# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
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data_40a
_database_code_depnum_ccdc_archive 'CCDC 806921'
#TrackingRef '40A.cif'

_audit_creation_date             2012-03-23
_audit_creation_method           
;
Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         '1.5(C26 H18)'
_chemical_formula_sum            'C39 H27'
_chemical_formula_weight         495.61
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   6.6211(4)
_cell_length_b                   12.0765(8)
_cell_length_c                   17.3375(11)
_cell_angle_alpha                105.370(6)
_cell_angle_beta                 90.852(5)
_cell_angle_gamma                91.274(5)
_cell_volume                     1336.08(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4228
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9002
_cell_measurement_theta_min      3.2797
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91055
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             522
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13788
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.29
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega -11.00 86.00 1.0000 40.0000
omega____ theta____ kappa____ phi______ frames
- 17.1176 77.0000 90.0000 97

#__ type_ start__ end____ width___ exp.time_
2 omega -49.00 46.00 1.0000 40.0000
omega____ theta____ kappa____ phi______ frames
- 17.1176 -77.0000 -30.0000 95

#__ type_ start__ end____ width___ exp.time_
3 omega -54.00 43.00 1.0000 40.0000
omega____ theta____ kappa____ phi______ frames
- 17.1176 -37.0000 -180.0000 97

#__ type_ start__ end____ width___ exp.time_
4 omega -72.00 -35.00 1.0000 40.0000
omega____ theta____ kappa____ phi______ frames
- -19.3051 117.0000 169.0000 37

#__ type_ start__ end____ width___ exp.time_
5 omega 34.00 93.00 1.0000 40.0000
omega____ theta____ kappa____ phi______ frames
- 17.1176 179.0000 -180.0000 59

#__ type_ start__ end____ width___ exp.time_
6 omega -9.00 53.00 1.0000 40.0000
omega____ theta____ kappa____ phi______ frames
- 17.1176 37.0000 -120.0000 62

