#------------------------------------------------------------------------------
#$Date: 2019-11-26 01:41:52 +0200 (Tue, 26 Nov 2019) $
#$Revision: 242304 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/23/4132311.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_4132311
loop_
_publ_author_name
'Huxley, Michael T.'
'Burgun, Alexandre'
'Ghodrati, Hanieh'
'Coghlan, Campbell J.'
'Lemieux, Anthony'
'Champness, Neil R.'
'Huang, David M.'
'Doonan, Christian J.'
'Sumby, Christopher J.'
_publ_section_title
;
 Protecting-Group-Free Site-Selective Reactions in a Metal-Organic
 Framework Reaction Vessel.
;
_journal_issue                   20
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6416
_journal_page_last               6425
_journal_paper_doi               10.1021/jacs.8b02896
_journal_volume                  140
_journal_year                    2018
_chemical_formula_sum            'C51.5 H45.5 Mn2 N7.5 O8.5'
_chemical_formula_weight         1015.33
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 96.09(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.461(3)
_cell_length_b                   33.626(7)
_cell_length_c                   13.016(3)
_cell_measurement_reflns_used    96528
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.261
_cell_measurement_theta_min      1.211
_cell_volume                     5423(2)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'X-Seed (Barbour, 1999)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.920
_diffrn_measured_fraction_theta_max 0.729
_diffrn_measurement_device_type  'hybrid photon counting detector'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.920
_diffrn_reflns_Laue_measured_fraction_max 0.729
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            96528
_diffrn_reflns_point_group_measured_fraction_full 0.920
_diffrn_reflns_point_group_measured_fraction_max 0.729
_diffrn_reflns_theta_full        27.000
_diffrn_reflns_theta_max         32.261
_diffrn_reflns_theta_min         1.211
_exptl_absorpt_coefficient_mu    0.522
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_description       plate
_exptl_crystal_F_000             2100
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_platon_squeeze_details
;
In order to subtract the contribution from the disordered 
solvent (toluene), the SQUEEZE command was applied, 
which gave a new HKL file. The number of located electrons is 
340 which equates to approximately 4 toluene molecules 
per unit cell and 1 per asymmetric unit. This has been
added to the reported formula.
;
_refine_diff_density_max         1.846
_refine_diff_density_min         -2.103
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     546
_refine_ls_number_reflns         14254
_refine_ls_number_restraints     40
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0914
_refine_ls_R_factor_gt           0.0830
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1831P)²+1.6917P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2580
_refine_ls_wR_factor_ref         0.2682
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11509
_reflns_number_total             14254
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b02896_si_001.cif
_cod_data_source_block           MnMOF[Mn(CO)3(HT)]
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        5423.1(19)
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_original_formula_sum        'C51.50 H45.50 Mn2 N7.50 O8.50'
_cod_database_code               4132311
_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   0.855
_shelx_estimated_absorpt_t_max   0.995
_shelxl_version_number           2014/6
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
Mn1 Mn 0.29911(3) 0.06869(2) 0.39537(3) 0.04055(13) Uani 1 1 d . . .
N1 N 0.25382(18) 0.12439(6) 0.19244(15) 0.0440(4) Uani 1 1 d . . .
C1 C 0.2091(2) 0.14920(7) 0.2684(2) 0.0455(5) Uani 1 1 d . . .
H1A H 0.1859 0.1749 0.2364 0.055 Uiso 1 1 calc R U .
H1B H 0.2653 0.1546 0.3262 0.055 Uiso 1 1 calc R U .
Mn2 Mn 0.5000 0.0000 0.5000 0.04442(16) Uani 1 2 d S . P
N2 N 0.29593(19) 0.08846(6) 0.22404(16) 0.0451(5) Uani 1 1 d . . .
Mn3 Mn -0.20845(12) -0.2500 0.34302(16) 0.1296(6) Uani 1 2 d S T P
C3 C 0.3285(2) 0.07133(8) 0.13963(19) 0.0467(6) Uani 1 1 d . . .
C4 C 0.3062(2) 0.09674(9) 0.05302(18) 0.0473(5) Uani 1 1 d . . .
C5 C 0.2592(2) 0.13040(9) 0.0898(2) 0.0502(6) Uani 1 1 d . . .
C6 C 0.3793(3) 0.03091(10) 0.1461(2) 0.0653(9) Uani 1 1 d . . .
H6A H 0.4551 0.0332 0.1746 0.098 Uiso 1 1 calc R U .
H6B H 0.3753 0.0192 0.0769 0.098 Uiso 1 1 calc R U .
H6C H 0.3408 0.0139 0.1911 0.098 Uiso 1 1 calc R U .
C7 C 0.2225(4) 0.16870(12) 0.0371(3) 0.0794(12) Uani 1 1 d . . .
H7A H 0.1436 0.1703 0.0318 0.119 Uiso 1 1 calc R U .
