#------------------------------------------------------------------------------
#$Date: 2017-11-23 20:17:22 +0200 (Thu, 23 Nov 2017) $
#$Revision: 203508 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/16/2011629.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_2011629
loop_
_publ_author_name
'Martin, Cassandra J.'
'Hockless, David C. R.'
'Taylor, Max R.'
'Martin, Lisandra L.'
_publ_section_title
;Bis(di-μ-acetato-aqua{2-[N-ethyl-N-(2-hydroxy-4-methylbenzyl)aminomethyl]-1-methylbenzimidazole}nickel)nickel(II)
 tetrahydrate
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e549
_journal_page_last               e549
_journal_paper_doi               10.1107/S0108270100014967
_journal_volume                  56
_journal_year                    2000
_chemical_formula_iupac
'[Ni3 (C18 H22 N3 O)2 (C2 H3 O2)4 (H2 O)2], 4H2 O1'
_chemical_formula_moiety         'C46 H60 N6 Ni3 O12, 4H2 O'
_chemical_formula_sum            'C46 H68 N6 Ni3 O16'
_chemical_formula_weight         1137.15
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                99.66(2)
_cell_angle_beta                 110.340(10)
_cell_angle_gamma                110.230(10)
_cell_formula_units_Z            1
_cell_length_a                   11.130(2)
_cell_length_b                   11.732(2)
_cell_length_c                   12.258(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26.1
_cell_measurement_theta_min      17.2
_cell_volume                     1330.6(5)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1994)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1992-1997)'
_computing_publication_material  'Xtal3.4 BONDLA CIFIO'
_computing_structure_refinement  'Xtal3.4 CRYLSQ (Hall et al., 1995)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      193(2)
_diffrn_measurement_device_type  'Rigaku AFC-6R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  .031
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4152
_diffrn_reflns_theta_max         60.04
_diffrn_reflns_theta_min         4.07
_diffrn_standards_decay_%        .82
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.831
_exptl_absorpt_correction_T_max  .965
_exptl_absorpt_correction_T_min  .873
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             598
_exptl_crystal_size_max          .12
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .02
_refine_diff_density_max         .64
_refine_diff_density_min         -.68
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.927
_refine_ls_goodness_of_fit_ref   1.750
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     322
_refine_ls_number_reflns         2865
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          .099
_refine_ls_R_factor_gt           .058
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
w = 1/σ²(Fo)
;
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         .053
