#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:53:20 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179429 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/26/4332647.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4332647
loop_
_publ_author_name
'Szigyártó, Imola Cs.'
'Simándi, László I.'
'Párkányi, László'
'Korecz, László'
'Schlosser, Gitta'
_publ_section_title
;
 Biomimetic Oxidation of 3,5-Di-tert-butylcatechol by Dioxygen via
 Mn-Enhanced Base Catalysis
;
_journal_issue                   18
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7480
_journal_page_last               7487
_journal_paper_doi               10.1021/ic060618v
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C36 H42 B Mn N5 O2'
_chemical_formula_weight         642.50
_chemical_name_systematic
;                                                                               
 ?                                                                              
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 112.52(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.143(1)
_cell_length_b                   14.226(2)
_cell_length_c                   17.800(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17.69
_cell_measurement_theta_min      14.97
_cell_volume                     3308.2(7)
_computing_cell_refinement       'CAD4 Express'
_computing_data_collection       'CAD4 Express'
_computing_data_reduction        'XCAD4 (Harms 1996)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'CU k\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_sigmaI/netI    0.2346
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4849
_diffrn_reflns_theta_full        58.30
_diffrn_reflns_theta_max         58.30
_diffrn_reflns_theta_min         3.38
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.552
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8202
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
 North A.C., Philips, D.C. and Mathews, F. (1968) Acta Cryst.
 A24 350-359.
;
_exptl_crystal_colour            'orange red'
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.786
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         4551
_refine_ls_number_restraints     22
_refine_ls_restrained_S_all      0.784
_refine_ls_R_factor_all          0.1756
_refine_ls_R_factor_gt           0.0569
_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)+(0.0632P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1363
_reflns_number_gt                1764
_reflns_number_total             4551
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic060618vsup1.cif
_cod_data_source_block           simn
_cod_original_cell_volume        3308.2(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4332647
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y+1/2, z+1/2'
'-x, -y, -z'
'-x, y-1/2, -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
Mn1 Mn 0.62394(7) 0.41588(7) 0.54112(6) 0.0404(3) Uani 1 1 d .
O1 O 0.4997(3) 0.4780(4) 0.6611(3) 0.0646(15) Uani 1 1 d .
H1O H 0.455(5) 0.459(5) 0.631(5) 0.084 Uiso 1 1 d .
O2 O 0.3869(3) 0.4498(2) 0.5108(2) 0.0428(11) Uani 1 1 d .
N1 N 0.7548(4) 0.3921(4) 0.4934(3) 0.0608(16) Uani 1 1 d D
H1X H 0.7295 0.4342 0.4519 0.079 Uiso 0.186(12) 1 d PR
H1 H 0.7637 0.4443 0.4673 0.079 Uiso 0.814(12) 1 d PR
N2 N 0.7699(4) 0.4415(3) 0.6464(3) 0.0472(14) Uani 1 1 d .
N3 N 0.5913(4) 0.4707(3) 0.6523(3) 0.0456(14) Uani 1 1 d .
N4 N 0.4534(3) 0.3929(4) 0.4927(3) 0.0407(13) Uani 1 1 d .
N5 N 0.5858(4) 0.2835(3) 0.4712(3) 0.0485(15) Uani 1 1 d .
C1 C 0.6689(5) 0.2392(5) 0.4558(5) 0.075(2) Uani 1 1 d .
H1A H 0.6413 0.1982 0.4089 0.097 Uiso 1 1 calc R
H1B H 0.7094 0.2013 0.5023 0.097 Uiso 1 1 calc R
C2 C 0.7339(6) 0.3110(6) 0.4408(6) 0.110(3) Uani 1 1 d .
