#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:25:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179843 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/39/7013906.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_7013906
loop_
_publ_author_name
'Reddig, Nicole'
'Pursche, Daniel'
'Rompel, Annette'
_publ_section_title
;
 Unique example of flexible phenol coordination in mononuclear
 manganese compounds.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1474
_journal_page_last               1480
_journal_paper_doi               10.1039/b316305a
_journal_year                    2004
_chemical_formula_sum            'C19 H17 Cl2 Mn N4 O3'
_chemical_formula_weight         475.21
_chemical_name_common
;Manganese(iii)-di-chloro-2-((bis(pyridin-2-
ylmethyl)amino)methyl)-4-nitrophenol
;
_chemical_name_systematic
;
Manganese(III)-di-chloro-2-((bis(pyridin-2-ylmethyl)amino)methyl)-4-nitrophenol
;
_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                 98.70(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.623(4)
_cell_length_b                   7.902(2)
_cell_length_c                   12.378(2)
_cell_measurement_temperature    150(2)
_cell_volume                     1993.9(7)
_computing_cell_refinement       'SMART/SAINT software package, Bruker Nonius'
_computing_data_collection       'SMART software package, Bruker Nonius'
_computing_data_reduction
'G. M. Sheldrick, Shelxltl Plus, Siemens Analytical X-ray Instruments 1990'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker AXS SMART 6000 CCD'
_diffrn_measurement_method       'combined omega theta-scan'
_diffrn_radiation_monochromator  'Goebel mirrow'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0945
_diffrn_reflns_av_sigmaI/netI    0.0690
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11214
_diffrn_reflns_theta_full        71.65
_diffrn_reflns_theta_max         71.65
_diffrn_reflns_theta_min         2.17
_exptl_absorpt_coefficient_mu    8.105
_exptl_absorpt_correction_type   'SADABS software package, Bruker AXS'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       'rod shaped'
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.650
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3758
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0583
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1051P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1546
_reflns_number_gt                3061
_reflns_number_total             3758
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b316305a.txt
_cod_data_source_block           p21c_b
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7013906
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 0.19568(2) 0.47858(7) 0.94724(4) 0.01950(19) Uani 1 1 d . . .
Cl1 Cl 0.09898(4) 0.30870(11) 0.97667(7) 0.0297(2) Uani 1 1 d . . .
Cl2 Cl 0.20383(4) 0.63631(11) 1.10349(7) 0.0269(2) Uani 1 1 d . . .
O1 O 0.25416(11) 0.3100(3) 1.00903(19) 0.0243(5) Uani 1 1 d . . .
O2 O 0.49677(13) -0.0052(4) 0.8396(2) 0.0435(8) Uani 1 1 d . . .
O3 O 0.42463(14) -0.0318(4) 0.6951(2) 0.0417(8) Uani 1 1 d . . .
N1 N 0.19581(14) 0.3839(4) 0.7877(2) 0.0214(6) Uani 1 1 d . . .
N2 N 0.13397(13) 0.6444(4) 0.8547(2) 0.0236(6) Uani 1 1 d . . .
N3 N 0.28705(14) 0.6026(4) 0.8994(2) 0.0233(6) Uani 1 1 d . . .
N4 N 0.44027(15) 0.0110(4) 0.7904(3) 0.0316(8) Uani 1 1 d . . .
C1 C 0.12709(16) 0.4099(5) 0.7300(3) 0.0238(7) Uani 1 1 d . . .
H1A H 0.1255 0.3953 0.6502 0.029 Uiso 1 1 calc R . .
H1B H 0.0972 0.3262 0.7559 0.029 Uiso 1 1 calc R . .
C2 C 0.10669(16) 0.5857(5) 0.7548(3) 0.0221(7) Uani 1 1 d . . .
C3 C 0.11822(16) 0.8020(5) 0.8841(3) 0.0271(8) Uani 1 1 d . . .
H3 H 0.1372 0.8438 0.9537 0.033 Uiso 1 1 calc R . .
