# 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_mjl18438_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2138wb
_database_code_depnum_ccdc_archive 'CCDC 1879991'
loop_
_audit_author_name
_audit_author_address
'SHEN Hongcheng'
;USTC
China
;
_audit_update_record             
;
2018-11-20 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;
_audit_creation_date             2018-09-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H36 O4'
_chemical_formula_sum            'C33 H36 O4'
_chemical_formula_weight         496.62
_chemical_absolute_configuration rmad
_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 0.0148 0.0070 '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 0.0412 0.0250 '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                   6.83500(10)
_cell_length_b                   7.9694(2)
_cell_length_c                   24.6235(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.5050(10)
_cell_angle_gamma                90
_cell_volume                     1332.63(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9950
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.945
_cell_measurement_theta_min      3.14
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.406
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1622 before and 0.0811 after correction. The Ratio of minimum to maximum transmission is 0.6958. 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    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            16789
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.936
_diffrn_reflns_theta_min         4.718
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.819
_reflns_Friedel_fraction_full    0.956
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                4781
_reflns_number_total             4937
_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  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 2049 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4937
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.058
_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)+(0.0602P)²+0.2846P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1121
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C12(H12), C19(H19), C20(H20), C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C13(H13A,H13B), C17(H17A,H17B), C18(H18A,H18B), C26(H26A,H26B),
 C27(H27A,H27B), C29(H29A,H29B), C30(H30A,H30B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C9(H9), C10(H10), C15(H15), C22(H22), C23(H23)
2.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C33(H33A,H33B,H33C)
;
_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
O1 O -0.1671(2) 0.4918(2) 0.22896(6) 0.0320(4) Uani 1 1 d . . . . .
O2 O 1.0472(3) -0.2042(3) 0.08643(9) 0.0480(5) Uani 1 1 d . . . . .
O3 O -0.1771(4) 1.0380(3) 0.33806(10) 0.0588(6) Uani 1 1 d . . . . .
O4 O -0.4786(3) 1.0273(3) 0.36413(10) 0.0518(6) Uani 1 1 d . . . . .
C1 C -0.1927(3) 0.5149(3) 0.28572(9) 0.0281(5) Uani 1 1 d . . . . .
H1 H -0.176147 0.404983 0.305314 0.034 Uiso 1 1 calc R . . . .
C2 C -0.3989(3) 0.5765(3) 0.28643(10) 0.0290(5) Uani 1 1 d . . . . .
H2 H -0.498956 0.531682 0.260553 0.035 Uiso 1 1 calc R . . . .
C3 C -0.4488(4) 0.6909(3) 0.32146(10) 0.0302(5) Uani 1 1 d . . . . .
H3 H -0.582977 0.724238 0.318715 0.036 Uiso 1 1 calc R . . . .
C4 C -0.3077(4) 0.7720(3) 0.36549(10) 0.0300(5) Uani 1 1 d . . . . .
C5 C -0.3750(4) 0.7338(4) 0.42244(11) 0.0372(6) Uani 1 1 d . . . . .
H5A H -0.335968 0.825060 0.448741 0.045 Uiso 1 1 calc R . . . .
H5B H -0.519446 0.718227 0.419837 0.045 Uiso 1 1 calc R . . . .
C6 C -0.2685(5) 0.5742(4) 0.43879(11) 0.0397(6) Uani 1 1 d . . . . .
C7 C -0.3072(6) 0.4590(5) 0.47843(13) 0.0570(9) Uani 1 1 d . . . . .
H7 H -0.414075 0.475973 0.499350 0.068 Uiso 1 1 calc R . . . .
C8 C -0.1888(8) 0.3200(5) 0.48701(16) 0.0723(12) Uani 1 1 d . . . . .
H8 H -0.215610 0.239090 0.513522 0.087 Uiso 1 1 calc R . . . .
C9 C -0.0320(7) 0.2972(5) 0.45750(16) 0.0743(13) Uani 1 1 d . . . . .
H9 H 0.050050 0.201582 0.464326 0.089 Uiso 1 1 calc R . . . .
