#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/96/2229699.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_2229699
loop_
_publ_author_name
'Yu, Fan'
'Li, Bao'
_publ_section_title
;
 Bis(acetato-κ²O,O')[2,6-bis(1H-pyrazol-3-yl-κN²)pyridine-κN]manganese(II)
;
_journal_coeditor_code           HY2414
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m502
_journal_paper_doi               10.1107/S1600536811010506
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Mn (C2 H3 O2)2 (C11 H9 N5)]'
_chemical_formula_moiety         'C15 H15 Mn N5 O4'
_chemical_formula_sum            'C15 H15 Mn N5 O4'
_chemical_formula_weight         384.26
_chemical_name_systematic
;
Bis(acetato-κ²O,O')[2,6-bis(1H-pyrazol-3-yl-
κN²)pyridine-κN]manganese(II)
;
_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                98.32(3)
_cell_angle_beta                 95.01(3)
_cell_angle_gamma                106.11(3)
_cell_formula_units_Z            2
_cell_length_a                   8.2386(16)
_cell_length_b                   9.4324(19)
_cell_length_c                   11.081(2)
_cell_measurement_reflns_used    2386
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      54.94
_cell_measurement_theta_min      6.05
_cell_volume                     811.2(3)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al., 2006)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotation anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0710
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5563
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.40
_exptl_absorpt_coefficient_mu    0.846
_exptl_absorpt_correction_T_max  0.8491
_exptl_absorpt_correction_T_min  0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.428
_refine_ls_extinction_coef       0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3001
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0339
_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)+(0.0565P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1166
_reflns_number_gt                2386
_reflns_number_total             3001
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2414.cif
_cod_data_source_block           I
_cod_database_code               2229699
_cod_database_fobs_code          2229699
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_disorder_assembly
_atom_site_disorder_group
Mn Mn1 0.67466(5) 0.89985(4) 0.81715(4) 0.01323(17) Uani d . 1 . .
N N1 0.3285(3) 1.0204(2) 0.7643(2) 0.0155(5) Uani d . 1 . .
H H1B 0.3327 1.0677 0.8375 0.019 Uiso calc R 1 . .
N N2 0.4400(3) 0.9459(2) 0.7303(2) 0.0155(5) Uani d . 1 . .
N N3 0.6132(3) 0.7810(2) 0.6217(2) 0.0131(5) Uani d . 1 . .
N N4 0.8712(3) 0.7781(2) 0.7766(2) 0.0148(5) Uani d . 1 . .
N N5 1.0113(3) 0.7595(3) 0.8392(2) 0.0179(5) Uani d . 1 . .
H H5B 1.0537 0.8029 0.9135 0.021 Uiso calc R 1 . .
C C1 0.2104(4) 1.0115(3) 0.6700(3) 0.0187(6) Uani d . 1 . .
H H1A 0.1217 1.0545 0.6732 0.022 Uiso calc R 1 . .
C C2 0.2431(4) 0.9274(3) 0.5670(3) 0.0169(6) Uani d . 1 . .
H H2A 0.1842 0.9025 0.4877 0.020 Uiso calc R 1 . .
C C3 0.3877(3) 0.8887(3) 0.6116(3) 0.0156(6) Uani d . 1 . .
C C4 0.4818(3) 0.7946(3) 0.5476(2) 0.0135(6) Uani d . 1 . .
C C5 0.4382(4) 0.7223(3) 0.4265(2) 0.0181(6) Uani d . 1 . .
H H5A 0.3462 0.7324 0.3771 0.022 Uiso calc R 1 . .
C C6 0.5374(4) 0.6335(3) 0.3808(3) 0.0225(7) Uani d . 1 . .
H H6A 0.5109 0.5824 0.2999 0.027 Uiso calc R 1 . .
C C7 0.6738(4) 0.6213(3) 0.4548(3) 0.0204(7) Uani d . 1 . .
H H7A 0.7413 0.5638 0.4244 0.025 Uiso calc R 1 . .
C C8 0.7087(4) 0.6962(3) 0.5750(2) 0.0145(6) Uani d . 1 . .