H7B H 0.2463 0.1694 -0.0323 0.119 Uiso 1 1 calc R U .
H7C H 0.2537 0.1913 0.0775 0.119 Uiso 1 1 calc R U .
C11 C 0.3219(2) 0.08791(9) -0.05568(19) 0.0506(6) Uani 1 1 d . . .
C12 C 0.4158(3) 0.06916(11) -0.0818(2) 0.0593(8) Uani 1 1 d . . .
H12 H 0.4729 0.0636 -0.0295 0.071 Uiso 1 1 calc R U .
C13 C 0.4259(3) 0.05868(11) -0.1840(2) 0.0580(7) Uani 1 1 d . . .
H13 H 0.4890 0.0453 -0.2005 0.070 Uiso 1 1 calc R U .
C14 C 0.3442(3) 0.06767(9) -0.2623(2) 0.0502(6) Uani 1 1 d . . .
C15 C 0.2521(3) 0.08746(12) -0.2372(2) 0.0646(8) Uani 1 1 d . . .
H15 H 0.1962 0.0940 -0.2898 0.078 Uiso 1 1 calc R U .
C16 C 0.2422(3) 0.09769(12) -0.1345(2) 0.0646(8) Uani 1 1 d . . .
H16 H 0.1798 0.1116 -0.1183 0.078 Uiso 1 1 calc R U .
C17 C 0.3562(2) 0.05617(9) -0.3729(2) 0.0503(6) Uani 1 1 d . . .
O18 O 0.4283(3) 0.03166(9) -0.38509(17) 0.0762(8) Uani 1 1 d . . .
O19 O 0.29420(19) 0.07238(7) -0.44326(15) 0.0581(5) Uani 1 1 d . . .
N21 N 0.11692(18) 0.12983(7) 0.30804(17) 0.0447(5) Uani 1 1 d . . .
N22 N 0.13842(18) 0.09957(7) 0.37616(16) 0.0448(5) Uani 1 1 d . . .
C23 C 0.0417(2) 0.08565(8) 0.3960(2) 0.0476(5) Uani 1 1 d . . .
C24 C -0.0421(2) 0.10752(9) 0.3412(2) 0.0516(6) Uani 1 1 d . . .
C25 C 0.0096(2) 0.13519(9) 0.2835(2) 0.0514(6) Uani 1 1 d . . .
C26 C 0.0344(3) 0.05187(10) 0.4702(3) 0.0587(7) Uani 1 1 d . . .
H26A H 0.0274 0.0268 0.4318 0.088 Uiso 1 1 calc R U .
H26B H -0.0288 0.0556 0.5080 0.088 Uiso 1 1 calc R U .
H26C H 0.0997 0.0512 0.5191 0.088 Uiso 1 1 calc R U .
C27 C -0.0353(3) 0.16528(14) 0.2065(3) 0.0759(11) Uani 1 1 d . . .
H27A H -0.0360 0.1914 0.2397 0.114 Uiso 1 1 calc R U .
H27B H -0.1092 0.1578 0.1801 0.114 Uiso 1 1 calc R U .
H27C H 0.0096 0.1664 0.1492 0.114 Uiso 1 1 calc R U .
C31 C -0.1592(2) 0.10302(10) 0.3454(3) 0.0566(7) Uani 1 1 d . . .
C32 C -0.2240(3) 0.13609(11) 0.3611(3) 0.0665(8) Uani 1 1 d . . .
H32 H -0.1932 0.1620 0.3640 0.080 Uiso 1 1 calc R U .
C33 C -0.3336(3) 0.13140(11) 0.3723(3) 0.0668(9) Uani 1 1 d . . .
H33 H -0.3770 0.1540 0.3822 0.080 Uiso 1 1 calc R U .
C34 C -0.3793(3) 0.09347(10) 0.3690(3) 0.0587(7) Uani 1 1 d . . .
C35 C -0.3170(3) 0.06038(10) 0.3487(3) 0.0584(7) Uani 1 1 d . . .
H35 H -0.3491 0.0348 0.3421 0.070 Uiso 1 1 calc R U .
C36 C -0.2072(3) 0.06523(10) 0.3384(3) 0.0585(7) Uani 1 1 d . . .
H36 H -0.1645 0.0426 0.3265 0.070 Uiso 1 1 calc R U .
C37 C -0.4953(2) 0.08780(10) 0.3882(2) 0.0539(6) Uani 1 1 d . . .
O38 O -0.55505(18) 0.11716(7) 0.39848(18) 0.0604(5) Uani 1 1 d . . .
O39 O -0.53096(16) 0.05215(7) 0.39269(15) 0.0516(4) Uani 1 1 d . . .
