#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:01:10 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301838 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/77/4327797.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_4327797
loop_
_publ_author_name
'Stephan Roeser'
'Mehmed Z. Ertem'
'Clyde Cady'
'Rainer Lomoth'
'Jordi Benet-Buchholz'
'Leif Hammarström'
'Biprajit Sarkar'
'Wolfgang Kaim'
'Christopher J. Cramer'
'Antoni Llobet'
_publ_section_title
;
 Synthesis, Structure, and Electronic Properties of RuN6 Dinuclear Ru-Hbpp
 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              320
_journal_page_last               327
_journal_paper_doi               10.1021/ic201668r
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C14 H12 N4'
_chemical_formula_weight         236.28
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.3145(13)
_cell_length_b                   11.7552(15)
_cell_length_c                   17.525(2)
_cell_measurement_reflns_used    4569
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      39.15
_cell_measurement_theta_min      3.41
_cell_volume                     2330.9(5)
_computing_cell_refinement       'Bruker APEX2 v2009.1-0'
_computing_data_collection       'Bruker APEX2 v2009.1-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_measurement_specimen_support
'magnetic support whith 10 micron nylon fiber cryoloop'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0636
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18103
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         39.84
_diffrn_reflns_theta_min         3.41
_diffrn_source                   'rotating anode x-ray tube'
_diffrn_source_current           70
_diffrn_source_power             50
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_source_type              'Bruker-Nonius FR 591'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       Block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         6784
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0689
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1220P)²+0.3798P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1832
_refine_ls_wR_factor_ref         0.2014
_reflns_number_gt                5157
_reflns_number_total             6784
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic201668r_si_003_1.cif
_cod_data_source_block           exp076_0m
_cod_original_cell_volume        2330.8(5)
_cod_database_code               4327797
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.76491(7) 0.13573(8) 0.33836(5) 0.01435(15) Uani 1 1 d .
N1 N 0.58020(6) 0.19519(7) 0.33148(4) 0.01445(14) Uani 1 1 d .
H1N H 0.5129(17) 0.236(2) 0.3199(13) 0.048(5) Uiso 1 1 d .
C2 C 0.69091(7) 0.21492(8) 0.30451(5) 0.01320(14) Uani 1 1 d .
N2 N 0.57680(6) 0.10860(7) 0.38145(4) 0.01447(14) Uani 1 1 d .
C3 C 0.68903(7) 0.07168(8) 0.38595(5) 0.01375(14) Uani 1 1 d .
N3 N 0.62948(7) 0.33011(7) 0.19880(4) 0.01517(14) Uani 1 1 d .
C4 C 0.89171(8) 0.11551(11) 0.32012(6) 0.0239(2) Uani 1 1 d .
H4A H 0.9095 0.1464 0.2695 0.036 Uiso 1 1 calc R
H4B H 0.9077 0.0336 0.3206 0.036 Uiso 1 1 calc R
H4C H 0.9414 0.1533 0.3583 0.036 Uiso 1 1 calc R
N4 N 0.83541(8) -0.03749(11) 0.45131(6) 0.0291(2) Uani 1 1 d .
C5 C 0.71555(7) 0.30498(8) 0.24922(5) 0.01376(14) Uani 1 1 d .
C6 C 0.82353(8) 0.36286(9) 0.24995(5) 0.01848(17) Uani 1 1 d .
H6 H 0.8824 0.3440 0.2865 0.022 Uiso 1 1 calc R
C7 C 0.84363(9) 0.44788(10) 0.19687(6) 0.02156(19) Uani 1 1 d .
H7 H 0.9168 0.4875 0.1959 0.026 Uiso 1 1 calc R
C8 C 0.75515(10) 0.47414(9) 0.14517(6) 0.02177(19) Uani 1 1 d .
H8 H 0.7663 0.5321 0.1081 0.026 Uiso 1 1 calc R
C9 C 0.64960(9) 0.41374(9) 0.14880(5) 0.01872(17) Uani 1 1 d .
H9 H 0.5886 0.4330 0.1139 0.022 Uiso 1 1 calc R
C10 C 0.71999(8) -0.02598(8) 0.43411(5) 0.01628(15) Uani 1 1 d .
C11 C 0.63415(11) -0.10183(10) 0.45981(6) 0.0254(2) Uani 1 1 d .
