# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_zc242abs
_database_code_depnum_ccdc_archive 'CCDC 1415848'
_audit_update_record             
;
2015-07-30 deposited with the CCDC.
2015-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
'Monomethyl (S)-pyrrolidin-2-ylmethyl 3-bromobenzoate-(1R,2R)-1-(3,4,5-trimethoxyphenyl)-6,7-methylenedioxy-1,2-dihydronaphthalene-2,3-dicarboxylate amide ester'
_chemical_name_common            ?
_chemical_melting_point          455
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H34 Br N O10'
_chemical_formula_weight         708.54

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_space_group_name_H-M   'P 1 21 1'
_symmetry_cell_setting           monoclinic

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

_cell_length_a                   9.1914(2)
_cell_length_b                   17.0779(3)
_cell_length_c                   10.56690(20)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.692(2)
_cell_angle_gamma                90.00
_cell_volume                     1639.64(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4348
_cell_measurement_theta_min      4.2200
_cell_measurement_theta_max      62.2980

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2908
_exptl_crystal_size_mid          0.1127
_exptl_crystal_size_min          0.0200
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             732
_exptl_absorpt_coefficient_mu    2.218
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.4922
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16482
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.23
_diffrn_reflns_theta_max         71.20
_reflns_number_total             5620
_reflns_number_gt                4021
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XP, (Bruker-AXS, 2002)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0758P)²+0.5931P] 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     SHELXL
_refine_ls_extinction_coef       0.0011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_number_reflns         5620
_refine_ls_number_parameters     425
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0822
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.1643
_refine_ls_wR_factor_gt          0.1468
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
Br1 Br 0.83202(19) 0.55414(6) 0.01681(12) 0.1810(8) Uani 1 1 d . . .
O1 O 0.5712(7) -0.2477(3) 1.0167(4) 0.0996(17) Uani 1 1 d . . .
O2 O 0.5382(6) -0.1130(3) 1.0335(4) 0.0927(14) Uani 1 1 d . . .
O3 O 0.2805(4) -0.2229(2) 0.3364(3) 0.0614(9) Uani 1 1 d . . .
O4 O 0.3126(4) -0.3730(2) 0.2750(3) 0.0572(9) Uani 1 1 d . . .
O5 O 0.5609(4) -0.4506(2) 0.3489(3) 0.0614(9) Uani 1 1 d . . .
O6 O 0.8247(4) -0.1700(2) 0.3090(3) 0.0676(10) Uani 1 1 d . . .
O7 O 0.9590(4) -0.2634(2) 0.4198(4) 0.0640(9) Uani 1 1 d . . .
O8 O 0.9866(4) -0.0182(3) 0.4403(4) 0.0785(12) Uani 1 1 d . . .
O9 O 0.8590(5) 0.2026(2) 0.2396(4) 0.0704(10) Uani 1 1 d . . .
O10 O 0.7247(6) 0.3016(3) 0.2960(5) 0.0968(14) Uani 1 1 d . . .
N1 N 0.7490(5) 0.0168(2) 0.3770(4) 0.0544(10) Uani 1 1 d . . .
C1 C 0.6171(7) -0.2094(3) 0.9149(5) 0.0629(14) Uani 1 1 d . . .
C2 C 0.6772(6) -0.2420(3) 0.8171(5) 0.0608(13) Uani 1 1 d . . .
H2 H 0.6908 -0.2958 0.8124 0.073 Uiso 1 1 calc R . .
C3 C 0.7177(5) -0.1917(3) 0.7242(4) 0.0467(11) Uani 1 1 d . . .
C4 C 0.7737(5) -0.2257(3) 0.6082(4) 0.0481(11) Uani 1 1 d . . .
H4 H 0.8414 -0.2681 0.6400 0.058 Uiso 1 1 calc R . .
C5 C 0.8657(5) -0.1658(3) 0.5404(4) 0.0481(11) Uani 1 1 d . . .
H5 H 0.9649 -0.1645 0.5898 0.058 Uiso 1 1 calc R . .
C6 C 0.8061(5) -0.0835(3) 0.5384(4) 0.0482(11) Uani 1 1 d . . .
C7 C 0.7351(6) -0.0604(3) 0.6309(4) 0.0546(12) Uani 1 1 d . . .
