#------------------------------------------------------------------------------
#$Date: 2017-09-25 02:10:39 +0300 (Mon, 25 Sep 2017) $
#$Revision: 201211 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/19/4301914.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_4301914
loop_
_publ_author_name
'Francesco Caruso'
'Miguel A. Martínez'
'Miriam Rossi'
'Alexander Goldberg'
'M. Elizabeth Chacón Villalba'
'Pedro J. Aymonino'
_publ_contact_author_email       caruso@vassar.edu
_publ_section_title
;
Crystal and Molecular Structure of Manganese(II) Lapacholate, a Novel
Polymeric Species Undergoing Temperature-Reversible Metal to Ligand
Electron Transfer
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3529
_journal_page_last               3534
_journal_paper_doi               10.1021/ic8015194
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C30 H26 Mn O6'
_chemical_formula_weight         537.45
_chemical_name_common            'Manganese dilapacholate '
_chemical_name_systematic
; 
 Bis-(2-hydroxy-3-(3-methyl-2-butenyl)-
1,4-naphtoquinonate)manganese(II) 
;
_space_group_IT_number           92
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4abw 2nw'
_symmetry_space_group_name_H-M   'P 41 21 2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.3505(4)
_cell_length_b                   13.3505(4)
_cell_length_c                   14.7128(4)
_cell_measurement_reflns_used    2448
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.2
_cell_measurement_theta_min      10.5
_cell_volume                     2622.35(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0158
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            36304
_diffrn_reflns_theta_full        29.13
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.545
_exptl_absorpt_correction_T_max  0.9227
_exptl_absorpt_correction_T_min  0.7875
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red-brown
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1116.0
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.004(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3540
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0275
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0370P)²+0.4281P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0753
_reflns_number_gt                3211
_reflns_number_total             3540
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic8015194_si_001.cif
_cod_data_source_block           Mn-Lap2_300k
_cod_database_code               4301914
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'x+1/2, -y+1/2, -z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'-x, -y, z+1/2'
'y, x, -z'
'-y, -x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.42263(10) 0.60161(10) 0.90052(10) 0.0342(3) Uani 1 1 d . . .
C2 C 0.42291(11) 0.70286(11) 0.94737(10) 0.0339(3) Uani 1 1 d . . .
C3 C 0.34856(11) 0.77177(11) 0.92743(10) 0.0355(3) Uani 1 1 d . . .
C4 C 0.26456(11) 0.74361(11) 0.87451(9) 0.0340(3) Uani 1 1 d . . .
C5 C 0.25258(11) 0.63757(11) 0.84319(9) 0.0349(3) Uani 1 1 d . . .
C6 C 0.16360(13) 0.60626(13) 0.80398(12) 0.0460(4) Uani 1 1 d . . .
H6 H 0.1108 0.6511 0.7970 0.055 Uiso 1 1 calc R . .
C7 C 0.15331(15) 0.50786(15) 0.77507(14) 0.0564(5) Uani 1 1 d . . .
H7 H 0.0931 0.4867 0.7498 0.068 Uiso 1 1 calc R . .
C8 C 0.23162(16) 0.44134(15) 0.78357(13) 0.0569(5) Uani 1 1 d . . .
H8 H 0.2242 0.3758 0.7633 0.068 Uiso 1 1 calc R . .
C9 C 0.32095(14) 0.47144(13) 0.82191(12) 0.0477(4) Uani 1 1 d . . .
H9 H 0.3740 0.4266 0.8270 0.057 Uiso 1 1 calc R . .
C10 C 0.33124(11) 0.56918(11) 0.85292(9) 0.0352(3) Uani 1 1 d . . .
C11 C 0.35858(12) 0.87837(13) 0.96076(12) 0.0454(3) Uani 1 1 d . . .
H11B H 0.4280 0.8989 0.9555 0.055 Uiso 1 1 calc R . .
H11A H 0.3190 0.9219 0.9220 0.055 Uiso 1 1 calc R . .
C12 C 0.32512(17) 0.89171(18) 1.05791(14) 0.0626(5) Uani 1 1 d . . .
H12 H 0.3435 0.8415 1.0984 0.075 Uiso 1 1 calc R . .
C13 C 0.27322(19) 0.96581(19) 1.09140(18) 0.0736(6) Uani 1 1 d . . .
C14 C 0.2457(3) 0.9727(3) 1.1901(2) 0.1240(14) Uani 1 1 d . . .
H13A H 0.1743 0.9771 1.1959 0.186 Uiso 1 1 calc R . .
H13B H 0.2761 1.0312 1.2161 0.186 Uiso 1 1 calc R . .
H13C H 0.2693 0.9141 1.2213 0.186 Uiso 1 1 calc R . .
C15 C 0.2320(4) 1.0482(2) 1.0385(3) 0.1548(19) Uani 1 1 d . . .
H15A H 0.1975 1.0936 1.0783 0.232 Uiso 1 1 calc R . .
H15B H 0.1859 1.0223 0.9943 0.232 Uiso 1 1 calc R . .