#__ type_ start__ end____ width___ exp.time_
7 omega -9.00 90.00 1.0000 40.0000
omega____ theta____ kappa____ phi______ frames
- 17.1176 37.0000 -30.0000 99
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0646675000
_diffrn_orient_matrix_UB_12      0.0223052000
_diffrn_orient_matrix_UB_13      -0.0248752000
_diffrn_orient_matrix_UB_21      0.0309520000
_diffrn_orient_matrix_UB_22      -0.0429554000
_diffrn_orient_matrix_UB_23      -0.0338926000
_diffrn_orient_matrix_UB_31      -0.0796705000
_diffrn_orient_matrix_UB_32      -0.0370188000
_diffrn_orient_matrix_UB_33      0.0057938000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3123
_reflns_number_total             5463
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0066(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0661
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0278P)^2^+0.6274P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1495
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C17 C 0.5930(4) 0.3599(2) 0.02988(14) 0.0425(6) Uani 1 1 d . . .
C8 C 1.2641(4) -0.0105(2) -0.23734(14) 0.0463(6) Uani 1 1 d . . .
C7 C 1.3080(4) 0.0585(2) -0.28800(15) 0.0503(7) Uani 1 1 d . . .
H7 H 1.4240 0.0452 -0.3183 0.060 Uiso 1 1 calc R . .
C1 C 1.0037(4) 0.1675(2) -0.24772(14) 0.0470(6) Uani 1 1 d . . .
C14 C 0.9605(4) 0.1017(2) -0.19379(14) 0.0458(6) Uani 1 1 d . . .
C13 C 1.0872(4) 0.0108(2) -0.18924(14) 0.0455(6) Uani 1 1 d . . .
C26 C 0.5869(4) 0.2567(2) -0.03327(14) 0.0458(6) Uani 1 1 d . . .
C22 C 0.4248(4) 0.3869(2) 0.08119(14) 0.0472(6) Uani 1 1 d . . .
C6 C 1.1839(4) 0.1464(2) -0.29446(14) 0.0497(6) Uani 1 1 d . . .
C18 C 0.7619(4) 0.4377(2) 0.04601(16) 0.0565(7) Uani 1 1 d . . .
H18 H 0.8746 0.4217 0.0140 0.068 Uiso 1 1 calc R . .
C25 C 0.4178(4) 0.1858(3) -0.04281(16) 0.0594(8) Uani 1 1 d . . .
H25 H 0.4123 0.1183 -0.0841 0.071 Uiso 1 1 calc R . .
C9 C 1.3943(4) -0.0992(2) -0.22907(17) 0.0580(7) Uani 1 1 d . . .
H9 H 1.5076 -0.1148 -0.2608 0.070 Uiso 1 1 calc R . .
C23 C 0.2566(4) 0.3112(3) 0.06830(16) 0.0595(8) Uani 1 1 d . . .
H23 H 0.1459 0.3287 0.1014 0.071 Uiso 1 1 calc R . .
C16 C 0.7540(4) 0.2263(2) -0.08908(15) 0.0520(7) Uani 1 1 d . . .
H16 H 0.8478 0.2851 -0.0884 0.062 Uiso 1 1 calc R . .
C15 C 0.7877(4) 0.1279(2) -0.13934(16) 0.0553(7) Uani 1 1 d . . .
H15 H 0.6945 0.0684 -0.1413 0.066 Uiso 1 1 calc R . .
C5 C 1.2286(5) 0.2161(2) -0.34687(16) 0.0635(8) Uani 1 1 d . . .
H5 H 1.3450 0.2031 -0.3769 0.076 Uiso 1 1 calc R . .
C12 C 1.0552(4) -0.0572(2) -0.13501(17) 0.0607(8) Uani 1 1 d . . .
H12 H 0.9424 -0.0449 -0.1029 0.073 Uiso 1 1 calc R . .
C2 C 0.8764(5) 0.2551(3) -0.26004(16) 0.0654(8) Uani 1 1 d . . .
H2 H 0.7560 0.2685 -0.2326 0.078 Uiso 1 1 calc R . .
C21 C 0.4308(5) 0.4896(3) 0.14368(16) 0.0632(8) Uani 1 1 d . . .
H21 H 0.3200 0.5080 0.1766 0.076 Uiso 1 1 calc R . .
C3 C 0.9257(6) 0.3192(3) -0.31052(18) 0.0802(10) Uani 1 1 d . . .
H3 H 0.8396 0.3762 -0.3166 0.096 Uiso 1 1 calc R . .
C10 C 1.3571(5) -0.1607(3) -0.17653(19) 0.0712(9) Uani 1 1 d . . .
H10 H 1.4452 -0.2175 -0.1716 0.085 Uiso 1 1 calc R . .
C11 C 1.1847(5) -0.1393(3) -0.1290(2) 0.0719(9) Uani 1 1 d . . .
H11 H 1.1595 -0.1824 -0.0928 0.086 Uiso 1 1 calc R . .
C20 C 0.5940(5) 0.5614(3) 0.15657(18) 0.0733(9) Uani 1 1 d . . .
H20 H 0.5951 0.6285 0.1981 0.088 Uiso 1 1 calc R . .
C24 C 0.2531(4) 0.2129(3) 0.00835(17) 0.0646(8) Uani 1 1 d . . .
H24 H 0.1411 0.1631 0.0010 0.078 Uiso 1 1 calc R . .
C19 C 0.7623(5) 0.5350(3) 0.10733(18) 0.0712(9) Uani 1 1 d . . .
H19 H 0.8749 0.5845 0.1167 0.085 Uiso 1 1 calc R . .
C4 C 1.1051(5) 0.3009(3) -0.35385(18) 0.0763(10) Uani 1 1 d . . .
H4 H 1.1390 0.3470 -0.3873 0.092 Uiso 1 1 calc R . .
C37 C 0.5791(4) 0.0423(2) 0.50670(16) 0.0523(7) Uani 1 1 d . . .
C32 C 1.0072(5) 0.4141(3) 0.4261(2) 0.0694(9) Uani 1 1 d . . .
C39 C 0.3769(5) 0.1554(3) 0.43910(18) 0.0688(9) Uani 1 1 d . C .
H39 H 0.3604 0.2210 0.4215 0.083 Uiso 1 1 calc R . .
C33 C 0.8434(5) 0.4192(3) 0.4768(2) 0.0759(10) Uani 1 1 d . . .
H33 H 0.7391 0.3644 0.4621 0.091 Uiso 0.50 1 calc PR A 1
C27 C 1.1680(5) 0.4958(3) 0.4511(2) 0.0667(8) Uani 1 1 d . . .
C28 C 1.3381(6) 0.4871(4) 0.4007(3) 0.0935(12) Uani 1 1 d . . .
H28 H 1.4471 0.5383 0.4168 0.112 Uiso 1 1 calc R . .
C36 C 0.7548(5) 0.0250(2) 0.54835(17) 0.0638(8) Uani 1 1 d . . .
H36 H 0.8585 0.0805 0.5583 0.077 Uiso 1 1 calc R . .
C40 C 0.2234(5) 0.0716(3) 0.42545(18) 0.0701(9) Uani 1 1 d . . .
H40 H 0.1055 0.0812 0.3984 0.084 Uiso 1 1 calc R . .
C29 C 1.3450(9) 0.4076(5) 0.3311(3) 0.1204(17) Uani 1 1 d . . .
H29 H 1.4591 0.4038 0.2999 0.144 Uiso 1 1 calc R C .
C30 C 1.1838(11) 0.3295(5) 0.3039(3) 0.129(2) Uani 1 1 d . . .
H30 H 1.1890 0.2764 0.2542 0.155 Uiso 1 1 calc R . .
C31 C 1.0203(7) 0.3314(3) 0.3500(3) 0.0967(13) Uani 1 1 d . . .
H31 H 0.9148 0.2782 0.3321 0.116 Uiso 1 1 calc R C .
C38 C 0.5514(5) 0.1421(2) 0.47804(17) 0.0605(8) Uani 1 1 d . . .
H38 H 0.6535 0.1984 0.4861 0.05(3) Uiso 0.50 1 calc PR B 1
C35 C 0.6897(9) 0.2348(7) 0.4880(3) 0.0567(18) Uani 0.50 1 d P C 2
H35 H 0.7966 0.2312 0.5225 0.068 Uiso 0.50 1 calc PR C 2
C34 C 0.7027(10) 0.3207(5) 0.4614(5) 0.111(3) Uani 0.50 1 d P C 2
H34 H 0.6018 0.3225 0.4238 0.133 Uiso 0.50 1 calc PR C 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C17 0.0408(14) 0.0489(15) 0.0395(14) 0.0145(12) 0.0002(11) 0.0042(12)
C8 0.0457(15) 0.0480(15) 0.0418(14) 0.0049(12) 0.0009(11) 0.0093(12)
C7 0.0492(16) 0.0562(16) 0.0422(15) 0.0062(13) 0.0094(12) 0.0117(13)
C1 0.0520(16) 0.0453(15) 0.0386(14) 0.0012(12) -0.0026(11) 0.0126(12)
C14 0.0423(14) 0.0480(15) 0.0414(14) 0.0016(12) 0.0005(11) 0.0037(12)
C13 0.0438(15) 0.0471(15) 0.0431(14) 0.0075(12) -0.0002(11) 0.0028(12)
C26 0.0400(14) 0.0573(16) 0.0395(14) 0.0116(12) 0.0038(11) 0.0015(12)
C22 0.0458(15) 0.0594(17) 0.0394(14) 0.0176(13) 0.0040(11) 0.0117(13)
C6 0.0597(17) 0.0477(15) 0.0380(14) 0.0042(12) 0.0049(12) 0.0089(13)
C18 0.0546(17) 0.0601(18) 0.0511(17) 0.0082(14) 0.0058(13) 0.0002(14)
C25 0.0484(16) 0.0689(19) 0.0538(17) 0.0041(14) 0.0077(13) -0.0067(15)
C9 0.0544(17) 0.0591(18) 0.0589(18) 0.0113(15) 0.0077(13) 0.0165(14)
C23 0.0444(16) 0.083(2) 0.0533(17) 0.0195(16) 0.0142(13) 0.0087(15)
C16 0.0437(15) 0.0571(17) 0.0494(16) 0.0046(13) 0.0061(12) -0.0068(13)
C15 0.0398(15) 0.0569(17) 0.0619(18) 0.0022(14) 0.0071(13) 0.0038(13)
C5 0.081(2) 0.0625(19) 0.0470(17) 0.0141(14) 0.0120(15) 0.0084(17)
C12 0.0539(17) 0.0644(19) 0.0680(19) 0.0244(16) 0.0100(14) 0.0005(15)
C2 0.078(2) 0.071(2) 0.0455(16) 0.0101(15) 0.0032(14) 0.0327(17)
C21 0.073(2) 0.0654(19) 0.0497(17) 0.0097(15) 0.0127(15) 0.0211(17)
C3 0.117(3) 0.071(2) 0.0560(19) 0.0187(17) 0.0053(19) 0.048(2)
C10 0.070(2) 0.068(2) 0.082(2) 0.0303(18) 0.0027(17) 0.0217(17)
C11 0.073(2) 0.069(2) 0.086(2) 0.0406(18) 0.0099(18) 0.0096(17)
C20 0.091(3) 0.062(2) 0.0574(19) -0.0022(15) 0.0034(17) 0.0093(19)
C24 0.0410(16) 0.085(2) 0.0624(19) 0.0109(17) 0.0071(14) -0.0105(15)
C19 0.072(2) 0.063(2) 0.068(2) -0.0003(16) 0.0064(16) -0.0092(17)
C4 0.115(3) 0.065(2) 0.0544(19) 0.0218(16) 0.0095(19) 0.021(2)
C37 0.0659(19) 0.0421(15) 0.0473(15) 0.0079(13) 0.0213(14) -0.0009(13)
C32 0.084(2) 0.0482(18) 0.081(2) 0.0270(17) -0.0244(19) -0.0003(17)
C39 0.091(2) 0.0514(18) 0.070(2) 0.0242(16) 0.0250(18) 0.0123(18)
C33 0.080(2) 0.0507(19) 0.103(3) 0.0334(19) -0.027(2) -0.0207(17)
C27 0.072(2) 0.0523(18) 0.086(2) 0.0380(18) -0.0107(18) 0.0005(17)
C28 0.092(3) 0.094(3) 0.119(4) 0.069(3) 0.000(3) 0.021(2)
C36 0.076(2) 0.0494(17) 0.0657(19) 0.0135(15) 0.0186(16) -0.0037(16)
C40 0.079(2) 0.064(2) 0.073(2) 0.0262(17) 0.0150(17) 0.0082(18)
C29 0.140(5) 0.145(5) 0.102(4) 0.072(4) 0.017(3) 0.068(4)
C30 0.184(6) 0.131(4) 0.074(3) 0.024(3) -0.014(4) 0.081(4)
C31 0.135(4) 0.063(2) 0.088(3) 0.014(2) -0.043(3) 0.016(2)
C38 0.079(2) 0.0395(16) 0.0617(19) 0.0104(14) 0.0274(16) -0.0073(16)
C35 0.046(3) 0.059(4) 0.071(5) 0.029(3) -0.015(3) -0.012(3)
C34 0.084(5) 0.061(4) 0.206(9) 0.075(5) -0.088(5) -0.037(4)