C4 C 0.07547(17) 0.9047(5) 0.8168(3) 0.0298(8) Uani 1 1 d . . .
H4 H 0.0652 1.0149 0.8398 0.036 Uiso 1 1 calc R . .
C5 C 0.04785(17) 0.8443(5) 0.7152(3) 0.0309(9) Uani 1 1 d . . .
H5 H 0.0183 0.9125 0.6674 0.037 Uiso 1 1 calc R . .
C6 C 0.06390(16) 0.6827(5) 0.6843(3) 0.0268(8) Uani 1 1 d . . .
H6 H 0.0455 0.6393 0.6148 0.032 Uiso 1 1 calc R . .
C7 C 0.24270(17) 0.4753(5) 0.7277(3) 0.0245(8) Uani 1 1 d . . .
H7A H 0.2196 0.5701 0.6860 0.029 Uiso 1 1 calc R . .
H7B H 0.2584 0.3971 0.6748 0.029 Uiso 1 1 calc R . .
C8 C 0.30061(17) 0.5435(4) 0.8035(3) 0.0223(7) Uani 1 1 d . . .
C9 C 0.33571(18) 0.6694(5) 0.9699(3) 0.0292(8) Uani 1 1 d . . .
H9 H 0.3259 0.7116 1.0375 0.035 Uiso 1 1 calc R . .
C10 C 0.39963(18) 0.6801(5) 0.9492(3) 0.0333(9) Uani 1 1 d . . .
H10 H 0.4330 0.7285 1.0015 0.040 Uiso 1 1 calc R . .
C11 C 0.41382(19) 0.6191(5) 0.8513(4) 0.0359(9) Uani 1 1 d . . .
H11 H 0.4574 0.6242 0.8350 0.043 Uiso 1 1 calc R . .
C12 C 0.36380(19) 0.5501(5) 0.7764(3) 0.0308(8) Uani 1 1 d . . .
H12 H 0.3725 0.5082 0.7080 0.037 Uiso 1 1 calc R . .
C13 C 0.21069(16) 0.1982(4) 0.7942(3) 0.0221(7) Uani 1 1 d . . .
H13A H 0.2051 0.1491 0.7198 0.027 Uiso 1 1 calc R . .
H13B H 0.1800 0.1401 0.8362 0.027 Uiso 1 1 calc R . .
C14 C 0.28046(17) 0.1729(4) 0.8498(3) 0.0225(7) Uani 1 1 d . . .
C15 C 0.29806(17) 0.2343(4) 0.9565(3) 0.0218(7) Uani 1 1 d . . .
C16 C 0.36303(17) 0.2172(5) 1.0083(3) 0.0268(8) Uani 1 1 d . . .
H16 H 0.3751 0.2568 1.0810 0.032 Uiso 1 1 calc R . .
C17 C 0.40962(18) 0.1432(5) 0.9546(3) 0.0280(8) Uani 1 1 d . . .
H17 H 0.4537 0.1315 0.9897 0.034 Uiso 1 1 calc R . .
C18 C 0.39109(17) 0.0861(5) 0.8485(3) 0.0244(8) Uani 1 1 d . . .
C19 C 0.32682(17) 0.0987(4) 0.7958(3) 0.0227(7) Uani 1 1 d . . .
H19 H 0.3150 0.0567 0.7236 0.027 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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
O1 Mn1 N2 170.20(11) . . ?
O1 Mn1 N1 92.17(11) . . ?
N2 Mn1 N1 78.05(11) . . ?
O1 Mn1 N3 84.58(11) . . ?
N2 Mn1 N3 92.75(11) . . ?
N1 Mn1 N3 77.96(11) . . ?
O1 Mn1 Cl2 94.68(8) . . ?
N2 Mn1 Cl2 94.82(9) . . ?
N1 Mn1 Cl2 166.91(9) . . ?
N3 Mn1 Cl2 91.58(8) . . ?
O1 Mn1 Cl1 92.14(8) . . ?
