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

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

data_PT0060
_audit_block_doi                 10.5517/cc1jbd9k
_database_code_depnum_ccdc_archive 'CCDC 1410168'
_audit_update_record             
;
2015-10-26 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;
_audit_creation_date             10-11-12
_audit_creation_method           CRYSTALS_ver_14.09

_oxford_structure_analysis_title 'pt0060 in P-1'
_chemical_name_systematic        ?
_chemical_melting_point          ?

#end of refcif 
_cell_length_a                   13.3844(5)
_cell_length_b                   13.4679(5)
_cell_length_c                   14.6001(5)
_cell_angle_alpha                88.558(3)
_cell_angle_beta                 78.659(3)
_cell_angle_gamma                76.108(3)
_cell_volume                     2504.27(16)

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  -P1
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.6763 1.2805 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            6

# Given Formula = C17 H19 Br1 N1 O2 
# Dc =      1.39 Fooo =   1116.00 Mu =     33.83 M =   1047.74
# Found Formula = C18 H20 Br1 N1 O2 
# Dc =      1.44 FOOO =   1116.00 Mu =     34.05 M =   1086.80

_chemical_formula_sum            'C18 H20 Br1 N1 O2'
_chemical_formula_moiety         'C18 H20 Br1 N1 O2'
_chemical_compound_source        ?
_chemical_formula_weight         362.27


_cell_measurement_reflns_used    27030
_cell_measurement_theta_min      3
_cell_measurement_theta_max      74
_cell_measurement_temperature    100

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_min          0.023
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_max          0.268

_exptl_crystal_density_diffrn    1.441
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1116
_exptl_absorpt_coefficient_mu    3.405

# Sheldrick geometric approximatio 0.63 0.92 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.92
_diffrn_measurement_device_type  'Oxford Diffraction SUPERNOVA'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       CRYSALIS
_computing_cell_refinement       'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            48859
_reflns_number_total             9979
_diffrn_reflns_av_R_equivalents  0.054
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 9979 
# Theoretical number of reflections is about 20435 


_diffrn_reflns_theta_min         3.088
_diffrn_reflns_theta_max         74.317
_diffrn_measured_fraction_theta_max 0.977

_diffrn_reflns_theta_full        69.858
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -16
_reflns_limit_h_max              16
_reflns_limit_k_min              -16
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.62
_refine_diff_density_max         0.72


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         9945
_refine_ls_number_restraints     4
_refine_ls_number_parameters     611
_oxford_refine_ls_R_factor_ref   0.0354
_refine_ls_wR_factor_ref         0.0525
_refine_ls_goodness_of_fit_ref   0.9997
_refine_ls_shift/su_max          0.0025160
_refine_ls_shift/su_mean         0.0000520


# The values computed from all data 
_oxford_reflns_number_all        9945
_refine_ls_R_factor_all          0.0354
_refine_ls_wR_factor_all         0.0525

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                8877
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_gt          0.0518

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
 Method= 
 SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O11 O 0.49824(9) 0.10153(9) 0.84430(8) 0.0202 1.0000 Uani D . . . . .
C11 C 0.42942(12) 0.11714(11) 0.92616(11) 0.0156 1.0000 Uani . . . . . .
C21 C 0.32473(12) 0.11833(11) 0.92945(10) 0.0153 1.0000 Uani . . . . . .
Br1 Br 0.282540(13) 0.093508(13) 0.816916(11) 0.0201 1.0000 Uani . . . . . .
C31 C 0.25067(12) 0.13552(11) 1.01199(11) 0.0168 1.0000 Uani . . . . . .
C41 C 0.27850(12) 0.15123(11) 1.09707(11) 0.0155 1.0000 Uani . . . . . .
C411 C 0.19868(12) 0.16805(12) 1.18982(11) 0.0171 1.0000 Uani . . . . . .
C421 C 0.20704(13) 0.26176(12) 1.24302(11) 0.0201 1.0000 Uani . . . . . .
C431 C 0.22226(13) 0.07360(13) 1.25033(11) 0.0216 1.0000 Uani . . . . . .
C441 C 0.08571(13) 0.18376(14) 1.17505(12) 0.0239 1.0000 Uani . . . . . .
C51 C 0.38407(12) 0.14830(11) 1.09459(11) 0.0155 1.0000 Uani . . . . . .
C61 C 0.45887(12) 0.13311(11) 1.01171(11) 0.0151 1.0000 Uani . . . . . .
C71 C 0.56650(12) 0.13703(11) 1.01260(11) 0.0166 1.0000 Uani . . . . . .
N81 N 0.63579(10) 0.12792(10) 0.93674(9) 0.0162 1.0000 Uani . . . . . .
C91 C 0.74042(12) 0.13236(11) 0.93641(11) 0.0159 1.0000 Uani . . . . . .
C101 C 0.79014(13) 0.10326(11) 1.01183(11) 0.0177 1.0000 Uani . . . . . .
C111 C 0.89406(13) 0.10728(13) 1.00655(12) 0.0228 1.0000 Uani . . . . . .
C121 C 0.94944(13) 0.13829(13) 0.92503(13) 0.0249 1.0000 Uani . . . . . .
C131 C 0.90179(13) 0.16657(12) 0.84868(12) 0.0219 1.0000 Uani . . . . . .
C141 C 0.79731(12) 0.16397(11) 0.85408(11) 0.0168 1.0000 Uani . . . . . .
O151 O 0.74385(9) 0.19102(8) 0.78329(8) 0.0207 1.0000 Uani . . . . . .
C161 C 0.79889(15) 0.22624(14) 0.69925(12) 0.0282 1.0000 Uani . . . . . .
O12 O 0.26993(10) 0.67650(9) 0.50882(8) 0.0244 1.0000 Uani D . . . . .
C12 C 0.23223(13) 0.62302(12) 0.57901(11) 0.0191 1.0000 Uani . . . . . .
C22 C 0.12732(13) 0.61813(13) 0.59705(11) 0.0214 1.0000 Uani . . . . . .
Br2 Br 0.039520(15) 0.688918(17) 0.516081(14) 0.0336 1.0000 Uani . . . . . .
C32 C 0.08518(13) 0.56355(12) 0.66926(11) 0.0197 1.0000 Uani . . . . . .
C42 C 0.14747(13) 0.50839(12) 0.72968(11) 0.0170 1.0000 Uani . . . . . .
C412 C 0.09778(13) 0.44804(12) 0.80861(12) 0.0195 1.0000 Uani . . . . . .
C422 C 0.05338(16) 0.36806(14) 0.76788(14) 0.0309 1.0000 Uani . . . . . .
C432 C 0.00865(14) 0.52259(14) 0.87401(12) 0.0271 1.0000 Uani . . . . . .
C442 C 0.17713(14) 0.39294(13) 0.86713(13) 0.0246 1.0000 Uani . . . . . .
C52 C 0.25200(13) 0.51173(12) 0.71266(11) 0.0176 1.0000 Uani . . . . . .
C62 C 0.29577(12) 0.56696(12) 0.63957(11) 0.0168 1.0000 Uani . . . . . .
C72 C 0.40578(13) 0.56631(12) 0.62487(11) 0.0183 1.0000 Uani . . . . . .
N82 N 0.44518(11) 0.61897(10) 0.55893(10) 0.0198 1.0000 Uani D . . . . .
C92 C 0.55026(13) 0.62537(13) 0.53787(12) 0.0224 1.0000 Uani . . . . . .
C102 C 0.62766(14) 0.57875(14) 0.58726(13) 0.0292 1.0000 Uani . . . . . .
C112 C 0.72992(15) 0.59040(15) 0.55906(15) 0.0359 1.0000 Uani . . . . . .
C122 C 0.75390(15) 0.64892(16) 0.48229(15) 0.0367 1.0000 Uani . . . . . .
C132 C 0.67840(16) 0.69589(15) 0.43233(14) 0.0341 1.0000 Uani . . . . . .
C142 C 0.57595(14) 0.68450(14) 0.46021(12) 0.0262 1.0000 Uani . . . . . .
O152 O 0.49571(11) 0.72738(10) 0.41683(9) 0.0329 1.0000 Uani . . . . . .
C162 C 0.51381(18) 0.79859(17) 0.34470(15) 0.0428 1.0000 Uani . . . . . .
O13 O 0.49943(9) 0.74543(8) 0.75602(8) 0.0188 1.0000 Uani D . . . . .
C13 C 0.41802(12) 0.80275(11) 0.72137(11) 0.0165 1.0000 Uani . . . . . .
C23 C 0.43531(12) 0.87424(12) 0.65378(11) 0.0172 1.0000 Uani . . . . . .
Br3 Br 0.572936(13) 0.893415(13) 0.615551(12) 0.0216 1.0000 Uani . . . . . .
C33 C 0.35470(13) 0.93262(12) 0.61498(10) 0.0167 1.0000 Uani . . . . . .
C43 C 0.25148(12) 0.92223(11) 0.64301(11) 0.0164 1.0000 Uani . . . . . .
C413 C 0.16570(13) 0.98633(13) 0.59520(12) 0.0206 1.0000 Uani . . . . . .
C423 C 0.19426(15) 0.95624(16) 0.49078(13) 0.0313 1.0000 Uani . . . . . .
C433 C 0.15980(15) 1.10010(14) 0.60733(15) 0.0329 1.0000 Uani . . . . . .
C443 C 0.05794(14) 0.96729(14) 0.63586(13) 0.0277 1.0000 Uani . . . . . .
C53 C 0.23310(12) 0.85211(12) 0.71090(11) 0.0164 1.0000 Uani . . . . . .
C63 C 0.31437(12) 0.79134(11) 0.75045(11) 0.0156 1.0000 Uani . . . . . .
C73 C 0.29145(12) 0.71638(12) 0.81933(11) 0.0171 1.0000 Uani . . . . . .
N83 N 0.36535(10) 0.65725(10) 0.85343(9) 0.0169 1.0000 Uani . . . . . .
C93 C 0.34437(13) 0.58575(12) 0.92237(11) 0.0184 1.0000 Uani . . . . . .
C103 C 0.26403(14) 0.60891(13) 1.00005(12) 0.0235 1.0000 Uani . . . . . .
C113 C 0.25462(15) 0.53780(15) 1.07029(13) 0.0315 1.0000 Uani . . . . . .
C123 C 0.32552(16) 0.44317(15) 1.06105(14) 0.0346 1.0000 Uani . . . . . .
C133 C 0.40467(15) 0.41813(13) 0.98304(14) 0.0293 1.0000 Uani . . . . . .
C143 C 0.41502(13) 0.48830(12) 0.91271(12) 0.0217 1.0000 Uani . . . . . .
O153 O 0.48754(9) 0.47147(9) 0.83168(9) 0.0274 1.0000 Uani . . . . . .
C163 C 0.56047(15) 0.37329(14) 0.81889(15) 0.0376 1.0000 Uani . . . . . .
H11 H 0.5569(10) 0.1047(17) 0.8545(16) 0.043(7) 1.0000 Uiso D . . . . .
H12 H 0.3326(10) 0.675(2) 0.509(2) 0.027(8) 0.72(3) Uiso D . P 1 . .
H82 H 0.396(4) 0.643(5) 0.527(4) 0.027(8) 0.28(3) Uiso D . P 2 . .
H13 H 0.4733(16) 0.7028(14) 0.7894(14) 0.042(7) 1.0000 Uiso D . . . . .
H31 H 0.1797 0.1367 1.0108 0.0202 1.0000 Uiso . . . . . .
H421 H 0.1553 0.2718 1.3026 0.0301 1.0000 Uiso . . . . . .
H422 H 0.2787 0.2506 1.2561 0.0301 1.0000 Uiso . . . . . .
H423 H 0.1926 0.3232 1.2046 0.0301 1.0000 Uiso . . . . . .
H431 H 0.1710 0.0841 1.3102 0.0323 1.0000 Uiso . . . . . .
H432 H 0.2941 0.0632 1.2628 0.0323 1.0000 Uiso . . . . . .
H433 H 0.2169 0.0126 1.2170 0.0323 1.0000 Uiso . . . . . .
H441 H 0.0369 0.1943 1.2364 0.0358 1.0000 Uiso . . . . . .
H442 H 0.0685 0.2445 1.1363 0.0358 1.0000 Uiso . . . . . .
H443 H 0.0788 0.1226 1.1429 0.0358 1.0000 Uiso . . . . . .
H51 H 0.4057 0.1570 1.1515 0.0186 1.0000 Uiso . . . . . .
H71 H 0.5858 0.1465 1.0704 0.0199 1.0000 Uiso . . . . . .
H101 H 0.7527 0.0805 1.0673 0.0212 1.0000 Uiso . . . . . .
H111 H 0.9268 0.0888 1.0587 0.0273 1.0000 Uiso . . . . . .
H121 H 1.0206 0.1403 0.9212 0.0298 1.0000 Uiso . . . . . .
H131 H 0.9404 0.1876 0.7930 0.0263 1.0000 Uiso . . . . . .
H161 H 0.7519 0.2434 0.6536 0.0423 1.0000 Uiso . . . . . .
H162 H 0.8215 0.2879 0.7137 0.0423 1.0000 Uiso . . . . . .
H163 H 0.8613 0.1718 0.6724 0.0423 1.0000 Uiso . . . . . .
H32 H 0.0130 0.5631 0.6785 0.0236 1.0000 Uiso . . . . . .
H424 H 0.0214 0.3293 0.8193 0.0464 1.0000 Uiso . . . . . .
H425 H -0.0006 0.4028 0.7325 0.0464 1.0000 Uiso . . . . . .
H426 H 0.1107 0.3204 0.7255 0.0464 1.0000 Uiso . . . . . .
H434 H -0.0240 0.4841 0.9253 0.0407 1.0000 Uiso . . . . . .
H435 H 0.0375 0.5741 0.9005 0.0407 1.0000 Uiso . . . . . .
H436 H -0.0449 0.5575 0.8383 0.0407 1.0000 Uiso . . . . . .
H444 H 0.1419 0.3550 0.9172 0.0369 1.0000 Uiso . . . . . .
H445 H 0.2052 0.4439 0.8954 0.0369 1.0000 Uiso . . . . . .
H446 H 0.2355 0.3445 0.8265 0.0369 1.0000 Uiso . . . . . .
H52 H 0.2959 0.4750 0.7522 0.0211 1.0000 Uiso . . . . . .
H72 H 0.4489 0.5271 0.6638 0.0220 1.0000 Uiso . . . . . .
H102 H 0.6107 0.5390 0.6402 0.0350 1.0000 Uiso . . . . . .
H112 H 0.7828 0.5583 0.5924 0.0430 1.0000 Uiso . . . . . .
H122 H 0.8236 0.6570 0.4636 0.0441 1.0000 Uiso . . . . . .
H132 H 0.6961 0.7355 0.3796 0.0409 1.0000 Uiso . . . . . .
H164 H 0.4492 0.8238 0.3192 0.0642 1.0000 Uiso . . . . . .
H165 H 0.5330 0.8570 0.3709 0.0642 1.0000 Uiso . . . . . .
H166 H 0.5718 0.7643 0.2941 0.0642 1.0000 Uiso . . . . . .
H33 H 0.3696 0.9806 0.5686 0.0200 1.0000 Uiso . . . . . .
H427 H 0.1399 0.9967 0.4585 0.0470 1.0000 Uiso . . . . . .
H428 H 0.2631 0.9702 0.4632 0.0470 1.0000 Uiso . . . . . .
H429 H 0.1981 0.8825 0.4834 0.0470 1.0000 Uiso . . . . . .
H437 H 0.1044 1.1409 0.5764 0.0494 1.0000 Uiso . . . . . .
H438 H 0.1429 1.1187 0.6747 0.0494 1.0000 Uiso . . . . . .
H439 H 0.2282 1.1143 0.5787 0.0494 1.0000 Uiso . . . . . .
H447 H 0.0049 1.0098 0.6034 0.0415 1.0000 Uiso . . . . . .
H448 H 0.0391 0.9856 0.7034 0.0415 1.0000 Uiso . . . . . .
H449 H 0.0599 0.8941 0.6272 0.0415 1.0000 Uiso . . . . . .
H53 H 0.1635 0.8446 0.7316 0.0197 1.0000 Uiso . . . . . .
H73 H 0.2211 0.7108 0.8395 0.0205 1.0000 Uiso . . . . . .
H103 H 0.2151 0.6736 1.0055 0.0282 1.0000 Uiso . . . . . .
H113 H 0.2001 0.5540 1.1240 0.0378 1.0000 Uiso . . . . . .
H123 H 0.3196 0.3948 1.1091 0.0415 1.0000 Uiso . . . . . .
H133 H 0.4522 0.3527 0.9775 0.0351 1.0000 Uiso . . . . . .
H167 H 0.6089 0.3703 0.7578 0.0563 1.0000 Uiso . . . . . .
H168 H 0.6012 0.3628 0.8695 0.0563 1.0000 Uiso . . . . . .
H169 H 0.5216 0.3191 0.8205 0.0563 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.8784(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O11 . C11 . 1.3445(19) yes
O11 . H11 . 0.838(9) no
C11 . C21 . 1.389(2) yes
C11 . C61 . 1.418(2) yes
C21 . Br1 . 1.9008(15) yes
C21 . C31 . 1.386(2) yes
C31 . C41 . 1.400(2) yes
C31 . H31 . 0.950 no
C41 . C411 . 1.535(2) yes
C41 . C51 . 1.397(2) yes
C411 . C421 . 1.536(2) yes
C411 . C431 . 1.536(2) yes
C411 . C441 . 1.533(2) yes
C421 . H421 . 0.990 no
C421 . H422 . 0.990 no
C421 . H423 . 0.990 no
C431 . H431 . 0.990 no
C431 . H432 . 0.990 no
C431 . H433 . 0.990 no
C441 . H441 . 0.990 no
C441 . H442 . 0.990 no
C441 . H443 . 0.990 no
C51 . C61 . 1.395(2) yes
C51 . H51 . 0.950 no
C61 . C71 . 1.457(2) yes
C71 . N81 . 1.285(2) yes
C71 . H71 . 0.950 no
N81 . C91 . 1.415(2) yes
C91 . C101 . 1.397(2) yes
C91 . C141 . 1.406(2) yes
C101 . C111 . 1.392(2) yes
C101 . H101 . 0.950 no
C111 . C121 . 1.385(3) yes
C111 . H111 . 0.950 no
C121 . C131 . 1.391(2) yes
C121 . H121 . 0.950 no
C131 . C141 . 1.394(2) yes
C131 . H131 . 0.950 no
C141 . O151 . 1.3636(18) yes
O151 . C161 . 1.434(2) yes
C161 . H161 . 0.990 no
C161 . H162 . 0.990 no
C161 . H163 . 0.990 no
O12 . C12 . 1.326(2) yes
O12 . H12 . 0.835(10) no
C12 . C22 . 1.394(2) yes
C12 . C62 . 1.424(2) yes
C22 . Br2 . 1.9076(15) yes
C22 . C32 . 1.377(2) yes
C32 . C42 . 1.409(2) yes
C32 . H32 . 0.950 no
C42 . C412 . 1.530(2) yes
C42 . C52 . 1.384(2) yes
C412 . C422 . 1.532(3) yes
C412 . C432 . 1.539(2) yes
C412 . C442 . 1.535(2) yes
C422 . H424 . 0.990 no
C422 . H425 . 0.990 no
C422 . H426 . 0.990 no
C432 . H434 . 0.990 no
C432 . H435 . 0.990 no
C432 . H436 . 0.990 no
C442 . H444 . 0.990 no
C442 . H445 . 0.990 no
C442 . H446 . 0.990 no
C52 . C62 . 1.400(2) yes
C52 . H52 . 0.950 no
C62 . C72 . 1.444(2) yes
C72 . N82 . 1.286(2) yes
C72 . H72 . 0.950 no
N82 . C92 . 1.402(2) yes
N82 . H82 . 0.879(10) no
C92 . C102 . 1.395(2) yes
C92 . C142 . 1.404(3) yes
C102 . C112 . 1.395(3) yes
C102 . H102 . 0.950 no
C112 . C122 . 1.384(3) yes
C112 . H112 . 0.950 no
C122 . C132 . 1.383(3) yes
C122 . H122 . 0.950 no
C132 . C142 . 1.396(3) yes
C132 . H132 . 0.950 no
C142 . O152 . 1.356(2) yes
O152 . C162 . 1.431(2) yes
C162 . H164 . 0.990 no
C162 . H165 . 0.990 no
C162 . H166 . 0.990 no
O13 . C13 . 1.3537(17) yes
O13 . H13 . 0.840(9) no
C13 . C23 . 1.387(2) yes
C13 . C63 . 1.413(2) yes
C23 . Br3 . 1.8942(17) yes
C23 . C33 . 1.383(2) yes
C33 . C43 . 1.401(2) yes
C33 . H33 . 0.950 no
C43 . C413 . 1.536(2) yes
C43 . C53 . 1.380(2) yes
C413 . C423 . 1.537(2) yes
C413 . C433 . 1.528(2) yes
C413 . C443 . 1.527(3) yes
C423 . H427 . 0.990 no
C423 . H428 . 0.990 no
C423 . H429 . 0.990 no
C433 . H437 . 0.990 no
C433 . H438 . 0.990 no
C433 . H439 . 0.990 no
C443 . H447 . 0.990 no
C443 . H448 . 0.990 no
C443 . H449 . 0.990 no
C53 . C63 . 1.408(2) yes
C53 . H53 . 0.950 no
C63 . C73 . 1.449(2) yes
C73 . N83 . 1.2868(19) yes
C73 . H73 . 0.950 no
N83 . C93 . 1.410(2) yes
C93 . C103 . 1.385(2) yes
C93 . C143 . 1.413(2) yes
C103 . C113 . 1.394(3) yes
C103 . H103 . 0.950 no
C113 . C123 . 1.386(3) yes
C113 . H113 . 0.950 no
C123 . C133 . 1.381(3) yes
C123 . H123 . 0.950 no
C133 . C143 . 1.387(2) yes
C133 . H133 . 0.950 no
C143 . O153 . 1.360(2) yes
O153 . C163 . 1.4342(19) yes
C163 . H167 . 0.990 no
C163 . H168 . 0.990 no
C163 . H169 . 0.990 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11 . O11 . H11 . 107.9(16) no
O11 . C11 . C21 . 120.22(14) yes
O11 . C11 . C61 . 122.60(15) yes
C21 . C11 . C61 . 117.18(14) yes
C11 . C21 . Br1 . 118.60(12) yes
C11 . C21 . C31 . 122.27(14) yes
Br1 . C21 . C31 . 119.13(12) yes
C21 . C31 . C41 . 121.25(15) yes
C21 . C31 . H31 . 119.4 no
C41 . C31 . H31 . 119.4 no
C31 . C41 . C411 . 122.38(14) yes
C31 . C41 . C51 . 116.81(15) yes
C411 . C41 . C51 . 120.80(14) yes
C41 . C411 . C421 . 110.21(13) yes
C41 . C411 . C431 . 109.18(12) yes
C421 . C411 . C431 . 108.57(13) yes
C41 . C411 . C441 . 112.05(13) yes
C421 . C411 . C441 . 108.84(13) yes
C431 . C411 . C441 . 107.90(14) yes
C411 . C421 . H421 . 109.5 no
C411 . C421 . H422 . 109.5 no
H421 . C421 . H422 . 109.5 no
C411 . C421 . H423 . 109.5 no
H421 . C421 . H423 . 109.5 no
H422 . C421 . H423 . 109.5 no
C411 . C431 . H431 . 109.5 no
C411 . C431 . H432 . 109.5 no
H431 . C431 . H432 . 109.5 no
C411 . C431 . H433 . 109.5 no
H431 . C431 . H433 . 109.5 no
H432 . C431 . H433 . 109.5 no
C411 . C441 . H441 . 109.5 no
C411 . C441 . H442 . 109.5 no
H441 . C441 . H442 . 109.5 no
C411 . C441 . H443 . 109.5 no
H441 . C441 . H443 . 109.5 no
H442 . C441 . H443 . 109.5 no
C41 . C51 . C61 . 122.44(14) yes
C41 . C51 . H51 . 118.8 no
C61 . C51 . H51 . 118.8 no
C11 . C61 . C51 . 120.02(15) yes
C11 . C61 . C71 . 119.96(14) yes
C51 . C61 . C71 . 119.99(14) yes
C61 . C71 . N81 . 121.28(14) yes
C61 . C71 . H71 . 119.4 no
N81 . C71 . H71 . 119.4 no
C71 . N81 . C91 . 121.93(14) yes
N81 . C91 . C101 . 123.31(15) yes
N81 . C91 . C141 . 117.49(14) yes
C101 . C91 . C141 . 119.15(15) yes
C91 . C101 . C111 . 120.64(16) yes
C91 . C101 . H101 . 119.7 no
C111 . C101 . H101 . 119.7 no
C101 . C111 . C121 . 119.71(15) yes
C101 . C111 . H111 . 120.1 no
C121 . C111 . H111 . 120.1 no
C111 . C121 . C131 . 120.59(16) yes
C111 . C121 . H121 . 119.7 no
C131 . C121 . H121 . 119.7 no
C121 . C131 . C141 . 119.89(16) yes
C121 . C131 . H131 . 120.1 no
C141 . C131 . H131 . 120.1 no
C91 . C141 . C131 . 119.99(15) yes
C91 . C141 . O151 . 115.94(14) yes
C131 . C141 . O151 . 124.07(15) yes
C141 . O151 . C161 . 117.28(13) yes
O151 . C161 . H161 . 109.5 no
O151 . C161 . H162 . 109.5 no
H161 . C161 . H162 . 109.5 no
O151 . C161 . H163 . 109.5 no
H161 . C161 . H163 . 109.5 no
H162 . C161 . H163 . 109.5 no
C12 . O12 . H12 . 110.2(20) no
O12 . C12 . C22 . 121.34(14) yes
O12 . C12 . C62 . 122.45(15) yes
C22 . C12 . C62 . 116.21(15) yes
C12 . C22 . Br2 . 117.96(12) yes
C12 . C22 . C32 . 123.08(15) yes
Br2 . C22 . C32 . 118.95(13) yes
C22 . C32 . C42 . 120.98(16) yes
C22 . C32 . H32 . 119.5 no
C42 . C32 . H32 . 119.5 no
C32 . C42 . C412 . 119.33(15) yes
C32 . C42 . C52 . 116.87(15) yes
C412 . C42 . C52 . 123.80(14) yes
C42 . C412 . C422 . 109.89(14) yes
C42 . C412 . C432 . 108.94(13) yes
C422 . C412 . C432 . 109.54(15) yes
C42 . C412 . C442 . 112.07(14) yes
C422 . C412 . C442 . 108.47(14) yes
C432 . C412 . C442 . 107.88(14) yes
C412 . C422 . H424 . 109.5 no
C412 . C422 . H425 . 109.5 no
H424 . C422 . H425 . 109.5 no
C412 . C422 . H426 . 109.5 no
H424 . C422 . H426 . 109.5 no
H425 . C422 . H426 . 109.5 no
C412 . C432 . H434 . 109.5 no
C412 . C432 . H435 . 109.5 no
H434 . C432 . H435 . 109.5 no
C412 . C432 . H436 . 109.5 no
H434 . C432 . H436 . 109.5 no
H435 . C432 . H436 . 109.5 no
C412 . C442 . H444 . 109.5 no
C412 . C442 . H445 . 109.5 no
H444 . C442 . H445 . 109.5 no
C412 . C442 . H446 . 109.5 no
H444 . C442 . H446 . 109.5 no
H445 . C442 . H446 . 109.5 no
C42 . C52 . C62 . 122.71(14) yes
C42 . C52 . H52 . 118.6 no
C62 . C52 . H52 . 118.6 no
C12 . C62 . C52 . 120.14(15) yes
C12 . C62 . C72 . 119.88(15) yes
C52 . C62 . C72 . 119.97(14) yes
C62 . C72 . N82 . 119.78(14) yes
C62 . C72 . H72 . 120.1 no
N82 . C72 . H72 . 120.1 no
C72 . N82 . C92 . 125.35(15) yes
C72 . N82 . H82 . 106(5) no
C92 . N82 . H82 . 128(5) no
N82 . C92 . C102 . 125.41(17) yes
N82 . C92 . C142 . 115.06(16) yes
C102 . C92 . C142 . 119.52(17) yes
C92 . C102 . C112 . 120.06(19) yes
C92 . C102 . H102 . 120.0 no
C112 . C102 . H102 . 120.0 no
C102 . C112 . C122 . 119.66(19) yes
C102 . C112 . H112 . 120.2 no
C122 . C112 . H112 . 120.2 no
C112 . C122 . C132 . 121.26(19) yes
C112 . C122 . H122 . 119.4 no
C132 . C122 . H122 . 119.4 no
C122 . C132 . C142 . 119.33(19) yes
C122 . C132 . H132 . 120.3 no
C142 . C132 . H132 . 120.3 no
C92 . C142 . C132 . 120.16(18) yes
C92 . C142 . O152 . 115.46(16) yes
C132 . C142 . O152 . 124.38(18) yes
C142 . O152 . C162 . 117.92(16) yes
O152 . C162 . H164 . 109.5 no
O152 . C162 . H165 . 109.5 no
H164 . C162 . H165 . 109.5 no
O152 . C162 . H166 . 109.5 no
H164 . C162 . H166 . 109.5 no
H165 . C162 . H166 . 109.5 no
C13 . O13 . H13 . 104.1(15) no
O13 . C13 . C23 . 119.99(15) yes
O13 . C13 . C63 . 122.18(14) yes
C23 . C13 . C63 . 117.82(13) yes
C13 . C23 . Br3 . 118.73(11) yes
C13 . C23 . C33 . 121.79(15) yes
Br3 . C23 . C33 . 119.47(13) yes
C23 . C33 . C43 . 121.11(15) yes
C23 . C33 . H33 . 119.4 no
C43 . C33 . H33 . 119.4 no
C33 . C43 . C413 . 118.91(14) yes
C33 . C43 . C53 . 117.64(14) yes
C413 . C43 . C53 . 123.42(15) yes
C43 . C413 . C423 . 108.06(14) yes
C43 . C413 . C433 . 109.89(14) yes
C423 . C413 . C433 . 109.82(15) yes
C43 . C413 . C443 . 111.85(14) yes
C423 . C413 . C443 . 108.77(15) yes
C433 . C413 . C443 . 108.42(15) yes
C413 . C423 . H427 . 109.5 no
C413 . C423 . H428 . 109.5 no
H427 . C423 . H428 . 109.5 no
C413 . C423 . H429 . 109.5 no
H427 . C423 . H429 . 109.5 no
H428 . C423 . H429 . 109.5 no
C413 . C433 . H437 . 109.5 no
C413 . C433 . H438 . 109.5 no
H437 . C433 . H438 . 109.5 no
C413 . C433 . H439 . 109.5 no
H437 . C433 . H439 . 109.5 no
H438 . C433 . H439 . 109.5 no
C413 . C443 . H447 . 109.5 no
C413 . C443 . H448 . 109.5 no
H447 . C443 . H448 . 109.5 no
C413 . C443 . H449 . 109.5 no
H447 . C443 . H449 . 109.5 no
H448 . C443 . H449 . 109.5 no
C43 . C53 . C63 . 122.00(15) yes
C43 . C53 . H53 . 119.0 no
C63 . C53 . H53 . 119.0 no
C13 . C63 . C53 . 119.62(15) yes
C13 . C63 . C73 . 120.54(13) yes
C53 . C63 . C73 . 119.83(15) yes
C63 . C73 . N83 . 120.73(15) yes
C63 . C73 . H73 . 119.6 no
N83 . C73 . H73 . 119.6 no
C73 . N83 . C93 . 121.61(15) yes
N83 . C93 . C103 . 123.43(14) yes
N83 . C93 . C143 . 116.56(15) yes
C103 . C93 . C143 . 119.86(15) yes
C93 . C103 . C113 . 120.29(16) yes
C93 . C103 . H103 . 119.9 no
C113 . C103 . H103 . 119.9 no
C103 . C113 . C123 . 119.41(18) yes
C103 . C113 . H113 . 120.3 no
C123 . C113 . H113 . 120.3 no
C113 . C123 . C133 . 120.97(17) yes
C113 . C123 . H123 . 119.5 no
C133 . C123 . H123 . 119.5 no
C123 . C133 . C143 . 120.20(16) yes
C123 . C133 . H133 . 119.9 no
C143 . C133 . H133 . 119.9 no
C93 . C143 . C133 . 119.24(17) yes
C93 . C143 . O153 . 115.19(14) yes
C133 . C143 . O153 . 125.56(15) yes
C143 . O153 . C163 . 116.97(14) yes
O153 . C163 . H167 . 109.5 no
O153 . C163 . H168 . 109.5 no
H167 . C163 . H168 . 109.5 no
O153 . C163 . H169 . 109.5 no
H167 . C163 . H169 . 109.5 no
H168 . C163 . H169 . 109.5 no
####################################################################### 
# 
# 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_PT0061
_audit_block_doi                 10.5517/cc1jbdbl
_database_code_depnum_ccdc_archive 'CCDC 1410169'
_audit_update_record             
;
2015-10-26 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;
_audit_creation_date             10-11-12
_audit_creation_method           CRYSTALS_ver_14.09

_oxford_structure_analysis_title 'pt0061_2 in P2(1)/c'
_chemical_name_systematic        ?
_chemical_melting_point          ?


