#------------------------------------------------------------------------------
#$Date: 2017-06-14 05:35:50 +0300 (Wed, 14 Jun 2017) $
#$Revision: 197795 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/33/7043321.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_7043321
loop_
_publ_author_name
'Uslu, Aylin'
'Tümay, Süreyya Oğuz'
'Şenocak, Ahmet'
'Yuksel, Fatma'
'Özcan, Elif'
'Yeşilot, Serkan'
_publ_section_title
;
 Imidazole/Benzimidazole-Modified Cyclotriphosphazenes as Highly Selective
 Fluorescent Probes for Cu2+: Synthesis, Configurational Isomers, and
 Crystal Structures
;
_journal_name_full               'Dalton Trans.'
_journal_paper_doi               10.1039/C7DT01134B
_journal_year                    2017
_chemical_formula_sum            'C30 H26 N7 O2 P3'
_chemical_formula_weight         609.49
_chemical_name_common            phosphazene
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2017-01-06 deposited with the CCDC.
2017-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.110(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.243(3)
_cell_length_b                   8.429(2)
_cell_length_c                   23.943(6)
_cell_measurement_reflns_used    115
_cell_measurement_temperature    173.(2)
_cell_measurement_theta_max      18.4499
_cell_measurement_theta_min      2.7904
_cell_volume                     2955.5(12)
_computing_cell_refinement       'APEX2 v2014.5-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1535
_diffrn_reflns_av_unetI/netI     0.1492
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21325
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.92
_diffrn_source                   ImuS
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.31
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.516
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.077
_refine_diff_density_max         0.618
_refine_diff_density_min         -0.330
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5146
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1339
_refine_ls_R_factor_gt           0.0710
_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)+(0.0720P)²+1.3637P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1586
_refine_ls_wR_factor_ref         0.1867
_reflns_number_gt                2902
_reflns_number_total             5146
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt01134b2.cif
