#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/24/2222498.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_2222498
loop_
_publ_author_name
'Hökelek, Tuncer'
'Dal, Hakan'
'Tercan, Barış'
'Aybirdi, Özgür'
'Necefoğlu, Hacali'
_publ_section_title
;catena-Poly[[[diaquabis[4-(diethylamino)benzoato-κO]manganese(II)]-μ-aqua]
 dihydrate]
;
_journal_coeditor_code           XU2525
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m747
_journal_page_last               m748
_journal_paper_doi               10.1107/S1600536809021060
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Mn (C11 H14 N O2)2 (H2 O)3], 2H2 O'
_chemical_formula_moiety         'C22 H34 Mn N2 O7, 2(H2 O)'
_chemical_formula_sum            'C22 H38 Mn N2 O9'
_chemical_formula_weight         529.48
_chemical_name_systematic
;
catena-Poly[[[diaquabis[4-(diethylamino)benzoato-
κO]manganese(II)]-μ-aqua] dihydrate]
;
_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                 95.644(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1585(2)
_cell_length_b                   11.2907(2)
_cell_length_c                   27.8738(3)
_cell_measurement_reflns_used    6515
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.03
_cell_measurement_theta_min      2.33
_cell_volume                     2555.15(8)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
'WinGX (Farrugia, 1999) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            22676
_diffrn_reflns_theta_full        28.42
_diffrn_reflns_theta_max         28.42
_diffrn_reflns_theta_min         1.47
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  0.920
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1124
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.407
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         6299
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0379
_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)+(0.0367P)²+1.1841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0913
_reflns_number_gt                4556
_reflns_number_total             6299
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2525.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2222498
_cod_database_fobs_code          2222498
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_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_disorder_assembly
_atom_site_disorder_group
Mn Mn1 0.5000 0.0000 0.0000 0.01208(10) Uani d S 1 . .
Mn Mn2 1.0000 0.0000 0.0000 0.01215(10) Uani d S 1 . .
O O1 0.32484(17) -0.26988(12) 0.00330(5) 0.0168(3) Uani d . 1 . .
O O2 0.56738(16) -0.17869(12) 0.01144(5) 0.0184(3) Uani d . 1 . .
O O3 0.86399(16) -0.04378(12) 0.10998(5) 0.0162(3) Uani d . 1 . .
O O4 1.08825(16) -0.05210(13) 0.07062(5) 0.0167(3) Uani d . 1 . .
O O5 0.41531(17) 0.00670(13) 0.07223(5) 0.0192(3) Uani d D 1 . .
H H51 0.474(3) -0.037(2) 0.0985(8) 0.045(8) Uiso d D 1 . .
H H52 0.308(2) -0.011(2) 0.0734(10) 0.047(8) Uiso d D 1 . .
O O6 0.75988(16) 0.05770(13) 0.02674(5) 0.0134(3) Uani d D 1 . .
H H61 0.790(3) 0.043(2) 0.0592(6) 0.037(7) Uiso d D 1 . .
H H62 0.742(3) 0.1359(16) 0.0247(10) 0.057(9) Uiso d D 1 . .
O O7 1.11543(18) 0.17328(13) 0.01223(5) 0.0188(3) Uani d D 1 . .
H H71 1.062(3) 0.2483(18) 0.0034(9) 0.050(8) Uiso d D 1 . .
H H72 1.221(2) 0.182(3) 0.0070(10) 0.055(9) Uiso d D 1 . .
O O8 0.5861(2) -0.10881(17) 0.14777(6) 0.0313(4) Uani d D 1 . .
H H81 0.568(4) -0.1863(17) 0.1430(13) 0.094(14) Uiso d D 1 . .
H H82 0.697(3) -0.096(3) 0.1402(14) 0.098(13) Uiso d D 1 . .
O O9 0.03985(19) -0.38092(14) 0.01543(7) 0.0276(4) Uani d D 1 . .
H H91 0.148(2) -0.360(3) 0.0120(11) 0.070(10) Uiso d D 1 . .
