#------------------------------------------------------------------------------
#$Date: 2025-08-23 00:12:46 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301866 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/90/7239043.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_7239043
loop_
_publ_author_name
'Wang, Xuan'
'Xing, Yong Heng'
'Bai, Feng Ying'
'Wang, Xin Yu'
'Guan, Qing Lin'
'Hou, Ya Nan'
'Zhang, Rui'
'Shi, Zhan'
_publ_section_title
;
 Synthesis, structure, and surface photovoltage properties of a series of
 novel d7--d10 metal complexes with pincer N-heterocycle ligands
;
_journal_issue                   36
_journal_name_full               'RSC Advances'
_journal_page_first              16021
_journal_paper_doi               10.1039/c3ra41459k
_journal_volume                  3
_journal_year                    2013
_chemical_formula_sum            'C17 H26 N14 Ni O'
_chemical_formula_weight         501.23
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.1740(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9708(7)
_cell_length_b                   15.4535(8)
_cell_length_c                   11.0815(5)
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.50
_cell_measurement_theta_min      2.01
_cell_volume                     2297.8(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker AXS SMART APEX II CCD'
_diffrn_measurement_method       'ω scans'
_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  0.0161
_diffrn_reflns_av_sigmaI/netI    0.0125
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            28290
_diffrn_reflns_theta_full        28.50
_diffrn_reflns_theta_max         28.50
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.886
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.073
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         5557
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0515
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0699P)²+2.4493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1339
_refine_ls_wR_factor_ref         0.1464
_reflns_number_gt                4731
_reflns_number_total             5557
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra41459k.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7239043
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Ni Ni 0.37785(2) 1.01237(2) -0.04979(3) 0.03981(13) Uani 1 1 d .
C1 C 0.3406(2) 0.80480(19) -0.1131(3) 0.0458(6) Uani 1 1 d .
C2 C 0.2824(2) 0.74013(18) -0.0776(3) 0.0497(6) Uani 1 1 d .
H2A H 0.2779 0.6824 -0.1024 0.060 Uiso 1 1 calc R
C3 C 0.2339(2) 0.77799(17) -0.0003(3) 0.0434(5) Uani 1 1 d .
C4 C 0.4053(2) 0.7977(2) -0.1998(3) 0.0622(8) Uani 1 1 d .
H4A H 0.4605 0.8369 -0.1732 0.093 Uiso 1 1 calc R
H4B H 0.3671 0.8120 -0.2837 0.093 Uiso 1 1 calc R
H4C H 0.4298 0.7395 -0.1983 0.093 Uiso 1 1 calc R
C5 C 0.1621(2) 0.74024(19) 0.0628(3) 0.0552(7) Uani 1 1 d .
H5A H 0.1621 0.6783 0.0554 0.083 Uiso 1 1 calc R
H5B H 0.0964 0.7620 0.0235 0.083 Uiso 1 1 calc R
H5C H 0.1815 0.7561 0.1500 0.083 Uiso 1 1 calc R
C6 C 0.3685(2) 1.2279(2) -0.0374(3) 0.0501(6) Uani 1 1 d .
C7 C 0.3098(2) 1.2868(2) 0.0074(3) 0.0586(8) Uani 1 1 d .
H7A H 0.3086 1.3466 -0.0030 0.070 Uiso 1 1 calc R
C8 C 0.2549(2) 1.24037(18) 0.0688(3) 0.0506(7) Uani 1 1 d .
C9 C 0.4385(3) 1.2466(3) -0.1141(4) 0.0696(10) Uani 1 1 d .
H9A H 0.4733 1.1946 -0.1235 0.104 Uiso 1 1 calc R
H9B H 0.4856 1.2898 -0.0727 0.104 Uiso 1 1 calc R
H9C H 0.4016 1.2673 -0.1954 0.104 Uiso 1 1 calc R
C10 C 0.1800(3) 1.2699(2) 0.1322(4) 0.0688(10) Uani 1 1 d .
H10A H 0.1766 1.3320 0.1302 0.103 Uiso 1 1 calc R
H10B H 0.1991 1.2504 0.2178 0.103 Uiso 1 1 calc R
H10C H 0.1159 1.2464 0.0894 0.103 Uiso 1 1 calc R
C11 C 0.24229(18) 1.07847(16) 0.0918(3) 0.0403(5) Uani 1 1 d .
C12 C 0.23365(18) 0.93440(16) 0.0672(2) 0.0388(5) Uani 1 1 d .
