# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_rm1414a
_database_code_depnum_ccdc_archive 'CCDC 1417004'
_audit_update_record             
;
2015-08-04 deposited with the CCDC.
2015-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H10 B F15 O2'
_chemical_formula_sum            'C30 H10 B F15 O2'
_chemical_formula_weight         698.19

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'
B B 0.0090 0.0039 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.53693(10)
_cell_length_b                   13.77283(16)
_cell_length_c                   36.3610(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.1711(10)
_cell_angle_gamma                90
_cell_volume                     5255.36(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    11532
_cell_measurement_theta_min      3.652
_cell_measurement_theta_max      73.945

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.765
_exptl_crystal_F_000             2768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.648
_shelx_estimated_absorpt_T_min   0.581
_shelx_estimated_absorpt_T_max   0.866
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model. Empirical absorption correction using
spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Supernova Dual with CCD detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21738
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0141
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         3.433
_diffrn_reflns_theta_max         74.095
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10388
_reflns_number_gt                9342
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    'SHELXS (Sheldrick 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0409P)²+2.8511P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10388
_refine_ls_number_parameters     867
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.0915
_refine_ls_wR_factor_gt          0.0881
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C13 C 0.99603(15) 0.51949(12) 0.17187(5) 0.0301(3) Uani 1 1 d . . . . .
C11 C 0.77124(15) 0.49751(11) 0.14854(4) 0.0256(3) Uani 1 1 d . . . . .
C12 C 0.86746(15) 0.51595(12) 0.17649(4) 0.0267(3) Uani 1 1 d . . . . .
C14 C 1.03532(16) 0.50544(14) 0.13718(5) 0.0338(4) Uani 1 1 d . . . . .
C16 C 0.81723(16) 0.48622(13) 0.11407(5) 0.0300(3) Uani 1 1 d . . . . .
C15 C 0.94561(17) 0.48831(14) 0.10824(5) 0.0331(4) Uani 1 1 d . . . . .
F12 F 0.83548(9) 0.53115(7) 0.21130(3) 0.0315(2) Uani 1 1 d . . . . .
F13 F 1.08272(9) 0.53541(9) 0.20059(3) 0.0390(2) Uani 1 1 d . . . . .
F16 F 0.73834(10) 0.47309(9) 0.08316(3) 0.0404(3) Uani 1 1 d . . . . .
F14 F 1.15918(10) 0.50711(10) 0.13197(3) 0.0485(3) Uani 1 1 d . . . . .
F15 F 0.98243(10) 0.47297(10) 0.07424(3) 0.0461(3) Uani 1 1 d . . . . .
B1 B 0.61978(16) 0.49862(13) 0.15833(5) 0.0238(3) Uani 1 1 d . . . . .
C23 C 0.41557(15) 0.34290(13) 0.22211(4) 0.0285(3) Uani 1 1 d . . . . .
C26 C 0.66380(15) 0.34523(12) 0.20592(4) 0.0259(3) Uani 1 1 d . . . . .
C22 C 0.45799(15) 0.40757(12) 0.19689(4) 0.0253(3) Uani 1 1 d . . . . .
C25 C 0.62529(17) 0.27986(12) 0.23153(5) 0.0300(3) Uani 1 1 d . . . . .
C24 C 0.50023(18) 0.27828(12) 0.23971(4) 0.0315(4) Uani 1 1 d . . . . .
C21 C 0.58397(15) 0.41413(11) 0.18798(4) 0.0239(3) Uani 1 1 d . . . . .
F22 F 0.36980(8) 0.46898(7) 0.18097(3) 0.0306(2) Uani 1 1 d . . . . .
F26 F 0.78751(9) 0.33758(7) 0.19901(3) 0.0323(2) Uani 1 1 d . . . . .
F23 F 0.29266(10) 0.34209(8) 0.22948(3) 0.0380(2) Uani 1 1 d . . . . .
F25 F 0.70892(11) 0.21648(8) 0.24813(3) 0.0422(3) Uani 1 1 d . . . . .
F24 F 0.46091(12) 0.21373(9) 0.26371(3) 0.0454(3) Uani 1 1 d . . . . .
C36 C 0.42581(15) 0.53554(12) 0.10484(4) 0.0260(3) Uani 1 1 d . . . . .
C32 C 0.52662(16) 0.38564(12) 0.10423(4) 0.0295(3) Uani 1 1 d . . . . .
C31 C 0.52167(14) 0.47642(12) 0.12093(4) 0.0247(3) Uani 1 1 d . . . . .
C33 C 0.44698(18) 0.35618(13) 0.07417(5) 0.0346(4) Uani 1 1 d . . . . .
C34 C 0.35452(18) 0.41834(14) 0.05920(5) 0.0352(4) Uani 1 1 d . . . . .
C35 C 0.34311(15) 0.50851(13) 0.07471(5) 0.0310(4) Uani 1 1 d . . . . .
F36 F 0.40545(9) 0.62504(7) 0.11826(3) 0.0340(2) Uani 1 1 d . . . . .
F32 F 0.61652(10) 0.32097(7) 0.11722(3) 0.0374(2) Uani 1 1 d . . . . .
F35 F 0.25103(10) 0.56930(9) 0.06089(3) 0.0410(3) Uani 1 1 d . . . . .
F34 F 0.27640(12) 0.39088(10) 0.02979(3) 0.0523(3) Uani 1 1 d . . . . .
F33 F 0.46007(13) 0.26781(8) 0.05885(3) 0.0480(3) Uani 1 1 d . . . . .
C46 C 0.59467(16) 0.53847(12) 0.26293(5) 0.0294(3) Uani 1 1 d . . . . .
