#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:12:37 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179098 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/60/4306077.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_4306077
loop_
_publ_author_name
'Anukul Jana'
'Gerald Schwab'
'Herbert W. Roesky'
'Dietmar Stalke'
_publ_contact_author             'Prof. Dr. Herbert W. Roesky'
_publ_contact_author_email       hroesky@gwdg.de
_publ_section_title
;
Functionalization of Aminophosphanes: Synthesis and X-Ray Crystal Structure
of Novel Dilithium and Trilithium Complexes Containing Silicon-Fused
Heteronuclear SiN2PLi Five-Membered Rings
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8990
_journal_page_last               8994
_journal_paper_doi               10.1021/ic800995h
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C30 H48 N P'
_chemical_formula_weight         453.66
_chemical_name_common            '[{(2,4,6-C3H7)(C6H2)}2PNH2]'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.199(3)
_cell_angle_beta                 95.848(4)
_cell_angle_gamma                98.495(3)
_cell_formula_units_Z            2
_cell_length_a                   9.631(3)
_cell_length_b                   10.779(3)
_cell_length_c                   14.484(5)
_cell_measurement_reflns_used    15983
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.07
_cell_measurement_theta_min      2.43
_cell_volume                     1411.8(8)
_computing_cell_refinement       'SAINT V7.23A'
_computing_data_collection       'APEX2 v2.1-0'
_computing_data_reduction        'SAINT V7.23A'
_computing_molecular_graphics    'XP in SHELXTL ver. 6.12'
_computing_publication_material  'XP in SHELXTL ver. 6.12'
_computing_structure_refinement  'SHELXL in SHELXTL ver. 6.12'
_computing_structure_solution    'SHELXS in SHELXTL ver. 6.12'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Smart Apex II with D8-Goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0150
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            28805
_diffrn_reflns_theta_full        26.07
_diffrn_reflns_theta_max         26.07
_diffrn_reflns_theta_min         1.48
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS-2004/1
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         5572
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0618P)²+1.1681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1232
_refine_ls_wR_factor_ref         0.1281
_reflns_number_gt                5033
_reflns_number_total             5572
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic800995h_si_001_1.cif
_cod_data_source_block           2
_cod_original_cell_volume        1411.9(8)
_cod_database_code               4306077
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.29892(16) 0.96039(15) 0.22928(11) 0.0175(3) Uani 1 1 d . . .
C2 C 0.36624(16) 1.09188(15) 0.24375(11) 0.0183(3) Uani 1 1 d . B .
C3 C 0.36024(17) 1.14411(15) 0.16554(11) 0.0188(3) Uani 1 1 d . . .
H3A H 0.4057 1.2324 0.1762 0.023 Uiso 1 1 calc R . .
C4 C 0.29078(16) 1.07264(15) 0.07295(11) 0.0182(3) Uani 1 1 d . . .
C5 C 0.23262(16) 0.94172(15) 0.05850(11) 0.0189(3) Uani 1 1 d . . .
H5A H 0.1870 0.8899 -0.0047 0.023 Uiso 1 1 calc R . .
C6 C 0.23856(16) 0.88354(15) 0.13294(11) 0.0181(3) Uani 1 1 d . . .
C7 C 0.45178(19) 1.18115(16) 0.34013(12) 0.0237(4) Uani 1 1 d D . .
H7 H 0.4380 1.1415 0.3940 0.028 Uiso 1 1 calc R A 1
C8 C 0.4240(4) 1.3190(2) 0.36660(17) 0.0621(8) Uani 1 1 d . B .
H8A H 0.4743 1.3679 0.4319 0.093 Uiso 1 1 calc R . .
H8B H 0.3218 1.3172 0.3656 0.093 Uiso 1 1 calc R . .
H8C H 0.4578 1.3620 0.3196 0.093 Uiso 1 1 calc R . .
