# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_22man_w
_database_code_depnum_ccdc_archive 'CCDC 2161096'
loop_
_audit_author_name
_audit_author_address
'Ilya Yakushev'
;Kurnakov Institute of general and inorganic chemistry, RAS
Russia
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2022-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H24 N6 O3 W'
_chemical_formula_sum            'C29 H24 N6 O3 W'
_chemical_formula_weight         688.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0026 0.0018 '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 0.0069 0.0037 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0121 0.0067 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.9795 7.4485 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.9393(16)
_cell_length_b                   21.1967(12)
_cell_length_c                   14.8915(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.545(5)
_cell_angle_gamma                90
_cell_volume                     2503.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20923
_cell_measurement_theta_min      1.753
_cell_measurement_theta_max      28.487

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    5.221
_shelx_estimated_absorpt_T_min   0.573
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.001
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'XDS (Kabsch, 2010)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.74503
_diffrn_radiation_type           synchrotron
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rayonix SX165 CCD'
_diffrn_measurement_method       φ
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54069
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.753
_diffrn_reflns_theta_max         28.487
_diffrn_reflns_theta_full        26.553
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5475
_reflns_number_gt                5002
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Marccd (Doyle, 2011)'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        XDS
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+1.9851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0040(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5475
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0230
_refine_ls_wR_factor_ref         0.0621
_refine_ls_wR_factor_gt          0.0605
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
W1 W 0.19335(2) 0.46578(2) 0.72984(2) 0.01821(6) Uani 1 1 d . . . . .
O1 O -0.1503(3) 0.53628(9) 0.72338(16) 0.0270(5) Uani 1 1 d . . . . .
O2 O 0.1224(2) 0.39845(9) 0.82573(13) 0.0214(4) Uani 1 1 d . . . . .
O3 O 0.0995(2) 0.38847(9) 0.65457(13) 0.0209(4) Uani 1 1 d . . . . .
N1 N 0.4362(3) 0.40974(11) 0.73573(15) 0.0200(4) Uani 1 1 d . . . . .
N2 N 0.2033(3) 0.46962(10) 0.93500(17) 0.0192(5) Uani 1 1 d . . . . .
N3 N 0.2560(3) 0.50194(11) 0.85947(15) 0.0205(5) Uani 1 1 d . . . . .
N4 N 0.3298(3) 0.55016(11) 0.71762(16) 0.0211(5) Uani 1 1 d . . . . .
N5 N 0.2240(3) 0.48468(12) 0.59179(15) 0.0205(4) Uani 1 1 d . . . . .
N6 N 0.1652(3) 0.44219(12) 0.52706(16) 0.0232(5) Uani 1 1 d . . . . .
C1 C 0.5694(4) 0.43256(14) 0.7849(2) 0.0246(6) Uani 1 1 d . . . . .
H1 H 0.556426 0.471368 0.815745 0.030 Uiso 1 1 calc R U . . .
C2 C 0.7236(4) 0.40245(14) 0.79273(19) 0.0252(6) Uani 1 1 d . . . . .
H2 H 0.812825 0.419612 0.829708 0.030 Uiso 1 1 calc R U . . .
C3 C 0.7462(4) 0.34713(14) 0.7461(2) 0.0258(6) Uani 1 1 d . . . . .
H3 H 0.852017 0.326123 0.748882 0.031 Uiso 1 1 calc R U . . .
C4 C 0.6115(4) 0.32294(14) 0.6953(2) 0.0275(6) Uani 1 1 d . . . . .
H4 H 0.623223 0.284795 0.662683 0.033 Uiso 1 1 calc R U . . .
C5 C 0.4587(4) 0.35491(14) 0.69235(19) 0.0245(6) Uani 1 1 d . . . . .
H5 H 0.366216 0.337346 0.658269 0.029 Uiso 1 1 calc R U . . .
C6 C 0.1350(3) 0.41668(13) 0.90890(18) 0.0209(5) Uani 1 1 d . . . . .
C7 C 0.0604(3) 0.37577(13) 0.97730(18) 0.0212(5) Uani 1 1 d . . . . .
C8 C -0.0182(4) 0.31945(14) 0.95118(19) 0.0244(6) Uani 1 1 d . . . . .
H8 H -0.014511 0.305597 0.890629 0.029 Uiso 1 1 calc R U . . .
C9 C -0.1023(4) 0.28335(14) 1.0134(2) 0.0269(6) Uani 1 1 d . . . . .
H9 H -0.157209 0.245356 0.995097 0.032 Uiso 1 1 calc R U . . .
C10 C -0.1054(4) 0.30303(14) 1.1018(2) 0.0267(6) Uani 1 1 d . . . . .
H10 H -0.164899 0.279091 1.144073 0.032 Uiso 1 1 calc R U . . .
C11 C -0.0213(4) 0.35803(14) 1.12908(19) 0.0260(6) Uani 1 1 d . . . . .
H11 H -0.019991 0.370485 1.190386 0.031 Uiso 1 1 calc R U . . .
C12 C 0.0602(4) 0.39449(14) 1.06764(19) 0.0245(6) Uani 1 1 d . . . . .
H12 H 0.115969 0.432184 1.086498 0.029 Uiso 1 1 calc R U . . .
C13 C 0.3450(4) 0.55357(13) 0.87415(19) 0.0216(5) Uani 1 1 d . . . . .
C14 C 0.3951(4) 0.57822(14) 0.96552(19) 0.0255(6) Uani 1 1 d . . . . .
H14A H 0.318482 0.561435 1.009493 0.038 Uiso 1 1 calc R U . . .
H14B H 0.388871 0.624395 0.965203 0.038 Uiso 1 1 calc R U . . .
H14C H 0.510707 0.564988 0.981777 0.038 Uiso 1 1 calc R U . . .
C15 C 0.3906(3) 0.58289(13) 0.79232(19) 0.0229(5) Uani 1 1 d . . . . .
C16 C 0.4855(4) 0.63790(14) 0.7853(2) 0.0280(6) Uani 1 1 d . . . . .
H16 H 0.526083 0.659360 0.837922 0.034 Uiso 1 1 calc R U . . .
C17 C 0.5202(4) 0.66106(15) 0.7012(2) 0.0328(7) Uani 1 1 d . . . . .
H17 H 0.584750 0.698481 0.695660 0.039 Uiso 1 1 calc R U . . .
C18 C 0.4598(4) 0.62912(14) 0.6251(2) 0.0291(6) Uani 1 1 d . . . . .
H18 H 0.481251 0.644783 0.566900 0.035 Uiso 1 1 calc R U . . .
C19 C 0.3673(4) 0.57377(14) 0.63481(19) 0.0233(5) Uani 1 1 d . . . . .
C20 C 0.3025(4) 0.53510(12) 0.5623(2) 0.0227(6) Uani 1 1 d . . . . .
C21 C 0.3249(4) 0.54961(15) 0.4657(2) 0.0280(6) Uani 1 1 d . . . . .
H21A H 0.285613 0.513798 0.428818 0.042 Uiso 1 1 calc R U . . .
H21B H 0.444444 0.557321 0.456126 0.042 Uiso 1 1 calc R U . . .
H21C H 0.259293 0.587251 0.448716 0.042 Uiso 1 1 calc R U . . .
C22 C 0.1035(3) 0.39365(13) 0.56738(18) 0.0205(5) Uani 1 1 d . . . . .
C23 C 0.0372(3) 0.34017(13) 0.51203(18) 0.0217(5) Uani 1 1 d . . . . .
C24 C 0.0496(4) 0.34081(14) 0.4186(2) 0.0297(6) Uani 1 1 d . . . . .
H24 H 0.100874 0.375489 0.389951 0.036 Uiso 1 1 calc R U . . .
C25 C -0.0136(5) 0.29030(16) 0.3679(2) 0.0363(8) Uani 1 1 d . . . . .
H25 H -0.002215 0.290099 0.304673 0.044 Uiso 1 1 calc R U . . .
C26 C -0.0930(4) 0.24017(15) 0.4085(2) 0.0320(7) Uani 1 1 d . . . . .
H26 H -0.138903 0.206527 0.373097 0.038 Uiso 1 1 calc R U . . .
C27 C -0.1051(4) 0.23947(14) 0.5010(2) 0.0267(6) Uani 1 1 d . . . . .
H27 H -0.158610 0.205155 0.529190 0.032 Uiso 1 1 calc R U . . .
C28 C -0.0388(4) 0.28896(14) 0.55237(19) 0.0238(6) Uani 1 1 d . . . . .
H28 H -0.045478 0.287844 0.615893 0.029 Uiso 1 1 calc R U . . .
C29 C -0.0224(4) 0.50947(13) 0.72571(18) 0.0216(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
W1 C29 1.946(3) . ?
W1 O3 2.1032(18) . ?
W1 N4 2.103(2) . ?
W1 O2 2.1128(19) . ?
W1 N3 2.116(2) . ?
W1 N5 2.119(2) . ?
W1 N1 2.263(2) . ?
O1 C29 1.162(4) . ?
O2 C6 1.297(3) . ?
O3 C22 1.305(3) . ?
N1 C5 1.345(4) . ?
N1 C1 1.349(4) . ?
N2 C6 1.298(4) . ?
N2 N3 1.397(3) . ?
N3 C13 1.316(4) . ?
N4 C19 1.376(4) . ?
N4 C15 1.380(4) . ?
N5 C20 1.322(4) . ?
N5 N6 1.385(3) . ?
N6 C22 1.298(4) . ?
C1 C2 1.381(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.378(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.481(4) . ?
C7 C8 1.395(4) . ?
C7 C12 1.403(4) . ?
C8 C9 1.394(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.395(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C15 1.429(4) . ?
C13 C14 1.495(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.395(4) . ?
C16 C17 1.384(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.388(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.395(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.433(4) . ?
C20 C21 1.488(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.484(4) . ?
C23 C28 1.391(4) . ?
C23 C24 1.400(4) . ?
C24 C25 1.390(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.384(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.388(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?

