#------------------------------------------------------------------------------
#$Date: 2021-11-30 02:03:46 +0200 (Tue, 30 Nov 2021) $
#$Revision: 270922 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/89/7708956.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_7708956
loop_
_publ_author_name
'Jurowska, Anna'
'Hodorowicz, Maciej'
'Kruczała, Krzysztof'
'Szklarzewicz, Janusz'
_publ_section_title
;
 Anion--cation interactions in a series of salts with substituted Hphen,
 Hbpy and H2bpy cations and [W(CN)8]4− anion: polymer with
 “super-short” N--H⋯N hydrogen bridges containing
 exclusively anions and H+
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03224K
_journal_year                    2021
_chemical_formula_sum            'C44 H45 N14 O4 W'
_chemical_formula_weight         1017.79
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2021-05-19 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.0470(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.49300(10)
_cell_length_b                   12.54760(10)
_cell_length_c                   21.7724(2)
_cell_measurement_reflns_used    36772
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      30.3660
_cell_measurement_theta_min      2.8340
_cell_volume                     4517.30(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      130.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3756
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            74967
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.556
_diffrn_reflns_theta_min         2.545
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.616
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_description       prism
_exptl_crystal_F_000             2052
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.676
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     574
_refine_ls_number_reflns         13157
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0290
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0203P)²+9.0413P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0635
_refine_ls_wR_factor_ref         0.0678
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11384
_reflns_number_total             13157
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt03224k2.cif
_cod_data_source_block           shelx_CCDC1
_cod_original_cell_volume        4517.29(7)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7708956
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.780
_shelx_estimated_absorpt_t_max   0.780
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'
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 0.02202(2) 0.02848(2) 0.28907(2) 0.01478(3) Uani 1 1 d . . . . .
N1 N 0.12277(15) -0.1379(2) 0.40510(12) 0.0273(5) Uani 1 1 d . . . . .
N2 N 0.07444(16) 0.1519(2) 0.43181(12) 0.0296(5) Uani 1 1 d . . . . .
N3 N 0.08638(17) 0.2645(2) 0.25702(14) 0.0339(6) Uani 1 1 d . . . . .
N4 N -0.0646(2) 0.0503(2) 0.13028(13) 0.0432(8) Uani 1 1 d . . . . .
N5 N 0.20374(16) -0.0005(2) 0.27508(14) 0.0339(6) Uani 1 1 d . . . . .
N6 N -0.13091(15) 0.1980(2) 0.26106(13) 0.0328(6) Uani 1 1 d . . . . .
N7 N -0.11863(17) -0.0925(2) 0.33555(15) 0.0387(6) Uani 1 1 d . . . . .
N8 N 0.00376(17) -0.2138(2) 0.22565(13) 0.0331(6) Uani 1 1 d . . . . .
C1 C 0.08741(16) -0.0811(2) 0.36482(13) 0.0213(5) Uani 1 1 d . . . . .
C2 C 0.05520(16) 0.1106(2) 0.38201(13) 0.0212(5) Uani 1 1 d . . . . .
C3 C 0.06390(16) 0.1831(2) 0.26838(14) 0.0223(5) Uani 1 1 d . . . . .
C4 C -0.0319(2) 0.0422(2) 0.18487(14) 0.0270(6) Uani 1 1 d . . . . .
C5 C 0.14017(17) 0.0094(2) 0.27867(14) 0.0236(5) Uani 1 1 d . . . . .
C6 C -0.07754(16) 0.1393(2) 0.27225(13) 0.0233(5) Uani 1 1 d . . . . .
C7 C -0.07116(18) -0.0489(2) 0.31868(15) 0.0259(6) Uani 1 1 d . . . . .
C8 C 0.01066(17) -0.1294(2) 0.24690(13) 0.0232(5) Uani 1 1 d . . . . .
N9 N 0.49662(15) 0.1552(2) 0.44207(12) 0.0287(5) Uani 1 1 d . . . . .
N10 N 0.61599(13) 0.02353(18) 0.43968(11) 0.0210(4) Uani 1 1 d . . . . .
