# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_2Me-BPFB_kes58
_database_code_depnum_ccdc_archive 'CCDC 1520470'
_audit_update_record             
;
2016-12-02 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 4,4'-2Me-1,4-bis(5-phenylfuran-2-yl)benzene 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H22 O2'
_chemical_formula_sum            'C28 H22 O2'
_chemical_formula_weight         390.46

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           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   11.0733(7)
_cell_length_b                   6.1594(3)
_cell_length_c                   15.8500(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.183(2)
_cell_angle_gamma                90.00
_cell_volume                     1014.67(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9959
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      26.05

_exptl_crystal_description       PRISM
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             412
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9623
_exptl_absorpt_correction_T_max  0.9906
_exptl_absorpt_process_details   SADABS-2008/1

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24301
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         26.14
_reflns_number_total             2021
_reflns_number_gt                1755
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0717P)²+0.1209P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2021
_refine_ls_number_parameters     137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.1258
_refine_ls_wR_factor_gt          0.1034
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_restrained_S_all      1.157
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.32699(8) 0.94072(14) 0.66109(5) 0.0409(2) Uani 1 1 d . . .
C14 C 0.04454(16) 1.2688(3) 0.93756(11) 0.0714(5) Uani 1 1 d . . .
H14A H 0.0583 1.4220 0.9343 0.107 Uiso 0.75(2) 1 calc PR . .
H14B H 0.0815 1.2213 0.9988 0.107 Uiso 0.75(2) 1 calc PR . .
H14C H -0.0461 1.2392 0.9158 0.107 Uiso 0.75(2) 1 calc PR . .
H14D H 0.0042 1.1663 0.9650 0.107 Uiso 0.25(2) 1 calc PR . .
H14E H -0.0191 1.3670 0.9005 0.107 Uiso 0.25(2) 1 calc PR . .
H14F H 0.1086 1.3491 0.9835 0.107 Uiso 0.25(2) 1 calc PR . .
C1 C 0.10725(12) 1.1493(2) 0.88056(9) 0.0495(3) Uani 1 1 d . . .
C10 C 0.16369(13) 0.9466(2) 0.90558(9) 0.0512(4) Uani 1 1 d . . .
H10 H 0.1607 0.8819 0.9579 0.061 Uiso 1 1 calc R . .
C11 C 0.22394(12) 0.8392(2) 0.85468(9) 0.0472(3) Uani 1 1 d . . .
H11 H 0.2609 0.7039 0.8730 0.057 Uiso 1 1 calc R . .
C4 C 0.22974(11) 0.9322(2) 0.77588(8) 0.0396(3) Uani 1 1 d . . .
C5 C 0.29834(11) 0.8215(2) 0.72500(8) 0.0405(3) Uani 1 1 d . . .
C6 C 0.40008(11) 0.8102(2) 0.62687(8) 0.0410(3) Uani 1 1 d . . .
C7 C 0.44916(11) 0.90702(19) 0.56190(7) 0.0402(3) Uani 1 1 d . . .
C9 C 0.40949(12) 1.1121(2) 0.52475(8) 0.0438(3) Uani 1 1 d . . .
H9 H 0.3487 1.1885 0.5413 0.053 Uiso 1 1 calc R . .
C8 C 0.54135(12) 0.7975(2) 0.53574(8) 0.0452(3) Uani 1 1 d . . .
H8 H 0.5697 0.6613 0.5597 0.054 Uiso 1 1 calc R . .
C3 C 0.17211(12) 1.1342(2) 0.75013(8) 0.0433(3) Uani 1 1 d . . .
H3 H 0.1742 1.1988 0.6976 0.052 Uiso 1 1 calc R . .
C2 C 0.11194(12) 1.2398(2) 0.80164(9) 0.0472(3) Uani 1 1 d . . .
H2 H 0.0738 1.3742 0.7830 0.057 Uiso 1 1 calc R . .
C12 C 0.34944(13) 0.6201(2) 0.72954(9) 0.0480(3) Uani 1 1 d . . .
H12 H 0.3430 0.5076 0.7669 0.058 Uiso 1 1 calc R . .
C13 C 0.41427(13) 0.6132(2) 0.66710(9) 0.0486(3) Uani 1 1 d . . .
H13 H 0.4586 0.4951 0.6556 0.058 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0441(5) 0.0404(5) 0.0404(5) 0.0017(3) 0.0172(4) 0.0058(3)
C14 0.0681(10) 0.0916(12) 0.0647(10) -0.0036(9) 0.0359(8) 0.0108(9)
C1 0.0406(7) 0.0618(8) 0.0486(7) -0.0030(6) 0.0187(6) -0.0039(6)
C10 0.0498(7) 0.0631(8) 0.0436(7) 0.0086(6) 0.0199(6) -0.0034(6)
C11 0.0468(7) 0.0478(7) 0.0467(7) 0.0086(5) 0.0159(6) 0.0010(5)
C4 0.0351(6) 0.0417(6) 0.0413(6) 0.0003(5) 0.0124(5) -0.0047(5)
C5 0.0383(6) 0.0420(6) 0.0396(6) 0.0027(5) 0.0116(5) -0.0024(5)
C6 0.0394(6) 0.0430(7) 0.0385(6) -0.0060(5) 0.0107(5) 0.0053(5)
C7 0.0401(6) 0.0438(7) 0.0333(6) -0.0059(5) 0.0084(5) 0.0046(5)
C9 0.0452(6) 0.0460(7) 0.0408(6) -0.0036(5) 0.0155(5) 0.0128(5)
C8 0.0506(7) 0.0419(7) 0.0426(6) 0.0013(5) 0.0156(5) 0.0123(5)
C3 0.0452(7) 0.0439(7) 0.0430(6) 0.0055(5) 0.0180(5) -0.0011(5)
C2 0.0444(7) 0.0450(7) 0.0536(8) 0.0019(5) 0.0187(6) 0.0023(5)
C12 0.0500(7) 0.0408(7) 0.0522(7) 0.0048(5) 0.0164(6) 0.0009(5)
C13 0.0512(7) 0.0406(7) 0.0534(8) -0.0014(5) 0.0172(6) 0.0076(5)

