# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1898267'
loop_
_audit_author_name
_audit_author_address
'fatma yuksel'
;gebze technical university
Turkey
;
_audit_update_record             
;
2019-02-20 deposited with the CCDC.	2019-06-27 downloaded from the CCDC.
;
_chemical_name_systematic        bodipy
_chemical_name_common            18gtu172_ET1_bas
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H27 B F2 N2 O'
_chemical_formula_iupac          ?
_chemical_formula_weight         516.37

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'

_cell_length_a                   26.758(9)
_cell_length_b                   9.137(2)
_cell_length_c                   22.861(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.102(18)
_cell_angle_gamma                90
_cell_volume                     5281.(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2553
_cell_measurement_theta_min      2.6465
_cell_measurement_theta_max      23.6911
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'blue violet'
_exptl_crystal_size_max          0.459
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.137
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2160

_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/2 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.3037
_exptl_absorpt_correction_T_max  0.7457

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   ImuS
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  multilayer

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            15349
_diffrn_reflns_av_R_equivalents  0.0854
_diffrn_reflns_av_unetI/netI     0.0985
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27

_refine_special_details          
;
;

_reflns_number_total             4646
_reflns_number_gt                3015
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_gt          0.1584
_refine_ls_wR_factor_ref         0.1824
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.043
_refine_ls_number_reflns         4646
_refine_ls_number_parameters     357
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0686P)²+3.5550P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.346
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.36771(13) 0.6448(4) 0.45089(14) 0.0333(8) Uani d . . . 1 . .
N N1 0.41765(9) 0.6180(3) 0.50709(9) 0.0323(6) Uani d . . . 1 . .
N N2 0.32067(9) 0.5861(3) 0.46708(10) 0.0354(6) Uani d . . . 1 . .
O O1 0.38190(10) 0.2683(2) 0.80103(9) 0.0491(6) Uani d . . D 1 . .
H H1 0.3746(15) 0.329(3) 0.8267(14) 0.074 Uiso d U . D 1 . .
F F1 0.37299(6) 0.57059(19) 0.39938(6) 0.0402(5) Uani d . . . 1 . .
F F2 0.36125(7) 0.79292(18) 0.43598(7) 0.0436(5) Uani d . . . 1 . .
C C1 0.26932(12) 0.5826(3) 0.42849(13) 0.0402(8) Uani d . . . 1 . .
C C2 0.23876(13) 0.5147(4) 0.45989(15) 0.0535(10) Uani d . . . 1 . .
H H2 0.2018 0.4972 0.4434 0.064 Uiso calc U . R 1 . .
C C3 0.27046(13) 0.4774(4) 0.51810(14) 0.0484(9) Uani d . . . 1 . .
C C4 0.32254(12) 0.5214(3) 0.52279(12) 0.0363(7) Uani d . . . 1 . .
C C5 0.37127(11) 0.5046(3) 0.57020(12) 0.0323(7) Uani d . . . 1 . .
C C6 0.41812(12) 0.5502(3) 0.56178(12) 0.0319(7) Uani d . . . 1 . .
C C7 0.47179(12) 0.5523(3) 0.60278(12) 0.0351(7) Uani d . . . 1 . .
C C8 0.50075(12) 0.6214(3) 0.57190(13) 0.0373(8) Uani d . . . 1 . .
H H8 0.5378 0.6378 0.5875 0.045 Uiso calc U . R 1 . .
C C9 0.46697(11) 0.6648(3) 0.51306(12) 0.0334(7) Uani d . . . 1 . .
C C10 0.47864(12) 0.7499(3) 0.46680(12) 0.0356(7) Uani d . . . 1 . .
H H10 0.4527 0.7531 0.4268 0.043 Uiso calc U . R 1 . .
C C11 0.52320(12) 0.8252(3) 0.47547(13) 0.0381(8) Uani d . . . 1 . .
H H11 0.55 0.8145 0.5146 0.046 Uiso calc U . R 1 . .
C C12 0.53501(11) 0.9216(3) 0.43135(13) 0.0338(7) Uani d . . . 1 . .
C C13 0.58204(13) 1.0020(3) 0.44867(14) 0.0411(8) Uani d . . . 1 . .
H H13 0.6066 0.9909 0.4892 0.049 Uiso calc U . R 1 . .
C C14 0.59343(13) 1.0972(3) 0.40782(16) 0.0473(9) Uani d . . . 1 . .
H H14 0.6259 1.1496 0.4202 0.057 Uiso calc U . R 1 . .
C C15 0.55830(14) 1.1163(4) 0.34974(16) 0.0507(9) Uani d . . . 1 . .
H H15 0.566 1.1823 0.3218 0.061 Uiso calc U . R 1 . .
C C16 0.51137(14) 1.0389(4) 0.33195(15) 0.0515(9) Uani d . . . 1 . .
H H16 0.4869 1.0525 0.2915 0.062 Uiso calc U . R 1 . .
C C17 0.49958(12) 0.9428(4) 0.37169(13) 0.0418(8) Uani d . . . 1 . .
H H17 0.4671 0.8904 0.3585 0.05 Uiso calc U . R 1 . .
C C18 0.25479(12) 0.6388(3) 0.36652(13) 0.0409(8) Uani d . . . 1 . .
H H18 0.2792 0.7 0.3559 0.049 Uiso calc U . R 1 . .
C C19 0.20864(12) 0.6094(3) 0.32311(13) 0.0418(8) Uani d . . . 1 . .
H H19 0.1838 0.5535 0.3354 0.05 Uiso calc U . R 1 . .
C C20 0.19287(12) 0.6550(3) 0.25875(13) 0.0366(8) Uani d . . . 1 . .
C C21 0.14393(13) 0.6131(4) 0.21871(15) 0.0544(10) Uani d . . . 1 . .
H H21 0.121 0.5567 0.234 0.065 Uiso calc U . R 1 . .
C C22 0.12786(15) 0.6518(4) 0.15717(15) 0.0607(11) Uani d . . . 1 . .
H H22 0.0944 0.6196 0.1304 0.073 Uiso calc U . R 1 . .
C C23 0.15915(13) 0.7353(4) 0.13429(14) 0.0449(9) Uani d . . . 1 . .
H H23 0.1476 0.7635 0.092 0.054 Uiso calc U . R 1 . .
