#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/83/2018354.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_2018354
loop_
_publ_author_name
'Mirzaei, M.'
'Lippolis, V.'
'Eshtiagh-Hosseini, H.'
'Mahjoobizadeh, M.'
_publ_section_title
;
 Decaaquabis(μ₃-4-hydroxypyridine-2,6-dicarboxylato)bis(4-hydroxypyridine-2,6-dicarboxylato)tetramanganese(II)
 3.34-hydrate: a new three-dimensional open metal--organic framework based
 on a tetranuclear MnII complex of chelidamic acid and undecameric
 stitching water clusters
;
_journal_coeditor_code           QS3009
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m7
_journal_page_last               m11
_journal_paper_doi               10.1107/S0108270111050293
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Mn4 (C8 H3 N O5)4 (H2 O)10], 3.34H2 O'
_chemical_formula_moiety         'C28 H32 Mn4 N4 O30, 3.34(H2 O)'
_chemical_formula_sum            'C28 H38.68 Mn4 N4 O33.34'
_chemical_formula_weight         1184.47
_chemical_name_systematic
;
decaaquabis(μ₃-4-hydroxypyridine-2,6-dicarboxylato)bis(4-hydroxypyridine-
2,6-dicarboxylato)tetramanganese(II) 3.34-hydrate
;
_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                102.3090(10)
_cell_angle_beta                 95.0970(10)
_cell_angle_gamma                91.5810(10)
_cell_formula_units_Z            1
_cell_length_a                   6.6765(3)
_cell_length_b                   10.9615(5)
_cell_length_c                   14.1513(7)
_cell_measurement_reflns_used    4750
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.23
_cell_measurement_theta_min      2.65
_cell_volume                     1006.69(8)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
enCIFer (Allen et al., 2004), PLATON (Spek, 2009) and
publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11968
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.90
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.350
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_correction_T_min  0.783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.954
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             601.1
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.03
_refine_diff_density_min         -0.73
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.02
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5282
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.02
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0525P)²+0.6533P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0955
_reflns_number_gt                4390
_reflns_number_total             5282
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            qs3009.cif
_cod_data_source_block           I
_cod_database_code               2018354
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
Mn Mn1 0.75808(4) 0.33058(3) 0.04576(2) 0.00867(8) Uani d . 1 1
Mn Mn2 0.55933(6) 0.45116(3) 0.36541(3) 0.02347(10) Uani d . 1 1
O O1 0.8028(2) 0.39346(13) -0.09680(10) 0.0121(3) Uani d . 1 1
O O2 0.8685(2) 0.33552(14) -0.25170(10) 0.0154(3) Uani d . 1 1
O O3 0.7218(2) 0.15589(13) 0.10414(10) 0.0115(3) Uani d . 1 1
O O4 0.6941(2) -0.05248(13) 0.07109(10) 0.0122(3) Uani d . 1 1
O O5 0.8982(2) -0.14370(14) -0.27966(11) 0.0186(3) Uani d . 1 1
H H5O 0.9323 -0.1249 -0.3254 0.028 Uiso d R 1 1
O O6 0.6879(2) 0.43900(13) 0.20899(10) 0.0143(3) Uani d . 1 1
