Phosphorus–nitrogen compounds. Part 64. Comparative reactions of spiro and ansa (N/O) cyclotetraphosphazenes with bulky (4-fluorobenzyl) N/N and N/O donor type bidentate reagents: structure, stereogenic properties and cytotoxic activity studies
Elmas, Gamze; Binici, Arzu; Yakut, Mehtap; Okumuş, Aytuğ; Kılıç, Zeynel; Çoşut, Bünyemin; Hökelek, Tuncer; Çerçi, Nebahat Aytuna; Açık, Leyla; New Journal of Chemistry 46 (2022) 16096–16113; doi:10.1039/D2NJ02280J

data_7061674
_publ_section_title
;
 Phosphorus--nitrogen compounds. Part 64. Comparative reactions of spiro
 and ansa (N/O) cyclotetraphosphazenes with bulky (4-fluorobenzyl) N/N and
 N/O donor type bidentate reagents: structure, stereogenic properties and
 cytotoxic activity studies
;
_journal_issue                   33
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16096
_journal_page_last               16113
_journal_paper_doi               10.1039/D2NJ02280J
_journal_volume                  46
_journal_year                    2022
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C24 H29 Cl4 F Fe N6 O2 P4'
_chemical_formula_sum            'C24 H29 Cl4 F Fe N6 O2 P4'
_chemical_formula_weight         774.086
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_Int_Tables_number      19
_audit_creation_date             2022-06-27
_audit_creation_method
;
Olex2 1.5-dev
(compiled 2022.05.31 svn.r152b0213 for OlexSys, GUI svn.r6444)
;
_audit_update_record
;
2022-07-21 deposited with the CCDC.	2022-07-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8607(4)
_cell_length_b                   6.1943(3)
_cell_length_c                   40.5519(5)
_cell_measurement_reflns_used    7274
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.35
_cell_measurement_theta_min      2.55
_cell_volume                     3230.49(19)
_computing_cell_refinement       '<i>SAINT</i> (Bruker, 2012)'
_computing_data_collection       '<i>APEX2</i> (Bruker, 2012)'
_computing_data_reduction        <i>SAINT</i>
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9979
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0850
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_Laue_measured_fraction_full 0.9979
_diffrn_reflns_Laue_measured_fraction_max 0.9979
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            34064
_diffrn_reflns_point_group_measured_fraction_full 0.9955
_diffrn_reflns_point_group_measured_fraction_max 0.9955
_diffrn_reflns_theta_full        25.0556
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         1.00
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2012'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_description       rod
_exptl_crystal_F_000             1582.205
_exptl_crystal_size_max          0.306
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.044
_refine_diff_density_max         0.4529
_refine_diff_density_min         -0.5591
_refine_diff_density_rms         0.1024
_refine_ls_abs_structure_details
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.012(18)
_refine_ls_d_res_high            0.8391
_refine_ls_d_res_low             20.2760
_refine_ls_goodness_of_fit_ref   1.0560
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    63
_refine_ls_number_parameters     490
_refine_ls_number_reflns         5702
_refine_ls_number_restraints     182
_refine_ls_restrained_S_all      1.0380
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+3.5259P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0815
_refine_ls_wR_factor_ref         0.0939
_reflns_Friedel_coverage         0.992
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              7
_reflns_limit_k_min              -7
_reflns_limit_l_max              48
_reflns_limit_l_min              -47
_reflns_number_gt                3937
_reflns_number_total             5702
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2nj02280j2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7061673--7061674.cif.'
