# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_H1.2(2,3LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418275'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
(1,4-bis(2?-bis(2?-(9-Hyrdoxy-9-fluorenyl)ethynyl)benzene).2(2,3-Luditine)
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H26 O2, 2(C7 H9 N)'
_chemical_formula_sum            'C58 H44 N2 O2'
_chemical_formula_weight         800.95

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'
N N 0.0061 0.0033 '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   'P 21/n'

loop_
_symmetry_equiv_pos_as_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                   11.8675(4)
_cell_length_b                   15.6072(4)
_cell_length_c                   12.2828(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.8600(10)
_cell_angle_gamma                90.00
_cell_volume                     2096.31(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3201
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             844
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'NONIUS KAPPA CCD'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9392
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_sigmaI/netI    0.0484
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4794
_reflns_number_gt                3201
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XSEED
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0611P)²+0.1263P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4794
_refine_ls_number_parameters     283
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0818
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1192
_refine_ls_wR_factor_gt          0.1030
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.025
_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
O14 O 0.61671(8) 0.06223(6) 0.48931(8) 0.0319(2) Uani 1 1 d D . .
N24 N 0.47821(10) 0.00784(8) 0.25733(9) 0.0384(3) Uani 1 1 d D . .
C1 C 0.84632(12) 0.15283(9) 0.46504(13) 0.0357(4) Uani 1 1 d . . .
H1 H 0.8247 0.1930 0.5118 0.043 Uiso 1 1 calc R . .
C2 C 0.91457(13) 0.17805(10) 0.40057(14) 0.0426(4) Uani 1 1 d . . .
H2 H 0.9395 0.2361 0.4031 0.051 Uiso 1 1 calc R . .
C3 C 0.94643(13) 0.11967(11) 0.33294(14) 0.0436(4) Uani 1 1 d . . .
H3 H 0.9933 0.1380 0.2897 0.052 Uiso 1 1 calc R . .
C4 C 0.91097(12) 0.03464(10) 0.32735(13) 0.0382(4) Uani 1 1 d . . .
H4 H 0.9329 -0.0053 0.2805 0.046 Uiso 1 1 calc R . .
C5 C 0.84282(11) 0.00890(9) 0.39147(12) 0.0307(3) Uani 1 1 d . . .
C6 C 0.81067(11) 0.06834(8) 0.45974(12) 0.0289(3) Uani 1 1 d . . .
C7 C 0.79423(12) -0.07545(8) 0.40360(12) 0.0307(3) Uani 1 1 d . . .
C8 C 0.80154(13) -0.15451(9) 0.35461(14) 0.0394(4) Uani 1 1 d . . .
H8 H 0.8446 -0.1605 0.3040 0.047 Uiso 1 1 calc R . .
C9 C 0.74467(14) -0.22442(9) 0.38112(14) 0.0430(4) Uani 1 1 d . . .
H9 H 0.7489 -0.2788 0.3481 0.052 Uiso 1 1 calc R . .
C10 C 0.68189(14) -0.21639(9) 0.45478(14) 0.0412(4) Uani 1 1 d . . .
H10 H 0.6431 -0.2651 0.4713 0.049 Uiso 1 1 calc R . .
C11 C 0.67498(13) -0.13752(9) 0.50506(13) 0.0351(3) Uani 1 1 d . . .
H11 H 0.6326 -0.1319 0.5563 0.042 Uiso 1 1 calc R . .
C12 C 0.73136(11) -0.06777(8) 0.47841(12) 0.0290(3) Uani 1 1 d . . .
C13 C 0.73504(11) 0.02506(8) 0.52071(12) 0.0282(3) Uani 1 1 d . . .
C15 C 0.79829(12) 0.02813(8) 0.65027(13) 0.0289(3) Uani 1 1 d . . .
C16 C 0.85644(11) 0.02323(8) 0.75473(13) 0.0281(3) Uani 1 1 d . . .
C17 C 0.92796(11) 0.01220(8) 0.87828(12) 0.0268(3) Uani 1 1 d . . .
C18 C 0.99925(11) 0.08051(8) 0.94600(12) 0.0265(3) Uani 1 1 d . . .
C19 C 1.00146(12) 0.16258(8) 0.89477(13) 0.0339(3) Uani 1 1 d . . .
H19 H 0.9550 0.1714 0.8129 0.041 Uiso 1 1 calc R . .
C20 C 0.92827(11) -0.06844(8) 0.93113(12) 0.0269(3) Uani 1 1 d . . .
C21 C 0.85847(12) -0.13895(9) 0.86509(13) 0.0335(3) Uani 1 1 d . . .
H21 H 0.8097 -0.1319 0.7834 0.040 Uiso 1 1 calc R . .
C22 C 0.86053(13) -0.21604(9) 0.91701(14) 0.0381(4) Uani 1 1 d . . .
H22 H 0.8142 -0.2624 0.8712 0.046 Uiso 1 1 calc R . .
C23 C 0.93112(13) -0.22778(9) 1.03864(14) 0.0385(4) Uani 1 1 d . . .
H23 H 0.9313 -0.2819 1.0741 0.046 Uiso 1 1 calc R . .
C25 C 0.44881(12) 0.05356(9) 0.15750(13) 0.0348(3) Uani 1 1 d . . .
C26 C 0.37125(12) 0.02200(9) 0.04731(13) 0.0354(4) Uani 1 1 d . . .
C27 C 0.32694(14) -0.06056(10) 0.04321(14) 0.0433(4) Uani 1 1 d . . .
H27 H 0.2743 -0.0842 -0.0302 0.052 Uiso 1 1 calc R . .
C28 C 0.35888(14) -0.10869(11) 0.14524(15) 0.0464(4) Uani 1 1 d . . .
H28 H 0.3302 -0.1658 0.1428 0.056 Uiso 1 1 calc R . .
C29 C 0.43294(13) -0.07200(10) 0.24995(15) 0.0418(4) Uani 1 1 d . . .
H29 H 0.4533 -0.1044 0.3205 0.050 Uiso 1 1 calc R . .
C30 C 0.33549(16) 0.07561(10) -0.06293(14) 0.0494(4) Uani 1 1 d . . .
H30A H 0.2845 0.0415 -0.1313 0.074 Uiso 1 1 calc R . .
H30B H 0.4093 0.0944 -0.0737 0.074 Uiso 1 1 calc R . .
H30C H 0.2894 0.1258 -0.0555 0.074 Uiso 1 1 calc R . .
C31 C 0.50356(15) 0.14113(10) 0.16989(10) 0.0525(5) Uani 1 1 d . . .
H31A H 0.5797 0.1431 0.2405 0.079 Uiso 1 1 calc R . .
H31B H 0.4459 0.1834 0.1773 0.079 Uiso 1 1 calc R . .
H31C H 0.5210 0.1543 0.1000 0.079 Uiso 1 1 calc R . .
H14 H 0.5777 0.0391 0.4112 0.077(6) Uiso 1 1 d RD . .


_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
O14 C13 1.4270(15) . ?
O14 H14 0.9593 . ?
N24 C25 1.3424(18) . ?
N24 C29 1.3461(19) . ?
C1 C6 1.3786(19) . ?
C1 C2 1.392(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.3992(19) . ?
C5 C7 1.4678(19) . ?
C6 C13 1.5315(19) . ?
C7 C8 1.3902(19) . ?
C7 C12 1.3958(19) . ?
C8 C9 1.387(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.3820(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.5341(18) . ?
C13 C15 1.4730(19) . ?
C15 C16 1.2002(18) . ?
C16 C17 1.4326(19) . ?
C17 C18 1.4133(18) . ?
C17 C20 1.4154(18) . ?
C18 C20 1.4297(18) 3_757 ?
C18 C19 1.4318(18) . ?
C19 C23 1.355(2) 3_757 ?
C19 H19 0.9500 . ?
C20 C21 1.4259(18) . ?
C20 C18 1.4298(18) 3_757 ?
C21 C22 1.357(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.412(2) . ?
C22 H22 0.9500 . ?
C23 C19 1.355(2) 3_757 ?
C23 H23 0.9500 . ?
C25 C26 1.398(2) . ?
C25 C31 1.495(2) . ?
C26 C27 1.385(2) . ?
C26 C30 1.506(2) . ?
C27 C28 1.382(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.370(2) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O14 H14 99.2 . . ?
C25 N24 C29 118.38(12) . . ?
C6 C1 C2 118.65(14) . . ?
C6 C1 H1 120.7 . . ?
C2 C1 H1 120.7 . . ?
C3 C2 C1 120.76(14) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.86(15) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 118.76(14) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C4 C5 C6 120.15(13) . . ?
C4 C5 C7 130.92(13) . . ?
C6 C5 C7 108.94(12) . . ?
C1 C6 C5 120.82(13) . . ?
C1 C6 C13 128.77(13) . . ?
C5 C6 C13 110.41(11) . . ?
C8 C7 C12 120.02(13) . . ?
C8 C7 C5 131.23(14) . . ?
C12 C7 C5 108.74(12) . . ?
C9 C8 C7 118.61(15) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C10 C9 C8 121.15(14) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 120.61(14) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 118.26(14) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C11 C12 C7 121.34(13) . . ?
C11 C12 C13 128.05(13) . . ?
C7 C12 C13 110.61(12) . . ?
O14 C13 C15 108.28(10) . . ?
O14 C13 C6 113.00(10) . . ?
C15 C13 C6 111.37(10) . . ?
O14 C13 C12 113.38(10) . . ?
C15 C13 C12 109.40(10) . . ?
C6 C13 C12 101.30(11) . . ?
C16 C15 C13 173.15(13) . . ?
C15 C16 C17 176.51(14) . . ?
C18 C17 C20 120.43(12) . . ?
C18 C17 C16 120.37(11) . . ?
C20 C17 C16 119.19(11) . . ?
C17 C18 C20 119.93(11) . 3_757 ?
C17 C18 C19 121.67(12) . . ?
C20 C18 C19 118.40(12) 3_757 . ?
C23 C19 C18 120.92(13) 3_757 . ?
C23 C19 H19 119.5 3_757 . ?
C18 C19 H19 119.5 . . ?
C17 C20 C21 121.86(13) . . ?
C17 C20 C18 119.64(11) . 3_757 ?
C21 C20 C18 118.50(12) . 3_757 ?
C22 C21 C20 121.09(14) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 120.47(13) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C19 C23 C22 120.63(13) 3_757 . ?
C19 C23 H23 119.7 3_757 . ?
C22 C23 H23 119.7 . . ?
N24 C25 C26 122.47(14) . . ?
N24 C25 C31 116.38(13) . . ?
C26 C25 C31 121.15(13) . . ?
C27 C26 C25 117.45(14) . . ?
C27 C26 C30 120.92(13) . . ?
C25 C26 C30 121.63(14) . . ?
C28 C27 C26 120.41(14) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 118.31(15) . . ?
C29 C28 H28 120.8 . . ?
C27 C28 H28 120.8 . . ?
N24 C29 C28 122.95(15) . . ?
N24 C29 H29 118.5 . . ?
C28 C29 H29 118.5 . . ?
C26 C30 H30A 109.5 . . ?
C26 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C26 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C25 C31 H31A 109.5 . . ?
C25 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C25 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

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
O14 H14 N24 0.96 1.86 2.8111(12) 169.4 .

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_c:\H1.2(2,3/3,4LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418276'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H26 O2, 2(C7 H9 N)'
_chemical_formula_sum            'C58 H44 N2 O2'
_chemical_formula_weight         800.95

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'
N N 0.0061 0.0033 '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   P21/n

loop_
_symmetry_equiv_pos_as_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                   11.8056(14)
_cell_length_b                   15.6491(19)
_cell_length_c                   12.2647(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.724(2)
_cell_angle_gamma                90.00
_cell_volume                     2104.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2989
_cell_measurement_theta_min      2.05
_cell_measurement_theta_max      30.86

