# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_02721PabloDomingo
_database_code_depnum_ccdc_archive 'CCDC 1939359'
loop_
_audit_author_name
_audit_author_address
'Silvia Cabrera' 'Universidad Autonoma de Madrid'
_audit_update_record             
;
2019-07-09 deposited with the CCDC.	2019-08-27 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ACS-953.T9_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H23 Br N2 O5'
_chemical_formula_iupac          ?
_chemical_formula_weight         463.32
_chemical_absolute_configuration ad

_chemical_melting_point          ?

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

_cell_length_a                   20.4515(7)
_cell_length_b                   6.59020(10)
_cell_length_c                   16.4904(5)
_cell_angle_alpha                90
_cell_angle_beta                 115.8079(14)
_cell_angle_gamma                90
_cell_volume                     2000.89(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5572
_cell_measurement_theta_min      2.6718
_cell_measurement_theta_max      22.8293
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.247
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.071
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952

_exptl_absorpt_coefficient_mu    2.091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.6283
_exptl_absorpt_correction_T_max  0.7454

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            18040
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_theta_min         1.37
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             3650
_reflns_number_gt                3296
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0266
_refine_ls_wR_factor_gt          0.0496
_refine_ls_wR_factor_ref         0.0622
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.102
_refine_ls_number_reflns         3650
_refine_ls_number_parameters     266
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0121P)²+3.7850P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.256
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1400 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(6)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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 0.55221(2) 0.37799(8) 0.72960(3) 0.02520(13) Uani d . . . 1 . .
O O4 0.29691(17) 0.7242(5) 0.2817(2) 0.0237(8) Uani d . . . 1 . .
O O2 0.0790(2) 0.5880(6) 0.1625(2) 0.0330(9) Uani d . . . 1 . .
O O5 0.40109(19) 0.7590(5) 0.4089(2) 0.0232(8) Uani d . . . 1 . .
O O3 0.26738(17) 0.2998(5) 0.1754(2) 0.0246(8) Uani d . . . 1 . .
C C16 0.3355(2) 0.2096(7) 0.4884(3) 0.0180(10) Uani d . . . 1 . .
C C1 0.1752(3) 0.5217(7) 0.0314(3) 0.0201(11) Uani d . . . 1 . .
H H1 0.2268 0.5587 0.0475 0.024 Uiso calc U . R 1 . .
C C17 0.3718(2) 0.3868(10) 0.4832(2) 0.0169(9) Uani d . . . 1 . .
C C7 0.2168(2) 0.3735(10) 0.1843(2) 0.0179(8) Uani d . . . 1 . .
C C8 0.2036(2) 0.3366(7) 0.2665(3) 0.0180(12) Uani d . . . 1 . .