C10 C 0.0086(5) 0.4126(5) 0.41763(13) 0.0592(10) Uani 1 1 d . . . . .
H10 H 0.116246 0.395273 0.397007 0.071 Uiso 1 1 calc R . . . .
C11 C -0.1109(4) 0.5532(4) 0.40859(10) 0.0399(6) Uani 1 1 d . . . . .
C12 C -0.1004(4) 0.6942(4) 0.36807(11) 0.0339(6) Uani 1 1 d . . . . .
H12 H -0.001949 0.778513 0.384082 0.041 Uiso 1 1 calc R . . . .
C13 C -0.0452(4) 0.6403(4) 0.31219(11) 0.0361(6) Uani 1 1 d . . . . .
H13A H -0.041795 0.740029 0.288326 0.043 Uiso 1 1 calc R . . . .
H13B H 0.087709 0.589404 0.316564 0.043 Uiso 1 1 calc R . . . .
C14 C 0.0011(3) 0.4094(3) 0.21709(9) 0.0266(5) Uani 1 1 d . . . . .
C15 C 0.0977(3) 0.4788(3) 0.17631(9) 0.0269(5) Uani 1 1 d . . . . .
H15 H 0.052220 0.582111 0.160250 0.032 Uiso 1 1 calc R . . . .
C16 C 0.2604(3) 0.4007(3) 0.15822(9) 0.0241(5) Uani 1 1 d . . . . .
C17 C 0.3546(3) 0.4844(3) 0.11241(10) 0.0286(5) Uani 1 1 d . . . . .
H17A H 0.361113 0.606846 0.119116 0.034 Uiso 1 1 calc R . . . .
H17B H 0.270341 0.465538 0.077524 0.034 Uiso 1 1 calc R . . . .
C18 C 0.5605(3) 0.4197(3) 0.10690(9) 0.0254(5) Uani 1 1 d . . . . .
H18A H 0.653899 0.463900 0.137198 0.031 Uiso 1 1 calc R . . . .
H18B H 0.603263 0.459355 0.072013 0.031 Uiso 1 1 calc R . . . .
C19 C 0.5621(3) 0.2282(3) 0.10829(9) 0.0217(5) Uani 1 1 d . . . . .
H19 H 0.457552 0.185753 0.079913 0.026 Uiso 1 1 calc R . . . .
C20 C 0.5158(3) 0.1665(3) 0.16501(9) 0.0227(5) Uani 1 1 d . . . . .
H20 H 0.625977 0.207183 0.191976 0.027 Uiso 1 1 calc R . . . .
C21 C 0.3286(3) 0.2474(3) 0.18118(9) 0.0234(5) Uani 1 1 d . . . . .
C22 C 0.2260(4) 0.1787(3) 0.22217(10) 0.0279(5) Uani 1 1 d . . . . .
H22 H 0.269205 0.074671 0.238107 0.033 Uiso 1 1 calc R . . . .
C23 C 0.0635(4) 0.2570(3) 0.24038(9) 0.0300(5) Uani 1 1 d . . . . .
H23 H -0.003255 0.207401 0.268137 0.036 Uiso 1 1 calc R . . . .
C24 C 0.7578(3) 0.1537(3) 0.09753(9) 0.0220(5) Uani 1 1 d . . . . .
H24 H 0.854295 0.185066 0.129510 0.026 Uiso 1 1 calc R . . . .
C25 C 0.7516(3) -0.0393(3) 0.09619(9) 0.0236(5) Uani 1 1 d . . . . .
C26 C 0.7110(4) -0.1033(3) 0.15215(10) 0.0287(5) Uani 1 1 d . . . . .
H26A H 0.822262 -0.073083 0.179719 0.034 Uiso 1 1 calc R . . . .
H26B H 0.699859 -0.227194 0.151200 0.034 Uiso 1 1 calc R . . . .
C27 C 0.5192(4) -0.0271(3) 0.16862(10) 0.0287(5) Uani 1 1 d . . . . .
H27A H 0.503421 -0.061255 0.206537 0.034 Uiso 1 1 calc R . . . .
H27B H 0.406096 -0.072688 0.144419 0.034 Uiso 1 1 calc R . . . .
