# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_pbarone_final_a
_database_code_depnum_ccdc_archive 'CCDC 1972624'
loop_
_audit_author_name
_audit_author_address
'Mikaela M. Pyrch'
;The University of Iowa
United States of America
;
_audit_update_record             
;
2019-12-17 deposited with the CCDC.	2020-04-15 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT242_pbarone_final_a     
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        Np1 Check
RESPONSE: checked for incorrect assignments to heavy Np center. All assigned properly and logically
;
_vrf_PLAT411_pbarone_final_a     
;
PROBLEM: Short Inter H...H Contact  H1A      ..H1A      .       2.12 Ang.
RESPONSE: effect of symmetry elements
;
# Added during the CSD deposition process: Tuesday 17 December 2019 08:24 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H40 Cl6 N4 Np O6'
_chemical_formula_weight         834.22

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'
Cl Cl 0.1484 0.1585 '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'
Np Np -11.4937 4.1493 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1938(8)
_cell_length_b                   9.3020(10)
_cell_length_c                   10.8819(11)
_cell_angle_alpha                92.223(4)
_cell_angle_beta                 113.075(3)
_cell_angle_gamma                113.397(4)
_cell_volume                     764.66(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9652
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      25.38

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_F_000             407
_exptl_transmission_factor_min   0.646300
_exptl_transmission_factor_max   0.745200
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    3.956
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18181
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.574
_diffrn_reflns_theta_max         25.379
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2786
_reflns_number_gt                2752
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0166P)²+0.1282P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2786
_refine_ls_number_parameters     155
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0189
_refine_ls_wR_factor_ref         0.0380
_refine_ls_wR_factor_gt          0.0377
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.000000 0.500000 0.500000 0.03285(6) Uani 1 2 d S . P . .
Cl1 Cl 0.17685(11) 0.77541(10) 0.69340(9) 0.0617(2) Uani 1 1 d . . . . .
Cl2 Cl 0.22319(11) 0.38952(10) 0.64691(8) 0.0591(2) Uani 1 1 d . . . . .
Cl3 Cl 0.76103(9) 0.98106(9) -0.01745(7) 0.04855(18) Uani 1 1 d . . . . .
O1 O 0.1305(3) 0.5839(2) 0.4155(2) 0.0524(5) Uani 1 1 d . . . . .
O2 O 0.2304(3) 0.5162(3) 0.1062(2) 0.0689(7) Uani 1 1 d . . . . .
O3 O 0.5919(3) 0.8515(3) 0.5113(2) 0.0671(6) Uani 1 1 d . . . . .
N1 N 0.4457(3) 0.7977(3) 0.0539(3) 0.0508(6) Uani 1 1 d . . . . .
H1 H 0.368303 0.833724 0.007996 0.070(11) Uiso 1 1 calc R . . . .
H2 H 0.551087 0.865474 0.061260 0.058(9) Uiso 1 1 calc R . . . .
N2 N 0.8730(3) 0.8763(3) 0.7553(3) 0.0558(7) Uani 1 1 d . . . . .
H3 H 0.970374 0.862965 0.795142 0.096(14) Uiso 1 1 calc R . . . .
H4 H 0.855204 0.915519 0.821109 0.109(16) Uiso 1 1 calc R . . . .
C1 C 0.3914(5) 0.6364(4) -0.0223(4) 0.0668(9) Uani 1 1 d . . . . .
H1A H 0.481316 0.601139 0.022724 0.080 Uiso 1 1 calc R U . . .
H1AB H 0.378681 0.640305 -0.114765 0.080 Uiso 1 1 calc R U . . .
C2 C 0.2192(5) 0.5202(5) -0.0277(4) 0.0735(10) Uani 1 1 d . . . . .
H2A H 0.127745 0.551145 -0.079483 0.088 Uiso 1 1 calc R U . . .
H2AB H 0.186097 0.413380 -0.074927 0.088 Uiso 1 1 calc R U . . .
C3 C 0.2777(5) 0.6705(4) 0.1776(4) 0.0647(9) Uani 1 1 d . . . . .
