#------------------------------------------------------------------------------
#$Date: 2016-04-30 04:37:01 +0300 (Sat, 30 Apr 2016) $
#$Revision: 182420 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/16/2241676.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_2241676
loop_
_publ_author_name
'Liu, Chen'
'Thuijs, Annaliese E.'
'Felts, Ashley C.'
'Ballouk, Hamza F.'
'Abboud, Khalil A.'
_publ_section_title
;
 Crystal structure of catena-poly[[(dimethyl
 sulfoxide-κO)(pyridine-2,6-dicarboxylato-κ³O,N,O')nickel(II)]-μ-pyrazine-κ²N:N']
;
_journal_coeditor_code           WM5288
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              768
_journal_page_last               771
_journal_paper_doi               10.1107/S2056989016007064
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          '[Ni (C7 H3 N O4)(C4 H4 N2)(C2 H6 O S)]'
_chemical_formula_moiety         'C13 H13 N3 Ni O5 S'
_chemical_formula_sum            'C13 H13 N3 Ni O5 S'
_chemical_formula_weight         382.03
_chemical_name_systematic
;catena-Poly[[(dimethyl
sulfoxide-κO)(pyridine-2,6-dicarboxylato-κ³O,N,O')nickel(II)]-μ-pyrazine-κ²N:N']
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90.6447(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5631(7)
_cell_length_b                   7.0296(4)
_cell_length_c                   20.3710(13)
_cell_measurement_reflns_used    9922
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.0
_cell_measurement_theta_min      2.0
_cell_volume                     1512.54(16)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
XP (Bruker, 2014)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII DUO CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            56634
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         1.000
_diffrn_standards_decay_%        1
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.449
_exptl_absorpt_correction_T_max  0.9651
_exptl_absorpt_correction_T_min  0.7304
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
based on measured indexed crystal faces;
XPREP (Bruker, 2014)
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_description       needle
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.046
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.312
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3756
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0201
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0274P)²+1.0377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0527
_refine_ls_wR_factor_ref         0.0551
_reflns_number_gt                3549
_reflns_number_total             3756
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            wm5288sup1.cif
_cod_data_source_block           I
_cod_database_code               2241676
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.618
_shelx_estimated_absorpt_t_max   0.936
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1A 0.19703(2) 0.7500 0.11633(2) 0.00831(6) Uani d 1 . .
Ni Ni1B 0.27491(2) 0.2500 0.36354(2) 0.00767(6) Uani d 1 . .
S S1B 0.54518(4) 0.2500 0.28209(2) 0.01208(9) Uani d 1 . .
S S1A -0.08847(4) 0.7500 0.16036(2) 0.01425(10) Uani d 1 . .
O O1B 0.10195(12) 0.2500 0.30920(6) 0.0113(2) Uani d 1 . .
O O1A 0.11570(12) 0.7500 0.02161(6) 0.0132(3) Uani d 1 . .
O O2B -0.10902(13) 0.2500 0.32425(7) 0.0233(3) Uani d 1 . .
O O2A 0.17059(18) 0.7205(10) -0.08458(9) 0.0253(15) Uani d 0.5 . .
O O3B 0.39180(12) 0.2500 0.44805(6) 0.0111(2) Uani d 1 . .
O O3A 0.34526(12) 0.7500 0.18730(6) 0.0120(3) Uani d 1 . .
O O4A 0.55732(14) 0.7500 0.19630(8) 0.0263(4) Uani d 1 . .
O O4B 0.38006(13) 0.2500 0.55830(7) 0.0182(3) Uani d 1 . .
O O5B 0.40109(12) 0.2500 0.28824(6) 0.0121(3) Uani d 1 . .
O O5A 0.05126(12) 0.7500 0.18052(6) 0.0133(3) Uani d 1 A .
N N1B 0.14803(14) 0.2500 0.43438(7) 0.0096(3) Uani d 1 . .
N N1A 0.34951(14) 0.7500 0.06078(8) 0.0115(3) Uani d 1 . .
N N2B 0.27691(9) 0.55104(16) 0.36044(5) 0.0099(2) Uani d 1 . .
N N2A 0.18744(9) 0.44903(16) 0.11862(5) 0.0106(2) Uani d 1 . .
C C1A 0.19489(19) 0.7500 -0.02550(10) 0.0191(4) Uani d 1 . .
C C1B 0.33304(17) 0.2500 0.50290(9) 0.0116(3) Uani d 1 . .
C C2B 0.18885(17) 0.2500 0.49647(9) 0.0114(3) Uani d 1 . .
C C2A 0.33379(18) 0.7500 -0.00413(9) 0.0145(4) Uani d 1 . .
