# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 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_BerAOT
_database_code_depnum_ccdc_archive 'CCDC 1481156'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H55 N O11 S'
_chemical_formula_weight         757.91

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

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

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

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

_cell_length_a                   8.296(3)
_cell_length_b                   10.559(4)
_cell_length_c                   22.575(8)
_cell_angle_alpha                87.070(18)
_cell_angle_beta                 89.387(16)
_cell_angle_gamma                82.151(19)
_cell_volume                     1956.4(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    1035
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      18.64

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             812
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.143
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9774
_exptl_absorpt_correction_T_max  0.9986
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker kappa APEX-II CCD Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36770
_diffrn_reflns_av_unetI/netI     0.2038
_diffrn_reflns_av_R_equivalents  0.2093
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         5.149
_diffrn_reflns_theta_max         24.407
_diffrn_reflns_theta_full        24.407
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             6363
_reflns_number_gt                2685
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1326P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6363
_refine_ls_number_parameters     626
_refine_ls_number_restraints     566
_refine_ls_R_factor_all          0.2252
_refine_ls_R_factor_gt           0.0885
_refine_ls_wR_factor_ref         0.2720
_refine_ls_wR_factor_gt          0.2031
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.7810(5) 0.7341(4) 0.29212(19) 0.0454(12) Uani 1 1 d . . . . .
O2 O 0.5570(5) 0.8560(4) 0.2482(2) 0.0506(12) Uani 1 1 d . . . . .
O3 O 0.4168(4) 0.0287(4) 0.61329(18) 0.0370(11) Uani 1 1 d . . . . .
O4 O 0.1774(4) 0.2138(4) 0.56825(18) 0.0358(11) Uani 1 1 d . . . . .
N1 N 0.2839(5) 0.4747(4) 0.4399(2) 0.0296(12) Uani 1 1 d . . . . .
C1 C 0.7293(8) 0.8498(6) 0.2584(3) 0.054(2) Uani 1 1 d . . . . .
H1A H 0.7887 0.8509 0.2202 0.065 Uiso 1 1 calc R U . . .
H1B H 0.7513 0.9243 0.2805 0.065 Uiso 1 1 calc R U . . .
C2 C 0.6398(7) 0.6945(6) 0.3140(3) 0.0339(15) Uani 1 1 d . . . . .
C3 C 0.5069(8) 0.7670(6) 0.2878(3) 0.0363(16) Uani 1 1 d . . . . .
C4 C 0.3499(7) 0.7471(5) 0.3011(3) 0.0369(16) Uani 1 1 d . . . . .
H4 H 0.2592 0.7977 0.2825 0.044 Uiso 1 1 calc R U . . .
C5 C 0.3303(7) 0.6493(5) 0.3431(3) 0.0325(15) Uani 1 1 d . . . . .
C6 C 0.4642(7) 0.5773(5) 0.3713(2) 0.0284(14) Uani 1 1 d . . . . .
C7 C 0.6237(7) 0.6001(5) 0.3565(3) 0.0292(14) Uani 1 1 d . . . . .
H7 H 0.7160 0.5519 0.3752 0.035 Uiso 1 1 calc R U . . .
C8 C 0.4387(7) 0.4752(5) 0.4153(3) 0.0284(14) Uani 1 1 d . . . . .
C9 C 0.1496(7) 0.5778(6) 0.4224(3) 0.0384(16) Uani 1 1 d . . . . .
H9A H 0.1550 0.6529 0.4465 0.046 Uiso 1 1 calc R U . . .
H9B H 0.0435 0.5471 0.4303 0.046 Uiso 1 1 calc R U . . .
C10 C 0.1626(7) 0.6163(6) 0.3579(3) 0.0382(16) Uani 1 1 d . . . . .
H10A H 0.0805 0.6914 0.3480 0.046 Uiso 1 1 calc R U . . .
H10B H 0.1398 0.5453 0.3337 0.046 Uiso 1 1 calc R U . . .
C11 C 0.2519(7) 0.3846(5) 0.4797(3) 0.0291(14) Uani 1 1 d . . . . .
H11 H 0.1435 0.3863 0.4940 0.035 Uiso 1 1 calc R U . . .
C12 C 0.3696(7) 0.2879(5) 0.5014(3) 0.0295(14) Uani 1 1 d . . . . .
C13 C 0.5288(6) 0.2853(5) 0.4777(3) 0.0284(14) Uani 1 1 d . . . . .
C14 C 0.5567(7) 0.3798(5) 0.4347(3) 0.0287(14) Uani 1 1 d . . . . .
H14 H 0.6629 0.3776 0.4182 0.034 Uiso 1 1 calc R U . . .
C15 C 0.6491(7) 0.1866(5) 0.4991(3) 0.0307(15) Uani 1 1 d . . . . .
H15 H 0.7558 0.1796 0.4828 0.037 Uiso 1 1 calc R U . . .
C16 C 0.6137(7) 0.1019(5) 0.5426(3) 0.0334(15) Uani 1 1 d . . . . .
H16 H 0.6967 0.0369 0.5568 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4548(7) 0.1080(5) 0.5674(3) 0.0324(15) Uani 1 1 d . . . . .
C18 C 0.3326(6) 0.1985(5) 0.5457(3) 0.0289(14) Uani 1 1 d . . . . .
C19 C 0.5448(7) -0.0632(6) 0.6388(3) 0.0415(17) Uani 1 1 d . . . . .
H19A H 0.5835 -0.1258 0.6094 0.062 Uiso 1 1 calc R U . . .
H19B H 0.5031 -0.1075 0.6737 0.062 Uiso 1 1 calc R U . . .
H19C H 0.6350 -0.0190 0.6505 0.062 Uiso 1 1 calc R U . . .
C20 C 0.0893(7) 0.1048(5) 0.5649(3) 0.0398(16) Uani 1 1 d . . . . .
H20A H 0.0599 0.0953 0.5236 0.060 Uiso 1 1 calc R U . . .
H20B H -0.0098 0.1183 0.5891 0.060 Uiso 1 1 calc R U . . .
H20C H 0.1581 0.0271 0.5798 0.060 Uiso 1 1 calc R U . . .
S1 S 1.04148(18) 0.25119(15) 0.37646(7) 0.0368(5) Uani 1 1 d . . . . .
O5 O 0.9343(5) 0.3502(4) 0.40546(19) 0.0470(12) Uani 1 1 d . . . . .
O6 O 1.0881(5) 0.1400(4) 0.41510(19) 0.0460(12) Uani 1 1 d . . . . .
O7 O 1.1761(5) 0.2994(4) 0.34554(19) 0.0459(12) Uani 1 1 d . . . . .
C21 C 0.9167(7) 0.1988(6) 0.3197(3) 0.0355(15) Uani 1 1 d . . . . .
H21 H 0.8300 0.1558 0.3404 0.043 Uiso 1 1 calc R U . . .
C31 C 0.8331(8) 0.3115(6) 0.2834(3) 0.0458(18) Uani 1 1 d . . . . .
H31A H 0.9142 0.3493 0.2582 0.055 Uiso 1 1 calc R U . . .
H31B H 0.7833 0.3775 0.3102 0.055 Uiso 1 1 calc R U . . .
C32 C 0.7035(9) 0.2718(8) 0.2449(3) 0.061(2) Uani 1 1 d D . . . .
O10 O 0.6827(6) 0.1664(5) 0.2344(2) 0.0718(17) Uani 1 1 d D . . . .
O11 O 0.607(5) 0.3789(13) 0.228(2) 0.119(4) Uani 0.581(9) 1 d D U P A 1
C33 C 0.444(2) 0.3621(16) 0.2047(11) 0.128(4) Uani 0.581(9) 1 d D U P A 1
H33A H 0.3815 0.3182 0.2352 0.154 Uiso 0.581(9) 1 calc R U P A 1
H33B H 0.4556 0.3104 0.1691 0.154 Uiso 0.581(9) 1 calc R U P A 1
C34 C 0.358(2) 0.494(2) 0.1892(11) 0.137(4) Uani 0.581(9) 1 d D U P A 1
H34 H 0.3486 0.5343 0.2285 0.165 Uiso 0.581(9) 1 calc R U P A 1
C35 C 0.453(3) 0.575(2) 0.1556(11) 0.149(4) Uani 0.581(9) 1 d D U P A 1
H35A H 0.5300 0.6038 0.1837 0.179 Uiso 0.581(9) 1 calc R U P A 1
H35B H 0.3778 0.6526 0.1427 0.179 Uiso 0.581(9) 1 calc R U P A 1
C36 C 0.555(3) 0.532(2) 0.1000(10) 0.160(4) Uani 0.581(9) 1 d D U P A 1
H36A H 0.6587 0.4808 0.1125 0.192 Uiso 0.581(9) 1 calc R U P A 1
H36B H 0.4940 0.4785 0.0762 0.192 Uiso 0.581(9) 1 calc R U P A 1
C37 C 0.589(3) 0.649(2) 0.0628(12) 0.178(5) Uani 0.581(9) 1 d D U P A 1
H37A H 0.5003 0.6707 0.0335 0.213 Uiso 0.581(9) 1 calc R U P A 1
H37B H 0.5862 0.7212 0.0889 0.213 Uiso 0.581(9) 1 calc R U P A 1
C38 C 0.742(3) 0.635(3) 0.0312(14) 0.223(7) Uani 0.581(9) 1 d D U P A 1
H38A H 0.8316 0.6301 0.0595 0.335 Uiso 0.581(9) 1 calc R U P A 1
H38B H 0.7452 0.7094 0.0035 0.335 Uiso 0.581(9) 1 calc R U P A 1
H38C H 0.7532 0.5570 0.0090 0.335 Uiso 0.581(9) 1 calc R U P A 1
C39 C 0.176(2) 0.4806(18) 0.1746(11) 0.136(4) Uani 0.581(9) 1 d D U P A 1
H39A H 0.1730 0.4498 0.1340 0.163 Uiso 0.581(9) 1 calc R U P A 1
H39B H 0.1416 0.4132 0.2022 0.163 Uiso 0.581(9) 1 calc R U P A 1
C40 C 0.058(3) 0.592(2) 0.1779(11) 0.141(6) Uani 0.581(9) 1 d D U P A 1
H40A H 0.0594 0.6247 0.2177 0.212 Uiso 0.581(9) 1 calc R U P A 1
H40B H -0.0500 0.5699 0.1698 0.212 Uiso 0.581(9) 1 calc R U P A 1
H40C H 0.0845 0.6577 0.1486 0.212 Uiso 0.581(9) 1 calc R U P A 1
O11' O 0.609(8) 0.3739(18) 0.220(3) 0.121(4) Uani 0.419(9) 1 d D U P A 2
C33' C 0.515(3) 0.344(2) 0.1664(13) 0.128(4) Uani 0.419(9) 1 d D U P A 2
H33C H 0.5894 0.3263 0.1323 0.154 Uiso 0.419(9) 1 calc R U P A 2
H33D H 0.4587 0.2690 0.1755 0.154 Uiso 0.419(9) 1 calc R U P A 2
C34' C 0.394(3) 0.461(2) 0.1523(14) 0.140(4) Uani 0.419(9) 1 d D U P A 2
H34' H 0.3275 0.4291 0.1210 0.168 Uiso 0.419(9) 1 calc R U P A 2
C35' C 0.445(3) 0.568(3) 0.1227(16) 0.152(4) Uani 0.419(9) 1 d D U P A 2
H35C H 0.3863 0.6433 0.1423 0.182 Uiso 0.419(9) 1 calc R U P A 2
H35D H 0.3991 0.5715 0.0822 0.182 Uiso 0.419(9) 1 calc R U P A 2
C36' C 0.620(3) 0.596(3) 0.1147(16) 0.166(5) Uani 0.419(9) 1 d D U P A 2
H36C H 0.6705 0.5855 0.1544 0.200 Uiso 0.419(9) 1 calc R U P A 2
H36D H 0.6768 0.5272 0.0908 0.200 Uiso 0.419(9) 1 calc R U P A 2
C37' C 0.658(4) 0.720(3) 0.0871(18) 0.180(5) Uani 0.419(9) 1 d D U P A 2
H37C H 0.5822 0.7444 0.0535 0.216 Uiso 0.419(9) 1 calc R U P A 2
H37D H 0.6323 0.7861 0.1168 0.216 Uiso 0.419(9) 1 calc R U P A 2
C38' C 0.817(4) 0.728(4) 0.066(2) 0.218(8) Uani 0.419(9) 1 d D U P A 2
H38D H 0.8841 0.7504 0.0983 0.328 Uiso 0.419(9) 1 calc R U P A 2
H38E H 0.8136 0.7933 0.0336 0.328 Uiso 0.419(9) 1 calc R U P A 2
H38F H 0.8640 0.6447 0.0516 0.328 Uiso 0.419(9) 1 calc R U P A 2
C39' C 0.267(4) 0.477(3) 0.2052(12) 0.136(4) Uani 0.419(9) 1 d D U P A 2
H39C H 0.2304 0.3935 0.2148 0.163 Uiso 0.419(9) 1 calc R U P A 2
H39D H 0.3249 0.5004 0.2404 0.163 Uiso 0.419(9) 1 calc R U P A 2
C40' C 0.127(4) 0.570(3) 0.1955(16) 0.143(6) Uani 0.419(9) 1 d D U P A 2
H40D H 0.1487 0.6310 0.1630 0.215 Uiso 0.419(9) 1 calc R U P A 2
H40E H 0.1014 0.6164 0.2317 0.215 Uiso 0.419(9) 1 calc R U P A 2
H40F H 0.0346 0.5272 0.1850 0.215 Uiso 0.419(9) 1 calc R U P A 2
C22 C 1.0196(8) 0.0987(7) 0.2842(3) 0.0479(18) Uani 1 1 d . . . . .
O8 O 1.0411(6) -0.0132(5) 0.2982(2) 0.0559(13) Uani 1 1 d . . . . .
O9 O 1.0859(6) 0.1511(5) 0.2368(2) 0.0654(15) Uani 1 1 d D . . . .
C23 C 1.1928(14) 0.0633(10) 0.2017(4) 0.113(3) Uani 0.564(10) 1 d D U P B 1
H23A H 1.1646 -0.0245 0.2083 0.135 Uiso 0.564(10) 1 calc R U P B 1
H23B H 1.3070 0.0627 0.2141 0.135 Uiso 0.564(10) 1 calc R U P B 1
C24 C 1.176(2) 0.103(2) 0.1375(7) 0.131(4) Uani 0.564(10) 1 d D U P B 1
H24 H 1.1905 0.1952 0.1312 0.158 Uiso 0.564(10) 1 calc R U P B 1
C25 C 0.991(3) 0.081(2) 0.1168(10) 0.159(5) Uani 0.564(10) 1 d D U P B 1
H25A H 0.9034 0.1250 0.1417 0.191 Uiso 0.564(10) 1 calc R U P B 1
H25B H 0.9778 -0.0101 0.1139 0.191 Uiso 0.564(10) 1 calc R U P B 1
C26 C 1.011(4) 0.158(3) 0.0503(11) 0.189(5) Uani 0.564(10) 1 d D U P B 1
H26A H 1.1265 0.1555 0.0390 0.227 Uiso 0.564(10) 1 calc R U P B 1
H26B H 0.9529 0.1194 0.0190 0.227 Uiso 0.564(10) 1 calc R U P B 1
C27 C 0.943(4) 0.274(3) 0.0595(12) 0.192(6) Uani 0.564(10) 1 d D U P B 1
H27A H 1.0277 0.3308 0.0633 0.230 Uiso 0.564(10) 1 calc R U P B 1
H27B H 0.8786 0.2753 0.0967 0.230 Uiso 0.564(10) 1 calc R U P B 1
C28 C 0.817(5) 0.330(3) 0.0001(14) 0.234(10) Uani 0.564(10) 1 d D U P B 1
H28A H 0.8805 0.3268 -0.0367 0.351 Uiso 0.564(10) 1 calc R U P B 1
H28B H 0.7677 0.4180 0.0060 0.351 Uiso 0.564(10) 1 calc R U P B 1
H28C H 0.7305 0.2753 -0.0025 0.351 Uiso 0.564(10) 1 calc R U P B 1
C29 C 1.305(3) 0.018(2) 0.1005(10) 0.136(5) Uani 0.564(10) 1 d D U P B 1
H29A H 1.2620 0.0117 0.0602 0.163 Uiso 0.564(10) 1 calc R U P B 1
H29B H 1.3252 -0.0688 0.1195 0.163 Uiso 0.564(10) 1 calc R U P B 1
C30 C 1.469(3) 0.078(3) 0.0960(17) 0.190(9) Uani 0.564(10) 1 d D U P B 1
H30A H 1.4501 0.1619 0.0751 0.285 Uiso 0.564(10) 1 calc R U P B 1
H30B H 1.5496 0.0211 0.0741 0.285 Uiso 0.564(10) 1 calc R U P B 1
H30C H 1.5098 0.0865 0.1359 0.285 Uiso 0.564(10) 1 calc R U P B 1
C23' C 1.1928(14) 0.0633(10) 0.2017(4) 0.113(3) Uani 0.436(10) 1 d D U P B 2
H23C H 1.3033 0.0889 0.2012 0.135 Uiso 0.436(10) 1 calc R U P B 2
H23D H 1.2002 -0.0239 0.2207 0.135 Uiso 0.436(10) 1 calc R U P B 2
C24' C 1.138(3) 0.060(3) 0.1410(8) 0.141(4) Uani 0.436(10) 1 d D U P B 2
H24' H 1.0485 0.0061 0.1477 0.169 Uiso 0.436(10) 1 calc R U P B 2
C25' C 1.037(4) 0.184(3) 0.1091(13) 0.164(5) Uani 0.436(10) 1 d D U P B 2
H25C H 1.1043 0.2270 0.0801 0.196 Uiso 0.436(10) 1 calc R U P B 2
H25D H 0.9882 0.2453 0.1380 0.196 Uiso 0.436(10) 1 calc R U P B 2
C26' C 0.895(4) 0.112(3) 0.0755(16) 0.181(5) Uani 0.436(10) 1 d D U P B 2
H26C H 0.9439 0.0496 0.0471 0.217 Uiso 0.436(10) 1 calc R U P B 2
H26D H 0.8263 0.0705 0.1044 0.217 Uiso 0.436(10) 1 calc R U P B 2
C27' C 0.813(4) 0.215(4) 0.0482(16) 0.199(6) Uani 0.436(10) 1 d D U P B 2
H27C H 0.7731 0.2786 0.0776 0.239 Uiso 0.436(10) 1 calc R U P B 2
H27D H 0.7182 0.1912 0.0275 0.239 Uiso 0.436(10) 1 calc R U P B 2
C28' C 0.942(6) 0.283(4) -0.0034(19) 0.226(9) Uani 0.436(10) 1 d D U P B 2
H28D H 1.0461 0.2892 0.0154 0.340 Uiso 0.436(10) 1 calc R U P B 2
H28E H 0.8905 0.3688 -0.0168 0.340 Uiso 0.436(10) 1 calc R U P B 2
H28F H 0.9597 0.2291 -0.0375 0.340 Uiso 0.436(10) 1 calc R U P B 2
C29' C 1.259(4) -0.034(3) 0.1068(12) 0.145(6) Uani 0.436(10) 1 d D U P B 2
H29C H 1.2241 -0.0353 0.0651 0.174 Uiso 0.436(10) 1 calc R U P B 2
H29D H 1.2630 -0.1219 0.1251 0.174 Uiso 0.436(10) 1 calc R U P B 2
C30' C 1.434(4) 0.010(4) 0.1091(19) 0.169(9) Uani 0.436(10) 1 d D U P B 2
H30D H 1.4350 0.0890 0.0844 0.253 Uiso 0.436(10) 1 calc R U P B 2
H30E H 1.5156 -0.0570 0.0943 0.253 Uiso 0.436(10) 1 calc R U P B 2
H30F H 1.4598 0.0259 0.1502 0.253 Uiso 0.436(10) 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.375(6) . ?
O1 C1 1.423(7) . ?
O2 C3 1.368(7) . ?
O2 C1 1.442(7) . ?
O3 C17 1.359(6) . ?
O3 C19 1.441(7) . ?
O4 C18 1.372(6) . ?
O4 C20 1.451(6) . ?
N1 C11 1.328(7) . ?
N1 C8 1.394(7) . ?
N1 C9 1.488(7) . ?
C2 C7 1.366(8) . ?
C2 C3 1.374(8) . ?
C3 C4 1.375(8) . ?
C4 C5 1.390(8) . ?
C5 C6 1.397(8) . ?
C5 C10 1.510(8) . ?
C6 C7 1.411(8) . ?
C6 C8 1.464(8) . ?
C8 C14 1.363(8) . ?
C9 C10 1.499(8) . ?
C11 C12 1.387(8) . ?
C12 C18 1.400(8) . ?
C12 C13 1.416(8) . ?
C13 C14 1.397(8) . ?
C13 C15 1.411(8) . ?
C15 C16 1.351(8) . ?
C16 C17 1.422(8) . ?
C17 C18 1.371(8) . ?
S1 O6 1.438(4) . ?
S1 O7 1.448(4) . ?
S1 O5 1.454(4) . ?
S1 C21 1.810(6) . ?
C21 C31 1.501(8) . ?
C21 C22 1.522(9) . ?
C31 C32 1.506(10) . ?
C32 O10 1.185(9) . ?
C32 O11 1.335(12) . ?
C32 O11' 1.349(14) . ?
O11 C33 1.49(3) . ?
C33 C34 1.505(19) . ?
C34 C35 1.42(2) . ?
C34 C39 1.58(2) . ?
C35 C36 1.56(2) . ?
C36 C37 1.508(10) . ?
C37 C38 1.442(10) . ?
C39 C40 1.43(2) . ?
O11' C33' 1.51(3) . ?
C33' C34' 1.50(2) . ?
C34' C35' 1.40(2) . ?
C34' C39' 1.58(2) . ?
C35' C36' 1.53(2) . ?
C36' C37' 1.497(19) . ?
C37' C38' 1.411(19) . ?
C39' C40' 1.43(2) . ?
C22 O8 1.198(7) . ?
C22 O9 1.328(8) . ?
O9 C23' 1.453(10) . ?
O9 C23 1.453(10) . ?
C23 C24 1.490(17) . ?
C24 C29 1.559(18) . ?
C24 C25 1.66(2) . ?
C25 C26 1.68(2) . ?
C26 C27 1.31(2) . ?
C27 C28 1.74(3) . ?
C29 C30 1.58(2) . ?
C23' C24' 1.452(19) . ?
C24' C29' 1.545(19) . ?
C24' C25' 1.59(2) . ?
C25' C26' 1.69(2) . ?
C26' C27' 1.33(3) . ?
C27' C28' 1.76(3) . ?
C29' C30' 1.59(3) . ?

