# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               'Dalton Trans.'

_journal_coden_Cambridge         0222
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Davit Zargarian'
_publ_contact_author_email       ZARGARIAN.DAVIT@UMONTREAL.CA

_publ_section_title              
;
(II) Complexes Featuring Non-metallated Pincer-type
Ligands
;

_publ_contact_letter             
;

Please consider this CIF submission for publication in Acta Crystallographica
Section C. All authors have seen and approved of this submission.

The CIF has passed the Chester CHECKCIF routines and gives a satisfactory
PRINTCIF file.

When I hear back from you by e-mail with your reference number I will fax and
air-mail a formal Letter of Submission and a signed Copyright Transfer Form.

I will then ftp the Artwork and Structure Factor Listing to you (as Postscript
and ASCII files respectively).

;

#==============================================================================
# 2. PROCESSING SUMMARY (IUCr Office Use Only)
#==============================================================================

_journal_date_recd_electronic    ?

_journal_date_to_coeditor        ?
_journal_date_from_coeditor      ?
_journal_date_accepted           ?

_journal_date_printers_first     ?
_journal_date_printers_final     ?
_journal_date_proofs_out         ?
_journal_date_proofs_in          ?

_journal_coeditor_name           ?
_journal_coeditor_code           ?
_journal_coeditor_notes          
; ?
;

_journal_techeditor_code         ?
_journal_techeditor_notes        
; ?
;

_journal_coden_ASTM              ?
_journal_issue                   ?
_journal_page_last               ?

_journal_suppl_publ_number       ?
_journal_suppl_publ_pages        ?

_publ_section_abstract           
;
Here should be written a short abstract
;

_publ_section_comment            
;
Here should be written the text of the article
;

_publ_section_exptl_prep         
;
Small details about the preparation of the compound.
;

_publ_section_exptl_refinement   
;

All non-H atoms were refined by full-matrix least-squares
with anisotropic displacement parameters. The H atoms were
generated geometrically (C-H 0.93 to 0.98, N-H 0.86 and O-H 0.82\%A)
and were included in the refinement in the riding model approximation;
their temperature factors were set to 1.5 times those of the
equivalent isotropic temperature factors of the parent site (methyl)
and 1.2 times for others.
A final verification of possible voids was performed using the VOID routine
of the PLATON program (Spek, 2000).

;

_publ_section_references         
;

Bruker (1997). SHELXTL (1997). Release 5.10; The Complete Software Package
for Single Crystal Structure Determination. Bruker AXS Inc.,
Madison, USA.

Bruker (1999a). SAINT Release 6.06. Integration Software for Single Crystal
Data. Bruker AXS Inc., Madison, USA.

Bruker (1999b). SMART Release 5.059; Bruker Molecular Analysis Research Tool,
Bruker AXS Inc., Madison, USA.

Flack, H. D. (1983). Acta Cryst. A39, 876-881.

Flack, H. D. and Schwarzenbach, D. (1988). Acta Cryst. A44, 499-506.

Sheldrick, G. M. (1986). SHELXS86. Program for Crystal Structure
solution. University of G\"ottingen, Germany.

Sheldrick, G. M. (1996). SADABS, Bruker Area Detector Absorption Corrections.
Bruker AXS Inc., Madison, USA.

Sheldrick, G. M. (1997a). SHELXS97. Program for Crystal Structure
solution. University of G\"ottingen, Germany.

Sheldrick, G. M. (1997b). SHELXL97. Program for crystal structure
refinement. University of G\"ottingen, Germany.

Spek, A. L. (2000). PLATON, 2000 version; Molecular Geometry Program,
University of Utrecht, Utrecht, Holland.

;

_publ_section_figure_captions    
;
Fig 1 Ortep view of the title compound.
Thermal ellipsoids are shown at 30% probability levels.
;

_publ_section_table_legends      
;
Table 1. Selected geometric parameters (\%A, \%) for the title compound.
;

_publ_section_acknowledgements   
;
We are grateful to the Natural Sciences and Engineering Research
Council of Canada and the Minist\`ere de l'Education du Qu\'ebec
for financial support.
;
loop_
_publ_author_name
'Davit Zargarian'
'Annie Castonguay'
'Valerica Pandarus'

# Attachment 'valer3_2b_.cif'
data_valer3
_database_code_depnum_ccdc_archive 'CCDC 660025'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H35 Cl5 Ni O2 P2'
_chemical_formula_sum            'C16 H35 Cl5 Ni O2 P2'
_chemical_formula_weight         557.34
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_hall  '-P 1'

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

_cell_length_a                   9.1194(1)
_cell_length_b                   9.1531(1)
_cell_length_c                   15.4973(2)
_cell_angle_alpha                84.015(1)
_cell_angle_beta                 89.825(1)
_cell_angle_gamma                78.503(1)
_cell_volume                     1260.50(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6420
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      72.77

