#------------------------------------------------------------------------------
#$Date: 2025-08-05 23:44:55 +0300 (Tue, 05 Aug 2025) $
#$Revision: 301487 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/47/7134778.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_7134778
loop_
_publ_author_name
'Evans, Matthew J.'
'Jones, Cameron'
_publ_section_title
;
 Unsymmetrical bis(anilido)xanthene ligands: development and use in the
 preparation of magnesium diamide complexes.
;
_journal_issue                   63
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              11814
_journal_page_last               11817
_journal_paper_doi               10.1039/d5cc03202d
_journal_volume                  61
_journal_year                    2025
_chemical_formula_sum            'C19 H24 N2 O'
_chemical_formula_weight         296.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     fmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2025-06-05 deposited with the CCDC.	2025-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.172(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   16.4224(3)
_cell_length_b                   26.1026(3)
_cell_length_c                   17.6208(3)
_cell_measurement_reflns_used    24044
_cell_measurement_temperature    122.9(2)
_cell_measurement_theta_max      79.9130
_cell_measurement_theta_min      4.5180
_cell_volume                     6719.9(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.9(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            54341
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.128
_diffrn_reflns_theta_min         3.490
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.565
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.70a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_description       plate
_exptl_crystal_F_000             2560
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.979
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     949
_refine_ls_number_reflns         14255
_refine_ls_number_restraints     338
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0670
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1151P)²+3.7984P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1877
_refine_ls_wR_factor_ref         0.1989
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11911
_reflns_number_total             14255
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cc03202d2.cif
_cod_data_source_block           cj1742
_cod_depositor_comments
'Adding full bibliography for 7134774--7134781.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7134778
_shelx_shelxl_version_number     2018/3
_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.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_smtbx_masks_special_details
;
The unit cell contains 4 water solvates that were poorly ordered, such 
that a suitable crystallographic model could not be derived. Consequently,
these solvates were treated as a diffuse contribution to the overall 
scattering without specific atom positions using the Olex2 implementation of
SQUEEZE (Acta Cryst. (2015). C71, 9-18), also known as Solvent Mask. 
(Acta Cryst. A 1990, A46, 194., J. Appl. Cryst., 42: 339-341. & J. Molec. 
Biol. 1994, 243, 100).
;
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'
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
O2 O 0.37235(8) 0.71737(5) 0.50573(8) 0.0221(3) Uani 1 1 d . . . . .
O1 O 0.70500(8) 0.57243(5) 0.63410(8) 0.0227(3) Uani 1 1 d . . . . .
O3 O 0.42821(9) 0.44216(5) 0.66014(8) 0.0237(3) Uani 1 1 d . . . . .
O4 O 0.60940(10) 0.63133(5) 0.80272(8) 0.0266(3) Uani 1 1 d . . . . .
N7 N 0.53776(12) 0.55128(6) 0.69929(11) 0.0275(3) Uani 1 1 d . . . . .
C20 C 0.37248(12) 0.76161(6) 0.46191(11) 0.0195(3) Uani 1 1 d . . . . .
C32 C 0.29759(12) 0.70862(7) 0.52005(11) 0.0199(3) Uani 1 1 d . . . . .
C27 C 0.22129(12) 0.74030(7) 0.49021(11) 0.0216(3) Uani 1 1 d . . . . .
C25 C 0.29749(12) 0.79388(7) 0.42297(11) 0.0213(3) Uani 1 1 d . . . . .
C69 C 0.59282(13) 0.71940(7) 0.81337(12) 0.0229(3) Uani 1 1 d . . . . .
C50 C 0.51814(12) 0.38143(7) 0.63451(11) 0.0212(3) Uani 1 1 d . . . . .
C21 C 0.45541(12) 0.77126(7) 0.45896(11) 0.0212(3) Uani 1 1 d . . . . .
C22 C 0.45965(13) 0.81317(7) 0.41240(11) 0.0231(3) Uani 1 1 d . . . . .
H22 H 0.515115 0.820221 0.409882 0.028 Uiso 1 1 calc R U . . .
C48 C 0.61574(13) 0.32217(7) 0.74462(12) 0.0243(4) Uani 1 1 d . . . . .
C70 C 0.64619(13) 0.67570(7) 0.84858(11) 0.0231(3) Uani 1 1 d . . . . .
C1 C 0.75700(13) 0.52947(7) 0.64226(11) 0.0231(3) Uani 1 1 d . . . . .
C51 C 0.48770(12) 0.40078(6) 0.69148(11) 0.0212(3) Uani 1 1 d . . . . .
C31 C 0.30346(12) 0.66419(7) 0.56754(11) 0.0218(3) Uani 1 1 d . . . . .
C2 C 0.70472(14) 0.48551(7) 0.60565(11) 0.0256(4) Uani 1 1 d . . . . .
C46 C 0.51472(13) 0.37992(7) 0.77168(11) 0.0225(3) Uani 1 1 d . . . . .
C49 C 0.58319(13) 0.34271(7) 0.66278(11) 0.0231(3) Uani 1 1 d . . . . .
H49 H 0.606033 0.329918 0.625717 0.028 Uiso 1 1 calc R U . . .
C39 C 0.37793(13) 0.45538(7) 0.70267(11) 0.0221(3) Uani 1 1 d . . . . .
C28 C 0.15206(13) 0.72851(7) 0.51336(12) 0.0252(4) Uani 1 1 d . . . . .
H28 H 0.099341 0.749753 0.493389 0.030 Uiso 1 1 calc R U . . .
C23 C 0.38442(13) 0.84516(7) 0.36925(11) 0.0242(4) Uani 1 1 d . . . . .
C24 C 0.30456(13) 0.83530(7) 0.37558(11) 0.0239(4) Uani 1 1 d . . . . .
H24 H 0.253311 0.857228 0.346999 0.029 Uiso 1 1 calc R U . . .
C40 C 0.30896(13) 0.49131(7) 0.65993(12) 0.0246(4) Uani 1 1 d . . . . .
C47 C 0.58028(13) 0.34082(7) 0.79756(11) 0.0242(4) Uani 1 1 d . . . . .
H47 H 0.601250 0.326560 0.852935 0.029 Uiso 1 1 calc R U . . .
C12 C 0.69027(12) 0.65750(7) 0.66596(12) 0.0253(4) Uani 1 1 d D U . . .
C30 C 0.23423(13) 0.65421(7) 0.58963(12) 0.0252(4) Uani 1 1 d . . . . .
H30 H 0.238230 0.624626 0.622547 0.030 Uiso 1 1 calc R U . . .
C58 C 0.66226(13) 0.58736(7) 0.82655(12) 0.0246(4) Uani 1 1 d . . . . .
C44 C 0.39411(13) 0.43445(7) 0.78069(11) 0.0243(4) Uani 1 1 d . . . . .
C65 C 0.72767(14) 0.67730(7) 0.92335(12) 0.0254(4) Uani 1 1 d . . . . .
C13 C 0.74893(12) 0.61731(7) 0.67098(12) 0.0234(4) Uani 1 1 d D U . . .
C29 C 0.15853(13) 0.68665(7) 0.56464(12) 0.0265(4) Uani 1 1 d . . . . .
C26 C 0.21001(12) 0.78532(7) 0.43115(11) 0.0226(3) Uani 1 1 d . . . . .
C68 C 0.62129(13) 0.76540(7) 0.85718(12) 0.0251(4) Uani 1 1 d . . . . .
H68 H 0.585828 0.795437 0.834229 0.030 Uiso 1 1 calc R U . . .
