#------------------------------------------------------------------------------
#$Date: 2024-08-05 21:28:29 +0300 (Mon, 05 Aug 2024) $
#$Revision: 293798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/88/7248835.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_7248835
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_issue                   27
_journal_name_full               CrystEngComm
_journal_page_first              3714
_journal_page_last               3725
_journal_paper_doi               10.1039/D4CE00381K
_journal_volume                  26
_journal_year                    2024
_chemical_formula_sum            'C15 H19 N O8 U'
_chemical_formula_weight         579.34
_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
_audit_update_record
;
2024-04-12 deposited with the CCDC.	2024-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                107.615(2)
_cell_angle_beta                 98.577(2)
_cell_angle_gamma                110.9835(19)
_cell_formula_units_Z            2
_cell_length_a                   8.4357(4)
_cell_length_b                   10.8597(5)
_cell_length_c                   10.9300(5)
_cell_measurement_reflns_used    9221
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      40.0608
_cell_measurement_theta_min      2.3413
_cell_volume                     852.93(7)
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0496
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            92111
_diffrn_reflns_theta_full        30.51
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         2.04
_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    9.559
_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 intense yellow'
_exptl_crystal_density_diffrn    2.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_refine_diff_density_max         2.168
_refine_diff_density_min         -0.730
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         5202
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0144
_refine_ls_R_factor_gt           0.0139
_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)+(0.0147P)²+0.8970P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0341
_refine_ls_wR_factor_ref         0.0343
_reflns_number_gt                5046
_reflns_number_total             5202
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00381k1.cif
_cod_data_source_block           7
_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 

 Adding full bibliography for 7248834--7248840.cif.
;
_cod_database_code               7248835
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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 0.63571(2) 1.01541(2) 0.27692(2) 0.01003(2) Uani d . . . 1 . .
O O1 0.85611(19) 1.11081(16) 0.38587(15) 0.0174(3) Uani d . . . 1 . .
O O2 0.41684(19) 0.92186(16) 0.16519(15) 0.0183(3) Uani d . . . 1 . .
O O3 0.7063(2) 0.83961(15) 0.15455(14) 0.0165(3) Uani d . . . 1 . .
O O4 0.9424(2) 0.84817(16) 0.08505(15) 0.0181(3) Uani d . . . 1 . .
O O5 0.7692(2) 0.10335(15) 0.11604(14) 0.0155(3) Uani d . . . 1 . .
O O6 0.6348(2) 0.22056(15) 0.22250(15) 0.0164(3) Uani d . . . 1 . .
O O7 0.4639(2) 0.85831(15) 0.56455(15) 0.0177(3) Uani d . . . 1 . .
O O8 0.5634(2) 0.86260(16) 0.38965(16) 0.0209(3) Uani d . . . 1 . .
N N1 0.2441(2) 0.11140(19) 0.12127(18) 0.0163(3) Uani d . . . 1 . .
H H1A 0.361(4) 0.145(3) 0.140(3) 0.024(7) Uiso d . . . 1 . .
H H1B 0.195(4) 0.132(3) 0.053(3) 0.028(8) Uiso d . . . 1 . .
H H1C 0.205(4) 0.020(3) 0.096(3) 0.022(7) Uiso d . . . 1 . .
C C1 0.8573(3) 0.8328(2) 0.16738(19) 0.0157(3) Uani d . . . 1 . .
C C2 0.9253(3) 0.8049(2) 0.2885(2) 0.0183(4) Uani d . . . 1 . .
H H2A 0.975586 0.895001 0.368820 0.022000 Uiso calc U . R 1 . .
H H2B 0.823842 0.734883 0.302762 0.022000 Uiso calc U . R 1 . .
C C3 1.0656(3) 0.7485(2) 0.2759(2) 0.0191(4) Uani d . . . 1 . .
H H3A 1.117386 0.749531 0.363891 0.023000 Uiso calc U . R 1 . .
H H3B 1.161865 0.813469 0.252794 0.023000 Uiso calc U . R 1 . .
C C4 0.9937(3) 0.5969(2) 0.1700(2) 0.0170(4) Uani d . . . 1 . .
H H4A 0.918121 0.590542 0.087757 0.020000 Uiso calc U . R 1 . .
H H4B 1.094734 0.578862 0.147186 0.020000 Uiso calc U . R 1 . .
C C5 0.8858(3) 0.4801(2) 0.21388(19) 0.0170(4) Uani d . . . 1 . .
H H5A 0.959837 0.485924 0.296577 0.020000 Uiso calc U . R 1 . .
H H5B 0.782202 0.495377 0.234323 0.020000 Uiso calc U . R 1 . .
C C6 0.8218(3) 0.3321(2) 0.1042(2) 0.0202(4) Uani d . . . 1 . .
