani 0.5 1 d . U P C 2
O1B O 0.500000 0.443(3) 0.260(2) 0.044(6) Uani 0.5 1 d . U P C 2
C1B C 0.4950(11) 0.3614(14) 0.2176(11) 0.047(3) Uani 0.5 1 d . U P C 2
H1B H 0.487265 0.368518 0.158422 0.056 Uiso 0.5 1 calc R U P C 2
C2B C 0.5011(18) 0.1598(17) 0.2076(13) 0.076(5) Uani 0.5 1 d . U P C 2
H2B1 H 0.519927 0.172330 0.153414 0.114 Uiso 0.5 1 calc R U P C 2
H2B2 H 0.432295 0.126867 0.197878 0.114 Uiso 0.5 1 calc R U P C 2
H2B3 H 0.551845 0.111502 0.242002 0.114 Uiso 0.5 1 calc R U P C 2
C3B C 0.5179(13) 0.2585(14) 0.3500(9) 0.051(3) Uani 0.5 1 d . U P C 2
H3B1 H 0.530250 0.331732 0.372162 0.076 Uiso 0.5 1 calc R U P C 2
H3B2 H 0.578096 0.213518 0.373305 0.076 Uiso 0.5 1 calc R U P C 2
H3B3 H 0.456549 0.228824 0.366132 0.076 Uiso 0.5 1 calc R U P C 2
C3D C 1.004(2) 0.838(3) 0.3195(18) 0.120(4) Uani 0.5 1 d D U P D 2
H3D1 H 0.930170 0.855988 0.304000 0.180 Uiso 0.5 1 calc R U P D 2
H3D2 H 1.045294 0.903231 0.322666 0.180 Uiso 0.5 1 calc R U P D 2
H3D3 H 1.018895 0.801594 0.374439 0.180 Uiso 0.5 1 calc R U P D 2
N1D N 1.0295(19) 0.765(2) 0.2556(15) 0.120(3) Uani 0.5 1 d D U P D 2
C2D C 0.970(2) 0.662(2) 0.2327(19) 0.119(4) Uani 0.5 1 d D U P D 2
H2D1 H 0.929562 0.666963 0.174801 0.179 Uiso 0.5 1 calc R U P D 2
H2D2 H 0.924016 0.650509 0.271264 0.179 Uiso 0.5 1 calc R U P D 2
H2D3 H 1.019080 0.602123 0.237284 0.179 Uiso 0.5 1 calc R U P D 2
C1D C 1.051(2) 0.801(2) 0.1734(18) 0.120(3) Uani 0.5 1 d D U P D 2
H1D H 1.068067 0.754036 0.132915 0.144 Uiso 0.5 1 calc R U P D 2
O1D O 1.0418(16) 0.9133(17) 0.1630(12) 0.123(4) Uani 0.5 1 d D U P D 2
N11 N 0.5579(5) 0.5923(7) 0.4149(5) 0.064(2) Uani 1 1 d . . . . .
H11 H 0.555148 0.549959 0.371333 0.077 Uiso 1 1 calc R U . . .
C11 C 0.4609(7) 0.6456(8) 0.4272(6) 0.067(3) Uani 1 1 d D . . . .
H11A H 0.481605 0.686099 0.481471 0.081 Uiso 1 1 calc R U . E 1
C13I C 0.4181(19) 0.7324(14) 0.3591(11) 0.095(4) Uani 0.5 1 d D U P F 1
H13I H 0.479767 0.768123 0.344890 0.114 Uiso 0.5 1 calc R U P F 1
C14I C 0.354(2) 0.8220(14) 0.3884(14) 0.097(4) Uani 0.5 1 d D U P F 1
H14A H 0.389715 0.845084 0.445654 0.116 Uiso 0.5 1 calc R U P F 1
H14B H 0.285993 0.792044 0.392324 0.116 Uiso 0.5 1 calc R U P F 1
C15I C 0.3532(19) 0.6858(18) 0.2750(11) 0.094(5) Uani 0.5 1 d D U P F 1
H15A H 0.284860 0.664405 0.282954 0.141 Uiso 0.5 1 calc R U P F 1
H15B H 0.388735 0.623098 0.258356 0.141 Uiso 0.5 1 calc R U P F 1
H15C H 0.345337 0.740756 0.230885 0.141 Uiso 0.5 1 calc R U P F 1
C16I C 0.336(2) 0.9218(16) 0.3305(16) 0.102(5) Uani 0.5 1 d D U P F 1
H16A H 0.401238 0.944255 0.317405 0.153 Uiso 0.5 1 calc R U P F 1
H16B H 0.308105 0.980522 0.359301 0.153 Uiso 0.5 1 calc R U P F 1
H16C H 0.285968 0.904074 0.278219 0.153 Uiso 0.5 1 calc R U P F 1
C13 C 0.4295(18) 0.7161(19) 0.3490(12) 0.095(4) Uani 0.5 1 d D U P F 2
H13A H 0.412524 0.669185 0.298688 0.115 Uiso 0.5 1 calc R U P F 2
H13B H 0.489219 0.761287 0.343746 0.115 Uiso 0.5 1 calc R U P F 2
C14 C 0.3366(14) 0.7892(14) 0.3500(11) 0.096(4) Uani 0.5 1 d D U P F 2
C16 C 0.3412(18) 0.8461(19) 0.4350(12) 0.096(4) Uani 0.5 1 d D U P F 2
H16D H 0.413633 0.856037 0.464185 0.144 Uiso 0.5 1 calc R U P F 2
H16E H 0.305730 0.802135 0.469889 0.144 Uiso 0.5 1 calc R U P F 2
H16F H 0.307271 0.916341 0.424960 0.144 Uiso 0.5 1 calc R U P F 2
C17 C 0.3308(19) 0.8660(18) 0.2739(13) 0.100(4) Uani 0.5 1 d D U P F 2
H17A H 0.393804 0.909580 0.282649 0.149 Uiso 0.5 1 calc R U P F 2
H17B H 0.270483 0.913172 0.268824 0.149 Uiso 0.5 1 calc R U P F 2
H17C H 0.324247 0.823643 0.222223 0.149 Uiso 0.5 1 calc R U P F 2
C18 C 0.2372(15) 0.7180(18) 0.3289(16) 0.097(4) Uani 0.5 1 d D U P F 2
H18A H 0.236240 0.677231 0.277180 0.146 Uiso 0.5 1 calc R U P F 2
H18B H 0.175768 0.763944 0.320833 0.146 Uiso 0.5 1 calc R U P F 2
H18C H 0.237235 0.667978 0.375464 0.146 Uiso 0.5 1 calc R U P F 2
C25 C 0.3845(6) 0.5607(8) 0.4430(5) 0.053(2) Uani 1 1 d . . . . .
N21 N 0.3746(4) 0.4667(5) 0.4079(4) 0.0457(15) Uani 1 1 d . . . . .
C21 C 0.2817(5) 0.4174(7) 0.4303(5) 0.0449(17) Uani 1 1 d . . . . .
H21 H 0.301652 0.347324 0.459470 0.054 Uiso 1 1 calc R U . . .
C22 C 0.1942(5) 0.3976(6) 0.3504(5) 0.0412(16) Uani 1 1 d . . . . .
O22 O 0.1032(4) 0.3784(6) 0.3582(3) 0.0592(16) Uani 1 1 d . . . . .
C23 C 0.2496(6) 0.4987(9) 0.4943(5) 0.061(2) Uani 1 1 d . . . . .
H23 H 0.174827 0.518752 0.477058 0.074 Uiso 1 1 calc R U . . .
O23 O 0.3161(5) 0.5896(6) 0.4906(5) 0.081(2) Uani 1 1 d . . . . .
C24 C 0.2784(9) 0.4577(13) 0.5867(6) 0.095(4) Uani 1 1 d . . . . .
H24A H 0.349260 0.429857 0.598991 0.143 Uiso 1 1 calc R U . . .
H24B H 0.230570 0.400345 0.594283 0.143 Uiso 1 1 calc R U . . .
H24C H 0.273350 0.517153 0.625146 0.143 Uiso 1 1 calc R U . . .
N31 N 0.2239(4) 0.3974(5) 0.2764(4) 0.0411(13) Uani 1 1 d . . . . .
H31 H 0.287695 0.416361 0.276272 0.049 Uiso 1 1 calc R U . . .
C31 C 0.1540(5) 0.3668(7) 0.1941(5) 0.0460(17) Uani 1 1 d . . . . .
H31A H 0.080791 0.373167 0.200362 0.055 Uiso 1 1 calc R U . . .
C33 C 0.1720(6) 0.2502(7) 0.1692(5) 0.0505(19) Uani 1 1 d . . . . .
H33 H 0.244101 0.245035 0.160062 0.061 Uiso 1 1 calc R U . . .
C34 C 0.1617(8) 0.1690(8) 0.2400(7) 0.068(2) Uani 1 1 d . . . . .
H34A H 0.092603 0.175094 0.251923 0.102 Uiso 1 1 calc R U . . .
H34B H 0.214046 0.185259 0.291156 0.102 Uiso 1 1 calc R U . . .
H34C H 0.172080 0.095742 0.221383 0.102 Uiso 1 1 calc R U . . .
C35 C 0.0961(8) 0.2189(12) 0.0853(7) 0.094(4) Uani 1 1 d . . . . .
H35A H 0.097727 0.140929 0.077440 0.141 Uiso 1 1 calc R U . . .
H35B H 0.116881 0.255006 0.038084 0.141 Uiso 1 1 calc R U . . .
H35C H 0.025769 0.241179 0.087521 0.141 Uiso 1 1 calc R U . . .
C44 C 0.1718(5) 0.4516(8) 0.1299(5) 0.0516(19) Uani 1 1 d . . . . .
N41 N 0.2628(5) 0.4862(6) 0.1230(5) 0.0584(18) Uani 1 1 d . . . . .
C41 C 0.2567(7) 0.5567(10) 0.0543(7) 0.077(3) Uani 1 1 d . . . . .
C42 C 0.3474(8) 0.6108(11) 0.0344(7) 0.090(4) Uani 1 1 d . . . . .
O42 O 0.3364(6) 0.6683(8) -0.0307(6) 0.106(3) Uani 1 1 d . U . . .
C43 C 0.1553(8) 0.5769(13) 0.0097(8) 0.102(4) Uani 1 1 d . U . . .
H43 H 0.137529 0.623753 -0.037368 0.122 Uiso 1 1 calc R U . . .
S43 S 0.06712(16) 0.5052(3) 0.05176(17) 0.0936(11) Uani 1 1 d . . . . .
N51 N 0.4418(5) 0.5938(7) 0.0884(5) 0.075(3) Uani 1 1 d . . . . .
H51 H 0.445914 0.550095 0.131434 0.090 Uiso 1 1 calc R U . . .
C51 C 0.5378(7) 0.6485(8) 0.0750(6) 0.078(3) Uani 1 1 d D . . . .
H51A H 0.519325 0.696355 0.024544 0.093 Uiso 1 1 calc R U . G 1
C53I C 0.5782(19) 0.7393(14) 0.1411(10) 0.091(4) Uani 0.5 1 d D U P H 2
H53I H 0.515836 0.773260 0.155378 0.109 Uiso 0.5 1 calc R U P H 2
C54I C 0.638(2) 0.8293(14) 0.1079(13) 0.093(4) Uani 0.5 1 d D U P H 2
H54A H 0.598555 0.849994 0.051001 0.111 Uiso 0.5 1 calc R U P H 2
H54B H 0.705221 0.800265 0.101686 0.111 Uiso 0.5 1 calc R U P H 2
C55I C 0.6457(17) 0.6948(18) 0.2254(11) 0.089(4) Uani 0.5 1 d D U P H 2
H55A H 0.711786 0.668531 0.215577 0.133 Uiso 0.5 1 calc R U P H 2
H55B H 0.609029 0.635761 0.245983 0.133 Uiso 0.5 1 calc R U P H 2
H55C H 0.658690 0.752392 0.267564 0.133 Uiso 0.5 1 calc R U P H 2
C56I C 0.658(2) 0.9320(16) 0.1629(16) 0.098(5) Uani 0.5 1 d D U P H 2
H56A H 0.595320 0.950964 0.182301 0.147 Uiso 0.5 1 calc R U P H 2
H56B H 0.676711 0.991282 0.129476 0.147 Uiso 0.5 1 calc R U P H 2
H56C H 0.714750 0.918712 0.211661 0.147 Uiso 0.5 1 calc R U P H 2
C53 C 0.570(2) 0.718(2) 0.1540(13) 0.122(5) Uani 0.5 1 d D U P H 1
H53A H 0.589563 0.670647 0.204056 0.147 Uiso 0.5 1 calc R U P H 1
H53B H 0.511052 0.762746 0.160978 0.147 Uiso 0.5 1 calc R U P H 1
C54 C 0.6623(15) 0.7907(16) 0.1487(13) 0.123(5) Uani 0.5 1 d D U P H 1
C56 C 0.654(2) 0.845(2) 0.0625(14) 0.121(6) Uani 0.5 1 d D U P H 1
H56D H 0.583416 0.836356 0.028715 0.181 Uiso 0.5 1 calc R U P H 1
H56E H 0.702902 0.810936 0.033213 0.181 Uiso 0.5 1 calc R U P H 1
H56F H 0.670217 0.921354 0.070586 0.181 Uiso 0.5 1 calc R U P H 1
C57 C 0.667(2) 0.872(2) 0.2213(16) 0.125(6) Uani 0.5 1 d D U P H 1
H57A H 0.723036 0.923809 0.221552 0.187 Uiso 0.5 1 calc R U P H 1
H57B H 0.679610 0.834152 0.275277 0.187 Uiso 0.5 1 calc R U P H 1
H57C H 0.601000 0.911101 0.213127 0.187 Uiso 0.5 1 calc R U P H 1
C58 C 0.7624(17) 0.721(2) 0.1705(19) 0.124(6) Uani 0.5 1 d D U P H 1
H58A H 0.759764 0.665452 0.127070 0.187 Uiso 0.5 1 calc R U P H 1
H58B H 0.767223 0.686007 0.225324 0.187 Uiso 0.5 1 calc R U P H 1
H58C H 0.823153 0.766403 0.172734 0.187 Uiso 0.5 1 calc R U P H 1
C65 C 0.6145(6) 0.5646(9) 0.0598(5) 0.062(2) Uani 1 1 d . . . . .
N61 N 0.6251(4) 0.4701(6) 0.0946(4) 0.0494(17) Uani 1 1 d . . . . .
C61 C 0.7185(5) 0.4211(8) 0.0723(5) 0.051(2) Uani 1 1 d . . . . .
H61 H 0.698865 0.351335 0.042587 0.061 Uiso 1 1 calc R U . . .
C62 C 0.8059(5) 0.4008(7) 0.1527(4) 0.0452(17) Uani 1 1 d . . . . .
O62 O 0.8972(4) 0.3829(6) 0.1450(3) 0.0647(19) Uani 1 1 d . . . . .
C63 C 0.7508(6) 0.5035(11) 0.0094(5) 0.075(3) Uani 1 1 d . . . . .
H63 H 0.825567 0.523608 0.027150 0.090 Uiso 1 1 calc R U . . .
O63 O 0.6844(5) 0.5937(8) 0.0136(5) 0.098(3) Uani 1 1 d . . . . .
C64 C 0.7234(9) 0.4624(15) -0.0829(6) 0.110(5) Uani 1 1 d . U . . .
H64A H 0.657544 0.423380 -0.092821 0.165 Uiso 1 1 calc R U . . .
H64B H 0.778065 0.414176 -0.092620 0.165 Uiso 1 1 calc R U . . .
H64C H 0.717150 0.523625 -0.121566 0.165 Uiso 1 1 calc R U . . .
N71 N 0.7759(4) 0.3999(6) 0.2266(4) 0.0456(15) Uani 1 1 d . . . . .
H71 H 0.712103 0.418846 0.226676 0.055 Uiso 1 1 calc R U . . .
C71 C 0.8450(5) 0.3684(7) 0.3085(5) 0.0489(19) Uani 1 1 d . . . . .
H71A H 0.918296 0.374866 0.302518 0.059 Uiso 1 1 calc R U . . .
C73 C 0.8260(6) 0.2495(8) 0.3312(5) 0.055(2) Uani 1 1 d . . . . .
H73 H 0.753825 0.244034 0.339982 0.066 Uiso 1 1 calc R U . . .
C74 C 0.8362(8) 0.1701(9) 0.2593(7) 0.075(3) Uani 1 1 d . . . . .
H74A H 0.904633 0.178038 0.246427 0.113 Uiso 1 1 calc R U . . .
H74B H 0.782670 0.186203 0.208866 0.113 Uiso 1 1 calc R U . . .
H74C H 0.827561 0.096237 0.277472 0.113 Uiso 1 1 calc R U . . .
C75 C 0.9015(8) 0.2181(12) 0.4153(8) 0.096(4) Uani 1 1 d . . . . .
H75A H 0.890281 0.142767 0.428487 0.144 Uiso 1 1 calc R U . . .
H75B H 0.888661 0.264068 0.460845 0.144 Uiso 1 1 calc R U . . .
H75C H 0.973030 0.227653 0.409572 0.144 Uiso 1 1 calc R U . . .
C84 C 0.8279(5) 0.4509(8) 0.3735(5) 0.053(2) Uani 1 1 d . . . . .
N81 N 0.7364(5) 0.4856(6) 0.3812(4) 0.0555(17) Uani 1 1 d . . . . .
C81 C 0.7430(7) 0.5554(9) 0.4506(6) 0.066(3) Uani 1 1 d . . . . .
C82 C 0.6517(7) 0.6083(9) 0.4708(7) 0.075(3) Uani 1 1 d . . . . .
O82 O 0.6619(6) 0.6649(7) 0.5360(5) 0.089(2) Uani 1 1 d . . . . .
C83 C 0.8445(8) 0.5753(12) 0.4944(7) 0.097(4) Uani 1 1 d . U . . .
H83 H 0.862653 0.622097 0.541408 0.116 Uiso 1 1 calc R U . . .
S83 S 0.93263(16) 0.5038(3) 0.45174(17) 0.0856(9) Uani 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1Aa C1A 1.23(7) . ?
N1Aa C2A 1.49(6) . ?
N1Aa C3A 1.55(9) . ?
O1Aa C1A 1.35(3) . ?
C1Aa H1A 0.9300 . ?
C2Aa H2A1 0.9600 . ?
C2Aa H2A2 0.9600 . ?
C2Aa H2A3 0.9600 . ?
C3Aa H3A1 0.9600 . ?
C3Aa H3A2 0.9600 . ?
C3Aa H3A3 0.9600 . ?
O1Ca C1C 1.39(2) . ?
C1Ca N1C 1.44(2) . ?
C1Ca H1C 0.9300 . ?
N1Ca C3C 1.40(2) . ?
N1Ca C2C 1.49(2) . ?
C2Ca H2C1 0.9600 . ?
C2Ca H2C2 0.9600 . ?
C2Ca H2C3 0.9600 . ?
C3Ca H3C1 0.9600 . ?
C3Ca H3C2 0.9600 . ?
C3Ca H3C3 0.9600 . ?
N1Bb C1B 1.33(6) . ?
N1Bb C2B 1.42(7) . ?
N1Bb C3B 1.54(9) . ?
O1Bb C1B 1.19(5) . ?
C1Bb H1B 0.9300 . ?
C2Bb H2B1 0.9600 . ?
C2Bb H2B2 0.9600 . ?
C2Bb H2B3 0.9600 . ?
C3Bb H3B1 0.9600 . ?
C3Bb H3B2 0.9600 . ?
C3Bb H3B3 0.9600 . ?
C3Db N1D 1.44(2) . ?
C3Db H3D1 0.9600 . ?
C3Db H3D2 0.9600 . ?
C3Db H3D3 0.9600 . ?
N1Db C1D 1.46(2) . ?
N1Db C2D 1.48(2) . ?
C2Db H2D1 0.9600 . ?
C2Db H2D2 0.9600 . ?
C2Db H2D3 0.9600 . ?
C1Db O1D 1.38(2) . ?
C1Db H1D 0.9300 . ?
N11 C82 1.355(11) . ?
