# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_ph16051
_database_code_depnum_ccdc_archive 'CCDC 1533033'
loop_
_audit_author_name
_audit_author_address
'Connor MacNeil'
;University of Lethbridge 
Canada
;
_audit_update_record             
;
2019-07-19 deposited with the CCDC.	2019-11-28 downloaded from the CCDC.
;
_audit_creation_date             2019-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        1,2-azidoaniline
_chemical_formula_moiety         'C6 H6 N4'
_chemical_formula_sum            'C6 H6 N4'
_chemical_formula_weight         134.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C6 H6 N4 '
_chemical_oxdiff_usercomment     'long red needles '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   20.3467(3)
_cell_length_b                   13.1849(3)
_cell_length_c                   4.90129(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1314.87(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5759
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      77.2310
_cell_measurement_theta_min      3.9960
_shelx_estimated_absorpt_T_max   0.864
_shelx_estimated_absorpt_T_min   0.834
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_preparation       'see SI'
_exptl_crystal_recrystallization_method 'see SI'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0116
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            6939
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.446
_diffrn_reflns_theta_min         3.995
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200/300K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00  28.00   0.50    0.50    --    4.52 -77.00 150.00  176
  2  ω      1.00  71.00   0.50    0.50    --    4.52  38.00 -90.00  140
  3  ω    101.00 170.00   0.50    0.50    --  105.46  45.00  30.00  138
  4  ω    101.00 170.00   0.50    0.50    --  105.46  45.00 -90.00  138
  5  ω     37.00 109.00   0.50    0.50    --  105.46 -94.00 -30.00  144
  6  ω     37.00 109.00   0.50    0.50    --  105.46 -94.00 120.00  144
  7  ω     94.00 171.00   0.50    0.50    --  105.46 125.00-150.00  154
  8  ω     82.00 170.00   0.50    0.50    --  105.46  77.00 150.00  176
  9  ω    -69.00  19.00   0.50    0.50    --   -4.52 -77.00 -30.00  176
 10  ω    -71.00  -1.00   0.50    0.50    --   -4.52 -38.00  60.00  140
 11  ω     92.00 168.00   0.50    0.50    --  105.46  61.00  90.00  152
 12  ω    102.00 145.00   0.50    0.50    --  105.46  30.00-150.00   86
 13  ω     97.00 174.00   0.50    0.50    --  105.46  15.00   0.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Pilatus 200/300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0060324000
_diffrn_orient_matrix_UB_12      -0.0458293000
_diffrn_orient_matrix_UB_13      -0.2880034000
_diffrn_orient_matrix_UB_21      -0.0753477000
_diffrn_orient_matrix_UB_22      0.0016617000
_diffrn_orient_matrix_UB_23      -0.0291607000
_diffrn_orient_matrix_UB_31      0.0037966000
_diffrn_orient_matrix_UB_32      0.1074945000
_diffrn_orient_matrix_UB_33      -0.1226314000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1319
_reflns_number_total             1371
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0042(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1371
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.061
_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)+(0.0510P)²+0.4525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.0943
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Uiso/Uaniso restraints and constraints
N2 \\sim N3: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
3.a Rotating group:
 N1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C3(H3), C6(H6), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
N1 N 0.70307(4) 0.35421(6) 0.27752(18) 0.0202(2) Uani 1 1 d . . . . .
H1A H 0.6775 0.3024 0.2869 0.024 Uiso 1 1 d GR . . . .
H1B H 0.7205 0.3571 0.1177 0.024 Uiso 1 1 d GR . . . .
N3 N 0.56537(4) 0.35140(6) 0.85077(19) 0.0213(2) Uani 1 1 d . U . . .
N2 N 0.60852(4) 0.35130(7) 0.67111(18) 0.0222(2) Uani 1 1 d . U . . .
N4 N 0.52784(5) 0.34100(7) 1.01916(19) 0.0273(3) Uani 1 1 d . . . . .
C1 C 0.66682(5) 0.44280(7) 0.3252(2) 0.0190(2) Uani 1 1 d . . . . .
C2 C 0.61860(5) 0.44519(8) 0.5299(2) 0.0195(2) Uani 1 1 d . . . . .
C4 C 0.59779(5) 0.62204(8) 0.4449(2) 0.0262(3) Uani 1 1 d . . . . .
H4 H 0.5748 0.6813 0.4830 0.031 Uiso 1 1 calc R . . . .
C3 C 0.58416(5) 0.53369(8) 0.5876(2) 0.0231(3) Uani 1 1 d . . . . .
H3 H 0.5519 0.5337 0.7221 0.028 Uiso 1 1 calc R . . . .
C6 C 0.67994(5) 0.53260(8) 0.1848(2) 0.0232(3) Uani 1 1 d . . . . .
H6 H 0.7119 0.5330 0.0490 0.028 Uiso 1 1 calc R . . . .
C5 C 0.64607(5) 0.62139(8) 0.2445(2) 0.0273(3) Uani 1 1 d . . . . .
H5 H 0.6558 0.6807 0.1498 0.033 Uiso 1 1 calc R . . . .


_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
N1 H1A 0.8604 . ?
N1 H1B 0.8606 . ?
N1 C1 1.4010(13) . ?
N3 N2 1.2436(12) . ?
N3 N4 1.1327(13) . ?
N2 C2 1.4331(13) . ?
C1 C2 1.4036(15) . ?
C1 C6 1.3952(15) . ?
C2 C3 1.3902(14) . ?
C4 H4 0.9300 . ?
C4 C3 1.3868(16) . ?
C4 C5 1.3891(17) . ?
C3 H3 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.3896(15) . ?
C5 H5 0.9300 . ?

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
H1A N1 H1B 109.4 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.4 . . ?
N4 N3 N2 172.66(10) . . ?
N3 N2 C2 116.24(8) . . ?
N1 C1 C2 120.39(9) . . ?
C6 C1 N1 121.63(9) . . ?
C6 C1 C2 117.85(9) . . ?
C1 C2 N2 115.20(9) . . ?
C3 C2 N2 123.69(9) . . ?
C3 C2 C1 121.11(10) . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.53(10) . . ?
C5 C4 H4 120.2 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.10(10) . . ?
C4 C3 H3 119.9 . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 121.08(10) . . ?
C5 C6 H6 119.5 . . ?
C4 C5 C6 120.32(10) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?

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
N1 C1 C2 N2 -2.44(13) . . . . ?
N1 C1 C2 C3 177.23(9) . . . . ?
N1 C1 C6 C5 -176.44(10) . . . . ?
N3 N2 C2 C1 -179.05(9) . . . . ?
N3 N2 C2 C3 1.29(15) . . . . ?
N2 C2 C3 C4 178.73(9) . . . . ?
C1 C2 C3 C4 -0.92(16) . . . . ?
C1 C6 C5 C4 -0.57(16) . . . . ?
C2 C1 C6 C5 -0.40(15) . . . . ?
C3 C4 C5 C6 0.81(16) . . . . ?
C6 C1 C2 N2 -178.53(9) . . . . ?
C6 C1 C2 C3 1.14(15) . . . . ?
C5 C4 C3 C2 -0.07(16) . . . . ?

_olex2_exptl_crystal_mounting_method 'MitiGen loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.233
_oxdiff_exptl_absorpt_empirical_full_min 0.832
####################################################################### 
# 
# 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_ph17008a
_database_code_depnum_ccdc_archive 'CCDC 1533034'
loop_
_audit_author_name
_audit_author_address
'Connor MacNeil'
;University of Lethbridge 
Canada
;
_audit_update_record             
;
2019-07-19 deposited with the CCDC.	2019-11-28 downloaded from the CCDC.
;
_audit_creation_date             2019-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        1,2-diazidobenzene
_chemical_formula_moiety         'C6 H4 N6'
_chemical_formula_sum            'C6 H4 N6'
_chemical_formula_weight         160.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C6 H4 N6'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.7390(4)
_cell_length_b                   20.3245(11)
_cell_length_c                   5.2307(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.700(5)
_cell_angle_gamma                90
_cell_volume                     712.88(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3724
_cell_measurement_temperature    100
_cell_measurement_theta_max      78.5150
_cell_measurement_theta_min      4.3150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.887
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_preparation       'diazotization of 1,2-azidoaniline'
_exptl_crystal_recrystallization_method 'from melt'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            7702
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.300
_diffrn_reflns_theta_min         6.602
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200/300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  31.00   0.50    2.20    --  -38.50  19.00  90.00  150
  2  ω    -50.00  25.00   0.50    2.20    --  -38.50  57.00-180.00  150
  3  ω     46.00 116.00   0.50    2.20    --   49.97  38.00-120.00  140
  4  ω     46.00 116.00   0.50    2.20    --   49.97  38.00 -60.00  140
  5  ω     23.00 101.00   0.50    2.20    --   49.97-125.00   0.00  156
  6  ω     42.00 109.00   0.50    8.81    --  111.00 -94.00-120.00  134
  7  ω     41.00 116.00   0.50    8.81    --  111.00-111.00  90.00  150
  8  ω    103.00 178.00   0.50    8.81    --  111.00  15.00   0.00  150
  9  ω     43.00 115.00   0.50    8.81    --  111.00 -30.00  60.00  144
 10  ω     46.00 116.00   0.50    8.81    --  111.00 -45.00   0.00  140
 11  ω     42.00 109.00   0.50    8.81    --  111.00 -94.00 -90.00  134
 12  ω     48.00 124.00   0.50    8.81    --  111.00 -61.00-150.00  152
 13  ω    107.00 178.00   0.50    8.81    --  111.00  30.00  30.00  142
 14  ω     42.00 109.00   0.50    8.81    --  111.00 -94.00   0.00  134
 15  ω     43.00 115.00   0.50    8.81    --  111.00 -30.00-120.00  144
 16  ω     41.00 116.00   0.50    8.81    --  111.00-111.00 -30.00  150
 17  ω     42.00 119.00   0.50    8.81    --  111.00 -15.00-180.00  154
 18  ω     48.00 124.00   0.50    8.81    --  111.00 -61.00 -60.00  152
 19  ω     27.00 115.00   0.50    2.20    --   49.97  77.00 120.00  176
 20  ω     27.00 115.00   0.50    2.20    --   49.97  77.00 -60.00  176
 21  ω     38.00 113.00   0.50    2.20    --   49.97  57.00-180.00  150
 22  ω     27.00 115.00   0.50    2.20    --   49.97  77.00  30.00  176
 23  ω    107.00 132.00   0.50    8.81    --  111.00  30.00 150.00   50
 24  ω    103.00 178.00   0.50    8.81    --  111.00  15.00-120.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Pilatus 200/300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0764465000
_diffrn_orient_matrix_UB_12      -0.0560379000
_diffrn_orient_matrix_UB_13      -0.1627978000
_diffrn_orient_matrix_UB_21      0.0301423000
_diffrn_orient_matrix_UB_22      0.0493424000
_diffrn_orient_matrix_UB_23      -0.2163203000
_diffrn_orient_matrix_UB_31      0.2144624000
_diffrn_orient_matrix_UB_32      0.0130892000
_diffrn_orient_matrix_UB_33      0.1197851000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1296
_reflns_number_total             1543
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     77.17
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1543
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0552
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1010P)²+0.1190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1445
_refine_ls_wR_factor_ref         0.1537
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
C1 C 0.6532(2) 0.58821(7) 0.5109(3) 0.0323(4) Uani 1 1 d . . . . .
C2 C 0.6677(2) 0.63282(8) 0.3100(3) 0.0324(4) Uani 1 1 d . . . . .
C3 C 0.5149(3) 0.67782(8) 0.2465(3) 0.0350(4) Uani 1 1 d . . . . .
H3 H 0.5256 0.7086 0.1118 0.042 Uiso 1 1 calc R . . . .
C4 C 0.3467(3) 0.67770(8) 0.3805(3) 0.0379(4) Uani 1 1 d . . . . .
H4 H 0.2420 0.7082 0.3366 0.045 Uiso 1 1 calc R . . . .
C5 C 0.3318(3) 0.63298(9) 0.5786(3) 0.0390(4) Uani 1 1 d . . . . .
H5 H 0.2166 0.6328 0.6694 0.047 Uiso 1 1 calc R . . . .
C6 C 0.4845(2) 0.58869(8) 0.6438(3) 0.0360(4) Uani 1 1 d . . . . .
H6 H 0.4741 0.5584 0.7803 0.043 Uiso 1 1 calc R . . . .
N1 N 0.8187(2) 0.54509(7) 0.5665(3) 0.0373(4) Uani 1 1 d . . . . .
N2 N 0.8016(2) 0.50552(7) 0.7454(3) 0.0352(4) Uani 1 1 d . . . . .
N3 N 0.8033(2) 0.46764(7) 0.9033(3) 0.0399(4) Uani 1 1 d . . . . .
N4 N 0.8438(2) 0.62855(7) 0.1816(3) 0.0384(4) Uani 1 1 d . . . . .
N5 N 0.8657(2) 0.67033(7) 0.0133(3) 0.0354(4) Uani 1 1 d . . . . .
N6 N 0.9063(3) 0.70451(8) -0.1440(3) 0.0422(4) Uani 1 1 d . . . . .


_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
C1 C2 1.398(2) . ?
C1 C6 1.390(2) . ?
C1 N1 1.426(2) . ?
C2 C3 1.393(2) . ?
C2 N4 1.423(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(2) . ?
C6 H6 0.9500 . ?
N1 N2 1.2476(19) . ?
N2 N3 1.129(2) . ?
N4 N5 1.2425(19) . ?
N5 N6 1.131(2) . ?

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
C2 C1 N1 116.10(14) . . ?
C6 C1 C2 119.56(15) . . ?
C6 C1 N1 124.34(15) . . ?
C1 C2 N4 116.04(14) . . ?
C3 C2 C1 119.97(15) . . ?
C3 C2 N4 123.99(15) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.94(16) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.00(15) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.15(16) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.39(16) . . ?
C5 C6 H6 119.8 . . ?
N2 N1 C1 114.85(13) . . ?
N3 N2 N1 173.55(16) . . ?
N5 N4 C2 117.14(14) . . ?
N6 N5 N4 171.74(17) . . ?

