#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/24/7122475.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_7122475
loop_
_publ_author_name
'Havrylyuk, Dmytro'
'Deshpande, Megha'
'Parkin, Sean'
'Glazer, Edith C.'
_publ_section_title
;
 Ru(ii) complexes with diazine ligands: electronic modulation of the
 coordinating group is key to the design of "dual action"
 photoactivated agents.
;
_journal_issue                   88
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              12487
_journal_page_last               12490
_journal_paper_doi               10.1039/c8cc05809a
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C28 H24 N8 Ru, 2(F6 P)'
_chemical_formula_sum            'C28 H24 F12 N8 P2 Ru'
_chemical_formula_weight         863.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2018-07-17 deposited with the CCDC.
2018-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 125.539(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.4835(4)
_cell_length_b                   10.2495(2)
_cell_length_c                   17.1972(4)
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      68.30
_cell_measurement_theta_min      5.00
_cell_volume                     3081.35(12)
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker-AXS, 2006)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2006)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 5.6
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 Proteum diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20116
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.298
_diffrn_reflns_theta_min         5.002
_diffrn_source                   'fine-focus rotating anode'
_exptl_absorpt_coefficient_mu    6.121
_exptl_absorpt_correction_T_max  0.661
_exptl_absorpt_correction_T_min  0.529
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    1.861
_exptl_crystal_description       flake
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         2816
_refine_ls_number_restraints     171
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0346
_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)+(0.0533P)²+3.6968P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0911
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2487
_reflns_number_total             2816
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc05809a2.cif
_cod_data_source_block           x16240
_cod_depositor_comments
'Adding full bibliography for 7122474--7122475.cif.'
_cod_original_cell_volume        3081.34(11)
_cod_database_code               7122475
_shelx_shelxl_version_number     2016/6
_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. 
;
_shelx_estimated_absorpt_t_min   0.674
_shelx_estimated_absorpt_t_max   0.838
_exptl_absorpt_special_details
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by x-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the x-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;
loop_
_space_group_symop_operation_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_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
Ru1 Ru 0.500000 0.53390(3) 0.250000 0.02190(13) Uani 1 2 d S T P . .
N1 N 0.44357(14) 0.3904(2) 0.27068(18) 0.0236(5) Uani 1 1 d . . . . .
N2 N 0.56790(15) 0.5220(3) 0.39768(19) 0.0242(5) Uani 1 1 d . . . . .
C1 C 0.37930(18) 0.3293(3) 0.2017(2) 0.0294(7) Uani 1 1 d . . . . .
H1 H 0.358294 0.348790 0.136871 0.035 Uiso 1 1 calc R U . . .
C2 C 0.34266(19) 0.2394(3) 0.2216(2) 0.0321(7) Uani 1 1 d . . . . .
H2 H 0.296682 0.199094 0.171173 0.038 Uiso 1 1 calc R U . . .
C3 C 0.37336(19) 0.2084(3) 0.3154(3) 0.0317(7) Uani 1 1 d . . . . .
H3 H 0.348241 0.148349 0.330559 0.038 Uiso 1 1 calc R U . . .
C4 C 0.44205(19) 0.2669(3) 0.3876(2) 0.0289(7) Uani 1 1 d . . . . .
H4 H 0.465345 0.244379 0.452580 0.035 Uiso 1 1 calc R U . . .
C5 C 0.47592(17) 0.3578(3) 0.3637(2) 0.0253(7) Uani 1 1 d . . . . .
C6 C 0.54612(17) 0.4304(3) 0.4346(2) 0.0244(6) Uani 1 1 d . . . . .
C7 C 0.58855(19) 0.4099(3) 0.5320(2) 0.0303(7) Uani 1 1 d . . . . .
H7 H 0.573704 0.343752 0.556853 0.036 Uiso 1 1 calc R U . . .
C8 C 0.65263(19) 0.4852(4) 0.5937(2) 0.0330(8) Uani 1 1 d . . . . .