H2A H 0.7985 0.2822 0.4467 0.143 Uiso 1 1 calc R
H2B H 0.7012 0.3321 0.3849 0.143 Uiso 1 1 calc R
C3X C 0.844(2) 0.451(2) 0.5424(7) 0.081(7) Uani 0.186(12) 1 d PDU
H3X1 H 0.8864 0.3963 0.5447 0.105 Uiso 0.186(12) 1 d PR
H3X2 H 0.8686 0.5022 0.5191 0.105 Uiso 0.186(12) 1 d PR
C3 C 0.8497(6) 0.3706(8) 0.5650(6) 0.081(4) Uani 0.814(12) 1 d PDU
H3A H 0.9088 0.3737 0.5501 0.106 Uiso 0.814(12) 1 d PR
H3B H 0.8459 0.3076 0.5846 0.106 Uiso 0.814(12) 1 d PR
C4 C 0.8622(5) 0.4407(5) 0.6300(4) 0.067(2) Uani 1 1 d D
H4A H 0.8792 0.5051 0.6224 0.088 Uiso 1 1 d R
H4B H 0.9178 0.4162 0.6773 0.088 Uiso 1 1 d R
C5 C 0.7676(5) 0.4851(4) 0.7081(4) 0.0503(18) Uani 1 1 d .
C5A C 0.8562(5) 0.5365(5) 0.7705(4) 0.090(3) Uani 1 1 d .
H5A1 H 0.8913 0.4952 0.8151 0.126 Uiso 1 1 calc R
H5A2 H 0.8311 0.5901 0.7899 0.126 Uiso 1 1 calc R
H5A3 H 0.9026 0.5570 0.7461 0.126 Uiso 1 1 calc R
C6 C 0.6690(6) 0.4900(4) 0.7178(4) 0.0559(19) Uani 1 1 d .
C6A C 0.6578(6) 0.5117(6) 0.7968(4) 0.111(3) Uani 1 1 d .
H6A1 H 0.6376 0.5762 0.7967 0.156 Uiso 1 1 calc R
H6A2 H 0.7220 0.5014 0.8412 0.156 Uiso 1 1 calc R
H6A3 H 0.6066 0.4715 0.8027 0.156 Uiso 1 1 calc R
C7 C 0.4155(5) 0.3175(4) 0.4522(4) 0.0439(17) Uani 1 1 d .
C7A C 0.3053(4) 0.2906(4) 0.4222(4) 0.074(2) Uani 1 1 d .
H7A1 H 0.2722 0.3255 0.4513 0.103 Uiso 1 1 calc R
H7A2 H 0.2996 0.2245 0.4308 0.103 Uiso 1 1 calc R
H7A3 H 0.2731 0.3043 0.3652 0.103 Uiso 1 1 calc R
C8 C 0.4928(6) 0.2607(4) 0.4349(4) 0.0485(17) Uani 1 1 d .
C8A C 0.4549(5) 0.1825(5) 0.3734(4) 0.094(3) Uani 1 1 d .
H8A1 H 0.4763 0.1940 0.3291 0.131 Uiso 1 1 calc R
H8A2 H 0.3815 0.1799 0.3531 0.131 Uiso 1 1 calc R
H8A3 H 0.4827 0.1237 0.3987 0.131 Uiso 1 1 calc R
B1 B 0.7946(5) 0.0718(5) 0.7216(4) 0.0354(17) Uani 1 1 d .
C1P C 0.6798(4) 0.1213(4) 0.6861(4) 0.0403(16) Uani 1 1 d .
C2P C 0.6000(4) 0.0797(5) 0.6225(4) 0.0569(18) Uani 1 1 d .
H2P H 0.6150 0.0275 0.5975 0.074 Uiso 1 1 calc R
C3P C 0.4989(5) 0.1110(5) 0.5936(4) 0.065(2) Uani 1 1 d .
H3P H 0.4485 0.0790 0.5517 0.085 Uiso 1 1 calc R
C4P C 0.4742(6) 0.1890(6) 0.6271(5) 0.070(2) Uani 1 1 d .
H4P H 0.4069 0.2100 0.6091 0.091 Uiso 1 1 calc R
C5P C 0.5513(6) 0.2358(5) 0.6882(5) 0.072(2) Uani 1 1 d .
H5P H 0.5364 0.2905 0.7101 0.093 Uiso 1 1 calc R
C6P C 0.6509(5) 0.2021(5) 0.7171(4) 0.063(2) Uani 1 1 d .
