# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_DippNHCstar=PH
_database_code_depnum_ccdc_archive 'CCDC 1056173'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;
_audit_creation_date             2015-03-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
1,3-bis(2,6-diisopropylphenyl)-2-phosphanylideneimidazolidine
_chemical_formula_moiety         'C27 H39 N2 P'
_chemical_formula_sum            'C27 H39 N2 P'
_chemical_formula_weight         422.57
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   11.8631(6)
_cell_length_b                   20.2676(9)
_cell_length_c                   10.9214(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2625.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9933
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.54
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.973
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  0.9881
_exptl_absorpt_correction_T_min  0.9730
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
"SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction'"
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.069
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             920
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            42885
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.938
_diffrn_reflns_theta_min         2.010
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2541
_reflns_number_total             3242
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3242
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0476
_refine_ls_restrained_S_all      1.021
_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)+(0.0682P)²+1.0435P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1364
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H1(0.5)
3.a Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C14(H14A,H14B,H14C), C11(H11A,H11B,H11C), C13(H13A,H13B,
 H13C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
P1 P 0.74464(4) 0.2500 0.14191(6) 0.04110(19) Uani 1 2 d S T P . .
C1 C 0.88749(15) 0.2500 0.10472(16) 0.0244(4) Uani 1 2 d S T P . .
C2 C 1.06901(12) 0.28727(7) 0.05493(17) 0.0351(3) Uani 1 1 d . . . . .
C3 C 0.91400(11) 0.37089(6) 0.08231(13) 0.0292(3) Uani 1 1 d . . . . .
C4 C 0.86739(12) 0.39437(7) -0.02723(13) 0.0329(3) Uani 1 1 d . . . . .
C9 C 0.85172(14) 0.35023(8) -0.13787(14) 0.0400(4) Uani 1 1 d . . . . .
C5 C 0.83584(13) 0.46070(8) -0.03193(16) 0.0406(4) Uani 1 1 d . . . . .
C8 C 0.92722(12) 0.41091(7) 0.18511(14) 0.0338(3) Uani 1 1 d . . . . .
C6 C 0.84935(14) 0.50131(8) 0.06824(17) 0.0440(4) Uani 1 1 d . . . . .
C7 C 0.89341(14) 0.47681(8) 0.17565(16) 0.0415(4) Uani 1 1 d . . . . .
C12 C 0.97488(15) 0.38489(8) 0.30442(14) 0.0428(4) Uani 1 1 d . . . . .
C10 C 0.73105(19) 0.34824(12) -0.1804(2) 0.0740(7) Uani 1 1 d . . . . .
H10A H 0.6827 0.3333 -0.1132 0.111 Uiso 1 1 calc GR . . . .
H10B H 0.7242 0.3177 -0.2496 0.111 Uiso 1 1 calc GR . . . .
H10C H 0.7077 0.3925 -0.2063 0.111 Uiso 1 1 calc GR . . . .
C14 C 1.0742(2) 0.42486(12) 0.3488(2) 0.0803(8) Uani 1 1 d . . . . .
H14A H 1.0492 0.4696 0.3691 0.120 Uiso 1 1 calc GR . . . .
H14B H 1.1315 0.4269 0.2844 0.120 Uiso 1 1 calc GR . . . .
H14C H 1.1062 0.4040 0.4219 0.120 Uiso 1 1 calc GR . . . .
C11 C 0.9316(2) 0.36934(13) -0.2401(2) 0.0800(7) Uani 1 1 d . . . . .
H11A H 0.9303 0.3353 -0.3038 0.120 Uiso 1 1 calc GR . . . .
H11B H 1.0082 0.3735 -0.2074 0.120 Uiso 1 1 calc GR . . . .
H11C H 0.9079 0.4116 -0.2753 0.120 Uiso 1 1 calc GR . . . .
C13 C 0.8831(2) 0.38098(17) 0.4007(2) 0.0981(10) Uani 1 1 d . . . . .
H13A H 0.9135 0.3607 0.4752 0.147 Uiso 1 1 calc GR . . . .
H13B H 0.8205 0.3542 0.3698 0.147 Uiso 1 1 calc GR . . . .
H13C H 0.8559 0.4255 0.4195 0.147 Uiso 1 1 calc GR . . . .
N1 N 0.95327(9) 0.30394(5) 0.08720(11) 0.0298(3) Uani 1 1 d . . . . .
H5 H 0.8038(15) 0.4773(8) -0.1057(15) 0.040(4) Uiso 1 1 d . . . . .
H6 H 0.8251(16) 0.5472(10) 0.0623(17) 0.054(5) Uiso 1 1 d . . . . .
H7 H 0.9014(16) 0.5062(10) 0.2458(18) 0.055(5) Uiso 1 1 d . . . . .
H9 H 0.8719(15) 0.3061(9) -0.1152(15) 0.043(5) Uiso 1 1 d . . . . .
H12 H 1.0015(16) 0.3401(10) 0.2888(17) 0.056(5) Uiso 1 1 d . . . . .
H2A H 1.1201(18) 0.3048(9) 0.1133(17) 0.053(5) Uiso 1 1 d . . . . .
H2B H 1.0876(18) 0.3040(10) -0.026(2) 0.063(6) Uiso 1 1 d . . . . .
H1 H 0.721(3) 0.3076(18) 0.151(3) 0.045(9) Uiso 0.5 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
P1 C1 1.7426(19) . ?
C1 N1 1.3567(15) 7_565 ?
C1 N1 1.3568(15) . ?
C2 C2 1.511(3) 7_565 ?
C2 N1 1.4572(18) . ?
C3 C4 1.401(2) . ?
C3 C8 1.394(2) . ?
C3 N1 1.4355(17) . ?
C4 C9 1.515(2) . ?
C4 C5 1.396(2) . ?
C9 C10 1.506(3) . ?
C9 C11 1.515(3) . ?
C5 C6 1.378(2) . ?
C8 C7 1.398(2) . ?
C8 C12 1.515(2) . ?
C6 C7 1.377(2) . ?
C12 C14 1.510(3) . ?
C12 C13 1.516(3) . ?