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
C2 O1 C1 104.8(4) . . ?
C3 O2 C1 104.9(5) . . ?
C17 O3 C19 118.2(4) . . ?
C18 O4 C20 115.9(4) . . ?
C11 N1 C8 121.6(5) . . ?
C11 N1 C9 118.1(5) . . ?
C8 N1 C9 120.3(5) . . ?
O1 C1 O2 107.7(5) . . ?
C7 C2 C3 121.8(5) . . ?
C7 C2 O1 127.9(5) . . ?
C3 C2 O1 110.2(5) . . ?
O2 C3 C2 109.8(5) . . ?
O2 C3 C4 127.6(6) . . ?
C2 C3 C4 122.6(5) . . ?
C3 C4 C5 116.8(5) . . ?
C4 C5 C6 121.3(5) . . ?
C4 C5 C10 120.2(5) . . ?
C6 C5 C10 118.5(5) . . ?
C5 C6 C7 120.4(5) . . ?
C5 C6 C8 119.7(5) . . ?
C7 C6 C8 119.9(5) . . ?
C2 C7 C6 117.1(5) . . ?
C14 C8 N1 117.0(5) . . ?
C14 C8 C6 124.6(5) . . ?
N1 C8 C6 118.4(5) . . ?
N1 C9 C10 110.4(5) . . ?
C9 C10 C5 110.8(5) . . ?
N1 C11 C12 122.9(5) . . ?
C11 C12 C18 121.1(5) . . ?
C11 C12 C13 117.2(5) . . ?
C18 C12 C13 121.7(5) . . ?
C14 C13 C15 124.2(5) . . ?
C14 C13 C12 118.2(5) . . ?
C15 C13 C12 117.6(5) . . ?
C8 C14 C13 123.0(5) . . ?
C16 C15 C13 120.5(5) . . ?
C15 C16 C17 121.4(5) . . ?
O3 C17 C18 117.2(5) . . ?
O3 C17 C16 123.1(5) . . ?
C18 C17 C16 119.7(5) . . ?
C17 C18 O4 123.6(5) . . ?
C17 C18 C12 118.9(5) . . ?
O4 C18 C12 117.2(5) . . ?
O6 S1 O7 114.2(3) . . ?
O6 S1 O5 112.5(3) . . ?
O7 S1 O5 113.1(3) . . ?
O6 S1 C21 105.5(3) . . ?
O7 S1 C21 106.0(3) . . ?
O5 S1 C21 104.5(3) . . ?
C31 C21 C22 114.8(6) . . ?
C31 C21 S1 110.6(4) . . ?
C22 C21 S1 109.1(4) . . ?
C21 C31 C32 110.9(5) . . ?
O10 C32 O11 125.7(10) . . ?
O10 C32 O11' 120.5(12) . . ?
O10 C32 C31 127.6(7) . . ?
O11 C32 C31 106.5(10) . . ?
O11' C32 C31 111.8(12) . . ?
C32 O11 C33 116.2(17) . . ?
O11 C33 C34 106.2(12) . . ?
C35 C34 C33 114.9(18) . . ?
C35 C34 C39 124.0(18) . . ?
C33 C34 C39 107.0(16) . . ?
C34 C35 C36 123.4(19) . . ?
C37 C36 C35 109.6(18) . . ?
C38 C37 C36 116(2) . . ?
C40 C39 C34 117.5(17) . . ?
C32 O11' C33' 114(2) . . ?
C34' C33' O11' 106.5(18) . . ?
C35' C34' C33' 120(2) . . ?
C35' C34' C39' 120(2) . . ?
C33' C34' C39' 108(2) . . ?
C34' C35' C36' 126(2) . . ?
C37' C36' C35' 121(2) . . ?
C38' C37' C36' 118.6(18) . . ?
C40' C39' C34' 117(2) . . ?
O8 C22 O9 124.3(7) . . ?
O8 C22 C21 123.9(6) . . ?
O9 C22 C21 111.8(6) . . ?
C22 O9 C23' 115.6(6) . . ?
C22 O9 C23 115.6(6) . . ?
O9 C23 C24 110.1(10) . . ?
C23 C24 C29 110.1(15) . . ?
C23 C24 C25 107.4(15) . . ?
C29 C24 C25 109.2(16) . . ?
C24 C25 C26 92.3(16) . . ?
C27 C26 C25 103(2) . . ?
C26 C27 C28 109(2) . . ?
C24 C29 C30 110.8(17) . . ?
C24' C23' O9 113.0(12) . . ?
C23' C24' C29' 109.5(17) . . ?
C23' C24' C25' 120.4(19) . . ?
C29' C24' C25' 122.1(19) . . ?
C24' C25' C26' 99(2) . . ?
C27' C26' C25' 99(2) . . ?
C26' C27' C28' 110(3) . . ?
C24' C29' C30' 109(2) . . ?

_refine_diff_density_max         0.329
_refine_diff_density_min         -0.519
_refine_diff_density_rms         0.073

####################################################################### 
# 
# 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_BerTos
_database_code_depnum_ccdc_archive 'CCDC 1481157'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H29 N O8 S'
_chemical_formula_weight         539.58

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1974(5)
_cell_length_b                   12.5766(10)
_cell_length_c                   14.1544(11)
_cell_angle_alpha                78.981(5)
_cell_angle_beta                 87.111(5)
_cell_angle_gamma                83.558(5)
_cell_volume                     1249.13(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    3886
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      25.00

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8974
_exptl_absorpt_correction_T_max  0.9890
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         micro-focus
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker kappa APEX-II CCD Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20682
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_sigmaI/netI    0.0478
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         5.16
_diffrn_reflns_theta_max         25.68
_reflns_number_total             4692
_reflns_number_gt                3395
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0578P)²+0.3637P] 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_number_reflns         4692
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6631(2) 0.01080(13) 0.89301(10) 0.0362(4) Uani 1 1 d . . .
O2 O 0.6808(2) 0.18970(13) 0.90676(10) 0.0373(4) Uani 1 1 d . . .
O3 O 0.8384(2) -0.08224(12) 0.14435(10) 0.0359(4) Uani 1 1 d . . .
O4 O 0.7402(2) 0.12210(12) 0.17696(10) 0.0330(4) Uani 1 1 d . . .
N1 N 0.6758(2) 0.17917(13) 0.45659(12) 0.0228(4) Uani 1 1 d . . .
C1 C 0.7039(4) 0.0790(2) 0.95795(17) 0.0402(6) Uani 1 1 d . . .
H1A H 0.8337 0.0595 0.9801 0.048 Uiso 1 1 calc R . .
H1B H 0.6176 0.0697 1.0150 0.048 Uiso 1 1 calc R . .
C2 C 0.6775(3) 0.07457(18) 0.80258(15) 0.0274(5) Uani 1 1 d . . .
C3 C 0.6867(3) 0.18192(19) 0.81109(15) 0.0282(5) Uani 1 1 d . . .
C4 C 0.6938(3) 0.26350(18) 0.73257(15) 0.0288(5) Uani 1 1 d . . .
H4 H 0.6972 0.3370 0.7392 0.035 Uiso 1 1 calc R . .
C5 C 0.6958(3) 0.23452(17) 0.64173(15) 0.0248(5) Uani 1 1 d . . .
C6 C 0.6883(3) 0.12639(17) 0.63262(14) 0.0232(5) Uani 1 1 d . . .
C7 C 0.6772(3) 0.04348(17) 0.71561(15) 0.0258(5) Uani 1 1 d . . .
H7 H 0.6698 -0.0302 0.7107 0.031 Uiso 1 1 calc R . .
C8 C 0.7134(3) 0.31872(18) 0.55162(15) 0.0283(5) Uani 1 1 d . . .
H8A H 0.8470 0.3217 0.5321 0.034 Uiso 1 1 calc R . .
H8B H 0.6622 0.3913 0.5642 0.034 Uiso 1 1 calc R . .
C9 C 0.6083(3) 0.29069(17) 0.47153(15) 0.0273(5) Uani 1 1 d . . .
H9A H 0.4728 0.2951 0.4882 0.033 Uiso 1 1 calc R . .
H9B H 0.6274 0.3437 0.4113 0.033 Uiso 1 1 calc R . .
C10 C 0.7055(3) 0.09656(17) 0.53697(14) 0.0226(5) Uani 1 1 d . . .
C11 C 0.7544(3) -0.00678(17) 0.52113(14) 0.0240(5) Uani 1 1 d . . .
H11 H 0.7751 -0.0643 0.5750 0.029 Uiso 1 1 calc R . .
C12 C 0.7754(3) -0.03136(17) 0.42790(14) 0.0228(5) Uani 1 1 d . . .
C13 C 0.8230(3) -0.13701(17) 0.40928(15) 0.0261(5) Uani 1 1 d . . .
H13 H 0.8409 -0.1967 0.4615 0.031 Uiso 1 1 calc R . .
C14 C 0.8437(3) -0.15491(17) 0.31697(15) 0.0275(5) Uani 1 1 d . . .
H14 H 0.8760 -0.2270 0.3059 0.033 Uiso 1 1 calc R . .
C15 C 0.8179(3) -0.06799(17) 0.23759(15) 0.0260(5) Uani 1 1 d . . .
C16 C 0.7723(3) 0.03674(17) 0.25273(15) 0.0249(5) Uani 1 1 d . . .
C17 C 0.7494(3) 0.05635(17) 0.34803(14) 0.0231(5) Uani 1 1 d . . .
C18 C 0.6975(3) 0.16064(17) 0.36733(15) 0.0245(5) Uani 1 1 d . . .
H18 H 0.6772 0.2200 0.3150 0.029 Uiso 1 1 calc R . .
C19 C 0.8328(3) -0.18999(19) 0.12603(18) 0.0384(6) Uani 1 1 d . . .
H19A H 0.9448 -0.2363 0.1514 0.058 Uiso 1 1 calc R . .
H19B H 0.8289 -0.1872 0.0565 0.058 Uiso 1 1 calc R . .
H19C H 0.7210 -0.2202 0.1577 0.058 Uiso 1 1 calc R . .
C20 C 0.9049(4) 0.1741(2) 0.14188(18) 0.0470(7) Uani 1 1 d . . .
H20A H 0.9501 0.2075 0.1923 0.071 Uiso 1 1 calc R . .
H20B H 0.8745 0.2303 0.0851 0.071 Uiso 1 1 calc R . .
H20C H 1.0024 0.1197 0.1244 0.071 Uiso 1 1 calc R . .
S1 S 0.17686(8) 0.33508(5) 0.31408(4) 0.03057(17) Uani 1 1 d . . .
O5 O 0.2945(2) 0.23386(13) 0.34399(12) 0.0421(4) Uani 1 1 d . . .
O6 O 0.2240(2) 0.42214(13) 0.35980(11) 0.0402(4) Uani 1 1 d . . .
O7 O -0.0211(2) 0.32236(15) 0.32288(12) 0.0471(5) Uani 1 1 d . . .
C21 C 0.2284(3) 0.37658(18) 0.18931(15) 0.0272(5) Uani 1 1 d . . .
C22 C 0.3282(3) 0.30562(19) 0.13710(17) 0.0354(6) Uani 1 1 d . . .
H22 H 0.3737 0.2343 0.1682 0.043 Uiso 1 1 calc R . .
C23 C 0.3616(3) 0.3392(2) 0.03885(18) 0.0401(6) Uani 1 1 d . . .
H23 H 0.4309 0.2901 0.0036 0.048 Uiso 1 1 calc R . .
C24 C 0.2968(3) 0.4422(2) -0.00889(16) 0.0374(6) Uani 1 1 d . . .
C25 C 0.1988(3) 0.5127(2) 0.04522(17) 0.0384(6) Uani 1 1 d . . .
H25 H 0.1545 0.5842 0.0142 0.046 Uiso 1 1 calc R . .
C26 C 0.1641(3) 0.48117(18) 0.14313(16) 0.0314(5) Uani 1 1 d . . .
H26 H 0.0968 0.5307 0.1786 0.038 Uiso 1 1 calc R . .
C27 C 0.3308(4) 0.4770(3) -0.11583(18) 0.0542(8) Uani 1 1 d . . .
H27A H 0.4242 0.4241 -0.1389 0.081 Uiso 1 1 calc R . .
H27B H 0.3767 0.5490 -0.1289 0.081 Uiso 1 1 calc R . .
H27C H 0.2136 0.4803 -0.1492 0.081 Uiso 1 1 calc R . .
C28 C 0.7669(4) 0.5675(2) 0.3746(2) 0.0573(8) Uani 1 1 d . . .
H28A H 0.7703 0.5549 0.4450 0.086 Uiso 1 1 calc R . .
H28B H 0.7371 0.5013 0.3542 0.086 Uiso 1 1 calc R . .
H28C H 0.6710 0.6275 0.3522 0.086 Uiso 1 1 calc R . .
O8 O 0.9413(3) 0.59424(14) 0.33524(15) 0.0552(5) Uani 1 1 d . . .
H8 H 1.0200 0.5391 0.3464 0.083 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.380(2) . ?
O1 C1 1.432(3) . ?
O2 C3 1.374(3) . ?
O2 C1 1.437(3) . ?
O3 C15 1.364(3) . ?
O3 C19 1.433(3) . ?
O4 C16 1.373(2) . ?
O4 C20 1.439(3) . ?
N1 C18 1.326(3) . ?
N1 C10 1.394(3) . ?
N1 C9 1.482(3) . ?
C2 C7 1.361(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.364(3) . ?
C4 C5 1.401(3) . ?
C5 C6 1.397(3) . ?
C5 C8 1.504(3) . ?
C6 C7 1.419(3) . ?
C6 C10 1.468(3) . ?
C8 C9 1.510(3) . ?
C10 C11 1.365(3) . ?
C11 C12 1.409(3) . ?
C12 C13 1.405(3) . ?
C12 C17 1.424(3) . ?
C13 C14 1.366(3) . ?
C14 C15 1.413(3) . ?
C15 C16 1.376(3) . ?
C16 C17 1.415(3) . ?
C17 C18 1.397(3) . ?
S1 O7 1.4484(16) . ?
S1 O5 1.4507(16) . ?
S1 O6 1.4524(17) . ?
S1 C21 1.776(2) . ?
C21 C22 1.383(3) . ?
C21 C26 1.392(3) . ?
C22 C23 1.391(3) . ?
C23 C24 1.383(3) . ?
C24 C25 1.390(4) . ?
C24 C27 1.509(3) . ?
C25 C26 1.385(3) . ?
C28 O8 1.398(3) . ?