H11 H 0.5530 -0.0895 0.4486 0.031 Uiso 1 1 calc R
C12 C 0.66945(15) -0.19562(11) 0.50200(7) 0.0351(3) Uani 1 1 d .
H12 H 0.6127 -0.2487 0.5201 0.042 Uiso 1 1 calc R
C13 C 0.78830(14) -0.21093(11) 0.51748(7) 0.0342(3) Uani 1 1 d .
H13 H 0.8151 -0.2758 0.5447 0.041 Uiso 1 1 calc R
C14 C 0.86693(12) -0.12923(14) 0.49220(7) 0.0373(3) Uani 1 1 d .
H14 H 0.9481 -0.1385 0.5045 0.045 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C3 104.08(7)
C2 C1 C4 126.70(8)
C3 C1 C4 128.81(8)
N2 N1 C2 112.48(7)
N1 C2 C1 107.07(7)
N1 C2 C5 122.00(8)
C1 C2 C5 130.93(7)
N1 N2 C3 104.83(7)
N2 C3 C1 111.53(8)
N2 C3 C10 120.79(8)
C1 C3 C10 127.65(8)
C9 N3 C5 117.91(8)
C14 N4 C10 117.22(11)
N3 C5 C6 122.05(8)
N3 C5 C2 117.09(7)
C6 C5 C2 120.85(8)
C7 C6 C5 119.25(9)
C6 C7 C8 118.81(9)
C7 C8 C9 118.49(9)
N3 C9 C8 123.48(9)
N4 C10 C11 122.63(10)
N4 C10 C3 116.02(9)
C11 C10 C3 121.35(9)
C12 C11 C10 118.72(12)
C13 C12 C11 119.22(12)
C14 C13 C12 118.19(11)
N4 C14 C13 123.93(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.3855(12)
C1 C3 1.4140(12)
C1 C4 1.4889(12)
N1 N2 1.3433(11)
N1 C2 1.3588(10)
C2 C5 1.4620(12)
N2 C3 1.3443(11)
C3 C10 1.4673(13)
N3 C9 1.3366(12)
N3 C5 1.3476(11)
N4 C14 1.3430(16)
N4 C10 1.3471(13)
C5 C6 1.3985(12)
C6 C7 1.3841(14)
C7 C8 1.3851(15)
C8 C9 1.3909(14)
C10 C11 1.3932(14)
C11 C12 1.3863(17)
C12 C13 1.384(2)
C13 C14 1.382(2)
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
N2 N1 C2 C1 0.53(10)
N2 N1 C2 C5 179.80(8)
C3 C1 C2 N1 -0.41(10)
C4 C1 C2 N1 172.74(10)
C3 C1 C2 C5 -179.60(9)
C4 C1 C2 C5 -6.45(16)
C2 N1 N2 C3 -0.40(10)
N1 N2 C3 C1 0.12(10)
N1 N2 C3 C10 -178.17(8)
C2 C1 C3 N2 0.19(10)
C4 C1 C3 N2 -172.76(9)
C2 C1 C3 C10 178.33(9)
C4 C1 C3 C10 5.38(16)
C9 N3 C5 C6 -0.43(14)
C9 N3 C5 C2 178.71(8)
N1 C2 C5 N3 -31.74(12)
C1 C2 C5 N3 147.34(10)
N1 C2 C5 C6 147.42(9)
C1 C2 C5 C6 -33.50(15)
N3 C5 C6 C7 -0.70(15)
C2 C5 C6 C7 -179.81(9)
C5 C6 C7 C8 0.90(16)
C6 C7 C8 C9 -0.02(16)
C5 N3 C9 C8 1.39(15)
C7 C8 C9 N3 -1.17(16)
C14 N4 C10 C11 2.90(17)
C14 N4 C10 C3 -176.84(11)
N2 C3 C10 N4 -162.63(9)
C1 C3 C10 N4 19.38(14)
N2 C3 C10 C11 17.62(14)
C1 C3 C10 C11 -160.36(10)
N4 C10 C11 C12 -2.87(17)
C3 C10 C11 C12 176.86(10)
C10 C11 C12 C13 0.19(19)
C11 C12 C13 C14 2.2(2)
C10 N4 C14 C13 -0.3(2)
C12 C13 C14 N4 -2.2(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 101555847
