#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/75/2217560.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_2217560
loop_
_publ_author_name
'Thampidas, V. S.'
'Radhakrishnan, T.'
'Pike, Robert D.'
_publ_section_title
Bis{μ-2,2'-[1,1'-(ethane-1,2-diyldinitrilo)diethylidyne]diphenolato-κ⁵O,N,N',O':O}bis[chloridomanganese(III)]
_journal_coeditor_code           HY2115
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m307
_journal_page_last               m307
_journal_paper_doi               10.1107/S1600536808000226
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Mn2 (C18 H18 N2 O2)2 Cl2]'
_chemical_formula_moiety         'C36 H36 Cl2 Mn2 N4 O4'
_chemical_formula_sum            'C36 H36 Cl2 Mn2 N4 O4'
_chemical_formula_weight         769.47
_chemical_name_systematic
;
Bis{μ-2,2'-[1,1'-(ethane-1,2-diyldinitrilo)diethylidyne]diphenolato-
κ⁵O,N,N',O':O}bis[chloridomanganese(III)]
;
_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                97.207(2)
_cell_angle_beta                 94.701(2)
_cell_angle_gamma                108.081(2)
_cell_formula_units_Z            1
_cell_length_a                   7.8261(3)
_cell_length_b                   9.8046(3)
_cell_length_c                   11.2372(4)
_cell_measurement_reflns_used    2781
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.6
_cell_measurement_theta_min      9.8
_cell_volume                     806.49(5)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
'SHELXL97 (Sheldrick, 2008) and PRPKAPPA (Ferguson, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12822
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         67.00
_diffrn_reflns_theta_min         4.00
_exptl_absorpt_coefficient_mu    8.289
_exptl_absorpt_correction_T_max  0.3899
_exptl_absorpt_correction_T_min  0.2049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SAINT-Plus; Bruker, 2004)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.442
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2781
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0317
_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)+(0.0396P)²+1.0982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0879
_reflns_number_gt                2733
_reflns_number_total             2781
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2115.cif
_cod_data_source_block           I
_cod_database_code               2217560
_cod_database_fobs_code          2217560
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
Mn Mn1 0.03321(5) 0.93493(4) 0.13283(3) 0.00849(13) Uani d . 1
Cl Cl1 0.23277(7) 0.82169(6) 0.23406(5) 0.01447(15) Uani d . 1
O O1 0.1568(2) 0.96398(17) -0.00716(14) 0.0108(3) Uani d . 1
O O2 0.1517(2) 1.12309(17) 0.21677(14) 0.0118(3) Uani d . 1
N N1 -0.1287(3) 0.7452(2) 0.04014(18) 0.0107(4) Uani d . 1
N N2 -0.1560(3) 0.9047(2) 0.24675(17) 0.0109(4) Uani d . 1
C C18 0.1226(3) 1.1893(3) 0.3192(2) 0.0114(5) Uani d . 1
C C12 -0.1614(3) 0.9876(3) 0.3457(2) 0.0107(5) Uani d . 1