_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
C17 C26 1.424(3) . ?
C17 C22 1.425(3) . ?
C17 C18 1.420(3) . ?
C8 C7 1.392(3) . ?
C8 C13 1.436(3) . ?
C8 C9 1.424(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.384(3) . ?
C1 C14 1.407(3) . ?
C1 C6 1.441(3) . ?
C1 C2 1.424(3) . ?
C14 C13 1.413(3) . ?
C14 C15 1.480(3) . ?
C13 C12 1.418(3) . ?
C26 C25 1.375(3) . ?
C26 C16 1.469(3) . ?
C22 C23 1.402(4) . ?
C22 C21 1.413(4) . ?
C6 C5 1.423(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.360(4) . ?
C25 H25 0.9300 . ?
C25 C24 1.405(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.341(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.354(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.300(3) . ?
C15 H15 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.353(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.349(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.352(4) . ?
C21 H21 0.9300 . ?
C21 C20 1.349(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.405(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.407(4) . ?
C11 H11 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.404(4) . ?
C24 H24 0.9300 . ?
C19 H19 0.9300 . ?
C4 H4 0.9300 . ?
C37 C37 1.419(5) 2_656 ?
C37 C36 1.409(4) . ?
C37 C38 1.435(4) . ?
C32 C33 1.398(5) . ?
C32 C27 1.417(4) . ?
C32 C31 1.433(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.390(4) . ?
C39 C38 1.363(4) . ?
C33 H33 0.9300 . ?
C33 C27 1.395(4) 2_766 ?
C33 C34 1.459(6) . ?
C27 C33 1.395(4) 2_766 ?
C27 C28 1.425(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.331(6) . ?
C36 H36 0.9300 . ?
C36 C40 1.368(4) 2_656 ?
C40 C36 1.368(4) 2_656 ?
C40 H40 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.398(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.353(6) . ?
C31 H31 0.9300 . ?
C38 H38 0.9300 . ?
C38 C35 1.403(9) . ?
C35 H35 0.9300 . ?
C35 C34 1.243(9) . ?
C34 H34 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C26 C17 C22 119.4(2) . . ?
C18 C17 C26 123.2(2) . . ?
C18 C17 C22 117.4(2) . . ?
C7 C8 C13 119.4(2) . . ?
C7 C8 C9 121.9(2) . . ?
C9 C8 C13 118.6(2) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 C8 121.8(2) . . ?
C6 C7 H7 119.1 . . ?
C14 C1 C6 119.7(2) . . ?
C14 C1 C2 123.4(2) . . ?
C2 C1 C6 116.9(2) . . ?
C1 C14 C13 119.9(2) . . ?
C1 C14 C15 121.2(2) . . ?
C13 C14 C15 118.8(2) . . ?
C14 C13 C8 119.7(2) . . ?
C14 C13 C12 122.8(2) . . ?
C12 C13 C8 117.4(2) . . ?
C17 C26 C16 121.5(2) . . ?
C25 C26 C17 118.7(2) . . ?
C25 C26 C16 119.8(2) . . ?
C23 C22 C17 119.2(2) . . ?
C23 C22 C21 121.5(2) . . ?
C21 C22 C17 119.4(2) . . ?
C7 C6 C1 119.4(2) . . ?
C7 C6 C5 121.6(2) . . ?
C5 C6 C1 119.0(2) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.4(3) . . ?
C19 C18 H18 119.3 . . ?
C26 C25 H25 119.3 . . ?
C26 C25 C24 121.5(3) . . ?
C24 C25 H25 119.3 . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 H9 119.3 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.9(2) . . ?
C24 C23 H23 119.6 . . ?
C26 C16 H16 115.8 . . ?
C15 C16 C26 128.3(2) . . ?
C15 C16 H16 115.8 . . ?
C14 C15 H15 117.0 . . ?
C16 C15 C14 126.1(3) . . ?
C16 C15 H15 117.0 . . ?
C6 C5 H5 119.3 . . ?
C4 C5 C6 121.4(3) . . ?
C4 C5 H5 119.3 . . ?
C13 C12 H12 119.2 . . ?
C11 C12 C13 121.6(3) . . ?
C11 C12 H12 119.2 . . ?
C1 C2 H2 119.1 . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 H2 119.1 . . ?
C22 C21 H21 119.4 . . ?
C20 C21 C22 121.3(3) . . ?
C20 C21 H21 119.4 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.9(3) . . ?
C4 C3 H3 119.5 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 119.9(3) . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C21 C20 H20 120.0 . . ?
C21 C20 C19 120.1(3) . . ?
C19 C20 H20 120.0 . . ?
C25 C24 H24 119.8 . . ?
C23 C24 C25 120.4(3) . . ?
C23 C24 H24 119.8 . . ?
C18 C19 C20 120.5(3) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C37 C37 C38 118.4(3) 2_656 . ?
C36 C37 C37 118.5(3) . 2_656 ?
C36 C37 C38 123.1(3) . . ?
C33 C32 C27 118.1(3) . . ?
C33 C32 C31 123.5(4) . . ?
C27 C32 C31 118.3(4) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C38 C39 C40 120.6(3) . . ?
C32 C33 H33 119.1 . . ?
C32 C33 C34 118.2(5) . . ?
C27 C33 C32 121.9(3) 2_766 . ?
C27 C33 H33 119.1 2_766 . ?
C27 C33 C34 118.8(5) 2_766 . ?
C34 C33 H33 10.8 . . ?
C32 C27 C28 117.8(4) . . ?
C33 C27 C32 120.0(3) 2_766 . ?
C33 C27 C28 122.3(4) 2_766 . ?
C27 C28 H28 119.1 . . ?
C29 C28 C27 121.7(5) . . ?
C29 C28 H28 119.1 . . ?
C37 C36 H36 119.2 . . ?
C40 C36 C37 121.6(3) 2_656 . ?
C40 C36 H36 119.2 2_656 . ?
C39 C40 H40 119.9 . . ?
C36 C40 C39 120.3(3) 2_656 . ?
C36 C40 H40 119.9 2_656 . ?
C28 C29 H29 119.4 . . ?
C28 C29 C30 121.2(5) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 119.9(5) . . ?
C31 C30 H30 120.0 . . ?
C32 C31 H31 119.5 . . ?
C30 C31 C32 121.0(4) . . ?
C30 C31 H31 119.5 . . ?
C37 C38 H38 119.6 . . ?
C39 C38 C37 120.7(3) . . ?
C39 C38 H38 119.6 . . ?
C39 C38 C35 113.5(3) . . ?
C35 C38 C37 125.7(4) . . ?
C35 C38 H38 6.3 . . ?
C38 C35 H35 112.5 . . ?
C34 C35 C38 135.0(6) . . ?
C34 C35 H35 112.5 . . ?
C33 C34 H34 113.3 . . ?
C35 C34 C33 133.3(6) . . ?
C35 C34 H34 113.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C17 C26 C25 C24 -0.3(4) . . . . ?
C17 C26 C16 C15 166.1(3) . . . . ?
C17 C22 C23 C24 0.5(4) . . . . ?
C17 C22 C21 C20 -1.2(4) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C8 C7 C6 C1 -0.1(4) . . . . ?
C8 C7 C6 C5 -179.4(2) . . . . ?
C8 C13 C12 C11 -0.4(4) . . . . ?
C8 C9 C10 C11 0.9(5) . . . . ?
C7 C8 C13 C14 -0.1(4) . . . . ?
C7 C8 C13 C12 -176.3(2) . . . . ?
C7 C8 C9 C10 175.9(3) . . . . ?
C7 C6 C5 C4 179.0(3) . . . . ?
C1 C14 C13 C8 2.6(4) . . . . ?
C1 C14 C13 C12 178.5(2) . . . . ?
C1 C14 C15 C16 -54.9(4) . . . . ?
C1 C6 C5 C4 -0.3(4) . . . . ?
C1 C2 C3 C4 0.7(5) . . . . ?
C14 C1 C6 C7 2.6(4) . . . . ?
C14 C1 C6 C5 -178.1(2) . . . . ?
C14 C1 C2 C3 177.9(3) . . . . ?
C14 C13 C12 C11 -176.4(3) . . . . ?
C13 C8 C7 C6 -1.1(4) . . . . ?
C13 C8 C9 C10 -1.4(4) . . . . ?
C13 C14 C15 C16 123.1(3) . . . . ?
C13 C12 C11 C10 0.0(5) . . . . ?
C26 C17 C22 C23 0.0(3) . . . . ?
C26 C17 C22 C21 -179.8(2) . . . . ?
C26 C17 C18 C19 -179.5(3) . . . . ?
C26 C25 C24 C23 0.7(5) . . . . ?
C26 C16 C15 C14 -179.3(3) . . . . ?
C22 C17 C26 C25 -0.1(4) . . . . ?
C22 C17 C26 C16 178.4(2) . . . . ?
C22 C17 C18 C19 -0.9(4) . . . . ?
C22 C23 C24 C25 -0.8(5) . . . . ?
C22 C21 C20 C19 0.1(5) . . . . ?
C6 C1 C14 C13 -3.8(4) . . . . ?
C6 C1 C14 C15 174.2(2) . . . . ?
C6 C1 C2 C3 -2.8(4) . . . . ?
C6 C5 C4 C3 -1.9(5) . . . . ?
C18 C17 C26 C25 178.6(2) . . . . ?
C18 C17 C26 C16 -3.0(4) . . . . ?
C18 C17 C22 C23 -178.7(2) . . . . ?
C18 C17 C22 C21 1.5(3) . . . . ?
C25 C26 C16 C15 -15.4(4) . . . . ?
C9 C8 C7 C6 -178.4(2) . . . . ?
C9 C8 C13 C14 177.2(2) . . . . ?
C9 C8 C13 C12 1.1(4) . . . . ?
C9 C10 C11 C12 -0.2(5) . . . . ?
C23 C22 C21 C20 179.1(3) . . . . ?
C16 C26 C25 C24 -178.7(3) . . . . ?
C15 C14 C13 C8 -175.4(2) . . . . ?
C15 C14 C13 C12 0.5(4) . . . . ?
C2 C1 C14 C13 175.5(2) . . . . ?
C2 C1 C14 C15 -6.5(4) . . . . ?
C2 C1 C6 C7 -176.8(2) . . . . ?
C2 C1 C6 C5 2.6(4) . . . . ?
C2 C3 C4 C5 1.7(5) . . . . ?
C21 C22 C23 C24 -179.8(3) . . . . ?
C21 C20 C19 C18 0.5(5) . . . . ?
C37 C37 C36 C40 1.1(5) 2_656 . . 2_656 ?
C37 C37 C38 C39 0.2(4) 2_656 . . . ?
C37 C37 C38 C35 178.3(4) 2_656 . . . ?
C37 C38 C35 C34 171.1(8) . . . . ?
C32 C33 C34 C35 94.6(11) . . . . ?
C32 C27 C28 C29 2.1(5) . . . . ?
C39 C38 C35 C34 -10.7(10) . . . . ?
C33 C32 C27 C33 -2.2(5) . . . 2_766 ?
C33 C32 C27 C28 177.5(3) . . . . ?
C33 C32 C31 C30 -179.2(3) . . . . ?
C33 C27 C28 C29 -178.2(3) 2_766 . . . ?
C27 C32 C33 C27 2.2(5) . . . 2_766 ?
C27 C32 C33 C34 -165.5(4) . . . . ?
C27 C32 C31 C30 1.5(5) . . . . ?
C27 C33 C34 C35 -73.6(11) 2_766 . . . ?
C27 C28 C29 C30 0.7(6) . . . . ?
C28 C29 C30 C31 -2.5(7) . . . . ?
C36 C37 C38 C39 -179.0(3) . . . . ?
C36 C37 C38 C35 -0.9(5) . . . . ?
C40 C39 C38 C37 -0.9(4) . . . . ?
C40 C39 C38 C35 -179.2(3) . . . . ?
C29 C30 C31 C32 1.4(6) . . . . ?
C31 C32 C33 C27 -177.1(3) . . . 2_766 ?
C31 C32 C33 C34 15.1(5) . . . . ?
C31 C32 C27 C33 177.2(3) . . . 2_766 ?
C31 C32 C27 C28 -3.1(4) . . . . ?
C38 C37 C36 C40 -179.7(3) . . . 2_656 ?
C38 C39 C40 C36 0.6(4) . . . 2_656 ?
C38 C35 C34 C33 175.7(7) . . . . ?