C28 C 0.9529(4) -0.0770(3) 0.07783(10) 0.0294(5) Uani 1 1 d . . . . .
C29 C 1.0155(4) 0.0724(3) 0.04576(11) 0.0346(6) Uani 1 1 d . . . . .
H29A H 1.031083 0.039271 0.007740 0.042 Uiso 1 1 calc R . . . .
H29B H 1.142365 0.117944 0.062974 0.042 Uiso 1 1 calc R . . . .
C30 C 0.8517(3) 0.2041(3) 0.04644(10) 0.0285(5) Uani 1 1 d . . . . .
H30A H 0.906288 0.319154 0.049739 0.034 Uiso 1 1 calc R . . . .
H30B H 0.755961 0.196781 0.013192 0.034 Uiso 1 1 calc R . . . .
C31 C 0.6027(4) -0.1120(3) 0.05036(10) 0.0318(5) Uani 1 1 d . . . . .
H31A H 0.468369 -0.087703 0.058411 0.048 Uiso 1 1 calc GR . . . .
H31B H 0.620823 -0.233656 0.048214 0.048 Uiso 1 1 calc GR . . . .
H31C H 0.624248 -0.060602 0.015367 0.048 Uiso 1 1 calc GR . . . .
C32 C -0.3076(4) 0.9600(4) 0.35431(11) 0.0378(6) Uani 1 1 d . . . . .
C33 C -0.4997(6) 1.2052(4) 0.35288(18) 0.0674(11) Uani 1 1 d . . . . .
H33A H -0.401282 1.267457 0.376959 0.101 Uiso 1 1 calc GR . . . .
H33B H -0.631978 1.241710 0.359386 0.101 Uiso 1 1 calc GR . . . .
H33C H -0.480214 1.226684 0.314677 0.101 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
O1 C1 1.440(3) . ?
O1 C14 1.384(3) . ?
O2 C28 1.207(3) . ?
O3 C32 1.193(4) . ?
O4 C32 1.332(4) . ?
O4 C33 1.449(4) . ?
C1 H1 1.0000 . ?
C1 C2 1.495(3) . ?
C1 C13 1.514(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.326(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.512(4) . ?
C4 C5 1.554(3) . ?
C4 C12 1.541(3) . ?
C4 C32 1.524(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.498(4) . ?
C6 C7 1.387(4) . ?
C6 C11 1.387(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.374(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.373(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(4) . ?
C11 C12 1.510(4) . ?
C12 H12 1.0000 . ?
C12 C13 1.529(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.379(3) . ?
C14 C23 1.389(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.391(3) . ?
C16 C17 1.515(3) . ?
C16 C21 1.404(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.519(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.526(3) . ?
C19 H19 1.0000 . ?
C19 C20 1.547(3) . ?
C19 C24 1.514(3) . ?
C20 H20 1.0000 . ?
C20 C21 1.525(3) . ?
C20 C27 1.545(3) . ?
C21 C22 1.403(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.392(3) . ?
C23 H23 0.9500 . ?
C24 H24 1.0000 . ?
C24 C25 1.539(3) . ?
C24 C30 1.530(3) . ?
C25 C26 1.524(3) . ?
C25 C28 1.526(3) . ?
C25 C31 1.544(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.541(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.517(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.536(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 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 C1 117.42(18) . . ?
C32 O4 C33 115.4(3) . . ?
O1 C1 H1 109.7 . . ?
O1 C1 C2 105.76(19) . . ?
O1 C1 C13 110.74(19) . . ?
C2 C1 H1 109.7 . . ?
C2 C1 C13 111.1(2) . . ?
C13 C1 H1 109.7 . . ?
C1 C2 H2 118.5 . . ?
C3 C2 C1 123.1(2) . . ?
C3 C2 H2 118.5 . . ?
C2 C3 H3 117.6 . . ?
C2 C3 C4 124.8(2) . . ?
C4 C3 H3 117.6 . . ?
C3 C4 C5 109.5(2) . . ?
C3 C4 C12 111.5(2) . . ?