H H6A 0.735094 0.322620 0.026168 0.024000 Uiso calc U . R 1 . .
H H6B 0.923993 0.323302 0.074624 0.024000 Uiso calc U . R 1 . .
C C7 0.7372(3) 0.2126(2) 0.14835(19) 0.0148(3) Uani d . . . 1 . .
C C8 0.4819(2) 0.79646(19) 0.45361(19) 0.0125(3) Uani d . . . 1 . .
C C9 0.4085(2) 0.63677(19) 0.39740(18) 0.0126(3) Uani d . . . 1 . .
C C10 0.4285(3) 0.5658(2) 0.27549(19) 0.0152(3) Uani d . . . 1 . .
H H10 0.487826 0.618733 0.228009 0.018000 Uiso calc U . R 1 . .
C C11 0.3616(3) 0.4168(2) 0.22274(19) 0.0165(3) Uani d . . . 1 . .
H H11 0.375691 0.368737 0.139552 0.020000 Uiso calc U . R 1 . .
C C12 0.2742(2) 0.3385(2) 0.29207(19) 0.0137(3) Uani d . . . 1 . .
C C13 0.2531(3) 0.4108(2) 0.4137(2) 0.0152(3) Uani d . . . 1 . .
H H13 0.192179 0.357898 0.460637 0.018000 Uiso calc U . R 1 . .
C C14 0.3202(3) 0.5589(2) 0.46692(19) 0.0145(3) Uani d . . . 1 . .
H H14 0.306180 0.606959 0.550104 0.017000 Uiso calc U . R 1 . .
C C15 0.1973(3) 0.1775(2) 0.2419(2) 0.0168(4) Uani d . . . 1 . .
H H15A 0.240166 0.150178 0.314386 0.020000 Uiso calc U . R 1 . .
H H15B 0.066481 0.138862 0.220753 0.020000 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
O1 U1 O2 . . 178.64(7) ?
O1 U1 O3 . . 90.58(6) ?
O2 U1 O3 . . 89.28(6) ?
O1 U1 O8 . . 91.06(7) ?
O2 U1 O8 . . 90.25(7) ?
O3 U1 O8 . . 80.26(5) ?
O1 U1 O7 . 2_676 90.66(6) ?
O2 U1 O7 . 2_676 89.90(6) ?
O3 U1 O7 . 2_676 161.25(5) ?
O8 U1 O7 . 2_676 81.01(5) ?
O1 U1 O5 . 1_565 84.38(6) ?
O2 U1 O5 . 1_565 94.27(6) ?
O3 U1 O5 . 1_565 74.53(5) ?
O8 U1 O5 . 1_565 154.31(5) ?
O7 U1 O5 2_676 1_565 124.20(5) ?
O1 U1 O6 . 1_565 94.50(6) ?
O2 U1 O6 . 1_565 84.49(6) ?
O3 U1 O6 . 1_565 125.81(5) ?
O8 U1 O6 . 1_565 153.17(5) ?
O7 U1 O6 2_676 1_565 72.71(5) ?
O5 U1 O6 1_565 1_565 52.52(5) ?
C1 O3 U1 . . 129.54(12) ?
C7 O5 U1 . 1_545 94.03(11) ?
C7 O6 U1 . 1_545 93.60(11) ?
C8 O7 U1 . 2_676 160.89(14) ?
C8 O8 U1 . . 159.10(14) ?
C15 N1 H1A . . 109.3(19) ?
C15 N1 H1B . . 108.(2) ?
H1A N1 H1B . . 112.(3) ?
C15 N1 H1C . . 112.8(19) ?
H1A N1 H1C . . 106.(3) ?
H1B N1 H1C . . 109.(3) ?
O4 C1 O3 . . 121.79(18) ?
O4 C1 C2 . . 121.88(19) ?
O3 C1 C2 . . 116.32(17) ?
C3 C2 C1 . . 114.18(17) ?
C3 C2 H2A . . 108.700000 ?
C1 C2 H2A . . 108.700000 ?
C3 C2 H2B . . 108.700000 ?
C1 C2 H2B . . 108.700000 ?
H2A C2 H2B . . 107.600000 ?
C2 C3 C4 . . 113.40(17) ?
C2 C3 H3A . . 108.900000 ?
C4 C3 H3A . . 108.900000 ?
C2 C3 H3B . . 108.900000 ?
C4 C3 H3B . . 108.900000 ?
H3A C3 H3B . . 107.700000 ?
C5 C4 C3 . . 114.06(17) ?
C5 C4 H4A . . 108.700000 ?
C3 C4 H4A . . 108.700000 ?
C5 C4 H4B . . 108.700000 ?
C3 C4 H4B . . 108.700000 ?
H4A C4 H4B . . 107.600000 ?
C6 C5 C4 . . 110.95(16) ?
C6 C5 H5A . . 109.400000 ?
