#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/15/7051585.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_7051585
loop_
_publ_author_name
'Jin, Guoxia'
'Jones, Cameron'
'Junk, Peter C.'
'Lippert, Kai-Alexander'
'Rose, Richard P.'
'Stasch, Andreas'
_publ_section_title
;
 Synthesis and characterisation of bulky guanidines and
 phosphaguanidines: precursors for low oxidation state metallacycles
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              64
_journal_paper_doi               10.1039/b809120j
_journal_volume                  33
_journal_year                    2009
_chemical_formula_sum            'C37 H45 N2 P'
_chemical_formula_weight         548.72
_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                96.42(3)
_cell_angle_beta                 101.60(3)
_cell_angle_gamma                102.50(3)
_cell_formula_units_Z            2
_cell_length_a                   10.847(2)
_cell_length_b                   10.942(2)
_cell_length_c                   14.156(3)
_cell_measurement_temperature    150(2)
_cell_volume                     1585.5(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_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  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0551
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10001
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav (Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5420
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0464
_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)+(0.0403P)²+0.7630P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1159
_reflns_number_gt                4432
_reflns_number_total             5420
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b809120j.txt
_cod_data_source_block           compound6
_cod_original_cell_volume        1585.4(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7051585
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
P1 P 0.44678(5) 0.63510(4) 0.22120(3) 0.02374(14) Uani 1 1 d . . .
N1 N 0.40469(14) 0.84949(14) 0.14478(10) 0.0226(3) Uani 1 1 d . . .
C1 C 0.45850(16) 0.80930(16) 0.22292(12) 0.0204(4) Uani 1 1 d . . .
N2 N 0.52362(14) 0.89029(14) 0.30533(10) 0.0216(3) Uani 1 1 d . . .
H1 H 0.5488 0.8584 0.3582 0.026 Uiso 1 1 calc R . .
C2 C 0.34005(17) 0.76436(16) 0.05567(12) 0.0227(4) Uani 1 1 d . . .
C3 C 0.20363(18) 0.72915(17) 0.03004(13) 0.0262(4) Uani 1 1 d . . .
C4 C 0.14262(19) 0.64711(19) -0.05717(14) 0.0334(5) Uani 1 1 d . . .
H4 H 0.0505 0.6209 -0.0748 0.040 Uiso 1 1 calc R . .
C5 C 0.2130(2) 0.60301(19) -0.11862(14) 0.0345(5) Uani 1 1 d . . .
H5 H 0.1695 0.5455 -0.1771 0.041 Uiso 1 1 calc R . .
C6 C 0.34683(19) 0.64278(18) -0.09469(14) 0.0307(5) Uani 1 1 d . . .
H6 H 0.3945 0.6142 -0.1383 0.037 Uiso 1 1 calc R . .
C7 C 0.41345(18) 0.72399(17) -0.00788(13) 0.0252(4) Uani 1 1 d . . .
C8 C 0.12217(18) 0.7838(2) 0.09161(15) 0.0323(5) Uani 1 1 d . . .
H8 H 0.1825 0.8367 0.1523 0.039 Uiso 1 1 calc R . .
C9 C 0.0250(2) 0.6825(2) 0.12227(17) 0.0462(6) Uani 1 1 d . . .
H9A H -0.0206 0.7231 0.1648 0.069 Uiso 1 1 calc R . .
H9B H 0.0709 0.6273 0.1576 0.069 Uiso 1 1 calc R . .
H9C H -0.0379 0.6317 0.0641 0.069 Uiso 1 1 calc R . .
C10 C 0.0518(2) 0.8702(2) 0.03630(18) 0.0452(6) Uani 1 1 d . . .
H10A H 0.1152 0.9366 0.0185 0.068 Uiso 1 1 calc R . .
H10B H 0.0041 0.9093 0.0780 0.068 Uiso 1 1 calc R . .
H10C H -0.0092 0.8201 -0.0231 0.068 Uiso 1 1 calc R . .
C11 C 0.56010(18) 0.77051(18) 0.01298(14) 0.0288(4) Uani 1 1 d . . .
H11 H 0.5908 0.8150 0.0822 0.035 Uiso 1 1 calc R . .
C12 C 0.6274(2) 0.6633(3) 0.0029(2) 0.0625(8) Uani 1 1 d . . .
H12A H 0.6072 0.6241 -0.0659 0.094 Uiso 1 1 calc R . .
H12B H 0.5970 0.5996 0.0420 0.094 Uiso 1 1 calc R . .
H12C H 0.7215 0.6970 0.0262 0.094 Uiso 1 1 calc R . .
C13 C 0.5976(3) 0.8663(3) -0.0519(2) 0.0762(10) Uani 1 1 d . . .
H13A H 0.5640 0.8269 -0.1206 0.114 Uiso 1 1 calc R . .
H13B H 0.6924 0.8952 -0.0382 0.114 Uiso 1 1 calc R . .
H13C H 0.5608 0.9390 -0.0389 0.114 Uiso 1 1 calc R . .
C14 C 0.55432(17) 1.02562(17) 0.31183(12) 0.0227(4) Uani 1 1 d . . .