C9 C 0.6144(4) 1.2068(6) 0.3276(3) 0.0448(17) Uani 0.604(11) 1 d PD B 1
H9A H 0.6262 1.2530 0.2787 0.067 Uiso 0.604(11) 1 calc PR B 1
H9B H 0.6466 1.1226 0.3066 0.067 Uiso 0.604(11) 1 calc PR B 1
H9C H 0.6709 1.2606 0.3899 0.067 Uiso 0.604(11) 1 calc PR B 1
C9' C 0.5918(5) 1.1409(7) 0.3556(4) 0.0307(18) Uani 0.396(11) 1 d PD B 2
H9'1 H 0.6493 1.1592 0.3073 0.046 Uiso 0.396(11) 1 calc PR B 2
H9'2 H 0.5769 1.0467 0.3488 0.046 Uiso 0.396(11) 1 calc PR B 2
H9'3 H 0.6412 1.1905 0.4211 0.046 Uiso 0.396(11) 1 calc PR B 2
C10 C 0.28187(17) 1.12921(16) -0.01209(11) 0.0200(3) Uani 1 1 d . . .
H10A H 0.1811 1.1042 -0.0452 0.024 Uiso 1 1 calc R . .
C11 C 0.32179(19) 1.27899(16) 0.01784(12) 0.0244(4) Uani 1 1 d . . .
H11A H 0.2658 1.3174 0.0676 0.037 Uiso 1 1 calc R . .
H11B H 0.3021 1.3095 -0.0390 0.037 Uiso 1 1 calc R . .
H11C H 0.4231 1.3062 0.0442 0.037 Uiso 1 1 calc R . .
C12 C 0.37420(19) 1.06779(17) -0.08628(12) 0.0259(4) Uani 1 1 d . . .
H12A H 0.3632 1.1014 -0.1424 0.039 Uiso 1 1 calc R . .
H12B H 0.3444 0.9720 -0.1079 0.039 Uiso 1 1 calc R . .
H12C H 0.4740 1.0907 -0.0560 0.039 Uiso 1 1 calc R . .
C13 C 0.18150(17) 0.73572(15) 0.10444(12) 0.0199(3) Uani 1 1 d . . .
H13A H 0.1958 0.7074 0.1643 0.024 Uiso 1 1 calc R . .
C14 C 0.26535(19) 0.65950(16) 0.03002(13) 0.0271(4) Uani 1 1 d . . .
H14A H 0.3664 0.6802 0.0571 0.041 Uiso 1 1 calc R . .
H14B H 0.2525 0.6849 -0.0298 0.041 Uiso 1 1 calc R . .
H14C H 0.2305 0.5649 0.0153 0.041 Uiso 1 1 calc R . .
C15 C 0.02246(18) 0.70295(16) 0.06613(13) 0.0240(4) Uani 1 1 d . . .
H15A H -0.0286 0.7507 0.1156 0.036 Uiso 1 1 calc R . .
H15B H -0.0114 0.6082 0.0514 0.036 Uiso 1 1 calc R . .
H15C H 0.0054 0.7289 0.0069 0.036 Uiso 1 1 calc R . .
C16 C 0.09150(17) 0.82218(15) 0.31418(11) 0.0181(3) Uani 1 1 d . . .
C17 C -0.00154(17) 0.91286(15) 0.31840(11) 0.0176(3) Uani 1 1 d . . .
C18 C -0.14769(17) 0.86824(15) 0.30866(11) 0.0199(3) Uani 1 1 d . . .
H18A H -0.2096 0.9295 0.3103 0.024 Uiso 1 1 calc R . .
C19 C -0.20611(18) 0.73773(16) 0.29666(12) 0.0214(3) Uani 1 1 d . . .
C20 C -0.11292(18) 0.65113(16) 0.29692(12) 0.0224(3) Uani 1 1 d . . .
H20A H -0.1504 0.5622 0.2910 0.027 Uiso 1 1 calc R . .
C21 C 0.03360(18) 0.68978(15) 0.30556(11) 0.0205(3) Uani 1 1 d . . .
