#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/94/2239435.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_2239435
loop_
_publ_author_name
'Tanaka, Seiya'
'Himegi, Akiko'
'Ohishi, Tomomi'
'Fuyuhiro, Akira'
'Kawata, Satoshi'
_publ_section_title
;
 catena-Poly[[bis(ethanol-κO)manganese(II)]-μ-2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4-bis(olato)-κ⁴O¹,O⁶:O³,O⁴]
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m90
_journal_page_last               m91
_journal_paper_doi               10.1107/S1600536814002396
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          '[Mn (C6 Cl2 O4) (C2 H6 O)2]'
_chemical_formula_moiety         'C10 H12 Cl2 Mn O6'
_chemical_formula_sum            'C10 H12 Cl2 Mn O6'
_chemical_formula_weight         354.05
_chemical_name_systematic
catena-Poly[[bis(ethanol-κO)manganese(II)]-μ-2,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,4-bis(olato)-κ⁴O¹,O⁶:O³,O⁴]
_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                102.718(4)
_cell_angle_beta                 105.175(5)
_cell_angle_gamma                101.092(3)
_cell_formula_units_Z            1
_cell_length_a                   5.0784(5)
_cell_length_b                   8.1255(8)
_cell_length_c                   8.9003(9)
_cell_measurement_reflns_used    3040
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      3.08
_cell_volume                     333.35(6)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 2002)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 2002)'
_computing_data_reduction        'RAPID-AUTO (Rigaku, 2002)'
_computing_molecular_graphics    'CrystalStructure (Rigaku, 2010)'
_computing_publication_material  'CrystalStructure (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      200
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID II'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3298
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.407
_exptl_absorpt_correction_T_max  0.869
_exptl_absorpt_correction_T_min  0.406
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Rigaku, 1995)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             179.00
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.320
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1534
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0605P)²+0.0437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0953
_reflns_number_gt                1434
_reflns_number_total             1534
_reflns_threshold_expression     F²>2σ(F²)
_cod_data_source_file            is5335sup1.cf
_cod_data_source_block           I
_cod_database_code               2239435
_cod_database_fobs_code          2239435
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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_symmetry_multiplicity
Mn Mn1 1.0000 1.0000 0.0000 0.01772(15) Uani d . 1.0 2
Cl Cl1 0.38362(8) 0.36866(5) -0.26023(5) 0.02047(16) Uani d . 1.0 2
O O1 1.2640(3) 0.84608(14) 0.10826(15) 0.0196(3) Uani d . 1.0 2
O O2 0.7400(3) 0.73489(15) -0.09699(15) 0.0197(3) Uani d . 1.0 2
O O3 0.8359(3) 1.03778(16) 0.20763(16) 0.0256(3) Uani d . 1.0 2
C C1 1.1523(3) 0.68293(19) 0.06530(18) 0.0154(3) Uani d . 1.0 2
C C2 0.8514(3) 0.6189(2) -0.05794(18) 0.0152(3) Uani d . 1.0 2
C C3 0.7193(4) 0.43901(19) -0.11994(19) 0.0162(3) Uani d . 1.0 2
C C4 0.8660(5) 1.2048(3) 0.3176(3) 0.0278(4) Uani d . 1.0 2
C C5 0.7319(5) 1.1860(4) 0.4470(3) 0.0426(6) Uani d . 1.0 2
H H1 0.691(7) 0.975(4) 0.187(4) 0.049(8) Uiso d . 1.0 2
H H4A 0.7772 1.2778 0.2552 0.0334 Uiso calc R 1.0 2
H H4B 1.0697 1.2656 0.3696 0.0334 Uiso calc R 1.0 2
H H5A 0.5295 1.1279 0.3960 0.0511 Uiso calc R 1.0 2
