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


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# 
#  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. 
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#  fide research purposes only. It may contain copyright material 
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data_a
_database_code_depnum_ccdc_archive 'CCDC 841685'
#TrackingRef 'web_deposit_cif_file_0_RezaKia_1314272134.11.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
2-(Anthracen-10-yl)-6-methoxy-4-phenylquinoline
;
_chemical_name_common            
;
2-(Anthracen-10-yl)-6-methoxy-4-phenylquinoline
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H21 N O'
_chemical_formula_sum            'C30 H21 N O'
_chemical_formula_weight         411.48

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/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   8.1823(16)
_cell_length_b                   13.029(3)
_cell_length_c                   20.970(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.99(3)
_cell_angle_gamma                90.00
_cell_volume                     2159.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3220
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      24.22

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9653
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
'MULABS (Blessing, 1995) in PLATON (Spek, 2009)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      291(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  'STOE IPDS 2T Image Plate diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8950
_diffrn_reflns_av_R_equivalents  0.0847
_diffrn_reflns_av_sigmaI/netI    0.2611
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3586
_reflns_number_gt                971
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'X-Area 1.52 (Stoe & Cie GmbH, 2009)'
_computing_cell_refinement       'X-Area 1.52'
_computing_data_reduction        'X-Area 1.52'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL, PLATON (Spek, 2009)'

_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0067P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3586
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1757
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0556
_refine_ls_wR_factor_gt          0.0411
_refine_ls_goodness_of_fit_ref   0.539
_refine_ls_restrained_S_all      0.539
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.2085(3) -0.54729(18) 0.05065(10) 0.0546(7) Uani 1 1 d . . .
N1 N 0.3962(4) -0.4182(2) 0.21785(11) 0.0440(8) Uani 1 1 d . . .
C1 C 0.5367(4) -0.4702(3) 0.22163(14) 0.0427(11) Uani 1 1 d . . .
C2 C 0.5477(4) -0.5551(3) 0.18176(14) 0.0446(10) Uani 1 1 d . . .
H2A H 0.6521 -0.5862 0.1857 0.054 Uiso 1 1 calc R . .
C3 C 0.4073(4) -0.5932(3) 0.13702(13) 0.0348(9) Uani 1 1 d . . .
C4 C 0.2525(4) -0.5413(3) 0.13219(13) 0.0354(9) Uani 1 1 d . . .
C5 C 0.2535(4) -0.4552(3) 0.17312(15) 0.0418(10) Uani 1 1 d . . .
C6 C 0.1002(4) -0.4027(3) 0.17016(14) 0.0486(11) Uani 1 1 d . . .
H6A H 0.1007 -0.3458 0.1970 0.058 Uiso 1 1 calc R . .
C7 C -0.0487(4) -0.4346(3) 0.12827(14) 0.0502(11) Uani 1 1 d . . .
H7A H -0.1485 -0.3991 0.1262 0.060 Uiso 1 1 calc R . .
C8 C -0.0497(4) -0.5216(3) 0.08841(15) 0.0428(10) Uani 1 1 d . . .
C9 C 0.0944(4) -0.5745(3) 0.08966(13) 0.0384(10) Uani 1 1 d . . .
H9A H 0.0905 -0.6320 0.0630 0.046 Uiso 1 1 calc R . .
C10 C -0.2187(4) -0.6326(3) 0.00662(14) 0.0631(12) Uani 1 1 d . . .
H10A H -0.3336 -0.6412 -0.0188 0.095 Uiso 1 1 calc R . .
H10B H -0.1815 -0.6938 0.0317 0.095 Uiso 1 1 calc R . .
H10C H -0.1477 -0.6200 -0.0225 0.095 Uiso 1 1 calc R . .
C11 C 0.4209(4) -0.6843(3) 0.09634(14) 0.0392(10) Uani 1 1 d . . .
C12 C 0.3651(4) -0.6811(3) 0.02777(15) 0.0503(10) Uani 1 1 d . . .
H12A H 0.3179 -0.6211 0.0068 0.060 Uiso 1 1 calc R . .
C13 C 0.3794(5) -0.7665(3) -0.00927(17) 0.0658(13) Uani 1 1 d . . .
H13A H 0.3413 -0.7639 -0.0550 0.079 Uiso 1 1 calc R . .
C14 C 0.4497(5) -0.8553(3) 0.0211(2) 0.0776(14) Uani 1 1 d . . .
H14A H 0.4608 -0.9123 -0.0042 0.093 Uiso 1 1 calc R . .
C15 C 0.5042(4) -0.8602(3) 0.0896(2) 0.0664(12) Uani 1 1 d . . .
H15A H 0.5493 -0.9208 0.1104 0.080 Uiso 1 1 calc R . .
C16 C 0.4910(4) -0.7750(3) 0.12627(15) 0.0494(10) Uani 1 1 d . . .
H16A H 0.5296 -0.7779 0.1720 0.059 Uiso 1 1 calc R . .
C17 C 0.6956(5) -0.2687(3) 0.20996(15) 0.0566(12) Uani 1 1 d . . .
H17A H 0.5923 -0.2844 0.1807 0.068 Uiso 1 1 calc R . .
C18 C 0.7735(5) -0.1788(3) 0.20234(17) 0.0678(13) Uani 1 1 d . . .
H18A H 0.7232 -0.1344 0.1682 0.081 Uiso 1 1 calc R . .
