# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1410660'
_audit_update_record             
;
2015-07-15 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H27 Br N4 Ni O5'
_chemical_formula_weight         566.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   11.1506(11)
_cell_length_b                   16.0135(16)
_cell_length_c                   16.0539(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 124.571(5)
_cell_angle_gamma                90.00
_cell_volume                     2360.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1100
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      18.50

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_absorpt_coefficient_mu    2.556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5347
_exptl_absorpt_correction_T_max  0.6852
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 SMART APEX II CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11754
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_sigmaI/netI    0.0860
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4173
_reflns_number_gt                2571
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0704P)²+1.9471P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4173
_refine_ls_number_parameters     304
_refine_ls_number_restraints     58
_refine_ls_R_factor_all          0.1056
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1699
_refine_ls_wR_factor_gt          0.1479
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.003
_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 0.13870(8) 0.37730(5) 0.81654(6) 0.0379(3) Uani 1 1 d . . .
N1 N 0.1498(6) 0.4548(3) 0.9250(4) 0.0420(14) Uani 1 1 d . . .
N2 N 0.1434(6) 0.5600(4) 1.0105(5) 0.0516(16) Uani 1 1 d . . .
N3 N 0.1647(7) 0.9018(4) 1.1883(5) 0.0577(16) Uani 1 1 d U . .
N4 N 0.1403(6) 1.0251(3) 1.2351(4) 0.0429(14) Uani 1 1 d . . .
O1 O -0.6402(4) 0.1606(3) 0.4177(3) 0.0439(12) Uani 1 1 d . . .
O2 O -0.8158(4) 0.2322(3) 0.4060(3) 0.0469(12) Uani 1 1 d . . .
O3 O -0.1371(5) 0.2788(4) 0.6148(4) 0.0729(18) Uani 1 1 d . . .
O4 O -0.0846(4) 0.3738(3) 0.7317(3) 0.0411(11) Uani 1 1 d . . .
O5 O 0.1428(5) 0.2921(3) 0.7164(4) 0.0517(13) Uani 1 1 d D . .
Br1 Br -0.59439(9) 0.52110(5) 0.61495(7) 0.0718(3) Uani 1 1 d . . .
C1 C -0.3306(6) 0.3423(4) 0.6082(5) 0.0359(15) Uani 1 1 d . . .
C2 C -0.4313(6) 0.2833(4) 0.5433(5) 0.0356(15) Uani 1 1 d . . .
H2 H -0.3993 0.2365 0.5269 0.043 Uiso 1 1 calc R . .
C3 C -0.5777(6) 0.2919(4) 0.5023(5) 0.0365(15) Uani 1 1 d . . .
C4 C -0.6276(7) 0.3639(4) 0.5233(5) 0.0411(16) Uani 1 1 d . . .
H4 H -0.7261 0.3714 0.4958 0.049 Uiso 1 1 calc R . .
C5 C -0.5263(7) 0.4231(4) 0.5859(5) 0.0406(16) Uani 1 1 d . . .
C6 C -0.3806(7) 0.4134(4) 0.6302(5) 0.0399(16) Uani 1 1 d . . .
H6 H -0.3152 0.4536 0.6745 0.048 Uiso 1 1 calc R . .
C7 C -0.1713(7) 0.3298(4) 0.6549(5) 0.0384(16) Uani 1 1 d . . .
C8 C -0.6856(7) 0.2238(4) 0.4370(5) 0.0367(15) Uani 1 1 d . . .
C9 C 0.2467(7) 0.4410(4) 1.0276(5) 0.0501(19) Uani 1 1 d . . .
H9 H 0.3052 0.3939 1.0558 0.060 Uiso 1 1 calc R . .
C10 C 0.2452(8) 0.5044(5) 1.0807(6) 0.054(2) Uani 1 1 d . . .
H10 H 0.3013 0.5100 1.1507 0.065 Uiso 1 1 calc R . .
C11 C 0.0880(7) 0.5278(4) 0.9164(6) 0.0428(17) Uani 1 1 d . . .
C12 C -0.0263(8) 0.5703(5) 0.8211(6) 0.060(2) Uani 1 1 d . . .
H12A H -0.0671 0.5314 0.7660 0.090 Uiso 1 1 calc R . .
H12B H 0.0162 0.6164 0.8083 0.090 Uiso 1 1 calc R . .
H12C H -0.1016 0.5905 0.8277 0.090 Uiso 1 1 calc R . .
C13 C 0.1041(10) 0.6397(5) 1.0317(7) 0.072(2) Uani 1 1 d U . .
H13A H 0.0436 0.6297 1.0564 0.086 Uiso 1 1 calc R . .
H13B H 0.0467 0.6711 0.9692 0.086 Uiso 1 1 calc R . .
C14 C 0.2325(11) 0.6913(6) 1.1078(7) 0.091(2) Uani 1 1 d U . .
H14A H 0.2965 0.7027 1.0863 0.110 Uiso 1 1 calc R . .
H14B H 0.2876 0.6648 1.1738 0.110 Uiso 1 1 calc R . .
C15 C 0.1545(10) 0.7716(6) 1.1079(7) 0.094(2) Uani 1 1 d DU . .
H15A H 0.1338 0.8062 1.0515 0.112 Uiso 1 1 calc R . .
H15B H 0.0617 0.7554 1.0952 0.112 Uiso 1 1 calc R . .
C16 C 0.2292(11) 0.8219(6) 1.1970(7) 0.097(3) Uani 1 1 d DU . .
H16A H 0.3280 0.8308 1.2165 0.116 Uiso 1 1 calc R . .
H16B H 0.2351 0.7910 1.2512 0.116 Uiso 1 1 calc R . .
C17 C 0.0395(8) 0.9354(5) 1.1057(6) 0.057(2) Uani 1 1 d . . .
H17 H -0.0229 0.9105 1.0429 0.068 Uiso 1 1 calc R . .
C18 C 0.0257(8) 1.0116(5) 1.1345(5) 0.0517(19) Uani 1 1 d . . .
H18 H -0.0485 1.0494 1.0938 0.062 Uiso 1 1 calc R . .
C19 C 0.2220(7) 0.9587(5) 1.2644(5) 0.0460(18) Uani 1 1 d . . .
C20 C 0.3588(9) 0.9472(5) 1.3660(6) 0.075(3) Uani 1 1 d . . .
H20A H 0.4294 0.9194 1.3595 0.113 Uiso 1 1 calc R . .
H20B H 0.3397 0.9141 1.4070 0.113 Uiso 1 1 calc R . .
H20C H 0.3959 1.0008 1.3972 0.113 Uiso 1 1 calc R . .
C21 C 0.2259(9) 0.2985(6) 0.6739(7) 0.073(3) Uani 1 1 d . . .
H21A H 0.1653 0.2815 0.6035 0.087 Uiso 1 1 calc R . .
H21B H 0.2528 0.3564 0.6759 0.087 Uiso 1 1 calc R . .
C22 C 0.3554(10) 0.2486(8) 0.7252(8) 0.124(5) Uani 1 1 d . . .
H22A H 0.4162 0.2648 0.7950 0.186 Uiso 1 1 calc R . .
H22B H 0.4072 0.2566 0.6943 0.186 Uiso 1 1 calc R . .
H22C H 0.3296 0.1907 0.7207 0.186 Uiso 1 1 calc R . .
H5 H 0.054(3) 0.284(8) 0.681(9) 0.186 Uiso 1 1 d 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
Ni1 N4 2.044(6) 4_575 ?
Ni1 O4 2.052(4) . ?
Ni1 N1 2.085(6) . ?
Ni1 O5 2.129(5) . ?
Ni1 O1 2.130(4) 4_666 ?
Ni1 O2 2.137(5) 4_666 ?
Ni1 C8 2.429(6) 4_666 ?
N1 C11 1.324(8) . ?
N1 C9 1.381(8) . ?
N2 C11 1.367(9) . ?
N2 C10 1.378(9) . ?
N2 C13 1.452(9) . ?
N3 C19 1.358(9) . ?
N3 C17 1.377(9) . ?
N3 C16 1.436(10) . ?
N4 C19 1.302(8) . ?
N4 C18 1.395(8) . ?
N4 Ni1 2.044(6) 4_576 ?
O1 C8 1.246(7) . ?
O1 Ni1 2.130(4) 4_465 ?
O2 C8 1.246(7) . ?
O2 Ni1 2.137(4) 4_465 ?
O3 C7 1.227(8) . ?
O4 C7 1.265(7) . ?
O5 C21 1.432(9) . ?
O5 H5 0.822(11) . ?
Br1 C5 1.912(6) . ?
C1 C2 1.382(8) . ?
C1 C6 1.398(9) . ?
C1 C7 1.499(8) . ?
C2 C3 1.377(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.402(9) . ?
C3 C8 1.518(8) . ?
C4 C5 1.377(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.364(8) . ?
C6 H6 0.9300 . ?
C8 Ni1 2.429(6) 4_465 ?
C9 C10 1.332(10) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.488(9) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.496(11) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.553(12) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.427(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.344(10) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.482(10) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.432(11) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Ni1 O4 92.5(2) 4_575 . ?