C13 C 0.1447(2) 1.00041(18) 0.1789(3) 0.0498(7) Uani 1 1 d .
C14 C 0.0549(3) 1.0752(3) 0.3103(4) 0.0769(11) Uani 1 1 d .
H14A H 0.0405 1.0603 0.3885 0.092 Uiso 1 1 calc R
H14B H 0.1100 1.1159 0.3290 0.092 Uiso 1 1 calc R
C15 C -0.0323(4) 1.1148(4) 0.2248(5) 0.1043(16) Uani 1 1 d .
H15A H -0.0503 1.1658 0.2629 0.156 Uiso 1 1 calc R
H15B H -0.0868 1.0745 0.2070 0.156 Uiso 1 1 calc R
H15C H -0.0175 1.1302 0.1481 0.156 Uiso 1 1 calc R
C16 C 0.0419(3) 0.9108(2) 0.2764(3) 0.0646(9) Uani 1 1 d .
H16A H 0.0935 0.8671 0.2889 0.078 Uiso 1 1 calc R
H16B H 0.0211 0.9146 0.3528 0.078 Uiso 1 1 calc R
C17 C -0.0440(3) 0.8847(3) 0.1711(4) 0.0844(12) Uani 1 1 d .
H17A H -0.0689 0.8299 0.1898 0.127 Uiso 1 1 calc R
H17B H -0.0233 0.8798 0.0957 0.127 Uiso 1 1 calc R
H17C H -0.0956 0.9275 0.1593 0.127 Uiso 1 1 calc R
N1 N 0.27567(16) 1.00816(13) 0.0474(2) 0.0414(5) Uani 1 1 d .
N2 N 0.35290(16) 1.14793(15) -0.0056(2) 0.0453(5) Uani 1 1 d .
N3 N 0.33082(16) 0.87929(15) -0.0598(2) 0.0425(5) Uani 1 1 d .
N4 N 0.50157(17) 1.01025(16) -0.1159(2) 0.0455(5) Uani 1 1 d .
N5 N 0.2784(2) 1.0393(2) -0.2207(3) 0.0747(8) Uani 1 1 d .
N6 N 0.28238(16) 1.15512(14) 0.0606(2) 0.0434(5) Uani 1 1 d .
N7 N 0.26464(15) 0.86312(13) 0.0103(2) 0.0401(5) Uani 1 1 d .
N8 N 0.16756(18) 0.92506(15) 0.1297(2) 0.0490(5) Uani 1 1 d .
N9 N 0.17705(19) 1.08037(15) 0.1561(2) 0.0511(6) Uani 1 1 d .
N10 N 0.0828(2) 0.99568(18) 0.2514(3) 0.0605(7) Uani 1 1 d .
N11 N 0.5052(3) 1.0270(3) -0.2175(3) 0.0900(12) Uani 1 1 d .
N12 N 0.5089(5) 1.0442(7) -0.3159(5) 0.227(4) Uani 1 1 d .
N13 N 0.2448(3) 1.00577(17) -0.3111(3) 0.0628(7) Uani 1 1 d .
N14 N 0.2094(7) 0.9763(4) -0.4095(6) 0.178(3) Uani 1 1 d .
O1W O 0.3147(4) -0.0150(3) 0.4023(6) 0.1539(19) Uani 1 1 d .
H1WA H 0.3673 -0.0038 0.4686 0.231 Uiso 1 1 d R
H1WB H 0.3152 0.0214 0.3391 0.231 Uiso 1 1 d R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N1 Ni N5 95.80(12) . .
N1 Ni N4 168.76(10) . .
N5 Ni N4 95.43(12) . .
N1 Ni N4 92.39(9) . 3_675
N5 Ni N4 171.56(12) . 3_675
N4 Ni N4 76.41(10) . 3_675
N1 Ni N3 75.23(8) . .
N5 Ni N3 91.58(12) . .
N4 Ni N3 103.95(9) . .
N4 Ni N3 92.52(9) 3_675 .
N1 Ni N2 74.45(8) . .
N5 Ni N2 84.50(12) . .
N4 Ni N2 107.18(9) . .
N4 Ni N2 95.72(9) 3_675 .
N3 Ni N2 148.85(8) . .
N3 C1 C2 110.7(2) . .
N3 C1 C4 120.6(3) . .
C2 C1 C4 128.7(3) . .
C3 C2 C1 107.3(2) . .