H H8 0.1662 0.4327 0.2675 0.022 Uiso calc U . R 1 . .
C C11 0.2715(2) 0.3487(9) 0.3529(3) 0.0159(11) Uani d . . . 1 . .
C C20 0.4245(2) 0.1422(7) 0.6370(3) 0.0204(11) Uani d . . . 1 . .
H H20 0.4433 0.0629 0.6904 0.024 Uiso calc U . R 1 . .
O O1 0.0830(2) 0.7240(6) 0.0413(2) 0.0360(10) Uani d . . . 1 . .
C C3 0.1072(3) 0.5992(8) 0.1126(3) 0.0255(12) Uani d . . . 1 . .
N N1 0.1658(2) 0.4891(6) 0.1142(2) 0.0182(9) Uani d . . . 1 . .
C C15 0.4163(3) 0.9399(7) 0.3708(4) 0.0300(14) Uani d . . . 1 . .
H H15A 0.4341 0.9019 0.3266 0.045 Uiso calc U . R 1 . .
H H15B 0.4533 1.0206 0.4189 0.045 Uiso calc U . R 1 . .
H H15C 0.3717 1.0201 0.3412 0.045 Uiso calc U . R 1 . .
C C12 0.3395(2) 0.6620(7) 0.3553(3) 0.0183(10) Uani d . . . 1 . .
C C5 0.0764(3) 0.2639(9) -0.0546(4) 0.0343(14) Uani d . . . 1 . .
H H5A 0.0716 0.2275 0.0002 0.052 Uiso calc U . R 1 . .
H H5B 0.0655 0.1452 -0.0942 0.052 Uiso calc U . R 1 . .
H H5C 0.0423 0.3734 -0.086 0.052 Uiso calc U . R 1 . .
N N2 0.2750(2) 0.1899(6) 0.4064(2) 0.0179(9) Uani d . . . 1 . .
C C10 0.2127(3) 0.0522(7) 0.3676(3) 0.0217(11) Uani d . . . 1 . .
H H10A 0.1781 0.0754 0.394 0.026 Uiso calc U . R 1 . .
H H10B 0.2284 -0.0915 0.3766 0.026 Uiso calc U . R 1 . .
C C19 0.4610(2) 0.3152(7) 0.6309(3) 0.0197(12) Uani d . . . 1 . .
C C14 0.3293(2) 0.4771(7) 0.3956(3) 0.0174(10) Uani d . . . 1 . .
C C2 0.1262(3) 0.7073(8) -0.0072(3) 0.0317(13) Uani d . . . 1 . .
H H2A 0.1558 0.8311 0.0011 0.038 Uiso calc U . R 1 . .
H H2B 0.0948 0.6889 -0.0723 0.038 Uiso calc U . R 1 . .
C C9 0.1792(2) 0.1107(7) 0.2676(3) 0.0221(11) Uani d . . . 1 . .
H H9 0.2023 0.0246 0.2372 0.027 Uiso calc U . R 1 . .
C C13 0.0981(3) 0.0810(8) 0.2191(4) 0.0305(13) Uani d . . . 1 . .
H H13A 0.0866 -0.0627 0.221 0.046 Uiso calc U . R 1 . .
H H13B 0.0807 0.1244 0.1563 0.046 Uiso calc U . R 1 . .
H H13C 0.0745 0.1622 0.2485 0.046 Uiso calc U . R 1 . .
C C6 0.1651(3) 0.3783(13) -0.1136(3) 0.0354(11) Uani d . . . 1 . .
H H6A 0.13 0.4808 -0.1505 0.053 Uiso calc U . R 1 . .
H H6B 0.158 0.2532 -0.1486 0.053 Uiso calc U . R 1 . .
H H6C 0.2145 0.4289 -0.0957 0.053 Uiso calc U . R 1 . .
C C4 0.1537(2) 0.3347(7) -0.0295(3) 0.0218(13) Uani d . . . 1 . .
H H4 0.1873 0.2219 0.0041 0.026 Uiso calc U . R 1 . .
C C18 0.4372(2) 0.4401(6) 0.5570(3) 0.0178(11) Uani d . . . 1 . .
H H18 0.4637 0.5576 0.5558 0.021 Uiso calc U . R 1 . .
C C21 0.3605(3) 0.0869(7) 0.5645(3) 0.0211(11) Uani d . . . 1 . .
H H21 0.3346 -0.031 0.5666 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 C19 . 1.912(4) ?
O4 C12 . 1.217(5) ?
O2 C3 . 1.194(6) ?
O5 C12 . 1.344(5) ?
O5 C15 . 1.443(5) ?
O3 C7 . 1.208(5) ?
C16 N2 . 1.385(5) ?
C16 C21 . 1.390(6) ?
C16 C17 . 1.406(8) ?
C1 N1 . 1.474(6) ?
C1 C4 . 1.529(6) ?
C1 C2 . 1.534(7) ?
C1 H1 . 1.0 ?
C17 C18 . 1.404(6) ?
C17 C14 . 1.450(6) ?
C7 N1 . 1.398(6) ?
C7 C8 . 1.512(6) ?
C8 C11 . 1.497(6) ?
C8 C9 . 1.573(6) ?
C8 H8 . 1.0 ?
C11 N2 . 1.351(6) ?
C11 C14 . 1.374(6) ?
C20 C21 . 1.383(6) ?
C20 C19 . 1.391(6) ?