C22 C 0.04881(17) 1.05968(15) 0.33533(11) 0.0192(3) Uani 1 1 d . . .
H22A H 0.1549 1.0767 0.3438 0.023 Uiso 1 1 calc R . .
C23 C 0.00405(19) 1.14225(16) 0.42858(12) 0.0253(4) Uani 1 1 d . . .
H23A H 0.0432 1.2354 0.4399 0.038 Uiso 1 1 calc R . .
H23B H 0.0402 1.1145 0.4839 0.038 Uiso 1 1 calc R . .
H23C H -0.0998 1.1295 0.4214 0.038 Uiso 1 1 calc R . .
C24 C -0.00477(19) 1.10209(16) 0.24775(13) 0.0245(4) Uani 1 1 d . . .
H24A H 0.0314 1.1960 0.2601 0.037 Uiso 1 1 calc R . .
H24B H -0.1088 1.0858 0.2374 0.037 Uiso 1 1 calc R . .
H24C H 0.0288 1.0516 0.1897 0.037 Uiso 1 1 calc R . .
C25 C -0.36556(18) 0.69472(17) 0.28964(13) 0.0261(4) Uani 1 1 d . . .
H25A H -0.4123 0.7671 0.2782 0.031 Uiso 1 1 calc R . .
C26 C -0.4016(2) 0.6754(2) 0.38568(14) 0.0336(4) Uani 1 1 d . . .
H26A H -0.3649 0.7568 0.4387 0.050 Uiso 1 1 calc R . .
H26B H -0.3582 0.6040 0.3983 0.050 Uiso 1 1 calc R . .
H26C H -0.5049 0.6532 0.3816 0.050 Uiso 1 1 calc R . .
C27 C -0.4272(2) 0.5701(2) 0.20576(14) 0.0342(4) Uani 1 1 d . . .
H27A H -0.4032 0.5831 0.1446 0.051 Uiso 1 1 calc R . .
H27B H -0.5306 0.5511 0.2020 0.051 Uiso 1 1 calc R . .
H27C H -0.3871 0.4962 0.2170 0.051 Uiso 1 1 calc R . .
C28 C 0.12544(19) 0.58670(16) 0.30889(13) 0.0250(4) Uani 1 1 d . . .
H28A H 0.2256 0.6260 0.3072 0.030 Uiso 1 1 calc R . .
C29 C 0.1218(3) 0.5525(2) 0.40451(15) 0.0396(5) Uani 1 1 d . . .
H29A H 0.1859 0.4907 0.4080 0.059 Uiso 1 1 calc R . .
H29B H 0.0249 0.5120 0.4073 0.059 Uiso 1 1 calc R . .
H29C H 0.1523 0.6328 0.4594 0.059 Uiso 1 1 calc R . .
C30 C 0.0810(2) 0.46226(18) 0.22206(14) 0.0350(4) Uani 1 1 d . . .
H30A H 0.1477 0.4025 0.2247 0.052 Uiso 1 1 calc R . .
H30B H 0.0816 0.4859 0.1615 0.052 Uiso 1 1 calc R . .
H30C H -0.0148 0.4187 0.2244 0.052 Uiso 1 1 calc R . .
N1 N 0.33217(14) 0.97434(13) 0.44260(10) 0.0206(3) Uani 1 1 d D . .
H1A H 0.3907(18) 0.9442(19) 0.4849(12) 0.031 Uiso 1 1 d D . .
H1B H 0.2630(17) 1.0230(18) 0.4669(14) 0.031 Uiso 1 1 d D . .
P1 P 0.28683(4) 0.86668(4) 0.31985(3) 0.02129(13) Uani 1 1 d . . .
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 117.76(14) . . ?
C2 C1 P1 128.69(12) . . ?
C6 C1 P1 113.44(11) . . ?
C3 C2 C1 119.38(14) . . ?
C3 C2 C7 116.67(14) . . ?
C1 C2 C7 123.90(14) . . ?