C40 C -0.0880(5) -0.2500 0.1327(5) 0.0718(14) Uani 1 2 d S T P
H40A H -0.1663 -0.2500 0.1097 0.086 Uiso 1 2 calc R U P
H40B H -0.0488 -0.2500 0.0704 0.086 Uiso 1 2 calc R U P
N41 N -0.0604(3) -0.21431(8) 0.1926(3) 0.0664(7) Uani 1 1 d . . .
N42 N -0.1116(3) -0.20750(9) 0.2804(3) 0.0784(9) Uani 1 1 d . . .
C43 C -0.0676(4) -0.17348(10) 0.3198(3) 0.0727(9) Uani 1 1 d . . .
C44 C 0.0111(3) -0.15943(9) 0.2591(3) 0.0625(8) Uani 1 1 d . . .
C45 C 0.0158(3) -0.18631(9) 0.1788(3) 0.0614(7) Uani 1 1 d . . .
C46 C -0.0970(5) -0.15542(12) 0.4171(4) 0.1005(16) Uani 1 1 d . . .
H46A H -0.1661 -0.1415 0.4035 0.151 Uiso 1 1 calc R U .
H46B H -0.0409 -0.1365 0.4436 0.151 Uiso 1 1 calc R U .
H46C H -0.1034 -0.1764 0.4685 0.151 Uiso 1 1 calc R U .
C47 C 0.0888(4) -0.18764(12) 0.0956(3) 0.0746(9) Uani 1 1 d . . .
H47A H 0.1427 -0.2086 0.1108 0.112 Uiso 1 1 calc R U .
H47B H 0.1253 -0.1620 0.0918 0.112 Uiso 1 1 calc R U .
H47C H 0.0465 -0.1932 0.0293 0.112 Uiso 1 1 calc R U .
C51 C 0.0798(3) -0.12355(9) 0.2827(3) 0.0607(7) Uani 1 1 d . . .
C52 C 0.0524(4) -0.08655(10) 0.2415(4) 0.0760(11) Uani 1 1 d . . .
H52 H -0.0091 -0.0839 0.1922 0.091 Uiso 1 1 calc R U .
C53 C 0.1147(3) -0.05294(10) 0.2716(3) 0.0704(9) Uani 1 1 d . . .
H53 H 0.0946 -0.0277 0.2426 0.084 Uiso 1 1 calc R U .
C54 C 0.2032(3) -0.05584(9) 0.3415(2) 0.0513(6) Uani 1 1 d . . .
C55 C 0.2303(5) -0.09259(12) 0.3839(5) 0.105(2) Uani 1 1 d . . .
H55 H 0.2912 -0.0953 0.4338 0.127 Uiso 1 1 calc R U .
C56 C 0.1668(5) -0.12633(12) 0.3524(5) 0.113(2) Uani 1 1 d . . .
H56 H 0.1864 -0.1515 0.3815 0.135 Uiso 1 1 calc R U .
C57 C 0.2680(2) -0.01983(9) 0.3780(2) 0.0482(6) Uani 1 1 d . . .
O58 O 0.23067(17) 0.01365(6) 0.35073(16) 0.0521(4) Uani 1 1 d . . .
O59 O 0.3519(2) -0.02556(8) 0.4359(2) 0.0767(7) Uani 1 1 d . . .
N61 N -0.0939(7) -0.2500 0.4689(6) 0.115(2) Uiso 1 2 d DS . P
N62 N -0.1332(11) -0.2500 0.5655(11) 0.182(4) Uiso 1 2 d DS . P
N63 N -0.0397(11) -0.2500 0.6329(11) 0.187(5) Uiso 1 2 d DS . P
C64 C 0.0514(10) -0.2500 0.5802(9) 0.136(3) Uiso 1 2 d DS . P
C65 C 0.0139(9) -0.2500 0.4751(9) 0.139(3) Uiso 1 2 d DS . P
H65 H 0.0568 -0.2500 0.4189 0.166 Uiso 1 2 calc R U P
C66 C 0.1629(14) -0.2500 0.6389(17) 0.210(7) Uiso 1 2 d DS . P
O66 O 0.201(3) -0.2500 0.737(2) 0.431(15) Uiso 1 2 d DS . P
C67 C 0.2515(17) -0.2500 0.5755(17) 0.212(7) Uiso 1 2 d DS . P
H67A H 0.3097 -0.2618 0.6236 0.254 Uiso 0.5 1 calc R U P
H67B H 0.2292 -0.2717 0.5263 0.254 Uiso 0.5 1 calc R U P
C68 C 0.313(6) -0.2253(13) 0.513(4) 1.37(14) Uiso 1 1 d D . .
H68A H 0.3885 -0.2220 0.5446 1.641 Uiso 1 1 calc R U .
H68B H 0.2797 -0.1988 0.5007 1.641 Uiso 1 1 calc R U .