C67 C 0.70142(13) 0.76824(7) 0.93464(13) 0.0270(4) Uani 1 1 d . . . . .
C43 C 0.33566(14) 0.44939(8) 0.81478(12) 0.0289(4) Uani 1 1 d . . . . .
H43 H 0.344706 0.435362 0.867805 0.035 Uiso 1 1 calc R U . . .
C41 C 0.25252(14) 0.50499(8) 0.69601(13) 0.0290(4) Uani 1 1 d . . . . .
H41 H 0.204660 0.528998 0.667471 0.035 Uiso 1 1 calc R U . . .
C59 C 0.62200(14) 0.54543(7) 0.77250(12) 0.0259(4) Uani 1 1 d . . . . .
C63 C 0.74656(14) 0.58443(7) 0.89764(12) 0.0282(4) Uani 1 1 d . . . . .
C66 C 0.75392(14) 0.72430(7) 0.96615(12) 0.0268(4) Uani 1 1 d . . . . .
H66 H 0.809048 0.726175 1.018060 0.032 Uiso 1 1 calc R U . . .
C60 C 0.67037(15) 0.49967(7) 0.79098(14) 0.0304(4) Uani 1 1 d . . . . .
H60 H 0.644531 0.470915 0.754822 0.037 Uiso 1 1 calc R U . . .
C33 C 0.39060(15) 0.88960(7) 0.31728(13) 0.0284(4) Uani 1 1 d . . . . .
H33A H 0.330416 0.906969 0.289627 0.034 Uiso 1 1 calc R U . . .
H33B H 0.403873 0.876140 0.271562 0.034 Uiso 1 1 calc R U . . .
C57 C 0.68908(14) 0.28146(7) 0.77415(13) 0.0292(4) Uani 1 1 d . . . . .
H57A H 0.672360 0.255033 0.729190 0.035 Uiso 1 1 calc R U . . .
H57B H 0.692387 0.264679 0.825875 0.035 Uiso 1 1 calc R U . . .
C42 C 0.26489(14) 0.48409(8) 0.77346(13) 0.0311(4) Uani 1 1 d . . . . .
C36 C 0.18793(15) 0.83441(8) 0.46705(14) 0.0315(4) Uani 1 1 d . . . . .
H36A H 0.130691 0.829602 0.470793 0.047 Uiso 1 1 calc R U . . .
H36B H 0.181324 0.863308 0.429153 0.047 Uiso 1 1 calc R U . . .
H36C H 0.237756 0.841487 0.523982 0.047 Uiso 1 1 calc R U . . .
C45 C 0.47321(14) 0.39765(8) 0.82900(12) 0.0287(4) Uani 1 1 d . . . . .
C6 C 0.85128(14) 0.52906(8) 0.68203(14) 0.0326(4) Uani 1 1 d . . . . .
C35 C 0.13029(14) 0.77343(9) 0.34274(13) 0.0319(4) Uani 1 1 d . . . . .
H35A H 0.143567 0.741855 0.320398 0.048 Uiso 1 1 calc R U . . .
H35B H 0.122838 0.801822 0.303709 0.048 Uiso 1 1 calc R U . . .
H35C H 0.073751 0.769056 0.347902 0.048 Uiso 1 1 calc R U . . .
C34 C 0.46371(17) 0.92896(8) 0.36926(14) 0.0345(4) Uani 1 1 d . . . . .
H34A H 0.465421 0.955910 0.331294 0.052 Uiso 1 1 calc R U . . .
H34B H 0.523553 0.912089 0.397405 0.052 Uiso 1 1 calc R U . . .
H34C H 0.449089 0.944133 0.412438 0.052 Uiso 1 1 calc R U . . .
C62 C 0.79264(15) 0.53728(8) 0.91388(14) 0.0328(4) Uani 1 1 d . . . . .
H62 H 0.850776 0.534132 0.962311 0.039 Uiso 1 1 calc R U . . .
C61 C 0.75558(16) 0.49511(8) 0.86108(16) 0.0348(5) Uani 1 1 d . . . . .
C7 C 0.90693(14) 0.57772(8) 0.72035(16) 0.0361(5) Uani 1 1 d . . . . .
C3 C 0.75027(16) 0.43956(8) 0.61244(14) 0.0360(5) Uani 1 1 d D . . . .
H3 H 0.715869 0.409332 0.588453 0.043 Uiso 1 1 calc R U . . .
C8 C 0.8404(6) 0.6238(4) 0.6999(6) 0.030(2) Uani 0.452(8) 1 d D U P A 1
C64 C 0.78777(17) 0.62991(8) 0.95772(13) 0.0365(5) Uani 1 1 d . . . . .
C38 C 0.08895(16) 0.67528(9) 0.59658(16) 0.0370(5) Uani 1 1 d . . . . .
H38A H 0.066583 0.639824 0.579734 0.044 Uiso 1 1 calc R U . . .
H38B H 0.120738 0.676404 0.659698 0.044 Uiso 1 1 calc R U . . .
C76 C 0.72919(15) 0.81852(8) 0.98207(16) 0.0374(5) Uani 1 1 d . . . . .
H76A H 0.676138 0.832758 0.987375 0.045 Uiso 1 1 calc R U . . .
H76B H 0.778434 0.812001 1.040397 0.045 Uiso 1 1 calc R U . . .
C56 C 0.78230(16) 0.30332(9) 0.79402(16) 0.0393(5) Uani 1 1 d . . . . .
H56A H 0.778104 0.322510 0.744559 0.059 Uiso 1 1 calc R U . . .
H56B H 0.826397 0.275303 0.807002 0.059 Uiso 1 1 calc R U . . .
H56C H 0.802594 0.326272 0.843328 0.059 Uiso 1 1 calc R U . . .
C53 C 0.20156(17) 0.49893(11) 0.81103(16) 0.0433(5) Uani 1 1 d . . . . .
H53A H 0.164979 0.468576 0.810102 0.052 Uiso 1 1 calc R U . . .
H53B H 0.158530 0.525458 0.774281 0.052 Uiso 1 1 calc R U . . .
C17 C 0.96918(15) 0.56891(9) 0.81591(17) 0.0417(5) Uani 1 1 d . . . . .
H17A H 0.931564 0.560721 0.844321 0.063 Uiso 1 1 calc R U . . .
H17B H 1.004738 0.600012 0.841115 0.063 Uiso 1 1 calc R U . . .
H17C H 1.010935 0.540388 0.823235 0.063 Uiso 1 1 calc R U . . .
C52 C 0.25048(19) 0.51929(10) 0.90213(17) 0.0435(6) Uani 1 1 d . . . . .
H52A H 0.286726 0.549498 0.903843 0.065 Uiso 1 1 calc R U . . .
H52B H 0.291000 0.492712 0.939717 0.065 Uiso 1 1 calc R U . . .
H52C H 0.205140 0.528752 0.921350 0.065 Uiso 1 1 calc R U . . .
C37 C 0.00662(16) 0.71046(11) 0.56577(18) 0.0447(6) Uani 1 1 d . . . . .
H37A H -0.028523 0.707934 0.503593 0.067 Uiso 1 1 calc R U . . .
H37B H 0.027277 0.745861 0.581668 0.067 Uiso 1 1 calc R U . . .
H37C H -0.032128 0.700354 0.592133 0.067 Uiso 1 1 calc R U . . .
C11 C 0.7269(4) 0.7066(2) 0.6820(4) 0.0229(13) Uani 0.452(8) 1 d D U P A 1
H11 H 0.687678 0.735203 0.672473 0.027 Uiso 0.452(8) 1 calc R U P A 1
C55 C 0.54738(17) 0.42554(11) 0.90694(13) 0.0467(6) Uani 1 1 d . . . . .
