# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 2014

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#                                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.
#
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#  fide research purposes only. It may contain copyright material
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#  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:
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data_shelxl
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
'4-Bromo-N-(3-(10-bromoanthracen-9-yl)propyl)-N-methylaniline'
;
_chemical_name_common            
4-Bromo-N-(3-(10-bromoanthracen-9-yl)propyl)-N-methylaniline
_chemical_melting_point          124
_chemical_formula_moiety         'C24 H21 Br2 N'
_chemical_formula_sum            'C24 H21 Br2 N'
_chemical_formula_weight         483.24

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   8.1870(8)
_cell_length_b                   9.2070(9)
_cell_length_c                   27.256(3)
_cell_angle_alpha                90.044(8)
_cell_angle_beta                 89.948(10)
_cell_angle_gamma                106.384(8)
_cell_volume                     1971.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    122
_cell_measurement_reflns_used    24277
_cell_measurement_theta_min      1.49
_cell_measurement_theta_max      38.11

_exptl_crystal_description       needles
_exptl_crystal_colour            yellow
_exptl_crystal_preparation       ethylacetate
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    4.121
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_special_details           
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      122
_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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            70572
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_av_sigmaI/netI    0.1088
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         38.11
_reflns_number_total             36680
_reflns_number_gt                24792
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'EvalCCD (duisenbeg, 2003)'
_computing_cell_refinement       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EvalCCD (Duisenberg, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    mercury

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.21(2)
_refine_ls_number_reflns         36680
_refine_ls_number_parameters     973
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1037
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.2090
_refine_ls_wR_factor_gt          0.1592
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.141
_refine_ls_shift/su_max          1.338
_refine_ls_shift/su_mean         0.150

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
Br1 Br 0.55752(11) 0.74316(10) 0.96889(4) 0.0233(2) Uani 1 1 d . . .
Br2 Br -0.07997(13) -0.04397(10) 1.18649(4) 0.0266(2) Uani 1 1 d . . .
Br3 Br 1.05520(11) 0.28784(10) 0.99381(4) 0.0234(2) Uani 1 1 d . . .
Br4 Br 1.69195(13) 1.07389(10) 0.77609(4) 0.0261(2) Uani 1 1 d . . .
C112 C 0.9193(9) 0.5007(9) 0.8860(3) 0.0144(13) Uani 1 1 d . . .
C110 C 0.9630(9) 0.6605(9) 0.8907(3) 0.0149(13) Uani 1 1 d . . .
C103 C 0.9060(11) 0.3846(9) 1.0257(3) 0.0170(14) Uani 1 1 d . . .
C102 C 0.9595(10) 0.5422(9) 1.0284(3) 0.0154(13) Uani 1 1 d . . .
C95 C 0.5819(10) 0.6043(9) 1.1050(3) 0.0172(15) Uani 1 1 d . . .
H95A H 0.6132 0.7097 1.0965 0.021 Uiso 1 1 d R . .
H95B H 0.4643 0.5590 1.0971 0.021 Uiso 1 1 d R . .
C104 C 0.7040(10) 0.6458(9) 0.9368(3) 0.0165(14) Uani 1 1 d . . .
C121 C 1.3860(10) 0.5568(9) 0.7834(3) 0.0151(13) Uani 1 1 d . . .
C127 C 1.0052(11) 0.4392(9) 0.8019(3) 0.0163(14) Uani 1 1 d . . .
H127A H 0.8878 0.3921 0.7941 0.020 Uiso 1 1 d R . .
H127B H 1.0360 0.5431 0.7916 0.020 Uiso 1 1 d R . .
C113 C 1.0294(10) 0.4298(8) 0.8577(3) 0.0177(14) Uani 1 1 d . . .
H113A H 1.1460 0.4822 0.8647 0.021 Uiso 1 1 d R . .
H113B H 1.0073 0.3251 0.8666 0.021 Uiso 1 1 d R . .
C93 C 0.6457(11) 0.3673(8) 1.0716(3) 0.0170(14) Uani 1 1 d . . .
C114 C 0.6570(10) 0.4865(9) 0.9340(3) 0.0151(13) Uani 1 1 d . . .
C96 C 0.6975(11) 0.5276(9) 1.0758(3) 0.0157(13) Uani 1 1 d . . .
C92 C 0.7527(9) 0.2928(8) 1.0460(3) 0.0139(12) Uani 1 1 d . . .
N179 N 0.3169(9) 0.6225(8) 1.1777(3) 0.0192(13) Uani 1 1 d . . .
C111 C 0.7611(9) 0.4151(7) 0.9072(3) 0.0119(12) Uani 1 1 d . . .
C105 C 0.8511(11) 0.7339(9) 0.9165(3) 0.0191(14) Uani 1 1 d . . .
N178 N 1.2971(9) 0.4055(7) 0.7847(3) 0.0174(13) Uani 1 1 d . . .
C94 C 0.6078(10) 0.5933(9) 1.1602(3) 0.0169(14) Uani 1 1 d . . .
H94A H 0.5800 0.4881 1.1689 0.020 Uiso 1 1 d R . .
H94B H 0.7243 0.6419 1.1686 0.020 Uiso 1 1 d R . .
C85 C 0.2263(9) 0.4693(8) 1.1781(3) 0.0147(13) Uani 1 1 d . . .
C97 C 0.8488(11) 0.6166(9) 1.0550(3) 0.0190(15) Uani 1 1 d . . .
C98 C 0.9052(11) 0.7785(8) 1.0586(3) 0.0163(14) Uani 1 1 d . . .
H98 H 0.8400 0.8328 1.0764 0.020 Uiso 1 1 d R . .
C116 C 0.4577(11) 0.2379(10) 0.9512(3) 0.0218(16) Uani 1 1 d . . .
H116 H 0.3560 0.1752 0.9662 0.026 Uiso 1 1 d R . .
C115 C 0.4997(10) 0.3928(9) 0.9560(3) 0.0177(14) Uani 1 1 d . . .
H115 H 0.4255 0.4394 0.9732 0.021 Uiso 1 1 d R . .
C87 C 0.4984(11) 0.6670(9) 1.1903(3) 0.0172(14) Uani 1 1 d . . .
H87A H 0.5448 0.7739 1.1852 0.021 Uiso 1 1 d R . .
H87B H 0.5127 0.6434 1.2240 0.021 Uiso 1 1 d R . .
C119 C 1.1164(11) 0.3595(9) 0.7712(3) 0.0183(14) Uani 1 1 d . . .
H119A H 1.0733 0.2519 0.7754 0.022 Uiso 1 1 d R . .
H119B H 1.1082 0.3848 0.7373 0.022 Uiso 1 1 d R . .
C122 C 1.5281(12) 0.6193(10) 0.8140(3) 0.0244(17) Uani 1 1 d . . .
H122 H 1.5626 0.5539 0.8367 0.029 Uiso 1 1 d R . .
C101 C 1.1066(11) 0.6341(10) 1.0064(3) 0.0203(15) Uani 1 1 d . . .
H101 H 1.1787 0.5895 0.9874 0.024 Uiso 1 1 d R . .
C118 C 0.5596(11) 0.1659(9) 0.9243(3) 0.0212(15) Uani 1 1 d . . .
H118 H 0.5264 0.0575 0.9217 0.025 Uiso 1 1 d R . .
C99 C 1.0498(11) 0.8584(10) 1.0372(3) 0.0210(15) Uani 1 1 d . . .
H99 H 1.0855 0.9664 1.0410 0.025 Uiso 1 1 d R . .
C88 C 0.4933(11) 0.2773(9) 1.0931(3) 0.0198(15) Uani 1 1 d . . .
H88 H 0.4212 0.3271 1.1099 0.024 Uiso 1 1 d R . .
C84 C -0.0035(11) 0.2593(11) 1.1500(3) 0.0238(17) Uani 1 1 d . . .
H84 H -0.0963 0.2195 1.1278 0.029 Uiso 1 1 d R . .
C126 C 1.3376(10) 0.6590(8) 0.7508(3) 0.0206(16) Uani 1 1 d . . .
H126 H 1.2437 0.6203 0.7289 0.025 Uiso 1 1 d R . .
C83 C 0.0846(10) 0.4122(9) 1.1482(3) 0.0159(13) Uani 1 1 d . . .
H83 H 0.0466 0.4768 1.1260 0.019 Uiso 1 1 d R . .
C106 C 0.9097(11) 0.9002(8) 0.9189(3) 0.0185(15) Uani 1 1 d . . .
H106 H 0.8447 0.9551 0.9365 0.022 Uiso 1 1 d R . .
C117 C 0.7070(11) 0.2538(10) 0.9028(3) 0.0216(16) Uani 1 1 d . . .
H117 H 0.7768 0.2052 0.8844 0.026 Uiso 1 1 d R . .
C100 C 1.1551(12) 0.7881(10) 1.0099(3) 0.0195(15) Uani 1 1 d . . .
H100 H 1.2572 0.8456 0.9938 0.023 Uiso 1 1 d R . .
C91 C 0.7070(11) 0.1351(9) 1.0432(3) 0.0208(15) Uani 1 1 d . . .
H91 H 0.7807 0.0861 1.0267 0.025 Uiso 1 1 d R . .
C109 C 1.1180(12) 0.7551(10) 0.8703(3) 0.0219(16) Uani 1 1 d . . .
H109 H 1.1971 0.7130 0.8534 0.026 Uiso 1 1 d R . .
C82 C 0.0448(11) 0.1633(9) 1.1827(3) 0.0187(15) Uani 1 1 d . . .
C124 C 1.5695(11) 0.8669(9) 0.7794(3) 0.0170(14) Uani 1 1 d . . .
C123 C 1.6193(11) 0.7721(8) 0.8115(3) 0.0177(14) Uani 1 1 d . . .
H123 H 1.7189 0.8111 0.8313 0.021 Uiso 1 1 d R . .
C80 C 0.2724(10) 0.3708(9) 1.2111(3) 0.0196(15) Uani 1 1 d . . .
H80 H 0.3699 0.4057 1.2320 0.024 Uiso 1 1 d R . .
C81 C 0.1858(10) 0.2231(9) 1.2134(3) 0.0194(15) Uani 1 1 d . . .
H81 H 0.2190 0.1587 1.2368 0.023 Uiso 1 1 d R . .
C107 C 1.0479(12) 0.9797(9) 0.8984(3) 0.0240(16) Uani 1 1 d . . .
H107 H 1.0774 1.0882 0.9000 0.029 Uiso 1 1 d R . .
C125 C 1.4317(11) 0.8142(9) 0.7490(3) 0.0209(16) Uani 1 1 d . . .
H125 H 1.3959 0.8811 0.7271 0.025 Uiso 1 1 d R . .
C89 C 0.4506(12) 0.1211(10) 1.0891(3) 0.0233(17) Uani 1 1 d . . .
H89 H 0.3483 0.0570 1.1033 0.028 Uiso 1 1 d R . .
C90 C 0.5506(11) 0.0491(9) 1.0649(3) 0.0209(15) Uani 1 1 d . . .
H90 H 0.5165 -0.0594 1.0628 0.025 Uiso 1 1 d R . .
C120 C 1.3536(12) 0.3033(11) 0.8165(4) 0.0268(19) Uani 1 1 d . . .
H120A H 1.2765 0.2038 0.8129 0.032 Uiso 1 1 d R . .
H120B H 1.3547 0.3349 0.8500 0.032 Uiso 1 1 d R . .
H120C H 1.4661 0.3017 0.8070 0.032 Uiso 1 1 d R . .
C108 C 1.1644(11) 0.9082(10) 0.8730(4) 0.0235(17) Uani 1 1 d . . .
H108 H 1.2696 0.9639 0.8580 0.028 Uiso 1 1 d R . .
C86 C 0.2546(12) 0.7225(8) 1.1459(3) 0.0210(16) Uani 1 1 d . . .
H86A H 0.3269 0.8242 1.1490 0.025 Uiso 1 1 d R . .
H86B H 0.1402 0.7196 1.1547 0.025 Uiso 1 1 d R . .
H86C H 0.2568 0.6893 1.1125 0.025 Uiso 1 1 d R . .
Br76 Br 0.05690(11) 0.74235(9) 0.49383(3) 0.0231(2) Uani 1 1 d . . .
Br77 Br 0.55462(11) 0.28710(10) 0.46892(4) 0.0237(2) Uani 1 1 d . . .
Br78 Br 1.19210(13) 1.07391(10) 0.68654(4) 0.0258(2) Uani 1 1 d . . .
Br79 Br -0.57994(13) -0.04389(10) 0.27617(4) 0.0268(2) Uani 1 1 d . . .
C139 C 0.4625(10) 0.6587(9) 0.5712(3) 0.0160(13) Uani 1 1 d . . .
C158 C 0.4065(10) 0.3826(7) 0.4366(3) 0.0127(12) Uani 1 1 d . . .
C155 C 0.4590(10) 0.5426(9) 0.4341(3) 0.0142(13) Uani 1 1 d . . .
C145 C 0.2040(10) 0.6424(10) 0.5253(3) 0.0200(15) Uani 1 1 d . . .
C160 C 0.1457(10) 0.3658(8) 0.3904(3) 0.0147(13) Uani 1 1 d . . .
C136 C 0.5044(11) 0.4381(9) 0.6601(3) 0.0157(13) Uani 1 1 d . . .
H136A H 0.3867 0.3913 0.6677 0.019 Uiso 1 1 d R . .
H136B H 0.5326 0.5442 0.6676 0.019 Uiso 1 1 d R . .
C138 C 0.4165(11) 0.4988(8) 0.5760(3) 0.0157(13) Uani 1 1 d . . .
N176 N -0.1825(10) 0.6248(8) 0.2848(3) 0.0191(13) Uani 1 1 d . . .
C146 C 0.1567(10) 0.4868(9) 0.5282(3) 0.0163(13) Uani 1 1 d . . .
N177 N 0.7973(10) 0.4071(8) 0.6778(3) 0.0175(13) Uani 1 1 d . . .
C147 C 0.2611(9) 0.4147(8) 0.5552(3) 0.0118(12) Uani 1 1 d . . .
C144 C 0.3586(10) 0.7364(9) 0.5468(3) 0.0160(13) Uani 1 1 d . . .
C165 C 0.1071(10) 0.5920(9) 0.3014(3) 0.0181(14) Uani 1 1 d . . .
H165A H 0.2244 0.6402 0.2939 0.022 Uiso 1 1 d R . .
H165B H 0.0776 0.4884 0.2907 0.022 Uiso 1 1 d R . .
C159 C 0.2591(10) 0.2950(8) 0.4167(3) 0.0165(13) Uani 1 1 d . . .
C161 C 0.1949(10) 0.5252(9) 0.3862(3) 0.0137(12) Uani 1 1 d . . .
C166 C 0.0796(11) 0.6005(9) 0.3577(3) 0.0183(14) Uani 1 1 d . . .
H166A H 0.1021 0.7040 0.3680 0.022 Uiso 1 1 d R . .
H166B H -0.0360 0.5467 0.3654 0.022 Uiso 1 1 d R . .
C156 C 0.3470(11) 0.6151(9) 0.4075(3) 0.0176(14) Uani 1 1 d . . .
C128 C 0.8842(10) 0.5544(9) 0.6787(3) 0.0149(13) Uani 1 1 d . . .
C135 C 0.6162(11) 0.3638(9) 0.6917(3) 0.0181(14) Uani 1 1 d . . .
H135A H 0.6109 0.3906 0.7255 0.022 Uiso 1 1 d R . .
H135B H 0.5760 0.2558 0.6882 0.022 Uiso 1 1 d R . .
C157 C 0.4052(10) 0.7787(9) 0.4029(3) 0.0181(14) Uani 1 1 d . . .
H157 H 0.3398 0.8308 0.3842 0.022 Uiso 1 1 d R . .
C168 C -0.0024(10) 0.6714(9) 0.2724(3) 0.0186(14) Uani 1 1 d . . .
H168A H 0.0097 0.6491 0.2384 0.022 Uiso 1 1 d R . .
H168B H 0.0428 0.7783 0.2778 0.022 Uiso 1 1 d R . .
C137 C 0.5278(11) 0.4268(9) 0.6047(3) 0.0163(14) Uani 1 1 d . . .
H137A H 0.6447 0.4729 0.5961 0.020 Uiso 1 1 d R . .
H137B H 0.4968 0.3215 0.5960 0.020 Uiso 1 1 d R . .
C150 C -0.0442(11) 0.2403(10) 0.5106(3) 0.0200(16) Uani 1 1 d . . .
H150 H -0.1465 0.1804 0.4952 0.024 Uiso 1 1 d R . .
C171 C -0.2743(10) 0.4680(8) 0.2834(3) 0.0154(13) Uani 1 1 d . . .
C143 C 0.4058(11) 0.8960(9) 0.5434(3) 0.0183(14) Uani 1 1 d . . .
H143 H 0.3316 0.9425 0.5260 0.022 Uiso 1 1 d R . .
C151 C 0.0040(10) 0.3975(9) 0.5063(3) 0.0165(13) Uani 1 1 d . . .
H151 H -0.0667 0.4466 0.4886 0.020 Uiso 1 1 d R . .
C129 C 1.0261(10) 0.6197(10) 0.6476(3) 0.0193(15) Uani 1 1 d . . .
H129 H 1.0648 0.5587 0.6242 0.023 Uiso 1 1 d R . .
C175 C -0.5034(12) 0.2575(10) 0.3108(3) 0.0249(17) Uani 1 1 d . . .
H175 H -0.6022 0.2200 0.3311 0.030 Uiso 1 1 d R . .
C148 C 0.2070(11) 0.2547(9) 0.5589(3) 0.0185(15) Uani 1 1 d . . .
H148 H 0.2750 0.2032 0.5768 0.022 Uiso 1 1 d R . .
C154 C 0.6110(11) 0.6391(10) 0.4563(3) 0.0204(16) Uani 1 1 d . . .
H154 H 0.6855 0.5967 0.4751 0.024 Uiso 1 1 d R . .
C174 C -0.4555(11) 0.1633(9) 0.2798(3) 0.0182(15) Uani 1 1 d . . .
C152 C 0.6537(12) 0.7894(10) 0.4519(3) 0.0214(16) Uani 1 1 d . . .
H152 H 0.7558 0.8499 0.4672 0.026 Uiso 1 1 d R . .
C170 C -0.4174(11) 0.4125(9) 0.3138(3) 0.0202(15) Uani 1 1 d . . .
H170 H -0.4482 0.4814 0.3360 0.024 Uiso 1 1 d R . .
C133 C 0.8373(10) 0.6570(8) 0.7114(3) 0.0175(14) Uani 1 1 d . . .
H133 H 0.7376 0.6234 0.7315 0.021 Uiso 1 1 d R . .
C131 C 1.0679(10) 0.8652(9) 0.6827(3) 0.0188(15) Uani 1 1 d . . .
C162 C 0.2031(12) 0.1309(8) 0.4188(3) 0.0196(15) Uani 1 1 d . . .
H162 H 0.2687 0.0741 0.4352 0.024 Uiso 1 1 d R . .
C173 C -0.3187(10) 0.2169(8) 0.2488(3) 0.0186(14) Uani 1 1 d . . .
H173 H -0.2831 0.1484 0.2275 0.022 Uiso 1 1 d R . .
C130 C 1.1193(11) 0.7705(9) 0.6497(3) 0.0174(13) Uani 1 1 d . . .
H130 H 1.2148 0.8094 0.6283 0.021 Uiso 1 1 d R . .
C153 C 0.5513(12) 0.8615(10) 0.4244(3) 0.0218(16) Uani 1 1 d . . .
H153 H 0.5836 0.9697 0.4211 0.026 Uiso 1 1 d R . .
C167 C -0.0084(10) 0.2755(9) 0.3695(3) 0.0184(14) Uani 1 1 d . . .
H167 H -0.0848 0.3219 0.3532 0.022 Uiso 1 1 d R . .
C149 C 0.0601(12) 0.1688(9) 0.5371(3) 0.0214(16) Uani 1 1 d . . .
H149 H 0.0264 0.0606 0.5404 0.026 Uiso 1 1 d R . .
C172 C -0.2287(11) 0.3689(10) 0.2511(3) 0.0221(16) Uani 1 1 d . . .
H172 H -0.1376 0.4075 0.2282 0.026 Uiso 1 1 d R . .
C140 C 0.6180(12) 0.7542(9) 0.5922(3) 0.0227(16) Uani 1 1 d . . .
H140 H 0.6931 0.7083 0.6093 0.027 Uiso 1 1 d R . .
C164 C -0.0531(12) 0.1236(10) 0.3728(4) 0.0261(18) Uani 1 1 d . . .
H164 H -0.1561 0.0639 0.3577 0.031 Uiso 1 1 d R . .
C132 C 0.9260(10) 0.8072(10) 0.7134(3) 0.0221(16) Uani 1 1 d . . .
H132 H 0.8957 0.8732 0.7368 0.027 Uiso 1 1 d R . .
C141 C 0.6608(12) 0.9097(9) 0.5889(3) 0.0212(16) Uani 1 1 d . . .
H141 H 0.7659 0.9695 0.6029 0.025 Uiso 1 1 d R . .
C134 C 0.8600(11) 0.3093(9) 0.6453(3) 0.0201(14) Uani 1 1 d . . .
H134A H 0.7888 0.2071 0.6478 0.024 Uiso 1 1 d R . .
H134B H 0.9745 0.3130 0.6542 0.024 Uiso 1 1 d R . .
H134C H 0.8585 0.3440 0.6121 0.024 Uiso 1 1 d R . .
C142 C 0.5549(12) 0.9813(9) 0.5639(3) 0.0232(17) Uani 1 1 d . . .
H142 H 0.5855 1.0898 0.5624 0.028 Uiso 1 1 d R . .
C169 C -0.2373(13) 0.7298(10) 0.3159(4) 0.0258(17) Uani 1 1 d . . .
H169A H -0.3564 0.6919 0.3234 0.031 Uiso 1 1 d R . .
H169B H -0.2166 0.8245 0.2989 0.031 Uiso 1 1 d R . .
H169C H -0.1729 0.7446 0.3459 0.031 Uiso 1 1 d R . .
C163 C 0.0576(11) 0.0498(10) 0.3973(3) 0.0225(17) Uani 1 1 d . . .
H163 H 0.0251 -0.0587 0.3992 0.027 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C104 1.900(7) . ?
Br2 C82 1.896(9) . ?
Br3 C103 1.911(8) . ?
Br4 C124 1.889(8) . ?
C112 C110 1.418(11) . ?
C112 C111 1.434(10) . ?
C112 C113 1.471(11) . ?
C110 C109 1.434(12) . ?
C110 C105 1.462(11) . ?
C103 C102 1.394(11) . ?
C103 C92 1.413(11) . ?
C102 C101 1.396(12) . ?
C102 C97 1.471(11) . ?
C95 C94 1.528(11) . ?
C95 C96 1.551(10) . ?
C95 H95A 0.9600 . ?
C95 H95B 0.9600 . ?
C104 C105 1.364(12) . ?
C104 C114 1.409(12) . ?
C121 N178 1.379(10) . ?
C121 C126 1.431(10) . ?
C121 C122 1.415(13) . ?
C127 C113 1.539(11) . ?
C127 C119 1.563(12) . ?
C127 H127A 0.9600 . ?
C127 H127B 0.9599 . ?
C113 H113A 0.9599 . ?
C113 H113B 0.9599 . ?
C93 C96 1.421(11) . ?
C93 C92 1.435(11) . ?
C93 C88 1.415(12) . ?
C114 C111 1.416(10) . ?
C114 C115 1.461(11) . ?
C96 C97 1.397(12) . ?
C92 C91 1.395(11) . ?
N179 C85 1.396(10) . ?
N179 C86 1.459(10) . ?
N179 C87 1.466(11) . ?
C111 C117 1.430(11) . ?
C105 C106 1.471(11) . ?
N178 C120 1.447(11) . ?
N178 C119 1.466(11) . ?
C94 C87 1.508(11) . ?
C94 H94A 0.9600 . ?
C94 H94B 0.9600 . ?
C85 C83 1.394(11) . ?
C85 C80 1.403(10) . ?
C97 C98 1.434(11) . ?
C98 C99 1.338(12) . ?
C98 H98 0.9599 . ?
C116 C115 1.375(12) . ?
C116 C118 1.408(13) . ?
C116 H116 0.9600 . ?
C115 H115 0.9600 . ?
C87 H87A 0.9599 . ?
C87 H87B 0.9601 . ?
C119 H119A 0.9600 . ?
C119 H119B 0.9599 . ?
C122 C123 1.396(12) . ?
C122 H122 0.9601 . ?
C101 C100 1.364(12) . ?
C101 H101 0.9598 . ?
C118 C117 1.380(12) . ?
C118 H118 0.9600 . ?
C99 C100 1.424(12) . ?
C99 H99 0.9600 . ?
C88 C89 1.385(12) . ?
C88 H88 0.9600 . ?
C84 C82 1.389(12) . ?
C84 C83 1.390(13) . ?
C84 H84 0.9600 . ?
C126 C125 1.420(11) . ?
C126 H126 0.9600 . ?
C83 H83 0.9600 . ?
C106 C107 1.289(13) . ?
C106 H106 0.9600 . ?
C117 H117 0.9598 . ?
C100 H100 0.9599 . ?
C91 C90 1.430(12) . ?
C91 H91 0.9600 . ?
C109 C108 1.354(12) . ?
C109 H109 0.9600 . ?
C82 C81 1.408(12) . ?
C124 C125 1.375(12) . ?
C124 C123 1.375(11) . ?
C123 H123 0.9600 . ?
C80 C81 1.346(12) . ?
C80 H80 0.9599 . ?
C81 H81 0.9602 . ?
C107 C108 1.475(12) . ?
C107 H107 0.9600 . ?
C125 H125 0.9601 . ?
C89 C90 1.359(13) . ?
C89 H89 0.9600 . ?
C90 H90 0.9600 . ?
C120 H120A 0.9600 . ?
C120 H120B 0.9598 . ?
C120 H120C 0.9600 . ?
C108 H108 0.9601 . ?
C86 H86A 0.9600 . ?
C86 H86B 0.9600 . ?
C86 H86C 0.9601 . ?
Br76 C145 1.913(8) . ?
Br77 C158 1.904(7) . ?
Br78 C131 1.906(8) . ?
Br79 C174 1.894(9) . ?
C139 C144 1.422(11) . ?
C139 C138 1.420(11) . ?
C139 C140 1.446(12) . ?
C158 C159 1.360(11) . ?
C158 C155 1.416(10) . ?
C155 C154 1.442(12) . ?
C155 C156 1.470(11) . ?
C145 C146 1.378(12) . ?
C145 C144 1.441(12) . ?
C160 C167 1.419(11) . ?
C160 C161 1.413(10) . ?
C160 C159 1.465(11) . ?
C136 C135 1.550(11) . ?
C136 C137 1.527(11) . ?
C136 H136A 0.9599 . ?
C136 H136B 0.9600 . ?
C138 C147 1.408(11) . ?
C138 C137 1.493(11) . ?
N176 C171 1.428(10) . ?
N176 C169 1.449(12) . ?
N176 C168 1.454(11) . ?
C146 C147 1.426(11) . ?
C146 C151 1.419(12) . ?
N177 C128 1.342(10) . ?
N177 C134 1.456(11) . ?
N177 C135 1.472(11) . ?
C147 C148 1.417(11) . ?
C144 C143 1.414(11) . ?
C165 C166 1.556(12) . ?
C165 C168 1.527(11) . ?
C165 H165A 0.9599 . ?
C165 H165B 0.9600 . ?
C159 C162 1.452(10) . ?
C161 C156 1.411(11) . ?
C161 C166 1.532(11) . ?
C166 H166A 0.9599 . ?
C166 H166B 0.9599 . ?
C156 C157 1.451(11) . ?
C128 C133 1.426(11) . ?
C128 C129 1.427(11) . ?
C135 H135A 0.9598 . ?
C135 H135B 0.9600 . ?
C157 C153 1.358(13) . ?
C157 H157 0.9601 . ?
C168 H168A 0.9600 . ?
C168 H168B 0.9600 . ?
C137 H137A 0.9599 . ?
C137 H137B 0.9599 . ?
C150 C151 1.394(12) . ?
C150 C149 1.416(13) . ?
C150 H150 0.9599 . ?
C171 C172 1.393(11) . ?
C171 C170 1.408(12) . ?
C143 C142 1.372(13) . ?
C143 H143 0.9601 . ?
C151 H151 0.9600 . ?
C129 C130 1.384(12) . ?
C129 H129 0.9599 . ?
C175 C174 1.346(13) . ?
C175 C170 1.404(12) . ?
C175 H175 0.9600 . ?
C148 C149 1.375(13) . ?
C148 H148 0.9601 . ?
C154 C152 1.334(13) . ?
C154 H154 0.9601 . ?
C174 C173 1.379(11) . ?
C152 C153 1.420(13) . ?
C152 H152 0.9600 . ?
C170 H170 0.9600 . ?
C133 C132 1.370(11) . ?
C133 H133 0.9599 . ?
C131 C130 1.396(12) . ?
C131 C132 1.410(11) . ?
C162 C163 1.348(13) . ?
C162 H162 0.9601 . ?
C173 C172 1.387(11) . ?
C173 H173 0.9599 . ?
C130 H130 0.9599 . ?
C153 H153 0.9599 . ?
C167 C164 1.346(12) . ?
C167 H167 0.9601 . ?
C149 H149 0.9599 . ?
C172 H172 0.9600 . ?
C140 C141 1.377(12) . ?
C140 H140 0.9601 . ?
C164 C163 1.441(13) . ?
C164 H164 0.9600 . ?
C132 H132 0.9599 . ?
C141 C142 1.405(13) . ?
C141 H141 0.9600 . ?
C134 H134A 0.9600 . ?
C134 H134B 0.9600 . ?
C134 H134C 0.9600 . ?
C142 H142 0.9600 . ?
C169 H169A 0.9600 . ?
C169 H169B 0.9600 . ?
C169 H169C 0.9599 . ?
C163 H163 0.9600 . ?

