# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_8b
_database_code_depnum_ccdc_archive 'CCDC 1471641'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-07-26 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
_cell_length_a                   21.5008(10)
_cell_length_b                   12.8677(6)
_cell_length_c                   16.1684(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.2161(19)
_cell_angle_gamma                90
_cell_volume                     4472.2(4)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  '-P 2ybc '
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

_chemical_formula_sum            'C50 H51 N3 O9 S1'
_chemical_formula_moiety         'C50 H51 N3 O9 S1'
_chemical_compound_source        ?
_chemical_formula_weight         870.04


_cell_measurement_reflns_used    130
_cell_measurement_theta_min      11
_cell_measurement_theta_max      46
_cell_measurement_temperature    180

_exptl_crystal_description       platelet
_exptl_crystal_colour            orange
_exptl_crystal_size_min          0.058
_exptl_crystal_size_mid          0.308
_exptl_crystal_size_max          0.517

_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    1.141

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  0.94
_diffrn_measurement_device_type  'Bruker Kappa Apex3'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

_computing_data_collection       'Apex3 (Bruker AXS, 2015)'
_computing_cell_refinement       'Apex3 (Bruker AXS, 2015)'
_computing_data_reduction        'Apex3 (Bruker AXS, 2015)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      180
_diffrn_reflns_number            54851
_reflns_number_total             8114
_diffrn_reflns_av_R_equivalents  0.075


_diffrn_reflns_theta_min         2.055
_diffrn_reflns_theta_max         68.310
_diffrn_measured_fraction_theta_max 0.989

_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_full 0.990


_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_reflns_limit_h_min              -25
_reflns_limit_h_max              25
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              19

_oxford_diffrn_Wilson_B_factor   2.70
_oxford_diffrn_Wilson_scale      179.04

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.49
_refine_diff_density_max         0.61


_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         8021
_refine_ls_number_restraints     74
_refine_ls_number_parameters     624
_oxford_refine_ls_R_factor_ref   0.0942
_refine_ls_wR_factor_ref         0.1934
_refine_ls_goodness_of_fit_ref   0.8115
_refine_ls_shift/su_max          0.0231384
_refine_ls_shift/su_mean         0.0006414

_oxford_reflns_number_all        8079
_refine_ls_R_factor_all          0.0946
_refine_ls_wR_factor_all         0.1934

_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7266
_refine_ls_R_factor_gt           0.0854
_refine_ls_wR_factor_gt          0.1863

_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 3.14 3.85 0.843 
;