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             844
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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 DUO'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17168
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0658
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         30.86
_reflns_number_total             5396
_reflns_number_gt                2989
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    X-SEED
_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)+(0.0476P)²+1.2315P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5396
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1381
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.1653
_refine_ls_wR_factor_gt          0.1391
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.002
_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
O13 O 0.62142(13) 0.56436(11) 0.49921(15) 0.0482(4) Uani 1 1 d . . .
H13 H 0.5766 0.5635 0.4132 0.058 Uiso 1 1 calc R . .
N23 N 0.5021(5) 0.5710(4) 0.2763(5) 0.0506(14) Uiso 0.36 1 d P A 2
N31 N 0.4785(4) 0.5070(3) 0.2601(4) 0.0444(13) Uiso 0.64 1 d P B 1
C1 C 0.6772(2) 0.36620(16) 0.5044(2) 0.0472(6) Uani 1 1 d . . .
H1 H 0.6357 0.3702 0.5573 0.057 Uiso 1 1 calc R . .
C2 C 0.6827(2) 0.28900(18) 0.4495(3) 0.0596(7) Uani 1 1 d . . .
H2 H 0.6434 0.2398 0.4643 0.071 Uiso 1 1 calc R . .
C3 C 0.7443(3) 0.28347(19) 0.3742(3) 0.0626(8) Uani 1 1 d . . .
H3 H 0.7479 0.2302 0.3385 0.075 Uiso 1 1 calc R . .
C4 C 0.8013(2) 0.35368(18) 0.3495(2) 0.0545(7) Uani 1 1 d . . .
H4 H 0.8433 0.3492 0.2969 0.065 Uiso 1 1 calc R . .
C5 C 0.73385(18) 0.43640(14) 0.47959(19) 0.0373(5) Uani 1 1 d . . .
C6 C 0.84592(19) 0.51546(16) 0.39410(19) 0.0411(6) Uani 1 1 d . . .
C7 C 0.9134(2) 0.54296(19) 0.3297(2) 0.0523(7) Uani 1 1 d . . .
H7 H 0.9346 0.5044 0.2806 0.063 Uiso 1 1 calc R . .
C8 C 0.9492(2) 0.6272(2) 0.3380(2) 0.0607(8) Uani 1 1 d . . .
H8 H 0.9958 0.6468 0.2943 0.073 Uiso 1 1 calc R . .
C9 C 0.9184(2) 0.68339(19) 0.4089(2) 0.0576(7) Uani 1 1 d . . .
H9 H 0.9437 0.7413 0.4133 0.069 Uiso 1 1 calc R . .
C10 C 0.8507(2) 0.65635(16) 0.4740(2) 0.0491(6) Uani 1 1 d . . .
H10 H 0.8298 0.6951 0.5232 0.059 Uiso 1 1 calc R . .
C11 C 0.81460(19) 0.57237(15) 0.46576(19) 0.0381(5) Uani 1 1 d . . .
C12 C 0.73882(19) 0.52748(14) 0.52627(19) 0.0365(5) Uani 1 1 d . . .
C13 C 0.79601(19) 0.43114(15) 0.40291(19) 0.0406(5) Uani 1 1 d . . .
C14 C 0.8018(2) 0.52777(14) 0.6546(2) 0.0361(5) Uani 1 1 d . . .
C15 C 0.85810(19) 0.52256(14) 0.7575(2) 0.0352(5) Uani 1 1 d . . .
C16 C 0.92912(18) 0.51169(13) 0.87976(18) 0.0321(5) Uani 1 1 d . . .
C17 C 0.9999(2) 0.66152(14) 0.8944(2) 0.0416(6) Uani 1 1 d . . .
H17 H 0.9537 0.6702 0.8134 0.050 Uiso 1 1 calc R . .
C18 C 0.99887(19) 0.58011(13) 0.94604(18) 0.0334(5) Uani 1 1 d . . .
C19 C 0.93035(19) 0.43140(14) 0.93289(19) 0.0335(5) Uani 1 1 d . . .
C20 C 0.8621(2) 0.36065(14) 0.8673(2) 0.0402(5) Uani 1 1 d . . .
H20 H 0.8143 0.3674 0.7863 0.048 Uiso 1 1 calc R . .
C21 C 0.8649(2) 0.28415(15) 0.9197(2) 0.0476(6) Uani 1 1 d . . .
H21 H 0.8199 0.2375 0.8749 0.057 Uiso 1 1 calc R . .
C22 C 0.9336(2) 0.27314(15) 1.0397(2) 0.0501(6) Uani 1 1 d . . .
H22 H 0.9336 0.2192 1.0754 0.060 Uiso 1 1 calc R . .
C24 C 0.4586(8) 0.4872(6) 0.2590(8) 0.038(2) Uiso 0.36 1 d P A 2
H24 H 0.4744 0.4490 0.3232 0.046 Uiso 0.36 1 calc PR A 2
C25 C 0.3941(7) 0.4623(5) 0.1490(7) 0.0550(18) Uiso 0.36 1 d P A 2
C26 C 0.3617(7) 0.5015(5) 0.0565(7) 0.032(2) Uiso 0.36 1 d P A 2
C27 C 0.4109(8) 0.5933(6) 0.0681(8) 0.072(2) Uiso 0.36 1 d P A 2
H27 H 0.3995 0.6283 0.0015 0.086 Uiso 0.36 1 calc PR A 2
C28 C 0.4764(9) 0.6237(7) 0.1876(9) 0.057(3) Uiso 0.36 1 d P A 2
H28 H 0.5003 0.6819 0.2010 0.068 Uiso 0.36 1 calc PR A 2
C29 C 0.2897(9) 0.4762(6) -0.0662(8) 0.084(3) Uiso 0.36 1 d P A 2
H29A H 0.3261 0.4252 -0.0864 0.126 Uiso 0.36 1 calc PR A 2
H29B H 0.2897 0.5230 -0.1193 0.126 Uiso 0.36 1 calc PR A 2
H29C H 0.2057 0.4636 -0.0742 0.126 Uiso 0.36 1 calc PR A 2
C30 C 0.3551(14) 0.3680(8) 0.1467(14) 0.074(5) Uiso 0.36 1 d P A 2
H30A H 0.2672 0.3651 0.1294 0.111 Uiso 0.36 1 calc PR A 2
H30B H 0.3993 0.3418 0.2233 0.111 Uiso 0.36 1 calc PR A 2
H30C H 0.3740 0.3373 0.0859 0.111 Uiso 0.36 1 calc PR A 2
C32 C 0.4361(3) 0.4232(3) 0.2523(3) 0.0462(9) Uiso 0.64 1 d P B 1
H32 H 0.4578 0.3896 0.3215 0.055 Uiso 0.64 1 calc PR B 1
C33 C 0.3633(7) 0.3882(5) 0.1465(7) 0.058(2) Uiso 0.64 1 d P B 1
H33 H 0.3359 0.3308 0.1433 0.070 Uiso 0.64 1 calc PR B 1
C34 C 0.3312(4) 0.4345(3) 0.0487(4) 0.0505(10) Uiso 0.64 1 d P B 1
H34 H 0.2790 0.4103 -0.0235 0.061 Uiso 0.64 1 calc PR B 1
C35 C 0.3760(4) 0.5235(3) 0.0509(4) 0.0371(13) Uiso 0.64 1 d P B 1
C36 C 0.4479(3) 0.5497(2) 0.1615(3) 0.0430(9) Uiso 0.64 1 d P B 1
C37 C 0.3356(4) 0.5713(3) -0.0569(4) 0.0560(10) Uiso 0.64 1 d P B 1
H37A H 0.2836 0.6186 -0.0515 0.084 Uiso 0.64 1 calc PR B 1
H37B H 0.2893 0.5337 -0.1221 0.084 Uiso 0.64 1 calc PR B 1
H37C H 0.4066 0.5941 -0.0706 0.084 Uiso 0.64 1 calc PR B 1
C38 C 0.5019(5) 0.6372(4) 0.1743(6) 0.0647(18) Uiso 0.64 1 d P B 1
H38A H 0.4430 0.6791 0.1809 0.097 Uiso 0.64 1 calc PR B 1
H38B H 0.5218 0.6504 0.1054 0.097 Uiso 0.64 1 calc PR B 1
H38C H 0.5763 0.6394 0.2450 0.097 Uiso 0.64 1 calc PR B 1


_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
O13 C12 1.422(2) . ?
O13 H13 0.9900 . ?
N23 C28 1.308(11) . ?
N23 C24 1.396(11) . ?
N31 C36 1.309(5) . ?
N31 C32 1.394(6) . ?
C1 C5 1.377(3) . ?
C1 C2 1.396(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.373(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(4) . ?
C3 H3 0.9500 . ?
C4 C13 1.390(3) . ?
C4 H4 0.9500 . ?
C5 C13 1.393(3) . ?
C5 C12 1.529(3) . ?
C6 C7 1.381(3) . ?
C6 C11 1.394(3) . ?
C6 C13 1.465(3) . ?
C7 C8 1.377(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.528(3) . ?
C12 C14 1.471(3) . ?
C14 C15 1.192(3) . ?
C15 C16 1.432(3) . ?
C16 C18 1.411(3) . ?
C16 C19 1.413(3) . ?
C17 C22 1.358(3) 3_767 ?
C17 C18 1.425(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.420(3) 3_767 ?
C19 C18 1.420(3) 3_767 ?
C19 C20 1.429(3) . ?
C20 C21 1.353(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.403(3) . ?
C21 H21 0.9500 . ?
C22 C17 1.358(3) 3_767 ?
C22 H22 0.9500 . ?
C24 C25 1.338(11) . ?
C24 H24 0.9500 . ?
C25 C26 1.219(10) . ?
C25 C30 1.543(14) . ?
C26 C29 1.483(12) . ?
C26 C27 1.537(12) . ?
C27 C28 1.461(13) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C32 C33 1.378(8) . ?
C32 H32 0.9500 . ?
C33 C34 1.331(8) . ?
C33 H33 0.9500 . ?
C34 C35 1.487(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.370(6) . ?
C35 C37 1.437(6) . ?
C36 C38 1.494(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O13 H13 109.5 . . ?
C28 N23 C24 120.5(7) . . ?
C36 N31 C32 116.6(4) . . ?
C5 C1 C2 118.1(2) . . ?
C5 C1 H1 121.0 . . ?
C2 C1 H1 121.0 . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 121.4(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C13 118.7(2) . . ?
C3 C4 H4 120.6 . . ?
C13 C4 H4 120.6 . . ?
C1 C5 C13 121.5(2) . . ?
C1 C5 C12 128.0(2) . . ?
C13 C5 C12 110.6(2) . . ?
C7 C6 C11 120.3(2) . . ?
C7 C6 C13 130.9(2) . . ?
C11 C6 C13 108.7(2) . . ?
C8 C7 C6 118.8(3) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C9 C8 C7 120.8(2) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.8(3) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 118.6(3) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C10 C11 C6 120.7(2) . . ?
C10 C11 C12 128.7(2) . . ?
C6 C11 C12 110.6(2) . . ?
O13 C12 C14 108.14(17) . . ?
O13 C12 C11 113.27(17) . . ?
C14 C12 C11 111.30(18) . . ?
O13 C12 C5 113.07(18) . . ?
C14 C12 C5 109.74(18) . . ?
C11 C12 C5 101.24(17) . . ?
C4 C13 C5 119.8(2) . . ?
C4 C13 C6 131.4(2) . . ?
C5 C13 C6 108.9(2) . . ?
C15 C14 C12 174.8(2) . . ?
C14 C15 C16 176.5(2) . . ?
C18 C16 C19 120.33(19) . . ?
C18 C16 C15 120.27(19) . . ?
C19 C16 C15 119.39(19) . . ?
C22 C17 C18 120.5(2) 3_767 . ?
C22 C17 H17 119.8 3_767 . ?
C18 C17 H17 119.8 . . ?
C16 C18 C19 119.89(19) . 3_767 ?
C16 C18 C17 121.5(2) . . ?
C19 C18 C17 118.7(2) 3_767 . ?
C16 C19 C18 119.77(19) . 3_767 ?
C16 C19 C20 121.5(2) . . ?
C18 C19 C20 118.8(2) 3_767 . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 120.6(2) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C17 C22 C21 120.9(2) 3_767 . ?
C17 C22 H22 119.5 3_767 . ?
C21 C22 H22 119.5 . . ?
C25 C24 N23 117.8(8) . . ?
C25 C24 H24 121.1 . . ?
N23 C24 H24 121.1 . . ?
C26 C25 C24 131.1(9) . . ?
C26 C25 C30 118.3(9) . . ?
C24 C25 C30 110.5(9) . . ?
C25 C26 C29 132.5(9) . . ?
C25 C26 C27 114.0(7) . . ?
C29 C26 C27 113.5(7) . . ?
C28 C27 C26 116.0(8) . . ?
C28 C27 H27 122.0 . . ?
C26 C27 H27 122.0 . . ?
N23 C28 C27 120.2(9) . . ?
N23 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C33 C32 N31 121.5(5) . . ?
C33 C32 H32 119.3 . . ?
N31 C32 H32 119.3 . . ?
C34 C33 C32 120.1(6) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C35 120.9(5) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C36 C35 C37 128.9(4) . . ?
C36 C35 C34 112.5(4) . . ?
C37 C35 C34 118.4(4) . . ?
N31 C36 C35 128.3(4) . . ?
N31 C36 C38 114.2(4) . . ?
C35 C36 C38 117.5(4) . . ?

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
O13 H13 N23 0.99 1.59 2.573(6) 174.8 .
O13 H13 N31 0.99 2.01 2.931(5) 153.8 .

_diffrn_measured_fraction_theta_max 0.814
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.266
_refine_diff_density_rms         0.044
####################################################################### 
# 
# 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_H1.2(3,4LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418277'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
(1,4-bis(2?-bis(2?-(9-Hyrdoxy-9-fluorenyl)ethynyl)benzene).2(3,4-Lutidine)
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H26 O2, 2(C7 H9 N)'
_chemical_formula_sum            'C58 H44 N2 O2'
_chemical_formula_weight         800.95

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'
N N 0.0061 0.0033 '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                   9.780(2)
_cell_length_b                   11.388(2)
_cell_length_c                   11.566(2)
_cell_angle_alpha                115.12(3)
_cell_angle_beta                 101.58(3)
_cell_angle_gamma                104.11(3)
_cell_volume                     1061.1(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3361
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      27.51

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             422
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'Nonius Kappa CCD'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9641
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0484
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         27.51
_reflns_number_total             4837
_reflns_number_gt                3361
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XSEED
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0705P)²+0.3372P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4837
_refine_ls_number_parameters     282
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1481
_refine_ls_wR_factor_gt          0.1284
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.042
_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
O14 O 0.58493(11) 0.59747(11) 0.41778(10) 0.0326(3) Uani 1 1 d D . .
N24 N 0.81096(17) 0.70706(16) 0.66681(13) 0.0455(4) Uani 1 1 d D . .
C1 C 0.76160(19) 1.07951(18) 0.57604(18) 0.0341(4) Uani 1 1 d . . .
H1 H 0.7733 1.1641 0.6522 0.041 Uiso 1 1 calc R . .
C2 C 0.8445(2) 1.08039(19) 0.49218(19) 0.0391(4) Uani 1 1 d . . .
H2 H 0.9143 1.1666 0.5119 0.047 Uiso 1 1 calc R . .
C3 C 0.8273(2) 0.95794(19) 0.38018(19) 0.0386(4) Uani 1 1 d . . .
H3 H 0.8851 0.9611 0.3239 0.046 Uiso 1 1 calc R . .
C4 C 0.72634(19) 0.83050(18) 0.34945(17) 0.0343(4) Uani 1 1 d . . .
H4 H 0.7141 0.7463 0.2725 0.041 Uiso 1 1 calc R . .
C5 C 0.64400(17) 0.82909(17) 0.43343(16) 0.0282(4) Uani 1 1 d . . .
C6 C 0.66093(17) 0.95238(17) 0.54667(16) 0.0287(4) Uani 1 1 d . . .
C7 C 0.56283(17) 0.91786(17) 0.61786(16) 0.0285(4) Uani 1 1 d . . .
C8 C 0.53867(19) 1.00200(19) 0.73433(17) 0.0365(4) Uani 1 1 d . . .
H8 H 0.5874 1.1007 0.7805 0.044 Uiso 1 1 calc R . .
C9 C 0.4418(2) 0.9389(2) 0.78187(19) 0.0430(5) Uani 1 1 d . . .
H9 H 0.4254 0.9952 0.8621 0.052 Uiso 1 1 calc R . .
C10 C 0.3685(2) 0.7947(2) 0.7139(2) 0.0427(5) Uani 1 1 d . . .
H10 H 0.3037 0.7536 0.7488 0.051 Uiso 1 1 calc R . .
C11 C 0.38902(19) 0.70999(19) 0.59519(19) 0.0357(4) Uani 1 1 d . . .
H11 H 0.3373 0.6116 0.5473 0.043 Uiso 1 1 calc R . .
C12 C 0.48678(17) 0.77304(17) 0.54888(16) 0.0288(4) Uani 1 1 d . . .
C13 C 0.52858(18) 0.70315(16) 0.42235(16) 0.0281(4) Uani 1 1 d . . .
C15 C 0.39400(19) 0.63873(17) 0.29971(17) 0.0304(4) Uani 1 1 d . . .
C16 C 0.28005(18) 0.59611(17) 0.20747(16) 0.0297(4) Uani 1 1 d . . .
C17 C 0.13928(17) 0.54658(16) 0.10224(16) 0.0275(4) Uani 1 1 d . . .
C18 C 0.13609(18) 0.52651(16) -0.02785(16) 0.0282(4) Uani 1 1 d . . .
C19 C 0.27081(19) 0.55149(17) -0.05906(18) 0.0337(4) Uani 1 1 d . . .
H19 H 0.3651 0.5849 0.0094 0.040 Uiso 1 1 calc R . .
C20 C 0.2654(2) 0.52793(19) -0.18594(19) 0.0375(4) Uani 1 1 d . . .
H20 H 0.3556 0.5439 -0.2056 0.045 Uiso 1 1 calc R . .
C21 C 0.00459(17) 0.52108(16) 0.13112(15) 0.0273(4) Uani 1 1 d . . .
C22 C 0.0042(2) 0.54263(17) 0.26227(17) 0.0330(4) Uani 1 1 d . . .
H22 H 0.0964 0.5731 0.3320 0.040 Uiso 1 1 calc R . .
C23 C -0.1261(2) 0.52015(19) 0.28841(18) 0.0386(4) Uani 1 1 d . . .
H23 H -0.1237 0.5369 0.3767 0.046 Uiso 1 1 calc R . .
C25 C 0.9607(2) 0.7632(2) 0.7164(2) 0.0460(5) Uani 1 1 d . . .
H25 H 1.0132 0.7663 0.6564 0.055 Uiso 1 1 calc R . .
C26 C 1.0422(2) 0.8172(2) 0.8517(2) 0.0444(5) Uani 1 1 d . . .
H26 H 1.1488 0.8553 0.8823 0.053 Uiso 1 1 calc R . .
C27 C 0.9707(2) 0.81640(18) 0.94255(18) 0.0371(4) Uani 1 1 d . . .
C28 C 0.8143(2) 0.76069(18) 0.89295(18) 0.0360(4) Uani 1 1 d . . .
C29 C 0.7416(2) 0.70630(19) 0.75524(19) 0.0412(4) Uani 1 1 d . . .
H29 H 0.6349 0.6656 0.7212 0.049 Uiso 1 1 calc R . .
C30 C 0.7233(2) 0.7557(2) 0.9821(2) 0.0539(5) Uani 1 1 d . . .
H30A H 0.6160 0.7132 0.9274 0.081 Uiso 1 1 calc R . .
H30B H 0.7465 0.8507 1.0547 0.081 Uiso 1 1 calc R . .
H30C H 0.7479 0.6998 1.0223 0.081 Uiso 1 1 calc R . .
C31 C 1.05654(19) 0.8708(2) 1.08791(15) 0.0533(6) Uani 1 1 d . . .
H31A H 0.9863 0.8614 1.1360 0.080 Uiso 1 1 calc R . .
H31B H 1.1200 0.9695 1.1297 0.080 Uiso 1 1 calc R . .
H31C H 1.1199 0.8174 1.0939 0.080 Uiso 1 1 calc R . .
H14 H 0.6750 0.6420 0.4979 0.076(8) Uiso 1 1 d RD . .


