data_br4spiroh4-2et2o
_publ_requested_journal          ?
_publ_contact_author_name        'Assoc. Prof. Colette Boskovic'
_publ_contact_author_address     
;School of Chemistry 
University of Melbourne 
VIC 3010 
Australia 
;
_publ_contact_author_email       c.boskovic@unimelb.edu.au
_publ_contact_author_phone       '+61 3 8344 4971'
_publ_contact_author_fax         '+61 3 9347 5180'
_publ_contact_author_id_orcid    0000-0002-1882-2139
loop_
_publ_author_name
_publ_author_address
'Boskovic, Colette'
;School of Chemistry 
University of Melbourne 
VIC 3010 
Australia 
;
'Gransbury, Gemma K.'
;School of Chemistry 
University of Melbourne 
VIC 3010 
Australia 
;
'Gable, Robert W.'
;School of Chemistry 
University of Melbourne 
VIC 3010 
Australia 
;
'Livesay, Brooke N.'
;Department of Chemistry 
Colorado State University 
Fort Collins 80523 
USA
;
'Shores, Matthew P.'
;Department of Chemistry 
Colorado State University 
Fort Collins 80523 
USA
;
'Starikova, Alyona'
;Institute of Physical and Organic Chemistry 
Southern Federal University 
344090 Rostov-on-Don
Russian Federation 
;
_audit_creation_date             2019-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_name
_audit_author_address
'Gransbury, Gemma K.'
;
School of Chemistry 
University of Melbourne 
VIC 3010 
Australia 
;
'Gable, Robert W.'
;
School of Chemistry 
University of Melbourne 
VIC 3010 
Australia 
;
_audit_contact_author_address    
;School of Chemistry 
University of Melbourne 
VIC 3010 
Australia 
;
_audit_contact_author_email      robertwg@unimelb.edu.au
_audit_contact_author_name       'Robert W. Gable'
_audit_contact_author_phone      '+61 3 8344 6471'
_publ_section_references         
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_systematic        
;"3,3,3',3'-tetramethyl-1,1'-spirobi(indan)-4,4'-7,7'-tetrabromo-5,5'-6,6'
-tetraol diethyl ether solvate"
;
_chemical_name_common            ?
_chemical_formula_moiety         'C21 H20 Br4 O4, 2(C4 H10 O)'
_chemical_formula_sum            'C29 H40 Br4 O6'
_chemical_formula_weight         804.25
_exptl_crystal_recrystallization_method 
'Recrystallised from diethyl ether/hexane'
_chemical_melting_point          ?
_exptl_crystal_description       plate
_exptl_crystal_colour            'clear orange'
_diffrn_ambient_temperature      130.00(10)
_chemical_oxdiff_formula         'C25 H30 O5 Br4'
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'
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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
_chemical_absolute_configuration ?
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.36149(17)
_cell_length_b                   7.57018(7)
_cell_length_c                   22.8673(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3178.56(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18165
_cell_measurement_temperature    130.00(10)
_cell_measurement_theta_max      76.9390
_cell_measurement_theta_min      3.0530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.501
_exptl_absorpt_correction_T_max  0.589
_exptl_absorpt_correction_T_min  0.155
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.542
_exptl_crystal_size_mid          0.4338
_exptl_crystal_size_min          0.1222
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            31230
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.127
_diffrn_reflns_theta_min         3.866
_diffrn_detector_area_resol_mean 10.2273
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -39.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8092   37.0000  120.0000 72

#__ type_ start__ end____ width___ exp.time_
  2 omega   -8.00   29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8092   37.0000  150.0000 37

#__ type_ start__ end____ width___ exp.time_
  3 omega  -36.00   16.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8092   37.0000 -120.0000 52

#__ type_ start__ end____ width___ exp.time_
  4 omega  -37.00   73.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8092  -77.0000 -120.0000 110

#__ type_ start__ end____ width___ exp.time_
  5 omega   36.00   84.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8092 -125.0000 -180.0000 48

#__ type_ start__ end____ width___ exp.time_
  6 omega   42.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000 -120.0000 52