O69 O 0.245(2) -0.2500 0.328(2) 0.381(12) Uiso 1 2 d DS . P
C69 C 0.308(3) -0.2500 0.412(3) 0.67(6) Uiso 1 2 d DS . P
C70 C 0.386(3) -0.2814(8) 0.399(4) 0.58(3) Uiso 1 1 d D . .
C71 C 0.443(5) -0.3092(13) 0.381(7) 0.874 Uiso 1 1 d D U .
H71 H 0.4880 -0.3310 0.3676 0.699 Uiso 1 1 calc R U .
C75 C -0.2895(10) -0.2132(2) 0.3968(14) 0.239(8) Uani 1 1 d D U .
O76 O -0.3415(8) -0.1916(2) 0.4421(11) 0.301(7) Uani 1 1 d D U .
C77 C -0.3055(8) -0.2500 0.2389(17) 0.214(10) Uani 1 2 d DS TU P
O78 O -0.3725(9) -0.2500 0.1682(15) 0.254(8) Uani 1 2 d DS TU P
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'
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
O58 Mn1 O19 105.90(9) . 1_556
O58 Mn1 O39 97.86(8) . 1_655
O19 Mn1 O39 99.25(9) 1_556 1_655
O58 Mn1 N22 92.62(9) . .
O19 Mn1 N22 87.94(9) 1_556 .
O39 Mn1 N22 165.11(8) 1_655 .
O58 Mn1 N2 91.23(8) . .
O19 Mn1 N2 159.84(9) 1_556 .
O39 Mn1 N2 88.59(8) 1_655 .
N22 Mn1 N2 80.60(8) . .
O58 Mn1 O38 151.19(8) . 1_655
O19 Mn1 O38 92.55(9) 1_556 1_655
O39 Mn1 O38 56.68(8) 1_655 1_655
N22 Mn1 O38 110.30(8) . 1_655
N2 Mn1 O38 76.20(9) . 1_655
C5 N1 N2 111.7(2) . .
C5 N1 C1 130.3(2) . .
N2 N1 C1 117.91(19) . .
N1 C1 N21 111.0(2) . .
N1 C1 H1A 109.4 . .
N21 C1 H1A 109.4 . .
N1 C1 H1B 109.4 . .
N21 C1 H1B 109.4 . .
H1A C1 H1B 108.0 . .
O18 Mn2 O18 180.00(16) 3_655 1_556
O18 Mn2 O59 93.86(13) 3_655 3_656
O18 Mn2 O59 86.14(13) 1_556 3_656
O18 Mn2 O59 86.14(13) 3_655 .
O18 Mn2 O59 93.86(13) 1_556 .
O59 Mn2 O59 180.0 3_656 .
O18 Mn2 O39 90.62(9) 3_655 1_655
O18 Mn2 O39 89.38(9) 1_556 1_655
O59 Mn2 O39 90.75(9) 3_656 1_655
O59 Mn2 O39 89.25(9) . 1_655
O18 Mn2 O39 89.38(9) 3_655 3_556
O18 Mn2 O39 90.62(9) 1_556 3_556
O59 Mn2 O39 89.25(9) 3_656 3_556
O59 Mn2 O39 90.75(9) . 3_556
O39 Mn2 O39 180.00(7) 1_655 3_556
C3 N2 N1 105.90(19) . .
C3 N2 Mn1 133.45(17) . .
N1 N2 Mn1 120.66(14) . .
C77 Mn3 C75 85.9(7) . .
C77 Mn3 C75 85.9(7) . 4
C75 Mn3 C75 87.7(5) . 4
C77 Mn3 N61 179.2(6) . .
C75 Mn3 N61 93.5(6) . .
C75 Mn3 N61 93.5(6) 4 .
C77 Mn3 N42 94.6(4) . .
C75 Mn3 N42 93.0(3) . .
C75 Mn3 N42 179.1(4) 4 .
N61 Mn3 N42 86.0(2) . .
C77 Mn3 N42 94.6(4) . 4
C75 Mn3 N42 179.1(4) . 4
C75 Mn3 N42 93.0(3) 4 4
N61 Mn3 N42 86.0(2) . 4
N42 Mn3 N42 86.22(17) . 4
N2 C3 C4 110.0(2) . .
N2 C3 C6 120.4(2) . .
C4 C3 C6 129.6(2) . .
C5 C4 C3 105.8(2) . .
C5 C4 C11 126.8(2) . .
C3 C4 C11 127.2(2) . .
N1 C5 C4 106.6(2) . .
N1 C5 C7 122.0(2) . .
C4 C5 C7 131.3(2) . .
C3 C6 H6A 109.5 . .
C3 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C3 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C16 C11 C12 118.5(2) . .
C16 C11 C4 120.2(2) . .
C12 C11 C4 121.4(3) . .
C13 C12 C11 120.5(3) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C14 C13 C12 120.6(3) . .
C14 C13 H13 119.7 . .
C12 C13 H13 119.7 . .
C15 C14 C13 119.1(3) . .