H46 H 0.6805 0.5300 0.2575 0.035 Uiso 1 1 calc R U . . .
C41 C 0.50897(15) 0.58890(11) 0.23859(4) 0.0257(3) Uani 1 1 d . . . . .
C44 C 0.42902(19) 0.51380(14) 0.30334(5) 0.0381(4) Uani 1 1 d . . . . .
H44 H 0.4019 0.4883 0.3256 0.046 Uiso 1 1 calc R U . . .
C43 C 0.34355(18) 0.56414(15) 0.27909(5) 0.0375(4) Uani 1 1 d . . . . .
H43 H 0.2578 0.5724 0.2846 0.045 Uiso 1 1 calc R U . . .
C42 C 0.38294(16) 0.60218(13) 0.24696(5) 0.0319(4) Uani 1 1 d . . . . .
H42 H 0.3247 0.6374 0.2305 0.038 Uiso 1 1 calc R U . . .
C45 C 0.55339(18) 0.50066(14) 0.29518(5) 0.0354(4) Uani 1 1 d . . . . .
H45 H 0.6111 0.4655 0.3118 0.042 Uiso 1 1 calc R U . . .
O52 O 0.53442(10) 0.73789(8) 0.21256(3) 0.0257(2) Uani 1 1 d . . . . .
O53 O 0.55027(12) 0.89500(9) 0.20093(3) 0.0321(3) Uani 1 1 d . . . . .
C48 C 0.59993(14) 0.60945(11) 0.17409(4) 0.0228(3) Uani 1 1 d . . . . .
C47 C 0.55155(14) 0.63908(11) 0.20582(4) 0.0239(3) Uani 1 1 d . . . . .
C50 C 0.63136(15) 0.78302(12) 0.15971(4) 0.0270(3) Uani 1 1 d . . . . .
H50 H 0.6637 0.8318 0.1446 0.032 Uiso 1 1 calc R U . . .
C51 C 0.57212(15) 0.80599(12) 0.19115(4) 0.0256(3) Uani 1 1 d . . . . .
C49 C 0.64072(14) 0.68702(12) 0.15159(4) 0.0259(3) Uani 1 1 d . . . . .
H49 H 0.6768 0.6701 0.1294 0.031 Uiso 1 1 calc R U . . .
C54 C 0.47509(19) 0.90960(14) 0.23240(5) 0.0379(4) Uani 1 1 d . . . . .
H54A H 0.3894 0.8830 0.2266 0.057 Uiso 1 1 calc R U . . .
H54B H 0.4691 0.9792 0.2376 0.057 Uiso 1 1 calc R U . . .
H54C H 0.5164 0.8764 0.2541 0.057 Uiso 1 1 calc R U . . .
C66 C 0.05759(15) 0.92280(12) 0.09245(4) 0.0253(3) Uani 1 1 d . . . . .
C64 C 0.01945(16) 0.80475(13) 0.13852(5) 0.0306(3) Uani 1 1 d . . . . .
C63 C 0.14927(16) 0.79010(12) 0.14426(4) 0.0292(3) Uani 1 1 d . . . . .
C61 C 0.18906(14) 0.91300(11) 0.09742(4) 0.0232(3) Uani 1 1 d . . . . .
C62 C 0.22888(14) 0.84355(12) 0.12394(4) 0.0245(3) Uani 1 1 d . . . . .
C65 C -0.02595(15) 0.87219(13) 0.11271(4) 0.0282(3) Uani 1 1 d . . . . .
F62 F 0.35497(8) 0.82535(7) 0.13103(3) 0.0291(2) Uani 1 1 d . . . . .
F66 F 0.00195(9) 0.98245(8) 0.06620(3) 0.0328(2) Uani 1 1 d . . . . .
F65 F -0.15257(9) 0.88837(9) 0.10753(3) 0.0381(2) Uani 1 1 d . . . . .
F64 F -0.06139(10) 0.75553(9) 0.15804(3) 0.0437(3) Uani 1 1 d . . . . .
F63 F 0.19675(10) 0.72575(8) 0.16946(3) 0.0424(3) Uani 1 1 d . . . . .
C71 C 0.34351(15) 0.86665(12) 0.04954(4) 0.0265(3) Uani 1 1 d . . . . .
C74 C 0.4001(2) 0.69263(14) 0.01139(5) 0.0393(4) Uani 1 1 d . . . . .
C72 C 0.45786(16) 0.81645(13) 0.05565(4) 0.0288(3) Uani 1 1 d . . . . .
C73 C 0.48713(18) 0.73168(13) 0.03760(5) 0.0353(4) Uani 1 1 d . . . . .
C76 C 0.25915(16) 0.82237(13) 0.02281(5) 0.0316(4) Uani 1 1 d . . . . .
C75 C 0.28548(19) 0.73935(15) 0.00355(5) 0.0390(4) Uani 1 1 d . . . . .
F72 F 0.55113(9) 0.84745(8) 0.08091(3) 0.0327(2) Uani 1 1 d . . . . .
F76 F 0.14209(10) 0.86207(8) 0.01450(3) 0.0393(2) Uani 1 1 d . . . . .
F73 F 0.59949(11) 0.68737(9) 0.04602(4) 0.0481(3) Uani 1 1 d . . . . .
F74 F 0.42495(13) 0.60924(9) -0.00557(4) 0.0541(3) Uani 1 1 d . . . . .
F75 F 0.19892(13) 0.70283(10) -0.02231(3) 0.0551(3) Uani 1 1 d . . . . .
B2 B 0.29637(16) 0.96284(13) 0.07280(5) 0.0231(3) Uani 1 1 d . . . . .
