#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:17:38 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179783 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/79/7007916.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_7007916
loop_
_publ_author_name
'Milios, Constantinos J.'
'Kyritsis, Panayotis'
'Raptopoulou, Catherine P.'
'Terzis, Aris'
'Vicente, Ramon'
'Escuer, Albert'
'Perlepes, Spyros P.'
_publ_section_title
;
 Di-2-pyridyl ketone oxime [(py)2CNOH] in manganese carboxylate
 chemistry: mononuclear, dinuclear and tetranuclear complexes, and
 partial transformation of (py)2CNOH to the gem-diolate(2-) derivative
 of di-2-pyridyl ketone leading to the formation of NO3-.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              501
_journal_page_last               511
_journal_paper_doi               10.1039/b412355g
_journal_year                    2005
_chemical_formula_sum            'C62 H48 Cl2 Mn4 N12 O10'
_chemical_formula_weight         1411.78
_chemical_name_systematic
;
?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.72(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.738(5)
_cell_length_b                   15.170(6)
_cell_length_c                   18.191(7)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      11.6
_cell_measurement_theta_min      5.3
_cell_volume                     3147(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Crystal Logic Dual Goniometer'
_diffrn_measurement_method       θ/2θ
_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  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6052
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.77
_diffrn_standards_decay_%        -0.7
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.937
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_meas      1.48
_exptl_crystal_density_method    'floating method''
_exptl_crystal_description       parallelipiped
_exptl_crystal_F_000             1436
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         5856
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0762
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+4.6151P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                4250
_reflns_number_total             5856
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b412355g.txt
_cod_data_source_block           pekm523b
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7007916
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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.11692(5) 0.03621(4) 0.96117(3) 0.03342(15) Uani 1 1 d . . .
Mn2 Mn 0.01342(5) 0.19771(4) 0.83021(3) 0.03611(16) Uani 1 1 d . . .
N1 N 0.1114(3) 0.3248(2) 0.81789(19) 0.0425(8) Uani 1 1 d . . .
N2 N 0.1792(3) 0.2050(2) 0.92316(18) 0.0397(7) Uani 1 1 d . . .
O1 O 0.2111(2) 0.13998(17) 0.97537(15) 0.0441(7) Uani 1 1 d . . .
N11 N 0.2461(3) -0.0155(2) 1.04609(19) 0.0417(8) Uani 1 1 d . . .
N12 N 0.0670(3) -0.2697(2) 1.08107(18) 0.0406(8) Uani 1 1 d . . .
O11 O 0.0223(2) -0.09696(16) 1.09249(14) 0.0339(6) Uani 1 1 d . . .
O12 O 0.0460(2) -0.07387(16) 0.97235(14) 0.0354(6) Uani 1 1 d . . .
O21 O 0.1700(3) -0.0017(2) 0.86463(17) 0.0528(8) Uani 1 1 d . . .
O22 O 0.1118(3) 0.1055(2) 0.77982(17) 0.0540(8) Uani 1 1 d . . .
Cl Cl -0.15037(10) 0.21227(8) 0.72579(6) 0.0568(3) Uani 1 1 d . . .
C1 C 0.0718(4) 0.3863(3) 0.7653(3) 0.0541(11) Uani 1 1 d . . .
H1 H 0.0018 0.3759 0.7298 0.062(7) Uiso 1 1 calc R . .
C2 C 0.1309(5) 0.4649(3) 0.7613(3) 0.0701(15) Uani 1 1 d . . .
H2 H 0.1017 0.5063 0.7238 0.062(7) Uiso 1 1 calc R . .
C3 C 0.2330(5) 0.4795(3) 0.8143(3) 0.0753(17) Uani 1 1 d . . .
H3 H 0.2739 0.5319 0.8136 0.062(7) Uiso 1 1 calc R . .
C4 C 0.2756(4) 0.4169(3) 0.8687(3) 0.0620(13) Uani 1 1 d . . .
H4 H 0.3456 0.4261 0.9045 0.062(7) Uiso 1 1 calc R . .
C5 C 0.2123(4) 0.3398(3) 0.8692(2) 0.0435(9) Uani 1 1 d . . .
C6 C 0.2522(3) 0.2686(2) 0.9258(2) 0.0386(9) Uani 1 1 d . . .
