#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/95/2209585.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2209585
loop_
_publ_author_name
'Zhong-Lu You'
'Jing-Yun Chi'
_publ_section_title
;{2-[2-(Ethylamino)ethyliminomethyl]phenol}{2-[2-(ethylamino)ethyliminomethyl]phenolato}nickel(II)
 perchlorate
;
_journal_coeditor_code           LH2064
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1498
_journal_page_last               m1500
_journal_paper_doi               10.1107/S1600536806017302
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Ni (C11 H15 N2 O1) (C11 H16 N2 O1)] Cl O4'
_chemical_formula_moiety         'C22 H31 N4 Ni O2 + , Cl O4 -'
_chemical_formula_sum            'C22 H31 Cl N4 Ni O6'
_chemical_formula_weight         541.67
_chemical_name_systematic
;
Bis{2-[2-(ethylamino)ethyliminomethyl]phenolato}nickel(II) perchlorate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                100.24(2)
_cell_angle_beta                 106.14(2)
_cell_angle_gamma                98.45(2)
_cell_formula_units_Z            4
_cell_length_a                   13.813(2)
_cell_length_b                   13.850(2)
_cell_length_c                   13.979(2)
_cell_measurement_reflns_used    3297
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.3
_cell_measurement_theta_min      2.4
_cell_volume                     2472.9(7)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  'SHELXTL and PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0723
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19417
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.53
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.937
_exptl_absorpt_correction_T_max  0.9121
_exptl_absorpt_correction_T_min  0.7995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.806
_refine_diff_density_min         -0.623
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     663
_refine_ls_number_reflns         9586
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.076P)²+0.0425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1565
_reflns_number_gt                6741
_reflns_number_total             9586
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2064.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2209585
_cod_database_fobs_code          2209585
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.60434(4) 0.19091(4) 0.31777(4) 0.03301(15) Uani d . 1 . .
Ni Ni2 0.90966(4) 0.29019(4) 0.18112(4) 0.03409(15) Uani d . 1 . .
Cl Cl1 0.27062(14) 0.11242(13) 0.39909(15) 0.0895(5) Uani d . 1 . .
Cl Cl2 0.79467(10) 0.63561(10) 0.95224(11) 0.0655(4) Uani d DU 1 . .
O O1 0.71604(19) 0.3228(2) 0.3371(2) 0.0379(6) Uani d D 1 . .
O O2 0.67468(19) 0.12334(18) 0.21491(19) 0.0354(6) Uani d . 1 . .
O O3 0.7507(2) 0.22541(19) 0.1176(2) 0.0359(6) Uani d D 1 . .
O O4 0.88671(19) 0.30452(19) 0.32474(19) 0.0360(6) Uani d . 1 . .
O O5 0.3672(3) 0.0878(3) 0.4421(4) 0.1052(15) Uani d . 1 . .
O O6 0.1938(4) 0.0252(4) 0.3666(4) 0.1190(17) Uani d . 1 . .
O O7 0.2452(4) 0.1795(4) 0.4726(5) 0.148(2) Uani d . 1 . .
O O8 0.2785(5) 0.1588(5) 0.3220(5) 0.179(3) Uani d U 1 . .
O O9 0.7082(8) 0.5732(8) 0.8715(9) 0.140(4) Uani d PDU 0.67(2) A 1
O O10 0.8731(7) 0.5826(7) 0.9650(11) 0.092(3) Uani d PDU 0.67(2) A 1
O O12 0.7605(16) 0.6568(6) 1.0353(11) 0.138(6) Uani d PDU 0.67(2) A 1
O O9' 0.6926(7) 0.6006(19) 0.929(2) 0.135(11) Uani d PDU 0.33(2) A 2
O O12' 0.837(2) 0.6685(12) 1.0630(7) 0.102(6) Uani d PDU 0.33(2) A 2
O O10' 0.848(2) 0.5622(14) 0.926(2) 0.111(9) Uani d PDU 0.33(2) A 2
O O11 0.8229(3) 0.7215(3) 0.9173(4) 0.1100(16) Uani d DU 1 A .
N N1 0.5092(2) 0.2531(3) 0.2181(2) 0.0387(8) Uani d . 1 . .
N N2 0.4711(3) 0.0709(3) 0.2645(3) 0.0434(8) Uani d D 1 . .