C81 C 0.41713(14) 1.01291(11) 0.09809(4) 0.0234(3) Uani 1 1 d . . . . .
C82 C 0.52139(15) 1.04646(12) 0.08093(4) 0.0270(3) Uani 1 1 d . . . . .
C86 C 0.42688(15) 1.03252(11) 0.13569(4) 0.0257(3) Uani 1 1 d . . . . .
C85 C 0.52948(17) 1.07927(12) 0.15437(5) 0.0311(3) Uani 1 1 d . . . . .
C84 C 0.63102(17) 1.10792(13) 0.13594(5) 0.0341(4) Uani 1 1 d . . . . .
C83 C 0.62649(16) 1.09159(13) 0.09851(5) 0.0324(4) Uani 1 1 d . . . . .
F82 F 0.52338(9) 1.03344(8) 0.04397(3) 0.0341(2) Uani 1 1 d . . . . .
F86 F 0.33152(9) 1.00976(7) 0.15659(2) 0.0310(2) Uani 1 1 d . . . . .
F85 F 0.52955(11) 1.09868(8) 0.19064(3) 0.0412(3) Uani 1 1 d . . . . .
F83 F 0.72304(10) 1.12007(10) 0.07930(3) 0.0471(3) Uani 1 1 d . . . . .
F84 F 0.73095(11) 1.15207(9) 0.15416(3) 0.0482(3) Uani 1 1 d . . . . .
O102 O 0.13719(11) 1.19641(9) 0.02300(3) 0.0309(3) Uani 1 1 d . . . . .
O103 O 0.11591(13) 1.24664(11) -0.03582(4) 0.0454(3) Uani 1 1 d . . . . .
C91 C 0.14336(16) 1.17280(12) 0.08624(5) 0.0291(3) Uani 1 1 d . . . . .
C98 C 0.24322(14) 1.04908(12) 0.04322(4) 0.0254(3) Uani 1 1 d . . . . .
C99 C 0.27306(16) 1.04155(14) 0.00574(4) 0.0315(4) Uani 1 1 d . . . . .
H99 H 0.3219 0.9873 -0.0008 0.038 Uiso 1 1 calc R U . . .
C92 C 0.23618(19) 1.20108(13) 0.11335(5) 0.0371(4) Uani 1 1 d . . . . .
H92 H 0.3236 1.1909 0.1100 0.045 Uiso 1 1 calc R U . . .
C97 C 0.17982(14) 1.13145(12) 0.05119(4) 0.0259(3) Uani 1 1 d . . . . .
C100 C 0.23601(17) 1.10712(15) -0.02115(5) 0.0369(4) Uani 1 1 d . . . . .
H100 H 0.2598 1.1001 -0.0456 0.044 Uiso 1 1 calc R U . . .
C96 C 0.01560(19) 1.19222(16) 0.09062(6) 0.0463(5) Uani 1 1 d . . . . .
H96 H -0.0486 1.1758 0.0716 0.056 Uiso 1 1 calc R U . . .
C94 C 0.0750(3) 1.25992(16) 0.15025(7) 0.0585(6) Uani 1 1 d . . . . .
H94 H 0.0517 1.2876 0.1726 0.070 Uiso 1 1 calc R U . . .
C104 C 0.0458(2) 1.33092(17) -0.02494(7) 0.0535(6) Uani 1 1 d . . . . .
H10A H 0.0130 1.3186 -0.0010 0.080 Uiso 1 1 calc R U . . .
H10B H -0.0255 1.3437 -0.0435 0.080 Uiso 1 1 calc R U . . .
H10C H 0.1026 1.3874 -0.0229 0.080 Uiso 1 1 calc R U . . .
C101 C 0.16289(16) 1.18369(15) -0.01141(5) 0.0347(4) Uani 1 1 d . . . . .
C95 C -0.0174(2) 1.23553(17) 0.12279(8) 0.0592(7) Uani 1 1 d . . . . .
H95 H -0.1044 1.2484 0.1259 0.071 Uiso 1 1 calc R U . . .
C93 C 0.2018(3) 1.24433(16) 0.14546(6) 0.0540(6) Uani 1 1 d . . . . .
H93 H 0.2658 1.2632 0.1642 0.065 Uiso 1 1 calc R U . . .


_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
C13 F13 1.342(2) . ?
C13 C14 1.376(3) . ?
C13 C12 1.381(2) . ?
C11 C12 1.393(2) . ?
C11 C16 1.393(2) . ?
C11 B1 1.666(2) . ?
C12 F12 1.3549(19) . ?
C14 F14 1.3358(19) . ?
C14 C15 1.370(3) . ?
C16 F16 1.348(2) . ?
C16 C15 1.388(2) . ?
C15 F15 1.346(2) . ?
B1 C48 1.650(2) . ?
B1 C21 1.653(2) . ?
B1 C31 1.660(2) . ?
C23 F23 1.3460(19) . ?
C23 C24 1.376(3) . ?
C23 C22 1.381(2) . ?
C26 F26 1.3537(18) . ?
C26 C25 1.382(2) . ?
C26 C21 1.391(2) . ?
C22 F22 1.3480(18) . ?
C22 C21 1.397(2) . ?
C25 F25 1.344(2) . ?
C25 C24 1.377(3) . ?
C24 F24 1.3375(19) . ?
C36 F36 1.3501(19) . ?
C36 C31 1.385(2) . ?
C36 C35 1.388(2) . ?
C32 F32 1.354(2) . ?
C32 C33 1.378(2) . ?
C32 C31 1.393(2) . ?
C33 F33 1.351(2) . ?
C33 C34 1.372(3) . ?
C34 F34 1.344(2) . ?
C34 C35 1.374(3) . ?