H H92 0.035(6) -0.390(5) 0.0472(8) 0.20(3) Uiso d D 1 . .
N N1 0.7834(2) -0.64050(15) 0.13131(6) 0.0173(4) Uani d . 1 . .
N N2 1.2766(2) -0.45986(16) 0.22433(6) 0.0190(4) Uani d . 1 . .
C C1 0.4744(2) -0.26580(17) 0.01995(7) 0.0147(4) Uani d . 1 . .
C C2 0.5485(2) -0.36230(17) 0.05081(7) 0.0134(4) Uani d . 1 . .
C C3 0.4689(2) -0.47050(18) 0.05580(7) 0.0150(4) Uani d . 1 . .
H H3 0.3633 -0.4813 0.0406 0.018 Uiso calc R 1 . .
C C4 0.5434(2) -0.56160(18) 0.08273(7) 0.0151(4) Uani d . 1 . .
H H4 0.4869 -0.6324 0.0856 0.018 Uiso calc R 1 . .
C C5 0.7046(2) -0.54916(18) 0.10611(7) 0.0148(4) Uani d . 1 . .
C C6 0.7801(2) -0.43779(18) 0.10262(7) 0.0181(4) Uani d . 1 . .
H H6 0.8834 -0.4245 0.1189 0.022 Uiso calc R 1 . .
C C7 0.7036(2) -0.34842(18) 0.07551(7) 0.0161(4) Uani d . 1 . .
H H7 0.7574 -0.2762 0.0736 0.019 Uiso calc R 1 . .
C C8 0.7200(3) -0.76135(18) 0.12893(7) 0.0187(4) Uani d . 1 . .
H H8A 0.8115 -0.8161 0.1285 0.022 Uiso calc R 1 . .
H H8B 0.6497 -0.7715 0.0991 0.022 Uiso calc R 1 . .
C C9 0.6227(3) -0.7917(2) 0.17097(8) 0.0276(5) Uani d . 1 . .
H H9A 0.5955 -0.8745 0.1699 0.041 Uiso calc R 1 . .
H H9B 0.5234 -0.7457 0.1689 0.041 Uiso calc R 1 . .
H H9C 0.6878 -0.7743 0.2007 0.041 Uiso calc R 1 . .
C C10 0.9497(3) -0.62677(19) 0.15495(8) 0.0212(5) Uani d . 1 . .
H H10A 0.9669 -0.6842 0.1809 0.025 Uiso calc R 1 . .
H H10B 0.9606 -0.5484 0.1691 0.025 Uiso calc R 1 . .
C C11 1.0821(3) -0.6433(2) 0.12076(9) 0.0298(5) Uani d . 1 . .
H H11A 1.1888 -0.6344 0.1382 0.045 Uiso calc R 1 . .
H H11B 1.0684 -0.5849 0.0957 0.045 Uiso calc R 1 . .
H H11C 1.0727 -0.7210 0.1068 0.045 Uiso calc R 1 . .
C C12 1.0033(2) -0.08717(17) 0.10404(7) 0.0135(4) Uani d . 1 . .
C C13 1.0729(2) -0.18313(17) 0.13585(6) 0.0126(4) Uani d . 1 . .
C C14 1.0042(2) -0.21580(17) 0.17791(6) 0.0131(4) Uani d . 1 . .
H H14 0.9107 -0.1766 0.1861 0.016 Uiso calc R 1 . .
C C15 1.0717(2) -0.30486(18) 0.20755(7) 0.0152(4) Uani d . 1 . .
H H15 1.0237 -0.3236 0.2355 0.018 Uiso calc R 1 . .
C C16 1.2121(2) -0.36804(17) 0.19621(7) 0.0152(4) Uani d . 1 . .
C C17 1.2802(2) -0.33497(18) 0.15330(7) 0.0163(4) Uani d . 1 . .
H H17 1.3729 -0.3743 0.1445 0.020 Uiso calc R 1 . .
C C18 1.2114(2) -0.24579(17) 0.12450(7) 0.0147(4) Uani d . 1 . .