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.77803(17) 0.0590(3) 0.5179(2) 0.0346 1.0000 Uani . . . . . .
C2 C 0.76826(19) 0.1753(3) 0.5352(3) 0.0394 1.0000 Uani . . . . . .
C3 C 0.6996(2) 0.2001(3) 0.5271(3) 0.0423 1.0000 Uani . . . . . .
C4 C 0.6744(2) 0.2516(4) 0.4598(3) 0.0517 1.0000 Uani . . . . . .
C5 C 0.6106(2) 0.2588(5) 0.4475(3) 0.0658 1.0000 Uani . . . . . .
C6 C 0.5719(2) 0.2093(5) 0.5011(3) 0.0639 1.0000 Uani . . . . . .
C7 C 0.5942(2) 0.1582(4) 0.5690(3) 0.0494 1.0000 Uani . . . . . .
C8 C 0.5541(2) 0.0859(4) 0.6193(3) 0.0584 1.0000 Uani . . . . . .
C9 C 0.5700(2) -0.0272(4) 0.6001(3) 0.0547 1.0000 Uani . . . . . .
C10 C 0.5820(2) -0.0573(5) 0.5202(3) 0.0612 1.0000 Uani . . . . . .
C11 C 0.5998(2) -0.1582(5) 0.5025(4) 0.0658 1.0000 Uani . . . . . .
C12 C 0.6087(2) -0.2279(5) 0.5654(4) 0.0679 1.0000 Uani . . . . . .
C13 C 0.5993(2) -0.2015(5) 0.6475(4) 0.0631 1.0000 Uani . . . . . .
C14 C 0.6188(2) -0.2753(5) 0.7154(4) 0.0736 1.0000 Uani . . . . . .
C15 C 0.6845(2) -0.3138(4) 0.7006(4) 0.0624 1.0000 Uani . . . . . .
C16 C 0.6978(3) -0.4179(4) 0.6849(4) 0.0741 1.0000 Uani . . . . . .
C17 C 0.7543(3) -0.4485(4) 0.6573(4) 0.0734 1.0000 Uani . . . . . .
C18 C 0.8002(3) -0.3751(3) 0.6410(3) 0.0546 1.0000 Uani . . . . . .
C19 C 0.7892(2) -0.2706(3) 0.6571(3) 0.0438 1.0000 Uani . . . . . .
C20 C 0.83462(19) -0.1864(3) 0.6333(3) 0.0400 1.0000 Uani . . . . . .
C21 C 0.80751(18) -0.1158(3) 0.5668(2) 0.0362 1.0000 Uani . . . . . .
C22 C 0.7797(2) -0.1555(3) 0.4954(3) 0.0429 1.0000 Uani . . . . . .
C23 C 0.7538(2) -0.0918(4) 0.4354(3) 0.0478 1.0000 Uani . . . . . .
C24 C 0.7520(2) 0.0145(4) 0.4481(3) 0.0446 1.0000 Uani . . . . . .
C25 C 0.65927(19) 0.1606(3) 0.5868(3) 0.0413 1.0000 Uani . . . . . .
C26 C 0.5774(2) -0.1004(5) 0.6631(3) 0.0592 1.0000 Uani . . . . . .
C27 C 0.7329(2) -0.2425(3) 0.6918(3) 0.0498 1.0000 Uani . . . . . .
C28 C 0.80799(17) -0.0067(3) 0.5748(2) 0.0328 1.0000 Uani . . . . . .
O29 O 0.68340(13) 0.1176(2) 0.65746(17) 0.0436 1.0000 Uani . . . . . .
C30 C 0.6708(2) 0.1789(4) 0.7303(3) 0.0538 1.0000 Uani . . . . . .
C31 C 0.7132(3) 0.2723(4) 0.7400(3) 0.0603 1.0000 Uani . . . . . .
C32 C 0.7783(3) 0.2474(5) 0.7681(4) 0.0786 1.0000 Uani . . . . . .
O33 O 0.56787(16) -0.0706(3) 0.7437(2) 0.0738 1.0000 Uani D U . . . .
C34 C 0.5061(4) -0.0864(15) 0.7742(8) 0.1024 0.701(15) Uani D U P 1 1 .
C35 C 0.4999(5) -0.0293(10) 0.8561(6) 0.0958 0.701(15) Uani D U P 1 1 .
C36 C 0.5454(6) -0.0777(12) 0.9195(6) 0.1288 0.701(15) Uani D U P 1 1 .
C134 C 0.5035(5) -0.091(3) 0.7600(13) 0.0886 0.299(15) Uani D U P 1 2 .
C135 C 0.4954(13) -0.0875(19) 0.8534(14) 0.0953 0.299(15) Uani D U P 1 2 .
C136 C 0.5252(15) 0.013(2) 0.8869(17) 0.1124 0.299(15) Uani D U P 1 2 .
O37 O 0.72307(15) -0.1386(2) 0.7088(2) 0.0547 1.0000 Uani D . . . . .
C38 C 0.7124(3) -0.1102(7) 0.7927(3) 0.0628 0.663(9) Uani D U P 2 1 .
C39 C 0.7718(3) -0.0708(9) 0.8335(4) 0.0777 0.663(9) Uani D U P 2 1 .
C40 C 0.7565(10) -0.032(4) 0.9206(12) 0.0850 0.663(9) Uani D U P 2 1 .
C138 C 0.7585(5) -0.0994(14) 0.7790(6) 0.0688 0.337(9) Uani D U P 2 2 .
C139 C 0.7195(7) -0.0962(17) 0.8566(7) 0.0838 0.337(9) Uani D U P 2 2 .
C140 C 0.757(2) -0.040(7) 0.925(2) 0.0850 0.337(9) Uani D U P 2 2 .
O41 O 0.83592(12) 0.03779(19) 0.64581(15) 0.0327 1.0000 Uani . . . . . .
S42 S 0.90916(4) 0.05986(7) 0.64850(5) 0.0327 1.0000 Uani . . . . . .
O43 O 0.94113(13) -0.0275(2) 0.61506(19) 0.0434 1.0000 Uani . . . . . .
O44 O 0.92008(13) 0.0890(2) 0.73167(17) 0.0431 1.0000 Uani . . . . . .
C45 C 0.91899(17) 0.1666(3) 0.5831(2) 0.0294 1.0000 Uani . . . . . .
