#------------------------------------------------------------------------------
#$Date: 2024-06-13 00:41:40 +0200 (Thu 13 de Jun de 2024) $
#$Revision: 292326 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/88/7248836.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_7248836
loop_
_publ_author_name
'ATOINI, Youssef'
'Harrowfield, Jack'
'Thuéry, Pierre'
_publ_section_title
;
 4-(Ammoniomethyl)benzoate, a protic zwitterionic bifunctional linker in
 uranyl ion carboxylate complexes
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D4CE00381K
_journal_year                    2024
_chemical_absolute_configuration syn
_chemical_formula_sum            'C20 H28 N2 O9 U'
_chemical_formula_weight         678.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_update_record
;
2024-04-12 deposited with the CCDC.	2024-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.834(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9441(4)
_cell_length_b                   15.7697(8)
_cell_length_c                   18.0045(10)
_cell_measurement_reflns_used    9208
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.4868
_cell_measurement_theta_min      2.3214
_cell_volume                     2476.0(2)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service v8.5.0.27 Release'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1380)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0593
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            151652
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.32
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    6.604
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.108
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.067
_refine_diff_density_max         1.158
_refine_diff_density_min         -1.156
_refine_ls_abs_structure_details
;
Absolute configuration known (pure enantiomorph of
the camphorate ligand).
;
_refine_ls_abs_structure_Flack   0.165(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     616
_refine_ls_number_reflns         9381
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.166
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+16.5395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0708
_reflns_number_gt                9172
_reflns_number_total             9381
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00381k1.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_database_code               7248836
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 0.17081(4) 0.41447(2) 0.38213(2) 0.02238(12) Uani d . . . 1 . .
U U2 0.68047(5) 0.62686(2) 0.88254(3) 0.02676(14) Uani d . . . 1 . .
O O1 0.0420(10) 0.3424(8) 0.3234(6) 0.026(2) Uani d U . . 1 . .
O O2 0.2997(12) 0.4860(8) 0.4406(6) 0.032(2) Uani d . . . 1 . .
O O3 0.5514(12) 0.6949(9) 0.8235(7) 0.038(3) Uani d . . . 1 . .
O O4 0.8135(13) 0.5567(8) 0.9392(7) 0.040(3) Uani d . . . 1 . .
O O5 0.3100(12) 0.2907(8) 0.4473(6) 0.032(3) Uani d . . . 1 . .
O O6 0.1428(11) 0.3478(7) 0.5040(6) 0.030(2) Uani d . . . 1 . .
O O7 0.0471(12) -0.0267(7) 0.5729(6) 0.036(3) Uani d . . . 1 . .
O O8 -0.0034(11) 0.0344(7) 0.6745(7) 0.032(2) Uani d . . . 1 . .
O O9 0.2448(10) 0.4802(8) 0.2703(6) 0.033(2) Uani d . . . 1 . .
O O10 0.3777(11) 0.3683(7) 0.3199(6) 0.027(2) Uani d . . . 1 . .
O O11 0.5158(11) 0.5046(7) 0.8284(6) 0.027(2) Uani d . . . 1 . .
O O12 0.4661(13) 0.5652(8) 0.9280(7) 0.039(3) Uani d . . . 1 . .
O O13 0.3546(13) 0.1960(8) 1.0008(7) 0.040(3) Uani d . . . 1 . .
O O14 0.1814(11) 0.2521(7) 1.0528(6) 0.030(2) Uani d . . . 1 . .
O O15 0.8904(11) 0.6736(8) 0.8205(6) 0.035(3) Uani d . . . 1 . .
O O16 0.7585(10) 0.5608(7) 0.7734(6) 0.029(2) Uani d . . . 1 . .
O O17 0.0487(14) 0.3529(9) 0.1490(7) 0.045(3) Uani d . . D 1 . .
H H17A 0.111(15) 0.321(8) 0.178(6) 0.068000 Uiso d U . D 1 . .
H H17B 0.042(17) 0.336(9) 0.104(3) 0.068000 Uiso d U . D 1 . .
O O18 0.5662(13) 0.6908(7) 0.6497(6) 0.034(2) Uani d . . D 1 . .
H H18A 0.611(15) 0.717(7) 0.620(5) 0.051000 Uiso d U . D 1 . .
H H18B 0.564(16) 0.723(6) 0.686(5) 0.051000 Uiso d U . D 1 . .
N N1 0.9834(13) 0.5212(9) 0.1666(8) 0.032(3) Uani d . . D 1 . .