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               7061674
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C11-C12 = C12-C13 = C13-C14 = C14-C10 = C10-C11
 1.39 with sigma of 0.01
 C12a-C13a = C13a-C14a = C14a-C10a = C10a-C11a = C11a-C12a
 1.39 with sigma of 0.01
 C9-C8 = C8-C7 = C7-C6 = C6-C5 = C5-C9
 1.39 with sigma of 0.01
 P1-N1 \\sim P1-N1a
 with sigma of 0.02
 C10-C13 \\sim C10a-C13a
 with sigma of 0.04
 C11-C14 \\sim C11a-C14a
 with sigma of 0.04
 Cl3-Cl4 \\sim Cl3a-Cl4a
 with sigma of 0.04
 Cl3-N1 \\sim Cl3a-N1a
 with sigma of 0.04
 Cl3-N2 \\sim Cl3a-N2
 with sigma of 0.04
 Cl4-N1 \\sim Cl4a-N1a
 with sigma of 0.04
 Cl4-N2 \\sim Cl4a-N2
 with sigma of 0.04
 C9-C7 \\sim C8-C6 \\sim C7-C5 \\sim C6-C9 \\sim C5-C8
 with sigma of 0.02
 N1-N2 \\sim N1a-N2
 with sigma of 0.04
 C13-C14 \\sim C13a-C14a
 with sigma of 0.02
 P1-N4 \\sim P1-N4a
 with sigma of 0.02
 P3-N3 \\sim P3-N3a
 with sigma of 0.02
 P4-Cl1 \\sim P4-Cl1a
 with sigma of 0.02
 P4-Cl2 \\sim P4-Cl2a
 with sigma of 0.02
 P4-N3 \\sim P4-N3a
 with sigma of 0.02
 P4-N4 \\sim P4-N4a
 with sigma of 0.02
 C10-C12 \\sim C10a-C12a
 with sigma of 0.04
 C11-C13 \\sim C11a-C13a
 with sigma of 0.04
 Fe1-C10 \\sim Fe1-C10a
 with sigma of 0.02
 C12-C14 \\sim C12a-C14a
 with sigma of 0.04
 Fe1-C11 \\sim Fe1-C11a
 with sigma of 0.02
 Fe1-C12 \\sim Fe1-C12a
 with sigma of 0.02
 Fe1-C13 \\sim Fe1-C13a
 with sigma of 0.02
 Fe1-C14 \\sim Fe1-C14a
 with sigma of 0.02
 C10-C11 \\sim C10a-C11a
 with sigma of 0.02
 C11-C13 \\sim C12-C14 \\sim C13-C10 \\sim C14-C11 \\sim C10-C12
 with sigma of 0.02
 C10-C14 \\sim C10a-C14a
 with sigma of 0.02
 C12a-C14a \\sim C13a-C10a \\sim C14a-C11a \\sim C10a-C12a \\sim C11a-C13a
 with sigma of 0.02
 C11-C12 \\sim C11a-C12a
 with sigma of 0.02
 C12-C13 \\sim C12a-C13a
 with sigma of 0.02
3. Restrained planarity
 C9, C8, C7, C6, C5
 with sigma of 0.1
 C11, C12, C13, C14, C10
 with sigma of 0.1
 C12a, C13a, C14a, C10a, C11a
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C5, C9, C8, C7, C6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C10, C14, C13, C11, C12
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C14a, C13a, C12a, C11a, C10a
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Cl3a)=Sof(Cl4a)=Sof(N1a)=1-FVAR(1)
 Sof(Cl3)=Sof(Cl4)=Sof(N1)=FVAR(1)
 Sof(Cl1a)=Sof(Cl2a)=Sof(N3a)=Sof(N4a)=1-FVAR(2)
 Sof(Cl1)=Sof(Cl2)=Sof(N3)=Sof(N4)=FVAR(2)
 Sof(C10a)=Sof(H10a)=Sof(C11a)=Sof(H11a)=Sof(C12a)=Sof(H12a)=Sof(C13a)=
 Sof(H13a)=Sof(C14a)=Sof(H14a)=1-FVAR(3)
 Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=
 Sof(C14)=Sof(H14)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C12a(H12a), C13a(H13a)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b), C3(H3a,H3b), C4(H4a,H4b), C15(H15a,H15b), C16(H16a,
 H16b), C17(H17a,H17b), C18(H18a,H18b)
6.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C20(H20), C21(H21), C23(H23), C24(H24), C10a(H10a), C11a(H11a),
 C14a(H14a)
;
_olex2_submission_special_instructions 'No special instructions were received'