_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
O14 C13 1.4268(19) . ?
O14 H14 0.9732 . ?
N24 C25 1.333(3) . ?
N24 C29 1.338(3) . ?
C1 C2 1.385(3) . ?
C1 C6 1.391(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.384(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.389(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.397(2) . ?
C5 C13 1.531(2) . ?
C6 C7 1.470(2) . ?
C7 C8 1.390(2) . ?
C7 C12 1.399(2) . ?
C8 C9 1.389(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.392(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.534(2) . ?
C13 C15 1.476(2) . ?
C15 C16 1.198(2) . ?
C16 C17 1.436(2) . ?
C17 C18 1.415(2) . ?
C17 C21 1.415(2) . ?
C18 C21 1.428(2) 2_565 ?
C18 C19 1.429(2) . ?
C19 C20 1.362(2) . ?
C19 H19 0.9500 . ?
C20 C23 1.413(3) 2_565 ?
C20 H20 0.9500 . ?
C21 C18 1.428(2) 2_565 ?
C21 C22 1.431(2) . ?
C22 C23 1.357(3) . ?
C22 H22 0.9500 . ?
C23 C20 1.413(3) 2_565 ?
C23 H23 0.9500 . ?
C25 C26 1.380(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.376(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.392(3) . ?
C27 C31 1.487(2) . ?
C28 C29 1.386(3) . ?
C28 C30 1.501(3) . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O14 H14 107.1 . . ?
C25 N24 C29 116.70(15) . . ?
C2 C1 C6 118.72(17) . . ?
C2 C1 H1 120.6 . . ?
C6 C1 H1 120.6 . . ?
C3 C2 C1 121.17(17) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 120.55(17) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.45(16) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 121.23(16) . . ?
C4 C5 C13 128.26(15) . . ?
C6 C5 C13 110.50(14) . . ?
C1 C6 C5 119.87(16) . . ?
C1 C6 C7 131.24(16) . . ?
C5 C6 C7 108.88(14) . . ?
C8 C7 C12 119.93(16) . . ?
C8 C7 C6 131.33(16) . . ?
C12 C7 C6 108.73(14) . . ?
C9 C8 C7 118.66(17) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C8 C9 C10 121.01(18) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C9 C10 C11 120.69(18) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 118.14(17) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
C11 C12 C7 121.53(16) . . ?
C11 C12 C13 128.02(15) . . ?
C7 C12 C13 110.45(14) . . ?
O14 C13 C15 108.07(13) . . ?
O14 C13 C5 113.66(13) . . ?
C15 C13 C5 110.70(13) . . ?
O14 C13 C12 113.95(13) . . ?
C15 C13 C12 108.93(13) . . ?
C5 C13 C12 101.39(13) . . ?
C16 C15 C13 173.67(17) . . ?
C15 C16 C17 176.85(18) . . ?
C18 C17 C21 120.59(14) . . ?
C18 C17 C16 120.15(15) . . ?
C21 C17 C16 119.24(14) . . ?
C17 C18 C21 119.59(15) . 2_565 ?
C17 C18 C19 121.43(15) . . ?
C21 C18 C19 118.97(15) 2_565 . ?
C20 C19 C18 120.67(16) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C19 C20 C23 120.36(17) . 2_565 ?
C19 C20 H20 119.8 . . ?
C23 C20 H20 119.8 2_565 . ?
C17 C21 C18 119.81(14) . 2_565 ?
C17 C21 C22 121.98(15) . . ?
C18 C21 C22 118.20(15) 2_565 . ?
C23 C22 C21 120.94(16) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C20 120.84(16) . 2_565 ?
C22 C23 H23 119.6 . . ?
C20 C23 H23 119.6 2_565 . ?
N24 C25 C26 122.50(19) . . ?
N24 C25 H25 118.7 . . ?
C26 C25 H25 118.7 . . ?
C27 C26 C25 120.75(18) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 117.47(17) . . ?
C26 C27 C31 121.57(18) . . ?
C28 C27 C31 120.96(18) . . ?
C29 C28 C27 117.93(18) . . ?
C29 C28 C30 119.47(18) . . ?
C27 C28 C30 122.60(17) . . ?
N24 C29 C28 124.61(17) . . ?
N24 C29 H29 117.7 . . ?
C28 C29 H29 117.7 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C27 C31 H31A 109.5 . . ?
C27 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C27 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

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
O14 H14 N24 0.97 1.84 2.7908(19) 165.0 .

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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_c:\H2.2(2,3LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418278'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
(9-10-bis(2?-(9-Hyrdoxy-9-fluorenyl)ethynyl)anthracene).2(2,3-Lutidine)
_chemical_melting_point          ?
_chemical_formula_moiety         'C60 H58 O2, 2(C7 H9 N)'
_chemical_formula_sum            'C74 H76 N2 O2'
_chemical_formula_weight         1025.37

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'
N N 0.0061 0.0033 '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                   8.870(2)
_cell_length_b                   10.410(3)
_cell_length_c                   16.836(5)
_cell_angle_alpha                76.160(5)
_cell_angle_beta                 88.162(6)
_cell_angle_gamma                76.165(6)
_cell_volume                     1465.1(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2788
_cell_measurement_theta_min      1.25
_cell_measurement_theta_max      26.10

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             550
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'Nonius Kappa CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11294
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_av_sigmaI/netI    0.1128
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.25
_diffrn_reflns_theta_max         26.10
_reflns_number_total             5589
_reflns_number_gt                2788
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XSEED
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0714P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5589
_refine_ls_number_parameters     429
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1439
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.1683
_refine_ls_wR_factor_gt          0.1323
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_restrained_S_all      0.966
_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
O13 O 0.1282(2) 0.23198(18) 0.28448(11) 0.0343(5) Uani 1 1 d . . .
H13 H 0.1821 0.1832 0.2455 0.041 Uiso 1 1 calc R . .
N32 N 0.1959(17) 0.0401(14) 0.1888(11) 0.034(3) Uani 0.50 1 d P A 2
N40 N 0.2288(17) 0.0768(16) 0.1717(10) 0.040(3) Uani 0.50 1 d P B 1
C1 C -0.0823(3) 0.5232(3) 0.26006(16) 0.0318(7) Uani 1 1 d . . .
H1 H -0.1071 0.4952 0.2134 0.038 Uiso 1 1 calc R . .
C2 C -0.1888(3) 0.6257(3) 0.28715(17) 0.0320(7) Uani 1 1 d . . .
C3 C -0.1461(3) 0.6629(3) 0.35608(17) 0.0361(7) Uani 1 1 d . . .
H3 H -0.2164 0.7328 0.3752 0.043 Uiso 1 1 calc R . .
C4 C -0.0049(3) 0.6016(3) 0.39758(17) 0.0352(7) Uani 1 1 d . . .
H4 H 0.0206 0.6290 0.4444 0.042 Uiso 1 1 calc R . .
C5 C 0.0984(3) 0.5002(3) 0.37000(15) 0.0274(6) Uani 1 1 d . . .
C6 C 0.2519(3) 0.4162(3) 0.40100(16) 0.0286(6) Uani 1 1 d . . .
C7 C 0.3429(3) 0.4140(3) 0.46639(17) 0.0335(7) Uani 1 1 d . . .
H7 H 0.3072 0.4742 0.5011 0.040 Uiso 1 1 calc R . .
C8 C 0.4872(3) 0.3229(3) 0.48091(17) 0.0352(7) Uani 1 1 d . . .
H8 H 0.5494 0.3218 0.5260 0.042 Uiso 1 1 calc R . .
C9 C 0.5442(3) 0.2321(3) 0.43108(17) 0.0321(7) Uani 1 1 d . . .
C10 C 0.4497(3) 0.2352(3) 0.36605(16) 0.0307(7) Uani 1 1 d . . .
H10 H 0.4838 0.1741 0.3317 0.037 Uiso 1 1 calc R . .
C11 C 0.3064(3) 0.3265(3) 0.35101(15) 0.0266(6) Uani 1 1 d . . .
C12 C 0.1874(3) 0.3483(3) 0.28209(16) 0.0274(6) Uani 1 1 d . . .
C14 C 0.0585(3) 0.4627(3) 0.30088(16) 0.0287(6) Uani 1 1 d . . .
C15 C -0.3487(3) 0.6904(3) 0.24501(19) 0.0416(8) Uani 1 1 d . . .
C16 C -0.4582(4) 0.5982(4) 0.2801(2) 0.0725(12) Uani 1 1 d . . .
H16A H -0.5613 0.6378 0.2538 0.109 Uiso 1 1 calc R . .
H16B H -0.4662 0.5901 0.3392 0.109 Uiso 1 1 calc R . .
H16C H -0.4171 0.5078 0.2697 0.109 Uiso 1 1 calc R . .
C17 C -0.3407(4) 0.7009(4) 0.1534(2) 0.0660(11) Uani 1 1 d . . .
H17A H -0.4442 0.7426 0.1281 0.099 Uiso 1 1 calc R . .
H17B H -0.3038 0.6096 0.1436 0.099 Uiso 1 1 calc R . .
H17C H -0.2688 0.7571 0.1296 0.099 Uiso 1 1 calc R . .
C18 C -0.4155(5) 0.8317(4) 0.2588(3) 0.0986(17) Uani 1 1 d . . .
H18A H -0.5173 0.8700 0.2309 0.148 Uiso 1 1 calc R . .
H18B H -0.3453 0.8907 0.2368 0.148 Uiso 1 1 calc R . .
H18C H -0.4269 0.8257 0.3176 0.148 Uiso 1 1 calc R . .
C19 C 0.7071(3) 0.1398(3) 0.44773(18) 0.0363(7) Uani 1 1 d . . .
C20 C 0.8221(4) 0.2250(4) 0.4201(3) 0.1021(17) Uani 1 1 d . . .
H20A H 0.9277 0.1673 0.4303 0.153 Uiso 1 1 calc R . .
H20B H 0.8078 0.2963 0.4504 0.153 Uiso 1 1 calc R . .
H20C H 0.8058 0.2671 0.3614 0.153 Uiso 1 1 calc R . .
C21 C 0.7344(5) 0.0259(4) 0.4038(3) 0.1145(19) Uani 1 1 d . . .
H21A H 0.6602 -0.0306 0.4223 0.172 Uiso 1 1 calc R . .
H21B H 0.8405 -0.0303 0.4160 0.172 Uiso 1 1 calc R . .
H21C H 0.7204 0.0645 0.3447 0.172 Uiso 1 1 calc R . .
C22 C 0.7347(5) 0.0742(5) 0.5379(2) 0.1100(18) Uani 1 1 d . . .
H22A H 0.6601 0.0180 0.5565 0.165 Uiso 1 1 calc R . .
H22B H 0.7212 0.1451 0.5685 0.165 Uiso 1 1 calc R . .
H22C H 0.8406 0.0168 0.5473 0.165 Uiso 1 1 calc R . .
C23 C 0.2587(3) 0.3919(3) 0.20273(17) 0.0298(7) Uani 1 1 d . . .
C24 C 0.3255(3) 0.4228(3) 0.14102(17) 0.0281(6) Uani 1 1 d . . .
C25 C 0.4132(3) 0.4593(2) 0.06948(15) 0.0259(6) Uani 1 1 d . . .
C26 C 0.5754(3) 0.4153(3) 0.07343(16) 0.0270(6) Uani 1 1 d . . .
C27 C 0.6576(3) 0.3287(3) 0.14561(17) 0.0340(7) Uani 1 1 d . . .
H27 H 0.6009 0.2974 0.1921 0.041 Uiso 1 1 calc R . .
C28 C 0.3354(3) 0.5423(3) -0.00355(16) 0.0270(6) Uani 1 1 d . . .
C29 C 0.1707(3) 0.5833(3) -0.01123(17) 0.0330(7) Uani 1 1 d . . .
H29 H 0.1101 0.5541 0.0340 0.040 Uiso 1 1 calc R . .
C30 C 0.0982(3) 0.6634(3) -0.08180(18) 0.0390(8) Uani 1 1 d . . .
H30 H -0.0120 0.6884 -0.0858 0.047 Uiso 1 1 calc R . .
C31 C 0.1855(3) 0.7097(3) -0.14912(18) 0.0412(8) Uani 1 1 d . . .
H31 H 0.1336 0.7685 -0.1976 0.049 Uiso 1 1 calc R . .
C33 C 0.1187(15) -0.0480(14) 0.2342(9) 0.043(3) Uani 0.50 1 d P A 2
H33 H 0.0824 -0.0365 0.2863 0.052 Uiso 0.50 1 calc PR A 2
C34 C 0.0914(9) -0.1562(7) 0.2054(5) 0.059(2) Uani 0.50 1 d P A 2
H34 H 0.0448 -0.2221 0.2394 0.071 Uiso 0.50 1 calc PR A 2
C35 C 0.1329(13) -0.1656(11) 0.1274(7) 0.051(3) Uani 0.50 1 d P A 2
H35 H 0.1020 -0.2328 0.1067 0.061 Uiso 0.50 1 calc PR A 2
C36 C 0.220(4) -0.080(3) 0.075(3) 0.051(5) Uani 0.50 1 d P A 2
C37 C 0.2395(8) 0.0279(8) 0.1153(5) 0.0395(16) Uani 0.50 1 d P A 2
C38 C 0.2569(11) -0.0846(10) -0.0064(5) 0.074(3) Uani 0.50 1 d P A 2
H38A H 0.2145 0.0051 -0.0426 0.110 Uiso 0.50 1 calc PR A 2
H38B H 0.2121 -0.1527 -0.0220 0.110 Uiso 0.50 1 calc PR A 2
H38C H 0.3701 -0.1092 -0.0112 0.110 Uiso 0.50 1 calc PR A 2
C39 C 0.325(2) 0.133(2) 0.0706(13) 0.065(5) Uani 0.50 1 d P A 2
H39A H 0.3369 0.1918 0.1062 0.097 Uiso 0.50 1 calc PR A 2
H39B H 0.2660 0.1877 0.0208 0.097 Uiso 0.50 1 calc PR A 2
H39C H 0.4280 0.0860 0.0558 0.097 Uiso 0.50 1 calc PR A 2
C41 C 0.1568(10) -0.0269(11) 0.1842(6) 0.035(2) Uani 0.50 1 d P B 1
C42 C 0.1522(13) -0.1004(11) 0.1226(9) 0.046(3) Uani 0.50 1 d P B 1
C43 C 0.211(5) -0.056(3) 0.054(3) 0.084(15) Uani 0.50 1 d P B 1
H43 H 0.1932 -0.0938 0.0104 0.100 Uiso 0.50 1 calc PR B 1
C44 C 0.2965(9) 0.0411(7) 0.0379(4) 0.0566(19) Uani 0.50 1 d P B 1
H44 H 0.3499 0.0611 -0.0116 0.068 Uiso 0.50 1 calc PR B 1
C45 C 0.2979(17) 0.1046(17) 0.0980(10) 0.047(4) Uani 0.50 1 d P B 1
H45 H 0.3517 0.1753 0.0886 0.056 Uiso 0.50 1 calc PR B 1
C46 C 0.0713(13) -0.2179(10) 0.1418(7) 0.091(4) Uani 0.50 1 d P B 1
H46A H 0.0524 -0.2425 0.0909 0.136 Uiso 0.50 1 calc PR B 1
H46B H -0.0279 -0.1899 0.1675 0.136 Uiso 0.50 1 calc PR B 1
H46C H 0.1375 -0.2967 0.1791 0.136 Uiso 0.50 1 calc PR B 1
C47 C 0.085(2) -0.065(2) 0.2639(9) 0.069(5) Uani 0.50 1 d P B 1
H47A H 0.0902 0.0000 0.2965 0.104 Uiso 0.50 1 calc PR B 1
H47B H 0.1405 -0.1568 0.2931 0.104 Uiso 0.50 1 calc PR B 1
H47C H -0.0241 -0.0645 0.2550 0.104 Uiso 0.50 1 calc PR B 1


