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#$Date: 2025-08-22 00:13:44 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301852 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/00/7060050.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_7060050
loop_
_publ_author_name
'Kızılkaya, Perihan'
'Şenkuytu, Elif'
'Davarcı, Derya'
'Pala, Uğur'
'Ölçer, Zehra'
'Yenilmez Çiftçi, Gönül'
_publ_section_title
;
 Novel paraben derivatives of tetracyclic spermine cyclotriphosphazenes:
 synthesis, characterization and biosensor based DNA interaction analysis
;
_journal_issue                   43
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18942
_journal_page_last               18953
_journal_paper_doi               10.1039/D0NJ03908J
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C26 H36 N7 O6 P3'
_chemical_formula_sum            'C26 H36 N7 O6 P3'
_chemical_formula_weight         635.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2020-06-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-06-15 deposited with the CCDC.	2020-10-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.765(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.694(2)
_cell_length_b                   22.071(4)
_cell_length_c                   11.771(3)
_cell_measurement_reflns_used    1530
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      18.72
_cell_measurement_theta_min      2.40
_cell_volume                     3034.5(11)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multilayer QUAZAR mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.1941
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5324
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.055
_diffrn_reflns_theta_max         25.055
_diffrn_reflns_theta_min         1.973
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.248
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_description       rod
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.051
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         5324
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.2374
_refine_ls_R_factor_gt           0.0955
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1382P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2204
_refine_ls_wR_factor_ref         0.2930
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2139
_reflns_number_total             5324
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj03908j2.cif
_cod_data_source_block           18gtu350_es_525_z_6a_0ma_pl_tw
_cod_depositor_comments
'Adding full bibliography for 7060050--7060052.cif.'
_cod_database_code               7060050
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.624(7)
 0.376(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H21A,H21B,H5} of C21, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  {H16A,H16B,H16C} of C16, {H8A,H8B,H8C} of C8
3.a Riding coordinates:
 N6(H6)
3.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C17(H17A,H17B), C26(H26A,H26B), C23(H23A,H23B), C25(H25A,
 H25B), C22(H22A,H22B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B),
 C21(H21A,H21B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C14(H14), C13(H13), C5(H5A), C10(H10), C6(H6A), C11(H11)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.53644(16) 0.47202(9) 0.24699(17) 0.0449(6) Uani 1 1 d . . . . .
P2 P 0.64153(19) 0.56000(9) 0.38159(16) 0.0488(6) Uani 1 1 d . . . . .
P3 P 0.6627(2) 0.56082(10) 0.14550(17) 0.0556(7) Uani 1 1 d . . . . .
O2 O 0.5419(4) 0.4002(2) 0.2480(4) 0.0512(13) Uani 1 1 d . . . . .
O1 O 0.4007(4) 0.4716(2) 0.2294(4) 0.0542(14) Uani 1 1 d . . . . .
N1 N 0.5749(5) 0.4963(3) 0.3682(4) 0.0449(16) Uani 1 1 d . . . . .
O3 O 0.0678(5) 0.6870(3) 0.3151(6) 0.0801(18) Uani 1 1 d . . . . .
N2 N 0.6644(5) 0.5928(3) 0.2661(5) 0.0490(16) Uani 1 1 d . . . . .
N3 N 0.5939(6) 0.4975(3) 0.1412(5) 0.0542(17) Uani 1 1 d . . . . .
O5 O 0.9929(6) 0.2514(3) 0.1982(7) 0.096(2) Uani 1 1 d . . . . .
O4 O 0.0853(6) 0.7004(3) 0.1289(6) 0.096(2) Uani 1 1 d . . . . .
N7 N 0.7907(6) 0.5468(3) 0.0975(6) 0.0602(19) Uani 1 1 d . . . . .
C1 C 0.3347(6) 0.5250(3) 0.2291(7) 0.0463(19) Uani 1 1 d . . . . .
C3 C 0.2219(6) 0.5946(3) 0.3255(6) 0.048(2) Uani 1 1 d . . . . .
H3 H 0.192749 0.608998 0.392497 0.058 Uiso 1 1 calc R . . . .
C4 C 0.1919(6) 0.6220(3) 0.2237(7) 0.0448(19) Uani 1 1 d . . . . .
