#------------------------------------------------------------------------------
#$Date: 2017-09-25 02:10:39 +0300 (Mon, 25 Sep 2017) $
#$Revision: 201211 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/19/4301915.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_4301915
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                   13.2925(4)
_cell_length_b                   13.2925(4)
_cell_length_c                   14.6653(4)
_cell_measurement_reflns_used    2270
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      20.1
_cell_measurement_theta_min      10.6
_cell_volume                     2591.22(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  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0155
_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            36274
_diffrn_reflns_theta_full        29.57
_diffrn_reflns_theta_max         29.57
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    0.552
_exptl_absorpt_correction_T_max  0.9218
_exptl_absorpt_correction_T_min  0.7853
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red-brown
_exptl_crystal_density_diffrn    1.378
_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         0.257
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.001(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         3644
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0249
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0362P)²+0.4295P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0654
_refine_ls_wR_factor_ref         0.0669
_reflns_number_gt                3483
_reflns_number_total             3644
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic8015194_si_002.cif
_cod_data_source_block           Mn-Lap2_197K
_cod_database_code               4301915
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
Mn1 Mn 0.616096(13) 0.616096(13) 1.0000 0.02313(7) Uani 1 2 d S . .
O1 O 0.49523(7) 0.54751(7) 0.90478(7) 0.0305(2) Uani 1 1 d . . .
O3 O 0.69308(7) 0.69427(7) 1.10412(6) 0.02958(18) Uani 1 1 d . . .
O2 O 0.49458(6) 0.71749(6) 0.99985(7) 0.02788(17) Uani 1 1 d . . .
C14 C 0.2245(2) 1.04532(17) 1.0418(2) 0.0926(10) Uani 1 1 d . . .
H14A H 0.2597 1.1071 1.0533 0.139 Uiso 1 1 calc R . .
H14B H 0.1555 1.0523 1.0601 0.139 Uiso 1 1 calc R . .
H14C H 0.2275 1.0299 0.9779 0.139 Uiso 1 1 calc R . .
C15 C 0.2489(2) 0.9674(2) 1.19444(16) 0.0806(8) Uani 1 1 d . . .
H15A H 0.2807 0.9118 1.2246 0.121 Uiso 1 1 calc R . .
H15B H 0.1775 0.9637 1.2034 0.121 Uiso 1 1 calc R . .
H15C H 0.2739 1.0293 1.2194 0.121 Uiso 1 1 calc R . .
C13 C 0.27187(14) 0.96329(14) 1.09419(13) 0.0492(4) Uani 1 1 d . . .
C12 C 0.32700(12) 0.89072(13) 1.05872(10) 0.0408(3) Uani 1 1 d . . .
H12 H 0.3497 0.8415 1.0989 0.049 Uiso 1 1 calc R . .
C8 C 0.22612(12) 0.43959(11) 0.78248(10) 0.0369(3) Uani 1 1 d . . .
H8 H 0.2180 0.3736 0.7628 0.044 Uiso 1 1 calc R . .
C7 C 0.14783(11) 0.50754(12) 0.77345(10) 0.0364(3) Uani 1 1 d . . .
H7 H 0.0871 0.4867 0.7483 0.044 Uiso 1 1 calc R . .
C9 C 0.31650(11) 0.46956(10) 0.82069(9) 0.0314(3) Uani 1 1 d . . .
H9 H 0.3695 0.4242 0.8257 0.038 Uiso 1 1 calc R . .
C6 C 0.15933(10) 0.60701(11) 0.80174(9) 0.0302(2) Uani 1 1 d . . .
H6 H 0.1071 0.6527 0.7940 0.036 Uiso 1 1 calc R . .
C11 C 0.35725(10) 0.87870(10) 0.96013(9) 0.0300(2) Uani 1 1 d . . .
H11A H 0.4267 0.8996 0.9530 0.036 Uiso 1 1 calc R . .
H11B H 0.3159 0.9225 0.9228 0.036 Uiso 1 1 calc R . .
C1 C 0.41930(9) 0.60008(9) 0.89973(8) 0.0236(2) Uani 1 1 d . . .
C10 C 0.32763(9) 0.56830(9) 0.85164(8) 0.0237(2) Uani 1 1 d . . .
C3 C 0.34631(9) 0.77173(9) 0.92656(8) 0.0235(2) Uani 1 1 d . . .