C15 C 0.46267(19) 1.09311(18) 0.32912(13) 0.0275(4) Uani 1 1 d . . .
C16 C 0.5014(2) 1.2251(2) 0.34537(15) 0.0368(5) Uani 1 1 d . . .
H16 H 0.4412 1.2726 0.3579 0.044 Uiso 1 1 calc R . .
C17 C 0.6258(2) 1.2883(2) 0.34367(16) 0.0413(5) Uani 1 1 d . . .
H17 H 0.6511 1.3784 0.3563 0.050 Uiso 1 1 calc R . .
C18 C 0.7129(2) 1.2200(2) 0.32357(16) 0.0383(5) Uani 1 1 d . . .
H18 H 0.7976 1.2640 0.3211 0.046 Uiso 1 1 calc R . .
C19 C 0.67962(19) 1.08844(18) 0.30685(14) 0.0294(4) Uani 1 1 d . . .
C20 C 0.32617(18) 1.02522(19) 0.33172(14) 0.0304(5) Uani 1 1 d . . .
H20 H 0.3090 0.9367 0.2963 0.037 Uiso 1 1 calc R . .
C21 C 0.3136(2) 1.0157(2) 0.43646(15) 0.0432(6) Uani 1 1 d . . .
H21A H 0.3287 1.1010 0.4732 0.065 Uiso 1 1 calc R . .
H21B H 0.3778 0.9732 0.4678 0.065 Uiso 1 1 calc R . .
H21C H 0.2261 0.9667 0.4355 0.065 Uiso 1 1 calc R . .
C22 C 0.2231(2) 1.0859(2) 0.27940(18) 0.0468(6) Uani 1 1 d . . .
H22A H 0.2304 1.1691 0.3168 0.070 Uiso 1 1 calc R . .
H22B H 0.1366 1.0313 0.2739 0.070 Uiso 1 1 calc R . .
H22C H 0.2361 1.0961 0.2139 0.070 Uiso 1 1 calc R . .
C23 C 0.7765(2) 1.0161(2) 0.28146(17) 0.0398(5) Uani 1 1 d . . .
H23 H 0.7296 0.9244 0.2630 0.048 Uiso 1 1 calc R . .
C24 C 0.8888(3) 1.0266(4) 0.3675(2) 0.0769(10) Uani 1 1 d . . .
H24A H 0.9346 1.1160 0.3898 0.115 Uiso 1 1 calc R . .
H24B H 0.9488 0.9791 0.3475 0.115 Uiso 1 1 calc R . .
H24C H 0.8558 0.9914 0.4208 0.115 Uiso 1 1 calc R . .
C25 C 0.8249(3) 1.0567(3) 0.19335(18) 0.0564(7) Uani 1 1 d . . .
H25A H 0.7506 1.0547 0.1402 0.085 Uiso 1 1 calc R . .
H25B H 0.8745 0.9985 0.1717 0.085 Uiso 1 1 calc R . .
H25C H 0.8807 1.1430 0.2114 0.085 Uiso 1 1 calc R . .
C26 C 0.58857(18) 0.64224(17) 0.31945(13) 0.0245(4) Uani 1 1 d . . .
C27 C 0.70759(19) 0.6650(2) 0.29283(15) 0.0363(5) Uani 1 1 d . . .
H27 H 0.7106 0.6766 0.2277 0.044 Uiso 1 1 calc R . .
C28 C 0.8217(2) 0.6709(2) 0.36047(17) 0.0430(6) Uani 1 1 d . . .
H28 H 0.9025 0.6892 0.3421 0.052 Uiso 1 1 calc R . .
C29 C 0.8177(2) 0.6502(2) 0.45451(16) 0.0382(5) Uani 1 1 d . . .
H29 H 0.8957 0.6538 0.5008 0.046 Uiso 1 1 calc R . .
C30 C 0.6999(2) 0.62425(19) 0.48084(15) 0.0342(5) Uani 1 1 d . . .
H30 H 0.6971 0.6085 0.5451 0.041 Uiso 1 1 calc R . .
C31 C 0.58594(19) 0.62098(18) 0.41427(13) 0.0285(4) Uani 1 1 d . . .
H31 H 0.5057 0.6042 0.4334 0.034 Uiso 1 1 calc R . .
C32 C 0.30953(17) 0.59059(18) 0.27819(13) 0.0262(4) Uani 1 1 d . . .
C33 C 0.22712(19) 0.46989(19) 0.24334(15) 0.0339(5) Uani 1 1 d . . .
H33 H 0.2457 0.4149 0.1941 0.041 Uiso 1 1 calc R . .
C34 C 0.1183(2) 0.4295(2) 0.28002(16) 0.0400(5) Uani 1 1 d . . .
H34 H 0.0635 0.3469 0.2563 0.048 Uiso 1 1 calc R . .
C35 C 0.0894(2) 0.5090(2) 0.35086(16) 0.0408(6) Uani 1 1 d . . .
H35 H 0.0137 0.4820 0.3746 0.049 Uiso 1 1 calc R . .
C36 C 0.1712(2) 0.6280(2) 0.38701(16) 0.0393(5) Uani 1 1 d . . .
