#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/02/2200292.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2200292
loop_
_publ_author_name
'Suchada Chantrapromma'
'Hoong-Kun Fun'
'Ibrahim Abdul Razak'
'Qian-Feng Zhang'
'Xinquan Xin'
_publ_section_title
trans-Dichlorobis(3,5-dimethylpyrazole-N)bis(triphenylphosphine-P)ruthenium(II)
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m207
_journal_page_last               m208
_journal_paper_doi               10.1107/S1600536801006997
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Ru Cl2 (C5 H7 N2)2 (C18 H15 P1)2]'
_chemical_formula_moiety         '[Ru Cl2 (C5 H7 N2)2 (C18 H15 P1)2]'
_chemical_formula_sum            'C46 H44 Cl2 N4 P2 Ru'
_chemical_formula_weight         886.76
_chemical_name_systematic
;
Trans-dichlorobis(3,5-dimethylpyrazole-N)bis(triphenylphosphine-P)-
ruthenium(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.6030(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.6466(2)
_cell_length_b                   17.1438(3)
_cell_length_c                   10.5361(2)
_cell_measurement_reflns_used    8192
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      2.96
_cell_volume                     2093.66(7)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  'SHELXTL and PLATON (Spek, 1990)'
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full .993
_diffrn_measured_fraction_theta_max .993
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .052
_diffrn_reflns_av_sigmaI/netI    .057
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            14880
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.96
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    .616
_exptl_absorpt_correction_T_max  .887
_exptl_absorpt_correction_T_min  .846
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       slab
_exptl_crystal_F_000             912
_exptl_crystal_size_max          .28
_exptl_crystal_size_mid          .26
_exptl_crystal_size_min          .20
_refine_diff_density_max         1.06
_refine_diff_density_min         -.91
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .99
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         5169
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .99
_refine_ls_R_factor_all          .055
_refine_ls_R_factor_gt           .039
_refine_ls_shift/su_max          .023
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0562P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .109
_reflns_number_gt                3919
_reflns_number_total             5169
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6023.cif
_cod_data_source_block           I
_cod_original_cell_volume        2093.66(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2200292
_cod_database_fobs_code          2200292
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_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
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ru .0000 .0000 .0000 .02737(9) Uani d S 1 . . Ru
P1 -.20732(5) -.00331(3) -.00383(6) .03104(14) Uani d . 1 . . P
Cl1 -.01654(5) .09999(3) .16324(6) .03953(15) Uani d . 1 . . Cl
N1 -.07666(19) .05116(12) -.2650(2) .0427(5) Uani d . 1 . . N
C19 -.0920(3) .10581(17) -.3573(3) .0519(7) Uani d . 1 . . C
C1 -.2941(2) -.03471(15) -.1511(2) .0350(5) Uani d . 1 . . C
C2 -.2664(2) -.10480(15) -.2081(3) .0435(6) Uani d . 1 . . C