_cell_length_a                   10.84900(10)
_cell_length_b                   43.9601(3)
_cell_length_c                   8.08160(10)
_cell_angle_alpha                90
_cell_angle_beta                 110.6230(10)
_cell_angle_gamma                90
_cell_volume                     3607.31(7)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.6763 1.2805 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C20 H18 Br1 N2 O1 
# Dc =      1.41 Fooo =   1568.00 Mu =     31.62 M =    764.56
# Found Formula = C20 H19 Br1 N2 O1 
# Dc =      1.41 FOOO =   1568.00 Mu =     31.63 M =    766.57

_chemical_formula_sum            'C20 H19 Br1 N2 O1'
_chemical_formula_moiety         'C20 H19 Br1 N2 O1'
_chemical_compound_source        ?
_chemical_formula_weight         383.29


_cell_measurement_reflns_used    36882
_cell_measurement_theta_min      2
_cell_measurement_theta_max      74
_cell_measurement_temperature    100

_exptl_crystal_description       plate
_exptl_crystal_colour            orange-brown
_exptl_crystal_size_min          0.025
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_max          0.293

_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1568
_exptl_absorpt_coefficient_mu    3.163

# Sheldrick geometric approximatio 0.68 0.92 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.92
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            58323
_reflns_number_total             7207
_diffrn_reflns_av_R_equivalents  0.035
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 7207 
# Theoretical number of reflections is about 14614 


_diffrn_reflns_theta_min         2.010
_diffrn_reflns_theta_max         73.846
_diffrn_measured_fraction_theta_max 0.987

_diffrn_reflns_theta_full        70.892
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       9
_reflns_limit_h_min              -13
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              54
_reflns_limit_l_min              0
_reflns_limit_l_max              9

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     'Charge flipping'
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   geom

_refine_diff_density_min         -0.39
_refine_diff_density_max         0.32


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_refine_ls_number_reflns         7120
_refine_ls_number_restraints     0
_refine_ls_number_parameters     433
_oxford_refine_ls_R_factor_ref   0.0279
_refine_ls_wR_factor_ref         0.0431
_refine_ls_goodness_of_fit_ref   0.9985
_refine_ls_shift/su_max          0.0008899
_refine_ls_shift/su_mean         0.0000585


# The values computed from all data 
_oxford_reflns_number_all        7120
_refine_ls_R_factor_all          0.0279
_refine_ls_wR_factor_all         0.0431

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6855
_refine_ls_R_factor_gt           0.0264
_refine_ls_wR_factor_gt          0.0429

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    none # none, undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;

Data were merged in SORTAV and the sigmas used directly as weights in refinement
with a robust-resistant modifer.  

;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atomsattached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O11 O 0.05619(7) 0.346224(17) -0.36358(12) 0.0157 1.0000 Uani . . . . . .
C11 C 0.01009(11) 0.36521(2) -0.28171(17) 0.0135 1.0000 Uani . . . . . .
C21 C 0.08223(11) 0.37650(3) -0.10856(18) 0.0161 1.0000 Uani . . . . . .
Br1 Br 0.256995(12) 0.361805(3) 0.00283(2) 0.0233 1.0000 Uani . . . . . .
C31 C 0.03273(11) 0.39713(3) -0.02188(18) 0.0168 1.0000 Uani . . . . . .
C41 C -0.09744(11) 0.40920(2) -0.09927(18) 0.0151 1.0000 Uani . . . . . .
C411 C -0.14454(12) 0.43382(3) -0.00024(19) 0.0186 1.0000 Uani . . . . . .
C421 C -0.29183(13) 0.44025(3) -0.0914(2) 0.0272 1.0000 Uani . . . . . .
C431 C -0.06825(14) 0.46338(3) -0.0010(2) 0.0265 1.0000 Uani . . . . . .
C441 C -0.11913(14) 0.42428(3) 0.1903(2) 0.0253 1.0000 Uani . . . . . .
C51 C -0.17089(11) 0.39882(2) -0.26319(18) 0.0146 1.0000 Uani . . . . . .
C61 C -0.12138(11) 0.37748(2) -0.35725(17) 0.0136 1.0000 Uani . . . . . .
C71 C -0.20203(11) 0.36939(2) -0.52875(17) 0.0139 1.0000 Uani . . . . . .
N81 N -0.16449(9) 0.35074(2) -0.63004(14) 0.0136 1.0000 Uani . . . . . .
C91 C -0.23300(11) 0.34539(2) -0.81088(17) 0.0138 1.0000 Uani . . . . . .
C101 C -0.16104(11) 0.33030(2) -0.90444(17) 0.0137 1.0000 Uani . . . . . .
N111 N -0.03609(9) 0.32048(2) -0.80914(15) 0.0174 1.0000 Uani . . . . . .
C121 C 0.02890(12) 0.30691(3) -0.89866(19) 0.0201 1.0000 Uani . . . . . .
C131 C -0.02074(12) 0.30185(3) -1.08177(18) 0.0188 1.0000 Uani . . . . . .
C141 C -0.14494(12) 0.31170(2) -1.17722(17) 0.0163 1.0000 Uani . . . . . .
C151 C -0.21996(11) 0.32646(2) -1.08867(17) 0.0140 1.0000 Uani . . . . . .
C161 C -0.34895(11) 0.33767(3) -1.17812(18) 0.0166 1.0000 Uani . . . . . .
C171 C -0.41666(11) 0.35141(3) -1.08349(18) 0.0179 1.0000 Uani . . . . . .
C181 C -0.36007(11) 0.35517(3) -0.89968(18) 0.0163 1.0000 Uani . . . . . .
O12 O 0.49521(7) 0.374788(17) 0.37949(12) 0.0153 1.0000 Uani . . . . . .
C12 C 0.42991(10) 0.39481(2) 0.42629(17) 0.0132 1.0000 Uani . . . . . .
C22 C 0.45004(11) 0.42694(3) 0.41310(18) 0.0165 1.0000 Uani . . . . . .
Br2 Br 0.572143(13) 0.438738(3) 0.30558(2) 0.0251 1.0000 Uani . . . . . .
C32 C 0.38778(11) 0.44846(2) 0.47711(18) 0.0178 1.0000 Uani . . . . . .
C42 C 0.29392(11) 0.44067(2) 0.55673(18) 0.0165 1.0000 Uani . . . . . .
C412 C 0.23698(12) 0.46598(3) 0.63855(19) 0.0203 1.0000 Uani . . . . . .
C422 C 0.12942(14) 0.45401(3) 0.7020(2) 0.0311 1.0000 Uani . . . . . .
C432 C 0.34880(14) 0.47913(3) 0.7970(2) 0.0285 1.0000 Uani . . . . . .
C442 C 0.17807(13) 0.49131(3) 0.5022(2) 0.0247 1.0000 Uani . . . . . .
C52 C 0.26528(11) 0.41044(3) 0.56241(18) 0.0157 1.0000 Uani . . . . . .
C62 C 0.32964(11) 0.38743(2) 0.49852(17) 0.0135 1.0000 Uani . . . . . .
C72 C 0.29802(11) 0.35685(2) 0.51621(17) 0.0143 1.0000 Uani . . . . . .
N82 N 0.35917(9) 0.33424(2) 0.47011(14) 0.0135 1.0000 Uani . . . . . .
C92 C 0.33932(11) 0.30295(2) 0.48937(17) 0.0153 1.0000 Uani . . . . . .
C102 C 0.43312(12) 0.28311(3) 0.45864(17) 0.0170 1.0000 Uani . . . . . .
N112 N 0.53314(10) 0.29589(2) 0.41691(15) 0.0198 1.0000 Uani . . . . . .
C122 C 0.62000(13) 0.27730(3) 0.3910(2) 0.0251 1.0000 Uani . . . . . .
C132 C 0.61500(14) 0.24527(3) 0.4047(2) 0.0305 1.0000 Uani . . . . . .
C142 C 0.51494(15) 0.23243(3) 0.4451(2) 0.0290 1.0000 Uani . . . . . .
C152 C 0.41852(13) 0.25118(3) 0.47395(19) 0.0224 1.0000 Uani . . . . . .
C162 C 0.31132(14) 0.24000(3) 0.5166(2) 0.0251 1.0000 Uani . . . . . .
C172 C 0.22357(13) 0.25972(3) 0.54573(19) 0.0236 1.0000 Uani . . . . . .
C182 C 0.23713(12) 0.29154(3) 0.53329(18) 0.0184 1.0000 Uani . . . . . .
H31 H 0.0863 0.4036 0.0930 0.0201 1.0000 Uiso . . . . . .
H421 H -0.3194 0.4562 -0.0249 0.0408 1.0000 Uiso . . . . . .
H422 H -0.3088 0.4473 -0.2137 0.0408 1.0000 Uiso . . . . . .
H423 H -0.3424 0.4214 -0.0943 0.0408 1.0000 Uiso . . . . . .
H431 H -0.0975 0.4795 0.0623 0.0396 1.0000 Uiso . . . . . .
H432 H -0.0857 0.4698 -0.1245 0.0396 1.0000 Uiso . . . . . .
H433 H 0.0272 0.4598 0.0588 0.0396 1.0000 Uiso . . . . . .
H441 H -0.1502 0.4405 0.2514 0.0378 1.0000 Uiso . . . . . .
H442 H -0.0236 0.4210 0.2521 0.0378 1.0000 Uiso . . . . . .
H443 H -0.1671 0.4052 0.1913 0.0378 1.0000 Uiso . . . . . .
H51 H -0.2584 0.4061 -0.3170 0.0175 1.0000 Uiso . . . . . .
H71 H -0.2882 0.3778 -0.5746 0.0165 1.0000 Uiso . . . . . .
H81 H -0.0901 0.3408 -0.5802 0.0162 1.0000 Uiso . . . . . .
H121 H 0.1157 0.3000 -0.8344 0.0241 1.0000 Uiso . . . . . .
H131 H 0.0310 0.2918 -1.1384 0.0226 1.0000 Uiso . . . . . .
H141 H -0.1806 0.3087 -1.3015 0.0196 1.0000 Uiso . . . . . .
H161 H -0.3883 0.3357 -1.3027 0.0197 1.0000 Uiso . . . . . .
H171 H -0.5037 0.3585 -1.1439 0.0215 1.0000 Uiso . . . . . .
H181 H -0.4091 0.3644 -0.8364 0.0195 1.0000 Uiso . . . . . .
H32 H 0.4076 0.4693 0.4681 0.0213 1.0000 Uiso . . . . . .
H424 H 0.0947 0.4709 0.7540 0.0466 1.0000 Uiso . . . . . .
H425 H 0.1664 0.4381 0.7926 0.0466 1.0000 Uiso . . . . . .
H426 H 0.0571 0.4453 0.6008 0.0466 1.0000 Uiso . . . . . .
H434 H 0.3138 0.4956 0.8518 0.0428 1.0000 Uiso . . . . . .
H435 H 0.4182 0.4874 0.7568 0.0428 1.0000 Uiso . . . . . .
H436 H 0.3865 0.4629 0.8852 0.0428 1.0000 Uiso . . . . . .
H444 H 0.1416 0.5075 0.5567 0.0371 1.0000 Uiso . . . . . .
H445 H 0.2477 0.5000 0.4635 0.0371 1.0000 Uiso . . . . . .
H446 H 0.1069 0.4828 0.3989 0.0371 1.0000 Uiso . . . . . .
H52 H 0.2005 0.4046 0.6104 0.0188 1.0000 Uiso . . . . . .
H72 H 0.2308 0.3524 0.5624 0.0173 1.0000 Uiso . . . . . .
H82 H 0.4181 0.3392 0.4229 0.0161 1.0000 Uiso . . . . . .
H122 H 0.6899 0.2859 0.3616 0.0302 1.0000 Uiso . . . . . .
H132 H 0.6806 0.2329 0.3860 0.0366 1.0000 Uiso . . . . . .
H142 H 0.5100 0.2110 0.4540 0.0348 1.0000 Uiso . . . . . .
H162 H 0.3001 0.2187 0.5251 0.0301 1.0000 Uiso . . . . . .
H172 H 0.1523 0.2519 0.5750 0.0282 1.0000 Uiso . . . . . .
H182 H 0.1759 0.3049 0.5552 0.0220 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.8357(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O11 . C11 . 1.2720(14) yes
C11 . C21 . 1.4302(18) yes
C11 . C61 . 1.4437(16) yes
C21 . Br1 . 1.9027(11) yes
C21 . C31 . 1.3662(17) yes
C31 . C41 . 1.4301(16) yes
C31 . H31 . 0.949 no
C41 . C411 . 1.5364(16) yes
C41 . C51 . 1.3618(18) yes
C411 . C421 . 1.5319(18) yes
C411 . C431 . 1.5420(16) yes
C411 . C441 . 1.525(2) yes
C421 . H421 . 0.991 no
C421 . H422 . 0.989 no
C421 . H423 . 0.990 no
C431 . H431 . 0.990 no
C431 . H432 . 0.990 no
C431 . H433 . 0.990 no
C441 . H441 . 0.990 no
C441 . H442 . 0.990 no
C441 . H443 . 0.990 no
C51 . C61 . 1.4263(16) yes
C51 . H51 . 0.950 no
C61 . C71 . 1.3995(18) yes
C71 . N81 . 1.3202(15) yes
C71 . H71 . 0.950 no
N81 . C91 . 1.4067(17) yes
N81 . H81 . 0.881 no
C91 . C101 . 1.4271(16) yes
C91 . C181 . 1.3796(16) yes
C101 . N111 . 1.3718(15) yes
C101 . C151 . 1.4083(19) yes
N111 . C121 . 1.3175(16) yes
C121 . C131 . 1.403(2) yes
C121 . H121 . 0.951 no
C131 . C141 . 1.3661(17) yes
C131 . H131 . 0.950 no
C141 . C151 . 1.4163(16) yes
C141 . H141 . 0.950 no
C151 . C161 . 1.4181(16) yes
C161 . C171 . 1.3728(17) yes
C161 . H161 . 0.949 no
C171 . C181 . 1.4031(19) yes
C171 . H171 . 0.950 no
C181 . H181 . 0.950 no
O12 . C12 . 1.2683(13) yes
C12 . C22 . 1.4387(15) yes
C12 . C62 . 1.4411(16) yes
C22 . Br2 . 1.8947(12) yes
C22 . C32 . 1.3658(16) yes
C32 . C42 . 1.4246(17) yes
C32 . H32 . 0.950 no
C42 . C412 . 1.5312(15) yes
C42 . C52 . 1.3692(16) yes
C412 . C422 . 1.5243(18) yes
C412 . C432 . 1.533(2) yes
C412 . C442 . 1.5383(18) yes
C422 . H424 . 0.990 no
C422 . H425 . 0.990 no
C422 . H426 . 0.990 no
C432 . H434 . 0.991 no
C432 . H435 . 0.989 no
C432 . H436 . 0.991 no
C442 . H444 . 0.990 no
C442 . H445 . 0.990 no
C442 . H446 . 0.990 no
C52 . C62 . 1.4253(15) yes
C52 . H52 . 0.950 no
C62 . C72 . 1.4071(15) yes
C72 . N82 . 1.3194(14) yes
C72 . H72 . 0.949 no
N82 . C92 . 1.4094(14) yes
N82 . H82 . 0.880 no
C92 . C102 . 1.4268(16) yes
C92 . C182 . 1.3726(17) yes
C102 . N112 . 1.3654(16) yes
C102 . C152 . 1.4228(16) yes
N112 . C122 . 1.3187(15) yes
C122 . C132 . 1.4148(19) yes
C122 . H122 . 0.949 no
C132 . C142 . 1.362(2) yes
C132 . H132 . 0.949 no
C142 . C152 . 1.4140(18) yes
C142 . H142 . 0.950 no
C152 . C162 . 1.4128(19) yes
C162 . C172 . 1.3677(19) yes
C162 . H162 . 0.950 no
C172 . C182 . 1.4138(16) yes
C172 . H172 . 0.949 no
C182 . H182 . 0.950 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O11 . C11 . C21 . 123.83(10) yes
O11 . C11 . C61 . 122.41(11) yes
C21 . C11 . C61 . 113.76(10) yes
C11 . C21 . Br1 . 117.12(8) yes
C11 . C21 . C31 . 123.61(11) yes
Br1 . C21 . C31 . 119.27(10) yes
C21 . C31 . C41 . 121.88(12) yes
C21 . C31 . H31 . 119.1 no
C41 . C31 . H31 . 119.0 no
C31 . C41 . C411 . 119.47(11) yes
C31 . C41 . C51 . 116.77(11) yes
C411 . C41 . C51 . 123.69(11) yes
C41 . C411 . C421 . 111.17(11) yes
C41 . C411 . C431 . 108.31(10) yes
C421 . C411 . C431 . 108.24(10) yes
C41 . C411 . C441 . 110.94(10) yes
C421 . C411 . C441 . 108.88(11) yes
C431 . C411 . C441 . 109.24(11) yes
C411 . C421 . H421 . 109.4 no
C411 . C421 . H422 . 109.5 no
H421 . C421 . H422 . 109.5 no
C411 . C421 . H423 . 109.4 no
H421 . C421 . H423 . 109.4 no
H422 . C421 . H423 . 109.5 no
C411 . C431 . H431 . 109.4 no
C411 . C431 . H432 . 109.5 no
H431 . C431 . H432 . 109.5 no
C411 . C431 . H433 . 109.5 no
H431 . C431 . H433 . 109.5 no
H432 . C431 . H433 . 109.5 no
C411 . C441 . H441 . 109.5 no
C411 . C441 . H442 . 109.5 no
H441 . C441 . H442 . 109.5 no
C411 . C441 . H443 . 109.5 no
H441 . C441 . H443 . 109.4 no
H442 . C441 . H443 . 109.4 no
C41 . C51 . C61 . 122.53(11) yes
C41 . C51 . H51 . 118.8 no
C61 . C51 . H51 . 118.7 no
C11 . C61 . C51 . 121.45(11) yes
C11 . C61 . C71 . 120.26(11) yes
C51 . C61 . C71 . 118.25(10) yes
C61 . C71 . N81 . 123.37(10) yes
C61 . C71 . H71 . 118.3 no
N81 . C71 . H71 . 118.3 no
C71 . N81 . C91 . 125.64(10) yes
C71 . N81 . H81 . 117.2 no
C91 . N81 . H81 . 117.1 no
N81 . C91 . C101 . 116.16(10) yes
N81 . C91 . C181 . 123.62(11) yes
C101 . C91 . C181 . 120.14(12) yes
C91 . C101 . N111 . 117.75(12) yes
C91 . C101 . C151 . 119.11(10) yes
N111 . C101 . C151 . 123.14(11) yes
C101 . N111 . C121 . 116.64(11) yes
N111 . C121 . C131 . 124.77(11) yes
N111 . C121 . H121 . 117.6 no
C131 . C121 . H121 . 117.7 no
C121 . C131 . C141 . 118.76(11) yes
C121 . C131 . H131 . 120.7 no
C141 . C131 . H131 . 120.6 no
C131 . C141 . C151 . 119.21(12) yes
C131 . C141 . H141 . 120.4 no
C151 . C141 . H141 . 120.4 no
C141 . C151 . C101 . 117.48(11) yes
C141 . C151 . C161 . 122.76(12) yes
C101 . C151 . C161 . 119.75(11) yes
C151 . C161 . C171 . 119.63(12) yes
C151 . C161 . H161 . 120.2 no
C171 . C161 . H161 . 120.2 no
C161 . C171 . C181 . 121.41(11) yes
C161 . C171 . H171 . 119.2 no
C181 . C171 . H171 . 119.4 no
C171 . C181 . C91 . 119.90(11) yes
C171 . C181 . H181 . 120.1 no
C91 . C181 . H181 . 120.0 no
O12 . C12 . C22 . 122.95(10) yes
O12 . C12 . C62 . 123.03(10) yes
C22 . C12 . C62 . 114.01(10) yes
C12 . C22 . Br2 . 116.85(9) yes
C12 . C22 . C32 . 122.94(11) yes
Br2 . C22 . C32 . 120.20(8) yes
C22 . C32 . C42 . 122.14(10) yes
C22 . C32 . H32 . 118.9 no
C42 . C32 . H32 . 119.0 no
C32 . C42 . C412 . 118.79(10) yes
C32 . C42 . C52 . 117.07(11) yes
C412 . C42 . C52 . 124.05(11) yes
C42 . C412 . C422 . 111.56(10) yes
C42 . C412 . C432 . 108.28(10) yes
C422 . C412 . C432 . 108.86(12) yes
C42 . C412 . C442 . 110.22(11) yes
C422 . C412 . C442 . 108.48(11) yes
C432 . C412 . C442 . 109.40(10) yes
C412 . C422 . H424 . 109.5 no
C412 . C422 . H425 . 109.5 no
H424 . C422 . H425 . 109.5 no
C412 . C422 . H426 . 109.5 no
H424 . C422 . H426 . 109.4 no
H425 . C422 . H426 . 109.5 no
C412 . C432 . H434 . 109.5 no
C412 . C432 . H435 . 109.6 no
H434 . C432 . H435 . 109.5 no
C412 . C432 . H436 . 109.5 no
H434 . C432 . H436 . 109.4 no
H435 . C432 . H436 . 109.5 no
C412 . C442 . H444 . 109.4 no
C412 . C442 . H445 . 109.5 no
H444 . C442 . H445 . 109.5 no
C412 . C442 . H446 . 109.5 no
H444 . C442 . H446 . 109.5 no
H445 . C442 . H446 . 109.5 no
C42 . C52 . C62 . 122.07(11) yes
C42 . C52 . H52 . 118.9 no
C62 . C52 . H52 . 119.0 no
C12 . C62 . C52 . 121.53(10) yes
C12 . C62 . C72 . 120.14(10) yes
C52 . C62 . C72 . 118.25(10) yes
C62 . C72 . N82 . 121.75(11) yes
C62 . C72 . H72 . 119.1 no
N82 . C72 . H72 . 119.1 no
C72 . N82 . C92 . 126.33(10) yes
C72 . N82 . H82 . 116.8 no
C92 . N82 . H82 . 116.8 no
N82 . C92 . C102 . 115.54(10) yes
N82 . C92 . C182 . 123.65(10) yes
C102 . C92 . C182 . 120.81(10) yes
C92 . C102 . N112 . 117.99(10) yes
C92 . C102 . C152 . 118.67(11) yes
N112 . C102 . C152 . 123.34(11) yes
C102 . N112 . C122 . 117.32(11) yes
N112 . C122 . C132 . 123.71(13) yes
N112 . C122 . H122 . 118.2 no
C132 . C122 . H122 . 118.1 no
C122 . C132 . C142 . 119.14(12) yes
C122 . C132 . H132 . 120.4 no
C142 . C132 . H132 . 120.4 no
C132 . C142 . C152 . 119.78(12) yes
C132 . C142 . H142 . 120.1 no
C152 . C142 . H142 . 120.1 no
C102 . C152 . C142 . 116.70(12) yes
C102 . C152 . C162 . 119.40(11) yes
C142 . C152 . C162 . 123.90(11) yes
C152 . C162 . C172 . 120.27(11) yes
C152 . C162 . H162 . 119.9 no
C172 . C162 . H162 . 119.8 no
C162 . C172 . C182 . 121.24(12) yes
C162 . C172 . H172 . 119.4 no
C182 . C172 . H172 . 119.4 no
C172 . C182 . C92 . 119.59(11) yes
C172 . C182 . H182 . 120.2 no
C92 . C182 . H182 . 120.2 no
####################################################################### 
# 
# 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_pt0063
_audit_block_doi                 10.5517/cc1jbddn
_database_code_depnum_ccdc_archive 'CCDC 1410171'
_audit_update_record             
;
2015-10-26 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_audit_creation_date             2010-11-14

_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '[NiL2].1.5DCM.0.5Et2O'
_chemical_formula_sum            'C43.50 H44 Br2 Cl3 N4 Ni O2.50'
_chemical_formula_weight         987.71

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'
O O 0.0492 0.0322 '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'
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

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

_cell_length_a                   14.5459(4)
_cell_length_b                   16.7717(4)
_cell_length_c                   19.6958(5)
_cell_angle_alpha                96.879(2)
_cell_angle_beta                 96.761(2)
_cell_angle_gamma                115.104(2)
_cell_volume                     4243.17(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    46614
_cell_measurement_theta_min      2.2984
_cell_measurement_theta_max      73.2755

_exptl_crystal_description       tablet
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.141
_exptl_crystal_size_mid          0.107
_exptl_crystal_size_min          0.039
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2008
_exptl_absorpt_coefficient_mu    4.946
_exptl_absorpt_correction_T_min  0.57394
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
Oxford Cryosystems LT device 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       omega
_diffrn_detector_area_resol_mean 10.3147
_diffrn_reflns_number            82933
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         73.43
_reflns_number_total             16688
_reflns_number_gt                15160
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_solution    Superflip
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
The asymmetric unit contains two Ni complexes, three CH2Cl2 and one
molecule of Et2O of solvation. The largest difference map peaks are
in the region of the Et2O which may suffer from a small amount
of unresolved disorder. Some atoms in the ether molecule adopt
large adps, possibly modelling unassigned electron density. 

H atoms were placed in calculated positions and allowd to ride on 
their parent atoms.
 
Checkcif output:

761_ALERT_1_A CIF Contains no X-H Bonds ......................          ?
762_ALERT_1_A CIF Contains no X-Y-H or H-Y-H Angles ..........          ?

No action taken. 

029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.98
911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600         20
912_ALERT_4_C Missing # of FCF Reflections Above STh/L=  0.600        346

Data are complete to Acta limit:
#===============================================================================
Resolution & Completeness Statistics (Cumulative and Friedel Pairs Averaged)
#===============================================================================
Theta sin(th)/Lambda Complete  Expected Measured  Missing
#-------------------------------------------------------------------------------
 50.44     0.500     1.000         8885     8885        0
 58.00     0.550     1.000        11826    11825        1
 67.68     0.600     0.999        15361    15341       20
------------------------------------------------------------ ACTA Min. Res. ---
 73.43     0.622     0.979        17054    16688      366

094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.16
220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.20 Ratio

See notes above.

410_ALERT_2_C Short Intra H...H Contact  H74    ..  H184    ..       1.98 Ang.

These are phenyl group H's with little positional flexibility.

431_ALERT_2_G Short Inter HL..A Contact  Cl18   ..  Cl18    ..       3.28 Ang.
432_ALERT_2_G Short Inter X...Y Contact  C14    ..  C184    ..       3.17 Ang.
432_ALERT_2_G Short Inter X...Y Contact  C71    ..  C93     ..       3.15 Ang.

No action taken. 

041_ALERT_1_C Calc. and Reported SumFormula    Strings  Differ          ?
042_ALERT_1_C Calc. and Reported MoietyFormula Strings  Differ          ?
045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio

The moiety forma is intended to more chemcially meaningful. We prefer a 
formulation with one complex per formula unit.

150_ALERT_1_C Volume as Calculated Differs from that Given ...    4243.17 Ang-3

 Volume Reported   4243.17(18)  Calculated   4243.33(19)
This is possibly a rounding error. Data from data reduction is 
4243.17(17) Ang**3


125_ALERT_4_C No '_symmetry_space_group_name_Hall' Given .....          ?
790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          4
              C H2 Cl2
760_ALERT_1_G CIF Contains no Torsion Angles .................          ?
794_ALERT_5_G Note: Tentative Bond Valency for Ni1     .......       2.20
794_ALERT_5_G Note: Tentative Bond Valency for Ni2     .......       2.12
795_ALERT_4_G C-Atom in CIF Coordinate List out of Sequence ..        C51
797_ALERT_4_G N-Atom in CIF Coordinate List out of Sequence ..        N82

No action taken 
 
;