_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 C5 1.3740(14) . ?
O1 C6 1.3777(13) . ?
C14 C1 1.5077(19) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 H14D 0.9600 . ?
C14 H14E 0.9600 . ?
C14 H14F 0.9600 . ?
C1 C2 1.3868(18) . ?
C1 C10 1.391(2) . ?
C10 C11 1.3802(18) . ?
C10 H10 0.9300 . ?
C11 C4 1.3955(17) . ?
C11 H11 0.9300 . ?
C4 C3 1.3938(17) . ?
C4 C5 1.4544(16) . ?
C5 C12 1.3546(18) . ?
C6 C13 1.3547(19) . ?
C6 C7 1.4483(17) . ?
C7 C9 1.3987(18) . ?
C7 C8 1.4004(16) . ?
C9 C8 1.3734(17) 3_676 ?
C9 H9 0.9300 . ?
C8 C9 1.3735(17) 3_676 ?
C8 H8 0.9300 . ?
C3 C2 1.3815(17) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C12 C13 1.4096(19) . ?
C12 H12 0.9300 . ?
C13 H13 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
C5 O1 C6 107.15(9) . . ?
C1 C14 H14A 109.5 . . ?
C1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 C14 H14D 109.5 . . ?
H14A C14 H14D 141.1 . . ?
H14B C14 H14D 56.3 . . ?
H14C C14 H14D 56.3 . . ?
C1 C14 H14E 109.5 . . ?
H14A C14 H14E 56.3 . . ?
H14B C14 H14E 141.1 . . ?
H14C C14 H14E 56.3 . . ?
H14D C14 H14E 109.5 . . ?
C1 C14 H14F 109.5 . . ?
H14A C14 H14F 56.3 . . ?
H14B C14 H14F 56.3 . . ?
H14C C14 H14F 141.1 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
C2 C1 C10 117.71(12) . . ?
C2 C1 C14 120.84(14) . . ?
C10 C1 C14 121.45(13) . . ?
C11 C10 C1 121.57(12) . . ?
C11 C10 H10 119.2 . . ?
C1 C10 H10 119.2 . . ?
C10 C11 C4 120.49(12) . . ?
C10 C11 H11 119.8 . . ?
C4 C11 H11 119.8 . . ?
C3 C4 C11 118.09(11) . . ?
C3 C4 C5 122.02(11) . . ?
C11 C4 C5 119.86(11) . . ?
C12 C5 O1 109.28(11) . . ?
C12 C5 C4 133.50(11) . . ?
O1 C5 C4 117.11(10) . . ?
C13 C6 O1 109.01(10) . . ?
C13 C6 C7 133.82(11) . . ?
O1 C6 C7 117.09(10) . . ?
C9 C7 C8 117.75(11) . . ?
C9 C7 C6 122.04(10) . . ?
C8 C7 C6 120.19(11) . . ?
C8 C9 C7 121.17(11) 3_676 . ?
C8 C9 H9 119.4 3_676 . ?
C7 C9 H9 119.4 . . ?
C9 C8 C7 121.08(11) 3_676 . ?
C9 C8 H8 119.5 3_676 . ?
C7 C8 H8 119.5 . . ?
C2 C3 C4 120.83(11) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C2 C1 121.31(13) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C5 C12 C13 107.16(11) . . ?
C5 C12 H12 126.4 . . ?
C13 C12 H12 126.4 . . ?
C6 C13 C12 107.39(11) . . ?
C6 C13 H13 126.3 . . ?
C12 C13 H13 126.3 . . ?