N N3 0.6919(2) 0.1254(2) 0.4194(2) 0.0354(7) Uani d . 1 . .
N N4 0.5646(3) 0.2525(3) 0.4507(3) 0.0435(8) Uani d D 1 . .
N N5 0.8682(3) 0.4208(2) 0.1598(3) 0.0412(8) Uani d . 1 . .
N N6 1.0598(3) 0.3861(3) 0.2463(3) 0.0426(8) Uani d D 1 . .
N N7 0.9552(2) 0.1606(2) 0.2026(3) 0.0400(8) Uani d . 1 . .
N N8 0.9324(3) 0.2431(3) 0.0351(3) 0.0461(9) Uani d D 1 . .
C C1 0.6055(3) 0.4258(3) 0.2622(3) 0.0410(10) Uani d . 1 . .
C C2 0.7001(3) 0.4146(3) 0.3241(3) 0.0364(9) Uani d . 1 . .
C C3 0.7785(3) 0.4984(3) 0.3703(3) 0.0495(11) Uani d . 1 . .
H H3 0.8417 0.4909 0.4106 0.059 Uiso calc R 1 . .
C C4 0.7652(4) 0.5926(3) 0.3581(4) 0.0605(13) Uani d . 1 . .
H H4 0.8185 0.6481 0.3907 0.073 Uiso calc R 1 . .
C C5 0.6720(4) 0.6039(4) 0.2970(4) 0.0671(15) Uani d . 1 . .
H H5 0.6624 0.6669 0.2872 0.081 Uiso calc R 1 . .
C C6 0.5950(4) 0.5224(4) 0.2515(4) 0.0551(12) Uani d . 1 . .
H H6 0.5322 0.5310 0.2114 0.066 Uiso calc R 1 . .
C C7 0.5187(3) 0.3435(3) 0.2097(3) 0.0449(11) Uani d . 1 . .
H H7 0.4630 0.3587 0.1641 0.054 Uiso calc R 1 . .
C C8 0.4112(3) 0.1850(4) 0.1596(3) 0.0525(12) Uani d . 1 . .
H H8A 0.3901 0.1941 0.0901 0.063 Uiso calc R 1 . .
H H8B 0.3585 0.1999 0.1903 0.063 Uiso calc R 1 . .
C C9 0.4223(3) 0.0790(4) 0.1584(3) 0.0541(12) Uani d . 1 . .
H H9A 0.3551 0.0343 0.1299 0.065 Uiso calc R 1 . .
H H9B 0.4645 0.0598 0.1162 0.065 Uiso calc R 1 . .
C C10 0.4816(3) -0.0326(3) 0.2721(4) 0.0584(13) Uani d . 1 . .
H H10A 0.5195 -0.0312 0.3422 0.070 Uiso calc R 1 . .
H H10B 0.5223 -0.0553 0.2295 0.070 Uiso calc R 1 . .
C C11 0.3812(4) -0.1081(4) 0.2408(4) 0.0739(16) Uani d . 1 . .
H H11A 0.3360 -0.0821 0.2752 0.111 Uiso calc R 1 . .
H H11B 0.3943 -0.1696 0.2591 0.111 Uiso calc R 1 . .
H H11C 0.3494 -0.1205 0.1681 0.111 Uiso calc R 1 . .
C C12 0.7412(3) 0.0032(3) 0.3050(3) 0.0362(9) Uani d . 1 . .
C C13 0.7125(3) 0.0398(3) 0.2158(3) 0.0332(9) Uani d . 1 . .
C C14 0.7277(3) -0.0116(3) 0.1278(3) 0.0415(10) Uani d . 1 . .
H H14 0.7111 0.0127 0.0687 0.050 Uiso calc R 1 . .
C C15 0.7669(3) -0.0979(3) 0.1261(3) 0.0489(11) Uani d . 1 . .
H H15 0.7757 -0.1311 0.0662 0.059 Uiso calc R 1 . .
C C16 0.7929(3) -0.1350(3) 0.2126(4) 0.0550(12) Uani d . 1 . .
H H16 0.8192 -0.1931 0.2115 0.066 Uiso calc R 1 . .
C C17 0.7794(3) -0.0854(3) 0.3003(3) 0.0472(11) Uani d . 1 . .
H H17 0.7961 -0.1112 0.3585 0.057 Uiso calc R 1 . .