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_absorpt_coefficient_mu    7.265
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.2400
_exptl_absorpt_correction_T_max  0.6400
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 2K
Charged-Coupled Device (CCD) Area Detector using the program SMART and
normal focus sealed tube source graphite monochromated Cu-K\a radiation.
The crystal-to-detector distance was 4.908 cm, and the data collection
was carried out in 512 x 512 pixel mode, utilizing 4 x 4 pixel binning.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 9.0 degree
scan in 30 frames over four different parts of the reciprocal space
(120 frames total). One complete sphere of data was collected, to
better than 0.8\%A resolution. Upon completion of the data collection,
the first 101 frames were recollected in order to improve the decay
correction analysis.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart 2000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_standards_number         117
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        -0.03
_diffrn_reflns_number            15186
_diffrn_reflns_av_R_equivalents  0.046
_diffrn_reflns_av_sigmaI/netI    0.0555
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         72.93
_reflns_number_total             4796
_reflns_number_gt                4372
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1223P)^2^+0.7689P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4796
_refine_ls_number_parameters     243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1782
_refine_ls_wR_factor_gt          0.1570
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_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
Ni1 Ni 0.94464(5) 0.82705(5) 0.26310(3) 0.01231(19) Uani 1 1 d . . .
Cl3 Cl 0.47770(10) 0.40432(10) 0.30499(6) 0.0338(3) Uani 1 1 d . . .
Cl4 Cl 0.20130(9) 0.37179(10) 0.22644(7) 0.0360(3) Uani 1 1 d . . .
Cl5 Cl 0.41382(11) 0.50771(11) 0.12452(6) 0.0390(3) Uani 1 1 d . . .
Cl1 Cl 1.11971(7) 0.73383(8) 0.36491(4) 0.0185(2) Uani 1 1 d . . .
Cl2 Cl 1.12084(7) 0.82495(8) 0.16432(5) 0.0185(2) Uani 1 1 d . . .
P1 P 0.79302(7) 0.81506(8) 0.37239(4) 0.0128(2) Uani 1 1 d . . .
P2 P 0.80381(7) 0.92023(8) 0.14888(4) 0.0121(2) Uani 1 1 d . . .
O1 O 0.6146(2) 0.8784(2) 0.36551(13) 0.0169(4) Uani 1 1 d . . .
O2 O 0.6234(2) 0.9518(2) 0.15103(13) 0.0167(4) Uani 1 1 d . . .
C16 C 0.3352(4) 0.4860(4) 0.2274(2) 0.0214(6) Uani 1 1 d . . .
H16 H 0.2855 0.5868 0.2435 0.026 Uiso 1 1 calc R . .
C1 C 0.5122(3) 0.8322(4) 0.3079(2) 0.0192(6) Uani 1 1 d . . .
H1A H 0.4413 0.7812 0.3418 0.023 Uiso 1 1 calc R . .
H1B H 0.5681 0.7617 0.2694 0.023 Uiso 1 1 calc R . .
C2 C 0.4285(3) 0.9709(4) 0.2549(2) 0.0202(6) Uani 1 1 d . . .
H2A H 0.3681 1.0378 0.2937 0.024 Uiso 1 1 calc R . .
H2B H 0.3593 0.9424 0.2135 0.024 Uiso 1 1 calc R . .
C3 C 0.5358(3) 1.0537(4) 0.20539(19) 0.0173(6) Uani 1 1 d . . .
H3A H 0.4796 1.1428 0.1694 0.021 Uiso 1 1 calc R . .
H3B H 0.6020 1.0875 0.2463 0.021 Uiso 1 1 calc R . .
C4 C 0.8144(3) 0.6201(3) 0.4254(2) 0.0197(6) Uani 1 1 d . . .
H4 H 0.8975 0.6052 0.4694 0.024 Uiso 1 1 calc R . .
C5 C 0.8327(3) 0.9361(3) 0.45351(19) 0.0177(6) Uani 1 1 d . . .
H5 H 0.9434 0.9127 0.4642 0.021 Uiso 1 1 calc R . .