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
C110 C112 C111 117.2(7) . . ?
C110 C112 C113 120.1(7) . . ?
C111 C112 C113 122.6(7) . . ?
C112 C110 C109 121.1(7) . . ?
C112 C110 C105 121.0(7) . . ?
C109 C110 C105 117.9(8) . . ?
C102 C103 C92 124.6(8) . . ?
C102 C103 Br3 117.0(6) . . ?
C92 C103 Br3 118.4(6) . . ?
C101 C102 C103 124.9(8) . . ?
C101 C102 C97 118.0(7) . . ?
C103 C102 C97 117.1(7) . . ?
C94 C95 C96 111.2(6) . . ?
C94 C95 H95A 107.7 . . ?
C96 C95 H95A 108.2 . . ?
C94 C95 H95B 109.5 . . ?
C96 C95 H95B 110.6 . . ?
H95A C95 H95B 109.5 . . ?
C105 C104 C114 122.2(7) . . ?
C105 C104 Br1 118.3(6) . . ?
C114 C104 Br1 119.5(6) . . ?
N178 C121 C126 121.0(7) . . ?
N178 C121 C122 122.4(7) . . ?
C126 C121 C122 116.6(7) . . ?
C113 C127 C119 113.6(7) . . ?
C113 C127 H127A 108.8 . . ?
C119 C127 H127A 108.1 . . ?
C113 C127 H127B 110.1 . . ?
C119 C127 H127B 106.6 . . ?
H127A C127 H127B 109.5 . . ?
C112 C113 C127 112.8(7) . . ?
C112 C113 H113A 108.6 . . ?
C127 C113 H113A 107.1 . . ?
C112 C113 H113B 110.3 . . ?
C127 C113 H113B 108.4 . . ?
H113A C113 H113B 109.5 . . ?
C96 C93 C92 119.5(7) . . ?
C96 C93 C88 122.0(8) . . ?
C92 C93 C88 118.5(7) . . ?
C104 C114 C111 119.2(7) . . ?
C104 C114 C115 121.9(8) . . ?
C111 C114 C115 118.8(7) . . ?
C97 C96 C93 122.1(7) . . ?
C97 C96 C95 119.6(7) . . ?
C93 C96 C95 118.2(7) . . ?
C91 C92 C93 120.2(7) . . ?
C91 C92 C103 122.2(7) . . ?
C93 C92 C103 117.5(7) . . ?
C85 N179 C86 117.5(7) . . ?
C85 N179 C87 119.2(6) . . ?
C86 N179 C87 118.1(7) . . ?
C114 C111 C112 121.4(7) . . ?
C114 C111 C117 118.3(7) . . ?
C112 C111 C117 120.3(7) . . ?
C104 C105 C106 125.1(8) . . ?
C104 C105 C110 118.9(7) . . ?
C106 C105 C110 116.0(8) . . ?
C121 N178 C120 119.8(8) . . ?
C121 N178 C119 119.2(7) . . ?
C120 N178 C119 116.4(7) . . ?
C87 C94 C95 113.2(7) . . ?
C87 C94 H94A 108.6 . . ?
C95 C94 H94A 108.1 . . ?
C87 C94 H94B 107.4 . . ?
C95 C94 H94B 110.0 . . ?
H94A C94 H94B 109.5 . . ?
N179 C85 C83 121.7(7) . . ?
N179 C85 C80 119.7(7) . . ?
C83 C85 C80 118.6(7) . . ?
C96 C97 C98 123.7(8) . . ?
C96 C97 C102 119.2(7) . . ?
C98 C97 C102 117.2(8) . . ?
C99 C98 C97 121.2(7) . . ?
C99 C98 H98 118.0 . . ?
C97 C98 H98 120.8 . . ?
C115 C116 C118 121.9(8) . . ?
C115 C116 H116 120.3 . . ?
C118 C116 H116 117.8 . . ?
C116 C115 C114 119.7(8) . . ?
C116 C115 H115 120.3 . . ?
C114 C115 H115 120.0 . . ?
N179 C87 C94 115.5(7) . . ?
N179 C87 H87A 109.2 . . ?
C94 C87 H87A 105.6 . . ?
N179 C87 H87B 109.9 . . ?
C94 C87 H87B 106.9 . . ?
H87A C87 H87B 109.5 . . ?
N178 C119 C127 113.8(7) . . ?
N178 C119 H119A 108.4 . . ?
C127 C119 H119A 109.1 . . ?
N178 C119 H119B 107.8 . . ?
C127 C119 H119B 108.2 . . ?
H119A C119 H119B 109.5 . . ?
C123 C122 C121 121.6(7) . . ?
C123 C122 H122 119.7 . . ?
C121 C122 H122 118.6 . . ?
C100 C101 C102 123.2(8) . . ?
C100 C101 H101 116.6 . . ?
C102 C101 H101 120.1 . . ?
C117 C118 C116 118.7(8) . . ?
C117 C118 H118 121.5 . . ?
C116 C118 H118 119.7 . . ?
C98 C99 C100 122.2(8) . . ?
C98 C99 H99 119.1 . . ?
C100 C99 H99 118.7 . . ?
C89 C88 C93 119.8(8) . . ?
C89 C88 H88 121.6 . . ?
C93 C88 H88 118.6 . . ?
C82 C84 C83 120.5(8) . . ?
C82 C84 H84 120.0 . . ?
C83 C84 H84 119.5 . . ?
C121 C126 C125 120.8(8) . . ?
C121 C126 H126 119.1 . . ?
C125 C126 H126 120.1 . . ?
C85 C83 C84 120.0(7) . . ?
C85 C83 H83 121.1 . . ?
C84 C83 H83 118.9 . . ?
C107 C106 C105 123.3(8) . . ?
C107 C106 H106 116.4 . . ?
C105 C106 H106 120.2 . . ?
C118 C117 C111 122.5(8) . . ?
C118 C117 H117 119.0 . . ?
C111 C117 H117 118.5 . . ?
C101 C100 C99 118.2(8) . . ?
C101 C100 H100 119.6 . . ?
C99 C100 H100 122.2 . . ?
C92 C91 C90 119.3(7) . . ?
C92 C91 H91 119.7 . . ?
C90 C91 H91 121.0 . . ?
C108 C109 C110 123.5(9) . . ?
C108 C109 H109 115.0 . . ?
C110 C109 H109 121.5 . . ?
C84 C82 C81 118.9(8) . . ?
C84 C82 Br2 120.4(7) . . ?
C81 C82 Br2 120.7(6) . . ?
C125 C124 C123 121.3(8) . . ?
C125 C124 Br4 118.4(6) . . ?
C123 C124 Br4 120.3(6) . . ?
C124 C123 C122 120.1(8) . . ?
C124 C123 H123 119.5 . . ?
C122 C123 H123 120.4 . . ?
C81 C80 C85 121.5(7) . . ?
C81 C80 H80 117.4 . . ?
C85 C80 H80 121.0 . . ?
C80 C81 C82 120.4(7) . . ?
C80 C81 H81 119.7 . . ?
C82 C81 H81 119.9 . . ?
C106 C107 C108 121.6(8) . . ?
C106 C107 H107 119.7 . . ?
C108 C107 H107 118.7 . . ?
C124 C125 C126 119.5(7) . . ?
C124 C125 H125 121.2 . . ?
C126 C125 H125 119.3 . . ?
C90 C89 C88 122.3(8) . . ?
C90 C89 H89 115.9 . . ?
C88 C89 H89 121.8 . . ?
C89 C90 C91 119.8(8) . . ?
C89 C90 H90 119.9 . . ?
C91 C90 H90 120.3 . . ?
N178 C120 H120A 108.3 . . ?
N178 C120 H120B 110.5 . . ?
H120A C120 H120B 109.5 . . ?
N178 C120 H120C 109.5 . . ?
H120A C120 H120C 109.5 . . ?
H120B C120 H120C 109.5 . . ?
C109 C108 C107 117.6(8) . . ?
C109 C108 H108 118.6 . . ?
C107 C108 H108 123.8 . . ?
N179 C86 H86A 109.5 . . ?
N179 C86 H86B 110.2 . . ?
H86A C86 H86B 109.5 . . ?
N179 C86 H86C 108.8 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
C144 C139 C138 122.9(7) . . ?
C144 C139 C140 115.4(7) . . ?
C138 C139 C140 121.7(7) . . ?
C159 C158 C155 123.8(7) . . ?
C159 C158 Br77 119.0(5) . . ?
C155 C158 Br77 117.2(6) . . ?
C158 C155 C154 125.2(7) . . ?
C158 C155 C156 116.8(7) . . ?
C154 C155 C156 117.9(7) . . ?
C146 C145 C144 122.9(7) . . ?
C146 C145 Br76 119.7(6) . . ?
C144 C145 Br76 117.4(6) . . ?
C167 C160 C161 121.4(7) . . ?
C167 C160 C159 120.5(7) . . ?
C161 C160 C159 118.1(7) . . ?
C135 C136 C137 114.7(7) . . ?
C135 C136 H136A 109.0 . . ?
C137 C136 H136A 108.1 . . ?
C135 C136 H136B 109.1 . . ?
C137 C136 H136B 106.3 . . ?
H136A C136 H136B 109.5 . . ?
C147 C138 C139 117.8(7) . . ?
C147 C138 C137 122.6(7) . . ?
C139 C138 C137 119.5(7) . . ?
C171 N176 C169 121.0(7) . . ?
C171 N176 C168 119.5(7) . . ?
C169 N176 C168 114.7(8) . . ?
C145 C146 C147 119.0(7) . . ?
C145 C146 C151 121.4(8) . . ?
C147 C146 C151 119.6(7) . . ?
C128 N177 C134 117.3(7) . . ?
C128 N177 C135 118.4(7) . . ?
C134 N177 C135 119.5(7) . . ?
C146 C147 C138 121.3(7) . . ?
C146 C147 C148 117.9(7) . . ?
C138 C147 C148 120.7(7) . . ?
C139 C144 C143 121.8(8) . . ?
C139 C144 C145 116.0(7) . . ?
C143 C144 C145 122.2(7) . . ?
C166 C165 C168 112.0(7) . . ?
C166 C165 H165A 109.0 . . ?
C168 C165 H165A 108.4 . . ?
C166 C165 H165B 110.3 . . ?
C168 C165 H165B 107.6 . . ?
H165A C165 H165B 109.5 . . ?
C158 C159 C162 124.6(7) . . ?
C158 C159 C160 120.0(6) . . ?
C162 C159 C160 115.4(8) . . ?
C156 C161 C160 121.5(7) . . ?
C156 C161 C166 119.9(7) . . ?
C160 C161 C166 118.7(7) . . ?
C161 C166 C165 111.2(7) . . ?
C161 C166 H166A 109.3 . . ?
C165 C166 H166A 110.3 . . ?
C161 C166 H166B 107.4 . . ?
C165 C166 H166B 109.0 . . ?
H166A C166 H166B 109.5 . . ?
C161 C156 C157 123.4(7) . . ?
C161 C156 C155 119.8(7) . . ?
C157 C156 C155 116.7(7) . . ?
N177 C128 C133 121.1(7) . . ?
N177 C128 C129 123.4(7) . . ?
C133 C128 C129 115.5(7) . . ?
N177 C135 C136 114.4(6) . . ?
N177 C135 H135A 107.0 . . ?
C136 C135 H135A 110.3 . . ?
N177 C135 H135B 106.3 . . ?
C136 C135 H135B 109.2 . . ?
H135A C135 H135B 109.5 . . ?
C153 C157 C156 121.7(8) . . ?
C153 C157 H157 118.4 . . ?
C156 C157 H157 119.9 . . ?
N176 C168 C165 115.0(7) . . ?
N176 C168 H168A 108.5 . . ?
C165 C168 H168A 106.7 . . ?
N176 C168 H168B 109.4 . . ?
C165 C168 H168B 107.6 . . ?
H168A C168 H168B 109.5 . . ?
C138 C137 C136 112.6(7) . . ?
C138 C137 H137A 109.4 . . ?
C136 C137 H137A 109.8 . . ?
C138 C137 H137B 107.3 . . ?
C136 C137 H137B 108.0 . . ?
H137A C137 H137B 109.5 . . ?
C151 C150 C149 119.6(8) . . ?
C151 C150 H150 120.3 . . ?
C149 C150 H150 120.0 . . ?
C172 C171 C170 118.9(7) . . ?
C172 C171 N176 121.1(8) . . ?
C170 C171 N176 119.9(7) . . ?
C142 C143 C144 120.4(8) . . ?
C142 C143 H143 121.3 . . ?
C144 C143 H143 118.3 . . ?
C150 C151 C146 120.8(8) . . ?
C150 C151 H151 120.0 . . ?
C146 C151 H151 119.3 . . ?
C130 C129 C128 123.4(7) . . ?
C130 C129 H129 115.8 . . ?
C128 C129 H129 120.8 . . ?
C174 C175 C170 122.5(8) . . ?
C174 C175 H175 119.9 . . ?
C170 C175 H175 117.5 . . ?
C149 C148 C147 122.2(8) . . ?
C149 C148 H148 118.1 . . ?
C147 C148 H148 119.7 . . ?
C152 C154 C155 121.9(8) . . ?
C152 C154 H154 117.4 . . ?
C155 C154 H154 120.7 . . ?
C175 C174 C173 120.6(8) . . ?
C175 C174 Br79 120.7(7) . . ?
C173 C174 Br79 118.7(6) . . ?
C154 C152 C153 121.1(9) . . ?
C154 C152 H152 119.5 . . ?
C153 C152 H152 119.4 . . ?
C171 C170 C175 117.6(8) . . ?
C171 C170 H170 118.5 . . ?
C175 C170 H170 123.9 . . ?
C132 C133 C128 122.0(7) . . ?
C132 C133 H133 117.6 . . ?
C128 C133 H133 120.4 . . ?
C130 C131 C132 120.4(8) . . ?
C130 C131 Br78 119.7(6) . . ?
C132 C131 Br78 119.8(7) . . ?
C163 C162 C159 122.0(8) . . ?
C163 C162 H162 116.4 . . ?
C159 C162 H162 121.6 . . ?
C174 C173 C172 118.7(7) . . ?
C174 C173 H173 120.0 . . ?
C172 C173 H173 121.2 . . ?
C129 C130 C131 118.4(7) . . ?
C129 C130 H130 120.6 . . ?
C131 C130 H130 121.0 . . ?
C157 C153 C152 120.5(8) . . ?
C157 C153 H153 118.8 . . ?
C152 C153 H153 120.6 . . ?
C164 C167 C160 121.2(8) . . ?
C164 C167 H167 118.3 . . ?
C160 C167 H167 120.6 . . ?
C148 C149 C150 119.9(8) . . ?
C148 C149 H149 120.3 . . ?
C150 C149 H149 119.7 . . ?
C171 C172 C173 121.7(8) . . ?
C171 C172 H172 119.5 . . ?
C173 C172 H172 118.7 . . ?
C141 C140 C139 121.9(8) . . ?
C141 C140 H140 118.9 . . ?
C139 C140 H140 119.2 . . ?
C167 C164 C163 119.9(8) . . ?
C167 C164 H164 120.2 . . ?
C163 C164 H164 119.8 . . ?
C133 C132 C131 120.3(8) . . ?
C133 C132 H132 120.5 . . ?
C131 C132 H132 119.1 . . ?
C140 C141 C142 120.7(9) . . ?
C140 C141 H141 119.6 . . ?
C142 C141 H141 119.7 . . ?
N177 C134 H134A 109.8 . . ?
N177 C134 H134B 109.5 . . ?
H134A C134 H134B 109.5 . . ?
N177 C134 H134C 109.1 . . ?
H134A C134 H134C 109.5 . . ?
H134B C134 H134C 109.5 . . ?
C143 C142 C141 119.8(8) . . ?
C143 C142 H142 120.4 . . ?
C141 C142 H142 119.7 . . ?
N176 C169 H169A 110.8 . . ?
N176 C169 H169B 108.3 . . ?
H169A C169 H169B 109.5 . . ?
N176 C169 H169C 109.3 . . ?
H169A C169 H169C 109.5 . . ?
H169B C169 H169C 109.5 . . ?
C162 C163 C164 121.0(8) . . ?
C162 C163 H163 119.6 . . ?
C164 C163 H163 119.3 . . ?

