#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/38/7013802.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_7013802
loop_
_publ_author_name
'Doyle, Emma L.'
'García, Felipe'
'Humphrey, Simon M.'
'Kowenicki, Richard A.'
'Riera, Lucía'
'Woods, Anthony D.'
'Wright, Dominic S.'
_publ_section_title
;
 Steric control in the oligomerisation of phosphazane dimers; towards
 new phosphorus-nitrogen macrocycles.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              807
_journal_page_last               812
_journal_paper_doi               10.1039/b314790h
_journal_year                    2004
_chemical_formula_moiety         'C12 H29 N3 O P2'
_chemical_formula_sum            'C12 H29 N3 O P2'
_chemical_formula_weight         293.32
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 111.70(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.424(4)
_cell_length_b                   8.3179(17)
_cell_length_c                   23.430(5)
_cell_measurement_reflns_used    22343
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      1.02
_cell_volume                     3336.2(14)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice ω and φ scans'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1184
_diffrn_reflns_av_sigmaI/netI    0.0970
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13812
_diffrn_reflns_theta_full        25.04
_diffrn_reflns_theta_max         25.04
_diffrn_reflns_theta_min         3.53
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2919
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0576
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0297P)²+8.2737P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1203
_reflns_number_gt                1797
_reflns_number_total             2919
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b314790h.txt
_cod_data_source_block           compound5
_cod_original_cell_volume        3336.3(12)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7013802
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'
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 0.23956(5) 0.28185(13) 0.28792(4) 0.0295(3) Uani 1 1 d . . .
P2 P 0.32372(5) 0.41380(13) 0.38954(4) 0.0298(3) Uani 1 1 d . . .
O1 O 0.19189(13) 0.3222(3) 0.22397(10) 0.0381(7) Uani 1 1 d . . .
N1 N 0.32997(15) 0.3489(4) 0.32041(12) 0.0293(7) Uani 1 1 d . . .
N2 N 0.33336(17) 0.6096(4) 0.38734(14) 0.0320(8) Uani 1 1 d . . .
N3 N 0.22495(15) 0.3674(4) 0.34610(12) 0.0295(8) Uani 1 1 d . . .
C10 C 0.4008(2) 0.3047(5) 0.30777(16) 0.0320(9) Uani 1 1 d . . .
C11 C 0.4381(2) 0.1554(5) 0.34374(19) 0.0489(12) Uani 1 1 d . . .
H11A H 0.4493 0.1735 0.3875 0.073 Uiso 1 1 calc R . .
H11B H 0.4868 0.1320 0.3376 0.073 Uiso 1 1 calc R . .
H11C H 0.4022 0.0642 0.3293 0.073 Uiso 1 1 calc R . .
C12 C 0.4573(2) 0.4472(5) 0.32667(19) 0.0468(11) Uani 1 1 d . . .
H12A H 0.4304 0.5450 0.3063 0.070 Uiso 1 1 calc R . .
H12B H 0.5019 0.4264 0.3145 0.070 Uiso 1 1 calc R . .
H12C H 0.4759 0.4614 0.3713 0.070 Uiso 1 1 calc R . .
C13 C 0.3765(2) 0.2746(6) 0.23930(17) 0.0452(11) Uani 1 1 d . . .
H13A H 0.3411 0.1821 0.2275 0.068 Uiso 1 1 calc R . .
H13B H 0.4230 0.2523 0.2297 0.068 Uiso 1 1 calc R . .
H13C H 0.3499 0.3699 0.2166 0.068 Uiso 1 1 calc R . .
C20 C 0.3716(2) 0.7233(5) 0.43837(16) 0.0337(9) Uani 1 1 d . . .
C21 C 0.4510(2) 0.7714(5) 0.43718(19) 0.0495(12) Uani 1 1 d . . .
H21A H 0.4859 0.6779 0.4474 0.074 Uiso 1 1 calc R . .
H21B H 0.4738 0.8568 0.4673 0.074 Uiso 1 1 calc R . .
H21C H 0.4445 0.8104 0.3961 0.074 Uiso 1 1 calc R . .
C22 C 0.3195(2) 0.8704(5) 0.42795(18) 0.0465(11) Uani 1 1 d . . .
H22A H 0.3114 0.9166 0.3876 0.070 Uiso 1 1 calc R . .
H22B H 0.3445 0.9503 0.4599 0.070 Uiso 1 1 calc R . .
H22C H 0.2690 0.8392 0.4296 0.070 Uiso 1 1 calc R . .
C23 C 0.3821(3) 0.6458(5) 0.49986(16) 0.0499(12) Uani 1 1 d . . .
H23A H 0.3309 0.6148 0.5002 0.075 Uiso 1 1 calc R . .
H23B H 0.4069 0.7227 0.5331 0.075 Uiso 1 1 calc R . .