C46 C 0.9327(2) 0.1504(3) 0.5015(2) 0.0381 1.0000 Uani . . . . . .
C47 C 0.9363(2) 0.2341(3) 0.4491(2) 0.0377 1.0000 Uani . . . . . .
C48 C 0.92676(18) 0.3347(3) 0.4783(2) 0.0309 1.0000 Uani . . . . . .
C49 C 0.91403(18) 0.3506(3) 0.5612(2) 0.0306 1.0000 Uani . . . . . .
C50 C 0.91051(17) 0.2666(3) 0.6139(2) 0.0301 1.0000 Uani . . . . . .
N51 N 0.92978(16) 0.4156(2) 0.42031(18) 0.0341 1.0000 Uani . . . . . .
C52 C 0.93137(18) 0.5210(3) 0.4356(2) 0.0312 1.0000 Uani . . . . . .
O53 O 0.92546(15) 0.5599(2) 0.50308(16) 0.0433 1.0000 Uani . . . . . .
N54 N 0.94108(15) 0.5747(2) 0.36437(18) 0.0336 1.0000 Uani . . . . . .
C55 C 0.93704(17) 0.6823(3) 0.3507(2) 0.0305 1.0000 Uani . . . . . .
C56 C 0.95176(18) 0.7167(3) 0.2725(2) 0.0328 1.0000 Uani . . . . . .
C57 C 0.94551(18) 0.8201(3) 0.2521(2) 0.0323 1.0000 Uani . . . . . .
C58 C 0.92493(18) 0.8880(3) 0.3117(2) 0.0328 1.0000 Uani . . . . . .
C59 C 0.9115(2) 0.8558(3) 0.3892(2) 0.0374 1.0000 Uani . . . . . .
C60 C 0.91803(19) 0.7519(3) 0.4112(2) 0.0370 1.0000 Uani . . . . . .
N61 N 0.91703(17) 0.9970(2) 0.2886(2) 0.0398 1.0000 Uani . . . . . .
O62 O 0.88923(18) 1.0538(2) 0.33619(19) 0.0581 1.0000 Uani . . . . . .
O63 O 0.93858(16) 1.0273(2) 0.22412(19) 0.0520 1.0000 Uani . . . . . .
H21 H 0.7846 0.1917 0.5880 0.0459 1.0000 Uiso R . . . . .
H22 H 0.7908 0.2158 0.4950 0.0477 1.0000 Uiso R . . . . .
H41 H 0.7014 0.2835 0.4217 0.0620 1.0000 Uiso R . . . . .
H51 H 0.5944 0.2977 0.4034 0.0760 1.0000 Uiso R . . . . .
H61 H 0.5289 0.2092 0.4901 0.0725 1.0000 Uiso R . . . . .
H81 H 0.5605 0.0995 0.6777 0.0680 1.0000 Uiso R . . . . .
H82 H 0.5108 0.0983 0.6031 0.0680 1.0000 Uiso R . . . . .
H101 H 0.5786 -0.0082 0.4788 0.0733 1.0000 Uiso R . . . . .
H111 H 0.6069 -0.1780 0.4484 0.0766 1.0000 Uiso R . . . . .
H121 H 0.6213 -0.2949 0.5523 0.0747 1.0000 Uiso R . . . . .
H141 H 0.6179 -0.2386 0.7679 0.0884 1.0000 Uiso R . . . . .
H142 H 0.5903 -0.3334 0.7166 0.0889 1.0000 Uiso R . . . . .
H161 H 0.6660 -0.4676 0.6907 0.0871 1.0000 Uiso R . . . . .
H171 H 0.7629 -0.5189 0.6490 0.0852 1.0000 Uiso R . . . . .
H181 H 0.8385 -0.3959 0.6203 0.0649 1.0000 Uiso R . . . . .
H201 H 0.8709 -0.2197 0.6116 0.0454 1.0000 Uiso R . . . . .
H202 H 0.8462 -0.1453 0.6816 0.0449 1.0000 Uiso R . . . . .
H221 H 0.7794 -0.2278 0.4876 0.0531 1.0000 Uiso R . . . . .
H231 H 0.7367 -0.1215 0.3865 0.0574 1.0000 Uiso R . . . . .
H241 H 0.7321 0.0558 0.4062 0.0538 1.0000 Uiso R . . . . .
H301 H 0.6737 0.1355 0.7793 0.0650 1.0000 Uiso R . . . . .
H302 H 0.6283 0.2021 0.7222 0.0652 1.0000 Uiso R . . . . .
H311 H 0.6937 0.3174 0.7798 0.0693 1.0000 Uiso R . . . . .
H312 H 0.7147 0.3063 0.6856 0.0694 1.0000 Uiso R . . . . .
H321 H 0.8017 0.3101 0.7755 0.1080 1.0000 Uiso R . . . . .
H322 H 0.7771 0.2102 0.8192 0.1077 1.0000 Uiso R . . . . .
H323 H 0.7969 0.2042 0.7276 0.1080 1.0000 Uiso R . . . . .
H341 H 0.4942 -0.1590 0.7771 0.1108 0.701(15) Uiso R . P 1 1 .
H342 H 0.4791 -0.0501 0.7355 0.1109 0.701(15) Uiso R . P 1 1 .
H351 H 0.5066 0.0453 0.8521 0.1172 0.701(15) Uiso R . P 1 1 .
H352 H 0.4581 -0.0430 0.8771 0.1170 0.701(15) Uiso R . P 1 1 .
H361 H 0.5320 -0.0685 0.9754 0.1981 0.701(15) Uiso R . P 1 1 .
H362 H 0.5850 -0.0446 0.9124 0.1978 0.701(15) Uiso R . P 1 1 .
H363 H 0.5492 -0.1505 0.9071 0.1980 0.701(15) Uiso R . P 1 1 .
H1341 H 0.5047 -0.1661 0.7516 0.1000 0.299(15) Uiso R . P 1 2 .
H1342 H 0.4709 -0.0616 0.7254 0.1000 0.299(15) Uiso R . P 1 2 .
H1351 H 0.5147 -0.1409 0.8876 0.1020 0.299(15) Uiso R . P 1 2 .
H1352 H 0.4509 -0.0862 0.8629 0.1020 0.299(15) Uiso R . P 1 2 .
H1361 H 0.5043 0.0415 0.9346 0.1580 0.299(15) Uiso R . P 1 2 .
