#------------------------------------------------------------------------------
#$Date: 2025-11-10 00:34:43 +0100 (Mon 10 de Nov de 2025) $
#$Revision: 303241 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/12/7251257.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_7251257
loop_
_publ_author_name
'Zaworotko, Michael'
'Singh, Bharti'
'He, Tao'
_publ_section_title
;
 Crystal engineering of Nickel(II) coordination networks sustained by
 aliphatic dicarboxylate linker ligands
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D5CE00918A
_journal_year                    2025
_chemical_formula_moiety         'C17 H16 N4 Ni O4, 0.166(O)'
_chemical_formula_sum            'C17 H16 N4 Ni O4.17'
_chemical_formula_weight         401.68
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-05-09
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-05-09 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;
_cell_angle_alpha                91.2170(10)
_cell_angle_beta                 104.7740(10)
_cell_angle_gamma                97.6000(10)
_cell_formula_units_Z            2
_cell_length_a                   7.7152(2)
_cell_length_b                   7.95730(10)
_cell_length_c                   14.2571(3)
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    102.00
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.76
_cell_volume                     837.52(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      102.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35598
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.412
_diffrn_reflns_theta_min         2.906
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0758 before and 0.0696 after correction.
The Ratio of minimum to maximum transmission is 0.8908.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_meas      1.592
_exptl_crystal_description       Block
_exptl_crystal_F_000             414.7
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   0.746
_exptl_transmission_factor_min   0.664
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         4210
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0281
_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)+(0.0195P)²+0.7817P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0618
_refine_ls_wR_factor_ref         0.0648
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3797
_reflns_number_total             4210
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ce00918a2.cif
_cod_data_source_block           sql-glu-Ni
_cod_database_code               7251257
_shelx_shelxl_version_number     2019/1
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C8(H8), C12(H12), C7(H7), C11(H11), C17(H17), C6(H6), C10(H10),
 C13(H13), C14(H14)
;
_olex2_submission_special_instructions 'No special instructions were received'
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 0.43719(3) 0.56232(2) 0.24715(2) 0.01043(6) Uani 1 1 d . . . . .
O1 O 0.22355(15) 0.40258(13) 0.29554(8) 0.0129(2) Uani 1 1 d . . . . .
O4 O -0.45459(15) 0.33287(13) 0.22945(8) 0.0125(2) Uani 1 1 d . . . . .
O2 O 0.18512(15) 0.50767(15) 0.15177(9) 0.0165(2) Uani 1 1 d . . . . .
O5 O -0.31599(15) 0.53163(14) 0.34228(8) 0.0160(2) Uani 1 1 d . . . . .
N2 N 0.23933(18) 0.92447(16) 0.39109(10) 0.0120(3) Uani 1 1 d . . . . .
N4 N 0.71243(18) 0.80435(16) 0.05354(10) 0.0120(3) Uani 1 1 d . . . . .
N1 N 0.38072(18) 0.77185(16) 0.31153(10) 0.0138(3) Uani 1 1 d . . . . .
N3 N 0.54539(18) 0.67995(16) 0.14424(10) 0.0123(3) Uani 1 1 d . . . . .
C15 C 0.8600(2) 0.90155(19) 0.02626(11) 0.0121(3) Uani 1 1 d . . . . .
C9 C 0.1178(2) 0.96376(19) 0.44663(11) 0.0113(3) Uani 1 1 d . . . . .
C16 C 1.0373(2) 0.8924(2) 0.07669(12) 0.0146(3) Uani 1 1 d . . . . .
H16 H 1.062573 0.818893 0.128579 0.018 Uiso 1 1 calc R U . . .
C8 C 0.3437(2) 1.03847(19) 0.34875(12) 0.0138(3) Uani 1 1 d . . . . .
H8 H 0.353102 1.158799 0.352694 0.017 Uiso 1 1 calc R U . . .
C12 C 0.7072(2) 0.75892(19) 0.14425(11) 0.0129(3) Uani 1 1 d . . . . .
H12 H 0.806625 0.781021 0.200217 0.016 Uiso 1 1 calc R U . . .
C7 C 0.4300(2) 0.94233(19) 0.30024(12) 0.0137(3) Uani 1 1 d . . . . .
