# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2015

####################################################################### 
# 
# 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_p1
_database_code_depnum_ccdc_archive 'CCDC 1054103'
_audit_update_record             
;
2015-03-16 deposited with the CCDC.
2015-08-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H26 Br3 O5'
_chemical_formula_weight         706.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   9.9779(11)
_cell_length_b                   11.5105(12)
_cell_length_c                   13.4027(14)
_cell_angle_alpha                91.472(6)
_cell_angle_beta                 107.929(6)
_cell_angle_gamma                109.296(6)
_cell_volume                     1368.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             702
_exptl_absorpt_coefficient_mu    5.793
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13269
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0582
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.50
_diffrn_reflns_theta_max         64.52
_reflns_number_total             4454
_reflns_number_gt                3474
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)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         4454
_refine_ls_number_parameters     341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3233
_refine_ls_R_factor_gt           0.2921
_refine_ls_wR_factor_ref         0.7025
_refine_ls_wR_factor_gt          0.6761
_refine_ls_goodness_of_fit_ref   6.633
_refine_ls_restrained_S_all      6.633
_refine_ls_shift/su_max          14.356
_refine_ls_shift/su_mean         0.503

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
Br1 Br 0.1851(11) 0.2573(8) 1.2450(5) 0.059(3) Uani 1 1 d . . .
Br99 Br 0.3910(9) -0.3791(5) 0.8018(6) 0.048(3) Uani 1 1 d . . .
O1 O 0.190(7) 0.321(4) 0.612(3) 0.045(14) Uani 1 1 d . . .
O2 O 0.831(5) 0.374(5) 0.663(4) 0.062(14) Uani 1 1 d . . .
O3 O -0.118(7) 0.085(7) 0.700(5) 0.069(19) Uani 1 1 d . . .
O4 O 0.613(5) 0.201(5) 0.522(3) 0.045(11) Uani 1 1 d . . .
O5 O 0.133(6) 0.157(4) 0.490(3) 0.036(11) Uani 1 1 d . . .
C1 C 0.343(13) 0.451(10) 0.521(8) 0.09(3) Uani 1 1 d . . .
H1 H 0.4186 0.4473 0.5842 0.132 Uiso 1 1 calc R . .
H24 H 0.3647 0.5354 0.5071 0.132 Uiso 1 1 calc R . .
H23 H 0.3438 0.4011 0.4621 0.132 Uiso 1 1 calc R . .
C2 C 0.196(13) 0.403(8) 0.533(7) 0.06(3) Uani 1 1 d . . .
H22 H 0.1212 0.3588 0.4656 0.073 Uiso 1 1 calc R . .
H25 H 0.1697 0.4727 0.5522 0.073 Uiso 1 1 calc R . .
C3 C 0.155(6) 0.200(5) 0.577(4) 0.024(12) Uani 1 1 d . . .
C4 C 0.137(6) 0.122(5) 0.667(4) 0.024(11) Uani 1 1 d . . .
H21 H 0.0820 0.0350 0.6347 0.029 Uiso 1 1 calc R . .
C5 C 0.297(6) 0.128(4) 0.750(3) 0.015(10) Uani 1 1 d . . .
C6 C 0.436(6) 0.204(5) 0.729(4) 0.022(11) Uani 1 1 d . . .
C7 C 0.456(6) 0.167(5) 0.634(4) 0.026(12) Uani 1 1 d . . .
H11 H 0.3828 0.0994 0.5860 0.032 Uiso 1 1 calc R . .
C8 C 0.586(6) 0.233(5) 0.615(4) 0.030(13) Uani 1 1 d . . .
C9 C 0.702(7) 0.328(5) 0.688(5) 0.040(14) Uani 1 1 d . . .
C10 C 0.957(8) 0.459(7) 0.734(8) 0.07(3) Uani 1 1 d . . .
H9 H 0.9642 0.5410 0.7173 0.108 Uiso 1 1 calc R . .
H2 H 1.0440 0.4429 0.7301 0.108 Uiso 1 1 calc R . .
H8 H 0.9518 0.4528 0.8038 0.108 Uiso 1 1 calc R . .
C11 C -0.072(8) 0.204(7) 1.057(5) 0.045(16) Uani 1 1 d . . .
H3 H -0.1209 0.2198 1.1026 0.054 Uiso 1 1 calc R . .
C12 C 0.076(8) 0.212(6) 1.098(5) 0.028(14) Uani 1 1 d . . .
C13 C 0.148(6) 0.183(5) 1.027(4) 0.017(12) Uani 1 1 d . . .
H26 H 0.2463 0.1843 1.0534 0.020 Uiso 1 1 calc R . .
C14 C 0.068(5) 0.153(5) 0.920(4) 0.023(11) Uani 1 1 d . . .
C15 C -0.085(7) 0.147(6) 0.883(4) 0.034(15) Uani 1 1 d . . .
C16 C 0.052(6) 0.154(5) 0.734(4) 0.024(11) Uani 1 1 d . . .
C17 C 0.292(4) 0.172(3) 0.856(3) 0.009(8) Uani 1 1 d . . .
H15 H 0.3486 0.1358 0.9121 0.011 Uiso 1 1 calc R . .
C18 C 0.355(6) 0.309(4) 0.880(4) 0.022(11) Uani 1 1 d . . .
H14 H 0.3393 0.3354 0.9437 0.026 Uiso 1 1 calc R . .
H4 H 0.3051 0.3450 0.8221 0.026 Uiso 1 1 calc R . .
C19 C 0.524(6) 0.352(5) 0.897(5) 0.032(13) Uani 1 1 d . . .
H13 H 0.5676 0.4421 0.9111 0.038 Uiso 1 1 calc R . .
H12 H 0.5742 0.3192 0.9573 0.038 Uiso 1 1 calc R . .
C20 C 0.547(6) 0.307(5) 0.799(4) 0.025(12) Uani 1 1 d . . .
C21 C 0.484(9) 0.139(9) 0.432(5) 0.07(2) Uani 1 1 d . . .
H7 H 0.4370 0.0548 0.4429 0.107 Uiso 1 1 calc R . .
H6 H 0.5132 0.1379 0.3705 0.107 Uiso 1 1 calc R . .
H5 H 0.4135 0.1813 0.4223 0.107 Uiso 1 1 calc R . .
C22 C 0.685(7) 0.367(5) 0.774(5) 0.030(14) Uani 1 1 d . . .
H10 H 0.7615 0.4345 0.8201 0.036 Uiso 1 1 calc R . .
C23 C 0.128(5) 0.120(5) 0.842(4) 0.017(10) Uani 1 1 d . . .
H16 H 0.0983 0.0291 0.8336 0.020 Uiso 1 1 calc R . .
C24 C 0.306(5) -0.006(4) 0.761(3) 0.015(9) Uani 1 1 d . . .
C25 C 0.222(6) -0.112(5) 0.689(4) 0.027(12) Uani 1 1 d . . .
H20 H 0.1430 -0.1081 0.6321 0.033 Uiso 1 1 calc R . .
