#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/36/2103650.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_2103650
loop_
_publ_author_name
'Deák, Andrea'
'Kálmán, Alajos'
'Párkányi, László'
'Haiduc, Ionel'
_publ_section_title
;
 Hydrogen-bonded hexagonal and pseudo-hexagonal grid motifs in
 supramolecular cobalt(II) and nickel(II) cupferronato complexes
 incorporating neutral N-donors with intermolecular NH₂ connectors
 and solvent molecules
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              303
_journal_page_last               310
_journal_paper_doi               10.1107/S0108768101004426
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C22 H22 N8 Ni O4'
_chemical_formula_sum            'C22 H22 N8 Ni O4'
_chemical_formula_weight         521.19
_chemical_name_common
;
 di(2-aminopyridine)-bis(cupferronato)nickel(II)
;
_chemical_name_systematic
;
 di(2-aminopyridine)-bis(N-nitroso-N-phenylhydroxylaminato)-nickel(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 91.550(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3210(10)
_cell_length_b                   11.535(2)
_cell_length_c                   24.852(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.38
_cell_measurement_theta_min      14.30
_cell_volume                     2384.5(5)
_computing_cell_refinement       'CAD4 Express'
_computing_data_collection       'CAD4 Express'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1996)'
_computing_molecular_graphics    'PLATON (Spek, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .949
_diffrn_measured_fraction_theta_max .949
_diffrn_measurement_device_type  'Enraf-Nonius CAd4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0167
_diffrn_reflns_av_sigmaI/netI    .0500
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            7525
_diffrn_reflns_theta_full        29.97
_diffrn_reflns_theta_max         29.97
_diffrn_reflns_theta_min         2.41
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .859
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  .876
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
'MolEn, Structure Determination System. Enraf-Nonius, 1990)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          .65
_exptl_crystal_size_mid          .40
_exptl_crystal_size_min          .30
_refine_diff_density_max         .329
_refine_diff_density_min         -.268
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .930
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         6888
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .930
_refine_ls_R_factor_all          .0926
_refine_ls_R_factor_gt           .0359
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0484P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0947
_reflns_number_gt                3620
_reflns_number_total             6888
