# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_chdq_0307
_database_code_depnum_ccdc_archive 'CCDC 1471389'
_audit_update_record             
;
2016-03-30 deposited with the CCDC.
2016-06-21 downloaded from the CCDC.
;
_audit_creation_date             2016-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C17 H17 Br O2'
_chemical_formula_sum            'C17 H17 Br O2'
_chemical_formula_weight         333.22
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.5598(6)
_cell_length_b                   9.6393(7)
_cell_length_c                   18.0624(12)
_cell_angle_alpha                75.207(6)
_cell_angle_beta                 81.884(6)
_cell_angle_gamma                72.871(6)
_cell_volume                     1533.97(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3085
_cell_measurement_temperature    290.5(9)
_cell_measurement_theta_max      69.4940
_cell_measurement_theta_min      4.9950
_exptl_absorpt_coefficient_mu    2.678
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9990
_diffrn_reflns_theta_full        25.61
_diffrn_reflns_theta_max         25.61
_diffrn_reflns_theta_min         2.23
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.5(9)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   86.00  152.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000   60.0000 66

#__ type_ start__ end____ width___ exp.time_
  2 omega   85.00  112.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega  125.00  171.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 46

#__ type_ start__ end____ width___ exp.time_
  4 omega   67.00   93.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega   49.00  127.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  -30.0000 78

#__ type_ start__ end____ width___ exp.time_
  6 omega   84.00  110.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   51.00   77.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   49.00  138.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  150.0000 89

#__ type_ start__ end____ width___ exp.time_
  9 omega   48.00  105.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 57

#__ type_ start__ end____ width___ exp.time_
 10 omega   47.00   92.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -150.0000 45

#__ type_ start__ end____ width___ exp.time_
 11 omega   42.00   68.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000    0.0000 -150.0000 140

#__ type_ start__ end____ width___ exp.time_
 13 omega   84.00  110.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 14 omega   37.00   93.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  -90.0000 56

#__ type_ start__ end____ width___ exp.time_
 15 omega   36.00   80.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  -30.0000 44

#__ type_ start__ end____ width___ exp.time_
 16 omega   38.00   93.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000   90.0000 55

#__ type_ start__ end____ width___ exp.time_
 17 omega   38.00   84.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  150.0000 46

#__ type_ start__ end____ width___ exp.time_
 18 omega   38.00   97.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  150.0000 59

#__ type_ start__ end____ width___ exp.time_
 19 omega   -3.00   74.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000  -60.0000 77

#__ type_ start__ end____ width___ exp.time_
 20 omega   32.00  110.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -150.0000 78

#__ type_ start__ end____ width___ exp.time_
 21 omega  -18.00   13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000 -180.0000 31

#__ type_ start__ end____ width___ exp.time_
 22 omega   55.00  123.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000 -150.0000 68

#__ type_ start__ end____ width___ exp.time_
 23 omega   44.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   72.0000  -34.0000 25

#__ type_ start__ end____ width___ exp.time_
 24 omega   35.00  120.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  -90.0000 85

#__ type_ start__ end____ width___ exp.time_
 25 omega   42.00  109.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  150.0000 67

#__ type_ start__ end____ width___ exp.time_
 26 omega  -12.00   27.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   72.0000  -34.0000 39

#__ type_ start__ end____ width___ exp.time_
 27 omega  -15.00   43.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000   60.0000 58