H7 H 0.7073 -0.0080 0.6319 0.065 Uiso 1 1 calc R . .
C8 C 0.6964(5) -0.1119(3) 0.7332(4) 0.0530(12) Uani 1 1 d . . .
C9 C 0.6352(6) -0.0793(3) 0.8356(4) 0.0579(13) Uani 1 1 d . . .
H9 H 0.6205 -0.0256 0.8418 0.069 Uiso 1 1 calc R . .
C10 C 0.5985(7) -0.1297(4) 0.9248(5) 0.0661(15) Uani 1 1 d . . .
C11 C 0.6499(5) -0.2633(3) 0.5181(4) 0.0430(10) Uani 1 1 d . . .
C12 C 0.5213(5) -0.2230(3) 0.4733(4) 0.0453(10) Uani 1 1 d . . .
H12 H 0.5095 -0.1718 0.5000 0.054 Uiso 1 1 calc R . .
C13 C 0.4100(5) -0.2585(3) 0.3889(4) 0.0472(11) Uani 1 1 d . . .
C14 C 0.4256(5) -0.3355(3) 0.3495(4) 0.0474(11) Uani 1 1 d . . .
C15 C 0.5538(5) -0.3752(3) 0.3930(4) 0.0466(10) Uani 1 1 d . . .
C16 C 0.6671(5) -0.3401(3) 0.4769(4) 0.0452(10) Uani 1 1 d . . .
H16 H 0.7533 -0.3676 0.5050 0.054 Uiso 1 1 calc R . .
C17 C 0.2523(6) -0.1468(4) 0.3779(6) 0.0655(14) Uani 1 1 d . . .
H17A H 0.1592 -0.1290 0.3338 0.098 Uiso 1 1 calc R . .
H17B H 0.3287 -0.1121 0.3597 0.098 Uiso 1 1 calc R . .
H17C H 0.2499 -0.1473 0.4684 0.098 Uiso 1 1 calc R . .
C18 C 0.2986(7) -0.3587(4) 0.1427(5) 0.0746(17) Uani 1 1 d . . .
H18A H 0.2165 -0.3877 0.0992 0.112 Uiso 1 1 calc R . .
H18B H 0.3869 -0.3749 0.1118 0.112 Uiso 1 1 calc R . .
H18C H 0.2830 -0.3038 0.1266 0.112 Uiso 1 1 calc R . .
C19 C 0.6894(7) -0.4942(3) 0.3906(7) 0.0750(17) Uani 1 1 d . . .
H19A H 0.6799 -0.5455 0.3532 0.113 Uiso 1 1 calc R . .
H19B H 0.7032 -0.4986 0.4822 0.113 Uiso 1 1 calc R . .
H19C H 0.7727 -0.4681 0.3648 0.113 Uiso 1 1 calc R . .
C20 C 0.8796(5) -0.1976(3) 0.4110(5) 0.0543(12) Uani 1 1 d . . .
C21 C 0.9637(7) -0.3078(4) 0.3054(6) 0.0802(18) Uani 1 1 d . . .
H21A H 1.0240 -0.3533 0.3254 0.120 Uiso 1 1 calc R . .
H21B H 1.0043 -0.2761 0.2443 0.120 Uiso 1 1 calc R . .
H21C H 0.8658 -0.3237 0.2699 0.120 Uiso 1 1 calc R . .
C22 C 0.8547(6) -0.0268(3) 0.4469(5) 0.0533(12) Uani 1 1 d . . .
C23 C 0.7830(6) 0.0715(3) 0.2778(5) 0.0582(13) Uani 1 1 d . . .
H23 H 0.8697 0.0539 0.2420 0.070 Uiso 1 1 calc R . .
C24 C 0.8085(8) 0.1523(4) 0.3364(5) 0.0774(18) Uani 1 1 d . . .
H24A H 0.7180 0.1727 0.3604 0.093 Uiso 1 1 calc R . .
H24B H 0.8823 0.1500 0.4124 0.093 Uiso 1 1 calc R . .
C25 C 0.8083(6) 0.2755(4) 0.2295(5) 0.0614(13) Uani 1 1 d . . .
C26 C 0.8678(6) 0.3213(3) 0.1298(5) 0.0598(13) Uani 1 1 d . . .
C27 C 0.8303(8) 0.3994(4) 0.1149(6) 0.084(2) Uani 1 1 d . . .
