#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/77/2227754.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2227754
loop_
_publ_author_name
'Sun, Tao'
'Li, Ke'
'Lai, Yulin'
'Chen, Ruihuan'
'Wu, Huilu'
_publ_section_title
;
 Aqua[1,3-bis(benzimidazol-2-yl)-2-oxapropane]diethanolmanganese(II)
 dipicrate ethanol disolvate
;
_journal_coeditor_code           LH5083
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1058
_journal_paper_doi               10.1107/S1600536810030357
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac
'[Mn (C16 H14 N4 O) (C2 H6 O)2 (H2 O)] (C6 H2 N3 O7)2, 2C2 H6 O'
_chemical_formula_moiety
'C20 H28 Mn N4 O4, 2(C6 H2 N3 O7), 2(C2 H6 O)'
_chemical_formula_sum            'C36 H44 Mn N10 O20'
_chemical_formula_weight         991.75
_chemical_name_systematic
;
Aqua[1,3-bis(benzimidazol-2-yl)-2-oxapropane]diethanolmanganese(II)
dipicrate ethanol disolvate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 98.5040(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0519(3)
_cell_length_b                   24.8584(8)
_cell_length_c                   18.0291(7)
_cell_measurement_reflns_used    8263
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      3.2
_cell_volume                     4455.5(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'APEX2 (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       'ω scans'
_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  0.0450
_diffrn_reflns_av_sigmaI/netI    0.0442
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            32660
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.20
_exptl_absorpt_coefficient_mu    0.387
_exptl_absorpt_correction_T_max  0.9198
_exptl_absorpt_correction_T_min  0.8638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2060
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.973
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     603
_refine_ls_number_reflns         7806
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.1156
_refine_ls_R_factor_gt           0.0740
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1644P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2096
_refine_ls_wR_factor_ref         0.2549
_reflns_number_gt                4707
_reflns_number_total             7806
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5083.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2227754
_cod_database_fobs_code          2227754
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn Mn 0.28926(6) 0.50170(2) 0.15226(4) 0.0402(3) Uani d . 1 . .
O O1 0.4637(3) 0.50371(10) 0.09714(18) 0.0451(7) Uani d . 1 . .
H H1W 0.4967 0.5364 0.0826 0.068 Uiso d R 1 . .
H H2W 0.5072 0.4715 0.0900 0.068 Uiso d R 1 . .
O O2 0.3980(4) 0.50978(15) 0.2620(2) 0.0687(10) Uani d . 1 . .
H H2 0.3459 0.5085 0.3018 0.082 Uiso calc R 1 . .
O O3 0.1054(4) 0.49324(12) 0.2034(2) 0.0597(9) Uani d . 1 . .
H H3 0.0606 0.4596 0.1956 0.072 Uiso calc R 1 . .
O O4 0.1588(3) 0.49524(10) 0.03089(16) 0.0380(7) Uani d . 1 . .
N N1 0.2345(3) 0.58284(14) 0.10970(19) 0.0407(8) Uani d . 1 . .
N N2 0.1547(3) 0.64007(13) 0.01947(19) 0.0401(8) Uani d . 1 . .
H H2B 0.1184 0.6519 -0.0249 0.048 Uiso calc R 1 . .
N N3 0.2699(3) 0.41580(13) 0.11969(19) 0.0387(8) Uani d . 1 . .
N N4 0.2055(3) 0.35199(13) 0.03689(19) 0.0406(8) Uani d . 1 . .
H H4B 0.1703 0.3367 -0.0055 0.049 Uiso calc R 1 . .
C C1 0.2462(4) 0.63501(17) 0.1386(2) 0.0410(10) Uani d . 1 . .
C C2 0.2999(4) 0.65352(19) 0.2102(3) 0.0485(11) Uani d . 1 . .
H H2A 0.3319 0.6294 0.2497 0.058 Uiso calc R 1 . .
C C3 0.3040(5) 0.70810(19) 0.2202(3) 0.0517(12) Uani d . 1 . .
H H3A 0.3424 0.7220 0.2677 0.062 Uiso calc R 1 . .
