#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/58/4335871.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_4335871
loop_
_publ_author_name
'Lyndsey D. Earl'
'Brian O. Patrick'
'Michael O. Wolf'
_publ_section_title
;
 Synthesis, Structure, and Magnetic Properties of Bithiophene- and
 Terthiophene-Linked Manganese Metal-Organic Frameworks
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10021
_journal_page_last               10030
_journal_paper_doi               10.1021/ic401305c
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C14 H9 Mn O5.5 S3'
_chemical_formula_weight         416.33
_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                 97.618(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   35.442(8)
_cell_length_b                   7.6573(16)
_cell_length_c                   11.038(2)
_cell_measurement_reflns_used    3639
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      22.37
_cell_measurement_theta_min      2.33
_cell_volume                     2969.2(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX DUO'
_diffrn_measurement_method       'area detector'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0693
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3292
_diffrn_reflns_theta_full        27.15
_diffrn_reflns_theta_max         27.15
_diffrn_reflns_theta_min         1.16
_exptl_absorpt_coefficient_mu    1.337
_exptl_absorpt_correction_T_max  0.9736
_exptl_absorpt_correction_T_min  0.6815
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.601
_refine_diff_density_min         -1.325
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         3292
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0671
_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)+(0.0582P)²+43.6367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1561
_refine_ls_wR_factor_ref         0.1729
_reflns_number_gt                2600
_reflns_number_total             3292
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic401305c_si_002_4.cif
_cod_data_source_block           4
_cod_original_cell_volume        2969.3(11)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C14 H9 Mn O5.50 S3'
_cod_database_code               4335871
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
C1 C 0.9380(2) 0.6509(8) 0.2132(7) 0.0216(14) Uani 1 1 d .
C2 C 0.8986(2) 0.6017(9) 0.1676(6) 0.0234(15) Uani 1 1 d .
C3 C 0.8837(2) 0.5191(10) 0.0633(7) 0.0266(16) Uani 1 1 d .
H3 H 0.8991 0.4719 0.0072 0.02(2) Uiso 1 1 calc R
C4 C 0.8440(2) 0.5085(10) 0.0445(6) 0.0241(16) Uani 1 1 d .
H4 H 0.8297 0.4565 -0.0251 0.04(2) Uiso 1 1 calc R
C5 C 0.8278(2) 0.5843(9) 0.1415(6) 0.0217(15) Uani 1 1 d .
C6 C 0.7886(2) 0.6055(8) 0.1534(6) 0.0214(15) Uani 1 1 d .
C7 C 0.7729(2) 0.6845(9) 0.2490(6) 0.0245(15) Uani 1 1 d .
H7 H 0.7880 0.7344 0.3179 0.012(17) Uiso 1 1 calc R
C8 C 0.7331(2) 0.6842(9) 0.2349(6) 0.0244(15) Uani 1 1 d .
H8 H 0.7187 0.7346 0.2927 0.04(3) Uiso 1 1 calc R
C9 C 0.7167(2) 0.6038(9) 0.1294(7) 0.0231(15) Uani 1 1 d .
C10 C 0.6766(2) 0.5750(9) 0.0912(6) 0.0209(15) Uani 1 1 d .
C11 C 0.6592(2) 0.4841(9) -0.0112(6) 0.0245(15) Uani 1 1 d .
H11 H 0.6729 0.4299 -0.0693 0.03(2) Uiso 1 1 calc R
C12 C 0.6193(2) 0.4814(9) -0.0186(7) 0.0241(15) Uani 1 1 d .
H12 H 0.6032 0.4260 -0.0830 0.012(17) Uiso 1 1 calc R
C13 C 0.6059(2) 0.5677(9) 0.0774(7) 0.0262(16) Uani 1 1 d .
C14 C 0.5669(2) 0.5907(9) 0.1023(6) 0.0232(15) Uani 1 1 d .
O1 O 0.96278(15) 0.6359(6) 0.1378(5) 0.0254(11) Uani 1 1 d .
O2 O 1.05463(15) 0.7064(7) 0.1779(5) 0.0264(11) Uani 1 1 d .
O3 O 0.56094(14) 0.6674(7) 0.1999(5) 0.0264(11) Uani 1 1 d .
O4 O 1.04023(14) 1.0262(6) 0.0229(4) 0.0211(11) Uani 1 1 d .
O5 O 1.0000 0.9812(8) 0.2500 0.0236(15) Uani 1 2 d S
H5A H 1.0192 1.0394 0.2342 0.05(3) Uiso 1 1 d R
O6 O 1.00621(15) 0.6740(6) -0.0852(5) 0.0284(12) Uani 1 1 d .
H6A H 1.0160 0.5768 -0.1015 0.043 Uiso 1 1 d R
H6B H 0.9859 0.7220 -0.1197 0.043 Uiso 1 1 d R
S1 S 0.86269(5) 0.6661(2) 0.25112(16) 0.0218(4) Uani 1 1 d .