H7 H 0.511946 0.985870 0.264021 0.016 Uiso 1 1 calc R U . . .
C11 C 0.0433(2) 1.14471(19) 0.56266(11) 0.0123(3) Uani 1 1 d . . . . .
H11 H 0.072060 1.243026 0.605730 0.015 Uiso 1 1 calc R U . . .
C17 C 1.1777(2) 0.9918(2) 0.05055(12) 0.0142(3) Uani 1 1 d . . . . .
H17 H 1.299602 0.987223 0.085072 0.017 Uiso 1 1 calc R U . . .
C6 C 0.2666(2) 0.76598(19) 0.36701(12) 0.0144(3) Uani 1 1 d . . . . .
H6 H 0.211087 0.664352 0.387297 0.017 Uiso 1 1 calc R U . . .
C10 C 0.1620(2) 1.10864(19) 0.50864(11) 0.0122(3) Uani 1 1 d . . . . .
H10 H 0.272029 1.182278 0.514123 0.015 Uiso 1 1 calc R U . . .
C2 C -0.0625(2) 0.3162(2) 0.17498(12) 0.0136(3) Uani 1 1 d . . . . .
H2A H -0.068646 0.249308 0.114594 0.016 Uiso 1 1 calc R U . . .
H2B H -0.149271 0.398884 0.157976 0.016 Uiso 1 1 calc R U . . .
C5 C -0.3201(2) 0.38931(19) 0.29909(11) 0.0117(3) Uani 1 1 d . . . . .
C1 C 0.1260(2) 0.41384(19) 0.21085(12) 0.0125(3) Uani 1 1 d . . . . .
C4 C -0.1653(2) 0.2876(2) 0.33114(12) 0.0140(3) Uani 1 1 d . . . . .
H4A H -0.195747 0.202791 0.376367 0.017 Uiso 1 1 calc R U . . .
H4B H -0.055599 0.364629 0.366760 0.017 Uiso 1 1 calc R U . . .
C3 C -0.1241(2) 0.19605(19) 0.24574(12) 0.0142(3) Uani 1 1 d . . . . .
H3A H -0.028448 0.124924 0.271250 0.017 Uiso 1 1 calc R U . . .
H3B H -0.234246 0.119531 0.210143 0.017 Uiso 1 1 calc R U . . .
C13 C 0.4421(2) 0.6741(2) 0.04914(12) 0.0142(3) Uani 1 1 d . . . . .
H13 H 0.318997 0.623931 0.026838 0.017 Uiso 1 1 calc R U . . .
C14 C 0.5426(2) 0.7508(2) -0.00768(12) 0.0145(3) Uani 1 1 d . . . . .
H14 H 0.504187 0.764705 -0.075516 0.017 Uiso 1 1 calc R U . . .
O3 O 0.500000 0.500000 0.500000 0.142(9) Uani 0.332(12) 2 d S . . . .
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 C5 98.41(4) . 1_655 ?
O1 Ni1 C1 30.84(5) . . ?
O4 Ni1 O1 86.61(4) 1_655 . ?
O4 Ni1 C5 31.12(5) 1_655 1_655 ?
O4 Ni1 C1 92.59(5) 1_655 . ?
O2 Ni1 O1 61.87(4) . . ?
O2 Ni1 O4 100.46(4) . 1_655 ?
O2 Ni1 O5 161.25(5) . 1_655 ?
O2 Ni1 C5 131.29(5) . 1_655 ?
O2 Ni1 C1 31.10(5) . . ?
O5 Ni1 O1 107.07(4) 1_655 . ?
O5 Ni1 O4 62.44(4) 1_655 1_655 ?
O5 Ni1 C5 31.33(5) 1_655 1_655 ?
O5 Ni1 C1 135.58(5) 1_655 . ?
N1 Ni1 O1 90.19(5) . . ?
N1 Ni1 O4 160.47(5) . 1_655 ?
N1 Ni1 O2 94.96(5) . . ?
N1 Ni1 O5 100.38(5) . 1_655 ?
N1 Ni1 N3 98.33(5) . . ?
N1 Ni1 C5 131.26(5) . 1_655 ?
N1 Ni1 C1 94.50(5) . . ?
N3 Ni1 O1 153.54(5) . . ?
N3 Ni1 O4 92.99(5) . 1_655 ?