data_110911_lyx_3_40_needle
_database_code_depnum_ccdc_archive 'CCDC 885362'
#TrackingRef '- ANE-a.cif'

_audit_creation_date             2012-05-21
_audit_creation_method           
;
Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_publ_section_exptl_refinement   
;
If a MERG 2 instruction is used, the flack parameter
is 8(10). However, this compound only contains C
and H atoms (not heavier than Si) and
the radiation is MoKa. Therefore, the value of
the absolute structure parameter would be meaningless.
The Friedel-pair reflections were merged before
final refinement.
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C26 H18'
_chemical_formula_sum            'C26 H18'
_chemical_formula_weight         330.40
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   5.5771(3)
_cell_length_b                   12.0652(6)
_cell_length_c                   25.9356(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1745.18(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1493
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9426
_cell_measurement_theta_min      2.8928
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            5686
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         2.90
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega 54.00 84.00 1.0000 45.4300
omega____ theta____ kappa____ phi______ frames
- 17.5863 179.0000 -150.0000 30

#__ type_ start__ end____ width___ exp.time_
2 omega -31.00 88.00 1.0000 45.4300
omega____ theta____ kappa____ phi______ frames
- 17.5863 0.0000 90.0000 119

#__ type_ start__ end____ width___ exp.time_
3 omega -55.00 -30.00 1.0000 45.4300
omega____ theta____ kappa____ phi______ frames
- 17.5863 -37.0000 -60.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0568318000
_diffrn_orient_matrix_UB_12      -0.0455159000
_diffrn_orient_matrix_UB_13      0.0122811000
_diffrn_orient_matrix_UB_21      -0.1102346000
_diffrn_orient_matrix_UB_22      0.0146459000
_diffrn_orient_matrix_UB_23      -0.0117799000
_diffrn_orient_matrix_UB_31      0.0282185000
_diffrn_orient_matrix_UB_32      -0.0342351000
_diffrn_orient_matrix_UB_33      -0.0213954000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1392
_reflns_number_total             2083
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.134
_refine_diff_density_min         -0.123
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2083
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      0.980
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0995
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C7CA C 0.4702(5) 0.8241(2) 0.07418(9) 0.0345(7) Uani 1 1 d . . .
C0AA C -0.0386(6) 0.5026(2) 0.21129(10) 0.0401(7) Uani 1 1 d . . .
C1AA C 0.1333(5) 0.5007(2) 0.17086(10) 0.0387(7) Uani 1 1 d . . .
C2AA C 0.6397(6) 0.9122(2) 0.06955(10) 0.0394(7) Uani 1 1 d . . .
C3AA C 0.6932(6) 0.7578(2) 0.14797(10) 0.0444(8) Uani 1 1 d . . .
H3AA H 0.7155 0.7059 0.1741 0.053 Uiso 1 1 calc R . .
C4AA C 0.2835(6) 0.8181(2) 0.03780(10) 0.0456(8) Uani 1 1 d . . .
H4AA H 0.1716 0.7613 0.0403 0.055 Uiso 1 1 calc R . .
C5AA C 0.1363(6) 0.4093(2) 0.13674(10) 0.0422(7) Uani 1 1 d . . .
C6AA C 0.8306(6) 0.9207(2) 0.10478(11) 0.0482(8) Uani 1 1 d . . .
H6AA H 0.9394 0.9787 0.1017 0.058 Uiso 1 1 calc R . .
C7AA C -0.0448(6) 0.3254(2) 0.14036(11) 0.0465(8) Uani 1 1 d . . .
C8AA C -0.2162(6) 0.3312(2) 0.17924(11) 0.0471(8) Uani 1 1 d . . .
H8AA H -0.3348 0.2772 0.1811 0.056 Uiso 1 1 calc R . .
C9AA C 0.6117(6) 0.9890(2) 0.02865(11) 0.0508(9) Uani 1 1 d . . .
H9AA H 0.7210 1.0468 0.0253 0.061 Uiso 1 1 calc R . .
C0BA C 0.5007(5) 0.7459(2) 0.11553(10) 0.0364(7) Uani 1 1 d . . .
C1BA C 0.8582(6) 0.8454(2) 0.14326(11) 0.0486(8) Uani 1 1 d . . .
H1BA H 0.9853 0.8516 0.1663 0.058 Uiso 1 1 calc R . .
C2BA C 0.3330(6) 0.6527(2) 0.12252(10) 0.0419(7) Uani 1 1 d . . .
H2BA H 0.2404 0.6330 0.0941 0.050 Uiso 1 1 calc R . .
C3BA C -0.0482(7) 0.5903(2) 0.24866(10) 0.0509(9) Uani 1 1 d . . .
H3BA H 0.0622 0.6479 0.2469 0.061 Uiso 1 1 calc R . .
C4BA C 0.3010(6) 0.5941(2) 0.16512(10) 0.0450(8) Uani 1 1 d . . .
H4BA H 0.3919 0.6135 0.1938 0.054 Uiso 1 1 calc R . .
C5BA C -0.2136(6) 0.4165(2) 0.21543(10) 0.0439(8) Uani 1 1 d . . .
C6BA C 0.2624(6) 0.8944(2) -0.00139(10) 0.0526(9) Uani 1 1 d . . .
H6BA H 0.1372 0.8886 -0.0249 0.063 Uiso 1 1 calc R . .