C35 F35 1.344(2) . ?
C46 C45 1.388(2) . ?
C46 C41 1.392(2) . ?
C46 H46 0.9500 . ?
C41 C42 1.401(2) . ?
C41 C47 1.482(2) . ?
C44 C45 1.381(3) . ?
C44 C43 1.388(3) . ?
C44 H44 0.9500 . ?
C43 C42 1.378(2) . ?
C43 H43 0.9500 . ?
C42 H42 0.9500 . ?
C45 H45 0.9500 . ?
O52 C51 1.3037(19) . ?
O52 C47 1.3973(19) . ?
O53 C51 1.303(2) . ?
O53 C54 1.463(2) . ?
C48 C47 1.365(2) . ?
C48 C49 1.435(2) . ?
C50 C49 1.360(2) . ?
C50 C51 1.387(2) . ?
C50 H50 0.9500 . ?
C49 H49 0.9500 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C66 F66 1.3521(18) . ?
C66 C65 1.386(2) . ?
C66 C61 1.387(2) . ?
C64 F64 1.3408(19) . ?
C64 C65 1.375(2) . ?
C64 C63 1.380(2) . ?
C63 F63 1.3391(19) . ?
C63 C62 1.379(2) . ?
C61 C62 1.396(2) . ?
C61 B2 1.653(2) . ?
C62 F62 1.3537(18) . ?
C65 F65 1.3491(18) . ?
C71 C72 1.390(2) . ?
C71 C76 1.397(2) . ?
C71 B2 1.671(2) . ?
C74 F74 1.340(2) . ?
C74 C73 1.372(3) . ?
C74 C75 1.375(3) . ?
C72 F72 1.352(2) . ?
C72 C73 1.388(2) . ?
C73 F73 1.343(2) . ?
C76 F76 1.358(2) . ?
C76 C75 1.382(3) . ?
C75 F75 1.347(2) . ?
B2 C81 1.652(2) . ?
B2 C98 1.665(2) . ?
C81 C86 1.388(2) . ?
C81 C82 1.391(2) . ?
C82 F82 1.3578(18) . ?
C82 C83 1.376(2) . ?
C86 F86 1.3502(18) . ?
C86 C85 1.383(2) . ?
C85 F85 1.3453(19) . ?
C85 C84 1.371(3) . ?
C84 F84 1.339(2) . ?
C84 C83 1.376(3) . ?
C83 F83 1.343(2) . ?
O102 C101 1.315(2) . ?
O102 C97 1.4036(19) . ?
O103 C101 1.306(2) . ?
O103 C104 1.450(3) . ?
C91 C92 1.381(3) . ?
C91 C96 1.396(3) . ?
C91 C97 1.478(2) . ?
C98 C97 1.361(2) . ?
C98 C99 1.430(2) . ?
C99 C100 1.362(3) . ?
C99 H99 0.9500 . ?
C92 C93 1.388(3) . ?
C92 H92 0.9500 . ?
C100 C101 1.371(3) . ?
C100 H100 0.9500 . ?
C96 C95 1.385(3) . ?
C96 H96 0.9500 . ?
C94 C95 1.372(4) . ?
C94 C93 1.380(4) . ?
C94 H94 0.9500 . ?
C104 H10A 0.9800 . ?
C104 H10B 0.9800 . ?
C104 H10C 0.9800 . ?
C95 H95 0.9500 . ?
C93 H93 0.9500 . ?

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
F13 C13 C14 119.76(15) . . ?
F13 C13 C12 121.15(15) . . ?
C14 C13 C12 119.09(16) . . ?
C12 C11 C16 112.81(14) . . ?
C12 C11 B1 119.39(14) . . ?
C16 C11 B1 127.66(14) . . ?
F12 C12 C13 115.95(14) . . ?
F12 C12 C11 118.93(14) . . ?
C13 C12 C11 125.12(15) . . ?
F14 C14 C15 120.62(16) . . ?
F14 C14 C13 120.40(16) . . ?
C15 C14 C13 118.97(15) . . ?
F16 C16 C15 114.30(15) . . ?
F16 C16 C11 121.78(15) . . ?
C15 C16 C11 123.92(16) . . ?
F15 C15 C14 119.79(15) . . ?
F15 C15 C16 120.17(16) . . ?
C14 C15 C16 120.04(16) . . ?
C48 B1 C21 112.40(12) . . ?
C48 B1 C31 111.45(12) . . ?
C21 B1 C31 104.04(12) . . ?
C48 B1 C11 103.68(12) . . ?
C21 B1 C11 114.34(13) . . ?
C31 B1 C11 111.16(12) . . ?
F23 C23 C24 119.80(15) . . ?
F23 C23 C22 120.82(15) . . ?
C24 C23 C22 119.38(15) . . ?
F26 C26 C25 114.87(14) . . ?
F26 C26 C21 121.18(14) . . ?
C25 C26 C21 123.95(15) . . ?
F22 C22 C23 115.97(14) . . ?
F22 C22 C21 119.49(14) . . ?
C23 C22 C21 124.52(15) . . ?
F25 C25 C24 119.62(15) . . ?
F25 C25 C26 120.33(15) . . ?
C24 C25 C26 120.04(15) . . ?
F24 C24 C25 120.68(16) . . ?
F24 C24 C23 120.48(16) . . ?
C25 C24 C23 118.82(15) . . ?
C26 C21 C22 113.21(14) . . ?
C26 C21 B1 128.48(14) . . ?
C22 C21 B1 118.31(13) . . ?
F36 C36 C31 121.17(14) . . ?
F36 C36 C35 114.92(14) . . ?
C31 C36 C35 123.91(16) . . ?