_diffrn_measured_fraction_theta_max 0.940
_diffrn_reflns_theta_full        38.11
_diffrn_measured_fraction_theta_full 0.940
_refine_diff_density_max         1.496
_refine_diff_density_min         -1.839
_refine_diff_density_rms         0.146


_database_code_depnum_ccdc_archive 'CCDC 865818'
#######################################################################
#
#                 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
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  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 
#  to carry out CIF format checking respectively.
#
data_shelxl
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
4-Chloro-N-(3-(10-chloroanthracen-9-yl)propyl)-N-ethylbenzenamine
;
_chemical_name_common            
4-Chloro-N-(3-(10-chloroanthracen-9-yl)propyl)-N-ethylbenzenamine
_chemical_melting_point          130
_chemical_formula_moiety         'C25 H23 Cl2 N'
_chemical_formula_sum            'C25 H23 Cl2 N'
_chemical_formula_weight         408.36

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.817(2)
_cell_length_b                   20.290(2)
_cell_length_c                   23.921(3)
_cell_angle_alpha                108.891(11)
_cell_angle_beta                 90.992(10)
_cell_angle_gamma                91.387(11)
_cell_volume                     4046.3(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    122
_cell_measurement_reflns_used    38712
_cell_measurement_theta_min      1.15
_cell_measurement_theta_max      28.00

_exptl_crystal_description       needles
_exptl_crystal_colour            yellow
_exptl_crystal_preparation       ethylacetate
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.670
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             856
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      122
_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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_standards_number         ?
_diffrn_reflns_number            117646
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_av_sigmaI/netI    0.0689
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.15
_diffrn_reflns_theta_max         28.00
_reflns_number_total             19529
_reflns_number_gt                13884
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'EvalCCD (duisenbeg, 2003)'
_computing_cell_refinement       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EvalCCD (Duisenberg, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    mercury