C C4 0.2539(5) 0.74418(19) 0.1633(3) 0.0516(12) Uani d . 1 . .
H H4A 0.2583 0.7817 0.1733 0.062 Uiso calc R 1 . .
C C5 0.1986(4) 0.72665(17) 0.0935(3) 0.0467(11) Uani d . 1 . .
H H5A 0.1637 0.7510 0.0549 0.056 Uiso calc R 1 . .
C C6 0.1962(4) 0.67122(17) 0.0824(2) 0.0419(10) Uani d . 1 . .
C C7 0.1802(4) 0.58830(17) 0.0388(2) 0.0393(9) Uani d . 1 . .
C C8 0.1595(4) 0.54227(15) -0.0147(2) 0.0391(10) Uani d . 1 . .
H H8A 0.0730 0.5460 -0.0485 0.047 Uiso calc R 1 . .
H H8B 0.2333 0.5405 -0.0454 0.047 Uiso calc R 1 . .
C C9 0.1768(4) 0.44668(16) -0.0084(2) 0.0408(10) Uani d . 1 . .
H H9A 0.2485 0.4511 -0.0401 0.049 Uiso calc R 1 . .
H H9B 0.0924 0.4365 -0.0409 0.049 Uiso calc R 1 . .
C C10 0.2155(4) 0.40456(17) 0.0506(2) 0.0387(10) Uani d . 1 . .
C C11 0.2612(4) 0.32574(17) 0.1022(2) 0.0414(10) Uani d . 1 . .
C C12 0.2816(4) 0.27105(17) 0.1189(3) 0.0480(11) Uani d . 1 . .
H H12A 0.2526 0.2437 0.0833 0.058 Uiso calc R 1 . .
C C13 0.3455(4) 0.2593(2) 0.1892(3) 0.0523(12) Uani d . 1 . .
H H13A 0.3623 0.2228 0.2030 0.063 Uiso calc R 1 . .
C C14 0.3872(5) 0.3002(2) 0.2416(3) 0.0539(12) Uani d . 1 . .
H H14A 0.4323 0.2905 0.2898 0.065 Uiso calc R 1 . .
C C15 0.3647(4) 0.35295(18) 0.2253(2) 0.0461(11) Uani d . 1 . .
H H15A 0.3908 0.3800 0.2617 0.055 Uiso calc R 1 . .
C C16 0.3016(4) 0.36626(17) 0.1529(2) 0.0392(10) Uani d . 1 . .
C C17 0.5414(7) 0.5170(4) 0.2839(4) 0.111(3) Uani d . 1 . .
H H17A 0.5843 0.5187 0.2379 0.134 Uiso calc R 1 . .
H H17B 0.5775 0.4848 0.3125 0.134 Uiso calc R 1 . .
C C18 0.5828(9) 0.5670(4) 0.3312(6) 0.158(4) Uani d . 1 . .
H H18A 0.6809 0.5678 0.3445 0.237 Uiso calc R 1 . .
H H18B 0.5413 0.5659 0.3771 0.237 Uiso calc R 1 . .
H H18C 0.5527 0.5993 0.3024 0.237 Uiso calc R 1 . .
C C19 0.0450(6) 0.5308(2) 0.2460(4) 0.0798(18) Uani d . 1 . .
H H19A 0.0727 0.5674 0.2328 0.096 Uiso calc R 1 . .
H H19B 0.0794 0.5249 0.2998 0.096 Uiso calc R 1 . .
C C20 -0.1021(6) 0.5284(3) 0.2355(4) 0.099(2) Uani d . 1 . .
H H20A -0.1365 0.5555 0.2674 0.148 Uiso calc R 1 . .
H H20B -0.1307 0.4926 0.2493 0.148 Uiso calc R 1 . .
H H20C -0.1375 0.5356 0.1828 0.148 Uiso calc R 1 . .
O O5 0.5161(3) 0.41792(12) 0.00890(15) 0.0447(7) Uani d . 1 . .
O O6 0.3795(4) 0.40081(15) -0.1255(2) 0.0732(11) Uani d . 1 . .
O O7 0.3734(4) 0.32152(15) -0.1712(2) 0.0725(11) Uani d . 1 . .
