# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_i11723
_database_code_depnum_ccdc_archive 'CCDC 1488169'
_audit_update_record             
;
2016-06-28 deposited with the CCDC.
2016-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H55 Br2 Mn N3'
_chemical_formula_weight         876.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   10.3075(3)
_cell_length_b                   17.9552(6)
_cell_length_c                   23.3943(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0330(10)
_cell_angle_gamma                90.00
_cell_volume                     4305.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5522
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      25.81

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1812
_exptl_absorpt_coefficient_mu    2.197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6622
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   'SADABS, Sheldrick (2003)'

_exptl_special_details           
;
Data collection is performed with four batch runs at
φ = 0.00 ° (600 frames), at φ = 90.00 °
(600 frames), at φ = 180 ° (600 frames) and
at φ = 270 ° (600 frames).
Frame width = 0.30 \& in ω. Data is
merged, corrected for decay, and treated with
multi-scan absorption corrections.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS APEX diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 836.6
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <1
_diffrn_reflns_number            36503
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_sigmaI/netI    0.0664
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         27.10
_reflns_number_total             9478
_reflns_number_gt                6757
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART, Bruker (2002)'
_computing_cell_refinement       'SHELXTL, Sheldrick (2001)'
_computing_data_reduction        'SHELXTL, Sheldrick (2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL, Sheldrick (2001)'
_computing_publication_material  'SHELXTL, Sheldrick (2001)'

_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)+(0.0300P)²+0.9969P] where P=(Fo²+2Fc²)/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         9478
_refine_ls_number_parameters     503
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0738
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn Mn 0.72057(4) 0.14371(2) 0.117300(18) 0.01482(11) Uani 1 1 d . . .
Br1 Br 0.85382(3) 0.252115(17) 0.151195(13) 0.02287(8) Uani 1 1 d . . .
Br2 Br 0.50529(3) 0.115109(17) 0.153303(13) 0.02080(8) Uani 1 1 d . . .
N1 N 0.8318(2) 0.04806(13) 0.16169(10) 0.0145(5) Uani 1 1 d . . .
N2 N 0.7355(2) 0.05287(13) 0.05406(10) 0.0137(5) Uani 1 1 d . . .
N3 N 0.6423(2) 0.18376(13) 0.02834(10) 0.0150(5) Uani 1 1 d . . .
C1 C 1.0048(3) 0.06843(16) 0.24461(12) 0.0180(7) Uani 1 1 d . . .
C2 C 1.0230(3) 0.07370(18) 0.30470(13) 0.0250(7) Uani 1 1 d . . .
H2A H 1.1091 0.0814 0.3224 0.030 Uiso 1 1 calc R . .
C3 C 0.9236(3) 0.06835(18) 0.33973(13) 0.0253(7) Uani 1 1 d . . .
H3A H 0.9431 0.0720 0.3802 0.030 Uiso 1 1 calc R . .
C4 C 0.7953(3) 0.05767(17) 0.31632(12) 0.0205(7) Uani 1 1 d . A .
C5 C 0.7745(3) 0.05182(16) 0.25711(12) 0.0187(7) Uani 1 1 d . . .
H5A H 0.6878 0.0453 0.2396 0.022 Uiso 1 1 calc R . .
C6 C 0.8761(3) 0.05517(15) 0.22197(12) 0.0152(6) Uani 1 1 d . . .
C7 C 1.1270(3) 0.07955(17) 0.21271(13) 0.0190(7) Uani 1 1 d . . .
C8 C 1.1029(3) 0.08063(17) 0.14685(12) 0.0230(7) Uani 1 1 d . . .
H8A H 1.0720 0.0316 0.1330 0.035 Uiso 1 1 calc R . .
H8B H 1.1845 0.0926 0.1308 0.035 Uiso 1 1 calc R . .
H8C H 1.0370 0.1183 0.1347 0.035 Uiso 1 1 calc R . .
C9 C 1.1896(3) 0.15495(17) 0.23077(14) 0.0270(8) Uani 1 1 d . . .
H9A H 1.2127 0.1555 0.2725 0.041 Uiso 1 1 calc R . .
H9B H 1.1276 0.1952 0.2199 0.041 Uiso 1 1 calc R . .
H9C H 1.2685 0.1622 0.2114 0.041 Uiso 1 1 calc R . .
C10 C 1.2229(3) 0.01592(18) 0.23010(14) 0.0282(8) Uani 1 1 d . . .
H10A H 1.2503 0.0187 0.2714 0.042 Uiso 1 1 calc R . .
H10B H 1.2995 0.0205 0.2088 0.042 Uiso 1 1 calc R . .
H10C H 1.1802 -0.0320 0.2211 0.042 Uiso 1 1 calc R . .
C11 C 0.6821(3) 0.0509(2) 0.35317(13) 0.0345(9) Uani 1 1 d D . .
C12 C 0.7202(6) 0.0555(4) 0.4157(2) 0.0356(13) Uani 0.554(3) 1 d PD A 1
H12A H 0.7840 0.0164 0.4272 0.053 Uiso 0.554(3) 1 calc PR A 1
H12B H 0.6429 0.0488 0.4362 0.053 Uiso 0.554(3) 1 calc PR A 1
H12C H 0.7590 0.1044 0.4251 0.053 Uiso 0.554(3) 1 calc PR A 1
C13 C 0.6310(6) -0.0366(3) 0.3431(3) 0.0353(12) Uani 0.554(3) 1 d PD A 1
H13A H 0.5967 -0.0435 0.3027 0.053 Uiso 0.554(3) 1 calc PR A 1
H13B H 0.5622 -0.0470 0.3678 0.053 Uiso 0.554(3) 1 calc PR A 1
H13C H 0.7043 -0.0707 0.3527 0.053 Uiso 0.554(3) 1 calc PR A 1
C14 C 0.5713(6) 0.0975(4) 0.3306(3) 0.0348(16) Uani 0.554(3) 1 d PD A 1
H14A H 0.5435 0.0835 0.2908 0.052 Uiso 0.554(3) 1 calc PR A 1
H14B H 0.5976 0.1500 0.3321 0.052 Uiso 0.554(3) 1 calc PR A 1
H14C H 0.4988 0.0903 0.3540 0.052 Uiso 0.554(3) 1 calc PR A 1
C12' C 0.7038(7) -0.0038(4) 0.3980(3) 0.0356(13) Uani 0.446(3) 1 d PD A 2
H12D H 0.7065 -0.0535 0.3809 0.053 Uiso 0.446(3) 1 calc PR A 2
H12E H 0.6327 -0.0016 0.4227 0.053 Uiso 0.446(3) 1 calc PR A 2
H12F H 0.7869 0.0064 0.4210 0.053 Uiso 0.446(3) 1 calc PR A 2
C13' C 0.6821(7) 0.1337(4) 0.3892(3) 0.0353(12) Uani 0.446(3) 1 d PD A 2
H13D H 0.6588 0.1740 0.3618 0.053 Uiso 0.446(3) 1 calc PR A 2
H13E H 0.7691 0.1430 0.4090 0.053 Uiso 0.446(3) 1 calc PR A 2
H13F H 0.6183 0.1316 0.4174 0.053 Uiso 0.446(3) 1 calc PR A 2
C14' C 0.5475(7) 0.0522(5) 0.3212(4) 0.0348(16) Uani 0.446(3) 1 d PD A 2
H14D H 0.5323 0.0057 0.2995 0.052 Uiso 0.446(3) 1 calc PR A 2
H14E H 0.5401 0.0945 0.2946 0.052 Uiso 0.446(3) 1 calc PR A 2
H14F H 0.4825 0.0571 0.3487 0.052 Uiso 0.446(3) 1 calc PR A 2
C15 C 0.8323(2) -0.01505(16) 0.13588(12) 0.0147(6) Uani 1 1 d . . .
C16 C 0.8303(3) -0.11604(16) 0.20967(13) 0.0207(7) Uani 1 1 d . . .
H16A H 0.7583 -0.0923 0.2243 0.025 Uiso 1 1 calc R . .
C17 C 0.8818(3) -0.18030(17) 0.23548(13) 0.0255(7) Uani 1 1 d . . .
H17A H 0.8450 -0.2006 0.2676 0.031 Uiso 1 1 calc R . .
C18 C 0.9870(3) -0.21510(17) 0.21464(13) 0.0259(7) Uani 1 1 d . . .
H18A H 1.0232 -0.2589 0.2327 0.031 Uiso 1 1 calc R . .
C19 C 1.0387(3) -0.18625(17) 0.16792(14) 0.0254(7) Uani 1 1 d . . .
H19A H 1.1110 -0.2102 0.1537 0.031 Uiso 1 1 calc R . .
C20 C 0.9867(3) -0.12231(16) 0.14087(13) 0.0201(7) Uani 1 1 d . . .
H20A H 1.0219 -0.1036 0.1078 0.024 Uiso 1 1 calc R . .
C21 C 0.8833(3) -0.08581(16) 0.16226(12) 0.0158(6) Uani 1 1 d . . .
C22 C 0.7749(2) -0.01430(16) 0.07417(12) 0.0147(6) Uani 1 1 d . . .
C23 C 0.7547(3) -0.07832(16) 0.04080(12) 0.0187(7) Uani 1 1 d . . .
H23A H 0.7848 -0.1254 0.0551 0.022 Uiso 1 1 calc R . .
C24 C 0.6894(3) -0.07142(16) -0.01404(12) 0.0188(7) Uani 1 1 d . . .
H24A H 0.6739 -0.1142 -0.0377 0.023 Uiso 1 1 calc R . .
C25 C 0.6470(3) -0.00231(16) -0.03416(12) 0.0178(6) Uani 1 1 d . . .
H25A H 0.6009 0.0027 -0.0713 0.021 Uiso 1 1 calc R . .
C26 C 0.6727(3) 0.05995(16) 0.00084(12) 0.0154(6) Uani 1 1 d . . .
C27 C 0.6286(3) 0.13807(16) -0.01410(12) 0.0151(6) Uani 1 1 d . . .
C28 C 0.6407(3) 0.13051(16) -0.12031(12) 0.0212(7) Uani 1 1 d . . .
H28A H 0.7142 0.0986 -0.1133 0.025 Uiso 1 1 calc R . .
C29 C 0.5971(3) 0.15172(18) -0.17648(13) 0.0291(8) Uani 1 1 d . . .
H29A H 0.6417 0.1345 -0.2074 0.035 Uiso 1 1 calc R . .
C30 C 0.4904(3) 0.19727(19) -0.18739(14) 0.0317(8) Uani 1 1 d . . .
H30A H 0.4613 0.2116 -0.2257 0.038 Uiso 1 1 calc R . .
C31 C 0.4254(3) 0.22219(18) -0.14204(14) 0.0283(8) Uani 1 1 d . . .
H31A H 0.3508 0.2531 -0.1495 0.034 Uiso 1 1 calc R . .
C32 C 0.4679(3) 0.20262(16) -0.08620(13) 0.0214(7) Uani 1 1 d . . .
H32A H 0.4232 0.2208 -0.0555 0.026 Uiso 1 1 calc R . .
C33 C 0.5763(3) 0.15619(16) -0.07450(12) 0.0183(7) Uani 1 1 d . . .
C34 C 0.6662(3) 0.31810(16) -0.00047(12) 0.0171(6) Uani 1 1 d . . .
C35 C 0.6036(3) 0.38668(17) 0.00042(13) 0.0226(7) Uani 1 1 d . . .
H35A H 0.6410 0.4276 -0.0177 0.027 Uiso 1 1 calc R . .
C36 C 0.4898(3) 0.39927(17) 0.02618(13) 0.0235(7) Uani 1 1 d . . .
H36A H 0.4518 0.4475 0.0246 0.028 Uiso 1 1 calc R . .
C37 C 0.4311(3) 0.34228(16) 0.05408(13) 0.0189(7) Uani 1 1 d . . .
C38 C 0.4901(3) 0.27315(16) 0.05275(12) 0.0170(6) Uani 1 1 d . . .
H38A H 0.4537 0.2328 0.0719 0.020 Uiso 1 1 calc R . .
C39 C 0.6010(3) 0.26008(15) 0.02456(12) 0.0159(6) Uani 1 1 d . . .
C40 C 0.7971(3) 0.31532(16) -0.02682(12) 0.0180(7) Uani 1 1 d . . .
C41 C 0.8735(3) 0.24169(16) -0.01876(13) 0.0195(7) Uani 1 1 d . . .
H41A H 0.8272 0.2026 -0.0420 0.029 Uiso 1 1 calc R . .
H41B H 0.8812 0.2273 0.0219 0.029 Uiso 1 1 calc R . .
H41C H 0.9608 0.2483 -0.0311 0.029 Uiso 1 1 calc R . .
C42 C 0.7710(3) 0.33247(18) -0.09121(13) 0.0263(8) Uani 1 1 d . . .
H42A H 0.7318 0.3821 -0.0965 0.039 Uiso 1 1 calc R . .
H42B H 0.7110 0.2952 -0.1097 0.039 Uiso 1 1 calc R . .
H42C H 0.8533 0.3311 -0.1086 0.039 Uiso 1 1 calc R . .
C43 C 0.8873(3) 0.37585(17) 0.00206(14) 0.0260(8) Uani 1 1 d . . .
H43A H 0.8463 0.4248 -0.0045 0.039 Uiso 1 1 calc R . .
H43B H 0.9709 0.3751 -0.0144 0.039 Uiso 1 1 calc R . .
H43C H 0.9022 0.3662 0.0435 0.039 Uiso 1 1 calc R . .
C44 C 0.3120(3) 0.35234(17) 0.08746(13) 0.0218(7) Uani 1 1 d . . .
C45 C 0.2092(3) 0.29314(18) 0.06869(15) 0.0320(8) Uani 1 1 d . . .
H45A H 0.2452 0.2435 0.0779 0.048 Uiso 1 1 calc R . .
H45B H 0.1849 0.2969 0.0272 0.048 Uiso 1 1 calc R . .
H45C H 0.1319 0.3011 0.0890 0.048 Uiso 1 1 calc R . .
C46 C 0.2505(3) 0.42960(17) 0.07795(15) 0.0319(8) Uani 1 1 d . . .
H46A H 0.2264 0.4376 0.0368 0.048 Uiso 1 1 calc R . .
H46B H 0.3135 0.4677 0.0926 0.048 Uiso 1 1 calc R . .
H46C H 0.1725 0.4330 0.0984 0.048 Uiso 1 1 calc R . .
C47 C 0.3555(3) 0.34284(19) 0.15154(13) 0.0333(8) Uani 1 1 d . . .
H47A H 0.3914 0.2927 0.1585 0.050 Uiso 1 1 calc R . .
H47B H 0.2805 0.3497 0.1735 0.050 Uiso 1 1 calc R . .
H47C H 0.4225 0.3800 0.1637 0.050 Uiso 1 1 calc 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
Mn N2 2.218(2) . ?
Mn N1 2.257(2) . ?
Mn N3 2.268(2) . ?
Mn Br1 2.4648(5) . ?
Mn Br2 2.5080(5) . ?
N1 C15 1.284(3) . ?
N1 C6 1.441(3) . ?
N2 C22 1.342(3) . ?
N2 C26 1.347(3) . ?
N3 C27 1.284(3) . ?
N3 C39 1.435(3) . ?
C1 C6 1.397(4) . ?
C1 C2 1.402(4) . ?
C1 C7 1.542(4) . ?
C2 C3 1.380(4) . ?
C3 C4 1.391(4) . ?
C4 C5 1.383(4) . ?
C4 C11 1.527(4) . ?
C5 C6 1.399(4) . ?
C7 C8 1.535(4) . ?
C7 C10 1.538(4) . ?
C7 C9 1.540(4) . ?
C11 C12' 1.438(7) . ?
C11 C14 1.468(6) . ?
C11 C12 1.476(6) . ?
C11 C14' 1.506(7) . ?
C11 C13 1.666(6) . ?
C11 C13' 1.708(7) . ?
C15 C21 1.484(4) . ?
C15 C22 1.502(4) . ?
C16 C17 1.382(4) . ?
C16 C21 1.397(4) . ?
C17 C18 1.384(4) . ?
C18 C19 1.367(4) . ?
C19 C20 1.391(4) . ?
C20 C21 1.388(4) . ?
C22 C23 1.393(4) . ?
C23 C24 1.390(4) . ?
C24 C25 1.382(4) . ?
C25 C26 1.395(4) . ?
C26 C27 1.504(4) . ?
C27 C33 1.494(4) . ?
C28 C29 1.396(4) . ?
C28 C33 1.397(4) . ?
C29 C30 1.373(4) . ?
C30 C31 1.387(4) . ?
C31 C32 1.379(4) . ?
C32 C33 1.398(4) . ?
C34 C35 1.391(4) . ?
C34 C39 1.400(4) . ?
C34 C40 1.542(4) . ?
C35 C36 1.393(4) . ?
C36 C37 1.386(4) . ?
C37 C38 1.384(4) . ?
C37 C44 1.533(4) . ?
C38 C39 1.398(4) . ?
C40 C42 1.533(4) . ?
C40 C43 1.540(4) . ?
C40 C41 1.540(4) . ?
C44 C47 1.528(4) . ?
C44 C45 1.532(4) . ?
C44 C46 1.531(4) . ?

