#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/92/4509240.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4509240
loop_
_publ_author_name
'Siegler, Maxime A.'
'Lutz, Martin'
_publ_section_title
;
 Ni(salen): a System That Forms Many Solvates with Interacting Ni Atoms
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1194
_journal_paper_doi               10.1021/cg801109n
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         'C16 H14 N2 Ni O2'
_chemical_formula_sum            'C16 H14 N2 Ni O2'
_chemical_formula_weight         325.00
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2bc 2ac'
_symmetry_space_group_name_H-M   'P c a b'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.6845(1)
_cell_length_b                   7.3769(1)
_cell_length_c                   25.9675(3)
_cell_measurement_reflns_used    40670
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      53.89
_cell_measurement_theta_min      1.68
_cell_volume                     2621.40(5)
_computing_cell_refinement       'PEAKREF (Schreurs, 2005)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EVAL15 (Xian et al., 2006)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'initial coordinates taken from the literature'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0069
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            84299
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    1.485
_exptl_absorpt_correction_T_max  0.80
_exptl_absorpt_correction_T_min  0.46
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2006)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.647
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3006
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0201
_refine_ls_R_factor_gt           0.0186
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0252P)²+1.7133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0522
_refine_ls_wR_factor_ref         0.0532
_reflns_number_gt                2806
_reflns_number_total             3006
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg801109nsup1.cif
_cod_data_source_block           1
_cod_database_code               4509240
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x-1/2, -y-1/2, z'
'-x-1/2, y, 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
Ni1 Ni 0.548054(10) 0.310153(19) 0.512324(5) 0.00859(6) Uani 1 1 d .
O1 O 0.63765(6) 0.38630(11) 0.56105(3) 0.01195(16) Uani 1 1 d .
O2 O 0.63405(6) 0.40756(11) 0.46459(3) 0.01150(16) Uani 1 1 d .
N1 N 0.46379(7) 0.20773(13) 0.55994(4) 0.01111(19) Uani 1 1 d .
N2 N 0.45800(7) 0.24081(14) 0.46301(4) 0.01131(19) Uani 1 1 d .
C1 C 0.62930(8) 0.37826(15) 0.61123(4) 0.0107(2) Uani 1 1 d .
C2 C 0.55423(8) 0.28106(16) 0.63719(5) 0.0124(2) Uani 1 1 d .
C3 C 0.55452(9) 0.27076(18) 0.69148(5) 0.0170(2) Uani 1 1 d .
H3 H 0.5053 0.2024 0.7084 0.020 Uiso 1 1 calc R
C4 C 0.62463(9) 0.35767(19) 0.72039(5) 0.0193(3) Uani 1 1 d .
H4 H 0.6250 0.3472 0.7568 0.023 Uiso 1 1 calc R
C5 C 0.69551(9) 0.46204(17) 0.69501(5) 0.0160(2) Uani 1 1 d .
H5 H 0.7425 0.5266 0.7147 0.019 Uiso 1 1 calc R
C6 C 0.69824(8) 0.47265(16) 0.64192(4) 0.0130(2) Uani 1 1 d .
H6 H 0.7471 0.5443 0.6257 0.016 Uiso 1 1 calc R
C7 C 0.47457(9) 0.20161(15) 0.60938(5) 0.0125(2) Uani 1 1 d .
H7 H 0.4260 0.1397 0.6287 0.015 Uiso 1 1 calc R
C8 C 0.63031(8) 0.39217(15) 0.41454(4) 0.0112(2) Uani 1 1 d .
C9 C 0.55614(8) 0.29608(15) 0.38748(5) 0.0125(2) Uani 1 1 d .
C10 C 0.56097(9) 0.28020(18) 0.33338(5) 0.0175(2) Uani 1 1 d .
H10 H 0.5120 0.2131 0.3158 0.021 Uiso 1 1 calc R
C11 C 0.63506(10) 0.35973(19) 0.30554(5) 0.0200(3) Uani 1 1 d .
