#------------------------------------------------------------------------------
#$Date: 2025-10-06 11:09:39 +0200 (Mon 06 de Oct de 2025) $
#$Revision: 302613 $
#$URL: svn://www.crystallography.net/cod/cif/7/71/90/7719098.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_7719098
loop_
_publ_author_name
'Viviano-Posadas, Alejandro O'
'Valdes-García, Josue'
'Salomón-Flores, María K'
'Martínez-Otero, Diego'
'Bautista-Renedo, Joanatan M'
'González-Rivas, Nelly'
'Sánchez-Vidal, Hilda'
'German-Acacio, Juan M'
'Valdés-Martínez, Jesús'
'Dorazco-González, Alejandro'
_publ_section_title
;
 Fluorescent chemosensing of epinephrine by a bis-boronic molecular
 receptor in aqueous media: crystal structure, spectroscopic studies and
 visual detection.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12259
_journal_page_last               12276
_journal_paper_doi               10.1039/d5dt00784d
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C34 H28 B2 N4 O4, 3(C4 H8 O)'
_chemical_formula_sum            'C46 H52 B2 N4 O7'
_chemical_formula_weight         794.53
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-03-29 deposited with the CCDC.	2025-07-14 downloaded from the CCDC.
;
_cell_angle_alpha                100.2706(9)
_cell_angle_beta                 96.2900(9)
_cell_angle_gamma                90.5628(9)
_cell_formula_units_Z            2
_cell_length_a                   11.2430(5)
_cell_length_b                   12.2677(5)
_cell_length_c                   15.3833(7)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.35
_cell_volume                     2074.25(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirrors
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38329
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.445
_diffrn_reflns_theta_min         1.823
_diffrn_source                   'Incoatec ImuS'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7083
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_description       Prism
_exptl_crystal_F_000             844
_exptl_crystal_preparation       Luminescent
_exptl_crystal_size_max          0.488
_exptl_crystal_size_mid          0.286
_exptl_crystal_size_min          0.190
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     590
_refine_ls_number_reflns         9481
_refine_ls_number_restraints     230
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0488
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0584P)²+1.4286P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1296
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8288
_reflns_number_total             9481
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt00784d2.cif
_cod_data_source_block           113DGA22_0m
_cod_depositor_comments
'Adding full bibliography for 7719098--7719099.cif.'
_cod_database_code               7719098
_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. 
;
_shelx_estimated_absorpt_t_min   0.960
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.50819(10) 0.13533(9) 0.98083(8) 0.0258(2) Uani 1 1 d D . . . .
H1O H 0.4925(19) 0.2027(9) 0.9864(14) 0.039 Uiso 1 1 d D U . . .
O2 O 0.61909(12) -0.01477(10) 0.92103(9) 0.0350(3) Uani 1 1 d D . . . .
H2O H 0.5784(19) -0.0489(18) 0.9515(14) 0.052 Uiso 1 1 d D U . . .
O3 O 0.00824(10) 0.38596(10) 0.27224(8) 0.0309(3) Uani 1 1 d D . . . .
H3O H 0.022(2) 0.3256(12) 0.2380(13) 0.046 Uiso 1 1 d D U . . .
O4 O 0.20907(9) 0.36933(9) 0.32334(7) 0.0221(2) Uani 1 1 d D . . . .
H4O H 0.2705(13) 0.3946(16) 0.3600(11) 0.033 Uiso 1 1 d D U . . .
N1 N 0.67148(10) 0.52787(9) 0.90006(7) 0.0143(2) Uani 1 1 d . . . . .
N2 N 0.58316(10) 0.65894(10) 0.99013(7) 0.0167(2) Uani 1 1 d . . . . .
N3 N 0.40875(10) 0.70739(9) 0.53819(7) 0.0151(2) Uani 1 1 d . . . . .
N4 N 0.57132(10) 0.61212(9) 0.57229(7) 0.0145(2) Uani 1 1 d . . . . .
C1 C 0.51879(11) 0.63067(11) 0.75425(9) 0.0145(2) Uani 1 1 d . . . . .
H1 H 0.600910 0.635046 0.745465 0.017 Uiso 1 1 calc R U . . .
C2 C 0.48720(12) 0.61351(11) 0.83612(9) 0.0150(3) Uani 1 1 d . . . . .
C3 C 0.36679(12) 0.61142(12) 0.85036(9) 0.0183(3) Uani 1 1 d . . . . .
H3 H 0.344993 0.602444 0.906665 0.022 Uiso 1 1 calc R U . . .
C4 C 0.27900(12) 0.62252(12) 0.78196(10) 0.0196(3) Uani 1 1 d . . . . .