C7 C 0.3703(3) 0.2714(3) 0.9790(2) 0.0419(9) Uani 1 1 d . . .
C8 C 0.4570(5) 0.2199(5) 0.9670(4) 0.103(3) Uani 1 1 d . . .
H8 H 0.4446 0.1824 0.9254 0.136(14) Uiso 1 1 calc R . .
C9 C 0.5656(5) 0.2239(6) 1.0181(5) 0.123(3) Uani 1 1 d . . .
H9 H 0.6269 0.1888 1.0107 0.136(14) Uiso 1 1 calc R . .
C10 C 0.5820(5) 0.2768(5) 1.0767(4) 0.0832(18) Uani 1 1 d . . .
H10 H 0.6547 0.2815 1.1107 0.136(14) Uiso 1 1 calc R . .
C11 C 0.4897(6) 0.3235(6) 1.0853(4) 0.115(3) Uani 1 1 d . . .
H11 H 0.4998 0.3588 1.1282 0.136(14) Uiso 1 1 calc R . .
N3 N 0.3831(4) 0.3237(4) 1.0371(3) 0.0922(17) Uani 1 1 d . . .
C21 C 0.3537(4) 0.0177(3) 1.0740(3) 0.0653(15) Uani 1 1 d . . .
H21 H 0.3753 0.0694 1.0534 0.070(8) Uiso 1 1 calc R . .
C22 C 0.4321(4) -0.0222(3) 1.1317(3) 0.0726(16) Uani 1 1 d . . .
H22 H 0.5059 0.0022 1.1504 0.070(8) Uiso 1 1 calc R . .
C23 C 0.4008(4) -0.0988(3) 1.1617(3) 0.0628(13) Uani 1 1 d . . .
H23 H 0.4533 -0.1268 1.2011 0.070(8) Uiso 1 1 calc R . .
C24 C 0.2910(4) -0.1339(3) 1.1330(2) 0.0481(10) Uani 1 1 d . . .
H24 H 0.2685 -0.1860 1.1526 0.070(8) Uiso 1 1 calc R . .
C25 C 0.2151(3) -0.0906(2) 1.0750(2) 0.0352(8) Uani 1 1 d . . .
C26 C 0.0895(3) -0.1192(2) 1.0400(2) 0.0327(8) Uani 1 1 d . . .
C27 C 0.0852(3) -0.2185(2) 1.0249(2) 0.0352(8) Uani 1 1 d . . .
C28 C 0.1046(4) -0.2519(3) 0.9588(3) 0.0495(10) Uani 1 1 d . . .
H28 H 0.1159 -0.2145 0.9207 0.064(7) Uiso 1 1 calc R . .
C29 C 0.1071(5) -0.3427(3) 0.9500(3) 0.0624(13) Uani 1 1 d . . .
H29 H 0.1185 -0.3672 0.9054 0.064(7) Uiso 1 1 calc R . .
C30 C 0.0924(5) -0.3957(3) 1.0081(3) 0.0640(14) Uani 1 1 d . . .
H30 H 0.0960 -0.4568 1.0042 0.064(7) Uiso 1 1 calc R . .
C31 C 0.0722(4) -0.3570(3) 1.0723(3) 0.0545(11) Uani 1 1 d . . .
H31 H 0.0617 -0.3932 1.1114 0.064(7) Uiso 1 1 calc R . .
C41 C 0.1674(3) 0.0360(3) 0.8027(2) 0.0438(9) Uani 1 1 d . . .
C42 C 0.2371(4) -0.0064(3) 0.7530(2) 0.0461(10) Uani 1 1 d . . .
C43 C 0.2484(5) 0.0342(4) 0.6870(3) 0.0750(15) Uani 1 1 d . . .
H43 H 0.2096 0.0869 0.6716 0.114(11) Uiso 1 1 calc R . .
C44 C 0.3189(6) -0.0047(5) 0.6435(4) 0.097(2) Uani 1 1 d . . .
H44 H 0.3282 0.0227 0.5996 0.114(11) Uiso 1 1 calc R . .
C45 C 0.3737(5) -0.0829(5) 0.6659(4) 0.093(2) Uani 1 1 d . . .
H45 H 0.4209 -0.1082 0.6373 0.114(11) Uiso 1 1 calc R . .
C46 C 0.3601(5) -0.1242(4) 0.7294(4) 0.0747(16) Uani 1 1 d . . .