C19 C 0.9311(5) -0.1528(3) 0.24623(19) 0.0717(13) Uani 1 1 d . . .
H19A H 0.9843 -0.0917 0.2404 0.086 Uiso 1 1 calc R . .
C20 C 1.0038(5) -0.2156(3) 0.29617(17) 0.0658(13) Uani 1 1 d . . .
H20A H 1.1065 -0.1968 0.3248 0.079 Uiso 1 1 calc R . .
C21 C 0.9278(4) -0.3105(3) 0.30649(17) 0.0513(11) Uani 1 1 d . . .
C22 C 0.7679(4) -0.3392(3) 0.26150(15) 0.0470(10) Uani 1 1 d . . .
C23 C 0.6962(4) -0.4335(3) 0.27058(14) 0.0451(10) Uani 1 1 d . . .
C24 C 0.7725(4) -0.5000(3) 0.32350(16) 0.0451(11) Uani 1 1 d . . .
C25 C 0.9297(4) -0.4697(3) 0.36773(16) 0.0526(11) Uani 1 1 d . . .
C26 C 1.0013(4) -0.3777(3) 0.35797(16) 0.0575(12) Uani 1 1 d . . .
H26A H 1.1036 -0.3592 0.3870 0.069 Uiso 1 1 calc R . .
C27 C 0.7002(5) -0.5943(3) 0.33525(16) 0.0629(12) Uani 1 1 d . . .
H27A H 0.5970 -0.6144 0.3075 0.076 Uiso 1 1 calc R . .
C28 C 0.7781(5) -0.6563(3) 0.38618(18) 0.0771(14) Uani 1 1 d . . .
H28A H 0.7285 -0.7181 0.3930 0.092 Uiso 1 1 calc R . .
C29 C 0.9351(6) -0.6264(4) 0.42878(18) 0.0895(17) Uani 1 1 d . . .
H29A H 0.9881 -0.6693 0.4634 0.107 Uiso 1 1 calc R . .
C30 C 1.0084(5) -0.5379(3) 0.42017(17) 0.0747(14) Uani 1 1 d . . .
H30A H 1.1119 -0.5203 0.4486 0.090 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0364(14) 0.0634(19) 0.0603(14) -0.0117(14) 0.0059(12) 0.0013(14)
N1 0.0438(18) 0.045(2) 0.0410(16) -0.0074(14) 0.0080(16) -0.0005(18)
C1 0.039(2) 0.048(3) 0.039(2) -0.0062(19) 0.0059(19) -0.004(2)
C2 0.039(2) 0.044(3) 0.050(2) -0.0104(19) 0.0103(19) 0.007(2)
C3 0.041(2) 0.031(2) 0.0360(18) -0.0022(17) 0.0147(18) 0.0033(19)
C4 0.039(2) 0.034(2) 0.0340(18) -0.0012(17) 0.0122(18) 0.004(2)
C5 0.040(2) 0.042(3) 0.045(2) -0.0019(19) 0.0129(19) 0.011(2)
C6 0.054(2) 0.046(3) 0.046(2) -0.0107(18) 0.014(2) 0.002(2)
C7 0.045(2) 0.055(3) 0.051(2) 0.000(2) 0.013(2) 0.020(2)
C8 0.046(2) 0.040(3) 0.043(2) 0.0014(18) 0.011(2) 0.003(2)
C9 0.044(2) 0.032(2) 0.0400(19) -0.0068(16) 0.0120(19) 0.003(2)
C10 0.048(2) 0.067(3) 0.068(2) -0.004(2) 0.004(2) -0.010(2)
C11 0.029(2) 0.041(2) 0.046(2) -0.0049(18) 0.0088(18) 0.0003(19)
C12 0.046(2) 0.048(3) 0.056(2) -0.0112(19) 0.0115(19) 0.010(2)
C13 0.064(3) 0.062(3) 0.066(2) -0.021(2) 0.007(2) 0.001(3)
C14 0.083(3) 0.050(3) 0.101(3) -0.041(3) 0.026(3) -0.002(3)
C15 0.072(3) 0.031(3) 0.097(3) 0.001(2) 0.024(3) 0.010(2)
C16 0.046(2) 0.047(3) 0.056(2) -0.002(2) 0.0156(19) 0.006(2)
C17 0.069(3) 0.049(3) 0.054(2) -0.012(2) 0.021(2) -0.007(3)
C18 0.086(3) 0.067(4) 0.061(2) -0.003(2) 0.036(3) 0.009(3)
C19 0.087(3) 0.062(3) 0.080(3) -0.024(3) 0.047(3) -0.029(3)
C20 0.067(3) 0.072(4) 0.063(3) -0.028(2) 0.024(2) -0.023(3)
C21 0.050(3) 0.054(3) 0.056(2) -0.024(2) 0.025(2) -0.015(2)
C22 0.051(2) 0.049(3) 0.044(2) -0.013(2) 0.0167(19) -0.005(2)
C23 0.040(2) 0.047(3) 0.049(2) -0.012(2) 0.0139(19) -0.002(2)
C24 0.039(2) 0.047(3) 0.049(2) -0.010(2) 0.012(2) 0.005(2)
C25 0.058(3) 0.046(3) 0.051(2) -0.015(2) 0.009(2) 0.000(2)
C26 0.042(2) 0.070(4) 0.055(2) -0.016(2) 0.003(2) -0.004(2)
C27 0.064(3) 0.061(3) 0.058(2) -0.004(2) 0.004(2) 0.001(3)
C28 0.085(3) 0.062(3) 0.077(3) 0.008(3) 0.008(3) -0.003(3)
C29 0.097(4) 0.090(4) 0.071(3) 0.011(3) 0.001(3) 0.023(3)
C30 0.069(3) 0.084(4) 0.057(3) -0.003(3) -0.009(2) 0.006(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
O1 C8 1.377(3) . ?