_refine_ls_wR_factor_ref         .047
_reflns_number_gt                2872
_reflns_number_total             3940
_reflns_threshold_expression     F>2.5σ(Fₒ)'
_cod_data_source_file            qa0417.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-11-23
;
_cod_database_code               2011629
loop_
_symmetry_equiv_pos_as_xyz
+x,+y,+z
-x,-y,-z
loop_
_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_calc_attached_atom
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Ni1 .50000 .50000 .50000 .0280(5) Uani ? ? 1.00000 ? ? 0
Ni2 .22639(9) .43520(8) .27164(8) .0255(4) Uani ? ? 1.00000 ? ? 0
O1 .2877(3) .4391(3) .4497(3) .0255(14) Uani ? ? 1.00000 ? ? 0
O2 .4235(3) .4344(3) .3044(3) .0268(14) Uani ? ? 1.00000 ? ? 0
O3 .4009(4) .3737(4) .1152(4) .054(2) Uani ? ? 1.00000 ? ? 0
O4 .3253(4) .6325(3) .3253(3) .0318(14) Uani ? ? 1.00000 ? ? 0
O5 .5077(4) .6745(3) .5028(3) .0317(14) Uani ? ? 1.00000 ? ? 0
O6 .1834(4) .4333(3) .0903(3) .0351(15) Uani ? ? 1.00000 ? ? 0
O7 .6989(5) .3011(4) .8865(4) .060(2) Uani ? ? 1.00000 ? ? 0
O8 .4650(6) .3269(5) .9188(5) .094(3) Uani ? ? 1.00000 ? ? 2
N1 .0252(4) .4320(4) .2479(4) .0277(17) Uani ? ? 1.00000 ? ? 0
N2 .1040(4) .2378(4) .2049(4) .0271(17) Uani ? ? 1.00000 ? ? 0
N3 -.1131(4) .0769(4) .1210(4) .0331(17) Uani ? ? 1.00000 ? ? 0
C1 .0239(6) .4472(5) .3700(5) .031(2) Uani ? ? 1.00000 ? ? 0
C2 .0534(5) .3531(5) .4308(5) .026(2) Uani ? ? 1.00000 ? ? 0
C3 -.0503(6) .2653(5) .4522(5) .034(2) Uani ? ? 1.00000 ? ? 0
C4 -.0245(6) .1869(5) .5193(6) .038(2) Uani ? ? 1.00000 ? ? 0
C5 .1137(7) .1984(5) .5673(6) .041(3) Uani ? ? 1.00000 ? ? 0
C6 .2193(6) .2813(5) .5465(5) .036(2) Uani ? ? 1.00000 ? ? 0
C7 .1909(5) .3581(4) .4766(5) .027(2) Uani ? ? 1.00000 ? ? 0
C8 -.1390(7) .0966(6) .5421(6) .058(3) Uani ? ? 1.00000 ? ? 0
C9 .0038(6) .5371(5) .2030(5) .035(2) Uani ? ? 1.00000 ? ? 0
C10 -.1321(6) .5488(5) .1896(5) .038(2) Uani ? ? 1.00000 ? ? 0
C11 -.0900(6) .3038(5) .1578(5) .034(2) Uani ? ? 1.00000 ? ? 0
C12 -.0324(6) .2073(5) .1631(5) .029(2) Uani ? ? 1.00000 ? ? 0
C13 .1175(6) .1244(5) .1937(5) .028(2) Uani ? ? 1.00000 ? ? 0
C14 .2345(6) .0986(5) .2246(5) .034(2) Uani ? ? 1.00000 ? ? 0
C15 .2117(6) -.0292(5) .1950(5) .041(3) Uani ? ? 1.00000 ? ? 0
C16 .0735(7) -.1296(5) .1362(5) .040(2) Uani ? ? 1.00000 ? ? 0
C17 -.0452(6) -.1069(5) .1078(5) .041(2) Uani ? ? 1.00000 ? ? 0
C18 -.0215(6) .0210(5) .1383(5) .032(2) Uani ? ? 1.00000 ? ? 0
C19 -.2693(6) .0097(6) .0699(7) .058(3) Uani ? ? 1.00000 ? ? 0
C20 .4626(6) .3920(5) .2281(5) .032(2) Uani ? ? 1.00000 ? ? 0
C21 .5876(6) .3604(5) .2738(5) .040(2) Uani ? ? 1.00000 ? ? 0
C22 .4327(6) .7073(5) .4248(6) .033(2) Uani ? ? 1.00000 ? ? 0
C23 .4759(7) .8493(5) .4513(7) .060(3) Uani ? ? 1.00000 ? ? 0
H1a -.06681 .43970 .36020 .03700 Uiso ? ? 1.00000 ? ? 0
H1b .09490 .53120 .42350 .03700 Uiso ? ? 1.00000 ? ? 0
H3 -.14409 .26000 .41800 .04100 Uiso ? ? 1.00000 ? ? 0