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
N1 C1 P1 126.31(8) 7_565 . ?
N1 C1 P1 126.31(8) . . ?
N1 C1 N1 107.38(15) 7_565 . ?
N1 C2 C2 103.40(7) . 7_565 ?
C4 C3 N1 118.74(12) . . ?
C8 C3 C4 122.30(13) . . ?
C8 C3 N1 118.91(12) . . ?
C3 C4 C9 121.92(13) . . ?
C5 C4 C3 117.66(14) . . ?
C5 C4 C9 120.42(14) . . ?
C10 C9 C4 112.26(15) . . ?
C10 C9 C11 111.95(18) . . ?
C11 C9 C4 111.12(15) . . ?
C6 C5 C4 120.97(15) . . ?
C3 C8 C7 117.64(14) . . ?
C3 C8 C12 122.15(13) . . ?
C7 C8 C12 120.20(14) . . ?
C7 C6 C5 120.33(14) . . ?
C6 C7 C8 121.09(15) . . ?
C8 C12 C13 110.30(16) . . ?
C14 C12 C8 112.38(15) . . ?
C14 C12 C13 111.44(19) . . ?
C1 N1 C2 112.90(11) . . ?
C1 N1 C3 125.47(11) . . ?
C3 N1 C2 121.06(11) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# 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_DippNHCstarH-PH2
_database_code_depnum_ccdc_archive 'CCDC 1056174'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;
_audit_creation_date             2015-03-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
1,3-bis(2,6-diisopropylphenyl)-2-phosphanylimidazolidine
_chemical_formula_moiety         'C27 H41 N2 P'
_chemical_formula_sum            'C27 H41 N2 P'
_chemical_formula_weight         424.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         C27H41N2P
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 '-x, y+1/2, -z+1/2'
4 'x+1/2, -y+1/2, -z'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 'x, -y-1/2, z-1/2'
8 '-x-1/2, y-1/2, z'

_cell_length_a                   12.1771(3)
_cell_length_b                   16.0504(3)
_cell_length_c                   26.4131(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5162.35(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    13677
_cell_measurement_temperature    105.7(3)
_cell_measurement_theta_max      31.5100
_cell_measurement_theta_min      2.9680
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            38487
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.97
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      105.7(3)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -97.00  -48.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3865  -77.0000   30.0000 49

#__ type_ start__ end____ width___ exp.time_
  2 omega   53.00   96.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8553  179.0000 -180.0000 43

#__ type_ start__ end____ width___ exp.time_
  3 omega   36.00  103.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8553  179.0000   60.0000 67

#__ type_ start__ end____ width___ exp.time_
  4 omega  -36.00   10.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3865  -90.0000   57.0000 46

#__ type_ start__ end____ width___ exp.time_
  5 omega  -95.00   -5.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3865  -57.0000 -120.0000 90

#__ type_ start__ end____ width___ exp.time_
  6 omega  -95.00  -26.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.3865  -57.0000  150.0000 69