C4 C5 H5A . . 109.400000 ?
C6 C5 H5B . . 109.400000 ?
C4 C5 H5B . . 109.400000 ?
H5A C5 H5B . . 108.000000 ?
C7 C6 C5 . . 113.34(16) ?
C7 C6 H6A . . 108.900000 ?
C5 C6 H6A . . 108.900000 ?
C7 C6 H6B . . 108.900000 ?
C5 C6 H6B . . 108.900000 ?
H6A C6 H6B . . 107.700000 ?
O5 C7 O6 . . 118.63(17) ?
O5 C7 C6 . . 120.90(18) ?
O6 C7 C6 . . 120.44(17) ?
O8 C8 O7 . . 122.99(17) ?
O8 C8 C9 . . 118.34(17) ?
O7 C8 C9 . . 118.63(16) ?
C10 C9 C14 . . 119.95(17) ?
C10 C9 C8 . . 119.78(17) ?
C14 C9 C8 . . 120.28(16) ?
C9 C10 C11 . . 120.19(18) ?
C9 C10 H10 . . 119.900000 ?
C11 C10 H10 . . 119.900000 ?
C12 C11 C10 . . 120.12(18) ?
C12 C11 H11 . . 119.900000 ?
C10 C11 H11 . . 119.900000 ?
C11 C12 C13 . . 119.21(17) ?
C11 C12 C15 . . 123.51(17) ?
C13 C12 C15 . . 117.27(17) ?
C14 C13 C12 . . 120.88(18) ?
C14 C13 H13 . . 119.600000 ?
C12 C13 H13 . . 119.600000 ?
C13 C14 C9 . . 119.65(17) ?
C13 C14 H14 . . 120.200000 ?
C9 C14 H14 . . 120.200000 ?
N1 C15 C12 . . 113.44(16) ?
N1 C15 H15A . . 108.900000 ?
C12 C15 H15A . . 108.900000 ?
N1 C15 H15B . . 108.900000 ?
C12 C15 H15B . . 108.900000 ?
H15A C15 H15B . . 107.700000 ?
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 O1 . 1.7781(15) ?
U1 O2 . 1.7792(15) ?
U1 O3 . 2.3009(14) ?
U1 O8 . 2.3197(15) ?
U1 O7 2_676 2.3261(14) ?
U1 O5 1_565 2.4717(14) ?
U1 O6 1_565 2.4760(14) ?
O3 C1 . 1.292(2) ?
O4 C1 . 1.245(2) ?
O5 C7 . 1.268(2) ?
O6 C7 . 1.277(2) ?
O7 C8 . 1.257(2) ?
O8 C8 . 1.253(2) ?
N1 C15 . 1.482(3) ?
N1 H1A . 0.88(3) ?
N1 H1B . 0.92(3) ?
N1 H1C . 0.86(3) ?
C1 C2 . 1.521(3) ?
C2 C3 . 1.520(3) ?
C2 H2A . 0.990000 ?
C2 H2B . 0.990000 ?
C3 C4 . 1.530(3) ?
C3 H3A . 0.990000 ?
C3 H3B . 0.990000 ?
C4 C5 . 1.529(3) ?
C4 H4A . 0.990000 ?
C4 H4B . 0.990000 ?
C5 C6 . 1.527(3) ?
C5 H5A . 0.990000 ?
C5 H5B . 0.990000 ?
C6 C7 . 1.498(3) ?
C6 H6A . 0.990000 ?
C6 H6B . 0.990000 ?
C8 C9 . 1.497(3) ?
C9 C10 . 1.392(3) ?
C9 C14 . 1.398(3) ?
C10 C11 . 1.397(3) ?
C10 H10 . 0.950000 ?
C11 C12 . 1.396(3) ?
C11 H11 . 0.950000 ?
C12 C13 . 1.398(3) ?
C12 C15 . 1.510(3) ?
C13 C14 . 1.389(3) ?
C13 H13 . 0.950000 ?
C14 H14 . 0.950000 ?
C15 H15A . 0.990000 ?
C15 H15B . 0.990000 ?
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
N1 H1A O6 . 0.88(3) 2.10(3) 2.968(2) 168.(3) ?
N1 H1B O4 2_665 0.92(3) 1.88(3) 2.791(2) 170.(3) ?
N1 H1C O2 1_545 0.86(3) 2.52(3) 3.021(2) 118.(2) ?
N1 H1C O4 1_445 0.86(3) 2.29(3) 2.934(2) 132.(2) ?
N1 H1C O5 2_655 0.86(3) 2.39(3) 2.871(2) 116.(2) ?
C6 H6A O2 2_665 0.990000 2.540000 3.109(3) 116.200000 ?
C15 H15B O5 1_455 0.990000 2.440000 3.368(3) 156.800000 ?