C15 C14 C17 120.8(3) . .
C13 C14 C17 120.1(3) . .
C14 C15 C16 120.0(3) . .
C14 C15 H15 120.0 . .
C16 C15 H15 120.0 . .
C11 C16 C15 121.3(3) . .
C11 C16 H16 119.4 . .
C15 C16 H16 119.4 . .
O18 C17 O19 126.3(2) . .
O18 C17 C14 115.9(3) . .
O19 C17 C14 117.8(3) . .
C17 O18 Mn2 142.4(2) . 1_554
C17 O19 Mn1 128.18(18) . 1_554
C25 N21 N22 112.1(2) . .
C25 N21 C1 130.6(2) . .
N22 N21 C1 117.2(2) . .
C23 N22 N21 105.5(2) . .
C23 N22 Mn1 128.67(18) . .
N21 N22 Mn1 122.08(15) . .
N22 C23 C24 110.7(2) . .
N22 C23 C26 120.3(3) . .
C24 C23 C26 128.9(2) . .
C25 C24 C23 105.1(2) . .
C25 C24 C31 127.2(3) . .
C23 C24 C31 127.7(2) . .
N21 C25 C24 106.6(2) . .
N21 C25 C27 122.7(3) . .
C24 C25 C27 130.7(3) . .
C23 C26 H26A 109.5 . .
C23 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C23 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C32 C31 C36 118.6(3) . .
C32 C31 C24 120.8(3) . .
C36 C31 C24 120.5(3) . .
C33 C32 C31 120.7(3) . .
C33 C32 H32 119.7 . .
C31 C32 H32 119.7 . .
C34 C33 C32 120.0(3) . .
C34 C33 H33 120.0 . .
C32 C33 H33 120.0 . .
C33 C34 C35 120.0(3) . .
C33 C34 C37 120.4(3) . .
C35 C34 C37 119.5(3) . .
C34 C35 C36 119.6(3) . .
C34 C35 H35 120.2 . .
C36 C35 H35 120.2 . .
C35 C36 C31 120.9(3) . .
C35 C36 H36 119.5 . .
C31 C36 H36 119.5 . .
O38 C37 O39 121.3(3) . .
O38 C37 C34 120.7(3) . .
O39 C37 C34 118.0(3) . .
C37 O38 Mn1 85.51(18) . 1_455
C37 O39 Mn1 95.94(18) . 1_455
C37 O39 Mn2 136.0(2) . 1_455
Mn1 O39 Mn2 106.86(8) 1_455 1_455
N41 C40 N41 111.4(4) 4 .
N41 C40 H40A 109.3 4 .
N41 C40 H40A 109.3 . .
N41 C40 H40B 109.3 4 .
N41 C40 H40B 109.3 . .
H40A C40 H40B 108.0 . .
C45 N41 N42 112.5(3) . .
C45 N41 C40 128.9(4) . .
N42 N41 C40 118.4(4) . .
C43 N42 N41 104.5(3) . .
C43 N42 Mn3 131.3(3) . .
N41 N42 Mn3 123.0(2) . .
N42 C43 C44 110.6(4) . .
N42 C43 C46 123.0(4) . .
C44 C43 C46 126.4(4) . .
C45 C44 C43 107.0(3) . .
C45 C44 C51 127.8(4) . .
C43 C44 C51 125.1(3) . .
N41 C45 C44 105.4(3) . .
N41 C45 C47 124.3(3) . .
C44 C45 C47 130.2(3) . .
C43 C46 H46A 109.5 . .
C43 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C43 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C45 C47 H47A 109.5 . .
C45 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
C45 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
C56 C51 C52 118.2(3) . .
C56 C51 C44 119.2(3) . .
C52 C51 C44 122.4(3) . .
C51 C52 C53 120.7(4) . .
C51 C52 H52 119.7 . .
C53 C52 H52 119.7 . .
C54 C53 C52 121.0(3) . .
C54 C53 H53 119.5 . .
C52 C53 H53 119.5 . .
C53 C54 C55 118.6(3) . .
C53 C54 C57 121.6(3) . .
C55 C54 C57 119.6(3) . .
C54 C55 C56 119.7(4) . .
C54 C55 H55 120.1 . .
C56 C55 H55 120.1 . .
C51 C56 C55 121.7(4) . .
C51 C56 H56 119.1 . .
C55 C56 H56 119.1 . .
O59 C57 O58 125.2(3) . .
O59 C57 C54 117.2(3) . .
O58 C57 C54 117.5(3) . .
C57 O58 Mn1 125.9(2) . .
C57 O59 Mn2 145.0(2) . .
C65 N61 N62 113.1(10) . .
C65 N61 Mn3 131.0(8) . .
N62 N61 Mn3 115.9(8) . .
N63 N62 N61 102.7(12) . .
N62 N63 C64 111.4(13) . .
