#------------------------------------------------------------------------------
#$Date: 2018-02-04 00:26:27 +0200 (Sun, 04 Feb 2018) $
#$Revision: 206120 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/43/4514345.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_4514345
loop_
_publ_author_name
'Kulkarni, Naveen V.'
'Brennessel, William W.'
'Jones, William D.'
_publ_section_title
;
 Catalytic Upgrading of Ethanol to n-Butanol via Manganese-Mediated
 Guerbet Reaction
;
_journal_issue                   2
_journal_name_full               'ACS Catalysis'
_journal_page_first              997
_journal_paper_doi               10.1021/acscatal.7b03653
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         'C46 H68 Mn N O2 P2, 2(C4 H8 O), C5 H12'
_chemical_formula_sum            'C59 H96 Mn N O4 P2'
_chemical_formula_weight         1000.24
_chemical_name_common            jonnk09
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 107.182(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.513(2)
_cell_length_b                   17.266(3)
_cell_length_c                   12.709(2)
_cell_measurement_reflns_used    3975
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      29.60
_cell_measurement_theta_min      2.33
_cell_volume                     2623.2(7)
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015a)'
_diffrn_ambient_temperature      100.0(5)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD platform'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            97055
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        32.577
_diffrn_reflns_theta_max         32.640
_diffrn_reflns_theta_min         2.007
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.360
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS (Sheldrick, 2012)'
_exptl_crystal_colour            red-violet
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.702
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         9771
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0526
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0615P)²+0.4298P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1155
_refine_ls_wR_factor_ref         0.1310
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6922
_reflns_number_total             9771
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs7b03653_si_003.cif
_cod_data_source_block           8
_cod_depositor_comments
'Adding full bibliography for 4514345--4514346.cif.'
_cod_original_cell_volume        2623.3(8)
_cod_database_code               4514345
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.881
_shelx_estimated_absorpt_t_max   0.938
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.29457(3) 0.750000 0.70629(3) 0.01543(9) Uani 1 2 d S T P . .
P1 P 0.26618(4) 0.61777(3) 0.68529(3) 0.01610(9) Uani 1 1 d . . . . .
O1 O 0.2989(2) 0.750000 0.94003(15) 0.0313(5) Uani 1 2 d S T P . .
O2 O 0.53850(16) 0.750000 0.78547(17) 0.0293(4) Uani 1 2 d S T P . .
N1 N 0.24184(17) 0.750000 0.54975(16) 0.0165(4) Uani 1 2 d S T P . .
C1 C 0.2944(2) 0.750000 0.84678(19) 0.0196(5) Uani 1 2 d S T P . .
C2 C 0.4400(2) 0.750000 0.7553(2) 0.0210(5) Uani 1 2 d S T P . .
C3 C 0.24286(16) 0.68116(10) 0.48224(14) 0.0195(3) Uani 1 1 d . . . . .
H3A H 0.318920 0.673430 0.475405 0.023 Uiso 1 1 calc R U . . .
H3B H 0.190801 0.688906 0.407439 0.023 Uiso 1 1 calc R U . . .
C4 C 0.20794(15) 0.60957(10) 0.53439(13) 0.0193(3) Uani 1 1 d . . . . .
H4A H 0.236719 0.562236 0.508115 0.023 Uiso 1 1 calc R U . . .
H4B H 0.125353 0.606137 0.513599 0.023 Uiso 1 1 calc R U . . .
C5 C 0.14833(14) 0.57744(10) 0.73403(14) 0.0176(3) Uani 1 1 d . . . . .
C6 C 0.18683(15) 0.56128(11) 0.85907(14) 0.0202(3) Uani 1 1 d . . . . .
H6A H 0.242809 0.519029 0.875364 0.024 Uiso 1 1 calc R U . . .
H6B H 0.222648 0.608227 0.898899 0.024 Uiso 1 1 calc R U . . .
C7 C 0.09199(15) 0.50323(11) 0.67371(14) 0.0208(3) Uani 1 1 d . . . . .
H7A H 0.065893 0.512787 0.593340 0.025 Uiso 1 1 calc R U . . .
H7B H 0.147147 0.460483 0.687829 0.025 Uiso 1 1 calc R U . . .
C8 C 0.05881(15) 0.64201(11) 0.71159(15) 0.0214(3) Uani 1 1 d . . . . .