F32 C32 C33 116.11(15) . . ?
F32 C32 C31 119.39(15) . . ?
C33 C32 C31 124.48(16) . . ?
C36 C31 C32 113.44(15) . . ?
C36 C31 B1 127.88(14) . . ?
C32 C31 B1 118.51(14) . . ?
F33 C33 C34 119.60(16) . . ?
F33 C33 C32 120.99(17) . . ?
C34 C33 C32 119.40(17) . . ?
F34 C34 C33 120.14(17) . . ?
F34 C34 C35 120.75(17) . . ?
C33 C34 C35 119.11(16) . . ?
F35 C35 C34 119.77(15) . . ?
F35 C35 C36 120.58(16) . . ?
C34 C35 C36 119.65(16) . . ?
C45 C46 C41 119.32(16) . . ?
C45 C46 H46 120.3 . . ?
C41 C46 H46 120.3 . . ?
C46 C41 C42 120.03(15) . . ?
C46 C41 C47 121.20(14) . . ?
C42 C41 C47 118.39(14) . . ?
C45 C44 C43 120.19(16) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C42 C43 C44 120.05(17) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C43 C42 C41 119.89(16) . . ?
C43 C42 H42 120.1 . . ?
C41 C42 H42 120.1 . . ?
C44 C45 C46 120.52(17) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C51 O52 C47 123.00(13) . . ?
C51 O53 C54 117.67(13) . . ?
C47 C48 C49 114.40(14) . . ?
C47 C48 B1 129.69(14) . . ?
C49 C48 B1 115.90(13) . . ?
C48 C47 O52 120.23(14) . . ?
C48 C47 C41 134.70(15) . . ?
O52 C47 C41 105.07(12) . . ?
C49 C50 C51 116.57(15) . . ?
C49 C50 H50 121.7 . . ?
C51 C50 H50 121.7 . . ?
O52 C51 O53 116.30(14) . . ?
O52 C51 C50 120.80(15) . . ?
O53 C51 C50 122.90(15) . . ?
C50 C49 C48 124.66(15) . . ?
C50 C49 H49 117.7 . . ?
C48 C49 H49 117.7 . . ?
O53 C54 H54A 109.5 . . ?
O53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
O53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
F66 C66 C65 115.16(14) . . ?
F66 C66 C61 121.02(14) . . ?
C65 C66 C61 123.80(15) . . ?
F64 C64 C65 120.28(15) . . ?
F64 C64 C63 120.96(15) . . ?
C65 C64 C63 118.76(15) . . ?
F63 C63 C64 120.29(15) . . ?
F63 C63 C62 120.80(15) . . ?
C64 C63 C62 118.90(15) . . ?
C66 C61 C62 113.03(14) . . ?
C66 C61 B2 127.77(14) . . ?
C62 C61 B2 118.75(13) . . ?
F62 C62 C63 115.66(14) . . ?
F62 C62 C61 119.15(13) . . ?
C63 C62 C61 125.19(15) . . ?
F65 C65 C64 119.06(14) . . ?
F65 C65 C66 120.67(15) . . ?
C64 C65 C66 120.27(15) . . ?
C72 C71 C76 112.46(15) . . ?
C72 C71 B2 127.35(14) . . ?
C76 C71 B2 119.92(14) . . ?
F74 C74 C73 120.62(19) . . ?
F74 C74 C75 120.66(18) . . ?
C73 C74 C75 118.70(17) . . ?
F72 C72 C73 114.08(15) . . ?
F72 C72 C71 121.20(15) . . ?
C73 C72 C71 124.72(16) . . ?
F73 C73 C74 120.07(16) . . ?
F73 C73 C72 120.23(17) . . ?
C74 C73 C72 119.69(18) . . ?
F76 C76 C75 116.11(15) . . ?
F76 C76 C71 119.16(15) . . ?
C75 C76 C71 124.73(17) . . ?
F75 C75 C74 119.78(17) . . ?
F75 C75 C76 120.56(19) . . ?
C74 C75 C76 119.64(17) . . ?
C81 B2 C61 113.68(12) . . ?
C81 B2 C98 105.03(12) . . ?
C61 B2 C98 116.06(12) . . ?
C81 B2 C71 111.31(12) . . ?
C61 B2 C71 101.18(12) . . ?
C98 B2 C71 109.68(12) . . ?
C86 C81 C82 112.71(14) . . ?
C86 C81 B2 127.91(14) . . ?
C82 C81 B2 119.26(13) . . ?
F82 C82 C83 115.84(14) . . ?
F82 C82 C81 118.92(14) . . ?
C83 C82 C81 125.24(15) . . ?
F86 C86 C85 114.84(14) . . ?
F86 C86 C81 121.09(14) . . ?
C85 C86 C81 124.02(15) . . ?
F85 C85 C84 119.37(15) . . ?
F85 C85 C86 120.36(16) . . ?
C84 C85 C86 120.26(16) . . ?
F84 C84 C85 120.17(17) . . ?
F84 C84 C83 121.29(17) . . ?
C85 C84 C83 118.53(15) . . ?
F83 C83 C84 120.40(15) . . ?
F83 C83 C82 120.40(16) . . ?
C84 C83 C82 119.20(16) . . ?
C101 O102 C97 122.00(14) . . ?
C101 O103 C104 121.14(17) . . ?
C92 C91 C96 119.53(17) . . ?
C92 C91 C97 120.13(16) . . ?
C96 C91 C97 120.05(16) . . ?
C97 C98 C99 114.71(15) . . ?
C97 C98 B2 126.87(14) . . ?
C99 C98 B2 118.28(14) . . ?
C100 C99 C98 124.24(18) . . ?