C6 C 0.8264(3) 0.7878(4) 0.06542(19) 0.0188(6) Uani 1 1 d . . .
H6 H 0.9328 0.7736 0.0465 0.023 Uiso 1 1 calc R . .
C7 C 0.8525(3) 1.0981(3) 0.1001(2) 0.0174(6) Uani 1 1 d . . .
H7 H 0.9365 1.0704 0.0595 0.021 Uiso 1 1 calc R . .
C8 C 0.8607(4) 0.5035(4) 0.3615(3) 0.0299(8) Uani 1 1 d . . .
H8A H 0.8795 0.4028 0.3930 0.045 Uiso 1 1 calc R . .
H8B H 0.9521 0.5208 0.3323 0.045 Uiso 1 1 calc R . .
H8C H 0.7804 0.5121 0.3183 0.045 Uiso 1 1 calc R . .
C9 C 0.6746(4) 0.5918(4) 0.4745(2) 0.0258(7) Uani 1 1 d . . .
H9A H 0.6996 0.4973 0.5123 0.039 Uiso 1 1 calc R . .
H9B H 0.5960 0.5858 0.4328 0.039 Uiso 1 1 calc R . .
H9C H 0.6390 0.6743 0.5097 0.039 Uiso 1 1 calc R . .
C10 C 0.7596(4) 0.9108(4) 0.5413(2) 0.0293(8) Uani 1 1 d . . .
H10A H 0.7802 0.9841 0.5791 0.044 Uiso 1 1 calc R . .
H10B H 0.8005 0.8092 0.5683 0.044 Uiso 1 1 calc R . .
H10C H 0.6512 0.9230 0.5328 0.044 Uiso 1 1 calc R . .
C11 C 0.7910(5) 1.0995(4) 0.4163(2) 0.0306(8) Uani 1 1 d . . .
H11A H 0.6826 1.1271 0.4056 0.046 Uiso 1 1 calc R . .
H11B H 0.8432 1.1139 0.3617 0.046 Uiso 1 1 calc R . .
H11C H 0.8202 1.1629 0.4578 0.046 Uiso 1 1 calc R . .
C12 C 0.8016(5) 0.6361(4) 0.1061(2) 0.0359(9) Uani 1 1 d . . .
H12A H 0.7019 0.6480 0.1315 0.054 Uiso 1 1 calc R . .
H12B H 0.8776 0.5959 0.1517 0.054 Uiso 1 1 calc R . .
H12C H 0.8093 0.5667 0.0615 0.054 Uiso 1 1 calc R . .
C13 C 0.7276(4) 0.8436(4) -0.0154(2) 0.0292(8) Uani 1 1 d . . .
H13A H 0.7360 0.7633 -0.0534 0.044 Uiso 1 1 calc R . .
H13B H 0.7603 0.9301 -0.0465 0.044 Uiso 1 1 calc R . .
H13C H 0.6233 0.8733 0.0017 0.044 Uiso 1 1 calc R . .
C14 C 0.9097(4) 1.1848(4) 0.1680(2) 0.0276(7) Uani 1 1 d . . .
H14A H 0.9400 1.2741 0.1389 0.041 Uiso 1 1 calc R . .
H14B H 0.9958 1.1206 0.1996 0.041 Uiso 1 1 calc R . .
H14C H 0.8299 1.2151 0.2088 0.041 Uiso 1 1 calc R . .
C15 C 0.7243(4) 1.2010(4) 0.0464(2) 0.0236(7) Uani 1 1 d . . .
H15A H 0.6474 1.2460 0.0853 0.035 Uiso 1 1 calc R . .
H15B H 0.6806 1.1424 0.0076 0.035 Uiso 1 1 calc R . .
H15C H 0.7631 1.2804 0.0118 0.035 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni1 0.0055(3) 0.0184(3) 0.0121(3) -0.0043(2) -0.0028(2) 0.0013(2)
Cl3 0.0316(5) 0.0360(5) 0.0289(5) -0.0106(4) -0.0174(4) 0.0090(4)
Cl4 0.0189(4) 0.0383(5) 0.0539(6) -0.0224(4) 0.0038(4) -0.0042(3)
Cl5 0.0371(5) 0.0421(5) 0.0273(5) 0.0048(4) 0.0105(4) 0.0131(4)
Cl1 0.0087(3) 0.0276(4) 0.0171(4) -0.0056(3) -0.0059(2) 0.0031(3)
Cl2 0.0079(3) 0.0274(4) 0.0175(4) -0.0012(3) 0.0005(2) 0.0021(3)
P1 0.0082(4) 0.0179(4) 0.0112(4) -0.0030(3) -0.0030(3) 0.0007(3)
P2 0.0065(4) 0.0175(4) 0.0111(4) -0.0043(3) -0.0024(2) 0.0017(3)
O1 0.0081(10) 0.0268(11) 0.0149(10) -0.0052(9) -0.0027(7) 0.0000(8)
O2 0.0078(10) 0.0270(11) 0.0149(10) -0.0095(9) -0.0026(7) 0.0015(8)
C16 0.0170(15) 0.0251(15) 0.0198(15) -0.0071(13) -0.0041(11) 0.0038(12)
C1 0.0110(13) 0.0303(16) 0.0179(14) -0.0033(13) -0.0020(11) -0.0073(11)
C2 0.0076(13) 0.0355(17) 0.0158(14) -0.0055(13) -0.0024(10) 0.0009(12)
C3 0.0098(13) 0.0253(15) 0.0134(13) -0.0052(12) -0.0019(10) 0.0063(11)
C4 0.0179(15) 0.0180(14) 0.0209(15) 0.0013(13) -0.0042(11) 0.0000(11)
C5 0.0134(14) 0.0247(15) 0.0150(14) -0.0075(12) -0.0051(10) -0.0008(11)
C6 0.0168(14) 0.0244(15) 0.0142(13) -0.0103(12) -0.0026(11) 0.0023(11)