H8 H 0.682364 0.470853 0.660738 0.040 Uiso 1 1 calc R U . . .
C9 C 0.67235(18) 0.5817(4) 0.5554(2) 0.0311(7) Uani 1 1 d . . . . .
H9 H 0.715160 0.636566 0.595981 0.037 Uiso 1 1 calc R U . . .
C10 C 0.62903(17) 0.5971(3) 0.4578(2) 0.0272(7) Uani 1 1 d . . . . .
H10 H 0.642860 0.663367 0.431809 0.033 Uiso 1 1 calc R U . . .
N3 N 0.56200(14) 0.6784(3) 0.23473(18) 0.0240(5) Uani 1 1 d . . . . .
N4 N 0.67810(15) 0.7443(3) 0.25849(19) 0.0314(6) Uani 1 1 d . . . . .
C11 C 0.63629(18) 0.6640(3) 0.2712(2) 0.0284(7) Uani 1 1 d . . . . .
H11 H 0.661373 0.589315 0.309895 0.034 Uiso 1 1 calc R U . . .
C12 C 0.6432(2) 0.8500(3) 0.2058(2) 0.0344(8) Uani 1 1 d . . . . .
H12 H 0.671282 0.909717 0.195042 0.041 Uiso 1 1 calc R U . . .
C13 C 0.5670(2) 0.8753(3) 0.1663(2) 0.0348(8) Uani 1 1 d . . . . .
H13 H 0.542725 0.951568 0.129241 0.042 Uiso 1 1 calc R U . . .
C14 C 0.52796(19) 0.7873(3) 0.1822(2) 0.0302(7) Uani 1 1 d . . . . .
H14 H 0.475612 0.802842 0.155748 0.036 Uiso 1 1 calc R U . . .
P1 P 0.66194(11) 0.00940(19) 0.49211(13) 0.0299(3) Uani 0.874(8) 1 d D . P A 1
F1 F 0.60456(18) -0.0788(4) 0.5010(2) 0.0469(9) Uani 0.874(8) 1 d D . P A 1
F2 F 0.72088(17) 0.0935(3) 0.4851(2) 0.0454(8) Uani 0.874(8) 1 d D . P A 1
F3 F 0.6074(2) -0.0069(4) 0.37969(19) 0.0686(15) Uani 0.874(8) 1 d D . P A 1
F4 F 0.71729(18) 0.0216(3) 0.60645(19) 0.0413(8) Uani 0.874(8) 1 d D . P A 1
F5 F 0.6185(2) 0.1365(4) 0.4867(3) 0.0704(12) Uani 0.874(8) 1 d D . P A 1
F6 F 0.7071(2) -0.1201(3) 0.5009(3) 0.0571(11) Uani 0.874(8) 1 d D . P A 1
P1' P 0.6501(7) 0.0283(12) 0.4800(9) 0.0299(3) Uani 0.126(8) 1 d D . P A 2
F1' F 0.5931(11) -0.030(2) 0.5029(15) 0.0469(9) Uani 0.126(8) 1 d D . P A 2
F2' F 0.7077(11) 0.085(2) 0.4583(17) 0.0454(8) Uani 0.126(8) 1 d D . P A 2
F3' F 0.5789(9) 0.068(3) 0.3772(10) 0.062(6) Uani 0.126(8) 1 d D U P A 2
F4' F 0.7208(10) -0.016(3) 0.5843(13) 0.065(7) Uani 0.126(8) 1 d D U P A 2
F5' F 0.6486(16) 0.1649(15) 0.5210(18) 0.062(6) Uani 0.126(8) 1 d D U P A 2
F6' F 0.6539(14) -0.1094(15) 0.4400(18) 0.066(6) Uani 0.126(8) 1 d D U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 '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 Ru1 N1 89.12(14) . 2_655
N1 Ru1 N2 95.96(10) . 2_655
N1 Ru1 N2 79.19(10) 2_655 2_655
N1 Ru1 N2 79.18(10) . .