C C24 0.20790(13) 0.7784(4) 0.17334(14) 0.0472(9) Uani d . . . 1 . .
H H24 0.2303 0.8359 0.1577 0.057 Uiso calc U . R 1 . .
C C25 0.22435(13) 0.7393(3) 0.23428(14) 0.0439(8) Uani d . . . 1 . .
H H25 0.2581 0.7704 0.2605 0.053 Uiso calc U . R 1 . .
C C26 0.49383(13) 0.4952(4) 0.66729(13) 0.0504(9) Uani d . . . 1 . .
H H26A 0.495 0.3881 0.6664 0.076 Uiso calc U . R 1 . .
H H26B 0.4713 0.5267 0.6912 0.076 Uiso calc U . R 1 . .
H H26C 0.5297 0.5335 0.6866 0.076 Uiso calc U . R 1 . .
C C27 0.25107(14) 0.4032(5) 0.56466(16) 0.0662(12) Uani d . . . 1 . .
H H27A 0.2511 0.473 0.5972 0.099 Uiso calc U . R 1 . .
H H27B 0.2744 0.3208 0.583 0.099 Uiso calc U . R 1 . .
H H27C 0.215 0.3672 0.5444 0.099 Uiso calc U . R 1 . .
C C28 0.37184(11) 0.4425(3) 0.63046(12) 0.0323(7) Uani d . . . 1 . .
C C29 0.35829(12) 0.5265(3) 0.67281(13) 0.0382(8) Uani d . . . 1 . .
H H29 0.347 0.6246 0.6625 0.046 Uiso calc U . R 1 . .
C C30 0.36073(12) 0.4718(3) 0.72979(13) 0.0399(8) Uani d . . . 1 . .
H H30 0.3507 0.5312 0.7582 0.048 Uiso calc U . R 1 . .
C C31 0.37790(12) 0.3297(3) 0.74550(12) 0.0355(7) Uani d . . . 1 . .
C C32 0.39148(13) 0.2446(3) 0.70365(14) 0.0428(8) Uani d . . . 1 . .
H H32 0.4028 0.1465 0.714 0.051 Uiso calc U . R 1 . .
C C33 0.38890(13) 0.2998(3) 0.64689(13) 0.0427(8) Uani d . . . 1 . .
H H33 0.3989 0.2401 0.6185 0.051 Uiso calc U . R 1 . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 F2 . 1.393(4) ?
B1 F1 . 1.405(4) ?
B1 N2 . 1.521(4) ?
B1 N1 . 1.540(4) ?
N1 C9 . 1.351(4) ?
N1 C6 . 1.392(3) ?
N2 C1 . 1.369(4) ?
N2 C4 . 1.390(4) ?
O1 C31 . 1.360(3) ?
O1 H1 . 0.877(10) ?
C1 C2 . 1.397(5) ?
C1 C18 . 1.436(4) ?
C2 C3 . 1.367(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.420(4) ?
C3 C27 . 1.491(5) ?
C4 C5 . 1.405(4) ?
C5 C6 . 1.393(4) ?
C5 C28 . 1.485(4) ?
C6 C7 . 1.435(4) ?
C7 C8 . 1.363(4) ?
C7 C26 . 1.492(4) ?
C8 C9 . 1.410(4) ?
C8 H8 . 0.95 ?
C9 C10 . 1.427(4) ?
C10 C11 . 1.334(4) ?
C10 H10 . 0.95 ?
C11 C12 . 1.450(4) ?
C11 H11 . 0.95 ?
C12 C17 . 1.397(4) ?
C12 C13 . 1.398(4) ?
C13 C14 . 1.381(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.364(4) ?
C14 H14 . 0.95 ?
C15 C16 . 1.381(5) ?
C15 H15 . 0.95 ?
C16 C17 . 1.373(4) ?
C16 H16 . 0.95 ?
C17 H17 . 0.95 ?
C18 C19 . 1.334(4) ?
C18 H18 . 0.95 ?
C19 C20 . 1.453(4) ?
C19 H19 . 0.95 ?
C20 C21 . 1.384(4) ?
C20 C25 . 1.387(4) ?
C21 C22 . 1.376(4) ?
C21 H21 . 0.95 ?
C22 C23 . 1.358(5) ?
C22 H22 . 0.95 ?
C23 C24 . 1.375(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.364(4) ?
C24 H24 . 0.95 ?
C25 H25 . 0.95 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 C29 . 1.374(4) ?
C28 C33 . 1.392(4) ?
C29 C30 . 1.377(4) ?
C29 H29 . 0.95 ?
C30 C31 . 1.385(4) ?
C30 H30 . 0.95 ?
C31 C32 . 1.371(4) ?
C32 C33 . 1.373(4) ?
C32 H32 . 0.95 ?
C33 H33 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
F2 B1 F1 . . 107.6(2) ?
F2 B1 N2 . . 110.8(3) ?
F1 B1 N2 . . 110.6(2) ?
F2 B1 N1 . . 111.3(2) ?
F1 B1 N1 . . 109.0(3) ?
N2 B1 N1 . . 107.6(2) ?
C9 N1 C6 . . 109.2(2) ?
C9 N1 B1 . . 125.9(2) ?
C6 N1 B1 . . 124.8(2) ?
C1 N2 C4 . . 107.9(2) ?
C1 N2 B1 . . 126.0(2) ?
C4 N2 B1 . . 126.0(2) ?
C31 O1 H1 . . 113.(3) ?
N2 C1 C2 . . 108.2(2) ?
N2 C1 C18 . . 121.2(3) ?
C2 C1 C18 . . 130.6(3) ?
C3 C2 C1 . . 109.3(3) ?
C3 C2 H2 . . 125.4 ?
C1 C2 H2 . . 125.4 ?
C2 C3 C4 . . 106.5(3) ?
C2 C3 C27 . . 123.9(3) ?
C4 C3 C27 . . 129.6(3) ?
N2 C4 C5 . . 120.0(3) ?
N2 C4 C3 . . 108.1(2) ?
C5 C4 C3 . . 131.8(3) ?
C6 C5 C4 . . 120.7(3) ?
C6 C5 C28 . . 120.4(2) ?
C4 C5 C28 . . 118.9(3) ?
N1 C6 C5 . . 120.9(2) ?