C100 C99 H99 117.9 . . ?
C98 C99 H99 117.9 . . ?
C91 C92 C93 120.0(2) . . ?
C91 C92 H92 120.0 . . ?
C93 C92 H92 120.0 . . ?
C98 C97 O102 120.44(14) . . ?
C98 C97 C91 132.50(14) . . ?
O102 C97 C91 107.05(14) . . ?
C99 C100 C101 117.13(16) . . ?
C99 C100 H100 121.4 . . ?
C101 C100 H100 121.4 . . ?
C95 C96 C91 119.8(2) . . ?
C95 C96 H96 120.1 . . ?
C91 C96 H96 120.1 . . ?
C95 C94 C93 120.1(2) . . ?
C95 C94 H94 119.9 . . ?
C93 C94 H94 119.9 . . ?
O103 C104 H10A 109.5 . . ?
O103 C104 H10B 109.5 . . ?
H10A C104 H10B 109.5 . . ?
O103 C104 H10C 109.5 . . ?
H10A C104 H10C 109.5 . . ?
H10B C104 H10C 109.5 . . ?
O103 C101 O102 117.39(18) . . ?
O103 C101 C100 121.50(17) . . ?
O102 C101 C100 121.10(16) . . ?
C94 C95 C96 120.3(2) . . ?
C94 C95 H95 119.9 . . ?
C96 C95 H95 119.9 . . ?
C94 C93 C92 120.1(2) . . ?
C94 C93 H93 119.9 . . ?
C92 C93 H93 119.9 . . ?

_refine_diff_density_max         0.288
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.043

_shelxl_version_number           2013-3

####################################################################### 
# 
# 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_rm1415e
_database_code_depnum_ccdc_archive 'CCDC 1417005'
_audit_update_record             
;
2015-08-04 deposited with the CCDC.
2015-09-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H14 B F15 O2'
_chemical_formula_sum            'C28 H14 B F15 O2'
_chemical_formula_weight         678.20

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'
B B 0.0090 0.0039 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.9906(3)
_cell_length_b                   16.0360(4)
_cell_length_c                   14.4145(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.562(2)
_cell_angle_gamma                90
_cell_volume                     2539.55(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4128
_cell_measurement_theta_min      4.091
_cell_measurement_theta_max      73.483

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.677
_shelx_estimated_absorpt_T_min   0.764
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model. Empirical absorption correction using
spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Supernova 4 circle with CCD detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10428
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.125
_diffrn_reflns_theta_max         73.947
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5024
_reflns_number_gt                4039
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    'SHELXS (Sheldrick 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Structure solved using direct methods to reveal all non-H atoms
which were refined anisotropically. H atoms added at calculated
positions and refined with a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0542P)²+0.8503P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5024
_refine_ls_number_parameters     417
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.1155
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
C15 C 1.0238(2) 0.03393(15) 0.80243(16) 0.0259(5) Uani 1 1 d . . . . .
C12 C 1.09734(19) 0.19219(14) 0.76579(15) 0.0237(4) Uani 1 1 d . . . . .
C14 C 1.0876(2) 0.07749(16) 0.87047(15) 0.0273(5) Uani 1 1 d . . . . .
C11 C 1.02978(19) 0.15307(14) 0.69526(14) 0.0222(4) Uani 1 1 d . . . . .
C13 C 1.12648(19) 0.15708(16) 0.85132(15) 0.0259(5) Uani 1 1 d . . . . .
C16 C 0.99881(19) 0.07126(15) 0.71710(15) 0.0235(4) Uani 1 1 d . . . . .
F16 F 0.93954(12) 0.02220(8) 0.65434(9) 0.0279(3) Uani 1 1 d . . . . .
F13 F 1.19175(13) 0.19981(10) 0.91556(9) 0.0329(3) Uani 1 1 d . . . . .
F12 F 1.13663(12) 0.27111(9) 0.75276(9) 0.0285(3) Uani 1 1 d . . . . .
F15 F 0.98926(14) -0.04515(9) 0.81831(10) 0.0351(3) Uani 1 1 d . . . . .
F14 F 1.11203(14) 0.04264(10) 0.95296(9) 0.0370(3) Uani 1 1 d . . . . .
C24 C 0.8212(2) 0.45378(16) 0.60930(18) 0.0325(5) Uani 1 1 d . . . . .
C21 C 0.93988(19) 0.29534(14) 0.60755(15) 0.0223(4) Uani 1 1 d . . . . .
C26 C 0.8807(2) 0.32641(16) 0.68421(15) 0.0267(5) Uani 1 1 d . . . . .
C22 C 0.9314(2) 0.34844(15) 0.53112(15) 0.0245(4) Uani 1 1 d . . . . .
C23 C 0.8763(2) 0.42554(16) 0.53049(17) 0.0289(5) Uani 1 1 d . . . . .
C25 C 0.8233(2) 0.40331(17) 0.68638(16) 0.0315(5) Uani 1 1 d . . . . .
F22 F 0.98203(13) 0.32503(9) 0.45073(9) 0.0297(3) Uani 1 1 d . . . . .
F26 F 0.87515(13) 0.28152(10) 0.76340(9) 0.0330(3) Uani 1 1 d . . . . .
F23 F 0.87570(14) 0.47264(10) 0.45338(11) 0.0381(3) Uani 1 1 d . . . . .
F24 F 0.76642(16) 0.52835(10) 0.61098(12) 0.0466(4) Uani 1 1 d . . . . .
F25 F 0.76740(16) 0.42822(12) 0.76341(11) 0.0468(4) Uani 1 1 d . . . . .
C36 C 1.2133(2) 0.27732(14) 0.54166(15) 0.0244(4) Uani 1 1 d . . . . .