C7BA C -0.3869(6) 0.4211(3) 0.25585(11) 0.0544(9) Uani 1 1 d . . .
H7BA H -0.5018 0.3656 0.2585 0.065 Uiso 1 1 calc R . .
C8BA C -0.2165(7) 0.5904(3) 0.28672(11) 0.0598(10) Uani 1 1 d . . .
H8BA H -0.2189 0.6478 0.3107 0.072 Uiso 1 1 calc R . .
C9BA C 0.4286(7) 0.9805(2) -0.00592(11) 0.0546(9) Uani 1 1 d . . .
H9BA H 0.4143 1.0319 -0.0325 0.065 Uiso 1 1 calc R . .
C0CA C 0.3222(7) 0.3928(2) 0.09923(11) 0.0526(9) Uani 1 1 d . . .
H0CA H 0.4455 0.4444 0.0964 0.063 Uiso 1 1 calc R . .
C1CA C -0.3868(7) 0.5047(3) 0.29024(12) 0.0650(10) Uani 1 1 d . . .
H1CA H -0.5001 0.5058 0.3165 0.078 Uiso 1 1 calc R . .
C2CA C 0.1346(8) 0.2240(3) 0.07029(13) 0.0668(11) Uani 1 1 d . . .
H2CA H 0.1346 0.1638 0.0479 0.080 Uiso 1 1 calc R . .
C3CA C -0.0428(7) 0.2354(2) 0.10491(12) 0.0593(10) Uani 1 1 d . . .
H3CA H -0.1662 0.1836 0.1057 0.071 Uiso 1 1 calc R . .
C4CA C 0.3200(8) 0.3025(3) 0.06774(11) 0.0617(10) Uani 1 1 d . . .
H4CA H 0.4436 0.2926 0.0441 0.074 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C7CA 0.0384(18) 0.0341(14) 0.0311(13) -0.0017(13) 0.0060(14) 0.0003(14)
C0AA 0.0468(19) 0.0390(15) 0.0346(14) 0.0108(14) -0.0065(15) -0.0006(15)
C1AA 0.0400(19) 0.0364(15) 0.0396(15) 0.0105(13) -0.0072(15) -0.0021(15)
C2AA 0.0430(19) 0.0357(14) 0.0396(15) -0.0036(14) 0.0076(16) 0.0009(16)
C3AA 0.046(2) 0.0447(17) 0.0421(16) 0.0062(14) 0.0011(17) 0.0031(17)
C4AA 0.051(2) 0.0446(16) 0.0412(15) 0.0008(15) 0.0032(17) -0.0068(17)
C5AA 0.0454(19) 0.0432(15) 0.0379(14) 0.0109(14) -0.0071(16) 0.0013(17)
C6AA 0.043(2) 0.0448(16) 0.0564(17) -0.0033(16) 0.0081(17) -0.0093(17)
C7AA 0.056(2) 0.0398(16) 0.0434(16) 0.0056(15) -0.0141(18) 0.0009(17)
C8AA 0.048(2) 0.0423(17) 0.0511(17) 0.0094(15) -0.0074(17) -0.0058(16)
C9AA 0.063(2) 0.0396(16) 0.0500(17) 0.0017(15) 0.0131(19) -0.0077(18)
C0BA 0.0390(18) 0.0357(14) 0.0346(14) -0.0018(13) 0.0030(14) -0.0001(15)
C1BA 0.040(2) 0.0524(17) 0.0531(17) -0.0035(16) -0.0015(17) -0.0045(18)
C2BA 0.0426(19) 0.0437(15) 0.0395(15) 0.0029(14) -0.0045(15) -0.0032(16)
C3BA 0.059(3) 0.0501(17) 0.0432(15) 0.0019(15) -0.0090(17) -0.0034(19)
C4BA 0.047(2) 0.0462(17) 0.0413(15) 0.0057(14) -0.0057(16) -0.0056(17)
C5BA 0.047(2) 0.0449(16) 0.0398(15) 0.0124(15) -0.0037(16) -0.0049(17)
C6BA 0.061(3) 0.0551(19) 0.0423(17) 0.0055(16) -0.0047(18) -0.0011(18)
C7BA 0.044(2) 0.069(2) 0.0503(18) 0.0138(18) -0.0001(18) -0.009(2)
C8BA 0.062(3) 0.077(2) 0.0405(16) -0.0076(17) 0.0013(19) -0.001(2)
C9BA 0.074(3) 0.0489(18) 0.0407(17) 0.0091(15) 0.0035(19) 0.0004(19)
C0CA 0.059(2) 0.0507(19) 0.0479(16) 0.0098(16) -0.0011(19) 0.0036(19)
C1CA 0.056(3) 0.094(3) 0.0447(18) 0.009(2) 0.0086(18) -0.004(2)
C2CA 0.089(3) 0.052(2) 0.059(2) -0.0096(17) -0.016(2) 0.010(2)
C3CA 0.069(3) 0.0483(19) 0.061(2) -0.0048(17) -0.014(2) -0.003(2)
C4CA 0.076(3) 0.065(2) 0.0441(17) 0.0043(17) 0.004(2) 0.023(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
C7CA C2AA 1.428(4) . ?
C7CA C4AA 1.407(4) . ?
C7CA C0BA 1.438(3) . ?
C0AA C1AA 1.421(4) . ?
C0AA C3BA 1.436(4) . ?
C0AA C5BA 1.430(4) . ?
C1AA C5AA 1.413(3) . ?
C1AA C4BA 1.472(4) . ?
C2AA C6AA 1.407(4) . ?
C2AA C9AA 1.417(4) . ?
C3AA H3AA 0.9300 . ?
C3AA C0BA 1.371(4) . ?
C3AA C1BA 1.407(4) . ?
C4AA H4AA 0.9300 . ?
C4AA C6BA 1.376(3) . ?
C5AA C7AA 1.433(4) . ?
C5AA C0CA 1.436(4) . ?
C6AA H6AA 0.9300 . ?
C6AA C1BA 1.359(4) . ?
C7AA C8AA 1.391(4) . ?
C7AA C3CA 1.423(4) . ?
C8AA H8AA 0.9300 . ?
C8AA C5BA 1.392(4) . ?
C9AA H9AA 0.9300 . ?
C9AA C9BA 1.362(4) . ?
C0BA C2BA 1.474(4) . ?
C1BA H1BA 0.9300 . ?
C2BA H2BA 0.9300 . ?
C2BA C4BA 1.324(3) . ?
C3BA H3BA 0.9300 . ?
C3BA C8BA 1.362(4) . ?
C4BA H4BA 0.9300 . ?
C5BA C7BA 1.427(4) . ?
C6BA H6BA 0.9300 . ?
C6BA C9BA 1.398(4) . ?
C7BA H7BA 0.9300 . ?
C7BA C1CA 1.346(4) . ?
C8BA H8BA 0.9300 . ?
C8BA C1CA 1.406(4) . ?
C9BA H9BA 0.9300 . ?
C0CA H0CA 0.9300 . ?
C0CA C4CA 1.362(4) . ?
C1CA H1CA 0.9300 . ?
C2CA H2CA 0.9300 . ?
C2CA C3CA 1.343(5) . ?
C2CA C4CA 1.403(5) . ?
C3CA H3CA 0.9300 . ?
C4CA H4CA 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2AA C7CA C0BA 118.2(3) . . ?
C4AA C7CA C2AA 118.1(2) . . ?
C4AA C7CA C0BA 123.7(3) . . ?
C1AA C0AA C3BA 122.4(3) . . ?
C1AA C0AA C5BA 120.3(2) . . ?
C5BA C0AA C3BA 117.4(3) . . ?
C0AA C1AA C4BA 119.4(2) . . ?
C5AA C1AA C0AA 118.9(3) . . ?
C5AA C1AA C4BA 121.8(3) . . ?
C6AA C2AA C7CA 120.0(2) . . ?
