#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/75/2227597.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_2227597
loop_
_publ_author_name
'Zhu, Bao-Yong'
_publ_section_title
;
 Poly[(μ₄-biphenyl-3,3'-dicarboxylato)bis[μ₂-1,1'-(butane-1,4-diyl)diimidazole](μ₂-oxalato)dimanganese(II)]
;
_journal_coeditor_code           HG2706
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1214
_journal_paper_doi               10.1107/S1600536810035269
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Mn2 (C14 H8 O4) (C2 O4) (C10 H14 N4)2]'
_chemical_formula_moiety         'C36 H36 Mn2 N8 O8'
_chemical_formula_sum            'C36 H36 Mn2 N8 O8'
_chemical_formula_weight         818.60
_chemical_name_systematic
;
Poly[(μ₄-biphenyl-3,3'-dicarboxylato)bis[μ₂-1,1'-(butane-1,4-
diyl)diimidazole](μ₂-oxalato)dimanganese(II)]
;
_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
_cell_angle_alpha                104.397(2)
_cell_angle_beta                 99.707(2)
_cell_angle_gamma                114.265(5)
_cell_formula_units_Z            1
_cell_length_a                   9.532(8)
_cell_length_b                   9.881(8)
_cell_length_c                   11.051(9)
_cell_measurement_reflns_used    1712
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.11
_cell_measurement_theta_min      2.46
_cell_volume                     874.8(12)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL(Sheldrick, 2008)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       11
_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            4577
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    0.788
_exptl_absorpt_correction_T_max  0.9232
_exptl_absorpt_correction_T_min  0.9018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             422
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.712
_refine_diff_density_min         -0.355
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0388
_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)+(0.0337P)²+0.7805P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0908
_reflns_number_gt                2495
_reflns_number_total             3063
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            hg2706.cif
_cod_data_source_block           I
_cod_database_code               2227597
_cod_database_fobs_code          2227597
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.7299(4) 0.9282(4) 0.7716(3) 0.0427(8) Uani d . 1 . .
H H1 0.6181 0.8815 0.7375 0.051 Uiso calc R 1 . .
C C2 0.9736(4) 1.0911(5) 0.8827(4) 0.0633(11) Uani d . 1 . .
H H2 1.0655 1.1814 0.9418 0.076 Uiso calc R 1 . .
C C3 0.9734(5) 0.9615(5) 0.8048(4) 0.0713(12) Uani d . 1 . .
H H3 1.0628 0.9464 0.8006 0.086 Uiso calc R 1 . .
C C4 0.7560(5) 0.6974(4) 0.6402(3) 0.0564(10) Uani d . 1 . .
H H4A 0.6452 0.6333 0.6363 0.068 Uiso calc R 1 . .
H H4B 0.8193 0.6507 0.6722 0.068 Uiso calc R 1 . .
C C5 0.7612(6) 0.6915(5) 0.5041(4) 0.0768(13) Uani d . 1 . .
H H5A 0.8727 0.7552 0.5093 0.092 Uiso calc R 1 . .
H H5B 0.7285 0.5827 0.4517 0.092 Uiso calc R 1 . .
C C6 0.6637(6) 0.7444(5) 0.4343(4) 0.0816(14) Uani d . 1 . .
H H6A 0.6957 0.8530 0.4863 0.098 Uiso calc R 1 . .
H H6B 0.5517 0.6801 0.4278 0.098 Uiso calc R 1 . .
C C7 0.6733(6) 0.7376(4) 0.2962(4) 0.0642(11) Uani d . 1 . .
H H7A 0.6072 0.7796 0.2600 0.077 Uiso calc R 1 . .
H H7B 0.7841 0.8044 0.3016 0.077 Uiso calc R 1 . .
C C8 0.4624(4) 0.4587(4) 0.1455(3) 0.0505(9) Uani d . 1 . .
H H8 0.3691 0.4661 0.1502 0.061 Uiso calc R 1 . .
C C9 0.4710(4) 0.3296(4) 0.0757(3) 0.0444(8) Uani d . 1 . .
H H9 0.3825 0.2319 0.0237 0.053 Uiso calc R 1 . .
C C10 0.7130(4) 0.5128(4) 0.1726(3) 0.0423(8) Uani d . 1 . .
H H10 0.8254 0.5686 0.2016 0.051 Uiso calc R 1 . .
C C11 1.0488(3) 0.4969(3) 0.0624(2) 0.0253(6) Uani d . 1 . .
C C12 0.3716(3) -0.0489(3) -0.1928(2) 0.0240(6) Uani d . 1 . .