O O8 0.5357(7) 0.16990(18) -0.0341(4) 0.126(2) Uani d . 1 . .
O O9 0.6222(7) 0.17536(18) 0.0825(4) 0.136(2) Uani d . 1 . .
O O10 0.7047(3) 0.34095(14) 0.1990(2) 0.0673(10) Uani d . 1 . .
O O11 0.6462(4) 0.41649(13) 0.1475(2) 0.0643(9) Uani d . 1 . .
N N5 0.4079(4) 0.35240(16) -0.1193(2) 0.0524(10) Uani d . 1 . .
N N6 0.5727(7) 0.1957(2) 0.0240(4) 0.102(2) Uani d . 1 . .
N N7 0.6505(4) 0.36722(16) 0.1451(2) 0.0509(10) Uani d . 1 . .
C C21 0.5280(4) 0.36791(18) 0.0124(2) 0.0419(10) Uani d . 1 . .
C C22 0.4763(5) 0.33195(17) -0.0490(3) 0.0465(11) Uani d . 1 . .
C C23 0.4907(5) 0.2772(2) -0.0454(3) 0.0614(14) Uani d . 1 . .
H H23A 0.4560 0.2555 -0.0872 0.074 Uiso calc R 1 . .
C C24 0.5567(5) 0.25352(19) 0.0198(3) 0.0629(14) Uani d . 1 . .
C C25 0.6078(5) 0.28421(19) 0.0812(3) 0.0576(13) Uani d . 1 . .
H H25A 0.6533 0.2676 0.1252 0.069 Uiso calc R 1 . .
C C26 0.5921(4) 0.33915(17) 0.0778(3) 0.0458(11) Uani d . 1 . .
N N8 0.9544(5) 0.17124(16) 0.1081(3) 0.0783(15) Uani d D 1 . .
N N9 1.1077(4) 0.21015(19) 0.3675(2) 0.0564(11) Uani d . 1 . .
O O12 0.9230(4) 0.28313(12) 0.08169(19) 0.0605(9) Uani d . 1 A .
O O13 0.9718(8) 0.1816(3) 0.0434(3) 0.075(3) Uiso d PD 0.577(11) A 1
O O14 0.9109(8) 0.1275(2) 0.1270(4) 0.081(3) Uiso d PD 0.577(11) A 1
O O13A 0.8804(10) 0.1802(4) 0.0484(5) 0.083(4) Uiso d PD 0.423(11) A 2
O O14A 0.9955(13) 0.1244(3) 0.1159(7) 0.097(4) Uiso d PD 0.423(11) A 2
O O15 1.1017(3) 0.16073(15) 0.3786(2) 0.0662(10) Uani d . 1 . .
O O16 1.1480(4) 0.24173(17) 0.4180(2) 0.0685(10) Uani d . 1 . .
O O17 1.0423(3) 0.38875(13) 0.25535(19) 0.0590(9) Uani d . 1 A .
O O18 0.9626(3) 0.38007(12) 0.13932(18) 0.0517(8) Uani d . 1 A .
C C27 0.9682(4) 0.26778(18) 0.1456(3) 0.0481(11) Uani d . 1 . .
C C28 0.9854(5) 0.21100(18) 0.1660(3) 0.0523(12) Uani d . 1 A .
C C29 1.0283(5) 0.19286(19) 0.2356(3) 0.0538(12) Uani d . 1 . .
H H29A 1.0340 0.1553 0.2453 0.065 Uiso calc R 1 A .
C C30 1.0641(4) 0.22935(19) 0.2930(3) 0.0472(11) Uani d . 1 A .
C C31 1.0545(4) 0.28391(18) 0.2804(3) 0.0459(11) Uani d . 1 . .
H H31A 1.0793 0.3085 0.3204 0.055 Uiso calc R 1 A .
C C32 1.0087(4) 0.30245(17) 0.2095(3) 0.0429(10) Uani d . 1 A .
N N10 1.0031(3) 0.36034(15) 0.2009(2) 0.0456(9) Uani d . 1 . .
