# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

 
data_www 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C24 H29 Br N2 O4' 
_chemical_formula_weight          489.40 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Br'  'Br'  -0.2901   2.4595 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting           'Triclinic'
_symmetry_space_group_name_H-M   'P-1'
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    7.8755(4) 
_cell_length_b                    11.9538(6) 
_cell_length_c                    13.5136(8) 
_cell_angle_alpha                 66.584(3) 
_cell_angle_beta                  88.943(3) 
_cell_angle_gamma                 81.445(3) 
_cell_volume                      1153.28(11) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used      8611
_cell_measurement_theta_min        2.95
_cell_measurement_theta_max       22.45
 
_exptl_crystal_description        '?' 
_exptl_crystal_colour             '?' 
_exptl_crystal_size_max           0.28 
_exptl_crystal_size_mid           0.21
_exptl_crystal_size_min           0.18
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.409 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              508 
_exptl_absorpt_coefficient_mu     1.815 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.76
_exptl_absorpt_correction_T_max   0.81
_exptl_absorpt_process_details    sadabs
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       296(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number             38994 
_diffrn_reflns_av_R_equivalents   0.0512 
_diffrn_reflns_av_sigmaI/netI     0.0338 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -17 
_diffrn_reflns_limit_l_max        17 
_diffrn_reflns_theta_min          1.64 
_diffrn_reflns_theta_max          27.53 
_reflns_number_total              5292 
_reflns_number_gt                 3950 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.1000P)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          5292 
_refine_ls_number_parameters      287 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0670 
_refine_ls_R_factor_gt            0.0424 
_refine_ls_wR_factor_ref          0.1439 
_refine_ls_wR_factor_gt           0.1255 
_refine_ls_goodness_of_fit_ref    1.007 
_refine_ls_restrained_S_all       1.007 
_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 0.13396(4) 0.39119(3) 0.62106(2) 0.05810(16) Uani 1 1 d . . . 
O1 O 1.3485(2) 0.94544(18) 0.58279(17) 0.0433(5) Uani 1 1 d . . . 
O2 O 1.3528(2) 0.75949(19) 0.53248(18) 0.0457(5) Uani 1 1 d . . . 
O3 O 0.5883(2) 0.29004(18) 0.77498(17) 0.0461(5) Uani 1 1 d . . . 
O4 O 0.6207(2) 1.0414(2) 0.78406(18) 0.0474(5) Uani 1 1 d . . . 
N1 N 0.7675(3) 1.0147(2) 0.73136(18) 0.0365(5) Uani 1 1 d . . . 
N2 N 0.6556(3) 0.5061(2) 0.77660(19) 0.0362(5) Uani 1 1 d . . . 
H2A H 0.6877 0.4434 0.7607 0.043 Uiso 1 1 calc R . . 
C1 C 1.2031(3) 0.8921(2) 0.6036(2) 0.0311(5) Uani 1 1 d . . . 
C2 C 1.0606(3) 0.9304(2) 0.6488(2) 0.0310(5) Uani 1 1 d . . . 
H2 H 1.0601 0.9972 0.6677 0.037 Uiso 1 1 calc R . . 
C3 C 0.9144(3) 0.8699(2) 0.66709(19) 0.0286(5) Uani 1 1 d . . . 
C4 C 0.9144(3) 0.7701(2) 0.63873(18) 0.0280(5) Uani 1 1 d . . . 
C5 C 1.0618(3) 0.7321(2) 0.59275(19) 0.0312(5) Uani 1 1 d . . . 
H5 H 1.0632 0.6654 0.5736 0.037 Uiso 1 1 calc R . . 
C6 C 1.2048(3) 0.7914(2) 0.5753(2) 0.0317(5) Uani 1 1 d . . . 
C7 C 1.3479(4) 1.0529(3) 0.6044(2) 0.0409(6) Uani 1 1 d . . . 
H7A H 1.2491 1.1123 0.5684 0.061 Uiso 1 1 calc R . . 
H7B H 1.4505 1.0876 0.5785 0.061 Uiso 1 1 calc R . . 
H7C H 1.3436 1.0310 0.6807 0.061 Uiso 1 1 calc R . . 
