#------------------------------------------------------------------------------
#$Date: 2017-09-25 02:10:39 +0300 (Mon, 25 Sep 2017) $
#$Revision: 201211 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/19/4301916.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_4301916
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                   13.2486(1)
_cell_length_b                   13.2486(1)
_cell_length_c                   14.6401(1)
_cell_measurement_reflns_used    2543
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      22.4
_cell_measurement_theta_min      10.5
_cell_volume                     2569.71(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      125(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0234
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            38815
_diffrn_reflns_theta_full        32.56
_diffrn_reflns_theta_max         32.56
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_T_max  0.9228
_exptl_absorpt_correction_T_min  0.7877
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red-brown
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1116
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.013(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         4634
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0278
_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)+(0.0443P)²+0.2246P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0730
_reflns_number_gt                4337
_reflns_number_total             4634
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic8015194_si_003.cif
_cod_data_source_block           Mn-Lap2_125K
_cod_database_code               4301916
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 0.41695(8) 0.59892(7) 0.89929(8) 0.01622(18) Uani 1 1 d . . .
C2 C 0.41811(8) 0.70033(8) 0.94691(8) 0.01547(18) Uani 1 1 d . . .
C3 C 0.34473(8) 0.77186(8) 0.92579(8) 0.01623(18) Uani 1 1 d . . .
C4 C 0.25956(8) 0.74431(8) 0.87246(7) 0.01584(17) Uani 1 1 d . . .
C5 C 0.24657(8) 0.63782(8) 0.84034(7) 0.01589(18) Uani 1 1 d . . .
C6 C 0.15643(8) 0.60747(9) 0.80028(8) 0.0202(2) Uani 1 1 d . . .
H6 H 0.1044 0.6537 0.7923 0.024 Uiso 1 1 calc R . .
C7 C 0.14404(9) 0.50760(9) 0.77204(9) 0.0241(2) Uani 1 1 d . . .
H7 H 0.0830 0.4871 0.7468 0.029 Uiso 1 1 calc R . .
C8 C 0.22258(9) 0.43842(9) 0.78149(9) 0.0242(2) Uani 1 1 d . . .
H8 H 0.2141 0.3722 0.7619 0.029 Uiso 1 1 calc R . .
C9 C 0.31341(9) 0.46845(9) 0.82009(8) 0.0214(2) Uani 1 1 d . . .
H9 H 0.3663 0.4227 0.8255 0.026 Uiso 1 1 calc R . .
C10 C 0.32509(8) 0.56742(8) 0.85070(8) 0.01638(18) Uani 1 1 d . . .
C11 C 0.35627(8) 0.87878(8) 0.95970(8) 0.0201(2) Uani 1 1 d . . .
H11A H 0.4258 0.9000 0.9514 0.024 Uiso 1 1 calc R . .
H11B H 0.3139 0.9229 0.9233 0.024 Uiso 1 1 calc R . .
C12 C 0.32821(9) 0.89019(10) 1.05891(9) 0.0266(2) Uani 1 1 d . . .
H12 H 0.3536 0.8418 1.0988 0.032 Uiso 1 1 calc R . .
C13 C 0.27093(11) 0.96216(10) 1.09566(11) 0.0328(3) Uani 1 1 d . . .
C14 C 0.22043(15) 1.04448(12) 1.04417(17) 0.0569(6) Uani 1 1 d . . .
H14A H 0.2514 1.1078 1.0592 0.085 Uiso 1 1 calc R . .
H14B H 0.1502 1.0465 1.0602 0.085 Uiso 1 1 calc R . .
H14C H 0.2270 1.0323 0.9798 0.085 Uiso 1 1 calc R . .
C15 C 0.25104(15) 0.96497(15) 1.19677(13) 0.0529(5) Uani 1 1 d . . .
H15A H 0.2870 0.9110 1.2260 0.079 Uiso 1 1 calc R . .
H15C H 0.1800 0.9574 1.2077 0.079 Uiso 1 1 calc R . .
H15B H 0.2735 1.0284 1.2211 0.079 Uiso 1 1 calc R . .
Mn1 Mn 0.613899(11) 0.613899(11) 1.0000 0.01562(6) Uani 1 2 d S . .
O1 O 0.49278(6) 0.54563(6) 0.90460(6) 0.02061(16) Uani 1 1 d . . .