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
N2 Mn N1 71.33(8) . . ?
N2 Mn N3 70.37(8) . . ?
N1 Mn N3 141.07(8) . . ?
N2 Mn Br1 136.05(6) . . ?
N1 Mn Br1 102.35(6) . . ?
N3 Mn Br1 100.20(6) . . ?
N2 Mn Br2 101.49(6) . . ?
N1 Mn Br2 96.57(6) . . ?
N3 Mn Br2 97.54(5) . . ?
Br1 Mn Br2 122.44(2) . . ?
C15 N1 C6 121.4(2) . . ?
C15 N1 Mn 118.82(19) . . ?
C6 N1 Mn 118.42(17) . . ?
C22 N2 C26 120.5(2) . . ?
C22 N2 Mn 117.82(18) . . ?
C26 N2 Mn 119.13(18) . . ?
C27 N3 C39 123.7(2) . . ?
C27 N3 Mn 120.42(19) . . ?
C39 N3 Mn 115.71(17) . . ?
C6 C1 C2 114.4(3) . . ?
C6 C1 C7 129.0(3) . . ?
C2 C1 C7 116.6(2) . . ?
C3 C2 C1 124.2(3) . . ?
C2 C3 C4 120.6(3) . . ?
C5 C4 C3 116.5(3) . . ?
C5 C4 C11 120.8(3) . . ?
C3 C4 C11 122.7(3) . . ?
C4 C5 C6 122.6(3) . . ?
C1 C6 C5 121.6(3) . . ?
C1 C6 N1 125.2(2) . . ?
C5 C6 N1 113.1(2) . . ?
C8 C7 C10 107.8(2) . . ?
C8 C7 C9 106.4(2) . . ?
C10 C7 C9 109.9(2) . . ?
C8 C7 C1 115.7(2) . . ?
C10 C7 C1 108.1(2) . . ?
C9 C7 C1 108.7(2) . . ?
C12' C11 C14 135.0(5) . . ?
C12' C11 C12 46.4(4) . . ?
C14 C11 C12 116.1(4) . . ?
C12' C11 C14' 115.9(5) . . ?
C14 C11 C14' 34.1(4) . . ?
C12 C11 C14' 128.8(5) . . ?
C12' C11 C4 113.4(4) . . ?
C14 C11 C4 111.3(4) . . ?
C12 C11 C4 114.6(3) . . ?
C14' C11 C4 115.9(4) . . ?
C12' C11 C13 58.8(4) . . ?
C14 C11 C13 105.3(4) . . ?
C12 C11 C13 103.9(4) . . ?
C14' C11 C13 71.5(4) . . ?
C4 C11 C13 104.1(3) . . ?
C12' C11 C13' 104.1(4) . . ?
C14 C11 C13' 68.9(4) . . ?
C12 C11 C13' 58.5(4) . . ?
C14' C11 C13' 100.6(4) . . ?
C4 C11 C13' 104.4(3) . . ?
C13 C11 C13' 150.9(4) . . ?
N1 C15 C21 125.4(3) . . ?
N1 C15 C22 115.1(2) . . ?
C21 C15 C22 119.6(2) . . ?
C17 C16 C21 120.4(3) . . ?
C16 C17 C18 120.2(3) . . ?
C19 C18 C17 119.7(3) . . ?
C18 C19 C20 120.9(3) . . ?
C21 C20 C19 119.9(3) . . ?
C20 C21 C16 118.8(3) . . ?
C20 C21 C15 120.4(3) . . ?
C16 C21 C15 120.8(3) . . ?
N2 C22 C23 121.5(3) . . ?
N2 C22 C15 114.8(2) . . ?
C23 C22 C15 123.5(3) . . ?
C24 C23 C22 118.2(3) . . ?
C25 C24 C23 120.0(3) . . ?
C24 C25 C26 119.1(3) . . ?
N2 C26 C25 120.7(3) . . ?
N2 C26 C27 114.0(2) . . ?
C25 C26 C27 125.2(3) . . ?
N3 C27 C33 126.3(3) . . ?
N3 C27 C26 114.2(2) . . ?
C33 C27 C26 119.5(2) . . ?
C29 C28 C33 120.0(3) . . ?
C30 C29 C28 120.7(3) . . ?
C29 C30 C31 119.4(3) . . ?
C32 C31 C30 120.8(3) . . ?
C31 C32 C33 120.3(3) . . ?
C28 C33 C32 118.8(3) . . ?
C28 C33 C27 120.0(3) . . ?
C32 C33 C27 121.1(3) . . ?
C35 C34 C39 114.1(2) . . ?
C35 C34 C40 117.5(3) . . ?
C39 C34 C40 128.4(3) . . ?
C34 C35 C36 124.3(3) . . ?
C37 C36 C35 120.9(3) . . ?
C38 C37 C36 115.9(3) . . ?
C38 C37 C44 119.6(3) . . ?
C36 C37 C44 124.4(3) . . ?
C37 C38 C39 123.0(3) . . ?
C38 C39 C34 121.6(3) . . ?
C38 C39 N3 112.5(2) . . ?
C34 C39 N3 125.7(2) . . ?
C42 C40 C43 108.9(2) . . ?
C42 C40 C41 109.1(2) . . ?
C43 C40 C41 105.9(2) . . ?
C42 C40 C34 108.4(2) . . ?
C43 C40 C34 108.4(2) . . ?
C41 C40 C34 115.9(2) . . ?
C47 C44 C45 109.1(3) . . ?
C47 C44 C37 108.5(2) . . ?
C45 C44 C37 109.8(2) . . ?
C47 C44 C46 108.5(3) . . ?
C45 C44 C46 108.9(2) . . ?
C37 C44 C46 111.9(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Mn N1 C15 -11.97(19) . . . . ?
N3 Mn N1 C15 -22.7(3) . . . . ?
Br1 Mn N1 C15 -146.71(18) . . . . ?
Br2 Mn N1 C15 87.98(19) . . . . ?
N2 Mn N1 C6 -179.07(19) . . . . ?
N3 Mn N1 C6 170.21(16) . . . . ?
Br1 Mn N1 C6 46.19(18) . . . . ?
Br2 Mn N1 C6 -79.12(17) . . . . ?
N1 Mn N2 C22 13.00(18) . . . . ?
N3 Mn N2 C22 -174.1(2) . . . . ?
Br1 Mn N2 C22 101.55(19) . . . . ?
Br2 Mn N2 C22 -80.14(18) . . . . ?
N1 Mn N2 C26 174.9(2) . . . . ?
N3 Mn N2 C26 -12.27(18) . . . . ?
Br1 Mn N2 C26 -96.59(19) . . . . ?
Br2 Mn N2 C26 81.73(19) . . . . ?
N2 Mn N3 C27 7.36(19) . . . . ?
N1 Mn N3 C27 18.1(3) . . . . ?
Br1 Mn N3 C27 142.79(19) . . . . ?
Br2 Mn N3 C27 -92.20(19) . . . . ?
N2 Mn N3 C39 -177.37(19) . . . . ?
N1 Mn N3 C39 -166.59(16) . . . . ?
Br1 Mn N3 C39 -41.94(18) . . . . ?
Br2 Mn N3 C39 83.06(17) . . . . ?
C6 C1 C2 C3 -1.5(5) . . . . ?
C7 C1 C2 C3 177.2(3) . . . . ?
C1 C2 C3 C4 -0.6(5) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C2 C3 C4 C11 179.6(3) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C11 C4 C5 C6 -177.8(3) . . . . ?
C2 C1 C6 C5 3.3(4) . . . . ?
C7 C1 C6 C5 -175.2(3) . . . . ?
C2 C1 C6 N1 179.5(3) . . . . ?
C7 C1 C6 N1 1.0(5) . . . . ?
C4 C5 C6 C1 -3.2(5) . . . . ?
C4 C5 C6 N1 -179.8(3) . . . . ?
C15 N1 C6 C1 88.1(4) . . . . ?
Mn N1 C6 C1 -105.1(3) . . . . ?
C15 N1 C6 C5 -95.4(3) . . . . ?
Mn N1 C6 C5 71.3(3) . . . . ?
C6 C1 C7 C8 3.8(4) . . . . ?
C2 C1 C7 C8 -174.7(3) . . . . ?
C6 C1 C7 C10 -117.2(3) . . . . ?
C2 C1 C7 C10 64.3(3) . . . . ?
C6 C1 C7 C9 123.5(3) . . . . ?
C2 C1 C7 C9 -55.0(3) . . . . ?
C5 C4 C11 C12' 126.7(5) . . . . ?
C3 C4 C11 C12' -52.0(6) . . . . ?
C5 C4 C11 C14 -48.0(5) . . . . ?
C3 C4 C11 C14 133.3(4) . . . . ?
C5 C4 C11 C12 177.8(4) . . . . ?
C3 C4 C11 C12 -0.9(5) . . . . ?
C5 C4 C11 C14' -11.0(6) . . . . ?
C3 C4 C11 C14' 170.3(5) . . . . ?
C5 C4 C11 C13 65.0(4) . . . . ?
C3 C4 C11 C13 -113.7(4) . . . . ?
C5 C4 C11 C13' -120.6(4) . . . . ?
C3 C4 C11 C13' 60.7(4) . . . . ?
C6 N1 C15 C21 -3.6(4) . . . . ?
Mn N1 C15 C21 -170.3(2) . . . . ?
C6 N1 C15 C22 176.0(2) . . . . ?
Mn N1 C15 C22 9.3(3) . . . . ?
C21 C16 C17 C18 0.3(4) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C18 C19 C20 C21 1.8(5) . . . . ?
C19 C20 C21 C16 -2.4(4) . . . . ?
C19 C20 C21 C15 176.3(3) . . . . ?
C17 C16 C21 C20 1.4(4) . . . . ?
C17 C16 C21 C15 -177.3(3) . . . . ?
N1 C15 C21 C20 -118.4(3) . . . . ?
C22 C15 C21 C20 62.0(3) . . . . ?
N1 C15 C21 C16 60.3(4) . . . . ?
C22 C15 C21 C16 -119.4(3) . . . . ?
C26 N2 C22 C23 1.1(4) . . . . ?
Mn N2 C22 C23 162.7(2) . . . . ?
C26 N2 C22 C15 -174.6(2) . . . . ?
Mn N2 C22 C15 -13.0(3) . . . . ?
N1 C15 C22 N2 2.3(3) . . . . ?
C21 C15 C22 N2 -178.0(2) . . . . ?
N1 C15 C22 C23 -173.3(3) . . . . ?
C21 C15 C22 C23 6.4(4) . . . . ?
N2 C22 C23 C24 -1.4(4) . . . . ?
C15 C22 C23 C24 173.9(2) . . . . ?
C22 C23 C24 C25 0.3(4) . . . . ?
C23 C24 C25 C26 1.1(4) . . . . ?
C22 N2 C26 C25 0.4(4) . . . . ?
Mn N2 C26 C25 -161.0(2) . . . . ?
C22 N2 C26 C27 176.9(2) . . . . ?
Mn N2 C26 C27 15.5(3) . . . . ?
C24 C25 C26 N2 -1.5(4) . . . . ?
C24 C25 C26 C27 -177.6(3) . . . . ?
C39 N3 C27 C33 3.9(4) . . . . ?
Mn N3 C27 C33 178.8(2) . . . . ?
C39 N3 C27 C26 -176.9(2) . . . . ?
Mn N3 C27 C26 -2.1(3) . . . . ?
N2 C26 C27 N3 -8.5(3) . . . . ?
C25 C26 C27 N3 167.8(3) . . . . ?
N2 C26 C27 C33 170.7(2) . . . . ?
C25 C26 C27 C33 -13.0(4) . . . . ?
C33 C28 C29 C30 -0.5(5) . . . . ?
C28 C29 C30 C31 -0.1(5) . . . . ?
C29 C30 C31 C32 0.9(5) . . . . ?
C30 C31 C32 C33 -1.0(5) . . . . ?
C29 C28 C33 C32 0.4(4) . . . . ?
C29 C28 C33 C27 -175.5(3) . . . . ?
C31 C32 C33 C28 0.3(4) . . . . ?
C31 C32 C33 C27 176.3(3) . . . . ?
N3 C27 C33 C28 134.0(3) . . . . ?
C26 C27 C33 C28 -45.0(4) . . . . ?
N3 C27 C33 C32 -41.8(4) . . . . ?
C26 C27 C33 C32 139.1(3) . . . . ?
C39 C34 C35 C36 3.2(4) . . . . ?
C40 C34 C35 C36 -175.4(3) . . . . ?
C34 C35 C36 C37 0.9(5) . . . . ?
C35 C36 C37 C38 -2.1(4) . . . . ?
C35 C36 C37 C44 175.1(3) . . . . ?
C36 C37 C38 C39 -0.9(4) . . . . ?
C44 C37 C38 C39 -178.3(3) . . . . ?
C37 C38 C39 C34 5.3(4) . . . . ?
C37 C38 C39 N3 -178.9(3) . . . . ?
C35 C34 C39 C38 -6.1(4) . . . . ?
C40 C34 C39 C38 172.3(3) . . . . ?
C35 C34 C39 N3 178.6(3) . . . . ?
C40 C34 C39 N3 -3.0(5) . . . . ?
C27 N3 C39 C38 107.4(3) . . . . ?
Mn N3 C39 C38 -67.7(3) . . . . ?
C27 N3 C39 C34 -76.9(4) . . . . ?
Mn N3 C39 C34 108.0(3) . . . . ?
C35 C34 C40 C42 -66.0(3) . . . . ?
C39 C34 C40 C42 115.6(3) . . . . ?
C35 C34 C40 C43 52.1(3) . . . . ?
C39 C34 C40 C43 -126.3(3) . . . . ?
C35 C34 C40 C41 171.0(3) . . . . ?
C39 C34 C40 C41 -7.4(4) . . . . ?
C38 C37 C44 C47 67.2(4) . . . . ?
C36 C37 C44 C47 -110.0(3) . . . . ?
C38 C37 C44 C45 -52.0(4) . . . . ?
C36 C37 C44 C45 130.9(3) . . . . ?
C38 C37 C44 C46 -173.1(3) . . . . ?
C36 C37 C44 C46 9.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.086
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_i11497
_database_code_depnum_ccdc_archive 'CCDC 1488170'
_audit_update_record             
;
2016-06-28 deposited with the CCDC.
2016-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H55 Br2 Fe N3'
_chemical_formula_weight         877.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   10.1990(2)
_cell_length_b                   17.8294(4)
_cell_length_c                   23.3592(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0360(10)
_cell_angle_gamma                90.00
_cell_volume                     4224.14(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7658
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      26.92

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1816
_exptl_absorpt_coefficient_mu    2.284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6507
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           
;
Data collection is performed with four batch runs at
φ = 0.00 ° (600 frames), at φ = 90.00 °
(600 frames), at φ = 180 ° (600 frames) and
at φ = 270 ° (600 frames).
Frame width = 0.30 \& in ω. Data is
merged, corrected for decay, and treated with
multi-scan absorption corrections.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS APEX diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 836.6
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        1
_diffrn_reflns_number            36468
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_sigmaI/netI    0.0549
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         27.10
_reflns_number_total             9306
_reflns_number_gt                7030
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2001)'
_computing_publication_material  'SHELXTL (Sheldrick, 2001)'

_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)+(0.0371P)²+0.0714P] where P=(Fo²+2Fc²)/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         9306
_refine_ls_number_parameters     490
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0821
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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
Fe Fe 0.73044(3) 0.360717(18) 0.115320(14) 0.01272(9) Uani 1 1 d . . .
Br1 Br 0.51727(2) 0.391431(14) 0.150663(11) 0.01794(7) Uani 1 1 d . . .
Br2 Br 0.85652(3) 0.254753(13) 0.152270(11) 0.02004(7) Uani 1 1 d . . .
N1 N 0.65072(19) 0.31554(10) 0.03303(9) 0.0128(4) Uani 1 1 d . . .
N2 N 0.73443(19) 0.44692(10) 0.05624(8) 0.0122(4) Uani 1 1 d . . .
N3 N 0.83834(19) 0.45124(10) 0.16103(8) 0.0120(4) Uani 1 1 d . . .
C1 C 0.4987(2) 0.22556(13) 0.05870(10) 0.0150(5) Uani 1 1 d . . .
H1A H 0.4622 0.2664 0.0778 0.018 Uiso 1 1 calc R . .
C2 C 0.4383(2) 0.15591(13) 0.06026(10) 0.0153(5) Uani 1 1 d . . .
C3 C 0.4976(2) 0.09880(13) 0.03219(11) 0.0184(6) Uani 1 1 d . . .
H3A H 0.4597 0.0501 0.0310 0.022 Uiso 1 1 calc R . .
C4 C 0.6105(2) 0.11110(13) 0.00599(11) 0.0180(6) Uani 1 1 d . . .
H4A H 0.6476 0.0698 -0.0123 0.022 Uiso 1 1 calc R . .
C5 C 0.6741(2) 0.18048(13) 0.00461(10) 0.0138(5) Uani 1 1 d . . .
C6 C 0.6095(2) 0.23843(13) 0.03067(10) 0.0131(5) Uani 1 1 d . . .
C7 C 0.3176(2) 0.14625(14) 0.09282(11) 0.0192(6) Uani 1 1 d . . .
C8 C 0.2138(3) 0.20606(15) 0.07290(13) 0.0290(7) Uani 1 1 d . . .
H8A H 0.1343 0.1979 0.0923 0.044 Uiso 1 1 calc R . .
H8B H 0.1915 0.2023 0.0312 0.044 Uiso 1 1 calc R . .
H8C H 0.2495 0.2560 0.0826 0.044 Uiso 1 1 calc R . .
C9 C 0.3588(3) 0.15671(16) 0.15699(12) 0.0299(7) Uani 1 1 d . . .
H9A H 0.4236 0.1183 0.1703 0.045 Uiso 1 1 calc R . .
H9B H 0.2813 0.1521 0.1782 0.045 Uiso 1 1 calc R . .
H9C H 0.3980 0.2065 0.1637 0.045 Uiso 1 1 calc R . .
C10 C 0.2549(3) 0.06876(13) 0.08341(12) 0.0236(6) Uani 1 1 d . . .
H10A H 0.3191 0.0301 0.0970 0.035 Uiso 1 1 calc R . .
H10B H 0.2277 0.0614 0.0423 0.035 Uiso 1 1 calc R . .
H10C H 0.1776 0.0651 0.1049 0.035 Uiso 1 1 calc R . .
C11 C 0.8038(2) 0.18303(13) -0.02336(11) 0.0158(5) Uani 1 1 d . . .
C12 C 0.8965(3) 0.12305(13) 0.00448(12) 0.0212(6) Uani 1 1 d . . .
H12A H 0.8543 0.0738 -0.0005 0.032 Uiso 1 1 calc R . .
H12B H 0.9160 0.1338 0.0456 0.032 Uiso 1 1 calc R . .
H12C H 0.9786 0.1231 -0.0138 0.032 Uiso 1 1 calc R . .
C13 C 0.7733(3) 0.16541(14) -0.08758(11) 0.0214(6) Uani 1 1 d . . .
H13A H 0.7352 0.1150 -0.0922 0.032 Uiso 1 1 calc R . .
H13B H 0.8548 0.1677 -0.1063 0.032 Uiso 1 1 calc R . .
H13C H 0.7103 0.2022 -0.1053 0.032 Uiso 1 1 calc R . .
C14 C 0.8799(2) 0.25722(13) -0.01712(11) 0.0180(6) Uani 1 1 d . . .
H14A H 0.8306 0.2961 -0.0400 0.027 Uiso 1 1 calc R . .
H14B H 0.9667 0.2508 -0.0309 0.027 Uiso 1 1 calc R . .
H14C H 0.8909 0.2722 0.0235 0.027 Uiso 1 1 calc R . .
C15 C 0.4637(2) 0.29250(13) -0.07905(11) 0.0191(6) Uani 1 1 d . . .
H15A H 0.4206 0.2754 -0.0474 0.023 Uiso 1 1 calc R . .
C16 C 0.4173(3) 0.27084(14) -0.13353(12) 0.0228(6) Uani 1 1 d . . .
H16A H 0.3412 0.2399 -0.1393 0.027 Uiso 1 1 calc R . .
C17 C 0.4801(3) 0.29360(15) -0.18056(12) 0.0259(6) Uani 1 1 d . . .
H17A H 0.4488 0.2772 -0.2182 0.031 Uiso 1 1 calc R . .
C18 C 0.5877(3) 0.33994(14) -0.17209(12) 0.0243(6) Uani 1 1 d . . .
H18A H 0.6303 0.3563 -0.2041 0.029 Uiso 1 1 calc R . .
C19 C 0.6348(3) 0.36316(14) -0.11674(11) 0.0195(6) Uani 1 1 d . . .
H19A H 0.7093 0.3954 -0.1113 0.023 Uiso 1 1 calc R . .
C20 C 0.5735(2) 0.33936(13) -0.06919(11) 0.0153(5) Uani 1 1 d . . .
C21 C 0.6297(2) 0.36046(13) -0.01039(10) 0.0129(5) Uani 1 1 d . . .
C22 C 0.6731(2) 0.43879(13) 0.00292(10) 0.0126(5) Uani 1 1 d . . .
C23 C 0.6485(2) 0.50013(14) -0.03326(10) 0.0166(5) Uani 1 1 d . . .
H23A H 0.6022 0.4941 -0.0705 0.020 Uiso 1 1 calc R . .
C24 C 0.6923(2) 0.56998(13) -0.01430(11) 0.0176(6) Uani 1 1 d . . .
H24A H 0.6771 0.6125 -0.0386 0.021 Uiso 1 1 calc R . .
C25 C 0.7584(2) 0.57794(14) 0.04027(11) 0.0165(6) Uani 1 1 d . . .
H25A H 0.7903 0.6255 0.0537 0.020 Uiso 1 1 calc R . .
C26 C 0.7771(2) 0.51480(13) 0.07500(10) 0.0129(5) Uani 1 1 d . . .
C27 C 0.8362(2) 0.51562(13) 0.13569(10) 0.0130(5) Uani 1 1 d . . .
C28 C 0.9913(3) 0.62334(14) 0.14212(12) 0.0206(6) Uani 1 1 d . . .
H28A H 1.0293 0.6039 0.1098 0.025 Uiso 1 1 calc R . .
C29 C 1.0415(3) 0.68845(14) 0.16854(12) 0.0242(6) Uani 1 1 d . . .
H29A H 1.1149 0.7128 0.1548 0.029 Uiso 1 1 calc R . .
C30 C 0.9856(3) 0.71769(14) 0.21433(12) 0.0239(6) Uani 1 1 d . . .
H30A H 1.0212 0.7619 0.2327 0.029 Uiso 1 1 calc R . .
C31 C 0.8778(3) 0.68333(14) 0.23403(11) 0.0229(6) Uani 1 1 d . . .
H31A H 0.8376 0.7047 0.2651 0.027 Uiso 1 1 calc R . .
C32 C 0.8284(3) 0.61777(13) 0.20854(11) 0.0192(6) Uani 1 1 d . . .
H32A H 0.7546 0.5939 0.2223 0.023 Uiso 1 1 calc R . .
C33 C 0.8864(2) 0.58661(13) 0.16266(10) 0.0144(5) Uani 1 1 d . . .
C34 C 0.7818(2) 0.45042(12) 0.25653(10) 0.0144(5) Uani 1 1 d . . .
H34A H 0.6943 0.4577 0.2391 0.017 Uiso 1 1 calc R . .
C35 C 0.8038(2) 0.44577(13) 0.31584(11) 0.0160(5) Uani 1 1 d . . .
C36 C 0.9318(3) 0.43341(14) 0.33902(11) 0.0204(6) Uani 1 1 d . . .
H36A H 0.9518 0.4300 0.3796 0.024 Uiso 1 1 calc R . .
C37 C 1.0315(3) 0.42599(14) 0.30359(11) 0.0211(6) Uani 1 1 d . . .
H37A H 1.1184 0.4171 0.3212 0.025 Uiso 1 1 calc R . .
C38 C 1.0127(2) 0.43065(13) 0.24380(11) 0.0144(5) Uani 1 1 d . . .
C39 C 0.8837(2) 0.44475(12) 0.22144(10) 0.0135(5) Uani 1 1 d . . .
C40 C 0.6876(3) 0.45820(15) 0.35191(11) 0.0224(6) Uani 1 1 d . . .
C41 C 0.6447(3) 0.54018(17) 0.34496(14) 0.0417(9) Uani 1 1 d . . .
H41A H 0.5723 0.5499 0.3684 0.063 Uiso 1 1 calc R . .
H41B H 0.6151 0.5503 0.3044 0.063 Uiso 1 1 calc R . .
H41C H 0.7193 0.5729 0.3576 0.063 Uiso 1 1 calc R . .
C42 C 0.5721(3) 0.40866(19) 0.32996(14) 0.0421(9) Uani 1 1 d . . .
H42A H 0.4960 0.4207 0.3506 0.063 Uiso 1 1 calc R . .
H42B H 0.5962 0.3559 0.3364 0.063 Uiso 1 1 calc R . .
H42C H 0.5494 0.4174 0.2887 0.063 Uiso 1 1 calc R . .
C43 C 0.7264(3) 0.44245(17) 0.41509(12) 0.0359(8) Uani 1 1 d . . .
H43A H 0.6503 0.4506 0.4367 0.054 Uiso 1 1 calc R . .
H43B H 0.7981 0.4762 0.4296 0.054 Uiso 1 1 calc R . .
H43C H 0.7561 0.3903 0.4199 0.054 Uiso 1 1 calc R . .
C44 C 1.1362(2) 0.42063(14) 0.21184(11) 0.0176(6) Uani 1 1 d . . .
C45 C 1.2008(3) 0.34478(14) 0.22973(12) 0.0252(6) Uani 1 1 d . . .
H45A H 1.1395 0.3039 0.2180 0.038 Uiso 1 1 calc R . .
H45B H 1.2225 0.3437 0.2716 0.038 Uiso 1 1 calc R . .
H45C H 1.2816 0.3386 0.2109 0.038 Uiso 1 1 calc R . .
C46 C 1.2329(3) 0.48462(15) 0.22991(12) 0.0259(6) Uani 1 1 d . . .
H46A H 1.1903 0.5329 0.2204 0.039 Uiso 1 1 calc R . .
H46B H 1.3115 0.4797 0.2094 0.039 Uiso 1 1 calc R . .
H46C H 1.2586 0.4820 0.2715 0.039 Uiso 1 1 calc R . .
C47 C 1.1128(3) 0.42023(14) 0.14632(11) 0.0198(6) Uani 1 1 d . . .
H47A H 1.0471 0.3819 0.1338 0.030 Uiso 1 1 calc R . .
H47B H 1.1957 0.4090 0.1303 0.030 Uiso 1 1 calc R . .
H47C H 1.0805 0.4695 0.1327 0.030 Uiso 1 1 calc 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
Fe N2 2.0690(19) . ?
Fe N1 2.163(2) . ?
Fe N3 2.170(2) . ?
Fe Br2 2.3946(4) . ?
Fe Br1 2.4670(4) . ?
N1 C21 1.292(3) . ?
N1 C6 1.437(3) . ?
N2 C26 1.344(3) . ?
N2 C22 1.341(3) . ?
N3 C27 1.291(3) . ?
N3 C39 1.443(3) . ?
C1 C6 1.383(3) . ?
C1 C2 1.389(3) . ?
C2 C3 1.384(3) . ?
C2 C7 1.524(3) . ?
C3 C4 1.377(3) . ?
C4 C5 1.399(3) . ?
C5 C6 1.399(3) . ?
C5 C11 1.536(3) . ?
C7 C10 1.528(3) . ?
C7 C9 1.525(4) . ?
C7 C8 1.540(4) . ?
C11 C12 1.527(3) . ?
C11 C14 1.533(3) . ?
C11 C13 1.532(3) . ?
C15 C16 1.366(4) . ?
C15 C20 1.397(3) . ?
C16 C17 1.389(4) . ?
C17 C18 1.371(4) . ?
C18 C19 1.394(4) . ?
C19 C20 1.397(3) . ?
C20 C21 1.480(3) . ?
C21 C22 1.488(3) . ?
C22 C23 1.389(3) . ?
C23 C24 1.380(3) . ?
C24 C25 1.385(4) . ?
C25 C26 1.389(3) . ?
C26 C27 1.481(3) . ?
C27 C33 1.481(3) . ?
C28 C33 1.383(3) . ?
C28 C29 1.387(4) . ?
C29 C30 1.367(4) . ?
C30 C31 1.379(4) . ?
C31 C32 1.383(3) . ?
C32 C33 1.393(3) . ?
C34 C35 1.382(3) . ?
C34 C39 1.393(3) . ?
C35 C36 1.378(4) . ?
C35 C40 1.541(3) . ?
C36 C37 1.383(3) . ?
C37 C38 1.392(3) . ?
C38 C39 1.387(3) . ?
C38 C44 1.540(3) . ?
C40 C42 1.518(4) . ?
C40 C43 1.514(4) . ?
C40 C41 1.529(4) . ?
C44 C47 1.524(3) . ?
C44 C46 1.538(4) . ?
C44 C45 1.543(3) . ?