C C5 0.1437(3) 0.6051(3) -0.1622(2) 0.0137(5) Uani d . 1
H H5 0.0687 0.5063 -0.1770 0.016 Uiso calc R 1
C C7 -0.0921(3) 0.6659(2) -0.0498(2) 0.0112(5) Uani d . 1
C C8 -0.2364(3) 0.5291(3) -0.1141(2) 0.0142(5) Uani d . 1
H H8A -0.2528 0.4528 -0.0634 0.021 Uiso calc R 1
H H8B -0.1993 0.4970 -0.1910 0.021 Uiso calc R 1
H H8C -0.3509 0.5488 -0.1297 0.021 Uiso calc R 1
C C2 0.3629(3) 0.8946(3) -0.1229(2) 0.0119(5) Uani d . 1
H H2 0.4379 0.9934 -0.1109 0.014 Uiso calc R 1
C C1 0.2018(3) 0.8569(2) -0.0705(2) 0.0102(4) Uani d . 1
C C11 -0.3108(3) 0.9334(3) 0.4225(2) 0.0160(5) Uani d . 1
H H11A -0.4250 0.9375 0.3830 0.024 Uiso calc R 1
H H11B -0.2802 0.9946 0.5022 0.024 Uiso calc R 1
H H11C -0.3238 0.8328 0.4321 0.024 Uiso calc R 1
C C9 -0.3112(3) 0.7098(3) 0.0770(2) 0.0135(5) Uani d . 1
H H9A -0.3738 0.6036 0.0577 0.016 Uiso calc R 1
H H9B -0.3829 0.7588 0.0323 0.016 Uiso calc R 1
C C13 -0.0262(3) 1.1327(3) 0.3837(2) 0.0123(5) Uani d . 1
C C14 -0.0442(3) 1.2227(3) 0.4882(2) 0.0158(5) Uani d . 1
H H14 -0.1439 1.1874 0.5315 0.019 Uiso calc R 1
C C6 0.0872(3) 0.7094(3) -0.0912(2) 0.0106(4) Uani d . 1
C C17 0.2500(3) 1.3270(3) 0.3664(2) 0.0141(5) Uani d . 1
H H17 0.3542 1.3622 0.3270 0.017 Uiso calc R 1
C C10 -0.2963(3) 0.7598(3) 0.2119(2) 0.0139(5) Uani d . 1
H H10A -0.4146 0.7652 0.2331 0.017 Uiso calc R 1
H H10B -0.2637 0.6889 0.2569 0.017 Uiso calc R 1
C C3 0.4149(3) 0.7907(3) -0.1920(2) 0.0138(5) Uani d . 1
H H3 0.5247 0.8183 -0.2269 0.017 Uiso calc R 1
C C16 0.2281(3) 1.4120(3) 0.4680(2) 0.0165(5) Uani d . 1
H H16 0.3142 1.5054 0.4963 0.020 Uiso calc R 1
C C4 0.3054(3) 0.6445(3) -0.2101(2) 0.0146(5) Uani d . 1
H H4 0.3426 0.5726 -0.2555 0.018 Uiso calc R 1
C C15 0.0780(4) 1.3594(3) 0.5286(2) 0.0184(5) Uani d . 1
H H15 0.0604 1.4177 0.5976 0.022 Uiso calc R 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Mn1 O1 . 95.14(7) y
O2 Mn1 N1 . 170.58(8) y
O1 Mn1 N1 . 87.86(7) y
O2 Mn1 N2 . 90.36(7) y
O1 Mn1 N2 . 163.69(8) y
N1 Mn1 N2 . 84.44(8) y
O2 Mn1 Cl1 . 95.48(5) y
O1 Mn1 Cl1 . 96.66(5) y
N1 Mn1 Cl1 . 93.03(6) y
N2 Mn1 Cl1 . 98.09(6) y
O2 Mn1 O1 2_575 88.58(6) y
O1 Mn1 O1 2_575 77.02(7) y
N1 Mn1 O1 2_575 83.39(7) y
N2 Mn1 O1 2_575 87.80(7) y
Cl1 Mn1 O1 2_575 172.81(4) y
C1 O1 Mn1 . 121.87(14) ?
C1 O1 Mn1 2_575 112.89(13) ?
Mn1 O1 Mn1 2_575 102.98(7) y
C18 O2 Mn1 . 130.34(15) ?
C7 N1 C9 . 121.6(2) ?
C7 N1 Mn1 . 127.36(16) ?
C9 N1 Mn1 . 110.67(14) ?
C12 N2 C10 . 119.38(19) ?
C12 N2 Mn1 . 129.33(16) ?
C10 N2 Mn1 . 111.08(14) ?
O2 C18 C17 . 116.5(2) ?
O2 C18 C13 . 125.0(2) ?
C17 C18 C13 . 118.5(2) ?
N2 C12 C13 . 121.5(2) ?
N2 C12 C11 . 119.1(2) ?
C13 C12 C11 . 119.4(2) ?
C4 C5 C6 . 121.3(2) ?
C4 C5 H5 . 119.4 ?
C6 C5 H5 . 119.4 ?
N1 C7 C6 . 120.7(2) ?
N1 C7 C8 . 119.9(2) ?
C6 C7 C8 . 119.4(2) ?
C7 C8 H8A . 109.5 ?
C7 C8 H8B . 109.5 ?
H8A C8 H8B . 109.5 ?
C7 C8 H8C . 109.5 ?
H8A C8 H8C . 109.5 ?
H8B C8 H8C . 109.5 ?
C3 C2 C1 . 121.3(2) ?
C3 C2 H2 . 119.4 ?
C1 C2 H2 . 119.4 ?
O1 C1 C2 . 118.2(2) ?