#__ type_ start__ end____ width___ exp.time_
  7 omega   34.00  103.00   1.0000   45.0000
omega____ theta____ kappa____ phi______ frames
    -       26.8553  179.0000  -60.0000 69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0537990000
_diffrn_orient_matrix_UB_12      -0.0015834000
_diffrn_orient_matrix_UB_13      -0.0102996000
_diffrn_orient_matrix_UB_21      -0.0208417000
_diffrn_orient_matrix_UB_22      0.0196946000
_diffrn_orient_matrix_UB_23      0.0220481000
_diffrn_orient_matrix_UB_31      0.0082180000
_diffrn_orient_matrix_UB_32      0.0394941000
_diffrn_orient_matrix_UB_33      -0.0113696000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_number_gt                4669
_reflns_number_total             5270
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         5270
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0545
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0545P)²+3.1252P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1323
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C1(H1), C10(H10), C25(H25), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C20(H20), C8(H8), C18(H18), C19(H19)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C23(H23A,H23B,H23C), C27(H27A,H27B,H27C), C24(H24A,H24B,
 H24C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C11(H11A,H11B,H11C), C12(H12A,
 H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
P1 P 0.56023(5) 0.83623(3) 0.61964(2) 0.03394(16) Uani 1 d . . .
N2 N 0.40727(11) 0.71903(9) 0.64818(5) 0.0185(3) Uani 1 d . . .
N1 N 0.48982(12) 0.69142(9) 0.57373(5) 0.0214(3) Uani 1 d . . .
C16 C 0.39117(13) 0.74359(11) 0.69999(6) 0.0193(3) Uani 1 d . . .
C21 C 0.32535(14) 0.81408(11) 0.70880(6) 0.0222(4) Uani 1 d . . .
C9 C 0.64247(15) 0.59835(11) 0.54828(6) 0.0226(4) Uani 1 d . . .
C17 C 0.43568(14) 0.69794(11) 0.74072(6) 0.0223(4) Uani 1 d . . .
C5 C 0.59263(15) 0.71923(11) 0.49659(6) 0.0224(4) Uani 1 d . . .
C4 C 0.57703(14) 0.66931(11) 0.53976(6) 0.0207(4) Uani 1 d . . .
C6 C 0.67615(16) 0.69760(12) 0.46292(7) 0.0267(4) Uani 1 d . . .
H6 H 0.6874 0.7298 0.4341 0.032 Uiso 1 calc . . R
C22 C 0.27044(15) 0.86072(11) 0.66575(7) 0.0254(4) Uani 1 d . . .
H22 H 0.2937 0.8345 0.6340 0.030 Uiso 1 calc . . R
C1 C 0.51413(14) 0.72432(11) 0.62385(6) 0.0209(4) Uani 1 d . . .
H1 H 0.5686 0.6899 0.6414 0.025 Uiso 1 calc . . R
C7 C 0.74261(16) 0.62913(12) 0.47155(7) 0.0283(4) Uani 1 d . . .
H7 H 0.7989 0.6164 0.4490 0.034 Uiso 1 calc . . R
C3 C 0.34825(14) 0.64723(11) 0.62832(6) 0.0224(4) Uani 1 d . . .
H3A H 0.2695 0.6558 0.6298 0.027 Uiso 1 calc . . R
H3B H 0.3667 0.5970 0.6469 0.027 Uiso 1 calc . . R
C20 C 0.30705(15) 0.83931(12) 0.75865(7) 0.0293(4) Uani 1 d . . .
H20 H 0.2644 0.8863 0.7650 0.035 Uiso 1 calc . . R
C8 C 0.72533(15) 0.57992(11) 0.51342(7) 0.0273(4) Uani 1 d . . .
H8 H 0.7696 0.5335 0.5186 0.033 Uiso 1 calc . . R
C2 C 0.38843(15) 0.64242(11) 0.57369(6) 0.0239(4) Uani 1 d . . .
H2A H 0.4027 0.5852 0.5639 0.029 Uiso 1 calc . . R
H2B H 0.3348 0.6661 0.5507 0.029 Uiso 1 calc . . R
C18 C 0.41393(15) 0.72560(13) 0.78998(7) 0.0279(4) Uani 1 d . . .
H18 H 0.4424 0.6961 0.8173 0.033 Uiso 1 calc . . R
C10 C 0.51890(16) 0.79326(11) 0.48476(7) 0.0261(4) Uani 1 d . . .
H10 H 0.4725 0.8030 0.5145 0.031 Uiso 1 calc . . R
C25 C 0.50587(15) 0.62088(12) 0.73361(7) 0.0253(4) Uani 1 d . . .
H25 H 0.5087 0.6087 0.6973 0.030 Uiso 1 calc . . R
C13 C 0.62528(16) 0.53989(11) 0.59287(7) 0.0278(4) Uani 1 d . . .
H13 H 0.5633 0.5611 0.6127 0.033 Uiso 1 calc . . R
C19 C 0.35142(16) 0.79546(14) 0.79879(7) 0.0330(5) Uani 1 d . . .
H19 H 0.3390 0.8132 0.8318 0.040 Uiso 1 calc . . R
C26 C 0.62401(16) 0.63606(13) 0.75171(8) 0.0330(4) Uani 1 d . . .
H26A H 0.6531 0.6845 0.7352 0.049 Uiso 1 calc . . GR
H26B H 0.6685 0.5885 0.7436 0.049 Uiso 1 calc . . GR
H26C H 0.6242 0.6446 0.7877 0.049 Uiso 1 calc . . GR
C23 C 0.30439(19) 0.95259(12) 0.66344(9) 0.0390(5) Uani 1 d . . .
H23A H 0.2807 0.9804 0.6937 0.059 Uiso 1 calc . . GR
H23B H 0.2709 0.9785 0.6346 0.059 Uiso 1 calc . . GR
H23C H 0.3828 0.9564 0.6606 0.059 Uiso 1 calc . . GR
C27 C 0.45640(17) 0.54493(13) 0.76009(8) 0.0354(5) Uani 1 d . . .
H27A H 0.4566 0.5538 0.7960 0.053 Uiso 1 calc . . GR
H27B H 0.4993 0.4964 0.7522 0.053 Uiso 1 calc . . GR
H27C H 0.3823 0.5369 0.7486 0.053 Uiso 1 calc . . GR
C24 C 0.14537(17) 0.85285(15) 0.66913(8) 0.0389(5) Uani 1 d . . .
H24A H 0.1251 0.7951 0.6679 0.058 Uiso 1 calc . . GR
H24B H 0.1122 0.8818 0.6412 0.058 Uiso 1 calc . . GR
H24C H 0.1203 0.8768 0.7004 0.058 Uiso 1 calc . . GR
C14 C 0.5955(2) 0.45197(12) 0.57465(9) 0.0400(5) Uani 1 d . . .
H14A H 0.5315 0.4546 0.5535 0.060 Uiso 1 calc . . GR
H14B H 0.5807 0.4171 0.6034 0.060 Uiso 1 calc . . GR
H14C H 0.6557 0.4292 0.5557 0.060 Uiso 1 calc . . GR
C15 C 0.72576(19) 0.53748(15) 0.62753(8) 0.0414(5) Uani 1 d . . .
H15A H 0.7877 0.5163 0.6091 0.062 Uiso 1 calc . . GR
H15B H 0.7110 0.5019 0.6559 0.062 Uiso 1 calc . . GR
H15C H 0.7417 0.5927 0.6394 0.062 Uiso 1 calc . . GR
C11 C 0.5843(2) 0.87309(13) 0.47507(10) 0.0482(6) Uani 1 d . . .
H11A H 0.6356 0.8816 0.5022 0.072 Uiso 1 calc . . GR
H11B H 0.5349 0.9196 0.4733 0.072 Uiso 1 calc . . GR
H11C H 0.6234 0.8681 0.4437 0.072 Uiso 1 calc . . GR
C12 C 0.4433(2) 0.77378(15) 0.44040(8) 0.0446(6) Uani 1 d . . .
H12A H 0.4867 0.7599 0.4112 0.067 Uiso 1 calc . . GR
H12B H 0.3988 0.8216 0.4330 0.067 Uiso 1 calc . . GR
H12C H 0.3969 0.7275 0.4490 0.067 Uiso 1 calc . . GR
H1A H 0.5938(19) 0.8487(15) 0.6654(9) 0.047(7) Uiso 1 d . . .
H1B H 0.662(2) 0.8214(15) 0.5983(9) 0.052(7) Uiso 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
P1 C1 1.8850(18) . ?
P1 H1A 1.29(2) . ?
P1 H1B 1.38(3) . ?
N2 C16 1.438(2) . ?
N2 C1 1.454(2) . ?
N2 C3 1.456(2) . ?
N1 C4 1.435(2) . ?
N1 C1 1.456(2) . ?
N1 C2 1.464(2) . ?
C16 C21 1.406(2) . ?
C16 C17 1.410(2) . ?
C21 C22 1.517(2) . ?
C21 C20 1.395(2) . ?
C9 C4 1.408(2) . ?
C9 C8 1.398(2) . ?
C9 C13 1.520(2) . ?
C17 C18 1.400(2) . ?
C17 C25 1.515(3) . ?
C5 C4 1.406(2) . ?
C5 C6 1.395(2) . ?
C5 C10 1.522(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.384(3) . ?
C22 H22 0.9800 . ?
C22 C23 1.533(3) . ?
C22 C24 1.531(3) . ?
C1 H1 0.9800 . ?
C7 H7 0.9300 . ?
C7 C8 1.375(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C2 1.526(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.383(3) . ?
C8 H8 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C19 1.375(3) . ?
C10 H10 0.9800 . ?
C10 C11 1.530(3) . ?
C10 C12 1.522(3) . ?
C25 H25 0.9800 . ?
C25 C26 1.535(3) . ?
C25 C27 1.529(3) . ?
C13 H13 0.9800 . ?
C13 C14 1.534(3) . ?
C13 C15 1.529(3) . ?
C19 H19 0.9300 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