O2 O 0.49235(5) 0.71612(6) 1.00027(6) 0.01909(14) Uani 1 1 d . . .
O3 O 0.19195(6) 0.80761(6) 0.85375(6) 0.02006(15) 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 122.93(10) . . ?
O1 C1 C2 118.16(10) . . ?
C10 C1 C2 118.90(9) . . ?
O2 C2 C3 124.31(10) . . ?
O2 C2 C1 115.86(9) . . ?
C3 C2 C1 119.65(10) . . ?
C2 C3 C4 120.13(10) . . ?
C2 C3 C11 119.68(10) . . ?
C4 C3 C11 120.19(9) . . ?
O3 C4 C3 120.97(11) . . ?
O3 C4 C5 118.58(10) . . ?
C3 C4 C5 120.42(9) . . ?
C6 C5 C10 119.31(10) . . ?
C6 C5 C4 120.26(10) . . ?
C10 C5 C4 120.43(10) . . ?
C5 C6 C7 120.01(10) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 C6 120.42(11) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C7 119.96(11) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 119.78(10) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C9 C10 C5 120.48(10) . . ?
C9 C10 C1 120.96(10) . . ?
C5 C10 C1 118.46(9) . . ?
C12 C11 C3 112.72(11) . . ?
C12 C11 H11A 109.0 . . ?
C3 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C3 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C11 126.99(13) . . ?
C13 C12 H12 116.5 . . ?
C11 C12 H12 116.5 . . ?
C12 C13 C14 125.26(15) . . ?
C12 C13 C15 121.01(16) . . ?
C14 C13 C15 113.73(14) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15C C15 H15B 109.5 . . ?
O2 Mn1 O2 170.13(4) 7_557 . ?
O2 Mn1 O3 93.39(4) 7_557 2_655 ?
O2 Mn1 O3 93.46(3) . 2_655 ?
O2 Mn1 O3 93.46(3) 7_557 4_566 ?
O2 Mn1 O3 93.39(4) . 4_566 ?
O3 Mn1 O3 92.01(4) 2_655 4_566 ?
O2 Mn1 O1 73.84(3) 7_557 7_557 ?
O2 Mn1 O1 98.41(3) . 7_557 ?
O3 Mn1 O1 95.63(3) 2_655 7_557 ?
O3 Mn1 O1 165.51(3) 4_566 7_557 ?
O2 Mn1 O1 98.41(3) 7_557 . ?
O2 Mn1 O1 73.84(3) . . ?
O3 Mn1 O1 165.51(3) 2_655 . ?
O3 Mn1 O1 95.62(3) 4_566 . ?
O1 Mn1 O1 79.74(4) 7_557 . ?
C1 O1 Mn1 112.36(7) . . ?
C2 O2 Mn1 118.97(7) . . ?
C4 O3 Mn1 146.53(7) . 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 1.2304(12) . ?
C1 C10 1.4701(15) . ?
C1 C2 1.5137(15) . ?
C2 O2 1.2733(13) . ?
C2 C3 1.3924(14) . ?
C3 C4 1.4199(15) . ?
C3 C11 1.5088(15) . ?
C4 O3 1.2572(12) . ?
C4 C5 1.4971(15) . ?
C5 C6 1.3899(15) . ?
C5 C10 1.4054(14) . ?
C6 C7 1.3959(17) . ?
C6 H6 0.9300 . ?
C7 C8 1.3934(17) . ?
C7 H7 0.9300 . ?
C8 C9 1.3878(17) . ?
C8 H8 0.9300 . ?
C9 C10 1.3943(15) . ?
C9 H9 0.9300 . ?
C11 C12 1.5069(17) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.3321(18) . ?
C12 H12 0.9300 . ?
C13 C14 1.485(3) . ?
C13 C15 1.504(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15C 0.9600 . ?
C15 H15B 0.9600 . ?
Mn1 O2 2.1042(7) 7_557 ?
Mn1 O2 2.1042(7) . ?
Mn1 O3 2.1114(8) 2_655 ?
Mn1 O3 2.1114(8) 4_566 ?
Mn1 O1 2.3117(9) 7_557 ?
Mn1 O1 2.3117(9) . ?
O3 Mn1 2.1113(8) 3_464 ?