H2A -.2059 -.1350 -.1707 .052 Uiso calc R 1 . . H
C3 -.3278(3) -.12985(17) -.3195(3) .0519(7) Uani d . 1 . . C
H3A -.3076 -.1763 -.3571 .062 Uiso calc R 1 . . H
C4 -.4187(3) -.0865(2) -.3752(3) .0592(8) Uani d . 1 . . C
H4A -.4601 -.1034 -.4501 .071 Uiso calc R 1 . . H
C5 -.4477(3) -.0178(2) -.3187(3) .0605(8) Uani d . 1 . . C
H5A -.5096 .0113 -.3553 .073 Uiso calc R 1 . . H
C6 -.3859(3) .00859(16) -.2082(3) .0484(7) Uani d . 1 . . C
H6A -.4060 .0555 -.1719 .058 Uiso calc R 1 . . H
C7 -.2743(2) .09162(13) .0258(2) .0364(5) Uani d . 1 . . C
C8 -.3396(2) .10426(17) .1270(3) .0493(7) Uani d . 1 . . C
H8A -.3532 .0634 .1817 .059 Uiso calc R 1 . . H
C9 -.3851(3) .17792(19) .1472(3) .0646(9) Uani d . 1 . . C
H9A -.4298 .1855 .2147 .077 Uiso calc R 1 . . H
C10 -.3652(3) .23867(19) .0702(4) .0657(9) Uani d . 1 . . C
H10A -.3943 .2879 .0862 .079 Uiso calc R 1 . . H
C11 -.3017(3) .22717(17) -.0322(4) .0620(9) Uani d . 1 . . C
H11A -.2887 .2686 -.0859 .074 Uiso calc R 1 . . H
C12 -.2572(2) .15387(16) -.0551(3) .0505(7) Uani d . 1 . . C
H12A -.2156 .1463 -.1251 .061 Uiso calc R 1 . . H
C13 -.2652(2) -.06559(14) .1170(2) .0350(5) Uani d . 1 . . C
C14 -.2154(2) -.06151(16) .2422(2) .0434(6) Uani d . 1 . . C
H14A -.1564 -.0260 .2638 .052 Uiso calc R 1 . . H
C15 -.2528(3) -.10993(18) .3349(3) .0533(7) Uani d . 1 . . C
H15A -.2180 -.1070 .4181 .064 Uiso calc R 1 . . H
C16 -.3409(3) -.16228(17) .3055(3) .0550(7) Uani d . 1 . . C
H16A -.3646 -.1954 .3678 .066 Uiso calc R 1 . . H
C17 -.3936(3) -.16511(16) .1834(3) .0523(7) Uani d . 1 . . C
H17A -.4549 -.1992 .1638 .063 Uiso calc R 1 . . H
C18 -.3564(2) -.11769(15) .0887(3) .0424(6) Uani d . 1 . . C
H18A -.3923 -.1206 .0061 .051 Uiso calc R 1 . . H
N2 -.02174(17) .08097(11) -.15353(19) .0342(4) Uani d . 1 . . N
C20 -.0485(3) .17434(16) -.3037(3) .0527(7) Uani d . 1 . . C
H20A -.0486 .2229 -.3430 .063 Uiso calc R 1 . . H
C21 -.0041(2) .15665(15) -.1792(3) .0415(6) Uani d . 1 . . C
C22 -.1463(4) .0838(2) -.4866(3) .0850(12) Uani d . 1 . . C
H22A -.1217 .0323 -.5076 .128 Uiso calc R 1 . . H
H22B -.1232 .1203 -.5484 .128 Uiso calc R 1 . . H
H22C -.2287 .0846 -.4869 .128 Uiso calc R 1 . . H
C23 .0550(3) .21223(15) -.0869(3) .0556(7) Uani d . 1 . . C
H23A .0562 .2630 -.1251 .083 Uiso calc R 1 . . H
H23B .1326 .1950 -.0640 .083 Uiso calc R 1 . . H
H23C .0144 .2147 -.0120 .083 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru -1.2594 .8363 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Ru N2 . 3 180.00(10) yes
N2 Ru P1 . . 87.59(6) yes
N2 Ru P1 3 . 92.41(6) ?
N2 Ru P1 . 3 92.41(6) yes
N2 Ru P1 3 3 87.59(6) ?
P1 Ru P1 . 3 180.0 yes
N2 Ru Cl1 . 3 86.24(6) yes
N2 Ru Cl1 3 3 93.76(6) ?
P1 Ru Cl1 . 3 96.84(2) yes
P1 Ru Cl1 3 3 83.16(2) ?
N2 Ru Cl1 . . 93.76(6) yes
N2 Ru Cl1 3 . 86.24(6) ?
P1 Ru Cl1 . . 83.16(2) yes
P1 Ru Cl1 3 . 96.84(2) ?
Cl1 Ru Cl1 3 . 180.00(4) yes
C13 P1 C7 . . 101.84(11) ?
C13 P1 C1 . . 101.81(11) ?
C7 P1 C1 . . 101.17(11) ?
C13 P1 Ru . . 115.87(8) ?
C7 P1 Ru . . 114.56(8) ?
C1 P1 Ru . . 119.06(8) ?
C19 N1 N2 . . 112.0(2) ?
N1 C19 C20 . . 106.2(2) ?
N1 C19 C22 . . 119.8(3) ?
C20 C19 C22 . . 134.0(3) ?
C6 C1 C2 . . 118.3(2) ?
C6 C1 P1 . . 122.9(2) ?
C2 C1 P1 . . 118.79(19) ?
C3 C2 C1 . . 120.7(3) ?
C3 C2 H2A . . 119.6 ?
C1 C2 H2A . . 119.6 ?
C4 C3 C2 . . 120.5(3) ?
C4 C3 H3A . . 119.8 ?
C2 C3 H3A . . 119.8 ?
C5 C4 C3 . . 119.2(3) ?
C5 C4 H4A . . 120.4 ?