C C13 0.2848(3) -0.1643(3) -0.3312(2) 0.0262(6) Uani d . 1 . .
C C14 0.1514(3) -0.3102(3) -0.3588(2) 0.0257(6) Uani d . 1 . .
H H14 0.1146 -0.3347 -0.2904 0.031 Uiso calc R 1 . .
C C15 0.0709(3) -0.4210(3) -0.4862(3) 0.0261(6) Uani d . 1 . .
C C16 0.1284(3) -0.3790(3) -0.5861(3) 0.0344(7) Uani d . 1 . .
H H16 0.0772 -0.4505 -0.6720 0.041 Uiso calc R 1 . .
C C17 0.2597(4) -0.2338(3) -0.5611(3) 0.0408(8) Uani d . 1 . .
H H17 0.2949 -0.2082 -0.6298 0.049 Uiso calc R 1 . .
C C18 0.3386(4) -0.1266(3) -0.4339(3) 0.0352(7) Uani d . 1 . .
H H18 0.4276 -0.0293 -0.4169 0.042 Uiso calc R 1 . .
Mn Mn1 0.72380(5) 0.21542(5) -0.02078(4) 0.02532(14) Uani d . 1 . .
N N1 0.8196(3) 1.0703(3) 0.8619(2) 0.0365(6) Uani d . 1 . .
N N2 0.8173(3) 0.8581(3) 0.7341(2) 0.0443(7) Uani d . 1 . .
N N3 0.6182(4) 0.5751(3) 0.2074(2) 0.0451(7) Uani d . 1 . .
N N4 0.6292(3) 0.3645(3) 0.0931(2) 0.0365(6) Uani d . 1 . .
O O1 1.1919(2) 0.6036(2) 0.11609(18) 0.0324(5) Uani d . 1 . .
O O2 0.9760(2) 0.3849(2) 0.09977(17) 0.0318(5) Uani d . 1 . .
O O3 0.5021(2) 0.0710(2) -0.17499(18) 0.0326(5) Uani d . 1 . .
O O4 0.3098(2) -0.0764(2) -0.10413(17) 0.0310(4) Uani d . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 N2 . . 112.6(3) ?
N1 C1 H1 . . 123.7 ?
N2 C1 H1 . . 123.7 ?
C3 C2 N1 . . 110.2(3) ?
C3 C2 H2 . . 124.9 ?
N1 C2 H2 . . 124.9 ?
C2 C3 N2 . . 106.4(3) ?
C2 C3 H3 . . 126.8 ?
N2 C3 H3 . . 126.8 ?
N2 C4 C5 . . 114.0(3) ?
N2 C4 H4A . . 108.8 ?
C5 C4 H4A . . 108.8 ?
N2 C4 H4B . . 108.8 ?
C5 C4 H4B . . 108.8 ?
H4A C4 H4B . . 107.7 ?
C6 C5 C4 . . 117.6(4) ?
C6 C5 H5A . . 107.9 ?
C4 C5 H5A . . 107.9 ?
C6 C5 H5B . . 107.9 ?
C4 C5 H5B . . 107.9 ?
H5A C5 H5B . . 107.2 ?
C5 C6 C7 . . 116.0(4) ?
C5 C6 H6A . . 108.3 ?
C7 C6 H6A . . 108.3 ?
C5 C6 H6B . . 108.3 ?
C7 C6 H6B . . 108.3 ?
H6A C6 H6B . . 107.4 ?
N3 C7 C6 . . 112.3(3) ?
N3 C7 H7A . . 109.1 ?
C6 C7 H7A . . 109.1 ?
N3 C7 H7B . . 109.1 ?
C6 C7 H7B . . 109.1 ?
H7A C7 H7B . . 107.9 ?
C9 C8 N3 . . 106.0(3) ?
C9 C8 H8 . . 127.0 ?
N3 C8 H8 . . 127.0 ?
C8 C9 N4 . . 110.0(3) ?
C8 C9 H9 . . 125.0 ?
N4 C9 H9 . . 125.0 ?
N4 C10 N3 . . 112.3(3) ?
N4 C10 H10 . . 123.9 ?
N3 C10 H10 . . 123.9 ?
O1 C11 O2 . . 126.0(2) ?
O1 C11 C11 . 2_765 117.2(3) ?
O2 C11 C11 . 2_765 116.8(3) ?
O4 C12 O3 . . 124.7(2) ?
O4 C12 C13 . . 118.9(2) ?
O3 C12 C13 . . 116.5(2) ?