H4 H 0.197047 0.620996 0.791668 0.024 Uiso 1 1 calc R U . . .
C5 C 0.30995(12) 0.63582(11) 0.69942(9) 0.0172(3) Uani 1 1 d . . . . .
H5 H 0.249106 0.641115 0.652499 0.021 Uiso 1 1 calc R U . . .
C6 C 0.43078(12) 0.64146(11) 0.68514(9) 0.0145(3) Uani 1 1 d . . . . .
C7 C 0.57962(11) 0.60045(11) 0.90895(9) 0.0145(3) Uani 1 1 d . . . . .
C8 C 0.74107(12) 0.54343(11) 0.98195(9) 0.0152(3) Uani 1 1 d . . . . .
C9 C 0.84563(12) 0.49446(12) 1.01208(9) 0.0189(3) Uani 1 1 d . . . . .
H9 H 0.882451 0.437641 0.974724 0.023 Uiso 1 1 calc R U . . .
C10 C 0.89285(12) 0.53317(13) 1.09941(10) 0.0227(3) Uani 1 1 d . . . . .
H10 H 0.963666 0.501703 1.122548 0.027 Uiso 1 1 calc R U . . .
C11 C 0.83889(13) 0.61761(14) 1.15460(9) 0.0238(3) Uani 1 1 d . . . . .
H11 H 0.875060 0.643153 1.213601 0.029 Uiso 1 1 calc R U . . .
C12 C 0.73414(13) 0.66434(13) 1.12480(9) 0.0215(3) Uani 1 1 d . . . . .
H12 H 0.697266 0.720747 1.162520 0.026 Uiso 1 1 calc R U . . .
C13 C 0.68448(12) 0.62559(11) 1.03717(9) 0.0165(3) Uani 1 1 d . . . . .
C14 C 0.69782(13) 0.45375(11) 0.81899(9) 0.0177(3) Uani 1 1 d . . . . .
H14A H 0.767891 0.484856 0.796933 0.021 Uiso 1 1 calc R U . . .
H14B H 0.628784 0.452095 0.772867 0.021 Uiso 1 1 calc R U . . .
C15 C 0.72346(12) 0.33653(11) 0.83071(9) 0.0176(3) Uani 1 1 d . . . . .
C16 C 0.65398(13) 0.27835(12) 0.87757(9) 0.0194(3) Uani 1 1 d . . . . .
H16 H 0.591687 0.314836 0.907234 0.023 Uiso 1 1 calc R U . . .
C17 C 0.67446(13) 0.16644(12) 0.88175(10) 0.0208(3) Uani 1 1 d . . . . .
C18 C 0.76763(14) 0.11647(13) 0.83748(10) 0.0251(3) Uani 1 1 d . . . . .
H18 H 0.783280 0.040929 0.839401 0.030 Uiso 1 1 calc R U . . .
C19 C 0.83759(15) 0.17346(13) 0.79105(11) 0.0282(3) Uani 1 1 d . . . . .
H19 H 0.900361 0.137262 0.761782 0.034 Uiso 1 1 calc R U . . .
C20 C 0.81589(13) 0.28362(13) 0.78733(10) 0.0227(3) Uani 1 1 d . . . . .
H20 H 0.863664 0.323129 0.755391 0.027 Uiso 1 1 calc R U . . .
C21 C 0.46997(11) 0.65287(11) 0.59887(8) 0.0136(2) Uani 1 1 d . . . . .
C22 C 0.47523(12) 0.69949(11) 0.46688(9) 0.0157(3) Uani 1 1 d . . . . .
C23 C 0.45518(13) 0.73881(12) 0.38699(9) 0.0204(3) Uani 1 1 d . . . . .
H23 H 0.386072 0.778870 0.372646 0.024 Uiso 1 1 calc R U . . .
C24 C 0.54259(13) 0.71568(13) 0.32980(9) 0.0224(3) Uani 1 1 d . . . . .
H24 H 0.533139 0.740679 0.274517 0.027 Uiso 1 1 calc R U . . .
C25 C 0.64450(13) 0.65646(13) 0.35124(9) 0.0218(3) Uani 1 1 d . . . . .
H25 H 0.702048 0.642217 0.310087 0.026 Uiso 1 1 calc R U . . .
C26 C 0.66323(12) 0.61826(12) 0.43100(9) 0.0186(3) Uani 1 1 d . . . . .
H26 H 0.732634 0.578613 0.445405 0.022 Uiso 1 1 calc R U . . .
C27 C 0.57623(12) 0.64026(11) 0.48933(9) 0.0148(3) Uani 1 1 d . . . . .
C28 C 0.29862(12) 0.76893(12) 0.54291(10) 0.0189(3) Uani 1 1 d . . . . .
