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#$Date: 2016-02-05 01:59:31 +0200 (Fri, 05 Feb 2016) $
#$Revision: 176074 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/63/7036330.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7036330
loop_
_publ_author_name
'Blum, M.'
'Puntigam, O.'
'Plebst, S.'
'Ehret, F.'
'Bender, J.'
'Nieger, M.'
'Gudat, D.'
_publ_section_title
;
 On the energetics of P-P bond dissociation of sterically strained
 tetraamino-diphosphanes.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1987
_journal_page_last               1997
_journal_paper_doi               10.1039/c5dt02854j
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C26 H56 N4 P2'
_chemical_formula_sum            'C26 H56 N4 P2'
_chemical_formula_weight         486.68
_chemical_name_systematic
N¹,N¹,N²,N²-tetraethyl-1,2-bis(2,2,6,6-tetramethylpiperidin-1-yl)-diphosphane-1,2-diamine
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2015-07-23 deposited with the CCDC.
2015-08-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.968(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.3594(6)
_cell_length_b                   9.0786(6)
_cell_length_c                   18.6456(12)
_cell_measurement_reflns_used    2248
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.46
_cell_measurement_theta_min      2.19
_cell_volume                     1413.15(17)
_computing_cell_refinement       'Bruker ApexII Software-Suite, 2008'
_computing_data_collection       'Bruker ApexII Software-Suite, 2008'
_computing_data_reduction        'Bruker ApexII Software-Suite, 2008'
_computing_molecular_graphics    DIAMOND
_computing_publication_material  'SHELXL-2014, publCIF'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker Kappa ApexII Duo'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19728
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.463
_diffrn_reflns_theta_min         2.187
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, 1995'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_description       blocks
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.206
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.073
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2903
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0404
_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)+(0.0489P)²+1.1372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1078
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2249
_reflns_number_total             2903
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5dt02854j2.cif
_cod_data_source_block           82_gud235
_cod_depositor_comments
'Adding full bibliography for 7036329--7036331.cif.'
_cod_database_code               7036330
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.965
_shelx_estimated_absorpt_t_max   0.987
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
P1 P 0.48913(6) 0.61072(5) 0.52883(2) 0.01272(14) Uani 1 1 d . .
N2 N 0.48139(18) 0.56917(17) 0.61966(8) 0.0137(3) Uani 1 1 d . .
C3 C 0.6102(2) 0.4908(2) 0.66513(9) 0.0157(4) Uani 1 1 d . .
C31 C 0.7609(2) 0.5852(2) 0.68095(11) 0.0208(4) Uani 1 1 d . .
H31A H 0.8394 0.5286 0.7105 0.031 Uiso 1 1 calc R U
H31B H 0.8073 0.6127 0.6357 0.031 Uiso 1 1 calc R U
H31C H 0.7318 0.6744 0.7068 0.031 Uiso 1 1 calc R U
C32 C 0.6606(2) 0.3499(2) 0.62788(10) 0.0179(4) Uani 1 1 d . .
H32A H 0.7439 0.3000 0.6578 0.027 Uiso 1 1 calc R U
H32B H 0.5677 0.2846 0.6207 0.027 Uiso 1 1 calc R U
H32C H 0.7025 0.3744 0.5812 0.027 Uiso 1 1 calc R U
C4 C 0.5441(2) 0.4400(2) 0.73683(10) 0.0191(4) Uani 1 1 d . .
H4A H 0.4660 0.3596 0.7269 0.023 Uiso 1 1 calc R U
H4B H 0.6334 0.3992 0.7676 0.023 Uiso 1 1 calc R U
C5 C 0.4632(2) 0.5607(2) 0.77786(10) 0.0209(4) Uani 1 1 d . .
H5A H 0.4214 0.5207 0.8226 0.025 Uiso 1 1 calc R U
H5B H 0.5406 0.6401 0.7907 0.025 Uiso 1 1 calc R U
C6 C 0.3273(2) 0.6200(2) 0.72943(10) 0.0214(4) Uani 1 1 d . .
