#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:57:07 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229223 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/64/7046433.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_7046433
loop_
_publ_author_name
'Zhang, Zhicheng'
'Parker, Bernard F.'
'Lohrey, Trevor D.'
'Teat, Simon J.'
'Arnold, John'
'Rao, Linfeng'
_publ_section_title
;
 Complexation-assisted reduction: complexes of glutaroimide-dioxime with
 tetravalent actinides (Np(iv) and Th(iv)).
;
_journal_issue                   24
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8134
_journal_page_last               8141
_journal_paper_doi               10.1039/c8dt01191e
_journal_volume                  47
_journal_year                    2018
_chemical_formula_sum            'C20 H29 Cl3 N8 Np O5'
_chemical_formula_weight         804.86
_chemical_name_systematic        '[AO]2NpCl2'
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-03-07 deposited with the CCDC.
2018-05-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.238(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.9653(6)
_cell_length_b                   22.2882(9)
_cell_length_c                   10.1167(4)
_cell_measurement_reflns_used    9393
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      36.586
_cell_measurement_theta_min      2.492
_cell_volume                     2774.2(2)
_computing_cell_refinement       'Bruker SAINT v8.34a'
_computing_data_collection       'Bruker APEX 2'
_computing_data_reduction        'Bruker SAINT v8.34a'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 with PHOTON 100 detector'
_diffrn_measurement_method       'ω/θ shutterless scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7749
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_number            38739
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        27.706
_diffrn_reflns_theta_max         36.606
_diffrn_reflns_theta_min         2.491
_diffrn_source                   'Advanced Light Source station 11.3.1'
_exptl_absorpt_coefficient_mu    3.556
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS 2012/1 Bruker AXS Madison WI USA'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.927
_exptl_crystal_description       block
_exptl_crystal_F_000             1556
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Pyridine/Water'
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.005
_refine_diff_density_max         2.560
_refine_diff_density_min         -1.154
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         5375
_refine_ls_number_restraints     130
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0308
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0339P)²+11.2888P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0735
_refine_ls_wR_factor_ref         0.0758
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4744
_reflns_number_total             5375
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt01191e2.cif
_cod_data_source_block           twin4_a
_cod_depositor_comments
'Adding full bibliography for 7046433--7046435.cif.'
_cod_database_code               7046433
_shelx_shelxl_version_number     2014/7
_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   0.949
_shelx_estimated_absorpt_t_max   0.982
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Np1 Np 0.5000 0.28101(2) 0.0000 0.02177(5) Uani 1 2 d S T P . .
Cl1 Cl 0.54045(8) 0.36380(5) 0.21326(11) 0.0402(2) Uani 1 1 d . . . . .
Cl2 Cl 0.5000 0.11994(8) 0.5000 0.0618(5) Uani 1 2 d S T P . .
N1 N 0.6583(2) 0.23082(12) 0.2011(3) 0.0245(5) Uani 1 1 d . . . . .
C1 C 0.6466(3) 0.19019(16) 0.2908(4) 0.0273(6) Uani 1 1 d . . . . .
C2 C 0.7396(3) 0.1595(2) 0.4186(4) 0.0390(8) Uani 1 1 d . . . . .
H2A H 0.7173 0.1188 0.4328 0.047 Uiso 1 1 calc R U . . .
H2B H 0.7620 0.1825 0.5122 0.047 Uiso 1 1 calc R U . . .
C3 C 0.8345(3) 0.1549(2) 0.3837(4) 0.0399(8) Uani 1 1 d . . . . .
H3A H 0.8990 0.1384 0.4716 0.048 Uiso 1 1 calc R U . . .
H3B H 0.8151 0.1275 0.2979 0.048 Uiso 1 1 calc R U . . .
C4 C 0.8611(3) 0.21683(18) 0.3460(4) 0.0346(7) Uani 1 1 d . . . . .
H4A H 0.8914 0.2424 0.4367 0.042 Uiso 1 1 calc R U . . .
H4B H 0.9162 0.2132 0.3111 0.042 Uiso 1 1 calc R U . . .
