# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_I
_database_code_depnum_ccdc_archive 'CCDC 1431742'
_audit_update_record             
;
2015-10-16 deposited with the CCDC.
2016-03-22 downloaded from the CCDC.
;
_chemical_name_systematic        
(Z)-(3-(4-Bromobenzylidene)-2-methyl-2,3-dihydrobenzofuran-2-yl)methanol
_chemical_name_common            C17H15BrO2
_chemical_formula_moiety         'C17 H15 Br O2'
_chemical_formula_sum            'C17 H15 Br O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         331.19
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.9605(6)
_cell_length_b                   32.909(3)
_cell_length_c                   7.1915(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.991(3)
_cell_angle_gamma                90
_cell_volume                     1409.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9667
_cell_measurement_theta_min      4.0299
_cell_measurement_theta_max      66.6743
_cell_measurement_temperature    90.0(2)

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672

_exptl_absorpt_coefficient_mu    3.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'G. M. Sheldrick, (2012) SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.'
_exptl_absorpt_correction_T_min  0.50
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.0(2)

_diffrn_source                   'Bruker TXS fine-focus rotating anode'
_diffrn_source_type              'Bruker Turbo X-ray Source'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'

_diffrn_measurement_device_type  'Bruker D8 goniometer with CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            9636
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_sigmaI/netI    ?
_diffrn_reflns_theta_min         6.16
_diffrn_reflns_theta_max         66.72
_diffrn_reflns_theta_full        66.72
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8

_refine_special_details          
;
;

_reflns_number_total             4591
_reflns_number_gt                4587
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0225
_refine_ls_wR_factor_gt          0.0575
_refine_ls_wR_factor_ref         0.0575
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_number_reflns         4591
_refine_ls_number_parameters     369
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0235P)²+0.6089P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.423
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 2251 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.037(6)

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'

_computing_data_collection       'Bruker SMART APEXII ULTRA'
_computing_cell_refinement       'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XSHELL V6.3.1 (Bruker AXS)'
_computing_publication_material  'Generate Report (Bruker AXS)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 1.06114(6) 0.98555(2) 1.32124(6) 0.02690(12) Uani d . . . 1 . .
Br Br2 0.46901(6) 0.01445(2) -0.37011(6) 0.02775(12) Uani d . . . 1 . .
O O1 0.4553(4) 0.78997(7) 0.6240(3) 0.0134(5) Uani d . . . 1 . .
O O2 0.5709(4) 0.77978(8) 1.0194(4) 0.0179(5) Uani d . . . 1 . .
H H12 0.530(8) 0.7641(17) 0.969(8) 0.027 Uiso d U . . 1 . .
O O3 1.0337(4) 0.20944(8) 0.3586(3) 0.0134(5) Uani d . . . 1 . .
O O4 0.5955(4) 0.21436(7) 0.1962(3) 0.0166(5) Uani d . . . 1 . .
H H24 0.604(8) 0.2260(16) 0.271(7) 0.025 Uiso d U . . 1 . .
C C1 0.8872(7) 0.95725(11) 1.1356(5) 0.0198(7) Uani d . . . 1 . .
C C2 0.9678(6) 0.95402(12) 0.9594(6) 0.0225(8) Uani d . . . 1 . .
H H15 1.1095 0.9652 0.9308 0.027 Uiso calc U . R 1 . .
C C3 0.8365(6) 0.93397(12) 0.8233(5) 0.0198(7) Uani d . . . 1 . .
H H2 0.8904 0.9314 0.7011 0.024 Uiso calc U . R 1 . .
C C4 0.6267(6) 0.91748(10) 0.8635(5) 0.0153(7) Uani d . . . 1 . .
C C5 0.4812(6) 0.90056(11) 0.7115(5) 0.0153(7) Uani d . . . 1 . .
H H5 0.3987 0.9201 0.64 0.018 Uiso calc U . R 1 . .
C C6 0.4481(5) 0.86177(11) 0.6592(5) 0.0119(7) Uani d . . . 1 . .
C C7 0.2997(5) 0.84868(10) 0.5050(4) 0.0121(7) Uani d . . . 1 . .