C32 C 1.1941(2) 0.13458(14) 0.51821(14) 0.0227(4) Uani 1 1 d . . . . .
C35 C 1.3279(2) 0.27658(15) 0.50293(16) 0.0269(5) Uani 1 1 d . . . . .
C31 C 1.14002(19) 0.20733(14) 0.54923(14) 0.0219(4) Uani 1 1 d . . . . .
C33 C 1.3081(2) 0.13092(15) 0.47909(15) 0.0261(5) Uani 1 1 d . . . . .
C34 C 1.3748(2) 0.20293(16) 0.47073(15) 0.0269(5) Uani 1 1 d . . . . .
F34 F 1.48541(12) 0.20096(10) 0.43429(10) 0.0335(3) Uani 1 1 d . . . . .
F32 F 1.13471(12) 0.06108(8) 0.52536(9) 0.0288(3) Uani 1 1 d . . . . .
F35 F 1.39384(13) 0.34661(10) 0.49888(11) 0.0373(3) Uani 1 1 d . . . . .
F33 F 1.35441(13) 0.05822(9) 0.45043(10) 0.0344(3) Uani 1 1 d . . . . .
F36 F 1.17802(13) 0.35215(9) 0.57395(10) 0.0306(3) Uani 1 1 d . . . . .
B1 B 1.0032(2) 0.20215(16) 0.59580(16) 0.0214(5) Uani 1 1 d . . . . .
C46 C 0.90516(19) 0.15499(14) 0.52387(14) 0.0220(4) Uani 1 1 d . . . . .
C45 C 0.7899(2) 0.13339(14) 0.54911(15) 0.0231(4) Uani 1 1 d . . . . .
C48 C 0.8446(2) 0.10935(15) 0.36601(15) 0.0254(4) Uani 1 1 d . . . . .
H48 H 0.8634 0.1025 0.3025 0.031 Uiso 1 1 calc R U . . .
C49 C 0.7334(2) 0.08643(15) 0.39909(15) 0.0256(5) Uani 1 1 d . . . . .
C44 C 0.7327(2) 0.13779(17) 0.64165(16) 0.0291(5) Uani 1 1 d . . . . .
H44A H 0.7876 0.1689 0.6848 0.035 Uiso 1 1 calc R U . . .
H44B H 0.7244 0.0805 0.6662 0.035 Uiso 1 1 calc R U . . .
C47 C 0.9281(2) 0.14287(14) 0.42903(15) 0.0242(4) Uani 1 1 d . . . . .
H47 H 1.0055 0.1587 0.4072 0.029 Uiso 1 1 calc R U . . .
C42 C 0.5549(2) 0.1840(2) 0.73622(18) 0.0394(6) Uani 1 1 d . . . . .
H42A H 0.5584 0.1282 0.7656 0.047 Uiso 1 1 calc R U . . .
H42B H 0.6041 0.2227 0.7754 0.047 Uiso 1 1 calc R U . . .
C50 C 0.6558(2) 0.02724(18) 0.25996(17) 0.0369(6) Uani 1 1 d . . . . .
H50A H 0.6745 0.0770 0.2236 0.055 Uiso 1 1 calc R U . . .
H50B H 0.5803 0.0020 0.2355 0.055 Uiso 1 1 calc R U . . .
H50C H 0.7225 -0.0130 0.2557 0.055 Uiso 1 1 calc R U . . .
C41 C 0.4242(3) 0.2138(2) 0.73146(19) 0.0449(7) Uani 1 1 d . . . . .
H41A H 0.4209 0.2700 0.7048 0.067 Uiso 1 1 calc R U . . .
H41B H 0.3917 0.2150 0.7941 0.067 Uiso 1 1 calc R U . . .
H41C H 0.3754 0.1757 0.6924 0.067 Uiso 1 1 calc R U . . .
C43 C 0.6089(2) 0.1792(2) 0.64011(17) 0.0377(6) Uani 1 1 d . . . . .
H43A H 0.5529 0.1474 0.5984 0.045 Uiso 1 1 calc R U . . .
H43B H 0.6164 0.2362 0.6147 0.045 Uiso 1 1 calc R U . . .
O1 O 0.70770(14) 0.09976(10) 0.48648(10) 0.0252(3) Uani 1 1 d . . . . .
O2 O 0.64090(15) 0.05036(12) 0.35598(11) 0.0318(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C15 F15 1.345(3) . ?
C15 C14 1.380(3) . ?
C15 C16 1.389(3) . ?
C12 F12 1.352(3) . ?
C12 C13 1.385(3) . ?
C12 C11 1.392(3) . ?
C14 F14 1.335(3) . ?
C14 C13 1.376(4) . ?
C11 C16 1.394(3) . ?
C11 B1 1.654(3) . ?
C13 F13 1.344(3) . ?
C16 F16 1.353(3) . ?
C24 F24 1.339(3) . ?
C24 C25 1.374(4) . ?
C24 C23 1.378(4) . ?
C21 C26 1.390(3) . ?
C21 C22 1.393(3) . ?
C21 B1 1.659(3) . ?
C26 F26 1.352(3) . ?
C26 C25 1.386(4) . ?
C22 F22 1.352(3) . ?
C22 C23 1.377(3) . ?
C23 F23 1.344(3) . ?
C25 F25 1.344(3) . ?
C36 F36 1.348(3) . ?
C36 C31 1.388(3) . ?
C36 C35 1.391(3) . ?
C32 F32 1.353(3) . ?
C32 C31 1.389(3) . ?
C32 C33 1.389(3) . ?
C35 F35 1.339(3) . ?
C35 C34 1.374(4) . ?