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         19529
_refine_ls_number_parameters     1009
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1414
_refine_ls_R_factor_gt           0.1020
_refine_ls_wR_factor_ref         0.3332
_refine_ls_wR_factor_gt          0.3212
_refine_ls_goodness_of_fit_ref   2.176
_refine_ls_restrained_S_all      2.176
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.20004(14) 0.38055(7) 0.50891(5) 0.0294(3) Uani 1 1 d . . .
Cl2 Cl -0.71484(14) 0.37452(7) 0.00364(5) 0.0301(3) Uani 1 1 d . . .
Cl3 Cl -0.97362(16) 0.35376(8) 0.12837(8) 0.0495(4) Uani 1 1 d . . .
Cl4 Cl 0.45194(16) 0.35476(8) -0.37036(8) 0.0482(4) Uani 1 1 d . . .
N221 N -0.3507(5) 0.3238(2) 0.21446(18) 0.0266(9) Uani 1 1 d . . .
C204 C -0.1930(5) 0.4056(2) 0.42900(19) 0.0211(10) Uani 1 1 d . . .
C157 C -0.4998(5) 0.4669(2) -0.1003(2) 0.0216(10) Uani 1 1 d . . .
C164 C -0.5762(5) 0.4012(2) -0.0361(2) 0.0219(10) Uani 1 1 d . . .
C162 C -0.6166(5) 0.4451(2) -0.06777(19) 0.0214(10) Uani 1 1 d . . .
C169 C -0.3129(5) 0.4010(2) -0.0672(2) 0.0207(10) Uani 1 1 d . . .
C163 C -0.4272(5) 0.3778(2) -0.03476(19) 0.0205(10) Uani 1 1 d . . .
N220 N -0.1625(5) 0.3258(2) -0.28004(18) 0.0305(10) Uani 1 1 d . . .
C198 C 0.1202(5) 0.4471(2) 0.4319(2) 0.0231(10) Uani 1 1 d . . .
C200 C 0.0099(5) 0.4679(2) 0.3962(2) 0.0212(10) Uani 1 1 d . . .
C202 C 0.0680(5) 0.4055(2) 0.46516(19) 0.0206(10) Uani 1 1 d . . .
C201 C -0.1455(5) 0.4475(2) 0.3949(2) 0.0222(10) Uani 1 1 d . . .
C155 C -0.3510(5) 0.4453(2) -0.1002(2) 0.0215(10) Uani 1 1 d . . .
C203 C -0.0833(5) 0.3840(2) 0.46487(19) 0.0229(10) Uani 1 1 d . . .
C218 C -0.5954(6) 0.3808(2) 0.2293(2) 0.0252(11) Uani 1 1 d . . .
H218 H -0.5625 0.4105 0.2679 0.030 Uiso 1 1 d R . .
C146 C 0.2702(6) 0.3474(3) -0.3430(2) 0.0291(12) Uani 1 1 d . . .
C207 C -0.2849(6) 0.3230(3) 0.4993(2) 0.0317(12) Uani 1 1 d . . .
H207 H -0.3178 0.2949 0.5225 0.038 Uiso 1 1 d R . .
C159 C -0.6871(6) 0.5356(3) -0.1316(2) 0.0282(11) Uani 1 1 d . . .
H159 H -0.7128 0.5670 -0.1526 0.034 Uiso 1 1 d R . .
C216 C -0.7898(6) 0.3461(3) 0.1537(2) 0.0316(12) Uani 1 1 d . . .
C156 C -0.2315(6) 0.4712(3) -0.1336(2) 0.0281(11) Uani 1 1 d . . .
H156A H -0.2450 0.5198 -0.1276 0.034 Uiso 1 1 d R . .
H156B H -0.1323 0.4649 -0.1193 0.034 Uiso 1 1 d R . .
C145 C 0.1663(6) 0.3011(3) -0.3794(2) 0.0300(12) Uani 1 1 d . . .
H145 H 0.1934 0.2740 -0.4186 0.036 Uiso 1 1 d R . .
C219 C -0.4949(5) 0.3317(2) 0.1943(2) 0.0230(10) Uani 1 1 d . . .
C195 C 0.0631(6) 0.5109(3) 0.3629(2) 0.0258(11) Uani 1 1 d . . .
H195 H -0.0073 0.5254 0.3384 0.031 Uiso 1 1 d R . .
C208 C -0.1345(6) 0.3418(3) 0.4995(2) 0.0259(11) Uani 1 1 d . . .
H208 H -0.0626 0.3269 0.5231 0.031 Uiso 1 1 d R . .
C205 C -0.3474(5) 0.3837(2) 0.4308(2) 0.0264(11) Uani 1 1 d . . .
H205 H -0.4234 0.3975 0.4080 0.032 Uiso 1 1 d R . .
C217 C -0.7396(6) 0.3876(3) 0.2093(2) 0.0315(12) Uani 1 1 d . . .
H217 H -0.8051 0.4213 0.2341 0.038 Uiso 1 1 d R . .
C199 C 0.2727(5) 0.4709(2) 0.4335(2) 0.0265(11) Uani 1 1 d . . .
H199 H 0.3465 0.4577 0.4576 0.032 Uiso 1 1 d R . .
C215 C -0.6925(6) 0.2978(3) 0.1174(2) 0.0312(12) Uani 1 1 d . . .
H215 H -0.7271 0.2699 0.0784 0.037 Uiso 1 1 d R . .
C158 C -0.5439(6) 0.5132(2) -0.1321(2) 0.0254(10) Uani 1 1 d . . .
H158 H -0.4701 0.5283 -0.1547 0.030 Uiso 1 1 d R . .
C166 C -0.2415(6) 0.3133(3) 0.0005(2) 0.0304(12) Uani 1 1 d . . .
H166 H -0.2152 0.2837 0.0232 0.036 Uiso 1 1 d R . .
C150 C 0.0222(6) 0.2942(3) -0.3584(2) 0.0268(11) Uani 1 1 d . . .
H150 H -0.0520 0.2622 -0.3834 0.032 Uiso 1 1 d R . .
C154 C -0.2356(6) 0.4330(3) -0.2008(2) 0.0326(12) Uani 1 1 d . . .
H154A H -0.3374 0.4329 -0.2158 0.039 Uiso 1 1 d R . .
H154B H -0.1685 0.4567 -0.2197 0.039 Uiso 1 1 d R . .
C214 C -0.5496(6) 0.2907(3) 0.1377(2) 0.0272(11) Uani 1 1 d . . .
H214 H -0.4849 0.2571 0.1122 0.033 Uiso 1 1 d R . .
C196 C 0.2121(6) 0.5319(3) 0.3652(2) 0.0314(12) Uani 1 1 d . . .
H196 H 0.2462 0.5599 0.3420 0.038 Uiso 1 1 d R . .
C148 C 0.0914(6) 0.3810(2) -0.2658(2) 0.0280(11) Uani 1 1 d . . .
H148 H 0.0653 0.4095 -0.2269 0.034 Uiso 1 1 d R . .
C147 C 0.2358(6) 0.3878(3) -0.2869(2) 0.0287(11) Uani 1 1 d . . .
H147 H 0.3101 0.4203 -0.2624 0.034 Uiso 1 1 d R . .
C168 C -0.1617(5) 0.3766(3) -0.0637(2) 0.0260(11) Uani 1 1 d . . .
H168 H -0.0821 0.3909 -0.0846 0.031 Uiso 1 1 d R . .
C161 C -0.7662(5) 0.4709(3) -0.0685(2) 0.0261(11) Uani 1 1 d . . .
H161 H -0.8432 0.4574 -0.0461 0.031 Uiso 1 1 d R . .
C160 C -0.8022(5) 0.5138(3) -0.0989(2) 0.0285(11) Uani 1 1 d . . .
H160 H -0.9037 0.5296 -0.0995 0.034 Uiso 1 1 d R . .
C165 C -0.3876(6) 0.3335(3) -0.0011(2) 0.0275(11) Uani 1 1 d . . .
H165 H -0.4641 0.3183 0.0206 0.033 Uiso 1 1 d R . .
C197 C 0.3164(6) 0.5118(3) 0.4016(2) 0.0322(12) Uani 1 1 d . . .
H197 H 0.4199 0.5284 0.4035 0.039 Uiso 1 1 d R . .
C149 C -0.0204(6) 0.3333(2) -0.3009(2) 0.0263(11) Uani 1 1 d . . .
C210 C -0.2566(6) 0.4325(3) 0.2916(2) 0.0297(12) Uani 1 1 d . . .
H210A H -0.1542 0.4328 0.2787 0.036 Uiso 1 1 d R . .
H210B H -0.3199 0.4557 0.2712 0.036 Uiso 1 1 d R . .
C211 C -0.3132(6) 0.3573(3) 0.2769(2) 0.0305(12) Uani 1 1 d . . .
H211A H -0.4017 0.3575 0.2998 0.037 Uiso 1 1 d R . .
H211B H -0.2353 0.3318 0.2885 0.037 Uiso 1 1 d R . .
C152 C -0.1964(7) 0.1973(3) -0.3033(2) 0.0378(13) Uani 1 1 d . . .
H152A H -0.2620 0.1583 -0.3240 0.045 Uiso 1 1 d R . .
H152B H -0.1921 0.2021 -0.2621 0.045 Uiso 1 1 d R . .
H152C H -0.0963 0.1899 -0.3190 0.045 Uiso 1 1 d R . .
C206 C -0.3916(6) 0.3447(3) 0.4647(2) 0.0289(11) Uani 1 1 d . . .
H206 H -0.4965 0.3312 0.4650 0.035 Uiso 1 1 d R . .
C167 C -0.1276(6) 0.3351(3) -0.0312(2) 0.0303(12) Uani 1 1 d . . .
H167 H -0.0258 0.3200 -0.0296 0.036 Uiso 1 1 d R . .
C209 C -0.2567(6) 0.4732(3) 0.3580(2) 0.0274(11) Uani 1 1 d . . .
H209A H -0.3580 0.4687 0.3706 0.033 Uiso 1 1 d R . .
H209B H -0.2332 0.5213 0.3630 0.033 Uiso 1 1 d R . .
C153 C -0.1879(7) 0.3573(3) -0.2161(2) 0.0347(13) Uani 1 1 d . . .
H153A H -0.2661 0.3309 -0.2046 0.042 Uiso 1 1 d R . .
H153B H -0.0957 0.3566 -0.1943 0.042 Uiso 1 1 d R . .
C212 C -0.3362(7) 0.1967(3) 0.1966(2) 0.0361(13) Uani 1 1 d . . .
H212A H -0.2796 0.1563 0.1767 0.043 Uiso 1 1 d R . .
H212B H -0.4399 0.1894 0.1826 0.043 Uiso 1 1 d R . .
H212C H -0.3322 0.2043 0.2384 0.043 Uiso 1 1 d R . .
C151 C -0.2563(6) 0.2638(3) -0.3107(2) 0.0371(13) Uani 1 1 d . . .
H151A H -0.3567 0.2698 -0.2953 0.045 Uiso 1 1 d R . .
H151B H -0.2610 0.2576 -0.3522 0.045 Uiso 1 1 d R . .
C213 C -0.2679(6) 0.2604(3) 0.1846(2) 0.0328(12) Uani 1 1 d . . .
H213A H -0.2718 0.2520 0.1428 0.039 Uiso 1 1 d R . .
H213B H -0.1641 0.2669 0.1986 0.039 Uiso 1 1 d R . .
Cl79 Cl 0.73606(13) 0.12246(7) 0.98349(6) 0.0297(3) Uani 1 1 d . . .
Cl80 Cl -0.46394(15) 0.11965(8) 1.34470(6) 0.0421(4) Uani 1 1 d . . .
N223 N 0.1444(5) 0.1807(2) 1.26549(17) 0.0256(9) Uani 1 1 d . . .
C133 C 0.3210(5) 0.0734(2) 1.07619(19) 0.0193(9) Uani 1 1 d . . .
C123 C 0.4656(5) 0.0521(2) 1.08860(19) 0.0195(9) Uani 1 1 d . . .
C124 C 0.5965(5) 0.0670(2) 1.05927(19) 0.0191(9) Uani 1 1 d . . .
C126 C 0.5777(5) 0.1041(2) 1.0196(2) 0.0220(10) Uani 1 1 d . . .
C127 C 0.4360(5) 0.1263(2) 1.00672(19) 0.0204(10) Uani 1 1 d . . .
C130 C 0.3053(5) 0.1106(2) 1.03590(19) 0.0198(9) Uani 1 1 d . . .
C137 C -0.0753(5) 0.2177(3) 1.3279(2) 0.0238(10) Uani 1 1 d . . .
H137 H -0.0327 0.2642 1.3441 0.029 Uiso 1 1 d R . .
C136 C 0.0064(5) 0.1659(2) 1.28649(19) 0.0211(10) Uani 1 1 d . . .
C140 C -0.1989(6) 0.0839(3) 1.2876(2) 0.0269(11) Uani 1 1 d . . .
H140 H -0.2424 0.0374 1.2742 0.032 Uiso 1 1 d R . .
C134 C 0.1792(5) 0.0570(2) 1.1050(2) 0.0229(10) Uani 1 1 d . . .
H134A H 0.0977 0.0434 1.0761 0.028 Uiso 1 1 d R . .
H134B H 0.1986 0.0195 1.1202 0.028 Uiso 1 1 d R . .
C125 C 0.7400(5) 0.0427(2) 1.0713(2) 0.0243(10) Uani 1 1 d . . .
H125 H 0.8279 0.0516 1.0514 0.029 Uiso 1 1 d R . .
C132 C 0.1626(5) 0.1329(3) 1.0211(2) 0.0250(10) Uani 1 1 d . . .
H132 H 0.0731 0.1245 1.0403 0.030 Uiso 1 1 d R . .
C141 C -0.0583(5) 0.0977(3) 1.2686(2) 0.0240(10) Uani 1 1 d . . .
H141 H -0.0032 0.0602 1.2427 0.029 Uiso 1 1 d R . .
C138 C -0.2168(6) 0.2036(3) 1.3464(2) 0.0298(11) Uani 1 1 d . . .
H138 H -0.2710 0.2402 1.3737 0.036 Uiso 1 1 d R . .
C120 C 0.7560(5) 0.0069(3) 1.1103(2) 0.0267(11) Uani 1 1 d . . .
H120 H 0.8540 -0.0089 1.1174 0.032 Uiso 1 1 d R . .
C122 C 0.4892(5) 0.0142(2) 1.1294(2) 0.0234(10) Uani 1 1 d . . .
H122 H 0.4042 0.0035 1.1499 0.028 Uiso 1 1 d R . .
C135 C 0.1240(5) 0.1176(3) 1.15681(19) 0.0232(10) Uani 1 1 d . . .
H135A H 0.1346 0.1601 1.1475 0.028 Uiso 1 1 d R . .
H135B H 0.0193 0.1093 1.1635 0.028 Uiso 1 1 d R . .
C128 C 0.4149(6) 0.1629(2) 0.9645(2) 0.0259(11) Uani 1 1 d . . .
H128 H 0.5014 0.1743 0.9452 0.031 Uiso 1 1 d R . .
C144 C 0.2097(5) 0.1286(3) 1.2152(2) 0.0252(10) Uani 1 1 d . . .
H144A H 0.3118 0.1427 1.2103 0.030 Uiso 1 1 d R . .
H144B H 0.2099 0.0846 1.2222 0.030 Uiso 1 1 d R . .
C129 C 0.2766(6) 0.1815(3) 0.9516(2) 0.0293(11) Uani 1 1 d . . .
H129 H 0.2644 0.2051 0.9229 0.035 Uiso 1 1 d R . .
C121 C 0.6289(6) -0.0071(2) 1.1400(2) 0.0264(11) Uani 1 1 d . . .
H121 H 0.6408 -0.0316 1.1679 0.032 Uiso 1 1 d R . .
C143 C 0.1915(6) 0.2531(3) 1.2746(2) 0.0278(11) Uani 1 1 d . . .
H143A H 0.2490 0.2551 1.2415 0.033 Uiso 1 1 d R . .
H143B H 0.1038 0.2812 1.2781 0.033 Uiso 1 1 d R . .
C139 C -0.2786(5) 0.1365(3) 1.3254(2) 0.0266(11) Uani 1 1 d . . .
C142 C 0.2895(7) 0.2851(3) 1.3294(2) 0.0373(13) Uani 1 1 d . . .
H142A H 0.3175 0.3323 1.3327 0.045 Uiso 1 1 d R . .
H142B H 0.3793 0.2586 1.3268 0.045 Uiso 1 1 d R . .
H142C H 0.2342 0.2847 1.3635 0.045 Uiso 1 1 d R . .
C131 C 0.1463(6) 0.1666(3) 0.9804(2) 0.0284(11) Uani 1 1 d . . .
H131 H 0.0479 0.1801 0.9710 0.034 Uiso 1 1 d R . .
Cl118 Cl 0.70381(16) 0.13137(7) 0.48334(7) 0.0394(4) Uani 1 1 d . . .
Cl119 Cl 1.93057(16) 0.10451(8) 0.84158(6) 0.0432(4) Uani 1 1 d . . .
N222 N 1.3374(5) 0.1766(2) 0.75815(18) 0.0284(9) Uani 1 1 d . . .
C178 C 0.9860(5) 0.0529(2) 0.58033(19) 0.0218(10) Uani 1 1 d . . .
C175 C 0.8661(6) 0.1105(3) 0.5161(2) 0.0269(11) Uani 1 1 d . . .
C171 C 1.1392(5) 0.1173(2) 0.53019(19) 0.0223(10) Uani 1 1 d . . .
C179 C 0.8499(6) 0.0707(2) 0.5531(2) 0.0246(10) Uani 1 1 d . . .
C194 C 1.5560(6) 0.2074(3) 0.8258(2) 0.0272(11) Uani 1 1 d . . .
H194 H 1.5184 0.2531 0.8443 0.033 Uiso 1 1 d R . .
C184 C 1.2740(6) 0.0602(3) 0.5960(2) 0.0264(11) Uani 1 1 d . . .
H184A H 1.2550 0.0214 0.6098 0.032 Uiso 1 1 d R . .
H184B H 1.3501 0.0484 0.5665 0.032 Uiso 1 1 d R . .
C172 C 1.0068(6) 0.1342(2) 0.5029(2) 0.0268(11) Uani 1 1 d . . .
C193 C 1.7516(6) 0.1247(3) 0.8191(2) 0.0311(12) Uani 1 1 d . . .
C177 C 1.1280(5) 0.0767(2) 0.56875(19) 0.0210(10) Uani 1 1 d . . .
C190 C 1.5308(6) 0.0920(3) 0.7554(2) 0.0265(11) Uani 1 1 d . . .
H190 H 1.4749 0.0569 0.7246 0.032 Uiso 1 1 d R . .
C170 C 1.2860(6) 0.1416(2) 0.5165(2) 0.0264(11) Uani 1 1 d . . .
H170 H 1.3761 0.1320 0.5353 0.032 Uiso 1 1 d R . .
C189 C 1.4726(6) 0.1591(3) 0.7792(2) 0.0261(11) Uani 1 1 d . . .
C183 C 0.9640(6) 0.0110(3) 0.6179(2) 0.0295(11) Uani 1 1 d . . .
H183 H 1.0506 -0.0011 0.6371 0.035 Uiso 1 1 d R . .
C180 C 0.7052(6) 0.0452(3) 0.5648(2) 0.0290(11) Uani 1 1 d . . .
H180 H 0.6152 0.0569 0.5473 0.035 Uiso 1 1 d R . .
C182 C 0.8226(6) -0.0121(3) 0.6269(2) 0.0302(12) Uani 1 1 d . . .
H182 H 0.8101 -0.0408 0.6516 0.036 Uiso 1 1 d R . .
C186 C 1.2614(6) 0.1268(3) 0.7070(2) 0.0288(11) Uani 1 1 d . . .
H186A H 1.2582 0.0815 0.7116 0.035 Uiso 1 1 d R . .
H186B H 1.1597 0.1415 0.7038 0.035 Uiso 1 1 d R . .
C185 C 1.3385(5) 0.1198(3) 0.6482(2) 0.0265(11) Uani 1 1 d . . .
H185A H 1.4443 0.1131 0.6538 0.032 Uiso 1 1 d R . .
H185B H 1.3264 0.1629 0.6403 0.032 Uiso 1 1 d R . .
C191 C 1.6699(6) 0.0754(3) 0.7754(2) 0.0265(11) Uani 1 1 d . . .
H191 H 1.7085 0.0295 0.7588 0.032 Uiso 1 1 d R . .
C192 C 1.6942(6) 0.1896(3) 0.8453(2) 0.0300(12) Uani 1 1 d . . .
H192 H 1.7502 0.2227 0.8774 0.036 Uiso 1 1 d R . .
C188 C 1.2962(6) 0.2498(3) 0.7730(2) 0.0306(12) Uani 1 1 d . . .
H188A H 1.3866 0.2789 0.7810 0.037 Uiso 1 1 d R . .
H188B H 1.2408 0.2557 0.7402 0.037 Uiso 1 1 d R . .
C173 C 1.0250(6) 0.1728(3) 0.4630(2) 0.0306(12) Uani 1 1 d . . .
H173 H 0.9370 0.1848 0.4446 0.037 Uiso 1 1 d R . .
C187 C 1.1995(7) 0.2746(3) 0.8269(2) 0.0390(13) Uani 1 1 d . . .
H187A H 1.1756 0.3225 0.8345 0.047 Uiso 1 1 d R . .
H187B H 1.2533 0.2698 0.8606 0.047 Uiso 1 1 d R . .
H187C H 1.1074 0.2466 0.8198 0.047 Uiso 1 1 d R . .
C174 C 1.1625(7) 0.1938(3) 0.4506(2) 0.0332(12) Uani 1 1 d . . .
H174 H 1.1716 0.2187 0.4228 0.040 Uiso 1 1 d R . .
C176 C 1.2956(6) 0.1786(3) 0.4780(2) 0.0312(12) Uani 1 1 d . . .
H176 H 1.3928 0.1947 0.4692 0.037 Uiso 1 1 d R . .
C181 C 0.6924(6) 0.0046(3) 0.6006(2) 0.0334(12) Uani 1 1 d . . .
H181 H 0.5943 -0.0121 0.6078 0.040 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C202 1.742(4) . ?
Cl2 C164 1.742(5) . ?
Cl3 C216 1.748(5) . ?
Cl4 C146 1.762(5) . ?
N221 C219 1.384(6) . ?
N221 C211 1.455(6) . ?
N221 C213 1.471(7) . ?
C204 C201 1.417(6) . ?
C204 C205 1.427(7) . ?
C204 C203 1.449(6) . ?
C157 C155 1.394(7) . ?
C157 C158 1.443(6) . ?
C157 C162 1.446(6) . ?
C164 C162 1.392(6) . ?
C164 C163 1.411(6) . ?
C162 C161 1.432(6) . ?
C169 C155 1.419(6) . ?
C169 C163 1.442(6) . ?
C169 C168 1.443(6) . ?
C163 C165 1.433(7) . ?
N220 C149 1.380(6) . ?
N220 C151 1.461(7) . ?
N220 C153 1.479(6) . ?
C198 C202 1.409(7) . ?
C198 C199 1.413(7) . ?
C198 C200 1.441(6) . ?
C200 C201 1.418(7) . ?
C200 C195 1.436(6) . ?
C202 C203 1.393(7) . ?
C201 C209 1.520(6) . ?
C155 C156 1.517(6) . ?
C203 C208 1.440(6) . ?
C218 C217 1.376(7) . ?
C218 C219 1.416(7) . ?
C218 H218 0.9601 . ?
C146 C145 1.370(8) . ?
C146 C147 1.371(7) . ?
C207 C208 1.370(7) . ?
C207 C206 1.413(7) . ?
C207 H207 0.9599 . ?
C159 C158 1.351(7) . ?
C159 C160 1.437(7) . ?
C159 H159 0.9600 . ?
C216 C217 1.383(7) . ?
C216 C215 1.402(8) . ?
C156 C154 1.541(7) . ?
C156 H156A 0.9601 . ?
C156 H156B 0.9599 . ?
C145 C150 1.395(7) . ?
C145 H145 0.9600 . ?
C219 C214 1.409(7) . ?
C195 C196 1.366(7) . ?
C195 H195 0.9601 . ?
C208 H208 0.9601 . ?
C205 C206 1.357(7) . ?
C205 H205 0.9599 . ?
C217 H217 0.9600 . ?
C199 C197 1.351(7) . ?
C199 H199 0.9599 . ?
C215 C214 1.370(7) . ?
C215 H215 0.9600 . ?
C158 H158 0.9597 . ?
C166 C165 1.365(7) . ?
C166 C167 1.414(7) . ?
C166 H166 0.9599 . ?
C150 C149 1.411(7) . ?
C150 H150 0.9600 . ?
C154 C153 1.532(7) . ?
C154 H154A 0.9600 . ?
C154 H154B 0.9599 . ?
C214 H214 0.9599 . ?
C196 C197 1.411(7) . ?
C196 H196 0.9599 . ?
C148 C147 1.397(7) . ?
C148 C149 1.418(7) . ?
C148 H148 0.9601 . ?
C147 H147 0.9600 . ?
C168 C167 1.355(7) . ?
C168 H168 0.9602 . ?
C161 C160 1.342(7) . ?
C161 H161 0.9602 . ?
C160 H160 0.9598 . ?
C165 H165 0.9602 . ?
C197 H197 0.9600 . ?
C210 C211 1.521(7) . ?
C210 C209 1.534(7) . ?
C210 H210A 0.9601 . ?
C210 H210B 0.9599 . ?
C211 H211A 0.9600 . ?
C211 H211B 0.9601 . ?
C152 C151 1.522(8) . ?
C152 H152A 0.9598 . ?
C152 H152B 0.9597 . ?
C152 H152C 0.9601 . ?
C206 H206 0.9601 . ?
C167 H167 0.9599 . ?
C209 H209A 0.9600 . ?
C209 H209B 0.9599 . ?
C153 H153A 0.9599 . ?
C153 H153B 0.9600 . ?
C212 C213 1.526(7) . ?
C212 H212A 0.9600 . ?
C212 H212B 0.9600 . ?
C212 H212C 0.9600 . ?
C151 H151A 0.9600 . ?
C151 H151B 0.9600 . ?
C213 H213A 0.9602 . ?
C213 H213B 0.9600 . ?
Cl79 C126 1.750(5) . ?
Cl80 C139 1.761(5) . ?
N223 C136 1.387(6) . ?
N223 C144 1.458(6) . ?
N223 C143 1.462(6) . ?
C133 C130 1.410(6) . ?
C133 C123 1.414(6) . ?
C133 C134 1.519(6) . ?
C123 C124 1.436(6) . ?
C123 C122 1.441(6) . ?
C124 C126 1.398(6) . ?
C124 C125 1.428(6) . ?
C126 C127 1.401(6) . ?
C127 C130 1.439(6) . ?
C127 C128 1.446(6) . ?
C130 C132 1.425(6) . ?
C137 C138 1.385(7) . ?
C137 C136 1.412(7) . ?
C137 H137 0.9601 . ?
C136 C141 1.412(7) . ?
C140 C139 1.372(7) . ?
C140 C141 1.382(7) . ?
C140 H140 0.9600 . ?
C134 C135 1.532(6) . ?
C134 H134A 0.9599 . ?
C134 H134B 0.9599 . ?
C125 C120 1.362(7) . ?
C125 H125 0.9601 . ?
C132 C131 1.366(7) . ?
C132 H132 0.9601 . ?
C141 H141 0.9599 . ?
C138 C139 1.383(7) . ?
C138 H138 0.9599 . ?
C120 C121 1.409(7) . ?
C120 H120 0.9600 . ?
C122 C121 1.361(7) . ?
C122 H122 0.9602 . ?
C135 C144 1.526(6) . ?
C135 H135A 0.9601 . ?
C135 H135B 0.9599 . ?
C128 C129 1.346(7) . ?
C128 H128 0.9600 . ?
C144 H144A 0.9600 . ?
C144 H144B 0.9599 . ?
C129 C131 1.426(7) . ?
C129 H129 0.9601 . ?
C121 H121 0.9600 . ?
C143 C142 1.505(7) . ?
C143 H143A 0.9602 . ?
C143 H143B 0.9600 . ?
C142 H142A 0.9599 . ?
C142 H142B 0.9600 . ?
C142 H142C 0.9601 . ?
C131 H131 0.9601 . ?
Cl118 C175 1.745(5) . ?
Cl119 C193 1.759(6) . ?
N222 C189 1.385(6) . ?
N222 C186 1.452(6) . ?
N222 C188 1.466(6) . ?
C178 C177 1.396(6) . ?
C178 C183 1.437(6) . ?
C178 C179 1.463(7) . ?
C175 C179 1.386(7) . ?
C175 C172 1.398(7) . ?
C171 C177 1.425(6) . ?
C171 C172 1.430(7) . ?
C171 C170 1.454(7) . ?
C179 C180 1.430(7) . ?
C194 C192 1.394(7) . ?
C194 C189 1.404(7) . ?
C194 H194 0.9599 . ?
C184 C185 1.520(7) . ?
C184 C177 1.525(6) . ?
C184 H184A 0.9601 . ?
C184 H184B 0.9599 . ?
C172 C173 1.425(7) . ?
C193 C191 1.369(7) . ?
C193 C192 1.375(7) . ?
C190 C191 1.396(7) . ?
C190 C189 1.408(7) . ?
C190 H190 0.9599 . ?
C170 C176 1.366(7) . ?
C170 H170 0.9600 . ?
C183 C182 1.366(7) . ?
C183 H183 0.9600 . ?
C180 C181 1.373(7) . ?
C180 H180 0.9599 . ?
C182 C181 1.399(8) . ?
C182 H182 0.9599 . ?
C186 C185 1.539(7) . ?
C186 H186A 0.9600 . ?
C186 H186B 0.9600 . ?
C185 H185A 0.9600 . ?
C185 H185B 0.9599 . ?
C191 H191 0.9600 . ?
C192 H192 0.9599 . ?
C188 C187 1.510(7) . ?
C188 H188A 0.9601 . ?
C188 H188B 0.9599 . ?
C173 C174 1.345(7) . ?
C173 H173 0.9600 . ?
C187 H187A 0.9600 . ?
C187 H187B 0.9600 . ?
C187 H187C 0.9600 . ?
C174 C176 1.422(8) . ?
C174 H174 0.9603 . ?
C176 H176 0.9600 . ?
C181 H181 0.9600 . ?