H55A H 0.572385 0.453896 0.887613 0.070 Uiso 1 1 calc R U . . .
H55B H 0.596550 0.401469 0.940504 0.070 Uiso 1 1 calc R U . . .
H55C H 0.520391 0.438993 0.942312 0.070 Uiso 1 1 calc R U . . .
C16 C 0.96519(17) 0.59012(10) 0.6752(2) 0.0481(6) Uani 1 1 d . . . . .
H16A H 1.004945 0.560917 0.680435 0.072 Uiso 1 1 calc R U . . .
H16B H 1.002840 0.620402 0.701463 0.072 Uiso 1 1 calc R U . . .
H16C H 0.925020 0.596955 0.614688 0.072 Uiso 1 1 calc R U . . .
C4 C 0.84425(19) 0.43709(9) 0.65328(18) 0.0506(7) Uani 1 1 d D . . . .
C75 C 0.76224(18) 0.85783(9) 0.93984(19) 0.0485(6) Uani 1 1 d . . . . .
H75A H 0.714971 0.863481 0.881160 0.073 Uiso 1 1 calc R U . . .
H75B H 0.818284 0.845470 0.939232 0.073 Uiso 1 1 calc R U . . .
H75C H 0.774949 0.890093 0.971659 0.073 Uiso 1 1 calc R U . . .
C5 C 0.89385(17) 0.48184(9) 0.6864(2) 0.0524(7) Uani 1 1 d D . . . .
H5 H 0.958804 0.480354 0.712909 0.063 Uiso 1 1 calc R U . . .
C54 C 0.4377(2) 0.35018(10) 0.85706(19) 0.0501(7) Uani 1 1 d . . . . .
H54A H 0.408715 0.361061 0.892210 0.075 Uiso 1 1 calc R U . . .
H54B H 0.489051 0.327268 0.890267 0.075 Uiso 1 1 calc R U . . .
H54C H 0.392824 0.332076 0.806509 0.075 Uiso 1 1 calc R U . . .
C72 C 0.8044(2) 0.44401(9) 0.8777(2) 0.0559(7) Uani 1 1 d . . . . .
H72A H 0.770950 0.419821 0.896700 0.067 Uiso 1 1 calc R U . . .
H72B H 0.798140 0.431146 0.822430 0.067 Uiso 1 1 calc R U . . .
C73 C 0.88262(18) 0.64175(10) 0.9653(2) 0.0657(9) Uani 1 1 d . U . . .
H73A H 0.911523 0.668982 1.007440 0.099 Uiso 1 1 calc R U . . .
H73B H 0.876306 0.652980 0.909784 0.099 Uiso 1 1 calc R U . . .
H73C H 0.920653 0.610855 0.983452 0.099 Uiso 1 1 calc R U . . .
C9 C 0.8769(3) 0.67287(18) 0.7200(4) 0.0260(11) Uani 0.452(8) 1 d D U P A 1
H9 H 0.940541 0.678049 0.739272 0.031 Uiso 0.452(8) 1 calc R U P A 1
C74 C 0.7953(3) 0.61604(12) 1.04525(17) 0.0771(11) Uani 1 1 d . U . . .
H74A H 0.838475 0.587641 1.069889 0.116 Uiso 1 1 calc R U . . .
H74B H 0.734987 0.605762 1.038696 0.116 Uiso 1 1 calc R U . . .
H74C H 0.817074 0.645851 1.083098 0.116 Uiso 1 1 calc R U . . .
C15 C 0.8875(3) 0.38422(14) 0.6674(3) 0.0426(11) Uani 0.673(8) 1 d D . P B 1
H15A H 0.838503 0.358474 0.653932 0.051 Uiso 0.673(8) 1 calc R U P B 1
H15B H 0.912000 0.379456 0.625980 0.051 Uiso 0.673(8) 1 calc R U P B 1
C10 C 0.8205(3) 0.71437(15) 0.7119(4) 0.0244(11) Uani 0.452(8) 1 d D U P A 1
C71 C 0.8962(3) 0.44135(14) 0.9360(3) 0.0817(11) Uani 1 1 d . U . . .
H71A H 0.933117 0.455899 0.910590 0.123 Uiso 1 1 calc R U . . .
H71B H 0.913513 0.405478 0.951291 0.123 Uiso 1 1 calc R U . . .
H71C H 0.906811 0.460776 0.987261 0.123 Uiso 1 1 calc R U . . .
C18 C 0.8776(7) 0.7808(4) 0.8276(5) 0.074(3) Uani 0.452(8) 1 d D U P A 1
H18A H 0.819141 0.785851 0.828928 0.112 Uiso 0.452(8) 1 calc R U P A 1
H18B H 0.913679 0.812419 0.845599 0.112 Uiso 0.452(8) 1 calc R U P A 1
H18C H 0.911506 0.752916 0.866482 0.112 Uiso 0.452(8) 1 calc R U P A 1
C14 C 0.9619(3) 0.37294(15) 0.7538(3) 0.0661(16) Uani 0.673(8) 1 d D . P B 1
H14A H 0.980282 0.336985 0.756695 0.099 Uiso 0.673(8) 1 calc R U P B 1
H14B H 0.940099 0.379261 0.796306 0.099 Uiso 0.673(8) 1 calc R U P B 1
H14C H 1.014490 0.395101 0.765570 0.099 Uiso 0.673(8) 1 calc R U P B 1
C19 C 0.8601(3) 0.76741(16) 0.7387(3) 0.0328(14) Uani 0.452(8) 1 d D U P A 1
H19A H 0.918354 0.769685 0.734994 0.039 Uiso 0.452(8) 1 calc R U P A 1
H19B H 0.817255 0.792781 0.698566 0.039 Uiso 0.452(8) 1 calc R U P A 1
C80 C 0.8784(3) 0.67006(16) 0.7571(4) 0.0318(11) Uani 0.548(8) 1 d D U P A 2
H80 H 0.942694 0.674861 0.787707 0.038 Uiso 0.548(8) 1 calc R U P A 2
C81 C 0.8220(3) 0.71048(15) 0.7530(4) 0.0320(11) Uani 0.548(8) 1 d D U P A 2
C83 C 0.8434(7) 0.8039(3) 0.7345(5) 0.098(3) Uani 0.548(8) 1 d D U P A 2
H83A H 0.855678 0.792218 0.687813 0.147 Uiso 0.548(8) 1 calc R U P A 2
H83B H 0.883515 0.832887 0.763585 0.147 Uiso 0.548(8) 1 calc R U P A 2
H83C H 0.779355 0.814683 0.711333 0.147 Uiso 0.548(8) 1 calc R U P A 2
C84 C 0.8612(3) 0.76122(17) 0.7963(4) 0.0481(15) Uani 0.548(8) 1 d D U P A 2
H84A H 0.834231 0.770033 0.834666 0.058 Uiso 0.548(8) 1 calc R U P A 2
H84B H 0.928132 0.757489 0.831788 0.058 Uiso 0.548(8) 1 calc R U P A 2
C82 C 0.7278(3) 0.7033(2) 0.7098(4) 0.0246(11) Uani 0.548(8) 1 d D U P A 2
H82 H 0.688155 0.729832 0.709946 0.030 Uiso 0.548(8) 1 calc R U P A 2
C79 C 0.8451(6) 0.6217(4) 0.7179(7) 0.0320(16) Uani 0.548(8) 1 d . U P A 2
C77 C 0.9730(7) 0.3988(5) 0.6034(8) 0.078(4) Uani 0.327(8) 1 d D . P B 2
H77A H 0.948858 0.422349 0.554784 0.117 Uiso 0.327(8) 1 calc R U P B 2
H77B H 0.984073 0.365211 0.584994 0.117 Uiso 0.327(8) 1 calc R U P B 2
H77C H 1.030611 0.412356 0.648184 0.117 Uiso 0.327(8) 1 calc R U P B 2
C78 C 0.9017(6) 0.3931(3) 0.6394(6) 0.047(3) Uani 0.327(8) 1 d D . P B 2
H78A H 0.935225 0.376185 0.695582 0.057 Uiso 0.327(8) 1 calc R U P B 2
H78B H 0.856182 0.367750 0.601847 0.057 Uiso 0.327(8) 1 calc R U P B 2
N2 N 0.59484(10) 0.64926(6) 0.62771(10) 0.0222(3) Uani 1 1 d . . . . .