C26 C 0.245(6) -0.222(5) 0.695(5) 0.037(13) Uani 1 1 d . . .
H19 H 0.1910 -0.2892 0.6410 0.044 Uiso 1 1 calc R . .
C27 C 0.354(6) -0.227(5) 0.787(4) 0.025(12) Uani 1 1 d . . .
C28 C 0.442(7) -0.127(5) 0.869(4) 0.034(12) Uani 1 1 d . . .
H18 H 0.5142 -0.1343 0.9288 0.041 Uiso 1 1 calc R . .
C29 C 0.418(7) -0.014(5) 0.856(4) 0.027(13) Uani 1 1 d . . .
H17 H 0.4729 0.0550 0.9079 0.032 Uiso 1 1 calc R . .
C30 C -0.146(8) 0.175(7) 0.955(6) 0.057(17) Uani 1 1 d . . .
Br3 Br -0.1682(7) 0.1163(6) 0.7798(5) 0.075(2) 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
Br1 C12 1.89(6) . ?
Br99 C27 1.90(6) . ?
O1 C3 1.35(7) . ?
O1 C2 1.44(8) . ?
O2 C9 1.37(7) . ?
O2 C10 1.36(9) . ?
O3 Br3 1.40(6) . ?
O3 C16 1.53(8) . ?
O4 C8 1.41(7) . ?
O4 C21 1.42(9) . ?
O5 C3 1.18(7) . ?
C1 C2 1.46(15) . ?
C1 H1 0.9620 . ?
C1 H24 0.9640 . ?
C1 H23 0.9634 . ?
C2 H22 0.9700 . ?
C2 H25 0.9700 . ?
C3 C4 1.55(7) . ?
C4 C16 1.52(7) . ?
C4 C5 1.61(7) . ?
C4 H21 0.9800 . ?
C5 C6 1.49(7) . ?
C5 C17 1.52(6) . ?
C5 C24 1.58(6) . ?
C6 C20 1.39(7) . ?
C6 C7 1.42(8) . ?
C7 C8 1.37(8) . ?
C7 H11 0.9300 . ?
C8 C9 1.38(9) . ?
C9 C22 1.31(9) . ?
C10 H9 0.9653 . ?
C10 H2 0.9646 . ?
C10 H8 0.9622 . ?
C11 C12 1.38(10) . ?
C11 C30 1.32(10) . ?
C11 H3 0.9300 . ?
C12 C13 1.45(8) . ?
C13 C14 1.38(8) . ?
C13 H26 0.9300 . ?
C14 C15 1.43(8) . ?
C14 C23 1.44(7) . ?
C15 C30 1.37(9) . ?
C15 Br3 1.34(6) . ?
C16 C23 1.55(7) . ?
C16 Br3 2.37(5) . ?
C17 C18 1.48(6) . ?
C17 C23 1.50(6) . ?
C17 H15 0.9800 . ?
C18 C19 1.53(8) . ?
C18 H14 0.9700 . ?
C18 H4 0.9700 . ?
C19 C20 1.51(8) . ?
C19 H13 0.9700 . ?
C19 H12 0.9700 . ?
C20 C22 1.47(8) . ?
C21 H7 0.9600 . ?
C21 H6 0.9600 . ?
C21 H5 0.9600 . ?
C22 H10 0.9300 . ?
C23 H16 0.9800 . ?
C24 C25 1.37(7) . ?
C24 C29 1.44(7) . ?
C25 C26 1.36(8) . ?
C25 H20 0.9300 . ?
C26 C27 1.39(8) . ?
C26 H19 0.9300 . ?
C27 C28 1.41(8) . ?
C28 C29 1.40(8) . ?
C28 H18 0.9300 . ?
C29 H17 0.9300 . ?
C30 Br3 2.34(7) . ?

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
C3 O1 C2 115(5) . . ?
C9 O2 C10 120(6) . . ?
Br3 O3 C16 108(5) . . ?
C8 O4 C21 116(5) . . ?
C2 C1 H1 105.3 . . ?
C2 C1 H24 112.3 . . ?
H1 C1 H24 108.7 . . ?
C2 C1 H23 111.6 . . ?
H1 C1 H23 109.5 . . ?
H24 C1 H23 109.2 . . ?
C1 C2 O1 113(9) . . ?
C1 C2 H22 105.3 . . ?
O1 C2 H22 110.9 . . ?
C1 C2 H25 109.4 . . ?
O1 C2 H25 110.1 . . ?
H22 C2 H25 108.0 . . ?
O5 C3 O1 127(5) . . ?
O5 C3 C4 124(5) . . ?
O1 C3 C4 110(4) . . ?
C3 C4 C16 116(4) . . ?
C3 C4 C5 113(4) . . ?
C16 C4 C5 106(4) . . ?
C3 C4 H21 107.2 . . ?
C16 C4 H21 107.3 . . ?
C5 C4 H21 107.3 . . ?
C6 C5 C17 113(4) . . ?
C6 C5 C24 107(4) . . ?
C17 C5 C24 104(3) . . ?
C6 C5 C4 117(4) . . ?
C17 C5 C4 103(4) . . ?
C24 C5 C4 111(4) . . ?
C20 C6 C7 120(5) . . ?
C20 C6 C5 123(4) . . ?
C7 C6 C5 118(4) . . ?
C8 C7 C6 119(5) . . ?
C8 C7 H11 121.1 . . ?
C6 C7 H11 120.0 . . ?
C7 C8 C9 122(5) . . ?
C7 C8 O4 122(5) . . ?
C9 C8 O4 116(5) . . ?
O2 C9 C22 125(6) . . ?
O2 C9 C8 115(5) . . ?
C22 C9 C8 120(5) . . ?
O2 C10 H9 113.0 . . ?
O2 C10 H2 111.6 . . ?
H9 C10 H2 108.8 . . ?
O2 C10 H8 105.0 . . ?
H9 C10 H8 109.8 . . ?
H2 C10 H8 108.5 . . ?
C12 C11 C30 120(6) . . ?
C12 C11 H3 118.6 . . ?
C30 C11 H3 121.0 . . ?
C11 C12 C13 119(6) . . ?
C11 C12 Br1 121(4) . . ?
C13 C12 Br1 119(5) . . ?
C12 C13 C14 119(5) . . ?
C12 C13 H26 120.1 . . ?
C14 C13 H26 121.0 . . ?
C15 C14 C13 119(5) . . ?
C15 C14 C23 117(5) . . ?
C13 C14 C23 124(5) . . ?
C30 C15 C14 119(5) . . ?
C30 C15 Br3 120(6) . . ?
C14 C15 Br3 121(5) . . ?
C23 C16 O3 109(4) . . ?
C23 C16 C4 102(4) . . ?
O3 C16 C4 118(5) . . ?
C23 C16 Br3 89(3) . . ?
O3 C16 Br3 34(3) . . ?
C4 C16 Br3 152(4) . . ?
C18 C17 C23 112(4) . . ?
C18 C17 C5 111(3) . . ?