H27 H 0.7642 0.4208 0.1639 0.101 Uiso 1 1 calc R . .
C28 C 0.8876(10) 0.4459(4) 0.0303(7) 0.095(2) Uani 1 1 d . . .
C29 C 0.9770(12) 0.4145(7) -0.0481(7) 0.117(4) Uani 1 1 d . . .
H29 H 1.0106 0.4453 -0.1102 0.140 Uiso 1 1 calc R . .
C30 C 1.0182(8) 0.3358(6) -0.0349(6) 0.096(2) Uani 1 1 d . . .
H30 H 1.0820 0.3146 -0.0862 0.116 Uiso 1 1 calc R . .
C31 C 0.9645(6) 0.2899(4) 0.0535(5) 0.0736(17) Uani 1 1 d . . .
H31 H 0.9925 0.2377 0.0627 0.088 Uiso 1 1 calc R . .
C33 C 0.5211(8) -0.1866(4) 1.0926(6) 0.087(2) Uani 1 1 d . . .
H33A H 0.4183 -0.1949 1.1002 0.105 Uiso 1 1 calc R . .
H33B H 0.5776 -0.1872 1.1779 0.105 Uiso 1 1 calc R . .
C34 C 0.6474(9) 0.0682(5) 0.1778(5) 0.091(2) Uani 1 1 d . . .
H34A H 0.6310 0.1179 0.1336 0.109 Uiso 1 1 calc R . .
H34B H 0.6563 0.0274 0.1155 0.109 Uiso 1 1 calc R . .
C35 C 0.5253(8) 0.0504(5) 0.2518(6) 0.094(2) Uani 1 1 d . . .
H35A H 0.4436 0.0256 0.1975 0.113 Uiso 1 1 calc R . .
H35B H 0.4903 0.0977 0.2879 0.113 Uiso 1 1 calc R . .
C36 C 0.5922(6) -0.0044(4) 0.3557(5) 0.0638(14) Uani 1 1 d . . .
H36A H 0.5488 0.0031 0.4329 0.077 Uiso 1 1 calc R . .
H36B H 0.5789 -0.0586 0.3285 0.077 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 C28 1.918(8) . ?
O1 C1 1.378(6) . ?
O1 C33 1.434(8) . ?
O2 C10 1.379(7) . ?
O2 C33 1.423(8) . ?
O3 C13 1.376(6) . ?
O3 C17 1.409(7) . ?
O4 C14 1.364(5) . ?
O4 C18 1.406(6) . ?
O5 C15 1.374(6) . ?
O5 C19 1.409(7) . ?
O6 C20 1.214(6) . ?
O7 C20 1.335(6) . ?
O7 C21 1.433(7) . ?
O8 C22 1.234(6) . ?
O9 C25 1.328(7) . ?
O9 C24 1.463(6) . ?
O10 C25 1.202(7) . ?
N1 C22 1.352(6) . ?
N1 C36 1.470(7) . ?
N1 C23 1.472(6) . ?
C1 C2 1.362(8) . ?
C1 C10 1.378(8) . ?
C2 C3 1.396(7) . ?
C2 H2 0.9300 . ?
C3 C8 1.383(7) . ?
C3 C4 1.514(7) . ?
C4 C11 1.512(6) . ?
C4 C5 1.568(7) . ?
C4 H4 0.9800 . ?
C5 C20 1.495(7) . ?
C5 C6 1.507(7) . ?
C5 H5 0.9800 . ?
C6 C7 1.315(7) . ?
C6 C22 1.484(7) . ?
C7 C8 1.479(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.408(7) . ?
C9 C10 1.356(7) . ?
C9 H9 0.9300 . ?
C11 C12 1.387(6) . ?
C11 C16 1.400(7) . ?
C12 C13 1.390(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.393(7) . ?
C14 C15 1.377(7) . ?
C15 C16 1.396(7) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 C34 1.508(8) . ?
C23 C24 1.517(8) . ?
C23 H23 0.9800 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.482(8) . ?
C26 C27 1.380(9) . ?
C26 C31 1.394(8) . ?
C27 C28 1.359(10) . ?
C27 H27 0.9300 . ?
C28 C29 1.362(13) . ?
C29 C30 1.398(14) . ?
C29 H29 0.9300 . ?