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
C29 W1 O3 93.63(10) . . ?
C29 W1 N4 92.79(10) . . ?
O3 W1 N4 142.02(8) . . ?
C29 W1 O2 94.71(10) . . ?
O3 W1 O2 74.64(7) . . ?
N4 W1 O2 141.88(8) . . ?
C29 W1 N3 91.57(10) . . ?
O3 W1 N3 146.30(8) . . ?
N4 W1 N3 70.72(9) . . ?
O2 W1 N3 71.76(8) . . ?
C29 W1 N5 91.03(10) . . ?
O3 W1 N5 71.54(8) . . ?
N4 W1 N5 70.94(9) . . ?
O2 W1 N5 145.98(9) . . ?
N3 W1 N5 141.66(9) . . ?
C29 W1 N1 176.73(10) . . ?
O3 W1 N1 83.85(8) . . ?
N4 W1 N1 90.48(9) . . ?
O2 W1 N1 82.62(8) . . ?
N3 W1 N1 89.40(8) . . ?
N5 W1 N1 90.15(9) . . ?
C6 O2 W1 115.63(17) . . ?
C22 O3 W1 116.16(17) . . ?
C5 N1 C1 116.9(2) . . ?
C5 N1 W1 124.46(19) . . ?
C1 N1 W1 118.61(19) . . ?
C6 N2 N3 108.6(2) . . ?
C13 N3 N2 116.9(2) . . ?
C13 N3 W1 123.76(19) . . ?
N2 N3 W1 119.37(17) . . ?
C19 N4 C15 117.3(2) . . ?
C19 N4 W1 121.31(19) . . ?
C15 N4 W1 121.39(19) . . ?
C20 N5 N6 116.3(2) . . ?
C20 N5 W1 123.5(2) . . ?
N6 N5 W1 120.17(18) . . ?
C22 N6 N5 108.4(2) . . ?
N1 C1 C2 123.4(3) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 118.5(3) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 122.7(3) . . ?
N1 C5 H5 118.6 . . ?
C4 C5 H5 118.6 . . ?
O2 C6 N2 123.8(3) . . ?
O2 C6 C7 117.8(2) . . ?
N2 C6 C7 118.3(3) . . ?
C8 C7 C12 119.3(3) . . ?
C8 C7 C6 119.8(3) . . ?
C12 C7 C6 120.8(3) . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C10 C9 C8 119.8(3) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C9 C10 C11 120.0(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C7 119.9(3) . . ?
C11 C12 H12 120.1 . . ?
C7 C12 H12 120.1 . . ?
N3 C13 C15 112.0(2) . . ?
N3 C13 C14 124.1(3) . . ?
C15 C13 C14 123.8(3) . . ?
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 . . ?
N4 C15 C16 122.0(3) . . ?
N4 C15 C13 112.1(2) . . ?
C16 C15 C13 125.9(3) . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 119.4(3) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
N4 C19 C18 122.3(3) . . ?
N4 C19 C20 112.5(2) . . ?
C18 C19 C20 125.1(3) . . ?
N5 C20 C19 111.8(3) . . ?
N5 C20 C21 124.5(3) . . ?
C19 C20 C21 123.8(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N6 C22 O3 123.6(3) . . ?
N6 C22 C23 118.7(2) . . ?
O3 C22 C23 117.7(2) . . ?
C28 C23 C24 119.2(3) . . ?
C28 C23 C22 120.4(2) . . ?
C24 C23 C22 120.4(3) . . ?
C25 C24 C23 119.5(3) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C26 C25 C24 120.9(3) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C27 C26 C25 119.6(3) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C28 120.0(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 120.8(3) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
O1 C29 W1 179.1(2) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N2 N3 C13 -172.7(2) . . . . ?
C6 N2 N3 W1 6.4(3) . . . . ?
C20 N5 N6 C22 175.2(2) . . . . ?
W1 N5 N6 C22 -2.8(3) . . . . ?
C5 N1 C1 C2 -0.4(4) . . . . ?
W1 N1 C1 C2 -179.6(2) . . . . ?
N1 C1 C2 C3 2.0(5) . . . . ?
C1 C2 C3 C4 -1.9(4) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C1 N1 C5 C4 -1.3(4) . . . . ?
W1 N1 C5 C4 177.9(2) . . . . ?
C3 C4 C5 N1 1.4(5) . . . . ?
W1 O2 C6 N2 -7.4(3) . . . . ?
W1 O2 C6 C7 169.91(18) . . . . ?
N3 N2 C6 O2 0.8(4) . . . . ?
N3 N2 C6 C7 -176.5(2) . . . . ?
O2 C6 C7 C8 0.7(4) . . . . ?
N2 C6 C7 C8 178.2(3) . . . . ?
O2 C6 C7 C12 -176.0(2) . . . . ?
N2 C6 C7 C12 1.5(4) . . . . ?
C12 C7 C8 C9 2.6(4) . . . . ?
C6 C7 C8 C9 -174.1(3) . . . . ?
C7 C8 C9 C10 -1.0(4) . . . . ?
C8 C9 C10 C11 -1.5(4) . . . . ?
C9 C10 C11 C12 2.5(5) . . . . ?
C10 C11 C12 C7 -0.8(4) . . . . ?
C8 C7 C12 C11 -1.7(4) . . . . ?
C6 C7 C12 C11 175.0(3) . . . . ?
N2 N3 C13 C15 -179.5(2) . . . . ?
W1 N3 C13 C15 1.3(3) . . . . ?
N2 N3 C13 C14 1.4(4) . . . . ?
W1 N3 C13 C14 -177.7(2) . . . . ?
C19 N4 C15 C16 0.4(4) . . . . ?
W1 N4 C15 C16 178.1(2) . . . . ?
C19 N4 C15 C13 -179.5(2) . . . . ?
W1 N4 C15 C13 -1.8(3) . . . . ?
N3 C13 C15 N4 0.3(3) . . . . ?
C14 C13 C15 N4 179.3(3) . . . . ?
N3 C13 C15 C16 -179.6(3) . . . . ?
C14 C13 C15 C16 -0.5(5) . . . . ?
N4 C15 C16 C17 0.2(5) . . . . ?
C13 C15 C16 C17 -179.9(3) . . . . ?
C15 C16 C17 C18 0.0(5) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
C15 N4 C19 C18 -1.3(4) . . . . ?
W1 N4 C19 C18 -179.0(2) . . . . ?
C15 N4 C19 C20 178.2(2) . . . . ?
W1 N4 C19 C20 0.4(3) . . . . ?
C17 C18 C19 N4 1.6(5) . . . . ?
C17 C18 C19 C20 -177.8(3) . . . . ?
N6 N5 C20 C19 -176.3(2) . . . . ?
W1 N5 C20 C19 1.6(3) . . . . ?
N6 N5 C20 C21 2.4(4) . . . . ?
W1 N5 C20 C21 -179.7(2) . . . . ?
N4 C19 C20 N5 -1.2(4) . . . . ?
C18 C19 C20 N5 178.2(3) . . . . ?
N4 C19 C20 C21 -180.0(3) . . . . ?
C18 C19 C20 C21 -0.6(5) . . . . ?
N5 N6 C22 O3 0.5(4) . . . . ?
N5 N6 C22 C23 -178.0(2) . . . . ?
W1 O3 C22 N6 1.9(3) . . . . ?
W1 O3 C22 C23 -179.60(17) . . . . ?
N6 C22 C23 C28 -176.2(3) . . . . ?
O3 C22 C23 C28 5.2(4) . . . . ?
N6 C22 C23 C24 3.4(4) . . . . ?
O3 C22 C23 C24 -175.2(3) . . . . ?
C28 C23 C24 C25 -0.2(5) . . . . ?
C22 C23 C24 C25 -179.9(3) . . . . ?
C23 C24 C25 C26 1.9(5) . . . . ?
C24 C25 C26 C27 -2.0(5) . . . . ?
C25 C26 C27 C28 0.4(5) . . . . ?
C26 C27 C28 C23 1.2(5) . . . . ?
C24 C23 C28 C27 -1.3(4) . . . . ?
C22 C23 C28 C27 178.3(3) . . . . ?