_cod_data_source_block           I
_cod_database_code               7043321
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
P P1 0.35229(7) 0.63816(14) 0.32949(5) 0.0260(3) Uani d . . 1
P P2 0.17307(7) 0.63133(15) 0.33463(6) 0.0316(4) Uani d . . 1
P P3 0.26378(7) 0.91248(15) 0.34879(5) 0.0282(3) Uani d . . 1
N N1 0.2604(2) 0.5441(4) 0.32845(16) 0.0280(9) Uani d . . 1
N N2 0.1706(2) 0.8191(4) 0.33397(17) 0.0305(10) Uani d . . 1
N N3 0.3494(2) 0.8268(4) 0.33968(16) 0.0263(9) Uani d . . 1
N N4 0.1523(2) 0.5707(5) 0.39749(18) 0.0374(10) Uani d . . 1
N N5 0.1650(3) 0.4387(6) 0.4803(2) 0.0583(13) Uani d . . 1
N N6 0.2899(2) 0.9735(4) 0.41878(17) 0.0318(10) Uani d . . 1
N N7 0.3748(3) 1.0274(5) 0.50916(19) 0.0444(11) Uani d . . 1
O O1 0.0835(2) 0.5621(4) 0.29124(15) 0.0422(9) Uani d . . 1
O O2 0.24886(19) 1.0796(4) 0.31759(14) 0.0338(8) Uani d . . 1
C C1 0.4439(3) 0.5518(5) 0.3849(2) 0.0265(11) Uani d . . 1
C C2 0.4375(3) 0.3959(6) 0.4017(2) 0.0364(13) Uani d . . 1
H H2 0.3829 0.3377 0.3858 0.044 Uiso calc U R 1
C C3 0.5104(3) 0.3249(6) 0.4415(2) 0.0406(13) Uani d . . 1
H H3 0.5063 0.2176 0.4526 0.049 Uiso calc U R 1
C C4 0.5888(3) 0.4103(6) 0.4650(2) 0.0379(13) Uani d . . 1
H H4 0.6387 0.3621 0.4927 0.045 Uiso calc U R 1
C C5 0.5953(3) 0.5654(6) 0.4485(2) 0.0384(13) Uani d . . 1
H H5 0.6497 0.624 0.4644 0.046 Uiso calc U R 1
C C6 0.5230(3) 0.6346(6) 0.4091(2) 0.0323(12) Uani d . . 1
H H6 0.5275 0.7421 0.3983 0.039 Uiso calc U R 1
C C7 0.3795(3) 0.6088(5) 0.2622(2) 0.0294(11) Uani d . . 1
C C8 0.4508(3) 0.5116(6) 0.2573(2) 0.0352(12) Uani d . . 1
H H8 0.4868 0.4569 0.2905 0.042 Uiso calc U R 1
C C9 0.4690(3) 0.4949(6) 0.2048(2) 0.0421(14) Uani d . . 1
H H9 0.5188 0.4303 0.2022 0.051 Uiso calc U R 1
C C10 0.4173(4) 0.5687(7) 0.1563(3) 0.0510(15) Uani d . . 1
H H10 0.4299 0.5542 0.12 0.061 Uiso calc U R 1
C C11 0.3461(4) 0.6650(7) 0.1606(2) 0.0543(16) Uani d . . 1
H H11 0.3096 0.7169 0.1269 0.065 Uiso calc U R 1
C C12 0.3279(4) 0.6863(6) 0.2125(2) 0.0447(14) Uani d . . 1
H H12 0.2795 0.7546 0.2149 0.054 Uiso calc U R 1
C C13 0.0708(3) 0.5792(6) 0.2307(2) 0.0367(13) Uani d . . 1
C C14 0.0096(3) 0.6911(6) 0.2026(3) 0.0492(15) Uani d . . 1
H H14 -0.0212 0.7574 0.2232 0.059 Uiso calc U R 1
C C15 -0.0061(4) 0.7044(8) 0.1433(3) 0.068(2) Uani d . . 1
H H15 -0.048 0.7822 0.1229 0.082 Uiso calc U R 1
C C16 0.0376(4) 0.6075(9) 0.1121(3) 0.0682(19) Uani d . . 1