C23 C17 C5 103(3) . . ?
C18 C17 H15 110.5 . . ?
C23 C17 H15 108.6 . . ?
C5 C17 H15 110.7 . . ?
C17 C18 C19 108(4) . . ?
C17 C18 H14 110.7 . . ?
C19 C18 H14 109.4 . . ?
C17 C18 H4 110.6 . . ?
C19 C18 H4 109.8 . . ?
H14 C18 H4 108.3 . . ?
C20 C19 C18 110(4) . . ?
C20 C19 H13 109.7 . . ?
C18 C19 H13 110.4 . . ?
C20 C19 H12 109.4 . . ?
C18 C19 H12 109.6 . . ?
H13 C19 H12 108.2 . . ?
C6 C20 C22 118(5) . . ?
C6 C20 C19 120(4) . . ?
C22 C20 C19 122(5) . . ?
O4 C21 H7 110.2 . . ?
O4 C21 H6 108.9 . . ?
H7 C21 H6 109.5 . . ?
O4 C21 H5 109.3 . . ?
H7 C21 H5 109.5 . . ?
H6 C21 H5 109.5 . . ?
C9 C22 C20 121(5) . . ?
C9 C22 H10 120.2 . . ?
C20 C22 H10 118.4 . . ?
C17 C23 C14 123(4) . . ?
C17 C23 C16 103(4) . . ?
C14 C23 C16 110(4) . . ?
C17 C23 H16 106.2 . . ?
C14 C23 H16 107.2 . . ?
C16 C23 H16 106.7 . . ?
C25 C24 C29 118(5) . . ?
C25 C24 C5 127(4) . . ?
C29 C24 C5 115(4) . . ?
C24 C25 C26 126(5) . . ?
C24 C25 H20 117.9 . . ?
C26 C25 H20 116.5 . . ?
C27 C26 C25 115(5) . . ?
C27 C26 H19 121.9 . . ?
C25 C26 H19 122.7 . . ?
C28 C27 C26 124(5) . . ?
C28 C27 Br99 118(4) . . ?
C26 C27 Br99 118(4) . . ?
C27 C28 C29 118(5) . . ?
C27 C28 H18 121.3 . . ?
C29 C28 H18 120.8 . . ?
C28 C29 C24 119(5) . . ?
C28 C29 H17 118.8 . . ?
C24 C29 H17 122.3 . . ?
C15 C30 C11 124(6) . . ?
C15 C30 Br3 30(3) . . ?
C11 C30 Br3 153(5) . . ?
C15 Br3 O3 125(4) . . ?
C15 Br3 C30 30(3) . . ?
O3 Br3 C30 155(3) . . ?
C15 Br3 C16 91(3) . . ?
O3 Br3 C16 38(3) . . ?
C30 Br3 C16 119(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 O1 C2 C1 -87(10) . . . . ?
C2 O1 C3 O5 1(10) . . . . ?
C2 O1 C3 C4 -175(6) . . . . ?
O5 C3 C4 C16 -134(6) . . . . ?
O1 C3 C4 C16 42(7) . . . . ?
O5 C3 C4 C5 104(6) . . . . ?
O1 C3 C4 C5 -80(6) . . . . ?
C3 C4 C5 C6 -1(6) . . . . ?
C16 C4 C5 C6 -129(4) . . . . ?
C3 C4 C5 C17 124(4) . . . . ?
C16 C4 C5 C17 -3(5) . . . . ?
C3 C4 C5 C24 -124(4) . . . . ?
C16 C4 C5 C24 108(4) . . . . ?
C17 C5 C6 C20 -1(7) . . . . ?
C24 C5 C6 C20 -115(5) . . . . ?
C4 C5 C6 C20 119(5) . . . . ?
C17 C5 C6 C7 176(4) . . . . ?
C24 C5 C6 C7 62(5) . . . . ?
C4 C5 C6 C7 -63(6) . . . . ?
C20 C6 C7 C8 1(8) . . . . ?
C5 C6 C7 C8 -177(5) . . . . ?
C6 C7 C8 C9 5(9) . . . . ?
C6 C7 C8 O4 -180(5) . . . . ?
C21 O4 C8 C7 26(8) . . . . ?
C21 O4 C8 C9 -158(6) . . . . ?
C10 O2 C9 C22 6(10) . . . . ?
C10 O2 C9 C8 -173(7) . . . . ?
C7 C8 C9 O2 172(6) . . . . ?
O4 C8 C9 O2 -3(8) . . . . ?
C7 C8 C9 C22 -7(9) . . . . ?
O4 C8 C9 C22 177(6) . . . . ?
C30 C11 C12 C13 -3(10) . . . . ?
C30 C11 C12 Br1 179(6) . . . . ?
C11 C12 C13 C14 3(8) . . . . ?
Br1 C12 C13 C14 -179(4) . . . . ?
C12 C13 C14 C15 -2(8) . . . . ?
C12 C13 C14 C23 -179(5) . . . . ?
C13 C14 C15 C30 2(8) . . . . ?
C23 C14 C15 C30 179(5) . . . . ?
C13 C14 C15 Br3 -179(5) . . . . ?
C23 C14 C15 Br3 -2(8) . . . . ?
Br3 O3 C16 C23 57(6) . . . . ?
Br3 O3 C16 C4 172(4) . . . . ?
C3 C4 C16 C23 -150(4) . . . . ?
C5 C4 C16 C23 -24(5) . . . . ?
C3 C4 C16 O3 92(6) . . . . ?
C5 C4 C16 O3 -143(5) . . . . ?
C3 C4 C16 Br3 101(8) . . . . ?
C5 C4 C16 Br3 -133(7) . . . . ?
C6 C5 C17 C18 38(5) . . . . ?
C24 C5 C17 C18 153(4) . . . . ?
C4 C5 C17 C18 -90(4) . . . . ?
C6 C5 C17 C23 158(4) . . . . ?
C24 C5 C17 C23 -86(4) . . . . ?
C4 C5 C17 C23 30(4) . . . . ?
C23 C17 C18 C19 178(4) . . . . ?
C5 C17 C18 C19 -67(5) . . . . ?
C17 C18 C19 C20 58(6) . . . . ?
C7 C6 C20 C22 -4(8) . . . . ?
C5 C6 C20 C22 174(5) . . . . ?
C7 C6 C20 C19 177(5) . . . . ?
C5 C6 C20 C19 -5(8) . . . . ?
C18 C19 C20 C6 -23(7) . . . . ?
C18 C19 C20 C22 157(5) . . . . ?
O2 C9 C22 C20 -176(6) . . . . ?
C8 C9 C22 C20 4(10) . . . . ?
C6 C20 C22 C9 1(9) . . . . ?
C19 C20 C22 C9 -179(6) . . . . ?
C18 C17 C23 C14 -51(6) . . . . ?
C5 C17 C23 C14 -171(4) . . . . ?
C18 C17 C23 C16 73(5) . . . . ?
C5 C17 C23 C16 -47(4) . . . . ?