_refine_diff_density_max         1.450
_refine_diff_density_min         -0.913
_refine_diff_density_rms         0.108



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_21man_wmn
_database_code_depnum_ccdc_archive 'CCDC 2217467'
loop_
_audit_author_name
_audit_author_address
'Ilya Yakushev'
;Kurnakov Institute of general and inorganic chemistry, RAS
Russia
;
_audit_update_record             
;
2022-11-04 deposited with the CCDC.	2022-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C37 H47 Mn N11 O6 W, Cl O4, C3 H7 N O'
_chemical_formula_sum            'C40 H54 Cl Mn N12 O11 W'
_chemical_formula_weight         1153.19

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'
Cl Cl 0.1484 0.1585 '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'
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'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.5299(12)
_cell_length_b                   14.7868(10)
_cell_length_c                   18.6121(12)
_cell_angle_alpha                90
_cell_angle_beta                 93.389(2)
_cell_angle_gamma                90
_cell_volume                     4816.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9937
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.70

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_F_000             2328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    2.773
_shelx_estimated_absorpt_T_min   0.635
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.020572
_exptl_absorpt_correction_T_max  0.042450
_exptl_absorpt_process_details   'TWINABS (Bruker, 2012)'
_exptl_absorpt_special_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1714 before and 0.0770 after correction.
 
For component 2:
 wR2(int) was 0.1145 before and 0.0933 after correction.
 The Ratio of minimum to maximum transmission is 0.48.