H3A H 0.281938 0.664672 0.267675 0.078 Uiso 1 1 calc R U . . .
H3AB H 0.188480 0.704791 0.127958 0.078 Uiso 1 1 calc R U . . .
C4 C 0.4553(5) 0.7922(4) 0.1932(3) 0.0583(8) Uani 1 1 d . . . . .
H4A H 0.484434 0.897405 0.240731 0.070 Uiso 1 1 calc R U . . .
H4AB H 0.546370 0.761527 0.246530 0.070 Uiso 1 1 calc R U . . .
C5 C 0.5638(4) 0.7442(4) 0.5972(4) 0.0658(9) Uani 1 1 d . . . . .
H5A H 0.465064 0.641186 0.541662 0.079 Uiso 1 1 calc R U . . .
H5AB H 0.532858 0.786121 0.661241 0.079 Uiso 1 1 calc R U . . .
C6 C 0.7214(5) 0.7201(4) 0.6747(3) 0.0577(8) Uani 1 1 d . . . . .
H6A H 0.699114 0.649704 0.735384 0.069 Uiso 1 1 calc R U . . .
H6AB H 0.747405 0.669686 0.611549 0.069 Uiso 1 1 calc R U . . .
C7 C 0.8983(5) 0.9923(4) 0.6668(4) 0.0717(10) Uani 1 1 d . . . . .
H7A H 0.990393 1.097720 0.723146 0.086 Uiso 1 1 calc R U . . .
H7AB H 0.934812 0.957766 0.603506 0.086 Uiso 1 1 calc R U . . .
C8 C 0.7313(5) 1.0020(4) 0.5893(4) 0.0720(10) Uani 1 1 d . . . . .
H8A H 0.701377 1.046059 0.652981 0.086 Uiso 1 1 calc R U . . .
H8AB H 0.747489 1.074590 0.528901 0.086 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Np1 O1 1.7526(18) 2_566 ?
Np1 O1 1.7526(18) . ?
Np1 Cl2 2.6558(8) 2_566 ?
Np1 Cl2 2.6558(8) . ?
Np1 Cl1 2.6884(8) 2_566 ?
Np1 Cl1 2.6884(8) . ?
O2 C3 1.417(4) . ?
O2 C2 1.423(4) . ?
O3 C8 1.398(4) . ?
O3 C5 1.412(4) . ?
N1 C1 1.474(4) . ?
N1 C4 1.489(4) . ?
N1 H1 0.8900 . ?
N1 H2 0.8900 . ?
N2 C6 1.469(4) . ?
N2 C7 1.485(4) . ?
N2 H3 0.8900 . ?
N2 H4 0.8900 . ?
C1 C2 1.498(5) . ?
C1 H1A 0.9700 . ?
C1 H1AB 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2AB 0.9700 . ?
C3 C4 1.508(5) . ?
C3 H3A 0.9700 . ?
C3 H3AB 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4AB 0.9700 . ?
C5 C6 1.475(5) . ?
C5 H5A 0.9700 . ?
C5 H5AB 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6AB 0.9700 . ?
C7 C8 1.475(5) . ?
C7 H7A 0.9700 . ?
C7 H7AB 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8AB 0.9700 . ?

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
O1 Np1 O1 180.0 2_566 . ?
O1 Np1 Cl2 90.65(7) 2_566 2_566 ?
O1 Np1 Cl2 89.35(7) . 2_566 ?
O1 Np1 Cl2 89.35(7) 2_566 . ?
O1 Np1 Cl2 90.65(7) . . ?
Cl2 Np1 Cl2 180.00(3) 2_566 . ?
O1 Np1 Cl1 91.05(7) 2_566 2_566 ?
O1 Np1 Cl1 88.95(7) . 2_566 ?
Cl2 Np1 Cl1 91.14(3) 2_566 2_566 ?
Cl2 Np1 Cl1 88.86(3) . 2_566 ?
O1 Np1 Cl1 88.95(7) 2_566 . ?
O1 Np1 Cl1 91.05(7) . . ?