N6 N 0.48482(11) 0.40197(6) 0.55206(10) 0.0239(3) Uani 1 1 d . . . . .
N3 N 0.38013(11) 0.63178(6) 0.59467(10) 0.0241(3) Uani 1 1 d . . . . .
N4 N 0.53100(12) 0.74072(7) 0.50327(11) 0.0285(3) Uani 1 1 d . . . . .
N8 N 0.51539(11) 0.71605(6) 0.73384(11) 0.0263(3) Uani 1 1 d . . . . .
N1 N 0.61020(12) 0.48999(7) 0.55993(11) 0.0299(4) Uani 1 1 d . . . . .
N5 N 0.30040(13) 0.51455(6) 0.58425(11) 0.0284(3) Uani 1 1 d . . . . .
H1 H 0.5830(17) 0.6178(10) 0.6373(15) 0.027(6) Uiso 1 1 d . . . . .
H7 H 0.570(2) 0.6705(11) 0.6519(18) 0.039(7) Uiso 1 1 d . . . . .
H8 H 0.5264(18) 0.7122(10) 0.5316(17) 0.032(6) Uiso 1 1 d . . . . .
H2 H 0.497(2) 0.5773(12) 0.7048(19) 0.046(8) Uiso 1 1 d . . . . .
H10 H 0.579(2) 0.7461(11) 0.4915(18) 0.040(7) Uiso 1 1 d . . . . .
H4 H 0.508(2) 0.5196(11) 0.6836(18) 0.039(7) Uiso 1 1 d . . . . .
H13 H 0.5780(18) 0.4609(11) 0.5550(17) 0.033(6) Uiso 1 1 d . . . . .
H14 H 0.4086(17) 0.6373(9) 0.5655(16) 0.026(6) Uiso 1 1 d . . . . .
H6 H 0.330(2) 0.4995(11) 0.5599(19) 0.042(7) Uiso 1 1 d . . . . .
H15 H 0.436(2) 0.4216(12) 0.5358(19) 0.041(7) Uiso 1 1 d . . . . .
H16 H 0.476(2) 0.3779(13) 0.513(2) 0.050(8) Uiso 1 1 d . . . . .
H17 H 0.369(2) 0.5997(12) 0.5968(19) 0.043(7) Uiso 1 1 d . . . . .
H18 H 0.5877(19) 0.5176(11) 0.5735(18) 0.037(7) Uiso 1 1 d . . . . .
H19 H 0.486(2) 0.6844(12) 0.7253(19) 0.043(7) Uiso 1 1 d . . . . .
H12 H 0.482(2) 0.7426(13) 0.726(2) 0.047(8) Uiso 1 1 d . . . . .
H20 H 0.245(2) 0.5237(12) 0.551(2) 0.044(8) Uiso 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C32 O2 C20 117.80(13) . . ?
C13 O1 C1 118.59(14) . . ?
C39 O3 C51 117.50(13) . . ?
C70 O4 C58 118.11(15) . . ?
C59 N7 H2 114.2(18) . . ?
C59 N7 H4 109.8(17) . . ?
H2 N7 H4 111(2) . . ?
C25 C20 O2 123.57(15) . . ?
C25 C20 C21 121.85(16) . . ?
O2 C20 C21 114.58(15) . . ?
O2 C32 C27 123.78(15) . . ?
O2 C32 C31 114.83(15) . . ?
C27 C32 C31 121.39(16) . . ?
C32 C27 C28 117.97(16) . . ?
C32 C27 C26 121.67(15) . . ?
C28 C27 C26 120.31(16) . . ?
C20 C25 C24 117.78(16) . . ?
C20 C25 C26 121.76(15) . . ?
C24 C25 C26 120.46(16) . . ?
C68 C69 C70 118.36(17) . . ?
C68 C69 N8 122.14(17) . . ?
C70 C69 N8 119.43(16) . . ?
C49 C50 C51 118.20(16) . . ?
C49 C50 N6 121.47(16) . . ?
C51 C50 N6 120.31(16) . . ?
N4 C21 C22 121.01(16) . . ?
N4 C21 C20 120.74(16) . . ?
C22 C21 C20 118.23(16) . . ?
C21 C22 C23 121.55(16) . . ?
C21 C22 H22 119.2 . . ?
C23 C22 H22 119.2 . . ?
C47 C48 C49 118.52(17) . . ?
C47 C48 C57 121.78(16) . . ?
C49 C48 C57 119.69(16) . . ?
O4 C70 C65 123.75(16) . . ?
O4 C70 C69 113.93(16) . . ?
C65 C70 C69 122.32(17) . . ?
O1 C1 C6 123.98(17) . . ?
O1 C1 C2 113.49(16) . . ?
C6 C1 C2 122.53(18) . . ?
C46 C51 O3 123.39(15) . . ?
C46 C51 C50 122.37(16) . . ?
O3 C51 C50 114.24(15) . . ?
C30 C31 N3 120.92(16) . . ?
C30 C31 C32 118.69(16) . . ?
N3 C31 C32 120.34(16) . . ?
N1 C2 C3 122.53(18) . . ?
N1 C2 C1 119.03(17) . . ?
C3 C2 C1 118.33(19) . . ?
C51 C46 C47 117.35(16) . . ?
C51 C46 C45 121.63(16) . . ?
C47 C46 C45 121.01(16) . . ?
C50 C49 C48 121.30(16) . . ?
C50 C49 H49 119.4 . . ?
C48 C49 H49 119.4 . . ?
C44 C39 O3 123.03(16) . . ?
C44 C39 C40 122.67(17) . . ?
O3 C39 C40 114.30(15) . . ?
C29 C28 C27 121.90(17) . . ?
C29 C28 H28 119.0 . . ?
C27 C28 H28 119.0 . . ?
C24 C23 C22 118.61(16) . . ?
C24 C23 C33 121.22(17) . . ?
C22 C23 C33 120.18(17) . . ?
C23 C24 C25 121.88(17) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C41 C40 C39 118.18(17) . . ?
C41 C40 N5 121.48(18) . . ?
C39 C40 N5 120.27(17) . . ?
C48 C47 C46 122.06(16) . . ?
C48 C47 H47 119.0 . . ?
C46 C47 H47 119.0 . . ?
C11 C12 C13 117.2(3) . . ?
C13 C12 C82 119.2(3) . . ?
C11 C12 N2 121.4(3) . . ?
C13 C12 N2 119.87(16) . . ?
C82 C12 N2 120.3(3) . . ?
C31 C30 C29 121.58(17) . . ?
C31 C30 H30 119.2 . . ?
C29 C30 H30 119.2 . . ?
C63 C58 O4 123.45(17) . . ?
C63 C58 C59 122.63(18) . . ?