N1 C6 C7 . . 107.1(3) ?
C5 C6 C7 . . 131.8(3) ?
C8 C7 C6 . . 106.6(2) ?
C8 C7 C26 . . 124.5(3) ?
C6 C7 C26 . . 128.9(3) ?
C7 C8 C9 . . 109.2(3) ?
C7 C8 H8 . . 125.4 ?
C9 C8 H8 . . 125.4 ?
N1 C9 C8 . . 107.9(3) ?
N1 C9 C10 . . 122.8(2) ?
C8 C9 C10 . . 129.3(3) ?
C11 C10 C9 . . 124.9(3) ?
C11 C10 H10 . . 117.5 ?
C9 C10 H10 . . 117.5 ?
C10 C11 C12 . . 126.7(3) ?
C10 C11 H11 . . 116.6 ?
C12 C11 H11 . . 116.6 ?
C17 C12 C13 . . 117.7(3) ?
C17 C12 C11 . . 122.1(3) ?
C13 C12 C11 . . 120.2(3) ?
C14 C13 C12 . . 121.1(3) ?
C14 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
C15 C14 C13 . . 120.3(3) ?
C15 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C14 C15 C16 . . 119.4(3) ?
C14 C15 H15 . . 120.3 ?
C16 C15 H15 . . 120.3 ?
C17 C16 C15 . . 121.1(3) ?
C17 C16 H16 . . 119.5 ?
C15 C16 H16 . . 119.5 ?
C16 C17 C12 . . 120.4(3) ?
C16 C17 H17 . . 119.8 ?
C12 C17 H17 . . 119.8 ?
C19 C18 C1 . . 123.2(3) ?
C19 C18 H18 . . 118.4 ?
C1 C18 H18 . . 118.4 ?
C18 C19 C20 . . 125.9(3) ?
C18 C19 H19 . . 117.0 ?
C20 C19 H19 . . 117.0 ?
C21 C20 C25 . . 117.1(3) ?
C21 C20 C19 . . 119.3(3) ?
C25 C20 C19 . . 123.7(3) ?
C22 C21 C20 . . 121.1(3) ?
C22 C21 H21 . . 119.4 ?
C20 C21 H21 . . 119.4 ?
C23 C22 C21 . . 120.8(3) ?
C23 C22 H22 . . 119.6 ?
C21 C22 H22 . . 119.6 ?
C22 C23 C24 . . 119.0(3) ?
C22 C23 H23 . . 120.5 ?
C24 C23 H23 . . 120.5 ?
C25 C24 C23 . . 120.6(3) ?
C25 C24 H24 . . 119.7 ?
C23 C24 H24 . . 119.7 ?
C24 C25 C20 . . 121.5(3) ?
C24 C25 H25 . . 119.3 ?
C20 C25 H25 . . 119.3 ?
C7 C26 H26A . . 109.5 ?
C7 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C7 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C3 C27 H27A . . 109.5 ?
C3 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C3 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C29 C28 C33 . . 118.2(3) ?
C29 C28 C5 . . 121.0(3) ?
C33 C28 C5 . . 120.7(3) ?
C28 C29 C30 . . 121.5(3) ?
C28 C29 H29 . . 119.3 ?
C30 C29 H29 . . 119.3 ?
C29 C30 C31 . . 119.7(3) ?
C29 C30 H30 . . 120.2 ?
C31 C30 H30 . . 120.2 ?
O1 C31 C32 . . 117.4(3) ?
O1 C31 C30 . . 123.2(3) ?
C32 C31 C30 . . 119.5(3) ?
C31 C32 C33 . . 120.5(3) ?
C31 C32 H32 . . 119.7 ?
C33 C32 H32 . . 119.7 ?
C32 C33 C28 . . 120.7(3) ?
C32 C33 H33 . . 119.7 ?
C28 C33 H33 . . 119.7 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
F2 B1 N1 C9 . . . . -52.8(4) ?
F1 B1 N1 C9 . . . . 65.7(4) ?
N2 B1 N1 C9 . . . . -174.4(3) ?
F2 B1 N1 C6 . . . . 122.4(3) ?
F1 B1 N1 C6 . . . . -119.2(3) ?
N2 B1 N1 C6 . . . . 0.8(4) ?
F2 B1 N2 C1 . . . . 61.4(4) ?
F1 B1 N2 C1 . . . . -57.8(4) ?
N1 B1 N2 C1 . . . . -176.7(3) ?
F2 B1 N2 C4 . . . . -121.3(3) ?
F1 B1 N2 C4 . . . . 119.4(3) ?
N1 B1 N2 C4 . . . . 0.5(4) ?
C4 N2 C1 C2 . . . . -0.3(4) ?
B1 N2 C1 C2 . . . . 177.4(3) ?
C4 N2 C1 C18 . . . . -178.6(3) ?
B1 N2 C1 C18 . . . . -0.9(5) ?
N2 C1 C2 C3 . . . . 0.7(4) ?
C18 C1 C2 C3 . . . . 178.8(3) ?
C1 C2 C3 C4 . . . . -0.9(4) ?
C1 C2 C3 C27 . . . . 179.8(3) ?
C1 N2 C4 C5 . . . . 177.2(3) ?
B1 N2 C4 C5 . . . . -0.5(4) ?
C1 N2 C4 C3 . . . . -0.2(3) ?
B1 N2 C4 C3 . . . . -177.9(3) ?
C2 C3 C4 N2 . . . . 0.7(4) ?
C27 C3 C4 N2 . . . . 180.0(4) ?
C2 C3 C4 C5 . . . . -176.3(3) ?
C27 C3 C4 C5 . . . . 3.0(6) ?
N2 C4 C5 C6 . . . . -0.9(4) ?
C3 C4 C5 C6 . . . . 175.8(3) ?
N2 C4 C5 C28 . . . . 176.7(3) ?
C3 C4 C5 C28 . . . . -6.6(5) ?
C9 N1 C6 C5 . . . . 173.7(3) ?
B1 N1 C6 C5 . . . . -2.2(4) ?
C9 N1 C6 C7 . . . . -1.9(3) ?
B1 N1 C6 C7 . . . . -177.8(3) ?
C4 C5 C6 N1 . . . . 2.2(4) ?
C28 C5 C6 N1 . . . . -175.4(2) ?
