#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/90/1519001.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1519001
loop_
_publ_author_name
'Zeng, Wangdong'
'Lee, Sangsu'
'Son, Minjung'
'Ishida, Masatoshi'
'Furukawa, Ko'
'Hu, Pan'
'Sun, Zhe'
'Kim, Dongho'
'Wu, Jishan'
_publ_section_title
;
 Phenalenyl-fused porphyrins with different ground states
;
_journal_issue                   4
_journal_name_full               'Chem. Sci.'
_journal_page_first              2427
_journal_paper_doi               10.1039/C4SC03866E
_journal_volume                  6
_journal_year                    2015
_chemical_formula_sum            'C136 H142 N4 Ni O2'
_chemical_formula_weight         1923.24
_chemical_name_systematic
; 
 ? 
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2014-08-13 deposited with the CCDC.
2015-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                100.951(5)
_cell_angle_beta                 110.033(5)
_cell_angle_gamma                108.118(5)
_cell_formula_units_Z            1
_cell_length_a                   12.8500(12)
_cell_length_b                   15.5881(15)
_cell_length_c                   15.9283(15)
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.88
_cell_measurement_theta_min      3.13
_cell_volume                     2687.2(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_unetI/netI     0.0750
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            36244
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.580
_diffrn_reflns_theta_min         3.131
_exptl_absorpt_coefficient_mu    0.684
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4989
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Dark_Red
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1030
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.985
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     682
_refine_ls_number_reflns         9117
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0771
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1538P)²+0.2272P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2016
_refine_ls_wR_factor_ref         0.2360
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6330
_reflns_number_total             9117
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4sc03866e2.cif
_cod_data_source_block           E180
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               1519001
#BEGIN Tags that were not found in dictionaries:
_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. 
;
_shelx_estimated_absorpt_t_min   0.904
_shelx_estimated_absorpt_t_max   0.980
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 1.0000 1.0000 0.0000 0.0284(2) Uani 1 2 d S . P . .
O1 O 0.6323(3) 0.7940(2) 0.0724(2) 0.0387(11) Uani 0.692(6) 1 d . . P A 1
O2 O 1.3352(7) 1.3502(5) 0.2544(6) 0.042(2) Uani 0.308(6) 1 d . . P A 2
N1 N 0.8807(2) 0.95654(18) 0.05160(19) 0.0294(6) Uani 1 1 d . . . . .
N2 N 1.0877(2) 1.12298(17) 0.10323(18) 0.0280(6) Uani 1 1 d . . . . .
C1 C 0.7799(3) 0.8681(2) 0.0164(2) 0.0291(7) Uani 1 1 d D . . . .
C2 C 0.7137(8) 0.8610(6) 0.0775(6) 0.0278(16) Uani 0.692(6) 1 d D . P A 1
C2A C 0.732(2) 0.8676(13) 0.0824(15) 0.030 Uiso 0.308(6) 1 d D U P A 2
H2A H 0.6697 0.8130 0.0795 0.030 Uiso 0.308(6) 1 calc R U P A 2
C3 C 0.7852(3) 0.9556(2) 0.1531(2) 0.0315(7) Uani 1 1 d D . . . .
C4 C 0.7682(3) 0.9930(2) 0.2297(2) 0.0316(7) Uani 1 1 d . . . . .
C5 C 0.8516(3) 1.0890(2) 0.2927(2) 0.0312(7) Uani 1 1 d . . . . .
C6 C 0.9485(3) 1.1400(2) 0.2728(2) 0.0310(7) Uani 1 1 d . . . . .
C7 C 0.9626(3) 1.0988(2) 0.1916(2) 0.0300(7) Uani 1 1 d . . . . .
C8 C 0.8807(3) 1.0066(2) 0.1312(2) 0.0290(7) Uani 1 1 d . . . . .
C9 C 0.8399(3) 1.1326(2) 0.3727(2) 0.0319(7) Uani 1 1 d . . . . .
H9 H 0.770(3) 1.095(3) 0.380(3) 0.038 Uiso 1 1 d . U . . .
C10 C 0.9203(3) 1.2240(2) 0.4344(2) 0.0324(7) Uani 1 1 d . . . . .
