# 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_x0894fin
_database_code_depnum_ccdc_archive 'CCDC 1060031'
_audit_update_record             
;
2015-04-16 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_date             2015-04-16T15:43:50-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C38 H50 N2 P4'
_chemical_formula_weight         658.68

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.2485(4)
_cell_length_b                   8.13730(10)
_cell_length_c                   21.7857(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.726(2)
_cell_angle_gamma                90
_cell_volume                     3607.50(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    10019
_cell_measurement_theta_min      2.9217
_cell_measurement_theta_max      32.2838

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_F_000             1408

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.238
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.99257
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.356
_diffrn_orient_matrix_ub_11      0.0018778865
_diffrn_orient_matrix_ub_12      0.0442393184
_diffrn_orient_matrix_ub_13      0.0285591319
_diffrn_orient_matrix_ub_21      0.0011144259
_diffrn_orient_matrix_ub_22      0.0749824482
_diffrn_orient_matrix_ub_23      -0.0163067328
_diffrn_orient_matrix_ub_31      -0.0348210457
_diffrn_orient_matrix_ub_32      0.0048147243
_diffrn_orient_matrix_ub_33      -0.0088629523
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0208
_diffrn_reflns_av_unetI/netI     0.055
_diffrn_reflns_number            17896
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.964
_diffrn_reflns_theta_max         30.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_reflns_Friedel_coverage         0
_reflns_number_total             5502
_reflns_number_gt                4327
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement       
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction        
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
        (compiled Nov  6 2009,16:24:50)
;
_computing_structure_solution    
;
 SIR92
 A. Altomare, G. Cascarano, C. Giacovazzo and A. Guagliardi,
 J. Appl. Crystallogr. 1993, 26, 343-350.
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
 ORTEP3 for Windows
 L. J. Farrugia, J. Appl. Crystallogr. 1997, 30, 565.
;
_computing_publication_material  
;
 WINGX
 L.J. Farrugia,
 J. Appl. Cryst., 1999, 32, 837-838.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
Restraints are only used to model hydrogen atoms of the methyl substituents
        C(6) and C(7).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0578P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5502
_refine_ls_number_parameters     299
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0923
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.447
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.048

