#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:49:25 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179079 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/41/4304167.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_4304167
loop_
_publ_author_name
'Rupam Sarma'
'Anirban Karmakar'
'Jubaraj B. Baruah'
_publ_section_title
;
N-Oxides in Metal-Containing Multicomponent Molecular Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              763
_journal_page_last               765
_journal_paper_doi               10.1021/ic701639n
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C19 H13 Mn N3 O9'
_chemical_formula_weight         482.26
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 101.421(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.6908(8)
_cell_length_b                   9.7787(3)
_cell_length_c                   7.6613(3)
_cell_measurement_temperature    296(2)
_cell_volume                     1886.58(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0130
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11049
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.763
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             980
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2263
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0276
_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)+(0.0451P)²+0.9975P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0752
_refine_ls_wR_factor_ref         0.0777
_reflns_number_gt                2091
_reflns_number_total             2263
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic701639n-file005.cif
_cod_data_source_block           a-2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4304167
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.5000 0.0000 0.0000 0.02535(10) Uani 1 2 d S . .
C1 C 0.64186(5) 0.14641(12) 0.31586(16) 0.0290(3) Uani 1 1 d . . .
C4 C 0.74914(5) 0.14939(14) 0.32168(18) 0.0332(3) Uani 1 1 d . . .
C5 C 0.73002(6) 0.06517(15) 0.43914(19) 0.0389(3) Uani 1 1 d . . .
H5 H 0.7528 0.0091 0.5176 0.047 Uiso 1 1 calc R . .
C2 C 0.66241(5) 0.23109(13) 0.19981(17) 0.0323(3) Uani 1 1 d . . .
H2 H 0.6397 0.2856 0.1190 0.039 Uiso 1 1 calc R . .
C3 C 0.71663(5) 0.23434(14) 0.20449(18) 0.0345(3) Uani 1 1 d . . .
H3 H 0.7308 0.2927 0.1300 0.041 Uiso 1 1 calc R . .
C6 C 0.67608(6) 0.06632(14) 0.43706(18) 0.0375(3) Uani 1 1 d . . .
H6 H 0.6626 0.0127 0.5180 0.045 Uiso 1 1 calc R . .
N1 N 0.80650(5) 0.14592(14) 0.32117(18) 0.0442(3) Uani 1 1 d . . .
O2 O 0.82307(5) 0.22026(19) 0.21594(19) 0.0716(4) Uani 1 1 d . . .
O1 O 0.83463(5) 0.06921(15) 0.4254(2) 0.0666(4) Uani 1 1 d . . .
C7 C 0.58272(5) 0.13313(13) 0.30471(18) 0.0320(3) Uani 1 1 d . . .
O4 O 0.55362(4) 0.14785(11) 0.15383(13) 0.0398(2) Uani 1 1 d . . .
O5 O 0.5000 -0.11664(12) 0.2500 0.0317(3) Uani 1 2 d S . .
N2 N 0.5000 -0.25433(15) 0.2500 0.0277(3) Uani 1 2 d S . .
C8 C 0.54552(6) -0.32102(15) 0.2479(2) 0.0412(3) Uani 1 1 d . . .
H8 H 0.5766 -0.2725 0.2464 0.049 Uiso 1 1 calc R . .
C9 C 0.54591(7) -0.46194(18) 0.2480(3) 0.0543(4) Uani 1 1 d . . .
H9 H 0.5774 -0.5087 0.2468 0.065 Uiso 1 1 calc R . .
C10 C 0.5000 -0.5337(3) 0.2500 0.0566(6) Uani 1 2 d S . .
H10 H 0.5000 -0.6289 0.2500 0.068 Uiso 1 2 calc SR . .
O6 O 0.43163(4) 0.10539(12) 0.05206(13) 0.0430(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'
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
O6 Mn1 O6 180.0 5_655 . ?
O6 Mn1 O4 91.95(4) 5_655 5_655 ?
O6 Mn1 O4 88.05(4) . 5_655 ?
O6 Mn1 O4 88.05(4) 5_655 . ?
O6 Mn1 O4 91.95(4) . . ?
O4 Mn1 O4 180.0 5_655 . ?
O6 Mn1 O5 86.94(3) 5_655 5_655 ?
O6 Mn1 O5 93.06(3) . 5_655 ?
O4 Mn1 O5 88.99(3) 5_655 5_655 ?
O4 Mn1 O5 91.01(3) . 5_655 ?
O6 Mn1 O5 93.06(3) 5_655 . ?
O6 Mn1 O5 86.94(3) . . ?
O4 Mn1 O5 91.01(3) 5_655 . ?
O4 Mn1 O5 88.99(3) . . ?
O5 Mn1 O5 180.0 5_655 . ?
C6 C1 C2 119.52(12) . . ?
C6 C1 C7 119.10(11) . . ?
C2 C1 C7 121.27(12) . . ?
C3 C4 C5 122.48(12) . . ?
C3 C4 N1 119.30(12) . . ?
C5 C4 N1 118.22(13) . . ?
C4 C5 C6 118.22(13) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C3 C2 C1 120.18(12) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 118.64(12) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C5 C6 C1 120.87(12) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
O1 N1 O2 123.91(14) . . ?
O1 N1 C4 118.29(14) . . ?
O2 N1 C4 117.80(14) . . ?
O4 C7 O6 127.30(13) . 2_655 ?