N11 C11 1.468(11) . ?
N11 H11 0.8600 . ?
C11 C25 1.492(13) . ?
C11 C13 1.495(12) . ?
C11 C13I 1.531(12) . ?
C11 H11A 0.9800 . ?
C13Ia C14I 1.509(12) . ?
C13Ia C15I 1.526(13) . ?
C13Ia H13I 0.9800 . ?
C14Ia C16I 1.513(12) . ?
C14Ia H14A 0.9700 . ?
C14Ia H14B 0.9700 . ?
C15Ia H15A 0.9600 . ?
C15Ia H15B 0.9600 . ?
C15Ia H15C 0.9600 . ?
C16Ia H16A 0.9600 . ?
C16Ia H16B 0.9600 . ?
C16Ia H16C 0.9600 . ?
C13b C14 1.502(12) . ?
C13b H13A 0.9700 . ?
C13b H13B 0.9700 . ?
C14b C16 1.511(12) . ?
C14b C17 1.520(12) . ?
C14b C18 1.531(12) . ?
C16b H16D 0.9600 . ?
C16b H16E 0.9600 . ?
C16b H16F 0.9600 . ?
C17b H17A 0.9600 . ?
C17b H17B 0.9600 . ?
C17b H17C 0.9600 . ?
C18b H18A 0.9600 . ?
C18b H18B 0.9600 . ?
C18b H18C 0.9600 . ?
C25 N21 1.269(11) . ?
C25 O23 1.336(10) . ?
N21 C21 1.460(9) . ?
C21 C22 1.527(9) . ?
C21 C23 1.543(11) . ?
C21 H21 0.9800 . ?
C22 O22 1.237(8) . ?
C22 N31 1.319(9) . ?
C23 O23 1.413(12) . ?
C23 C24 1.522(13) . ?
C23 H23 0.9800 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N31 C31 1.469(9) . ?
N31 H31 0.8600 . ?
C31 C44 1.508(11) . ?
C31 C33 1.508(11) . ?
C31 H31A 0.9800 . ?
C33 C35 1.525(11) . ?
C33 C34 1.529(13) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C44 N41 1.281(10) . ?
C44 S43 1.755(8) . ?
N41 C41 1.381(11) . ?
C41 C43 1.373(13) . ?
C41 C42 1.444(14) . ?
C42 O42 1.234(12) . ?
C42 N51 1.350(12) . ?
C43 S43 1.692(12) . ?
C43 H43 0.9300 . ?
N51 C51 1.470(11) . ?
N51 H51 0.8600 . ?
C51 C65 1.485(14) . ?
C51 C53 1.497(13) . ?
C51 C53I 1.538(12) . ?
C51 H51A 0.9800 . ?
C53Ib C54I 1.504(12) . ?
C53Ib C55I 1.533(13) . ?
C53Ib H53I 0.9800 . ?
C54Ib C56I 1.517(12) . ?
C54Ib H54A 0.9700 . ?
C54Ib H54B 0.9700 . ?
C55Ib H55A 0.9600 . ?
C55Ib H55B 0.9600 . ?
C55Ib H55C 0.9600 . ?
C56Ib H56A 0.9600 . ?
C56Ib H56B 0.9600 . ?
C56Ib H56C 0.9600 . ?
C53a C54 1.506(12) . ?
C53a H53A 0.9700 . ?
C53a H53B 0.9700 . ?
C54a C56 1.506(12) . ?
C54a C57 1.519(12) . ?
C54a C58 1.530(12) . ?
C56a H56D 0.9600 . ?
C56a H56E 0.9600 . ?
C56a H56F 0.9600 . ?
C57a H57A 0.9600 . ?
C57a H57B 0.9600 . ?
C57a H57C 0.9600 . ?
C58a H58A 0.9600 . ?
C58a H58B 0.9600 . ?
C58a H58C 0.9600 . ?
C65 N61 1.272(11) . ?
C65 O63 1.336(10) . ?
N61 C61 1.464(9) . ?
C61 C62 1.533(9) . ?
C61 C63 1.541(12) . ?
C61 H61 0.9800 . ?
C62 O62 1.237(8) . ?
C62 N71 1.320(9) . ?
C63 O63 1.408(14) . ?
C63 C64 1.520(15) . ?
C63 H63 0.9800 . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?
N71 C71 1.463(8) . ?
N71 H71 0.8600 . ?
C71 C84 1.494(12) . ?
C71 C73 1.527(12) . ?
C71 H71A 0.9800 . ?
C73 C74 1.527(14) . ?
C73 C75 1.525(11) . ?
C73 H73 0.9800 . ?
C74 H74A 0.9600 . ?
C74 H74B 0.9600 . ?
C74 H74C 0.9600 . ?
C75 H75A 0.9600 . ?
C75 H75B 0.9600 . ?
C75 H75C 0.9600 . ?
C84 N81 1.292(10) . ?
C84 S83 1.753(8) . ?
N81 C81 1.383(11) . ?
C81 C83 1.370(13) . ?
C81 C82 1.447(14) . ?
C82 O82 1.229(11) . ?
C83 S83 1.695(12) . ?
C83 H83 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
C1Aa N1Aa C2A 125(7) . . ?
C1Aa N1Aa C3A 121(5) . . ?
C2Aa N1Aa C3A 113(4) . . ?
N1Aa C1Aa O1A 124(4) . . ?
N1Aa C1Aa H1A 117.9 . . ?
O1Aa C1Aa H1A 117.9 . . ?
N1Aa C2Aa H2A1 109.5 . . ?
N1Aa C2Aa H2A2 109.5 . . ?
H2A1a C2Aa H2A2 109.5 . . ?
N1Aa C2Aa H2A3 109.5 . . ?
H2A1a C2Aa H2A3 109.5 . . ?
H2A2a C2Aa H2A3 109.5 . . ?
N1Aa C3Aa H3A1 109.5 . . ?
N1Aa C3Aa H3A2 109.5 . . ?
H3A1a C3Aa H3A2 109.5 . . ?
N1Aa C3Aa H3A3 109.5 . . ?
H3A1a C3Aa H3A3 109.5 . . ?
H3A2a C3Aa H3A3 109.5 . . ?
O1Ca C1Ca N1C 114(2) . . ?
O1Ca C1Ca H1C 123.1 . . ?
N1Ca C1Ca H1C 123.1 . . ?
C3Ca N1Ca C1C 120(2) . . ?
C3Ca N1Ca C2C 125(2) . . ?
C1Ca N1Ca C2C 105(2) . . ?
N1Ca C2Ca H2C1 109.5 . . ?
N1Ca C2Ca H2C2 109.5 . . ?
H2C1a C2Ca H2C2 109.5 . . ?
N1Ca C2Ca H2C3 109.5 . . ?
H2C1a C2Ca H2C3 109.5 . . ?
H2C2a C2Ca H2C3 109.5 . . ?
N1Ca C3Ca H3C1 109.5 . . ?
N1Ca C3Ca H3C2 109.5 . . ?
H3C1a C3Ca H3C2 109.5 . . ?
N1Ca C3Ca H3C3 109.5 . . ?
H3C1a C3Ca H3C3 109.5 . . ?
H3C2a C3Ca H3C3 109.5 . . ?
C1Bb N1Bb C2B 127(6) . . ?
C1Bb N1Bb C3B 114(5) . . ?
C2Bb N1Bb C3B 118(4) . . ?
O1Bb C1Bb N1B 123(4) . . ?
O1Bb C1Bb H1B 118.6 . . ?
N1Bb C1Bb H1B 118.5 . . ?
N1Bb C2Bb H2B1 109.5 . . ?
N1Bb C2Bb H2B2 109.5 . . ?
H2B1b C2Bb H2B2 109.5 . . ?
N1Bb C2Bb H2B3 109.5 . . ?
H2B1b C2Bb H2B3 109.5 . . ?
H2B2b C2Bb H2B3 109.5 . . ?
N1Bb C3Bb H3B1 109.5 . . ?
N1Bb C3Bb H3B2 109.5 . . ?
H3B1b C3Bb H3B2 109.5 . . ?
N1Bb C3Bb H3B3 109.5 . . ?
H3B1b C3Bb H3B3 109.5 . . ?
H3B2b C3Bb H3B3 109.5 . . ?
N1Db C3Db H3D1 109.5 . . ?
N1Db C3Db H3D2 109.5 . . ?
H3D1b C3Db H3D2 109.5 . . ?
N1Db C3Db H3D3 109.5 . . ?
H3D1b C3Db H3D3 109.5 . . ?
H3D2b C3Db H3D3 109.5 . . ?
C3Db N1Db C1D 125(3) . . ?
C3Db N1Db C2D 120(2) . . ?
C1Db N1Db C2D 102.9(19) . . ?
N1Db C2Db H2D1 109.5 . . ?
N1Db C2Db H2D2 109.5 . . ?
H2D1b C2Db H2D2 109.5 . . ?
N1Db C2Db H2D3 109.5 . . ?
H2D1b C2Db H2D3 109.5 . . ?
H2D2b C2Db H2D3 109.5 . . ?
O1Db C1Db N1D 112(3) . . ?
O1Db C1Db H1D 123.9 . . ?
N1Db C1Db H1D 123.9 . . ?
C82 N11 C11 121.4(8) . . ?
C82 N11 H11 119.3 . . ?
C11 N11 H11 119.3 . . ?
N11 C11 C25 109.6(7) . . ?
N11 C11 C13 103.2(9) . . ?
C25 C11 C13 118.0(13) . . ?
N11 C11 C13I 113.5(11) . . ?
C25 C11 C13I 116.6(11) . . ?
N11 C11 H11A 105.3 . . ?
C25 C11 H11A 105.3 . . ?
C13Ia C11 H11A 105.3 . . ?
C14Ia C13Ia C15I 107.8(15) . . ?
C14Ia C13Ia C11 114.8(13) . . ?
C15Ia C13Ia C11 114.2(14) . . ?
C14Ia C13Ia H13I 106.5 . . ?
C15Ia C13Ia H13I 106.5 . . ?
C11 C13Ia H13I 106.5 . . ?
C13Ia C14Ia C16I 114.7(14) . . ?
C13Ia C14Ia H14A 108.6 . . ?
C16Ia C14Ia H14A 108.6 . . ?
C13Ia C14Ia H14B 108.6 . . ?
C16Ia C14Ia H14B 108.6 . . ?
H14Aa C14Ia H14B 107.6 . . ?
C13Ia C15Ia H15A 109.5 . . ?
C13Ia C15Ia H15B 109.5 . . ?
H15Aa C15Ia H15B 109.5 . . ?
C13Ia C15Ia H15C 109.5 . . ?
H15Aa C15Ia H15C 109.5 . . ?
H15Ba C15Ia H15C 109.5 . . ?
C14Ia C16Ia H16A 109.5 . . ?
C14Ia C16Ia H16B 109.5 . . ?
H16Aa C16Ia H16B 109.5 . . ?
C14Ia C16Ia H16C 109.4 . . ?
H16Aa C16Ia H16C 109.5 . . ?
H16Ba C16Ia H16C 109.5 . . ?
C11 C13b C14 113.9(12) . . ?
C11 C13b H13A 108.8 . . ?
C14b C13b H13A 108.8 . . ?
C11 C13b H13B 108.8 . . ?
C14b C13b H13B 108.8 . . ?
H13Ab C13b H13B 107.7 . . ?
C13b C14b C16 114.1(13) . . ?
C13b C14b C17 104.9(12) . . ?
C16b C14b C17 114.7(14) . . ?
C13b C14b C18 107.5(14) . . ?
C16b C14b C18 108.8(14) . . ?
C17b C14b C18 106.4(13) . . ?
C14b C16b H16D 109.5 . . ?
C14b C16b H16E 109.5 . . ?
H16Db C16b H16E 109.5 . . ?
C14b C16b H16F 109.5 . . ?
H16Db C16b H16F 109.5 . . ?
H16Eb C16b H16F 109.5 . . ?
C14b C17b H17A 109.5 . . ?
C14b C17b H17B 109.5 . . ?
H17Ab C17b H17B 109.5 . . ?
C14b C17b H17C 109.5 . . ?
H17Ab C17b H17C 109.5 . . ?
H17Bb C17b H17C 109.5 . . ?
C14b C18b H18A 109.5 . . ?
C14b C18b H18B 109.5 . . ?
H18Ab C18b H18B 109.5 . . ?
C14b C18b H18C 109.5 . . ?
H18Ab C18b H18C 109.5 . . ?
H18Bb C18b H18C 109.5 . . ?
N21 C25 O23 118.2(8) . . ?
N21 C25 C11 124.0(7) . . ?
O23 C25 C11 117.5(8) . . ?
C25 N21 C21 105.8(6) . . ?
N21 C21 C22 111.3(6) . . ?
N21 C21 C23 104.8(6) . . ?
C22 C21 C23 113.2(6) . . ?
N21 C21 H21 109.2 . . ?
C22 C21 H21 109.1 . . ?
C23 C21 H21 109.1 . . ?
O22 C22 N31 124.2(6) . . ?
O22 C22 C21 119.8(6) . . ?
N31 C22 C21 115.8(5) . . ?
O23 C23 C24 106.0(8) . . ?
O23 C23 C21 102.7(6) . . ?
C24 C23 C21 112.6(9) . . ?
O23 C23 H23 111.7 . . ?
C24 C23 H23 111.7 . . ?
C21 C23 H23 111.7 . . ?
C25 O23 C23 107.8(7) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 N31 C31 123.6(5) . . ?
C22 N31 H31 118.2 . . ?
C31 N31 H31 118.2 . . ?
N31 C31 C44 106.0(6) . . ?
N31 C31 C33 112.0(6) . . ?
C44 C31 C33 114.3(6) . . ?
N31 C31 H31A 108.2 . . ?
C44 C31 H31A 108.2 . . ?
C33 C31 H31A 108.2 . . ?
C31 C33 C35 111.1(8) . . ?
C31 C33 C34 111.8(7) . . ?
C35 C33 C34 109.9(8) . . ?
C31 C33 H33 108.0 . . ?
C35 C33 H33 108.0 . . ?
C34 C33 H33 108.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N41 C44 C31 124.4(7) . . ?
N41 C44 S43 113.7(6) . . ?
C31 C44 S43 121.8(5) . . ?
C44 N41 C41 112.3(7) . . ?
C43 C41 N41 113.8(9) . . ?
C43 C41 C42 122.6(9) . . ?
N41 C41 C42 123.4(8) . . ?
O42 C42 N51 123.0(10) . . ?
O42 C42 C41 119.6(9) . . ?
N51 C42 C41 117.4(9) . . ?
C41 C43 S43 110.9(8) . . ?
C41 C43 H43 124.5 . . ?
S43 C43 H43 124.5 . . ?
C43 S43 C44 89.3(4) . . ?
C42 N51 C51 121.2(8) . . ?
C42 N51 H51 119.4 . . ?
C51 N51 H51 119.4 . . ?
N51 C51 C65 109.3(8) . . ?
N51 C51 C53 103.0(10) . . ?
C65 C51 C53 116.8(14) . . ?
N51 C51 C53I 113.6(11) . . ?
C65 C51 C53I 117.9(11) . . ?
N51 C51 H51A 109.1 . . ?
C65 C51 H51A 109.1 . . ?
C53a C51 H51A 109.1 . . ?
C54Ib C53Ib C55I 109.1(15) . . ?
C54Ib C53Ib C51 114.1(12) . . ?
C55Ib C53Ib C51 112.9(13) . . ?
C54Ib C53Ib H53I 106.7 . . ?
C55Ib C53Ib H53I 106.7 . . ?
C51 C53Ib H53I 106.7 . . ?
C53Ib C54Ib C56I 115.8(14) . . ?
C53Ib C54Ib H54A 108.3 . . ?
C56Ib C54Ib H54A 108.3 . . ?
C53Ib C54Ib H54B 108.3 . . ?
C56Ib C54Ib H54B 108.3 . . ?
H54Ab C54Ib H54B 107.4 . . ?
C53Ib C55Ib H55A 109.5 . . ?
C53Ib C55Ib H55B 109.5 . . ?
H55Ab C55Ib H55B 109.5 . . ?
C53Ib C55Ib H55C 109.5 . . ?
H55Ab C55Ib H55C 109.5 . . ?
H55Bb C55Ib H55C 109.5 . . ?
C54Ib C56Ib H56A 109.5 . . ?
C54Ib C56Ib H56B 109.5 . . ?
H56Ab C56Ib H56B 109.5 . . ?
C54Ib C56Ib H56C 109.4 . . ?
H56Ab C56Ib H56C 109.5 . . ?
H56Bb C56Ib H56C 109.5 . . ?
C51 C53a C54 111.5(13) . . ?
C51 C53a H53A 109.3 . . ?
C54a C53a H53A 109.3 . . ?
C51 C53a H53B 109.3 . . ?
C54a C53a H53B 109.3 . . ?
H53Aa C53a H53B 108.0 . . ?
C53a C54a C56 114.2(14) . . ?
C53a C54a C57 104.1(13) . . ?
C56a C54a C57 113.0(15) . . ?
C53a C54a C58 107.6(15) . . ?
C56a C54a C58 109.8(15) . . ?
C57a C54a C58 107.7(14) . . ?
C54a C56a H56D 109.5 . . ?
C54a C56a H56E 109.5 . . ?
H56Da C56a H56E 109.5 . . ?
C54a C56a H56F 109.5 . . ?
H56Da C56a H56F 109.5 . . ?
H56Ea C56a H56F 109.5 . . ?
C54a C57a H57A 109.5 . . ?
C54a C57a H57B 109.5 . . ?
H57Aa C57a H57B 109.5 . . ?
C54a C57a H57C 109.5 . . ?
H57Aa C57a H57C 109.5 . . ?
H57Ba C57a H57C 109.5 . . ?
C54a C58a H58A 109.5 . . ?
C54a C58a H58B 109.4 . . ?
H58Aa C58a H58B 109.5 . . ?
C54a C58a H58C 109.5 . . ?
H58Aa C58a H58C 109.5 . . ?
H58Ba C58a H58C 109.5 . . ?
N61 C65 O63 117.4(9) . . ?
N61 C65 C51 124.3(8) . . ?
O63 C65 C51 117.9(9) . . ?
C65 N61 C61 106.2(7) . . ?
N61 C61 C62 111.3(6) . . ?
N61 C61 C63 104.5(7) . . ?
C62 C61 C63 113.1(6) . . ?
N61 C61 H61 109.3 . . ?
C62 C61 H61 109.3 . . ?
C63 C61 H61 109.3 . . ?
O62 C62 N71 124.4(6) . . ?
O62 C62 C61 119.6(6) . . ?
N71 C62 C61 116.0(6) . . ?
O63 C63 C64 106.7(9) . . ?
O63 C63 C61 102.7(6) . . ?
C64 C63 C61 112.1(11) . . ?
O63 C63 H63 111.6 . . ?
C64 C63 H63 111.6 . . ?
C61 C63 H63 111.6 . . ?
C65 O63 C63 108.4(8) . . ?
C63 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C63 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C62 N71 C71 123.7(5) . . ?
C62 N71 H71 118.1 . . ?
C71 N71 H71 118.1 . . ?
N71 C71 C84 106.7(6) . . ?
N71 C71 C73 111.1(6) . . ?
C84 C71 C73 114.8(6) . . ?
N71 C71 H71A 108.0 . . ?
C84 C71 H71A 108.0 . . ?
C73 C71 H71A 108.0 . . ?
C74 C73 C75 110.9(9) . . ?
C74 C73 C71 112.3(7) . . ?
C75 C73 C71 109.9(8) . . ?
C74 C73 H73 107.9 . . ?
C75 C73 H73 107.9 . . ?
C71 C73 H73 107.9 . . ?
C73 C74 H74A 109.5 . . ?
C73 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C73 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C73 C75 H75A 109.5 . . ?
C73 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C73 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
N81 C84 C71 124.5(7) . . ?
N81 C84 S83 113.4(6) . . ?
C71 C84 S83 122.0(5) . . ?
C84 N81 C81 112.4(7) . . ?
C83 C81 N81 113.6(9) . . ?
C83 C81 C82 123.4(9) . . ?
N81 C81 C82 122.9(8) . . ?
O82 C82 N11 123.4(10) . . ?
O82 C82 C81 119.8(9) . . ?
N11 C82 C81 116.8(9) . . ?
C81 C83 S83 111.3(8) . . ?
C81 C83 H83 124.4 . . ?
S83 C83 H83 124.4 . . ?
C83 S83 C84 89.3(4) . . ?