H H18 1.2586 -0.2265 0.0965 0.018 Uiso calc R 1 . .
C C19 1.2123(3) -0.48833(19) 0.27032(7) 0.0230(5) Uani d . 1 . .
H H19A 1.2418 -0.5693 0.2790 0.028 Uiso calc R 1 . .
H H19B 1.0931 -0.4835 0.2662 0.028 Uiso calc R 1 . .
C C20 1.2764(3) -0.4072(2) 0.31101(8) 0.0293(5) Uani d . 1 . .
H H20A 1.2227 -0.4254 0.3393 0.044 Uiso calc R 1 . .
H H20B 1.2542 -0.3264 0.3018 0.044 Uiso calc R 1 . .
H H20C 1.3931 -0.4182 0.3178 0.044 Uiso calc R 1 . .
C C21 1.4284(3) -0.51786(19) 0.21392(8) 0.0223(5) Uani d . 1 . .
H H21A 1.4247 -0.5299 0.1794 0.027 Uiso calc R 1 . .
H H21B 1.4330 -0.5954 0.2290 0.027 Uiso calc R 1 . .
C C22 1.5858(3) -0.4513(2) 0.23068(9) 0.0343(6) Uani d . 1 . .
H H22A 1.6787 -0.4933 0.2206 0.051 Uiso calc R 1 . .
H H22B 1.5964 -0.4453 0.2652 0.051 Uiso calc R 1 . .
H H22C 1.5815 -0.3733 0.2169 0.051 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'
Mn Mn 0.3368 0.7283 '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'
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
O2 Mn1 O2 3_655 . 180.00(11) ?
O2 Mn1 O5 3_655 . 90.28(5) yes
O2 Mn1 O5 . . 89.72(5) yes
O2 Mn1 O5 3_655 3_655 89.72(5) ?
O2 Mn1 O5 . 3_655 90.28(5) ?
O2 Mn1 O6 3_655 . 89.78(5) yes
O2 Mn1 O6 . . 90.22(5) yes
O2 Mn1 O6 . 3_655 89.78(5) ?
O2 Mn1 O6 3_655 3_655 90.22(5) ?
O5 Mn1 O5 . 3_655 180.00(7) ?
O5 Mn1 O6 . . 93.27(5) yes
O5 Mn1 O6 3_655 . 86.73(5) yes
O5 Mn1 O6 . 3_655 86.73(5) ?
O5 Mn1 O6 3_655 3_655 93.27(5) ?
O6 Mn1 O6 . 3_655 180.00(10) ?
O4 Mn2 O4 . 3_755 180.00(8) ?
O4 Mn2 O6 . 3_755 90.00(5) ?
O4 Mn2 O6 3_755 3_755 90.00(5) ?
O4 Mn2 O6 . . 90.00(5) yes
O4 Mn2 O6 3_755 . 90.00(5) ?
O4 Mn2 O7 . . 90.10(5) yes
O4 Mn2 O7 3_755 . 89.90(5) yes
O4 Mn2 O7 . 3_755 89.90(5) ?
O4 Mn2 O7 3_755 3_755 90.10(5) ?
O6 Mn2 O6 3_755 . 180.00(6) ?
O7 Mn2 O7 . 3_755 180.00(8) ?
O7 Mn2 O6 . 3_755 86.29(5) ?
O7 Mn2 O6 3_755 3_755 93.71(5) ?
O7 Mn2 O6 . . 93.71(5) yes
O7 Mn2 O6 3_755 . 86.29(5) yes
C1 O2 Mn1 . . 127.87(12) ?
C12 O4 Mn2 . . 127.31(12) ?
Mn1 O5 H51 . . 120.1(16) ?
Mn1 O5 H52 . . 114.8(18) ?
H52 O5 H51 . . 105(2) ?
Mn1 O6 H61 . . 114.7(15) ?
Mn1 O6 H62 . . 97.0(18) ?
Mn2 O6 Mn1 . . 128.35(6) ?