O O19 0.7129(15) 0.0593(3) -0.0039(7) 0.280(6) Uani d D 1 . .
H H19 0.6622 0.0906 -0.0120 0.420 Uiso d R 1 . .
C C33 0.8305(13) 0.0560(5) -0.0371(9) 0.292(14) Uani d D 1 . .
H H33A 0.8446 0.0190 -0.0547 0.351 Uiso calc R 1 . .
H H33B 0.9103 0.0672 -0.0016 0.351 Uiso calc R 1 . .
C C34 0.8024(13) 0.0960(5) -0.1043(6) 0.169(5) Uani d D 1 . .
H H34A 0.8783 0.0956 -0.1327 0.253 Uiso calc R 1 . .
H H34B 0.7909 0.1324 -0.0853 0.253 Uiso calc R 1 . .
H H34C 0.7202 0.0851 -0.1372 0.253 Uiso calc R 1 . .
O O20 0.7010(7) -0.0141(3) 0.1132(3) 0.141(2) Uani d . 1 . .
H H20 0.7056 0.0099 0.0742 0.211 Uiso d R 1 . .
C C35 0.6637(14) -0.0651(4) 0.0749(6) 0.173(5) Uani d . 1 . .
H H35A 0.6185 -0.0878 0.1087 0.208 Uiso calc R 1 . .
H H35B 0.5970 -0.0573 0.0300 0.208 Uiso calc R 1 . .
C C36 0.7723(13) -0.0961(6) 0.0511(8) 0.214(6) Uani d . 1 . .
H H36A 0.7349 -0.1271 0.0216 0.320 Uiso calc R 1 . .
H H36B 0.8329 -0.1086 0.0954 0.320 Uiso calc R 1 . .
H H36C 0.8224 -0.0735 0.0204 0.320 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 Mn O1 . . 94.95(14) ?
O2 Mn O3 . . 88.13(15) ?
O1 Mn O3 . . 175.05(11) ?
O2 Mn N1 . . 107.83(13) ?
O1 Mn N1 . . 89.80(12) ?
O3 Mn N1 . . 92.95(12) ?
O2 Mn N3 . . 110.56(13) ?
O1 Mn N3 . . 86.88(11) ?
O3 Mn N3 . . 88.41(12) ?
N1 Mn N3 . . 141.62(13) ?
O2 Mn O4 . . 177.23(12) ?
O1 Mn O4 . . 87.29(11) ?
O3 Mn O4 . . 89.76(12) ?
N1 Mn O4 . . 70.50(11) ?
N3 Mn O4 . . 71.15(10) ?
Mn O1 H1W . . 120.2 ?
Mn O1 H2W . . 118.7 ?
H1W O1 H2W . . 121.1 ?
C17 O2 Mn . . 128.3(4) ?
C17 O2 H2 . . 115.8 ?
Mn O2 H2 . . 115.8 ?
C19 O3 Mn . . 128.7(3) ?
C19 O3 H3 . . 115.6 ?
Mn O3 H3 . . 115.6 ?
C9 O4 C8 . . 113.3(3) ?
C9 O4 Mn . . 114.9(2) ?
C8 O4 Mn . . 115.1(2) ?
C7 N1 C1 . . 105.4(3) ?
C7 N1 Mn . . 118.6(3) ?
C1 N1 Mn . . 136.0(3) ?
C7 N2 C6 . . 107.4(4) ?
C7 N2 H2B . . 126.3 ?
C6 N2 H2B . . 126.3 ?
C10 N3 C16 . . 104.9(3) ?
C10 N3 Mn . . 117.7(3) ?
C16 N3 Mn . . 137.4(3) ?
C10 N4 C11 . . 107.1(3) ?
C10 N4 H4B . . 126.4 ?
C11 N4 H4B . . 126.4 ?
C6 C1 N1 . . 109.1(4) ?
C6 C1 C2 . . 120.4(4) ?
N1 C1 C2 . . 130.4(4) ?
C3 C2 C1 . . 116.6(4) ?
C3 C2 H2A . . 121.7 ?
C1 C2 H2A . . 121.7 ?
C2 C3 C4 . . 122.5(5) ?