H28A H 0.308169 0.837148 0.518015 0.023 Uiso 1 1 calc R U . . .
H28B H 0.285303 0.791543 0.606071 0.023 Uiso 1 1 calc R U . . .
C29 C 0.18937(12) 0.70296(12) 0.49303(9) 0.0190(3) Uani 1 1 d . . . . .
C30 C 0.19756(12) 0.59896(12) 0.44053(9) 0.0187(3) Uani 1 1 d . . . . .
H30 H 0.273624 0.566308 0.437633 0.022 Uiso 1 1 calc R U . . .
C31 C 0.09635(13) 0.54126(12) 0.39186(9) 0.0201(3) Uani 1 1 d . . . . .
C32 C -0.01410(13) 0.59155(14) 0.39803(11) 0.0263(3) Uani 1 1 d . . . . .
H32 H -0.084072 0.554380 0.365509 0.032 Uiso 1 1 calc R U . . .
C33 C -0.02364(14) 0.69455(15) 0.45063(13) 0.0330(4) Uani 1 1 d . . . . .
H33 H -0.099749 0.726985 0.454137 0.040 Uiso 1 1 calc R U . . .
C34 C 0.07778(14) 0.75057(13) 0.49828(11) 0.0278(3) Uani 1 1 d . . . . .
H34 H 0.071041 0.821148 0.534350 0.033 Uiso 1 1 calc R U . . .
B1 B 0.59576(16) 0.09475(14) 0.93107(12) 0.0236(3) Uani 1 1 d . . . . .
B2 B 0.10668(14) 0.42679(14) 0.32858(11) 0.0205(3) Uani 1 1 d . . . . .
O5 O 0.04401(11) 0.20513(11) 0.14671(8) 0.0344(3) Uani 1 1 d . . . . .
C35 C 0.16429(15) 0.20497(14) 0.12223(12) 0.0303(3) Uani 1 1 d . . . . .
H35A H 0.218049 0.165464 0.160706 0.036 Uiso 1 1 calc R U . . .
H35B H 0.196190 0.281637 0.127402 0.036 Uiso 1 1 calc R U . . .
C36 C 0.15323(17) 0.14568(17) 0.02734(12) 0.0372(4) Uani 1 1 d . . . . .
H36A H 0.151209 0.064246 0.023485 0.045 Uiso 1 1 calc R U . . .
H36B H 0.219755 0.167137 -0.003924 0.045 Uiso 1 1 calc R U . . .
C37 C 0.03502(18) 0.1857(2) -0.00972(13) 0.0471(5) Uani 1 1 d . . . . .
H37A H -0.002003 0.131656 -0.061478 0.057 Uiso 1 1 calc R U . . .
H37B H 0.045325 0.258246 -0.028029 0.057 Uiso 1 1 calc R U . . .
C38 C -0.04014(16) 0.19559(17) 0.06707(12) 0.0371(4) Uani 1 1 d . . . . .
H38A H -0.089958 0.261921 0.069440 0.045 Uiso 1 1 calc R U . . .
H38B H -0.093410 0.129224 0.060662 0.045 Uiso 1 1 calc R U . . .
O6 O 0.26554(18) 0.97193(13) 0.43722(11) 0.0374(3) Uani 0.849(3) 1 d D U P A 1
C39 C 0.1543(2) 1.02272(18) 0.42165(15) 0.0364(3) Uani 0.849(3) 1 d D U P A 1
H39A H 0.130443 1.063894 0.478163 0.044 Uiso 0.849(3) 1 calc R U P A 1
H39B H 0.091186 0.965897 0.395342 0.044 Uiso 0.849(3) 1 calc R U P A 1
C40 C 0.1709(2) 1.1018(2) 0.35766(17) 0.0360(3) Uani 0.849(3) 1 d D U P A 1
H40A H 0.141644 1.176168 0.380289 0.043 Uiso 0.849(3) 1 calc R U P A 1
H40B H 0.127783 1.073280 0.298174 0.043 Uiso 0.849(3) 1 calc R U P A 1
C41 C 0.3061(2) 1.1059(3) 0.3538(2) 0.0365(3) Uani 0.849(3) 1 d D U P A 1
H41A H 0.327278 1.063446 0.296891 0.044 Uiso 0.849(3) 1 calc R U P A 1
H41B H 0.336751 1.183312 0.360845 0.044 Uiso 0.849(3) 1 calc R U P A 1
C42 C 0.3556(2) 1.05317(18) 0.43130(17) 0.0386(3) Uani 0.849(3) 1 d D U P A 1
H42A H 0.432528 1.017787 0.420057 0.046 Uiso 0.849(3) 1 calc R U P A 1
H42B H 0.368242 1.108941 0.486782 0.046 Uiso 0.849(3) 1 calc R U P A 1
O6A O 0.3128(9) 0.9928(8) 0.4506(6) 0.0376(4) Uani 0.151(3) 1 d D U P A 2