S2 S 0.75175(5) 0.5292(2) 0.04568(15) 0.0219(4) Uani 1 1 d .
S3 S 0.64295(5) 0.6553(2) 0.17602(16) 0.0230(4) Uani 1 1 d .
Mn1 Mn 1.00402(3) 0.81417(13) 0.08319(10) 0.0208(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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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
O2 C1 O1 124.6(7) 2_755 .
O2 C1 C2 118.5(7) 2_755 .
O1 C1 C2 116.9(6) . .
C3 C2 C1 130.9(7) . .
C3 C2 S1 110.6(6) . .
C1 C2 S1 118.3(5) . .
C2 C3 C4 115.1(7) . .
C2 C3 H3 122.5 . .
C4 C3 H3 122.5 . .
C3 C4 C5 111.6(6) . .
C3 C4 H4 124.2 . .
C5 C4 H4 124.2 . .
C4 C5 C6 128.3(6) . .
C4 C5 S1 111.0(6) . .
C6 C5 S1 120.7(5) . .
C7 C6 C5 127.8(6) . .
C7 C6 S2 108.9(5) . .
C5 C6 S2 123.4(5) . .
C6 C7 C8 114.4(6) . .
C6 C7 H7 122.8 . .
C8 C7 H7 122.8 . .
C9 C8 C7 113.6(7) . .
C9 C8 H8 123.2 . .
C7 C8 H8 123.2 . .
C8 C9 C10 127.1(7) . .
C8 C9 S2 110.3(6) . .
C10 C9 S2 122.6(5) . .
C11 C10 C9 128.5(7) . .
C11 C10 S3 110.7(6) . .
C9 C10 S3 120.8(5) . .
C10 C11 C12 112.8(7) . .
C10 C11 H11 123.6 . .
C12 C11 H11 123.6 . .
C13 C12 C11 113.2(7) . .
C13 C12 H12 123.4 . .
C11 C12 H12 123.4 . .
C12 C13 C14 129.3(7) . .
C12 C13 S3 110.9(6) . .
C14 C13 S3 119.8(6) . .
O3 C14 O4 124.2(7) . 3_445
O3 C14 C13 119.0(6) . .
O4 C14 C13 116.8(6) 3_445 .
C1 O1 Mn1 132.2(4) . .
C1 O2 Mn1 130.7(5) 2_755 .
C14 O4 Mn1 123.5(4) 3 5_775
C14 O4 Mn1 118.2(4) 3 .
Mn1 O4 Mn1 99.55(19) 5_775 .
Mn1 O5 Mn1 111.1(3) . 2_755
Mn1 O5 H5A 89.5 . .
Mn1 O5 H5A 127.0 2_755 .
Mn1 O6 H6A 132.8 . .
Mn1 O6 H6B 92.6 . .
H6A O6 H6B 128.9 . .
C5 S1 C2 91.8(3) . .
C9 S2 C6 92.9(3) . .
C10 S3 C13 92.4(4) . .
O2 Mn1 O1 100.2(2) . .
O2 Mn1 O6 96.1(2) . .
O1 Mn1 O6 91.7(2) . .
O2 Mn1 O4 167.4(2) . 5_775
O1 Mn1 O4 92.23(19) . 5_775
O6 Mn1 O4 85.53(19) . 5_775
O2 Mn1 O4 87.02(19) . .
O1 Mn1 O4 171.99(19) . .
O6 Mn1 O4 90.99(19) . .
O4 Mn1 O4 80.45(19) 5_775 .
O2 Mn1 O5 87.66(16) . .
O1 Mn1 O5 90.71(18) . .
O6 Mn1 O5 175.11(19) . .
O4 Mn1 O5 90.11(16) 5_775 .
O4 Mn1 O5 86.09(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.269(9) 2_755
C1 O1 1.292(9) .
C1 C2 1.470(10) .
C2 C3 1.358(10) .
C2 S1 1.739(8) .
C3 C4 1.397(11) .
C3 H3 0.9500 .
C4 C5 1.405(10) .
C4 H4 0.9500 .
C5 C6 1.424(11) .
C5 S1 1.728(7) .
C6 C7 1.394(10) .
C6 S2 1.746(7) .
C7 C8 1.398(11) .
C7 H7 0.9500 .
C8 C9 1.376(10) .
C8 H8 0.9500 .
C9 C10 1.447(10) .
C9 S2 1.739(8) .
C10 C11 1.398(9) .
C10 S3 1.724(8) .
C11 C12 1.404(11) .
C11 H11 0.9500 .
C12 C13 1.387(11) .
C12 H12 0.9500 .
C13 C14 1.455(11) .
C13 S3 1.727(8) .