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
N2 Fe N1 73.48(7) . . ?
N2 Fe N3 74.40(7) . . ?
N1 Fe N3 146.95(7) . . ?
N2 Fe Br2 141.17(5) . . ?
N1 Fe Br2 99.44(5) . . ?
N3 Fe Br2 100.61(5) . . ?
N2 Fe Br1 97.94(5) . . ?
N1 Fe Br1 96.77(5) . . ?
N3 Fe Br1 95.13(5) . . ?
Br2 Fe Br1 120.880(16) . . ?
C21 N1 C6 122.6(2) . . ?
C21 N1 Fe 118.85(16) . . ?
C6 N1 Fe 118.13(15) . . ?
C26 N2 C22 120.2(2) . . ?
C26 N2 Fe 118.68(16) . . ?
C22 N2 Fe 119.94(15) . . ?
C27 N3 C39 120.5(2) . . ?
C27 N3 Fe 116.91(17) . . ?
C39 N3 Fe 121.02(14) . . ?
C6 C1 C2 123.2(2) . . ?
C3 C2 C1 115.3(2) . . ?
C3 C2 C7 124.7(2) . . ?
C1 C2 C7 119.9(2) . . ?
C4 C3 C2 121.4(2) . . ?
C3 C4 C5 124.2(2) . . ?
C4 C5 C6 113.7(2) . . ?
C4 C5 C11 117.3(2) . . ?
C6 C5 C11 129.0(2) . . ?
C1 C6 C5 121.9(2) . . ?
C1 C6 N1 113.0(2) . . ?
C5 C6 N1 125.1(2) . . ?
C2 C7 C10 112.2(2) . . ?
C2 C7 C9 108.8(2) . . ?
C10 C7 C9 108.6(2) . . ?
C2 C7 C8 109.7(2) . . ?
C10 C7 C8 108.6(2) . . ?
C9 C7 C8 108.8(2) . . ?
C12 C11 C14 106.2(2) . . ?
C12 C11 C5 108.7(2) . . ?
C14 C11 C5 115.79(19) . . ?
C12 C11 C13 109.0(2) . . ?
C14 C11 C13 108.6(2) . . ?
C5 C11 C13 108.4(2) . . ?
C16 C15 C20 121.1(2) . . ?
C15 C16 C17 120.7(3) . . ?
C18 C17 C16 119.4(3) . . ?
C17 C18 C19 120.4(2) . . ?
C18 C19 C20 120.5(2) . . ?
C19 C20 C15 118.0(2) . . ?
C19 C20 C21 119.9(2) . . ?
C15 C20 C21 122.0(2) . . ?
N1 C21 C20 125.9(2) . . ?
N1 C21 C22 113.4(2) . . ?
C20 C21 C22 120.7(2) . . ?
N2 C22 C23 121.1(2) . . ?
N2 C22 C21 113.3(2) . . ?
C23 C22 C21 125.5(2) . . ?
C24 C23 C22 118.9(2) . . ?
C23 C24 C25 119.8(2) . . ?
C24 C25 C26 118.5(2) . . ?
N2 C26 C25 121.3(2) . . ?
N2 C26 C27 114.0(2) . . ?
C25 C26 C27 124.6(2) . . ?
N3 C27 C33 125.2(2) . . ?
N3 C27 C26 114.6(2) . . ?
C33 C27 C26 120.2(2) . . ?
C33 C28 C29 120.3(2) . . ?
C30 C29 C28 120.2(2) . . ?
C29 C30 C31 120.3(2) . . ?
C30 C31 C32 119.9(2) . . ?
C31 C32 C33 120.2(2) . . ?
C28 C33 C32 119.0(2) . . ?
C28 C33 C27 120.2(2) . . ?
C32 C33 C27 120.8(2) . . ?
C35 C34 C39 122.2(2) . . ?
C36 C35 C34 116.8(2) . . ?
C36 C35 C40 124.1(2) . . ?
C34 C35 C40 119.1(2) . . ?
C35 C36 C37 120.4(2) . . ?
C36 C37 C38 124.2(2) . . ?
C37 C38 C39 114.4(2) . . ?
C37 C38 C44 116.5(2) . . ?
C39 C38 C44 129.1(2) . . ?
C38 C39 C34 121.9(2) . . ?
C38 C39 N3 125.2(2) . . ?
C34 C39 N3 112.8(2) . . ?
C42 C40 C43 109.6(2) . . ?
C42 C40 C41 108.5(3) . . ?
C43 C40 C41 108.9(2) . . ?
C42 C40 C35 110.2(2) . . ?
C43 C40 C35 111.6(2) . . ?
C41 C40 C35 107.9(2) . . ?
C47 C44 C46 107.9(2) . . ?
C47 C44 C38 116.0(2) . . ?
C46 C44 C38 108.3(2) . . ?
C47 C44 C45 106.6(2) . . ?
C46 C44 C45 109.4(2) . . ?
C38 C44 C45 108.56(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Fe N1 C21 -7.05(17) . . . . ?
N3 Fe N1 C21 -21.1(2) . . . . ?
Br2 Fe N1 C21 -147.81(16) . . . . ?
Br1 Fe N1 C21 89.26(17) . . . . ?
N2 Fe N1 C6 179.91(17) . . . . ?
N3 Fe N1 C6 165.87(15) . . . . ?
Br2 Fe N1 C6 39.16(16) . . . . ?
Br1 Fe N1 C6 -83.78(15) . . . . ?
N1 Fe N2 C26 177.54(18) . . . . ?
N3 Fe N2 C26 -10.35(16) . . . . ?
Br2 Fe N2 C26 -97.95(17) . . . . ?
Br1 Fe N2 C26 82.79(16) . . . . ?
N1 Fe N2 C22 9.81(16) . . . . ?
N3 Fe N2 C22 -178.09(18) . . . . ?
Br2 Fe N2 C22 94.31(18) . . . . ?
Br1 Fe N2 C22 -84.94(17) . . . . ?
N2 Fe N3 C27 10.53(16) . . . . ?
N1 Fe N3 C27 24.5(2) . . . . ?
Br2 Fe N3 C27 150.94(15) . . . . ?
Br1 Fe N3 C27 -86.30(16) . . . . ?
N2 Fe N3 C39 176.53(18) . . . . ?
N1 Fe N3 C39 -169.50(15) . . . . ?
Br2 Fe N3 C39 -43.06(16) . . . . ?
Br1 Fe N3 C39 79.70(16) . . . . ?
C6 C1 C2 C3 0.8(4) . . . . ?
C6 C1 C2 C7 179.2(2) . . . . ?
C1 C2 C3 C4 1.4(4) . . . . ?
C7 C2 C3 C4 -176.8(2) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C6 -2.4(4) . . . . ?
C3 C4 C5 C11 176.4(2) . . . . ?
C2 C1 C6 C5 -4.1(4) . . . . ?
C2 C1 C6 N1 177.6(2) . . . . ?
C4 C5 C6 C1 4.6(4) . . . . ?
C11 C5 C6 C1 -174.0(2) . . . . ?
C4 C5 C6 N1 -177.2(2) . . . . ?
C11 C5 C6 N1 4.2(4) . . . . ?
C21 N1 C6 C1 -104.0(3) . . . . ?
Fe N1 C6 C1 68.8(2) . . . . ?
C21 N1 C6 C5 77.7(3) . . . . ?
Fe N1 C6 C5 -109.5(2) . . . . ?
C3 C2 C7 C10 -9.0(4) . . . . ?
C1 C2 C7 C10 172.8(2) . . . . ?
C3 C2 C7 C9 111.3(3) . . . . ?
C1 C2 C7 C9 -66.9(3) . . . . ?
C3 C2 C7 C8 -129.8(3) . . . . ?
C1 C2 C7 C8 52.0(3) . . . . ?
C4 C5 C11 C12 -52.9(3) . . . . ?
C6 C5 C11 C12 125.7(3) . . . . ?
C4 C5 C11 C14 -172.3(2) . . . . ?
C6 C5 C11 C14 6.3(4) . . . . ?
C4 C5 C11 C13 65.5(3) . . . . ?
C6 C5 C11 C13 -116.0(3) . . . . ?
C20 C15 C16 C17 1.5(4) . . . . ?
C15 C16 C17 C18 -1.8(4) . . . . ?
C16 C17 C18 C19 0.9(4) . . . . ?
C17 C18 C19 C20 0.2(4) . . . . ?
C18 C19 C20 C15 -0.6(4) . . . . ?
C18 C19 C20 C21 176.1(2) . . . . ?
C16 C15 C20 C19 -0.3(4) . . . . ?
C16 C15 C20 C21 -176.8(2) . . . . ?
C6 N1 C21 C20 -6.1(4) . . . . ?
Fe N1 C21 C20 -178.77(17) . . . . ?
C6 N1 C21 C22 176.31(19) . . . . ?
Fe N1 C21 C22 3.6(3) . . . . ?
C19 C20 C21 N1 -131.9(3) . . . . ?
C15 C20 C21 N1 44.6(4) . . . . ?
C19 C20 C21 C22 45.6(3) . . . . ?
C15 C20 C21 C22 -137.9(2) . . . . ?
C26 N2 C22 C23 -2.1(3) . . . . ?
Fe N2 C22 C23 165.44(17) . . . . ?
C26 N2 C22 C21 -178.66(19) . . . . ?
Fe N2 C22 C21 -11.1(3) . . . . ?
N1 C21 C22 N2 4.5(3) . . . . ?
C20 C21 C22 N2 -173.3(2) . . . . ?
N1 C21 C22 C23 -171.9(2) . . . . ?
C20 C21 C22 C23 10.4(3) . . . . ?
N2 C22 C23 C24 2.2(3) . . . . ?
C21 C22 C23 C24 178.3(2) . . . . ?
C22 C23 C24 C25 -0.7(4) . . . . ?
C23 C24 C25 C26 -1.0(4) . . . . ?
C22 N2 C26 C25 0.4(3) . . . . ?
Fe N2 C26 C25 -167.31(17) . . . . ?
C22 N2 C26 C27 176.8(2) . . . . ?
Fe N2 C26 C27 9.1(3) . . . . ?
C24 C25 C26 N2 1.1(4) . . . . ?
C24 C25 C26 C27 -174.9(2) . . . . ?
C39 N3 C27 C33 4.5(3) . . . . ?
Fe N3 C27 C33 170.61(17) . . . . ?
C39 N3 C27 C26 -175.14(19) . . . . ?
Fe N3 C27 C26 -9.1(3) . . . . ?
N2 C26 C27 N3 0.3(3) . . . . ?
C25 C26 C27 N3 176.6(2) . . . . ?
N2 C26 C27 C33 -179.4(2) . . . . ?
C25 C26 C27 C33 -3.0(4) . . . . ?
C33 C28 C29 C30 -1.4(4) . . . . ?
C28 C29 C30 C31 -1.0(4) . . . . ?
C29 C30 C31 C32 2.0(4) . . . . ?
C30 C31 C32 C33 -0.5(4) . . . . ?
C29 C28 C33 C32 2.8(4) . . . . ?
C29 C28 C33 C27 -177.8(2) . . . . ?
C31 C32 C33 C28 -1.8(4) . . . . ?
C31 C32 C33 C27 178.8(2) . . . . ?
N3 C27 C33 C28 116.4(3) . . . . ?
C26 C27 C33 C28 -63.9(3) . . . . ?
N3 C27 C33 C32 -64.2(3) . . . . ?
C26 C27 C33 C32 115.5(3) . . . . ?
C39 C34 C35 C36 -1.5(4) . . . . ?
C39 C34 C35 C40 175.7(2) . . . . ?
C34 C35 C36 C37 -0.2(4) . . . . ?
C40 C35 C36 C37 -177.2(2) . . . . ?
C35 C36 C37 C38 0.5(4) . . . . ?
C36 C37 C38 C39 0.9(4) . . . . ?
C36 C37 C38 C44 -179.8(2) . . . . ?
C37 C38 C39 C34 -2.6(3) . . . . ?
C44 C38 C39 C34 178.3(2) . . . . ?
C37 C38 C39 N3 -179.2(2) . . . . ?
C44 C38 C39 N3 1.6(4) . . . . ?
C35 C34 C39 C38 3.0(4) . . . . ?
C35 C34 C39 N3 -179.9(2) . . . . ?
C27 N3 C39 C38 -90.8(3) . . . . ?
Fe N3 C39 C38 103.7(2) . . . . ?
C27 N3 C39 C34 92.2(3) . . . . ?
Fe N3 C39 C34 -73.3(2) . . . . ?
C36 C35 C40 C42 -131.6(3) . . . . ?
C34 C35 C40 C42 51.5(3) . . . . ?
C36 C35 C40 C43 -9.5(4) . . . . ?
C34 C35 C40 C43 173.6(2) . . . . ?
C36 C35 C40 C41 110.1(3) . . . . ?
C34 C35 C40 C41 -66.8(3) . . . . ?
C37 C38 C44 C47 175.8(2) . . . . ?
C39 C38 C44 C47 -5.1(4) . . . . ?
C37 C38 C44 C46 -62.8(3) . . . . ?
C39 C38 C44 C46 116.3(3) . . . . ?
C37 C38 C44 C45 55.9(3) . . . . ?
C39 C38 C44 C45 -125.0(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.082
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_i11729
_database_code_depnum_ccdc_archive 'CCDC 1488171'
_audit_update_record             
;
2016-06-28 deposited with the CCDC.
2016-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H55 Br2 Co N3'
_chemical_formula_weight         880.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   10.1944(3)
_cell_length_b                   17.8757(5)
_cell_length_c                   23.3736(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.9590(10)
_cell_angle_gamma                90.00
_cell_volume                     4236.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      25.54

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1820
_exptl_absorpt_coefficient_mu    2.327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6594
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'SADABS, Sheldrick (2003)'

_exptl_special_details           
;
Data collection is performed with four batch runs at
φ = 0.00 ° (600 frames), at φ = 90.00 °
(600 frames), at φ = 180 ° (600 frames) and
at φ = 270 ° (600 frames).
Frame width = 0.30 \& in ω. Data is
merged, corrected for decay, and treated with
multi-scan absorption corrections.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS APEX diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 836.6
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        <1
_diffrn_reflns_number            78996
_diffrn_reflns_av_R_equivalents  0.0758
_diffrn_reflns_av_sigmaI/netI    0.0536
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         27.10
_reflns_number_total             9327
_reflns_number_gt                6842
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART, Bruker (2002)'
_computing_cell_refinement       'SHELXTL, Sheldrick (2001)'
_computing_data_reduction        'SHELXTL, Sheldrick (2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL, Sheldrick (2001)'
_computing_publication_material  'SHELXTL, Sheldrick (2001)'

