#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:25:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179843 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/39/7013908.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_7013908
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            'C22 H26 Cl2 Mn N4 O4'
_chemical_formula_weight         536.31
_chemical_name_common
;
Manganese(ii)-di-chloro-2-(2-pyridylmethyl)(6-methyl-2-
pyridylmethyl) aminomethyl)-4-nitrophenolat)
;
_chemical_name_systematic
;
Manganese(II)-di-chloro-2-(2-pyridylmethyl)(6-methyl-2-pyridylmethyl)
aminomethyl)-4-nitrophenolat)
;
_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                 99.040(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.7150(7)
_cell_length_b                   9.1986(4)
_cell_length_c                   17.2720(7)
_cell_measurement_temperature    200(2)
_cell_volume                     2465.76(18)
_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      200(2)
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_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     1.54184
_diffrn_reflns_av_R_equivalents  0.1070
_diffrn_reflns_av_sigmaI/netI    0.0907
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13587
_diffrn_reflns_theta_full        71.46
_diffrn_reflns_theta_max         71.46
_diffrn_reflns_theta_min         2.85
_exptl_absorpt_coefficient_mu    6.648
_exptl_absorpt_correction_type   'SADABS software package, Bruker AXS'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       needles
_exptl_crystal_F_000             1108
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.977
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       0.00003(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         4530
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.970
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0751
_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)+(0.1264P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1879
_refine_ls_wR_factor_ref         0.2005
_reflns_number_gt                3109
_reflns_number_total             4530
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b316305a.txt
_cod_data_source_block           p21c_c
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7013908
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 0.69847(5) 1.02820(8) 0.03314(4) 0.0297(3) Uani 1 1 d . . .
Cl1 Cl 0.81349(8) 1.16334(12) 0.12569(7) 0.0347(3) Uani 1 1 d . . .
Cl2 Cl 0.58181(8) 0.93061(16) -0.06749(8) 0.0468(4) Uani 1 1 d . . .
O1 O 0.7926(2) 0.4668(4) 0.0563(2) 0.0425(9) Uani 1 1 d . . .
H1 H 0.8063 0.3885 0.0801 0.064 Uiso 1 1 calc R . .
O2 O 0.9556(2) 0.6413(4) -0.2362(2) 0.0512(10) Uani 1 1 d . . .
O3 O 1.0286(3) 0.4466(5) -0.2018(3) 0.0624(13) Uani 1 1 d . . .
O4 O 0.6010(2) 1.1793(4) 0.0624(2) 0.0439(9) Uani 1 1 d . . .
H4 H 0.539(5) 1.140(9) 0.051(4) 0.09(3) Uiso 1 1 d . . .
N1 N 0.8011(2) 0.8455(4) 0.0220(2) 0.0272(8) Uani 1 1 d . . .
N2 N 0.6861(3) 0.8643(4) 0.1268(3) 0.0376(10) Uani 1 1 d . . .
N3 N 0.7651(2) 1.1001(4) -0.0673(2) 0.0314(9) Uani 1 1 d . . .
N4 N 0.9743(3) 0.5374(5) -0.1923(3) 0.0392(10) Uani 1 1 d . . .
C1 C 0.8289(3) 0.7941(5) 0.1026(3) 0.0309(10) Uani 1 1 d . . .
H1A H 0.8688 0.8659 0.1314 0.037 Uiso 1 1 calc R . .
H1B H 0.8603 0.7010 0.1014 0.037 Uiso 1 1 calc R . .
C2 C 0.7523(3) 0.7726(5) 0.1447(3) 0.0332(11) Uani 1 1 d . . .
C3 C 0.6187(4) 0.8545(6) 0.1669(4) 0.0511(15) Uani 1 1 d . . .
H3A H 0.5706 0.9172 0.1533 0.061 Uiso 1 1 calc R . .
C4 C 0.6184(4) 0.7546(6) 0.2273(3) 0.0528(15) Uani 1 1 d . . .
H4A H 0.5714 0.7511 0.2559 0.063 Uiso 1 1 calc R . .
C5 C 0.6859(4) 0.6624(6) 0.2449(3) 0.0484(14) Uani 1 1 d . . .
H5A H 0.6863 0.5931 0.2857 0.058 Uiso 1 1 calc R . .
C6 C 0.7544(4) 0.6694(6) 0.2033(3) 0.0426(13) Uani 1 1 d . . .