H5 .13620 .14750 .61600 .05000 Uiso ? ? 1.00000 ? ? 0
H6 .31250 .28630 .57981 .04300 Uiso ? ? 1.00000 ? ? 0
H06a .26790 .42250 .10041 .05400 Uiso ? ? 1.00000 ? ? 0
H06b .19770 .51930 .08110 .05400 Uiso ? ? 1.00000 ? ? 0
H8b -.10330 .04850 .58800 .07000 Uiso ? ? 1.00000 ? ? 0
H8c -.21779 .03950 .46580 .07000 Uiso ? ? 1.00000 ? ? 0
H8a -.17050 .14440 .58741 .07000 Uiso ? ? 1.00000 ? ? 0
H9a .00509 .52391 .12471 .04200 Uiso ? ? 1.00000 ? ? 0
H9b .08261 .61610 .25940 .04200 Uiso ? ? 1.00000 ? ? 0
H10b -.21209 .46881 .13810 .04600 Uiso ? ? 1.00000 ? ? 0
H10c -.13060 .57210 .26780 .04600 Uiso ? ? 1.00000 ? ? 0
H10a -.13880 .61310 .15250 .04600 Uiso ? ? 1.00000 ? ? 0
H11a -.12069 .30931 .07701 .04100 Uiso ? ? 1.00000 ? ? 0
H11b -.16751 .27900 .17830 .04100 Uiso ? ? 1.00000 ? ? 0
H14 .32801 .16610 .26470 .04000 Uiso ? ? 1.00000 ? ? 0
H15 .29090 -.04889 .21511 .04800 Uiso ? ? 1.00000 ? ? 0
H16 .06221 -.21560 .11590 .04700 Uiso ? ? 1.00000 ? ? 0
H17 -.13810 -.17500 .06890 .04900 Uiso ? ? 1.00000 ? ? 0
H19b -.30200 -.07760 .02391 .06900 Uiso ? ? 1.00000 ? ? 0
H19c -.29709 .01261 .13520 .06900 Uiso ? ? 1.00000 ? ? 0
H19a -.31130 .05030 .01741 .06900 Uiso ? ? 1.00000 ? ? 0
H21b .58490 .32460 .33741 .04900 Uiso ? ? 1.00000 ? ? 0
H21c .67321 .43560 .30381 .04900 Uiso ? ? 1.00000 ? ? 0
H21a .58110 .29870 .20761 .04900 Uiso ? ? 1.00000 ? ? 0
H23b .46200 .86860 .37661 .07300 Uiso ? ? 1.00000 ? ? 0
H23c .57319 .89540 .50820 .07300 Uiso ? ? 1.00000 ? ? 0
H23a .41900 .87250 .48430 .07300 Uiso ? ? 1.00000 ? ? 0
H7a .66025 .29930 .80648 .08600 Uiso ? ? 1.00000 ? ? 0
H7b .61827 .27783 .89958 .08600 Uiso ? ? 1.00000 ? ? 0
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C .017029 .008972 'Int Tables Vol IV Tables 2.2B and 2.3.1'
H 0 0 'Int Tables Vol IV Tables 2.2B and 2.3.1'
N .028992 .018005 'Int Tables Vol IV Tables 2.2B and 2.3.1'
Ni -2.956 .508972 'Int Tables Vol IV Tables 2.2B and 2.3.1'
O .046997 .031982 'Int Tables Vol IV Tables 2.2B and 2.3.1'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 0 1
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
O5 Ni1 O5 . 2_666 180.0000
O5 Ni1 O1 . 2_666 93.77(15)
O5 Ni1 O1 . . 86.23(15)
O5 Ni1 O2 . 2_666 87.40(15)
O5 Ni1 O2 . . 92.60(15)
O5 Ni1 O1 2_666 2_666 86.23(15)
O5 Ni1 O1 2_666 . 93.77(15)
O5 Ni1 O2 2_666 2_666 92.60(15)
O5 Ni1 O2 2_666 . 87.40(15)
O1 Ni1 O1 2_666 . 180.0000
O1 Ni1 O2 2_666 2_666 80.99(15)
O1 Ni1 O2 2_666 . 99.01(15)
O1 Ni1 O2 . 2_666 99.01(15)
O1 Ni1 O2 . . 80.99(15)
O2 Ni1 O2 2_666 . 180.0000
O1 Ni2 O4 . . 91.58(14)
O1 Ni2 N2 . . 92.33(16)
O1 Ni2 O2 . . 82.14(16)
O1 Ni2 O6 . . 174.29(18)
O1 Ni2 N1 . . 94.44(18)
O4 Ni2 N2 . . 172.96(18)
O4 Ni2 O2 . . 88.72(15)
O4 Ni2 O6 . . 87.65(15)
O4 Ni2 N1 . . 92.56(17)
N2 Ni2 O2 . . 97.61(18)
N2 Ni2 O6 . . 89.04(16)
N2 Ni2 N1 . . 81.30(18)
O2 Ni2 O6 . . 92.18(17)
O2 Ni2 N1 . . 176.38(19)
O6 Ni2 N1 . . 91.25(18)
C7 O1 Ni2 . . 117.5(3)