C30 C31 1.366(9) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.492(10) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.502(8) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C33 104.6(5) . . ?
C10 O2 C33 105.6(5) . . ?
C13 O3 C17 118.0(4) . . ?
C14 O4 C18 116.1(4) . . ?
C15 O5 C19 118.0(4) . . ?
C20 O7 C21 118.2(4) . . ?
C25 O9 C24 117.5(5) . . ?
C22 N1 C36 123.7(4) . . ?
C22 N1 C23 121.8(4) . . ?
C36 N1 C23 110.9(4) . . ?
C2 C1 C10 122.0(5) . . ?
C2 C1 O1 127.2(5) . . ?
C10 C1 O1 110.7(5) . . ?
C1 C2 C3 117.7(5) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 H2 121.2 . . ?
C8 C3 C2 120.1(5) . . ?
C8 C3 C4 120.1(4) . . ?
C2 C3 C4 119.6(4) . . ?
C11 C4 C3 110.9(4) . . ?
C11 C4 C5 113.3(3) . . ?
C3 C4 C5 113.1(4) . . ?
C11 C4 H4 106.3 . . ?
C3 C4 H4 106.3 . . ?
C5 C4 H4 106.3 . . ?
C20 C5 C6 114.1(4) . . ?
C20 C5 C4 107.9(4) . . ?
C6 C5 C4 113.3(4) . . ?
C20 C5 H5 107.1 . . ?
C6 C5 H5 107.1 . . ?
C4 C5 H5 107.1 . . ?
C7 C6 C22 121.3(5) . . ?
C7 C6 C5 119.3(4) . . ?
C22 C6 C5 118.2(4) . . ?
C6 C7 C8 124.5(5) . . ?
C6 C7 H7 117.8 . . ?
C8 C7 H7 117.8 . . ?
C3 C8 C9 121.3(4) . . ?
C3 C8 C7 119.0(5) . . ?
C9 C8 C7 119.7(5) . . ?
C10 C9 C8 117.0(5) . . ?
C10 C9 H9 121.5 . . ?
C8 C9 H9 121.5 . . ?
C9 C10 C1 121.9(5) . . ?
C9 C10 O2 128.4(6) . . ?
C1 C10 O2 109.7(5) . . ?
C12 C11 C16 119.3(4) . . ?
C12 C11 C4 121.7(4) . . ?
C16 C11 C4 119.0(4) . . ?
C13 C12 C11 120.6(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
O3 C13 C12 125.1(4) . . ?
O3 C13 C14 114.7(4) . . ?
C12 C13 C14 120.3(4) . . ?
O4 C14 C15 120.0(4) . . ?
O4 C14 C13 120.8(4) . . ?
C15 C14 C13 119.1(4) . . ?
C14 C15 O5 115.5(4) . . ?
C14 C15 C16 121.3(4) . . ?
O5 C15 C16 123.2(4) . . ?
C15 C16 C11 119.4(4) . . ?
C15 C16 H16 120.3 . . ?
C11 C16 H16 120.3 . . ?
O3 C17 H17A 109.5 . . ?
O3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O4 C18 H18A 109.5 . . ?
O4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C19 H19A 109.5 . . ?
O5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O6 C20 O7 122.6(5) . . ?
O6 C20 C5 126.1(5) . . ?
O7 C20 C5 111.3(4) . . ?
O7 C21 H21A 109.5 . . ?
O7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O8 C22 N1 122.3(5) . . ?
O8 C22 C6 120.7(4) . . ?
N1 C22 C6 117.0(4) . . ?
N1 C23 C34 103.5(5) . . ?
N1 C23 C24 108.9(4) . . ?
C34 C23 C24 112.4(5) . . ?
N1 C23 H23 110.6 . . ?
C34 C23 H23 110.6 . . ?
C24 C23 H23 110.6 . . ?
O9 C24 C23 107.1(4) . . ?
O9 C24 H24A 110.3 . . ?
C23 C24 H24A 110.3 . . ?
O9 C24 H24B 110.3 . . ?
C23 C24 H24B 110.3 . . ?
H24A C24 H24B 108.5 . . ?
O10 C25 O9 123.2(6) . . ?
O10 C25 C26 123.8(6) . . ?
O9 C25 C26 113.0(5) . . ?
C27 C26 C31 118.4(6) . . ?
C27 C26 C25 118.6(6) . . ?