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
C1 C2 C3 C4 -0.9(2) . . . . ?
C1 C2 N4 N5 -175.65(14) . . . . ?
C2 C1 C6 C5 0.0(2) . . . . ?
C2 C1 N1 N2 -179.58(13) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C3 C2 N4 N5 4.4(2) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C6 C1 C2 C3 0.7(2) . . . . ?
C6 C1 C2 N4 -179.22(14) . . . . ?
C6 C1 N1 N2 1.2(2) . . . . ?
N1 C1 C2 C3 -178.48(14) . . . . ?
N1 C1 C2 N4 1.6(2) . . . . ?
N1 C1 C6 C5 179.13(15) . . . . ?
N4 C2 C3 C4 179.03(15) . . . . ?

_olex2_exptl_crystal_mounting_method 'MitiGen loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.900
_oxdiff_exptl_absorpt_empirical_full_min 0.375
####################################################################### 
# 
# 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_ph17084b
_database_code_depnum_ccdc_archive 'CCDC 1942135'
loop_
_audit_author_name
_audit_author_address
'Connor MacNeil'
;University of Lethbridge 
Canada
;
_audit_update_record             
;
2019-07-19 deposited with the CCDC.	2019-11-28 downloaded from the CCDC.
;
_audit_creation_date             2019-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        PN3PNUCl2
_chemical_formula_moiety         'C42 H32 Cl2 N4 O2 P2 U'
_chemical_formula_sum            'C42 H32 Cl2 N4 O2 P2 U'
_chemical_formula_weight         995.58
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   20.8270(3)
_cell_length_b                   11.8420(2)
_cell_length_c                   15.7786(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3891.53(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9807
_cell_measurement_temperature    100.3(8)
_cell_measurement_theta_max      29.02
_cell_measurement_theta_min      2.16
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.333
_exptl_absorpt_coefficient_mu    14.116
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1936
_exptl_crystal_preparation       TD
_exptl_crystal_recrystallization_method benzene
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20838
_diffrn_reflns_point_group_measured_fraction_full 0.949
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        66.995
_diffrn_reflns_theta_max         66.995
_diffrn_reflns_theta_min         3.733
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200/300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00  25.00   0.50    2.33    --  -38.50  57.00-180.00  150
  2  ω   -105.00 -35.00   0.50    2.33    --  -38.50 -37.00  30.00  140
  3  ω    105.00 175.00   0.50    9.31    --  111.00  50.00-150.00  140
  4  ω     41.00 116.00   0.50    9.31    --  111.00-111.00  30.00  150
  5  ω    105.00 175.00   0.50    9.31    --  111.00  50.00 120.00  140
  6  ω     47.00 130.00   0.50    9.31    --  111.00 -72.00 128.00  166
  7  ω    108.00 178.00   0.50    9.31    --  111.00  37.00 150.00  140
  8  ω    105.00 175.00   0.50    9.31    --  111.00  50.00-120.00  140
  9  ω     26.00 114.00   0.50    2.33    --   49.06  77.00-150.00  176
 10  ω     38.00 112.00   0.50    2.33    --   49.06  55.00 117.00  148
 11  ω    101.00 178.00   0.50    9.31    --  111.00  12.00   0.00  154
 12  ω    107.00 149.00   0.50    9.31    --  111.00  25.00 -60.00   84
 13  ω     88.00 176.00   0.50    9.31    --  111.00  77.00  60.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.824
_reflns_Friedel_fraction_full    0.893
_reflns_Friedel_fraction_max     0.893
_reflns_number_gt                5991
_reflns_number_total             6585
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.762
_refine_diff_density_min         -1.627
_refine_diff_density_rms         0.125
_refine_ls_abs_structure_details 
;
 Flack x determined using 2413 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.041(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         6585
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      0.999
_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)+(0.0456P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0817
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained planarity
 C13, C14, C15, C16, C17, C18
 with sigma of 0.1
 C9, C10, C11, C12, C7, C8
 with sigma of 0.1
 C23, C22, C21, C20, C19, C24
 with sigma of 0.1
 C26, C25, C30, C29, C28, C27
 with sigma of 0.1
 C37, C38, C39, C40, C41, C42
 with sigma of 0.1
 C31, C32, C33, C34, C35, C36
 with sigma of 0.1
3.a Aromatic/amide H refined with riding coordinates:
 C35(H35), C5(H5), C29(H29), C17(H17), C27(H27), C39(H39), C15(H15), C11(H11),
 C21(H21), C8(H8), C18(H18), C30(H30), C2(H2), C32(H32), C16(H16), C34(H34),
 C36(H36), C4(H4), C38(H38), C14(H14), C40(H40), C33(H33), C42(H42), C28(H28),
 C20(H20), C3(H3), C22(H22), C12(H12), C9(H9), C23(H23), C10(H10), C41(H41)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
U1 U 0.43965(2) 0.22694(2) 0.46811(3) 0.01870(10) Uani 1 1 d . . . . .
Cl1 Cl 0.40217(15) 0.3169(3) 0.32587(18) 0.0400(7) Uani 1 1 d . . . . .
Cl2 Cl 0.45907(12) 0.1632(2) 0.62635(16) 0.0274(5) Uani 1 1 d . . . . .
P1 P 0.29291(10) 0.0532(2) 0.45329(15) 0.0186(6) Uani 1 1 d . . . . .
P2 P 0.52704(11) 0.4859(2) 0.54672(16) 0.0208(5) Uani 1 1 d . . . . .
O1 O 0.4351(3) 0.0577(6) 0.4120(5) 0.0220(15) Uani 1 1 d . . . . .
O2 O 0.5422(3) 0.2639(6) 0.4471(4) 0.0249(18) Uani 1 1 d . . . . .
N1 N 0.3246(4) 0.1648(7) 0.4954(4) 0.0185(17) Uani 1 1 d . . . . .
N2 N 0.4602(4) 0.4257(7) 0.5155(6) 0.0238(18) Uani 1 1 d . . . . .
N3 N 0.4075(4) 0.4360(7) 0.5664(5) 0.0226(18) Uani 1 1 d . . . . .
N4 N 0.3686(4) 0.3616(7) 0.5380(5) 0.0227(17) Uani 1 1 d . . . . .
C35 C 0.6409(6) 0.3538(10) 0.7305(8) 0.035(3) Uani 1 1 d . . . . .
H35 H 0.6840 0.3284 0.7356 0.042 Uiso 1 1 calc R . . . .
C5 C 0.2960(5) -0.0314(9) 0.2894(7) 0.023(2) Uani 1 1 d . . . . .
H5 H 0.2506 -0.0337 0.2935 0.028 Uiso 1 1 calc R . . . .
C19 C 0.2899(5) 0.2220(8) 0.5591(7) 0.022(2) Uani 1 1 d . . . . .
C29 C 0.6822(6) 0.3954(11) 0.3551(8) 0.038(3) Uani 1 1 d . . . . .
H29 H 0.7151 0.3759 0.3160 0.046 Uiso 1 1 calc R . . . .
C17 C 0.3389(5) -0.1491(10) 0.6518(8) 0.033(3) Uani 1 1 d . . . . .
H17 H 0.3599 -0.1404 0.7048 0.040 Uiso 1 1 calc R . . . .
C27 C 0.6317(5) 0.5306(10) 0.4477(7) 0.035(3) Uani 1 1 d . . . . .
H27 H 0.6295 0.6034 0.4727 0.042 Uiso 1 1 calc R . . . .
C39 C 0.4613(5) 0.8021(11) 0.5103(8) 0.036(3) Uani 1 1 d . . . . .
H39 H 0.4307 0.8388 0.4752 0.043 Uiso 1 1 calc R . . . .
C15 C 0.2865(6) -0.2690(10) 0.5488(9) 0.036(3) Uani 1 1 d . . . . .
H15 H 0.2714 -0.3414 0.5321 0.043 Uiso 1 1 calc R . . . .
C11 C 0.0987(5) 0.0370(12) 0.4091(9) 0.043(3) Uani 1 1 d . . . . .
H11 H 0.0627 -0.0084 0.4234 0.052 Uiso 1 1 calc R . . . .
C6 C 0.3311(4) 0.0130(9) 0.3557(6) 0.0169(18) Uani 1 1 d . . . . .
C25 C 0.5848(5) 0.3422(9) 0.4299(7) 0.025(2) Uani 1 1 d . . . . .
C37 C 0.5159(4) 0.6341(10) 0.5569(7) 0.028(2) Uani 1 1 d . . . . .
C1 C 0.3993(4) 0.0143(8) 0.3500(7) 0.0201(19) Uani 1 1 d . . . . .
C31 C 0.5573(5) 0.4327(9) 0.6457(7) 0.027(2) Uani 1 1 d . . . . .
C21 C 0.2089(5) 0.2464(10) 0.6687(7) 0.030(2) Uani 1 1 d . . . . .
H21 H 0.1737 0.2158 0.6993 0.036 Uiso 1 1 calc R . . . .
C8 C 0.2025(5) 0.1728(9) 0.3675(7) 0.026(2) Uani 1 1 d . . . . .
H8 H 0.2379 0.2199 0.3536 0.031 Uiso 1 1 calc R . . . .
C18 C 0.3290(5) -0.0567(10) 0.6002(7) 0.024(2) Uani 1 1 d . . . . .
H18 H 0.3432 0.0157 0.6182 0.028 Uiso 1 1 calc R . . . .
C30 C 0.6361(5) 0.3187(10) 0.3740(7) 0.030(2) Uani 1 1 d . . . . .
H30 H 0.6383 0.2461 0.3485 0.036 Uiso 1 1 calc R . . . .
C2 C 0.4275(5) -0.0262(9) 0.2760(7) 0.023(2) Uani 1 1 d . . . . .
H2 H 0.4729 -0.0229 0.2697 0.028 Uiso 1 1 calc R . . . .
C32 C 0.5170(5) 0.4307(11) 0.7146(8) 0.038(3) Uani 1 1 d . . . . .
H32 H 0.4743 0.4583 0.7098 0.045 Uiso 1 1 calc R . . . .
C16 C 0.3178(6) -0.2558(10) 0.6256(9) 0.036(3) Uani 1 1 d . . . . .
H16 H 0.3249 -0.3197 0.6608 0.043 Uiso 1 1 calc R . . . .
C34 C 0.6021(6) 0.3488(11) 0.7989(9) 0.040(3) Uani 1 1 d . . . . .
H34 H 0.6172 0.3192 0.8511 0.048 Uiso 1 1 calc R . . . .
C7 C 0.2111(4) 0.0785(9) 0.4218(7) 0.022(2) Uani 1 1 d . . . . .
C36 C 0.6196(5) 0.3953(9) 0.6526(7) 0.028(2) Uani 1 1 d . . . . .
H36 H 0.6476 0.3977 0.6051 0.033 Uiso 1 1 calc R . . . .
C4 C 0.3249(5) -0.0722(9) 0.2181(7) 0.027(2) Uani 1 1 d . . . . .
H4 H 0.2995 -0.1013 0.1732 0.032 Uiso 1 1 calc R . . . .
C38 C 0.4697(5) 0.6878(10) 0.5055(7) 0.030(2) Uani 1 1 d . . . . .
H38 H 0.4444 0.6444 0.4675 0.036 Uiso 1 1 calc R . . . .
C14 C 0.2773(5) -0.1763(10) 0.4961(7) 0.030(2) Uani 1 1 d . . . . .
H14 H 0.2569 -0.1853 0.4427 0.036 Uiso 1 1 calc R . . . .
C40 C 0.4978(5) 0.8632(10) 0.5665(9) 0.039(3) Uani 1 1 d . . . . .
H40 H 0.4919 0.9426 0.5703 0.046 Uiso 1 1 calc R . . . .
C33 C 0.5388(7) 0.3885(13) 0.7909(9) 0.050(4) Uani 1 1 d . . . . .
H33 H 0.5107 0.3862 0.8384 0.061 Uiso 1 1 calc R . . . .
C42 C 0.5513(6) 0.6982(11) 0.6124(10) 0.042(3) Uani 1 1 d . . . . .
H42 H 0.5823 0.6630 0.6477 0.050 Uiso 1 1 calc R . . . .
C28 C 0.6823(6) 0.5041(11) 0.3926(9) 0.043(3) Uani 1 1 d . . . . .
H28 H 0.7154 0.5571 0.3809 0.052 Uiso 1 1 calc R . . . .
C20 C 0.2375(5) 0.1822(10) 0.6059(6) 0.024(2) Uani 1 1 d . . . . .
H20 H 0.2211 0.1090 0.5942 0.029 Uiso 1 1 calc R . . . .
C3 C 0.3904(5) -0.0712(9) 0.2111(7) 0.025(2) Uani 1 1 d . . . . .
H3 H 0.4105 -0.1013 0.1620 0.030 Uiso 1 1 calc R . . . .
C22 C 0.2302(5) 0.3542(9) 0.6882(7) 0.028(2) Uani 1 1 d . . . . .
H22 H 0.2092 0.3971 0.7309 0.033 Uiso 1 1 calc R . . . .
C12 C 0.1582(5) 0.0113(9) 0.4426(7) 0.028(2) Uani 1 1 d . . . . .
H12 H 0.1632 -0.0515 0.4794 0.033 Uiso 1 1 calc R . . . .
C24 C 0.3124(5) 0.3316(9) 0.5817(7) 0.024(2) Uani 1 1 d . . . . .
C13 C 0.2987(4) -0.0675(9) 0.5228(7) 0.025(2) Uani 1 1 d . . . . .
C26 C 0.5847(4) 0.4513(8) 0.4658(9) 0.0266(18) Uani 1 1 d . . . . .
C9 C 0.1424(5) 0.1955(11) 0.3349(8) 0.035(3) Uani 1 1 d . . . . .
H9 H 0.1367 0.2583 0.2982 0.042 Uiso 1 1 calc R . . . .
C23 C 0.2828(5) 0.3995(9) 0.6446(7) 0.028(2) Uani 1 1 d . . . . .
H23 H 0.2981 0.4733 0.6567 0.034 Uiso 1 1 calc R . . . .
C10 C 0.0909(5) 0.1288(12) 0.3548(8) 0.042(3) Uani 1 1 d . . . . .
H10 H 0.0498 0.1450 0.3317 0.051 Uiso 1 1 calc R . . . .
C41 C 0.5422(7) 0.8118(12) 0.6171(11) 0.050(4) Uani 1 1 d . . . . .
H41 H 0.5669 0.8555 0.6557 0.060 Uiso 1 1 calc R . . . .


