#------------------------------------------------------------------------------
#$Date: 2020-03-27 01:50:08 +0200 (Fri, 27 Mar 2020) $
#$Revision: 249744 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/45/4134554.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_4134554
loop_
_publ_author_name
'Karges, Johannes'
'Heinemann, Franz'
'Jakubaszek, Marta'
'Maschietto, Federica'
'Subecz, Chloé'
'Dotou, Mazzarine'
'Vinck, Robin'
'Blacque, Olivier'
'Tharaud, Mickaël'
'Goud, Bruno'
'Viñuelas Zahı Nos, Emilio'
'Spingler, Bernhard'
'Ciofini, Ilaria'
'Gasser, Gilles'
_publ_section_title
;
 Rationally Designed Long-Wavelength Absorbing Ru(II) Polypyridyl
 Complexes as Photosensitizers for Photodynamic Therapy.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b13620
_journal_year                    2020
_chemical_formula_moiety         'C34 H22 Br2 N6 Ru, 2(F6 P), 2(C2 H3 N)'
_chemical_formula_sum            'C38 H28 Br2 F12 N8 P2 Ru'
_chemical_formula_weight         1147.51
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90.834(2)
_cell_angle_beta                 98.147(2)
_cell_angle_gamma                101.020(2)
_cell_formula_units_Z            2
_cell_length_a                   11.4219(3)
_cell_length_b                   12.3760(3)
_cell_length_c                   15.0464(4)
_cell_measurement_reflns_used    15014
_cell_measurement_temperature    183(1)
_cell_measurement_theta_max      30.2060
_cell_measurement_theta_min      2.4650
_cell_volume                     2064.73(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015b)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      183(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4498
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -48.00  64.00   0.80   20.00    --  -14.56  77.00-180.00  140
  2  ω    -48.00  64.00   0.80   20.00    --  -14.56  77.00  60.00  140
  3  ω    -18.00  94.00   0.80   20.00    --   15.19  77.00  90.00  140
  4  ω    -18.00  94.00   0.80   20.00    --   15.19  77.00 -30.00  140
  5  ω   -105.00 -36.20   0.80   20.00    --  -14.56-178.00-150.00   86
  6  ω   -105.00 -36.20   0.80   20.00    --  -14.56-178.00-180.00   86
  7  ω    -14.00  88.40   0.80   20.00    --   15.19  57.00-150.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0554899000
_diffrn_orient_matrix_UB_12      0.0109806000
_diffrn_orient_matrix_UB_13      -0.0173298000
_diffrn_orient_matrix_UB_21      -0.0018535000
_diffrn_orient_matrix_UB_22      -0.0574005000
_diffrn_orient_matrix_UB_23      -0.0050563000
_diffrn_orient_matrix_UB_31      -0.0317609000
_diffrn_orient_matrix_UB_32      -0.0004412000
_diffrn_orient_matrix_UB_33      -0.0441147000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38483
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.877
_diffrn_reflns_theta_min         2.210
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.488
_exptl_absorpt_correction_T_max  0.744
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_description       block
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.790
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     643
_refine_ls_number_reflns         9850
_refine_ls_number_restraints     312
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0398
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0566P)²+1.5221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1096
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8411
_reflns_number_total             9850
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b13620_si_004.cif
_cod_data_source_block           3
_cod_original_cell_volume        2064.73(10)
_cod_database_code               4134554
_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.
;
_shelx_estimated_absorpt_t_max   0.677
_shelx_estimated_absorpt_t_min   0.532
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N8A-C37A = N8B-C37B
 1.15 with sigma of 0.01
 C37A-C38A = C37B-C38B
 1.45 with sigma of 0.01
 P1-F3A \\sim P1-F3B \\sim P1-F4A \\sim P1-F4B \\sim P1-F5A \\sim P1-F5B \\sim
P1-F6A \\sim P1-F6B
 with sigma of 0.005
 P2-F9A \\sim P2-F9B \\sim P2-F10A \\sim P2-F10B \\sim P2-F11A \\sim P2-F11B
\\sim P2-F12A \\sim P2-F12B
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C37A) = Uanis(C38A) = Uanis(N8A) = Uanis(N8B) = Uanis(C37B) = Uanis(C38B)
4. Rigid body (RIGU) restrains
 F1, F2, F3A, F3B, F4A, F4B, F5A, F5B, F6A, F6B, P1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F7, F8, F9A, F9B, F10A, F10B, F11A, F11B, F12A, F12B, P2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C37A, C38A, N8A, C37B, C38B, N8B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C37B)=Sof(C38B)=Sof(H38D)=Sof(H38E)=Sof(H38F)=Sof(N8B)=1-FVAR(1)
 Sof(C37A)=Sof(C38A)=Sof(H38A)=Sof(H38B)=Sof(H38C)=Sof(N8A)=FVAR(1)
 Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=1-FVAR(2)
 Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(2)
 Sof(F9B)=Sof(F10B)=Sof(F11B)=Sof(F12B)=1-FVAR(3)
 Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=FVAR(3)
6.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C25(H25), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34)
6.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C38A(H38A,H38B,H38C), C38B(H38D,H38E,H38F)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Br1 Br 0.28459(3) 0.55948(3) 0.46843(3) 0.05164(11) Uani 1 1 d . . . . .