N1 Ru1 N2 95.96(10) 2_655 .
N2 Ru1 N2 173.26(14) 2_655 .
N1 Ru1 N3 177.51(10) . .
N1 Ru1 N3 90.12(10) 2_655 .
N2 Ru1 N3 86.22(10) 2_655 .
N2 Ru1 N3 98.54(10) . .
N1 Ru1 N3 90.12(10) . 2_655
N1 Ru1 N3 177.51(10) 2_655 2_655
N2 Ru1 N3 98.54(10) 2_655 2_655
N2 Ru1 N3 86.22(10) . 2_655
N3 Ru1 N3 90.74(14) . 2_655
C1 N1 C5 118.9(3) . .
C1 N1 Ru1 125.9(2) . .
C5 N1 Ru1 115.2(2) . .
C10 N2 C6 119.0(3) . .
C10 N2 Ru1 125.9(2) . .
C6 N2 Ru1 115.1(2) . .
N1 C1 C2 122.4(3) . .
N1 C1 H1 118.8 . .
C2 C1 H1 118.8 . .
C3 C2 C1 119.4(3) . .
C3 C2 H2 120.3 . .
C1 C2 H2 120.3 . .
C2 C3 C4 118.8(3) . .
C2 C3 H3 120.6 . .
C4 C3 H3 120.6 . .
C5 C4 C3 119.4(3) . .
C5 C4 H4 120.3 . .
C3 C4 H4 120.3 . .
N1 C5 C4 121.0(3) . .
N1 C5 C6 115.1(3) . .
C4 C5 C6 123.8(3) . .
N2 C6 C7 120.5(3) . .
N2 C6 C5 115.2(3) . .
C7 C6 C5 124.2(3) . .
C6 C7 C8 120.4(3) . .
C6 C7 H7 119.8 . .
C8 C7 H7 119.8 . .
C9 C8 C7 118.5(3) . .
C9 C8 H8 120.8 . .
C7 C8 H8 120.8 . .
C10 C9 C8 119.0(3) . .
C10 C9 H9 120.5 . .
C8 C9 H9 120.5 . .
N2 C10 C9 122.5(3) . .
N2 C10 H10 118.7 . .
C9 C10 H10 118.7 . .
C11 N3 C14 115.9(3) . .
C11 N3 Ru1 122.1(2) . .
C14 N3 Ru1 121.9(2) . .
C11 N4 C12 116.8(3) . .
N4 C11 N3 126.2(3) . .
N4 C11 H11 116.9 . .
N3 C11 H11 116.9 . .
N4 C12 C13 121.7(3) . .
N4 C12 H12 119.2 . .
C13 C12 H12 119.2 . .
C14 C13 C12 117.9(3) . .
C14 C13 H13 121.1 . .
C12 C13 H13 121.1 . .
N3 C14 C13 121.5(3) . .
N3 C14 H14 119.2 . .
C13 C14 H14 119.2 . .
F5 P1 F3 91.3(2) . .
F5 P1 F2 91.0(2) . .
F3 P1 F2 91.27(16) . .
F5 P1 F6 178.3(2) . .
F3 P1 F6 90.3(2) . .
F2 P1 F6 89.50(17) . .
F5 P1 F4 90.0(2) . .
F3 P1 F4 178.4(2) . .
F2 P1 F4 89.71(16) . .
F6 P1 F4 88.40(18) . .
F5 P1 F1 90.58(19) . .
F3 P1 F1 89.57(16) . .
F2 P1 F1 178.21(18) . .
F6 P1 F1 88.91(17) . .
F4 P1 F1 89.42(16) . .
F5' P1' F3' 90.7(9) . .
F5' P1' F6' 178.6(10) . .
F3' P1' F6' 90.2(9) . .
F5' P1' F2' 90.0(9) . .
F3' P1' F2' 91.3(9) . .
F6' P1' F2' 89.0(8) . .