_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
O13 C12 1.423(3) . ?
O13 H13 0.9700 . ?
N32 C37 1.31(2) . ?
N32 C33 1.352(15) . ?
N40 C41 1.352(13) . ?
N40 C45 1.36(2) . ?
C1 C14 1.378(4) . ?
C1 C2 1.401(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.398(4) . ?
C2 C15 1.532(4) . ?
C3 C4 1.388(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(4) . ?
C4 H4 0.9500 . ?
C5 C14 1.393(4) . ?
C5 C6 1.466(4) . ?
C6 C7 1.378(4) . ?
C6 C11 1.396(4) . ?
C7 C8 1.388(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(4) . ?
C9 C19 1.524(4) . ?
C10 C11 1.382(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.532(4) . ?
C12 C23 1.478(4) . ?
C12 C14 1.527(4) . ?
C15 C18 1.519(4) . ?
C15 C17 1.520(4) . ?
C15 C16 1.533(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.500(4) . ?
C19 C22 1.510(5) . ?
C19 C21 1.511(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.194(4) . ?
C24 C25 1.436(4) . ?
C25 C26 1.400(4) . ?
C25 C28 1.413(3) . ?
C26 C27 1.428(4) . ?
C26 C28 1.437(4) 2_665 ?
C27 C31 1.353(4) 2_665 ?
C27 H27 0.9500 . ?
C28 C29 1.421(4) . ?
C28 C26 1.437(4) 2_665 ?
C29 C30 1.356(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.405(4) . ?
C30 H30 0.9500 . ?
C31 C27 1.353(4) 2_665 ?
C31 H31 0.9500 . ?
C33 C34 1.400(18) . ?
C33 H33 0.9500 . ?
C34 C35 1.372(13) . ?
C34 H34 0.9500 . ?
C35 C36 1.44(5) . ?
C35 H35 0.9500 . ?
C36 C38 1.40(4) . ?
C36 C37 1.49(3) . ?
C37 C39 1.517(15) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C41 C42 1.435(15) . ?
C41 C47 1.476(14) . ?
C42 C43 1.27(5) . ?
C42 C46 1.527(11) . ?
C43 C44 1.38(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.34(2) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O13 H13 109.5 . . ?
C37 N32 C33 119.4(14) . . ?
C41 N40 C45 115.8(16) . . ?
C14 C1 C2 120.3(3) . . ?
C14 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 117.5(3) . . ?
C3 C2 C15 121.2(3) . . ?
C1 C2 C15 121.3(2) . . ?
C4 C3 C2 122.4(3) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C14 119.2(3) . . ?
C4 C5 C6 131.8(2) . . ?
C14 C5 C6 108.9(2) . . ?
C7 C6 C11 119.4(3) . . ?
C7 C6 C5 131.7(2) . . ?
C11 C6 C5 108.8(2) . . ?
C6 C7 C8 119.2(3) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C7 C8 C9 122.2(3) . . ?
C7 C8 H8 118.9 . . ?
C9 C8 H8 118.9 . . ?
C10 C9 C8 117.5(3) . . ?
C10 C9 C19 122.9(2) . . ?
C8 C9 C19 119.6(2) . . ?
C11 C10 C9 120.4(3) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C6 121.2(2) . . ?
C10 C11 C12 128.6(2) . . ?
C6 C11 C12 110.3(2) . . ?
O13 C12 C23 111.2(2) . . ?
O13 C12 C14 109.7(2) . . ?
C23 C12 C14 111.9(2) . . ?
O13 C12 C11 113.4(2) . . ?
C23 C12 C11 108.8(2) . . ?
C14 C12 C11 101.5(2) . . ?
C1 C14 C5 121.5(2) . . ?
C1 C14 C12 128.0(2) . . ?
C5 C14 C12 110.5(2) . . ?
C18 C15 C17 108.6(3) . . ?
C18 C15 C2 111.8(3) . . ?
C17 C15 C2 111.2(3) . . ?
C18 C15 C16 109.3(3) . . ?
C17 C15 C16 107.7(3) . . ?
C2 C15 C16 108.2(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C22 108.9(3) . . ?
C20 C19 C21 109.4(3) . . ?
C22 C19 C21 107.0(3) . . ?
C20 C19 C9 108.3(2) . . ?
C22 C19 C9 110.9(3) . . ?
C21 C19 C9 112.4(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C12 175.7(3) . . ?
C23 C24 C25 176.9(3) . . ?
C26 C25 C28 120.6(2) . . ?
C26 C25 C24 119.6(2) . . ?
C28 C25 C24 119.7(2) . . ?
C25 C26 C27 122.1(3) . . ?
C25 C26 C28 120.0(2) . 2_665 ?
C27 C26 C28 117.9(2) . 2_665 ?
C31 C27 C26 121.3(3) 2_665 . ?
C31 C27 H27 119.4 2_665 . ?
C26 C27 H27 119.4 . . ?
C25 C28 C29 122.3(3) . . ?
C25 C28 C26 119.3(2) . 2_665 ?
C29 C28 C26 118.4(2) . 2_665 ?
C30 C29 C28 121.3(3) . . ?
C30 C29 H29 119.3 . . ?
C28 C29 H29 119.3 . . ?
C29 C30 C31 120.3(3) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C27 C31 C30 120.7(3) 2_665 . ?
C27 C31 H31 119.7 2_665 . ?
C30 C31 H31 119.7 . . ?
N32 C33 C34 120.9(13) . . ?
N32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C35 C34 C33 119.1(9) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C34 C35 C36 124.5(17) . . ?
C34 C35 H35 117.8 . . ?
C36 C35 H35 117.8 . . ?
C38 C36 C35 125(2) . . ?
C38 C36 C37 125(3) . . ?
C35 C36 C37 109(3) . . ?
N32 C37 C36 127(2) . . ?
N32 C37 C39 114.5(11) . . ?
C36 C37 C39 119(2) . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N40 C41 C42 121.3(13) . . ?
N40 C41 C47 118.5(12) . . ?
C42 C41 C47 120.2(15) . . ?
C43 C42 C41 116(2) . . ?
C43 C42 C46 126(2) . . ?
C41 C42 C46 118.4(12) . . ?
C42 C43 C44 127(4) . . ?
C42 C43 H43 116.7 . . ?
C44 C43 H43 116.7 . . ?
C45 C44 C43 114(2) . . ?
C45 C44 H44 123.0 . . ?
C43 C44 H44 123.0 . . ?
C44 C45 N40 125.7(14) . . ?
C44 C45 H45 117.1 . . ?
N40 C45 H45 117.1 . . ?

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
O13 H13 N40 0.97 1.83 2.772(19) 162.9 .
O13 H13 N32 0.97 1.93 2.801(18) 148.0 .

_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.049
####################################################################### 
# 
# 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_c:\H2.2(2,3LUT/3,4LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418279'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
'C60 H58 O2, 0.72(C7 H9 N), 1.28(C6 H5 N), 1.28(C H3)'
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C74 H74.72 N2 O2'
_chemical_formula_weight         1024.08

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'
N N 0.0061 0.0033 '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                   8.8150(18)
_cell_length_b                   10.541(2)
_cell_length_c                   16.794(3)
_cell_angle_alpha                75.30(3)
_cell_angle_beta                 88.23(3)
_cell_angle_gamma                76.92(3)
_cell_volume                     1469.7(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2901
_cell_measurement_theta_min      2.05
_cell_measurement_theta_max      25.81

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             549
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13994
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_sigmaI/netI    0.0901
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         25.81
_reflns_number_total             5626
_reflns_number_gt                2901
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    X-SEED
_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)+(0.1082P)²+0.3088P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.009(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5626
_refine_ls_number_parameters     351
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.1522
_refine_ls_R_factor_gt           0.0739
_refine_ls_wR_factor_ref         0.2235
_refine_ls_wR_factor_gt          0.1854
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.056
_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
O14 O 0.6239(2) 0.7358(2) 0.28784(14) 0.0363(6) Uani 1 1 d D . .
N32 N 0.7333(5) 0.5812(4) 0.1825(2) 0.0420(12) Uiso 0.64 1 d PD A 1
N41 N 0.6937(11) 0.5398(7) 0.1933(4) 0.049(2) Uiso 0.36 1 d PD B 2
C1 C 0.9486(4) 0.7368(3) 0.3687(2) 0.0329(8) Uani 1 1 d . . .
H1 H 0.9810 0.6774 0.3341 0.039 Uiso 1 1 calc R . .
C2 C 1.0451(4) 0.7322(3) 0.4343(2) 0.0344(8) Uani 1 1 d . . .
C3 C 0.9914(4) 0.8207(3) 0.4834(2) 0.0391(9) Uani 1 1 d . . .
H3 H 1.0548 0.8185 0.5288 0.047 Uiso 1 1 calc R . .
C4 C 0.8478(4) 0.9123(4) 0.4683(2) 0.0383(9) Uani 1 1 d . . .
H4 H 0.8143 0.9717 0.5027 0.046 Uiso 1 1 calc R . .
C5 C 0.7549(4) 0.9159(3) 0.4028(2) 0.0323(8) Uani 1 1 d . . .
C6 C 0.6022(4) 1.0004(3) 0.3715(2) 0.0320(8) Uani 1 1 d . . .
C7 C 0.5012(4) 1.1017(4) 0.3979(2) 0.0420(9) Uani 1 1 d . . .
H7 H 0.5282 1.1286 0.4445 0.050 Uiso 1 1 calc R . .
C8 C 0.3600(4) 1.1638(4) 0.3556(2) 0.0426(9) Uani 1 1 d . . .
H8 H 0.2919 1.2342 0.3736 0.051 Uiso 1 1 calc R . .
C9 C 0.3150(4) 1.1261(3) 0.2879(2) 0.0360(8) Uani 1 1 d . . .
C10 C 0.4192(4) 1.0246(3) 0.2619(2) 0.0339(8) Uani 1 1 d . . .
H10 H 0.3931 0.9975 0.2153 0.041 Uiso 1 1 calc R . .
C11 C 0.5590(4) 0.9635(3) 0.3031(2) 0.0308(8) Uani 1 1 d . . .
C12 C 0.6866(3) 0.8500(3) 0.2850(2) 0.0298(8) Uani 1 1 d . . .
C13 C 0.8059(3) 0.8275(3) 0.3539(2) 0.0300(8) Uani 1 1 d . . .
C15 C 1.2076(4) 0.6396(4) 0.4507(2) 0.0399(9) Uani 1 1 d . . .
C16 C 1.2329(6) 0.5719(6) 0.5425(3) 0.098(2) Uani 1 1 d . . .
H16A H 1.1574 0.5156 0.5604 0.146 Uiso 1 1 calc R . .
H16B H 1.2187 0.6409 0.5734 0.146 Uiso 1 1 calc R . .
H16C H 1.3388 0.5156 0.5528 0.146 Uiso 1 1 calc R . .
C17 C 1.3248(5) 0.7249(5) 0.4246(4) 0.0891(18) Uani 1 1 d . . .
H17A H 1.4302 0.6678 0.4347 0.134 Uiso 1 1 calc R . .
H17B H 1.3112 0.7928 0.4563 0.134 Uiso 1 1 calc R . .
H17C H 1.3092 0.7698 0.3658 0.134 Uiso 1 1 calc R . .
C18 C 1.2329(6) 0.5315(6) 0.4051(4) 0.109(2) Uani 1 1 d . . .
H18A H 1.1570 0.4756 0.4224 0.164 Uiso 1 1 calc R . .
H18B H 1.3386 0.4754 0.4173 0.164 Uiso 1 1 calc R . .
H18C H 1.2198 0.5730 0.3457 0.164 Uiso 1 1 calc R . .
C19 C 0.1627(5) 1.2006(5) 0.1539(3) 0.0709(14) Uani 1 1 d . . .
H19A H 0.0590 1.2422 0.1282 0.106 Uiso 1 1 calc R . .
H19B H 0.1978 1.1103 0.1450 0.106 Uiso 1 1 calc R . .
H19C H 0.2360 1.2559 0.1293 0.106 Uiso 1 1 calc R . .
C20 C 0.1552(4) 1.1905(4) 0.2457(2) 0.0438(9) Uani 1 1 d . . .
C21 C 0.0890(6) 1.3302(5) 0.2589(4) 0.101(2) Uani 1 1 d . . .
H21A H -0.0129 1.3678 0.2306 0.151 Uiso 1 1 calc R . .
H21B H 0.1600 1.3891 0.2367 0.151 Uiso 1 1 calc R . .
H21C H 0.0774 1.3234 0.3180 0.151 Uiso 1 1 calc R . .
C22 C 0.0435(4) 1.1001(5) 0.2821(3) 0.0684(14) Uani 1 1 d . . .
H22A H -0.0598 1.1396 0.2555 0.103 Uiso 1 1 calc R . .
H22B H 0.0359 1.0923 0.3414 0.103 Uiso 1 1 calc R . .
H22C H 0.0827 1.0106 0.2727 0.103 Uiso 1 1 calc R . .
C23 C 0.7581(4) 0.8934(3) 0.2046(2) 0.0315(8) Uani 1 1 d . . .
C24 C 0.8256(3) 0.9249(3) 0.1427(2) 0.0290(8) Uani 1 1 d . . .
C25 C 0.9128(3) 0.9613(3) 0.07029(19) 0.0280(7) Uani 1 1 d . . .
C26 C 1.0764(3) 0.9176(3) 0.07441(19) 0.0281(7) Uani 1 1 d . . .
C27 C 1.1579(4) 0.8331(3) 0.1475(2) 0.0367(8) Uani 1 1 d . . .
H27 H 1.1006 0.8032 0.1946 0.044 Uiso 1 1 calc R . .
C28 C 1.3147(4) 0.7945(4) 0.1513(2) 0.0424(9) Uani 1 1 d . . .
H28 H 1.3663 0.7376 0.2007 0.051 Uiso 1 1 calc R . .
C29 C 1.4024(4) 0.8381(4) 0.0824(2) 0.0409(9) Uani 1 1 d . . .
H29 H 1.5129 0.8122 0.0861 0.049 Uiso 1 1 calc R . .
C30 C 1.3307(4) 0.9168(3) 0.0107(2) 0.0368(8) Uani 1 1 d . . .
H30 H 1.3916 0.9446 -0.0353 0.044 Uiso 1 1 calc R . .
C31 C 1.1646(3) 0.9585(3) 0.0037(2) 0.0287(8) Uani 1 1 d . . .
C33 C 0.8136(6) 0.6196(5) 0.1108(3) 0.0469(15) Uiso 0.64 1 d PD A 1
H33 H 0.8680 0.6894 0.1051 0.056 Uiso 0.64 1 calc PR A 1
C34 C 0.8143(6) 0.5557(5) 0.0471(2) 0.0527(16) Uiso 0.64 1 d PD A 1
H34 H 0.8657 0.5846 -0.0025 0.063 Uiso 0.64 1 calc PR A 1
C35 C 0.7397(7) 0.4497(5) 0.0564(3) 0.0480(16) Uiso 0.64 1 d PD A 1
C36 C 0.6637(6) 0.4081(4) 0.1293(3) 0.0439(14) Uiso 0.64 1 d PD A 1
C37 C 0.6603(6) 0.4741(4) 0.1921(2) 0.0396(14) Uiso 0.64 1 d PD A 1
C38 C 0.5642(19) 0.4411(17) 0.2741(6) 0.085(5) Uiso 0.33 1 d PD A 1
H38A H 0.5779 0.4993 0.3092 0.128 Uiso 0.33 1 calc PR A 1
H38B H 0.6024 0.3466 0.3038 0.128 Uiso 0.33 1 calc PR A 1
H38C H 0.4535 0.4572 0.2596 0.128 Uiso 0.33 1 calc PR A 1
C39 C 0.5821(9) 0.2837(6) 0.1460(5) 0.084(2) Uiso 0.64 1 d PD A 1
H39A H 0.5359 0.2717 0.2005 0.127 Uiso 0.64 1 calc PR A 1
H39B H 0.6599 0.2019 0.1440 0.127 Uiso 0.64 1 calc PR A 1
H39C H 0.5004 0.3011 0.1039 0.127 Uiso 0.64 1 calc PR A 1
C40 C 0.7222(13) 0.4003(17) -0.0246(8) 0.158(13) Uiso 0.31 1 d PD A 1
H40A H 0.6673 0.3268 -0.0116 0.237 Uiso 0.31 1 calc PR A 1
H40B H 0.8258 0.3684 -0.0447 0.237 Uiso 0.31 1 calc PR A 1
H40C H 0.6629 0.4754 -0.0672 0.237 Uiso 0.31 1 calc PR A 1
H14 H 0.6793 0.6768 0.2531 0.084(15) Uiso 1 1 d RD . .
C42 C 0.7392(12) 0.5290(9) 0.1143(4) 0.060(3) Uiso 0.36 1 d PD B 2
C43 C 0.7059(15) 0.4270(10) 0.0836(4) 0.057(3) Uiso 0.36 1 d PD B 2
C44 C 0.6283(14) 0.3346(9) 0.1323(5) 0.062(3) Uiso 0.36 1 d PD B 2
H44 H 0.6029 0.2664 0.1111 0.075 Uiso 0.36 1 calc PR B 2
C45 C 0.5880(14) 0.3425(9) 0.2127(5) 0.075(4) Uiso 0.36 1 d PD B 2
H45 H 0.5431 0.2752 0.2474 0.090 Uiso 0.36 1 calc PR B 2
C46 C 0.8282(17) 0.6371(13) 0.0616(9) 0.088(5) Uiso 0.36 1 d PD B 2
H46A H 0.8400 0.7001 0.0937 0.133 Uiso 0.36 1 calc PR B 2
H46B H 0.7679 0.6867 0.0107 0.133 Uiso 0.36 1 calc PR B 2
H46C H 0.9313 0.5908 0.0478 0.133 Uiso 0.36 1 calc PR B 2
C47 C 0.7604(12) 0.4081(9) -0.0051(4) 0.031(2) Uiso 0.36 1 d PD B 2
H47A H 0.7261 0.3313 -0.0153 0.047 Uiso 0.36 1 calc PR B 2
H47B H 0.8742 0.3917 -0.0071 0.047 Uiso 0.36 1 calc PR B 2
H47C H 0.7142 0.4898 -0.0474 0.047 Uiso 0.36 1 calc PR B 2
C48 C 0.6136(12) 0.4490(9) 0.2417(4) 0.042(2) Uiso 0.36 1 d PD B 2
H48 H 0.5770 0.4596 0.2940 0.051 Uiso 0.36 1 calc PR B 2