Final HKLF 4 output contains 54755 reflections, Rint = 0.0917
 (25458 with I > 3sig(I), Rint = 0.0788)
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8487
_diffrn_reflns_av_unetI/netI     0.0795
_diffrn_reflns_av_R_equivalents  0.0917
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         1.803
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8487
_reflns_number_gt                7009
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²+15.3177P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8487
_refine_ls_number_parameters     607
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1342
_refine_ls_wR_factor_gt          0.1299
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
W1 W 0.38409(2) 0.23431(2) 0.49615(2) 0.03197(11) Uani 1 1 d . . . . .
Mn1 Mn 0.31890(6) 0.42181(7) 0.73239(5) 0.0354(2) Uani 1 1 d . . . . .
O1 O 0.3547(3) 0.3580(3) 0.4508(2) 0.0368(10) Uani 1 1 d . . . . .
O2 O 0.2655(3) 0.2361(3) 0.4877(3) 0.0395(11) Uani 1 1 d . . . . .
O51 O 0.2657(3) 0.4994(3) 0.6424(3) 0.0495(12) Uani 1 1 d . . . . .
O61 O 0.4100(3) 0.5202(3) 0.7375(3) 0.0462(12) Uani 1 1 d . . . . .
O71 O 0.2499(3) 0.5035(3) 0.8006(3) 0.0446(12) Uani 1 1 d . . . . .
O81 O 0.2185(3) 0.3307(4) 0.7225(3) 0.0497(13) Uani 1 1 d . . . . .
N1 N 0.4811(3) 0.3873(4) 0.4418(3) 0.0369(12) Uani 1 1 d . . . . .
N2 N 0.4842(3) 0.3004(4) 0.4744(3) 0.0352(12) Uani 1 1 d . . . . .
N3 N 0.4759(3) 0.1561(4) 0.5318(3) 0.0363(12) Uani 1 1 d . . . . .
N4 N 0.3441(3) 0.1165(4) 0.5429(3) 0.0382(13) Uani 1 1 d . . . . .
N5 N 0.2658(3) 0.0983(4) 0.5449(3) 0.0415(14) Uani 1 1 d . . . . .
N6 N 0.3705(3) 0.3345(4) 0.6529(3) 0.0413(13) Uani 1 1 d . . . . .
N31 N 0.3606(3) 0.1514(4) 0.3315(3) 0.0374(13) Uani 1 1 d . . . . .
N51 N 0.1873(4) 0.5050(5) 0.5417(4) 0.0561(17) Uani 1 1 d . . . . .
N61 N 0.4644(4) 0.6582(4) 0.7239(3) 0.0501(16) Uani 1 1 d . . . . .
N71 N 0.1903(3) 0.6129(4) 0.8581(3) 0.0442(14) Uani 1 1 d . . . . .
N81 N 0.1672(5) 0.1919(5) 0.7340(5) 0.076(2) Uani 1 1 d . . . . .
C1 C 0.4095(4) 0.4096(4) 0.4330(4) 0.0362(15) Uani 1 1 d . . . . .
C2 C 0.3885(4) 0.4968(5) 0.3995(4) 0.0406(16) Uani 1 1 d . . . . .
C3 C 0.3131(5) 0.5154(5) 0.3790(4) 0.0500(18) Uani 1 1 d . . . . .
H3 H 0.2748 0.4720 0.3876 0.060 Uiso 1 1 calc R U . . .
C4 C 0.2926(5) 0.5964(6) 0.3462(5) 0.063(2) Uani 1 1 d . . . . .
H4 H 0.2407 0.6076 0.3314 0.075 Uiso 1 1 calc R U . . .
C5 C 0.3473(5) 0.6610(5) 0.3348(5) 0.057(2) Uani 1 1 d . . . . .
H5 H 0.3333 0.7171 0.3129 0.069 Uiso 1 1 calc R U . . .
C6 C 0.4220(5) 0.6435(5) 0.3554(4) 0.0507(19) Uani 1 1 d . . . . .
H6 H 0.4596 0.6883 0.3482 0.061 Uiso 1 1 calc R U . . .
C7 C 0.4442(4) 0.5614(5) 0.3868(4) 0.0440(17) Uani 1 1 d . . . . .
H7 H 0.4965 0.5495 0.3995 0.053 Uiso 1 1 calc R U . . .
C8 C 0.5538(4) 0.2684(5) 0.4882(4) 0.0398(16) Uani 1 1 d . . . . .
C9 C 0.6254(4) 0.3135(5) 0.4707(4) 0.0474(18) Uani 1 1 d . . . . .
H9A H 0.6503 0.3391 0.5146 0.071 Uiso 1 1 calc R U . . .
H9B H 0.6139 0.3620 0.4358 0.071 Uiso 1 1 calc R U . . .
H9C H 0.6596 0.2694 0.4500 0.071 Uiso 1 1 calc R U . . .
C10 C 0.5497(4) 0.1845(5) 0.5235(4) 0.0363(15) Uani 1 1 d . . . . .
C11 C 0.6129(4) 0.1318(5) 0.5489(4) 0.0439(17) Uani 1 1 d . . . . .
H11 H 0.6633 0.1522 0.5416 0.053 Uiso 1 1 calc R U . . .
C12 C 0.6027(4) 0.0526(5) 0.5835(4) 0.0437(17) Uani 1 1 d . . . . .
H12 H 0.6452 0.0175 0.6012 0.052 Uiso 1 1 calc R U . . .
C13 C 0.5286(4) 0.0240(4) 0.5925(4) 0.0386(15) Uani 1 1 d . . . . .
H13 H 0.5202 -0.0313 0.6167 0.046 Uiso 1 1 calc R U . . .
C14 C 0.4671(4) 0.0746(4) 0.5669(3) 0.0371(15) Uani 1 1 d . . . . .
C15 C 0.3891(4) 0.0533(4) 0.5733(4) 0.0375(15) Uani 1 1 d . . . . .
C16 C 0.3601(4) -0.0273(5) 0.6113(4) 0.0480(18) Uani 1 1 d . . . . .
H16A H 0.3153 -0.0517 0.5839 0.072 Uiso 1 1 calc R U . . .
H16B H 0.3459 -0.0097 0.6594 0.072 Uiso 1 1 calc R U . . .
H16C H 0.4002 -0.0736 0.6154 0.072 Uiso 1 1 calc R U . . .
C17 C 0.2305(4) 0.1660(5) 0.5133(4) 0.0404(16) Uani 1 1 d . . . . .
C18 C 0.1465(4) 0.1642(6) 0.5048(4) 0.0481(18) Uani 1 1 d . . . . .
C19 C 0.1046(5) 0.1034(7) 0.5418(5) 0.069(3) Uani 1 1 d . . . . .
H19 H 0.1296 0.0614 0.5739 0.083 Uiso 1 1 calc R U . . .
C20 C 0.0255(5) 0.1034(8) 0.5323(6) 0.081(3) Uani 1 1 d . . . . .
H20 H -0.0032 0.0614 0.5583 0.097 Uiso 1 1 calc R U . . .
C21 C -0.0118(5) 0.1623(8) 0.4865(6) 0.078(3) Uani 1 1 d . . . . .
H21 H -0.0660 0.1633 0.4825 0.094 Uiso 1 1 calc R U . . .
C22 C 0.0292(5) 0.2204(7) 0.4460(6) 0.069(3) Uani 1 1 d . . . . .
H22 H 0.0037 0.2592 0.4117 0.082 Uiso 1 1 calc R U . . .
C23 C 0.1086(5) 0.2220(6) 0.4556(5) 0.059(2) Uani 1 1 d . . . . .
H23 H 0.1372 0.2629 0.4284 0.071 Uiso 1 1 calc R U . . .
C31 C 0.3764(4) 0.3003(5) 0.5985(4) 0.0372(15) Uani 1 1 d . . . . .
C41 C 0.3713(4) 0.1795(4) 0.3885(4) 0.0342(14) Uani 1 1 d . . . . .
C51 C 0.2333(5) 0.4624(6) 0.5884(5) 0.064(2) Uani 1 1 d . . . . .
H51 H 0.2426 0.4000 0.5807 0.077 Uiso 1 1 calc R U . . .
C52 C 0.1485(7) 0.4524(8) 0.4845(6) 0.090(3) Uani 1 1 d . . . . .
H52A H 0.1713 0.3920 0.4830 0.134 Uiso 1 1 calc R U . . .
H52B H 0.1537 0.4828 0.4382 0.134 Uiso 1 1 calc R U . . .
H52C H 0.0942 0.4470 0.4937 0.134 Uiso 1 1 calc R U . . .
C53 C 0.1728(6) 0.5994(6) 0.5445(5) 0.069(2) Uani 1 1 d . . . . .
H53A H 0.1970 0.6244 0.5890 0.103 Uiso 1 1 calc R U . . .