N63 C64 C65 106.1(12) . .
N63 C64 C66 120.4(14) . .
C65 C64 C66 133.4(14) . .
N61 C65 C64 106.8(11) . .
N61 C65 H65 126.6 . .
C64 C65 H65 126.6 . .
O66 C66 C67 110(2) . .
O66 C66 C64 135(2) . .
C67 C66 C64 115.3(18) . .
C68 C67 C66 144(3) . .
C68 C67 H67A 101.0 . .
C66 C67 H67A 101.0 . .
C68 C67 H67B 101.0 . .
C66 C67 H67B 101.0 . .
H67A C67 H67B 104.4 . .
C67 C68 C69 101(2) . .
C67 C68 H68A 111.6 . .
C69 C68 H68A 111.6 . .
C67 C68 H68B 111.6 . .
C69 C68 H68B 111.6 . .
H68A C68 H68B 109.4 . .
O69 C69 C70 105(3) . 4
O69 C69 C70 105(3) . .
C70 C69 C70 93(3) 4 .
O69 C69 C68 134(3) . .
C70 C69 C68 75(2) 4 .
C70 C69 C68 121(4) . .
O69 C69 C68 134(3) . 4
C70 C69 C68 121(4) 4 4
C70 C69 C68 75(2) . 4
C68 C69 C68 65(4) . 4
C71 C70 C69 174(7) . .
C71 C70 C68 127(5) . 4
C69 C70 C68 54.7(15) . 4
C70 C71 H71 180.0 . .
O76 C75 Mn3 172.4(14) . .
O78 C77 Mn3 179.5(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O58 2.094(2) .
Mn1 O19 2.111(2) 1_556
Mn1 O39 2.193(2) 1_655
Mn1 N22 2.246(2) .
Mn1 N2 2.323(2) .
Mn1 O38 2.438(2) 1_655
N1 C5 1.360(3) .
N1 N2 1.363(3) .
N1 C1 1.449(3) .
C1 N21 1.461(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
Mn2 O18 2.110(2) 3_655
Mn2 O18 2.110(2) 1_556
Mn2 O59 2.124(3) 3_656
Mn2 O59 2.124(3) .
Mn2 O39 2.249(2) 1_655
Mn2 O39 2.249(2) 3_556
N2 C3 1.341(3) .
Mn3 C77 1.718(19) .
Mn3 C75 1.787(8) .
Mn3 C75 1.787(7) 4
Mn3 N61 2.056(9) .
Mn3 N42 2.091(3) .
Mn3 N42 2.091(3) 4
C3 C4 1.418(3) .
C3 C6 1.498(4) .
C4 C5 1.383(4) .
C4 C11 1.479(3) .
C5 C7 1.508(4) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C11 C16 1.389(4) .
C11 C12 1.403(4) .
C12 C13 1.395(4) .
C12 H12 0.9500 .
C13 C14 1.395(4) .
C13 H13 0.9500 .
C14 C15 1.395(4) .
C14 C17 1.513(4) .
C15 C16 1.399(4) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C17 O18 1.242(4) .
C17 O19 1.258(4) .
O18 Mn2 2.110(2) 1_554
O19 Mn1 2.111(2) 1_554
N21 C25 1.354(4) .
N21 N22 1.357(3) .
N22 C23 1.343(3) .
C23 C24 1.408(4) .
C23 C26 1.500(4) .
C24 C25 1.396(4) .
C24 C31 1.473(4) .
C25 C27 1.491(4) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C31 C32 1.402(5) .
C31 C36 1.403(5) .
C32 C33 1.397(4) .
C32 H32 0.9500 .
C33 C34 1.396(5) .
C33 H33 0.9500 .
C34 C35 1.398(5) .
C34 C37 1.505(4) .
C35 C36 1.399(4) .
C35 H35 0.9500 .
C36 H36 0.9500 .
C37 O38 1.252(4) .
C37 O39 1.282(4) .
O38 Mn1 2.438(2) 1_455
O39 Mn1 2.193(2) 1_455
O39 Mn2 2.249(2) 1_455
C40 N41 1.453(4) 4
C40 N41 1.453(4) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
N41 C45 1.363(5) .
N41 N42 1.385(5) .
N42 C43 1.347(5) .
C43 C44 1.405(6) .
C43 C46 1.485(6) .
C44 C45 1.387(5) .
C44 C51 1.492(5) .
C45 C47 1.487(6) .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C47 H47A 0.9800 .
C47 H47B 0.9800 .
C47 H47C 0.9800 .
C51 C56 1.342(6) .
C51 C52 1.383(5) .
C52 C53 1.403(5) .
C52 H52 0.9500 .
C53 C54 1.357(5) .
C53 H53 0.9500 .
C54 C55 1.380(5) .
C54 C57 1.504(4) .
C55 C56 1.418(6) .
C55 H55 0.9500 .