_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
U1 Cl1 2.604(3) . ?
U1 Cl2 2.640(2) . ?
U1 O1 2.193(7) . ?
U1 O2 2.205(6) . ?
U1 N1 2.544(8) . ?
U1 N2 2.507(8) . ?
U1 N3 2.998(9) . ?
U1 N4 2.438(8) . ?
P1 N1 1.620(8) . ?
P1 C6 1.797(10) . ?
P1 C7 1.800(10) . ?
P1 C13 1.805(11) . ?
P2 N2 1.640(8) . ?
P2 C37 1.777(12) . ?
P2 C31 1.799(11) . ?
P2 C26 1.800(13) . ?
O1 C1 1.333(12) . ?
O2 C25 1.312(13) . ?
N1 C19 1.411(13) . ?
N2 N3 1.366(13) . ?
N3 N4 1.278(12) . ?
N4 C24 1.405(13) . ?
C35 H35 0.9500 . ?
C35 C34 1.349(19) . ?
C35 C36 1.397(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(15) . ?
C5 C4 1.363(15) . ?
C19 C20 1.400(15) . ?
C19 C24 1.424(15) . ?
C29 H29 0.9500 . ?
C29 C30 1.355(17) . ?
C29 C28 1.417(18) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(16) . ?
C17 C16 1.401(18) . ?
C27 H27 0.9500 . ?
C27 C28 1.402(17) . ?
C27 C26 1.386(15) . ?
C39 H39 0.9500 . ?
C39 C38 1.368(17) . ?
C39 C40 1.373(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.38(2) . ?
C15 C14 1.391(17) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(16) . ?
C11 C10 1.39(2) . ?
C6 C1 1.424(12) . ?
C25 C30 1.413(15) . ?
C25 C26 1.411(15) . ?
C37 C38 1.408(16) . ?
C37 C42 1.373(17) . ?
C1 C2 1.393(15) . ?
C31 C32 1.373(17) . ?
C31 C36 1.375(15) . ?
C21 H21 0.9500 . ?
C21 C20 1.383(16) . ?
C21 C22 1.385(16) . ?
C8 H8 0.9500 . ?
C8 C7 1.419(16) . ?
C8 C9 1.380(15) . ?
C18 H18 0.9500 . ?
C18 C13 1.380(16) . ?
C30 H30 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.389(15) . ?
C32 H32 0.9500 . ?
C32 C33 1.380(19) . ?
C16 H16 0.9500 . ?
C34 H34 0.9500 . ?
C34 C33 1.406(19) . ?
C7 C12 1.397(14) . ?
C36 H36 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.369(14) . ?
C38 H38 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.427(16) . ?
C40 H40 0.9500 . ?
C40 C41 1.37(2) . ?
C33 H33 0.9500 . ?
C42 H42 0.9500 . ?
C42 C41 1.360(18) . ?
C28 H28 0.9500 . ?
C20 H20 0.9500 . ?
C3 H3 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.400(16) . ?
C12 H12 0.9500 . ?
C24 C23 1.419(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.369(18) . ?
C23 H23 0.9500 . ?
C10 H10 0.9500 . ?
C41 H41 0.9500 . ?

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
Cl1 U1 Cl2 168.01(9) . . ?
Cl1 U1 N3 92.36(17) . . ?
Cl2 U1 N3 77.35(17) . . ?
O1 U1 Cl1 90.7(2) . . ?
O1 U1 Cl2 97.3(2) . . ?
O1 U1 O2 99.4(2) . . ?
O1 U1 N1 76.3(2) . . ?
O1 U1 N2 170.4(3) . . ?
O1 U1 N3 162.6(2) . . ?
O1 U1 N4 138.9(2) . . ?
O2 U1 Cl1 94.5(2) . . ?
O2 U1 Cl2 92.92(19) . . ?
O2 U1 N1 174.5(3) . . ?
O2 U1 N2 72.1(3) . . ?
O2 U1 N3 97.5(2) . . ?
O2 U1 N4 121.7(3) . . ?
N1 U1 Cl1 88.98(18) . . ?
N1 U1 Cl2 84.33(17) . . ?
N1 U1 N3 86.6(2) . . ?
N2 U1 Cl1 85.6(2) . . ?
N2 U1 Cl2 87.7(2) . . ?
N2 U1 N1 112.5(3) . . ?
N2 U1 N3 26.9(3) . . ?
N4 U1 Cl1 86.6(2) . . ?
N4 U1 Cl2 81.5(2) . . ?
N4 U1 N1 62.7(3) . . ?
N4 U1 N2 49.8(3) . . ?
N4 U1 N3 24.5(2) . . ?
N1 P1 C6 112.8(4) . . ?
N1 P1 C7 111.3(4) . . ?
N1 P1 C13 111.7(4) . . ?
C6 P1 C7 103.1(4) . . ?
C6 P1 C13 106.3(5) . . ?
C7 P1 C13 111.3(5) . . ?
N2 P2 C37 110.2(5) . . ?
N2 P2 C31 113.9(5) . . ?
N2 P2 C26 104.7(5) . . ?
C37 P2 C31 108.3(5) . . ?
C37 P2 C26 112.1(5) . . ?
C31 P2 C26 107.6(5) . . ?
C1 O1 U1 132.3(6) . . ?
C25 O2 U1 145.8(6) . . ?
P1 N1 U1 123.4(4) . . ?
C19 N1 U1 117.6(6) . . ?
C19 N1 P1 118.4(7) . . ?
P2 N2 U1 130.0(5) . . ?
N3 N2 U1 97.0(5) . . ?
N3 N2 P2 117.8(7) . . ?
N2 N3 U1 56.1(5) . . ?
N4 N3 U1 52.4(5) . . ?
N4 N3 N2 103.9(8) . . ?
N3 N4 U1 103.1(6) . . ?
N3 N4 C24 122.0(9) . . ?
C24 N4 U1 124.2(7) . . ?
C34 C35 H35 119.1 . . ?
C34 C35 C36 121.9(11) . . ?
C36 C35 H35 119.1 . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.8(9) . . ?
N1 C19 C24 116.6(9) . . ?
C20 C19 N1 127.8(9) . . ?
C20 C19 C24 115.6(9) . . ?
C30 C29 H29 119.4 . . ?
C30 C29 C28 121.2(11) . . ?
C28 C29 H29 119.4 . . ?
C18 C17 H17 120.2 . . ?
C18 C17 C16 119.7(12) . . ?
C16 C17 H17 120.2 . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.5(11) . . ?
C38 C39 H39 120.5 . . ?
C38 C39 C40 119.1(11) . . ?
C40 C39 H39 120.5 . . ?
C16 C15 H15 120.0 . . ?
C16 C15 C14 120.0(11) . . ?
C14 C15 H15 120.0 . . ?
C12 C11 H11 119.6 . . ?
C12 C11 C10 120.8(11) . . ?
C10 C11 H11 119.6 . . ?
C5 C6 P1 121.2(7) . . ?
C5 C6 C1 118.9(9) . . ?
C1 C6 P1 119.5(7) . . ?
O2 C25 C30 120.1(9) . . ?
O2 C25 C26 124.3(9) . . ?
C26 C25 C30 115.6(10) . . ?
C38 C37 P2 118.9(8) . . ?
C42 C37 P2 122.2(9) . . ?
C42 C37 C38 118.9(11) . . ?
O1 C1 C6 121.0(9) . . ?
O1 C1 C2 120.8(8) . . ?
C2 C1 C6 118.1(9) . . ?
C32 C31 P2 118.7(8) . . ?
C32 C31 C36 120.6(11) . . ?
C36 C31 P2 120.7(9) . . ?
C20 C21 H21 119.1 . . ?
C20 C21 C22 121.9(10) . . ?
C22 C21 H21 119.1 . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C9 C8 C7 119.5(10) . . ?
C17 C18 H18 119.4 . . ?
C13 C18 C17 121.1(11) . . ?
C13 C18 H18 119.4 . . ?
C29 C30 C25 122.8(11) . . ?
C29 C30 H30 118.6 . . ?
C25 C30 H30 118.6 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.0(9) . . ?
C3 C2 H2 119.5 . . ?
C31 C32 H32 120.1 . . ?
C31 C32 C33 119.7(11) . . ?
C33 C32 H32 120.1 . . ?
C17 C16 H16 119.7 . . ?
C15 C16 C17 120.5(12) . . ?
C15 C16 H16 119.7 . . ?
C35 C34 H34 120.8 . . ?
C35 C34 C33 118.5(12) . . ?
C33 C34 H34 120.8 . . ?
C8 C7 P1 114.7(7) . . ?
C12 C7 P1 125.9(9) . . ?
C12 C7 C8 119.4(9) . . ?
C35 C36 H36 120.6 . . ?
C31 C36 C35 118.8(11) . . ?
C31 C36 H36 120.6 . . ?
C5 C4 H4 119.9 . . ?
C5 C4 C3 120.2(10) . . ?
C3 C4 H4 119.9 . . ?
C39 C38 C37 120.2(11) . . ?
C39 C38 H38 119.9 . . ?
C37 C38 H38 119.9 . . ?
C15 C14 H14 120.2 . . ?
C15 C14 C13 119.5(11) . . ?
C13 C14 H14 120.2 . . ?
C39 C40 H40 119.4 . . ?
C41 C40 C39 121.2(11) . . ?
C41 C40 H40 119.4 . . ?
C32 C33 C34 120.5(13) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C37 C42 H42 119.8 . . ?
C41 C42 C37 120.5(12) . . ?
C41 C42 H42 119.8 . . ?
C29 C28 H28 121.3 . . ?
C27 C28 C29 117.5(11) . . ?
C27 C28 H28 121.3 . . ?
C19 C20 H20 119.1 . . ?
C21 C20 C19 121.9(11) . . ?
C21 C20 H20 119.1 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.9(10) . . ?
C4 C3 H3 120.1 . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.6(10) . . ?
C23 C22 H22 120.2 . . ?
C11 C12 C7 119.5(11) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
N4 C24 C19 112.5(9) . . ?
N4 C24 C23 124.2(10) . . ?
C23 C24 C19 123.3(9) . . ?
C18 C13 P1 119.6(9) . . ?
C18 C13 C14 119.2(10) . . ?
C14 C13 P1 121.0(8) . . ?
C27 C26 P2 117.6(8) . . ?
C27 C26 C25 122.5(11) . . ?
C25 C26 P2 119.6(8) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.9(12) . . ?
C10 C9 H9 119.6 . . ?
C22 C23 C24 117.8(10) . . ?
C22 C23 H23 121.1 . . ?
C24 C23 H23 121.1 . . ?
C11 C10 H10 120.0 . . ?
C9 C10 C11 119.9(11) . . ?
C9 C10 H10 120.0 . . ?
C40 C41 H41 119.9 . . ?
C42 C41 C40 120.2(12) . . ?
C42 C41 H41 119.9 . . ?