C8 C 1.3603(4) 0.6658(3) 0.4934(3) 0.0578(9) Uani 1 1 d . . . 
H8A H 1.3572 0.5880 0.5528 0.087 Uiso 1 1 calc R . . 
H8B H 1.4649 0.6617 0.4566 0.087 Uiso 1 1 calc R . . 
H8C H 1.2638 0.6837 0.4443 0.087 Uiso 1 1 calc R . . 
C9 C 0.7678(3) 0.9170(2) 0.7169(2) 0.0328(5) Uani 1 1 d . . . 
H9 H 0.6751 0.8741 0.7377 0.039 Uiso 1 1 calc R . . 
C10 C 0.7654(3) 0.6976(2) 0.6552(2) 0.0314(5) Uani 1 1 d . . . 
H10A H 0.7614 0.6682 0.5980 0.038 Uiso 1 1 calc R . . 
H10B H 0.6583 0.7516 0.6507 0.038 Uiso 1 1 calc R . . 
C11 C 0.7829(3) 0.5880(2) 0.7640(2) 0.0362(6) Uani 1 1 d . . . 
H11A H 0.8971 0.5410 0.7726 0.043 Uiso 1 1 calc R . . 
H11B H 0.7709 0.6184 0.8209 0.043 Uiso 1 1 calc R . . 
C12 C 0.4962(3) 0.5173(2) 0.8097(2) 0.0324(5) Uani 1 1 d . . . 
C13 C 0.4368(4) 0.6239(3) 0.8418(2) 0.0422(6) Uani 1 1 d . . . 
H13A H 0.4324 0.7000 0.7780 0.051 Uiso 1 1 calc R . . 
H13B H 0.5225 0.6244 0.8922 0.051 Uiso 1 1 calc R . . 
C14 C 0.2630(4) 0.6238(3) 0.8928(2) 0.0425(6) Uani 1 1 d . . . 
H14A H 0.2601 0.5434 0.9504 0.051 Uiso 1 1 calc R . . 
H14B H 0.1738 0.6373 0.8390 0.051 Uiso 1 1 calc R . . 
C15 C 0.2243(4) 0.7223(3) 0.9386(3) 0.0528(8) Uani 1 1 d . . . 
H15A H 0.3119 0.7083 0.9935 0.063 Uiso 1 1 calc R . . 
H15B H 0.2279 0.8029 0.8815 0.063 Uiso 1 1 calc R . . 
C16 C 0.0492(5) 0.7204(4) 0.9873(3) 0.0703(11) Uani 1 1 d . . . 
H16A H -0.0389 0.7503 0.9308 0.105 Uiso 1 1 calc R . . 
H16B H 0.0371 0.7722 1.0269 0.105 Uiso 1 1 calc R . . 
H16C H 0.0385 0.6374 1.0352 0.105 Uiso 1 1 calc R . . 
C17 C 0.3903(3) 0.4317(2) 0.8173(2) 0.0354(6) Uani 1 1 d . . . 
H17 H 0.2768 0.4476 0.8344 0.043 Uiso 1 1 calc R . . 
C18 C 0.4415(3) 0.3227(2) 0.8010(2) 0.0313(5) Uani 1 1 d . . . 
C19 C 0.3133(3) 0.2339(2) 0.82350(19) 0.0283(5) Uani 1 1 d . . . 
C20 C 0.3372(3) 0.1274(2) 0.9179(2) 0.0386(6) Uani 1 1 d . . . 
H20 H 0.4276 0.1144 0.9664 0.046 Uiso 1 1 calc R . . 
C21 C 0.2274(4) 0.0398(2) 0.9407(2) 0.0419(6) Uani 1 1 d . . . 
H21 H 0.2452 -0.0315 1.0039 0.050 Uiso 1 1 calc R . . 
C22 C 0.0926(3) 0.0588(2) 0.8695(2) 0.0393(6) Uani 1 1 d . . . 
H22 H 0.0206 -0.0004 0.8843 0.047 Uiso 1 1 calc R . . 
C23 C 0.0637(3) 0.1646(2) 0.7765(2) 0.0371(6) Uani 1 1 d . . . 
H23 H -0.0291 0.1784 0.7294 0.044 Uiso 1 1 calc R . . 