C3 C4 H4A . . 120.4 ?
C4 C5 C6 . . 121.0(3) ?
C4 C5 H5A . . 119.5 ?
C6 C5 H5A . . 119.5 ?
C5 C6 C1 . . 120.3(3) ?
C5 C6 H6A . . 119.9 ?
C1 C6 H6A . . 119.9 ?
C8 C7 C12 . . 118.3(2) ?
C8 C7 P1 . . 122.8(2) ?
C12 C7 P1 . . 119.0(2) ?
C7 C8 C9 . . 120.3(3) ?
C7 C8 H8A . . 119.8 ?
C9 C8 H8A . . 119.8 ?
C10 C9 C8 . . 121.0(3) ?
C10 C9 H9A . . 119.5 ?
C8 C9 H9A . . 119.5 ?
C9 C10 C11 . . 119.6(3) ?
C9 C10 H10A . . 120.2 ?
C11 C10 H10A . . 120.2 ?
C10 C11 C12 . . 120.2(3) ?
C10 C11 H11A . . 119.9 ?
C12 C11 H11A . . 119.9 ?
C11 C12 C7 . . 120.5(3) ?
C11 C12 H12A . . 119.7 ?
C7 C12 H12A . . 119.7 ?
C14 C13 C18 . . 118.2(2) ?
C14 C13 P1 . . 118.70(19) ?
C18 C13 P1 . . 123.1(2) ?
C15 C14 C13 . . 120.6(2) ?
C15 C14 H14A . . 119.7 ?
C13 C14 H14A . . 119.7 ?
C16 C15 C14 . . 120.7(3) ?
C16 C15 H15A . . 119.6 ?
C14 C15 H15A . . 119.6 ?
C17 C16 C15 . . 119.4(3) ?
C17 C16 H16A . . 120.3 ?
C15 C16 H16A . . 120.3 ?
C16 C17 C18 . . 120.7(3) ?
C16 C17 H17A . . 119.6 ?
C18 C17 H17A . . 119.6 ?
C17 C18 C13 . . 120.4(3) ?
C17 C18 H18A . . 119.8 ?
C13 C18 H18A . . 119.8 ?
C21 N2 N1 . . 104.65(19) ?
C21 N2 Ru . . 140.62(18) ?
N1 N2 Ru . . 114.62(14) ?
C19 C20 C21 . . 106.7(2) ?
C19 C20 H20A . . 126.6 ?
C21 C20 H20A . . 126.6 ?
N2 C21 C20 . . 110.4(2) ?
N2 C21 C23 . . 123.9(2) ?
C20 C21 C23 . . 125.6(2) ?
C19 C22 H22A . . 109.5 ?
C19 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C19 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
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
Ru N2 . 2.1278(19) yes
Ru N2 3 2.1278(19) ?
Ru P1 . 2.4116(6) yes
Ru P1 3 2.4116(6) ?
Ru Cl1 3 2.4491(6) ?
Ru Cl1 . 2.4491(6) yes
P1 C13 . 1.839(2) yes
P1 C7 . 1.845(2) ?
P1 C1 . 1.847(2) ?
N1 C19 . 1.349(3) ?
N1 N2 . 1.380(3) ?
C19 C20 . 1.379(4) ?
C19 C22 . 1.493(4) ?
C1 C6 . 1.389(4) ?
C1 C2 . 1.395(3) ?
C2 C3 . 1.382(4) ?
C2 H2A . .9300 ?
C3 C4 . 1.378(4) ?
C3 H3A . .9300 ?
C4 C5 . 1.376(4) ?
C4 H4A . .9300 ?
C5 C6 . 1.383(4) ?
C5 H5A . .9300 ?
C6 H6A . .9300 ?
C7 C8 . 1.386(4) ?
C7 C12 . 1.393(4) ?
C8 C9 . 1.394(4) ?
C8 H8A . .9300 ?
C9 C10 . 1.354(5) ?
C9 H9A . .9300 ?
C10 C11 . 1.380(5) ?
C10 H10A . .9300 ?
C11 C12 . 1.390(4) ?
C11 H11A . .9300 ?
C12 H12A . .9300 ?
C13 C14 . 1.390(3) ?
C13 C18 . 1.397(3) ?
C14 C15 . 1.385(4) ?
C14 H14A . .9300 ?
C15 C16 . 1.376(4) ?
C15 H15A . .9300 ?
C16 C17 . 1.370(4) ?
C16 H16A . .9300 ?