C C3B 0.10332(18) 0.2500 0.54760(9) 0.0156(4) Uani d 1 . .
H H3BA 0.1317 0.2500 0.5920 0.019 Uiso calc 1 . .
C C3A 0.4378(2) 0.7500 -0.04533(10) 0.0186(4) Uani d 1 . .
H H3AA 0.4274 0.7500 -0.0917 0.022 Uiso calc 1 . .
C C4B -0.02551(19) 0.2500 0.53191(10) 0.0178(4) Uani d 1 . .
H H4BA -0.0861 0.2500 0.5660 0.021 Uiso calc 1 . .
C C4A 0.55810(19) 0.7500 -0.01630(11) 0.0206(4) Uani d 1 . .
H H4AA 0.6310 0.7500 -0.0432 0.025 Uiso calc 1 . .
C C5B -0.06604(18) 0.2500 0.46662(10) 0.0157(4) Uani d 1 . .
H H5BA -0.1537 0.2500 0.4556 0.019 Uiso calc 1 . .
C C5A 0.57227(18) 0.7500 0.05169(11) 0.0183(4) Uani d 1 . .
H H5AA 0.6540 0.7500 0.0717 0.022 Uiso calc 1 . .
C C6B 0.02532(17) 0.2500 0.41808(9) 0.0114(3) Uani d 1 . .
C C6A 0.46371(17) 0.7500 0.08948(9) 0.0135(4) Uani d 1 . .
C C7B 0.00208(17) 0.2500 0.34383(9) 0.0127(3) Uani d 1 . .
C C7A 0.45721(17) 0.7500 0.16448(9) 0.0141(4) Uani d 1 . .
C C11B 0.21031(11) 0.65089(18) 0.31586(6) 0.0107(2) Uani d 1 . .
H H11B 0.1620 0.5849 0.2835 0.013 Uiso calc 1 . .
C C11A 0.25161(12) 0.34864(19) 0.16410(6) 0.0129(2) Uani d 1 . .
H H11A 0.2982 0.4144 0.1972 0.015 Uiso calc 1 . .
C C12B 0.34543(11) 0.65142(18) 0.40430(6) 0.0115(2) Uani d 1 . .
H H12B 0.3951 0.5856 0.4361 0.014 Uiso calc 1 . .
C C12A 0.11868(12) 0.34903(19) 0.07512(7) 0.0157(3) Uani d 1 . .
H H12A 0.0686 0.4149 0.0435 0.019 Uiso calc 1 . .
C C21B 0.60288(13) 0.4416(2) 0.33098(7) 0.0209(3) Uani d 1 . .
H H21A 0.6954 0.4467 0.3284 0.031 Uiso calc 1 . .
H H21B 0.5669 0.5614 0.3148 0.031 Uiso calc 1 . .
H H21C 0.5781 0.4221 0.3767 0.031 Uiso calc 1 . .
C C21A -0.1608(4) 0.5556(5) 0.1942(4) 0.0179(12) Uiso d 0.46(2) A 1
H H21D -0.2505 0.5546 0.1814 0.027 Uiso calc 0.46(2) A 1
H H21E -0.1201 0.4393 0.1783 0.027 Uiso calc 0.46(2) A 1
H H21F -0.1530 0.5616 0.2421 0.027 Uiso calc 0.46(2) A 1
C C22A -0.1502(4) 0.5609(5) 0.2133(4) 0.0196(10) Uiso d 0.54(2) A 2
H H22A -0.2413 0.5458 0.2051 0.029 Uiso calc 0.54(2) A 2
H H22B -0.1068 0.4412 0.2036 0.029 Uiso calc 0.54(2) A 2
H H22C -0.1356 0.5949 0.2594 0.029 Uiso calc 0.54(2) A 2
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
N1A Ni1A O5A . . 174.81(6)
N1A Ni1A O1A . . 78.58(6)
O5A Ni1A O1A . . 106.61(5)
N1A Ni1A N2A . 4_575 92.98(3)
O5A Ni1A N2A . 4_575 87.08(3)
O1A Ni1A N2A . 4_575 90.06(3)
N1A Ni1A N2A . . 92.98(3)
O5A Ni1A N2A . . 87.08(3)
O1A Ni1A N2A . . 90.06(3)
N2A Ni1A N2A 4_575 . 173.95(6)
N1A Ni1A O3A . . 77.89(6)
O5A Ni1A O3A . . 96.92(5)
O1A Ni1A O3A . . 156.48(5)
N2A Ni1A O3A 4_575 . 91.15(3)
N2A Ni1A O3A . . 91.15(3)
N1B Ni1B O5B . . 178.13(6)
N1B Ni1B O3B . . 78.45(6)
O5B Ni1B O3B . . 103.42(5)