O4 C7 C1 116.84(11) . . ?
O6 C7 C1 115.84(12) 2_655 . ?
C7 O4 Mn1 128.38(9) . . ?
N2 O5 Mn1 120.77(3) . . ?
N2 O5 Mn1 120.77(3) . 2_655 ?
Mn1 O5 Mn1 118.45(5) . 2_655 ?
C8 N2 C8 121.85(17) . 2_655 ?
C8 N2 O5 119.08(9) . . ?
C8 N2 O5 119.07(9) 2_655 . ?
N2 C8 C9 119.48(14) . . ?
N2 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C10 C9 C8 120.29(16) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C9 118.6(2) 2_655 . ?
C9 C10 H10 120.7 2_655 . ?
C9 C10 H10 120.7 . . ?
C7 O6 Mn1 131.38(9) 2_655 . ?
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 O6 2.1409(9) 5_655 ?
Mn1 O6 2.1410(9) . ?
Mn1 O4 2.1757(10) 5_655 ?
Mn1 O4 2.1757(10) . ?
Mn1 O5 2.2292(6) 5_655 ?
Mn1 O5 2.2292(6) . ?
C1 C6 1.3875(19) . ?
C1 C2 1.3931(17) . ?
C1 C7 1.5104(18) . ?
C4 C3 1.377(2) . ?
C4 C5 1.3800(19) . ?
C4 N1 1.4749(18) . ?
C5 C6 1.383(2) . ?
C5 H5 0.9300 . ?
C2 C3 1.3869(19) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C6 H6 0.9300 . ?
N1 O1 1.2224(19) . ?
N1 O2 1.223(2) . ?
C7 O4 1.2544(17) . ?
C7 O6 1.2546(16) 2_655 ?
O5 N2 1.3464(18) . ?
O5 Mn1 2.2292(6) 2_655 ?
N2 C8 1.3419(16) . ?
N2 C8 1.3419(16) 2_655 ?
C8 C9 1.378(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.375(2) . ?
C9 H9 0.9300 . ?
C10 C9 1.375(2) 2_655 ?
C10 H10 0.9300 . ?
O6 C7 1.2545(16) 2_655 ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C4 C5 C6 0.4(2) . . . . ?
N1 C4 C5 C6 -178.67(12) . . . . ?
C6 C1 C2 C3 0.55(19) . . . . ?
C7 C1 C2 C3 -175.51(12) . . . . ?
C5 C4 C3 C2 -2.5(2) . . . . ?
N1 C4 C3 C2 176.56(12) . . . . ?
C1 C2 C3 C4 2.00(19) . . . . ?
C4 C5 C6 C1 2.2(2) . . . . ?
C2 C1 C6 C5 -2.7(2) . . . . ?
C7 C1 C6 C5 173.43(12) . . . . ?
C3 C4 N1 O1 -179.54(13) . . . . ?
C5 C4 N1 O1 -0.41(19) . . . . ?
C3 C4 N1 O2 0.4(2) . . . . ?
C5 C4 N1 O2 179.57(15) . . . . ?
C6 C1 C7 O4 -145.80(13) . . . . ?
C2 C1 C7 O4 30.27(17) . . . . ?
C6 C1 C7 O6 32.64(17) . . . 2_655 ?
C2 C1 C7 O6 -151.28(13) . . . 2_655 ?
O6 C7 O4 Mn1 -60.15(19) 2_655 . . . ?
C1 C7 O4 Mn1 118.09(11) . . . . ?
O6 Mn1 O4 C7 -73.42(12) 5_655 . . . ?
O6 Mn1 O4 C7 106.58(12) . . . . ?
O5 Mn1 O4 C7 -160.33(11) 5_655 . . . ?
O5 Mn1 O4 C7 19.68(11) . . . . ?
O6 Mn1 O5 N2 -53.64(3) 5_655 . . . ?
O6 Mn1 O5 N2 126.36(3) . . . . ?
O4 Mn1 O5 N2 38.37(3) 5_655 . . . ?
O4 Mn1 O5 N2 -141.63(3) . . . . ?
O6 Mn1 O5 Mn1 126.36(3) 5_655 . . 2_655 ?
O6 Mn1 O5 Mn1 -53.64(3) . . . 2_655 ?
O4 Mn1 O5 Mn1 -141.63(3) 5_655 . . 2_655 ?
O4 Mn1 O5 Mn1 38.37(3) . . . 2_655 ?
Mn1 O5 N2 C8 77.82(8) . . . . ?
Mn1 O5 N2 C8 -102.18(8) 2_655 . . . ?
Mn1 O5 N2 C8 -102.18(8) . . . 2_655 ?
Mn1 O5 N2 C8 77.82(8) 2_655 . . 2_655 ?
C8 N2 C8 C9 -0.04(13) 2_655 . . . ?
O5 N2 C8 C9 179.96(13) . . . . ?
N2 C8 C9 C10 0.1(3) . . . . ?
C8 C9 C10 C9 -0.04(13) . . . 2_655 ?
O4 Mn1 O6 C7 120.07(13) 5_655 . . 2_655 ?
O4 Mn1 O6 C7 -59.93(13) . . . 2_655 ?
O5 Mn1 O6 C7 -151.05(13) 5_655 . . 2_655 ?
O5 Mn1 O6 C7 28.95(13) . . . 2_655 ?