_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
O14 C12 1.424(4) . ?
O14 H14 0.9975 . ?
N32 C33 1.3941(19) . ?
N32 C37 1.3943(19) . ?
N41 C48 1.397(2) . ?
N41 C42 1.399(2) . ?
C1 C13 1.383(4) . ?
C1 C2 1.398(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.394(5) . ?
C2 C15 1.528(5) . ?
C3 C4 1.393(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(5) . ?
C4 H4 0.9500 . ?
C5 C13 1.385(4) . ?
C5 C6 1.464(5) . ?
C6 C7 1.384(5) . ?
C6 C11 1.392(5) . ?
C7 C8 1.390(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.392(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.395(5) . ?
C9 C20 1.527(5) . ?
C10 C11 1.371(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.531(4) . ?
C12 C23 1.480(5) . ?
C12 C13 1.525(4) . ?
C15 C18 1.500(6) . ?
C15 C17 1.504(5) . ?
C15 C16 1.526(6) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.518(6) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.525(6) . ?
C20 C22 1.531(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.193(4) . ?
C24 C25 1.433(5) . ?
C25 C31 1.408(4) 2_775 ?
C25 C26 1.409(4) . ?
C26 C27 1.424(4) . ?
C26 C31 1.427(4) . ?
C27 C28 1.348(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.408(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.356(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.430(4) . ?
C30 H30 0.9500 . ?
C31 C25 1.408(4) 2_775 ?
C33 C34 1.400(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.3938(19) . ?
C34 H34 0.9500 . ?
C35 C36 1.3959(19) . ?
C35 C40 1.599(2) . ?
C36 C37 1.3994(19) . ?
C36 C39 1.595(2) . ?
C37 C38 1.598(2) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C42 C43 1.394(2) . ?
C42 C46 1.595(2) . ?
C43 C44 1.396(2) . ?
C43 C47 1.598(2) . ?
C44 C45 1.403(2) . ?
C44 H44 0.9500 . ?
C45 C48 1.397(2) . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C48 H48 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
C12 O14 H14 114.0 . . ?
C33 N32 C37 119.49(18) . . ?
C48 N41 C42 120.28(17) . . ?
C13 C1 C2 120.1(3) . . ?
C13 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 117.6(3) . . ?
C3 C2 C15 119.9(3) . . ?
C1 C2 C15 122.4(3) . . ?
C4 C3 C2 122.1(3) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C13 119.2(3) . . ?
C4 C5 C6 131.7(3) . . ?
C13 C5 C6 109.1(3) . . ?
C7 C6 C11 118.8(3) . . ?
C7 C6 C5 132.4(3) . . ?
C11 C6 C5 108.8(3) . . ?
C6 C7 C8 119.4(3) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C7 C8 C9 122.2(3) . . ?
C7 C8 H8 118.9 . . ?
C9 C8 H8 118.9 . . ?
C8 C9 C10 117.5(3) . . ?
C8 C9 C20 121.0(3) . . ?
C10 C9 C20 121.5(3) . . ?
C11 C10 C9 120.6(3) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C6 121.6(3) . . ?
C10 C11 C12 128.3(3) . . ?
C6 C11 C12 110.2(3) . . ?
O14 C12 C23 110.9(3) . . ?
O14 C12 C13 113.7(3) . . ?
C23 C12 C13 109.1(3) . . ?
O14 C12 C11 109.6(2) . . ?
C23 C12 C11 111.8(3) . . ?
C13 C12 C11 101.5(3) . . ?
C1 C13 C5 121.6(3) . . ?
C1 C13 C12 128.0(3) . . ?
C5 C13 C12 110.4(3) . . ?
C18 C15 C17 109.6(4) . . ?
C18 C15 C2 112.6(3) . . ?
C17 C15 C2 107.8(3) . . ?
C18 C15 C16 108.2(4) . . ?
C17 C15 C16 108.6(4) . . ?
C2 C15 C16 110.0(3) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 H19A 109.5 . . ?
C20 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C20 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C19 C20 C9 111.0(3) . . ?
C19 C20 C21 109.1(4) . . ?
C9 C20 C21 112.2(3) . . ?
C19 C20 C22 107.8(3) . . ?
C9 C20 C22 108.2(3) . . ?
C21 C20 C22 108.4(4) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C12 175.5(3) . . ?
C23 C24 C25 177.5(3) . . ?
C31 C25 C26 120.5(3) 2_775 . ?
C31 C25 C24 120.1(3) 2_775 . ?
C26 C25 C24 119.3(3) . . ?
C25 C26 C27 122.0(3) . . ?
C25 C26 C31 119.7(3) . . ?
C27 C26 C31 118.3(3) . . ?
C28 C27 C26 121.5(3) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 120.4(3) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C30 C29 C28 120.7(3) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C31 120.8(3) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C25 C31 C26 119.8(3) 2_775 . ?
C25 C31 C30 121.9(3) 2_775 . ?
C26 C31 C30 118.3(3) . . ?
N32 C33 C34 120.29(16) . . ?
N32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C35 C34 C33 120.11(16) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C36 119.66(19) . . ?
C34 C35 C40 116.1(9) . . ?
C36 C35 C40 123.4(9) . . ?
C35 C36 C37 120.09(16) . . ?
C35 C36 C39 122.6(4) . . ?
C37 C36 C39 117.3(4) . . ?
N32 C37 C36 120.29(16) . . ?
N32 C37 C38 116.3(7) . . ?
C36 C37 C38 123.2(7) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C35 C40 H40A 109.5 . . ?
C35 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C35 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C43 C42 N41 120.18(17) . . ?
C43 C42 C46 121.9(8) . . ?
N41 C42 C46 117.9(8) . . ?
C42 C43 C44 119.8(2) . . ?
C42 C43 C47 121.9(6) . . ?
C44 C43 C47 118.3(6) . . ?
C43 C44 C45 119.97(17) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C48 C45 C44 120.16(19) . . ?
C48 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C42 C46 H46A 109.5 . . ?
C42 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C42 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C43 C47 H47A 109.5 . . ?
C43 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C43 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
N41 C48 C45 119.4(2) . . ?
N41 C48 H48 120.3 . . ?
C45 C48 H48 120.3 . . ?

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
O14 H14 N32 1.00 1.73 2.713(2) 166.8 .
O14 H14 N41 1.00 1.94 2.863(6) 153.1 .

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.81
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.626
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.054
####################################################################### 
# 
# 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_c:\H2.2(3,4LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418280'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C59.66 H49 O2), 3(C7 H9 N), 0.686(C)'
_chemical_formula_sum            'C141 H125 N3 O4'
_chemical_formula_weight         1925.44

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'
N N 0.0061 0.0033 '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                   10.964(2)
_cell_length_b                   14.240(3)
_cell_length_c                   20.271(4)
_cell_angle_alpha                109.78(3)
_cell_angle_beta                 97.99(3)
_cell_angle_gamma                95.00(3)
_cell_volume                     2918.3(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8294
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      27.44