C7 0.0123(14) 0.0203(14) 0.0183(14) -0.0026(12) -0.0014(10) 0.0006(11)
C8 0.0255(18) 0.0219(16) 0.043(2) -0.0101(16) 0.0062(15) -0.0039(13)
C9 0.0224(17) 0.0320(17) 0.0225(16) 0.0002(14) -0.0007(13) -0.0059(13)
C10 0.0338(19) 0.041(2) 0.0152(15) -0.0101(15) 0.0020(13) -0.0089(15)
C11 0.048(2) 0.0220(16) 0.0217(17) -0.0056(14) -0.0130(15) -0.0035(15)
C12 0.058(3) 0.0243(17) 0.0274(19) -0.0095(16) -0.0023(17) -0.0108(17)
C13 0.0267(18) 0.042(2) 0.0185(16) -0.0157(15) -0.0075(13) 0.0011(14)
C14 0.0298(18) 0.0240(16) 0.0307(18) -0.0075(15) -0.0052(14) -0.0073(13)
C15 0.0229(16) 0.0217(15) 0.0204(16) 0.0022(13) -0.0007(12) 0.0070(12)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 P2 . . 2.1846(8) Y
Ni1 P1 . . 2.1909(8) Y
Ni1 Cl2 . . 2.2146(8) Y
Ni1 Cl1 . . 2.2267(8) Y
Cl3 C16 . . 1.769(3) Y
Cl4 C16 . . 1.760(4) Y
Cl5 C16 . . 1.755(3) Y
P1 O1 . . 1.615(2) Y
P1 C5 . . 1.841(3) Y
P1 C4 . . 1.858(3) Y
P2 O2 . . 1.614(2) Y
P2 C6 . . 1.847(3) Y
P2 C7 . . 1.857(3) Y
O1 C1 . . 1.445(3) Y
O2 C3 . . 1.442(3) Y
C16 H16 . . 1 ?
C1 C2 . . 1.507(4) Y
C1 H1a . . 0.99 ?
C1 H1b . . 0.99 ?
C2 C3 . . 1.513(4) Y
C2 H2a . . 0.99 ?
C2 H2b . . 0.99 ?
C3 H3a . . 0.99 ?
C3 H3b . . 0.99 ?
C4 C8 . . 1.529(5) Y
C4 C9 . . 1.535(4) Y
C4 H4 . . 1 ?
C5 C11 . . 1.519(5) Y
C5 C10 . . 1.530(4) Y
C5 H5 . . 1 ?
C6 C12 . . 1.523(5) Y
C6 C13 . . 1.527(4) Y
C6 H6 . . 1 ?
C7 C15 . . 1.533(4) Y
C7 C14 . . 1.534(4) Y
C7 H7 . . 1 ?
C8 H8a . . 0.98 ?
C8 H8b . . 0.98 ?
C8 H8c . . 0.98 ?
C9 H9a . . 0.98 ?
C9 H9b . . 0.98 ?
C9 H9c . . 0.98 ?
C10 H10a . . 0.98 ?
C10 H10b . . 0.98 ?
C10 H10c . . 0.98 ?
C11 H11a . . 0.98 ?
C11 H11b . . 0.98 ?
C11 H11c . . 0.98 ?
C12 H12a . . 0.98 ?
C12 H12b . . 0.98 ?
C12 H12c . . 0.98 ?
C13 H13a . . 0.98 ?
C13 H13b . . 0.98 ?
C13 H13c . . 0.98 ?
C14 H14a . . 0.98 ?
C14 H14b . . 0.98 ?
C14 H14c . . 0.98 ?
C15 H15a . . 0.98 ?
C15 H15b . . 0.98 ?
C15 H15c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
P2 NI1 P1 . . . 106.40(3) Y
P2 NI1 CL2 . . . 80.81(3) Y
P1 NI1 CL2 . . . 172.77(3) Y
P2 NI1 CL1 . . . 170.54(4) Y
P1 NI1 CL1 . . . 83.03(3) Y
CL2 NI1 CL1 . . . 89.76(3) Y
O1 P1 C5 . . . 96.57(12) Y
O1 P1 C4 . . . 104.91(13) Y
C5 P1 C4 . . . 108.66(14) Y
O1 P1 NI1 . . . 123.98(8) Y
C5 P1 NI1 . . . 109.89(10) Y
C4 P1 NI1 . . . 111.31(10) Y
O2 P2 C6 . . . 96.94(12) Y
O2 P2 C7 . . . 105.61(13) Y
C6 P2 C7 . . . 108.20(14) Y
O2 P2 NI1 . . . 122.71(8) Y
C6 P2 NI1 . . . 111.04(10) Y
C7 P2 NI1 . . . 110.92(10) Y
C1 O1 P1 . . . 125.48(19) Y
C3 O2 P2 . . . 123.48(18) Y
CL5 C16 CL4 . . . 110.41(17) Y
CL5 C16 CL3 . . . 109.66(18) Y
CL4 C16 CL3 . . . 109.63(19) Y
CL5 C16 H16 . . . 109 ?
CL4 C16 H16 . . . 109 ?
CL3 C16 H16 . . . 109 ?
O1 C1 C2 . . . 107.7(2) Y
O1 C1 H1A . . . 110.2 ?
C2 C1 H1A . . . 110.2 ?
O1 C1 H1B . . . 110.2 ?
C2 C1 H1B . . . 110.2 ?
H1A C1 H1B . . . 108.5 ?
C1 C2 C3 . . . 110.8(2) Y
C1 C2 H2A . . . 109.5 ?
C3 C2 H2A . . . 109.5 ?
C1 C2 H2B . . . 109.5 ?
C3 C2 H2B . . . 109.5 ?
H2A C2 H2B . . . 108.1 ?
O2 C3 C2 . . . 107.7(3) Y
O2 C3 H3A . . . 110.2 ?
C2 C3 H3A . . . 110.2 ?
O2 C3 H3B . . . 110.2 ?
C2 C3 H3B . . . 110.2 ?
H3A C3 H3B . . . 108.5 ?
C8 C4 C9 . . . 110.4(3) Y
C8 C4 P1 . . . 112.2(2) Y
C9 C4 P1 . . . 113.0(2) Y
C8 C4 H4 . . . 106.9 ?
C9 C4 H4 . . . 106.9 ?
P1 C4 H4 . . . 106.9 ?
C11 C5 C10 . . . 111.0(3) Y