C5 C 0.7602(2) 0.24487(16) 0.2259(3) 0.0257(6) Uani 1 1 d . . . . .
N2 N 0.5465(2) 0.17900(15) 0.2586(3) 0.0313(6) Uani 1 1 d . . . . .
O1 O 0.46463(19) 0.20798(12) 0.1396(3) 0.0319(5) Uani 1 1 d . . . . .
N3 N 0.7640(2) 0.28478(13) 0.1361(3) 0.0271(5) Uani 1 1 d . . . . .
O2 O 0.67053(18) 0.30960(12) 0.0279(3) 0.0292(5) Uani 1 1 d . . . . .
C1S C 0.9263(14) 0.0000 0.3523(18) 0.123(4) Uani 1 2 d S TU P . .
H1S H 0.8765 0.0000 0.2480 0.147 Uiso 1 2 calc R U P A 1
N2S N 0.8892(12) 0.0000 0.4536(16) 0.119(3) Uani 0.5 2 d S TU P B 1
C2S C 0.8892(12) 0.0000 0.4536(16) 0.119(3) Uani 0.5 2 d S TU P B 2
H2S H 0.8135 0.0000 0.4225 0.143 Uiso 0.5 2 calc R U P B 2
C3S C 0.9625(14) 0.0000 0.5991(17) 0.119(4) Uani 1 2 d S TU P . .
H3S H 0.9377 0.0000 0.6718 0.143 Uiso 1 2 calc R U P B 1
C4S C 0.5000 0.0640(8) 0.0000 0.168(5) Uani 0.5 2 d DS TU P . .
H4S H 0.5000 0.1066 0.0000 0.202 Uiso 0.5 2 calc R U P C 2
N4S N 0.5000 0.0640(8) 0.0000 0.168(5) Uani 0.5 2 d S TU P . .
C5S C 0.3799(15) 0.0368(11) -0.101(2) 0.169(6) Uani 0.6 1 d D U P D 1
H5S H 0.3166 0.0607 -0.1541 0.203 Uiso 0.6 1 calc R U P D 1
C5S' C 0.3917(19) 0.0338(16) -0.011(4) 0.173(6) Uani 0.4 1 d D U P E 2
H5S' H 0.3325 0.0568 -0.0168 0.208 Uiso 0.4 1 calc R U P E 2
N6S N 0.7074(10) 0.4343(6) 0.0870(19) 0.124(5) Uani 0.5 1 d D U P F -1
H6S H 0.6948 0.3970 0.0544 0.149 Uiso 0.5 1 calc R U P F -1
C7S C 0.6439(13) 0.4798(6) 0.0206(19) 0.107(5) Uani 0.5 1 d D U P F -1
H7SA H 0.5792 0.4721 -0.0700 0.128 Uiso 0.5 1 calc R U P F -1
C8S C 0.6630(12) 0.5382(7) 0.071(2) 0.108(5) Uani 0.5 1 d D U P F -1
H8A H 0.6117 0.5684 0.0150 0.129 Uiso 0.5 1 calc R U P F -1
C9S C 0.7496(12) 0.5530(10) 0.194(2) 0.142(6) Uani 0.5 1 d D U P F -1
H9A H 0.7623 0.5935 0.2275 0.170 Uiso 0.5 1 calc R U P F -1
C10S C 0.8191(13) 0.5105(8) 0.271(2) 0.177(6) Uani 0.5 1 d D U P F -1
H10A H 0.8831 0.5186 0.3623 0.213 Uiso 0.5 1 calc R U P F -1
C11S C 0.7930(15) 0.4524(9) 0.210(2) 0.169(6) Uani 0.5 1 d D U P F -1
H11A H 0.8443 0.4220 0.2646 0.203 Uiso 0.5 1 calc R U P F -1
H3N H 0.827(4) 0.295(2) 0.134(6) 0.041(13) Uiso 1 1 d . . . . .
H2N H 0.533(5) 0.157(3) 0.325(6) 0.062(17) Uiso 1 1 d . . . . .