_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)+(0.0300P)²+0.9969P] where P=(Fo²+2Fc²)/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         9327
_refine_ls_number_parameters     491
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0749
_refine_ls_wR_factor_gt          0.0667
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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
Co Co 0.73284(3) 0.138219(18) 0.114558(14) 0.01227(8) Uani 1 1 d . . .
Br1 Br 0.85448(3) 0.243985(14) 0.153214(11) 0.01931(7) Uani 1 1 d . . .
Br2 Br 0.52069(2) 0.106665(14) 0.149126(11) 0.01723(7) Uani 1 1 d . . .
N1 N 0.84157(18) 0.04924(11) 0.16049(8) 0.0116(4) Uani 1 1 d . . .
N2 N 0.73475(18) 0.05282(11) 0.05581(8) 0.0117(4) Uani 1 1 d . . .
N3 N 0.65384(18) 0.18528(11) 0.03306(8) 0.0126(4) Uani 1 1 d . . .
C1 C 1.0159(2) 0.06979(13) 0.24355(11) 0.0146(5) Uani 1 1 d . . .
C2 C 1.0339(3) 0.07413(15) 0.30340(11) 0.0208(6) Uani 1 1 d . . .
H2A H 1.1207 0.0827 0.3211 0.025 Uiso 1 1 calc R . .
C3 C 0.9343(2) 0.06677(14) 0.33868(11) 0.0195(6) Uani 1 1 d . . .
H3A H 0.9542 0.0705 0.3792 0.023 Uiso 1 1 calc R . .
C4 C 0.8057(2) 0.05404(13) 0.31560(11) 0.0159(6) Uani 1 1 d . . .
C5 C 0.7849(2) 0.04964(13) 0.25605(10) 0.0145(5) Uani 1 1 d . . .
H5A H 0.6975 0.0422 0.2385 0.017 Uiso 1 1 calc R . .
C6 C 0.8862(2) 0.05567(13) 0.22115(10) 0.0128(5) Uani 1 1 d . . .
C7 C 1.1396(2) 0.07997(14) 0.21159(11) 0.0176(6) Uani 1 1 d . . .
C8 C 1.1146(3) 0.08086(15) 0.14565(10) 0.0201(6) Uani 1 1 d . . .
H8A H 1.0822 0.0317 0.1320 0.030 Uiso 1 1 calc R . .
H8B H 1.1970 0.0923 0.1293 0.030 Uiso 1 1 calc R . .
H8C H 1.0486 0.1191 0.1336 0.030 Uiso 1 1 calc R . .
C9 C 1.2039(3) 0.15564(15) 0.22939(12) 0.0244(6) Uani 1 1 d . . .
H9A H 1.2247 0.1570 0.2713 0.037 Uiso 1 1 calc R . .
H9B H 1.1428 0.1963 0.2173 0.037 Uiso 1 1 calc R . .
H9C H 1.2852 0.1617 0.2109 0.037 Uiso 1 1 calc R . .
C10 C 1.2358(2) 0.01561(15) 0.22924(12) 0.0244(6) Uani 1 1 d . . .
H10A H 1.2604 0.0173 0.2709 0.037 Uiso 1 1 calc R . .
H10B H 1.3151 0.0209 0.2092 0.037 Uiso 1 1 calc R . .
H10C H 1.1932 -0.0323 0.2189 0.037 Uiso 1 1 calc R . .
C11 C 0.6898(3) 0.04119(15) 0.35128(11) 0.0205(6) Uani 1 1 d . . .
C12 C 0.7285(3) 0.05721(16) 0.41478(11) 0.0308(7) Uani 1 1 d . . .
H12A H 0.8010 0.0241 0.4293 0.046 Uiso 1 1 calc R . .
H12B H 0.6525 0.0484 0.4364 0.046 Uiso 1 1 calc R . .
H12C H 0.7568 0.1094 0.4195 0.046 Uiso 1 1 calc R . .
C13 C 0.6473(3) -0.04054(17) 0.34455(13) 0.0377(8) Uani 1 1 d . . .
H13A H 0.6196 -0.0511 0.3039 0.057 Uiso 1 1 calc R . .
H13B H 0.5736 -0.0500 0.3673 0.057 Uiso 1 1 calc R . .
H13C H 0.7216 -0.0731 0.3580 0.057 Uiso 1 1 calc R . .
C14 C 0.5741(3) 0.09136(18) 0.32981(13) 0.0347(8) Uani 1 1 d . . .
H14A H 0.5509 0.0830 0.2886 0.052 Uiso 1 1 calc R . .
H14B H 0.5989 0.1439 0.3364 0.052 Uiso 1 1 calc R . .
H14C H 0.4981 0.0795 0.3507 0.052 Uiso 1 1 calc R . .
C15 C 0.8377(2) -0.01497(13) 0.13588(10) 0.0130(5) Uani 1 1 d . . .
C16 C 0.8271(2) -0.11740(14) 0.20777(11) 0.0180(6) Uani 1 1 d . . .
H16A H 0.7536 -0.0933 0.2216 0.022 Uiso 1 1 calc R . .
C17 C 0.8750(3) -0.18330(15) 0.23313(11) 0.0224(6) Uani 1 1 d . . .
H17A H 0.8333 -0.2046 0.2638 0.027 Uiso 1 1 calc R . .
C18 C 0.9830(3) -0.21803(15) 0.21394(11) 0.0223(6) Uani 1 1 d . . .
H18A H 1.0174 -0.2624 0.2321 0.027 Uiso 1 1 calc R . .
C19 C 1.0412(3) -0.18815(14) 0.16828(12) 0.0218(6) Uani 1 1 d . . .
H19A H 1.1151 -0.2122 0.1548 0.026 Uiso 1 1 calc R . .
C20 C 0.9916(2) -0.12297(14) 0.14214(11) 0.0196(6) Uani 1 1 d . . .
H20A H 1.0305 -0.1032 0.1101 0.024 Uiso 1 1 calc R . .
C21 C 0.8857(2) -0.08634(13) 0.16230(10) 0.0135(5) Uani 1 1 d . . .
C22 C 0.7772(2) -0.01467(13) 0.07459(10) 0.0123(5) Uani 1 1 d . . .
C23 C 0.7571(2) -0.07745(14) 0.04032(11) 0.0165(6) Uani 1 1 d . . .
H23A H 0.7878 -0.1251 0.0538 0.020 Uiso 1 1 calc R . .
C24 C 0.6910(2) -0.06925(14) -0.01427(10) 0.0162(6) Uani 1 1 d . . .
H24A H 0.6755 -0.1116 -0.0386 0.019 Uiso 1 1 calc R . .
C25 C 0.6476(2) 0.00066(14) -0.03327(10) 0.0157(5) Uani 1 1 d . . .
H25A H 0.6010 0.0067 -0.0703 0.019 Uiso 1 1 calc R . .
C26 C 0.6733(2) 0.06169(13) 0.00269(10) 0.0117(5) Uani 1 1 d . . .
C27 C 0.6315(2) 0.14070(13) -0.01000(10) 0.0123(5) Uani 1 1 d . . .
C28 C 0.6351(2) 0.13771(14) -0.11638(11) 0.0187(6) Uani 1 1 d . . .
H28A H 0.7091 0.1053 -0.1109 0.022 Uiso 1 1 calc R . .
C29 C 0.5887(3) 0.16056(15) -0.17161(11) 0.0233(6) Uani 1 1 d . . .
H29A H 0.6311 0.1437 -0.2036 0.028 Uiso 1 1 calc R . .
C30 C 0.4808(3) 0.20783(15) -0.18022(11) 0.0243(6) Uani 1 1 d . . .
H30A H 0.4498 0.2241 -0.2179 0.029 Uiso 1 1 calc R . .
C31 C 0.4186(3) 0.23107(14) -0.13338(11) 0.0215(6) Uani 1 1 d . . .
H31A H 0.3433 0.2625 -0.1391 0.026 Uiso 1 1 calc R . .
C32 C 0.4650(2) 0.20893(14) -0.07846(11) 0.0177(6) Uani 1 1 d . . .
H32A H 0.4221 0.2259 -0.0467 0.021 Uiso 1 1 calc R . .
C33 C 0.5744(2) 0.16174(13) -0.06896(10) 0.0139(5) Uani 1 1 d . . .
C34 C 0.6762(2) 0.32023(14) 0.00508(10) 0.0140(5) Uani 1 1 d . . .
C35 C 0.6121(2) 0.38951(14) 0.00620(11) 0.0175(6) Uani 1 1 d . . .
H35A H 0.6489 0.4307 -0.0122 0.021 Uiso 1 1 calc R . .
C36 C 0.4986(2) 0.40159(14) 0.03249(11) 0.0168(6) Uani 1 1 d . . .
H36A H 0.4597 0.4500 0.0311 0.020 Uiso 1 1 calc R . .
C37 C 0.4406(2) 0.34438(14) 0.06073(10) 0.0149(6) Uani 1 1 d . . .
C38 C 0.5018(2) 0.27483(14) 0.05947(10) 0.0137(5) Uani 1 1 d . . .
H38A H 0.4661 0.2342 0.0790 0.016 Uiso 1 1 calc R . .
C39 C 0.6124(2) 0.26223(13) 0.03111(10) 0.0134(5) Uani 1 1 d . . .
C40 C 0.8063(2) 0.31747(14) -0.02318(11) 0.0154(5) Uani 1 1 d . . .
C41 C 0.8829(2) 0.24373(14) -0.01671(11) 0.0175(6) Uani 1 1 d . . .
H41A H 0.8326 0.2043 -0.0383 0.026 Uiso 1 1 calc R . .
H41B H 0.8966 0.2299 0.0240 0.026 Uiso 1 1 calc R . .
H41C H 0.9685 0.2498 -0.0317 0.026 Uiso 1 1 calc R . .
C42 C 0.7759(3) 0.33527(14) -0.08734(11) 0.0194(6) Uani 1 1 d . . .
H42A H 0.7399 0.3860 -0.0919 0.029 Uiso 1 1 calc R . .
H42B H 0.7112 0.2993 -0.1049 0.029 Uiso 1 1 calc R . .
H42C H 0.8571 0.3319 -0.1062 0.029 Uiso 1 1 calc R . .
C43 C 0.8997(2) 0.37767(14) 0.00505(12) 0.0217(6) Uani 1 1 d . . .
H43A H 0.8575 0.4268 0.0003 0.033 Uiso 1 1 calc R . .
H43B H 0.9819 0.3779 -0.0133 0.033 Uiso 1 1 calc R . .
H43C H 0.9193 0.3666 0.0461 0.033 Uiso 1 1 calc R . .
C44 C 0.3194(2) 0.35341(14) 0.09351(11) 0.0183(6) Uani 1 1 d . . .
C45 C 0.2164(3) 0.29370(15) 0.07408(13) 0.0278(7) Uani 1 1 d . . .
H45A H 0.2528 0.2440 0.0836 0.042 Uiso 1 1 calc R . .
H45B H 0.1933 0.2975 0.0324 0.042 Uiso 1 1 calc R . .
H45C H 0.1373 0.3015 0.0938 0.042 Uiso 1 1 calc R . .
C46 C 0.2563(2) 0.43059(14) 0.08380(12) 0.0212(6) Uani 1 1 d . . .
H46A H 0.2304 0.4380 0.0426 0.032 Uiso 1 1 calc R . .
H46B H 0.3199 0.4693 0.0977 0.032 Uiso 1 1 calc R . .
H46C H 0.1781 0.4340 0.1048 0.032 Uiso 1 1 calc R . .
C47 C 0.3613(3) 0.34347(16) 0.15787(11) 0.0275(7) Uani 1 1 d . . .
H47A H 0.4016 0.2940 0.1647 0.041 Uiso 1 1 calc R . .
H47B H 0.2838 0.3477 0.1792 0.041 Uiso 1 1 calc R . .
H47C H 0.4254 0.3823 0.1710 0.041 Uiso 1 1 calc 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
Co N2 2.0547(19) . ?
Co N1 2.1596(19) . ?
Co N3 2.160(2) . ?
Co Br1 2.3866(4) . ?
Co Br2 2.4518(4) . ?
N1 C15 1.283(3) . ?
N1 C6 1.448(3) . ?
N2 C22 1.340(3) . ?
N2 C26 1.341(3) . ?
N3 C27 1.285(3) . ?
N3 C39 1.438(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.394(3) . ?
C1 C7 1.542(3) . ?
C2 C3 1.379(4) . ?
C3 C4 1.384(3) . ?
C4 C5 1.388(3) . ?
C4 C11 1.533(3) . ?
C5 C6 1.385(3) . ?
C7 C8 1.536(3) . ?
C7 C10 1.540(3) . ?
C7 C9 1.541(3) . ?
C11 C12 1.523(4) . ?
C11 C14 1.524(4) . ?
C11 C13 1.527(4) . ?
C15 C21 1.478(3) . ?
C15 C22 1.500(3) . ?
C16 C17 1.385(3) . ?
C16 C21 1.388(3) . ?
C17 C18 1.379(4) . ?
C18 C19 1.381(4) . ?
C19 C20 1.387(4) . ?
C20 C21 1.386(3) . ?
C22 C23 1.382(3) . ?
C23 C24 1.388(3) . ?
C24 C25 1.383(3) . ?
C25 C26 1.385(3) . ?
C26 C27 1.496(3) . ?
C27 C33 1.487(3) . ?
C28 C29 1.389(4) . ?
C28 C33 1.392(4) . ?
C29 C30 1.385(4) . ?
C30 C31 1.385(4) . ?
C31 C32 1.379(3) . ?
C32 C33 1.398(3) . ?
C34 C39 1.397(3) . ?
C34 C35 1.402(3) . ?
C34 C40 1.542(3) . ?
C35 C36 1.382(3) . ?
C36 C37 1.383(3) . ?
C37 C38 1.393(3) . ?
C37 C44 1.529(3) . ?
C38 C39 1.384(3) . ?
C40 C41 1.532(3) . ?
C40 C42 1.533(3) . ?
C40 C43 1.540(3) . ?
C44 C46 1.529(3) . ?
C44 C47 1.531(3) . ?
C44 C45 1.533(4) . ?

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
N2 Co N1 75.23(7) . . ?
N2 Co N3 74.25(7) . . ?
N1 Co N3 148.25(7) . . ?
N2 Co Br1 143.22(6) . . ?
N1 Co Br1 100.11(5) . . ?
N3 Co Br1 99.02(5) . . ?
N2 Co Br2 96.85(5) . . ?
N1 Co Br2 95.25(5) . . ?
N3 Co Br2 96.85(5) . . ?
Br1 Co Br2 119.927(16) . . ?
C15 N1 C6 120.1(2) . . ?
C15 N1 Co 116.48(16) . . ?
C6 N1 Co 121.41(15) . . ?
C22 N2 C26 120.9(2) . . ?
C22 N2 Co 118.36(16) . . ?
C26 N2 Co 119.67(15) . . ?
C27 N3 C39 122.7(2) . . ?
C27 N3 Co 117.94(16) . . ?
C39 N3 Co 118.80(15) . . ?
C2 C1 C6 114.1(2) . . ?
C2 C1 C7 116.8(2) . . ?
C6 C1 C7 129.1(2) . . ?
C3 C2 C1 124.5(2) . . ?
C2 C3 C4 120.6(2) . . ?
C3 C4 C5 116.1(2) . . ?
C3 C4 C11 124.4(2) . . ?
C5 C4 C11 119.4(2) . . ?
C6 C5 C4 122.7(2) . . ?
C5 C6 C1 122.0(2) . . ?
C5 C6 N1 113.1(2) . . ?
C1 C6 N1 124.8(2) . . ?
C8 C7 C10 108.1(2) . . ?
C8 C7 C9 106.5(2) . . ?
C10 C7 C9 110.0(2) . . ?
C8 C7 C1 115.4(2) . . ?
C10 C7 C1 108.2(2) . . ?
C9 C7 C1 108.6(2) . . ?
C12 C11 C14 108.9(2) . . ?
C12 C11 C13 108.8(2) . . ?
C14 C11 C13 109.1(2) . . ?
C12 C11 C4 111.5(2) . . ?
C14 C11 C4 110.3(2) . . ?
C13 C11 C4 108.3(2) . . ?
N1 C15 C21 126.3(2) . . ?
N1 C15 C22 114.6(2) . . ?
C21 C15 C22 119.2(2) . . ?
C17 C16 C21 120.5(2) . . ?
C18 C17 C16 120.1(3) . . ?
C17 C18 C19 119.9(2) . . ?
C18 C19 C20 119.9(3) . . ?
C19 C20 C21 120.6(2) . . ?
C20 C21 C16 118.9(2) . . ?
C20 C21 C15 120.1(2) . . ?
C16 C21 C15 121.0(2) . . ?
N2 C22 C23 121.2(2) . . ?
N2 C22 C15 113.8(2) . . ?
C23 C22 C15 124.9(2) . . ?
C22 C23 C24 118.4(2) . . ?
C25 C24 C23 119.9(2) . . ?
C24 C25 C26 118.9(2) . . ?
N2 C26 C25 120.6(2) . . ?
N2 C26 C27 113.0(2) . . ?
C25 C26 C27 126.2(2) . . ?
N3 C27 C33 126.1(2) . . ?
N3 C27 C26 114.0(2) . . ?
C33 C27 C26 119.9(2) . . ?
C29 C28 C33 120.8(2) . . ?
C30 C29 C28 120.2(3) . . ?
C31 C30 C29 119.3(2) . . ?
C32 C31 C30 120.6(2) . . ?
C31 C32 C33 120.8(2) . . ?
C28 C33 C32 118.2(2) . . ?
C28 C33 C27 119.8(2) . . ?
C32 C33 C27 121.9(2) . . ?
C39 C34 C35 114.1(2) . . ?
C39 C34 C40 128.5(2) . . ?
C35 C34 C40 117.4(2) . . ?
C36 C35 C34 124.1(2) . . ?
C37 C36 C35 121.0(2) . . ?
C36 C37 C38 115.8(2) . . ?
C36 C37 C44 124.7(2) . . ?
C38 C37 C44 119.5(2) . . ?
C39 C38 C37 123.0(2) . . ?
C38 C39 C34 121.8(2) . . ?
C38 C39 N3 113.1(2) . . ?
C34 C39 N3 125.1(2) . . ?
C41 C40 C42 108.9(2) . . ?
C41 C40 C43 105.83(19) . . ?
C42 C40 C43 109.1(2) . . ?
C41 C40 C34 115.9(2) . . ?
C42 C40 C34 108.47(19) . . ?
C43 C40 C34 108.4(2) . . ?
C37 C44 C46 111.8(2) . . ?
C37 C44 C47 108.8(2) . . ?
C46 C44 C47 108.7(2) . . ?
C37 C44 C45 110.0(2) . . ?
C46 C44 C45 108.6(2) . . ?
C47 C44 C45 108.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Co N1 C15 -11.23(17) . . . . ?
N3 Co N1 C15 -27.6(2) . . . . ?
Br1 Co N1 C15 -153.83(16) . . . . ?
Br2 Co N1 C15 84.48(17) . . . . ?
N2 Co N1 C6 -175.28(18) . . . . ?
N3 Co N1 C6 168.35(15) . . . . ?
Br1 Co N1 C6 42.13(17) . . . . ?
Br2 Co N1 C6 -79.56(16) . . . . ?
N1 Co N2 C22 10.60(16) . . . . ?
N3 Co N2 C22 -178.27(18) . . . . ?
Br1 Co N2 C22 97.76(18) . . . . ?
Br2 Co N2 C22 -83.05(16) . . . . ?
N1 Co N2 C26 178.98(18) . . . . ?
N3 Co N2 C26 -9.89(17) . . . . ?
Br1 Co N2 C26 -93.85(18) . . . . ?
Br2 Co N2 C26 85.34(17) . . . . ?
N2 Co N3 C27 7.27(17) . . . . ?
N1 Co N3 C27 23.7(3) . . . . ?
Br1 Co N3 C27 150.19(16) . . . . ?
Br2 Co N3 C27 -87.95(17) . . . . ?
N2 Co N3 C39 179.04(18) . . . . ?
N1 Co N3 C39 -164.50(15) . . . . ?
Br1 Co N3 C39 -38.04(16) . . . . ?
Br2 Co N3 C39 83.83(16) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C7 C1 C2 C3 179.6(2) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C2 C3 C4 C11 176.8(2) . . . . ?
C3 C4 C5 C6 1.5(4) . . . . ?
C11 C4 C5 C6 -175.6(2) . . . . ?
C4 C5 C6 C1 -2.7(4) . . . . ?
C4 C5 C6 N1 179.9(2) . . . . ?
C2 C1 C6 C5 2.4(3) . . . . ?
C7 C1 C6 C5 -178.5(2) . . . . ?
C2 C1 C6 N1 179.5(2) . . . . ?
C7 C1 C6 N1 -1.4(4) . . . . ?
C15 N1 C6 C5 -90.5(3) . . . . ?
Co N1 C6 C5 72.9(2) . . . . ?
C15 N1 C6 C1 92.2(3) . . . . ?
Co N1 C6 C1 -104.3(2) . . . . ?
C2 C1 C7 C8 -175.5(2) . . . . ?
C6 C1 C7 C8 5.4(4) . . . . ?
C2 C1 C7 C10 63.2(3) . . . . ?
C6 C1 C7 C10 -115.9(3) . . . . ?
C2 C1 C7 C9 -56.1(3) . . . . ?
C6 C1 C7 C9 124.8(3) . . . . ?
C3 C4 C11 C12 9.7(4) . . . . ?
C5 C4 C11 C12 -173.4(2) . . . . ?
C3 C4 C11 C14 130.7(3) . . . . ?
C5 C4 C11 C14 -52.3(3) . . . . ?
C3 C4 C11 C13 -109.9(3) . . . . ?
C5 C4 C11 C13 67.0(3) . . . . ?
C6 N1 C15 C21 -5.4(4) . . . . ?
Co N1 C15 C21 -169.63(18) . . . . ?
C6 N1 C15 C22 174.25(19) . . . . ?
Co N1 C15 C22 10.0(3) . . . . ?
C21 C16 C17 C18 1.1(4) . . . . ?
C16 C17 C18 C19 -1.8(4) . . . . ?
C17 C18 C19 C20 0.6(4) . . . . ?
C18 C19 C20 C21 1.5(4) . . . . ?
C19 C20 C21 C16 -2.3(4) . . . . ?
C19 C20 C21 C15 177.1(2) . . . . ?
C17 C16 C21 C20 1.0(4) . . . . ?
C17 C16 C21 C15 -178.3(2) . . . . ?
N1 C15 C21 C20 -114.6(3) . . . . ?
C22 C15 C21 C20 65.8(3) . . . . ?
N1 C15 C21 C16 64.7(3) . . . . ?
C22 C15 C21 C16 -114.9(3) . . . . ?
C26 N2 C22 C23 -1.2(3) . . . . ?
Co N2 C22 C23 167.08(18) . . . . ?
C26 N2 C22 C15 -177.2(2) . . . . ?
Co N2 C22 C15 -8.9(3) . . . . ?
N1 C15 C22 N2 -1.1(3) . . . . ?
C21 C15 C22 N2 178.5(2) . . . . ?
N1 C15 C22 C23 -176.9(2) . . . . ?
C21 C15 C22 C23 2.7(4) . . . . ?
N2 C22 C23 C24 -0.3(4) . . . . ?
C15 C22 C23 C24 175.3(2) . . . . ?
C22 C23 C24 C25 0.3(4) . . . . ?
C23 C24 C25 C26 1.0(4) . . . . ?
C22 N2 C26 C25 2.6(3) . . . . ?
Co N2 C26 C25 -165.52(18) . . . . ?
C22 N2 C26 C27 179.1(2) . . . . ?
Co N2 C26 C27 11.0(3) . . . . ?
C24 C25 C26 N2 -2.5(4) . . . . ?
C24 C25 C26 C27 -178.5(2) . . . . ?
C39 N3 C27 C33 6.9(4) . . . . ?
Co N3 C27 C33 178.37(18) . . . . ?
C39 N3 C27 C26 -175.3(2) . . . . ?
Co N3 C27 C26 -3.9(3) . . . . ?
N2 C26 C27 N3 -4.2(3) . . . . ?
C25 C26 C27 N3 172.1(2) . . . . ?
N2 C26 C27 C33 173.7(2) . . . . ?
C25 C26 C27 C33 -10.0(4) . . . . ?
C33 C28 C29 C30 0.0(4) . . . . ?
C28 C29 C30 C31 -1.0(4) . . . . ?
C29 C30 C31 C32 1.5(4) . . . . ?
C30 C31 C32 C33 -1.0(4) . . . . ?
C29 C28 C33 C32 0.5(4) . . . . ?
C29 C28 C33 C27 -175.8(2) . . . . ?
C31 C32 C33 C28 -0.1(4) . . . . ?
C31 C32 C33 C27 176.2(2) . . . . ?
N3 C27 C33 C28 131.5(3) . . . . ?
C26 C27 C33 C28 -46.1(3) . . . . ?
N3 C27 C33 C32 -44.7(4) . . . . ?
C26 C27 C33 C32 137.7(2) . . . . ?
C39 C34 C35 C36 2.5(4) . . . . ?
C40 C34 C35 C36 -176.6(2) . . . . ?
C34 C35 C36 C37 0.8(4) . . . . ?
C35 C36 C37 C38 -1.6(3) . . . . ?
C35 C36 C37 C44 176.8(2) . . . . ?
C36 C37 C38 C39 -1.1(3) . . . . ?
C44 C37 C38 C39 -179.5(2) . . . . ?
C37 C38 C39 C34 4.8(4) . . . . ?
C37 C38 C39 N3 -176.8(2) . . . . ?
C35 C34 C39 C38 -5.2(3) . . . . ?
C40 C34 C39 C38 173.9(2) . . . . ?
C35 C34 C39 N3 176.6(2) . . . . ?
C40 C34 C39 N3 -4.4(4) . . . . ?
C27 N3 C39 C38 103.2(3) . . . . ?
Co N3 C39 C38 -68.1(2) . . . . ?
C27 N3 C39 C34 -78.4(3) . . . . ?
Co N3 C39 C34 110.3(2) . . . . ?
C39 C34 C40 C41 -6.8(4) . . . . ?
C35 C34 C40 C41 172.3(2) . . . . ?
C39 C34 C40 C42 116.1(3) . . . . ?
C35 C34 C40 C42 -64.8(3) . . . . ?
C39 C34 C40 C43 -125.5(3) . . . . ?
C35 C34 C40 C43 53.5(3) . . . . ?
C36 C37 C44 C46 8.8(3) . . . . ?
C38 C37 C44 C46 -172.9(2) . . . . ?
C36 C37 C44 C47 -111.2(3) . . . . ?
C38 C37 C44 C47 67.0(3) . . . . ?
C36 C37 C44 C45 129.6(3) . . . . ?
C38 C37 C44 C45 -52.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.087
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dr34
_database_code_depnum_ccdc_archive 'CCDC 1488172'
_audit_update_record             
;
2016-06-28 deposited with the CCDC.
2016-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47 H55 Br2 N3 Ni'
_chemical_formula_weight         880.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   10.2419(12)
_cell_length_b                   17.972(2)
_cell_length_c                   23.493(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.616(2)
_cell_angle_gamma                90
_cell_volume                     4303.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5902
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      24.75