C18 C13 C14 . . 119.1(2) ?
C18 C13 C12 . . 120.0(2) ?
C14 C13 C12 . . 120.9(2) ?
C13 C14 C15 . . 122.0(2) ?
C13 C14 H14 . . 119.0 ?
C15 C14 H14 . . 119.0 ?
C16 C15 C14 . . 117.3(2) ?
C16 C15 C15 . 2_544 121.5(3) ?
C14 C15 C15 . 2_544 121.2(3) ?
C17 C16 C15 . . 121.7(2) ?
C17 C16 H16 . . 119.1 ?
C15 C16 H16 . . 119.1 ?
C18 C17 C16 . . 120.0(3) ?
C18 C17 H17 . . 120.0 ?
C16 C17 H17 . . 120.0 ?
C17 C18 C13 . . 119.9(3) ?
C17 C18 H18 . . 120.0 ?
C13 C18 H18 . . 120.0 ?
O3 Mn1 O4 . 2_655 99.95(8) ?
O3 Mn1 O2 . . 165.44(7) ?
O4 Mn1 O2 2_655 . 93.16(7) ?
O3 Mn1 O1 . 2_765 92.32(7) ?
O4 Mn1 O1 2_655 2_765 167.71(7) ?
O2 Mn1 O1 . 2_765 74.74(7) ?
O3 Mn1 N4 . . 93.96(9) ?
O4 Mn1 N4 2_655 . 91.30(9) ?
O2 Mn1 N4 . . 92.05(9) ?
O1 Mn1 N4 2_765 . 87.11(9) ?
O3 Mn1 N1 . 1_544 85.82(9) ?
O4 Mn1 N1 2_655 1_544 90.21(9) ?
O2 Mn1 N1 . 1_544 87.83(9) ?
O1 Mn1 N1 2_765 1_544 91.42(9) ?
N4 Mn1 N1 . 1_544 178.50(9) ?
C1 N1 C2 . . 104.3(3) ?
C1 N1 Mn1 . 1_566 125.1(2) ?
C2 N1 Mn1 . 1_566 129.6(2) ?
C1 N2 C3 . . 106.6(3) ?
C1 N2 C4 . . 127.0(3) ?
C3 N2 C4 . . 126.4(3) ?
C10 N3 C8 . . 106.7(3) ?
C10 N3 C7 . . 126.2(3) ?
C8 N3 C7 . . 127.0(3) ?
C10 N4 C9 . . 105.0(3) ?
C10 N4 Mn1 . . 127.0(2) ?
C9 N4 Mn1 . . 127.0(2) ?
C11 O1 Mn1 . 2_765 115.06(17) ?
C11 O2 Mn1 . . 116.18(16) ?
C12 O3 Mn1 . . 135.35(17) ?
C12 O4 Mn1 . 2_655 143.26(18) ?
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
C1 N1 . 1.314(4) ?
C1 N2 . 1.339(4) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.353(5) ?
C2 N1 . 1.366(4) ?
C2 H2 . 0.9300 ?
C3 N2 . 1.352(5) ?
C3 H3 . 0.9300 ?
C4 N2 . 1.467(4) ?
C4 C5 . 1.501(5) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.446(6) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.532(5) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 N3 . 1.472(4) ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C8 C9 . 1.360(5) ?
C8 N3 . 1.364(4) ?
C8 H8 . 0.9300 ?
C9 N4 . 1.368(4) ?
C9 H9 . 0.9300 ?
C10 N4 . 1.311(4) ?
C10 N3 . 1.341(4) ?
C10 H10 . 0.9300 ?
C11 O1 . 1.248(3) ?
C11 O2 . 1.252(3) ?
C11 C11 2_765 1.559(5) ?
C12 O4 . 1.256(3) ?
C12 O3 . 1.257(3) ?
C12 C13 . 1.502(3) ?
C13 C18 . 1.392(4) ?
C13 C14 . 1.390(4) ?
C14 C15 . 1.396(4) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.392(4) ?
C15 C15 2_544 1.500(5) ?
C16 C17 . 1.382(4) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.383(4) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
Mn1 O3 . 2.1222(19) ?
Mn1 O4 2_655 2.151(2) ?
Mn1 O2 . 2.205(2) ?
Mn1 O1 2_765 2.235(2) ?
Mn1 N4 . 2.263(2) ?
Mn1 N1 1_544 2.263(2) ?
N1 Mn1 1_566 2.263(2) ?
O1 Mn1 2_765 2.235(2) ?
O4 Mn1 2_655 2.151(2) ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C2 C3 N2 . . . . 0.1(5) ?
