# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
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# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_mo_cxy0021_0m
_database_code_depnum_ccdc_archive 'CCDC 1545246'
_audit_update_record             
;
2017-04-21 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;
_audit_creation_date             2017-04-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H34 Br N O3'
_chemical_formula_sum            'C31 H34 Br N O3'
_chemical_formula_weight         548.50
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_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                   23.095(3)
_cell_length_b                   9.4325(9)
_cell_length_c                   14.3653(14)
_cell_angle_alpha                90
_cell_angle_beta                 114.589(3)
_cell_angle_gamma                90
_cell_volume                     2845.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.62
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.475
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0712 before and 0.0484 after correction. The Ratio of minimum to maximum transmission is 0.8871. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35274
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.562
_diffrn_reflns_theta_min         2.367
_diffrn_ambient_temperature      150.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                5131
_reflns_number_total             6549
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.738
_refine_diff_density_min         -0.785
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 1939 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         6549
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0478
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0282P)²+4.3054P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0875
_refine_ls_wR_factor_ref         0.0964
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H3-H26C
 2 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C7(H7)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3A), C5(H5), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C19(H19), C23(H23)
3.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C)
3.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.60312(2) 0.71671(9) 0.97982(3) 0.0672(2) Uani 1 1 d . . . . .
O1 O 0.41795(11) 0.6630(3) 0.53787(19) 0.0244(6) Uani 1 1 d . . . . .
O2 O 0.24928(13) 0.8917(3) 0.5537(2) 0.0306(7) Uani 1 1 d . . . . .
O3 O 0.25862(16) 0.3230(4) 0.8656(2) 0.0487(9) Uani 1 1 d . . . . .
H3 H 0.2788 0.3212 0.9295 0.073 Uiso 1 1 calc DGR . . . .
N1 N 0.21493(14) 0.6709(3) 0.4921(3) 0.0238(7) Uani 1 1 d . . . . .
H1 H 0.2281 0.5884 0.4798 0.029 Uiso 1 1 calc R . . . .
C1 C 0.45754(16) 0.6780(4) 0.6405(3) 0.0222(8) Uani 1 1 d . . . . .
C2 C 0.52220(18) 0.6604(4) 0.6658(3) 0.0306(10) Uani 1 1 d . . . . .
H2 H 0.5365 0.6407 0.6140 0.037 Uiso 1 1 calc R . . . .
C3 C 0.56523(19) 0.6717(5) 0.7665(3) 0.0363(11) Uani 1 1 d . . . . .
H3A H 0.6094 0.6579 0.7849 0.044 Uiso 1 1 calc R . . . .
C4 C 0.54371(17) 0.7031(6) 0.8407(3) 0.0373(10) Uani 1 1 d . . . . .
C5 C 0.47987(17) 0.7215(6) 0.8155(3) 0.0327(9) Uani 1 1 d . . . . .
H5 H 0.4659 0.7432 0.8675 0.039 Uiso 1 1 calc R . . . .
C6 C 0.43531(15) 0.7082(4) 0.7138(3) 0.0233(7) Uani 1 1 d . . . . .
C7 C 0.36506(15) 0.7250(5) 0.6869(2) 0.0217(7) Uani 1 1 d . . . . .
H7 H 0.3588 0.8211 0.7107 0.026 Uiso 1 1 calc R . . . .
C8 C 0.32794(14) 0.7210(4) 0.5710(2) 0.0199(7) Uani 1 1 d . . . . .
C9 C 0.35325(15) 0.6917(4) 0.5063(3) 0.0211(7) Uani 1 1 d . . . . .
C10 C 0.32122(17) 0.6878(5) 0.3919(3) 0.0310(9) Uani 1 1 d . . . . .
H10A H 0.3444 0.7487 0.3638 0.047 Uiso 1 1 calc GR . . . .
H10B H 0.2773 0.7217 0.3687 0.047 Uiso 1 1 calc GR . . . .
H10C H 0.3210 0.5902 0.3682 0.047 Uiso 1 1 calc GR . . . .
C11 C 0.26015(18) 0.7693(4) 0.5366(3) 0.0223(8) Uani 1 1 d . . . . .
C12 C 0.14836(17) 0.6848(4) 0.4626(3) 0.0302(9) Uani 1 1 d . . . . .