H23C H 0.4151 0.5502 0.5059 0.075 Uiso 1 1 calc R . .
C30 C 0.16097(19) 0.3399(5) 0.36970(15) 0.0324(9) Uani 1 1 d . . .
C31 C 0.1758(2) 0.1868(6) 0.40824(19) 0.0514(12) Uani 1 1 d . . .
H31A H 0.1766 0.0942 0.3826 0.077 Uiso 1 1 calc R . .
H31B H 0.1341 0.1727 0.4243 0.077 Uiso 1 1 calc R . .
H31C H 0.2262 0.1952 0.4425 0.077 Uiso 1 1 calc R . .
C32 C 0.0840(2) 0.3245(5) 0.31432(17) 0.0427(11) Uani 1 1 d . . .
H32A H 0.0762 0.4205 0.2885 0.064 Uiso 1 1 calc R . .
H32B H 0.0406 0.3142 0.3287 0.064 Uiso 1 1 calc R . .
H32C H 0.0859 0.2291 0.2904 0.064 Uiso 1 1 calc R . .
C33 C 0.1578(2) 0.4845(6) 0.40820(17) 0.0445(11) Uani 1 1 d . . .
H33A H 0.2064 0.4912 0.4443 0.067 Uiso 1 1 calc R . .
H33B H 0.1135 0.4731 0.4216 0.067 Uiso 1 1 calc R . .
H33C H 0.1513 0.5825 0.3836 0.067 Uiso 1 1 calc R . .
H1P H 0.2426(18) 0.119(4) 0.2932(13) 0.032(9) Uiso 1 1 d . . .
H2N H 0.3208(19) 0.656(4) 0.3527(15) 0.025(10) Uiso 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'
O O 0.0106 0.0060 '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
H1P P1 O1 108.0(12) . . ?
H1P P1 N3 111.7(13) . . ?
O1 P1 N3 121.80(15) . . ?
H1P P1 N1 107.1(13) . . ?
O1 P1 N1 120.94(16) . . ?
N3 P1 N1 85.31(14) . . ?
H1P P1 P2 110.6(12) . . ?
O1 P1 P2 141.21(12) . . ?
N3 P1 P2 43.30(10) . . ?
N1 P1 P2 42.73(10) . . ?
N2 P2 N1 103.42(16) . . ?
N2 P2 N3 107.38(15) . . ?
N1 P2 N3 78.81(13) . . ?
N2 P2 P1 115.58(12) . . ?
N1 P2 P1 39.78(9) . . ?
N3 P2 P1 39.66(9) . . ?
C10 N1 P1 129.4(2) . . ?
C10 N1 P2 128.5(2) . . ?
P1 N1 P2 97.49(15) . . ?
H2N N2 C20 111(2) . . ?
H2N N2 P2 119(2) . . ?
C20 N2 P2 129.2(3) . . ?
C30 N3 P1 129.3(2) . . ?
C30 N3 P2 127.3(2) . . ?
P1 N3 P2 97.04(14) . . ?
N1 C10 C13 108.3(3) . . ?
N1 C10 C11 110.0(3) . . ?
C13 C10 C11 110.4(3) . . ?
N1 C10 C12 107.7(3) . . ?
C13 C10 C12 109.6(3) . . ?
C11 C10 C12 110.7(3) . . ?
N2 C20 C22 107.5(3) . . ?
N2 C20 C21 109.0(3) . . ?
C22 C20 C21 109.8(3) . . ?
N2 C20 C23 110.4(3) . . ?
C22 C20 C23 110.1(3) . . ?
C21 C20 C23 110.0(3) . . ?
N3 C30 C33 107.9(3) . . ?
N3 C30 C31 110.7(3) . . ?
C33 C30 C31 110.3(3) . . ?
N3 C30 C32 108.0(3) . . ?
C33 C30 C32 110.0(3) . . ?
C31 C30 C32 109.8(3) . . ?
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 H1P 1.36(3) . ?
P1 O1 1.468(2) . ?
P1 N3 1.646(3) . ?
P1 N1 1.651(3) . ?
P1 P2 2.5591(15) . ?
P2 N2 1.641(3) . ?
P2 N1 1.751(3) . ?
P2 N3 1.768(3) . ?
N1 C10 1.486(4) . ?
N2 H2N 0.85(3) . ?
N2 C20 1.483(5) . ?
N3 C30 1.493(4) . ?
C10 C13 1.519(5) . ?
C10 C11 1.515(5) . ?
C10 C12 1.532(5) . ?
C20 C22 1.518(5) . ?
C20 C21 1.527(5) . ?
C20 C23 1.524(5) . ?
C30 C33 1.518(5) . ?
C30 C31 1.526(5) . ?
C30 C32 1.534(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652768
