#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/25/2212587.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_2212587
loop_
_publ_author_name
'Zhao-Xun Lian'
'Hao-Hong Li'
_publ_section_title
;
 trans-Diaquabis(N,N'-dimethylethylenediamine)nickel(II)
 naphthalene-2,6-disulfonate
;
_journal_coeditor_code           HG2175
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m734
_journal_page_last               m736
_journal_paper_doi               10.1107/S1600536807005843
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ni (C8 H12 N2)2 (H2 O)2] (C10 H6 O6 S2)'
_chemical_formula_moiety         'C8 H28 N4 Ni O2 2+, C10 H6 O6 S2 2-'
_chemical_formula_sum            'C18 H34 N4 Ni O8 S2'
_chemical_formula_weight         557.32
_chemical_name_systematic
;
Trans-Diaqua-Bis(N,N'-dimethylethylenediamine)
nickel(II)naphthalene-2,6-disulfonate
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 108.2460(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.3975(5)
_cell_length_b                   13.4757(8)
_cell_length_c                   11.4180(7)
_cell_measurement_reflns_used    8385
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     1227.12(13)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_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  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0186
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8385
_diffrn_reflns_theta_full        30.02
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         4.71
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.011
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.253
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         3518
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0267
_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)+(0.0491P)²+0.0822P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0800
_reflns_number_gt                3091
_reflns_number_total             3518
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg2175.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2212587
_cod_database_fobs_code          2212587
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
Ni Ni1 0.0000 0.5000 0.5000 0.02566(8) Uani d S 1
S S1 0.45780(4) 0.69384(2) 0.40222(3) 0.02952(9) Uani d . 1
O OW1 0.25737(12) 0.52477(7) 0.58491(10) 0.0368(2) Uani d . 1
H H1E 0.3186 0.5634 0.5606 0.044 Uiso d R 1
H H1F 0.3184 0.4733 0.6069 0.044 Uiso d R 1
O O1 0.46853(14) 0.65073(7) 0.52171(10) 0.0440(2) Uani d . 1
O O2 0.29558(13) 0.68056(8) 0.31026(11) 0.0454(3) Uani d . 1
O O3 0.59567(12) 0.66123(7) 0.35850(10) 0.0403(2) Uani d . 1
N N1 -0.05205(16) 0.64956(8) 0.53497(12) 0.0373(3) Uani d . 1
H H1D -0.154(3) 0.6537(15) 0.4901(18) 0.057(5) Uiso d . 1
N N2 -0.03569(16) 0.47377(10) 0.67376(11) 0.0372(2) Uani d . 1
H H2C -0.109(2) 0.4267(15) 0.6672(16) 0.048(5) Uiso d . 1
C C1 0.0442(3) 0.73108(12) 0.50528(19) 0.0573(4) Uani d . 1
H H1A -0.0054 0.7933 0.5157 0.086 Uiso calc R 1
H H1B 0.0434 0.7248 0.4214 0.086 Uiso calc R 1
H H1C 0.1577 0.7286 0.5593 0.086 Uiso calc R 1
C C2 -0.0448(2) 0.65498(12) 0.66502(16) 0.0529(4) Uani d . 1
H H2A -0.1046 0.7133 0.6783 0.064 Uiso calc R 1
H H2B 0.0710 0.6603 0.7170 0.064 Uiso calc R 1
C C3 -0.1227(2) 0.56333(13) 0.69842(17) 0.0511(4) Uani d . 1
H H3A -0.1145 0.5655 0.7850 0.061 Uiso calc R 1
H H3B -0.2405 0.5605 0.6504 0.061 Uiso calc R 1
C C4 0.1121(2) 0.44941(17) 0.77761(16) 0.0579(4) Uani d . 1
H H4A 0.1892 0.5041 0.7937 0.087 Uiso calc R 1
H H4B 0.1654 0.3915 0.7580 0.087 Uiso calc R 1
H H4C 0.0789 0.4366 0.8494 0.087 Uiso calc R 1
C C5 0.48768(15) 0.82347(8) 0.42724(11) 0.0272(2) Uani d . 1
C C6 0.45121(15) 0.86776(8) 0.52381(11) 0.0287(2) Uani d . 1
H H6 0.4140 0.8296 0.5779 0.034 Uiso calc R 1
C C7 0.47010(15) 0.97150(8) 0.54128(11) 0.0260(2) Uani d . 1
C C8 0.54593(17) 0.87959(9) 0.34407(12) 0.0326(3) Uani d . 1
H H8 0.5692 0.8486 0.2785 0.039 Uiso calc R 1
C C9 0.56775(18) 0.97954(9) 0.36083(12) 0.0326(3) Uani d . 1
H H9 0.6081 1.0161 0.3071 0.039 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'
S S 0.1246 0.1234 '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
OW1 Ni1 OW1 3_566 . 180.0 ?
OW1 Ni1 N1 3_566 3_566 90.29(4) ?
OW1 Ni1 N1 . 3_566 89.71(4) ?
