Electronic upplementary Material for CrystEngComm
This journal is (c) The Royal Society of Chemistry 2006

data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350

_publ_contact_author_name        'Roger Bishop'
_publ_contact_author_address     
;
Department of Chemistry
University of New South Wales
Sydney
New South Wales
2052
AUSTRALIA
;

_publ_section_title              
;
Inclusion of polyhalomethanes by a tetrahalogenated
diquinoline host
;

_publ_section_references         
;
Altomare, A., Burla, M.C., Camalli, M., Cascarano, G., Giacovazzo, C.,
Guagliardi, A., Polidori, G., J. Appl. Cryst., 1994, 27, 435.

Ibers, J.A. and Hamilton, W.C., (Eds) International Tables for X-Ray
Crystallography Vol. 4 , Kynoch Press, Birmingham, 1974.

Johnson, C.K.,'ORTEP-II', Oak Ridge National Laboratory, Tennessee,
U.S.A., 1976.

Rae, A.D., RAELS. A comprehensive Constrained Least Squares Refinement
Program, University of New South Wales, 1989.
;
_publ_contact_author_email       R.BISHOP@UNSW.EDU.AU
loop_
_publ_author_name
R.Bishop
J.Ashmore
D.C.Craig
M.Scudder

# Attachment 'Structure_4_CCl4_drb288.cif'

data_DRB288
_database_code_depnum_ccdc_archive 'CCDC 621637'
_audit_creation_method           'RAELSPUB and manual entry'

_publ_section_figure_captions    ?
_publ_section_exptl_prep         ?
_publ_section_exptl_refinement   ?
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H22 Br2 Cl2 N2,2(C Cl4)'
_chemical_formula_sum            'C37 H22 Br2 Cl10 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1008.9

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   16.888(5)
_cell_length_b                   12.430(6)
_cell_length_c                   19.756(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.98(2)
_cell_angle_gamma                90
_cell_volume                     4116(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10
_cell_measurement_theta_min      10
_cell_measurement_theta_max      11
_cell_measurement_temperature    294
_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          0.1
_exptl_crystal_density_diffrn    1.63
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1992.0
_exptl_absorpt_coefficient_mu    2.634
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_reflns_number            5938
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_theta_max         23
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_standards_number         1
_diffrn_standards_interval_time  30min
_diffrn_standards_decay_%        8

# REFINEMENT DATA

_refine_special_details          ?
_reflns_number_total             5713
_reflns_number_gt                3466
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.071
_refine_ls_wR_factor_ref         0.091
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         3466
_refine_ls_number_parameters     224
_refine_ls_goodness_of_fit_ref   1.93
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0004F^2^]'
_refine_ls_shift/su_max          0.003
_refine_diff_density_max         1.15
_refine_diff_density_min         -1.05
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_atom_type_scat_source           
'International Tables for X-ray Crystallography, Vol. IV'

