#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/09/2230905.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_2230905
loop_
_publ_author_name
'Wang, Ying'
'Sun, Ying-Ying'
_publ_section_title
;
 Tetraaqua{1-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1H-imidazole}sulfatomanganese(II)
 dihydrate
;
_journal_coeditor_code           WM2495
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m920
_journal_paper_doi               10.1107/S1600536811022197
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Mn (S O4) (C10 H9 N5) (H2 O)4], 2H2 O'
_chemical_formula_moiety         'C10 H17 Mn N5 O8 S, 2(H2 O)'
_chemical_formula_sum            'C10 H21 Mn N5 O10 S'
_chemical_formula_weight         458.32
_chemical_name_systematic
;
Tetraaqua{1-[(1H-1,2,3-benzotriazol-1-yl)methyl]-1H-
imidazole}sulfatomanganese(II) dihydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.33(3)
_cell_angle_beta                 91.11(3)
_cell_angle_gamma                115.21(3)
_cell_formula_units_Z            2
_cell_length_a                   7.5824(15)
_cell_length_b                   8.5237(17)
_cell_length_c                   15.972(3)
_cell_measurement_reflns_used    2952
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.8525
_cell_measurement_theta_min      2.5882
_cell_volume                     920.3(4)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2006)'
_computing_molecular_graphics    'XP in 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_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       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  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11432
_diffrn_reflns_theta_full        27.87
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         2.59
_exptl_absorpt_coefficient_mu    0.892
_exptl_absorpt_correction_T_max  0.8779
_exptl_absorpt_correction_T_min  0.8418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku/MSC, 2006)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             474
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.880
_refine_diff_density_min         -0.420
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4337
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0376
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0370P)²+0.6298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0868
_reflns_number_gt                3890
_reflns_number_total             4337
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            wm2495.cif
_cod_data_source_block           I
_cod_original_cell_volume        920.3(3)
_cod_database_code               2230905
_cod_database_fobs_code          2230905
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn Mn1 1.09479(4) 0.68072(4) 0.368939(17) 0.02329(9) Uani d . 1 1 . .
N N1 0.9825(2) 0.8445(2) 0.31175(11) 0.0291(4) Uani d . 1 1 . .
N N2 0.7818(2) 0.9044(2) 0.23568(10) 0.0286(4) Uani d . 1 1 . .
N N3 0.6756(3) 0.8884(2) 0.09051(11) 0.0335(4) Uani d . 1 1 . .
N N4 0.6786(3) 0.7462(3) 0.04108(13) 0.0463(5) Uani d . 1 1 . .
N N5 0.7294(3) 0.7876(3) -0.03268(13) 0.0502(5) Uani d . 1 1 . .
O O1 0.7941(2) 0.51495(19) 0.40066(9) 0.0329(3) Uani d . 1 1 . .
O O2 0.4595(3) 0.4090(3) 0.34648(13) 0.0563(5) Uani d . 1 1 . .
O O3 0.6674(3) 0.3117(2) 0.26847(10) 0.0474(4) Uani d . 1 1 . .
O O4 0.5682(3) 0.2154(2) 0.40145(11) 0.0477(4) Uani d . 1 1 . .
O O5 1.0451(2) 0.5238(2) 0.24469(9) 0.0369(3) Uani d . 1 1 . .
H H1W 1.1290 0.4924 0.2231 0.044 Uiso d R 1 1 . .
H H2W 0.9310 0.4400 0.2415 0.044 Uiso d R 1 1 . .
O O6 1.4025(2) 0.84945(19) 0.34976(10) 0.0354(3) Uani d . 1 1 . .
H H3W 1.4870 0.8318 0.3776 0.042 Uiso d R 1 1 . .
H H4W 1.4499 0.9610 0.3610 0.042 Uiso d R 1 1 . .
O O7 1.1386(2) 0.8208(2) 0.49917(9) 0.0391(4) Uani d . 1 1 . .
H H5W 1.1708 0.9306 0.5100 0.047 Uiso d R 1 1 . .
H H6W 1.2073 0.8024 0.5358 0.047 Uiso d R 1 1 . .
O O8 1.1938(2) 0.5052(2) 0.42073(10) 0.0380(4) Uani d . 1 1 . .
H H7W 1.2767 0.4702 0.4012 0.046 Uiso d R 1 1 . .