N4 Ni1 N1 93.5(2) 4_575 . ?
O4 Ni1 N1 92.57(19) . . ?
N4 Ni1 O5 89.7(2) 4_575 . ?
O4 Ni1 O5 91.11(17) . . ?
N1 Ni1 O5 175.0(2) . . ?
N4 Ni1 O1 106.2(2) 4_575 4_666 ?
O4 Ni1 O1 160.34(18) . 4_666 ?
N1 Ni1 O1 92.19(19) . 4_666 ?
O5 Ni1 O1 83.22(17) . 4_666 ?
N4 Ni1 O2 166.4(2) 4_575 4_666 ?
O4 Ni1 O2 99.20(17) . 4_666 ?
N1 Ni1 O2 92.7(2) . 4_666 ?
O5 Ni1 O2 83.3(2) . 4_666 ?
O1 Ni1 O2 61.51(17) 4_666 4_666 ?
N4 Ni1 C8 136.3(2) 4_575 4_666 ?
O4 Ni1 C8 129.6(2) . 4_666 ?
N1 Ni1 C8 95.3(2) . 4_666 ?
O5 Ni1 C8 79.7(2) . 4_666 ?
O1 Ni1 C8 30.85(18) 4_666 4_666 ?
O2 Ni1 C8 30.85(17) 4_666 4_666 ?
C11 N1 C9 105.9(6) . . ?
C11 N1 Ni1 131.1(5) . . ?
C9 N1 Ni1 122.4(4) . . ?
C11 N2 C10 107.8(6) . . ?
C11 N2 C13 125.7(6) . . ?
C10 N2 C13 126.5(7) . . ?
C19 N3 C17 107.8(6) . . ?
C19 N3 C16 123.8(7) . . ?
C17 N3 C16 128.4(7) . . ?
C19 N4 C18 106.6(6) . . ?
C19 N4 Ni1 130.7(5) . 4_576 ?
C18 N4 Ni1 121.6(4) . 4_576 ?
C8 O1 Ni1 87.9(4) . 4_465 ?
C8 O2 Ni1 87.6(4) . 4_465 ?
C7 O4 Ni1 129.1(4) . . ?
C21 O5 Ni1 127.7(5) . . ?
C21 O5 H5 123(10) . . ?
Ni1 O5 H5 95(10) . . ?
C2 C1 C6 118.5(6) . . ?
C2 C1 C7 120.7(6) . . ?
C6 C1 C7 120.8(5) . . ?
C3 C2 C1 121.8(6) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C2 C3 C4 119.5(6) . . ?
C2 C3 C8 121.2(6) . . ?
C4 C3 C8 119.3(5) . . ?
C5 C4 C3 118.0(6) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C6 C5 C4 122.9(6) . . ?
C6 C5 Br1 119.2(5) . . ?
C4 C5 Br1 118.0(5) . . ?
C5 C6 C1 119.3(6) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
O3 C7 O4 126.2(6) . . ?
O3 C7 C1 117.4(6) . . ?
O4 C7 C1 116.5(6) . . ?
O2 C8 O1 122.2(6) . . ?
O2 C8 C3 119.0(6) . . ?
O1 C8 C3 118.7(6) . . ?
O2 C8 Ni1 61.6(3) . 4_465 ?
O1 C8 Ni1 61.2(3) . 4_465 ?
C3 C8 Ni1 173.7(5) . 4_465 ?
C10 C9 N1 110.8(6) . . ?
C10 C9 H9 124.6 . . ?
N1 C9 H9 124.6 . . ?
C9 C10 N2 105.8(6) . . ?
C9 C10 H10 127.1 . . ?
N2 C10 H10 127.1 . . ?
N1 C11 N2 109.6(6) . . ?
N1 C11 C12 127.1(7) . . ?
N2 C11 C12 123.4(6) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 113.6(7) . . ?
N2 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
N2 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 C15 100.4(7) . . ?
C13 C14 H14A 111.7 . . ?
C15 C14 H14A 111.7 . . ?
C13 C14 H14B 111.7 . . ?
C15 C14 H14B 111.7 . . ?
H14A C14 H14B 109.5 . . ?
C16 C15 C14 117.3(8) . . ?
C16 C15 H15A 108.0 . . ?
C14 C15 H15A 108.0 . . ?
C16 C15 H15B 108.0 . . ?
C14 C15 H15B 108.0 . . ?
H15A C15 H15B 107.2 . . ?
C15 C16 N3 115.5(8) . . ?
C15 C16 H16A 108.4 . . ?
N3 C16 H16A 108.4 . . ?
C15 C16 H16B 108.4 . . ?
N3 C16 H16B 108.4 . . ?
H16A C16 H16B 107.5 . . ?
C18 C17 N3 106.0(7) . . ?
C18 C17 H17 127.0 . . ?
N3 C17 H17 127.0 . . ?
C17 C18 N4 109.3(6) . . ?
C17 C18 H18 125.4 . . ?
N4 C18 H18 125.4 . . ?
N4 C19 N3 110.3(6) . . ?
N4 C19 C20 124.8(7) . . ?
N3 C19 C20 124.9(7) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 O5 113.6(8) . . ?
C22 C21 H21A 108.9 . . ?
O5 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
O5 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 Ni1 N1 C11 38.3(6) 4_575 . . . ?
O4 Ni1 N1 C11 -54.4(6) . . . . ?
O1 Ni1 N1 C11 144.7(6) 4_666 . . . ?
O2 Ni1 N1 C11 -153.7(6) 4_666 . . . ?
C8 Ni1 N1 C11 175.5(6) 4_666 . . . ?
N4 Ni1 N1 C9 -132.2(5) 4_575 . . . ?
O4 Ni1 N1 C9 135.1(5) . . . . ?
O1 Ni1 N1 C9 -25.8(5) 4_666 . . . ?
O2 Ni1 N1 C9 35.7(5) 4_666 . . . ?
C8 Ni1 N1 C9 4.9(5) 4_666 . . . ?
N4 Ni1 O4 C7 94.0(6) 4_575 . . . ?
N1 Ni1 O4 C7 -172.3(6) . . . . ?
O5 Ni1 O4 C7 4.3(6) . . . . ?
O1 Ni1 O4 C7 -68.5(8) 4_666 . . . ?
O2 Ni1 O4 C7 -79.1(6) 4_666 . . . ?
C8 Ni1 O4 C7 -73.2(6) 4_666 . . . ?
N4 Ni1 O5 C21 40.9(6) 4_575 . . . ?
O4 Ni1 O5 C21 133.4(6) . . . . ?
O1 Ni1 O5 C21 -65.5(6) 4_666 . . . ?
O2 Ni1 O5 C21 -127.5(6) 4_666 . . . ?
C8 Ni1 O5 C21 -96.5(6) 4_666 . . . ?
C6 C1 C2 C3 -1.6(10) . . . . ?
C7 C1 C2 C3 177.6(6) . . . . ?
C1 C2 C3 C4 2.6(10) . . . . ?
C1 C2 C3 C8 -175.7(6) . . . . ?
C2 C3 C4 C5 -0.8(10) . . . . ?
C8 C3 C4 C5 177.5(6) . . . . ?
C3 C4 C5 C6 -2.0(10) . . . . ?
C3 C4 C5 Br1 -179.8(5) . . . . ?
C4 C5 C6 C1 3.0(10) . . . . ?
Br1 C5 C6 C1 -179.2(5) . . . . ?
C2 C1 C6 C5 -1.2(10) . . . . ?
C7 C1 C6 C5 179.6(6) . . . . ?
Ni1 O4 C7 O3 -0.2(11) . . . . ?
Ni1 O4 C7 C1 -179.2(4) . . . . ?
C2 C1 C7 O3 18.7(10) . . . . ?
C6 C1 C7 O3 -162.1(7) . . . . ?
C2 C1 C7 O4 -162.2(6) . . . . ?
C6 C1 C7 O4 17.0(9) . . . . ?
Ni1 O2 C8 O1 -8.6(6) 4_465 . . . ?
Ni1 O2 C8 C3 172.8(5) 4_465 . . . ?
Ni1 O1 C8 O2 8.6(6) 4_465 . . . ?
Ni1 O1 C8 C3 -172.8(5) 4_465 . . . ?
C2 C3 C8 O2 176.1(6) . . . . ?
C4 C3 C8 O2 -2.3(9) . . . . ?
C2 C3 C8 O1 -2.6(9) . . . . ?
C4 C3 C8 O1 179.1(6) . . . . ?
C11 N1 C9 C10 -0.4(8) . . . . ?
Ni1 N1 C9 C10 172.2(5) . . . . ?
N1 C9 C10 N2 0.7(9) . . . . ?
C11 N2 C10 C9 -0.7(8) . . . . ?
C13 N2 C10 C9 -179.1(7) . . . . ?
C9 N1 C11 N2 -0.1(7) . . . . ?
Ni1 N1 C11 N2 -171.8(4) . . . . ?
C9 N1 C11 C12 -179.0(7) . . . . ?
Ni1 N1 C11 C12 9.3(11) . . . . ?
C10 N2 C11 N1 0.5(8) . . . . ?
C13 N2 C11 N1 178.9(7) . . . . ?
C10 N2 C11 C12 179.5(7) . . . . ?
C13 N2 C11 C12 -2.1(11) . . . . ?
C11 N2 C13 C14 -132.1(8) . . . . ?
C10 N2 C13 C14 46.0(11) . . . . ?
N2 C13 C14 C15 176.9(8) . . . . ?
C13 C14 C15 C16 154.8(10) . . . . ?
C14 C15 C16 N3 170.4(9) . . . . ?
C19 N3 C16 C15 -178.5(8) . . . . ?
C17 N3 C16 C15 0.9(15) . . . . ?
C19 N3 C17 C18 0.2(9) . . . . ?
C16 N3 C17 C18 -179.2(8) . . . . ?
N3 C17 C18 N4 -1.0(9) . . . . ?
C19 N4 C18 C17 1.4(9) . . . . ?
Ni1 N4 C18 C17 -167.5(5) 4_576 . . . ?
C18 N4 C19 N3 -1.2(8) . . . . ?
Ni1 N4 C19 N3 166.3(5) 4_576 . . . ?
C18 N4 C19 C20 178.3(7) . . . . ?
Ni1 N4 C19 C20 -14.2(11) 4_576 . . . ?
C17 N3 C19 N4 0.6(9) . . . . ?
C16 N3 C19 N4 -179.9(8) . . . . ?
C17 N3 C19 C20 -178.9(8) . . . . ?
C16 N3 C19 C20 0.6(13) . . . . ?
Ni1 O5 C21 C22 99.9(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.708
_refine_diff_density_min         -0.974
_refine_diff_density_rms         0.098
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1410661'
_audit_update_record             
;
2015-07-04 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H21 Br N4 Ni O4'
_chemical_formula_weight         520.03