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_occupancy
Br1 0.27103(8) 0.28489(11) 0.56341(5) 0.0724(5) Uani Br 1.0
Br2 0.21085(7) 0.24560(9) 0.22878(5) 0.0641(4) Uani Br 1.0
Cl1 0.5467(2) 0.7192(3) 0.2064(2) 0.124(2) Uani Cl 1.0
Cl2 -0.0339(2) 0.8077(2) 0.5360(2) 0.0706(9) Uani Cl 1.0
N1 0.4090(5) 0.4238(7) 0.3919(4) 0.053(2) Uani N 1.0
N2 0.0850(4) 0.4494(6) 0.3839(4) 0.043(1) Uani N 1.0
C1 0.1758(6) 0.3102(7) 0.3616(4) 0.043(2) Uani C 1.0
C2 0.1538(6) 0.4025(7) 0.4054(4) 0.040(1) Uani C 1.0
C3 0.2051(6) 0.4368(7) 0.4645(4) 0.041(1) Uani C 1.0
C4 0.2825(6) 0.3811(7) 0.4838(4) 0.047(2) Uani C 1.0
C5 0.3090(6) 0.3091(8) 0.4275(4) 0.047(2) Uani C 1.0
C6 0.3356(6) 0.3835(7) 0.3753(5) 0.045(1) Uani C 1.0
C7 0.2883(6) 0.4101(7) 0.3140(4) 0.041(1) Uani C 1.0
C8 0.2065(5) 0.3602(7) 0.2985(4) 0.041(1) Uani C 1.0
C9 0.2404(6) 0.2382(7) 0.3980(4) 0.047(2) Uani C 1.0
C10 0.4373(6) 0.4927(9) 0.3468(5) 0.057(1) Uani C 1.0
C11 0.5155(6) 0.5329(10) 0.3644(6) 0.073(2) Uani C 1.0
C12 0.5490(7) 0.6012(10) 0.3213(7) 0.083(3) Uani C 1.0
C13 0.5043(7) 0.6309(9) 0.2601(7) 0.076(3) Uani C 1.0
C14 0.4297(6) 0.5944(8) 0.2411(6) 0.061(2) Uani C 1.0
C15 0.3942(6) 0.5231(8) 0.2856(5) 0.052(1) Uani C 1.0
C16 0.3157(6) 0.4817(8) 0.2688(4) 0.044(1) Uani C 1.0
C17 0.0609(6) 0.5344(8) 0.4191(5) 0.044(1) Uani C 1.0
C18 -0.0115(6) 0.5846(8) 0.3958(5) 0.051(1) Uani C 1.0
C19 -0.0397(6) 0.6669(8) 0.4304(5) 0.056(2) Uani C 1.0
C20 0.0035(6) 0.7038(8) 0.4917(5) 0.053(1) Uani C 1.0
C21 0.0772(6) 0.6582(8) 0.5154(5) 0.048(1) Uani C 1.0
C22 0.1068(6) 0.5718(7) 0.4806(4) 0.043(1) Uani C 1.0
C23 0.1825(6) 0.5233(7) 0.5011(4) 0.043(1) Uani C 1.0
C24 0.2667(4) 0.5161(5) 0.2052(4) 0.043(2) Uani C 1.0
C25 0.2058(5) 0.5893(6) 0.2079(4) 0.063(2) Uani C 1.0
C26 0.1591(5) 0.6217(7) 0.1494(5) 0.082(3) Uani C 1.0
C27 0.1727(5) 0.5810(7) 0.0871(4) 0.081(3) Uani C 1.0
C28 0.2332(6) 0.5079(7) 0.0837(3) 0.080(2) Uani C 1.0
C29 0.2798(4) 0.4759(6) 0.1425(4) 0.062(2) Uani C 1.0
C30 0.2333(4) 0.5692(6) 0.5613(3) 0.047(3) Uani C 1.0
C31 0.2934(5) 0.6408(6) 0.5519(4) 0.066(2) Uani C 1.0
C32 0.3423(5) 0.6821(7) 0.6067(5) 0.081(2) Uani C 1.0
C33 0.3317(5) 0.6521(7) 0.6720(4) 0.077(3) Uani C 1.0
C34 0.2720(6) 0.5806(8) 0.6821(3) 0.083(3) Uani C 1.0
C35 0.2233(5) 0.5397(7) 0.6270(4) 0.069(2) Uani C 1.0
C1Ct1 0.0724(4) 0.9026(4) 0.3221(3) 0.086(4) Uani C 0.61
Cl1Ct1 0.1118(5) 1.0199(6) 0.2953(5) 0.136(4) Uani Cl 0.61
Cl2Ct1 -0.0150(5) 0.9297(6) 0.3545(5) 0.152(5) Uani Cl 0.61
Cl3Ct1 0.1387(5) 0.8447(9) 0.3839(5) 0.192(9) Uani Cl 0.61
Cl4Ct1 0.0541(7) 0.8161(7) 0.2545(4) 0.201(7) Uani Cl 0.61
C1Ct1' 0.0843(6) 0.9006(7) 0.3309(5) 0.089(4) Uani C 0.39
Cl1Ct1' 0.1490(8) 1.0046(11) 0.3229(8) 0.170(5) Uani Cl 0.39
Cl2Ct1' 0.0258(9) 0.9305(11) 0.3934(6) 0.159(5) Uani Cl 0.39
Cl3Ct1' 0.1374(9) 0.7855(11) 0.3523(9) 0.198(9) Uani Cl 0.39
Cl4Ct1' 0.0252(9) 0.8816(13) 0.2551(6) 0.170(7) Uani Cl 0.39
C1Ct2 0.4204(3) 0.8476(5) 0.4183(3) 0.145(5) Uani C 0.74
Cl1Ct2 0.3502(4) 0.7654(7) 0.3749(4) 0.166(4) Uani Cl 0.74
Cl2Ct2 0.4788(4) 0.9026(7) 0.3623(3) 0.209(4) Uani Cl 0.74
Cl3Ct2 0.4787(5) 0.7740(7) 0.4784(3) 0.227(6) Uani Cl 0.74
Cl4Ct2 0.3737(6) 0.9481(7) 0.4575(5) 0.299(9) Uani Cl 0.74
C1Ct2' 0.4190(9) 0.8772(14) 0.4112(8) 0.161(4) Uani C 0.26
Cl1Tc2' 0.3784(15) 0.8928(25) 0.4860(11) 0.260(9) Uani Cl 0.26
Cl2Tc2' 0.5193(9) 0.8534(22) 0.4289(12) 0.229(6) Uani Cl 0.26
Cl3Tc2' 0.4040(17) 0.9920(17) 0.3634(14) 0.324(6) Uani Cl 0.26
Cl4Tc2' 0.3744(13) 0.7708(18) 0.3666(11) 0.152(5) Uani Cl 0.26
HC1 0.1272 0.2662 0.3470 0.048 Uani H 1.0
HC4 0.3249 0.4359 0.4974 0.050 Uani H 1.0
HC5 0.3548 0.2631 0.4470 0.054 Uani H 1.0
HC8 0.1681 0.4170 0.2794 0.041 Uani H 1.0
H1C9 0.2593 0.1861 0.3648 0.050 Uani H 1.0
H2C9 0.2187 0.1977 0.4354 0.051 Uani H 1.0
HC11 0.5466 0.5113 0.4086 0.082 Uani H 1.0
HC12 0.6045 0.6291 0.3336 0.100 Uani H 1.0
HC14 0.3997 0.6168 0.1965 0.061 Uani H 1.0
HC18 -0.0428 0.5591 0.3526 0.057 Uani H 1.0
HC19 -0.0914 0.7019 0.4126 0.065 Uani H 1.0
HC21 0.1089 0.6873 0.5575 0.051 Uani H 1.0
HC25 0.1955 0.6193 0.2530 0.084 Uani H 1.0
HC26 0.1151 0.6748 0.1522 0.119 Uani H 1.0
HC27 0.1388 0.6044 0.0446 0.103 Uani H 1.0
HC28 0.2435 0.4780 0.0386 0.114 Uani H 1.0
HC29 0.3237 0.4227 0.1395 0.084 Uani H 1.0
HC31 0.3016 0.6632 0.5046 0.093 Uani H 1.0
HC32 0.3855 0.7340 0.5990 0.118 Uani H 1.0
HC33 0.3671 0.6819 0.7118 0.094 Uani H 1.0
HC34 0.2639 0.5584 0.7294 0.122 Uani H 1.0
HC35 0.1801 0.4878 0.6348 0.097 Uani H 1.0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
Br1 0.086(1) 0.0842(9) 0.0467(7) 0.0142(7) 0.0049(6) 0.0172(6) Br
Br2 0.0818(9) 0.0638(8) 0.0490(7) -0.0162(6) 0.0171(6) -0.0188(6) Br
Cl1 0.078(3) 0.116(3) 0.183(4) -0.032(2) 0.029(3) 0.053(3) Cl
Cl2 0.072(2) 0.058(2) 0.086(2) 0.010(2) 0.023(2) -0.012(2) Cl
N1 0.040(2) 0.059(2) 0.060(2) 0.007(1) -0.002(2) 0.000(2) N
N2 0.039(2) 0.042(1) 0.046(2) -0.007(1) 0.002(1) -0.005(1) N
C1 0.051(2) 0.038(2) 0.039(2) -0.004(1) 0.005(2) -0.004(1) C
C2 0.044(2) 0.038(2) 0.038(2) -0.004(1) 0.003(1) -0.004(1) C
C3 0.049(2) 0.040(2) 0.035(2) 0.001(1) 0.001(1) -0.002(1) C
C4 0.056(2) 0.046(2) 0.037(2) 0.008(2) -0.003(2) -0.001(1) C
C5 0.054(3) 0.046(2) 0.040(2) 0.009(2) 0.002(2) 0.001(1) C
C6 0.043(2) 0.046(1) 0.044(2) 0.005(1) 0.001(2) 0.000(1) C
C7 0.044(2) 0.040(2) 0.039(2) 0.001(1) 0.004(1) -0.001(1) C
C8 0.049(2) 0.038(2) 0.036(2) -0.003(1) 0.001(2) -0.004(1) C
C9 0.062(3) 0.039(2) 0.040(2) 0.004(1) 0.010(3) -0.001(1) C
C10 0.038(2) 0.060(2) 0.072(2) 0.002(1) 0.006(1) -0.001(2) C
C11 0.037(2) 0.079(4) 0.104(4) 0.000(2) 0.006(1) -0.003(3) C
C12 0.042(2) 0.083(4) 0.128(5) -0.006(2) 0.022(2) -0.004(4) C
C13 0.055(2) 0.066(3) 0.112(5) -0.006(3) 0.036(2) -0.001(3) C
C14 0.057(2) 0.052(2) 0.080(3) -0.001(2) 0.029(2) 0.000(2) C
C15 0.045(2) 0.049(2) 0.063(2) 0.001(1) 0.014(1) 0.000(1) C
C16 0.048(2) 0.041(2) 0.044(2) 0.001(1) 0.009(1) -0.001(1) C
C17 0.040(2) 0.043(1) 0.048(2) -0.003(1) 0.005(1) -0.003(1) C
C18 0.038(2) 0.053(2) 0.063(2) -0.002(2) 0.005(1) -0.002(1) C
C19 0.045(2) 0.055(2) 0.070(3) 0.004(2) 0.014(2) 0.001(2) C
C20 0.059(2) 0.046(2) 0.059(2) 0.006(2) 0.021(2) 0.003(1) C
C21 0.061(2) 0.040(2) 0.045(2) 0.003(2) 0.014(2) 0.000(1) C
C22 0.049(2) 0.039(2) 0.041(2) 0.000(1) 0.007(1) -0.002(1) C
C23 0.053(2) 0.040(2) 0.035(2) 0.001(1) 0.001(1) -0.002(1) C
C24 0.049(4) 0.036(5) 0.047(3) -0.011(3) 0.013(3) 0.000(3) C
C25 0.065(5) 0.061(5) 0.062(3) 0.010(3) 0.010(3) 0.004(3) C
C26 0.082(5) 0.086(6) 0.077(4) 0.017(4) -0.002(4) 0.014(4) C
C27 0.093(6) 0.079(7) 0.066(3) -0.007(5) -0.011(4) 0.014(4) C
C28 0.110(7) 0.078(7) 0.049(3) -0.002(4) 0.000(3) 0.001(3) C
C29 0.083(5) 0.060(5) 0.045(3) 0.000(3) 0.012(3) -0.003(3) C
C30 0.053(4) 0.049(5) 0.041(3) 0.005(4) 0.007(3) -0.006(3) C
C31 0.072(5) 0.069(5) 0.055(3) -0.017(4) -0.002(3) 0.000(3) C
C32 0.088(5) 0.080(6) 0.069(4) -0.023(4) -0.013(4) -0.004(4) C
C33 0.083(6) 0.083(7) 0.059(3) -0.001(5) -0.011(4) -0.019(4) C
C34 0.087(7) 0.118(8) 0.043(3) -0.012(5) 0.001(3) -0.013(3) C
C35 0.073(5) 0.095(6) 0.039(3) -0.012(4) 0.007(3) -0.005(3) C
C1Ct1 0.086(6) 0.083(4) 0.087(6) -0.008(3) 0.009(5) -0.003(3) C
Cl1Ct1 0.134(7) 0.100(3) 0.183(8) -0.020(4) 0.054(6) 0.013(4) Cl
Cl2Ct1 0.126(7) 0.133(5) 0.211(9) 0.013(4) 0.080(6) 0.032(5) Cl
Cl3Ct1 0.160(8) 0.222(9) 0.184(9) 0.041(6) -0.023(7) 0.074(7) Cl
Cl4Ct1 0.304(9) 0.148(8) 0.154(8) -0.045(6) 0.037(7) -0.072(7) Cl
C1Ct1' 0.087(6) 0.089(4) 0.092(6) -0.005(3) 0.008(5) 0.001(3) C
Cl1Ct1' 0.115(7) 0.147(6) 0.246(9) -0.053(6) 0.019(7) 0.001(4) Cl
Cl2Ct1' 0.224(9) 0.139(7) 0.128(7) 0.018(5) 0.086(7) 0.009(3) Cl
Cl3Ct1' 0.183(9) 0.161(8) 0.261(9) 0.074(8) 0.072(9) 0.087(8) Cl
Cl4Ct1' 0.204(6) 0.178(8) 0.114(7) -0.039(6) -0.033(5) -0.034(5) Cl
C1Ct2 0.135(5) 0.166(8) 0.142(5) 0.002(4) 0.052(4) -0.011(3) C
Cl1Ct2 0.127(5) 0.227(8) 0.150(5) -0.021(4) 0.042(4) -0.004(3) Cl
Cl2Ct2 0.196(8) 0.235(8) 0.207(7) -0.054(6) 0.073(5) 0.026(6) Cl
Cl3Ct2 0.154(7) 0.370(9) 0.156(6) 0.012(7) 0.019(4) 0.053(6) Cl
Cl4Ct2 0.359(9) 0.239(9) 0.326(9) 0.042(8) 0.154(9) -0.094(9) Cl
C1Ct2' 0.165(5) 0.161(8) 0.169(5) 0.001(4) 0.062(4) -0.013(4) C
Cl1Tc2' 0.274(9) 0.311(9) 0.216(8) 0.004(9) 0.119(8) -0.094(8) Cl
Cl2Tc2' 0.141(6) 0.364(9) 0.185(8) -0.062(5) 0.033(4) -0.005(7) Cl
Cl3Tc2' 0.410(9) 0.176(8) 0.406(9) 0.043(6) 0.134(9) 0.078(9) Cl
Cl4Tc2' 0.128(6) 0.197(8) 0.138(5) -0.010(4) 0.043(4) -0.008(3) Cl

