#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/17/2221707.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_2221707
loop_
_publ_author_name
'Wang, Wei'
'Shen, Yong-Miao'
_publ_section_title
Aqua(dicyanamido){μ-6,6'-dimethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}nickel(II)sodium
_journal_coeditor_code           HG2500
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m557
_journal_paper_doi               10.1107/S160053680901438X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Na Ni (C18 H18 N2 O4) (C2 N3) (H2 O)]'
_chemical_formula_moiety         'C20 H20 N5 Na Ni O5'
_chemical_formula_sum            'C20 H20 N5 Na Ni O5'
_chemical_formula_weight         492.11
_chemical_name_systematic
;
Aqua(dicyanamido){μ-6,6'-dimethoxy-2,2'-[ethane-1,2-
diylbis(nitrilomethylidyne)]diphenolato}nickel(II)sodium
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.282(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.4654(14)
_cell_length_b                   22.745(4)
_cell_length_c                   13.177(3)
_cell_measurement_reflns_used    3120
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.568
_cell_measurement_theta_min      2.513
_cell_volume                     2194.2(8)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0321
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10817
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.946
_exptl_absorpt_correction_T_max  0.9031
_exptl_absorpt_correction_T_min  0.8790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.352
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         3864
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0455P)²+0.4335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0989
_reflns_number_gt                2815
_reflns_number_total             3864
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg2500.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2221707
_cod_database_fobs_code          2221707
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.24893(5) 0.506776(16) 0.06029(3) 0.04684(15) Uani d . 1 . .
Na Na1 0.36614(16) 0.38280(5) 0.20328(9) 0.0527(3) Uani d . 1 . .
O O1 0.2723(3) 0.48215(8) 0.19509(16) 0.0545(5) Uani d . 1 . .
O O2 0.3315(3) 0.43203(8) 0.03988(15) 0.0497(5) Uani d . 1 . .
O O3 0.3154(4) 0.42650(10) 0.36882(17) 0.0732(7) Uani d . 1 . .
O O4 0.4284(3) 0.32315(9) 0.04958(19) 0.0655(6) Uani d . 1 . .
O O5 0.1624(3) 0.30933(10) 0.21624(17) 0.0731(7) Uani d . 1 . .
H H5A 0.1005 0.3032 0.2601 0.088 Uiso d R 1 . .
H H5B 0.1305 0.2871 0.1665 0.088 Uiso d R 1 . .
N N1 0.1665(3) 0.58076(11) 0.0844(2) 0.0584(7) Uani d . 1 . .
N N2 0.2232(3) 0.52892(13) -0.0760(2) 0.0589(7) Uani d . 1 . .
N N3 0.9189(4) 0.28821(17) 0.3648(3) 0.0917(9) Uani d U 1 . .
N N4 1.0360(5) 0.26666(15) 0.5450(3) 0.0888(10) Uani d U 1 . .
N N5 0.6431(5) 0.34246(17) 0.2954(3) 0.0934(9) Uani d U 1 . .
C C1 0.3049(4) 0.43665(18) -0.1445(3) 0.0652(10) Uani d . 1 . .
C C2 0.3415(4) 0.40716(15) -0.0485(2) 0.0511(8) Uani d . 1 . .
C C3 0.3908(4) 0.34689(15) -0.0474(3) 0.0601(9) Uani d . 1 . .
C C4 0.4007(6) 0.3183(2) -0.1377(4) 0.0885(13) Uani d . 1 . .
H H4 0.4321 0.2787 -0.1361 0.106 Uiso calc R 1 . .
C C5 0.3642(7) 0.3480(3) -0.2315(4) 0.1134(17) Uani d . 1 . .
H H5 0.3708 0.3281 -0.2923 0.136 Uiso calc R 1 . .
C C6 0.3189(6) 0.4060(3) -0.2353(3) 0.0998(15) Uani d . 1 . .
H H6 0.2969 0.4256 -0.2985 0.120 Uiso calc R 1 . .
C C7 0.2509(5) 0.49684(19) -0.1515(3) 0.0694(11) Uani d . 1 . .
H H7 0.2342 0.5144 -0.2164 0.083 Uiso calc R 1 . .
C C8 0.4977(6) 0.26446(15) 0.0610(3) 0.0903(13) Uani d . 1 . .
H H8A 0.4044 0.2375 0.0292 0.135 Uiso calc R 1 . .
H H8B 0.5337 0.2553 0.1332 0.135 Uiso calc R 1 . .
H H8C 0.6014 0.2611 0.0283 0.135 Uiso calc R 1 . .
C C9 0.1804(5) 0.57147(14) 0.2674(3) 0.0631(9) Uani d . 1 . .
C C10 0.2389(4) 0.51231(13) 0.2744(3) 0.0524(8) Uani d . 1 . .