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
C2 O1 C1 104.79(16) . . ?
C3 O2 C1 104.94(17) . . ?
C15 O3 C19 117.72(17) . . ?
C16 O4 C20 113.61(17) . . ?
C18 N1 C10 122.38(18) . . ?
C18 N1 C9 118.83(17) . . ?
C10 N1 C9 118.71(17) . . ?
O1 C1 O2 107.42(17) . . ?
C7 C2 O1 128.0(2) . . ?
C7 C2 C3 122.35(19) . . ?
O1 C2 C3 109.58(18) . . ?
C4 C3 O2 128.2(2) . . ?
C4 C3 C2 122.0(2) . . ?
O2 C3 C2 109.70(19) . . ?
C3 C4 C5 117.3(2) . . ?
C6 C5 C4 120.97(19) . . ?
C6 C5 C8 118.42(19) . . ?
C4 C5 C8 120.58(19) . . ?
C5 C6 C7 120.52(19) . . ?
C5 C6 C10 119.99(18) . . ?
C7 C6 C10 119.36(19) . . ?
C2 C7 C6 116.8(2) . . ?
C5 C8 C9 110.07(17) . . ?
N1 C9 C8 110.00(17) . . ?
C11 C10 N1 117.48(19) . . ?
C11 C10 C6 124.27(18) . . ?
N1 C10 C6 118.22(18) . . ?
C10 C11 C12 122.46(19) . . ?
C13 C12 C11 123.82(18) . . ?
C13 C12 C17 118.23(19) . . ?
C11 C12 C17 117.94(19) . . ?
C14 C13 C12 120.79(19) . . ?
C13 C14 C15 121.1(2) . . ?
O3 C15 C16 117.11(18) . . ?
O3 C15 C14 122.93(19) . . ?
C16 C15 C14 119.95(19) . . ?
O4 C16 C15 121.10(19) . . ?
O4 C16 C17 119.29(19) . . ?
C15 C16 C17 119.54(19) . . ?
C18 C17 C16 121.81(19) . . ?
C18 C17 C12 117.77(19) . . ?
C16 C17 C12 120.40(19) . . ?
N1 C18 C17 121.91(18) . . ?
O7 S1 O5 113.27(11) . . ?
O7 S1 O6 112.28(11) . . ?
O5 S1 O6 112.64(10) . . ?
O7 S1 C21 106.41(10) . . ?
O5 S1 C21 105.70(10) . . ?
O6 S1 C21 105.82(10) . . ?
C22 C21 C26 119.6(2) . . ?
C22 C21 S1 120.87(17) . . ?
C26 C21 S1 119.49(17) . . ?
C21 C22 C23 119.6(2) . . ?
C24 C23 C22 121.8(2) . . ?
C23 C24 C25 117.6(2) . . ?
C23 C24 C27 121.3(2) . . ?
C25 C24 C27 121.1(2) . . ?
C26 C25 C24 121.7(2) . . ?
C25 C26 C21 119.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_BerTPB
_database_code_depnum_ccdc_archive 'CCDC 1481158'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H38 B N O4'
_chemical_formula_weight         655.56

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   13.2946(12)
_cell_length_b                   11.5487(10)
_cell_length_c                   22.664(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.108(5)
_cell_angle_gamma                90.00
_cell_volume                     3414.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    8645
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      22.42

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9841
_exptl_absorpt_correction_T_max  0.9904
_exptl_absorpt_process_details   'SADABS (Bruker-AXs)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         micro-focus
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_measurement_device_type  'Bruker kappa APEX-II CCD Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            66154
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_sigmaI/netI    0.0503
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         5.11
_diffrn_reflns_theta_max         28.28
_reflns_number_total             8426
_reflns_number_gt                5185
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0472P)²+0.7016P] 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_number_reflns         8426
_refine_ls_number_parameters     486
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0960
_refine_ls_R_factor_gt           0.0492
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.1042
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.64698(10) 0.95014(10) 0.00754(6) 0.0538(3) Uani 1 1 d D . .
C3 C 0.52111(14) 0.82856(15) -0.03319(8) 0.0445(4) Uani 1 1 d D . .
C1 C 0.6146(4) 0.9772(4) -0.05525(17) 0.0436(10) Uani 0.762(14) 1 d PDU A 1
H1A H 0.5981 1.0607 -0.0603 0.052 Uiso 0.762(14) 1 calc PR A 1
H1B H 0.6702 0.9593 -0.0773 0.052 Uiso 0.762(14) 1 calc PR A 1
O2 O 0.5264(4) 0.9096(4) -0.07822(12) 0.0505(11) Uani 0.762(14) 1 d PDU A 1
C1' C 0.6310(15) 0.9614(16) -0.0556(6) 0.050(3) Uiso 0.238(14) 1 d PDU A 2
H1C H 0.6970 0.9562 -0.0695 0.060 Uiso 0.238(14) 1 calc PR A 2
H1D H 0.5989 1.0370 -0.0683 0.060 Uiso 0.238(14) 1 calc PR A 2
O2' O 0.5639(11) 0.8676(12) -0.0802(4) 0.046(2) Uani 0.238(14) 1 d PDU A 2
O3 O 0.22340(9) 0.22265(11) 0.08365(5) 0.0508(3) Uani 1 1 d . . .
O4 O 0.09438(9) 0.13624(10) -0.01518(5) 0.0450(3) Uani 1 1 d . B .
N1 N 0.38638(11) 0.52078(13) 0.07283(6) 0.0420(4) Uani 1 1 d D . .
C9 C 0.52169(13) 0.70938(14) 0.07096(7) 0.0381(4) Uani 1 1 d D . .
C7 C 0.4331(2) 0.5850(3) 0.13091(11) 0.0358(8) Uani 0.668(5) 1 d PDU B 1
H7A H 0.3876 0.6494 0.1379 0.043 Uiso 0.668(5) 1 calc PR B 1
H7B H 0.4406 0.5314 0.1656 0.043 Uiso 0.668(5) 1 calc PR B 1
C8 C 0.5360(3) 0.6318(3) 0.12514(12) 0.0351(7) Uani 0.668(5) 1 d PDU B 1
H8A H 0.5829 0.5673 0.1204 0.042 Uiso 0.668(5) 1 calc PR B 1
H8B H 0.5662 0.6760 0.1617 0.042 Uiso 0.668(5) 1 calc PR B 1
C7' C 0.4781(5) 0.5331(5) 0.1239(2) 0.0351(14) Uani 0.332(5) 1 d PDU B 2
H7C H 0.4650 0.4974 0.1613 0.042 Uiso 0.332(5) 1 calc PR B 2
H7D H 0.5404 0.4983 0.1134 0.042 Uiso 0.332(5) 1 calc PR B 2
C8' C 0.4874(6) 0.6623(5) 0.1295(2) 0.0355(14) Uani 0.332(5) 1 d PDU B 2
H8C H 0.5388 0.6832 0.1656 0.043 Uiso 0.332(5) 1 calc PR B 2
H8D H 0.4207 0.6966 0.1334 0.043 Uiso 0.332(5) 1 calc PR B 2
C2 C 0.58846(13) 0.85810(14) 0.01818(8) 0.0379(4) Uani 1 1 d . A .
C4 C 0.45271(15) 0.74097(17) -0.03465(8) 0.0544(5) Uani 1 1 d . A .
H4 H 0.4054 0.7226 -0.0705 0.065 Uiso 1 1 calc R . .
C5 C 0.45432(11) 0.67800(13) 0.01901(7) 0.0313(3) Uani 1 1 d . A .
C6 C 0.38611(11) 0.57811(13) 0.01889(7) 0.0309(3) Uani 1 1 d . A .
C10 C 0.59067(15) 0.80073(15) 0.07082(8) 0.0507(5) Uani 1 1 d . A .
H10 H 0.6375 0.8220 0.1063 0.061 Uiso 1 1 calc R . .
C11 C 0.32263(11) 0.53569(13) -0.03109(7) 0.0313(3) Uani 1 1 d . . .
H11 H 0.3202 0.5743 -0.0684 0.038 Uiso 1 1 calc R B .
C12 C 0.26092(11) 0.43777(13) -0.02977(7) 0.0306(3) Uani 1 1 d . B .
C13 C 0.26665(11) 0.37974(13) 0.02577(7) 0.0315(3) Uani 1 1 d . . .
C14 C 0.33065(13) 0.42686(15) 0.07605(7) 0.0423(4) Uani 1 1 d . B .
H14 H 0.3344 0.3903 0.1139 0.051 Uiso 1 1 calc R . .
C15 C 0.20843(12) 0.27855(14) 0.02971(7) 0.0347(4) Uani 1 1 d . B .
C16 C 0.14521(12) 0.23605(14) -0.02134(7) 0.0359(4) Uani 1 1 d . . .
C17 C 0.13821(13) 0.29625(15) -0.07600(7) 0.0410(4) Uani 1 1 d . B .
H17 H 0.0933 0.2681 -0.1108 0.049 Uiso 1 1 calc R . .
C18 C 0.19395(13) 0.39359(15) -0.08041(7) 0.0404(4) Uani 1 1 d . . .
H18 H 0.1876 0.4320 -0.1180 0.048 Uiso 1 1 calc R B .
C19 C 0.13568(19) 0.2140(2) 0.11154(10) 0.0764(7) Uani 1 1 d . . .
H19A H 0.1199 0.2904 0.1262 0.115 Uiso 1 1 calc R . .
H19B H 0.1503 0.1598 0.1454 0.115 Uiso 1 1 calc R . .
H19C H 0.0768 0.1860 0.0821 0.115 Uiso 1 1 calc R . .
C20 C 0.02982(14) 0.08996(15) -0.06786(8) 0.0476(5) Uani 1 1 d . . .
H20A H -0.0226 0.1471 -0.0843 0.071 Uiso 1 1 calc R B .
H20B H -0.0034 0.0192 -0.0573 0.071 Uiso 1 1 calc R . .
H20C H 0.0713 0.0719 -0.0980 0.071 Uiso 1 1 calc R . .
B1 B 0.25453(13) 0.67222(15) 0.74037(8) 0.0302(4) Uani 1 1 d . . .
C21 C 0.19434(11) 0.54822(13) 0.73797(6) 0.0307(3) Uani 1 1 d . . .
C22 C 0.08786(12) 0.54205(14) 0.71719(7) 0.0353(4) Uani 1 1 d . . .
H22 H 0.0534 0.6089 0.6990 0.042 Uiso 1 1 calc R . .
C23 C 0.03074(13) 0.44354(16) 0.72189(7) 0.0437(4) Uani 1 1 d . . .
H23 H -0.0412 0.4439 0.7074 0.052 Uiso 1 1 calc R . .
C24 C 0.07853(14) 0.34461(16) 0.74764(7) 0.0443(4) Uani 1 1 d . . .
H24 H 0.0399 0.2767 0.7514 0.053 Uiso 1 1 calc R . .
C25 C 0.18282(14) 0.34588(15) 0.76778(7) 0.0420(4) Uani 1 1 d . . .
H25 H 0.2167 0.2781 0.7851 0.050 Uiso 1 1 calc R . .
C26 C 0.23911(13) 0.44573(14) 0.76293(7) 0.0357(4) Uani 1 1 d . . .
H26 H 0.3111 0.4441 0.7772 0.043 Uiso 1 1 calc R . .
C27 C 0.21157(11) 0.74412(13) 0.67721(7) 0.0314(3) Uani 1 1 d . . .
C28 C 0.15075(13) 0.84322(15) 0.67285(8) 0.0430(4) Uani 1 1 d . . .
H28 H 0.1330 0.8734 0.7085 0.052 Uiso 1 1 calc R . .
C29 C 0.11482(15) 0.89996(17) 0.61879(9) 0.0545(5) Uani 1 1 d . . .
H29 H 0.0735 0.9672 0.6183 0.065 Uiso 1 1 calc R . .
C30 C 0.13839(15) 0.85971(18) 0.56611(9) 0.0546(5) Uani 1 1 d . . .
H30 H 0.1144 0.8987 0.5292 0.066 Uiso 1 1 calc R . .
C31 C 0.19717(14) 0.76231(19) 0.56797(8) 0.0532(5) Uani 1 1 d . . .
H31 H 0.2141 0.7328 0.5320 0.064 Uiso 1 1 calc R . .
C32 C 0.23234(13) 0.70623(17) 0.62218(8) 0.0445(4) Uani 1 1 d . . .
H32 H 0.2727 0.6384 0.6219 0.053 Uiso 1 1 calc R . .
C33 C 0.23058(11) 0.74406(13) 0.79899(7) 0.0305(3) Uani 1 1 d . . .
C34 C 0.17906(12) 0.69623(14) 0.84124(7) 0.0348(4) Uani 1 1 d . . .
H34 H 0.1528 0.6198 0.8348 0.042 Uiso 1 1 calc R . .
C35 C 0.16422(13) 0.75524(16) 0.89250(7) 0.0417(4) Uani 1 1 d . . .
H35 H 0.1284 0.7189 0.9199 0.050 Uiso 1 1 calc R . .
C36 C 0.20123(13) 0.86584(16) 0.90346(8) 0.0466(5) Uani 1 1 d . . .
H36 H 0.1935 0.9056 0.9390 0.056 Uiso 1 1 calc R . .
C37 C 0.24987(13) 0.91812(16) 0.86194(8) 0.0456(4) Uani 1 1 d . . .
H37 H 0.2745 0.9952 0.8684 0.055 Uiso 1 1 calc R . .
C38 C 0.26291(12) 0.85910(14) 0.81098(8) 0.0375(4) Uani 1 1 d . . .
H38 H 0.2952 0.8980 0.7827 0.045 Uiso 1 1 calc R . .
C39 C 0.37970(11) 0.65399(13) 0.74620(7) 0.0310(3) Uani 1 1 d . . .
C40 C 0.41899(12) 0.57006(14) 0.71159(7) 0.0363(4) Uani 1 1 d . . .
H40 H 0.3721 0.5194 0.6873 0.044 Uiso 1 1 calc R . .
C41 C 0.52239(12) 0.55752(15) 0.71121(8) 0.0402(4) Uani 1 1 d . . .
H41 H 0.5446 0.4999 0.6867 0.048 Uiso 1 1 calc R . .
C42 C 0.59346(12) 0.62841(15) 0.74637(8) 0.0416(4) Uani 1 1 d . . .
H42 H 0.6645 0.6205 0.7460 0.050 Uiso 1 1 calc R . .
C43 C 0.55952(12) 0.71091(15) 0.78196(8) 0.0401(4) Uani 1 1 d . . .
H43 H 0.6074 0.7604 0.8064 0.048 Uiso 1 1 calc R . .
C44 C 0.45512(12) 0.72185(14) 0.78207(7) 0.0346(4) Uani 1 1 d . . .
H44 H 0.4340 0.7781 0.8077 0.042 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.3658(19) . ?
O1 C1' 1.411(14) . ?
O1 C1 1.439(4) . ?
C3 C4 1.356(2) . ?
C3 C2 1.368(2) . ?
C3 O2' 1.376(7) . ?
C3 O2 1.396(3) . ?
C1 O2 1.422(4) . ?
C1' O2' 1.446(14) . ?
O3 C15 1.3628(18) . ?
O3 C19 1.433(2) . ?
O4 C16 1.3570(19) . ?
O4 C20 1.433(2) . ?
N1 C14 1.323(2) . ?
N1 C6 1.3897(19) . ?
N1 C7' 1.517(5) . ?
N1 C7 1.534(3) . ?
C9 C5 1.383(2) . ?
C9 C10 1.398(2) . ?
C9 C8 1.502(3) . ?
C9 C8' 1.580(6) . ?
C7 C8 1.499(5) . ?
C7' C8' 1.500(9) . ?
C2 C10 1.360(2) . ?
C4 C5 1.414(2) . ?
C5 C6 1.467(2) . ?
C6 C11 1.366(2) . ?
C11 C12 1.401(2) . ?
C12 C18 1.406(2) . ?
C12 C13 1.415(2) . ?
C13 C14 1.395(2) . ?
C13 C15 1.414(2) . ?
C15 C16 1.383(2) . ?
C16 C17 1.408(2) . ?
C17 C18 1.361(2) . ?
B1 C21 1.636(2) . ?
B1 C33 1.649(2) . ?
B1 C39 1.657(2) . ?
B1 C27 1.658(2) . ?
C21 C26 1.395(2) . ?
C21 C22 1.405(2) . ?
C22 C23 1.383(2) . ?
C23 C24 1.381(3) . ?
C24 C25 1.374(2) . ?
C25 C26 1.390(2) . ?
C27 C28 1.394(2) . ?
C27 C32 1.398(2) . ?
C28 C29 1.390(2) . ?
C29 C30 1.373(3) . ?
C30 C31 1.366(3) . ?
C31 C32 1.388(2) . ?
C33 C34 1.394(2) . ?
C33 C38 1.407(2) . ?
C34 C35 1.393(2) . ?
C35 C36 1.374(3) . ?
C36 C37 1.379(3) . ?
C37 C38 1.381(2) . ?
C39 C44 1.402(2) . ?
C39 C40 1.409(2) . ?
C40 C41 1.384(2) . ?
C41 C42 1.381(2) . ?
C42 C43 1.379(2) . ?
C43 C44 1.394(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1' 105.8(6) . . ?
C2 O1 C1 105.78(19) . . ?
C4 C3 C2 122.18(16) . . ?
C4 C3 O2' 126.9(4) . . ?
C2 C3 O2' 106.0(4) . . ?
C4 C3 O2 127.56(18) . . ?
C2 C3 O2 109.77(16) . . ?
O2 C1 O1 108.1(3) . . ?
C3 O2 C1 104.7(2) . . ?
O1 C1' O2' 106.4(10) . . ?
C3 O2' C1' 105.3(8) . . ?
C15 O3 C19 115.97(15) . . ?
C16 O4 C20 117.48(13) . . ?
C14 N1 C6 122.17(13) . . ?
C14 N1 C7' 114.3(2) . . ?
C6 N1 C7' 119.4(2) . . ?
C14 N1 C7 119.19(15) . . ?
C6 N1 C7 117.14(15) . . ?
C5 C9 C10 120.87(15) . . ?
C5 C9 C8 119.89(16) . . ?
C10 C9 C8 118.19(17) . . ?
C5 C9 C8' 112.3(3) . . ?
C10 C9 C8' 123.9(2) . . ?
C8 C7 N1 109.0(2) . . ?
C7 C8 C9 108.2(3) . . ?
C8' C7' N1 101.5(5) . . ?
C7' C8' C9 107.6(5) . . ?
C10 C2 O1 128.12(16) . . ?
C10 C2 C3 121.66(15) . . ?
O1 C2 C3 110.21(15) . . ?
C3 C4 C5 117.63(16) . . ?
C9 C5 C4 119.83(15) . . ?
C9 C5 C6 120.41(14) . . ?
C4 C5 C6 119.75(14) . . ?
C11 C6 N1 117.06(14) . . ?
C11 C6 C5 124.49(14) . . ?
N1 C6 C5 118.44(13) . . ?
C2 C10 C9 117.79(16) . . ?
C6 C11 C12 122.85(14) . . ?
C11 C12 C18 123.84(14) . . ?
C11 C12 C13 118.03(14) . . ?
C18 C12 C13 118.12(14) . . ?
C14 C13 C15 121.74(14) . . ?
C14 C13 C12 117.50(14) . . ?
C15 C13 C12 120.75(14) . . ?
N1 C14 C13 122.32(15) . . ?
O3 C15 C16 122.88(14) . . ?
O3 C15 C13 117.46(14) . . ?
C16 C15 C13 119.50(14) . . ?
O4 C16 C15 116.74(14) . . ?
O4 C16 C17 124.08(15) . . ?
C15 C16 C17 119.18(15) . . ?
C18 C17 C16 121.88(15) . . ?
C17 C18 C12 120.53(15) . . ?
C21 B1 C33 107.34(12) . . ?
C21 B1 C39 111.63(12) . . ?
C33 B1 C39 110.28(12) . . ?
C21 B1 C27 108.94(12) . . ?
C33 B1 C27 110.85(12) . . ?
C39 B1 C27 107.82(12) . . ?
C26 C21 C22 114.62(14) . . ?
C26 C21 B1 124.15(14) . . ?
C22 C21 B1 120.68(14) . . ?
C23 C22 C21 123.27(16) . . ?
C24 C23 C22 119.89(16) . . ?
C25 C24 C23 118.97(16) . . ?
C24 C25 C26 120.44(16) . . ?
C25 C26 C21 122.80(15) . . ?
C28 C27 C32 113.91(15) . . ?
C28 C27 B1 124.82(14) . . ?
C32 C27 B1 121.25(14) . . ?
C29 C28 C27 123.07(17) . . ?
C30 C29 C28 120.64(19) . . ?
C31 C30 C29 118.50(17) . . ?
C30 C31 C32 120.33(18) . . ?
C31 C32 C27 123.55(17) . . ?
C34 C33 C38 114.44(14) . . ?
C34 C33 B1 123.43(14) . . ?
C38 C33 B1 122.11(14) . . ?
C35 C34 C33 123.10(16) . . ?
C36 C35 C34 120.14(16) . . ?
C35 C36 C37 118.82(16) . . ?
C36 C37 C38 120.37(17) . . ?
C37 C38 C33 123.02(16) . . ?
C44 C39 C40 114.00(14) . . ?
C44 C39 B1 124.75(13) . . ?
C40 C39 B1 121.15(13) . . ?
C41 C40 C39 123.41(15) . . ?
C42 C41 C40 120.28(16) . . ?
C43 C42 C41 118.84(15) . . ?
C42 C43 C44 120.11(16) . . ?
C43 C44 C39 123.31(15) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_BerLau
_database_code_depnum_ccdc_archive 'CCDC 1481159'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H49 N O10'
_chemical_formula_weight         607.72

