#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/58/2215852.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_2215852
loop_
_publ_author_name
'Li-Li Kong'
'Shan Gao'
'Li-Hua Huo'
'Ng, Seik Weng'
_publ_section_title
catena-Poly[[aqua(4,4'-bipyridine-κ²N,N')manganese(II)]-μ-3-(4-carboxylatophenoxy)propionato-κ³O:O',O'']
_journal_coeditor_code           CI2488
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2851
_journal_page_last               m2851
_journal_paper_doi               10.1107/S160053680705218X
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Mn (C10 H8 N2) (C10 H8 O5) (H2 O)]'
_chemical_formula_moiety         'C20 H18 Mn N2 O6'
_chemical_formula_sum            'C20 H18 Mn N2 O6'
_chemical_formula_weight         437.30
_chemical_name_systematic
;
catena-Poly[[aqua(4,4'-bipyridine-κ²N,N')manganese(II)]-
μ-3-(4-carboxylatophenoxy)propionato-κ³O:O',O'']
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.7770(3)
_cell_length_b                   16.2626(6)
_cell_length_c                   17.3730(5)
_cell_measurement_reflns_used    13538
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     1914.71(12)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics
;
X-SEED (Barbour, 2001) and OLEX (Dolomanov et al.,  2003)
;
_computing_publication_material  'publCIF (Westrip, 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_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  0.0416
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18852
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.23
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.730
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_correction_T_min  0.624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             900
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.304
_refine_ls_abs_structure_details 'Flack (1983), with 1860 Friedel pairs'
_refine_ls_abs_structure_Flack   0.36(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.949
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4362
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.949
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0334
_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)+(0.0533P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0885
_reflns_number_gt                3057
_reflns_number_total             4362
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2488.cif
_cod_data_source_block           I
_cod_database_code               2215852
_cod_database_fobs_code          2215852
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
Mn Mn1 0.75683(7) 0.39945(2) 0.849961(18) 0.03710(11) Uani d . 1
O O1 0.8310(3) 0.52190(13) 0.86239(14) 0.0622(6) Uani d . 1
O O2 0.5582(4) 0.59275(14) 0.84588(16) 0.0803(7) Uani d . 1