_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)+(0.0370P)²+4.4941P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'charge flipping'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         16688
_refine_ls_number_parameters     1009
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0788
_refine_ls_wR_factor_gt          0.0763
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.002
_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 0.55856(3) 0.25637(2) 0.404301(18) 0.01293(8) Uani 1 1 d . . .
O11 O 0.62904(11) 0.35831(10) 0.35429(8) 0.0166(3) Uani 1 1 d . . .
C11 C 0.58213(15) 0.38900(14) 0.31342(11) 0.0133(4) Uani 1 1 d . . .
C21 C 0.63283(16) 0.47897(14) 0.30167(11) 0.0159(4) Uani 1 1 d . . .
Br1 Br 0.768842(17) 0.551957(16) 0.353169(14) 0.02466(6) Uani 1 1 d . . .
C31 C 0.58730(16) 0.51673(14) 0.25933(11) 0.0166(4) Uani 1 1 d . . .
H31 H 0.6253 0.5774 0.2551 0.020 Uiso 1 1 calc R . .
C41 C 0.48484(16) 0.46687(14) 0.22199(11) 0.0156(4) Uani 1 1 d . . .
C411 C 0.43620(17) 0.51377(15) 0.17848(12) 0.0189(4) Uani 1 1 d . . .
C421 C 0.4344(2) 0.59252(18) 0.22622(14) 0.0278(5) Uani 1 1 d . . .
H42A H 0.4034 0.6227 0.1985 0.042 Uiso 1 1 calc R . .
H42B H 0.5052 0.6352 0.2488 0.042 Uiso 1 1 calc R . .
H42C H 0.3935 0.5699 0.2618 0.042 Uiso 1 1 calc R . .
C431 C 0.50031(18) 0.55179(16) 0.12336(12) 0.0219(5) Uani 1 1 d . . .
H43A H 0.4683 0.5817 0.0961 0.033 Uiso 1 1 calc R . .
H43B H 0.5029 0.5028 0.0924 0.033 Uiso 1 1 calc R . .
H43C H 0.5706 0.5951 0.1464 0.033 Uiso 1 1 calc R . .
C441 C 0.32588(18) 0.45016(18) 0.14150(15) 0.0308(6) Uani 1 1 d . . .
H44A H 0.2974 0.4826 0.1144 0.046 Uiso 1 1 calc R . .
H44B H 0.2832 0.4268 0.1761 0.046 Uiso 1 1 calc R . .
H44C H 0.3262 0.4002 0.1103 0.046 Uiso 1 1 calc R . .
C51 C 0.43362(16) 0.37960(14) 0.23118(11) 0.0153(4) Uani 1 1 d . . .
H51 H 0.3653 0.3441 0.2058 0.018 Uiso 1 1 calc R . .
C61 C 0.47724(16) 0.34003(14) 0.27642(11) 0.0136(4) Uani 1 1 d . . .
C71 C 0.40855(16) 0.25154(14) 0.28518(10) 0.0133(4) Uani 1 1 d . . .
H71 H 0.3440 0.2215 0.2540 0.016 Uiso 1 1 calc R . .
N81 N 0.42704(13) 0.20908(11) 0.33194(9) 0.0131(3) Uani 1 1 d . . .
C91 C 0.34697(16) 0.12729(14) 0.34125(11) 0.0140(4) Uani 1 1 d . . .
C101 C 0.37079(16) 0.09592(14) 0.40218(11) 0.0147(4) Uani 1 1 d . . .
N111 N 0.46628(14) 0.14517(12) 0.44399(9) 0.0161(4) Uani 1 1 d . . .
C121 C 0.48800(18) 0.11850(15) 0.50153(12) 0.0201(5) Uani 1 1 d . . .
H121 H 0.5540 0.1532 0.5304 0.024 Uiso 1 1 calc R . .
C131 C 0.41833(19) 0.04128(16) 0.52225(12) 0.0236(5) Uani 1 1 d . . .
H131 H 0.4370 0.0248 0.5643 0.028 Uiso 1 1 calc R . .
C141 C 0.32314(18) -0.00976(15) 0.48073(12) 0.0217(5) Uani 1 1 d . . .
H141 H 0.2753 -0.0624 0.4936 0.026 Uiso 1 1 calc R . .
C151 C 0.29660(17) 0.01647(14) 0.41859(11) 0.0175(4) Uani 1 1 d . . .
C161 C 0.19916(17) -0.03095(14) 0.37362(12) 0.0184(4) Uani 1 1 d . . .
H161 H 0.1489 -0.0849 0.3833 0.022 Uiso 1 1 calc R . .
C171 C 0.17755(17) 0.00114(14) 0.31613(11) 0.0175(4) Uani 1 1 d . . .
H171 H 0.1115 -0.0307 0.2867 0.021 Uiso 1 1 calc R . .
C181 C 0.25077(16) 0.08010(14) 0.29951(11) 0.0154(4) Uani 1 1 d . . .
H181 H 0.2337 0.1008 0.2593 0.018 Uiso 1 1 calc R . .
O12 O 0.61826(11) 0.17752(10) 0.35847(8) 0.0166(3) Uani 1 1 d . . .
C12 C 0.69976(16) 0.17123(14) 0.38288(10) 0.0140(4) Uani 1 1 d . . .
C22 C 0.72295(16) 0.10146(14) 0.35251(11) 0.0153(4) Uani 1 1 d . . .
Br2 Br 0.620428(17) 0.011849(15) 0.279429(12) 0.01928(6) Uani 1 1 d . . .
C32 C 0.81297(17) 0.09517(15) 0.37201(11) 0.0169(4) Uani 1 1 d . . .
H32 H 0.8225 0.0473 0.3483 0.020 Uiso 1 1 calc R . .
C42 C 0.89174(16) 0.15825(15) 0.42645(11) 0.0167(4) Uani 1 1 d . . .
C412 C 0.99422(17) 0.15430(16) 0.44797(12) 0.0202(5) Uani 1 1 d . . .
C422 C 1.00978(19) 0.08853(18) 0.39466(13) 0.0256(5) Uani 1 1 d . . .
H42D H 1.0759 0.0880 0.4105 0.038 Uiso 1 1 calc R . .
H42E H 1.0099 0.1074 0.3495 0.038 Uiso 1 1 calc R . .
H42F H 0.9534 0.0282 0.3900 0.038 Uiso 1 1 calc R . .
C432 C 1.08502(18) 0.24772(18) 0.45476(14) 0.0291(6) Uani 1 1 d . . .
H43D H 1.1503 0.2448 0.4686 0.044 Uiso 1 1 calc R . .
H43E H 1.0785 0.2904 0.4901 0.044 Uiso 1 1 calc R . .
H43F H 1.0841 0.2674 0.4099 0.044 Uiso 1 1 calc R . .
C442 C 0.9962(2) 0.1240(2) 0.51821(14) 0.0342(6) Uani 1 1 d . . .
H44D H 1.0617 0.1214 0.5320 0.051 Uiso 1 1 calc R . .
H44E H 0.9387 0.0644 0.5141 0.051 Uiso 1 1 calc R . .
H44F H 0.9896 0.1667 0.5534 0.051 Uiso 1 1 calc R . .
C52 C 0.87001(16) 0.22333(15) 0.46032(11) 0.0171(4) Uani 1 1 d . . .
H52 H 0.9201 0.2654 0.4985 0.021 Uiso 1 1 calc R . .
C62 C 0.77774(16) 0.23130(14) 0.44174(11) 0.0154(4) Uani 1 1 d . . .
C72 C 0.76861(16) 0.30233(14) 0.48425(11) 0.0150(4) Uani 1 1 d . . .
H72 H 0.8269 0.3414 0.5191 0.018 Uiso 1 1 calc R . .
N82 N 0.68847(13) 0.31846(12) 0.47976(9) 0.0147(3) Uani 1 1 d . . .
C92 C 0.68907(17) 0.38944(14) 0.52697(11) 0.0153(4) Uani 1 1 d . . .
C102 C 0.59166(17) 0.39204(14) 0.52409(11) 0.0158(4) Uani 1 1 d . . .
N112 N 0.51200(14) 0.33408(12) 0.47178(9) 0.0155(4) Uani 1 1 d . . .
C122 C 0.42044(17) 0.33328(15) 0.47003(12) 0.0199(5) Uani 1 1 d . . .
H122 H 0.3655 0.2935 0.4333 0.024 Uiso 1 1 calc R . .
C132 C 0.40029(18) 0.38845(16) 0.51980(13) 0.0245(5) Uani 1 1 d . . .
H132 H 0.3326 0.3838 0.5177 0.029 Uiso 1 1 calc R . .
C142 C 0.47957(18) 0.44879(16) 0.57109(12) 0.0229(5) Uani 1 1 d . . .
H142 H 0.4678 0.4875 0.6045 0.027 Uiso 1 1 calc R . .
C152 C 0.57956(18) 0.45321(15) 0.57408(11) 0.0189(4) Uani 1 1 d . . .
C162 C 0.66703(19) 0.51641(15) 0.62334(12) 0.0215(5) Uani 1 1 d . . .
H162 H 0.6604 0.5580 0.6572 0.026 Uiso 1 1 calc R . .
C172 C 0.76126(18) 0.51729(15) 0.62194(12) 0.0225(5) Uani 1 1 d . . .
H172 H 0.8203 0.5617 0.6537 0.027 Uiso 1 1 calc R . .
C182 C 0.77258(17) 0.45380(15) 0.57456(12) 0.0195(4) Uani 1 1 d . . .
H182 H 0.8388 0.4553 0.5754 0.023 Uiso 1 1 calc R . .
Ni2 Ni 0.24068(3) 0.07259(2) 0.086629(17) 0.01111(7) Uani 1 1 d . . .
O13 O 0.14859(11) -0.03940(10) 0.12156(7) 0.0142(3) Uani 1 1 d . . .
C13 C 0.17892(16) -0.08420(14) 0.15895(10) 0.0132(4) Uani 1 1 d . . .
C23 C 0.10658(16) -0.16340(14) 0.17861(11) 0.0152(4) Uani 1 1 d . . .
Br3 Br -0.035983(17) -0.191465(16) 0.157128(13) 0.02220(6) Uani 1 1 d . . .
C33 C 0.13337(17) -0.21633(14) 0.21642(11) 0.0167(4) Uani 1 1 d . . .
H33 H 0.0805 -0.2683 0.2267 0.020 Uiso 1 1 calc R . .
C43 C 0.23772(17) -0.19534(14) 0.24043(11) 0.0163(4) Uani 1 1 d . . .
C413 C 0.26377(18) -0.25569(15) 0.28379(12) 0.0198(5) Uani 1 1 d . . .
C423 C 0.3803(2) -0.22661(17) 0.29961(14) 0.0274(5) Uani 1 1 d . . .
H42G H 0.3941 -0.2666 0.3272 0.041 Uiso 1 1 calc R . .
H42H H 0.4158 -0.1649 0.3259 0.041 Uiso 1 1 calc R . .
H42I H 0.4055 -0.2297 0.2558 0.041 Uiso 1 1 calc R . .
C433 C 0.2263(2) -0.24988(19) 0.35319(13) 0.0326(6) Uani 1 1 d . . .
H43G H 0.2424 -0.2884 0.3812 0.049 Uiso 1 1 calc R . .
H43H H 0.1514 -0.2698 0.3440 0.049 Uiso 1 1 calc R . .
H43I H 0.2612 -0.1877 0.3786 0.049 Uiso 1 1 calc R . .
C443 C 0.20863(19) -0.35339(15) 0.24460(13) 0.0242(5) Uani 1 1 d . . .
H44G H 0.2255 -0.3915 0.2726 0.036 Uiso 1 1 calc R . .
H44H H 0.2314 -0.3576 0.2000 0.036 Uiso 1 1 calc R . .
H44I H 0.1338 -0.3734 0.2362 0.036 Uiso 1 1 calc R . .
C53 C 0.31021(17) -0.11763(15) 0.22581(11) 0.0166(4) Uani 1 1 d . . .
H53 H 0.3811 -0.1007 0.2425 0.020 Uiso 1 1 calc R . .
C63 C 0.28463(16) -0.06149(14) 0.18711(11) 0.0147(4) Uani 1 1 d . . .
C73 C 0.37046(16) 0.02087(14) 0.18293(11) 0.0148(4) Uani 1 1 d . . .
H73 H 0.4372 0.0294 0.2036 0.018 Uiso 1 1 calc R . .
N83 N 0.36591(13) 0.08464(12) 0.15369(9) 0.0128(3) Uani 1 1 d . . .
C93 C 0.45871(15) 0.16183(14) 0.15396(10) 0.0133(4) Uani 1 1 d . . .
C103 C 0.45044(16) 0.21586(14) 0.10521(10) 0.0135(4) Uani 1 1 d . . .
N113 N 0.35553(13) 0.19073(12) 0.06563(9) 0.0139(3) Uani 1 1 d . . .
C123 C 0.34625(17) 0.24131(15) 0.02141(11) 0.0175(4) Uani 1 1 d . . .
H123 H 0.2800 0.2240 -0.0058 0.021 Uiso 1 1 calc R . .
C133 C 0.42981(18) 0.31972(16) 0.01259(12) 0.0221(5) Uani 1 1 d . . .
H133 H 0.4197 0.3542 -0.0198 0.027 Uiso 1 1 calc R . .
C143 C 0.52495(17) 0.34545(15) 0.05096(12) 0.0210(5) Uani 1 1 d . . .
H143 H 0.5822 0.3977 0.0450 0.025 Uiso 1 1 calc R . .
C153 C 0.53860(16) 0.29427(14) 0.09987(11) 0.0159(4) Uani 1 1 d . . .
C163 C 0.63398(16) 0.31726(15) 0.14343(12) 0.0192(4) Uani 1 1 d . . .
H163 H 0.6942 0.3682 0.1393 0.023 Uiso 1 1 calc R . .
C173 C 0.63975(16) 0.26634(15) 0.19161(12) 0.0190(4) Uani 1 1 d . . .
H173 H 0.7039 0.2833 0.2214 0.023 Uiso 1 1 calc R . .
C183 C 0.55207(16) 0.18914(14) 0.19788(11) 0.0156(4) Uani 1 1 d . . .
H183 H 0.5574 0.1558 0.2326 0.019 Uiso 1 1 calc R . .
O14 O 0.19286(11) 0.14744(9) 0.15190(7) 0.0136(3) Uani 1 1 d . . .
C14 C 0.14025(15) 0.18848(13) 0.13190(11) 0.0127(4) Uani 1 1 d . . .
C24 C 0.12092(16) 0.24819(14) 0.18003(11) 0.0153(4) Uani 1 1 d . . .
Br4 Br 0.163308(17) 0.255119(15) 0.276685(11) 0.01771(5) Uani 1 1 d . . .
C34 C 0.07091(16) 0.29781(14) 0.16156(12) 0.0168(4) Uani 1 1 d . . .
H34 H 0.0625 0.3367 0.1969 0.020 Uiso 1 1 calc R . .
C44 C 0.03175(16) 0.29250(15) 0.09152(12) 0.0179(4) Uani 1 1 d . . .
C414 C -0.02042(17) 0.35104(15) 0.07111(13) 0.0210(5) Uani 1 1 d . . .
C424 C 0.0530(2) 0.44984(17) 0.09953(19) 0.0407(7) Uani 1 1 d . . .
H42J H 0.0194 0.4869 0.0863 0.061 Uiso 1 1 calc R . .
H42K H 0.1162 0.4663 0.0802 0.061 Uiso 1 1 calc R . .
H42L H 0.0704 0.4597 0.1504 0.061 Uiso 1 1 calc R . .
C434 C -0.0495(2) 0.3386(2) -0.00790(14) 0.0345(6) Uani 1 1 d . . .
H43J H -0.0822 0.3771 -0.0191 0.052 Uiso 1 1 calc R . .
H43K H -0.0979 0.2758 -0.0270 0.052 Uiso 1 1 calc R . .
H43L H 0.0129 0.3549 -0.0283 0.052 Uiso 1 1 calc R . .
C444 C -0.11935(18) 0.32548(17) 0.10145(13) 0.0250(5) Uani 1 1 d . . .
H44J H -0.1525 0.3630 0.0885 0.038 Uiso 1 1 calc R . .
H44K H -0.1020 0.3348 0.1523 0.038 Uiso 1 1 calc R . .
H44L H -0.1668 0.2623 0.0829 0.038 Uiso 1 1 calc R . .
C54 C 0.04087(16) 0.23057(14) 0.04366(11) 0.0164(4) Uani 1 1 d . . .
H54 H 0.0112 0.2223 -0.0038 0.020 Uiso 1 1 calc R . .
C64 C 0.09221(15) 0.17855(14) 0.06160(11) 0.0141(4) Uani 1 1 d . . .
C74 C 0.08856(16) 0.11505(14) 0.00479(11) 0.0143(4) Uani 1 1 d . . .
H74 H 0.0476 0.1096 -0.0384 0.017 Uiso 1 1 calc R . .
N84 N 0.13499(13) 0.06403(11) 0.00565(9) 0.0119(3) Uani 1 1 d . . .
C94 C 0.13111(16) 0.01257(13) -0.05807(11) 0.0131(4) Uani 1 1 d . . .
C104 C 0.20801(15) -0.01888(13) -0.05749(11) 0.0135(4) Uani 1 1 d . . .
N114 N 0.27207(13) -0.00280(11) 0.00440(9) 0.0136(3) Uani 1 1 d . . .
C124 C 0.34447(17) -0.03091(15) 0.00540(12) 0.0178(4) Uani 1 1 d . . .
H124 H 0.3887 -0.0201 0.0485 0.021 Uiso 1 1 calc R . .
C134 C 0.35925(17) -0.07612(15) -0.05432(12) 0.0208(5) Uani 1 1 d . . .
H134 H 0.4128 -0.0945 -0.0513 0.025 Uiso 1 1 calc R . .
C144 C 0.29577(17) -0.09308(15) -0.11654(12) 0.0202(5) Uani 1 1 d . . .
H144 H 0.3046 -0.1235 -0.1573 0.024 Uiso 1 1 calc R . .
C154 C 0.21666(17) -0.06499(14) -0.11982(11) 0.0168(4) Uani 1 1 d . . .
C164 C 0.14639(17) -0.08078(15) -0.18206(11) 0.0194(4) Uani 1 1 d . . .
H164 H 0.1518 -0.1107 -0.2244 0.023 Uiso 1 1 calc R . .
C174 C 0.07097(17) -0.05275(14) -0.18072(11) 0.0188(4) Uani 1 1 d . . .
H174 H 0.0232 -0.0649 -0.2224 0.023 Uiso 1 1 calc R . .
C184 C 0.06205(16) -0.00627(14) -0.11925(11) 0.0152(4) Uani 1 1 d . . .
H184 H 0.0086 0.0121 -0.1198 0.018 Uiso 1 1 calc R . .
C15 C 0.6818(4) 0.8122(3) 0.3834(2) 0.0748(13) Uani 1 1 d . . .
H15A H 0.7085 0.8247 0.4335 0.112 Uiso 1 1 calc R . .
H15B H 0.6099 0.7658 0.3731 0.112 Uiso 1 1 calc R . .
H15C H 0.6847 0.8670 0.3689 0.112 Uiso 1 1 calc R . .
C25 C 0.7474(4) 0.7795(3) 0.3437(2) 0.0707(13) Uani 1 1 d . . .
H25A H 0.8199 0.8265 0.3552 0.085 Uiso 1 1 calc R . .
H25B H 0.7458 0.7254 0.3600 0.085 Uiso 1 1 calc R . .
O35 O 0.7149(2) 0.75879(14) 0.27098(12) 0.0510(6) Uani 1 1 d . . .
C45 C 0.7444(3) 0.8368(2) 0.23991(17) 0.0419(7) Uani 1 1 d . . .
H45A H 0.8205 0.8721 0.2500 0.050 Uiso 1 1 calc R . .
H45B H 0.7138 0.8752 0.2592 0.050 Uiso 1 1 calc R . .
C55 C 0.70626(19) 0.80699(16) 0.16319(13) 0.0262(5) Uani 1 1 d . . .
H55A H 0.7257 0.8596 0.1409 0.039 Uiso 1 1 calc R . .
H55B H 0.6308 0.7725 0.1537 0.039 Uiso 1 1 calc R . .
H55C H 0.7372 0.7693 0.1446 0.039 Uiso 1 1 calc R . .
C16 C 0.3359(2) -0.2283(2) 0.06684(17) 0.0396(7) Uani 1 1 d . . .
H16A H 0.2965 -0.2125 0.0993 0.048 Uiso 1 1 calc R . .
H16B H 0.3114 -0.2211 0.0200 0.048 Uiso 1 1 calc R . .
Cl16 Cl 0.46864(6) -0.15364(6) 0.09367(5) 0.04898(19) Uani 1 1 d . . .
Cl26 Cl 0.31049(6) -0.34045(5) 0.06427(4) 0.04329(17) Uani 1 1 d . . .
C17 C 0.7796(2) 0.57827(18) 0.15449(16) 0.0353(6) Uani 1 1 d . . .
H17A H 0.7969 0.6374 0.1828 0.042 Uiso 1 1 calc R . .
H17B H 0.7169 0.5332 0.1672 0.042 Uiso 1 1 calc R . .
Cl17 Cl 0.88297(5) 0.55059(5) 0.17338(5) 0.04425(17) Uani 1 1 d . . .
Cl27 Cl 0.75396(5) 0.58190(5) 0.06499(4) 0.04307(17) Uani 1 1 d . . .
C18 C 0.86714(19) 0.39601(19) 0.33771(13) 0.0283(5) Uani 1 1 d . . .
H18A H 0.8650 0.4339 0.3033 0.034 Uiso 1 1 calc R . .
H18B H 0.7957 0.3615 0.3451 0.034 Uiso 1 1 calc R . .
Cl18 Cl 0.94593(5) 0.46540(5) 0.41744(3) 0.03594(15) Uani 1 1 d . . .
Cl28 Cl 0.91465(5) 0.32073(5) 0.30444(3) 0.03634(15) 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 O11 2.0243(15) . ?
Ni1 N81 2.0298(18) . ?
Ni1 N82 2.0402(18) . ?
Ni1 O12 2.0472(15) . ?
Ni1 N111 2.0888(19) . ?
Ni1 N112 2.1142(18) . ?
O11 C11 1.283(3) . ?
C11 C21 1.433(3) . ?
C11 C61 1.437(3) . ?
C21 C31 1.374(3) . ?
C21 Br1 1.902(2) . ?
C31 C41 1.414(3) . ?
C41 C51 1.378(3) . ?
C41 C411 1.531(3) . ?
C411 C441 1.526(3) . ?
C411 C431 1.534(3) . ?
C411 C421 1.538(3) . ?
C51 C61 1.415(3) . ?
C61 C71 1.440(3) . ?
C71 N81 1.300(3) . ?
N81 C91 1.424(3) . ?
C91 C181 1.376(3) . ?
C91 C101 1.430(3) . ?
C101 N111 1.373(3) . ?
C101 C151 1.418(3) . ?
N111 C121 1.320(3) . ?
C121 C131 1.408(3) . ?
C131 C141 1.371(3) . ?
C141 C151 1.415(3) . ?
C151 C161 1.416(3) . ?
C161 C171 1.370(3) . ?
C171 C181 1.409(3) . ?
O12 C12 1.277(3) . ?
C12 C22 1.434(3) . ?
C12 C62 1.444(3) . ?
C22 C32 1.372(3) . ?
C22 Br2 1.905(2) . ?
C32 C42 1.411(3) . ?
C42 C52 1.380(3) . ?
C42 C412 1.532(3) . ?
C412 C442 1.531(3) . ?
C412 C422 1.537(3) . ?
C412 C432 1.539(3) . ?
C52 C62 1.415(3) . ?
C62 C72 1.435(3) . ?
C72 N82 1.299(3) . ?
N82 C92 1.416(3) . ?
C92 C182 1.377(3) . ?
C92 C102 1.431(3) . ?
C102 N112 1.368(3) . ?
C102 C152 1.416(3) . ?
N112 C122 1.322(3) . ?
C122 C132 1.408(3) . ?
C132 C142 1.366(3) . ?
C142 C152 1.418(3) . ?
C152 C162 1.415(3) . ?
C162 C172 1.368(3) . ?
C172 C182 1.407(3) . ?
Ni2 N84 2.0270(17) . ?
Ni2 N83 2.0398(17) . ?
Ni2 O13 2.0461(14) . ?
Ni2 O14 2.0682(14) . ?
Ni2 N113 2.1066(17) . ?
Ni2 N114 2.1456(17) . ?
O13 C13 1.280(3) . ?
C13 C23 1.434(3) . ?
C13 C63 1.438(3) . ?
C23 C33 1.370(3) . ?
C23 Br3 1.902(2) . ?
C33 C43 1.410(3) . ?
C43 C53 1.374(3) . ?
C43 C413 1.534(3) . ?
C413 C423 1.531(3) . ?
C413 C443 1.536(3) . ?
C413 C433 1.538(3) . ?
C53 C63 1.417(3) . ?
C63 C73 1.436(3) . ?
C73 N83 1.296(3) . ?
N83 C93 1.418(3) . ?
C93 C183 1.380(3) . ?
C93 C103 1.425(3) . ?
C103 N113 1.366(3) . ?
C103 C153 1.421(3) . ?
N113 C123 1.320(3) . ?
C123 C133 1.409(3) . ?
C133 C143 1.357(3) . ?
C143 C153 1.415(3) . ?
C153 C163 1.413(3) . ?
C163 C173 1.368(3) . ?
C173 C183 1.412(3) . ?
O14 C14 1.287(3) . ?
C14 C64 1.432(3) . ?
C14 C24 1.433(3) . ?
C24 C34 1.370(3) . ?
C24 Br4 1.905(2) . ?
C34 C44 1.406(3) . ?
C44 C54 1.377(3) . ?
C44 C414 1.535(3) . ?
C414 C424 1.528(3) . ?
C414 C434 1.528(4) . ?
C414 C444 1.534(3) . ?
C54 C64 1.417(3) . ?
C64 C74 1.429(3) . ?
C74 N84 1.296(3) . ?
N84 C94 1.416(3) . ?
C94 C184 1.384(3) . ?
C94 C104 1.424(3) . ?
C104 N114 1.367(3) . ?
C104 C154 1.419(3) . ?
N114 C124 1.323(3) . ?
C124 C134 1.410(3) . ?
C134 C144 1.365(3) . ?
C144 C154 1.414(3) . ?
C154 C164 1.420(3) . ?
C164 C174 1.366(3) . ?
C174 C184 1.409(3) . ?
C15 C25 1.529(6) . ?
C25 O35 1.407(4) . ?
O35 C45 1.432(4) . ?
C45 C55 1.492(4) . ?
C16 Cl26 1.749(3) . ?
C16 Cl16 1.768(3) . ?
C17 Cl17 1.766(3) . ?
C17 Cl27 1.772(3) . ?
C18 Cl18 1.772(3) . ?
C18 Cl28 1.775(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 Ni1 N81 90.45(7) . . ?
O11 Ni1 N82 86.00(7) . . ?
N81 Ni1 N82 172.69(7) . . ?
O11 Ni1 O12 94.12(6) . . ?
N81 Ni1 O12 96.58(6) . . ?
N82 Ni1 O12 90.06(7) . . ?
O11 Ni1 N111 171.30(7) . . ?
N81 Ni1 N111 80.84(7) . . ?
N82 Ni1 N111 102.65(7) . . ?
O12 Ni1 N111 86.93(7) . . ?
O11 Ni1 N112 92.79(7) . . ?
N81 Ni1 N112 93.58(7) . . ?
N82 Ni1 N112 80.23(7) . . ?
O12 Ni1 N112 167.66(7) . . ?
N111 Ni1 N112 87.78(7) . . ?
C11 O11 Ni1 124.95(13) . . ?
O11 C11 C21 120.98(19) . . ?
O11 C11 C61 125.20(19) . . ?
C21 C11 C61 113.81(18) . . ?
C31 C21 C11 124.27(19) . . ?
C31 C21 Br1 118.58(16) . . ?
C11 C21 Br1 117.02(16) . . ?
C21 C31 C41 121.2(2) . . ?
C51 C41 C31 116.45(19) . . ?
C51 C41 C411 124.56(19) . . ?
C31 C41 C411 118.87(19) . . ?
C441 C411 C41 111.91(18) . . ?
C441 C411 C431 108.4(2) . . ?
C41 C411 C431 110.52(18) . . ?
C441 C411 C421 108.7(2) . . ?
C41 C411 C421 109.32(19) . . ?
C431 C411 C421 107.88(19) . . ?
C41 C51 C61 123.6(2) . . ?
C51 C61 C11 120.65(19) . . ?
C51 C61 C71 115.80(18) . . ?
C11 C61 C71 123.46(19) . . ?
N81 C71 C61 125.84(19) . . ?
C71 N81 C91 119.98(18) . . ?
C71 N81 Ni1 125.48(14) . . ?
C91 N81 Ni1 114.08(13) . . ?
C181 C91 N81 126.28(19) . . ?
C181 C91 C101 119.12(19) . . ?
N81 C91 C101 114.54(18) . . ?
N111 C101 C151 121.57(19) . . ?
N111 C101 C91 118.18(19) . . ?
C151 C101 C91 120.25(19) . . ?
C121 N111 C101 118.76(19) . . ?
C121 N111 Ni1 129.04(15) . . ?
C101 N111 Ni1 112.19(14) . . ?
N111 C121 C131 123.3(2) . . ?
C141 C131 C121 118.9(2) . . ?
C131 C141 C151 119.6(2) . . ?
C141 C151 C161 123.3(2) . . ?
C141 C151 C101 117.8(2) . . ?
C161 C151 C101 118.8(2) . . ?
C171 C161 C151 119.9(2) . . ?
C161 C171 C181 121.7(2) . . ?
C91 C181 C171 120.3(2) . . ?
C12 O12 Ni1 127.18(13) . . ?
O12 C12 C22 121.74(19) . . ?
O12 C12 C62 125.46(19) . . ?
C22 C12 C62 112.80(18) . . ?
C32 C22 C12 124.85(19) . . ?
C32 C22 Br2 118.30(16) . . ?
C12 C22 Br2 116.86(15) . . ?
C22 C32 C42 121.5(2) . . ?
C52 C42 C32 115.69(19) . . ?
C52 C42 C412 121.7(2) . . ?
C32 C42 C412 122.6(2) . . ?
C442 C412 C42 109.37(18) . . ?
C442 C412 C422 108.3(2) . . ?
C42 C412 C422 112.21(18) . . ?
C442 C412 C432 109.2(2) . . ?
C42 C412 C432 109.82(19) . . ?
C422 C412 C432 107.91(19) . . ?
C42 C52 C62 124.1(2) . . ?
C52 C62 C72 115.76(19) . . ?
C52 C62 C12 120.75(19) . . ?
C72 C62 C12 123.49(19) . . ?
N82 C72 C62 126.39(19) . . ?
C72 N82 C92 120.26(18) . . ?
C72 N82 Ni1 126.26(15) . . ?
C92 N82 Ni1 113.31(13) . . ?
C182 C92 N82 126.6(2) . . ?
C182 C92 C102 118.30(19) . . ?
N82 C92 C102 115.14(18) . . ?
N112 C102 C152 121.8(2) . . ?
N112 C102 C92 117.84(19) . . ?
C152 C102 C92 120.3(2) . . ?
C122 N112 C102 118.52(19) . . ?
C122 N112 Ni1 129.66(15) . . ?
C102 N112 Ni1 111.82(14) . . ?
N112 C122 C132 123.3(2) . . ?
C142 C132 C122 119.0(2) . . ?
C132 C142 C152 119.5(2) . . ?
C162 C152 C102 119.0(2) . . ?
C162 C152 C142 123.3(2) . . ?
C102 C152 C142 117.7(2) . . ?
C172 C162 C152 119.7(2) . . ?
C162 C172 C182 121.4(2) . . ?
C92 C182 C172 120.9(2) . . ?
N84 Ni2 N83 168.46(7) . . ?
N84 Ni2 O13 97.61(6) . . ?
N83 Ni2 O13 90.04(6) . . ?
N84 Ni2 O14 90.28(6) . . ?
N83 Ni2 O14 98.49(6) . . ?
O13 Ni2 O14 89.16(6) . . ?
N84 Ni2 N113 92.53(7) . . ?
N83 Ni2 N113 79.97(7) . . ?
O13 Ni2 N113 169.86(6) . . ?
O14 Ni2 N113 90.54(6) . . ?
N84 Ni2 N114 79.55(7) . . ?
N83 Ni2 N114 91.43(7) . . ?
O13 Ni2 N114 93.37(6) . . ?
O14 Ni2 N114 169.76(6) . . ?
N113 Ni2 N114 88.70(7) . . ?
C13 O13 Ni2 126.54(13) . . ?
O13 C13 C23 121.37(18) . . ?
O13 C13 C63 125.67(19) . . ?
C23 C13 C63 112.93(18) . . ?
C33 C23 C13 124.58(19) . . ?
C33 C23 Br3 117.67(16) . . ?
C13 C23 Br3 117.55(15) . . ?
C23 C33 C43 121.5(2) . . ?
C53 C43 C33 116.25(19) . . ?
C53 C43 C413 124.2(2) . . ?
C33 C43 C413 119.50(19) . . ?
C423 C413 C43 111.68(19) . . ?
C423 C413 C443 108.98(19) . . ?
C43 C413 C443 109.94(18) . . ?
C423 C413 C433 108.4(2) . . ?
C43 C413 C433 108.85(19) . . ?
C443 C413 C433 108.9(2) . . ?
C43 C53 C63 123.4(2) . . ?
C53 C63 C73 115.06(19) . . ?
C53 C63 C13 121.20(19) . . ?
C73 C63 C13 123.59(19) . . ?
N83 C73 C63 126.41(19) . . ?
C73 N83 C93 119.19(18) . . ?
C73 N83 Ni2 124.78(14) . . ?
C93 N83 Ni2 114.40(13) . . ?
C183 C93 N83 125.98(19) . . ?
C183 C93 C103 119.00(19) . . ?
N83 C93 C103 114.98(18) . . ?
N113 C103 C153 121.89(19) . . ?
N113 C103 C93 117.90(18) . . ?
C153 C103 C93 120.20(19) . . ?
C123 N113 C103 118.55(18) . . ?
C123 N113 Ni2 128.76(15) . . ?
C103 N113 Ni2 112.69(13) . . ?
N113 C123 C133 123.2(2) . . ?
C143 C133 C123 119.2(2) . . ?
C133 C143 C153 119.8(2) . . ?
C163 C153 C143 123.7(2) . . ?
C163 C153 C103 118.9(2) . . ?
C143 C153 C103 117.39(19) . . ?
C173 C163 C153 120.1(2) . . ?
C163 C173 C183 121.2(2) . . ?
C93 C183 C173 120.4(2) . . ?
C14 O14 Ni2 125.29(13) . . ?
O14 C14 C64 125.30(18) . . ?
O14 C14 C24 122.09(19) . . ?
C64 C14 C24 112.58(18) . . ?
C34 C24 C14 124.8(2) . . ?
C34 C24 Br4 117.90(16) . . ?
C14 C24 Br4 117.30(16) . . ?
C24 C34 C44 121.5(2) . . ?
C54 C44 C34 116.0(2) . . ?
C54 C44 C414 122.9(2) . . ?
C34 C44 C414 121.1(2) . . ?
C424 C414 C434 108.2(2) . . ?
C424 C414 C444 109.4(2) . . ?
C434 C414 C444 108.3(2) . . ?
C424 C414 C44 109.8(2) . . ?
C434 C414 C44 111.63(19) . . ?
C444 C414 C44 109.52(18) . . ?
C44 C54 C64 123.4(2) . . ?
C54 C64 C74 114.53(19) . . ?
C54 C64 C14 121.44(19) . . ?
C74 C64 C14 124.00(19) . . ?
N84 C74 C64 127.18(19) . . ?
C74 N84 C94 118.62(18) . . ?
C74 N84 Ni2 124.63(14) . . ?
C94 N84 Ni2 115.18(13) . . ?
C184 C94 N84 125.48(19) . . ?
C184 C94 C104 119.18(19) . . ?
N84 C94 C104 115.31(18) . . ?
N114 C104 C154 121.99(19) . . ?
N114 C104 C94 117.85(18) . . ?
C154 C104 C94 120.16(19) . . ?
C124 N114 C104 118.37(18) . . ?
C124 N114 Ni2 129.68(15) . . ?
C104 N114 Ni2 111.89(13) . . ?
N114 C124 C134 123.3(2) . . ?
C144 C134 C124 119.2(2) . . ?
C134 C144 C154 119.4(2) . . ?
C144 C154 C104 117.8(2) . . ?
C144 C154 C164 123.2(2) . . ?
C104 C154 C164 119.0(2) . . ?
C174 C164 C154 119.7(2) . . ?
C164 C174 C184 121.8(2) . . ?
C94 C184 C174 120.1(2) . . ?
O35 C25 C15 114.1(3) . . ?
C25 O35 C45 112.9(3) . . ?
O35 C45 C55 108.2(2) . . ?
Cl26 C16 Cl16 112.78(16) . . ?
Cl17 C17 Cl27 111.15(15) . . ?
Cl18 C18 Cl28 111.34(14) . . ?