C C18 0.7349(3) 0.0516(3) 0.4028(3) 0.0392(9) Uani d . 1 . .
H H18 0.7650 0.0265 0.4589 0.047 Uiso calc R 1 . .
C C19 0.6878(4) 0.1582(3) 0.5232(3) 0.0504(11) Uani d . 1 . .
H H19A 0.6386 0.1089 0.5364 0.060 Uiso calc R 1 . .
H H19B 0.7549 0.1637 0.5720 0.060 Uiso calc R 1 . .
C C20 0.6577(4) 0.2546(4) 0.5359(3) 0.0647(14) Uani d . 1 . .
H H20A 0.7136 0.3066 0.5373 0.078 Uiso calc R 1 . .
H H20B 0.6435 0.2700 0.6005 0.078 Uiso calc R 1 . .
C C21 0.5319(4) 0.3480(4) 0.4615(4) 0.0654(14) Uani d . 1 . .
H H21A 0.4746 0.3448 0.4014 0.078 Uiso calc R 1 . .
H H21B 0.5881 0.4000 0.4631 0.078 Uiso calc R 1 . .
C C22 0.4996(4) 0.3783(4) 0.5559(4) 0.0725(15) Uani d . 1 . .
H H22A 0.4529 0.3228 0.5619 0.109 Uiso calc R 1 . .
H H22B 0.4661 0.4340 0.5501 0.109 Uiso calc R 1 . .
H H22C 0.5594 0.3974 0.6156 0.109 Uiso calc R 1 . .
C C23 0.6872(3) 0.3637(3) 0.0586(3) 0.0391(9) Uani d . 1 . .
C C24 0.6747(3) 0.2616(3) 0.0610(3) 0.0343(9) Uani d . 1 . .
C C25 0.5815(3) 0.1981(3) 0.0045(3) 0.0433(10) Uani d . 1 . .
H H25 0.5728 0.1303 0.0048 0.052 Uiso calc R 1 . .
C C26 0.5012(3) 0.2329(4) -0.0522(3) 0.0544(12) Uani d . 1 . .
H H26 0.4394 0.1885 -0.0902 0.065 Uiso calc R 1 . .
C C27 0.5121(4) 0.3327(4) -0.0529(4) 0.0616(14) Uani d . 1 . .
H H27 0.4575 0.3565 -0.0901 0.074 Uiso calc R 1 . .
C C28 0.6033(3) 0.3968(4) 0.0014(3) 0.0541(12) Uani d . 1 . .
H H28 0.6102 0.4643 0.0004 0.065 Uiso calc R 1 . .
C C29 0.7811(3) 0.4382(3) 0.1130(3) 0.0440(10) Uani d . 1 . .
H H29 0.7777 0.5049 0.1139 0.053 Uiso calc R 1 . .
C C30 0.9556(4) 0.5064(3) 0.2028(4) 0.0635(14) Uani d . 1 . .
H H30A 0.9328 0.5644 0.2321 0.076 Uiso calc R 1 . .
H H30B 0.9819 0.5225 0.1487 0.076 Uiso calc R 1 . .
C C31 1.0381(4) 0.4832(4) 0.2823(4) 0.0721(15) Uani d . 1 . .
H H31A 1.1000 0.5347 0.3004 0.086 Uiso calc R 1 . .
H H31B 1.0173 0.4827 0.3431 0.086 Uiso calc R 1 . .
C C32 1.1361(3) 0.3596(4) 0.3290(4) 0.0687(15) Uani d . 1 . .
H H32A 1.1420 0.2910 0.3057 0.082 Uiso calc R 1 . .
H H32B 1.1104 0.3617 0.3870 0.082 Uiso calc R 1 . .
C C33 1.2419(4) 0.4255(4) 0.3648(4) 0.0821(18) Uani d . 1 . .
H H33A 1.2653 0.4304 0.3069 0.123 Uiso calc R 1 . .
H H33B 1.2886 0.3971 0.4110 0.123 Uiso calc R 1 . .
H H33C 1.2395 0.4911 0.3992 0.123 Uiso calc R 1 . .
C C34 0.9668(3) 0.1726(3) 0.3815(3) 0.0389(9) Uani d . 1 . .
C C35 0.9259(3) 0.2594(3) 0.3990(3) 0.0356(9) Uani d . 1 . .