#__ type_ start__ end____ width___ exp.time_
  7 omega  113.00  139.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   84.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  -60.0000 31

#__ type_ start__ end____ width___ exp.time_
  9 omega   73.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000 -150.0000 43

#__ type_ start__ end____ width___ exp.time_
 10 omega   54.00   96.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  -90.0000 42

#__ type_ start__ end____ width___ exp.time_
 11 omega   62.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000    0.0000 49

#__ type_ start__ end____ width___ exp.time_
 12 omega   92.00  143.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000   60.0000 51

#__ type_ start__ end____ width___ exp.time_
 13 omega  117.00  143.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 14 omega   94.00  156.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000   90.0000 62

#__ type_ start__ end____ width___ exp.time_
 15 omega  139.00  172.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
 16 omega  122.00  148.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 17 omega   80.00  124.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000    0.0000 44

#__ type_ start__ end____ width___ exp.time_
 18 omega   88.00  138.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000   90.0000 50

#__ type_ start__ end____ width___ exp.time_
 19 omega   56.00   84.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   90.0000 28

#__ type_ start__ end____ width___ exp.time_
 20 omega   44.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000   30.0000 47

#__ type_ start__ end____ width___ exp.time_
 21 omega   46.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  120.0000 70

#__ type_ start__ end____ width___ exp.time_
 22 omega   49.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000   60.0000 67

#__ type_ start__ end____ width___ exp.time_
 23 omega   40.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 24 omega   35.00   77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  150.0000 42

#__ type_ start__ end____ width___ exp.time_
 25 omega   29.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000   60.0000 62

#__ type_ start__ end____ width___ exp.time_
 26 omega   36.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000  -90.0000 46

#__ type_ start__ end____ width___ exp.time_
 27 omega   36.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000 -120.0000 79

#__ type_ start__ end____ width___ exp.time_
 28 omega   37.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -90.0000 53

#__ type_ start__ end____ width___ exp.time_
 29 omega   59.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000 -150.0000 29

#__ type_ start__ end____ width___ exp.time_
 30 omega  125.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000 -150.0000 52

#__ type_ start__ end____ width___ exp.time_
 31 omega   54.00  175.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000  -30.0000 121

#__ type_ start__ end____ width___ exp.time_
 32 omega   58.00  100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000  -90.0000 42