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'Nonius Kappa CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24990
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0558
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         27.44
_reflns_number_total             13238
_reflns_number_gt                8294
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XSEED
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.1229P)²+0.9624P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         13238
_refine_ls_number_parameters     668
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0702
_refine_ls_wR_factor_ref         0.2256
_refine_ls_wR_factor_gt          0.1942
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.006
_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
O14 O 0.71299(12) 0.76475(11) 0.21953(7) 0.0316(3) Uani 1 1 d . . .
H14 H 0.6678 0.7372 0.1721 0.038 Uiso 1 1 calc R . .
O41 O 1.19185(12) 1.41177(11) 0.79341(8) 0.0331(3) Uani 1 1 d . . .
N62 N 0.59278(18) 0.66980(15) 0.08259(10) 0.0406(5) Uani 1 1 d . . .
N70 N 0.4987(12) 0.8335(10) 0.5077(8) 0.182(4) Uiso 0.50 1 d P A -1
C1 C 0.5494(2) 0.72893(16) 0.28321(10) 0.0336(5) Uani 1 1 d . . .
C2 C 0.5867(2) 0.66558(18) 0.31750(12) 0.0423(6) Uani 1 1 d . . .
H2 H 0.6728 0.6674 0.3337 0.051 Uiso 1 1 calc R . .
C3 C 0.4986(3) 0.5981(2) 0.32880(13) 0.0582(8) Uani 1 1 d . B .
C4 C 0.3731(3) 0.5987(2) 0.30377(15) 0.0663(9) Uani 1 1 d . . .
H4 H 0.3118 0.5533 0.3108 0.080 Uiso 1 1 calc R . .
C5 C 0.3349(2) 0.6628(2) 0.26915(14) 0.0570(8) Uani 1 1 d . . .
H5 H 0.2489 0.6611 0.2529 0.068 Uiso 1 1 calc R . .
C6 C 0.4235(2) 0.72961(18) 0.25846(11) 0.0401(6) Uani 1 1 d . . .
C7 C 0.41467(19) 0.80817(18) 0.22696(12) 0.0394(6) Uani 1 1 d . . .
C8 C 0.3148(2) 0.8414(2) 0.19555(14) 0.0538(7) Uani 1 1 d . . .
H8 H 0.2320 0.8108 0.1910 0.065 Uiso 1 1 calc R . .
C9 C 0.3378(2) 0.9201(2) 0.17086(14) 0.0570(8) Uani 1 1 d . . .
H9 H 0.2690 0.9418 0.1490 0.068 Uiso 1 1 calc R . .
C10 C 0.4569(2) 0.96850(19) 0.17668(12) 0.0454(6) Uani 1 1 d . . .
C11 C 0.5569(2) 0.93449(17) 0.20896(11) 0.0363(5) Uani 1 1 d . . .
H11 H 0.6398 0.9654 0.2142 0.044 Uiso 1 1 calc R . .
C12 C 0.53435(18) 0.85641(16) 0.23289(10) 0.0312(5) Uani 1 1 d . . .
C13 C 0.63104(18) 0.80828(16) 0.26718(10) 0.0287(4) Uani 1 1 d . . .
C15 C 0.5447(5) 0.5290(3) 0.36927(17) 0.0959(14) Uani 1 1 d . . .
C19 C 0.4836(3) 1.0562(2) 0.15076(15) 0.0582(7) Uani 1 1 d . . .
C20 C 0.3675(4) 1.0757(3) 0.1082(2) 0.0924(12) Uani 1 1 d . . .
H20A H 0.3340 1.0149 0.0665 0.139 Uiso 1 1 calc R . .
H20B H 0.3900 1.1318 0.0925 0.139 Uiso 1 1 calc R . .
H20C H 0.3044 1.0928 0.1385 0.139 Uiso 1 1 calc R . .
C21 C 0.5811(3) 1.0329(3) 0.10174(18) 0.0768(10) Uani 1 1 d . . .
H21A H 0.6582 1.0236 0.1282 0.115 Uiso 1 1 calc R . .
H21B H 0.5981 1.0892 0.0853 0.115 Uiso 1 1 calc R . .
H21C H 0.5492 0.9712 0.0606 0.115 Uiso 1 1 calc R . .
C22 C 0.5369(4) 1.1521(3) 0.21503(19) 0.0899(12) Uani 1 1 d . . .
H22A H 0.4763 1.1678 0.2471 0.135 Uiso 1 1 calc R . .
H22B H 0.5542 1.2083 0.1986 0.135 Uiso 1 1 calc R . .
H22C H 0.6141 1.1415 0.2405 0.135 Uiso 1 1 calc R . .
C23 C 0.70509(18) 0.88313(16) 0.33335(11) 0.0300(4) Uani 1 1 d . . .
C24 C 0.75071(18) 0.94653(16) 0.38903(11) 0.0314(5) Uani 1 1 d . . .
C25 C 0.80382(18) 1.02283(16) 0.45673(10) 0.0302(5) Uani 1 1 d . . .
C26 C 0.84883(18) 0.99417(16) 0.51482(10) 0.0293(4) Uani 1 1 d . . .
C27 C 0.8442(2) 0.89143(17) 0.50811(12) 0.0375(5) Uani 1 1 d . . .
H27 H 0.8094 0.8402 0.4636 0.045 Uiso 1 1 calc R . .
C28 C 0.8888(3) 0.86516(19) 0.56441(13) 0.0489(6) Uani 1 1 d . . .
H28 H 0.8855 0.7960 0.5589 0.059 Uiso 1 1 calc R . .
C29 C 0.9400(2) 0.9405(2) 0.63128(13) 0.0479(6) Uani 1 1 d . . .
H29 H 0.9707 0.9214 0.6704 0.057 Uiso 1 1 calc R . .
C30 C 0.9458(2) 1.03980(18) 0.64019(11) 0.0372(5) Uani 1 1 d . . .
H30 H 0.9801 1.0894 0.6855 0.045 Uiso 1 1 calc R . .
C31 C 0.90117(18) 1.07027(16) 0.58247(10) 0.0299(4) Uani 1 1 d . . .
C32 C 0.90786(19) 1.17317(16) 0.59030(10) 0.0317(5) Uani 1 1 d . . .
C33 C 0.8616(2) 1.20165(17) 0.53214(11) 0.0363(5) Uani 1 1 d . . .
C34 C 0.8659(3) 1.30490(19) 0.53881(14) 0.0545(7) Uani 1 1 d . . .
H34 H 0.8999 1.3562 0.5834 0.065 Uiso 1 1 calc R . .
C35 C 0.8220(3) 1.3312(2) 0.48247(15) 0.0703(9) Uani 1 1 d . . .
H35 H 0.8265 1.4003 0.4877 0.084 Uiso 1 1 calc R . .
C36 C 0.7695(3) 1.2553(2) 0.41572(15) 0.0662(9) Uani 1 1 d . . .
H36 H 0.7384 1.2741 0.3766 0.079 Uiso 1 1 calc R . .
C37 C 0.7632(3) 1.15631(19) 0.40708(12) 0.0477(6) Uani 1 1 d . . .
H37 H 0.7278 1.1067 0.3619 0.057 Uiso 1 1 calc R . .
C38 C 0.8090(2) 1.12532(17) 0.46484(11) 0.0346(5) Uani 1 1 d . . .
C39 C 0.96209(19) 1.24886(16) 0.65758(11) 0.0332(5) Uani 1 1 d . . .
C40 C 1.00803(18) 1.31045(16) 0.71451(11) 0.0300(4) Uani 1 1 d . . .
C41 C 1.06055(18) 1.38590(15) 0.78577(10) 0.0281(4) Uani 1 1 d . . .
C42 C 1.02223(17) 1.35024(15) 0.84424(10) 0.0267(4) Uani 1 1 d . . .
C43 C 1.05109(18) 1.26666(15) 0.85935(11) 0.0293(4) Uani 1 1 d . . .
H43 H 1.0992 1.2223 0.8311 0.035 Uiso 1 1 calc R . .
C44 C 1.00949(18) 1.24687(16) 0.91649(11) 0.0313(5) Uani 1 1 d . . .
C45 C 0.9383(2) 1.31408(17) 0.95588(11) 0.0351(5) Uani 1 1 d . . .
H45 H 0.9096 1.3021 0.9948 0.042 Uiso 1 1 calc R . .
C46 C 0.9079(2) 1.39790(17) 0.94016(11) 0.0346(5) Uani 1 1 d . . .
H46 H 0.8588 1.4419 0.9678 0.042 Uiso 1 1 calc R . .
C47 C 0.94987(18) 1.41679(15) 0.88389(10) 0.0280(4) Uani 1 1 d . . .
C48 C 0.93596(18) 1.49781(15) 0.85479(10) 0.0290(4) Uani 1 1 d . . .
C49 C 0.8722(2) 1.58015(17) 0.87235(12) 0.0368(5) Uani 1 1 d . . .
H49 H 0.8263 1.5924 0.9101 0.044 Uiso 1 1 calc R . .
C50 C 0.8761(2) 1.64462(17) 0.83406(13) 0.0409(5) Uani 1 1 d . . .
H50 H 0.8311 1.7004 0.8460 0.049 Uiso 1 1 calc R . .
C51 C 0.9435(2) 1.63064(17) 0.77865(12) 0.0381(5) Uani 1 1 d . . .
C52 C 1.0057(2) 1.54639(17) 0.76129(11) 0.0343(5) Uani 1 1 d . . .
H52 H 1.0518 1.5338 0.7236 0.041 Uiso 1 1 calc R . .
C53 C 1.00083(18) 1.48182(15) 0.79815(10) 0.0282(4) Uani 1 1 d . . .
C54 C 1.0452(2) 1.15537(17) 0.93458(13) 0.0391(5) Uani 1 1 d . . .
C55 C 0.9711(3) 1.1353(2) 0.98801(16) 0.0590(7) Uani 1 1 d . . .
H55A H 0.9882 1.1941 1.0323 0.088 Uiso 1 1 calc R . .
H55B H 0.9955 1.0761 0.9979 0.088 Uiso 1 1 calc R . .
H55C H 0.8820 1.1227 0.9681 0.088 Uiso 1 1 calc R . .
C56 C 1.1848(2) 1.1758(2) 0.96732(16) 0.0525(7) Uani 1 1 d . . .
H56A H 1.2340 1.1842 0.9323 0.079 Uiso 1 1 calc R . .
H56B H 1.2077 1.1188 0.9807 0.079 Uiso 1 1 calc R . .
H56C H 1.2016 1.2374 1.0098 0.079 Uiso 1 1 calc R . .
C57 C 1.0240(2) 1.06111(18) 0.86699(15) 0.0499(6) Uani 1 1 d . . .
H57A H 0.9368 1.0488 0.8434 0.075 Uiso 1 1 calc R . .
H57B H 1.0437 1.0029 0.8797 0.075 Uiso 1 1 calc R . .
H57C H 1.0781 1.0713 0.8346 0.075 Uiso 1 1 calc R . .
C58 C 0.9539(3) 1.7049(2) 0.73949(15) 0.0513(7) Uani 1 1 d . . .
C59 C 0.9305(4) 1.6483(3) 0.65889(18) 0.0825(11) Uani 1 1 d . . .
H59A H 0.9907 1.6009 0.6471 0.124 Uiso 1 1 calc R . .
H59B H 0.9398 1.6966 0.6345 0.124 Uiso 1 1 calc R . .
H59C H 0.8459 1.6110 0.6434 0.124 Uiso 1 1 calc R . .
C60 C 1.0864(3) 1.7643(3) 0.7644(2) 0.0785(10) Uani 1 1 d . . .
H60C H 1.1011 1.7994 0.8162 0.118 Uiso 1 1 calc R . .
H60B H 1.0951 1.8137 0.7409 0.118 Uiso 1 1 calc R . .
H60A H 1.1472 1.7176 0.7520 0.118 Uiso 1 1 calc R . .
C61 C 0.8607(3) 1.7800(3) 0.7556(2) 0.0761(10) Uani 1 1 d . . .
H61A H 0.7760 1.7432 0.7427 0.114 Uiso 1 1 calc R . .
H61B H 0.8684 1.8241 0.7279 0.114 Uiso 1 1 calc R . .
H61C H 0.8779 1.8208 0.8066 0.114 Uiso 1 1 calc R . .
C63 C 0.4993(2) 0.69958(18) 0.04861(12) 0.0407(5) Uiso 1 1 d . . .
H63 H 0.4573 0.7499 0.0766 0.049 Uiso 1 1 calc R . .
C64 C 0.4591(2) 0.66226(18) -0.02468(12) 0.0382(5) Uani 1 1 d . . .
C65 C 0.5213(2) 0.58758(18) -0.06578(11) 0.0377(5) Uani 1 1 d . . .
C66 C 0.6159(2) 0.55546(18) -0.03023(12) 0.0379(5) Uani 1 1 d . . .
H1 H 0.6585 0.5039 -0.0564 0.045 Uiso 1 1 calc R . .
C67 C 0.6494(2) 0.59726(17) 0.04276(12) 0.0379(5) Uani 1 1 d . . .
H67 H 0.7152 0.5738 0.0657 0.045 Uiso 1 1 calc R . .
C68 C 0.3504(3) 0.6992(2) -0.05738(16) 0.0601(7) Uani 1 1 d . . .
H68A H 0.3210 0.7514 -0.0199 0.090 Uiso 1 1 calc R . .
H68B H 0.2830 0.6428 -0.0816 0.090 Uiso 1 1 calc R . .
H68C H 0.3763 0.7275 -0.0919 0.090 Uiso 1 1 calc R . .
C69 C 0.4868(3) 0.5438(2) -0.14557(13) 0.0559(7) Uani 1 1 d . . .
H69A H 0.5315 0.4864 -0.1639 0.084 Uiso 1 1 calc R . .
H69B H 0.5095 0.5954 -0.1655 0.084 Uiso 1 1 calc R . .
H69C H 0.3969 0.5211 -0.1594 0.084 Uiso 1 1 calc R . .
C71 C 0.4463(12) 0.8909(11) 0.4426(8) 0.138(4) Uiso 0.50 1 d P A -1
H71 H 0.4034 0.8481 0.3967 0.166 Uiso 0.50 1 calc PR A -1
C72 C 0.4635(6) 0.9803(5) 0.4551(4) 0.0612(16) Uiso 0.50 1 d P A -1
C73 C 0.5191(6) 1.0537(6) 0.5224(4) 0.0575(15) Uiso 0.50 1 d P A -1
C74 C 0.5734(7) 1.0273(6) 0.5861(5) 0.0738(19) Uiso 0.50 1 d P A -1
H74 H 0.6148 1.0785 0.6292 0.089 Uiso 0.50 1 calc PR A -1
C75 C 0.5593(17) 0.9134(16) 0.5787(11) 0.199(7) Uiso 0.50 1 d P A -1
H75 H 0.5883 0.8948 0.6183 0.239 Uiso 0.50 1 calc PR A -1
C76 C 0.4156(10) 1.0134(11) 0.3983(6) 0.121(4) Uiso 0.50 1 d P A -1
H76A H 0.4313 1.0871 0.4147 0.182 Uiso 0.50 1 calc PR A -1
H76B H 0.3258 0.9905 0.3837 0.182 Uiso 0.50 1 calc PR A -1
H76C H 0.4571 0.9849 0.3576 0.182 Uiso 0.50 1 calc PR A -1
H41 H 1.2315 1.3561 0.7836 0.061(8) Uiso 1 1 d R . .
C77 C 0.5269(6) 1.1451(5) 0.5311(4) 0.0540(13) Uiso 0.50 1 d P A -1
H77A H 0.4881 1.1530 0.4871 0.081 Uiso 0.50 1 calc PR A -1
H77B H 0.6147 1.1750 0.5432 0.081 Uiso 0.50 1 calc PR A -1
H77C H 0.4839 1.1792 0.5699 0.081 Uiso 0.50 1 calc PR A -1
C14 C 0.6552(6) 0.4717(5) 0.3347(4) 0.095(2) Uiso 0.657(8) 1 d P B 1
C16 C 0.5959(10) 0.5972(7) 0.4488(5) 0.123(3) Uiso 0.657(8) 1 d P B 1
C17 C 0.4486(8) 0.4515(7) 0.3733(5) 0.131(3) Uiso 0.657(8) 1 d P B 1
C18 C 0.4328(15) 0.5436(13) 0.4254(9) 0.126(6) Uiso 0.343(8) 1 d P B 2
C62 C 0.4672(13) 0.4186(11) 0.3220(8) 0.105(5) Uiso 0.343(8) 1 d P B 2
C70 C 0.6528(12) 0.5861(9) 0.4344(6) 0.073(3) Uiso 0.343(8) 1 d P B 2