H8A H 0.092448 0.689861 0.750380 0.026 Uiso 1 1 calc R U . . .
H8B H 0.032848 0.653308 0.631678 0.026 Uiso 1 1 calc R U . . .
C9 C 0.08652(16) 0.53808(11) 0.89895(15) 0.0236(4) Uani 1 1 d . . . . .
H9 H 0.112893 0.527913 0.979997 0.028 Uiso 1 1 calc R U . . .
C10 C -0.00781(16) 0.47986(12) 0.71411(15) 0.0230(4) Uani 1 1 d . . . . .
H10 H -0.042525 0.431631 0.675182 0.028 Uiso 1 1 calc R U . . .
C11 C -0.04173(16) 0.61808(12) 0.75058(16) 0.0244(4) Uani 1 1 d . . . . .
H11 H -0.098115 0.660853 0.734865 0.029 Uiso 1 1 calc R U . . .
C12 C 0.03316(17) 0.46451(12) 0.83874(16) 0.0253(4) Uani 1 1 d . . . . .
H12A H -0.030604 0.448602 0.864947 0.030 Uiso 1 1 calc R U . . .
H12B H 0.088676 0.421962 0.854575 0.030 Uiso 1 1 calc R U . . .
C13 C -0.09500(16) 0.54485(13) 0.68954(16) 0.0263(4) Uani 1 1 d . . . . .
H13A H -0.121484 0.554931 0.609317 0.032 Uiso 1 1 calc R U . . .
H13B H -0.160072 0.529348 0.713944 0.032 Uiso 1 1 calc R U . . .
C14 C -0.00039(16) 0.60313(12) 0.87511(17) 0.0263(4) Uani 1 1 d . . . . .
H14A H 0.033403 0.650903 0.914002 0.032 Uiso 1 1 calc R U . . .
H14B H -0.064144 0.588223 0.901970 0.032 Uiso 1 1 calc R U . . .
C15 C 0.39039(14) 0.55078(10) 0.72302(13) 0.0178(3) Uani 1 1 d . . . . .
C16 C 0.36222(15) 0.46371(11) 0.70961(14) 0.0210(3) Uani 1 1 d . . . . .
H16A H 0.317550 0.448978 0.759082 0.025 Uiso 1 1 calc R U . . .
H16B H 0.316716 0.453197 0.632877 0.025 Uiso 1 1 calc R U . . .
C17 C 0.46104(15) 0.56528(11) 0.84399(14) 0.0203(4) Uani 1 1 d . . . . .
H17A H 0.481023 0.620817 0.854395 0.024 Uiso 1 1 calc R U . . .
H17B H 0.416620 0.551668 0.894168 0.024 Uiso 1 1 calc R U . . .
C18 C 0.46212(15) 0.57147(12) 0.64648(14) 0.0212(4) Uani 1 1 d . . . . .
H18A H 0.418470 0.561708 0.568931 0.025 Uiso 1 1 calc R U . . .
H18B H 0.481630 0.627178 0.654122 0.025 Uiso 1 1 calc R U . . .
C19 C 0.46980(17) 0.41479(12) 0.73725(15) 0.0253(4) Uani 1 1 d . . . . .
H19 H 0.449657 0.358635 0.727768 0.030 Uiso 1 1 calc R U . . .
C20 C 0.56839(16) 0.51591(12) 0.87210(14) 0.0227(4) Uani 1 1 d . . . . .
H20 H 0.613149 0.525673 0.950251 0.027 Uiso 1 1 calc R U . . .
C21 C 0.56984(16) 0.52275(12) 0.67583(15) 0.0255(4) Uani 1 1 d . . . . .
H21 H 0.615438 0.537269 0.626151 0.031 Uiso 1 1 calc R U . . .
C22 C 0.53785(17) 0.43005(12) 0.85743(15) 0.0250(4) Uani 1 1 d . . . . .
H22A H 0.493339 0.415341 0.907050 0.030 Uiso 1 1 calc R U . . .
H22B H 0.606816 0.398308 0.876774 0.030 Uiso 1 1 calc R U . . .
C23 C 0.63793(16) 0.53785(13) 0.79584(15) 0.0265(4) Uani 1 1 d . . . . .
H23A H 0.707515 0.506788 0.814593 0.032 Uiso 1 1 calc R U . . .
H23B H 0.658801 0.593270 0.805652 0.032 Uiso 1 1 calc R U . . .