C C11 0.2599(5) 0.48361(15) 0.3708(3) 0.0615(9) Uani d . 1 . .
C C12 0.2255(6) 0.5127(2) 0.4565(3) 0.0842(12) Uani d . 1 . .
H H12 0.2398 0.4933 0.5196 0.101 Uiso calc R 1 . .
C C13 0.1694(7) 0.5711(2) 0.4492(4) 0.0982(14) Uani d . 1 . .
H H13 0.1469 0.5905 0.5076 0.118 Uiso calc R 1 . .
C C14 0.1473(6) 0.59969(18) 0.3580(4) 0.0854(12) Uani d . 1 . .
H H14 0.1095 0.6387 0.3543 0.102 Uiso calc R 1 . .
C C15 0.3392(6) 0.39343(19) 0.4619(3) 0.0919(13) Uani d . 1 . .
H H15A 0.4253 0.4130 0.5147 0.138 Uiso calc R 1 . .
H H15B 0.3841 0.3550 0.4502 0.138 Uiso calc R 1 . .
H H15C 0.2241 0.3900 0.4836 0.138 Uiso calc R 1 . .
C C17 0.1111(6) 0.61685(18) -0.0096(4) 0.0889(13) Uani d . 1 . .
H H16A -0.0209 0.6203 -0.0257 0.107 Uiso calc R 1 . .
H H16B 0.1619 0.6560 0.0028 0.107 Uiso calc R 1 . .
C C18 0.1737(7) 0.59090(18) -0.0957(4) 0.0952(14) Uani d . 1 . .
H H17A 0.2791 0.6124 -0.1086 0.114 Uiso calc R 1 . .
H H17B 0.0782 0.5938 -0.1571 0.114 Uiso calc R 1 . .
C C19 0.9741(5) 0.27798(17) 0.4624(3) 0.0681(9) Uani d U 1 . .
C C20 0.7695(6) 0.31745(18) 0.3323(3) 0.0762(9) Uani d U 1 . .
C C16 0.1480(5) 0.60153(15) 0.1717(3) 0.0691(10) Uani d . 1 . .
H H20 0.1091 0.6404 0.1724 0.083 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'
N N 0.0061 0.0033 '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'
Na Na 0.0362 0.0249 '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'
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
_geom_angle_publ_flag
O1 Ni1 N2 . . 178.09(11) ?
O1 Ni1 N1 . . 94.79(11) ?
N2 Ni1 N1 . . 86.76(14) ?
O1 Ni1 O2 . . 83.62(9) ?
N2 Ni1 O2 . . 94.82(11) ?
N1 Ni1 O2 . . 178.41(11) ?
O5 Na1 O1 . . 120.42(9) ?
O5 Na1 N5 . . 101.85(12) ?
O1 Na1 N5 . . 127.99(12) ?
O5 Na1 O2 . . 116.86(9) ?
O1 Na1 O2 . . 62.15(7) ?
N5 Na1 O2 . . 124.88(11) ?
O5 Na1 O3 . . 90.51(9) ?
O1 Na1 O3 . . 64.15(8) ?
N5 Na1 O3 . . 88.43(11) ?
O2 Na1 O3 . . 126.30(8) ?
O5 Na1 O4 . . 84.15(8) ?
O1 Na1 O4 . . 124.77(9) ?
N5 Na1 O4 . . 85.68(11) ?
O2 Na1 O4 . . 62.63(7) ?
O3 Na1 O4 . . 171.07(9) ?
C10 O1 Ni1 . . 127.8(2) ?
C10 O1 Na1 . . 124.3(2) ?
Ni1 O1 Na1 . . 107.87(9) ?
C2 O2 Ni1 . . 127.3(2) ?
C2 O2 Na1 . . 125.61(19) ?
Ni1 O2 Na1 . . 106.26(9) ?
C11 O3 C15 . . 118.3(3) ?
C11 O3 Na1 . . 119.68(19) ?
C15 O3 Na1 . . 122.0(2) ?
C3 O4 C8 . . 118.2(3) ?
C3 O4 Na1 . . 119.73(19) ?
C8 O4 Na1 . . 122.1(2) ?
Na1 O5 H5A . . 130.6 ?
Na1 O5 H5B . . 118.8 ?
H5A O5 H5B . . 110.0 ?
C16 N1 C17 . . 119.2(3) ?
C16 N1 Ni1 . . 126.4(2) ?
C17 N1 Ni1 . . 114.3(3) ?
C7 N2 C18 . . 118.9(3) ?
C7 N2 Ni1 . . 126.8(3) ?
C18 N2 Ni1 . . 114.2(3) ?
C19 N3 C20 . . 120.5(3) ?
C20 N5 Na1 . . 171.8(4) ?
C6 C1 C2 . . 119.6(4) ?
C6 C1 C7 . . 119.2(4) ?
C2 C1 C7 . . 121.1(3) ?