C C9 0.8480(4) 0.6925(3) 0.6657(3) 0.0158(6) Uani d . 1 . .
C C10 0.9715(4) 0.6183(4) 0.6587(3) 0.0252(7) Uani d . 1 . .
H H10A 0.9825 0.5508 0.5922 0.030 Uiso calc R 1 . .
C C11 1.0740(4) 0.6645(3) 0.7698(3) 0.0213(7) Uani d . 1 . .
H H11A 1.1696 0.6353 0.7926 0.026 Uiso calc R 1 . .
C C12 1.0613(4) 1.3063(3) 0.8677(3) 0.0306(8) Uani d . 1 . .
H H12A 1.0919 1.3407 0.7931 0.046 Uiso calc R 1 . .
H H12B 1.1568 1.2860 0.9100 0.046 Uiso calc R 1 . .
H H12C 1.0294 1.3823 0.9194 0.046 Uiso calc R 1 . .
C C13 0.9129(4) 1.1649(3) 0.8373(3) 0.0166(6) Uani d . 1 . .
O O1 0.8498(3) 1.1097(2) 0.7299(2) 0.0253(5) Uani d . 1 . .
O O2 0.8561(3) 1.1034(2) 0.92644(17) 0.0196(5) Uani d . 1 . .
C C14 0.3975(4) 0.6485(3) 1.0567(3) 0.0228(7) Uani d . 1 . .
H H14A 0.3170 0.5539 1.0197 0.034 Uiso calc R 1 . .
H H14B 0.3380 0.7142 1.0935 0.034 Uiso calc R 1 . .
H H14C 0.4766 0.6332 1.1188 0.034 Uiso calc R 1 . .
C C15 0.4932(4) 0.7179(3) 0.9591(3) 0.0153(6) Uani d . 1 . .
O O3 0.4611(3) 0.6531(2) 0.85024(18) 0.0227(5) Uani d . 1 . .
O O4 0.6077(3) 0.8442(2) 0.99224(18) 0.0195(5) Uani d . 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
O4 Mn1 O2 . . 85.32(8) ?
O4 Mn1 N3 . . 135.59(8) ?
O2 Mn1 N3 . . 138.38(8) ?
O4 Mn1 N2 . . 103.71(8) ?
O2 Mn1 N2 . . 111.90(8) ?
N3 Mn1 N2 . . 71.44(8) ?
O4 Mn1 N4 . . 103.09(8) ?
O2 Mn1 N4 . . 95.79(8) ?
N3 Mn1 N4 . . 71.19(8) ?
N2 Mn1 N4 . . 142.63(8) ?
O4 Mn1 O1 . . 140.27(8) ?
O2 Mn1 O1 . . 55.33(7) ?
N3 Mn1 O1 . . 84.13(8) ?
N2 Mn1 O1 . . 88.11(8) ?
N4 Mn1 O1 . . 87.66(8) ?
O4 Mn1 O3 . . 54.13(7) ?
O2 Mn1 O3 . . 139.25(7) ?
N3 Mn1 O3 . . 81.62(7) ?
N2 Mn1 O3 . . 84.46(7) ?
N4 Mn1 O3 . . 90.63(7) ?
O1 Mn1 O3 . . 165.39(6) ?
C1 N1 N2 . . 111.6(2) ?
C1 N1 H1B . . 124.2 ?
N2 N1 H1B . . 124.2 ?
C3 N2 N1 . . 104.9(2) ?
C3 N2 Mn1 . . 117.16(17) ?
N1 N2 Mn1 . . 137.93(18) ?
C4 N3 C8 . . 118.8(2) ?
C4 N3 Mn1 . . 120.55(17) ?
C8 N3 Mn1 . . 120.66(18) ?
C9 N4 N5 . . 105.9(2) ?
C9 N4 Mn1 . . 117.09(18) ?
N5 N4 Mn1 . . 136.93(17) ?
C11 N5 N4 . . 110.9(2) ?
C11 N5 H5B . . 124.6 ?