Mn2 O6 H61 . . 96.4(15) ?
Mn2 O6 H62 . . 113.8(19) ?
H61 O6 H62 . . 106(2) ?
Mn2 O7 H71 . . 124.4(16) ?
Mn2 O7 H72 . . 118.9(19) ?
H72 O7 H71 . . 106(2) ?
H81 O8 H82 . . 105(3) ?
H91 O9 H92 . . 105(3) ?
C5 N1 C8 . . 122.25(17) ?
C5 N1 C10 . . 121.36(17) ?
C10 N1 C8 . . 115.50(16) ?
C16 N2 C19 . . 120.96(16) ?
C16 N2 C21 . . 120.77(16) ?
C21 N2 C19 . . 117.38(16) ?
O1 C1 O2 . . 121.96(18) ?
O1 C1 C2 . . 120.75(17) ?
O2 C1 C2 . . 117.28(17) ?
C3 C2 C1 . . 122.32(17) ?
C7 C2 C1 . . 120.34(18) ?
C7 C2 C3 . . 117.33(18) ?
C2 C3 H3 . . 119.3 ?
C4 C3 C2 . . 121.48(18) ?
C4 C3 H3 . . 119.3 ?
C3 C4 C5 . . 121.09(19) ?
C3 C4 H4 . . 119.5 ?
C5 C4 H4 . . 119.5 ?
N1 C5 C4 . . 121.91(18) ?
N1 C5 C6 . . 121.37(18) ?
C6 C5 C4 . . 116.72(18) ?
C5 C6 H6 . . 119.5 ?
C7 C6 C5 . . 121.07(18) ?
C7 C6 H6 . . 119.5 ?
C2 C7 H7 . . 118.9 ?
C6 C7 C2 . . 122.17(19) ?
C6 C7 H7 . . 118.9 ?
N1 C8 C9 . . 112.74(17) ?
N1 C8 H8A . . 109.0 ?
N1 C8 H8B . . 109.0 ?
C9 C8 H8A . . 109.0 ?
C9 C8 H8B . . 109.0 ?
H8A C8 H8B . . 107.8 ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9B . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N1 C10 C11 . . 113.00(18) ?
N1 C10 H10A . . 109.0 ?
N1 C10 H10B . . 109.0 ?
C11 C10 H10A . . 109.0 ?
C11 C10 H10B . . 109.0 ?
H10A C10 H10B . . 107.8 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11B . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
O3 C12 O4 . . 122.35(18) ?
O3 C12 C13 . . 120.23(17) ?
O4 C12 C13 . . 117.42(17) ?
C14 C13 C12 . . 122.31(17) ?
C18 C13 C12 . . 120.51(17) ?
C18 C13 C14 . . 117.18(17) ?
C13 C14 H14 . . 119.2 ?
C15 C14 C13 . . 121.64(18) ?
C15 C14 H14 . . 119.2 ?
C14 C15 C16 . . 121.24(18) ?
C14 C15 H15 . . 119.4 ?
C16 C15 H15 . . 119.4 ?
N2 C16 C15 . . 121.84(17) ?
N2 C16 C17 . . 121.39(18) ?
C15 C16 C17 . . 116.73(18) ?
C18 C17 C16 . . 121.00(18) ?
C18 C17 H17 . . 119.5 ?
C16 C17 H17 . . 119.5 ?
C17 C18 C13 . . 122.20(18) ?
C17 C18 H18 . . 118.9 ?
C13 C18 H18 . . 118.9 ?
N2 C19 C20 . . 113.32(18) ?
N2 C19 H19A . . 108.9 ?
N2 C19 H19B . . 108.9 ?
C20 C19 H19A . . 108.9 ?
C20 C19 H19B . . 108.9 ?
H19A C19 H19B . . 107.7 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20B . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N2 C21 C22 . . 115.19(19) ?
N2 C21 H21A . . 108.5 ?
N2 C21 H21B . . 108.5 ?
C22 C21 H21A . . 108.5 ?
C22 C21 H21B . . 108.5 ?
