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


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
#  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_schm55
_database_code_depnum_ccdc_archive 'CCDC 905279'
#TrackingRef 'web_deposit_cif_file_0_AndreeaSchmitzer_1349791881.SCHM55_MC42Br.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H27 N2, Br'
_chemical_formula_sum            'C37 H27 Br N2'
_chemical_formula_weight         579.52
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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
_symmetry_space_group_name_hall  '-P 1'

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

_cell_length_a                   9.5643(2)
_cell_length_b                   9.7254(2)
_cell_length_c                   17.4889(4)
_cell_angle_alpha                89.925(1)
_cell_angle_beta                 80.209(1)
_cell_angle_gamma                62.908(1)
_cell_volume                     1421.79(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    11809
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      70.64

_exptl_crystal_description       block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             596
_exptl_absorpt_coefficient_mu    2.179
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.6232
_exptl_absorpt_correction_T_max  0.9165
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker smart diffractometer equiped with an APEX II CCD Detector,
a Incoatec IMuS source and a Quazar MX mirror. The crystal-to-detector distance
5.0 cm, and the data collection was carried out in 512 x 512 pixel mode.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 10.0 degree
scan in 33 frames over three different parts of the reciprocal space
(99 frames total).


;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Incoatec I\muS Microsource '
_diffrn_radiation_monochromator  'Quazar MX'
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            27726
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.57
_diffrn_reflns_theta_max         70.95
_reflns_number_total             5290
_reflns_number_gt                4833
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Bruker AXS, 2003)'
_computing_publication_material  'UdMX (Maris, 2004)'

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

_iucr_refine_instructions_details 
;
TITL schm55 in P-1
CELL 1.54178 9.5643 9.7254 17.4889 89.925 80.209 62.908
ZERR 2.00 0.0002 0.0002 0.0004 0.001 0.001 0.001
LATT 1
SFAC C H N Br
UNIT 74 54 4 2
L.S. 4
ACTA
BOND $H
FMAP 2
PLAN 5
CONF