N2 C4 C5 C6 . . . . -63.2(5) ?
C4 C5 C6 C7 . . . . 179.6(4) ?
C5 C6 C7 N3 . . . . 61.2(6) ?
N3 C8 C9 N4 . . . . -0.2(4) ?
O4 C12 C13 C18 . . . . 171.3(3) ?
O3 C12 C13 C18 . . . . -7.9(4) ?
O4 C12 C13 C14 . . . . -9.4(4) ?
O3 C12 C13 C14 . . . . 171.5(2) ?
C18 C13 C14 C15 . . . . 0.9(4) ?
C12 C13 C14 C15 . . . . -178.5(2) ?
C13 C14 C15 C16 . . . . -0.8(4) ?
C13 C14 C15 C15 . . . 2_544 178.8(3) ?
C14 C15 C16 C17 . . . . 0.0(4) ?
C15 C15 C16 C17 2_544 . . . -179.6(3) ?
C15 C16 C17 C18 . . . . 0.7(5) ?
C16 C17 C18 C13 . . . . -0.6(5) ?
C14 C13 C18 C17 . . . . -0.2(4) ?
C12 C13 C18 C17 . . . . 179.2(3) ?
N2 C1 N1 C2 . . . . 0.0(4) ?
N2 C1 N1 Mn1 . . . 1_566 -169.0(2) ?
C3 C2 N1 C1 . . . . -0.1(5) ?
C3 C2 N1 Mn1 . . . 1_566 168.3(3) ?
N1 C1 N2 C3 . . . . 0.0(4) ?
N1 C1 N2 C4 . . . . 177.0(3) ?
C2 C3 N2 C1 . . . . -0.1(5) ?
C2 C3 N2 C4 . . . . -177.1(3) ?
C5 C4 N2 C1 . . . . 97.7(4) ?
C5 C4 N2 C3 . . . . -85.9(5) ?
N4 C10 N3 C8 . . . . -0.2(4) ?
N4 C10 N3 C7 . . . . 179.4(3) ?
C9 C8 N3 C10 . . . . 0.2(4) ?
C9 C8 N3 C7 . . . . -179.4(3) ?
C6 C7 N3 C10 . . . . -101.2(4) ?
C6 C7 N3 C8 . . . . 78.4(5) ?
N3 C10 N4 C9 . . . . 0.1(4) ?
N3 C10 N4 Mn1 . . . . 169.41(19) ?
C8 C9 N4 C10 . . . . 0.0(4) ?
C8 C9 N4 Mn1 . . . . -169.3(2) ?
O3 Mn1 N4 C10 . . . . -151.4(3) ?
O4 Mn1 N4 C10 2_655 . . . 108.5(3) ?
O2 Mn1 N4 C10 . . . . 15.3(3) ?
O1 Mn1 N4 C10 2_765 . . . -59.3(3) ?
O3 Mn1 N4 C9 . . . . 15.6(3) ?
O4 Mn1 N4 C9 2_655 . . . -84.5(2) ?
O2 Mn1 N4 C9 . . . . -177.7(2) ?
O1 Mn1 N4 C9 2_765 . . . 107.7(2) ?
O2 C11 O1 Mn1 . . . 2_765 -179.1(2) ?
C11 C11 O1 Mn1 2_765 . . 2_765 0.8(4) ?
O1 C11 O2 Mn1 . . . . -179.2(2) ?
C11 C11 O2 Mn1 2_765 . . . 0.9(4) ?
O3 Mn1 O2 C11 . . . . 26.9(4) ?
O4 Mn1 O2 C11 2_655 . . . -178.85(18) ?
O1 Mn1 O2 C11 2_765 . . . -1.00(17) ?
N4 Mn1 O2 C11 . . . . -87.44(19) ?
N1 Mn1 O2 C11 1_544 . . . 91.06(19) ?
O4 C12 O3 Mn1 . . . . 33.5(4) ?
C13 C12 O3 Mn1 . . . . -147.35(19) ?
O4 Mn1 O3 C12 2_655 . . . 9.5(3) ?
O2 Mn1 O3 C12 . . . . 163.4(3) ?
O1 Mn1 O3 C12 2_765 . . . -169.7(2) ?
N4 Mn1 O3 C12 . . . . -82.5(3) ?
N1 Mn1 O3 C12 1_544 . . . 99.0(3) ?
O3 C12 O4 Mn1 . . . 2_655 -102.2(3) ?
C13 C12 O4 Mn1 . . . 2_655 78.7(3) ?