C24 C 0.53847(18) 0.43672(13) 0.66011(16) 0.0274(4) Uani 1 1 d . . . . .
H24A H 0.494263 0.427002 0.582722 0.033 Uiso 1 1 calc R U . . .
H24B H 0.607112 0.404729 0.676866 0.033 Uiso 1 1 calc R U . . .
O3 O 0.7080(8) 0.8255(5) 0.0867(8) 0.0677(11) Uani 0.5 1 d D . P A -1
C25 C 0.7583(8) 0.8054(5) 0.0050(7) 0.061(3) Uani 0.5 1 d D . P A -1
H25A H 0.827922 0.835278 0.013840 0.073 Uiso 0.5 1 calc R U P A -1
H25B H 0.706680 0.814948 -0.069567 0.073 Uiso 0.5 1 calc R U P A -1
C26 C 0.7823(8) 0.7221(5) 0.0235(9) 0.062(3) Uani 0.5 1 d D . P A -1
H26A H 0.856878 0.713822 0.077046 0.075 Uiso 0.5 1 calc R U P A -1
H26B H 0.779784 0.695647 -0.046364 0.075 Uiso 0.5 1 calc R U P A -1
C27 C 0.6907(14) 0.6923(9) 0.0686(14) 0.0677(11) Uani 0.5 1 d D . P A -1
H27A H 0.635303 0.661597 0.012263 0.081 Uiso 0.5 1 calc R U P A -1
H27B H 0.722354 0.659415 0.134224 0.081 Uiso 0.5 1 calc R U P A -1
C28 C 0.6383(6) 0.7627(9) 0.0980(6) 0.072(4) Uani 0.5 1 d D . P A -1
H28A H 0.561493 0.769423 0.047959 0.087 Uiso 0.5 1 calc R U P A -1
H28B H 0.634602 0.759238 0.174652 0.087 Uiso 0.5 1 calc R U P A -1
O4 O 0.9037(4) 0.2979(3) 0.8173(4) 0.0319(10) Uani 0.5 1 d D . P B -1
C29 C 0.9204(6) 0.2189(4) 0.8529(6) 0.0313(13) Uani 0.5 1 d D . P B -1
H29A H 0.960283 0.216990 0.932692 0.038 Uiso 0.5 1 calc R U P B -1
H29B H 0.966949 0.192103 0.813236 0.038 Uiso 0.5 1 calc R U P B -1
C30 C 0.8035(6) 0.1763(6) 0.8293(11) 0.0258(7) Uani 0.5 1 d D . P B -1
H30A H 0.791621 0.139079 0.767623 0.031 Uiso 0.5 1 calc R U P B -1
H30B H 0.797073 0.148676 0.895476 0.031 Uiso 0.5 1 calc R U P B -1
C31 C 0.7235(3) 0.2426(13) 0.7998(3) 0.019(2) Uani 0.5 1 d D . P B -1
H31A H 0.664149 0.238311 0.836593 0.023 Uiso 0.5 1 calc R U P B -1
H31B H 0.688464 0.246025 0.719165 0.023 Uiso 0.5 1 calc R U P B -1
C32 C 0.8018(6) 0.3137(7) 0.8442(11) 0.0258(7) Uani 0.5 1 d D . P B -1
H32A H 0.766838 0.362171 0.808438 0.031 Uiso 0.5 1 calc R U P B -1
H32B H 0.816816 0.318973 0.924869 0.031 Uiso 0.5 1 calc R U P B -1
C33 C 0.6419(6) 0.7279(4) 0.5678(6) 0.082(3) Uani 0.5 1 d D . P C -1
H33A H 0.577752 0.754786 0.580372 0.123 Uiso 0.5 1 calc R U P C -1
H33B H 0.616596 0.679470 0.528016 0.123 Uiso 0.5 1 calc R U P C -1
H33C H 0.696959 0.716384 0.638720 0.123 Uiso 0.5 1 calc R U P C -1
C34 C 0.6939(4) 0.7781(3) 0.5014(5) 0.0476(13) Uani 0.5 1 d D . P C -1
H34A H 0.716333 0.827354 0.541728 0.057 Uiso 0.5 1 calc R U P C -1
H34B H 0.636225 0.790558 0.431374 0.057 Uiso 0.5 1 calc R U P C -1
C35 C 0.7929(4) 0.7457(9) 0.4749(4) 0.0550(19) Uani 0.5 1 d D . P C -1
H35A H 0.851413 0.735797 0.545383 0.066 Uiso 0.5 1 calc R U P C -1
H35B H 0.771054 0.694762 0.439138 0.066 Uiso 0.5 1 calc R U P C -1
C36 C 0.8450(4) 0.7911(3) 0.4039(4) 0.0421(11) Uani 0.5 1 d D . P C -1
H36A H 0.786750 0.800186 0.332935 0.050 Uiso 0.5 1 calc R U P C -1
H36B H 0.865603 0.842302 0.438989 0.050 Uiso 0.5 1 calc R U P C -1
C37 C 0.9440(4) 0.7598(7) 0.3788(4) 0.035(2) Uani 0.5 1 d D . P C -1
H37A H 0.968362 0.796263 0.331330 0.053 Uiso 0.5 1 calc R U P C -1
H37B H 1.004466 0.752384 0.447419 0.053 Uiso 0.5 1 calc R U P C -1
H37C H 0.925183 0.710038 0.340786 0.053 Uiso 0.5 1 calc R U P C -1
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'
P P 0.1023 0.0942 '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
C2 Mn1 C1 87.26(12) . .