Cl2 Np1 Cl1 88.86(3) 2_566 . ?
Cl2 Np1 Cl1 91.14(3) . . ?
Cl1 Np1 Cl1 180.00(3) 2_566 . ?
C3 O2 C2 110.7(2) . . ?
C8 O3 C5 110.3(3) . . ?
C1 N1 C4 110.5(2) . . ?
C1 N1 H1 109.5 . . ?
C4 N1 H1 109.5 . . ?
C1 N1 H2 109.5 . . ?
C4 N1 H2 109.5 . . ?
H1 N1 H2 108.1 . . ?
C6 N2 C7 110.9(2) . . ?
C6 N2 H3 109.5 . . ?
C7 N2 H3 109.5 . . ?
C6 N2 H4 109.5 . . ?
C7 N2 H4 109.5 . . ?
H3 N2 H4 108.0 . . ?
N1 C1 C2 109.6(3) . . ?
N1 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
N1 C1 H1AB 109.8 . . ?
C2 C1 H1AB 109.8 . . ?
H1A C1 H1AB 108.2 . . ?
O2 C2 C1 111.5(3) . . ?
O2 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
O2 C2 H2AB 109.3 . . ?
C1 C2 H2AB 109.3 . . ?
H2A C2 H2AB 108.0 . . ?
O2 C3 C4 111.2(3) . . ?
O2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
O2 C3 H3AB 109.4 . . ?
C4 C3 H3AB 109.4 . . ?
H3A C3 H3AB 108.0 . . ?
N1 C4 C3 108.3(3) . . ?
N1 C4 H4A 110.0 . . ?
C3 C4 H4A 110.0 . . ?
N1 C4 H4AB 110.0 . . ?
C3 C4 H4AB 110.0 . . ?
H4A C4 H4AB 108.4 . . ?
O3 C5 C6 112.1(3) . . ?
O3 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
O3 C5 H5AB 109.2 . . ?
C6 C5 H5AB 109.2 . . ?
H5A C5 H5AB 107.9 . . ?
N2 C6 C5 109.5(3) . . ?
N2 C6 H6A 109.8 . . ?
C5 C6 H6A 109.8 . . ?
N2 C6 H6AB 109.8 . . ?
C5 C6 H6AB 109.8 . . ?
H6A C6 H6AB 108.2 . . ?
C8 C7 N2 109.7(3) . . ?
C8 C7 H7A 109.7 . . ?
N2 C7 H7A 109.7 . . ?
C8 C7 H7AB 109.7 . . ?
N2 C7 H7AB 109.7 . . ?
H7A C7 H7AB 108.2 . . ?
O3 C8 C7 112.0(3) . . ?
O3 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
O3 C8 H8AB 109.2 . . ?
C7 C8 H8AB 109.2 . . ?
H8A C8 H8AB 107.9 . . ?

_refine_diff_density_max         0.351
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.073

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p21onn_new_a
_database_code_depnum_ccdc_archive 'CCDC 1972625'
loop_
_audit_author_name
_audit_author_address
'Mikaela M. Pyrch'
;The University of Iowa
United States of America
;
_audit_update_record             
;
2019-12-17 deposited with the CCDC.	2020-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H30 Cl4 N3 Np O5'
_chemical_formula_weight         675.19

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'
Cl Cl 0.1484 0.1585 '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'
Np Np -11.4937 4.1493 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.3582(4)
_cell_length_b                   20.4362(11)
_cell_length_c                   14.4158(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.690(2)
_cell_angle_gamma                90
_cell_volume                     2153.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    107(2)
_cell_measurement_reflns_used    9861
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      26.11

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   0.568100
_exptl_transmission_factor_max   0.745300
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    5.349
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      107(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69085
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.845
_diffrn_reflns_theta_max         26.115
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4254
_reflns_number_gt                4047
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0133P)²+0.8870P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4254
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0139
_refine_ls_R_factor_gt           0.0124
_refine_ls_wR_factor_ref         0.0296
_refine_ls_wR_factor_gt          0.0293
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_restrained_S_all      1.167
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000

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 0.47518(2) 0.72542(2) 0.34847(2) 0.00584(3) Uani 1 1 d . . . . .