C15 C14 C23 C17 152(5) . . . . ?
C13 C14 C23 C17 -31(7) . . . . ?
C15 C14 C23 C16 31(6) . . . . ?
C13 C14 C23 C16 -152(5) . . . . ?
O3 C16 C23 C17 169(4) . . . . ?
C4 C16 C23 C17 44(5) . . . . ?
Br3 C16 C23 C17 -163(3) . . . . ?
O3 C16 C23 C14 -59(6) . . . . ?
C4 C16 C23 C14 176(4) . . . . ?
Br3 C16 C23 C14 -31(4) . . . . ?
C6 C5 C24 C25 -107(5) . . . . ?
C17 C5 C24 C25 133(5) . . . . ?
C4 C5 C24 C25 22(6) . . . . ?
C6 C5 C24 C29 71(5) . . . . ?
C17 C5 C24 C29 -49(5) . . . . ?
C4 C5 C24 C29 -160(4) . . . . ?
C29 C24 C25 C26 -7(8) . . . . ?
C5 C24 C25 C26 171(5) . . . . ?
C24 C25 C26 C27 6(9) . . . . ?
C25 C26 C27 C28 -3(8) . . . . ?
C25 C26 C27 Br99 179(4) . . . . ?
C26 C27 C28 C29 -0(9) . . . . ?
Br99 C27 C28 C29 178(4) . . . . ?
C27 C28 C29 C24 -0(8) . . . . ?
C25 C24 C29 C28 4(8) . . . . ?
C5 C24 C29 C28 -175(5) . . . . ?
C14 C15 C30 C11 -2(11) . . . . ?
Br3 C15 C30 C11 179(6) . . . . ?
C14 C15 C30 Br3 179(10) . . . . ?
C12 C11 C30 C15 2(11) . . . . ?
C12 C11 C30 Br3 4(17) . . . . ?
C30 C15 Br3 O3 -179(6) . . . . ?
C14 C15 Br3 O3 1(7) . . . . ?
C14 C15 Br3 C30 -179(10) . . . . ?
C30 C15 Br3 C16 163(6) . . . . ?
C14 C15 Br3 C16 -16(5) . . . . ?
C16 O3 Br3 C15 -30(7) . . . . ?
C16 O3 Br3 C30 -30(11) . . . . ?
C11 C30 Br3 C15 -2(12) . . . . ?
C15 C30 Br3 O3 1(11) . . . . ?
C11 C30 Br3 O3 -1(18) . . . . ?
C15 C30 Br3 C16 -20(7) . . . . ?
C11 C30 Br3 C16 -22(14) . . . . ?
C23 C16 Br3 C15 28(4) . . . . ?
O3 C16 Br3 C15 156(6) . . . . ?
C4 C16 Br3 C15 140(8) . . . . ?
C23 C16 Br3 O3 -128(6) . . . . ?
C4 C16 Br3 O3 -16(8) . . . . ?
C23 C16 Br3 C30 38(4) . . . . ?
O3 C16 Br3 C30 166(6) . . . . ?
C4 C16 Br3 C30 150(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        64.52
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         14.528
_refine_diff_density_min         -14.414
_refine_diff_density_rms         0.755
####################################################################### 
# 
# 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_kmh23
_database_code_depnum_ccdc_archive 'CCDC 1054104'
_audit_update_record             
;
2015-03-16 deposited with the CCDC.
2015-08-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H26 Br Cl N2 O3'
_chemical_formula_weight         577.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   9.5848(7)
_cell_length_b                   11.0031(8)
_cell_length_c                   14.0353(11)
_cell_angle_alpha                87.764(2)
_cell_angle_beta                 70.878(2)
_cell_angle_gamma                65.624(2)
_cell_volume                     1265.88(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_absorpt_coefficient_mu    3.478
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.4536
_exptl_absorpt_correction_T_max  0.4768
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14548
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         6.72
_diffrn_reflns_theta_max         64.51
_reflns_number_total             4174
_reflns_number_gt                4104
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0555P)²+0.9606P] 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         4174
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0959
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_restrained_S_all      1.103
_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
Br1 Br 1.16520(3) 0.20005(2) 0.213970(16) 0.02859(12) Uani 1 1 d . . .
C2 C 1.1650(3) 0.2284(2) 0.34697(17) 0.0187(4) Uani 1 1 d . . .
C3 C 1.3122(3) 0.1965(2) 0.36103(17) 0.0208(5) Uani 1 1 d . . .
H3 H 1.4099 0.1565 0.3071 0.025 Uiso 1 1 calc R . .
C4 C 1.3124(3) 0.2247(2) 0.45568(18) 0.0210(5) Uani 1 1 d . . .
H4 H 1.4108 0.2034 0.4656 0.025 Uiso 1 1 calc R . .
C5 C 1.1668(3) 0.2848(2) 0.53666(17) 0.0173(4) Uani 1 1 d . . .
O6 O 1.18087(18) 0.31525(16) 0.62575(11) 0.0212(3) Uani 1 1 d . . .
C7 C 1.0336(3) 0.3956(2) 0.70766(16) 0.0165(4) Uani 1 1 d . . .
H7A H 0.9965 0.4895 0.6962 0.020 Uiso 1 1 calc R . .
H7B H 1.0540 0.3865 0.7715 0.020 Uiso 1 1 calc R . .
C8 C 0.9053(2) 0.3471(2) 0.71155(15) 0.0134(4) Uani 1 1 d . . .
H8 H 0.9505 0.2500 0.7155 0.016 Uiso 1 1 calc R . .
C9 C 0.7354(2) 0.41196(19) 0.79267(15) 0.0118(4) Uani 1 1 d . . .
H9 H 0.7095 0.5056 0.8115 0.014 Uiso 1 1 calc R . .
C10 C 0.6191(2) 0.40805(19) 0.73287(14) 0.0109(4) Uani 1 1 d . . .
C11 C 0.5069(2) 0.34322(19) 0.78330(14) 0.0114(4) Uani 1 1 d . . .
N12 N 0.3837(2) 0.39384(17) 0.87573(12) 0.0124(3) Uani 1 1 d . . .
H12 H 0.3663 0.4599 0.9155 0.015 Uiso 1 1 calc R . .
C13 C 0.2930(2) 0.3202(2) 0.89335(15) 0.0128(4) Uani 1 1 d . . .
C14 C 0.1562(3) 0.3329(2) 0.97551(16) 0.0164(4) Uani 1 1 d . . .
H14 H 0.1141 0.3967 1.0310 0.020 Uiso 1 1 calc R . .
C15 C 0.0852(3) 0.2471(2) 0.97160(17) 0.0182(4) Uani 1 1 d . . .
H15 H -0.0067 0.2536 1.0253 0.022 Uiso 1 1 calc R . .
C16 C 0.1495(3) 0.1502(2) 0.88785(17) 0.0175(4) Uani 1 1 d . . .
H16 H 0.0985 0.0947 0.8867 0.021 Uiso 1 1 calc R . .