Br2 Br 0.71395(3) 1.11845(3) 0.37277(2) 0.04284(10) Uani 1 1 d . . . . .
C1 C 0.5673(3) 0.6313(3) 0.6750(2) 0.0366(7) Uani 1 1 d . . . . .
H1 H 0.591914 0.598938 0.729594 0.044 Uiso 1 1 calc R . . . .
C2 C 0.4625(3) 0.5794(3) 0.6215(2) 0.0383(7) Uani 1 1 d . . . . .
H2 H 0.416002 0.513022 0.638751 0.046 Uiso 1 1 calc R . . . .
C3 C 0.4279(3) 0.6267(3) 0.5428(2) 0.0336(6) Uani 1 1 d . . . . .
C4 C 0.4967(3) 0.7229(2) 0.5180(2) 0.0320(6) Uani 1 1 d . . . . .
H4 H 0.473653 0.754953 0.462852 0.038 Uiso 1 1 calc R . . . .
C5 C 0.6001(2) 0.7717(2) 0.57534(19) 0.0280(6) Uani 1 1 d . . . . .
C6 C 0.6813(2) 0.8731(2) 0.55598(19) 0.0279(6) Uani 1 1 d . . . . .
C7 C 0.6570(3) 0.9363(2) 0.4828(2) 0.0309(6) Uani 1 1 d . . . . .
H7 H 0.583670 0.917075 0.442431 0.037 Uiso 1 1 calc R . . . .
C8 C 0.7426(3) 1.0281(2) 0.4700(2) 0.0317(6) Uani 1 1 d . . . . .
C9 C 0.8496(3) 1.0552(3) 0.5288(2) 0.0359(7) Uani 1 1 d . . . . .
H9 H 0.909782 1.116695 0.519450 0.043 Uiso 1 1 calc R . . . .
C10 C 0.8660(3) 0.9901(2) 0.6015(2) 0.0329(6) Uani 1 1 d . . . . .
H10 H 0.938547 1.008655 0.642775 0.039 Uiso 1 1 calc R . . . .
C11 C 0.9367(3) 0.7023(2) 0.6044(2) 0.0329(6) Uani 1 1 d . . . . .
H11 H 0.917596 0.753675 0.560998 0.040 Uiso 1 1 calc R . . . .
C12 C 1.0119(3) 0.6307(3) 0.5852(2) 0.0403(7) Uani 1 1 d . . . . .
H12 H 1.043678 0.634883 0.530051 0.048 Uiso 1 1 calc R . . . .
C13 C 1.0396(3) 0.5549(3) 0.6458(2) 0.0417(7) Uani 1 1 d . . . . .
H13 H 1.092109 0.507206 0.633879 0.050 Uiso 1 1 calc R . . . .
C14 C 0.9893(3) 0.5484(3) 0.7261(2) 0.0387(7) Uani 1 1 d . . . . .
C15 C 0.9162(2) 0.6232(2) 0.7410(2) 0.0303(6) Uani 1 1 d . . . . .
C16 C 0.8628(3) 0.6222(2) 0.8212(2) 0.0328(6) Uani 1 1 d . . . . .
C17 C 0.8792(3) 0.5414(3) 0.8835(2) 0.0423(8) Uani 1 1 d . . . . .
C18 C 0.9544(3) 0.4656(3) 0.8662(3) 0.0513(9) Uani 1 1 d . . . . .
H18 H 0.966589 0.410947 0.908401 0.062 Uiso 1 1 calc R . . . .
C19 C 1.0079(3) 0.4692(3) 0.7926(3) 0.0479(9) Uani 1 1 d . . . . .
H19 H 1.058873 0.418758 0.784250 0.057 Uiso 1 1 calc R . . . .
C20 C 0.8181(3) 0.5403(3) 0.9587(3) 0.0508(9) Uani 1 1 d . . . . .
H20 H 0.825659 0.486776 1.002687 0.061 Uiso 1 1 calc R . . . .
C21 C 0.7484(3) 0.6159(3) 0.9680(2) 0.0508(9) Uani 1 1 d . . . . .
H21 H 0.706499 0.614781 1.018293 0.061 Uiso 1 1 calc R . . . .
C22 C 0.7382(3) 0.6956(3) 0.9035(2) 0.0408(7) Uani 1 1 d . . . . .