C13 C 0.1181(2) 0.8122(5) 0.4593(4) 0.0398(12) Uani 1 1 d . . . . .
H13 H 0.1417 0.8980 0.4773 0.048 Uiso 1 1 calc R . . . .
C14 C 0.0529(2) 0.8129(5) 0.4292(6) 0.0595(18) Uani 1 1 d . . . . .
H14 H 0.0322 0.8998 0.4293 0.071 Uiso 1 1 calc R . . . .
C15 C 0.0173(2) 0.6910(6) 0.3991(6) 0.0711(19) Uani 1 1 d . . . . .
H15 H -0.0276 0.6942 0.3765 0.085 Uiso 1 1 calc R . . . .
C16 C 0.0474(2) 0.5648(5) 0.4021(6) 0.066(2) Uani 1 1 d . . . . .
H16 H 0.0233 0.4798 0.3823 0.079 Uiso 1 1 calc R . . . .
C17 C 0.1128(2) 0.5608(5) 0.4340(5) 0.0469(14) Uani 1 1 d . . . . .
H17 H 0.1335 0.4729 0.4362 0.056 Uiso 1 1 calc R . . . .
C18 C 0.33898(18) 0.6162(4) 0.7383(3) 0.0246(8) Uani 1 1 d . . . . .
C19 C 0.36506(19) 0.4825(4) 0.7640(3) 0.0265(9) Uani 1 1 d . . . . .
H19 H 0.4004 0.4580 0.7495 0.032 Uiso 1 1 calc R . . . .
C20 C 0.3412(2) 0.3817(5) 0.8106(3) 0.0331(10) Uani 1 1 d . . . . .
C21 C 0.2865(2) 0.4205(5) 0.8246(3) 0.0335(10) Uani 1 1 d . . . . .
C22 C 0.2589(2) 0.5550(5) 0.8006(3) 0.0347(10) Uani 1 1 d . . . . .
C23 C 0.2873(2) 0.6518(4) 0.7586(3) 0.0295(9) Uani 1 1 d . . . . .
H23 H 0.2704 0.7451 0.7434 0.035 Uiso 1 1 calc R . . . .
C24 C 0.3774(2) 0.2425(6) 0.8524(3) 0.0469(13) Uani 1 1 d . . . . .
C25 C 0.3369(3) 0.1077(5) 0.8096(5) 0.0545(16) Uani 1 1 d . . . . .
H25A H 0.2983 0.1126 0.8222 0.082 Uiso 1 1 calc GR . . . .
H25B H 0.3617 0.0239 0.8438 0.082 Uiso 1 1 calc GR . . . .
H25C H 0.3249 0.1011 0.7358 0.082 Uiso 1 1 calc GR . . . .
C26 C 0.4031(3) 0.2468(7) 0.9709(4) 0.074(2) Uani 1 1 d . . . . .
H26A H 0.4337 0.3248 0.9976 0.111 Uiso 1 1 calc GR . . . .
H26B H 0.4244 0.1569 0.9995 0.111 Uiso 1 1 calc GR . . . .
H26C H 0.3677 0.2614 0.9905 0.111 Uiso 1 1 calc DGR . . . .
C27 C 0.4351(2) 0.2265(7) 0.8258(4) 0.0618(15) Uani 1 1 d . . . . .
H27A H 0.4205 0.2262 0.7512 0.093 Uiso 1 1 calc GR . . . .
H27B H 0.4570 0.1372 0.8540 0.093 Uiso 1 1 calc GR . . . .
H27C H 0.4644 0.3059 0.8551 0.093 Uiso 1 1 calc GR . . . .
C28 C 0.2015(3) 0.5976(6) 0.8215(4) 0.0483(14) Uani 1 1 d . . . . .
C29 C 0.2175(4) 0.5784(8) 0.9373(5) 0.083(2) Uani 1 1 d . . . . .
H29A H 0.2257 0.4780 0.9557 0.124 Uiso 1 1 calc GR . . . .
H29B H 0.1815 0.6110 0.9510 0.124 Uiso 1 1 calc GR . . . .
H29C H 0.2555 0.6341 0.9782 0.124 Uiso 1 1 calc GR . . . .
C30 C 0.1434(2) 0.5056(6) 0.7571(5) 0.0538(14) Uani 1 1 d . . . . .
H30A H 0.1331 0.5189 0.6842 0.081 Uiso 1 1 calc GR . . . .