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C4 2.004(9) 1_555 1_555 no
Br2 C8 1.988(9) 1_555 1_555 no
Cl1 C13 1.739(12) 1_555 1_555 no
Cl2 C20 1.723(10) 1_555 1_555 no
N1 C6 1.339(11) 1_555 1_555 no
N1 C10 1.363(12) 1_555 1_555 no
N2 C2 1.323(11) 1_555 1_555 no
N2 C17 1.355(11) 1_555 1_555 no
C1 C2 1.509(12) 1_555 1_555 no
C1 C8 1.540(12) 1_555 1_555 no
C1 C9 1.522(12) 1_555 1_555 no
C2 C3 1.433(12) 1_555 1_555 no
C3 C4 1.487(12) 1_555 1_555 no
C3 C23 1.376(12) 1_555 1_555 no
C4 C5 1.536(12) 1_555 1_555 no
C5 C6 1.495(12) 1_555 1_555 no
C5 C9 1.516(13) 1_555 1_555 no
C6 C7 1.407(12) 1_555 1_555 no
C7 C8 1.510(12) 1_555 1_555 no
C7 C16 1.380(12) 1_555 1_555 no
C10 C11 1.415(14) 1_555 1_555 no
C10 C15 1.387(13) 1_555 1_555 no
C11 C12 1.372(16) 1_555 1_555 no
C12 C13 1.396(16) 1_555 1_555 no
C13 C14 1.349(14) 1_555 1_555 no
C14 C15 1.430(13) 1_555 1_555 no
C15 C16 1.423(13) 1_555 1_555 no
C16 C24 1.481(11) 1_555 1_555 no
C17 C18 1.400(12) 1_555 1_555 no
C17 C22 1.437(12) 1_555 1_555 no
C18 C19 1.349(13) 1_555 1_555 no
C19 C20 1.413(13) 1_555 1_555 no
C20 C21 1.394(13) 1_555 1_555 no
C21 C22 1.400(12) 1_555 1_555 no
C22 C23 1.426(12) 1_555 1_555 no
C23 C30 1.494(11) 1_555 1_555 no
C24 C25 1.379(6) 1_555 1_555 no
C24 C29 1.379(6) 1_555 1_555 no
C25 C26 1.379(7) 1_555 1_555 no
C26 C27 1.375(7) 1_555 1_555 no
C27 C28 1.375(7) 1_555 1_555 no
C28 C29 1.379(7) 1_555 1_555 no
C30 C31 1.379(6) 1_555 1_555 no
C30 C35 1.379(6) 1_555 1_555 no
C31 C32 1.379(7) 1_555 1_555 no
C32 C33 1.375(7) 1_555 1_555 no
C33 C34 1.375(7) 1_555 1_555 no
C34 C35 1.379(7) 1_555 1_555 no
C1Ct1 Cl1Ct1 1.712(2) 1_555 1_555 no
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 N1 C10 117.6(8) 1_555 1_555 1_555 no
C2 N2 C17 119.0(8) 1_555 1_555 1_555 no
C2 C1 C8 106.8(7) 1_555 1_555 1_555 no
C2 C1 C9 112.9(7) 1_555 1_555 1_555 no
C8 C1 C9 109.1(8) 1_555 1_555 1_555 no
N2 C2 C1 114.7(8) 1_555 1_555 1_555 no
N2 C2 C3 123.5(8) 1_555 1_555 1_555 no
C1 C2 C3 121.8(8) 1_555 1_555 1_555 no
C2 C3 C4 119.8(8) 1_555 1_555 1_555 no
C2 C3 C23 118.8(8) 1_555 1_555 1_555 no
C4 C3 C23 121.4(8) 1_555 1_555 1_555 no
Br1 C4 C3 108.3(6) 1_555 1_555 1_555 no
Br1 C4 C5 106.6(6) 1_555 1_555 1_555 no
C3 C4 C5 114.2(8) 1_555 1_555 1_555 no
C4 C5 C6 106.1(8) 1_555 1_555 1_555 no
C4 C5 C9 110.0(8) 1_555 1_555 1_555 no
C6 C5 C9 112.0(7) 1_555 1_555 1_555 no
N1 C6 C5 114.2(8) 1_555 1_555 1_555 no
N1 C6 C7 122.3(9) 1_555 1_555 1_555 no
C5 C6 C7 123.5(9) 1_555 1_555 1_555 no
C6 C7 C8 119.3(8) 1_555 1_555 1_555 no
C6 C7 C16 120.5(9) 1_555 1_555 1_555 no
C8 C7 C16 120.2(8) 1_555 1_555 1_555 no
Br2 C8 C1 108.4(6) 1_555 1_555 1_555 no
Br2 C8 C7 109.0(6) 1_555 1_555 1_555 no
C1 C8 C7 113.0(7) 1_555 1_555 1_555 no
C1 C9 C5 108.1(8) 1_555 1_555 1_555 no
N1 C10 C11 116.9(10) 1_555 1_555 1_555 no
N1 C10 C15 123.5(9) 1_555 1_555 1_555 no
C11 C10 C15 119.6(11) 1_555 1_555 1_555 no
C10 C11 C12 120.6(11) 1_555 1_555 1_555 no
C11 C12 C13 118.8(11) 1_555 1_555 1_555 no
Cl1 C13 C12 118.5(10) 1_555 1_555 1_555 no
Cl1 C13 C14 118.8(10) 1_555 1_555 1_555 no
C12 C13 C14 122.7(11) 1_555 1_555 1_555 no
C13 C14 C15 119.0(11) 1_555 1_555 1_555 no
C10 C15 C14 119.3(10) 1_555 1_555 1_555 no
C10 C15 C16 118.7(9) 1_555 1_555 1_555 no
C14 C15 C16 122.0(9) 1_555 1_555 1_555 no
C7 C16 C15 117.3(9) 1_555 1_555 1_555 no
C7 C16 C24 122.6(8) 1_555 1_555 1_555 no
C15 C16 C24 120.1(8) 1_555 1_555 1_555 no
N2 C17 C18 118.9(9) 1_555 1_555 1_555 no
N2 C17 C22 121.5(8) 1_555 1_555 1_555 no
C18 C17 C22 119.6(9) 1_555 1_555 1_555 no
C17 C18 C19 121.3(9) 1_555 1_555 1_555 no
C18 C19 C20 120.2(9) 1_555 1_555 1_555 no
Cl2 C20 C19 119.7(8) 1_555 1_555 1_555 no
Cl2 C20 C21 120.1(8) 1_555 1_555 1_555 no
C19 C20 C21 120.2(9) 1_555 1_555 1_555 no
C20 C21 C22 120.3(9) 1_555 1_555 1_555 no
C17 C22 C21 118.4(9) 1_555 1_555 1_555 no
C17 C22 C23 118.4(8) 1_555 1_555 1_555 no
C21 C22 C23 123.1(8) 1_555 1_555 1_555 no
C3 C23 C22 118.6(8) 1_555 1_555 1_555 no
C3 C23 C30 123.2(8) 1_555 1_555 1_555 no
C22 C23 C30 118.3(8) 1_555 1_555 1_555 no
C16 C24 C25 120.0(7) 1_555 1_555 1_555 no
C16 C24 C29 121.6(7) 1_555 1_555 1_555 no
C25 C24 C29 118.4(7) 1_555 1_555 1_555 no
C24 C25 C26 120.9(6) 1_555 1_555 1_555 no
C25 C26 C27 120.1(6) 1_555 1_555 1_555 no
C26 C27 C28 119.5(8) 1_555 1_555 1_555 no
C27 C28 C29 120.1(6) 1_555 1_555 1_555 no
C24 C29 C28 120.9(6) 1_555 1_555 1_555 no
C23 C30 C31 120.0(6) 1_555 1_555 1_555 no
C23 C30 C35 121.6(7) 1_555 1_555 1_555 no
C31 C30 C35 118.4(7) 1_555 1_555 1_555 no
C30 C31 C32 120.9(6) 1_555 1_555 1_555 no
C31 C32 C33 120.1(6) 1_555 1_555 1_555 no
C32 C33 C34 119.5(8) 1_555 1_555 1_555 no
C33 C34 C35 120.1(6) 1_555 1_555 1_555 no
C30 C35 C34 120.9(6) 1_555 1_555 1_555 no
Cl1Ct1 C1Ct1 Cl2Ct1 109.47 1_555 1_555 1_555 no

# Attachment 'Structure_4_CHBr3_drb289.cif'

data_DRB289
_database_code_depnum_ccdc_archive 'CCDC 621638'
_audit_creation_method           'RAELSPUB and manual entry'

_publ_section_figure_captions    ?
_publ_section_exptl_prep         ?
_publ_section_exptl_refinement   ?
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H23 Br2 Cl2 N2,C H Br3'
_chemical_formula_sum            'C36 H23 Br5 Cl2 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         954.0

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,1/2+z
3 1/2-x,1/2+y,1/2+z
4 1/2+x,1/2-y,z

_cell_length_a                   20.081(6)
_cell_length_b                   14.094(4)
_cell_length_c                   12.065(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3415(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10
_cell_measurement_theta_min      10
_cell_measurement_theta_max      11
_cell_measurement_temperature    294
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.07
_exptl_crystal_size_rad          ?
_exptl_crystal_density_diffrn    1.86
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1848.0
_exptl_absorpt_coefficient_mu    6.014
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(DeMeulenaer & Tompa, 1965)'
_exptl_absorpt_correction_T_min  0.29
_exptl_absorpt_correction_T_max  0.52

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_reflns_number            2504
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_theta_max         23
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         1
_diffrn_standards_interval_time  30min
_diffrn_standards_decay_%        0

# REFINEMENT DATA

_refine_special_details          ?
_reflns_number_total             2504
_reflns_number_gt                1433
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.064
_refine_ls_wR_factor_ref         0.065
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         1433
_refine_ls_number_parameters     189
_refine_ls_goodness_of_fit_ref   1.72
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0004F^2^]'
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         1.65
_refine_diff_density_min         -1.68
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_atom_type_scat_source           
'International Tables for X-ray Crystallography, Vol. IV'

