#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:00:53 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178929 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/58/4115820.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_4115820
loop_
_publ_author_name
'Frank M. Tabellion'
'S. Russell Seidel'
'Atta M. Arif'
'Peter J. Stang'
_publ_section_title
;
 A Novel, Tunable Manganese Coordination System Based on a Flexible
 "Spacer" Unit: Noncovalent Templation Effects
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11982
_journal_page_last               11990
_journal_paper_doi               10.1021/ja0114310
_journal_volume                  123
_journal_year                    2001
_chemical_formula_sum            'C53 H40 F24 Mn2 N4 O8'
_chemical_formula_weight         1426.77
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                60.7325(15)
_cell_angle_beta                 86.7121(13)
_cell_angle_gamma                80.4379(13)
_cell_formula_units_Z            1
_cell_length_a                   10.1402(2)
_cell_length_b                   13.0837(3)
_cell_length_c                   13.3685(3)
_cell_measurement_reflns_used    19223
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      30.03
_cell_measurement_theta_min      1.02
_cell_volume                     1525.13(6)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'WinGX, Ortep3'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      200(1)
_diffrn_measured_fraction_theta_full 0.936
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measurement_device_type  'NOnius KappaCCD Diffractometer'
_diffrn_measurement_method       'Omega scan'
_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  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0519
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12547
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.50
_diffrn_standards_decay_%        <2.0
_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_T_max  0.9330
_exptl_absorpt_correction_T_min  0.8546
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_description       plate
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         8331
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0528
_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)+(0.0430P)²+0.8687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1290
_reflns_number_gt                5726
_reflns_number_total             8331
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0114310_1.cif
_cod_data_source_block           '[Mn(hfacac)2(1,3-bpyp)]2*(toluene)'
_cod_database_code               4115820
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.51670(3) 0.23738(3) 0.75569(3) 0.03966(11) Uani 1 1 d . . .
F4 F 0.08843(18) 0.52376(18) 0.8095(2) 0.1040(7) Uani 1 1 d . . .
F5 F 0.28740(19) 0.54906(18) 0.81841(19) 0.0884(6) Uani 1 1 d . . .
F6 F 0.2005(3) 0.60199(15) 0.65777(18) 0.1084(8) Uani 1 1 d . . .
F10 F 0.9198(2) 0.50410(19) 0.63338(15) 0.0925(7) Uani 1 1 d . . .
F11 F 0.94843(18) 0.36214(18) 0.59712(18) 0.0931(6) Uani 1 1 d . . .
F12 F 0.79545(16) 0.50760(16) 0.50814(13) 0.0727(5) Uani 1 1 d . . .
O1 O 0.34267(15) 0.15363(14) 0.82772(14) 0.0468(4) Uani 1 1 d . . .
O2 O 0.37983(16) 0.39216(14) 0.74027(14) 0.0493(4) Uani 1 1 d . . .
O3 O 0.60144(16) 0.24347(14) 0.90023(13) 0.0471(4) Uani 1 1 d . . .
O4 O 0.67851(16) 0.33077(15) 0.66856(13) 0.0488(4) Uani 1 1 d . . .
N1 N 0.4666(2) 0.25836(17) 0.58435(16) 0.0469(4) Uani 1 1 d . . .
N2 N 0.37300(19) -0.05426(17) 0.18949(16) 0.0449(4) Uani 1 1 d . . .
C1 C 0.4071(3) 0.1772(3) 0.5788(2) 0.0660(8) Uani 1 1 d . . .
H1 H 0.3861 0.1121 0.6486 0.079 Uiso 1 1 calc R . .
C2 C 0.3749(3) 0.1835(3) 0.4769(2) 0.0679(8) Uani 1 1 d . . .
H2 H 0.3342 0.1227 0.4778 0.081 Uiso 1 1 calc R . .
C3 C 0.4017(2) 0.2780(2) 0.3735(2) 0.0475(5) Uani 1 1 d . . .
C4 C 0.4634(2) 0.3614(2) 0.3789(2) 0.0455(5) Uani 1 1 d . . .
H4 H 0.4844 0.4278 0.3103 0.055 Uiso 1 1 calc R . .
C5 C 0.4948(2) 0.3485(2) 0.4839(2) 0.0460(5) Uani 1 1 d . . .
H5 H 0.5387 0.4067 0.4851 0.055 Uiso 1 1 calc R . .
C6 C 0.3668(3) 0.2867(2) 0.2613(2) 0.0541(6) Uani 1 1 d . . .