C4 C5 C6 C7 . . . . 176.5(3) ?
C28 C5 C6 C7 . . . . -1.0(5) ?
N1 C6 C7 C8 . . . . 0.7(3) ?
C5 C6 C7 C8 . . . . -174.3(3) ?
N1 C6 C7 C26 . . . . 179.3(3) ?
C5 C6 C7 C26 . . . . 4.4(5) ?
C6 C7 C8 C9 . . . . 0.8(3) ?
C26 C7 C8 C9 . . . . -178.0(3) ?
C6 N1 C9 C8 . . . . 2.4(3) ?
B1 N1 C9 C8 . . . . 178.2(3) ?
C6 N1 C9 C10 . . . . -174.5(3) ?
B1 N1 C9 C10 . . . . 1.3(4) ?
C7 C8 C9 N1 . . . . -2.0(3) ?
C7 C8 C9 C10 . . . . 174.6(3) ?
N1 C9 C10 C11 . . . . 164.5(3) ?
C8 C9 C10 C11 . . . . -11.6(5) ?
C9 C10 C11 C12 . . . . -174.9(3) ?
C10 C11 C12 C17 . . . . -2.0(5) ?
C10 C11 C12 C13 . . . . 175.2(3) ?
C17 C12 C13 C14 . . . . -1.0(4) ?
C11 C12 C13 C14 . . . . -178.4(3) ?
C12 C13 C14 C15 . . . . 1.1(5) ?
C13 C14 C15 C16 . . . . -0.4(5) ?
C14 C15 C16 C17 . . . . -0.2(5) ?
C15 C16 C17 C12 . . . . 0.2(5) ?
C13 C12 C17 C16 . . . . 0.4(4) ?
C11 C12 C17 C16 . . . . 177.7(3) ?
N2 C1 C18 C19 . . . . 164.6(3) ?
C2 C1 C18 C19 . . . . -13.3(6) ?
C1 C18 C19 C20 . . . . -175.9(3) ?
C18 C19 C20 C21 . . . . 178.6(3) ?
C18 C19 C20 C25 . . . . -1.3(5) ?
C25 C20 C21 C22 . . . . 1.0(5) ?
C19 C20 C21 C22 . . . . -178.8(3) ?
C20 C21 C22 C23 . . . . -1.6(6) ?
C21 C22 C23 C24 . . . . 1.4(6) ?
C22 C23 C24 C25 . . . . -0.7(5) ?
C23 C24 C25 C20 . . . . 0.2(5) ?
C21 C20 C25 C24 . . . . -0.4(5) ?
C19 C20 C25 C24 . . . . 179.5(3) ?
C6 C5 C28 C29 . . . . 99.8(3) ?
C4 C5 C28 C29 . . . . -77.8(4) ?
C6 C5 C28 C33 . . . . -76.7(4) ?
C4 C5 C28 C33 . . . . 105.7(3) ?
C33 C28 C29 C30 . . . . -0.8(5) ?
C5 C28 C29 C30 . . . . -177.4(3) ?
C28 C29 C30 C31 . . . . 0.9(5) ?
C29 C30 C31 O1 . . . . 179.3(3) ?
C29 C30 C31 C32 . . . . -1.0(5) ?
O1 C31 C32 C33 . . . . -179.4(3) ?
C30 C31 C32 C33 . . . . 1.0(5) ?
C31 C32 C33 C28 . . . . -0.8(5) ?
C29 C28 C33 C32 . . . . 0.7(5) ?
C5 C28 C33 C32 . . . . 177.3(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 F1 6_566 0.877(10) 1.909(14) 2.762(3) 164.(4) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1898269'
loop_
_audit_author_name
_audit_author_address
'fatma yuksel'
;gebze technical university
Turkey
;
_audit_update_record             
;
2019-02-20 deposited with the CCDC.	2019-06-27 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H22 Cl2 F12 N6 P2 Ru'
_chemical_formula_iupac          ?
_chemical_formula_weight         952.46

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   11.1241(12)
_cell_length_b                   20.936(2)
_cell_length_c                   14.7692(19)
_cell_angle_alpha                90
_cell_angle_beta                 94.332(6)
_cell_angle_gamma                90
_cell_volume                     3429.8(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3780
_cell_measurement_theta_min      2.3806
_cell_measurement_theta_max      20.3407
_cell_measurement_temperature    295.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.116
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.096
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1888

_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/2 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      295.(2)

_diffrn_source                   ImuS
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  multilayer

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            33225
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_av_unetI/netI     0.1184
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         28.44
_diffrn_reflns_theta_full        28.44
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;
;

_reflns_number_total             8560
_reflns_number_gt                4293
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1464
_refine_ls_R_factor_gt           0.0581
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1622
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_number_reflns         8560
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0635P)²+1.2456P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.816
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ru Ru1 0.41223(3) 0.67127(2) 0.27352(3) 0.03682(15) Uani d . . . 1 . .
P P1 0.86902(15) 0.54192(8) 0.17523(11) 0.0587(4) Uani d . . . 1 . .
P P2 0.94195(16) 0.78520(10) 0.40309(15) 0.0766(6) Uani d . . . 1 . .
N N1 0.2967(3) 0.62808(19) 0.3575(3) 0.0390(10) Uani d . . . 1 . .
N N2 0.5333(3) 0.6420(2) 0.3791(3) 0.0394(10) Uani d . . . 1 . .
N N3 0.5439(4) 0.7195(2) 0.2096(3) 0.0395(10) Uani d . . . 1 . .
N N4 0.4011(3) 0.76148(19) 0.3286(3) 0.0391(10) Uani d . . . 1 . .
N N5 0.2770(4) 0.6888(2) 0.1731(3) 0.0437(11) Uani d . . . 1 . .
N N6 0.4170(4) 0.5891(2) 0.1973(3) 0.0419(10) Uani d . . . 1 . .
Cl Cl1 0.08118(17) 0.54745(10) 0.57580(12) 0.0926(6) Uani d . . . 1 . .
Cl Cl2 0.75549(16) 0.57533(10) 0.62904(12) 0.0895(6) Uani d . . . 1 . .
F F1 0.9281(5) 0.5134(3) 0.0925(3) 0.142(2) Uani d . . . 1 . .