H11 H 0.6387 0.3444 0.2693 0.024 Uiso 1 1 calc R
C12 C 0.70517(9) 0.46385(17) 0.33168(5) 0.0167(2) Uani 1 1 d .
H12 H 0.7548 0.5239 0.3126 0.020 Uiso 1 1 calc R
C13 C 0.70297(8) 0.48021(16) 0.38460(4) 0.0131(2) Uani 1 1 d .
H13 H 0.7511 0.5519 0.4013 0.016 Uiso 1 1 calc R
C14 C 0.47034(8) 0.23344(16) 0.41380(5) 0.0129(2) Uani 1 1 d .
H14 H 0.4192 0.1832 0.3936 0.015 Uiso 1 1 calc R
C15 C 0.36070(9) 0.20208(16) 0.48468(4) 0.0135(2) Uani 1 1 d .
H15A H 0.3249 0.1161 0.4623 0.016 Uiso 1 1 calc R
H15B H 0.3221 0.3151 0.4874 0.016 Uiso 1 1 calc R
C16 C 0.37642(8) 0.12015(15) 0.53746(5) 0.0132(2) Uani 1 1 d .
H16A H 0.3186 0.1420 0.5595 0.016 Uiso 1 1 calc R
H16B H 0.3867 -0.0123 0.5346 0.016 Uiso 1 1 calc 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'
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
O1 Ni1 N2 178.36(4)
O1 Ni1 N1 94.58(4)
N2 Ni1 N1 86.25(5)
O1 Ni1 O2 85.35(4)
N2 Ni1 O2 93.86(4)
N1 Ni1 O2 178.64(4)
C1 O1 Ni1 127.54(7)
C8 O2 Ni1 127.37(7)
C7 N1 C16 117.96(10)
C7 N1 Ni1 127.31(8)
C16 N1 Ni1 114.71(8)
C14 N2 C15 119.24(10)
C14 N2 Ni1 127.61(8)
C15 N2 Ni1 113.04(7)
O1 C1 C6 118.63(10)
O1 C1 C2 123.88(10)
C6 C1 C2 117.49(10)
C3 C2 C1 119.88(11)
C3 C2 C7 118.90(11)
C1 C2 C7 121.11(11)
C4 C3 C2 121.43(11)
C4 C3 H3 119.3
C2 C3 H3 119.3
C3 C4 C5 118.78(11)
C3 C4 H4 120.6
C5 C4 H4 120.6
C6 C5 C4 121.24(11)
C6 C5 H5 119.4
C4 C5 H5 119.4
C5 C6 C1 121.01(11)
C5 C6 H6 119.5
C1 C6 H6 119.5
N1 C7 C2 124.94(11)
N1 C7 H7 117.5
C2 C7 H7 117.5
O2 C8 C13 118.56(10)
O2 C8 C9 124.24(11)
C13 C8 C9 117.18(11)
C10 C9 C8 119.96(11)
C10 C9 C14 119.06(11)
C8 C9 C14 120.57(11)
C11 C10 C9 121.46(12)
C11 C10 H10 119.3
C9 C10 H10 119.3
C10 C11 C12 118.87(11)
C10 C11 H11 120.6
C12 C11 H11 120.6
C13 C12 C11 120.95(11)
C13 C12 H12 119.5
C11 C12 H12 119.5
C12 C13 C8 121.38(11)
C12 C13 H13 119.3
C8 C13 H13 119.3
N2 C14 C9 124.43(11)
N2 C14 H14 117.8
C9 C14 H14 117.8
N2 C15 C16 107.15(9)
N2 C15 H15A 110.3
C16 C15 H15A 110.3
N2 C15 H15B 110.3
C16 C15 H15B 110.3
H15A C15 H15B 108.5
N1 C16 C15 107.33(9)
N1 C16 H16A 110.2
C15 C16 H16A 110.2