H46 H 0.3963 -0.1782 0.7432 0.114(11) Uiso 1 1 calc R . .
C47 C 0.2927(4) -0.0863(3) 0.7736(3) 0.0561(12) Uani 1 1 d . . .
H47 H 0.2845 -0.1145 0.8175 0.114(11) Uiso 1 1 calc R . .
N21 N 0.3771(6) 0.2434(6) 0.2496(5) 0.134(3) Uani 1 1 d . . .
C51 C 0.2948(7) 0.2343(5) 0.2009(5) 0.099(2) Uani 1 1 d . . .
C52 C 0.1880(7) 0.2281(6) 0.1407(4) 0.111(3) Uani 1 1 d . . .
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O12 Mn1 O1 165.29(11) . . ?
O12 Mn1 O11 97.73(11) . 3_557 ?
O1 Mn1 O11 93.92(11) . 3_557 ?
O12 Mn1 N11 81.18(12) . . ?
O1 Mn1 N11 84.99(12) . . ?
O11 Mn1 N11 162.31(13) 3_557 . ?
O12 Mn1 O21 94.23(12) . . ?
O1 Mn1 O21 93.60(13) . . ?
O11 Mn1 O21 95.30(12) 3_557 . ?
N11 Mn1 O21 102.40(13) . . ?
O22 Mn2 O11 91.35(11) . 3_557 ?
O22 Mn2 N2 84.08(12) . . ?
O11 Mn2 N2 79.35(10) 3_557 . ?
O22 Mn2 N1 100.00(13) . . ?
O11 Mn2 N1 146.35(11) 3_557 . ?
N2 Mn2 N1 70.57(12) . . ?
O22 Mn2 N12 161.35(12) . 3_557 ?
O11 Mn2 N12 73.15(11) 3_557 3_557 ?
N2 Mn2 N12 82.92(12) . 3_557 ?
N1 Mn2 N12 88.20(12) . 3_557 ?
O22 Mn2 Cl 97.72(9) . . ?
O11 Mn2 Cl 109.76(8) 3_557 . ?
N2 Mn2 Cl 170.60(9) . . ?
N1 Mn2 Cl 100.04(9) . . ?
N12 Mn2 Cl 97.29(9) 3_557 . ?
C1 N1 C5 118.6(4) . . ?
C1 N1 Mn2 124.2(3) . . ?
C5 N1 Mn2 117.2(3) . . ?
C6 N2 O1 116.7(3) . . ?
C6 N2 Mn2 120.9(3) . . ?
O1 N2 Mn2 122.2(2) . . ?
N2 O1 Mn1 116.8(2) . . ?
C25 N11 C21 119.3(3) . . ?
C25 N11 Mn1 113.6(2) . . ?
C21 N11 Mn1 127.1(3) . . ?
C31 N12 C27 117.6(4) . . ?
C31 N12 Mn2 125.8(3) . 3_557 ?
C27 N12 Mn2 114.9(2) . 3_557 ?
C26 O11 Mn1 108.3(2) . 3_557 ?
C26 O11 Mn2 119.3(2) . 3_557 ?
Mn1 O11 Mn2 113.05(11) 3_557 3_557 ?
C26 O12 Mn1 116.8(2) . . ?
C41 O21 Mn1 133.1(3) . . ?
C41 O22 Mn2 133.9(3) . . ?
N1 C1 C2 122.9(4) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 117.9(4) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C4 120.2(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 118.8(4) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 121.7(4) . . ?
N1 C5 C6 116.0(3) . . ?
C4 C5 C6 122.3(4) . . ?
N2 C6 C5 114.9(3) . . ?
N2 C6 C7 123.7(3) . . ?
C5 C6 C7 121.4(3) . . ?
N3 C7 C8 122.8(4) . . ?
N3 C7 C6 117.1(4) . . ?
C8 C7 C6 120.1(4) . . ?
C7 C8 C9 118.5(6) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C10 C9 C8 120.3(6) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 116.9(6) . . ?
C9 C10 H10 121.5 . . ?
C11 C10 H10 121.5 . . ?
C10 C11 N3 125.4(6) . . ?
C10 C11 H11 117.3 . . ?
N3 C11 H11 117.3 . . ?
C7 N3 C11 116.0(5) . . ?