#__ type_ start__ end____ width___ exp.time_
 33 omega -120.00  -10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8092  -77.0000    0.0000 110
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0021138000
_diffrn_orient_matrix_UB_12      -0.1395696000
_diffrn_orient_matrix_UB_13      -0.0490297000
_diffrn_orient_matrix_UB_21      -0.0648277000
_diffrn_orient_matrix_UB_22      0.0913686000
_diffrn_orient_matrix_UB_23      -0.0302845000
_diffrn_orient_matrix_UB_31      0.0532189000
_diffrn_orient_matrix_UB_32      0.1166962000
_diffrn_orient_matrix_UB_33      -0.0348443000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3308
_reflns_number_total             3358
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     75.12
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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         0.426
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.00023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0227
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0317P)²+2.1238P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0596
_refine_ls_wR_factor_ref         0.0600
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C1S(H1SA,H1SB), C3S(H3SA,H3SB)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C4S(H4SA,H4SB,H4SC), C2S(H2SA,H2SB,H2SC)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_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 0.27729(2) 0.48806(2) 0.39678(2) 0.02035(8) Uani 1 1 d . . . . .
Br2 Br 0.58943(2) 0.15820(3) 0.30986(2) 0.02426(8) Uani 1 1 d . . . . .
O1 O 0.48603(7) 0.03888(17) 0.41043(6) 0.0216(3) Uani 1 1 d . . . . .
H1 H 0.530159 0.053117 0.418898 0.032 Uiso 1 1 calc GR . . . .
O2 O 0.35983(7) 0.17946(18) 0.44293(6) 0.0225(3) Uani 1 1 d . . . . .
H2 H 0.385575 0.099237 0.457652 0.034 Uiso 1 1 calc GR . . . .
O1S O 0.61848(7) 0.05646(18) 0.46111(6) 0.0231(3) Uani 1 1 d . . . . .
C3 C 0.36459(9) 0.3915(2) 0.36578(7) 0.0175(3) Uani 1 1 d . . . . .
C5 C 0.46720(9) 0.3953(2) 0.30042(7) 0.0164(3) Uani 1 1 d . . . . .
C1 C 0.46203(9) 0.1802(2) 0.37866(7) 0.0177(3) Uani 1 1 d . . . . .
C6 C 0.49788(9) 0.2549(2) 0.33124(8) 0.0175(3) Uani 1 1 d . . . . .
C4 C 0.39999(10) 0.4639(2) 0.31772(7) 0.0167(3) Uani 1 1 d . . . . .
C7 C 0.37865(10) 0.6238(2) 0.28059(8) 0.0193(3) Uani 1 1 d . . . . .
C2 C 0.39481(10) 0.2495(2) 0.39586(7) 0.0177(3) Uani 1 1 d . . . . .
C10 C 0.43380(10) 0.6109(2) 0.22951(7) 0.0198(3) Uani 1 1 d . . . . .
H10A H 0.450027 0.730529 0.217873 0.024 Uiso 1 1 calc R . . . .
H10B H 0.410536 0.554061 0.195279 0.024 Uiso 1 1 calc R . . . .
C11 C 0.500000 0.4998(3) 0.250000 0.0169(5) Uani 1 2 d S T P . .
C8 C 0.30090(11) 0.6179(3) 0.25586(9) 0.0275(4) Uani 1 1 d . . . . .
H8A H 0.292063 0.502151 0.238015 0.041 Uiso 1 1 calc GR . . . .
H8B H 0.295165 0.710405 0.226249 0.041 Uiso 1 1 calc GR . . . .
H8C H 0.265874 0.637282 0.287556 0.041 Uiso 1 1 calc GR . . . .
C9 C 0.39016(12) 0.7938(3) 0.31604(9) 0.0262(4) Uani 1 1 d . . . . .
H9A H 0.357274 0.794231 0.349786 0.039 Uiso 1 1 calc GR . . . .
H9B H 0.379849 0.896516 0.291284 0.039 Uiso 1 1 calc GR . . . .
H9C H 0.440721 0.799269 0.329654 0.039 Uiso 1 1 calc GR . . . .