C39A C 0.2106(10) 1.0576(10) 0.4494(8) 0.0372(4) Uani 0.151(3) 1 d D U P A 2
H39C H 0.215463 1.114604 0.504133 0.045 Uiso 0.151(3) 1 calc R U P A 2
H39D H 0.138015 1.010255 0.447092 0.045 Uiso 0.151(3) 1 calc R U P A 2
C40A C 0.2033(10) 1.1125(11) 0.3684(9) 0.0365(4) Uani 0.151(3) 1 d D U P A 2
H40C H 0.178984 1.190420 0.383017 0.044 Uiso 0.151(3) 1 calc R U P A 2
H40D H 0.145843 1.072061 0.319743 0.044 Uiso 0.151(3) 1 calc R U P A 2
C41A C 0.3302(12) 1.1063(14) 0.3432(11) 0.0369(4) Uani 0.151(3) 1 d D U P A 2
H41C H 0.329702 1.083795 0.278052 0.044 Uiso 0.151(3) 1 calc R U P A 2
H41D H 0.372838 1.179075 0.362264 0.044 Uiso 0.151(3) 1 calc R U P A 2
C42A C 0.3885(9) 1.0219(10) 0.3903(8) 0.0374(4) Uani 0.151(3) 1 d D U P A 2
H42C H 0.404129 0.955352 0.346690 0.045 Uiso 0.151(3) 1 calc R U P A 2
H42D H 0.466066 1.052049 0.422853 0.045 Uiso 0.151(3) 1 calc R U P A 2
O7 O 0.16112(14) 0.96830(13) 0.67695(10) 0.0503(4) Uani 1 1 d . . . . .
C43 C 0.2584(2) 1.04460(19) 0.68222(15) 0.0512(6) Uani 1 1 d . . . . .
H43A H 0.233740 1.121306 0.702652 0.061 Uiso 1 1 calc R U . . .
H43B H 0.287922 1.040196 0.623405 0.061 Uiso 1 1 calc R U . . .
C44 C 0.3540(2) 1.0118(2) 0.74813(15) 0.0512(5) Uani 1 1 d . . . . .
H44A H 0.400252 1.077676 0.782315 0.061 Uiso 1 1 calc R U . . .
H44B H 0.409672 0.959913 0.717836 0.061 Uiso 1 1 calc R U . . .
C45 C 0.2848(2) 0.9558(2) 0.80857(15) 0.0530(6) Uani 1 1 d . . . . .
H45A H 0.316030 0.881593 0.812938 0.064 Uiso 1 1 calc R U . . .
H45B H 0.289648 1.001179 0.868976 0.064 Uiso 1 1 calc R U . . .
C46 C 0.1588(2) 0.9469(3) 0.76428(17) 0.0657(7) Uani 1 1 d . . . . .
H46A H 0.124420 0.871778 0.762149 0.079 Uiso 1 1 calc R U . . .
H46B H 0.108719 1.001472 0.797954 0.079 Uiso 1 1 calc R U . . .
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'
B B 0.0013 0.0007 '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'
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
B1 O1 H1O 119.7(15) . . ?
B1 O2 H2O 112.8(16) . . ?
B2 O3 H3O 111.8(16) . . ?
B2 O4 H4O 117.7(14) . . ?
C7 N1 C8 106.59(11) . . ?
C7 N1 C14 127.42(11) . . ?
C8 N1 C14 125.85(11) . . ?
C7 N2 C13 105.43(11) . . ?
C21 N3 C22 106.76(11) . . ?
C21 N3 C28 130.46(11) . . ?
C22 N3 C28 122.72(11) . . ?
C21 N4 C27 105.20(11) . . ?
C2 C1 C6 120.59(12) . . ?
C2 C1 H1 119.7 . . ?
C6 C1 H1 119.7 . . ?
C3 C2 C1 119.81(12) . . ?
C3 C2 C7 119.30(12) . . ?
C1 C2 C7 120.87(12) . . ?
C4 C3 C2 119.76(13) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.56(13) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 120.19(12) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.02(12) . . ?
C1 C6 C21 117.82(11) . . ?
C5 C6 C21 123.09(12) . . ?
N2 C7 N1 112.73(12) . . ?
N2 C7 C2 123.11(12) . . ?
N1 C7 C2 124.16(12) . . ?
N1 C8 C9 132.39(13) . . ?
N1 C8 C13 105.40(11) . . ?
C9 C8 C13 122.21(13) . . ?