C C8 0.1581(6) 0.86994(11) 0.3802(5) 0.0156(7) Uani d . . . 1 . .
H H8 0.1513 0.8988 0.3833 0.019 Uiso calc U . R 1 . .
C C9 0.0282(6) 0.84811(12) 0.2519(5) 0.0163(7) Uani d . . . 1 . .
H H7 -0.0703 0.8622 0.1675 0.02 Uiso calc U . R 1 . .
C C10 0.0394(6) 0.80583(11) 0.2447(4) 0.0155(7) Uani d . . . 1 . .
H H1 -0.0513 0.7915 0.1554 0.019 Uiso calc U . R 1 . .
C C11 0.5530(6) 0.92137(11) 1.0440(5) 0.0173(7) Uani d . . . 1 . .
H H4 0.4115 0.9103 1.0742 0.021 Uiso calc U . R 1 . .
C C12 0.6826(6) 0.94114(11) 1.1819(5) 0.0212(7) Uani d . . . 1 . .
H H3 0.6312 0.9435 1.305 0.025 Uiso calc U . R 1 . .
C C13 0.5524(5) 0.82299(11) 0.7415(4) 0.0111(7) Uani d . . . 1 . .
C C14 0.3100(5) 0.80675(10) 0.4929(4) 0.0109(7) Uani d . . . 1 . .
C C15 0.1813(5) 0.78430(10) 0.3663(4) 0.0139(7) Uani d . . . 1 . .
H H6 0.1897 0.7555 0.3627 0.017 Uiso calc U . R 1 . .
C C16 0.8053(5) 0.82077(11) 0.7251(5) 0.0162(7) Uani d . . . 1 . .
H H10 0.8578 0.7935 0.7604 0.024 Uiso calc U . R 1 . .
H H9 0.877 0.841 0.8079 0.024 Uiso calc U . R 1 . .
H H11 0.8443 0.8264 0.5963 0.024 Uiso calc U . R 1 . .
C C17 0.4751(6) 0.81514(11) 0.9385(4) 0.0143(7) Uani d . . . 1 . .
H H14 0.5154 0.8388 1.0177 0.017 Uiso calc U . R 1 . .
H H13 0.3096 0.8125 0.9352 0.017 Uiso calc U . R 1 . .
C C18 0.6345(6) 0.04288(11) -0.1786(5) 0.0188(7) Uani d . . . 1 . .
C C19 0.5502(6) 0.04512(12) -0.0039(6) 0.0223(8) Uani d . . . 1 . .
H H17 0.4094 0.0332 0.0215 0.027 Uiso calc U . R 1 . .
C C20 0.6735(6) 0.06502(11) 0.1344(5) 0.0197(7) Uani d . . . 1 . .
H H30 0.6162 0.0666 0.2559 0.024 Uiso calc U . R 1 . .
C C21 0.8795(6) 0.08284(10) 0.0999(5) 0.0140(7) Uani d . . . 1 . .
C C22 1.0223(6) 0.09949(11) 0.2554(5) 0.0146(7) Uani d . . . 1 . .
H H27 1.1047 0.0798 0.3259 0.018 Uiso calc U . R 1 . .
C C23 1.0530(5) 0.13789(11) 0.3119(4) 0.0112(7) Uani d . . . 1 . .
C C24 1.2001(5) 0.15069(10) 0.4686(4) 0.0116(6) Uani d . . . 1 . .
C C25 1.3448(6) 0.12918(10) 0.5877(5) 0.0140(7) Uani d . . . 1 . .
H H18 1.3555 0.1004 0.5789 0.017 Uiso calc U . R 1 . .
C C26 1.4734(6) 0.15024(12) 0.7197(5) 0.0156(7) Uani d . . . 1 . .
H H19 1.5731 0.1359 0.8019 0.019 Uiso calc U . R 1 . .
C C27 1.4573(6) 0.19245(11) 0.7328(5) 0.0136(7) Uani d . . . 1 . .
H H16 1.5483 0.2065 0.8229 0.016 Uiso calc U . R 1 . .
C C28 0.9489(5) 0.17714(10) 0.2335(5) 0.0101(7) Uani d . . . 1 . .
C C29 1.1831(5) 0.19260(10) 0.4856(4) 0.0108(6) Uani d . . . 1 . .