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
C2 C1 C10 C11 0.8(2) . . . . ?
C14 C1 C10 C11 -178.38(13) . . . . ?
C1 C10 C11 C4 -0.1(2) . . . . ?
C10 C11 C4 C3 -0.61(19) . . . . ?
C10 C11 C4 C5 177.35(11) . . . . ?
C6 O1 C5 C12 -1.30(13) . . . . ?
C6 O1 C5 C4 175.27(9) . . . . ?
C3 C4 C5 C12 -171.67(13) . . . . ?
C11 C4 C5 C12 10.5(2) . . . . ?
C3 C4 C5 O1 12.80(17) . . . . ?
C11 C4 C5 O1 -165.08(11) . . . . ?
C5 O1 C6 C13 1.25(13) . . . . ?
C5 O1 C6 C7 -176.07(9) . . . . ?
C13 C6 C7 C9 174.11(14) . . . . ?
O1 C6 C7 C9 -9.40(17) . . . . ?
C13 C6 C7 C8 -7.3(2) . . . . ?
O1 C6 C7 C8 169.17(10) . . . . ?
C8 C7 C9 C8 0.4(2) . . . 3_676 ?
C6 C7 C9 C8 178.99(11) . . . 3_676 ?
C9 C7 C8 C9 -0.4(2) . . . 3_676 ?
C6 C7 C8 C9 -179.01(11) . . . 3_676 ?
C11 C4 C3 C2 0.51(18) . . . . ?
C5 C4 C3 C2 -177.41(11) . . . . ?
C4 C3 C2 C1 0.3(2) . . . . ?
C10 C1 C2 C3 -0.9(2) . . . . ?
C14 C1 C2 C3 178.29(12) . . . . ?
O1 C5 C12 C13 0.86(15) . . . . ?
C4 C5 C12 C13 -174.93(13) . . . . ?
O1 C6 C13 C12 -0.73(14) . . . . ?
C7 C6 C13 C12 175.96(13) . . . . ?
C5 C12 C13 C6 -0.07(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.14
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.069
_exptl_crystal_recrystallization_method 'Vapour deposition'
_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_BPFB_kesvap
_database_code_depnum_ccdc_archive 'CCDC 1520469'
_audit_update_record             
;
2016-12-02 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 1,4-bis(5-phenylfuran-2-yl)benzene 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H18 O2'
_chemical_formula_sum            'C26 H18 O2'
_chemical_formula_weight         362.40

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           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   20.407(4)
_cell_length_b                   7.2998(14)
_cell_length_c                   6.2000(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.773(6)
_cell_angle_gamma                90.00
_cell_volume                     915.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    2372
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      24.37

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.015
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             380
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7869
_exptl_absorpt_correction_T_max  0.9280
_exptl_absorpt_process_details   SADABS-2008/1