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)

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

_cell_length_a                   12.166(2)
_cell_length_b                   13.298(2)
_cell_length_c                   13.414(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2170.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1607
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      20.45

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056
_exptl_absorpt_coefficient_mu    2.769
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5562
_exptl_absorpt_correction_T_max  0.7148
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 SMART APEX II CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10889
_diffrn_reflns_av_R_equivalents  0.0659
_diffrn_reflns_av_sigmaI/netI    0.0856
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.16
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3840
_reflns_number_gt                3047
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.6625P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_number_reflns         3840
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1663
_refine_ls_wR_factor_gt          0.1529
_refine_ls_goodness_of_fit_ref   0.941
_refine_ls_restrained_S_all      0.941
_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 0.25454(8) 0.59847(7) 0.63481(7) 0.0291(3) Uani 1 1 d . . .
N1 N 0.1121(5) 0.5247(5) 0.6507(5) 0.0337(15) Uani 1 1 d . . .
N2 N -0.0501(6) 0.4538(6) 0.6335(7) 0.049(2) Uani 1 1 d . . .
N3 N 0.1375(6) 0.8172(5) 0.4359(5) 0.0350(16) Uani 1 1 d . . .
N4 N 0.1852(6) 0.7076(5) 0.5511(5) 0.0323(16) Uani 1 1 d . . .
O1 O 0.2465(5) 0.6754(4) 0.7705(4) 0.0388(13) Uani 1 1 d . . .
O2 O 0.3931(5) 0.6954(4) 0.6749(4) 0.0416(15) Uani 1 1 d . . .
O3 O 0.6626(5) 1.0016(4) 0.9633(4) 0.0368(14) Uani 1 1 d . . .
O4 O 0.6529(5) 0.9755(4) 0.8028(4) 0.0413(15) Uani 1 1 d . . .
Br1 Br 0.36778(10) 0.75860(8) 1.14775(7) 0.0630(4) Uani 1 1 d . . .
C1 C 0.0414(9) 0.5095(8) 0.4759(7) 0.056(3) Uani 1 1 d . . .
H25A H 0.1167 0.5142 0.4548 0.084 Uiso 1 1 calc R . .
H25B H 0.0030 0.5697 0.4570 0.084 Uiso 1 1 calc R . .
H25C H 0.0074 0.4525 0.4446 0.084 Uiso 1 1 calc R . .
C2 C 0.0371(8) 0.4974(6) 0.5868(7) 0.042(2) Uani 1 1 d . . .
C3 C 0.0706(8) 0.4977(7) 0.7437(7) 0.046(2) Uani 1 1 d . . .
H14 H 0.1066 0.5078 0.8041 0.056 Uiso 1 1 calc R . .
C4 C -0.0284(8) 0.4551(7) 0.7340(8) 0.049(3) Uani 1 1 d . . .
H28 H -0.0733 0.4312 0.7848 0.059 Uiso 1 1 calc R . .
C5 C -0.1514(7) 0.4130(7) 0.5910(9) 0.058(3) Uani 1 1 d . . .
H27A H -0.1806 0.3623 0.6358 0.069 Uiso 1 1 calc R . .
H27B H -0.1344 0.3803 0.5282 0.069 Uiso 1 1 calc R . .
C6 C 0.2613(8) 1.0074(7) 0.4268(8) 0.052(3) Uani 1 1 d . . .
H19A H 0.2868 0.9616 0.4780 0.062 Uiso 1 1 calc R . .
H19B H 0.1950 1.0396 0.4510 0.062 Uiso 1 1 calc R . .
C7 C 0.2341(8) 0.9478(7) 0.3334(7) 0.047(2) Uani 1 1 d . . .
H16A H 0.2979 0.9081 0.3151 0.056 Uiso 1 1 calc R . .
H16B H 0.2200 0.9946 0.2795 0.056 Uiso 1 1 calc R . .
C8 C 0.1347(8) 0.8770(7) 0.3435(7) 0.048(2) Uani 1 1 d . . .
H21A H 0.0678 0.9166 0.3422 0.058 Uiso 1 1 calc R . .
H21B H 0.1331 0.8318 0.2867 0.058 Uiso 1 1 calc R . .
C9 C 0.0711(8) 0.8355(8) 0.5155(7) 0.051(3) Uani 1 1 d . . .
H30 H 0.0160 0.8837 0.5198 0.061 Uiso 1 1 calc R . .
C10 C 0.1017(7) 0.7687(6) 0.5875(7) 0.046(2) Uani 1 1 d . . .
H4 H 0.0714 0.7647 0.6511 0.056 Uiso 1 1 calc R . .
C11 C 0.2041(6) 0.7398(6) 0.4585(6) 0.0322(18) Uani 1 1 d . . .
C12 C 0.2846(8) 0.6944(8) 0.3889(7) 0.058(3) Uani 1 1 d . . .
H29A H 0.3136 0.6338 0.4174 0.086 Uiso 1 1 calc R . .
H29B H 0.3434 0.7411 0.3772 0.086 Uiso 1 1 calc R . .
H29C H 0.2488 0.6791 0.3269 0.086 Uiso 1 1 calc R . .
C13 C 0.3425(7) 0.7092(5) 0.7569(6) 0.0293(18) Uani 1 1 d . . .
C14 C 0.4009(6) 0.7601(5) 0.8416(6) 0.0320(18) Uani 1 1 d . . .
C15 C 0.3663(7) 0.7402(6) 0.9388(5) 0.0315(17) Uani 1 1 d . . .
H5 H 0.3080 0.6966 0.9505 0.038 Uiso 1 1 calc R . .
C16 C 0.4197(7) 0.7860(6) 1.0172(5) 0.0302(18) Uani 1 1 d . . .
C17 C 0.5037(7) 0.8525(6) 1.0036(6) 0.0342(19) Uani 1 1 d . . .
H13 H 0.5377 0.8829 1.0579 0.041 Uiso 1 1 calc R . .
C18 C 0.5381(7) 0.8743(6) 0.9058(6) 0.0315(18) Uani 1 1 d . . .
C19 C 0.4874(6) 0.8264(6) 0.8266(6) 0.0305(18) Uani 1 1 d . . .
H17 H 0.5118 0.8389 0.7621 0.037 Uiso 1 1 calc R . .
C20 C 0.6252(7) 0.9528(6) 0.8880(6) 0.038(2) 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
Ni1 N1 2.002(6) . ?
Ni1 N4 2.019(7) . ?
Ni1 O1 2.090(5) . ?
Ni1 O3 2.100(6) 3_646 ?
Ni1 O4 2.154(6) 3_646 ?
Ni1 O2 2.189(6) . ?
Ni1 C20 2.447(9) 3_646 ?
N1 C2 1.305(11) . ?
N1 C3 1.393(11) . ?
N2 C2 1.362(11) . ?
N2 C4 1.373(13) . ?
N2 C5 1.462(11) . ?
N3 C11 1.345(10) . ?
N3 C9 1.360(11) . ?
N3 C8 1.474(10) . ?
N4 C11 1.334(10) . ?
N4 C10 1.389(10) . ?
O1 C13 1.265(10) . ?
O2 C13 1.274(9) . ?
O3 C20 1.284(9) . ?
O3 Ni1 2.100(6) 3_656 ?
O4 C20 1.230(10) . ?
O4 Ni1 2.154(6) 3_656 ?
Br1 C16 1.897(7) . ?
C1 C2 1.497(13) . ?
C1 H25A 0.9600 . ?
C1 H25B 0.9600 . ?
C1 H25C 0.9600 . ?
C3 C4 1.337(14) . ?
C3 H14 0.9300 . ?
C4 H28 0.9300 . ?
C5 C6 1.519(14) 4_466 ?
C5 H27A 0.9700 . ?
C5 H27B 0.9700 . ?
C6 C7 1.519(14) . ?
C6 C5 1.519(14) 4_566 ?
C6 H19A 0.9700 . ?
C6 H19B 0.9700 . ?
C7 C8 1.538(13) . ?
C7 H16A 0.9700 . ?
C7 H16B 0.9700 . ?
C8 H21A 0.9700 . ?
C8 H21B 0.9700 . ?
C9 C10 1.365(12) . ?
C9 H30 0.9300 . ?
C10 H4 0.9300 . ?
C11 C12 1.482(11) . ?
C12 H29A 0.9600 . ?
C12 H29B 0.9600 . ?
C12 H29C 0.9600 . ?
C13 C14 1.500(10) . ?
C14 C19 1.388(10) . ?
C14 C15 1.395(10) . ?
C15 C16 1.378(11) . ?
C15 H5 0.9300 . ?
C16 C17 1.364(11) . ?
C17 C18 1.407(11) . ?
C17 H13 0.9300 . ?
C18 C19 1.384(11) . ?
C18 C20 1.506(12) . ?
C19 H17 0.9300 . ?
C20 Ni1 2.447(9) 3_656 ?

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
N1 Ni1 N4 92.8(3) . . ?
N1 Ni1 O1 96.1(3) . . ?
N4 Ni1 O1 96.5(2) . . ?
N1 Ni1 O3 100.5(3) . 3_646 ?
N4 Ni1 O3 107.0(2) . 3_646 ?
O1 Ni1 O3 150.3(2) . 3_646 ?
N1 Ni1 O4 92.2(3) . 3_646 ?
N4 Ni1 O4 168.4(2) . 3_646 ?
O1 Ni1 O4 93.3(2) . 3_646 ?
O3 Ni1 O4 61.8(2) 3_646 3_646 ?
N1 Ni1 O2 158.2(3) . . ?
N4 Ni1 O2 92.0(2) . . ?
O1 Ni1 O2 62.2(2) . . ?
O3 Ni1 O2 98.4(2) 3_646 . ?
O4 Ni1 O2 87.1(2) 3_646 . ?
N1 Ni1 C20 98.2(3) . 3_646 ?
N4 Ni1 C20 138.5(3) . 3_646 ?
O1 Ni1 C20 121.6(3) . 3_646 ?
O3 Ni1 C20 31.6(2) 3_646 3_646 ?
O4 Ni1 C20 30.1(2) 3_646 3_646 ?
O2 Ni1 C20 92.1(3) . 3_646 ?
C2 N1 C3 105.3(7) . . ?
C2 N1 Ni1 132.2(6) . . ?
C3 N1 Ni1 122.4(6) . . ?
C2 N2 C4 107.3(8) . . ?
C2 N2 C5 129.4(9) . . ?
C4 N2 C5 123.3(9) . . ?
C11 N3 C9 108.5(7) . . ?
C11 N3 C8 128.1(7) . . ?
C9 N3 C8 123.4(7) . . ?
C11 N4 C10 105.4(7) . . ?
C11 N4 Ni1 132.5(6) . . ?
C10 N4 Ni1 122.0(6) . . ?
C13 O1 Ni1 90.3(5) . . ?
C13 O2 Ni1 85.7(5) . . ?
C20 O3 Ni1 89.3(5) . 3_656 ?
C20 O4 Ni1 88.2(5) . 3_656 ?
C2 C1 H25A 109.5 . . ?
C2 C1 H25B 109.5 . . ?
H25A C1 H25B 109.5 . . ?
C2 C1 H25C 109.5 . . ?
H25A C1 H25C 109.5 . . ?
H25B C1 H25C 109.5 . . ?
N1 C2 N2 111.1(8) . . ?
N1 C2 C1 126.8(9) . . ?
N2 C2 C1 122.1(9) . . ?
C4 C3 N1 110.4(9) . . ?
C4 C3 H14 124.8 . . ?
N1 C3 H14 124.8 . . ?
C3 C4 N2 106.0(8) . . ?
C3 C4 H28 127.0 . . ?
N2 C4 H28 127.0 . . ?
N2 C5 C6 113.0(8) . 4_466 ?
N2 C5 H27A 109.0 . . ?
C6 C5 H27A 109.0 4_466 . ?
N2 C5 H27B 109.0 . . ?
C6 C5 H27B 109.0 4_466 . ?
H27A C5 H27B 107.8 . . ?
C7 C6 C5 112.8(8) . 4_566 ?
C7 C6 H19A 109.0 . . ?
C5 C6 H19A 109.0 4_566 . ?
C7 C6 H19B 109.0 . . ?
C5 C6 H19B 109.0 4_566 . ?
H19A C6 H19B 107.8 . . ?
C6 C7 C8 114.7(8) . . ?
C6 C7 H16A 108.6 . . ?
C8 C7 H16A 108.6 . . ?
C6 C7 H16B 108.6 . . ?
C8 C7 H16B 108.6 . . ?
H16A C7 H16B 107.6 . . ?
N3 C8 C7 112.7(7) . . ?
N3 C8 H21A 109.0 . . ?
C7 C8 H21A 109.0 . . ?
N3 C8 H21B 109.0 . . ?
C7 C8 H21B 109.0 . . ?
H21A C8 H21B 107.8 . . ?
N3 C9 C10 106.1(8) . . ?
N3 C9 H30 126.9 . . ?
C10 C9 H30 126.9 . . ?
C9 C10 N4 109.3(8) . . ?
C9 C10 H4 125.3 . . ?
N4 C10 H4 125.3 . . ?
N4 C11 N3 110.6(7) . . ?
N4 C11 C12 124.8(8) . . ?
N3 C11 C12 124.5(8) . . ?
C11 C12 H29A 109.5 . . ?
C11 C12 H29B 109.5 . . ?
H29A C12 H29B 109.5 . . ?
C11 C12 H29C 109.5 . . ?
H29A C12 H29C 109.5 . . ?
H29B C12 H29C 109.5 . . ?
O1 C13 O2 121.3(7) . . ?
O1 C13 C14 119.3(7) . . ?
O2 C13 C14 119.3(7) . . ?
C19 C14 C15 119.0(7) . . ?
C19 C14 C13 122.4(7) . . ?
C15 C14 C13 118.6(7) . . ?
C16 C15 C14 119.2(7) . . ?
C16 C15 H5 120.4 . . ?
C14 C15 H5 120.4 . . ?
C17 C16 C15 122.5(7) . . ?
C17 C16 Br1 119.8(6) . . ?
C15 C16 Br1 117.6(6) . . ?
C16 C17 C18 118.7(7) . . ?
C16 C17 H13 120.6 . . ?
C18 C17 H13 120.6 . . ?
C19 C18 C17 119.3(8) . . ?
C19 C18 C20 120.7(7) . . ?
C17 C18 C20 120.0(7) . . ?
C18 C19 C14 121.3(7) . . ?
C18 C19 H17 119.4 . . ?
C14 C19 H17 119.4 . . ?
O4 C20 O3 120.6(8) . . ?
O4 C20 C18 120.7(7) . . ?
O3 C20 C18 118.4(7) . . ?
O4 C20 Ni1 61.6(5) . 3_656 ?
O3 C20 Ni1 59.1(4) . 3_656 ?
C18 C20 Ni1 171.5(6) . 3_656 ?