H6A H 0.4135 0.2153 0.2587 0.065 Uiso 1 1 calc R . .
H6B H 0.3996 0.3567 0.1977 0.065 Uiso 1 1 calc R . .
C7 C 0.2166(3) 0.2975(2) 0.2429(2) 0.0535(6) Uani 1 1 d . . .
H7A H 0.1710 0.3744 0.2344 0.064 Uiso 1 1 calc R . .
H7B H 0.1812 0.2336 0.3114 0.064 Uiso 1 1 calc R . .
C8 C 0.1843(3) 0.2891(2) 0.1369(2) 0.0532(6) Uani 1 1 d . . .
H8A H 0.0860 0.3006 0.1265 0.064 Uiso 1 1 calc R . .
H8B H 0.2192 0.3529 0.0681 0.064 Uiso 1 1 calc R . .
C9 C 0.2450(2) 0.1708(2) 0.14868(19) 0.0441(5) Uani 1 1 d . . .
C10 C 0.1931(3) 0.0688(2) 0.2222(2) 0.0561(6) Uani 1 1 d . . .
H10 H 0.1126 0.0738 0.2606 0.067 Uiso 1 1 calc R . .
C11 C 0.2579(3) -0.0399(2) 0.2398(2) 0.0559(6) Uani 1 1 d . . .
H11 H 0.2195 -0.1083 0.2901 0.067 Uiso 1 1 calc R . .
C12 C 0.4214(2) 0.0447(2) 0.11673(18) 0.0426(5) Uani 1 1 d . . .
H12 H 0.5017 0.0375 0.0788 0.051 Uiso 1 1 calc R . .
C13 C 0.3612(2) 0.1564(2) 0.09400(18) 0.0436(5) Uani 1 1 d . . .
H13 H 0.3993 0.2239 0.0407 0.052 Uiso 1 1 calc R . .
C14 C 0.2300(2) 0.1956(2) 0.84596(19) 0.0437(5) Uani 1 1 d . A .
C15 C 0.1855(2) 0.3094(2) 0.8270(2) 0.0486(5) Uani 1 1 d . . .
H15 H 0.0977 0.3278 0.8487 0.058 Uiso 1 1 calc R . .
C16 C 0.2648(2) 0.3976(2) 0.77744(19) 0.0435(5) Uani 1 1 d . . .
C17 C 0.1318(3) 0.1064(2) 0.8941(3) 0.0623(7) Uani 1 1 d . . .
F1 F 0.0606(9) 0.1091(9) 0.8245(7) 0.091(2) Uani 0.50 1 d P A 1
F2 F 0.1882(10) 0.0007(9) 0.9593(9) 0.110(4) Uani 0.50 1 d PU A 1
F3 F 0.0447(7) 0.1314(8) 0.9666(6) 0.089(2) Uani 0.50 1 d P A 1
F1' F 0.1121(11) 0.0756(11) 0.8064(10) 0.120(3) Uani 0.50 1 d P A 2
F2' F 0.1842(12) 0.0060(10) 0.9808(7) 0.076(3) Uani 0.50 1 d PU A 2
F3' F 0.0157(7) 0.1430(7) 0.9116(10) 0.141(5) Uani 0.50 1 d P A 2
C18 C 0.2085(3) 0.5186(2) 0.7660(3) 0.0598(7) Uani 1 1 d . . .
C19 C 0.6899(2) 0.2998(2) 0.89856(19) 0.0421(5) Uani 1 1 d . B .
C20 C 0.7697(2) 0.3635(2) 0.80794(19) 0.0437(5) Uani 1 1 d . . .
H20 H 0.8340 0.4020 0.8199 0.052 Uiso 1 1 calc R . .
C21 C 0.7583(2) 0.37264(19) 0.70105(18) 0.0393(5) Uani 1 1 d . . .
C22 C 0.7086(3) 0.3011(3) 1.0106(2) 0.0669(8) Uani 1 1 d . . .
F7 F 0.7181(15) 0.1960(13) 1.0986(10) 0.153(6) Uani 0.50 1 d P B 1
F8 F 0.6067(8) 0.3611(12) 1.0321(10) 0.102(4) Uani 0.50 1 d PU B 1
F9 F 0.8066(17) 0.3526(15) 1.0118(15) 0.116(5) Uani 0.50 1 d PU B 1
F7' F 0.6281(14) 0.3942(13) 1.0037(12) 0.158(6) Uani 0.50 1 d PU B 2
F8' F 0.8332(18) 0.2997(17) 1.0321(16) 0.143(7) Uani 0.50 1 d PU B 2
F9' F 0.6731(11) 0.2110(13) 1.0995(9) 0.106(5) Uani 0.50 1 d P B 2
C23 C 0.8556(2) 0.4382(2) 0.6092(2) 0.0518(6) Uani 1 1 d . . .