H H16 0.0273 0.619 0.0713 0.082 Uiso calc U R 1
C C17 0.0965(4) 0.4944(8) 0.1431(3) 0.0643(18) Uani d . . 1
H H17 0.1264 0.4252 0.123 0.077 Uiso calc U R 1
C C18 0.1132(4) 0.4784(6) 0.2026(3) 0.0466(14) Uani d . . 1
H H18 0.1534 0.3988 0.2232 0.056 Uiso calc U R 1
C C19 0.1932(3) 0.4510(7) 0.4338(2) 0.0471(15) Uani d . . 1
H H19 0.238 0.383 0.426 0.057 Uiso calc U R 1
C C20 0.1027(4) 0.5585(8) 0.4742(3) 0.0638(18) Uani d . . 1
H H20 0.0704 0.5817 0.5019 0.077 Uiso calc U R 1
C C21 0.0923(4) 0.6405(7) 0.4241(3) 0.0576(16) Uani d . . 1
H H21 0.0524 0.7272 0.4102 0.069 Uiso calc U R 1
C C22 0.2387(3) 1.0871(5) 0.2575(2) 0.0325(12) Uani d . . 1
C C23 0.3087(3) 1.1527(6) 0.2400(2) 0.0409(13) Uani d . . 1
H H23 0.3619 1.1907 0.2677 0.049 Uiso calc U R 1
C C24 0.3005(4) 1.1624(7) 0.1815(3) 0.0555(16) Uani d . . 1
H H24 0.3485 1.208 0.1686 0.067 Uiso calc U R 1
C C25 0.2238(4) 1.1072(7) 0.1413(3) 0.0580(16) Uani d . . 1
H H25 0.2193 1.113 0.101 0.07 Uiso calc U R 1
C C26 0.1541(4) 1.0441(7) 0.1596(3) 0.0526(16) Uani d . . 1
H H26 0.1007 1.0065 0.1319 0.063 Uiso calc U R 1
C C27 0.1608(3) 1.0347(6) 0.2181(2) 0.0419(14) Uani d . . 1
H H27 0.112 0.9924 0.231 0.05 Uiso calc U R 1
C C28 0.3756(3) 0.9780(6) 0.4576(2) 0.0409(13) Uani d . . 1
H H28 0.4297 0.9483 0.4479 0.049 Uiso calc U R 1
C C29 0.2855(4) 1.0564(6) 0.5038(2) 0.0475(14) Uani d . . 1
H H29 0.2628 1.0937 0.5346 0.057 Uiso calc U R 1
C C30 0.2334(4) 1.0264(6) 0.4505(2) 0.0438(14) Uani d . . 1
H H30 0.169 1.0392 0.4368 0.053 Uiso calc U R 1
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
N1 P1 N3 115.44(18)
N1 P1 C7 109.7(2)
N3 P1 C7 107.2(2)
N1 P1 C1 108.0(2)
N3 P1 C1 109.7(2)
C7 P1 C1 106.4(2)
N1 P2 O1 111.5(2)
N1 P2 N2 119.20(19)
O1 P2 N2 110.41(19)
N1 P2 N4 108.4(2)
O1 P2 N4 97.59(19)
N2 P2 N4 107.4(2)
N3 P3 N2 118.3(2)
N3 P3 O2 111.27(18)
N2 P3 O2 109.63(18)
N3 P3 N6 107.66(19)
N2 P3 N6 108.9(2)
O2 P3 N6 99.25(18)
P2 N1 P1 122.0(2)
P3 N2 P2 118.6(2)
P3 N3 P1 122.5(2)
C19 N4 C21 105.3(4)
C19 N4 P2 128.5(4)
C21 N4 P2 126.1(4)
C19 N5 C20 103.5(5)
C30 N6 C28 104.0(4)
C30 N6 P3 129.5(3)
C28 N6 P3 126.6(3)
C28 N7 C29 104.0(4)
C13 O1 P2 118.9(3)
C22 O2 P3 119.0(3)
C6 C1 C2 118.9(4)
C6 C1 P1 121.3(4)
C2 C1 P1 119.8(3)
C3 C2 C1 120.2(5)
C3 C2 H2 119.9
C1 C2 H2 119.9
C4 C3 C2 119.7(5)
C4 C3 H3 120.1
C2 C3 H3 120.1
C3 C4 C5 120.2(4)
C3 C4 H4 119.9
C5 C4 H4 119.9