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
C219 N221 C211 118.1(4) . . ?
C219 N221 C213 119.6(4) . . ?
C211 N221 C213 115.9(4) . . ?
C201 C204 C205 122.9(4) . . ?
C201 C204 C203 120.0(4) . . ?
C205 C204 C203 117.0(4) . . ?
C155 C157 C158 121.4(4) . . ?
C155 C157 C162 121.8(4) . . ?
C158 C157 C162 116.8(4) . . ?
C162 C164 C163 122.6(4) . . ?
C162 C164 Cl2 118.6(4) . . ?
C163 C164 Cl2 118.8(4) . . ?
C164 C162 C161 123.5(4) . . ?
C164 C162 C157 117.8(4) . . ?
C161 C162 C157 118.7(4) . . ?
C155 C169 C163 120.4(4) . . ?
C155 C169 C168 123.2(4) . . ?
C163 C169 C168 116.4(4) . . ?
C164 C163 C165 121.6(4) . . ?
C164 C163 C169 118.3(4) . . ?
C165 C163 C169 120.1(4) . . ?
C149 N220 C151 119.1(4) . . ?
C149 N220 C153 118.4(4) . . ?
C151 N220 C153 115.8(4) . . ?
C202 C198 C199 123.4(4) . . ?
C202 C198 C200 117.5(4) . . ?
C199 C198 C200 119.1(4) . . ?
C201 C200 C195 121.4(4) . . ?
C201 C200 C198 121.2(4) . . ?
C195 C200 C198 117.4(4) . . ?
C203 C202 C198 123.2(4) . . ?
C203 C202 Cl1 118.9(4) . . ?
C198 C202 Cl1 117.9(3) . . ?
C204 C201 C200 119.5(4) . . ?
C204 C201 C209 122.0(4) . . ?
C200 C201 C209 118.5(4) . . ?
C157 C155 C169 119.2(4) . . ?
C157 C155 C156 119.8(4) . . ?
C169 C155 C156 121.1(4) . . ?
C202 C203 C208 122.3(4) . . ?
C202 C203 C204 118.7(4) . . ?
C208 C203 C204 119.0(4) . . ?
C217 C218 C219 121.7(5) . . ?
C217 C218 H218 118.6 . . ?
C219 C218 H218 119.6 . . ?
C145 C146 C147 121.9(5) . . ?
C145 C146 Cl4 118.2(4) . . ?
C147 C146 Cl4 119.9(4) . . ?
C208 C207 C206 120.0(5) . . ?
C208 C207 H207 120.1 . . ?
C206 C207 H207 119.9 . . ?
C158 C159 C160 120.7(5) . . ?
C158 C159 H159 120.2 . . ?
C160 C159 H159 119.1 . . ?
C217 C216 C215 119.7(5) . . ?
C217 C216 Cl3 120.3(4) . . ?
C215 C216 Cl3 119.9(4) . . ?
C155 C156 C154 114.3(4) . . ?
C155 C156 H156A 109.3 . . ?
C154 C156 H156A 107.6 . . ?
C155 C156 H156B 109.5 . . ?
C154 C156 H156B 106.7 . . ?
H156A C156 H156B 109.5 . . ?
C146 C145 C150 119.1(5) . . ?
C146 C145 H145 119.9 . . ?
C150 C145 H145 121.0 . . ?
N221 C219 C214 121.4(5) . . ?
N221 C219 C218 122.0(4) . . ?
C214 C219 C218 116.6(4) . . ?
C196 C195 C200 121.4(4) . . ?
C196 C195 H195 119.1 . . ?
C200 C195 H195 119.5 . . ?
C207 C208 C203 120.8(5) . . ?
C207 C208 H208 119.5 . . ?
C203 C208 H208 119.7 . . ?
C206 C205 C204 122.2(5) . . ?
C206 C205 H205 118.4 . . ?
C204 C205 H205 119.3 . . ?
C218 C217 C216 120.1(5) . . ?
C218 C217 H217 119.8 . . ?
C216 C217 H217 120.2 . . ?
C197 C199 C198 121.1(5) . . ?
C197 C199 H199 119.5 . . ?
C198 C199 H199 119.5 . . ?
C214 C215 C216 119.9(5) . . ?
C214 C215 H215 120.7 . . ?
C216 C215 H215 119.4 . . ?
C159 C158 C157 122.0(5) . . ?
C159 C158 H158 118.6 . . ?
C157 C158 H158 119.5 . . ?
C165 C166 C167 120.9(5) . . ?
C165 C166 H166 119.9 . . ?
C167 C166 H166 119.2 . . ?
C145 C150 C149 122.1(5) . . ?
C145 C150 H150 120.2 . . ?
C149 C150 H150 117.8 . . ?
C153 C154 C156 112.1(4) . . ?
C153 C154 H154A 108.1 . . ?
C156 C154 H154A 108.9 . . ?
C153 C154 H154B 108.6 . . ?
C156 C154 H154B 109.6 . . ?
H154A C154 H154B 109.5 . . ?
C215 C214 C219 121.9(5) . . ?
C215 C214 H214 118.7 . . ?
C219 C214 H214 119.5 . . ?
C195 C196 C197 119.6(5) . . ?
C195 C196 H196 120.4 . . ?
C197 C196 H196 120.0 . . ?
C147 C148 C149 121.8(5) . . ?
C147 C148 H148 120.0 . . ?
C149 C148 H148 118.2 . . ?
C146 C147 C148 119.1(5) . . ?
C146 C147 H147 120.4 . . ?
C148 C147 H147 120.5 . . ?
C167 C168 C169 122.1(5) . . ?
C167 C168 H168 118.7 . . ?
C169 C168 H168 119.1 . . ?
C160 C161 C162 122.4(5) . . ?
C160 C161 H161 118.8 . . ?
C162 C161 H161 118.8 . . ?
C161 C160 C159 119.4(5) . . ?
C161 C160 H160 120.9 . . ?
C159 C160 H160 119.7 . . ?
C166 C165 C163 120.1(5) . . ?
C166 C165 H165 120.2 . . ?
C163 C165 H165 119.8 . . ?
C199 C197 C196 121.4(5) . . ?
C199 C197 H197 120.4 . . ?
C196 C197 H197 118.2 . . ?
N220 C149 C150 122.0(5) . . ?
N220 C149 C148 122.0(4) . . ?
C150 C149 C148 116.0(5) . . ?
C211 C210 C209 113.1(4) . . ?
C211 C210 H210A 108.7 . . ?
C209 C210 H210A 107.8 . . ?
C211 C210 H210B 109.1 . . ?
C209 C210 H210B 108.6 . . ?
H210A C210 H210B 109.5 . . ?
N221 C211 C210 113.3(4) . . ?
N221 C211 H211A 109.7 . . ?
C210 C211 H211A 107.2 . . ?
N221 C211 H211B 108.9 . . ?
C210 C211 H211B 108.1 . . ?
H211A C211 H211B 109.5 . . ?
C151 C152 H152A 110.0 . . ?
C151 C152 H152B 109.2 . . ?
H152A C152 H152B 109.5 . . ?
C151 C152 H152C 109.2 . . ?
H152A C152 H152C 109.5 . . ?
H152B C152 H152C 109.5 . . ?
C205 C206 C207 121.0(5) . . ?
C205 C206 H206 120.0 . . ?
C207 C206 H206 119.0 . . ?
C168 C167 C166 120.5(5) . . ?
C168 C167 H167 120.1 . . ?
C166 C167 H167 119.4 . . ?
C201 C209 C210 114.3(4) . . ?
C201 C209 H209A 109.4 . . ?
C210 C209 H209A 106.3 . . ?
C201 C209 H209B 109.4 . . ?
C210 C209 H209B 107.9 . . ?
H209A C209 H209B 109.5 . . ?
N220 C153 C154 111.4(4) . . ?
N220 C153 H153A 109.2 . . ?
C154 C153 H153A 109.0 . . ?
N220 C153 H153B 109.4 . . ?
C154 C153 H153B 108.3 . . ?
H153A C153 H153B 109.5 . . ?
C213 C212 H212A 109.7 . . ?
C213 C212 H212B 109.5 . . ?
H212A C212 H212B 109.5 . . ?
C213 C212 H212C 109.3 . . ?
H212A C212 H212C 109.5 . . ?
H212B C212 H212C 109.5 . . ?
N220 C151 C152 113.3(5) . . ?
N220 C151 H151A 109.0 . . ?
C152 C151 H151A 107.7 . . ?
N220 C151 H151B 109.5 . . ?
C152 C151 H151B 107.7 . . ?
H151A C151 H151B 109.5 . . ?
N221 C213 C212 111.8(4) . . ?
N221 C213 H213A 109.3 . . ?
C212 C213 H213A 108.4 . . ?
N221 C213 H213B 109.2 . . ?
C212 C213 H213B 108.6 . . ?
H213A C213 H213B 109.5 . . ?
C136 N223 C144 119.2(4) . . ?
C136 N223 C143 119.8(4) . . ?
C144 N223 C143 116.0(4) . . ?
C130 C133 C123 120.1(4) . . ?
C130 C133 C134 118.2(4) . . ?
C123 C133 C134 121.7(4) . . ?
C133 C123 C124 120.0(4) . . ?
C133 C123 C122 122.7(4) . . ?
C124 C123 C122 117.2(4) . . ?
C126 C124 C125 122.7(4) . . ?
C126 C124 C123 118.7(4) . . ?
C125 C124 C123 118.6(4) . . ?
C124 C126 C127 122.6(4) . . ?
C124 C126 Cl79 119.1(4) . . ?
C127 C126 Cl79 118.3(3) . . ?
C126 C127 C130 118.4(4) . . ?
C126 C127 C128 122.9(4) . . ?
C130 C127 C128 118.7(4) . . ?
C133 C130 C132 122.8(4) . . ?
C133 C130 C127 120.2(4) . . ?
C132 C130 C127 117.0(4) . . ?
C138 C137 C136 121.8(5) . . ?
C138 C137 H137 118.3 . . ?
C136 C137 H137 119.9 . . ?
N223 C136 C141 121.7(4) . . ?
N223 C136 C137 121.9(4) . . ?
C141 C136 C137 116.3(4) . . ?
C139 C140 C141 120.5(5) . . ?
C139 C140 H140 119.3 . . ?
C141 C140 H140 120.2 . . ?
C133 C134 C135 114.8(4) . . ?
C133 C134 H134A 109.2 . . ?
C135 C134 H134A 107.1 . . ?
C133 C134 H134B 109.3 . . ?
C135 C134 H134B 106.8 . . ?
H134A C134 H134B 109.5 . . ?
C120 C125 C124 121.8(5) . . ?
C120 C125 H125 118.9 . . ?
C124 C125 H125 119.3 . . ?
C131 C132 C130 122.9(5) . . ?
C131 C132 H132 117.6 . . ?
C130 C132 H132 119.5 . . ?
C140 C141 C136 121.3(5) . . ?
C140 C141 H141 119.4 . . ?
C136 C141 H141 119.3 . . ?
C139 C138 C137 119.5(5) . . ?
C139 C138 H138 120.5 . . ?
C137 C138 H138 120.0 . . ?
C125 C120 C121 120.0(4) . . ?
C125 C120 H120 119.9 . . ?
C121 C120 H120 120.0 . . ?
C121 C122 C123 121.9(4) . . ?
C121 C122 H122 118.8 . . ?
C123 C122 H122 119.3 . . ?
C144 C135 C134 114.4(4) . . ?
C144 C135 H135A 107.4 . . ?
C134 C135 H135A 109.3 . . ?
C144 C135 H135B 106.6 . . ?
C134 C135 H135B 109.5 . . ?
H135A C135 H135B 109.5 . . ?
C129 C128 C127 121.6(5) . . ?
C129 C128 H128 119.0 . . ?
C127 C128 H128 119.5 . . ?
N223 C144 C135 113.8(4) . . ?
N223 C144 H144A 109.5 . . ?
C135 C144 H144A 106.9 . . ?
N223 C144 H144B 109.4 . . ?
C135 C144 H144B 107.6 . . ?
H144A C144 H144B 109.5 . . ?
C128 C129 C131 120.3(4) . . ?
C128 C129 H129 120.5 . . ?
C131 C129 H129 119.2 . . ?
C122 C121 C120 120.4(4) . . ?
C122 C121 H121 119.7 . . ?
C120 C121 H121 119.9 . . ?
N223 C143 C142 113.6(4) . . ?
N223 C143 H143A 108.9 . . ?
C142 C143 H143A 107.4 . . ?
N223 C143 H143B 110.0 . . ?
C142 C143 H143B 107.4 . . ?
H143A C143 H143B 109.5 . . ?
C140 C139 C138 120.4(5) . . ?
C140 C139 Cl80 120.0(4) . . ?
C138 C139 Cl80 119.6(4) . . ?
C143 C142 H142A 109.6 . . ?
C143 C142 H142B 109.4 . . ?
H142A C142 H142B 109.5 . . ?
C143 C142 H142C 109.4 . . ?
H142A C142 H142C 109.5 . . ?
H142B C142 H142C 109.5 . . ?
C132 C131 C129 119.5(4) . . ?
C132 C131 H131 120.5 . . ?
C129 C131 H131 119.9 . . ?
C189 N222 C186 119.1(4) . . ?
C189 N222 C188 120.5(4) . . ?
C186 N222 C188 117.3(4) . . ?
C177 C178 C183 123.7(4) . . ?
C177 C178 C179 119.4(4) . . ?
C183 C178 C179 116.9(4) . . ?
C179 C175 C172 123.2(4) . . ?
C179 C175 Cl118 118.8(4) . . ?
C172 C175 Cl118 118.0(4) . . ?
C177 C171 C172 121.1(4) . . ?
C177 C171 C170 120.9(4) . . ?
C172 C171 C170 118.0(4) . . ?
C175 C179 C180 122.4(5) . . ?
C175 C179 C178 118.8(4) . . ?
C180 C179 C178 118.9(4) . . ?
C192 C194 C189 120.5(5) . . ?
C192 C194 H194 119.5 . . ?
C189 C194 H194 120.1 . . ?
C185 C184 C177 114.2(4) . . ?
C185 C184 H184A 107.1 . . ?
C177 C184 H184A 109.4 . . ?
C185 C184 H184B 107.5 . . ?
C177 C184 H184B 109.1 . . ?
H184A C184 H184B 109.5 . . ?
C175 C172 C173 123.6(5) . . ?
C175 C172 C171 117.7(4) . . ?
C173 C172 C171 118.7(5) . . ?
C191 C193 C192 120.3(5) . . ?
C191 C193 Cl119 119.6(4) . . ?
C192 C193 Cl119 120.1(4) . . ?
C178 C177 C171 119.8(4) . . ?
C178 C177 C184 121.9(4) . . ?
C171 C177 C184 118.3(4) . . ?
C191 C190 C189 121.1(5) . . ?
C191 C190 H190 119.0 . . ?
C189 C190 H190 119.9 . . ?
C176 C170 C171 120.3(5) . . ?
C176 C170 H170 120.3 . . ?
C171 C170 H170 119.4 . . ?
N222 C189 C194 121.2(5) . . ?
N222 C189 C190 121.4(4) . . ?
C194 C189 C190 117.4(5) . . ?
C182 C183 C178 121.3(5) . . ?
C182 C183 H183 119.4 . . ?
C178 C183 H183 119.3 . . ?
C181 C180 C179 121.3(5) . . ?
C181 C180 H180 119.3 . . ?
C179 C180 H180 119.4 . . ?
C183 C182 C181 121.8(5) . . ?
C183 C182 H182 120.3 . . ?
C181 C182 H182 117.9 . . ?
N222 C186 C185 113.9(4) . . ?
N222 C186 H186A 109.7 . . ?
C185 C186 H186A 107.5 . . ?
N222 C186 H186B 108.7 . . ?
C185 C186 H186B 107.5 . . ?
H186A C186 H186B 109.5 . . ?
C184 C185 C186 114.0(4) . . ?
C184 C185 H185A 109.6 . . ?
C186 C185 H185A 107.1 . . ?
C184 C185 H185B 109.1 . . ?
C186 C185 H185B 107.4 . . ?
H185A C185 H185B 109.5 . . ?
C193 C191 C190 119.9(5) . . ?
C193 C191 H191 119.7 . . ?
C190 C191 H191 120.4 . . ?
C193 C192 C194 120.7(5) . . ?
C193 C192 H192 119.3 . . ?
C194 C192 H192 120.0 . . ?
N222 C188 C187 113.6(4) . . ?
N222 C188 H188A 109.5 . . ?
C187 C188 H188A 107.1 . . ?
N222 C188 H188B 108.9 . . ?
C187 C188 H188B 108.1 . . ?
H188A C188 H188B 109.5 . . ?
C174 C173 C172 121.9(5) . . ?
C174 C173 H173 118.5 . . ?
C172 C173 H173 119.6 . . ?
C188 C187 H187A 110.0 . . ?
C188 C187 H187B 109.7 . . ?
H187A C187 H187B 109.5 . . ?
C188 C187 H187C 108.7 . . ?
H187A C187 H187C 109.5 . . ?
H187B C187 H187C 109.5 . . ?
C173 C174 C176 120.4(5) . . ?
C173 C174 H174 120.1 . . ?
C176 C174 H174 119.5 . . ?
C170 C176 C174 120.6(5) . . ?
C170 C176 H176 120.1 . . ?
C174 C176 H176 119.3 . . ?
C180 C181 C182 119.9(5) . . ?
C180 C181 H181 120.1 . . ?
C182 C181 H181 120.1 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.672
_refine_diff_density_min         -0.990
_refine_diff_density_rms         0.124