O O7 0.7149(2) 0.53798(13) 0.08997(10) 0.0121(3) Uani d . 1 1
O O8 0.5035(3) 0.62213(14) 0.50331(12) 0.0243(4) Uani d . 1 1
O O9 0.4441(3) 0.82619(15) 0.54829(12) 0.0290(4) Uani d . 1 1
O O10 0.6426(2) 0.99140(13) 0.26106(11) 0.0147(3) Uani d . 1 1
H H10O 0.6654 0.9816 0.2035 0.022 Uiso d R 1 1
O O1W 1.0719(2) 0.37689(13) 0.10272(10) 0.0124(3) Uani d . 1 1
H H1WA 1.1652 0.3411 0.0857 0.019 Uiso d R 1 1
H H1WB 1.1077 0.4508 0.1030 0.019 Uiso d R 1 1
O O2W 0.4229(2) 0.30131(13) 0.01703(10) 0.0113(3) Uani d . 1 1
H H2WA 0.3964 0.2272 -0.0122 0.017 Uiso d R 1 1
H H2WB 0.3787 0.3382 -0.0216 0.017 Uiso d R 1 1
O O3W 0.8773(4) 0.4327(3) 0.41444(15) 0.0507(6) Uani d . 1 1
H H3WA 0.9296 0.3768 0.4459 0.076 Uiso d R 1 1
H H3WB 0.9769 0.4346 0.3786 0.076 Uiso d R 1 1
O O4W 0.2258(3) 0.44970(16) 0.30972(12) 0.0251(4) Uani d . 1 1
H H4WA 0.1903 0.4032 0.2655 0.038 Uiso d R 1 1
H H4WB 0.1809 0.5118 0.2901 0.038 Uiso d R 1 1
O O5W 0.5303(3) 0.25497(15) 0.28145(12) 0.0251(4) Uani d . 1 1
H H5WA 0.5384 0.1972 0.3087 0.038 Uiso d R 1 1
H H5WB 0.6023 0.2226 0.2374 0.038 Uiso d R 1 1
N N1 0.7962(2) 0.16586(15) -0.07148(12) 0.0094(3) Uani d . 1 1
N N2 0.5918(3) 0.64562(16) 0.33086(12) 0.0127(3) Uani d . 1 1
C C1 0.8360(3) 0.17896(18) -0.15951(14) 0.0100(3) Uani d . 1 1
C C2 0.8704(3) 0.07906(19) -0.23332(14) 0.0122(4) Uani d . 1 1
H H2A 0.9000 0.0916 -0.2951 0.015 Uiso calc R 1 1
C C3 0.8604(3) -0.04129(19) -0.21447(14) 0.0125(4) Uani d . 1 1
C C4 0.8092(3) -0.05534(18) -0.12308(14) 0.0116(4) Uani d . 1 1
H H4A 0.7950 -0.1360 -0.1091 0.014 Uiso calc R 1 1
C C5 0.7801(3) 0.05042(18) -0.05426(14) 0.0095(3) Uani d . 1 1
C C6 0.8365(3) 0.31311(18) -0.17174(14) 0.0108(4) Uani d . 1 1
C C7 0.7283(3) 0.05017(18) 0.04808(14) 0.0092(3) Uani d . 1 1
C C8 0.5523(3) 0.75092(19) 0.39282(14) 0.0138(4) Uani d . 1 1
C C9 0.5659(3) 0.86844(18) 0.37266(14) 0.0132(4) Uani d . 1 1
H H9A 0.5338 0.9402 0.4185 0.016 Uiso calc R 1 1
C C10 0.6283(3) 0.87912(18) 0.28279(14) 0.0116(4) Uani d . 1 1
C C11 0.6739(3) 0.77039(18) 0.21894(14) 0.0108(4) Uani d . 1 1
H H11A 0.7214 0.7743 0.1583 0.013 Uiso calc R 1 1
C C12 0.6493(3) 0.65755(18) 0.24470(14) 0.0109(4) Uani d . 1 1
C C13 0.4941(4) 0.7332(2) 0.48998(16) 0.0200(5) Uani d . 1 1
C C14 0.6870(3) 0.53677(18) 0.17692(14) 0.0105(4) Uani d . 1 1
O O6W 1.0391(3) -0.0944(2) -0.44218(15) 0.0389(5) Uani d . 1 1
H H6WA 1.0177 -0.1748 -0.4675 0.058 Uiso d R 1 1
H H6WB 1.1590 -0.0996 -0.4389 0.058 Uiso d R 1 1
O O7W 0.9808(5) 0.3098(3) -0.4351(2) 0.0358(11) Uani d P 0.669(8) 1
H H7WA 0.9490 0.3021 -0.3716 0.054 Uiso d PR 0.669(8) 1
H H7WB 1.0976 0.3701 -0.4222 0.054 Uiso d PR 0.669(8) 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'
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
O1W Mn1 N1 . . 100.00(6) y
O1W Mn1 O2W . . 168.64(5) y
N1 Mn1 O2W . . 90.19(6) y
O1W Mn1 O3 . . 96.96(5) ?
N1 Mn1 O3 . . 71.17(6) ?
O2W Mn1 O3 . . 81.50(5) ?
O1W Mn1 O7 . . 85.66(5) ?
N1 Mn1 O7 . . 148.36(6) ?
O2W Mn1 O7 . . 88.27(5) ?
O3 Mn1 O7 . . 139.50(5) ?
O1W Mn1 O1 . . 92.74(5) ?
N1 Mn1 O1 . . 70.01(5) ?
O2W Mn1 O1 . . 95.47(5) ?
O3 Mn1 O1 . . 141.05(5) y
O7 Mn1 O1 . . 78.68(5) ?
O1W Mn1 O6 . . 83.88(5) ?
N1 Mn1 O6 . . 155.46(6) ?
O2W Mn1 O6 . . 84.77(5) ?
O3 Mn1 O6 . . 84.33(5) ?
O7 Mn1 O6 . . 55.65(5) ?
O1 Mn1 O6 . . 134.32(5) ?
O3W Mn2 O5W . . 92.02(9) y
O3W Mn2 O8 . 2_666 84.42(7) ?