C11 C 1.0151(3) 1.2729(2) 0.4149(2) 0.0316(7) Uani 1 1 d . . . . .
H11 H 1.0707 1.3357 0.4566 0.038 Uiso 1 1 calc R U . . .
C12 C 1.0323(3) 1.2342(2) 0.3367(2) 0.0307(7) Uani 1 1 d . . . . .
C13 C 1.1330(3) 1.2860(2) 0.3200(2) 0.0325(7) Uani 1 1 d . . . . .
C14 C 1.1450(3) 1.2440(2) 0.2415(2) 0.0312(7) Uani 1 1 d D . . . .
C15 C 1.2322(11) 1.2704(4) 0.2075(7) 0.0297(18) Uani 0.692(6) 1 d D . P A 1
H15 H 1.3050 1.3270 0.2376 0.036 Uiso 0.692(6) 1 calc R U P A 1
C15A C 1.236(2) 1.2854(12) 0.2061(17) 0.030 Uiso 0.308(6) 1 d D U P A 2
C16 C 1.1958(3) 1.2012(2) 0.1226(2) 0.0296(7) Uani 1 1 d D . . . .
C17 C 1.0599(3) 1.1507(2) 0.1755(2) 0.0306(7) Uani 1 1 d . . . . .
C18 C 0.9128(3) 1.2712(2) 0.5250(2) 0.0358(7) Uani 1 1 d . . . . .
C19 C 0.9131(3) 1.3699(2) 0.5276(3) 0.0398(8) Uani 1 1 d . . . . .
H19A H 0.8404 1.3627 0.4745 0.060 Uiso 1 1 calc R U . . .
H19B H 0.9855 1.4091 0.5227 0.060 Uiso 1 1 calc R U . . .
H19C H 0.9136 1.4011 0.5874 0.060 Uiso 1 1 calc R U . . .
C20 C 1.0243(3) 1.2827(3) 0.6109(2) 0.0410(8) Uani 1 1 d . . . . .
H20A H 1.0210 1.3125 0.6693 0.061 Uiso 1 1 calc R U . . .
H20B H 1.0982 1.3233 0.6087 0.061 Uiso 1 1 calc R U . . .
H20C H 1.0249 1.2198 0.6093 0.061 Uiso 1 1 calc R U . . .
C21 C 0.7980(3) 1.2122(3) 0.5317(3) 0.0434(8) Uani 1 1 d . . . . .
H21A H 0.7265 1.2044 0.4770 0.065 Uiso 1 1 calc R U . . .
H21B H 0.7971 1.2453 0.5901 0.065 Uiso 1 1 calc R U . . .
H21C H 0.7968 1.1492 0.5324 0.065 Uiso 1 1 calc R U . . .
C22 C 0.6664(3) 0.9379(2) 0.2496(2) 0.0339(7) Uani 1 1 d . . . . .
C23 C 0.5477(3) 0.9267(2) 0.1964(3) 0.0388(8) Uani 1 1 d . . . . .
C24 C 0.4565(3) 0.8803(2) 0.2195(3) 0.0452(9) Uani 1 1 d . . . . .
H24 H 0.3762 0.8728 0.1834 0.054 Uiso 1 1 calc R U . . .
C25 C 0.4784(4) 0.8441(2) 0.2942(3) 0.0469(9) Uani 1 1 d . . . . .
C26 C 0.5952(3) 0.8529(2) 0.3438(3) 0.0440(9) Uani 1 1 d . . . . .
H26 H 0.6112 0.8264 0.3934 0.053 Uiso 1 1 calc R U . . .
C27 C 0.6899(3) 0.8992(2) 0.3232(3) 0.0383(8) Uani 1 1 d . . . . .
C28 C 0.5185(3) 0.9654(3) 0.1149(3) 0.0477(9) Uani 1 1 d . . . . .
H28A H 0.5089 0.9201 0.0581 0.072 Uiso 1 1 calc R U . . .
H28B H 0.5846 1.0270 0.1312 0.072 Uiso 1 1 calc R U . . .
H28C H 0.4429 0.9740 0.1027 0.072 Uiso 1 1 calc R U . . .
C29 C 0.3776(4) 0.7983(3) 0.3212(4) 0.0603(12) Uani 1 1 d . . . . .