C56 H56 0.9500 .
C57 O59 1.237(4) .
C57 O58 1.255(4) .
N61 C65 1.338(11) .
N61 N62 1.397(15) .
N62 N63 1.382(13) .
N63 C64 1.388(13) .
C64 C65 1.398(13) .
C64 C66 1.513(16) .
C65 H65 0.9500 .
C66 O66 1.309(18) .
C66 C67 1.446(16) .
C67 C68 1.44(2) .
C67 H67A 0.9900 .
C67 H67B 0.9900 .
C68 C69 1.55(2) .
C68 H68A 0.9900 .
C68 H68B 0.9900 .
O69 C69 1.28(2) .
C69 C70 1.456(19) 4
C69 C70 1.456(19) .
C69 C68 1.55(2) 4
C70 C71 1.22(2) .
C70 C68 1.83(5) 4
C71 H71 0.9500 .
C75 O76 1.173(9) .
C77 O78 1.175(17) .
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
_geom_torsion_site_symmetry_4
C5 N1 C1 N21 115.3(3) . .
N2 N1 C1 N21 -62.8(3) . .
C5 N1 N2 C3 -0.1(3) . .
C1 N1 N2 C3 178.3(2) . .
C5 N1 N2 Mn1 -179.91(19) . .
C1 N1 N2 Mn1 -1.5(3) . .
N1 N2 C3 C4 -0.3(3) . .
Mn1 N2 C3 C4 179.5(2) . .
N1 N2 C3 C6 -179.9(3) . .
Mn1 N2 C3 C6 -0.1(5) . .
N2 C3 C4 C5 0.6(4) . .
C6 C3 C4 C5 -179.9(4) . .
N2 C3 C4 C11 -175.1(3) . .
C6 C3 C4 C11 4.5(6) . .
N2 N1 C5 C4 0.5(3) . .
C1 N1 C5 C4 -177.7(3) . .
N2 N1 C5 C7 -177.2(3) . .
C1 N1 C5 C7 4.6(5) . .
C3 C4 C5 N1 -0.6(3) . .
C11 C4 C5 N1 175.1(3) . .
C3 C4 C5 C7 176.7(4) . .
C11 C4 C5 C7 -7.6(6) . .
C5 C4 C11 C16 -39.4(5) . .
C3 C4 C11 C16 135.4(4) . .
C5 C4 C11 C12 141.5(3) . .
C3 C4 C11 C12 -43.8(5) . .
C16 C11 C12 C13 -3.5(5) . .
C4 C11 C12 C13 175.7(3) . .
C11 C12 C13 C14 1.8(6) . .
C12 C13 C14 C15 0.2(5) . .
C12 C13 C14 C17 180.0(3) . .
C13 C14 C15 C16 -0.6(6) . .
C17 C14 C15 C16 179.7(3) . .
C12 C11 C16 C15 3.2(6) . .
C4 C11 C16 C15 -176.0(4) . .
C14 C15 C16 C11 -1.2(6) . .
C15 C14 C17 O18 -165.2(3) . .
C13 C14 C17 O18 15.1(5) . .
C15 C14 C17 O19 15.6(5) . .
C13 C14 C17 O19 -164.1(3) . .
O19 C17 O18 Mn2 -1.2(7) . 1_554
C14 C17 O18 Mn2 179.7(3) . 1_554
O18 C17 O19 Mn1 -6.7(5) . 1_554
C14 C17 O19 Mn1 172.4(2) . 1_554
N1 C1 N21 C25 -100.1(3) . .
N1 C1 N21 N22 75.1(3) . .
C25 N21 N22 C23 -0.6(3) . .
C1 N21 N22 C23 -176.7(2) . .
C25 N21 N22 Mn1 159.43(19) . .
C1 N21 N22 Mn1 -16.7(3) . .
N21 N22 C23 C24 -0.8(3) . .
Mn1 N22 C23 C24 -159.03(19) . .
N21 N22 C23 C26 -179.3(3) . .
Mn1 N22 C23 C26 22.4(4) . .
N22 C23 C24 C25 1.8(3) . .
C26 C23 C24 C25 -179.8(3) . .
N22 C23 C24 C31 -176.8(3) . .
C26 C23 C24 C31 1.5(5) . .
N22 N21 C25 C24 1.7(3) . .
C1 N21 C25 C24 177.2(3) . .
N22 N21 C25 C27 -177.1(3) . .
C1 N21 C25 C27 -1.7(5) . .
C23 C24 C25 N21 -2.1(3) . .
C31 C24 C25 N21 176.6(3) . .
C23 C24 C25 C27 176.6(4) . .
C31 C24 C25 C27 -4.7(6) . .
C25 C24 C31 C32 -48.5(5) . .
C23 C24 C31 C32 129.9(4) . .
C25 C24 C31 C36 134.3(4) . .
C23 C24 C31 C36 -47.3(5) . .