C C30 1.3098(5) 0.21455(10) 0.6158(4) 0.0118(6) Uani d . . . 1 . .
H H20 1.2972 0.2432 0.6251 0.014 Uiso calc U . R 1 . .
C C31 1.0240(6) 0.18791(11) 0.0413(5) 0.0160(7) Uani d . . . 1 . .
H H21 0.9624 0.2145 0.0049 0.024 Uiso calc U . R 1 . .
H H22 0.97 0.1673 -0.0476 0.024 Uiso calc U . R 1 . .
H H23 1.1883 0.189 0.0418 0.024 Uiso calc U . R 1 . .
C C32 0.6932(5) 0.17677(10) 0.2503(5) 0.0127(6) Uani d . . . 1 . .
H H26 0.6284 0.1548 0.1709 0.015 Uiso calc U . R 1 . .
H H25 0.6565 0.1708 0.3807 0.015 Uiso calc U . R 1 . .
C C33 0.9583(6) 0.08044(11) -0.0802(5) 0.0185(7) Uani d . . . 1 . .
H H29 1.098 0.0926 -0.1069 0.022 Uiso calc U . R 1 . .
C C34 0.8367(6) 0.06062(12) -0.2209(5) 0.0211(7) Uani d . . . 1 . .
H H28 0.8911 0.0593 -0.3434 0.025 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C1 . 1.905(4) ?
Br2 C18 . 1.911(4) ?
O1 C14 . 1.373(4) ?
O1 C13 . 1.482(4) ?
O2 C17 . 1.412(4) ?
O2 H12 . 0.67(6) ?
O3 C29 . 1.371(4) ?
O3 C28 . 1.471(4) ?
O4 C32 . 1.416(4) ?
O4 H24 . 0.66(5) ?
C1 C2 . 1.374(6) ?
C1 C12 . 1.381(6) ?
C2 C3 . 1.398(6) ?
C2 H15 . 0.95 ?
C3 C4 . 1.402(5) ?
C3 H2 . 0.95 ?
C4 C11 . 1.391(5) ?
C4 C5 . 1.481(5) ?
C5 C6 . 1.343(5) ?
C5 H5 . 0.95 ?
C6 C7 . 1.459(5) ?
C6 C13 . 1.529(5) ?
C7 C14 . 1.384(5) ?
C7 C8 . 1.398(5) ?
C8 C9 . 1.385(6) ?
C8 H8 . 0.95 ?
C9 C10 . 1.394(5) ?
C9 H7 . 0.95 ?
C10 C15 . 1.390(5) ?
C10 H1 . 0.95 ?
C11 C12 . 1.397(5) ?
C11 H4 . 0.95 ?
C12 H3 . 0.95 ?
C13 C16 . 1.517(4) ?
C13 C17 . 1.527(4) ?
C14 C15 . 1.384(5) ?
C15 H6 . 0.95 ?
C16 H10 . 0.98 ?
C16 H9 . 0.98 ?
C16 H11 . 0.98 ?
C17 H14 . 0.99 ?
C17 H13 . 0.99 ?
C18 C19 . 1.371(6) ?
C18 C34 . 1.383(5) ?
C19 C20 . 1.381(6) ?
C19 H17 . 0.95 ?
C20 C21 . 1.391(5) ?
C20 H30 . 0.95 ?
C21 C33 . 1.395(5) ?
C21 C22 . 1.486(5) ?
C22 C23 . 1.338(5) ?
C22 H27 . 0.95 ?
C23 C24 . 1.466(5) ?
C23 C28 . 1.532(5) ?
C24 C29 . 1.389(5) ?
C24 C25 . 1.389(5) ?
C25 C26 . 1.385(5) ?
C25 H18 . 0.95 ?
C26 C27 . 1.396(5) ?
C26 H19 . 0.95 ?
C27 C30 . 1.399(5) ?
C27 H16 . 0.95 ?
C28 C31 . 1.510(4) ?
C28 C32 . 1.533(4) ?
C29 C30 . 1.385(5) ?
C30 H20 . 0.95 ?
C31 H21 . 0.98 ?
C31 H22 . 0.98 ?
C31 H23 . 0.98 ?