C24 C 0.1745(3) 0.2501(2) 0.7542(2) 0.0314(5) Uani 1 1 d . . . 
H4 H 0.622(4) 1.112(3) 0.785(3) 0.052(9) 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 C24 1.906(2) . ? 
O1 C1 1.364(3) . ? 
O1 C7 1.425(3) . ? 
O2 C6 1.363(3) . ? 
O2 C8 1.409(3) . ? 
O3 C18 1.254(3) . ? 
O4 N1 1.410(3) . ? 
O4 H4 0.85(4) . ? 
N1 C9 1.258(3) . ? 
N2 C12 1.331(3) . ? 
N2 C11 1.465(3) . ? 
N2 H2A 0.8600 . ? 
C1 C2 1.373(4) . ? 
C1 C6 1.399(3) . ? 
C2 C3 1.416(3) . ? 
C2 H2 0.9300 . ? 
C3 C4 1.390(3) . ? 
C3 C9 1.476(3) . ? 
C4 C5 1.408(3) . ? 
C4 C10 1.523(3) . ? 
C5 C6 1.386(3) . ? 
C5 H5 0.9300 . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 H8A 0.9600 . ? 
C8 H8B 0.9600 . ? 
C8 H8C 0.9600 . ? 
C9 H9 0.9300 . ? 
C10 C11 1.523(4) . ? 
C10 H10A 0.9700 . ? 
C10 H10B 0.9700 . ? 
C11 H11A 0.9700 . ? 
C11 H11B 0.9700 . ? 
C12 C17 1.386(3) . ? 
C12 C13 1.511(3) . ? 
C13 C14 1.522(4) . ? 
C13 H13A 0.9700 . ? 
C13 H13B 0.9700 . ? 
C14 C15 1.524(4) . ? 
C14 H14A 0.9700 . ? 
C14 H14B 0.9700 . ? 
C15 C16 1.516(5) . ? 
C15 H15A 0.9700 . ? 
C15 H15B 0.9700 . ? 
C16 H16A 0.9600 . ? 
C16 H16B 0.9600 . ? 
C16 H16C 0.9600 . ? 
C17 C18 1.406(3) . ? 
C17 H17 0.9300 . ? 
C18 C19 1.513(3) . ? 
C19 C20 1.389(4) . ? 
C19 C24 1.392(3) . ? 
C20 C21 1.394(4) . ? 
C20 H20 0.9300 . ? 
C21 C22 1.377(4) . ? 
C21 H21 0.9300 . ? 
C22 C23 1.375(4) . ? 
C22 H22 0.9300 . ? 
C23 C24 1.381(3) . ? 
C23 H23 0.9300 . ? 
 
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 C7 117.14(19) . . ? 
C6 O2 C8 118.9(2) . . ? 
N1 O4 H4 108(2) . . ? 
C9 N1 O4 112.1(2) . . ? 
C12 N2 C11 127.5(2) . . ? 
C12 N2 H2A 116.2 . . ? 
C11 N2 H2A 116.2 . . ? 
O1 C1 C2 124.9(2) . . ? 
O1 C1 C6 115.4(2) . . ? 
C2 C1 C6 119.7(2) . . ? 
C1 C2 C3 121.2(2) . . ? 
C1 C2 H2 119.4 . . ? 
C3 C2 H2 119.4 . . ? 
C4 C3 C2 119.6(2) . . ? 
C4 C3 C9 123.1(2) . . ? 
C2 C3 C9 117.3(2) . . ? 
C3 C4 C5 118.4(2) . . ? 
C3 C4 C10 124.3(2) . . ? 
C5 C4 C10 117.3(2) . . ? 
C6 C5 C4 121.8(2) . . ? 
C6 C5 H5 119.1 . . ? 
C4 C5 H5 119.1 . . ? 
O2 C6 C5 125.4(2) . . ? 
O2 C6 C1 115.2(2) . . ? 
C5 C6 C1 119.4(2) . . ? 
O1 C7 H7A 109.5 . . ? 
O1 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
O1 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
O2 C8 H8A 109.5 . . ? 
O2 C8 H8B 109.5 . . ? 
H8A C8 H8B 109.5 . . ? 