H22 H 0.689747 0.748457 0.911428 0.049 Uiso 1 1 calc R . . . .
C23 C 0.5979(3) 0.9197(3) 0.7903(3) 0.0426(8) Uani 1 1 d . . . . .
H23 H 0.540018 0.866027 0.753490 0.051 Uiso 1 1 calc R . . . .
C24 C 0.5581(3) 0.9988(3) 0.8394(3) 0.0534(10) Uani 1 1 d . . . . .
H24 H 0.474269 0.998422 0.835269 0.064 Uiso 1 1 calc R . . . .
C25 C 0.6391(3) 1.0766(3) 0.8931(3) 0.0511(9) Uani 1 1 d . . . . .
H25 H 0.611843 1.129499 0.927265 0.061 Uiso 1 1 calc R . . . .
C26 C 0.7631(3) 1.0779(3) 0.8976(2) 0.0391(7) Uani 1 1 d . . . . .
C27 C 0.7955(3) 0.9957(2) 0.8465(2) 0.0312(6) Uani 1 1 d . . . . .
C28 C 0.9204(2) 0.9913(2) 0.84880(19) 0.0287(6) Uani 1 1 d . . . . .
C29 C 1.0095(3) 1.0707(3) 0.8997(2) 0.0353(7) Uani 1 1 d . . . . .
C30 C 0.9733(3) 1.1545(3) 0.9503(2) 0.0419(7) Uani 1 1 d . . . . .
H30 H 1.033033 1.209209 0.984526 0.050 Uiso 1 1 calc R . . . .
C31 C 0.8560(3) 1.1569(3) 0.9500(2) 0.0451(8) Uani 1 1 d . . . . .
H31 H 0.834381 1.212154 0.985338 0.054 Uiso 1 1 calc R . . . .
C32 C 1.1305(3) 1.0625(3) 0.8981(2) 0.0396(7) Uani 1 1 d . . . . .
H32 H 1.194127 1.115005 0.930835 0.047 Uiso 1 1 calc R . . . .
C33 C 1.1551(3) 0.9784(3) 0.8492(2) 0.0404(7) Uani 1 1 d . . . . .
H33 H 1.236358 0.971640 0.848105 0.049 Uiso 1 1 calc R . . . .
C34 C 1.0615(3) 0.9024(3) 0.8008(2) 0.0343(6) Uani 1 1 d . . . . .
H34 H 1.080854 0.843992 0.767640 0.041 Uiso 1 1 calc R . . . .
N1 N 0.6363(2) 0.72575(19) 0.65358(16) 0.0281(5) Uani 1 1 d . . . . .
N2 N 0.7835(2) 0.90137(19) 0.61655(16) 0.0275(5) Uani 1 1 d . . . . .
N3 N 0.8908(2) 0.70109(19) 0.68106(16) 0.0281(5) Uani 1 1 d . . . . .
N4 N 0.7948(2) 0.6994(2) 0.83109(16) 0.0313(5) Uani 1 1 d . . . . .
N5 N 0.7144(2) 0.9174(2) 0.79359(17) 0.0316(5) Uani 1 1 d . . . . .
N6 N 0.9453(2) 0.9079(2) 0.79874(15) 0.0283(5) Uani 1 1 d . . . . .
Ru1 Ru 0.79322(2) 0.80783(2) 0.72835(2) 0.02564(7) Uani 1 1 d . . . . .
F1 F 0.4640(3) 0.6875(3) 0.8601(3) 0.1133(12) Uani 1 1 d . U . . .
F2 F 0.1915(2) 0.6901(3) 0.8718(2) 0.0925(9) Uani 1 1 d . U . . .
F3A F 0.3340(4) 0.6810(4) 0.97283(18) 0.0786(14) Uani 0.728(7) 1 d D U P A 1
F3B F 0.4087(14) 0.7720(12) 0.9426(9) 0.128(5) Uani 0.272(7) 1 d D U P A 2
F4A F 0.3543(4) 0.8179(2) 0.8859(4) 0.0885(17) Uani 0.728(7) 1 d D U P A 1
F4B F 0.3186(14) 0.7867(12) 0.8049(11) 0.110(5) Uani 0.272(7) 1 d D U P A 2
F5A F 0.3155(6) 0.7032(6) 0.7644(2) 0.125(2) Uani 0.728(7) 1 d D U P A 1
F5B F 0.2851(10) 0.5995(14) 0.7893(11) 0.112(6) Uani 0.272(7) 1 d D U P A 2
F6A F 0.2930(4) 0.5612(2) 0.8559(4) 0.0757(13) Uani 0.728(7) 1 d D U P A 1
F6B F 0.3694(15) 0.5974(12) 0.9304(11) 0.130(6) Uani 0.272(7) 1 d D U P A 2
P1 P 0.33068(9) 0.68914(8) 0.86786(6) 0.0450(2) Uani 1 1 d D U . . .