C10 C9 C8 116.48(13) . . ?
C10 C9 H9 121.8 . . ?
C8 C9 H9 121.8 . . ?
C9 C10 C11 121.83(13) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C12 C11 C10 121.36(13) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 117.63(14) . . ?
C11 C12 H12 121.2 . . ?
C13 C12 H12 121.2 . . ?
N2 C13 C12 129.69(13) . . ?
N2 C13 C8 109.83(12) . . ?
C12 C13 C8 120.44(13) . . ?
N1 C14 C15 114.52(11) . . ?
N1 C14 H14A 108.6 . . ?
C15 C14 H14A 108.6 . . ?
N1 C14 H14B 108.6 . . ?
C15 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C16 C15 C20 119.82(13) . . ?
C16 C15 C14 122.37(12) . . ?
C20 C15 C14 117.67(13) . . ?
C15 C16 C17 121.08(13) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 117.38(13) . . ?
C18 C17 B1 119.15(13) . . ?
C16 C17 B1 123.45(13) . . ?
C19 C18 C17 122.10(14) . . ?
C19 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C18 C19 C20 119.76(14) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C15 119.85(14) . . ?
C19 C20 H20 120.1 . . ?
C15 C20 H20 120.1 . . ?
N4 C21 N3 112.53(11) . . ?
N4 C21 C6 122.65(11) . . ?
N3 C21 C6 124.82(12) . . ?
N3 C22 C23 131.37(13) . . ?
N3 C22 C27 105.55(11) . . ?
C23 C22 C27 123.09(13) . . ?
C24 C23 C22 115.76(13) . . ?
C24 C23 H23 122.1 . . ?
C22 C23 H23 122.1 . . ?
C23 C24 C25 121.93(13) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 H24 119.0 . . ?
C26 C25 C24 121.58(13) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C25 C26 C27 117.42(13) . . ?
C25 C26 H26 121.3 . . ?
C27 C26 H26 121.3 . . ?
N4 C27 C26 129.82(12) . . ?
N4 C27 C22 109.96(11) . . ?
C26 C27 C22 120.22(12) . . ?
N3 C28 C29 113.22(11) . . ?
N3 C28 H28A 108.9 . . ?
C29 C28 H28A 108.9 . . ?
N3 C28 H28B 108.9 . . ?
C29 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
C30 C29 C34 119.36(13) . . ?
C30 C29 C28 122.38(12) . . ?
C34 C29 C28 118.22(13) . . ?
C29 C30 C31 121.63(13) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C32 C31 C30 117.62(14) . . ?
C32 C31 B2 120.76(13) . . ?
C30 C31 B2 121.55(13) . . ?
C33 C32 C31 121.33(14) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C32 C33 C34 120.20(14) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C33 C34 C29 119.84(14) . . ?
C33 C34 H34 120.1 . . ?
C29 C34 H34 120.1 . . ?
O2 B1 O1 119.32(14) . . ?
O2 B1 C17 116.10(14) . . ?
O1 B1 C17 124.59(14) . . ?
O4 B2 O3 118.07(14) . . ?
O4 B2 C31 124.18(13) . . ?
O3 B2 C31 117.64(13) . . ?
C35 O5 C38 109.03(13) . . ?
O5 C35 C36 104.83(13) . . ?
O5 C35 H35A 110.8 . . ?
C36 C35 H35A 110.8 . . ?
O5 C35 H35B 110.8 . . ?
C36 C35 H35B 110.8 . . ?
H35A C35 H35B 108.9 . . ?
C35 C36 C37 101.84(16) . . ?
C35 C36 H36A 111.4 . . ?
C37 C36 H36A 111.4 . . ?
C35 C36 H36B 111.4 . . ?
C37 C36 H36B 111.4 . . ?
H36A C36 H36B 109.3 . . ?
C36 C37 C38 103.75(15) . . ?
C36 C37 H37A 111.0 . . ?
C38 C37 H37A 111.0 . . ?
C36 C37 H37B 111.0 . . ?
C38 C37 H37B 111.0 . . ?
H37A C37 H37B 109.0 . . ?
O5 C38 C37 105.90(15) . . ?
O5 C38 H38A 110.6 . . ?
C37 C38 H38A 110.6 . . ?
O5 C38 H38B 110.6 . . ?
C37 C38 H38B 110.6 . . ?
H38A C38 H38B 108.7 . . ?
C39 O6 C42 105.68(16) . . ?
O6 C39 C40 107.17(19) . . ?
O6 C39 H39A 110.3 . . ?
C40 C39 H39A 110.3 . . ?
O6 C39 H39B 110.3 . . ?
C40 C39 H39B 110.3 . . ?