O4 C58 C59 113.91(17) . . ?
C39 C44 C43 117.18(17) . . ?
C39 C44 C45 122.00(16) . . ?
C43 C44 C45 120.80(16) . . ?
C70 C65 C66 117.68(17) . . ?
C70 C65 C64 121.49(17) . . ?
C66 C65 C64 120.82(18) . . ?
C8 C13 O1 122.4(5) . . ?
C8 C13 C12 122.7(5) . . ?
O1 C13 C12 114.31(15) . . ?
O1 C13 C79 123.5(5) . . ?
C12 C13 C79 121.9(5) . . ?
C28 C29 C30 118.25(16) . . ?
C28 C29 C38 123.24(18) . . ?
C30 C29 C38 118.49(17) . . ?
C27 C26 C25 110.59(14) . . ?
C27 C26 C35 108.49(15) . . ?
C25 C26 C35 109.65(15) . . ?
C27 C26 C36 109.77(15) . . ?
C25 C26 C36 108.97(15) . . ?
C35 C26 C36 109.34(16) . . ?
C69 C68 C67 121.07(17) . . ?
C69 C68 H68 119.5 . . ?
C67 C68 H68 119.5 . . ?
C66 C67 C68 118.77(17) . . ?
C66 C67 C76 121.39(19) . . ?
C68 C67 C76 119.84(18) . . ?
C42 C43 C44 122.03(17) . . ?
C42 C43 H43 119.0 . . ?
C44 C43 H43 119.0 . . ?
C40 C41 C42 121.17(18) . . ?
C40 C41 H41 119.4 . . ?
C42 C41 H41 119.4 . . ?
C60 C59 C58 118.05(19) . . ?
C60 C59 N7 121.82(18) . . ?
C58 C59 N7 120.02(17) . . ?
C58 C63 C62 117.20(19) . . ?
C58 C63 C64 121.92(17) . . ?
C62 C63 C64 120.87(19) . . ?
C67 C66 C65 121.72(18) . . ?
C67 C66 H66 119.1 . . ?
C65 C66 H66 119.1 . . ?
C61 C60 C59 121.32(19) . . ?
C61 C60 H60 119.3 . . ?
C59 C60 H60 119.3 . . ?
C23 C33 C34 113.91(17) . . ?
C23 C33 H33A 108.8 . . ?
C34 C33 H33A 108.8 . . ?
C23 C33 H33B 108.8 . . ?
C34 C33 H33B 108.8 . . ?
H33A C33 H33B 107.7 . . ?
C48 C57 C56 112.13(16) . . ?
C48 C57 H57A 109.2 . . ?
C56 C57 H57A 109.2 . . ?
C48 C57 H57B 109.2 . . ?
C56 C57 H57B 109.2 . . ?
H57A C57 H57B 107.9 . . ?
C43 C42 C41 118.73(18) . . ?
C43 C42 C53 120.97(19) . . ?
C41 C42 C53 120.30(19) . . ?
C26 C36 H36A 109.5 . . ?
C26 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C26 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C44 C45 C46 110.23(15) . . ?
C44 C45 C55 108.99(17) . . ?
C46 C45 C55 108.86(17) . . ?
C44 C45 C54 109.54(18) . . ?
C46 C45 C54 108.46(17) . . ?
C55 C45 C54 110.8(2) . . ?
C1 C6 C5 116.8(2) . . ?
C1 C6 C7 121.62(18) . . ?
C5 C6 C7 121.55(19) . . ?
C26 C35 H35A 109.5 . . ?
C26 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C26 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C61 C62 C63 121.8(2) . . ?
C61 C62 H62 119.1 . . ?
C63 C62 H62 119.1 . . ?
C60 C61 C62 118.95(19) . . ?
C60 C61 C72 118.6(2) . . ?
C62 C61 C72 122.5(2) . . ?
C79 C7 C6 111.0(3) . . ?
C79 C7 C16 113.1(4) . . ?
C6 C7 C16 109.6(2) . . ?
C79 C7 C17 104.2(5) . . ?
C6 C7 C17 108.90(18) . . ?
C16 C7 C17 109.88(19) . . ?
C6 C7 C8 109.0(4) . . ?
C16 C7 C8 104.8(4) . . ?
C17 C7 C8 114.6(4) . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C13 C8 C9 119.0(9) . . ?
C13 C8 C7 122.0(7) . . ?
C9 C8 C7 118.7(6) . . ?
C65 C64 C63 110.71(17) . . ?
C65 C64 C73 108.59(19) . . ?
C63 C64 C73 109.1(2) . . ?
C65 C64 C74 109.3(2) . . ?
C63 C64 C74 108.7(2) . . ?
C73 C64 C74 110.4(3) . . ?
C37 C38 C29 116.67(18) . . ?
C37 C38 H38A 108.1 . . ?
C29 C38 H38A 108.1 . . ?
C37 C38 H38B 108.1 . . ?
C29 C38 H38B 108.1 . . ?
H38A C38 H38B 107.3 . . ?
C75 C76 C67 113.8(2) . . ?
C75 C76 H76A 108.8 . . ?
C67 C76 H76A 108.8 . . ?
C75 C76 H76B 108.8 . . ?
C67 C76 H76B 108.8 . . ?
H76A C76 H76B 107.7 . . ?
C57 C56 H56A 109.5 . . ?
C57 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C57 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C42 C53 C52 114.3(2) . . ?
C42 C53 H53A 108.7 . . ?
C52 C53 H53A 108.7 . . ?
C42 C53 H53B 108.7 . . ?
C52 C53 H53B 108.7 . . ?
H53A C53 H53B 107.6 . . ?
C7 C17 H17A 109.5 . . ?
C7 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C7 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C53 C52 H52A 109.5 . . ?
C53 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C53 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C38 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C12 C11 C10 120.8(5) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C45 C55 H55A 109.5 . . ?
C45 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C45 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C7 C16 H16A 109.5 . . ?
C7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C3 C4 C5 118.9(2) . . ?
C3 C4 C15 117.2(3) . . ?
C5 C4 C15 123.6(3) . . ?
C3 C4 C78 124.2(4) . . ?
C5 C4 C78 113.6(4) . . ?
C76 C75 H75A 109.5 . . ?
C76 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C76 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C4 C5 C6 122.3(2) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C45 C54 H54A 109.5 . . ?
C45 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C45 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C71 C72 C61 119.2(3) . . ?
C71 C72 H72A 107.5 . . ?
C61 C72 H72A 107.5 . . ?
C71 C72 H72B 107.5 . . ?
C61 C72 H72B 107.5 . . ?
H72A C72 H72B 107.0 . . ?
C64 C73 H73A 109.5 . . ?
C64 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C64 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C8 C9 C10 120.2(6) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C64 C74 H74A 109.5 . . ?
C64 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C64 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C14 C15 C4 116.9(3) . . ?
C14 C15 H15A 108.1 . . ?
C4 C15 H15A 108.1 . . ?
C14 C15 H15B 108.1 . . ?
C4 C15 H15B 108.1 . . ?
H15A C15 H15B 107.3 . . ?
C9 C10 C11 119.6(4) . . ?
C9 C10 C19 120.7(4) . . ?
C11 C10 C19 119.7(4) . . ?
C72 C71 H71A 109.5 . . ?
C72 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C72 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C18 C19 C10 113.0(5) . . ?
C18 C19 H19A 109.0 . . ?
C10 C19 H19A 109.0 . . ?
C18 C19 H19B 109.0 . . ?
C10 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
C81 C80 C79 123.5(5) . . ?
C81 C80 H80 118.2 . . ?