_olex2_exptl_crystal_mounting_method 'MiTiGen loop'
_olex2_submission_original_sample_id ph17084b
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
####################################################################### 
# 
# 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_ph17013
_database_code_depnum_ccdc_archive 'CCDC 1533037'
loop_
_audit_author_name
_audit_author_address
'Connor MacNeil'
;University of Lethbridge 
Canada
;
_audit_update_record             
;
2019-07-19 deposited with the CCDC.	2019-11-28 downloaded from the CCDC.
;
_audit_creation_date             2019-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        P(N3)-P=N
_chemical_formula_moiety         'C42 H33 Cl3 N4 O2 P2 U, 2(C6 H6)'
_chemical_formula_sum            'C54 H45 Cl3 N4 O2 P2 U'
_chemical_formula_weight         1188.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C46 H37 N4 O2 P2 Cl2 U1'
_chemical_oxdiff_usercomment     'mixed ligand; orange cube habit'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.79440(10)
_cell_length_b                   17.44271(12)
_cell_length_c                   20.42070(16)
_cell_angle_alpha                90
_cell_angle_beta                 94.9425(7)
_cell_angle_gamma                90
_cell_volume                     4895.19(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    43167
_cell_measurement_temperature    100.00(13)
_cell_measurement_theta_max      79.3350
_cell_measurement_theta_min      4.0660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    11.821
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2344
_exptl_crystal_preparation       'Staudinger with prolonged heating'
_exptl_crystal_recrystallization_method benzene
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            55051
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.691
_diffrn_reflns_theta_min         3.337
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200/300K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00  31.00   0.50    0.50    --  -38.50   0.00 150.00  278
  2  ω    -42.00  28.00   0.50    0.50    --  -38.50  38.00   0.00  140
  3  ω     45.00 115.00   0.50    0.50    --   48.81  38.00  60.00  140
  4  ω    -14.00  61.00   0.50    0.50    --   48.81 -57.00 -90.00  150
  5  ω     57.00 151.00   0.50    0.50    --  111.00 178.00  90.00  188
  6  ω     47.00 117.00   0.50    0.50    --  111.00 -50.00  30.00  140
  7  ω     45.00 115.00   0.50    0.50    --  111.00 -38.00  90.00  140
  8  ω    101.00 178.00   0.50    0.50    --  111.00  12.00-120.00  154
  9  ω     57.00 151.00   0.50    0.50    --  111.00 178.00 120.00  188
 10  ω     41.00 116.00   0.50    0.50    --  111.00-111.00-120.00  150
 11  ω     41.00 115.00   0.50    0.50    --  111.00 -25.00  60.00  148
 12  ω    105.00 175.00   0.50    0.50    --  111.00  50.00-150.00  140
 13  ω     41.00 116.00   0.50    0.50    --  111.00-111.00 -90.00  150
 14  ω     46.00 134.00   0.50    0.50    --  111.00 -77.00  60.00  176
 15  ω     45.00 115.00   0.50    0.50    --  111.00 -38.00 -90.00  140
 16  ω     41.00 121.00   0.50    0.50    --  111.00 -12.00  30.00  160
 17  ω     47.00 125.00   0.50    0.50    --  111.00-133.00  46.00  156
 18  ω     59.00 150.00   0.50    0.50    --  111.00 178.00  60.00  182
 19  ω     47.00 112.00   0.50    0.50    --  111.00 -38.00   0.00  130
 20  ω    130.00 156.00   0.50    0.50    --  111.00  50.00   0.00   52
 21  ω     69.00 106.00   0.50    0.50    --  111.00 -50.00-150.00   74
 22  ω     44.00 106.00   0.50    0.50    --  111.00 -25.00   0.00  124
 23  ω     46.00 130.00   0.50    0.50    --  111.00 -77.00-150.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Pilatus 200/300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1071794000
_diffrn_orient_matrix_UB_12      0.0142390000
_diffrn_orient_matrix_UB_13      0.0124789000
_diffrn_orient_matrix_UB_21      0.0278973000
_diffrn_orient_matrix_UB_22      -0.0017529000
_diffrn_orient_matrix_UB_23      0.0746919000
_diffrn_orient_matrix_UB_31      0.0178801000
_diffrn_orient_matrix_UB_32      0.0870751000
_diffrn_orient_matrix_UB_33      -0.0005460000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10248
_reflns_number_total             10592
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     77.17
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.031
_refine_diff_density_min         -1.801
_refine_diff_density_rms         0.137
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     599
_refine_ls_number_reflns         10592
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0291
_refine_ls_restrained_S_all      1.124
_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)+(0.0453P)²+10.7943P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0800
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23),
  C24(H24), C27(H27), C28(H28), C29(H29), C30(H30), C32(H32), C33(H33),
 C34(H34), C35(H35), C36(H36), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42),
  C51(H51), C52(H52), C53(H53), C54(H54), C55(H55), C56(H56), C61(H61),
 C62(H62), C63(H63), C71(H71), C72(H72), C73(H73)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
C1 C 0.6715(2) 0.46282(18) 0.48133(16) 0.0146(6) Uani 1 1 d . . . . .
C2 C 0.6082(3) 0.4254(2) 0.52073(18) 0.0194(7) Uani 1 1 d . . . . .
H2 H 0.5854 0.3767 0.5090 0.023 Uiso 1 1 calc R . . . .
C3 C 0.5793(3) 0.4598(2) 0.57673(17) 0.0205(7) Uani 1 1 d . . . . .
H3 H 0.5368 0.4347 0.6025 0.025 Uiso 1 1 calc R . . . .
C4 C 0.6143(3) 0.5325(2) 0.59432(17) 0.0197(7) Uani 1 1 d . . . . .
H4 H 0.5956 0.5558 0.6322 0.024 Uiso 1 1 calc R . . . .
C5 C 0.6769(3) 0.57024(19) 0.55554(19) 0.0211(7) Uani 1 1 d . . . . .
H5 H 0.7006 0.6185 0.5679 0.025 Uiso 1 1 calc R . . . .
C6 C 0.7046(3) 0.53627(18) 0.49814(16) 0.0161(6) Uani 1 1 d . . . . .
C7 C 0.7535(3) 0.18687(19) 0.42203(16) 0.0167(6) Uani 1 1 d . . . . .
C8 C 0.6998(3) 0.1472(2) 0.46604(18) 0.0211(7) Uani 1 1 d . . . . .
H8 H 0.6328 0.1418 0.4577 0.025 Uiso 1 1 calc R . . . .
C9 C 0.7480(3) 0.1158(2) 0.52269(18) 0.0256(8) Uani 1 1 d . . . . .
H9 H 0.7129 0.0894 0.5524 0.031 Uiso 1 1 calc R . . . .
C10 C 0.8476(3) 0.1236(2) 0.5348(2) 0.0297(9) Uani 1 1 d . . . . .
H10 H 0.8793 0.1023 0.5726 0.036 Uiso 1 1 calc R . . . .
C11 C 0.9013(3) 0.1634(3) 0.4905(2) 0.0328(9) Uani 1 1 d . . . . .
H11 H 0.9683 0.1686 0.4987 0.039 Uiso 1 1 calc R . . . .
C12 C 0.8535(3) 0.1952(2) 0.43446(19) 0.0253(8) Uani 1 1 d . . . . .
H12 H 0.8886 0.2222 0.4051 0.030 Uiso 1 1 calc R . . . .
C13 C 0.7426(2) 0.2073(2) 0.27851(16) 0.0163(7) Uani 1 1 d . . . . .
C14 C 0.7404(2) 0.2557(2) 0.22361(16) 0.0154(6) Uani 1 1 d . . . . .
C15 C 0.7606(3) 0.2255(2) 0.16293(17) 0.0180(7) Uani 1 1 d . . . . .
H15 H 0.7605 0.2573 0.1264 0.022 Uiso 1 1 calc R . . . .
C16 C 0.7809(3) 0.1479(2) 0.15709(18) 0.0220(7) Uani 1 1 d . . . . .
H16 H 0.7924 0.1281 0.1162 0.026 Uiso 1 1 calc R . . . .
C17 C 0.7843(3) 0.0993(2) 0.21106(19) 0.0223(7) Uani 1 1 d . . . . .
H17 H 0.7987 0.0476 0.2065 0.027 Uiso 1 1 calc R . . . .
C18 C 0.7660(3) 0.12879(19) 0.27198(18) 0.0197(7) Uani 1 1 d . . . . .
H18 H 0.7692 0.0969 0.3086 0.024 Uiso 1 1 calc R . . . .
C19 C 0.5673(3) 0.21812(19) 0.34601(16) 0.0163(6) Uani 1 1 d . . . . .
C20 C 0.5332(3) 0.1483(2) 0.3193(2) 0.0250(8) Uani 1 1 d . . . . .
H20 H 0.5773 0.1122 0.3063 0.030 Uiso 1 1 calc R . . . .
C21 C 0.4343(3) 0.1325(2) 0.3119(2) 0.0282(8) Uani 1 1 d . . . . .
H21 H 0.4123 0.0858 0.2945 0.034 Uiso 1 1 calc R . . . .
C22 C 0.3685(3) 0.1866(2) 0.3307(2) 0.0247(8) Uani 1 1 d . . . . .
H22 H 0.3022 0.1762 0.3258 0.030 Uiso 1 1 calc R . . . .
C23 C 0.4013(3) 0.2557(2) 0.35655(19) 0.0259(8) Uani 1 1 d . . . . .
H23 H 0.3568 0.2919 0.3688 0.031 Uiso 1 1 calc R . . . .
C24 C 0.5007(3) 0.2721(2) 0.36462(18) 0.0203(7) Uani 1 1 d . . . . .
H24 H 0.5222 0.3188 0.3823 0.024 Uiso 1 1 calc R . . . .
C25 C 0.8574(2) 0.60599(19) 0.32547(16) 0.0152(6) Uani 1 1 d . . . . .
C26 C 0.8506(3) 0.66636(19) 0.37063(16) 0.0161(6) Uani 1 1 d . . . . .
C27 C 0.9097(3) 0.7316(2) 0.36688(18) 0.0197(7) Uani 1 1 d . . . . .
H27 H 0.9046 0.7715 0.3966 0.024 Uiso 1 1 calc R . . . .
C28 C 0.9752(3) 0.7372(2) 0.31973(18) 0.0208(7) Uani 1 1 d . . . . .
H28 H 1.0131 0.7809 0.3169 0.025 Uiso 1 1 calc R . . . .
C29 C 0.9839(2) 0.6764(2) 0.27639(17) 0.0181(7) Uani 1 1 d . . . . .
H29 H 1.0290 0.6792 0.2452 0.022 Uiso 1 1 calc R . . . .
C30 C 0.9261(3) 0.6116(2) 0.27929(16) 0.0170(6) Uani 1 1 d . . . . .
H30 H 0.9331 0.5714 0.2501 0.020 Uiso 1 1 calc R . . . .
C31 C 0.8100(2) 0.72447(19) 0.50076(16) 0.0152(6) Uani 1 1 d . . . . .
C32 C 0.8685(3) 0.6952(2) 0.55461(18) 0.0197(7) Uani 1 1 d . . . . .
H32 H 0.8862 0.6437 0.5560 0.024 Uiso 1 1 calc R . . . .
C33 C 0.8994(3) 0.7438(2) 0.60561(18) 0.0222(7) Uani 1 1 d . . . . .
H33 H 0.9359 0.7244 0.6423 0.027 Uiso 1 1 calc R . . . .
C34 C 0.8766(3) 0.8213(2) 0.60271(18) 0.0227(7) Uani 1 1 d . . . . .
H34 H 0.8989 0.8535 0.6370 0.027 Uiso 1 1 calc R . . . .
C35 C 0.8207(3) 0.8508(2) 0.54890(18) 0.0204(7) Uani 1 1 d . . . . .
H35 H 0.8060 0.9028 0.5469 0.024 Uiso 1 1 calc R . . . .
C36 C 0.7865(2) 0.80238(19) 0.49781(16) 0.0163(6) Uani 1 1 d . . . . .
H36 H 0.7482 0.8218 0.4619 0.020 Uiso 1 1 calc R . . . .
C37 C 0.6524(3) 0.7015(2) 0.40367(18) 0.0195(7) Uani 1 1 d . . . . .
C38 C 0.5798(3) 0.7129(2) 0.4470(2) 0.0244(8) Uani 1 1 d . . . . .
H38 H 0.5892 0.6952 0.4900 0.029 Uiso 1 1 calc R . . . .
C39 C 0.4951(3) 0.7501(2) 0.4259(2) 0.0280(8) Uani 1 1 d . . . . .
H39 H 0.4466 0.7565 0.4544 0.034 Uiso 1 1 calc R . . . .
C40 C 0.4814(3) 0.7784(3) 0.3621(2) 0.0319(9) Uani 1 1 d . . . . .
H40 H 0.4248 0.8049 0.3484 0.038 Uiso 1 1 calc R . . . .
C41 C 0.5520(3) 0.7668(3) 0.3191(2) 0.0403(11) Uani 1 1 d . . . . .
H41 H 0.5425 0.7851 0.2762 0.048 Uiso 1 1 calc R . . . .
C42 C 0.6373(3) 0.7279(3) 0.3396(2) 0.0323(9) Uani 1 1 d . . . . .
H42 H 0.6843 0.7197 0.3103 0.039 Uiso 1 1 calc R . . . .
Cl1 Cl 0.55518(6) 0.45875(5) 0.27867(4) 0.02283(17) Uani 1 1 d . . . . .
Cl2 Cl 0.76830(6) 0.50284(4) 0.16879(4) 0.01897(15) Uani 1 1 d . . . . .
Cl3 Cl 0.92606(6) 0.38209(5) 0.29434(4) 0.02481(17) Uani 1 1 d . . . . .
N1 N 0.7179(2) 0.33055(16) 0.36170(14) 0.0159(5) Uani 1 1 d . . . . .
N2 N 0.6929(2) 0.35748(16) 0.42040(14) 0.0154(5) Uani 1 1 d . . . . .
N3 N 0.7036(2) 0.42989(15) 0.42284(14) 0.0141(6) Uani 1 1 d . . . . .
N4 N 0.7695(3) 0.57354(17) 0.45806(17) 0.0203(6) Uani 1 1 d . . . . .
O1 O 0.71741(18) 0.32961(12) 0.22821(11) 0.0152(4) Uani 1 1 d . . . . .
O2 O 0.79986(18) 0.54362(13) 0.32688(11) 0.0154(4) Uani 1 1 d . . . . .
P1 P 0.69574(6) 0.23804(4) 0.35291(4) 0.01359(15) Uani 1 1 d . . . . .
P2 P 0.76846(6) 0.66309(5) 0.43344(4) 0.01478(16) Uani 1 1 d . . . . .
U1 U 0.74532(2) 0.43440(2) 0.28252(2) 0.01167(5) Uani 1 1 d . . . . .
C51 C 0.9112(4) 0.9424(3) 0.3314(3) 0.0411(11) Uani 1 1 d . . . . .
H51 H 0.9779 0.9451 0.3280 0.049 Uiso 1 1 calc R . . . .
C52 C 0.8709(4) 0.9692(3) 0.3878(3) 0.0443(12) Uani 1 1 d . . . . .
H52 H 0.9111 0.9892 0.4225 0.053 Uiso 1 1 calc R . . . .
C53 C 0.7718(4) 0.9659(2) 0.3921(3) 0.0431(12) Uani 1 1 d . . . . .
H53 H 0.7457 0.9840 0.4296 0.052 Uiso 1 1 calc R . . . .
C54 C 0.7112(4) 0.9364(3) 0.3414(3) 0.0414(12) Uani 1 1 d . . . . .
H54 H 0.6444 0.9345 0.3443 0.050 Uiso 1 1 calc R . . . .
C55 C 0.7511(4) 0.9093(3) 0.2857(2) 0.0428(12) Uani 1 1 d . . . . .
H55 H 0.7107 0.8891 0.2511 0.051 Uiso 1 1 calc R . . . .
C56 C 0.8503(4) 0.9121(3) 0.2811(3) 0.0408(11) Uani 1 1 d . . . . .
H56 H 0.8762 0.8933 0.2438 0.049 Uiso 1 1 calc R . . . .
C61 C 0.4530(3) 0.0607(2) 0.5271(2) 0.0260(8) Uani 1 1 d . . . . .
H61 H 0.4216 0.1016 0.5453 0.031 Uiso 1 1 calc R . . . .
C62 C 0.4310(3) 0.0417(3) 0.4620(2) 0.0314(9) Uani 1 1 d . . . . .
H62 H 0.3845 0.0696 0.4364 0.038 Uiso 1 1 calc R . . . .
C63 C 0.4784(3) -0.0191(3) 0.4349(2) 0.0332(9) Uani 1 1 d . . . . .
H63 H 0.4639 -0.0318 0.3909 0.040 Uiso 1 1 calc R . . . .
C71 C 0.9539(3) 0.4414(3) 0.5303(3) 0.0356(10) Uani 1 1 d . . . . .
H71 H 0.9229 0.4018 0.5507 0.043 Uiso 1 1 calc R . . . .
C72 C 0.9960(3) 0.5009(3) 0.5677(2) 0.0313(9) Uani 1 1 d . . . . .
H72 H 0.9928 0.5012 0.6130 0.038 Uiso 1 1 calc R . . . .
C73 C 1.0425(3) 0.5594(3) 0.5378(2) 0.0321(9) Uani 1 1 d . . . . .
H73 H 1.0712 0.5992 0.5628 0.038 Uiso 1 1 calc R . . . .
H4A H 0.783(4) 0.546(3) 0.432(3) 0.032(14) Uiso 1 1 d . . . . .