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
N4 Ni1 N1 C2 48.4(8) . . . . ?
O1 Ni1 N1 C2 145.2(8) . . . . ?
O3 Ni1 N1 C2 -59.6(8) 3_646 . . . ?
O4 Ni1 N1 C2 -121.3(8) 3_646 . . . ?
O2 Ni1 N1 C2 151.0(7) . . . . ?
C20 Ni1 N1 C2 -91.6(8) 3_646 . . . ?
N4 Ni1 N1 C3 -126.8(7) . . . . ?
O1 Ni1 N1 C3 -30.0(7) . . . . ?
O3 Ni1 N1 C3 125.3(6) 3_646 . . . ?
O4 Ni1 N1 C3 63.6(6) 3_646 . . . ?
O2 Ni1 N1 C3 -24.1(11) . . . . ?
C20 Ni1 N1 C3 93.3(7) 3_646 . . . ?
N1 Ni1 N4 C11 -120.4(7) . . . . ?
O1 Ni1 N4 C11 143.1(7) . . . . ?
O3 Ni1 N4 C11 -18.5(8) 3_646 . . . ?
O4 Ni1 N4 C11 -4.5(17) 3_646 . . . ?
O2 Ni1 N4 C11 80.9(7) . . . . ?
C20 Ni1 N4 C11 -14.6(9) 3_646 . . . ?
N1 Ni1 N4 C10 61.1(7) . . . . ?
O1 Ni1 N4 C10 -35.4(7) . . . . ?
O3 Ni1 N4 C10 162.9(6) 3_646 . . . ?
O4 Ni1 N4 C10 177.0(11) 3_646 . . . ?
O2 Ni1 N4 C10 -97.7(6) . . . . ?
C20 Ni1 N4 C10 166.9(6) 3_646 . . . ?
N1 Ni1 O1 C13 173.5(5) . . . . ?
N4 Ni1 O1 C13 -92.9(5) . . . . ?
O3 Ni1 O1 C13 49.7(7) 3_646 . . . ?
O4 Ni1 O1 C13 80.9(5) 3_646 . . . ?
O2 Ni1 O1 C13 -4.0(4) . . . . ?
C20 Ni1 O1 C13 70.0(5) 3_646 . . . ?
N1 Ni1 O2 C13 -2.6(9) . . . . ?
N4 Ni1 O2 C13 100.2(5) . . . . ?
O1 Ni1 O2 C13 4.0(4) . . . . ?
O3 Ni1 O2 C13 -152.2(4) 3_646 . . . ?
O4 Ni1 O2 C13 -91.3(5) 3_646 . . . ?
C20 Ni1 O2 C13 -121.0(5) 3_646 . . . ?
C3 N1 C2 N2 -0.3(9) . . . . ?
Ni1 N1 C2 N2 -176.1(5) . . . . ?
C3 N1 C2 C1 -179.9(9) . . . . ?
Ni1 N1 C2 C1 4.3(14) . . . . ?
C4 N2 C2 N1 0.7(10) . . . . ?
C5 N2 C2 N1 179.9(8) . . . . ?
C4 N2 C2 C1 -179.7(8) . . . . ?
C5 N2 C2 C1 -0.5(14) . . . . ?
C2 N1 C3 C4 -0.2(10) . . . . ?
Ni1 N1 C3 C4 176.1(6) . . . . ?
N1 C3 C4 N2 0.6(10) . . . . ?
C2 N2 C4 C3 -0.8(10) . . . . ?
C5 N2 C4 C3 -180.0(8) . . . . ?
C2 N2 C5 C6 -84.1(13) . . . 4_466 ?
C4 N2 C5 C6 94.9(11) . . . 4_466 ?
C5 C6 C7 C8 -171.5(8) 4_566 . . . ?
C11 N3 C8 C7 -72.0(11) . . . . ?
C9 N3 C8 C7 106.1(10) . . . . ?
C6 C7 C8 N3 -46.3(12) . . . . ?
C11 N3 C9 C10 1.6(10) . . . . ?
C8 N3 C9 C10 -176.8(8) . . . . ?
N3 C9 C10 N4 -1.5(11) . . . . ?
C11 N4 C10 C9 0.9(10) . . . . ?
Ni1 N4 C10 C9 179.7(6) . . . . ?
C10 N4 C11 N3 0.2(9) . . . . ?
Ni1 N4 C11 N3 -178.6(5) . . . . ?
C10 N4 C11 C12 -177.9(9) . . . . ?
Ni1 N4 C11 C12 3.4(13) . . . . ?
C9 N3 C11 N4 -1.1(10) . . . . ?
C8 N3 C11 N4 177.2(7) . . . . ?
C9 N3 C11 C12 176.9(9) . . . . ?
C8 N3 C11 C12 -4.7(14) . . . . ?
Ni1 O1 C13 O2 7.1(8) . . . . ?
Ni1 O1 C13 C14 -168.4(6) . . . . ?
Ni1 O2 C13 O1 -6.8(7) . . . . ?
Ni1 O2 C13 C14 168.7(6) . . . . ?
O1 C13 C14 C19 -158.5(7) . . . . ?
O2 C13 C14 C19 25.9(11) . . . . ?
O1 C13 C14 C15 21.1(10) . . . . ?
O2 C13 C14 C15 -154.5(7) . . . . ?
C19 C14 C15 C16 -0.7(11) . . . . ?
C13 C14 C15 C16 179.6(7) . . . . ?
C14 C15 C16 C17 1.8(12) . . . . ?
C14 C15 C16 Br1 178.8(6) . . . . ?
C15 C16 C17 C18 -0.8(12) . . . . ?
Br1 C16 C17 C18 -177.8(6) . . . . ?
C16 C17 C18 C19 -1.2(12) . . . . ?
C16 C17 C18 C20 175.7(7) . . . . ?
C17 C18 C19 C14 2.2(12) . . . . ?
C20 C18 C19 C14 -174.6(7) . . . . ?
C15 C14 C19 C18 -1.2(11) . . . . ?
C13 C14 C19 C18 178.4(7) . . . . ?
Ni1 O4 C20 O3 -3.1(8) 3_656 . . . ?
Ni1 O4 C20 C18 170.6(7) 3_656 . . . ?
Ni1 O3 C20 O4 3.2(9) 3_656 . . . ?
Ni1 O3 C20 C18 -170.7(7) 3_656 . . . ?
C19 C18 C20 O4 -0.2(12) . . . . ?
C17 C18 C20 O4 -177.0(8) . . . . ?
C19 C18 C20 O3 173.7(8) . . . . ?
C17 C18 C20 O3 -3.1(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.085
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1410662'
_audit_update_record             
;
2015-09-01 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H54 Br4 N8 Ni4 O19'
_chemical_formula_weight         1697.55

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   9.2513(9)
_cell_length_b                   10.0437(10)
_cell_length_c                   17.4014(17)
_cell_angle_alpha                76.912(2)
_cell_angle_beta                 89.341(2)
_cell_angle_gamma                79.841(2)
_cell_volume                     1549.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1944
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      24.92