O O3 0.9809(3) 0.64933(14) 0.98274(10) 0.0552(6) Uani d . 1
O O4 1.4164(3) 0.61980(12) 1.30356(9) 0.0430(4) Uani d . 1
O O5 1.6748(3) 0.61228(13) 1.22776(9) 0.0459(5) Uani d . 1
O O1W 0.4470(3) 0.43660(15) 0.85866(13) 0.0520(5) Uani d D 1
H H1W1 0.334(2) 0.4252(19) 0.8405(17) 0.063(10) Uiso d D 1
H H1W2 0.459(9) 0.4888(8) 0.853(3) 0.16(2) Uiso d D 1
N N1 0.7321(4) 0.26198(12) 0.86540(11) 0.0413(5) Uani d . 1
N N2 0.7755(4) 0.37423(14) 0.97641(10) 0.0416(5) Uani d . 1
C C1 0.7385(5) 0.58737(15) 0.85466(13) 0.0463(6) Uani d . 1
C C2 0.8625(5) 0.66545(18) 0.85678(16) 0.0540(8) Uani d . 1
H H2A 0.8992 0.6800 0.8046 0.065 Uiso calc R 1
H H2B 0.7827 0.7099 0.8773 0.065 Uiso calc R 1
C C3 1.0480(5) 0.65767(19) 0.90479(14) 0.0494(7) Uani d . 1
H H3A 1.1236 0.6098 0.8893 0.059 Uiso calc R 1
H H3B 1.1300 0.7062 0.8992 0.059 Uiso calc R 1
C C4 1.1170(4) 0.64004(19) 1.04023(15) 0.0434(8) Uani d . 1
C C5 1.3162(4) 0.6315(2) 1.02968(15) 0.0447(8) Uani d . 1
H H5 1.3696 0.6316 0.9804 0.054 Uiso calc R 1
C C6 1.4373(4) 0.62257(17) 1.09374(14) 0.0391(6) Uani d . 1
H H6 1.5725 0.6161 1.0868 0.047 Uiso calc R 1
C C7 1.3603(4) 0.62311(19) 1.16835(14) 0.0360(6) Uani d . 1
C C8 1.1573(4) 0.6318(2) 1.17619(15) 0.0469(9) Uani d . 1
H H8 1.1020 0.6323 1.2252 0.056 Uiso calc R 1
C C9 1.0369(4) 0.6398(2) 1.11337(16) 0.0506(8) Uani d . 1
H H9 0.9013 0.6450 1.1199 0.061 Uiso calc R 1
C C10 1.4908(4) 0.61775(16) 1.23693(13) 0.0363(6) Uani d . 1
C C11 0.7252(5) 0.20784(18) 0.80691(16) 0.0535(7) Uani d . 1
H H11 0.7117 0.2280 0.7571 0.064 Uiso calc R 1
C C12 0.7371(6) 0.12452(18) 0.8171(2) 0.0664(8) Uani d . 1
H H12 0.7305 0.0889 0.7753 0.080 Uiso calc R 1
C C13 0.7589(5) 0.09507(19) 0.8902(2) 0.0682(9) Uani d . 1
H H13 0.7694 0.0388 0.8986 0.082 Uiso calc R 1
C C14 0.7654(5) 0.14913(17) 0.95166(18) 0.0583(7) Uani d . 1
H H14 0.7786 0.1296 1.0017 0.070 Uiso calc R 1
C C15 0.7520(5) 0.23271(14) 0.93762(14) 0.0423(5) Uani d . 1
C C16 0.7595(4) 0.29574(16) 0.99965(13) 0.0422(6) Uani d . 1
C C17 0.7479(5) 0.2761(2) 1.07716(14) 0.0574(7) Uani d . 1
H H17 0.7367 0.2216 1.0928 0.069 Uiso calc R 1
C C18 0.7533(6) 0.3384(3) 1.13051(15) 0.0713(10) Uani d . 1
H H18 0.7459 0.3262 1.1827 0.086 Uiso calc R 1
C C19 0.7696(5) 0.4191(2) 1.10699(16) 0.0672(9) Uani d . 1
H H19 0.7728 0.4618 1.1426 0.081 Uiso calc R 1
C C20 0.7808(5) 0.4344(2) 1.02932(15) 0.0547(8) Uani d . 1
H H20 0.7924 0.4886 1.0128 0.066 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'
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
O1 Mn1 O5 . 2_764 97.72(9)
O1 Mn1 O1W . . 87.71(9)
O5 Mn1 O1W 2_764 . 107.15(8)
O1 Mn1 N2 . . 93.46(9)
O5 Mn1 N2 2_764 . 158.00(8)
O1W Mn1 N2 . . 92.12(9)
O1 Mn1 N1 . . 163.82(9)
O5 Mn1 N1 2_764 . 92.57(8)
O1W Mn1 N1 . . 101.18(9)