O1 C10 1.434(3) . ?
N1 C1 1.319(4) . ?
N1 C5 1.382(3) . ?
C1 C2 1.404(4) . ?
C1 C23 1.514(4) . ?
C2 C3 1.374(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.416(4) . ?
C3 C11 1.482(4) . ?
C4 C5 1.411(4) . ?
C4 C9 1.435(3) . ?
C5 C6 1.415(4) . ?
C6 C7 1.370(4) . ?
C6 H6A 0.9300 . ?
C7 C8 1.407(4) . ?
C7 H7A 0.9300 . ?
C8 C9 1.361(4) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C16 1.391(4) . ?
C11 C12 1.392(3) . ?
C12 C13 1.379(4) . ?
C12 H12A 0.9300 . ?
C13 C14 1.373(4) . ?
C13 H13A 0.9300 . ?
C14 C15 1.392(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.371(4) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
C17 C18 1.362(5) . ?
C17 C22 1.425(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.418(4) . ?
C18 H18A 0.9300 . ?
C19 C20 1.342(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.426(4) . ?
C20 H20A 0.9300 . ?
C21 C26 1.399(4) . ?
C21 C22 1.450(4) . ?
C22 C23 1.396(4) . ?
C23 C24 1.419(4) . ?
C24 C27 1.413(4) . ?
C24 C25 1.433(4) . ?
C25 C26 1.373(4) . ?
C25 C30 1.431(4) . ?
C26 H26A 0.9300 . ?
C27 C28 1.359(4) . ?
C27 H27A 0.9300 . ?
C28 C29 1.417(4) . ?
C28 H28A 0.9300 . ?
C29 C30 1.333(5) . ?
C29 H29A 0.9300 . ?
C30 H30A 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
C8 O1 C10 116.6(3) . . ?
C1 N1 C5 115.6(3) . . ?
N1 C1 C2 123.9(3) . . ?
N1 C1 C23 117.7(3) . . ?
C2 C1 C23 118.4(3) . . ?
C3 C2 C1 121.4(3) . . ?
C3 C2 H2A 119.3 . . ?
C1 C2 H2A 119.3 . . ?
C2 C3 C4 116.8(3) . . ?
C2 C3 C11 120.6(3) . . ?
C4 C3 C11 122.7(3) . . ?
C5 C4 C3 118.2(3) . . ?
C5 C4 C9 118.7(3) . . ?
C3 C4 C9 123.1(3) . . ?
N1 C5 C4 124.1(3) . . ?
N1 C5 C6 116.4(3) . . ?
C4 C5 C6 119.5(3) . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C6 C7 C8 119.5(3) . . ?
C6 C7 H7A 120.2 . . ?
C8 C7 H7A 120.2 . . ?
C9 C8 O1 124.9(3) . . ?
C9 C8 C7 121.6(3) . . ?
O1 C8 C7 113.4(3) . . ?
C8 C9 C4 119.8(3) . . ?
C8 C9 H9A 120.1 . . ?
C4 C9 H9A 120.1 . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 118.6(3) . . ?
C16 C11 C3 120.3(3) . . ?
C12 C11 C3 121.2(3) . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13A 119.8 . . ?
C12 C13 H13A 119.8 . . ?
C13 C14 C15 120.1(4) . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 H15A 120.3 . . ?
C14 C15 H15A 120.3 . . ?
C15 C16 C11 121.3(3) . . ?
C15 C16 H16A 119.4 . . ?
C11 C16 H16A 119.4 . . ?
C18 C17 C22 121.9(3) . . ?
C18 C17 H17A 119.1 . . ?
C22 C17 H17A 119.1 . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18A 119.9 . . ?
C19 C18 H18A 119.9 . . ?
C20 C19 C18 120.4(4) . . ?
C20 C19 H19A 119.8 . . ?
C18 C19 H19A 119.8 . . ?
C19 C20 C21 121.7(3) . . ?
C19 C20 H20A 119.2 . . ?
C21 C20 H20A 119.2 . . ?
C26 C21 C20 122.8(3) . . ?
C26 C21 C22 118.5(4) . . ?
C20 C21 C22 118.7(4) . . ?
C23 C22 C17 124.4(3) . . ?
C23 C22 C21 118.6(3) . . ?
C17 C22 C21 117.1(4) . . ?
C22 C23 C24 121.9(3) . . ?
C22 C23 C1 120.3(3) . . ?
C24 C23 C1 117.7(3) . . ?
C27 C24 C23 123.2(3) . . ?
C27 C24 C25 118.2(3) . . ?
C23 C24 C25 118.5(4) . . ?
C26 C25 C30 122.1(3) . . ?
C26 C25 C24 119.4(3) . . ?
C30 C25 C24 118.5(4) . . ?
C25 C26 C21 123.1(3) . . ?
C25 C26 H26A 118.4 . . ?