F5' P1' F4' 90.4(9) . .
F3' P1' F4' 178.(1) . .
F6' P1' F4' 88.7(9) . .
F2' P1' F4' 90.4(9) . .
F5' P1' F1' 90.4(9) . .
F3' P1' F1' 89.4(8) . .
F6' P1' F1' 90.7(8) . .
F2' P1' F1' 179.2(11) . .
F4' P1' F1' 88.9(8) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ru1 N1 2.064(3) .
Ru1 N1 2.064(3) 2_655
Ru1 N2 2.070(3) 2_655
Ru1 N2 2.070(3) .
Ru1 N3 2.108(3) .
Ru1 N3 2.108(3) 2_655
N1 C1 1.342(4) .
N1 C5 1.364(4) .
N2 C10 1.344(4) .
N2 C6 1.360(4) .
C1 C2 1.378(5) .
C1 H1 0.9500 .
C2 C3 1.378(5) .
C2 H2 0.9500 .
C3 C4 1.396(5) .
C3 H3 0.9500 .
C4 C5 1.384(5) .
C4 H4 0.9500 .
C5 C6 1.475(4) .
C6 C7 1.381(4) .
C7 C8 1.385(5) .
C7 H7 0.9500 .
C8 C9 1.384(5) .
C8 H8 0.9500 .
C9 C10 1.377(5) .
C9 H9 0.9500 .
C10 H10 0.9500 .
N3 C11 1.341(4) .
N3 C14 1.353(4) .
N4 C11 1.327(4) .
N4 C12 1.329(5) .
C11 H11 0.9500 .
C12 C13 1.383(5) .
C12 H12 0.9500 .
C13 C14 1.364(5) .
C13 H13 0.9500 .
C14 H14 0.9500 .
P1 F5 1.573(3) .
P1 F3 1.583(3) .
P1 F2 1.593(3) .
P1 F6 1.598(3) .
P1 F4 1.606(3) .
P1 F1 1.606(3) .
P1' F5' 1.577(9) .
P1' F3' 1.577(9) .
P1' F6' 1.592(9) .
P1' F2' 1.596(8) .
P1' F4' 1.602(9) .
P1' F1' 1.606(8) .
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
C5 N1 C1 C2 3.2(5)
Ru1 N1 C1 C2 -176.3(2)
N1 C1 C2 C3 -1.3(5)
C1 C2 C3 C4 -1.7(5)
C2 C3 C4 C5 2.5(5)
C1 N1 C5 C4 -2.3(4)
Ru1 N1 C5 C4 177.3(2)
C1 N1 C5 C6 -179.7(3)
Ru1 N1 C5 C6 0.0(3)
C3 C4 C5 N1 -0.6(5)
C3 C4 C5 C6 176.6(3)
C10 N2 C6 C7 -3.5(4)
Ru1 N2 C6 C7 177.6(2)
C10 N2 C6 C5 176.6(3)
Ru1 N2 C6 C5 -2.3(3)
N1 C5 C6 N2 1.6(4)
C4 C5 C6 N2 -175.7(3)
N1 C5 C6 C7 -178.3(3)
C4 C5 C6 C7 4.4(5)
N2 C6 C7 C8 2.0(5)
C5 C6 C7 C8 -178.2(3)
C6 C7 C8 C9 0.7(5)
C7 C8 C9 C10 -1.7(5)
C6 N2 C10 C9 2.5(5)
Ru1 N2 C10 C9 -178.7(2)
C8 C9 C10 N2 0.2(5)
C12 N4 C11 N3 1.2(5)
C14 N3 C11 N4 -1.8(5)
Ru1 N3 C11 N4 174.0(2)
C11 N4 C12 C13 0.1(5)
N4 C12 C13 C14 -0.6(5)
C11 N3 C14 C13 1.2(5)
Ru1 N3 C14 C13 -174.7(3)
C12 C13 C14 N3 -0.1(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139189219