C32 H26 . 0.99 ?
C32 H25 . 0.99 ?
C33 C34 . 1.387(5) ?
C33 H29 . 0.95 ?
C34 H28 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 O1 C13 . . 108.7(2) ?
C17 O2 H12 . . 106.(5) ?
C29 O3 C28 . . 108.5(2) ?
C32 O4 H24 . . 105.(4) ?
C2 C1 C12 . . 122.2(4) ?
C2 C1 Br1 . . 119.0(3) ?
C12 C1 Br1 . . 118.8(3) ?
C1 C2 C3 . . 118.5(3) ?
C1 C2 H15 . . 120.8 ?
C3 C2 H15 . . 120.8 ?
C2 C3 C4 . . 121.3(3) ?
C2 C3 H2 . . 119.3 ?
C4 C3 H2 . . 119.3 ?
C11 C4 C3 . . 118.0(4) ?
C11 C4 C5 . . 121.9(3) ?
C3 C4 C5 . . 119.8(3) ?
C6 C5 C4 . . 129.8(3) ?
C6 C5 H5 . . 115.1 ?
C4 C5 H5 . . 115.1 ?
C5 C6 C7 . . 124.9(3) ?
C5 C6 C13 . . 129.1(3) ?
C7 C6 C13 . . 106.0(3) ?
C14 C7 C8 . . 119.0(3) ?
C14 C7 C6 . . 108.4(3) ?
C8 C7 C6 . . 132.6(3) ?
C9 C8 C7 . . 118.6(3) ?
C9 C8 H8 . . 120.7 ?
C7 C8 H8 . . 120.7 ?
C8 C9 C10 . . 121.1(3) ?
C8 C9 H7 . . 119.5 ?
C10 C9 H7 . . 119.5 ?
C15 C10 C9 . . 121.0(3) ?
C15 C10 H1 . . 119.5 ?
C9 C10 H1 . . 119.5 ?
C4 C11 C12 . . 121.4(3) ?
C4 C11 H4 . . 119.3 ?
C12 C11 H4 . . 119.3 ?
C1 C12 C11 . . 118.6(3) ?
C1 C12 H3 . . 120.7 ?
C11 C12 H3 . . 120.7 ?
O1 C13 C16 . . 106.8(3) ?
O1 C13 C17 . . 106.3(3) ?
C16 C13 C17 . . 113.4(3) ?
O1 C13 C6 . . 104.2(3) ?
C16 C13 C6 . . 113.7(3) ?
C17 C13 C6 . . 111.6(3) ?
O1 C14 C15 . . 124.0(3) ?
O1 C14 C7 . . 112.7(3) ?
C15 C14 C7 . . 123.3(3) ?
C14 C15 C10 . . 117.0(3) ?
C14 C15 H6 . . 121.5 ?
C10 C15 H6 . . 121.5 ?
C13 C16 H10 . . 109.5 ?
C13 C16 H9 . . 109.5 ?
H10 C16 H9 . . 109.5 ?
C13 C16 H11 . . 109.5 ?
H10 C16 H11 . . 109.5 ?
H9 C16 H11 . . 109.5 ?
O2 C17 C13 . . 113.0(3) ?
O2 C17 H14 . . 109.0 ?
C13 C17 H14 . . 109.0 ?
O2 C17 H13 . . 109.0 ?
C13 C17 H13 . . 109.0 ?
H14 C17 H13 . . 107.8 ?
C19 C18 C34 . . 121.9(3) ?
C19 C18 Br2 . . 119.4(3) ?
C34 C18 Br2 . . 118.7(3) ?
C18 C19 C20 . . 118.9(3) ?
C18 C19 H17 . . 120.6 ?
C20 C19 H17 . . 120.6 ?
C19 C20 C21 . . 121.5(3) ?
C19 C20 H30 . . 119.3 ?
C21 C20 H30 . . 119.3 ?
C20 C21 C33 . . 118.0(3) ?
C20 C21 C22 . . 120.5(3) ?
C33 C21 C22 . . 121.1(3) ?
C23 C22 C21 . . 130.2(3) ?
C23 C22 H27 . . 114.9 ?
C21 C22 H27 . . 114.9 ?