SIZE 0.04 0.08 0.16
TEMP -173.000

WGHT 0.108100 1.312300
FVAR 0.12955
MOLE 1
BR1 4 0.927117 0.316351 0.420797 11.00000 0.02622 0.03789 =
0.03209 0.00491 -0.00447 -0.01954
N1 3 0.376430 0.317098 0.483903 11.00000 0.02927 0.02965 =
0.02314 -0.00044 0.00029 -0.01669
C2 1 0.243682 0.302471 0.502692 11.00000 0.02891 0.03039 =
0.02522 -0.00021 -0.00162 -0.01553
AFIX 43
H2 2 0.150826 0.355975 0.480682 11.00000 -1.20000
AFIX 0
N3 3 0.258527 0.203110 0.556296 11.00000 0.02517 0.03382 =
0.02363 0.00087 -0.00030 -0.01798
C4 1 0.409991 0.149034 0.574949 11.00000 0.02520 0.02919 =
0.02283 -0.00317 0.00138 -0.01694
C5 1 0.486512 0.042915 0.626039 11.00000 0.03041 0.03007 =
0.02291 -0.00088 0.00073 -0.01846
AFIX 43
H5 2 0.434504 -0.005139 0.658462 11.00000 -1.20000
AFIX 0
C6 1 0.642724 0.011105 0.627071 11.00000 0.03005 0.03294 =
0.02647 -0.00017 -0.00462 -0.01453
AFIX 43
H6 2 0.700317 -0.062460 0.660328 11.00000 -1.20000
AFIX 0
C7 1 0.718394 0.084627 0.580290 11.00000 0.02526 0.03460 =
0.03112 -0.00324 -0.00199 -0.01557
AFIX 43
H7 2 0.825454 0.059943 0.583198 11.00000 -1.20000
AFIX 0
C8 1 0.642344 0.191259 0.530390 11.00000 0.02912 0.03230 =
0.02554 -0.00386 0.00379 -0.02008
AFIX 43
H8 2 0.693671 0.241302 0.499122 11.00000 -1.20000
AFIX 0
C9 1 0.485984 0.221864 0.528205 11.00000 0.02705 0.02702 =
0.02180 -0.00146 0.00015 -0.01486
C10 1 0.401533 0.418194 0.425695 11.00000 0.03572 0.03100 =
0.02675 0.00258 -0.00033 -0.01985
AFIX 23
H10A 2 0.476634 0.452674 0.440634 11.00000 -1.20000
H10B 2 0.298425 0.511479 0.425793 11.00000 -1.20000
AFIX 0
C11 1 0.467282 0.337224 0.344965 11.00000 0.03015 0.03018 =
0.02420 0.00492 -0.00309 -0.01910
C12 1 0.632189 0.259152 0.317135 11.00000 0.02981 0.04307 =
0.02705 0.00639 -0.00542 -0.02559
AFIX 43
H12 2 0.703579 0.259732 0.348692 11.00000 -1.20000
AFIX 0
C13 1 0.691828 0.180747 0.243431 11.00000 0.02485 0.03756 =
0.03134 0.00803 -0.00250 -0.01727
AFIX 43
H13 2 0.804236 0.125306 0.225543 11.00000 -1.20000
AFIX 0
C14 1 0.588839 0.182146 0.195075 11.00000 0.03497 0.03326 =
0.02389 0.00429 -0.00134 -0.02230
C15 1 0.422594 0.262775 0.223231 11.00000 0.03122 0.03411 =
0.02831 0.00549 -0.00775 -0.02000
AFIX 43
H15 2 0.350636 0.265700 0.191158 11.00000 -1.20000
AFIX 0
C16 1 0.364049 0.337473 0.297237 11.00000 0.02570 0.03273 =
0.03160 0.00762 -0.00413 -0.01543
AFIX 43
H16 2 0.251793 0.389887 0.316027 11.00000 -1.20000
AFIX 0
C17 1 0.653092 0.106663 0.115737 11.00000 0.02827 0.02742 =
0.04432 0.00750 -0.00202 -0.01647
C18 1 0.705680 0.051136 0.053673 11.00000 0.04488 0.03951 =
0.03679 0.01583 -0.01597 -0.03066
C19 1 0.772827 -0.019630 -0.026351 11.00000 0.03386 0.03211 =
0.02816 0.00191 -0.00126 -0.02100
C20 1 0.931981 -0.138013 -0.048095 11.00000 0.03254 0.03511 =
0.03664 0.00973 -0.00980 -0.01854
AFIX 43
H20 2 0.999066 -0.172007 -0.010518 11.00000 -1.20000