C14 O3 1.268(9) .
C14 O4 1.298(8) 3_445
O1 Mn1 2.144(5) .
O2 C1 1.269(9) 2_755
O2 Mn1 2.120(5) .
O4 C14 1.298(8) 3
O4 Mn1 2.199(5) 5_775
O4 Mn1 2.225(5) .
O5 Mn1 2.262(4) .
O5 Mn1 2.262(4) 2_755
O5 H5A 0.8498 .
O6 Mn1 2.157(5) .
O6 H6A 0.8500 .
O6 H6B 0.8501 .
Mn1 O4 2.199(5) 5_775
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_4
O2 C1 C2 C3 -170.4(7) 2_755 .
O1 C1 C2 C3 10.4(11) . .
O2 C1 C2 S1 13.9(9) 2_755 .
O1 C1 C2 S1 -165.3(5) . .
C1 C2 C3 C4 -174.2(7) . .
S1 C2 C3 C4 1.7(9) . .
C2 C3 C4 C5 -1.3(10) . .
C3 C4 C5 C6 177.1(7) . .
C3 C4 C5 S1 0.3(8) . .
C4 C5 C6 C7 -178.5(7) . .
S1 C5 C6 C7 -1.9(10) . .
C4 C5 C6 S2 2.6(10) . .
S1 C5 C6 S2 179.2(4) . .
C5 C6 C7 C8 -179.5(7) . .
S2 C6 C7 C8 -0.4(8) . .
C6 C7 C8 C9 0.7(10) . .
C7 C8 C9 C10 177.0(7) . .
C7 C8 C9 S2 -0.6(8) . .
C8 C9 C10 C11 -175.4(7) . .
S2 C9 C10 C11 1.9(11) . .
C8 C9 C10 S3 4.0(10) . .
S2 C9 C10 S3 -178.8(4) . .
C9 C10 C11 C12 179.4(7) . .
S3 C10 C11 C12 0.0(8) . .
C10 C11 C12 C13 -0.6(9) . .
C11 C12 C13 C14 -179.0(7) . .
C11 C12 C13 S3 0.9(8) . .
C12 C13 C14 O3 176.4(7) . .
S3 C13 C14 O3 -3.6(9) . .
C12 C13 C14 O4 -2.0(11) . 3_445
S3 C13 C14 O4 178.0(5) . 3_445
O2 C1 O1 Mn1 -50.2(10) 2_755 .
C2 C1 O1 Mn1 128.9(6) . .
C4 C5 S1 C2 0.6(5) . .
C6 C5 S1 C2 -176.6(6) . .
C3 C2 S1 C5 -1.3(6) . .
C1 C2 S1 C5 175.2(6) . .
C8 C9 S2 C6 0.3(6) . .
C10 C9 S2 C6 -177.4(6) . .
C7 C6 S2 C9 0.1(5) . .
C5 C6 S2 C9 179.3(6) . .
C11 C10 S3 C13 0.4(5) . .
C9 C10 S3 C13 -179.0(6) . .
C12 C13 S3 C10 -0.8(6) . .
C14 C13 S3 C10 179.2(6) . .
C1 O2 Mn1 O1 -44.5(6) 2_755 .
C1 O2 Mn1 O6 -137.3(6) 2_755 .
C1 O2 Mn1 O4 125.8(9) 2_755 5_775
C1 O2 Mn1 O4 132.1(6) 2_755 .
C1 O2 Mn1 O5 45.8(6) 2_755 .
C1 O1 Mn1 O2 105.9(6) . .
C1 O1 Mn1 O6 -157.5(6) . .
C1 O1 Mn1 O4 -71.9(6) . 5_775
C1 O1 Mn1 O4 -48.2(16) . .
C1 O1 Mn1 O5 18.2(6) . .
C14 O4 Mn1 O2 -42.1(5) 3 .
Mn1 O4 Mn1 O2 -178.6(2) 5_775 .
C14 O4 Mn1 O1 112.4(13) 3 .
Mn1 O4 Mn1 O1 -24.1(14) 5_775 .
C14 O4 Mn1 O6 -138.2(5) 3 .
Mn1 O4 Mn1 O6 85.3(2) 5_775 .
C14 O4 Mn1 O4 136.5(6) 3 5_775
Mn1 O4 Mn1 O4 0.0 5_775 5_775
C14 O4 Mn1 O5 45.7(5) 3 .
Mn1 O4 Mn1 O5 -90.77(17) 5_775 .
Mn1 O5 Mn1 O2 -59.96(14) 2_755 .
Mn1 O5 Mn1 O1 40.22(14) 2_755 .
Mn1 O5 Mn1 O6 159.3(19) 2_755 .
Mn1 O5 Mn1 O4 132.45(13) 2_755 5_775
Mn1 O5 Mn1 O4 -147.13(13) 2_755 .