Cl1 Cl 0.40588(7) 0.59292(2) 0.34103(3) 0.01278(9) Uani 1 1 d . . . . .
Cl2 Cl 0.48982(7) 0.72477(2) 0.54010(3) 0.01244(9) Uani 1 1 d . . . . .
Cl3 Cl 0.53969(6) 0.85765(2) 0.34724(3) 0.01214(9) Uani 1 1 d . . . . .
Cl4 Cl 0.47124(7) 0.72665(2) 0.15649(3) 0.01198(9) Uani 1 1 d . . . . .
O1 O 0.22648(18) 0.73625(6) 0.33244(9) 0.0106(3) Uani 1 1 d . . . . .
O2 O 0.72408(18) 0.71259(6) 0.36354(9) 0.0104(3) Uani 1 1 d . . . . .
O3 O -0.14181(19) 0.53656(7) 0.12766(10) 0.0193(3) Uani 1 1 d . . . . .
O4 O 0.05884(19) 0.96676(6) 0.37439(9) 0.0159(3) Uani 1 1 d . . . . .
O5 O 1.0788(2) 0.53755(7) 0.59692(10) 0.0189(3) Uani 1 1 d . . . . .
N1 N 0.0968(2) 0.64386(8) 0.17356(11) 0.0112(3) Uani 1 1 d . . . . .
H1 H 0.137326 0.683427 0.155586 0.022(6) Uiso 1 1 calc R . . . .
H2 H 0.158120 0.634051 0.230353 0.014(5) Uiso 1 1 calc R . . . .
N2 N -0.0238(2) 0.83174(8) 0.34601(10) 0.0108(3) Uani 1 1 d . . . . .
H2A H 0.016942 0.790182 0.339056 0.013 Uiso 1 1 calc R U . . .
H2AB H -0.148082 0.830606 0.341992 0.013 Uiso 1 1 calc R U . . .
N3 N 0.8785(2) 0.64846(8) 0.52223(11) 0.0111(3) Uani 1 1 d . . . . .
H3A H 0.815356 0.669099 0.472616 0.013 Uiso 1 1 calc R U . . .
H3AB H 0.879849 0.675093 0.572889 0.013 Uiso 1 1 calc R U . . .
C1 C -0.1033(3) 0.64830(9) 0.18220(14) 0.0138(4) Uani 1 1 d . . . . .
H1A H -0.168427 0.666886 0.124169 0.017 Uiso 1 1 calc R U . . .
H1AB H -0.123487 0.677674 0.234653 0.017 Uiso 1 1 calc R U . . .
C2 C -0.1783(3) 0.58099(10) 0.19931(14) 0.0174(4) Uani 1 1 d . . . . .
H2B H -0.121649 0.564415 0.260476 0.021 Uiso 1 1 calc R U . . .
H2BC H -0.312006 0.583898 0.201437 0.021 Uiso 1 1 calc R U . . .
C3 C 0.0511(3) 0.52939(10) 0.12731(14) 0.0159(4) Uani 1 1 d . . . . .
H3B H 0.075475 0.496006 0.080557 0.019 Uiso 1 1 calc R U . . .
H3BC H 0.106221 0.514014 0.189414 0.019 Uiso 1 1 calc R U . . .
C4 C 0.1381(3) 0.59310(9) 0.10452(13) 0.0129(4) Uani 1 1 d . . . . .
H4A H 0.272199 0.587412 0.106815 0.016 Uiso 1 1 calc R U . . .
H4AB H 0.089880 0.607183 0.040664 0.016 Uiso 1 1 calc R U . . .
C5 C 0.0522(3) 0.85746(10) 0.43947(13) 0.0148(4) Uani 1 1 d . . . . .
H5A H 0.187229 0.853432 0.447230 0.018 Uiso 1 1 calc R U . . .
H5AB H 0.004073 0.831582 0.489272 0.018 Uiso 1 1 calc R U . . .