C C36 0.9243(3) 0.2973(3) 0.4978(3) 0.0448(10) Uani d . 1 . .
H H36 0.9000 0.3558 0.5113 0.054 Uiso calc R 1 . .
C C37 0.9575(3) 0.2503(4) 0.5755(3) 0.0518(12) Uani d . 1 . .
H H37 0.9552 0.2771 0.6405 0.062 Uiso calc R 1 . .
C C38 0.9943(4) 0.1637(4) 0.5584(4) 0.0557(12) Uani d . 1 . .
H H38 1.0148 0.1306 0.6105 0.067 Uiso calc R 1 . .
C C39 1.0000(3) 0.1273(3) 0.4620(3) 0.0480(11) Uani d . 1 . .
H H39 1.0272 0.0703 0.4508 0.058 Uiso calc R 1 . .
C C40 0.9753(3) 0.1271(3) 0.2836(3) 0.0426(10) Uani d . 1 . .
H H40 0.9979 0.0669 0.2792 0.051 Uiso calc R 1 . .
C C41 0.9763(4) 0.1066(3) 0.1129(4) 0.0577(13) Uani d . 1 . .
H H41A 0.9580 0.0349 0.1066 0.069 Uiso calc R 1 . .
H H41B 1.0492 0.1242 0.1210 0.069 Uiso calc R 1 . .
C C42 0.9151(4) 0.1334(3) 0.0186(3) 0.0566(13) Uani d . 1 . .
H H42A 0.9362 0.1056 -0.0393 0.068 Uiso calc R 1 . .
H H42B 0.8424 0.1057 0.0037 0.068 Uiso calc R 1 . .
C C43 0.8728(4) 0.2776(4) -0.0532(3) 0.0604(13) Uani d . 1 . .
H H43A 0.8859 0.3503 -0.0355 0.073 Uiso calc R 1 . .
H H43B 0.8000 0.2533 -0.0646 0.073 Uiso calc R 1 . .
C C44 0.8958(4) 0.2445(5) -0.1526(4) 0.0851(19) Uani d . 1 . .
H H44A 0.9683 0.2646 -0.1415 0.128 Uiso calc R 1 . .
H H44B 0.8583 0.2750 -0.2035 0.128 Uiso calc R 1 . .
H H44C 0.8754 0.1728 -0.1755 0.128 Uiso calc R 1 . .
H H8 0.9993(13) 0.265(4) 0.042(4) 0.080 Uiso d D 1 . .
H H2 0.426(3) 0.080(4) 0.298(3) 0.080 Uiso d D 1 . .
H H6A 1.082(4) 0.398(4) 0.194(3) 0.080 Uiso d D 1 . .
H H4A 0.518(3) 0.203(3) 0.455(4) 0.080 Uiso d D 1 . .
H H3A 0.730(4) 0.190(3) 0.154(3) 0.080 Uiso d D 1 . .
H H1 0.7755(19) 0.316(4) 0.333(4) 0.080 Uiso d D 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N3 Ni1 N1 176.64(12) y
N3 Ni1 O2 84.89(11) y
N1 Ni1 O2 97.26(11) y
N3 Ni1 O1 98.53(12) y
N1 Ni1 O1 84.27(12) y
O2 Ni1 O1 84.79(10) y
N3 Ni1 N2 95.92(14) y
N1 Ni1 N2 81.40(14) y
O2 Ni1 N2 93.31(12) y
O1 Ni1 N2 165.19(12) y
N3 Ni1 N4 81.40(13) y
N1 Ni1 N4 96.64(13) y
O2 Ni1 N4 165.62(12) y
O1 Ni1 N4 92.94(13) y
N2 Ni1 N4 92.41(14) y
N5 Ni2 N7 178.45(12) y
N5 Ni2 O4 94.04(12) y
N7 Ni2 O4 86.61(12) y
N5 Ni2 O3 85.69(12) y
N7 Ni2 O3 95.75(12) y
O4 Ni2 O3 86.69(10) y
N5 Ni2 N6 82.08(14) y
N7 Ni2 N6 96.50(14) y
O4 Ni2 N6 91.87(12) y
O3 Ni2 N6 167.56(12) y
N5 Ni2 N8 97.46(14) y
N7 Ni2 N8 81.97(14) y
O4 Ni2 N8 167.99(12) y
O3 Ni2 N8 90.74(12) y
N6 Ni2 N8 93.11(13) y
O8 Cl1 O6 113.6(4) ?