H10N H 0.579369 0.046234 0.402384 0.025 Uiso 1 1 d R U . . .
C9 C 0.54638(17) 0.1247(2) 0.50035(14) 0.0228(5) Uani 1 1 d . . . . .
C10 C 0.61352(16) 0.0534(2) 0.49895(13) 0.0213(5) Uani 1 1 d . . . . .
C11 C 0.67280(17) -0.0428(2) 0.43134(14) 0.0257(6) Uani 1 1 d . . . . .
C12 C 0.73173(17) -0.0812(3) 0.48615(15) 0.0302(6) Uani 1 1 d . . . . .
H12 H 0.772085 -0.128391 0.481713 0.036 Uiso 1 1 calc R U . . .
C13 C 0.73207(18) -0.0513(3) 0.54713(15) 0.0306(6) Uani 1 1 d . . . . .
H13 H 0.772995 -0.077080 0.584624 0.037 Uiso 1 1 calc R U . . .
C14 C 0.67270(18) 0.0165(2) 0.55377(15) 0.0281(6) Uani 1 1 d . . . . .
H14 H 0.672763 0.037492 0.595716 0.034 Uiso 1 1 calc R U . . .
C15 C 0.6688(2) -0.0729(3) 0.36410(16) 0.0389(8) Uani 1 1 d . . . . .
H15A H 0.651931 -0.010947 0.335411 0.058 Uiso 1 1 calc R U . . .
H15B H 0.629552 -0.130648 0.348384 0.058 Uiso 1 1 calc R U . . .
H15C H 0.722201 -0.096744 0.364311 0.058 Uiso 1 1 calc R U . . .
C16 C 0.53666(19) 0.1552(2) 0.55887(15) 0.0283(6) Uani 1 1 d . . . . .
H16 H 0.572481 0.130713 0.599317 0.034 Uiso 1 1 calc R U . . .
C17 C 0.4727(2) 0.2228(3) 0.55591(16) 0.0343(7) Uani 1 1 d . . . . .
H17 H 0.464511 0.246579 0.594722 0.041 Uiso 1 1 calc R U . . .
C18 C 0.4213(2) 0.2551(3) 0.49639(17) 0.0350(7) Uani 1 1 d . . . . .
H18 H 0.377395 0.301485 0.493679 0.042 Uiso 1 1 calc R U . . .
C19 C 0.4344(2) 0.2188(3) 0.43973(16) 0.0345(7) Uani 1 1 d . . . . .
C20 C 0.3780(2) 0.2481(4) 0.37364(19) 0.0539(11) Uani 1 1 d . . . . .
H20A H 0.376284 0.190031 0.343110 0.081 Uiso 1 1 calc R U . . .
H20B H 0.397313 0.313294 0.358687 0.081 Uiso 1 1 calc R U . . .
H20C H 0.323692 0.260131 0.375959 0.081 Uiso 1 1 calc R U . . .
N11 N 0.14918(18) 0.5193(2) 0.58421(13) 0.0384(7) Uani 1 1 d . . . . .
N12 N 0.14256(15) 0.5031(2) 0.46216(13) 0.0313(6) Uani 1 1 d . . . . .
H123 H 0.158081 0.459381 0.489138 0.038 Uiso 1 1 d R U . . .
C21 C 0.09058(17) 0.5747(2) 0.54325(14) 0.0257(6) Uani 1 1 d . . . . .
C22 C 0.09018(17) 0.5712(2) 0.47514(15) 0.0267(6) Uani 1 1 d . . . . .
C23 C 0.14780(19) 0.4882(3) 0.40197(17) 0.0362(8) Uani 1 1 d . . . . .
C24 C 0.0989(2) 0.5463(3) 0.35150(17) 0.0393(8) Uani 1 1 d . . . . .
H24 H 0.101374 0.536694 0.308929 0.047 Uiso 1 1 calc R U . . .
C25 C 0.0455(2) 0.6195(3) 0.36245(17) 0.0401(8) Uani 1 1 d . . . . .
H25 H 0.012103 0.661278 0.327628 0.048 Uiso 1 1 calc R U . . .