N3 Ni1 O2 92.33(5) . . ?
N3 Ni1 O5 96.03(5) . 1_655 ?
N3 Ni1 C5 94.66(5) . 1_655 ?
N3 Ni1 C1 122.99(5) . . ?
C5 Ni1 C1 116.70(5) 1_655 . ?
C1 O1 Ni1 85.43(9) . . ?
C5 O4 Ni1 87.73(9) . 1_455 ?
C1 O2 Ni1 92.07(10) . . ?
C5 O5 Ni1 90.09(9) . 1_455 ?
C8 N2 C9 126.87(13) . . ?
C6 N2 C9 125.55(13) . . ?
C6 N2 C8 107.53(13) . . ?
C12 N4 C15 127.09(14) . . ?
C12 N4 C14 107.28(13) . . ?
C14 N4 C15 125.46(13) . . ?
C7 N1 Ni1 130.13(11) . . ?
C6 N1 Ni1 123.61(11) . . ?
C6 N1 C7 105.88(13) . . ?
C12 N3 Ni1 134.34(11) . . ?
C12 N3 C13 105.91(13) . . ?
C13 N3 Ni1 119.60(10) . . ?
C16 C15 N4 120.49(14) . . ?
C16 C15 C17 120.52(14) . 2_775 ?
C17 C15 N4 118.97(14) 2_775 . ?
C11 C9 N2 119.14(13) 2_576 . ?
C10 C9 N2 119.76(13) . . ?
C10 C9 C11 121.10(14) . 2_576 ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.30(14) . . ?
C17 C16 H16 120.3 . . ?
N2 C8 H8 127.2 . . ?
C7 C8 N2 105.69(13) . . ?
C7 C8 H8 127.2 . . ?
N4 C12 H12 124.5 . . ?
N3 C12 N4 111.00(14) . . ?
N3 C12 H12 124.5 . . ?
N1 C7 H7 125.0 . . ?
C8 C7 N1 109.93(14) . . ?
C8 C7 H7 125.0 . . ?
C9 C11 H11 120.1 2_576 . ?
C9 C11 C10 119.73(14) 2_576 . ?
C10 C11 H11 120.1 . . ?
C15 C17 H17 119.9 2_775 . ?
C16 C17 C15 120.17(15) . 2_775 ?
C16 C17 H17 119.9 . . ?
N2 C6 H6 124.5 . . ?
N1 C6 N2 110.96(14) . . ?
N1 C6 H6 124.5 . . ?
C9 C10 C11 119.17(14) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
H2A C2 H2B 107.4 . . ?
C1 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C1 C2 C3 115.84(14) . . ?
C3 C2 H2A 108.3 . . ?
C3 C2 H2B 108.3 . . ?
O4 C5 Ni1 61.15(8) . 1_455 ?
O4 C5 O5 119.69(14) . . ?
O4 C5 C4 120.15(14) . . ?
O5 C5 Ni1 58.57(8) . 1_455 ?
O5 C5 C4 120.16(14) . . ?
C4 C5 Ni1 178.02(11) . 1_455 ?
O1 C1 Ni1 63.74(8) . . ?
O1 C1 O2 120.38(14) . . ?
O1 C1 C2 122.26(14) . . ?
O2 C1 Ni1 56.83(8) . . ?
O2 C1 C2 117.36(14) . . ?
C2 C1 Ni1 172.18(11) . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C5 C4 C3 112.44(13) . . ?
H4A C4 H4B 107.8 . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
C2 C3 C4 113.45(13) . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
N3 C13 H13 125.0 . . ?
C14 C13 N3 109.95(14) . . ?
C14 C13 H13 125.0 . . ?
N4 C14 H14 127.1 . . ?
C13 C14 N4 105.86(14) . . ?
C13 C14 H14 127.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.2072(11) . ?
Ni1 O4 2.1413(11) 1_655 ?
Ni1 O2 2.0550(12) . ?
Ni1 O5 2.0844(12) 1_655 ?
Ni1 N1 2.0355(13) . ?
Ni1 N3 2.0499(13) . ?
Ni1 C5 2.4428(15) 1_655 ?
Ni1 C1 2.4534(15) . ?
O1 C1 1.262(2) . ?
O4 C5 1.2634(19) . ?
O2 C1 1.2681(19) . ?
