# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# 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_ic15572
_database_code_depnum_ccdc_archive 'CCDC 1541378'
_audit_update_record             
;
2017-03-31 deposited with the CCDC.
2017-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
' (2Z,4Z)-3,4-dihydroxy-1,6-bis(4-(hexyloxy) phenyl)hexa-2,4-diene-1,6-dione'
_chemical_name_common            ?
_chemical_melting_point          400
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H38 O6'
_chemical_formula_weight         494.60

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0849(8)
_cell_length_b                   8.3286(9)
_cell_length_c                   10.9474(11)
_cell_angle_alpha                94.865(2)
_cell_angle_beta                 111.294(2)
_cell_angle_gamma                96.125(2)
_cell_volume                     676.80(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2017
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      27.40

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             266
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9595
_exptl_absorpt_correction_T_max  0.9795
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER SMART APEXCCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8777
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3108
_reflns_number_gt                2294
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0598P)²+0.0764P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3108
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1256
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.14084(14) -0.46523(11) -0.08901(10) 0.0452(3) Uani 1 1 d . . .
H1 H 0.2072 -0.3815 -0.0909 0.068 Uiso 1 1 calc R . .
O2 O 0.28521(12) -0.17558(11) -0.03050(10) 0.0429(3) Uani 1 1 d . . .
O3 O 0.34053(13) 0.48751(11) 0.31221(10) 0.0431(3) Uani 1 1 d . . .
C1 C 0.06080(16) -0.43083(15) -0.00596(12) 0.0324(3) Uani 1 1 d . . .
C2 C 0.08582(16) -0.28062(15) 0.06251(12) 0.0328(3) Uani 1 1 d . . .
H2 H 0.0252 -0.2622 0.1211 0.039 Uiso 1 1 calc R . .
C3 C 0.20380(16) -0.14960(16) 0.04657(12) 0.0324(3) Uani 1 1 d . . .
C4 C 0.23278(16) 0.01626(15) 0.11780(12) 0.0315(3) Uani 1 1 d . . .
C5 C 0.35313(16) 0.13787(16) 0.10046(13) 0.0355(3) Uani 1 1 d . . .
H5 H 0.4133 0.1128 0.0427 0.043 Uiso 1 1 calc R . .
C6 C 0.38505(17) 0.29285(17) 0.16599(13) 0.0379(3) Uani 1 1 d . . .
H6 H 0.4667 0.3742 0.1531 0.045 Uiso 1 1 calc R . .
C7 C 0.29819(17) 0.33142(16) 0.25139(13) 0.0348(3) Uani 1 1 d . . .
C8 C 0.17702(17) 0.21254(16) 0.26901(13) 0.0355(3) Uani 1 1 d . . .
H8 H 0.1164 0.2380 0.3264 0.043 Uiso 1 1 calc R . .
C9 C 0.14598(17) 0.05726(16) 0.20218(12) 0.0339(3) Uani 1 1 d . . .
H9 H 0.0631 -0.0236 0.2142 0.041 Uiso 1 1 calc R . .
C10 C 0.25088(19) 0.53798(17) 0.39745(14) 0.0412(3) Uani 1 1 d . . .
H10A H 0.2773 0.4737 0.4726 0.049 Uiso 1 1 calc R . .
H10B H 0.1194 0.5217 0.3481 0.049 Uiso 1 1 calc R . .
C11 C 0.31986(18) 0.71591(16) 0.44699(13) 0.0391(3) Uani 1 1 d . . .
H11A H 0.2947 0.7775 0.3703 0.047 Uiso 1 1 calc R . .
H11B H 0.4517 0.7297 0.4943 0.047 Uiso 1 1 calc R . .
C12 C 0.23599(18) 0.78709(17) 0.53930(14) 0.0396(3) Uani 1 1 d . . .
H12A H 0.1043 0.7746 0.4919 0.048 Uiso 1 1 calc R . .
H12B H 0.2602 0.7251 0.6157 0.048 Uiso 1 1 calc R . .
C13 C 0.30804(18) 0.96613(16) 0.58949(13) 0.0379(3) Uani 1 1 d . . .
H13A H 0.4398 0.9777 0.6365 0.046 Uiso 1 1 calc R . .
H13B H 0.2846 1.0270 0.5125 0.046 Uiso 1 1 calc R . .
C14 C 0.2281(2) 1.04297(18) 0.68142(14) 0.0440(3) Uani 1 1 d . . .
H14A H 0.2536 0.9839 0.7595 0.053 Uiso 1 1 calc R . .
H14B H 0.0962 1.0303 0.6352 0.053 Uiso 1 1 calc R . .
C15 C 0.3001(2) 1.2225(2) 0.72824(17) 0.0578(4) Uani 1 1 d . . .
H15A H 0.4304 1.2360 0.7755 0.087 Uiso 1 1 calc R . .
H15B H 0.2441 1.2647 0.7877 0.087 Uiso 1 1 calc R . .
H15C H 0.2720 1.2826 0.6518 0.087 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3230(15) . ?
O2 C3 1.2628(14) . ?
O3 C7 1.3576(16) . ?
O3 C10 1.4362(16) . ?
C1 C2 1.3582(18) . ?
C1 C1 1.479(2) 2_545 ?
C2 C3 1.4360(18) . ?
C3 C4 1.4788(18) . ?
C4 C9 1.3895(17) . ?
C4 C5 1.4018(17) . ?
C5 C6 1.3728(19) . ?
C6 C7 1.3945(18) . ?
C7 C8 1.3927(18) . ?
C8 C9 1.3812(18) . ?
C10 C11 1.5063(18) . ?
C11 C12 1.5214(19) . ?
C12 C13 1.5192(18) . ?
C13 C14 1.5136(18) . ?
C14 C15 1.518(2) . ?