C6 C -0.0013(3) 0.92849(9) 0.44760(13) 0.0152(4) Uani 1 1 d . . . . .
H6A H -0.136005 0.931802 0.445118 0.018 Uiso 1 1 calc R U . . .
H6AB H 0.053367 0.945912 0.508628 0.018 Uiso 1 1 calc R U . . .
C7 C -0.0245(3) 0.94381(9) 0.28604(13) 0.0137(4) Uani 1 1 d . . . . .
H7A H 0.012318 0.972121 0.235729 0.016 Uiso 1 1 calc R U . . .
H7AB H -0.159330 0.946016 0.284069 0.016 Uiso 1 1 calc R U . . .
C8 C 0.0331(3) 0.87387(9) 0.27026(13) 0.0121(4) Uani 1 1 d . . . . .
H8A H -0.024972 0.858218 0.208872 0.015 Uiso 1 1 calc R U . . .
H8AB H 0.167561 0.871687 0.270319 0.015 Uiso 1 1 calc R U . . .
C9 C 0.7850(3) 0.58559(9) 0.54060(14) 0.0146(4) Uani 1 1 d . . . . .
H9A H 0.771435 0.558298 0.483469 0.018 Uiso 1 1 calc R U . . .
H9AB H 0.661483 0.594650 0.558376 0.018 Uiso 1 1 calc R U . . .
C10 C 0.8982(3) 0.54972(10) 0.61877(14) 0.0180(4) Uani 1 1 d . . . . .
H10A H 0.904144 0.576112 0.676630 0.022 Uiso 1 1 calc R U . . .
H10B H 0.838320 0.507595 0.630374 0.022 Uiso 1 1 calc R U . . .
C11 C 1.1685(3) 0.59791(10) 0.58223(15) 0.0184(4) Uani 1 1 d . . . . .
H11A H 1.295080 0.588881 0.568871 0.022 Uiso 1 1 calc R U . . .
H11B H 1.175496 0.624516 0.639923 0.022 Uiso 1 1 calc R U . . .
C12 C 1.0695(3) 0.63621(11) 0.50230(14) 0.0183(4) Uani 1 1 d . . . . .
H12A H 1.132752 0.678323 0.495011 0.022 Uiso 1 1 calc R U . . .
H12B H 1.068618 0.611179 0.443449 0.022 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Np1 O1 1.8310(13) . ?
Np1 O2 1.8378(13) . ?
Np1 Cl3 2.7439(5) . ?
Np1 Cl2 2.7522(5) . ?
Np1 Cl1 2.7552(5) . ?
Np1 Cl4 2.7644(5) . ?
O3 C2 1.424(2) . ?
O3 C3 1.428(2) . ?
O4 C6 1.425(2) . ?
O4 C7 1.427(2) . ?
O5 C10 1.423(3) . ?
O5 C11 1.427(2) . ?
N1 C4 1.493(2) . ?
N1 C1 1.495(2) . ?
N1 H1 0.9100 . ?
N1 H2 0.9100 . ?
N2 C8 1.489(2) . ?
N2 C5 1.493(2) . ?
N2 H2A 0.9100 . ?
N2 H2AB 0.9100 . ?
N3 C12 1.488(2) . ?
N3 C9 1.496(2) . ?
N3 H3A 0.9100 . ?
N3 H3AB 0.9100 . ?
C1 C2 1.513(3) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 H2B 0.9900 . ?
C2 H2BC 0.9900 . ?
C3 C4 1.504(3) . ?
C3 H3B 0.9900 . ?
C3 H3BC 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 C6 1.512(3) . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C7 C8 1.516(3) . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 C10 1.511(3) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.509(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?

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
O1 Np1 O2 178.66(5) . . ?
O1 Np1 Cl3 92.94(4) . . ?
O2 Np1 Cl3 88.31(4) . . ?
O1 Np1 Cl2 92.81(4) . . ?
O2 Np1 Cl2 87.63(4) . . ?
Cl3 Np1 Cl2 91.416(13) . . ?
O1 Np1 Cl1 86.34(4) . . ?