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_occupancy
Br1 0.4663(1) 0.4762(2) 0.6007 0.0659(8) Uani Br 1.0
Br2 0.2795(1) 0.3202(3) 0.1958(4) 0.092(1) Uani Br 1.0
Cl1 0.4700(4) -0.0636(5) 0.8655(7) 0.073(2) Uani Cl 1.0
Cl2 0.6273(3) 0.0957(5) -0.0898(6) 0.069(2) Uani Cl 1.0
N1 0.3463(8) 0.1811(13) 0.5293(16) 0.043(4) Uani N 1.0
N2 0.5224(8) 0.3469(11) 0.2554(15) 0.037(3) Uani N 1.0
C1 0.3407(10) 0.3140(15) 0.4117(20) 0.043(4) Uani C 1.0
C2 0.3759(10) 0.2582(16) 0.4891(20) 0.040(3) Uani C 1.0
C3 0.4426(10) 0.2872(15) 0.5323(18) 0.037(3) Uani C 1.0
C4 0.4739(10) 0.3752(14) 0.4864(19) 0.037(3) Uani C 1.0
C5 0.4400(10) 0.4109(14) 0.3805(20) 0.040(3) Uani C 1.0
C6 0.4586(10) 0.3400(14) 0.2904(18) 0.037(3) Uani C 1.0
C7 0.4135(10) 0.2747(14) 0.2501(19) 0.038(3) Uani C 1.0
C8 0.3456(10) 0.2645(15) 0.3022(20) 0.042(4) Uani C 1.0
C9 0.3643(10) 0.4179(14) 0.3976(20) 0.045(4) Uani C 1.0
C10 0.3770(10) 0.1286(15) 0.6052(22) 0.044(4) Uani C 1.0
C11 0.3438(11) 0.0447(16) 0.6487(19) 0.051(5) Uani C 1.0
C12 0.3726(12) -0.0106(17) 0.7244(21) 0.055(6) Uani C 1.0
C13 0.4342(12) 0.0103(16) 0.7664(21) 0.053(5) Uani C 1.0
C14 0.4698(11) 0.0891(15) 0.7301(19) 0.047(4) Uani C 1.0
C15 0.4432(10) 0.1481(15) 0.6530(18) 0.042(3) Uani C 1.0
C16 0.4760(10) 0.2300(14) 0.6079(20) 0.038(3) Uani C 1.0
C17 0.5425(10) 0.2872(15) 0.1762(19) 0.038(2) Uani C 1.0
C18 0.6121(10) 0.2945(16) 0.1361(18) 0.041(2) Uani C 1.0
C19 0.6357(11) 0.2352(17) 0.0592(18) 0.046(2) Uani C 1.0
C20 0.5942(12) 0.1688(16) 0.0114(19) 0.047(3) Uani C 1.0
C21 0.5265(12) 0.1600(15) 0.0386(18) 0.043(3) Uani C 1.0
C22 0.5017(10) 0.2200(14) 0.1244(18) 0.039(3) Uani C 1.0
C23 0.4345(10) 0.2157(15) 0.1646(19) 0.039(3) Uani C 1.0
C24 0.5440(8) 0.2575(10) 0.6504(13) 0.038(8) Uani C 1.0
C25 0.5500(9) 0.2980(11) 0.7546(15) 0.058(7) Uani C 1.0
C26 0.6122(12) 0.3315(11) 0.7873(19) 0.087(9) Uani C 1.0
C27 0.6666(10) 0.3257(12) 0.7209(19) 0.096(9) Uani C 1.0
C28 0.6596(8) 0.2858(12) 0.6191(22) 0.084(9) Uani C 1.0
C29 0.5989(10) 0.2508(11) 0.5811(15) 0.056(8) Uani C 1.0
C30 0.3902(8) 0.1418(11) 0.1115(13) 0.036(6) Uani C 1.0
C31 0.3587(9) 0.1615(13) 0.0118(15) 0.057(6) Uani C 1.0
C32 0.3154(9) 0.0938(18) -0.0318(17) 0.092(7) Uani C 1.0
C33 0.3033(9) 0.0100(15) 0.0199(19) 0.101(7) Uani C 1.0
C34 0.3346(9) -0.0078(12) 0.1174(22) 0.078(7) Uani C 1.0
C35 0.3785(8) 0.0567(13) 0.1657(14) 0.048(6) Uani C 1.0
C1Bf 0.6561(7) 0.5359(8) 0.3361(14) 0.068(6) Uani C 1.0
Br1Bf 0.7216(2) 0.4467(2) 0.3730(4) 0.110(2) Uani Br 1.0
Br2Bf 0.5984(2) 0.5639(2) 0.4537(4) 0.112(3) Uani Br 1.0
Br3Bf 0.6903(2) 0.6442(2) 0.2662(4) 0.113(3) Uani Br 1.0
HC1 0.2928 0.3150 0.4343 0.048 Uani H 1.0
HC4 0.5220 0.3627 0.4708 0.036 Uani H 1.0
HC5 0.4581 0.4748 0.3608 0.042 Uani H 1.0
HC8 0.3355 0.1956 0.3126 0.041 Uani H 1.0
H1C9 0.3538 0.4559 0.4653 0.048 Uani H 1.0
H2C9 0.3426 0.4477 0.3316 0.049 Uani H 1.0
HC11 0.2983 0.0282 0.6211 0.054 Uani H 1.0
HC12 0.3486 -0.0685 0.7511 0.062 Uani H 1.0
HC14 0.5151 0.1023 0.7608 0.047 Uani H 1.0
HC18 0.6418 0.3448 0.1671 0.043 Uani H 1.0
HC19 0.6835 0.2389 0.0363 0.050 Uani H 1.0
HC21 0.4970 0.1138 -0.0005 0.046 Uani H 1.0
HC25 0.5106 0.3031 0.8051 0.071 Uani H 1.0
HC26 0.6170 0.3609 0.8624 0.121 Uani H 1.0
HC27 0.7108 0.3503 0.7462 0.131 Uani H 1.0
HC28 0.6995 0.2813 0.5697 0.115 Uani H 1.0
HC29 0.5950 0.2217 0.5058 0.068 Uani H 1.0
HC31 0.3668 0.2227 -0.0278 0.064 Uani H 1.0
HC32 0.2925 0.1075 -0.1036 0.126 Uani H 1.0
HC33 0.2720 -0.0374 -0.0131 0.140 Uani H 1.0
HC34 0.3259 -0.0694 0.1560 0.099 Uani H 1.0
HC35 0.4009 0.0419 0.2376 0.051 Uani H 1.0
HC1Bf 0.6277 0.5041 0.2790 0.106 Uani H 1.0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
Br1 0.080(2) 0.046(2) 0.071(2) -0.014(2) 0.012(2) -0.024(2) Br
Br2 0.063(2) 0.118(3) 0.096(3) 0.025(2) -0.029(2) -0.009(2) Br
Cl1 0.096(5) 0.054(4) 0.070(5) -0.009(4) 0.016(5) 0.017(4) Cl
Cl2 0.065(4) 0.075(5) 0.068(5) 0.018(4) 0.005(4) -0.016(4) Cl
N1 0.033(4) 0.037(6) 0.059(7) 0.003(3) 0.007(4) -0.005(4) N
N2 0.037(4) 0.028(4) 0.045(6) 0.004(3) -0.004(3) 0.004(3) N
C1 0.031(4) 0.033(6) 0.065(9) 0.007(4) -0.003(4) -0.006(4) C
C2 0.031(4) 0.033(5) 0.055(7) 0.005(3) 0.002(4) -0.005(3) C
C3 0.033(4) 0.032(4) 0.047(6) 0.005(3) 0.002(4) -0.005(3) C
C4 0.033(5) 0.029(4) 0.050(7) 0.006(4) -0.002(4) -0.005(4) C
C5 0.034(5) 0.028(4) 0.057(8) 0.007(4) -0.006(4) -0.002(3) C
C6 0.035(4) 0.028(4) 0.049(6) 0.006(3) -0.007(3) 0.002(3) C
C7 0.035(4) 0.030(5) 0.050(7) 0.006(3) -0.009(4) 0.001(3) C
C8 0.032(4) 0.032(7) 0.062(9) 0.007(4) -0.009(4) -0.003(4) C
C9 0.034(5) 0.031(5) 0.069(9) 0.009(5) -0.007(5) -0.006(5) C
C10 0.039(4) 0.040(5) 0.052(6) 0.001(3) 0.011(4) -0.002(3) C
C11 0.045(4) 0.046(7) 0.060(7) -0.002(4) 0.017(5) 0.001(5) C
C12 0.057(6) 0.051(7) 0.057(7) -0.004(6) 0.019(6) 0.007(6) C
C13 0.062(7) 0.052(7) 0.047(5) -0.002(6) 0.013(6) 0.008(5) C
C14 0.054(6) 0.046(5) 0.041(5) 0.001(4) 0.008(5) 0.003(3) C
C15 0.043(4) 0.040(4) 0.043(5) 0.002(3) 0.008(4) -0.001(3) C
C16 0.038(4) 0.035(4) 0.041(5) 0.004(3) 0.003(4) -0.004(3) C
C17 0.041(4) 0.032(4) 0.041(5) 0.003(3) -0.003(3) 0.005(4) C
C18 0.045(4) 0.036(4) 0.043(5) 0.001(3) 0.003(4) 0.007(4) C
C19 0.052(4) 0.043(5) 0.042(6) 0.001(4) 0.007(5) 0.005(5) C
C20 0.056(5) 0.046(6) 0.038(6) 0.003(4) 0.003(4) 0.002(5) C
C21 0.052(5) 0.042(6) 0.037(6) 0.004(4) -0.004(4) 0.002(4) C
C22 0.044(3) 0.035(5) 0.039(5) 0.004(3) -0.006(4) 0.004(4) C
C23 0.040(3) 0.032(6) 0.045(6) 0.006(3) -0.010(4) 0.002(3) C
C24 0.051(8) 0.013(9) 0.052(9) -0.002(7) -0.015(7) 0.001(9) C
C25 0.085(9) 0.031(9) 0.058(9) -0.009(8) -0.034(8) -0.006(9) C
C26 0.108(9) 0.044(9) 0.110(9) -0.020(9) -0.069(9) 0.000(9) C
C27 0.075(8) 0.040(9) 0.174(9) -0.020(9) -0.066(9) 0.023(9) C
C28 0.050(8) 0.041(9) 0.162(9) -0.007(7) -0.018(8) 0.023(9) C
C29 0.049(8) 0.028(9) 0.091(9) -0.001(8) -0.001(8) 0.007(9) C
C30 0.037(9) 0.043(8) 0.028(9) -0.002(8) -0.001(8) 0.004(8) C
C31 0.059(9) 0.075(9) 0.038(9) 0.005(8) -0.021(9) -0.008(8) C
C32 0.075(9) 0.107(9) 0.094(9) 0.002(9) -0.042(9) -0.041(9) C
C33 0.060(9) 0.086(9) 0.157(9) -0.011(9) -0.022(9) -0.054(9) C
C34 0.046(9) 0.049(8) 0.139(9) -0.011(9) 0.014(9) -0.019(9) C
C35 0.040(9) 0.038(9) 0.066(9) -0.004(7) 0.015(8) 0.006(8) C
C1Bf 0.056(4) 0.073(3) 0.074(7) -0.017(4) -0.016(6) -0.009(5) C
Br1Bf 0.087(2) 0.086(2) 0.158(6) 0.002(2) -0.005(2) 0.024(2) Br
Br2Bf 0.101(2) 0.108(3) 0.129(6) -0.022(2) 0.038(2) -0.010(3) Br
Br3Bf 0.114(3) 0.103(3) 0.121(3) 0.002(2) 0.019(2) 0.041(2) Br