H39A C39 H39B 108.5 . . ?
C39 C40 C41 103.95(18) . . ?
C39 C40 H40A 111.0 . . ?
C41 C40 H40A 111.0 . . ?
C39 C40 H40B 111.0 . . ?
C41 C40 H40B 111.0 . . ?
H40A C40 H40B 109.0 . . ?
C42 C41 C40 103.47(19) . . ?
C42 C41 H41A 111.1 . . ?
C40 C41 H41A 111.1 . . ?
C42 C41 H41B 111.1 . . ?
C40 C41 H41B 111.1 . . ?
H41A C41 H41B 109.0 . . ?
O6 C42 C41 104.39(19) . . ?
O6 C42 H42A 110.9 . . ?
C41 C42 H42A 110.9 . . ?
O6 C42 H42B 110.9 . . ?
C41 C42 H42B 110.9 . . ?
H42A C42 H42B 108.9 . . ?
C39A O6A C42A 109.6(5) . . ?
O6A C39A C40A 108.7(5) . . ?
O6A C39A H39C 110.0 . . ?
C40A C39A H39C 110.0 . . ?
O6A C39A H39D 110.0 . . ?
C40A C39A H39D 110.0 . . ?
H39C C39A H39D 108.3 . . ?
C39A C40A C41A 103.3(5) . . ?
C39A C40A H40C 111.1 . . ?
C41A C40A H40C 111.1 . . ?
C39A C40A H40D 111.1 . . ?
C41A C40A H40D 111.1 . . ?
H40C C40A H40D 109.1 . . ?
C42A C41A C40A 105.5(5) . . ?
C42A C41A H41C 110.6 . . ?
C40A C41A H41C 110.6 . . ?
C42A C41A H41D 110.6 . . ?
C40A C41A H41D 110.6 . . ?
H41C C41A H41D 108.8 . . ?
O6A C42A C41A 109.3(5) . . ?
O6A C42A H42C 109.8 . . ?
C41A C42A H42C 109.8 . . ?
O6A C42A H42D 109.8 . . ?
C41A C42A H42D 109.8 . . ?
H42C C42A H42D 108.3 . . ?
C46 O7 C43 105.68(17) . . ?
O7 C43 C44 105.81(17) . . ?
O7 C43 H43A 110.6 . . ?
C44 C43 H43A 110.6 . . ?
O7 C43 H43B 110.6 . . ?
C44 C43 H43B 110.6 . . ?
H43A C43 H43B 108.7 . . ?
C43 C44 C45 104.02(19) . . ?
C43 C44 H44A 111.0 . . ?
C45 C44 H44A 111.0 . . ?
C43 C44 H44B 111.0 . . ?
C45 C44 H44B 111.0 . . ?
H44A C44 H44B 109.0 . . ?
C46 C45 C44 104.08(19) . . ?
C46 C45 H45A 110.9 . . ?
C44 C45 H45A 110.9 . . ?
C46 C45 H45B 110.9 . . ?
C44 C45 H45B 110.9 . . ?
H45A C45 H45B 109.0 . . ?
O7 C46 C45 107.91(19) . . ?
O7 C46 H46A 110.1 . . ?
C45 C46 H46A 110.1 . . ?
O7 C46 H46B 110.1 . . ?
C45 C46 H46B 110.1 . . ?
H46A C46 H46B 108.4 . . ?
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
O1 B1 1.357(2) . ?
O1 H1O 0.838(9) . ?
O2 B1 1.356(2) . ?
O2 H2O 0.848(10) . ?
O3 B2 1.3606(19) . ?
O3 H3O 0.856(9) . ?
O4 B2 1.3581(19) . ?
O4 H4O 0.860(9) . ?
N1 C7 1.3725(17) . ?
N1 C8 1.3897(17) . ?
N1 C14 1.4669(17) . ?
N2 C7 1.3210(17) . ?
N2 C13 1.3866(18) . ?
N3 C21 1.3723(16) . ?
N3 C22 1.3838(17) . ?
N3 C28 1.4583(17) . ?
N4 C21 1.3251(17) . ?
N4 C27 1.3868(16) . ?
C1 C2 1.3957(18) . ?
C1 C6 1.3961(18) . ?
C1 H1 0.9500 . ?
C2 C3 1.3956(18) . ?
C2 C7 1.4740(18) . ?
C3 C4 1.388(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3891(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.4027(18) . ?
C5 H5 0.9500 . ?
C6 C21 1.4724(18) . ?
C8 C9 1.3969(19) . ?
C8 C13 1.4029(19) . ?
C9 C10 1.387(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.405(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3987(19) . ?
C12 H12 0.9500 . ?
C14 C15 1.5076(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.391(2) . ?