_diffrn_measured_fraction_theta_max 0.979
_diffrn_reflns_theta_full        73.43
_diffrn_measured_fraction_theta_full 0.979
_refine_diff_density_max         1.359
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.071
####################################################################### 
# 
# 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 1430068'
_audit_update_record             
;
2015-10-26 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   27.0430(6)
_cell_length_b                   7.37835(19)
_cell_length_c                   16.6969(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.949(2)
_cell_angle_gamma                90
_cell_volume                     3329.64(13)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C36 H38 Br2 N2 Ni1 O4 
# Dc =      1.56 Fooo =   1592.00 Mu =     30.25 M =    390.61
# Found Formula = C36 H38 Br2 N2 Ni1 O4 
# Dc =      1.56 FOOO =   1592.00 Mu =     30.25 M =    390.61

_chemical_formula_sum            'C36 H38 Br2 N2 Ni1 O4'
_chemical_formula_moiety         'C36 H38 Br2 N2 Ni1 O4'
_chemical_compound_source        ?
_chemical_formula_weight         781.23


_cell_measurement_reflns_used    7161
_cell_measurement_theta_min      3
_cell_measurement_theta_max      29
_cell_measurement_temperature    120

_exptl_crystal_description       lath
_exptl_crystal_colour            'translucent dark orange'
_exptl_crystal_size_min          0.062
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_max          0.286

_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1592
_exptl_absorpt_coefficient_mu    3.025

# Sheldrick geometric approximatio 0.68 0.83 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.54
_exptl_absorpt_correction_T_max  0.83
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      120
_diffrn_reflns_number            15524
_reflns_number_total             4153
_diffrn_reflns_av_R_equivalents  0.030
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4153 
# Theoretical number of reflections is about 9306 


_diffrn_reflns_theta_min         2.862
_diffrn_reflns_theta_max         29.534
_diffrn_measured_fraction_theta_max 0.892

_diffrn_reflns_theta_full        25.104
_diffrn_measured_fraction_theta_full 0.976


_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_reflns_limit_h_min              -36
_reflns_limit_h_max              36
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              22

_oxford_diffrn_Wilson_B_factor   1.35
_oxford_diffrn_Wilson_scale      0.57

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.49
_refine_diff_density_max         0.52


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         4141
_refine_ls_number_restraints     0
_refine_ls_number_parameters     204
_oxford_refine_ls_R_factor_ref   0.0374
_refine_ls_wR_factor_ref         0.0488
_refine_ls_goodness_of_fit_ref   0.9359
_refine_ls_shift/su_max          0.0020782
_refine_ls_shift/su_mean         0.0000525


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4141
_refine_ls_R_factor_all          0.0374
_refine_ls_wR_factor_all         0.0488

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3636
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_gt          0.0454

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 440. 554. 283. 75.2 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.5000 0.79296(6) 0.7500 0.0137 1.0000 Uani S T . . . .
Br1 Br 0.366331(8) 1.05362(3) 0.592635(12) 0.0189 1.0000 Uani . . . . . .
O11 O 0.44488(5) 0.9502(2) 0.71449(8) 0.0185 1.0000 Uani . . . . . .
O151 O 0.45816(6) 0.5691(2) 0.69081(9) 0.0220 1.0000 Uani . . . . . .
N81 N 0.52508(6) 0.7834(3) 0.63780(10) 0.0154 1.0000 Uani . . . . . .
C11 C 0.40288(7) 0.9591(3) 0.74845(11) 0.0144 1.0000 Uani . . . . . .
C21 C 0.35988(8) 1.0191(3) 0.70483(11) 0.0148 1.0000 Uani . . . . . .
C31 C 0.31492(7) 1.0503(3) 0.73803(12) 0.0152 1.0000 Uani . . . . . .
C41 C 0.30773(7) 1.0178(3) 0.82014(12) 0.0150 1.0000 Uani . . . . . .
C51 C 0.34763(8) 0.9472(3) 0.86305(12) 0.0178 1.0000 Uani . . . . . .
C61 C 0.39419(7) 0.9138(3) 0.83040(12) 0.0154 1.0000 Uani . . . . . .
C71 C 0.56809(8) 0.8370(3) 0.61656(12) 0.0172 1.0000 Uani . . . . . .
C91 C 0.48946(8) 0.7183(3) 0.58014(13) 0.0171 1.0000 Uani . . . . . .
C101 C 0.48733(8) 0.7658(3) 0.49948(13) 0.0201 1.0000 Uani . . . . . .
C111 C 0.44854(9) 0.7043(4) 0.44992(13) 0.0244 1.0000 Uani . . . . . .
C121 C 0.41224(9) 0.5940(4) 0.48030(15) 0.0257 1.0000 Uani . . . . . .
C131 C 0.41401(8) 0.5433(4) 0.56099(14) 0.0234 1.0000 Uani . . . . . .
C141 C 0.45261(8) 0.6066(3) 0.61004(13) 0.0188 1.0000 Uani . . . . . .
C161 C 0.42596(10) 0.4402(5) 0.72518(16) 0.0389 1.0000 Uani . . . . . .
C411 C 0.25984(8) 1.0709(3) 0.86058(12) 0.0174 1.0000 Uani . . . . . .
C421 C 0.26784(9) 1.2602(3) 0.89750(14) 0.0229 1.0000 Uani . . . . . .
C431 C 0.21536(8) 1.0787(4) 0.80109(13) 0.0228 1.0000 Uani . . . . . .
C441 C 0.24736(8) 0.9358(4) 0.92669(13) 0.0227 1.0000 Uani . . . . . .
H311 H 0.2879 1.0944 0.7048 0.0188 1.0000 Uiso . . . . . .
H511 H 0.3437 0.9196 0.9187 0.0220 1.0000 Uiso . . . . . .
H711 H 0.5755 0.8251 0.5611 0.0207 1.0000 Uiso . . . . . .
H1011 H 0.5126 0.8414 0.4785 0.0249 1.0000 Uiso . . . . . .
H1111 H 0.4471 0.7376 0.3941 0.0299 1.0000 Uiso . . . . . .
H1211 H 0.3857 0.5516 0.4452 0.0317 1.0000 Uiso . . . . . .
H1311 H 0.3889 0.4657 0.5824 0.0293 1.0000 Uiso . . . . . .
H1611 H 0.4334 0.4265 0.7810 0.0482 1.0000 Uiso . . . . . .
H1612 H 0.4293 0.3248 0.6997 0.0482 1.0000 Uiso . . . . . .
H1613 H 0.3922 0.4785 0.7182 0.0482 1.0000 Uiso . . . . . .
H4211 H 0.2387 1.2985 0.9238 0.0287 1.0000 Uiso . . . . . .
H4212 H 0.2948 1.2579 0.9361 0.0287 1.0000 Uiso . . . . . .
H4213 H 0.2750 1.3463 0.8570 0.0287 1.0000 Uiso . . . . . .
H4311 H 0.1861 1.1122 0.8274 0.0284 1.0000 Uiso . . . . . .
H4312 H 0.2211 1.1660 0.7597 0.0284 1.0000 Uiso . . . . . .
H4313 H 0.2101 0.9632 0.7760 0.0284 1.0000 Uiso . . . . . .
H4411 H 0.2175 0.9699 0.9514 0.0282 1.0000 Uiso . . . . . .
H4412 H 0.2735 0.9309 0.9665 0.0282 1.0000 Uiso . . . . . .
H4413 H 0.2430 0.8168 0.9043 0.0282 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.347(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . O151 6_656 2.2159(16) yes
Ni1 . N81 6_656 2.0152(17) yes
Ni1 . O11 6_656 1.9647(15) yes
Ni1 . O11 . 1.9647(15) yes
Ni1 . O151 . 2.2159(16) yes
Ni1 . N81 . 2.0152(17) yes
Br1 . C21 . 1.9044(19) yes
O11 . C11 . 1.288(2) yes
O151 . C141 . 1.380(3) yes
O151 . C161 . 1.423(3) yes
N81 . C71 . 1.290(3) yes
N81 . C91 . 1.422(3) yes
C11 . C21 . 1.422(3) yes
C11 . C61 . 1.436(3) yes
C21 . C31 . 1.373(3) yes
C31 . C41 . 1.412(3) yes
C31 . H311 . 0.959 no
C41 . C51 . 1.377(3) yes
C41 . C411 . 1.532(3) yes
C51 . C61 . 1.411(3) yes
C51 . H511 . 0.961 no
C61 . C71 6_656 1.444(3) yes
C71 . H711 . 0.958 no
C91 . C101 . 1.391(3) yes
C91 . C141 . 1.398(3) yes
C101 . C111 . 1.390(3) yes
C101 . H1011 . 0.958 no
C111 . C121 . 1.385(4) yes
C111 . H1111 . 0.963 no
C121 . C131 . 1.397(3) yes
C121 . H1211 . 0.964 no
C131 . C141 . 1.386(3) yes
C131 . H1311 . 0.966 no
C161 . H1611 . 0.952 no
C161 . H1612 . 0.957 no
C161 . H1613 . 0.958 no
C411 . C421 . 1.539(3) yes
C411 . C431 . 1.535(3) yes
C411 . C441 . 1.533(3) yes
C421 . H4211 . 0.957 no
C421 . H4212 . 0.956 no
C421 . H4213 . 0.953 no
C431 . H4311 . 0.952 no
C431 . H4312 . 0.962 no
C431 . H4313 . 0.958 no
C441 . H4411 . 0.952 no
C441 . H4412 . 0.953 no
C441 . H4413 . 0.960 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O151 6_656 Ni1 . N81 6_656 75.05(7) yes
O151 6_656 Ni1 . O11 6_656 86.28(7) yes
N81 6_656 Ni1 . O11 6_656 90.92(7) yes
O151 6_656 Ni1 . O11 . 161.02(6) yes
N81 6_656 Ni1 . O11 . 91.46(7) yes
O11 6_656 Ni1 . O11 . 107.59(10) yes
O151 6_656 Ni1 . O151 . 83.59(9) yes
N81 6_656 Ni1 . O151 . 101.86(7) yes
O11 6_656 Ni1 . O151 . 161.02(6) yes
O11 . Ni1 . O151 . 86.28(7) yes
O151 6_656 Ni1 . N81 . 101.86(7) yes
N81 6_656 Ni1 . N81 . 175.97(11) yes
O11 6_656 Ni1 . N81 . 91.46(7) yes
O11 . Ni1 . N81 . 90.92(7) yes
O151 . Ni1 . N81 . 75.05(7) yes
Ni1 . O11 . C11 . 124.63(14) yes
Ni1 . O151 . C141 . 108.84(13) yes
Ni1 . O151 . C161 . 128.93(15) yes
C141 . O151 . C161 . 118.73(18) yes
Ni1 . N81 . C71 . 125.45(14) yes
Ni1 . N81 . C91 . 113.56(13) yes
C71 . N81 . C91 . 120.92(18) yes
O11 . C11 . C21 . 120.55(18) yes
O11 . C11 . C61 . 125.67(18) yes
C21 . C11 . C61 . 113.78(17) yes
Br1 . C21 . C11 . 116.42(15) yes
Br1 . C21 . C31 . 119.13(15) yes
C11 . C21 . C31 . 124.45(18) yes
C21 . C31 . C41 . 121.11(18) yes
C21 . C31 . H311 . 119.4 no
C41 . C31 . H311 . 119.5 no
C31 . C41 . C51 . 115.98(18) yes
C31 . C41 . C411 . 122.08(18) yes
C51 . C41 . C411 . 121.79(18) yes
C41 . C51 . C61 . 123.98(19) yes
C41 . C51 . H511 . 118.2 no
C61 . C51 . H511 . 117.8 no
C71 6_656 C61 . C11 . 122.74(18) yes
C71 6_656 C61 . C51 . 116.92(18) yes
C11 . C61 . C51 . 120.32(18) yes
C61 6_656 C71 . N81 . 125.22(19) yes
C61 6_656 C71 . H711 . 117.5 no
N81 . C71 . H711 . 117.3 no
N81 . C91 . C101 . 125.1(2) yes
N81 . C91 . C141 . 115.58(19) yes
C101 . C91 . C141 . 119.2(2) yes
C91 . C101 . C111 . 120.0(2) yes
C91 . C101 . H1011 . 119.6 no
C111 . C101 . H1011 . 120.4 no
C101 . C111 . C121 . 120.3(2) yes
C101 . C111 . H1111 . 119.8 no
C121 . C111 . H1111 . 119.9 no
C111 . C121 . C131 . 120.6(2) yes
C111 . C121 . H1211 . 119.4 no
C131 . C121 . H1211 . 120.0 no
C121 . C131 . C141 . 118.7(2) yes
C121 . C131 . H1311 . 121.0 no
C141 . C131 . H1311 . 120.4 no
C91 . C141 . C131 . 121.3(2) yes
C91 . C141 . O151 . 114.34(19) yes
C131 . C141 . O151 . 124.4(2) yes
O151 . C161 . H1611 . 110.6 no
O151 . C161 . H1612 . 110.3 no
H1611 . C161 . H1612 . 108.7 no
O151 . C161 . H1613 . 110.3 no
H1611 . C161 . H1613 . 108.6 no
H1612 . C161 . H1613 . 108.2 no
C41 . C411 . C421 . 107.40(18) yes
C41 . C411 . C431 . 112.34(16) yes
C421 . C411 . C431 . 108.77(19) yes
C41 . C411 . C441 . 111.17(18) yes
C421 . C411 . C441 . 109.45(17) yes
C431 . C411 . C441 . 107.67(18) yes
C411 . C421 . H4211 . 110.2 no
C411 . C421 . H4212 . 110.4 no
H4211 . C421 . H4212 . 108.4 no
C411 . C421 . H4213 . 110.5 no
H4211 . C421 . H4213 . 108.6 no
H4212 . C421 . H4213 . 108.7 no
C411 . C431 . H4311 . 111.0 no
C411 . C431 . H4312 . 110.4 no
H4311 . C431 . H4312 . 108.4 no
C411 . C431 . H4313 . 110.5 no
H4311 . C431 . H4313 . 108.7 no
H4312 . C431 . H4313 . 107.8 no
C411 . C441 . H4411 . 110.5 no
C411 . C441 . H4412 . 110.5 no
H4411 . C441 . H4412 . 109.0 no
C411 . C441 . H4413 . 110.0 no
H4411 . C441 . H4413 . 108.4 no
H4412 . C441 . H4413 . 108.4 no


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 07/10/15 at 14:03:41
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 07/10/15 at 14:03:41
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_pt3008
_database_code_depnum_ccdc_archive 'CCDC 1430069'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H30 N8 Ni S2, C H Cl3, C2 H6 O'
_chemical_formula_sum            'C43 H37 Cl3 N8 Ni O S2'
_chemical_formula_weight         910.98

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'
S S 0.1246 0.1234 '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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.8619(4)
_cell_length_b                   13.8835(4)
_cell_length_c                   14.6029(5)
_cell_angle_alpha                67.523(3)
_cell_angle_beta                 86.378(3)
_cell_angle_gamma                68.581(3)
_cell_volume                     2060.53(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    15527
_cell_measurement_theta_min      3.5790
_cell_measurement_theta_max      30.6930

_exptl_crystal_description       rod
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_F_000             940
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.609
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.086
_exptl_absorpt_coefficient_mu    0.813
_shelx_estimated_absorpt_T_min   0.637
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.962
_exptl_absorpt_correction_T_max  1.697
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
   a multifaceted crystal model
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Agilent Technologies SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_reflns_number            44518
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.948
_diffrn_reflns_theta_max         31.176
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.896
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11945
_reflns_number_gt                9924
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008) and local programs'

_refine_special_details          
;
Most of the crystals were much longer than the dimension of the X-ray beam 
(0.5 mm).  However, cutting the crystals induced much fracturing and splitting 
along the long crystal axis so a crystal slightly larger than the X-ray beam 
size was used.

All H atoms were observed in a difference Fourier map and are freely refined, 
except for the solvent C-bound H atoms which were refined with fixed C-H 
distances.  The chloroform molecule was refined over two sites using a whole 
molecule disorder model (ratio 0.732:0.268(11) as indicated by three large 
residual peaks corresponding to the chlorine atoms of a second orientation.  
No geometric or displacement ellipsoid restraints were used.  

#==============================================================================
The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#==============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text

#==============================================================================
222_ALERT_3_C Large Non-Solvent    H    Uiso(max)/Uiso(min) ..        4.8 Ratio
410_ALERT_2_C Short Intra H...H Contact  H7     ..  H10     ..       1.99 Ang.

H atoms freely refined (for the Ni(II) complex).

#==============================================================================
;


_vrf_PLAT222_pt3008              
;
PROBLEM:  Large Non-Solvent    H    Uiso(max)/Uiso(min) ..        4.8 Ratio
RESPONSE: See _refine_special_details.
;



_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0235P)²+1.6658P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     charge-flipping
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11945
_refine_ls_number_parameters     684
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0879
_refine_ls_wR_factor_gt          0.0822
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.17964(2) 0.19639(2) 0.04018(2) 0.01182(6) Uani 1 1 d . . . . .
S1 S 0.25339(4) 0.28910(4) 0.11468(4) 0.01727(9) Uani 1 1 d . . . . .
S2 S 0.27658(4) 0.25688(4) -0.10753(3) 0.01809(10) Uani 1 1 d . . . . .
N1 N 0.12319(13) 0.10869(12) -0.02368(11) 0.0144(3) Uani 1 1 d . . . . .
N2 N 0.32778(12) 0.04527(12) 0.09036(11) 0.0126(3) Uani 1 1 d . . . . .
N3 N 0.57472(13) 0.12920(12) 0.26425(11) 0.0164(3) Uani 1 1 d . . . . .
N4 N 0.47054(13) 0.22200(12) 0.21546(11) 0.0146(3) Uani 1 1 d . . . . .
N5 N 0.08489(13) 0.15126(12) 0.16527(11) 0.0144(3) Uani 1 1 d . . . . .
N6 N 0.01847(12) 0.33624(12) -0.00384(11) 0.0134(3) Uani 1 1 d . . . . .
N7 N 0.07049(14) 0.50091(13) -0.34320(11) 0.0200(3) Uani 1 1 d . . . . .
N8 N 0.17625(13) 0.41410(12) -0.28979(11) 0.0165(3) Uani 1 1 d . . . . .
C1 C 0.02337(16) 0.14474(16) -0.08147(14) 0.0182(4) Uani 1 1 d . . . . .
H1 H -0.036(2) 0.2146(19) -0.0878(16) 0.023(6) Uiso 1 1 d . . . . .
C2 C 0.00373(18) 0.08589(16) -0.13488(14) 0.0208(4) Uani 1 1 d . . . . .
H2 H -0.068(2) 0.118(2) -0.1800(18) 0.035(7) Uiso 1 1 d . . . . .
C3 C 0.09150(17) -0.01406(16) -0.12635(14) 0.0200(4) Uani 1 1 d . . . . .
H3 H 0.082(2) -0.0559(18) -0.1639(17) 0.026(6) Uiso 1 1 d . . . . .
C4 C 0.19924(16) -0.05788(15) -0.06353(13) 0.0160(3) Uani 1 1 d . . . . .
C5 C 0.21207(15) 0.00766(14) -0.01355(12) 0.0136(3) Uani 1 1 d . . . . .
C6 C 0.32062(15) -0.02951(14) 0.04812(13) 0.0139(3) Uani 1 1 d . . . . .
C7 C 0.41080(16) -0.13016(15) 0.05739(14) 0.0172(3) Uani 1 1 d . . . . .
H7 H 0.483(2) -0.1563(19) 0.0960(17) 0.027(6) Uiso 1 1 d . . . . .
C8 C 0.39744(17) -0.19505(15) 0.00789(14) 0.0188(4) Uani 1 1 d . . . . .
H8 H 0.464(2) -0.263(2) 0.0159(17) 0.031(6) Uiso 1 1 d . . . . .
C9 C 0.29430(17) -0.16067(16) -0.05149(14) 0.0189(4) Uani 1 1 d . . . . .
H9 H 0.283(2) -0.2020(19) -0.0864(17) 0.028(6) Uiso 1 1 d . . . . .
C10 C 0.42326(15) 0.01440(14) 0.14964(13) 0.0141(3) Uani 1 1 d . . . . .
H10 H 0.4847(17) -0.0629(16) 0.1704(14) 0.010(5) Uiso 1 1 d . . . . .
C11 C 0.45280(15) 0.08190(14) 0.18883(13) 0.0138(3) Uani 1 1 d . . . . .
C12 C 0.39301(15) 0.19692(14) 0.17123(12) 0.0136(3) Uani 1 1 d . . . . .
C13 C 0.45807(15) 0.33020(14) 0.20997(13) 0.0145(3) Uani 1 1 d . . . . .
C14 C 0.56356(16) 0.04636(14) 0.24697(13) 0.0152(3) Uani 1 1 d . . . . .
C15 C 0.66167(18) -0.06745(17) 0.28468(16) 0.0218(4) Uani 1 1 d . . . . .
H15A H 0.731(2) -0.0652(19) 0.3146(17) 0.027(6) Uiso 1 1 d . . . . .
H15B H 0.691(2) -0.092(2) 0.2315(19) 0.036(7) Uiso 1 1 d . . . . .
H15C H 0.634(2) -0.119(2) 0.3307(19) 0.034(7) Uiso 1 1 d . . . . .
C16 C 0.41746(17) 0.42158(16) 0.11957(14) 0.0194(4) Uani 1 1 d . . . . .
H16 H 0.4037(19) 0.4127(18) 0.0613(17) 0.024(6) Uiso 1 1 d . . . . .
C17 C 0.39856(19) 0.52804(17) 0.11516(16) 0.0235(4) Uani 1 1 d . . . . .
H17 H 0.368(2) 0.5891(19) 0.0538(17) 0.026(6) Uiso 1 1 d . . . . .
C18 C 0.42282(18) 0.54279(16) 0.19963(15) 0.0229(4) Uani 1 1 d . . . . .
H18 H 0.408(2) 0.6172(19) 0.1968(17) 0.028(6) Uiso 1 1 d . . . . .
C19 C 0.46861(18) 0.45098(17) 0.28792(15) 0.0218(4) Uani 1 1 d . . . . .
H19 H 0.4859(19) 0.4607(18) 0.3469(17) 0.024(6) Uiso 1 1 d . . . . .
C20 C 0.48597(17) 0.34394(16) 0.29381(14) 0.0175(3) Uani 1 1 d . . . . .
H20 H 0.5137(18) 0.2821(18) 0.3527(16) 0.019(5) Uiso 1 1 d . . . . .
C21 C 0.12055(17) 0.05856(16) 0.24661(14) 0.0185(4) Uani 1 1 d . . . . .
H21 H 0.1958(18) 0.0000(17) 0.2448(15) 0.017(5) Uiso 1 1 d . . . . .
C22 C 0.05428(18) 0.04151(17) 0.33062(15) 0.0232(4) Uani 1 1 d . . . . .
H22 H 0.084(2) -0.0246(19) 0.3822(17) 0.025(6) Uiso 1 1 d . . . . .
C23 C -0.05273(18) 0.12484(17) 0.32949(14) 0.0235(4) Uani 1 1 d . . . . .
H23 H -0.098(2) 0.1176(18) 0.3824(17) 0.026(6) Uiso 1 1 d . . . . .
C24 C -0.09348(16) 0.22675(16) 0.24480(14) 0.0189(4) Uani 1 1 d . . . . .
C25 C -0.02169(15) 0.23669(14) 0.16288(13) 0.0144(3) Uani 1 1 d . . . . .
C26 C -0.05752(15) 0.33677(14) 0.07532(13) 0.0144(3) Uani 1 1 d . . . . .
C27 C -0.16006(17) 0.42613(16) 0.07440(14) 0.0197(4) Uani 1 1 d . . . . .
H27 H -0.1842(19) 0.4971(18) 0.0191(16) 0.022(5) Uiso 1 1 d . . . . .
C28 C -0.23176(18) 0.41561(18) 0.15609(15) 0.0257(4) Uani 1 1 d . . . . .
H28 H -0.300(2) 0.4795(18) 0.1505(16) 0.022(5) Uiso 1 1 d . . . . .
C29 C -0.20118(18) 0.31879(18) 0.23892(15) 0.0252(4) Uani 1 1 d . . . . .
H29 H -0.250(2) 0.3137(19) 0.2920(17) 0.029(6) Uiso 1 1 d . . . . .
C30 C -0.02154(15) 0.41383(14) -0.09234(13) 0.0146(3) Uani 1 1 d . . . . .
H30 H -0.1045(18) 0.4693(17) -0.1048(15) 0.017(5) Uiso 1 1 d . . . . .
C31 C 0.04204(15) 0.42676(14) -0.17907(13) 0.0145(3) Uani 1 1 d . . . . .
C32 C 0.16367(15) 0.36612(14) -0.19118(13) 0.0146(3) Uani 1 1 d . . . . .
C33 C -0.00836(16) 0.50869(15) -0.27635(13) 0.0181(4) Uani 1 1 d . . . . .
C34 C -0.13374(19) 0.59630(19) -0.30687(16) 0.0272(5) Uani 1 1 d . . . . .
H34A H -0.195(2) 0.564(2) -0.292(2) 0.048(8) Uiso 1 1 d . . . . .
H34B H -0.143(2) 0.639(2) -0.3770(19) 0.035(7) Uiso 1 1 d . . . . .
H34C H -0.147(2) 0.645(2) -0.271(2) 0.043(7) Uiso 1 1 d . . . . .
C35 C 0.27723(16) 0.37968(14) -0.34327(13) 0.0162(3) Uani 1 1 d . . . . .
C36 C 0.39387(17) 0.35591(17) -0.30742(15) 0.0212(4) Uani 1 1 d . . . . .
H36 H 0.4056(19) 0.3646(18) -0.2470(17) 0.025(6) Uiso 1 1 d . . . . .
C37 C 0.49145(18) 0.31906(18) -0.35955(16) 0.0250(4) Uani 1 1 d . . . . .
H37 H 0.568(2) 0.304(2) -0.3353(18) 0.036(7) Uiso 1 1 d . . . . .
C38 C 0.47257(18) 0.30738(18) -0.44643(15) 0.0244(4) Uani 1 1 d . . . . .
H38 H 0.542(2) 0.2804(19) -0.4828(17) 0.031(6) Uiso 1 1 d . . . . .
C39 C 0.35530(18) 0.33374(17) -0.48269(15) 0.0234(4) Uani 1 1 d . . . . .
H39 H 0.341(2) 0.3272(18) -0.5436(17) 0.026(6) Uiso 1 1 d . . . . .
C40 C 0.25705(17) 0.36980(16) -0.43143(14) 0.0192(4) Uani 1 1 d . . . . .
H40 H 0.175(2) 0.3888(18) -0.4559(16) 0.023 Uiso 1 1 d . U . . .
Cl1 Cl 0.21027(15) -0.27113(17) 0.48936(11) 0.0328(5) Uani 0.732(11) 1 d . . P
A 1
Cl2 Cl 0.18359(13) -0.36281(13) 0.34871(12) 0.0407(5) Uani 0.732(11) 1 d . . P
A 1
Cl3 Cl -0.03074(18) -0.22549(18) 0.4094(2) 0.0448(5) Uani 0.732(11) 1 d . . P A
1
C41 C 0.1179(8) -0.3249(6) 0.4499(6) 0.0244(14) Uani 0.732(11) 1 d . . P A 1
H41 H 0.1149 -0.3931 0.5061 0.029 Uiso 0.732(11) 1 calc R U P A 1
Cl1' Cl 0.2114(8) -0.2944(10) 0.4834(7) 0.092(3) Uani 0.268(11) 1 d . . P A 2
Cl2' Cl 0.116(3) -0.3515(7) 0.3506(4) 0.120(6) Uani 0.268(11) 1 d . . P A 2
Cl3' Cl -0.0364(6) -0.2093(8) 0.4465(11) 0.078(3) Uani 0.268(11) 1 d . . P A 2
C41' C 0.098(3) -0.322(3) 0.450(2) 0.056(8) Uani 0.268(11) 1 d . . P A 2
H41' H 0.0946 -0.3899 0.5057 0.068 Uiso 0.268(11) 1 calc R U P A 2
O1 O 0.69961(15) 0.09657(14) 0.45135(12) 0.0345(4) Uani 1 1 d . . . . .
H1O H 0.675(3) 0.095(3) 0.394(3) 0.085(12) Uiso 1 1 d . . . . .
C42 C 0.6450(2) 0.03782(19) 0.53154(17) 0.0334(5) Uani 1 1 d . . . . .
H42A H 0.5566 0.0662 0.5130 0.050 Uiso 1 1 calc R U . . .
H42B H 0.6558 0.0539 0.5902 0.050 Uiso 1 1 calc R U . . .
C43 C 0.6971(2) -0.0882(2) 0.56021(18) 0.0385(5) Uani 1 1 d . . . . .
H43A H 0.6581 -0.1238 0.6176 0.058 Uiso 1 1 calc R U . . .
H43B H 0.7848 -0.1169 0.5776 0.058 Uiso 1 1 calc R U . . .
H43C H 0.6818 -0.1053 0.5040 0.058 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 S1 2.3704(5) . ?
Ni1 S2 2.3846(5) . ?
Ni1 N1 2.0840(14) . ?
Ni1 N2 2.0787(14) . ?
Ni1 N5 2.0911(15) . ?
Ni1 N6 2.0803(14) . ?
S1 C12 1.6969(17) . ?
S2 C32 1.7007(18) . ?
N1 C1 1.317(2) . ?
N1 C5 1.372(2) . ?
N2 C6 1.423(2) . ?
N2 C10 1.304(2) . ?
N3 N4 1.393(2) . ?
N3 C14 1.319(2) . ?
N4 C12 1.366(2) . ?
N4 C13 1.425(2) . ?
N5 C21 1.320(2) . ?
N5 C25 1.373(2) . ?
N6 C26 1.421(2) . ?
N6 C30 1.302(2) . ?
N7 N8 1.391(2) . ?
N7 C33 1.316(2) . ?
N8 C32 1.361(2) . ?
N8 C35 1.422(2) . ?
C1 H1 0.94(2) . ?
C1 C2 1.407(3) . ?
C2 H2 0.96(2) . ?
C2 C3 1.362(3) . ?
C3 H3 0.97(2) . ?
C3 C4 1.414(3) . ?
C4 C5 1.417(2) . ?
C4 C9 1.413(3) . ?
C5 C6 1.429(2) . ?
C6 C7 1.377(2) . ?
C7 H7 0.93(2) . ?
C7 C8 1.406(2) . ?
C8 H8 0.96(2) . ?
C8 C9 1.367(3) . ?
C9 H9 0.95(2) . ?
C10 H10 0.992(19) . ?
C10 C11 1.416(2) . ?
C11 C12 1.415(2) . ?
C11 C14 1.427(2) . ?
C13 C16 1.392(3) . ?
C13 C20 1.386(2) . ?
C14 C15 1.492(3) . ?
C15 H15A 0.97(2) . ?
C15 H15B 0.96(3) . ?
C15 H15C 0.92(3) . ?
C16 H16 0.94(2) . ?
C16 C17 1.388(3) . ?
C17 H17 0.94(2) . ?
C17 C18 1.388(3) . ?
C18 H18 0.97(2) . ?
C18 C19 1.381(3) . ?
C19 H19 0.97(2) . ?
C19 C20 1.393(3) . ?
C20 H20 0.92(2) . ?
C21 H21 0.97(2) . ?
C21 C22 1.404(3) . ?
C22 H22 0.90(2) . ?
C22 C23 1.366(3) . ?
C23 H23 0.91(2) . ?
C23 C24 1.415(3) . ?
C24 C25 1.416(2) . ?
C24 C29 1.418(3) . ?
C25 C26 1.423(2) . ?
C26 C27 1.381(2) . ?
C27 H27 0.96(2) . ?
C27 C28 1.413(3) . ?
C28 H28 0.94(2) . ?
C28 C29 1.363(3) . ?
C29 H29 0.93(2) . ?
C30 H30 0.98(2) . ?
C30 C31 1.418(2) . ?
C31 C32 1.420(2) . ?
C31 C33 1.430(2) . ?
C33 C34 1.496(3) . ?
C34 H34A 0.96(3) . ?
C34 H34B 0.96(3) . ?
C34 H34C 0.97(3) . ?
C35 C36 1.387(3) . ?
C35 C40 1.390(3) . ?
C36 H36 0.96(2) . ?
C36 C37 1.391(3) . ?
C37 H37 0.92(2) . ?
C37 C38 1.380(3) . ?
C38 H38 0.99(2) . ?
C38 C39 1.387(3) . ?
C39 H39 0.96(2) . ?
C39 C40 1.385(3) . ?
C40 H40 0.96(2) . ?
Cl1 C41 1.759(10) . ?
Cl2 C41 1.793(8) . ?
Cl3 C41 1.759(8) . ?
C41 H41 1.000 . ?
Cl1' C41' 1.67(3) . ?
Cl2' C41' 1.63(3) . ?
Cl3' C41' 1.77(3) . ?
C41' H41' 1.000 . ?
O1 H1O 0.92(4) . ?
O1 C42 1.420(3) . ?
C42 H42A 0.990 . ?
C42 H42B 0.990 . ?
C42 C43 1.517(3) . ?
C43 H43A 0.980 . ?
C43 H43B 0.980 . ?
C43 H43C 0.980 . ?