H H1A 0.979(13) 0.544(6) 0.213(3) 0.038000 Uiso d U . D 1 . .
H H1B 1.045(10) 0.474(4) 0.175(6) 0.038000 Uiso d U . D 1 . .
H H1C 1.030(11) 0.560(5) 0.141(5) 0.038000 Uiso d U . D 1 . .
N N2 1.4942(13) 0.5212(9) 0.6641(7) 0.026(3) Uani d . . D 1 . .
H H2A 1.496(12) 0.508(6) 0.714(2) 0.032000 Uiso d U . D 1 . .
H H2B 1.520(11) 0.5770(19) 0.662(5) 0.032000 Uiso d U . D 1 . .
H H2C 1.567(9) 0.490(5) 0.648(5) 0.032000 Uiso d U . D 1 . .
N N3 0.6480(16) 0.4046(13) 0.5813(10) 0.048(4) Uani d . . . 1 . .
N N4 0.1383(18) 0.6437(13) 0.0848(10) 0.061(5) Uani d . . . 1 . .
C C1 0.2697(16) 0.2254(11) 0.5614(10) 0.035(4) Uani d . . . 1 . .
C C2 0.1238(12) 0.1795(6) 0.5775(6) 0.024(2) Uani d U . . 1 . .
C C3 0.1983(15) 0.0967(10) 0.6232(8) 0.028(3) Uani d . . . 1 . .
H H3 0.245719 0.113409 0.676847 0.033000 Uiso calc U . R 1 . .
C C4 0.3248(15) 0.0681(8) 0.5848(9) 0.042(3) Uani d . . . 1 . .
H H4A 0.289552 0.019756 0.550244 0.050000 Uiso calc U . R 1 . .
H H4B 0.416417 0.050250 0.623314 0.050000 Uiso calc U . R 1 . .
C C5 0.3632(13) 0.1452(7) 0.5391(7) 0.032(3) Uani d . . . 1 . .
H H5A 0.332105 0.133805 0.483762 0.038000 Uiso calc U . R 1 . .
H H5B 0.474793 0.156641 0.552358 0.038000 Uiso calc U . R 1 . .
C C6 0.2401(15) 0.2916(10) 0.5005(8) 0.024(3) Uani d U . . 1 . .
C C7 0.0805(15) 0.0304(11) 0.6245(8) 0.030(3) Uani d . . . 1 . .
C C8 0.3703(19) 0.2644(11) 0.6356(9) 0.060(4) Uani d . . . 1 . .
H H8A 0.464841 0.287478 0.624650 0.091000 Uiso calc U . R 1 . .
H H8B 0.395879 0.220310 0.674693 0.091000 Uiso calc U . R 1 . .
H H8C 0.313227 0.309942 0.653970 0.091000 Uiso calc U . R 1 . .
C C9 0.0356(14) 0.2341(7) 0.6239(7) 0.033(3) Uani d . . . 1 . .
H H9A -0.000072 0.286018 0.595540 0.049000 Uiso calc U . R 1 . .
H H9B 0.103317 0.248919 0.672805 0.049000 Uiso calc U . R 1 . .
H H9C -0.052704 0.202205 0.632881 0.049000 Uiso calc U . R 1 . .
C C10 0.0178(19) 0.1576(11) 0.5044(10) 0.031(3) Uani d . . . 1 . .
H H10A -0.072259 0.128316 0.514582 0.047000 Uiso calc U . R 1 . .
H H10B 0.070306 0.120333 0.474785 0.047000 Uiso calc U . R 1 . .
H H10C -0.014846 0.209497 0.475406 0.047000 Uiso calc U . R 1 . .
C C11 0.3578(15) 0.4323(9) 0.2743(8) 0.026(3) Uani d . . . 1 . .
C C12 0.4791(16) 0.4577(11) 0.2313(9) 0.032(3) Uani d . . . 1 . .
C C13 0.6023(14) 0.4017(10) 0.2320(7) 0.026(3) Uani d . . . 1 . .
H H13 0.606895 0.348371 0.256923 0.031000 Uiso calc U . R 1 . .
C C14 0.7166(16) 0.4260(13) 0.1955(9) 0.035(4) Uani d . . . 1 . .
H H14 0.801569 0.389621 0.196320 0.042000 Uiso calc U . R 1 . .
C C15 0.7078(15) 0.5027(10) 0.1580(8) 0.028(3) Uani d . . . 1 . .