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             850
_exptl_absorpt_coefficient_mu    3.855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4116
_exptl_absorpt_correction_T_max  0.5775
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 SMART APEX II CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7734
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0642
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         25.05
_reflns_number_total             5397
_reflns_number_gt                4165
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0580P)²+1.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5397
_refine_ls_number_parameters     426
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1243
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.035
_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 0.17041(7) 0.41454(6) 0.21037(4) 0.01792(17) Uani 1 1 d . . .
Ni2 Ni 0.19341(7) 0.57519(6) 0.36318(4) 0.01895(17) Uani 1 1 d . . .
N1 N -0.0459(5) 0.4877(4) 0.1659(2) 0.0246(10) Uani 1 1 d . . .
N2 N -0.2791(5) 0.5079(5) 0.1326(3) 0.0278(10) Uani 1 1 d . . .
N3 N 0.2832(5) 0.9348(5) 0.4248(3) 0.0292(11) Uani 1 1 d . . .
N4 N 0.2320(5) 0.7360(5) 0.4099(3) 0.0275(10) Uani 1 1 d . . .
O1 O 0.2222(4) 0.6020(3) 0.1643(2) 0.0256(8) Uani 1 1 d . . .
O2 O 0.1516(4) 0.7153(3) 0.2595(2) 0.0259(8) Uani 1 1 d . . .
O3 O 0.1756(4) 1.2001(3) 0.2262(2) 0.0261(8) Uani 1 1 d . . .
O4 O 0.2458(4) 1.3235(3) 0.1159(2) 0.0308(9) Uani 1 1 d . . .
O5 O 0.3777(4) 0.3560(4) 0.2654(2) 0.0278(8) Uani 1 1 d . . .
O6 O 0.4041(4) 0.5039(4) 0.3412(2) 0.0270(8) Uani 1 1 d . . .
O7 O 1.1005(3) 0.4316(3) 0.32392(19) 0.0196(7) Uani 1 1 d . . .
O8 O 0.9456(4) 0.5502(4) 0.3902(2) 0.0285(9) Uani 1 1 d . . .
Br1 Br 0.33223(12) 0.98321(8) -0.09332(4) 0.0702(3) Uani 1 1 d . . .
Br2 Br 0.87466(7) -0.02558(6) 0.30424(4) 0.03993(19) Uani 1 1 d . . .
C1 C -0.1146(7) 0.2952(7) 0.1125(4) 0.0459(17) Uani 1 1 d . . .
H1C H -0.0534 0.3043 0.0673 0.069 Uiso 1 1 calc R . .
H1D H -0.2053 0.2709 0.0991 0.069 Uiso 1 1 calc R . .
H1E H -0.0650 0.2239 0.1549 0.069 Uiso 1 1 calc R . .
C2 C -0.1455(6) 0.4294(6) 0.1374(3) 0.0274(12) Uani 1 1 d . . .
C3 C -0.1237(6) 0.6121(6) 0.1770(3) 0.0301(13) Uani 1 1 d . . .
H3 H -0.0833 0.6774 0.1959 0.036 Uiso 1 1 calc R . .
C4 C -0.2660(6) 0.6255(6) 0.1568(3) 0.0329(13) Uani 1 1 d . . .
H4 H -0.3406 0.6998 0.1589 0.040 Uiso 1 1 calc R . .
C5 C -0.4169(6) 0.4774(6) 0.1037(3) 0.0334(14) Uani 1 1 d . . .
H5A H -0.5000 0.5256 0.1270 0.040 Uiso 1 1 calc R . .
H5B H -0.4172 0.3785 0.1202 0.040 Uiso 1 1 calc R . .
C6 C -0.4328(6) 0.5221(6) 0.0147(3) 0.0303(13) Uani 1 1 d . . .
H6A H -0.3455 0.4808 -0.0086 0.036 Uiso 1 1 calc R . .
H6B H -0.4422 0.6223 -0.0015 0.036 Uiso 1 1 calc R . .
C7 C 0.4437(10) 1.0579(7) 0.4863(6) 0.081(3) Uani 1 1 d . . .
H7A H 0.4892 1.1398 0.4740 0.098 Uiso 1 1 calc R . .
H7B H 0.3794 1.0671 0.5300 0.098 Uiso 1 1 calc R . .
C8 C 0.3481(7) 1.0615(6) 0.4158(4) 0.0409(15) Uani 1 1 d . . .
H8A H 0.2697 1.1418 0.4085 0.049 Uiso 1 1 calc R . .
H8B H 0.4065 1.0717 0.3688 0.049 Uiso 1 1 calc R . .
C9 C 0.1715(7) 0.9046(6) 0.4748(3) 0.0335(14) Uani 1 1 d . . .
H9 H 0.1266 0.9572 0.5090 0.040 Uiso 1 1 calc R . .
C10 C 0.1398(6) 0.7828(6) 0.4646(3) 0.0308(13) Uani 1 1 d . . .
H10 H 0.0671 0.7380 0.4904 0.037 Uiso 1 1 calc R . .
C11 C 0.3172(6) 0.8313(6) 0.3868(3) 0.0270(12) Uani 1 1 d . . .
C12 C 0.4394(7) 0.8219(7) 0.3310(4) 0.0444(16) Uani 1 1 d . . .
H12A H 0.5316 0.7954 0.3600 0.067 Uiso 1 1 calc R . .
H12B H 0.4363 0.9105 0.2952 0.067 Uiso 1 1 calc R . .
H12C H 0.4292 0.7536 0.3017 0.067 Uiso 1 1 calc R . .
C13 C 0.1966(6) 0.7088(5) 0.1916(3) 0.0222(11) Uani 1 1 d . . .
C14 C 0.2223(6) 0.8421(5) 0.1384(3) 0.0226(11) Uani 1 1 d . . .
C15 C 0.2099(6) 0.9601(5) 0.1684(3) 0.0248(12) Uani 1 1 d . . .
H15 H 0.1831 0.9561 0.2205 0.030 Uiso 1 1 calc R . .
C16 C 0.2369(6) 1.0838(5) 0.1219(3) 0.0293(13) Uani 1 1 d . . .
C17 C 0.2740(7) 1.0922(6) 0.0431(3) 0.0349(14) Uani 1 1 d . . .
H17 H 0.2920 1.1749 0.0111 0.042 Uiso 1 1 calc R . .
C18 C 0.2830(8) 0.9738(6) 0.0145(3) 0.0403(16) Uani 1 1 d . . .
C19 C 0.2613(7) 0.8491(5) 0.0604(3) 0.0301(13) Uani 1 1 d . . .
H19 H 0.2724 0.7704 0.0396 0.036 Uiso 1 1 calc R . .
C20 C 0.2219(6) 1.2092(5) 0.1562(3) 0.0234(11) Uani 1 1 d . . .
C21 C 0.4510(5) 0.4066(5) 0.3067(3) 0.0215(11) Uani 1 1 d . . .
C22 C 0.6125(5) 0.3486(5) 0.3171(3) 0.0213(11) Uani 1 1 d . . .
C23 C 0.6619(6) 0.2153(5) 0.3051(3) 0.0258(12) Uani 1 1 d . . .
H23 H 0.5957 0.1648 0.2908 0.031 Uiso 1 1 calc R . .
C24 C 0.8095(6) 0.1591(5) 0.3147(3) 0.0236(11) Uani 1 1 d . . .
C25 C 0.9124(6) 0.2366(5) 0.3301(3) 0.0237(11) Uani 1 1 d . . .
H25 H 1.0121 0.1995 0.3336 0.028 Uiso 1 1 calc R . .
C26 C 0.8630(5) 0.3707(5) 0.3401(3) 0.0187(10) Uani 1 1 d . . .
C27 C 0.9740(5) 0.4572(5) 0.3530(3) 0.0204(11) Uani 1 1 d . . .
C28 C 0.7133(5) 0.4232(5) 0.3364(3) 0.0226(11) Uani 1 1 d . . .
H28 H 0.6804 0.5100 0.3470 0.027 Uiso 1 1 calc R . .
O1W O 0.2259(4) 0.4351(4) 0.4758(2) 0.0345(9) Uani 1 1 d D . .
H1A H 0.170(4) 0.454(7) 0.510(2) 0.052 Uiso 1 1 d D . .
H1B H 0.3129(14) 0.415(2) 0.488(3) 0.052 Uiso 1 1 d D . .
O2W O 0.5000 0.5000 0.5000 0.102(3) Uani 1 2 d SD . .
H2A H 0.509(16) 0.52(2) 0.4519(15) 0.153 Uiso 0.50 1 d PD . .
H2B H 0.449(5) 0.563(15) 0.517(14) 0.153 Uiso 0.50 1 d PD . .