H6P H 0.7009 0.2346 0.7590 0.081 Uiso 1 1 calc R
C7P C 0.8327(4) 0.0606(4) 0.6449(3) 0.0367(15) Uani 1 1 d .
C8P C 0.7918(5) -0.0113(4) 0.5873(4) 0.0517(18) Uani 1 1 d .
H8P H 0.7462 -0.0543 0.5942 0.067 Uiso 1 1 calc R
C9P C 0.8187(5) -0.0186(5) 0.5204(4) 0.060(2) Uani 1 1 d .
H9P H 0.7904 -0.0664 0.4829 0.077 Uiso 1 1 calc R
C10P C 0.8855(6) 0.0426(6) 0.5083(4) 0.068(2) Uani 1 1 d .
H10P H 0.9016 0.0375 0.4625 0.089 Uiso 1 1 calc R
C11P C 0.9290(5) 0.1123(5) 0.5653(4) 0.062(2) Uani 1 1 d .
H11P H 0.9770 0.1532 0.5593 0.081 Uiso 1 1 calc R
C12P C 0.9009(4) 0.1206(4) 0.6307(4) 0.0492(18) Uani 1 1 d .
H12P H 0.9293 0.1692 0.6674 0.064 Uiso 1 1 calc R
C13P C 0.8770(4) 0.1346(4) 0.7963(4) 0.0384(16) Uani 1 1 d .
C14P C 0.9380(4) 0.0952(5) 0.8713(4) 0.0491(17) Uani 1 1 d .
H14P H 0.9291 0.0324 0.8817 0.064 Uiso 1 1 calc R
C15P C 1.0110(5) 0.1481(6) 0.9302(4) 0.063(2) Uani 1 1 d .
H15P H 1.0514 0.1192 0.9787 0.082 Uiso 1 1 calc R
C16P C 1.0264(6) 0.2404(7) 0.9204(5) 0.080(3) Uani 1 1 d .
H16P H 1.0752 0.2743 0.9618 0.104 Uiso 1 1 calc R
C17P C 0.9676(6) 0.2837(5) 0.8470(5) 0.075(2) Uani 1 1 d .
H17P H 0.9766 0.3468 0.8380 0.098 Uiso 1 1 calc R
C18P C 0.8944(5) 0.2287(5) 0.7871(4) 0.0573(19) Uani 1 1 d .
H18P H 0.8551 0.2575 0.7382 0.074 Uiso 1 1 calc R
C19P C 0.7851(4) -0.0312(4) 0.7603(3) 0.0345(15) Uani 1 1 d .
C20P C 0.8518(4) -0.1037(4) 0.7632(3) 0.0431(16) Uani 1 1 d .
H20P H 0.8967 -0.0959 0.7368 0.056 Uiso 1 1 calc R
C21P C 0.8543(5) -0.1877(4) 0.8041(4) 0.0512(18) Uani 1 1 d .
H21P H 0.8994 -0.2353 0.8040 0.067 Uiso 1 1 calc R
C22P C 0.7891(5) -0.1997(5) 0.8447(4) 0.0581(19) Uani 1 1 d .
H22P H 0.7909 -0.2551 0.8730 0.076 Uiso 1 1 calc R
C23P C 0.7222(5) -0.1300(5) 0.8430(4) 0.0526(18) Uani 1 1 d .
H23P H 0.6786 -0.1381 0.8705 0.068 Uiso 1 1 calc R
C24P C 0.7184(4) -0.0472(4) 0.8009(4) 0.0426(16) Uani 1 1 d .
H24P H 0.6709 -0.0013 0.7994 0.055 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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
O2 Mn1 N5 124.51(16) 3_666 .
O2 Mn1 N2 96.26(16) 3_666 .
N5 Mn1 N2 124.23(19) . .
O2 Mn1 N4 94.42(15) 3_666 .
N5 Mn1 N4 70.48(19) . .
N2 Mn1 N4 149.20(19) . .
O2 Mn1 N3 93.71(16) 3_666 .
N5 Mn1 N3 132.75(19) . .
N2 Mn1 N3 69.6(2) . .
N4 Mn1 N3 80.93(18) . .
