#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:52:15 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301804 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/52/2215270.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_2215270
loop_
_publ_author_name
'Min Liu'
'Wen-Bing Yuan'
'Hong-Wu Xu'
'Qi Zhang'
'Jin-Xia Li'
_publ_section_title
;Bis{2,4-dibromo-6-[3-(cyclohexylammonio)propyliminomethyl]phenolato-κ²N,O}bis(thiocyanato-κN)nickel(II)
 methanol disolvate
;
_journal_coeditor_code           SJ2329
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2376
_journal_page_last               m2376
_journal_paper_doi               10.1107/S1600536807040238
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ni (N C S)2 (C16 H22 Br2 N2 O)2], 2C H4 O'
_chemical_formula_moiety         'C34 H44 Br4 N6 Ni O2 S2 , 2C H4 O'
_chemical_formula_sum            'C36 H52 Br4 N6 Ni O4 S2'
_chemical_formula_weight         1075.31
_chemical_name_systematic
;
Bis{2,4-dibromo-6-[3-(cyclohexylammonio)propyliminomethyl]phenolato-
κ²N,O}bis(thiocyanato-\kN)nickel(II) methanol disolvate
;
_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                108.28(3)
_cell_angle_beta                 104.21(3)
_cell_angle_gamma                100.80(3)
_cell_formula_units_Z            1
_cell_length_a                   9.3410(19)
_cell_length_b                   10.957(2)
_cell_length_c                   12.210(2)
_cell_measurement_reflns_used    1932
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.9
_cell_measurement_theta_min      2.3
_cell_volume                     1101.8(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART 1000 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  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0645
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8978
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.86
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.205
_exptl_absorpt_correction_T_max  0.4581
_exptl_absorpt_correction_T_min  0.3965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             542
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.324
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         4504
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0445
_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)+(0.048P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.1071
_reflns_number_gt                2992
_reflns_number_total             4504
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2329.cif
_cod_data_source_block           I
_cod_original_cell_volume        1101.8(4)
_cod_database_code               2215270
_cod_database_fobs_code          2215270
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
Ni Ni1 1.0000 0.5000 0.0000 0.02932(18) Uani d S 1
Br Br1 1.51132(5) 0.62678(5) 0.30412(4) 0.05920(18) Uani d . 1
Br Br2 1.33026(6) 0.98998(5) 0.64540(4) 0.06664(19) Uani d . 1
S S1 0.67133(19) 0.12546(13) 0.02759(16) 0.0838(5) Uani d . 1
O O1 1.1701(3) 0.5367(2) 0.1599(2) 0.0343(6) Uani d . 1
O O2 0.4154(4) 0.6690(5) 0.7706(4) 0.0961(14) Uani d . 1