C2 Mn1 N1 112.15(11) . .
C1 Mn1 N1 160.59(11) . .
C2 Mn1 P1 98.623(15) . 4_575
C1 Mn1 P1 94.007(19) . 4_575
N1 Mn1 P1 83.415(15) . 4_575
C2 Mn1 P1 98.623(15) . .
C1 Mn1 P1 94.006(19) . .
N1 Mn1 P1 83.416(15) . .
P1 Mn1 P1 161.29(3) 4_575 .
C4 P1 C15 105.10(8) . .
C4 P1 C5 101.84(8) . .
C15 P1 C5 110.80(8) . .
C4 P1 Mn1 101.29(6) . .
C15 P1 Mn1 119.33(6) . .
C5 P1 Mn1 115.67(6) . .
C3 N1 C3 108.10(18) 4_575 .
C3 N1 Mn1 123.44(10) 4_575 .
C3 N1 Mn1 123.44(10) . .
O1 C1 Mn1 177.3(3) . .
O2 C2 Mn1 178.2(2) . .
N1 C3 C4 110.41(14) . .
N1 C3 H3A 109.6 . .
C4 C3 H3A 109.6 . .
N1 C3 H3B 109.6 . .
C4 C3 H3B 109.6 . .
H3A C3 H3B 108.1 . .
C3 C4 P1 108.27(12) . .
C3 C4 H4A 110.0 . .
P1 C4 H4A 110.0 . .
C3 C4 H4B 110.0 . .
P1 C4 H4B 110.0 . .
H4A C4 H4B 108.4 . .
C6 C5 C8 107.99(14) . .
C6 C5 C7 108.51(14) . .
C8 C5 C7 107.80(14) . .
C6 C5 P1 111.53(12) . .
C8 C5 P1 105.45(12) . .
C7 C5 P1 115.24(12) . .
C9 C6 C5 110.44(15) . .
C9 C6 H6A 109.6 . .
C5 C6 H6A 109.6 . .
C9 C6 H6B 109.6 . .
C5 C6 H6B 109.6 . .
H6A C6 H6B 108.1 . .
C10 C7 C5 110.30(15) . .
C10 C7 H7A 109.6 . .
C5 C7 H7A 109.6 . .
C10 C7 H7B 109.6 . .
C5 C7 H7B 109.6 . .
H7A C7 H7B 108.1 . .
C11 C8 C5 111.33(15) . .
C11 C8 H8A 109.4 . .
C5 C8 H8A 109.4 . .
C11 C8 H8B 109.4 . .
C5 C8 H8B 109.4 . .
H8A C8 H8B 108.0 . .
C14 C9 C12 109.31(16) . .
C14 C9 C6 110.17(16) . .
C12 C9 C6 109.22(15) . .
C14 C9 H9 109.4 . .
C12 C9 H9 109.4 . .
C6 C9 H9 109.4 . .
C13 C10 C12 109.70(16) . .
C13 C10 C7 109.85(16) . .
C12 C10 C7 109.44(15) . .
C13 C10 H10 109.3 . .
C12 C10 H10 109.3 . .
C7 C10 H10 109.3 . .