N11 C21 C22 121.8(4) . . ?
N11 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C21 C22 C23 119.2(4) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C24 119.5(4) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C25 C24 C23 118.8(4) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
N11 C25 C24 121.4(4) . . ?
N11 C25 C26 113.8(3) . . ?
C24 C25 C26 124.8(3) . . ?
O12 C26 O11 109.4(3) . . ?
O12 C26 C25 110.0(3) . . ?
O11 C26 C25 106.8(3) . . ?
O12 C26 C27 109.7(3) . . ?
O11 C26 C27 110.8(3) . . ?
C25 C26 C27 110.0(3) . . ?
N12 C27 C28 122.9(4) . . ?
N12 C27 C26 116.0(3) . . ?
C28 C27 C26 121.1(4) . . ?
C27 C28 C29 118.8(4) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C30 C29 C28 118.8(5) . . ?
C30 C29 H29 120.6 . . ?
C28 C29 H29 120.6 . . ?
C29 C30 C31 118.8(4) . . ?
C29 C30 H30 120.6 . . ?
C31 C30 H30 120.6 . . ?
N12 C31 C30 123.1(4) . . ?
N12 C31 H31 118.5 . . ?
C30 C31 H31 118.5 . . ?
O22 C41 O21 125.3(4) . . ?
O22 C41 C42 118.4(4) . . ?
O21 C41 C42 116.3(4) . . ?
C47 C42 C43 119.3(5) . . ?
C47 C42 C41 120.1(4) . . ?
C43 C42 C41 120.6(4) . . ?
C42 C43 C44 119.5(6) . . ?
C42 C43 H43 120.3 . . ?
C44 C43 H43 120.3 . . ?
C45 C44 C43 119.8(6) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C46 C45 C44 120.9(6) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C45 C46 C47 120.2(6) . . ?
C45 C46 H46 119.9 . . ?
C47 C46 H46 119.9 . . ?
C46 C47 C42 120.3(5) . . ?
C46 C47 H47 119.9 . . ?
C42 C47 H47 119.9 . . ?
N21 C51 C52 176.4(9) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O12 1.898(3) . ?
Mn1 O1 1.905(3) . ?
Mn1 O11 1.928(2) 3_557 ?
Mn1 N11 2.047(3) . ?
Mn1 O21 2.079(3) . ?
Mn2 O22 2.153(3) . ?
Mn2 O11 2.184(3) 3_557 ?
Mn2 N2 2.257(3) . ?
Mn2 N1 2.283(3) . ?
Mn2 N12 2.326(3) 3_557 ?
Mn2 Cl 2.3708(14) . ?
N1 C1 1.339(5) . ?
N1 C5 1.342(5) . ?
N2 C6 1.284(5) . ?
N2 O1 1.359(4) . ?
N11 C25 1.340(5) . ?
N11 C21 1.343(5) . ?
N12 C31 1.337(5) . ?
N12 C27 1.340(5) . ?
N12 Mn2 2.326(3) 3_557 ?
O11 C26 1.417(4) . ?
O11 Mn1 1.928(2) 3_557 ?
O11 Mn2 2.184(2) 3_557 ?
O12 C26 1.396(4) . ?
O21 C41 1.258(5) . ?
O22 C41 1.257(5) . ?
C1 C2 1.390(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.367(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.378(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.489(5) . ?
C6 C7 1.491(5) . ?
C7 N3 1.301(6) . ?
C7 C8 1.342(7) . ?
C8 C9 1.389(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.312(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.335(9) . ?
C10 H10 0.9300 . ?
C11 N3 1.347(7) . ?
C11 H11 0.9300 . ?
C21 C22 1.362(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.370(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.378(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.376(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.524(5) . ?
C26 C27 1.529(5) . ?
C27 C28 1.373(6) . ?
C28 C29 1.388(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.371(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.378(7) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C41 C42 1.500(6) . ?
C42 C47 1.384(6) . ?
C42 C43 1.384(7) . ?
C43 C44 1.402(8) . ?
C43 H43 0.9300 . ?
C44 C45 1.365(9) . ?
C44 H44 0.9300 . ?
C45 C46 1.356(9) . ?
C45 H45 0.9300 . ?
C46 C47 1.381(7) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
N21 C51 1.154(9) . ?
C51 C52 1.459(10) . ?