H21A C21 H21B . . 107.5 ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22B . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
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 O2 . 2.1071(14) yes
Mn1 O2 3_655 2.1071(14) ?
Mn1 O5 . 2.1932(14) yes
Mn1 O5 3_655 2.1932(14) ?
Mn1 O6 . 2.2725(13) yes
Mn1 O6 3_655 2.2725(13) ?
Mn2 O4 . 2.1120(13) yes
Mn2 O4 3_755 2.1120(13) ?
Mn2 O6 . 2.2594(13) yes
Mn2 O6 3_755 2.2594(13) ?
Mn2 O7 . 2.1835(14) yes
Mn2 O7 3_755 2.1835(14) ?
O1 C1 . 1.263(2) ?
O2 C1 . 1.279(2) ?
O3 C12 . 1.263(2) ?
O4 C12 . 1.278(2) ?
O5 H51 . 0.970(16) ?
O5 H52 . 0.903(17) ?
O6 H61 . 0.931(16) ?
O6 H62 . 0.896(18) ?
O7 H71 . 0.973(16) ?
O7 H72 . 0.894(17) ?
O8 H81 . 0.895(17) ?
O8 H82 . 0.957(19) ?
O9 H91 . 0.930(17) ?
O9 H92 . 0.90(2) ?
N1 C5 . 1.372(2) ?
N1 C8 . 1.458(3) ?
N1 C10 . 1.457(3) ?
N2 C16 . 1.373(2) ?
N2 C19 . 1.468(2) ?
N2 C21 . 1.455(3) ?
C1 C2 . 1.480(3) ?
C2 C3 . 1.397(3) ?
C2 C7 . 1.389(3) ?
C3 H3 . 0.9300 ?
C4 C3 . 1.379(3) ?
C4 C5 . 1.416(3) ?
C4 H4 . 0.9300 ?
C6 C5 . 1.408(3) ?
C6 C7 . 1.373(3) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.518(3) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 H9A . 0.9600 ?
C9 H9B . 0.9600 ?
C9 H9C . 0.9600 ?
C10 C11 . 1.520(3) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 C13 . 1.478(3) ?
C13 C18 . 1.396(3) ?
C14 C13 . 1.398(3) ?
C14 C15 . 1.381(3) ?
C14 H14 . 0.9300 ?
C15 H15 . 0.9300 ?
C16 C15 . 1.412(3) ?
C16 C17 . 1.417(3) ?
C17 C18 . 1.373(3) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
C19 C20 . 1.511(3) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
C21 C22 . 1.521(3) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 H22A . 0.9600 ?
C22 H22B . 0.9600 ?
C22 H22C . 0.9600 ?
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
O5 H51 O8 . 0.97(2) 1.77(2) 2.738(2) 177(2) yes
O5 H52 O4 1_455 0.902(17) 1.846(17) 2.7457(19) 175(3) yes
O6 H61 O3 . 0.929(17) 1.778(19) 2.651(2) 156(2) yes
O6 H62 O1 3_655 0.896(18) 1.76(2) 2.608(2) 156(3) yes
O7 H71 O9 3_655 0.97(2) 1.77(2) 2.739(2) 177.0(2) yes
O7 H72 O2 3_755 0.893(18) 1.850(18) 2.733(2) 170(3) yes
O8 H82 O3 . 0.96(3) 1.77(3) 2.694(2) 160(3) yes
O9 H91 O1 . 0.927(19) 1.80(2) 2.692(2) 160(3) yes
C6 H6 Cg2 1_555 0.93 2.91 3.764(2) 154 yes
C19 H19A Cg2 2_545 0.97 2.90 3.830(2) 162 yes
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 O2 C1 . . . . 60.63(16) ?
O5 Mn1 O2 C1 3_655 . . . -119.37(16) ?
O6 Mn1 O2 C1 . . . . 153.90(16) ?
O6 Mn1 O2 C1 3_655 . . . -26.10(16) ?
O2 Mn1 O6 Mn2 3_655 . . . -125.04(8) ?