O1 C1 C6 . 122.4(2) ?
C2 C1 C6 . 119.3(2) ?
C12 C11 H11A . 109.5 ?
C12 C11 H11B . 109.5 ?
H11A C11 H11B . 109.5 ?
C12 C11 H11C . 109.5 ?
H11A C11 H11C . 109.5 ?
H11B C11 H11C . 109.5 ?
N1 C9 C10 . 109.25(19) ?
N1 C9 H9A . 109.8 ?
C10 C9 H9A . 109.8 ?
N1 C9 H9B . 109.8 ?
C10 C9 H9B . 109.8 ?
H9A C9 H9B . 108.3 ?
C14 C13 C18 . 117.7(2) ?
C14 C13 C12 . 119.4(2) ?
C18 C13 C12 . 122.9(2) ?
C15 C14 C13 . 122.2(2) ?
C15 C14 H14 . 118.9 ?
C13 C14 H14 . 118.9 ?
C5 C6 C1 . 118.3(2) ?
C5 C6 C7 . 119.8(2) ?
C1 C6 C7 . 121.7(2) ?
C16 C17 C18 . 122.1(2) ?
C16 C17 H17 . 118.9 ?
C18 C17 H17 . 118.9 ?
N2 C10 C9 . 109.88(18) ?
N2 C10 H10A . 109.7 ?
C9 C10 H10A . 109.7 ?
N2 C10 H10B . 109.7 ?
C9 C10 H10B . 109.7 ?
H10A C10 H10B . 108.2 ?
C2 C3 C4 . 119.9(2) ?
C2 C3 H3 . 120.1 ?
C4 C3 H3 . 120.1 ?
C17 C16 C15 . 119.4(2) ?
C17 C16 H16 . 120.3 ?
C15 C16 H16 . 120.3 ?
C5 C4 C3 . 119.9(2) ?
C5 C4 H4 . 120.0 ?
C3 C4 H4 . 120.0 ?
C14 C15 C16 . 119.8(2) ?
C14 C15 H15 . 120.1 ?
C16 C15 H15 . 120.1 ?
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 O2 . 1.8738(16) y
Mn1 O1 . 1.9191(16) y
Mn1 N1 . 1.9964(19) y
Mn1 N2 . 2.0129(19) y
Mn1 Cl1 . 2.4633(6) y
Mn1 O1 2_575 2.4720(16) y
O1 C1 . 1.348(3) ?
O1 Mn1 2_575 2.4720(16) ?
O2 C18 . 1.321(3) ?
N1 C7 . 1.302(3) ?
N1 C9 . 1.469(3) ?
N2 C12 . 1.305(3) ?
N2 C10 . 1.483(3) ?
C18 C17 . 1.413(3) ?
C18 C13 . 1.424(3) ?
C12 C13 . 1.471(3) ?
C12 C11 . 1.513(3) ?
C5 C4 . 1.379(4) ?
C5 C6 . 1.418(3) ?
C5 H5 . 0.9500 ?
C7 C6 . 1.467(3) ?
C7 C8 . 1.510(3) ?
C8 H8A . 0.9800 ?
C8 H8B . 0.9800 ?
C8 H8C . 0.9800 ?
C2 C3 . 1.385(3) ?
C2 C1 . 1.400(3) ?
C2 H2 . 0.9500 ?
C1 C6 . 1.423(3) ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C9 C10 . 1.517(3) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C13 C14 . 1.422(3) ?
C14 C15 . 1.378(4) ?
C14 H14 . 0.9500 ?
C17 C16 . 1.382(3) ?
C17 H17 . 0.9500 ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C3 C4 . 1.402(3) ?
C3 H3 . 0.9500 ?
C16 C15 . 1.398(4) ?
C16 H16 . 0.9500 ?
C4 H4 . 0.9500 ?
