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#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/74/2017413.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_2017413
loop_
_publ_author_name
'Romanov, Alexander S.'
'Mulroy, Joseph M.'
'Antipin, Mikhail Yu.'
'Timofeeva, Tatiana V.'
_publ_section_title
;
 Insight into the structures of [M(C₅H₄I)(CO)₃] and
 [M₂(C₁₂H₈)(CO)₆] (M = Mn and Re) containing
 strong I···O and π(CO)--π(CO) interactions
;
_journal_coeditor_code           SQ3211
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m431
_journal_page_last               m435
_journal_paper_doi               10.1107/S0108270109035902
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Mn2 (C12 H8) (C O)6]'
_chemical_formula_moiety         'C18 H8 Mn2 O6'
_chemical_formula_sum            'C18 H8 Mn2 O6'
_chemical_formula_weight         430.12
_chemical_name_common            bis(cymantrenyl)acetylene
_chemical_name_systematic
;
[μ-1,2(η⁵)-Acetylenedicyclopentadienyl]bis[tricarbonylmanganese(I)]
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.507(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.4096(10)
_cell_length_b                   10.9991(16)
_cell_length_c                   11.9798(18)
_cell_measurement_reflns_used    4260
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.33
_cell_measurement_theta_min      3.23
_cell_volume                     830.4(2)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0373
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12974
_diffrn_reflns_theta_full        30.63
_diffrn_reflns_theta_max         30.63
_diffrn_reflns_theta_min         2.53
_exptl_absorpt_coefficient_mu    1.553
_exptl_absorpt_correction_T_max  0.8602
_exptl_absorpt_correction_T_min  0.6446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.239
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2552
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0278
_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)+(0.035P)²+0.228P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0684
_refine_ls_wR_factor_ref         0.0709
_reflns_number_gt                2211
_reflns_number_total             2552
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq3211.cif
_cod_data_source_block           II
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2017413
_cod_database_fobs_code          2017413
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_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
Mn Mn1 0.73992(3) 0.218855(18) 0.083569(17) 0.01607(7) Uani d . 1 . .
O O1 0.5602(2) -0.01184(11) 0.14847(11) 0.0351(3) Uani d . 1 . .
O O2 0.95402(19) 0.10271(11) -0.08650(10) 0.0299(3) Uani d . 1 . .
O O3 1.12258(19) 0.18853(12) 0.25993(10) 0.0320(3) Uani d . 1 . .
C C1 0.7458(2) 0.40662(12) 0.03320(12) 0.0191(3) Uani d . 1 . .
C C2 0.6812(2) 0.39868(13) 0.14142(13) 0.0207(3) Uani d . 1 . .
H H2 0.7550 0.4373 0.2135 0.025 Uiso calc R 1 . .
C C3 0.4911(2) 0.33056(14) 0.12793(14) 0.0237(3) Uani d . 1 . .
H H3 0.4074 0.3126 0.1888 0.028 Uiso calc R 1 . .
C C4 0.4361(2) 0.29473(14) 0.01166(14) 0.0242(3) Uani d . 1 . .
H H4 0.3070 0.2477 -0.0231 0.029 Uiso calc R 1 . .
C C5 0.5918(2) 0.34167(13) -0.04681(13) 0.0221(3) Uani d . 1 . .
H H5 0.5917 0.3334 -0.1300 0.027 Uiso calc R 1 . .
C C6 0.9254(2) 0.47140(13) 0.00959(12) 0.0205(3) Uani d . 1 . .
C C7 0.6307(2) 0.07756(14) 0.12334(13) 0.0232(3) Uani d . 1 . .
C C8 0.8700(2) 0.14608(13) -0.01941(12) 0.0209(3) Uani d . 1 . .
C C9 0.9722(2) 0.20100(13) 0.19186(13) 0.0212(3) 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'
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
C8 Mn1 C9 . . 91.14(7) ?
C8 Mn1 C7 . . 92.79(7) ?
C9 Mn1 C7 . . 91.47(7) ?
C8 Mn1 C4 . . 113.42(7) ?
C9 Mn1 C4 . . 154.43(7) ?
C7 Mn1 C4 . . 94.21(6) ?
C8 Mn1 C5 . . 88.84(6) ?
C9 Mn1 C5 . . 142.21(6) ?
C7 Mn1 C5 . . 126.28(6) ?
C4 Mn1 C5 . . 38.49(6) ?
C8 Mn1 C2 . . 139.51(6) ?
C9 Mn1 C2 . . 92.20(6) ?
C7 Mn1 C2 . . 127.43(6) ?
C4 Mn1 C2 . . 64.74(6) ?
C5 Mn1 C2 . . 64.95(6) ?
C8 Mn1 C1 . . 101.57(6) ?