C20 H20 . 0.95 ?
O1 C3 . 1.341(6) ?
O1 C2 . 1.431(6) ?
C3 N1 . 1.392(6) ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C12 C14 . 1.445(6) ?
C5 C4 . 1.524(7) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
N2 C10 . 1.465(6) ?
C10 C9 . 1.534(7) ?
C10 H10A . 0.99 ?
C10 H10B . 0.99 ?
C19 C18 . 1.372(6) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C9 C13 . 1.508(6) ?
C9 H9 . 1.0 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C6 C4 . 1.530(6) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C4 H4 . 1.0 ?
C18 H18 . 0.95 ?
C21 H21 . 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
C12 O5 C15 . . 115.1(4) ?
N2 C16 C21 . . 130.4(4) ?
N2 C16 C17 . . 106.9(4) ?
C21 C16 C17 . . 122.8(4) ?
N1 C1 C4 . . 112.0(4) ?
N1 C1 C2 . . 100.1(4) ?
C4 C1 C2 . . 114.9(4) ?
N1 C1 H1 . . 109.8 ?
C4 C1 H1 . . 109.8 ?
C2 C1 H1 . . 109.8 ?
C18 C17 C16 . . 118.9(4) ?
C18 C17 C14 . . 133.7(5) ?
C16 C17 C14 . . 107.3(4) ?
O3 C7 N1 . . 119.3(4) ?
O3 C7 C8 . . 122.7(4) ?
N1 C7 C8 . . 118.0(4) ?
C11 C8 C7 . . 113.1(4) ?
C11 C8 C9 . . 101.9(4) ?
C7 C8 C9 . . 110.2(4) ?
C11 C8 H8 . . 110.5 ?
C7 C8 H8 . . 110.5 ?
C9 C8 H8 . . 110.5 ?
N2 C11 C14 . . 110.7(4) ?
N2 C11 C8 . . 110.2(4) ?
C14 C11 C8 . . 139.1(5) ?
C21 C20 C19 . . 119.3(4) ?
C21 C20 H20 . . 120.3 ?
C19 C20 H20 . . 120.3 ?
C3 O1 C2 . . 111.1(4) ?
O2 C3 O1 . . 122.4(5) ?
O2 C3 N1 . . 128.7(5) ?
O1 C3 N1 . . 108.8(4) ?
C3 N1 C7 . . 128.8(4) ?
C3 N1 C1 . . 111.4(4) ?
C7 N1 C1 . . 119.6(4) ?
O5 C15 H15A . . 109.5 ?
O5 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
O5 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
O4 C12 O5 . . 123.7(4) ?
O4 C12 C14 . . 124.0(4) ?
O5 C12 C14 . . 112.4(4) ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C11 N2 C16 . . 109.6(4) ?
C11 N2 C10 . . 113.9(4) ?
C16 N2 C10 . . 136.2(4) ?
N2 C10 C9 . . 102.1(4) ?
N2 C10 H10A . . 111.3 ?
C9 C10 H10A . . 111.3 ?
N2 C10 H10B . . 111.3 ?
C9 C10 H10B . . 111.3 ?
H10A C10 H10B . . 109.2 ?
C18 C19 C20 . . 124.2(4) ?
C18 C19 Br1 . . 117.7(3) ?
C20 C19 Br1 . . 118.1(3) ?
C11 C14 C12 . . 123.2(4) ?
C11 C14 C17 . . 105.5(4) ?
C12 C14 C17 . . 131.3(4) ?
O1 C2 C1 . . 106.3(4) ?
O1 C2 H2A . . 110.5 ?
C1 C2 H2A . . 110.5 ?
O1 C2 H2B . . 110.5 ?
C1 C2 H2B . . 110.5 ?
H2A C2 H2B . . 108.7 ?
C13 C9 C10 . . 114.2(4) ?
C13 C9 C8 . . 113.4(4) ?
C10 C9 C8 . . 104.8(4) ?
C13 C9 H9 . . 108.0 ?
C10 C9 H9 . . 108.0 ?
C8 C9 H9 . . 108.0 ?
C9 C13 H13A . . 109.5 ?
C9 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C9 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C4 C6 H6A . . 109.5 ?
C4 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C4 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C5 C4 C1 . . 113.1(4) ?
C5 C4 C6 . . 111.1(4) ?
C1 C4 C6 . . 109.3(5) ?
C5 C4 H4 . . 107.7 ?
C1 C4 H4 . . 107.7 ?
C6 C4 H4 . . 107.7 ?
C19 C18 C17 . . 117.1(4) ?
C19 C18 H18 . . 121.5 ?
C17 C18 H18 . . 121.5 ?
C20 C21 C16 . . 117.7(4) ?
C20 C21 H21 . . 121.1 ?
C16 C21 H21 . . 121.1 ?