C22 C23 C24 . . 125.2(3) ?
C22 C23 C28 . . 129.4(3) ?
C24 C23 C28 . . 105.3(3) ?
C29 C24 C25 . . 119.8(3) ?
C29 C24 C23 . . 108.0(3) ?
C25 C24 C23 . . 132.1(3) ?
C26 C25 C24 . . 119.0(3) ?
C26 C25 H18 . . 120.5 ?
C24 C25 H18 . . 120.5 ?
C25 C26 C27 . . 120.4(3) ?
C25 C26 H19 . . 119.8 ?
C27 C26 H19 . . 119.8 ?
C26 C27 C30 . . 121.3(3) ?
C26 C27 H16 . . 119.3 ?
C30 C27 H16 . . 119.3 ?
O3 C28 C31 . . 106.5(3) ?
O3 C28 C23 . . 104.9(3) ?
C31 C28 C23 . . 113.9(3) ?
O3 C28 C32 . . 106.2(2) ?
C31 C28 C32 . . 113.7(3) ?
C23 C28 C32 . . 110.8(3) ?
O3 C29 C30 . . 124.4(3) ?
O3 C29 C24 . . 113.0(3) ?
C30 C29 C24 . . 122.6(3) ?
C29 C30 C27 . . 116.8(3) ?
C29 C30 H20 . . 121.6 ?
C27 C30 H20 . . 121.6 ?
C28 C31 H21 . . 109.5 ?
C28 C31 H22 . . 109.5 ?
H21 C31 H22 . . 109.5 ?
C28 C31 H23 . . 109.5 ?
H21 C31 H23 . . 109.5 ?
H22 C31 H23 . . 109.5 ?
O4 C32 C28 . . 111.8(3) ?
O4 C32 H26 . . 109.2 ?
C28 C32 H26 . . 109.2 ?
O4 C32 H25 . . 109.2 ?
C28 C32 H25 . . 109.2 ?
H26 C32 H25 . . 107.9 ?
C34 C33 C21 . . 121.3(3) ?
C34 C33 H29 . . 119.3 ?
C21 C33 H29 . . 119.3 ?
C18 C34 C33 . . 118.4(3) ?
C18 C34 H28 . . 120.8 ?
C33 C34 H28 . . 120.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C12 C1 C2 C3 . . . . 0.4(6) ?
Br1 C1 C2 C3 . . . . -178.6(3) ?
C1 C2 C3 C4 . . . . 0.2(6) ?
C2 C3 C4 C11 . . . . -0.5(5) ?
C2 C3 C4 C5 . . . . 173.1(3) ?
C11 C4 C5 C6 . . . . -86.7(5) ?
C3 C4 C5 C6 . . . . 99.9(4) ?
C4 C5 C6 C7 . . . . -179.7(3) ?
C4 C5 C6 C13 . . . . -0.2(6) ?
C5 C6 C7 C14 . . . . 179.7(3) ?
C13 C6 C7 C14 . . . . 0.1(3) ?
C5 C6 C7 C8 . . . . -1.4(6) ?
C13 C6 C7 C8 . . . . 179.0(3) ?
C14 C7 C8 C9 . . . . 1.8(5) ?
C6 C7 C8 C9 . . . . -177.0(3) ?
C7 C8 C9 C10 . . . . -0.9(5) ?
C8 C9 C10 C15 . . . . 0.1(5) ?
C3 C4 C11 C12 . . . . 0.2(5) ?
C5 C4 C11 C12 . . . . -173.3(3) ?
C2 C1 C12 C11 . . . . -0.7(6) ?
Br1 C1 C12 C11 . . . . 178.3(3) ?
C4 C11 C12 C1 . . . . 0.4(6) ?
C14 O1 C13 C16 . . . . -121.8(3) ?
C14 O1 C13 C17 . . . . 116.9(3) ?
C14 O1 C13 C6 . . . . -1.1(3) ?
C5 C6 C13 O1 . . . . -179.0(3) ?
C7 C6 C13 O1 . . . . 0.6(3) ?
C5 C6 C13 C16 . . . . -63.0(4) ?
C7 C6 C13 C16 . . . . 116.5(3) ?