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7983
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_sigmaI/netI    0.0476
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.01
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1550
_reflns_number_gt                1115
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0885P)²+0.1525P] 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         1550
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1719
_refine_ls_wR_factor_gt          0.1454
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_restrained_S_all      1.189
_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 0.18097(8) 0.4902(3) 0.4868(3) 0.0278(5) Uani 1 1 d . . .
C1 C 0.42625(13) 0.4842(4) 0.7385(5) 0.0391(8) Uani 1 1 d . . .
H1 H 0.4694 0.4748 0.8176 0.047 Uiso 1 1 calc R . .
C2 C 0.41663(13) 0.5715(4) 0.5382(5) 0.0374(8) Uani 1 1 d . . .
H8 H 0.4533 0.6229 0.4802 0.045 Uiso 1 1 calc R . .
C3 C 0.35428(12) 0.5841(4) 0.4228(5) 0.0321(7) Uani 1 1 d . . .
H2 H 0.3482 0.6447 0.2860 0.039 Uiso 1 1 calc R . .
C4 C 0.29974(12) 0.5085(4) 0.5051(4) 0.0264(7) Uani 1 1 d . . .
C5 C 0.23442(12) 0.5240(4) 0.3789(5) 0.0266(7) Uani 1 1 d . . .
C6 C 0.12507(12) 0.5255(4) 0.3417(4) 0.0262(7) Uani 1 1 d . . .
C7 C 0.06176(12) 0.5106(3) 0.4234(4) 0.0266(7) Uani 1 1 d . . .
C8 C 0.05569(12) 0.4281(4) 0.6236(4) 0.0273(7) Uani 1 1 d . . .
H9 H 0.0937 0.3788 0.7092 0.033 Uiso 1 1 calc R . .
C9 C 0.00474(12) 0.5823(4) 0.3023(4) 0.0269(7) Uani 1 1 d . . .
H7 H 0.0078 0.6393 0.1663 0.032 Uiso 1 1 calc R . .
C10 C 0.30981(12) 0.4220(4) 0.7070(4) 0.0310(7) Uani 1 1 d . . .
H4 H 0.2733 0.3705 0.7659 0.037 Uiso 1 1 calc R . .
C11 C 0.37250(13) 0.4107(4) 0.8222(5) 0.0350(7) Uani 1 1 d . . .
H3 H 0.3788 0.3520 0.9602 0.042 Uiso 1 1 calc R . .
C12 C 0.14294(12) 0.5769(4) 0.1479(5) 0.0306(7) Uani 1 1 d . . .
H6 H 0.1140 0.6076 0.0199 0.037 Uiso 1 1 calc R . .
C13 C 0.21280(13) 0.5760(4) 0.1725(5) 0.0320(7) Uani 1 1 d . . .
H5 H 0.2396 0.6063 0.0639 0.038 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0274(10) 0.0309(11) 0.0252(11) 0.0033(8) 0.0047(8) 0.0006(7)
C1 0.0330(15) 0.042(2) 0.041(2) -0.0018(15) 0.0008(13) 0.0065(13)
C2 0.0312(15) 0.0389(19) 0.0445(19) -0.0012(15) 0.0139(13) 0.0011(12)
C3 0.0359(15) 0.0280(16) 0.0337(18) 0.0027(13) 0.0087(12) 0.0031(12)
C4 0.0315(14) 0.0223(15) 0.0265(16) -0.0026(12) 0.0079(11) 0.0024(11)
C5 0.0327(14) 0.0202(15) 0.0288(17) 0.0006(12) 0.0109(12) 0.0009(11)
C6 0.0302(14) 0.0200(15) 0.0266(16) 0.0011(12) -0.0021(11) 0.0024(11)
C7 0.0322(15) 0.0184(14) 0.0284(16) -0.0020(12) 0.0010(11) -0.0017(11)
C8 0.0299(14) 0.0243(15) 0.0262(16) -0.0003(12) -0.0015(11) 0.0023(11)
C9 0.0350(14) 0.0212(16) 0.0237(17) 0.0023(12) 0.0011(11) -0.0013(11)
C10 0.0340(15) 0.0303(16) 0.0302(17) 0.0009(13) 0.0100(12) 0.0002(11)
C11 0.0418(16) 0.0365(18) 0.0267(17) 0.0026(13) 0.0045(12) 0.0059(13)
C12 0.0387(15) 0.0282(16) 0.0240(16) 0.0006(13) 0.0013(11) 0.0013(12)
C13 0.0392(16) 0.0303(17) 0.0283(17) 0.0019(13) 0.0110(12) 0.0005(12)