C13 C11 C14 110.35(17) . .
C13 C11 C8 109.51(16) . .
C14 C11 C8 108.59(15) . .
C13 C11 H11 109.5 . .
C14 C11 H11 109.5 . .
C8 C11 H11 109.5 . .
C9 C12 C10 109.60(16) . .
C9 C12 H12A 109.8 . .
C10 C12 H12A 109.8 . .
C9 C12 H12B 109.8 . .
C10 C12 H12B 109.8 . .
H12A C12 H12B 108.2 . .
C11 C13 C10 108.95(15) . .
C11 C13 H13A 109.9 . .
C10 C13 H13A 109.9 . .
C11 C13 H13B 109.9 . .
C10 C13 H13B 109.9 . .
H13A C13 H13B 108.3 . .
C9 C14 C11 109.33(16) . .
C9 C14 H14A 109.8 . .
C11 C14 H14A 109.8 . .
C9 C14 H14B 109.8 . .
C11 C14 H14B 109.8 . .
H14A C14 H14B 108.3 . .
C16 C15 C18 108.16(14) . .
C16 C15 C17 108.16(14) . .
C18 C15 C17 108.62(14) . .
C16 C15 P1 115.23(12) . .
C18 C15 P1 106.65(12) . .
C17 C15 P1 109.84(12) . .
C19 C16 C15 110.72(15) . .
C19 C16 H16A 109.5 . .
C15 C16 H16A 109.5 . .
C19 C16 H16B 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 108.1 . .
C20 C17 C15 110.07(14) . .
C20 C17 H17A 109.6 . .
C15 C17 H17A 109.6 . .
C20 C17 H17B 109.6 . .
C15 C17 H17B 109.6 . .
H17A C17 H17B 108.2 . .
C21 C18 C15 110.53(15) . .
C21 C18 H18A 109.5 . .
C15 C18 H18A 109.5 . .
C21 C18 H18B 109.5 . .
C15 C18 H18B 109.5 . .
H18A C18 H18B 108.1 . .
C24 C19 C22 110.09(17) . .
C24 C19 C16 109.68(16) . .
C22 C19 C16 108.86(15) . .
C24 C19 H19 109.4 . .
C22 C19 H19 109.4 . .
C16 C19 H19 109.4 . .
C22 C20 C23 109.36(16) . .
C22 C20 C17 109.80(16) . .
C23 C20 C17 109.65(15) . .
C22 C20 H20 109.3 . .
C23 C20 H20 109.3 . .
C17 C20 H20 109.3 . .
C23 C21 C24 109.86(16) . .
C23 C21 C18 109.73(16) . .
C24 C21 C18 109.01(17) . .
C23 C21 H21 109.4 . .
C24 C21 H21 109.4 . .
C18 C21 H21 109.4 . .
C20 C22 C19 109.45(15) . .
C20 C22 H22A 109.8 . .
C19 C22 H22A 109.8 . .
C20 C22 H22B 109.8 . .
C19 C22 H22B 109.8 . .
H22A C22 H22B 108.2 . .
C20 C23 C21 109.59(16) . .
C20 C23 H23A 109.8 . .
C21 C23 H23A 109.8 . .
C20 C23 H23B 109.8 . .
C21 C23 H23B 109.8 . .
H23A C23 H23B 108.2 . .
C19 C24 C21 109.07(16) . .
C19 C24 H24A 109.9 . .
C21 C24 H24A 109.9 . .
C19 C24 H24B 109.9 . .
C21 C24 H24B 109.9 . .
H24A C24 H24B 108.3 . .
C25 O3 C28 107.9(7) . .
O3 C25 C26 103.7(8) . .
O3 C25 H25A 111.0 . .
C26 C25 H25A 111.0 . .
O3 C25 H25B 111.0 . .
C26 C25 H25B 111.0 . .
H25A C25 H25B 109.0 . .
C25 C26 C27 104.5(9) . .
C25 C26 H26A 110.9 . .
C27 C26 H26A 110.9 . .
C25 C26 H26B 110.9 . .
C27 C26 H26B 110.9 . .
H26A C26 H26B 108.9 . .
C28 C27 C26 105.0(10) . .
C28 C27 H27A 110.8 . .
C26 C27 H27A 110.8 . .
C28 C27 H27B 110.8 . .
C26 C27 H27B 110.8 . .
H27A C27 H27B 108.8 . .