C79 C80 H80 118.2 . . ?
C80 C81 C82 118.5(4) . . ?
C80 C81 C84 121.3(4) . . ?
C82 C81 C84 120.2(4) . . ?
C84 C83 H83A 109.5 . . ?
C84 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
C84 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C83 C84 C81 112.9(6) . . ?
C83 C84 H84A 109.0 . . ?
C81 C84 H84A 109.0 . . ?
C83 C84 H84B 109.0 . . ?
C81 C84 H84B 109.0 . . ?
H84A C84 H84B 107.8 . . ?
C81 C82 C12 120.9(4) . . ?
C81 C82 H82 119.5 . . ?
C12 C82 H82 119.5 . . ?
C13 C79 C80 115.8(8) . . ?
C13 C79 C7 120.5(7) . . ?
C80 C79 C7 123.6(6) . . ?
C78 C77 H77A 109.5 . . ?
C78 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C78 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C77 C78 C4 127.0(7) . . ?
C77 C78 H78A 105.6 . . ?
C4 C78 H78A 105.6 . . ?
C77 C78 H78B 105.6 . . ?
C4 C78 H78B 105.6 . . ?
H78A C78 H78B 106.1 . . ?
C12 N2 H1 110.2(16) . . ?
C12 N2 H7 108.8(18) . . ?
H1 N2 H7 107(2) . . ?
C50 N6 H15 115.1(19) . . ?
C50 N6 H16 112(2) . . ?
H15 N6 H16 111(3) . . ?
C31 N3 H14 110.2(17) . . ?
C31 N3 H17 115(2) . . ?
H14 N3 H17 112(3) . . ?
C21 N4 H8 120.0(16) . . ?
C21 N4 H10 115.4(18) . . ?
H8 N4 H10 123(2) . . ?
C69 N8 H19 112.5(18) . . ?
C69 N8 H12 109(2) . . ?
H19 N8 H12 116(3) . . ?
C2 N1 H13 115.7(17) . . ?
C2 N1 H18 113.8(18) . . ?
H13 N1 H18 114(2) . . ?
C40 N5 H6 115.6(19) . . ?
C40 N5 H20 113(2) . . ?
H6 N5 H20 116(3) . . ?
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
O2 C32 1.381(2) . ?
O2 C20 1.390(2) . ?
O1 C13 1.373(2) . ?
O1 C1 1.377(2) . ?
O3 C39 1.388(2) . ?
O3 C51 1.390(2) . ?
O4 C70 1.383(2) . ?
O4 C58 1.384(2) . ?
N7 C59 1.404(3) . ?
N7 H2 0.98(3) . ?
N7 H4 0.94(3) . ?
C20 C25 1.388(2) . ?
C20 C21 1.409(2) . ?
C32 C27 1.389(2) . ?
C32 C31 1.407(2) . ?
C27 C28 1.406(2) . ?
C27 C26 1.524(2) . ?
C25 C24 1.403(2) . ?
C25 C26 1.524(2) . ?
C69 C68 1.388(3) . ?
C69 C70 1.399(3) . ?
C69 N8 1.400(2) . ?
C50 C49 1.387(3) . ?
C50 C51 1.404(2) . ?
C50 N6 1.404(2) . ?
C21 N4 1.379(2) . ?
C21 C22 1.388(2) . ?
C22 C23 1.394(3) . ?
C22 H22 0.9500 . ?
C48 C47 1.394(3) . ?
C48 C49 1.396(3) . ?
C48 C57 1.510(3) . ?
C70 C65 1.385(3) . ?
C1 C6 1.377(3) . ?
C1 C2 1.402(3) . ?
C51 C46 1.385(2) . ?
C31 C30 1.384(2) . ?
C31 N3 1.407(2) . ?
C2 N1 1.389(3) . ?
C2 C3 1.389(3) . ?
C46 C47 1.400(3) . ?
C46 C45 1.526(2) . ?
C49 H49 0.9500 . ?
C39 C44 1.388(2) . ?
C39 C40 1.397(3) . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C23 C24 1.390(3) . ?
C23 C33 1.510(2) . ?
C24 H24 0.9500 . ?
C40 C41 1.389(3) . ?
C40 N5 1.412(2) . ?
C47 H47 0.9500 . ?
C12 C11 1.388(6) . ?
C12 C13 1.400(2) . ?
C12 C82 1.405(5) . ?
C12 N2 1.411(2) . ?
C30 C29 1.399(3) . ?
C30 H30 0.9500 . ?
C58 C63 1.381(3) . ?
C58 C59 1.402(3) . ?
C44 C43 1.400(3) . ?
C44 C45 1.525(3) . ?
C65 C66 1.401(3) . ?
C65 C64 1.525(3) . ?
C13 C8 1.359(9) . ?
C13 C79 1.414(9) . ?
C29 C38 1.516(2) . ?
C26 C35 1.541(3) . ?
C26 C36 1.544(3) . ?
C68 C67 1.400(3) . ?
C68 H68 0.9500 . ?
C67 C66 1.389(3) . ?
C67 C76 1.510(3) . ?
C43 C42 1.389(3) . ?
C43 H43 0.9500 . ?
C41 C42 1.396(3) . ?
C41 H41 0.9500 . ?
C59 C60 1.388(3) . ?
C63 C62 1.404(3) . ?
C63 C64 1.528(3) . ?
C66 H66 0.9500 . ?
C60 C61 1.385(3) . ?
C60 H60 0.9500 . ?
C33 C34 1.527(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C57 C56 1.517(3) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C42 C53 1.516(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C45 C55 1.540(3) . ?
C45 C54 1.544(3) . ?
C6 C5 1.402(3) . ?
C6 C7 1.530(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C62 C61 1.390(3) . ?
C62 H62 0.9500 . ?
C61 C72 1.514(3) . ?
C7 C79 1.520(12) . ?
C7 C16 1.533(3) . ?
C7 C17 1.537(3) . ?
C7 C8 1.553(12) . ?
C3 C4 1.375(4) . ?
C3 H3 0.9500 . ?
C8 C9 1.389(10) . ?
C64 C73 1.533(4) . ?
C64 C74 1.534(4) . ?
C38 C37 1.515(3) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C76 C75 1.507(4) . ?
C76 H76A 0.9900 . ?
C76 H76B 0.9900 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C53 C52 1.525(4) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C11 C10 1.394(6) . ?
C11 H11 0.9500 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C4 C5 1.391(4) . ?
C4 C15 1.519(4) . ?
C4 C78 1.575(6) . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C5 H5 0.9500 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C72 C71 1.385(5) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C9 C10 1.390(6) . ?
C9 H9 0.9500 . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 0.9800 . ?
C15 C14 1.483(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C10 C19 1.511(5) . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C18 C19 1.499(7) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C80 C81 1.384(5) . ?
C80 C79 1.422(10) . ?
C80 H80 0.9500 . ?
C81 C82 1.390(6) . ?
C81 C84 1.517(5) . ?
C83 C84 1.491(7) . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
C84 H84A 0.9900 . ?
C84 H84B 0.9900 . ?
C82 H82 0.9500 . ?
C77 C78 1.573(9) . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 H78A 0.9900 . ?
C78 H78B 0.9900 . ?
N2 H1 0.88(3) . ?
N2 H7 0.90(3) . ?
N6 H15 0.88(3) . ?
N6 H16 0.89(3) . ?
N3 H14 0.85(3) . ?
N3 H17 0.86(3) . ?
N4 H8 0.92(3) . ?
N4 H10 0.91(3) . ?
N8 H19 0.93(3) . ?