C36 C31 C32 C33 1.7(6) . .
C24 C31 C32 C33 -175.5(3) . .
C31 C32 C33 C34 0.6(6) . .
C32 C33 C34 C35 -3.5(6) . .
C32 C33 C34 C37 175.8(3) . .
C33 C34 C35 C36 4.0(5) . .
C37 C34 C35 C36 -175.3(3) . .
C34 C35 C36 C31 -1.6(5) . .
C32 C31 C36 C35 -1.2(5) . .
C24 C31 C36 C35 176.0(3) . .
C33 C34 C37 O38 6.3(5) . .
C35 C34 C37 O38 -174.4(3) . .
C33 C34 C37 O39 -174.4(3) . .
C35 C34 C37 O39 4.9(5) . .
O39 C37 O38 Mn1 -7.2(3) . 1_455
C34 C37 O38 Mn1 172.0(3) . 1_455
O38 C37 O39 Mn1 8.1(3) . 1_455
C34 C37 O39 Mn1 -171.2(2) . 1_455
O38 C37 O39 Mn2 -113.8(3) . 1_455
C34 C37 O39 Mn2 66.9(4) . 1_455
N41 C40 N41 C45 113.1(5) 4 .
N41 C40 N41 N42 -62.5(6) 4 .
C45 N41 N42 C43 2.0(4) . .
C40 N41 N42 C43 178.3(4) . .
C45 N41 N42 Mn3 -166.7(3) . .
C40 N41 N42 Mn3 9.6(5) . .
N41 N42 C43 C44 -0.9(4) . .
Mn3 N42 C43 C44 166.4(3) . .
N41 N42 C43 C46 -178.3(4) . .
Mn3 N42 C43 C46 -11.0(7) . .
N42 C43 C44 C45 -0.4(5) . .
C46 C43 C44 C45 176.9(4) . .
N42 C43 C44 C51 -176.9(3) . .
C46 C43 C44 C51 0.3(7) . .
N42 N41 C45 C44 -2.2(4) . .
C40 N41 C45 C44 -178.0(4) . .
N42 N41 C45 C47 175.4(3) . .
C40 N41 C45 C47 -0.4(6) . .
C43 C44 C45 N41 1.5(4) . .
C51 C44 C45 N41 178.0(3) . .
C43 C44 C45 C47 -175.9(4) . .
C51 C44 C45 C47 0.6(6) . .
C45 C44 C51 C56 -95.8(6) . .
C43 C44 C51 C56 80.1(6) . .
C45 C44 C51 C52 89.5(5) . .
C43 C44 C51 C52 -94.6(5) . .
C56 C51 C52 C53 0.4(8) . .
C44 C51 C52 C53 175.1(4) . .
C51 C52 C53 C54 0.2(7) . .
C52 C53 C54 C55 -0.9(7) . .
C52 C53 C54 C57 -177.4(4) . .
C53 C54 C55 C56 1.1(9) . .
C57 C54 C55 C56 177.6(5) . .
C52 C51 C56 C55 -0.2(10) . .
C44 C51 C56 C55 -175.1(6) . .
C54 C55 C56 C51 -0.6(11) . .
C53 C54 C57 O59 -174.8(4) . .
C55 C54 C57 O59 8.8(5) . .
C53 C54 C57 O58 8.0(4) . .
C55 C54 C57 O58 -168.4(4) . .
O59 C57 O58 Mn1 -0.1(4) . .
C54 C57 O58 Mn1 176.87(18) . .
O58 C57 O59 Mn2 -19.3(7) . .
C54 C57 O59 Mn2 163.7(3) . .
C65 N61 N62 N63 0.000(2) . .
Mn3 N61 N62 N63 180.000(2) . .
N61 N62 N63 C64 0.000(2) . .
N62 N63 C64 C65 0.000(3) . .
N62 N63 C64 C66 180.000(4) . .
N62 N61 C65 C64 0.000(2) . .
Mn3 N61 C65 C64 180.000(3) . .
N63 C64 C65 N61 0.000(2) . .
C66 C64 C65 N61 180.000(3) . .
N63 C64 C66 O66 0.000(6) . .
C65 C64 C66 O66 180.000(8) . .
N63 C64 C66 C67 180.000(4) . .
C65 C64 C66 C67 0.000(6) . .
O66 C66 C67 C68 -102(6) . .
C64 C66 C67 C68 78(6) . .
C66 C67 C68 C69 -129(4) . .
C67 C68 C69 O69 93(5) . .
C67 C68 C69 C70 -171(6) . 4
C67 C68 C69 C70 -87(5) . .
C67 C68 C69 C68 -35(6) . 4
O69 C69 C70 C68 -132(4) . 4
C70 C69 C70 C68 122(4) 4 4
C68 C69 C70 C68 47(4) . 4
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.004 0.000 1747 340 ' '