H1362 H 0.5692 0.0039 0.8999 0.1579 0.299(15) Uiso R . P 1 2 .
H1363 H 0.5201 0.0598 0.8398 0.1580 0.299(15) Uiso R . P 1 2 .
H381 H 0.6978 -0.1707 0.8237 0.0753 0.663(9) Uiso R . P 2 1 .
H382 H 0.6812 -0.0557 0.7938 0.0753 0.663(9) Uiso R . P 2 1 .
H391 H 0.8029 -0.1256 0.8326 0.0929 0.663(9) Uiso R . P 2 1 .
H392 H 0.7861 -0.0108 0.8031 0.0930 0.663(9) Uiso R . P 2 1 .
H403 H 0.7896 0.0120 0.9414 0.1124 0.663(9) Uiso R . P 2 1 .
H402 H 0.7542 -0.0938 0.9530 0.1125 0.663(9) Uiso R . P 2 1 .
H401 H 0.7171 0.0045 0.9218 0.1120 0.663(9) Uiso R . P 2 1 .
H1381 H 0.7954 -0.1408 0.7884 0.0821 0.337(9) Uiso R . P 2 2 .
H1382 H 0.7704 -0.0286 0.7666 0.0820 0.337(9) Uiso R . P 2 2 .
H1391 H 0.7180 -0.1664 0.8788 0.0948 0.337(9) Uiso R . P 2 2 .
H1392 H 0.6778 -0.0725 0.8441 0.0948 0.337(9) Uiso R . P 2 2 .
H1401 H 0.7351 -0.0429 0.9758 0.1120 0.337(9) Uiso R . P 2 2 .
H1402 H 0.7997 -0.0617 0.9343 0.1120 0.337(9) Uiso R . P 2 2 .
H1403 H 0.7563 0.0293 0.9035 0.1119 0.337(9) Uiso R . P 2 2 .
H461 H 0.9400 0.0834 0.4803 0.0442 1.0000 Uiso R . . . . .
H471 H 0.9443 0.2228 0.3938 0.0458 1.0000 Uiso R . . . . .
H491 H 0.9073 0.4177 0.5807 0.0372 1.0000 Uiso R . . . . .
H501 H 0.9024 0.2771 0.6686 0.0356 1.0000 Uiso R . . . . .
H561 H 0.9658 0.6702 0.2335 0.0377 1.0000 Uiso R . . . . .
H571 H 0.9537 0.8441 0.1994 0.0377 1.0000 Uiso R . . . . .
H591 H 0.8958 0.9016 0.4264 0.0461 1.0000 Uiso R . . . . .
H601 H 0.9100 0.7301 0.4678 0.0430 1.0000 Uiso R . . . . .
H541 H 0.9498 0.5390 0.3208 0.0396 1.0000 Uiso R . . . . .
H511 H 0.9321 0.3960 0.3691 0.0428 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.063029(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.538(5) yes
C1 . C24 . 1.374(6) yes
C1 . C28 . 1.397(5) yes
C2 . C3 . 1.513(6) yes
C2 . H21 . 0.941 no
C2 . H22 . 0.970 no
C3 . C4 . 1.376(6) yes
C3 . C25 . 1.407(6) yes
C4 . C5 . 1.384(7) yes
C4 . H41 . 0.949 no
C5 . C6 . 1.371(8) yes
C5 . H51 . 0.932 no
C6 . C7 . 1.358(7) yes
C6 . H61 . 0.937 no
C7 . C8 . 1.517(7) yes
C7 . C25 . 1.423(6) yes
C8 . C9 . 1.528(8) yes
C8 . H81 . 0.967 no
C8 . H82 . 0.976 no
C9 . C10 . 1.377(7) yes
C9 . C26 . 1.394(7) yes
C10 . C11 . 1.386(8) yes
C10 . H101 . 0.922 no
C11 . C12 . 1.365(8) yes
C11 . H111 . 0.927 no
C12 . C13 . 1.390(8) yes
C12 . H121 . 0.930 no
C13 . C14 . 1.505(8) yes
C13 . C26 . 1.408(8) yes
C14 . C15 . 1.522(8) yes
C14 . H141 . 0.972 no
C14 . H142 . 0.967 no
C15 . C16 . 1.395(8) yes
C15 . C27 . 1.397(6) yes
C16 . C17 . 1.361(9) yes
C16 . H161 . 0.943 no
C17 . C18 . 1.395(7) yes
C17 . H171 . 0.934 no
C18 . C19 . 1.391(6) yes
C18 . H181 . 0.933 no
C19 . C20 . 1.514(6) yes
C19 . C27 . 1.392(7) yes
C20 . C21 . 1.514(5) yes
C20 . H201 . 0.962 no
C20 . H202 . 0.972 no
C21 . C22 . 1.387(6) yes
C21 . C28 . 1.409(5) yes
C22 . C23 . 1.379(6) yes
C22 . H221 . 0.939 no
C23 . C24 . 1.385(6) yes
C23 . H231 . 0.945 no
C24 . H241 . 0.955 no
C25 . O29 . 1.362(5) yes
C26 . O33 . 1.378(6) yes
C27 . O37 . 1.383(5) yes
C28 . O41 . 1.406(4) yes
O29 . C30 . 1.448(5) yes
C30 . C31 . 1.514(7) yes
C30 . H301 . 0.970 no
C30 . H302 . 0.968 no
C31 . C32 . 1.497(8) yes
C31 . H311 . 0.969 no
C31 . H312 . 0.983 no
C32 . H321 . 0.957 no
C32 . H322 . 0.955 no
C32 . H323 . 0.954 no
O33 . C34 . 1.441(5) yes
O33 . C134 . 1.440(5) yes
C34 . C35 . 1.523(5) yes
C34 . H341 . 0.969 no
C34 . H342 . 0.964 no
C35 . C36 . 1.534(5) yes
C35 . H351 . 0.973 no
C35 . H352 . 0.982 no
C36 . H361 . 0.962 no
C36 . H362 . 0.962 no
C36 . H363 . 0.962 no
C134 . C135 . 1.524(5) yes
C134 . H1341 . 0.973 no
C134 . H1342 . 0.966 no