_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
O14 C13 1.435(2) . ?
O14 H14 0.9500 . ?
O41 C41 1.428(2) . ?
O41 H41 0.9126 . ?
N62 C63 1.335(3) . ?
N62 C67 1.338(3) . ?
N70 C75 1.52(2) . ?
N70 C71 1.828(18) . ?
C1 C2 1.369(3) . ?
C1 C6 1.404(3) . ?
C1 C13 1.529(3) . ?
C2 C3 1.399(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.400(5) . ?
C3 C15 1.554(5) . ?
C4 C5 1.385(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.467(4) . ?
C7 C8 1.389(3) . ?
C7 C12 1.397(3) . ?
C8 C9 1.391(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.405(3) . ?
C10 C19 1.531(4) . ?
C11 C12 1.372(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.523(3) . ?
C13 C23 1.474(3) . ?
C15 C17 1.489(10) . ?
C15 C16 1.566(9) . ?
C15 C70 1.575(12) . ?
C15 C62 1.622(15) . ?
C15 C14 1.627(8) . ?
C15 C18 1.765(17) . ?
C19 C20 1.536(4) . ?
C19 C22 1.533(4) . ?
C19 C21 1.541(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.189(3) . ?
C24 C25 1.436(3) . ?
C25 C38 1.407(3) . ?
C25 C26 1.413(3) . ?
C26 C27 1.418(3) . ?
C26 C31 1.432(3) . ?
C27 C28 1.359(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.415(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.358(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.421(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.414(3) . ?
C32 C33 1.416(3) . ?
C32 C39 1.429(3) . ?
C33 C38 1.429(3) . ?
C33 C34 1.426(3) . ?
C34 C35 1.358(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.420(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.354(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.429(3) . ?
C37 H37 0.9500 . ?
C39 C40 1.196(3) . ?
C40 C41 1.478(3) . ?
C41 C53 1.525(3) . ?
C41 C42 1.532(3) . ?
C42 C43 1.377(3) . ?
C42 C47 1.402(3) . ?
C43 C44 1.405(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.396(3) . ?
C44 C54 1.536(3) . ?
C45 C46 1.391(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.384(3) . ?
C46 H46 0.9500 . ?
C47 C48 1.472(3) . ?
C48 C49 1.386(3) . ?
C48 C53 1.398(3) . ?
C49 C50 1.390(3) . ?
C49 H49 0.9500 . ?
C50 C51 1.397(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.397(3) . ?
C51 C58 1.527(3) . ?
C52 C53 1.369(3) . ?
C52 H52 0.9500 . ?
C54 C55 1.526(4) . ?
C54 C57 1.532(3) . ?
C54 C56 1.542(3) . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 C61 1.530(4) . ?
C58 C59 1.530(4) . ?
C58 C60 1.541(4) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60C 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60A 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C63 C64 1.388(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.405(3) . ?
C64 C68 1.504(3) . ?
C65 C66 1.379(3) . ?
C65 C69 1.501(3) . ?
C66 C67 1.376(3) . ?
C66 H1 0.9500 . ?
C67 H67 0.9500 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C71 C72 1.203(15) . ?
C71 H71 0.9500 . ?
C72 C73 1.420(9) . ?
C72 C76 1.438(13) . ?
C73 C77 1.246(10) . ?
C73 C74 1.521(11) . ?
C74 C75 1.57(2) . ?
C74 H74 0.9500 . ?
C75 H75 0.9500 . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O14 H14 109.5 . . ?
C41 O41 H41 111.8 . . ?
C63 N62 C67 117.1(2) . . ?
C75 N70 C71 111.0(12) . . ?
C2 C1 C6 122.2(2) . . ?
C2 C1 C13 127.8(2) . . ?
C6 C1 C13 110.0(2) . . ?
C1 C2 C3 120.3(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C2 C3 C4 117.4(3) . . ?
C2 C3 C15 118.6(3) . . ?
C4 C3 C15 124.0(3) . . ?
C5 C4 C3 122.6(3) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C4 C5 C6 119.4(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 118.1(3) . . ?
C5 C6 C7 133.1(2) . . ?
C1 C6 C7 108.74(19) . . ?
C8 C7 C12 118.1(2) . . ?
C8 C7 C6 133.0(2) . . ?
C12 C7 C6 108.90(19) . . ?
C7 C8 C9 119.0(2) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C10 C9 C8 123.1(2) . . ?
C10 C9 H9 118.4 . . ?
C8 C9 H9 118.4 . . ?
C9 C10 C11 117.2(2) . . ?
C9 C10 C19 123.8(2) . . ?
C11 C10 C19 119.0(2) . . ?
C12 C11 C10 119.7(2) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C7 122.9(2) . . ?
C11 C12 C13 126.78(19) . . ?
C7 C12 C13 110.4(2) . . ?
O14 C13 C23 109.20(16) . . ?
O14 C13 C12 111.31(16) . . ?
C23 C13 C12 110.78(17) . . ?
O14 C13 C1 112.50(17) . . ?
C23 C13 C1 110.96(17) . . ?
C12 C13 C1 101.96(16) . . ?
C17 C15 C3 116.4(5) . . ?
C17 C15 C16 104.5(6) . . ?
C3 C15 C16 107.9(4) . . ?
C17 C15 C70 120.7(6) . . ?
C3 C15 C70 112.4(5) . . ?
C16 C15 C70 26.9(4) . . ?
C17 C15 C62 38.9(5) . . ?
C3 C15 C62 104.0(5) . . ?
C16 C15 C62 140.6(7) . . ?
C70 C15 C62 143.3(7) . . ?
C17 C15 C14 108.0(5) . . ?
C3 C15 C14 110.5(3) . . ?
C16 C15 C14 109.4(5) . . ?
C70 C15 C14 83.4(6) . . ?
C62 C15 C14 79.7(6) . . ?
C17 C15 C18 50.9(6) . . ?
C3 C15 C18 97.9(6) . . ?
C16 C15 C18 65.6(7) . . ?
C70 C15 C18 91.7(7) . . ?
C62 C15 C18 87.7(8) . . ?
C14 C15 C18 151.0(6) . . ?
C10 C19 C20 112.9(3) . . ?
C10 C19 C22 109.3(2) . . ?
C20 C19 C22 109.2(3) . . ?
C10 C19 C21 109.7(2) . . ?
C20 C19 C21 107.4(3) . . ?
C22 C19 C21 108.3(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C13 171.7(2) . . ?
C23 C24 C25 179.0(2) . . ?
C38 C25 C26 120.66(18) . . ?
C38 C25 C24 119.75(19) . . ?
C26 C25 C24 119.58(19) . . ?
C25 C26 C27 121.77(19) . . ?
C25 C26 C31 119.59(19) . . ?
C27 C26 C31 118.64(19) . . ?
C28 C27 C26 121.0(2) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C27 C28 C29 120.2(2) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C30 C29 C28 120.7(2) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C31 120.7(2) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C32 C31 C30 121.65(19) . . ?
C32 C31 C26 119.68(18) . . ?
C30 C31 C26 118.7(2) . . ?
C31 C32 C33 120.58(19) . . ?
C31 C32 C39 119.51(18) . . ?
C33 C32 C39 119.9(2) . . ?
C32 C33 C38 119.4(2) . . ?
C32 C33 C34 121.7(2) . . ?
C38 C33 C34 118.8(2) . . ?
C35 C34 C33 121.1(2) . . ?
C35 C34 H34 119.4 . . ?
C33 C34 H34 119.4 . . ?
C34 C35 C36 120.0(3) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C37 C36 C35 120.9(2) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C36 C37 C38 121.0(2) . . ?
C36 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C25 C38 C33 120.03(19) . . ?
C25 C38 C37 121.8(2) . . ?
C33 C38 C37 118.2(2) . . ?
C40 C39 C32 178.5(2) . . ?
C39 C40 C41 177.9(2) . . ?
O41 C41 C40 111.03(16) . . ?
O41 C41 C53 108.47(16) . . ?
C40 C41 C53 110.74(16) . . ?
O41 C41 C42 113.73(15) . . ?
C40 C41 C42 110.59(17) . . ?
C53 C41 C42 101.91(16) . . ?
C43 C42 C47 121.80(19) . . ?
C43 C42 C41 128.05(18) . . ?
C47 C42 C41 110.15(17) . . ?
C42 C43 C44 120.10(19) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C45 C44 C43 117.56(19) . . ?
C45 C44 C54 122.5(2) . . ?
C43 C44 C54 119.95(19) . . ?
C46 C45 C44 122.4(2) . . ?
C46 C45 H45 118.8 . . ?
C44 C45 H45 118.8 . . ?
C47 C46 C45 119.5(2) . . ?
C47 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
C46 C47 C42 118.64(19) . . ?
C46 C47 C48 132.71(19) . . ?
C42 C47 C48 108.64(18) . . ?
C49 C48 C53 118.5(2) . . ?
C49 C48 C47 132.6(2) . . ?
C53 C48 C47 108.95(17) . . ?
C48 C49 C50 119.3(2) . . ?
C48 C49 H49 120.4 . . ?
C50 C49 H49 120.4 . . ?
C49 C50 C51 122.6(2) . . ?
C49 C50 H50 118.7 . . ?
C51 C50 H50 118.7 . . ?
C52 C51 C50 117.1(2) . . ?
C52 C51 C58 120.3(2) . . ?
C50 C51 C58 122.5(2) . . ?
C53 C52 C51 120.6(2) . . ?
C53 C52 H52 119.7 . . ?
C51 C52 H52 119.7 . . ?
C52 C53 C48 121.96(19) . . ?
C52 C53 C41 127.69(19) . . ?
C48 C53 C41 110.35(18) . . ?
C55 C54 C57 109.3(2) . . ?
C55 C54 C44 111.7(2) . . ?
C57 C54 C44 110.51(19) . . ?
C55 C54 C56 108.5(2) . . ?
C57 C54 C56 107.8(2) . . ?
C44 C54 C56 108.97(19) . . ?
C54 C55 H55A 109.5 . . ?
C54 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C54 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C54 C56 H56A 109.5 . . ?
C54 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C54 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C54 C57 H57A 109.5 . . ?
C54 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C54 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C51 C58 C61 112.4(2) . . ?
C51 C58 C59 110.4(2) . . ?
C61 C58 C59 108.0(3) . . ?
C51 C58 C60 107.7(2) . . ?
C61 C58 C60 108.4(3) . . ?
C59 C58 C60 110.0(3) . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C58 C60 H60C 109.5 . . ?
C58 C60 H60B 109.5 . . ?
H60C C60 H60B 109.5 . . ?
C58 C60 H60A 109.5 . . ?
H60C C60 H60A 109.5 . . ?
H60B C60 H60A 109.5 . . ?
C58 C61 H61A 109.5 . . ?
C58 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C58 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
N62 C63 C64 124.7(2) . . ?
N62 C63 H63 117.7 . . ?
C64 C63 H63 117.7 . . ?
C63 C64 C65 117.4(2) . . ?
C63 C64 C68 120.3(2) . . ?
C65 C64 C68 122.2(2) . . ?
C66 C65 C64 117.6(2) . . ?
C66 C65 C69 120.7(2) . . ?
C64 C65 C69 121.6(2) . . ?
C67 C66 C65 120.7(2) . . ?
C67 C66 H1 119.6 . . ?
C65 C66 H1 119.6 . . ?
N62 C67 C66 122.4(2) . . ?
N62 C67 H67 118.8 . . ?
C66 C67 H67 118.8 . . ?
C64 C68 H68A 109.5 . . ?
C64 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C64 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C65 C69 H69A 109.5 . . ?
C65 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
C65 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C72 C71 N70 123.1(13) . . ?
C72 C71 H71 118.4 . . ?
N70 C71 H71 118.5 . . ?
C71 C72 C73 124.7(13) . . ?
C71 C72 C76 116.2(12) . . ?
C73 C72 C76 119.0(8) . . ?
C77 C73 C72 119.9(8) . . ?
C77 C73 C74 116.7(7) . . ?
C72 C73 C74 123.4(9) . . ?
C73 C74 C75 118.4(11) . . ?
C73 C74 H74 120.8 . . ?
C75 C74 H74 120.8 . . ?
N70 C75 C74 119.2(14) . . ?
N70 C75 H75 120.4 . . ?
C74 C75 H75 120.4 . . ?
C72 C76 H76A 109.5 . . ?
C72 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?
C72 C76 H76C 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
C73 C77 H77A 109.5 . . ?
C73 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C73 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?

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
O14 H14 N62 0.95 1.78 2.721(2) 171.8 .
O41 H41 O14 0.91 1.86 2.750(2) 164.5 2_776

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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_H3.2(2,3LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418281'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
(1,4-bis(2?-bis(2?-(9-Hyrdoxy-9-fluorenyl)ethynyl)benzene).2(2,3-Lutidine)
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H22 O2, 2(C7 H9 N)'
_chemical_formula_sum            'C50 H40 N2 O2'
_chemical_formula_weight         700.84

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'
N N 0.0061 0.0033 '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                   7.7450(4)
_cell_length_b                   10.1392(4)
_cell_length_c                   12.8039(6)
_cell_angle_alpha                87.030(2)
_cell_angle_beta                 74.328(2)
_cell_angle_gamma                74.741(2)
_cell_volume                     933.76(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3101
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      27.47

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             370
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'NONIUS KAPPA CCD'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8018
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0433
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         27.47
_reflns_number_total             4249
_reflns_number_gt                3101
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XSEED
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0551P)²+0.1544P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4249
_refine_ls_number_parameters     247
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.1151
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.039
_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
O14 O 0.32799(12) 0.34371(9) 0.25121(7) 0.0291(2) Uani 1 1 d D . .
N20 N 0.29823(16) 0.10662(11) 0.36727(9) 0.0349(3) Uani 1 1 d D . .
C1 C 0.15261(19) 0.18564(14) 0.11269(11) 0.0324(3) Uani 1 1 d . . .
H1 H 0.1315 0.1401 0.1799 0.039 Uiso 1 1 calc R . .
C2 C 0.1554(2) 0.12343(16) 0.01769(12) 0.0385(4) Uani 1 1 d . . .
H2 H 0.1380 0.0339 0.0196 0.046 Uiso 1 1 calc R . .
C3 C 0.1837(2) 0.19160(16) -0.08014(12) 0.0393(4) Uani 1 1 d . . .
H3 H 0.1829 0.1487 -0.1442 0.047 Uiso 1 1 calc R . .
C4 C 0.21285(19) 0.32136(15) -0.08543(11) 0.0343(3) Uani 1 1 d . . .
H4 H 0.2325 0.3673 -0.1525 0.041 Uiso 1 1 calc R . .
C5 C 0.21292(17) 0.38285(14) 0.00898(10) 0.0273(3) Uani 1 1 d . . .
C6 C 0.24372(17) 0.51534(14) 0.02814(10) 0.0269(3) Uani 1 1 d . . .
C7 C 0.28909(19) 0.61671(15) -0.04302(11) 0.0343(3) Uani 1 1 d . . .
H7 H 0.3009 0.6077 -0.1183 0.041 Uiso 1 1 calc R . .
C8 C 0.3168(2) 0.73092(15) -0.00234(12) 0.0382(4) Uani 1 1 d . . .
H8 H 0.3487 0.8006 -0.0504 0.046 Uiso 1 1 calc R . .
C9 C 0.2988(2) 0.74542(15) 0.10752(12) 0.0376(4) Uani 1 1 d . . .
H9 H 0.3176 0.8250 0.1339 0.045 Uiso 1 1 calc R . .
C10 C 0.25349(18) 0.64436(14) 0.17940(11) 0.0309(3) Uani 1 1 d . . .
H10 H 0.2408 0.6541 0.2547 0.037 Uiso 1 1 calc R . .
C11 C 0.22735(17) 0.52981(13) 0.13892(10) 0.0259(3) Uani 1 1 d . . .
C12 C 0.18114(17) 0.31508(13) 0.10738(10) 0.0253(3) Uani 1 1 d . . .
C13 C 0.18501(17) 0.40347(13) 0.19951(10) 0.0250(3) Uani 1 1 d . . .
C15 C 0.00084(18) 0.43742(13) 0.28066(10) 0.0262(3) Uani 1 1 d . . .
C16 C -0.14672(18) 0.45988(13) 0.34627(10) 0.0259(3) Uani 1 1 d . . .
C17 C -0.32634(17) 0.48218(12) 0.42420(10) 0.0242(3) Uani 1 1 d . . .
C18 C -0.48201(18) 0.47672(13) 0.39109(10) 0.0264(3) Uani 1 1 d . . .
H18 H -0.4701 0.4608 0.3167 0.032 Uiso 1 1 calc R . .
C19 C -0.34619(18) 0.50566(13) 0.53424(10) 0.0270(3) Uani 1 1 d . . .
H19 H -0.2413 0.5095 0.5578 0.032 Uiso 1 1 calc R . .
C21 C 0.22030(19) 0.09041(14) 0.47306(11) 0.0321(3) Uani 1 1 d . . .
C22 C 0.2571(2) -0.03650(15) 0.52316(11) 0.0345(3) Uani 1 1 d . . .
C23 C 0.3784(2) -0.14641(15) 0.45946(13) 0.0419(4) Uani 1 1 d . . .
H23 H 0.4080 -0.2336 0.4909 0.050 Uiso 1 1 calc R . .
C24 C 0.4561(2) -0.13032(16) 0.35105(13) 0.0433(4) Uani 1 1 d . . .
H24 H 0.5376 -0.2057 0.3067 0.052 Uiso 1 1 calc R . .
C25 C 0.4130(2) -0.00277(16) 0.30881(12) 0.0391(4) Uani 1 1 d . . .
H25 H 0.4675 0.0086 0.2341 0.047 Uiso 1 1 calc R . .
C26 C 0.1666(3) -0.05375(19) 0.64086(13) 0.0521(5) Uani 1 1 d . . .
H26A H 0.2167 -0.1473 0.6621 0.078 Uiso 1 1 calc R . .
H26B H 0.0322 -0.0364 0.6520 0.078 Uiso 1 1 calc R . .
H26C H 0.1918 0.0112 0.6852 0.078 Uiso 1 1 calc R . .
C27 C 0.0923(2) 0.21574(13) 0.53475(12) 0.0465(4) Uani 1 1 d . . .
H27A H 0.0853 0.2937 0.4861 0.070 Uiso 1 1 calc R . .
H27B H 0.1395 0.2346 0.5946 0.070 Uiso 1 1 calc R . .
H27C H -0.0317 0.2010 0.5640 0.070 Uiso 1 1 calc R . .
H14 H 0.2907 0.2719 0.2979 0.069(6) Uiso 1 1 d RD . .