N1B Ni1B N2B . . 91.65(3)
O5B Ni1B N2B . . 88.32(3)
O3B Ni1B N2B . . 91.06(3)
N1B Ni1B N2B . 4_565 91.65(3)
O5B Ni1B N2B . 4_565 88.32(3)
O3B Ni1B N2B . 4_565 91.06(3)
N2B Ni1B N2B . 4_565 176.38(6)
N1B Ni1B O1B . . 78.15(6)
O5B Ni1B O1B . . 99.97(5)
O3B Ni1B O1B . . 156.61(5)
N2B Ni1B O1B . . 89.61(3)
N2B Ni1B O1B 4_565 . 89.61(3)
O5B S1B C21B . 4_565 106.82(6)
O5B S1B C21B . . 106.82(6)
C21B S1B C21B 4_565 . 98.42(11)
O5A S1A C21A . . 109.0(2)
O5A S1A C21A . 4_575 109.0(2)
C21A S1A C21A . 4_575 105.8(3)
O5A S1A C22A . . 101.00(18)
O5A S1A C22A . 4_575 101.00(18)
C22A S1A C22A . 4_575 92.8(3)
C7B O1B Ni1B . . 115.04(11)
C1A O1A Ni1A . . 115.10(12)
O2A O2A C1A 4_575 . 80.4(3)
C1B O3B Ni1B . . 115.23(11)
C7A O3A Ni1A . . 115.61(12)
S1B O5B Ni1B . . 136.06(8)
S1A O5A Ni1A . . 124.34(8)
C2B N1B C6B . . 122.64(16)
C2B N1B Ni1B . . 118.53(12)
C6B N1B Ni1B . . 118.83(12)
C2A N1A C6A . . 122.50(16)
C2A N1A Ni1A . . 118.36(13)
C6A N1A Ni1A . . 119.14(13)
C11B N2B C12B . . 116.75(11)
C11B N2B Ni1B . . 122.56(8)
C12B N2B Ni1B . . 120.69(8)
C12A N2A C11A . . 116.53(12)
C12A N2A Ni1A . . 122.38(9)
C11A N2A Ni1A . . 121.09(9)
O2A C1A O2A . 4_575 19.2(7)
O2A C1A O1A . . 126.5(2)
O2A C1A O1A 4_575 . 126.5(2)
O2A C1A C2A . . 117.57(19)
O2A C1A C2A 4_575 . 117.57(19)
O1A C1A C2A . . 114.86(17)
O4B C1B O3B . . 127.24(17)
O4B C1B C2B . . 118.13(16)
O3B C1B C2B . . 114.63(15)
N1B C2B C3B . . 120.45(17)
N1B C2B C1B . . 113.16(15)
C3B C2B C1B . . 126.39(17)
N1A C2A C3A . . 120.61(18)
N1A C2A C1A . . 113.10(16)
C3A C2A C1A . . 126.30(18)
C2B C3B C4B . . 118.06(17)
C2B C3B H3BA . . 121.0
C4B C3B H3BA . . 121.0
C2A C3A C4A . . 117.80(18)
C2A C3A H3AA . . 121.1
C4A C3A H3AA . . 121.1
C5B C4B C3B . . 120.50(17)
C5B C4B H4BA . . 119.8
C3B C4B H4BA . . 119.8
C5A C4A C3A . . 120.61(18)
C5A C4A H4AA . . 119.7
C3A C4A H4AA . . 119.7
C6B C5B C4B . . 118.12(17)
C6B C5B H5BA . . 120.9
C4B C5B H5BA . . 120.9
C6A C5A C4A . . 118.14(18)
C6A C5A H5AA . . 120.9
C4A C5A H5AA . . 120.9
N1B C6B C5B . . 120.23(17)
N1B C6B C7B . . 112.99(15)
C5B C6B C7B . . 126.78(16)
N1A C6A C5A . . 120.34(18)
N1A C6A C7A . . 112.76(16)
C5A C6A C7A . . 126.89(17)
O2B C7B O1B . . 127.59(18)
O2B C7B C6B . . 117.43(16)
O1B C7B C6B . . 114.98(15)
O4A C7A O3A . . 126.94(18)
O4A C7A C6A . . 118.47(17)
O3A C7A C6A . . 114.59(16)
N2B C11B C11B . 4_575 121.57(7)
N2B C11B H11B . . 119.2
C11B C11B H11B 4_575 . 119.2
N2A C11A C11A . 4_565 121.72(7)
N2A C11A H11A . . 119.1
C11A C11A H11A 4_565 . 119.1
N2B C12B C12B . 4_575 121.67(7)
N2B C12B H12B . . 119.2
C12B C12B H12B 4_575 . 119.2
N2A C12A C12A . 4_565 121.68(7)
N2A C12A H12A . . 119.2