H H2 0.3910 0.7163 0.8256 0.144 Uiso calc R 1
N N1 0.8749(3) 0.5875(3) 0.1069(3) 0.0308(7) Uani d . 1
N N2 0.7392(4) 0.6953(3) -0.1414(3) 0.0370(8) Uani d . 1
H H2A 0.6383 0.6774 -0.1815 0.044 Uiso calc R 1
H H2B 0.7599 0.6164 -0.1507 0.044 Uiso calc R 1
N N3 0.8862(4) 0.3162(3) -0.0011(3) 0.0406(8) Uani d . 1
C C1 1.0902(5) 0.6977(4) 0.2983(3) 0.0346(9) Uani d . 1
C C2 1.2019(4) 0.6386(4) 0.2618(3) 0.0336(9) Uani d . 1
C C3 1.3531(5) 0.6978(4) 0.3463(4) 0.0369(10) Uani d . 1
C C4 1.3914(5) 0.8006(4) 0.4567(3) 0.0428(11) Uani d . 1
H H4 1.4930 0.8359 0.5086 0.051 Uiso calc R 1
C C5 1.2775(5) 0.8511(4) 0.4899(3) 0.0402(10) Uani d . 1
C C6 1.1291(5) 0.8001(4) 0.4125(3) 0.0391(10) Uani d . 1
H H6 1.0527 0.8340 0.4362 0.047 Uiso calc R 1
C C7 0.9310(5) 0.6557(4) 0.2211(4) 0.0357(9) Uani d . 1
H H7 0.8612 0.6817 0.2597 0.043 Uiso calc R 1
C C8 0.7085(4) 0.5674(4) 0.0512(4) 0.0361(9) Uani d . 1
H H8A 0.6524 0.5346 0.0983 0.043 Uiso calc R 1
H H8B 0.6724 0.4997 -0.0308 0.043 Uiso calc R 1
C C9 0.6743(5) 0.6966(4) 0.0459(4) 0.0430(10) Uani d . 1
H H9A 0.5664 0.6750 -0.0007 0.052 Uiso calc R 1
H H9B 0.6897 0.7563 0.1283 0.052 Uiso calc R 1
C C10 0.7701(5) 0.7713(4) -0.0092(4) 0.0411(10) Uani d . 1
H H10A 0.7485 0.8567 0.0012 0.049 Uiso calc R 1
H H10B 0.8784 0.7896 0.0344 0.049 Uiso calc R 1
C C11 0.8317(5) 0.7682(4) -0.1982(4) 0.0402(10) Uani d . 1
H H11 0.9403 0.7983 -0.1472 0.048 Uiso calc R 1
C C12 0.7835(9) 0.8882(6) -0.2053(5) 0.106(3) Uani d . 1
H H12A 0.7954 0.9484 -0.1240 0.127 Uiso calc R 1
H H12B 0.6755 0.8605 -0.2540 0.127 Uiso calc R 1
C C13 0.8795(9) 0.9614(5) -0.2620(5) 0.105(3) Uani d . 1
H H13A 0.8441 1.0377 -0.2675 0.125 Uiso calc R 1
H H13B 0.9864 0.9949 -0.2099 0.125 Uiso calc R 1
C C14 0.8688(6) 0.8722(5) -0.3856(4) 0.0546(12) Uani d . 1
H H14A 0.9368 0.9200 -0.4168 0.066 Uiso calc R 1
H H14B 0.7642 0.8467 -0.4406 0.066 Uiso calc R 1
C C15 0.9127(8) 0.7495(5) -0.3811(5) 0.0849(19) Uani d . 1
H H15A 1.0213 0.7746 -0.3347 0.102 Uiso calc R 1
H H15B 0.8973 0.6894 -0.4633 0.102 Uiso calc R 1
C C16 0.8180(7) 0.6767(5) -0.3229(5) 0.0758(17) Uani d . 1
H H16A 0.7106 0.6432 -0.3740 0.091 Uiso calc R 1
H H16B 0.8535 0.6005 -0.3174 0.091 Uiso calc R 1
C C17 0.7955(5) 0.2382(4) 0.0099(4) 0.0410(10) Uani d . 1
C C18 0.2958(8) 0.6214(7) 0.6636(6) 0.101(2) Uani d . 1
H H18A 0.2636 0.6950 0.6497 0.151 Uiso calc R 1
H H18B 0.2112 0.5605 0.6683 0.151 Uiso calc R 1
H H18C 0.3286 0.5753 0.5976 0.151 Uiso calc R 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'
Br Br -0.2901 2.4595 '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'
S S 0.1246 0.1234 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Ni1 O1 . 2_765 180.00(14)
O1 Ni1 N3 . 2_765 88.72(12)
O1 Ni1 N3 2_765 2_765 91.28(12)
O1 Ni1 N3 . . 91.28(12)
O1 Ni1 N3 2_765 . 88.72(12)
N3 Ni1 N3 2_765 . 180.00(18)
O1 Ni1 N1 . . 87.62(11)
O1 Ni1 N1 2_765 . 92.38(11)
N3 Ni1 N1 2_765 . 92.76(13)
N3 Ni1 N1 . . 87.24(13)
O1 Ni1 N1 . 2_765 92.38(11)
O1 Ni1 N1 2_765 2_765 87.62(11)
N3 Ni1 N1 2_765 2_765 87.24(13)
N3 Ni1 N1 . 2_765 92.76(13)
N1 Ni1 N1 . 2_765 180.00(15)
C2 O1 Ni1 . . 124.6(2)
C18 O2 H2 . . 109.5
C7 N1 C8 . . 115.6(3)
C7 N1 Ni1 . . 124.4(3)