C31 C26 C25 123.0(5) . . ?
C28 C27 C26 121.6(8) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C29 C28 C27 120.0(8) . . ?
C29 C28 Br1 120.8(7) . . ?
C27 C28 Br1 119.1(8) . . ?
C28 C29 C30 119.8(7) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C31 C30 C29 119.9(8) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C26 120.2(7) . . ?
C30 C31 H31 119.9 . . ?
C26 C31 H31 119.9 . . ?
O2 C33 O1 109.4(5) . . ?
O2 C33 H33A 109.8 . . ?
O1 C33 H33A 109.8 . . ?
O2 C33 H33B 109.8 . . ?
O1 C33 H33B 109.8 . . ?
H33A C33 H33B 108.3 . . ?
C35 C34 C23 104.4(4) . . ?
C35 C34 H34A 110.9 . . ?
C23 C34 H34A 110.9 . . ?
C35 C34 H34B 110.9 . . ?
C23 C34 H34B 110.9 . . ?
H34A C34 H34B 108.9 . . ?
C34 C35 C36 104.6(6) . . ?
C34 C35 H35A 110.8 . . ?
C36 C35 H35A 110.8 . . ?
C34 C35 H35B 110.8 . . ?
C36 C35 H35B 110.8 . . ?
H35A C35 H35B 108.9 . . ?
N1 C36 C35 104.0(5) . . ?
N1 C36 H36A 111.0 . . ?
C35 C36 H36A 111.0 . . ?
N1 C36 H36B 111.0 . . ?
C35 C36 H36B 111.0 . . ?
H36A C36 H36B 109.0 . . ?

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
C33 O1 C1 C2 178.5(6) . . . . ?
C33 O1 C1 C10 0.2(7) . . . . ?
C10 C1 C2 C3 -1.2(8) . . . . ?
O1 C1 C2 C3 -179.3(5) . . . . ?
C1 C2 C3 C8 0.0(7) . . . . ?
C1 C2 C3 C4 -175.2(4) . . . . ?
C8 C3 C4 C11 -103.0(5) . . . . ?
C2 C3 C4 C11 72.2(5) . . . . ?
C8 C3 C4 C5 25.6(6) . . . . ?
C2 C3 C4 C5 -159.3(4) . . . . ?
C11 C4 C5 C20 -37.7(5) . . . . ?
C3 C4 C5 C20 -165.0(4) . . . . ?
C11 C4 C5 C6 89.6(5) . . . . ?
C3 C4 C5 C6 -37.7(5) . . . . ?
C20 C5 C6 C7 153.1(4) . . . . ?
C4 C5 C6 C7 29.1(6) . . . . ?
C20 C5 C6 C22 -38.8(6) . . . . ?
C4 C5 C6 C22 -162.7(4) . . . . ?
C22 C6 C7 C8 -173.6(4) . . . . ?
C5 C6 C7 C8 -5.8(7) . . . . ?
C2 C3 C8 C9 0.5(7) . . . . ?
C4 C3 C8 C9 175.7(4) . . . . ?
C2 C3 C8 C7 -177.7(4) . . . . ?
C4 C3 C8 C7 -2.6(6) . . . . ?
C6 C7 C8 C3 -8.9(7) . . . . ?
C6 C7 C8 C9 172.8(5) . . . . ?
C3 C8 C9 C10 0.1(7) . . . . ?
C7 C8 C9 C10 178.4(5) . . . . ?
C8 C9 C10 C1 -1.3(8) . . . . ?
C8 C9 C10 O2 179.6(6) . . . . ?
C2 C1 C10 C9 1.9(9) . . . . ?
O1 C1 C10 C9 -179.7(5) . . . . ?
C2 C1 C10 O2 -178.9(5) . . . . ?
O1 C1 C10 O2 -0.5(8) . . . . ?
C33 O2 C10 C9 179.7(6) . . . . ?
C33 O2 C10 C1 0.6(7) . . . . ?
C3 C4 C11 C12 53.1(6) . . . . ?
C5 C4 C11 C12 -75.4(5) . . . . ?
C3 C4 C11 C16 -128.3(4) . . . . ?
C5 C4 C11 C16 103.2(5) . . . . ?
C16 C11 C12 C13 0.4(6) . . . . ?
C4 C11 C12 C13 179.0(4) . . . . ?