C135 . C136 . 1.538(5) yes
C135 . H1351 . 0.970 no
C135 . H1352 . 0.971 no
C136 . H1361 . 0.972 no
C136 . H1362 . 0.972 no
C136 . H1363 . 0.975 no
O37 . C38 . 1.428(4) yes
O37 . C138 . 1.444(5) yes
C38 . C39 . 1.512(5) yes
C38 . H381 . 0.980 no
C38 . H382 . 0.971 no
C39 . C40 . 1.536(5) yes
C39 . H391 . 0.973 no
C39 . H392 . 0.969 no
C40 . H403 . 0.964 no
C40 . H402 . 0.955 no
C40 . H401 . 0.969 no
C138 . C139 . 1.523(5) yes
C138 . H1381 . 0.964 no
C138 . H1382 . 0.969 no
C139 . C140 . 1.537(5) yes
C139 . H1391 . 0.973 no
C139 . H1392 . 0.964 no
C140 . H1401 . 0.962 no
C140 . H1402 . 0.961 no
C140 . H1403 . 0.958 no
O41 . S42 . 1.600(3) yes
S42 . O43 . 1.430(3) yes
S42 . O44 . 1.411(3) yes
S42 . C45 . 1.749(3) yes
C45 . C46 . 1.373(5) yes
C45 . C50 . 1.393(5) yes
C46 . C47 . 1.373(5) yes
C46 . H461 . 0.943 no
C47 . C48 . 1.396(5) yes
C47 . H471 . 0.925 no
C48 . C49 . 1.388(5) yes
C48 . N51 . 1.404(4) yes
C49 . C50 . 1.379(5) yes
C49 . H491 . 0.932 no
C50 . H501 . 0.915 no
N51 . C52 . 1.378(5) yes
N51 . H511 . 0.868 no
C52 . O53 . 1.210(4) yes
C52 . N54 . 1.363(5) yes
N54 . C55 . 1.405(4) yes
N54 . H541 . 0.865 no
C55 . C56 . 1.382(5) yes
C55 . C60 . 1.393(5) yes
C56 . C57 . 1.376(5) yes
C56 . H561 . 0.925 no
C57 . C58 . 1.381(5) yes
C57 . H571 . 0.926 no
C58 . C59 . 1.356(5) yes
C58 . N61 . 1.460(5) yes
C59 . C60 . 1.391(5) yes
C59 . H591 . 0.912 no
C60 . H601 . 0.977 no
N61 . O62 . 1.226(5) yes
N61 . O63 . 1.214(4) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C24 . 120.0(3) yes
C2 . C1 . C28 . 122.2(3) yes
C24 . C1 . C28 . 117.6(4) yes
C1 . C2 . C3 . 109.1(3) yes
C1 . C2 . H21 . 109.5 no
C3 . C2 . H21 . 112.1 no
C1 . C2 . H22 . 109.2 no
C3 . C2 . H22 . 109.2 no
H21 . C2 . H22 . 107.8 no
C2 . C3 . C4 . 122.6(4) yes
C2 . C3 . C25 . 118.6(4) yes
C4 . C3 . C25 . 118.6(4) yes
C3 . C4 . C5 . 121.3(5) yes
C3 . C4 . H41 . 119.0 no
C5 . C4 . H41 . 119.7 no
C4 . C5 . C6 . 119.4(4) yes
C4 . C5 . H51 . 119.9 no
C6 . C5 . H51 . 120.7 no
C5 . C6 . C7 . 121.8(5) yes
C5 . C6 . H61 . 119.3 no
C7 . C6 . H61 . 118.8 no
C6 . C7 . C8 . 122.5(4) yes
C6 . C7 . C25 . 118.8(5) yes
C8 . C7 . C25 . 118.1(4) yes
C7 . C8 . C9 . 110.1(4) yes
C7 . C8 . H81 . 110.0 no
C9 . C8 . H81 . 110.1 no
C7 . C8 . H82 . 107.8 no
C9 . C8 . H82 . 108.5 no
H81 . C8 . H82 . 110.3 no
C8 . C9 . C10 . 120.4(5) yes
C8 . C9 . C26 . 121.1(5) yes
C10 . C9 . C26 . 118.4(5) yes
C9 . C10 . C11 . 121.0(5) yes
C9 . C10 . H101 . 118.3 no
C11 . C10 . H101 . 120.7 no
C10 . C11 . C12 . 119.8(6) yes
C10 . C11 . H111 . 120.3 no
C12 . C11 . H111 . 119.9 no
C11 . C12 . C13 . 122.0(6) yes
C11 . C12 . H121 . 118.5 no
C13 . C12 . H121 . 119.5 no
C12 . C13 . C14 . 120.0(6) yes
C12 . C13 . C26 . 116.9(5) yes
C14 . C13 . C26 . 122.8(6) yes
C13 . C14 . C15 . 109.6(5) yes
C13 . C14 . H141 . 108.7 no
C15 . C14 . H141 . 109.3 no
C13 . C14 . H142 . 109.6 no
C15 . C14 . H142 . 110.1 no
H141 . C14 . H142 . 109.5 no
C14 . C15 . C16 . 122.4(5) yes
C14 . C15 . C27 . 120.0(5) yes
C16 . C15 . C27 . 117.1(5) yes
C15 . C16 . C17 . 121.7(5) yes
C15 . C16 . H161 . 118.7 no
C17 . C16 . H161 . 119.5 no
C16 . C17 . C18 . 120.4(5) yes
C16 . C17 . H171 . 120.5 no
C18 . C17 . H171 . 119.1 no
C17 . C18 . C19 . 119.7(5) yes
C17 . C18 . H181 . 120.4 no
C19 . C18 . H181 . 119.9 no
C18 . C19 . C20 . 122.0(4) yes
C18 . C19 . C27 . 118.7(4) yes
C20 . C19 . C27 . 119.2(4) yes
C19 . C20 . C21 . 111.7(3) yes
C19 . C20 . H201 . 107.8 no
C21 . C20 . H201 . 108.2 no
C19 . C20 . H202 . 109.9 no
C21 . C20 . H202 . 109.4 no
H201 . C20 . H202 . 109.8 no
C20 . C21 . C22 . 121.4(4) yes
C20 . C21 . C28 . 122.1(3) yes