H30B H 0.1069 0.5339 0.7708 0.081 Uiso 1 1 calc GR . . . .
H30C H 0.1533 0.4056 0.7752 0.081 Uiso 1 1 calc GR . . . .
C31 C 0.1823(3) 0.7519(6) 0.7919(6) 0.074(2) Uani 1 1 d . . . . .
H31A H 0.2176 0.8144 0.8328 0.111 Uiso 1 1 calc GR . . . .
H31B H 0.1449 0.7747 0.8049 0.111 Uiso 1 1 calc GR . . . .
H31C H 0.1720 0.7654 0.7191 0.111 Uiso 1 1 calc GR . . . .


_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 C4 1.900(4) . ?
O1 C1 1.382(4) . ?
O1 C9 1.396(4) . ?
O2 C11 1.228(4) . ?
O3 H3 0.8400 . ?
O3 C21 1.387(5) . ?
N1 H1 0.8800 . ?
N1 C11 1.343(5) . ?
N1 C12 1.421(4) . ?
C1 C2 1.392(5) . ?
C1 C6 1.380(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.376(6) . ?
C3 H3A 0.9500 . ?
C3 C4 1.383(6) . ?
C4 C5 1.375(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.399(5) . ?
C6 C7 1.511(4) . ?
C7 H7 1.0000 . ?
C7 C8 1.523(4) . ?
C7 C18 1.528(5) . ?
C8 C9 1.317(5) . ?
C8 C11 1.503(5) . ?
C9 C10 1.496(5) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 C13 1.381(6) . ?
C12 C17 1.389(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.374(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.370(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.379(6) . ?
C18 C23 1.383(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.401(6) . ?
C20 C21 1.408(7) . ?
C20 C24 1.537(7) . ?
C21 C22 1.397(7) . ?
C22 C23 1.398(6) . ?
C22 C28 1.530(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.546(7) . ?
C24 C26 1.553(7) . ?
C24 C27 1.539(7) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.558(9) . ?
C28 C30 1.541(7) . ?
C28 C31 1.529(9) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

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 C9 118.1(3) . . ?
C21 O3 H3 109.5 . . ?
C11 N1 H1 116.2 . . ?
C11 N1 C12 127.5(3) . . ?
C12 N1 H1 116.2 . . ?
O1 C1 C2 115.3(3) . . ?
C6 C1 O1 123.0(3) . . ?
C6 C1 C2 121.7(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.5(4) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3A 120.2 . . ?
C2 C3 C4 119.5(4) . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 Br1 119.4(3) . . ?
C5 C4 Br1 119.6(3) . . ?
C5 C4 C3 120.9(3) . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.0(3) . . ?
C1 C6 C7 121.8(3) . . ?
C5 C6 C7 120.2(3) . . ?
C6 C7 H7 107.5 . . ?
C6 C7 C8 109.5(3) . . ?
C6 C7 C18 113.7(3) . . ?
C8 C7 H7 107.5 . . ?
C8 C7 C18 110.8(3) . . ?
C18 C7 H7 107.5 . . ?
C9 C8 C7 124.3(3) . . ?
C9 C8 C11 122.6(3) . . ?
C11 C8 C7 112.8(3) . . ?
O1 C9 C10 109.0(3) . . ?
C8 C9 O1 122.8(3) . . ?
C8 C9 C10 128.2(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 N1 124.1(3) . . ?
O2 C11 C8 119.4(3) . . ?
N1 C11 C8 116.4(3) . . ?
C13 C12 N1 124.0(3) . . ?
C13 C12 C17 119.6(3) . . ?
C17 C12 N1 116.3(3) . . ?
C12 C13 H13 120.5 . . ?
C12 C13 C14 119.0(4) . . ?
C14 C13 H13 120.5 . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.7(4) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.2(4) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(4) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C19 C18 C7 121.8(3) . . ?
C19 C18 C23 119.0(4) . . ?
C23 C18 C7 119.2(4) . . ?
C18 C19 H19 118.9 . . ?
C18 C19 C20 122.2(4) . . ?
C20 C19 H19 118.9 . . ?
C19 C20 C21 116.5(4) . . ?
C19 C20 C24 120.6(4) . . ?
C21 C20 C24 122.7(4) . . ?
O3 C21 C20 119.4(4) . . ?
O3 C21 C22 117.5(4) . . ?