_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
O14 C13 1.4258(15) . ?
O14 H14 0.9707 . ?
N20 C25 1.3373(19) . ?
N20 C21 1.3466(18) . ?
C1 C12 1.3824(19) . ?
C1 C2 1.391(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.392(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3887(19) . ?
C4 H4 0.9500 . ?
C5 C12 1.3970(18) . ?
C5 C6 1.4684(19) . ?
C6 C7 1.3893(18) . ?
C6 C11 1.4015(18) . ?
C7 C8 1.383(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.3917(19) . ?
C9 H9 0.9500 . ?
C10 C11 1.3789(19) . ?
C10 H10 0.9500 . ?
C11 C13 1.5267(17) . ?
C12 C13 1.5293(18) . ?
C13 C15 1.4868(17) . ?
C15 C16 1.1949(18) . ?
C16 C17 1.4457(17) . ?
C17 C18 1.3964(18) . ?
C17 C19 1.4015(18) . ?
C18 C19 1.3863(17) 2_466 ?
C18 H18 0.9500 . ?
C19 C18 1.3863(17) 2_466 ?
C19 H19 0.9500 . ?
C21 C22 1.403(2) . ?
C21 C27 1.496(2) . ?
C22 C23 1.385(2) . ?
C22 C26 1.503(2) . ?
C23 C24 1.376(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.369(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O14 H14 108.3 . . ?
C25 N20 C21 118.33(12) . . ?
C12 C1 C2 118.68(13) . . ?
C12 C1 H1 120.7 . . ?
C2 C1 H1 120.7 . . ?
C1 C2 C3 120.34(14) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 120.92(13) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 118.85(13) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C4 C5 C12 120.05(13) . . ?
C4 C5 C6 131.21(12) . . ?
C12 C5 C6 108.74(11) . . ?
C7 C6 C11 119.96(13) . . ?
C7 C6 C5 131.21(12) . . ?
C11 C6 C5 108.78(11) . . ?
C8 C7 C6 118.81(13) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
C7 C8 C9 121.04(13) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C10 120.55(14) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 118.54(13) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C10 C11 C6 121.09(12) . . ?
C10 C11 C13 128.55(12) . . ?
C6 C11 C13 110.34(11) . . ?
C1 C12 C5 121.15(12) . . ?
C1 C12 C13 128.36(12) . . ?
C5 C12 C13 110.49(11) . . ?
O14 C13 C15 110.36(10) . . ?
O14 C13 C11 109.06(10) . . ?
C15 C13 C11 111.66(11) . . ?
O14 C13 C12 113.78(10) . . ?
C15 C13 C12 110.09(10) . . ?
C11 C13 C12 101.63(10) . . ?
C16 C15 C13 177.69(14) . . ?
C15 C16 C17 177.74(14) . . ?
C18 C17 C19 119.01(11) . . ?
C18 C17 C16 120.25(11) . . ?
C19 C17 C16 120.72(12) . . ?
C19 C18 C17 120.63(12) 2_466 . ?
C19 C18 H18 119.7 2_466 . ?
C17 C18 H18 119.7 . . ?
C18 C19 C17 120.37(12) 2_466 . ?
C18 C19 H19 119.8 2_466 . ?
C17 C19 H19 119.8 . . ?
N20 C21 C22 122.11(13) . . ?
N20 C21 C27 116.25(13) . . ?
C22 C21 C27 121.64(12) . . ?
C23 C22 C21 117.40(13) . . ?
C23 C22 C26 121.02(14) . . ?
C21 C22 C26 121.57(14) . . ?
C24 C23 C22 120.53(14) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C25 C24 C23 118.23(15) . . ?
C25 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
N20 C25 C24 123.40(14) . . ?
N20 C25 H25 118.3 . . ?
C24 C25 H25 118.3 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C27 H27A 109.5 . . ?
C21 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C21 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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
O14 H14 N20 0.97 1.85 2.7886(12) 161.6 .

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.045
####################################################################### 
# 
# 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_H3.2(3,4LUT)
_database_code_depnum_ccdc_archive 'CCDC 1418282'
_audit_update_record             
;
2015-08-12 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
1,4-bis(2?-bis(2?-(9-Hyrdoxy-9-fluorenyl)ethynyl)benzene.2(3,4-Lutidine)
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H22 O2, 2(C7 H9 N)'
_chemical_formula_sum            'C50 H40 N2 O2'
_chemical_formula_weight         700.84

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'
N N 0.0061 0.0033 '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                   7.6847(3)
_cell_length_b                   10.8142(5)
_cell_length_c                   12.3664(5)
_cell_angle_alpha                77.867(2)
_cell_angle_beta                 77.131(2)
_cell_angle_gamma                70.639(2)
_cell_volume                     934.78(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3354
_cell_measurement_theta_min      3.89
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             370
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7992
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.89
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4239
_reflns_number_gt                3354
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'COLLECT (2000)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1985)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    XSEED
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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)+(0.0493P)²+0.1885P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4239
_refine_ls_number_parameters     247
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1075
_refine_ls_wR_factor_gt          0.0974
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.030
_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
O14 O 0.32793(10) 0.30474(8) 0.25916(6) 0.0301(2) Uani 1 1 d D . .
N20 N 0.55057(14) 0.16248(11) 0.08776(10) 0.0437(3) Uani 1 1 d D . .
C1 C 0.5031(2) 0.24041(18) 0.60581(11) 0.0502(4) Uani 1 1 d . . .
H1 H 0.4558 0.2758 0.6743 0.060 Uiso 1 1 calc R . .
C2 C 0.6296(2) 0.11547(19) 0.60335(13) 0.0582(4) Uani 1 1 d . . .
H2 H 0.6683 0.0646 0.6711 0.070 Uiso 1 1 calc R . .
C3 C 0.7014(2) 0.06240(17) 0.50410(13) 0.0537(4) Uani 1 1 d . . .
H3 H 0.7879 -0.0240 0.5046 0.064 Uiso 1 1 calc R . .
C4 C 0.64710(18) 0.13552(14) 0.40364(11) 0.0406(3) Uani 1 1 d . . .
H4 H 0.6970 0.1006 0.3351 0.049 Uiso 1 1 calc R . .
C5 C 0.51923(16) 0.25976(13) 0.40617(9) 0.0310(3) Uani 1 1 d . . .
C6 C 0.44635(17) 0.31353(14) 0.50623(10) 0.0358(3) Uani 1 1 d . . .
C7 C 0.31425(17) 0.44533(14) 0.48219(10) 0.0352(3) Uani 1 1 d . . .
C8 C 0.30369(15) 0.47236(12) 0.36798(10) 0.0296(3) Uani 1 1 d . . .
C9 C 0.18433(17) 0.58828(13) 0.32249(11) 0.0357(3) Uani 1 1 d . . .
H9 H 0.1786 0.6058 0.2446 0.043 Uiso 1 1 calc R . .
C10 C 0.07195(19) 0.67949(14) 0.39358(13) 0.0455(3) Uani 1 1 d . . .
H10 H -0.0118 0.7598 0.3640 0.055 Uiso 1 1 calc R . .
C11 C 0.0822(2) 0.65334(16) 0.50690(13) 0.0504(4) Uani 1 1 d . . .
H11 H 0.0049 0.7162 0.5543 0.060 Uiso 1 1 calc R . .
C12 C 0.2026(2) 0.53774(16) 0.55226(12) 0.0460(4) Uani 1 1 d . . .
H12 H 0.2095 0.5213 0.6300 0.055 Uiso 1 1 calc R . .
C13 C 0.43438(15) 0.35673(12) 0.30866(9) 0.0266(2) Uani 1 1 d . . .
C15 C 0.58126(15) 0.39803(11) 0.22321(9) 0.0270(2) Uani 1 1 d . . .
C16 C 0.70179(15) 0.42943(11) 0.15513(9) 0.0254(2) Uani 1 1 d . . .
C17 C 0.85268(14) 0.46530(10) 0.07598(9) 0.0237(2) Uani 1 1 d . . .
C18 C 0.83678(14) 0.51085(11) -0.03693(9) 0.0248(2) Uani 1 1 d . . .
H18 H 0.7254 0.5181 -0.0623 0.030 Uiso 1 1 calc R . .
C19 C 0.98203(15) 0.54555(11) -0.11209(9) 0.0255(2) Uani 1 1 d . . .
H19 H 0.9694 0.5769 -0.1885 0.031 Uiso 1 1 calc R . .
C21 C 0.63018(18) 0.03348(14) 0.11776(12) 0.0395(3) Uani 1 1 d . . .
H21 H 0.6006 -0.0029 0.1940 0.047 Uiso 1 1 calc R . .
C22 C 0.75327(16) -0.05155(12) 0.04569(11) 0.0340(3) Uani 1 1 d . . .
C23 C 0.79480(16) 0.00142(12) -0.06629(11) 0.0325(3) Uani 1 1 d . . .
C24 C 0.71147(18) 0.13599(13) -0.09775(12) 0.0386(3) Uani 1 1 d . . .
H24 H 0.7366 0.1754 -0.1735 0.046 Uiso 1 1 calc R . .
C25 C 0.59249(18) 0.21222(14) -0.01925(13) 0.0426(3) Uani 1 1 d . . .
H25 H 0.5381 0.3041 -0.0425 0.051 Uiso 1 1 calc R . .
C26 C 0.83615(18) -0.19434(13) 0.09001(10) 0.0472(3) Uani 1 1 d . . .
H26A H 0.7961 -0.2093 0.1714 0.071 Uiso 1 1 calc R . .
H26B H 0.9729 -0.2175 0.0731 0.071 Uiso 1 1 calc R . .
H26C H 0.7937 -0.2497 0.0546 0.071 Uiso 1 1 calc R . .
H14 H 0.4088 0.2565 0.1998 0.070(5) Uiso 1 1 d RD . .
C27 C 0.92409(19) -0.08391(14) -0.15093(12) 0.0442(3) Uani 1 1 d . . .
H27C H 0.9470 -0.0279 -0.2227 0.066 Uiso 1 1 calc R . .
H27B H 0.8665 -0.1482 -0.1611 0.066 Uiso 1 1 calc R . .
H27A H 1.0430 -0.1312 -0.1241 0.066 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
O14 C13 1.4257(13) . ?
O14 H14 0.9699 . ?
N20 C25 1.3305(18) . ?
N20 C21 1.3325(18) . ?
C1 C2 1.380(2) . ?
C1 C6 1.3904(19) . ?
C1 H1 0.9500 . ?
C2 C3 1.387(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.3936(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.3786(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.4003(17) . ?
C5 C13 1.5310(16) . ?
C6 C7 1.465(2) . ?
C7 C8 1.3960(17) . ?
C7 C12 1.3964(18) . ?
C8 C9 1.3785(18) . ?
C8 C13 1.5281(16) . ?
C9 C10 1.3975(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C15 1.4814(15) . ?
C15 C16 1.1930(15) . ?
C16 C17 1.4443(14) . ?
C17 C18 1.3978(15) . ?
C17 C19 1.3994(15) 2_765 ?
C18 C19 1.3855(15) . ?
C18 H18 0.9500 . ?
C19 C17 1.3994(15) 2_765 ?
C19 H19 0.9500 . ?
C21 C22 1.3881(17) . ?
C21 H21 0.9500 . ?
C22 C23 1.3924(18) . ?
C22 C26 1.4960(18) . ?
C23 C24 1.3908(18) . ?
C23 C27 1.5063(17) . ?
C24 C25 1.3781(19) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27C 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27A 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O14 H14 109.6 . . ?
C25 N20 C21 117.11(10) . . ?
C2 C1 C6 118.77(14) . . ?
C2 C1 H1 120.6 . . ?
C6 C1 H1 120.6 . . ?
C1 C2 C3 121.49(14) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 120.17(15) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 118.40(13) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 121.55(12) . . ?
C4 C5 C13 128.21(11) . . ?
C6 C5 C13 110.24(11) . . ?
C1 C6 C5 119.61(14) . . ?
C1 C6 C7 131.60(13) . . ?
C5 C6 C7 108.78(11) . . ?
C8 C7 C12 119.55(13) . . ?
C8 C7 C6 108.99(11) . . ?
C12 C7 C6 131.43(12) . . ?
C9 C8 C7 121.48(11) . . ?
C9 C8 C13 128.10(11) . . ?
C7 C8 C13 110.40(11) . . ?
C8 C9 C10 118.49(13) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 C9 120.28(14) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C12 C11 C10 121.22(13) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C7 118.98(13) . . ?
C11 C12 H12 120.5 . . ?
C7 C12 H12 120.5 . . ?
O14 C13 C15 110.89(9) . . ?
O14 C13 C8 109.48(8) . . ?
C15 C13 C8 111.21(9) . . ?
O14 C13 C5 112.50(9) . . ?
C15 C13 C5 110.83(9) . . ?
C8 C13 C5 101.59(9) . . ?
C16 C15 C13 178.88(13) . . ?
C15 C16 C17 177.71(12) . . ?
C18 C17 C19 119.08(9) . 2_765 ?
C18 C17 C16 121.03(10) . . ?
C19 C17 C16 119.89(10) 2_765 . ?
C19 C18 C17 120.58(10) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C17 120.34(10) . 2_765 ?
C18 C19 H19 119.8 . . ?
C17 C19 H19 119.8 2_765 . ?
N20 C21 C22 124.71(13) . . ?
N20 C21 H21 117.6 . . ?
C22 C21 H21 117.6 . . ?
C21 C22 C23 117.65(12) . . ?
C21 C22 C26 119.67(12) . . ?
C23 C22 C26 122.68(11) . . ?
C24 C23 C22 117.69(11) . . ?
C24 C23 C27 120.98(12) . . ?
C22 C23 C27 121.33(12) . . ?
C25 C24 C23 120.12(13) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
N20 C25 C24 122.72(13) . . ?
N20 C25 H25 118.6 . . ?
C24 C25 H25 118.6 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C27 H27C 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27C C27 H27B 109.5 . . ?
C23 C27 H27A 109.5 . . ?
H27C C27 H27A 109.5 . . ?
H27B C27 H27A 109.5 . . ?

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
O14 H14 N20 0.97 1.82 2.7923(10) 176.9 .

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.071