C22 . C21 . C28 . 116.5(4) yes
C21 . C22 . C23 . 121.8(4) yes
C21 . C22 . H221 . 118.7 no
C23 . C22 . H221 . 119.5 no
C22 . C23 . C24 . 119.6(4) yes
C22 . C23 . H231 . 119.5 no
C24 . C23 . H231 . 120.8 no
C23 . C24 . C1 . 121.5(4) yes
C23 . C24 . H241 . 117.2 no
C1 . C24 . H241 . 121.3 no
C7 . C25 . C3 . 119.1(4) yes
C7 . C25 . O29 . 121.1(4) yes
C3 . C25 . O29 . 119.5(4) yes
C13 . C26 . C9 . 121.8(5) yes
C13 . C26 . O33 . 118.9(5) yes
C9 . C26 . O33 . 119.1(5) yes
C15 . C27 . C19 . 121.7(4) yes
C15 . C27 . O37 . 119.8(4) yes
C19 . C27 . O37 . 118.0(4) yes
C21 . C28 . C1 . 122.7(4) yes
C21 . C28 . O41 . 118.9(3) yes
C1 . C28 . O41 . 118.3(3) yes
C25 . O29 . C30 . 112.8(3) yes
O29 . C30 . C31 . 113.2(4) yes
O29 . C30 . H301 . 110.0 no
C31 . C30 . H301 . 110.1 no
O29 . C30 . H302 . 104.5 no
C31 . C30 . H302 . 109.5 no
H301 . C30 . H302 . 109.4 no
C30 . C31 . C32 . 114.8(5) yes
C30 . C31 . H311 . 106.0 no
C32 . C31 . H311 . 109.9 no
C30 . C31 . H312 . 107.0 no
C32 . C31 . H312 . 108.6 no
H311 . C31 . H312 . 110.5 no
C31 . C32 . H321 . 110.1 no
C31 . C32 . H322 . 109.2 no
H321 . C32 . H322 . 109.8 no
C31 . C32 . H323 . 108.5 no
H321 . C32 . H323 . 110.5 no
H322 . C32 . H323 . 108.7 no
C26 . O33 . C34 . 116.2(5) yes
C26 . O33 . C134 . 106.6(9) yes
O33 . C34 . C35 . 109.1(6) yes
O33 . C34 . H341 . 113.4 no
C35 . C34 . H341 . 113.2 no
O33 . C34 . H342 . 104.9 no
C35 . C34 . H342 . 105.5 no
H341 . C34 . H342 . 110.1 no
C34 . C35 . C36 . 108.6(8) yes
C34 . C35 . H351 . 113.7 no
C36 . C35 . H351 . 110.5 no
C34 . C35 . H352 . 108.2 no
C36 . C35 . H352 . 105.7 no
H351 . C35 . H352 . 109.9 no
C35 . C36 . H361 . 112.2 no
C35 . C36 . H362 . 107.2 no
H361 . C36 . H362 . 110.0 no
C35 . C36 . H363 . 108.2 no
H361 . C36 . H363 . 110.1 no
H362 . C36 . H363 . 109.0 no
O33 . C134 . C135 . 107.8(8) yes
O33 . C134 . H1341 . 97.4 no
C135 . C134 . H1341 . 100.0 no
O33 . C134 . H1342 . 120.6 no
C135 . C134 . H1342 . 117.6 no
H1341 . C134 . H1342 . 109.4 no
C134 . C135 . C136 . 108.7(9) yes
C134 . C135 . H1351 . 119.1 no
C136 . C135 . H1351 . 103.0 no
C134 . C135 . H1352 . 106.9 no
C136 . C135 . H1352 . 109.5 no
H1351 . C135 . H1352 . 109.5 no
C135 . C136 . H1361 . 113.5 no
C135 . C136 . H1362 . 111.8 no
H1361 . C136 . H1362 . 109.8 no
C135 . C136 . H1363 . 101.8 no
H1361 . C136 . H1363 . 109.9 no
H1362 . C136 . H1363 . 109.7 no
C27 . O37 . C38 . 117.7(5) yes
C27 . O37 . C138 . 114.4(8) yes
O37 . C38 . C39 . 110.3(5) yes
O37 . C38 . H381 . 110.1 no
C39 . C38 . H381 . 108.5 no
O37 . C38 . H382 . 109.1 no
C39 . C38 . H382 . 109.1 no
H381 . C38 . H382 . 109.7 no
C38 . C39 . C40 . 108.3(6) yes
C38 . C39 . H391 . 109.0 no
C40 . C39 . H391 . 114.2 no
C38 . C39 . H392 . 108.7 no
C40 . C39 . H392 . 106.4 no
H391 . C39 . H392 . 110.2 no
C39 . C40 . H403 . 109.9 no
C39 . C40 . H402 . 104.3 no
H403 . C40 . H402 . 110.1 no
C39 . C40 . H401 . 112.4 no
H403 . C40 . H401 . 110.3 no
H402 . C40 . H401 . 109.6 no
O37 . C138 . C139 . 111.5(7) yes
O37 . C138 . H1381 . 110.5 no
C139 . C138 . H1381 . 110.5 no
O37 . C138 . H1382 . 107.6 no
C139 . C138 . H1382 . 107.3 no
H1381 . C138 . H1382 . 109.4 no
C138 . C139 . C140 . 108.2(9) yes
C138 . C139 . H1391 . 107.6 no
C140 . C139 . H1391 . 101.0 no
C138 . C139 . H1392 . 111.2 no
C140 . C139 . H1392 . 118.4 no
H1391 . C139 . H1392 . 109.5 no
C139 . C140 . H1401 . 109.5 no
C139 . C140 . H1402 . 117.5 no
H1401 . C140 . H1402 . 109.9 no
C139 . C140 . H1403 . 99.8 no
H1401 . C140 . H1403 . 109.6 no
H1402 . C140 . H1403 . 110.0 no
C28 . O41 . S42 . 119.8(2) yes
O41 . S42 . O43 . 109.31(15) yes
O41 . S42 . O44 . 102.53(16) yes