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            de0010.cif
_cod_data_source_block           niapir
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2103650
_cod_database_fobs_code          2103650
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Ni1 .66627(3) .41821(2) .872731(9) .04894(9) Uani d . 1 Ni
O1A .49723(16) .34994(12) .82018(5) .0579(3) Uani d . 1 O
O2A .45975(17) .51374(12) .88548(5) .0624(4) Uani d . 1 O
N1A .38060(19) .42625(14) .81286(6) .0509(4) Uani d . 1 N
N2A .3562(2) .51052(15) .84567(6) .0591(4) Uani d . 1 N
C1A .2762(2) .41478(17) .76617(7) .0526(4) Uani d . 1 C
C2A .1348(3) .4765(2) .76241(9) .0704(6) Uani d . 1 C
H2A .1062 .5268 .7898 .091 Uiso calc . 1 H
C3A .0365(3) .4625(3) .71747(12) .0898(8) Uani d . 1 C
H3A -.0594 .5037 .7144 .117 Uiso calc . 1 H
C4A .0791(3) .3879(3) .67689(10) .0904(9) Uani d . 1 C
H4A .0121 .3790 .6466 .118 Uiso calc . 1 H
C5A .2194(3) .3271(3) .68117(10) .0866(8) Uani d . 1 C
H5A .2484 .2773 .6537 .113 Uiso calc . 1 H
C6A .3187(3) .3394(2) .72632(9) .0686(6) Uani d . 1 C
H6A .4135 .2969 .7296 .089 Uiso calc . 1 H
O1B .80078(16) .54060(11) .91317(5) .0550(3) Uani d . 1 O
O2B .7211(2) .53312(14) .81327(5) .0700(4) Uani d . 1 O
N1B .8227(2) .62988(14) .88091(6) .0524(4) Uani d . 1 N
N2B .7871(2) .62687(18) .82984(7) .0664(5) Uani d . 1 N
C1B .8934(2) .73362(17) .90198(8) .0548(5) Uani d . 1 C
C2B .8625(3) .8378(2) .87642(10) .0744(6) Uani d . 1 C
H2B .7945 .8410 .8462 .097 Uiso calc . 1 H
C3B .9344(4) .9369(2) .89653(13) .0914(9) Uani d . 1 C
H3B .9139 1.0080 .8801 .119 Uiso calc . 1 H
C4B 1.0365(4) .9308(2) .94109(15) .0952(9) Uani d . 1 C
H4B 1.0880 .9974 .9537 .124 Uiso calc . 1 H
C5B 1.0627(3) .8277(3) .96690(12) .0877(8) Uani d . 1 C
H5B 1.1292 .8248 .9976 .114 Uiso calc . 1 H
C6B .9904(3) .7276(2) .94745(10) .0709(6) Uani d . 1 C
H6B 1.0072 .6572 .9649 .092 Uiso calc . 1 H
N1C .60937(18) .30755(13) .93652(6) .0497(4) Uani d . 1 N
N2C .6679(2) .43514(14) 1.00605(6) .0605(4) Uani d . 1 N
H2C1 .7208 .4769 .9840 .073 Uiso calc R 1 H
H2C2 .6612 .4560 1.0391 .073 Uiso calc R 1 H
C1C .5960(2) .33741(16) .98887(7) .0504(4) Uani d . 1 C
C2C .5112(3) .2669(2) 1.02438(9) .0667(6) Uani d . 1 C
H2C .4978 .2903 1.0598 .087 Uiso calc . 1 H
C3C .4494(3) .1652(2) 1.00705(10) .0715(6) Uani d . 1 C
H3C .3910 .1191 1.0302 .093 Uiso calc . 1 H
C4C .4732(3) .12964(19) .95435(10) .0696(6) Uani d . 1 C
H4C .4370 .0577 .9422 .090 Uiso calc . 1 H
C5C .5508(3) .20283(18) .92121(9) .0606(5) Uani d . 1 C
H5C .5646 .1797 .8858 .079 Uiso calc . 1 H
N1D .86621(19) .31411(14) .85667(6) .0537(4) Uani d . 1 N
N2D .7608(3) .2348(2) .77907(8) .1065(9) Uani d . 1 N
H2D1 .6737 .2731 .7840 .128 Uiso calc R 1 H
H2D2 .7685 .1905 .7514 .128 Uiso calc R 1 H
C1D .8838(3) .24414(18) .81426(8) .0618(5) Uani d . 1 C
C2D 1.0278(3) .1816(2) .80765(11) .0778(7) Uani d . 1 C