H H8W 1.1915 0.4943 0.4728 0.046 Uiso d R 1 1 . .
O O9 0.3306(2) 0.1900(2) 0.53910(10) 0.0399(4) Uani d . 1 1 . .
H H9W 0.4033 0.2189 0.4988 0.048 Uiso d R 1 1 . .
H H10W 0.3046 0.2747 0.5596 0.048 Uiso d R 1 1 . .
O O10 1.3276(3) 0.4486(2) 0.18654(11) 0.0510(4) Uani d . 1 1 . .
H H11W 1.3663 0.4031 0.2225 0.061 Uiso d R 1 1 . .
H H12W 1.3172 0.3753 0.1423 0.061 Uiso d R 1 1 . .
S S1 0.62136(7) 0.36114(6) 0.35346(3) 0.02383(11) Uani d . 1 1 . .
C C1 0.8275(3) 0.7791(3) 0.25673(14) 0.0323(4) Uani d . 1 1 . .
H H1A 0.7579 0.6599 0.2350 0.039 Uiso calc R 1 1 . .
C C2 1.0396(3) 1.0233(3) 0.32650(14) 0.0349(5) Uani d . 1 1 . .
H H2A 1.1463 1.1055 0.3629 0.042 Uiso calc R 1 1 . .
C C3 0.9168(4) 1.0606(3) 0.27995(15) 0.0392(5) Uani d . 1 1 . .
H H3A 0.9230 1.1714 0.2783 0.047 Uiso calc R 1 1 . .
C C4 0.6192(3) 0.8766(3) 0.17646(13) 0.0364(5) Uani d . 1 1 . .
H H4A 0.5134 0.7615 0.1773 0.044 Uiso calc R 1 1 . .
H H4B 0.5714 0.9640 0.1945 0.044 Uiso calc R 1 1 . .
C C5 0.7249(3) 1.0253(3) 0.04678(12) 0.0309(4) Uani d . 1 1 . .
C C6 0.7348(3) 1.1929(3) 0.06646(15) 0.0409(5) Uani d . 1 1 . .
H H6A 0.7078 1.2356 0.1192 0.049 Uiso calc R 1 1 . .
C C7 0.7875(4) 1.2921(4) 0.00210(19) 0.0544(7) Uani d . 1 1 . .
H H7A 0.7978 1.4061 0.0120 0.065 Uiso calc R 1 1 . .
C C8 0.8259(4) 1.2264(5) -0.07757(19) 0.0605(8) Uani d . 1 1 . .
H H8A 0.8619 1.2985 -0.1187 0.073 Uiso calc R 1 1 . .
C C9 0.8125(4) 1.0620(5) -0.09655(16) 0.0546(7) Uani d . 1 1 . .
H H9A 0.8369 1.0195 -0.1499 0.065 Uiso calc R 1 1 . .
C C10 0.7603(3) 0.9581(3) -0.03262(13) 0.0391(5) Uani d . 1 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'
Mn Mn 0.3368 0.7283 '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
O5 Mn1 O8 . . 89.65(6) ?
O5 Mn1 O7 . . 175.48(6) ?
O8 Mn1 O7 . . 86.58(6) ?
O5 Mn1 N1 . . 87.70(7) ?
O8 Mn1 N1 . . 176.71(6) ?
O7 Mn1 N1 . . 95.98(7) ?
O5 Mn1 O6 . . 92.32(7) ?
O8 Mn1 O6 . . 88.81(6) ?
O7 Mn1 O6 . . 90.10(7) ?
N1 Mn1 O6 . . 93.25(7) ?
O5 Mn1 O1 . . 92.08(7) ?
O8 Mn1 O1 . . 88.47(6) ?
O7 Mn1 O1 . . 85.33(7) ?
N1 Mn1 O1 . . 89.68(7) ?
O6 Mn1 O1 . . 174.81(6) ?
C1 N1 C2 . . 105.20(17) ?
C1 N1 Mn1 . . 123.33(14) ?
C2 N1 Mn1 . . 131.33(14) ?
C1 N2 C3 . . 106.80(17) ?
C1 N2 C4 . . 125.85(19) ?
C3 N2 C4 . . 127.36(19) ?
N4 N3 C5 . . 110.75(18) ?
N4 N3 C4 . . 119.50(19) ?
C5 N3 C4 . . 129.72(19) ?
N5 N4 N3 . . 108.1(2) ?