H53B H 0.1175 0.6098 0.5436 0.103 Uiso 1 1 calc R U . . .
H53C H 0.1938 0.6290 0.5030 0.103 Uiso 1 1 calc R U . . .
C61 C 0.4068(5) 0.6000(5) 0.7199(4) 0.0471(18) Uani 1 1 d . . . . .
H61 H 0.3586 0.6222 0.7018 0.057 Uiso 1 1 calc R U . . .
C62 C 0.4565(5) 0.7501(5) 0.6972(5) 0.057(2) Uani 1 1 d . . . . .
H62A H 0.4817 0.7555 0.6518 0.085 Uiso 1 1 calc R U . . .
H62B H 0.4804 0.7919 0.7327 0.085 Uiso 1 1 calc R U . . .
H62C H 0.4022 0.7649 0.6892 0.085 Uiso 1 1 calc R U . . .
C63 C 0.5400(5) 0.6283(6) 0.7486(5) 0.060(2) Uani 1 1 d . . . . .
H63A H 0.5411 0.5621 0.7510 0.090 Uiso 1 1 calc R U . . .
H63B H 0.5530 0.6534 0.7965 0.090 Uiso 1 1 calc R U . . .
H63C H 0.5773 0.6492 0.7150 0.090 Uiso 1 1 calc R U . . .
C71 C 0.2225(4) 0.5785(5) 0.8015(4) 0.0449(17) Uani 1 1 d . . . . .
H71 H 0.2242 0.6146 0.7595 0.054 Uiso 1 1 calc R U . . .
C72 C 0.1847(4) 0.5591(6) 0.9232(4) 0.0510(19) Uani 1 1 d . . . . .
H72A H 0.1312 0.5422 0.9283 0.077 Uiso 1 1 calc R U . . .
H72B H 0.2032 0.5946 0.9651 0.077 Uiso 1 1 calc R U . . .
H72C H 0.2157 0.5044 0.9198 0.077 Uiso 1 1 calc R U . . .
C73 C 0.1579(6) 0.7033(6) 0.8571(6) 0.076(3) Uani 1 1 d . . . . .
H73A H 0.1665 0.7323 0.8109 0.114 Uiso 1 1 calc R U . . .
H73B H 0.1825 0.7391 0.8963 0.114 Uiso 1 1 calc R U . . .
H73C H 0.1029 0.6995 0.8634 0.114 Uiso 1 1 calc R U . . .
C81 C 0.2228(6) 0.2486(6) 0.7320(6) 0.061(2) Uani 1 1 d . . . . .
H81 H 0.2729 0.2242 0.7386 0.074 Uiso 1 1 calc R U . . .
C82 C 0.1789(9) 0.0941(7) 0.7430(9) 0.127(6) Uani 1 1 d . . . . .
H82A H 0.1580 0.0625 0.7000 0.191 Uiso 1 1 calc R U . . .
H82B H 0.1528 0.0732 0.7851 0.191 Uiso 1 1 calc R U . . .
H82C H 0.2337 0.0813 0.7500 0.191 Uiso 1 1 calc R U . . .
C83 C 0.0865(7) 0.2277(8) 0.7207(10) 0.121(6) Uani 1 1 d . . . . .
H83A H 0.0780 0.2773 0.7542 0.181 Uiso 1 1 calc R U . . .
H83B H 0.0499 0.1791 0.7281 0.181 Uiso 1 1 calc R U . . .
H83C H 0.0796 0.2499 0.6711 0.181 Uiso 1 1 calc R U . . .
Cl1 Cl 0.19205(11) -0.19283(13) 0.65002(11) 0.0511(4) Uani 1 1 d . . . . .
O3 O 0.2009(4) -0.1907(5) 0.5751(3) 0.0711(17) Uani 1 1 d . . . . .
O4 O 0.1856(4) -0.1039(4) 0.6760(5) 0.091(2) Uani 1 1 d . . . . .
O5 O 0.2575(4) -0.2364(4) 0.6841(4) 0.0710(18) Uani 1 1 d . . . . .
O6 O 0.1257(4) -0.2431(4) 0.6651(4) 0.0680(17) Uani 1 1 d . . . . .
O1S O 0.0781(5) 0.5946(6) 0.3598(5) 0.113(3) Uani 1 1 d . . . . .
N1S N -0.0089(4) 0.5452(6) 0.2759(4) 0.069(2) Uani 1 1 d . . . . .
C1S C 0.0514(6) 0.5918(7) 0.2999(6) 0.070(3) Uani 1 1 d . . . . .
H1S H 0.0761 0.6270 0.2654 0.084 Uiso 1 1 calc R U . . .
C2S C -0.0507(8) 0.4917(9) 0.3223(8) 0.113(5) Uani 1 1 d . . . . .
H2SA H -0.0288 0.4979 0.3717 0.170 Uiso 1 1 calc R U . . .
H2SB H -0.0483 0.4282 0.3075 0.170 Uiso 1 1 calc R U . . .
H2SC H -0.1041 0.5117 0.3199 0.170 Uiso 1 1 calc R U . . .
C3S C -0.0345(8) 0.5493(10) 0.2017(7) 0.110(4) Uani 1 1 d . . . . .
H3SA H -0.0164 0.6055 0.1806 0.165 Uiso 1 1 calc R U . . .
H3SB H -0.0904 0.5476 0.1974 0.165 Uiso 1 1 calc R U . . .
H3SC H -0.0141 0.4975 0.1762 0.165 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
W1 N3 2.059(5) . ?
W1 O1 2.067(4) . ?
W1 N2 2.070(6) . ?
W1 O2 2.076(5) . ?
W1 N4 2.088(6) . ?
W1 C31 2.152(7) . ?
W1 C41 2.161(7) . ?
Mn1 O61 2.158(5) . ?
Mn1 O71 2.172(5) . ?
Mn1 O51 2.193(5) . ?
Mn1 N6 2.198(6) . ?
Mn1 O81 2.214(5) . ?
Mn1 N31 2.225(6) 4_566 ?
O1 C1 1.285(8) . ?
O2 C17 1.308(8) . ?
O51 C51 1.250(11) . ?
O61 C61 1.224(9) . ?
O71 C71 1.208(9) . ?
O81 C81 1.228(9) . ?
N1 C1 1.300(9) . ?
N1 N2 1.420(8) . ?
N2 C8 1.320(9) . ?
N3 C10 1.378(8) . ?
N3 C14 1.385(9) . ?
N4 C15 1.327(9) . ?
N4 N5 1.402(8) . ?
N5 C17 1.300(9) . ?
N6 C31 1.141(9) . ?
N31 C41 1.145(9) . ?
N31 Mn1 2.225(6) 4_565 ?
N51 C51 1.311(11) . ?
N51 C53 1.421(11) . ?
N51 C52 1.455(12) . ?
N61 C61 1.325(10) . ?
N61 C63 1.447(11) . ?
N61 C62 1.451(10) . ?
N71 C71 1.326(9) . ?
N71 C73 1.452(10) . ?
N71 C72 1.457(10) . ?
N81 C81 1.288(12) . ?
N81 C82 1.470(13) . ?
N81 C83 1.517(15) . ?
C1 C2 1.468(10) . ?
C2 C3 1.382(10) . ?
C2 C7 1.395(10) . ?
C3 C4 1.382(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(12) . ?
C4 H4 0.9500 . ?
C5 C6 1.366(11) . ?
C5 H5 0.9500 . ?
C6 C7 1.393(10) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C10 1.408(10) . ?
C8 C9 1.474(10) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.413(9) . ?
C11 C12 1.353(10) . ?
C11 H11 0.9500 . ?
C12 C13 1.385(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.373(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.416(10) . ?
C15 C16 1.490(10) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.472(10) . ?
C18 C19 1.372(12) . ?
C18 C23 1.393(12) . ?
C19 C20 1.387(13) . ?
C19 H19 0.9500 . ?
C20 C21 1.359(15) . ?
C20 H20 0.9500 . ?
C21 C22 1.374(14) . ?
C21 H21 0.9500 . ?
C22 C23 1.392(12) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C51 H51 0.9500 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C61 H61 0.9500 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C71 H71 0.9500 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C81 H81 0.9500 . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
Cl1 O4 1.407(7) . ?
Cl1 O3 1.412(6) . ?
Cl1 O6 1.422(6) . ?
Cl1 O5 1.431(7) . ?
O1S C1S 1.185(12) . ?
N1S C1S 1.316(12) . ?
N1S C2S 1.409(13) . ?
N1S C3S 1.427(14) . ?
C1S H1S 0.9500 . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?