_database_code_depnum_ccdc_archive 'CCDC 865819'
#######################################################################
#
#                 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
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  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 
#  to carry out CIF format checking respectively.
#
data_shelxl
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
4-Chloro-N-(3-(10-chloroanthracen-9-yl)propyl)-N-methylbenzenamine
;
_chemical_name_common            
4-Chloro-N-(3-(10-chloroanthracen-9-yl)propyl)-N-methylbenzenamine
_chemical_melting_point          130
_chemical_formula_moiety         'C24 H21 Cl2 N'
_chemical_formula_sum            'C24 H21 Cl2 N'
_chemical_formula_weight         394.34

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   8.090(4)
_cell_length_b                   9.054(9)
_cell_length_c                   27.394(11)
_cell_angle_alpha                90.00(7)
_cell_angle_beta                 90.00(6)
_cell_angle_gamma                90.00(5)
_cell_volume                     2007(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    18712
_cell_measurement_theta_min      1.49
_cell_measurement_theta_max      17.74

_exptl_crystal_description       needles
_exptl_crystal_colour            yellow
_exptl_crystal_preparation       ethylacetate
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    0.332
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      122
_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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_reflns_number            14689
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         17.74
_reflns_number_total             1824
_reflns_number_gt                1645
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'EvalCCD (duisenbeg, 2003)'
_computing_cell_refinement       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EvalCCD (Duisenberg, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    mercury

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1824
_refine_ls_number_parameters     487
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1575
_refine_ls_wR_factor_gt          0.1458
_refine_ls_goodness_of_fit_ref   1.530
_refine_ls_restrained_S_all      1.530
_refine_ls_shift/su_max          0.064
_refine_ls_shift/su_mean         0.015

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 0.3874(2) 0.5658(2) 0.29685(6) 0.0322(10) Uani 1 1 d . . .
Cl2 Cl -0.7438(2) 0.2205(2) 0.48931(6) 0.0313(10) Uani 1 1 d . . .
N81 N -0.0056(10) -0.0968(11) 0.3040(2) 0.016(2) Uani 1 1 d . . .
C77 C -0.6547(16) -0.028(2) 0.4532(4) 0.018(3) Uani 1 1 d . . .
C79 C -0.2835(10) -0.0858(8) 0.3755(3) 0.021(2) Uani 1 1 d . . .
H79A H -0.1785 -0.0425 0.3833 0.026 Uiso 1 1 d R . .
H79B H -0.2795 -0.1902 0.3815 0.026 Uiso 1 1 d R . .
C85 C 0.2702(16) 0.3701(9) 0.2997(5) 0.018(3) Uani 1 1 d . . .
C75 C -0.609(2) -0.270(2) 0.4225(3) 0.023(3) Uani 1 1 d . . .
H75 H -0.5410 -0.3361 0.4039 0.027 Uiso 1 1 d R . .
C83 C 0.2298(19) 0.1180(16) 0.3325(3) 0.020(3) Uani 1 1 d . . .
H83 H 0.2645 0.0451 0.3558 0.024 Uiso 1 1 d R . .
C72 C -0.400(2) -0.016(2) 0.4050(3) 0.017(3) Uani 1 1 d . . .
C84 C 0.3189(10) 0.2709(19) 0.3309(3) 0.024(3) Uani 1 1 d . . .
H84 H 0.4130 0.2975 0.3503 0.028 Uiso 1 1 d R . .
C70 C -0.607(2) 0.136(3) 0.4572(3) 0.025(4) Uani 1 1 d . . .
C82 C 0.0846(16) 0.0585(15) 0.3033(4) 0.020(3) Uani 1 1 d . . .
C66 C -0.199(2) 0.242(2) 0.3900(3) 0.033(4) Uani 1 1 d . . .
H66 H -0.1099 0.1988 0.3716 0.039 Uiso 1 1 d R . .
C80 C -0.1874(11) -0.1420(8) 0.2900(2) 0.024(3) Uani 1 1 d . . .
H80A H -0.2056 -0.1151 0.2566 0.029 Uiso 1 1 d R . .
H80B H -0.2027 -0.2465 0.2938 0.029 Uiso 1 1 d R . .
C78 C -0.3053(8) -0.0717(7) 0.3205(3) 0.022(2) Uani 1 1 d . . .
H78A H -0.4138 -0.1068 0.3123 0.027 Uiso 1 1 d R . .
H78B H -0.2972 0.0315 0.3128 0.027 Uiso 1 1 d R . .
C69 C -0.454(2) 0.2268(19) 0.4363(4) 0.020(5) Uani 1 1 d . . .
C65 C -0.3548(16) 0.145(2) 0.4109(4) 0.012(3) Uani 1 1 d . . .
C73 C -0.553(2) -0.105(2) 0.4265(4) 0.017(4) Uani 1 1 d . . .
C68 C -0.254(2) 0.4738(10) 0.4180(4) 0.025(3) Uani 1 1 d . . .
H68 H -0.2388 0.5778 0.4232 0.030 Uiso 1 1 d R . .
C71 C -0.404(2) 0.392(2) 0.4399(3) 0.028(4) Uani 1 1 d . . .
H71 H -0.4727 0.4562 0.4590 0.034 Uiso 1 1 d R . .
C74 C -0.759(2) -0.3516(9) 0.4454(4) 0.021(2) Uani 1 1 d . . .
H74 H -0.7762 -0.4548 0.4392 0.025 Uiso 1 1 d R . .
C76 C -0.8572(10) -0.276(2) 0.4717(3) 0.030(4) Uani 1 1 d . . .
H76 H -0.9518 -0.3196 0.4872 0.036 Uiso 1 1 d R . .
C67 C -0.1519(10) 0.399(2) 0.3933(3) 0.030(4) Uani 1 1 d . . .
H67 H -0.0554 0.4356 0.3769 0.036 Uiso 1 1 d R . .
C86 C 0.0372(11) 0.1640(19) 0.2725(3) 0.022(3) Uani 1 1 d . . .
H86 H -0.0567 0.1453 0.2519 0.027 Uiso 1 1 d R . .
Cl39 Cl 0.8870(2) 0.5657(2) 0.20319(6) 0.0327(10) Uani 1 1 d . . .
Cl40 Cl -0.2438(2) 0.2205(2) 0.01068(6) 0.0313(10) Uani 1 1 d . . .
N64 N 0.4942(10) -0.0969(11) 0.1962(2) 0.019(2) Uani 1 1 d . . .
C43 C 0.3036(19) 0.2404(19) 0.1105(3) 0.033(4) Uani 1 1 d . . .
H43 H 0.3916 0.1977 0.1293 0.039 Uiso 1 1 d R . .
C48 C -0.1523(13) -0.019(2) 0.0468(3) 0.024(4) Uani 1 1 d . . .
C49 C -0.1129(17) -0.2753(16) 0.0768(3) 0.030(4) Uani 1 1 d . . .
H49 H -0.0494 -0.3476 0.0943 0.036 Uiso 1 1 d R . .
C51 C 0.096(2) -0.0205(18) 0.0948(3) 0.025(4) Uani 1 1 d . . .
C58 C 0.7303(17) 0.1163(16) 0.1674(3) 0.022(2) Uani 1 1 d . . .
H58 H 0.7823 0.0547 0.1434 0.026 Uiso 1 1 d R . .
C46 C -0.100(2) 0.141(2) 0.0433(4) 0.028(5) Uani 1 1 d . . .
C54 C 0.2155(10) -0.0862(9) 0.1244(3) 0.022(2) Uani 1 1 d . . .
H54A H 0.2209 -0.1908 0.1188 0.027 Uiso 1 1 d R . .
H54B H 0.3200 -0.0422 0.1164 0.027 Uiso 1 1 d R . .
C56 C 0.5875(15) 0.0593(15) 0.1979(4) 0.017(3) Uani 1 1 d . . .
H56 H 0.4868 0.0812 0.1808 0.021 Uiso 1 1 d R . .
C59 C 0.7713(15) 0.3709(9) 0.1997(5) 0.019(3) Uani 1 1 d . . .
C55 C 0.1943(8) -0.0715(7) 0.1795(3) 0.022(2) Uani 1 1 d . . .
H55A H 0.2036 0.0317 0.1871 0.026 Uiso 1 1 d R . .
H55B H 0.0860 -0.1059 0.1882 0.026 Uiso 1 1 d R . .
C42 C 0.1454(16) 0.1421(19) 0.0895(3) 0.020(4) Uani 1 1 d . . .
C41 C 0.0490(18) 0.229(2) 0.0644(4) 0.021(5) Uani 1 1 d . . .
C47 C 0.098(2) 0.394(2) 0.0604(4) 0.029(4) Uani 1 1 d . . .
H47 H 0.0290 0.4582 0.0414 0.035 Uiso 1 1 d R . .
C62 C 0.3101(10) -0.1423(8) 0.2098(2) 0.024(2) Uani 1 1 d . . .
H62A H 0.2964 -0.2466 0.2049 0.029 Uiso 1 1 d R . .
H62B H 0.2899 -0.1187 0.2434 0.029 Uiso 1 1 d R . .
C57 C 0.8200(11) 0.2711(18) 0.1692(3) 0.027(3) Uani 1 1 d . . .
H57 H 0.9107 0.2888 0.1474 0.032 Uiso 1 1 d R . .
C45 C 0.246(2) 0.4734(11) 0.0822(4) 0.023(3) Uani 1 1 d . . .
H45 H 0.2592 0.5777 0.0772 0.027 Uiso 1 1 d R . .
C50 C -0.0591(17) -0.1104(17) 0.0732(3) 0.023(4) Uani 1 1 d . . .
C63 C 0.5562(9) -0.2005(8) 0.1662(3) 0.028(2) Uani 1 1 d . . .
H63A H 0.4955 -0.2916 0.1676 0.034 Uiso 1 1 d R . .
H63B H 0.6688 -0.2179 0.1757 0.034 Uiso 1 1 d R . .
H63C H 0.5535 -0.1626 0.1335 0.034 Uiso 1 1 d R . .
C52 C -0.3061(17) -0.1129(16) 0.0238(3) 0.044(5) Uani 1 1 d . . .
H52 H -0.3860 -0.0667 0.0028 0.053 Uiso 1 1 d R . .
C53 C -0.3598(10) -0.2700(16) 0.0274(3) 0.050(5) Uani 1 1 d . . .
H53 H -0.4567 -0.3019 0.0101 0.060 Uiso 1 1 d R . .
C44 C 0.3477(10) 0.3980(19) 0.1067(3) 0.031(4) Uani 1 1 d . . .
H44 H 0.4448 0.4359 0.1224 0.037 Uiso 1 1 d R . .
C60 C 0.6276(17) 0.3190(16) 0.2293(3) 0.019(2) Uani 1 1 d . . .
H60 H 0.5830 0.3845 0.2535 0.023 Uiso 1 1 d R . .
C61 C 0.5383(11) 0.1661(19) 0.2273(3) 0.024(3) Uani 1 1 d . . .
H61 H 0.4452 0.1524 0.2486 0.029 Uiso 1 1 d R . .
C87 C 0.1271(18) 0.3174(17) 0.2704(3) 0.020(2) Uani 1 1 d . . .
H87 H 0.0787 0.3773 0.2452 0.024 Uiso 1 1 d R . .
C89 C -0.2647(15) -0.3511(10) 0.0533(3) 0.031(3) Uani 1 1 d . . .
H89A H -0.2280 -0.4311 0.0330 0.037 Uiso 1 1 d R . .
H89B H -0.3338 -0.3889 0.0789 0.037 Uiso 1 1 d R . .
C90 C -0.8097(19) -0.120(2) 0.4766(3) 0.032(4) Uani 1 1 d . . .
H90 H -0.8913 -0.0734 0.4970 0.038 Uiso 1 1 d R . .
C88 C 0.0575(9) -0.2004(8) 0.3339(3) 0.033(3) Uani 1 1 d . . .
H88A H -0.0043 -0.2908 0.3328 0.039 Uiso 1 1 d R . .
H88B H 0.0581 -0.1630 0.3667 0.039 Uiso 1 1 d R . .
H88C H 0.1690 -0.2185 0.3235 0.039 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C85 2.011(9) . ?
Cl2 C70 1.612(10) . ?
N81 C88 1.345(8) . ?
N81 C80 1.574(10) . ?
N81 C82 1.584(11) . ?
C77 C73 1.307(10) . ?
C77 C70 1.532(14) . ?
C77 C90 1.637(14) . ?
C79 C72 1.390(13) . ?
C79 C78 1.522(8) . ?
C79 H79A 0.9600 . ?
C79 H79B 0.9600 . ?
C85 C84 1.301(9) . ?
C85 C87 1.488(10) . ?
C75 C73 1.558(14) . ?
C75 C74 1.551(12) . ?
C75 H75 0.9600 . ?
C83 C82 1.521(12) . ?
C83 C84 1.562(10) . ?
C83 H83 0.9601 . ?
C72 C65 1.515(13) . ?
C72 C73 1.595(13) . ?
C84 H84 0.9600 . ?
C70 C69 1.588(15) . ?
C82 C86 1.331(10) . ?
C66 C67 1.477(12) . ?
C66 C65 1.637(14) . ?
C66 H66 0.9600 . ?
C80 C78 1.418(8) . ?
C80 H80A 0.9600 . ?
C80 H80B 0.9599 . ?
C78 H78A 0.9600 . ?
C78 H78B 0.9599 . ?
C69 C65 1.297(11) . ?
C69 C71 1.556(15) . ?
C68 C67 1.264(9) . ?
C68 C71 1.541(12) . ?
C68 H68 0.9599 . ?
C71 H71 0.9598 . ?
C74 C76 1.274(9) . ?
C74 H74 0.9599 . ?
C76 C90 1.474(11) . ?
C76 H76 0.9600 . ?
C67 H67 0.9600 . ?
C86 C87 1.568(10) . ?
C86 H86 0.9599 . ?
Cl39 C59 1.999(9) . ?
Cl40 C46 1.632(13) . ?
N64 C63 1.344(8) . ?
N64 C56 1.604(10) . ?
N64 C62 1.590(10) . ?
C43 C44 1.474(11) . ?
C43 C42 1.661(14) . ?
C43 H43 0.9600 . ?
C48 C50 1.330(13) . ?
C48 C46 1.516(13) . ?
C48 C52 1.633(13) . ?
C49 C89 1.547(12) . ?
C49 C50 1.558(14) . ?
C49 H49 0.9599 . ?
C51 C54 1.392(13) . ?
C51 C42 1.531(13) . ?
C51 C50 1.612(13) . ?
C58 C56 1.516(11) . ?
C58 C57 1.578(11) . ?
C58 H58 0.9600 . ?
C46 C41 1.556(15) . ?
C54 C55 1.526(8) . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9601 . ?
C56 C61 1.320(10) . ?
C56 H56 0.9600 . ?
C59 C57 1.292(9) . ?
C59 C60 1.493(10) . ?
C55 C62 1.406(8) . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C42 C41 1.304(13) . ?
C41 C47 1.552(14) . ?
C47 C45 1.518(12) . ?
C47 H47 0.9601 . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C57 H57 0.9600 . ?
C45 C44 1.261(9) . ?
C45 H45 0.9599 . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9601 . ?
C52 C53 1.491(12) . ?
C52 H52 0.9600 . ?
C53 C89 1.279(9) . ?
C53 H53 0.9600 . ?
C44 H44 0.9599 . ?
C60 C61 1.562(11) . ?
C60 H60 0.9600 . ?
C61 H61 0.9601 . ?
C87 H87 0.9600 . ?
C89 H89A 0.9601 . ?
C89 H89B 0.9600 . ?
C90 H90 0.9601 . ?
C88 H88A 0.9600 . ?
C88 H88B 0.9598 . ?
C88 H88C 0.9600 . ?

