#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/35/2003590.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_2003590
loop_
_publ_author_name
'Soriano-Garc\'ia, M.'
'Pandiyan, T.'
'Dur\'an de Baz\'ua, C.'
_publ_section_title
;[<i>N</i>,<i>N</i>'-Bis(benzimidazol-2-ylethyl)-1,2-ethanediamine](nitrato-<i>O</i>,<i>O</i>')nickel(II)
 Nitrate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1107
_journal_page_last               1109
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C20 H24 N8 Ni1 O6'
_chemical_formula_sum            'C20 H24 N8 Ni O6'
_chemical_formula_weight         531.18
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1990)'
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            8
_cell_length_a                   11.746(1)
_cell_length_b                   16.535(1)
_cell_length_c                   24.139(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      13.7
_cell_measurement_theta_min      10.0
_cell_volume                     4688.3(5)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.030
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4120
_diffrn_reflns_theta_max         25.0
_diffrn_standards_decay_%        2
_diffrn_standards_interval_count 100
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.882
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.29
_refine_ls_extinction_coef       '0.00289(4) (isotropic)'
_refine_ls_extinction_method
;
F~c~* = F~c~/(1 + \cF~c~^2^/sin2\q)^1/4^
;
_refine_ls_goodness_of_fit_obs   1.51
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     341
_refine_ls_number_reflns         3080
_refine_ls_R_factor_obs          0.034
_refine_ls_shift/esd_max         0.004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme
;
Weighting scheme based on measured e.s.d.'s
;
_refine_ls_wR_factor_obs         0.065
_reflns_number_observed          3080
_reflns_number_total             4005
_reflns_observed_criterion       I>2\s(I)
_[local]_cod_data_source_file    na1132.cif
_[local]_cod_data_source_block   na1132a
_[local]_cod_chemical_formula_sum_orig 'C20 H24 N8 Ni1 O6'
_cod_original_cell_volume        4688.0(10)
_cod_database_code               2003590
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,y,1/2-z
x,1/2-y,1/2+z
1/2-x,1/2+y,z
-x,-y,-z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Ni .2502(1) .0583(1) .3355(1) .038(1)
O(1) .2999(2) .1303(1) .2632(1) .051(1)
O(2) .1799(2) .0334(1) .2528(1) .057(1)
O(3) .2204(2) .1122(2) .1831(1) .077(1)
O(4) -.3735(2) -.0999(2) .4760(1) .083(1)
O(5) -.1983(2) -.1108(2) .4983(1) .087(1)
O(6) -.2436(2) -.0905(2) .4136(1) .075(1)