C21 C26 H26A 118.4 . . ?
C28 C27 C24 121.4(3) . . ?
C28 C27 H27A 119.3 . . ?
C24 C27 H27A 119.3 . . ?
C27 C28 C29 119.8(4) . . ?
C27 C28 H28A 120.1 . . ?
C29 C28 H28A 120.1 . . ?
C30 C29 C28 121.2(4) . . ?
C30 C29 H29A 119.4 . . ?
C28 C29 H29A 119.4 . . ?
C29 C30 C25 120.8(4) . . ?
C29 C30 H30A 119.6 . . ?
C25 C30 H30A 119.6 . . ?

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
C5 N1 C1 C2 2.7(5) . . . . ?
C5 N1 C1 C23 -179.2(3) . . . . ?
N1 C1 C2 C3 -2.9(6) . . . . ?
C23 C1 C2 C3 179.0(3) . . . . ?
C1 C2 C3 C4 1.3(5) . . . . ?
C1 C2 C3 C11 -178.7(3) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C11 C3 C4 C5 -179.9(3) . . . . ?
C2 C3 C4 C9 -177.5(3) . . . . ?
C11 C3 C4 C9 2.6(5) . . . . ?
C1 N1 C5 C4 -1.2(5) . . . . ?
C1 N1 C5 C6 177.7(3) . . . . ?
C3 C4 C5 N1 -0.1(5) . . . . ?
C9 C4 C5 N1 177.5(3) . . . . ?
C3 C4 C5 C6 -179.0(3) . . . . ?
C9 C4 C5 C6 -1.4(5) . . . . ?
N1 C5 C6 C7 -178.8(3) . . . . ?
C4 C5 C6 C7 0.2(5) . . . . ?
C5 C6 C7 C8 0.9(5) . . . . ?
C10 O1 C8 C9 -4.1(5) . . . . ?
C10 O1 C8 C7 177.5(3) . . . . ?
C6 C7 C8 C9 -0.9(6) . . . . ?
C6 C7 C8 O1 177.7(3) . . . . ?
O1 C8 C9 C4 -178.7(3) . . . . ?
C7 C8 C9 C4 -0.4(5) . . . . ?
C5 C4 C9 C8 1.5(4) . . . . ?
C3 C4 C9 C8 179.0(4) . . . . ?
C2 C3 C11 C16 54.5(5) . . . . ?
C4 C3 C11 C16 -125.6(3) . . . . ?
C2 C3 C11 C12 -125.2(3) . . . . ?
C4 C3 C11 C12 54.8(5) . . . . ?
C16 C11 C12 C13 0.0(5) . . . . ?
C3 C11 C12 C13 179.7(3) . . . . ?
C11 C12 C13 C14 -0.3(6) . . . . ?
C12 C13 C14 C15 1.1(6) . . . . ?
C13 C14 C15 C16 -1.6(6) . . . . ?
C14 C15 C16 C11 1.3(6) . . . . ?
C12 C11 C16 C15 -0.5(5) . . . . ?
C3 C11 C16 C15 179.8(3) . . . . ?
C22 C17 C18 C19 0.0(6) . . . . ?
C17 C18 C19 C20 -0.9(6) . . . . ?
C18 C19 C20 C21 0.8(6) . . . . ?
C19 C20 C21 C26 179.7(4) . . . . ?
C19 C20 C21 C22 0.1(6) . . . . ?
C18 C17 C22 C23 -178.1(4) . . . . ?
C18 C17 C22 C21 0.9(5) . . . . ?
C26 C21 C22 C23 -1.4(5) . . . . ?
C20 C21 C22 C23 178.2(4) . . . . ?
C26 C21 C22 C17 179.4(3) . . . . ?
C20 C21 C22 C17 -1.0(5) . . . . ?
C17 C22 C23 C24 -178.9(3) . . . . ?
C21 C22 C23 C24 2.0(5) . . . . ?
C17 C22 C23 C1 3.9(5) . . . . ?
C21 C22 C23 C1 -175.2(3) . . . . ?
N1 C1 C23 C22 -66.6(4) . . . . ?
C2 C1 C23 C22 111.5(4) . . . . ?
N1 C1 C23 C24 116.1(4) . . . . ?
C2 C1 C23 C24 -65.8(4) . . . . ?
C22 C23 C24 C27 177.8(4) . . . . ?
C1 C23 C24 C27 -4.9(5) . . . . ?
C22 C23 C24 C25 -1.4(5) . . . . ?
C1 C23 C24 C25 175.8(3) . . . . ?
C27 C24 C25 C26 -179.0(4) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
C27 C24 C25 C30 2.1(5) . . . . ?
C23 C24 C25 C30 -178.6(3) . . . . ?
C30 C25 C26 C21 179.1(4) . . . . ?
C24 C25 C26 C21 0.3(6) . . . . ?
C20 C21 C26 C25 -179.3(4) . . . . ?
C22 C21 C26 C25 0.3(5) . . . . ?
C23 C24 C27 C28 179.4(4) . . . . ?
C25 C24 C27 C28 -1.3(6) . . . . ?
C24 C27 C28 C29 0.1(6) . . . . ?
C27 C28 C29 C30 0.3(7) . . . . ?
C28 C29 C30 C25 0.5(7) . . . . ?
C26 C25 C30 C29 179.4(5) . . . . ?