H29A H 0.4052 0.7670 0.3670 0.090 Uiso 1 1 calc R U . . .
H29B H 0.3065 0.7507 0.2645 0.090 Uiso 1 1 calc R U . . .
H29C H 0.3560 0.8476 0.3497 0.090 Uiso 1 1 calc R U . . .
C30 C 0.8151(3) 0.9040(3) 0.3769(3) 0.0493(9) Uani 1 1 d . . . . .
H30A H 0.8127 0.8683 0.4212 0.074 Uiso 1 1 calc R U . . .
H30B H 0.8719 0.9709 0.4123 0.074 Uiso 1 1 calc R U . . .
H30C H 0.8418 0.8759 0.3322 0.074 Uiso 1 1 calc R U . . .
C31 C 1.2231(3) 1.3835(2) 0.3872(2) 0.0316(7) Uani 1 1 d . . . . .
C32 C 1.2228(3) 1.4638(2) 0.3606(2) 0.0343(7) Uani 1 1 d . . . . .
C33 C 1.3040(3) 1.5539(2) 0.4260(3) 0.0390(8) Uani 1 1 d . . . . .
H33 H 1.3050 1.6087 0.4079 0.047 Uiso 1 1 calc R U . . .
C34 C 1.3839(3) 1.5666(2) 0.5170(3) 0.0420(9) Uani 1 1 d . . . . .
C35 C 1.3838(3) 1.4858(2) 0.5410(3) 0.0406(8) Uani 1 1 d . . . . .
H35 H 1.4385 1.4932 0.6026 0.049 Uiso 1 1 calc R U . . .
C36 C 1.3062(3) 1.3940(2) 0.4777(2) 0.0353(7) Uani 1 1 d . . . . .
C37 C 1.1346(3) 1.4552(3) 0.2651(3) 0.0425(8) Uani 1 1 d . . . . .
H37A H 1.1560 1.4278 0.2161 0.064 Uiso 1 1 calc R U . . .
H37B H 1.1380 1.5187 0.2643 0.064 Uiso 1 1 calc R U . . .
H37C H 1.0524 1.4134 0.2527 0.064 Uiso 1 1 calc R U . . .
C38 C 1.4657(3) 1.6653(3) 0.5885(3) 0.0574(11) Uani 1 1 d . . . . .
H38A H 1.4511 1.6709 0.6453 0.086 Uiso 1 1 calc R U . . .
H38B H 1.4486 1.7133 0.5611 0.086 Uiso 1 1 calc R U . . .
H38C H 1.5506 1.6757 0.6054 0.086 Uiso 1 1 calc R U . . .
C39 C 1.3116(3) 1.3092(3) 0.5077(3) 0.0446(8) Uani 1 1 d . . . . .
H39A H 1.3928 1.3269 0.5570 0.067 Uiso 1 1 calc R U . . .
H39B H 1.2939 1.2566 0.4530 0.067 Uiso 1 1 calc R U . . .
H39C H 1.2514 1.2889 0.5326 0.067 Uiso 1 1 calc R U . . .
C40 C 0.7414(3) 0.7948(2) -0.0656(2) 0.0293(7) Uani 1 1 d . . . . .
C41 C 0.6262(3) 0.7086(2) -0.0993(2) 0.0302(7) Uani 1 1 d . . . . .
C42 C 0.5156(3) 0.7176(2) -0.1358(2) 0.0322(7) Uani 1 1 d . . . . .
H42 H 0.5159 0.7789 -0.1343 0.039 Uiso 1 1 calc R U . . .
C43 C 0.4066(3) 0.6393(2) -0.1736(2) 0.0346(7) Uani 1 1 d . . . . .
C44 C 0.4088(3) 0.5503(2) -0.1781(2) 0.0364(8) Uani 1 1 d . . . . .
H44 H 0.3340 0.4956 -0.2060 0.044 Uiso 1 1 calc R U . . .
C45 C 0.5171(3) 0.5379(2) -0.1432(2) 0.0344(7) Uani 1 1 d . . . . .
C46 C 0.6255(3) 0.6194(2) -0.1030(2) 0.0322(7) Uani 1 1 d . . . . .
H46 H 0.7004 0.6133 -0.0777 0.039 Uiso 1 1 calc R U . . .