H H5B 0.7570 1.3021 0.5189 0.0511 Uiso calc R 1.0 2
H H5C 0.8219 1.1158 0.5104 0.0511 Uiso calc R 1.0 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mn Mn 0.3368 0.7283
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 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
O1 Mn1 O1 . 2_775 180.00(7) no
O1 Mn1 O2 . . 75.40(5) no
O1 Mn1 O2 . 2_775 104.60(5) no
O1 Mn1 O3 . . 89.94(6) no
O1 Mn1 O3 . 2_775 90.06(6) no
O1 Mn1 O2 2_775 . 104.60(5) no
O1 Mn1 O2 2_775 2_775 75.40(5) no
O1 Mn1 O3 2_775 . 90.06(6) no
O1 Mn1 O3 2_775 2_775 89.94(6) no
O2 Mn1 O2 . 2_775 180.00(8) no
O2 Mn1 O3 . . 90.47(5) no
O2 Mn1 O3 . 2_775 89.53(5) no
O2 Mn1 O3 2_775 . 89.53(5) no
O2 Mn1 O3 2_775 2_775 90.47(5) no
O3 Mn1 O3 . 2_775 180.00(7) no
Mn1 O1 C1 . . 115.42(10) no
Mn1 O2 C2 . . 116.70(9) no
Mn1 O3 C4 . . 125.08(13) no
O1 C1 C2 . . 115.83(15) no
O1 C1 C3 . 2_765 125.09(13) no
C2 C1 C3 . 2_765 119.07(13) no
O2 C2 C1 . . 116.48(13) no
O2 C2 C3 . . 124.00(13) no
C1 C2 C3 . . 119.52(15) no
Cl1 C3 C1 . 2_765 119.54(10) no
Cl1 C3 C2 . . 119.10(13) no
C1 C3 C2 2_765 . 121.29(13) no
O3 C4 C5 . . 112.07(17) no
Mn1 O3 H1 . . 112(3) no
C4 O3 H1 . . 112(3) no
O3 C4 H4A . . 109.195 no
O3 C4 H4B . . 109.194 no
C5 C4 H4A . . 109.198 no
C5 C4 H4B . . 109.199 no
H4A C4 H4B . . 107.893 no
C4 C5 H5A . . 109.468 no
C4 C5 H5B . . 109.470 no
C4 C5 H5C . . 109.467 no
H5A C5 H5B . . 109.476 no
H5A C5 H5C . . 109.471 no
H5B C5 H5C . . 109.475 no
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 O1 . 2.1884(13) yes
Mn1 O1 2_775 2.1884(13) no
Mn1 O2 . 2.1491(11) yes
Mn1 O2 2_775 2.1491(11) no
Mn1 O3 . 2.2042(16) yes
Mn1 O3 2_775 2.2042(16) no
Cl1 C3 . 1.7285(15) no
O1 C1 . 1.2646(18) no
O2 C2 . 1.255(3) no
O3 C4 . 1.442(3) no
C1 C2 . 1.5410(19) no
C1 C3 2_765 1.392(3) no
C2 C3 . 1.402(2) no
C4 C5 . 1.504(4) no
O3 H1 . 0.76(3) no
C4 H4A . 0.990 no
C4 H4B . 0.990 no
C5 H5A . 0.980 no
C5 H5B . 0.980 no
C5 H5C . 0.980 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H1 O1 1_455 0.76(4) 2.07(3) 2.8200(17) 167(4) yes
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_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 Mn1 O2 C2 . . . -3.21(9) no
O2 Mn1 O1 C1 . . . 0.99(9) no
O1 Mn1 O2 C2 . 2_775 2_775 -176.79(9) no
O2 Mn1 O1 C1 2_775 . . -179.01(9) no
O1 Mn1 O3 C4 . . . 119.34(10) no
O3 Mn1 O1 C1 . . . 91.49(10) no
O1 Mn1 O3 C4 . 2_775 2_775 60.66(10) no
O3 Mn1 O1 C1 2_775 . . -88.51(10) no
O1 Mn1 O2 C2 2_775 . . 176.79(9) no
O2 Mn1 O1 C1 . 2_775 2_775 179.01(9) no
O1 Mn1 O2 C2 2_775 2_775 2_775 3.21(9) no
O2 Mn1 O1 C1 2_775 2_775 2_775 -0.99(9) no
O1 Mn1 O3 C4 2_775 . . -60.66(10) no
O3 Mn1 O1 C1 . 2_775 2_775 88.51(10) no
O1 Mn1 O3 C4 2_775 2_775 2_775 -119.34(10) no
O3 Mn1 O1 C1 2_775 2_775 2_775 -91.49(10) no
O2 Mn1 O3 C4 . . . -165.27(10) no
O3 Mn1 O2 C2 . . . -93.02(10) no
O2 Mn1 O3 C4 . 2_775 2_775 -14.73(10) no
O3 Mn1 O2 C2 2_775 . . 86.98(10) no
O2 Mn1 O3 C4 2_775 . . 14.73(10) no
O3 Mn1 O2 C2 . 2_775 2_775 -86.98(10) no
O2 Mn1 O3 C4 2_775 2_775 2_775 165.27(10) no
O3 Mn1 O2 C2 2_775 2_775 2_775 93.02(10) no
Mn1 O1 C1 C2 . . . 0.92(19) no
Mn1 O1 C1 C3 . . 2_765 -179.43(11) no
Mn1 O2 C2 C1 . . . 4.67(19) no
Mn1 O2 C2 C3 . . . -175.03(11) no
Mn1 O3 C4 C5 . . . -179.70(9) no
O1 C1 C2 O2 . . . -3.8(3) no
O1 C1 C2 C3 . . . 175.92(15) no
O1 C1 C3 Cl1 . 2_765 2_765 1.2(3) no
O1 C1 C3 C2 . 2_765 2_765 -175.82(16) no
C2 C1 C3 Cl1 . 2_765 2_765 -179.14(13) no
C2 C1 C3 C2 . 2_765 2_765 3.8(3) no
C3 C1 C2 O2 2_765 . . 176.54(15) no
C3 C1 C2 C3 2_765 . . -3.7(3) no
O2 C2 C3 Cl1 . . . 0.6(3) no
O2 C2 C3 C1 . . 2_765 -176.48(16) no
C1 C2 C3 Cl1 . . . -179.11(13) no
C1 C2 C3 C1 . . 2_765 3.8(3) no