C24 C25 C30 C29 -1.7(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.893
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.893
_refine_diff_density_max         0.089
_refine_diff_density_min         -0.131
_refine_diff_density_rms         0.025


data_b
_database_code_depnum_ccdc_archive 'CCDC 841686'
#TrackingRef 'web_deposit_cif_file_1_RezaKia_1314272134.20.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
2-(Anthracen-10-yl)-6-chloro-4-phenylquinoline
;
_chemical_name_common            
;
2-(anthracen-10-yl)-6-chloro-4-phenylquinoline
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H18 Cl N'
_chemical_formula_sum            'C29 H18 Cl N'
_chemical_formula_weight         415.89

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'
Cl Cl 0.1484 0.1585 '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'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   8.218(2)
_cell_length_b                   12.994(3)
_cell_length_c                   20.049(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.997(19)
_cell_angle_gamma                90.00
_cell_volume                     2114.6(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    3220
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      29.42

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
'MULABS (Blessing, 1995) in PLATON (Spek, 2009)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      291(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  'STOE IPDS 2T Image Plate diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6630
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_av_sigmaI/netI    0.2722
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3028
_reflns_number_gt                905
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'X-Area 1.52 (Stoe & Cie GmbH, 2009)'
_computing_cell_refinement       'X-Area 1.52'
_computing_data_reduction        'X-Area 1.52'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  SHELXTL
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL, PLATON (Spek, 2009)'

_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0154P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3028
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1389
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0611
_refine_ls_wR_factor_gt          0.0515
_refine_ls_goodness_of_fit_ref   0.514
_refine_ls_restrained_S_all      0.514
_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
Cl1 Cl 1.25856(13) 0.08331(9) 0.03508(4) 0.0621(4) Uani 1 1 d . . .
N1 N 0.8196(4) -0.0611(3) 0.22173(13) 0.0429(10) Uani 1 1 d . . .
C1 C 0.6859(5) -0.0098(3) 0.22688(16) 0.0382(11) Uani 1 1 d . . .
C2 C 0.6297(4) 0.0761(3) 0.18552(15) 0.0419(11) Uani 1 1 d . . .
H2A H 0.5318 0.1088 0.1907 0.050 Uiso 1 1 calc R . .
C3 C 0.7210(5) 0.1107(3) 0.13773(15) 0.0347(11) Uani 1 1 d . . .
C4 C 0.8671(5) 0.0580(3) 0.13213(15) 0.0337(11) Uani 1 1 d . . .
C5 C 0.9150(5) -0.0273(3) 0.17466(16) 0.0386(12) Uani 1 1 d . . .
C6 C 1.0615(5) -0.0805(4) 0.17005(17) 0.0520(12) Uani 1 1 d . . .
H6A H 1.0894 -0.1382 0.1968 0.062 Uiso 1 1 calc R . .
C7 C 1.1650(5) -0.0478(3) 0.12612(18) 0.0479(13) Uani 1 1 d . . .
H7A H 1.2632 -0.0819 0.1234 0.057 Uiso 1 1 calc R . .
C8 C 1.1172(5) 0.0376(3) 0.08608(17) 0.0433(12) Uani 1 1 d . . .
C9 C 0.9787(5) 0.0902(3) 0.08770(15) 0.0397(11) Uani 1 1 d . . .
H9A H 0.9544 0.1475 0.0602 0.048 Uiso 1 1 calc R . .
C10 C 0.6581(4) 0.1996(3) 0.09375(15) 0.0347(11) Uani 1 1 d . . .
C11 C 0.6297(4) 0.1873(3) 0.02385(16) 0.0506(13) Uani 1 1 d . . .
H11A H 0.6568 0.1259 0.0044 0.061 Uiso 1 1 calc R . .
C12 C 0.5607(6) 0.2674(4) -0.01613(19) 0.0661(15) Uani 1 1 d . . .
H12A H 0.5392 0.2593 -0.0628 0.079 Uiso 1 1 calc R . .
C13 C 0.5238(6) 0.3582(4) 0.0119(2) 0.0755(16) Uani 1 1 d . . .
H13A H 0.4758 0.4112 -0.0156 0.091 Uiso 1 1 calc R . .
C14 C 0.5576(5) 0.3720(3) 0.0814(2) 0.0689(14) Uani 1 1 d . . .
H14A H 0.5369 0.4349 0.1006 0.083 Uiso 1 1 calc R . .
C15 C 0.6226(5) 0.2905(4) 0.12177(17) 0.0457(12) Uani 1 1 d . . .
H15A H 0.6420 0.2982 0.1685 0.055 Uiso 1 1 calc R . .
C16 C 0.5115(5) -0.2090(4) 0.21643(17) 0.0548(13) Uani 1 1 d . . .
H16A H 0.5841 -0.1949 0.1864 0.066 Uiso 1 1 calc R . .
C17 C 0.4218(6) -0.2971(4) 0.20964(19) 0.0627(15) Uani 1 1 d . . .
H17A H 0.4345 -0.3423 0.1749 0.075 Uiso 1 1 calc R . .
C18 C 0.3099(5) -0.3220(4) 0.2538(2) 0.0649(15) Uani 1 1 d . . .
H18A H 0.2485 -0.3824 0.2476 0.078 Uiso 1 1 calc R . .
C19 C 0.2928(5) -0.2577(4) 0.3050(2) 0.0618(15) Uani 1 1 d . . .