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
C1 P1 H1A 100.7(10) . . ?
C1 P1 H1B 97.3(10) . . ?
H1A P1 H1B 97.3(15) . . ?
C16 N2 C1 121.79(13) . . ?
C16 N2 C3 119.52(13) . . ?
C1 N2 C3 109.20(13) . . ?
C4 N1 C1 120.53(14) . . ?
C4 N1 C2 119.39(13) . . ?
C1 N1 C2 111.54(13) . . ?
C21 C16 N2 117.12(15) . . ?
C21 C16 C17 120.74(15) . . ?
C17 C16 N2 122.10(15) . . ?
C16 C21 C22 121.64(15) . . ?
C20 C21 C16 118.72(16) . . ?
C20 C21 C22 119.59(16) . . ?
C4 C9 C13 123.03(16) . . ?
C8 C9 C4 118.32(16) . . ?
C8 C9 C13 118.63(16) . . ?
C16 C17 C25 123.12(15) . . ?
C18 C17 C16 118.13(17) . . ?
C18 C17 C25 118.74(16) . . ?
C4 C5 C10 122.12(16) . . ?
C6 C5 C4 118.27(16) . . ?
C6 C5 C10 119.57(16) . . ?
C9 C4 N1 121.26(15) . . ?
C5 C4 N1 117.78(15) . . ?
C5 C4 C9 120.93(16) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.27(17) . . ?
C7 C6 H6 119.4 . . ?
C21 C22 H22 107.6 . . ?
C21 C22 C23 112.69(15) . . ?
C21 C22 C24 110.74(16) . . ?
C23 C22 H22 107.6 . . ?
C24 C22 H22 107.6 . . ?
C24 C22 C23 110.49(16) . . ?
P1 C1 H1 111.3 . . ?
N2 C1 P1 110.39(11) . . ?
N2 C1 N1 101.46(13) . . ?
N2 C1 H1 111.3 . . ?
N1 C1 P1 110.64(11) . . ?
N1 C1 H1 111.3 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 119.93(17) . . ?
C8 C7 H7 120.0 . . ?
N2 C3 H3A 111.2 . . ?
N2 C3 H3B 111.2 . . ?
N2 C3 C2 102.85(13) . . ?
H3A C3 H3B 109.1 . . ?
C2 C3 H3A 111.2 . . ?
C2 C3 H3B 111.2 . . ?
C21 C20 H20 119.5 . . ?
C19 C20 C21 120.90(18) . . ?
C19 C20 H20 119.5 . . ?
C9 C8 H8 119.4 . . ?
C7 C8 C9 121.25(17) . . ?
C7 C8 H8 119.4 . . ?
N1 C2 C3 104.04(13) . . ?
N1 C2 H2A 110.9 . . ?
N1 C2 H2B 110.9 . . ?
C3 C2 H2A 110.9 . . ?
C3 C2 H2B 110.9 . . ?
H2A C2 H2B 109.0 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.38(17) . . ?
C19 C18 H18 119.3 . . ?
C5 C10 H10 107.5 . . ?
C5 C10 C11 112.41(17) . . ?
C5 C10 C12 110.75(15) . . ?
C11 C10 H10 107.5 . . ?
C12 C10 H10 107.5 . . ?
C12 C10 C11 110.97(18) . . ?
C17 C25 H25 107.7 . . ?
C17 C25 C26 111.12(16) . . ?
C17 C25 C27 111.83(15) . . ?
C26 C25 H25 107.7 . . ?
C27 C25 H25 107.7 . . ?
C27 C25 C26 110.68(15) . . ?
C9 C13 H13 107.8 . . ?
C9 C13 C14 110.92(16) . . ?
C9 C13 C15 111.68(16) . . ?
C14 C13 H13 107.8 . . ?
C15 C13 H13 107.8 . . ?
C15 C13 C14 110.71(17) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 C20 120.10(17) . . ?
C18 C19 H19 119.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane'
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Heat-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# 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_Hg(DippNHC=P)2
_database_code_depnum_ccdc_archive 'CCDC 1056175'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;
_audit_creation_date             2015-03-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        
bis((1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)phosphanyl)mercury
_chemical_formula_moiety         'C54 H72 Hg N4 P2'
_chemical_formula_sum            'C54 H68 Hg N4 P2'
_chemical_formula_weight         1035.65
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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                   10.4911(8)
_cell_length_b                   11.1172(8)
_cell_length_c                   12.5446(9)
_cell_angle_alpha                103.202(2)
_cell_angle_beta                 112.596(2)
_cell_angle_gamma                95.847(2)
_cell_volume                     1285.49(16)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9672
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.96
_cell_measurement_theta_min      2.84
_shelx_estimated_absorpt_T_max   0.913
_shelx_estimated_absorpt_T_min   0.457
_exptl_absorpt_coefficient_mu    3.093
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             530
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            49394
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.130
_diffrn_reflns_theta_min         2.241
_diffrn_ambient_temperature      100.1
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6902
_reflns_number_total             6911
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    ?
_refine_diff_density_max         1.287
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         6911
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0216
_refine_ls_R_factor_gt           0.0215
_refine_ls_restrained_S_all      1.077
_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)+(0.0292P)²+0.3845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0495
_refine_ls_wR_factor_ref         0.0495
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C13(H13), C10(H10), C25(H25)
2.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C2(H2), C3(H3), C18(H18), C8(H8), C6(H6), C7(H7), C19(H19)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C23(H23A,H23B,H23C), C12(H12A,H12B,H12C), C24(H24A,H24B,
 H24C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C11(H11A,H11B,H11C), C15(H15A,
 H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