C C16 0.5788(16) 0.5544(10) 0.1534(9) 0.035(4) Uani d . . . 1 . .
H H16 0.569140 0.605350 0.124601 0.042000 Uiso calc U . R 1 . .
C C17 0.4642(16) 0.5311(11) 0.1910(9) 0.032(3) Uani d . . . 1 . .
H H17 0.376918 0.566212 0.188428 0.038000 Uiso calc U . R 1 . .
C C18 0.8278(13) 0.5293(14) 0.1146(9) 0.032(4) Uani d . . . 1 . .
H H18C 0.821227 0.492688 0.069339 0.038000 Uiso calc U . R 1 . .
H H18D 0.809909 0.588749 0.097108 0.038000 Uiso calc U . R 1 . .
C C19 0.3092(17) 0.4425(11) 0.8793(10) 0.037(4) Uani d . . . 1 . .
H H19 0.213066 0.476973 0.870380 0.045000 Uiso calc U . R 1 . .
C C20 0.3195(16) 0.4000(9) 0.9567(7) 0.044(3) Uani d . . . 1 . .
C C21 0.2150(16) 0.3225(10) 0.9353(9) 0.030(3) Uani d U . . 1 . .
C C22 0.261(2) 0.2914(9) 0.8596(8) 0.056(4) Uani d . . . 1 . .
H H22A 0.179407 0.255501 0.828899 0.068000 Uiso calc U . R 1 . .
H H22B 0.357840 0.258619 0.871536 0.068000 Uiso calc U . R 1 . .
C C23 0.282(2) 0.3771(10) 0.8148(9) 0.058(4) Uani d U . . 1 . .
H H23A 0.370971 0.373388 0.790601 0.070000 Uiso calc U . R 1 . .
H H23B 0.188708 0.390540 0.775442 0.070000 Uiso calc U . R 1 . .
C C24 0.4391(15) 0.5075(9) 0.8801(9) 0.028(3) Uani d . . . 1 . .
C C25 0.2529(18) 0.2547(10) 0.9976(10) 0.038(4) Uani d . . . 1 . .
C C26 0.260(2) 0.4582(10) 1.0130(10) 0.066(5) Uani d . . . 1 . .
H H26A 0.155342 0.476177 0.990214 0.099000 Uiso calc U . R 1 . .
H H26B 0.326678 0.508237 1.024122 0.099000 Uiso calc U . R 1 . .
H H26C 0.261796 0.427226 1.060303 0.099000 Uiso calc U . R 1 . .
C C27 0.490(2) 0.3790(16) 0.9943(14) 0.052(5) Uani d . . . 1 . .
H H27A 0.495838 0.350878 1.043373 0.078000 Uiso calc U . R 1 . .
H H27B 0.550168 0.431621 1.002394 0.078000 Uiso calc U . R 1 . .
H H27C 0.532443 0.341370 0.960712 0.078000 Uiso calc U . R 1 . .
C C28 0.045(2) 0.3467(11) 0.9170(10) 0.069(5) Uani d . . . 1 . .
H H28A 0.016076 0.365749 0.963536 0.103000 Uiso calc U . R 1 . .
H H28B -0.016427 0.297346 0.896207 0.103000 Uiso calc U . R 1 . .
H H28C 0.027934 0.392628 0.879327 0.103000 Uiso calc U . R 1 . .
C C29 0.8732(14) 0.6107(11) 0.7757(9) 0.031(4) Uani d . . . 1 . .
C C30 0.9868(14) 0.5940(8) 0.7300(7) 0.020(3) Uani d . . . 1 . .
C C31 1.1169(15) 0.6427(12) 0.7370(8) 0.032(4) Uani d . . . 1 . .
H H31 1.130600 0.691403 0.768871 0.039000 Uiso calc U . R 1 . .
C C32 1.2282(14) 0.6208(12) 0.6976(7) 0.023(3) Uani d U . . 1 . .
H H32 1.316323 0.655725 0.702006 0.028000 Uiso calc U . R 1 . .
C C33 1.2134(14) 0.5482(10) 0.6512(8) 0.026(3) Uani d . . . 1 . .
C C34 1.0832(18) 0.4994(11) 0.6448(10) 0.040(4) Uani d . . . 1 . .
H H34 1.072484 0.449042 0.615108 0.048000 Uiso calc U . R 1 . .
C C35 0.9677(18) 0.5223(11) 0.6810(10) 0.040(4) Uani d . . . 1 . .