O2 C2 C1 . . 123.9(3) ?
O2 C2 C3 . . 117.9(3) ?
C1 C2 C3 . . 118.2(3) ?
O4 C3 C4 . . 126.1(4) ?
O4 C3 C2 . . 113.4(3) ?
C4 C3 C2 . . 120.4(4) ?
C3 C4 C5 . . 120.5(4) ?
C3 C4 H4 . . 119.7 ?
C5 C4 H4 . . 119.7 ?
C6 C5 C4 . . 120.6(4) ?
C6 C5 H5 . . 119.7 ?
C4 C5 H5 . . 119.7 ?
C5 C6 C1 . . 120.5(4) ?
C5 C6 H6 . . 119.7 ?
C1 C6 H6 . . 119.7 ?
N2 C7 C1 . . 125.7(3) ?
N2 C7 H7 . . 117.1 ?
C1 C7 H7 . . 117.1 ?
O4 C8 H8A . . 109.5 ?
O4 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
O4 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C10 C9 C16 . . 121.1(3) ?
C10 C9 C14 . . 118.6(4) ?
C16 C9 C14 . . 120.2(4) ?
O1 C10 C11 . . 118.0(3) ?
O1 C10 C9 . . 123.4(3) ?
C11 C10 C9 . . 118.6(3) ?
O3 C11 C12 . . 125.5(4) ?
O3 C11 C10 . . 113.8(3) ?
C12 C11 C10 . . 120.7(4) ?
C11 C12 C13 . . 120.4(4) ?
C11 C12 H12 . . 119.8 ?
C13 C12 H12 . . 119.8 ?
C14 C13 C12 . . 120.3(4) ?
C14 C13 H13 . . 119.8 ?
C12 C13 H13 . . 119.8 ?
C13 C14 C9 . . 121.3(4) ?
C13 C14 H14 . . 119.3 ?
C9 C14 H14 . . 119.3 ?
O3 C15 H15A . . 109.5 ?
O3 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
O3 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C18 C17 N1 . . 110.7(3) ?
C18 C17 H16A . . 109.5 ?
N1 C17 H16A . . 109.5 ?
C18 C17 H16B . . 109.5 ?
N1 C17 H16B . . 109.5 ?
H16A C17 H16B . . 108.1 ?
C17 C18 N2 . . 111.4(3) ?
C17 C18 H17A . . 109.4 ?
N2 C18 H17A . . 109.4 ?
C17 C18 H17B . . 109.4 ?
N2 C18 H17B . . 109.4 ?
H17A C18 H17B . . 108.0 ?
N4 C19 N3 . . 173.6(4) ?
N5 C20 N3 . . 173.8(4) ?
N1 C16 C9 . . 126.5(3) ?
N1 C16 H20 . . 116.7 ?
C9 C16 H20 . . 116.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O1 . 1.838(2) ?
Ni1 N2 . 1.839(3) ?
Ni1 N1 . 1.840(3) ?
Ni1 O2 . 1.8457(19) ?
Na1 O5 . 2.288(2) ?
Na1 O1 . 2.362(2) ?
Na1 N5 . 2.368(4) ?
Na1 O2 . 2.395(2) ?
Na1 O3 . 2.492(3) ?
Na1 O4 . 2.555(2) ?
O1 C10 . 1.314(4) ?
O2 C2 . 1.310(3) ?
O3 C11 . 1.365(4) ?
O3 C15 . 1.420(4) ?
O4 C3 . 1.365(4) ?
O4 C8 . 1.429(4) ?
O5 H5A . 0.8200 ?
O5 H5B . 0.8246 ?
N1 C16 . 1.276(4) ?
N1 C17 . 1.476(4) ?
N2 C7 . 1.282(4) ?
N2 C18 . 1.468(5) ?
N3 C19 . 1.292(5) ?
N3 C20 . 1.297(5) ?
N4 C19 . 1.127(4) ?
N5 C20 . 1.127(4) ?
C1 C6 . 1.405(5) ?
C1 C2 . 1.411(5) ?
C1 C7 . 1.425(5) ?
C2 C3 . 1.419(5) ?
C3 C4 . 1.371(5) ?
C4 C5 . 1.387(6) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.361(7) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C10 . 1.412(4) ?
C9 C16 . 1.413(5) ?
C9 C14 . 1.419(5) ?
C10 C11 . 1.410(5) ?
C11 C12 . 1.375(5) ?
C12 C13 . 1.389(6) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.349(6) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C17 C18 . 1.436(6) ?
C17 H16A . 0.9700 ?
C17 H16B . 0.9700 ?
C18 H17A . 0.9700 ?
C18 H17B . 0.9700 ?
C16 H20 . 0.9300 ?
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
O5 H5A N3 1_455 0.82 2.14 2.960(4) 175.2
O5 H5B N4 4_465 0.82 2.03 2.852(4) 176.5