F F2 0.9785(3) 0.51657(18) 0.2402(3) 0.0926(12) Uani d . . . 1 . .
F F3 0.8044(5) 0.5672(3) 0.2573(3) 0.1299(18) Uani d . . . 1 . .
F F4 0.7578(4) 0.56560(19) 0.1100(3) 0.0990(13) Uani d . . . 1 . .
F F5 0.8041(4) 0.47566(19) 0.1854(4) 0.1280(19) Uani d . . . 1 . .
F F6 0.9324(4) 0.6070(2) 0.1675(4) 0.1371(19) Uani d . . . 1 . .
F F7 1.0593(4) 0.7479(3) 0.4273(5) 0.165(2) Uani d . . . 1 . .
F F8 0.9888(8) 0.8161(3) 0.3185(4) 0.192(3) Uani d . . . 1 . .
F F9 0.8259(6) 0.8209(4) 0.3859(5) 0.238(4) Uani d . . . 1 . .
F F10 0.8938(5) 0.7560(3) 0.4915(4) 0.152(2) Uani d . . . 1 . .
F F11 0.8931(5) 0.7279(3) 0.3453(4) 0.147(2) Uani d . . . 1 . .
F F12 0.9934(6) 0.8414(2) 0.4633(4) 0.156(2) Uani d . . . 1 . .
C C1 0.1771(4) 0.6218(2) 0.3454(4) 0.0475(14) Uani d . . . 1 . .
H H1 0.1379 0.6356 0.291 0.057 Uiso calc U . R 1 . .
C C2 0.1095(5) 0.5956(3) 0.4108(4) 0.0541(15) Uani d . . . 1 . .
H H2 0.0264 0.5918 0.3995 0.065 Uiso calc U . R 1 . .
C C3 0.1631(5) 0.5754(3) 0.4915(4) 0.0528(15) Uani d . . . 1 . .
C C4 0.2901(5) 0.5792(2) 0.5057(3) 0.0429(13) Uani d . . . 1 . .
C C5 0.3560(6) 0.5583(3) 0.5864(4) 0.0620(16) Uani d . . . 1 . .
H H5 0.315 0.5405 0.6329 0.074 Uiso calc U . R 1 . .
C C6 0.4779(6) 0.5640(3) 0.5968(4) 0.0636(17) Uani d . . . 1 . .
H H6 0.5189 0.5499 0.6502 0.076 Uiso calc U . R 1 . .
C C7 0.5442(5) 0.5911(2) 0.5273(4) 0.0465(14) Uani d . . . 1 . .
C C8 0.6697(5) 0.5994(3) 0.5333(4) 0.0527(15) Uani d . . . 1 . .
C C9 0.7225(5) 0.6279(3) 0.4650(4) 0.0558(15) Uani d . . . 1 . .
H H9 0.8057 0.6333 0.4684 0.067 Uiso calc U . R 1 . .
C C10 0.6516(4) 0.6494(3) 0.3886(4) 0.0498(14) Uani d . . . 1 . .
H H10 0.6894 0.6698 0.3426 0.06 Uiso calc U . R 1 . .
C C11 0.4796(4) 0.6129(2) 0.4481(3) 0.0360(12) Uani d . . . 1 . .
C C12 0.3523(4) 0.6061(2) 0.4376(3) 0.0379(12) Uani d . . . 1 . .
C C13 0.6206(5) 0.6926(3) 0.1555(4) 0.0565(15) Uani d . . . 1 . .
H H13 0.6061 0.6511 0.1351 0.068 Uiso calc U . R 1 . .
C C14 0.7207(5) 0.7245(3) 0.1290(4) 0.0635(17) Uani d . . . 1 . .
H H14 0.7739 0.7043 0.0927 0.076 Uiso calc U . R 1 . .
C C15 0.7405(6) 0.7855(3) 0.1563(4) 0.0669(18) Uani d . . . 1 . .
H H15 0.8075 0.8077 0.1392 0.08 Uiso calc U . R 1 . .
C C16 0.6603(5) 0.8140(3) 0.2097(4) 0.0583(16) Uani d . . . 1 . .
H H16 0.6716 0.8562 0.2279 0.07 Uiso calc U . R 1 . .
C C17 0.5634(4) 0.7802(3) 0.2363(3) 0.0418(13) Uani d . . . 1 . .
C C18 0.4780(4) 0.8052(3) 0.2971(3) 0.0419(13) Uani d . . . 1 . .
C C19 0.4708(5) 0.8689(3) 0.3210(4) 0.0569(15) Uani d . . . 1 . .
H H19 0.5237 0.8983 0.2985 0.068 Uiso calc U . R 1 . .
C C20 0.3855(6) 0.8890(3) 0.3777(4) 0.0642(17) Uani d . . . 1 . .
H H20 0.381 0.9316 0.395 0.077 Uiso calc U . R 1 . .
C C21 0.3083(5) 0.8448(3) 0.4077(4) 0.0591(16) Uani d . . . 1 . .
H H21 0.2481 0.8574 0.4443 0.071 Uiso calc U . R 1 . .
C C22 0.3189(5) 0.7816(3) 0.3841(4) 0.0515(15) Uani d . . . 1 . .
H H22 0.2674 0.7518 0.4074 0.062 Uiso calc U . R 1 . .
C C23 0.2059(5) 0.7403(3) 0.1676(4) 0.0575(16) Uani d . . . 1 . .
H H23 0.2233 0.7739 0.2076 0.069 Uiso calc U . R 1 . .
C C24 0.1090(5) 0.7455(3) 0.1060(5) 0.0700(19) Uani d . . . 1 . .
H H24 0.0596 0.7814 0.1053 0.084 Uiso calc U . R 1 . .
C C25 0.0859(6) 0.6974(4) 0.0456(5) 0.075(2) Uani d . . . 1 . .
H H25 0.0209 0.7004 0.0024 0.09 Uiso calc U . R 1 . .
C C26 0.1580(5) 0.6447(3) 0.0483(4) 0.0662(18) Uani d . . . 1 . .
H H26 0.1431 0.612 0.0062 0.079 Uiso calc U . R 1 . .
C C27 0.2537(4) 0.6398(3) 0.1139(3) 0.0441(13) Uani d . . . 1 . .
C C28 0.3334(5) 0.5856(3) 0.1253(3) 0.0435(13) Uani d . . . 1 . .