C47 C 0.2844(3) 0.6493(2) -0.2075(3) 0.0393(8) Uani 1 1 d . . . . .
C48 C 0.2957(3) 0.7437(3) -0.2232(4) 0.0607(12) Uani 1 1 d . . . . .
H48A H 0.3281 0.7504 -0.2702 0.091 Uiso 1 1 calc R U . . .
H48B H 0.3506 0.7962 -0.1634 0.091 Uiso 1 1 calc R U . . .
H48C H 0.2156 0.7458 -0.2463 0.091 Uiso 1 1 calc R U . . .
C50 C 0.1900(3) 0.5690(3) -0.2993(3) 0.0531(10) Uani 1 1 d . . . . .
H50A H 0.1156 0.5799 -0.3218 0.080 Uiso 1 1 calc R U . . .
H50B H 0.1721 0.5076 -0.2879 0.080 Uiso 1 1 calc R U . . .
H50C H 0.2215 0.5679 -0.3473 0.080 Uiso 1 1 calc R U . . .
C49 C 0.2408(4) 0.6442(4) -0.1294(3) 0.0630(12) Uani 1 1 d . . . . .
H49A H 0.3008 0.6967 -0.0707 0.095 Uiso 1 1 calc R U . . .
H49B H 0.2310 0.5829 -0.1188 0.095 Uiso 1 1 calc R U . . .
H49C H 0.1629 0.6499 -0.1488 0.095 Uiso 1 1 calc R U . . .
C51 C 0.5202(3) 0.4394(2) -0.1522(2) 0.0363(7) Uani 1 1 d . . . . .
C52 C 0.3933(4) 0.3582(3) -0.1961(3) 0.0561(11) Uani 1 1 d . . . . .
H52A H 0.3521 0.3676 -0.1557 0.084 Uiso 1 1 calc R U . . .
H52B H 0.4003 0.2968 -0.2014 0.084 Uiso 1 1 calc R U . . .
H52C H 0.3463 0.3583 -0.2592 0.084 Uiso 1 1 calc R U . . .
C53 C 0.5910(4) 0.4357(3) -0.0547(3) 0.0544(10) Uani 1 1 d . . . . .
H53A H 0.6746 0.4838 -0.0270 0.082 Uiso 1 1 calc R U . . .
H53B H 0.5913 0.3720 -0.0613 0.082 Uiso 1 1 calc R U . . .
H53C H 0.5523 0.4488 -0.0133 0.082 Uiso 1 1 calc R U . . .
C54 C 0.5844(4) 0.4209(3) -0.2143(3) 0.0523(10) Uani 1 1 d . . . . .
H54A H 0.5438 0.4274 -0.2757 0.078 Uiso 1 1 calc R U . . .
H54B H 0.5815 0.3561 -0.2240 0.078 Uiso 1 1 calc R U . . .
H54C H 0.6692 0.4675 -0.1830 0.078 Uiso 1 1 calc R U . . .
C1X C 0.9155(5) 0.2559(3) 0.9493(3) 0.0696(13) Uani 1 1 d . U . . .
C2X C 0.8939(7) 0.3358(5) 0.9403(4) 0.109(2) Uani 1 1 d . U . . .
H2X H 0.8374 0.3499 0.9600 0.131 Uiso 1 1 calc R U . . .
C3X C 0.9530(9) 0.3940(5) 0.9034(5) 0.131(3) Uani 1 1 d . U . . .
H3X H 0.9375 0.4489 0.8978 0.157 Uiso 1 1 calc R U . . .
C4X C 1.0349(8) 0.3758(5) 0.8740(5) 0.117(3) Uani 1 1 d . U . . .
H4X H 1.0776 0.4191 0.8505 0.141 Uiso 1 1 calc R U . . .
C5X C 1.0555(5) 0.2937(5) 0.8786(4) 0.0976(19) Uani 1 1 d . U . . .
H5X H 1.1097 0.2789 0.8564 0.117 Uiso 1 1 calc R U . . .
C6X C 0.9943(4) 0.2347(4) 0.9164(4) 0.0699(13) Uani 1 1 d . U . . .
H6X H 1.0067 0.1782 0.9199 0.084 Uiso 1 1 calc R U . . .