O2 C8 H8C 109.5 . . ? 
H8A C8 H8C 109.5 . . ? 
H8B C8 H8C 109.5 . . ? 
N1 C9 C3 120.5(2) . . ? 
N1 C9 H9 119.7 . . ? 
C3 C9 H9 119.7 . . ? 
C4 C10 C11 111.72(19) . . ? 
C4 C10 H10A 109.3 . . ? 
C11 C10 H10A 109.3 . . ? 
C4 C10 H10B 109.3 . . ? 
C11 C10 H10B 109.3 . . ? 
H10A C10 H10B 107.9 . . ? 
N2 C11 C10 113.3(2) . . ? 
N2 C11 H11A 108.9 . . ? 
C10 C11 H11A 108.9 . . ? 
N2 C11 H11B 108.9 . . ? 
C10 C11 H11B 108.9 . . ? 
H11A C11 H11B 107.7 . . ? 
N2 C12 C17 120.8(2) . . ? 
N2 C12 C13 117.9(2) . . ? 
C17 C12 C13 121.3(2) . . ? 
C12 C13 C14 116.1(2) . . ? 
C12 C13 H13A 108.3 . . ? 
C14 C13 H13A 108.3 . . ? 
C12 C13 H13B 108.3 . . ? 
C14 C13 H13B 108.3 . . ? 
H13A C13 H13B 107.4 . . ? 
C13 C14 C15 113.0(2) . . ? 
C13 C14 H14A 109.0 . . ? 
C15 C14 H14A 109.0 . . ? 
C13 C14 H14B 109.0 . . ? 
C15 C14 H14B 109.0 . . ? 
H14A C14 H14B 107.8 . . ? 
C16 C15 C14 111.4(3) . . ? 
C16 C15 H15A 109.3 . . ? 
C14 C15 H15A 109.3 . . ? 
C16 C15 H15B 109.3 . . ? 
C14 C15 H15B 109.3 . . ? 
H15A C15 H15B 108.0 . . ? 
C15 C16 H16A 109.5 . . ? 
C15 C16 H16B 109.5 . . ? 
H16A C16 H16B 109.5 . . ? 
C15 C16 H16C 109.5 . . ? 
H16A C16 H16C 109.5 . . ? 
H16B C16 H16C 109.5 . . ? 
C12 C17 C18 124.9(2) . . ? 
C12 C17 H17 117.5 . . ? 
C18 C17 H17 117.5 . . ? 
O3 C18 C17 125.1(2) . . ? 
O3 C18 C19 117.3(2) . . ? 
C17 C18 C19 117.5(2) . . ? 
C20 C19 C24 117.4(2) . . ? 
C20 C19 C18 118.3(2) . . ? 
C24 C19 C18 124.3(2) . . ? 
C19 C20 C21 120.9(3) . . ? 
C19 C20 H20 119.6 . . ? 
C21 C20 H20 119.6 . . ? 
C22 C21 C20 119.9(3) . . ? 
C22 C21 H21 120.1 . . ? 
C20 C21 H21 120.1 . . ? 
C23 C22 C21 120.5(2) . . ? 
C23 C22 H22 119.7 . . ? 
C21 C22 H22 119.7 . . ? 
C22 C23 C24 119.0(2) . . ? 
C22 C23 H23 120.5 . . ? 
C24 C23 H23 120.5 . . ? 
C23 C24 C19 122.3(2) . . ? 
C23 C24 Br1 117.06(19) . . ? 
C19 C24 Br1 120.62(17) . . ? 
 
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 
C7 O1 C1 C2 -3.6(4) . . . . ? 
C7 O1 C1 C6 176.3(2) . . . . ? 
O1 C1 C2 C3 179.7(2) . . . . ? 
C6 C1 C2 C3 -0.2(4) . . . . ? 
C1 C2 C3 C4 -0.2(4) . . . . ? 
C1 C2 C3 C9 179.5(2) . . . . ? 
C2 C3 C4 C5 0.3(3) . . . . ? 
C9 C3 C4 C5 -179.3(2) . . . . ? 
C2 C3 C4 C10 179.6(2) . . . . ? 
C9 C3 C4 C10 0.0(4) . . . . ? 