N4 N 0.7624(6) 0.5479(3) 0.4579(5) 0.0579(19) Uani 1 1 d . . . . .
N5 N 0.5639(7) 0.6021(3) 0.4634(6) 0.065(2) Uani 1 1 d . . . . .
C2 C 0.2954(7) 0.5457(3) 0.3283(7) 0.050(2) Uani 1 1 d . . . . .
H2 H 0.317421 0.527256 0.396926 0.060 Uiso 1 1 calc R . . . .
C7 C 0.1105(8) 0.6744(4) 0.2151(8) 0.061(2) Uani 1 1 d . . . . .
C9 C 0.6479(7) 0.3709(3) 0.2592(8) 0.053(2) Uani 1 1 d . . . . .
C14 C 0.6957(7) 0.3490(3) 0.1632(7) 0.056(2) Uani 1 1 d . . . . .
H14 H 0.660269 0.356161 0.092087 0.067 Uiso 1 1 calc R . . . .
C13 C 0.7959(7) 0.3164(3) 0.1723(7) 0.059(2) Uani 1 1 d . . . . .
H13 H 0.829579 0.302294 0.107329 0.071 Uiso 1 1 calc R . . . .
C12 C 0.8461(7) 0.3049(3) 0.2783(8) 0.061(2) Uani 1 1 d . . . . .
O6 O 0.9989(7) 0.2559(4) 0.3837(7) 0.133(3) Uani 1 1 d . . . . .
C5 C 0.2333(7) 0.6010(4) 0.1242(7) 0.059(2) Uani 1 1 d . . . . .
H5A H 0.211612 0.619700 0.055683 0.070 Uiso 1 1 calc R . . . .
N6 N 0.6095(8) 0.6067(4) 0.0499(6) 0.093(3) Uani 1 1 d . . . . .
H6 H 0.553727 0.626499 0.077175 0.111 Uiso 1 1 d R . . . .
C10 C 0.6976(9) 0.3588(4) 0.3658(8) 0.070(3) Uani 1 1 d . . . . .
H10 H 0.665069 0.373834 0.430617 0.084 Uiso 1 1 calc R . . . .
C6 C 0.3071(7) 0.5520(4) 0.1251(7) 0.058(2) Uani 1 1 d . . . . .
H6A H 0.337022 0.537638 0.058381 0.070 Uiso 1 1 calc R . . . .
C11 C 0.7953(9) 0.3244(4) 0.3753(8) 0.071(3) Uani 1 1 d . . . . .
H11 H 0.827204 0.314281 0.446698 0.085 Uiso 1 1 calc R . . . .
C15 C 0.9556(9) 0.2696(5) 0.2932(12) 0.080(3) Uani 1 1 d . . . . .
C24 C 0.9594(7) 0.5055(5) 0.2227(8) 0.077(3) Uani 1 1 d . . . . .
H24A H 0.988947 0.466912 0.250324 0.093 Uiso 1 1 calc R . . . .
H24B H 1.020239 0.526025 0.184656 0.093 Uiso 1 1 calc R . . . .
C17 C 0.8159(9) 0.5986(5) 0.5230(8) 0.081(3) Uani 1 1 d . . . . .
H17A H 0.851151 0.626191 0.470864 0.097 Uiso 1 1 calc R . . . .
H17B H 0.875536 0.582936 0.574987 0.097 Uiso 1 1 calc R . . . .
C26 C 0.8441(7) 0.5096(4) 0.4034(7) 0.070(3) Uani 1 1 d . . . . .
H26A H 0.802478 0.478888 0.359380 0.084 Uiso 1 1 calc R . . . .
H26B H 0.890740 0.489029 0.461867 0.084 Uiso 1 1 calc R . . . .
C23 C 0.8573(7) 0.4943(4) 0.1361(8) 0.074(3) Uani 1 1 d . . . . .
H23A H 0.886708 0.474704 0.069714 0.088 Uiso 1 1 calc R . . . .
H23B H 0.805576 0.465882 0.169979 0.088 Uiso 1 1 calc R . . . .
C25 C 0.9244(7) 0.5439(5) 0.3237(8) 0.076(3) Uani 1 1 d . . . . .