C7X C 0.8528(5) 0.1940(4) 0.9916(4) 0.0787(14) Uani 1 1 d . . . . .
H7X1 H 0.9032 0.2148 1.0599 0.118 Uiso 1 1 calc R U . . .
H7X2 H 0.8384 0.1276 0.9624 0.118 Uiso 1 1 calc R U . . .
H7X3 H 0.7750 0.1983 0.9807 0.118 Uiso 1 1 calc R U . . .
C1Y C 0.2292(4) 0.0124(3) 0.3379(3) 0.0577(11) Uani 1 1 d . . . . .
C2Y C 0.3406(4) 0.0330(3) 0.4113(3) 0.0585(11) Uani 1 1 d . . . . .
H2Y H 0.3432 0.0231 0.4689 0.070 Uiso 1 1 calc R U . . .
C3Y C 0.4467(4) 0.0675(3) 0.4018(3) 0.0642(12) Uani 1 1 d . . . . .
H3Y H 0.5215 0.0810 0.4527 0.077 Uiso 1 1 calc R U . . .
C4Y C 0.4456(4) 0.0827(3) 0.3197(4) 0.0632(12) Uani 1 1 d . . . . .
H4Y H 0.5194 0.1071 0.3138 0.076 Uiso 1 1 calc R U . . .
C5Y C 0.3350(5) 0.0620(3) 0.2444(4) 0.0626(12) Uani 1 1 d . . . . .
H5Y H 0.3326 0.0720 0.1869 0.075 Uiso 1 1 calc R U . . .
C6Y C 0.2297(4) 0.0267(3) 0.2555(3) 0.0621(11) Uani 1 1 d . . . . .
H6Y H 0.1545 0.0118 0.2042 0.074 Uiso 1 1 calc R U . . .
C7Y C 0.1119(5) -0.0256(4) 0.3464(4) 0.0826(16) Uani 1 1 d . . . . .
H7Y1 H 0.0662 0.0129 0.3281 0.124 Uiso 1 1 calc R U . . .
H7Y2 H 0.1290 -0.0223 0.4121 0.124 Uiso 1 1 calc R U . . .
H7Y3 H 0.0639 -0.0923 0.3047 0.124 Uiso 1 1 calc R U . . .
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'
Ni Ni -3.0029 0.5091 '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_site_symmetry_1
_geom_angle_site_symmetry_3
N2 Ni1 N2 180.0 . 2_775
N2 Ni1 N1 89.05(10) . 2_775
N2 Ni1 N1 90.95(10) 2_775 2_775
N2 Ni1 N1 90.95(10) . .
N2 Ni1 N1 89.05(10) 2_775 .
N1 Ni1 N1 180.0 2_775 .
C8 N1 C1 105.0(2) . .
C8 N1 Ni1 126.4(2) . .
C1 N1 Ni1 128.6(2) . .
C17 N2 C16 104.1(2) . .
C17 N2 Ni1 126.7(2) . .
C16 N2 Ni1 129.2(2) . .
C40 C1 C2A 127.0(6) . .
C40 C1 N1 125.9(3) . .
C2A C1 N1 107.0(6) . .
C40 C1 C2 121.5(3) . .
N1 C1 C2 112.6(3) . .
O1 C2 C3 128.7(4) . .
O1 C2 C1 129.3(4) . .
C3 C2 C1 101.6(4) . .
C3 C2A C1 112.5(11) . .
C3 C2A H2A 123.8 . .
C1 C2A H2A 123.8 . .
C4 C3 C2A 135.4(6) . .
C4 C3 C8 123.6(3) . .
C2A C3 C8 100.8(6) . .
C4 C3 C2 129.7(3) . .
C8 C3 C2 106.7(3) . .
C3 C4 C5 118.4(3) . .
C3 C4 C22 122.1(3) . .
C5 C4 C22 119.6(3) . .
C9 C5 C6 119.6(3) . .
C9 C5 C4 121.8(3) . .
C6 C5 C4 118.6(3) . .
C5 C6 C7 121.4(3) . .
C5 C6 C12 118.3(3) . .
C7 C6 C12 120.4(3) . .
C8 C7 C17 121.3(3) . .
C8 C7 C6 119.2(3) . .
C17 C7 C6 119.4(3) . .