C11 C5 P1 . . . 109.8(2) Y
C10 C5 P1 . . . 114.7(2) Y
C11 C5 H5 . . . 107 ?
C10 C5 H5 . . . 107 ?
P1 C5 H5 . . . 107 ?
C12 C6 C13 . . . 111.6(3) Y
C12 C6 P2 . . . 109.2(2) Y
C13 C6 P2 . . . 114.0(2) Y
C12 C6 H6 . . . 107.2 ?
C13 C6 H6 . . . 107.2 ?
P2 C6 H6 . . . 107.2 ?
C15 C7 C14 . . . 109.8(3) Y
C15 C7 P2 . . . 113.5(2) Y
C14 C7 P2 . . . 112.4(2) Y
C15 C7 H7 . . . 106.9 ?
C14 C7 H7 . . . 106.9 ?
P2 C7 H7 . . . 106.9 ?
C4 C8 H8A . . . 109.5 ?
C4 C8 H8B . . . 109.5 ?
H8A C8 H8B . . . 109.5 ?
C4 C8 H8C . . . 109.5 ?
H8A C8 H8C . . . 109.5 ?
H8B C8 H8C . . . 109.5 ?
C4 C9 H9A . . . 109.5 ?
C4 C9 H9B . . . 109.5 ?
H9A C9 H9B . . . 109.5 ?
C4 C9 H9C . . . 109.5 ?
H9A C9 H9C . . . 109.5 ?
H9B C9 H9C . . . 109.5 ?
C5 C10 H10A . . . 109.5 ?
C5 C10 H10B . . . 109.5 ?
H10A C10 H10B . . . 109.5 ?
C5 C10 H10C . . . 109.5 ?
H10A C10 H10C . . . 109.5 ?
H10B C10 H10C . . . 109.5 ?
C5 C11 H11A . . . 109.5 ?
C5 C11 H11B . . . 109.5 ?
H11A C11 H11B . . . 109.5 ?
C5 C11 H11C . . . 109.5 ?
H11A C11 H11C . . . 109.5 ?
H11B C11 H11C . . . 109.5 ?
C6 C12 H12A . . . 109.5 ?
C6 C12 H12B . . . 109.5 ?
H12A C12 H12B . . . 109.5 ?
C6 C12 H12C . . . 109.5 ?
H12A C12 H12C . . . 109.5 ?
H12B C12 H12C . . . 109.5 ?
C6 C13 H13A . . . 109.5 ?
C6 C13 H13B . . . 109.5 ?
H13A C13 H13B . . . 109.5 ?
C6 C13 H13C . . . 109.5 ?
H13A C13 H13C . . . 109.5 ?
H13B C13 H13C . . . 109.5 ?
C7 C14 H14A . . . 109.5 ?
C7 C14 H14B . . . 109.5 ?
H14A C14 H14B . . . 109.5 ?
C7 C14 H14C . . . 109.5 ?
H14A C14 H14C . . . 109.5 ?
H14B C14 H14C . . . 109.5 ?
C7 C15 H15A . . . 109.5 ?
C7 C15 H15B . . . 109.5 ?
H15A C15 H15B . . . 109.5 ?
C7 C15 H15C . . . 109.5 ?
H15A C15 H15C . . . 109.5 ?
H15B C15 H15C . . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
P2 NI1 P1 O1 . . . . -4.58(11) Y
CL1 NI1 P1 O1 . . . . 174.68(10) Y
P2 NI1 P1 C5 . . . . -117.58(11) Y
CL1 NI1 P1 C5 . . . . 61.68(11) Y
P2 NI1 P1 C4 . . . . 122.00(11) Y
CL1 NI1 P1 C4 . . . . -58.74(11) Y
P1 NI1 P2 O2 . . . . -6.08(11) Y
CL2 NI1 P2 O2 . . . . 173.36(10) Y
P1 NI1 P2 C6 . . . . -119.71(11) Y
CL2 NI1 P2 C6 . . . . 59.73(11) Y
P1 NI1 P2 C7 . . . . 119.94(11) Y
CL2 NI1 P2 C7 . . . . -60.62(11) Y
C5 P1 O1 C1 . . . . 177.5(2) Y
C4 P1 O1 C1 . . . . -71.2(3) Y
NI1 P1 O1 C1 . . . . 58.1(3) Y
C6 P2 O2 C3 . . . . -178.7(2) Y
C7 P2 O2 C3 . . . . -67.6(2) Y
NI1 P2 O2 C3 . . . . 60.8(2) Y
P1 O1 C1 C2 . . . . -124.8(2) Y
O1 C1 C2 C3 . . . . 57.5(3) Y
P2 O2 C3 C2 . . . . -128.8(2) Y
C1 C2 C3 O2 . . . . 58.0(3) Y
O1 P1 C4 C8 . . . . 106.0(2) Y
C5 P1 C4 C8 . . . . -151.6(2) Y
NI1 P1 C4 C8 . . . . -30.4(3) Y
O1 P1 C4 C9 . . . . -19.7(3) Y
C5 P1 C4 C9 . . . . 82.7(2) Y
NI1 P1 C4 C9 . . . . -156.1(2) Y
O1 P1 C5 C11 . . . . -62.4(3) Y
C4 P1 C5 C11 . . . . -170.6(2) Y
NI1 P1 C5 C11 . . . . 67.4(2) Y
O1 P1 C5 C10 . . . . 63.4(3) Y
C4 P1 C5 C10 . . . . -44.8(3) Y
NI1 P1 C5 C10 . . . . -166.8(2) Y
O2 P2 C6 C12 . . . . -76.4(3) Y
C7 P2 C6 C12 . . . . 174.7(2) Y
NI1 P2 C6 C12 . . . . 52.7(3) Y
O2 P2 C6 C13 . . . . 49.2(3) Y
C7 P2 C6 C13 . . . . -59.8(3) Y
NI1 P2 C6 C13 . . . . 178.3(2) Y
O2 P2 C7 C15 . . . . -21.1(2) Y
C6 P2 C7 C15 . . . . 81.8(2) Y
NI1 P2 C7 C15 . . . . -156.13(19) Y
O2 P2 C7 C14 . . . . 104.2(2) Y
C6 P2 C7 C14 . . . . -152.8(2) Y
NI1 P2 C7 C14 . . . . -30.8(2) Y