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C4 1.989(21) 1_555 1_555 no
Br2 C8 2.007(21) 1_555 1_555 no
Cl1 C13 1.742(25) 1_555 1_555 no
Cl2 C20 1.730(23) 1_555 1_555 no
N1 C2 1.332(25) 1_555 1_555 no
N1 C10 1.329(27) 1_555 1_555 no
N2 C6 1.352(24) 1_555 1_555 no
N2 C17 1.336(24) 1_555 1_555 no
C1 C2 1.411(29) 1_555 1_555 no
C1 C8 1.497(29) 1_555 1_555 no
C1 C9 1.548(29) 1_555 1_555 no
C2 C3 1.493(27) 1_555 1_555 no
C3 C4 1.497(27) 1_555 1_555 no
C3 C16 1.390(27) 1_555 1_555 no
C4 C5 1.532(30) 1_555 1_555 no
C5 C6 1.524(28) 1_555 1_555 no
C5 C9 1.537(26) 1_555 1_555 no
C6 C7 1.381(26) 1_555 1_555 no
C7 C8 1.507(27) 1_555 1_555 no
C7 C23 1.390(27) 1_555 1_555 no
C10 C11 1.455(28) 1_555 1_555 no
C10 C15 1.475(28) 1_555 1_555 no
C11 C12 1.332(29) 1_555 1_555 no
C12 C13 1.370(31) 1_555 1_555 no
C13 C14 1.392(28) 1_555 1_555 no
C14 C15 1.357(27) 1_555 1_555 no
C15 C16 1.436(27) 1_555 1_555 no
C16 C24 1.508(24) 1_555 1_555 no
C17 C18 1.481(27) 1_555 1_555 no
C17 C22 1.400(26) 1_555 1_555 no
C18 C19 1.336(28) 1_555 1_555 no
C19 C20 1.379(29) 1_555 1_555 no
C20 C21 1.404(30) 1_555 1_555 no
C21 C22 1.427(29) 1_555 1_555 no
C22 C23 1.435(27) 1_555 1_555 no
C23 C30 1.513(25) 1_555 1_555 no
C24 C25 1.387(13) 1_555 1_555 no
C24 C29 1.387(13) 1_555 1_555 no
C25 C26 1.393(17) 1_555 1_555 no
C26 C27 1.358(18) 1_555 1_555 no
C27 C28 1.358(18) 1_555 1_555 no
C28 C29 1.393(17) 1_555 1_555 no
C30 C31 1.387(13) 1_555 1_555 no
C30 C35 1.387(13) 1_555 1_555 no
C31 C32 1.393(17) 1_555 1_555 no
C32 C33 1.358(18) 1_555 1_555 no
C33 C34 1.358(18) 1_555 1_555 no
C34 C35 1.393(17) 1_555 1_555 no
C1Bf Br1Bf 1.874(6) 1_555 1_555 no
C1Bf Br2Bf 1.874(6) 1_555 1_555 no
C1Bf Br3Bf 1.874(6) 1_555 1_555 no
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C10 119.8(19) 1_555 1_555 1_555 no
C6 N2 C17 117.7(18) 1_555 1_555 1_555 no
C2 C1 C8 107.0(17) 1_555 1_555 1_555 no
C2 C1 C9 116.5(19) 1_555 1_555 1_555 no
C8 C1 C9 108.8(19) 1_555 1_555 1_555 no
N1 C2 C1 118.1(20) 1_555 1_555 1_555 no
N1 C2 C3 119.8(21) 1_555 1_555 1_555 no
C1 C2 C3 121.9(22) 1_555 1_555 1_555 no
C2 C3 C4 118.3(20) 1_555 1_555 1_555 no
C2 C3 C16 120.2(20) 1_555 1_555 1_555 no
C4 C3 C16 121.3(20) 1_555 1_555 1_555 no
Br1 C4 C3 107.7(15) 1_555 1_555 1_555 no
Br1 C4 C5 108.0(13) 1_555 1_555 1_555 no
C3 C4 C5 113.2(18) 1_555 1_555 1_555 no
C4 C5 C6 105.7(15) 1_555 1_555 1_555 no
C4 C5 C9 110.4(19) 1_555 1_555 1_555 no
C6 C5 C9 112.3(18) 1_555 1_555 1_555 no
N2 C6 C5 114.1(18) 1_555 1_555 1_555 no
N2 C6 C7 124.1(20) 1_555 1_555 1_555 no
C5 C6 C7 121.8(19) 1_555 1_555 1_555 no
C6 C7 C8 120.7(20) 1_555 1_555 1_555 no
C6 C7 C23 117.4(20) 1_555 1_555 1_555 no
C8 C7 C23 121.9(20) 1_555 1_555 1_555 no
Br2 C8 C1 109.8(14) 1_555 1_555 1_555 no
Br2 C8 C7 107.1(15) 1_555 1_555 1_555 no
C1 C8 C7 112.6(18) 1_555 1_555 1_555 no
C1 C9 C5 104.9(15) 1_555 1_555 1_555 no
N1 C10 C11 119.2(21) 1_555 1_555 1_555 no
N1 C10 C15 125.7(20) 1_555 1_555 1_555 no
C11 C10 C15 115.1(22) 1_555 1_555 1_555 no
C10 C11 C12 121.6(22) 1_555 1_555 1_555 no
C11 C12 C13 121.3(24) 1_555 1_555 1_555 no
Cl1 C13 C12 119.9(19) 1_555 1_555 1_555 no
Cl1 C13 C14 118.8(20) 1_555 1_555 1_555 no
C12 C13 C14 121.3(24) 1_555 1_555 1_555 no
C13 C14 C15 120.2(23) 1_555 1_555 1_555 no
C10 C15 C14 120.6(22) 1_555 1_555 1_555 no
C10 C15 C16 114.6(20) 1_555 1_555 1_555 no
C14 C15 C16 124.8(21) 1_555 1_555 1_555 no
C3 C16 C15 119.5(20) 1_555 1_555 1_555 no
C3 C16 C24 120.8(18) 1_555 1_555 1_555 no
C15 C16 C24 119.5(19) 1_555 1_555 1_555 no
N2 C17 C18 118.4(19) 1_555 1_555 1_555 no
N2 C17 C22 124.6(19) 1_555 1_555 1_555 no
C18 C17 C22 116.9(21) 1_555 1_555 1_555 no
C17 C18 C19 121.3(22) 1_555 1_555 1_555 no
C18 C19 C20 120.0(22) 1_555 1_555 1_555 no
Cl2 C20 C19 117.8(19) 1_555 1_555 1_555 no
Cl2 C20 C21 118.9(19) 1_555 1_555 1_555 no
C19 C20 C21 123.2(21) 1_555 1_555 1_555 no
C20 C21 C22 117.1(21) 1_555 1_555 1_555 no
C17 C22 C21 121.4(20) 1_555 1_555 1_555 no
C17 C22 C23 115.3(20) 1_555 1_555 1_555 no
C21 C22 C23 123.3(21) 1_555 1_555 1_555 no
C7 C23 C22 120.8(21) 1_555 1_555 1_555 no
C7 C23 C30 123.1(19) 1_555 1_555 1_555 no
C22 C23 C30 116.1(19) 1_555 1_555 1_555 no
C16 C24 C25 119.5(16) 1_555 1_555 1_555 no
C16 C24 C29 119.8(16) 1_555 1_555 1_555 no
C25 C24 C29 120.3(16) 1_555 1_555 1_555 no
C24 C25 C26 118.3(14) 1_555 1_555 1_555 no
C25 C26 C27 122.3(17) 1_555 1_555 1_555 no
C26 C27 C28 118.4(21) 1_555 1_555 1_555 no
C27 C28 C29 122.3(17) 1_555 1_555 1_555 no
C24 C29 C28 118.3(14) 1_555 1_555 1_555 no
C23 C30 C31 119.9(15) 1_555 1_555 1_555 no
C23 C30 C35 119.7(15) 1_555 1_555 1_555 no
C31 C30 C35 120.3(16) 1_555 1_555 1_555 no
C30 C31 C32 118.3(14) 1_555 1_555 1_555 no
C31 C32 C33 122.3(17) 1_555 1_555 1_555 no
C32 C33 C34 118.4(21) 1_555 1_555 1_555 no
C33 C34 C35 122.3(17) 1_555 1_555 1_555 no
C30 C35 C34 118.3(14) 1_555 1_555 1_555 no
Br1Bf C1Bf Br2Bf 113.3(6) 1_555 1_555 1_555 no
Br1Bf C1Bf Br3Bf 113.3(6) 1_555 1_555 1_555 no
Br2Bf C1Bf Br3Bf 113.3(6) 1_555 1_555 1_555 no

# Attachment 'Structure_4_drb287.cif'

data_DRB287
_database_code_depnum_ccdc_archive 'CCDC 621639'
_audit_creation_method           'RAELSPUB and manual entry'

_publ_section_figure_captions    ?
_publ_section_exptl_prep         ?
_publ_section_exptl_refinement   ?
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H22 Br2 Cl2 N2'
_chemical_formula_sum            'C35 H22 Br2 Cl2 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         701.3

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 x,-y,1/2+z
3 -x,-y,-z
4 -x,y,1/2-z
5 1/2+x,1/2+y,z
6 1/2+x,1/2-y,1/2+z
7 1/2-x,1/2-y,-z
8 1/2-x,1/2+y,1/2-z

_cell_length_a                   18.522(6)
_cell_length_b                   8.282(1)
_cell_length_c                   19.622(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.02(1)
_cell_angle_gamma                90
_cell_volume                     2964(1)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10
_cell_measurement_theta_min      10
_cell_measurement_theta_max      11
_cell_measurement_temperature    294
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_crystal_size_rad          ?
_exptl_crystal_density_diffrn    1.57
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400.0
_exptl_absorpt_coefficient_mu    2.916
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(DeMeulenaer & Tompa, 1965)'
_exptl_absorpt_correction_T_min  0.58
_exptl_absorpt_correction_T_max  0.68

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_reflns_number            2130
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_theta_max         23
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_standards_number         1
_diffrn_standards_interval_time  30min
_diffrn_standards_decay_%        0

# REFINEMENT DATA

_refine_special_details          ?
_reflns_number_total             2058
_reflns_number_gt                1484
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.046
_refine_ls_wR_factor_ref         0.056
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         1484
_refine_ls_number_parameters     88
_refine_ls_goodness_of_fit_ref   1.65
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0004F^2^]'
_refine_ls_shift/su_max          0.007
_refine_diff_density_max         0.97
_refine_diff_density_min         -0.61
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_atom_type_scat_source           
'International Tables for X-ray Crystallography, Vol. IV'