H19A H 0.2199 -0.2750 0.3343 0.074 Uiso 1 1 calc R . .
C20 C 0.3819(5) -0.1652(4) 0.31543(19) 0.0441(12) Uani 1 1 d . . .
C21 C 0.4953(5) -0.1373(4) 0.26958(17) 0.0399(12) Uani 1 1 d . . .
C22 C 0.5800(5) -0.0441(4) 0.27755(16) 0.0413(12) Uani 1 1 d . . .
C23 C 0.5591(5) 0.0244(4) 0.33080(18) 0.0452(12) Uani 1 1 d . . .
C24 C 0.4464(6) -0.0054(4) 0.37630(19) 0.0507(13) Uani 1 1 d . . .
C25 C 0.3634(5) -0.0968(4) 0.36732(18) 0.0602(14) Uani 1 1 d . . .
H25A H 0.2917 -0.1141 0.3971 0.072 Uiso 1 1 calc R . .
C26 C 0.6441(5) 0.1182(4) 0.34201(19) 0.0585(14) Uani 1 1 d . . .
H26A H 0.7197 0.1365 0.3140 0.070 Uiso 1 1 calc R . .
C27 C 0.6186(6) 0.1834(4) 0.3931(2) 0.0769(16) Uani 1 1 d . . .
H27A H 0.6766 0.2450 0.3996 0.092 Uiso 1 1 calc R . .
C28 C 0.5034(7) 0.1566(5) 0.4359(2) 0.089(2) Uani 1 1 d . . .
H28A H 0.4832 0.2021 0.4695 0.107 Uiso 1 1 calc R . .
C29 C 0.4231(6) 0.0663(4) 0.4286(2) 0.0754(17) Uani 1 1 d . . .
H29A H 0.3505 0.0497 0.4581 0.090 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
Cl1 0.0547(8) 0.0744(10) 0.0646(6) -0.0033(7) 0.0321(6) -0.0071(8)
N1 0.039(2) 0.048(3) 0.0428(18) 0.0120(17) 0.0114(18) 0.006(2)
C1 0.038(3) 0.045(4) 0.034(2) 0.007(2) 0.014(2) -0.002(3)
C2 0.029(3) 0.050(3) 0.048(2) 0.008(2) 0.010(2) 0.007(3)
C3 0.035(3) 0.034(3) 0.036(2) 0.0013(19) 0.007(2) 0.005(2)
C4 0.038(3) 0.033(3) 0.0306(19) 0.0024(19) 0.006(2) 0.001(2)
C5 0.032(3) 0.043(4) 0.041(2) 0.000(2) 0.008(2) -0.002(2)
C6 0.046(3) 0.058(4) 0.052(2) 0.015(2) 0.011(2) 0.013(3)
C7 0.036(3) 0.049(4) 0.060(2) -0.003(2) 0.013(2) 0.009(3)
C8 0.039(3) 0.049(4) 0.045(2) -0.002(2) 0.014(2) -0.004(3)
C9 0.039(3) 0.043(3) 0.038(2) 0.004(2) 0.009(2) -0.001(3)
C10 0.039(3) 0.029(3) 0.037(2) 0.008(2) 0.0094(19) 0.004(2)
C11 0.067(3) 0.045(4) 0.040(2) 0.005(2) 0.010(2) 0.011(3)
C12 0.090(4) 0.065(4) 0.042(2) 0.015(3) 0.005(2) 0.011(3)
C13 0.100(4) 0.056(5) 0.069(3) 0.031(3) 0.009(3) 0.008(4)
C14 0.090(4) 0.035(4) 0.082(3) 0.001(3) 0.013(3) 0.014(3)
C15 0.053(3) 0.042(4) 0.043(2) 0.002(2) 0.008(2) 0.007(3)
C16 0.064(4) 0.059(4) 0.043(2) 0.010(3) 0.013(2) 0.001(3)
C17 0.067(4) 0.063(4) 0.054(3) 0.005(3) -0.001(3) -0.007(3)
C18 0.054(4) 0.063(4) 0.075(3) 0.024(3) 0.001(3) -0.020(3)
C19 0.055(4) 0.070(5) 0.060(3) 0.033(3) 0.006(3) -0.006(3)
C20 0.032(3) 0.048(4) 0.054(3) 0.023(2) 0.011(2) 0.003(3)
C21 0.033(3) 0.045(4) 0.040(2) 0.019(2) 0.002(2) 0.004(3)
C22 0.035(3) 0.054(4) 0.035(2) 0.014(2) 0.005(2) 0.006(3)
C23 0.043(3) 0.048(4) 0.043(2) 0.010(2) 0.005(2) 0.005(3)
C24 0.057(4) 0.052(4) 0.045(2) 0.014(2) 0.016(2) 0.006(3)
C25 0.056(4) 0.075(5) 0.053(3) 0.021(3) 0.021(2) 0.014(3)
C26 0.067(4) 0.061(4) 0.049(3) 0.003(3) 0.013(2) 0.013(3)
C27 0.079(4) 0.082(5) 0.070(3) -0.003(3) 0.011(3) -0.001(3)
C28 0.124(6) 0.086(6) 0.061(3) -0.008(3) 0.024(3) 0.017(4)
C29 0.088(5) 0.085(5) 0.060(3) 0.008(3) 0.035(3) 0.022(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
Cl1 C8 1.766(4) . ?