H H35 0.875823 0.490050 0.673108 0.048000 Uiso calc U . R 1 . .
C C36 1.3389(19) 0.5193(13) 0.6144(9) 0.037(4) Uani d . . . 1 . .
H H36A 1.316313 0.460503 0.595929 0.044000 Uiso calc U . R 1 . .
H H36B 1.338200 0.555477 0.569449 0.044000 Uiso calc U . R 1 . .
C C37 0.6687(17) 0.3714(11) 0.5277(9) 0.031(3) Uani d . . . 1 . .
C C38 0.7008(16) 0.3287(11) 0.4601(8) 0.031(3) Uani d . . . 1 . .
H H38A 0.616982 0.339884 0.415966 0.046000 Uiso calc U . R 1 . .
H H38B 0.709756 0.267501 0.469354 0.046000 Uiso calc U . R 1 . .
H H38C 0.797123 0.350410 0.450074 0.046000 Uiso calc U . R 1 . .
C C39 0.1699(19) 0.6694(13) 0.0318(12) 0.048(5) Uani d . . . 1 . .
C C40 0.2046(19) 0.7000(13) -0.0365(10) 0.046(4) Uani d . . . 1 . .
H H40A 0.132725 0.675479 -0.080296 0.069000 Uiso calc U . R 1 . .
H H40B 0.309563 0.683687 -0.038147 0.069000 Uiso calc U . R 1 . .
H H40C 0.195609 0.761926 -0.038147 0.069000 Uiso calc U . R 1 . .
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'
U U -9.6767 9.6646 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 U1 O1 . . 179.8(5) ?
O2 U1 O7 . 2_556 91.3(5) ?
O1 U1 O7 . 2_556 88.9(4) ?
O2 U1 O5 . . 91.6(5) ?
O1 U1 O5 . . 88.2(4) ?
O7 U1 O5 2_556 . 119.7(3) ?
O2 U1 O10 . . 90.2(4) ?
O1 U1 O10 . . 89.6(4) ?
O7 U1 O10 2_556 . 171.6(4) ?
O5 U1 O10 . . 68.5(3) ?
O2 U1 O9 . . 87.8(4) ?
O1 U1 O9 . . 92.2(4) ?
O7 U1 O9 2_556 . 119.0(4) ?
O5 U1 O9 . . 121.3(3) ?
O10 U1 O9 . . 52.8(3) ?
O2 U1 O8 . 2_556 90.7(5) ?
O1 U1 O8 . 2_556 89.5(4) ?
O7 U1 O8 2_556 2_556 52.9(3) ?
O5 U1 O8 . 2_556 172.4(3) ?
O10 U1 O8 . 2_556 118.7(3) ?
O9 U1 O8 . 2_556 66.1(3) ?
O2 U1 O6 . . 85.7(4) ?
O1 U1 O6 . . 94.3(4) ?
O7 U1 O6 2_556 . 68.1(3) ?
O5 U1 O6 . . 52.2(3) ?
O10 U1 O6 . . 120.3(3) ?
O9 U1 O6 . . 170.5(3) ?
O8 U1 O6 2_556 . 120.8(3) ?
O3 U2 O4 . . 177.9(5) ?
O3 U2 O12 . . 89.2(5) ?
O4 U2 O12 . . 92.0(5) ?
O3 U2 O13 . 2_657 93.1(5) ?
O4 U2 O13 . 2_657 89.0(5) ?
O12 U2 O13 . 2_657 68.3(4) ?
O3 U2 O16 . . 92.3(4) ?
O4 U2 O16 . . 85.5(5) ?
O12 U2 O16 . . 118.8(4) ?
O13 U2 O16 2_657 . 171.1(4) ?
O3 U2 O14 . 2_657 89.4(5) ?
O4 U2 O14 . 2_657 91.5(5) ?
O12 U2 O14 . 2_657 120.4(4) ?
O13 U2 O14 2_657 2_657 52.3(3) ?
O16 U2 O14 . 2_657 120.8(3) ?
O3 U2 O11 . . 89.1(5) ?
O4 U2 O11 . . 90.3(5) ?
O12 U2 O11 . . 52.0(3) ?
O13 U2 O11 2_657 . 120.2(3) ?
O16 U2 O11 . . 66.9(3) ?
O14 U2 O11 2_657 . 172.2(3) ?
O3 U2 O15 . . 90.4(4) ?
O4 U2 O15 . . 88.1(4) ?