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   11.3010(5)
_cell_length_b                   6.6661(3)
_cell_length_c                   43.6661(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.490(3)
_cell_angle_gamma                90.00
_cell_volume                     3268.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    2647
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      19.99

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            41622
_diffrn_reflns_av_R_equivalents  0.1974
_diffrn_reflns_av_sigmaI/netI    0.1895
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_theta_min         5.11
_diffrn_reflns_theta_max         26.37
_reflns_number_total             6626
_reflns_number_gt                2456
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0375P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6626
_refine_ls_number_parameters     514
_refine_ls_number_restraints     384
_refine_ls_R_factor_all          0.1765
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1330
_refine_ls_wR_factor_gt          0.1089
_refine_ls_goodness_of_fit_ref   0.838
_refine_ls_restrained_S_all      0.817
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.34668(19) 0.4106(4) 0.16080(5) 0.0296(6) Uani 1 1 d . . .
O1 O 0.3253(2) 1.2365(3) 0.08568(5) 0.0541(6) Uani 1 1 d . . .
O2 O 0.13023(19) 1.1296(3) 0.08632(5) 0.0574(7) Uani 1 1 d . . .
O3 O 0.30792(17) -0.1203(3) 0.20452(4) 0.0406(6) Uani 1 1 d . . .
O4 O 0.08382(17) -0.2353(3) 0.22109(4) 0.0445(6) Uani 1 1 d . . .
C1 C 0.2021(3) 1.2897(5) 0.07681(7) 0.0540(10) Uani 1 1 d . . .
H1A H 0.1827 1.4166 0.0869 0.065 Uiso 1 1 calc R . .
H1B H 0.1875 1.3083 0.0542 0.065 Uiso 1 1 calc R . .
C2 C 0.3239(3) 1.0657(5) 0.10286(7) 0.0395(8) Uani 1 1 d . . .
C3 C 0.2073(3) 0.9996(5) 0.10358(7) 0.0409(8) Uani 1 1 d . . .
C4 C 0.1793(3) 0.8317(5) 0.11894(7) 0.0381(8) Uani 1 1 d . . .
H4 H 0.0991 0.7899 0.1193 0.046 Uiso 1 1 calc R . .
C5 C 0.2771(3) 0.7211(5) 0.13452(6) 0.0306(7) Uani 1 1 d . . .
C6 C 0.3934(3) 0.7896(5) 0.13400(6) 0.0332(8) Uani 1 1 d . . .
C7 C 0.4184(3) 0.9622(5) 0.11799(7) 0.0392(8) Uani 1 1 d . . .
H7 H 0.4980 1.0070 0.1175 0.047 Uiso 1 1 calc R . .
C8 C 0.4924(3) 0.6731(5) 0.15216(7) 0.0393(8) Uani 1 1 d . . .
H8A H 0.5686 0.6996 0.1437 0.047 Uiso 1 1 calc R . .
H8B H 0.5007 0.7171 0.1740 0.047 Uiso 1 1 calc R . .
C9 C 0.4652(2) 0.4532(5) 0.15038(7) 0.0388(8) Uani 1 1 d . . .
H9A H 0.4658 0.4066 0.1289 0.047 Uiso 1 1 calc R . .
H9B H 0.5275 0.3787 0.1635 0.047 Uiso 1 1 calc R . .
C10 C 0.2522(2) 0.5432(4) 0.15208(6) 0.0282(7) Uani 1 1 d . . .
C11 C 0.1437(2) 0.4897(5) 0.16063(6) 0.0332(8) Uani 1 1 d . . .
H11 H 0.0781 0.5771 0.1555 0.040 Uiso 1 1 calc R . .
C12 C 0.1247(2) 0.3121(5) 0.17663(6) 0.0309(8) Uani 1 1 d . . .
C13 C 0.2219(2) 0.1805(5) 0.18426(6) 0.0261(7) Uani 1 1 d . . .
C14 C 0.3335(3) 0.2412(4) 0.17617(6) 0.0303(7) Uani 1 1 d . . .
H14 H 0.4012 0.1591 0.1818 0.036 Uiso 1 1 calc R . .
C15 C 0.2082(3) -0.0015(5) 0.19969(6) 0.0305(7) Uani 1 1 d . . .
C16 C 0.0957(3) -0.0545(5) 0.20714(6) 0.0337(8) Uani 1 1 d . . .
C17 C -0.0008(3) 0.0797(5) 0.19972(7) 0.0377(8) Uani 1 1 d . . .
H17 H -0.0771 0.0452 0.2053 0.045 Uiso 1 1 calc R . .
C18 C 0.0127(3) 0.2549(5) 0.18505(7) 0.0403(8) Uani 1 1 d . . .
H18 H -0.0540 0.3406 0.1803 0.048 Uiso 1 1 calc R . .
C19 C 0.3327(3) -0.2321(5) 0.23237(7) 0.0547(10) Uani 1 1 d . . .
H19A H 0.3162 -0.1488 0.2499 0.082 Uiso 1 1 calc R . .
H19B H 0.4166 -0.2724 0.2349 0.082 Uiso 1 1 calc R . .
H19C H 0.2822 -0.3520 0.2314 0.082 Uiso 1 1 calc R . .
C20 C -0.0292(3) -0.2857(5) 0.23096(9) 0.0667(11) Uani 1 1 d . . .
H20A H -0.0524 -0.1820 0.2450 0.100 Uiso 1 1 calc R . .
H20B H -0.0231 -0.4153 0.2416 0.100 Uiso 1 1 calc R . .
H20C H -0.0893 -0.2945 0.2130 0.100 Uiso 1 1 calc R . .
O5 O 1.24696(17) 1.1219(3) 0.64959(4) 0.0407(6) Uani 1 1 d D A .
O6 O 1.21659(18) 1.4508(4) 0.64392(5) 0.0518(6) Uani 1 1 d D A .
C21 C 1.2528(3) 1.2843(6) 0.63502(7) 0.0375(8) Uani 1 1 d DU . .
C22 C 1.3098(15) 1.269(3) 0.6052(2) 0.054(5) Uani 0.475(5) 1 d PDU A 1
H22A H 1.3592 1.3897 0.6030 0.065 Uiso 0.475(5) 1 calc PR A 1
H22B H 1.3630 1.1507 0.6062 0.065 Uiso 0.475(5) 1 calc PR A 1
C23 C 1.2185(8) 1.2506(14) 0.57697(17) 0.059(2) Uani 0.475(5) 1 d PDU A 1
H23A H 1.2603 1.2431 0.5583 0.070 Uiso 0.475(5) 1 calc PR A 1
H23B H 1.1676 1.3719 0.5753 0.070 Uiso 0.475(5) 1 calc PR A 1
C24 C 1.1390(17) 1.063(3) 0.5786(5) 0.049(4) Uani 0.475(5) 1 d PDU A 1
H24A H 1.0925 1.0748 0.5964 0.059 Uiso 0.475(5) 1 calc PR A 1
H24B H 1.1902 0.9421 0.5818 0.059 Uiso 0.475(5) 1 calc PR A 1
C25 C 1.0525(7) 1.0361(14) 0.54860(16) 0.056(2) Uani 0.475(5) 1 d PDU A 1
H25A H 1.0048 1.1600 0.5448 0.067 Uiso 0.475(5) 1 calc PR A 1
H25B H 1.0994 1.0168 0.5310 0.067 Uiso 0.475(5) 1 calc PR A 1
C26 C 0.968(2) 0.858(4) 0.5502(4) 0.066(5) Uani 0.475(5) 1 d PDU A 1
H26A H 1.0167 0.7379 0.5563 0.079 Uiso 0.475(5) 1 calc PR A 1
H26B H 0.9170 0.8848 0.5667 0.079 Uiso 0.475(5) 1 calc PR A 1
C27 C 0.8892(7) 0.8116(14) 0.52075(17) 0.059(2) Uani 0.475(5) 1 d PDU A 1
H27A H 0.8406 0.9320 0.5149 0.071 Uiso 0.475(5) 1 calc PR A 1
H27B H 0.9409 0.7875 0.5043 0.071 Uiso 0.475(5) 1 calc PR A 1
C28 C 0.807(2) 0.637(4) 0.5217(5) 0.061(5) Uani 0.475(5) 1 d PDU A 1
H28A H 0.7504 0.6671 0.5367 0.073 Uiso 0.475(5) 1 calc PR A 1
H28B H 0.8550 0.5196 0.5296 0.073 Uiso 0.475(5) 1 calc PR A 1
C29 C 0.7372(7) 0.5776(14) 0.49199(16) 0.056(2) Uani 0.475(5) 1 d PDU A 1
H29A H 0.7938 0.5537 0.4767 0.067 Uiso 0.475(5) 1 calc PR A 1
H29B H 0.6866 0.6929 0.4846 0.067 Uiso 0.475(5) 1 calc PR A 1
C30 C 0.659(2) 0.396(5) 0.4924(5) 0.058(5) Uani 0.475(5) 1 d PDU A 1
H30A H 0.6023 0.4177 0.5079 0.069 Uiso 0.475(5) 1 calc PR A 1
H30B H 0.7087 0.2791 0.4991 0.069 Uiso 0.475(5) 1 calc PR A 1
C31 C 0.5881(9) 0.3483(16) 0.4619(2) 0.070(3) Uani 0.475(5) 1 d PDU A 1
H31A H 0.6439 0.3186 0.4466 0.084 Uiso 0.475(5) 1 calc PR A 1
H31B H 0.5406 0.4673 0.4546 0.084 Uiso 0.475(5) 1 calc PR A 1
C32 C 0.5048(19) 0.170(3) 0.4640(7) 0.074(5) Uani 0.475(5) 1 d PDU A 1
H32A H 0.5512 0.0519 0.4715 0.111 Uiso 0.475(5) 1 calc PR A 1
H32B H 0.4632 0.1412 0.4435 0.111 Uiso 0.475(5) 1 calc PR A 1
H32C H 0.4464 0.2013 0.4783 0.111 Uiso 0.475(5) 1 calc PR A 1
C22' C 1.3021(14) 1.291(3) 0.6043(2) 0.056(4) Uani 0.525(5) 1 d PDU A 2
H22C H 1.2726 1.4133 0.5931 0.067 Uiso 0.525(5) 1 calc PR A 2
H22D H 1.3901 1.3000 0.6079 0.067 Uiso 0.525(5) 1 calc PR A 2
C23' C 1.2683(7) 1.1105(14) 0.58456(16) 0.060(2) Uani 0.525(5) 1 d PDU A 2
H23C H 1.2957 0.9882 0.5961 0.072 Uiso 0.525(5) 1 calc PR A 2
H23D H 1.3105 1.1171 0.5659 0.072 Uiso 0.525(5) 1 calc PR A 2
C24' C 1.1333(14) 1.092(3) 0.5745(4) 0.054(5) Uani 0.525(5) 1 d PDU A 2
H24C H 1.1073 1.2028 0.5602 0.065 Uiso 0.525(5) 1 calc PR A 2
H24D H 1.0893 1.1037 0.5928 0.065 Uiso 0.525(5) 1 calc PR A 2
C25' C 1.1041(6) 0.8874(13) 0.55832(17) 0.061(2) Uani 0.525(5) 1 d PDU A 2
H25C H 1.1478 0.8787 0.5399 0.073 Uiso 0.525(5) 1 calc PR A 2
H25D H 1.1336 0.7783 0.5726 0.073 Uiso 0.525(5) 1 calc PR A 2
C26' C 0.9741(16) 0.854(3) 0.5484(3) 0.049(4) Uani 0.525(5) 1 d PDU A 2
H26C H 0.9314 0.8534 0.5670 0.059 Uiso 0.525(5) 1 calc PR A 2
H26D H 0.9435 0.9680 0.5354 0.059 Uiso 0.525(5) 1 calc PR A 2
C27' C 0.9447(6) 0.6650(13) 0.53107(16) 0.064(2) Uani 0.525(5) 1 d PDU A 2
H27C H 0.9894 0.6656 0.5128 0.077 Uiso 0.525(5) 1 calc PR A 2
H27D H 0.9758 0.5520 0.5443 0.077 Uiso 0.525(5) 1 calc PR A 2
C28' C 0.8184(15) 0.620(3) 0.5201(4) 0.052(4) Uani 0.525(5) 1 d PDU A 2
H28C H 0.7745 0.6100 0.5384 0.063 Uiso 0.525(5) 1 calc PR A 2
H28D H 0.7855 0.7369 0.5080 0.063 Uiso 0.525(5) 1 calc PR A 2
C29' C 0.7906(6) 0.4379(13) 0.50109(16) 0.061(2) Uani 0.525(5) 1 d PDU A 2
H29C H 0.8208 0.3203 0.5134 0.073 Uiso 0.525(5) 1 calc PR A 2
H29D H 0.8363 0.4455 0.4831 0.073 Uiso 0.525(5) 1 calc PR A 2
C30' C 0.6621(19) 0.398(5) 0.4893(5) 0.061(4) Uani 0.525(5) 1 d PDU A 2
H30C H 0.6153 0.3867 0.5070 0.073 Uiso 0.525(5) 1 calc PR A 2
H30D H 0.6307 0.5138 0.4767 0.073 Uiso 0.525(5) 1 calc PR A 2
C31' C 0.6445(7) 0.2117(16) 0.4703(2) 0.088(3) Uani 0.525(5) 1 d PDU A 2
H31C H 0.6741 0.0962 0.4832 0.105 Uiso 0.525(5) 1 calc PR A 2
H31D H 0.6943 0.2215 0.4531 0.105 Uiso 0.525(5) 1 calc PR A 2
C32' C 0.5157(15) 0.167(4) 0.4567(6) 0.106(8) Uani 0.525(5) 1 d PDU A 2
H32D H 0.4658 0.1497 0.4734 0.159 Uiso 0.525(5) 1 calc PR A 2
H32E H 0.5139 0.0444 0.4443 0.159 Uiso 0.525(5) 1 calc PR A 2
H32F H 0.4852 0.2795 0.4436 0.159 Uiso 0.525(5) 1 calc PR A 2
O7 O 0.6153(2) 0.2252(4) 0.35608(6) 0.0708(8) Uani 1 1 d D . .
H7C H 0.668(3) 0.353(4) 0.3559(8) 0.085 Uiso 1 1 d D . .
H7D H 0.673(3) 0.101(4) 0.3571(8) 0.085 Uiso 1 1 d D . .
O8 O 0.8584(2) 0.2317(4) 0.26468(5) 0.0461(6) Uani 1 1 d . . .
H8C H 0.875(3) 0.355(5) 0.2771(7) 0.055 Uiso 1 1 d . . .
H8D H 0.822(3) 0.283(4) 0.2477(7) 0.055 Uiso 1 1 d . . .
O9 O 0.89508(19) 0.5458(3) 0.30453(5) 0.0464(6) Uani 1 1 d . . .
H9C H 0.863(3) 0.674(5) 0.2976(7) 0.056 Uiso 1 1 d . . .
H9D H 0.854(3) 0.578(4) 0.3215(7) 0.056 Uiso 1 1 d . . .
O10 O 0.7729(2) 0.8941(4) 0.28818(5) 0.0479(7) Uani 1 1 d . . .
H10C H 0.802(3) 1.029(5) 0.2811(7) 0.058 Uiso 1 1 d . . .
H10D H 0.767(3) 0.892(5) 0.3049(7) 0.058 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
N1 C14 1.330(3) . ?
N1 C10 1.405(3) . ?
N1 C9 1.490(3) . ?
O1 C2 1.364(3) . ?
O1 C1 1.446(4) . ?
O2 C3 1.389(3) . ?
O2 C1 1.431(4) . ?
O3 C15 1.374(3) . ?
O3 C19 1.427(3) . ?
O4 C16 1.364(3) . ?
O4 C20 1.433(3) . ?
C2 C7 1.376(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.360(4) . ?
C4 C5 1.435(4) . ?
C5 C6 1.394(4) . ?
C5 C10 1.457(4) . ?
C6 C7 1.391(4) . ?
C6 C8 1.511(4) . ?
C8 C9 1.498(4) . ?
C10 C11 1.368(3) . ?
C11 C12 1.404(4) . ?
C12 C18 1.410(4) . ?
C12 C13 1.416(4) . ?
C13 C15 1.405(4) . ?
C13 C14 1.407(4) . ?
C15 C16 1.393(4) . ?
C16 C17 1.419(4) . ?
C17 C18 1.349(4) . ?
O5 C21 1.261(4) . ?
O6 C21 1.259(4) . ?
C21 C22' 1.509(9) . ?
C21 C22 1.521(10) . ?
C22 C23 1.519(14) . ?
C23 C24 1.548(15) . ?
C24 C25 1.553(15) . ?
C25 C26 1.525(15) . ?
C26 C27 1.515(14) . ?
C27 C28 1.492(16) . ?
C28 C29 1.493(15) . ?
C29 C30 1.501(19) . ?
C30 C31 1.506(18) . ?
C31 C32 1.528(14) . ?
C22' C23' 1.504(12) . ?
C23' C24' 1.544(14) . ?
C24' C25' 1.555(14) . ?
C25' C26' 1.501(14) . ?
C26' C27' 1.486(15) . ?
C27' C28' 1.484(14) . ?
C28' C29' 1.484(14) . ?
C29' C30' 1.509(17) . ?
C30' C31' 1.494(17) . ?
C31' C32' 1.538(13) . ?

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
C14 N1 C10 123.1(2) . . ?
C14 N1 C9 118.1(2) . . ?
C10 N1 C9 118.6(2) . . ?
C2 O1 C1 106.4(3) . . ?
C3 O2 C1 106.3(2) . . ?
C15 O3 C19 120.7(2) . . ?
C16 O4 C20 118.5(2) . . ?
O2 C1 O1 107.5(2) . . ?
O1 C2 C7 128.8(3) . . ?
O1 C2 C3 110.2(3) . . ?
C7 C2 C3 121.0(3) . . ?
C4 C3 O2 127.9(3) . . ?
C4 C3 C2 123.0(3) . . ?
O2 C3 C2 109.1(3) . . ?
C3 C4 C5 116.5(3) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 C10 121.0(3) . . ?
C4 C5 C10 118.9(3) . . ?
C7 C6 C5 121.6(3) . . ?
C7 C6 C8 120.6(3) . . ?
C5 C6 C8 117.8(3) . . ?
C2 C7 C6 117.7(3) . . ?
C9 C8 C6 109.9(2) . . ?
N1 C9 C8 110.9(2) . . ?
C11 C10 N1 116.0(3) . . ?
C11 C10 C5 126.0(3) . . ?
N1 C10 C5 117.9(3) . . ?
C10 C11 C12 123.2(3) . . ?
C11 C12 C18 123.4(3) . . ?
C11 C12 C13 118.8(3) . . ?
C18 C12 C13 117.8(3) . . ?
C15 C13 C14 121.3(3) . . ?
C15 C13 C12 121.5(3) . . ?
C14 C13 C12 117.2(3) . . ?
N1 C14 C13 121.7(3) . . ?
O3 C15 C16 124.9(3) . . ?
O3 C15 C13 116.0(3) . . ?
C16 C15 C13 119.0(3) . . ?
O4 C16 C15 117.8(3) . . ?
O4 C16 C17 123.2(3) . . ?
C15 C16 C17 119.0(3) . . ?
C18 C17 C16 121.9(3) . . ?
C17 C18 C12 120.8(3) . . ?
O6 C21 O5 124.3(3) . . ?
O6 C21 C22' 114.4(9) . . ?
O5 C21 C22' 121.3(8) . . ?
O6 C21 C22 120.5(9) . . ?
O5 C21 C22 115.3(9) . . ?
C22' C21 C22 6.5(17) . . ?
C23 C22 C21 112.7(10) . . ?
C22 C23 C24 111.9(11) . . ?
C23 C24 C25 111.6(15) . . ?
C26 C25 C24 112.7(12) . . ?
C27 C26 C25 115.6(15) . . ?
C28 C27 C26 116.6(13) . . ?
C27 C28 C29 117.0(17) . . ?
C28 C29 C30 117.3(14) . . ?
C29 C30 C31 115(2) . . ?
C30 C31 C32 112.5(15) . . ?
C23' C22' C21 113.0(9) . . ?
C22' C23' C24' 113.9(11) . . ?
C23' C24' C25' 110.6(14) . . ?
C26' C25' C24' 114.4(12) . . ?
C27' C26' C25' 115.4(16) . . ?
C28' C27' C26' 119.2(12) . . ?
C29' C28' C27' 118.7(16) . . ?
C28' C29' C30' 118.0(13) . . ?
C31' C30' C29' 113.5(19) . . ?
C30' C31' C32' 115.8(15) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.042
####################################################################### 
# 
# 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_BerDS
_database_code_depnum_ccdc_archive 'CCDC 1481160'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H44 N O8.50 S'
_chemical_formula_weight         610.74

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   43.206(9)
_cell_length_b                   7.0750(16)
_cell_length_c                   22.126(5)
_cell_angle_alpha                90
_cell_angle_beta                 111.687(12)
_cell_angle_gamma                90
_cell_volume                     6285(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    3460
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      19.73