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
S1 Ni1 S2 92.063(18) . . ?
S1 Ni1 N1 177.20(4) . . ?
S1 Ni1 N2 96.54(4) . . ?
S1 Ni1 N5 88.48(4) . . ?
S1 Ni1 N6 87.99(4) . . ?
S2 Ni1 N1 87.34(4) . . ?
S2 Ni1 N2 88.67(4) . . ?
S2 Ni1 N5 176.55(4) . . ?
S2 Ni1 N6 96.32(4) . . ?
N1 Ni1 N2 80.72(5) . . ?
N1 Ni1 N5 92.27(6) . . ?
N1 Ni1 N6 94.79(6) . . ?
N2 Ni1 N5 94.65(6) . . ?
N2 Ni1 N6 173.15(5) . . ?
N5 Ni1 N6 80.29(6) . . ?
Ni1 S1 C12 105.92(6) . . ?
Ni1 S2 C32 104.94(6) . . ?
Ni1 N1 C1 128.11(12) . . ?
Ni1 N1 C5 112.65(11) . . ?
C1 N1 C5 118.51(15) . . ?
Ni1 N2 C6 111.98(11) . . ?
Ni1 N2 C10 129.23(12) . . ?
C6 N2 C10 118.74(14) . . ?
N4 N3 C14 104.72(14) . . ?
N3 N4 C12 112.92(13) . . ?
N3 N4 C13 119.97(14) . . ?
C12 N4 C13 126.96(15) . . ?
Ni1 N5 C21 128.36(12) . . ?
Ni1 N5 C25 112.74(11) . . ?
C21 N5 C25 118.51(15) . . ?
Ni1 N6 C26 111.92(11) . . ?
Ni1 N6 C30 128.67(12) . . ?
C26 N6 C30 119.20(14) . . ?
N8 N7 C33 104.80(14) . . ?
N7 N8 C32 113.14(14) . . ?
N7 N8 C35 118.30(14) . . ?
C32 N8 C35 128.26(15) . . ?
N1 C1 H1 117.0(13) . . ?
N1 C1 C2 123.43(17) . . ?
H1 C1 C2 119.6(13) . . ?
C1 C2 H2 120.3(14) . . ?
C1 C2 C3 118.81(18) . . ?
H2 C2 C3 120.8(14) . . ?
C2 C3 H3 121.1(13) . . ?
C2 C3 C4 120.08(17) . . ?
H3 C3 C4 118.8(13) . . ?
C3 C4 C5 117.30(16) . . ?
C3 C4 C9 123.14(16) . . ?
C5 C4 C9 119.53(16) . . ?
N1 C5 C4 121.85(16) . . ?
N1 C5 C6 117.87(15) . . ?
C4 C5 C6 120.27(15) . . ?
N2 C6 C5 116.02(14) . . ?
N2 C6 C7 125.82(16) . . ?
C5 C6 C7 118.07(16) . . ?
C6 C7 H7 120.4(14) . . ?
C6 C7 C8 121.43(17) . . ?
H7 C7 C8 118.2(14) . . ?
C7 C8 H8 117.5(14) . . ?
C7 C8 C9 121.26(17) . . ?
H8 C8 C9 121.2(14) . . ?
C4 C9 C8 119.44(17) . . ?
C4 C9 H9 117.4(14) . . ?
C8 C9 H9 123.2(14) . . ?
N2 C10 H10 120.0(11) . . ?
N2 C10 C11 126.56(16) . . ?
H10 C10 C11 113.5(11) . . ?
C10 C11 C12 130.05(16) . . ?
C10 C11 C14 124.10(15) . . ?
C12 C11 C14 105.41(15) . . ?
S1 C12 N4 124.16(13) . . ?
S1 C12 C11 130.76(13) . . ?
N4 C12 C11 105.00(14) . . ?
N4 C13 C16 119.20(15) . . ?
N4 C13 C20 120.24(16) . . ?
C16 C13 C20 120.56(16) . . ?
N3 C14 C11 111.90(15) . . ?
N3 C14 C15 120.49(16) . . ?
C11 C14 C15 127.59(16) . . ?
C14 C15 H15A 109.8(13) . . ?
C14 C15 H15B 111.5(15) . . ?
C14 C15 H15C 110.7(15) . . ?
H15A C15 H15B 106.3(19) . . ?
H15A C15 H15C 110(2) . . ?
H15B C15 H15C 109(2) . . ?
C13 C16 H16 121.5(14) . . ?
C13 C16 C17 119.39(18) . . ?
H16 C16 C17 119.1(14) . . ?
C16 C17 H17 118.0(14) . . ?
C16 C17 C18 120.25(19) . . ?
H17 C17 C18 121.7(14) . . ?
C17 C18 H18 120.2(14) . . ?
C17 C18 C19 119.96(18) . . ?
H18 C18 C19 119.9(14) . . ?
C18 C19 H19 120.4(13) . . ?
C18 C19 C20 120.34(18) . . ?
H19 C19 C20 119.3(13) . . ?
C13 C20 C19 119.39(18) . . ?
C13 C20 H20 119.1(13) . . ?
C19 C20 H20 121.5(13) . . ?
N5 C21 H21 115.8(12) . . ?
N5 C21 C22 123.56(17) . . ?
H21 C21 C22 120.6(12) . . ?
C21 C22 H22 117.8(14) . . ?
C21 C22 C23 118.94(18) . . ?
H22 C22 C23 123.2(14) . . ?
C22 C23 H23 121.8(14) . . ?
C22 C23 C24 119.59(17) . . ?
H23 C23 C24 118.6(14) . . ?
C23 C24 C25 117.85(16) . . ?
C23 C24 C29 123.17(17) . . ?
C25 C24 C29 118.98(17) . . ?
N5 C25 C24 121.52(16) . . ?
N5 C25 C26 117.72(15) . . ?
C24 C25 C26 120.75(15) . . ?
N6 C26 C25 116.15(14) . . ?
N6 C26 C27 125.48(16) . . ?
C25 C26 C27 118.35(16) . . ?
C26 C27 H27 121.3(13) . . ?
C26 C27 C28 120.58(18) . . ?
H27 C27 C28 118.1(13) . . ?
C27 C28 H28 116.2(13) . . ?
C27 C28 C29 121.65(18) . . ?
H28 C28 C29 122.1(13) . . ?
C24 C29 C28 119.56(17) . . ?
C24 C29 H29 120.3(14) . . ?
C28 C29 H29 120.1(14) . . ?
N6 C30 H30 120.3(12) . . ?
N6 C30 C31 126.72(16) . . ?
H30 C30 C31 113.0(12) . . ?
C30 C31 C32 130.06(16) . . ?
C30 C31 C33 124.85(15) . . ?
C32 C31 C33 105.08(15) . . ?
S2 C32 N8 123.90(13) . . ?
S2 C32 C31 131.11(14) . . ?
N8 C32 C31 104.99(15) . . ?
N7 C33 C31 111.97(15) . . ?
N7 C33 C34 119.98(17) . . ?
C31 C33 C34 128.05(16) . . ?
C33 C34 H34A 112.1(16) . . ?
C33 C34 H34B 110.2(14) . . ?
C33 C34 H34C 109.1(15) . . ?
H34A C34 H34B 108(2) . . ?
H34A C34 H34C 108(2) . . ?
H34B C34 H34C 109(2) . . ?
N8 C35 C36 120.29(16) . . ?
N8 C35 C40 118.95(16) . . ?
C36 C35 C40 120.77(16) . . ?
C35 C36 H36 119.4(13) . . ?
C35 C36 C37 119.13(18) . . ?
H36 C36 C37 121.5(13) . . ?
C36 C37 H37 118.3(15) . . ?
C36 C37 C38 120.55(18) . . ?
H37 C37 C38 121.1(15) . . ?
C37 C38 H38 120.3(14) . . ?
C37 C38 C39 119.78(18) . . ?
H38 C38 C39 119.9(14) . . ?
C38 C39 H39 120.5(13) . . ?
C38 C39 C40 120.49(19) . . ?
H39 C39 C40 119.0(13) . . ?
C35 C40 C39 119.25(18) . . ?
C35 C40 H40 119.4(13) . . ?
C39 C40 H40 121.4(13) . . ?
Cl1 C41 Cl2 108.5(5) . . ?
Cl1 C41 Cl3 111.6(4) . . ?
Cl1 C41 H41 109.3 . . ?
Cl2 C41 Cl3 108.8(5) . . ?
Cl2 C41 H41 109.3 . . ?
Cl3 C41 H41 109.3 . . ?
Cl1' C41' Cl2' 115.2(19) . . ?
Cl1' C41' Cl3' 105.6(18) . . ?
Cl1' C41' H41' 106.4 . . ?
Cl2' C41' Cl3' 116.1(18) . . ?
Cl2' C41' H41' 106.4 . . ?
Cl3' C41' H41' 106.4 . . ?
H1O O1 C42 108(2) . . ?
O1 C42 H42A 108.8 . . ?
O1 C42 H42B 108.8 . . ?
O1 C42 C43 113.59(19) . . ?
H42A C42 H42B 107.7 . . ?
H42A C42 C43 108.8 . . ?
H42B C42 C43 108.8 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 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
C14 N3 N4 C12 2.20(19) . . . . ?
C14 N3 N4 C13 -173.61(15) . . . . ?
C33 N7 N8 C32 1.4(2) . . . . ?
C33 N7 N8 C35 175.61(16) . . . . ?
Ni1 N1 C1 C2 168.36(14) . . . . ?
C5 N1 C1 C2 -1.1(3) . . . . ?
N1 C1 C2 C3 0.5(3) . . . . ?
C1 C2 C3 C4 1.0(3) . . . . ?
C2 C3 C4 C5 -1.7(3) . . . . ?
C2 C3 C4 C9 -179.66(18) . . . . ?
Ni1 N1 C5 C4 -170.81(13) . . . . ?
Ni1 N1 C5 C6 8.01(18) . . . . ?
C1 N1 C5 C4 0.2(2) . . . . ?
C1 N1 C5 C6 179.03(16) . . . . ?
C3 C4 C5 N1 1.2(2) . . . . ?
C3 C4 C5 C6 -177.62(16) . . . . ?
C9 C4 C5 N1 179.18(16) . . . . ?
C9 C4 C5 C6 0.4(2) . . . . ?
Ni1 N2 C6 C5 -4.40(18) . . . . ?
Ni1 N2 C6 C7 171.97(14) . . . . ?
C10 N2 C6 C5 178.05(15) . . . . ?
C10 N2 C6 C7 -5.6(3) . . . . ?
N1 C5 C6 N2 -2.4(2) . . . . ?
N1 C5 C6 C7 -179.11(15) . . . . ?
C4 C5 C6 N2 176.40(15) . . . . ?
C4 C5 C6 C7 -0.3(2) . . . . ?
N2 C6 C7 C8 -176.25(17) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C7 C8 C9 C4 0.1(3) . . . . ?
C3 C4 C9 C8 177.59(18) . . . . ?
C5 C4 C9 C8 -0.3(3) . . . . ?
Ni1 N2 C10 C11 -5.0(3) . . . . ?
C6 N2 C10 C11 172.03(16) . . . . ?
N2 C10 C11 C12 -3.5(3) . . . . ?
N2 C10 C11 C14 -174.69(17) . . . . ?
N3 N4 C12 S1 174.56(12) . . . . ?
N3 N4 C12 C11 -2.51(19) . . . . ?
C13 N4 C12 S1 -10.0(2) . . . . ?
C13 N4 C12 C11 172.94(15) . . . . ?
C10 C11 C12 S1 12.5(3) . . . . ?
C10 C11 C12 N4 -170.70(17) . . . . ?
C14 C11 C12 S1 -175.02(14) . . . . ?
C14 C11 C12 N4 1.78(18) . . . . ?
Ni1 S1 C12 N4 174.00(13) . . . . ?
Ni1 S1 C12 C11 -9.74(18) . . . . ?
N3 N4 C13 C16 134.48(17) . . . . ?
N3 N4 C13 C20 -45.6(2) . . . . ?
C12 N4 C13 C16 -40.7(2) . . . . ?
C12 N4 C13 C20 139.22(18) . . . . ?
N4 N3 C14 C11 -0.94(19) . . . . ?
N4 N3 C14 C15 177.60(16) . . . . ?
C10 C11 C14 N3 172.53(16) . . . . ?
C10 C11 C14 C15 -5.9(3) . . . . ?
C12 C11 C14 N3 -0.5(2) . . . . ?
C12 C11 C14 C15 -178.94(18) . . . . ?
N4 C13 C16 C17 176.34(17) . . . . ?
C20 C13 C16 C17 -3.6(3) . . . . ?
C13 C16 C17 C18 1.6(3) . . . . ?
C16 C17 C18 C19 1.5(3) . . . . ?
C17 C18 C19 C20 -2.6(3) . . . . ?
N4 C13 C20 C19 -177.46(16) . . . . ?
C16 C13 C20 C19 2.5(3) . . . . ?
C18 C19 C20 C13 0.7(3) . . . . ?
Ni1 N5 C21 C22 173.43(14) . . . . ?
C25 N5 C21 C22 1.1(3) . . . . ?
N5 C21 C22 C23 -0.4(3) . . . . ?
C21 C22 C23 C24 -1.0(3) . . . . ?
C22 C23 C24 C25 1.5(3) . . . . ?
C22 C23 C24 C29 -177.7(2) . . . . ?
Ni1 N5 C25 C24 -173.98(13) . . . . ?
Ni1 N5 C25 C26 5.40(19) . . . . ?
C21 N5 C25 C24 -0.5(2) . . . . ?
C21 N5 C25 C26 178.85(16) . . . . ?
C23 C24 C25 N5 -0.8(3) . . . . ?
C23 C24 C25 C26 179.86(17) . . . . ?
C29 C24 C25 N5 178.51(17) . . . . ?
C29 C24 C25 C26 -0.8(3) . . . . ?
Ni1 N6 C26 C25 -9.86(18) . . . . ?
Ni1 N6 C26 C27 168.75(15) . . . . ?
C30 N6 C26 C25 165.32(16) . . . . ?
C30 N6 C26 C27 -16.1(3) . . . . ?
N5 C25 C26 N6 3.0(2) . . . . ?
N5 C25 C26 C27 -175.68(16) . . . . ?
C24 C25 C26 N6 -177.59(15) . . . . ?
C24 C25 C26 C27 3.7(3) . . . . ?
N6 C26 C27 C28 177.38(18) . . . . ?
C25 C26 C27 C28 -4.0(3) . . . . ?
C26 C27 C28 C29 1.5(3) . . . . ?
C27 C28 C29 C24 1.4(3) . . . . ?
C23 C24 C29 C28 177.5(2) . . . . ?
C25 C24 C29 C28 -1.7(3) . . . . ?
Ni1 N6 C30 C31 -6.5(3) . . . . ?
C26 N6 C30 C31 179.24(16) . . . . ?
N6 C30 C31 C32 -4.5(3) . . . . ?
N6 C30 C31 C33 175.48(17) . . . . ?
N7 N8 C32 S2 179.06(13) . . . . ?
N7 N8 C32 C31 -0.90(19) . . . . ?
C35 N8 C32 S2 5.5(3) . . . . ?
C35 N8 C32 C31 -174.44(17) . . . . ?
C30 C31 C32 S2 0.2(3) . . . . ?
C30 C31 C32 N8 -179.88(17) . . . . ?
C33 C31 C32 S2 -179.85(15) . . . . ?
C33 C31 C32 N8 0.11(19) . . . . ?
Ni1 S2 C32 N8 -169.56(13) . . . . ?
Ni1 S2 C32 C31 10.39(18) . . . . ?
N8 N7 C33 C31 -1.3(2) . . . . ?
N8 N7 C33 C34 178.73(18) . . . . ?
C30 C31 C33 N7 -179.26(17) . . . . ?
C30 C31 C33 C34 0.8(3) . . . . ?
C32 C31 C33 N7 0.8(2) . . . . ?
C32 C31 C33 C34 -179.2(2) . . . . ?
N7 N8 C35 C36 138.02(18) . . . . ?
N7 N8 C35 C40 -42.3(2) . . . . ?
C32 N8 C35 C36 -48.7(3) . . . . ?
C32 N8 C35 C40 130.94(19) . . . . ?
N8 C35 C36 C37 178.02(18) . . . . ?
C40 C35 C36 C37 -1.6(3) . . . . ?
C35 C36 C37 C38 0.7(3) . . . . ?
C36 C37 C38 C39 0.7(3) . . . . ?
C37 C38 C39 C40 -1.2(3) . . . . ?
C38 C39 C40 C35 0.2(3) . . . . ?
N8 C35 C40 C39 -178.48(17) . . . . ?
C36 C35 C40 C39 1.2(3) . . . . ?

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
O1 H1O N3 0.92(4) 2.10(4) 2.990(2) 164(3) .

_refine_diff_density_max         0.664
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.071

_shelxl_version_number           2013-3

####################################################################### 
# 
# 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 1433302'
_audit_update_record             
;
2015-10-26 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   13.7437(2)
_cell_length_b                   15.5676(2)
_cell_length_c                   16.7018(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.7044(14)
_cell_angle_gamma                90
_cell_volume                     3561.39(9)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C36 H38 Br2 N2 Ni1 O2 S2 
# Dc =      1.52 Fooo =   1656.00 Mu =     29.40 M =    813.36
# Found Formula = C36 H38 Br2 N2 Ni1 O2 S2 
# Dc =      1.52 FOOO =   1656.00 Mu =     29.40 M =    813.36

_chemical_formula_sum            'C36 H38 Br2 N2 Ni1 O2 S2'
_chemical_formula_moiety         'C36 H38 Br2 N2 Ni1 O2 S2'
_chemical_compound_source        ?
_chemical_formula_weight         813.36


_cell_measurement_reflns_used    9998
_cell_measurement_theta_min      3
_cell_measurement_theta_max      29
_cell_measurement_temperature    120

_exptl_crystal_description       plate
_exptl_crystal_colour            'translucent dark red'
_exptl_crystal_size_min          0.054
_exptl_crystal_size_mid          0.291
_exptl_crystal_size_max          0.362

_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1656
_exptl_absorpt_coefficient_mu    2.940

# Sheldrick geometric approximatio 0.43 0.85 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.46
_exptl_absorpt_correction_T_max  0.85
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      120
_diffrn_reflns_number            29748
_reflns_number_total             8168
_diffrn_reflns_av_R_equivalents  0.042
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 8168 
# Theoretical number of reflections is about 18097 


_diffrn_reflns_theta_min         2.889
_diffrn_reflns_theta_max         28.785
_diffrn_measured_fraction_theta_max 0.882

_diffrn_reflns_theta_full        25.043
_diffrn_measured_fraction_theta_full 0.960


_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_reflns_limit_h_min              -18
_reflns_limit_h_max              18
_reflns_limit_k_min              0
_reflns_limit_k_max              20
_reflns_limit_l_min              0
_reflns_limit_l_max              22

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.91
_refine_diff_density_max         1.76


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         5917
_refine_ls_number_restraints     0
_refine_ls_number_parameters     406
_oxford_refine_ls_R_factor_ref   0.0356
_refine_ls_wR_factor_ref         0.0458
_refine_ls_goodness_of_fit_ref   0.9370
_refine_ls_shift/su_max          0.0012478
_refine_ls_shift/su_mean         0.0000340


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        8146
_refine_ls_R_factor_all          0.0608
_refine_ls_wR_factor_all         0.0649

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6472
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_gt          0.0493

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 12.4 4.95 8.67 5.56 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni3 Ni 0.50781(3) 0.27435(2) 0.86833(2) 0.0150 1.0000 Uani . . . . . .
S151 S 0.62275(6) 0.27112(5) 0.76055(5) 0.0225 1.0000 Uani . . . . . .
S152 S 0.64230(6) 0.22644(5) 0.95921(5) 0.0209 1.0000 Uani . . . . . .
O11 O 0.42297(15) 0.29895(13) 0.95860(12) 0.0175 1.0000 Uani . . . . . .
O12 O 0.39804(16) 0.29574(14) 0.78565(13) 0.0197 1.0000 Uani . . . . . .
C11 C 0.3636(2) 0.36318(19) 0.95096(17) 0.0164 1.0000 Uani . . . . . .
C12 C 0.3132(2) 0.26435(19) 0.79411(17) 0.0174 1.0000 Uani . . . . . .
C21 C 0.2694(2) 0.35983(18) 0.97895(18) 0.0175 1.0000 Uani . . . . . .
C22 C 0.2276(2) 0.3090(2) 0.76326(19) 0.0223 1.0000 Uani . . . . . .
C31 C 0.2011(2) 0.4240(2) 0.96753(18) 0.0187 1.0000 Uani . . . . . .
C32 C 0.1349(2) 0.2805(2) 0.7710(2) 0.0272 1.0000 Uani . . . . . .
C41 C 0.2229(2) 0.50143(18) 0.92874(18) 0.0167 1.0000 Uani . . . . . .
C42 C 0.1174(2) 0.2012(2) 0.8082(2) 0.0266 1.0000 Uani . . . . . .
C51 C 0.3160(2) 0.50939(18) 0.90522(17) 0.0161 1.0000 Uani . . . . . .
C52 C 0.1982(2) 0.1543(2) 0.8364(2) 0.0238 1.0000 Uani . . . . . .
C61 C 0.3859(2) 0.44277(19) 0.91421(17) 0.0167 1.0000 Uani . . . . . .
C62 C 0.2956(2) 0.18420(19) 0.83211(18) 0.0197 1.0000 Uani . . . . . .
C71 C 0.4788(2) 0.45829(19) 0.88300(18) 0.0174 1.0000 Uani . . . . . .
C72 C 0.3730(2) 0.1295(2) 0.86342(19) 0.0211 1.0000 Uani . . . . . .
C91 C 0.6331(2) 0.4268(2) 0.83970(18) 0.0182 1.0000 Uani . . . . . .
C92 C 0.5356(2) 0.08682(18) 0.90012(17) 0.0181 1.0000 Uani . . . . . .
C101 C 0.6777(2) 0.5046(2) 0.86105(18) 0.0202 1.0000 Uani . . . . . .
C111 C 0.7649(2) 0.5279(2) 0.8289(2) 0.0260 1.0000 Uani . . . . . .
C112 C 0.5950(3) -0.0592(2) 0.9161(2) 0.0253 1.0000 Uani . . . . . .
C121 C 0.8076(2) 0.4733(2) 0.7772(2) 0.0275 1.0000 Uani . . . . . .
C122 C 0.6812(3) -0.0299(2) 0.9551(2) 0.0284 1.0000 Uani . . . . . .
C131 C 0.7658(2) 0.3938(2) 0.7576(2) 0.0250 1.0000 Uani . . . . . .
C132 C 0.6955(3) 0.0574(2) 0.9672(2) 0.0262 1.0000 Uani . . . . . .
C141 C 0.6787(2) 0.37067(19) 0.78872(18) 0.0187 1.0000 Uani . . . . . .
C142 C 0.6228(2) 0.1150(2) 0.94009(19) 0.0212 1.0000 Uani . . . . . .
C161 C 0.5508(3) 0.3051(3) 0.6705(2) 0.0325 1.0000 Uani . . . . . .
C162 C 0.5930(3) 0.2362(2) 1.0557(2) 0.0280 1.0000 Uani . . . . . .
C411 C 0.1435(2) 0.5704(2) 0.91383(19) 0.0213 1.0000 Uani . . . . . .
C412 C 0.0117(3) 0.1727(3) 0.8172(3) 0.0369 1.0000 Uani . . . . . .
C421 C 0.1830(2) 0.6507(2) 0.8764(2) 0.0281 1.0000 Uani . . . . . .
C422 C -0.0289(3) 0.2280(4) 0.8826(3) 0.0557 1.0000 Uani . . . . . .
C431 C 0.0616(3) 0.5333(3) 0.8549(2) 0.0321 1.0000 Uani . . . . . .
C432 C -0.0519(3) 0.1877(3) 0.7379(3) 0.0446 1.0000 Uani . . . . . .
C441 C 0.1022(2) 0.5949(2) 0.9927(2) 0.0261 1.0000 Uani . . . . . .
C442 C 0.0061(3) 0.0773(3) 0.8375(3) 0.0498 1.0000 Uani . . . . . .
C443 C 0.5220(2) -0.0023(2) 0.8873(2) 0.0225 1.0000 Uani . . . . . .
N81 N 0.54345(18) 0.40097(15) 0.86953(14) 0.0157 1.0000 Uani . . . . . .
N82 N 0.46554(18) 0.14882(16) 0.87177(15) 0.0167 1.0000 Uani . . . . . .
H2 H 0.1363 0.4186 0.9860 0.0500 1.0000 Uiso . . . . . .
H3 H 0.7286 -0.0683 0.9735 0.0500 1.0000 Uiso . . . . . .
H4 H 0.3540 0.0746 0.8792 0.0500 1.0000 Uiso . . . . . .
H5 H 0.4937 0.5155 0.8713 0.0500 1.0000 Uiso . . . . . .
H6 H 0.4634 -0.0239 0.8578 0.0500 1.0000 Uiso . . . . . .
H7 H 0.6462 0.5437 0.9005 0.0500 1.0000 Uiso . . . . . .
H8 H 0.1959 0.1027 0.8656 0.0500 1.0000 Uiso . . . . . .
H9 H 0.8643 0.4860 0.7557 0.0500 1.0000 Uiso . . . . . .
H11 H 0.7895 0.3549 0.7200 0.0500 1.0000 Uiso . . . . . .
H12 H 0.7975 0.5816 0.8441 0.0500 1.0000 Uiso . . . . . .
H13 H 0.7548 0.0776 0.9929 0.0500 1.0000 Uiso . . . . . .
H14 H 0.6002 0.2970 1.0743 0.0500 1.0000 Uiso . . . . . .
H16 H 0.5948 0.3411 0.6364 0.0500 1.0000 Uiso . . . . . .
H17 H 0.5205 0.2512 0.6393 0.0500 1.0000 Uiso . . . . . .
H18 H 0.3380 0.5599 0.8814 0.0500 1.0000 Uiso . . . . . .
H19 H 0.5803 -0.1145 0.9048 0.0500 1.0000 Uiso . . . . . .
H20 H 0.2177 0.6384 0.8232 0.0500 1.0000 Uiso . . . . . .
H22 H 0.0761 0.3164 0.7508 0.0500 1.0000 Uiso . . . . . .
H23 H 0.0126 0.5744 0.8451 0.0500 1.0000 Uiso . . . . . .
H26 H 0.0330 0.4800 0.8774 0.0500 1.0000 Uiso . . . . . .
H27 H 0.0849 0.5260 0.8078 0.0500 1.0000 Uiso . . . . . .
H28 H 0.4926 0.3482 0.6829 0.0500 1.0000 Uiso . . . . . .
H29 H 0.2277 0.6799 0.9178 0.0500 1.0000 Uiso . . . . . .
H31 H 0.1304 0.6920 0.8655 0.0500 1.0000 Uiso . . . . . .
H32 H 0.6299 0.2063 1.0885 0.0500 1.0000 Uiso . . . . . .
H35 H 0.5273 0.2158 1.0510 0.0500 1.0000 Uiso . . . . . .
H4221 H -0.0943 0.2114 0.8891 0.0661 1.0000 Uiso . . . . . .
H4222 H 0.0098 0.2200 0.9318 0.0661 1.0000 Uiso . . . . . .
H4223 H -0.0274 0.2867 0.8674 0.0661 1.0000 Uiso . . . . . .
H4321 H -0.1170 0.1700 0.7439 0.0537 1.0000 Uiso . . . . . .
H4322 H -0.0515 0.2472 0.7246 0.0537 1.0000 Uiso . . . . . .
H4323 H -0.0264 0.1556 0.6959 0.0537 1.0000 Uiso . . . . . .
H4411 H 0.0532 0.6377 0.9828 0.0316 1.0000 Uiso . . . . . .
H4412 H 0.1531 0.6171 1.0288 0.0316 1.0000 Uiso . . . . . .
H4413 H 0.0746 0.5458 1.0156 0.0316 1.0000 Uiso . . . . . .
H4421 H -0.0598 0.0617 0.8427 0.0597 1.0000 Uiso . . . . . .
H4422 H 0.0439 0.0664 0.8868 0.0597 1.0000 Uiso . . . . . .
H4423 H 0.0312 0.0444 0.7960 0.0597 1.0000 Uiso . . . . . .
Br1 Br 0.23746(3) 0.26103(2) 1.03889(2) 0.0252 1.0000 Uani . . . . . .
Br2 Br 0.24757(3) 0.41442(2) 0.70869(2) 0.0277 1.0000 Uani . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.516(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni3 . S151 . 2.4910(9) yes
Ni3 . S152 . 2.4117(8) yes
Ni3 . O11 . 2.017(2) yes
Ni3 . O12 . 1.988(2) yes
Ni3 . N81 . 2.031(2) yes
Ni3 . N82 . 2.041(2) yes
S151 . C141 . 1.776(3) yes
S151 . C161 . 1.809(4) yes
S152 . C142 . 1.780(3) yes
S152 . C162 . 1.805(4) yes
O11 . C11 . 1.290(4) yes
O12 . C12 . 1.282(4) yes
C11 . C21 . 1.414(4) yes
C11 . C61 . 1.427(4) yes
C12 . C22 . 1.427(4) yes
C12 . C62 . 1.430(4) yes
C21 . C31 . 1.373(4) yes
C21 . Br1 . 1.906(3) yes
C22 . C32 . 1.365(5) yes
C22 . Br2 . 1.907(3) yes
C31 . C41 . 1.411(4) yes
C31 . H2 . 0.970 no
C32 . C42 . 1.413(5) yes
C32 . H22 . 1.017 no
C41 . C51 . 1.375(4) yes
C41 . C411 . 1.537(4) yes
C42 . C52 . 1.378(5) yes
C42 . C412 . 1.538(5) yes
C51 . C61 . 1.413(4) yes
C51 . H18 . 0.943 no
C52 . C62 . 1.425(4) yes
C52 . H8 . 0.941 no
C61 . C71 . 1.439(4) yes
C62 . C72 . 1.429(4) yes
C71 . N81 . 1.292(4) yes
C71 . H5 . 0.938 no
C72 . N82 . 1.303(4) yes
C72 . H4 . 0.938 no
C91 . C101 . 1.391(4) yes
C91 . C141 . 1.403(4) yes
C91 . N81 . 1.424(4) yes
C92 . C142 . 1.394(4) yes
C92 . C443 . 1.413(4) yes
C92 . N82 . 1.417(4) yes
C101 . C111 . 1.400(4) yes
C101 . H7 . 1.019 no
C111 . C121 . 1.378(5) yes
C111 . H12 . 0.972 no
C112 . C122 . 1.383(5) yes
C112 . C443 . 1.394(5) yes
C112 . H19 . 0.900 no
C121 . C131 . 1.392(5) yes
C121 . H9 . 0.906 no
C122 . C132 . 1.385(5) yes
C122 . H3 . 0.918 no
C131 . C141 . 1.392(4) yes
C131 . H11 . 0.949 no
C132 . C142 . 1.392(5) yes
C132 . H13 . 0.943 no
C161 . H16 . 1.030 no
C161 . H17 . 1.056 no
C161 . H28 . 1.077 no
C162 . H14 . 0.998 no
C162 . H32 . 0.853 no
C162 . H35 . 0.954 no
C411 . C421 . 1.517(5) yes
C411 . C431 . 1.545(5) yes
C411 . C441 . 1.525(5) yes
C412 . C422 . 1.531(6) yes
C412 . C432 . 1.544(6) yes
C412 . C442 . 1.526(6) yes
C421 . H20 . 1.060 no
C421 . H29 . 0.997 no
C421 . H31 . 0.974 no
C422 . H4221 . 0.950 no
C422 . H4222 . 0.950 no
C422 . H4223 . 0.950 no
C431 . H23 . 0.934 no
C431 . H26 . 1.005 no
C431 . H27 . 0.881 no
C432 . H4321 . 0.949 no
C432 . H4322 . 0.953 no
C432 . H4323 . 0.950 no
C441 . H4411 . 0.951 no
C441 . H4412 . 0.951 no
C441 . H4413 . 0.948 no
C442 . H4421 . 0.949 no
C442 . H4422 . 0.952 no
C442 . H4423 . 0.950 no
C443 . H6 . 0.969 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S151 . Ni3 . S152 . 87.13(3) yes
S151 . Ni3 . O11 . 169.69(6) yes
S152 . Ni3 . O11 . 92.78(6) yes
S151 . Ni3 . O12 . 89.51(7) yes
S152 . Ni3 . O12 . 171.02(7) yes
O11 . Ni3 . O12 . 92.02(9) yes
S151 . Ni3 . N81 . 81.95(7) yes
S152 . Ni3 . N81 . 97.02(7) yes
O11 . Ni3 . N81 . 87.83(9) yes
O12 . Ni3 . N81 . 90.74(9) yes
S151 . Ni3 . N82 . 101.53(7) yes
S152 . Ni3 . N82 . 83.76(7) yes
O11 . Ni3 . N82 . 88.70(9) yes
O12 . Ni3 . N82 . 88.76(9) yes
N81 . Ni3 . N82 . 176.48(10) yes
Ni3 . S151 . C141 . 94.43(10) yes
Ni3 . S151 . C161 . 105.00(13) yes
C141 . S151 . C161 . 99.23(16) yes
Ni3 . S152 . C142 . 95.28(11) yes
Ni3 . S152 . C162 . 102.23(12) yes
C142 . S152 . C162 . 100.37(16) yes
Ni3 . O11 . C11 . 118.22(18) yes
Ni3 . O12 . C12 . 120.30(19) yes
O11 . C11 . C21 . 121.9(3) yes
O11 . C11 . C61 . 124.0(3) yes
C21 . C11 . C61 . 114.1(3) yes
O12 . C12 . C22 . 120.3(3) yes
O12 . C12 . C62 . 124.8(3) yes
C22 . C12 . C62 . 114.9(3) yes
C11 . C21 . C31 . 124.1(3) yes
C11 . C21 . Br1 . 117.4(2) yes
C31 . C21 . Br1 . 118.5(2) yes
C12 . C22 . C32 . 123.8(3) yes
C12 . C22 . Br2 . 116.4(2) yes
C32 . C22 . Br2 . 119.8(3) yes
C21 . C31 . C41 . 121.1(3) yes
C21 . C31 . H2 . 121.8 no
C41 . C31 . H2 . 117.1 no
C22 . C32 . C42 . 121.4(3) yes
C22 . C32 . H22 . 120.8 no
C42 . C32 . H22 . 117.9 no
C31 . C41 . C51 . 116.5(3) yes
C31 . C41 . C411 . 119.7(3) yes
C51 . C41 . C411 . 123.8(3) yes
C32 . C42 . C52 . 116.8(3) yes
C32 . C42 . C412 . 119.4(3) yes
C52 . C42 . C412 . 123.7(3) yes
C41 . C51 . C61 . 122.9(3) yes
C41 . C51 . H18 . 122.3 no
C61 . C51 . H18 . 114.8 no
C42 . C52 . C62 . 122.9(3) yes
C42 . C52 . H8 . 124.7 no
C62 . C52 . H8 . 112.1 no
C11 . C61 . C51 . 121.0(3) yes
C11 . C61 . C71 . 122.0(3) yes
C51 . C61 . C71 . 117.0(3) yes
C12 . C62 . C52 . 120.1(3) yes
C12 . C62 . C72 . 122.3(3) yes
C52 . C62 . C72 . 117.5(3) yes
C61 . C71 . N81 . 126.2(3) yes
C61 . C71 . H5 . 116.8 no
N81 . C71 . H5 . 117.1 no
C62 . C72 . N82 . 126.3(3) yes
C62 . C72 . H4 . 115.4 no
N82 . C72 . H4 . 118.2 no
C101 . C91 . C141 . 119.3(3) yes
C101 . C91 . N81 . 122.1(3) yes
C141 . C91 . N81 . 118.6(3) yes
C142 . C92 . C443 . 118.6(3) yes
C142 . C92 . N82 . 118.6(3) yes
C443 . C92 . N82 . 122.7(3) yes
C91 . C101 . C111 . 120.0(3) yes
C91 . C101 . H7 . 119.0 no
C111 . C101 . H7 . 121.0 no
C101 . C111 . C121 . 120.1(3) yes
C101 . C111 . H12 . 120.9 no
C121 . C111 . H12 . 118.9 no
C122 . C112 . C443 . 121.2(3) yes
C122 . C112 . H19 . 125.6 no
C443 . C112 . H19 . 113.2 no
C111 . C121 . C131 . 120.5(3) yes
C111 . C121 . H9 . 122.6 no
C131 . C121 . H9 . 116.9 no
C112 . C122 . C132 . 119.9(3) yes
C112 . C122 . H3 . 120.0 no
C132 . C122 . H3 . 120.1 no
C121 . C131 . C141 . 119.6(3) yes
C121 . C131 . H11 . 124.5 no
C141 . C131 . H11 . 115.7 no
C122 . C132 . C142 . 119.7(3) yes
C122 . C132 . H13 . 120.1 no
C142 . C132 . H13 . 120.2 no
S151 . C141 . C91 . 120.0(2) yes
S151 . C141 . C131 . 119.6(2) yes
C91 . C141 . C131 . 120.4(3) yes
S152 . C142 . C92 . 120.3(2) yes
S152 . C142 . C132 . 118.5(3) yes
C92 . C142 . C132 . 121.3(3) yes
S151 . C161 . H16 . 108.2 no
S151 . C161 . H17 . 110.2 no
H16 . C161 . H17 . 112.7 no
S151 . C161 . H28 . 112.7 no
H16 . C161 . H28 . 104.2 no
H17 . C161 . H28 . 108.7 no
S152 . C162 . H14 . 108.9 no
S152 . C162 . H32 . 106.3 no
H14 . C162 . H32 . 106.2 no
S152 . C162 . H35 . 108.7 no
H14 . C162 . H35 . 114.1 no
H32 . C162 . H35 . 112.4 no
C41 . C411 . C421 . 111.6(3) yes
C41 . C411 . C431 . 108.3(3) yes
C421 . C411 . C431 . 108.2(3) yes
C41 . C411 . C441 . 110.2(3) yes
C421 . C411 . C441 . 108.7(3) yes
C431 . C411 . C441 . 109.9(3) yes
C42 . C412 . C422 . 108.1(3) yes
C42 . C412 . C432 . 110.2(4) yes
C422 . C412 . C432 . 108.2(4) yes
C42 . C412 . C442 . 111.5(3) yes
C422 . C412 . C442 . 111.2(4) yes
C432 . C412 . C442 . 107.6(4) yes
C411 . C421 . H20 . 113.4 no
C411 . C421 . H29 . 108.3 no
H20 . C421 . H29 . 111.5 no
C411 . C421 . H31 . 109.7 no
H20 . C421 . H31 . 109.9 no
H29 . C421 . H31 . 103.5 no
C412 . C422 . H4221 . 109.5 no
C412 . C422 . H4222 . 109.5 no
H4221 . C422 . H4222 . 109.4 no
C412 . C422 . H4223 . 109.5 no
H4221 . C422 . H4223 . 109.5 no
H4222 . C422 . H4223 . 109.5 no
C411 . C431 . H23 . 109.4 no
C411 . C431 . H26 . 110.9 no
H23 . C431 . H26 . 109.5 no
C411 . C431 . H27 . 108.6 no
H23 . C431 . H27 . 104.0 no
H26 . C431 . H27 . 114.1 no
C412 . C432 . H4321 . 109.7 no
C412 . C432 . H4322 . 109.4 no
H4321 . C432 . H4322 . 109.3 no
C412 . C432 . H4323 . 109.7 no
H4321 . C432 . H4323 . 109.6 no
H4322 . C432 . H4323 . 109.2 no
C411 . C441 . H4411 . 109.4 no
C411 . C441 . H4412 . 109.4 no
H4411 . C441 . H4412 . 109.3 no
C411 . C441 . H4413 . 109.6 no
H4411 . C441 . H4413 . 109.6 no
H4412 . C441 . H4413 . 109.5 no
C412 . C442 . H4421 . 109.6 no
C412 . C442 . H4422 . 109.4 no
H4421 . C442 . H4422 . 109.4 no
C412 . C442 . H4423 . 109.6 no
H4421 . C442 . H4423 . 109.6 no
H4422 . C442 . H4423 . 109.3 no
C92 . C443 . C112 . 119.3(3) yes
C92 . C443 . H6 . 120.7 no
C112 . C443 . H6 . 119.9 no
C91 . N81 . C71 . 119.5(3) yes
C91 . N81 . Ni3 . 119.04(19) yes
C71 . N81 . Ni3 . 120.2(2) yes
C92 . N82 . C72 . 120.6(3) yes
C92 . N82 . Ni3 . 118.33(19) yes
C72 . N82 . Ni3 . 119.7(2) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 23/05/13 at 14:13:59
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 23/05/13 at 14:13:59
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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 1433304'
_audit_update_record             
;
2015-10-26 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   7.8582(3)
_cell_length_b                   11.1165(5)
_cell_length_c                   21.6544(8)
_cell_angle_alpha                85.627(3)
_cell_angle_beta                 87.378(3)
_cell_angle_gamma                69.456(4)
_cell_volume                     1765.81(13)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.6763 1.2805 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C18 H20 Br1 N1 O1 S1 
# Dc =      1.42 Fooo =    776.00 Mu =     42.76 M =    756.67
# Found Formula = C18 H20 Br1 N1 O1 S1 
# Dc =      1.42 FOOO =    776.00 Mu =     42.76 M =    756.67