O2 Mn1 N1 84.61(17) 3_666 .
N5 Mn1 N1 74.22(19) . .
N2 Mn1 N1 73.8(2) . .
N4 Mn1 N1 136.1(2) . .
N3 Mn1 N1 143.0(2) . .
N4 O2 Mn1 112.0(3) . 3_666
C2 N1 C3X 138.2(17) . .
C2 N1 C3 106.6(6) . .
C3X N1 C3 47.7(13) . .
C2 N1 Mn1 111.0(4) . .
C3X N1 Mn1 108.6(13) . .
C3 N1 Mn1 107.4(4) . .
C5 N2 C4 120.2(6) . .
C5 N2 Mn1 118.9(4) . .
C4 N2 Mn1 116.7(4) . .
C6 N3 O1 113.4(5) . .
C6 N3 Mn1 117.5(5) . .
O1 N3 Mn1 128.8(4) . .
C7 N4 O2 116.6(5) . .
C7 N4 Mn1 119.3(4) . .
O2 N4 Mn1 123.7(3) . .
C8 N5 C1 123.4(6) . .
C8 N5 Mn1 119.3(4) . .
C1 N5 Mn1 115.9(4) . .
N5 C1 C2 110.0(6) . .
N1 C2 C1 115.2(7) . .
N1 C3X C4 109.2(7) . .
N1 C3 C4 109.2(6) . .
N2 C4 C3 108.4(6) . .
N2 C4 C3X 113.9(13) . .
C3 C4 C3X 47.7(13) . .
N2 C5 C6 117.6(6) . .
N2 C5 C5A 125.6(7) . .
C6 C5 C5A 116.6(7) . .
N3 C6 C5 113.7(6) . .
N3 C6 C6A 122.0(6) . .
C5 C6 C6A 124.3(7) . .
N4 C7 C8 112.8(5) . .
N4 C7 C7A 124.5(6) . .
C8 C7 C7A 122.6(6) . .
N5 C8 C7 117.3(6) . .
N5 C8 C8A 124.8(6) . .
C7 C8 C8A 117.9(6) . .
C19P B1 C13P 106.8(5) . .
C19P B1 C7P 111.3(5) . .
C13P B1 C7P 111.3(5) . .
C19P B1 C1P 108.2(4) . .
C13P B1 C1P 111.3(5) . .
C7P B1 C1P 107.9(5) . .
C2P C1P C6P 113.7(6) . .
C2P C1P B1 120.1(5) . .
C6P C1P B1 126.1(6) . .
C1P C2P C3P 124.3(6) . .
C4P C3P C2P 119.7(7) . .
C3P C4P C5P 118.6(7) . .
C4P C5P C6P 120.6(7) . .
C5P C6P C1P 123.0(7) . .
C12P C7P C8P 116.0(6) . .
C12P C7P B1 124.1(5) . .
C8P C7P B1 119.9(5) . .
C9P C8P C7P 120.6(6) . .
C10P C9P C8P 121.6(7) . .
C9P C10P C11P 118.9(7) . .
C12P C11P C10P 119.5(7) . .
C11P C12P C7P 123.4(6) . .
C18P C13P C14P 115.3(6) . .
C18P C13P B1 122.0(6) . .
C14P C13P B1 122.5(5) . .
C15P C14P C13P 121.0(6) . .
C16P C15P C14P 122.8(8) . .
C15P C16P C17P 118.9(8) . .
C16P C17P C18P 117.8(7) . .
C13P C18P C17P 124.2(6) . .
C20P C19P C24P 116.1(5) . .
C20P C19P B1 121.0(5) . .
C24P C19P B1 122.4(5) . .
C19P C20P C21P 122.7(6) . .
C22P C21P C20P 119.3(6) . .
C23P C22P C21P 119.7(6) . .
C22P C23P C24P 120.9(6) . .
C23P C24P C19P 121.3(6) . .
H1O O1 N3 119.4 . .
MN1 N1 H1 110.6 . .
H1 N1 C2 110.7 . .
H1 N1 C3 110.5 . .
N5 C1 H1A 109.7 . .
N5 C1 H1B 109.7 . .