N1 C1 1.303(4) . ?
N1 C5 1.389(4) . ?
C1 C2 1.424(5) . ?
C1 C22 1.505(5) . ?
C2 C3 1.381(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.402(4) . ?
C3 C10 1.496(5) . ?
C4 C5 1.417(4) . ?
C4 C9 1.437(5) . ?
C5 C6 1.404(5) . ?
C6 C7 1.383(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.391(5) . ?
C7 H7A 0.9300 . ?
C8 C9 1.332(5) . ?
C9 H9A 0.9300 . ?
C10 C15 1.359(5) . ?
C10 C11 1.393(4) . ?
C11 C12 1.381(5) . ?
C11 H11A 0.9300 . ?
C12 C13 1.362(5) . ?
C12 H12A 0.9300 . ?
C13 C14 1.388(5) . ?
C13 H13A 0.9300 . ?
C14 C15 1.388(5) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.356(5) . ?
C16 C21 1.438(5) . ?
C16 H16A 0.9300 . ?
C17 C18 1.411(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.348(5) . ?
C18 H18A 0.9300 . ?
C19 C20 1.406(5) . ?
C19 H19A 0.9300 . ?
C20 C25 1.394(5) . ?
C20 C21 1.454(5) . ?
C21 C22 1.393(5) . ?
C22 C23 1.421(5) . ?
C23 C26 1.406(5) . ?
C23 C24 1.451(5) . ?
C24 C25 1.367(5) . ?
C24 C29 1.437(5) . ?
C25 H25A 0.9300 . ?
C26 C27 1.370(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.418(6) . ?
C27 H27A 0.9300 . ?
C28 C29 1.343(6) . ?
C28 H28A 0.9300 . ?
C29 H29A 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
C1 N1 C5 117.7(3) . . ?
N1 C1 C2 123.8(3) . . ?
N1 C1 C22 119.0(4) . . ?
C2 C1 C22 117.2(4) . . ?
C3 C2 C1 119.8(4) . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C2 C3 C4 117.5(4) . . ?
C2 C3 C10 119.0(4) . . ?
C4 C3 C10 123.5(3) . . ?
C3 C4 C5 119.6(3) . . ?
C3 C4 C9 123.1(4) . . ?
C5 C4 C9 117.2(4) . . ?
N1 C5 C6 118.1(4) . . ?
N1 C5 C4 121.6(4) . . ?
C6 C5 C4 120.4(4) . . ?
C7 C6 C5 120.7(4) . . ?
C7 C6 H6A 119.7 . . ?
C5 C6 H6A 119.7 . . ?
C6 C7 C8 117.8(4) . . ?
C6 C7 H7A 121.1 . . ?
C8 C7 H7A 121.1 . . ?
C9 C8 C7 124.1(4) . . ?
C9 C8 Cl1 118.9(4) . . ?
C7 C8 Cl1 116.8(3) . . ?
C8 C9 C4 119.8(4) . . ?
C8 C9 H9A 120.1 . . ?
C4 C9 H9A 120.1 . . ?
C15 C10 C11 120.2(4) . . ?
C15 C10 C3 120.3(3) . . ?
C11 C10 C3 119.5(4) . . ?
C12 C11 C10 119.1(4) . . ?
C12 C11 H11A 120.5 . . ?
C10 C11 H11A 120.5 . . ?
C13 C12 C11 120.8(4) . . ?
C13 C12 H12A 119.6 . . ?
C11 C12 H12A 119.6 . . ?
C12 C13 C14 120.2(4) . . ?
C12 C13 H13A 119.9 . . ?
C14 C13 H13A 119.9 . . ?
C15 C14 C13 119.1(4) . . ?
C15 C14 H14A 120.5 . . ?
C13 C14 H14A 120.5 . . ?
C10 C15 C14 120.6(4) . . ?
C10 C15 H15A 119.7 . . ?
C14 C15 H15A 119.7 . . ?
C17 C16 C21 120.7(4) . . ?
C17 C16 H16A 119.7 . . ?
C21 C16 H16A 119.7 . . ?
C16 C17 C18 121.9(4) . . ?
C16 C17 H17A 119.0 . . ?
C18 C17 H17A 119.0 . . ?
C19 C18 C17 119.4(4) . . ?
C19 C18 H18A 120.3 . . ?
C17 C18 H18A 120.3 . . ?
C18 C19 C20 122.0(4) . . ?
C18 C19 H19A 119.0 . . ?
C20 C19 H19A 119.0 . . ?
C25 C20 C19 122.8(5) . . ?
C25 C20 C21 117.9(4) . . ?
C19 C20 C21 119.3(4) . . ?
C22 C21 C16 123.1(4) . . ?
C22 C21 C20 120.2(4) . . ?
C16 C21 C20 116.7(4) . . ?
C21 C22 C23 120.9(4) . . ?
C21 C22 C1 120.8(4) . . ?
C23 C22 C1 118.1(4) . . ?
C26 C23 C22 123.2(4) . . ?
C26 C23 C24 118.8(4) . . ?
C22 C23 C24 118.0(4) . . ?
C25 C24 C29 122.6(5) . . ?
C25 C24 C23 120.2(4) . . ?
C29 C24 C23 117.1(4) . . ?
C24 C25 C20 122.8(4) . . ?
C24 C25 H25A 118.6 . . ?
C20 C25 H25A 118.6 . . ?