#__ type_ start__ end____ width___ exp.time_
 28 omega  -66.00  -30.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000 -180.0000 36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1305143000
_diffrn_orient_matrix_UB_12      -0.1324394000
_diffrn_orient_matrix_UB_13      -0.0129710000
_diffrn_orient_matrix_UB_21      -0.0693096000
_diffrn_orient_matrix_UB_22      -0.0071527000
_diffrn_orient_matrix_UB_23      -0.0704607000
_diffrn_orient_matrix_UB_31      0.0821201000
_diffrn_orient_matrix_UB_32      0.1090056000
_diffrn_orient_matrix_UB_33      -0.0518538000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71000
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3864
_reflns_number_total             5612
_reflns_odcompleteness_completeness 99.15
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.915
_refine_diff_density_min         -1.194
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         5612
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0673
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0649P)²+2.7460P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1682
_refine_ls_wR_factor_ref         0.1845
_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. 
;
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C28(H28)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C26(H26A,H26B), C27(H27A,H27B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2A), C4(H4), C5(H5), C13(H13), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C21(H21), C22(H22), C30(H30), C31(H31), C33(H33), C34(H34)
2.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C24(H24A,H24B,H24C)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Br1 Br 0.63796(11) -0.35230(11) 0.41883(4) 0.1276(4) Uani 1 d . . .
O1 O 0.6324(4) -0.1261(4) -0.0818(2) 0.0768(10) Uani 1 d . . .
O2 O 0.9266(4) -0.1862(5) 0.0519(2) 0.0675(10) Uani 1 d . . .
H2 H 0.929(5) -0.127(5) 0.063(3) 0.034(13) Uiso 1 d . . .
C1 C 0.9123(5) -0.2594(5) -0.2205(3) 0.0602(11) Uani 1 d . . .
H1 H 0.9880 -0.3080 -0.1881 0.072 Uiso 1 calc . . R
C2 C 0.9410(6) -0.2465(6) -0.2984(3) 0.0698(13) Uani 1 d . . .
H2A H 1.0362 -0.2841 -0.3180 0.084 Uiso 1 calc . . R
C3 C 0.8313(6) -0.1790(6) -0.3475(3) 0.0710(14) Uani 1 d . . .
C4 C 0.6906(6) -0.1217(6) -0.3171(3) 0.0718(14) Uani 1 d . . .
H4 H 0.6148 -0.0757 -0.3497 0.086 Uiso 1 calc . . R
C5 C 0.6618(5) -0.1321(5) -0.2395(3) 0.0607(11) Uani 1 d . . .
H5 H 0.5670 -0.0922 -0.2202 0.073 Uiso 1 calc . . R
C6 C 0.7728(5) -0.2015(5) -0.1894(3) 0.0514(10) Uani 1 d . . .
C7 C 0.8644(9) -0.1667(9) -0.4339(3) 0.114(3) Uani 1 d . . .
H7A H 0.8789 -0.0705 -0.4580 0.171 Uiso 1 calc . . GR
H7B H 0.7834 -0.1793 -0.4551 0.171 Uiso 1 calc . . GR
H7C H 0.9515 -0.2428 -0.4430 0.171 Uiso 1 calc . . GR
C8 C 0.7395(5) -0.2117(5) -0.1056(3) 0.0535(10) Uani 1 d . . .
C9 C 0.8419(5) -0.3288(5) -0.0514(3) 0.0555(11) Uani 1 d . . .
H9A H 0.9360 -0.3060 -0.0595 0.067 Uiso 1 calc . . R
H9B H 0.8572 -0.4237 -0.0647 0.067 Uiso 1 calc . . R
C10 C 0.7931(5) -0.3470(5) 0.0338(3) 0.0589(11) Uani 1 d . . .
H10A H 0.6962 -0.3633 0.0414 0.071 Uiso 1 calc . . R
H10B H 0.8593 -0.4361 0.0618 0.071 Uiso 1 calc . . R
C11 C 0.7875(5) -0.2193(5) 0.0689(2) 0.0535(10) Uani 1 d . . .
H11 H 0.7114 -0.1317 0.0458 0.064 Uiso 1 calc . . R
C12 C 0.7535(4) -0.2555(5) 0.1543(2) 0.0474(9) Uani 1 d . . .
C13 C 0.8619(5) -0.3325(5) 0.2055(3) 0.0605(12) Uani 1 d . . .
H13 H 0.9586 -0.3648 0.1865 0.073 Uiso 1 calc . . R
C14 C 0.8285(6) -0.3614(6) 0.2833(3) 0.0680(13) Uani 1 d . . .
H14 H 0.9023 -0.4112 0.3167 0.082 Uiso 1 calc . . R