H2D 1.0395 .1337 .7779 .101 Uiso calc . 1 H
C3D 1.1490(3) .1918(2) .84487(12) .0803(7) Uani d . 1 C
H3D 1.2442 .1509 .8409 .104 Uiso calc . 1 H
C4D 1.1303(3) .2626(2) .88831(11) .0809(7) Uani d . 1 C
H4D 1.2121 .2706 .9143 .105 Uiso calc . 1 H
C5D .9903(3) .3207(2) .89263(9) .0665(6) Uani d . 1 C
H5D .9787 .3686 .9224 .086 Uiso calc . 1 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni .3393 1.1124 '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
O2B Ni1 O1B 77.19(6)
O2B Ni1 O1A 87.21(6)
O1B Ni1 O1A 159.00(5)
O2B Ni1 O2A 88.17(6)
O1B Ni1 O2A 90.16(6)
O1A Ni1 O2A 75.19(5)
O2B Ni1 N1D 92.28(6)
O1B Ni1 N1D 93.57(6)
O1A Ni1 N1D 101.12(6)
O2A Ni1 N1D 176.25(6)
O2B Ni1 N1C 177.04(6)
O1B Ni1 N1C 100.37(5)
O1A Ni1 N1C 94.74(6)
O2A Ni1 N1C 90.17(6)
N1D Ni1 N1C 89.53(6)
N1A O1A Ni1 108.72(10)
N2A O2A Ni1 113.91(11)
N2A N1A O1A 122.98(15)
N2A N1A C1A 118.58(16)
O1A N1A C1A 118.44(15)
N1A N2A O2A 113.07(15)
C6A C1A C2A 121.03(19)
C6A C1A N1A 118.66(18)
C2A C1A N1A 120.29(19)
C3A C2A C1A 118.9(2)
C2A C3A C4A 120.5(2)
C5A C4A C3A 120.0(2)
C4A C5A C6A 120.1(2)
C1A C6A C5A 119.4(2)
N1B O1B Ni1 108.80(10)
N2B O2B Ni1 114.72(11)
N2B N1B O1B 122.82(17)
N2B N1B C1B 117.57(16)
O1B N1B C1B 119.58(15)
O2B N2B N1B 115.07(16)
C6B C1B C2B 121.4(2)
C6B C1B N1B 119.14(18)
C2B C1B N1B 119.5(2)
C3B C2B C1B 118.8(2)
C2B C3B C4B 120.0(2)
C5B C4B C3B 120.6(2)
C4B C5B C6B 120.0(3)
C1B C6B C5B 119.1(2)
C5C N1C C1C 117.33(17)
C5C N1C Ni1 114.66(13)
C1C N1C Ni1 126.68(13)
N2C C1C N1C 118.19(17)
N2C C1C C2C 120.97(18)
N1C C1C C2C 120.83(19)
C3C C2C C1C 119.8(2)
C2C C3C C4C 119.7(2)
C5C C4C C3C 118.1(2)
N1C C5C C4C 124.0(2)
C1D N1D C5D 117.23(18)
C1D N1D Ni1 126.77(14)
C5D N1D Ni1 115.99(13)
N2D C1D N1D 117.8(2)
N2D C1D C2D 121.5(2)
N1D C1D C2D 120.7(2)
C3D C2D C1D 119.6(2)
C2D C3D C4D 119.6(2)
C5D C4D C3D 118.4(2)
N1D C5D C4D 124.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 O2B 2.0458(15)
Ni1 O1B 2.0481(13)
Ni1 O1A 2.0506(13)
Ni1 O2A 2.0730(14)
Ni1 N1D 2.0988(16)
Ni1 N1C 2.0994(15)
O1A N1A 1.3192(19)
O2A N2A 1.295(2)
N1A N2A 1.288(2)
N1A C1A 1.436(2)
C1A C6A 1.372(3)
C1A C2A 1.376(3)
C2A C3A 1.376(3)
C3A C4A 1.379(4)
C4A C5A 1.364(4)
C5A C6A 1.383(3)
O1B N1B 1.3207(19)
O2B N2B 1.276(2)
N1B N2B 1.296(2)
N1B C1B 1.427(3)
C1B C6B 1.372(3)
C1B C2B 1.380(3)
C2B C3B 1.378(4)
C3B C4B 1.380(4)
C4B C5B 1.366(4)
C5B C6B 1.384(3)
N1C C5C 1.353(3)
N1C C1C 1.353(2)
N2C C1C 1.341(2)
C1C C2C 1.404(3)
C2C C3C 1.346(3)
C3C C4C 1.392(3)
C4C C5C 1.355(3)
N1D C1D 1.339(2)
N1D C5D 1.350(3)
N2D C1D 1.332(3)
C1D C2D 1.412(3)
C2D C3D 1.355(4)
C3D C4D 1.366(4)
C4D C5D 1.351(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2C H2C1 O1B . .86 2.04 2.858(2) 159.8
N2D H2D1 O1A . .86 1.96 2.782(3) 160.8
N2C H2C2 O2A 3_667 .86 2.18 2.983(2) 155.6
N2D H2D2 O2B 2_646 .86 2.43 3.274(2) 167.9
N2D H2D2 N2B 2_646 .86 2.19 2.996(2) 156.8