C3 C4 C32 107.7(2) . . ?
C12 C4 C5 104.4(2) . . ?
C32 C4 C5 111.2(2) . . ?
C32 C4 C12 112.6(2) . . ?
C4 C5 H5A 111.2 . . ?
C4 C5 H5B 111.2 . . ?
H5A C5 H5B 109.1 . . ?
C6 C5 C4 103.0(2) . . ?
C6 C5 H5A 111.2 . . ?
C6 C5 H5B 111.2 . . ?
C7 C6 C5 128.7(3) . . ?
C11 C6 C5 110.0(2) . . ?
C11 C6 C7 121.3(3) . . ?
C6 C7 H7 120.5 . . ?
C8 C7 C6 119.1(4) . . ?
C8 C7 H7 120.5 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(4) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.0(4) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 H10 120.5 . . ?
C6 C11 C10 119.3(3) . . ?
C6 C11 C12 111.3(2) . . ?
C10 C11 C12 129.4(3) . . ?
C4 C12 H12 108.7 . . ?
C11 C12 C4 102.4(2) . . ?
C11 C12 H12 108.7 . . ?
C11 C12 C13 114.9(2) . . ?
C13 C12 C4 113.3(2) . . ?
C13 C12 H12 108.7 . . ?
C1 C13 C12 110.7(2) . . ?
C1 C13 H13A 109.5 . . ?
C1 C13 H13B 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
O1 C14 C23 123.5(2) . . ?
C15 C14 O1 116.2(2) . . ?
C15 C14 C23 120.1(2) . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.3(2) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C17 117.6(2) . . ?
C15 C16 C21 120.1(2) . . ?
C21 C16 C17 122.2(2) . . ?
C16 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
C16 C17 C18 113.16(19) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
C17 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
C17 C18 C19 109.96(19) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.7 . . ?
C19 C18 H18B 109.7 . . ?
C18 C19 H19 108.7 . . ?
C18 C19 C20 109.68(18) . . ?
C20 C19 H19 108.7 . . ?
C24 C19 C18 113.10(19) . . ?
C24 C19 H19 108.7 . . ?
C24 C19 C20 107.94(17) . . ?
C19 C20 H20 106.3 . . ?
C21 C20 C19 111.38(18) . . ?
C21 C20 H20 106.3 . . ?
C21 C20 C27 114.49(19) . . ?
C27 C20 C19 111.49(18) . . ?
C27 C20 H20 106.3 . . ?
C16 C21 C20 120.9(2) . . ?
C22 C21 C16 117.3(2) . . ?
C22 C21 C20 121.7(2) . . ?
C21 C22 H22 118.7 . . ?
C23 C22 C21 122.6(2) . . ?
C23 C22 H22 118.7 . . ?
C14 C23 C22 118.5(2) . . ?
C14 C23 H23 120.7 . . ?
C22 C23 H23 120.7 . . ?
C19 C24 H24 106.3 . . ?
C19 C24 C25 111.93(18) . . ?
C19 C24 C30 120.14(19) . . ?
C25 C24 H24 106.3 . . ?
C30 C24 H24 106.3 . . ?
C30 C24 C25 104.94(19) . . ?
C24 C25 C31 113.9(2) . . ?
C26 C25 C24 108.81(19) . . ?
C26 C25 C28 117.68(19) . . ?
C26 C25 C31 111.3(2) . . ?
C28 C25 C24 100.37(19) . . ?
C28 C25 C31 104.58(18) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 C27 110.70(18) . . ?
H26A C26 H26B 108.1 . . ?
C27 C26 H26A 109.5 . . ?
C27 C26 H26B 109.5 . . ?
C20 C27 H27A 109.0 . . ?
C20 C27 H27B 109.0 . . ?
C26 C27 C20 112.7(2) . . ?
C26 C27 H27A 109.0 . . ?
C26 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
O2 C28 C25 126.5(2) . . ?
O2 C28 C29 125.0(2) . . ?
C29 C28 C25 108.44(19) . . ?
C28 C29 H29A 110.5 . . ?
C28 C29 H29B 110.5 . . ?