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
C2Aa N1Aa C1Aa O1Aa -174.6(12) . . . . ?
C3Aa N1Aa C1Aa O1Aa -3(2) . . . . ?
O1Ca C1Ca N1Ca C3Ca -9(4) . . . . ?
O1Ca C1Ca N1Ca C2Ca 138(3) . . . . ?
C2Bb N1Bb C1Bb O1Bb -176.0(14) . . . . ?
C3Bb N1Bb C1Bb O1Bb -3(2) . . . . ?
C3Db N1Db C1Db O1Db -1(4) . . . . ?
C2Db N1Db C1Db O1Db 141(2) . . . . ?
C82 N11 C11 C25 -115.6(10) . . . . ?
C82 N11 C11 C13b 117.8(15) . . . . ?
C82 N11 C11 C13Ia 111.9(13) . . . . ?
N11 C11 C13Ia C14Ia -153.2(16) . . . . ?
C25 C11 C13Ia C14Ia 77.9(19) . . . . ?
N11 C11 C13Ia C15Ia 81.6(19) . . . . ?
C25 C11 C13Ia C15Ia -47.3(19) . . . . ?
C15Ia C13Ia C14Ia C16Ia -66(3) . . . . ?
C11 C13Ia C14Ia C16Ia 165(2) . . . . ?
N11 C11 C13b C14b -174.2(15) . . . . ?
C25 C11 C13b C14b 65(2) . . . . ?
C11 C13b C14b C16b 44(2) . . . . ?
C11 C13b C14b C17b 170.5(19) . . . . ?
C11 C13b C14b C18b -77(2) . . . . ?
N11 C11 C25 N21 -35.0(11) . . . . ?
C13b C11 C25 N21 82.6(13) . . . . ?
C13Ia C11 C25 N21 95.8(12) . . . . ?
N11 C11 C25 O23 151.5(8) . . . . ?
C13b C11 C25 O23 -90.8(12) . . . . ?
C13Ia C11 C25 O23 -77.7(12) . . . . ?
O23 C25 N21 C21 2.0(10) . . . . ?
C11 C25 N21 C21 -171.5(7) . . . . ?
C25 N21 C21 C22 116.2(7) . . . . ?
C25 N21 C21 C23 -6.4(8) . . . . ?
N21 C21 C22 O22 -164.8(7) . . . . ?
C23 C21 C22 O22 -47.1(11) . . . . ?
N21 C21 C22 N31 18.2(9) . . . . ?
C23 C21 C22 N31 135.9(7) . . . . ?
N21 C21 C23 O23 8.4(9) . . . . ?
C22 C21 C23 O23 -113.1(7) . . . . ?
N21 C21 C23 C24 -105.2(9) . . . . ?
C22 C21 C23 C24 133.3(8) . . . . ?
N21 C25 O23 C23 3.9(11) . . . . ?
C11 C25 O23 C23 177.8(7) . . . . ?
C24 C23 O23 C25 110.9(8) . . . . ?
C21 C23 O23 C25 -7.4(9) . . . . ?
O22 C22 N31 C31 -4.5(12) . . . . ?
C21 C22 N31 C31 172.4(7) . . . . ?
C22 N31 C31 C44 135.7(7) . . . . ?
C22 N31 C31 C33 -99.1(8) . . . . ?
N31 C31 C33 C35 178.0(8) . . . . ?
C44 C31 C33 C35 -61.5(9) . . . . ?
N31 C31 C33 C34 54.8(8) . . . . ?
C44 C31 C33 C34 175.3(7) . . . . ?
N31 C31 C44 N41 44.7(10) . . . . ?
C33 C31 C44 N41 -79.0(10) . . . . ?
N31 C31 C44 S43 -139.7(6) . . . . ?
C33 C31 C44 S43 96.6(7) . . . . ?
C31 C44 N41 C41 174.8(9) . . . . ?
S43 C44 N41 C41 -1.1(11) . . . . ?
C44 N41 C41 C43 1.7(15) . . . . ?
C44 N41 C41 C42 177.4(11) . . . . ?
C43 C41 C42 O42 -8(2) . . . . ?
N41 C41 C42 O42 176.3(12) . . . . ?
C43 C41 C42 N51 172.8(13) . . . . ?
N41 C41 C42 N51 -2.5(19) . . . . ?
N41 C41 C43 S43 -1.5(15) . . . . ?
C42 C41 C43 S43 -177.3(11) . . . . ?
C41 C43 S43 C44 0.8(11) . . . . ?
N41 C44 S43 C43 0.2(9) . . . . ?
C31 C44 S43 C43 -175.9(8) . . . . ?
O42 C42 N51 C51 3(2) . . . . ?
C41 C42 N51 C51 -177.8(10) . . . . ?
C42 N51 C51 C65 -117.9(11) . . . . ?
C42 N51 C51 C53a 117.2(17) . . . . ?
C42 N51 C51 C53Ib 108.1(14) . . . . ?
N51 C51 C53Ib C54Ib -151.7(16) . . . . ?
C65 C51 C53Ib C54Ib 78.5(19) . . . . ?
N51 C51 C53Ib C55Ib 82.9(17) . . . . ?
C65 C51 C53Ib C55Ib -46.9(18) . . . . ?
C55Ib C53Ib C54Ib C56Ib -66(3) . . . . ?
C51 C53Ib C54Ib C56Ib 167(2) . . . . ?
N51 C51 C53a C54a -174.0(16) . . . . ?
C65 C51 C53a C54a 66(2) . . . . ?
C51 C53a C54a C56a 43(3) . . . . ?
C51 C53a C54a C57a 167(2) . . . . ?
C51 C53a C54a C58a -79(2) . . . . ?
N51 C51 C65 N61 -33.7(12) . . . . ?
C53a C51 C65 N61 82.7(14) . . . . ?
C53Ib C51 C65 N61 98.0(12) . . . . ?
N51 C51 C65 O63 153.4(8) . . . . ?
C53a C51 C65 O63 -90.2(13) . . . . ?
C53Ib C51 C65 O63 -74.9(12) . . . . ?
O63 C65 N61 C61 1.1(11) . . . . ?
C51 C65 N61 C61 -171.8(8) . . . . ?
C65 N61 C61 C62 116.4(8) . . . . ?
C65 N61 C61 C63 -6.0(9) . . . . ?
N61 C61 C62 O62 -164.1(8) . . . . ?
C63 C61 C62 O62 -46.8(12) . . . . ?
N61 C61 C62 N71 18.3(11) . . . . ?
C63 C61 C62 N71 135.6(8) . . . . ?
N61 C61 C63 O63 8.4(9) . . . . ?
C62 C61 C63 O63 -112.9(8) . . . . ?
N61 C61 C63 C64 -105.8(9) . . . . ?
C62 C61 C63 C64 132.9(9) . . . . ?
N61 C65 O63 C63 4.8(12) . . . . ?
C51 C65 O63 C63 178.2(8) . . . . ?
C64 C63 O63 C65 110.1(9) . . . . ?
C61 C63 O63 C65 -7.9(10) . . . . ?
O62 C62 N71 C71 -5.4(13) . . . . ?
C61 C62 N71 C71 172.1(8) . . . . ?
C62 N71 C71 C84 135.9(7) . . . . ?
C62 N71 C71 C73 -98.4(8) . . . . ?
N71 C71 C73 C74 54.3(8) . . . . ?
C84 C71 C73 C74 175.4(7) . . . . ?
N71 C71 C73 C75 178.2(8) . . . . ?
C84 C71 C73 C75 -60.7(9) . . . . ?
N71 C71 C84 N81 44.9(10) . . . . ?
C73 C71 C84 N81 -78.6(10) . . . . ?
N71 C71 C84 S83 -139.1(6) . . . . ?
C73 C71 C84 S83 97.4(7) . . . . ?
C71 C84 N81 C81 175.4(8) . . . . ?
S83 C84 N81 C81 -0.9(10) . . . . ?
C84 N81 C81 C83 1.9(13) . . . . ?
C84 N81 C81 C82 177.7(9) . . . . ?
C11 N11 C82 O82 2.1(16) . . . . ?
C11 N11 C82 C81 -177.4(9) . . . . ?
C83 C81 C82 O82 -8.4(18) . . . . ?
N81 C81 C82 O82 176.2(10) . . . . ?
C83 C81 C82 N11 171.1(11) . . . . ?
N81 C81 C82 N11 -4.2(15) . . . . ?
N81 C81 C83 S83 -2.0(14) . . . . ?
C82 C81 C83 S83 -177.8(9) . . . . ?
C81 C83 S83 C84 1.2(10) . . . . ?
N81 C84 S83 C83 -0.2(8) . . . . ?
C71 C84 S83 C83 -176.6(8) . . . . ?