H25A H 0.885883 0.580185 0.295313 0.092 Uiso 1 1 calc R . . . .
H25B H 0.992813 0.556469 0.367464 0.092 Uiso 1 1 calc R . . . .
C22 C 0.8594(10) 0.5917(5) 0.0392(9) 0.096(3) Uani 1 1 d . . . . .
H22A H 0.913647 0.570856 -0.006865 0.115 Uiso 1 1 calc R . . . .
H22B H 0.902420 0.615766 0.095292 0.115 Uiso 1 1 calc R . . . .
C8 C -0.0200(9) 0.7346(5) 0.3145(10) 0.103(4) Uani 1 1 d . . . . .
H8A H -0.076593 0.726923 0.254450 0.155 Uiso 1 1 calc GR . . . .
H8B H 0.015063 0.773275 0.302562 0.155 Uiso 1 1 calc GR . . . .
H8C H -0.055849 0.734777 0.386198 0.155 Uiso 1 1 calc GR . . . .
C18 C 0.7290(11) 0.6331(5) 0.5899(8) 0.098(4) Uani 1 1 d . . . . .
H18A H 0.702931 0.607135 0.649979 0.118 Uiso 1 1 calc R . . . .
H18B H 0.766237 0.667981 0.625536 0.118 Uiso 1 1 calc R . . . .
C19 C 0.6259(10) 0.6545(4) 0.5175(9) 0.089(3) Uani 1 1 d . . . . .
H19A H 0.574468 0.676645 0.564593 0.106 Uiso 1 1 calc R . . . .
H19B H 0.650884 0.681662 0.458928 0.106 Uiso 1 1 calc R . . . .
C20 C 0.6790(14) 0.6447(6) -0.0130(14) 0.136(5) Uani 1 1 d . . . . .
H20A H 0.639259 0.650539 -0.086468 0.163 Uiso 1 1 calc R . . . .
H20B H 0.679860 0.683839 0.024648 0.163 Uiso 1 1 calc R . . . .
C16 C 1.0920(9) 0.2122(5) 0.2051(11) 0.128(5) Uani 1 1 d . . . . .
H16A H 1.112448 0.201333 0.129765 0.192 Uiso 1 1 calc GR . . . .
H16B H 1.074488 0.176278 0.246736 0.192 Uiso 1 1 calc GR . . . .
H16C H 1.154783 0.233060 0.243300 0.192 Uiso 1 1 calc GR . . . .
C21 C 0.7877(17) 0.6319(8) -0.0338(15) 0.180(8) Uani 1 1 d . . . . .
H21A H 0.827731 0.670314 -0.036784 0.216 Uiso 1 1 calc R . . . .
H21B H 0.787068 0.615002 -0.109941 0.216 Uiso 1 1 calc R . . . .
H5 H 0.510(14) 0.579(7) 0.511(13) 0.216 Uiso 1 1 d 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'
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
O2 P1 O1 92.0(3) . . ?
N1 P1 O2 109.0(3) . . ?
N1 P1 O1 111.1(3) . . ?
N3 P1 O2 110.5(3) . . ?
N3 P1 O1 111.5(3) . . ?
N3 P1 N1 119.3(3) . . ?
N1 P2 N4 107.9(3) . . ?
N1 P2 N5 105.8(3) . . ?
N2 P2 N1 114.7(3) . . ?
N2 P2 N4 111.5(3) . . ?
N2 P2 N5 111.6(3) . . ?
N5 P2 N4 104.7(4) . . ?
N2 P3 N3 113.5(3) . . ?
N2 P3 N7 114.7(3) . . ?
N2 P3 N6 109.4(4) . . ?
N3 P3 N7 106.6(3) . . ?
N3 P3 N6 110.2(4) . . ?
N6 P3 N7 101.8(4) . . ?
C9 O2 P1 119.8(4) . . ?
C1 O1 P1 122.6(4) . . ?
P1 N1 P2 120.2(3) . . ?
C7 O3 C8 115.9(7) . . ?
P2 N2 P3 125.0(4) . . ?
P1 N3 P3 121.7(4) . . ?