C22 C21 C20 123.0(4) . . ?
C21 C22 C23 116.9(4) . . ?
C21 C22 C28 122.2(4) . . ?
C23 C22 C28 120.9(4) . . ?
C18 C23 C22 122.2(4) . . ?
C18 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C20 C24 C25 114.0(3) . . ?
C20 C24 C26 107.7(5) . . ?
C20 C24 C27 111.8(4) . . ?
C25 C24 C26 110.5(4) . . ?
C27 C24 C25 105.3(5) . . ?
C27 C24 C26 107.4(4) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C28 C29 109.8(5) . . ?
C22 C28 C30 110.1(4) . . ?
C30 C28 C29 109.7(4) . . ?
C31 C28 C22 111.7(4) . . ?
C31 C28 C29 108.6(5) . . ?
C31 C28 C30 106.8(5) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_lipf1
_database_code_depnum_ccdc_archive 'CCDC 1526191'
_audit_update_record             
;
2017-01-09 deposited with the CCDC.
2017-07-26 downloaded from the CCDC.
;
_audit_creation_date             2017-01-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H27 Br N2 O2'
_chemical_formula_sum            'C24 H27 Br N2 O2'
_chemical_formula_weight         455.38
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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'
Br Br -0.6763 1.2805 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_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                   10.4410(8)
_cell_length_b                   9.3621(7)
_cell_length_c                   11.5467(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.816(2)
_cell_angle_gamma                90
_cell_volume                     1126.18(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9223
_cell_measurement_temperature    170.03
_cell_measurement_theta_max      68.430
_cell_measurement_theta_min      3.837
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.651
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1333 before and 0.0633 after correction.
The Ratio of minimum to maximum transmission is 0.5754.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            27406
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.397
_diffrn_reflns_theta_min         3.837
_diffrn_ambient_temperature      170.03
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                4101
_reflns_number_total             4111
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.910
_refine_diff_density_rms         0.136
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4111
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0997P)²+0.5759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1402
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H19A-H1
 2.2 with sigma of 0.04
3.a Rotating group:
 N1(H1A,H1B)
3.b Ternary CH refined with riding coordinates:
 C3(H3)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C9(H9), C12(H12), C16(H16)
3.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.80721(5) 0.56014(9) 0.17646(6) 0.0578(3) Uani 1 1 d . . . . .
O1 O 0.2530(4) 0.3787(4) 0.6447(3) 0.0336(7) Uani 1 1 d . . . . .
H1 H 0.1834 0.3976 0.6740 0.050 Uiso 1 1 calc DGR . . . .
O2 O 0.2484(4) 0.5046(4) 0.0216(3) 0.0393(8) Uani 1 1 d . . . . .
N1 N 0.0564(5) 0.6034(6) -0.0191(4) 0.0487(12) Uani 1 1 d . . . . .
H1A H 0.0473 0.5184 -0.0513 0.058 Uiso 1 1 d GR . . . .
H1B H -0.0103 0.6217 0.0213 0.058 Uiso 1 1 d GR . . . .
N2 N 0.0140(5) 0.8713(5) 0.1932(5) 0.0505(12) Uani 1 1 d . . . . .
C1 C 0.1639(5) 0.6054(5) 0.0519(4) 0.0342(10) Uani 1 1 d . . . . .
C2 C 0.1894(5) 0.6938(5) 0.1442(4) 0.0294(9) Uani 1 1 d . . . . .
C3 C 0.3095(4) 0.6803(4) 0.2240(3) 0.0243(8) Uani 1 1 d . . . . .
H3 H 0.3413 0.7786 0.2440 0.029 Uiso 1 1 calc R . . . .
C4 C 0.4108(5) 0.6047(4) 0.1584(3) 0.0270(9) Uani 1 1 d . . . . .
C5 C 0.3752(5) 0.5178(5) 0.0647(4) 0.0321(10) Uani 1 1 d . . . . .
C6 C 0.4638(6) 0.4381(5) 0.0068(4) 0.0403(12) Uani 1 1 d . . . . .
H6 H 0.4359 0.3758 -0.0547 0.048 Uiso 1 1 calc R . . . .
C7 C 0.5928(6) 0.4510(6) 0.0401(4) 0.0417(12) Uani 1 1 d . . . . .
H7 H 0.6551 0.3991 0.0010 0.050 Uiso 1 1 calc R . . . .