C6AA C2AA C9AA 121.5(3) . . ?
C9AA C2AA C7CA 118.5(3) . . ?
C0BA C3AA H3AA 118.8 . . ?
C0BA C3AA C1BA 122.5(3) . . ?
C1BA C3AA H3AA 118.8 . . ?
C7CA C4AA H4AA 119.2 . . ?
C6BA C4AA C7CA 121.7(3) . . ?
C6BA C4AA H4AA 119.2 . . ?
C1AA C5AA C7AA 120.1(3) . . ?
C1AA C5AA C0CA 122.7(3) . . ?
C7AA C5AA C0CA 117.1(3) . . ?
C2AA C6AA H6AA 119.5 . . ?
C1BA C6AA C2AA 120.9(3) . . ?
C1BA C6AA H6AA 119.5 . . ?
C8AA C7AA C5AA 119.7(3) . . ?
C8AA C7AA C3CA 120.8(3) . . ?
C3CA C7AA C5AA 119.4(3) . . ?
C7AA C8AA H8AA 119.4 . . ?
C7AA C8AA C5BA 121.3(3) . . ?
C5BA C8AA H8AA 119.4 . . ?
C2AA C9AA H9AA 119.1 . . ?
C9BA C9AA C2AA 121.7(3) . . ?
C9BA C9AA H9AA 119.1 . . ?
C7CA C0BA C2BA 121.1(3) . . ?
C3AA C0BA C7CA 118.8(3) . . ?
C3AA C0BA C2BA 120.0(2) . . ?
C3AA C1BA H1BA 120.3 . . ?
C6AA C1BA C3AA 119.5(3) . . ?
C6AA C1BA H1BA 120.3 . . ?
C0BA C2BA H2BA 116.7 . . ?
C4BA C2BA C0BA 126.6(3) . . ?
C4BA C2BA H2BA 116.7 . . ?
C0AA C3BA H3BA 119.5 . . ?
C8BA C3BA C0AA 121.0(3) . . ?
C8BA C3BA H3BA 119.5 . . ?
C1AA C4BA H4BA 117.3 . . ?
C2BA C4BA C1AA 125.4(3) . . ?
C2BA C4BA H4BA 117.3 . . ?
C8AA C5BA C0AA 119.6(3) . . ?
C8AA C5BA C7BA 121.2(3) . . ?
C7BA C5BA C0AA 119.3(3) . . ?
C4AA C6BA H6BA 119.9 . . ?
C4AA C6BA C9BA 120.2(3) . . ?
C9BA C6BA H6BA 119.9 . . ?
C5BA C7BA H7BA 119.5 . . ?
C1CA C7BA C5BA 121.1(3) . . ?
C1CA C7BA H7BA 119.5 . . ?
C3BA C8BA H8BA 119.6 . . ?
C3BA C8BA C1CA 120.8(3) . . ?
C1CA C8BA H8BA 119.6 . . ?
C9AA C9BA C6BA 119.9(3) . . ?
C9AA C9BA H9BA 120.1 . . ?
C6BA C9BA H9BA 120.1 . . ?
C5AA C0CA H0CA 119.6 . . ?
C4CA C0CA C5AA 120.7(3) . . ?
C4CA C0CA H0CA 119.6 . . ?
C7BA C1CA C8BA 120.5(3) . . ?
C7BA C1CA H1CA 119.7 . . ?
C8BA C1CA H1CA 119.7 . . ?
C3CA C2CA H2CA 119.8 . . ?
C3CA C2CA C4CA 120.4(3) . . ?
C4CA C2CA H2CA 119.8 . . ?
C7AA C3CA H3CA 119.5 . . ?
C2CA C3CA C7AA 121.0(3) . . ?
C2CA C3CA H3CA 119.5 . . ?
C0CA C4CA C2CA 121.2(3) . . ?
C0CA C4CA H4CA 119.4 . . ?
C2CA C4CA H4CA 119.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7CA C2AA C6AA C1BA 0.6(4) . . . . ?
C7CA C2AA C9AA C9BA -0.1(4) . . . . ?
C7CA C4AA C6BA C9BA 0.0(4) . . . . ?
C7CA C0BA C2BA C4BA -160.6(3) . . . . ?
C0AA C1AA C5AA C7AA 5.4(4) . . . . ?
C0AA C1AA C5AA C0CA -171.5(3) . . . . ?
C0AA C1AA C4BA C2BA -125.6(3) . . . . ?
C0AA C3BA C8BA C1CA -0.4(5) . . . . ?
C0AA C5BA C7BA C1CA -0.6(4) . . . . ?
C1AA C0AA C3BA C8BA 179.4(3) . . . . ?
C1AA C0AA C5BA C8AA -0.8(4) . . . . ?
C1AA C0AA C5BA C7BA -179.0(3) . . . . ?
C1AA C5AA C7AA C8AA -3.3(4) . . . . ?
C1AA C5AA C7AA C3CA 178.5(2) . . . . ?
C1AA C5AA C0CA C4CA 178.8(3) . . . . ?
C2AA C7CA C4AA C6BA 0.1(4) . . . . ?
C2AA C7CA C0BA C3AA -1.4(4) . . . . ?
C2AA C7CA C0BA C2BA -179.8(2) . . . . ?
C2AA C6AA C1BA C3AA -0.2(4) . . . . ?
C2AA C9AA C9BA C6BA 0.2(4) . . . . ?
C3AA C0BA C2BA C4BA 21.0(5) . . . . ?
C4AA C7CA C2AA C6AA -179.4(3) . . . . ?
C4AA C7CA C2AA C9AA 0.0(4) . . . . ?
C4AA C7CA C0BA C3AA 178.2(3) . . . . ?
C4AA C7CA C0BA C2BA -0.2(4) . . . . ?
C4AA C6BA C9BA C9AA -0.1(4) . . . . ?
C5AA C1AA C4BA C2BA 53.5(4) . . . . ?
C5AA C7AA C8AA C5BA -1.0(4) . . . . ?
C5AA C7AA C3CA C2CA 4.3(4) . . . . ?
C5AA C0CA C4CA C2CA 1.1(5) . . . . ?
C6AA C2AA C9AA C9BA 179.3(3) . . . . ?
C7AA C5AA C0CA C4CA 1.8(4) . . . . ?
C7AA C8AA C5BA C0AA 3.0(4) . . . . ?
C7AA C8AA C5BA C7BA -178.8(3) . . . . ?
C8AA C7AA C3CA C2CA -173.9(3) . . . . ?
C8AA C5BA C7BA C1CA -178.8(3) . . . . ?
C9AA C2AA C6AA C1BA -178.7(3) . . . . ?
C0BA C7CA C2AA C6AA 0.2(4) . . . . ?
C0BA C7CA C2AA C9AA 179.5(2) . . . . ?
C0BA C7CA C4AA C6BA -179.5(3) . . . . ?
C0BA C3AA C1BA C6AA -1.1(4) . . . . ?
C0BA C2BA C4BA C1AA -179.5(3) . . . . ?
C1BA C3AA C0BA C7CA 1.9(4) . . . . ?
C1BA C3AA C0BA C2BA -179.7(2) . . . . ?
C3BA C0AA C1AA C5AA 177.7(3) . . . . ?
C3BA C0AA C1AA C4BA -3.1(4) . . . . ?
C3BA C0AA C5BA C8AA 178.2(3) . . . . ?
C3BA C0AA C5BA C7BA -0.1(4) . . . . ?
C3BA C8BA C1CA C7BA -0.3(5) . . . . ?
C4BA C1AA C5AA C7AA -173.7(2) . . . . ?
C4BA C1AA C5AA C0CA 9.4(4) . . . . ?
C5BA C0AA C1AA C5AA -3.4(4) . . . . ?
C5BA C0AA C1AA C4BA 175.8(2) . . . . ?
C5BA C0AA C3BA C8BA 0.5(4) . . . . ?
C5BA C7BA C1CA C8BA 0.7(5) . . . . ?
C0CA C5AA C7AA C8AA 173.8(3) . . . . ?
C0CA C5AA C7AA C3CA -4.5(4) . . . . ?
C3CA C7AA C8AA C5BA 177.2(3) . . . . ?
C3CA C2CA C4CA C0CA -1.5(5) . . . . ?
C4CA C2CA C3CA C7AA -1.3(5) . . . . ?