C24 C 0.7819(10) 0.1127(6) 0.3708(8) 0.204(7) Uani 0.50 1 d PD C 1
H24A H 0.7773 0.0569 0.3427 0.307 Uiso 0.50 1 calc PR C 1
H24B H 0.7850 0.1920 0.3055 0.307 Uiso 0.50 1 calc PR C 1
H24C H 0.7027 0.1154 0.4155 0.307 Uiso 0.50 1 calc PR C 1
C25 C 0.9091(10) 0.0718(6) 0.4474(8) 0.201(5) Uani 1 1 d RD . .
H25 H 0.8344 0.1318 0.4098 0.242 Uiso 1 1 calc R C 2
C26 C 0.9770(11) 0.0984(9) 0.5093(8) 0.204(5) Uani 1 1 d D C 2
H26 H 0.9519 0.1731 0.5064 0.244 Uiso 0.50 1 calc PR C 2
C27 C 1.0850(11) 0.0201(9) 0.5793(8) 0.351(12) Uani 1 1 d RD . 2
H27 H 1.1394 0.0269 0.6307 0.421 Uiso 1 1 calc R C 2
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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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
O4 Mn1 O1 174.37(6) . .
O4 Mn1 O2 96.08(6) . .
O1 Mn1 O2 81.47(6) . .
O4 Mn1 O3 81.64(6) . .
O1 Mn1 O3 103.00(6) . .
O2 Mn1 O3 83.04(6) . .
O4 Mn1 N2 96.88(7) . 2_656
O1 Mn1 N2 86.17(6) . 2_656
O2 Mn1 N2 165.53(6) . 2_656
O3 Mn1 N2 92.51(7) . 2_656
O4 Mn1 N1 84.81(6) . .
O1 Mn1 N1 90.45(7) . .
O2 Mn1 N1 97.12(7) . .
O3 Mn1 N1 166.39(6) . .
N2 Mn1 N1 90.44(7) 2_656 .
C14 O1 Mn1 130.17(15) . .
C16 O2 Mn1 128.99(14) . .
C19 O3 Mn1 128.28(14) . .
C21 O4 Mn1 130.43(14) . .
C1 N1 C5 116.3(2) . .
C1 N1 Mn1 120.06(16) . .
C5 N1 Mn1 123.63(15) . .
C12 N2 C11 116.3(2) . .
C12 N2 Mn1 123.65(15) . 2_656
C11 N2 Mn1 119.64(16) . 2_656
N1 C1 C2 123.3(2) . .
C1 C2 C3 120.2(2) . .
C4 C3 C2 116.6(2) . .
C4 C3 C6 122.4(2) . .
C2 C3 C6 121.0(2) . .
C3 C4 C5 120.1(2) . .
N1 C5 C4 123.5(2) . .
C3 C6 C7 113.2(2) . .
C6 C7 C8 112.5(2) . .
C9 C8 C7 111.1(2) . .
C10 C9 C13 116.5(2) . .
C10 C9 C8 121.3(2) . .
C13 C9 C8 122.0(2) . .
C11 C10 C9 120.1(2) . .
N2 C11 C10 123.3(2) . .
N2 C12 C13 123.4(2) . .
C12 C13 C9 120.1(2) . .
O1 C14 C15 128.3(2) . .
O1 C14 C17 113.5(2) . .
C15 C14 C17 118.2(2) . .
C14 C15 C16 122.1(2) . .
O2 C16 C15 128.5(2) . .
O2 C16 C18 113.6(2) . .
C15 C16 C18 117.8(2) . .
F1 C17 F3' 73.5(6) . .
F1 C17 F2 110.3(8) . .
F3' C17 F2 121.2(7) . .
F1 C17 F2' 121.3(7) . .
F3' C17 F2' 113.0(7) . .
F2 C17 F2' 14.5(10) . .
F1 C17 F3 104.8(5) . .
F3' C17 F3 32.1(6) . .
F2 C17 F3 103.3(7) . .
F2' C17 F3 90.7(7) . .
F1 C17 F1' 30.3(6) . .
F3' C17 F1' 103.2(7) . .
F2 C17 F1' 89.9(8) . .
F2' C17 F1' 103.9(7) . .