N(1) .1614(2) -.0213(1) .3839(1) .045(1)
N(2) .0024(2) -.0743(1) .4175(1) .058(1)
N(3) .1128(2) .1428(1) .3428(1) .045(1)
N(4) .3297(2) .1350(1) .3905(1) .041(1)
N(5) .5584(2) -.0667(1) .3498(1) .045(1)
N(6) .3923(2) -.0129(1) .3275(1) .042(1)
N(7) .2334(2) .0923(2) .2314(1) .051(1)
N(8) -.2727(2) -.1005(2) .4632(1) .058(1)
C(1) .1893(2) -.0729(2) .4278(1) .046(1)
C(2) .2937(3) -.0943(2) .4506(1) .054(1)
C(3) .2932(3) -.1476(2) .4944(1) .066(1)
C(4) .1926(3) -.1798(2) .5153(1) .073(1)
C(5) .0896(3) -.1602(2) .4927(1) .070(1)
C(6) .0893(2) -.1061(2) .4490(1) .053(1)
C(7) .0486(2) -.0243(2) .3798(1) .050(1)
C(8) -.0201(2) .0255(2) .3411(1) .059(1)
C(9) -.0053(2) .1148(2) .3535(2) .066(1)
C(10) .1500(2) .2049(2) .3828(1) .058(1)
C(11) .2766(2) .2147(2) .3805(1) .056(1)
C(12) .4544(2) .1391(2) .3863(1) .049(1)
C(13) .5097(2) .0587(1) .3997(1) .045(1)
C(14) .4855(2) -.0058(1) .3583(1) .040(1)
C(15) .5133(2) -.1174(1) .3103(1) .042(1)
C(16) .5528(2) -.1877(2) .2858(1) .055(1)
C(17) .4845(2) -.2234(2) .2472(1) .060(1)
C(18) .3793(3) -.1903(2) .2331(1) .064(1)
C(19) .3389(2) -.1210(2) .2574(1) .055(1)
C(20) .4079(2) -.0838(1) .2966(1) .041(1)
H(2A) .3615(3) -.0735(2) .4366(1) .045(7)
H(3A) .3621(3) -.1623(2) .5106(1) .055(8)
H(4A) .1955(3) -.2153(2) .5452(1) .085(11)
H(5A) .0223(3) -.1823(2) .5062(1) .055(8)
H(2B) -.0689(2) -.0846(1) .4212(1) .104(13)
H(8A) -.0998(2) .0110(2) .3446(1) .064(8)
H(8B) .0035(2) .0146(2) .3033(1) .062(8)
H(9A) -.0576(2) .1457(2) .3308(2) .072(10)
H(9B) -.0243(2) .1248(2) .3920(2) .081(1)
H(3B) .1097(2) .1686(1) .3095(1) .055(8)
H(10A) .1274(2) .1891(2) .4200(1) .066(9)
H(10B) .1135(2) .2560(2) .3743(1) .077(9)
H(11A) .2991(2) .2351(2) .3445(1) .078(10)
H(11B) .3014(2) .2530(2) .4085(1) .057(8)
H(4B) .3114(2) .1190(1) .4255(1) .053(8)
H(12A) .4826(2) .1799(2) .4117(1) .050(7)
H(12B) .4753(2) .1552(2) .3491(1) .059(8)
H(13A) .5914(2) .0664(1) .4020(1) .059(8)
H(13B) .4834(2) .0408(1) .4357(1) .044(7)
H(5B) .6227(2) -.0731(1) .3663(1) .058(8)
H(16A) .6230(2) -.2097(2) .2953(1) .066(9)
H(17A) .5086(2) -.2707(2) .2299(1) .066(8)
H(18A) .3352(3) -.2160(2) .2064(1) .061(8)
H(19A) .2682(2) -.0998(2) .2481(1) .060(8)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(1) Ni N(6) 95.71(8) yes
N(6) Ni N(4) 92.63(8) yes
N(6) Ni N(3) 174.33(8) yes
N(1) Ni O(1) 159.98(7) yes
N(4) Ni O(1) 93.34(7) yes
N(1) Ni O(2) 101.85(8) yes
N(4) Ni O(2) 150.51(7) yes
O(1) Ni O(2) 58.59(6) yes
C(7) N(1) Ni 119.4(2) yes
C(2) C(1) C(6) 119.9(2) yes
C(6) C(1) N(1) 108.7(2) yes
C(2) C(3) C(4) 121.8(3) yes
C(4) C(5) C(6) 117.4(3) yes
N(2) C(6) C(1) 105.7(2) yes