O1W O 0.3488(10) 0.0000 -0.3636(14) 0.064(3) Uiso 0.5 2 d S . P G 1
O1W" O 0.3852(19) 0.0000 -0.433(3) 0.063(5) Uiso 0.25 2 d S . P H 2
O1W' O 0.3505(19) 0.0000 -0.269(3) 0.063(5) Uiso 0.25 2 d S . P I 3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0020
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
H H 0.0000 0.0000
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
N N -0.0031 0.0040
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
O O -0.0041 0.0074
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Cl Cl 0.1408 0.1896
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Np Np -7.7000 4.7872
'XDISP Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
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
O2 Np1 O2 148.54(13) . 2_655
O2 Np1 O1 127.12(8) . .
O2 Np1 O1 76.78(9) 2_655 .
O2 Np1 O1 76.78(9) . 2_655
O2 Np1 O1 127.12(8) 2_655 2_655
O1 Np1 O1 92.56(14) . 2_655
O2 Np1 N1 133.44(9) . 2_655
O2 Np1 N1 63.87(8) 2_655 2_655
O1 Np1 N1 79.61(9) . 2_655
O1 Np1 N1 63.26(8) 2_655 2_655
O2 Np1 N1 63.88(8) . .
O2 Np1 N1 133.44(9) 2_655 .
O1 Np1 N1 63.26(8) . .
O1 Np1 N1 79.61(9) 2_655 .
N1 Np1 N1 125.75(13) 2_655 .
O2 Np1 Cl1 84.33(7) . .
O2 Np1 Cl1 74.13(6) 2_655 .
O1 Np1 Cl1 90.99(7) . .
O1 Np1 Cl1 158.68(6) 2_655 .
N1 Np1 Cl1 138.00(7) 2_655 .
N1 Np1 Cl1 83.27(7) . .
O2 Np1 Cl1 74.13(6) . 2_655
O2 Np1 Cl1 84.33(7) 2_655 2_655
O1 Np1 Cl1 158.68(6) . 2_655
O1 Np1 Cl1 90.99(7) 2_655 2_655
N1 Np1 Cl1 83.27(7) 2_655 2_655
N1 Np1 Cl1 138.00(7) . 2_655
Cl1 Np1 Cl1 93.30(5) . 2_655
C1 N1 C5 118.7(3) . .
C1 N1 Np1 121.1(2) . .
C5 N1 Np1 120.1(2) . .
N2 C1 N1 114.8(3) . .
N2 C1 C2 121.3(3) . .
N1 C1 C2 123.9(3) . .
C1 C2 C3 108.9(3) . .
C1 C2 H2A 109.9 . .
C3 C2 H2A 109.9 . .
C1 C2 H2B 109.9 . .
C3 C2 H2B 109.9 . .
H2A C2 H2B 108.3 . .
C4 C3 C2 109.8(3) . .
C4 C3 H3A 109.7 . .
C2 C3 H3A 109.7 . .
C4 C3 H3B 109.7 . .
C2 C3 H3B 109.7 . .
H3A C3 H3B 108.2 . .
C5 C4 C3 109.6(3) . .
C5 C4 H4A 109.8 . .
C3 C4 H4A 109.8 . .
C5 C4 H4B 109.8 . .
C3 C4 H4B 109.8 . .
H4A C4 H4B 108.2 . .
N3 C5 N1 114.7(3) . .
N3 C5 C4 121.6(3) . .
N1 C5 C4 123.8(3) . .
C1 N2 O1 118.8(3) . .
C1 N2 H2N 119(4) . .
O1 N2 H2N 121(4) . .
N2 O1 Np1 121.91(19) . .
C5 N3 O2 120.1(3) . .
C5 N3 H3N 123(3) . .
O2 N3 H3N 116(3) . .
N3 O2 Np1 121.21(19) . .
C2S C1S C3S 119.9(15) . 5_756
N2S C1S C3S 119.9(15) . 5_756
N2S C1S H1S 120.1 . .
C3S C1S H1S 120.1 5_756 .
C3S N2S C1S 117.9(16) . .
C3S C2S C1S 117.9(16) . .