H6A H 0.2719 0.6986 0.7553 0.026 Uiso 1 1 calc R U
H6B H 0.2491 0.5398 0.7192 0.026 Uiso 1 1 calc R U
C7 C 0.3801(2) 0.6824(2) 0.65776(10) 0.0177(4) Uani 1 1 d . .
C71 C 0.2236(2) 0.7176(2) 0.61434(11) 0.0223(5) Uani 1 1 d . .
H71A H 0.1622 0.7903 0.6403 0.033 Uiso 1 1 calc R U
H71B H 0.2485 0.7577 0.5674 0.033 Uiso 1 1 calc R U
H71C H 0.1603 0.6274 0.6076 0.033 Uiso 1 1 calc R U
C72 C 0.4676(3) 0.8302(2) 0.67117(11) 0.0233(5) Uani 1 1 d . .
H72A H 0.3975 0.8982 0.6956 0.035 Uiso 1 1 calc R U
H72B H 0.5655 0.8135 0.7013 0.035 Uiso 1 1 calc R U
H72C H 0.4955 0.8727 0.6252 0.035 Uiso 1 1 calc R U
N8 N 0.66449(19) 0.69002(17) 0.50594(8) 0.0155(4) Uani 1 1 d . .
C9 C 0.8184(2) 0.6218(2) 0.49288(10) 0.0173(4) Uani 1 1 d . .
H9A H 0.8070 0.5134 0.4956 0.021 Uiso 1 1 calc R U
H9B H 0.8979 0.6524 0.5312 0.021 Uiso 1 1 calc R U
C10 C 0.8812(3) 0.6626(2) 0.42008(11) 0.0245(5) Uani 1 1 d . .
H10A H 0.9843 0.6139 0.4143 0.037 Uiso 1 1 calc R U
H10B H 0.8043 0.6305 0.3818 0.037 Uiso 1 1 calc R U
H10C H 0.8952 0.7696 0.4174 0.037 Uiso 1 1 calc R U
C11 C 0.6601(2) 0.8504(2) 0.49608(11) 0.0201(4) Uani 1 1 d . .
H11A H 0.5515 0.8862 0.5058 0.024 Uiso 1 1 calc R U
H11B H 0.6792 0.8728 0.4453 0.024 Uiso 1 1 calc R U
C12 C 0.7825(3) 0.9351(2) 0.54405(12) 0.0267(5) Uani 1 1 d . .
H12A H 0.7720 1.0409 0.5343 0.040 Uiso 1 1 calc R U
H12B H 0.7630 0.9161 0.5946 0.040 Uiso 1 1 calc R U
H12C H 0.8909 0.9027 0.5340 0.040 Uiso 1 1 calc R U
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'
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_3
N8 P1 N2 114.24(8) .
N8 P1 P1 99.37(6) 3_666
N2 P1 P1 105.93(6) 3_666
C3 N2 C7 116.79(14) .
C3 N2 P1 125.89(12) .
C7 N2 P1 110.83(12) .
N2 C3 C32 110.17(14) .
N2 C3 C31 113.38(15) .
C32 C3 C31 108.15(16) .
N2 C3 C4 110.47(15) .
C32 C3 C4 105.27(16) .
C31 C3 C4 109.05(15) .
C3 C31 H31A 109.5 .
C3 C31 H31B 109.5 .
H31A C31 H31B 109.5 .
C3 C31 H31C 109.5 .
H31A C31 H31C 109.5 .
H31B C31 H31C 109.5 .
C3 C32 H32A 109.5 .
C3 C32 H32B 109.5 .
H32A C32 H32B 109.5 .
C3 C32 H32C 109.5 .
H32A C32 H32C 109.5 .
H32B C32 H32C 109.5 .
C5 C4 C3 114.21(16) .
C5 C4 H4A 108.7 .
C3 C4 H4A 108.7 .
C5 C4 H4B 108.7 .
C3 C4 H4B 108.7 .
H4A C4 H4B 107.6 .
C6 C5 C4 107.27(16) .
C6 C5 H5A 110.3 .
C4 C5 H5A 110.3 .
C6 C5 H5B 110.3 .
C4 C5 H5B 110.3 .
H5A C5 H5B 108.5 .
C5 C6 C7 114.14(16) .
C5 C6 H6A 108.7 .