F7 F 0.9258(2) 0.6989(2) 0.38346(18) 0.0698(7) Uani 1 1 d . U . . .
F8 F 0.7118(3) 0.8080(3) 0.2917(2) 0.0973(10) Uani 1 1 d . U . . .
F9A F 0.7551(13) 0.7333(11) 0.4227(6) 0.091(3) Uani 0.454(14) 1 d D U P B 1
F9B F 0.8714(7) 0.8494(6) 0.4094(5) 0.0678(19) Uani 0.546(14) 1 d D U P B 2
F10A F 0.8754(9) 0.8756(5) 0.3657(13) 0.113(4) Uani 0.454(14) 1 d D U P B 1
F10B F 0.9125(6) 0.8122(10) 0.2772(6) 0.097(3) Uani 0.546(14) 1 d D U P B 2
F11A F 0.8684(17) 0.7606(11) 0.2443(7) 0.110(4) Uani 0.454(14) 1 d D U P B 1
F11B F 0.7726(10) 0.6519(9) 0.2683(10) 0.133(4) Uani 0.546(14) 1 d D U P B 2
F12A F 0.7519(11) 0.6313(5) 0.3054(7) 0.074(2) Uani 0.454(14) 1 d D U P B 1
F12B F 0.7341(12) 0.7020(10) 0.4055(7) 0.110(3) Uani 0.546(14) 1 d D U P B 2
P2 P 0.81689(8) 0.75332(7) 0.33588(7) 0.0456(2) Uani 1 1 d D U . . .
C35 C 0.7057(4) 0.1709(3) 0.6728(3) 0.0543(9) Uani 1 1 d . . . . .
C36 C 0.8180(4) 0.2436(4) 0.7065(3) 0.0683(12) Uani 1 1 d . . . . .
H36A H 0.853652 0.278998 0.656126 0.103 Uiso 1 1 calc GR . . . .
H36B H 0.873518 0.201069 0.738622 0.103 Uiso 1 1 calc GR . . . .
H36C H 0.803345 0.300018 0.747555 0.103 Uiso 1 1 calc GR . . . .
C37A C 0.5612(6) 0.3808(7) 0.8091(5) 0.0841(11) Uani 0.800(5) 1 d D U P C -1
C38A C 0.4683(6) 0.3707(7) 0.8657(5) 0.0841(11) Uani 0.800(5) 1 d D U P C -1
H38A H 0.413093 0.299506 0.852300 0.126 Uiso 0.800(5) 1 calc GR . P C -1
H38B H 0.423476 0.430344 0.854441 0.126 Uiso 0.800(5) 1 calc GR . P C -1
H38C H 0.505178 0.375218 0.928908 0.126 Uiso 0.800(5) 1 calc GR . P C -1
N7 N 0.6168(3) 0.1141(3) 0.6461(3) 0.0645(9) Uani 1 1 d . . . . .
N8A N 0.6351(5) 0.3930(5) 0.7671(4) 0.0841(11) Uani 0.800(5) 1 d D U P C -1
C37B C 0.445(2) 0.270(2) 0.8841(18) 0.0841(11) Uani 0.200(5) 1 d D U P C -2
C38B C 0.512(3) 0.347(2) 0.829(2) 0.0841(11) Uani 0.200(5) 1 d D U P C -2
H38D H 0.486025 0.324343 0.765391 0.126 Uiso 0.200(5) 1 calc GR . P C -2
H38E H 0.598381 0.348081 0.844444 0.126 Uiso 0.200(5) 1 calc GR . P C -2
H38F H 0.496094 0.420833 0.839687 0.126 Uiso 0.200(5) 1 calc GR . P C -2
N8B N 0.4006(19) 0.2025(19) 0.9283(15) 0.0841(11) Uani 0.200(5) 1 d D U P C -2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 1 0.1147
0 1 -1 0.1147
-1 -1 -2 0.1223
1 1 2 0.1223
2 0 -1 0.0529
-1 0 1 0.0778
-1 0 2 0.0667
-1 2 -1 0.1293
1 -2 1 0.1293
0 1 0 0.1160
0 -1 0 0.1264
-6 2 -18 0.1394
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
C2 C1 H1 118.3 . . ?
N1 C1 H1 118.3 . . ?
N1 C1 C2 123.3(3) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.8(3) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 Br1 119.3(2) . . ?
C2 C3 C4 120.6(3) . . ?
C4 C3 Br1 120.1(2) . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.6(3) . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 123.7(3) . . ?
N1 C5 C4 121.6(3) . . ?
N1 C5 C6 114.6(2) . . ?
C7 C6 C5 123.7(3) . . ?
N2 C6 C5 114.4(2) . . ?
N2 C6 C7 121.9(3) . . ?