C26 C 0.0410(2) 0.6314(2) 0.42481(16) 0.0345(7) Uani 1 1 d . . . . .
H26 H 0.004175 0.680991 0.432580 0.041 Uiso 1 1 calc R U . . .
C27 C 0.2060(2) 0.4048(4) 0.39468(18) 0.0495(10) Uani 1 1 d . . . . .
H27A H 0.261261 0.425087 0.420577 0.074 Uiso 1 1 calc R U . . .
H27B H 0.202088 0.399089 0.348860 0.074 Uiso 1 1 calc R U . . .
H27C H 0.192677 0.335985 0.409867 0.074 Uiso 1 1 calc R U . . .
C28 C 0.03505(18) 0.6342(2) 0.56198(15) 0.0275(6) Uani 1 1 d . . . . .
H28 H -0.005465 0.674753 0.531098 0.033 Uiso 1 1 calc R U . . .
C29 C 0.04009(19) 0.6329(2) 0.62674(15) 0.0295(6) Uani 1 1 d . . . . .
H29 H 0.003074 0.672719 0.641274 0.035 Uiso 1 1 calc R U . . .
C30 C 0.0991(2) 0.5736(3) 0.66920(16) 0.0398(8) Uani 1 1 d . . . . .
H30 H 0.102745 0.569196 0.713619 0.048 Uiso 1 1 calc R U . . .
C31 C 0.1545(2) 0.5191(3) 0.64651(17) 0.0429(8) Uani 1 1 d . . . . .
C32 C 0.2222(3) 0.4540(4) 0.6918(2) 0.0684(15) Uani 1 1 d . . . . .
H32A H 0.202541 0.382046 0.695705 0.103 Uiso 1 1 calc R U . . .
H32B H 0.240713 0.487907 0.734700 0.103 Uiso 1 1 calc R U . . .
H32C H 0.267170 0.449937 0.674405 0.103 Uiso 1 1 calc R U . . .
N13 N 0.27379(14) 0.27719(18) -0.02614(11) 0.0208(4) Uani 1 1 d . . . . .
H13N H 0.298550 0.293933 0.014615 0.025 Uiso 1 1 d R U . . .
N14 N 0.22818(13) 0.20983(18) 0.07173(11) 0.0208(4) Uani 1 1 d . . . . .
C33 C 0.20863(16) 0.2120(2) -0.04139(13) 0.0224(5) Uani 1 1 d . . . . .
C34 C 0.18388(16) 0.1719(2) 0.01348(13) 0.0206(5) Uani 1 1 d . . . . .
C35 C 0.20977(17) 0.1791(2) 0.12436(13) 0.0224(5) Uani 1 1 d . . . . .
C36 C 0.14603(19) 0.1093(2) 0.11904(14) 0.0292(6) Uani 1 1 d . . . . .
H36 H 0.133413 0.088953 0.156650 0.035 Uiso 1 1 calc R U . . .
C37 C 0.1013(2) 0.0699(3) 0.05890(15) 0.0334(7) Uani 1 1 d . . . . .
H37 H 0.057872 0.022007 0.054759 0.040 Uiso 1 1 calc R U . . .
C38 C 0.12050(18) 0.1011(2) 0.00439(14) 0.0285(6) Uani 1 1 d . . . . .
H38 H 0.091129 0.074704 -0.037587 0.034 Uiso 1 1 calc R U . . .
C39 C 0.26092(19) 0.2233(3) 0.18877(14) 0.0304(6) Uani 1 1 d . . . . .
H39A H 0.318148 0.218196 0.192442 0.046 Uiso 1 1 calc R U . . .
H39B H 0.251277 0.182433 0.223885 0.046 Uiso 1 1 calc R U . . .
H39C H 0.246723 0.298186 0.192022 0.046 Uiso 1 1 calc R U . . .
C40 C 0.16997(19) 0.1872(3) -0.10574(14) 0.0322(7) Uani 1 1 d . . . . .
H40 H 0.123448 0.142735 -0.117819 0.039 Uiso 1 1 calc R U . . .