C C29 0.3289(5) 0.5328(3) 0.0681(4) 0.0601(16) Uani d . . . 1 . .
H H29 0.2708 0.5306 0.0195 0.072 Uiso calc U . R 1 . .
C C30 0.4091(6) 0.4847(3) 0.0833(4) 0.0696(18) Uani d . . . 1 . .
H H30 0.4067 0.4494 0.0448 0.083 Uiso calc U . R 1 . .
C C31 0.4948(5) 0.4880(3) 0.1563(4) 0.0607(16) Uani d . . . 1 . .
H H31 0.5499 0.4551 0.1682 0.073 Uiso calc U . R 1 . .
C C32 0.4960(5) 0.5411(3) 0.2104(4) 0.0500(14) Uani d . . . 1 . .
H H32 0.5545 0.544 0.2587 0.06 Uiso calc U . R 1 . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ru1 N6 . 2.059(4) ?
Ru1 N1 . 2.061(4) ?
Ru1 N4 . 2.064(4) ?
Ru1 N5 . 2.064(4) ?
Ru1 N3 . 2.065(4) ?
Ru1 N2 . 2.075(4) ?
P1 F6 . 1.542(4) ?
P1 F3 . 1.549(4) ?
P1 F1 . 1.550(4) ?
P1 F5 . 1.576(4) ?
P1 F2 . 1.584(4) ?
P1 F4 . 1.589(4) ?
P2 F9 . 1.498(5) ?
P2 F8 . 1.533(6) ?
P2 F7 . 1.541(5) ?
P2 F11 . 1.547(5) ?
P2 F12 . 1.559(5) ?
P2 F10 . 1.572(5) ?
N1 C1 . 1.336(6) ?
N1 C12 . 1.372(6) ?
N2 C10 . 1.321(6) ?
N2 C11 . 1.363(6) ?
N3 C13 . 1.337(7) ?
N3 C17 . 1.343(6) ?
N4 C22 . 1.340(6) ?
N4 C18 . 1.359(6) ?
N5 C23 . 1.336(6) ?
N5 C27 . 1.359(6) ?
N6 C32 . 1.340(6) ?
N6 C28 . 1.360(6) ?
Cl1 C3 . 1.702(5) ?
Cl2 C8 . 1.720(5) ?
C1 C2 . 1.382(7) ?
C1 H1 . 0.93 ?
C2 C3 . 1.359(7) ?
C2 H2 . 0.93 ?
C3 C4 . 1.415(7) ?
C4 C12 . 1.383(7) ?
C4 C5 . 1.421(7) ?
C5 C6 . 1.358(8) ?
C5 H5 . 0.93 ?
C6 C7 . 1.426(8) ?
C6 H6 . 0.93 ?
C7 C11 . 1.403(6) ?
C7 C8 . 1.404(7) ?
C8 C9 . 1.345(8) ?
C9 C10 . 1.401(7) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C11 C12 . 1.420(6) ?
C13 C14 . 1.380(8) ?
C13 H13 . 0.93 ?
C14 C15 . 1.352(8) ?
C14 H14 . 0.93 ?
C15 C16 . 1.371(8) ?
C15 H15 . 0.93 ?
C16 C17 . 1.372(7) ?
C16 H16 . 0.93 ?
C17 C18 . 1.453(7) ?
C18 C19 . 1.384(7) ?
C19 C20 . 1.378(8) ?
C19 H19 . 0.93 ?
C20 C21 . 1.359(8) ?
C20 H20 . 0.93 ?
C21 C22 . 1.377(8) ?
C21 H21 . 0.93 ?
C22 H22 . 0.93 ?
C23 C24 . 1.362(7) ?
C23 H23 . 0.93 ?
C24 C25 . 1.356(9) ?
C24 H24 . 0.93 ?
C25 C26 . 1.363(9) ?
C25 H25 . 0.93 ?
C26 C27 . 1.388(7) ?
C26 H26 . 0.93 ?
C27 C28 . 1.443(7) ?
C28 C29 . 1.389(7) ?
C29 C30 . 1.353(8) ?
C29 H29 . 0.93 ?
C30 C31 . 1.386(8) ?
C30 H30 . 0.93 ?
C31 C32 . 1.369(7) ?
C31 H31 . 0.93 ?
C32 H32 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N6 Ru1 N1 . . 90.32(16) ?
N6 Ru1 N4 . . 170.04(16) ?
N1 Ru1 N4 . . 96.06(16) ?
N6 Ru1 N5 . . 78.62(17) ?
N1 Ru1 N5 . . 93.22(15) ?
N4 Ru1 N5 . . 93.35(16) ?
N6 Ru1 N3 . . 96.30(16) ?
N1 Ru1 N3 . . 170.25(15) ?
N4 Ru1 N3 . . 78.40(17) ?
N5 Ru1 N3 . . 95.10(16) ?
N6 Ru1 N2 . . 97.03(16) ?
N1 Ru1 N2 . . 79.46(15) ?
N4 Ru1 N2 . . 91.67(15) ?
N5 Ru1 N2 . . 171.53(16) ?
N3 Ru1 N2 . . 92.58(15) ?
F6 P1 F3 . . 89.9(3) ?
F6 P1 F1 . . 93.3(3) ?
F3 P1 F1 . . 176.6(3) ?
F6 P1 F5 . . 178.8(3) ?
F3 P1 F5 . . 89.1(3) ?
F1 P1 F5 . . 87.7(3) ?
F6 P1 F2 . . 90.3(2) ?
F3 P1 F2 . . 91.2(2) ?
F1 P1 F2 . . 89.8(2) ?
F5 P1 F2 . . 89.1(2) ?
F6 P1 F4 . . 91.1(3) ?
F3 P1 F4 . . 88.9(3) ?
F1 P1 F4 . . 90.0(2) ?
F5 P1 F4 . . 89.5(2) ?
F2 P1 F4 . . 178.6(2) ?
F9 P2 F8 . . 89.6(5) ?
F9 P2 F7 . . 176.2(4) ?
F8 P2 F7 . . 93.9(4) ?
F9 P2 F11 . . 91.8(4) ?
F8 P2 F11 . . 90.3(3) ?
F7 P2 F11 . . 89.5(3) ?
F9 P2 F12 . . 89.7(4) ?