AFIX 0
C21 1 0.990210 -0.204382 -0.123800 11.00000 0.03005 0.03117 =
0.03738 0.00433 0.00157 -0.01604
AFIX 43
H21 2 1.096450 -0.285889 -0.137589 11.00000 -1.20000
AFIX 0
C22 1 0.895560 -0.153586 -0.180057 11.00000 0.04072 0.03090 =
0.03222 0.00092 -0.00053 -0.02287
AFIX 43
H22 2 0.937374 -0.198213 -0.232325 11.00000 -1.20000
AFIX 0
C23 1 0.737359 -0.035564 -0.158969 11.00000 0.04036 0.03455 =
0.03553 0.00394 -0.01017 -0.02143
AFIX 43
H23 2 0.671796 -0.000180 -0.197140 11.00000 -1.20000
AFIX 0
C24 1 0.676957 0.028995 -0.083301 11.00000 0.02817 0.03403 =
0.03635 0.00074 -0.00322 -0.01565
AFIX 43
H24 2 0.569158 0.107369 -0.069411 11.00000 -1.20000
AFIX 0
C25 1 0.133625 0.161383 0.591644 11.00000 0.02625 0.03418 =
0.02678 0.00036 -0.00032 -0.01947
AFIX 23
H25A 2 0.181368 0.047269 0.592177 11.00000 -1.20000
H25B 2 0.050375 0.194315 0.559172 11.00000 -1.20000
AFIX 0
C26 1 0.056330 0.234995 0.673748 11.00000 0.02127 0.03220 =
0.02570 0.00352 -0.00237 -0.01368
C27 1 -0.023182 0.168506 0.722981 11.00000 0.02948 0.03436 =
0.03581 0.00111 0.00021 -0.02086
AFIX 43
H27 2 -0.025988 0.078235 0.704377 11.00000 -1.20000
AFIX 0
C28 1 -0.097632 0.232676 0.798328 11.00000 0.03061 0.04022 =
0.03177 0.00354 0.00326 -0.02212
AFIX 43
H28 2 -0.151422 0.186608 0.831078 11.00000 -1.20000
AFIX 0
C29 1 -0.093896 0.365146 0.826385 11.00000 0.02246 0.03500 =
0.02747 0.00169 -0.00149 -0.01197
C30 1 -0.015669 0.432064 0.777145 11.00000 0.02841 0.03050 =
0.02934 0.00086 -0.00378 -0.01476
AFIX 43
H30 2 -0.013517 0.522809 0.795556 11.00000 -1.20000
AFIX 0
C31 1 0.059063 0.367275 0.701487 11.00000 0.02750 0.03238 =
0.02625 0.00464 -0.00129 -0.01800
AFIX 43
H31 2 0.112270 0.413663 0.668581 11.00000 -1.20000
AFIX 0
C32 1 -0.170678 0.433981 0.905860 11.00000 0.02610 0.03838 =
0.03763 0.01136 -0.00654 -0.01747
C33 1 -0.227488 0.488058 0.967342 11.00000 0.02089 0.02551 =
0.04689 0.00238 -0.00893 -0.00958
C34 1 -0.299853 0.552151 1.049414 11.00000 0.02506 0.03231 =
0.02474 0.00239 -0.00180 -0.01184
C35 1 -0.408120 0.509922 1.094101 11.00000 0.03212 0.03373 =
0.03764 0.00449 -0.00539 -0.01988
AFIX 43
H35 2 -0.437811 0.440674 1.071565 11.00000 -1.20000
AFIX 0
C36 1 -0.471555 0.568644 1.170639 11.00000 0.03225 0.03477 =
0.03542 0.00530 0.00364 -0.01641
AFIX 43
H36 2 -0.544045 0.538668 1.200749 11.00000 -1.20000
AFIX 0
C37 1 -0.430412 0.671959 1.204535 11.00000 0.03643 0.03290 =
0.02903 0.00013 -0.00255 -0.01151
AFIX 43
H37 2 -0.473945 0.711215 1.257513 11.00000 -1.20000
AFIX 0
C38 1 -0.324880 0.717084 1.159995 11.00000 0.03277 0.03812 =
0.03415 0.00199 -0.01027 -0.01580
AFIX 43
H38 2 -0.298243 0.789024 1.182238 11.00000 -1.20000
AFIX 0
C39 1 -0.259402 0.656668 1.083466 11.00000 0.02796 0.03248 =
0.03797 0.00766 -0.00521 -0.01654
AFIX 43
H39 2 -0.186262 0.686106 1.053557 11.00000 -1.20000
HKLF 4