O12 U2 O15 . . 171.4(4) ?
O13 U2 O15 2_657 . 120.3(4) ?
O16 U2 O15 . . 52.6(4) ?
O14 U2 O15 2_657 . 68.2(3) ?
O11 U2 O15 . . 119.4(3) ?
C6 O5 U1 . . 94.0(9) ?
C6 O6 U1 . . 92.8(8) ?
C7 O7 U1 . 2_546 95.7(8) ?
C7 O8 U1 . 2_546 93.9(10) ?
C11 O9 U1 . . 93.4(8) ?
C11 O10 U1 . . 92.7(7) ?
C24 O11 U2 . . 93.1(9) ?
C24 O12 U2 . . 96.0(8) ?
C25 O13 U2 . 2_647 97.7(9) ?
C25 O14 U2 . 2_647 96.1(10) ?
C29 O15 U2 . . 93.2(8) ?
C29 O16 U2 . . 94.6(9) ?
H17A O17 H17B . . 107.(3) ?
H18A O18 H18B . . 108.(3) ?
C18 N1 H1A . . 108.(7) ?
C18 N1 H1B . . 128.(7) ?
H1A N1 H1B . . 108.(2) ?
C18 N1 H1C . . 95.(7) ?
H1A N1 H1C . . 108.(2) ?
H1B N1 H1C . . 108.(2) ?
C36 N2 H2A . . 113.(7) ?
C36 N2 H2B . . 102.(7) ?
H2A N2 H2B . . 108.(2) ?
C36 N2 H2C . . 116.(7) ?
H2A N2 H2C . . 109.(2) ?
H2B N2 H2C . . 108.(2) ?
C6 C1 C8 . . 109.1(13) ?
C6 C1 C2 . . 115.9(12) ?
C8 C1 C2 . . 111.5(12) ?
C6 C1 C5 . . 112.5(12) ?
C8 C1 C5 . . 106.8(12) ?
C2 C1 C5 . . 100.5(11) ?
C10 C2 C9 . . 108.0(11) ?
C10 C2 C1 . . 109.7(12) ?
C9 C2 C1 . . 113.0(9) ?
C10 C2 C3 . . 112.0(11) ?
C9 C2 C3 . . 112.5(9) ?
C1 C2 C3 . . 101.6(10) ?
C7 C3 C4 . . 113.6(13) ?
C7 C3 C2 . . 111.4(11) ?
C4 C3 C2 . . 105.9(10) ?
C7 C3 H3 . . 108.600000 ?
C4 C3 H3 . . 108.600000 ?
C2 C3 H3 . . 108.600000 ?
C3 C4 C5 . . 106.5(10) ?
C3 C4 H4A . . 110.400000 ?
C5 C4 H4A . . 110.400000 ?
C3 C4 H4B . . 110.400000 ?
C5 C4 H4B . . 110.400000 ?
H4A C4 H4B . . 108.600000 ?
C4 C5 C1 . . 107.2(9) ?
C4 C5 H5A . . 110.300000 ?
C1 C5 H5A . . 110.300000 ?
C4 C5 H5B . . 110.300000 ?
C1 C5 H5B . . 110.300000 ?
H5A C5 H5B . . 108.500000 ?
O6 C6 O5 . . 121.0(14) ?
O6 C6 C1 . . 118.0(12) ?
O5 C6 C1 . . 120.9(14) ?
O7 C7 O8 . . 117.5(14) ?
O7 C7 C3 . . 122.2(12) ?
O8 C7 C3 . . 119.9(14) ?
C1 C8 H8A . . 109.500000 ?
C1 C8 H8B . . 109.500000 ?
H8A C8 H8B . . 109.500000 ?
C1 C8 H8C . . 109.500000 ?
H8A C8 H8C . . 109.500000 ?
H8B C8 H8C . . 109.500000 ?
C2 C9 H9A . . 109.500000 ?
C2 C9 H9B . . 109.500000 ?
H9A C9 H9B . . 109.500000 ?
C2 C9 H9C . . 109.500000 ?
H9A C9 H9C . . 109.500000 ?
H9B C9 H9C . . 109.500000 ?
C2 C10 H10A . . 109.500000 ?
C2 C10 H10B . . 109.500000 ?
H10A C10 H10B . . 109.500000 ?
C2 C10 H10C . . 109.500000 ?
H10A C10 H10C . . 109.500000 ?
H10B C10 H10C . . 109.500000 ?