C4 C3 C2 122.92(14) . . ?
C5 C4 C3 117.02(14) . . ?
C5 C4 C10 119.65(14) . . ?
C3 C4 C10 123.27(14) . . ?
C4 C5 C6 122.53(14) . . ?
C5 C6 C1 120.00(14) . . ?
C5 C6 C13 116.68(14) . . ?
C1 C6 C13 123.30(14) . . ?
C9' C7 C8 126.4(3) . . ?
C9' C7 C2 109.7(2) . . ?
C8 C7 C2 113.85(15) . . ?
C9' C7 C9 34.7(2) . . ?
C8 C7 C9 100.4(3) . . ?
C2 C7 C9 108.77(18) . . ?
C4 C10 C11 113.78(13) . . ?
C4 C10 C12 110.39(13) . . ?
C11 C10 C12 109.97(14) . . ?
C15 C13 C6 111.63(13) . . ?
C15 C13 C14 111.13(14) . . ?
C6 C13 C14 110.74(13) . . ?
C17 C16 C21 118.61(14) . . ?
C17 C16 P1 123.61(12) . . ?
C21 C16 P1 117.78(12) . . ?
C18 C17 C16 119.22(14) . . ?
C18 C17 C22 117.25(14) . . ?
C16 C17 C22 123.52(14) . . ?
C19 C18 C17 122.63(15) . . ?
C20 C19 C18 117.41(15) . . ?
C20 C19 C25 121.79(15) . . ?
C18 C19 C25 120.70(15) . . ?
C19 C20 C21 122.46(15) . . ?
C20 C21 C16 119.56(15) . . ?
C20 C21 C28 117.53(14) . . ?
C16 C21 C28 122.87(15) . . ?
C17 C22 C24 111.43(13) . . ?
C17 C22 C23 111.34(13) . . ?
C24 C22 C23 110.63(13) . . ?
C19 C25 C26 110.27(15) . . ?
C19 C25 C27 113.30(15) . . ?
C26 C25 C27 109.99(15) . . ?
C21 C28 C30 112.64(15) . . ?
C21 C28 C29 109.95(14) . . ?
C30 C28 C29 110.40(15) . . ?
N1 P1 C16 99.67(7) . . ?
N1 P1 C1 111.52(7) . . ?
C16 P1 C1 101.79(7) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.417(2) . ?
C1 C6 1.421(2) . ?
C1 P1 1.8684(16) . ?
C2 C3 1.398(2) . ?
C2 C7 1.528(2) . ?
C3 C4 1.389(2) . ?
C4 C5 1.388(2) . ?
C4 C10 1.520(2) . ?
C5 C6 1.391(2) . ?
C6 C13 1.529(2) . ?
C7 C9' 1.491(5) . ?
C7 C8 1.499(3) . ?
C7 C9 1.588(5) . ?
C10 C11 1.528(2) . ?
C10 C12 1.535(2) . ?
C13 C15 1.529(2) . ?
C13 C14 1.539(2) . ?
C16 C17 1.414(2) . ?
C16 C21 1.419(2) . ?
C16 P1 1.8590(17) . ?
C17 C18 1.398(2) . ?
C17 C22 1.527(2) . ?
C18 C19 1.391(2) . ?
C19 C20 1.388(2) . ?
C19 C25 1.522(2) . ?
C20 C21 1.394(2) . ?
C21 C28 1.527(2) . ?
C22 C24 1.531(2) . ?
C22 C23 1.537(2) . ?
C25 C26 1.529(3) . ?
C25 C27 1.530(3) . ?
C28 C30 1.531(3) . ?
C28 C29 1.532(3) . ?
N1 P1 1.7998(15) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 5.5(2) . . . . ?
P1 C1 C2 C3 -178.77(12) . . . . ?
C6 C1 C2 C7 -172.06(14) . . . . ?
P1 C1 C2 C7 3.7(2) . . . . ?
C1 C2 C3 C4 -0.1(2) . . . . ?