_chemical_formula_sum            'C18 H20 Br1 N1 O1 S1'
_chemical_formula_moiety         'C18 H20 Br1 N1 O1 S1'
_chemical_compound_source        ?
_chemical_formula_weight         378.33


_cell_measurement_reflns_used    7842
_cell_measurement_theta_min      4
_cell_measurement_theta_max      76
_cell_measurement_temperature    120

_exptl_crystal_description       prism
_exptl_crystal_colour            needle
_exptl_crystal_size_min          0.023
_exptl_crystal_size_mid          0.032
_exptl_crystal_size_max          0.398

_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             776
_exptl_absorpt_coefficient_mu    4.276

# Sheldrick geometric approximatio 0.87 0.91 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_T_max  0.91
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      120
_diffrn_reflns_number            7206
_reflns_number_total             7206
_diffrn_reflns_av_R_equivalents  0.050
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 7206 
# Theoretical number of reflections is about 14813 


_diffrn_reflns_theta_min         4.096
_diffrn_reflns_theta_max         76.346
_diffrn_measured_fraction_theta_max 0.975

_diffrn_reflns_theta_full        70.238
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       27
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              -13
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              27

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.56
_refine_diff_density_max         0.65


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         5459
_refine_ls_number_restraints     0
_refine_ls_number_parameters     401
_oxford_refine_ls_R_factor_ref   0.0375
_refine_ls_wR_factor_ref         0.0514
_refine_ls_goodness_of_fit_ref   1.1420
_refine_ls_shift/su_max          0.0007914
_refine_ls_shift/su_mean         0.0000305


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        7176
_refine_ls_R_factor_all          0.0553
_refine_ls_wR_factor_all         0.0639

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5903
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_gt          0.0552

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F) + ( 0.01P)² + 0.04P] 
 ,where P=(max(Fo,0) + 2Fc)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S151 S 0.28064(13) 1.06757(10) 0.59833(4) 0.0285 1.0000 Uani . . . . . .
S152 S 0.22818(11) 0.54304(9) 0.62914(4) 0.0237 1.0000 Uani . . . . . .
O11 O 0.3880(3) 1.0377(2) 0.74968(11) 0.0235 1.0000 Uani . . . . . .
O12 O 0.6579(3) 0.4920(2) 0.68049(12) 0.0232 1.0000 Uani . . . . . .
C11 C 0.4446(4) 1.0998(3) 0.79071(15) 0.0205 1.0000 Uani . . . . . .
C12 C 0.7366(4) 0.5363(3) 0.72376(15) 0.0192 1.0000 Uani . . . . . .
C21 C 0.4303(5) 1.0708(3) 0.85412(17) 0.0220 1.0000 Uani . . . . . .
C22 C 0.9079(4) 0.4607(3) 0.74586(17) 0.0224 1.0000 Uani . . . . . .
C31 C 0.4937(5) 1.1279(4) 0.89765(16) 0.0239 1.0000 Uani . . . . . .
C32 C 0.9915(4) 0.5037(4) 0.78993(17) 0.0252 1.0000 Uani . . . . . .
C41 C 0.5736(5) 1.2204(4) 0.87995(16) 0.0242 1.0000 Uani . . . . . .
C42 C 0.9079(5) 0.6240(4) 0.81420(16) 0.0240 1.0000 Uani . . . . . .
C51 C 0.5817(5) 1.2542(3) 0.81681(16) 0.0221 1.0000 Uani . . . . . .
C52 C 0.7365(5) 0.6980(3) 0.79300(16) 0.0222 1.0000 Uani . . . . . .
C61 C 0.5185(4) 1.1964(3) 0.77238(16) 0.0191 1.0000 Uani . . . . . .
C62 C 0.6494(4) 0.6560(3) 0.74878(15) 0.0193 1.0000 Uani . . . . . .
C71 C 0.5308(4) 1.2335(3) 0.70700(16) 0.0200 1.0000 Uani . . . . . .
C72 C 0.4641(4) 0.7342(3) 0.73173(16) 0.0204 1.0000 Uani . . . . . .
C91 C 0.4962(5) 1.2106(3) 0.60114(16) 0.0226 1.0000 Uani . . . . . .
C92 C 0.1923(4) 0.7668(3) 0.67924(15) 0.0197 1.0000 Uani . . . . . .
C101 C 0.5961(5) 1.2852(4) 0.57555(17) 0.0264 1.0000 Uani . . . . . .
C102 C 0.0999(5) 0.8928(4) 0.69580(17) 0.0247 1.0000 Uani . . . . . .
C111 C 0.5931(6) 1.3152(4) 0.51253(18) 0.0342 1.0000 Uani . . . . . .
C112 C -0.0832(5) 0.9531(4) 0.68166(19) 0.0304 1.0000 Uani . . . . . .
C121 C 0.4963(6) 1.2702(4) 0.47385(18) 0.0357 1.0000 Uani . . . . . .
C122 C -0.1725(5) 0.8886(4) 0.65156(18) 0.0274 1.0000 Uani . . . . . .
C131 C 0.3999(5) 1.1944(4) 0.49856(17) 0.0301 1.0000 Uani . . . . . .
C132 C -0.0830(5) 0.7634(4) 0.63512(17) 0.0243 1.0000 Uani . . . . . .
C141 C 0.3982(5) 1.1636(3) 0.56194(16) 0.0240 1.0000 Uani . . . . . .
C142 C 0.1015(4) 0.7017(3) 0.64809(15) 0.0198 1.0000 Uani . . . . . .
C161 C 0.1554(6) 1.0411(4) 0.5362(2) 0.0377 1.0000 Uani . . . . . .
C162 C 0.0781(5) 0.5079(4) 0.5791(2) 0.0332 1.0000 Uani . . . . . .
C411 C 0.6546(5) 1.2747(4) 0.92959(17) 0.0288 1.0000 Uani . . . . . .
C412 C 1.0016(5) 0.6673(4) 0.86474(17) 0.0271 1.0000 Uani . . . . . .
C421 C 0.7164(7) 1.3835(5) 0.9032(2) 0.0472 1.0000 Uani . . . . . .
C422 C 1.1994(6) 0.6445(5) 0.8469(2) 0.0454 1.0000 Uani . . . . . .
C431 C 0.8187(6) 1.1648(5) 0.9566(2) 0.0414 1.0000 Uani . . . . . .
C432 C 0.9074(7) 0.8103(5) 0.8755(2) 0.0501 1.0000 Uani . . . . . .
C441 C 0.5131(6) 1.3265(4) 0.98135(18) 0.0367 1.0000 Uani . . . . . .
C442 C 0.9941(7) 0.5891(5) 0.92567(19) 0.0419 1.0000 Uani . . . . . .
N81 N 0.4862(4) 1.1757(3) 0.66496(13) 0.0204 1.0000 Uani . . . . . .
N82 N 0.3777(4) 0.6972(3) 0.69227(13) 0.0189 1.0000 Uani . . . . . .
Br1 Br 1.02118(5) 0.29554(4) 0.71576(2) 0.0336 1.0000 Uani . . . . . .
Br23 Br 0.32086(6) 0.94767(4) 0.880264(19) 0.0324 1.0000 Uani . . . . . .
H2 H 0.4069 1.0706 0.7137 0.034(12) 1.0000 Uiso . . . . . .
H3 H 0.555(7) 0.545(5) 0.674(2) 0.0500 1.0000 Uiso . . . . . .
H311 H 0.4832 1.1042 0.9404 0.0287 1.0000 Uiso . . . . . .
H321 H 1.1083 0.4504 0.8039 0.0302 1.0000 Uiso . . . . . .
H511 H 0.6316 1.3186 0.8036 0.0265 1.0000 Uiso . . . . . .
H521 H 0.6762 0.7798 0.8091 0.0266 1.0000 Uiso . . . . . .
H711 H 0.5729 1.3024 0.6951 0.0241 1.0000 Uiso . . . . . .
H721 H 0.4059 0.8139 0.7500 0.0245 1.0000 Uiso . . . . . .
H1011 H 0.6655 1.3150 0.6014 0.0317 1.0000 Uiso . . . . . .
H1021 H 0.1616 0.9371 0.7166 0.0296 1.0000 Uiso . . . . . .
H1111 H 0.6586 1.3676 0.4953 0.0410 1.0000 Uiso . . . . . .
H1121 H -0.1464 1.0387 0.6928 0.0365 1.0000 Uiso . . . . . .
H1211 H 0.4962 1.2912 0.4305 0.0429 1.0000 Uiso . . . . . .
H1221 H -0.2971 0.9305 0.6419 0.0328 1.0000 Uiso . . . . . .
H1311 H 0.3341 1.1632 0.4720 0.0361 1.0000 Uiso . . . . . .
H1321 H -0.1468 0.7195 0.6151 0.0292 1.0000 Uiso . . . . . .
H4211 H 0.7655 1.4143 0.9352 0.0566 1.0000 Uiso . . . . . .
H4212 H 0.6156 1.4515 0.8859 0.0566 1.0000 Uiso . . . . . .
H4213 H 0.8068 1.3526 0.8718 0.0566 1.0000 Uiso . . . . . .
H4221 H 1.2549 0.6717 0.8785 0.0545 1.0000 Uiso . . . . . .
H4222 H 1.2614 0.5554 0.8420 0.0545 1.0000 Uiso . . . . . .
H4223 H 1.2054 0.6921 0.8090 0.0545 1.0000 Uiso . . . . . .
H4311 H 0.8715 1.1960 0.9875 0.0497 1.0000 Uiso . . . . . .
H4312 H 0.7803 1.0975 0.9744 0.0497 1.0000 Uiso . . . . . .
H4313 H 0.9062 1.1327 0.9246 0.0497 1.0000 Uiso . . . . . .
H4321 H 0.9685 0.8336 0.9069 0.0600 1.0000 Uiso . . . . . .
H4322 H 0.7846 0.8257 0.8882 0.0600 1.0000 Uiso . . . . . .
H4323 H 0.9105 0.8603 0.8382 0.0600 1.0000 Uiso . . . . . .
H4411 H 0.5647 1.3598 1.0118 0.0440 1.0000 Uiso . . . . . .
H4412 H 0.4101 1.3930 0.9644 0.0440 1.0000 Uiso . . . . . .
H4413 H 0.4770 1.2587 0.9999 0.0440 1.0000 Uiso . . . . . .
H4421 H 1.0515 0.6152 0.9571 0.0503 1.0000 Uiso . . . . . .
H4422 H 0.8709 0.6036 0.9374 0.0503 1.0000 Uiso . . . . . .
H4423 H 1.0551 0.5001 0.9202 0.0503 1.0000 Uiso . . . . . .
H1611 H 0.0869 0.9894 0.5518 0.0453 1.0000 Uiso . . . . . .
H1612 H 0.0754 1.1215 0.5195 0.0453 1.0000 Uiso . . . . . .
H1613 H 0.2378 0.9984 0.5048 0.0453 1.0000 Uiso . . . . . .
H1621 H 0.1341 0.4231 0.5659 0.0399 1.0000 Uiso . . . . . .
H1622 H -0.0322 0.5145 0.6009 0.0399 1.0000 Uiso . . . . . .
H1623 H 0.0531 0.5676 0.5440 0.0399 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.343(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S151 . C141 . 1.764(4) yes
S151 . C161 . 1.802(4) yes
S152 . C142 . 1.764(3) yes
S152 . C162 . 1.795(4) yes
O11 . C11 . 1.345(4) yes
O11 . H2 . 0.865 no
O12 . C12 . 1.356(4) yes
O12 . H3 . 0.82(5) no
C11 . C21 . 1.395(5) yes
C11 . C61 . 1.414(5) yes
C12 . C22 . 1.397(4) yes
C12 . C62 . 1.403(5) yes
C21 . C31 . 1.377(5) yes
C21 . Br23 . 1.896(4) yes
C22 . C32 . 1.385(5) yes
C22 . Br1 . 1.889(3) yes
C31 . C41 . 1.404(5) yes
C31 . H311 . 0.950 no
C32 . C42 . 1.398(5) yes
C32 . H321 . 0.950 no
C41 . C51 . 1.395(5) yes
C41 . C411 . 1.534(5) yes
C42 . C52 . 1.387(5) yes
C42 . C412 . 1.541(5) yes
C51 . C61 . 1.395(5) yes
C51 . H511 . 0.950 no
C52 . C62 . 1.398(5) yes
C52 . H521 . 0.950 no
C61 . C71 . 1.453(5) yes
C62 . C72 . 1.458(4) yes
C71 . N81 . 1.281(4) yes
C71 . H711 . 0.950 no
C72 . N82 . 1.289(4) yes
C72 . H721 . 0.950 no
C91 . C101 . 1.399(5) yes
C91 . C141 . 1.413(5) yes
C91 . N81 . 1.413(4) yes
C92 . C102 . 1.398(5) yes
C92 . C142 . 1.403(5) yes
C92 . N82 . 1.419(4) yes
C101 . C111 . 1.379(5) yes
C101 . H1011 . 0.950 no
C102 . C112 . 1.395(5) yes
C102 . H1021 . 0.950 no
C111 . C121 . 1.386(6) yes
C111 . H1111 . 0.950 no
C112 . C122 . 1.377(6) yes
C112 . H1121 . 0.950 no
C121 . C131 . 1.382(6) yes
C121 . H1211 . 0.950 no
C122 . C132 . 1.388(5) yes
C122 . H1221 . 0.950 no
C131 . C141 . 1.390(5) yes
C131 . H1311 . 0.950 no
C132 . C142 . 1.400(4) yes
C132 . H1321 . 0.950 no
C161 . H1611 . 0.950 no
C161 . H1612 . 0.950 no
C161 . H1613 . 0.950 no
C162 . H1621 . 0.950 no
C162 . H1622 . 0.950 no
C162 . H1623 . 0.950 no
C411 . C421 . 1.519(6) yes
C411 . C431 . 1.534(5) yes
C411 . C441 . 1.536(5) yes
C412 . C422 . 1.521(5) yes
C412 . C432 . 1.531(6) yes
C412 . C442 . 1.534(6) yes
C421 . H4211 . 0.950 no
C421 . H4212 . 0.950 no
C421 . H4213 . 0.950 no
C422 . H4221 . 0.950 no
C422 . H4222 . 0.950 no
C422 . H4223 . 0.950 no
C431 . H4311 . 0.950 no
C431 . H4312 . 0.950 no
C431 . H4313 . 0.950 no
C432 . H4321 . 0.950 no
C432 . H4322 . 0.950 no
C432 . H4323 . 0.950 no
C441 . H4411 . 0.950 no
C441 . H4412 . 0.950 no
C441 . H4413 . 0.950 no
C442 . H4421 . 0.950 no
C442 . H4422 . 0.950 no
C442 . H4423 . 0.950 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C141 . S151 . C161 . 103.5(2) yes
C142 . S152 . C162 . 102.47(17) yes
C11 . O11 . H2 . 105.3 no
C12 . O12 . H3 . 108(4) no
O11 . C11 . C21 . 120.2(3) yes
O11 . C11 . C61 . 122.5(3) yes
C21 . C11 . C61 . 117.3(3) yes
O12 . C12 . C22 . 119.9(3) yes
O12 . C12 . C62 . 122.1(3) yes
C22 . C12 . C62 . 117.9(3) yes
C11 . C21 . C31 . 122.1(3) yes
C11 . C21 . Br23 . 118.3(3) yes
C31 . C21 . Br23 . 119.6(3) yes
C12 . C22 . C32 . 121.1(3) yes
C12 . C22 . Br1 . 118.4(3) yes
C32 . C22 . Br1 . 120.5(3) yes
C21 . C31 . C41 . 121.1(3) yes
C21 . C31 . H311 . 119.5 no
C41 . C31 . H311 . 119.5 no
C22 . C32 . C42 . 121.5(3) yes
C22 . C32 . H321 . 119.3 no
C42 . C32 . H321 . 119.3 no
C31 . C41 . C51 . 117.3(3) yes
C31 . C41 . C411 . 119.4(3) yes
C51 . C41 . C411 . 123.3(3) yes
C32 . C42 . C52 . 117.3(3) yes
C32 . C42 . C412 . 120.3(3) yes
C52 . C42 . C412 . 122.4(3) yes
C41 . C51 . C61 . 122.0(3) yes
C41 . C51 . H511 . 119.0 no
C61 . C51 . H511 . 119.0 no
C42 . C52 . C62 . 122.1(3) yes
C42 . C52 . H521 . 119.0 no
C62 . C52 . H521 . 119.0 no
C11 . C61 . C51 . 120.1(3) yes
C11 . C61 . C71 . 119.6(3) yes
C51 . C61 . C71 . 120.3(3) yes
C12 . C62 . C52 . 120.0(3) yes
C12 . C62 . C72 . 120.5(3) yes
C52 . C62 . C72 . 119.3(3) yes
C61 . C71 . N81 . 121.6(3) yes
C61 . C71 . H711 . 119.2 no
N81 . C71 . H711 . 119.2 no
C62 . C72 . N82 . 121.2(3) yes
C62 . C72 . H721 . 119.4 no
N82 . C72 . H721 . 119.4 no
C101 . C91 . C141 . 119.6(3) yes
C101 . C91 . N81 . 124.6(3) yes
C141 . C91 . N81 . 115.7(3) yes
C102 . C92 . C142 . 120.1(3) yes
C102 . C92 . N82 . 123.8(3) yes
C142 . C92 . N82 . 116.1(3) yes
C91 . C101 . C111 . 119.5(4) yes
C91 . C101 . H1011 . 120.3 no
C111 . C101 . H1011 . 120.2 no
C92 . C102 . C112 . 119.8(3) yes
C92 . C102 . H1021 . 120.1 no
C112 . C102 . H1021 . 120.1 no
C101 . C111 . C121 . 121.1(4) yes
C101 . C111 . H1111 . 119.4 no
C121 . C111 . H1111 . 119.4 no
C102 . C112 . C122 . 120.0(3) yes
C102 . C112 . H1121 . 120.0 no
C122 . C112 . H1121 . 120.0 no
C111 . C121 . C131 . 119.8(4) yes
C111 . C121 . H1211 . 120.1 no
C131 . C121 . H1211 . 120.1 no
C112 . C122 . C132 . 120.9(3) yes
C112 . C122 . H1221 . 119.5 no
C132 . C122 . H1221 . 119.5 no
C121 . C131 . C141 . 120.6(4) yes
C121 . C131 . H1311 . 119.7 no
C141 . C131 . H1311 . 119.7 no
C122 . C132 . C142 . 120.0(3) yes
C122 . C132 . H1321 . 120.0 no
C142 . C132 . H1321 . 120.0 no
S151 . C141 . C91 . 116.3(3) yes
S151 . C141 . C131 . 124.4(3) yes
C91 . C141 . C131 . 119.3(4) yes
S152 . C142 . C92 . 117.1(2) yes
S152 . C142 . C132 . 123.7(3) yes
C92 . C142 . C132 . 119.2(3) yes
S151 . C161 . H1611 . 109.5 no
S151 . C161 . H1612 . 109.5 no
H1611 . C161 . H1612 . 109.5 no
S151 . C161 . H1613 . 109.5 no
H1611 . C161 . H1613 . 109.5 no
H1612 . C161 . H1613 . 109.5 no
S152 . C162 . H1621 . 109.5 no
S152 . C162 . H1622 . 109.4 no
H1621 . C162 . H1622 . 109.5 no
S152 . C162 . H1623 . 109.5 no
H1621 . C162 . H1623 . 109.5 no
H1622 . C162 . H1623 . 109.5 no
C41 . C411 . C421 . 112.1(3) yes
C41 . C411 . C431 . 107.8(3) yes
C421 . C411 . C431 . 109.0(4) yes
C41 . C411 . C441 . 110.2(3) yes
C421 . C411 . C441 . 108.1(4) yes
C431 . C411 . C441 . 109.5(3) yes
C42 . C412 . C422 . 110.6(3) yes
C42 . C412 . C432 . 111.7(3) yes
C422 . C412 . C432 . 108.4(4) yes
C42 . C412 . C442 . 108.9(3) yes
C422 . C412 . C442 . 108.9(3) yes
C432 . C412 . C442 . 108.3(4) yes
C411 . C421 . H4211 . 109.5 no
C411 . C421 . H4212 . 109.5 no
H4211 . C421 . H4212 . 109.5 no
C411 . C421 . H4213 . 109.4 no
H4211 . C421 . H4213 . 109.5 no
H4212 . C421 . H4213 . 109.5 no
C412 . C422 . H4221 . 109.4 no
C412 . C422 . H4222 . 109.5 no
H4221 . C422 . H4222 . 109.5 no
C412 . C422 . H4223 . 109.5 no
H4221 . C422 . H4223 . 109.5 no
H4222 . C422 . H4223 . 109.5 no
C411 . C431 . H4311 . 109.5 no
C411 . C431 . H4312 . 109.5 no
H4311 . C431 . H4312 . 109.5 no
C411 . C431 . H4313 . 109.5 no
H4311 . C431 . H4313 . 109.5 no
H4312 . C431 . H4313 . 109.5 no
C412 . C432 . H4321 . 109.4 no
C412 . C432 . H4322 . 109.4 no
H4321 . C432 . H4322 . 109.4 no
C412 . C432 . H4323 . 109.5 no
H4321 . C432 . H4323 . 109.5 no
H4322 . C432 . H4323 . 109.5 no
C411 . C441 . H4411 . 109.5 no
C411 . C441 . H4412 . 109.5 no
H4411 . C441 . H4412 . 109.5 no
C411 . C441 . H4413 . 109.5 no
H4411 . C441 . H4413 . 109.5 no
H4412 . C441 . H4413 . 109.5 no
C412 . C442 . H4421 . 109.5 no
C412 . C442 . H4422 . 109.5 no
H4421 . C442 . H4422 . 109.5 no
C412 . C442 . H4423 . 109.5 no
H4421 . C442 . H4423 . 109.5 no
H4422 . C442 . H4423 . 109.5 no
C91 . N81 . C71 . 122.6(3) yes
C92 . N82 . C72 . 121.7(3) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O11 . H2 . N81 . 152.34(19) 0.865 1.769 2.567(6) yes
O12 . H3 . N82 . 149(5) 0.822 1.834 2.575(6) yes
C71 . H711 . O12 1_565 170.7(2) 0.950 2.420 3.361(6) yes
C72 . H721 . O11 . 144.7(2) 0.950 2.441 3.263(6) yes
C102 . H1021 . O11 . 165.1(2) 0.950 2.562 3.488(6) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 24/05/13 at 17:30:55
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT H(2, U[ISO]) 
CONT H(3, X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 24/05/13 at 17:30:55
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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 1433306'
_audit_update_record             
;
2015-10-26 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 