C17 C18 . 1.389(4) ?
C17 H17A . .9300 ?
C18 H18A . .9300 ?
N2 C21 . 1.345(3) ?
C20 C21 . 1.395(4) ?
C20 H20A . .9300 ?
C21 C23 . 1.482(4) ?
C22 H22A . .9600 ?
C22 H22B . .9600 ?
C22 H22C . .9600 ?
C23 H23A . .9600 ?
C23 H23B . .9600 ?
C23 H23C . .9600 ?
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
N2 Ru P1 C13 . -178.48(10)
N2 Ru P1 C13 3 1.52(10)
Cl1 Ru P1 C13 3 95.60(9)
Cl1 Ru P1 C13 . -84.40(9)
N2 Ru P1 C7 . -60.30(11)
N2 Ru P1 C7 3 119.70(11)
Cl1 Ru P1 C7 3 -146.22(9)
Cl1 Ru P1 C7 . 33.78(9)
N2 Ru P1 C1 . 59.53(11)
N2 Ru P1 C1 3 -120.47(11)
Cl1 Ru P1 C1 3 -26.39(9)
Cl1 Ru P1 C1 . 153.61(9)
N2 N1 C19 C20 . -1.6(3)
N2 N1 C19 C22 . 177.8(3)
C13 P1 C1 C6 . 102.6(2)
C7 P1 C1 C6 . -2.1(3)
Ru P1 C1 C6 . -128.6(2)
C13 P1 C1 C2 . -77.6(2)
C7 P1 C1 C2 . 177.7(2)
Ru P1 C1 C2 . 51.2(2)
C6 C1 C2 C3 . .9(4)
P1 C1 C2 C3 . -178.9(2)
C1 C2 C3 C4 . -1.0(4)
C2 C3 C4 C5 . .0(5)
C3 C4 C5 C6 . .9(5)
C4 C5 C6 C1 . -.9(5)
C2 C1 C6 C5 . .0(4)
P1 C1 C6 C5 . 179.8(2)
C13 P1 C7 C8 . 5.9(2)
C1 P1 C7 C8 . 110.6(2)
Ru P1 C7 C8 . -120.0(2)
C13 P1 C7 C12 . -175.3(2)
C1 P1 C7 C12 . -70.6(2)
Ru P1 C7 C12 . 58.8(2)
C12 C7 C8 C9 . -.9(4)
P1 C7 C8 C9 . 177.9(2)
C7 C8 C9 C10 . -1.0(5)
C8 C9 C10 C11 . 1.8(5)
C9 C10 C11 C12 . -.8(5)
C10 C11 C12 C7 . -1.1(5)
C8 C7 C12 C11 . 1.9(4)
P1 C7 C12 C11 . -176.9(2)
C7 P1 C13 C14 . -79.3(2)
C1 P1 C13 C14 . 176.5(2)
Ru P1 C13 C14 . 45.7(2)
C7 P1 C13 C18 . 101.5(2)
C1 P1 C13 C18 . -2.8(2)
Ru P1 C13 C18 . -133.52(19)
C18 C13 C14 C15 . 2.2(4)
P1 C13 C14 C15 . -177.0(2)
C13 C14 C15 C16 . -.9(4)
C14 C15 C16 C17 . -1.4(5)
C15 C16 C17 C18 . 2.2(5)
C16 C17 C18 C13 . -.7(4)
C14 C13 C18 C17 . -1.5(4)
P1 C13 C18 C17 . 177.8(2)
C19 N1 N2 C21 . .5(3)
C19 N1 N2 Ru . 177.57(18)
P1 Ru N2 C21 . 110.7(3)
P1 Ru N2 C21 3 -69.3(3)
Cl1 Ru N2 C21 3 -152.3(3)
Cl1 Ru N2 C21 . 27.7(3)
P1 Ru N2 N1 . -64.88(16)
P1 Ru N2 N1 3 115.12(16)
Cl1 Ru N2 N1 3 32.14(16)
Cl1 Ru N2 N1 . -147.86(16)
N1 C19 C20 C21 . 1.9(3)
C22 C19 C20 C21 . -177.2(4)
N1 N2 C21 C20 . .8(3)
Ru N2 C21 C20 . -175.0(2)
N1 N2 C21 C23 . -178.8(3)
Ru N2 C21 C23 . 5.3(4)
C19 C20 C21 N2 . -1.7(3)
C19 C20 C21 C23 . 177.9(3)