C7 C2 C3 C4 177.62(15) . . . . ?
C2 C3 C4 C5 -3.6(2) . . . . ?
C2 C3 C4 C10 179.07(14) . . . . ?
C3 C4 C5 C6 1.9(2) . . . . ?
C10 C4 C5 C6 179.27(14) . . . . ?
C4 C5 C6 C1 3.6(2) . . . . ?
C4 C5 C6 C13 -174.83(14) . . . . ?
C2 C1 C6 C5 -7.2(2) . . . . ?
P1 C1 C6 C5 176.44(12) . . . . ?
C2 C1 C6 C13 171.12(14) . . . . ?
P1 C1 C6 C13 -5.28(19) . . . . ?
C3 C2 C7 C9' -102.9(4) . . . . ?
C1 C2 C7 C9' 74.6(4) . . . . ?
C3 C2 C7 C8 44.9(2) . . . . ?
C1 C2 C7 C8 -137.5(2) . . . . ?
C3 C2 C7 C9 -66.2(3) . . . . ?
C1 C2 C7 C9 111.4(3) . . . . ?
C5 C4 C10 C11 167.98(14) . . . . ?
C3 C4 C10 C11 -14.8(2) . . . . ?
C5 C4 C10 C12 -67.83(19) . . . . ?
C3 C4 C10 C12 109.39(17) . . . . ?
C5 C6 C13 C15 -63.99(18) . . . . ?
C1 C6 C13 C15 117.68(16) . . . . ?
C5 C6 C13 C14 60.41(19) . . . . ?
C1 C6 C13 C14 -117.92(17) . . . . ?
C21 C16 C17 C18 -3.5(2) . . . . ?
P1 C16 C17 C18 176.82(11) . . . . ?
C21 C16 C17 C22 175.21(14) . . . . ?
P1 C16 C17 C22 -4.5(2) . . . . ?
C16 C17 C18 C19 1.2(2) . . . . ?
C22 C17 C18 C19 -177.53(14) . . . . ?
C17 C18 C19 C20 1.5(2) . . . . ?
C17 C18 C19 C25 178.01(14) . . . . ?
C18 C19 C20 C21 -2.0(2) . . . . ?
C25 C19 C20 C21 -178.48(15) . . . . ?
C19 C20 C21 C16 -0.2(2) . . . . ?
C19 C20 C21 C28 177.67(15) . . . . ?
C17 C16 C21 C20 3.0(2) . . . . ?
P1 C16 C21 C20 -177.28(12) . . . . ?
C17 C16 C21 C28 -174.77(14) . . . . ?
P1 C16 C21 C28 5.0(2) . . . . ?
C18 C17 C22 C24 -64.58(18) . . . . ?
C16 C17 C22 C24 116.73(16) . . . . ?
C18 C17 C22 C23 59.45(18) . . . . ?
C16 C17 C22 C23 -119.24(16) . . . . ?
C20 C19 C25 C26 73.2(2) . . . . ?
C18 C19 C25 C26 -103.13(18) . . . . ?
C20 C19 C25 C27 -50.6(2) . . . . ?
C18 C19 C25 C27 133.09(17) . . . . ?
C20 C21 C28 C30 54.5(2) . . . . ?
C16 C21 C28 C30 -127.74(17) . . . . ?
C20 C21 C28 C29 -69.1(2) . . . . ?
C16 C21 C28 C29 108.67(19) . . . . ?
C17 C16 P1 N1 66.48(14) . . . . ?
C21 C16 P1 N1 -113.25(13) . . . . ?
C17 C16 P1 C1 -48.08(14) . . . . ?
C21 C16 P1 C1 132.19(12) . . . . ?
C2 C1 P1 N1 15.45(16) . . . . ?
C6 C1 P1 N1 -168.63(11) . . . . ?
C2 C1 P1 C16 120.92(14) . . . . ?
C6 C1 P1 C16 -63.16(12) . . . . ?