C28 C29 C30 106.37(19) . . ?
H29A C29 H29B 108.6 . . ?
C30 C29 H29A 110.5 . . ?
C30 C29 H29B 110.5 . . ?
C24 C30 C29 101.76(19) . . ?
C24 C30 H30A 111.4 . . ?
C24 C30 H30B 111.4 . . ?
C29 C30 H30A 111.4 . . ?
C29 C30 H30B 111.4 . . ?
H30A C30 H30B 109.3 . . ?
C25 C31 H31A 109.5 . . ?
C25 C31 H31B 109.5 . . ?
C25 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O3 C32 O4 123.8(3) . . ?
O3 C32 C4 126.1(3) . . ?
O4 C32 C4 110.2(2) . . ?
O4 C33 H33A 109.5 . . ?
O4 C33 H33B 109.5 . . ?
O4 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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_mo_dm18076_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2138xc
_database_code_depnum_ccdc_archive 'CCDC 1879992'
loop_
_audit_author_name
_audit_author_address
'SHEN Hongcheng'
;USTC
China
;
_audit_update_record             
;
2018-11-20 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;
_audit_creation_date             2018-11-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H23 Br3 N2 O2, H2 O'
_chemical_formula_sum            'C28 H25 Br3 N2 O3'
_chemical_formula_weight         677.23
_chemical_absolute_configuration rmad
_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           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                   7.4998(9)
_cell_length_b                   23.790(3)
_cell_length_c                   7.8325(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.688(2)
_cell_angle_gamma                90
_cell_volume                     1373.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2520
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.32
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.916
_shelx_estimated_absorpt_T_min   0.618
_exptl_absorpt_coefficient_mu    4.438
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1195 before and 0.0686 after correction. The Ratio of minimum to maximum transmission is 0.5715. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0981
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11233
_diffrn_reflns_point_group_measured_fraction_full 0.864
_diffrn_reflns_point_group_measured_fraction_max 0.859
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.461
_diffrn_reflns_theta_min         1.712
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.681
_reflns_Friedel_fraction_full    0.722
_reflns_Friedel_fraction_max     0.713
_reflns_number_gt                3329
_reflns_number_total             5403
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Flack x determined using 999 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.028(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         5403
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0443
_refine_ls_restrained_S_all      0.991
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.1035
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1S(H1SA,H1SB)
2.b Ternary CH refined with riding coordinates:
 C1(H1A), C11(H11)
2.c Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C3(H3A,H3B), C21(H21A,H21B)
2.d Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C8(H8), C27(H27), C28(H28), C13(H13), C24(H24), C16(H16),
 C17(H17), C20(H20), C25(H25), C6(H6), C12(H12), C19(H19), C5(H5)
;
_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
Br3 Br 0.57612(12) 0.70476(3) -0.35176(10) 0.0657(3) Uani 1 1 d . . . . .
Br1 Br 1.03509(12) 0.28209(4) 1.13152(11) 0.0751(3) Uani 1 1 d . . . . .
Br2 Br 0.0136(2) 0.73302(6) 0.34601(18) 0.1319(6) Uani 1 1 d . . . . .
O1 O 0.1488(7) 0.4714(2) 0.7166(6) 0.0589(15) Uani 1 1 d . . . . .
O2 O 0.5186(7) 0.4828(2) 0.2188(6) 0.0579(15) Uani 1 1 d . . . . .
N1 N 0.2636(7) 0.4921(3) 0.4780(7) 0.0434(14) Uani 1 1 d . . . . .
H1 H 0.323595 0.478689 0.403643 0.052 Uiso 1 1 calc R . . . .
O1S O 0.1271(8) 0.4604(3) 1.0630(7) 0.0659(16) Uani 1 1 d . . . . .
H1SA H 0.118411 0.447650 0.960481 0.099 Uiso 1 1 d G . . . .
H1SB H 0.166510 0.493750 1.057290 0.099 Uiso 1 1 d G . . . .
N2 N 0.7728(7) 0.5014(3) 0.1133(7) 0.0484(15) Uani 1 1 d . . . . .