F8 P2 F12 . . 90.8(3) ?
F7 P2 F12 . . 89.0(3) ?
F11 P2 F12 . . 178.2(4) ?
F9 P2 F10 . . 89.5(4) ?
F8 P2 F10 . . 177.9(3) ?
F7 P2 F10 . . 86.9(4) ?
F11 P2 F10 . . 91.7(3) ?
F12 P2 F10 . . 87.3(3) ?
C1 N1 C12 . . 117.5(4) ?
C1 N1 Ru1 . . 128.5(3) ?
C12 N1 Ru1 . . 113.9(3) ?
C10 N2 C11 . . 117.5(4) ?
C10 N2 Ru1 . . 129.1(4) ?
C11 N2 Ru1 . . 113.4(3) ?
C13 N3 C17 . . 118.5(5) ?
C13 N3 Ru1 . . 125.1(4) ?
C17 N3 Ru1 . . 115.6(3) ?
C22 N4 C18 . . 118.3(5) ?
C22 N4 Ru1 . . 126.3(4) ?
C18 N4 Ru1 . . 115.0(3) ?
C23 N5 C27 . . 119.1(4) ?
C23 N5 Ru1 . . 125.7(4) ?
C27 N5 Ru1 . . 114.9(3) ?
C32 N6 C28 . . 118.3(4) ?
C32 N6 Ru1 . . 126.2(3) ?
C28 N6 Ru1 . . 115.4(3) ?
N1 C1 C2 . . 122.3(5) ?
N1 C1 H1 . . 118.9 ?
C2 C1 H1 . . 118.9 ?
C3 C2 C1 . . 120.7(5) ?
C3 C2 H2 . . 119.6 ?
C1 C2 H2 . . 119.6 ?
C2 C3 C4 . . 118.7(5) ?
C2 C3 Cl1 . . 121.7(4) ?
C4 C3 Cl1 . . 119.6(5) ?
C12 C4 C3 . . 117.6(5) ?
C12 C4 C5 . . 118.7(5) ?
C3 C4 C5 . . 123.6(5) ?
C6 C5 C4 . . 121.0(5) ?
C6 C5 H5 . . 119.5 ?
C4 C5 H5 . . 119.5 ?
C5 C6 C7 . . 121.3(5) ?
C5 C6 H6 . . 119.3 ?
C7 C6 H6 . . 119.3 ?
C11 C7 C8 . . 117.2(5) ?
C11 C7 C6 . . 118.0(5) ?
C8 C7 C6 . . 124.8(5) ?
C9 C8 C7 . . 119.7(5) ?
C9 C8 Cl2 . . 120.0(5) ?
C7 C8 Cl2 . . 120.2(5) ?
C8 C9 C10 . . 119.7(5) ?
C8 C9 H9 . . 120.1 ?
C10 C9 H9 . . 120.1 ?
N2 C10 C9 . . 122.9(5) ?
N2 C10 H10 . . 118.5 ?
C9 C10 H10 . . 118.5 ?
N2 C11 C7 . . 122.9(5) ?
N2 C11 C12 . . 117.0(4) ?
C7 C11 C12 . . 120.1(5) ?
N1 C12 C4 . . 123.1(5) ?
N1 C12 C11 . . 116.2(4) ?
C4 C12 C11 . . 120.7(5) ?
N3 C13 C14 . . 122.1(6) ?
N3 C13 H13 . . 119.0 ?
C14 C13 H13 . . 119.0 ?
C15 C14 C13 . . 119.3(6) ?
C15 C14 H14 . . 120.4 ?
C13 C14 H14 . . 120.4 ?
C14 C15 C16 . . 119.0(6) ?
C14 C15 H15 . . 120.5 ?
C16 C15 H15 . . 120.5 ?
C17 C16 C15 . . 119.9(6) ?
C17 C16 H16 . . 120.0 ?
C15 C16 H16 . . 120.0 ?
N3 C17 C16 . . 121.2(5) ?
N3 C17 C18 . . 115.1(4) ?
C16 C17 C18 . . 123.7(5) ?
N4 C18 C19 . . 120.8(5) ?
N4 C18 C17 . . 115.3(5) ?
C19 C18 C17 . . 123.9(5) ?
C20 C19 C18 . . 120.4(6) ?
C20 C19 H19 . . 119.8 ?
C18 C19 H19 . . 119.8 ?
C21 C20 C19 . . 118.1(6) ?
C21 C20 H20 . . 121.0 ?
C19 C20 H20 . . 121.0 ?
C20 C21 C22 . . 120.3(6) ?
C20 C21 H21 . . 119.9 ?
C22 C21 H21 . . 119.9 ?
N4 C22 C21 . . 122.2(5) ?
N4 C22 H22 . . 118.9 ?
C21 C22 H22 . . 118.9 ?
N5 C23 C24 . . 122.7(6) ?
N5 C23 H23 . . 118.6 ?
C24 C23 H23 . . 118.6 ?
C25 C24 C23 . . 118.7(6) ?
C25 C24 H24 . . 120.7 ?
C23 C24 H24 . . 120.7 ?
C24 C25 C26 . . 120.1(5) ?
C24 C25 H25 . . 120.0 ?
C26 C25 H25 . . 120.0 ?
C25 C26 C27 . . 119.8(6) ?
C25 C26 H26 . . 120.1 ?
C27 C26 H26 . . 120.1 ?
N5 C27 C26 . . 119.5(5) ?
N5 C27 C28 . . 115.7(4) ?
C26 C27 C28 . . 124.8(5) ?
N6 C28 C29 . . 120.7(5) ?
N6 C28 C27 . . 115.2(5) ?
C29 C28 C27 . . 124.1(5) ?
C30 C29 C28 . . 119.9(6) ?
C30 C29 H29 . . 120.1 ?
C28 C29 H29 . . 120.1 ?
C29 C30 C31 . . 119.8(6) ?
C29 C30 H30 . . 120.1 ?
C31 C30 H30 . . 120.1 ?
C32 C31 C30 . . 118.1(6) ?
C32 C31 H31 . . 120.9 ?
C30 C31 H31 . . 120.9 ?
N6 C32 C31 . . 123.2(5) ?
N6 C32 H32 . . 118.4 ?