C31 B1 1.665(3) . ?
C33 F33 1.342(3) . ?
C33 C34 1.375(4) . ?
C34 F34 1.338(2) . ?
B1 C46 1.658(3) . ?
C46 C45 1.372(3) . ?
C46 C47 1.410(3) . ?
C45 O1 1.370(3) . ?
C45 C44 1.492(3) . ?
C48 C49 1.374(3) . ?
C48 C47 1.382(3) . ?
C48 H48 0.9500 . ?
C49 O2 1.312(3) . ?
C49 O1 1.316(3) . ?
C44 C43 1.513(3) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C47 H47 0.9500 . ?
C42 C41 1.513(4) . ?
C42 C43 1.524(4) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C50 O2 1.446(3) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?

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
F15 C15 C14 119.8(2) . . ?
F15 C15 C16 120.5(2) . . ?
C14 C15 C16 119.7(2) . . ?
F12 C12 C13 115.9(2) . . ?
F12 C12 C11 119.11(19) . . ?
C13 C12 C11 124.9(2) . . ?
F14 C14 C13 120.7(2) . . ?
F14 C14 C15 120.5(2) . . ?
C13 C14 C15 118.8(2) . . ?
C12 C11 C16 112.8(2) . . ?
C12 C11 B1 119.8(2) . . ?
C16 C11 B1 127.25(19) . . ?
F13 C13 C14 119.8(2) . . ?
F13 C13 C12 120.8(2) . . ?
C14 C13 C12 119.3(2) . . ?
F16 C16 C15 114.9(2) . . ?
F16 C16 C11 120.83(19) . . ?
C15 C16 C11 124.2(2) . . ?
F24 C24 C25 120.6(2) . . ?
F24 C24 C23 121.1(2) . . ?
C25 C24 C23 118.3(2) . . ?
C26 C21 C22 112.8(2) . . ?
C26 C21 B1 127.6(2) . . ?
C22 C21 B1 119.26(19) . . ?
F26 C26 C25 115.07(19) . . ?
F26 C26 C21 120.9(2) . . ?
C25 C26 C21 124.1(2) . . ?
F22 C22 C23 115.8(2) . . ?
F22 C22 C21 119.2(2) . . ?
C23 C22 C21 125.0(2) . . ?
F23 C23 C22 120.2(2) . . ?
F23 C23 C24 120.3(2) . . ?
C22 C23 C24 119.5(2) . . ?
F25 C25 C24 119.7(2) . . ?
F25 C25 C26 120.1(2) . . ?
C24 C25 C26 120.2(2) . . ?
F36 C36 C31 121.30(19) . . ?
F36 C36 C35 114.7(2) . . ?
C31 C36 C35 124.0(2) . . ?
F32 C32 C31 119.73(19) . . ?
F32 C32 C33 115.9(2) . . ?
C31 C32 C33 124.4(2) . . ?
F35 C35 C34 119.9(2) . . ?
F35 C35 C36 120.5(2) . . ?
C34 C35 C36 119.7(2) . . ?
C36 C31 C32 113.55(19) . . ?
C36 C31 B1 127.2(2) . . ?
C32 C31 B1 119.14(19) . . ?
F33 C33 C34 119.7(2) . . ?
F33 C33 C32 121.1(2) . . ?
C34 C33 C32 119.3(2) . . ?
F34 C34 C35 120.4(2) . . ?
F34 C34 C33 120.5(2) . . ?
C35 C34 C33 119.1(2) . . ?
C11 B1 C46 114.92(18) . . ?
C11 B1 C21 113.87(17) . . ?
C46 B1 C21 101.96(16) . . ?
C11 B1 C31 103.48(16) . . ?
C46 B1 C31 110.45(17) . . ?
C21 B1 C31 112.47(18) . . ?
C45 C46 C47 114.4(2) . . ?
C45 C46 B1 122.60(18) . . ?
C47 C46 B1 122.61(19) . . ?
O1 C45 C46 121.45(19) . . ?
O1 C45 C44 108.75(18) . . ?
C46 C45 C44 129.8(2) . . ?
C49 C48 C47 117.2(2) . . ?
C49 C48 H48 121.4 . . ?
C47 C48 H48 121.4 . . ?
O2 C49 O1 109.94(19) . . ?
O2 C49 C48 129.7(2) . . ?
O1 C49 C48 120.3(2) . . ?
C45 C44 C43 114.1(2) . . ?
C45 C44 H44A 108.7 . . ?
C43 C44 H44A 108.7 . . ?
C45 C44 H44B 108.7 . . ?
C43 C44 H44B 108.7 . . ?
H44A C44 H44B 107.6 . . ?
C48 C47 C46 123.9(2) . . ?
C48 C47 H47 118.0 . . ?
C46 C47 H47 118.0 . . ?
C41 C42 C43 111.6(2) . . ?
C41 C42 H42A 109.3 . . ?
C43 C42 H42A 109.3 . . ?
C41 C42 H42B 109.3 . . ?
C43 C42 H42B 109.3 . . ?
H42A C42 H42B 108.0 . . ?
O2 C50 H50A 109.5 . . ?
O2 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
O2 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C42 C41 H41A 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C42 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C44 C43 C42 112.4(2) . . ?
C44 C43 H43A 109.1 . . ?
C42 C43 H43A 109.1 . . ?
C44 C43 H43B 109.1 . . ?
C42 C43 H43B 109.1 . . ?
H43A C43 H43B 107.9 . . ?
C49 O1 C45 122.65(18) . . ?
C49 O2 C50 117.39(19) . . ?

_refine_diff_density_max         0.423
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.053

_shelxl_version_number           2013-3