H15C H 0.2853 1.0829 1.0082 0.232 Uiso 1 1 calc R . .
Mn1 Mn 0.619176(16) 0.619176(16) 1.0000 0.03547(8) Uani 1 2 d S . .
O1 O 0.49851(8) 0.55038(8) 0.90515(9) 0.0456(3) Uani 1 1 d . . .
O2 O 0.49741(7) 0.71947(8) 0.99924(9) 0.0420(2) Uani 1 1 d . . .
O3 O 0.19752(9) 0.80581(9) 0.85459(8) 0.0447(2) 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'
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
_geom_angle_publ_flag
O1 C1 C10 123.24(13) . . ?
O1 C1 C2 118.06(13) . . ?
C10 C1 C2 118.70(12) . . ?
O2 C2 C3 124.83(13) . . ?
O2 C2 C1 115.43(12) . . ?
C3 C2 C1 119.60(13) . . ?
C2 C3 C4 120.51(14) . . ?
C2 C3 C11 119.57(14) . . ?
C4 C3 C11 119.90(13) . . ?
O3 C4 C3 121.15(15) . . ?
O3 C4 C5 118.51(14) . . ?
C3 C4 C5 120.32(12) . . ?
C6 C5 C10 119.31(14) . . ?
C6 C5 C4 120.33(14) . . ?
C10 C5 C4 120.36(13) . . ?
C5 C6 C7 119.88(16) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C8 C7 C6 120.49(17) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.37(17) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 119.58(17) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C5 120.34(14) . . ?
C9 C10 C1 120.97(14) . . ?
C5 C10 C1 118.62(13) . . ?
C12 C11 C3 113.12(17) . . ?
C12 C11 H11B 109.0 . . ?
C3 C11 H11B 109.0 . . ?
C12 C11 H11A 109.0 . . ?
C3 C11 H11A 109.0 . . ?
H11B C11 H11A 107.8 . . ?
C13 C12 C11 127.2(2) . . ?
C13 C12 H12 116.4 . . ?
C11 C12 H12 116.4 . . ?
C12 C13 C15 124.9(3) . . ?
C12 C13 C14 122.8(3) . . ?
C15 C13 C14 112.2(3) . . ?
C13 C14 H13A 109.5 . . ?
C13 C14 H13B 109.5 . . ?
H13A C14 H13B 109.5 . . ?
C13 C14 H13C 109.5 . . ?
H13A C14 H13C 109.5 . . ?
H13B C14 H13C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2 Mn1 O2 168.96(6) 7_557 . ?
O2 Mn1 O3 94.41(5) 7_557 2_655 ?
O2 Mn1 O3 93.15(5) . 2_655 ?
O2 Mn1 O3 93.15(5) 7_557 4_566 ?
O2 Mn1 O3 94.41(5) . 4_566 ?
O3 Mn1 O3 93.51(6) 2_655 4_566 ?
O2 Mn1 O1 73.30(4) 7_557 7_557 ?
O2 Mn1 O1 97.99(4) . 7_557 ?
O3 Mn1 O1 95.35(4) 2_655 7_557 ?
O3 Mn1 O1 164.32(4) 4_566 7_557 ?
O2 Mn1 O1 97.99(4) 7_557 . ?
O2 Mn1 O1 73.30(4) . . ?
O3 Mn1 O1 164.32(4) 2_655 . ?
O3 Mn1 O1 95.35(4) 4_566 . ?
O1 Mn1 O1 79.17(6) 7_557 . ?
C1 O1 Mn1 112.75(10) . . ?
C2 O2 Mn1 119.70(9) . . ?
C4 O3 Mn1 146.75(10) . 3_464 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.2241(17) . ?
C1 C10 1.472(2) . ?
C1 C2 1.517(2) . ?
C2 O2 1.2732(18) . ?
C2 C3 1.385(2) . ?
C3 C4 1.416(2) . ?
C3 C11 1.511(2) . ?
C4 O3 1.2556(16) . ?
C4 C5 1.497(2) . ?
C5 C6 1.385(2) . ?
C5 C10 1.399(2) . ?
C6 C7 1.388(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.377(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.389(2) . ?
C9 H9 0.9300 . ?
C11 C12 1.508(3) . ?
C11 H11B 0.9700 . ?
C11 H11A 0.9700 . ?
C12 C13 1.304(3) . ?
C12 H12 0.9300 . ?
C13 C15 1.455(5) . ?
C13 C14 1.500(4) . ?
C14 H13A 0.9600 . ?
C14 H13B 0.9600 . ?
C14 H13C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
Mn1 O2 2.1060(10) 7_557 ?
Mn1 O2 2.1061(10) . ?
Mn1 O3 2.1131(11) 2_655 ?
Mn1 O3 2.1131(11) 4_566 ?
Mn1 O1 2.3208(12) 7_557 ?
Mn1 O1 2.3209(12) . ?
O3 Mn1 2.1130(11) 3_464 ?