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             1824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    2.343
_shelx_estimated_absorpt_T_min   0.692
_shelx_estimated_absorpt_T_max   0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6257
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24985
_diffrn_reflns_av_unetI/netI     0.0761
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.078
_diffrn_reflns_theta_max         24.778
_diffrn_reflns_theta_full        24.778
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measured_fraction_theta_full 0.941
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_Laue_measured_fraction_full 0.941
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_point_group_measured_fraction_full 0.941
_reflns_number_total             6942
_reflns_number_gt                4546
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX II, Bruker (2012)'
_computing_cell_refinement       'APEX II, Bruker (2012)'
_computing_data_reduction        'XPREP, Bruker (2012)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2015)'
_computing_publication_material  'SHELXTL, Bruker (2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0978P)²+2.9215P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6942
_refine_ls_number_parameters     478
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1021
_refine_ls_R_factor_gt           0.0549
_refine_ls_wR_factor_ref         0.1788
_refine_ls_wR_factor_gt          0.1439
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.23876(8) 0.13703(4) 0.11153(3) 0.0243(2) Uani 1 1 d . . . . .
Br1 Br 0.02740(6) 0.10377(4) 0.14509(3) 0.0338(2) Uani 1 1 d . . . . .
Br2 Br 0.35453(7) 0.24243(4) 0.15053(3) 0.0406(2) Uani 1 1 d . . . . .
N1 N 0.3406(5) 0.0517(3) 0.1610(2) 0.0252(11) Uani 1 1 d . . . . .
N2 N 0.2399(5) 0.0543(3) 0.0558(2) 0.0254(12) Uani 1 1 d . . . . .
N3 N 0.1539(5) 0.1858(3) 0.0338(2) 0.0275(12) Uani 1 1 d . . . . .
C1 C 0.3843(6) -0.0834(3) 0.1631(3) 0.0283(14) Uani 1 1 d . . . . .
C2 C 0.4896(7) -0.1219(4) 0.1437(3) 0.0381(17) Uani 1 1 d . . . . .
H2A H 0.5310 -0.1031 0.1122 0.046 Uiso 1 1 calc R U . . .
C3 C 0.5335(8) -0.1865(4) 0.1696(4) 0.051(2) Uani 1 1 d . . . . .
H3A H 0.6053 -0.2120 0.1559 0.061 Uiso 1 1 calc R U . . .
C4 C 0.4757(9) -0.2149(4) 0.2151(3) 0.050(2) Uani 1 1 d . . . . .
H4A H 0.5090 -0.2591 0.2333 0.060 Uiso 1 1 calc R U . . .
C5 C 0.3692(8) -0.1793(4) 0.2342(3) 0.0467(19) Uani 1 1 d . . . . .
H5A H 0.3267 -0.1998 0.2648 0.056 Uiso 1 1 calc R U . . .
C6 C 0.3243(7) -0.1131(4) 0.2086(3) 0.0369(16) Uani 1 1 d . . . . .
H6A H 0.2521 -0.0879 0.2223 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3386(6) -0.0121(3) 0.1366(2) 0.0224(13) Uani 1 1 d . . . . .
C8 C 0.2803(6) -0.0128(3) 0.0755(3) 0.0251(14) Uani 1 1 d . . . . .
C9 C 0.2588(6) -0.0760(4) 0.0416(3) 0.0308(15) Uani 1 1 d . . . . .
H9A H 0.2889 -0.1234 0.0550 0.037 Uiso 1 1 calc R U . . .
C10 C 0.1928(7) -0.0678(4) -0.0120(3) 0.0324(15) Uani 1 1 d . . . . .
H10A H 0.1762 -0.1103 -0.0356 0.039 Uiso 1 1 calc R U . . .
C11 C 0.1503(6) 0.0015(3) -0.0320(3) 0.0297(15) Uani 1 1 d . . . . .
H11A H 0.1041 0.0067 -0.0688 0.036 Uiso 1 1 calc R U . . .
C12 C 0.1765(6) 0.0630(3) 0.0028(2) 0.0272(14) Uani 1 1 d . . . . .
C13 C 0.1335(6) 0.1420(3) -0.0098(2) 0.0231(13) Uani 1 1 d . . . . .
C14 C 0.0783(6) 0.1620(4) -0.0677(3) 0.0317(15) Uani 1 1 d . . . . .
C15 C 0.1380(7) 0.1368(4) -0.1158(3) 0.0384(17) Uani 1 1 d . . . . .
H15A H 0.2106 0.1037 -0.1108 0.046 Uiso 1 1 calc R U . . .
C16 C 0.0912(8) 0.1601(5) -0.1703(3) 0.0483(19) Uani 1 1 d . . . . .
H16A H 0.1347 0.1444 -0.2021 0.058 Uiso 1 1 calc R U . . .
C17 C -0.0162(8) 0.2052(5) -0.1791(3) 0.051(2) Uani 1 1 d . . . . .
H17A H -0.0477 0.2206 -0.2166 0.061 Uiso 1 1 calc R U . . .
C18 C -0.0784(8) 0.2280(4) -0.1323(3) 0.0455(19) Uani 1 1 d . . . . .
H18A H -0.1543 0.2585 -0.1383 0.055 Uiso 1 1 calc R U . . .
C19 C -0.0333(7) 0.2078(4) -0.0775(3) 0.0332(15) Uani 1 1 d . . . . .
H19A H -0.0774 0.2246 -0.0462 0.040 Uiso 1 1 calc R U . . .
C20 C 0.3844(6) 0.0586(3) 0.2208(3) 0.0254(14) Uani 1 1 d . . . . .
C21 C 0.5143(6) 0.0712(3) 0.2433(3) 0.0275(14) Uani 1 1 d . . . . .
C22 C 0.5317(7) 0.0747(4) 0.3027(3) 0.0386(17) Uani 1 1 d . . . . .
H22A H 0.6184 0.0820 0.3201 0.046 Uiso 1 1 calc R U . . .
C23 C 0.4324(7) 0.0684(4) 0.3382(3) 0.0426(18) Uani 1 1 d . . . . .
H23A H 0.4521 0.0720 0.3785 0.051 Uiso 1 1 calc R U . . .
C24 C 0.3048(6) 0.0569(4) 0.3153(3) 0.0317(15) Uani 1 1 d . . . . .
C25 C 0.2839(6) 0.0541(3) 0.2563(2) 0.0261(14) Uani 1 1 d . . . . .
H25A H 0.1965 0.0488 0.2391 0.031 Uiso 1 1 calc R U . . .
C26 C 0.6386(6) 0.0812(4) 0.2110(3) 0.0355(16) Uani 1 1 d . . . . .
C27 C 0.7328(7) 0.0155(5) 0.2280(4) 0.054(2) Uani 1 1 d . . . . .
H27A H 0.7498 0.0132 0.2697 0.081 Uiso 1 1 calc R U . . .
H27B H 0.6925 -0.0312 0.2137 0.081 Uiso 1 1 calc R U . . .
H27C H 0.8157 0.0230 0.2112 0.081 Uiso 1 1 calc R U . . .
C28 C 0.6164(7) 0.0817(4) 0.1462(3) 0.0402(17) Uani 1 1 d . . . . .
H28A H 0.5742 0.0351 0.1329 0.060 Uiso 1 1 calc R U . . .
H28B H 0.5599 0.1238 0.1336 0.060 Uiso 1 1 calc R U . . .
H28C H 0.7009 0.0866 0.1303 0.060 Uiso 1 1 calc R U . . .
C29 C 0.7050(8) 0.1560(4) 0.2285(3) 0.048(2) Uani 1 1 d . . . . .
H29A H 0.7215 0.1584 0.2702 0.072 Uiso 1 1 calc R U . . .
H29B H 0.7883 0.1599 0.2114 0.072 Uiso 1 1 calc R U . . .
H29C H 0.6473 0.1971 0.2148 0.072 Uiso 1 1 calc R U . . .
C30 C 0.1906(7) 0.0453(5) 0.3516(3) 0.0473(18) Uani 1 1 d . U . . .
C31 C 0.1497(11) -0.0379(6) 0.3457(5) 0.088(3) Uani 1 1 d . U . . .
H31A H 0.1243 -0.0495 0.3054 0.132 Uiso 1 1 calc R U . . .
H31B H 0.2238 -0.0694 0.3600 0.132 Uiso 1 1 calc R U . . .
H31C H 0.0754 -0.0472 0.3680 0.132 Uiso 1 1 calc R U . . .
C32 C 0.0720(10) 0.0893(7) 0.3291(4) 0.087(3) Uani 1 1 d . U . . .
H32A H 0.0518 0.0793 0.2882 0.130 Uiso 1 1 calc R U . . .
H32B H -0.0029 0.0750 0.3496 0.130 Uiso 1 1 calc R U . . .
H32C H 0.0898 0.1425 0.3349 0.130 Uiso 1 1 calc R U . . .
C33 C 0.2275(11) 0.0578(7) 0.4139(4) 0.084(3) Uani 1 1 d . U . . .
H33A H 0.3051 0.0279 0.4265 0.126 Uiso 1 1 calc R U . . .
H33B H 0.2472 0.1106 0.4207 0.126 Uiso 1 1 calc R U . . .
H33C H 0.1545 0.0430 0.4355 0.126 Uiso 1 1 calc R U . . .
C34 C 0.1121(6) 0.2620(3) 0.0311(3) 0.0285(14) Uani 1 1 d . . . . .
C35 C 0.1750(6) 0.3205(3) 0.0048(3) 0.0276(14) Uani 1 1 d . . . . .
C36 C 0.1104(6) 0.3880(4) 0.0054(3) 0.0332(16) Uani 1 1 d . . . . .
H36A H 0.1467 0.4287 -0.0135 0.040 Uiso 1 1 calc R U . . .
C37 C -0.0023(6) 0.4009(4) 0.0313(3) 0.0333(16) Uani 1 1 d . . . . .
H37A H -0.0406 0.4490 0.0294 0.040 Uiso 1 1 calc R U . . .
C38 C -0.0611(6) 0.3439(4) 0.0603(3) 0.0299(15) Uani 1 1 d . . . . .
C39 C 0.0020(6) 0.2751(3) 0.0605(3) 0.0295(15) Uani 1 1 d . . . . .
H39A H -0.0313 0.2355 0.0815 0.035 Uiso 1 1 calc R U . . .
C40 C 0.3045(7) 0.3181(3) -0.0238(3) 0.0328(15) Uani 1 1 d . . . . .
C41 C 0.3834(7) 0.2438(4) -0.0179(3) 0.0342(16) Uani 1 1 d . . . . .
H41A H 0.4035 0.2318 0.0227 0.051 Uiso 1 1 calc R U . . .
H41B H 0.3310 0.2037 -0.0368 0.051 Uiso 1 1 calc R U . . .
H41C H 0.4653 0.2493 -0.0358 0.051 Uiso 1 1 calc R U . . .
C42 C 0.3961(7) 0.3780(4) 0.0041(3) 0.0410(18) Uani 1 1 d . . . . .
H42A H 0.4150 0.3671 0.0450 0.062 Uiso 1 1 calc R U . . .
H42B H 0.4782 0.3784 -0.0141 0.062 Uiso 1 1 calc R U . . .
H42C H 0.3537 0.4268 -0.0006 0.062 Uiso 1 1 calc R U . . .
C43 C 0.2752(7) 0.3349(4) -0.0872(3) 0.0428(18) Uani 1 1 d . . . . .
H43A H 0.2166 0.2966 -0.1050 0.064 Uiso 1 1 calc R U . . .
H43B H 0.2327 0.3837 -0.0920 0.064 Uiso 1 1 calc R U . . .
H43C H 0.3572 0.3353 -0.1054 0.064 Uiso 1 1 calc R U . . .
C44 C -0.1823(7) 0.3531(4) 0.0931(3) 0.0374(17) Uani 1 1 d . . . . .
C45 C -0.2837(7) 0.2916(4) 0.0739(4) 0.053(2) Uani 1 1 d . . . . .
H45A H -0.3119 0.2974 0.0331 0.079 Uiso 1 1 calc R U . . .
H45B H -0.2434 0.2426 0.0807 0.079 Uiso 1 1 calc R U . . .
H45C H -0.3599 0.2961 0.0959 0.079 Uiso 1 1 calc R U . . .
C46 C -0.1416(9) 0.3420(5) 0.1565(3) 0.058(2) Uani 1 1 d . . . . .
H46A H -0.1005 0.2930 0.1626 0.086 Uiso 1 1 calc R U . . .
H46B H -0.0788 0.3808 0.1700 0.086 Uiso 1 1 calc R U . . .
H46C H -0.2191 0.3451 0.1778 0.086 Uiso 1 1 calc R U . . .
C47 C -0.2462(8) 0.4290(4) 0.0832(4) 0.052(2) Uani 1 1 d . . . . .
H47A H -0.2722 0.4357 0.0423 0.077 Uiso 1 1 calc R U . . .
H47B H -0.3239 0.4322 0.1043 0.077 Uiso 1 1 calc R U . . .
H47C H -0.1836 0.4679 0.0966 0.077 Uiso 1 1 calc R U . . .


_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
Ni1 N2 1.982(5) . ?
Ni1 N3 2.132(5) . ?
Ni1 N1 2.134(5) . ?
Ni1 Br2 2.3709(11) . ?
Ni1 Br1 2.4493(10) . ?
N1 C7 1.281(7) . ?
N1 C20 1.437(8) . ?
N2 C8 1.342(8) . ?
N2 C12 1.356(8) . ?
N3 C13 1.292(7) . ?
N3 C34 1.434(8) . ?
C1 C6 1.390(9) . ?
C1 C2 1.396(9) . ?
C1 C7 1.479(8) . ?
C2 C3 1.366(10) . ?
C3 C4 1.371(11) . ?
C4 C5 1.378(11) . ?
C5 C6 1.392(10) . ?
C7 C8 1.500(8) . ?
C8 C9 1.392(9) . ?
C9 C10 1.376(9) . ?
C10 C11 1.386(9) . ?
C11 C12 1.385(8) . ?
C12 C13 1.508(8) . ?
C13 C14 1.467(9) . ?
C14 C19 1.408(9) . ?
C14 C15 1.411(9) . ?
C15 C16 1.387(10) . ?
C16 C17 1.366(11) . ?
C17 C18 1.385(11) . ?
C18 C19 1.375(9) . ?
C20 C25 1.389(8) . ?
C20 C21 1.401(9) . ?
C21 C22 1.390(9) . ?
C21 C26 1.555(8) . ?
C22 C23 1.382(9) . ?
C23 C24 1.379(10) . ?
C24 C25 1.384(9) . ?
C24 C30 1.527(9) . ?
C26 C28 1.517(10) . ?
C26 C29 1.543(10) . ?
C26 C27 1.553(10) . ?
C30 C33 1.493(12) . ?
C30 C32 1.501(12) . ?
C30 C31 1.555(12) . ?
C34 C39 1.399(8) . ?
C34 C35 1.407(9) . ?
C35 C36 1.383(9) . ?
C35 C40 1.545(8) . ?
C36 C37 1.375(9) . ?
C37 C38 1.399(9) . ?
C38 C39 1.393(9) . ?
C38 C44 1.535(9) . ?
C40 C43 1.520(10) . ?
C40 C42 1.533(10) . ?
C40 C41 1.559(9) . ?
C44 C46 1.519(10) . ?
C44 C47 1.520(10) . ?
C44 C45 1.553(10) . ?

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
N2 Ni1 N3 76.8(2) . . ?
N2 Ni1 N1 77.6(2) . . ?
N3 Ni1 N1 153.93(19) . . ?
N2 Ni1 Br2 145.08(14) . . ?
N3 Ni1 Br2 98.58(14) . . ?
N1 Ni1 Br2 99.47(14) . . ?
N2 Ni1 Br1 95.25(14) . . ?
N3 Ni1 Br1 94.40(13) . . ?
N1 Ni1 Br1 92.85(13) . . ?
Br2 Ni1 Br1 119.66(4) . . ?
C7 N1 C20 120.2(5) . . ?
C7 N1 Ni1 114.5(4) . . ?
C20 N1 Ni1 124.0(4) . . ?
C8 N2 C12 121.6(5) . . ?
C8 N2 Ni1 117.9(4) . . ?
C12 N2 Ni1 119.1(4) . . ?
C13 N3 C34 121.5(5) . . ?
C13 N3 Ni1 116.7(4) . . ?
C34 N3 Ni1 121.7(4) . . ?
C6 C1 C2 118.3(6) . . ?
C6 C1 C7 120.7(6) . . ?
C2 C1 C7 121.0(6) . . ?
C3 C2 C1 120.5(7) . . ?
C2 C3 C4 121.1(7) . . ?
C3 C4 C5 119.9(7) . . ?
C4 C5 C6 119.6(7) . . ?
C1 C6 C5 120.6(6) . . ?
N1 C7 C1 126.7(5) . . ?
N1 C7 C8 115.0(5) . . ?
C1 C7 C8 118.3(5) . . ?
N2 C8 C9 120.6(6) . . ?
N2 C8 C7 113.8(5) . . ?
C9 C8 C7 125.5(6) . . ?
C10 C9 C8 118.2(6) . . ?
C9 C10 C11 121.0(6) . . ?
C12 C11 C10 118.8(6) . . ?
N2 C12 C11 119.8(6) . . ?
N2 C12 C13 113.1(5) . . ?
C11 C12 C13 126.9(6) . . ?
N3 C13 C14 127.1(6) . . ?
N3 C13 C12 113.4(5) . . ?
C14 C13 C12 119.5(5) . . ?
C19 C14 C15 117.8(6) . . ?
C19 C14 C13 121.8(6) . . ?
C15 C14 C13 120.4(6) . . ?
C16 C15 C14 120.2(7) . . ?
C17 C16 C15 121.3(7) . . ?
C16 C17 C18 118.8(7) . . ?
C19 C18 C17 121.8(7) . . ?
C18 C19 C14 120.0(7) . . ?
C25 C20 C21 120.9(6) . . ?
C25 C20 N1 113.8(5) . . ?
C21 C20 N1 125.3(5) . . ?
C22 C21 C20 114.2(6) . . ?
C22 C21 C26 116.9(6) . . ?
C20 C21 C26 128.8(6) . . ?
C23 C22 C21 124.9(7) . . ?
C24 C23 C22 120.1(6) . . ?
C23 C24 C25 116.3(6) . . ?
C23 C24 C30 123.5(6) . . ?
C25 C24 C30 120.2(6) . . ?
C24 C25 C20 123.3(6) . . ?
C28 C26 C29 106.2(6) . . ?
C28 C26 C27 106.8(6) . . ?
C29 C26 C27 110.3(6) . . ?
C28 C26 C21 116.2(5) . . ?
C29 C26 C21 109.4(5) . . ?
C27 C26 C21 107.8(6) . . ?
C33 C30 C32 112.6(7) . . ?
C33 C30 C24 113.1(7) . . ?
C32 C30 C24 111.7(6) . . ?
C33 C30 C31 105.8(8) . . ?
C32 C30 C31 106.0(8) . . ?
C24 C30 C31 107.2(6) . . ?
C39 C34 C35 121.1(6) . . ?
C39 C34 N3 113.0(5) . . ?
C35 C34 N3 125.8(5) . . ?
C36 C35 C34 114.3(5) . . ?
C36 C35 C40 117.4(5) . . ?
C34 C35 C40 128.3(5) . . ?
C37 C36 C35 125.1(6) . . ?
C36 C37 C38 120.8(6) . . ?
C39 C38 C37 115.5(6) . . ?
C39 C38 C44 119.4(5) . . ?
C37 C38 C44 125.0(6) . . ?
C38 C39 C34 122.9(6) . . ?
C43 C40 C42 109.5(5) . . ?
C43 C40 C35 108.9(6) . . ?
C42 C40 C35 108.0(5) . . ?
C43 C40 C41 108.0(5) . . ?
C42 C40 C41 105.8(6) . . ?
C35 C40 C41 116.4(5) . . ?
C46 C44 C47 109.9(6) . . ?
C46 C44 C38 108.7(6) . . ?
C47 C44 C38 112.1(5) . . ?
C46 C44 C45 107.6(6) . . ?
C47 C44 C45 109.2(6) . . ?
C38 C44 C45 109.2(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.1(10) . . . . ?
C7 C1 C2 C3 177.9(7) . . . . ?
C1 C2 C3 C4 0.0(12) . . . . ?
C2 C3 C4 C5 1.8(12) . . . . ?
C3 C4 C5 C6 -2.4(12) . . . . ?
C2 C1 C6 C5 0.4(10) . . . . ?
C7 C1 C6 C5 -178.6(6) . . . . ?
C4 C5 C6 C1 1.3(11) . . . . ?
C20 N1 C7 C1 -3.3(9) . . . . ?
Ni1 N1 C7 C1 -171.0(5) . . . . ?
C20 N1 C7 C8 175.0(5) . . . . ?
Ni1 N1 C7 C8 7.3(6) . . . . ?
C6 C1 C7 N1 62.8(9) . . . . ?
C2 C1 C7 N1 -116.2(7) . . . . ?
C6 C1 C7 C8 -115.5(7) . . . . ?
C2 C1 C7 C8 65.5(8) . . . . ?
C12 N2 C8 C9 0.4(8) . . . . ?
Ni1 N2 C8 C9 167.0(4) . . . . ?
C12 N2 C8 C7 -175.4(5) . . . . ?
Ni1 N2 C8 C7 -8.8(6) . . . . ?
N1 C7 C8 N2 0.4(7) . . . . ?
C1 C7 C8 N2 178.9(5) . . . . ?
N1 C7 C8 C9 -175.1(5) . . . . ?
C1 C7 C8 C9 3.4(8) . . . . ?
N2 C8 C9 C10 -1.4(9) . . . . ?
C7 C8 C9 C10 173.9(5) . . . . ?
C8 C9 C10 C11 0.9(9) . . . . ?
C9 C10 C11 C12 0.6(9) . . . . ?
C8 N2 C12 C11 1.1(8) . . . . ?
Ni1 N2 C12 C11 -165.3(4) . . . . ?
C8 N2 C12 C13 177.0(5) . . . . ?
Ni1 N2 C12 C13 10.6(6) . . . . ?
C10 C11 C12 N2 -1.6(9) . . . . ?
C10 C11 C12 C13 -176.9(6) . . . . ?
C34 N3 C13 C14 5.6(9) . . . . ?
Ni1 N3 C13 C14 -179.1(5) . . . . ?
C34 N3 C13 C12 -176.2(5) . . . . ?
Ni1 N3 C13 C12 -0.8(6) . . . . ?
N2 C12 C13 N3 -5.9(7) . . . . ?
C11 C12 C13 N3 169.7(6) . . . . ?
N2 C12 C13 C14 172.5(5) . . . . ?
C11 C12 C13 C14 -11.9(9) . . . . ?
N3 C13 C14 C19 -45.0(9) . . . . ?
C12 C13 C14 C19 136.8(6) . . . . ?
N3 C13 C14 C15 133.7(7) . . . . ?
C12 C13 C14 C15 -44.4(8) . . . . ?
C19 C14 C15 C16 3.4(10) . . . . ?
C13 C14 C15 C16 -175.5(6) . . . . ?
C14 C15 C16 C17 -2.7(12) . . . . ?
C15 C16 C17 C18 0.3(12) . . . . ?
C16 C17 C18 C19 1.3(12) . . . . ?
C17 C18 C19 C14 -0.6(11) . . . . ?
C15 C14 C19 C18 -1.8(10) . . . . ?
C13 C14 C19 C18 177.1(6) . . . . ?
C7 N1 C20 C25 -92.4(7) . . . . ?
Ni1 N1 C20 C25 74.1(6) . . . . ?
C7 N1 C20 C21 89.7(7) . . . . ?
Ni1 N1 C20 C21 -103.9(6) . . . . ?
C25 C20 C21 C22 3.1(9) . . . . ?
N1 C20 C21 C22 -179.1(6) . . . . ?
C25 C20 C21 C26 -177.3(6) . . . . ?
N1 C20 C21 C26 0.5(10) . . . . ?
C20 C21 C22 C23 -1.5(10) . . . . ?
C26 C21 C22 C23 178.8(7) . . . . ?
C21 C22 C23 C24 0.8(12) . . . . ?
C22 C23 C24 C25 -1.5(10) . . . . ?
C22 C23 C24 C30 176.7(7) . . . . ?
C23 C24 C25 C20 3.2(10) . . . . ?
C30 C24 C25 C20 -175.0(6) . . . . ?
C21 C20 C25 C24 -4.2(10) . . . . ?
N1 C20 C25 C24 177.8(6) . . . . ?
C22 C21 C26 C28 -176.6(6) . . . . ?
C20 C21 C26 C28 3.7(10) . . . . ?
C22 C21 C26 C29 -56.4(8) . . . . ?
C20 C21 C26 C29 124.0(7) . . . . ?
C22 C21 C26 C27 63.6(8) . . . . ?
C20 C21 C26 C27 -116.0(7) . . . . ?
C23 C24 C30 C33 7.8(11) . . . . ?
C25 C24 C30 C33 -174.1(7) . . . . ?
C23 C24 C30 C32 136.0(9) . . . . ?
C25 C24 C30 C32 -46.0(10) . . . . ?
C23 C24 C30 C31 -108.4(9) . . . . ?
C25 C24 C30 C31 69.7(9) . . . . ?
C13 N3 C34 C39 105.8(6) . . . . ?
Ni1 N3 C34 C39 -69.3(6) . . . . ?
C13 N3 C34 C35 -77.2(8) . . . . ?
Ni1 N3 C34 C35 107.7(6) . . . . ?
C39 C34 C35 C36 -6.7(9) . . . . ?
N3 C34 C35 C36 176.5(6) . . . . ?
C39 C34 C35 C40 173.1(6) . . . . ?
N3 C34 C35 C40 -3.7(11) . . . . ?
C34 C35 C36 C37 3.0(10) . . . . ?
C40 C35 C36 C37 -176.8(6) . . . . ?
C35 C36 C37 C38 0.4(11) . . . . ?
C36 C37 C38 C39 -0.2(10) . . . . ?
C36 C37 C38 C44 176.7(6) . . . . ?
C37 C38 C39 C34 -3.6(10) . . . . ?
C44 C38 C39 C34 179.3(6) . . . . ?
C35 C34 C39 C38 7.5(10) . . . . ?
N3 C34 C39 C38 -175.4(6) . . . . ?
C36 C35 C40 C43 -64.4(7) . . . . ?
C34 C35 C40 C43 115.8(7) . . . . ?
C36 C35 C40 C42 54.5(8) . . . . ?
C34 C35 C40 C42 -125.3(7) . . . . ?
C36 C35 C40 C41 173.3(6) . . . . ?
C34 C35 C40 C41 -6.5(10) . . . . ?
C39 C38 C44 C46 64.1(8) . . . . ?
C37 C38 C44 C46 -112.7(8) . . . . ?
C39 C38 C44 C47 -174.2(6) . . . . ?
C37 C38 C44 C47 9.1(10) . . . . ?
C39 C38 C44 C45 -53.1(8) . . . . ?
C37 C38 C44 C45 130.2(7) . . . . ?