C12A C12A H12A 4_565 . 119.2
S1B C21B H21A . . 109.5
S1B C21B H21B . . 109.5
H21A C21B H21B . . 109.5
S1B C21B H21C . . 109.5
H21A C21B H21C . . 109.5
H21B C21B H21C . . 109.5
S1A C21A H21D . . 109.5
S1A C21A H21E . . 109.5
H21D C21A H21E . . 109.5
S1A C21A H21F . . 109.5
H21D C21A H21F . . 109.5
H21E C21A H21F . . 109.5
S1A C22A H22A . . 109.5
S1A C22A H22B . . 109.5
H22A C22A H22B . . 109.5
S1A C22A H22C . . 109.5
H22A C22A H22C . . 109.5
H22B C22A H22C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1A N1A . 1.9788(15)
Ni1A O5A . 2.0313(13)
Ni1A O1A . 2.1032(13)
Ni1A N2A 4_575 2.1186(11)
Ni1A N2A . 2.1186(11)
Ni1A O3A . 2.1191(13)
Ni1B N1B . 1.9804(15)
Ni1B O5B . 2.0434(13)
Ni1B O3B . 2.1073(13)
Ni1B N2B . 2.1172(11)
Ni1B N2B 4_565 2.1173(11)
Ni1B O1B . 2.1255(12)
S1B O5B . 1.5286(13)
S1B C21B 4_565 1.7786(14)
S1B C21B . 1.7786(14)
S1A O5A . 1.5276(13)
S1A C21A . 1.713(4)
S1A C21A 4_575 1.713(4)
S1A C22A . 1.836(4)
S1A C22A 4_575 1.836(4)
O1B C7B . 1.276(2)
O1A C1A . 1.280(2)
O2B C7B . 1.235(2)
O2A O2A 4_575 0.414(15)
O2A C1A . 1.245(3)
O3B C1B . 1.284(2)
O3A C7A . 1.276(2)
O4A C7A . 1.234(2)
O4B C1B . 1.228(2)
N1B C2B . 1.332(2)
N1B C6B . 1.334(2)
N1A C2A . 1.331(2)
N1A C6A . 1.335(2)
N2B C11B . 1.3408(16)
N2B C12B . 1.3438(16)
N2A C12A . 1.3388(17)
N2A C11A . 1.3423(16)
C1A O2A 4_575 1.245(3)
C1A C2A . 1.526(3)
C1B C2B . 1.527(2)
C2B C3B . 1.386(3)
C2A C3A . 1.390(3)
C3B C4B . 1.394(3)
C3B H3BA . 0.9500
C3A C4A . 1.395(3)
C3A H3AA . 0.9500
C4B C5B . 1.393(3)
C4B H4BA . 0.9500
C4A C5A . 1.391(3)
C4A H4AA . 0.9500
C5B C6B . 1.389(3)
C5B H5BA . 0.9500
C5A C6A . 1.388(3)
C5A H5AA . 0.9500
C6B C7B . 1.530(3)
C6A C7A . 1.530(3)
C11B C11B 4_575 1.393(3)
C11B H11B . 0.9500
C11A C11A 4_565 1.387(3)
C11A H11A . 0.9500
C12B C12B 4_575 1.386(3)
C12B H12B . 0.9500
C12A C12A 4_565 1.392(3)
C12A H12A . 0.9500
C21B H21A . 0.9800
C21B H21B . 0.9800
C21B H21C . 0.9800
C21A H21D . 0.9800
C21A H21E . 0.9800
C21A H21F . 0.9800
C22A H22A . 0.9800
C22A H22B . 0.9800
C22A H22C . 0.9800
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
C11B H11B O1B . 0.95 2.50 3.0442(13) 116.8
C11B H11B O5A . 0.95 2.66 3.2871(18) 124.3
C11A H11A O3A . 0.95 2.42 3.0252(14) 121.4
C11A H11A O5B . 0.95 2.43 3.0462(17) 122.2
C12B H12B O3B . 0.95 2.37 2.9978(13) 123.1
C12A H12A O1A . 0.95 2.45 3.0221(14) 118.6
C12A H12A O1A 3_565 0.95 2.61 3.2230(18) 122.3
C21B H21A O2B 4_665 0.98 2.49 3.3321(19) 144.1
C21A H21D O4A 4_475 0.98 2.47 3.277(4) 139.2
C21A H21E O2A 3_565 0.98 2.27 2.959(9) 126.2
C21A H21E O2A 2_545 0.98 2.50 3.246(9) 132.3
C22A H22A O4A 4_475 0.98 2.57 3.377(4) 139.5

_cod_database_fobs_code 2241676