C7 C6 H6A 108.7 .
C5 C6 H6B 108.7 .
C7 C6 H6B 108.7 .
H6A C6 H6B 107.6 .
N2 C7 C71 111.82(15) .
N2 C7 C6 110.28(16) .
C71 C7 C6 105.05(16) .
N2 C7 C72 113.00(16) .
C71 C7 C72 106.76(17) .
C6 C7 C72 109.57(16) .
C7 C71 H71A 109.5 .
C7 C71 H71B 109.5 .
H71A C71 H71B 109.5 .
C7 C71 H71C 109.5 .
H71A C71 H71C 109.5 .
H71B C71 H71C 109.5 .
C7 C72 H72A 109.5 .
C7 C72 H72B 109.5 .
H72A C72 H72B 109.5 .
C7 C72 H72C 109.5 .
H72A C72 H72C 109.5 .
H72B C72 H72C 109.5 .
C9 N8 C11 114.60(16) .
C9 N8 P1 129.68(13) .
C11 N8 P1 115.70(13) .
N8 C9 C10 113.08(16) .
N8 C9 H9A 109.0 .
C10 C9 H9A 109.0 .
N8 C9 H9B 109.0 .
C10 C9 H9B 109.0 .
H9A C9 H9B 107.8 .
C9 C10 H10A 109.5 .
C9 C10 H10B 109.5 .
H10A C10 H10B 109.5 .
C9 C10 H10C 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
N8 C11 C12 114.44(17) .
N8 C11 H11A 108.6 .
C12 C11 H11A 108.6 .
N8 C11 H11B 108.6 .
C12 C11 H11B 108.6 .
H11A C11 H11B 107.6 .
C11 C12 H12A 109.5 .
C11 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
C11 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 N8 1.7070(16) .
P1 N2 1.7395(15) .
P1 P1 2.2914(10) 3_666
N2 C3 1.513(2) .
N2 C7 1.530(2) .
C3 C32 1.525(3) .
C3 C31 1.540(3) .
C3 C4 1.543(3) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C4 C5 1.516(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.513(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.537(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C71 1.536(3) .
C7 C72 1.542(3) .
C71 H71A 0.9800 .
C71 H71B 0.9800 .
C71 H71C 0.9800 .
C72 H72A 0.9800 .
C72 H72B 0.9800 .
C72 H72C 0.9800 .
N8 C9 1.460(2) .
N8 C11 1.468(2) .
C9 C10 1.526(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C12 1.531(3) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
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
N8 P1 N2 C3 -47.67(17) .
P1 P1 N2 C3 60.63(15) 3_666
N8 P1 N2 C7 102.85(13) .
P1 P1 N2 C7 -148.85(11) 3_666
C7 N2 C3 C32 160.99(16) .
P1 N2 C3 C32 -50.0(2) .
C7 N2 C3 C31 -77.7(2) .
P1 N2 C3 C31 71.3(2) .
C7 N2 C3 C4 45.1(2) .
P1 N2 C3 C4 -165.92(13) .
N2 C3 C4 C5 -52.2(2) .
C32 C3 C4 C5 -171.11(16) .
C31 C3 C4 C5 73.0(2) .
C3 C4 C5 C6 58.6(2) .
C4 C5 C6 C7 -59.0(2) .
C3 N2 C7 C71 -161.84(16) .
P1 N2 C7 C71 44.69(19) .
C3 N2 C7 C6 -45.4(2) .
P1 N2 C7 C6 161.18(13) .
C3 N2 C7 C72 77.7(2) .
P1 N2 C7 C72 -75.81(17) .
C5 C6 C7 N2 52.6(2) .
C5 C6 C7 C71 173.21(17) .
C5 C6 C7 C72 -72.4(2) .
N2 P1 N8 C9 80.64(18) .
P1 P1 N8 C9 -31.65(17) 3_666
N2 P1 N8 C11 -101.03(14) .
P1 P1 N8 C11 146.69(13) 3_666
C11 N8 C9 C10 -52.6(2) .
P1 N8 C9 C10 125.75(17) .
C9 N8 C11 C12 -58.7(2) .
P1 N8 C11 C12 122.69(16) .