_refine_diff_density_max         0.925
_refine_diff_density_min         -0.553
_refine_diff_density_rms         0.135

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_darr043a
_database_code_depnum_ccdc_archive 'CCDC 1488173'
_audit_update_record             
;
2016-06-28 deposited with the CCDC.
2016-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48.50 H58 Br2 Cl3 Cu N3'
_chemical_formula_weight         1012.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   15.461(9)
_cell_length_b                   20.210(6)
_cell_length_c                   17.440(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.478(15)
_cell_angle_gamma                90.00
_cell_volume                     4919(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    998
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      20.54

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2080
_exptl_absorpt_coefficient_mu    2.266
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7743
_exptl_absorpt_correction_T_max  0.9351
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           
;
Data collection is performed with four batch runs at
φ = 0.00 ° (600 frames), at φ = 90.00 °
(600 frames), at φ = 180 ° (600 frames) and
at φ = 270 ° (600 frames).
Frame width = 0.30 \& in ω. Data is
merged, corrected for decay, and treated with
multi-scan absorption corrections.
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS APEX diffractometer'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 836.6
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        1
_diffrn_reflns_number            59619
_diffrn_reflns_av_R_equivalents  0.1363
_diffrn_reflns_av_sigmaI/netI    0.1059
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.77
_diffrn_reflns_theta_max         28.31
_reflns_number_total             12185
_reflns_number_gt                7221
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 2002)'
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2001)'
_computing_publication_material  'SHELXTL (Sheldrick, 2001)'

_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)+(0.0523P)²] where P=(Fo²+2Fc²)/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         12185
_refine_ls_number_parameters     557
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0617
_refine_ls_wR_factor_ref         0.1550
_refine_ls_wR_factor_gt          0.1266
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.016
_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
Cu Cu 0.09827(4) 0.31861(3) 0.35068(3) 0.02803(14) Uani 1 1 d . . .
Br1 Br 0.13637(4) 0.35984(2) 0.48563(3) 0.03446(13) Uani 1 1 d . . .
Br2 Br -0.00032(4) 0.21524(3) 0.34690(3) 0.04218(15) Uani 1 1 d . . .
N1 N 0.2337(3) 0.28136(18) 0.3680(2) 0.0287(8) Uani 1 1 d . . .
N2 N 0.0772(3) 0.30078(18) 0.2349(2) 0.0290(8) Uani 1 1 d . . .
N3 N -0.0279(3) 0.38123(18) 0.2732(2) 0.0282(8) Uani 1 1 d . . .
C1 C 0.3783(3) 0.3059(2) 0.5045(3) 0.0303(10) Uani 1 1 d . . .
C2 C 0.4378(4) 0.2785(3) 0.5839(3) 0.0439(13) Uani 1 1 d . . .
H2A H 0.4886 0.3049 0.6226 0.053 Uiso 1 1 calc R . .
C3 C 0.4270(4) 0.2153(3) 0.6092(3) 0.0465(14) Uani 1 1 d . . .
H3A H 0.4701 0.1998 0.6637 0.056 Uiso 1 1 calc R . .
C4 C 0.3534(4) 0.1745(3) 0.5555(3) 0.0388(12) Uani 1 1 d . . .
C5 C 0.2941(3) 0.2000(2) 0.4764(3) 0.0308(10) Uani 1 1 d . . .
H5A H 0.2428 0.1736 0.4383 0.037 Uiso 1 1 calc R . .
C6 C 0.3072(3) 0.2631(2) 0.4507(3) 0.0299(10) Uani 1 1 d . . .
C7 C 0.4000(4) 0.3776(2) 0.4865(3) 0.0364(11) Uani 1 1 d . . .
C8 C 0.5014(4) 0.3802(3) 0.4920(4) 0.0534(15) Uani 1 1 d . . .
H8A H 0.5052 0.3516 0.4481 0.080 Uiso 1 1 calc R . .
H8B H 0.5473 0.3648 0.5482 0.080 Uiso 1 1 calc R . .
H8C H 0.5168 0.4258 0.4833 0.080 Uiso 1 1 calc R . .
C9 C 0.3311(4) 0.4052(3) 0.3998(4) 0.0486(14) Uani 1 1 d . . .
H9A H 0.3353 0.3784 0.3547 0.073 Uiso 1 1 calc R . .
H9B H 0.3486 0.4511 0.3946 0.073 Uiso 1 1 calc R . .
H9C H 0.2655 0.4039 0.3946 0.073 Uiso 1 1 calc R . .
C10 C 0.3958(4) 0.4238(3) 0.5559(4) 0.0513(15) Uani 1 1 d . . .
H10A H 0.4116 0.4691 0.5465 0.077 Uiso 1 1 calc R . .
H10B H 0.4419 0.4086 0.6120 0.077 Uiso 1 1 calc R . .
H10C H 0.3311 0.4228 0.5531 0.077 Uiso 1 1 calc R . .
C11 C 0.3415(4) 0.1039(3) 0.5820(4) 0.0503(15) Uani 1 1 d . . .
C12 C 0.4287(5) 0.0632(3) 0.5919(5) 0.077(2) Uani 1 1 d . . .
H12A H 0.4349 0.0636 0.5383 0.115 Uiso 1 1 calc R . .
H12B H 0.4208 0.0176 0.6067 0.115 Uiso 1 1 calc R . .
H12C H 0.4864 0.0824 0.6370 0.115 Uiso 1 1 calc R . .
C13 C 0.3361(6) 0.1054(4) 0.6682(4) 0.084(2) Uani 1 1 d . . .
H13A H 0.3270 0.0604 0.6841 0.126 Uiso 1 1 calc R . .
H13B H 0.2822 0.1332 0.6636 0.126 Uiso 1 1 calc R . .
H13C H 0.3958 0.1237 0.7116 0.126 Uiso 1 1 calc R . .
C14 C 0.2549(5) 0.0698(3) 0.5157(4) 0.078(2) Uani 1 1 d . . .
H14A H 0.2588 0.0704 0.4611 0.116 Uiso 1 1 calc R . .
H14B H 0.1967 0.0929 0.5100 0.116 Uiso 1 1 calc R . .
H14C H 0.2528 0.0239 0.5329 0.116 Uiso 1 1 calc R . .
C15 C 0.2317(3) 0.2541(2) 0.2997(3) 0.0292(10) Uani 1 1 d . . .
C16 C 0.4014(4) 0.2292(3) 0.3253(3) 0.0459(13) Uani 1 1 d . . .
H16A H 0.4193 0.2729 0.3462 0.055 Uiso 1 1 calc R . .
C17 C 0.4701(4) 0.1857(3) 0.3226(4) 0.0544(15) Uani 1 1 d . . .
H17A H 0.5344 0.2001 0.3412 0.065 Uiso 1 1 calc R . .
C18 C 0.4453(5) 0.1224(3) 0.2932(4) 0.0584(17) Uani 1 1 d . . .
H18A H 0.4925 0.0926 0.2926 0.070 Uiso 1 1 calc R . .
C19 C 0.3512(5) 0.1024(3) 0.2646(4) 0.0669(19) Uani 1 1 d . . .
H19A H 0.3336 0.0588 0.2433 0.080 Uiso 1 1 calc R . .
C20 C 0.2825(4) 0.1451(3) 0.2665(4) 0.0517(15) Uani 1 1 d . . .
H20A H 0.2179 0.1308 0.2464 0.062 Uiso 1 1 calc R . .
C21 C 0.3077(4) 0.2090(2) 0.2978(3) 0.0332(11) Uani 1 1 d . . .
C22 C 0.1449(3) 0.2693(2) 0.2207(3) 0.0285(10) Uani 1 1 d . . .
C23 C 0.1319(4) 0.2535(3) 0.1391(3) 0.0374(12) Uani 1 1 d . . .
H23A H 0.1811 0.2325 0.1292 0.045 Uiso 1 1 calc R . .
C24 C 0.0440(4) 0.2694(3) 0.0718(3) 0.0428(13) Uani 1 1 d . . .
H24A H 0.0324 0.2586 0.0152 0.051 Uiso 1 1 calc R . .
C25 C -0.0263(4) 0.3009(3) 0.0879(3) 0.0418(13) Uani 1 1 d . . .
H25A H -0.0865 0.3115 0.0427 0.050 Uiso 1 1 calc R . .
C26 C -0.0067(3) 0.3167(2) 0.1713(3) 0.0301(10) Uani 1 1 d . . .
C27 C -0.0720(3) 0.3538(2) 0.1994(3) 0.0303(10) Uani 1 1 d . . .
C28 C -0.2217(4) 0.2924(3) 0.1222(4) 0.0509(15) Uani 1 1 d . . .
H28A H -0.1849 0.2529 0.1379 0.061 Uiso 1 1 calc R . .
C29 C -0.3206(5) 0.2887(3) 0.0766(4) 0.0607(17) Uani 1 1 d . . .
H29A H -0.3509 0.2466 0.0626 0.073 Uiso 1 1 calc R . .
C30 C -0.3750(4) 0.3454(3) 0.0516(4) 0.0579(17) Uani 1 1 d . . .
H30A H -0.4424 0.3427 0.0192 0.070 Uiso 1 1 calc R . .
C31 C -0.3308(4) 0.4061(3) 0.0739(4) 0.0589(17) Uani 1 1 d . . .
H31A H -0.3679 0.4455 0.0577 0.071 Uiso 1 1 calc R . .
C32 C -0.2322(4) 0.4097(3) 0.1201(4) 0.0502(15) Uani 1 1 d . . .
H32A H -0.2022 0.4517 0.1351 0.060 Uiso 1 1 calc R . .
C33 C -0.1765(4) 0.3530(3) 0.1447(3) 0.0350(11) Uani 1 1 d . . .
C34 C -0.0621(3) 0.4829(2) 0.3355(3) 0.0308(10) Uani 1 1 d . . .
C35 C -0.1144(4) 0.5073(3) 0.3785(3) 0.0377(12) Uani 1 1 d . . .
H35A H -0.1060 0.5523 0.3959 0.045 Uiso 1 1 calc R . .
C36 C -0.1772(4) 0.4694(3) 0.3964(3) 0.0385(12) Uani 1 1 d . . .
H36A H -0.2102 0.4890 0.4256 0.046 Uiso 1 1 calc R . .
C37 C -0.1939(3) 0.4032(2) 0.3732(3) 0.0335(11) Uani 1 1 d . A .
C38 C -0.1425(3) 0.3781(2) 0.3319(3) 0.0315(10) Uani 1 1 d . . .
H38A H -0.1506 0.3327 0.3160 0.038 Uiso 1 1 calc R . .
C39 C -0.0800(3) 0.4155(2) 0.3124(3) 0.0296(10) Uani 1 1 d . . .
C40 C 0.0017(4) 0.5285(2) 0.3110(3) 0.0340(11) Uani 1 1 d . . .
C41 C -0.0452(4) 0.5384(3) 0.2138(3) 0.0502(14) Uani 1 1 d . . .
H41A H -0.0473 0.4961 0.1857 0.075 Uiso 1 1 calc R . .
H41B H -0.0076 0.5703 0.1984 0.075 Uiso 1 1 calc R . .
H41C H -0.1105 0.5553 0.1956 0.075 Uiso 1 1 calc R . .
C42 C 0.1031(4) 0.5011(3) 0.3393(4) 0.0459(13) Uani 1 1 d . . .
H42A H 0.1006 0.4605 0.3077 0.069 Uiso 1 1 calc R . .
H42B H 0.1309 0.4913 0.4002 0.069 Uiso 1 1 calc R . .
H42C H 0.1428 0.5340 0.3282 0.069 Uiso 1 1 calc R . .
C43 C 0.0124(4) 0.5973(3) 0.3526(4) 0.0477(14) Uani 1 1 d . . .
H43A H 0.0431 0.5925 0.4145 0.072 Uiso 1 1 calc R . .
H43B H -0.0511 0.6173 0.3348 0.072 Uiso 1 1 calc R . .
H43C H 0.0518 0.6256 0.3348 0.072 Uiso 1 1 calc R . .
C44 C -0.2667(4) 0.3620(3) 0.3898(3) 0.0471(14) Uani 1 1 d D . .
C45 C -0.2059(11) 0.2994(7) 0.4396(12) 0.096(5) Uani 0.420(7) 1 d PD A 1
H45A H -0.1510 0.3141 0.4911 0.144 Uiso 0.420(7) 1 calc PR A 1
H45B H -0.1829 0.2753 0.4031 0.144 Uiso 0.420(7) 1 calc PR A 1
H45C H -0.2463 0.2701 0.4552 0.144 Uiso 0.420(7) 1 calc PR A 1
C46 C -0.3414(10) 0.3376(9) 0.3074(7) 0.075(4) Uani 0.420(7) 1 d PD A 1
H46A H -0.3793 0.3751 0.2741 0.112 Uiso 0.420(7) 1 calc PR A 1
H46B H -0.3835 0.3064 0.3180 0.112 Uiso 0.420(7) 1 calc PR A 1
H46C H -0.3106 0.3153 0.2757 0.112 Uiso 0.420(7) 1 calc PR A 1
C47 C -0.3017(13) 0.3946(9) 0.4479(10) 0.071(4) Uani 0.420(7) 1 d PD A 1
H47A H -0.3379 0.4345 0.4208 0.106 Uiso 0.420(7) 1 calc PR A 1
H47B H -0.2468 0.4068 0.5010 0.106 Uiso 0.420(7) 1 calc PR A 1
H47C H -0.3432 0.3640 0.4603 0.106 Uiso 0.420(7) 1 calc PR A 1
C45' C -0.2671(10) 0.2883(5) 0.3714(10) 0.096(5) Uani 0.580(7) 1 d PD A 2
H45D H -0.2792 0.2819 0.3119 0.144 Uiso 0.580(7) 1 calc PR A 2
H45E H -0.3175 0.2664 0.3819 0.144 Uiso 0.580(7) 1 calc PR A 2
H45F H -0.2048 0.2692 0.4085 0.144 Uiso 0.580(7) 1 calc PR A 2
C46' C -0.3701(7) 0.3890(7) 0.3298(7) 0.075(4) Uani 0.580(7) 1 d PD A 2
H46D H -0.3748 0.4357 0.3426 0.112 Uiso 0.580(7) 1 calc PR A 2
H46E H -0.4184 0.3634 0.3394 0.112 Uiso 0.580(7) 1 calc PR A 2
H46F H -0.3811 0.3845 0.2704 0.112 Uiso 0.580(7) 1 calc PR A 2
C47' C -0.2583(9) 0.3708(7) 0.4807(6) 0.071(4) Uani 0.580(7) 1 d PD A 2
H47D H -0.2623 0.4179 0.4921 0.106 Uiso 0.580(7) 1 calc PR A 2
H47E H -0.1967 0.3531 0.5217 0.106 Uiso 0.580(7) 1 calc PR A 2
H47F H -0.3106 0.3469 0.4861 0.106 Uiso 0.580(7) 1 calc PR A 2
C48 C 0.7843(6) 0.3853(5) 0.8157(5) 0.099(3) Uani 1 1 d . . .
H48A H 0.8273 0.4235 0.8232 0.118 Uiso 1 1 calc R . .
H48B H 0.8221 0.3445 0.8220 0.118 Uiso 1 1 calc R . .
Cl1 Cl 0.74540(18) 0.38725(11) 0.89627(15) 0.0960(7) Uani 1 1 d . . .
Cl2 Cl 0.6962(2) 0.3876(2) 0.71818(18) 0.1915(17) Uani 1 1 d . . .
C49 C 0.009(2) 0.4551(19) 0.0131(17) 0.167(15) Uani 0.50 1 d PDU B -1
H49A H 0.0286 0.4239 -0.0206 0.200 Uiso 0.50 1 calc PR B -1
H49B H -0.0527 0.4396 0.0101 0.200 Uiso 0.50 1 calc PR B -1
Cl3 Cl -0.0074(11) 0.5301(8) -0.0333(8) 0.199(6) Uani 0.50 1 d PDU B -1
Cl4 Cl 0.0919(5) 0.4507(3) 0.1157(4) 0.1210(18) Uani 0.50 1 d PDU B -1


_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
Cu N2 1.935(4) . ?
Cu N1 2.120(4) . ?
Cu N3 2.228(4) . ?
Cu Br1 2.3212(9) . ?
Cu Br2 2.5702(10) . ?
N1 C15 1.301(5) . ?
N1 C6 1.449(6) . ?
N2 C26 1.334(6) . ?
N2 C22 1.337(6) . ?
N3 C27 1.295(6) . ?
N3 C39 1.438(5) . ?
C1 C6 1.396(6) . ?
C1 C2 1.406(7) . ?
C1 C7 1.549(7) . ?
C2 C3 1.384(7) . ?
C3 C4 1.391(7) . ?
C4 C5 1.386(6) . ?
C4 C11 1.535(7) . ?
C5 C6 1.394(6) . ?
C7 C8 1.530(7) . ?
C7 C9 1.533(7) . ?
C7 C10 1.552(7) . ?
C11 C14 1.508(8) . ?
C11 C12 1.524(9) . ?
C11 C13 1.541(8) . ?
C15 C22 1.485(6) . ?
C15 C21 1.498(6) . ?
C16 C21 1.378(7) . ?
C16 C17 1.395(7) . ?
C17 C18 1.370(8) . ?
C18 C19 1.380(9) . ?
C19 C20 1.380(8) . ?
C20 C21 1.391(7) . ?
C22 C23 1.386(6) . ?
C23 C24 1.399(7) . ?
C24 C25 1.388(7) . ?
C25 C26 1.389(6) . ?
C26 C27 1.498(6) . ?
C27 C33 1.481(7) . ?
C28 C33 1.381(7) . ?
C28 C29 1.388(8) . ?
C29 C30 1.378(9) . ?
C30 C31 1.376(8) . ?
C31 C32 1.387(7) . ?
C32 C33 1.385(7) . ?
C34 C35 1.408(6) . ?
C34 C39 1.413(6) . ?
C34 C40 1.539(7) . ?
C35 C36 1.374(7) . ?
C36 C37 1.389(7) . ?
C37 C38 1.377(6) . ?
C37 C44 1.525(7) . ?
C38 C39 1.380(6) . ?
C40 C42 1.530(7) . ?
C40 C41 1.544(7) . ?
C40 C43 1.544(7) . ?
C44 C46 1.488(11) . ?
C44 C47 1.492(11) . ?
C44 C45' 1.524(10) . ?
C44 C47' 1.545(10) . ?
C44 C46' 1.583(9) . ?
C44 C45 1.594(12) . ?
C48 Cl2 1.661(8) . ?
C48 Cl1 1.750(8) . ?
C49 Cl3 1.685(19) . ?
C49 Cl4 1.69(2) . ?