REM schm55 in P-1
REM R1 = 0.0525 for 4833 Fo > 4sig(Fo) and 0.0568 for all 5290 data
REM 361 parameters refined using 0 restraints

END

WGHT 0.1078 1.3226
REM Highest difference peak 1.562, deepest hole -1.166, 1-sigma level 0.129
Q1 1 0.9090 0.3639 0.4756 11.00000 0.05 1.56
Q2 1 0.9369 0.2765 0.3679 11.00000 0.05 1.43
Q3 1 0.6221 0.1231 0.0745 11.00000 0.05 1.22
Q4 1 1.0021 0.2229 0.3918 11.00000 0.05 0.98
Q5 1 0.8376 0.4192 0.4393 11.00000 0.05 0.94
;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1081P)^2^+1.3123P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5290
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1526
_refine_ls_wR_factor_gt          0.1437
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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
Br1 Br 0.92712(3) 0.31635(4) 0.420797(17) 0.03036(14) Uani 1 1 d . . .
N1 N 0.3764(3) 0.3171(3) 0.48390(14) 0.0268(5) Uani 1 1 d . . .
C2 C 0.2437(4) 0.3025(4) 0.50269(17) 0.0279(6) Uani 1 1 d . . .
H2 H 0.1508 0.3560 0.4807 0.034 Uiso 1 1 calc R . .
N3 N 0.2585(3) 0.2031(3) 0.55630(14) 0.0264(5) Uani 1 1 d . . .
C4 C 0.4100(3) 0.1490(3) 0.57495(16) 0.0248(6) Uani 1 1 d . . .
C5 C 0.4865(4) 0.0429(3) 0.62604(16) 0.0268(6) Uani 1 1 d . . .
H5 H 0.4345 -0.0051 0.6585 0.032 Uiso 1 1 calc R . .
C6 C 0.6427(4) 0.0111(4) 0.62707(17) 0.0299(6) Uani 1 1 d . . .
H6 H 0.7003 -0.0625 0.6603 0.036 Uiso 1 1 calc R . .
C7 C 0.7184(4) 0.0846(4) 0.58029(18) 0.0301(6) Uani 1 1 d . . .
H7 H 0.8255 0.0599 0.5832 0.036 Uiso 1 1 calc R . .
C8 C 0.6423(4) 0.1913(3) 0.53039(17) 0.0279(6) Uani 1 1 d . . .
H8 H 0.6937 0.2413 0.4991 0.033 Uiso 1 1 calc R . .
C9 C 0.4860(4) 0.2219(3) 0.52820(16) 0.0250(6) Uani 1 1 d . . .
C10 C 0.4015(4) 0.4182(4) 0.42570(17) 0.0302(6) Uani 1 1 d . . .
H10A H 0.4766 0.4527 0.4406 0.036 Uiso 1 1 calc R . .
H10B H 0.2984 0.5115 0.4258 0.036 Uiso 1 1 calc R . .
C11 C 0.4673(4) 0.3372(3) 0.34497(17) 0.0264(6) Uani 1 1 d . . .
C12 C 0.6322(4) 0.2592(4) 0.31713(17) 0.0299(6) Uani 1 1 d . . .
H12 H 0.7036 0.2597 0.3487 0.036 Uiso 1 1 calc R . .
C13 C 0.6918(4) 0.1807(4) 0.24343(18) 0.0305(6) Uani 1 1 d . . .
H13 H 0.8042 0.1253 0.2255 0.037 Uiso 1 1 calc R . .
C14 C 0.5888(4) 0.1821(4) 0.19508(17) 0.0287(6) Uani 1 1 d . . .
C15 C 0.4226(4) 0.2628(4) 0.22323(17) 0.0290(6) Uani 1 1 d . . .
H15 H 0.3506 0.2657 0.1912 0.035 Uiso 1 1 calc R . .
C16 C 0.3640(4) 0.3375(4) 0.29724(18) 0.0294(6) Uani 1 1 d . . .
H16 H 0.2518 0.3899 0.3160 0.035 Uiso 1 1 calc R . .
C17 C 0.6531(4) 0.1067(4) 0.1157(2) 0.0326(7) Uani 1 1 d . . .
C18 C 0.7057(4) 0.0511(4) 0.05367(19) 0.0349(7) Uani 1 1 d . . .