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
C88 N81 C80 108.7(8) . . ?
C88 N81 C82 116.9(8) . . ?
C80 N81 C82 131.1(6) . . ?
C73 C77 C70 113.6(14) . . ?
C73 C77 C90 115.2(18) . . ?
C70 C77 C90 131.1(13) . . ?
C72 C79 C78 117.4(6) . . ?
C72 C79 H79A 106.5 . . ?
C78 C79 H79A 106.8 . . ?
C72 C79 H79B 111.6 . . ?
C78 C79 H79B 104.9 . . ?
H79A C79 H79B 109.5 . . ?
C84 C85 C87 111.6(8) . . ?
C84 C85 Cl1 119.4(14) . . ?
C87 C85 Cl1 129.0(11) . . ?
C73 C75 C74 130.8(8) . . ?
C73 C75 H75 117.9 . . ?
C74 C75 H75 111.2 . . ?
C82 C83 C84 130.9(7) . . ?
C82 C83 H83 109.5 . . ?
C84 C83 H83 119.6 . . ?
C79 C72 C65 109.7(18) . . ?
C79 C72 C73 120.8(14) . . ?
C65 C72 C73 129.5(9) . . ?
C85 C84 C83 119.4(8) . . ?
C85 C84 H84 115.6 . . ?
C83 C84 H84 124.9 . . ?
C69 C70 C77 132.2(8) . . ?
C69 C70 Cl2 118.9(15) . . ?
C77 C70 Cl2 108.9(17) . . ?
C86 C82 C83 107.6(10) . . ?
C86 C82 N81 120.9(14) . . ?
C83 C82 N81 131.5(11) . . ?
C67 C66 C65 133.7(9) . . ?
C67 C66 H66 103.2 . . ?
C65 C66 H66 123.0 . . ?
C78 C80 N81 111.6(6) . . ?
C78 C80 H80A 110.2 . . ?
N81 C80 H80A 108.1 . . ?
C78 C80 H80B 107.0 . . ?
N81 C80 H80B 110.5 . . ?
H80A C80 H80B 109.5 . . ?
C80 C78 C79 117.8(6) . . ?
C80 C78 H78A 109.2 . . ?
C79 C78 H78A 108.1 . . ?
C80 C78 H78B 105.2 . . ?
C79 C78 H78B 106.8 . . ?
H78A C78 H78B 109.5 . . ?
C65 C69 C70 112.3(15) . . ?
C65 C69 C71 114.7(16) . . ?
C70 C69 C71 133.0(13) . . ?
C69 C65 C72 117.3(13) . . ?
C69 C65 C66 111.3(17) . . ?
C72 C65 C66 131.5(14) . . ?
C77 C73 C75 111.9(17) . . ?
C77 C73 C72 115.1(17) . . ?
C75 C73 C72 133.1(11) . . ?
C67 C68 C71 117.7(10) . . ?
C67 C68 H68 121.5 . . ?
C71 C68 H68 120.9 . . ?
C68 C71 C69 130.2(8) . . ?
C68 C71 H71 112.3 . . ?
C69 C71 H71 117.5 . . ?
C76 C74 C75 117.4(9) . . ?
C76 C74 H74 122.0 . . ?
C75 C74 H74 120.6 . . ?
C74 C76 C90 113.9(9) . . ?
C74 C76 H76 122.0 . . ?
C90 C76 H76 124.1 . . ?
C68 C67 C66 112.5(9) . . ?
C68 C67 H67 126.6 . . ?
C66 C67 H67 120.9 . . ?
C82 C86 C87 121.7(9) . . ?
C82 C86 H86 118.2 . . ?
C87 C86 H86 120.1 . . ?
C63 N64 C56 117.3(8) . . ?
C63 N64 C62 108.2(8) . . ?
C56 N64 C62 131.5(6) . . ?
C44 C43 C42 132.9(8) . . ?
C44 C43 H43 104.4 . . ?
C42 C43 H43 122.7 . . ?
C50 C48 C46 118.1(10) . . ?
C50 C48 C52 108.7(16) . . ?
C46 C48 C52 133.2(12) . . ?
C89 C49 C50 128.3(7) . . ?
C89 C49 H49 109.3 . . ?
C50 C49 H49 122.4 . . ?
C54 C51 C42 106.7(14) . . ?
C54 C51 C50 122.6(11) . . ?
C42 C51 C50 130.8(9) . . ?
C56 C58 C57 129.4(7) . . ?
C56 C58 H58 120.9 . . ?
C57 C58 H58 109.6 . . ?
C41 C46 C48 132.9(10) . . ?
C41 C46 Cl40 122.1(12) . . ?
C48 C46 Cl40 105.0(16) . . ?
C51 C54 C55 117.4(6) . . ?
C51 C54 H54A 111.1 . . ?
C55 C54 H54A 104.5 . . ?
C51 C54 H54B 107.4 . . ?
C55 C54 H54B 106.8 . . ?
H54A C54 H54B 109.5 . . ?
C61 C56 N64 121.5(13) . . ?
C61 C56 C58 108.5(9) . . ?
N64 C56 C58 130.0(11) . . ?
C61 C56 H56 83.7 . . ?
N64 C56 H56 76.6 . . ?
C58 C56 H56 108.0 . . ?
C57 C59 C60 111.6(8) . . ?
C57 C59 Cl39 120.4(13) . . ?
C60 C59 Cl39 128.0(11) . . ?
C62 C55 C54 117.9(6) . . ?
C62 C55 H55A 105.3 . . ?
C54 C55 H55A 107.0 . . ?
C62 C55 H55B 108.2 . . ?
C54 C55 H55B 108.7 . . ?
H55A C55 H55B 109.5 . . ?
C41 C42 C51 118.4(13) . . ?
C41 C42 C43 108.6(15) . . ?
C51 C42 C43 133.0(11) . . ?
C42 C41 C46 110.6(16) . . ?
C42 C41 C47 117.7(14) . . ?
C46 C41 C47 131.7(13) . . ?
C45 C47 C41 129.1(9) . . ?
C45 C47 H47 112.9 . . ?
C41 C47 H47 118.1 . . ?
C55 C62 N64 111.6(6) . . ?
C55 C62 H62A 106.8 . . ?
N64 C62 H62A 109.3 . . ?
C55 C62 H62B 110.6 . . ?
N64 C62 H62B 109.1 . . ?
H62A C62 H62B 109.5 . . ?
C59 C57 C58 120.1(8) . . ?
C59 C57 H57 121.2 . . ?
C58 C57 H57 118.7 . . ?
C44 C45 C47 117.8(10) . . ?
C44 C45 H45 122.6 . . ?
C47 C45 H45 119.6 . . ?
C48 C50 C49 118.1(13) . . ?
C48 C50 C51 109.2(13) . . ?
C49 C50 C51 132.7(10) . . ?
N64 C63 H63A 112.6 . . ?
N64 C63 H63B 107.6 . . ?
H63A C63 H63B 109.5 . . ?
N64 C63 H63C 108.2 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C53 C52 C48 133.8(9) . . ?
C53 C52 H52 105.0 . . ?
C48 C52 H52 121.2 . . ?
C89 C53 C52 114.2(10) . . ?
C89 C53 H53 126.3 . . ?
C52 C53 H53 119.5 . . ?
C45 C44 C43 113.9(10) . . ?
C45 C44 H44 125.3 . . ?
C43 C44 H44 120.9 . . ?
C59 C60 C61 128.3(6) . . ?
C59 C60 H60 118.3 . . ?
C61 C60 H60 113.4 . . ?
C56 C61 C60 122.1(9) . . ?
C56 C61 H61 120.8 . . ?
C60 C61 H61 117.1 . . ?
C85 C87 C86 128.7(6) . . ?
C85 C87 H87 121.6 . . ?
C86 C87 H87 109.7 . . ?
C53 C89 C49 117.1(9) . . ?
C53 C89 H89A 107.3 . . ?
C49 C89 H89A 109.3 . . ?
C53 C89 H89B 105.0 . . ?
C49 C89 H89B 108.5 . . ?
H89A C89 H89B 109.5 . . ?
C76 C90 C77 130.8(9) . . ?
C76 C90 H90 107.0 . . ?
C77 C90 H90 122.2 . . ?
N81 C88 H88A 112.2 . . ?
N81 C88 H88B 109.0 . . ?
H88A C88 H88B 109.5 . . ?
N81 C88 H88C 107.2 . . ?
H88A C88 H88C 109.5 . . ?
H88B C88 H88C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.694
_diffrn_reflns_theta_full        17.74
_diffrn_measured_fraction_theta_full 0.694
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.056


_database_code_depnum_ccdc_archive 'CCDC 865820'
#######################################################################
#
#                 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
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  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 
#  to carry out CIF format checking respectively.
#
data_shelxl
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
N-(3-(Anthracen-9-yl)propyl)-4-bromo-N-methylbenzenamine
;
_chemical_name_common            
N-(3-(Anthracen-9-yl)propyl)-4-bromo-N-methylbenzenamine
_chemical_melting_point          157
_chemical_formula_moiety         'C24 H22 Br N'
_chemical_formula_sum            'C24 H22 Br N'
_chemical_formula_weight         404.34

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'
Br Br -0.2901 2.4595 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.2850(5)
_cell_length_b                   10.4200(4)
_cell_length_c                   10.9280(6)
_cell_angle_alpha                67.167(5)
_cell_angle_beta                 81.424(5)
_cell_angle_gamma                78.925(5)
_cell_volume                     953.03(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    122
_cell_measurement_reflns_used    12410
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      17.49

_exptl_crystal_description       needles
_exptl_crystal_colour            white
_exptl_crystal_preparation       ethylacetate
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    2.163
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      122
_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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            6606
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_sigmaI/netI    0.0175
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         17.49
_reflns_number_total             1203
_reflns_number_gt                1180
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'EvalCCD (duisenbeg, 2003)'
_computing_cell_refinement       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EvalCCD (Duisenberg, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    mercury

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1203
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0286
_refine_ls_wR_factor_ref         0.0958
_refine_ls_wR_factor_gt          0.0941
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.003

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
Br1 Br 0.13339(4) 0.95384(4) 0.22873(4) 0.0293(4) Uani 1 1 d . . .
N17 N 0.2422(4) 0.3321(5) 0.3088(3) 0.0140(10) Uani 1 1 d . . .
C22 C 0.1673(6) 0.7617(5) 0.2491(4) 0.0171(12) Uani 1 1 d . . .
C8 C 0.2615(4) 0.4047(6) -0.1171(4) 0.0111(12) Uani 1 1 d . . .
C23 C 0.3087(5) 0.6986(6) 0.2208(4) 0.0133(12) Uani 1 1 d . . .
H23 H 0.3986 0.7732 0.1815 0.016 Uiso 1 1 d R . .
C21 C 0.0512(6) 0.6842(6) 0.2940(4) 0.0183(13) Uani 1 1 d . . .
H21 H -0.0593 0.7427 0.3089 0.022 Uiso 1 1 d R . .
C11 C 0.3144(4) 0.5217(7) -0.3978(4) 0.0159(12) Uani 1 1 d . . .
H11 H 0.3302 0.5621 -0.4931 0.019 Uiso 1 1 d R . .
C3 C 0.3843(4) 0.2842(7) -0.4054(5) 0.0155(12) Uani 1 1 d . . .
H3 H 0.4018 0.3344 -0.5056 0.019 Uiso 1 1 d R . .
C5 C 0.3309(5) 0.1658(7) -0.1286(5) 0.0184(13) Uani 1 1 d . . .
H5 H 0.3170 0.1261 -0.0142 0.022 Uiso 1 1 d R . .
C2 C 0.4086(4) 0.1423(7) -0.3434(5) 0.0224(13) Uani 1 1 d . . .
H2 H 0.4482 0.0599 -0.4014 0.027 Uiso 1 1 d R . .
C9 C 0.2450(4) 0.5531(7) -0.1841(5) 0.0124(13) Uani 1 1 d . . .
C16 C 0.2404(4) 0.3432(4) 0.0322(4) 0.0132(12) Uani 1 1 d . . .
H16A H 0.1978 0.2403 0.0733 0.016 Uiso 1 1 d R . .
H16B H 0.1494 0.3969 0.0788 0.016 Uiso 1 1 d R . .
C4 C 0.3338(4) 0.3760(6) -0.3331(5) 0.0104(12) Uani 1 1 d . . .
C19 C 0.2154(6) 0.4739(6) 0.2870(4) 0.0127(12) Uani 1 1 d . . .
C20 C 0.0741(6) 0.5430(6) 0.3121(4) 0.0163(13) Uani 1 1 d . . .
H20 H -0.0252 0.4833 0.3605 0.020 Uiso 1 1 d R . .
C6 C 0.3063(4) 0.3161(6) -0.1907(5) 0.0124(12) Uani 1 1 d . . .
C15 C 0.2055(4) 0.6482(7) -0.1148(4) 0.0156(12) Uani 1 1 d . . .
H15 H 0.1745 0.6212 0.0039 0.019 Uiso 1 1 d R . .
C13 C 0.2181(4) 0.8512(5) -0.3241(5) 0.0212(13) Uani 1 1 d . . .
H13 H 0.2040 0.9699 -0.3792 0.025 Uiso 1 1 d R . .
C12 C 0.2567(4) 0.7627(7) -0.3931(4) 0.0175(12) Uani 1 1 d . . .
H12 H 0.2754 0.8006 -0.4926 0.021 Uiso 1 1 d R . .
C10 C 0.2724(4) 0.6123(6) -0.3271(5) 0.0149(13) Uani 1 1 d . . .
C14 C 0.1943(4) 0.7915(6) -0.1821(5) 0.0176(13) Uani 1 1 d . . .
H14 H 0.1609 0.8684 -0.1280 0.021 Uiso 1 1 d R . .
C18 C 0.3305(5) 0.5573(6) 0.2387(4) 0.0132(13) Uani 1 1 d . . .
H18 H 0.4229 0.5078 0.2227 0.016 Uiso 1 1 d R . .
C7 C 0.3812(5) 0.0839(6) -0.2012(5) 0.0181(12) Uani 1 1 d . . .
H7 H 0.4003 -0.0115 -0.1549 0.022 Uiso 1 1 d R . .
C24 C 0.3837(4) 0.3331(4) 0.0925(3) 0.0123(12) Uani 1 1 d . . .
H24A H 0.4692 0.2638 0.0574 0.015 Uiso 1 1 d R . .
H24B H 0.4146 0.4394 0.0579 0.015 Uiso 1 1 d R . .
C25 C 0.3727(5) 0.2697(5) 0.2449(4) 0.0172(12) Uani 1 1 d . . .
H25A H 0.3709 0.1482 0.2862 0.021 Uiso 1 1 d R . .
H25B H 0.4663 0.2829 0.2806 0.021 Uiso 1 1 d R . .
C26 C 0.1211(5) 0.2511(5) 0.3611(4) 0.0212(14) Uani 1 1 d . . .
H26A H 0.1557 0.1548 0.3716 0.025 Uiso 1 1 d R . .
H26B H 0.0465 0.2896 0.2992 0.025 Uiso 1 1 d R . .
H26C H 0.0805 0.2556 0.4457 0.025 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C22 1.895(5) . ?
N17 C19 1.380(6) . ?
N17 C26 1.450(5) . ?
N17 C25 1.475(5) . ?
C22 C23 1.399(6) . ?
C22 C21 1.387(6) . ?
C8 C6 1.415(6) . ?
C8 C9 1.419(6) . ?
C8 C16 1.501(6) . ?
C23 C18 1.387(6) . ?
C23 H23 1.1697 . ?
C21 C20 1.384(6) . ?
C21 H21 1.1123 . ?
C11 C4 1.392(6) . ?
C11 C10 1.405(6) . ?
C11 H11 0.9600 . ?
C3 C2 1.355(6) . ?
C3 C4 1.435(6) . ?
C3 H3 1.0177 . ?
C5 C7 1.356(6) . ?
C5 C6 1.431(6) . ?
C5 H5 1.1491 . ?
C2 C7 1.434(6) . ?
C2 H2 1.2267 . ?
C9 C15 1.432(6) . ?
C9 C10 1.443(6) . ?
C16 C24 1.539(5) . ?
C16 H16A 1.1152 . ?
C16 H16B 1.0945 . ?
C4 C6 1.437(6) . ?
C19 C20 1.413(6) . ?
C19 C18 1.417(6) . ?
C20 H20 1.1563 . ?
C15 C14 1.375(6) . ?
C15 H15 1.2165 . ?
C13 C12 1.371(6) . ?
C13 C14 1.430(6) . ?
C13 H13 1.1373 . ?
C12 C10 1.437(6) . ?
C12 H12 1.0027 . ?
C14 H14 1.1430 . ?
C18 H18 0.9422 . ?
C7 H7 0.9191 . ?
C24 C25 1.530(5) . ?
C24 H24A 1.0965 . ?
C24 H24B 1.1033 . ?
C25 H25A 1.1704 . ?
C25 H25B 1.0559 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