O8 Cl1 O7 108.2(4) ?
O6 Cl1 O7 107.1(3) ?
O8 Cl1 O5 107.8(3) ?
O6 Cl1 O5 109.0(3) ?
O7 Cl1 O5 111.2(3) ?
O9' Cl2 O12 67.8(9) ?
O9' Cl2 O10 128.6(11) ?
O12 Cl2 O10 115.0(6) ?
O9' Cl2 O10' 113.4(9) ?
O12 Cl2 O10' 130.0(9) ?
O9' Cl2 O11 115.6(7) ?
O12 Cl2 O11 112.7(4) ?
O10 Cl2 O11 109.8(5) ?
O10' Cl2 O11 110.5(9) ?
O12 Cl2 O9 105.8(6) ?
O10 Cl2 O9 106.8(6) ?
O10' Cl2 O9 84.8(12) ?
O11 Cl2 O9 106.1(5) ?
O9' Cl2 O12' 107.5(8) ?
O10 Cl2 O12' 82.8(9) ?
O10' Cl2 O12' 104.8(8) ?
O11 Cl2 O12' 103.9(7) ?
O9 Cl2 O12' 142.7(7) ?
C2 O1 Ni1 128.4(2) ?
C2 O1 H1 110(3) ?
Ni1 O1 H1 118(3) ?
C13 O2 Ni1 127.6(2) ?
C24 O3 Ni2 129.0(2) ?
C24 O3 H3A 112(3) ?
Ni2 O3 H3A 112(3) ?
C35 O4 Ni2 128.0(2) ?
C7 N1 C8 117.2(4) ?
C7 N1 Ni1 129.1(3) ?
C8 N1 Ni1 113.1(3) ?
C9 N2 C10 113.1(4) ?
C9 N2 Ni1 102.8(2) ?
C10 N2 Ni1 120.4(3) ?
C9 N2 H2 107(3) ?
C10 N2 H2 100(3) ?
Ni1 N2 H2 113(3) ?
C18 N3 C19 116.9(3) ?
C18 N3 Ni1 129.4(3) ?
C19 N3 Ni1 112.7(2) ?
C21 N4 C20 111.6(4) ?
C21 N4 Ni1 121.1(3) ?
C20 N4 Ni1 102.7(3) ?
C21 N4 H4A 112(3) ?
C20 N4 H4A 103(3) ?
Ni1 N4 H4A 104(3) ?
C29 N5 C30 117.3(4) ?
C29 N5 Ni2 130.5(3) ?
C30 N5 Ni2 112.2(3) ?
C31 N6 C32 110.4(4) ?
C31 N6 Ni2 103.3(3) ?
C32 N6 Ni2 118.6(3) ?
C31 N6 H6A 100(3) ?
C32 N6 H6A 115(3) ?
Ni2 N6 H6A 107(3) ?
C40 N7 C41 118.4(4) ?
C40 N7 Ni2 129.0(3) ?
C41 N7 Ni2 112.3(3) ?
C42 N8 C43 113.3(4) ?
C42 N8 Ni2 103.5(3) ?
C43 N8 Ni2 118.5(3) ?
C42 N8 H8 107(3) ?
C43 N8 H8 106(3) ?
Ni2 N8 H8 108(3) ?
C6 C1 C2 117.7(4) ?
C6 C1 C7 118.5(4) ?
C2 C1 C7 123.8(4) ?
O1 C2 C3 120.1(4) ?
O1 C2 C1 120.8(4) ?
C3 C2 C1 119.1(4) ?
C4 C3 C2 121.6(4) ?
C4 C3 H3 119.2 ?
C2 C3 H3 119.2 ?
C3 C4 C5 119.5(5) ?
C3 C4 H4 120.3 ?
C5 C4 H4 120.3 ?
C6 C5 C4 119.3(4) ?
C6 C5 H5 120.3 ?
C4 C5 H5 120.3 ?
C5 C6 C1 122.8(5) ?
C5 C6 H6 118.6 ?
C1 C6 H6 118.6 ?
N1 C7 C1 128.0(4) ?
N1 C7 H7 116.0 ?
C1 C7 H7 116.0 ?
N1 C8 C9 109.6(3) ?
N1 C8 H8A 109.8 ?