C4 C 0.11081(18) 0.78382(16) 0.54393(15) 0.0134(3) Uani 1 1 d . . . . .
C21 C 0.5358(2) 0.72166(18) 0.95180(17) 0.0190(4) Uani 1 1 d . . . . .
C5 C 0.1748(2) 0.74389(17) 0.46602(17) 0.0168(3) Uani 1 1 d . . . . .
C20 C 0.6067(2) 0.6672(2) 1.04113(19) 0.0260(4) Uani 1 1 d . . . . .
H20 H 0.6931 0.6440 1.0464 0.031 Uiso 1 1 calc R . . . .
C2 C 0.26101(19) 0.93506(17) 0.74430(17) 0.0168(3) Uani 1 1 d . . . . .
H2 H 0.2506 1.0101 0.7207 0.020 Uiso 1 1 calc R . . . .
C3 C 0.3431(2) 0.92775(17) 0.85377(17) 0.0177(4) Uani 1 1 d . . . . .
H3 H 0.4018 0.9969 0.9222 0.021 Uiso 1 1 calc R . . . .
C22 C 0.5979(2) 0.7450(2) 0.8650(2) 0.0239(4) Uani 1 1 d . . . . .
H22 H 0.5401 0.7956 0.8163 0.029 Uiso 1 1 calc R . . . .
C14 C -0.2003(3) 0.9294(2) 0.5487(3) 0.0397(6) Uani 1 1 d . . . . .
H14A H -0.1583 0.9973 0.5268 0.060 Uiso 1 1 calc GR . . . .
H14B H -0.2268 0.9662 0.6140 0.060 Uiso 1 1 calc GR . . . .
H14C H -0.2846 0.8770 0.4783 0.060 Uiso 1 1 calc GR . . . .
C17 C 0.3505(2) 0.73065(19) 1.02553(17) 0.0213(4) Uani 1 1 d . . . . .
C23 C 0.7508(2) 0.8211(2) 0.9336(2) 0.0361(5) Uani 1 1 d . . . . .
H23A H 0.7536 0.9010 0.9883 0.054 Uiso 1 1 calc GR . . . .
H23B H 0.7864 0.8387 0.8759 0.054 Uiso 1 1 calc GR . . . .
H23C H 0.8099 0.7722 0.9805 0.054 Uiso 1 1 calc GR . . . .
C12 C 0.3512(3) 0.6200(2) 0.4289(2) 0.0352(5) Uani 1 1 d . . . . .
H12A H 0.2811 0.5429 0.4068 0.053 Uiso 1 1 calc GR . . . .
H12B H 0.4462 0.6052 0.4690 0.053 Uiso 1 1 calc GR . . . .
H12C H 0.3422 0.6434 0.3560 0.053 Uiso 1 1 calc GR . . . .
C24 C 0.5913(3) 0.6208(2) 0.7783(2) 0.0321(5) Uani 1 1 d . . . . .
H24A H 0.6498 0.5708 0.8240 0.048 Uiso 1 1 calc GR . . . .
H24B H 0.6266 0.6387 0.7205 0.048 Uiso 1 1 calc GR . . . .
H24C H 0.4933 0.5733 0.7347 0.048 Uiso 1 1 calc GR . . . .
C18 C 0.4287(2) 0.6791(2) 1.11518(18) 0.0271(4) Uani 1 1 d . . . . .
H18 H 0.3946 0.6664 1.1727 0.033 Uiso 1 1 calc R . . . .
C26 C 0.2307(3) 0.8630(3) 1.1317(3) 0.0451(7) Uani 1 1 d . . . . .
H26A H 0.2671 0.8306 1.2016 0.068 Uiso 1 1 calc GR . . . .
H26B H 0.1399 0.8855 1.1226 0.068 Uiso 1 1 calc GR . . . .
H26C H 0.2981 0.9381 1.1437 0.068 Uiso 1 1 calc GR . . . .
C8 C -0.1017(2) 0.7836(2) 0.37957(18) 0.0240(4) Uani 1 1 d . . . . .
H8 H -0.1956 0.7966 0.3487 0.029 Uiso 1 1 calc R . . . .
C1 C 0.23183(18) 0.72596(17) 0.73582(15) 0.0135(3) Uani 1 1 d . . . . .
C27 C 0.1059(3) 0.6420(3) 0.9961(3) 0.0431(6) Uani 1 1 d . . . . .
H27A H 0.0944 0.5785 0.9227 0.065 Uiso 1 1 calc GR . . . .
H27B H 0.0144 0.6629 0.9867 0.065 Uiso 1 1 calc GR . . . .
H27C H 0.1422 0.6082 1.0652 0.065 Uiso 1 1 calc GR . . . .
C9 C -0.0274(2) 0.80457(18) 0.50347(17) 0.0181(4) Uani 1 1 d . . . . .
C6 C 0.0948(2) 0.7238(2) 0.34340(18) 0.0239(4) Uani 1 1 d . . . . .
H6 H 0.1343 0.6957 0.2879 0.029 Uiso 1 1 calc R . . . .
C13 C -0.0930(2) 0.8477(2) 0.5910(2) 0.0278(5) Uani 1 1 d . . . . .
H13 H -0.0144 0.9021 0.6681 0.033 Uiso 1 1 calc R . . . .
C7 C -0.0413(2) 0.7443(2) 0.30109(19) 0.0283(5) Uani 1 1 d . . . . .
H7 H -0.0938 0.7311 0.2171 0.034 Uiso 1 1 calc R . . . .
C16 C 0.40620(19) 0.75077(17) 0.94464(16) 0.0161(3) Uani 1 1 d . . . . .
C11 C 0.4290(2) 0.8500(2) 0.5447(3) 0.0384(6) Uani 1 1 d . . . . .
H11A H 0.4120 0.8744 0.4709 0.058 Uiso 1 1 calc GR . . . .
H11B H 0.5261 0.8380 0.5799 0.058 Uiso 1 1 calc GR . . . .
H11C H 0.4147 0.9166 0.6027 0.058 Uiso 1 1 calc GR . . . .
C10 C 0.3263(2) 0.7269(2) 0.51438(19) 0.0220(4) Uani 1 1 d . . . . .
H10 H 0.3468 0.7045 0.5912 0.026 Uiso 1 1 calc R . . . .
C15 C -0.1555(4) 0.7405(3) 0.6200(3) 0.0485(7) Uani 1 1 d . . . . .
H15A H -0.1888 0.7732 0.6818 0.073 Uiso 1 1 calc GR . . . .
H15B H -0.0838 0.6918 0.6504 0.073 Uiso 1 1 calc GR . . . .
H15C H -0.2351 0.6857 0.5471 0.073 Uiso 1 1 calc GR . . . .
C19 C 0.5543(2) 0.6462(2) 1.12227(19) 0.0288(5) Uani 1 1 d . . . . .
H19 H 0.6046 0.6092 1.1828 0.035 Uiso 1 1 calc R . . . .
C25 C 0.2102(2) 0.7611(2) 1.0176(2) 0.0295(5) Uani 1 1 d . . . . .
H25 H 0.1699 0.7951 0.9472 0.035 Uiso 1 1 calc R . . . .
Hg1 Hg 0.0000 0.5000 0.5000 0.01370(4) Uani 1 2 d S T P . .
N1 N 0.19362(15) 0.81198(14) 0.67121(13) 0.0130(3) Uani 1 1 d . . . . .
N2 N 0.32715(16) 0.80076(14) 0.84939(13) 0.0141(3) Uani 1 1 d . . . . .
P1 P 0.18409(5) 0.56112(4) 0.70096(4) 0.01810(10) 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
C4 C5 1.403(3) . ?
C4 C9 1.403(3) . ?
C4 N1 1.433(2) . ?
C21 C20 1.392(3) . ?
C21 C22 1.522(3) . ?
C21 C16 1.403(3) . ?
C5 C6 1.390(3) . ?
C5 C10 1.518(3) . ?
C20 C19 1.380(3) . ?
C2 C3 1.338(3) . ?
C2 N1 1.394(2) . ?
C3 N2 1.391(2) . ?
C22 C23 1.536(3) . ?
C22 C24 1.527(3) . ?
C14 C13 1.531(3) . ?
C17 C18 1.395(3) . ?
C17 C16 1.398(3) . ?
C17 C25 1.516(3) . ?
C12 C10 1.525(3) . ?
C18 C19 1.379(3) . ?
C26 C25 1.533(3) . ?
C8 C9 1.394(3) . ?
C8 C7 1.379(3) . ?
C1 N1 1.384(2) . ?
C1 N2 1.384(2) . ?
C1 P1 1.7547(19) . ?
C27 C25 1.529(4) . ?
C9 C13 1.522(3) . ?
C6 C7 1.383(3) . ?
C13 C15 1.486(4) . ?
C16 N2 1.435(2) . ?
C11 C10 1.524(3) . ?
Hg1 P1 2.3991(5) 2_566 ?
Hg1 P1 2.3991(5) . ?