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
C7 O3 C10 118.74(10) . . ?
O1 C1 C2 123.20(12) . . ?
O1 C1 C1 114.65(14) . 2_545 ?
C2 C1 C1 122.15(14) . 2_545 ?
C1 C2 C3 120.12(11) . . ?
O2 C3 C2 119.51(12) . . ?
O2 C3 C4 118.66(11) . . ?
C2 C3 C4 121.83(11) . . ?
C9 C4 C5 118.21(12) . . ?
C9 C4 C3 122.75(11) . . ?
C5 C4 C3 119.04(11) . . ?
C6 C5 C4 120.74(12) . . ?
C5 C6 C7 120.29(12) . . ?
O3 C7 C8 124.63(12) . . ?
O3 C7 C6 115.59(11) . . ?
C8 C7 C6 119.78(12) . . ?
C9 C8 C7 119.27(12) . . ?
C8 C9 C4 121.71(12) . . ?
O3 C10 C11 106.97(11) . . ?
C10 C11 C12 112.99(11) . . ?
C13 C12 C11 112.41(11) . . ?
C14 C13 C12 114.48(11) . . ?
C13 C14 C15 113.41(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O2 0.84 1.75 2.4872(13) 145.9 .

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.037
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
_exptl_crystal_preparation       ', Luminescent'
####################################################################### 
# 
# 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_ic18186
_database_code_depnum_ccdc_archive 'CCDC 1541377'
_audit_update_record             
;
2017-03-31 deposited with the CCDC.
2017-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'bis(borondifluoride) complex of (2Z,4Z)- 3,4-dihydroxy-1,6-bis(4-(tetradecyloxy)phenyl)hexa-2,4-diene-1,6-dione'
_chemical_name_common            ?
_chemical_melting_point          508
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H68 B2 F4 O6'
_chemical_formula_weight         814.62

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   7.1844(2)
_cell_length_b                   8.0944(2)
_cell_length_c                   20.2275(4)
_cell_angle_alpha                94.3001(6)
_cell_angle_beta                 98.6972(6)
_cell_angle_gamma                102.6741(6)
_cell_volume                     1127.28(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9467
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      70.11