C2 C3 H3A . . 118.7 ?
C4 C3 H3A . . 118.7 ?
C5 C4 C3 . . 121.5(4) ?
C5 C4 H4A . . 119.2 ?
C3 C4 H4A . . 119.2 ?
C4 C5 C6 . . 116.4(4) ?
C4 C5 H5A . . 121.8 ?
C6 C5 H5A . . 121.8 ?
N2 C6 C5 . . 131.9(4) ?
N2 C6 C1 . . 105.5(4) ?
C5 C6 C1 . . 122.5(4) ?
N1 C7 N2 . . 112.6(4) ?
N1 C7 C8 . . 123.0(4) ?
N2 C7 C8 . . 124.2(4) ?
O4 C8 C7 . . 105.5(3) ?
O4 C8 H8A . . 110.6 ?
C7 C8 H8A . . 110.6 ?
O4 C8 H8B . . 110.6 ?
C7 C8 H8B . . 110.6 ?
H8A C8 H8B . . 108.8 ?
O4 C9 C10 . . 106.1(3) ?
O4 C9 H9A . . 110.5 ?
C10 C9 H9A . . 110.5 ?
O4 C9 H9B . . 110.5 ?
C10 C9 H9B . . 110.5 ?
H9A C9 H9B . . 108.7 ?
N3 C10 N4 . . 113.2(4) ?
N3 C10 C9 . . 123.4(4) ?
N4 C10 C9 . . 123.3(4) ?
C16 C11 N4 . . 105.1(4) ?
C16 C11 C12 . . 123.1(4) ?
N4 C11 C12 . . 131.8(4) ?
C13 C12 C11 . . 116.2(4) ?
C13 C12 H12A . . 121.9 ?
C11 C12 H12A . . 121.9 ?
C12 C13 C14 . . 121.4(4) ?
C12 C13 H13A . . 119.3 ?
C14 C13 H13A . . 119.3 ?
C15 C14 C13 . . 122.0(4) ?
C15 C14 H14A . . 119.0 ?
C13 C14 H14A . . 119.0 ?
C14 C15 C16 . . 117.9(4) ?
C14 C15 H15A . . 121.1 ?
C16 C15 H15A . . 121.1 ?
C11 C16 N3 . . 109.6(4) ?
C11 C16 C15 . . 119.5(4) ?
N3 C16 C15 . . 130.9(4) ?
O2 C17 C18 . . 115.4(6) ?
O2 C17 H17A . . 108.4 ?
C18 C17 H17A . . 108.4 ?
O2 C17 H17B . . 108.4 ?
C18 C17 H17B . . 108.4 ?
H17A C17 H17B . . 107.5 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
O3 C19 C20 . . 114.3(5) ?
O3 C19 H19A . . 108.7 ?
C20 C19 H19A . . 108.7 ?
O3 C19 H19B . . 108.7 ?
C20 C19 H19B . . 108.7 ?
H19A C19 H19B . . 107.6 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
O7 N5 O6 . . 120.5(4) ?
O7 N5 C22 . . 119.8(4) ?
O6 N5 C22 . . 119.7(4) ?
O9 N6 O8 . . 123.8(6) ?
O9 N6 C24 . . 119.2(7) ?
O8 N6 C24 . . 117.0(7) ?
O11 N7 O10 . . 121.1(4) ?
O11 N7 C26 . . 120.0(4) ?
O10 N7 C26 . . 118.9(4) ?
O5 C21 C26 . . 124.1(4) ?
O5 C21 C22 . . 123.4(4) ?
C26 C21 C22 . . 112.5(4) ?
C23 C22 N5 . . 115.1(4) ?
C23 C22 C21 . . 123.4(5) ?
N5 C22 C21 . . 121.4(4) ?
C22 C23 C24 . . 119.5(5) ?
C22 C23 H23A . . 120.2 ?
C24 C23 H23A . . 120.2 ?
C25 C24 C23 . . 121.2(5) ?
C25 C24 N6 . . 118.9(6) ?
C23 C24 N6 . . 119.9(6) ?
C26 C25 C24 . . 119.2(5) ?