C15 H15 . 0.9500 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
O2 Mn1 O1 C1 . . 144.83(16)
N1 Mn1 O1 C1 . . -44.12(17)
N2 Mn1 O1 C1 . . -105.9(3)
Cl1 Mn1 O1 C1 . . 48.69(16)
O1 Mn1 O1 C1 2_575 . -127.83(18)
O2 Mn1 O1 Mn1 . 2_575 -87.35(7)
N1 Mn1 O1 Mn1 . 2_575 83.71(7)
N2 Mn1 O1 Mn1 . 2_575 21.9(3)
Cl1 Mn1 O1 Mn1 . 2_575 176.51(4)
O1 Mn1 O1 Mn1 2_575 2_575 0.0
O1 Mn1 O2 C18 . . 172.36(19)
N2 Mn1 O2 C18 . . 7.7(2)
Cl1 Mn1 O2 C18 . . -90.43(19)
O1 Mn1 O2 C18 2_575 . 95.52(19)
O1 Mn1 N1 C7 . . 25.1(2)
N2 Mn1 N1 C7 . . -169.3(2)
Cl1 Mn1 N1 C7 . . -71.4(2)
O1 Mn1 N1 C7 2_575 . 102.3(2)
O1 Mn1 N1 C9 . . -148.16(15)
N2 Mn1 N1 C9 . . 17.44(15)
Cl1 Mn1 N1 C9 . . 115.28(14)
O1 Mn1 N1 C9 2_575 . -70.98(15)
O2 Mn1 N2 C12 . . -7.3(2)
O1 Mn1 N2 C12 . . -117.2(3)
N1 Mn1 N2 C12 . . -179.4(2)
Cl1 Mn1 N2 C12 . . 88.3(2)
O1 Mn1 N2 C12 2_575 . -95.9(2)
O2 Mn1 N2 C10 . . 178.04(15)
O1 Mn1 N2 C10 . . 68.1(3)
N1 Mn1 N2 C10 . . 5.90(15)
Cl1 Mn1 N2 C10 . . -86.38(15)
O1 Mn1 N2 C10 2_575 . 89.48(15)
Mn1 O2 C18 C17 . . 172.84(15)
Mn1 O2 C18 C13 . . -7.4(3)
C10 N2 C12 C13 . . -179.6(2)
Mn1 N2 C12 C13 . . 6.2(3)
C10 N2 C12 C11 . . 0.2(3)
Mn1 N2 C12 C11 . . -174.11(16)
C9 N1 C7 C6 . . 175.2(2)
Mn1 N1 C7 C6 . . 2.5(3)
C9 N1 C7 C8 . . -3.6(3)
Mn1 N1 C7 C8 . . -176.24(16)
Mn1 O1 C1 C2 . . -145.77(17)
Mn1 O1 C1 C2 2_575 . 90.9(2)
Mn1 O1 C1 C6 . . 37.8(3)
Mn1 O1 C1 C6 2_575 . -85.5(2)
C3 C2 C1 O1 . . -178.2(2)
C3 C2 C1 C6 . . -1.7(3)
C7 N1 C9 C10 . . 149.6(2)
Mn1 N1 C9 C10 . . -36.7(2)
O2 C18 C13 C14 . . -175.6(2)
C17 C18 C13 C14 . . 4.1(3)
O2 C18 C13 C12 . . 3.3(4)
C17 C18 C13 C12 . . -177.0(2)
N2 C12 C13 C14 . . 176.1(2)
C11 C12 C13 C14 . . -3.6(3)
N2 C12 C13 C18 . . -2.9(3)
C11 C12 C13 C18 . . 177.4(2)
C18 C13 C14 C15 . . -1.2(4)
C12 C13 C14 C15 . . 179.8(2)
C4 C5 C6 C1 . . 0.1(3)
C4 C5 C6 C7 . . 175.1(2)
O1 C1 C6 C5 . . 178.0(2)
C2 C1 C6 C5 . . 1.6(3)
O1 C1 C6 C7 . . 3.1(3)
C2 C1 C6 C7 . . -173.3(2)
N1 C7 C6 C5 . . 161.2(2)
C8 C7 C6 C5 . . -20.0(3)
N1 C7 C6 C1 . . -24.0(3)
C8 C7 C6 C1 . . 154.8(2)
O2 C18 C17 C16 . . 175.2(2)
C13 C18 C17 C16 . . -4.5(4)
C12 N2 C10 C9 . . 157.5(2)
Mn1 N2 C10 C9 . . -27.3(2)
N1 C9 C10 N2 . . 41.7(3)
C1 C2 C3 C4 . . -0.1(4)
C18 C17 C16 C15 . . 1.8(4)
C6 C5 C4 C3 . . -1.9(4)
C2 C3 C4 C5 . . 1.9(4)
C13 C14 C15 C16 . . -1.5(4)
C17 C16 C15 C14 . . 1.2(4)