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
C19 N17 C26 118.6(4) . . ?
C19 N17 C25 122.0(3) . . ?
C26 N17 C25 116.8(4) . . ?
C23 C22 C21 120.6(4) . . ?
C23 C22 Br1 120.1(4) . . ?
C21 C22 Br1 119.4(4) . . ?
C6 C8 C9 119.9(4) . . ?
C6 C8 C16 120.5(5) . . ?
C9 C8 C16 119.5(4) . . ?
C18 C23 C22 118.7(4) . . ?
C18 C23 H23 125.8 . . ?
C22 C23 H23 115.4 . . ?
C20 C21 C22 120.3(4) . . ?
C20 C21 H21 123.0 . . ?
C22 C21 H21 116.6 . . ?
C4 C11 C10 121.7(4) . . ?
C4 C11 H11 119.6 . . ?
C10 C11 H11 118.7 . . ?
C2 C3 C4 122.1(4) . . ?
C2 C3 H3 123.3 . . ?
C4 C3 H3 114.6 . . ?
C7 C5 C6 121.2(4) . . ?
C7 C5 H5 125.2 . . ?
C6 C5 H5 113.2 . . ?
C3 C2 C7 118.1(4) . . ?
C3 C2 H2 124.2 . . ?
C7 C2 H2 117.6 . . ?
C8 C9 C15 122.5(5) . . ?
C8 C9 C10 119.5(5) . . ?
C15 C9 C10 117.9(5) . . ?
C8 C16 C24 110.2(3) . . ?
C8 C16 H16A 114.2 . . ?
C24 C16 H16A 111.4 . . ?
C8 C16 H16B 116.3 . . ?
C24 C16 H16B 109.0 . . ?
H16A C16 H16B 95.0 . . ?
C11 C4 C3 121.4(5) . . ?
C11 C4 C6 119.4(5) . . ?
C3 C4 C6 119.2(5) . . ?
N17 C19 C20 122.4(4) . . ?
N17 C19 C18 120.9(5) . . ?
C20 C19 C18 116.7(4) . . ?
C21 C20 C19 121.3(4) . . ?
C21 C20 H20 115.9 . . ?
C19 C20 H20 122.4 . . ?
C8 C6 C5 122.6(5) . . ?
C8 C6 C4 120.2(5) . . ?
C5 C6 C4 117.2(5) . . ?
C14 C15 C9 121.2(4) . . ?
C14 C15 H15 110.2 . . ?
C9 C15 H15 128.6 . . ?
C12 C13 C14 118.8(4) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.8 . . ?
C13 C12 C10 122.0(4) . . ?
C13 C12 H12 121.1 . . ?
C10 C12 H12 116.9 . . ?
C11 C10 C12 121.9(5) . . ?
C11 C10 C9 119.3(5) . . ?
C12 C10 C9 118.8(5) . . ?
C15 C14 C13 121.3(4) . . ?
C15 C14 H14 121.8 . . ?
C13 C14 H14 116.9 . . ?
C23 C18 C19 122.4(4) . . ?
C23 C18 H18 123.3 . . ?
C19 C18 H18 114.3 . . ?
C5 C7 C2 122.1(4) . . ?
C5 C7 H7 116.9 . . ?
C2 C7 H7 120.9 . . ?
C25 C24 C16 113.7(3) . . ?
C25 C24 H24A 107.1 . . ?
C16 C24 H24A 107.7 . . ?
C25 C24 H24B 109.3 . . ?
C16 C24 H24B 108.7 . . ?
H24A C24 H24B 110.2 . . ?
N17 C25 C24 114.3(3) . . ?
N17 C25 H25A 107.1 . . ?
C24 C25 H25A 112.0 . . ?
N17 C25 H25B 107.1 . . ?
C24 C25 H25B 110.1 . . ?
H25A C25 H25B 105.7 . . ?
N17 C26 H26A 109.4 . . ?
N17 C26 H26B 108.6 . . ?
H26A C26 H26B 109.5 . . ?
N17 C26 H26C 110.4 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        17.49
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.059


_database_code_depnum_ccdc_archive 'CCDC 865821'
#######################################################################
#
#                 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
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  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 
#  to carry out CIF format checking respectively.
#
data_shelxl
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
N-(3-(Anthracen-9-yl)propyl)-4-chloro-N-methylbenzenamine
;
_chemical_name_common            
N-(3-(Anthracen-9-yl)propyl)-4-chloro-N-methylbenzenamine
_chemical_melting_point          156
_chemical_formula_moiety         'C24 H22 Cl N'
_chemical_formula_sum            'C24 H22 Cl N'
_chemical_formula_weight         359.89

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'
Cl Cl 0.1484 0.1585 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.2980(5)
_cell_length_b                   10.2610(7)
_cell_length_c                   10.9430(7)
_cell_angle_alpha                66.706(5)
_cell_angle_beta                 81.271(5)
_cell_angle_gamma                78.544(6)
_cell_volume                     936.72(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    122
_cell_measurement_reflns_used    20432
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      42.00

_exptl_crystal_description       needles
_exptl_crystal_colour            white
_exptl_crystal_preparation       ethylacetate
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.542
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             940
_exptl_absorpt_coefficient_mu    0.21
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      122
_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  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            46429
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         42.00
_reflns_number_total             13067
_reflns_number_gt                9877
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'EvalCCD (duisenbeg, 2003)'
_computing_cell_refinement       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EvalCCD (Duisenberg, 2003)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    mercury

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         13067
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1664
_refine_ls_wR_factor_gt          0.1512
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_restrained_S_all      1.185
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.36164(2) 0.047777(18) 0.27120(2) 0.02898(6) Uani 1 1 d . . .
C25 C 0.38040(8) 0.74668(7) 0.14038(7) 0.02069(12) Uani 1 1 d . . .
H25A H 0.4366 0.7391 0.0546 0.025 Uiso 1 1 d R . .
H25B H 0.4604 0.7143 0.2024 0.025 Uiso 1 1 d R . .
C19 C 0.16861(8) 0.83957(7) 0.62640(7) 0.01895(11) Uani 1 1 d . . .
H19 H 0.1807 0.8862 0.5281 0.023 Uiso 1 1 d R . .
C21 C 0.24864(8) 0.23059(7) 0.89717(7) 0.01960(11) Uani 1 1 d . . .
H21 H 0.2260 0.1959 0.9933 0.024 Uiso 1 1 d R . .
C24 C 0.33233(7) 0.22834(7) 0.25161(7) 0.01836(11) Uani 1 1 d . . .
H25C H 0.3445 0.8469 0.1193 0.022 Uiso 1 1 d R . .
C26 C 0.12745(7) 0.72733(7) 0.25429(6) 0.01656(10) Uani 1 1 d . . .
H26A H 0.1345 0.8318 0.2203 0.020 Uiso 1 1 d R . .
H26B H 0.0377 0.7146 0.2260 0.020 Uiso 1 1 d R . .
C22 C 0.31382(8) 0.20062(8) 0.68674(8) 0.02209(12) Uani 1 1 d . . .
H22 H 0.3446 0.1405 0.6379 0.027 Uiso 1 1 d R . .
C17 C 0.09156(9) 0.86207(8) 0.84037(8) 0.02337(13) Uani 1 1 d . . .
H17 H 0.0584 0.9211 0.8899 0.028 Uiso 1 1 d R . .
C18 C 0.11830(9) 0.92414(8) 0.69922(8) 0.02267(13) Uani 1 1 d . . .
H18 H 0.1016 1.0278 0.6529 0.027 Uiso 1 1 d R . .
C23 C 0.44885(8) 0.30638(8) 0.20751(7) 0.02099(12) Uani 1 1 d . . .
H23 H 0.5482 0.2597 0.1896 0.025 Uiso 1 1 d R . .
C20 C 0.28909(8) 0.14191(7) 0.82817(8) 0.02274(13) Uani 1 1 d . . .
H20 H 0.3007 0.0467 0.8724 0.027 Uiso 1 1 d R . .
N41 N 0.25757(6) 0.66585(6) 0.19087(5) 0.01572(9) Uani 1 1 d . . .
C36 C 0.11806(7) 0.66424(7) 0.40732(6) 0.01567(10) Uani 1 1 d . . .
H36A H 0.1007 0.5665 0.4420 0.019 Uiso 1 1 d R . .
H36B H 0.0390 0.7246 0.4393 0.019 Uiso 1 1 d R . .
C39 C 0.28296(6) 0.52048(6) 0.21450(6) 0.01389(9) Uani 1 1 d . . .
C28 C 0.25721(7) 0.44426(6) 0.68588(6) 0.01429(9) Uani 1 1 d . . .
C37 C 0.19214(7) 0.29277(7) 0.27972(6) 0.01719(10) Uani 1 1 d . . .
H37 H 0.1141 0.2401 0.3083 0.021 Uiso 1 1 d R . .
C35 C 0.26039(7) 0.65783(7) 0.46653(6) 0.01550(10) Uani 1 1 d . . .
H35A H 0.3400 0.6002 0.4332 0.019 Uiso 1 1 d R . .
H35B H 0.2954 0.7538 0.4323 0.019 Uiso 1 1 d R . .
C40 C 0.42448(7) 0.45090(7) 0.18917(7) 0.01877(11) Uani 1 1 d . . .
H40 H 0.5072 0.5021 0.1558 0.023 Uiso 1 1 d R . .
C38 C 0.16722(7) 0.43722(7) 0.26140(6) 0.01553(10) Uani 1 1 d . . .
H38 H 0.0700 0.4821 0.2812 0.019 Uiso 1 1 d R . .
C31 C 0.16689(7) 0.62394(7) 0.83269(6) 0.01476(9) Uani 1 1 d . . .
C30 C 0.18708(7) 0.47506(7) 0.89927(6) 0.01605(10) Uani 1 1 d . . .
H30 H 0.1681 0.4373 0.9948 0.019 Uiso 1 1 d R . .
C33 C 0.24030(7) 0.59499(6) 0.61719(5) 0.01374(9) Uani 1 1 d . . .
C32 C 0.19394(7) 0.68592(6) 0.68982(6) 0.01399(9) Uani 1 1 d . . .
C29 C 0.23062(7) 0.38385(7) 0.82893(6) 0.01491(10) Uani 1 1 d . . .
C34 C 0.11572(8) 0.71671(8) 0.90481(7) 0.01942(11) Uani 1 1 d . . .
H34 H 0.0985 0.6723 1.0017 0.023 Uiso 1 1 d R . .
C27 C 0.29885(7) 0.34600(7) 0.61801(7) 0.01826(11) Uani 1 1 d . . .
H27 H 0.3111 0.3837 0.5194 0.022 Uiso 1 1 d R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C24 1.7481(7) . ?
C25 N41 1.4560(9) . ?
C25 H25A 1.0268 . ?
C25 H25B 1.0003 . ?
C25 H25C 0.9602 . ?
C19 C18 1.3709(10) . ?
C19 C32 1.4351(9) . ?
C19 H19 0.9877 . ?
C21 C20 1.3641(11) . ?
C21 C29 1.4364(9) . ?
C21 H21 0.9718 . ?
C24 C23 1.3885(10) . ?
C24 C37 1.3884(9) . ?
C26 N41 1.4600(8) . ?
C26 C36 1.5335(8) . ?
C26 H26A 0.9984 . ?
C26 H26B 0.9809 . ?
C22 C27 1.3684(10) . ?
C22 C20 1.4214(11) . ?
C22 H22 0.9447 . ?
C17 C34 1.3622(10) . ?
C17 C18 1.4218(11) . ?
C17 H17 0.9437 . ?
C18 H18 0.9720 . ?
C23 C40 1.3913(10) . ?
C23 H23 0.9825 . ?
C20 H20 0.8948 . ?
N41 C39 1.3861(8) . ?
C36 C35 1.5387(9) . ?
C36 H36A 0.9597 . ?
C36 H36B 0.9789 . ?
C39 C40 1.4109(9) . ?
C39 C38 1.4150(9) . ?
C28 C33 1.4148(8) . ?
C28 C27 1.4380(9) . ?
C28 C29 1.4393(8) . ?
C37 C38 1.3904(9) . ?
C37 H37 0.9327 . ?
C35 C33 1.5108(8) . ?
C35 H35A 0.9727 . ?
C35 H35B 1.0073 . ?
C40 H40 0.9613 . ?
C38 H38 0.9641 . ?
C31 C30 1.3954(9) . ?
C31 C34 1.4338(9) . ?
C31 C32 1.4387(8) . ?
C30 C29 1.3990(9) . ?
C30 H30 0.9616 . ?
C33 C32 1.4181(8) . ?
C34 H34 0.9759 . ?
C27 H27 0.9884 . ?

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
N41 C25 H25A 114.6 . . ?
N41 C25 H25B 114.2 . . ?
H25A C25 H25B 102.3 . . ?
N41 C25 H25C 109.4 . . ?
H25A C25 H25C 106.0 . . ?
H25B C25 H25C 109.9 . . ?
C18 C19 C32 121.15(6) . . ?
C18 C19 H19 118.6 . . ?
C32 C19 H19 120.1 . . ?
C20 C21 C29 120.91(6) . . ?
C20 C21 H21 123.2 . . ?
C29 C21 H21 115.8 . . ?
C23 C24 C37 120.51(6) . . ?
C23 C24 Cl1 119.91(5) . . ?
C37 C24 Cl1 119.57(5) . . ?
N41 C26 C36 114.47(5) . . ?
N41 C26 H26A 104.5 . . ?
C36 C26 H26A 110.0 . . ?
N41 C26 H26B 110.2 . . ?
C36 C26 H26B 108.1 . . ?
H26A C26 H26B 109.5 . . ?
C27 C22 C20 120.82(6) . . ?
C27 C22 H22 118.1 . . ?
C20 C22 H22 121.0 . . ?
C34 C17 C18 119.92(6) . . ?
C34 C17 H17 119.7 . . ?
C18 C17 H17 120.4 . . ?
C19 C18 C17 120.88(6) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 120.2 . . ?
C24 C23 C40 119.76(6) . . ?
C24 C23 H23 120.2 . . ?
C40 C23 H23 120.1 . . ?
C21 C20 C22 120.11(6) . . ?
C21 C20 H20 119.7 . . ?
C22 C20 H20 120.2 . . ?
C39 N41 C25 118.86(5) . . ?
C39 N41 C26 120.48(5) . . ?
C25 N41 C26 117.66(5) . . ?
C26 C36 C35 114.04(5) . . ?
C26 C36 H36A 111.1 . . ?
C35 C36 H36A 104.5 . . ?
C26 C36 H36B 107.9 . . ?
C35 C36 H36B 108.0 . . ?
H36A C36 H36B 111.2 . . ?
N41 C39 C40 121.19(6) . . ?
N41 C39 C38 121.26(5) . . ?
C40 C39 C38 117.52(6) . . ?
C33 C28 C27 122.48(5) . . ?
C33 C28 C29 120.08(5) . . ?
C27 C28 C29 117.44(5) . . ?
C24 C37 C38 119.92(6) . . ?
C24 C37 H37 120.1 . . ?
C38 C37 H37 120.0 . . ?
C33 C35 C36 110.16(5) . . ?
C33 C35 H35A 111.1 . . ?
C36 C35 H35A 108.5 . . ?
C33 C35 H35B 111.6 . . ?
C36 C35 H35B 112.7 . . ?
H35A C35 H35B 102.6 . . ?
C23 C40 C39 121.24(6) . . ?
C23 C40 H40 117.4 . . ?
C39 C40 H40 121.4 . . ?
C37 C38 C39 121.02(6) . . ?
C37 C38 H38 120.0 . . ?
C39 C38 H38 118.9 . . ?
C30 C31 C34 120.69(6) . . ?
C30 C31 C32 120.05(5) . . ?
C34 C31 C32 119.24(6) . . ?
C31 C30 C29 121.00(5) . . ?
C31 C30 H30 117.8 . . ?
C29 C30 H30 121.2 . . ?
C28 C33 C32 119.60(5) . . ?
C28 C33 C35 119.81(5) . . ?
C32 C33 C35 120.43(5) . . ?
C33 C32 C19 122.68(5) . . ?
C33 C32 C31 119.66(5) . . ?
C19 C32 C31 117.63(5) . . ?
C30 C29 C21 121.03(6) . . ?
C30 C29 C28 119.59(5) . . ?
C21 C29 C28 119.38(6) . . ?
C17 C34 C31 121.17(6) . . ?
C17 C34 H34 121.0 . . ?
C31 C34 H34 117.8 . . ?
C22 C27 C28 121.34(6) . . ?
C22 C27 H27 118.9 . . ?
C28 C27 H27 119.6 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        42.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.784
_refine_diff_density_min         -0.817
_refine_diff_density_rms         0.060


_database_code_depnum_ccdc_archive 'CCDC 865822'