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
C5 C4 N1 118.27(16) . . ?
C9 C4 C5 123.07(16) . . ?
C9 C4 N1 118.56(16) . . ?
C20 C21 C22 119.95(18) . . ?
C20 C21 C16 117.48(18) . . ?
C16 C21 C22 122.56(17) . . ?
C4 C5 C10 121.18(16) . . ?
C6 C5 C4 117.21(18) . . ?
C6 C5 C10 121.59(17) . . ?
C19 C20 C21 121.5(2) . . ?
C3 C2 N1 107.27(16) . . ?
C2 C3 N2 107.70(16) . . ?
C21 C22 C23 111.16(18) . . ?
C21 C22 C24 111.17(18) . . ?
C24 C22 C23 110.17(18) . . ?
C18 C17 C16 117.40(19) . . ?
C18 C17 C25 120.07(19) . . ?
C16 C17 C25 122.53(18) . . ?
C19 C18 C17 121.5(2) . . ?
C7 C8 C9 121.15(19) . . ?
N1 C1 N2 103.59(14) . . ?
N1 C1 P1 134.12(13) . . ?
N2 C1 P1 122.29(13) . . ?
C4 C9 C13 121.43(17) . . ?
C8 C9 C4 116.94(18) . . ?
C8 C9 C13 121.63(18) . . ?
C7 C6 C5 120.95(19) . . ?
C9 C13 C14 113.07(19) . . ?
C15 C13 C14 110.8(2) . . ?
C15 C13 C9 112.4(2) . . ?
C8 C7 C6 120.68(19) . . ?
C21 C16 N2 118.65(16) . . ?
C17 C16 C21 122.34(17) . . ?
C17 C16 N2 119.01(17) . . ?
C5 C10 C12 112.83(18) . . ?
C5 C10 C11 110.94(17) . . ?
C11 C10 C12 110.53(19) . . ?
C18 C19 C20 119.74(19) . . ?
C17 C25 C26 110.7(2) . . ?
C17 C25 C27 110.84(19) . . ?
C27 C25 C26 111.0(2) . . ?
P1 Hg1 P1 180.00(3) 2_566 . ?
C2 N1 C4 121.99(15) . . ?
C1 N1 C4 126.86(15) . . ?
C1 N1 C2 110.75(15) . . ?
C3 N2 C16 125.62(15) . . ?
C1 N2 C3 110.67(15) . . ?
C1 N2 C16 123.50(15) . . ?
C1 P1 Hg1 103.56(6) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# 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_Hg(DippNHCstar=P)2
_database_code_depnum_ccdc_archive 'CCDC 1056176'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-06-30 downloaded from the CCDC.
;
_audit_creation_date             2015-03-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
_publ_requested_journal          'Dalton Trans.'
;
_chemical_name_common            ?
_chemical_name_systematic        
bis((1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)phosphanyl)mercury
_chemical_formula_moiety         'C54 H76 Hg N4 P2'
_chemical_formula_sum            'C54 H76 Hg N4 P2'
_chemical_formula_weight         1043.71
_chemical_melting_point          ?
_chemical_oxdiff_formula         ' C27H38Hg0.5N2P'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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                   10.7696(5)
_cell_length_b                   11.0160(10)
_cell_length_c                   12.2625(6)
_cell_angle_alpha                103.816(6)
_cell_angle_beta                 110.797(5)
_cell_angle_gamma                96.922(6)
_cell_volume                     1286.44(16)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3543
_cell_measurement_temperature    106.22(15)
_cell_measurement_theta_max      28.7590
_cell_measurement_theta_min      3.0760
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74571
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pale yellow'
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       trapezoid
_exptl_crystal_F_000             538
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0815
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10844
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.855
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      106.22(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0839
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    6.00   92.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.1678   57.0000   90.0000 86

