#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/13/2201322.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_2201322
loop_
_publ_author_name
'Hamamci, Sevim'
'Yilmaz, Veysel T.'
'Thöne, Carsten'
_publ_section_title
;
 trans-Diaquabis(2-pyridylethanol-N,O)nickel(II)
 disaccharinate
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m700
_journal_page_last               m701
_journal_paper_doi               10.1107/S160053680202007X
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          '[Ni (C7 H9 NO)2 (H2 O1)2], (C7 H4 N O3 S)2'
_chemical_formula_moiety         'C14 H22 N2 O4 Ni, 2C7 H4 N O3 S'
_chemical_formula_sum            'C28 H30 N4 Ni O10 S2'
_chemical_formula_weight         705.39
_chemical_name_systematic
;
trans-Diaquabis(2-pyridylethanol-N,O)nickel(II) disaccharinate
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.262(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.8009(6)
_cell_length_b                   8.7664(6)
_cell_length_c                   19.0840(14)
_cell_measurement_reflns_used    5714
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      30.5
_cell_measurement_theta_min      2.17
_cell_volume                     1448.82(18)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'XP (Siemens, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      133(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 1000CCD'
_diffrn_measurement_method       'ω  and ψ'
_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  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            25119
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         2.17
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.880
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            pale-blue
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         1.043
_refine_diff_density_min         -0.280
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4249
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0322
_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)+(0.0635P)²+0.2009P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0961
_reflns_number_gt                3604
_reflns_number_total             4249
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6211.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2201322
_cod_database_fobs_code          2201322
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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ni 0.0000 0.5000 0.0000 0.01342(8) Uani d S 1 . . Ni
S1 0.54586(4) 0.28708(4) 0.132706(18) 0.01640(9) Uani d . 1 . . S
N1 0.40479(16) 0.29573(15) 0.06600(7) 0.0197(3) Uani d . 1 . . N
N2 0.02723(14) 0.34582(14) 0.08366(6) 0.0157(2) Uani d . 1 . . N
O1 0.68479(14) 0.35220(13) 0.11455(6) 0.0250(3) Uani d . 1 . . O
O2 0.50389(15) 0.34895(14) 0.19650(6) 0.0254(3) Uani d . 1 . . O
O3 -0.03462(14) 0.67465(13) 0.06800(6) 0.0191(2) Uani d . 1 . . O
H3 -0.105(3) 0.731(3) 0.0523(14) 0.049(8) Uiso d . 1 . . H
O4 0.23567(13) 0.54793(13) 0.01537(6) 0.0179(2) Uani d . 1 . . O
H4A 0.261(3) 0.578(3) -0.0182(12) 0.028(6) Uiso d . 1 . . H
H4B 0.290(3) 0.473(3) 0.0285(13) 0.037(7) Uiso d . 1 . . H
O21 0.24888(14) 0.13046(14) -0.00756(6) 0.0252(3) Uani d . 1 . . O
C11 0.41984(19) -0.12674(19) 0.07775(9) 0.0236(3) Uani d . 1 . . C
H11 0.3404 -0.1667 0.0422 0.028 Uiso calc R 1 . . H
C12 0.5172(2) -0.22303(19) 0.12350(9) 0.0261(3) Uani d . 1 . . C
H12 0.5043 -0.3304 0.1190 0.031 Uiso calc R 1 . . H
C13 0.6332(2) -0.16376(19) 0.17576(9) 0.0246(3) Uani d . 1 . . C
H13 0.6983 -0.2317 0.2062 0.030 Uiso calc R 1 . . H
C14 0.65568(19) -0.00735(17) 0.18432(9) 0.0202(3) Uani d . 1 . . C
H14 0.7344 0.0333 0.2200 0.024 Uiso calc R 1 . . H
C15 0.55770(17) 0.08643(17) 0.13824(8) 0.0166(3) Uani d . 1 . . C
C16 0.44254(18) 0.02906(17) 0.08569(8) 0.0176(3) Uani d . 1 . . C
C21 0.35498(18) 0.15554(18) 0.04337(8) 0.0189(3) Uani d . 1 . . C
C31 -0.01567(19) 0.19835(18) 0.06905(9) 0.0212(3) Uani d . 1 . . C
H31 -0.0581 0.1721 0.0213 0.025 Uiso calc R 1 . . H
C32 -0.0007(2) 0.08472(19) 0.12012(10) 0.0266(3) Uani d . 1 . . C
H32 -0.0330 -0.0166 0.1076 0.032 Uiso calc R 1 . . H
C33 0.0627(2) 0.1215(2) 0.19034(10) 0.0291(4) Uani d . 1 . . C
H33 0.0763 0.0460 0.2266 0.035 Uiso calc R 1 . . H
C34 0.1053(2) 0.2722(2) 0.20562(9) 0.0251(3) Uani d . 1 . . C
H34 0.1492 0.3005 0.2530 0.030 Uiso calc R 1 . . H
C35 0.08411(18) 0.38188(18) 0.15212(8) 0.0193(3) Uani d . 1 . . C
C36 0.1156(2) 0.54779(19) 0.16934(8) 0.0227(3) Uani d . 1 . . C
H36A 0.2032 0.5822 0.1471 0.027 Uiso calc R 1 . . H
H36B 0.1460 0.5597 0.2215 0.027 Uiso calc R 1 . . H
C37 -0.0239(2) 0.64808(19) 0.14314(8) 0.0238(3) Uani d . 1 . . C
H37A -0.1189 0.5972 0.1522 0.029 Uiso calc R 1 . . H
H37B -0.0131 0.7465 0.1690 0.029 Uiso calc R 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 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
O3 Ni O3 3_565 . 180.00 ?