C41 C 0.1998(2) 0.2278(3) -0.15263(15) 0.0395(8) Uani 1 1 d . . . . .
H41 H 0.173710 0.210814 -0.197101 0.047 Uiso 1 1 calc R U . . .
C42 C 0.2671(2) 0.2927(3) -0.13502(15) 0.0339(7) Uani 1 1 d . . . . .
H42 H 0.287825 0.319436 -0.167237 0.041 Uiso 1 1 calc R U . . .
C43 C 0.30428(18) 0.3188(2) -0.07046(14) 0.0262(6) Uani 1 1 d . . . . .
C44 C 0.3770(2) 0.3894(3) -0.04787(16) 0.0347(7) Uani 1 1 d . . . . .
H44A H 0.363577 0.453687 -0.027958 0.052 Uiso 1 1 calc R U . . .
H44B H 0.393825 0.409398 -0.085016 0.052 Uiso 1 1 calc R U . . .
H44C H 0.421102 0.351246 -0.015812 0.052 Uiso 1 1 calc R U . . .
O1 O 0.12909(13) 0.45915(16) 0.20824(11) 0.0299(5) Uani 1 1 d . . . . .
H1AO H 0.176375 0.464830 0.216587 0.045 Uiso 1 1 d R U . . .
H1BO H 0.121724 0.405040 0.225677 0.045 Uiso 1 1 d R U . . .
O2 O -0.01642(12) 0.56677(17) 0.18535(10) 0.0276(4) Uani 1 1 d . . . . .
H2AO H -0.007599 0.625527 0.194387 0.041 Uiso 1 1 d R U . . .
H2BO H 0.029791 0.542457 0.189198 0.041 Uiso 1 1 d R U . . .
O3 O 0.63178(14) 0.26087(18) 0.06373(11) 0.0341(5) Uani 1 1 d . . . . .
H3BO H 0.610004 0.287462 0.027652 0.051 Uiso 1 1 d R U . . .
H3AO H 0.625623 0.302292 0.092132 0.051 Uiso 1 1 d R U . . .
O4 O 0.26215(16) 0.3581(2) 0.54411(13) 0.0448(6) Uani 1 1 d . . . . .
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'
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
C4 W1 C6 73.72(11) . . ?
C4 W1 C5 90.20(12) . . ?
C6 W1 C5 142.80(10) . . ?
C4 W1 C8 71.30(10) . . ?
C6 W1 C8 123.95(10) . . ?
C5 W1 C8 79.22(11) . . ?
C4 W1 C1 142.31(10) . . ?
C6 W1 C1 137.12(10) . . ?
C5 W1 C1 74.00(10) . . ?
C8 W1 C1 72.21(10) . . ?
C4 W1 C7 103.58(12) . . ?
C6 W1 C7 72.33(11) . . ?
C5 W1 C7 144.85(10) . . ?
C8 W1 C7 75.07(11) . . ?
C1 W1 C7 75.56(11) . . ?
C4 W1 C3 76.84(10) . . ?
C6 W1 C3 72.45(10) . . ?
C5 W1 C3 71.27(10) . . ?
C8 W1 C3 136.03(10) . . ?
C1 W1 C3 126.52(10) . . ?
C7 W1 C3 143.02(10) . . ?
C4 W1 C2 146.30(10) . . ?
C6 W1 C2 78.97(10) . . ?
C5 W1 C2 100.13(11) . . ?
C8 W1 C2 142.00(10) . . ?
C1 W1 C2 71.20(10) . . ?
C7 W1 C2 86.20(11) . . ?
C3 W1 C2 76.36(10) . . ?
N1 C1 W1 179.0(3) . . ?
N2 C2 W1 178.1(2) . . ?
N3 C3 W1 179.4(3) . . ?
N4 C4 W1 176.1(3) . . ?
N5 C5 W1 178.0(3) . . ?
N6 C6 W1 177.7(3) . . ?
N7 C7 W1 177.6(3) . . ?
N8 C8 W1 178.3(3) . . ?
C19 N9 C9 118.4(3) . . ?
C11 N10 C10 123.3(2) . . ?
C11 N10 H10N 114.3 . . ?