C17 C 0.2874(3) 0.1360(2) 0.80713(16) 0.0152(4) Uani 1 1 d . . .
H17 H 0.3298 0.0708 0.7526 0.018 Uiso 1 1 calc R . .
C18 C 0.3621(2) 0.2214(2) 0.80887(15) 0.0124(4) Uani 1 1 d . . .
C19 C 0.5000(2) 0.2381(2) 0.74033(15) 0.0124(4) Uani 1 1 d . . .
C20 C 0.6239(2) 0.1629(2) 0.64098(15) 0.0139(4) Uani 1 1 d . . .
H20A H 0.5801 0.1933 0.5867 0.017 Uiso 1 1 calc R . .
H20B H 0.6518 0.0676 0.6423 0.017 Uiso 1 1 calc R . .
C21 C 0.7758(2) 0.18807(19) 0.62259(15) 0.0131(4) Uani 1 1 d . . .
H21A H 0.8265 0.1482 0.6725 0.016 Uiso 1 1 calc R . .
H21B H 0.8540 0.1466 0.5557 0.016 Uiso 1 1 calc R . .
N22 N 0.7294(2) 0.33475(16) 0.63035(12) 0.0111(3) Uani 1 1 d . . .
C23 C 0.8656(2) 0.3730(2) 0.61401(15) 0.0125(4) Uani 1 1 d . . .
H23 H 0.8222 0.4703 0.6111 0.015 Uiso 1 1 calc R . .
C24 C 1.0185(3) 0.31024(19) 0.52368(15) 0.0136(4) Uani 1 1 d . . .
C25 C 1.0193(3) 0.2839(2) 0.42704(16) 0.0158(4) Uani 1 1 d . . .
H25 H 0.9217 0.3038 0.4165 0.019 Uiso 1 1 calc R . .
C26 C 0.5069(2) 0.55033(19) 0.71749(15) 0.0115(4) Uani 1 1 d . . .
C27 C 0.4647(2) 0.5651(2) 0.63000(16) 0.0142(4) Uani 1 1 d . . .
H27 H 0.5109 0.4916 0.5814 0.017 Uiso 1 1 calc R . .
C28 C 0.3553(3) 0.6873(2) 0.61423(16) 0.0158(4) Uani 1 1 d . . .
H28 H 0.3295 0.6963 0.5552 0.019 Uiso 1 1 calc R . .
C29 C 0.2850(2) 0.7960(2) 0.68779(16) 0.0151(4) Uani 1 1 d . . .
C30 C 0.3209(3) 0.7831(2) 0.77626(16) 0.0156(4) Uani 1 1 d . . .
H30 H 0.2711 0.8559 0.8259 0.019 Uiso 1 1 calc R . .
C31 C 0.4326(2) 0.6598(2) 0.79063(15) 0.0138(4) Uani 1 1 d . . .
H31 H 0.4575 0.6511 0.8500 0.017 Uiso 1 1 calc R . .
Cl32 Cl 0.15066(7) 0.95033(5) 0.66685(4) 0.02414(15) Uani 1 1 d . . .
C33 C 0.7242(2) 0.3388(2) 0.88655(15) 0.0120(4) Uani 1 1 d . . .
O34 O 0.67923(18) 0.39149(14) 0.97178(10) 0.0176(3) Uani 1 1 d . . .
O35 O 0.77242(18) 0.20800(14) 0.86345(10) 0.0149(3) Uani 1 1 d . . .
C36 C 0.7639(3) 0.1245(2) 0.94631(16) 0.0163(4) Uani 1 1 d . . .
H36A H 0.7874 0.1578 0.9995 0.020 Uiso 1 1 calc R . .
H36B H 0.8455 0.0332 0.9218 0.020 Uiso 1 1 calc R . .
C37 C 0.5975(3) 0.1251(2) 0.98903(17) 0.0215(5) Uani 1 1 d . . .
H37A H 0.5176 0.2143 1.0178 0.032 Uiso 1 1 calc R . .
H37B H 0.5965 0.0654 1.0407 0.032 Uiso 1 1 calc R . .
H37C H 0.5722 0.0958 0.9358 0.032 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
Br1 C2 1.904(2) . ?
C2 C25 1.381(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.376(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(3) . ?
C4 H4 0.9300 . ?
C5 O6 1.369(3) . ?
C5 C24 1.403(3) . ?
O6 C7 1.443(3) . ?
C7 C8 1.516(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C23 1.523(3) . ?
C8 C9 1.532(3) . ?
C8 H8 0.9800 . ?
C9 C33 1.514(3) . ?
C9 C10 1.614(3) . ?
C9 H9 0.9800 . ?
C10 N22 1.493(3) . ?
C10 C11 1.504(3) . ?
C10 C26 1.546(3) . ?
C11 C19 1.360(3) . ?
C11 N12 1.378(3) . ?
N12 C13 1.378(3) . ?
N12 H12 0.8600 . ?
C13 C14 1.392(3) . ?
C13 C18 1.420(3) . ?
C14 C15 1.385(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.406(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.384(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.402(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.435(3) . ?
C19 C20 1.495(3) . ?
C20 C21 1.532(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 N22 1.484(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
N22 C23 1.478(3) . ?
C23 C24 1.499(3) . ?
C23 H23 0.9800 . ?
C24 C25 1.395(3) . ?
C25 H25 0.9300 . ?
C26 C31 1.387(3) . ?
C26 C27 1.397(3) . ?
C27 C28 1.386(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.387(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.381(3) . ?
C29 Cl32 1.741(2) . ?
C30 C31 1.395(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C33 O34 1.209(3) . ?
C33 O35 1.334(2) . ?
O35 C36 1.456(2) . ?
C36 C37 1.506(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C25 C2 C3 121.0(2) . . ?
C25 C2 Br1 120.01(17) . . ?
C3 C2 Br1 118.95(17) . . ?
C4 C3 C2 119.3(2) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
O6 C5 C4 115.67(19) . . ?
O6 C5 C24 124.4(2) . . ?
C4 C5 C24 119.9(2) . . ?
C5 O6 C7 118.03(16) . . ?
O6 C7 C8 108.07(17) . . ?
O6 C7 H7A 110.1 . . ?
C8 C7 H7A 110.1 . . ?
O6 C7 H7B 110.1 . . ?
C8 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
C7 C8 C23 109.03(16) . . ?
C7 C8 C9 120.24(17) . . ?
C23 C8 C9 101.80(16) . . ?
C7 C8 H8 108.4 . . ?
C23 C8 H8 108.4 . . ?
C9 C8 H8 108.4 . . ?
C33 C9 C8 111.98(16) . . ?
C33 C9 C10 114.35(15) . . ?
C8 C9 C10 102.51(15) . . ?
C33 C9 H9 109.3 . . ?
C8 C9 H9 109.3 . . ?
C10 C9 H9 109.3 . . ?
N22 C10 C11 109.88(16) . . ?
N22 C10 C26 107.57(15) . . ?
C11 C10 C26 105.35(15) . . ?
N22 C10 C9 106.39(15) . . ?