N2 Mn1 Cl1 89.02(8) . . ?
N1 Mn1 Cl1 93.46(8) . . ?
N3 Mn1 Cl1 170.66(8) . . ?
Cl2 Mn1 Cl1 97.41(4) . . ?
C15 O1 Mn1 124.1(2) . . ?
C7 N1 C13 111.0(3) . . ?
C7 N1 C1 109.5(3) . . ?
C13 N1 C1 109.3(3) . . ?
C7 N1 Mn1 112.7(2) . . ?
C13 N1 Mn1 109.0(2) . . ?
C1 N1 Mn1 105.2(2) . . ?
C3 N2 C2 118.4(3) . . ?
C3 N2 Mn1 126.4(2) . . ?
C2 N2 Mn1 115.2(2) . . ?
C9 N3 C8 118.6(3) . . ?
C9 N3 Mn1 124.7(2) . . ?
C8 N3 Mn1 111.8(2) . . ?
O3 N4 O2 122.5(3) . . ?
O3 N4 C18 119.1(3) . . ?
O2 N4 C18 118.3(3) . . ?
C2 C1 N1 107.7(3) . . ?
N2 C2 C6 121.6(3) . . ?
N2 C2 C1 114.4(3) . . ?
C6 C2 C1 124.0(3) . . ?
N2 C3 C4 122.4(4) . . ?
C3 C4 C5 118.9(4) . . ?
C4 C5 C6 119.1(3) . . ?
C2 C6 C5 119.6(4) . . ?
N1 C7 C8 112.1(3) . . ?
N3 C8 C12 121.8(3) . . ?
N3 C8 C7 115.1(3) . . ?
C12 C8 C7 123.1(3) . . ?
N3 C9 C10 123.1(4) . . ?
C11 C10 C9 118.5(4) . . ?
C10 C11 C12 119.3(4) . . ?
C11 C12 C8 118.7(4) . . ?
N1 C13 C14 109.1(3) . . ?
C19 C14 C15 120.3(3) . . ?
C19 C14 C13 121.2(3) . . ?
C15 C14 C13 118.4(3) . . ?
O1 C15 C16 119.6(3) . . ?
O1 C15 C14 121.1(3) . . ?
C16 C15 C14 119.4(3) . . ?
C17 C16 C15 120.6(3) . . ?
C16 C17 C18 118.8(3) . . ?
C17 C18 C19 121.8(3) . . ?
C17 C18 N4 119.2(3) . . ?
C19 C18 N4 119.0(3) . . ?
C14 C19 C18 119.1(3) . . ?
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 O1 1.880(2) . ?
Mn1 N2 2.051(3) . ?
Mn1 N1 2.112(3) . ?
Mn1 N3 2.280(3) . ?
Mn1 Cl2 2.2856(10) . ?
Mn1 Cl1 2.4762(11) . ?
O1 C15 1.333(4) . ?
O2 N4 1.237(4) . ?
O3 N4 1.223(4) . ?
N1 C7 1.492(4) . ?
N1 C13 1.499(4) . ?
N1 C1 1.501(4) . ?
N2 C3 1.351(4) . ?
N2 C2 1.360(5) . ?
N3 C9 1.335(5) . ?
N3 C8 1.344(4) . ?
N4 C18 1.455(5) . ?
C1 C2 1.497(5) . ?
C2 C6 1.377(5) . ?
C3 C4 1.381(5) . ?
C4 C5 1.384(6) . ?
C5 C6 1.387(5) . ?
C7 C8 1.503(5) . ?
C8 C12 1.395(5) . ?
C9 C10 1.383(5) . ?
C10 C11 1.377(6) . ?
C11 C12 1.390(6) . ?
C13 C14 1.511(4) . ?
C14 C19 1.377(5) . ?
C14 C15 1.403(5) . ?
C15 C16 1.402(5) . ?
C16 C17 1.378(5) . ?
C17 C18 1.387(5) . ?
C18 C19 1.389(5) . ?