C6 C7 H7 120.9 . . ?
C8 C7 C6 118.3(3) . . ?
C8 C7 H7 120.9 . . ?
C7 C8 Br2 120.3(2) . . ?
C9 C8 Br2 119.2(2) . . ?
C9 C8 C7 120.5(3) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 C8 117.9(3) . . ?
C10 C9 H9 121.0 . . ?
C9 C10 H10 118.6 . . ?
N2 C10 C9 122.9(3) . . ?
N2 C10 H10 118.6 . . ?
C12 C11 H11 118.7 . . ?
N3 C11 H11 118.7 . . ?
N3 C11 C12 122.6(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.5 . . ?
C12 C13 C14 119.1(3) . . ?
C14 C13 H13 120.5 . . ?
C13 C14 C19 123.9(3) . . ?
C15 C14 C13 117.6(3) . . ?
C15 C14 C19 118.5(3) . . ?
C14 C15 C16 120.8(3) . . ?
N3 C15 C14 123.3(3) . . ?
N3 C15 C16 115.9(3) . . ?
C17 C16 C15 119.4(3) . . ?
N4 C16 C15 117.0(2) . . ?
N4 C16 C17 123.6(3) . . ?
C16 C17 C18 118.4(3) . . ?
C16 C17 C20 116.8(3) . . ?
C20 C17 C18 124.8(3) . . ?
C17 C18 H18 119.0 . . ?
C19 C18 C17 122.0(3) . . ?
C19 C18 H18 119.0 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.8(3) . . ?
C18 C19 H19 119.6 . . ?
C17 C20 H20 120.1 . . ?
C21 C20 C17 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.1 . . ?
N4 C22 C21 121.9(3) . . ?
N4 C22 H22 119.1 . . ?
C24 C23 H23 119.0 . . ?
N5 C23 H23 119.0 . . ?
N5 C23 C24 121.9(3) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.3(3) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.5(3) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C31 124.4(3) . . ?
C27 C26 C25 116.6(3) . . ?
C27 C26 C31 119.0(3) . . ?
C26 C27 C28 119.6(3) . . ?
N5 C27 C26 123.8(3) . . ?
N5 C27 C28 116.6(3) . . ?
C29 C28 C27 120.1(3) . . ?
N6 C28 C27 116.4(3) . . ?
N6 C28 C29 123.5(3) . . ?
C28 C29 C30 118.9(3) . . ?
C28 C29 C32 117.2(3) . . ?
C32 C29 C30 123.9(3) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 121.0(3) . . ?
C31 C30 H30 119.5 . . ?
C26 C31 H31 119.3 . . ?
C30 C31 C26 121.4(3) . . ?
C30 C31 H31 119.3 . . ?
C29 C32 H32 120.4 . . ?
C33 C32 C29 119.3(3) . . ?
C33 C32 H32 120.4 . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 120.1(3) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 118.5 . . ?
N6 C34 C33 122.9(3) . . ?
N6 C34 H34 118.5 . . ?
C1 N1 C5 117.9(3) . . ?
C1 N1 Ru1 126.0(2) . . ?
C5 N1 Ru1 116.12(18) . . ?
C6 N2 Ru1 115.92(18) . . ?
C10 N2 C6 118.4(2) . . ?
C10 N2 Ru1 125.56(19) . . ?
C11 N3 C15 117.4(3) . . ?
C11 N3 Ru1 129.0(2) . . ?
C15 N3 Ru1 113.51(19) . . ?
C16 N4 Ru1 113.48(19) . . ?
C22 N4 C16 117.7(3) . . ?
C22 N4 Ru1 128.8(2) . . ?
C23 N5 C27 117.8(3) . . ?
C23 N5 Ru1 128.6(2) . . ?
C27 N5 Ru1 113.64(19) . . ?
C28 N6 Ru1 113.68(18) . . ?
C34 N6 C28 117.0(3) . . ?
C34 N6 Ru1 129.3(2) . . ?
N1 Ru1 N2 78.52(9) . . ?
N1 Ru1 N3 91.71(9) . . ?
N1 Ru1 N4 96.37(9) . . ?
N1 Ru1 N5 95.89(9) . . ?
N1 Ru1 N6 173.13(9) . . ?
N2 Ru1 N3 96.73(9) . . ?
N2 Ru1 N4 173.77(9) . . ?
N2 Ru1 N5 89.14(9) . . ?
N2 Ru1 N6 96.13(9) . . ?
N3 Ru1 N5 171.21(9) . . ?
N3 Ru1 N6 93.22(9) . . ?
N4 Ru1 N3 79.75(10) . . ?
N4 Ru1 N5 94.97(10) . . ?
N4 Ru1 N6 89.22(9) . . ?
N5 Ru1 N6 79.60(10) . . ?
F1 P1 F2 177.8(2) . . ?