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
P P 0.1023 0.0942 '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'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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 0.40114(2) 0.11343(4) 0.30225(2) 0.01877(8) Uani 1 1 d . . . . .
P2 P 0.37251(2) 0.03464(4) 0.09258(2) 0.01905(8) Uani 1 1 d . . . . .
N1 N 0.50048(4) -0.09599(11) 0.36725(4) 0.01826(18) Uani 1 1 d . . . . .
C1 C 0.54007(5) 0.03111(15) 0.40821(5) 0.0216(2) Uani 1 1 d . . . . .
C2 C 0.43036(5) -0.06384(14) 0.35710(5) 0.0205(2) Uani 1 1 d . . . . .
C3 C 0.40008(5) 0.01828(14) 0.22541(5) 0.0212(2) Uani 1 1 d . . . . .
C4 C 0.38001(6) 0.13966(15) 0.16921(5) 0.0232(2) Uani 1 1 d . . . . .
C5 C 0.52045(6) -0.26382(15) 0.39143(7) 0.0299(3) Uani 1 1 d D . . . .
C6 C 0.49207(9) -0.3893(2) 0.33978(14) 0.0705(7) Uani 1 1 d D . . . .
C7 C 0.50560(9) -0.3054(3) 0.45432(11) 0.0666(7) Uani 1 1 d D . . . .
C8 C 0.31486(5) 0.10354(13) 0.30220(5) 0.0182(2) Uani 1 1 d . . . . .
C9 C 0.26422(5) 0.02792(15) 0.25510(6) 0.0248(2) Uani 1 1 d . . . . .
C10 C 0.20038(6) 0.02602(16) 0.25955(7) 0.0296(3) Uani 1 1 d . . . . .
C11 C 0.18585(6) 0.09845(16) 0.31129(6) 0.0295(3) Uani 1 1 d . . . . .
C12 C 0.23555(6) 0.17318(16) 0.35880(6) 0.0291(3) Uani 1 1 d . . . . .
C13 C 0.29901(6) 0.17662(15) 0.35383(5) 0.0229(2) Uani 1 1 d . . . . .
C14 C 0.34642(5) 0.19717(14) 0.03264(5) 0.0188(2) Uani 1 1 d . . . . .
C15 C 0.32275(5) 0.14425(16) -0.03074(5) 0.0236(2) Uani 1 1 d . . . . .
C16 C 0.30403(6) 0.25585(16) -0.08086(5) 0.0271(2) Uani 1 1 d . . . . .
C17 C 0.30736(6) 0.42160(17) -0.06827(6) 0.0276(3) Uani 1 1 d . . . . .
C18 C 0.32981(6) 0.47744(16) -0.00550(6) 0.0301(3) Uani 1 1 d . . . . .
C19 C 0.34964(6) 0.36581(15) 0.04454(6) 0.0266(2) Uani 1 1 d . . . . .
H1A H 0.5421(7) 0.0145(19) 0.4537(8) 0.039(4) Uiso 1 1 d . . . . .
H1B H 0.5231(6) 0.1426(17) 0.3948(6) 0.026(3) Uiso 1 1 d . . . . .
H2A H 0.4051(6) -0.1634(17) 0.3369(6) 0.026(3) Uiso 1 1 d . . . . .
H2B H 0.4166(7) -0.0358(17) 0.3975(7) 0.031(4) Uiso 1 1 d . . . . .
H3A H 0.4438(6) -0.0219(16) 0.2308(6) 0.021(3) Uiso 1 1 d . . . . .
H3B H 0.3686(7) -0.0810(18) 0.2159(7) 0.030(4) Uiso 1 1 d . . . . .
H4A H 0.4122(7) 0.2354(19) 0.1740(7) 0.037(4) Uiso 1 1 d . . . . .
H4B H 0.3364(7) 0.1846(17) 0.1664(6) 0.028(3) Uiso 1 1 d . . . . .
H5 H 0.5676(7) -0.2669(16) 0.3991(6) 0.023(3) Uiso 1 1 d . . . . .
H6A H 0.4463(5) -0.3983(19) 0.3342(7) 0.082(7) Uiso 1 1 d D . . . .
H6B H 0.5111(7) -0.4928(13) 0.3529(7) 0.086(7) Uiso 1 1 d D . . . .
H6C H 0.4993(8) -0.3579(19) 0.3013(5) 0.118(11) Uiso 1 1 d D . . . .
H7A H 0.4597(5) -0.311(2) 0.4462(7) 0.096(8) Uiso 1 1 d D . . . .
H7B H 0.5232(8) -0.4106(15) 0.4676(6) 0.080(6) Uiso 1 1 d D . . . .
H7C H 0.5235(9) -0.2278(18) 0.4854(6) 0.141(14) Uiso 1 1 d D . . . .
H9 H 0.2720(7) -0.0229(18) 0.2198(7) 0.030(4) Uiso 1 1 d . . . . .
H10 H 0.1651(8) -0.024(2) 0.2262(8) 0.043(4) Uiso 1 1 d . . . . .
H11 H 0.1445(7) 0.0944(17) 0.3153(7) 0.028(4) Uiso 1 1 d . . . . .
H12 H 0.2269(8) 0.230(2) 0.3971(8) 0.046(4) Uiso 1 1 d . . . . .
H13 H 0.3329(7) 0.2360(18) 0.3853(7) 0.034(4) Uiso 1 1 d . . . . .
H15 H 0.3189(7) 0.0299(19) -0.0397(7) 0.029(4) Uiso 1 1 d . . . . .
H16 H 0.2858(8) 0.217(2) -0.1254(8) 0.044(4) Uiso 1 1 d . . . . .
H17 H 0.2930(7) 0.494(2) -0.1002(8) 0.039(4) Uiso 1 1 d . . . . .
H18 H 0.3304(8) 0.598(2) 0.0014(8) 0.052(5) Uiso 1 1 d . . . . .
H19 H 0.3634(7) 0.407(2) 0.0853(7) 0.037(4) Uiso 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C8 1.8348(11) . ?
P1 C3 1.8387(11) . ?
P1 C2 1.8620(11) . ?
P2 C14 1.8289(11) . ?
P2 C4 1.8411(12) . ?
P2 C1 1.8628(11) 2_655 ?
N1 C1 1.4633(14) . ?
N1 C2 1.4654(13) . ?
N1 C5 1.4812(15) . ?
C1 P2 1.8627(11) 2_655 ?
C1 H1A 0.988(16) . ?
C1 H1B 0.989(14) . ?
C2 H2A 1.002(14) . ?
C2 H2B 1.030(14) . ?
C3 C4 1.5349(15) . ?
C3 H3A 0.960(13) . ?
C3 H3B 1.031(15) . ?
C4 H4A 1.022(15) . ?
C4 H4B 0.981(14) . ?
C5 C6 1.511(2) . ?
C5 C7 1.530(2) . ?
C5 H5 0.968(13) . ?
C6 H6A 0.948(10) . ?
C6 H6B 0.942(10) . ?
C6 H6C 0.930(10) . ?
C7 H7A 0.941(10) . ?
C7 H7B 0.945(10) . ?
C7 H7C 0.924(10) . ?
C8 C13 1.3965(15) . ?
C8 C9 1.3978(15) . ?
C9 C10 1.3875(17) . ?
C9 H9 0.929(15) . ?
C10 C11 1.3834(19) . ?
C10 H10 0.970(16) . ?
C11 C12 1.3882(19) . ?
C11 H11 0.908(14) . ?
C12 C13 1.3839(17) . ?
C12 H12 1.017(16) . ?
C13 H13 0.969(15) . ?
C14 C19 1.3946(16) . ?
C14 C15 1.3948(15) . ?
C15 C16 1.3875(16) . ?
C15 H15 0.949(15) . ?
C16 C17 1.3741(18) . ?
C16 H16 0.988(16) . ?
C17 C18 1.3886(18) . ?
C17 H17 0.893(16) . ?
C18 C19 1.3882(17) . ?
C18 H18 0.993(18) . ?
C19 H19 0.913(16) . ?