H1A C1 H1B 108.2 . .
H1A C1 C2 109.7 . .
H1B C1 C2 109.7 . .
N1 C2 H2A 108.5 . .
N1 C2 H2B 108.5 . .
C1 C2 H2A 108.5 . .
C1 C2 H2B 108.5 . .
H2A C2 H2B 107.5 . .
N1 C3X H3X1 87.1 . .
N1 C3X H3X2 122.4 . .
N1 C3X H3A 89.7 . .
H3X1 C3X H3X2 107.7 . .
H3X1 C3X C4 91.4 . .
H3X2 C3X H3A 107.8 . .
H3X2 C3X C4 125.1 . .
N1 C3 H3A 110.3 . .
N1 C3 H3B 110.1 . .
H3A C3 H3B 108.2 . .
H3A C3 C4 108.9 . .
H3B C3 C4 110.2 . .
N2 C4 H4A 108.2 . .
N2 C4 H4B 108.8 . .
C3X C4 H4A 73.5 . .
C3X C4 H4B 134.5 . .
C3 C4 H4A 119.2 . .
C3 C4 H4B 104.4 . .
H4A C4 H4B 107.4 . .
C5 C5A H5A1 109.5 . .
C5 C5A H5A2 109.5 . .
C5 C5A H5A3 109.5 . .
H5A1 C5A H5A2 109.5 . .
H5A1 C5A H5A3 109.5 . .
H5A2 C5A H5A3 109.5 . .
C6 C6A H6A1 109.5 . .
C6 C6A H6A2 109.5 . .
C6 C6A H6A3 109.5 . .
H6A1 C6A H6A2 109.5 . .
H6A1 C6A H6A3 109.5 . .
H6A2 C6A H6A3 109.5 . .
C7 C7A H7A1 109.5 . .
C7 C7A H7A2 109.5 . .
C7 C7A H7A3 109.5 . .
H7A1 C7A H7A2 109.5 . .
H7A1 C7A H7A3 109.5 . .
H7A2 C7A H7A3 109.5 . .
C8 C8A H8A1 109.5 . .
C8 C8A H8A2 109.5 . .
C8 C8A H8A3 109.5 . .
H8A1 C8A H8A2 109.5 . .
H8A1 C8A H8A3 109.5 . .
H8A2 C8A H8A3 109.5 . .
C1P C2P H2P 117.9 . .
H2P C2P C3P 117.9 . .
C2P C3P H3P 120.1 . .
H3P C3P C4P 120.1 . .
C3P C4P H4P 120.7 . .
H4P C4P C5P 120.7 . .
C4P C5P H5P 119.7 . .
H5P C5P C6P 119.7 . .
C1P C6P H6P 118.5 . .
C5P C6P H6P 118.5 . .
C7P C8P H8P 119.7 . .
H8P C8P C9P 119.7 . .
C8P C9P H9P 119.2 . .
H9P C9P C10P 119.2 . .
C9P C10P H10P 120.6 . .
H10P C10P C11P 120.6 . .
C10P C11P H11P 120.3 . .
H11P C11P C12P 120.3 . .
C7P C12P H12P 118.3 . .
C11P C12P H12P 118.3 . .
C13P C14P H14P 119.5 . .
H14P C14P C15P 119.5 . .
C14P C15P H15P 118.6 . .
H15P C15P C16P 118.6 . .
C15P C16P H16P 120.6 . .
H16P C16P C17P 120.6 . .
C16P C17P H17P 121.1 . .
H17P C17P C18P 121.1 . .
C13P C18P H18P 117.9 . .
C17P C18P H18P 117.9 . .
C19P C20P H20P 118.6 . .
H20P C20P C21P 118.6 . .
C20P C21P H21P 120.4 . .
H21P C21P C22P 120.4 . .
C21P C22P H22P 120.2 . .
H22P C22P C23P 120.2 . .
C22P C23P H23P 119.6 . .
H23P C23P C24P 119.6 . .
C19P C24P H24P 119.4 . .
C23P C24P H24P 119.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O2 2.103(4) 3_666
Mn1 N5 2.207(5) .