C10 N10 H10N 122.4 . . ?
N9 C9 C16 123.5(3) . . ?
N9 C9 C10 115.3(2) . . ?
C16 C9 C10 121.2(3) . . ?
N10 C10 C14 118.8(3) . . ?
N10 C10 C9 117.1(2) . . ?
C14 C10 C9 124.0(3) . . ?
N10 C11 C12 118.1(3) . . ?
N10 C11 C15 119.1(3) . . ?
C12 C11 C15 122.8(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C10 C14 C13 119.4(3) . . ?
C10 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C9 117.6(3) . . ?
C17 C16 H16 121.2 . . ?
C9 C16 H16 121.2 . . ?
C18 C17 C16 119.5(3) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
N9 C19 C18 121.7(3) . . ?
N9 C19 C20 117.1(3) . . ?
C18 C19 C20 121.2(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 N11 C31 118.2(3) . . ?
C22 N12 C23 123.7(3) . . ?
C22 N12 H123 112.3 . . ?
C23 N12 H123 120.7 . . ?
N11 C21 C28 123.4(3) . . ?
N11 C21 C22 114.2(3) . . ?
C28 C21 C22 122.4(3) . . ?
N12 C22 C26 118.1(3) . . ?
N12 C22 C21 116.6(3) . . ?
C26 C22 C21 125.3(3) . . ?
N12 C23 C24 118.8(3) . . ?
N12 C23 C27 117.4(3) . . ?
C24 C23 C27 123.8(3) . . ?
C23 C24 C25 119.8(3) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C24 C25 C26 119.7(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C22 C26 C25 119.8(3) . . ?
C22 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C21 118.4(3) . . ?
C29 C28 H28 120.8 . . ?
C21 C28 H28 120.8 . . ?
C30 C29 C28 118.7(3) . . ?
C30 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
C29 C30 C31 119.1(3) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
N11 C31 C30 122.2(3) . . ?
N11 C31 C32 116.5(3) . . ?
C30 C31 C32 121.2(3) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C43 N13 C33 123.8(2) . . ?
C43 N13 H13N 116.8 . . ?
C33 N13 H13N 119.5 . . ?
C34 N14 C35 118.7(2) . . ?
N13 C33 C40 118.7(3) . . ?
N13 C33 C34 116.8(2) . . ?
C40 C33 C34 124.5(3) . . ?
N14 C34 C38 123.5(2) . . ?
N14 C34 C33 114.3(2) . . ?
C38 C34 C33 122.2(2) . . ?
N14 C35 C36 121.2(3) . . ?
N14 C35 C39 117.1(2) . . ?
C36 C35 C39 121.8(3) . . ?
C37 C36 C35 119.7(3) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 119.3(3) . . ?
C36 C37 H37 120.3 . . ?
C38 C37 H37 120.3 . . ?
C34 C38 C37 117.6(3) . . ?
C34 C38 H38 121.2 . . ?
C37 C38 H38 121.2 . . ?
C35 C39 H39A 109.5 . . ?
C35 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C35 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C33 C40 C41 119.2(3) . . ?
C33 C40 H40 120.4 . . ?
C41 C40 H40 120.4 . . ?
C42 C41 C40 120.3(3) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C41 C42 C43 119.9(3) . . ?
C41 C42 H42 120.0 . . ?
C43 C42 H42 120.0 . . ?
N13 C43 C42 118.1(3) . . ?
N13 C43 C44 119.1(3) . . ?
C42 C43 C44 122.9(3) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
H1AO O1 H1BO 106.4 . . ?
H2AO O2 H2BO 102.5 . . ?
H3BO O3 H3AO 108.7 . . ?
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 C4 2.161(3) . ?
W1 C6 2.164(3) . ?
W1 C5 2.165(3) . ?
W1 C8 2.165(3) . ?
W1 C1 2.165(3) . ?
W1 C7 2.168(3) . ?
W1 C3 2.172(3) . ?
W1 C2 2.174(3) . ?
N1 C1 1.142(4) . ?
N2 C2 1.149(4) . ?
N3 C3 1.150(4) . ?