_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 C5 1.377(3) . ?
O1 C6 1.378(3) . ?
C1 C11 1.384(4) . ?
C1 C2 1.386(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.376(4) . ?
C2 H8 0.9500 . ?
C3 C4 1.399(4) . ?
C3 H2 0.9500 . ?
C4 C10 1.392(4) . ?
C4 C5 1.456(4) . ?
C5 C13 1.350(4) . ?
C6 C12 1.355(4) . ?
C6 C7 1.454(4) . ?
C7 C9 1.398(3) . ?
C7 C8 1.400(4) . ?
C8 C9 1.375(3) 3_566 ?
C8 H9 0.9500 . ?
C9 C8 1.375(3) 3_566 ?
C9 H7 0.9500 . ?
C10 C11 1.381(4) . ?
C10 H4 0.9500 . ?
C11 H3 0.9500 . ?
C12 C13 1.413(4) . ?
C12 H6 0.9500 . ?
C13 H5 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
C5 O1 C6 106.9(2) . . ?
C11 C1 C2 119.4(2) . . ?
C11 C1 H1 120.3 . . ?
C2 C1 H1 120.3 . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H8 119.8 . . ?
C1 C2 H8 119.8 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H2 119.7 . . ?
C4 C3 H2 119.7 . . ?
C10 C4 C3 118.6(2) . . ?
C10 C4 C5 122.1(2) . . ?
C3 C4 C5 119.3(3) . . ?
C13 C5 O1 109.4(2) . . ?
C13 C5 C4 133.6(2) . . ?
O1 C5 C4 117.0(2) . . ?
C12 C6 O1 109.4(2) . . ?
C12 C6 C7 133.5(2) . . ?
O1 C6 C7 117.0(2) . . ?
C9 C7 C8 118.0(2) . . ?
C9 C7 C6 119.9(2) . . ?
C8 C7 C6 122.0(2) . . ?
C9 C8 C7 120.7(2) 3_566 . ?
C9 C8 H9 119.6 3_566 . ?
C7 C8 H9 119.6 . . ?
C8 C9 C7 121.2(2) 3_566 . ?
C8 C9 H7 119.4 3_566 . ?
C7 C9 H7 119.4 . . ?
C11 C10 C4 120.4(3) . . ?
C11 C10 H4 119.8 . . ?
C4 C10 H4 119.8 . . ?
C10 C11 C1 120.6(3) . . ?
C10 C11 H3 119.7 . . ?
C1 C11 H3 119.7 . . ?
C6 C12 C13 107.0(2) . . ?
C6 C12 H6 126.5 . . ?
C13 C12 H6 126.5 . . ?
C5 C13 C12 107.4(2) . . ?
C5 C13 H5 126.3 . . ?
C12 C13 H5 126.3 . . ?

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
C11 C1 C2 C3 -0.4(4) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C3 C4 C10 0.7(4) . . . . ?
C2 C3 C4 C5 -180.0(2) . . . . ?
C6 O1 C5 C13 -0.9(3) . . . . ?
C6 O1 C5 C4 175.7(2) . . . . ?
C10 C4 C5 C13 -169.1(3) . . . . ?
C3 C4 C5 C13 11.5(5) . . . . ?
C10 C4 C5 O1 15.2(4) . . . . ?
C3 C4 C5 O1 -164.1(2) . . . . ?
C5 O1 C6 C12 1.0(3) . . . . ?
C5 O1 C6 C7 -176.1(2) . . . . ?
C12 C6 C7 C9 -10.3(5) . . . . ?
O1 C6 C7 C9 166.0(2) . . . . ?
C12 C6 C7 C8 170.6(3) . . . . ?
O1 C6 C7 C8 -13.1(4) . . . . ?
C9 C7 C8 C9 0.3(4) . . . 3_566 ?
C6 C7 C8 C9 179.3(2) . . . 3_566 ?
C8 C7 C9 C8 -0.3(4) . . . 3_566 ?
C6 C7 C9 C8 -179.3(2) . . . 3_566 ?
C3 C4 C10 C11 -0.4(4) . . . . ?
C5 C4 C10 C11 -179.7(3) . . . . ?
C4 C10 C11 C1 -0.3(4) . . . . ?
C2 C1 C11 C10 0.7(4) . . . . ?
O1 C6 C12 C13 -0.7(3) . . . . ?
C7 C6 C12 C13 175.8(3) . . . . ?
O1 C5 C13 C12 0.5(3) . . . . ?
C4 C5 C13 C12 -175.4(3) . . . . ?
C6 C12 C13 C5 0.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.067
_exptl_crystal_recrystallization_method 'Vapour deposition'
_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_4Me-BPFB_kes88
_database_code_depnum_ccdc_archive 'CCDC 1520471'
_audit_update_record             
;
2016-12-02 deposited with the CCDC.
2017-02-28 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 3,5,3',5'-4Me-1,4-bis(5-phenylfuran-2-yl)benzene 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H26 O2'
_chemical_formula_sum            'C30 H26 O2'
_chemical_formula_weight         418.51

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           Monoclinic
_symmetry_space_group_name_H-M   P12(1)/c1

