#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:01:21 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178709 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/20/4082050.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_4082050
loop_
_publ_author_name
'Ruiz-Botella, Sheila'
'Guisado-Barrios, Gregorio'
'Mata, José A.'
'Peris, Eduardo'
_publ_section_title
;
 Coordination Singularities of a Bis(p-xylyl)bis(benzimidazolylidene)
 Ligand and the Bis-iridium and -rhodium-Related Complexes
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              6613
_journal_paper_doi               10.1021/om400950d
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         '2(Cl), C30 H26 N4, 3(H2 O), 7(O)'
_chemical_formula_sum            'C30 H44 Cl2 N4 O10'
_chemical_formula_weight         691.59
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2yc'
_space_group_name_H-M_alt        'I 1 2/c 1'
_symmetry_space_group_name_Hall  '-I 2yc'
_symmetry_space_group_name_H-M   'I 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-10-08
_audit_creation_method
;
  Olex2 1.2-alpha
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 93.1009(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.6444(3)
_cell_length_b                   9.93793(18)
_cell_length_c                   21.1486(4)
_cell_measurement_reflns_used    7943
_cell_measurement_temperature    200.00(10)
_cell_measurement_theta_max      72.7360
_cell_measurement_theta_min      3.2670
_cell_volume                     3493.09(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200.00(10)
_diffrn_detector_area_resol_mean 10.4051
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9864
_diffrn_measurement_details
;
  1 omega  -78.00   25.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057   93.0000   89.0000 103

  2 omega  -94.00   -2.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057  -77.0000  -90.0000 92

  3 omega  -33.00    3.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -68.5000   30.0000  -90.0000 36

  4 omega  -23.00   12.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -68.5000   30.0000   60.0000 35

  5 omega   55.00   84.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308  -30.0000   30.0000 29

  6 omega   72.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308   30.0000 -180.0000 106

  7 omega   38.00  103.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308 -111.0000   60.0000 65

  8 omega   30.00   87.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308  -30.0000 -180.0000 57

  9 omega   32.00   84.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308 -111.0000 -120.0000 52

 10 omega   65.00  109.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308  -94.0000  -90.0000 44

 11 omega   24.00  135.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308  -77.0000   60.0000 111

 12 omega -116.00   -5.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057  -57.0000   90.0000 111

 13 omega -122.00   -2.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057  -77.0000    0.0000 120

 14 omega -153.00  -32.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -68.5000  -77.0000 -150.0000 121

 15 omega   70.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308   30.0000  -30.0000 108

 16 omega   77.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308   45.0000 -120.0000 101

 17 omega   75.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308   61.0000   30.0000 103

 18 omega   27.00  115.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308 -111.0000 -180.0000 88

 19 omega   75.00  178.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.3308   61.0000   90.0000 103

 20 omega -122.00   -2.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057  -77.0000 -120.0000 120