N4 N5 H5B . . 124.6 ?
N1 C1 C2 . . 108.3(2) ?
N1 C1 H1A . . 125.8 ?
C2 C1 H1A . . 125.8 ?
C1 C2 C3 . . 103.0(3) ?
C1 C2 H2A . . 128.5 ?
C3 C2 H2A . . 128.5 ?
N2 C3 C2 . . 112.1(2) ?
N2 C3 C4 . . 118.0(2) ?
C2 C3 C4 . . 129.8(3) ?
N3 C4 C5 . . 122.6(2) ?
N3 C4 C3 . . 112.7(2) ?
C5 C4 C3 . . 124.6(3) ?
C4 C5 C6 . . 117.6(3) ?
C4 C5 H5A . . 121.2 ?
C6 C5 H5A . . 121.2 ?
C7 C6 C5 . . 120.3(3) ?
C7 C6 H6A . . 119.8 ?
C5 C6 H6A . . 119.8 ?
C6 C7 C8 . . 118.8(3) ?
C6 C7 H7A . . 120.6 ?
C8 C7 H7A . . 120.6 ?
N3 C8 C7 . . 122.0(3) ?
N3 C8 C9 . . 112.8(2) ?
C7 C8 C9 . . 125.2(3) ?
N4 C9 C10 . . 109.9(3) ?
N4 C9 C8 . . 117.9(2) ?
C10 C9 C8 . . 132.1(3) ?
C11 C10 C9 . . 106.1(3) ?
C11 C10 H10A . . 127.0 ?
C9 C10 H10A . . 127.0 ?
N5 C11 C10 . . 107.3(3) ?
N5 C11 H11A . . 126.4 ?
C10 C11 H11A . . 126.4 ?
C13 C12 H12A . . 109.5 ?
C13 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C13 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
O1 C13 O2 . . 121.1(3) ?
O1 C13 C12 . . 121.2(3) ?
O2 C13 C12 . . 117.8(3) ?
C13 O1 Mn1 . . 85.49(18) ?
C13 O2 Mn1 . . 97.79(17) ?
C15 C14 H14A . . 109.5 ?
C15 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C15 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
O3 C15 O4 . . 121.3(3) ?
O3 C15 C14 . . 120.6(3) ?
O4 C15 C14 . . 118.1(2) ?
C15 O4 Mn1 . . 101.76(17) ?
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 O1 . 2.480(2) y
Mn1 O2 . 2.192(2) y
Mn1 O3 . 2.596(2) y
Mn1 O4 . 2.160(2) y
Mn1 N2 . 2.262(2) y
Mn1 N3 . 2.235(2) y
Mn1 N4 . 2.270(2) y
N1 C1 . 1.341(4) ?
N1 N2 . 1.349(3) ?
N1 H1B . 0.8600 ?
N2 C3 . 1.332(4) ?
N3 C4 . 1.347(3) ?
N3 C8 . 1.353(3) ?
N4 C9 . 1.336(3) ?
N4 N5 . 1.361(3) ?
N5 C11 . 1.338(4) ?
N5 H5B . 0.8600 ?
C1 C2 . 1.383(4) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.410(4) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.478(4) ?
C4 C5 . 1.382(4) ?
C5 C6 . 1.399(4) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.373(4) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.380(4) ?
C7 H7A . 0.9300 ?
C8 C9 . 1.469(4) ?
C9 C10 . 1.387(4) ?
C10 C11 . 1.370(4) ?
C10 H10A . 0.9300 ?
C11 H11A . 0.9300 ?
C12 C13 . 1.510(4) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 O1 . 1.233(3) ?
C13 O2 . 1.275(3) ?
C14 C15 . 1.512(4) ?
C14 H14A . 0.9600 ?
C14 H14B . 0.9600 ?
C14 H14C . 0.9600 ?
C15 O3 . 1.241(3) ?
C15 O4 . 1.278(3) ?
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
N1 H1B O4 2_677 0.86 1.91 2.751(3) 165
N5 H5B O2 2_777 0.86 1.85 2.712(3) 180