C19 C 0.7728(4) -0.0196(4) -0.02635(17) 0.0297(6) Uani 1 1 d . . .
C20 C 0.9320(4) -0.1380(4) -0.04810(19) 0.0332(7) Uani 1 1 d . . .
H20 H 0.9991 -0.1720 -0.0105 0.040 Uiso 1 1 calc R . .
C21 C 0.9902(4) -0.2044(4) -0.12380(19) 0.0332(7) Uani 1 1 d . . .
H21 H 1.0964 -0.2859 -0.1376 0.040 Uiso 1 1 calc R . .
C22 C 0.8956(4) -0.1536(4) -0.18006(19) 0.0330(7) Uani 1 1 d . . .
H22 H 0.9374 -0.1982 -0.2323 0.040 Uiso 1 1 calc R . .
C23 C 0.7374(4) -0.0356(4) -0.15897(19) 0.0348(7) Uani 1 1 d . . .
H23 H 0.6718 -0.0002 -0.1971 0.042 Uiso 1 1 calc R . .
C24 C 0.6770(4) 0.0290(4) -0.08330(19) 0.0327(7) Uani 1 1 d . . .
H24 H 0.5692 0.1074 -0.0694 0.039 Uiso 1 1 calc R . .
C25 C 0.1336(3) 0.1614(4) 0.59164(16) 0.0275(6) Uani 1 1 d . . .
H25A H 0.1814 0.0473 0.5922 0.033 Uiso 1 1 calc R . .
H25B H 0.0504 0.1943 0.5592 0.033 Uiso 1 1 calc R . .
C26 C 0.0563(3) 0.2350(4) 0.67375(16) 0.0261(6) Uani 1 1 d . . .
C27 C -0.0232(4) 0.1685(4) 0.72298(19) 0.0317(6) Uani 1 1 d . . .
H27 H -0.0260 0.0782 0.7044 0.038 Uiso 1 1 calc R . .
C28 C -0.0976(4) 0.2327(4) 0.79833(19) 0.0332(7) Uani 1 1 d . . .
H28 H -0.1514 0.1866 0.8311 0.040 Uiso 1 1 calc R . .
C29 C -0.0939(3) 0.3651(4) 0.82639(17) 0.0292(6) Uani 1 1 d . . .
C30 C -0.0157(4) 0.4321(4) 0.77715(18) 0.0292(6) Uani 1 1 d . . .
H30 H -0.0135 0.5228 0.7956 0.035 Uiso 1 1 calc R . .
C31 C 0.0591(4) 0.3673(4) 0.70149(17) 0.0276(6) Uani 1 1 d . . .
H31 H 0.1123 0.4137 0.6686 0.033 Uiso 1 1 calc R . .
C32 C -0.1707(4) 0.4340(4) 0.90586(19) 0.0330(7) Uani 1 1 d . . .
C33 C -0.2275(3) 0.4881(3) 0.9673(2) 0.0312(7) Uani 1 1 d . . .
C34 C -0.2999(4) 0.5522(4) 1.04941(17) 0.0283(6) Uani 1 1 d . . .
C35 C -0.4081(4) 0.5099(4) 1.09410(19) 0.0328(7) Uani 1 1 d . . .
H35 H -0.4378 0.4407 1.0716 0.039 Uiso 1 1 calc R . .
C36 C -0.4716(4) 0.5686(4) 1.17064(19) 0.0351(7) Uani 1 1 d . . .
H36 H -0.5440 0.5387 1.2007 0.042 Uiso 1 1 calc R . .
C37 C -0.4304(4) 0.6720(4) 1.20453(19) 0.0350(7) Uani 1 1 d . . .
H37 H -0.4739 0.7112 1.2575 0.042 Uiso 1 1 calc R . .
C38 C -0.3249(4) 0.7171(4) 1.15999(19) 0.0347(7) Uani 1 1 d . . .
H38 H -0.2982 0.7890 1.1822 0.042 Uiso 1 1 calc R . .
C39 C -0.2594(4) 0.6567(4) 1.08347(19) 0.0319(6) Uani 1 1 d . . .
H39 H -0.1863 0.6861 1.0536 0.038 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0262(2) 0.0379(2) 0.0321(2) 0.00491(13) -0.00447(13) -0.01954(16)
N1 0.0293(12) 0.0296(13) 0.0231(11) -0.0004(9) 0.0003(9) -0.0167(11)
C2 0.0289(14) 0.0304(15) 0.0252(13) -0.0002(11) -0.0016(11) -0.0155(13)
N3 0.0252(12) 0.0338(13) 0.0236(11) 0.0009(9) -0.0003(9) -0.0180(11)