C8 C 0.6300(5) 0.5412(6) 0.1318(4) 0.0369(10) Uani 1 1 d . . . . .
C9 C 0.5412(5) 0.6175(5) 0.1917(4) 0.0307(9) Uani 1 1 d . . . . .
H9 H 0.5690 0.6778 0.2546 0.037 Uiso 1 1 calc R . . . .
C10 C 0.0932(5) 0.7924(5) 0.1713(4) 0.0345(10) Uani 1 1 d . . . . .
C11 C 0.2871(4) 0.6016(4) 0.3369(3) 0.0209(8) Uani 1 1 d . . . . .
C12 C 0.2175(4) 0.4760(5) 0.3363(3) 0.0245(8) Uani 1 1 d . . . . .
H12 H 0.1791 0.4420 0.2646 0.029 Uiso 1 1 calc R . . . .
C13 C 0.2014(4) 0.3973(4) 0.4371(3) 0.0219(8) Uani 1 1 d . . . . .
C14 C 0.2588(4) 0.4515(4) 0.5414(3) 0.0234(8) Uani 1 1 d . . . . .
C15 C 0.3293(4) 0.5810(4) 0.5462(3) 0.0212(8) Uani 1 1 d . . . . .
C16 C 0.3430(4) 0.6530(4) 0.4417(3) 0.0219(8) Uani 1 1 d . . . . .
H16 H 0.3915 0.7389 0.4422 0.026 Uiso 1 1 calc R . . . .
C17 C 0.1255(4) 0.2561(4) 0.4316(4) 0.0272(9) Uani 1 1 d . . . . .
C18 C 0.2092(6) 0.1325(6) 0.4805(6) 0.0449(13) Uani 1 1 d . . . . .
H18A H 0.2901 0.1307 0.4420 0.067 Uiso 1 1 calc GR . . . .
H18B H 0.1637 0.0420 0.4666 0.067 Uiso 1 1 calc GR . . . .
H18C H 0.2274 0.1461 0.5641 0.067 Uiso 1 1 calc GR . . . .
C19 C 0.0028(6) 0.2694(6) 0.4959(6) 0.0425(12) Uani 1 1 d . . . . .
H19A H 0.0246 0.2986 0.5763 0.064 Uiso 1 1 calc DGR . . . .
H19B H -0.0414 0.1771 0.4952 0.064 Uiso 1 1 calc GR . . . .
H19C H -0.0536 0.3412 0.4574 0.064 Uiso 1 1 calc GR . . . .
C20 C 0.0836(7) 0.2161(6) 0.3053(5) 0.0468(13) Uani 1 1 d . . . . .
H20A H 0.0314 0.2933 0.2696 0.070 Uiso 1 1 calc GR . . . .
H20B H 0.0330 0.1279 0.3044 0.070 Uiso 1 1 calc GR . . . .
H20C H 0.1598 0.2016 0.2614 0.070 Uiso 1 1 calc GR . . . .
C21 C 0.3926(4) 0.6391(5) 0.6611(3) 0.0251(8) Uani 1 1 d . . . . .
C22 C 0.4956(5) 0.5325(5) 0.7086(4) 0.0340(10) Uani 1 1 d . . . . .
H22A H 0.4547 0.4417 0.7265 0.051 Uiso 1 1 calc GR . . . .
H22B H 0.5396 0.5714 0.7794 0.051 Uiso 1 1 calc GR . . . .
H22C H 0.5581 0.5167 0.6502 0.051 Uiso 1 1 calc GR . . . .
C23 C 0.2918(5) 0.6623(6) 0.7507(4) 0.0361(10) Uani 1 1 d . . . . .
H23A H 0.2296 0.7344 0.7216 0.054 Uiso 1 1 calc GR . . . .
H23B H 0.3344 0.6950 0.8241 0.054 Uiso 1 1 calc GR . . . .
H23C H 0.2471 0.5721 0.7634 0.054 Uiso 1 1 calc GR . . . .
C24 C 0.4584(5) 0.7838(5) 0.6441(4) 0.0314(9) Uani 1 1 d . . . . .
H24A H 0.5237 0.7732 0.5876 0.047 Uiso 1 1 calc GR . . . .
H24B H 0.4992 0.8162 0.7184 0.047 Uiso 1 1 calc GR . . . .