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_occupancy
Br1 0.40041(4) 0.86439(8) 0.37284(4) 0.0721(3) Uani Br 1.0
Cl1 0.6161(1) -0.0427(2) 0.4692(1) 0.0801(6) Uani Cl 1.0
N1 0.6211(2) 0.5900(6) 0.3356(2) 0.0492(6) Uani N 1.0
C1 0.5668(3) 0.8045(7) 0.2644(3) 0.0487(6) Uani C 1.0
C2 0.5600(3) 0.6692(6) 0.3150(3) 0.0455(7) Uani C 1.0
C3 0.4911(3) 0.6191(6) 0.3294(3) 0.0439(6) Uani C 1.0
C4 0.4238(3) 0.7156(7) 0.3013(3) 0.0472(7) Uani C 1.0
C5 0.5000 0.9143(9) 0.2500 0.0514(8) Uani C 1.0
C6 0.6171(3) 0.4489(7) 0.3704(3) 0.0499(6) Uani C 1.0
C7 0.6831(3) 0.3604(8) 0.3897(3) 0.0593(9) Uani C 1.0
C8 0.6819(3) 0.2123(8) 0.4194(3) 0.064(1) Uani C 1.0
C9 0.6150(3) 0.1495(7) 0.4319(3) 0.060(2) Uani C 1.0
C10 0.5512(3) 0.2314(7) 0.4161(3) 0.052(1) Uani C 1.0
C11 0.5511(3) 0.3866(7) 0.3844(3) 0.0469(6) Uani C 1.0
C12 0.4859(3) 0.4756(6) 0.3630(3) 0.0444(6) Uani C 1.0
C13 0.4140(3) 0.4115(5) 0.3747(2) 0.043(1) Uani C 1.0
C14 0.3697(3) 0.3277(5) 0.3233(3) 0.056(1) Uani C 1.0
C15 0.3013(3) 0.2705(5) 0.3334(3) 0.067(1) Uani C 1.0
C16 0.2786(3) 0.2983(5) 0.3948(2) 0.063(2) Uani C 1.0
C17 0.3218(3) 0.3812(6) 0.4464(3) 0.062(2) Uani C 1.0
C18 0.3902(3) 0.4384(5) 0.4363(3) 0.053(1) Uani C 1.0
HC1 0.6116 0.8700 0.2816 0.054 Uani H 1.0
HC4 0.3818 0.6387 0.2893 0.049 Uani H 1.0
H1C5 0.5025 0.9841 0.2089 0.055 Uani H 1.0
H2C5 0.4975 0.9841 0.2911 0.055 Uani H 1.0
HC7 0.7306 0.4069 0.3814 0.066 Uani H 1.0
HC8 0.7282 0.1487 0.4322 0.075 Uani H 1.0
HC10 0.5046 0.1840 0.4265 0.053 Uani H 1.0
HC14 0.3865 0.3074 0.2782 0.072 Uani H 1.0
HC15 0.2692 0.2095 0.2957 0.091 Uani H 1.0
HC16 0.2297 0.2574 0.4020 0.074 Uani H 1.0
HC17 0.3047 0.4011 0.4913 0.081 Uani H 1.0
HC18 0.4220 0.4993 0.4741 0.068 Uani H 1.0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
Br1 0.0682(5) 0.0544(5) 0.1000(6) 0.0090(4) 0.0324(4) -0.0130(4) Br
Cl1 0.093(1) 0.056(1) 0.094(1) 0.029(1) 0.024(1) 0.017(1) Cl
N1 0.032(1) 0.048(1) 0.065(1) -0.0044(6) 0.0015(9) -0.0016(4) N
C1 0.042(1) 0.039(1) 0.064(1) -0.0067(6) 0.009(1) -0.0020(4) C
C2 0.0343(9) 0.040(1) 0.062(1) -0.0039(4) 0.0048(8) -0.0016(4) C
C3 0.0340(9) 0.037(1) 0.060(1) -0.0001(3) 0.007(1) -0.0005(3) C
C4 0.0376(9) 0.040(1) 0.065(1) 0.0050(7) 0.010(1) 0.0008(6) C
C5 0.054(2) 0.036(1) 0.065(2) 0.0000 0.012(2) 0.0000 C
C6 0.034(1) 0.049(1) 0.064(1) 0.0013(6) -0.0004(9) 0.0005(2) C
C7 0.037(1) 0.064(2) 0.072(2) 0.007(1) -0.004(1) 0.0027(5) C
C8 0.049(1) 0.065(2) 0.073(2) 0.017(2) -0.004(1) 0.007(1) C
C9 0.058(2) 0.052(2) 0.066(1) 0.014(1) 0.002(1) 0.006(2) C
C10 0.051(2) 0.042(2) 0.061(1) 0.0055(8) 0.0056(9) 0.003(1) C
C11 0.038(1) 0.041(1) 0.060(1) 0.0020(3) 0.0034(9) 0.0011(3) C
C12 0.035(1) 0.038(1) 0.060(1) 0.0000(1) 0.007(1) 0.0000(1) C
C13 0.043(2) 0.032(2) 0.054(2) 0.004(2) 0.006(2) 0.005(2) C
C14 0.048(2) 0.052(2) 0.068(2) -0.006(2) 0.007(2) -0.006(2) C
C15 0.050(2) 0.060(3) 0.091(3) -0.010(2) 0.010(2) -0.006(3) C
C16 0.047(2) 0.047(3) 0.095(4) 0.001(2) 0.017(2) 0.012(3) C
C17 0.054(2) 0.059(3) 0.077(3) 0.002(2) 0.022(2) 0.011(2) C
C18 0.051(2) 0.052(2) 0.059(2) 0.001(1) 0.014(2) 0.004(2) C

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C4 1.972(5) 1_555 1_555 no
Cl1 C9 1.751(6) 1_555 1_555 no
N1 C2 1.309(6) 1_555 1_555 no
N1 C6 1.361(7) 1_555 1_555 no
C1 C2 1.518(7) 1_555 1_555 no
C1 C4 1.520(7) 1_555 4_655 no
C1 C5 1.522(7) 1_555 1_555 no
C2 C3 1.415(7) 1_555 1_555 no
C3 C4 1.504(7) 1_555 1_555 no
C3 C12 1.371(7) 1_555 1_555 no
C4 C1 1.520(7) 1_555 4_655 no
C5 C1 1.522(7) 1_555 4_655 no
C6 C7 1.419(8) 1_555 1_555 no
C6 C11 1.399(7) 1_555 1_555 no
C7 C8 1.360(8) 1_555 1_555 no
C8 C9 1.404(8) 1_555 1_555 no
C9 C10 1.351(8) 1_555 1_555 no
C10 C11 1.427(7) 1_555 1_555 no
C11 C12 1.415(7) 1_555 1_555 no
C12 C13 1.488(7) 1_555 1_555 no
C13 C14 1.374(5) 1_555 1_555 no
C13 C18 1.374(5) 1_555 1_555 no
C14 C15 1.398(6) 1_555 1_555 no
C15 C16 1.363(5) 1_555 1_555 no
C16 C17 1.363(5) 1_555 1_555 no
C17 C18 1.398(6) 1_555 1_555 no
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 117.8(5) 1_555 1_555 1_555 no
C2 C1 C4 103.5(4) 1_555 1_555 4_655 no
C2 C1 C5 113.9(4) 1_555 1_555 1_555 no
C4 C1 C5 110.0(4) 4_655 1_555 1_555 no
N1 C2 C1 114.0(5) 1_555 1_555 1_555 no
N1 C2 C3 123.5(5) 1_555 1_555 1_555 no
C1 C2 C3 121.8(5) 1_555 1_555 1_555 no
C2 C3 C4 119.4(5) 1_555 1_555 1_555 no
C2 C3 C12 119.5(5) 1_555 1_555 1_555 no
C4 C3 C12 120.9(5) 1_555 1_555 1_555 no
Br1 C4 C1 111.9(4) 1_555 1_555 4_655 no
Br1 C4 C3 110.0(4) 1_555 1_555 1_555 no
C1 C4 C3 110.9(4) 4_655 1_555 1_555 no
C1 C5 C1 106.6(6) 1_555 1_555 4_655 no
N1 C6 C7 117.3(5) 1_555 1_555 1_555 no
N1 C6 C11 122.7(5) 1_555 1_555 1_555 no
C7 C6 C11 119.9(6) 1_555 1_555 1_555 no
C6 C7 C8 120.2(6) 1_555 1_555 1_555 no
C7 C8 C9 119.3(6) 1_555 1_555 1_555 no
Cl1 C9 C8 117.5(5) 1_555 1_555 1_555 no
Cl1 C9 C10 119.9(5) 1_555 1_555 1_555 no
C8 C9 C10 122.5(6) 1_555 1_555 1_555 no
C9 C10 C11 119.1(5) 1_555 1_555 1_555 no
C6 C11 C10 118.9(5) 1_555 1_555 1_555 no
C6 C11 C12 118.7(5) 1_555 1_555 1_555 no
C10 C11 C12 122.4(5) 1_555 1_555 1_555 no
C3 C12 C11 117.8(5) 1_555 1_555 1_555 no
C3 C12 C13 121.6(5) 1_555 1_555 1_555 no
C11 C12 C13 120.5(5) 1_555 1_555 1_555 no
C12 C13 C14 120.2(4) 1_555 1_555 1_555 no
C12 C13 C18 120.7(4) 1_555 1_555 1_555 no
C14 C13 C18 119.1(5) 1_555 1_555 1_555 no
C13 C14 C15 120.4(4) 1_555 1_555 1_555 no
C14 C15 C16 119.6(5) 1_555 1_555 1_555 no
C15 C16 C17 120.7(6) 1_555 1_555 1_555 no
C16 C17 C18 119.6(5) 1_555 1_555 1_555 no
C13 C18 C17 120.4(4) 1_555 1_555 1_555 no

# Attachment 'Structure_7_drb305.cif'

data_DRB305
_database_code_depnum_ccdc_archive 'CCDC 621640'
_audit_creation_method           'RAELSPUB and manual entry'