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             2616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.156
_shelx_estimated_absorpt_T_min   0.886
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6025
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus selaed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27802
_diffrn_reflns_av_unetI/netI     0.1349
_diffrn_reflns_av_R_equivalents  0.1333
_diffrn_reflns_limit_h_min       -50
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         5.137
_diffrn_reflns_theta_max         24.713
_diffrn_reflns_theta_full        24.713
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             5285
_reflns_number_gt                2450
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0924P)²+18.2688P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5285
_refine_ls_number_parameters     502
_refine_ls_number_restraints     433
_refine_ls_R_factor_all          0.2102
_refine_ls_R_factor_gt           0.0910
_refine_ls_wR_factor_ref         0.2611
_refine_ls_wR_factor_gt          0.2005
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.48850(13) 0.8011(5) 0.0759(2) 0.0441(11) Uani 1 1 d . . . . .
O1 O 0.64430(14) 0.8167(6) 0.2471(2) 0.0831(14) Uani 1 1 d . . . . .
O2 O 0.63897(13) 0.8287(6) 0.1392(2) 0.0796(13) Uani 1 1 d . . . . .
O3 O 0.38108(12) 0.7002(6) -0.18366(19) 0.0725(12) Uani 1 1 d . . . . .
O4 O 0.39309(10) 0.7635(6) -0.05630(18) 0.0670(11) Uani 1 1 d . . . . .
C1 C 0.6614(2) 0.8479(14) 0.2047(5) 0.116(3) Uani 1 1 d . . . . .
H1A H 0.6798 0.7552 0.2138 0.139 Uiso 1 1 calc R U . . .
H1B H 0.6712 0.9763 0.2116 0.139 Uiso 1 1 calc R U . . .
C2 C 0.6116(2) 0.8072(8) 0.2076(3) 0.0625(17) Uani 1 1 d . . . . .
C3 C 0.6081(2) 0.8140(8) 0.1434(3) 0.0624(16) Uani 1 1 d . . . . .
C4 C 0.57803(17) 0.8074(7) 0.0943(3) 0.0533(15) Uani 1 1 d . . . . .
H4 H 0.5761 0.8140 0.0502 0.064 Uiso 1 1 calc R U . . .
C5 C 0.54944(15) 0.7904(6) 0.1109(2) 0.0448(13) Uani 1 1 d . . . . .
C6 C 0.55320(16) 0.7830(7) 0.1764(3) 0.0524(15) Uani 1 1 d . . . . .
C7 C 0.58489(19) 0.7895(7) 0.2258(3) 0.0616(17) Uani 1 1 d . . . . .
H7 H 0.5876 0.7819 0.2703 0.074 Uiso 1 1 calc R U . . .
C8 C 0.52232(15) 0.7583(7) 0.1920(2) 0.0564(16) Uani 1 1 d . . . . .
H8A H 0.5171 0.6220 0.1919 0.068 Uiso 1 1 calc R U . . .
H8B H 0.5264 0.8085 0.2361 0.068 Uiso 1 1 calc R U . . .
C9 C 0.49313(15) 0.8601(7) 0.1431(2) 0.0535(15) Uani 1 1 d . . . . .
H9A H 0.4727 0.8315 0.1517 0.064 Uiso 1 1 calc R U . . .
H9B H 0.4970 0.9982 0.1477 0.064 Uiso 1 1 calc R U . . .
C10 C 0.51663(15) 0.7766(6) 0.0593(3) 0.0443(14) Uani 1 1 d . . . . .
C11 C 0.51075(15) 0.7389(6) -0.0049(3) 0.0461(14) Uani 1 1 d . . . . .
H11 H 0.5293 0.7203 -0.0176 0.055 Uiso 1 1 calc R U . . .
C12 C 0.47873(16) 0.7268(6) -0.0522(2) 0.0440(14) Uani 1 1 d . . . . .
C13 C 0.45120(15) 0.7470(6) -0.0321(2) 0.0418(13) Uani 1 1 d . . . . .
C14 C 0.45788(16) 0.7836(6) 0.0334(3) 0.0463(14) Uani 1 1 d . . . . .
H14 H 0.4398 0.7962 0.0478 0.056 Uiso 1 1 calc R U . . .
C15 C 0.47226(17) 0.6941(7) -0.1188(3) 0.0510(15) Uani 1 1 d . . . . .
H15 H 0.4903 0.6771 -0.1330 0.061 Uiso 1 1 calc R U . . .
C16 C 0.44050(18) 0.6869(6) -0.1624(3) 0.0522(15) Uani 1 1 d . . . . .
H16 H 0.4366 0.6693 -0.2072 0.063 Uiso 1 1 calc R U . . .
C17 C 0.41331(18) 0.7052(7) -0.1424(3) 0.0550(16) Uani 1 1 d . . . . .
C18 C 0.41872(17) 0.7351(7) -0.0783(3) 0.0535(15) Uani 1 1 d . . . . .
C19 C 0.37449(17) 0.6936(10) -0.2522(3) 0.080(2) Uani 1 1 d . . . . .
H19A H 0.3837 0.8067 -0.2649 0.121 Uiso 1 1 calc R U . . .
H19B H 0.3504 0.6887 -0.2764 0.121 Uiso 1 1 calc R U . . .
H19C H 0.3849 0.5807 -0.2620 0.121 Uiso 1 1 calc R U . . .
C20 C 0.37594(17) 0.5934(10) -0.0510(3) 0.085(2) Uani 1 1 d . . . . .
H20A H 0.3652 0.5369 -0.0942 0.127 Uiso 1 1 calc R U . . .
H20B H 0.3590 0.6239 -0.0330 0.127 Uiso 1 1 calc R U . . .
H20C H 0.3919 0.5036 -0.0223 0.127 Uiso 1 1 calc R U . . .
O5 O 0.55316(12) 1.4056(6) 0.4092(2) 0.0901(15) Uani 1 1 d . . . . .
O6 O 0.58248(13) 1.6455(6) 0.3746(2) 0.0995(16) Uani 1 1 d . . . . .
O7 O 0.55777(12) 1.3843(8) 0.3054(2) 0.1020(17) Uani 1 1 d . . . . .
S1 S 0.57158(4) 1.4509(2) 0.36989(7) 0.0648(6) Uani 1 1 d D . . . .
O8 O 0.6061(3) 1.340(2) 0.3950(9) 0.074(4) Uani 0.528(9) 1 d D U P A 1
C22 C 0.6050(5) 1.147(2) 0.3997(9) 0.112(5) Uani 0.528(9) 1 d D U P A 1
H22A H 0.6078 1.0947 0.3606 0.134 Uiso 0.528(9) 1 calc R U P A 1
H22B H 0.5821 1.1141 0.3962 0.134 Uiso 0.528(9) 1 calc R U P A 1
C23 C 0.6274(6) 1.046(3) 0.4545(11) 0.158(6) Uani 0.528(9) 1 d D U P A 1
H23A H 0.6266 1.1191 0.4922 0.190 Uiso 0.528(9) 1 calc R U P A 1
H23B H 0.6153 0.9273 0.4544 0.190 Uiso 0.528(9) 1 calc R U P A 1
C24 C 0.6599(6) 0.990(4) 0.4744(10) 0.160(7) Uani 0.528(9) 1 d D U P A 1
H24A H 0.6664 0.9337 0.5183 0.192 Uiso 0.528(9) 1 calc R U P A 1
H24B H 0.6740 1.1031 0.4781 0.192 Uiso 0.528(9) 1 calc R U P A 1
C25 C 0.6668(5) 0.856(3) 0.4325(12) 0.138(6) Uani 0.528(9) 1 d D U P A 1
H25A H 0.6544 0.7445 0.4381 0.165 Uiso 0.528(9) 1 calc R U P A 1
H25B H 0.6530 0.9070 0.3891 0.165 Uiso 0.528(9) 1 calc R U P A 1
C26 C 0.6931(6) 0.770(3) 0.4192(14) 0.153(7) Uani 0.528(9) 1 d D U P A 1
H26A H 0.7131 0.7916 0.4588 0.184 Uiso 0.528(9) 1 calc R U P A 1
H26B H 0.6960 0.8492 0.3848 0.184 Uiso 0.528(9) 1 calc R U P A 1
C27 C 0.6960(6) 0.576(3) 0.4000(12) 0.140(6) Uani 0.528(9) 1 d D U P A 1
H27A H 0.6766 0.5162 0.4061 0.168 Uiso 0.528(9) 1 calc R U P A 1
H27B H 0.6891 0.5895 0.3523 0.168 Uiso 0.528(9) 1 calc R U P A 1
C28 C 0.7168(6) 0.430(3) 0.4112(13) 0.143(6) Uani 0.528(9) 1 d D U P A 1
H28A H 0.7072 0.3371 0.4331 0.172 Uiso 0.528(9) 1 calc R U P A 1
H28B H 0.7373 0.4769 0.4457 0.172 Uiso 0.528(9) 1 calc R U P A 1
C29 C 0.7291(7) 0.314(4) 0.3729(15) 0.152(7) Uani 0.528(9) 1 d D U P A 1
H29A H 0.7126 0.2106 0.3631 0.183 Uiso 0.528(9) 1 calc R U P A 1
H29B H 0.7217 0.3908 0.3326 0.183 Uiso 0.528(9) 1 calc R U P A 1
C30 C 0.7545(8) 0.220(4) 0.3648(17) 0.183(9) Uani 0.528(9) 1 d D U P A 1
H30A H 0.7575 0.2988 0.3304 0.220 Uiso 0.528(9) 1 calc R U P A 1
H30B H 0.7729 0.2586 0.4050 0.220 Uiso 0.528(9) 1 calc R U P A 1
C31 C 0.7665(10) 0.063(5) 0.3536(19) 0.168(9) Uani 0.528(9) 1 d D U P A 1
H31A H 0.7875 0.1142 0.3520 0.202 Uiso 0.528(9) 1 calc R U P A 1
H31B H 0.7734 0.0098 0.3981 0.202 Uiso 0.528(9) 1 calc R U P A 1
C32 C 0.7664(8) -0.092(5) 0.3242(15) 0.222(11) Uani 0.528(9) 1 d D U P A 1
H32A H 0.7629 -0.0514 0.2793 0.266 Uiso 0.528(9) 1 calc R U P A 1
H32B H 0.7453 -0.1527 0.3213 0.266 Uiso 0.528(9) 1 calc R U P A 1
C33 C 0.7899(10) -0.249(4) 0.3362(18) 0.174(14) Uani 0.528(9) 1 d D U P A 1
H33A H 0.8118 -0.2009 0.3401 0.261 Uiso 0.528(9) 1 calc R U P A 1
H33B H 0.7819 -0.3388 0.3000 0.261 Uiso 0.528(9) 1 calc R U P A 1
H33C H 0.7917 -0.3130 0.3767 0.261 Uiso 0.528(9) 1 calc R U P A 1
O8' O 0.6067(5) 1.365(4) 0.4071(15) 0.158(10) Uani 0.472(9) 1 d D U P A 2
C22' C 0.6133(6) 1.188(4) 0.4314(12) 0.159(9) Uani 0.472(9) 1 d D U P A 2
H22C H 0.6061 1.0966 0.3949 0.191 Uiso 0.472(9) 1 calc R U P A 2
H22D H 0.6001 1.1629 0.4589 0.191 Uiso 0.472(9) 1 calc R U P A 2
C23' C 0.6497(5) 1.155(3) 0.4713(10) 0.136(6) Uani 0.472(9) 1 d D U P A 2
H23C H 0.6615 1.2779 0.4831 0.163 Uiso 0.472(9) 1 calc R U P A 2
H23D H 0.6521 1.0869 0.5118 0.163 Uiso 0.472(9) 1 calc R U P A 2
C24' C 0.6626(7) 1.053(4) 0.4356(14) 0.164(7) Uani 0.472(9) 1 d D U P A 2
H24C H 0.6732 1.1475 0.4163 0.196 Uiso 0.472(9) 1 calc R U P A 2
H24D H 0.6430 1.0051 0.3990 0.196 Uiso 0.472(9) 1 calc R U P A 2
C25' C 0.6848(6) 0.902(4) 0.4527(16) 0.160(8) Uani 0.472(9) 1 d D U P A 2
H25C H 0.6932 0.9081 0.5008 0.192 Uiso 0.472(9) 1 calc R U P A 2
H25D H 0.7034 0.9516 0.4413 0.192 Uiso 0.472(9) 1 calc R U P A 2
C26' C 0.6868(7) 0.705(3) 0.4420(14) 0.132(6) Uani 0.472(9) 1 d D U P A 2
H26C H 0.6654 0.6717 0.4071 0.159 Uiso 0.472(9) 1 calc R U P A 2
H26D H 0.6866 0.6426 0.4819 0.159 Uiso 0.472(9) 1 calc R U P A 2
C27' C 0.7125(7) 0.608(4) 0.4254(16) 0.154(8) Uani 0.472(9) 1 d D U P A 2
H27C H 0.7269 0.7189 0.4282 0.184 Uiso 0.472(9) 1 calc R U P A 2
H27D H 0.7236 0.5432 0.4677 0.184 Uiso 0.472(9) 1 calc R U P A 2
C28' C 0.7246(7) 0.499(4) 0.3908(14) 0.152(8) Uani 0.472(9) 1 d D U P A 2
H28C H 0.7385 0.5886 0.3775 0.183 Uiso 0.472(9) 1 calc R U P A 2
H28D H 0.7048 0.4770 0.3508 0.183 Uiso 0.472(9) 1 calc R U P A 2
C29' C 0.7421(9) 0.330(5) 0.3976(19) 0.166(9) Uani 0.472(9) 1 d D U P A 2
H29C H 0.7631 0.3830 0.3968 0.199 Uiso 0.472(9) 1 calc R U P A 2
H29D H 0.7469 0.3090 0.4444 0.199 Uiso 0.472(9) 1 calc R U P A 2
C30' C 0.7463(9) 0.154(4) 0.3819(19) 0.167(8) Uani 0.472(9) 1 d D U P A 2
H30C H 0.7491 0.0925 0.4238 0.200 Uiso 0.472(9) 1 calc R U P A 2
H30D H 0.7229 0.1253 0.3539 0.200 Uiso 0.472(9) 1 calc R U P A 2
C31' C 0.7609(11) 0.030(6) 0.360(3) 0.175(10) Uiso 0.472(9) 1 d D U P A 2
H31C H 0.7459 -0.0796 0.3552 0.210 Uiso 0.472(9) 1 calc R U P A 2
H31D H 0.7549 0.0765 0.3146 0.210 Uiso 0.472(9) 1 calc R U P A 2