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
N3 W1 O1 143.1(2) . . ?
N3 W1 N2 70.9(2) . . ?
O1 W1 N2 72.3(2) . . ?
N3 W1 O2 142.4(2) . . ?
O1 W1 O2 74.53(18) . . ?
N2 W1 O2 146.7(2) . . ?
N3 W1 N4 70.9(2) . . ?
O1 W1 N4 145.8(2) . . ?
N2 W1 N4 141.7(2) . . ?
O2 W1 N4 71.5(2) . . ?
N3 W1 C31 93.3(2) . . ?
O1 W1 C31 86.2(2) . . ?
N2 W1 C31 93.3(2) . . ?
O2 W1 C31 86.9(2) . . ?
N4 W1 C31 88.2(2) . . ?
N3 W1 C41 97.2(2) . . ?
O1 W1 C41 86.7(2) . . ?
N2 W1 C41 92.2(2) . . ?
O2 W1 C41 83.4(2) . . ?
N4 W1 C41 93.1(2) . . ?
C31 W1 C41 169.3(2) . . ?
O61 Mn1 O71 92.04(19) . . ?
O61 Mn1 O51 87.8(2) . . ?
O71 Mn1 O51 85.93(19) . . ?
O61 Mn1 N6 95.4(2) . . ?
O71 Mn1 N6 170.3(2) . . ?
O51 Mn1 N6 88.1(2) . . ?
O61 Mn1 O81 174.7(2) . . ?
O71 Mn1 O81 85.4(2) . . ?
O51 Mn1 O81 87.4(2) . . ?
N6 Mn1 O81 86.7(2) . . ?
O61 Mn1 N31 94.9(2) . 4_566 ?
O71 Mn1 N31 87.31(19) . 4_566 ?
O51 Mn1 N31 172.8(2) . 4_566 ?
N6 Mn1 N31 98.3(2) . 4_566 ?
O81 Mn1 N31 89.6(2) . 4_566 ?
C1 O1 W1 117.3(4) . . ?
C17 O2 W1 116.9(4) . . ?
C51 O51 Mn1 122.5(5) . . ?
C61 O61 Mn1 128.0(5) . . ?
C71 O71 Mn1 138.9(5) . . ?
C81 O81 Mn1 123.2(6) . . ?
C1 N1 N2 107.2(5) . . ?
C8 N2 N1 114.8(6) . . ?
C8 N2 W1 125.2(5) . . ?
N1 N2 W1 119.9(4) . . ?
C10 N3 C14 116.7(6) . . ?
C10 N3 W1 121.0(4) . . ?
C14 N3 W1 122.3(4) . . ?
C15 N4 N5 114.3(6) . . ?
C15 N4 W1 124.0(5) . . ?
N5 N4 W1 121.6(4) . . ?
C17 N5 N4 106.3(6) . . ?
C31 N6 Mn1 156.9(6) . . ?
C41 N31 Mn1 166.6(5) . 4_565 ?
C51 N51 C53 123.5(8) . . ?
C51 N51 C52 118.2(8) . . ?
C53 N51 C52 118.4(8) . . ?
C61 N61 C63 120.0(7) . . ?
C61 N61 C62 122.2(7) . . ?
C63 N61 C62 117.5(7) . . ?
C71 N71 C73 121.9(7) . . ?
C71 N71 C72 120.2(6) . . ?
C73 N71 C72 117.9(7) . . ?
C81 N81 C82 122.9(10) . . ?
C81 N81 C83 117.9(9) . . ?
C82 N81 C83 119.0(10) . . ?
O1 C1 N1 123.2(6) . . ?
O1 C1 C2 117.3(6) . . ?
N1 C1 C2 119.5(6) . . ?
C3 C2 C7 118.9(7) . . ?
C3 C2 C1 120.2(6) . . ?
C7 C2 C1 120.9(7) . . ?
C4 C3 C2 121.0(7) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 120.2(8) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C6 C5 C4 119.2(7) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 121.5(7) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C2 119.1(7) . . ?
C6 C7 H7 120.4 . . ?
C2 C7 H7 120.4 . . ?
N2 C8 C10 109.6(6) . . ?
N2 C8 C9 125.7(7) . . ?
C10 C8 C9 124.7(7) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C8 113.2(6) . . ?
N3 C10 C11 121.2(6) . . ?
C8 C10 C11 125.6(6) . . ?
C12 C11 C10 120.9(7) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 118.3(7) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
C14 C13 C12 121.0(7) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 N3 122.1(6) . . ?
C13 C14 C15 126.4(6) . . ?
N3 C14 C15 111.6(6) . . ?
N4 C15 C14 111.1(6) . . ?
N4 C15 C16 123.7(7) . . ?
C14 C15 C16 125.1(6) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N5 C17 O2 123.6(7) . . ?
N5 C17 C18 118.7(7) . . ?
O2 C17 C18 117.7(7) . . ?
C19 C18 C23 119.0(8) . . ?
C19 C18 C17 121.4(8) . . ?
C23 C18 C17 119.6(7) . . ?
C18 C19 C20 119.7(9) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 121.4(9) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C22 119.8(9) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C21 C22 C23 119.4(9) . . ?
C21 C22 H22 120.3 . . ?
C23 C22 H22 120.3 . . ?
C22 C23 C18 120.5(8) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?
N6 C31 W1 178.2(6) . . ?
N31 C41 W1 176.6(6) . . ?
O51 C51 N51 123.7(8) . . ?
O51 C51 H51 118.1 . . ?
N51 C51 H51 118.1 . . ?
N51 C52 H52A 109.5 . . ?
N51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N51 C53 H53A 109.5 . . ?
N51 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
N51 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
O61 C61 N61 126.0(8) . . ?
O61 C61 H61 117.0 . . ?
N61 C61 H61 117.0 . . ?
N61 C62 H62A 109.5 . . ?
N61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
N61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
N61 C63 H63A 109.5 . . ?
N61 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
N61 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
O71 C71 N71 123.4(7) . . ?
O71 C71 H71 118.3 . . ?
N71 C71 H71 118.3 . . ?
N71 C72 H72A 109.5 . . ?
N71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
N71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
N71 C73 H73A 109.5 . . ?
N71 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
N71 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
O81 C81 N81 127.4(9) . . ?
O81 C81 H81 116.3 . . ?
N81 C81 H81 116.3 . . ?
N81 C82 H82A 109.5 . . ?
N81 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
N81 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
N81 C83 H83A 109.5 . . ?
N81 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
N81 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
O4 Cl1 O3 109.5(5) . . ?
O4 Cl1 O6 109.7(4) . . ?
O3 Cl1 O6 110.2(4) . . ?
O4 Cl1 O5 110.3(5) . . ?
O3 Cl1 O5 108.4(4) . . ?
O6 Cl1 O5 108.7(4) . . ?
C1S N1S C2S 121.5(10) . . ?
C1S N1S C3S 120.4(9) . . ?
C2S N1S C3S 118.1(10) . . ?
O1S C1S N1S 127.1(10) . . ?
O1S C1S H1S 116.5 . . ?
N1S C1S H1S 116.5 . . ?
N1S C2S H2SA 109.5 . . ?
N1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
N1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
N1S C3S H3SA 109.5 . . ?
N1S C3S H3SB 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
N1S C3S H3SC 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 N2 C8 -178.9(6) . . . . ?
C1 N1 N2 W1 1.3(7) . . . . ?
C15 N4 N5 C17 180.0(6) . . . . ?
W1 N4 N5 C17 0.3(7) . . . . ?
W1 O1 C1 N1 0.5(8) . . . . ?
W1 O1 C1 C2 178.9(4) . . . . ?
N2 N1 C1 O1 -1.1(9) . . . . ?
N2 N1 C1 C2 -179.5(6) . . . . ?
O1 C1 C2 C3 -9.0(10) . . . . ?
N1 C1 C2 C3 169.4(7) . . . . ?
O1 C1 C2 C7 171.9(6) . . . . ?
N1 C1 C2 C7 -9.6(10) . . . . ?
C7 C2 C3 C4 0.3(12) . . . . ?
C1 C2 C3 C4 -178.8(8) . . . . ?
C2 C3 C4 C5 -1.4(14) . . . . ?
C3 C4 C5 C6 0.9(14) . . . . ?
C4 C5 C6 C7 0.8(13) . . . . ?
C5 C6 C7 C2 -2.0(12) . . . . ?
C3 C2 C7 C6 1.4(11) . . . . ?
C1 C2 C7 C6 -179.6(7) . . . . ?
N1 N2 C8 C10 177.0(5) . . . . ?
W1 N2 C8 C10 -3.1(8) . . . . ?
N1 N2 C8 C9 -2.0(10) . . . . ?
W1 N2 C8 C9 177.8(5) . . . . ?
C14 N3 C10 C8 -179.2(6) . . . . ?
W1 N3 C10 C8 -1.1(8) . . . . ?
C14 N3 C10 C11 0.9(9) . . . . ?
W1 N3 C10 C11 179.0(5) . . . . ?
N2 C8 C10 N3 2.5(8) . . . . ?
C9 C8 C10 N3 -178.5(6) . . . . ?
N2 C8 C10 C11 -177.6(7) . . . . ?
C9 C8 C10 C11 1.4(12) . . . . ?
N3 C10 C11 C12 -1.4(11) . . . . ?
C8 C10 C11 C12 178.7(7) . . . . ?
C10 C11 C12 C13 0.9(11) . . . . ?
C11 C12 C13 C14 0.1(11) . . . . ?
C12 C13 C14 N3 -0.5(10) . . . . ?
C12 C13 C14 C15 -179.3(6) . . . . ?
C10 N3 C14 C13 0.1(9) . . . . ?
W1 N3 C14 C13 -178.0(5) . . . . ?
C10 N3 C14 C15 179.0(6) . . . . ?
W1 N3 C14 C15 0.9(7) . . . . ?
N5 N4 C15 C14 177.8(5) . . . . ?
W1 N4 C15 C14 -2.6(8) . . . . ?
N5 N4 C15 C16 -4.2(9) . . . . ?
W1 N4 C15 C16 175.4(5) . . . . ?
C13 C14 C15 N4 179.9(6) . . . . ?
N3 C14 C15 N4 1.0(8) . . . . ?
C13 C14 C15 C16 1.8(11) . . . . ?
N3 C14 C15 C16 -177.0(6) . . . . ?
N4 N5 C17 O2 -1.6(9) . . . . ?
N4 N5 C17 C18 177.8(6) . . . . ?
W1 O2 C17 N5 2.1(9) . . . . ?
W1 O2 C17 C18 -177.3(5) . . . . ?
N5 C17 C18 C19 13.6(12) . . . . ?
O2 C17 C18 C19 -166.9(8) . . . . ?
N5 C17 C18 C23 -163.0(8) . . . . ?
O2 C17 C18 C23 16.4(11) . . . . ?
C23 C18 C19 C20 -3.1(15) . . . . ?
C17 C18 C19 C20 -179.7(9) . . . . ?
C18 C19 C20 C21 0.4(17) . . . . ?
C19 C20 C21 C22 3.1(18) . . . . ?
C20 C21 C22 C23 -3.9(17) . . . . ?
C21 C22 C23 C18 1.2(15) . . . . ?
C19 C18 C23 C22 2.3(14) . . . . ?
C17 C18 C23 C22 179.0(8) . . . . ?
Mn1 O51 C51 N51 164.7(7) . . . . ?
C53 N51 C51 O51 4.2(15) . . . . ?
C52 N51 C51 O51 -175.0(9) . . . . ?
Mn1 O61 C61 N61 -179.8(5) . . . . ?
C63 N61 C61 O61 2.1(12) . . . . ?
C62 N61 C61 O61 175.7(7) . . . . ?
Mn1 O71 C71 N71 -170.4(5) . . . . ?
C73 N71 C71 O71 -179.9(8) . . . . ?
C72 N71 C71 O71 -1.6(12) . . . . ?
Mn1 O81 C81 N81 173.0(8) . . . . ?
C82 N81 C81 O81 177.6(11) . . . . ?
C83 N81 C81 O81 2.4(18) . . . . ?
C2S N1S C1S O1S 0.9(19) . . . . ?
C3S N1S C1S O1S 179.6(13) . . . . ?