N4 C4 1.143(4) . ?
N5 C5 1.147(4) . ?
N6 C6 1.152(4) . ?
N7 C7 1.150(4) . ?
N8 C8 1.146(4) . ?
N9 C19 1.337(4) . ?
N9 C9 1.339(4) . ?
N10 C11 1.353(4) . ?
N10 C10 1.358(3) . ?
N10 H10N 0.9008 . ?
C9 C16 1.393(4) . ?
C9 C10 1.485(4) . ?
C10 C14 1.380(4) . ?
C11 C12 1.384(4) . ?
C11 C15 1.491(4) . ?
C12 C13 1.378(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(4) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.389(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.375(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.402(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.501(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
N11 C21 1.317(4) . ?
N11 C31 1.329(4) . ?
N12 C22 1.348(4) . ?
N12 C23 1.356(4) . ?
N12 H123 0.7848 . ?
C21 C28 1.388(4) . ?
C21 C22 1.481(4) . ?
C22 C26 1.377(5) . ?
C23 C24 1.363(5) . ?
C23 C27 1.504(5) . ?
C24 C25 1.384(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.393(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.384(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.361(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.401(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.509(5) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
N13 C43 1.351(3) . ?
N13 C33 1.354(4) . ?
N13 H13N 0.8764 . ?
N14 C34 1.339(3) . ?
N14 C35 1.344(3) . ?
C33 C40 1.378(4) . ?
C33 C34 1.485(4) . ?
C34 C38 1.384(4) . ?
C35 C36 1.393(4) . ?
C35 C39 1.502(4) . ?
C36 C37 1.379(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.391(4) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.386(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.379(5) . ?
C41 H41 0.9500 . ?
C42 C43 1.382(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.495(4) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
O1 H1AO 0.7900 . ?
O1 H1BO 0.8085 . ?
O2 H2AO 0.7657 . ?
O2 H2BO 0.8422 . ?
O3 H3BO 0.8235 . ?
O3 H3AO 0.8412 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N10 H10N O2 0.90 1.89 2.765(3) 164.8 2_545 y
C12 H12 O3 0.95 2.61 3.535(4) 164.1 2_645 y
C15 H15A O2 0.98 2.46 3.076(4) 120.1 2_545 y
C16 H16 O1 0.95 2.52 3.438(4) 162.8 4_666 y
N12 H123 N11 0.78 2.25 2.630(4) 110.1 . y
N12 H123 O4 0.78 2.22 2.904(4) 145.6 . y
C24 H24 O1 0.95 2.58 3.505(4) 163.1 . y
C26 H26 O3 0.95 2.61 3.512(4) 159.5 2 y
N13 H13N N1 0.88 2.03 2.871(3) 161.1 2 y
C38 H38 N4 0.95 2.48 3.360(4) 154.6 3 y
C39 H39C N5 0.98 2.69 3.562(4) 148.4 2 y
C40 H40 N4 0.95 2.61 3.452(4) 147.8 3 y
C42 H42 N6 0.95 2.44 3.309(4) 152.1 4_665 y
O1 H1AO N5 0.79 2.09 2.871(3) 169.7 2 y
O1 H1BO N3 0.81 2.06 2.858(3) 170.7 . y
O2 H2AO N8 0.77 2.12 2.877(3) 171.8 1_565 y
O2 H2BO O1 0.84 1.95 2.779(3) 166.8 . y
O3 H3BO N2 0.82 2.11 2.928(3) 169.2 4_665 y
O3 H3AO N7 0.84 2.09 2.929(4) 176.1 2 y
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
C19 N9 C9 C16 0.3(5) . . . . ?
C19 N9 C9 C10 179.4(3) . . . . ?
C11 N10 C10 C14 1.5(4) . . . . ?
C11 N10 C10 C9 -178.6(2) . . . . ?
N9 C9 C10 N10 -2.4(4) . . . . ?
C16 C9 C10 N10 176.8(3) . . . . ?
N9 C9 C10 C14 177.5(3) . . . . ?
C16 C9 C10 C14 -3.3(4) . . . . ?