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

_cell_length_a                   13.2404(6)
_cell_length_b                   5.4901(2)
_cell_length_c                   15.3541(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.015(2)
_cell_angle_gamma                90.00
_cell_volume                     1116.11(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8418
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      25.11

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.95
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             444
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8069
_exptl_absorpt_correction_T_max  0.8620
_exptl_absorpt_process_details   SADABS-2008/1

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13206
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.54
_diffrn_reflns_theta_max         25.11
_reflns_number_total             1995
_reflns_number_gt                1755
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.1141P)²+0.1542P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1995
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1815
_refine_ls_wR_factor_gt          0.1383
_refine_ls_goodness_of_fit_ref   1.233
_refine_ls_restrained_S_all      1.233
_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 0.84366(8) -0.0334(2) 0.19964(7) 0.0399(4) Uani 1 1 d . . .
C15 C 0.66731(18) -0.0712(6) 0.57096(13) 0.0800(8) Uani 1 1 d . . .
H15A H 0.7147 0.0196 0.6054 0.120 Uiso 0.62(4) 1 calc PR . .
H15B H 0.6830 -0.2416 0.5745 0.120 Uiso 0.62(4) 1 calc PR . .
H15C H 0.6002 -0.0437 0.5925 0.120 Uiso 0.62(4) 1 calc PR . .
H15D H 0.6172 -0.1967 0.5763 0.120 Uiso 0.38(4) 1 calc PR . .
H15E H 0.6490 0.0645 0.6071 0.120 Uiso 0.38(4) 1 calc PR . .
H15F H 0.7317 -0.1334 0.5891 0.120 Uiso 0.38(4) 1 calc PR . .
C10 C 0.67361(14) 0.0108(4) 0.47739(11) 0.0547(6) Uani 1 1 d . . .
C11 C 0.73980(13) -0.1027(4) 0.42013(11) 0.0483(5) Uani 1 1 d . . .
H11 H 0.7801 -0.2300 0.4398 0.058 Uiso 1 1 calc R . .
C4 C 0.74656(12) -0.0278(3) 0.33320(10) 0.0414(4) Uani 1 1 d . . .
C5 C 0.81640(12) -0.1528(3) 0.27499(10) 0.0408(4) Uani 1 1 d . . .
C6 C 0.91133(12) -0.1816(3) 0.15660(10) 0.0389(4) Uani 1 1 d . . .
C7 C 0.95440(11) -0.0894(3) 0.07672(10) 0.0371(4) Uani 1 1 d . . .
C8 C 1.03557(13) -0.2115(3) 0.03771(10) 0.0422(4) Uani 1 1 d . . .
H8 H 1.0598 -0.3542 0.0628 0.051 Uiso 1 1 calc R . .
C9 C 0.92000(12) 0.1241(3) 0.03695(10) 0.0419(5) Uani 1 1 d . . .
H9 H 0.8661 0.2085 0.0614 0.050 Uiso 1 1 calc R . .
C14 C 0.55382(17) 0.4834(4) 0.32784(15) 0.0632(6) Uani 1 1 d . . .
H14A H 0.4969 0.4171 0.2972 0.095 Uiso 0.55(3) 1 calc PR . .
H14B H 0.5923 0.5848 0.2892 0.095 Uiso 0.55(3) 1 calc PR . .
H14C H 0.5305 0.5787 0.3762 0.095 Uiso 0.55(3) 1 calc PR . .
H14D H 0.5829 0.6367 0.3445 0.095 Uiso 0.45(3) 1 calc PR . .
H14E H 0.4875 0.4689 0.3526 0.095 Uiso 0.45(3) 1 calc PR . .
H14F H 0.5493 0.4750 0.2655 0.095 Uiso 0.45(3) 1 calc PR . .
C2 C 0.61917(13) 0.2796(3) 0.36052(12) 0.0483(5) Uani 1 1 d . . .
C1 C 0.61418(14) 0.2005(4) 0.44647(12) 0.0553(5) Uani 1 1 d . . .
H1 H 0.5696 0.2770 0.4844 0.066 Uiso 1 1 calc R . .
C3 C 0.68612(13) 0.1622(3) 0.30460(11) 0.0434(5) Uani 1 1 d . . .
H3 H 0.6904 0.2123 0.2469 0.052 Uiso 1 1 calc R . .
C12 C 0.86429(13) -0.3705(3) 0.27847(11) 0.0466(5) Uani 1 1 d . . .
H12 H 0.8585 -0.4861 0.3225 0.056 Uiso 1 1 calc R . .
C13 C 0.92456(13) -0.3896(3) 0.20308(11) 0.0445(5) Uani 1 1 d . . .
H13 H 0.9657 -0.5203 0.1880 0.053 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0420(7) 0.0415(7) 0.0362(6) 0.0015(4) 0.0049(5) 0.0032(5)
C15 0.0585(13) 0.143(2) 0.0384(11) 0.0122(12) 0.0040(9) -0.0067(14)
C10 0.0389(9) 0.0883(15) 0.0367(10) -0.0004(9) 0.0016(7) -0.0151(9)
C11 0.0376(9) 0.0674(12) 0.0400(9) 0.0088(8) -0.0016(7) -0.0084(8)
C4 0.0355(8) 0.0513(10) 0.0374(9) 0.0014(7) 0.0015(7) -0.0107(7)
C5 0.0382(8) 0.0490(10) 0.0352(8) 0.0047(7) 0.0002(6) -0.0063(7)
C6 0.0376(8) 0.0414(9) 0.0377(9) -0.0062(7) -0.0021(6) 0.0034(6)
C7 0.0391(8) 0.0391(8) 0.0332(8) -0.0060(6) -0.0037(6) 0.0014(6)
C8 0.0471(9) 0.0409(9) 0.0385(9) -0.0002(7) -0.0012(7) 0.0095(7)
C9 0.0425(9) 0.0444(10) 0.0387(9) -0.0062(7) 0.0021(7) 0.0105(7)
C14 0.0579(12) 0.0618(13) 0.0698(14) -0.0057(10) 0.0068(10) 0.0072(9)
C2 0.0408(9) 0.0552(11) 0.0490(10) -0.0057(8) 0.0034(7) -0.0069(8)
C1 0.0433(10) 0.0790(14) 0.0436(10) -0.0111(9) 0.0068(8) -0.0058(9)
C3 0.0416(9) 0.0500(10) 0.0385(9) 0.0030(7) 0.0033(7) -0.0070(7)
C12 0.0468(10) 0.0477(10) 0.0451(10) 0.0102(7) -0.0023(7) -0.0037(8)
C13 0.0457(9) 0.0412(9) 0.0467(9) 0.0004(7) -0.0030(7) 0.0049(7)