_exptl_crystal_description       rod
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             438
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.434
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.104
_exptl_absorpt_coefficient_mu    0.717
_shelx_estimated_absorpt_T_min   0.746
_shelx_estimated_absorpt_T_max   0.929
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6078
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6896
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.224
_diffrn_reflns_theta_max         69.991
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4266
_reflns_number_gt                3778
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0694P)²+0.1409P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0081(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4266
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1184
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_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
B1 B 0.09077(15) 0.77305(15) 0.46312(6) 0.0312(3) Uani 1 1 d . . . . .
F1 F -0.05175(10) 0.81326(9) 0.41962(4) 0.0487(2) Uani 1 1 d . . . . .
F2 F 0.02309(12) 0.71209(9) 0.51765(4) 0.0546(2) Uani 1 1 d . . . . .
O1 O 0.24868(10) 0.92600(9) 0.48463(5) 0.0422(2) Uani 1 1 d . . . . .
O2 O 0.16173(10) 0.63584(9) 0.42727(4) 0.0375(2) Uani 1 1 d . . . . .
O3 O 0.48098(11) 0.03247(9) 0.31646(4) 0.0391(2) Uani 1 1 d . . . . .
C1 C 0.42882(13) 0.91984(12) 0.48528(5) 0.0275(2) Uani 1 1 d . . . . .
C2 C 0.48548(13) 0.78124(12) 0.46070(5) 0.0292(2) Uani 1 1 d . . . . .
H2 H 0.6191 0.7825 0.4640 0.035 Uiso 1 1 calc R U . . .
C3 C 0.34277(14) 0.63572(12) 0.43032(5) 0.0276(2) Uani 1 1 d . . . . .
C4 C 0.38554(14) 0.48253(12) 0.40046(5) 0.0281(2) Uani 1 1 d . . . . .
C5 C 0.57526(14) 0.47028(13) 0.39731(5) 0.0323(2) Uani 1 1 d . . . . .
H5 H 0.6797 0.5650 0.4147 0.039 Uiso 1 1 calc R U . . .
C6 C 0.61359(14) 0.32302(13) 0.36933(5) 0.0333(2) Uani 1 1 d . . . . .
H6 H 0.7432 0.3172 0.3672 0.040 Uiso 1 1 calc R U . . .
C7 C 0.46130(15) 0.18310(13) 0.34431(5) 0.0307(2) Uani 1 1 d . . . . .
C8 C 0.27119(15) 0.19311(14) 0.34780(6) 0.0384(3) Uani 1 1 d . . . . .
H8 H 0.1672 0.0973 0.3313 0.046 Uiso 1 1 calc R U . . .
C9 C 0.23400(15) 0.34036(14) 0.37496(6) 0.0356(2) Uani 1 1 d . . . . .
H9 H 0.1041 0.3462 0.3765 0.043 Uiso 1 1 calc R U . . .
C10 C 0.67225(16) 0.01371(13) 0.30943(6) 0.0355(2) Uani 1 1 d . . . . .
H10A H 0.7565 0.0321 0.3541 0.043 Uiso 1 1 calc R U . . .
H10B H 0.7309 0.0983 0.2811 0.043 Uiso 1 1 calc R U . . .
C11 C 0.65202(16) -0.16487(13) 0.27683(6) 0.0362(3) Uani 1 1 d . . . . .
H11A H 0.5561 -0.1860 0.2347 0.043 Uiso 1 1 calc R U . . .
H11B H 0.6037 -0.2480 0.3074 0.043 Uiso 1 1 calc R U . . .
C12 C 0.84526(16) -0.19066(13) 0.26114(6) 0.0363(3) Uani 1 1 d . . . . .
H12A H 0.8855 -0.1156 0.2269 0.044 Uiso 1 1 calc R U . . .
H12B H 0.9442 -0.1552 0.3024 0.044 Uiso 1 1 calc R U . . .
C13 C 0.84071(16) -0.37338(14) 0.23550(6) 0.0383(3) Uani 1 1 d . . . . .
H13A H 0.7945 -0.4497 0.2686 0.046 Uiso 1 1 calc R U . . .
H13B H 0.7474 -0.4072 0.1928 0.046 Uiso 1 1 calc R U . . .
C14 C 1.03794(17) -0.39666(14) 0.22375(6) 0.0405(3) Uani 1 1 d . . . . .
H14A H 1.0845 -0.3189 0.1911 0.049 Uiso 1 1 calc R U . . .
H14B H 1.1306 -0.3635 0.2666 0.049 Uiso 1 1 calc R U . . .
C15 C 1.03701(17) -0.57778(15) 0.19735(6) 0.0414(3) Uani 1 1 d . . . . .
H15A H 0.9920 -0.6554 0.2302 0.050 Uiso 1 1 calc R U . . .
H15B H 0.9433 -0.6114 0.1547 0.050 Uiso 1 1 calc R U . . .
C16 C 1.23387(17) -0.60010(15) 0.18488(6) 0.0426(3) Uani 1 1 d . . . . .
H16A H 1.3267 -0.5700 0.2278 0.051 Uiso 1 1 calc R U . . .
H16B H 1.2807 -0.5200 0.1531 0.051 Uiso 1 1 calc R U . . .
C17 C 1.23079(18) -0.78050(16) 0.15645(6) 0.0437(3) Uani 1 1 d . . . . .
H17A H 1.1864 -0.8603 0.1887 0.052 Uiso 1 1 calc R U . . .
H17B H 1.1358 -0.8114 0.1140 0.052 Uiso 1 1 calc R U . . .
C18 C 1.42636(18) -0.80273(16) 0.14255(6) 0.0441(3) Uani 1 1 d . . . . .
H18A H 1.5206 -0.7742 0.1852 0.053 Uiso 1 1 calc R U . . .
H18B H 1.4720 -0.7211 0.1111 0.053 Uiso 1 1 calc R U . . .
C19 C 1.42300(18) -0.98186(16) 0.11272(6) 0.0446(3) Uani 1 1 d . . . . .
H19A H 1.3789 -1.0635 0.1444 0.054 Uiso 1 1 calc R U . . .
H19B H 1.3279 -1.0110 0.0703 0.054 Uiso 1 1 calc R U . . .
C20 C 1.61875(18) -1.00220(16) 0.09835(6) 0.0454(3) Uani 1 1 d . . . . .
H20A H 1.6616 -0.9215 0.0662 0.054 Uiso 1 1 calc R U . . .
H20B H 1.7140 -0.9707 0.1407 0.054 Uiso 1 1 calc R U . . .
C21 C 1.6196(2) -1.18078(17) 0.06964(6) 0.0496(3) Uani 1 1 d . . . . .
H21A H 1.5762 -1.2618 0.1016 0.060 Uiso 1 1 calc R U . . .
H21B H 1.5254 -1.2122 0.0271 0.060 Uiso 1 1 calc R U . . .
C22 C 1.8164(2) -1.1988(2) 0.05610(7) 0.0629(4) Uani 1 1 d . . . . .
H22A H 1.8591 -1.1183 0.0239 0.075 Uiso 1 1 calc R U . . .
H22B H 1.9107 -1.1662 0.0986 0.075 Uiso 1 1 calc R U . . .
C23 C 1.8190(3) -1.3767(3) 0.02802(9) 0.0899(7) Uani 1 1 d . . . . .
H23A H 1.7807 -1.4570 0.0602 0.135 Uiso 1 1 calc R U . . .
H23B H 1.9499 -1.3791 0.0203 0.135 Uiso 1 1 calc R U . . .
H23C H 1.7282 -1.4093 -0.0146 0.135 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
B1 F2 1.3546(14) . ?
B1 F1 1.3584(13) . ?
B1 O1 1.4707(13) . ?
B1 O2 1.5029(12) . ?
O1 C1 1.3042(12) . ?
O2 C3 1.2930(12) . ?
O3 C7 1.3493(12) . ?
O3 C10 1.4419(12) . ?
C1 C2 1.3600(13) . ?
C1 C1 1.4840(19) 2_676 ?
C2 C3 1.4097(14) . ?
C3 C4 1.4518(13) . ?
C4 C5 1.3987(14) . ?
C4 C9 1.4025(14) . ?
C5 C6 1.3809(14) . ?
C6 C7 1.3924(15) . ?
C7 C8 1.3978(14) . ?
C8 C9 1.3710(15) . ?
C10 C11 1.5104(14) . ?
C11 C12 1.5239(14) . ?
C12 C13 1.5219(14) . ?
C13 C14 1.5206(15) . ?
C14 C15 1.5204(15) . ?
C15 C16 1.5198(15) . ?
C16 C17 1.5230(15) . ?
C17 C18 1.5193(15) . ?
C18 C19 1.5219(16) . ?
C19 C20 1.5190(16) . ?
C20 C21 1.5185(16) . ?
C21 C22 1.5155(18) . ?
C22 C23 1.513(2) . ?