data_platon
_database_code_depnum_ccdc_archive 'CCDC 885363'
#TrackingRef 'block.cif'

_audit_creation_date             2012-05-21
_audit_creation_method           
;
Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C13 H9'
_chemical_formula_sum            'C13 H9'
_chemical_formula_weight         165.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   12.5169(17)
_cell_length_b                   6.1861(7)
_cell_length_c                   12.2167(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.239(15)
_cell_angle_gamma                90.00
_cell_volume                     887.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    776
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7299
_cell_measurement_theta_min      2.8750
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4208
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.37
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega 63.00 92.00 1.0000 16.1300
omega____ theta____ kappa____ phi______ frames
- 17.7426 179.0000 150.0000 29

#__ type_ start__ end____ width___ exp.time_
2 omega -47.00 78.00 1.0000 16.1300
omega____ theta____ kappa____ phi______ frames
- 17.7426 0.0000 -30.0000 125

#__ type_ start__ end____ width___ exp.time_
3 omega 28.00 88.00 1.0000 16.1300
omega____ theta____ kappa____ phi______ frames
- 17.7426 77.0000 120.0000 60

#__ type_ start__ end____ width___ exp.time_
4 omega -8.00 43.00 1.0000 16.1300
omega____ theta____ kappa____ phi______ frames
- 17.7426 37.0000 60.0000 51
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0492120000
_diffrn_orient_matrix_UB_12      -0.0460991000
_diffrn_orient_matrix_UB_13      -0.0414216000
_diffrn_orient_matrix_UB_21      0.0335750000
_diffrn_orient_matrix_UB_22      -0.0411083000
_diffrn_orient_matrix_UB_23      -0.0317186000
_diffrn_orient_matrix_UB_31      0.0093510000
_diffrn_orient_matrix_UB_32      -0.0968238000
_diffrn_orient_matrix_UB_33      0.0331929000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                966
_reflns_number_total             1815
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.121
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.027
_refine_ls_extinction_coef       0.017(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         1815
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0617
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0615P)^2^+0.2028P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1420
_refine_ls_wR_factor_ref         0.1743
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C10 C 0.1971(2) 0.4775(6) 0.2047(3) 0.0933(10) Uani 1 1 d . A 1
H10 H 0.257(3) 0.598(5) 0.218(2) 0.112 Uiso 1 1 d . B 1
C13 C -0.0329(3) 0.8422(6) -0.1651(3) 0.0971(10) Uani 1 1 d . . .
H13 H 0.024(3) 0.947(5) -0.150(3) 0.116 Uiso 1 1 d . C 1
C12 C -0.0141(2) 0.6720(5) -0.0801(3) 0.0818(8) Uani 1 1 d . . 1
C14 C -0.1281(3) 0.8483(6) -0.2611(3) 0.1055(10) Uani 1 1 d . . 1
H14 H -0.1393 0.9619 -0.3137 0.127 Uiso 1 1 calc R . 1
C9 C 0.1001(2) 0.4910(5) 0.1002(3) 0.0820(8) Uani 1 1 d . . 1
C11 C 0.2097(3) 0.3150(6) 0.2815(3) 0.1022(10) Uani 1 1 d . . 1
H11 H 0.2736 0.3115 0.3490 0.123 Uiso 1 1 calc R . 1
C4 C 0.37535(19) 0.9245(5) 0.0459(3) 0.0888(9) Uani 1 1 d . . .
H4 H 0.3222 0.8137 0.0335 0.107 Uiso 0.50 1 calc PR D 1
C1 C 0.5334(2) 1.2540(5) 0.0847(3) 0.0903(9) Uani 1 1 d . . .
H1 H 0.5862 1.3659 0.0999 0.108 Uiso 1 1 calc R . .
C2 C 0.4517(2) 1.2583(5) 0.1358(3) 0.0955(9) Uani 1 1 d . . .
H2 H 0.4493 1.3728 0.1843 0.115 Uiso 1 1 calc R . .
C3 C 0.3726(2) 1.0931(6) 0.1157(3) 0.0990(10) Uani 1 1 d . . .
H3 H 0.3172 1.0979 0.1504 0.119 Uiso 1 1 calc R . .
C5 C 0.46006(18) 0.9157(4) -0.0093(2) 0.0768(8) Uani 1 1 d . . .
C6 C 0.2862(4) 0.7756(7) 0.0330(4) 0.0662(12) Uani 0.50 1 d P . 2
H6 H 0.3045 0.6316 0.0264 0.079 Uiso 0.50 1 calc PR . 2
C8 C 0.0844(2) 0.6577(5) 0.0191(3) 0.0868(9) Uani 1 1 d . . .
H8 H 0.1408 0.7620 0.0312 0.10(3) Uiso 0.50 1 calc PR . 1
C7 C 0.1811(5) 0.8102(9) 0.0289(4) 0.0730(15) Uani 0.50 1 d P . 2
H7 H 0.1634 0.9553 0.0327 0.088 Uiso 0.50 1 calc PR . 2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C10 0.0755(19) 0.113(2) 0.098(2) -0.027(2) 0.0384(18) -0.0262(17)
C13 0.084(2) 0.101(2) 0.124(3) -0.017(2) 0.059(2) -0.0257(18)
C12 0.0695(17) 0.0870(19) 0.102(2) -0.0220(17) 0.0470(16) -0.0251(14)
C14 0.090(2) 0.129(3) 0.106(2) -0.004(2) 0.045(2) -0.009(2)
C9 0.0678(16) 0.0914(19) 0.098(2) -0.0293(17) 0.0432(16) -0.0283(14)
C11 0.085(2) 0.136(3) 0.090(2) -0.024(2) 0.0358(17) -0.018(2)
C4 0.0438(14) 0.107(2) 0.105(2) 0.0369(19) 0.0132(14) -0.0160(14)
C1 0.0522(15) 0.105(2) 0.104(2) 0.0261(19) 0.0152(14) -0.0103(15)
C2 0.0626(16) 0.118(2) 0.102(2) 0.0138(18) 0.0229(15) -0.0013(17)
C3 0.0627(17) 0.128(3) 0.105(2) 0.019(2) 0.0281(16) -0.0034(18)
C5 0.0419(12) 0.0871(19) 0.0890(18) 0.0300(16) 0.0066(12) -0.0040(11)
C6 0.056(3) 0.060(3) 0.082(3) -0.011(2) 0.023(2) -0.010(2)
C8 0.0710(17) 0.0867(19) 0.112(2) -0.0260(18) 0.0431(17) -0.0356(16)
C7 0.064(3) 0.064(3) 0.098(4) -0.023(3) 0.038(3) -0.016(3)