F1 P1 F3A 100.3(2) . . ?
F1 P1 F3B 73.6(7) . . ?
F1 P1 F4A 93.9(2) . . ?
F1 P1 F4B 96.5(5) . . ?
F1 P1 F5A 85.3(3) . . ?
F1 P1 F5B 91.6(5) . . ?
F1 P1 F6A 92.7(2) . . ?
F1 P1 F6B 72.8(6) . . ?
F3A P1 F2 81.9(2) . . ?
F3B P1 F2 108.2(7) . . ?
F3B P1 F5B 165.1(8) . . ?
F3B P1 F6B 85.1(10) . . ?
F4A P1 F2 86.7(2) . . ?
F4A P1 F3A 86.0(3) . . ?
F4B P1 F2 82.4(5) . . ?
F4B P1 F3B 89.8(10) . . ?
F4B P1 F5B 93.4(11) . . ?
F4B P1 F6B 169.0(8) . . ?
F5A P1 F2 92.6(3) . . ?
F5A P1 F3A 173.9(3) . . ?
F5A P1 F4A 91.1(3) . . ?
F5A P1 F6A 92.2(3) . . ?
F5B P1 F2 86.6(4) . . ?
F5B P1 F6B 89.1(10) . . ?
F6A P1 F2 86.8(2) . . ?
F6A P1 F3A 90.1(2) . . ?
F6A P1 F4A 172.8(2) . . ?
F6B P1 F2 108.4(6) . . ?
F8 P2 F7 178.65(17) . . ?
F8 P2 F9A 90.3(6) . . ?
F8 P2 F9B 95.5(3) . . ?
F8 P2 F10A 82.1(5) . . ?
F8 P2 F10B 95.5(3) . . ?
F8 P2 F11A 88.8(5) . . ?
F8 P2 F12A 95.4(5) . . ?
F8 P2 F12B 88.6(6) . . ?
F9A P2 F7 88.9(6) . . ?
F9A P2 F12A 85.9(5) . . ?
F9B P2 F7 83.2(3) . . ?
F10A P2 F7 96.8(5) . . ?
F10A P2 F9A 93.0(7) . . ?
F10A P2 F11A 93.4(6) . . ?
F10A P2 F12A 177.3(7) . . ?
F10B P2 F7 84.8(3) . . ?
F10B P2 F9B 86.6(4) . . ?
F11A P2 F7 92.1(5) . . ?
F11A P2 F9A 173.3(7) . . ?
F11A P2 F12A 87.6(6) . . ?
F11B P2 F7 91.0(5) . . ?
F11B P2 F8 90.3(5) . . ?
F11B P2 F9B 174.2(5) . . ?
F11B P2 F10B 93.5(5) . . ?
F11B P2 F12B 93.0(6) . . ?
F12A P2 F7 85.6(5) . . ?
F12B P2 F7 90.9(6) . . ?
F12B P2 F9B 86.5(4) . . ?
F12B P2 F10B 172.3(6) . . ?
N7 C35 C36 179.6(5) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N8A C37A C38A 177.0(9) . . ?
C37A C38A H38A 109.5 . . ?
C37A C38A H38B 109.5 . . ?
C37A C38A H38C 109.5 . . ?
H38A C38A H38B 109.5 . . ?
H38A C38A H38C 109.5 . . ?
H38B C38A H38C 109.5 . . ?
N8B C37B C38B 174(3) . . ?
C37B C38B H38D 109.5 . . ?
C37B C38B H38E 109.5 . . ?
C37B C38B H38F 109.5 . . ?
H38D C38B H38E 109.5 . . ?
H38D C38B H38F 109.5 . . ?
H38E C38B H38F 109.5 . . ?
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
Br1 C3 1.886(3) . ?
Br2 C8 1.884(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(4) . ?
C1 N1 1.350(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.370(4) . ?
C3 C4 1.383(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(4) . ?
C5 C6 1.470(4) . ?
C5 N1 1.360(4) . ?
C6 C7 1.386(4) . ?
C6 N2 1.360(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.385(4) . ?
C8 C9 1.385(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.381(4) . ?
C10 H10 0.9500 . ?
C10 N2 1.348(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.399(4) . ?
C11 N3 1.333(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.368(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.407(5) . ?
C14 C15 1.395(4) . ?
C14 C19 1.433(5) . ?
C15 C16 1.427(4) . ?
C15 N3 1.372(4) . ?
C16 C17 1.401(4) . ?
C16 N4 1.360(4) . ?
C17 C18 1.432(5) . ?
C17 C20 1.410(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.336(6) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.356(6) . ?
C21 H21 0.9500 . ?
C21 C22 1.404(5) . ?
C22 H22 0.9500 . ?
C22 N4 1.341(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.398(5) . ?
C23 N5 1.331(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.364(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.405(5) . ?