N8 H12 0.86(3) . ?
N1 H13 0.91(3) . ?
N1 H18 0.89(3) . ?
N5 H6 0.87(3) . ?
N5 H20 0.86(3) . ?
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
C32 O2 C20 C25 -8.2(2) . . . . ?
C32 O2 C20 C21 172.44(14) . . . . ?
C20 O2 C32 C27 2.7(2) . . . . ?
C20 O2 C32 C31 -177.69(14) . . . . ?
O2 C32 C27 C28 -176.54(16) . . . . ?
C31 C32 C27 C28 3.9(3) . . . . ?
O2 C32 C27 C26 6.0(3) . . . . ?
C31 C32 C27 C26 -173.58(16) . . . . ?
O2 C20 C25 C24 -175.51(16) . . . . ?
C21 C20 C25 C24 3.8(3) . . . . ?
O2 C20 C25 C26 4.8(3) . . . . ?
C21 C20 C25 C26 -175.90(16) . . . . ?
C25 C20 C21 N4 175.29(17) . . . . ?
O2 C20 C21 N4 -5.4(2) . . . . ?
C25 C20 C21 C22 -2.8(3) . . . . ?
O2 C20 C21 C22 176.52(15) . . . . ?
N4 C21 C22 C23 -178.22(17) . . . . ?
C20 C21 C22 C23 -0.1(3) . . . . ?
C58 O4 C70 C65 -8.6(2) . . . . ?
C58 O4 C70 C69 172.29(14) . . . . ?
C68 C69 C70 O4 176.50(15) . . . . ?
N8 C69 C70 O4 -6.5(2) . . . . ?
C68 C69 C70 C65 -2.6(3) . . . . ?
N8 C69 C70 C65 174.43(16) . . . . ?
C13 O1 C1 C6 -3.1(3) . . . . ?
C13 O1 C1 C2 177.11(14) . . . . ?
C39 O3 C51 C46 -15.1(2) . . . . ?
C39 O3 C51 C50 164.53(15) . . . . ?
C49 C50 C51 C46 -5.2(3) . . . . ?
N6 C50 C51 C46 176.36(17) . . . . ?
C49 C50 C51 O3 175.09(15) . . . . ?
N6 C50 C51 O3 -3.3(2) . . . . ?
O2 C32 C31 C30 175.86(16) . . . . ?
C27 C32 C31 C30 -4.6(3) . . . . ?
O2 C32 C31 N3 -1.7(2) . . . . ?
C27 C32 C31 N3 177.89(16) . . . . ?
O1 C1 C2 N1 5.6(2) . . . . ?
C6 C1 C2 N1 -174.16(18) . . . . ?
O1 C1 C2 C3 -178.10(17) . . . . ?
C6 C1 C2 C3 2.1(3) . . . . ?
O3 C51 C46 C47 -175.28(16) . . . . ?
C50 C51 C46 C47 5.1(3) . . . . ?
O3 C51 C46 C45 6.3(3) . . . . ?
C50 C51 C46 C45 -173.36(17) . . . . ?
C51 C50 C49 C48 2.0(3) . . . . ?
N6 C50 C49 C48 -179.60(17) . . . . ?
C47 C48 C49 C50 1.1(3) . . . . ?
C57 C48 C49 C50 -177.73(17) . . . . ?
C51 O3 C39 C44 9.8(2) . . . . ?
C51 O3 C39 C40 -169.74(15) . . . . ?
C32 C27 C28 C29 0.1(3) . . . . ?
C26 C27 C28 C29 177.68(17) . . . . ?
C21 C22 C23 C24 1.9(3) . . . . ?
C21 C22 C23 C33 -178.37(17) . . . . ?
C22 C23 C24 C25 -0.9(3) . . . . ?
C33 C23 C24 C25 179.39(17) . . . . ?
C20 C25 C24 C23 -1.9(3) . . . . ?
C26 C25 C24 C23 177.79(17) . . . . ?
C44 C39 C40 C41 -2.4(3) . . . . ?
O3 C39 C40 C41 177.10(16) . . . . ?
C44 C39 C40 N5 174.68(17) . . . . ?
O3 C39 C40 N5 -5.8(2) . . . . ?
C49 C48 C47 C46 -1.2(3) . . . . ?
C57 C48 C47 C46 177.58(17) . . . . ?
C51 C46 C47 C48 -1.8(3) . . . . ?
C45 C46 C47 C48 176.66(17) . . . . ?
N3 C31 C30 C29 178.65(17) . . . . ?
C32 C31 C30 C29 1.1(3) . . . . ?
C70 O4 C58 C63 5.4(2) . . . . ?
C70 O4 C58 C59 -175.45(15) . . . . ?
O3 C39 C44 C43 -177.17(17) . . . . ?
C40 C39 C44 C43 2.3(3) . . . . ?
O3 C39 C44 C45 4.2(3) . . . . ?
C40 C39 C44 C45 -176.34(18) . . . . ?
O4 C70 C65 C66 -175.97(16) . . . . ?
C69 C70 C65 C66 3.0(3) . . . . ?
O4 C70 C65 C64 4.9(3) . . . . ?
C69 C70 C65 C64 -176.14(18) . . . . ?
C1 O1 C13 C8 13.6(5) . . . . ?
C1 O1 C13 C12 -174.43(15) . . . . ?
C1 O1 C13 C79 -0.7(6) . . . . ?
C11 C12 C13 C8 7.7(5) . . . . ?
N2 C12 C13 C8 173.9(5) . . . . ?
C11 C12 C13 O1 -164.3(3) . . . . ?
C82 C12 C13 O1 172.8(3) . . . . ?
N2 C12 C13 O1 1.9(2) . . . . ?
C82 C12 C13 C79 -1.0(6) . . . . ?
N2 C12 C13 C79 -171.9(5) . . . . ?
C27 C28 C29 C30 -3.4(3) . . . . ?
C27 C28 C29 C38 174.95(19) . . . . ?
C31 C30 C29 C28 2.8(3) . . . . ?
C31 C30 C29 C38 -175.68(19) . . . . ?
C32 C27 C26 C25 -8.5(2) . . . . ?
C28 C27 C26 C25 174.03(16) . . . . ?
C32 C27 C26 C35 111.78(19) . . . . ?
C28 C27 C26 C35 -65.7(2) . . . . ?
C32 C27 C26 C36 -128.79(18) . . . . ?
C28 C27 C26 C36 53.8(2) . . . . ?
C20 C25 C26 C27 3.4(2) . . . . ?
C24 C25 C26 C27 -176.24(16) . . . . ?
C20 C25 C26 C35 -116.18(19) . . . . ?
C24 C25 C26 C35 64.2(2) . . . . ?
C20 C25 C26 C36 124.18(18) . . . . ?
C24 C25 C26 C36 -55.5(2) . . . . ?
C70 C69 C68 C67 0.1(3) . . . . ?
N8 C69 C68 C67 -176.85(16) . . . . ?
C69 C68 C67 C66 1.8(3) . . . . ?
C69 C68 C67 C76 -178.25(17) . . . . ?
C39 C44 C43 C42 -0.7(3) . . . . ?
C45 C44 C43 C42 177.93(19) . . . . ?
C39 C40 C41 C42 0.9(3) . . . . ?
N5 C40 C41 C42 -176.15(19) . . . . ?
C63 C58 C59 C60 -1.3(3) . . . . ?
O4 C58 C59 C60 179.50(15) . . . . ?
C63 C58 C59 N7 -177.50(17) . . . . ?
O4 C58 C59 N7 3.3(2) . . . . ?