N1 C8 C7 127.2(3) . .
N1 C8 C3 114.1(3) . .
C7 C8 C3 118.8(3) . .
C10 C9 C5 122.4(3) . .
C10 C9 H9 123(2) . .
C5 C9 H9 115(2) . .
C9 C10 C11 117.7(3) . .
C9 C10 C18 123.2(3) . .
C11 C10 C18 119.1(3) . .
C10 C11 C12 123.1(3) . .
C10 C11 H11 118.5 . .
C12 C11 H11 118.5 . .
C11 C12 C6 119.0(3) . .
C11 C12 C13 121.5(3) . .
C6 C12 C13 119.5(3) . .
C14 C13 C12 118.8(3) . .
C14 C13 C31 120.9(3) . .
C12 C13 C31 120.3(3) . .
C13 C14 C15 133.9(4) . .
C13 C14 C17 122.3(3) . .
C15 C14 C17 103.8(3) . .
C13 C14 C15A 128.7(5) . .
C17 C14 C15A 108.9(5) . .
C16 C15 C14 109.0(6) . .
C16 C15 H15 125.5 . .
C14 C15 H15 125.5 . .
O2 C15A C16 130.1(14) . .
O2 C15A C14 125.1(13) . .
C16 C15A C14 98.8(8) . .
C15 C16 C40 125.2(4) . 2_775
C15 C16 N2 110.0(3) . .
C40 C16 N2 124.7(3) 2_775 .
C40 C16 C15A 120.1(5) 2_775 .
N2 C16 C15A 115.0(5) . .
N2 C17 C7 127.5(3) . .
N2 C17 C14 112.9(3) . .
C7 C17 C14 119.6(3) . .
C21 C18 C19 107.7(3) . .
C21 C18 C20 109.1(3) . .
C19 C18 C20 109.1(3) . .
C21 C18 C10 112.5(3) . .
C19 C18 C10 110.1(3) . .
C20 C18 C10 108.3(3) . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C18 C21 H21A 109.5 . .
C18 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C18 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C27 C22 C23 119.7(3) . .
C27 C22 C4 120.0(3) . .
C23 C22 C4 120.3(3) . .
C24 C23 C22 119.2(3) . .
C24 C23 C28 119.7(3) . .
C22 C23 C28 121.2(3) . .
C23 C24 C25 122.1(4) . .
C23 C24 H24 119.0 . .
C25 C24 H24 119.0 . .
C26 C25 C24 117.9(3) . .
C26 C25 C29 121.3(4) . .
C24 C25 C29 120.7(4) . .
C25 C26 C27 121.9(4) . .
C25 C26 H26 119.0 . .
C27 C26 H26 119.0 . .
C26 C27 C22 119.1(3) . .
C26 C27 C30 120.1(3) . .
C22 C27 C30 120.8(3) . .
C23 C28 H28A 109.5 . .
C23 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C23 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C25 C29 H29A 109.5 . .
C25 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C25 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C27 C30 H30A 109.5 . .
C27 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C27 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C32 C31 C36 120.4(3) . .
C32 C31 C13 119.6(3) . .
C36 C31 C13 119.9(3) . .
C33 C32 C31 118.5(3) . .
C33 C32 C37 119.7(3) . .
C31 C32 C37 121.8(3) . .
C32 C33 C34 122.3(3) . .
C32 C33 H33 118.8 . .
C34 C33 H33 118.8 . .
C35 C34 C33 118.0(3) . .
C35 C34 C38 120.7(4) . .
C33 C34 C38 121.2(4) . .
C34 C35 C36 121.9(3) . .
C34 C35 H35 119.0 . .
C36 C35 H35 119.0 . .
C35 C36 C31 118.7(3) . .
C35 C36 C39 119.4(3) . .
C31 C36 C39 121.9(3) . .
C32 C37 H37A 109.5 . .
C32 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C32 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C34 C38 H38A 109.5 . .
C34 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C34 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
C36 C39 H39A 109.5 . .
C36 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C36 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C1 C40 C16 122.4(3) . 2_775
C1 C40 C41 120.2(3) . .
C16 C40 C41 117.3(3) 2_775 .
C46 C41 C42 119.3(3) . .