H36 H 0.1524 0.6821 0.4366 0.047 Uiso 1 1 calc R . .
C37 C 0.28046(19) 0.66871(19) 0.35118(14) 0.0314(5) Uani 1 1 d . . .
H37 H 0.3360 0.7506 0.3766 0.038 Uiso 1 1 calc R . .
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
C32 P1 C26 103.45(9) . . ?
C32 P1 C1 100.94(8) . . ?
C26 P1 C1 99.98(9) . . ?
C1 N1 C2 121.74(15) . . ?
N1 C1 N2 121.51(16) . . ?
N1 C1 P1 119.98(13) . . ?
N2 C1 P1 118.51(13) . . ?
C1 N2 C14 123.72(15) . . ?
C3 C2 C7 121.06(16) . . ?
C3 C2 N1 119.10(16) . . ?
C7 C2 N1 119.71(16) . . ?
C4 C3 C2 118.24(18) . . ?
C4 C3 C8 119.63(17) . . ?
C2 C3 C8 122.03(16) . . ?
C5 C4 C3 121.44(18) . . ?
C4 C5 C6 119.74(18) . . ?
C5 C6 C7 121.41(19) . . ?
C6 C7 C2 117.99(17) . . ?
C6 C7 C11 119.57(17) . . ?
C2 C7 C11 122.38(16) . . ?
C9 C8 C3 113.18(18) . . ?
C9 C8 C10 109.97(17) . . ?
C3 C8 C10 109.93(17) . . ?
C13 C11 C12 111.0(2) . . ?
C13 C11 C7 110.16(18) . . ?
C12 C11 C7 112.83(17) . . ?
C15 C14 C19 121.34(17) . . ?
C15 C14 N2 119.94(16) . . ?
C19 C14 N2 118.59(16) . . ?
C16 C15 C14 117.92(18) . . ?
C16 C15 C20 120.72(18) . . ?
C14 C15 C20 121.36(17) . . ?
C17 C16 C15 121.39(19) . . ?
C18 C17 C16 119.6(2) . . ?
C17 C18 C19 121.5(2) . . ?
C18 C19 C14 118.19(18) . . ?
C18 C19 C23 120.11(18) . . ?
C14 C19 C23 121.69(17) . . ?
C15 C20 C21 111.38(17) . . ?
C15 C20 C22 112.64(18) . . ?
C21 C20 C22 110.68(17) . . ?
C24 C23 C19 112.43(19) . . ?
C24 C23 C25 111.0(2) . . ?
C19 C23 C25 111.46(19) . . ?
C31 C26 C27 118.65(18) . . ?
C31 C26 P1 125.93(15) . . ?
C27 C26 P1 115.33(14) . . ?
C28 C27 C26 120.7(2) . . ?
C29 C28 C27 120.0(2) . . ?
C30 C29 C28 119.70(19) . . ?
C29 C30 C31 120.58(19) . . ?
C30 C31 C26 120.30(19) . . ?
C37 C32 C33 118.39(19) . . ?
C37 C32 P1 125.02(15) . . ?
C33 C32 P1 116.57(15) . . ?
C34 C33 C32 120.6(2) . . ?
C35 C34 C33 120.3(2) . . ?
C34 C35 C36 119.7(2) . . ?
C35 C36 C37 120.4(2) . . ?
C36 C37 C32 120.6(2) . . ?
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 C32 1.833(2) . ?
P1 C26 1.8355(19) . ?
P1 C1 1.8798(18) . ?
N1 C1 1.311(2) . ?
N1 C2 1.432(2) . ?
C1 N2 1.346(2) . ?
N2 C14 1.434(2) . ?
C2 C3 1.406(3) . ?
C2 C7 1.411(3) . ?
C3 C4 1.391(3) . ?
C3 C8 1.523(3) . ?
C4 C5 1.380(3) . ?
C5 C6 1.381(3) . ?
C6 C7 1.394(3) . ?
C7 C11 1.518(3) . ?
C8 C9 1.521(3) . ?
C8 C10 1.525(3) . ?
C11 C13 1.513(3) . ?
C11 C12 1.518(3) . ?
C14 C15 1.403(3) . ?
C14 C19 1.403(3) . ?
C15 C16 1.392(3) . ?
C15 C20 1.516(3) . ?
C16 C17 1.383(3) . ?
C17 C18 1.378(3) . ?
C18 C19 1.386(3) . ?
C19 C23 1.519(3) . ?
C20 C21 1.529(3) . ?
C20 C22 1.529(3) . ?
C23 C24 1.514(3) . ?
C23 C25 1.522(3) . ?
C26 C31 1.392(3) . ?
C26 C27 1.396(3) . ?
C27 C28 1.388(3) . ?
C28 C29 1.382(3) . ?
C29 C30 1.382(3) . ?
C30 C31 1.387(3) . ?
C32 C37 1.396(3) . ?
C32 C33 1.397(3) . ?
C33 C34 1.389(3) . ?
C34 C35 1.381(3) . ?
C35 C36 1.383(3) . ?
C36 C37 1.387(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652888