O3 Ni N2 . 3_565 89.48(5) yes
O3 Ni N2 . . 90.52(5) yes
N2 Ni N2 3_565 . 180.00 ?
O3 Ni O4 3_565 . 89.05(5) yes
O3 Ni O4 . . 90.95(5) yes
N2 Ni O4 3_565 . 87.28(5) yes
N2 Ni O4 . . 92.72(5) yes
O4 Ni O4 . 3_565 180.00 ?
O2 S1 O1 . . 114.15(8) ?
O2 S1 N1 . . 111.84(7) ?
O1 S1 N1 . . 110.91(7) ?
O2 S1 C15 . . 110.26(7) ?
O1 S1 C15 . . 111.37(7) ?
N1 S1 C15 . . 97.06(7) ?
C21 N1 S1 . . 111.72(10) ?
C35 N2 C31 . . 117.50(13) ?
C35 N2 Ni . . 124.36(10) ?
C31 N2 Ni . . 118.13(10) ?
C37 O3 Ni . . 121.03(9) ?
C37 O3 H3 . . 112.3(19) ?
Ni O3 H3 . . 114.3(19) ?
Ni O4 H4A . . 112.5(17) ?
Ni O4 H4B . . 113.0(17) ?
H4A O4 H4B . . 107(2) ?
C16 C11 C12 . . 117.92(15) ?
C16 C11 H11 . . 121.0 ?
C12 C11 H11 . . 121.0 ?
C11 C12 C13 . . 120.83(15) ?
C11 C12 H12 . . 119.6 ?
C13 C12 H12 . . 119.6 ?
C14 C13 C12 . . 121.47(15) ?
C14 C13 H13 . . 119.3 ?
C12 C13 H13 . . 119.3 ?
C15 C14 C13 . . 116.78(15) ?
C15 C14 H14 . . 121.6 ?
C13 C14 H14 . . 121.6 ?
C14 C15 C16 . . 122.37(14) ?
C14 C15 S1 . . 130.73(12) ?
C16 C15 S1 . . 106.89(11) ?
C11 C16 C15 . . 120.62(14) ?
C11 C16 C21 . . 128.27(14) ?
C15 C16 C21 . . 111.11(13) ?
O21 C21 N1 . . 124.60(14) ?
O21 C21 C16 . . 122.19(14) ?
N1 C21 C16 . . 113.20(13) ?
N2 C31 C32 . . 123.45(15) ?
N2 C31 H31 . . 118.3 ?
C32 C31 H31 . . 118.3 ?
C31 C32 C33 . . 118.82(16) ?
C31 C32 H32 . . 120.6 ?
C33 C32 H32 . . 120.6 ?
C34 C33 C32 . . 117.92(16) ?
C34 C33 H33 . . 121.0 ?
C32 C33 H33 . . 121.0 ?
C33 C34 C35 . . 120.48(15) ?
C33 C34 H34 . . 119.8 ?
C35 C34 H34 . . 119.8 ?
N2 C35 C34 . . 121.77(15) ?
N2 C35 C36 . . 117.34(13) ?
C34 C35 C36 . . 120.81(14) ?
C35 C36 C37 . . 112.35(13) ?
C35 C36 H36A . . 109.1 ?
C37 C36 H36A . . 109.1 ?
C35 C36 H36B . . 109.1 ?
C37 C36 H36B . . 109.1 ?
H36A C36 H36B . . 107.9 ?
O3 C37 C36 . . 109.10(13) ?
O3 C37 H37A . . 109.9 ?
C36 C37 H37A . . 109.9 ?
O3 C37 H37B . . 109.9 ?