_cell_length_a                   30.2180(8)
_cell_length_b                   9.8763(3)
_cell_length_c                   13.5138(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.221(2)
_cell_angle_gamma                90
_cell_volume                     3852.28(18)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C42 H44 N6 Ni1 O8 
# Dc =      1.41 Fooo =   1688.00 Mu =      5.67 M =    409.78
# Found Formula = C42 H36 N6 Ni1 O8 
# Dc =      1.40 FOOO =   1688.00 Mu =      5.66 M =    405.75

_chemical_formula_sum            'C42 H36 N6 Ni1 O8'
_chemical_formula_moiety         'C42 H36 N6 Ni1 O8'
_chemical_compound_source        ?
_chemical_formula_weight         811.49


_cell_measurement_reflns_used    14166
_cell_measurement_theta_min      2.7910
_cell_measurement_theta_max      28.8665
_cell_measurement_temperature    293

_exptl_crystal_description       block
_exptl_crystal_colour            block
_exptl_crystal_size_max          0.4268
_exptl_crystal_size_mid          0.0958
_exptl_crystal_size_min          0.0665

_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1688
_exptl_absorpt_coefficient_mu    0.566

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   none
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_device       Serial
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      293
_diffrn_reflns_number            30605
_reflns_number_total             4684
_diffrn_reflns_av_R_equivalents  0.038
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4684 
# Theoretical number of reflections is about 10178 


_diffrn_reflns_theta_min         2.811
_diffrn_reflns_theta_max         28.933
_diffrn_measured_fraction_theta_max 0.919

_diffrn_reflns_theta_full        25.171
_diffrn_measured_fraction_theta_full 0.979


_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -40
_reflns_limit_h_max              37
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.41
_refine_diff_density_max         0.53


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         3988
_refine_ls_number_restraints     0
_refine_ls_number_parameters     258
_oxford_refine_ls_R_factor_ref   0.0367
_refine_ls_wR_factor_ref         0.0261
_refine_ls_goodness_of_fit_ref   0.8214
_refine_ls_shift/su_max          0.0007173
_refine_ls_shift/su_mean         0.0000567


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4672
_refine_ls_R_factor_all          0.0457
_refine_ls_wR_factor_all         0.0296

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4199
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_gt          0.0270

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 1.98 -8.47 -3.30 -2.93 -3.38 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.5000 0.88478(3) 0.2500 0.0129 1.0000 Uani S T . . . .
O11 O 0.55052(4) 1.02938(12) 0.26682(9) 0.0177 1.0000 Uani . . . . . .
O211 O 0.58972(5) 1.22997(14) 0.18596(10) 0.0279 1.0000 Uani . . . . . .
O212 O 0.66428(5) 1.21946(16) 0.24351(10) 0.0289 1.0000 Uani . . . . . .
N21 N 0.62513(5) 1.19904(15) 0.25421(11) 0.0198 1.0000 Uani . . . . . .
N81 N 0.51492(4) 0.87206(13) 0.40711(10) 0.0148 1.0000 Uani . . . . . .
N151 N 0.45220(5) 0.73618(13) 0.25987(10) 0.0162 1.0000 Uani . . . . . .
C11 C 0.58252(5) 1.05883(16) 0.34913(12) 0.0155 1.0000 Uani . . . . . .
C21 C 0.62220(5) 1.14031(16) 0.34924(12) 0.0171 1.0000 Uani . . . . . .
C31 C 0.65881(6) 1.16972(17) 0.43714(13) 0.0186 1.0000 Uani . . . . . .
C41 C 0.65880(6) 1.12781(17) 0.53533(12) 0.0187 1.0000 Uani . . . . . .
C51 C 0.62069(6) 1.05060(17) 0.53929(12) 0.0189 1.0000 Uani . . . . . .
C61 C 0.58446(5) 1.01285(17) 0.45196(12) 0.0173 1.0000 Uani . . . . . .
C71 C 0.54962(6) 0.92782(17) 0.47433(12) 0.0176 1.0000 Uani . . . . . .
C91 C 0.48632(5) 0.77942(16) 0.44119(12) 0.0161 1.0000 Uani . . . . . .
C101 C 0.48802(6) 0.75425(18) 0.54285(13) 0.0196 1.0000 Uani . . . . . .
C111 C 0.45826(6) 0.65705(19) 0.56615(13) 0.0233 1.0000 Uani . . . . . .
C121 C 0.42723(6) 0.58554(18) 0.48910(14) 0.0227 1.0000 Uani . . . . . .
C131 C 0.42413(6) 0.60991(17) 0.38417(13) 0.0192 1.0000 Uani . . . . . .
C141 C 0.45383(5) 0.70769(16) 0.36036(12) 0.0159 1.0000 Uani . . . . . .
C161 C 0.42231(6) 0.67002(18) 0.18405(13) 0.0196 1.0000 Uani . . . . . .
C171 C 0.39177(6) 0.57095(18) 0.20144(14) 0.0222 1.0000 Uani . . . . . .
C181 C 0.39278(6) 0.54168(17) 0.30079(14) 0.0212 1.0000 Uani . . . . . .
C411 C 0.69892(6) 1.16301(18) 0.63141(13) 0.0216 1.0000 Uani . . . . . .
C441 C 0.71286(7) 1.3117(2) 0.62766(15) 0.0279 1.0000 Uani . . . . . .
C421 C 0.68609(7) 1.1408(2) 0.73172(14) 0.0315 1.0000 Uani . . . . . .
C431 C 0.74056(6) 1.0724(2) 0.63348(15) 0.0292 1.0000 Uani . . . . . .
O23 O 0.65475(6) 0.66412(16) 0.53874(11) 0.0352 1.0000 Uani . . . . . .
C13 C 0.69154(9) 0.7222(3) 0.5087(2) 0.0457 1.0000 Uani . . . . . .
H311 H 0.6843 1.2201 0.4297 0.0218 1.0000 Uiso . . . . . .
H511 H 0.6191 1.0218 0.6053 0.0218 1.0000 Uiso . . . . . .
H711 H 0.5526 0.9117 0.5453 0.0204 1.0000 Uiso . . . . . .
H1011 H 0.5093 0.8031 0.5973 0.0231 1.0000 Uiso . . . . . .
H1111 H 0.4598 0.6400 0.6364 0.0274 1.0000 Uiso . . . . . .
H1211 H 0.4079 0.5190 0.5062 0.0267 1.0000 Uiso . . . . . .
H1611 H 0.4215 0.6902 0.1147 0.0227 1.0000 Uiso . . . . . .
H1711 H 0.3707 0.5246 0.1451 0.0258 1.0000 Uiso . . . . . .
H1811 H 0.3725 0.4751 0.3138 0.0246 1.0000 Uiso . . . . . .
H4411 H 0.7376 1.3325 0.6878 0.0325 1.0000 Uiso . . . . . .
H4412 H 0.7222 1.3270 0.5677 0.0325 1.0000 Uiso . . . . . .
H4413 H 0.6870 1.3679 0.6258 0.0325 1.0000 Uiso . . . . . .
H4211 H 0.7117 1.1627 0.7896 0.0370 1.0000 Uiso . . . . . .
H4212 H 0.6604 1.1957 0.7314 0.0370 1.0000 Uiso . . . . . .
H4213 H 0.6780 1.0477 0.7365 0.0370 1.0000 Uiso . . . . . .
H4311 H 0.7658 1.0929 0.6927 0.0346 1.0000 Uiso . . . . . .
H4312 H 0.7496 1.0880 0.5726 0.0346 1.0000 Uiso . . . . . .
H4313 H 0.7323 0.9797 0.6356 0.0346 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.2604(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . N151 5_655 2.0911(13) yes
Ni1 . O11 5_655 2.0534(11) yes
Ni1 . N81 5_655 2.0397(13) yes
Ni1 . O11 . 2.0534(11) yes
Ni1 . N81 . 2.0397(13) yes
Ni1 . N151 . 2.0911(13) yes
O11 . C11 . 1.2727(19) yes
O211 . N21 . 1.226(2) yes
O212 . N21 . 1.2500(19) yes
N21 . C21 . 1.436(2) yes
N81 . C71 . 1.290(2) yes
N81 . C91 . 1.4254(19) yes
N151 . C141 . 1.373(2) yes
N151 . C161 . 1.321(2) yes
C11 . C21 . 1.444(2) yes
C11 . C61 . 1.446(2) yes
C21 . C31 . 1.393(2) yes
C31 . C41 . 1.390(2) yes
C31 . H311 . 0.948 no
C41 . C51 . 1.395(2) yes
C41 . C411 . 1.531(2) yes
C51 . C61 . 1.402(2) yes
C51 . H511 . 0.952 no
C61 . C71 . 1.447(2) yes
C71 . H711 . 0.950 no
C91 . C101 . 1.382(2) yes
C91 . C141 . 1.423(2) yes
C101 . C111 . 1.413(2) yes
C101 . H1011 . 0.952 no
C111 . C121 . 1.373(3) yes
C111 . H1111 . 0.951 no
C121 . C131 . 1.414(2) yes
C121 . H1211 . 0.952 no
C131 . C141 . 1.419(2) yes
C131 . C181 . 1.410(2) yes
C161 . C171 . 1.412(2) yes
C161 . H1611 . 0.951 no
C171 . C181 . 1.365(2) yes
C171 . H1711 . 0.953 no
C181 . H1811 . 0.950 no
C411 . C441 . 1.533(3) yes
C411 . C421 . 1.532(2) yes
C411 . C431 . 1.537(3) yes
C441 . H4411 . 0.950 no
C441 . H4412 . 0.946 no
C441 . H4413 . 0.953 no
C421 . H4211 . 0.948 no
C421 . H4212 . 0.947 no
C421 . H4213 . 0.959 no
C431 . H4311 . 0.949 no
C431 . H4312 . 0.954 no
C431 . H4313 . 0.952 no
O23 . C13 . 1.413(3) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N151 5_655 Ni1 . O11 5_655 170.43(5) yes
N151 5_655 Ni1 . N81 5_655 80.46(5) yes
O11 5_655 Ni1 . N81 5_655 89.98(5) yes
N151 5_655 Ni1 . O11 . 89.44(5) yes
O11 5_655 Ni1 . O11 . 91.87(7) yes
N81 5_655 Ni1 . O11 . 94.93(5) yes
N151 5_655 Ni1 . N81 . 94.54(5) yes
O11 5_655 Ni1 . N81 . 94.93(5) yes
N81 5_655 Ni1 . N81 . 172.94(8) yes
O11 . Ni1 . N81 . 89.98(5) yes
N151 5_655 Ni1 . N151 . 90.84(7) yes
O11 5_655 Ni1 . N151 . 89.44(5) yes
N81 5_655 Ni1 . N151 . 94.54(5) yes
O11 . Ni1 . N151 . 170.43(5) yes
N81 . Ni1 . N151 . 80.46(5) yes
Ni1 . O11 . C11 . 127.10(10) yes
O212 . N21 . O211 . 121.17(14) yes
O212 . N21 . C21 . 118.67(14) yes
O211 . N21 . C21 . 120.15(13) yes
Ni1 . N81 . C71 . 126.15(11) yes
Ni1 . N81 . C91 . 114.05(10) yes
C71 . N81 . C91 . 119.39(13) yes
Ni1 . N151 . C141 . 112.55(10) yes
Ni1 . N151 . C161 . 128.64(11) yes
C141 . N151 . C161 . 118.81(14) yes
O11 . C11 . C21 . 122.96(14) yes
O11 . C11 . C61 . 124.90(14) yes
C21 . C11 . C61 . 112.12(14) yes
C11 . C21 . N21 . 119.70(14) yes
C11 . C21 . C31 . 124.52(15) yes
N21 . C21 . C31 . 115.77(14) yes
C21 . C31 . C41 . 121.83(15) yes
C21 . C31 . H311 . 119.0 no
C41 . C31 . H311 . 119.2 no
C31 . C41 . C51 . 115.63(15) yes
C31 . C41 . C411 . 121.20(15) yes
C51 . C41 . C411 . 123.15(15) yes
C41 . C51 . C61 . 124.11(15) yes
C41 . C51 . H511 . 118.1 no
C61 . C51 . H511 . 117.8 no
C11 . C61 . C51 . 121.65(14) yes
C11 . C61 . C71 . 123.91(14) yes
C51 . C61 . C71 . 114.43(14) yes
C61 . C71 . N81 . 126.20(15) yes
C61 . C71 . H711 . 116.8 no
N81 . C71 . H711 . 117.0 no
N81 . C91 . C101 . 126.09(14) yes
N81 . C91 . C141 . 114.72(13) yes
C101 . C91 . C141 . 119.19(14) yes
C91 . C101 . C111 . 120.33(15) yes
C91 . C101 . H1011 . 119.7 no
C111 . C101 . H1011 . 120.0 no
C101 . C111 . C121 . 121.16(15) yes
C101 . C111 . H1111 . 119.7 no
C121 . C111 . H1111 . 119.1 no
C111 . C121 . C131 . 120.05(15) yes
C111 . C121 . H1211 . 120.1 no
C131 . C121 . H1211 . 119.8 no
C121 . C131 . C141 . 119.00(15) yes
C121 . C131 . C181 . 123.32(15) yes
C141 . C131 . C181 . 117.68(15) yes
C91 . C141 . C131 . 120.26(14) yes
C91 . C141 . N151 . 118.16(14) yes
C131 . C141 . N151 . 121.58(15) yes
N151 . C161 . C171 . 122.98(15) yes
N151 . C161 . H1611 . 118.3 no
C171 . C161 . H1611 . 118.8 no
C161 . C171 . C181 . 119.03(16) yes
C161 . C171 . H1711 . 121.0 no
C181 . C171 . H1711 . 120.0 no
C131 . C181 . C171 . 119.92(15) yes
C131 . C181 . H1811 . 120.0 no
C171 . C181 . H1811 . 120.1 no
C41 . C411 . C441 . 110.24(14) yes
C41 . C411 . C421 . 111.94(14) yes
C441 . C411 . C421 . 108.07(16) yes
C41 . C411 . C431 . 108.76(14) yes
C441 . C411 . C431 . 109.06(15) yes
C421 . C411 . C431 . 108.72(16) yes
C411 . C441 . H4411 . 109.5 no
C411 . C441 . H4412 . 109.6 no
H4411 . C441 . H4412 . 109.8 no
C411 . C441 . H4413 . 109.1 no
H4411 . C441 . H4413 . 109.2 no
H4412 . C441 . H4413 . 109.6 no
C411 . C421 . H4211 . 109.9 no
C411 . C421 . H4212 . 109.7 no
H4211 . C421 . H4212 . 109.9 no
C411 . C421 . H4213 . 109.4 no
H4211 . C421 . H4213 . 108.9 no
H4212 . C421 . H4213 . 109.0 no
C411 . C431 . H4311 . 109.8 no
C411 . C431 . H4312 . 109.4 no
H4311 . C431 . H4312 . 109.3 no
C411 . C431 . H4313 . 109.9 no
H4311 . C431 . H4313 . 109.4 no
H4312 . C431 . H4313 . 109.0 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C71 . H711 . O211 6_575 142.46(11) 0.950 2.359 3.166(3) yes
C101 . H1011 . O211 6_575 132.10(11) 0.952 2.393 3.113(3) yes
C121 . H1211 . O23 2_666 153.45(11) 0.952 2.558 3.436(3) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 23/01/15 at 05:50:44
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 23/01/15 at 05:50:44
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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 1433538'
_audit_update_record             
;
2015-10-27 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   22.5566(9)
_cell_length_b                   15.2328(2)
_cell_length_c                   13.6475(5)
_cell_angle_alpha                90
_cell_angle_beta                 130.464(6)
_cell_angle_gamma                90
_cell_volume                     3567.7(4)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C36 H42 N2 Ni1 O2 S2 
# Dc =      1.22 Fooo =   1405.60 Mu =      6.93 M =    657.58
# Found Formula = C35.90 N4 Ni1 O6 S2 
# Dc =      1.31 FOOO =   1405.60 Mu =      7.09 M =    706.06

_chemical_formula_sum            'C35.90 N4 Ni1 O6 S2'
_chemical_formula_moiety         'C35.90 N4 Ni1 O6 S2'
_chemical_compound_source        ?
_chemical_formula_weight         706.06


_cell_measurement_reflns_used    13572
_cell_measurement_theta_min      3
_cell_measurement_theta_max      30
_cell_measurement_temperature    120

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent dark red'
_exptl_crystal_size_min          0.153
_exptl_crystal_size_mid          0.177
_exptl_crystal_size_max          0.257

_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1405.600
_exptl_absorpt_coefficient_mu    0.709

# Sheldrick geometric approximatio 0.88 0.90 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.90
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      120
_diffrn_reflns_number            33034
_reflns_number_total             8881
_diffrn_reflns_av_R_equivalents  0.033
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 8881 
# Theoretical number of reflections is about 20021 


_diffrn_reflns_theta_min         2.926
_diffrn_reflns_theta_max         29.575
_diffrn_measured_fraction_theta_max 0.887

_diffrn_reflns_theta_full        25.139
_diffrn_measured_fraction_theta_full 0.971


_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -30
_reflns_limit_h_max              23
_reflns_limit_k_min              0
_reflns_limit_k_max              20
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   1.73
_oxford_diffrn_Wilson_scale      0.24

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.90
_refine_diff_density_max         1.17


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         8860
_refine_ls_number_restraints     18
_refine_ls_number_parameters     430
_oxford_refine_ls_R_factor_ref   0.0757
_refine_ls_wR_factor_ref         0.1284
_refine_ls_goodness_of_fit_ref   1.3724
_refine_ls_shift/su_max          0.0004533
_refine_ls_shift/su_mean         0.0000210


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        8860
_refine_ls_R_factor_all          0.0757
_refine_ls_wR_factor_all         0.1284

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7407
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_gt          0.1231

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 459. 668. 332. 82.9 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 Ni 0.37902(3) 0.27441(3) 0.39642(4) 0.0190 1.0000 Uani . . . . . .
S151 S 0.28028(6) 0.26627(6) 0.42016(11) 0.0313 1.0000 Uani . . . . . .
S152 S 0.47190(6) 0.22561(6) 0.61835(9) 0.0267 1.0000 Uani . . . . . .
N21 N 0.52697(17) 0.2877(2) 0.2662(3) 0.0246 1.0000 Uani . . . . . .
N81 N 0.37703(16) 0.40419(19) 0.4274(3) 0.0202 1.0000 Uani . . . . . .
N82 N 0.38173(16) 0.14711(18) 0.3571(3) 0.0197 1.0000 Uani . . . . . .
C102 C 0.3899(2) -0.0063(2) 0.4252(4) 0.0257 1.0000 Uani . . . . . .
O11 O 0.46429(14) 0.30148(16) 0.3904(2) 0.0213 1.0000 Uani . . . . . .
O12 O 0.29708(14) 0.29417(16) 0.2075(2) 0.0238 1.0000 Uani . . . . . .
O2111 O 0.57743(16) 0.25961(19) 0.3762(3) 0.0347 1.0000 Uani . . . . . .
O2121 O 0.51626(18) 0.2580(2) 0.1724(3) 0.0435 1.0000 Uani . . . . . .
C11 C 0.45438(19) 0.3653(2) 0.3201(3) 0.0193 1.0000 Uani . . . . . .
C12 C 0.30249(19) 0.2633(2) 0.1276(3) 0.0242 1.0000 Uani . . . . . .
C21 C 0.48035(19) 0.3619(2) 0.2482(3) 0.0191 1.0000 Uani . . . . . .
C31 C 0.46398(19) 0.4252(2) 0.1614(3) 0.0213 1.0000 Uani . . . . . .
C41 C 0.42458(19) 0.5026(2) 0.1451(3) 0.0202 1.0000 Uani . . . . . .
C51 C 0.40246(19) 0.5112(2) 0.2184(3) 0.0205 1.0000 Uani . . . . . .
C61 C 0.41523(19) 0.4453(2) 0.3026(3) 0.0200 1.0000 Uani . . . . . .
C62 C 0.3421(2) 0.1817(2) 0.1478(3) 0.0245 1.0000 Uani . . . . . .
C71 C 0.3856(2) 0.4622(2) 0.3684(3) 0.0216 1.0000 Uani . . . . . .
C72 C 0.3729(2) 0.1251(2) 0.2561(3) 0.0226 1.0000 Uani . . . . . .
C91 C 0.3468(2) 0.4316(2) 0.4869(3) 0.0213 1.0000 Uani . . . . . .
C92 C 0.4074(2) 0.0836(2) 0.4534(3) 0.0217 1.0000 Uani . . . . . .
C101 C 0.3613(2) 0.5146(3) 0.5418(3) 0.0255 1.0000 Uani . . . . . .
C110 C 0.3271(2) 0.5387(3) 0.5938(4) 0.0312 1.0000 Uani . . . . . .
C112 C 0.4134(2) -0.0648(3) 0.5242(4) 0.0309 1.0000 Uani . . . . . .
C121 C 0.2798(2) 0.4801(3) 0.5946(4) 0.0346 1.0000 Uani . . . . . .
C122 C 0.4530(2) -0.0352(3) 0.6490(4) 0.0344 1.0000 Uani . . . . . .
C131 C 0.2669(2) 0.3963(3) 0.5432(4) 0.0299 1.0000 Uani . . . . . .
C132 C 0.4712(2) 0.0541(3) 0.6777(4) 0.0324 1.0000 Uani . . . . . .
C141 C 0.3007(2) 0.3717(2) 0.4909(3) 0.0238 1.0000 Uani . . . . . .
C142 C 0.4483(2) 0.1128(2) 0.5807(3) 0.0242 1.0000 Uani . . . . . .
C161 C 0.1885(2) 0.2892(3) 0.2605(5) 0.0455 1.0000 Uani . . . . . .
C162 C 0.5647(2) 0.2295(3) 0.6528(4) 0.0329 1.0000 Uani . . . . . .
C411 C 0.4089(2) 0.5726(2) 0.0498(3) 0.0248 1.0000 Uani . . . . . .
C431 C 0.3579(3) 0.5326(3) -0.0864(4) 0.0402 1.0000 Uani . . . . . .
C441 C 0.4874(2) 0.6044(3) 0.0910(4) 0.0356 1.0000 Uani . . . . . .
C421 C 0.3658(2) 0.6526(3) 0.0474(4) 0.0320 1.0000 Uani . . . . . .
C4420 C 0.3172(4) 0.1721(4) -0.1627(6) 0.0269(16) 0.5000 Uiso D . . . 1 .
C420 C 0.3101(5) 0.2064(6) -0.0617(8) 0.0197(17) 0.5000 Uiso . . . . 1 .
O231 O 0.2013(5) 0.4336(5) -0.1123(8) 0.0445(19) 0.5000 Uiso D . . . 1 .
O241 O 0.2117(7) 0.4187(8) 0.0442(11) 0.070(3) 0.4000 Uiso D . . . 1 .
C4430 C 0.3332(5) 0.0725(5) -0.1513(9) 0.045(2) 0.5000 Uiso D . . . 1 .
C320 C 0.2734(5) 0.2837(5) -0.0775(7) 0.0163(17) 0.5000 Uiso . . . . 1 .
N221 N 0.2170(5) 0.3909(5) -0.0230(7) 0.0267(18) 0.5000 Uiso D . . . 1 .
C4441 C 0.3708(6) 0.2393(7) -0.1609(12) 0.046(3) 0.5000 Uiso D . . . 1 .
C4450 C 0.2394(4) 0.1876(5) -0.2995(6) 0.0285(15) 0.5000 Uiso D . . . 1 .
C220 C 0.2662(5) 0.3113(6) 0.0118(8) 0.0154(18) 0.5000 Uiso . . . . 1 .
C521 C 0.3564(6) 0.1415(7) 0.0670(11) 0.033(3) 0.5000 Uiso . . . . 2 .
C4440 C 0.3838(6) 0.2176(9) -0.1478(14) 0.064(4) 0.5000 Uiso D . . . 2 .
C4201 C 0.3280(6) 0.1883(7) -0.0445(10) 0.031(2) 0.5000 Uiso . . . . 2 .
N220 N 0.2267(4) 0.3783(5) -0.0347(7) 0.0234(17) 0.5000 Uiso D . . . 2 .
O240 O 0.1836(3) 0.3906(4) 0.0040(6) 0.0412(13) 0.6000 Uiso D . . . 2 .
O230 O 0.2202(5) 0.4262(6) -0.1152(8) 0.050(2) 0.5000 Uiso D . . . 2 .
C4451 C 0.2670(8) 0.1205(11) -0.2568(14) 0.107(7) 0.4000 Uiso D . . . 2 .
C321 C 0.2877(6) 0.2651(7) -0.0735(9) 0.029(2) 0.5000 Uiso . . . . 2 .
C4431 C 0.4056(7) 0.0842(8) -0.0682(13) 0.079(4) 0.5000 Uiso D . . . 2 .
C4421 C 0.3436(5) 0.1570(6) -0.1330(9) 0.0496 0.5000 Uiso D . . . 2 .
C520 C 0.3416(5) 0.1565(6) 0.0502(8) 0.0151(18) 0.5000 Uiso . . . . 1 .
C221 C 0.2748(6) 0.2983(7) 0.0041(10) 0.029(3) 0.5000 Uiso . . . . 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.024(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 . S151 . 2.4531(10) yes
Ni1 . S152 . 2.4247(10) yes
Ni1 . N81 . 2.028(3) yes
Ni1 . N82 . 2.024(3) yes
Ni1 . O11 . 2.020(2) yes
Ni1 . O12 . 1.992(2) yes
S151 . C141 . 1.773(4) yes
S151 . C161 . 1.817(5) yes
S152 . C142 . 1.774(4) yes
S152 . C162 . 1.824(4) yes
N21 . O2111 . 1.230(4) yes
N21 . O2121 . 1.225(4) yes
N21 . C21 . 1.452(4) yes
N81 . C71 . 1.291(4) yes
N81 . C91 . 1.421(4) yes
N82 . C72 . 1.303(4) yes
N82 . C92 . 1.418(4) yes
C102 . C92 . 1.408(5) yes
C102 . C112 . 1.403(5) yes
O11 . C11 . 1.279(4) yes
O12 . C12 . 1.263(4) yes
C11 . C21 . 1.434(4) yes
C11 . C61 . 1.432(5) yes
C12 . C62 . 1.450(5) yes
C12 . C220 . 1.422(9) yes
C21 . C31 . 1.378(5) yes
C31 . C41 . 1.404(5) yes
C41 . C51 . 1.384(5) yes
C41 . C411 . 1.535(5) yes
C51 . C61 . 1.407(5) yes
C61 . C71 . 1.450(4) yes
C62 . C72 . 1.441(5) yes
C62 . C520 . 1.379(9) yes
C91 . C101 . 1.396(5) yes
C91 . C141 . 1.411(5) yes
C92 . C142 . 1.409(5) yes
C101 . C110 . 1.396(5) yes
C110 . C121 . 1.396(6) yes
C112 . C122 . 1.389(6) yes
C121 . C131 . 1.393(6) yes
C122 . C132 . 1.401(6) yes
C131 . C141 . 1.392(5) yes
C132 . C142 . 1.390(5) yes
C411 . C431 . 1.542(5) yes
C411 . C441 . 1.548(5) yes
C411 . C421 . 1.546(5) yes
C4420 . C420 . 1.576(11) yes
C4420 . C4430 . 1.545(5) yes
C4420 . C4441 . 1.572(12) yes
C4420 . C4450 . 1.539(4) yes
C420 . C320 . 1.374(11) yes
C420 . C520 . 1.416(12) yes
O231 . N221 . 1.213(10) yes
O241 . N221 . 1.085(13) yes
C320 . C220 . 1.395(11) yes
N221 . C220 . 1.499(11) yes
C521 . C4201 . 1.404(14) yes
C4440 . C4421 . 1.397(13) yes
C4201 . C321 . 1.374(13) yes
C4201 . C4421 . 1.536(13) yes
N220 . O240 . 1.388(9) yes
N220 . O230 . 1.245(11) yes
N220 . C221 . 1.483(12) yes
C4451 . C4421 . 1.537(5) yes
C321 . C221 . 1.363(14) yes
C4431 . C4421 . 1.537(5) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S151 . Ni1 . S152 . 86.68(4) yes
S151 . Ni1 . N81 . 82.93(8) yes
S152 . Ni1 . N81 . 99.01(9) yes
S151 . Ni1 . N82 . 99.96(8) yes
S152 . Ni1 . N82 . 83.53(8) yes
N81 . Ni1 . N82 . 176.30(11) yes
S151 . Ni1 . O11 . 170.30(8) yes
S152 . Ni1 . O11 . 92.28(7) yes
N81 . Ni1 . O11 . 87.71(10) yes
N82 . Ni1 . O11 . 89.50(10) yes
S151 . Ni1 . O12 . 91.11(8) yes
S152 . Ni1 . O12 . 170.65(8) yes
N81 . Ni1 . O12 . 89.72(11) yes
N82 . Ni1 . O12 . 87.92(11) yes
O11 . Ni1 . O12 . 91.40(10) yes
Ni1 . S151 . C141 . 95.10(12) yes
Ni1 . S151 . C161 . 104.93(15) yes
C141 . S151 . C161 . 99.8(2) yes
Ni1 . S152 . C142 . 94.67(12) yes
Ni1 . S152 . C162 . 103.24(13) yes
C142 . S152 . C162 . 100.61(18) yes
O2111 . N21 . O2121 . 123.1(3) yes
O2111 . N21 . C21 . 118.2(3) yes
O2121 . N21 . C21 . 118.6(3) yes
Ni1 . N81 . C71 . 120.3(2) yes
Ni1 . N81 . C91 . 119.3(2) yes
C71 . N81 . C91 . 118.4(3) yes
Ni1 . N82 . C72 . 121.2(2) yes
Ni1 . N82 . C92 . 118.2(2) yes
C72 . N82 . C92 . 119.7(3) yes
C92 . C102 . C112 . 119.4(4) yes
Ni1 . O11 . C11 . 118.5(2) yes
Ni1 . O12 . C12 . 122.2(2) yes
O11 . C11 . C21 . 122.4(3) yes
O11 . C11 . C61 . 124.1(3) yes
C21 . C11 . C61 . 113.4(3) yes
O12 . C12 . C62 . 123.2(3) yes
O12 . C12 . C220 . 117.4(5) yes
C62 . C12 . C220 . 119.4(5) yes
N21 . C21 . C11 . 119.0(3) yes
N21 . C21 . C31 . 116.8(3) yes
C11 . C21 . C31 . 124.2(3) yes
C21 . C31 . C41 . 120.8(3) yes
C31 . C41 . C51 . 116.9(3) yes
C31 . C41 . C411 . 119.5(3) yes
C51 . C41 . C411 . 123.6(3) yes
C41 . C51 . C61 . 123.0(3) yes
C11 . C61 . C51 . 121.4(3) yes
C11 . C61 . C71 . 122.1(3) yes
C51 . C61 . C71 . 116.6(3) yes
C12 . C62 . C72 . 122.4(3) yes
C12 . C62 . C520 . 116.0(5) yes
C72 . C62 . C520 . 121.3(5) yes
C61 . C71 . N81 . 125.4(3) yes
C62 . C72 . N82 . 124.9(3) yes
N81 . C91 . C101 . 122.7(3) yes
N81 . C91 . C141 . 118.1(3) yes
C101 . C91 . C141 . 119.2(3) yes
N82 . C92 . C102 . 122.5(3) yes
N82 . C92 . C142 . 118.3(3) yes
C102 . C92 . C142 . 119.1(3) yes
C91 . C101 . C110 . 119.8(3) yes
C101 . C110 . C121 . 120.9(4) yes
C102 . C112 . C122 . 121.0(4) yes
C110 . C121 . C131 . 119.5(3) yes
C112 . C122 . C132 . 119.8(4) yes
C121 . C131 . C141 . 120.0(4) yes
C122 . C132 . C142 . 119.8(4) yes
S151 . C141 . C91 . 120.1(3) yes
S151 . C141 . C131 . 119.2(3) yes
C91 . C141 . C131 . 120.5(3) yes
S152 . C142 . C92 . 119.8(3) yes
S152 . C142 . C132 . 119.4(3) yes
C92 . C142 . C132 . 120.9(3) yes
C41 . C411 . C431 . 109.2(3) yes
C41 . C411 . C441 . 109.2(3) yes
C431 . C411 . C441 . 110.1(3) yes
C41 . C411 . C421 . 111.2(3) yes
C431 . C411 . C421 . 108.7(3) yes
C441 . C411 . C421 . 108.5(3) yes
C420 . C4420 . C4430 . 112.7(6) yes
C420 . C4420 . C4441 . 106.5(7) yes
C4430 . C4420 . C4441 . 120.8(7) yes
C420 . C4420 . C4450 . 109.1(6) yes
C4430 . C4420 . C4450 . 106.3(5) yes
C4441 . C4420 . C4450 . 100.4(6) yes
C4420 . C420 . C320 . 122.6(7) yes
C4420 . C420 . C520 . 120.1(7) yes
C320 . C420 . C520 . 117.3(7) yes
C420 . C320 . C220 . 121.4(7) yes
O231 . N221 . O241 . 121.4(7) yes
O231 . N221 . C220 . 115.2(8) yes
O241 . N221 . C220 . 120.9(8) yes
N221 . C220 . C12 . 122.8(7) yes
N221 . C220 . C320 . 116.7(7) yes
C12 . C220 . C320 . 120.5(7) yes
C62 . C521 . C4201 . 115.8(9) yes
C521 . C4201 . C321 . 119.7(9) yes
C521 . C4201 . C4421 . 121.2(9) yes
C321 . C4201 . C4421 . 119.1(9) yes
O240 . N220 . O230 . 123.1(6) yes
O240 . N220 . C221 . 120.4(7) yes
O230 . N220 . C221 . 115.9(8) yes
C4201 . C321 . C221 . 121.8(9) yes
C4451 . C4421 . C4431 . 109.0(8) yes
C4451 . C4421 . C4201 . 108.0(10) yes
C4431 . C4421 . C4201 . 111.0(9) yes
C4451 . C4421 . C4440 . 116.9(11) yes
C4431 . C4421 . C4440 . 97.3(9) yes
C4201 . C4421 . C4440 . 114.2(9) yes
C420 . C520 . C62 . 125.2(8) yes
N220 . C221 . C12 . 112.1(8) yes
N220 . C221 . C321 . 120.1(9) yes
C12 . C221 . C321 . 127.8(9) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 27/10/15 at 12:02:41
#
#LIST     12                                                                    
BLOCK SCALE X'S 
CONT NI(1, U'S) UNTIL C(441) 
CONT C(4420, U[ISO]) UNTIL C(4431) 
CONT C(421, U'S) 
CONT C(520, U[ISO]) UNTIL C(221) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 27/10/15 at 12:02:41
#
#LIST     16                                                                    
DIST 1.54, 0.005 = C(4420) TO C(4430) 
DIST 1.54, 0.005 = C(4420) TO C(4440) 
DIST 1.54, 0.005 = C(4420) TO C(4450) 
ANGLE 109, 1 = C(42) TO C(4420) TO C(4430) 
ANGLE 109, 1 = C(42) TO C(4420) TO C(4440) 
ANGLE 109, 1 = C(42) TO C(4420) TO C(4450) 
ANGLE 109, 1 = C(4430) TO C(4420) TO C(4440) 
ANGLE 109, 1 = C(4440) TO C(4420) TO C(4450) 
ANGLE 109, 1 = C(4450) TO C(4420) TO C(4430) 
DIST 1.54, 0.005 = C(4421) TO C(4431) 
DIST 1.54, 0.005 = C(4421) TO C(4441) 
DIST 1.54, 0.005 = C(4421) TO C(4451) 
ANGLE 109, 1 = C(42) TO C(4421) TO C(4431) 
ANGLE 109, 1 = C(42) TO C(4421) TO C(4441) 
ANGLE 109, 1 = C(42) TO C(4421) TO C(4451) 
ANGLE 109, 1 = C(4431) TO C(4421) TO C(4441) 
ANGLE 109, 1 = C(4441) TO C(4421) TO C(4451) 
ANGLE 109, 1 = C(4451) TO C(4421) TO C(4431) 
DISTANCE 1.230000 , 0.050000 = N(221) TO O(231) 
DISTANCE 1.230000 , 0.050000 = N(220) TO O(230) 
DISTANCE 1.230000 , 0.050000 = N(221) TO O(241) 
DISTANCE 1.230000 , 0.050000 = N(220) TO O(240) 
ANGLE 123, 1 = O(231) TO N(221) TO O(241) 
ANGLE 123, 1 = O(230) TO N(220) TO O(240) 
ANGLE 118.5, 1 = C(22) TO N(221) TO O(231) 
ANGLE 118.5, 1 = C(22) TO N(221) TO O(241) 
ANGLE 118.5, 1 = C(22) TO N(220) TO O(230) 
ANGLE 118.5, 1 = C(22) TO N(220) TO O(240) 
DISTANCE 1.450000 , 0.050000 = N(221) TO C(22) 
DISTANCE 1.450000 , 0.050000 = N(220) TO C(22) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DISTANCE 1.530000 , 0.050000 = C(42) TO C(4421) 
DISTANCE 1.530000 , 0.050000 = C(42) TO C(4420) 
END                                                                             
;
####################################################################### 
# 
# 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 1448162'
_audit_update_record             
;
2016-01-18 deposited with the CCDC.
2016-01-26 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   14.9657(5)
_cell_length_b                   15.6582(5)
_cell_length_c                   15.9352(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.320(3)
_cell_angle_gamma                90
_cell_volume                     3731.1(2)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421
1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C45 H52.50 Cl0.75 N2.50 Ni1.25 O5 
# Dc =      1.44 Fooo =   1728.00 Mu =      7.49 M =    808.40
# Found Formula = C37 H39 Cl3 N4 Ni1 O8 
# Dc =      1.48 FOOO =   1728.00 Mu =      7.92 M =    832.81