H24C H 0.3943 0.8541 0.6156 0.047 Uiso 1 1 calc GR . . . .


_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 C8 1.896(5) . ?
O1 H1 0.8400 . ?
O1 C14 1.379(5) . ?
O2 C1 1.354(7) . ?
O2 C5 1.388(7) . ?
N1 H1A 0.8806 . ?
N1 H1B 0.8804 . ?
N1 C1 1.345(7) . ?
N2 C10 1.149(8) . ?
C1 C2 1.362(7) . ?
C2 C3 1.511(6) . ?
C2 C10 1.415(7) . ?
C3 H3 1.0000 . ?
C3 C4 1.516(6) . ?
C3 C11 1.529(5) . ?
C4 C5 1.385(6) . ?
C4 C9 1.395(7) . ?
C5 C6 1.394(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(9) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(8) . ?
C8 C9 1.390(7) . ?
C9 H9 0.9500 . ?
C11 C12 1.382(6) . ?
C11 C16 1.394(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.398(6) . ?
C13 C14 1.404(6) . ?
C13 C17 1.541(5) . ?
C14 C15 1.417(6) . ?
C15 C16 1.397(5) . ?
C15 C21 1.541(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.535(7) . ?
C17 C19 1.528(7) . ?
C17 C20 1.541(6) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.541(6) . ?
C21 C23 1.539(6) . ?
C21 C24 1.537(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
C14 O1 H1 109.5 . . ?
C1 O2 C5 117.9(4) . . ?
H1A N1 H1B 109.4 . . ?
C1 N1 H1A 109.4 . . ?
C1 N1 H1B 109.4 . . ?
O2 C1 C2 121.9(4) . . ?
N1 C1 O2 111.4(4) . . ?
N1 C1 C2 126.7(5) . . ?
C1 C2 C3 122.5(4) . . ?
C1 C2 C10 117.7(4) . . ?
C10 C2 C3 119.5(4) . . ?
C2 C3 H3 108.3 . . ?
C2 C3 C4 108.2(3) . . ?
C2 C3 C11 113.1(4) . . ?
C4 C3 H3 108.3 . . ?
C4 C3 C11 110.7(3) . . ?
C11 C3 H3 108.3 . . ?
C5 C4 C3 120.3(4) . . ?
C5 C4 C9 118.2(4) . . ?
C9 C4 C3 121.5(4) . . ?
O2 C5 C6 115.4(4) . . ?
C4 C5 O2 122.2(4) . . ?
C4 C5 C6 122.4(5) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.1(5) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 120.6 . . ?
C6 C7 C8 118.9(5) . . ?
C8 C7 H7 120.6 . . ?
C7 C8 Br1 118.8(4) . . ?
C7 C8 C9 122.0(5) . . ?
C9 C8 Br1 119.2(4) . . ?
C4 C9 H9 120.3 . . ?
C8 C9 C4 119.3(4) . . ?
C8 C9 H9 120.3 . . ?
N2 C10 C2 179.2(6) . . ?
C12 C11 C3 121.0(3) . . ?
C12 C11 C16 119.2(4) . . ?
C16 C11 C3 119.7(3) . . ?
C11 C12 H12 118.8 . . ?
C11 C12 C13 122.4(4) . . ?
C13 C12 H12 118.8 . . ?
C12 C13 C14 117.1(4) . . ?
C12 C13 C17 120.5(4) . . ?
C14 C13 C17 122.4(4) . . ?
O1 C14 C13 121.5(4) . . ?
O1 C14 C15 116.2(4) . . ?
C13 C14 C15 122.3(4) . . ?
C14 C15 C21 121.8(3) . . ?
C16 C15 C14 117.4(3) . . ?
C16 C15 C21 120.7(4) . . ?
C11 C16 C15 121.5(4) . . ?
C11 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C13 110.6(4) . . ?
C18 C17 C20 106.5(4) . . ?
C19 C17 C13 110.8(4) . . ?
C19 C17 C18 111.0(4) . . ?
C19 C17 C20 106.6(4) . . ?
C20 C17 C13 111.1(4) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C15 109.1(3) . . ?
C23 C21 C15 110.8(3) . . ?
C23 C21 C22 110.1(4) . . ?
C24 C21 C15 111.7(3) . . ?
C24 C21 C22 107.9(4) . . ?
C24 C21 C23 107.1(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