C1S C 0.67791(11) -0.0393(3) 0.43498(9) 0.0326(4) Uani 1 1 d . . . . .
H1SA H 0.717610 -0.054815 0.463815 0.039 Uiso 1 1 calc R . . . .
H1SB H 0.697379 0.027305 0.401164 0.039 Uiso 1 1 calc R . . . .
C3S C 0.63959(12) 0.2319(3) 0.47838(10) 0.0328(5) Uani 1 1 d . . . . .
H3SA H 0.657820 0.297982 0.443996 0.039 Uiso 1 1 calc R . . . .
H3SB H 0.679192 0.225661 0.507685 0.039 Uiso 1 1 calc R . . . .
C4S C 0.57480(14) 0.3255(3) 0.50403(11) 0.0385(5) Uani 1 1 d . . . . .
H4SA H 0.536635 0.336041 0.474281 0.058 Uiso 1 1 calc GR . . . .
H4SB H 0.589354 0.443520 0.517173 0.058 Uiso 1 1 calc GR . . . .
H4SC H 0.556184 0.257793 0.537371 0.058 Uiso 1 1 calc GR . . . .
C2S C 0.65053(14) -0.2161(3) 0.41528(10) 0.0417(6) Uani 1 1 d . . . . .
H2SA H 0.609109 -0.199755 0.388806 0.062 Uiso 1 1 calc GR . . . .
H2SB H 0.635041 -0.284953 0.449374 0.062 Uiso 1 1 calc GR . . . .
H2SC H 0.689544 -0.279127 0.394797 0.062 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 C3 1.8991(17) . ?
Br2 C6 1.8975(17) . ?
O1 H1 0.8400 . ?
O1 C1 1.366(2) . ?
O2 H2 0.8400 . ?
O2 C2 1.361(2) . ?
O1S C1S 1.440(2) . ?
O1S C3S 1.439(2) . ?
C3 C4 1.390(2) . ?
C3 C2 1.391(2) . ?
C5 C6 1.394(2) . ?
C5 C4 1.396(2) . ?
C5 C11 1.523(2) . ?
C1 C6 1.389(2) . ?
C1 C2 1.398(2) . ?
C4 C7 1.530(2) . ?
C7 C10 1.549(2) . ?
C7 C8 1.536(3) . ?
C7 C9 1.536(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.551(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?
C1S C2S 1.499(4) . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
C3S C4S 1.504(3) . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 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 H1 109.5 . . ?
C2 O2 H2 109.5 . . ?
C3S O1S C1S 111.99(16) . . ?
C4 C3 Br1 122.55(13) . . ?
C4 C3 C2 120.61(16) . . ?
C2 C3 Br1 116.71(13) . . ?
C6 C5 C4 119.85(16) . . ?
C6 C5 C11 128.25(15) . . ?
C4 C5 C11 111.76(14) . . ?
O1 C1 C6 125.54(16) . . ?
O1 C1 C2 115.43(15) . . ?
C6 C1 C2 119.02(16) . . ?
C5 C6 Br2 121.46(13) . . ?
C1 C6 Br2 117.63(13) . . ?
C1 C6 C5 120.91(16) . . ?
C3 C4 C5 119.38(16) . . ?
C3 C4 C7 129.16(16) . . ?
C5 C4 C7 111.33(15) . . ?
C4 C7 C10 101.60(14) . . ?
C4 C7 C8 114.78(15) . . ?
C4 C7 C9 109.58(15) . . ?
C8 C7 C10 109.16(15) . . ?
C9 C7 C10 111.16(15) . . ?
C9 C7 C8 110.29(16) . . ?
O2 C2 C3 120.25(16) . . ?
O2 C2 C1 119.52(16) . . ?
C3 C2 C1 120.22(16) . . ?
C7 C10 H10A 110.0 . . ?
C7 C10 H10B 110.0 . . ?
C7 C10 C11 108.60(12) . . ?
H10A C10 H10B 108.4 . . ?
C11 C10 H10A 110.0 . . ?
C11 C10 H10B 110.0 . . ?
C5 C11 C5 117.38(19) 3_655 . ?
C5 C11 C10 111.29(9) 3_655 . ?
C5 C11 C10 111.29(9) . 3_655 ?
C5 C11 C10 101.57(9) 3_655 3_655 ?
C5 C11 C10 101.57(9) . . ?
C10 C11 C10 114.3(2) 3_655 . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1S C1S H1SA 110.0 . . ?
O1S C1S H1SB 110.0 . . ?
O1S C1S C2S 108.67(18) . . ?
H1SA C1S H1SB 108.3 . . ?
C2S C1S H1SA 110.0 . . ?
C2S C1S H1SB 110.0 . . ?
O1S C3S H3SA 109.8 . . ?
O1S C3S H3SB 109.8 . . ?
O1S C3S C4S 109.18(17) . . ?
H3SA C3S H3SB 108.3 . . ?
C4S C3S H3SA 109.8 . . ?
C4S C3S H3SB 109.8 . . ?
C3S C4S H4SA 109.5 . . ?
C3S C4S H4SB 109.5 . . ?
C3S C4S H4SC 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?