_refine_diff_density_max         2.547
_refine_diff_density_min         -1.151
_refine_diff_density_rms         0.139



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_21man2404
_database_code_depnum_ccdc_archive 'CCDC 2161097'
loop_
_audit_author_name
_audit_author_address
'Ilya Yakushev'
;Kurnakov Institute of general and inorganic chemistry, RAS
Russia
;
_audit_update_record             
;
2022-03-22 deposited with the CCDC.	2022-12-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H19 N7 O2 W, C8 H20 N'
_chemical_formula_sum            'C33 H39 N8 O2 W'
_chemical_formula_weight         763.57

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'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   22.4973(6)
_cell_length_b                   10.7901(3)
_cell_length_c                   13.0307(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3163.18(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9999
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      30.23

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_F_000             1532
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    3.696
_shelx_estimated_absorpt_T_min   0.458
_shelx_estimated_absorpt_T_max   0.897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0425
_exptl_absorpt_correction_T_max  0.0739
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48678
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.093
_diffrn_reflns_theta_max         28.656
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8125
_reflns_number_gt                6961
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.916
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0208P)²+3.2010P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2958 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.012(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8125
_refine_ls_number_parameters     403
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0384
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0639
_refine_ls_wR_factor_gt          0.0612
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
W1 W 0.60769(2) 0.84529(2) 0.41121(4) 0.02402(6) Uani 1 1 d . . . . .
O1 O 0.59535(18) 1.0160(4) 0.4810(3) 0.0275(10) Uani 1 1 d . . . . .
O2 O 0.52881(19) 0.8292(4) 0.4914(3) 0.0292(10) Uani 1 1 d . . . . .
N1 N 0.6752(3) 0.7612(7) 0.6255(5) 0.0428(15) Uani 1 1 d . . . . .
N2 N 0.5243(3) 0.9400(5) 0.2181(5) 0.0380(14) Uani 1 1 d . . . . .
N3 N 0.68256(18) 1.0803(4) 0.4091(8) 0.0269(9) Uani 1 1 d . . . . .
N4 N 0.6797(2) 0.9590(5) 0.3745(4) 0.0265(10) Uani 1 1 d . . . . .
N5 N 0.6656(2) 0.7473(5) 0.3216(4) 0.0254(11) Uani 1 1 d . . . . .
N6 N 0.5692(3) 0.6744(5) 0.3780(4) 0.0318(12) Uani 1 1 d . . . . .
N7 N 0.51191(19) 0.6452(4) 0.4092(10) 0.0314(9) Uani 1 1 d . . . . .
C1 C 0.6513(3) 0.7899(6) 0.5524(5) 0.0281(13) Uani 1 1 d . . . . .
C2 C 0.5541(3) 0.9126(6) 0.2846(5) 0.0276(13) Uani 1 1 d . . . . .
C3 C 0.6353(3) 1.1013(6) 0.4663(5) 0.0240(12) Uani 1 1 d . . . . .
C4 C 0.6265(3) 1.2227(6) 0.5157(5) 0.0280(13) Uani 1 1 d . . . . .
C5 C 0.5863(3) 1.2334(6) 0.5975(5) 0.0312(14) Uani 1 1 d . . . . .
H5 H 0.5642 1.1634 0.6201 0.037 Uiso 1 1 calc R U . . .
C6 C 0.5791(4) 1.3480(7) 0.6453(6) 0.0432(18) Uani 1 1 d . . . . .
H6 H 0.5528 1.3553 0.7021 0.052 Uiso 1 1 calc R U . . .
C7 C 0.6094(4) 1.4498(7) 0.6115(6) 0.0455(19) Uani 1 1 d . . . . .
H7 H 0.6028 1.5280 0.6430 0.055 Uiso 1 1 calc R U . . .
C8 C 0.6496(4) 1.4394(7) 0.5313(6) 0.0431(19) Uani 1 1 d . . . . .
H8 H 0.6714 1.5101 0.5095 0.052 Uiso 1 1 calc R U . . .
C9 C 0.6582(3) 1.3272(6) 0.4830(5) 0.0338(15) Uani 1 1 d . . . . .
H9 H 0.6855 1.3207 0.4276 0.041 Uiso 1 1 calc R U . . .
C10 C 0.7266(3) 0.9212(6) 0.3213(5) 0.0258(13) Uani 1 1 d . . . . .
C11 C 0.7786(3) 1.0029(6) 0.2967(6) 0.0336(15) Uani 1 1 d . . . . .
H11A H 0.7669 1.0638 0.2447 0.050 Uiso 1 1 calc R U . . .
H11B H 0.8114 0.9522 0.2703 0.050 Uiso 1 1 calc R U . . .
H11C H 0.7915 1.0460 0.3590 0.050 Uiso 1 1 calc R U . . .
C12 C 0.7201(3) 0.7973(6) 0.2886(5) 0.0276(13) Uani 1 1 d . . . . .
C13 C 0.7599(3) 0.7298(7) 0.2286(5) 0.0368(16) Uani 1 1 d . . . . .
H13 H 0.7967 0.7657 0.2091 0.044 Uiso 1 1 calc R U . . .
C14 C 0.7460(4) 0.6113(7) 0.1975(6) 0.0438(18) Uani 1 1 d . . . . .
H14 H 0.7728 0.5660 0.1554 0.053 Uiso 1 1 calc R U . . .
C15 C 0.6936(3) 0.5597(7) 0.2277(6) 0.0423(18) Uani 1 1 d . . . . .
H15 H 0.6842 0.4775 0.2073 0.051 Uiso 1 1 calc R U . . .
C16 C 0.6531(3) 0.6270(6) 0.2889(5) 0.0324(15) Uani 1 1 d . . . . .
C17 C 0.5962(3) 0.5883(6) 0.3200(6) 0.0350(16) Uani 1 1 d . . . . .
C18 C 0.5671(4) 0.4691(7) 0.2931(6) 0.0427(18) Uani 1 1 d . . . . .
H18A H 0.5602 0.4208 0.3557 0.064 Uiso 1 1 calc R U . . .
H18B H 0.5928 0.4221 0.2465 0.064 Uiso 1 1 calc R U . . .
H18C H 0.5290 0.4857 0.2593 0.064 Uiso 1 1 calc R U . . .
C19 C 0.4947(3) 0.7360(6) 0.4699(5) 0.0284(13) Uani 1 1 d . . . . .
C20 C 0.4346(3) 0.7353(6) 0.5179(5) 0.0315(14) Uani 1 1 d . . . . .
C21 C 0.3881(3) 0.6654(7) 0.4767(6) 0.0422(17) Uani 1 1 d . . . . .
H21 H 0.3944 0.6148 0.4181 0.051 Uiso 1 1 calc R U . . .
C22 C 0.3323(3) 0.6712(8) 0.5234(6) 0.0452(19) Uani 1 1 d . . . . .
H22 H 0.3004 0.6242 0.4955 0.054 Uiso 1 1 calc R U . . .
C23 C 0.3224(3) 0.7422(8) 0.6075(6) 0.0427(18) Uani 1 1 d . . . . .
H23 H 0.2841 0.7446 0.6380 0.051 Uiso 1 1 calc R U . . .
C24 C 0.3684(3) 0.8110(7) 0.6486(6) 0.0367(16) Uani 1 1 d . . . . .
H24 H 0.3620 0.8594 0.7085 0.044 Uiso 1 1 calc R U . . .
C25 C 0.4239(3) 0.8096(6) 0.6022(6) 0.0331(15) Uani 1 1 d . . . . .
H25 H 0.4549 0.8601 0.6287 0.040 Uiso 1 1 calc R U . . .
N1S N 0.6004(2) 0.8306(5) 0.9229(9) 0.0360(17) Uani 1 1 d . . . . .
C1S C 0.5558(4) 0.7814(10) 0.9993(7) 0.062(3) Uani 1 1 d . . . . .
H1SA H 0.5159 0.7838 0.9671 0.075 Uiso 1 1 calc R U . . .
H1SB H 0.5549 0.8382 1.0589 0.075 Uiso 1 1 calc R U . . .
C2S C 0.5667(5) 0.6514(11) 1.0382(10) 0.093(4) Uani 1 1 d . . . . .
H2SA H 0.6038 0.6496 1.0775 0.140 Uiso 1 1 calc R U . . .
H2SB H 0.5698 0.5945 0.9798 0.140 Uiso 1 1 calc R U . . .
H2SC H 0.5337 0.6260 1.0824 0.140 Uiso 1 1 calc R U . . .
C3S C 0.5967(4) 0.7494(9) 0.8257(7) 0.051(2) Uani 1 1 d . . . . .
H3SA H 0.6316 0.7671 0.7820 0.061 Uiso 1 1 calc R U . . .
H3SB H 0.5989 0.6613 0.8465 0.061 Uiso 1 1 calc R U . . .
C4S C 0.5402(4) 0.7680(8) 0.7614(8) 0.057(2) Uani 1 1 d . . . . .
H4SA H 0.5052 0.7592 0.8054 0.086 Uiso 1 1 calc R U . . .
H4SB H 0.5389 0.7057 0.7067 0.086 Uiso 1 1 calc R U . . .
H4SC H 0.5406 0.8510 0.7309 0.086 Uiso 1 1 calc R U . . .
C5S C 0.5823(4) 0.9619(7) 0.8986(11) 0.057(3) Uani 1 1 d . . . . .
H5SA H 0.5409 0.9617 0.8731 0.068 Uiso 1 1 calc R U . . .
H5SB H 0.5833 1.0113 0.9626 0.068 Uiso 1 1 calc R U . . .
C6S C 0.6214(5) 1.0229(10) 0.8203(9) 0.078(3) Uani 1 1 d . . . . .
H6SA H 0.6617 1.0311 0.8478 0.117 Uiso 1 1 calc R U . . .
H6SB H 0.6056 1.1053 0.8040 0.117 Uiso 1 1 calc R U . . .
H6SC H 0.6224 0.9723 0.7578 0.117 Uiso 1 1 calc R U . . .
C7S C 0.6629(4) 0.8192(8) 0.9589(6) 0.050(2) Uani 1 1 d . . . . .
H7SA H 0.6899 0.8422 0.9020 0.060 Uiso 1 1 calc R U . . .
H7SB H 0.6709 0.7315 0.9766 0.060 Uiso 1 1 calc R U . . .
C8S C 0.6770(5) 0.8995(11) 1.0513(8) 0.078(3) Uani 1 1 d . . . . .
H8SA H 0.6571 0.8657 1.1121 0.117 Uiso 1 1 calc R U . . .
H8SB H 0.6629 0.9841 1.0388 0.117 Uiso 1 1 calc R U . . .
H8SC H 0.7201 0.9006 1.0627 0.117 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
W1 N5 2.045(5) . ?
W1 O2 2.067(4) . ?
W1 O1 2.073(4) . ?
W1 N6 2.082(5) . ?
W1 N4 2.087(5) . ?
W1 C2 2.168(7) . ?
W1 C1 2.170(7) . ?
O1 C3 1.301(7) . ?
O2 C19 1.297(7) . ?
N1 C1 1.136(9) . ?
N2 C2 1.135(8) . ?
N3 C3 1.318(9) . ?
N3 N4 1.386(7) . ?
N4 C10 1.328(8) . ?
N5 C16 1.394(8) . ?
N5 C12 1.407(8) . ?
N6 C17 1.343(9) . ?
N6 N7 1.388(8) . ?
N7 C19 1.317(11) . ?
C3 C4 1.473(9) . ?
C4 C9 1.399(9) . ?
C4 C5 1.404(9) . ?
C5 C6 1.393(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.366(11) . ?
C6 H6 0.9500 . ?
C7 C8 1.387(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.378(9) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C12 1.411(9) . ?
C10 C11 1.499(8) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.393(9) . ?
C13 C14 1.377(11) . ?
C13 H13 0.9500 . ?
C14 C15 1.361(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.413(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.405(10) . ?
C17 C18 1.486(9) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.489(9) . ?
C20 C25 1.382(10) . ?
C20 C21 1.395(10) . ?
C21 C22 1.397(10) . ?
C21 H21 0.9500 . ?
C22 C23 1.355(11) . ?
C22 H22 0.9500 . ?
C23 C24 1.381(10) . ?
C23 H23 0.9500 . ?
C24 C25 1.388(10) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
N1S C7S 1.488(10) . ?
N1S C5S 1.507(9) . ?
N1S C1S 1.510(12) . ?
N1S C3S 1.542(13) . ?
C1S C2S 1.512(13) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C3S C4S 1.534(12) . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?
C5S C6S 1.500(15) . ?
C5S H5SA 0.9900 . ?
C5S H5SB 0.9900 . ?
C6S H6SA 0.9800 . ?
C6S H6SB 0.9800 . ?
C6S H6SC 0.9800 . ?
C7S C8S 1.517(12) . ?
C7S H7SA 0.9900 . ?
C7S H7SB 0.9900 . ?
C8S H8SA 0.9800 . ?
C8S H8SB 0.9800 . ?
C8S H8SC 0.9800 . ?

