#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/20/8102026.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_8102026
loop_
_publ_author_name
'Maisel, H.'
'Glatz, G.'
'Irrgang, T.'
'Kempe, R.'
_publ_section_title
;Crystal structure of dicyclohexyl-2,2'-dipyridylamido-phosphane,
 C₂₂H₃₀N₃P
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              411
_journal_page_last               412
_journal_volume                  221
_journal_year                    2006
_chemical_formula_sum            'C22 H30 N3 P'
_chemical_formula_weight         367.46
_chemical_name_systematic
;
 dicyclohexyl-2,2'-dipyridylamidophosphane
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.528(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.0180(8)
_cell_length_b                   9.8710(12)
_cell_length_c                   14.9290(13)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    191(2)
_cell_volume                     2024.1(3)
_computing_data_collection       X-AREA-STOE
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      191(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_sigmaI/netI    0.0579
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25630
_diffrn_reflns_theta_full        25.81
_diffrn_reflns_theta_max         25.81
_diffrn_reflns_theta_min         1.82
_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3824
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0550
_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)+(0.0639P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1207
_reflns_number_gt                2629
_reflns_number_total             3824
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1844.cff
_cod_data_source_block           k328m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' tag value 'no' was replaced with
'none' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      P12(1)/n1
_cod_database_code               8102026
_cell_measurement_2theta_min     2.78
_cell_measurement_2theta_max     51.98
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.83982(18) 0.2877(2) 0.10021(15) 0.0331(6) Uani 1 4 e d . . .
H1 H 0.8840 0.3675 0.1156 0.040 Uiso 1 4 e calc R . .
C2 C 0.8579(2) 0.2223(3) 0.01245(16) 0.0412(6) Uani 1 4 e d . . .
H2A H 0.9274 0.1970 0.0205 0.049 Uiso 1 4 e calc R . .
H2B H 0.8187 0.1386 0.0001 0.049 Uiso 1 4 e calc R . .
C3 C 0.8314(2) 0.3178(3) -0.06887(17) 0.0474(7) Uani 1 4 e d . . .
H3A H 0.8747 0.3980 -0.0589 0.057 Uiso 1 4 e calc R . .
H3B H 0.8420 0.2712 -0.1248 0.057 Uiso 1 4 e calc R . .
C4 C 0.7268(2) 0.3638(3) -0.08261(17) 0.0469(7) Uani 1 4 e d . . .
H4A H 0.6831 0.2849 -0.0986 0.056 Uiso 1 4 e calc R . .
H4B H 0.7131 0.4291 -0.1339 0.056 Uiso 1 4 e calc R . .
C5 C 0.7072(2) 0.4300(3) 0.00343(16) 0.0432(6) Uani 1 4 e d . . .
H5A H 0.6374 0.4542 -0.0056 0.052 Uiso 1 4 e calc R . .
H5B H 0.7457 0.5144 0.0155 0.052 Uiso 1 4 e calc R . .
C6 C 0.73368(18) 0.3355(3) 0.08577(16) 0.0406(6) Uani 1 4 e d . . .
H6A H 0.6901 0.2556 0.0765 0.049 Uiso 1 4 e calc R . .
H6B H 0.7233 0.3834 0.1413 0.049 Uiso 1 4 e calc R . .
C7 C 0.90522(18) 0.2698(2) 0.30051(15) 0.0327(6) Uani 1 4 e d . . .
H7 H 0.9599 0.3291 0.2903 0.039 Uiso 1 4 e calc R . .
C8 C 0.8240(2) 0.3581(3) 0.32076(18) 0.0585(9) Uani 1 4 e d . . .
H8A H 0.7664 0.3010 0.3227 0.070 Uiso 1 4 e calc R . .
H8B H 0.8054 0.4249 0.2709 0.070 Uiso 1 4 e calc R . .
C9 C 0.8536(2) 0.4327(3) 0.41106(18) 0.0601(9) Uani 1 4 e d . . .
H9A H 0.9057 0.4983 0.4063 0.072 Uiso 1 4 e calc R . .
H9B H 0.7970 0.4843 0.4233 0.072 Uiso 1 4 e calc R . .
C10 C 0.8890(2) 0.3388(3) 0.48930(16) 0.0487(7) Uani 1 4 e d . . .
H10A H 0.8349 0.2797 0.4990 0.058 Uiso 1 4 e calc R . .
H10B H 0.9114 0.3920 0.5458 0.058 Uiso 1 4 e calc R . .
C11 C 0.9716(2) 0.2526(3) 0.47018(18) 0.0576(9) Uani 1 4 e d . . .
H11A H 0.9912 0.1870 0.5207 0.069 Uiso 1 4 e calc R . .
H11B H 1.0283 0.3112 0.4676 0.069 Uiso 1 4 e calc R . .
C12 C 0.9424(2) 0.1759(3) 0.38005(17) 0.0512(7) Uani 1 4 e d . . .
H12A H 0.9994 0.1253 0.3678 0.061 Uiso 1 4 e calc R . .
H12B H 0.8910 0.1093 0.3855 0.061 Uiso 1 4 e calc R . .
C13 C 0.96112(17) -0.0628(2) 0.18067(15) 0.0328(5) Uani 1 4 e d . . .
C14 C 0.9285(2) -0.1272(3) 0.09995(17) 0.0454(7) Uani 1 4 e d . . .