H2 H 0.881211 0.489736 0.112891 0.058 Uiso 1 1 calc R . . . .
C1 C 0.5564(8) 0.4190(3) 0.7236(8) 0.0365(15) Uani 1 1 d . . . . .
H1A H 0.547853 0.448768 0.808078 0.044 Uiso 1 1 calc R . . . .
C10 C 0.6795(8) 0.4398(3) 0.6033(8) 0.0392(16) Uani 1 1 d . . . . .
H10A H 0.800442 0.445790 0.670283 0.047 Uiso 1 1 calc R . . . .
H10B H 0.634679 0.475700 0.554291 0.047 Uiso 1 1 calc R . . . .
C2 C 0.3579(8) 0.4050(3) 0.6261(8) 0.0401(16) Uani 1 1 d . . . . .
C15 C 0.1969(9) 0.5470(3) 0.4462(8) 0.0426(16) Uani 1 1 d . . . . .
C14 C 0.2452(8) 0.4577(3) 0.6106(9) 0.0421(17) Uani 1 1 d . . . . .
C8 C 0.7833(9) 0.3510(3) 0.9095(8) 0.0414(17) Uani 1 1 d . . . . .
H8 H 0.883236 0.373760 0.905066 0.050 Uiso 1 1 calc R . . . .
C9 C 0.6126(8) 0.3660(3) 0.8229(8) 0.0388(16) Uani 1 1 d . . . . .
C23 C 0.7170(9) 0.5482(3) 0.0085(8) 0.0431(17) Uani 1 1 d . . . . .
C11 C 0.6904(9) 0.3984(3) 0.4547(8) 0.0429(16) Uani 1 1 d . . . . .
H11 H 0.766528 0.366832 0.504844 0.052 Uiso 1 1 calc R . . . .
C27 C 0.4952(9) 0.6075(3) -0.1666(9) 0.0521(19) Uani 1 1 d . . . . .
H27 H 0.374880 0.615379 -0.214700 0.063 Uiso 1 1 calc R . . . .
C28 C 0.5372(9) 0.5617(3) -0.0590(9) 0.0484(18) Uani 1 1 d . . . . .
H28 H 0.444461 0.539505 -0.031201 0.058 Uiso 1 1 calc R . . . .
C3 C 0.2921(9) 0.3602(3) 0.7458(9) 0.0491(18) Uani 1 1 d . . . . .
H3A H 0.230982 0.377896 0.830533 0.059 Uiso 1 1 calc R . . . .
H3B H 0.209849 0.333595 0.678032 0.059 Uiso 1 1 calc R . . . .
C13 C 0.3630(9) 0.3784(3) 0.4526(9) 0.0453(18) Uani 1 1 d . . . . .
H13 H 0.255691 0.363176 0.391613 0.054 Uiso 1 1 calc R . . . .
C26 C 0.6331(11) 0.6417(3) -0.2028(9) 0.053(2) Uani 1 1 d . . . . .
C22 C 0.6785(9) 0.4723(3) 0.2148(9) 0.0464(18) Uani 1 1 d . . . . .
C24 C 0.8535(10) 0.5829(4) -0.0305(10) 0.056(2) Uani 1 1 d . . . . .
H24 H 0.974436 0.574921 0.014911 0.067 Uiso 1 1 calc R . . . .
C16 C 0.2911(10) 0.5839(3) 0.3535(9) 0.0513(19) Uani 1 1 d . . . . .
H16 H 0.392626 0.571167 0.312652 0.062 Uiso 1 1 calc R . . . .
C7 C 0.8022(9) 0.3019(3) 1.0019(9) 0.052(2) Uani 1 1 d . . . . .
C21 C 0.7839(10) 0.4256(4) 0.3157(9) 0.054(2) Uani 1 1 d . . . . .
H21A H 0.900867 0.440123 0.372199 0.065 Uiso 1 1 calc R . . . .
H21B H 0.806017 0.396651 0.234821 0.065 Uiso 1 1 calc R . . . .
C18 C 0.0827(14) 0.6564(4) 0.3797(11) 0.070(3) Uani 1 1 d . . . . .