C32' C 0.7880(7) -0.057(5) 0.3671(15) 0.204(10) Uani 0.472(9) 1 d D U P A 2
H32C H 0.7923 -0.1423 0.4048 0.245 Uiso 0.472(9) 1 calc R U P A 2
H32D H 0.8058 0.0401 0.3808 0.245 Uiso 0.472(9) 1 calc R U P A 2
C33' C 0.7939(10) -0.170(6) 0.316(2) 0.198(16) Uani 0.472(9) 1 d D U P A 2
H33D H 0.7796 -0.2825 0.3068 0.297 Uiso 0.472(9) 1 calc R U P A 2
H33E H 0.8173 -0.2088 0.3316 0.297 Uiso 0.472(9) 1 calc R U P A 2
H33F H 0.7886 -0.0940 0.2767 0.297 Uiso 0.472(9) 1 calc R U P A 2
O9 O 0.5000 0.1606(8) 0.2500 0.0771(19) Uani 1 2 d DS T P . .
H9C H 0.5170(13) 0.228(10) 0.270(3) 0.116 Uiso 1 1 d 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
N1 C14 1.316(6) . ?
N1 C10 1.404(6) . ?
N1 C9 1.485(6) . ?
O1 C2 1.361(7) . ?
O1 C1 1.412(9) . ?
O2 C3 1.373(7) . ?
O2 C1 1.420(8) . ?
O3 C17 1.354(7) . ?
O3 C19 1.436(6) . ?
O4 C18 1.379(6) . ?
O4 C20 1.440(7) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C7 1.362(8) . ?
C2 C3 1.372(8) . ?
C3 C4 1.353(8) . ?
C4 C5 1.419(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.397(7) . ?
C5 C10 1.458(7) . ?
C6 C7 1.402(8) . ?
C6 C8 1.507(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.507(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.374(6) . ?
C11 C12 1.395(7) . ?
C11 H11 0.9500 . ?
C12 C15 1.412(7) . ?
C12 C13 1.423(7) . ?
C13 C14 1.393(7) . ?
C13 C18 1.400(7) . ?
C14 H14 0.9500 . ?
C15 C16 1.356(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.406(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.366(7) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O5 S1 1.416(4) . ?
O6 S1 1.446(5) . ?
O7 S1 1.409(4) . ?
S1 O8' 1.558(14) . ?
S1 O8 1.590(8) . ?
O8 C22 1.372(15) . ?
C22 C23 1.433(19) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.37(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.43(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.41(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.46(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.33(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.41(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.35(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.29(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.27(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.46(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
O8' C22' 1.351(17) . ?
C22' C23' 1.51(2) . ?
C22' H22C 0.9900 . ?
C22' H22D 0.9900 . ?
C23' C24' 1.33(2) . ?
C23' H23C 0.9900 . ?
C23' H23D 0.9900 . ?
C24' C25' 1.39(2) . ?
C24' H24C 0.9900 . ?
C24' H24D 0.9900 . ?
C25' C26' 1.42(2) . ?
C25' H25C 0.9900 . ?
C25' H25D 0.9900 . ?
C26' C27' 1.47(2) . ?
C26' H26C 0.9900 . ?
C26' H26D 0.9900 . ?
C27' C28' 1.32(2) . ?
C27' H27C 0.9900 . ?
C27' H27D 0.9900 . ?
C28' C29' 1.39(2) . ?
C28' H28C 0.9900 . ?
C28' H28D 0.9900 . ?
C29' C30' 1.32(3) . ?
C29' H29C 0.9900 . ?
C29' H29D 0.9900 . ?
C30' C31' 1.29(2) . ?
C30' H30C 0.9900 . ?
C30' H30D 0.9900 . ?
C31' C32' 1.28(3) . ?
C31' H31C 0.9900 . ?
C31' H31D 0.9900 . ?
C32' C33' 1.48(3) . ?
C32' H32C 0.9900 . ?
C32' H32D 0.9900 . ?
C33' H33D 0.9800 . ?
C33' H33E 0.9800 . ?
C33' H33F 0.9800 . ?
O9 H9C 0.848(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 N1 C10 122.7(4) . . ?
C14 N1 C9 118.0(4) . . ?
C10 N1 C9 119.2(5) . . ?
C2 O1 C1 104.8(5) . . ?
C3 O2 C1 104.6(6) . . ?
C17 O3 C19 117.8(5) . . ?
C18 O4 C20 114.3(4) . . ?
O1 C1 O2 109.6(6) . . ?
O1 C1 H1A 109.8 . . ?
O2 C1 H1A 109.8 . . ?
O1 C1 H1B 109.8 . . ?
O2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.2 . . ?
O1 C2 C7 127.4(6) . . ?
O1 C2 C3 110.7(7) . . ?
C7 C2 C3 121.9(7) . . ?
C4 C3 C2 122.3(7) . . ?
C4 C3 O2 128.1(6) . . ?
C2 C3 O2 109.6(7) . . ?
C3 C4 C5 117.7(6) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
C6 C5 C4 119.5(5) . . ?
C6 C5 C10 121.1(5) . . ?
C4 C5 C10 119.3(5) . . ?
C5 C6 C7 120.9(5) . . ?
C5 C6 C8 117.9(5) . . ?
C7 C6 C8 121.1(5) . . ?
C2 C7 C6 117.6(6) . . ?
C2 C7 H7 121.2 . . ?
C6 C7 H7 121.2 . . ?
C9 C8 C6 110.9(4) . . ?
C9 C8 H8A 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 108.0 . . ?
N1 C9 C8 110.6(4) . . ?
N1 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C11 C10 N1 116.6(5) . . ?
C11 C10 C5 125.3(5) . . ?
N1 C10 C5 118.1(4) . . ?
C10 C11 C12 122.8(5) . . ?
C10 C11 H11 118.6 . . ?
C12 C11 H11 118.6 . . ?
C11 C12 C15 123.5(5) . . ?
C11 C12 C13 118.1(5) . . ?
C15 C12 C13 118.5(5) . . ?
C14 C13 C18 122.5(5) . . ?
C14 C13 C12 117.9(5) . . ?
C18 C13 C12 119.6(5) . . ?
N1 C14 C13 121.9(5) . . ?
N1 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C16 C15 C12 120.5(5) . . ?
C16 C15 H15 119.8 . . ?
C12 C15 H15 119.8 . . ?
C15 C16 C17 121.0(5) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
O3 C17 C18 116.3(6) . . ?
O3 C17 C16 123.7(5) . . ?
C18 C17 C16 119.9(6) . . ?
C17 C18 O4 122.5(6) . . ?
C17 C18 C13 120.5(6) . . ?
O4 C18 C13 116.9(5) . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O7 S1 O5 115.0(3) . . ?
O7 S1 O6 113.3(3) . . ?
O5 S1 O6 114.4(3) . . ?
O7 S1 O8' 111.7(13) . . ?
O5 S1 O8' 104.2(12) . . ?
O6 S1 O8' 96.1(11) . . ?
O7 S1 O8 100.4(8) . . ?
O5 S1 O8 109.9(5) . . ?
O6 S1 O8 101.9(6) . . ?
C22 O8 S1 117.6(11) . . ?
O8 C22 C23 121.9(17) . . ?
O8 C22 H22A 106.9 . . ?
C23 C22 H22A 106.9 . . ?
O8 C22 H22B 106.9 . . ?
C23 C22 H22B 106.9 . . ?
H22A C22 H22B 106.7 . . ?
C24 C23 C22 135(2) . . ?
C24 C23 H23A 103.4 . . ?
C22 C23 H23A 103.4 . . ?
C24 C23 H23B 103.4 . . ?
C22 C23 H23B 103.4 . . ?
H23A C23 H23B 105.2 . . ?
C23 C24 C25 115(2) . . ?
C23 C24 H24A 108.6 . . ?
C25 C24 H24A 108.6 . . ?
C23 C24 H24B 108.6 . . ?
C25 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C24 143(2) . . ?
C26 C25 H25A 101.3 . . ?
C24 C25 H25A 101.3 . . ?
C26 C25 H25B 101.3 . . ?
C24 C25 H25B 101.3 . . ?
H25A C25 H25B 104.5 . . ?
C25 C26 C27 129(2) . . ?
C25 C26 H26A 105.0 . . ?
C27 C26 H26A 105.0 . . ?
C25 C26 H26B 105.0 . . ?
C27 C26 H26B 105.0 . . ?
H26A C26 H26B 105.9 . . ?
C28 C27 C26 143(2) . . ?
C28 C27 H27A 101.1 . . ?
C26 C27 H27A 101.1 . . ?
C28 C27 H27B 101.1 . . ?
C26 C27 H27B 101.1 . . ?
H27A C27 H27B 104.5 . . ?
C27 C28 C29 136(3) . . ?
C27 C28 H28A 103.3 . . ?
C29 C28 H28A 103.3 . . ?
C27 C28 H28B 103.3 . . ?
C29 C28 H28B 103.3 . . ?
H28A C28 H28B 105.2 . . ?
C30 C29 C28 150(3) . . ?
C30 C29 H29A 99.1 . . ?
C28 C29 H29A 99.1 . . ?
C30 C29 H29B 99.1 . . ?
C28 C29 H29B 99.1 . . ?
H29A C29 H29B 104.0 . . ?
C31 C30 C29 149(4) . . ?
C31 C30 H30A 99.5 . . ?
C29 C30 H30A 99.5 . . ?
C31 C30 H30B 99.5 . . ?
C29 C30 H30B 99.5 . . ?
H30A C30 H30B 104.0 . . ?
C32 C31 C30 156(4) . . ?
C32 C31 H31A 97.4 . . ?
C30 C31 H31A 97.4 . . ?
C32 C31 H31B 97.4 . . ?
C30 C31 H31B 97.4 . . ?
H31A C31 H31B 103.6 . . ?
C31 C32 C33 134(3) . . ?
C31 C32 H32A 103.8 . . ?
C33 C32 H32A 103.8 . . ?
C31 C32 H32B 103.8 . . ?
C33 C32 H32B 103.8 . . ?
H32A C32 H32B 105.4 . . ?
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 . . ?
C22' O8' S1 126.4(18) . . ?
O8' C22' C23' 113(2) . . ?
O8' C22' H22C 108.9 . . ?
C23' C22' H22C 108.9 . . ?
O8' C22' H22D 108.9 . . ?
C23' C22' H22D 108.9 . . ?
H22C C22' H22D 107.7 . . ?
C24' C23' C22' 108.0(19) . . ?
C24' C23' H23C 110.1 . . ?
C22' C23' H23C 110.1 . . ?
C24' C23' H23D 110.1 . . ?
C22' C23' H23D 110.1 . . ?
H23C C23' H23D 108.4 . . ?
C23' C24' C25' 131(3) . . ?
C23' C24' H24C 104.6 . . ?
C25' C24' H24C 104.6 . . ?
C23' C24' H24D 104.6 . . ?
C25' C24' H24D 104.6 . . ?
H24C C24' H24D 105.7 . . ?
C24' C25' C26' 142(3) . . ?
C24' C25' H25C 101.6 . . ?
C26' C25' H25C 101.6 . . ?
C24' C25' H25D 101.6 . . ?
C26' C25' H25D 101.6 . . ?
H25C C25' H25D 104.6 . . ?
C25' C26' C27' 127(2) . . ?
C25' C26' H26C 105.6 . . ?
C27' C26' H26C 105.6 . . ?
C25' C26' H26D 105.6 . . ?
C27' C26' H26D 105.6 . . ?
H26C C26' H26D 106.1 . . ?
C28' C27' C26' 157(3) . . ?
C28' C27' H27C 97.2 . . ?
C26' C27' H27C 97.2 . . ?
C28' C27' H27D 97.2 . . ?
C26' C27' H27D 97.2 . . ?
H27C C27' H27D 103.6 . . ?
C27' C28' C29' 139(4) . . ?
C27' C28' H28C 102.4 . . ?
C29' C28' H28C 102.4 . . ?
C27' C28' H28D 102.4 . . ?
C29' C28' H28D 102.4 . . ?
H28C C28' H28D 104.9 . . ?
C30' C29' C28' 154(4) . . ?
C30' C29' H29C 97.9 . . ?
C28' C29' H29C 97.9 . . ?
C30' C29' H29D 97.9 . . ?
C28' C29' H29D 97.9 . . ?
H29C C29' H29D 103.7 . . ?
C31' C30' C29' 152(4) . . ?
C31' C30' H30C 98.7 . . ?
C29' C30' H30C 98.7 . . ?
C31' C30' H30D 98.7 . . ?
C29' C30' H30D 98.7 . . ?
H30C C30' H30D 103.9 . . ?
C32' C31' C30' 147(5) . . ?
C32' C31' H31C 100.1 . . ?
C30' C31' H31C 100.1 . . ?
C32' C31' H31D 100.1 . . ?
C30' C31' H31D 100.1 . . ?
H31C C31' H31D 104.2 . . ?
C31' C32' C33' 125(3) . . ?
C31' C32' H32C 106.2 . . ?
C33' C32' H32C 106.2 . . ?
C31' C32' H32D 106.2 . . ?
C33' C32' H32D 106.2 . . ?
H32C C32' H32D 106.4 . . ?
C32' C33' H33D 109.5 . . ?
C32' C33' H33E 109.5 . . ?
H33D C33' H33E 109.5 . . ?
C32' C33' H33F 109.5 . . ?
H33D C33' H33F 109.5 . . ?
H33E C33' H33F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H9C O7 0.848(10) 1.980(16) 2.824(6) 173(8) 1_545