N4 N5 C10 . . 109.1(2) ?
S1 O1 Mn1 . . 134.35(9) ?
Mn1 O5 H1W . . 123.1 ?
Mn1 O5 H2W . . 106.7 ?
H1W O5 H2W . . 113.6 ?
Mn1 O6 H3W . . 114.6 ?
Mn1 O6 H4W . . 121.6 ?
H3W O6 H4W . . 100.5 ?
Mn1 O7 H5W . . 121.8 ?
Mn1 O7 H6W . . 118.3 ?
H5W O7 H6W . . 105.2 ?
Mn1 O8 H7W . . 127.1 ?
Mn1 O8 H8W . . 123.0 ?
H7W O8 H8W . . 105.9 ?
H9W O9 H10W . . 109.6 ?
H11W O10 H12W . . 98.3 ?
O2 S1 O3 . . 108.94(12) ?
O2 S1 O4 . . 109.81(12) ?
O3 S1 O4 . . 110.79(11) ?
O2 S1 O1 . . 108.90(11) ?
O3 S1 O1 . . 110.12(10) ?
O4 S1 O1 . . 108.25(10) ?
N1 C1 N2 . . 111.90(19) ?
N1 C1 H1A . . 124.1 ?
N2 C1 H1A . . 124.1 ?
C3 C2 N1 . . 109.40(19) ?
C3 C2 H2A . . 125.3 ?
N1 C2 H2A . . 125.3 ?
C2 C3 N2 . . 106.71(19) ?
C2 C3 H3A . . 126.6 ?
N2 C3 H3A . . 126.6 ?
N3 C4 N2 . . 111.86(17) ?
N3 C4 H4A . . 109.2 ?
N2 C4 H4A . . 109.2 ?
N3 C4 H4B . . 109.2 ?
N2 C4 H4B . . 109.2 ?
H4A C4 H4B . . 107.9 ?
N3 C5 C6 . . 133.4(2) ?
N3 C5 C10 . . 103.5(2) ?
C6 C5 C10 . . 123.0(2) ?
C7 C6 C5 . . 115.2(2) ?
C7 C6 H6A . . 122.4 ?
C5 C6 H6A . . 122.4 ?
C6 C7 C8 . . 122.1(3) ?
C6 C7 H7A . . 119.0 ?
C8 C7 H7A . . 119.0 ?
C9 C8 C7 . . 122.2(2) ?
C9 C8 H8A . . 118.9 ?
C7 C8 H8A . . 118.9 ?
C8 C9 C10 . . 117.3(2) ?
C8 C9 H9A . . 121.4 ?
C10 C9 H9A . . 121.4 ?
N5 C10 C5 . . 108.5(2) ?
N5 C10 C9 . . 131.3(2) ?
C5 C10 C9 . . 120.2(2) ?
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
Mn1 O5 . 2.1543(16) y
Mn1 O8 . 2.1854(15) y
Mn1 O7 . 2.1860(16) y
Mn1 N1 . 2.2043(17) y
Mn1 O6 . 2.2142(17) y
Mn1 O1 . 2.2269(16) y
N1 C1 . 1.313(3) ?
N1 C2 . 1.377(3) ?
N2 C1 . 1.338(3) ?
N2 C3 . 1.363(3) ?
N2 C4 . 1.453(3) ?
N3 N4 . 1.357(3) ?
N3 C5 . 1.365(3) ?
N3 C4 . 1.450(3) ?
N4 N5 . 1.297(3) ?
N5 C10 . 1.369(3) ?
O1 S1 . 1.4885(16) ?
O2 S1 . 1.4560(17) ?
O3 S1 . 1.4561(16) ?
O4 S1 . 1.4677(17) ?
O5 H1W . 0.8501 ?
O5 H2W . 0.8500 ?
O6 H3W . 0.8500 ?
O6 H4W . 0.8500 ?
O7 H5W . 0.8500 ?
O7 H6W . 0.8499 ?
O8 H7W . 0.8500 ?
O8 H8W . 0.8500 ?
O9 H9W . 0.8500 ?
O9 H10W . 0.8501 ?
O10 H11W . 0.8499 ?
O10 H12W . 0.8500 ?
C1 H1A . 0.9300 ?
C2 C3 . 1.347(3) ?
C2 H2A . 0.9300 ?
C3 H3A . 0.9300 ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.387(3) ?
C5 C10 . 1.394(3) ?