C6 C5 C4 119.6(4)
C6 C5 H5 120.2
C4 C5 H5 120.2
C5 C6 C1 121.3(5)
C5 C6 H6 119.3
C1 C6 H6 119.3
C8 C7 C12 118.3(5)
C8 C7 P1 122.6(4)
C12 C7 P1 119.1(4)
C9 C8 C7 120.1(5)
C9 C8 H8 120.0
C7 C8 H8 120.0
C10 C9 C8 121.3(5)
C10 C9 H9 119.3
C8 C9 H9 119.3
C9 C10 C11 119.1(5)
C9 C10 H10 120.5
C11 C10 H10 120.5
C12 C11 C10 120.7(5)
C12 C11 H11 119.7
C10 C11 H11 119.7
C11 C12 C7 120.6(5)
C11 C12 H12 119.7
C7 C12 H12 119.7
C18 C13 C14 122.9(5)
C18 C13 O1 119.8(5)
C14 C13 O1 117.1(5)
C13 C14 C15 117.6(6)
C13 C14 H14 121.2
C15 C14 H14 121.2
C14 C15 C16 122.2(6)
C14 C15 H15 118.9
C16 C15 H15 118.9
C17 C16 C15 117.0(6)
C17 C16 H16 121.5
C15 C16 H16 121.5
C16 C17 C18 122.0(6)
C16 C17 H17 119.0
C18 C17 H17 119.0
C13 C18 C17 118.3(5)
C13 C18 H18 120.8
C17 C18 H18 120.8
N5 C19 N4 113.7(5)
N5 C19 H19 123.1
N4 C19 H19 123.1
C21 C20 N5 112.3(6)
C21 C20 H20 123.9
N5 C20 H20 123.9
C20 C21 N4 105.1(5)
C20 C21 H21 127.4
N4 C21 H21 127.4
C23 C22 C27 121.5(5)
C23 C22 O2 117.3(4)
C27 C22 O2 121.3(4)
C22 C23 C24 118.6(5)
C22 C23 H23 120.7
C24 C23 H23 120.7
C25 C24 C23 120.9(5)
C25 C24 H24 119.6
C23 C24 H24 119.6
C26 C25 C24 119.7(5)
C26 C25 H25 120.2
C24 C25 H25 120.2
C25 C26 C27 120.2(5)
C25 C26 H26 119.9
C27 C26 H26 119.9
C22 C27 C26 119.2(5)
C22 C27 H27 120.4
C26 C27 H27 120.4
N7 C28 N6 113.0(5)
N7 C28 H28 123.5
N6 C28 H28 123.5
C30 C29 N7 111.9(5)
C30 C29 H29 124.0
N7 C29 H29 124.0
C29 C30 N6 107.1(5)
C29 C30 H30 126.4
N6 C30 H30 126.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 N1 1.603(3)
P1 N3 1.611(4)
P1 C7 1.789(5)
P1 C1 1.792(5)
P2 N1 1.563(4)
P2 O1 1.580(3)
P2 N2 1.583(4)
P2 N4 1.700(4)
P3 N3 1.559(3)
P3 N2 1.576(3)
P3 O2 1.581(3)
P3 N6 1.691(4)
N4 C19 1.365(6)
N4 C21 1.382(7)
N5 C19 1.302(7)
N5 C20 1.366(7)
N6 C30 1.371(6)
N6 C28 1.378(6)
N7 C28 1.306(6)
N7 C29 1.354(6)
O1 C13 1.416(6)
O2 C22 1.406(6)
C1 C6 1.374(6)
C1 C2 1.386(6)
C2 C3 1.383(6)
C2 H2 0.95
C3 C4 1.374(7)
C3 H3 0.95
C4 C5 1.377(7)
C4 H4 0.95
C5 C6 1.366(6)
C5 H5 0.95
C6 H6 0.95
C7 C8 1.391(6)
C7 C12 1.393(6)
C8 C9 1.367(7)
C8 H8 0.95
C9 C10 1.361(7)
C9 H9 0.95
C10 C11 1.381(7)
C10 H10 0.95
C11 C12 1.359(7)
C11 H11 0.95
C12 H12 0.95
C13 C18 1.354(7)
C13 C14 1.366(7)
C14 C15 1.378(9)
C14 H14 0.95
C15 C16 1.395(9)
C15 H15 0.95
C16 C17 1.376(8)
C16 H16 0.95
C17 C18 1.382(8)
C17 H17 0.95
C18 H18 0.95
C19 H19 0.95
C20 C21 1.355(8)
C20 H20 0.95
C21 H21 0.95
C22 C23 1.367(6)
C22 C27 1.367(6)