O9 C11 O10 . . 120.3(11) ?
O9 C11 C12 . . 118.1(12) ?
O10 C11 C12 . . 121.2(12) ?
C17 C12 C13 . . 121.5(13) ?
C17 C12 C11 . . 120.1(12) ?
C13 C12 C11 . . 118.4(13) ?
C14 C13 C12 . . 118.6(14) ?
C14 C13 H13 . . 120.700000 ?
C12 C13 H13 . . 120.700000 ?
C15 C14 C13 . . 120.5(14) ?
C15 C14 H14 . . 119.800000 ?
C13 C14 H14 . . 119.800000 ?
C14 C15 C16 . . 119.7(12) ?
C14 C15 C18 . . 121.6(13) ?
C16 C15 C18 . . 118.4(14) ?
C17 C16 C15 . . 120.1(14) ?
C17 C16 H16 . . 119.900000 ?
C15 C16 H16 . . 119.900000 ?
C12 C17 C16 . . 119.2(13) ?
C12 C17 H17 . . 120.400000 ?
C16 C17 H17 . . 120.400000 ?
N1 C18 C15 . . 108.6(12) ?
N1 C18 H18C . . 110.000000 ?
C15 C18 H18C . . 110.000000 ?
N1 C18 H18D . . 110.000000 ?
C15 C18 H18D . . 110.000000 ?
H18C C18 H18D . . 108.400000 ?
C23 C19 C20 . . 111.3(13) ?
C23 C19 C24 . . 116.5(12) ?
C20 C19 C24 . . 112.9(13) ?
C23 C19 H19 . . 105.000000 ?
C20 C19 H19 . . 105.000000 ?
C24 C19 H19 . . 105.000000 ?
C19 C20 C21 . . 102.1(11) ?
C19 C20 C26 . . 112.2(13) ?
C21 C20 C26 . . 111.1(12) ?
C19 C20 C27 . . 110.0(13) ?
C21 C20 C27 . . 115.0(14) ?
C26 C20 C27 . . 106.6(14) ?
C28 C21 C25 . . 112.4(12) ?
C28 C21 C20 . . 112.0(13) ?
C25 C21 C20 . . 110.4(12) ?
C28 C21 C22 . . 109.0(14) ?
C25 C21 C22 . . 110.9(13) ?
C20 C21 C22 . . 101.6(10) ?
C21 C22 C23 . . 104.7(11) ?
C21 C22 H22A . . 110.800000 ?
C23 C22 H22A . . 110.800000 ?
C21 C22 H22B . . 110.800000 ?
C23 C22 H22B . . 110.800000 ?
H22A C22 H22B . . 108.900000 ?
C19 C23 C22 . . 101.7(12) ?
C19 C23 H23A . . 111.400000 ?
C22 C23 H23A . . 111.400000 ?
C19 C23 H23B . . 111.400000 ?
C22 C23 H23B . . 111.400000 ?
H23A C23 H23B . . 109.300000 ?
O12 C24 O11 . . 118.8(12) ?
O12 C24 C19 . . 121.5(12) ?
O11 C24 C19 . . 119.6(14) ?
O13 C25 O14 . . 114.0(16) ?
O13 C25 C21 . . 124.9(13) ?
O14 C25 C21 . . 121.1(14) ?
C20 C26 H26A . . 109.500000 ?
C20 C26 H26B . . 109.500000 ?
H26A C26 H26B . . 109.500000 ?
C20 C26 H26C . . 109.500000 ?
H26A C26 H26C . . 109.500000 ?
H26B C26 H26C . . 109.500000 ?
C20 C27 H27A . . 109.500000 ?
C20 C27 H27B . . 109.500000 ?
H27A C27 H27B . . 109.500000 ?
C20 C27 H27C . . 109.500000 ?
H27A C27 H27C . . 109.500000 ?
H27B C27 H27C . . 109.500000 ?
C21 C28 H28A . . 109.500000 ?
C21 C28 H28B . . 109.500000 ?
H28A C28 H28B . . 109.500000 ?
C21 C28 H28C . . 109.500000 ?
H28A C28 H28C . . 109.500000 ?
H28B C28 H28C . . 109.500000 ?
O15 C29 O16 . . 118.9(13) ?
O15 C29 C30 . . 119.7(13) ?
O16 C29 C30 . . 121.3(14) ?
C31 C30 C35 . . 118.9(12) ?
C31 C30 C29 . . 121.7(13) ?