_refine_diff_density_max         0.605
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.073


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: N,N-dimethylformamide'
####################################################################### 
# 
# 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_tle
_database_code_depnum_ccdc_archive 'CCDC 2007058'
loop_
_audit_author_name
_audit_author_address
'Akiko Asano'
;Osaka University of Pharmaceutical Sciences
Japan
;
_audit_update_record             
;
2020-06-02 deposited with the CCDC.	2020-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 cyclo(Tle-Oxz-D-Val-Thz-Ile-Oxz-D-Val-Thz).DMF 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H52 N8 O6 S2, 2(C3 H7 N O)'
_chemical_formula_sum            'C42 H66 N10 O8 S2'
_chemical_formula_weight         903.17

_chemical_compound_source        synthesis
_chemical_absolute_configuration rm

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           monoclinic
_symmetry_space_group_name_H-M   C2

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

_cell_length_a                   15.917(3)
_cell_length_b                   12.1964(19)
_cell_length_c                   12.962(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.303(2)
_cell_angle_gamma                90.00
_cell_volume                     2458.5(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    6074
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      28.26

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      240(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode (M18XCE)'
_diffrn_radiation_monochromator  'conforcal (Bruker Montel)'
_diffrn_measurement_device_type  'CCD (Bruker APEX)'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 8.366
_diffrn_standards_number         154
_diffrn_standards_interval_count 9560
_diffrn_standards_interval_time  480
_diffrn_standards_decay_%        2.02
_diffrn_reflns_number            9560
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         26.37
_reflns_number_total             4813
_reflns_number_gt                4460
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINT-PLUS (Bruker, 1998)'
_computing_data_reduction        'SAINT-PLUS (Bruker, 1998)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  ?