_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
C1 C2 1.398(5) . ?
C1 C6 1.393(5) . ?
C1 N3 1.430(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.380(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.392(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.396(5) . ?
C6 N4 1.422(4) . ?
C7 C8 1.396(5) . ?
C7 C12 1.389(5) . ?
C7 P1 1.797(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.396(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.401(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.402(5) . ?
C13 C18 1.416(5) . ?
C13 P1 1.784(3) . ?
C14 C15 1.397(5) . ?
C14 O1 1.332(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.389(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.387(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.400(5) . ?
C19 C24 1.391(5) . ?
C19 P1 1.799(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.387(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.386(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.377(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.395(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.408(5) . ?
C25 C30 1.396(5) . ?
C25 O2 1.349(4) . ?
C26 C27 1.406(5) . ?
C26 P2 1.784(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.380(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.393(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.403(5) . ?
C31 C36 1.397(5) . ?
C31 P2 1.797(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.382(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.387(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.386(5) . ?
C35 H35 0.9300 . ?
C35 C36 1.392(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.406(5) . ?
C37 C42 1.385(6) . ?
C37 P2 1.793(4) . ?
C38 H38 0.9300 . ?
C38 C39 1.374(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.391(6) . ?
C40 H40 0.9300 . ?
C40 C41 1.382(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.391(6) . ?
C42 H42 0.9300 . ?
Cl1 U1 2.6516(8) . ?
Cl2 U1 2.6545(8) . ?
Cl3 U1 2.6463(8) . ?
N1 N2 1.359(4) . ?
N1 P1 1.649(3) . ?
N1 U1 2.479(3) . ?
N2 N3 1.272(4) . ?
N3 U1 2.972(3) . ?
N4 P2 1.641(3) . ?
N4 H4A 0.75(6) . ?
O1 U1 2.155(2) . ?
O2 U1 2.213(2) . ?
C51 H51 0.9300 . ?
C51 C52 1.403(8) . ?
C51 C56 1.374(8) . ?
C52 H52 0.9300 . ?
C52 C53 1.377(8) . ?
C53 H53 0.9300 . ?
C53 C54 1.374(8) . ?
C54 H54 0.9300 . ?
C54 C55 1.389(7) . ?
C55 H55 0.9300 . ?
C55 C56 1.380(7) . ?
C56 H56 0.9300 . ?
C61 H61 0.9300 . ?
C61 C62 1.377(6) . ?
C61 C63 1.378(6) 3_656 ?
C62 H62 0.9300 . ?
C62 C63 1.387(6) . ?
C63 C61 1.378(6) 3_656 ?
C63 H63 0.9300 . ?
C71 H71 0.9300 . ?
C71 C72 1.385(7) . ?
C71 C73 1.396(7) 3_766 ?
C72 H72 0.9300 . ?
C72 C73 1.376(7) . ?
C73 C71 1.396(7) 3_766 ?
C73 H73 0.9300 . ?

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
C2 C1 N3 123.2(3) . . ?
C6 C1 C2 119.7(3) . . ?
C6 C1 N3 117.2(3) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 119.3(3) . . ?
C1 C6 N4 119.2(3) . . ?
C5 C6 N4 121.4(3) . . ?
C8 C7 P1 121.8(3) . . ?
C12 C7 C8 120.5(3) . . ?
C12 C7 P1 117.3(3) . . ?
C7 C8 H8 120.4 . . ?
C7 C8 C9 119.2(4) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.3(4) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.4(4) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.4(4) . . ?
C12 C11 H11 120.3 . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C18 119.8(3) . . ?
C14 C13 P1 121.0(3) . . ?
C18 C13 P1 118.3(3) . . ?
C15 C14 C13 119.3(3) . . ?
O1 C14 C13 121.0(3) . . ?
O1 C14 C15 119.7(3) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.3(3) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 120.4 . . ?
C16 C17 C18 119.3(3) . . ?
C18 C17 H17 120.4 . . ?
C13 C18 H18 119.9 . . ?
C17 C18 C13 120.2(3) . . ?
C17 C18 H18 119.9 . . ?
C20 C19 P1 119.6(3) . . ?
C24 C19 C20 119.2(3) . . ?
C24 C19 P1 121.2(3) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(3) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.7(3) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.8(4) . . ?
C24 C23 H23 119.6 . . ?
C19 C24 C23 119.6(3) . . ?
C19 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C30 C25 C26 118.5(3) . . ?
O2 C25 C26 121.1(3) . . ?
O2 C25 C30 120.4(3) . . ?
C25 C26 P2 122.0(3) . . ?
C27 C26 C25 119.8(3) . . ?
C27 C26 P2 118.2(3) . . ?
C26 C27 H27 119.6 . . ?
C28 C27 C26 120.9(3) . . ?
C28 C27 H27 119.6 . . ?
C27 C28 H28 120.4 . . ?
C27 C28 C29 119.2(3) . . ?
C29 C28 H28 120.4 . . ?
C28 C29 H29 119.6 . . ?
C30 C29 C28 120.8(3) . . ?
C30 C29 H29 119.6 . . ?
C25 C30 H30 119.6 . . ?
C29 C30 C25 120.8(3) . . ?
C29 C30 H30 119.6 . . ?
C32 C31 P2 120.5(3) . . ?
C36 C31 C32 120.2(3) . . ?
C36 C31 P2 119.3(3) . . ?
C31 C32 H32 120.4 . . ?
C33 C32 C31 119.1(3) . . ?
C33 C32 H32 120.4 . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.8(3) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.3(3) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 119.9(3) . . ?
C36 C35 H35 120.0 . . ?
C31 C36 H36 120.2 . . ?
C35 C36 C31 119.7(3) . . ?
C35 C36 H36 120.2 . . ?
C38 C37 P2 120.2(3) . . ?
C42 C37 C38 119.4(4) . . ?
C42 C37 P2 120.1(3) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 C37 120.1(4) . . ?
C39 C38 H38 119.9 . . ?
C38 C39 H39 119.9 . . ?
C38 C39 C40 120.3(4) . . ?
C40 C39 H39 119.9 . . ?
C39 C40 H40 120.1 . . ?
C41 C40 C39 119.8(4) . . ?
C41 C40 H40 120.1 . . ?
C40 C41 H41 119.9 . . ?
C40 C41 C42 120.3(4) . . ?
C42 C41 H41 119.9 . . ?
C37 C42 C41 120.0(4) . . ?
C37 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
N2 N1 P1 112.0(2) . . ?
N2 N1 U1 112.78(19) . . ?
P1 N1 U1 132.95(15) . . ?
N3 N2 N1 109.9(3) . . ?
C1 N3 U1 153.4(2) . . ?
N2 N3 C1 112.8(3) . . ?
N2 N3 U1 91.15(19) . . ?
C6 N4 P2 128.5(3) . . ?
C6 N4 H4A 109(4) . . ?
P2 N4 H4A 112(4) . . ?
C14 O1 U1 145.4(2) . . ?
C25 O2 U1 150.0(2) . . ?
C7 P1 C19 109.44(16) . . ?
C13 P1 C7 110.53(16) . . ?
C13 P1 C19 107.56(16) . . ?
N1 P1 C7 109.55(15) . . ?
N1 P1 C13 108.02(16) . . ?
N1 P1 C19 111.70(15) . . ?
C26 P2 C31 110.51(16) . . ?
C26 P2 C37 110.37(17) . . ?
C37 P2 C31 104.68(15) . . ?
N4 P2 C26 105.16(16) . . ?
N4 P2 C31 109.81(17) . . ?
N4 P2 C37 116.35(17) . . ?
Cl1 U1 Cl2 95.42(3) . . ?
Cl1 U1 N3 76.09(6) . . ?
Cl2 U1 N3 154.57(5) . . ?
Cl3 U1 Cl1 168.44(3) . . ?
Cl3 U1 Cl2 93.00(3) . . ?
Cl3 U1 N3 99.33(6) . . ?
N1 U1 Cl1 86.01(7) . . ?
N1 U1 Cl2 159.36(7) . . ?
N1 U1 Cl3 83.33(7) . . ?
N1 U1 N3 45.47(8) . . ?
O1 U1 Cl1 89.32(7) . . ?
O1 U1 Cl2 87.75(6) . . ?
O1 U1 Cl3 83.09(7) . . ?
O1 U1 N1 71.66(9) . . ?
O1 U1 N3 115.65(8) . . ?
O1 U1 O2 168.50(9) . . ?
O2 U1 Cl1 100.07(7) . . ?
O2 U1 Cl2 84.78(6) . . ?
O2 U1 Cl3 88.57(7) . . ?
O2 U1 N1 115.32(9) . . ?
O2 U1 N3 73.46(8) . . ?
C52 C51 H51 120.6 . . ?
C56 C51 H51 120.6 . . ?
C56 C51 C52 118.8(5) . . ?
C51 C52 H52 119.9 . . ?
C53 C52 C51 120.3(5) . . ?
C53 C52 H52 119.9 . . ?
C52 C53 H53 119.7 . . ?
C54 C53 C52 120.7(5) . . ?
C54 C53 H53 119.7 . . ?
C53 C54 H54 120.5 . . ?
C53 C54 C55 119.1(5) . . ?
C55 C54 H54 120.5 . . ?
C54 C55 H55 119.7 . . ?
C56 C55 C54 120.5(5) . . ?
C56 C55 H55 119.7 . . ?
C51 C56 C55 120.6(5) . . ?
C51 C56 H56 119.7 . . ?
C55 C56 H56 119.7 . . ?
C62 C61 H61 120.0 . . ?
C62 C61 C63 120.1(4) . 3_656 ?
C63 C61 H61 120.0 3_656 . ?
C61 C62 H62 120.1 . . ?
C61 C62 C63 119.8(4) . . ?
C63 C62 H62 120.1 . . ?
C61 C63 C62 120.1(4) 3_656 . ?
C61 C63 H63 120.0 3_656 . ?
C62 C63 H63 120.0 . . ?
C72 C71 H71 119.8 . . ?
C72 C71 C73 120.5(4) . 3_766 ?
C73 C71 H71 119.8 3_766 . ?
C71 C72 H72 120.0 . . ?
C73 C72 C71 120.0(4) . . ?
C73 C72 H72 120.0 . . ?
C71 C73 H73 120.2 3_766 . ?
C72 C73 C71 119.5(4) . 3_766 ?
C72 C73 H73 120.2 . . ?