H6A H 0.8018 0.6046 0.2148 0.051 Uiso 1 1 calc R . .
C7 C 0.8715(3) 0.9243(5) -0.0082(3) 0.0303(10) Uani 1 1 d . . .
H8A H 0.9113 0.8531 -0.0262 0.036 Uiso 1 1 calc R . .
H8B H 0.9044 0.9820 0.0347 0.036 Uiso 1 1 calc R . .
C8 C 0.8372(3) 1.0241(5) -0.0751(3) 0.0303(10) Uani 1 1 d . . .
C9 C 0.7357(3) 1.1993(5) -0.1226(3) 0.0351(11) Uani 1 1 d . . .
C10 C 0.7773(3) 1.2250(6) -0.1867(3) 0.0389(12) Uani 1 1 d . . .
H10A H 0.7563 1.2968 -0.2244 0.047 Uiso 1 1 calc R . .
C11 C 0.8493(3) 1.1448(6) -0.1946(3) 0.0379(12) Uani 1 1 d . . .
H11A H 0.8776 1.1596 -0.2387 0.046 Uiso 1 1 calc R . .
C12 C 0.8806(3) 1.0427(5) -0.1387(3) 0.0344(11) Uani 1 1 d . . .
H12A H 0.9303 0.9868 -0.1435 0.041 Uiso 1 1 calc R . .
C13 C 0.6579(4) 1.2878(7) -0.1128(4) 0.0542(16) Uani 1 1 d . . .
H13A H 0.6366 1.2574 -0.0650 0.081 Uiso 1 1 calc R . .
H13B H 0.6128 1.2727 -0.1582 0.081 Uiso 1 1 calc R . .
H14C H 0.6735 1.3910 -0.1089 0.081 Uiso 1 1 calc R . .
C14 C 0.7636(3) 0.7268(5) -0.0317(3) 0.0309(10) Uani 1 1 d . . .
H14A H 0.7378 0.7709 -0.0823 0.037 Uiso 1 1 calc R . .
H14B H 0.7164 0.6805 -0.0089 0.037 Uiso 1 1 calc R . .
C15 C 0.8262(3) 0.6094(5) -0.0479(3) 0.0307(10) Uani 1 1 d . . .
C16 C 0.8407(3) 0.4839(5) -0.0020(3) 0.0334(11) Uani 1 1 d . . .
C17 C 0.9009(3) 0.3807(5) -0.0168(3) 0.0345(11) Uani 1 1 d . . .
H17A H 0.9113 0.2979 0.0162 0.041 Uiso 1 1 calc R . .
C18 C 0.9453(3) 0.3973(5) -0.0785(3) 0.0336(11) Uani 1 1 d . . .
H18A H 0.9864 0.3271 -0.0887 0.040 Uiso 1 1 calc R . .
C19 C 0.9286(3) 0.5193(5) -0.1255(3) 0.0309(11) Uani 1 1 d . . .
C20 C 0.8702(3) 0.6246(5) -0.1116(3) 0.0314(10) Uani 1 1 d . . .
H20A H 0.8602 0.7067 -0.1452 0.038 Uiso 1 1 calc R . .
C21 C 0.5994(4) 1.2827(8) 0.1253(4) 0.072(2) Uani 1 1 d . . .
H21A H 0.6593 1.3111 0.1468 0.087 Uiso 1 1 calc R . .
H21B H 0.5740 1.2358 0.1679 0.087 Uiso 1 1 calc R . .
C22 C 0.5499(6) 1.4129(10) 0.0994(8) 0.141(5) Uani 1 1 d . . .
H22A H 0.5495 1.4785 0.1440 0.211 Uiso 1 1 calc R . .
H22B H 0.4907 1.3854 0.0779 0.211 Uiso 1 1 calc R . .
H22C H 0.5764 1.4622 0.0588 0.211 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
O4 Mn1 N2 96.75(15) . . ?
O4 Mn1 N3 114.66(15) . . ?
N2 Mn1 N3 148.56(15) . . ?
O4 Mn1 N1 170.19(14) . . ?
N2 Mn1 N1 73.61(14) . . ?
N3 Mn1 N1 74.95(14) . . ?
O4 Mn1 Cl2 85.69(11) . . ?
N2 Mn1 Cl2 97.10(12) . . ?
N3 Mn1 Cl2 87.07(11) . . ?