C6 C7 . 1.382(4) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.402(4) ?
C7 H7A . 0.9300 ?
C8 C9 . 1.349(4) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.401(3) ?
C9 H9A . 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 H1W O10 . 0.85 1.79 2.634(2) 172.9
O5 H2W O3 . 0.85 1.92 2.729(3) 158.6
O9 H9W O4 . 0.85 2.02 2.843(3) 163.3
O6 H3W O9 2_766 0.85 1.98 2.824(2) 169.6
O8 H8W O1 2_766 0.85 2.04 2.885(2) 175.6
O7 H6W O4 2_766 0.85 2.03 2.855(3) 163.0
O6 H4W O4 1_665 0.85 1.96 2.805(2) 172.8
O7 H5W O9 1_665 0.85 1.99 2.813(2) 161.7
O8 H7W O2 1_655 0.85 1.87 2.712(2) 172.4
O10 H11W O2 1_655 0.85 2.08 2.842(3) 149.8
O10 H12W N5 2_765 0.85 1.99 2.840(3) 173.2
O9 H10W O1 2_666 0.85 2.24 3.083(2) 172.5
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_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O5 Mn1 N1 C1 . . . . 42.94(17) ?
O7 Mn1 N1 C1 . . . . -134.43(17) ?
O6 Mn1 N1 C1 . . . . 135.13(17) ?
O1 Mn1 N1 C1 . . . . -49.16(17) ?
O5 Mn1 N1 C2 . . . . -142.02(19) ?
O7 Mn1 N1 C2 . . . . 40.6(2) ?
O6 Mn1 N1 C2 . . . . -49.82(19) ?
O1 Mn1 N1 C2 . . . . 125.89(19) ?
C5 N3 N4 N5 . . . . 0.4(3) ?
C4 N3 N4 N5 . . . . 178.76(19) ?
N3 N4 N5 C10 . . . . 0.0(3) ?
O5 Mn1 O1 S1 . . . . -2.77(13) ?
O8 Mn1 O1 S1 . . . . -92.36(13) ?
O7 Mn1 O1 S1 . . . . -179.05(13) ?
N1 Mn1 O1 S1 . . . . 84.92(13) ?
Mn1 O1 S1 O2 . . . . -118.40(14) ?
Mn1 O1 S1 O3 . . . . 0.99(17) ?
Mn1 O1 S1 O4 . . . . 122.26(14) ?
C2 N1 C1 N2 . . . . -0.2(2) ?
Mn1 N1 C1 N2 . . . . 175.94(13) ?
C3 N2 C1 N1 . . . . 0.2(2) ?
C4 N2 C1 N1 . . . . 179.91(18) ?
C1 N1 C2 C3 . . . . 0.1(3) ?
Mn1 N1 C2 C3 . . . . -175.60(16) ?
N1 C2 C3 N2 . . . . 0.0(3) ?
C1 N2 C3 C2 . . . . -0.1(3) ?
C4 N2 C3 C2 . . . . -179.8(2) ?
N4 N3 C4 N2 . . . . 82.7(3) ?
C5 N3 C4 N2 . . . . -99.3(3) ?
C1 N2 C4 N3 . . . . -91.1(3) ?
C3 N2 C4 N3 . . . . 88.5(3) ?
N4 N3 C5 C6 . . . . 176.6(2) ?
C4 N3 C5 C6 . . . . -1.5(4) ?
N4 N3 C5 C10 . . . . -0.6(2) ?
C4 N3 C5 C10 . . . . -178.7(2) ?
N3 C5 C6 C7 . . . . -178.3(2) ?
C10 C5 C6 C7 . . . . -1.6(3) ?
C5 C6 C7 C8 . . . . 0.7(4) ?
C6 C7 C8 C9 . . . . 0.5(4) ?
C7 C8 C9 C10 . . . . -0.8(4) ?
N4 N5 C10 C5 . . . . -0.3(3) ?
N4 N5 C10 C9 . . . . -178.4(2) ?
N3 C5 C10 N5 . . . . 0.5(2) ?
C6 C5 C10 N5 . . . . -177.0(2) ?
N3 C5 C10 C9 . . . . 178.9(2) ?
C6 C5 C10 C9 . . . . 1.4(3) ?
C8 C9 C10 N5 . . . . 177.8(3) ?
C8 C9 C10 C5 . . . . -0.1(4) ?