C15 C20 1.3990(19) . ?
C16 C17 1.406(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.399(2) . ?
C17 B1 1.582(2) . ?
C18 C19 1.381(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C22 C23 1.3952(19) . ?
C22 C27 1.3987(18) . ?
C23 C24 1.388(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.403(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.3950(19) . ?
C26 H26 0.9500 . ?
C28 C29 1.5182(19) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.393(2) . ?
C29 C34 1.393(2) . ?
C30 C31 1.402(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.397(2) . ?
C31 B2 1.573(2) . ?
C32 C33 1.386(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.390(2) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
O5 C35 1.443(2) . ?
O5 C38 1.450(2) . ?
C35 C36 1.502(2) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.510(3) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.515(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
O6 C39 1.419(3) . ?
O6 C42 1.435(3) . ?
C39 C40 1.524(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.529(3) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.512(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
O6A C39A 1.404(8) . ?
O6A C42A 1.413(8) . ?
C39A C40A 1.514(8) . ?
C39A H39C 0.9900 . ?
C39A H39D 0.9900 . ?
C40A C41A 1.518(8) . ?
C40A H40C 0.9900 . ?
C40A H40D 0.9900 . ?
C41A C42A 1.484(8) . ?
C41A H41C 0.9900 . ?
C41A H41D 0.9900 . ?
C42A H42C 0.9900 . ?
C42A H42D 0.9900 . ?
O7 C46 1.417(3) . ?
O7 C43 1.419(3) . ?
C43 C44 1.503(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.523(3) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.497(4) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
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
O1 H1O N2 0.838(9) 1.900(11) 2.7155(16) 164(2) 2_667 yes
O2 H2O O1 0.848(10) 1.936(10) 2.7826(16) 176(2) 2_657 yes
O3 H3O O5 0.856(9) 1.886(10) 2.7334(17) 170(2) . yes
O4 H4O N4 0.860(9) 1.970(12) 2.7778(15) 156.0(19) 2_666 yes
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 C1 C2 C3 -2.5(2) . . . . ?
C6 C1 C2 C7 179.12(12) . . . . ?
C1 C2 C3 C4 2.3(2) . . . . ?
C7 C2 C3 C4 -179.35(13) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C3 C4 C5 C6 -1.9(2) . . . . ?
C2 C1 C6 C5 0.6(2) . . . . ?
C2 C1 C6 C21 -176.50(12) . . . . ?
C4 C5 C6 C1 1.6(2) . . . . ?
C4 C5 C6 C21 178.53(13) . . . . ?
C13 N2 C7 N1 1.58(15) . . . . ?
C13 N2 C7 C2 -177.77(12) . . . . ?
C8 N1 C7 N2 -1.57(15) . . . . ?
C14 N1 C7 N2 -177.38(12) . . . . ?
C8 N1 C7 C2 177.78(12) . . . . ?
C14 N1 C7 C2 2.0(2) . . . . ?
C3 C2 C7 N2 -50.01(19) . . . . ?
C1 C2 C7 N2 128.35(14) . . . . ?
C3 C2 C7 N1 130.71(14) . . . . ?
C1 C2 C7 N1 -50.93(19) . . . . ?
C7 N1 C8 C9 -179.17(14) . . . . ?
C14 N1 C8 C9 -3.3(2) . . . . ?
C7 N1 C8 C13 0.84(14) . . . . ?
C14 N1 C8 C13 176.74(12) . . . . ?
N1 C8 C9 C10 178.52(14) . . . . ?
C13 C8 C9 C10 -1.5(2) . . . . ?
C8 C9 C10 C11 -0.4(2) . . . . ?
C9 C10 C11 C12 1.6(2) . . . . ?
C10 C11 C12 C13 -0.8(2) . . . . ?
C7 N2 C13 C12 176.63(14) . . . . ?
C7 N2 C13 C8 -0.99(15) . . . . ?
C11 C12 C13 N2 -178.38(14) . . . . ?
C11 C12 C13 C8 -1.0(2) . . . . ?
N1 C8 C13 N2 0.08(15) . . . . ?
C9 C8 C13 N2 -179.91(12) . . . . ?
N1 C8 C13 C12 -177.81(12) . . . . ?
C9 C8 C13 C12 2.2(2) . . . . ?
C7 N1 C14 C15 -133.35(13) . . . . ?
C8 N1 C14 C15 51.60(18) . . . . ?
N1 C14 C15 C16 44.85(18) . . . . ?
N1 C14 C15 C20 -139.48(13) . . . . ?
C20 C15 C16 C17 -0.4(2) . . . . ?