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
N2 C16 C17 C18 . . . . -177.9(4) ?
C21 C16 C17 C18 . . . . 1.7(7) ?
N2 C16 C17 C14 . . . . 1.8(5) ?
C21 C16 C17 C14 . . . . -178.6(4) ?
O3 C7 C8 C11 . . . . 43.4(7) ?
N1 C7 C8 C11 . . . . -140.1(5) ?
O3 C7 C8 C9 . . . . -69.8(6) ?
N1 C7 C8 C9 . . . . 106.7(5) ?
C7 C8 C11 N2 . . . . -133.6(5) ?
C9 C8 C11 N2 . . . . -15.4(5) ?
C7 C8 C11 C14 . . . . 50.3(8) ?
C9 C8 C11 C14 . . . . 168.5(6) ?
C2 O1 C3 O2 . . . . -179.9(5) ?
C2 O1 C3 N1 . . . . -1.8(6) ?
O2 C3 N1 C7 . . . . -16.4(9) ?
O1 C3 N1 C7 . . . . 165.7(5) ?
O2 C3 N1 C1 . . . . 169.5(5) ?
O1 C3 N1 C1 . . . . -8.5(5) ?
O3 C7 N1 C3 . . . . -174.7(5) ?
C8 C7 N1 C3 . . . . 8.7(8) ?
O3 C7 N1 C1 . . . . -1.0(7) ?
C8 C7 N1 C1 . . . . -177.6(4) ?
C4 C1 N1 C3 . . . . -108.4(4) ?
C2 C1 N1 C3 . . . . 13.9(5) ?
C4 C1 N1 C7 . . . . 76.8(5) ?
C2 C1 N1 C7 . . . . -160.9(4) ?
C15 O5 C12 O4 . . . . -3.6(6) ?
C15 O5 C12 C14 . . . . 177.2(4) ?
C14 C11 N2 C16 . . . . 1.1(5) ?
C8 C11 N2 C16 . . . . -176.2(4) ?
C14 C11 N2 C10 . . . . 176.5(4) ?
C8 C11 N2 C10 . . . . -0.8(5) ?
C21 C16 N2 C11 . . . . 178.6(5) ?
C17 C16 N2 C11 . . . . -1.8(5) ?
C21 C16 N2 C10 . . . . 4.7(9) ?
C17 C16 N2 C10 . . . . -175.7(5) ?
C11 N2 C10 C9 . . . . 17.1(5) ?
C16 N2 C10 C9 . . . . -169.2(5) ?
C21 C20 C19 C18 . . . . 1.2(7) ?
C21 C20 C19 Br1 . . . . -176.3(3) ?
N2 C11 C14 C12 . . . . -179.1(4) ?
C8 C11 C14 C12 . . . . -3.0(9) ?
N2 C11 C14 C17 . . . . 0.1(5) ?
C8 C11 C14 C17 . . . . 176.2(5) ?
O4 C12 C14 C11 . . . . 2.6(7) ?
O5 C12 C14 C11 . . . . -178.1(4) ?
O4 C12 C14 C17 . . . . -176.3(5) ?
O5 C12 C14 C17 . . . . 3.0(7) ?
C18 C17 C14 C11 . . . . 178.4(5) ?
C16 C17 C14 C11 . . . . -1.2(5) ?
C18 C17 C14 C12 . . . . -2.5(9) ?
C16 C17 C14 C12 . . . . 177.9(5) ?
C3 O1 C2 C1 . . . . 10.6(6) ?
N1 C1 C2 O1 . . . . -14.2(5) ?
C4 C1 C2 O1 . . . . 106.0(5) ?
N2 C10 C9 C13 . . . . -150.0(4) ?
N2 C10 C9 C8 . . . . -25.3(5) ?
C11 C8 C9 C13 . . . . 150.3(4) ?
C7 C8 C9 C13 . . . . -89.5(5) ?
C11 C8 C9 C10 . . . . 25.0(5) ?
C7 C8 C9 C10 . . . . 145.2(4) ?
N1 C1 C4 C5 . . . . 55.8(5) ?
C2 C1 C4 C5 . . . . -57.5(6) ?
N1 C1 C4 C6 . . . . -179.8(4) ?
C2 C1 C4 C6 . . . . 66.8(5) ?
C20 C19 C18 C17 . . . . -0.5(7) ?
Br1 C19 C18 C17 . . . . 177.0(3) ?
C16 C17 C18 C19 . . . . -0.9(7) ?
C14 C17 C18 C19 . . . . 179.5(5) ?
C19 C20 C21 C16 . . . . -0.4(7) ?
N2 C16 C21 C20 . . . . 178.5(5) ?
C17 C16 C21 C20 . . . . -1.0(7) ?

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
C8 H8 O2 . 1.00 2.13 2.894(6) 131.9 ?
C20 H20 O2 4_546 0.95 2.66 3.358(6) 130.6 ?
C9 H9 O4 1_545 1.00 2.64 3.442(6) 137.2 ?
C4 H4 O3 . 1.00 2.63 3.168(5) 114.0 ?
C18 H18 O5 . 0.95 2.56 3.059(5) 112.8 ?