C5 C6 C13 C17 . . . . 66.7(4) ?
C7 C6 C13 C17 . . . . -113.7(3) ?
C13 O1 C14 C15 . . . . -176.6(3) ?
C13 O1 C14 C7 . . . . 1.3(3) ?
C8 C7 C14 O1 . . . . -179.9(3) ?
C6 C7 C14 O1 . . . . -0.9(3) ?
C8 C7 C14 C15 . . . . -2.1(5) ?
C6 C7 C14 C15 . . . . 177.0(3) ?
O1 C14 C15 C10 . . . . 178.9(3) ?
C7 C14 C15 C10 . . . . 1.2(5) ?
C9 C10 C15 C14 . . . . -0.2(5) ?
O1 C13 C17 O2 . . . . 67.7(3) ?
C16 C13 C17 O2 . . . . -49.3(4) ?
C6 C13 C17 O2 . . . . -179.2(3) ?
C34 C18 C19 C20 . . . . -1.3(6) ?
Br2 C18 C19 C20 . . . . 178.7(3) ?
C18 C19 C20 C21 . . . . 0.3(6) ?
C19 C20 C21 C33 . . . . 0.6(5) ?
C19 C20 C21 C22 . . . . -172.3(3) ?
C20 C21 C22 C23 . . . . -101.3(4) ?
C33 C21 C22 C23 . . . . 86.0(5) ?
C21 C22 C23 C24 . . . . -179.8(3) ?
C21 C22 C23 C28 . . . . 0.3(6) ?
C22 C23 C24 C29 . . . . -178.7(3) ?
C28 C23 C24 C29 . . . . 1.2(3) ?
C22 C23 C24 C25 . . . . 3.2(5) ?
C28 C23 C24 C25 . . . . -176.9(3) ?
C29 C24 C25 C26 . . . . -1.2(4) ?
C23 C24 C25 C26 . . . . 176.7(3) ?
C24 C25 C26 C27 . . . . 0.1(5) ?
C25 C26 C27 C30 . . . . 0.9(5) ?
C29 O3 C28 C31 . . . . -116.7(3) ?
C29 O3 C28 C23 . . . . 4.4(3) ?
C29 O3 C28 C32 . . . . 121.8(3) ?
C22 C23 C28 O3 . . . . 176.6(3) ?
C24 C23 C28 O3 . . . . -3.4(3) ?
C22 C23 C28 C31 . . . . -67.4(4) ?
C24 C23 C28 C31 . . . . 112.7(3) ?
C22 C23 C28 C32 . . . . 62.3(4) ?
C24 C23 C28 C32 . . . . -117.6(3) ?
C28 O3 C29 C30 . . . . 174.6(3) ?
C28 O3 C29 C24 . . . . -4.0(3) ?
C25 C24 C29 O3 . . . . -179.9(3) ?
C23 C24 C29 O3 . . . . 1.7(3) ?
C25 C24 C29 C30 . . . . 1.5(4) ?
C23 C24 C29 C30 . . . . -176.9(3) ?
O3 C29 C30 C27 . . . . -178.9(3) ?
C24 C29 C30 C27 . . . . -0.5(4) ?
C26 C27 C30 C29 . . . . -0.7(5) ?
O3 C28 C32 O4 . . . . 60.6(3) ?
C31 C28 C32 O4 . . . . -56.2(4) ?
C23 C28 C32 O4 . . . . 174.0(3) ?
C20 C21 C33 C34 . . . . -0.6(5) ?
C22 C21 C33 C34 . . . . 172.3(3) ?
C19 C18 C34 C33 . . . . 1.3(6) ?
Br2 C18 C34 C33 . . . . -178.6(3) ?
C21 C33 C34 C18 . . . . -0.4(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O2 H12 O1 . 0.67(6) 2.65(5) 2.922(3) 108.(5) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O2 H12 O1 . 0.67(6) 2.65(5) 2.922(3) 108.(5) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O1 . 0.67(6) 2.65(5) 2.922(3) 108.(5) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?
O2 H12 O4 2_656 0.67(6) 2.14(6) 2.814(4) 179.(6) ?
O4 H24 O1 2_646 0.66(5) 2.27(5) 2.825(3) 143.(6) ?