O3 C28 C27 105.6(5) . .
O3 C28 H28A 110.6 . .
C27 C28 H28A 110.6 . .
O3 C28 H28B 110.6 . .
C27 C28 H28B 110.6 . .
H28A C28 H28B 108.7 . .
C29 O4 C32 99.3(7) . .
O4 C29 C30 110.0(9) . .
O4 C29 H29A 109.7 . .
C30 C29 H29A 109.7 . .
O4 C29 H29B 109.7 . .
C30 C29 H29B 109.7 . .
H29A C29 H29B 108.2 . .
C31 C30 C29 101.8(7) . .
C31 C30 H30A 111.4 . .
C29 C30 H30A 111.4 . .
C31 C30 H30B 111.4 . .
C29 C30 H30B 111.4 . .
H30A C30 H30B 109.3 . .
C30 C31 C32 102.0(3) . .
C30 C31 H31A 111.4 . .
C32 C31 H31A 111.4 . .
C30 C31 H31B 111.4 . .
C32 C31 H31B 111.4 . .
H31A C31 H31B 109.2 . .
O4 C32 C31 105.6(9) . .
O4 C32 H32A 110.6 . .
C31 C32 H32A 110.6 . .
O4 C32 H32B 110.6 . .
C31 C32 H32B 110.6 . .
H32A C32 H32B 108.8 . .
C34 C33 H33A 109.5 . .
C34 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C34 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C33 C34 C35 116.3(6) . .
C33 C34 H34A 108.2 . .
C35 C34 H34A 108.2 . .
C33 C34 H34B 108.2 . .
C35 C34 H34B 108.2 . .
H34A C34 H34B 107.4 . .
C36 C35 C34 119.0(10) . .
C36 C35 H35A 107.6 . .
C34 C35 H35A 107.6 . .
C36 C35 H35B 107.6 . .
C34 C35 H35B 107.6 . .
H35A C35 H35B 107.0 . .
C37 C36 C35 119.2(7) . .
C37 C36 H36A 107.5 . .
C35 C36 H36A 107.5 . .
C37 C36 H36B 107.5 . .
C35 C36 H36B 107.5 . .
H36A C36 H36B 107.0 . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 C2 1.740(3) .
Mn1 C1 1.786(2) .
Mn1 N1 1.902(2) .
Mn1 P1 2.3137(6) 4_575
Mn1 P1 2.3137(6) .
P1 C4 1.8448(17) .
P1 C15 1.8823(18) .
P1 C5 1.8929(18) .
O1 C1 1.170(3) .
O2 C2 1.178(3) .
N1 C3 1.468(2) 4_575
N1 C3 1.468(2) .
C3 C4 1.526(2) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.544(2) .
C5 C8 1.546(3) .
C5 C7 1.552(2) .
C6 C9 1.539(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C10 1.538(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C11 1.539(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C14 1.530(3) .
C9 C12 1.531(3) .
C9 H9 1.0000 .
C10 C13 1.532(3) .
C10 C12 1.537(3) .
C10 H10 1.0000 .
C11 C13 1.529(3) .
C11 C14 1.535(3) .
C11 H11 1.0000 .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.542(3) .
C15 C18 1.548(2) .
C15 C17 1.551(2) .
C16 C19 1.539(3) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C20 1.541(3) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C21 1.538(3) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C24 1.530(3) .
C19 C22 1.536(3) .
C19 H19 1.0000 .
C20 C22 1.528(3) .
C20 C23 1.529(3) .
C20 H20 1.0000 .
C21 C23 1.534(3) .
C21 C24 1.534(3) .
C21 H21 1.0000 .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
O3 C25 1.408(11) .
O3 C28 1.426(12) .
C25 C26 1.475(10) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 C27 1.515(17) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 C28 1.481(14) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
O4 C29 1.434(7) .
O4 C32 1.441(11) .
C29 C30 1.584(11) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 C31 1.495(16) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 C32 1.568(16) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 C34 1.486(6) .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 C35 1.487(7) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.483(7) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 C37 1.471(6) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
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
C3 N1 C3 C4 -163.50(12) 4_575
Mn1 N1 C3 C4 40.9(2) .
N1 C3 C4 P1 -37.07(18) .
C15 P1 C4 C3 -102.98(13) .
C5 P1 C4 C3 141.41(12) .
Mn1 P1 C4 C3 21.86(13) .