O2 Mn1 O6 Mn2 . . . . 54.96(8) ?
O5 Mn1 O6 Mn2 . . . . 144.69(8) ?
O5 Mn1 O6 Mn2 3_655 . . . -35.31(8) ?
O6 Mn2 O4 C12 3_755 . . . -151.88(16) ?
O6 Mn2 O4 C12 . . . . 28.12(16) ?
O7 Mn2 O4 C12 . . . . 121.83(16) ?
O7 Mn2 O4 C12 3_755 . . . -58.17(16) ?
O4 Mn2 O6 Mn1 . . . . -124.77(8) ?
O4 Mn2 O6 Mn1 3_755 . . . 55.23(8) ?
O7 Mn2 O6 Mn1 . . . . 145.13(8) ?
O7 Mn2 O6 Mn1 3_755 . . . -34.87(8) ?
Mn1 O2 C1 O1 . . . . 31.0(3) ?
Mn1 O2 C1 C2 . . . . -148.33(13) ?
Mn2 O4 C12 O3 . . . . -36.7(3) ?
Mn2 O4 C12 C13 . . . . 142.49(14) ?
C8 N1 C5 C4 . . . . 10.9(3) ?
C8 N1 C5 C6 . . . . -169.68(18) ?
C10 N1 C5 C4 . . . . 179.60(18) ?
C10 N1 C5 C6 . . . . -0.9(3) ?
C5 N1 C8 C9 . . . . -97.7(2) ?
C10 N1 C8 C9 . . . . 92.9(2) ?
C5 N1 C10 C11 . . . . -82.3(2) ?
C8 N1 C10 C11 . . . . 87.2(2) ?
C19 N2 C16 C17 . . . . 175.89(19) ?
C19 N2 C16 C15 . . . . -6.5(3) ?
C21 N2 C16 C15 . . . . -175.42(19) ?
C21 N2 C16 C17 . . . . 6.9(3) ?
C16 N2 C19 C20 . . . . -79.2(2) ?
C21 N2 C19 C20 . . . . 90.1(2) ?
C16 N2 C21 C22 . . . . 78.8(2) ?
C19 N2 C21 C22 . . . . -90.5(2) ?
O1 C1 C2 C3 . . . . 12.0(3) ?
O1 C1 C2 C7 . . . . -169.14(18) ?
O2 C1 C2 C3 . . . . -168.63(17) ?
O2 C1 C2 C7 . . . . 10.2(3) ?
C1 C2 C3 C4 . . . . 176.60(18) ?
C7 C2 C3 C4 . . . . -2.3(3) ?
C1 C2 C7 C6 . . . . -176.75(18) ?
C3 C2 C7 C6 . . . . 2.2(3) ?
C5 C4 C3 C2 . . . . -0.5(3) ?
C3 C4 C5 N1 . . . . -177.13(18) ?
C3 C4 C5 C6 . . . . 3.4(3) ?
C7 C6 C5 N1 . . . . 176.98(18) ?
C7 C6 C5 C4 . . . . -3.5(3) ?
C5 C6 C7 C2 . . . . 0.8(3) ?
O3 C12 C13 C14 . . . . -11.0(3) ?
O3 C12 C13 C18 . . . . 168.54(18) ?
O4 C12 C13 C14 . . . . 169.77(17) ?
O4 C12 C13 C18 . . . . -10.7(3) ?
C12 C13 C18 C17 . . . . 179.60(18) ?
C14 C13 C18 C17 . . . . -0.8(3) ?
C15 C14 C13 C12 . . . . -179.32(18) ?
C15 C14 C13 C18 . . . . 1.1(3) ?
C13 C14 C15 C16 . . . . -0.9(3) ?
N2 C16 C15 C14 . . . . -177.38(18) ?
C17 C16 C15 C14 . . . . 0.4(3) ?
N2 C16 C17 C18 . . . . 177.68(19) ?
C15 C16 C17 C18 . . . . -0.1(3) ?
C16 C17 C18 C13 . . . . 0.3(3) ?