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
C1 C2 C3 C4 -0.5(6) . . . . ?
C1 C6 N4 P2 137.3(3) . . . . ?
C2 C1 C6 C5 2.4(5) . . . . ?
C2 C1 C6 N4 179.5(3) . . . . ?
C2 C1 N3 N2 -19.0(5) . . . . ?
C2 C1 N3 U1 134.0(4) . . . . ?
C2 C3 C4 C5 0.6(6) . . . . ?
C3 C4 C5 C6 0.8(6) . . . . ?
C4 C5 C6 C1 -2.3(6) . . . . ?
C4 C5 C6 N4 -179.3(4) . . . . ?
C5 C6 N4 P2 -45.7(5) . . . . ?
C6 C1 C2 C3 -1.1(5) . . . . ?
C6 C1 N3 N2 162.1(3) . . . . ?
C6 C1 N3 U1 -44.9(6) . . . . ?
C6 N4 P2 C26 -167.1(3) . . . . ?
C6 N4 P2 C31 73.9(4) . . . . ?
C6 N4 P2 C37 -44.7(4) . . . . ?
C7 C8 C9 C10 -0.3(6) . . . . ?
C8 C7 C12 C11 0.7(6) . . . . ?
C8 C7 P1 C13 -125.8(3) . . . . ?
C8 C7 P1 C19 -7.5(3) . . . . ?
C8 C7 P1 N1 115.3(3) . . . . ?
C8 C9 C10 C11 0.3(6) . . . . ?
C9 C10 C11 C12 0.2(7) . . . . ?
C10 C11 C12 C7 -0.6(7) . . . . ?
C12 C7 C8 C9 -0.2(5) . . . . ?
C12 C7 P1 C13 61.2(3) . . . . ?
C12 C7 P1 C19 179.5(3) . . . . ?
C12 C7 P1 N1 -57.7(3) . . . . ?
C13 C14 C15 C16 1.2(5) . . . . ?
C13 C14 O1 U1 49.6(5) . . . . ?
C14 C13 C18 C17 -1.7(5) . . . . ?
C14 C13 P1 C7 -154.4(3) . . . . ?
C14 C13 P1 C19 86.1(3) . . . . ?
C14 C13 P1 N1 -34.6(3) . . . . ?
C14 C15 C16 C17 -1.9(6) . . . . ?
C15 C14 O1 U1 -131.8(3) . . . . ?
C15 C16 C17 C18 0.7(6) . . . . ?
C16 C17 C18 C13 1.1(6) . . . . ?
C18 C13 C14 C15 0.6(5) . . . . ?
C18 C13 C14 O1 179.2(3) . . . . ?
C18 C13 P1 C7 36.7(3) . . . . ?
C18 C13 P1 C19 -82.8(3) . . . . ?
C18 C13 P1 N1 156.5(3) . . . . ?
C19 C20 C21 C22 0.6(6) . . . . ?
C20 C19 C24 C23 0.2(5) . . . . ?
C20 C19 P1 C7 -77.4(3) . . . . ?
C20 C19 P1 C13 42.7(3) . . . . ?
C20 C19 P1 N1 161.1(3) . . . . ?
C20 C21 C22 C23 0.0(6) . . . . ?
C21 C22 C23 C24 -0.4(6) . . . . ?
C22 C23 C24 C19 0.3(6) . . . . ?
C24 C19 C20 C21 -0.7(6) . . . . ?
C24 C19 P1 C7 104.9(3) . . . . ?
C24 C19 P1 C13 -134.9(3) . . . . ?
C24 C19 P1 N1 -16.6(3) . . . . ?
C25 C26 C27 C28 -0.5(5) . . . . ?
C25 C26 P2 C31 156.0(3) . . . . ?
C25 C26 P2 C37 -88.7(3) . . . . ?
C25 C26 P2 N4 37.6(3) . . . . ?
C26 C25 C30 C29 -2.2(5) . . . . ?
C26 C25 O2 U1 172.4(3) . . . . ?
C26 C27 C28 C29 -1.4(6) . . . . ?
C27 C26 P2 C31 -23.9(3) . . . . ?
C27 C26 P2 C37 91.4(3) . . . . ?
C27 C26 P2 N4 -142.4(3) . . . . ?
C27 C28 C29 C30 1.5(6) . . . . ?
C28 C29 C30 C25 0.3(5) . . . . ?
C30 C25 C26 C27 2.3(5) . . . . ?
C30 C25 C26 P2 -177.6(3) . . . . ?
C30 C25 O2 U1 -8.2(6) . . . . ?
C31 C32 C33 C34 -2.6(5) . . . . ?
C32 C31 C36 C35 -0.6(5) . . . . ?
C32 C31 P2 C26 -92.8(3) . . . . ?
C32 C31 P2 C37 148.3(3) . . . . ?
C32 C31 P2 N4 22.7(3) . . . . ?
C32 C33 C34 C35 1.2(6) . . . . ?
C33 C34 C35 C36 0.6(6) . . . . ?
C34 C35 C36 C31 -0.9(5) . . . . ?
C36 C31 C32 C33 2.3(5) . . . . ?
C36 C31 P2 C26 84.8(3) . . . . ?
C36 C31 P2 C37 -34.0(3) . . . . ?
C36 C31 P2 N4 -159.6(3) . . . . ?
C37 C38 C39 C40 -1.5(6) . . . . ?
C38 C37 C42 C41 1.4(6) . . . . ?
C38 C37 P2 C26 -172.6(3) . . . . ?
C38 C37 P2 C31 -53.7(3) . . . . ?
C38 C37 P2 N4 67.7(3) . . . . ?
C38 C39 C40 C41 2.0(7) . . . . ?
C39 C40 C41 C42 -0.9(7) . . . . ?
C40 C41 C42 C37 -0.9(8) . . . . ?
C42 C37 C38 C39 -0.3(6) . . . . ?
C42 C37 P2 C26 0.3(4) . . . . ?
C42 C37 P2 C31 119.3(3) . . . . ?
C42 C37 P2 N4 -119.3(3) . . . . ?
N1 N2 N3 C1 175.5(3) . . . . ?
N1 N2 N3 U1 7.2(3) . . . . ?
N2 N1 P1 C7 -53.7(3) . . . . ?
N2 N1 P1 C13 -174.1(2) . . . . ?
N2 N1 P1 C19 67.8(3) . . . . ?
N3 C1 C2 C3 -179.9(3) . . . . ?
N3 C1 C6 C5 -178.7(3) . . . . ?
N3 C1 C6 N4 -1.6(5) . . . . ?
O1 C14 C15 C16 -177.4(3) . . . . ?
O2 C25 C26 C27 -178.3(3) . . . . ?
O2 C25 C26 P2 1.7(5) . . . . ?
O2 C25 C30 C29 178.4(3) . . . . ?
P1 C7 C8 C9 -172.9(3) . . . . ?
P1 C7 C12 C11 173.7(3) . . . . ?
P1 C13 C14 C15 -168.2(3) . . . . ?
P1 C13 C14 O1 10.4(5) . . . . ?
P1 C13 C18 C17 167.4(3) . . . . ?
P1 C19 C20 C21 -178.4(3) . . . . ?
P1 C19 C24 C23 177.9(3) . . . . ?
P1 N1 N2 N3 -174.6(2) . . . . ?
P2 C26 C27 C28 179.4(3) . . . . ?
P2 C31 C32 C33 180.0(3) . . . . ?
P2 C31 C36 C35 -178.2(3) . . . . ?
P2 C37 C38 C39 172.7(3) . . . . ?
P2 C37 C42 C41 -171.6(4) . . . . ?
U1 N1 N2 N3 -9.4(3) . . . . ?
U1 N1 P1 C7 145.0(2) . . . . ?
U1 N1 P1 C13 24.5(3) . . . . ?
U1 N1 P1 C19 -93.6(2) . . . . ?
C51 C52 C53 C54 0.1(7) . . . . ?
C52 C51 C56 C55 1.1(7) . . . . ?
C52 C53 C54 C55 0.3(7) . . . . ?
C53 C54 C55 C56 -0.1(7) . . . . ?
C54 C55 C56 C51 -0.7(8) . . . . ?
C56 C51 C52 C53 -0.9(7) . . . . ?
C61 C62 C63 C61 0.4(7) . . . 3_656 ?
C63 C61 C62 C63 -0.4(7) 3_656 . . . ?
C71 C72 C73 C71 0.5(7) . . . 3_766 ?
C73 C71 C72 C73 -0.5(7) 3_766 . . . ?