C36 C37 H37B . . 109.9 ?
H37A C37 H37B . . 108.3 ?
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
Ni O3 . 2.0645(11) yes
Ni N2 . 2.0729(12) yes
Ni O4 . 2.0851(11) yes
S1 O2 . 1.4398(12) ?
S1 O1 . 1.4463(12) ?
S1 N1 . 1.6138(13) ?
S1 C15 . 1.7641(15) ?
N1 C21 . 1.350(2) ?
N2 C35 . 1.3507(19) ?
N2 C31 . 1.3616(19) ?
O3 C37 . 1.4391(19) ?
O3 H3 . 0.81(3) ?
O4 H4A . 0.76(2) ?
O4 H4B . 0.82(3) ?
O21 C21 . 1.2417(18) ?
C11 C16 . 1.385(2) ?
C11 C12 . 1.394(2) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.394(2) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.391(2) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.387(2) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.387(2) ?
C16 C21 . 1.501(2) ?
C31 C32 . 1.383(2) ?
C31 H31 . 0.9500 ?
C32 C33 . 1.395(3) ?
C32 H32 . 0.9500 ?
C33 C34 . 1.390(3) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.391(2) ?
C34 H34 . 0.9500 ?
C35 C36 . 1.506(2) ?
C36 C37 . 1.520(2) ?
C36 H36A . 0.9900 ?
C36 H36B . 0.9900 ?
C37 H37A . 0.9900 ?
C37 H37B . 0.9900 ?
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
O3 H3 O21 3_565 0.81(3) 1.85(3) 2.6515(16) 172(3)
O4 H4A O1 3_665 0.76(2) 2.07(2) 2.8325(17) 175(2)
C32 H32 O21 3 0.95 2.64 3.357(2) 133
C33 H33 O2 2_545 0.95 2.45 3.342(2) 156
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion
O2 S1 N1 C21 . -114.55(12)
O1 S1 N1 C21 . 116.77(12)
C15 S1 N1 C21 . 0.64(13)
O3 Ni N2 C35 3_565 150.16(13)
O3 Ni N2 C35 . -29.84(13)
O4 Ni N2 C35 . 61.14(13)
O4 Ni N2 C35 3_565 -118.86(13)
O3 Ni N2 C31 3_565 -30.22(12)
O3 Ni N2 C31 . 149.78(12)
O4 Ni N2 C31 . -119.24(12)
O4 Ni N2 C31 3_565 60.76(12)
N2 Ni O3 C37 3_565 -177.05(12)
N2 Ni O3 C37 . 2.95(12)
O4 Ni O3 C37 . -89.77(12)
O4 Ni O3 C37 3_565 90.23(12)
C16 C11 C12 C13 . 0.3(3)
C11 C12 C13 C14 . 0.2(3)
C12 C13 C14 C15 . -0.3(3)
C13 C14 C15 C16 . -0.2(2)
C13 C14 C15 S1 . 178.63(13)
O2 S1 C15 C14 . -63.73(17)
O1 S1 C15 C14 . 64.06(17)
N1 S1 C15 C14 . 179.83(16)
O2 S1 C15 C16 . 115.24(11)
O1 S1 C15 C16 . -116.97(11)
N1 S1 C15 C16 . -1.20(12)
C12 C11 C16 C15 . -0.7(2)
C12 C11 C16 C21 . 179.61(16)
C14 C15 C16 C11 . 0.7(2)
S1 C15 C16 C11 . -178.36(13)
C14 C15 C16 C21 . -179.56(15)
S1 C15 C16 C21 . 1.36(16)
S1 N1 C21 O21 . -179.22(13)
S1 N1 C21 C16 . 0.09(17)
C11 C16 C21 O21 . -2.0(3)
C15 C16 C21 O21 . 178.30(15)
C11 C16 C21 N1 . 178.67(16)
C15 C16 C21 N1 . -1.02(19)
C35 N2 C31 C32 . -1.5(2)
Ni N2 C31 C32 . 178.88(13)
N2 C31 C32 C33 . -0.5(3)
C31 C32 C33 C34 . 1.1(3)
C32 C33 C34 C35 . 0.3(3)
C31 N2 C35 C34 . 2.9(2)
Ni N2 C35 C34 . -177.47(12)
C31 N2 C35 C36 . -173.69(15)
Ni N2 C35 C36 . 5.9(2)
C33 C34 C35 N2 . -2.4(3)
C33 C34 C35 C36 . 174.09(16)
N2 C35 C36 C37 . 52.9(2)
C34 C35 C36 C37 . -123.75(16)
Ni O3 C37 C36 . 43.05(17)
C35 C36 C37 O3 . -79.29(17)