_refine_diff_density_max         0.398
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_BerNTf2
_database_code_depnum_ccdc_archive 'CCDC 1481161'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2016-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H18 F6 N2 O8 S2'
_chemical_formula_weight         616.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.9779(4)
_cell_length_b                   14.2778(7)
_cell_length_c                   21.8106(11)
_cell_angle_alpha                86.203(2)
_cell_angle_beta                 80.015(2)
_cell_angle_gamma                89.901(2)
_cell_volume                     2441.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9074
_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      28.36

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.317
_shelx_estimated_absorpt_T_min   0.832
_shelx_estimated_absorpt_T_max   0.911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6970
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker kappa APEX-II CCD Quazar'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35296
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         5.111
_diffrn_reflns_theta_max         27.100
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             10615
_reflns_number_gt                8934
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0558P)²+1.5767P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10615
_refine_ls_number_parameters     725
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1160
_refine_ls_wR_factor_gt          0.1094
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.33243(6) 0.52088(3) 0.76596(2) 0.02778(11) Uani 1 1 d . . . . .
S2 S 0.65404(6) 0.44435(4) 0.73087(2) 0.03288(12) Uani 1 1 d . . . . .
S3 S 0.98236(7) 0.05216(4) 0.69323(2) 0.04259(14) Uani 1 1 d . . . . .
S4 S 1.03973(7) -0.05357(3) 0.79882(2) 0.03479(12) Uani 1 1 d . . . . .
F1 F 0.2565(2) 0.69688(10) 0.75934(9) 0.0745(5) Uani 1 1 d . . . . .
F2 F 0.51660(18) 0.66999(10) 0.72159(7) 0.0573(4) Uani 1 1 d . . . . .
F3 F 0.3204(2) 0.63788(10) 0.67029(7) 0.0580(4) Uani 1 1 d . . . . .
F4 F 0.5647(4) 0.35158(18) 0.83630(9) 0.1470(13) Uani 1 1 d . . . . .
F5 F 0.7953(2) 0.30674(15) 0.78497(10) 0.0931(6) Uani 1 1 d . . . . .
F6 F 0.5647(3) 0.27001(13) 0.75903(14) 0.1200(9) Uani 1 1 d . . . . .
F7 F 1.31227(18) 0.05240(11) 0.77132(10) 0.0739(5) Uani 1 1 d . . . . .
F8 F 1.2969(3) -0.03436(17) 0.85556(11) 0.1077(8) Uani 1 1 d . . . . .
F9 F 1.3612(2) -0.09421(13) 0.76741(11) 0.0947(7) Uani 1 1 d . . . . .
F10 F 0.6804(2) 0.04809(19) 0.76117(10) 0.1039(7) Uani 1 1 d . . . . .
F11 F 0.6991(3) -0.0263(2) 0.67744(14) 0.1353(10) Uani 1 1 d . . . . .
F12 F 0.6985(3) 0.1234(2) 0.67342(13) 0.1444(12) Uani 1 1 d . . . . .
O1 O 0.4289(2) 0.81784(11) 0.60296(8) 0.0570(5) Uani 1 1 d . . . . .
O2 O 0.3683(2) 0.91433(11) 0.52020(9) 0.0544(4) Uani 1 1 d . . . . .
O3 O 1.08227(19) 0.18879(9) 0.43735(6) 0.0359(3) Uani 1 1 d . . . . .
O4 O 1.0843(2) 0.34309(9) 0.35438(6) 0.0411(3) Uani 1 1 d . . . . .
O5 O 0.62251(19) 0.08964(9) 0.00351(7) 0.0385(3) Uani 1 1 d . . . . .
O6 O 0.5728(2) 0.17691(10) -0.08469(6) 0.0467(4) Uani 1 1 d . . . . .
O7 O -0.10015(18) 0.67745(9) 0.12668(6) 0.0342(3) Uani 1 1 d . . . . .
O8 O -0.07681(18) 0.82619(9) 0.03489(6) 0.0339(3) Uani 1 1 d . . . . .
O9 O 0.36494(19) 0.53154(11) 0.82755(6) 0.0395(3) Uani 1 1 d . . . . .
O10 O 0.16453(17) 0.49439(10) 0.75847(7) 0.0384(3) Uani 1 1 d . . . . .
O11 O 0.7283(2) 0.51128(12) 0.76337(8) 0.0533(4) Uani 1 1 d . . . . .
O12 O 0.7457(2) 0.41824(13) 0.67267(7) 0.0530(4) Uani 1 1 d . . . . .
O13 O 1.0189(2) 0.13600(11) 0.72008(8) 0.0559(4) Uani 1 1 d . . . . .
O14 O 1.0368(3) 0.04507(17) 0.62827(8) 0.0838(7) Uani 1 1 d . . . . .
O15 O 0.9560(2) 0.01459(11) 0.83767(7) 0.0453(4) Uani 1 1 d . . . . .
O16 O 1.0182(3) -0.15008(11) 0.81972(9) 0.0634(5) Uani 1 1 d . . . . .
N1 N 0.82649(19) 0.57919(10) 0.40445(7) 0.0264(3) Uani 1 1 d . . . . .
N2 N 0.16461(17) 0.43891(9) 0.09464(6) 0.0196(3) Uani 1 1 d . . . . .
N3 N 0.4629(2) 0.46126(11) 0.72287(7) 0.0312(3) Uani 1 1 d . . . . .
N4 N 1.0239(2) -0.04268(12) 0.72803(8) 0.0387(4) Uani 1 1 d . . . . .
C1 C 0.3558(4) 0.90463(17) 0.58657(13) 0.0594(7) Uani 1 1 d . . . . .
H1A H 0.4169 0.9571 0.6008 0.071 Uiso 1 1 calc R U . . .
H1B H 0.2350 0.9062 0.6069 0.071 Uiso 1 1 calc R U . . .
C2 C 0.4984(3) 0.78148(14) 0.54741(10) 0.0377(4) Uani 1 1 d . . . . .
C3 C 0.4638(2) 0.83975(13) 0.49809(11) 0.0382(5) Uani 1 1 d . . . . .
C4 C 0.5218(3) 0.82147(14) 0.43758(11) 0.0377(4) Uani 1 1 d . . . . .
H4 H 0.5003 0.8630 0.4040 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6146(2) 0.73868(13) 0.42682(9) 0.0312(4) Uani 1 1 d . . . . .
C6 C 0.6469(2) 0.67872(12) 0.47655(9) 0.0288(4) Uani 1 1 d . . . . .
C7 C 0.5890(2) 0.70082(13) 0.53885(9) 0.0333(4) Uani 1 1 d . . . . .
H7 H 0.6122 0.6614 0.5731 0.040 Uiso 1 1 calc R U . . .
C8 C 0.6768(3) 0.71152(14) 0.36128(9) 0.0361(4) Uani 1 1 d . . . . .
H8A H 0.5917 0.6700 0.3484 0.043 Uiso 1 1 calc R U . . .
H8B H 0.6912 0.7685 0.3323 0.043 Uiso 1 1 calc R U . . .
C9 C 0.8440(3) 0.66145(13) 0.35794(9) 0.0335(4) Uani 1 1 d . . . . .
H9A H 0.8804 0.6400 0.3155 0.040 Uiso 1 1 calc R U . . .
H9B H 0.9320 0.7051 0.3665 0.040 Uiso 1 1 calc R U . . .
C10 C 0.7344(2) 0.58933(12) 0.46408(8) 0.0256(3) Uani 1 1 d . . . . .
C11 C 0.7284(2) 0.51369(12) 0.50659(8) 0.0278(4) Uani 1 1 d . . . . .
H11 H 0.6651 0.5185 0.5473 0.033 Uiso 1 1 calc R U . . .
C12 C 0.8127(2) 0.42914(12) 0.49207(8) 0.0249(3) Uani 1 1 d . . . . .
C13 C 0.9044(2) 0.42252(12) 0.43061(8) 0.0249(3) Uani 1 1 d . . . . .
C14 C 0.9053(2) 0.50049(12) 0.38826(8) 0.0273(4) Uani 1 1 d . . . . .
H14 H 0.9640 0.4969 0.3467 0.033 Uiso 1 1 calc R U . . .
C15 C 0.8103(2) 0.35064(13) 0.53480(8) 0.0302(4) Uani 1 1 d . . . . .
H15 H 0.7488 0.3528 0.5761 0.036 Uiso 1 1 calc R U . . .
C16 C 0.8965(2) 0.27124(12) 0.51686(8) 0.0302(4) Uani 1 1 d . . . . .
H16 H 0.8931 0.2189 0.5463 0.036 Uiso 1 1 calc R U . . .
C17 C 0.9898(2) 0.26446(12) 0.45642(8) 0.0277(4) Uani 1 1 d . . . . .
C18 C 0.9929(2) 0.33991(12) 0.41252(8) 0.0273(4) Uani 1 1 d . . . . .
C19 C 1.0923(3) 0.11212(14) 0.48194(11) 0.0431(5) Uani 1 1 d . . . . .
H19A H 1.1416 0.1341 0.5167 0.065 Uiso 1 1 calc R U . . .
H19B H 1.1644 0.0631 0.4621 0.065 Uiso 1 1 calc R U . . .
H19C H 0.9780 0.0865 0.4977 0.065 Uiso 1 1 calc R U . . .
C20 C 1.0790(3) 0.26312(16) 0.31786(10) 0.0479(6) Uani 1 1 d . . . . .
H20A H 1.1721 0.2206 0.3241 0.072 Uiso 1 1 calc R U . . .
H20B H 1.0916 0.2842 0.2736 0.072 Uiso 1 1 calc R U . . .
H20C H 0.9698 0.2301 0.3310 0.072 Uiso 1 1 calc R U . . .
C21 C 0.6476(3) 0.09383(14) -0.06337(10) 0.0418(5) Uani 1 1 d . . . . .
H21A H 0.7709 0.0939 -0.0807 0.050 Uiso 1 1 calc R U . . .
H21B H 0.5944 0.0383 -0.0774 0.050 Uiso 1 1 calc R U . . .
C22 C 0.5292(2) 0.16729(11) 0.02055(8) 0.0262(4) Uani 1 1 d . . . . .
C23 C 0.5006(2) 0.21988(12) -0.03233(8) 0.0280(4) Uani 1 1 d . . . . .
C24 C 0.4105(2) 0.30125(12) -0.02901(8) 0.0265(4) Uani 1 1 d . . . . .
H24 H 0.3903 0.3363 -0.0655 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3486(2) 0.33098(11) 0.03102(8) 0.0215(3) Uani 1 1 d . . . . .
C26 C 0.3762(2) 0.27733(11) 0.08436(8) 0.0223(3) Uani 1 1 d . . . . .
C27 C 0.4668(2) 0.19317(12) 0.07923(8) 0.0267(4) Uani 1 1 d . . . . .
H27 H 0.4842 0.1556 0.1152 0.032 Uiso 1 1 calc R U . . .
C28 C 0.3078(2) 0.31278(12) 0.14708(8) 0.0257(4) Uani 1 1 d . . . . .
H28A H 0.3909 0.3568 0.1587 0.031 Uiso 1 1 calc R U . . .
H28B H 0.2903 0.2595 0.1790 0.031 Uiso 1 1 calc R U . . .
C29 C 0.1408(2) 0.36221(11) 0.14511(7) 0.0235(3) Uani 1 1 d . . . . .
H29A H 0.0545 0.3167 0.1374 0.028 Uiso 1 1 calc R U . . .
H29B H 0.0994 0.3887 0.1858 0.028 Uiso 1 1 calc R U . . .
C30 C 0.2626(2) 0.42186(11) 0.03735(7) 0.0196(3) Uani 1 1 d . . . . .
C31 C 0.2744(2) 0.49174(11) -0.00948(7) 0.0217(3) Uani 1 1 d . . . . .
H31 H 0.3418 0.4818 -0.0489 0.026 Uiso 1 1 calc R U . . .
C32 C 0.1899(2) 0.57776(11) -0.00101(8) 0.0209(3) Uani 1 1 d . . . . .
C33 C 0.0918(2) 0.59208(11) 0.05853(8) 0.0205(3) Uani 1 1 d . . . . .
C34 C 0.0847(2) 0.51940(11) 0.10518(8) 0.0218(3) Uani 1 1 d . . . . .
H34 H 0.0211 0.5279 0.1454 0.026 Uiso 1 1 calc R U . . .
C35 C 0.0014(2) 0.67670(11) 0.07034(8) 0.0233(3) Uani 1 1 d . . . . .
C36 C 0.0129(2) 0.74663(11) 0.02244(8) 0.0247(3) Uani 1 1 d . . . . .
C37 C 0.1116(2) 0.73212(12) -0.03611(8) 0.0258(4) Uani 1 1 d . . . . .
H37 H 0.1191 0.7808 -0.0683 0.031 Uiso 1 1 calc R U . . .
C38 C 0.1972(2) 0.65013(11) -0.04835(8) 0.0243(3) Uani 1 1 d . . . . .
H38 H 0.2612 0.6423 -0.0886 0.029 Uiso 1 1 calc R U . . .
C39 C -0.1202(3) 0.76157(15) 0.15982(10) 0.0451(5) Uani 1 1 d . . . . .
H39A H -0.0130 0.7974 0.1514 0.068 Uiso 1 1 calc R U . . .
H39B H -0.1507 0.7449 0.2047 0.068 Uiso 1 1 calc R U . . .
H39C H -0.2105 0.7998 0.1459 0.068 Uiso 1 1 calc R U . . .
C40 C -0.0921(3) 0.89150(13) -0.01613(10) 0.0360(4) Uani 1 1 d . . . . .
H40A H 0.0201 0.9185 -0.0339 0.054 Uiso 1 1 calc R U . . .
H40B H -0.1696 0.9417 -0.0014 0.054 Uiso 1 1 calc R U . . .
H40C H -0.1372 0.8592 -0.0482 0.054 Uiso 1 1 calc R U . . .
C41 C 0.3594(3) 0.63877(15) 0.72708(10) 0.0396(5) Uani 1 1 d . . . . .
C42 C 0.6425(3) 0.33611(19) 0.78027(13) 0.0571(7) Uani 1 1 d . . . . .
C43 C 1.2655(3) -0.03149(18) 0.79743(14) 0.0566(7) Uani 1 1 d . . . . .
C44 C 0.7511(4) 0.0481(3) 0.70252(17) 0.0818(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O9 1.4292(14) . ?
S1 O10 1.4317(15) . ?
S1 N3 1.5667(15) . ?
S1 C41 1.830(2) . ?
S2 O11 1.4157(16) . ?
S2 O12 1.4230(15) . ?
S2 N3 1.5811(16) . ?
S2 C42 1.817(3) . ?
S3 O14 1.4184(19) . ?
S3 O13 1.4192(18) . ?
S3 N4 1.5712(18) . ?
S3 C44 1.821(3) . ?
S4 O15 1.4218(15) . ?
S4 O16 1.4235(16) . ?
S4 N4 1.5684(18) . ?
S4 C43 1.824(3) . ?
F1 C41 1.316(3) . ?
F2 C41 1.315(3) . ?
F3 C41 1.329(3) . ?
F4 C42 1.304(3) . ?
F5 C42 1.308(3) . ?
F6 C42 1.284(4) . ?
F7 C43 1.317(3) . ?
F8 C43 1.332(3) . ?
F9 C43 1.310(3) . ?
F10 C44 1.306(4) . ?
F11 C44 1.325(4) . ?
F12 C44 1.317(4) . ?
O1 C2 1.376(2) . ?
O1 C1 1.419(3) . ?
O2 C3 1.373(2) . ?
O2 C1 1.431(3) . ?
O3 C17 1.355(2) . ?
O3 C19 1.427(2) . ?
O4 C18 1.347(2) . ?
O4 C20 1.440(2) . ?
O5 C22 1.3702(19) . ?
O5 C21 1.435(2) . ?
O6 C23 1.370(2) . ?
O6 C21 1.414(2) . ?
O7 C35 1.350(2) . ?
O7 C39 1.437(2) . ?
O8 C36 1.3591(19) . ?
O8 C40 1.426(2) . ?
N1 C14 1.325(2) . ?
N1 C10 1.395(2) . ?
N1 C9 1.491(2) . ?
N2 C34 1.327(2) . ?
N2 C30 1.390(2) . ?
N2 C29 1.489(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C7 1.365(3) . ?
C2 C3 1.382(3) . ?
C3 C4 1.363(3) . ?
C4 C5 1.405(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.396(3) . ?
C5 C8 1.506(3) . ?
C6 C7 1.413(3) . ?
C6 C10 1.472(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.505(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.371(2) . ?
C11 C12 1.408(2) . ?
C11 H11 0.9500 . ?
C12 C15 1.407(2) . ?
C12 C13 1.420(2) . ?
C13 C14 1.398(2) . ?
C13 C18 1.417(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.369(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.406(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.390(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C27 1.365(2) . ?
C22 C23 1.386(2) . ?
C23 C24 1.365(2) . ?
C24 C25 1.409(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.400(2) . ?
C25 C30 1.470(2) . ?
C26 C27 1.402(2) . ?
C26 C28 1.503(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.512(2) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.371(2) . ?
C31 C32 1.408(2) . ?
C31 H31 0.9500 . ?
C32 C38 1.405(2) . ?
C32 C33 1.422(2) . ?
C33 C34 1.399(2) . ?
C33 C35 1.421(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.388(2) . ?
C36 C37 1.407(2) . ?
C37 C38 1.373(2) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?