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
N5 W1 O2 142.43(19) . . ?
N5 W1 O1 142.72(19) . . ?
O2 W1 O1 74.79(17) . . ?
N5 W1 N6 71.8(2) . . ?
O2 W1 N6 71.0(2) . . ?
O1 W1 N6 145.3(2) . . ?
N5 W1 N4 71.3(2) . . ?
O2 W1 N4 146.24(18) . . ?
O1 W1 N4 71.47(18) . . ?
N6 W1 N4 142.7(2) . . ?
N5 W1 C2 95.3(2) . . ?
O2 W1 C2 86.3(2) . . ?
O1 W1 C2 87.8(2) . . ?
N6 W1 C2 84.7(2) . . ?
N4 W1 C2 93.4(2) . . ?
N5 W1 C1 93.1(3) . . ?
O2 W1 C1 86.4(2) . . ?
O1 W1 C1 86.2(2) . . ?
N6 W1 C1 96.9(2) . . ?
N4 W1 C1 90.3(2) . . ?
C2 W1 C1 171.5(2) . . ?
C3 O1 W1 118.1(4) . . ?
C19 O2 W1 117.7(4) . . ?
C3 N3 N4 108.0(4) . . ?
C10 N4 N3 115.0(5) . . ?
C10 N4 W1 123.8(4) . . ?
N3 N4 W1 121.1(4) . . ?
C16 N5 C12 116.1(5) . . ?
C16 N5 W1 121.8(4) . . ?
C12 N5 W1 122.1(4) . . ?
C17 N6 N7 115.3(6) . . ?
C17 N6 W1 122.8(5) . . ?
N7 N6 W1 121.8(4) . . ?
C19 N7 N6 106.3(5) . . ?
N1 C1 W1 178.7(6) . . ?
N2 C2 W1 175.2(6) . . ?
O1 C3 N3 121.3(6) . . ?
O1 C3 C4 118.2(6) . . ?
N3 C3 C4 120.6(6) . . ?
C9 C4 C5 119.5(6) . . ?
C9 C4 C3 121.0(6) . . ?
C5 C4 C3 119.4(6) . . ?
C6 C5 C4 119.1(7) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C7 C6 C5 120.8(7) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 120.2(7) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 120.4(7) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C4 119.8(7) . . ?
C8 C9 H9 120.1 . . ?
C4 C9 H9 120.1 . . ?
N4 C10 C12 111.4(5) . . ?
N4 C10 C11 123.5(6) . . ?
C12 C10 C11 125.0(6) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 N5 122.0(6) . . ?
C13 C12 C10 126.7(6) . . ?
N5 C12 C10 111.2(5) . . ?
C14 C13 C12 120.3(7) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 119.4(7) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 120.8(7) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
N5 C16 C17 111.9(6) . . ?
N5 C16 C15 121.3(6) . . ?
C17 C16 C15 126.7(6) . . ?
N6 C17 C16 111.6(6) . . ?
N6 C17 C18 122.2(7) . . ?
C16 C17 C18 126.2(7) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O2 C19 N7 122.1(6) . . ?
O2 C19 C20 116.8(6) . . ?
N7 C19 C20 121.0(6) . . ?
C25 C20 C21 119.2(7) . . ?
C25 C20 C19 119.3(6) . . ?
C21 C20 C19 121.4(7) . . ?
C20 C21 C22 118.8(7) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C23 C22 C21 121.7(7) . . ?
C23 C22 H22 119.2 . . ?
C21 C22 H22 119.2 . . ?
C22 C23 C24 119.7(7) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C25 119.9(7) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C20 C25 C24 120.6(7) . . ?
C20 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C7S N1S C5S 113.5(6) . . ?
C7S N1S C1S 113.1(9) . . ?
C5S N1S C1S 106.7(7) . . ?
C7S N1S C3S 105.3(6) . . ?
C5S N1S C3S 110.3(9) . . ?
C1S N1S C3S 107.8(7) . . ?
N1S C1S C2S 116.0(8) . . ?
N1S C1S H1SA 108.3 . . ?
C2S C1S H1SA 108.3 . . ?
N1S C1S H1SB 108.3 . . ?
C2S C1S H1SB 108.3 . . ?
H1SA C1S H1SB 107.4 . . ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C4S C3S N1S 114.8(7) . . ?
C4S C3S H3SA 108.6 . . ?
N1S C3S H3SA 108.6 . . ?
C4S C3S H3SB 108.6 . . ?
N1S C3S H3SB 108.6 . . ?
H3SA C3S H3SB 107.5 . . ?
C3S C4S H4SA 109.5 . . ?
C3S C4S H4SB 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
C3S C4S H4SC 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?
C6S C5S N1S 113.4(8) . . ?
C6S C5S H5SA 108.9 . . ?
N1S C5S H5SA 108.9 . . ?
C6S C5S H5SB 108.9 . . ?
N1S C5S H5SB 108.9 . . ?
H5SA C5S H5SB 107.7 . . ?
C5S C6S H6SA 109.5 . . ?
C5S C6S H6SB 109.5 . . ?
H6SA C6S H6SB 109.5 . . ?
C5S C6S H6SC 109.5 . . ?
H6SA C6S H6SC 109.5 . . ?
H6SB C6S H6SC 109.5 . . ?
N1S C7S C8S 113.6(8) . . ?
N1S C7S H7SA 108.8 . . ?
C8S C7S H7SA 108.8 . . ?
N1S C7S H7SB 108.8 . . ?
C8S C7S H7SB 108.8 . . ?
H7SA C7S H7SB 107.7 . . ?
C7S C8S H8SA 109.5 . . ?
C7S C8S H8SB 109.5 . . ?
H8SA C8S H8SB 109.5 . . ?
C7S C8S H8SC 109.5 . . ?
H8SA C8S H8SC 109.5 . . ?
H8SB C8S H8SC 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N3 N4 C10 -175.5(6) . . . . ?
C3 N3 N4 W1 1.8(9) . . . . ?
C17 N6 N7 C19 176.1(7) . . . . ?
W1 N6 N7 C19 -7.9(10) . . . . ?
W1 O1 C3 N3 -0.2(8) . . . . ?
W1 O1 C3 C4 179.9(4) . . . . ?
N4 N3 C3 O1 -0.9(10) . . . . ?
N4 N3 C3 C4 179.0(6) . . . . ?
O1 C3 C4 C9 -163.1(6) . . . . ?
N3 C3 C4 C9 17.0(10) . . . . ?
O1 C3 C4 C5 17.6(8) . . . . ?
N3 C3 C4 C5 -162.3(7) . . . . ?
C9 C4 C5 C6 -0.7(10) . . . . ?
C3 C4 C5 C6 178.7(6) . . . . ?
C4 C5 C6 C7 1.9(11) . . . . ?
C5 C6 C7 C8 -2.5(11) . . . . ?
C6 C7 C8 C9 1.9(11) . . . . ?
C7 C8 C9 C4 -0.7(11) . . . . ?
C5 C4 C9 C8 0.1(10) . . . . ?
C3 C4 C9 C8 -179.3(6) . . . . ?
N3 N4 C10 C12 -179.7(6) . . . . ?
W1 N4 C10 C12 3.1(7) . . . . ?
N3 N4 C10 C11 -1.8(9) . . . . ?
W1 N4 C10 C11 -179.0(5) . . . . ?
C16 N5 C12 C13 -1.4(9) . . . . ?
W1 N5 C12 C13 179.1(5) . . . . ?
C16 N5 C12 C10 176.8(5) . . . . ?
W1 N5 C12 C10 -2.7(7) . . . . ?
N4 C10 C12 C13 177.8(6) . . . . ?
C11 C10 C12 C13 0.0(11) . . . . ?
N4 C10 C12 N5 -0.2(7) . . . . ?
C11 C10 C12 N5 -178.1(6) . . . . ?
N5 C12 C13 C14 1.6(11) . . . . ?
C10 C12 C13 C14 -176.3(7) . . . . ?
C12 C13 C14 C15 -1.3(11) . . . . ?
C13 C14 C15 C16 1.0(12) . . . . ?
C12 N5 C16 C17 -176.1(6) . . . . ?
W1 N5 C16 C17 3.4(8) . . . . ?
C12 N5 C16 C15 1.0(10) . . . . ?
W1 N5 C16 C15 -179.4(5) . . . . ?
C14 C15 C16 N5 -0.9(11) . . . . ?
C14 C15 C16 C17 175.8(7) . . . . ?
N7 N6 C17 C16 177.9(7) . . . . ?
W1 N6 C17 C16 1.9(8) . . . . ?
N7 N6 C17 C18 -1.2(10) . . . . ?
W1 N6 C17 C18 -177.2(5) . . . . ?
N5 C16 C17 N6 -3.1(9) . . . . ?
C15 C16 C17 N6 179.9(7) . . . . ?
N5 C16 C17 C18 175.9(7) . . . . ?
C15 C16 C17 C18 -1.1(12) . . . . ?
W1 O2 C19 N7 8.6(9) . . . . ?
W1 O2 C19 C20 -171.9(4) . . . . ?
N6 N7 C19 O2 -0.6(11) . . . . ?
N6 N7 C19 C20 180.0(6) . . . . ?
O2 C19 C20 C25 -18.1(9) . . . . ?
N7 C19 C20 C25 161.3(8) . . . . ?
O2 C19 C20 C21 159.0(6) . . . . ?
N7 C19 C20 C21 -21.6(11) . . . . ?
C25 C20 C21 C22 -1.1(11) . . . . ?
C19 C20 C21 C22 -178.2(6) . . . . ?
C20 C21 C22 C23 -0.4(12) . . . . ?
C21 C22 C23 C24 0.1(12) . . . . ?
C22 C23 C24 C25 1.6(11) . . . . ?
C21 C20 C25 C24 2.8(10) . . . . ?
C19 C20 C25 C24 179.9(6) . . . . ?
C23 C24 C25 C20 -3.0(10) . . . . ?
C7S N1S C1S C2S -52.1(12) . . . . ?
C5S N1S C1S C2S -177.6(10) . . . . ?
C3S N1S C1S C2S 63.9(12) . . . . ?
C7S N1S C3S C4S -167.4(7) . . . . ?
C5S N1S C3S C4S -44.5(10) . . . . ?
C1S N1S C3S C4S 71.7(10) . . . . ?
C7S N1S C5S C6S 56.7(13) . . . . ?
C1S N1S C5S C6S -178.0(9) . . . . ?
C3S N1S C5S C6S -61.2(10) . . . . ?
C5S N1S C7S C8S 55.6(13) . . . . ?
C1S N1S C7S C8S -66.2(10) . . . . ?
C3S N1S C7S C8S 176.4(8) . . . . ?

_refine_diff_density_max         1.602
_refine_diff_density_min         -1.148
_refine_diff_density_rms         0.091