C4 C 0.4629(9) 0.3316(3) 0.8332(9) 0.0464(18) Uani 1 1 d . . . . .
C17 C 0.2349(12) 0.6383(4) 0.3228(10) 0.065(2) Uani 1 1 d . . . . .
H17 H 0.299267 0.662729 0.264019 0.078 Uiso 1 1 calc R . . . .
C20 C 0.0412(11) 0.5669(4) 0.4995(10) 0.062(2) Uani 1 1 d . . . . .
H20 H -0.025550 0.543157 0.557854 0.075 Uiso 1 1 calc R . . . .
C25 C 0.8094(11) 0.6293(4) -0.1369(10) 0.061(2) Uani 1 1 d . . . . .
H25 H 0.901170 0.652177 -0.163405 0.073 Uiso 1 1 calc R . . . .
C6 C 0.6587(11) 0.2678(4) 1.0133(10) 0.062(2) Uani 1 1 d . . . . .
H6 H 0.676005 0.235036 1.078970 0.075 Uiso 1 1 calc R . . . .
C12 C 0.5098(11) 0.3752(3) 0.3800(9) 0.0517(19) Uani 1 1 d . . . . .
H12 H 0.497787 0.356932 0.273533 0.062 Uiso 1 1 calc R . . . .
C19 C -0.0133(13) 0.6209(4) 0.4664(11) 0.077(3) Uani 1 1 d . . . . .
H19 H -0.116971 0.633919 0.503048 0.093 Uiso 1 1 calc R . . . .
C5 C 0.4860(10) 0.2824(4) 0.9257(10) 0.0553(18) Uani 1 1 d . . . . .
H5 H 0.387456 0.259078 0.930056 0.066 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
Br3 C26 1.899(8) . ?
Br1 C7 1.909(7) . ?
Br2 C18 1.901(9) . ?
O1 C14 1.241(8) . ?
O2 C22 1.231(8) . ?
N1 H1 0.8600 . ?
N1 C15 1.406(9) . ?
N1 C14 1.349(9) . ?
O1S H1SA 0.8500 . ?
O1S H1SB 0.8503 . ?
N2 H2 0.8600 . ?
N2 C23 1.400(9) . ?
N2 C22 1.349(9) . ?
C1 H1A 0.9800 . ?
C1 C10 1.520(8) . ?
C1 C2 1.577(8) . ?
C1 C9 1.498(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.539(9) . ?
C2 C14 1.504(10) . ?
C2 C3 1.559(9) . ?
C2 C13 1.505(10) . ?
C15 C16 1.411(10) . ?
C15 C20 1.393(11) . ?
C8 H8 0.9300 . ?
C8 C9 1.381(9) . ?
C8 C7 1.368(10) . ?
C9 C4 1.405(9) . ?
C23 C28 1.391(9) . ?
C23 C24 1.393(10) . ?
C11 H11 0.9800 . ?
C11 C21 1.543(10) . ?
C11 C12 1.478(10) . ?
C27 H27 0.9300 . ?
C27 C28 1.378(11) . ?
C27 C26 1.387(11) . ?
C28 H28 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.499(10) . ?
C13 H13 0.9300 . ?
C13 C12 1.332(10) . ?
C26 C25 1.360(11) . ?
C22 C21 1.502(10) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(11) . ?
C16 H16 0.9300 . ?
C16 C17 1.368(11) . ?
C7 C6 1.364(11) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C18 C17 1.369(12) . ?
C18 C19 1.368(14) . ?
C4 C5 1.370(11) . ?
C17 H17 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.358(12) . ?
C25 H25 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.392(11) . ?
C12 H12 0.9300 . ?
C19 H19 0.9300 . ?
C5 H5 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
C15 N1 H1 116.0 . . ?
C14 N1 H1 116.0 . . ?
C14 N1 C15 128.0(6) . . ?
H1SA O1S H1SB 104.5 . . ?
C23 N2 H2 115.8 . . ?
C22 N2 H2 115.8 . . ?
C22 N2 C23 128.4(6) . . ?
C10 C1 H1A 107.8 . . ?
C10 C1 C2 113.3(5) . . ?