Mn1 N2 2.223(5) .
Mn1 N4 2.253(5) .
Mn1 N3 2.332(5) .
Mn1 N1 2.337(5) .
O1 N3 1.366(6) .
O2 N4 1.370(5) .
O2 Mn1 2.103(4) 3_666
N1 C2 1.444(8) .
N1 C3X 1.485(9) .
N1 C3 1.486(8) .
N2 C5 1.273(7) .
N2 C4 1.442(7) .
N3 C6 1.289(7) .
N4 C7 1.289(6) .
N5 C8 1.267(7) .
N5 C1 1.449(7) .
C1 C2 1.465(9) .
C3X C4 1.487(10) .
C3 C4 1.486(9) .
C5 C6 1.470(8) .
C5 C5A 1.508(8) .
C6 C6A 1.506(9) .
C7 C8 1.483(8) .
C7 C7A 1.492(7) .
C8 C8A 1.508(8) .
B1 C19P 1.647(8) .
B1 C13P 1.654(8) .
B1 C7P 1.656(8) .
B1 C1P 1.657(8) .
C1P C2P 1.387(7) .
C1P C6P 1.402(7) .
C2P C3P 1.394(8) .
C3P C4P 1.367(8) .
C4P C5P 1.381(9) .
C5P C6P 1.387(8) .
C7P C12P 1.382(7) .
C7P C8P 1.405(7) .
C8P C9P 1.386(8) .
C9P C10P 1.361(8) .
C10P C11P 1.383(8) .
C11P C12P 1.372(8) .
C13P C18P 1.382(7) .
C13P C14P 1.399(7) .
C14P C15P 1.380(8) .
C15P C16P 1.352(9) .
C16P C17P 1.394(9) .
C17P C18P 1.405(8) .
C19P C20P 1.385(7) .
C19P C24P 1.410(7) .
C20P C21P 1.393(7) .
C21P C22P 1.383(8) .
C22P C23P 1.364(8) .
C23P C24P 1.386(7) .
H1O O1 0.709 .
H1 N1 0.910 .
H1A C1 0.970 .
H1B C1 0.970 .
H2A C2 0.970 .
H2B C2 0.970 .
H3X1 C3X 0.970 .
H3X2 C3X 0.970 .
H3A C3 0.970 .
H3B C3 0.970 .
H4A C4 0.970 .
H4B C4 0.970 .
H5A1 C5A 0.960 .
H5A2 C5A 0.960 .
H5A3 C5A 0.960 .
H6A1 C6A 0.960 .
H6A2 C6A 0.960 .
H6A3 C6A 0.960 .
H7A1 C7A 0.960 .
H7A2 C7A 0.960 .
H7A3 C7A 0.960 .
H8A1 C8A 0.960 .
H8A2 C8A 0.960 .
H8A3 C8A 0.960 .
H2P C2P 0.930 .
H3P C3P 0.930 .
H4P C4P 0.930 .
H5P C5P 0.930 .
H6P C6P 0.930 .
H8P C8P 0.930 .
H9P C9P 0.930 .
H10P C10P 0.930 .
H11P C11P 0.930 .
H12P C12P 0.930 .
H14P C14P 0.930 .
H15P C15P 0.930 .
H16P C16P 0.930 .
H17P C17P 0.930 .
H18P C18P 0.930 .
H20P C20P 0.930 .
H21P C21P 0.930 .
H22P C22P 0.930 .
H23P C23P 0.930 .
H24P C24P 0.930 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1O O2 0.71(7) 1.98(7) 2.568(6) 141(8)
O1 H1O N4 0.71(7) 2.62(8) 3.062(7) 123(8)
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
_geom_torsion_site_symmetry_1
O2 Mn1 N1 C2 -123.4(5) 3_666
N5 Mn1 N1 C2 4.7(5) .
N2 Mn1 N1 C2 138.4(5) .
N4 Mn1 N1 C2 -32.7(6) .
N3 Mn1 N1 C2 147.6(5) .
O2 Mn1 N1 C3X 70.2(13) 3_666
N5 Mn1 N1 C3X -161.6(13) .