C9 C8 H8A 109.8 ?
N1 C8 H8B 109.8 ?
C9 C8 H8B 109.8 ?
H8A C8 H8B 108.2 ?
N2 C9 C8 108.9(4) ?
N2 C9 H9A 109.9 ?
C8 C9 H9A 109.9 ?
N2 C9 H9B 109.9 ?
C8 C9 H9B 109.9 ?
H9A C9 H9B 108.3 ?
N2 C10 C11 115.0(4) ?
N2 C10 H10A 108.5 ?
C11 C10 H10A 108.5 ?
N2 C10 H10B 108.5 ?
C11 C10 H10B 108.5 ?
H10A C10 H10B 107.5 ?
C10 C11 H11A 109.5 ?
C10 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
C10 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
C17 C12 C13 118.8(4) ?
C17 C12 C18 117.0(4) ?
C13 C12 C18 124.1(3) ?
O2 C13 C14 120.2(3) ?
O2 C13 C12 121.8(3) ?
C14 C13 C12 118.1(4) ?
C15 C14 C13 121.6(4) ?
C15 C14 H14 119.2 ?
C13 C14 H14 119.2 ?
C16 C15 C14 120.4(4) ?
C16 C15 H15 119.8 ?
C14 C15 H15 119.8 ?
C17 C16 C15 119.2(4) ?
C17 C16 H16 120.4 ?
C15 C16 H16 120.4 ?
C16 C17 C12 121.9(4) ?
C16 C17 H17 119.1 ?
C12 C17 H17 119.1 ?
N3 C18 C12 125.9(4) ?
N3 C18 H18 117.0 ?
C12 C18 H18 117.0 ?
C20 C19 N3 110.4(4) ?
C20 C19 H19A 109.6 ?
N3 C19 H19A 109.6 ?
C20 C19 H19B 109.6 ?
N3 C19 H19B 109.6 ?
H19A C19 H19B 108.1 ?
C19 C20 N4 110.2(4) ?
C19 C20 H20A 109.6 ?
N4 C20 H20A 109.6 ?
C19 C20 H20B 109.6 ?
N4 C20 H20B 109.6 ?
H20A C20 H20B 108.1 ?
N4 C21 C22 115.0(4) ?
N4 C21 H21A 108.5 ?
C22 C21 H21A 108.5 ?
N4 C21 H21B 108.5 ?
C22 C21 H21B 108.5 ?
H21A C21 H21B 107.5 ?
C21 C22 H22A 109.5 ?
C21 C22 H22B 109.5 ?
H22A C22 H22B 109.5 ?
C21 C22 H22C 109.5 ?
H22A C22 H22C 109.5 ?
H22B C22 H22C 109.5 ?
C28 C23 C24 118.3(4) ?
C28 C23 C29 117.3(4) ?
C24 C23 C29 124.4(4) ?
O3 C24 C25 120.0(4) ?
O3 C24 C23 121.5(3) ?
C25 C24 C23 118.5(4) ?
C26 C25 C24 121.6(4) ?
C26 C25 H25 119.2 ?
C24 C25 H25 119.2 ?
C27 C26 C25 120.1(4) ?
C27 C26 H26 120.0 ?
C25 C26 H26 120.0 ?
C28 C27 C26 119.6(4) ?
C28 C27 H27 120.2 ?
C26 C27 H27 120.2 ?
C27 C28 C23 121.9(4) ?
C27 C28 H28 119.1 ?
C23 C28 H28 119.1 ?
N5 C29 C23 126.1(4) ?
N5 C29 H29 116.9 ?
C23 C29 H29 116.9 ?
N5 C30 C31 110.6(4) ?
N5 C30 H30A 109.5 ?
C31 C30 H30A 109.5 ?
N5 C30 H30B 109.5 ?
C31 C30 H30B 109.5 ?
H30A C30 H30B 108.1 ?
N6 C31 C30 110.8(4) ?
N6 C31 H31A 109.5 ?
C30 C31 H31A 109.5 ?
N6 C31 H31B 109.5 ?
C30 C31 H31B 109.5 ?
H31A C31 H31B 108.1 ?
N6 C32 C33 115.4(4) ?
N6 C32 H32A 108.4 ?
C33 C32 H32A 108.4 ?
N6 C32 H32B 108.4 ?
C33 C32 H32B 108.4 ?