C(7) N(2) C(6) 108.1(2) yes
N(1) C(7) C(8) 124.6(2) yes
C(7) C(8) C(9) 110.8(2) yes
C(10) N(3) C(9) 112.2(2) yes
C(9) N(3) Ni 121.0(2) yes
N(1) Ni N(4) 105.08(8) yes
N(1) Ni N(3) 89.34(8) yes
N(4) Ni N(3) 83.52(8) yes
N(6) Ni O(1) 91.14(7) yes
N(3) Ni O(1) 84.94(7) yes
N(6) Ni O(2) 96.45(7) yes
N(3) Ni O(2) 85.01(7) yes
C(7) N(1) C(1) 105.5(2) yes
C(1) N(1) Ni 134.8(2) yes
C(2) C(1) N(1) 131.4(2) yes
C(3) C(2) C(1) 117.6(3) yes
C(5) C(4) C(3) 121.1(3) yes
N(2) C(6) C(5) 132.1(3) yes
C(5) C(6) C(1) 122.2(3) yes
N(1) C(7) N(2) 112.0(2) yes
N(2) C(7) C(8) 123.3(2) yes
N(3) C(9) C(8) 112.0(2) yes
C(10) N(3) Ni 106.5(2) yes
N(3) C(10) C(11) 110.2(2) yes
N(4) C(11) C(10) 108.4(2) yes
C(12) N(4) Ni 115.8(2) yes
N(4) C(12) C(13) 111.9(2) yes
N(6) C(14) N(5) 112.1(2) yes
N(5) C(14) C(13) 121.3(2) yes
N(5) C(15) C(20) 105.2(2) yes
C(14) N(5) C(15) 108.6(2) yes
C(16) C(17) C(18) 121.3(3) yes
C(18) C(19) C(20) 117.4(3) yes
C(19) C(20) N(6) 131.0(2) yes
C(14) N(6) C(20) 105.3(2) yes
C(20) N(6) Ni 129.6(2) yes
O(3) N(7) O(2) 122.2(2) yes
N(7) O(1) Ni 92.80(10) yes
O(4) N(8) O(5) 121.0(3) yes
O(5) N(8) O(6) 118.8(2) yes
C(12) N(4) C(11) 111.6(2) yes
C(11) N(4) Ni 104.6(2) yes
C(14) C(13) C(12) 113.9(2) yes
N(6) C(14) C(13) 126.6(2) yes
N(5) C(15) C(16) 132.7(2) yes
C(16) C(15) C(20) 122.1(2) yes
C(17) C(16) C(15) 117.2(3) yes
C(19) C(18) C(17) 122.0(3) yes
C(19) C(20) C(15) 120.0(2) yes
C(15) C(20) N(6) 108.9(2) yes
C(14) N(6) Ni 124.5(2) yes
O(3) N(7) O(1) 121.6(3) yes
O(1) N(7) O(2) 116.1(2) yes
N(7) O(2) Ni 92.30(10) yes
O(4) N(8) O(6) 120.2(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni N(1) 2.045(2) yes
Ni N(4) 2.060(2) yes
Ni O(1) 2.191(2) yes
N(1) C(7) 1.329(3) yes
C(1) C(2) 1.390(4) yes
C(2) C(3) 1.377(4) yes
C(4) C(5) 1.366(4) yes
C(6) N(2) 1.378(3) yes
C(7) C(8) 1.483(4) yes
C(9) N(3) 1.485(3) yes
C(10) C(11) 1.498(4) yes
N(4) C(12) 1.470(3) yes
C(13) C(14) 1.488(3) yes
C(14) N(5) 1.337(3) yes
C(15) C(16) 1.384(3) yes
C(16) C(17) 1.364(4) yes
C(18) C(19) 1.373(4) yes
C(20) N(6) 1.401(3) yes
N(7) O(1) 1.263(3) yes
N(8) O(4) 1.223(3) yes
N(8) O(6) 1.258(3) yes
Ni N(6) 2.051(2) yes
Ni N(3) 2.142(2) yes
Ni O(2) 2.200(2) yes
N(1) C(1) 1.401(3) yes
C(1) C(6) 1.393(3) yes
C(3) C(4) 1.390(4) yes
C(5) C(6) 1.382(4) yes
N(2) C(7) 1.343(3) yes
C(8) C(9) 1.517(4) yes
N(3) C(10) 1.477(3) yes
C(11) N(4) 1.477(3) yes
C(12) C(13) 1.514(3) yes
C(14) N(6) 1.329(3) yes
C(15) N(5) 1.377(3) yes
C(15) C(20) 1.396(3) yes
C(17) C(18) 1.393(4) yes
C(19) C(20) 1.389(3) yes
N(7) O(3) 1.221(3) yes
N(7) O(2) 1.269(3) yes
N(8) O(5) 1.229(3) yes
_journal_paper_doi 10.1107/S010827019401406X