C27 C26 C23 121.7(5) . . ?
C27 C26 H26A 119.2 . . ?
C23 C26 H26A 119.2 . . ?
C26 C27 C28 119.7(5) . . ?
C26 C27 H27A 120.1 . . ?
C28 C27 H27A 120.1 . . ?
C29 C28 C27 120.7(5) . . ?
C29 C28 H28A 119.6 . . ?
C27 C28 H28A 119.6 . . ?
C28 C29 C24 121.9(5) . . ?
C28 C29 H29A 119.1 . . ?
C24 C29 H29A 119.1 . . ?

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
C5 N1 C1 C2 2.4(5) . . . . ?
C5 N1 C1 C22 -179.8(3) . . . . ?
N1 C1 C2 C3 -1.6(6) . . . . ?
C22 C1 C2 C3 -179.5(3) . . . . ?
C1 C2 C3 C4 0.2(5) . . . . ?
C1 C2 C3 C10 178.7(3) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C10 C3 C4 C5 -178.2(3) . . . . ?
C2 C3 C4 C9 -175.7(3) . . . . ?
C10 C3 C4 C9 5.9(5) . . . . ?
C1 N1 C5 C6 178.3(4) . . . . ?
C1 N1 C5 C4 -1.8(5) . . . . ?
C3 C4 C5 N1 0.6(5) . . . . ?
C9 C4 C5 N1 176.8(3) . . . . ?
C3 C4 C5 C6 -179.5(3) . . . . ?
C9 C4 C5 C6 -3.4(5) . . . . ?
N1 C5 C6 C7 -177.3(3) . . . . ?
C4 C5 C6 C7 2.8(6) . . . . ?
C5 C6 C7 C8 -1.2(5) . . . . ?
C6 C7 C8 C9 0.4(6) . . . . ?
C6 C7 C8 Cl1 175.4(3) . . . . ?
C7 C8 C9 C4 -1.1(6) . . . . ?
Cl1 C8 C9 C4 -176.0(3) . . . . ?
C3 C4 C9 C8 178.6(4) . . . . ?
C5 C4 C9 C8 2.5(5) . . . . ?
C2 C3 C10 C15 55.9(5) . . . . ?
C4 C3 C10 C15 -125.8(4) . . . . ?
C2 C3 C10 C11 -121.5(4) . . . . ?
C4 C3 C10 C11 56.9(5) . . . . ?
C15 C10 C11 C12 -1.9(6) . . . . ?
C3 C10 C11 C12 175.5(4) . . . . ?
C10 C11 C12 C13 1.4(7) . . . . ?
C11 C12 C13 C14 1.0(7) . . . . ?
C12 C13 C14 C15 -2.7(7) . . . . ?
C11 C10 C15 C14 0.1(6) . . . . ?
C3 C10 C15 C14 -177.2(4) . . . . ?
C13 C14 C15 C10 2.2(7) . . . . ?
C21 C16 C17 C18 0.0(6) . . . . ?
C16 C17 C18 C19 -1.1(7) . . . . ?
C17 C18 C19 C20 0.8(7) . . . . ?
C18 C19 C20 C25 178.7(4) . . . . ?
C18 C19 C20 C21 0.4(6) . . . . ?
C17 C16 C21 C22 -177.7(4) . . . . ?
C17 C16 C21 C20 1.2(6) . . . . ?
C25 C20 C21 C22 -0.9(5) . . . . ?
C19 C20 C21 C22 177.5(4) . . . . ?
C25 C20 C21 C16 -179.8(3) . . . . ?
C19 C20 C21 C16 -1.4(5) . . . . ?
C16 C21 C22 C23 179.7(3) . . . . ?
C20 C21 C22 C23 0.9(5) . . . . ?
C16 C21 C22 C1 4.4(6) . . . . ?
C20 C21 C22 C1 -174.4(3) . . . . ?
N1 C1 C22 C21 -67.3(5) . . . . ?
C2 C1 C22 C21 110.7(4) . . . . ?
N1 C1 C22 C23 117.3(4) . . . . ?
C2 C1 C22 C23 -64.7(4) . . . . ?
C21 C22 C23 C26 178.6(3) . . . . ?
C1 C22 C23 C26 -6.0(6) . . . . ?
C21 C22 C23 C24 -0.3(5) . . . . ?
C1 C22 C23 C24 175.1(4) . . . . ?
C26 C23 C24 C25 -179.1(4) . . . . ?
C22 C23 C24 C25 -0.2(6) . . . . ?
C26 C23 C24 C29 2.9(6) . . . . ?
C22 C23 C24 C29 -178.2(4) . . . . ?
C29 C24 C25 C20 178.0(4) . . . . ?
C23 C24 C25 C20 0.2(6) . . . . ?
C19 C20 C25 C24 -178.0(4) . . . . ?
C21 C20 C25 C24 0.4(6) . . . . ?
C22 C23 C26 C27 178.7(4) . . . . ?
C24 C23 C26 C27 -2.4(6) . . . . ?
C23 C26 C27 C28 -0.2(7) . . . . ?
C26 C27 C28 C29 2.4(8) . . . . ?
C27 C28 C29 C24 -1.8(8) . . . . ?
C25 C24 C29 C28 -178.8(5) . . . . ?
C23 C24 C29 C28 -0.9(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.812
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.812
_refine_diff_density_max         0.109
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.030
#========================
#END OF CIF