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
N2 Cu N1 78.22(15) . . ?
N2 Cu N3 76.25(15) . . ?
N1 Cu N3 147.27(14) . . ?
N2 Cu Br1 168.51(12) . . ?
N1 Cu Br1 100.28(10) . . ?
N3 Cu Br1 100.66(10) . . ?
N2 Cu Br2 89.42(12) . . ?
N1 Cu Br2 104.68(11) . . ?
N3 Cu Br2 95.24(11) . . ?
Br1 Cu Br2 101.94(3) . . ?
C15 N1 C6 120.1(4) . . ?
C15 N1 Cu 112.8(3) . . ?
C6 N1 Cu 122.4(3) . . ?
C26 N2 C22 121.3(4) . . ?
C26 N2 Cu 119.4(3) . . ?
C22 N2 Cu 119.2(3) . . ?
C27 N3 C39 121.1(4) . . ?
C27 N3 Cu 108.0(3) . . ?
C39 N3 Cu 120.5(3) . . ?
C6 C1 C2 114.2(4) . . ?
C6 C1 C7 128.4(4) . . ?
C2 C1 C7 117.4(4) . . ?
C3 C2 C1 124.1(5) . . ?
C2 C3 C4 120.6(5) . . ?
C5 C4 C3 116.7(5) . . ?
C5 C4 C11 122.1(5) . . ?
C3 C4 C11 121.2(5) . . ?
C4 C5 C6 122.3(4) . . ?
C5 C6 C1 122.2(4) . . ?
C5 C6 N1 113.1(4) . . ?
C1 C6 N1 124.3(4) . . ?
C8 C7 C9 107.9(4) . . ?
C8 C7 C1 109.0(4) . . ?
C9 C7 C1 114.9(4) . . ?
C8 C7 C10 108.5(4) . . ?
C9 C7 C10 107.8(4) . . ?
C1 C7 C10 108.6(4) . . ?
C14 C11 C12 106.9(6) . . ?
C14 C11 C4 112.1(5) . . ?
C12 C11 C4 108.7(5) . . ?
C14 C11 C13 110.7(6) . . ?
C12 C11 C13 108.4(5) . . ?
C4 C11 C13 109.8(5) . . ?
N1 C15 C22 114.7(4) . . ?
N1 C15 C21 124.7(4) . . ?
C22 C15 C21 120.6(4) . . ?
C21 C16 C17 120.2(5) . . ?
C18 C17 C16 120.5(6) . . ?
C17 C18 C19 119.4(5) . . ?
C20 C19 C18 120.8(6) . . ?
C19 C20 C21 120.0(6) . . ?
C16 C21 C20 119.2(5) . . ?
C16 C21 C15 121.9(5) . . ?
C20 C21 C15 118.9(5) . . ?
N2 C22 C23 121.4(4) . . ?
N2 C22 C15 113.2(4) . . ?
C23 C22 C15 125.4(4) . . ?
C22 C23 C24 117.9(5) . . ?
C25 C24 C23 119.9(4) . . ?
C24 C25 C26 118.7(4) . . ?
N2 C26 C25 120.8(4) . . ?
N2 C26 C27 113.5(4) . . ?
C25 C26 C27 125.7(4) . . ?
N3 C27 C33 127.3(4) . . ?
N3 C27 C26 113.5(4) . . ?
C33 C27 C26 119.1(4) . . ?
C33 C28 C29 120.6(5) . . ?
C30 C29 C28 120.5(6) . . ?
C31 C30 C29 119.4(5) . . ?
C30 C31 C32 119.9(6) . . ?
C33 C32 C31 121.2(6) . . ?
C28 C33 C32 118.3(5) . . ?
C28 C33 C27 118.1(5) . . ?
C32 C33 C27 123.4(5) . . ?
C35 C34 C39 113.8(4) . . ?
C35 C34 C40 121.4(4) . . ?
C39 C34 C40 124.6(4) . . ?
C36 C35 C34 123.3(5) . . ?
C35 C36 C37 122.1(4) . . ?
C38 C37 C36 115.5(5) . . ?
C38 C37 C44 122.5(4) . . ?
C36 C37 C44 122.0(4) . . ?
C37 C38 C39 123.3(5) . . ?
C38 C39 C34 122.0(4) . . ?
C38 C39 N3 116.6(4) . . ?
C34 C39 N3 121.2(4) . . ?
C42 C40 C34 112.6(4) . . ?
C42 C40 C41 109.5(4) . . ?
C34 C40 C41 109.2(4) . . ?
C42 C40 C43 106.6(4) . . ?
C34 C40 C43 111.1(4) . . ?
C41 C40 C43 107.6(4) . . ?
C46 C44 C47 116.5(9) . . ?
C46 C44 C45' 62.7(8) . . ?
C47 C44 C45' 127.2(11) . . ?
C46 C44 C37 109.1(7) . . ?
C47 C44 C37 113.7(9) . . ?
C45' C44 C37 115.4(6) . . ?
C46 C44 C47' 135.8(9) . . ?
C47 C44 C47' 31.4(7) . . ?
C45' C44 C47' 108.6(7) . . ?
C37 C44 C47' 112.9(7) . . ?
C46 C44 C46' 48.2(7) . . ?
C47 C44 C46' 74.9(8) . . ?
C45' C44 C46' 106.6(7) . . ?
C37 C44 C46' 107.8(6) . . ?
C47' C44 C46' 104.7(6) . . ?
C46 C44 C45 107.1(8) . . ?
C47 C44 C45 106.4(8) . . ?
C45' C44 C45 44.4(7) . . ?
C37 C44 C45 103.0(7) . . ?
C47' C44 C45 76.2(8) . . ?
C46' C44 C45 145.6(8) . . ?
Cl2 C48 Cl1 114.1(5) . . ?
Cl3 C49 Cl4 116(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Cu N1 C15 -12.3(3) . . . . ?
N3 Cu N1 C15 -51.6(4) . . . . ?
Br1 Cu N1 C15 179.3(3) . . . . ?
Br2 Cu N1 C15 74.0(3) . . . . ?
N2 Cu N1 C6 -168.2(4) . . . . ?
N3 Cu N1 C6 152.5(3) . . . . ?
Br1 Cu N1 C6 23.5(3) . . . . ?
Br2 Cu N1 C6 -81.9(3) . . . . ?
N1 Cu N2 C26 -176.4(4) . . . . ?
N3 Cu N2 C26 -17.1(3) . . . . ?
Br1 Cu N2 C26 -92.7(7) . . . . ?
Br2 Cu N2 C26 78.5(3) . . . . ?
N1 Cu N2 C22 7.4(3) . . . . ?
N3 Cu N2 C22 166.7(4) . . . . ?
Br1 Cu N2 C22 91.1(7) . . . . ?
Br2 Cu N2 C22 -97.7(3) . . . . ?
N2 Cu N3 C27 26.8(3) . . . . ?
N1 Cu N3 C27 66.5(4) . . . . ?
Br1 Cu N3 C27 -164.5(3) . . . . ?
Br2 Cu N3 C27 -61.3(3) . . . . ?
N2 Cu N3 C39 172.1(4) . . . . ?
N1 Cu N3 C39 -148.2(3) . . . . ?
Br1 Cu N3 C39 -19.3(3) . . . . ?
Br2 Cu N3 C39 84.0(3) . . . . ?
C6 C1 C2 C3 -1.7(8) . . . . ?
C7 C1 C2 C3 179.7(5) . . . . ?
C1 C2 C3 C4 -0.5(9) . . . . ?
C2 C3 C4 C5 1.1(8) . . . . ?
C2 C3 C4 C11 178.9(5) . . . . ?
C3 C4 C5 C6 0.6(8) . . . . ?
C11 C4 C5 C6 -177.3(5) . . . . ?
C4 C5 C6 C1 -2.9(7) . . . . ?
C4 C5 C6 N1 -176.3(4) . . . . ?
C2 C1 C6 C5 3.3(7) . . . . ?
C7 C1 C6 C5 -178.2(4) . . . . ?
C2 C1 C6 N1 175.9(4) . . . . ?
C7 C1 C6 N1 -5.6(8) . . . . ?
C15 N1 C6 C5 -72.4(5) . . . . ?
Cu N1 C6 C5 81.8(4) . . . . ?
C15 N1 C6 C1 114.4(5) . . . . ?
Cu N1 C6 C1 -91.4(5) . . . . ?
C6 C1 C7 C8 -118.3(5) . . . . ?
C2 C1 C7 C8 60.2(6) . . . . ?
C6 C1 C7 C9 3.0(7) . . . . ?
C2 C1 C7 C9 -178.6(5) . . . . ?
C6 C1 C7 C10 123.8(5) . . . . ?
C2 C1 C7 C10 -57.8(6) . . . . ?
C5 C4 C11 C14 -4.7(8) . . . . ?
C3 C4 C11 C14 177.6(6) . . . . ?
C5 C4 C11 C12 113.3(6) . . . . ?
C3 C4 C11 C12 -64.5(7) . . . . ?
C5 C4 C11 C13 -128.2(6) . . . . ?
C3 C4 C11 C13 54.0(8) . . . . ?
C6 N1 C15 C22 171.2(4) . . . . ?
Cu N1 C15 C22 14.7(5) . . . . ?
C6 N1 C15 C21 -7.2(7) . . . . ?
Cu N1 C15 C21 -163.7(4) . . . . ?
C21 C16 C17 C18 -0.5(9) . . . . ?
C16 C17 C18 C19 1.4(10) . . . . ?
C17 C18 C19 C20 -1.0(10) . . . . ?
C18 C19 C20 C21 -0.2(10) . . . . ?
C17 C16 C21 C20 -0.7(8) . . . . ?
C17 C16 C21 C15 179.9(5) . . . . ?
C19 C20 C21 C16 1.1(8) . . . . ?
C19 C20 C21 C15 -179.5(5) . . . . ?
N1 C15 C21 C16 -59.7(7) . . . . ?
C22 C15 C21 C16 122.0(5) . . . . ?
N1 C15 C21 C20 120.9(5) . . . . ?
C22 C15 C21 C20 -57.4(6) . . . . ?
C26 N2 C22 C23 1.7(7) . . . . ?
Cu N2 C22 C23 177.8(4) . . . . ?
C26 N2 C22 C15 -178.1(4) . . . . ?
Cu N2 C22 C15 -2.0(5) . . . . ?
N1 C15 C22 N2 -9.1(6) . . . . ?
C21 C15 C22 N2 169.3(4) . . . . ?
N1 C15 C22 C23 171.1(5) . . . . ?
C21 C15 C22 C23 -10.4(7) . . . . ?
N2 C22 C23 C24 -2.2(7) . . . . ?
C15 C22 C23 C24 177.6(5) . . . . ?
C22 C23 C24 C25 0.9(8) . . . . ?
C23 C24 C25 C26 0.8(8) . . . . ?
C22 N2 C26 C25 0.1(7) . . . . ?
Cu N2 C26 C25 -176.1(4) . . . . ?
C22 N2 C26 C27 -178.0(4) . . . . ?
Cu N2 C26 C27 5.9(5) . . . . ?
C24 C25 C26 N2 -1.3(8) . . . . ?
C24 C25 C26 C27 176.5(5) . . . . ?
C39 N3 C27 C33 0.7(7) . . . . ?
Cu N3 C27 C33 145.7(4) . . . . ?
C39 N3 C27 C26 -176.2(4) . . . . ?
Cu N3 C27 C26 -31.2(4) . . . . ?
N2 C26 C27 N3 19.8(6) . . . . ?
C25 C26 C27 N3 -158.1(5) . . . . ?
N2 C26 C27 C33 -157.4(4) . . . . ?
C25 C26 C27 C33 24.7(7) . . . . ?
C33 C28 C29 C30 1.4(10) . . . . ?
C28 C29 C30 C31 -1.6(10) . . . . ?
C29 C30 C31 C32 1.0(10) . . . . ?
C30 C31 C32 C33 -0.2(10) . . . . ?
C29 C28 C33 C32 -0.6(8) . . . . ?
C29 C28 C33 C27 175.0(5) . . . . ?
C31 C32 C33 C28 0.0(8) . . . . ?
C31 C32 C33 C27 -175.4(5) . . . . ?
N3 C27 C33 C28 -121.2(6) . . . . ?
C26 C27 C33 C28 55.5(6) . . . . ?
N3 C27 C33 C32 54.1(7) . . . . ?
C26 C27 C33 C32 -129.1(5) . . . . ?
C39 C34 C35 C36 0.0(7) . . . . ?
C40 C34 C35 C36 175.4(5) . . . . ?
C34 C35 C36 C37 0.0(8) . . . . ?
C35 C36 C37 C38 0.7(7) . . . . ?
C35 C36 C37 C44 -177.3(5) . . . . ?
C36 C37 C38 C39 -1.4(7) . . . . ?
C44 C37 C38 C39 176.5(5) . . . . ?
C37 C38 C39 C34 1.5(7) . . . . ?
C37 C38 C39 N3 176.8(4) . . . . ?
C35 C34 C39 C38 -0.7(7) . . . . ?
C40 C34 C39 C38 -176.0(4) . . . . ?
C35 C34 C39 N3 -175.8(4) . . . . ?
C40 C34 C39 N3 9.0(7) . . . . ?
C27 N3 C39 C38 63.1(6) . . . . ?
Cu N3 C39 C38 -77.6(5) . . . . ?
C27 N3 C39 C34 -121.6(5) . . . . ?
Cu N3 C39 C34 97.7(4) . . . . ?
C35 C34 C40 C42 129.3(5) . . . . ?
C39 C34 C40 C42 -55.8(6) . . . . ?
C35 C34 C40 C41 -108.9(5) . . . . ?
C39 C34 C40 C41 66.0(6) . . . . ?
C35 C34 C40 C43 9.7(6) . . . . ?
C39 C34 C40 C43 -175.4(4) . . . . ?
C38 C37 C44 C46 -58.1(10) . . . . ?
C36 C37 C44 C46 119.7(9) . . . . ?
C38 C37 C44 C47 170.0(8) . . . . ?
C36 C37 C44 C47 -12.1(10) . . . . ?
C38 C37 C44 C45' 10.0(9) . . . . ?
C36 C37 C44 C45' -172.2(8) . . . . ?
C38 C37 C44 C47' 135.8(7) . . . . ?
C36 C37 C44 C47' -46.4(8) . . . . ?
C38 C37 C44 C46' -109.1(7) . . . . ?
C36 C37 C44 C46' 68.8(7) . . . . ?
C38 C37 C44 C45 55.4(9) . . . . ?
C36 C37 C44 C45 -126.8(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.101
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_dr002
_database_code_depnum_ccdc_archive 'CCDC 1488174'
_audit_update_record             
;
2016-07-14 deposited with the CCDC.
2016-08-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53 H60 Br2 Cl N3 Zn'
_chemical_formula_weight         999.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   16.3022(10)
_cell_length_b                   20.3682(13)
_cell_length_c                   16.9832(11)
_cell_angle_alpha                90
_cell_angle_beta                 117.314(4)
_cell_angle_gamma                90
_cell_volume                     5010.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3533
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      20.09

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.175
_shelx_estimated_absorpt_T_min   0.780
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6051
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25334
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_av_R_equivalents  0.0639
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.725
_diffrn_reflns_theta_max         20.690
_diffrn_reflns_theta_full        20.690
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5110
_reflns_number_gt                3883
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX II, Bruker (2012)'
_computing_cell_refinement       'APEX II, Bruker (2012)'
_computing_data_reduction        'XPREP, Bruker (2012)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL, Bruker (2015)'
_computing_publication_material  'SHELXTL, Bruker (2015)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+3.0727P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5110
_refine_ls_number_parameters     529
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1020
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.025
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.80891(4) 0.24541(3) 0.40328(4) 0.0351(2) Uani 1 1 d . . . . .
Br1 Br 0.85226(4) 0.14165(3) 0.47266(4) 0.0442(2) Uani 1 1 d . . . . .
Br2 Br 0.89645(4) 0.33306(3) 0.49348(4) 0.0475(2) Uani 1 1 d . . . . .
N1 N 0.6719(3) 0.2649(2) 0.4039(3) 0.0334(11) Uani 1 1 d . . . . .
N2 N 0.7128(3) 0.2527(2) 0.2710(3) 0.0304(11) Uani 1 1 d . . . . .
N3 N 0.8899(3) 0.2362(2) 0.3130(3) 0.0342(12) Uani 1 1 d . . . . .
C1 C 0.5160(4) 0.3093(3) 0.3114(3) 0.0375(15) Uani 1 1 d . . . . .
C2 C 0.5106(4) 0.3696(3) 0.3471(4) 0.0495(17) Uani 1 1 d . . . . .
H2A H 0.5655 0.3930 0.3833 0.059 Uiso 1 1 calc R U . . .
C3 C 0.4252(6) 0.3957(4) 0.3299(4) 0.074(2) Uani 1 1 d . . . . .
H3A H 0.4211 0.4372 0.3536 0.089 Uiso 1 1 calc R U . . .
C4 C 0.3469(6) 0.3606(5) 0.2781(6) 0.087(3) Uani 1 1 d . . . . .
H4A H 0.2885 0.3773 0.2682 0.104 Uiso 1 1 calc R U . . .
C5 C 0.3508(5) 0.3032(5) 0.2409(5) 0.081(2) Uani 1 1 d . . . . .
H5A H 0.2957 0.2805 0.2033 0.097 Uiso 1 1 calc R U . . .
C6 C 0.4361(4) 0.2773(3) 0.2582(5) 0.062(2) Uani 1 1 d . . . . .
H6A H 0.4389 0.2365 0.2325 0.075 Uiso 1 1 calc R U . . .
C7 C 0.6070(4) 0.2819(3) 0.3277(4) 0.0326(14) Uani 1 1 d . . . . .
C8 C 0.6272(4) 0.2733(3) 0.2512(3) 0.0285(13) Uani 1 1 d . . . . .
C9 C 0.5640(4) 0.2862(3) 0.1647(4) 0.0377(15) Uani 1 1 d . . . . .
H9A H 0.5052 0.3039 0.1516 0.045 Uiso 1 1 calc R U . . .
C10 C 0.5864(4) 0.2733(3) 0.0978(4) 0.0431(16) Uani 1 1 d . . . . .
H10A H 0.5427 0.2811 0.0379 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6719(4) 0.2490(3) 0.1174(4) 0.0387(15) Uani 1 1 d . . . . .
H11A H 0.6877 0.2381 0.0717 0.046 Uiso 1 1 calc R U . . .
C12 C 0.7345(4) 0.2408(3) 0.2051(4) 0.0336(14) Uani 1 1 d . . . . .
C13 C 0.8332(4) 0.2226(3) 0.2329(4) 0.0326(14) Uani 1 1 d . . . . .
C14 C 0.8564(4) 0.1921(3) 0.1663(3) 0.0359(14) Uani 1 1 d . U . . .
C15 C 0.8698(5) 0.2267(3) 0.1046(4) 0.0629(19) Uani 1 1 d . U . . .
H15A H 0.8654 0.2733 0.1041 0.075 Uiso 1 1 calc R U . . .
C16 C 0.8894(5) 0.1960(4) 0.0431(4) 0.069(2) Uani 1 1 d . U . . .
H16A H 0.8980 0.2212 0.0004 0.083 Uiso 1 1 calc R U . . .
C17 C 0.8965(5) 0.1293(4) 0.0437(5) 0.073(2) Uani 1 1 d . U . . .
H17A H 0.9111 0.1080 0.0020 0.088 Uiso 1 1 calc R U . . .
C18 C 0.8828(6) 0.0937(4) 0.1030(5) 0.105(3) Uani 1 1 d . U . . .
H18A H 0.8867 0.0471 0.1028 0.126 Uiso 1 1 calc R U . . .
C19 C 0.8629(6) 0.1252(4) 0.1645(5) 0.084(2) Uani 1 1 d . U . . .
H19A H 0.8535 0.0997 0.2065 0.101 Uiso 1 1 calc R U . . .
C20 C 0.6602(4) 0.2734(3) 0.4830(3) 0.0357(15) Uani 1 1 d . . . . .
C21 C 0.6168(4) 0.2271(3) 0.5130(4) 0.0403(16) Uani 1 1 d . . . . .
C22 C 0.6108(4) 0.2474(3) 0.5893(4) 0.0492(17) Uani 1 1 d . . . . .
H22A H 0.5816 0.2188 0.6129 0.059 Uiso 1 1 calc R U . . .
C23 C 0.6452(4) 0.3067(3) 0.6325(4) 0.0508(18) Uani 1 1 d . . . . .
H23A H 0.6367 0.3178 0.6826 0.061 Uiso 1 1 calc R U . . .
C24 C 0.6914(4) 0.3497(3) 0.6036(4) 0.0409(16) Uani 1 1 d . . . . .
C25 C 0.6977(4) 0.3311(3) 0.5285(4) 0.0394(15) Uani 1 1 d . . . . .
H25A H 0.7293 0.3593 0.5069 0.047 Uiso 1 1 calc R U . . .
C26 C 0.5792(4) 0.1585(3) 0.4774(4) 0.0462(17) Uani 1 1 d . . . . .
C27 C 0.6331(5) 0.1082(3) 0.5506(4) 0.067(2) Uani 1 1 d . . . . .
H27A H 0.6295 0.1203 0.6048 0.100 Uiso 1 1 calc R U . . .
H27B H 0.6063 0.0645 0.5313 0.100 Uiso 1 1 calc R U . . .
H27C H 0.6979 0.1078 0.5625 0.100 Uiso 1 1 calc R U . . .
C28 C 0.4759(4) 0.1552(3) 0.4548(4) 0.066(2) Uani 1 1 d . . . . .
H28A H 0.4684 0.1688 0.5065 0.099 Uiso 1 1 calc R U . . .
H28B H 0.4403 0.1845 0.4049 0.099 Uiso 1 1 calc R U . . .
H28C H 0.4535 0.1100 0.4386 0.099 Uiso 1 1 calc R U . . .
C29 C 0.5875(4) 0.1371(3) 0.3959(4) 0.0517(17) Uani 1 1 d . . . . .
H29A H 0.5618 0.0929 0.3785 0.078 Uiso 1 1 calc R U . . .
H29B H 0.5535 0.1678 0.3472 0.078 Uiso 1 1 calc R U . . .
H29C H 0.6527 0.1368 0.4091 0.078 Uiso 1 1 calc R U . . .
C30 C 0.7329(5) 0.4151(3) 0.6492(4) 0.0578(18) Uani 1 1 d . U . . .
C31 C 0.7123(7) 0.4295(4) 0.7255(5) 0.111(3) Uani 1 1 d . U . . .
H31A H 0.7351 0.3933 0.7682 0.166 Uiso 1 1 calc R U . . .
H31B H 0.7431 0.4703 0.7545 0.166 Uiso 1 1 calc R U . . .
H31C H 0.6455 0.4341 0.7032 0.166 Uiso 1 1 calc R U . . .
C32 C 0.8374(5) 0.4125(4) 0.6844(5) 0.105(3) Uani 1 1 d . U . . .
H32A H 0.8628 0.3766 0.7271 0.158 Uiso 1 1 calc R U . . .
H32B H 0.8518 0.4052 0.6351 0.158 Uiso 1 1 calc R U . . .
H32C H 0.8645 0.4542 0.7136 0.158 Uiso 1 1 calc R U . . .
C33 C 0.6977(6) 0.4709(4) 0.5842(5) 0.096(3) Uani 1 1 d . U . . .
H33A H 0.7108 0.4621 0.5344 0.144 Uiso 1 1 calc R U . . .
H33B H 0.6310 0.4755 0.5623 0.144 Uiso 1 1 calc R U . . .
H33C H 0.7285 0.5117 0.6136 0.144 Uiso 1 1 calc R U . . .
C34 C 0.9872(4) 0.2226(3) 0.3436(3) 0.0357(15) Uani 1 1 d . . . . .
C35 C 1.0150(4) 0.1591(3) 0.3742(4) 0.0421(16) Uani 1 1 d . . . . .
H35A H 0.9700 0.1291 0.3735 0.051 Uiso 1 1 calc R U . . .
C36 C 1.1049(4) 0.1376(3) 0.4057(4) 0.0436(16) Uani 1 1 d . . . . .
C37 C 1.1676(4) 0.1837(3) 0.4058(4) 0.0505(17) Uani 1 1 d . . . . .
H37A H 1.2302 0.1714 0.4256 0.061 Uiso 1 1 calc R U . . .
C38 C 1.1403(4) 0.2471(3) 0.3775(4) 0.0499(17) Uani 1 1 d . . . . .
H38A H 1.1859 0.2768 0.3790 0.060 Uiso 1 1 calc R U . . .
C39 C 1.0504(4) 0.2707(3) 0.3468(3) 0.0373(15) Uani 1 1 d . . . . .
C40 C 1.1303(4) 0.0675(3) 0.4391(4) 0.0547(18) Uani 1 1 d . . . . .
C41 C 1.1045(5) 0.0552(4) 0.5137(5) 0.086(2) Uani 1 1 d . . . . .
H41A H 1.0388 0.0649 0.4925 0.129 Uiso 1 1 calc R U . . .
H41B H 1.1164 0.0092 0.5323 0.129 Uiso 1 1 calc R U . . .
H41C H 1.1415 0.0837 0.5641 0.129 Uiso 1 1 calc R U . . .
C42 C 1.0748(6) 0.0192(4) 0.3642(5) 0.098(3) Uani 1 1 d . . . . .
H42A H 1.0087 0.0285 0.3408 0.148 Uiso 1 1 calc R U . . .
H42B H 1.0926 0.0241 0.3167 0.148 Uiso 1 1 calc R U . . .
H42C H 1.0875 -0.0258 0.3871 0.148 Uiso 1 1 calc R U . . .
C43 C 1.2317(5) 0.0521(4) 0.4739(6) 0.111(3) Uani 1 1 d . . . . .
H43A H 1.2433 0.0065 0.4943 0.167 Uiso 1 1 calc R U . . .
H43B H 1.2494 0.0585 0.4265 0.167 Uiso 1 1 calc R U . . .
H43C H 1.2682 0.0815 0.5234 0.167 Uiso 1 1 calc R U . . .
C44 C 1.0331(4) 0.3445(3) 0.3233(4) 0.0476(17) Uani 1 1 d . . . . .
C45 C 0.9330(4) 0.3674(3) 0.2853(4) 0.0555(18) Uani 1 1 d . . . . .
H45A H 0.9087 0.3564 0.3268 0.083 Uiso 1 1 calc R U . . .
H45B H 0.9303 0.4151 0.2764 0.083 Uiso 1 1 calc R U . . .
H45C H 0.8959 0.3456 0.2285 0.083 Uiso 1 1 calc R U . . .
C46 C 1.0880(5) 0.3835(3) 0.4091(4) 0.069(2) Uani 1 1 d . . . . .
H46A H 1.0663 0.3719 0.4524 0.103 Uiso 1 1 calc R U . . .
H46B H 1.1538 0.3729 0.4334 0.103 Uiso 1 1 calc R U . . .
H46C H 1.0790 0.4306 0.3963 0.103 Uiso 1 1 calc R U . . .
C47 C 1.0673(5) 0.3627(3) 0.2565(5) 0.076(2) Uani 1 1 d . . . . .
H47A H 1.1316 0.3487 0.2787 0.114 Uiso 1 1 calc R U . . .
H47B H 1.0290 0.3409 0.1999 0.114 Uiso 1 1 calc R U . . .
H47C H 1.0633 0.4104 0.2478 0.114 Uiso 1 1 calc R U . . .
C48 C 0.7330(3) -0.0098(2) 0.1897(4) 0.063(2) Uani 1 1 d G . . . .
C49 C 0.6551(3) -0.0005(2) 0.1089(3) 0.0576(18) Uani 1 1 d G . . . .
H49A H 0.6478 -0.0246 0.0583 0.069 Uiso 1 1 calc R U . . .
C50 C 0.5877(3) 0.0442(2) 0.1024(3) 0.067(2) Uani 1 1 d G . . . .
H50A H 0.5344 0.0505 0.0472 0.080 Uiso 1 1 calc R U . . .
C51 C 0.5983(3) 0.0794(2) 0.1765(4) 0.068(2) Uani 1 1 d G . . . .
H51A H 0.5522 0.1099 0.1720 0.082 Uiso 1 1 calc R U . . .
C52 C 0.6763(4) 0.0701(2) 0.2572(3) 0.084(2) Uani 1 1 d G . . . .
H52A H 0.6835 0.0942 0.3079 0.101 Uiso 1 1 calc R U . . .
C53 C 0.7436(3) 0.0255(3) 0.2638(2) 0.074(2) Uani 1 1 d G . . . .
H53A H 0.7969 0.0191 0.3190 0.088 Uiso 1 1 calc R U . . .
Cl1 Cl 0.81628(16) -0.06297(12) 0.1974(2) 0.1382(11) Uani 1 1 d . . . . .