C7 O1 Ni1 . . 135.6(4)
Ni2 O1 Ni1 . . 98.05(19)
C20 O2 Ni2 . . 128.7(3)
C20 O2 Ni1 . . 137.6(4)
Ni2 O2 Ni1 . . 93.17(18)
C22 O4 Ni2 . . 126.7(4)
C22 O5 Ni1 . . 130.5(3)
H06a O6 H06b . . 108.7(4)
H06a O6 Ni2 . . 89.0(3)
H06b O6 Ni2 . . 112.5(3)
H7a O7 H7b . . 99.5(4)
C1 N1 C9 . . 109.9(5)
C1 N1 C11 . . 110.0(4)
C1 N1 Ni2 . . 106.6(3)
C9 N1 C11 . . 110.1(4)
C9 N1 Ni2 . . 112.1(4)
C11 N1 Ni2 . . 108.1(4)
C12 N2 C13 . . 107.0(4)
C12 N2 Ni2 . . 111.8(4)
C13 N2 Ni2 . . 141.1(4)
C18 N3 C12 . . 107.4(4)
C18 N3 C19 . . 126.4(5)
C12 N3 C19 . . 126.2(6)
H1a C1 H1b . . 109.6(7)
H1a C1 N1 . . 107.9(5)
H1a C1 C2 . . 107.9(6)
H1b C1 N1 . . 107.6(5)
H1b C1 C2 . . 107.6(5)
N1 C1 C2 . . 116.1(5)
C3 C2 C7 . . 118.2(5)
C3 C2 C1 . . 121.1(6)
C7 C2 C1 . . 120.5(5)
H3 C3 C4 . . 118.7(6)
H3 C3 C2 . . 117.8(6)
C4 C3 C2 . . 123.5(6)
C3 C4 C5 . . 116.5(6)
C3 C4 C8 . . 121.3(6)
C5 C4 C8 . . 122.2(6)
H5 C5 C6 . . 118.7(7)
H5 C5 C4 . . 119.0(7)
C6 C5 C4 . . 122.4(6)
H6 C6 C5 . . 120.4(7)
H6 C6 C7 . . 119.2(6)
C5 C6 C7 . . 120.4(6)
O1 C7 C6 . . 123.9(5)
O1 C7 C2 . . 117.3(5)
C6 C7 C2 . . 118.8(6)
H8b C8 H8c . . 109.4(6)
H8b C8 H8a . . 109.2(8)
H8b C8 C4 . . 109.9(7)
H8c C8 H8a . . 108.8(8)
H8c C8 C4 . . 109.9(7)
H8a C8 C4 . . 109.6(6)
H9a C9 H9b . . 109.1(6)
H9a C9 N1 . . 107.3(6)
H9a C9 C10 . . 108.3(5)
H9b C9 N1 . . 107.3(5)
H9b C9 C10 . . 108.0(6)
N1 C9 C10 . . 116.7(5)
H10c C10 H10b . . 110.0(7)
H10c C10 H10a . . 109.5(7)
H10c C10 C9 . . 109.9(5)
H10b C10 H10a . . 109.0(5)
H10b C10 C9 . . 109.3(6)
H10a C10 C9 . . 109.1(6)
H11b C11 H11a . . 110.0(5)
H11b C11 C12 . . 109.5(6)
H11b C11 N1 . . 109.7(5)
H11a C11 C12 . . 109.3(6)
H11a C11 N1 . . 109.4(5)
C12 C11 N1 . . 109.0(4)
N2 C12 N3 . . 111.8(5)
N2 C12 C11 . . 123.1(4)
N3 C12 C11 . . 125.0(5)
C14 C13 N2 . . 132.4(4)
C14 C13 C18 . . 119.6(5)
N2 C13 C18 . . 108.1(5)
H14 C14 C13 . . 120.9(6)
H14 C14 C15 . . 120.8(7)
C13 C14 C15 . . 118.3(5)
H15 C15 C14 . . 119.6(5)
H15 C15 C16 . . 119.3(6)
C14 C15 C16 . . 121.1(7)
H16 C16 C17 . . 119.5(5)
H16 C16 C15 . . 118.6(7)
C17 C16 C15 . . 121.9(6)
H17 C17 C16 . . 121.6(6)
H17 C17 C18 . . 121.8(7)
C16 C17 C18 . . 116.6(5)
N3 C18 C17 . . 131.9(5)
N3 C18 C13 . . 105.7(5)
C17 C18 C13 . . 122.4(6)
H19b C19 H19c . . 109.2(7)
H19b C19 H19a . . 109.3(6)
H19b C19 N3 . . 109.9(7)
H19c C19 H19a . . 109.0(8)
H19c C19 N3 . . 109.7(5)
H19a C19 N3 . . 109.7(6)
O3 C20 O2 . . 122.7(6)
O3 C20 C21 . . 118.4(7)
O2 C20 C21 . . 118.9(5)
H21c C21 H21b . . 110.1(5)
H21c C21 H21a . . 109.7(7)
H21c C21 C20 . . 109.7(6)
H21b C21 H21a . . 109.1(7)
H21b C21 C20 . . 109.0(7)
H21a C21 C20 . . 109.3(5)
O5 C22 O4 . . 125.9(5)
O5 C22 C23 . . 116.8(4)
O4 C22 C23 . . 117.3(6)
H23c C23 H23a . . 110.0(7)
H23c C23 H23b . . 109.5(7)
H23c C23 C22 . . 109.4(7)
H23a C23 H23b . . 109.3(7)
H23a C23 C22 . . 109.5(6)
H23b C23 C22 . . 109.2(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O5 . . 2.014(4) ?