N2 Mn1 N1 . . 72.91(8)
O1 Mn1 O4 . 2_764 86.31(8)
O5 Mn1 O4 2_764 2_764 57.36(6)
O1W Mn1 O4 . 2_764 162.32(7)
N2 Mn1 O4 . 2_764 104.83(7)
N1 Mn1 O4 . 2_764 88.80(8)
O1 Mn1 C10 . 2_764 91.29(9)
O5 Mn1 C10 2_764 2_764 28.63(7)
O1W Mn1 C10 . 2_764 135.01(8)
N2 Mn1 C10 . 2_764 132.79(8)
N1 Mn1 C10 . 2_764 91.82(8)
O4 Mn1 C10 2_764 2_764 28.76(6)
C1 O1 Mn1 . . 133.8(2)
C4 O3 C3 . . 119.1(2)
C10 O4 Mn1 . 2_765 86.31(14)
C10 O5 Mn1 . 2_765 95.35(15)
Mn1 O1W H1W1 . . 141(2)
Mn1 O1W H1W2 . . 100(4)
H1W1 O1W H1W2 . . 105(5)
C11 N1 C15 . . 118.4(2)
C11 N1 Mn1 . . 124.11(18)
C15 N1 Mn1 . . 116.90(16)
C16 N2 C20 . . 119.3(2)
C16 N2 Mn1 . . 117.68(15)
C20 N2 Mn1 . . 122.65(19)
O2 C1 O1 . . 125.0(3)
O2 C1 C2 . . 119.3(3)
O1 C1 C2 . . 115.7(3)
C3 C2 C1 . . 113.7(2)
C3 C2 H2A . . 108.8
C1 C2 H2A . . 108.8
C3 C2 H2B . . 108.8
C1 C2 H2B . . 108.8
H2A C2 H2B . . 107.7
O3 C3 C2 . . 105.4(2)
O3 C3 H3A . . 110.7
C2 C3 H3A . . 110.7
O3 C3 H3B . . 110.7
C2 C3 H3B . . 110.7
H3A C3 H3B . . 108.8
C5 C4 O3 . . 125.3(3)
C5 C4 C9 . . 120.7(3)
O3 C4 C9 . . 114.0(3)
C4 C5 C6 . . 119.0(3)
C4 C5 H5 . . 120.5
C6 C5 H5 . . 120.5
C5 C6 C7 . . 121.4(3)
C5 C6 H6 . . 119.3
C7 C6 H6 . . 119.3
C8 C7 C6 . . 117.5(3)
C8 C7 C10 . . 121.1(3)
C6 C7 C10 . . 121.4(3)
C9 C8 C7 . . 121.4(3)
C9 C8 H8 . . 119.3
C7 C8 H8 . . 119.3
C8 C9 C4 . . 120.0(3)
C8 C9 H9 . . 120.0
C4 C9 H9 . . 120.0
O5 C10 O4 . . 120.8(2)
O5 C10 C7 . . 119.4(2)
O4 C10 C7 . . 119.7(2)
O5 C10 Mn1 . 2_765 56.02(12)
O4 C10 Mn1 . 2_765 64.93(12)
C7 C10 Mn1 . 2_765 174.76(19)
N1 C11 C12 . . 123.3(3)
N1 C11 H11 . . 118.4
C12 C11 H11 . . 118.4
C11 C12 C13 . . 118.3(3)
C11 C12 H12 . . 120.9
C13 C12 H12 . . 120.9
C12 C13 C14 . . 119.9(3)
C12 C13 H13 . . 120.1
C14 C13 H13 . . 120.1
C13 C14 C15 . . 119.1(3)
C13 C14 H14 . . 120.5
C15 C14 H14 . . 120.5
N1 C15 C14 . . 121.1(2)
N1 C15 C16 . . 115.7(2)
C14 C15 C16 . . 123.1(2)
N2 C16 C17 . . 121.1(2)
N2 C16 C15 . . 116.09(19)
C17 C16 C15 . . 122.8(2)
C18 C17 C16 . . 118.9(3)
C18 C17 H17 . . 120.6
C16 C17 H17 . . 120.6
C17 C18 C19 . . 120.3(3)
C17 C18 H18 . . 119.8
C19 C18 H18 . . 119.8
C20 C19 C18 . . 117.9(3)
C20 C19 H19 . . 121.0
C18 C19 H19 . . 121.0
N2 C20 C19 . . 122.5(3)
N2 C20 H20 . . 118.7
C19 C20 H20 . . 118.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Mn1 O1 . 2.065(2)
Mn1 O5 2_764 2.181(2)
Mn1 O1W . 2.190(2)
Mn1 N2 . 2.2384(18)
Mn1 N1 . 2.258(2)
Mn1 O4 2_764 2.377(2)
Mn1 C10 2_764 2.619(2)
O1 C1 . 1.243(3)
O2 C1 . 1.234(4)
O3 C4 . 1.368(3)
O3 C3 . 1.435(3)
O4 C10 . 1.263(3)
O5 C10 . 1.260(3)
O1W H1W1 . 0.850(10)
O1W H1W2 . 0.860(10)
N1 C11 . 1.345(3)
N1 C15 . 1.349(3)
N2 C16 . 1.343(3)
N2 C20 . 1.343(3)
C1 C2 . 1.523(4)
C2 C3 . 1.514(4)
C2 H2A . 0.97
C2 H2B . 0.97
C3 H3A . 0.97
C3 H3B . 0.97
C4 C5 . 1.369(4)
C4 C9 . 1.382(4)