O43 . S42 . O44 . 119.85(18) yes
O41 . S42 . C45 . 104.75(15) yes
O43 . S42 . C45 . 108.89(18) yes
O44 . S42 . C45 . 110.35(16) yes
S42 . C45 . C46 . 119.5(3) yes
S42 . C45 . C50 . 119.4(3) yes
C46 . C45 . C50 . 121.0(3) yes
C45 . C46 . C47 . 119.4(3) yes
C45 . C46 . H461 . 122.0 no
C47 . C46 . H461 . 118.7 no
C46 . C47 . C48 . 120.5(3) yes
C46 . C47 . H471 . 119.2 no
C48 . C47 . H471 . 120.3 no
C47 . C48 . C49 . 119.8(3) yes
C47 . C48 . N51 . 116.9(3) yes
C49 . C48 . N51 . 123.3(3) yes
C48 . C49 . C50 . 119.7(3) yes
C48 . C49 . H491 . 119.9 no
C50 . C49 . H491 . 120.4 no
C45 . C50 . C49 . 119.6(3) yes
C45 . C50 . H501 . 120.7 no
C49 . C50 . H501 . 119.7 no
C48 . N51 . C52 . 127.6(3) yes
C48 . N51 . H511 . 115.3 no
C52 . N51 . H511 . 117.0 no
N51 . C52 . O53 . 124.5(3) yes
N51 . C52 . N54 . 110.5(3) yes
O53 . C52 . N54 . 124.9(3) yes
C52 . N54 . C55 . 128.5(3) yes
C52 . N54 . H541 . 117.3 no
C55 . N54 . H541 . 114.2 no
N54 . C55 . C56 . 116.4(3) yes
N54 . C55 . C60 . 122.7(3) yes
C56 . C55 . C60 . 120.8(3) yes
C55 . C56 . C57 . 120.4(4) yes
C55 . C56 . H561 . 120.0 no
C57 . C56 . H561 . 119.6 no
C56 . C57 . C58 . 118.4(3) yes
C56 . C57 . H571 . 121.6 no
C58 . C57 . H571 . 120.0 no
C57 . C58 . C59 . 121.9(3) yes
C57 . C58 . N61 . 117.8(3) yes
C59 . C58 . N61 . 120.2(4) yes
C58 . C59 . C60 . 120.5(4) yes
C58 . C59 . H591 . 120.1 no
C60 . C59 . H591 . 119.3 no
C55 . C60 . C59 . 117.9(3) yes
C55 . C60 . H601 . 122.3 no
C59 . C60 . H601 . 119.7 no
C58 . N61 . O62 . 117.9(3) yes
C58 . N61 . O63 . 118.9(3) yes
O62 . N61 . O63 . 123.2(3) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C49 . H491 . O53 . 122 0.932 2.258 2.865(5) yes
C49 . H491 . O63 4_565 122 0.932 2.503 3.103(5) yes
N54 . H541 . O44 4_554 147 0.865 2.271 3.034(4) yes
N51 . H511 . O44 4_554 156 0.868 2.240 3.053(4) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 16/10/15 at 20:12: 1
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
EQUIVALENCE PART(1001, OCC) PART(1002, OCC) 
WEIGHT -1 PART(1002, OCC) 
EQUIVALENCE PART(2001, OCC) PART(2002, OCC) 
WEIGHT -1 PART(2002, OCC) 
RIDE C   (   2,X'S) H   (  21,X'S) H   (  22,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) H   (  82,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) H   ( 142,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) H   ( 202,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) H   ( 302,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) H   ( 322,X'S) H   ( 323,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) H   ( 342,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) H   ( 352,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) H   ( 362,X'S) H   ( 363,X'S) 
RIDE C   ( 134,X'S) H   (1341,X'S) H   (1342,X'S) 
RIDE C   ( 135,X'S) H   (1351,X'S) H   (1352,X'S) 
RIDE C   ( 136,X'S) H   (1361,X'S) H   (1362,X'S) H   (1363,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) H   ( 382,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) H   ( 392,X'S) 
RIDE C   (  40,X'S) H   ( 403,X'S) H   ( 402,X'S) H   ( 401,X'S) 
RIDE C   ( 138,X'S) H   (1381,X'S) H   (1382,X'S) 
RIDE C   ( 139,X'S) H   (1391,X'S) H   (1392,X'S) 
RIDE C   ( 140,X'S) H   (1401,X'S) H   (1402,X'S) H   (1403,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE N   (  51,X'S) H   ( 511,X'S) 
RIDE N   (  54,X'S) H   ( 541,X'S) 
RIDE C   (  56,X'S) H   ( 561,X'S) 
RIDE C   (  57,X'S) H   ( 571,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE C   (  60,X'S) H   ( 601,X'S) 
END                                                                             
;

