#------------------------------------------------------------------------------
#$Date: 2015-05-08 18:12:36 +0300 (Fri, 08 May 2015) $
#$Revision: 135722 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/01/7220106.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_7220106
loop_
_publ_author_name
'Gutowska, Natalia'
'Seliger, Piotr'
'Andrijewski, Grzegorz'
'Siwy, Mariola'
'Małecka, Magdalena'
'Kusz, Joachim'
_publ_section_title
;
 Single and double crown macrocyclic derivatives of cyclotriphosphazene as
 receptors of silver(i) ions
;
_journal_issue                   48
_journal_name_full               'RSC Adv.'
_journal_page_first              38435
_journal_paper_doi               10.1039/C5RA02469B
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety         'C26 H52 N5 O10 P3'
_chemical_formula_sum            'C26 H52 N5 O10 P3'
_chemical_formula_weight         687.63
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2014-07-29 deposited with the CCDC.
2015-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.4915(2)
_cell_length_b                   13.3518(2)
_cell_length_c                   9.97050(10)
_cell_measurement_reflns_used    14536
_cell_measurement_temperature    106(8)
_cell_measurement_theta_max      38.4190
_cell_measurement_theta_min      3.0160
_cell_volume                     1662.92(4)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'PLATON (Spek, 2006)'
_computing_publication_material  'PLATON (Spek, 2006)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      106(8)
_diffrn_detector_area_resol_mean 10.4498
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_laue_measured_fraction_full 0.999
_diffrn_reflns_laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27358
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         38.509
_diffrn_reflns_theta_min         2.233
_exptl_absorpt_coefficient_mu    0.239
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_description       polyhedron
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details
;
 Flack x determined using 3501 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.460(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         8948
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0273
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0378P)²+0.1740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0758
_reflns_Friedel_coverage         0.779
_reflns_friedel_fraction_full    1.000
_reflns_friedel_fraction_max     0.934
_reflns_number_gt                8348
_reflns_number_total             8948
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5ra02469b2.cif
_cod_data_source_block           shelxl
_cod_database_code               7220106
_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.
;
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
P1 P 0.0000 0.0000 0.03945(4) 0.01192(6) Uani 1 2 d S T P
P2 P 0.09017(2) 0.06222(2) 0.28243(3) 0.01220(5) Uani 1 1 d . . .
O5 O -0.05703(7) 0.07035(6) -0.06672(8) 0.01665(14) Uani 1 1 d . . .
O4 O 0.08323(7) 0.20866(6) -0.21874(9) 0.01845(14) Uani 1 1 d . . .
O3 O 0.28824(8) 0.06182(7) -0.24055(9) 0.02203(16) Uani 1 1 d . . .
O1 O 0.20620(6) 0.02583(6) 0.32703(8) 0.01605(13) Uani 1 1 d . . .
O2 O 0.35746(7) 0.05428(7) 0.10830(9) 0.01976(15) Uani 1 1 d . . .
N1 N 0.08540(7) 0.06191(7) 0.12211(8) 0.01446(13) Uani 1 1 d . . .
N2 N 0.0000 0.0000 0.35833(12) 0.01455(19) Uani 1 2 d S T P
N3 N 0.09395(8) 0.17733(6) 0.34436(9) 0.01449(14) Uani 1 1 d . . .
C5 C 0.17271(9) 0.24457(8) 0.27962(13) 0.01853(18) Uani 1 1 d . . .
H5A H 0.1453 0.2667 0.1935 0.022 Uiso 1 1 calc R U .
H5B H 0.2390 0.2086 0.2642 0.022 Uiso 1 1 calc R U .
C13 C -0.06149(9) 0.17776(8) -0.05995(11) 0.01755(17) Uani 1 1 d . . .
H13A H -0.0141 0.2017 0.0102 0.021 Uiso 1 1 calc R U .
H13B H -0.1338 0.1990 -0.0386 0.021 Uiso 1 1 calc R U .
C12 C -0.02800(9) 0.22126(8) -0.19286(12) 0.01796(18) Uani 1 1 d . . .
H12A H -0.0686 0.1893 -0.2638 0.022 Uiso 1 1 calc R U .
H12B H -0.0450 0.2921 -0.1941 0.022 Uiso 1 1 calc R U .