O5 C5 1.2703(19) . ?
N2 C9 1.4317(19) . ?
N2 C8 1.3831(19) . ?
N2 C6 1.3569(19) . ?
N4 C15 1.4321(19) . ?
N4 C12 1.359(2) . ?
N4 C14 1.383(2) . ?
N1 C7 1.384(2) . ?
N1 C6 1.323(2) . ?
N3 C12 1.321(2) . ?
N3 C13 1.383(2) . ?
C15 C16 1.386(2) . ?
C15 C17 1.395(2) 2_775 ?
C9 C11 1.391(2) 2_576 ?
C9 C10 1.388(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(2) . ?
C8 H8 0.9500 . ?
C8 C7 1.362(2) . ?
C12 H12 0.9500 . ?
C7 H7 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.391(2) . ?
C17 H17 0.9500 . ?
C6 H6 0.9500 . ?
C10 H10 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.511(2) . ?
C2 C3 1.524(2) . ?
C5 C4 1.511(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.528(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C13 H13 0.9500 . ?
C13 C14 1.359(2) . ?
C14 H14 0.9500 . ?
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
Ni1 O1 C1 O2 -4.90(14) . . . . ?
Ni1 O1 C1 C2 174.23(13) . . . . ?
Ni1 O4 C5 O5 1.98(14) 1_455 . . . ?
Ni1 O4 C5 C4 -178.28(12) 1_455 . . . ?
Ni1 O2 C1 O1 5.25(15) . . . . ?
Ni1 O2 C1 C2 -173.92(11) . . . . ?
Ni1 O5 C5 O4 -2.03(14) 1_455 . . . ?
Ni1 O5 C5 C4 178.23(12) 1_455 . . . ?
Ni1 N1 C7 C8 172.54(11) . . . . ?
Ni1 N1 C6 N2 -173.04(11) . . . . ?
Ni1 N3 C12 N4 175.36(10) . . . . ?
Ni1 N3 C13 C14 -176.40(10) . . . . ?
O4 C5 C4 C3 37.31(19) . . . . ?
O5 C5 C4 C3 -142.95(14) . . . . ?
N2 C9 C10 C11 -179.57(14) . . . . ?
N2 C8 C7 N1 0.19(18) . . . . ?
N4 C15 C16 C17 -178.10(14) . . . . ?
N3 C13 C14 N4 0.37(18) . . . . ?
C15 N4 C12 N3 175.48(13) . . . . ?
C15 N4 C14 C13 -175.75(14) . . . . ?
C15 C16 C17 C15 -0.6(3) . . . 2_775 ?
C9 N2 C8 C7 -177.26(14) . . . . ?
C9 N2 C6 N1 177.02(14) . . . . ?
C9 C11 C10 C9 -0.4(3) 2_576 . . . ?
C8 N2 C9 C11 142.96(16) . . . 2_576 ?
C8 N2 C9 C10 -37.1(2) . . . . ?
C8 N2 C6 N1 -0.40(19) . . . . ?
C12 N4 C15 C16 31.4(2) . . . . ?
C12 N4 C15 C17 -147.34(16) . . . 2_775 ?
C12 N4 C14 C13 -0.30(17) . . . . ?
C12 N3 C13 C14 -0.30(17) . . . . ?
C7 N1 C6 N2 0.51(19) . . . . ?
C11 C9 C10 C11 0.4(3) 2_576 . . . ?
C17 C15 C16 C17 0.6(3) 2_775 . . . ?
C6 N2 C9 C11 -34.0(2) . . . 2_576 ?
C6 N2 C9 C10 146.01(16) . . . . ?
C6 N2 C8 C7 0.12(18) . . . . ?
C6 N1 C7 C8 -0.43(19) . . . . ?
C5 C4 C3 C2 62.85(17) . . . . ?
C1 C2 C3 C4 72.23(17) . . . . ?
C3 C2 C1 O1 -3.0(2) . . . . ?
C3 C2 C1 O2 176.15(13) . . . . ?
C13 N3 C12 N4 0.11(17) . . . . ?
C14 N4 C15 C16 -154.08(15) . . . . ?
C14 N4 C15 C17 27.2(2) . . . 2_775 ?
C14 N4 C12 N3 0.12(17) . . . . ?