_publ_section_figure_captions    ?
_publ_section_exptl_prep         ?
_publ_section_exptl_refinement   ?
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'

# CHEMICAL DATA

_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H24 Cl2 N2'
_chemical_formula_sum            'C35 H24 Cl2 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         543.5

# CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,-z

_cell_length_a                   10.383(3)
_cell_length_b                   9.893(1)
_cell_length_c                   13.212(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.41(1)
_cell_angle_gamma                90
_cell_volume                     1342.5(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10
_cell_measurement_theta_min      10
_cell_measurement_theta_max      11
_cell_measurement_temperature    294
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_size_rad          ?
_exptl_crystal_density_diffrn    1.34
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564.0
_exptl_absorpt_coefficient_mu    0.267
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(DeMeulenaer & Tompa, 1965)'
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_T_max  0.97

# EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       \w--2\q
_diffrn_reflns_number            2347
_diffrn_reflns_av_R_equivalents  0.009
_diffrn_reflns_theta_max         24
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         1
_diffrn_standards_interval_time  30min
_diffrn_standards_decay_%        0

# REFINEMENT DATA

_refine_special_details          ?
_reflns_number_total             2243
_reflns_number_gt                1875
_reflns_threshold_expression     I>2\s(I)
_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.042
_refine_ls_wR_factor_ref         0.051
_refine_ls_abs_structure_Flack   0.22(22)
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_reflns         1875
_refine_ls_number_parameters     150
_refine_ls_goodness_of_fit_ref   1.58
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[\s^2^(F) + 0.0004F^2^]'
_refine_ls_shift/su_max          0.003
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.37
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_atom_type_scat_source           
'International Tables for X-ray Crystallography, Vol. IV'

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_occupancy
Cl1 1.1769(2) 0.9378 -0.0938(1) 0.0734(4) Uani Cl 1.0
Cl2 0.4351(1) 0.0760(2) 0.2119(1) 0.0762(5) Uani Cl 1.0
N1 1.1465(3) 0.7419(5) 0.3214(3) 0.0454(5) Uani N 1.0
N2 0.9890(3) 0.2076(5) 0.3198(3) 0.0448(5) Uani N 1.0
C1 1.1370(4) 0.5703(6) 0.4480(3) 0.0490(8) Uani C 1.0
C2 1.1654(4) 0.6119(5) 0.3443(3) 0.0441(6) Uani C 1.0
C3 1.2092(4) 0.5175(5) 0.2754(3) 0.0436(5) Uani C 1.0
C4 1.2385(4) 0.3743(6) 0.3104(3) 0.0484(7) Uani C 1.0
C5 1.1724(4) 0.3342(6) 0.4021(3) 0.0492(9) Uani C 1.0
C6 1.0260(4) 0.3200(6) 0.3693(3) 0.0429(6) Uani C 1.0
C7 0.9385(4) 0.4231(6) 0.3916(3) 0.0409(6) Uani C 1.0
C8 0.9888(4) 0.5501(6) 0.4450(3) 0.0455(6) Uani C 1.0
C9 1.2034(4) 0.4384(7) 0.4860(3) 0.054(1) Uani C 1.0
C10 1.1633(4) 0.7854(5) 0.2263(3) 0.0446(4) Uani C 1.0
C11 1.1384(4) 0.9223(6) 0.2016(4) 0.0498(6) Uani C 1.0
C12 1.1444(4) 0.9690(6) 0.1052(4) 0.0528(8) Uani C 1.0
C13 1.1764(4) 0.8793(6) 0.0302(4) 0.0520(7) Uani C 1.0
C14 1.2054(4) 0.7464(6) 0.0513(3) 0.0484(4) Uani C 1.0
C15 1.1995(4) 0.6957(6) 0.1510(3) 0.0439(4) Uani C 1.0
C16 1.2257(4) 0.5589(6) 0.1791(3) 0.0441(4) Uani C 1.0
C17 0.8590(4) 0.1865(5) 0.2921(3) 0.0439(4) Uani C 1.0
C18 0.8195(4) 0.0640(6) 0.2418(3) 0.0512(5) Uani C 1.0
C19 0.6904(4) 0.0334(6) 0.2164(4) 0.0551(8) Uani C 1.0
C20 0.5980(4) 0.1239(6) 0.2430(4) 0.0518(7) Uani C 1.0
C21 0.6298(4) 0.2429(6) 0.2892(3) 0.0460(5) Uani C 1.0
C22 0.7637(4) 0.2770(5) 0.3157(3) 0.0417(5) Uani C 1.0
C23 0.8062(4) 0.4008(5) 0.3646(3) 0.0405(6) Uani C 1.0
C24 1.2713(3) 0.4634(5) 0.1036(3) 0.046(1) Uani C 1.0
C25 1.1823(3) 0.3863(5) 0.0401(3) 0.059(1) Uani C 1.0
C26 1.2238(5) 0.2927(5) -0.0257(3) 0.073(1) Uani C 1.0
C27 1.3550(4) 0.2756(5) -0.0283(3) 0.076(2) Uani C 1.0
C28 1.4447(4) 0.3519(6) 0.0346(3) 0.078(2) Uani C 1.0
C29 1.4027(3) 0.4454(5) 0.1003(3) 0.062(1) Uani C 1.0
C30 0.7091(3) 0.5023(5) 0.3887(2) 0.043(1) Uani C 1.0
C31 0.6588(4) 0.5971(5) 0.3167(3) 0.068(1) Uani C 1.0
C32 0.5630(4) 0.6860(5) 0.3368(4) 0.094(2) Uani C 1.0
C33 0.5169(4) 0.6805(5) 0.4294(3) 0.091(2) Uani C 1.0
C34 0.5663(4) 0.5864(5) 0.5018(3) 0.083(2) Uani C 1.0
C35 0.6621(4) 0.4977(5) 0.4814(3) 0.061(1) Uani C 1.0
HC1 1.1668 0.6437 0.4981 0.056 Uani H 1.0
H1C4 1.3348 0.3647 0.3299 0.055 Uani H 1.0
H2C4 1.2079 0.3119 0.2523 0.049 Uani H 1.0
HC5 1.2079 0.2449 0.4285 0.056 Uani H 1.0
H1C8 0.9694 0.5470 0.5169 0.052 Uani H 1.0
H2C8 0.9426 0.6288 0.4085 0.045 Uani H 1.0
H1C9 1.1697 0.4075 0.5493 0.059 Uani H 1.0
H2C9 1.2997 0.4522 0.5013 0.061 Uani H 1.0
HC11 1.1162 0.9859 0.2552 0.055 Uani H 1.0
HC12 1.1260 1.0662 0.0880 0.059 Uani H 1.0
HC14 1.2306 0.6856 -0.0030 0.052 Uani H 1.0
HC18 0.8867 -0.0010 0.2245 0.057 Uani H 1.0
HC19 0.6627 -0.0524 0.1794 0.064 Uani H 1.0
HC21 0.5604 0.3065 0.3047 0.048 Uani H 1.0
HC25 1.0870 0.3985 0.0419 0.074 Uani H 1.0
HC26 1.1588 0.2373 -0.0713 0.098 Uani H 1.0
HC27 1.3852 0.2079 -0.0759 0.094 Uani H 1.0
HC28 1.5399 0.3395 0.0328 0.107 Uani H 1.0
HC29 1.4680 0.5006 0.1459 0.079 Uani H 1.0
HC31 0.6920 0.6014 0.2494 0.090 Uani H 1.0
HC32 0.5271 0.7542 0.2843 0.137 Uani H 1.0
HC33 0.4476 0.7447 0.4441 0.119 Uani H 1.0
HC34 0.5330 0.5823 0.5690 0.116 Uani H 1.0
HC35 0.6978 0.4296 0.5340 0.081 Uani H 1.0
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
Cl1 0.108(1) 0.0555(8) 0.0599(8) -0.0012(8) 0.0246(7) 0.0056(7) Cl
Cl2 0.0477(7) 0.077(1) 0.100(1) -0.0144(7) -0.0005(6) -0.0200(9) Cl
N1 0.0431(8) 0.0474(7) 0.0456(6) -0.0054(5) 0.0058(5) -0.0103(5) N
N2 0.0401(6) 0.0431(6) 0.052(1) 0.0032(5) 0.0106(5) -0.0026(6) N
C1 0.047(1) 0.0589(9) 0.0399(7) -0.0078(8) 0.0007(6) -0.0068(5) C
C2 0.0391(8) 0.0498(7) 0.0424(6) -0.0037(5) 0.0030(5) -0.0067(5) C
C3 0.0353(8) 0.0478(6) 0.0477(8) 0.0009(5) 0.0062(5) -0.0030(5) C
C4 0.0362(8) 0.0510(7) 0.058(2) 0.0039(6) 0.0080(6) 0.0027(7) C
C5 0.0381(7) 0.0553(8) 0.053(1) 0.0016(6) 0.0031(6) 0.0050(8) C
C6 0.0377(6) 0.0468(6) 0.0441(8) 0.0018(5) 0.0059(4) -0.0017(5) C
C7 0.0393(7) 0.0467(7) 0.0370(8) -0.0002(5) 0.0063(4) -0.0061(5) C
C8 0.047(1) 0.0528(8) 0.0365(8) -0.0046(7) 0.0066(6) -0.0100(6) C
C9 0.045(1) 0.068(1) 0.047(1) -0.0064(9) -0.0036(8) 0.0041(8) C
C10 0.0403(6) 0.0448(7) 0.0492(7) -0.0027(5) 0.0081(4) -0.0068(5) C
C11 0.0462(8) 0.0440(7) 0.060(1) -0.0033(5) 0.0123(7) -0.0059(5) C
C12 0.047(1) 0.0472(8) 0.066(1) -0.0011(7) 0.0143(9) 0.0020(7) C
C13 0.047(1) 0.054(1) 0.058(1) -0.0005(9) 0.014(1) 0.0045(8) C
C14 0.0441(9) 0.0523(9) 0.0511(9) 0.0000(7) 0.0146(8) -0.0005(6) C
C15 0.0383(6) 0.0466(6) 0.0479(7) 0.0001(5) 0.0102(5) -0.0039(5) C
C16 0.0373(8) 0.0470(6) 0.0496(8) 0.0019(5) 0.0113(6) -0.0040(5) C
C17 0.0413(6) 0.0418(6) 0.0499(7) 0.0004(5) 0.0104(4) -0.0062(5) C
C18 0.0508(9) 0.0422(7) 0.063(1) -0.0029(5) 0.0154(8) -0.0101(6) C
C19 0.054(1) 0.0467(8) 0.066(1) -0.0090(7) 0.0129(9) -0.0120(7) C
C20 0.0452(7) 0.0500(8) 0.060(1) -0.0080(7) 0.0079(7) -0.0067(7) C
C21 0.0388(6) 0.0476(6) 0.0520(9) -0.0026(5) 0.0082(6) -0.0043(5) C
C22 0.0379(6) 0.0435(6) 0.0442(6) -0.0001(5) 0.0083(4) -0.0057(5) C
C23 0.0384(6) 0.0447(6) 0.0394(6) 0.0009(5) 0.0089(5) -0.0065(5) C
C24 0.045(2) 0.042(2) 0.051(2) 0.000(1) 0.009(1) -0.001(2) C
C25 0.066(1) 0.051(2) 0.060(2) -0.008(2) 0.007(1) -0.011(1) C
C26 0.110(2) 0.051(2) 0.060(2) 0.000(2) 0.013(2) -0.011(2) C
C27 0.121(3) 0.056(2) 0.056(2) 0.030(2) 0.025(2) 0.004(2) C
C28 0.082(2) 0.087(3) 0.070(2) 0.034(2) 0.026(2) 0.000(2) C
C29 0.049(1) 0.073(2) 0.067(2) 0.012(1) 0.016(1) -0.005(1) C
C30 0.035(2) 0.042(2) 0.054(2) -0.006(1) 0.008(1) -0.009(1) C
C31 0.068(2) 0.057(2) 0.076(2) 0.018(2) 0.000(2) -0.001(2) C
C32 0.077(2) 0.071(2) 0.126(3) 0.031(2) -0.009(2) -0.018(2) C
C33 0.045(2) 0.074(2) 0.152(4) 0.005(2) 0.010(2) -0.052(3) C
C34 0.058(2) 0.080(3) 0.120(3) -0.011(2) 0.043(2) -0.044(2) C
C35 0.056(2) 0.062(2) 0.071(2) -0.008(1) 0.031(1) -0.017(1) C