C35 C30 C29 . . 119.2(12) ?
C30 C31 C32 . . 120.1(15) ?
C30 C31 H31 . . 119.900000 ?
C32 C31 H31 . . 119.900000 ?
C31 C32 C33 . . 121.5(14) ?
C31 C32 H32 . . 119.300000 ?
C33 C32 H32 . . 119.300000 ?
C34 C33 C32 . . 118.0(13) ?
C34 C33 C36 . . 119.7(15) ?
C32 C33 C36 . . 122.0(13) ?
C33 C34 C35 . . 121.3(16) ?
C33 C34 H34 . . 119.400000 ?
C35 C34 H34 . . 119.400000 ?
C34 C35 C30 . . 120.0(14) ?
C34 C35 H35 . . 120.000000 ?
C30 C35 H35 . . 120.000000 ?
N2 C36 C33 . . 115.0(13) ?
N2 C36 H36A . . 108.500000 ?
C33 C36 H36A . . 108.500000 ?
N2 C36 H36B . . 108.500000 ?
C33 C36 H36B . . 108.500000 ?
H36A C36 H36B . . 107.500000 ?
N3 C37 C38 . . 178.1(17) ?
C37 C38 H38A . . 109.500000 ?
C37 C38 H38B . . 109.500000 ?
H38A C38 H38B . . 109.500000 ?
C37 C38 H38C . . 109.500000 ?
H38A C38 H38C . . 109.500000 ?
H38B C38 H38C . . 109.500000 ?
N4 C39 C40 . . 178.(2) ?
C39 C40 H40A . . 109.500000 ?
C39 C40 H40B . . 109.500000 ?
H40A C40 H40B . . 109.500000 ?
C39 C40 H40C . . 109.500000 ?
H40A C40 H40C . . 109.500000 ?
H40B C40 H40C . . 109.500000 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O2 . 1.782(12) ?
U1 O1 . 1.787(10) ?
U1 O7 2_556 2.453(10) ?
U1 O5 . 2.468(13) ?
U1 O10 . 2.476(9) ?
U1 O9 . 2.481(10) ?
U1 O8 2_556 2.486(11) ?
U1 O6 . 2.495(10) ?
U2 O3 . 1.752(12) ?
U2 O4 . 1.772(12) ?
U2 O12 . 2.447(10) ?
U2 O13 2_657 2.448(11) ?
U2 O16 . 2.459(11) ?
U2 O14 2_657 2.478(12) ?
U2 O11 . 2.490(11) ?
U2 O15 . 2.500(10) ?
O5 C6 . 1.255(16) ?
O6 C6 . 1.253(18) ?
O7 C7 . 1.281(19) ?
O8 C7 . 1.294(18) ?
O9 C11 . 1.251(17) ?
O10 C11 . 1.288(16) ?
O11 C24 . 1.274(17) ?
O12 C24 . 1.241(19) ?
O13 C25 . 1.29(2) ?
O14 C25 . 1.297(19) ?
O15 C29 . 1.27(2) ?
O16 C29 . 1.286(18) ?
O17 H17A . 0.839(15) ?
O17 H17B . 0.840(15) ?
O18 H18A . 0.839(15) ?
O18 H18B . 0.836(15) ?
N1 C18 . 1.500(16) ?
N1 H1A . 0.914(15) ?
N1 H1B . 0.913(15) ?
N1 H1C . 0.916(15) ?
N2 C36 . 1.476(18) ?
N2 H2A . 0.911(14) ?
N2 H2B . 0.912(15) ?
N2 H2C . 0.912(15) ?
N3 C37 . 1.15(2) ?
N4 C39 . 1.13(2) ?
C1 C6 . 1.49(2) ?
C1 C8 . 1.56(2) ?
C1 C2 . 1.574(18) ?
C1 C5 . 1.616(18) ?
C2 C10 . 1.483(19) ?
C2 C9 . 1.533(13) ?
C2 C3 . 1.607(16) ?
C3 C7 . 1.49(2) ?
C3 C4 . 1.520(17) ?
C3 H3 . 1.000000 ?
C4 C5 . 1.547(15) ?
C4 H4A . 0.990000 ?
C4 H4B . 0.990000 ?
C5 H5A . 0.990000 ?
C5 H5B . 0.990000 ?
C8 H8A . 0.980000 ?
C8 H8B . 0.980000 ?
C8 H8C . 0.980000 ?
C9 H9A . 0.980000 ?