_olex2_exptl_crystal_mounting_method 'MitiGen loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.302
_oxdiff_exptl_absorpt_empirical_full_min 0.787
####################################################################### 
# 
# 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_ph17009
_database_code_depnum_ccdc_archive 'CCDC 1533036'
loop_
_audit_author_name
_audit_author_address
'Connor MacNeil'
;University of Lethbridge 
Canada
;
_audit_update_record             
;
2019-07-19 deposited with the CCDC.	2019-11-28 downloaded from the CCDC.
;
_audit_creation_date             2019-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        Phosphazide-UCl2
_chemical_formula_moiety         'C42 H32 Cl2 N6 O2 P2 U'
_chemical_formula_sum            'C42 H32 Cl2 N6 O2 P2 U'
_chemical_formula_weight         1023.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C46 H37 Cl2 N6 O3 P2 U1'
_chemical_oxdiff_usercomment     'Block orange crystal'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.72961(8)
_cell_length_b                   11.58355(6)
_cell_length_c                   19.45445(11)
_cell_angle_alpha                103.8451(5)
_cell_angle_beta                 95.7658(6)
_cell_angle_gamma                102.8388(6)
_cell_volume                     2258.64(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    74553
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      79.9290
_cell_measurement_theta_min      4.0340
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    12.192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             996
_exptl_crystal_preparation       TD
_exptl_crystal_recrystallization_method TD
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            87431
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.192
_diffrn_reflns_theta_min         4.065
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Pilatus 200/300K'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00 -34.00   0.50    0.50    --  -38.50 -24.00 112.14  148
  2  ω    -50.00  25.00   0.50    0.50    --  -38.50  57.00-120.00  150
  3  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00  60.00  176
  4  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00 -60.00  176
  5  ω   -108.00 -33.00   0.50    0.50    --  -38.50 -19.00-180.00  150
  6  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00   0.00  176
  7  ω    -90.00  -2.00   0.50    0.50    --  -38.50 125.00   0.00  176
  8  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00-180.00  176
  9  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00-120.00  176
 10  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00 120.00  176
 11  ω     23.00 101.00   0.50    0.50    --   50.22-125.00-120.00  156
 12  ω     27.00 115.00   0.50    0.50    --   50.22  77.00 -30.00  176
 13  ω     27.00 115.00   0.50    0.50    --   50.22  77.00 -90.00  176
 14  ω     27.00 115.00   0.50    0.50    --   50.22  77.00-180.00  176
 15  ω     27.00 115.00   0.50    0.50    --   50.22  77.00  90.00  176
 16  ω     27.00 115.00   0.50    0.50    --   50.22  77.00   0.00  176
 17  ω     23.00 101.00   0.50    0.50    --   50.22-125.00  60.00  156
 18  ω     27.00 115.00   0.50    0.50    --   50.22  77.00  30.00  176
 19  ω     27.00 115.00   0.50    0.50    --   50.22  77.00  60.00  176
 20  ω     27.00 115.00   0.50    0.50    --   50.22  77.00 120.00  176
 21  ω     27.00 115.00   0.50    0.50    --   50.22  77.00 150.00  176
 22  ω     27.00 115.00   0.50    0.50    --   50.22  77.00-150.00  176
 23  ω     27.00 115.00   0.50    0.50    --   50.22  77.00 -60.00  176
 24  ω     27.00 115.00   0.50    0.50    --   50.22  77.00-120.00  176
 25  ω     88.00 176.00   0.50    1.38    --  111.00  77.00 -60.00  176
 26  ω     98.00 174.00   0.50    1.38    --  111.00  61.00 -30.00  152
 27  ω     41.00 116.00   0.50    1.38    --  111.00-111.00 -30.00  150
 28  ω     98.00 174.00   0.50    1.38    --  111.00  61.00   0.00  152
 29  ω     88.00 176.00   0.50    1.38    --  111.00  77.00-120.00  176
 30  ω     88.00 176.00   0.50    1.38    --  111.00  77.00 -30.00  176
 31  ω     41.00 116.00   0.50    1.38    --  111.00-111.00 -60.00  150
 32  ω     41.00 116.00   0.50    1.38    --  111.00-111.00-150.00  150
 33  ω     48.00 124.00   0.50    1.38    --  111.00 -61.00 -60.00  152
 34  ω     88.00 176.00   0.50    1.38    --  111.00  77.00  90.00  176
 35  ω     88.00 176.00   0.50    1.38    --  111.00  77.00-150.00  176
 36  ω     88.00 176.00   0.50    1.38    --  111.00  77.00 120.00  176
 37  ω     88.00 176.00   0.50    1.38    --  111.00  77.00   0.00  176
 38  ω     42.00 109.00   0.50    1.38    --  111.00 -94.00-120.00  134
 39  ω     41.00 116.00   0.50    1.38    --  111.00-111.00 150.00  150
 40  ω     98.00 174.00   0.50    1.38    --  111.00  61.00 150.00  152
 41  ω     88.00 176.00   0.50    1.38    --  111.00  77.00 150.00  176
 42  ω     43.00 115.00   0.50    1.38    --  111.00 -30.00  60.00  144
 43  ω     98.00 174.00   0.50    1.38    --  111.00  61.00 -90.00  152
 44  ω     88.00 176.00   0.50    1.38    --  111.00  77.00  60.00  176
 45  ω     98.00 174.00   0.50    1.38    --  111.00  61.00  30.00  152
 46  ω     88.00 176.00   0.50    1.38    --  111.00  77.00 -90.00  176
 47  ω     98.00 174.00   0.50    1.38    --  111.00  61.00-180.00  152
 48  ω     88.00 176.00   0.50    1.38    --  111.00  77.00-180.00  176
 49  ω     42.00 109.00   0.50    1.38    --  111.00 -94.00-150.00  134
 50  ω     98.00 174.00   0.50    1.38    --  111.00  61.00-150.00  152
 51  ω     41.00 116.00   0.50    1.38    --  111.00-111.00  90.00  150
 52  ω     98.00 174.00   0.50    1.38    --  111.00  61.00  60.00  152
 53  ω     98.00 174.00   0.50    1.38    --  111.00  61.00 -60.00  152
 54  ω     48.00 124.00   0.50    1.38    --  111.00 -61.00  90.00  152
 55  ω     88.00 176.00   0.50    1.38    --  111.00  77.00  30.00  176
 56  ω     42.00 109.00   0.50    1.38    --  111.00 -94.00 -30.00  134
 57  ω     42.00 109.00   0.50    1.38    --  111.00 -94.00  60.00  134
 58  ω     41.00 116.00   0.50    1.38    --  111.00-111.00  30.00  150
 59  ω     41.00 116.00   0.50    1.38    --  111.00-111.00 120.00  150
 60  ω     98.00 174.00   0.50    1.38    --  111.00  61.00  90.00  152
 61  ω     98.00 174.00   0.50    1.38    --  111.00  61.00-120.00  152
 62  ω     41.00 116.00   0.50    1.38    --  111.00-111.00 -90.00  150
 63  ω     98.00 174.00   0.50    1.38    --  111.00  61.00 120.00  152
 64  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00  90.00  176
 65  ω   -103.00 -15.00   0.50    0.50    --  -38.50 -77.00-150.00  176
 66  ω    -44.00  31.00   0.50    0.50    --  -38.50  19.00-150.00  150
 67  ω   -102.00 -27.00   0.50    0.50    --  -38.50 -57.00-120.00  150
 68  ω   -105.00 -35.00   0.50    0.50    --  -38.50 -38.00  30.00  140
 69  ω   -105.00 -35.00   0.50    0.50    --  -38.50 -38.00 -60.00  140
 70  ω   -105.00 -35.00   0.50    0.50    --  -38.50 -38.00  90.00  140
 71  ω   -105.00 -35.00   0.50    0.50    --  -38.50 -38.00 -90.00  140
 72  ω     47.00 117.00   0.50    0.50    --   50.22  38.00-120.00  140
 73  ω     39.00 113.00   0.50    0.50    --   50.22  57.00  60.00  148
 74  ω     47.00 117.00   0.50    0.50    --   50.22  38.00 120.00  140
 75  ω     47.00 117.00   0.50    0.50    --   50.22  38.00  60.00  140
 76  ω     47.00 117.00   0.50    0.50    --   50.22  38.00 -60.00  140
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Pilatus 200/300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1418376000
_diffrn_orient_matrix_UB_12      -0.0268347000
_diffrn_orient_matrix_UB_13      0.0125658000
_diffrn_orient_matrix_UB_21      0.0415312000
_diffrn_orient_matrix_UB_22      0.0907423000
_diffrn_orient_matrix_UB_23      0.0753041000
_diffrn_orient_matrix_UB_31      -0.0207365000
_diffrn_orient_matrix_UB_32      0.1054126000
_diffrn_orient_matrix_UB_33      -0.0316700000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9635
_reflns_number_total             9778
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     77.17
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.237
_refine_diff_density_min         -1.498
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         9778
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0236
_refine_ls_R_factor_gt           0.0229
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0227P)²+5.2530P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0549
_refine_ls_wR_factor_ref         0.0551
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23),
  C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C32(H32),
 C33(H33), C34(H34), C35(H35), C36(H36), C38(H38), C39(H39), C40(H40), C41(H41),
  C42(H42)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
C1 C 0.4834(3) 0.4173(3) 0.08866(15) 0.0170(5) Uani 1 1 d . . . . .
C2 C 0.4084(3) 0.3710(3) 0.02058(16) 0.0235(6) Uani 1 1 d . . . . .
H2 H 0.4262 0.3077 -0.0134 0.028 Uiso 1 1 calc R . . . .
C3 C 0.3064(3) 0.4211(3) 0.00440(17) 0.0270(7) Uani 1 1 d . . . . .
H3 H 0.2559 0.3916 -0.0409 0.032 Uiso 1 1 calc R . . . .
C4 C 0.2794(3) 0.5152(3) 0.05558(18) 0.0276(7) Uani 1 1 d . . . . .
H4 H 0.2109 0.5476 0.0438 0.033 Uiso 1 1 calc R . . . .
C5 C 0.3523(3) 0.5615(3) 0.12357(17) 0.0230(6) Uani 1 1 d . . . . .
H5 H 0.3335 0.6243 0.1573 0.028 Uiso 1 1 calc R . . . .
C6 C 0.4548(3) 0.5118(3) 0.14031(15) 0.0166(5) Uani 1 1 d . . . . .
C7 C 0.8613(3) 0.6095(3) 0.41028(15) 0.0166(5) Uani 1 1 d . . . . .
C8 C 0.8219(3) 0.7201(3) 0.42748(15) 0.0164(5) Uani 1 1 d . . . . .
C9 C 0.8984(3) 0.8227(3) 0.48139(17) 0.0228(6) Uani 1 1 d . . . . .
H9 H 0.8718 0.8952 0.4922 0.027 Uiso 1 1 calc R . . . .
C10 C 1.0126(3) 0.8166(3) 0.51829(19) 0.0292(7) Uani 1 1 d . . . . .
H10 H 1.0636 0.8848 0.5534 0.035 Uiso 1 1 calc R . . . .
C11 C 1.0503(3) 0.7068(3) 0.50209(19) 0.0301(7) Uani 1 1 d . . . . .
H11 H 1.1260 0.7016 0.5276 0.036 Uiso 1 1 calc R . . . .
C12 C 0.9771(3) 0.6055(3) 0.44885(17) 0.0240(6) Uani 1 1 d . . . . .
H12 H 1.0051 0.5337 0.4385 0.029 Uiso 1 1 calc R . . . .
C13 C 0.9794(3) 0.2622(3) 0.15330(17) 0.0201(6) Uani 1 1 d . . . . .
C14 C 0.9888(3) 0.3336(3) 0.22423(18) 0.0248(6) Uani 1 1 d . . . . .
C15 C 1.1133(4) 0.3799(4) 0.2660(2) 0.0383(9) Uani 1 1 d . . . . .
H15 H 1.1228 0.4292 0.3126 0.046 Uiso 1 1 calc R . . . .
C16 C 1.2210(3) 0.3540(4) 0.2396(2) 0.0379(9) Uani 1 1 d . . . . .
H16 H 1.3016 0.3852 0.2688 0.045 Uiso 1 1 calc R . . . .
C17 C 1.2114(3) 0.2821(3) 0.1702(2) 0.0302(7) Uani 1 1 d . . . . .
H17 H 1.2847 0.2645 0.1529 0.036 Uiso 1 1 calc R . . . .
C18 C 1.0912(3) 0.2372(3) 0.12710(18) 0.0248(6) Uani 1 1 d . . . . .
H18 H 1.0840 0.1898 0.0803 0.030 Uiso 1 1 calc R . . . .
C19 C 0.8412(3) 0.1708(3) 0.00596(16) 0.0221(6) Uani 1 1 d . . . . .
C20 C 0.9137(3) 0.2679(3) -0.01614(19) 0.0290(7) Uani 1 1 d . . . . .
H20 H 0.9562 0.3415 0.0175 0.035 Uiso 1 1 calc R . . . .
C21 C 0.9219(4) 0.2542(4) -0.0879(2) 0.0376(9) Uani 1 1 d . . . . .
H21 H 0.9703 0.3185 -0.1026 0.045 Uiso 1 1 calc R . . . .
C22 C 0.8583(4) 0.1450(4) -0.1381(2) 0.0414(10) Uani 1 1 d . . . . .
H22 H 0.8645 0.1362 -0.1863 0.050 Uiso 1 1 calc R . . . .
C23 C 0.7853(5) 0.0487(4) -0.11728(19) 0.0401(9) Uani 1 1 d . . . . .
H23 H 0.7419 -0.0241 -0.1515 0.048 Uiso 1 1 calc R . . . .
C24 C 0.7769(4) 0.0608(3) -0.04461(18) 0.0308(7) Uani 1 1 d . . . . .
H24 H 0.7288 -0.0041 -0.0303 0.037 Uiso 1 1 calc R . . . .
C25 C 0.7529(3) 0.0544(3) 0.11599(15) 0.0198(6) Uani 1 1 d . . . . .
C26 C 0.8309(4) -0.0217(3) 0.12995(18) 0.0274(7) Uani 1 1 d . . . . .
H26 H 0.9195 0.0012 0.1295 0.033 Uiso 1 1 calc R . . . .
C27 C 0.7759(4) -0.1316(3) 0.14454(18) 0.0338(8) Uani 1 1 d . . . . .
H27 H 0.8276 -0.1823 0.1541 0.041 Uiso 1 1 calc R . . . .
C28 C 0.6450(4) -0.1655(3) 0.14498(17) 0.0326(8) Uani 1 1 d . . . . .
H28 H 0.6087 -0.2393 0.1549 0.039 Uiso 1 1 calc R . . . .
C29 C 0.5662(4) -0.0909(3) 0.13080(19) 0.0349(8) Uani 1 1 d . . . . .
H29 H 0.4776 -0.1150 0.1311 0.042 Uiso 1 1 calc R . . . .
C30 C 0.6198(3) 0.0197(3) 0.11623(18) 0.0274(7) Uani 1 1 d . . . . .
H30 H 0.5675 0.0701 0.1067 0.033 Uiso 1 1 calc R . . . .
C31 C 0.5497(3) 0.6802(3) 0.44122(16) 0.0179(5) Uani 1 1 d . . . . .
C32 C 0.4201(3) 0.6317(3) 0.40943(17) 0.0243(6) Uani 1 1 d . . . . .
H32 H 0.3949 0.6264 0.3614 0.029 Uiso 1 1 calc R . . . .
C33 C 0.3295(3) 0.5915(3) 0.4499(2) 0.0316(8) Uani 1 1 d . . . . .
H33 H 0.2431 0.5583 0.4287 0.038 Uiso 1 1 calc R . . . .
C34 C 0.3659(4) 0.6003(3) 0.5215(2) 0.0310(8) Uani 1 1 d . . . . .
H34 H 0.3041 0.5726 0.5482 0.037 Uiso 1 1 calc R . . . .
C35 C 0.4936(4) 0.6498(3) 0.55366(18) 0.0280(7) Uani 1 1 d . . . . .
H35 H 0.5175 0.6566 0.6020 0.034 Uiso 1 1 calc R . . . .
C36 C 0.5863(3) 0.6895(3) 0.51385(17) 0.0226(6) Uani 1 1 d . . . . .
H36 H 0.6725 0.7222 0.5353 0.027 Uiso 1 1 calc R . . . .
C37 C 0.6714(3) 0.8823(3) 0.38580(15) 0.0171(5) Uani 1 1 d . . . . .
C38 C 0.7133(3) 0.9200(3) 0.32751(16) 0.0242(6) Uani 1 1 d . . . . .
H38 H 0.7407 0.8666 0.2920 0.029 Uiso 1 1 calc R . . . .
C39 C 0.7139(4) 1.0377(3) 0.32256(17) 0.0283(7) Uani 1 1 d . . . . .
H39 H 0.7410 1.0632 0.2835 0.034 Uiso 1 1 calc R . . . .
C40 C 0.6738(3) 1.1172(3) 0.37609(18) 0.0250(7) Uani 1 1 d . . . . .
H40 H 0.6729 1.1956 0.3723 0.030 Uiso 1 1 calc R . . . .
C41 C 0.6352(3) 1.0809(3) 0.43485(18) 0.0245(6) Uani 1 1 d . . . . .
H41 H 0.6109 1.1356 0.4712 0.029 Uiso 1 1 calc R . . . .
C42 C 0.6324(3) 0.9628(3) 0.44000(17) 0.0227(6) Uani 1 1 d . . . . .
H42 H 0.6049 0.9376 0.4791 0.027 Uiso 1 1 calc R . . . .
Cl1 Cl 0.53163(7) 0.26780(6) 0.25235(4) 0.02205(14) Uani 1 1 d . . . . .
Cl2 Cl 0.87212(8) 0.61801(7) 0.19862(5) 0.03152(17) Uani 1 1 d . . . . .
N1 N 0.7409(2) 0.2979(2) 0.12232(13) 0.0196(5) Uani 1 1 d . . . . .
N2 N 0.6375(2) 0.3016(2) 0.07744(13) 0.0179(5) Uani 1 1 d . . . . .
N3 N 0.5917(2) 0.3825(2) 0.11520(13) 0.0182(5) Uani 1 1 d . . . . .
N4 N 0.6411(2) 0.6341(2) 0.30734(13) 0.0181(5) Uani 1 1 d . . . . .
N5 N 0.5412(2) 0.6319(2) 0.25803(13) 0.0162(5) Uani 1 1 d . . . . .
N6 N 0.5402(2) 0.5423(2) 0.20512(13) 0.0175(5) Uani 1 1 d . . . . .
O1 O 0.8868(2) 0.3579(2) 0.25173(12) 0.0270(5) Uani 1 1 d . . . . .
O2 O 0.7922(2) 0.50987(18) 0.36030(10) 0.0175(4) Uani 1 1 d . . . . .
P1 P 0.82472(7) 0.19786(6) 0.09873(4) 0.01663(14) Uani 1 1 d . . . . .
P2 P 0.66824(6) 0.72739(6) 0.38771(4) 0.01403(13) Uani 1 1 d . . . . .
U1 U 0.72570(2) 0.44565(2) 0.24249(2) 0.01338(3) Uani 1 1 d . . . . .


_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
C1 C2 1.394(4) . ?
C1 C6 1.410(4) . ?
C1 N3 1.402(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.395(4) . ?
C6 N6 1.402(4) . ?
C7 C8 1.413(4) . ?
C7 C12 1.401(4) . ?
C7 O2 1.329(3) . ?
C8 C9 1.409(4) . ?
C8 P2 1.778(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.394(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.383(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.409(4) . ?
C13 C18 1.411(4) . ?
C13 P1 1.776(3) . ?
C14 C15 1.410(5) . ?
C14 O1 1.322(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.374(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.402(5) . ?
C19 C24 1.393(5) . ?
C19 P1 1.790(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.381(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.383(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.401(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.396(4) . ?
C25 C30 1.396(5) . ?
C25 P1 1.794(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.373(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.389(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.390(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.394(4) . ?
C31 C36 1.400(4) . ?
C31 P2 1.797(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.382(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.383(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.380(5) . ?
C35 H35 0.9300 . ?
C35 C36 1.386(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.389(4) . ?
C37 C42 1.396(4) . ?
C37 P2 1.796(3) . ?
C38 H38 0.9300 . ?
C38 C39 1.388(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.387(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.380(5) . ?
C41 H41 0.9300 . ?
C41 C42 1.389(4) . ?
C42 H42 0.9300 . ?
Cl1 U1 2.6419(7) . ?
Cl2 U1 2.6218(8) . ?
N1 N2 1.357(3) . ?
N1 P1 1.629(2) . ?
N1 U1 2.590(2) . ?
N2 N3 1.268(3) . ?
N3 U1 2.586(2) . ?
N4 N5 1.357(3) . ?
N4 P2 1.630(2) . ?
N4 U1 2.641(2) . ?
N5 N6 1.272(3) . ?
N6 U1 2.613(2) . ?
O1 U1 2.204(2) . ?
O2 U1 2.2213(19) . ?