H32A C32 H32B 107.5 ?
C32 C33 H33A 109.5 ?
C32 C33 H33B 109.5 ?
H33A C33 H33B 109.5 ?
C32 C33 H33C 109.5 ?
H33A C33 H33C 109.5 ?
H33B C33 H33C 109.5 ?
C39 C34 C35 118.6(4) ?
C39 C34 C40 117.6(4) ?
C35 C34 C40 123.7(4) ?
O4 C35 C36 119.2(4) ?
O4 C35 C34 122.7(4) ?
C36 C35 C34 118.1(4) ?
C37 C36 C35 121.6(4) ?
C37 C36 H36 119.2 ?
C35 C36 H36 119.2 ?
C36 C37 C38 120.7(4) ?
C36 C37 H37 119.6 ?
C38 C37 H37 119.6 ?
C37 C38 C39 118.5(4) ?
C37 C38 H38 120.8 ?
C39 C38 H38 120.8 ?
C38 C39 C34 122.4(4) ?
C38 C39 H39 118.8 ?
C34 C39 H39 118.8 ?
N7 C40 C34 127.0(4) ?
N7 C40 H40 116.5 ?
C34 C40 H40 116.5 ?
N7 C41 C42 109.7(4) ?
N7 C41 H41A 109.7 ?
C42 C41 H41A 109.7 ?
N7 C41 H41B 109.7 ?
C42 C41 H41B 109.7 ?
H41A C41 H41B 108.2 ?
N8 C42 C41 109.1(4) ?
N8 C42 H42A 109.9 ?
C41 C42 H42A 109.9 ?
N8 C42 H42B 109.9 ?
C41 C42 H42B 109.9 ?
H42A C42 H42B 108.3 ?
N8 C43 C44 115.4(4) ?
N8 C43 H43A 108.4 ?
C44 C43 H43A 108.4 ?
N8 C43 H43B 108.4 ?
C44 C43 H43B 108.4 ?
H43A C43 H43B 107.5 ?
C43 C44 H44A 109.5 ?
C43 C44 H44B 109.5 ?
H44A C44 H44B 109.5 ?
C43 C44 H44C 109.5 ?
H44A C44 H44C 109.5 ?
H44B C44 H44C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N3 2.031(3) y
Ni1 N1 2.037(3) y
Ni1 O2 2.110(3) y
Ni1 O1 2.134(3) y
Ni1 N2 2.146(4) y
Ni1 N4 2.150(3) y
Ni2 N5 2.022(3) y
Ni2 N7 2.031(3) y
Ni2 O4 2.098(3) y
Ni2 O3 2.114(3) y
Ni2 N6 2.146(3) y
Ni2 N8 2.153(3) y
Cl1 O8 1.369(5) ?
Cl1 O6 1.397(5) ?
Cl1 O7 1.414(5) ?
Cl1 O5 1.420(4) ?
Cl2 O9' 1.347(8) ?
Cl2 O12 1.372(5) ?
Cl2 O10 1.385(6) ?
Cl2 O10' 1.394(9) ?
Cl2 O11 1.408(3) ?
Cl2 O9 1.430(7) ?
Cl2 O12' 1.454(9) ?
O1 C2 1.358(4) ?
O1 H1 0.86(3) ?
O2 C13 1.338(4) ?
O3 C24 1.346(4) ?
O3 H3A 0.84(4) ?
O4 C35 1.334(4) ?
N1 C7 1.270(5) ?
N1 C8 1.459(5) ?
N2 C9 1.480(5) ?
N2 C10 1.481(6) ?
N2 H2 0.89(4) ?
N3 C18 1.274(5) ?
N3 C19 1.461(5) ?
N4 C21 1.456(6) ?
N4 C20 1.482(6) ?
N4 H4A 0.89(4) ?
N5 C29 1.280(5) ?
N5 C30 1.464(5) ?
N6 C31 1.454(6) ?
N6 C32 1.473(6) ?
N6 H6A 0.90(5) ?
N7 C40 1.274(5) ?
N7 C41 1.467(5) ?
N8 C42 1.469(6) ?
N8 C43 1.479(6) ?
N8 H8 0.90(3) ?
C1 C6 1.396(6) ?
C1 C2 1.399(5) ?
C1 C7 1.445(6) ?
C2 C3 1.382(6) ?