_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)+(0.1301P)²+4.5467P] 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 (1983), 2186 Friedel pairs'
# 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack   0.1(2)
_refine_ls_number_reflns         4813
_refine_ls_number_parameters     345
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1005
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.2644
_refine_ls_wR_factor_gt          0.2606
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_restrained_S_all      1.153
_refine_ls_shift/su_max          0.007
_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
N11 N 1.1672(3) 0.1360(4) 0.5514(3) 0.0466(10) Uani 1 1 d . . .
H11 H 1.1202 0.1737 0.5473 0.056 Uiso 1 1 calc R . .
C11 C 1.1864(3) 0.0847(5) 0.4566(5) 0.0506(12) Uani 1 1 d . . .
H11A H 1.2443 0.0519 0.4791 0.061 Uiso 1 1 calc R A 1
C12 C 1.128(3) -0.008(5) 0.396(4) 0.054(7) Uani 0.50 1 d P B 1
C13 C 1.036(5) 0.036(7) 0.357(7) 0.058(15) Uani 0.50 1 d P B 1
H13A H 1.0377 0.0987 0.3111 0.086 Uiso 0.50 1 calc PR B 1
H13B H 1.0133 0.0592 0.4174 0.086 Uiso 0.50 1 calc PR B 1
H13C H 0.9999 -0.0204 0.3187 0.086 Uiso 0.50 1 calc PR B 1
C14 C 1.1575(10) -0.0588(12) 0.3030(13) 0.066(3) Uani 0.50 1 d P B 1
H14A H 1.1604 -0.0026 0.2509 0.098 Uiso 0.50 1 calc PR B 1
H14B H 1.1173 -0.1153 0.2713 0.098 Uiso 0.50 1 calc PR B 1
H14C H 1.2140 -0.0909 0.3272 0.098 Uiso 0.50 1 calc PR B 1
C15 C 1.1235(10) -0.0951(12) 0.4758(13) 0.073(4) Uani 0.50 1 d P B 1
H15A H 1.1804 -0.1254 0.5017 0.110 Uiso 0.50 1 calc PR B 1
H15B H 1.0848 -0.1529 0.4436 0.110 Uiso 0.50 1 calc PR B 1
H15C H 1.1025 -0.0635 0.5342 0.110 Uiso 0.50 1 calc PR B 1
C12' C 1.115(4) -0.001(5) 0.422(4) 0.053(7) Uani 0.50 1 d P B 2
H12' H 1.0994 -0.0307 0.4864 0.064 Uiso 0.50 1 calc PR B 2
C13' C 1.1526(8) -0.0924(11) 0.3714(14) 0.061(3) Uani 0.50 1 d P B 2
H13D H 1.2036 -0.1193 0.4212 0.074 Uiso 0.50 1 calc PR B 2
H13E H 1.1715 -0.0638 0.3095 0.074 Uiso 0.50 1 calc PR B 2
C14' C 1.034(5) 0.049(7) 0.354(7) 0.057(13) Uani 0.50 1 d P B 2
H14D H 1.0177 0.1130 0.3899 0.086 Uiso 0.50 1 calc PR B 2
H14E H 0.9882 -0.0042 0.3431 0.086 Uiso 0.50 1 calc PR B 2
H14F H 1.0459 0.0712 0.2866 0.086 Uiso 0.50 1 calc PR B 2
C15' C 1.0931(11) -0.1876(11) 0.3371(17) 0.088(5) Uani 0.50 1 d P B 2
H15D H 1.1239 -0.2453 0.3092 0.132 Uiso 0.50 1 calc PR B 2
H15E H 1.0448 -0.1637 0.2828 0.132 Uiso 0.50 1 calc PR B 2
H15F H 1.0722 -0.2153 0.3971 0.132 Uiso 0.50 1 calc PR B 2
N21 N 1.1602(3) 0.2643(3) 0.3719(3) 0.0374(8) Uani 1 1 d . . .
C21 C 1.1796(3) 0.3190(4) 0.2789(4) 0.0421(11) Uani 1 1 d . B .
H21 H 1.2068 0.3909 0.3002 0.050 Uiso 1 1 calc R . .
C22 C 1.2451(4) 0.2437(6) 0.2432(5) 0.0601(15) Uani 1 1 d . . .
H22 H 1.2257 0.2241 0.1677 0.072 Uiso 1 1 calc R B .
O22 O 1.2451(3) 0.1473(4) 0.3101(3) 0.0626(11) Uani 1 1 d . B .
C23 C 1.1956(3) 0.1747(4) 0.3790(4) 0.0365(10) Uani 1 1 d . B .
C24 C 1.3349(6) 0.2874(11) 0.2645(10) 0.116(4) Uani 1 1 d . B .
H24A H 1.3717 0.2367 0.2369 0.174 Uiso 1 1 calc R . .
H24B H 1.3559 0.2956 0.3401 0.174 Uiso 1 1 calc R . .
H24C H 1.3354 0.3581 0.2304 0.174 Uiso 1 1 calc R . .
C25 C 1.0987(3) 0.3366(4) 0.1933(4) 0.0442(11) Uani 1 1 d . . .
O25 O 1.1053(3) 0.3552(5) 0.1030(3) 0.0730(15) Uani 1 1 d . B .
N31 N 1.0247(3) 0.3354(4) 0.2264(3) 0.0449(10) Uani 1 1 d . B .
H31 H 1.0257 0.3165 0.2914 0.054 Uiso 1 1 calc R . .
C31 C 0.9421(3) 0.3642(5) 0.1584(4) 0.0510(14) Uani 1 1 d . . .
H31A H 0.9475 0.3567 0.0841 0.061 Uiso 1 1 calc R B .
C32 C 0.9182(4) 0.4853(6) 0.1765(5) 0.0640(17) Uani 1 1 d . B .
H32 H 0.9092 0.4916 0.2495 0.077 Uiso 1 1 calc R . .
C33 C 0.9894(6) 0.5638(8) 0.1652(8) 0.095(3) Uani 1 1 d . . .
H33A H 1.0418 0.5438 0.2147 0.143 Uiso 1 1 calc R B .
H33B H 0.9731 0.6379 0.1799 0.143 Uiso 1 1 calc R . .
H33C H 0.9987 0.5601 0.0938 0.143 Uiso 1 1 calc R . .
C34 C 0.8339(6) 0.5147(9) 0.1010(7) 0.102(3) Uani 1 1 d . . .
H34A H 0.8185 0.5897 0.1135 0.153 Uiso 1 1 calc R B .
H34B H 0.7889 0.4657 0.1127 0.153 Uiso 1 1 calc R . .
H34C H 0.8408 0.5073 0.0287 0.153 Uiso 1 1 calc R . .
N41 N 0.8685(2) 0.2492(4) 0.2693(3) 0.0453(10) Uani 1 1 d . . .
C41 C 0.8012(3) 0.1785(5) 0.2630(5) 0.0543(14) Uani 1 1 d . B .
C42 C 0.7554(5) 0.1569(8) 0.1638(5) 0.079(2) Uani 1 1 d . . .
H42 H 0.7076 0.1100 0.1469 0.095 Uiso 1 1 calc R B .
S42 S 0.79906(14) 0.2291(3) 0.07475(13) 0.1016(9) Uani 1 1 d . B .
C43 C 0.8769(3) 0.2837(5) 0.1776(4) 0.0526(14) Uani 1 1 d . B .
C44 C 0.7772(3) 0.1243(4) 0.3556(4) 0.0477(12) Uani 1 1 d . . .
O44 O 0.7123(3) 0.0699(4) 0.3449(4) 0.0741(13) Uani 1 1 d . B .
O1 O 1.0000 0.2833(4) 0.5000 0.0526(13) Uani 1 2 d S . .
C1 C 1.0388(7) 0.3729(11) 0.5029(8) 0.053(3) Uani 0.50 1 d P . .
H1 H 1.0985 0.3713 0.5074 0.064 Uiso 0.50 1 calc PR . .
N1 N 1.0000 0.4720(6) 0.5000 0.0517(16) Uani 1 2 d S . .
C2 C 1.0414(10) 0.5749(16) 0.4995(17) 0.093(5) Uani 0.50 1 d P . .
H2A H 0.9994 0.6332 0.4959 0.139 Uiso 0.50 1 calc PR . .
H2B H 1.0677 0.5792 0.4387 0.139 Uiso 0.50 1 calc PR . .
H2C H 1.0853 0.5826 0.5637 0.139 Uiso 0.50 1 calc PR . .
C3 C 0.9070(7) 0.4752(9) 0.4862(10) 0.055(3) Uani 0.50 1 d P . .
H3A H 0.8879 0.5509 0.4841 0.083 Uiso 0.50 1 calc PR . .
H3B H 0.8903 0.4378 0.5447 0.083 Uiso 0.50 1 calc PR . .
H3C H 0.8807 0.4391 0.4205 0.083 Uiso 0.50 1 calc PR . .
O4 O 1.074(3) -0.193(3) -0.013(3) 0.228(15) Uani 0.50 1 d P . .
C4 C 1.07(2) -0.09(4) -0.02(2) 0.20(9) Uani 0.50 1 d P . .
H4 H 1.1154 -0.0548 -0.0344 0.243 Uiso 0.50 1 calc PR . .
N4 N 1.0000 -0.031(3) 0.0000 0.183(8) Uani 1 2 d S . .
C5 C 1.0000 0.085(4) 0.0000 0.213(13) Uani 1 2 d S . .
H5A H 0.9466 0.1111 0.0157 0.319 Uiso 0.50 1 calc PR . .
H5B H 1.0053 0.1111 -0.0689 0.319 Uiso 0.50 1 calc PR . .
H5C H 1.0481 0.1111 0.0532 0.319 Uiso 0.50 1 calc PR . .
C6 C 0.93(2) -0.08(4) 0.02(3) 0.23(14) Uani 0.50 1 d P . .
H6A H 0.9285 -0.1594 0.0105 0.345 Uiso 0.50 1 calc PR . .
H6B H 0.8751 -0.0510 -0.0238 0.345 Uiso 0.50 1 calc PR . .
H6C H 0.9236 -0.0674 0.0953 0.345 Uiso 0.50 1 calc PR . .


_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
N11 C44 1.343(7) 2_756 ?
N11 C11 1.468(7) . ?
N11 H11 0.8700 . ?
C11 C23 1.517(8) . ?
C11 C12' 1.54(6) . ?
C11 C12 1.57(6) . ?
C11 H11A 0.9900 . ?
C12 C15 1.49(5) . ?
C12 C14 1.52(4) . ?
C12 C13 1.53(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C12' C13' 1.48(5) . ?
C12' C14' 1.52(11) . ?
C12' H12' 0.9900 . ?
C13' C15' 1.504(19) . ?
C13' H13D 0.9800 . ?
C13' H13E 0.9800 . ?
C14' H14D 0.9700 . ?
C14' H14E 0.9700 . ?
C14' H14F 0.9700 . ?
C15' H15D 0.9700 . ?
C15' H15E 0.9700 . ?
C15' H15F 0.9700 . ?
N21 C23 1.224(6) . ?
N21 C21 1.467(6) . ?
C21 C25 1.525(7) . ?
C21 C22 1.534(7) . ?
C21 H21 0.9900 . ?
C22 O22 1.461(8) . ?
C22 C24 1.495(11) . ?
C22 H22 0.9900 . ?
O22 C23 1.353(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 O25 1.219(6) . ?
C25 N31 1.337(6) . ?
N31 C31 1.461(6) . ?
N31 H31 0.8700 . ?
C31 C43 1.487(9) . ?
C31 C32 1.555(10) . ?
C31 H31A 0.9900 . ?
C32 C33 1.514(12) . ?
C32 C34 1.526(9) . ?
C32 H32 0.9900 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
N41 C43 1.295(7) . ?
N41 C41 1.364(7) . ?
C41 C42 1.363(8) . ?
C41 C44 1.490(9) . ?
C42 S42 1.712(8) . ?
C42 H42 0.9400 . ?
S42 C43 1.747(5) . ?
C44 O44 1.211(7) . ?
C44 N11 1.343(7) 2_756 ?
O1 C1 1.252(14) . ?
C1 N1 1.355(14) . ?
C1 H1 0.9400 . ?
N1 C2 1.42(2) . ?
N1 C3 1.453(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
O4 C4 1.2(4) . ?
C4 N4 1.4(4) . ?
C4 H4 0.9400 . ?
N4 C5 1.41(4) . ?
N4 C6 1.4(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?

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
C44 N11 C11 119.4(4) 2_756 . ?
C44 N11 H11 120.3 2_756 . ?
C11 N11 H11 120.3 . . ?
N11 C11 C23 108.3(4) . . ?
N11 C11 C12' 105.3(12) . . ?
C23 C11 C12' 118(2) . . ?
N11 C11 C12 121.3(12) . . ?
C23 C11 C12 108.7(17) . . ?
C12' C11 C12 16.0(19) . . ?
N11 C11 H11A 105.8 . . ?
C23 C11 H11A 105.8 . . ?
C12' C11 H11A 113.1 . . ?
C12 C11 H11A 105.8 . . ?
C15 C12 C14 109(3) . . ?
C15 C12 C13 107(4) . . ?
C14 C12 C13 109(4) . . ?
C15 C12 C11 106(3) . . ?
C14 C12 C11 116(3) . . ?
C13 C12 C11 109(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13' C12' C14' 115(5) . . ?
C13' C12' C11 107(3) . . ?
C14' C12' C11 112(5) . . ?
C13' C12' H12' 107.5 . . ?
C14' C12' H12' 107.5 . . ?
C11 C12' H12' 107.5 . . ?
C12' C13' C15' 115(3) . . ?
C12' C13' H13D 108.5 . . ?
C15' C13' H13D 108.5 . . ?
C12' C13' H13E 108.5 . . ?
C15' C13' H13E 108.5 . . ?
H13D C13' H13E 107.5 . . ?
C12' C14' H14D 109.5 . . ?
C12' C14' H14E 109.5 . . ?
H14D C14' H14E 109.5 . . ?
C12' C14' H14F 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?
C13' C15' H15D 109.5 . . ?
C13' C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C13' C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
C23 N21 C21 107.1(4) . . ?
N21 C21 C25 111.6(4) . . ?
N21 C21 C22 104.5(4) . . ?
C25 C21 C22 112.8(4) . . ?
N21 C21 H21 109.2 . . ?
C25 C21 H21 109.2 . . ?
C22 C21 H21 109.2 . . ?
O22 C22 C24 107.3(7) . . ?
O22 C22 C21 102.5(4) . . ?
C24 C22 C21 114.5(7) . . ?
O22 C22 H22 110.7 . . ?
C24 C22 H22 110.7 . . ?
C21 C22 H22 110.7 . . ?
C23 O22 C22 105.5(4) . . ?
N21 C23 O22 119.6(5) . . ?
N21 C23 C11 126.0(4) . . ?
O22 C23 C11 114.3(4) . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O25 C25 N31 124.9(5) . . ?
O25 C25 C21 119.5(4) . . ?
N31 C25 C21 115.5(4) . . ?
C25 N31 C31 123.0(4) . . ?
C25 N31 H31 118.5 . . ?
C31 N31 H31 118.5 . . ?
N31 C31 C43 108.1(5) . . ?
N31 C31 C32 110.8(5) . . ?
C43 C31 C32 113.6(5) . . ?
N31 C31 H31A 108.1 . . ?
C43 C31 H31A 108.1 . . ?
C32 C31 H31A 108.1 . . ?
C33 C32 C34 111.3(7) . . ?
C33 C32 C31 112.0(5) . . ?
C34 C32 C31 109.6(6) . . ?
C33 C32 H32 107.9 . . ?
C34 C32 H32 107.9 . . ?
C31 C32 H32 107.9 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C43 N41 C41 112.5(4) . . ?
C42 C41 N41 115.7(6) . . ?
C42 C41 C44 119.8(6) . . ?
N41 C41 C44 124.4(4) . . ?
C41 C42 S42 109.0(5) . . ?
C41 C42 H42 125.5 . . ?
S42 C42 H42 125.5 . . ?
C42 S42 C43 90.3(3) . . ?
N41 C43 C31 125.4(4) . . ?
N41 C43 S42 112.5(4) . . ?
C31 C43 S42 122.1(4) . . ?
O44 C44 N11 123.0(6) . 2_756 ?
O44 C44 C41 120.7(5) . . ?
N11 C44 C41 116.3(5) 2_756 . ?
O1 C1 N1 124.0(8) . . ?
O1 C1 H1 118.0 . . ?
N1 C1 H1 118.0 . . ?
C1 N1 C2 125.5(8) . . ?
C1 N1 C3 118.3(8) . . ?
C2 N1 C3 115.9(10) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O4 C4 N4 126(10) . . ?
O4 C4 H4 116.9 . . ?
N4 C4 H4 117.0 . . ?
C4 N4 C5 123(10) . . ?
C4 N4 C6 121(6) . . ?
C5 N4 C6 116(10) . . ?
N4 C5 H5A 109.5 . . ?
N4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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
C44 N11 C11 C23 -117.4(5) 2_756 . . . ?
C44 N11 C11 C12' 116(2) 2_756 . . . ?
C44 N11 C11 C12 116(2) 2_756 . . . ?
N11 C11 C12 C15 -55(3) . . . . ?
C23 C11 C12 C15 178.4(18) . . . . ?
C12' C11 C12 C15 -54(13) . . . . ?
N11 C11 C12 C14 -177(2) . . . . ?
C23 C11 C12 C14 57(4) . . . . ?
C12' C11 C12 C14 -175(18) . . . . ?
N11 C11 C12 C13 60(4) . . . . ?
C23 C11 C12 C13 -66(4) . . . . ?
C12' C11 C12 C13 61(14) . . . . ?
N11 C11 C12' C13' -149(2) . . . . ?
C23 C11 C12' C13' 90(3) . . . . ?
C12 C11 C12' C13' 32(12) . . . . ?
N11 C11 C12' C14' 84(4) . . . . ?
C23 C11 C12' C14' -37(4) . . . . ?
C12 C11 C12' C14' -95(15) . . . . ?
C14' C12' C13' C15' -58(5) . . . . ?
C11 C12' C13' C15' 177(2) . . . . ?
C23 N21 C21 C25 115.0(4) . . . . ?
C23 N21 C21 C22 -7.3(5) . . . . ?
N21 C21 C22 O22 8.3(5) . . . . ?
C25 C21 C22 O22 -113.2(5) . . . . ?
N21 C21 C22 C24 -107.6(7) . . . . ?
C25 C21 C22 C24 130.9(7) . . . . ?
C24 C22 O22 C23 114.3(6) . . . . ?
C21 C22 O22 C23 -6.7(6) . . . . ?
C21 N21 C23 O22 3.3(6) . . . . ?
C21 N21 C23 C11 -173.5(4) . . . . ?
C22 O22 C23 N21 2.5(6) . . . . ?
C22 O22 C23 C11 179.7(4) . . . . ?
N11 C11 C23 N21 -28.2(6) . . . . ?
C12' C11 C23 N21 91.0(18) . . . . ?
C12 C11 C23 N21 105.4(17) . . . . ?
N11 C11 C23 O22 154.9(4) . . . . ?
C12' C11 C23 O22 -85.9(18) . . . . ?
C12 C11 C23 O22 -71.6(17) . . . . ?
N21 C21 C25 O25 -161.8(5) . . . . ?
C22 C21 C25 O25 -44.5(7) . . . . ?
N21 C21 C25 N31 21.4(6) . . . . ?
C22 C21 C25 N31 138.7(5) . . . . ?
O25 C25 N31 C31 -4.5(9) . . . . ?
C21 C25 N31 C31 172.2(5) . . . . ?
C25 N31 C31 C43 137.3(5) . . . . ?
C25 N31 C31 C32 -97.6(6) . . . . ?
N31 C31 C32 C33 53.4(7) . . . . ?
C43 C31 C32 C33 175.2(6) . . . . ?
N31 C31 C32 C34 177.4(6) . . . . ?
C43 C31 C32 C34 -60.8(7) . . . . ?
C43 N41 C41 C42 0.0(8) . . . . ?
C43 N41 C41 C44 178.9(5) . . . . ?
N41 C41 C42 S42 -0.1(8) . . . . ?
C44 C41 C42 S42 -179.1(5) . . . . ?
C41 C42 S42 C43 0.1(6) . . . . ?
C41 N41 C43 C31 177.8(5) . . . . ?
C41 N41 C43 S42 0.1(6) . . . . ?
N31 C31 C43 N41 44.0(7) . . . . ?
C32 C31 C43 N41 -79.4(7) . . . . ?
N31 C31 C43 S42 -138.6(4) . . . . ?
C32 C31 C43 S42 98.1(5) . . . . ?
C42 S42 C43 N41 -0.2(5) . . . . ?
C42 S42 C43 C31 -177.9(5) . . . . ?
C42 C41 C44 O44 -7.6(9) . . . . ?
N41 C41 C44 O44 173.6(6) . . . . ?
C42 C41 C44 N11 170.0(6) . . . 2_756 ?
N41 C41 C44 N11 -8.8(8) . . . 2_756 ?
O1 C1 N1 C2 -177.7(13) . . . . ?
O1 C1 N1 C3 -3.9(13) . . . . ?
O4 C4 N4 C5 176(17) . . . . ?
O4 C4 N4 C6 -2(49) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.076
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: N,N-dimethylformamide'
####################################################################### 
# 
# 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_chg
_database_code_depnum_ccdc_archive 'CCDC 2007057'
loop_
_audit_author_name
_audit_author_address
'Akiko Asano'
;Osaka University of Pharmaceutical Sciences
Japan
;
_audit_update_record             
;
2020-06-02 deposited with the CCDC.	2020-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 cyclo(Chg-Oxz-D-Val-Thz-Ile-Oxz-D-Val-Thz).H2O.2DMA
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H54 N8 O6 S2, 2(C4 H9 N O), H2 O'
_chemical_formula_sum            'C46 H74 N10 O9 S2'
_chemical_formula_weight         975.27