C8 N1 Ni1 . . 120.0(2)
C10 N2 C11 . . 113.7(3)
C10 N2 H2A . . 108.8
C11 N2 H2A . . 108.8
C10 N2 H2B . . 108.8
C11 N2 H2B . . 108.8
H2A N2 H2B . . 107.7
C17 N3 Ni1 . . 159.1(3)
C6 C1 C2 . . 121.1(4)
C6 C1 C7 . . 116.5(4)
C2 C1 C7 . . 122.5(4)
O1 C2 C3 . . 121.8(4)
O1 C2 C1 . . 123.8(4)
C3 C2 C1 . . 114.4(3)
C4 C3 C2 . . 124.2(4)
C4 C3 Br1 . . 118.4(3)
C2 C3 Br1 . . 117.4(3)
C3 C4 C5 . . 119.1(4)
C3 C4 H4 . . 120.5
C5 C4 H4 . . 120.5
C6 C5 C4 . . 120.1(4)
C6 C5 Br2 . . 121.1(3)
C4 C5 Br2 . . 118.9(3)
C5 C6 C1 . . 121.1(4)
C5 C6 H6 . . 119.5
C1 C6 H6 . . 119.5
N1 C7 C1 . . 127.9(4)
N1 C7 H7 . . 116.1
C1 C7 H7 . . 116.1
N1 C8 C9 . . 112.1(3)
N1 C8 H8A . . 109.2
C9 C8 H8A . . 109.2
N1 C8 H8B . . 109.2
C9 C8 H8B . . 109.2
H8A C8 H8B . . 107.9
C10 C9 C8 . . 115.8(3)
C10 C9 H9A . . 108.3
C8 C9 H9A . . 108.3
C10 C9 H9B . . 108.3
C8 C9 H9B . . 108.3
H9A C9 H9B . . 107.4
N2 C10 C9 . . 112.9(3)
N2 C10 H10A . . 109.0
C9 C10 H10A . . 109.0
N2 C10 H10B . . 109.0
C9 C10 H10B . . 109.0
H10A C10 H10B . . 107.8
C12 C11 C16 . . 109.7(4)
C12 C11 N2 . . 111.7(4)
C16 C11 N2 . . 110.6(3)
C12 C11 H11 . . 108.2
C16 C11 H11 . . 108.2
N2 C11 H11 . . 108.2
C11 C12 C13 . . 110.9(5)
C11 C12 H12A . . 109.5
C13 C12 H12A . . 109.5
C11 C12 H12B . . 109.5
C13 C12 H12B . . 109.5
H12A C12 H12B . . 108.0
C14 C13 C12 . . 111.7(5)
C14 C13 H13A . . 109.3
C12 C13 H13A . . 109.3
C14 C13 H13B . . 109.3
C12 C13 H13B . . 109.3
H13A C13 H13B . . 107.9
C13 C14 C15 . . 110.4(4)
C13 C14 H14A . . 109.6
C15 C14 H14A . . 109.6
C13 C14 H14B . . 109.6
C15 C14 H14B . . 109.6
H14A C14 H14B . . 108.1
C14 C15 C16 . . 111.7(4)
C14 C15 H15A . . 109.3
C16 C15 H15A . . 109.3
C14 C15 H15B . . 109.3
C16 C15 H15B . . 109.3
H15A C15 H15B . . 107.9
C11 C16 C15 . . 111.1(4)
C11 C16 H16A . . 109.4
C15 C16 H16A . . 109.4
C11 C16 H16B . . 109.4
C15 C16 H16B . . 109.4
H16A C16 H16B . . 108.0
N3 C17 S1 . . 178.0(4)
O2 C18 H18A . . 109.5
O2 C18 H18B . . 109.5
H18A C18 H18B . . 109.5
O2 C18 H18C . . 109.5
H18A C18 H18C . . 109.5
H18B C18 H18C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 O1 . 2.060(3)
Ni1 O1 2_765 2.060(3)
Ni1 N3 2_765 2.088(4)
Ni1 N3 . 2.088(4)
Ni1 N1 . 2.090(3)
Ni1 N1 2_765 2.090(3)
Br1 C3 . 1.900(4)
Br2 C5 . 1.900(4)
S1 C17 . 1.635(5)
O1 C2 . 1.306(4)
O2 C18 . 1.365(6)
O2 H2 . 0.8200
N1 C7 . 1.272(5)
N1 C8 . 1.479(5)
N2 C10 . 1.490(5)
N2 C11 . 1.500(5)
N2 H2A . 0.9000
N2 H2B . 0.9000
N3 C17 . 1.150(5)
C1 C6 . 1.398(5)
C1 C2 . 1.416(5)
C1 C7 . 1.447(5)
C2 C3 . 1.415(5)
C3 C4 . 1.369(5)
C4 C5 . 1.376(5)
C4 H4 . 0.9300
C5 C6 . 1.364(6)
C6 H6 . 0.9300
C7 H7 . 0.9300
C8 C9 . 1.525(6)
C8 H8A . 0.9700
C8 H8B . 0.9700
C9 C10 . 1.513(6)
C9 H9A . 0.9700
C9 H9B . 0.9700
C10 H10A . 0.9700
C10 H10B . 0.9700
C11 C12 . 1.488(6)
C11 C16 . 1.496(6)
C11 H11 . 0.9800
C12 C13 . 1.520(8)
C12 H12A . 0.9700
C12 H12B . 0.9700
C13 C14 . 1.486(6)
C13 H13A . 0.9700
C13 H13B . 0.9700
C14 C15 . 1.490(7)
C14 H14A . 0.9700
C14 H14B . 0.9700
C15 C16 . 1.525(7)
C15 H15A . 0.9700
C15 H15B . 0.9700
C16 H16A . 0.9700
C16 H16B . 0.9700
C18 H18A . 0.9600
C18 H18B . 0.9600
C18 H18C . 0.9600
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139073007