C5 C6 . 1.391(4)
C5 H5 . 0.93
C6 C7 . 1.398(3)
C6 H6 . 0.93
C7 C8 . 1.390(4)
C7 C10 . 1.487(3)
C8 C9 . 1.368(4)
C8 H8 . 0.93
C9 H9 . 0.93
C10 Mn1 2_765 2.619(2)
C11 C12 . 1.369(4)
C11 H11 . 0.93
C12 C13 . 1.365(5)
C12 H12 . 0.93
C13 C14 . 1.384(5)
C13 H13 . 0.93
C14 C15 . 1.384(4)
C14 H14 . 0.93
C15 C16 . 1.488(4)
C16 C17 . 1.386(3)
C17 C18 . 1.375(5)
C17 H17 . 0.93
C18 C19 . 1.378(5)
C18 H18 . 0.93
C19 C20 . 1.374(4)
C19 H19 . 0.93
C20 H20 . 0.93
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 H1W2 O2 . 0.860(10) 1.82(2) 2.658(3) 164(6) y
O1W H1W1 O4 2_664 0.850(10) 1.960(10) 2.797(3) 170(3) y
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
O5 Mn1 O1 C1 2_764 88.7(3)
O1W Mn1 O1 C1 . -18.3(3)
N2 Mn1 O1 C1 . -110.3(3)
N1 Mn1 O1 C1 . -142.3(3)
O4 Mn1 O1 C1 2_764 145.1(3)
C10 Mn1 O1 C1 2_764 116.7(3)
O1 Mn1 N1 C11 . -141.2(3)
O5 Mn1 N1 C11 2_764 -11.6(3)
O1W Mn1 N1 C11 . 96.4(3)
N2 Mn1 N1 C11 . -174.8(3)
O4 Mn1 N1 C11 2_764 -68.9(3)
C10 Mn1 N1 C11 2_764 -40.3(3)
O1 Mn1 N1 C15 . 29.6(5)
O5 Mn1 N1 C15 2_764 159.2(2)
O1W Mn1 N1 C15 . -92.7(2)
N2 Mn1 N1 C15 . -3.9(2)
O4 Mn1 N1 C15 2_764 102.0(2)
C10 Mn1 N1 C15 2_764 130.6(2)
O1 Mn1 N2 C16 . -172.6(2)
O5 Mn1 N2 C16 2_764 -52.0(4)
O1W Mn1 N2 C16 . 99.5(2)
N1 Mn1 N2 C16 . -1.5(2)
O4 Mn1 N2 C16 2_764 -85.5(2)
C10 Mn1 N2 C16 2_764 -77.7(2)
O1 Mn1 N2 C20 . 14.6(2)
O5 Mn1 N2 C20 2_764 135.2(2)
O1W Mn1 N2 C20 . -73.2(2)
N1 Mn1 N2 C20 . -174.3(3)
O4 Mn1 N2 C20 2_764 101.7(2)
C10 Mn1 N2 C20 2_764 109.6(2)
Mn1 O1 C1 O2 . 10.1(5)
Mn1 O1 C1 C2 . -170.1(2)
O2 C1 C2 C3 . 151.1(3)
O1 C1 C2 C3 . -28.7(3)
C4 O3 C3 C2 . 179.2(2)
C1 C2 C3 O3 . -67.6(3)
C3 O3 C4 C5 . -5.4(5)
C3 O3 C4 C9 . 174.7(3)
O3 C4 C5 C6 . 180.0(3)
C9 C4 C5 C6 . -0.1(5)
C4 C5 C6 C7 . -0.7(5)
C5 C6 C7 C8 . 0.8(5)
C5 C6 C7 C10 . -176.9(3)
C6 C7 C8 C9 . -0.1(6)
C10 C7 C8 C9 . 177.6(3)
C7 C8 C9 C4 . -0.7(6)
C5 C4 C9 C8 . 0.7(5)
O3 C4 C9 C8 . -179.3(3)
Mn1 O5 C10 O4 2_765 4.0(3)
Mn1 O5 C10 C7 2_765 -176.9(2)
Mn1 O4 C10 O5 2_765 -3.7(3)
Mn1 O4 C10 C7 2_765 177.2(2)
C8 C7 C10 O5 . -177.9(3)
C6 C7 C10 O5 . -0.3(4)
C8 C7 C10 O4 . 1.2(5)
C6 C7 C10 O4 . 178.8(3)
C15 N1 C11 C12 . 0.1(5)
Mn1 N1 C11 C12 . 170.9(3)
N1 C11 C12 C13 . -0.6(6)
C11 C12 C13 C14 . 1.0(6)
C12 C13 C14 C15 . -0.8(6)
C11 N1 C15 C14 . 0.1(5)
Mn1 N1 C15 C14 . -171.3(3)
C11 N1 C15 C16 . 179.8(3)
Mn1 N1 C15 C16 . 8.3(4)
C13 C14 C15 N1 . 0.3(5)
C13 C14 C15 C16 . -179.4(3)
C20 N2 C16 C17 . 0.1(5)
Mn1 N2 C16 C17 . -172.9(2)
C20 N2 C16 C15 . 179.2(3)
Mn1 N2 C16 C15 . 6.2(4)
N1 C15 C16 N2 . -9.7(4)
C14 C15 C16 N2 . 170.0(3)
N1 C15 C16 C17 . 169.4(3)
C14 C15 C16 C17 . -10.9(5)
N2 C16 C17 C18 . -0.1(5)
C15 C16 C17 C18 . -179.1(3)
C16 C17 C18 C19 . 0.1(6)
C17 C18 C19 C20 . -0.2(6)
C16 N2 C20 C19 . -0.3(5)
Mn1 N2 C20 C19 . 172.4(2)
C18 C19 C20 N2 . 0.3(5)