H14 H 0.9117 -0.0774 0.0446 0.054 Uiso 1 4 e calc R . .
C15 C 0.9203(2) -0.2667(3) 0.1003(2) 0.0593(9) Uani 1 4 e d . . .
H15 H 0.8971 -0.3145 0.0450 0.071 Uiso 1 4 e calc R . .
C16 C 0.9459(2) -0.3352(3) 0.1808(2) 0.0605(8) Uani 1 4 e d . . .
H16 H 0.9412 -0.4311 0.1829 0.073 Uiso 1 4 e calc R . .
C17 C 0.9781(3) -0.2624(3) 0.2573(2) 0.0734(11) Uani 1 4 e d . . .
H17 H 0.9954 -0.3103 0.3134 0.088 Uiso 1 4 e calc R . .
C18 C 1.05838(17) 0.1395(2) 0.17694(14) 0.0313(5) Uani 1 4 e d . . .
C19 C 1.13749(19) 0.0596(3) 0.16553(16) 0.0385(6) Uani 1 4 e d . . .
H19 H 1.1319 -0.0363 0.1621 0.046 Uiso 1 4 e calc R . .
C20 C 1.2234(2) 0.1225(3) 0.15931(17) 0.0453(7) Uani 1 4 e d . . .
H20 H 1.2778 0.0702 0.1507 0.054 Uiso 1 4 e calc R . .
C21 C 1.2306(2) 0.2614(3) 0.16553(18) 0.0463(7) Uani 1 4 e d . . .
H21 H 1.2896 0.3069 0.1626 0.056 Uiso 1 4 e calc R . .
C22 C 1.14914(19) 0.3314(3) 0.17614(16) 0.0414(6) Uani 1 4 e d . . .
H22 H 1.1535 0.4273 0.1800 0.050 Uiso 1 4 e calc R . .
N1 N 0.9873(2) -0.1273(2) 0.25962(15) 0.0615(7) Uani 1 4 e d . . .
N2 N 0.96915(14) 0.08210(19) 0.18322(12) 0.0315(5) Uani 1 4 e d . . .
N3 N 1.06395(15) 0.2744(2) 0.18146(13) 0.0367(5) Uani 1 4 e d . . .
P1 P 0.86312(5) 0.16527(6) 0.19676(4) 0.03038(18) Uani 1 4 e 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 109.39(19) . . ?
C2 C1 P1 110.94(17) . . ?
C6 C1 P1 108.91(16) . . ?
C3 C2 C1 111.5(2) . . ?
C4 C3 C2 111.7(2) . . ?
C3 C4 C5 110.6(2) . . ?
C4 C5 C6 111.2(2) . . ?
C5 C6 C1 112.0(2) . . ?
C8 C7 C12 110.5(2) . . ?
C8 C7 P1 111.15(17) . . ?
C12 C7 P1 108.42(18) . . ?
C7 C8 C9 112.0(2) . . ?
C10 C9 C8 112.4(3) . . ?
C9 C10 C11 110.4(2) . . ?
C10 C11 C12 111.4(2) . . ?
C7 C12 C11 112.2(2) . . ?
N1 C13 C14 123.3(2) . . ?
N1 C13 N2 116.7(2) . . ?
C14 C13 N2 120.0(2) . . ?
C13 C14 C15 118.4(3) . . ?
C16 C15 C14 119.4(3) . . ?
C17 C16 C15 117.9(3) . . ?
N1 C17 C16 124.5(3) . . ?
N3 C18 N2 116.5(2) . . ?
N3 C18 C19 121.9(2) . . ?
N2 C18 C19 121.5(2) . . ?
C20 C19 C18 118.7(3) . . ?
C21 C20 C19 119.9(3) . . ?
C22 C21 C20 117.3(3) . . ?
N3 C22 C21 124.7(3) . . ?
C13 N1 C17 116.6(2) . . ?
C18 N2 C13 118.1(2) . . ?
C18 N2 P1 127.83(16) . . ?
C13 N2 P1 114.08(15) . . ?
C18 N3 C22 117.4(2) . . ?
N2 P1 C7 102.83(10) . . ?
N2 P1 C1 103.75(10) . . ?
C7 P1 C1 105.24(11) . . ?
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 1.526(3) . ?
C1 C6 1.534(3) . ?
C1 P1 1.859(2) . ?
C2 C3 1.523(3) . ?
C3 C4 1.509(4) . ?
C4 C5 1.515(4) . ?
C5 C6 1.529(3) . ?
C7 C8 1.511(4) . ?
C7 C12 1.514(3) . ?
C7 P1 1.857(2) . ?
C8 C9 1.519(4) . ?
C9 C10 1.496(4) . ?
C10 C11 1.509(4) . ?
C11 C12 1.527(4) . ?
C13 N1 1.325(3) . ?
C13 C14 1.358(3) . ?
C13 N2 1.435(3) . ?
C14 C15 1.383(4) . ?
C15 C16 1.362(4) . ?
C16 C17 1.349(4) . ?
C17 N1 1.340(4) . ?
C18 N3 1.334(3) . ?
C18 N2 1.393(3) . ?
C18 C19 1.399(3) . ?
C19 C20 1.375(4) . ?
C20 C21 1.376(4) . ?
C21 C22 1.371(4) . ?
C22 N3 1.337(3) . ?
N2 P1 1.745(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 22516302