C15 O5 C16 116.4(9) . . ?
C23 N7 P3 121.4(5) . . ?
C23 N7 C22 112.8(7) . . ?
C22 N7 P3 123.9(6) . . ?
C2 C1 O1 119.3(7) . . ?
C2 C1 C6 122.9(7) . . ?
C6 C1 O1 117.7(7) . . ?
C4 C3 C2 119.9(7) . . ?
C3 C4 C7 122.3(8) . . ?
C5 C4 C3 120.7(7) . . ?
C5 C4 C7 117.0(7) . . ?
C17 N4 P2 119.1(6) . . ?
C26 N4 P2 114.7(5) . . ?
C26 N4 C17 113.6(7) . . ?
C19 N5 P2 114.7(6) . . ?
C1 C2 C3 118.7(7) . . ?
O3 C7 C4 111.4(7) . . ?
O4 C7 O3 124.5(9) . . ?
O4 C7 C4 124.1(9) . . ?
C14 C9 O2 118.6(8) . . ?
C14 C9 C10 120.5(8) . . ?
C10 C9 O2 120.5(8) . . ?
C9 C14 C13 120.0(8) . . ?
C14 C13 C12 119.4(8) . . ?
C13 C12 C11 120.7(8) . . ?
C13 C12 C15 121.6(9) . . ?
C11 C12 C15 117.6(9) . . ?
C4 C5 C6 120.3(7) . . ?
C20 N6 P3 121.9(8) . . ?
C11 C10 C9 119.5(8) . . ?
C5 C6 C1 117.4(7) . . ?
C10 C11 C12 119.7(8) . . ?
O5 C15 C12 112.6(10) . . ?
O6 C15 O5 123.3(10) . . ?
O6 C15 C12 123.8(11) . . ?
C25 C24 C23 111.9(7) . . ?
N4 C17 C18 111.8(8) . . ?
N4 C26 C25 114.4(7) . . ?
N7 C23 C24 117.4(8) . . ?
C24 C25 C26 113.0(8) . . ?
N7 C22 C21 111.9(10) . . ?
C19 C18 C17 113.4(8) . . ?
N5 C19 C18 110.8(8) . . ?
C21 C20 N6 123.3(12) . . ?
C20 C21 C22 122.8(13) . . ?
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 O2 1.587(5) . ?
P1 O1 1.591(5) . ?
P1 N1 1.570(6) . ?
P1 N3 1.549(6) . ?
P2 N1 1.611(6) . ?
P2 N2 1.574(6) . ?
P2 N4 1.659(7) . ?
P2 N5 1.643(7) . ?
P3 N2 1.584(6) . ?
P3 N3 1.612(7) . ?
P3 N7 1.654(7) . ?
P3 N6 1.616(7) . ?
O2 C9 1.398(9) . ?
O1 C1 1.408(8) . ?
O3 C7 1.330(10) . ?
O3 C8 1.470(10) . ?
O5 C15 1.284(12) . ?
O5 C16 1.444(11) . ?
O4 C7 1.190(9) . ?
N7 C23 1.457(10) . ?
N7 C22 1.466(11) . ?
C1 C2 1.354(10) . ?
C1 C6 1.386(10) . ?
C3 C4 1.373(10) . ?
C3 C2 1.379(10) . ?
C4 C7 1.497(11) . ?
C4 C5 1.371(10) . ?
N4 C17 1.479(10) . ?
N4 C26 1.448(10) . ?
N5 C19 1.491(11) . ?
C9 C14 1.373(10) . ?
C9 C10 1.384(11) . ?
C14 C13 1.375(11) . ?
C13 C12 1.377(11) . ?
C12 C11 1.381(11) . ?
C12 C15 1.502(13) . ?
O6 C15 1.196(11) . ?
C5 C6 1.384(11) . ?
N6 C20 1.405(14) . ?
C10 C11 1.371(12) . ?
C24 C23 1.553(11) . ?
C24 C25 1.532(12) . ?
C17 C18 1.520(14) . ?
C26 C25 1.556(11) . ?
C22 C21 1.470(17) . ?
C18 C19 1.518(15) . ?
C20 C21 1.336(18) . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.624(7)
2 0.376(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168349972