C14 C15 C16 C17 175.16(13) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C15 C16 C17 B1 -177.79(14) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
B1 C17 C18 C19 178.16(15) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C18 C19 C20 C15 0.1(2) . . . . ?
C16 C15 C20 C19 0.2(2) . . . . ?
C14 C15 C20 C19 -175.61(14) . . . . ?
C27 N4 C21 N3 -0.71(14) . . . . ?
C27 N4 C21 C6 -179.63(12) . . . . ?
C22 N3 C21 N4 0.90(15) . . . . ?
C28 N3 C21 N4 -176.11(12) . . . . ?
C22 N3 C21 C6 179.79(12) . . . . ?
C28 N3 C21 C6 2.8(2) . . . . ?
C1 C6 C21 N4 26.96(19) . . . . ?
C5 C6 C21 N4 -149.99(13) . . . . ?
C1 C6 C21 N3 -151.82(13) . . . . ?
C5 C6 C21 N3 31.2(2) . . . . ?
C21 N3 C22 C23 179.49(14) . . . . ?
C28 N3 C22 C23 -3.2(2) . . . . ?
C21 N3 C22 C27 -0.68(14) . . . . ?
C28 N3 C22 C27 176.61(12) . . . . ?
N3 C22 C23 C24 179.74(14) . . . . ?
C27 C22 C23 C24 -0.1(2) . . . . ?
C22 C23 C24 C25 0.0(2) . . . . ?
C23 C24 C25 C26 -0.2(2) . . . . ?
C24 C25 C26 C27 0.4(2) . . . . ?
C21 N4 C27 C26 -179.94(14) . . . . ?
C21 N4 C27 C22 0.25(14) . . . . ?
C25 C26 C27 N4 179.75(13) . . . . ?
C25 C26 C27 C22 -0.5(2) . . . . ?
N3 C22 C27 N4 0.28(14) . . . . ?
C23 C22 C27 N4 -179.87(12) . . . . ?
N3 C22 C27 C26 -179.55(12) . . . . ?
C23 C22 C27 C26 0.3(2) . . . . ?
C21 N3 C28 C29 -100.41(16) . . . . ?
C22 N3 C28 C29 82.99(16) . . . . ?
N3 C28 C29 C30 -6.57(19) . . . . ?
N3 C28 C29 C34 175.46(13) . . . . ?
C34 C29 C30 C31 0.7(2) . . . . ?
C28 C29 C30 C31 -177.19(13) . . . . ?
C29 C30 C31 C32 -0.3(2) . . . . ?
C29 C30 C31 B2 176.63(13) . . . . ?
C30 C31 C32 C33 -0.3(2) . . . . ?
B2 C31 C32 C33 -177.23(15) . . . . ?
C31 C32 C33 C34 0.4(3) . . . . ?
C32 C33 C34 C29 0.1(3) . . . . ?
C30 C29 C34 C33 -0.6(2) . . . . ?
C28 C29 C34 C33 177.41(15) . . . . ?
C18 C17 B1 O2 -4.9(2) . . . . ?
C16 C17 B1 O2 173.25(14) . . . . ?
C18 C17 B1 O1 175.63(15) . . . . ?
C16 C17 B1 O1 -6.2(2) . . . . ?
C32 C31 B2 O4 -175.46(14) . . . . ?
C30 C31 B2 O4 7.7(2) . . . . ?
C32 C31 B2 O3 8.2(2) . . . . ?
C30 C31 B2 O3 -168.63(14) . . . . ?
C38 O5 C35 C36 -24.65(18) . . . . ?
O5 C35 C36 C37 37.16(18) . . . . ?
C35 C36 C37 C38 -35.6(2) . . . . ?
C35 O5 C38 C37 1.8(2) . . . . ?
C36 C37 C38 O5 21.6(2) . . . . ?
C42 O6 C39 C40 31.8(2) . . . . ?
O6 C39 C40 C41 -10.4(3) . . . . ?
C39 C40 C41 C42 -13.4(3) . . . . ?
C39 O6 C42 C41 -40.5(2) . . . . ?
C40 C41 C42 O6 32.6(3) . . . . ?
C42A O6A C39A C40A 14.4(15) . . . . ?
O6A C39A C40A C41A -19.4(15) . . . . ?
C39A C40A C41A C42A 16.8(16) . . . . ?
C39A O6A C42A C41A -3.1(17) . . . . ?
C40A C41A C42A O6A -9.2(18) . . . . ?
C46 O7 C43 C44 36.4(3) . . . . ?
O7 C43 C44 C45 -27.0(2) . . . . ?
C43 C44 C45 C46 7.9(3) . . . . ?
C43 O7 C46 C45 -31.5(3) . . . . ?
C44 C45 C46 O7 13.7(3) . . . . ?