_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 C5 1.3779(18) . ?
O1 C6 1.3789(19) . ?
C15 C10 1.508(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 H15D 0.9600 . ?
C15 H15E 0.9600 . ?
C15 H15F 0.9600 . ?
C10 C1 1.389(3) . ?
C10 C11 1.389(3) . ?
C11 C4 1.399(2) . ?
C11 H11 0.9300 . ?
C4 C3 1.386(3) . ?
C4 C5 1.458(2) . ?
C5 C12 1.354(3) . ?
C6 C13 1.358(2) . ?
C6 C7 1.444(2) . ?
C7 C9 1.398(2) . ?
C7 C8 1.401(2) . ?
C8 C9 1.375(2) 3_755 ?
C8 H8 0.9300 . ?
C9 C8 1.375(2) 3_755 ?
C9 H9 0.9300 . ?
C14 C2 1.501(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 H14D 0.9600 . ?
C14 H14E 0.9600 . ?
C14 H14F 0.9600 . ?
C2 C1 1.391(3) . ?
C2 C3 1.392(2) . ?
C1 H1 0.9300 . ?
C3 H3 0.9300 . ?
C12 C13 1.410(2) . ?
C12 H12 0.9300 . ?
C13 H13 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
C5 O1 C6 106.99(13) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C15 H15D 109.5 . . ?
H15A C15 H15D 141.1 . . ?
H15B C15 H15D 56.3 . . ?
H15C C15 H15D 56.3 . . ?
C10 C15 H15E 109.5 . . ?
H15A C15 H15E 56.3 . . ?
H15B C15 H15E 141.1 . . ?
H15C C15 H15E 56.3 . . ?
H15D C15 H15E 109.5 . . ?
C10 C15 H15F 109.5 . . ?
H15A C15 H15F 56.3 . . ?
H15B C15 H15F 56.3 . . ?
H15C C15 H15F 141.1 . . ?
H15D C15 H15F 109.5 . . ?
H15E C15 H15F 109.5 . . ?
C1 C10 C11 118.52(16) . . ?
C1 C10 C15 121.21(19) . . ?
C11 C10 C15 120.3(2) . . ?
C10 C11 C4 120.83(18) . . ?
C10 C11 H11 119.6 . . ?
C4 C11 H11 119.6 . . ?
C3 C4 C11 119.08(16) . . ?
C3 C4 C5 121.76(15) . . ?
C11 C4 C5 119.16(17) . . ?
C12 C5 O1 109.28(14) . . ?
C12 C5 C4 133.51(15) . . ?
O1 C5 C4 117.21(14) . . ?
C13 C6 O1 109.14(14) . . ?
C13 C6 C7 133.63(15) . . ?
O1 C6 C7 117.20(14) . . ?
C9 C7 C8 117.65(15) . . ?
C9 C7 C6 122.42(14) . . ?
C8 C7 C6 119.91(15) . . ?
C9 C8 C7 121.19(16) 3_755 . ?
C9 C8 H8 119.4 3_755 . ?
C7 C8 H8 119.4 . . ?
C8 C9 C7 121.16(15) 3_755 . ?
C8 C9 H9 119.4 3_755 . ?
C7 C9 H9 119.4 . . ?
C2 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C2 C14 H14D 109.5 . . ?
H14A C14 H14D 141.1 . . ?
H14B C14 H14D 56.3 . . ?
H14C C14 H14D 56.3 . . ?
C2 C14 H14E 109.5 . . ?
H14A C14 H14E 56.3 . . ?
H14B C14 H14E 141.1 . . ?
H14C C14 H14E 56.3 . . ?
H14D C14 H14E 109.5 . . ?
C2 C14 H14F 109.5 . . ?
H14A C14 H14F 56.3 . . ?
H14B C14 H14F 56.3 . . ?
H14C C14 H14F 141.1 . . ?
H14D C14 H14F 109.5 . . ?
H14E C14 H14F 109.5 . . ?
C1 C2 C3 118.09(18) . . ?
C1 C2 C14 121.51(17) . . ?
C3 C2 C14 120.40(17) . . ?
C10 C1 C2 122.11(17) . . ?
C10 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
C4 C3 C2 121.37(16) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C5 C12 C13 107.36(15) . . ?
C5 C12 H12 126.3 . . ?
C13 C12 H12 126.3 . . ?
C6 C13 C12 107.21(15) . . ?
C6 C13 H13 126.4 . . ?
C12 C13 H13 126.4 . . ?