# MOLECULAR GEOMETRY

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C13 1.739(5) 1_555 1_555 no
Cl2 C20 1.747(4) 1_555 1_555 no
N1 C2 1.330(6) 1_555 1_555 no
N1 C10 1.364(5) 1_555 1_555 no
N2 C6 1.319(5) 1_555 1_555 no
N2 C17 1.362(5) 1_555 1_555 no
C1 C2 1.501(6) 1_555 1_555 no
C1 C8 1.546(6) 1_555 1_555 no
C1 C9 1.526(7) 1_555 1_555 no
C2 C3 1.423(6) 1_555 1_555 no
C3 C4 1.508(6) 1_555 1_555 no
C3 C16 1.371(6) 1_555 1_555 no
C4 C5 1.531(6) 1_555 1_555 no
C5 C6 1.524(6) 1_555 1_555 no
C5 C9 1.513(7) 1_555 1_555 no
C6 C7 1.425(6) 1_555 1_555 no
C7 C8 1.497(6) 1_555 1_555 no
C7 C23 1.385(5) 1_555 1_555 no
C10 C11 1.407(6) 1_555 1_555 no
C10 C15 1.424(6) 1_555 1_555 no
C11 C12 1.365(6) 1_555 1_555 no
C12 C13 1.405(6) 1_555 1_555 no
C13 C14 1.368(7) 1_555 1_555 no
C14 C15 1.419(6) 1_555 1_555 no
C15 C16 1.419(6) 1_555 1_555 no
C16 C24 1.500(5) 1_555 1_555 no
C17 C18 1.414(6) 1_555 1_555 no
C17 C22 1.403(6) 1_555 1_555 no
C18 C19 1.367(6) 1_555 1_555 no
C19 C20 1.394(6) 1_555 1_555 no
C20 C21 1.345(6) 1_555 1_555 no
C21 C22 1.424(6) 1_555 1_555 no
C22 C23 1.425(6) 1_555 1_555 no
C23 C30 1.490(5) 1_555 1_555 no
C24 C25 1.383(3) 1_555 1_555 no
C24 C29 1.383(3) 1_555 1_555 no
C25 C26 1.382(4) 1_555 1_555 no
C26 C27 1.378(3) 1_555 1_555 no
C27 C28 1.378(3) 1_555 1_555 no
C28 C29 1.382(4) 1_555 1_555 no
C30 C31 1.383(3) 1_555 1_555 no
C30 C35 1.383(3) 1_555 1_555 no
C31 C32 1.382(4) 1_555 1_555 no
C32 C33 1.378(3) 1_555 1_555 no
C33 C34 1.378(3) 1_555 1_555 no
C34 C35 1.382(4) 1_555 1_555 no
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C10 118.7(4) 1_555 1_555 1_555 no
C6 N2 C17 117.9(4) 1_555 1_555 1_555 no
C2 C1 C8 109.8(3) 1_555 1_555 1_555 no
C2 C1 C9 113.2(4) 1_555 1_555 1_555 no
C8 C1 C9 107.3(4) 1_555 1_555 1_555 no
N1 C2 C1 115.4(4) 1_555 1_555 1_555 no
N1 C2 C3 122.7(4) 1_555 1_555 1_555 no
C1 C2 C3 121.9(4) 1_555 1_555 1_555 no
C2 C3 C4 119.3(4) 1_555 1_555 1_555 no
C2 C3 C16 119.5(4) 1_555 1_555 1_555 no
C4 C3 C16 121.2(4) 1_555 1_555 1_555 no
C3 C4 C5 113.1(4) 1_555 1_555 1_555 no
C4 C5 C6 110.1(4) 1_555 1_555 1_555 no
C4 C5 C9 109.3(4) 1_555 1_555 1_555 no
C6 C5 C9 111.6(4) 1_555 1_555 1_555 no
N2 C6 C5 115.1(4) 1_555 1_555 1_555 no
N2 C6 C7 123.9(4) 1_555 1_555 1_555 no
C5 C6 C7 121.0(4) 1_555 1_555 1_555 no
C6 C7 C8 120.6(4) 1_555 1_555 1_555 no
C6 C7 C23 118.1(4) 1_555 1_555 1_555 no
C8 C7 C23 121.3(4) 1_555 1_555 1_555 no
C1 C8 C7 113.5(4) 1_555 1_555 1_555 no
C1 C9 C5 107.7(3) 1_555 1_555 1_555 no
N1 C10 C11 118.3(4) 1_555 1_555 1_555 no
N1 C10 C15 122.0(4) 1_555 1_555 1_555 no
C11 C10 C15 119.7(4) 1_555 1_555 1_555 no
C10 C11 C12 120.7(4) 1_555 1_555 1_555 no
C11 C12 C13 119.4(4) 1_555 1_555 1_555 no
Cl1 C13 C12 119.2(4) 1_555 1_555 1_555 no
Cl1 C13 C14 118.8(4) 1_555 1_555 1_555 no
C12 C13 C14 122.1(4) 1_555 1_555 1_555 no
C13 C14 C15 119.4(4) 1_555 1_555 1_555 no
C10 C15 C14 118.7(4) 1_555 1_555 1_555 no
C10 C15 C16 118.1(4) 1_555 1_555 1_555 no
C14 C15 C16 123.2(4) 1_555 1_555 1_555 no
C3 C16 C15 118.8(4) 1_555 1_555 1_555 no
C3 C16 C24 121.6(4) 1_555 1_555 1_555 no
C15 C16 C24 119.6(4) 1_555 1_555 1_555 no
N2 C17 C18 117.8(4) 1_555 1_555 1_555 no
N2 C17 C22 123.1(4) 1_555 1_555 1_555 no
C18 C17 C22 119.0(4) 1_555 1_555 1_555 no
C17 C18 C19 120.8(4) 1_555 1_555 1_555 no
C18 C19 C20 118.8(4) 1_555 1_555 1_555 no
Cl2 C20 C19 116.4(4) 1_555 1_555 1_555 no
Cl2 C20 C21 120.6(4) 1_555 1_555 1_555 no
C19 C20 C21 123.0(4) 1_555 1_555 1_555 no
C20 C21 C22 119.0(4) 1_555 1_555 1_555 no
C17 C22 C21 119.3(4) 1_555 1_555 1_555 no
C17 C22 C23 117.9(4) 1_555 1_555 1_555 no
C21 C22 C23 122.8(4) 1_555 1_555 1_555 no
C7 C23 C22 118.9(4) 1_555 1_555 1_555 no
C7 C23 C30 121.0(4) 1_555 1_555 1_555 no
C22 C23 C30 120.1(3) 1_555 1_555 1_555 no
C16 C24 C25 120.2(3) 1_555 1_555 1_555 no
C16 C24 C29 120.8(3) 1_555 1_555 1_555 no
C25 C24 C29 119.0(3) 1_555 1_555 1_555 no
C24 C25 C26 120.6(3) 1_555 1_555 1_555 no
C25 C26 C27 119.9(3) 1_555 1_555 1_555 no
C26 C27 C28 120.0(4) 1_555 1_555 1_555 no
C27 C28 C29 119.9(3) 1_555 1_555 1_555 no
C24 C29 C28 120.6(3) 1_555 1_555 1_555 no
C23 C30 C31 120.6(3) 1_555 1_555 1_555 no
C23 C30 C35 120.3(3) 1_555 1_555 1_555 no
C31 C30 C35 119.0(3) 1_555 1_555 1_555 no
C30 C31 C32 120.6(3) 1_555 1_555 1_555 no
C31 C32 C33 119.9(3) 1_555 1_555 1_555 no
C32 C33 C34 120.0(4) 1_555 1_555 1_555 no
C33 C34 C35 119.9(3) 1_555 1_555 1_555 no
C30 C35 C34 120.6(3) 1_555 1_555 1_555 no