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
C2 C1 C6 120.5(3) . . ?
C2 C1 N3 127.9(3) . . ?
N3 C1 C6 111.6(2) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.5(3) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 120.8 . . ?
C4 C5 C6 118.5(3) . . ?
C6 C5 H5 120.8 . . ?
C5 C6 C1 120.4(3) . . ?
C5 C6 N6 128.7(3) . . ?
N6 C6 C1 110.9(2) . . ?
C12 C7 C8 117.9(3) . . ?
O2 C7 C8 122.7(3) . . ?
O2 C7 C12 119.4(3) . . ?
C7 C8 P2 120.6(2) . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 P2 118.8(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 119.0(3) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C7 C12 H12 119.5 . . ?
C11 C12 C7 120.9(3) . . ?
C11 C12 H12 119.5 . . ?
C14 C13 C18 120.2(3) . . ?
C14 C13 P1 119.5(2) . . ?
C18 C13 P1 120.3(2) . . ?
C13 C14 C15 117.3(3) . . ?
O1 C14 C13 122.5(3) . . ?
O1 C14 C15 120.2(3) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.6(3) . . ?
C16 C15 H15 119.2 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.1(3) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 118.9(3) . . ?
C18 C17 H17 120.5 . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.9(3) . . ?
C17 C18 H18 119.6 . . ?
C20 C19 P1 117.9(2) . . ?
C24 C19 C20 119.9(3) . . ?
C24 C19 P1 122.1(3) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.1(4) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.7(3) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.9(4) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 119.4(3) . . ?
C19 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C26 C25 C30 120.2(3) . . ?
C26 C25 P1 119.7(2) . . ?
C30 C25 P1 120.1(2) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.8(3) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.1(3) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.8(3) . . ?
C29 C28 H28 119.6 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0(3) . . ?
C30 C29 H29 120.0 . . ?
C25 C30 H30 120.4 . . ?
C29 C30 C25 119.3(3) . . ?
C29 C30 H30 120.4 . . ?
C32 C31 C36 119.8(3) . . ?
C32 C31 P2 119.4(2) . . ?
C36 C31 P2 120.8(2) . . ?
C31 C32 H32 120.3 . . ?
C33 C32 C31 119.5(3) . . ?
C33 C32 H32 120.3 . . ?
C32 C33 H33 119.7 . . ?
C32 C33 C34 120.6(3) . . ?
C34 C33 H33 119.7 . . ?
C33 C34 H34 119.9 . . ?
C35 C34 C33 120.3(3) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 120.0(3) . . ?
C36 C35 H35 120.0 . . ?
C31 C36 H36 120.1 . . ?
C35 C36 C31 119.8(3) . . ?
C35 C36 H36 120.1 . . ?
C38 C37 C42 120.4(3) . . ?
C38 C37 P2 117.6(2) . . ?
C42 C37 P2 122.0(2) . . ?
C37 C38 H38 120.1 . . ?
C39 C38 C37 119.7(3) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 120.1 . . ?
C40 C39 C38 119.8(3) . . ?
C40 C39 H39 120.1 . . ?
C39 C40 H40 119.8 . . ?
C41 C40 C39 120.5(3) . . ?
C41 C40 H40 119.8 . . ?
C40 C41 H41 119.9 . . ?
C40 C41 C42 120.3(3) . . ?
C42 C41 H41 119.9 . . ?
C37 C42 H42 120.4 . . ?
C41 C42 C37 119.3(3) . . ?
C41 C42 H42 120.4 . . ?
N2 N1 P1 121.38(19) . . ?
N2 N1 U1 102.88(16) . . ?
P1 N1 U1 134.75(13) . . ?
N3 N2 N1 103.7(2) . . ?
C1 N3 U1 131.03(18) . . ?
N2 N3 C1 122.7(2) . . ?
N2 N3 U1 106.11(18) . . ?
N5 N4 P2 120.62(19) . . ?
N5 N4 U1 102.56(16) . . ?
P2 N4 U1 136.20(13) . . ?
N6 N5 N4 104.1(2) . . ?
C6 N6 U1 130.41(18) . . ?
N5 N6 C6 122.7(2) . . ?
N5 N6 U1 106.81(17) . . ?
C14 O1 U1 145.2(2) . . ?
C7 O2 U1 140.11(18) . . ?
C13 P1 C19 109.99(15) . . ?
C13 P1 C25 108.89(14) . . ?
C19 P1 C25 109.04(14) . . ?
N1 P1 C13 105.57(13) . . ?
N1 P1 C19 112.05(14) . . ?
N1 P1 C25 111.22(14) . . ?
C8 P2 C31 108.63(13) . . ?
C8 P2 C37 110.34(13) . . ?
C37 P2 C31 108.26(13) . . ?
N4 P2 C8 105.15(13) . . ?
N4 P2 C31 112.33(13) . . ?
N4 P2 C37 112.07(13) . . ?
Cl2 U1 Cl1 163.07(3) . . ?
Cl2 U1 N4 81.17(6) . . ?
N1 U1 Cl1 86.20(6) . . ?
N1 U1 Cl2 85.69(6) . . ?
N1 U1 N4 147.29(8) . . ?
N1 U1 N6 102.50(7) . . ?
N3 U1 Cl1 78.59(6) . . ?
N3 U1 Cl2 85.01(6) . . ?
N3 U1 N1 47.02(8) . . ?
N3 U1 N4 101.78(7) . . ?
N3 U1 N6 55.64(7) . . ?
N4 U1 Cl1 97.98(6) . . ?
N6 U1 Cl1 83.50(6) . . ?
N6 U1 Cl2 83.80(6) . . ?
N6 U1 N4 46.50(7) . . ?
O1 U1 Cl1 99.98(7) . . ?
O1 U1 Cl2 90.53(7) . . ?
O1 U1 N1 67.28(8) . . ?
O1 U1 N3 114.31(8) . . ?
O1 U1 N4 142.12(8) . . ?
O1 U1 N6 168.75(8) . . ?
O1 U1 O2 79.67(8) . . ?
O2 U1 Cl1 93.38(6) . . ?
O2 U1 Cl2 101.59(6) . . ?
O2 U1 N1 146.29(7) . . ?
O2 U1 N3 164.73(8) . . ?
O2 U1 N4 66.18(7) . . ?
O2 U1 N6 110.94(7) . . ?

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
C1 C2 C3 C4 -0.5(5) . . . . ?
C1 C6 N6 N5 173.9(3) . . . . ?
C1 C6 N6 U1 -3.4(4) . . . . ?
C2 C1 C6 C5 -1.0(4) . . . . ?
C2 C1 C6 N6 178.6(3) . . . . ?
C2 C1 N3 N2 1.4(5) . . . . ?
C2 C1 N3 U1 -173.6(2) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C4 C5 C6 C1 0.5(5) . . . . ?
C4 C5 C6 N6 -179.1(3) . . . . ?
C5 C6 N6 N5 -6.4(5) . . . . ?
C5 C6 N6 U1 176.3(2) . . . . ?
C6 C1 C2 C3 1.0(5) . . . . ?
C6 C1 N3 N2 -177.9(3) . . . . ?
C6 C1 N3 U1 7.2(4) . . . . ?
C7 C8 C9 C10 -0.2(5) . . . . ?
C7 C8 P2 C31 87.1(3) . . . . ?
C7 C8 P2 C37 -154.3(2) . . . . ?
C7 C8 P2 N4 -33.3(3) . . . . ?
C8 C7 C12 C11 0.0(5) . . . . ?
C8 C7 O2 U1 65.5(4) . . . . ?
C8 C9 C10 C11 -0.8(5) . . . . ?
C9 C8 P2 C31 -86.9(3) . . . . ?
C9 C8 P2 C37 31.6(3) . . . . ?
C9 C8 P2 N4 152.6(2) . . . . ?
C9 C10 C11 C12 1.5(6) . . . . ?
C10 C11 C12 C7 -1.1(6) . . . . ?
C12 C7 C8 C9 0.6(4) . . . . ?
C12 C7 C8 P2 -173.3(2) . . . . ?
C12 C7 O2 U1 -115.7(3) . . . . ?
C13 C14 C15 C16 -1.8(6) . . . . ?
C13 C14 O1 U1 -61.2(5) . . . . ?
C14 C13 C18 C17 -0.2(5) . . . . ?
C14 C13 P1 C19 155.5(2) . . . . ?
C14 C13 P1 C25 -85.1(3) . . . . ?
C14 C13 P1 N1 34.4(3) . . . . ?
C14 C15 C16 C17 0.8(7) . . . . ?
C15 C14 O1 U1 118.5(4) . . . . ?
C15 C16 C17 C18 0.5(6) . . . . ?
C16 C17 C18 C13 -0.8(5) . . . . ?
C18 C13 C14 C15 1.4(5) . . . . ?
C18 C13 C14 O1 -178.8(3) . . . . ?
C18 C13 P1 C19 -27.6(3) . . . . ?
C18 C13 P1 C25 91.8(3) . . . . ?
C18 C13 P1 N1 -148.7(2) . . . . ?
C19 C20 C21 C22 0.3(5) . . . . ?
C20 C19 C24 C23 -0.2(5) . . . . ?
C20 C19 P1 C13 -50.8(3) . . . . ?
C20 C19 P1 C25 -170.2(2) . . . . ?
C20 C19 P1 N1 66.3(3) . . . . ?
C20 C21 C22 C23 0.3(6) . . . . ?
C21 C22 C23 C24 -0.9(6) . . . . ?
C22 C23 C24 C19 0.8(6) . . . . ?
C24 C19 C20 C21 -0.3(5) . . . . ?
C24 C19 P1 C13 134.0(3) . . . . ?
C24 C19 P1 C25 14.6(3) . . . . ?
C24 C19 P1 N1 -108.9(3) . . . . ?
C25 C26 C27 C28 0.3(5) . . . . ?
C26 C25 C30 C29 0.3(5) . . . . ?
C26 C25 P1 C13 -36.1(3) . . . . ?
C26 C25 P1 C19 83.9(3) . . . . ?
C26 C25 P1 N1 -152.0(2) . . . . ?
C26 C27 C28 C29 0.1(5) . . . . ?
C27 C28 C29 C30 -0.3(5) . . . . ?
C28 C29 C30 C25 0.1(5) . . . . ?
C30 C25 C26 C27 -0.4(5) . . . . ?
C30 C25 P1 C13 143.2(3) . . . . ?
C30 C25 P1 C19 -96.8(3) . . . . ?
C30 C25 P1 N1 27.3(3) . . . . ?
C31 C32 C33 C34 0.7(5) . . . . ?
C32 C31 C36 C35 0.3(4) . . . . ?
C32 C31 P2 C8 -154.8(2) . . . . ?
C32 C31 P2 C37 85.4(3) . . . . ?
C32 C31 P2 N4 -38.9(3) . . . . ?
C32 C33 C34 C35 0.3(5) . . . . ?
C33 C34 C35 C36 -0.9(5) . . . . ?
C34 C35 C36 C31 0.6(5) . . . . ?
C36 C31 C32 C33 -1.0(5) . . . . ?
C36 C31 P2 C8 24.0(3) . . . . ?
C36 C31 P2 C37 -95.9(3) . . . . ?
C36 C31 P2 N4 139.9(2) . . . . ?
C37 C38 C39 C40 0.5(5) . . . . ?
C38 C37 C42 C41 0.3(5) . . . . ?
C38 C37 P2 C8 86.6(3) . . . . ?
C38 C37 P2 C31 -154.6(2) . . . . ?
C38 C37 P2 N4 -30.2(3) . . . . ?
C38 C39 C40 C41 1.0(5) . . . . ?
C39 C40 C41 C42 -1.9(5) . . . . ?
C40 C41 C42 C37 1.2(5) . . . . ?
C42 C37 C38 C39 -1.2(5) . . . . ?
C42 C37 P2 C8 -94.0(3) . . . . ?
C42 C37 P2 C31 24.7(3) . . . . ?
C42 C37 P2 N4 149.2(2) . . . . ?
N1 N2 N3 C1 178.9(3) . . . . ?
N1 N2 N3 U1 -5.1(2) . . . . ?
N2 N1 P1 C13 157.0(2) . . . . ?
N2 N1 P1 C19 37.3(3) . . . . ?
N2 N1 P1 C25 -85.1(3) . . . . ?
N3 C1 C2 C3 -178.2(3) . . . . ?
N3 C1 C6 C5 178.3(3) . . . . ?
N3 C1 C6 N6 -2.0(3) . . . . ?
N4 N5 N6 C6 -176.5(2) . . . . ?
N4 N5 N6 U1 1.3(2) . . . . ?
N5 N4 P2 C8 -169.6(2) . . . . ?
N5 N4 P2 C31 72.5(2) . . . . ?
N5 N4 P2 C37 -49.7(3) . . . . ?
O1 C14 C15 C16 178.5(4) . . . . ?
O2 C7 C8 C9 179.5(3) . . . . ?
O2 C7 C8 P2 5.5(4) . . . . ?
O2 C7 C12 C11 -178.9(3) . . . . ?
P1 C13 C14 C15 178.4(3) . . . . ?
P1 C13 C14 O1 -1.9(4) . . . . ?
P1 C13 C18 C17 -177.1(3) . . . . ?
P1 C19 C20 C21 -175.6(3) . . . . ?
P1 C19 C24 C23 174.9(3) . . . . ?
P1 C25 C26 C27 178.9(3) . . . . ?
P1 C25 C30 C29 -179.0(3) . . . . ?
P1 N1 N2 N3 175.2(2) . . . . ?
P2 C8 C9 C10 173.8(3) . . . . ?
P2 C31 C32 C33 177.8(3) . . . . ?
P2 C31 C36 C35 -178.5(2) . . . . ?
P2 C37 C38 C39 178.1(3) . . . . ?
P2 C37 C42 C41 -179.0(2) . . . . ?
P2 N4 N5 N6 -173.7(2) . . . . ?
U1 N1 N2 N3 5.0(2) . . . . ?
U1 N1 P1 C13 -36.6(2) . . . . ?
U1 N1 P1 C19 -156.30(18) . . . . ?
U1 N1 P1 C25 81.4(2) . . . . ?
U1 N4 N5 N6 -1.3(2) . . . . ?
U1 N4 P2 C8 21.2(2) . . . . ?
U1 N4 P2 C31 -96.8(2) . . . . ?
U1 N4 P2 C37 141.09(18) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.198 -0.070 0.318 202.0 44.5 ?
2 -0.198 0.070 0.682 202.0 42.7 ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.051
_oxdiff_exptl_absorpt_empirical_full_min 0.771