_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 O1 2.010(3) . ?
Ni1 O5 2.081(3) . ?
Ni1 N1 2.098(4) . ?
Ni1 O3 2.100(3) 1_545 ?
Ni1 O7 2.106(3) 1_455 ?
Ni1 O4 2.111(3) 1_545 ?
Ni1 C20 2.427(5) 1_545 ?
Ni2 O2 2.014(3) . ?
Ni2 O6 2.018(3) . ?
Ni2 O7 2.045(3) 1_455 ?
Ni2 N4 2.050(4) . ?
Ni2 O1W 2.127(4) . ?
Ni2 O8 2.380(4) 1_455 ?
N1 C2 1.331(7) . ?
N1 C3 1.380(7) . ?
N2 C2 1.336(7) . ?
N2 C4 1.366(7) . ?
N2 C5 1.481(6) . ?
N3 C11 1.344(7) . ?
N3 C9 1.374(7) . ?
N3 C8 1.477(7) . ?
N4 C11 1.336(7) . ?
N4 C10 1.377(7) . ?
O1 C13 1.254(6) . ?
O2 C13 1.260(6) . ?
O3 C20 1.276(6) . ?
O3 Ni1 2.100(3) 1_565 ?
O4 C20 1.256(6) . ?
O4 Ni1 2.111(3) 1_565 ?
O5 C21 1.238(6) . ?
O6 C21 1.271(6) . ?
O7 C27 1.277(6) . ?
O7 Ni2 2.045(3) 1_655 ?
O7 Ni1 2.106(3) 1_655 ?
O8 C27 1.243(6) . ?
O8 Ni2 2.380(4) 1_655 ?
Br1 C18 1.910(6) . ?
Br2 C24 1.896(5) . ?
C1 C2 1.487(8) . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?
C3 C4 1.342(8) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 C6 1.513(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C6 1.523(10) 2_465 ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C7 1.413(14) 2_676 ?
C7 C8 1.512(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.357(8) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.487(8) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.501(7) . ?
C14 C15 1.387(7) . ?
C14 C19 1.391(7) . ?
C15 C16 1.382(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.397(8) . ?
C16 C20 1.496(7) . ?
C17 C18 1.380(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.371(7) . ?
C19 H19 0.9300 . ?
C20 Ni1 2.427(5) 1_565 ?
C21 C22 1.502(7) . ?
C22 C28 1.382(7) . ?
C22 C23 1.398(7) . ?
C23 C24 1.379(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.394(7) . ?
C25 C26 1.393(7) . ?
C25 H25 0.9300 . ?
C26 C28 1.389(7) . ?
C26 C27 1.505(7) . ?
C28 H28 0.9300 . ?
O1W H1A 0.819(10) . ?
O1W H1B 0.814(10) . ?
O2W H2A 0.823(10) . ?
O2W H2B 0.822(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
O1 Ni1 O5 88.16(15) . . ?
O1 Ni1 N1 90.08(15) . . ?
O5 Ni1 N1 172.76(15) . . ?
O1 Ni1 O3 157.79(14) . 1_545 ?
O5 Ni1 O3 84.88(14) . 1_545 ?
N1 Ni1 O3 99.25(15) . 1_545 ?
O1 Ni1 O7 102.86(13) . 1_455 ?
O5 Ni1 O7 83.61(13) . 1_455 ?
N1 Ni1 O7 89.93(15) . 1_455 ?
O3 Ni1 O7 97.31(13) 1_545 1_455 ?
O1 Ni1 O4 96.32(14) . 1_545 ?
O5 Ni1 O4 91.16(15) . 1_545 ?
N1 Ni1 O4 96.02(16) . 1_545 ?
O3 Ni1 O4 62.84(13) 1_545 1_545 ?
O7 Ni1 O4 159.92(13) 1_455 1_545 ?
O1 Ni1 C20 127.23(16) . 1_545 ?
O5 Ni1 C20 88.44(15) . 1_545 ?
N1 Ni1 C20 98.20(16) . 1_545 ?
O3 Ni1 C20 31.69(15) 1_545 1_545 ?
O7 Ni1 C20 128.98(16) 1_455 1_545 ?
O4 Ni1 C20 31.16(15) 1_545 1_545 ?
O2 Ni2 O6 95.74(15) . . ?
O2 Ni2 O7 92.61(14) . 1_455 ?
O6 Ni2 O7 97.59(13) . 1_455 ?
O2 Ni2 N4 86.75(16) . . ?
O6 Ni2 N4 97.18(16) . . ?
O7 Ni2 N4 165.21(15) 1_455 . ?
O2 Ni2 O1W 176.22(15) . . ?
O6 Ni2 O1W 87.75(15) . . ?
O7 Ni2 O1W 88.35(15) 1_455 . ?
N4 Ni2 O1W 91.39(17) . . ?
O2 Ni2 O8 96.81(14) . 1_455 ?
O6 Ni2 O8 153.54(14) . 1_455 ?
O7 Ni2 O8 58.68(12) 1_455 1_455 ?
N4 Ni2 O8 106.70(15) . 1_455 ?
O1W Ni2 O8 80.57(14) . 1_455 ?
C2 N1 C3 104.4(4) . . ?
C2 N1 Ni1 133.6(4) . . ?
C3 N1 Ni1 121.0(3) . . ?
C2 N2 C4 107.6(4) . . ?
C2 N2 C5 127.0(5) . . ?
C4 N2 C5 125.3(5) . . ?
C11 N3 C9 107.7(4) . . ?
C11 N3 C8 128.3(5) . . ?
C9 N3 C8 124.1(5) . . ?
C11 N4 C10 106.0(4) . . ?
C11 N4 Ni2 131.7(4) . . ?
C10 N4 Ni2 120.8(4) . . ?
C13 O1 Ni1 128.0(3) . . ?
C13 O2 Ni2 130.0(3) . . ?
C20 O3 Ni1 88.4(3) . 1_565 ?
C20 O4 Ni1 88.5(3) . 1_565 ?
C21 O5 Ni1 135.3(3) . . ?
C21 O6 Ni2 127.2(3) . . ?
C27 O7 Ni2 97.7(3) . 1_655 ?
C27 O7 Ni1 133.2(3) . 1_655 ?
Ni2 O7 Ni1 111.64(15) 1_655 1_655 ?
C27 O8 Ni2 83.2(3) . 1_655 ?
C2 C1 H1C 109.5 . . ?
C2 C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
C2 C1 H1E 109.5 . . ?
H1C C1 H1E 109.5 . . ?
H1D C1 H1E 109.5 . . ?
N1 C2 N2 111.4(5) . . ?
N1 C2 C1 125.2(5) . . ?
N2 C2 C1 123.3(5) . . ?
C4 C3 N1 110.5(5) . . ?
C4 C3 H3 124.8 . . ?
N1 C3 H3 124.8 . . ?
C3 C4 N2 106.1(5) . . ?
C3 C4 H4 127.0 . . ?
N2 C4 H4 127.0 . . ?
N2 C5 C6 111.4(4) . . ?
N2 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
N2 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 C6 110.8(5) . 2_465 ?
C5 C6 H6A 109.5 . . ?
C6 C6 H6A 109.5 2_465 . ?
C5 C6 H6B 109.5 . . ?
C6 C6 H6B 109.5 2_465 . ?
H6A C6 H6B 108.1 . . ?
C7 C7 C8 119.5(9) 2_676 . ?
C7 C7 H7A 107.4 2_676 . ?
C8 C7 H7A 107.4 . . ?
C7 C7 H7B 107.4 2_676 . ?
C8 C7 H7B 107.4 . . ?
H7A C7 H7B 107.0 . . ?
N3 C8 C7 112.3(5) . . ?
N3 C8 H8A 109.1 . . ?
C7 C8 H8A 109.1 . . ?
N3 C8 H8B 109.1 . . ?
C7 C8 H8B 109.1 . . ?
H8A C8 H8B 107.9 . . ?
C10 C9 N3 106.4(5) . . ?
C10 C9 H9 126.8 . . ?
N3 C9 H9 126.8 . . ?
C9 C10 N4 109.3(5) . . ?
C9 C10 H10 125.3 . . ?
N4 C10 H10 125.3 . . ?
N4 C11 N3 110.5(5) . . ?
N4 C11 C12 125.5(5) . . ?
N3 C11 C12 123.9(5) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C13 O2 126.4(5) . . ?
O1 C13 C14 117.0(5) . . ?
O2 C13 C14 116.7(4) . . ?
C15 C14 C19 119.4(5) . . ?
C15 C14 C13 119.1(5) . . ?
C19 C14 C13 121.5(4) . . ?
C16 C15 C14 120.8(5) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 120.2(5) . . ?
C15 C16 C20 119.3(5) . . ?
C17 C16 C20 120.5(5) . . ?
C18 C17 C16 117.8(5) . . ?
C18 C17 H17 121.1 . . ?
C16 C17 H17 121.1 . . ?
C19 C18 C17 122.9(5) . . ?
C19 C18 Br1 118.6(4) . . ?
C17 C18 Br1 118.5(4) . . ?
C18 C19 C14 118.9(5) . . ?
C18 C19 H19 120.5 . . ?
C14 C19 H19 120.5 . . ?
O4 C20 O3 120.2(4) . . ?
O4 C20 C16 121.3(5) . . ?
O3 C20 C16 118.4(5) . . ?
O4 C20 Ni1 60.4(3) . 1_565 ?
O3 C20 Ni1 59.9(2) . 1_565 ?
C16 C20 Ni1 174.1(4) . 1_565 ?
O5 C21 O6 126.7(5) . . ?
O5 C21 C22 117.3(4) . . ?
O6 C21 C22 116.0(4) . . ?
C28 C22 C23 119.2(5) . . ?
C28 C22 C21 122.5(5) . . ?
C23 C22 C21 118.3(4) . . ?
C24 C23 C22 119.6(5) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 121.3(5) . . ?
C23 C24 Br2 119.4(4) . . ?
C25 C24 Br2 119.3(4) . . ?
C26 C25 C24 118.9(5) . . ?
C26 C25 H25 120.6 . . ?
C24 C25 H25 120.6 . . ?
C28 C26 C25 119.7(5) . . ?
C28 C26 C27 121.3(4) . . ?
C25 C26 C27 119.0(4) . . ?
O8 C27 O7 120.4(4) . . ?
O8 C27 C26 122.2(5) . . ?
O7 C27 C26 117.3(4) . . ?
C22 C28 C26 121.1(5) . . ?
C22 C28 H28 119.4 . . ?
C26 C28 H28 119.4 . . ?
Ni2 O1W H1A 116(4) . . ?
Ni2 O1W H1B 110(3) . . ?
H1A O1W H1B 116(2) . . ?
H2A O2W H2B 115(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
O1 Ni1 N1 C2 145.6(5) . . . . ?
O3 Ni1 N1 C2 -14.2(5) 1_545 . . . ?
O7 Ni1 N1 C2 -111.5(5) 1_455 . . . ?
O4 Ni1 N1 C2 49.2(5) 1_545 . . . ?
C20 Ni1 N1 C2 17.9(5) 1_545 . . . ?
O1 Ni1 N1 C3 -48.3(4) . . . . ?
O3 Ni1 N1 C3 152.0(4) 1_545 . . . ?
O7 Ni1 N1 C3 54.6(4) 1_455 . . . ?
O4 Ni1 N1 C3 -144.7(4) 1_545 . . . ?
C20 Ni1 N1 C3 -176.0(4) 1_545 . . . ?
O2 Ni2 N4 C11 -51.0(5) . . . . ?
O6 Ni2 N4 C11 44.4(5) . . . . ?
O7 Ni2 N4 C11 -138.9(6) 1_455 . . . ?
O1W Ni2 N4 C11 132.3(5) . . . . ?
O8 Ni2 N4 C11 -147.2(5) 1_455 . . . ?
O2 Ni2 N4 C10 112.9(4) . . . . ?
O6 Ni2 N4 C10 -151.7(4) . . . . ?
O7 Ni2 N4 C10 25.0(9) 1_455 . . . ?
O1W Ni2 N4 C10 -63.8(4) . . . . ?
O8 Ni2 N4 C10 16.7(4) 1_455 . . . ?
O5 Ni1 O1 C13 -93.2(4) . . . . ?
N1 Ni1 O1 C13 79.7(4) . . . . ?
O3 Ni1 O1 C13 -164.9(4) 1_545 . . . ?
O7 Ni1 O1 C13 -10.2(4) 1_455 . . . ?
O4 Ni1 O1 C13 175.8(4) 1_545 . . . ?
C20 Ni1 O1 C13 -179.9(4) 1_545 . . . ?
O6 Ni2 O2 C13 36.0(4) . . . . ?
O7 Ni2 O2 C13 -61.9(4) 1_455 . . . ?
N4 Ni2 O2 C13 132.9(4) . . . . ?
O8 Ni2 O2 C13 -120.7(4) 1_455 . . . ?
O1 Ni1 O5 C21 49.9(5) . . . . ?
O3 Ni1 O5 C21 -151.3(5) 1_545 . . . ?
O7 Ni1 O5 C21 -53.3(5) 1_455 . . . ?
O4 Ni1 O5 C21 146.2(5) 1_545 . . . ?
C20 Ni1 O5 C21 177.2(5) 1_545 . . . ?
O2 Ni2 O6 C21 -88.0(4) . . . . ?
O7 Ni2 O6 C21 5.4(4) 1_455 . . . ?
N4 Ni2 O6 C21 -175.5(4) . . . . ?
O1W Ni2 O6 C21 93.4(4) . . . . ?
O8 Ni2 O6 C21 30.0(6) 1_455 . . . ?
C3 N1 C2 N2 -1.8(6) . . . . ?
Ni1 N1 C2 N2 166.0(4) . . . . ?
C3 N1 C2 C1 177.3(6) . . . . ?
Ni1 N1 C2 C1 -14.9(9) . . . . ?
C4 N2 C2 N1 1.9(6) . . . . ?
C5 N2 C2 N1 179.9(4) . . . . ?
C4 N2 C2 C1 -177.2(5) . . . . ?
C5 N2 C2 C1 0.7(9) . . . . ?
C2 N1 C3 C4 1.0(6) . . . . ?
Ni1 N1 C3 C4 -168.7(4) . . . . ?
N1 C3 C4 N2 0.1(6) . . . . ?
C2 N2 C4 C3 -1.2(6) . . . . ?
C5 N2 C4 C3 -179.2(5) . . . . ?
C2 N2 C5 C6 -84.0(7) . . . . ?
C4 N2 C5 C6 93.7(6) . . . . ?
N2 C5 C6 C6 174.6(6) . . . 2_465 ?
C11 N3 C8 C7 -108.4(7) . . . . ?
C9 N3 C8 C7 72.8(8) . . . . ?
C7 C7 C8 N3 52.2(14) 2_676 . . . ?
C11 N3 C9 C10 -0.8(6) . . . . ?
C8 N3 C9 C10 178.2(5) . . . . ?
N3 C9 C10 N4 1.1(6) . . . . ?
C11 N4 C10 C9 -0.9(6) . . . . ?
Ni2 N4 C10 C9 -168.4(4) . . . . ?
C10 N4 C11 N3 0.3(6) . . . . ?
Ni2 N4 C11 N3 166.0(4) . . . . ?
C10 N4 C11 C12 176.7(6) . . . . ?
Ni2 N4 C11 C12 -17.6(9) . . . . ?
C9 N3 C11 N4 0.3(6) . . . . ?
C8 N3 C11 N4 -178.7(5) . . . . ?
C9 N3 C11 C12 -176.2(5) . . . . ?
C8 N3 C11 C12 4.9(9) . . . . ?
Ni1 O1 C13 O2 11.0(8) . . . . ?
Ni1 O1 C13 C14 -169.2(3) . . . . ?
Ni2 O2 C13 O1 33.9(8) . . . . ?
Ni2 O2 C13 C14 -146.0(4) . . . . ?
O1 C13 C14 C15 -173.6(5) . . . . ?
O2 C13 C14 C15 6.3(7) . . . . ?
O1 C13 C14 C19 5.0(8) . . . . ?
O2 C13 C14 C19 -175.1(5) . . . . ?
C19 C14 C15 C16 -0.5(8) . . . . ?
C13 C14 C15 C16 178.1(5) . . . . ?
C14 C15 C16 C17 1.4(9) . . . . ?
C14 C15 C16 C20 179.8(5) . . . . ?
C15 C16 C17 C18 -0.3(9) . . . . ?
C20 C16 C17 C18 -178.6(5) . . . . ?
C16 C17 C18 C19 -1.8(10) . . . . ?
C16 C17 C18 Br1 179.6(5) . . . . ?
C17 C18 C19 C14 2.8(10) . . . . ?
Br1 C18 C19 C14 -178.6(4) . . . . ?
C15 C14 C19 C18 -1.5(9) . . . . ?
C13 C14 C19 C18 179.9(5) . . . . ?
Ni1 O4 C20 O3 -2.4(5) 1_565 . . . ?
Ni1 O4 C20 C16 173.4(5) 1_565 . . . ?
Ni1 O3 C20 O4 2.4(5) 1_565 . . . ?
Ni1 O3 C20 C16 -173.5(4) 1_565 . . . ?
C15 C16 C20 O4 179.8(5) . . . . ?
C17 C16 C20 O4 -1.9(8) . . . . ?
C15 C16 C20 O3 -4.3(8) . . . . ?
C17 C16 C20 O3 174.0(5) . . . . ?
Ni1 O5 C21 O6 15.2(8) . . . . ?
Ni1 O5 C21 C22 -164.2(3) . . . . ?
Ni2 O6 C21 O5 16.5(8) . . . . ?
Ni2 O6 C21 C22 -164.1(3) . . . . ?
O5 C21 C22 C28 156.5(5) . . . . ?
O6 C21 C22 C28 -23.0(7) . . . . ?
O5 C21 C22 C23 -22.1(7) . . . . ?
O6 C21 C22 C23 158.4(5) . . . . ?
C28 C22 C23 C24 1.6(8) . . . . ?
C21 C22 C23 C24 -179.7(5) . . . . ?
C22 C23 C24 C25 -5.0(8) . . . . ?
C22 C23 C24 Br2 176.4(4) . . . . ?
C23 C24 C25 C26 3.5(8) . . . . ?
Br2 C24 C25 C26 -178.0(4) . . . . ?
C24 C25 C26 C28 1.4(7) . . . . ?
C24 C25 C26 C27 -177.2(4) . . . . ?
Ni2 O8 C27 O7 -1.1(4) 1_655 . . . ?
Ni2 O8 C27 C26 179.0(4) 1_655 . . . ?
Ni2 O7 C27 O8 1.2(5) 1_655 . . . ?
Ni1 O7 C27 O8 -128.3(4) 1_655 . . . ?
Ni2 O7 C27 C26 -178.8(4) 1_655 . . . ?
Ni1 O7 C27 C26 51.7(6) 1_655 . . . ?
C28 C26 C27 O8 28.9(7) . . . . ?
C25 C26 C27 O8 -152.6(5) . . . . ?
C28 C26 C27 O7 -151.0(5) . . . . ?
C25 C26 C27 O7 27.5(6) . . . . ?
C23 C22 C28 C26 3.2(8) . . . . ?
C21 C22 C28 C26 -175.4(5) . . . . ?
C25 C26 C28 C22 -4.8(8) . . . . ?
C27 C26 C28 C22 173.8(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1A O8 0.819(10) 2.02(2) 2.822(5) 165(6) 2_666
O1W H1B O2W 0.814(10) 2.092(6) 2.787(4) 143.2(18) .
O2W H2A O6 0.823(10) 2.203(18) 2.902(4) 143(2) .
O2W H2B N4 0.822(10) 2.8(2) 3.249(4) 115(18) .