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 C3 C4 C5 174.49(13) . . . . ?
Br1 C3 C4 C7 -0.9(3) . . . . ?
Br1 C3 C2 O2 3.9(2) . . . . ?
Br1 C3 C2 C1 -174.81(13) . . . . ?
O1 C1 C6 Br2 -2.1(2) . . . . ?
O1 C1 C6 C5 177.59(16) . . . . ?
O1 C1 C2 O2 2.5(2) . . . . ?
O1 C1 C2 C3 -178.78(15) . . . . ?
C3 C4 C7 C10 -171.03(17) . . . . ?
C3 C4 C7 C8 -53.4(2) . . . . ?
C3 C4 C7 C9 71.3(2) . . . . ?
C5 C4 C7 C10 13.28(19) . . . . ?
C5 C4 C7 C8 130.91(16) . . . . ?
C5 C4 C7 C9 -104.37(17) . . . . ?
C6 C5 C4 C3 0.3(2) . . . . ?
C6 C5 C4 C7 176.43(15) . . . . ?
C6 C5 C11 C5 48.96(15) . . . 3_655 ?
C6 C5 C11 C10 -67.4(2) . . . 3_655 ?
C6 C5 C11 C10 170.52(17) . . . . ?
C6 C1 C2 O2 -178.79(15) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
C4 C3 C2 O2 179.93(16) . . . . ?
C4 C3 C2 C1 1.2(3) . . . . ?
C4 C5 C6 Br2 -179.49(13) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C4 C5 C11 C5 -135.39(15) . . . 3_655 ?
C4 C5 C11 C10 -13.82(18) . . . . ?
C4 C5 C11 C10 108.24(16) . . . 3_655 ?
C4 C7 C10 C11 -21.83(18) . . . . ?
C7 C10 C11 C5 147.73(14) . . . 3_655 ?
C7 C10 C11 C5 22.03(18) . . . . ?
C7 C10 C11 C10 -97.92(13) . . . 3_655 ?
C2 C3 C4 C5 -1.3(3) . . . . ?
C2 C3 C4 C7 -176.71(17) . . . . ?
C2 C1 C6 Br2 179.38(12) . . . . ?
C2 C1 C6 C5 -1.0(3) . . . . ?
C11 C5 C6 Br2 -4.1(2) . . . . ?
C11 C5 C6 C1 176.24(16) . . . . ?
C11 C5 C4 C3 -175.80(14) . . . . ?
C11 C5 C4 C7 0.37(19) . . . . ?
C8 C7 C10 C11 -143.45(15) . . . . ?
C9 C7 C10 C11 94.67(18) . . . . ?
C1S O1S C3S C4S 178.79(17) . . . . ?
C3S O1S C1S C2S -176.89(17) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
11 0 -6 0.1938 10.7943 -0.2726 -6.2527 0.3674 -0.5353 0.7605
7 3 -8 0.2502 6.9370 3.1053 -7.6140 -0.0454 0.0646 0.9969
-3 5 -3 0.2040 -2.8482 4.6387 -3.3557 -0.4889 0.7101 0.5067
-11 0 6 0.2206 -10.8107 0.3596 6.1673 -0.3754 0.5469 -0.7483
-1 -5 5 0.1500 -0.6672 -4.5674 5.4112 0.3708 -0.5379 -0.7571
0 0 15 0.0740 0.3903 0.4771 14.7698 -0.7899 -0.4290 -0.4382
-9 -3 1 0.2702 -8.6216 -3.3749 1.0788 0.3999 0.2179 -0.8903
1 0 -15 0.0265 0.7034 -0.0471 -14.8235 0.7349 0.3990 0.5484
-1 2 13 0.1134 -0.6463 2.0687 13.4403 -0.9491 -0.1761 -0.2613
-4 0 14 0.1194 -4.0749 0.2542 13.9372 -0.7274 -0.1347 -0.6728
8 0 11 0.1660 8.3730 0.1459 10.5496 -0.5199 -0.8490 0.0950
3 -1 14 0.1159 3.0100 -0.9882 14.0525 -0.5447 -0.7110 -0.4448
-6 0 -13 0.1302 -6.0071 0.0936 -12.8159 0.6026 0.7861 0.1378
-3 4 5 0.2089 -2.7903 4.4307 5.3755 -0.8879 0.4229 0.1812

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT007_Br4spiroH4-2Et2O    
;
PROBLEM: Number of Unrefined Donor-H Atoms .............. 2
Report RESPONSE: On refinement the donor-H bond lengths of this structure 
were not chemically sensible, accordingly they were restrained at geometrical
estimates.
;