_chemical_formula_sum            'C37 H39 Cl3 N4 Ni1 O8'
_chemical_formula_moiety         'C37 H39 Cl3 N4 Ni1 O8'
_chemical_compound_source        ?
_chemical_formula_weight         832.81


_cell_measurement_reflns_used    5929
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25
_cell_measurement_temperature    120

_exptl_crystal_description       lath
_exptl_crystal_colour            'translucent dark orange'
_exptl_crystal_size_min          0.026
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_max          0.441

_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1728
_exptl_absorpt_coefficient_mu    0.792

# Sheldrick geometric approximatio 0.91 0.98 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_T_max  0.98
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'USER DEFINED STRUCTURE SOLUTION'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      120
_diffrn_reflns_number            29443
_reflns_number_total             6808
_diffrn_reflns_av_R_equivalents  0.072
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6808 
# Theoretical number of reflections is about 13667 


_diffrn_reflns_theta_min         2.850
_diffrn_reflns_theta_max         25.350
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        25.350
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_reflns_limit_h_min              -18
_reflns_limit_h_max              18
_reflns_limit_k_min              0
_reflns_limit_k_max              18
_reflns_limit_l_min              0
_reflns_limit_l_max              19

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.45
_refine_diff_density_max         1.19


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>0.0\s(I)
_refine_ls_number_reflns         6785
_refine_ls_number_restraints     0
_refine_ls_number_parameters     478
_oxford_refine_ls_R_factor_ref   0.0721
_refine_ls_wR_factor_ref         0.0701
_refine_ls_goodness_of_fit_ref   0.9784
_refine_ls_shift/su_max          0.0009179
_refine_ls_shift/su_mean         0.0000308


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6785
_refine_ls_R_factor_all          0.0721
_refine_ls_wR_factor_all         0.0701

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5272
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_gt          0.0624

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 83.7 89.0 30.2 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N211 N 0.74965(18) 0.83765(19) 0.60388(17) 0.0166 1.0000 Uani . . . . . .
O221 O 0.77058(17) 0.90438(17) 0.56834(15) 0.0259 1.0000 Uani . . . . . .
O231 O 0.73439(17) 0.76984(17) 0.56703(15) 0.0241 1.0000 Uani . . . . . .
C232 C 0.8839(3) 0.8391(3) 0.2792(2) 0.0325 1.0000 Uani . . . . . .
Cl233 Cl 1.00066(8) 0.82368(8) 0.27855(7) 0.0478 1.0000 Uani . . . . . .
O12 O 0.41296(15) 0.77104(15) 0.75474(14) 0.0169 1.0000 Uani . . . . . .
N212 N 0.25753(19) 0.8307(2) 0.83596(18) 0.0201 1.0000 Uani . . . . . .
O222 O 0.30852(18) 0.7913(2) 0.88521(16) 0.0383 1.0000 Uani . . . . . .
O232 O 0.20387(16) 0.88390(18) 0.86024(16) 0.0284 1.0000 Uani . . . . . .
O11 O 0.60879(15) 0.76257(15) 0.69134(14) 0.0153 1.0000 Uani . . . . . .
C12 C 0.3380(2) 0.7750(2) 0.7136(2) 0.0142 1.0000 Uani . . . . . .
C22 C 0.2595(2) 0.8122(2) 0.7468(2) 0.0152 1.0000 Uani . . . . . .
C32 C 0.1830(2) 0.8321(2) 0.6988(2) 0.0161 1.0000 Uani . . . . . .
C42 C 0.1747(2) 0.8117(2) 0.6145(2) 0.0148 1.0000 Uani . . . . . .
C52 C 0.2459(2) 0.7669(2) 0.5814(2) 0.0168 1.0000 Uani . . . . . .
C62 C 0.3245(2) 0.7469(2) 0.6277(2) 0.0137 1.0000 Uani . . . . . .
C72 C 0.3906(2) 0.6986(2) 0.58385(19) 0.0146 1.0000 Uani . . . . . .
N82 N 0.46482(17) 0.67001(18) 0.61566(16) 0.0117 1.0000 Uani . . . . . .
C92 C 0.5233(2) 0.6230(2) 0.5653(2) 0.0130 1.0000 Uani . . . . . .
C102 C 0.5191(2) 0.6207(2) 0.4777(2) 0.0162 1.0000 Uani . . . . . .
C112 C 0.5780(2) 0.5698(2) 0.4349(2) 0.0190 1.0000 Uani . . . . . .
C122 C 0.6425(2) 0.5231(2) 0.4791(2) 0.0206 1.0000 Uani . . . . . .
C132 C 0.6494(2) 0.5258(2) 0.5657(2) 0.0185 1.0000 Uani . . . . . .
C142 C 0.5894(2) 0.5756(2) 0.6085(2) 0.0149 1.0000 Uani . . . . . .
O152 O 0.59018(16) 0.58106(16) 0.69495(14) 0.0191 1.0000 Uani . . . . . .
C162 C 0.6245(3) 0.5103(2) 0.7436(2) 0.0273 1.0000 Uani . . . . . .
C412 C 0.0945(2) 0.8360(2) 0.5568(2) 0.0178 1.0000 Uani . . . . . .
C422 C 0.0531(2) 0.7555(2) 0.5170(2) 0.0279 1.0000 Uani . . . . . .
C432 C 0.0218(2) 0.8819(3) 0.6048(2) 0.0285 1.0000 Uani . . . . . .
C442 C 0.1263(3) 0.8960(3) 0.4872(2) 0.0284 1.0000 Uani . . . . . .
C11 C 0.6760(2) 0.7915(2) 0.7337(2) 0.0131 1.0000 Uani . . . . . .
C21 C 0.7463(2) 0.8383(2) 0.69568(19) 0.0114 1.0000 Uani . . . . . .
C31 C 0.8111(2) 0.8839(2) 0.7393(2) 0.0141 1.0000 Uani . . . . . .
C41 C 0.8188(2) 0.8822(2) 0.8269(2) 0.0128 1.0000 Uani . . . . . .
C51 C 0.7587(2) 0.8292(2) 0.8661(2) 0.0135 1.0000 Uani . . . . . .
C61 C 0.6895(2) 0.7840(2) 0.8231(2) 0.0130 1.0000 Uani . . . . . .
C71 C 0.6331(2) 0.7339(2) 0.8760(2) 0.0145 1.0000 Uani . . . . . .
N81 N 0.56187(17) 0.69368(19) 0.85224(15) 0.0124 1.0000 Uani . . . . . .
C91 C 0.5105(2) 0.6497(2) 0.9132(2) 0.0124 1.0000 Uani . . . . . .
C101 C 0.5243(2) 0.6564(2) 1.0001(2) 0.0158 1.0000 Uani . . . . . .
C111 C 0.4692(2) 0.6136(2) 1.0537(2) 0.0175 1.0000 Uani . . . . . .
C121 C 0.3984(2) 0.5656(2) 1.0213(2) 0.0200 1.0000 Uani . . . . . .
C131 C 0.3830(2) 0.5585(2) 0.9350(2) 0.0179 1.0000 Uani . . . . . .
C141 C 0.4390(2) 0.6000(2) 0.8820(2) 0.0146 1.0000 Uani . . . . . .
O151 O 0.43083(15) 0.59440(16) 0.79546(14) 0.0171 1.0000 Uani . . . . . .
C161 C 0.3505(3) 0.5567(3) 0.7605(2) 0.0267 1.0000 Uani . . . . . .
C411 C 0.8893(2) 0.9357(2) 0.8747(2) 0.0170 1.0000 Uani . . . . . .
C421 C 0.9832(2) 0.9129(3) 0.8450(2) 0.0264 1.0000 Uani . . . . . .
C431 C 0.8719(3) 1.0312(2) 0.8574(2) 0.0242 1.0000 Uani . . . . . .
C441 C 0.8881(2) 0.9208(2) 0.9696(2) 0.0208 1.0000 Uani . . . . . .
Ni1 Ni 0.51148(3) 0.68994(3) 0.73385(3) 0.0122 1.0000 Uani . . . . . .
Cl52 Cl 0.85283(8) 0.88574(8) 0.37331(8) 0.0491 1.0000 Uani . . . . . .
Cl1 Cl 0.84847(10) 0.89742(14) 0.19220(9) 0.0874 1.0000 Uani . . . . . .
H511 H 0.8564 0.7845 0.2752 0.0389 1.0000 Uiso R . . . . .
H81 H 0.8517 0.9176 0.7092 0.0170 1.0000 Uiso R . . . . .
H101 H 0.7647 0.8231 0.9254 0.0163 1.0000 Uiso R . . . . .
H171 H 0.3522 0.5562 0.7010 0.0318 1.0000 Uiso R . . . . .
H172 H 0.3004 0.5890 0.7769 0.0318 1.0000 Uiso R . . . . .
H173 H 0.3455 0.4998 0.7805 0.0318 1.0000 Uiso R . . . . .
H181 H 0.3345 0.5252 0.9129 0.0217 1.0000 Uiso R . . . . .
H191 H 0.3599 0.5374 1.0583 0.0239 1.0000 Uiso R . . . . .
H201 H 0.4801 0.6172 1.1127 0.0212 1.0000 Uiso R . . . . .
H231 H 0.9327 0.9550 0.9971 0.0250 1.0000 Uiso R . . . . .
H232 H 0.8310 0.9357 0.9891 0.0250 1.0000 Uiso R . . . . .
H233 H 0.8997 0.8623 0.9813 0.0250 1.0000 Uiso R . . . . .
H241 H 1.0268 0.9463 0.8750 0.0315 1.0000 Uiso R . . . . .
H242 H 0.9946 0.8540 0.8552 0.0315 1.0000 Uiso R . . . . .
H243 H 0.9859 0.9242 0.7866 0.0315 1.0000 Uiso R . . . . .
H251 H 0.9158 1.0644 0.8871 0.0293 1.0000 Uiso R . . . . .
H252 H 0.8142 1.0460 0.8753 0.0293 1.0000 Uiso R . . . . .
H253 H 0.8750 1.0419 0.7989 0.0293 1.0000 Uiso R . . . . .
H301 H 0.3779 0.6870 0.5261 0.0176 1.0000 Uiso R . . . . .
H321 H 0.2406 0.7489 0.5245 0.0203 1.0000 Uiso R . . . . .
H351 H -0.0268 0.8960 0.5672 0.0342 1.0000 Uiso R . . . . .
H352 H 0.0458 0.9327 0.6294 0.0342 1.0000 Uiso R . . . . .
H353 H 0.0014 0.8454 0.6477 0.0342 1.0000 Uiso R . . . . .
H361 H 0.0768 0.9113 0.4511 0.0341 1.0000 Uiso R . . . . .
H362 H 0.1517 0.9460 0.5120 0.0341 1.0000 Uiso R . . . . .
H363 H 0.1700 0.8676 0.4557 0.0341 1.0000 Uiso R . . . . .
H371 H 0.0034 0.7709 0.4812 0.0336 1.0000 Uiso R . . . . .
H372 H 0.0338 0.7186 0.5599 0.0336 1.0000 Uiso R . . . . .
H373 H 0.0964 0.7270 0.4851 0.0336 1.0000 Uiso R . . . . .
H381 H 0.1351 0.8605 0.7244 0.0196 1.0000 Uiso R . . . . .
H451 H 0.4759 0.6542 0.4472 0.0194 1.0000 Uiso R . . . . .
H461 H 0.5740 0.5670 0.3753 0.0229 1.0000 Uiso R . . . . .
H471 H 0.6828 0.4886 0.4494 0.0246 1.0000 Uiso R . . . . .
H481 H 0.6945 0.4940 0.5955 0.0222 1.0000 Uiso R . . . . .
H491 H 0.6209 0.5228 0.8017 0.0326 1.0000 Uiso R . . . . .
H492 H 0.6851 0.5006 0.7309 0.0326 1.0000 Uiso R . . . . .
H493 H 0.5902 0.4607 0.7304 0.0326 1.0000 Uiso R . . . . .
H1 H 0.5684 0.6890 1.0236 0.0500 1.0000 Uiso R . . . . .
H4 H 0.6513 0.7366 0.9394 0.0500 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.7568(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N211 . O221 . 1.235(4) yes
N211 . O231 . 1.230(4) yes
N211 . C21 . 1.466(4) yes
C232 . Cl233 . 1.764(4) yes
C232 . Cl52 . 1.748(4) yes
C232 . Cl1 . 1.725(4) yes
C232 . H511 . 0.950 no
O12 . C12 . 1.277(4) yes
O12 . Ni1 . 1.984(2) yes
N212 . O222 . 1.237(4) yes
N212 . O232 . 1.230(4) yes
N212 . C22 . 1.452(4) yes
O11 . C11 . 1.272(4) yes
O11 . Ni1 . 1.988(2) yes
C12 . C22 . 1.432(5) yes
C12 . C62 . 1.445(4) yes
C22 . C32 . 1.387(5) yes
C32 . C42 . 1.380(4) yes
C32 . H381 . 0.950 no
C42 . C52 . 1.397(5) yes
C42 . C412 . 1.531(4) yes
C52 . C62 . 1.398(5) yes
C52 . H321 . 0.950 no
C62 . C72 . 1.447(5) yes
C72 . N82 . 1.282(4) yes
C72 . H301 . 0.950 no
N82 . C92 . 1.417(4) yes
N82 . Ni1 . 2.006(3) yes
C92 . C102 . 1.396(5) yes
C92 . C142 . 1.396(5) yes
C102 . C112 . 1.388(5) yes
C102 . H451 . 0.950 no
C112 . C122 . 1.381(5) yes
C112 . H461 . 0.950 no
C122 . C132 . 1.379(5) yes
C122 . H471 . 0.950 no
C132 . C142 . 1.389(5) yes
C132 . H481 . 0.950 no
C142 . O152 . 1.380(4) yes
O152 . C162 . 1.435(4) yes
O152 . Ni1 . 2.176(2) yes
C162 . H491 . 0.950 no
C162 . H492 . 0.950 no
C162 . H493 . 0.950 no
C412 . C422 . 1.531(5) yes
C412 . C432 . 1.535(5) yes
C412 . C442 . 1.543(5) yes
C422 . H371 . 0.950 no
C422 . H372 . 0.950 no
C422 . H373 . 0.950 no
C432 . H351 . 0.950 no
C432 . H352 . 0.950 no
C432 . H353 . 0.950 no
C442 . H361 . 0.950 no
C442 . H362 . 0.950 no
C442 . H363 . 0.950 no
C11 . C21 . 1.436(4) yes
C11 . C61 . 1.435(4) yes
C21 . C31 . 1.371(5) yes
C31 . C41 . 1.395(4) yes
C31 . H81 . 0.950 no
C41 . C51 . 1.390(4) yes
C41 . C411 . 1.527(4) yes
C51 . C61 . 1.409(4) yes
C51 . H101 . 0.950 no
C61 . C71 . 1.447(5) yes
C71 . N81 . 1.283(4) yes
C71 . H4 . 1.036 no
N81 . C91 . 1.438(4) yes
N81 . Ni1 . 2.004(3) yes
C91 . C101 . 1.395(5) yes
C91 . C141 . 1.399(5) yes
C101 . C111 . 1.383(5) yes
C101 . H1 . 0.905 no
C111 . C121 . 1.382(5) yes
C111 . H201 . 0.950 no
C121 . C131 . 1.389(5) yes
C121 . H191 . 0.950 no
C131 . C141 . 1.376(5) yes
C131 . H181 . 0.950 no
C141 . O151 . 1.382(4) yes
O151 . C161 . 1.432(4) yes
O151 . Ni1 . 2.181(2) yes
C161 . H171 . 0.950 no
C161 . H172 . 0.950 no
C161 . H173 . 0.950 no
C411 . C421 . 1.542(5) yes
C411 . C431 . 1.540(5) yes
C411 . C441 . 1.530(5) yes
C421 . H241 . 0.950 no
C421 . H242 . 0.950 no
C421 . H243 . 0.950 no
C431 . H251 . 0.950 no
C431 . H252 . 0.950 no
C431 . H253 . 0.950 no
C441 . H231 . 0.950 no
C441 . H232 . 0.950 no
C441 . H233 . 0.950 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O221 . N211 . O231 . 123.9(3) yes
O221 . N211 . C21 . 118.1(3) yes
O231 . N211 . C21 . 118.0(3) yes
Cl233 . C232 . Cl52 . 111.1(2) yes
Cl233 . C232 . Cl1 . 109.9(2) yes
Cl52 . C232 . Cl1 . 112.6(3) yes
Cl233 . C232 . H511 . 107.7 no
Cl52 . C232 . H511 . 107.7 no
Cl1 . C232 . H511 . 107.7 no
C12 . O12 . Ni1 . 126.0(2) yes
O222 . N212 . O232 . 122.1(3) yes
O222 . N212 . C22 . 119.0(3) yes
O232 . N212 . C22 . 118.8(3) yes
C11 . O11 . Ni1 . 126.6(2) yes
O12 . C12 . C22 . 123.2(3) yes
O12 . C12 . C62 . 123.9(3) yes
C22 . C12 . C62 . 112.8(3) yes
N212 . C22 . C12 . 119.4(3) yes
N212 . C22 . C32 . 116.5(3) yes
C12 . C22 . C32 . 124.1(3) yes
C22 . C32 . C42 . 121.6(3) yes
C22 . C32 . H381 . 119.2 no
C42 . C32 . H381 . 119.2 no
C32 . C42 . C52 . 116.4(3) yes
C32 . C42 . C412 . 124.3(3) yes
C52 . C42 . C412 . 119.3(3) yes
C42 . C52 . C62 . 123.5(3) yes
C42 . C52 . H321 . 118.3 no
C62 . C52 . H321 . 118.2 no
C12 . C62 . C52 . 120.9(3) yes
C12 . C62 . C72 . 123.0(3) yes
C52 . C62 . C72 . 116.1(3) yes
C62 . C72 . N82 . 126.1(3) yes
C62 . C72 . H301 . 117.0 no
N82 . C72 . H301 . 116.9 no
C72 . N82 . C92 . 120.1(3) yes
C72 . N82 . Ni1 . 125.4(2) yes
C92 . N82 . Ni1 . 114.4(2) yes
N82 . C92 . C102 . 125.1(3) yes
N82 . C92 . C142 . 116.1(3) yes
C102 . C92 . C142 . 118.8(3) yes
C92 . C102 . C112 . 120.1(3) yes
C92 . C102 . H451 . 119.9 no
C112 . C102 . H451 . 119.9 no
C102 . C112 . C122 . 119.9(3) yes
C102 . C112 . H461 . 120.0 no
C122 . C112 . H461 . 120.1 no
C112 . C122 . C132 . 121.1(3) yes
C112 . C122 . H471 . 119.4 no
C132 . C122 . H471 . 119.4 no
C122 . C132 . C142 . 119.0(3) yes
C122 . C132 . H481 . 120.5 no
C142 . C132 . H481 . 120.5 no
C92 . C142 . C132 . 121.1(3) yes
C92 . C142 . O152 . 115.8(3) yes
C132 . C142 . O152 . 123.1(3) yes
C142 . O152 . C162 . 118.7(3) yes
C142 . O152 . Ni1 . 110.5(2) yes
C162 . O152 . Ni1 . 129.5(2) yes
O152 . C162 . H491 . 109.5 no
O152 . C162 . H492 . 109.4 no
H491 . C162 . H492 . 109.5 no
O152 . C162 . H493 . 109.5 no
H491 . C162 . H493 . 109.5 no
H492 . C162 . H493 . 109.5 no
C42 . C412 . C422 . 109.9(3) yes
C42 . C412 . C432 . 111.8(3) yes
C422 . C412 . C432 . 108.0(3) yes
C42 . C412 . C442 . 109.0(3) yes
C422 . C412 . C442 . 109.6(3) yes
C432 . C412 . C442 . 108.6(3) yes
C412 . C422 . H371 . 109.5 no
C412 . C422 . H372 . 109.4 no
H371 . C422 . H372 . 109.5 no
C412 . C422 . H373 . 109.5 no
H371 . C422 . H373 . 109.5 no
H372 . C422 . H373 . 109.5 no
C412 . C432 . H351 . 109.5 no
C412 . C432 . H352 . 109.5 no
H351 . C432 . H352 . 109.5 no
C412 . C432 . H353 . 109.4 no
H351 . C432 . H353 . 109.5 no
H352 . C432 . H353 . 109.5 no
C412 . C442 . H361 . 109.5 no
C412 . C442 . H362 . 109.4 no
H361 . C442 . H362 . 109.5 no
C412 . C442 . H363 . 109.5 no
H361 . C442 . H363 . 109.5 no
H362 . C442 . H363 . 109.5 no
O11 . C11 . C21 . 122.3(3) yes
O11 . C11 . C61 . 125.1(3) yes
C21 . C11 . C61 . 112.6(3) yes
N211 . C21 . C11 . 118.2(3) yes
N211 . C21 . C31 . 117.2(3) yes
C11 . C21 . C31 . 124.5(3) yes
C21 . C31 . C41 . 121.7(3) yes
C21 . C31 . H81 . 119.2 no
C41 . C31 . H81 . 119.2 no
C31 . C41 . C51 . 115.6(3) yes
C31 . C41 . C411 . 121.1(3) yes
C51 . C41 . C411 . 123.3(3) yes
C41 . C51 . C61 . 123.9(3) yes
C41 . C51 . H101 . 118.1 no
C61 . C51 . H101 . 118.1 no
C11 . C61 . C51 . 120.9(3) yes
C11 . C61 . C71 . 124.0(3) yes
C51 . C61 . C71 . 115.1(3) yes
C61 . C71 . N81 . 126.3(3) yes
C61 . C71 . H4 . 114.2 no
N81 . C71 . H4 . 119.3 no
C71 . N81 . C91 . 119.8(3) yes
C71 . N81 . Ni1 . 124.7(2) yes
C91 . N81 . Ni1 . 115.5(2) yes
N81 . C91 . C101 . 125.0(3) yes
N81 . C91 . C141 . 116.7(3) yes
C101 . C91 . C141 . 118.3(3) yes
C91 . C101 . C111 . 120.6(3) yes
C91 . C101 . H1 . 122.0 no
C111 . C101 . H1 . 117.4 no
C101 . C111 . C121 . 119.9(3) yes
C101 . C111 . H201 . 120.0 no
C121 . C111 . H201 . 120.0 no
C111 . C121 . C131 . 120.5(3) yes
C111 . C121 . H191 . 119.8 no
C131 . C121 . H191 . 119.8 no
C121 . C131 . C141 . 119.3(3) yes
C121 . C131 . H181 . 120.3 no
C141 . C131 . H181 . 120.4 no
C91 . C141 . C131 . 121.4(3) yes
C91 . C141 . O151 . 115.1(3) yes
C131 . C141 . O151 . 123.5(3) yes
C141 . O151 . C161 . 116.9(3) yes
C141 . O151 . Ni1 . 112.2(2) yes
C161 . O151 . Ni1 . 125.4(2) yes
O151 . C161 . H171 . 109.6 no
O151 . C161 . H172 . 109.4 no
H171 . C161 . H172 . 109.5 no
O151 . C161 . H173 . 109.4 no
H171 . C161 . H173 . 109.5 no
H172 . C161 . H173 . 109.5 no
C41 . C411 . C421 . 109.9(3) yes
C41 . C411 . C431 . 109.6(3) yes
C421 . C411 . C431 . 108.6(3) yes
C41 . C411 . C441 . 111.9(3) yes
C421 . C411 . C441 . 108.4(3) yes
C431 . C411 . C441 . 108.5(3) yes
C411 . C421 . H241 . 109.5 no
C411 . C421 . H242 . 109.4 no
H241 . C421 . H242 . 109.5 no
C411 . C421 . H243 . 109.5 no
H241 . C421 . H243 . 109.5 no
H242 . C421 . H243 . 109.5 no
C411 . C431 . H251 . 109.5 no
C411 . C431 . H252 . 109.5 no
H251 . C431 . H252 . 109.5 no
C411 . C431 . H253 . 109.4 no
H251 . C431 . H253 . 109.5 no
H252 . C431 . H253 . 109.5 no
C411 . C441 . H231 . 109.5 no
C411 . C441 . H232 . 109.4 no
H231 . C441 . H232 . 109.5 no
C411 . C441 . H233 . 109.5 no
H231 . C441 . H233 . 109.5 no
H232 . C441 . H233 . 109.5 no
O151 . Ni1 . O152 . 84.64(9) yes
O151 . Ni1 . N82 . 97.93(10) yes
O152 . Ni1 . N82 . 77.44(10) yes
O151 . Ni1 . N81 . 77.89(10) yes
O152 . Ni1 . N81 . 95.95(10) yes
N82 . Ni1 . N81 . 172.58(12) yes
O151 . Ni1 . O11 . 166.47(9) yes
O152 . Ni1 . O11 . 86.49(10) yes
N82 . Ni1 . O11 . 90.06(10) yes
N81 . Ni1 . O11 . 92.93(10) yes
O151 . Ni1 . O12 . 86.27(9) yes
O152 . Ni1 . O12 . 164.46(9) yes
N82 . Ni1 . O12 . 91.39(10) yes
N81 . Ni1 . O12 . 94.43(10) yes
O11 . Ni1 . O12 . 104.51(9) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C131 . H181 . O221 3_646 148.24(10) 0.950 2.486 3.332(5) yes
C72 . H301 . O222 4_564 156.79(11) 0.950 2.458 3.353(5) yes
C52 . H321 . O222 4_564 151.78(9) 0.950 2.557 3.423(5) yes
C132 . H481 . O232 3_646 163.17(11) 0.950 2.387 3.308(5) yes
C71 . H4 . O231 4_565 162.49(10) 1.036 2.343 3.346(5) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 06/09/13 at 13:20:15
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   ( 232,X'S) H   ( 511,X'S) 
RIDE C   (  32,X'S) H   ( 381,X'S) 
RIDE C   (  52,X'S) H   ( 321,X'S) 
RIDE C   (  72,X'S) H   ( 301,X'S) 
RIDE C   ( 102,X'S) H   ( 451,X'S) 
RIDE C   ( 112,X'S) H   ( 461,X'S) 
RIDE C   ( 122,X'S) H   ( 471,X'S) 
RIDE C   ( 132,X'S) H   ( 481,X'S) 
RIDE C   ( 162,X'S) H   ( 491,X'S) H   ( 492,X'S) H   ( 493,X'S) 
RIDE C   ( 422,X'S) H   ( 371,X'S) H   ( 372,X'S) H   ( 373,X'S) 
RIDE C   ( 432,X'S) H   ( 351,X'S) H   ( 352,X'S) H   ( 353,X'S) 
RIDE C   ( 442,X'S) H   ( 361,X'S) H   ( 362,X'S) H   ( 363,X'S) 
RIDE C   (  31,X'S) H   (  81,X'S) 
RIDE C   (  51,X'S) H   ( 101,X'S) 
RIDE C   (  71,X'S) H   (   4,X'S) 
RIDE C   ( 101,X'S) H   (   1,X'S) 
RIDE C   ( 111,X'S) H   ( 201,X'S) 
RIDE C   ( 121,X'S) H   ( 191,X'S) 
RIDE C   ( 131,X'S) H   ( 181,X'S) 
RIDE C   ( 161,X'S) H   ( 171,X'S) H   ( 172,X'S) H   ( 173,X'S) 
RIDE C   ( 421,X'S) H   ( 241,X'S) H   ( 242,X'S) H   ( 243,X'S) 
RIDE C   ( 431,X'S) H   ( 251,X'S) H   ( 252,X'S) H   ( 253,X'S) 
RIDE C   ( 441,X'S) H   ( 231,X'S) H   ( 232,X'S) H   ( 233,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 06/09/13 at 13:20:15
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