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        72.93
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         1.240
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.167


# ========================================================
# STRUCTURAL DATA
# ========================================================

data_valer1
_database_code_depnum_ccdc_archive 'CCDC 660027'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H20 Br2 N4 Ni'
_chemical_formula_sum            'C13 H20 Br2 N4 Ni'
_chemical_formula_weight         450.86
_chemical_compound_source        'Synthesized by the authors. See text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_hall  '-P 1'

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

_cell_length_a                   8.3903(1)
_cell_length_b                   8.4048(1)
_cell_length_c                   14.0434(2)
_cell_angle_alpha                86.767(1)
_cell_angle_beta                 74.935(1)
_cell_angle_gamma                61.320(1)
_cell_volume                     836.230(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4204
_cell_measurement_theta_min      3.27
_cell_measurement_theta_max      72.92

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    7.231
_exptl_absorpt_correction_Type   multi-scan
_exptl_absorpt_correction_T_min  0.3900
_exptl_absorpt_correction_T_max  0.8200
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'

_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Platform diffractometer, equipped with a Bruker SMART 2K
Charged-Coupled Device (CCD) Area Detector using the program SMART and
normal focus sealed tube source graphite monochromated Cu-K\a radiation.
The crystal-to-detector distance was 4.908 cm, and the data collection
was carried out in 512 x 512 pixel mode, utilizing 4 x 4 pixel binning.
The initial unit cell parameters were determined by a least-squares fit
of the angular setting of strong reflections, collected by a 9.0 degree
scan in 30 frames over four different parts of the reciprocal space
(120 frames total). One complete sphere of data was collected, to
better than 0.8\%A resolution. Upon completion of the data collection,
the first 101 frames were recollected in order to improve the decay
correction analysis.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart 2000'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 5.5
_diffrn_standards_number         80
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0.14
_diffrn_reflns_number            10145
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         72.91
_reflns_number_total             3197
_reflns_number_gt                2918
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'SMART (Bruker, 1999)'
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  'UdMX (local program)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1327P)^2^+1.2892P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0011(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3197
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.2165
_refine_ls_wR_factor_gt          0.1834
_refine_ls_goodness_of_fit_ref   1.195
_refine_ls_restrained_S_all      1.195
_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
Ni Ni 0.64871(12) 0.86640(12) 0.24987(6) 0.0391(3) Uani 1 1 d . . .
Br1 Br 0.36253(10) 1.10986(10) 0.23077(5) 0.0653(3) Uani 1 1 d . . .
Br2 Br 0.63989(10) 0.59071(9) 0.29452(5) 0.0528(3) Uani 1 1 d . . .