C4 0.0252(14) 0.0292(14) 0.0228(13) -0.0032(10) 0.0014(10) -0.0169(12)
C5 0.0304(15) 0.0301(15) 0.0229(13) -0.0009(11) 0.0007(11) -0.0185(13)
C6 0.0301(15) 0.0329(16) 0.0265(14) -0.0002(11) -0.0046(12) -0.0145(13)
C7 0.0253(14) 0.0346(16) 0.0311(15) -0.0032(12) -0.0020(11) -0.0156(13)
C8 0.0291(14) 0.0323(15) 0.0255(13) -0.0039(11) 0.0038(11) -0.0201(13)
C9 0.0270(14) 0.0270(14) 0.0218(13) -0.0015(10) 0.0001(10) -0.0149(12)
C10 0.0357(16) 0.0310(15) 0.0268(14) 0.0026(12) -0.0003(12) -0.0199(13)
C11 0.0302(15) 0.0302(15) 0.0242(14) 0.0049(11) -0.0031(11) -0.0191(13)
C12 0.0298(15) 0.0431(18) 0.0271(14) 0.0064(12) -0.0054(12) -0.0256(14)
C13 0.0249(14) 0.0376(17) 0.0313(15) 0.0080(12) -0.0025(12) -0.0173(13)
C14 0.0350(16) 0.0333(16) 0.0239(14) 0.0043(11) -0.0013(12) -0.0223(14)
C15 0.0312(15) 0.0341(16) 0.0283(14) 0.0055(12) -0.0078(12) -0.0200(13)
C16 0.0257(14) 0.0327(16) 0.0316(15) 0.0076(12) -0.0041(12) -0.0154(13)
C17 0.0283(15) 0.0274(15) 0.0443(19) 0.0075(13) -0.0020(13) -0.0165(13)
C18 0.0449(18) 0.0395(18) 0.0368(18) 0.0158(14) -0.0160(15) -0.0307(16)
C19 0.0339(16) 0.0321(16) 0.0282(14) 0.0019(12) -0.0013(12) -0.0210(14)
C20 0.0325(16) 0.0351(17) 0.0366(16) 0.0097(13) -0.0098(13) -0.0185(14)
C21 0.0301(15) 0.0312(16) 0.0374(16) 0.0043(13) 0.0016(13) -0.0160(13)
C22 0.0407(17) 0.0309(16) 0.0322(15) 0.0009(12) -0.0005(13) -0.0229(14)
C23 0.0404(17) 0.0346(17) 0.0355(16) 0.0039(13) -0.0102(14) -0.0214(15)
C24 0.0282(15) 0.0340(16) 0.0363(16) 0.0007(13) -0.0032(12) -0.0157(13)
C25 0.0262(14) 0.0342(16) 0.0268(14) 0.0004(12) -0.0003(11) -0.0195(13)
C26 0.0213(13) 0.0322(15) 0.0257(14) 0.0035(11) -0.0024(11) -0.0137(12)
C27 0.0295(15) 0.0344(16) 0.0358(16) 0.0011(12) 0.0002(12) -0.0209(13)
C28 0.0306(15) 0.0402(18) 0.0318(15) 0.0035(13) 0.0033(12) -0.0221(14)
C29 0.0225(13) 0.0350(16) 0.0275(14) 0.0017(12) -0.0015(11) -0.0120(12)
C30 0.0284(14) 0.0305(15) 0.0293(15) 0.0009(12) -0.0038(12) -0.0148(13)
C31 0.0275(14) 0.0324(15) 0.0263(14) 0.0046(11) -0.0013(11) -0.0180(12)
C32 0.0261(14) 0.0384(17) 0.0376(18) 0.0114(14) -0.0065(13) -0.0175(14)
C33 0.0209(14) 0.0255(15) 0.047(2) 0.0024(13) -0.0089(13) -0.0096(12)
C34 0.0251(14) 0.0323(16) 0.0247(14) 0.0024(11) -0.0018(11) -0.0118(12)
C35 0.0321(15) 0.0337(16) 0.0376(17) 0.0045(13) -0.0054(13) -0.0199(14)
C36 0.0323(16) 0.0348(17) 0.0354(16) 0.0053(13) 0.0036(13) -0.0164(14)
C37 0.0364(17) 0.0329(17) 0.0290(15) 0.0001(12) -0.0025(13) -0.0115(14)
C38 0.0328(16) 0.0381(17) 0.0341(16) 0.0020(13) -0.0103(13) -0.0158(14)
C39 0.0280(15) 0.0325(16) 0.0380(16) 0.0077(13) -0.0052(12) -0.0165(13)