C9 H9B . 0.980000 ?
C9 H9C . 0.980000 ?
C10 H10A . 0.980000 ?
C10 H10B . 0.980000 ?
C10 H10C . 0.980000 ?
C11 C12 . 1.520(18) ?
C12 C17 . 1.36(2) ?
C12 C13 . 1.410(19) ?
C13 C14 . 1.39(2) ?
C13 H13 . 0.950000 ?
C14 C15 . 1.38(2) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.400(19) ?
C15 C18 . 1.520(17) ?
C16 C17 . 1.398(19) ?
C16 H16 . 0.950000 ?
C17 H17 . 0.950000 ?
C18 H18C . 0.990000 ?
C18 H18D . 0.990000 ?
C19 C23 . 1.53(2) ?
C19 C20 . 1.53(2) ?
C19 C24 . 1.547(19) ?
C19 H19 . 1.000000 ?
C20 C21 . 1.535(19) ?
C20 C26 . 1.544(19) ?
C20 C27 . 1.56(2) ?
C21 C28 . 1.53(2) ?
C21 C25 . 1.53(2) ?
C21 C22 . 1.59(2) ?
C22 C23 . 1.61(2) ?
C22 H22A . 0.990000 ?
C22 H22B . 0.990000 ?
C23 H23A . 0.990000 ?
C23 H23B . 0.990000 ?
C26 H26A . 0.980000 ?
C26 H26B . 0.980000 ?
C26 H26C . 0.980000 ?
C27 H27A . 0.980000 ?
C27 H27B . 0.980000 ?
C27 H27C . 0.980000 ?
C28 H28A . 0.980000 ?
C28 H28B . 0.980000 ?
C28 H28C . 0.980000 ?
C29 C30 . 1.466(18) ?
C30 C31 . 1.376(19) ?
C30 C35 . 1.42(2) ?
C31 C32 . 1.388(17) ?
C31 H31 . 0.950000 ?
C32 C33 . 1.41(2) ?
C32 H32 . 0.950000 ?
C33 C34 . 1.38(2) ?
C33 C36 . 1.50(2) ?
C34 C35 . 1.39(2) ?
C34 H34 . 0.950000 ?
C35 H35 . 0.950000 ?
C36 H36A . 0.990000 ?
C36 H36B . 0.990000 ?
C37 C38 . 1.47(2) ?
C38 H38A . 0.980000 ?
C38 H38B . 0.980000 ?
C38 H38C . 0.980000 ?
C39 C40 . 1.42(3) ?
C40 H40A . 0.980000 ?
C40 H40B . 0.980000 ?
C40 H40C . 0.980000 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O17 H17A O15 2_646 0.839(15) 2.33(13) 2.909(18) 127.(13) ?
O17 H17B O14 1_554 0.840(15) 2.16(10) 2.801(14) 133.(11) ?
O18 H18A O5 2_656 0.839(15) 1.93(3) 2.760(15) 170.(14) ?
O18 H18B O3 . 0.836(15) 2.54(9) 3.163(15) 133.(10) ?
O18 H18B O10 2_656 0.836(15) 2.36(10) 2.875(15) 120.(9) ?
N1 H1A O8 2_656 0.914(15) 2.00(5) 2.834(18) 151.(9) ?
N1 H1B O9 1_655 0.913(15) 2.19(10) 2.727(16) 117.(8) ?
N1 H1B O17 1_655 0.913(15) 1.97(7) 2.75(2) 142.(9) ?
N1 H1C N4 1_655 0.916(15) 2.04(3) 2.95(2) 178.(9) ?
N2 H2A O11 1_655 0.911(14) 2.04(3) 2.932(16) 167.(9) ?
N2 H2B O18 1_655 0.912(15) 1.87(2) 2.776(17) 176.(9) ?
N2 H2C N3 1_655 0.912(15) 2.04(4) 2.90(2) 156.(9) ?
C18 H18C O4 1_554 0.990000 2.540000 3.162(19) 120.800000 ?
C36 H36B O2 1_655 0.990000 2.520000 3.114(19) 118.500000 ?
C38 H38A O10 . 0.980000 2.480000 3.446(18) 170.500000 ?
C38 H38C O7 2_656 0.980000 2.470000 3.351(18) 148.700000 ?
C40 H40A O15 1_454 0.980000 2.480000 3.39(2) 153.600000 ?
C40 H40B O12 1_554 0.980000 2.490000 3.33(2) 143.000000 ?