C10 N10 C11 C12 -0.6(4) . . . . ?
C10 N10 C11 C15 178.4(3) . . . . ?
N10 C11 C12 C13 -0.5(5) . . . . ?
C15 C11 C12 C13 -179.5(3) . . . . ?
C11 C12 C13 C14 0.8(5) . . . . ?
N10 C10 C14 C13 -1.2(4) . . . . ?
C9 C10 C14 C13 178.9(3) . . . . ?
C12 C13 C14 C10 0.1(5) . . . . ?
N9 C9 C16 C17 -1.4(4) . . . . ?
C10 C9 C16 C17 179.5(3) . . . . ?
C9 C16 C17 C18 1.1(5) . . . . ?
C16 C17 C18 C19 0.2(5) . . . . ?
C9 N9 C19 C18 1.1(5) . . . . ?
C9 N9 C19 C20 -177.7(3) . . . . ?
C17 C18 C19 N9 -1.4(5) . . . . ?
C17 C18 C19 C20 177.4(4) . . . . ?
C31 N11 C21 C28 1.0(5) . . . . ?
C31 N11 C21 C22 179.2(3) . . . . ?
C23 N12 C22 C26 -2.1(4) . . . . ?
C23 N12 C22 C21 177.9(3) . . . . ?
N11 C21 C22 N12 7.5(4) . . . . ?
C28 C21 C22 N12 -174.2(3) . . . . ?
N11 C21 C22 C26 -172.5(3) . . . . ?
C28 C21 C22 C26 5.8(5) . . . . ?
C22 N12 C23 C24 1.4(5) . . . . ?
C22 N12 C23 C27 -176.6(3) . . . . ?
N12 C23 C24 C25 0.4(5) . . . . ?
C27 C23 C24 C25 178.3(3) . . . . ?
C23 C24 C25 C26 -1.4(5) . . . . ?
N12 C22 C26 C25 1.1(5) . . . . ?
C21 C22 C26 C25 -178.9(3) . . . . ?
C24 C25 C26 C22 0.6(5) . . . . ?
N11 C21 C28 C29 -1.8(5) . . . . ?
C22 C21 C28 C29 -179.9(3) . . . . ?
C21 C28 C29 C30 0.0(5) . . . . ?
C28 C29 C30 C31 2.4(5) . . . . ?
C21 N11 C31 C30 1.5(6) . . . . ?
C21 N11 C31 C32 179.6(4) . . . . ?
C29 C30 C31 N11 -3.2(6) . . . . ?
C29 C30 C31 C32 178.7(4) . . . . ?
C43 N13 C33 C40 -0.9(4) . . . . ?
C43 N13 C33 C34 179.0(2) . . . . ?
C35 N14 C34 C38 -1.0(4) . . . . ?
C35 N14 C34 C33 179.2(2) . . . . ?
N13 C33 C34 N14 2.7(4) . . . . ?
C40 C33 C34 N14 -177.4(3) . . . . ?
N13 C33 C34 C38 -177.1(3) . . . . ?
C40 C33 C34 C38 2.8(5) . . . . ?
C34 N14 C35 C36 0.0(4) . . . . ?
C34 N14 C35 C39 179.9(3) . . . . ?
N14 C35 C36 C37 0.6(5) . . . . ?
C39 C35 C36 C37 -179.3(3) . . . . ?
C35 C36 C37 C38 -0.3(5) . . . . ?
N14 C34 C38 C37 1.3(5) . . . . ?
C33 C34 C38 C37 -178.9(3) . . . . ?
C36 C37 C38 C34 -0.6(5) . . . . ?
N13 C33 C40 C41 1.3(5) . . . . ?
C34 C33 C40 C41 -178.7(3) . . . . ?
C33 C40 C41 C42 -0.3(5) . . . . ?
C40 C41 C42 C43 -1.0(6) . . . . ?
C33 N13 C43 C42 -0.4(4) . . . . ?
C33 N13 C43 C44 -179.6(3) . . . . ?
C41 C42 C43 N13 1.4(5) . . . . ?
C41 C42 C43 C44 -179.5(3) . . . . ?