C9 Mn1 C1 . . 104.61(6) ?
C7 Mn1 C1 . . 158.06(6) ?
C4 Mn1 C1 . . 64.93(5) ?
C5 Mn1 C1 . . 38.94(5) ?
C2 Mn1 C1 . . 38.90(6) ?
C8 Mn1 C3 . . 151.59(6) ?
C9 Mn1 C3 . . 115.91(6) ?
C7 Mn1 C3 . . 94.91(6) ?
C4 Mn1 C3 . . 38.76(6) ?
C5 Mn1 C3 . . 64.69(6) ?
C2 Mn1 C3 . . 38.35(6) ?
C1 Mn1 C3 . . 64.79(6) ?
O3 C9 Mn1 . . 178.86(14) ?
C3 C2 C1 . . 108.29(13) ?
C3 C2 Mn1 . . 70.97(8) ?
C1 C2 Mn1 . . 70.63(8) ?
C3 C2 H2 . . 125.8 ?
C1 C2 H2 . . 125.8 ?
Mn1 C2 H2 . . 125.8 ?
O1 C7 Mn1 . . 179.63(16) ?
C6 C1 C2 . . 125.93(13) ?
C6 C1 C5 . . 126.76(14) ?
C2 C1 C5 . . 107.26(12) ?
C6 C1 Mn1 . . 126.24(10) ?
C2 C1 Mn1 . . 70.46(8) ?
C5 C1 Mn1 . . 70.40(8) ?
C6 C6 C1 3_765 . 178.4(2) ?
C4 C5 C1 . . 108.17(13) ?
C4 C5 Mn1 . . 70.70(8) ?
C1 C5 Mn1 . . 70.65(8) ?
C4 C5 H5 . . 125.9 ?
C1 C5 H5 . . 125.9 ?
Mn1 C5 H5 . . 125.9 ?
O2 C8 Mn1 . . 178.07(13) ?
C5 C4 C3 . . 108.12(13) ?
C5 C4 Mn1 . . 70.81(8) ?
C3 C4 Mn1 . . 70.86(9) ?
C5 C4 H4 . . 125.9 ?
C3 C4 H4 . . 125.9 ?
Mn1 C4 H4 . . 125.9 ?
C2 C3 C4 . . 108.15(13) ?
C2 C3 Mn1 . . 70.68(8) ?
C4 C3 Mn1 . . 70.38(9) ?
C2 C3 H3 . . 125.9 ?
C4 C3 H3 . . 125.9 ?
Mn1 C3 H3 . . 125.9 ?
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 C8 . 1.7980(15) ?
Mn1 C9 . 1.7983(16) ?
Mn1 C7 . 1.8040(15) ?
Mn1 C4 . 2.1490(15) ?
Mn1 C5 . 2.1505(14) ?
Mn1 C2 . 2.1515(15) ?
Mn1 C1 . 2.1538(14) ?
Mn1 C3 . 2.1554(15) ?
C9 O3 . 1.1516(19) ?
O2 C8 . 1.1497(18) ?
C2 C3 . 1.415(2) ?
C2 C1 . 1.434(2) ?
C2 H2 . 1.0000 ?
C7 O1 . 1.1450(19) ?
C1 C6 . 1.4252(19) ?
C1 C5 . 1.435(2) ?
C6 C6 3_765 1.201(3) ?
C5 C4 . 1.417(2) ?
C5 H5 . 1.0000 ?
C4 C3 . 1.428(2) ?
C4 H4 . 1.0000 ?
C3 H3 . 1.0000 ?
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
C8 Mn1 C2 C3 . . . . 134.65(11) ?
C9 Mn1 C2 C3 . . . . -131.01(9) ?
C7 Mn1 C2 C3 . . . . -37.48(12) ?
C4 Mn1 C2 C3 . . . . 37.52(9) ?
C5 Mn1 C2 C3 . . . . 80.22(10) ?
C1 Mn1 C2 C3 . . . . 118.24(12) ?
C8 Mn1 C2 C1 . . . . 16.41(13) ?
C9 Mn1 C2 C1 . . . . 110.75(9) ?
C7 Mn1 C2 C1 . . . . -155.71(9) ?
C4 Mn1 C2 C1 . . . . -80.72(9) ?
C5 Mn1 C2 C1 . . . . -38.01(8) ?
C3 Mn1 C2 C1 . . . . -118.24(12) ?
C3 C2 C1 C6 . . . . 177.53(13) ?
Mn1 C2 C1 C6 . . . . -121.16(14) ?
C3 C2 C1 C5 . . . . -0.18(16) ?
Mn1 C2 C1 C5 . . . . 61.12(9) ?
C3 C2 C1 Mn1 . . . . -61.30(10) ?
C8 Mn1 C1 C6 . . . . -48.41(14) ?