C11 C 0.10748(9) 0.12271(8) -0.29964(12) 0.01785(17) Uani 1 1 d . . .
H11A H 0.0669 0.1255 -0.3825 0.021 Uiso 1 1 calc R U .
H11B H 0.0875 0.0621 -0.2522 0.021 Uiso 1 1 calc R U .
C10 C 0.22645(10) 0.12089(9) -0.33074(12) 0.02053(19) Uani 1 1 d . . .
H10A H 0.2364 0.0953 -0.4209 0.025 Uiso 1 1 calc R U .
H10B H 0.2534 0.1890 -0.3290 0.025 Uiso 1 1 calc R U .
C6 C 0.25792(9) -0.05616(8) 0.25998(12) 0.01772(17) Uani 1 1 d . . .
H6A H 0.2140 -0.0791 0.1859 0.021 Uiso 1 1 calc R U .
H6B H 0.2676 -0.1115 0.3218 0.021 Uiso 1 1 calc R U .
C7 C 0.36549(9) -0.02116(9) 0.20837(13) 0.02038(19) Uani 1 1 d . . .
H7A H 0.4071 0.0046 0.2829 0.024 Uiso 1 1 calc R U .
H7B H 0.4037 -0.0781 0.1715 0.024 Uiso 1 1 calc R U .
C8 C 0.33381(10) 0.01514(9) -0.02118(12) 0.01998(19) Uani 1 1 d . . .
H8A H 0.2777 -0.0349 -0.0149 0.024 Uiso 1 1 calc R U .
H8B H 0.3970 -0.0161 -0.0592 0.024 Uiso 1 1 calc R U .
C9 C 0.29759(10) 0.10098(9) -0.10884(12) 0.01992(19) Uani 1 1 d . . .
H9A H 0.2292 0.1267 -0.0782 0.024 Uiso 1 1 calc R U .
H9B H 0.3496 0.1549 -0.1066 0.024 Uiso 1 1 calc R U .
C4 C 0.19412(10) 0.33518(9) 0.36870(14) 0.0212(2) Uani 1 1 d . . .
H4A H 0.2274 0.3134 0.4516 0.025 Uiso 1 1 calc R U .
H4B H 0.2432 0.3803 0.3236 0.025 Uiso 1 1 calc R U .
C3 C 0.09032(11) 0.39032(8) 0.40017(13) 0.02084(19) Uani 1 1 d . . .
H3A H 0.0615 0.4192 0.3185 0.025 Uiso 1 1 calc R U .
H3B H 0.1046 0.4444 0.4625 0.025 Uiso 1 1 calc R U .
C2 C 0.00836(10) 0.31850(8) 0.46132(12) 0.01910(18) Uani 1 1 d . . .
H2A H 0.0333 0.2964 0.5486 0.023 Uiso 1 1 calc R U .
H2B H -0.0591 0.3532 0.4737 0.023 Uiso 1 1 calc R U .
C1 C -0.00871(9) 0.22754(8) 0.37073(11) 0.01732(17) Uani 1 1 d . . .
H1A H -0.0575 0.1810 0.4137 0.021 Uiso 1 1 calc R U .
H1B H -0.0405 0.2488 0.2866 0.021 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'
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
N1 P1 N1 117.18(7) . 2
N1 P1 O5 110.78(5) . 2
N1 P1 O5 109.98(4) 2 2
N1 P1 O5 109.98(4) . .
N1 P1 O5 110.78(5) 2 .
O5 P1 O5 96.15(6) 2 .
N2 P2 O1 110.63(4) . .
N2 P2 N1 116.58(5) . .
O1 P2 N1 108.20(5) . .
N2 P2 N3 109.10(4) . .
O1 P2 N3 98.81(5) . .
N1 P2 N3 112.08(5) . .
C13 O5 P1 125.29(7) . .
C12 O4 C11 113.73(9) . .
C9 O3 C10 115.17(9) . .
C6 O1 P2 120.80(7) . .
C7 O2 C8 113.02(9) . .
P1 N1 P2 123.19(6) . .
P2 N2 P2 123.20(8) . 2
C1 N3 C5 112.40(8) . .
C1 N3 P2 117.69(7) . .
C5 N3 P2 114.78(7) . .