O5W Mn2 O8 . 2_666 87.60(6) ?
O3W Mn2 O4W . . 174.44(8) y
O5W Mn2 O4W . . 82.59(7) y
O8 Mn2 O4W 2_666 . 93.97(7) ?
O3W Mn2 N2 . . 97.87(8) y
O5W Mn2 N2 . . 136.46(6) y
O8 Mn2 N2 2_666 . 135.39(6) y
O4W Mn2 N2 . . 87.02(6) y
O3W Mn2 O6 . . 83.39(6) ?
O5W Mn2 O6 . . 70.39(5) ?
O8 Mn2 O6 2_666 . 154.34(6) y
O4W Mn2 O6 . . 95.99(6) ?
N2 Mn2 O6 . . 68.85(5) ?
O3W Mn2 O8 . . 94.93(8) ?
O5W Mn2 O8 . . 154.34(6) ?
O8 Mn2 O8 2_666 . 68.60(6) y
O4W Mn2 O8 . . 89.41(6) ?
N2 Mn2 O8 . . 66.82(6) ?
O6 Mn2 O8 . . 134.95(5) y
C6 O1 Mn1 . . 119.68(12) ?
C7 O3 Mn1 . . 119.63(12) ?
C3 O5 H5O . . 109.8 ?
C14 O6 Mn2 . . 116.63(12) ?
C14 O6 Mn1 . . 86.48(11) ?
Mn2 O6 Mn1 . . 154.03(7) y
C14 O7 Mn1 . . 95.07(12) ?
C13 O8 Mn2 . 2_666 129.09(14) ?
C13 O8 Mn2 . . 119.11(13) ?
Mn2 O8 Mn2 2_666 . 111.40(6) y
C10 O10 H10O . . 108.3 ?
Mn1 O1W H1WA . . 127.1 ?
Mn1 O1W H1WB . . 112.8 ?
H1WA O1W H1WB . . 101.9 ?
Mn1 O2W H2WA . . 108.3 ?
Mn1 O2W H2WB . . 111.7 ?
H2WA O2W H2WB . . 101.7 ?
Mn2 O3W H3WA . . 128.2 ?
Mn2 O3W H3WB . . 124.4 ?
H3WA O3W H3WB . . 95.5 ?
Mn2 O4W H4WA . . 117.2 ?
Mn2 O4W H4WB . . 119.6 ?
H4WA O4W H4WB . . 96.0 ?
Mn2 O5W H5WA . . 120.9 ?
Mn2 O5W H5WB . . 126.0 ?
H5WA O5W H5WB . . 94.1 ?
C1 N1 C5 . . 118.94(17) ?
C1 N1 Mn1 . . 121.15(13) ?
C5 N1 Mn1 . . 119.91(13) ?
C8 N2 C12 . . 116.90(17) ?
C8 N2 Mn2 . . 123.02(13) ?
C12 N2 Mn2 . . 120.07(13) ?
N1 C1 C2 . . 122.99(18) ?
N1 C1 C6 . . 113.85(16) ?
C2 C1 C6 . . 123.16(17) ?
C1 C2 C3 . . 118.13(18) ?
C1 C2 H2A . . 120.9 ?
C3 C2 H2A . . 120.9 ?
O5 C3 C2 . . 122.88(18) ?
O5 C3 C4 . . 118.39(18) ?
C2 C3 C4 . . 118.74(18) ?
C5 C4 C3 . . 118.46(18) ?
C5 C4 H4A . . 120.8 ?
C3 C4 H4A . . 120.8 ?
N1 C5 C4 . . 122.63(18) ?
N1 C5 C7 . . 112.91(16) ?
C4 C5 C7 . . 124.46(17) ?
O2 C6 O1 . . 125.79(18) ?
O2 C6 C1 . . 119.09(17) ?
O1 C6 C1 . . 115.13(16) ?
O4 C7 O3 . . 124.70(18) ?
O4 C7 C5 . . 119.14(17) ?
O3 C7 C5 . . 116.15(16) ?
N2 C8 C9 . . 124.02(18) ?
N2 C8 C13 . . 114.96(18) ?
C9 C8 C13 . . 121.01(18) ?
C8 C9 C10 . . 118.23(18) ?
C8 C9 H9A . . 120.9 ?
C10 C9 H9A . . 120.9 ?
O10 C10 C11 . . 122.30(17) ?
O10 C10 C9 . . 119.67(17) ?
C11 C10 C9 . . 118.04(18) ?
C12 C11 C10 . . 119.18(18) ?
C12 C11 H11A . . 120.4 ?
C10 C11 H11A . . 120.4 ?
N2 C12 C11 . . 123.57(18) ?
N2 C12 C14 . . 114.91(17) ?