C31 C32 H32 . . 118.4 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C12 N1 C1 C2 . . . . 1.3(7) ?
Ru1 N1 C1 C2 . . . . -175.2(4) ?
N1 C1 C2 C3 . . . . 0.6(9) ?
C1 C2 C3 C4 . . . . -2.7(9) ?
C1 C2 C3 Cl1 . . . . 176.0(4) ?
C2 C3 C4 C12 . . . . 3.0(8) ?
Cl1 C3 C4 C12 . . . . -175.8(4) ?
C2 C3 C4 C5 . . . . -178.7(5) ?
Cl1 C3 C4 C5 . . . . 2.5(8) ?
C12 C4 C5 C6 . . . . -0.7(8) ?
C3 C4 C5 C6 . . . . -179.0(6) ?
C4 C5 C6 C7 . . . . 0.2(9) ?
C5 C6 C7 C11 . . . . 1.1(8) ?
C5 C6 C7 C8 . . . . 179.0(6) ?
C11 C7 C8 C9 . . . . 0.6(8) ?
C6 C7 C8 C9 . . . . -177.3(6) ?
C11 C7 C8 Cl2 . . . . 178.8(4) ?
C6 C7 C8 Cl2 . . . . 0.8(8) ?
C7 C8 C9 C10 . . . . 0.4(8) ?
Cl2 C8 C9 C10 . . . . -177.8(4) ?
C11 N2 C10 C9 . . . . 1.0(8) ?
Ru1 N2 C10 C9 . . . . 178.9(4) ?
C8 C9 C10 N2 . . . . -1.3(9) ?
C10 N2 C11 C7 . . . . 0.1(7) ?
Ru1 N2 C11 C7 . . . . -178.1(4) ?
C10 N2 C11 C12 . . . . 179.1(5) ?
Ru1 N2 C11 C12 . . . . 0.9(5) ?
C8 C7 C11 N2 . . . . -0.9(7) ?
C6 C7 C11 N2 . . . . 177.2(5) ?
C8 C7 C11 C12 . . . . -179.8(5) ?
C6 C7 C11 C12 . . . . -1.8(7) ?
C1 N1 C12 C4 . . . . -1.0(7) ?
Ru1 N1 C12 C4 . . . . 176.0(4) ?
C1 N1 C12 C11 . . . . 179.4(4) ?
Ru1 N1 C12 C11 . . . . -3.6(5) ?
C3 C4 C12 N1 . . . . -1.2(8) ?
C5 C4 C12 N1 . . . . -179.6(5) ?
C3 C4 C12 C11 . . . . 178.4(5) ?
C5 C4 C12 C11 . . . . 0.0(7) ?
N2 C11 C12 N1 . . . . 1.8(6) ?
C7 C11 C12 N1 . . . . -179.1(4) ?
N2 C11 C12 C4 . . . . -177.8(4) ?
C7 C11 C12 C4 . . . . 1.2(7) ?
C17 N3 C13 C14 . . . . 2.2(8) ?
Ru1 N3 C13 C14 . . . . -167.2(4) ?
N3 C13 C14 C15 . . . . -1.9(9) ?
C13 C14 C15 C16 . . . . -0.1(9) ?
C14 C15 C16 C17 . . . . 1.5(9) ?
C13 N3 C17 C16 . . . . -0.7(7) ?
Ru1 N3 C17 C16 . . . . 169.7(4) ?
C13 N3 C17 C18 . . . . -178.3(4) ?
Ru1 N3 C17 C18 . . . . -7.8(5) ?
C15 C16 C17 N3 . . . . -1.2(8) ?
C15 C16 C17 C18 . . . . 176.2(5) ?
C22 N4 C18 C19 . . . . -0.7(7) ?
Ru1 N4 C18 C19 . . . . 172.9(4) ?
C22 N4 C18 C17 . . . . -179.1(4) ?
Ru1 N4 C18 C17 . . . . -5.5(5) ?
N3 C17 C18 N4 . . . . 8.8(6) ?
C16 C17 C18 N4 . . . . -168.7(5) ?
N3 C17 C18 C19 . . . . -169.5(5) ?
C16 C17 C18 C19 . . . . 13.0(8) ?
N4 C18 C19 C20 . . . . 0.5(8) ?
C17 C18 C19 C20 . . . . 178.7(5) ?
C18 C19 C20 C21 . . . . -1.2(9) ?
C19 C20 C21 C22 . . . . 2.3(9) ?
C18 N4 C22 C21 . . . . 1.9(7) ?
Ru1 N4 C22 C21 . . . . -171.0(4) ?
C20 C21 C22 N4 . . . . -2.7(8) ?
C27 N5 C23 C24 . . . . 1.3(8) ?
Ru1 N5 C23 C24 . . . . -171.9(4) ?
N5 C23 C24 C25 . . . . -2.3(9) ?
C23 C24 C25 C26 . . . . 1.0(10) ?
C24 C25 C26 C27 . . . . 1.2(10) ?
C23 N5 C27 C26 . . . . 0.9(8) ?
Ru1 N5 C27 C26 . . . . 174.8(4) ?
C23 N5 C27 C28 . . . . -179.0(5) ?
Ru1 N5 C27 C28 . . . . -5.1(6) ?
C25 C26 C27 N5 . . . . -2.2(9) ?
C25 C26 C27 C28 . . . . 177.8(6) ?
C32 N6 C28 C29 . . . . 1.3(7) ?
Ru1 N6 C28 C29 . . . . 179.1(4) ?
C32 N6 C28 C27 . . . . -178.3(5) ?
Ru1 N6 C28 C27 . . . . -0.4(6) ?
N5 C27 C28 N6 . . . . 3.7(7) ?
C26 C27 C28 N6 . . . . -176.3(5) ?
N5 C27 C28 C29 . . . . -175.8(5) ?
C26 C27 C28 C29 . . . . 4.2(9) ?
N6 C28 C29 C30 . . . . -0.7(8) ?
C27 C28 C29 C30 . . . . 178.7(5) ?
C28 C29 C30 C31 . . . . 0.5(9) ?
C29 C30 C31 C32 . . . . -0.9(9) ?
C28 N6 C32 C31 . . . . -1.7(8) ?
Ru1 N6 C32 C31 . . . . -179.3(4) ?
C30 C31 C32 N6 . . . . 1.5(9) ?