C23 C24 1.373(7)
C23 H23 0.95
C24 C25 1.372(8)
C24 H24 0.95
C25 C26 1.365(7)
C25 H25 0.95
C26 C27 1.378(7)
C26 H26 0.95
C27 H27 0.95
C28 H28 0.95
C29 C30 1.328(7)
C29 H29 0.95
C30 H30 0.95
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
O1 P2 N1 P1 138.4(3)
N2 P2 N1 P1 7.8(4)
N4 P2 N1 P1 -115.3(3)
N3 P1 N1 P2 2.2(4)
C7 P1 N1 P2 -119.1(3)
C1 P1 N1 P2 125.4(3)
N3 P3 N2 P2 23.6(4)
O2 P3 N2 P2 152.7(2)
N6 P3 N2 P2 -99.7(3)
N1 P2 N2 P3 -20.9(4)
O1 P2 N2 P3 -151.9(2)
N4 P2 N2 P3 102.8(3)
N2 P3 N3 P1 -13.7(4)
O2 P3 N3 P1 -142.0(2)
N6 P3 N3 P1 110.3(3)
N1 P1 N3 P3 0.8(4)
C7 P1 N3 P3 123.4(3)
C1 P1 N3 P3 -121.5(3)
N1 P2 N4 C19 -9.1(5)
O1 P2 N4 C19 106.7(4)
N2 P2 N4 C19 -139.1(4)
N1 P2 N4 C21 167.1(4)
O1 P2 N4 C21 -77.1(4)
N2 P2 N4 C21 37.1(5)
N3 P3 N6 C30 -166.2(4)
N2 P3 N6 C30 -36.7(5)
O2 P3 N6 C30 77.8(4)
N3 P3 N6 C28 12.6(4)
N2 P3 N6 C28 142.0(4)
O2 P3 N6 C28 -103.4(4)
N1 P2 O1 C13 -64.7(4)
N2 P2 O1 C13 70.3(4)
N4 P2 O1 C13 -177.9(3)
N3 P3 O2 C22 57.4(3)
N2 P3 O2 C22 -75.4(3)
N6 P3 O2 C22 170.5(3)
N1 P1 C1 C6 -158.6(4)
N3 P1 C1 C6 -32.0(4)
C7 P1 C1 C6 83.7(4)
N1 P1 C1 C2 24.8(4)
N3 P1 C1 C2 151.4(4)
C7 P1 C1 C2 -93.0(4)
C6 C1 C2 C3 -1.1(7)
P1 C1 C2 C3 175.6(4)
C1 C2 C3 C4 0.9(7)
C2 C3 C4 C5 -0.7(8)
C3 C4 C5 C6 0.7(7)
C4 C5 C6 C1 -0.9(7)
C2 C1 C6 C5 1.1(7)
P1 C1 C6 C5 -175.6(4)
N1 P1 C7 C8 -106.5(4)
N3 P1 C7 C8 127.4(4)
C1 P1 C7 C8 10.1(4)
N1 P1 C7 C12 73.8(4)
N3 P1 C7 C12 -52.3(4)
C1 P1 C7 C12 -169.6(4)
C12 C7 C8 C9 0.4(7)
P1 C7 C8 C9 -179.3(4)
C7 C8 C9 C10 -1.6(8)
C8 C9 C10 C11 1.3(8)
C9 C10 C11 C12 0.1(9)
C10 C11 C12 C7 -1.3(9)
C8 C7 C12 C11 1.0(8)
P1 C7 C12 C11 -179.2(4)
P2 O1 C13 C18 80.5(5)
P2 O1 C13 C14 -104.6(4)
C18 C13 C14 C15 -2.7(8)
O1 C13 C14 C15 -177.5(5)
C13 C14 C15 C16 0.6(9)
C14 C15 C16 C17 1.2(9)
C15 C16 C17 C18 -1.1(9)
C14 C13 C18 C17 2.8(8)
O1 C13 C18 C17 177.4(5)
C16 C17 C18 C13 -0.8(9)
C20 N5 C19 N4 -0.7(6)
C21 N4 C19 N5 0.0(6)
P2 N4 C19 N5 176.9(4)
C19 N5 C20 C21 1.1(7)
N5 C20 C21 N4 -1.1(7)
C19 N4 C21 C20 0.6(6)
P2 N4 C21 C20 -176.3(4)
P3 O2 C22 C23 -109.6(4)
P3 O2 C22 C27 72.1(5)
C27 C22 C23 C24 -1.3(8)
O2 C22 C23 C24 -179.6(4)
C22 C23 C24 C25 -0.2(8)
C23 C24 C25 C26 1.1(9)
C24 C25 C26 C27 -0.4(9)
C23 C22 C27 C26 1.9(8)
O2 C22 C27 C26 -179.8(4)
C25 C26 C27 C22 -1.0(8)
C29 N7 C28 N6 -0.1(6)
C30 N6 C28 N7 0.4(6)
P3 N6 C28 N7 -178.6(4)
C28 N7 C29 C30 -0.4(6)
N7 C29 C30 N6 0.7(6)
C28 N6 C30 C29 -0.6(6)
P3 N6 C30 C29 178.3(4)