C15 C 0.6851(6) -0.3163(6) 0.3116(3) 0.0641(12) Uani 1 d . . .
C16 C 0.5761(5) -0.2436(5) 0.2626(3) 0.0620(12) Uani 1 d . . .
H16 H 0.4792 -0.2146 0.2819 0.074 Uiso 1 calc . . R
C17 C 0.6102(5) -0.2135(5) 0.1847(2) 0.0543(10) Uani 1 d . . .
H17 H 0.5356 -0.1640 0.1518 0.065 Uiso 1 calc . . R
Br2 Br 0.61222(11) 0.20172(12) 0.43374(4) 0.1354(4) Uani 1 d . . .
O3 O 0.6590(5) 0.4532(5) -0.0737(3) 0.0974(14) Uani 1 d . . .
O4 O 0.9161(3) 0.0884(4) 0.08292(17) 0.0585(8) Uani 1 d . . .
H4A H 0.9636 0.1153 0.0431 0.088 Uiso 1 calc . . GR
C18 C 0.7981(5) 0.1849(5) -0.1926(3) 0.0555(11) Uani 1 d . . .
H18 H 0.8125 0.0970 -0.1548 0.067 Uiso 1 calc . . R
C19 C 0.8366(5) 0.1780(6) -0.2684(3) 0.0640(12) Uani 1 d . . .
H19 H 0.8773 0.0858 -0.2809 0.077 Uiso 1 calc . . R
C20 C 0.8154(6) 0.3061(7) -0.3259(3) 0.0713(14) Uani 1 d . . .
C21 C 0.7558(6) 0.4412(6) -0.3049(3) 0.0795(16) Uani 1 d . . .
H21 H 0.7411 0.5290 -0.3427 0.095 Uiso 1 calc . . R
C22 C 0.7180(6) 0.4484(6) -0.2295(3) 0.0683(13) Uani 1 d . . .
H22 H 0.6780 0.5408 -0.2173 0.082 Uiso 1 calc . . R
C23 C 0.7383(4) 0.3208(5) -0.1717(3) 0.0513(10) Uani 1 d . . .
C24 C 0.8587(9) 0.2973(9) -0.4089(3) 0.112(2) Uani 1 d . . .
H24A H 0.9139 0.1974 -0.4111 0.168 Uiso 1 calc . . GR
H24B H 0.9178 0.3644 -0.4320 0.168 Uiso 1 calc . . GR
H24C H 0.7720 0.3245 -0.4363 0.168 Uiso 1 calc . . GR
C25 C 0.6946(5) 0.3322(5) -0.0905(3) 0.0582(11) Uani 1 d . . .
C26 C 0.6933(6) 0.1942(6) -0.0299(3) 0.0652(13) Uani 1 d . . .
H26A H 0.7876 0.1223 -0.0347 0.078 Uiso 1 calc . . R
H26B H 0.6196 0.1530 -0.0412 0.078 Uiso 1 calc . . R
C27 C 0.6639(6) 0.2065(8) 0.0537(3) 0.0858(18) Uani 1 d . . .
H27A H 0.5874 0.2977 0.0560 0.103 Uiso 1 calc . . R
H27B H 0.6255 0.1242 0.0825 0.103 Uiso 1 calc . . R
C28 C 0.7847(6) 0.2066(7) 0.0919(3) 0.0776(16) Uani 1 d . . .
H28 H 0.8091 0.3010 0.0689 0.093 Uiso 1 calc . . R
C29 C 0.7472(5) 0.2013(5) 0.1764(2) 0.0534(10) Uani 1 d . . .
C30 C 0.7793(5) 0.0703(5) 0.2324(3) 0.0622(12) Uani 1 d . . .
H30 H 0.8280 -0.0187 0.2179 0.075 Uiso 1 calc . . R
C31 C 0.7409(6) 0.0687(6) 0.3086(3) 0.0686(13) Uani 1 d . . .
H31 H 0.7619 -0.0201 0.3457 0.082 Uiso 1 calc . . R
C32 C 0.6702(6) 0.2023(6) 0.3291(3) 0.0654(13) Uani 1 d . . .
C33 C 0.6375(5) 0.3327(6) 0.2756(3) 0.0626(12) Uani 1 d . . .
H33 H 0.5898 0.4217 0.2902 0.075 Uiso 1 calc . . R
C34 C 0.6761(5) 0.3311(5) 0.1993(3) 0.0589(11) Uani 1 d . . .
H34 H 0.6533 0.4200 0.1624 0.071 Uiso 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
Br1 C15 1.892(5) . ?
O1 C8 1.214(5) . ?
O2 H2 0.65(4) . ?
O2 C11 1.431(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.377(7) . ?
C1 C6 1.384(6) . ?
C2 H2A 0.9300 . ?
C2 C3 1.370(7) . ?
C3 C4 1.387(8) . ?
C3 C7 1.529(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(6) . ?
C6 C8 1.486(6) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.500(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.525(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.507(6) . ?
C11 H11 0.9800 . ?
C11 C12 1.503(6) . ?
C12 C13 1.396(6) . ?
C12 C17 1.384(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(7) . ?
C15 C16 1.369(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.373(6) . ?
C17 H17 0.9300 . ?
Br2 C32 1.893(4) . ?
O3 C25 1.219(6) . ?
O4 H4A 0.8200 . ?
O4 C28 1.448(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.380(6) . ?
C18 C23 1.392(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.379(7) . ?
C20 C21 1.385(8) . ?
C20 C24 1.516(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.372(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.380(7) . ?