C11 C10 C9 115.43(15) . . ?
C26 C10 C9 112.01(15) . . ?
C19 C11 N12 110.83(17) . . ?
C19 C11 C10 125.37(18) . . ?
N12 C11 C10 123.40(17) . . ?
C11 N12 C13 108.13(16) . . ?
C11 N12 H12 125.9 . . ?
C13 N12 H12 125.9 . . ?
N12 C13 C14 129.87(19) . . ?
N12 C13 C18 107.78(17) . . ?
C14 C13 C18 122.35(19) . . ?
C15 C14 C13 117.6(2) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
C14 C15 C16 121.1(2) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 121.2(2) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 119.00(19) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C13 118.72(19) . . ?
C17 C18 C19 134.58(19) . . ?
C13 C18 C19 106.68(17) . . ?
C11 C19 C18 106.57(18) . . ?
C11 C19 C20 121.23(18) . . ?
C18 C19 C20 132.19(18) . . ?
C19 C20 C21 108.48(16) . . ?
C19 C20 H20A 110.0 . . ?
C21 C20 H20A 110.0 . . ?
C19 C20 H20B 110.0 . . ?
C21 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?
N22 C21 C20 109.64(16) . . ?
N22 C21 H21A 109.7 . . ?
C20 C21 H21A 109.7 . . ?
N22 C21 H21B 109.7 . . ?
C20 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C23 N22 C21 115.14(15) . . ?
C23 N22 C10 100.67(14) . . ?
C21 N22 C10 114.62(15) . . ?
N22 C23 C24 120.64(17) . . ?
N22 C23 C8 104.31(15) . . ?
C24 C23 C8 110.13(16) . . ?
N22 C23 H23 107.0 . . ?
C24 C23 H23 107.0 . . ?
C8 C23 H23 107.0 . . ?
C25 C24 C5 118.84(19) . . ?
C25 C24 C23 123.36(19) . . ?
C5 C24 C23 117.67(18) . . ?
C2 C25 C24 120.1(2) . . ?
C2 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C31 C26 C27 118.56(18) . . ?
C31 C26 C10 123.30(17) . . ?
C27 C26 C10 117.75(17) . . ?
C28 C27 C26 121.25(19) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 119.01(19) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C30 C29 C28 120.90(18) . . ?
C30 C29 Cl32 120.10(16) . . ?
C28 C29 Cl32 118.99(16) . . ?
C29 C30 C31 119.46(19) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 H30 120.3 . . ?
C26 C31 C30 120.78(19) . . ?
C26 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
O34 C33 O35 123.99(18) . . ?
O34 C33 C9 124.55(18) . . ?
O35 C33 C9 111.45(16) . . ?
C33 O35 C36 118.01(15) . . ?
O35 C36 C37 110.88(16) . . ?
O35 C36 H36A 109.5 . . ?
C37 C36 H36A 109.5 . . ?
O35 C36 H36B 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 108.1 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        64.51
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.097
####################################################################### 
# 
# 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_pm3
_database_code_depnum_ccdc_archive 'CCDC 1401266'
_audit_update_record             
;
2015-05-16 deposited with the CCDC.
2015-08-13 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H36 N2 O6 S2'
_chemical_formula_weight         644.78

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/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                   17.5740(17)
_cell_length_b                   8.9640(9)
_cell_length_c                   20.843(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.682(4)
_cell_angle_gamma                90.00
_cell_volume                     3145.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4501
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      64.92

_exptl_crystal_description       Rectangle
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360
_exptl_absorpt_coefficient_mu    1.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.592
_exptl_absorpt_correction_T_max  0.598
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker X8 Proteum'
_diffrn_measurement_method       '\\\f and \\\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14873
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.62
_diffrn_reflns_theta_max         64.92
_reflns_number_total             5126
_reflns_number_gt                4501
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1042P)²+1.5418P] 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         5126
_refine_ls_number_parameters     410
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1727
_refine_ls_wR_factor_gt          0.1671
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S36 S 0.31295(5) 0.42321(9) 0.31481(3) 0.0493(2) Uani 1 1 d . . .
S26 S 0.43085(4) 0.43059(9) 0.70269(4) 0.0524(2) Uani 1 1 d . . .
O33 O 0.14324(10) 0.6529(2) 0.51043(10) 0.0446(4) Uani 1 1 d . . .
O27 O 0.05911(11) 0.4331(2) 0.68342(10) 0.0468(5) Uani 1 1 d . . .
O29 O 0.05575(11) 0.1437(2) 0.69558(10) 0.0490(5) Uani 1 1 d . . .
O32 O 0.13332(11) 0.4225(2) 0.46773(11) 0.0538(5) Uani 1 1 d . . .
N1 N 0.34894(11) 0.3007(2) 0.57753(10) 0.0330(5) Uani 1 1 d . . .
O38 O 0.36490(14) 0.3961(3) 0.27457(10) 0.0653(6) Uani 1 1 d . . .
O37 O 0.25591(14) 0.5407(3) 0.29654(10) 0.0624(6) Uani 1 1 d . . .
N14 N 0.36832(13) 0.4637(3) 0.39238(11) 0.0438(5) Uani 1 1 d . . .
C23 C 0.32716(15) 0.6559(3) 0.67337(11) 0.0352(5) Uani 1 1 d . . .
H23 H 0.2835 0.7155 0.6534 0.042 Uiso 1 1 calc R . .
C22 C 0.34471(13) 0.5038(3) 0.65264(12) 0.0342(5) Uani 1 1 d . . .
C11 C 0.26204(14) 0.5169(3) 0.53045(12) 0.0338(5) Uani 1 1 d . . .
H11 H 0.2811 0.6186 0.5427 0.041 Uiso 1 1 calc R . .
C9 C 0.22890(13) 0.3317(3) 0.61904(11) 0.0323(5) Uani 1 1 d . . .
C31 C 0.17274(15) 0.5209(3) 0.49966(12) 0.0370(6) Uani 1 1 d . . .
C4 C 0.22594(14) 0.1787(3) 0.62436(12) 0.0345(5) Uani 1 1 d . . .
C10 C 0.29400(13) 0.4093(3) 0.59576(12) 0.0313(5) Uani 1 1 d . . .
C7 C 0.11586(14) 0.3556(3) 0.66347(12) 0.0361(6) Uani 1 1 d . . .
C8 C 0.17311(14) 0.4190(3) 0.63873(12) 0.0346(5) Uani 1 1 d . . .
H8 H 0.1749 0.5222 0.6350 0.042 Uiso 1 1 calc R . .
C21 C 0.37821(14) 0.3884(3) 0.52920(12) 0.0338(5) Uani 1 1 d . . .
H21 H 0.4082 0.4724 0.5543 0.041 Uiso 1 1 calc R . .
C20 C 0.43170(14) 0.3151(3) 0.49378(13) 0.0370(6) Uani 1 1 d . . .
C15 C 0.42634(15) 0.3561(3) 0.42751(13) 0.0410(6) Uani 1 1 d . . .