_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_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 . . 1.328(4) y
N1 C9 . . 1.395(4) y
N1 C10 . . 1.480(4) y
C2 N3 . . 1.323(4) y
C2 H2 . . 0.9500 ?
N3 C4 . . 1.396(4) y
N3 C25 . . 1.471(3) y
C4 C5 . . 1.390(4) y
C4 C9 . . 1.401(4) y
C5 C6 . . 1.384(4) y
C5 H5 . . 0.9500 ?
C6 C7 . . 1.405(4) y
C6 H6 . . 0.9500 ?
C7 C8 . . 1.376(5) y
C7 H7 . . 0.9500 ?
C8 C9 . . 1.393(4) y
C8 H8 . . 0.9500 ?
C10 C11 . . 1.503(4) y
C10 H10a . . 0.9900 ?
C10 H10b . . 0.9900 ?
C11 C16 . . 1.396(4) y
C11 C12 . . 1.396(4) y
C12 C13 . . 1.387(4) y
C12 H12 . . 0.9500 ?
C13 C14 . . 1.399(4) y
C13 H13 . . 0.9500 ?
C14 C15 . . 1.409(4) y
C14 C17 . . 1.464(4) y
C15 C16 . . 1.379(4) y
C15 H15 . . 0.9500 ?
C16 H16 . . 0.9500 ?
C17 C18 . . 1.136(5) y
C18 C19 . . 1.463(4) y
C19 C24 . . 1.404(5) y
C19 C20 . . 1.413(5) y
C20 C21 . . 1.380(5) y
C20 H20 . . 0.9500 ?
C21 C22 . . 1.388(5) y
C21 H21 . . 0.9500 ?
C22 C23 . . 1.404(5) y
C22 H22 . . 0.9500 ?
C23 C24 . . 1.375(5) y
C23 H23 . . 0.9500 ?
C24 H24 . . 0.9500 ?
C25 C26 . . 1.510(4) y
C25 H25a . . 0.9900 ?
C25 H25b . . 0.9900 ?
C26 C31 . . 1.388(4) y
C26 C27 . . 1.401(4) y
C27 C28 . . 1.382(4) y
C27 H27 . . 0.9500 ?
C28 C29 . . 1.397(4) y
C28 H28 . . 0.9500 ?
C29 C30 . . 1.396(4) y
C29 C32 . . 1.458(4) y
C30 C31 . . 1.389(4) y
C30 H30 . . 0.9500 ?
C31 H31 . . 0.9500 ?
C32 C33 . . 1.127(5) y
C33 C34 . . 1.483(4) y
C34 C35 . . 1.401(4) y
C34 C39 . . 1.406(4) y
C35 C36 . . 1.377(5) y
C35 H35 . . 0.9500 ?
C36 C37 . . 1.399(5) y
C36 H36 . . 0.9500 ?
C37 C38 . . 1.398(5) y
C37 H37 . . 0.9500 ?
C38 C39 . . 1.382(5) y
C38 H38 . . 0.9500 ?
C39 H39 . . 0.9500 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 N1 C9 . . . 108.4(2) y
C2 N1 C10 . . . 125.1(3) y
C9 N1 C10 . . . 126.5(2) y
N3 C2 N1 . . . 110.7(3) y
N3 C2 H2 . . . 124.7 ?
N1 C2 H2 . . . 124.7 ?
C2 N3 C4 . . . 108.5(2) y
C2 N3 C25 . . . 125.3(3) y
C4 N3 C25 . . . 126.2(2) y
C5 C4 N3 . . . 132.0(3) y
C5 C4 C9 . . . 121.7(3) y
N3 C4 C9 . . . 106.2(3) y
C6 C5 C4 . . . 116.3(3) y
C6 C5 H5 . . . 121.8 ?
C4 C5 H5 . . . 121.8 ?
C5 C6 C7 . . . 121.8(3) y
C5 C6 H6 . . . 119.1 ?
C7 C6 H6 . . . 119.1 ?
C8 C7 C6 . . . 122.1(3) y
C8 C7 H7 . . . 119.0 ?
C6 C7 H7 . . . 119.0 ?
C7 C8 C9 . . . 116.4(3) y
C7 C8 H8 . . . 121.8 ?
C9 C8 H8 . . . 121.8 ?
C8 C9 N1 . . . 132.1(3) y
C8 C9 C4 . . . 121.7(3) y
N1 C9 C4 . . . 106.2(2) y
N1 C10 C11 . . . 112.3(2) y
N1 C10 H10A . . . 109.2 ?
C11 C10 H10A . . . 109.2 ?
N1 C10 H10B . . . 109.2 ?
C11 C10 H10B . . . 109.2 ?
H10A C10 H10B . . . 107.9 ?
C16 C11 C12 . . . 119.2(3) y
C16 C11 C10 . . . 120.3(3) y
C12 C11 C10 . . . 120.5(3) y
C13 C12 C11 . . . 120.0(3) y
C13 C12 H12 . . . 120.0 ?
C11 C12 H12 . . . 120.0 ?
C12 C13 C14 . . . 121.0(3) y
C12 C13 H13 . . . 119.5 ?
C14 C13 H13 . . . 119.5 ?
C13 C14 C15 . . . 118.6(3) y
C13 C14 C17 . . . 120.4(3) y
C15 C14 C17 . . . 120.9(3) y
C16 C15 C14 . . . 120.2(3) y
C16 C15 H15 . . . 119.9 ?
C14 C15 H15 . . . 119.9 ?
C15 C16 C11 . . . 121.0(3) y
C15 C16 H16 . . . 119.5 ?
C11 C16 H16 . . . 119.5 ?
C18 C17 C14 . . . 177.6(3) y
C17 C18 C19 . . . 179.7(5) y
C24 C19 C20 . . . 118.6(3) y
C24 C19 C18 . . . 119.6(3) y
C20 C19 C18 . . . 121.7(3) y
C21 C20 C19 . . . 120.1(3) y
C21 C20 H20 . . . 119.9 ?
C19 C20 H20 . . . 119.9 ?
C20 C21 C22 . . . 120.8(3) y
C20 C21 H21 . . . 119.6 ?
C22 C21 H21 . . . 119.6 ?
C21 C22 C23 . . . 119.4(3) y
C21 C22 H22 . . . 120.3 ?
C23 C22 H22 . . . 120.3 ?
C24 C23 C22 . . . 120.3(3) y
C24 C23 H23 . . . 119.9 ?
C22 C23 H23 . . . 119.9 ?
C23 C24 C19 . . . 120.7(3) y
C23 C24 H24 . . . 119.6 ?
C19 C24 H24 . . . 119.6 ?
N3 C25 C26 . . . 112.7(2) y
N3 C25 H25A . . . 109.0 ?
C26 C25 H25A . . . 109.0 ?