_chemical_compound_source        synthesis
_chemical_absolute_configuration rm

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           tetragonal
_symmetry_space_group_name_H-M   P41

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'

_cell_length_a                   12.9682(9)
_cell_length_b                   12.9682(9)
_cell_length_c                   30.798(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5179.4(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6185
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      23.52

_exptl_crystal_description       bipyrimidal
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2096
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.9141
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode (M18XCE)'
_diffrn_radiation_monochromator  'conforcal (Bruker Montel)'
_diffrn_measurement_device_type  'CCD (Bruker APEX)'
_diffrn_measurement_method       ω-scan
_diffrn_detector_area_resol_mean 8.366
_diffrn_standards_number         365
_diffrn_standards_interval_count 47663
_diffrn_standards_interval_time  780
_diffrn_standards_decay_%        0.0
_diffrn_reflns_number            47663
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0397
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         27.87
_reflns_number_total             12202
_reflns_number_gt                10492
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'SMART (Bruker, 1998)'
_computing_cell_refinement       'SAINTPLUS (Bruker, 1998)'
_computing_data_reduction        'SAINTPLUS (Bruker, 1998)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1273P)²+6.6054P] 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       ?
_refine_ls_abs_structure_details 'Flack (1983), 5918 Friedel pairs'
# 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack   0.09(11)
_refine_ls_number_reflns         12202
_refine_ls_number_parameters     604
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0799
_refine_ls_wR_factor_ref         0.2243
_refine_ls_wR_factor_gt          0.2149
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.011
_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
O1W O 0.2412(4) 0.7409(4) 0.31414(19) 0.0767(12) Uani 1 1 d U . .
O1A O 0.5224(3) 0.9207(4) 0.37387(14) 0.0553(10) Uani 1 1 d D . .
C1A C 0.5966(5) 0.9453(5) 0.3521(2) 0.0717(19) Uani 1 1 d DU . .
N1A N 0.6204(5) 0.8991(5) 0.3185(2) 0.0895(19) Uani 1 1 d DU . .
C2A C 0.6765(6) 1.0309(5) 0.3613(3) 0.0679(18) Uani 1 1 d D . .
H2A1 H 0.7282 1.0317 0.3381 0.102 Uiso 1 1 calc R . .
H2A2 H 0.7104 1.0174 0.3892 0.102 Uiso 1 1 calc R . .
H2A3 H 0.6416 1.0979 0.3625 0.102 Uiso 1 1 calc R . .
C3A C 0.5453(6) 0.8128(5) 0.3033(2) 0.0653(18) Uani 1 1 d D . .
H3A1 H 0.5717 0.7813 0.2766 0.098 Uiso 1 1 calc R . .
H3A2 H 0.4771 0.8426 0.2977 0.098 Uiso 1 1 calc R . .
H3A3 H 0.5397 0.7601 0.3260 0.098 Uiso 1 1 calc R . .
C4A C 0.7056(5) 0.9245(6) 0.2865(2) 0.0630(16) Uani 1 1 d D . .
H4A1 H 0.7070 0.8724 0.2635 0.094 Uiso 1 1 calc R . .
H4A2 H 0.7721 0.9251 0.3016 0.094 Uiso 1 1 calc R . .
H4A3 H 0.6927 0.9925 0.2737 0.094 Uiso 1 1 calc R . .
O1B O 0.4207(4) 1.0224(3) 0.25498(14) 0.0573(11) Uani 1 1 d D . .
C1B C 0.4445(5) 1.0967(5) 0.2764(2) 0.0723(19) Uani 1 1 d DU . .
N1B N 0.3982(5) 1.1195(5) 0.3103(2) 0.0857(19) Uani 1 1 d DU . .
C2B C 0.5306(5) 1.1772(5) 0.2666(3) 0.0666(17) Uani 1 1 d D . .
H2B1 H 0.5310 1.2301 0.2893 0.100 Uiso 1 1 calc R . .
H2B2 H 0.5173 1.2095 0.2383 0.100 Uiso 1 1 calc R . .
H2B3 H 0.5977 1.1425 0.2659 0.100 Uiso 1 1 calc R . .
C3B C 0.3128(5) 1.0424(6) 0.3246(2) 0.0655(17) Uani 1 1 d D . .
H3B1 H 0.2814 1.0663 0.3517 0.098 Uiso 1 1 calc R . .
H3B2 H 0.3433 0.9741 0.3291 0.098 Uiso 1 1 calc R . .
H3B3 H 0.2598 1.0382 0.3019 0.098 Uiso 1 1 calc R . .
C4B C 0.4240(6) 1.2062(5) 0.3419(2) 0.0598(15) Uani 1 1 d D . .
H4B1 H 0.3736 1.2066 0.3656 0.090 Uiso 1 1 calc R . .
H4B2 H 0.4217 1.2724 0.3266 0.090 Uiso 1 1 calc R . .
H4B3 H 0.4932 1.1953 0.3537 0.090 Uiso 1 1 calc R . .
N11 N 0.0651(3) 0.9132(3) 0.33557(11) 0.0310(7) Uani 1 1 d . . .
H11 H 0.1165 0.8937 0.3189 0.037 Uiso 1 1 calc R . .
C11 C 0.0488(3) 0.8614(3) 0.37689(13) 0.0273(8) Uani 1 1 d . . .
H11A H -0.0088 0.8979 0.3921 0.033 Uiso 1 1 calc R . .
C12 C 0.0157(3) 0.7489(4) 0.37079(15) 0.0335(9) Uani 1 1 d . . .
H12 H 0.0705 0.7119 0.3541 0.040 Uiso 1 1 calc R . .
C13 C 0.0021(5) 0.6955(5) 0.4149(2) 0.0549(14) Uani 1 1 d . . .
H13A H -0.0512 0.7306 0.4325 0.066 Uiso 1 1 calc R . .
H13B H 0.0677 0.6944 0.4313 0.066 Uiso 1 1 calc R . .
C14 C -0.0333(9) 0.5813(9) 0.4021(4) 0.114(4) Uani 1 1 d . . .
H14A H 0.0227 0.5473 0.3856 0.137 Uiso 1 1 calc R . .
H14B H -0.0451 0.5410 0.4289 0.137 Uiso 1 1 calc R . .
C15 C -0.1315(7) 0.5807(7) 0.3748(4) 0.102(3) Uani 1 1 d . . .
H15A H -0.1505 0.5085 0.3682 0.123 Uiso 1 1 calc R . .
H15B H -0.1883 0.6116 0.3919 0.123 Uiso 1 1 calc R . .
C16 C -0.1202(6) 0.6371(6) 0.3346(3) 0.072(2) Uani 1 1 d . . .
H16A H -0.1868 0.6390 0.3189 0.086 Uiso 1 1 calc R . .
H16B H -0.0688 0.6024 0.3158 0.086 Uiso 1 1 calc R . .
C17 C -0.0851(5) 0.7452(5) 0.3447(2) 0.0506(13) Uani 1 1 d . . .
H17A H -0.1399 0.7807 0.3614 0.061 Uiso 1 1 calc R . .
H17B H -0.0754 0.7833 0.3171 0.061 Uiso 1 1 calc R . .
N21 N 0.2339(3) 0.8429(3) 0.39550(11) 0.0301(7) Uani 1 1 d . . .
C21 C 0.3014(3) 0.8763(3) 0.43132(13) 0.0274(8) Uani 1 1 d . . .
H21 H 0.3533 0.9269 0.4202 0.033 Uiso 1 1 calc R . .
C22 C 0.2292(3) 0.9298(3) 0.46344(14) 0.0288(8) Uani 1 1 d . . .
H22 H 0.2272 0.8902 0.4913 0.035 Uiso 1 1 calc R . .
O22 O 0.1288(2) 0.9245(3) 0.44213(10) 0.0369(7) Uani 1 1 d . . .
C23 C 0.1442(3) 0.8734(3) 0.40451(12) 0.0269(8) Uani 1 1 d . . .
C24 C 0.2551(4) 1.0401(4) 0.4724(2) 0.0493(13) Uani 1 1 d . . .
H24A H 0.2057 1.0683 0.4934 0.074 Uiso 1 1 calc R . .
H24B H 0.2516 1.0797 0.4454 0.074 Uiso 1 1 calc R . .
H24C H 0.3249 1.0445 0.4844 0.074 Uiso 1 1 calc R . .
C25 C 0.3571(3) 0.7825(3) 0.45077(13) 0.0254(8) Uani 1 1 d . . .
O25 O 0.3162(3) 0.7309(3) 0.47916(12) 0.0416(8) Uani 1 1 d . . .
N31 N 0.4492(3) 0.7649(3) 0.43418(11) 0.0261(7) Uani 1 1 d . . .
H31 H 0.4722 0.8055 0.4134 0.031 Uiso 1 1 calc R . .
C31 C 0.5139(3) 0.6804(3) 0.44923(13) 0.0288(8) Uani 1 1 d . . .
H31A H 0.4737 0.6418 0.4717 0.035 Uiso 1 1 calc R . .
C32 C 0.6136(4) 0.7207(4) 0.47152(15) 0.0353(9) Uani 1 1 d . . .
H32 H 0.6546 0.6591 0.4807 0.042 Uiso 1 1 calc R . .
C33 C 0.6805(4) 0.7836(5) 0.4417(2) 0.0493(13) Uani 1 1 d . . .
H33A H 0.6973 0.7429 0.4158 0.074 Uiso 1 1 calc R . .
H33B H 0.7443 0.8025 0.4568 0.074 Uiso 1 1 calc R . .
H33C H 0.6436 0.8462 0.4330 0.074 Uiso 1 1 calc R . .
C34 C 0.5856(5) 0.7806(5) 0.51241(19) 0.0514(13) Uani 1 1 d . . .
H34A H 0.5426 0.7374 0.5312 0.077 Uiso 1 1 calc R . .
H34B H 0.5475 0.8430 0.5044 0.077 Uiso 1 1 calc R . .
H34C H 0.6488 0.7998 0.5279 0.077 Uiso 1 1 calc R . .
N41 N 0.4944(3) 0.6048(3) 0.37523(12) 0.0270(7) Uani 1 1 d . . .
C41 C 0.5302(3) 0.5239(3) 0.35036(14) 0.0300(8) Uani 1 1 d . . .
C42 C 0.6012(4) 0.4638(4) 0.36969(16) 0.0365(10) Uani 1 1 d . . .
H42 H 0.6328 0.4053 0.3567 0.044 Uiso 1 1 calc R . .
S42 S 0.62637(9) 0.50759(9) 0.42076(4) 0.0360(3) Uani 1 1 d . . .
C43 C 0.5373(3) 0.6056(3) 0.41258(14) 0.0265(8) Uani 1 1 d . . .
C44 C 0.4892(3) 0.5041(3) 0.30581(14) 0.0289(8) Uani 1 1 d . . .
O44 O 0.5251(3) 0.4333(3) 0.28372(12) 0.0435(8) Uani 1 1 d . . .
N51 N 0.4124(3) 0.5653(3) 0.29296(11) 0.0299(7) Uani 1 1 d . . .
H51 H 0.3923 0.6163 0.3098 0.036 Uiso 1 1 calc R . .
C51 C 0.3610(3) 0.5487(3) 0.25117(13) 0.0285(8) Uani 1 1 d . . .
H51A H 0.3977 0.4912 0.2361 0.034 Uiso 1 1 calc R . .
C52 C 0.2486(4) 0.5159(3) 0.25722(16) 0.0352(9) Uani 1 1 d . . .
H52 H 0.2115 0.5709 0.2738 0.042 Uiso 1 1 calc R . .
C53 C 0.2439(5) 0.4154(4) 0.2831(2) 0.0527(14) Uani 1 1 d . . .
H53A H 0.2816 0.4248 0.3108 0.063 Uiso 1 1 calc R . .
H53B H 0.2794 0.3605 0.2665 0.063 Uiso 1 1 calc R . .
C54 C 0.1959(5) 0.5019(5) 0.2137(2) 0.0572(15) Uani 1 1 d . . .
H54A H 0.1240 0.4814 0.2183 0.086 Uiso 1 1 calc R . .
H54B H 0.2317 0.4483 0.1971 0.086 Uiso 1 1 calc R . .
H54C H 0.1979 0.5670 0.1975 0.086 Uiso 1 1 calc R . .
C55 C 0.1336(6) 0.3803(6) 0.2931(3) 0.079(2) Uani 1 1 d . . .
H55A H 0.1356 0.3165 0.3101 0.119 Uiso 1 1 calc R . .
H55B H 0.0966 0.3681 0.2659 0.119 Uiso 1 1 calc R . .
H55C H 0.0981 0.4340 0.3098 0.119 Uiso 1 1 calc R . .
N61 N 0.3428(3) 0.7343(3) 0.23282(11) 0.0304(7) Uani 1 1 d . . .
C61 C 0.3758(3) 0.8017(3) 0.19723(13) 0.0272(8) Uani 1 1 d . . .
H61 H 0.4261 0.8537 0.2084 0.033 Uiso 1 1 calc R . .
C62 C 0.4302(3) 0.7290(3) 0.16480(14) 0.0289(8) Uani 1 1 d . . .
H62 H 0.3906 0.7267 0.1370 0.035 Uiso 1 1 calc R . .
O62 O 0.4250(3) 0.6292(2) 0.18627(10) 0.0374(7) Uani 1 1 d . . .
C63 C 0.3734(3) 0.6443(3) 0.22376(13) 0.0264(8) Uani 1 1 d . . .
C64 C 0.5405(4) 0.7558(4) 0.1557(2) 0.0484(13) Uani 1 1 d . . .
H64A H 0.5691 0.7067 0.1348 0.073 Uiso 1 1 calc R . .
H64B H 0.5802 0.7525 0.1828 0.073 Uiso 1 1 calc R . .
H64C H 0.5444 0.8257 0.1438 0.073 Uiso 1 1 calc R . .
C65 C 0.2825(3) 0.8572(3) 0.17748(13) 0.0256(8) Uani 1 1 d . . .
O65 O 0.2311(3) 0.8163(3) 0.14904(12) 0.0426(8) Uani 1 1 d . . .
N71 N 0.2648(3) 0.9493(3) 0.19411(11) 0.0264(7) Uani 1 1 d . . .
H71 H 0.3047 0.9717 0.2152 0.032 Uiso 1 1 calc R . .
C71 C 0.1806(3) 1.0155(3) 0.17850(14) 0.0289(8) Uani 1 1 d . . .
H71A H 0.1417 0.9756 0.1560 0.035 Uiso 1 1 calc R . .
C72 C 0.2208(3) 1.1138(3) 0.15672(15) 0.0338(9) Uani 1 1 d . . .
H72 H 0.1593 1.1545 0.1473 0.041 Uiso 1 1 calc R . .
C73 C 0.2826(4) 1.1814(4) 0.1866(2) 0.0480(12) Uani 1 1 d . . .
H73A H 0.2415 1.1978 0.2124 0.072 Uiso 1 1 calc R . .