C12 C 0.30429(14) 0.4534(3) 0.48198(12) 0.0353(5) Uani 1 1 d . . .
H12 H 0.2721 0.3719 0.4567 0.042 Uiso 1 1 calc R . .
C13 C 0.32899(17) 0.5550(3) 0.43330(13) 0.0423(6) Uani 1 1 d . . .
H13A H 0.2827 0.6046 0.4044 0.051 Uiso 1 1 calc R . .
H13B H 0.3654 0.6306 0.4577 0.051 Uiso 1 1 calc R . .
C3 C 0.28365(16) 0.0808(3) 0.60308(15) 0.0419(6) Uani 1 1 d . . .
H3A H 0.2583 -0.0129 0.5858 0.050 Uiso 1 1 calc R . .
H3B H 0.3290 0.0594 0.6412 0.050 Uiso 1 1 calc R . .
C2 C 0.31093(16) 0.1597(3) 0.54942(13) 0.0384(6) Uani 1 1 d . . .
H2A H 0.3484 0.0977 0.5353 0.046 Uiso 1 1 calc R . .
H2B H 0.2659 0.1795 0.5108 0.046 Uiso 1 1 calc R . .
C5 C 0.16787(15) 0.1145(3) 0.65003(13) 0.0387(6) Uani 1 1 d . . .
H5 H 0.1661 0.0113 0.6538 0.046 Uiso 1 1 calc R . .
C6 C 0.11362(14) 0.1995(3) 0.66976(12) 0.0369(6) Uani 1 1 d . . .
C19 C 0.49098(15) 0.2170(3) 0.52711(15) 0.0439(6) Uani 1 1 d . . .
H19 H 0.4959 0.1924 0.5715 0.053 Uiso 1 1 calc R . .
C16 C 0.48130(18) 0.2956(4) 0.39732(16) 0.0526(8) Uani 1 1 d . . .
H16 H 0.4797 0.3243 0.3541 0.063 Uiso 1 1 calc R . .
C39 C 0.26372(16) 0.2563(3) 0.32220(13) 0.0455(6) Uani 1 1 d . . .
C18 C 0.54294(17) 0.1549(3) 0.49568(17) 0.0509(7) Uani 1 1 d . . .
H18 H 0.5812 0.0869 0.5183 0.061 Uiso 1 1 calc R . .
C17 C 0.53753(18) 0.1945(4) 0.43094(17) 0.0542(8) Uani 1 1 d . . .
H17 H 0.5722 0.1527 0.4096 0.065 Uiso 1 1 calc R . .
C24 C 0.39383(18) 0.6914(4) 0.73226(15) 0.0535(8) Uani 1 1 d . . .
H24 H 0.3974 0.7819 0.7548 0.064 Uiso 1 1 calc R . .
C40 C 0.19432(16) 0.2610(4) 0.34158(14) 0.0488(7) Uani 1 1 d . . .
H40 H 0.1708 0.3518 0.3460 0.059 Uiso 1 1 calc R . .
C41 C 0.16113(17) 0.1295(4) 0.35411(15) 0.0534(7) Uani 1 1 d . . .
H41 H 0.1149 0.1326 0.3673 0.064 Uiso 1 1 calc R . .
C42 C 0.19448(18) -0.0074(4) 0.34765(16) 0.0536(7) Uani 1 1 d . . .
C30 C 0.05531(18) -0.0133(3) 0.70463(17) 0.0548(8) Uani 1 1 d . . .
H30A H 0.0457 -0.0620 0.6620 0.082 Uiso 1 1 calc R . .
H30B H 0.0142 -0.0396 0.7245 0.082 Uiso 1 1 calc R . .
H30C H 0.1058 -0.0446 0.7335 0.082 Uiso 1 1 calc R . .
C25 C 0.44935(18) 0.5847(4) 0.75142(15) 0.0540(8) Uani 1 1 d . . .
H25 H 0.4939 0.5946 0.7882 0.065 Uiso 1 1 calc R . .
C44 C 0.29772(19) 0.1199(4) 0.31476(16) 0.0564(8) Uani 1 1 d . . .
H44 H 0.3439 0.1164 0.3015 0.068 Uiso 1 1 calc R . .
C43 C 0.26300(19) -0.0090(4) 0.32699(17) 0.0597(8) Uani 1 1 d . . .
H43 H 0.2857 -0.1000 0.3214 0.072 Uiso 1 1 calc R . .
C34 C 0.05868(18) 0.6744(4) 0.47936(18) 0.0593(8) Uani 1 1 d . . .
H34A H 0.0286 0.6001 0.4957 0.071 Uiso 1 1 calc R . .
H34B H 0.0465 0.6638 0.4311 0.071 Uiso 1 1 calc R . .
C28 C 0.0576(2) 0.5897(3) 0.67535(19) 0.0607(9) Uani 1 1 d . . .
H28A H 0.1076 0.6308 0.7007 0.091 Uiso 1 1 calc R . .
H28B H 0.0158 0.6310 0.6910 0.091 Uiso 1 1 calc R . .
H28C H 0.0483 0.6135 0.6288 0.091 Uiso 1 1 calc R . .
C45 C 0.1583(2) -0.1509(5) 0.3622(2) 0.0790(11) Uani 1 1 d . . .
H45A H 0.1751 -0.1695 0.4096 0.118 Uiso 1 1 calc R . .
H45B H 0.1752 -0.2315 0.3393 0.118 Uiso 1 1 calc R . .
H45C H 0.1014 -0.1432 0.3471 0.118 Uiso 1 1 calc R . .
C35 C 0.0372(2) 0.8254(5) 0.4964(2) 0.0829(12) Uani 1 1 d . . .
H35A H 0.0485 0.8343 0.5441 0.124 Uiso 1 1 calc R . .
H35B H -0.0185 0.8421 0.4757 0.124 Uiso 1 1 calc R . .
H35C H 0.0674 0.8981 0.4803 0.124 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
S36 O38 1.427(2) . ?
S36 O37 1.428(3) . ?
S36 N14 1.670(2) . ?
S36 C39 1.757(3) . ?
S26 C25 1.690(3) . ?
S26 C22 1.704(2) . ?
O33 C31 1.337(3) . ?
O33 C34 1.453(3) . ?
O27 C7 1.374(3) . ?
O27 C28 1.413(4) . ?
O29 C6 1.374(3) . ?
O29 C30 1.421(4) . ?
O32 C31 1.199(3) . ?
N1 C2 1.470(3) . ?
N1 C21 1.481(3) . ?
N1 C10 1.495(3) . ?
N14 C15 1.441(4) . ?
N14 C13 1.488(3) . ?
C23 C24 1.468(4) . ?
C23 C22 1.489(4) . ?
C23 H23 0.9300 . ?
C22 C10 1.520(3) . ?
C11 C31 1.516(3) . ?
C11 C12 1.525(3) . ?
C11 C10 1.631(3) . ?
C11 H11 0.9800 . ?
C9 C4 1.378(4) . ?
C9 C8 1.405(3) . ?