C11 C12 C14 . . 121.52(17) ?
O9 C13 O8 . . 126.7(2) ?
O9 C13 C8 . . 117.97(19) ?
O8 C13 C8 . . 115.30(18) ?
O6 C14 O7 . . 122.80(18) ?
O6 C14 C12 . . 118.38(17) ?
O7 C14 C12 . . 118.83(17) ?
H6WA O6W H6WB . . 92.6 ?
H7WA O7W H7WB . . 104.2 ?
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 O1W . 2.1825(14) y
Mn1 N1 . 2.2138(16) y
Mn1 O2W . 2.2403(14) y
Mn1 O3 . 2.2566(14) y
Mn1 O7 . 2.2594(14) y
Mn1 O1 . 2.3070(14) y
Mn1 O6 . 2.4538(14) y
Mn2 O3W . 2.203(3) y
Mn2 O5W . 2.2183(17) y
Mn2 O8 2_666 2.2426(16) y
Mn2 O4W . 2.2938(18) y
Mn2 N2 . 2.2950(17) y
Mn2 O6 . 2.4232(15) y
Mn2 O8 . 2.4633(16) y
O1 C6 . 1.267(2) ?
O2 C6 . 1.243(2) ?
O3 C7 . 1.261(2) ?
O4 C7 . 1.257(2) ?
O5 C3 . 1.338(2) ?
O5 H5O . 0.7711 ?
O6 C14 . 1.250(2) ?
O7 C14 . 1.264(2) ?
O8 C13 . 1.273(3) ?
O8 Mn2 2_666 2.2426(16) ?
O9 C13 . 1.241(3) ?
O10 C10 . 1.334(2) ?
O10 H10O . 0.8270 ?
O1W H1WA . 0.7749 ?
O1W H1WB . 0.8379 ?
O2W H2WA . 0.8351 ?
O2W H2WB . 0.7885 ?
O3W H3WA . 0.8920 ?
O3W H3WB . 0.8736 ?
O4W H4WA . 0.7333 ?
O4W H4WB . 0.8409 ?
O5W H5WA . 0.8091 ?
O5W H5WB . 0.8449 ?
N1 C1 . 1.333(2) ?
N1 C5 . 1.342(2) ?
N2 C8 . 1.341(3) ?
N2 C12 . 1.341(2) ?
C1 C2 . 1.383(3) ?
C1 C6 . 1.517(3) ?
C2 C3 . 1.401(3) ?
C2 H2A . 0.9500 ?
C3 C4 . 1.405(3) ?
C4 C5 . 1.377(3) ?
C4 H4A . 0.9500 ?
C5 C7 . 1.519(3) ?
C8 C9 . 1.380(3) ?
C8 C13 . 1.511(3) ?
C9 C10 . 1.400(3) ?
C9 H9A . 0.9500 ?
C10 C11 . 1.393(3) ?
C11 C12 . 1.372(3) ?
C11 H11A . 0.9500 ?
C12 C14 . 1.502(3) ?
O6W H6WA . 0.8800 ?
O6W H6WB . 0.8019 ?
O7W H7WA . 0.9618 ?
O7W H7WB . 0.9870 ?
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
_geom_hbond_publ_flag
O1W H1WA O2W 1_655 0.77 2.06 2.799(2) 159 y
O1W H1WB O1 2_765 0.84 1.82 2.651(2) 176 y
O2W H2WA O4 2_655 0.83 1.97 2.804(2) 173 y
O2W H2WB O7 2_665 0.79 1.98 2.687(2) 166 y
O3W H3WA O7W 1_556 0.89 1.95 2.800(4) 152 y
O5 H5O O6W . 0.77 1.95 2.712(3) 173 y
O3W H3WB O4W 1_655 0.87 2.02 2.890(3) 173 y
O4W H4WA O1W 1_455 0.73 2.32 2.949(2) 144 y
O4W H4WB O2 2_665 0.84 1.90 2.725(3) 169 y
O5W H5WA O10 1_545 0.81 2.36 2.966(3) 133 y
O5W H5WA O9 2_666 0.81 2.09 2.734(3) 137 y
O5W H5WB O3 . 0.85 2.11 2.932(2) 165 y
O10 H10O O4 1_565 0.83 1.86 2.683(2) 174 y
O6W H6WA O7W 2_754 0.88 1.80 2.608(4) 153 y
O6W H6WB O9 1_644 0.80 2.10 2.869(3) 161 y
O7W H7WA O2 . 0.96 1.79 2.725(3) 163 y
O7W H7WB O3W 2_765 0.99 2.14 2.899(5) 132 y
O7W H7WB N2 2_765 0.99 2.37 3.070(4) 127 y