N3 C25 H25B . . . 109.0 ?
C26 C25 H25B . . . 109.0 ?
H25A C25 H25B . . . 107.8 ?
C31 C26 C27 . . . 119.1(3) y
C31 C26 C25 . . . 122.4(3) y
C27 C26 C25 . . . 118.6(3) y
C28 C27 C26 . . . 120.8(3) y
C28 C27 H27 . . . 119.6 ?
C26 C27 H27 . . . 119.6 ?
C27 C28 C29 . . . 120.1(3) y
C27 C28 H28 . . . 119.9 ?
C29 C28 H28 . . . 119.9 ?
C30 C29 C28 . . . 119.1(3) y
C30 C29 C32 . . . 119.9(3) y
C28 C29 C32 . . . 121.0(3) y
C31 C30 C29 . . . 120.6(3) y
C31 C30 H30 . . . 119.7 ?
C29 C30 H30 . . . 119.7 ?
C26 C31 C30 . . . 120.3(3) y
C26 C31 H31 . . . 119.9 ?
C30 C31 H31 . . . 119.9 ?
C33 C32 C29 . . . 178.5(3) y
C32 C33 C34 . . . 177.4(3) y
C35 C34 C39 . . . 119.1(3) y
C35 C34 C33 . . . 121.1(3) y
C39 C34 C33 . . . 119.8(3) y
C36 C35 C34 . . . 120.1(3) y
C36 C35 H35 . . . 120.0 ?
C34 C35 H35 . . . 120.0 ?
C35 C36 C37 . . . 120.7(3) y
C35 C36 H36 . . . 119.6 ?
C37 C36 H36 . . . 119.6 ?
C38 C37 C36 . . . 119.6(3) y
C38 C37 H37 . . . 120.2 ?
C36 C37 H37 . . . 120.2 ?
C39 C38 C37 . . . 119.8(3) y
C39 C38 H38 . . . 120.1 ?
C37 C38 H38 . . . 120.1 ?
C38 C39 C34 . . . 120.7(3) y
C38 C39 H39 . . . 119.6 ?
C34 C39 H39 . . . 119.6 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C9 N1 C2 N3 . . . . -0.3(3) y
C10 N1 C2 N3 . . . . 179.8(2) y
N1 C2 N3 C4 . . . . 0.5(3) y
N1 C2 N3 C25 . . . . 178.8(2) y
C2 N3 C4 C5 . . . . -178.9(3) y
C25 N3 C4 C5 . . . . 2.9(5) y
C2 N3 C4 C9 . . . . -0.5(3) y
C25 N3 C4 C9 . . . . -178.7(2) y
N3 C4 C5 C6 . . . . 177.0(3) y
C9 C4 C5 C6 . . . . -1.2(4) y
C4 C5 C6 C7 . . . . 1.3(4) y
C5 C6 C7 C8 . . . . -0.6(5) y
C6 C7 C8 C9 . . . . -0.5(4) y
C7 C8 C9 N1 . . . . -177.7(3) y
C7 C8 C9 C4 . . . . 0.6(4) y
C2 N1 C9 C8 . . . . 178.5(3) y
C10 N1 C9 C8 . . . . -1.6(5) y
C2 N1 C9 C4 . . . . 0.0(3) y
C10 N1 C9 C4 . . . . 179.9(2) y
C5 C4 C9 C8 . . . . 0.2(4) y
N3 C4 C9 C8 . . . . -178.4(3) y
C5 C4 C9 N1 . . . . 178.9(3) y
N3 C4 C9 N1 . . . . 0.3(3) y
C2 N1 C10 C11 . . . . -88.5(3) y
C9 N1 C10 C11 . . . . 91.6(3) y
N1 C10 C11 C16 . . . . 87.0(4) y
N1 C10 C11 C12 . . . . -92.1(3) y
C16 C11 C12 C13 . . . . -1.1(5) y
C10 C11 C12 C13 . . . . 178.0(3) y
C11 C12 C13 C14 . . . . 1.9(5) y
C12 C13 C14 C15 . . . . -1.1(5) y
C12 C13 C14 C17 . . . . 176.4(3) y
C13 C14 C15 C16 . . . . -0.4(4) y
C17 C14 C15 C16 . . . . -177.9(3) y
C14 C15 C16 C11 . . . . 1.2(5) y
C12 C11 C16 C15 . . . . -0.4(5) y
C10 C11 C16 C15 . . . . -179.5(3) y
C24 C19 C20 C21 . . . . -0.5(4) y
C18 C19 C20 C21 . . . . 178.6(3) y
C19 C20 C21 C22 . . . . 1.7(4) y
C20 C21 C22 C23 . . . . -1.5(4) y
C21 C22 C23 C24 . . . . 0.0(5) y
C22 C23 C24 C19 . . . . 1.2(5) y
C20 C19 C24 C23 . . . . -1.0(4) y
C18 C19 C24 C23 . . . . 179.9(3) y
C2 N3 C25 C26 . . . . -105.1(3) y
C4 N3 C25 C26 . . . . 72.9(4) y
N3 C25 C26 C31 . . . . 22.0(4) y
N3 C25 C26 C27 . . . . -159.1(3) y
C31 C26 C27 C28 . . . . -0.3(5) y
C25 C26 C27 C28 . . . . -179.2(3) y
C26 C27 C28 C29 . . . . -0.2(5) y
C27 C28 C29 C30 . . . . 0.6(5) y
C27 C28 C29 C32 . . . . -179.5(3) y
C28 C29 C30 C31 . . . . -0.7(5) y
C32 C29 C30 C31 . . . . 179.5(3) y
C27 C26 C31 C30 . . . . 0.2(5) y
C25 C26 C31 C30 . . . . 179.1(3) y
C29 C30 C31 C26 . . . . 0.2(5) y
C39 C34 C35 C36 . . . . -1.0(5) y
C33 C34 C35 C36 . . . . 178.8(3) y
C34 C35 C36 C37 . . . . 0.6(5) y
C35 C36 C37 C38 . . . . 0.6(5) y
C36 C37 C38 C39 . . . . -1.4(5) y
C37 C38 C39 C34 . . . . 1.1(5) y
C35 C34 C39 C38 . . . . 0.1(5) y
C33 C34 C39 C38 . . . . -179.7(3) y



_diffrn_measured_fraction_theta_max 0.963
_diffrn_reflns_theta_full        70.95
_diffrn_measured_fraction_theta_full 0.963
_refine_diff_density_max         1.562
_refine_diff_density_min         -1.166
_refine_diff_density_rms         0.129

#=== END OF THE CIF FILE