C9 C10 1.532(3) . ?
C4 C5 1.404(3) . ?
C4 C3 1.501(3) . ?
C7 C8 1.378(3) . ?
C7 C6 1.407(4) . ?
C8 H8 0.9300 . ?
C21 C20 1.503(3) . ?
C21 C12 1.504(3) . ?
C21 H21 0.9800 . ?
C20 C19 1.388(4) . ?
C20 C15 1.406(4) . ?
C15 C16 1.404(4) . ?
C12 C13 1.516(3) . ?
C12 H12 0.9800 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C3 C2 1.513(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C19 C18 1.384(4) . ?
C19 H19 0.9300 . ?
C16 C17 1.375(5) . ?
C16 H16 0.9300 . ?
C39 C44 1.389(5) . ?
C39 C40 1.391(4) . ?
C18 C17 1.372(5) . ?
C18 H18 0.9300 . ?
C17 H17 0.9300 . ?
C24 C25 1.343(5) . ?
C24 H24 0.9300 . ?
C40 C41 1.373(4) . ?
C40 H40 0.9300 . ?
C41 C42 1.383(5) . ?
C41 H41 0.9300 . ?
C42 C43 1.390(4) . ?
C42 C45 1.504(5) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C25 H25 0.9300 . ?
C44 C43 1.364(5) . ?
C44 H44 0.9300 . ?
C43 H43 0.9300 . ?
C34 C35 1.476(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O38 S36 O37 119.15(15) . . ?
O38 S36 N14 108.23(13) . . ?
O37 S36 N14 105.50(13) . . ?
O38 S36 C39 108.73(14) . . ?
O37 S36 C39 109.01(14) . . ?
N14 S36 C39 105.36(12) . . ?
C25 S26 C22 92.12(14) . . ?
C31 O33 C34 116.0(2) . . ?
C7 O27 C28 117.2(2) . . ?
C6 O29 C30 116.5(2) . . ?
C2 N1 C21 113.04(19) . . ?
C2 N1 C10 114.09(18) . . ?
C21 N1 C10 101.74(18) . . ?
C15 N14 C13 117.0(2) . . ?
C15 N14 S36 118.49(18) . . ?
C13 N14 S36 115.92(19) . . ?
C24 C23 C22 105.0(2) . . ?
C24 C23 H23 127.5 . . ?
C22 C23 H23 127.5 . . ?
C23 C22 C10 127.8(2) . . ?
C23 C22 S26 113.36(17) . . ?
C10 C22 S26 118.80(18) . . ?
C31 C11 C12 111.7(2) . . ?
C31 C11 C10 115.72(19) . . ?
C12 C11 C10 102.46(18) . . ?
C31 C11 H11 108.9 . . ?
C12 C11 H11 108.9 . . ?
C10 C11 H11 108.9 . . ?
C4 C9 C8 119.0(2) . . ?
C4 C9 C10 121.8(2) . . ?
C8 C9 C10 119.1(2) . . ?
O32 C31 O33 123.7(2) . . ?
O32 C31 C11 125.5(2) . . ?
O33 C31 C11 110.7(2) . . ?
C9 C4 C5 119.1(2) . . ?
C9 C4 C3 120.9(2) . . ?
C5 C4 C3 120.0(2) . . ?
N1 C10 C22 106.51(18) . . ?
N1 C10 C9 112.36(19) . . ?
C22 C10 C9 109.27(19) . . ?
N1 C10 C11 105.41(17) . . ?
C22 C10 C11 107.80(19) . . ?
C9 C10 C11 115.05(18) . . ?
O27 C7 C8 125.2(2) . . ?
O27 C7 C6 115.6(2) . . ?
C8 C7 C6 119.2(2) . . ?
C7 C8 C9 121.7(2) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
N1 C21 C20 119.4(2) . . ?
N1 C21 C12 104.31(18) . . ?
C20 C21 C12 113.1(2) . . ?
N1 C21 H21 106.4 . . ?
C20 C21 H21 106.4 . . ?
C12 C21 H21 106.4 . . ?
C19 C20 C15 119.1(2) . . ?
C19 C20 C21 121.1(2) . . ?
C15 C20 C21 119.6(2) . . ?
C16 C15 C20 118.6(3) . . ?
C16 C15 N14 120.5(2) . . ?
C20 C15 N14 120.8(2) . . ?
C21 C12 C13 108.1(2) . . ?
C21 C12 C11 101.79(19) . . ?
C13 C12 C11 120.4(2) . . ?
C21 C12 H12 108.6 . . ?
C13 C12 H12 108.6 . . ?
C11 C12 H12 108.6 . . ?
N14 C13 C12 108.8(2) . . ?
N14 C13 H13A 109.9 . . ?
C12 C13 H13A 109.9 . . ?
N14 C13 H13B 109.9 . . ?
C12 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
C4 C3 C2 109.2(2) . . ?
C4 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
N1 C2 C3 108.1(2) . . ?
N1 C2 H2A 110.1 . . ?
C3 C2 H2A 110.1 . . ?
N1 C2 H2B 110.1 . . ?
C3 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C6 C5 C4 122.0(2) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 O29 124.8(2) . . ?
C5 C6 C7 118.9(2) . . ?
O29 C6 C7 116.2(2) . . ?
C18 C19 C20 121.3(3) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C44 C39 C40 120.0(3) . . ?
C44 C39 S36 120.1(2) . . ?
C40 C39 S36 119.7(2) . . ?
C17 C18 C19 119.5(3) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C18 C17 C16 120.6(3) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C25 C24 C23 115.6(3) . . ?
C25 C24 H24 122.2 . . ?
C23 C24 H24 122.2 . . ?
C41 C40 C39 119.0(3) . . ?
C41 C40 H40 120.5 . . ?
C39 C40 H40 120.5 . . ?
C40 C41 C42 121.9(3) . . ?
C40 C41 H41 119.1 . . ?
C42 C41 H41 119.1 . . ?
C41 C42 C43 117.9(3) . . ?
C41 C42 C45 121.6(3) . . ?
C43 C42 C45 120.5(3) . . ?
O29 C30 H30A 109.5 . . ?
O29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 C25 S26 113.9(2) . . ?
C24 C25 H25 123.0 . . ?
S26 C25 H25 123.0 . . ?
C43 C44 C39 119.7(3) . . ?
C43 C44 H44 120.2 . . ?
C39 C44 H44 120.2 . . ?
C44 C43 C42 121.5(3) . . ?
C44 C43 H43 119.2 . . ?
C42 C43 H43 119.2 . . ?
O33 C34 C35 108.3(3) . . ?
O33 C34 H34A 110.0 . . ?
C35 C34 H34A 110.0 . . ?
O33 C34 H34B 110.0 . . ?
C35 C34 H34B 110.0 . . ?
H34A C34 H34B 108.4 . . ?
O27 C28 H28A 109.5 . . ?
O27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C42 C45 H45A 109.5 . . ?
C42 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C42 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        64.92
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.630
_refine_diff_density_rms         0.076