N1 C16 H16B 110.2
C15 C16 H16B 110.2
H16A C16 H16B 108.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 O1 1.8493(8)
Ni1 N2 1.8494(10)
Ni1 N1 1.8519(10)
Ni1 O2 1.8540(8)
O1 C1 1.3093(13)
O2 C8 1.3056(13)
N1 C7 1.2931(16)
N1 C16 1.4792(14)
N2 C14 1.2901(15)
N2 C15 1.4734(14)
C1 C6 1.4176(16)
C1 C2 1.4227(16)
C2 C3 1.4117(16)
C2 C7 1.4329(16)
C3 C4 1.3766(18)
C3 H3 0.9500
C4 C5 1.4028(18)
C4 H4 0.9500
C5 C6 1.3815(16)
C5 H5 0.9500
C6 H6 0.9500
C7 H7 0.9500
C8 C13 1.4196(16)
C8 C9 1.4235(16)
C9 C10 1.4113(17)
C9 C14 1.4350(16)
C10 C11 1.3764(18)
C10 H10 0.9500
C11 C12 1.4039(18)
C11 H11 0.9500
C12 C13 1.3799(16)
C12 H12 0.9500
C13 H13 0.9500
C14 H14 0.9500
C15 C16 1.5132(16)
C15 H15A 0.9900
C15 H15B 0.9900
C16 H16A 0.9900
C16 H16B 0.9900
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
N1 Ni1 O1 C1 -6.08(9)
O2 Ni1 O1 C1 175.28(9)
O1 Ni1 O2 C8 171.15(9)
N2 Ni1 O2 C8 -10.28(9)
O1 Ni1 N1 C7 -0.33(10)
N2 Ni1 N1 C7 -178.91(10)
O1 Ni1 N1 C16 -178.61(8)
N2 Ni1 N1 C16 2.80(8)
N1 Ni1 N2 C14 -165.58(11)
O2 Ni1 N2 C14 13.06(11)
N1 Ni1 N2 C15 18.43(8)
O2 Ni1 N2 C15 -162.93(8)
Ni1 O1 C1 C6 -168.93(8)
Ni1 O1 C1 C2 10.53(16)
O1 C1 C2 C3 176.09(11)
C6 C1 C2 C3 -4.44(17)
O1 C1 C2 C7 -7.59(17)
C6 C1 C2 C7 171.88(10)
C1 C2 C3 C4 1.97(19)
C7 C2 C3 C4 -174.43(12)
C2 C3 C4 C5 1.6(2)
C3 C4 C5 C6 -2.64(19)
C4 C5 C6 C1 0.03(18)
O1 C1 C6 C5 -177.02(11)
C2 C1 C6 C5 3.48(17)
C16 N1 C7 C2 -179.30(10)
Ni1 N1 C7 C2 2.46(17)
C3 C2 C7 N1 177.26(12)
C1 C2 C7 N1 0.90(18)
Ni1 O2 C8 C13 179.01(7)
Ni1 O2 C8 C9 0.75(16)
O2 C8 C9 C10 -177.10(11)
C13 C8 C9 C10 4.61(16)
O2 C8 C9 C14 10.35(17)
C13 C8 C9 C14 -167.93(10)
C8 C9 C10 C11 -1.61(19)
C14 C9 C10 C11 171.04(12)
C9 C10 C11 C12 -2.2(2)
C10 C11 C12 C13 2.89(19)
C11 C12 C13 C8 0.27(18)
O2 C8 C13 C12 177.63(10)
C9 C8 C13 C12 -3.99(16)
C15 N2 C14 C9 169.43(11)
Ni1 N2 C14 C9 -6.33(18)
C10 C9 C14 N2 179.87(12)
C8 C9 C14 N2 -7.52(18)
C14 N2 C15 C16 149.39(11)
Ni1 N2 C15 C16 -34.26(11)
C7 N1 C16 C15 159.49(10)
Ni1 N1 C16 C15 -22.06(11)
N2 C15 C16 N1 34.44(12)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139074175