C26 C25 H25A . . 120.4 ?
C24 C25 H25A . . 120.4 ?
C25 C26 N7 . . 114.4(4) ?
C25 C26 C21 . . 124.1(5) ?
N7 C26 C21 . . 121.5(4) ?
O13 N8 O14A . . 102.2(8) ?
O13 N8 O13A . . 44.6(5) ?
O14A N8 O13A . . 114.6(8) ?
O13 N8 O14 . . 123.2(6) ?
O14A N8 O14 . . 42.9(5) ?
O13A N8 O14 . . 101.8(7) ?
O13 N8 C28 . . 119.9(5) ?
O14A N8 C28 . . 122.2(7) ?
O13A N8 C28 . . 123.2(6) ?
O14 N8 C28 . . 116.9(5) ?
O16 N9 O15 . . 122.1(4) ?
O16 N9 C30 . . 120.3(4) ?
O15 N9 C30 . . 117.6(5) ?
O12 C27 C32 . . 125.4(4) ?
O12 C27 C28 . . 123.1(4) ?
C32 C27 C28 . . 111.5(4) ?
C29 C28 N8 . . 116.9(4) ?
C29 C28 C27 . . 124.6(5) ?
N8 C28 C27 . . 118.5(4) ?
C28 C29 C30 . . 119.4(4) ?
C28 C29 H29A . . 120.3 ?
C30 C29 H29A . . 120.3 ?
C31 C30 C29 . . 121.3(4) ?
C31 C30 N9 . . 119.1(4) ?
C29 C30 N9 . . 119.5(4) ?
C32 C31 C30 . . 119.3(4) ?
C32 C31 H31A . . 120.3 ?
C30 C31 H31A . . 120.3 ?
C31 C32 N10 . . 115.8(4) ?
C31 C32 C27 . . 123.9(4) ?
N10 C32 C27 . . 120.3(4) ?
O17 N10 O18 . . 121.2(4) ?
O17 N10 C32 . . 119.0(4) ?
O18 N10 C32 . . 119.8(4) ?
C33 O19 H19 . . 117.3 ?
O19 C33 C34 . . 103.1(11) ?
O19 C33 H33A . . 111.1 ?
C34 C33 H33A . . 111.1 ?
O19 C33 H33B . . 111.1 ?
C34 C33 H33B . . 111.1 ?
H33A C33 H33B . . 109.1 ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C35 O20 H20 . . 103.7 ?
C36 C35 O20 . . 116.6(12) ?
C36 C35 H35A . . 108.2 ?
O20 C35 H35A . . 108.2 ?
C36 C35 H35B . . 108.2 ?
O20 C35 H35B . . 108.2 ?
H35A C35 H35B . . 107.3 ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 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
Mn O2 . 2.123(4) ?
Mn O1 . 2.140(3) ?
Mn O3 . 2.194(3) ?
Mn N1 . 2.199(3) ?
Mn N3 . 2.215(3) ?
Mn O4 . 2.384(3) ?
O1 H1W . 0.9300 ?
O1 H2W . 0.9301 ?
O2 C17 . 1.449(8) ?
O2 H2 . 0.9500 ?
O3 C19 . 1.404(6) ?
O3 H3 . 0.9500 ?
O4 C9 . 1.425(5) ?
O4 C8 . 1.429(5) ?
N1 C7 . 1.320(5) ?
N1 C1 . 1.396(5) ?
N2 C7 . 1.348(5) ?
N2 C6 . 1.386(5) ?
N2 H2B . 0.8800 ?
N3 C10 . 1.314(5) ?
N3 C16 . 1.386(5) ?
N4 C10 . 1.331(5) ?
N4 C11 . 1.389(5) ?
N4 H4B . 0.8800 ?
C1 C6 . 1.393(6) ?
C1 C2 . 1.401(6) ?
C2 C3 . 1.369(6) ?
C2 H2A . 0.9500 ?
C3 C4 . 1.400(7) ?
C3 H3A . 0.9500 ?
C4 C5 . 1.369(6) ?
C4 H4A . 0.9500 ?
C5 C6 . 1.392(6) ?