_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
C10 H10 1.03(3) . ?
C10 C9 1.428(4) . ?
C10 C11 1.346(4) . ?
C13 H13 0.93(3) . ?
C13 C12 1.439(4) . ?
C13 C14 1.353(4) . ?
C12 C9 1.434(3) 3_565 ?
C12 C8 1.401(4) . ?
C14 H14 0.9300 . ?
C14 C11 1.397(4) 3_565 ?
C9 C12 1.434(3) 3_565 ?
C9 C8 1.396(4) . ?
C11 C14 1.397(4) 3_565 ?
C11 H11 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.356(4) . ?
C4 C5 1.441(4) . ?
C4 C6 1.413(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.372(4) . ?
C1 C5 1.418(4) 3_675 ?
C2 H2 0.9300 . ?
C2 C3 1.384(4) . ?
C3 H3 0.9300 . ?
C5 C1 1.418(4) 3_675 ?
C5 C5 1.408(5) 3_675 ?
C6 H6 0.9300 . ?
C6 C7 1.316(7) . ?
C8 H8 0.9300 . ?
C8 C7 1.506(7) . ?
C7 H7 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 C10 H10 116.6(16) . . ?
C11 C10 H10 121.7(16) . . ?
C11 C10 C9 121.7(3) . . ?
C12 C13 H13 116.3(19) . . ?
C14 C13 H13 122.3(19) . . ?
C14 C13 C12 121.4(3) . . ?
C9 C12 C13 117.7(3) 3_565 . ?
C8 C12 C13 123.1(3) . . ?
C8 C12 C9 119.2(3) . 3_565 ?
C13 C14 H14 119.8 . . ?
C13 C14 C11 120.3(3) . 3_565 ?
C11 C14 H14 119.8 3_565 . ?
C10 C9 C12 117.9(3) . 3_565 ?
C8 C9 C10 123.0(3) . . ?
C8 C9 C12 119.0(3) . 3_565 ?
C10 C11 C14 120.9(3) . 3_565 ?
C10 C11 H11 119.5 . . ?
C14 C11 H11 119.5 3_565 . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(3) . . ?
C3 C4 C6 112.4(3) . . ?
C5 C4 H4 119.8 . . ?
C6 C4 H4 7.7 . . ?
C6 C4 C5 127.1(4) . . ?
C2 C1 H1 119.0 . . ?
C2 C1 C5 122.0(3) . 3_675 ?
C5 C1 H1 119.0 3_675 . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C1 C5 C4 123.3(2) 3_675 . ?
C5 C5 C4 119.6(4) 3_675 . ?
C5 C5 C1 117.1(3) 3_675 3_675 ?
C4 C6 H6 115.2 . . ?
C7 C6 C4 129.7(5) . . ?
C7 C6 H6 115.2 . . ?
C12 C8 H8 119.1 . . ?
C12 C8 C7 118.1(3) . . ?
C9 C8 C12 121.8(2) . . ?
C9 C8 H8 119.1 . . ?
C9 C8 C7 119.6(3) . . ?
C7 C8 H8 7.1 . . ?
C6 C7 C8 131.8(4) . . ?
C6 C7 H7 114.1 . . ?
C8 C7 H7 114.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C9 C8 C12 -177.1(3) . . . . ?
C10 C9 C8 C7 11.1(4) . . . . ?
C13 C12 C8 C9 179.8(3) . . . . ?
C13 C12 C8 C7 -8.2(4) . . . . ?
C12 C13 C14 C11 -1.7(5) . . . 3_565 ?
C12 C9 C8 C12 1.2(4) 3_565 . . . ?
C12 C9 C8 C7 -170.6(3) 3_565 . . . ?
C12 C8 C7 C6 -116.9(6) . . . . ?
C14 C13 C12 C9 -0.3(4) . . . 3_565 ?
C14 C13 C12 C8 178.7(3) . . . . ?
C9 C10 C11 C14 0.5(5) . . . 3_565 ?
C9 C12 C8 C9 -1.2(4) 3_565 . . . ?
C9 C12 C8 C7 170.8(3) 3_565 . . . ?
C9 C8 C7 C6 55.2(7) . . . . ?
C11 C10 C9 C12 1.5(4) . . . 3_565 ?
C11 C10 C9 C8 179.8(3) . . . . ?
C4 C6 C7 C8 -177.8(4) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C3 C4 C5 C1 -179.0(3) . . . 3_675 ?
C3 C4 C5 C5 -0.3(4) . . . 3_675 ?
C3 C4 C6 C7 34.5(7) . . . . ?
C5 C4 C3 C2 -0.5(4) . . . . ?
C5 C4 C6 C7 -143.0(5) . . . . ?
C5 C1 C2 C3 0.6(4) 3_675 . . . ?
C6 C4 C3 C2 -178.2(3) . . . . ?
C6 C4 C5 C1 -1.7(4) . . . 3_675 ?
C6 C4 C5 C5 177.0(3) . . . 3_675 ?