H73B H 0.3012 1.2453 0.1716 0.072 Uiso 1 1 calc R . .
H73C H 0.3455 1.1450 0.1955 0.072 Uiso 1 1 calc R . .
C74 C 0.2806(5) 1.0867(5) 0.11624(19) 0.0531(14) Uani 1 1 d . . .
H74A H 0.2379 1.0435 0.0973 0.080 Uiso 1 1 calc R . .
H74B H 0.3432 1.0489 0.1243 0.080 Uiso 1 1 calc R . .
H74C H 0.2996 1.1500 0.1008 0.080 Uiso 1 1 calc R . .
N81 N 0.1055(3) 0.9943(3) 0.25321(12) 0.0270(7) Uani 1 1 d . . .
C81 C 0.0240(3) 1.0307(3) 0.27775(14) 0.0309(8) Uani 1 1 d . . .
C82 C -0.0363(4) 1.1025(4) 0.25867(16) 0.0366(10) Uani 1 1 d . . .
H82 H -0.0944 1.1345 0.2718 0.044 Uiso 1 1 calc R . .
S82 S 0.00767(9) 1.12722(9) 0.20751(4) 0.0365(3) Uani 1 1 d . . .
C83 C 0.1065(3) 1.0378(3) 0.21557(14) 0.0260(8) Uani 1 1 d . . .
C84 C 0.0036(3) 0.9899(3) 0.32237(14) 0.0293(8) Uani 1 1 d . . .
O84 O -0.0668(3) 1.0256(3) 0.34421(11) 0.0421(8) Uani 1 1 d . . .
H2W H 0.2968 0.7417 0.2996 0.063 Uiso 1 1 d . . .
H1W H 0.2505 0.7749 0.3387 0.063 Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1W H2W 0.849(5) . ?
O1W H1W 0.883(5) . ?
O1A C1A 1.214(6) . ?
C1A N1A 1.236(7) . ?
C1A C2A 1.545(7) . ?
N1A C4A 1.517(7) . ?
N1A C3A 1.556(7) . ?
C2A H2A1 0.9800 . ?
C2A H2A2 0.9800 . ?
C2A H2A3 0.9800 . ?
C3A H3A1 0.9800 . ?
C3A H3A2 0.9800 . ?
C3A H3A3 0.9800 . ?
C4A H4A1 0.9800 . ?
C4A H4A2 0.9800 . ?
C4A H4A3 0.9800 . ?
O1B C1B 1.209(6) . ?
C1B N1B 1.238(7) . ?
C1B C2B 1.559(7) . ?
N1B C4B 1.523(7) . ?
N1B C3B 1.556(7) . ?
C2B H2B1 0.9800 . ?
C2B H2B2 0.9800 . ?
C2B H2B3 0.9800 . ?
C3B H3B1 0.9800 . ?
C3B H3B2 0.9800 . ?
C3B H3B3 0.9800 . ?
C4B H4B1 0.9800 . ?
C4B H4B2 0.9800 . ?
C4B H4B3 0.9800 . ?
N11 C84 1.338(6) . ?
N11 C11 1.454(5) . ?
N11 H11 0.8800 . ?
C11 C23 1.510(6) . ?
C11 C12 1.533(6) . ?
C11 H11A 1.0000 . ?
C12 C13 1.534(7) . ?
C12 C17 1.535(7) . ?
C12 H12 1.0000 . ?
C13 C14 1.600(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.525(15) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.447(14) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.507(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
N21 C23 1.259(5) . ?
N21 C21 1.473(5) . ?
C21 C22 1.529(5) . ?
C21 C25 1.536(6) . ?
C21 H21 1.0000 . ?
C22 O22 1.460(5) . ?
C22 C24 1.494(7) . ?
C22 H22 1.0000 . ?
O22 C23 1.350(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 O25 1.222(5) . ?
C25 N31 1.319(5) . ?
N31 C31 1.456(5) . ?
N31 H31 0.8800 . ?
C31 C43 1.519(6) . ?
C31 C32 1.554(6) . ?
C31 H31A 1.0000 . ?
C32 C33 1.505(8) . ?
C32 C34 1.523(7) . ?
C32 H32 1.0000 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
N41 C43 1.278(6) . ?
N41 C41 1.380(5) . ?
C41 C42 1.345(6) . ?
C41 C44 1.494(6) . ?
C42 S42 1.704(5) . ?
C42 H42 0.9500 . ?
S42 C43 1.736(4) . ?
C44 O44 1.234(5) . ?
C44 N51 1.334(6) . ?
N51 C51 1.465(5) . ?
N51 H51 0.8800 . ?
C51 C63 1.508(6) . ?
C51 C52 1.531(6) . ?
C51 H51A 1.0000 . ?
C52 C54 1.515(7) . ?
C52 C53 1.530(7) . ?
C52 H52 1.0000 . ?
C53 C55 1.532(9) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
N61 C63 1.264(5) . ?
N61 C61 1.466(5) . ?
C61 C65 1.533(6) . ?
C61 C62 1.544(6) . ?
C61 H61 1.0000 . ?
C62 O62 1.456(5) . ?
C62 C64 1.498(7) . ?
C62 H62 1.0000 . ?
O62 C63 1.349(5) . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 O65 1.222(5) . ?
C65 N71 1.319(5) . ?
N71 C71 1.470(5) . ?
N71 H71 0.8800 . ?
C71 C83 1.520(6) . ?
C71 C72 1.532(6) . ?
C71 H71A 1.0000 . ?
C72 C73 1.504(7) . ?
C72 C74 1.510(7) . ?
C72 H72 1.0000 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
N81 C83 1.289(6) . ?
N81 C81 1.382(6) . ?
C81 C82 1.350(6) . ?
C81 C84 1.496(6) . ?
C82 S82 1.706(5) . ?
C82 H82 0.9500 . ?
S82 C83 1.746(4) . ?
C84 O84 1.226(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H2W O1W H1W 109.3(5) . . ?
O1A C1A N1A 122.2(7) . . ?
O1A C1A C2A 128.2(7) . . ?
N1A C1A C2A 109.5(6) . . ?
C1A N1A C4A 128.4(7) . . ?
C1A N1A C3A 116.4(6) . . ?
C4A N1A C3A 114.6(6) . . ?
C1A C2A H2A1 109.5 . . ?
C1A C2A H2A2 109.5 . . ?
H2A1 C2A H2A2 109.5 . . ?
C1A C2A H2A3 109.5 . . ?
H2A1 C2A H2A3 109.5 . . ?
H2A2 C2A H2A3 109.5 . . ?
N1A C3A H3A1 109.5 . . ?
N1A C3A H3A2 109.5 . . ?
H3A1 C3A H3A2 109.5 . . ?
N1A C3A H3A3 109.5 . . ?
H3A1 C3A H3A3 109.5 . . ?
H3A2 C3A H3A3 109.5 . . ?
N1A C4A H4A1 109.5 . . ?
N1A C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
N1A C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?
O1B C1B N1B 121.9(7) . . ?
O1B C1B C2B 127.6(6) . . ?
N1B C1B C2B 110.6(6) . . ?
C1B N1B C4B 127.4(6) . . ?
C1B N1B C3B 115.4(6) . . ?
C4B N1B C3B 116.8(6) . . ?
C1B C2B H2B1 109.5 . . ?
C1B C2B H2B2 109.5 . . ?
H2B1 C2B H2B2 109.5 . . ?
C1B C2B H2B3 109.5 . . ?
H2B1 C2B H2B3 109.5 . . ?
H2B2 C2B H2B3 109.5 . . ?
N1B C3B H3B1 109.5 . . ?
N1B C3B H3B2 109.5 . . ?
H3B1 C3B H3B2 109.5 . . ?
N1B C3B H3B3 109.5 . . ?
H3B1 C3B H3B3 109.5 . . ?
H3B2 C3B H3B3 109.5 . . ?
N1B C4B H4B1 109.5 . . ?
N1B C4B H4B2 109.5 . . ?
H4B1 C4B H4B2 109.5 . . ?
N1B C4B H4B3 109.5 . . ?
H4B1 C4B H4B3 109.5 . . ?
H4B2 C4B H4B3 109.5 . . ?
C84 N11 C11 121.5(4) . . ?
C84 N11 H11 119.2 . . ?
C11 N11 H11 119.2 . . ?
N11 C11 C23 109.0(3) . . ?
N11 C11 C12 111.9(3) . . ?
C23 C11 C12 113.3(4) . . ?
N11 C11 H11A 107.4 . . ?
C23 C11 H11A 107.4 . . ?
C12 C11 H11A 107.4 . . ?
C11 C12 C13 110.7(4) . . ?
C11 C12 C17 109.4(4) . . ?
C13 C12 C17 110.6(4) . . ?
C11 C12 H12 108.7 . . ?
C13 C12 H12 108.7 . . ?
C17 C12 H12 108.7 . . ?
C12 C13 C14 103.4(6) . . ?
C12 C13 H13A 111.1 . . ?
C14 C13 H13A 111.1 . . ?
C12 C13 H13B 111.1 . . ?
C14 C13 H13B 111.1 . . ?
H13A C13 H13B 109.0 . . ?
C15 C14 C13 112.3(8) . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.9 . . ?
C16 C15 C14 112.7(8) . . ?
C16 C15 H15A 109.1 . . ?
C14 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C14 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 C17 108.8(7) . . ?
C15 C16 H16A 109.9 . . ?
C17 C16 H16A 109.9 . . ?
C15 C16 H16B 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
C16 C17 C12 113.2(5) . . ?
C16 C17 H17A 108.9 . . ?
C12 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
C12 C17 H17B 108.9 . . ?
H17A C17 H17B 107.8 . . ?
C23 N21 C21 106.9(3) . . ?
N21 C21 C22 104.7(3) . . ?
N21 C21 C25 109.8(3) . . ?
C22 C21 C25 113.3(3) . . ?
N21 C21 H21 109.7 . . ?
C22 C21 H21 109.7 . . ?
C25 C21 H21 109.7 . . ?
O22 C22 C24 109.2(4) . . ?
O22 C22 C21 103.5(3) . . ?
C24 C22 C21 114.6(4) . . ?
O22 C22 H22 109.8 . . ?
C24 C22 H22 109.8 . . ?
C21 C22 H22 109.8 . . ?
C23 O22 C22 106.1(3) . . ?
N21 C23 O22 118.7(4) . . ?
N21 C23 C11 126.9(4) . . ?
O22 C23 C11 114.4(3) . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O25 C25 N31 125.1(4) . . ?
O25 C25 C21 120.6(4) . . ?
N31 C25 C21 114.3(4) . . ?
C25 N31 C31 121.9(4) . . ?
C25 N31 H31 119.0 . . ?
C31 N31 H31 119.0 . . ?
N31 C31 C43 111.1(3) . . ?
N31 C31 C32 111.5(3) . . ?
C43 C31 C32 112.1(3) . . ?
N31 C31 H31A 107.3 . . ?
C43 C31 H31A 107.3 . . ?
C32 C31 H31A 107.3 . . ?
C33 C32 C34 111.5(4) . . ?
C33 C32 C31 113.1(4) . . ?
C34 C32 C31 109.8(4) . . ?
C33 C32 H32 107.4 . . ?
C34 C32 H32 107.4 . . ?
C31 C32 H32 107.4 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C43 N41 C41 111.0(4) . . ?
C42 C41 N41 115.2(4) . . ?
C42 C41 C44 123.4(4) . . ?
N41 C41 C44 121.4(4) . . ?
C41 C42 S42 110.3(3) . . ?
C41 C42 H42 124.9 . . ?
S42 C42 H42 124.9 . . ?
C42 S42 C43 89.0(2) . . ?
N41 C43 C31 125.9(4) . . ?
N41 C43 S42 114.5(3) . . ?
C31 C43 S42 119.5(3) . . ?
O44 C44 N51 124.1(4) . . ?
O44 C44 C41 120.0(4) . . ?
N51 C44 C41 115.9(4) . . ?
C44 N51 C51 120.9(4) . . ?
C44 N51 H51 119.6 . . ?
C51 N51 H51 119.6 . . ?
N51 C51 C63 108.9(3) . . ?
N51 C51 C52 111.5(3) . . ?
C63 C51 C52 113.4(4) . . ?
N51 C51 H51A 107.6 . . ?
C63 C51 H51A 107.6 . . ?
C52 C51 H51A 107.6 . . ?
C54 C52 C53 110.0(4) . . ?
C54 C52 C51 110.8(4) . . ?
C53 C52 C51 109.7(4) . . ?
C54 C52 H52 108.8 . . ?
C53 C52 H52 108.8 . . ?
C51 C52 H52 108.8 . . ?
C52 C53 C55 113.2(6) . . ?
C52 C53 H53A 108.9 . . ?
C55 C53 H53A 108.9 . . ?
C52 C53 H53B 108.9 . . ?
C55 C53 H53B 108.9 . . ?
H53A C53 H53B 107.7 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C63 N61 C61 107.1(3) . . ?
N61 C61 C65 110.3(3) . . ?
N61 C61 C62 104.7(3) . . ?
C65 C61 C62 113.0(3) . . ?
N61 C61 H61 109.6 . . ?
C65 C61 H61 109.6 . . ?
C62 C61 H61 109.6 . . ?
O62 C62 C64 109.5(4) . . ?
O62 C62 C61 103.2(3) . . ?
C64 C62 C61 114.6(4) . . ?
O62 C62 H62 109.8 . . ?
C64 C62 H62 109.8 . . ?
C61 C62 H62 109.8 . . ?
C63 O62 C62 106.4(3) . . ?
N61 C63 O62 118.6(4) . . ?
N61 C63 C51 127.0(4) . . ?
O62 C63 C51 114.3(3) . . ?
C62 C64 H64A 109.5 . . ?
C62 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C62 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
O65 C65 N71 125.2(4) . . ?
O65 C65 C61 120.7(4) . . ?
N71 C65 C61 114.1(4) . . ?
C65 N71 C71 122.1(4) . . ?
C65 N71 H71 119.0 . . ?
C71 N71 H71 119.0 . . ?
N71 C71 C83 109.6(3) . . ?
N71 C71 C72 112.1(3) . . ?
C83 C71 C72 112.7(3) . . ?
N71 C71 H71A 107.4 . . ?
C83 C71 H71A 107.4 . . ?
C72 C71 H71A 107.4 . . ?
C73 C72 C74 111.6(5) . . ?
C73 C72 C71 113.5(4) . . ?
C74 C72 C71 110.1(4) . . ?
C73 C72 H72 107.1 . . ?
C74 C72 H72 107.1 . . ?
C71 C72 H72 107.1 . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C72 C74 H74A 109.5 . . ?
C72 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C72 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C83 N81 C81 110.5(3) . . ?
C82 C81 N81 116.1(4) . . ?
C82 C81 C84 122.8(4) . . ?
N81 C81 C84 121.1(4) . . ?
C81 C82 S82 109.8(3) . . ?
C81 C82 H82 125.1 . . ?
S82 C82 H82 125.1 . . ?
C82 S82 C83 89.4(2) . . ?
N81 C83 C71 126.7(4) . . ?
N81 C83 S82 114.3(3) . . ?
C71 C83 S82 118.9(3) . . ?
O84 C84 N11 123.9(4) . . ?
O84 C84 C81 120.2(4) . . ?
N11 C84 C81 115.9(4) . . ?