C3S C2S H2S 121.1 . .
C1S C2S H2S 121.1 . .
C2S C3S C1S 122.3(17) . 5_756
N2S C3S C1S 122.3(17) . 5_756
N2S C3S H3S 118.9 . .
C1S C3S H3S 118.9 5_756 .
C5S' C4S C5S' 131(3) . 2_655
C5S' C4S H4S 114.6 . .
C5S' C4S H4S 114.6 2_655 .
C5S C5S H5S 124.0 6 .
C5S' C5S' C4S 114.6(16) 6 .
C5S' C5S' H5S' 122.7 6 .
C4S C5S' H5S' 122.7 . .
C7S N6S C11S 109.9(19) . .
C7S N6S H6S 125.0 . .
C11S N6S H6S 125.0 . .
N6S C7S C8S 125.4(18) . .
N6S C7S H7SA 117.3 . .
C8S C7S H7SA 117.3 . .
C9S C8S C7S 121.5(18) . .
C9S C8S H8A 119.3 . .
C7S C8S H8A 119.3 . .
C8S C9S C10S 118(2) . .
C8S C9S H9A 120.8 . .
C10S C9S H9A 120.8 . .
C9S C10S C11S 115.9(15) . .
C9S C10S H10A 122.0 . .
C11S C10S H10A 122.0 . .
N6S C11S C10S 128.9(19) . .
N6S C11S H11A 115.6 . .
C10S C11S H11A 115.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Np1 O2 2.350(2) .
Np1 O2 2.350(2) 2_655
Np1 O1 2.355(2) .
Np1 O1 2.355(2) 2_655
Np1 N1 2.454(3) 2_655
Np1 N1 2.454(3) .
Np1 Cl1 2.6879(9) .
Np1 Cl1 2.6879(9) 2_655
N1 C1 1.346(4) .
N1 C5 1.360(4) .
C1 N2 1.300(4) .
C1 C2 1.496(5) .
C2 C3 1.527(5) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.523(6) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C5 1.494(4) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 N3 1.290(4) .
N2 O1 1.368(4) .
N2 H2N 0.91(6) .
N3 O2 1.363(3) .
N3 H3N 0.91(5) .
C1S C2S 1.35(2) .
C1S N2S 1.35(2) .
C1S C3S 1.39(2) 5_756
C1S H1S 0.9500 .
N2S C3S 1.338(18) .
C2S C3S 1.338(18) .
C2S H2S 0.9500 .
C3S C1S 1.39(2) 5_756
C3S H3S 0.9500 .
C4S C5S' 1.610(18) .
C4S C5S' 1.611(18) 2_655
C4S C5S 1.613(17) 2_655
C4S H4S 0.9500 .
C5S C5S 1.64(5) 6
C5S H5S 0.9500 .
C5S' C5S' 1.51(7) 6
C5S' H5S' 0.9500 .
N6S C7S 1.305(16) .
N6S C11S 1.315(18) .
N6S H6S 0.8800 .
C7S C8S 1.377(19) .
C7S H7SA 0.9500 .
C8S C9S 1.30(2) .
C8S H8A 0.9500 .
C9S C10S 1.315(19) .
C9S H9A 0.9500 .
C10S C11S 1.41(2) .
C10S H10A 0.9500 .
C11S H11A 0.9500 .
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
C4 H4B Cl1 0.99 2.93 3.806(4) 148.6 8
N6S H6S N3 0.88 2.67 3.407(13) 142.1 .
N6S H6S O2 0.88 1.97 2.838(14) 166.7 .
C7S H7SA Cl1 0.95 2.90 3.626(17) 133.9 2_655
C8S H8A Cl1 0.95 2.74 3.658(17) 163.7 5_665
C10S H10A Cl2 0.95 2.75 3.487(17) 135.0 3
C11S H11A Cl2 0.95 2.52 3.40(2) 152.9 7_656
N3 H3N O1 0.91(5) 1.90(5) 2.790(3) 163(4) 8
N2 H2N Cl2 0.91(6) 2.20(6) 3.102(3) 171(5) .