N2 Mn1 N1 C3X -27.9(13) .
N4 Mn1 N1 C3X 161.0(13) .
N3 Mn1 N1 C3X -18.8(14) .
O2 Mn1 N1 C3 120.5(6) 3_666
N5 Mn1 N1 C3 -111.3(6) .
N2 Mn1 N1 C3 22.4(5) .
N4 Mn1 N1 C3 -148.7(5) .
N3 Mn1 N1 C3 31.5(7) .
O2 Mn1 N2 C5 80.9(5) 3_666
N5 Mn1 N2 C5 -139.3(5) .
N4 Mn1 N2 C5 -28.7(7) .
N3 Mn1 N2 C5 -10.8(5) .
N1 Mn1 N2 C5 163.4(5) .
O2 Mn1 N2 C4 -76.2(4) 3_666
N5 Mn1 N2 C4 63.6(5) .
N4 Mn1 N2 C4 174.2(4) .
N3 Mn1 N2 C4 -167.9(5) .
N1 Mn1 N2 C4 6.3(4) .
O2 Mn1 N3 C6 -94.4(5) 3_666
N5 Mn1 N3 C6 119.2(5) .
N2 Mn1 N3 C6 0.9(4) .
N4 Mn1 N3 C6 171.7(5) .
N1 Mn1 N3 C6 -8.4(6) .
O2 Mn1 N3 O1 92.0(5) 3_666
N5 Mn1 N3 O1 -54.4(6) .
N2 Mn1 N3 O1 -172.6(5) .
N4 Mn1 N3 O1 -1.8(5) .
N1 Mn1 N3 O1 178.0(4) .
Mn1 O2 N4 C7 -118.7(4) 3_666
Mn1 O2 N4 Mn1 68.3(4) 3_666
O2 Mn1 N4 C7 127.4(4) 3_666
N5 Mn1 N4 C7 2.2(4) .
N2 Mn1 N4 C7 -122.6(5) .
N3 Mn1 N4 C7 -139.6(4) .
N1 Mn1 N4 C7 40.6(5) .
O2 Mn1 N4 O2 -59.8(4) 3_666
N5 Mn1 N4 O2 175.1(4) .
N2 Mn1 N4 O2 50.3(6) .
N3 Mn1 N4 O2 33.3(4) .
N1 Mn1 N4 O2 -146.6(3) .
O2 Mn1 N5 C8 -77.6(5) 3_666
N2 Mn1 N5 C8 153.5(4) .
N4 Mn1 N5 C8 4.1(4) .
N3 Mn1 N5 C8 60.4(5) .
N1 Mn1 N5 C8 -149.4(5) .
O2 Mn1 N5 C1 89.4(5) 3_666
N2 Mn1 N5 C1 -39.5(5) .
N4 Mn1 N5 C1 171.0(5) .
N3 Mn1 N5 C1 -132.7(4) .
N1 Mn1 N5 C1 17.6(4) .
C8 N5 C1 C2 129.5(7) .
Mn1 N5 C1 C2 -36.9(8) .
C3X N1 C2 C1 134.0(13) .
C3 N1 C2 C1 90.2(8) .
Mn1 N1 C2 C1 -26.5(9) .
N5 C1 C2 N1 41.5(10) .
C2 N1 C3X C4 -115.4(19) .
C3 N1 C3X C4 -51.6(14) .
Mn1 N1 C3X C4 45(3) .
C2 N1 C3 C4 -166.9(7) .
C3X N1 C3 C4 51.6(14) .
Mn1 N1 C3 C4 -48.0(8) .
C5 N2 C4 C3 169.2(6) .
Mn1 N2 C4 C3 -34.0(7) .
C5 N2 C4 C3X -139.8(15) .
Mn1 N2 C4 C3X 17.0(16) .
N1 C3 C4 N2 54.4(9) .
N1 C3 C4 C3X -51.6(14) .
N1 C3X C4 N2 -42(3) .
N1 C3X C4 C3 51.6(14) .
C4 N2 C5 C6 175.1(5) .
Mn1 N2 C5 C6 18.8(8) .
C4 N2 C5 C5A -1.9(9) .