C3 C4 C5 C6 -0.1(4) . . . . ? 
C10 C4 C5 C6 -179.5(2) . . . . ? 
C8 O2 C6 C5 5.8(4) . . . . ? 
C8 O2 C6 C1 -174.7(3) . . . . ? 
C4 C5 C6 O2 179.2(2) . . . . ? 
C4 C5 C6 C1 -0.2(4) . . . . ? 
O1 C1 C6 O2 1.0(3) . . . . ? 
C2 C1 C6 O2 -179.1(2) . . . . ? 
O1 C1 C6 C5 -179.5(2) . . . . ? 
C2 C1 C6 C5 0.4(4) . . . . ? 
O4 N1 C9 C3 -177.4(2) . . . . ? 
C4 C3 C9 N1 -173.0(2) . . . . ? 
C2 C3 C9 N1 7.3(4) . . . . ? 
C3 C4 C10 C11 -91.2(3) . . . . ? 
C5 C4 C10 C11 88.1(3) . . . . ? 
C12 N2 C11 C10 -85.4(3) . . . . ? 
C4 C10 C11 N2 -171.9(2) . . . . ? 
C11 N2 C12 C17 179.9(3) . . . . ? 
C11 N2 C12 C13 -1.9(4) . . . . ? 
N2 C12 C13 C14 -172.3(3) . . . . ? 
C17 C12 C13 C14 5.9(4) . . . . ? 
C12 C13 C14 C15 171.1(2) . . . . ? 
C13 C14 C15 C16 179.2(3) . . . . ? 
N2 C12 C17 C18 5.8(4) . . . . ? 
C13 C12 C17 C18 -172.4(3) . . . . ? 
C12 C17 C18 O3 -1.8(4) . . . . ? 
C12 C17 C18 C19 174.1(2) . . . . ? 
O3 C18 C19 C20 72.0(3) . . . . ? 
C17 C18 C19 C20 -104.2(3) . . . . ? 
O3 C18 C19 C24 -106.1(3) . . . . ? 
C17 C18 C19 C24 77.6(3) . . . . ? 
C24 C19 C20 C21 1.0(4) . . . . ? 
C18 C19 C20 C21 -177.3(2) . . . . ? 
C19 C20 C21 C22 -0.4(4) . . . . ? 
C20 C21 C22 C23 -1.0(4) . . . . ? 
C21 C22 C23 C24 1.7(4) . . . . ? 
C22 C23 C24 C19 -1.1(4) . . . . ? 
C22 C23 C24 Br1 177.18(19) . . . . ? 
C20 C19 C24 C23 -0.3(4) . . . . ? 
C18 C19 C24 C23 177.9(2) . . . . ? 
C20 C19 C24 Br1 -178.46(18) . . . . ? 
C18 C19 C24 Br1 -0.3(3) . . . . ? 
 
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
O4 H4 O3  0.85(4) 2.05(4) 2.898(3) 171(3) 1_565 
C23 H23 N1  0.93 2.70 3.345(3) 127.3 1_445 
C8 H8A Br1  0.96 2.99 3.749(3) 137.2 1_655 
C7 H7C O4  0.96 2.66 3.220(3) 118.0 1_655 
C7 H7B O2  0.96 2.56 3.482(3) 160.3 2_876 
C5 H5 Br1  0.93 3.04 3.893(2) 152.7 1_655 
N2 H2A O3  0.86 2.04 2.721(3) 135.8 . 
O4 H4 O3  0.85(4) 2.05(4) 2.898(3) 171(3) 1_565 
C23 H23 N1  0.93 2.70 3.345(3) 127.3 1_445 
C8 H8A Br1  0.96 2.99 3.749(3) 137.2 1_655 
C7 H7C O4  0.96 2.66 3.220(3) 118.0 1_655 
C7 H7B O2  0.96 2.56 3.482(3) 160.3 2_876 
C5 H5 Br1  0.93 3.04 3.893(2) 152.7 1_655 
N2 H2A O3  0.86 2.04 2.721(3) 135.8 . 
 
_diffrn_measured_fraction_theta_max    0.995 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.999 
_refine_diff_density_max    0.663 
_refine_diff_density_min   -0.879 
_refine_diff_density_rms    0.094 