C1 C 1.0667(8) 0.6101(8) 0.2877(5) 0.0490(13) Uani 1 1 d . . .
H1A H 0.9997 0.5769 0.2508 0.059 Uiso 1 1 calc R . .
H1B H 1.1462 0.5002 0.3173 0.059 Uiso 1 1 calc R . .
C2 C 1.1917(9) 0.6741(11) 0.2164(5) 0.0620(18) Uani 1 1 d . . .
H2A H 1.2590 0.7053 0.2541 0.074 Uiso 1 1 calc R . .
H2B H 1.2877 0.5719 0.1671 0.074 Uiso 1 1 calc R . .
C3 C 1.0883(8) 0.8366(9) 0.1621(5) 0.0481(13) Uani 1 1 d . . .
H3A H 0.9844 0.9351 0.2112 0.058 Uiso 1 1 calc R . .
H3B H 1.1763 0.8813 0.1276 0.058 Uiso 1 1 calc R . .
N11 N 0.9292(7) 0.7520(6) 0.3662(4) 0.0419(10) Uani 1 1 d . . .
N12 N 0.7714(6) 0.8965(6) 0.3472(3) 0.0375(9) Uani 1 1 d . . .
C14 C 0.6995(8) 1.0232(7) 0.4220(4) 0.0390(11) Uani 1 1 d . . .
C15 C 0.8099(9) 0.9598(9) 0.4894(4) 0.0468(13) Uani 1 1 d . . .
H15 H 0.7882 1.0220 0.5497 0.056 Uiso 1 1 calc R . .
C16 C 0.9553(9) 0.7904(8) 0.4514(4) 0.0464(13) Uani 1 1 d . . .
C17 C 0.5309(9) 1.2030(8) 0.4271(5) 0.0528(14) Uani 1 1 d . . .
H17A H 0.5604 1.2731 0.3739 0.079 Uiso 1 1 calc R . .
H17B H 0.4937 1.2691 0.4912 0.079 Uiso 1 1 calc R . .
H17C H 0.4272 1.1858 0.4195 0.079 Uiso 1 1 calc R . .
C18 C 1.1186(11) 0.6592(10) 0.4899(6) 0.0609(17) Uani 1 1 d . . .
H18A H 1.1213 0.5412 0.4947 0.091 Uiso 1 1 calc R . .
H18B H 1.1048 0.7063 0.5554 0.091 Uiso 1 1 calc R . .
H18C H 1.2363 0.6445 0.4445 0.091 Uiso 1 1 calc R . .
N21 N 1.0104(6) 0.7998(6) 0.0901(3) 0.0406(10) Uani 1 1 d . . .
N22 N 0.8407(6) 0.7998(6) 0.1179(3) 0.0379(9) Uani 1 1 d . . .
C24 C 0.8159(8) 0.7541(7) 0.0341(4) 0.0398(11) Uani 1 1 d . . .
C25 C 0.9699(8) 0.7259(8) -0.0453(4) 0.0451(12) Uani 1 1 d . . .
H25 H 0.9881 0.6929 -0.1124 0.054 Uiso 1 1 calc R . .
C26 C 1.0892(8) 0.7552(8) -0.0075(4) 0.0435(12) Uani 1 1 d . . .
C27 C 0.6482(8) 0.7378(8) 0.0332(4) 0.0444(13) Uani 1 1 d . . .
H27A H 0.6290 0.6608 0.0850 0.067 Uiso 1 1 calc R . .
H27B H 0.6676 0.6831 -0.0314 0.067 Uiso 1 1 calc R . .
H27C H 0.5370 0.8589 0.0455 0.067 Uiso 1 1 calc R . .
C28 C 1.2774(9) 0.7427(10) -0.0592(5) 0.0570(15) Uani 1 1 d . . .
H28A H 1.2672 0.8636 -0.0562 0.085 Uiso 1 1 calc R . .
H28B H 1.3142 0.6974 -0.1285 0.085 Uiso 1 1 calc R . .
H28C H 1.3727 0.6592 -0.0264 0.085 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ni 0.0364(5) 0.0477(6) 0.0341(5) 0.0059(4) -0.0166(4) -0.0177(4)
Br1 0.0539(5) 0.0631(5) 0.0534(5) 0.0055(3) -0.0267(3) -0.0027(4)
Br2 0.0633(5) 0.0601(5) 0.0477(4) 0.0151(3) -0.0247(3) -0.0357(4)
C1 0.042(3) 0.044(3) 0.055(3) 0.002(2) -0.026(2) -0.009(2)
C2 0.035(3) 0.075(4) 0.060(4) -0.011(3) -0.024(3) -0.007(3)
C3 0.043(3) 0.062(3) 0.051(3) -0.001(3) -0.015(2) -0.032(3)
N11 0.044(2) 0.037(2) 0.047(2) 0.0081(18) -0.026(2) -0.0148(19)
N12 0.037(2) 0.040(2) 0.040(2) 0.0081(17) -0.0188(17) -0.0184(18)
C14 0.043(3) 0.044(3) 0.037(2) 0.006(2) -0.013(2) -0.027(2)
C15 0.057(3) 0.061(3) 0.043(3) 0.012(2) -0.022(2) -0.040(3)
C16 0.056(3) 0.054(3) 0.041(3) 0.015(2) -0.028(2) -0.030(3)
C17 0.056(3) 0.043(3) 0.049(3) 0.000(2) -0.018(3) -0.013(3)
C18 0.072(4) 0.064(4) 0.068(4) 0.028(3) -0.051(4) -0.036(4)
N21 0.034(2) 0.048(2) 0.044(2) 0.0045(19) -0.0155(18) -0.0211(19)
N22 0.035(2) 0.046(2) 0.037(2) 0.0030(17) -0.0142(17) -0.0208(19)
C24 0.045(3) 0.042(3) 0.037(3) 0.005(2) -0.019(2) -0.021(2)
C25 0.048(3) 0.050(3) 0.036(3) 0.006(2) -0.015(2) -0.021(3)
C26 0.045(3) 0.043(3) 0.040(3) 0.004(2) -0.012(2) -0.019(2)
C27 0.050(3) 0.055(3) 0.041(3) 0.010(2) -0.023(2) -0.030(3)