C23 C25 1.489(6) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.493(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.526(6) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.426(8) . ?
C28 H28 0.9800 . ?
C28 C29 1.508(6) . ?
C29 C30 1.386(6) . ?
C29 C34 1.372(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.372(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.382(7) . ?
C32 C33 1.359(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.378(6) . ?
C34 H34 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
C11 O2 H2 114(4) . . ?
C2 C1 H1 119.4 . . ?
C2 C1 C6 121.2(5) . . ?
C6 C1 H1 119.4 . . ?
C1 C2 H2A 119.6 . . ?
C3 C2 C1 120.9(5) . . ?
C3 C2 H2A 119.6 . . ?
C2 C3 C4 118.5(5) . . ?
C2 C3 C7 120.4(5) . . ?
C4 C3 C7 121.1(6) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(5) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.8(5) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 117.8(4) . . ?
C1 C6 C8 122.2(4) . . ?
C5 C6 C8 120.0(4) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 C6 120.6(4) . . ?
O1 C8 C9 120.9(4) . . ?
C6 C8 C9 118.5(4) . . ?
C8 C9 H9A 108.2 . . ?
C8 C9 H9B 108.2 . . ?
C8 C9 C10 116.4(4) . . ?
H9A C9 H9B 107.4 . . ?
C10 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C9 C10 H10A 108.2 . . ?
C9 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
C11 C10 C9 116.4(4) . . ?
C11 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
O2 C11 C10 108.4(4) . . ?
O2 C11 H11 108.9 . . ?
O2 C11 C12 109.8(4) . . ?
C10 C11 H11 108.9 . . ?
C12 C11 C10 111.8(4) . . ?
C12 C11 H11 108.9 . . ?
C13 C12 C11 122.3(4) . . ?
C17 C12 C11 120.0(4) . . ?
C17 C12 C13 117.7(4) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.2(4) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.5(4) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 Br1 120.0(4) . . ?
C16 C15 Br1 119.6(4) . . ?
C16 C15 C14 120.4(4) . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(4) . . ?
C17 C16 H16 120.1 . . ?
C12 C17 H17 119.4 . . ?
C16 C17 C12 121.3(4) . . ?
C16 C17 H17 119.4 . . ?
C28 O4 H4A 109.5 . . ?
C19 C18 H18 119.4 . . ?
C19 C18 C23 121.3(4) . . ?
C23 C18 H18 119.4 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.7(5) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 C21 117.9(5) . . ?
C19 C20 C24 120.3(6) . . ?
C21 C20 C24 121.8(5) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.5(5) . . ?
C22 C21 H21 119.2 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.1(5) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 C25 122.6(4) . . ?
C22 C23 C18 117.5(4) . . ?
C22 C23 C25 119.8(4) . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 C23 120.4(5) . . ?
O3 C25 C26 120.2(5) . . ?
C23 C25 C26 119.4(4) . . ?
C25 C26 H26A 107.7 . . ?
C25 C26 H26B 107.7 . . ?
C25 C26 C27 118.3(5) . . ?
H26A C26 H26B 107.1 . . ?
C27 C26 H26A 107.7 . . ?
C27 C26 H26B 107.7 . . ?
C26 C27 H27A 108.0 . . ?
C26 C27 H27B 108.0 . . ?
H27A C27 H27B 107.2 . . ?
C28 C27 C26 117.3(5) . . ?
C28 C27 H27A 108.0 . . ?
C28 C27 H27B 108.0 . . ?
O4 C28 H28 107.0 . . ?
O4 C28 C29 108.7(4) . . ?
C27 C28 O4 114.2(5) . . ?
C27 C28 H28 107.0 . . ?
C27 C28 C29 112.6(5) . . ?
C29 C28 H28 107.0 . . ?
C30 C29 C28 122.9(4) . . ?
C34 C29 C28 119.0(4) . . ?
C34 C29 C30 118.0(4) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 C29 121.5(4) . . ?
C31 C30 H30 119.2 . . ?
C30 C31 H31 120.8 . . ?
C30 C31 C32 118.4(5) . . ?
C32 C31 H31 120.8 . . ?
C31 C32 Br2 119.0(4) . . ?
C33 C32 Br2 119.5(4) . . ?
C33 C32 C31 121.5(4) . . ?
C32 C33 H33 120.5 . . ?
C32 C33 C34 118.9(4) . . ?
C34 C33 H33 120.5 . . ?
C29 C34 C33 121.6(4) . . ?
C29 C34 H34 119.2 . . ?
C33 C34 H34 119.2 . . ?