C2 C1 H1A 107.8 . . ?
C9 C1 H1A 107.8 . . ?
C9 C1 C10 116.9(5) . . ?
C9 C1 C2 102.9(5) . . ?
C1 C10 H10A 109.1 . . ?
C1 C10 H10B 109.1 . . ?
C1 C10 C11 112.5(6) . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C14 C2 C1 109.2(6) . . ?
C14 C2 C3 112.5(6) . . ?
C14 C2 C13 112.6(5) . . ?
C3 C2 C1 103.2(5) . . ?
C13 C2 C1 110.3(5) . . ?
C13 C2 C3 108.7(6) . . ?
N1 C15 C16 118.3(6) . . ?
C20 C15 N1 123.6(7) . . ?
C20 C15 C16 118.0(7) . . ?
O1 C14 N1 120.7(7) . . ?
O1 C14 C2 123.6(6) . . ?
N1 C14 C2 115.5(6) . . ?
C9 C8 H8 120.8 . . ?
C7 C8 H8 120.8 . . ?
C7 C8 C9 118.5(7) . . ?
C8 C9 C1 128.2(6) . . ?
C8 C9 C4 120.0(7) . . ?
C4 C9 C1 111.7(6) . . ?
C28 C23 N2 124.7(6) . . ?
C28 C23 C24 118.7(7) . . ?
C24 C23 N2 116.6(6) . . ?
C10 C11 H11 107.2 . . ?
C10 C11 C21 111.1(6) . . ?
C21 C11 H11 107.2 . . ?
C12 C11 C10 111.4(5) . . ?
C12 C11 H11 107.2 . . ?
C12 C11 C21 112.3(6) . . ?
C28 C27 H27 120.2 . . ?
C28 C27 C26 119.7(7) . . ?
C26 C27 H27 120.2 . . ?
C23 C28 H28 119.7 . . ?
C27 C28 C23 120.7(7) . . ?
C27 C28 H28 119.7 . . ?
C2 C3 H3A 110.9 . . ?
C2 C3 H3B 110.9 . . ?
H3A C3 H3B 108.9 . . ?
C4 C3 C2 104.2(5) . . ?
C4 C3 H3A 110.9 . . ?
C4 C3 H3B 110.9 . . ?
C2 C13 H13 117.6 . . ?
C12 C13 C2 124.8(6) . . ?
C12 C13 H13 117.6 . . ?
C27 C26 Br3 119.9(6) . . ?
C25 C26 Br3 119.8(6) . . ?
C25 C26 C27 120.3(7) . . ?
O2 C22 N2 122.0(7) . . ?
O2 C22 C21 123.9(6) . . ?
N2 C22 C21 114.1(6) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 120.1(7) . . ?
C25 C24 H24 120.0 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.8(7) . . ?
C17 C16 H16 119.6 . . ?
C8 C7 Br1 119.2(6) . . ?
C6 C7 Br1 118.3(6) . . ?
C6 C7 C8 122.5(7) . . ?
C11 C21 H21A 108.6 . . ?
C11 C21 H21B 108.6 . . ?
C22 C21 C11 114.7(6) . . ?
C22 C21 H21A 108.6 . . ?
C22 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C17 C18 Br2 118.6(8) . . ?
C19 C18 Br2 120.3(7) . . ?
C19 C18 C17 121.0(9) . . ?
C9 C4 C3 109.5(7) . . ?
C5 C4 C9 120.3(7) . . ?
C5 C4 C3 130.0(6) . . ?
C16 C17 C18 119.2(8) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C15 C20 H20 119.9 . . ?
C19 C20 C15 120.3(8) . . ?
C19 C20 H20 119.9 . . ?
C26 C25 C24 120.5(8) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C7 C6 H6 120.2 . . ?
C7 C6 C5 119.5(7) . . ?
C5 C6 H6 120.2 . . ?
C11 C12 H12 117.3 . . ?
C13 C12 C11 125.4(7) . . ?
C13 C12 H12 117.3 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(9) . . ?
C20 C19 H19 119.7 . . ?
C4 C5 C6 119.2(7) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