#__ type_ start__ end____ width___ exp.time_
  2 omega  -11.00   69.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.1678  -99.0000 -180.0000 80

#__ type_ start__ end____ width___ exp.time_
  3 omega   19.00   69.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.1678  -99.0000  -30.0000 50

#__ type_ start__ end____ width___ exp.time_
  4 omega  -42.00   45.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.1678  -57.0000 -150.0000 87

#__ type_ start__ end____ width___ exp.time_
  5 omega   39.00   67.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.1678  -99.0000   90.0000 28

#__ type_ start__ end____ width___ exp.time_
  6 omega  -17.00   95.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       27.1678   19.0000   30.0000 112

#__ type_ start__ end____ width___ exp.time_
  7 omega -103.00  -54.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -26.5428 -179.0000  -60.0000 49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0257500000
_diffrn_orient_matrix_UB_12      0.0670539000
_diffrn_orient_matrix_UB_13      0.0163706000
_diffrn_orient_matrix_UB_21      0.0608117000
_diffrn_orient_matrix_UB_22      -0.0049282000
_diffrn_orient_matrix_UB_23      0.0450613000
_diffrn_orient_matrix_UB_31      0.0294940000
_diffrn_orient_matrix_UB_32      -0.0106301000
_diffrn_orient_matrix_UB_33      -0.0437969000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5170
_reflns_number_total             5259
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         4.591
_refine_diff_density_min         -3.192
_refine_diff_density_rms         0.167
_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     285
_refine_ls_number_reflns         5259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0513
_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)+(0.0613P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1132
_refine_ls_wR_factor_ref         0.1139
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C10(H10), C22(H22), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C7(H7), C18(H18), C19(H19), C20(H20)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C26(H26A,H26B,
 H26C), C23(H23A,H23B,H23C), C11(H11A,H11B,H11C), C27(H27A,H27B,H27C), C12(H12A,
 H12B,H12C)
;
_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
Hg1 Hg 1.0000 0.5000 0.5000 0.01953(11) Uani 1 2 d S T P . .
P1 P 0.80472(14) 0.43914(14) 0.30834(12) 0.0220(3) Uani 1 1 d . . . . .
N1 N 0.8040(4) 0.1849(4) 0.3296(4) 0.0204(9) Uani 1 1 d . . . . .
N2 N 0.6466(4) 0.2014(4) 0.1622(4) 0.0206(10) Uani 1 1 d . . . . .
C4 C 0.8817(5) 0.2172(5) 0.4584(5) 0.0214(11) Uani 1 1 d . . . . .
C9 C 0.8197(5) 0.2547(5) 0.5409(5) 0.0221(11) Uani 1 1 d . . . . .
C1 C 0.7542(5) 0.2719(6) 0.2709(5) 0.0210(11) Uani 1 1 d . . . . .
C2 C 0.7136(5) 0.0557(6) 0.2672(5) 0.0239(12) Uani 1 1 d . . . . .
H2A H 0.6518 0.0389 0.3060 0.029 Uiso 1 1 calc R . . . .
H2B H 0.7654 -0.0104 0.2653 0.029 Uiso 1 1 calc R . . . .
C6 C 1.0882(6) 0.2218(6) 0.6231(5) 0.0292(13) Uani 1 1 d . . . . .
H6 H 1.1771 0.2108 0.6517 0.035 Uiso 1 1 calc R . . . .
C13 C 0.6722(6) 0.2666(6) 0.4996(5) 0.0257(12) Uani 1 1 d . . . . .
H13 H 0.6371 0.2546 0.4113 0.031 Uiso 1 1 calc R . . . .
C5 C 1.0150(5) 0.1973(6) 0.4984(5) 0.0237(12) Uani 1 1 d . . . . .
C3 C 0.6374(6) 0.0644(6) 0.1397(5) 0.0260(12) Uani 1 1 d . . . . .
H3A H 0.6809 0.0323 0.0852 0.031 Uiso 1 1 calc R . . . .
H3B H 0.5433 0.0171 0.1050 0.031 Uiso 1 1 calc R . . . .
C8 C 0.8977(6) 0.2788(6) 0.6645(5) 0.0298(13) Uani 1 1 d . . . . .
H8 H 0.8603 0.3064 0.7212 0.036 Uiso 1 1 calc R . . . .
C16 C 0.5879(5) 0.2512(5) 0.0616(5) 0.0208(11) Uani 1 1 d . . . . .
C24 C 0.9029(6) 0.3686(7) 0.0335(6) 0.0374(15) Uani 1 1 d . . . . .
H24A H 0.8758 0.3940 -0.0396 0.056 Uiso 1 1 calc GR . . . .
H24B H 0.9923 0.3514 0.0524 0.056 Uiso 1 1 calc GR . . . .
H24C H 0.9045 0.4364 0.1001 0.056 Uiso 1 1 calc GR . . . .
C7 C 1.0294(6) 0.2625(6) 0.7048(5) 0.0316(14) Uani 1 1 d . . . . .
H7 H 1.0796 0.2792 0.7881 0.038 Uiso 1 1 calc R . . . .
C10 C 1.0744(6) 0.1474(7) 0.4030(6) 0.0321(14) Uani 1 1 d . . . . .
H10 H 1.0002 0.0859 0.3309 0.039 Uiso 1 1 calc R . . . .
C22 C 0.8018(6) 0.2480(6) 0.0138(6) 0.0302(13) Uani 1 1 d . . . . .
H22 H 0.8324 0.2240 0.0895 0.036 Uiso 1 1 calc R . . . .
C17 C 0.4557(5) 0.2729(6) 0.0353(5) 0.0235(12) Uani 1 1 d . . . . .
C25 C 0.3792(6) 0.2465(6) 0.1131(5) 0.0268(12) Uani 1 1 d . . . . .
H25 H 0.4109 0.1775 0.1454 0.032 Uiso 1 1 calc R . . . .
C14 C 0.5858(6) 0.1613(7) 0.5203(6) 0.0360(15) Uani 1 1 d . . . . .
H14A H 0.5957 0.0791 0.4803 0.054 Uiso 1 1 calc GR . . . .
H14B H 0.4918 0.1657 0.4871 0.054 Uiso 1 1 calc GR . . . .
H14C H 0.6154 0.1729 0.6065 0.054 Uiso 1 1 calc GR . . . .
C15 C 0.6577(7) 0.3996(6) 0.5623(6) 0.0365(15) Uani 1 1 d . . . . .
H15A H 0.6972 0.4165 0.6495 0.055 Uiso 1 1 calc GR . . . .
H15B H 0.5628 0.4014 0.5361 0.055 Uiso 1 1 calc GR . . . .
H15C H 0.7039 0.4639 0.5405 0.055 Uiso 1 1 calc GR . . . .
C21 C 0.6596(6) 0.2727(6) -0.0107(5) 0.0246(12) Uani 1 1 d . . . . .
C18 C 0.4000(6) 0.3210(6) -0.0610(5) 0.0325(14) Uani 1 1 d . . . . .
H18 H 0.3140 0.3385 -0.0778 0.039 Uiso 1 1 calc R . . . .
C26 C 0.4106(6) 0.3642(7) 0.2214(6) 0.0372(15) Uani 1 1 d . . . . .
H26A H 0.5072 0.3899 0.2689 0.056 Uiso 1 1 calc GR . . . .
H26B H 0.3650 0.3440 0.2715 0.056 Uiso 1 1 calc GR . . . .
H26C H 0.3793 0.4329 0.1921 0.056 Uiso 1 1 calc GR . . . .
C19 C 0.4682(6) 0.3440(6) -0.1332(5) 0.0332(14) Uani 1 1 d . . . . .
H19 H 0.4284 0.3762 -0.1978 0.040 Uiso 1 1 calc R . . . .
C20 C 0.5972(6) 0.3183(6) -0.1080(5) 0.0317(14) Uani 1 1 d . . . . .
H20 H 0.6425 0.3321 -0.1573 0.038 Uiso 1 1 calc R . . . .
C23 C 0.8000(7) 0.1357(7) -0.0894(6) 0.0401(16) Uani 1 1 d . . . . .
H23A H 0.7711 0.1570 -0.1648 0.060 Uiso 1 1 calc GR . . . .
H23B H 0.7380 0.0603 -0.0983 0.060 Uiso 1 1 calc GR . . . .
H23C H 0.8900 0.1199 -0.0698 0.060 Uiso 1 1 calc GR . . . .
C11 C 1.1282(8) 0.2523(8) 0.3621(7) 0.0493(19) Uani 1 1 d . . . . .
H11A H 1.0555 0.2910 0.3248 0.074 Uiso 1 1 calc GR . . . .
H11B H 1.1647 0.2172 0.3037 0.074 Uiso 1 1 calc GR . . . .
H11C H 1.1987 0.3161 0.4315 0.074 Uiso 1 1 calc GR . . . .
C27 C 0.2246(6) 0.2028(7) 0.0407(6) 0.0360(15) Uani 1 1 d . . . . .
H27A H 0.1897 0.2722 0.0155 0.054 Uiso 1 1 calc GR . . . .
H27B H 0.1827 0.1774 0.0914 0.054 Uiso 1 1 calc GR . . . .
H27C H 0.2047 0.1313 -0.0302 0.054 Uiso 1 1 calc GR . . . .
C12 C 1.1865(7) 0.0771(7) 0.4494(7) 0.0442(17) Uani 1 1 d . . . . .
H12A H 1.2631 0.1364 0.5172 0.066 Uiso 1 1 calc GR . . . .
H12B H 1.2143 0.0412 0.3848 0.066 Uiso 1 1 calc GR . . . .
H12C H 1.1525 0.0096 0.4755 0.066 Uiso 1 1 calc GR . . . .