C4 P1 C5 C6 167.34(13) .
C15 P1 C5 C6 55.97(14) .
Mn1 P1 C5 C6 -83.84(13) .
C4 P1 C5 C8 -75.69(13) .
C15 P1 C5 C8 172.95(11) .
Mn1 P1 C5 C8 33.14(13) .
C4 P1 C5 C7 43.06(14) .
C15 P1 C5 C7 -68.31(14) .
Mn1 P1 C5 C7 151.88(11) .
C8 C5 C6 C9 57.68(19) .
C7 C5 C6 C9 -58.91(19) .
P1 C5 C6 C9 173.11(13) .
C6 C5 C7 C10 58.54(19) .
C8 C5 C7 C10 -58.17(18) .
P1 C5 C7 C10 -175.60(12) .
C6 C5 C8 C11 -59.00(19) .
C7 C5 C8 C11 58.05(19) .
P1 C5 C8 C11 -178.35(12) .
C5 C6 C9 C14 -59.7(2) .
C5 C6 C9 C12 60.4(2) .
C5 C7 C10 C13 60.84(19) .
C5 C7 C10 C12 -59.7(2) .
C5 C8 C11 C13 -59.9(2) .
C5 C8 C11 C14 60.7(2) .
C14 C9 C12 C10 60.1(2) .
C6 C9 C12 C10 -60.5(2) .
C13 C10 C12 C9 -60.3(2) .
C7 C10 C12 C9 60.3(2) .
C14 C11 C13 C10 -59.6(2) .
C8 C11 C13 C10 59.9(2) .
C12 C10 C13 C11 59.5(2) .
C7 C10 C13 C11 -60.87(19) .
C12 C9 C14 C11 -59.7(2) .
C6 C9 C14 C11 60.3(2) .
C13 C11 C14 C9 59.9(2) .
C8 C11 C14 C9 -60.1(2) .
C4 P1 C15 C16 -69.35(14) .
C5 P1 C15 C16 39.91(14) .
Mn1 P1 C15 C16 178.06(10) .
C4 P1 C15 C18 50.69(13) .
C5 P1 C15 C18 159.95(11) .
Mn1 P1 C15 C18 -61.90(12) .
C4 P1 C15 C17 168.22(12) .
C5 P1 C15 C17 -82.52(13) .
Mn1 P1 C15 C17 55.63(13) .
C18 C15 C16 C19 58.02(18) .
C17 C15 C16 C19 -59.44(18) .
P1 C15 C16 C19 177.23(12) .
C16 C15 C17 C20 58.58(19) .
C18 C15 C17 C20 -58.59(19) .
P1 C15 C17 C20 -174.89(13) .
C16 C15 C18 C21 -58.85(19) .
C17 C15 C18 C21 58.32(19) .
P1 C15 C18 C21 176.65(13) .
C15 C16 C19 C24 -59.80(19) .
C15 C16 C19 C22 60.7(2) .
C15 C17 C20 C22 -59.96(19) .
C15 C17 C20 C23 60.2(2) .
C15 C18 C21 C23 -59.4(2) .
C15 C18 C21 C24 60.99(19) .
C23 C20 C22 C19 -59.9(2) .
C17 C20 C22 C19 60.45(19) .
C24 C19 C22 C20 59.9(2) .
C16 C19 C22 C20 -60.3(2) .
C22 C20 C23 C21 60.1(2) .
C17 C20 C23 C21 -60.3(2) .
C24 C21 C23 C20 -60.0(2) .
C18 C21 C23 C20 59.8(2) .
C22 C19 C24 C21 -59.3(2) .
C16 C19 C24 C21 60.5(2) .
C23 C21 C24 C19 59.3(2) .
C18 C21 C24 C19 -60.99(19) .
C28 O3 C25 C26 -37.9(12) .
O3 C25 C26 C27 30.8(15) .
C25 C26 C27 C28 -13.4(15) .
C25 O3 C28 C27 29.3(8) .
C26 C27 C28 O3 -8.7(11) .
C32 O4 C29 C30 35.5(11) .
O4 C29 C30 C31 -11.0(10) .
C29 C30 C31 C32 -16.6(4) .
C29 O4 C32 C31 -46.2(8) .
C30 C31 C32 O4 40.5(5) .
C33 C34 C35 C36 176.7(7) .
C34 C35 C36 C37 179.1(6) .