C46 C41 C40 121.7(3) . .
C42 C41 C40 118.8(3) . .
C43 C42 C41 121.2(3) . .
C43 C42 H42 119.4 . .
C41 C42 H42 119.4 . .
C42 C43 C44 118.1(3) . .
C42 C43 C47 121.7(3) . .
C44 C43 C47 120.1(3) . .
C43 C44 C45 122.6(3) . .
C43 C44 H44 118.7 . .
C45 C44 H44 118.7 . .
C46 C45 C44 117.5(3) . .
C46 C45 C51 119.7(3) . .
C44 C45 C51 122.8(3) . .
C41 C46 C45 121.3(3) . .
C41 C46 H46 119.3 . .
C45 C46 H46 119.3 . .
C48 C47 C50 108.3(3) . .
C48 C47 C49 107.8(3) . .
C50 C47 C49 109.5(3) . .
C48 C47 C43 112.6(3) . .
C50 C47 C43 111.2(3) . .
C49 C47 C43 107.3(3) . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C47 C50 H50A 109.5 . .
C47 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C47 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C47 C49 H49A 109.5 . .
C47 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C47 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C45 C51 C54 109.3(3) . .
C45 C51 C53 110.3(3) . .
C54 C51 C53 108.2(3) . .
C45 C51 C52 112.7(3) . .
C54 C51 C52 108.5(3) . .
C53 C51 C52 107.8(3) . .
C51 C52 H52A 109.5 . .
C51 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C51 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C51 C53 H53A 109.5 . .
C51 C53 H53B 109.5 . .
H53A C53 H53B 109.5 . .
C51 C53 H53C 109.5 . .
H53A C53 H53C 109.5 . .
H53B C53 H53C 109.5 . .
C51 C54 H54A 109.5 . .
C51 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C51 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C2X C1X C6X 118.9(6) . .
C2X C1X C7X 119.8(6) . .
C6X C1X C7X 121.3(4) . .
C3X C2X C1X 120.1(8) . .
C3X C2X H2X 120.0 . .
C1X C2X H2X 120.0 . .
C2X C3X C4X 121.5(7) . .
C2X C3X H3X 119.2 . .
C4X C3X H3X 119.2 . .
C3X C4X C5X 120.0(6) . .
C3X C4X H4X 120.0 . .
C5X C4X H4X 120.0 . .
C6X C5X C4X 117.8(7) . .
C6X C5X H5X 121.1 . .
C4X C5X H5X 121.1 . .
C5X C6X C1X 121.6(6) . .
C5X C6X H6X 119.2 . .
C1X C6X H6X 119.2 . .
C1X C7X H7X1 109.5 . .
C1X C7X H7X2 109.5 . .
H7X1 C7X H7X2 109.5 . .
C1X C7X H7X3 109.5 . .
H7X1 C7X H7X3 109.5 . .
H7X2 C7X H7X3 109.5 . .
C6Y C1Y C2Y 117.4(4) . .
C6Y C1Y C7Y 120.4(4) . .
C2Y C1Y C7Y 122.2(4) . .
C3Y C2Y C1Y 121.1(4) . .
C3Y C2Y H2Y 119.4 . .
C1Y C2Y H2Y 119.4 . .
C4Y C3Y C2Y 120.7(4) . .
C4Y C3Y H3Y 119.7 . .
C2Y C3Y H3Y 119.7 . .
C3Y C4Y C5Y 119.5(4) . .
C3Y C4Y H4Y 120.2 . .
C5Y C4Y H4Y 120.2 . .
C6Y C5Y C4Y 118.6(4) . .
C6Y C5Y H5Y 120.7 . .
C4Y C5Y H5Y 120.7 . .
C1Y C6Y C5Y 122.6(5) . .
C1Y C6Y H6Y 118.7 . .
C5Y C6Y H6Y 118.7 . .
C1Y C7Y H7Y1 109.5 . .
C1Y C7Y H7Y2 109.5 . .
H7Y1 C7Y H7Y2 109.5 . .
C1Y C7Y H7Y3 109.5 . .
H7Y1 C7Y H7Y3 109.5 . .
H7Y2 C7Y H7Y3 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N2 1.959(2) .
Ni1 N2 1.959(2) 2_775
Ni1 N1 1.978(2) 2_775
Ni1 N1 1.978(2) .