C9 Mn1 C1 C6 . . . . 45.85(14) ?
C7 Mn1 C1 C6 . . . . -178.28(15) ?
C4 Mn1 C1 C6 . . . . -159.03(15) ?
C5 Mn1 C1 C6 . . . . -121.78(17) ?
C2 Mn1 C1 C6 . . . . 120.79(16) ?
C3 Mn1 C1 C6 . . . . 157.96(15) ?
C8 Mn1 C1 C2 . . . . -169.21(9) ?
C9 Mn1 C1 C2 . . . . -74.94(9) ?
C7 Mn1 C1 C2 . . . . 60.93(19) ?
C4 Mn1 C1 C2 . . . . 80.18(9) ?
C5 Mn1 C1 C2 . . . . 117.43(12) ?
C3 Mn1 C1 C2 . . . . 37.17(8) ?
C8 Mn1 C1 C5 . . . . 73.37(9) ?
C9 Mn1 C1 C5 . . . . 167.63(9) ?
C7 Mn1 C1 C5 . . . . -56.50(19) ?
C4 Mn1 C1 C5 . . . . -37.25(9) ?
C2 Mn1 C1 C5 . . . . -117.43(12) ?
C3 Mn1 C1 C5 . . . . -80.25(9) ?
C6 C1 C5 C4 . . . . -177.80(14) ?
C2 C1 C5 C4 . . . . -0.11(16) ?
Mn1 C1 C5 C4 . . . . 61.05(10) ?
C6 C1 C5 Mn1 . . . . 121.15(14) ?
C2 C1 C5 Mn1 . . . . -61.16(9) ?
C8 Mn1 C5 C4 . . . . 131.62(10) ?
C9 Mn1 C5 C4 . . . . -138.02(11) ?
C7 Mn1 C5 C4 . . . . 39.02(12) ?
C2 Mn1 C5 C4 . . . . -80.27(10) ?
C1 Mn1 C5 C4 . . . . -118.25(13) ?
C3 Mn1 C5 C4 . . . . -37.70(9) ?
C8 Mn1 C5 C1 . . . . -110.14(9) ?
C9 Mn1 C5 C1 . . . . -19.77(14) ?
C7 Mn1 C5 C1 . . . . 157.26(9) ?
C4 Mn1 C5 C1 . . . . 118.25(13) ?
C2 Mn1 C5 C1 . . . . 37.98(8) ?
C3 Mn1 C5 C1 . . . . 80.54(9) ?
C1 C5 C4 C3 . . . . 0.35(17) ?
Mn1 C5 C4 C3 . . . . 61.38(11) ?
C1 C5 C4 Mn1 . . . . -61.02(10) ?
C8 Mn1 C4 C5 . . . . -54.54(11) ?
C9 Mn1 C4 C5 . . . . 108.27(16) ?
C7 Mn1 C4 C5 . . . . -149.41(10) ?
C2 Mn1 C4 C5 . . . . 80.86(9) ?
C1 Mn1 C4 C5 . . . . 37.68(9) ?
C3 Mn1 C4 C5 . . . . 117.98(13) ?
C8 Mn1 C4 C3 . . . . -172.52(9) ?
C9 Mn1 C4 C3 . . . . -9.72(19) ?
C7 Mn1 C4 C3 . . . . 92.60(10) ?
C5 Mn1 C4 C3 . . . . -117.98(13) ?
C2 Mn1 C4 C3 . . . . -37.13(9) ?
C1 Mn1 C4 C3 . . . . -80.30(9) ?
C1 C2 C3 C4 . . . . 0.40(16) ?
Mn1 C2 C3 C4 . . . . -60.69(10) ?
C1 C2 C3 Mn1 . . . . 61.09(10) ?
C5 C4 C3 C2 . . . . -0.46(17) ?
Mn1 C4 C3 C2 . . . . 60.88(10) ?
C5 C4 C3 Mn1 . . . . -61.35(10) ?
C8 Mn1 C3 C2 . . . . -103.86(14) ?
C9 Mn1 C3 C2 . . . . 56.96(10) ?
C7 Mn1 C3 C2 . . . . 150.99(9) ?
C4 Mn1 C3 C2 . . . . -118.39(13) ?
C5 Mn1 C3 C2 . . . . -80.95(9) ?
C1 Mn1 C3 C2 . . . . -37.70(9) ?
C8 Mn1 C3 C4 . . . . 14.53(17) ?
C9 Mn1 C3 C4 . . . . 175.35(9) ?
C7 Mn1 C3 C4 . . . . -90.61(10) ?
C5 Mn1 C3 C4 . . . . 37.44(9) ?
C2 Mn1 C3 C4 . . . . 118.39(13) ?
C1 Mn1 C3 C4 . . . . 80.70(9) ?