N3 C5 C4 110.12(9) . .
N3 C5 H5A 109.6 . .
C4 C5 H5A 109.6 . .
N3 C5 H5B 109.6 . .
C4 C5 H5B 109.6 . .
H5A C5 H5B 108.2 . .
O5 C13 C12 109.44(9) . .
O5 C13 H13A 109.8 . .
C12 C13 H13A 109.8 . .
O5 C13 H13B 109.8 . .
C12 C13 H13B 109.8 . .
H13A C13 H13B 108.2 . .
O4 C12 C13 112.64(9) . .
O4 C12 H12A 109.1 . .
C13 C12 H12A 109.1 . .
O4 C12 H12B 109.1 . .
C13 C12 H12B 109.1 . .
H12A C12 H12B 107.8 . .
O4 C11 C10 109.52(9) . .
O4 C11 H11A 109.8 . .
C10 C11 H11A 109.8 . .
O4 C11 H11B 109.8 . .
C10 C11 H11B 109.8 . .
H11A C11 H11B 108.2 . .
O3 C10 C11 114.25(10) . .
O3 C10 H10A 108.7 . .
C11 C10 H10A 108.7 . .
O3 C10 H10B 108.7 . .
C11 C10 H10B 108.7 . .
H10A C10 H10B 107.6 . .
O1 C6 C7 108.81(9) . .
O1 C6 H6A 109.9 . .
C7 C6 H6A 109.9 . .
O1 C6 H6B 109.9 . .
C7 C6 H6B 109.9 . .
H6A C6 H6B 108.3 . .
O2 C7 C6 113.26(9) . .
O2 C7 H7A 108.9 . .
C6 C7 H7A 108.9 . .
O2 C7 H7B 108.9 . .
C6 C7 H7B 108.9 . .
H7A C7 H7B 107.7 . .
O2 C8 C9 107.95(9) . .
O2 C8 H8A 110.1 . .
C9 C8 H8A 110.1 . .
O2 C8 H8B 110.1 . .
C9 C8 H8B 110.1 . .
H8A C8 H8B 108.4 . .
O3 C9 C8 106.30(9) . .
O3 C9 H9A 110.5 . .
C8 C9 H9A 110.5 . .
O3 C9 H9B 110.5 . .
C8 C9 H9B 110.5 . .
H9A C9 H9B 108.7 . .
C3 C4 C5 110.74(10) . .
C3 C4 H4A 109.5 . .
C5 C4 H4A 109.5 . .
C3 C4 H4B 109.5 . .
C5 C4 H4B 109.5 . .
H4A C4 H4B 108.1 . .
C4 C3 C2 110.41(9) . .
C4 C3 H3A 109.6 . .
C2 C3 H3A 109.6 . .
C4 C3 H3B 109.6 . .
C2 C3 H3B 109.6 . .
H3A C3 H3B 108.1 . .
C1 C2 C3 110.85(10) . .
C1 C2 H2A 109.5 . .
C3 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
C3 C2 H2B 109.5 . .
H2A C2 H2B 108.1 . .
N3 C1 C2 110.26(9) . .
N3 C1 H1A 109.6 . .
C2 C1 H1A 109.6 . .
N3 C1 H1B 109.6 . .
C2 C1 H1B 109.6 . .
H1A C1 H1B 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 N1 1.5813(9) .
P1 N1 1.5813(9) 2
P1 O5 1.5844(8) 2
P1 O5 1.5844(8) .
P2 N2 1.5911(6) .
P2 O1 1.5920(8) .
P2 N1 1.5996(9) .
P2 N3 1.6569(9) .
O5 C13 1.4368(14) .
O4 C12 1.4233(14) .
O4 C11 1.4351(14) .
O3 C9 1.4183(14) .
O3 C10 1.4236(15) .
O1 C6 1.4362(14) .
O2 C7 1.4213(15) .
O2 C8 1.4238(15) .
N2 P2 1.5911(6) 2
N3 C1 1.4707(15) .
N3 C5 1.4801(14) .
C5 C4 1.5244(16) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C13 C12 1.5061(16) .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C11 C10 1.5182(16) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C6 C7 1.5129(16) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.5107(17) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C4 C3 1.5237(18) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C3 C2 1.5295(16) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C2 C1 1.5284(16) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