F3 C17 F1' 133.0(5) . .
F1 C17 C14 115.3(5) . .
F3' C17 C14 117.1(4) . .
F2 C17 C14 113.0(5) . .
F2' C17 C14 111.8(5) . .
F3 C17 C14 109.1(4) . .
F1' C17 C14 106.3(5) . .
F6 C18 F5 106.2(2) . .
F6 C18 F4 107.7(3) . .
F5 C18 F4 106.6(2) . .
F6 C18 C16 110.9(2) . .
F5 C18 C16 111.1(2) . .
F4 C18 C16 114.0(2) . .
O3 C19 C20 128.6(2) . .
O3 C19 C22 114.6(2) . .
C20 C19 C22 116.8(2) . .
C21 C20 C19 122.1(2) . .
O4 C21 C20 128.20(19) . .
O4 C21 C23 113.46(19) . .
C20 C21 C23 118.31(19) . .
F9' C22 F7 20.9(11) . .
F9' C22 F9 123.5(9) . .
F7 C22 F9 110.4(10) . .
F9' C22 F8 84.6(9) . .
F7 C22 F8 103.8(9) . .
F9 C22 F8 102.5(9) . .
F9' C22 F8' 105.0(10) . .
F7 C22 F8' 87.3(11) . .
F9 C22 F8' 27.7(14) . .
F8 C22 F8' 124.4(9) . .
F9' C22 F7' 105.7(9) . .
F7 C22 F7' 123.9(9) . .
F9 C22 F7' 87.0(10) . .
F8 C22 F7' 21.6(10) . .
F8' C22 F7' 113.0(10) . .
F9' C22 C19 113.4(6) . .
F7 C22 C19 111.9(7) . .
F9 C22 C19 114.7(8) . .
F8 C22 C19 112.6(5) . .
F8' C22 C19 112.8(8) . .
F7' C22 C19 106.9(6) . .
F11 C23 F12 106.8(2) . .
F11 C23 F10 106.1(2) . .
F12 C23 F10 107.6(2) . .
F11 C23 C21 110.4(2) . .
F12 C23 C21 112.02(19) . .
F10 C23 C21 113.6(2) . .
C26 C25 C27 138.1(9) . 2_756
C26 C25 C24 143.5(6) . .
C27 C25 C24 78.3(9) 2_756 .
C25 C26 C27 121.7(6) . .
C26 C27 C25 100.1(9) . 2_756
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O4 2.1441(15) .
Mn1 O1 2.1582(15) .
Mn1 O2 2.1818(16) .
Mn1 O3 2.2006(16) .
Mn1 N2 2.2395(19) 2_656
Mn1 N1 2.2477(19) .
F4 C18 1.325(3) .
F5 C18 1.317(3) .
F6 C18 1.316(3) .
F10 C23 1.325(3) .
F11 C23 1.315(3) .
F12 C23 1.316(3) .
O1 C14 1.247(3) .
O2 C16 1.246(3) .
O3 C19 1.245(3) .
O4 C21 1.250(3) .
N1 C1 1.338(3) .
N1 C5 1.340(3) .
N2 C12 1.338(3) .
N2 C11 1.346(3) .
N2 Mn1 2.2395(19) 2_656
C1 C2 1.380(4) .
C2 C3 1.382(4) .
C3 C4 1.377(3) .
C3 C6 1.506(3) .
C4 C5 1.379(3) .
C6 C7 1.529(3) .
C7 C8 1.531(3) .
C8 C9 1.502(3) .
C9 C10 1.384(3) .
C9 C13 1.385(3) .
C10 C11 1.374(4) .
C12 C13 1.376(3) .
C14 C15 1.381(3) .
C14 C17 1.532(3) .
C15 C16 1.385(3) .
C16 C18 1.526(3) .
C17 F1 1.194(8) .
C17 F3' 1.249(7) .
C17 F2 1.271(11) .
C17 F2' 1.304(10) .
C17 F3 1.393(8) .
C17 F1' 1.446(10) .
C19 C20 1.394(3) .
C19 C22 1.529(3) .
C20 C21 1.385(3) .
C21 C23 1.526(3) .
C22 F9' 1.287(11) .
C22 F7 1.293(13) .
C22 F9 1.294(15) .
C22 F8 1.297(10) .
C22 F8' 1.307(17) .
C22 F7' 1.314(14) .
C24 C25 1.5447 .
C25 C26 1.306(12) .
C25 C27 1.405(11) 2_756
C26 C27 1.3900 .
C27 C25 1.405(11) 2_756