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
Br1 C15 C16 C17 178.2(4) . . . . ?
O1 C8 C9 C10 7.9(7) . . . . ?
O2 C11 C12 C13 -35.8(6) . . . . ?
O2 C11 C12 C17 144.9(4) . . . . ?
C1 C2 C3 C4 1.0(9) . . . . ?
C1 C2 C3 C7 -179.4(6) . . . . ?
C1 C6 C8 O1 158.3(5) . . . . ?
C1 C6 C8 C9 -21.1(6) . . . . ?
C2 C1 C6 C5 1.2(7) . . . . ?
C2 C1 C6 C8 -178.9(5) . . . . ?
C2 C3 C4 C5 0.1(8) . . . . ?
C3 C4 C5 C6 -0.6(8) . . . . ?
C4 C5 C6 C1 0.0(7) . . . . ?
C4 C5 C6 C8 180.0(4) . . . . ?
C5 C6 C8 O1 -21.7(7) . . . . ?
C5 C6 C8 C9 158.9(4) . . . . ?
C6 C1 C2 C3 -1.7(8) . . . . ?
C6 C8 C9 C10 -172.7(4) . . . . ?
C7 C3 C4 C5 -179.5(6) . . . . ?
C8 C9 C10 C11 -67.7(6) . . . . ?
C9 C10 C11 O2 -52.9(5) . . . . ?
C9 C10 C11 C12 -174.1(4) . . . . ?
C10 C11 C12 C13 84.5(5) . . . . ?
C10 C11 C12 C17 -94.8(5) . . . . ?
C11 C12 C13 C14 178.6(4) . . . . ?
C11 C12 C17 C16 -179.2(4) . . . . ?
C12 C13 C14 C15 1.2(8) . . . . ?
C13 C12 C17 C16 1.4(7) . . . . ?
C13 C14 C15 Br1 -178.9(4) . . . . ?
C13 C14 C15 C16 0.3(8) . . . . ?
C14 C15 C16 C17 -1.0(8) . . . . ?
C15 C16 C17 C12 0.1(8) . . . . ?
C17 C12 C13 C14 -2.1(7) . . . . ?
Br2 C32 C33 C34 -177.9(4) . . . . ?
O3 C25 C26 C27 -6.9(7) . . . . ?
O4 C28 C29 C30 -30.7(7) . . . . ?
O4 C28 C29 C34 150.4(5) . . . . ?
C18 C19 C20 C21 0.6(8) . . . . ?
C18 C19 C20 C24 179.7(5) . . . . ?
C18 C23 C25 O3 171.3(5) . . . . ?
C18 C23 C25 C26 -9.3(6) . . . . ?
C19 C18 C23 C22 0.4(7) . . . . ?
C19 C18 C23 C25 179.5(4) . . . . ?
C19 C20 C21 C22 -0.3(9) . . . . ?
C20 C21 C22 C23 0.1(9) . . . . ?
C21 C22 C23 C18 -0.1(7) . . . . ?
C21 C22 C23 C25 -179.3(5) . . . . ?
C22 C23 C25 O3 -9.6(7) . . . . ?
C22 C23 C25 C26 169.8(4) . . . . ?
C23 C18 C19 C20 -0.6(8) . . . . ?
C23 C25 C26 C27 173.6(4) . . . . ?
C24 C20 C21 C22 -179.5(6) . . . . ?
C25 C26 C27 C28 -81.9(7) . . . . ?
C26 C27 C28 O4 -48.8(8) . . . . ?
C26 C27 C28 C29 -173.4(5) . . . . ?
C27 C28 C29 C30 96.8(6) . . . . ?
C27 C28 C29 C34 -82.1(7) . . . . ?
C28 C29 C30 C31 -178.5(5) . . . . ?
C28 C29 C34 C33 179.2(5) . . . . ?
C29 C30 C31 C32 -0.8(8) . . . . ?
C30 C29 C34 C33 0.3(7) . . . . ?
C30 C31 C32 Br2 178.5(4) . . . . ?
C30 C31 C32 C33 0.6(8) . . . . ?
C31 C32 C33 C34 -0.1(8) . . . . ?
C32 C33 C34 C29 -0.4(8) . . . . ?
C34 C29 C30 C31 0.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