_iucr_refine_instruction_details_restraints 
;
#
# Punched on 16/10/15 at 20:12: 1
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DISTANCE 1.441000 , 0.005000 = O(33) TO C(34) 
DISTANCE 1.525000 , 0.005000 = C(34) TO C(35) 
DISTANCE 1.539000 , 0.005000 = C(35) TO C(36) 
ANGLE 109.000000 , 1.000000 = O(33) TO C(34) TO C(35) 
ANGLE 109.000000 , 1.000000 = C(34) TO C(35) TO C(36) 
DISTANCE 1.441000 , 0.005000 = O(33) TO C(134) 
DISTANCE 1.525000 , 0.005000 = C(134) TO C(135) 
DISTANCE 1.539000 , 0.005000 = C(135) TO C(136) 
ANGLE 109.000000 , 1.000000 = O(33) TO C(134) TO C(135) 
ANGLE 109.000000 , 1.000000 = C(134) TO C(135) TO C(136) 
U(IJ)'S  0.0, 0.020000 = O(33) TO C(34) 
U(IJ)'S  0.0, 0.020000 = O(33) TO C(35) 
U(IJ)'S  0.0, 0.020000 = O(33) TO C(36) 
U(IJ)'S  0.0, 0.020000 = O(33) TO C(134) 
U(IJ)'S  0.0, 0.020000 = O(33) TO C(135) 
U(IJ)'S  0.0, 0.020000 = O(33) TO C(136) 
DISTANCE 1.441000 , 0.005000 = O(37) TO C(38) 
DISTANCE 1.525000 , 0.005000 = C(38) TO C(39) 
DISTANCE 1.539000 , 0.005000 = C(39) TO C(40) 
ANGLE 109.000000 , 1.000000 = O(37) TO C(38) TO C(39) 
ANGLE 109.000000 , 1.000000 = C(38) TO C(39) TO C(40) 
DISTANCE 1.441000 , 0.005000 = O(37) TO C(138) 
DISTANCE 1.525000 , 0.005000 = C(138) TO C(139) 
DISTANCE 1.539000 , 0.005000 = C(139) TO C(140) 
ANGLE 109.000000 , 1.000000 = O(37) TO C(138) TO C(139) 
ANGLE 109.000000 , 1.000000 = C(138) TO C(139) TO C(140) 
U(IJ)'S  0.0, 0.010000 = C(38) TO C(138) 
U(IJ)'S  0.0, 0.010000 = C(39) TO C(139) 
U(IJ)'S  0.0, 0.001000 = C(40) TO C(140) 
END                                                                             
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