OW1 Ni1 N1 3_566 . 89.71(4) y
OW1 Ni1 N1 . . 90.29(4) y
N1 Ni1 N1 3_566 . 180.00(7) ?
OW1 Ni1 N2 3_566 3_566 91.20(4) y
OW1 Ni1 N2 . 3_566 88.80(4) y
N1 Ni1 N2 3_566 3_566 83.40(5) y
N1 Ni1 N2 . 3_566 96.60(5) y
OW1 Ni1 N2 3_566 . 88.80(4) y
OW1 Ni1 N2 . . 91.20(4) y
N1 Ni1 N2 3_566 . 96.60(5) ?
N1 Ni1 N2 . . 83.40(5) y
N2 Ni1 N2 3_566 . 180.0 ?
O2 S1 O1 . . 113.43(7) ?
O2 S1 O3 . . 112.37(7) ?
O1 S1 O3 . . 112.03(6) ?
O2 S1 C5 . . 106.98(6) ?
O1 S1 C5 . . 106.08(6) ?
O3 S1 C5 . . 105.26(6) ?
Ni1 OW1 H1E . . 126.5 ?
Ni1 OW1 H1F . . 116.4 ?
H1E OW1 H1F . . 103.2 ?
C1 N1 C2 . . 110.21(13) ?
C1 N1 Ni1 . . 120.43(10) ?
C2 N1 Ni1 . . 106.92(9) ?
C1 N1 H1D . . 109.6(14) ?
C2 N1 H1D . . 108.7(14) ?
Ni1 N1 H1D . . 100.2(14) ?
C4 N2 C3 . . 111.89(14) ?
C4 N2 Ni1 . . 117.56(10) ?
C3 N2 Ni1 . . 105.28(10) ?
C4 N2 H2C . . 107.7(12) ?
C3 N2 H2C . . 103.5(12) ?
Ni1 N2 H2C . . 110.1(12) ?
N1 C1 H1A . . 109.5 ?
N1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
N1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N1 C2 C3 . . 109.41(13) ?
N1 C2 H2A . . 109.8 ?
C3 C2 H2A . . 109.8 ?
N1 C2 H2B . . 109.8 ?
C3 C2 H2B . . 109.8 ?
H2A C2 H2B . . 108.2 ?
N2 C3 C2 . . 109.97(13) ?
N2 C3 H3A . . 109.7 ?
C2 C3 H3A . . 109.7 ?
N2 C3 H3B . . 109.7 ?
C2 C3 H3B . . 109.7 ?
H3A C3 H3B . . 108.2 ?
N2 C4 H4A . . 109.5 ?
N2 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
N2 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C6 C5 C8 . . 121.22(11) ?
C6 C5 S1 . . 120.15(9) ?
C8 C5 S1 . . 118.61(9) ?
C5 C6 C7 . . 120.05(11) ?
C5 C6 H6 . . 120.0 ?
C7 C6 H6 . . 120.0 ?
C6 C7 C9 . 3_676 121.91(10) ?
C6 C7 C7 . 3_676 119.15(14) ?
C9 C7 C7 3_676 3_676 118.93(13) ?
C9 C8 C5 . . 119.51(12) ?
C9 C8 H8 . . 120.2 ?
C5 C8 H8 . . 120.2 ?
C8 C9 C7 . 3_676 121.11(11) ?
C8 C9 H9 . . 119.4 ?
C7 C9 H9 3_676 . 119.4 ?
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 OW1 3_566 2.1001(9) ?
Ni1 OW1 . 2.1001(9) y
Ni1 N1 3_566 2.1265(11) ?
Ni1 N1 . 2.1265(11) y
Ni1 N2 3_566 2.1268(12) ?
Ni1 N2 . 2.1268(12) y
S1 O2 . 1.4472(10) y
S1 O1 . 1.4595(11) y
S1 O3 . 1.4645(10) y
S1 C5 . 1.7751(12) ?
OW1 H1E . 0.8385 ?
OW1 H1F . 0.8519 ?
N1 C1 . 1.465(2) ?
N1 C2 . 1.469(2) ?
N1 H1D . 0.85(2) ?
N2 C4 . 1.460(2) ?
N2 C3 . 1.483(2) ?
N2 H2C . 0.870(19) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 C3 . 1.502(2) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 C6 . 1.3702(17) ?
C5 C8 . 1.4157(17) ?
C6 C7 . 1.4141(16) ?
C6 H6 . 0.9300 ?
C7 C9 3_676 1.4170(17) ?
C7 C7 3_676 1.424(2) ?
C8 C9 . 1.3646(17) ?
C8 H8 . 0.9300 ?
C9 C7 3_676 1.4170(17) ?
C9 H9 . 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
OW1 H1E O1 . 0.84 1.87 2.7106(14) 174.6
OW1 H1F O3 3_666 0.85 1.95 2.7791(14) 165.6
N1 H1D O3 1_455 0.85(2) 2.17(2) 3.0172(17) 173.7(19)
N2 H2C O2 3_566 0.870(19) 2.206(19) 3.0612(16) 167.6(16)