C5 H5A . 0.9500 ?
C7 C8 . 1.491(6) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 C10 . 1.502(6) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C11 C16 . 1.381(6) ?
C11 C12 . 1.401(6) ?
C12 C13 . 1.365(7) ?
C12 H12A . 0.9500 ?
C13 C14 . 1.409(7) ?
C13 H13A . 0.9500 ?
C14 C15 . 1.356(6) ?
C14 H14A . 0.9500 ?
C15 C16 . 1.403(6) ?
C15 H15A . 0.9500 ?
C17 C18 . 1.531(11) ?
C17 H17A . 0.9900 ?
C17 H17B . 0.9900 ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C19 C20 . 1.464(8) ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
C20 H20A . 0.9800 ?
C20 H20B . 0.9800 ?
C20 H20C . 0.9800 ?
O5 C21 . 1.250(5) ?
O6 N5 . 1.238(5) ?
O7 N5 . 1.220(5) ?
O8 N6 . 1.236(8) ?
O9 N6 . 1.209(8) ?
O10 N7 . 1.229(5) ?
O11 N7 . 1.227(5) ?
N5 C22 . 1.443(6) ?
N6 C24 . 1.448(7) ?
N7 C26 . 1.446(6) ?
C21 C26 . 1.447(6) ?
C21 C22 . 1.457(6) ?
C22 C23 . 1.370(6) ?
C23 C24 . 1.392(8) ?
C23 H23A . 0.9500 ?
C24 C25 . 1.379(7) ?
C25 C26 . 1.375(6) ?
C25 H25A . 0.9500 ?
N8 O13 . 1.232(5) ?
N8 O14A . 1.236(5) ?
N8 O13A . 1.236(5) ?
N8 O14 . 1.239(5) ?
N8 C28 . 1.437(6) ?
N9 O16 . 1.224(5) ?
N9 O15 . 1.247(5) ?
N9 C30 . 1.433(6) ?
O12 C27 . 1.235(5) ?
O17 N10 . 1.226(5) ?
O18 N10 . 1.227(4) ?
C27 C32 . 1.448(6) ?
C27 C28 . 1.462(6) ?
C28 C29 . 1.344(6) ?
C29 C30 . 1.383(7) ?
C29 H29A . 0.9500 ?
C30 C31 . 1.376(6) ?
C31 C32 . 1.373(6) ?
C31 H31A . 0.9500 ?
C32 N10 . 1.448(6) ?
O19 C33 . 1.404(9) ?
O19 H19 . 0.9299 ?
C33 C34 . 1.560(10) ?
C33 H33A . 0.9900 ?
C33 H33B . 0.9900 ?
C34 H34A . 0.9800 ?
C34 H34B . 0.9800 ?
C34 H34C . 0.9800 ?
O20 C35 . 1.466(10) ?
O20 H20 . 0.9296 ?
C35 C36 . 1.451(14) ?
C35 H35A . 0.9900 ?
C35 H35B . 0.9900 ?
C36 H36A . 0.9800 ?
C36 H36B . 0.9800 ?
C36 H36C . 0.9800 ?
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
O1 H1W O5 3_665 0.93 1.99 2.758(4) 138.5
O1 H1W O6 3_665 0.93 2.07 2.854(4) 140.6
O1 H2W O5 . 0.93 1.99 2.758(4) 138.7
O1 H2W O11 . 0.93 2.11 2.898(4) 141.1
O2 H2 O20 2_655 0.95 1.76 2.659(7) 156.5
O3 H3 O17 1_455 0.95 2.09 2.864(4) 137.9
O3 H3 O18 1_455 0.95 2.37 3.289(5) 162.8
N2 H2B O12 3_665 0.88 1.92 2.676(4) 142.4
N2 H2B O18 3_665 0.88 2.25 2.973(5) 139.6
N4 H4B O15 4_465 0.88 2.10 2.907(5) 151.9
N4 H4B O16 4_465 0.88 2.38 3.161(5) 148.0
O19 H19 O8 . 0.93 2.35 3.278(13) 179.2
O20 H20 O19 . 0.93 1.88 2.807(13) 179.0