C26 C27 1.403(4) . ?
C26 C31 1.430(5) . ?
C27 C28 1.434(4) . ?
C27 N5 1.363(4) . ?
C28 C29 1.401(4) . ?
C28 N6 1.364(4) . ?
C29 C30 1.434(5) . ?
C29 C32 1.408(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.345(5) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C32 C33 1.361(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.391(4) . ?
C34 H34 0.9500 . ?
C34 N6 1.338(4) . ?
N1 Ru1 2.052(2) . ?
N2 Ru1 2.058(2) . ?
N3 Ru1 2.062(2) . ?
N4 Ru1 2.062(2) . ?
N5 Ru1 2.071(2) . ?
N6 Ru1 2.071(2) . ?
F1 P1 1.548(3) . ?
F2 P1 1.602(3) . ?
F3A P1 1.580(3) . ?
F3B P1 1.563(4) . ?
F4A P1 1.578(3) . ?
F4B P1 1.560(4) . ?
F5A P1 1.557(3) . ?
F5B P1 1.570(4) . ?
F6A P1 1.560(3) . ?
F6B P1 1.573(4) . ?
F7 P2 1.611(2) . ?
F8 P2 1.562(3) . ?
F9A P2 1.571(4) . ?
F9B P2 1.584(3) . ?
F10A P2 1.565(4) . ?
F10B P2 1.578(3) . ?
F11A P2 1.570(4) . ?
F11B P2 1.562(3) . ?
F12A P2 1.580(4) . ?
F12B P2 1.570(3) . ?
C35 C36 1.439(6) . ?
C35 N7 1.136(5) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37A C38A 1.440(7) . ?
C37A N8A 1.114(6) . ?
C38A H38A 0.9800 . ?
C38A H38B 0.9800 . ?
C38A H38C 0.9800 . ?
C37B C38B 1.451(10) . ?
C37B N8B 1.160(10) . ?
C38B H38D 0.9800 . ?
C38B H38E 0.9800 . ?
C38B H38F 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7 N7 0.95 2.44 3.381(4) 171.2 2_666 yes
C9 H9 F9B 0.95 2.53 3.179(7) 125.7 2_776 yes
C10 H10 F10A 0.95 2.35 3.069(9) 132.6 2_776 yes
C11 H11 F9A 0.95 2.56 3.263(15) 131.1 . yes
C13 H13 F7 0.95 2.53 3.271(4) 135.3 2_766 yes
C19 H19 F11B 0.95 2.48 3.379(11) 158.0 2_766 yes
C25 H25 F3B 0.95 2.35 3.249(14) 156.7 2_677 yes
C32 H32 N8B 0.95 2.41 3.20(2) 141.5 1_665 yes
C36 H36B F10B 0.98 2.53 3.258(9) 131.5 2_766 yes
C36 H36C N8A 0.98 2.47 3.254(7) 136.8 . yes
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C3 C4 C5 178.4(2) . . . . ?
Br2 C8 C9 C10 177.4(2) . . . . ?
C1 C2 C3 Br1 -179.3(2) . . . . ?
C1 C2 C3 C4 0.4(5) . . . . ?
C2 C1 N1 C5 0.1(5) . . . . ?
C2 C1 N1 Ru1 -179.6(2) . . . . ?
C2 C3 C4 C5 -1.3(5) . . . . ?
C3 C4 C5 C6 179.3(3) . . . . ?
C3 C4 C5 N1 1.6(4) . . . . ?
C4 C5 C6 C7 6.4(5) . . . . ?
C4 C5 C6 N2 -174.0(3) . . . . ?
C4 C5 N1 C1 -1.0(4) . . . . ?
C4 C5 N1 Ru1 178.8(2) . . . . ?
C5 C6 C7 C8 -177.7(3) . . . . ?
C5 C6 N2 C10 176.6(3) . . . . ?
C5 C6 N2 Ru1 -6.8(3) . . . . ?
C6 C5 N1 C1 -178.9(3) . . . . ?
C6 C5 N1 Ru1 0.9(3) . . . . ?
C6 C7 C8 Br2 -179.0(2) . . . . ?
C6 C7 C8 C9 0.3(5) . . . . ?
C7 C6 N2 C10 -3.7(4) . . . . ?
C7 C6 N2 Ru1 172.9(2) . . . . ?
C7 C8 C9 C10 -2.0(5) . . . . ?
C8 C9 C10 N2 0.9(5) . . . . ?
C9 C10 N2 C6 1.9(5) . . . . ?
C9 C10 N2 Ru1 -174.3(2) . . . . ?
C11 C12 C13 C14 1.5(5) . . . . ?
C12 C11 N3 C15 -2.4(4) . . . . ?
C12 C11 N3 Ru1 173.2(2) . . . . ?
C12 C13 C14 C15 -2.2(5) . . . . ?