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
C8 P1 C3 103.33(5) . . ?
C8 P1 C2 96.61(5) . . ?
C3 P1 C2 99.93(5) . . ?
C14 P2 C4 103.95(5) . . ?
C14 P2 C1 95.90(5) . 2_655 ?
C4 P2 C1 100.91(5) . 2_655 ?
C1 N1 C2 110.30(9) . . ?
C1 N1 C5 112.28(9) . . ?
C2 N1 C5 113.15(8) . . ?
N1 C1 P2 113.90(8) . 2_655 ?
N1 C1 H1A 111.5(9) . . ?
P2 C1 H1A 104.8(9) 2_655 . ?
N1 C1 H1B 111.8(8) . . ?
P2 C1 H1B 105.3(8) 2_655 . ?
H1A C1 H1B 109.2(12) . . ?
N1 C2 P1 111.84(7) . . ?
N1 C2 H2A 108.4(8) . . ?
P1 C2 H2A 107.9(8) . . ?
N1 C2 H2B 115.9(8) . . ?
P1 C2 H2B 104.6(8) . . ?
H2A C2 H2B 107.8(11) . . ?
C4 C3 P1 112.52(8) . . ?
C4 C3 H3A 110.7(8) . . ?
P1 C3 H3A 106.0(8) . . ?
C4 C3 H3B 109.2(8) . . ?
P1 C3 H3B 110.4(8) . . ?
H3A C3 H3B 107.9(11) . . ?
C3 C4 P2 110.87(8) . . ?
C3 C4 H4A 112.6(8) . . ?
P2 C4 H4A 109.1(9) . . ?
C3 C4 H4B 109.2(8) . . ?
P2 C4 H4B 106.5(8) . . ?
H4A C4 H4B 108.3(12) . . ?
N1 C5 C6 110.26(12) . . ?
N1 C5 C7 114.26(12) . . ?
C6 C5 C7 112.11(17) . . ?
N1 C5 H5 105.2(8) . . ?
C6 C5 H5 106.4(8) . . ?
C7 C5 H5 108.0(8) . . ?
C5 C6 H6A 108.8(8) . . ?
C5 C6 H6B 109.5(8) . . ?
H6A C6 H6B 107.8(9) . . ?
C5 C6 H6C 110.5(9) . . ?
H6A C6 H6C 109.6(10) . . ?
H6B C6 H6C 110.5(10) . . ?
C5 C7 H7A 108.2(8) . . ?
C5 C7 H7B 108.0(8) . . ?
H7A C7 H7B 108.3(10) . . ?
C5 C7 H7C 110.9(9) . . ?
H7A C7 H7C 110.7(10) . . ?
H7B C7 H7C 110.6(10) . . ?
C13 C8 C9 117.75(10) . . ?
C13 C8 P1 116.96(8) . . ?
C9 C8 P1 125.29(8) . . ?
C10 C9 C8 121.00(11) . . ?
C10 C9 H9 117.6(9) . . ?
C8 C9 H9 121.4(9) . . ?
C11 C10 C9 120.27(12) . . ?
C11 C10 H10 118.8(9) . . ?
C9 C10 H10 120.9(10) . . ?
C10 C11 C12 119.60(11) . . ?
C10 C11 H11 120.8(9) . . ?
C12 C11 H11 119.5(9) . . ?
C13 C12 C11 119.98(11) . . ?
C13 C12 H12 117.8(9) . . ?
C11 C12 H12 122.2(9) . . ?
C12 C13 C8 121.38(11) . . ?
C12 C13 H13 119.8(9) . . ?
C8 C13 H13 118.7(9) . . ?
C19 C14 C15 118.19(10) . . ?
C19 C14 P2 126.17(8) . . ?
C15 C14 P2 115.62(9) . . ?
C16 C15 C14 121.13(11) . . ?
C16 C15 H15 119.5(9) . . ?
C14 C15 H15 119.4(9) . . ?
C17 C16 C15 119.91(11) . . ?
C17 C16 H16 119.7(9) . . ?
C15 C16 H16 120.3(10) . . ?
C16 C17 C18 120.08(12) . . ?
C16 C17 H17 120.1(10) . . ?
C18 C17 H17 119.7(10) . . ?
C19 C18 C17 119.99(12) . . ?
C19 C18 H18 122.7(10) . . ?
C17 C18 H18 117.3(10) . . ?
C18 C19 C14 120.68(11) . . ?
C18 C19 H19 117.7(10) . . ?
C14 C19 H19 121.6(10) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF


#------------------------------------------------------------------------------#
#                            END OF DATA BLOCK                                 #
#------------------------------------------------------------------------------#