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
F2 B1 F1 111.11(9) . . ?
F2 B1 O1 109.69(9) . . ?
F1 B1 O1 109.14(9) . . ?
F2 B1 O2 108.21(9) . . ?
F1 B1 O2 108.02(8) . . ?
O1 B1 O2 110.66(8) . . ?
C1 O1 B1 120.94(8) . . ?
C3 O2 B1 123.75(8) . . ?
C7 O3 C10 118.64(8) . . ?
O1 C1 C2 124.12(9) . . ?
O1 C1 C1 114.15(10) . 2_676 ?
C2 C1 C1 121.72(10) . 2_676 ?
C1 C2 C3 118.94(9) . . ?
O2 C3 C2 119.53(9) . . ?
O2 C3 C4 116.56(8) . . ?
C2 C3 C4 123.90(9) . . ?
C5 C4 C9 118.30(9) . . ?
C5 C4 C3 121.96(9) . . ?
C9 C4 C3 119.73(9) . . ?
C6 C5 C4 121.23(9) . . ?
C5 C6 C7 119.66(9) . . ?
O3 C7 C6 124.99(9) . . ?
O3 C7 C8 115.35(9) . . ?
C6 C7 C8 119.66(9) . . ?
C9 C8 C7 120.37(9) . . ?
C8 C9 C4 120.77(9) . . ?
O3 C10 C11 107.52(8) . . ?
C10 C11 C12 111.13(9) . . ?
C13 C12 C11 113.94(9) . . ?
C14 C13 C12 112.63(9) . . ?
C15 C14 C13 113.72(10) . . ?
C16 C15 C14 113.56(10) . . ?
C15 C16 C17 113.33(10) . . ?
C18 C17 C16 113.57(10) . . ?
C17 C18 C19 113.74(10) . . ?
C20 C19 C18 113.31(11) . . ?
C21 C20 C19 114.23(11) . . ?
C22 C21 C20 113.45(12) . . ?
C23 C22 C21 113.83(16) . . ?

_refine_diff_density_max         0.318
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.061


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
_exptl_crystal_preparation       ', Luminescent'