C12 C13 C14 C19 177.3(3) . . . . ?
C13 C14 C15 C16 -179.5(3) . . . . ?
C13 C14 C15 N3 0.7(4) . . . . ?
C13 C14 C19 C18 -178.0(3) . . . . ?
C14 C15 C16 C17 -3.3(4) . . . . ?
C14 C15 C16 N4 178.7(3) . . . . ?
C14 C15 N3 C11 1.6(4) . . . . ?
C14 C15 N3 Ru1 -174.7(2) . . . . ?
C15 C14 C19 C18 1.5(5) . . . . ?
C15 C16 C17 C18 3.0(4) . . . . ?
C15 C16 C17 C20 -176.1(3) . . . . ?
C15 C16 N4 C22 176.2(3) . . . . ?
C15 C16 N4 Ru1 -3.4(3) . . . . ?
C16 C15 N3 C11 -178.3(2) . . . . ?
C16 C15 N3 Ru1 5.5(3) . . . . ?
C16 C17 C18 C19 -0.6(5) . . . . ?
C16 C17 C20 C21 -0.5(5) . . . . ?
C17 C16 N4 C22 -1.8(4) . . . . ?
C17 C16 N4 Ru1 178.7(2) . . . . ?
C17 C18 C19 C14 -1.7(6) . . . . ?
C17 C20 C21 C22 -0.7(6) . . . . ?
C18 C17 C20 C21 -179.6(3) . . . . ?
C19 C14 C15 C16 1.0(4) . . . . ?
C19 C14 C15 N3 -178.8(3) . . . . ?
C20 C17 C18 C19 178.5(4) . . . . ?
C20 C21 C22 N4 0.7(5) . . . . ?
C21 C22 N4 C16 0.5(4) . . . . ?
C21 C22 N4 Ru1 180.0(2) . . . . ?
C23 C24 C25 C26 1.1(6) . . . . ?
C24 C23 N5 C27 -0.4(5) . . . . ?
C24 C23 N5 Ru1 179.3(3) . . . . ?
C24 C25 C26 C27 -1.2(5) . . . . ?
C24 C25 C26 C31 178.6(4) . . . . ?
C25 C26 C27 C28 -179.2(3) . . . . ?
C25 C26 C27 N5 0.5(5) . . . . ?
C25 C26 C31 C30 -179.0(4) . . . . ?
C26 C27 C28 C29 -2.0(4) . . . . ?
C26 C27 C28 N6 178.8(3) . . . . ?
C26 C27 N5 C23 0.3(4) . . . . ?
C26 C27 N5 Ru1 -179.4(2) . . . . ?
C27 C26 C31 C30 0.8(5) . . . . ?
C27 C28 C29 C30 1.1(4) . . . . ?
C27 C28 C29 C32 -179.1(3) . . . . ?
C27 C28 N6 C34 -179.6(2) . . . . ?
C27 C28 N6 Ru1 1.1(3) . . . . ?
C28 C27 N5 C23 180.0(3) . . . . ?
C28 C27 N5 Ru1 0.3(3) . . . . ?
C28 C29 C30 C31 0.7(5) . . . . ?
C28 C29 C32 C33 -0.9(4) . . . . ?
C29 C28 N6 C34 1.2(4) . . . . ?
C29 C28 N6 Ru1 -178.1(2) . . . . ?
C29 C30 C31 C26 -1.6(5) . . . . ?
C29 C32 C33 C34 0.6(5) . . . . ?
C30 C29 C32 C33 178.8(3) . . . . ?
C31 C26 C27 C28 1.1(5) . . . . ?
C31 C26 C27 N5 -179.3(3) . . . . ?
C32 C29 C30 C31 -179.0(3) . . . . ?
C32 C33 C34 N6 0.7(5) . . . . ?
C33 C34 N6 C28 -1.6(4) . . . . ?
C33 C34 N6 Ru1 177.7(2) . . . . ?
N1 C1 C2 C3 0.1(5) . . . . ?
N1 C5 C6 C7 -175.8(3) . . . . ?
N1 C5 C6 N2 3.9(4) . . . . ?
N2 C6 C7 C8 2.6(4) . . . . ?
N3 C11 C12 C13 0.9(5) . . . . ?
N3 C15 C16 C17 176.6(3) . . . . ?
N3 C15 C16 N4 -1.4(4) . . . . ?
N4 C16 C17 C18 -179.1(3) . . . . ?
N4 C16 C17 C20 1.8(5) . . . . ?
N5 C23 C24 C25 -0.3(6) . . . . ?
N5 C27 C28 C29 178.3(3) . . . . ?
N5 C27 C28 N6 -0.9(4) . . . . ?
N6 C28 C29 C30 -179.7(3) . . . . ?
N6 C28 C29 C32 0.0(4) . . . . ?