Mn1 N2 C5 C5A -158.2(5) .
O1 N3 C6 C5 -178.2(5) .
Mn1 N3 C6 C5 7.3(7) .
O1 N3 C6 C6A 3.9(9) .
Mn1 N3 C6 C6A -170.6(5) .
N2 C5 C6 N3 -17.1(9) .
C5A C5 C6 N3 160.1(6) .
N2 C5 C6 C6A 160.8(6) .
C5A C5 C6 C6A -22.0(9) .
O2 N4 C7 C8 179.6(5) .
Mn1 N4 C7 C8 -7.1(6) .
O2 N4 C7 C7A 2.0(8) .
Mn1 N4 C7 C7A 175.3(5) .
C1 N5 C8 C7 -175.2(6) .
Mn1 N5 C8 C7 -9.2(7) .
C1 N5 C8 C8A 2.6(10) .
Mn1 N5 C8 C8A 168.5(5) .
N4 C7 C8 N5 10.7(8) .
C7A C7 C8 N5 -171.7(5) .
N4 C7 C8 C8A -167.3(5) .
C7A C7 C8 C8A 10.4(9) .
C19P B1 C1P C2P -63.6(7) .
C13P B1 C1P C2P 179.4(5) .
C7P B1 C1P C2P 57.0(7) .
C19P B1 C1P C6P 112.9(6) .
C13P B1 C1P C6P -4.2(8) .
C7P B1 C1P C6P -126.6(6) .
C6P C1P C2P C3P -3.1(9) .
B1 C1P C2P C3P 173.8(6) .
C1P C2P C3P C4P 1.8(10) .
C2P C3P C4P C5P 1.2(10) .
C3P C4P C5P C6P -2.6(10) .
C4P C5P C6P C1P 1.2(10) .
C2P C1P C6P C5P 1.6(9) .
B1 C1P C6P C5P -175.1(6) .
C19P B1 C7P C12P -140.7(5) .
C13P B1 C7P C12P -21.6(7) .
C1P B1 C7P C12P 100.8(6) .
C19P B1 C7P C8P 42.0(7) .
C13P B1 C7P C8P 161.0(5) .
C1P B1 C7P C8P -76.6(6) .
C12P C7P C8P C9P -1.0(8) .
B1 C7P C8P C9P 176.6(5) .
C7P C8P C9P C10P 0.4(9) .
C8P C9P C10P C11P 1.4(10) .
C9P C10P C11P C12P -2.6(9) .
C10P C11P C12P C7P 2.1(9) .
C8P C7P C12P C11P -0.3(8) .
B1 C7P C12P C11P -177.7(5) .
C19P B1 C13P C18P -172.6(5) .
C7P B1 C13P C18P 65.7(7) .
C1P B1 C13P C18P -54.7(7) .
C19P B1 C13P C14P 11.0(7) .
C7P B1 C13P C14P -110.7(6) .
C1P B1 C13P C14P 128.9(6) .
C18P C13P C14P C15P -1.2(8) .
B1 C13P C14P C15P 175.4(5) .
C13P C14P C15P C16P 1.8(10) .
C14P C15P C16P C17P -1.5(11) .
C15P C16P C17P C18P 0.6(11) .
C14P C13P C18P C17P 0.4(9) .
B1 C13P C18P C17P -176.2(6) .
C16P C17P C18P C13P -0.1(10) .
C13P B1 C19P C20P -87.4(6) .
C7P B1 C19P C20P 34.4(7) .
C1P B1 C19P C20P 152.7(5) .
C13P B1 C19P C24P 84.5(6) .
C7P B1 C19P C24P -153.7(5) .
C1P B1 C19P C24P -35.4(7) .
C24P C19P C20P C21P -0.4(8) .
B1 C19P C20P C21P 172.0(5) .
C19P C20P C21P C22P -1.0(9) .
C20P C21P C22P C23P 1.1(9) .
C21P C22P C23P C24P 0.2(10) .
C22P C23P C24P C19P -1.7(9) .
C20P C19P C24P C23P 1.7(8) .
B1 C19P C24P C23P -170.6(5) .