C3 C2 H2A 126.4 . .
C1 C2 H2A 126.4 . .
C2 C3 N7 105.5(2) . .
C2 C3 C5 130.0(3) . .
N7 C3 C5 124.5(2) . .
C1 C4 H4A 109.5 . .
C1 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C1 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C3 C5 H5A 109.5 . .
C3 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C3 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
N2 C6 C7 110.8(3) . .
N2 C6 C9 121.1(3) . .
C7 C6 C9 128.0(3) . .
C8 C7 C6 107.5(3) . .
C8 C7 H7A 126.2 . .
C6 C7 H7A 126.2 . .
C7 C8 N6 105.3(3) . .
C7 C8 C10 130.0(3) . .
N6 C8 C10 124.7(3) . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N9 C11 N1 126.3(2) . .
N9 C11 N6 120.4(2) . .
N1 C11 N6 113.3(2) . .
N8 C12 N1 126.3(2) . .
N8 C12 N7 120.4(2) . .
N1 C12 N7 113.3(2) . .
N10 C13 N8 117.2(3) . .
N10 C13 N9 117.7(2) . .
N8 C13 N9 125.0(2) . .
C15 C14 N10 109.6(4) . .
C15 C14 H14A 109.8 . .
N10 C14 H14A 109.8 . .
C15 C14 H14B 109.8 . .
N10 C14 H14B 109.8 . .
H14A C14 H14B 108.2 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C17 C16 N10 111.3(3) . .
C17 C16 H16A 109.4 . .
N10 C16 H16A 109.4 . .
C17 C16 H16B 109.4 . .
N10 C16 H16B 109.4 . .
H16A C16 H16B 108.0 . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C12 N1 C11 115.0(2) . .
C12 N1 Ni 121.86(17) . .
C11 N1 Ni 123.06(17) . .
C6 N2 N6 105.1(2) . .
C6 N2 Ni 141.6(2) . .
N6 N2 Ni 111.95(15) . .
C1 N3 N7 105.2(2) . .
C1 N3 Ni 142.12(19) . .
N7 N3 Ni 112.64(15) . .
N11 N4 Ni 127.3(2) . .
N11 N4 Ni 128.7(2) . 3_675
Ni N4 Ni 103.59(10) . 3_675
N13 N5 Ni 138.2(3) . .
C8 N6 N2 111.2(2) . .
C8 N6 C11 130.9(2) . .
N2 N6 C11 117.2(2) . .
C3 N7 N3 111.4(2) . .
C3 N7 C12 131.6(2) . .
N3 N7 C12 116.7(2) . .
C12 N8 C13 113.4(2) . .
C11 N9 C13 113.5(2) . .
C13 N10 C16 120.4(3) . .
C13 N10 C14 120.6(3) . .
C16 N10 C14 119.0(3) . .
N12 N11 N4 179.3(8) . .
N5 N13 N14 175.3(5) . .
H1WA O1W H1WB 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni N1 2.014(2) .
Ni N5 2.055(3) .
Ni N4 2.057(2) .
Ni N4 2.147(2) 3_675
Ni N3 2.152(2) .
Ni N2 2.201(2) .
C1 N3 1.318(3) .
C1 C2 1.412(4) .
C1 C4 1.495(4) .
C2 C3 1.362(4) .
C2 H2A 0.9300 .
C3 N7 1.379(3) .
C3 C5 1.493(4) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 N2 1.320(4) .
C6 C7 1.405(4) .
C6 C9 1.491(4) .
C7 C8 1.363(4) .
C7 H7A 0.9300 .
C8 N6 1.382(3) .
C8 C10 1.485(4) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 N9 1.304(3) .
C11 N1 1.330(3) .
C11 N6 1.394(3) .
C12 N8 1.307(3) .
C12 N1 1.328(3) .
C12 N7 1.396(3) .
C13 N10 1.337(4) .
C13 N8 1.361(4) .
C13 N9 1.363(4) .
C14 C15 1.454(6) .
C14 N10 1.494(5) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 C17 1.477(6) .
C16 N10 1.488(4) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
N2 N6 1.387(3) .
N3 N7 1.386(3) .
N4 N11 1.169(4) .
N4 Ni 2.147(2) 3_675
N5 N13 1.110(4) .
N11 N12 1.138(5) .
N13 N14 1.157(6) .
O1W H1WA 0.9000 .
O1W H1WB 0.8999 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168340673