O2 Np1 Cl1 92.39(4) . . ?
Cl3 Np1 Cl1 177.384(13) . . ?
Cl2 Np1 Cl1 91.130(13) . . ?
O1 Np1 Cl4 88.78(4) . . ?
O2 Np1 Cl4 90.79(4) . . ?
Cl3 Np1 Cl4 88.064(13) . . ?
Cl2 Np1 Cl4 178.351(14) . . ?
Cl1 Np1 Cl4 89.407(13) . . ?
C2 O3 C3 109.84(15) . . ?
C6 O4 C7 110.02(14) . . ?
C10 O5 C11 110.00(15) . . ?
C4 N1 C1 112.15(15) . . ?
C4 N1 H1 109.2 . . ?
C1 N1 H1 109.2 . . ?
C4 N1 H2 109.2 . . ?
C1 N1 H2 109.2 . . ?
H1 N1 H2 107.9 . . ?
C8 N2 C5 110.52(15) . . ?
C8 N2 H2A 109.5 . . ?
C5 N2 H2A 109.5 . . ?
C8 N2 H2AB 109.5 . . ?
C5 N2 H2AB 109.5 . . ?
H2A N2 H2AB 108.1 . . ?
C12 N3 C9 110.74(15) . . ?
C12 N3 H3A 109.5 . . ?
C9 N3 H3A 109.5 . . ?
C12 N3 H3AB 109.5 . . ?
C9 N3 H3AB 109.5 . . ?
H3A N3 H3AB 108.1 . . ?
N1 C1 C2 109.84(15) . . ?
N1 C1 H1A 109.7 . . ?
C2 C1 H1A 109.7 . . ?
N1 C1 H1AB 109.7 . . ?
C2 C1 H1AB 109.7 . . ?
H1A C1 H1AB 108.2 . . ?
O3 C2 C1 111.01(16) . . ?
O3 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
O3 C2 H2BC 109.4 . . ?
C1 C2 H2BC 109.4 . . ?
H2B C2 H2BC 108.0 . . ?
O3 C3 C4 111.15(16) . . ?
O3 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
O3 C3 H3BC 109.4 . . ?
C4 C3 H3BC 109.4 . . ?
H3B C3 H3BC 108.0 . . ?
N1 C4 C3 109.31(15) . . ?
N1 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
N1 C4 H4AB 109.8 . . ?
C3 C4 H4AB 109.8 . . ?
H4A C4 H4AB 108.3 . . ?
N2 C5 C6 109.54(15) . . ?
N2 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
N2 C5 H5AB 109.8 . . ?
C6 C5 H5AB 109.8 . . ?
H5A C5 H5AB 108.2 . . ?
O4 C6 C5 111.30(15) . . ?
O4 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
O4 C6 H6AB 109.4 . . ?
C5 C6 H6AB 109.4 . . ?
H6A C6 H6AB 108.0 . . ?
O4 C7 C8 110.19(15) . . ?
O4 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
O4 C7 H7AB 109.6 . . ?
C8 C7 H7AB 109.6 . . ?
H7A C7 H7AB 108.1 . . ?
N2 C8 C7 109.13(15) . . ?
N2 C8 H8A 109.9 . . ?
C7 C8 H8A 109.9 . . ?
N2 C8 H8AB 109.9 . . ?
C7 C8 H8AB 109.9 . . ?
H8A C8 H8AB 108.3 . . ?
N3 C9 C10 108.89(16) . . ?
N3 C9 H9A 109.9 . . ?
C10 C9 H9A 109.9 . . ?
N3 C9 H9AB 109.9 . . ?
C10 C9 H9AB 109.9 . . ?
H9A C9 H9AB 108.3 . . ?
O5 C10 C9 111.57(16) . . ?
O5 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
O5 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
O5 C11 C12 111.79(17) . . ?
O5 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
O5 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
N3 C12 C11 108.84(16) . . ?
N3 C12 H12A 109.9 . . ?
C11 C12 H12A 109.9 . . ?
N3 C12 H12B 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?

_refine_diff_density_max         0.349
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.088