N1 Mn1 Cl2 97.13(10) . . ?
O4 Mn1 Cl1 89.91(11) . . ?
N2 Mn1 Cl1 90.50(12) . . ?
N3 Mn1 Cl1 88.29(10) . . ?
N1 Mn1 Cl1 88.40(9) . . ?
Cl2 Mn1 Cl1 171.61(5) . . ?
C21 O4 Mn1 133.4(3) . . ?
C1 N1 C7 111.3(3) . . ?
C1 N1 C14 112.5(3) . . ?
C7 N1 C14 112.5(3) . . ?
C1 N1 Mn1 104.9(3) . . ?
C7 N1 Mn1 103.7(3) . . ?
C14 N1 Mn1 111.3(3) . . ?
C2 N2 C3 118.9(4) . . ?
C2 N2 Mn1 116.0(3) . . ?
C3 N2 Mn1 125.2(4) . . ?
C9 N3 C8 118.5(4) . . ?
C9 N3 Mn1 126.3(3) . . ?
C8 N3 Mn1 114.8(3) . . ?
O3 N4 O2 123.7(4) . . ?
O3 N4 C19 117.9(4) . . ?
O2 N4 C19 118.5(4) . . ?
N1 C1 C2 110.9(4) . . ?
N2 C2 C6 121.9(5) . . ?
N2 C2 C1 117.1(4) . . ?
C6 C2 C1 120.8(5) . . ?
N2 C3 C4 121.4(6) . . ?
C5 C4 C3 119.1(5) . . ?
C4 C5 C6 120.0(5) . . ?
C2 C6 C5 118.7(5) . . ?
N1 C7 C8 111.8(4) . . ?
N3 C8 C12 122.4(5) . . ?
N3 C8 C7 116.2(4) . . ?
C12 C8 C7 121.3(4) . . ?
N3 C9 C10 121.8(5) . . ?
N3 C9 C13 118.8(4) . . ?
C10 C9 C13 119.4(5) . . ?
C11 C10 C9 119.0(5) . . ?
C10 C11 C12 120.2(5) . . ?
C11 C12 C8 118.1(5) . . ?
N1 C14 C15 115.5(4) . . ?
C20 C15 C16 118.2(4) . . ?
C20 C15 C14 119.4(4) . . ?
C16 C15 C14 122.4(4) . . ?
O1 C16 C17 122.0(5) . . ?
O1 C16 C15 117.1(4) . . ?
C17 C16 C15 120.9(5) . . ?
C18 C17 C16 120.6(5) . . ?
C17 C18 C19 118.3(4) . . ?
C20 C19 C18 122.4(4) . . ?
C20 C19 N4 118.6(4) . . ?
C18 C19 N4 119.0(4) . . ?
C19 C20 C15 119.5(5) . . ?
O4 C21 C22 112.3(7) . . ?
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 O4 2.186(4) . ?
Mn1 N2 2.242(4) . ?
Mn1 N3 2.262(4) . ?
Mn1 N1 2.358(4) . ?
Mn1 Cl2 2.4873(15) . ?
Mn1 Cl1 2.5416(14) . ?
O1 C16 1.360(6) . ?
O2 N4 1.225(5) . ?
O3 N4 1.224(6) . ?
O4 C21 1.447(7) . ?
N1 C1 1.470(6) . ?
N1 C7 1.483(5) . ?
N1 C14 1.492(6) . ?
N2 C2 1.337(6) . ?
N2 C3 1.357(6) . ?
N3 C9 1.349(6) . ?
N3 C8 1.355(6) . ?
N4 C19 1.462(6) . ?
C1 C2 1.514(6) . ?
C2 C6 1.385(7) . ?
C3 C4 1.391(8) . ?
C4 C5 1.355(8) . ?
C5 C6 1.386(7) . ?
C7 C8 1.507(7) . ?
C8 C12 1.392(7) . ?
C9 C10 1.392(7) . ?
C9 C13 1.500(7) . ?
C10 C11 1.375(7) . ?
C11 C12 1.382(7) . ?
C14 C15 1.517(6) . ?
C15 C20 1.396(6) . ?
C15 C16 1.399(7) . ?
C16 C17 1.391(7) . ?
C17 C18 1.371(7) . ?
C18 C19 1.386(7) . ?
C19 C20 1.380(6) . ?
C21 C22 1.460(11) . ?