O1 C2 1.192(7) .
O2 C15A 1.21(2) .
N1 C8 1.356(4) .
N1 C1 1.411(4) .
N2 C17 1.353(4) .
N2 C16 1.422(4) .
C1 C40 1.376(4) .
C1 C2A 1.389(10) .
C1 C2 1.495(6) .
C2 C3 1.481(6) .
C2A C3 1.385(10) .
C2A H2A 0.9500 .
C3 C4 1.366(4) .
C3 C8 1.433(4) .
C4 C5 1.446(4) .
C4 C22 1.496(4) .
C5 C9 1.404(5) .
C5 C6 1.426(4) .
C6 C7 1.427(5) .
C6 C12 1.432(4) .
C7 C8 1.392(4) .
C7 C17 1.396(4) .
C9 C10 1.386(5) .
C9 H9 0.97(3) .
C10 C11 1.391(4) .
C10 C18 1.539(5) .
C11 C12 1.397(5) .
C11 H11 0.9500 .
C12 C13 1.437(4) .
C13 C14 1.378(5) .
C13 C31 1.495(4) .
C14 C15 1.391(6) .
C14 C17 1.435(4) .
C14 C15A 1.489(10) .
C15 C16 1.381(7) .
C15 H15 0.9500 .
C15A C16 1.484(10) .
C16 C40 1.406(4) 2_775
C18 C21 1.528(4) .
C18 C19 1.531(5) .
C18 C20 1.536(5) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 C27 1.402(5) .
C22 C23 1.403(5) .
C23 C24 1.380(5) .
C23 C28 1.514(5) .
C24 C25 1.392(6) .
C24 H24 0.9500 .
C25 C26 1.384(5) .
C25 C29 1.516(5) .
C26 C27 1.388(5) .
C26 H26 0.9500 .
C27 C30 1.511(5) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C32 1.397(5) .
C31 C36 1.411(5) .
C32 C33 1.391(5) .
C32 C37 1.504(5) .
C33 C34 1.393(5) .
C33 H33 0.9500 .
C34 C35 1.384(5) .
C34 C38 1.509(5) .
C35 C36 1.391(5) .
C35 H35 0.9500 .
C36 C39 1.501(5) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 C16 1.406(4) 2_775
C40 C41 1.493(4) .
C41 C46 1.377(4) .
C41 C42 1.402(4) .
C42 C43 1.376(4) .
C42 H42 0.9500 .
C43 C44 1.386(5) .
C43 C47 1.544(5) .
C44 C45 1.400(5) .
C44 H44 0.9500 .
C45 C46 1.395(4) .
C45 C51 1.529(5) .
C46 H46 0.9500 .
C47 C48 1.512(5) .
C47 C50 1.524(5) .
C47 C49 1.534(5) .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C51 C54 1.530(5) .
C51 C53 1.531(5) .
C51 C52 1.533(5) .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
C53 H53A 0.9800 .
C53 H53B 0.9800 .
C53 H53C 0.9800 .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
C1X C2X 1.380(7) .
C1X C6X 1.384(7) .
C1X C7X 1.473(7) .
C2X C3X 1.351(10) .
C2X H2X 0.9500 .
C3X C4X 1.371(11) .
C3X H3X 0.9500 .
C4X C5X 1.394(10) .
C4X H4X 0.9500 .
C5X C6X 1.384(7) .
C5X H5X 0.9500 .
C6X H6X 0.9500 .
C7X H7X1 0.9800 .
C7X H7X2 0.9800 .
C7X H7X3 0.9800 .
C1Y C6Y 1.374(6) .
C1Y C2Y 1.393(6) .
C1Y C7Y 1.503(6) .
C2Y C3Y 1.373(6) .
C2Y H2Y 0.9500 .
C3Y C4Y 1.369(7) .
C3Y H3Y 0.9500 .
C4Y C5Y 1.401(7) .
C4Y H4Y 0.9500 .
C5Y C6Y 1.380(6) .
C5Y H5Y 0.9500 .
C6Y H6Y 0.9500 .
C7Y H7Y1 0.9800 .
C7Y H7Y2 0.9800 .
C7Y H7Y3 0.9800 .