Ni1 O5 . 2_666 2.014(4) ?
Ni1 O1 . 2_666 2.036(4) ?
Ni1 O1 . . 2.036(4) ?
Ni1 O2 . 2_666 2.138(4) ?
Ni1 O2 . . 2.138(4) ?
Ni2 O1 . . 2.035(4) ?
Ni2 O4 . . 2.056(3) ?
Ni2 N2 . . 2.073(4) ?
Ni2 O2 . . 2.092(4) ?
Ni2 O6 . . 2.099(4) ?
Ni2 N1 . . 2.142(5) ?
O1 C7 . . 1.348(7) ?
O2 C20 . . 1.260(9) ?
O3 C20 . . 1.254(7) ?
O4 C22 . . 1.260(5) ?
O5 C22 . . 1.245(8) ?
O6 H06a . . .961(5) ?
O6 H06b . . .998(4) ?
O7 H7a . . .917(5) ?
O7 H7b . . .922(6) ?
N1 C1 . . 1.483(8) ?
N1 C9 . . 1.490(8) ?
N1 C11 . . 1.500(5) ?
N2 C12 . . 1.310(7) ?
N2 C13 . . 1.380(8) ?
N3 C18 . . 1.368(9) ?
N3 C12 . . 1.370(6) ?
N3 C19 . . 1.472(7) ?
C1 H1a . . .945(7) ?
C1 H1b . . .954(4) ?
C1 C2 . . 1.496(9) ?
C2 C3 . . 1.393(8) ?
C2 C7 . . 1.412(8) ?
C3 H3 . . .955(6) ?
C3 C4 . . 1.371(9) ?
C4 C5 . . 1.389(10) ?
C4 C8 . . 1.496(10) ?
C5 H5 . . .946(7) ?
C5 C6 . . 1.376(10) ?
C6 H6 . . .950(7) ?
C6 C7 . . 1.383(9) ?
C8 H8b . . .948(8) ?
C8 H8c . . .952(5) ?
C8 H8a . . .955(9) ?
C9 H9a . . .951(7) ?
C9 H9b . . .952(4) ?
C9 C10 . . 1.521(10) ?
C10 H10c . . .944(7) ?
C10 H10b . . .951(4) ?
C10 H10a . . .955(7) ?
C11 H11b . . .945(7) ?
C11 H11a . . .950(6) ?
C11 C12 . . 1.482(9) ?
C13 C14 . . 1.378(9) ?
C13 C18 . . 1.421(6) ?
C14 H14 . . .947(5) ?
C14 C15 . . 1.391(9) ?
C15 H15 . . .949(8) ?
C15 C16 . . 1.402(7) ?
C16 H16 . . .949(6) ?
C16 C17 . . 1.375(11) ?
C17 H17 . . .945(5) ?
C17 C18 . . 1.390(8) ?
C19 H19b . . .951(6) ?
C19 H19c . . .953(9) ?
C19 H19a . . .953(8) ?
C20 C21 . . 1.507(10) ?
C21 H21c . . .942(5) ?
C21 H21b . . .950(7) ?
C21 H21a . . .955(7) ?
C22 C23 . . 1.506(8) ?
C23 H23c . . .946(5) ?
C23 H23a . . .949(9) ?
C23 H23b . . .953(8) ?