C5 C 0.24903(9) 0.63765(9) 0.84157(8) 0.0232(2) Uani 1 1 d . . .
C4 C 0.75586(9) 0.76168(9) 1.12334(7) 0.0227(2) Uani 1 1 d . . .
C2 C 0.42014(9) 0.70141(9) 0.94716(8) 0.0226(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
O2 Mn1 O2 169.68(5) 7_557 . ?
O2 Mn1 O3 93.82(4) 7_557 . ?
O2 Mn1 O3 93.30(4) . . ?
O2 Mn1 O3 93.30(4) 7_557 7_557 ?
O2 Mn1 O3 93.82(4) . 7_557 ?
O3 Mn1 O3 92.63(5) . 7_557 ?
O2 Mn1 O1 98.21(3) 7_557 . ?
O2 Mn1 O1 73.67(3) . . ?
O3 Mn1 O1 165.03(4) . . ?
O3 Mn1 O1 95.52(4) 7_557 . ?
O2 Mn1 O1 73.67(3) 7_557 7_557 ?
O2 Mn1 O1 98.21(3) . 7_557 ?
O3 Mn1 O1 95.52(4) . 7_557 ?
O3 Mn1 O1 165.03(4) 7_557 7_557 ?
O1 Mn1 O1 79.48(5) . 7_557 ?
C1 O1 Mn1 112.46(8) . . ?
C4 O3 Mn1 146.62(8) . . ?
C2 O2 Mn1 119.32(8) . . ?
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 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C13 C14 124.92(19) . . ?
C12 C13 C15 121.7(2) . . ?
C14 C13 C15 113.35(19) . . ?
C13 C12 C11 127.12(17) . . ?
C13 C12 H12 116.4 . . ?
C11 C12 H12 116.4 . . ?
C9 C8 C7 120.23(13) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C7 C6 120.53(13) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C8 C9 C10 119.60(13) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C5 C6 C7 119.83(12) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C12 C11 C3 112.70(13) . . ?
C12 C11 H11A 109.1 . . ?
C3 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C3 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
O1 C1 C10 123.09(11) . . ?
O1 C1 C2 118.12(11) . . ?
C10 C1 C2 118.79(10) . . ?
C9 C10 C5 120.33(12) . . ?
C9 C10 C1 120.92(11) . . ?
C5 C10 C1 118.66(11) . . ?
C2 C3 C4 120.43(11) . 3_464 ?
C2 C3 C11 119.62(11) . . ?
C4 C3 C11 119.94(11) 3_464 . ?
C6 C5 C10 119.44(11) . . ?
C6 C5 C4 120.25(11) . 3_464 ?
C10 C5 C4 120.31(11) . 3_464 ?
O3 C4 C3 121.17(12) . 2_655 ?
O3 C4 C5 118.51(12) . 2_655 ?
C3 C4 C5 120.29(10) 2_655 2_655 ?
O2 C2 C3 124.62(11) . . ?
O2 C2 C1 115.67(10) . . ?
C3 C2 C1 119.55(11) . . ?
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
Mn1 O2 2.1037(9) 7_557 ?
Mn1 O2 2.1037(9) . ?
Mn1 O3 2.1115(9) . ?
Mn1 O3 2.1115(9) 7_557 ?
Mn1 O1 2.3157(10) . ?
Mn1 O1 2.3157(10) 7_557 ?
O1 C1 1.2298(14) . ?
O3 C4 1.2565(14) . ?
O2 C2 1.2736(15) . ?
C14 C13 1.475(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C13 1.503(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C13 C12 1.318(2) . ?
C12 C11 1.509(2) . ?
C12 H12 0.9300 . ?
C8 C9 1.384(2) . ?
C8 C7 1.384(2) . ?
C8 H8 0.9300 . ?
C7 C6 1.394(2) . ?
C7 H7 0.9300 . ?
C9 C10 1.3967(17) . ?
C9 H9 0.9300 . ?
C6 C5 1.3887(17) . ?
C6 H6 0.9300 . ?
C11 C3 1.5117(18) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 C10 1.4699(17) . ?
C1 C2 1.5159(16) . ?
C10 C5 1.4012(16) . ?
C3 C2 1.3886(17) . ?
C3 C4 1.4175(17) 3_464 ?
C5 C4 1.4996(17) 3_464 ?
C4 C3 1.4174(17) 2_655 ?
C4 C5 1.4996(17) 2_655 ?