_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
Hg1 P1 2.4070(14) 2_766 ?
Hg1 P1 2.4070(14) . ?
P1 C1 1.754(6) . ?
N1 C4 1.429(7) . ?
N1 C1 1.380(7) . ?
N1 C2 1.476(7) . ?
N2 C1 1.384(7) . ?
N2 C3 1.452(8) . ?
N2 C16 1.441(7) . ?
C4 C9 1.410(7) . ?
C4 C5 1.406(7) . ?
C9 C13 1.520(7) . ?
C9 C8 1.387(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.518(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.388(8) . ?
C6 C7 1.382(8) . ?
C13 H13 0.9800 . ?
C13 C14 1.524(8) . ?
C13 C15 1.538(8) . ?
C5 C10 1.547(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C8 H8 0.9300 . ?
C8 C7 1.376(9) . ?
C16 C17 1.408(7) . ?
C16 C21 1.406(7) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C24 C22 1.523(9) . ?
C7 H7 0.9300 . ?
C10 H10 0.9800 . ?
C10 C11 1.498(10) . ?
C10 C12 1.525(9) . ?
C22 H22 0.9800 . ?
C22 C21 1.524(8) . ?
C22 C23 1.537(9) . ?
C17 C25 1.518(7) . ?
C17 C18 1.381(8) . ?
C25 H25 0.9800 . ?
C25 C26 1.520(9) . ?
C25 C27 1.532(8) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C21 C20 1.388(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.382(8) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C19 H19 0.9300 . ?
C19 C20 1.392(9) . ?
C20 H20 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?

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
P1 Hg1 P1 180.0 2_766 . ?
C1 P1 Hg1 104.31(19) . . ?
C4 N1 C2 117.4(4) . . ?
C1 N1 C4 124.1(4) . . ?
C1 N1 C2 111.1(4) . . ?
C1 N2 C3 111.7(5) . . ?
C1 N2 C16 123.7(5) . . ?
C16 N2 C3 120.1(4) . . ?
C9 C4 N1 119.9(5) . . ?
C5 C4 N1 118.2(4) . . ?
C5 C4 C9 121.5(5) . . ?
C4 C9 C13 122.8(5) . . ?
C8 C9 C4 117.6(5) . . ?
C8 C9 C13 119.6(5) . . ?
N1 C1 P1 132.6(4) . . ?
N1 C1 N2 106.5(5) . . ?
N2 C1 P1 120.9(4) . . ?
N1 C2 H2A 111.4 . . ?
N1 C2 H2B 111.4 . . ?
N1 C2 C3 101.7(4) . . ?
H2A C2 H2B 109.3 . . ?
C3 C2 H2A 111.4 . . ?
C3 C2 H2B 111.4 . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C7 C6 C5 120.3(5) . . ?
C9 C13 H13 107.6 . . ?
C9 C13 C14 110.7(5) . . ?
C9 C13 C15 112.4(5) . . ?
C14 C13 H13 107.6 . . ?
C14 C13 C15 110.6(5) . . ?
C15 C13 H13 107.6 . . ?
C4 C5 C10 119.3(5) . . ?
C6 C5 C4 118.4(5) . . ?
C6 C5 C10 122.3(5) . . ?
N2 C3 C2 102.4(4) . . ?
N2 C3 H3A 111.3 . . ?
N2 C3 H3B 111.3 . . ?
C2 C3 H3A 111.3 . . ?
C2 C3 H3B 111.3 . . ?
H3A C3 H3B 109.2 . . ?
C9 C8 H8 119.4 . . ?
C7 C8 C9 121.2(5) . . ?
C7 C8 H8 119.4 . . ?
C17 C16 N2 118.2(5) . . ?
C21 C16 N2 120.4(5) . . ?
C21 C16 C17 121.3(5) . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 120.9(5) . . ?
C8 C7 H7 119.5 . . ?
C5 C10 H10 107.5 . . ?
C11 C10 C5 112.4(5) . . ?
C11 C10 H10 107.5 . . ?
C11 C10 C12 109.1(5) . . ?
C12 C10 C5 112.5(5) . . ?
C12 C10 H10 107.5 . . ?
C24 C22 H22 107.7 . . ?
C24 C22 C21 111.3(5) . . ?
C24 C22 C23 111.0(5) . . ?
C21 C22 H22 107.7 . . ?
C21 C22 C23 111.3(5) . . ?
C23 C22 H22 107.7 . . ?
C16 C17 C25 120.4(5) . . ?
C18 C17 C16 118.0(5) . . ?
C18 C17 C25 121.7(5) . . ?
C17 C25 H25 107.8 . . ?
C17 C25 C26 110.9(5) . . ?
C17 C25 C27 113.0(5) . . ?
C26 C25 H25 107.8 . . ?
C26 C25 C27 109.2(5) . . ?
C27 C25 H25 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16 C21 C22 122.7(5) . . ?
C20 C21 C16 118.0(5) . . ?
C20 C21 C22 119.2(5) . . ?
C17 C18 H18 118.9 . . ?
C17 C18 C19 122.1(5) . . ?
C19 C18 H18 118.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C18 C19 H19 120.5 . . ?
C18 C19 C20 119.0(6) . . ?
C20 C19 H19 120.5 . . ?
C21 C20 C19 121.5(5) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