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
O9 S1 O10 118.60(9) . . ?
O9 S1 N3 116.73(9) . . ?
O10 S1 N3 108.07(9) . . ?
O9 S1 C41 104.92(10) . . ?
O10 S1 C41 103.15(9) . . ?
N3 S1 C41 103.20(10) . . ?
O11 S2 O12 118.48(11) . . ?
O11 S2 N3 116.63(9) . . ?
O12 S2 N3 107.73(9) . . ?
O11 S2 C42 105.20(13) . . ?
O12 S2 C42 103.43(12) . . ?
N3 S2 C42 103.34(11) . . ?
O14 S3 O13 118.72(13) . . ?
O14 S3 N4 108.24(11) . . ?
O13 S3 N4 116.65(10) . . ?
O14 S3 C44 103.66(15) . . ?
O13 S3 C44 104.69(14) . . ?
N4 S3 C44 102.65(15) . . ?
O15 S4 O16 118.47(10) . . ?
O15 S4 N4 116.74(9) . . ?
O16 S4 N4 108.67(11) . . ?
O15 S4 C43 104.18(11) . . ?
O16 S4 C43 103.51(12) . . ?
N4 S4 C43 103.03(12) . . ?
C2 O1 C1 105.76(19) . . ?
C3 O2 C1 105.49(18) . . ?
C17 O3 C19 118.25(15) . . ?
C18 O4 C20 118.59(16) . . ?
C22 O5 C21 105.62(14) . . ?
C23 O6 C21 106.11(15) . . ?
C35 O7 C39 120.73(16) . . ?
C36 O8 C40 117.95(14) . . ?
C14 N1 C10 122.60(15) . . ?
C14 N1 C9 118.54(15) . . ?
C10 N1 C9 118.79(14) . . ?
C34 N2 C30 122.56(14) . . ?
C34 N2 C29 118.60(13) . . ?
C30 N2 C29 118.76(13) . . ?
S1 N3 S2 124.82(10) . . ?
S4 N4 S3 124.14(11) . . ?
O1 C1 O2 108.64(18) . . ?
O1 C1 H1A 110.0 . . ?
O2 C1 H1A 110.0 . . ?
O1 C1 H1B 110.0 . . ?
O2 C1 H1B 110.0 . . ?
H1A C1 H1B 108.3 . . ?
C7 C2 O1 127.8(2) . . ?
C7 C2 C3 122.36(19) . . ?
O1 C2 C3 109.80(17) . . ?
C4 C3 O2 128.1(2) . . ?
C4 C3 C2 122.03(18) . . ?
O2 C3 C2 109.89(19) . . ?
C3 C4 C5 117.31(19) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 H4 121.3 . . ?
C6 C5 C4 120.78(18) . . ?
C6 C5 C8 118.68(16) . . ?
C4 C5 C8 120.52(18) . . ?
C5 C6 C7 120.63(17) . . ?
C5 C6 C10 119.72(17) . . ?
C7 C6 C10 119.57(16) . . ?
C2 C7 C6 116.86(19) . . ?
C2 C7 H7 121.6 . . ?
C6 C7 H7 121.6 . . ?
C9 C8 C5 109.99(16) . . ?
C9 C8 H8A 109.7 . . ?
C5 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C5 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N1 C9 C8 110.10(16) . . ?
N1 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
N1 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.2 . . ?
C11 C10 N1 117.15(15) . . ?
C11 C10 C6 124.64(16) . . ?
N1 C10 C6 118.19(15) . . ?
C10 C11 C12 122.45(16) . . ?
C10 C11 H11 118.8 . . ?
C12 C11 H11 118.8 . . ?
C15 C12 C11 123.80(16) . . ?
C15 C12 C13 118.12(16) . . ?
C11 C12 C13 118.08(15) . . ?
C14 C13 C18 120.74(16) . . ?
C14 C13 C12 117.86(16) . . ?
C18 C13 C12 121.40(16) . . ?
N1 C14 C13 121.84(16) . . ?
N1 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C16 C15 C12 120.00(17) . . ?
C16 C15 H15 120.0 . . ?
C12 C15 H15 120.0 . . ?
C15 C16 C17 122.33(16) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
O3 C17 C18 116.20(16) . . ?
O3 C17 C16 124.36(16) . . ?
C18 C17 C16 119.42(16) . . ?
O4 C18 C17 124.57(16) . . ?
O4 C18 C13 116.56(15) . . ?
C17 C18 C13 118.71(16) . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O6 C21 O5 108.64(14) . . ?
O6 C21 H21A 110.0 . . ?
O5 C21 H21A 110.0 . . ?
O6 C21 H21B 110.0 . . ?
O5 C21 H21B 110.0 . . ?
H21A C21 H21B 108.3 . . ?
C27 C22 O5 128.34(16) . . ?
C27 C22 C23 121.96(15) . . ?
O5 C22 C23 109.70(15) . . ?
C24 C23 O6 127.93(16) . . ?
C24 C23 C22 122.17(16) . . ?
O6 C23 C22 109.90(15) . . ?
C23 C24 C25 117.04(16) . . ?
C23 C24 H24 121.5 . . ?
C25 C24 H24 121.5 . . ?
C26 C25 C24 120.70(14) . . ?
C26 C25 C30 119.82(14) . . ?
C24 C25 C30 119.40(14) . . ?
C25 C26 C27 120.73(15) . . ?
C25 C26 C28 118.28(14) . . ?
C27 C26 C28 120.98(15) . . ?
C22 C27 C26 117.36(15) . . ?
C22 C27 H27 121.3 . . ?
C26 C27 H27 121.3 . . ?
C26 C28 C29 109.92(13) . . ?
C26 C28 H28A 109.7 . . ?
C29 C28 H28A 109.7 . . ?
C26 C28 H28B 109.7 . . ?
C29 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
N2 C29 C28 109.82(13) . . ?
N2 C29 H29A 109.7 . . ?
C28 C29 H29A 109.7 . . ?
N2 C29 H29B 109.7 . . ?
C28 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C31 C30 N2 117.62(14) . . ?
C31 C30 C25 124.20(14) . . ?
N2 C30 C25 118.17(14) . . ?
C30 C31 C32 122.04(15) . . ?
C30 C31 H31 119.0 . . ?
C32 C31 H31 119.0 . . ?
C38 C32 C31 123.39(15) . . ?
C38 C32 C33 118.34(14) . . ?
C31 C32 C33 118.27(14) . . ?
C34 C33 C35 120.73(15) . . ?
C34 C33 C32 117.83(14) . . ?
C35 C33 C32 121.43(15) . . ?
N2 C34 C33 121.67(15) . . ?
N2 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?
O7 C35 C36 126.04(15) . . ?
O7 C35 C33 115.31(15) . . ?
C36 C35 C33 118.40(15) . . ?
O8 C36 C35 117.02(15) . . ?
O8 C36 C37 123.24(15) . . ?
C35 C36 C37 119.72(14) . . ?
C38 C37 C36 122.40(16) . . ?
C38 C37 H37 118.8 . . ?
C36 C37 H37 118.8 . . ?
C37 C38 C32 119.69(16) . . ?
C37 C38 H38 120.2 . . ?
C32 C38 H38 120.2 . . ?
O7 C39 H39A 109.5 . . ?
O7 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O7 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O8 C40 H40A 109.5 . . ?
O8 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O8 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
F2 C41 F1 108.82(19) . . ?
F2 C41 F3 108.24(18) . . ?
F1 C41 F3 108.60(18) . . ?
F2 C41 S1 111.92(14) . . ?
F1 C41 S1 109.41(16) . . ?
F3 C41 S1 109.78(15) . . ?
F6 C42 F4 109.3(3) . . ?
F6 C42 F5 107.8(2) . . ?
F4 C42 F5 107.3(3) . . ?
F6 C42 S2 112.4(2) . . ?
F4 C42 S2 109.47(18) . . ?
F5 C42 S2 110.4(2) . . ?
F9 C43 F7 108.6(2) . . ?
F9 C43 F8 107.9(2) . . ?
F7 C43 F8 107.1(2) . . ?
F9 C43 S4 111.9(2) . . ?
F7 C43 S4 111.42(15) . . ?
F8 C43 S4 109.7(2) . . ?
F10 C44 F12 107.4(3) . . ?
F10 C44 F11 110.0(4) . . ?
F12 C44 F11 107.7(3) . . ?
F10 C44 S3 111.37(19) . . ?
F12 C44 S3 109.1(3) . . ?
F11 C44 S3 111.1(2) . . ?

_refine_diff_density_max         0.461
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.052