_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
Zn1 N2 2.072(4) . ?
Zn1 N1 2.273(4) . ?
Zn1 Br2 2.3590(9) . ?
Zn1 Br1 2.3644(9) . ?
Zn1 N3 2.447(4) . ?
N1 C7 1.288(6) . ?
N1 C20 1.450(6) . ?
N2 C12 1.343(6) . ?
N2 C8 1.343(6) . ?
N3 C13 1.276(6) . ?
N3 C34 1.451(7) . ?
C1 C6 1.363(8) . ?
C1 C2 1.390(8) . ?
C1 C7 1.487(7) . ?
C2 C3 1.391(8) . ?
C3 C4 1.373(10) . ?
C4 C5 1.345(10) . ?
C5 C6 1.386(9) . ?
C7 C8 1.489(7) . ?
C8 C9 1.379(7) . ?
C9 C10 1.369(7) . ?
C10 C11 1.368(7) . ?
C11 C12 1.376(7) . ?
C12 C13 1.500(7) . ?
C13 C14 1.484(7) . ?
C14 C15 1.361(8) . ?
C14 C19 1.368(8) . ?
C15 C16 1.375(8) . ?
C16 C17 1.364(9) . ?
C17 C18 1.340(10) . ?
C18 C19 1.385(9) . ?
C20 C25 1.386(7) . ?
C20 C21 1.407(8) . ?
C21 C22 1.405(8) . ?
C21 C26 1.534(8) . ?
C22 C23 1.389(8) . ?
C23 C24 1.384(8) . ?
C24 C25 1.380(7) . ?
C24 C30 1.533(8) . ?
C26 C29 1.516(7) . ?
C26 C27 1.538(8) . ?
C26 C28 1.549(8) . ?
C30 C33 1.503(9) . ?
C30 C31 1.509(9) . ?
C30 C32 1.524(9) . ?
C34 C35 1.390(8) . ?
C34 C39 1.406(8) . ?
C35 C36 1.381(8) . ?
C36 C37 1.388(8) . ?
C36 C40 1.523(8) . ?
C37 C38 1.377(8) . ?
C38 C39 1.396(8) . ?
C39 C44 1.547(8) . ?
C40 C43 1.511(9) . ?
C40 C41 1.528(8) . ?
C40 C42 1.533(9) . ?
C44 C47 1.522(8) . ?
C44 C45 1.527(8) . ?
C44 C46 1.537(8) . ?
C48 C49 1.3900 . ?
C48 C53 1.3900 . ?
C48 Cl1 1.693(4) . ?
C49 C50 1.3900 . ?
C50 C51 1.3900 . ?
C51 C52 1.3900 . ?
C52 C53 1.3900 . ?

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
N2 Zn1 N1 74.72(16) . . ?
N2 Zn1 Br2 125.53(12) . . ?
N1 Zn1 Br2 99.64(11) . . ?
N2 Zn1 Br1 120.58(12) . . ?
N1 Zn1 Br1 102.92(11) . . ?
Br2 Zn1 Br1 113.54(3) . . ?
N2 Zn1 N3 71.54(16) . . ?
N1 Zn1 N3 146.10(16) . . ?
Br2 Zn1 N3 97.19(11) . . ?
Br1 Zn1 N3 96.91(10) . . ?
C7 N1 C20 120.1(4) . . ?
C7 N1 Zn1 113.5(3) . . ?
C20 N1 Zn1 124.9(3) . . ?
C12 N2 C8 119.3(4) . . ?
C12 N2 Zn1 122.2(3) . . ?
C8 N2 Zn1 118.4(3) . . ?
C13 N3 C34 118.6(4) . . ?
C13 N3 Zn1 110.5(4) . . ?
C34 N3 Zn1 127.2(3) . . ?
C6 C1 C2 118.6(6) . . ?
C6 C1 C7 120.8(6) . . ?
C2 C1 C7 120.5(5) . . ?
C1 C2 C3 120.3(6) . . ?
C4 C3 C2 118.8(7) . . ?
C5 C4 C3 121.6(7) . . ?
C4 C5 C6 119.3(8) . . ?
C1 C6 C5 121.3(7) . . ?
N1 C7 C1 125.3(5) . . ?
N1 C7 C8 115.9(5) . . ?
C1 C7 C8 118.8(5) . . ?
N2 C8 C9 120.6(5) . . ?
N2 C8 C7 116.0(5) . . ?
C9 C8 C7 123.4(5) . . ?
C10 C9 C8 119.6(5) . . ?
C11 C10 C9 119.8(5) . . ?
C10 C11 C12 118.4(5) . . ?
N2 C12 C11 122.1(5) . . ?
N2 C12 C13 116.0(5) . . ?
C11 C12 C13 121.8(5) . . ?
N3 C13 C14 126.2(5) . . ?
N3 C13 C12 115.4(5) . . ?
C14 C13 C12 118.4(5) . . ?
C15 C14 C19 117.3(6) . . ?
C15 C14 C13 123.8(5) . . ?
C19 C14 C13 118.9(5) . . ?
C14 C15 C16 121.6(7) . . ?
C17 C16 C15 119.7(7) . . ?
C18 C17 C16 120.2(7) . . ?
C17 C18 C19 119.5(8) . . ?
C14 C19 C18 121.7(7) . . ?
C25 C20 C21 122.2(5) . . ?
C25 C20 N1 113.9(5) . . ?
C21 C20 N1 123.9(5) . . ?
C22 C21 C20 113.4(6) . . ?
C22 C21 C26 116.6(5) . . ?
C20 C21 C26 130.0(5) . . ?
C23 C22 C21 124.1(6) . . ?
C24 C23 C22 121.1(6) . . ?
C25 C24 C23 115.9(6) . . ?
C25 C24 C30 120.2(6) . . ?
C23 C24 C30 123.9(5) . . ?
C24 C25 C20 123.2(5) . . ?
C29 C26 C21 115.8(5) . . ?
C29 C26 C27 106.8(5) . . ?
C21 C26 C27 108.2(5) . . ?
C29 C26 C28 107.7(5) . . ?
C21 C26 C28 109.3(5) . . ?
C27 C26 C28 108.9(5) . . ?
C33 C30 C31 108.9(6) . . ?
C33 C30 C32 107.2(6) . . ?
C31 C30 C32 108.6(6) . . ?
C33 C30 C24 110.8(5) . . ?
C31 C30 C24 112.4(6) . . ?
C32 C30 C24 108.9(5) . . ?
C35 C34 C39 121.8(5) . . ?
C35 C34 N3 115.3(5) . . ?
C39 C34 N3 122.8(5) . . ?
C36 C35 C34 123.1(6) . . ?
C35 C36 C37 115.9(6) . . ?
C35 C36 C40 120.0(6) . . ?
C37 C36 C40 124.1(6) . . ?
C38 C37 C36 120.9(6) . . ?
C37 C38 C39 124.7(6) . . ?
C38 C39 C34 113.6(5) . . ?
C38 C39 C44 117.9(5) . . ?
C34 C39 C44 128.5(5) . . ?
C43 C40 C36 113.7(6) . . ?
C43 C40 C41 108.1(6) . . ?
C36 C40 C41 109.4(5) . . ?
C43 C40 C42 108.4(6) . . ?
C36 C40 C42 109.6(5) . . ?
C41 C40 C42 107.5(6) . . ?
C47 C44 C45 107.2(5) . . ?
C47 C44 C46 109.1(5) . . ?
C45 C44 C46 106.7(5) . . ?
C47 C44 C39 110.1(5) . . ?
C45 C44 C39 116.1(5) . . ?
C46 C44 C39 107.5(5) . . ?
C49 C48 C53 120.0 . . ?
C49 C48 Cl1 120.1(4) . . ?
C53 C48 Cl1 119.9(4) . . ?
C48 C49 C50 120.0 . . ?
C51 C50 C49 120.0 . . ?
C50 C51 C52 120.0 . . ?
C51 C52 C53 120.0 . . ?
C52 C53 C48 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.2(9) . . . . ?
C7 C1 C2 C3 178.5(5) . . . . ?
C1 C2 C3 C4 0.7(10) . . . . ?
C2 C3 C4 C5 -2.7(12) . . . . ?
C3 C4 C5 C6 2.7(13) . . . . ?
C2 C1 C6 C5 -1.3(9) . . . . ?
C7 C1 C6 C5 -178.5(6) . . . . ?
C4 C5 C6 C1 -0.6(11) . . . . ?
C20 N1 C7 C1 -1.4(8) . . . . ?
Zn1 N1 C7 C1 -168.1(4) . . . . ?
C20 N1 C7 C8 178.0(5) . . . . ?
Zn1 N1 C7 C8 11.2(6) . . . . ?
C6 C1 C7 N1 -118.8(6) . . . . ?
C2 C1 C7 N1 64.1(8) . . . . ?
C6 C1 C7 C8 61.9(7) . . . . ?
C2 C1 C7 C8 -115.2(6) . . . . ?
C12 N2 C8 C9 -4.1(7) . . . . ?
Zn1 N2 C8 C9 172.6(4) . . . . ?
C12 N2 C8 C7 176.7(4) . . . . ?
Zn1 N2 C8 C7 -6.7(6) . . . . ?
N1 C7 C8 N2 -3.9(7) . . . . ?
C1 C7 C8 N2 175.5(5) . . . . ?
N1 C7 C8 C9 176.9(5) . . . . ?
C1 C7 C8 C9 -3.7(8) . . . . ?
N2 C8 C9 C10 4.7(8) . . . . ?
C7 C8 C9 C10 -176.1(5) . . . . ?
C8 C9 C10 C11 -1.3(8) . . . . ?
C9 C10 C11 C12 -2.6(8) . . . . ?
C8 N2 C12 C11 0.0(7) . . . . ?
Zn1 N2 C12 C11 -176.5(4) . . . . ?
C8 N2 C12 C13 175.8(4) . . . . ?
Zn1 N2 C12 C13 -0.7(6) . . . . ?
C10 C11 C12 N2 3.3(8) . . . . ?
C10 C11 C12 C13 -172.2(5) . . . . ?
C34 N3 C13 C14 1.4(8) . . . . ?
Zn1 N3 C13 C14 -158.4(4) . . . . ?
C34 N3 C13 C12 -177.5(5) . . . . ?
Zn1 N3 C13 C12 22.7(5) . . . . ?
N2 C12 C13 N3 -16.9(7) . . . . ?
C11 C12 C13 N3 158.8(5) . . . . ?
N2 C12 C13 C14 164.1(5) . . . . ?
C11 C12 C13 C14 -20.1(8) . . . . ?
N3 C13 C14 C15 -97.3(7) . . . . ?
C12 C13 C14 C15 81.5(7) . . . . ?
N3 C13 C14 C19 84.3(8) . . . . ?
C12 C13 C14 C19 -96.8(7) . . . . ?
C19 C14 C15 C16 -0.3(10) . . . . ?
C13 C14 C15 C16 -178.7(6) . . . . ?
C14 C15 C16 C17 -0.5(11) . . . . ?
C15 C16 C17 C18 1.1(12) . . . . ?
C16 C17 C18 C19 -1.0(13) . . . . ?
C15 C14 C19 C18 0.4(11) . . . . ?
C13 C14 C19 C18 178.9(7) . . . . ?
C17 C18 C19 C14 0.3(13) . . . . ?
C7 N1 C20 C25 -95.7(6) . . . . ?
Zn1 N1 C20 C25 69.4(6) . . . . ?
C7 N1 C20 C21 85.6(7) . . . . ?
Zn1 N1 C20 C21 -109.3(5) . . . . ?
C25 C20 C21 C22 3.6(8) . . . . ?
N1 C20 C21 C22 -177.8(5) . . . . ?
C25 C20 C21 C26 -173.9(5) . . . . ?
N1 C20 C21 C26 4.7(9) . . . . ?
C20 C21 C22 C23 -0.8(8) . . . . ?
C26 C21 C22 C23 177.0(5) . . . . ?
C21 C22 C23 C24 -2.2(9) . . . . ?
C22 C23 C24 C25 2.4(8) . . . . ?
C22 C23 C24 C30 -178.5(5) . . . . ?
C23 C24 C25 C20 0.4(8) . . . . ?
C30 C24 C25 C20 -178.7(5) . . . . ?
C21 C20 C25 C24 -3.6(8) . . . . ?
N1 C20 C25 C24 177.7(5) . . . . ?
C22 C21 C26 C29 -179.1(5) . . . . ?
C20 C21 C26 C29 -1.8(9) . . . . ?
C22 C21 C26 C27 -59.3(7) . . . . ?
C20 C21 C26 C27 118.1(6) . . . . ?
C22 C21 C26 C28 59.1(7) . . . . ?
C20 C21 C26 C28 -123.5(6) . . . . ?
C25 C24 C30 C33 53.2(8) . . . . ?
C23 C24 C30 C33 -125.9(7) . . . . ?
C25 C24 C30 C31 175.3(6) . . . . ?
C23 C24 C30 C31 -3.8(9) . . . . ?
C25 C24 C30 C32 -64.4(7) . . . . ?
C23 C24 C30 C32 116.5(7) . . . . ?
C13 N3 C34 C35 -85.9(6) . . . . ?
Zn1 N3 C34 C35 70.1(6) . . . . ?
C13 N3 C34 C39 97.2(6) . . . . ?
Zn1 N3 C34 C39 -106.8(5) . . . . ?
C39 C34 C35 C36 -3.2(8) . . . . ?
N3 C34 C35 C36 179.9(5) . . . . ?
C34 C35 C36 C37 0.4(8) . . . . ?
C34 C35 C36 C40 179.3(5) . . . . ?
C35 C36 C37 C38 1.2(9) . . . . ?
C40 C36 C37 C38 -177.6(5) . . . . ?
C36 C37 C38 C39 -0.1(10) . . . . ?
C37 C38 C39 C34 -2.4(8) . . . . ?
C37 C38 C39 C44 176.1(5) . . . . ?
C35 C34 C39 C38 3.9(7) . . . . ?
N3 C34 C39 C38 -179.4(5) . . . . ?
C35 C34 C39 C44 -174.3(5) . . . . ?
N3 C34 C39 C44 2.3(8) . . . . ?
C35 C36 C40 C43 -178.2(6) . . . . ?
C37 C36 C40 C43 0.5(9) . . . . ?
C35 C36 C40 C41 -57.3(7) . . . . ?
C37 C36 C40 C41 121.4(7) . . . . ?
C35 C36 C40 C42 60.4(7) . . . . ?
C37 C36 C40 C42 -120.9(7) . . . . ?
C38 C39 C44 C47 54.8(7) . . . . ?
C34 C39 C44 C47 -127.0(6) . . . . ?
C38 C39 C44 C45 176.9(5) . . . . ?
C34 C39 C44 C45 -4.9(8) . . . . ?
C38 C39 C44 C46 -63.9(6) . . . . ?
C34 C39 C44 C46 114.3(6) . . . . ?
C53 C48 C49 C50 0.0 . . . . ?
Cl1 C48 C49 C50 -178.8(4) . . . . ?
C48 C49 C50 C51 0.0 . . . . ?
C49 C50 C51 C52 0.0 . . . . ?
C50 C51 C52 C53 0.0 . . . . ?
C51 C52 C53 C48 0.0 . . . . ?
C49 C48 C53 C52 0.0 . . . . ?
Cl1 C48 C53 C52 178.8(4) . . . . ?

_refine_diff_density_max         0.570
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.064


# start Validation Reply Form
_vrf_THETM01_dr002               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Reported structural model represent the best solution for the several
data sets collected in multiple attempts. Unfortunately, all the crystals of
this compound were formed in the shape of very thin needles yielding weak
diffraction data at high angles.  
;
# end Validation Reply Form