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.995
_refine_diff_density_min         -1.552
_refine_diff_density_rms         0.118
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1410663'
_audit_update_record             
;
2015-07-04 deposited with the CCDC.
2015-09-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H29 Br N5 Ni O5'
_chemical_formula_weight         606.14

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'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/m

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

_cell_length_a                   8.8813(18)
_cell_length_b                   17.915(4)
_cell_length_c                   17.223(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.942(4)
_cell_angle_gamma                90.00
_cell_volume                     2720.3(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    992
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      18.50

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1244
_exptl_absorpt_coefficient_mu    2.224
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5955
_exptl_absorpt_correction_T_max  0.7314
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 SMART APEX II CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13740
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_av_sigmaI/netI    0.1073
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4957
_reflns_number_gt                2515
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          SQUEEZE

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.4586P] 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         4957
_refine_ls_number_parameters     282
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1345
_refine_ls_R_factor_gt           0.0781
_refine_ls_wR_factor_ref         0.2274
_refine_ls_wR_factor_gt          0.2014
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.067
_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 0.45842(10) 0.49829(5) 0.25951(5) 0.0325(3) Uani 1 1 d . . .
N1 N 0.6662(7) 0.4876(3) 0.2215(4) 0.0386(16) Uani 1 1 d . . .
N2 N 0.8662(7) 0.5083(4) 0.1599(4) 0.0411(16) Uani 1 1 d . . .
N3 N 0.7047(7) 0.5106(4) 0.4814(4) 0.0493(18) Uani 1 1 d . . .
N4 N 0.5520(7) 0.4946(4) 0.3732(3) 0.0402(15) Uani 1 1 d . . .
O1 O 0.4066(6) 0.3862(3) 0.2575(3) 0.0498(15) Uani 1 1 d . . .
O2 O 0.3339(6) 0.4494(3) 0.1498(3) 0.0493(15) Uani 1 1 d . . .
O3 O 0.2413(6) 0.5520(3) 0.2845(3) 0.0434(13) Uani 1 1 d . . .
O4 O 0.4279(6) 0.6110(2) 0.2408(3) 0.0390(13) Uani 1 1 d . . .
Br1 Br 0.0431(3) 0.2500 -0.05528(11) 0.1255(9) Uani 1 2 d S . .
Br2 Br -0.23669(18) 0.7500 0.24030(11) 0.0906(6) Uani 1 2 d S . .
C1 C 0.6246(10) 0.5654(5) 0.0991(5) 0.064(3) Uani 1 1 d . . .
H1A H 0.6686 0.6140 0.0953 0.096 Uiso 1 1 calc R . .
H1B H 0.5242 0.5704 0.1138 0.096 Uiso 1 1 calc R . .
H1C H 0.6195 0.5406 0.0494 0.096 Uiso 1 1 calc R . .
C2 C 0.7192(9) 0.5210(4) 0.1589(4) 0.0367(19) Uani 1 1 d . . .
C3 C 0.7865(9) 0.4526(5) 0.2606(4) 0.043(2) Uani 1 1 d . . .
H3 H 0.7850 0.4247 0.3060 0.052 Uiso 1 1 calc R . .
C4 C 0.9121(9) 0.4648(5) 0.2228(5) 0.047(2) Uani 1 1 d . . .
H4 H 1.0096 0.4468 0.2374 0.056 Uiso 1 1 calc R . .
C5 C 0.9632(10) 0.5331(5) 0.1037(5) 0.049(2) Uani 1 1 d . . .
H5A H 1.0679 0.5300 0.1272 0.059 Uiso 1 1 calc R . .
H5B H 0.9412 0.5851 0.0913 0.059 Uiso 1 1 calc R . .
C6 C 0.9453(9) 0.4883(4) 0.0283(4) 0.042(2) Uani 1 1 d . . .
H6A H 0.9611 0.4359 0.0408 0.050 Uiso 1 1 calc R . .
H6B H 0.8423 0.4940 0.0030 0.050 Uiso 1 1 calc R . .
C7 C 0.9684(14) 0.5016(8) 0.5347(6) 0.115(4) Uani 1 1 d U . .
H7 H 1.0197 0.4796 0.5792 0.137 Uiso 1 1 calc R . .
C8 C 0.8189(10) 0.5398(6) 0.5406(5) 0.062(3) Uani 1 1 d U . .
H8A H 0.7883 0.5314 0.5920 0.075 Uiso 1 1 calc R . .
H8B H 0.8297 0.5932 0.5333 0.075 Uiso 1 1 calc R . .
C9 C 0.6460(11) 0.4403(6) 0.4838(5) 0.057(2) Uani 1 1 d . . .
H9 H 0.6668 0.4053 0.5236 0.068 Uiso 1 1 calc R . .
C10 C 0.5531(9) 0.4321(5) 0.4178(5) 0.045(2) Uani 1 1 d . . .
H10 H 0.4966 0.3893 0.4040 0.054 Uiso 1 1 calc R . .
C11 C 0.6482(8) 0.5410(5) 0.4135(5) 0.042(2) Uani 1 1 d . . .
C12 C 0.6859(12) 0.6166(5) 0.3911(5) 0.072(3) Uani 1 1 d . . .
H12A H 0.6647 0.6219 0.3354 0.107 Uiso 1 1 calc R . .
H12B H 0.7916 0.6259 0.4070 0.107 Uiso 1 1 calc R . .
H12C H 0.6261 0.6518 0.4162 0.107 Uiso 1 1 calc R . .
C13 C 0.3455(10) 0.3903(4) 0.1866(5) 0.046(2) Uani 1 1 d . . .
C14 C 0.2966(9) 0.3176(4) 0.1488(5) 0.0411(19) Uani 1 1 d . . .
C15 C 0.2119(10) 0.3169(4) 0.0754(5) 0.051(2) Uani 1 1 d . . .
H15 H 0.1840 0.3614 0.0499 0.061 Uiso 1 1 calc R . .
C16 C 0.1701(17) 0.2500 0.0412(7) 0.063(4) Uani 1 2 d S . .
C17 C 0.3417(12) 0.2500 0.1847(6) 0.041(3) Uani 1 2 d S . .
H17 H 0.4021 0.2500 0.2327 0.049 Uiso 1 2 calc SR . .
C18 C 0.2983(9) 0.6101(4) 0.2637(4) 0.0349(18) Uani 1 1 d . . .
C19 C 0.2113(8) 0.6825(4) 0.2642(4) 0.0329(17) Uani 1 1 d . . .
C20 C 0.0579(9) 0.6824(4) 0.2621(4) 0.0407(19) Uani 1 1 d . . .
H20 H 0.0059 0.6374 0.2616 0.049 Uiso 1 1 calc R . .
C21 C -0.0228(12) 0.7500 0.2606(7) 0.048(3) Uani 1 2 d S . .
C22 C 0.2862(11) 0.7500 0.2633(6) 0.032(2) Uani 1 2 d S . .
H22 H 0.3906 0.7500 0.2620 0.038 Uiso 1 2 calc SR . .


_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 N4 2.034(6) . ?
Ni1 N1 2.040(6) . ?
Ni1 O4 2.058(5) . ?
Ni1 O1 2.060(5) . ?
Ni1 O3 2.243(5) . ?
Ni1 O2 2.248(5) . ?
N1 C3 1.347(9) . ?
N1 C2 1.366(9) . ?
N2 C2 1.324(10) . ?
N2 C4 1.356(9) . ?
N2 C5 1.442(9) . ?
N3 C11 1.331(9) . ?
N3 C9 1.367(11) . ?
N3 C8 1.446(10) . ?
N4 C11 1.326(10) . ?
N4 C10 1.358(9) . ?
O1 C13 1.278(9) . ?
O2 C13 1.233(9) . ?
O3 C18 1.229(8) . ?
O4 C18 1.260(8) . ?
Br1 C16 1.893(12) . ?
Br2 C21 1.890(11) . ?
C1 C2 1.480(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C3 C4 1.376(10) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 C6 1.519(10) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C6 1.516(13) 3_765 ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C7 1.38(2) 3_766 ?
C7 C8 1.508(14) . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.331(11) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.458(11) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.497(10) . ?
C14 C15 1.391(10) . ?
C14 C17 1.395(9) . ?
C15 C16 1.366(9) . ?
C15 H15 0.9300 . ?
C16 C15 1.366(9) 4_565 ?
C17 C14 1.395(9) 4_565 ?
C17 H17 0.9300 . ?
C18 C19 1.511(9) . ?
C19 C20 1.358(10) . ?
C19 C22 1.382(8) . ?
C20 C21 1.405(9) . ?
C20 H20 0.9300 . ?
C21 C20 1.405(9) 4_575 ?
C22 C19 1.382(8) 4_575 ?
C22 H22 0.9300 . ?