C28 0.047(3) 0.063(4) 0.057(4) 0.007(3) -0.007(3) -0.027(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni N12 . . 2.003(4) Y
Ni N22 . . 2.011(4) Y
Ni Br1 . . 2.3625(10) Y
Ni Br2 . . 2.3967(11) Y
C1 N11 . . 1.462(7) Y
C1 C2 . . 1.525(11) Y
C1 H1a . . 0.99 ?
C1 H1b . . 0.99 ?
C2 C3 . . 1.513(10) Y
C2 H2a . . 0.99 ?
C2 H2b . . 0.99 ?
C3 N21 . . 1.455(7) Y
C3 H3a . . 0.99 ?
C3 H3b . . 0.99 ?
N11 C16 . . 1.353(7) Y
N11 N12 . . 1.380(6) Y
N12 C14 . . 1.335(7) Y
C14 C15 . . 1.401(8) Y
C14 C17 . . 1.482(8) Y
C15 C16 . . 1.371(9) Y
C15 H15 . . 0.95 ?
C16 C18 . . 1.501(8) Y
C17 H17a . . 0.98 ?
C17 H17b . . 0.98 ?
C17 H17c . . 0.98 ?
C18 H18a . . 0.98 ?
C18 H18b . . 0.98 ?
C18 H18c . . 0.98 ?
N21 C26 . . 1.343(7) Y
N21 N22 . . 1.375(6) Y
N22 C24 . . 1.353(7) Y
C24 C25 . . 1.399(8) Y
C24 C27 . . 1.480(8) Y
C25 C26 . . 1.368(8) Y
C25 H25 . . 0.95 ?
C26 C28 . . 1.511(9) Y
C27 H27a . . 0.98 ?
C27 H27b . . 0.98 ?
C27 H27c . . 0.98 ?
C28 H28a . . 0.98 ?
C28 H28b . . 0.98 ?
C28 H28c . . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N12 NI N22 . . . 105.71(18) Y
N12 NI BR1 . . . 120.08(13) Y
N22 NI BR1 . . . 107.77(13) Y
N12 NI BR2 . . . 101.87(13) Y
N22 NI BR2 . . . 104.86(14) Y
BR1 NI BR2 . . . 115.23(5) Y
N11 C1 C2 . . . 111.1(5) Y
N11 C1 H1A . . . 109.4 ?
C2 C1 H1A . . . 109.4 ?
N11 C1 H1B . . . 109.4 ?
C2 C1 H1B . . . 109.4 ?
H1A C1 H1B . . . 108 ?
C3 C2 C1 . . . 114.9(5) Y
C3 C2 H2A . . . 108.6 ?
C1 C2 H2A . . . 108.6 ?
C3 C2 H2B . . . 108.6 ?
C1 C2 H2B . . . 108.6 ?
H2A C2 H2B . . . 107.5 ?
N21 C3 C2 . . . 114.4(5) Y
N21 C3 H3A . . . 108.7 ?
C2 C3 H3A . . . 108.7 ?
N21 C3 H3B . . . 108.7 ?
C2 C3 H3B . . . 108.7 ?
H3A C3 H3B . . . 107.6 ?
C16 N11 N12 . . . 110.2(4) Y
C16 N11 C1 . . . 127.5(5) Y
N12 N11 C1 . . . 120.0(4) Y
C14 N12 N11 . . . 106.3(4) Y
C14 N12 NI . . . 129.5(4) Y
N11 N12 NI . . . 121.3(3) Y
N12 C14 C15 . . . 109.6(5) Y
N12 C14 C17 . . . 122.9(5) Y
C15 C14 C17 . . . 127.6(5) Y
C16 C15 C14 . . . 106.6(5) Y
C16 C15 H15 . . . 126.7 ?
C14 C15 H15 . . . 126.7 ?
N11 C16 C15 . . . 107.2(5) Y
N11 C16 C18 . . . 122.1(6) Y
C15 C16 C18 . . . 130.7(6) Y
C14 C17 H17A . . . 109.5 ?
C14 C17 H17B . . . 109.5 ?
H17A C17 H17B . . . 109.5 ?
C14 C17 H17C . . . 109.5 ?
H17A C17 H17C . . . 109.5 ?
H17B C17 H17C . . . 109.5 ?
C16 C18 H18A . . . 109.5 ?
C16 C18 H18B . . . 109.5 ?
H18A C18 H18B . . . 109.5 ?
C16 C18 H18C . . . 109.5 ?
H18A C18 H18C . . . 109.5 ?
H18B C18 H18C . . . 109.5 ?
C26 N21 N22 . . . 110.7(5) Y
C26 N21 C3 . . . 127.6(5) Y
N22 N21 C3 . . . 121.6(4) Y
C24 N22 N21 . . . 105.8(4) Y
C24 N22 NI . . . 123.6(4) Y
N21 N22 NI . . . 130.6(3) Y
N22 C24 C25 . . . 109.2(5) Y
N22 C24 C27 . . . 122.4(5) Y
C25 C24 C27 . . . 128.3(5) Y
C26 C25 C24 . . . 106.7(5) Y
C26 C25 H25 . . . 126.7 ?
C24 C25 H25 . . . 126.7 ?
N21 C26 C25 . . . 107.6(5) Y
N21 C26 C28 . . . 122.7(5) Y
C25 C26 C28 . . . 129.7(6) Y
C24 C27 H27A . . . 109.5 ?
C24 C27 H27B . . . 109.5 ?
H27A C27 H27B . . . 109.5 ?
C24 C27 H27C . . . 109.5 ?
H27A C27 H27C . . . 109.5 ?
H27B C27 H27C . . . 109.5 ?
C26 C28 H28A . . . 109.5 ?
C26 C28 H28B . . . 109.5 ?
H28A C28 H28B . . . 109.5 ?
C26 C28 H28C . . . 109.5 ?
H28A C28 H28C . . . 109.5 ?
H28B C28 H28C . . . 109.5 ?

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        72.91
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         1.066
_refine_diff_density_min         -1.109
_refine_diff_density_rms         0.173