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
O1A C1A N1A C4A 175.5(7) . . . . ?
C2A C1A N1A C4A -6.7(11) . . . . ?
O1A C1A N1A C3A 4.7(11) . . . . ?
C2A C1A N1A C3A -177.6(6) . . . . ?
O1B C1B N1B C4B 175.7(7) . . . . ?
C2B C1B N1B C4B -5.8(11) . . . . ?
O1B C1B N1B C3B 3.7(11) . . . . ?
C2B C1B N1B C3B -177.8(6) . . . . ?
C84 N11 C11 C23 -120.8(4) . . . . ?
C84 N11 C11 C12 113.0(4) . . . . ?
N11 C11 C12 C13 178.4(4) . . . . ?
C23 C11 C12 C13 54.6(5) . . . . ?
N11 C11 C12 C17 -59.5(5) . . . . ?
C23 C11 C12 C17 176.6(4) . . . . ?
C11 C12 C13 C14 179.3(6) . . . . ?
C17 C12 C13 C14 57.9(7) . . . . ?
C12 C13 C14 C15 -57.9(9) . . . . ?
C13 C14 C15 C16 59.6(11) . . . . ?
C14 C15 C16 C17 -55.5(11) . . . . ?
C15 C16 C17 C12 57.0(9) . . . . ?
C11 C12 C17 C16 176.3(5) . . . . ?
C13 C12 C17 C16 -61.6(7) . . . . ?
C23 N21 C21 C22 1.7(4) . . . . ?
C23 N21 C21 C25 123.6(4) . . . . ?
N21 C21 C22 O22 -1.8(4) . . . . ?
C25 C21 C22 O22 -121.4(4) . . . . ?
N21 C21 C22 C24 -120.6(4) . . . . ?
C25 C21 C22 C24 119.8(4) . . . . ?
C24 C22 O22 C23 123.8(4) . . . . ?
C21 C22 O22 C23 1.3(4) . . . . ?
C21 N21 C23 O22 -1.0(5) . . . . ?
C21 N21 C23 C11 177.4(4) . . . . ?
C22 O22 C23 N21 -0.2(5) . . . . ?
C22 O22 C23 C11 -178.9(4) . . . . ?
N11 C11 C23 N21 -60.0(6) . . . . ?
C12 C11 C23 N21 65.4(6) . . . . ?
N11 C11 C23 O22 118.5(4) . . . . ?
C12 C11 C23 O22 -116.1(4) . . . . ?
N21 C21 C25 O25 -86.1(5) . . . . ?
C22 C21 C25 O25 30.6(5) . . . . ?
N21 C21 C25 N31 93.9(4) . . . . ?
C22 C21 C25 N31 -149.5(4) . . . . ?
O25 C25 N31 C31 -1.1(6) . . . . ?
C21 C25 N31 C31 178.9(3) . . . . ?
C25 N31 C31 C43 119.4(4) . . . . ?
C25 N31 C31 C32 -114.7(4) . . . . ?
N31 C31 C32 C33 -61.1(5) . . . . ?
C43 C31 C32 C33 64.2(5) . . . . ?
N31 C31 C32 C34 64.1(5) . . . . ?
C43 C31 C32 C34 -170.6(4) . . . . ?
C43 N41 C41 C42 -0.2(5) . . . . ?
C43 N41 C41 C44 177.9(4) . . . . ?
N41 C41 C42 S42 -0.1(5) . . . . ?
C44 C41 C42 S42 -178.2(3) . . . . ?
C41 C42 S42 C43 0.3(4) . . . . ?
C41 N41 C43 C31 -177.3(4) . . . . ?
C41 N41 C43 S42 0.5(4) . . . . ?
N31 C31 C43 N41 -10.6(6) . . . . ?
C32 C31 C43 N41 -136.2(4) . . . . ?
N31 C31 C43 S42 171.8(3) . . . . ?
C32 C31 C43 S42 46.2(5) . . . . ?
C42 S42 C43 N41 -0.4(4) . . . . ?
C42 S42 C43 C31 177.4(3) . . . . ?
C42 C41 C44 O44 -4.5(7) . . . . ?
N41 C41 C44 O44 177.5(4) . . . . ?
C42 C41 C44 N51 174.1(4) . . . . ?
N41 C41 C44 N51 -3.9(6) . . . . ?
O44 C44 N51 C51 2.8(7) . . . . ?
C41 C44 N51 C51 -175.7(4) . . . . ?
C44 N51 C51 C63 -120.3(4) . . . . ?
C44 N51 C51 C52 113.8(4) . . . . ?
N51 C51 C52 C54 178.5(4) . . . . ?
C63 C51 C52 C54 55.2(5) . . . . ?
N51 C51 C52 C53 -59.9(5) . . . . ?
C63 C51 C52 C53 176.8(4) . . . . ?
C54 C52 C53 C55 -61.4(7) . . . . ?
C51 C52 C53 C55 176.5(6) . . . . ?
C63 N61 C61 C65 123.3(4) . . . . ?
C63 N61 C61 C62 1.5(4) . . . . ?
N61 C61 C62 O62 -1.8(4) . . . . ?
C65 C61 C62 O62 -121.8(4) . . . . ?
N61 C61 C62 C64 -120.8(4) . . . . ?
C65 C61 C62 C64 119.2(4) . . . . ?
C64 C62 O62 C63 124.0(4) . . . . ?
C61 C62 O62 C63 1.5(4) . . . . ?
C61 N61 C63 O62 -0.5(5) . . . . ?
C61 N61 C63 C51 177.9(4) . . . . ?
C62 O62 C63 N61 -0.7(5) . . . . ?
C62 O62 C63 C51 -179.3(4) . . . . ?
N51 C51 C63 N61 -59.7(6) . . . . ?
C52 C51 C63 N61 65.1(6) . . . . ?
N51 C51 C63 O62 118.7(4) . . . . ?
C52 C51 C63 O62 -116.5(4) . . . . ?
N61 C61 C65 O65 -85.8(5) . . . . ?
C62 C61 C65 O65 31.0(6) . . . . ?
N61 C61 C65 N71 93.8(4) . . . . ?
C62 C61 C65 N71 -149.4(4) . . . . ?
O65 C65 N71 C71 -2.2(7) . . . . ?
C61 C65 N71 C71 178.3(3) . . . . ?
C65 N71 C71 C83 119.8(4) . . . . ?
C65 N71 C71 C72 -114.4(4) . . . . ?
N71 C71 C72 C73 -61.5(5) . . . . ?
C83 C71 C72 C73 62.7(5) . . . . ?
N71 C71 C72 C74 64.4(5) . . . . ?
C83 C71 C72 C74 -171.5(4) . . . . ?
C83 N81 C81 C82 -0.5(5) . . . . ?
C83 N81 C81 C84 178.1(4) . . . . ?
N81 C81 C82 S82 0.5(5) . . . . ?
C84 C81 C82 S82 -178.1(3) . . . . ?
C81 C82 S82 C83 -0.3(4) . . . . ?
C81 N81 C83 C71 -177.1(4) . . . . ?
C81 N81 C83 S82 0.3(4) . . . . ?
N71 C71 C83 N81 -10.3(6) . . . . ?
C72 C71 C83 N81 -135.9(4) . . . . ?
N71 C71 C83 S82 172.5(3) . . . . ?
C72 C71 C83 S82 46.9(5) . . . . ?
C82 S82 C83 N81 0.0(4) . . . . ?
C82 S82 C83 C71 177.5(3) . . . . ?
C11 N11 C84 O84 3.5(7) . . . . ?
C11 N11 C84 C81 -175.3(4) . . . . ?
C82 C81 C84 O84 -4.0(7) . . . . ?
N81 C81 C84 O84 177.5(4) . . . . ?
C82 C81 C84 N11 174.9(4) . . . . ?
N81 C81 C84 N11 -3.6(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.87
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.637
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.085
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: N,N-dimethykacetamide'