O4 C58 C63 C62 -179.87(17) . . . . ?
C59 C58 C63 C62 1.0(3) . . . . ?
O4 C58 C63 C64 1.5(3) . . . . ?
C59 C58 C63 C64 -177.63(18) . . . . ?
C68 C67 C66 C65 -1.3(3) . . . . ?
C76 C67 C66 C65 178.72(18) . . . . ?
C70 C65 C66 C67 -1.0(3) . . . . ?
C64 C65 C66 C67 178.16(18) . . . . ?
C58 C59 C60 C61 0.6(3) . . . . ?
N7 C59 C60 C61 176.71(18) . . . . ?
C24 C23 C33 C34 119.0(2) . . . . ?
C22 C23 C33 C34 -60.8(2) . . . . ?
C47 C48 C57 C56 -104.8(2) . . . . ?
C49 C48 C57 C56 73.9(2) . . . . ?
C44 C43 C42 C41 -0.7(3) . . . . ?
C44 C43 C42 C53 178.9(2) . . . . ?
C40 C41 C42 C43 0.6(3) . . . . ?
C40 C41 C42 C53 -179.0(2) . . . . ?
C39 C44 C45 C46 -12.0(3) . . . . ?
C43 C44 C45 C46 169.47(17) . . . . ?
C39 C44 C45 C55 107.5(2) . . . . ?
C43 C44 C45 C55 -71.1(2) . . . . ?
C39 C44 C45 C54 -131.2(2) . . . . ?
C43 C44 C45 C54 50.2(3) . . . . ?
C51 C46 C45 C44 6.9(3) . . . . ?
C47 C46 C45 C44 -171.44(17) . . . . ?
C51 C46 C45 C55 -112.6(2) . . . . ?
C47 C46 C45 C55 69.1(2) . . . . ?
C51 C46 C45 C54 126.9(2) . . . . ?
C47 C46 C45 C54 -51.5(3) . . . . ?
O1 C1 C6 C5 178.8(2) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
O1 C1 C6 C7 -0.7(3) . . . . ?
C2 C1 C6 C7 179.04(19) . . . . ?
C58 C63 C62 C61 0.0(3) . . . . ?
C64 C63 C62 C61 178.6(2) . . . . ?
C59 C60 C61 C62 0.3(3) . . . . ?
C59 C60 C61 C72 179.7(2) . . . . ?
C63 C62 C61 C60 -0.6(3) . . . . ?
C63 C62 C61 C72 180.0(2) . . . . ?
C1 C6 C7 C79 7.2(5) . . . . ?
C5 C6 C7 C79 -172.2(5) . . . . ?
C1 C6 C7 C16 -118.4(2) . . . . ?
C5 C6 C7 C16 62.2(3) . . . . ?
C1 C6 C7 C17 121.4(2) . . . . ?
C5 C6 C7 C17 -58.0(3) . . . . ?
C1 C6 C7 C8 -4.2(5) . . . . ?
C5 C6 C7 C8 176.3(4) . . . . ?
N1 C2 C3 C4 175.6(2) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
O1 C13 C8 C9 166.8(5) . . . . ?
C12 C13 C8 C9 -4.5(9) . . . . ?
O1 C13 C8 C7 -19.8(9) . . . . ?
C12 C13 C8 C7 168.9(5) . . . . ?
C6 C7 C8 C13 14.1(9) . . . . ?
C16 C7 C8 C13 131.3(7) . . . . ?
C17 C7 C8 C13 -108.2(7) . . . . ?
C6 C7 C8 C9 -172.5(6) . . . . ?
C16 C7 C8 C9 -55.2(8) . . . . ?
C17 C7 C8 C9 65.2(8) . . . . ?
C70 C65 C64 C63 1.9(3) . . . . ?
C66 C65 C64 C63 -177.30(17) . . . . ?
C70 C65 C64 C73 121.7(2) . . . . ?
C66 C65 C64 C73 -57.5(3) . . . . ?
C70 C65 C64 C74 -117.8(2) . . . . ?
C66 C65 C64 C74 63.0(3) . . . . ?
C58 C63 C64 C65 -4.8(3) . . . . ?
C62 C63 C64 C65 176.53(18) . . . . ?
C58 C63 C64 C73 -124.3(2) . . . . ?
C62 C63 C64 C73 57.1(3) . . . . ?
C58 C63 C64 C74 115.2(3) . . . . ?
C62 C63 C64 C74 -63.4(3) . . . . ?
C28 C29 C38 C37 3.4(3) . . . . ?
C30 C29 C38 C37 -178.2(2) . . . . ?
C66 C67 C76 C75 108.8(2) . . . . ?
C68 C67 C76 C75 -71.2(2) . . . . ?
C43 C42 C53 C52 54.9(3) . . . . ?
C41 C42 C53 C52 -125.5(2) . . . . ?
C13 C12 C11 C10 -7.6(6) . . . . ?
N2 C12 C11 C10 -173.6(4) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C2 C3 C4 C15 172.4(3) . . . . ?
C2 C3 C4 C78 -159.4(5) . . . . ?
C3 C4 C5 C6 2.1(5) . . . . ?
C15 C4 C5 C6 -171.3(3) . . . . ?
C78 C4 C5 C6 162.3(5) . . . . ?
C1 C6 C5 C4 -0.7(4) . . . . ?
C7 C6 C5 C4 178.8(3) . . . . ?
C60 C61 C72 C71 166.8(3) . . . . ?
C62 C61 C72 C71 -13.8(5) . . . . ?
C13 C8 C9 C10 1.1(11) . . . . ?
C7 C8 C9 C10 -172.5(6) . . . . ?
C3 C4 C15 C14 -133.1(4) . . . . ?
C5 C4 C15 C14 40.4(6) . . . . ?
C8 C9 C10 C11 -1.2(9) . . . . ?
C8 C9 C10 C19 176.1(7) . . . . ?
C12 C11 C10 C9 4.6(8) . . . . ?
C12 C11 C10 C19 -172.8(5) . . . . ?
C9 C10 C19 C18 -95.4(7) . . . . ?
C11 C10 C19 C18 81.9(7) . . . . ?
C79 C80 C81 C82 1.3(9) . . . . ?
C79 C80 C81 C84 179.9(7) . . . . ?
C80 C81 C84 C83 113.1(7) . . . . ?
C82 C81 C84 C83 -68.3(8) . . . . ?
C80 C81 C82 C12 -4.5(8) . . . . ?
C84 C81 C82 C12 176.9(6) . . . . ?
C13 C12 C82 C81 4.4(6) . . . . ?
N2 C12 C82 C81 175.3(4) . . . . ?
O1 C13 C79 C80 -175.3(5) . . . . ?
C12 C13 C79 C80 -2.0(10) . . . . ?
O1 C13 C79 C7 8.1(11) . . . . ?
C12 C13 C79 C7 -178.6(5) . . . . ?
C81 C80 C79 C13 1.9(11) . . . . ?
C81 C80 C79 C7 178.4(6) . . . . ?
C6 C7 C79 C13 -10.6(10) . . . . ?
C16 C7 C79 C13 113.0(7) . . . . ?
C17 C7 C79 C13 -127.6(7) . . . . ?
C6 C7 C79 C80 173.1(7) . . . . ?
C16 C7 C79 C80 -63.3(10) . . . . ?
C17 C7 C79 C80 56.0(9) . . . . ?
C3 C4 C78 C77 118.1(9) . . . . ?
C5 C4 C78 C77 -40.8(10) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.000 75.7 16.9 '2 H2O'
2 0.000 0.500 0.500 75.7 16.9 '2 H2O'