C3 C4 1.377(6) ?
C3 H3 0.9300 ?
C4 C5 1.380(7) ?
C4 H4 0.9300 ?
C5 C6 1.351(7) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 H7 0.9300 ?
C8 C9 1.497(6) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
C10 C11 1.511(6) ?
C10 H10A 0.9700 ?
C10 H10B 0.9700 ?
C11 H11A 0.9600 ?
C11 H11B 0.9600 ?
C11 H11C 0.9600 ?
C12 C17 1.403(5) ?
C12 C13 1.407(5) ?
C12 C18 1.444(5) ?
C13 C14 1.393(5) ?
C14 C15 1.382(6) ?
C14 H14 0.9300 ?
C15 C16 1.374(6) ?
C15 H15 0.9300 ?
C16 C17 1.369(6) ?
C16 H16 0.9300 ?
C17 H17 0.9300 ?
C18 H18 0.9300 ?
C19 C20 1.451(6) ?
C19 H19A 0.9700 ?
C19 H19B 0.9700 ?
C20 H20A 0.9700 ?
C20 H20B 0.9700 ?
C21 C22 1.518(6) ?
C21 H21A 0.9700 ?
C21 H21B 0.9700 ?
C22 H22A 0.9600 ?
C22 H22B 0.9600 ?
C22 H22C 0.9600 ?
C23 C28 1.401(5) ?
C23 C24 1.408(5) ?
C23 C29 1.451(6) ?
C24 C25 1.382(5) ?
C25 C26 1.376(6) ?
C25 H25 0.9300 ?
C26 C27 1.371(6) ?
C26 H26 0.9300 ?
C27 C28 1.361(6) ?
C27 H27 0.9300 ?
C28 H28 0.9300 ?
C29 H29 0.9300 ?
C30 C31 1.473(7) ?
C30 H30A 0.9700 ?
C30 H30B 0.9700 ?
C31 H31A 0.9700 ?
C31 H31B 0.9700 ?
C32 C33 1.503(6) ?
C32 H32A 0.9700 ?
C32 H32B 0.9700 ?
C33 H33A 0.9600 ?
C33 H33B 0.9600 ?
C33 H33C 0.9600 ?
C34 C39 1.385(6) ?
C34 C35 1.414(5) ?
C34 C40 1.446(6) ?
C35 C36 1.395(5) ?
C36 C37 1.369(6) ?
C36 H36 0.9300 ?
C37 C38 1.378(6) ?
C37 H37 0.9300 ?
C38 C39 1.379(6) ?
C38 H38 0.9300 ?
C39 H39 0.9300 ?
C40 H40 0.9300 ?
C41 C42 1.496(6) ?
C41 H41A 0.9700 ?
C41 H41B 0.9700 ?
C42 H42A 0.9700 ?
C42 H42B 0.9700 ?
C43 C44 1.518(6) ?
C43 H43A 0.9700 ?
C43 H43B 0.9700 ?
C44 H44A 0.9600 ?
C44 H44B 0.9600 ?
C44 H44C 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 O4 . 0.86(3) 1.60(3) 2.457(4) 180(6)
O3 H3A O2 . 0.84(4) 1.61(5) 2.448(3) 172(5)
N4 H4A O5 . 0.89(4) 2.37(4) 3.247(6) 167(4)
N6 H6A O10 2_766 0.90(5) 2.516(18) 3.411(13) 174(5)
N6 H6A O10' 2_766 0.90(5) 2.27(2) 3.16(2) 174(5)
N2 H2 Cl1 . 0.89(4) 2.92(4) 3.810(4) 177(4)
N2 H2 O8 . 0.89(4) 2.52(3) 3.316(7) 149(4)
N2 H2 O5 . 0.89(4) 2.36(2) 3.186(6) 154(5)
N8 H8 Cl2 2_766 0.90(3) 2.95(3) 3.837(4) 170(4)
N8 H8 O10 2_766 0.90(3) 2.57(3) 3.337(10) 143(4)
N8 H8 O11 2_766 0.90(3) 2.33(2) 3.202(5) 162(5)
C8 H8B O8 . 0.9700 2.5000 3.325(7) 143.00
C18 H18 O6 2_656 0.9300 2.6000 3.500(7) 163(4)
C29 H29 O12 1_554 0.9300 2.54(3) 3.410(7) 155(4)