C17 O3 C13 C12 -5.0(7) . . . . ?
C17 O3 C13 C14 176.0(5) . . . . ?
C11 C12 C13 O3 -178.1(4) . . . . ?
C11 C12 C13 C14 0.8(7) . . . . ?
C18 O4 C14 C15 -100.6(6) . . . . ?
C18 O4 C14 C13 83.4(6) . . . . ?
O3 C13 C14 O4 -6.2(6) . . . . ?
C12 C13 C14 O4 174.7(4) . . . . ?
O3 C13 C14 C15 177.6(4) . . . . ?
C12 C13 C14 C15 -1.4(7) . . . . ?
O4 C14 C15 O5 4.4(6) . . . . ?
C13 C14 C15 O5 -179.5(4) . . . . ?
O4 C14 C15 C16 -175.3(4) . . . . ?
C13 C14 C15 C16 0.8(7) . . . . ?
C19 O5 C15 C14 -179.8(5) . . . . ?
C19 O5 C15 C16 -0.1(7) . . . . ?
C14 C15 C16 C11 0.4(7) . . . . ?
O5 C15 C16 C11 -179.3(4) . . . . ?
C12 C11 C16 C15 -1.0(6) . . . . ?
C4 C11 C16 C15 -179.6(4) . . . . ?
C21 O7 C20 O6 -7.9(7) . . . . ?
C21 O7 C20 C5 170.5(5) . . . . ?
C6 C5 C20 O6 -14.0(7) . . . . ?
C4 C5 C20 O6 112.8(6) . . . . ?
C6 C5 C20 O7 167.6(4) . . . . ?
C4 C5 C20 O7 -65.6(5) . . . . ?
C36 N1 C22 O8 163.2(5) . . . . ?
C23 N1 C22 O8 6.8(8) . . . . ?
C36 N1 C22 C6 -19.9(7) . . . . ?
C23 N1 C22 C6 -176.3(4) . . . . ?
C7 C6 C22 O8 117.9(6) . . . . ?
C5 C6 C22 O8 -50.0(7) . . . . ?
C7 C6 C22 N1 -59.1(6) . . . . ?
C5 C6 C22 N1 133.0(4) . . . . ?
C22 N1 C23 C34 146.5(5) . . . . ?
C36 N1 C23 C34 -12.7(6) . . . . ?
C22 N1 C23 C24 -93.8(6) . . . . ?
C36 N1 C23 C24 107.1(6) . . . . ?
C25 O9 C24 C23 140.4(5) . . . . ?
N1 C23 C24 O9 173.4(4) . . . . ?
C34 C23 C24 O9 -72.6(6) . . . . ?
C24 O9 C25 O10 0.5(8) . . . . ?
C24 O9 C25 C26 179.3(4) . . . . ?
O10 C25 C26 C27 2.5(8) . . . . ?
O9 C25 C26 C27 -176.3(5) . . . . ?
O10 C25 C26 C31 -179.9(6) . . . . ?
O9 C25 C26 C31 1.3(7) . . . . ?
C31 C26 C27 C28 -1.4(9) . . . . ?
C25 C26 C27 C28 176.3(5) . . . . ?
C26 C27 C28 C29 4.3(10) . . . . ?
C26 C27 C28 Br1 -179.2(5) . . . . ?
C27 C28 C29 C30 -4.6(11) . . . . ?
Br1 C28 C29 C30 178.9(5) . . . . ?
C28 C29 C30 C31 2.3(11) . . . . ?
C29 C30 C31 C26 0.5(9) . . . . ?
C27 C26 C31 C30 -0.9(8) . . . . ?
C25 C26 C31 C30 -178.5(5) . . . . ?
C10 O2 C33 O1 -0.5(7) . . . . ?
C1 O1 C33 O2 0.2(7) . . . . ?
N1 C23 C34 C35 29.9(7) . . . . ?
C24 C23 C34 C35 -87.4(6) . . . . ?
C23 C34 C35 C36 -36.3(8) . . . . ?
C22 N1 C36 C35 -168.1(5) . . . . ?
C23 N1 C36 C35 -9.4(7) . . . . ?
C34 C35 C36 N1 28.0(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.969
_diffrn_reflns_theta_full        71.20
_diffrn_measured_fraction_theta_full 0.969
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.047