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
C1 C10 C11 C4 0.0(3) . . . . ?
C15 C10 C11 C4 -179.81(18) . . . . ?
C10 C11 C4 C3 0.0(3) . . . . ?
C10 C11 C4 C5 -179.54(15) . . . . ?
C6 O1 C5 C12 -0.87(18) . . . . ?
C6 O1 C5 C4 178.44(13) . . . . ?
C3 C4 C5 C12 -161.50(18) . . . . ?
C11 C4 C5 C12 18.0(3) . . . . ?
C3 C4 C5 O1 19.4(2) . . . . ?
C11 C4 C5 O1 -161.05(15) . . . . ?
C5 O1 C6 C13 1.03(17) . . . . ?
C5 O1 C6 C7 -177.37(13) . . . . ?
C13 C6 C7 C9 173.27(17) . . . . ?
O1 C6 C7 C9 -8.8(2) . . . . ?
C13 C6 C7 C8 -8.6(3) . . . . ?
O1 C6 C7 C8 169.32(14) . . . . ?
C9 C7 C8 C9 0.1(3) . . . 3_755 ?
C6 C7 C8 C9 -178.08(15) . . . 3_755 ?
C8 C7 C9 C8 -0.1(3) . . . 3_755 ?
C6 C7 C9 C8 178.03(15) . . . 3_755 ?
C11 C10 C1 C2 -0.1(3) . . . . ?
C15 C10 C1 C2 179.69(19) . . . . ?
C3 C2 C1 C10 0.2(3) . . . . ?
C14 C2 C1 C10 179.47(18) . . . . ?
C11 C4 C3 C2 0.1(3) . . . . ?
C5 C4 C3 C2 179.60(15) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C14 C2 C3 C4 -179.44(17) . . . . ?
O1 C5 C12 C13 0.38(19) . . . . ?
C4 C5 C12 C13 -178.77(17) . . . . ?
O1 C6 C13 C12 -0.80(18) . . . . ?
C7 C6 C13 C12 177.24(17) . . . . ?
C5 C12 C13 C6 0.26(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.11
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.134

_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_preparation       ', Luminescent'