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
N4 Ni1 N1 91.5(2) . . ?
N4 Ni1 O4 102.3(2) . . ?
N1 Ni1 O4 98.6(2) . . ?
N4 Ni1 O1 92.8(2) . . ?
N1 Ni1 O1 96.5(2) . . ?
O4 Ni1 O1 158.3(2) . . ?
N4 Ni1 O3 95.2(2) . . ?
N1 Ni1 O3 159.0(2) . . ?
O4 Ni1 O3 60.58(19) . . ?
O1 Ni1 O3 103.1(2) . . ?
N4 Ni1 O2 154.0(2) . . ?
N1 Ni1 O2 93.8(2) . . ?
O4 Ni1 O2 102.05(19) . . ?
O1 Ni1 O2 61.3(2) . . ?
O3 Ni1 O2 88.9(2) . . ?
C3 N1 C2 105.7(6) . . ?
C3 N1 Ni1 125.2(5) . . ?
C2 N1 Ni1 128.6(5) . . ?
C2 N2 C4 108.1(6) . . ?
C2 N2 C5 127.3(7) . . ?
C4 N2 C5 124.5(7) . . ?
C11 N3 C9 107.4(7) . . ?
C11 N3 C8 128.9(8) . . ?
C9 N3 C8 123.3(8) . . ?
C11 N4 C10 105.2(7) . . ?
C11 N4 Ni1 130.2(6) . . ?
C10 N4 Ni1 123.0(6) . . ?
C13 O1 Ni1 91.6(5) . . ?
C13 O2 Ni1 84.3(5) . . ?
C18 O3 Ni1 85.0(4) . . ?
C18 O4 Ni1 92.6(4) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C2 N1 110.3(6) . . ?
N2 C2 C1 125.3(7) . . ?
N1 C2 C1 124.3(7) . . ?
N1 C3 C4 109.2(7) . . ?
N1 C3 H3 125.4 . . ?
C4 C3 H3 125.4 . . ?
N2 C4 C3 106.7(7) . . ?
N2 C4 H4 126.7 . . ?
C3 C4 H4 126.7 . . ?
N2 C5 C6 113.7(7) . . ?
N2 C5 H5A 108.8 . . ?
C6 C5 H5A 108.8 . . ?
N2 C5 H5B 108.8 . . ?
C6 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C6 C6 C5 113.2(8) 3_765 . ?
C6 C6 H6A 108.9 3_765 . ?
C5 C6 H6A 108.9 . . ?
C6 C6 H6B 108.9 3_765 . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C7 C7 C8 122.0(15) 3_766 . ?
C7 C7 H7 119.0 3_766 . ?
C8 C7 H7 119.0 . . ?
N3 C8 C7 109.7(8) . . ?
N3 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
N3 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C10 C9 N3 106.0(7) . . ?
C10 C9 H9 127.0 . . ?
N3 C9 H9 127.0 . . ?
C9 C10 N4 110.7(8) . . ?
C9 C10 H10 124.7 . . ?
N4 C10 H10 124.7 . . ?
N4 C11 N3 110.7(7) . . ?
N4 C11 C12 126.7(8) . . ?
N3 C11 C12 122.5(8) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 O1 122.7(7) . . ?
O2 C13 C14 121.5(8) . . ?
O1 C13 C14 115.7(7) . . ?
C15 C14 C17 119.3(8) . . ?
C15 C14 C13 120.0(7) . . ?
C17 C14 C13 120.6(7) . . ?
C16 C15 C14 119.2(8) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C15 122.6(11) . 4_565 ?
C15 C16 Br1 118.7(5) . . ?
C15 C16 Br1 118.7(5) 4_565 . ?
C14 C17 C14 120.3(10) 4_565 . ?
C14 C17 H17 119.8 4_565 . ?
C14 C17 H17 119.8 . . ?
O3 C18 O4 121.8(6) . . ?
O3 C18 C19 119.7(7) . . ?
O4 C18 C19 118.5(6) . . ?
C20 C19 C22 118.9(7) . . ?
C20 C19 C18 120.8(7) . . ?
C22 C19 C18 120.3(7) . . ?
C19 C20 C21 120.5(8) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C20 118.9(10) 4_575 . ?
C20 C21 Br2 120.2(5) 4_575 . ?
C20 C21 Br2 120.2(5) . . ?
C19 C22 C19 122.2(10) . 4_575 ?
C19 C22 H22 118.9 . . ?
C19 C22 H22 118.9 4_575 . ?

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
N4 Ni1 N1 C3 28.4(6) . . . . ?
O4 Ni1 N1 C3 131.1(6) . . . . ?
O1 Ni1 N1 C3 -64.6(6) . . . . ?
O3 Ni1 N1 C3 136.9(6) . . . . ?
O2 Ni1 N1 C3 -126.1(6) . . . . ?
N4 Ni1 N1 C2 -142.4(6) . . . . ?
O4 Ni1 N1 C2 -39.7(6) . . . . ?
O1 Ni1 N1 C2 124.6(6) . . . . ?
O3 Ni1 N1 C2 -33.9(10) . . . . ?
O2 Ni1 N1 C2 63.1(6) . . . . ?
N1 Ni1 N4 C11 63.5(7) . . . . ?
O4 Ni1 N4 C11 -35.6(7) . . . . ?
O1 Ni1 N4 C11 160.0(7) . . . . ?
O3 Ni1 N4 C11 -96.6(7) . . . . ?
O2 Ni1 N4 C11 165.2(6) . . . . ?
N1 Ni1 N4 C10 -99.9(6) . . . . ?
O4 Ni1 N4 C10 161.0(5) . . . . ?
O1 Ni1 N4 C10 -3.4(6) . . . . ?
O3 Ni1 N4 C10 100.0(6) . . . . ?
O2 Ni1 N4 C10 1.8(9) . . . . ?
N4 Ni1 O1 C13 178.7(5) . . . . ?
N1 Ni1 O1 C13 -89.5(5) . . . . ?
O4 Ni1 O1 C13 44.2(8) . . . . ?
O3 Ni1 O1 C13 82.8(5) . . . . ?
O2 Ni1 O1 C13 1.3(4) . . . . ?
N4 Ni1 O2 C13 -7.3(8) . . . . ?
N1 Ni1 O2 C13 93.9(5) . . . . ?
O4 Ni1 O2 C13 -166.5(5) . . . . ?
O1 Ni1 O2 C13 -1.4(5) . . . . ?
O3 Ni1 O2 C13 -106.9(5) . . . . ?
N4 Ni1 O3 C18 100.5(4) . . . . ?
N1 Ni1 O3 C18 -7.4(8) . . . . ?
O4 Ni1 O3 C18 -0.7(4) . . . . ?
O1 Ni1 O3 C18 -165.4(4) . . . . ?
O2 Ni1 O3 C18 -105.2(4) . . . . ?
N4 Ni1 O4 C18 -88.3(4) . . . . ?
N1 Ni1 O4 C18 178.3(4) . . . . ?
O1 Ni1 O4 C18 44.8(7) . . . . ?
O3 Ni1 O4 C18 0.7(4) . . . . ?
O2 Ni1 O4 C18 82.5(4) . . . . ?
C4 N2 C2 N1 1.2(8) . . . . ?
C5 N2 C2 N1 179.2(7) . . . . ?
C4 N2 C2 C1 -179.2(8) . . . . ?
C5 N2 C2 C1 -1.1(12) . . . . ?
C3 N1 C2 N2 -1.0(8) . . . . ?
Ni1 N1 C2 N2 171.2(5) . . . . ?
C3 N1 C2 C1 179.4(8) . . . . ?
Ni1 N1 C2 C1 -8.4(11) . . . . ?
C2 N1 C3 C4 0.4(9) . . . . ?
Ni1 N1 C3 C4 -172.1(5) . . . . ?
C2 N2 C4 C3 -0.9(9) . . . . ?
C5 N2 C4 C3 -179.0(7) . . . . ?
N1 C3 C4 N2 0.3(9) . . . . ?
C2 N2 C5 C6 -77.0(10) . . . . ?
C4 N2 C5 C6 100.8(9) . . . . ?
N2 C5 C6 C6 -176.4(8) . . . 3_765 ?
C11 N3 C8 C7 -102.3(11) . . . . ?
C9 N3 C8 C7 70.7(11) . . . . ?
C7 C7 C8 N3 53(2) 3_766 . . . ?
C11 N3 C9 C10 -1.6(9) . . . . ?
C8 N3 C9 C10 -175.9(7) . . . . ?
N3 C9 C10 N4 0.6(9) . . . . ?
C11 N4 C10 C9 0.7(8) . . . . ?
Ni1 N4 C10 C9 167.7(5) . . . . ?
C10 N4 C11 N3 -1.8(8) . . . . ?
Ni1 N4 C11 N3 -167.4(5) . . . . ?
C10 N4 C11 C12 -179.1(8) . . . . ?
Ni1 N4 C11 C12 15.3(12) . . . . ?
C9 N3 C11 N4 2.2(9) . . . . ?
C8 N3 C11 N4 176.0(7) . . . . ?
C9 N3 C11 C12 179.6(8) . . . . ?
C8 N3 C11 C12 -6.5(13) . . . . ?
Ni1 O2 C13 O1 2.3(8) . . . . ?
Ni1 O2 C13 C14 -174.0(7) . . . . ?
Ni1 O1 C13 O2 -2.5(8) . . . . ?
Ni1 O1 C13 C14 174.0(6) . . . . ?
O2 C13 C14 C15 -11.7(12) . . . . ?
O1 C13 C14 C15 171.8(7) . . . . ?
O2 C13 C14 C17 165.1(9) . . . . ?
O1 C13 C14 C17 -11.5(12) . . . . ?
C17 C14 C15 C16 2.3(14) . . . . ?
C13 C14 C15 C16 179.0(10) . . . . ?
C14 C15 C16 C15 -2(2) . . . 4_565 ?
C14 C15 C16 Br1 175.7(7) . . . . ?
C15 C14 C17 C14 -2.8(16) . . . 4_565 ?
C13 C14 C17 C14 -179.5(6) . . . 4_565 ?
Ni1 O3 C18 O4 1.2(7) . . . . ?
Ni1 O3 C18 C19 -179.6(6) . . . . ?
Ni1 O4 C18 O3 -1.3(7) . . . . ?
Ni1 O4 C18 C19 179.5(5) . . . . ?
O3 C18 C19 C20 -21.7(10) . . . . ?
O4 C18 C19 C20 157.6(7) . . . . ?
O3 C18 C19 C22 161.3(8) . . . . ?
O4 C18 C19 C22 -19.5(11) . . . . ?
C22 C19 C20 C21 -1.3(12) . . . . ?
C18 C19 C20 C21 -178.4(8) . . . . ?
C19 C20 C21 C20 -0.5(16) . . . 4_575 ?
C19 C20 C21 Br2 169.5(6) . . . . ?
C20 C19 C22 C19 3.3(14) . . . 4_575 ?
C18 C19 C22 C19 -179.6(6) . . . 4_575 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.102
_refine_diff_density_min         -1.428
_refine_diff_density_rms         0.127

# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.142 0.250 0.257 446 122 ' '
2 0.164 0.750 0.743 446 122 ' '
_platon_squeeze_details          ?