 21 omega   57.00   87.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       37.6057  178.0000    0.0000 30
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0138085000
_diffrn_orient_matrix_UB_12      0.0934196000
_diffrn_orient_matrix_UB_13      -0.0565175000
_diffrn_orient_matrix_UB_21      0.0333187000
_diffrn_orient_matrix_UB_22      -0.1195926000
_diffrn_orient_matrix_UB_23      -0.0368350000
_diffrn_orient_matrix_UB_31      -0.0853802000
_diffrn_orient_matrix_UB_32      -0.0315840000
_diffrn_orient_matrix_UB_33      -0.0277998000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16163
_diffrn_reflns_theta_full        72.65
_diffrn_reflns_theta_max         72.65
_diffrn_reflns_theta_min         4.19
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.169
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63627
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour
;
;
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whitish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         3423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0543
_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)+(0.1339P)²+1.0872P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.1868
_reflns_number_gt                2966
_reflns_number_total             3423
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400950d_si_002.cif
_cod_data_source_block           Compound_1
_cod_original_cell_volume        3493.10(11)
_cod_database_code               4082050
#BEGIN Tags that were not found in dictionaries:
_chemical_oxdiff_formula         'C30 H26 N4 Cl2'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H23A(0.5) H23B(0.5)
3.a Free rotating group:
 O20(H20A,H20B), O23(H23A,H23B)
3.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C12(H12), C15(H15), C13(H13), C8(H8), C16(H16), C6(H6), C9(H9), C7(H7)
;
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z+1/2'
4 '-x+1/2, y+1/2, -z+1'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z+1/2'
8 '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
Cl18 Cl 0.25311(3) 0.26774(6) 0.36998(2) 0.0565(2) Uani 1 1 d .
N2 N 0.55827(11) 0.65795(19) 0.41283(9) 0.0522(4) Uani 1 1 d .
N5 N 0.42693(11) 0.66303(19) 0.40376(9) 0.0521(4) Uani 1 1 d .
C3 C 0.53206(14) 0.6678(2) 0.47392(11) 0.0519(5) Uani 1 1 d .
C11 C 0.34262(13) 0.6687(2) 0.30463(11) 0.0529(5) Uani 1 1 d .
C14 C 0.34814(12) 0.6633(2) 0.17336(10) 0.0519(5) Uani 1 1 d .
C4 C 0.44834(14) 0.6711(2) 0.46812(11) 0.0519(5) Uani 1 1 d .
C1 C 0.49433(13) 0.6555(2) 0.37250(11) 0.0530(5) Uani 1 1 d .
H1 H 0.4963 0.6493 0.3278 0.064 Uiso 1 1 calc R
C12 C 0.35640(14) 0.7864(2) 0.27132(12) 0.0558(5) Uani 1 1 d .
H12 H 0.3638 0.8689 0.2935 0.067 Uiso 1 1 calc R
C17 C 0.35618(13) 0.6591(3) 0.10300(11) 0.0578(5) Uani 1 1 d .
H17A H 0.3291 0.5776 0.0854 0.069 Uiso 1 1 calc R
H17B H 0.3292 0.7387 0.0833 0.069 Uiso 1 1 calc R
C15 C 0.33226(15) 0.5479(2) 0.20648(12) 0.0599(6) Uani 1 1 d .
H15 H 0.3232 0.4658 0.1842 0.072 Uiso 1 1 calc R
C13 C 0.35933(15) 0.7839(2) 0.20636(12) 0.0559(5) Uani 1 1 d .
H13 H 0.3690 0.8646 0.1840 0.067 Uiso 1 1 calc R
C8 C 0.44420(16) 0.6869(3) 0.57870(12) 0.0615(6) Uani 1 1 d .
H8 H 0.4151 0.6931 0.6160 0.074 Uiso 1 1 calc R
C16 C 0.32935(15) 0.5500(2) 0.27184(12) 0.0605(6) Uani 1 1 d .
H16 H 0.3182 0.4697 0.2941 0.073 Uiso 1 1 calc R
C6 C 0.57415(15) 0.6735(2) 0.53212(11) 0.0570(5) Uani 1 1 d .
H6 H 0.6313 0.6705 0.5358 0.068 Uiso 1 1 calc R
C10 C 0.34353(14) 0.6699(3) 0.37589(11) 0.0591(6) Uani 1 1 d .
H10A H 0.3175 0.7531 0.3903 0.071 Uiso 1 1 calc R
H10B H 0.3125 0.5921 0.3907 0.071 Uiso 1 1 calc R
C9 C 0.40248(15) 0.6815(2) 0.52110(11) 0.0580(5) Uani 1 1 d .
H9 H 0.3454 0.6846 0.5175 0.070 Uiso 1 1 calc R
C7 C 0.52848(16) 0.6836(3) 0.58435(12) 0.0613(6) Uani 1 1 d .
H7 H 0.5548 0.6886 0.6253 0.074 Uiso 1 1 calc R
O20 O 0.36469(13) 0.2028(3) 0.25306(11) 0.0822(6) Uani 1 1 d G
H20A H 0.3351 0.2094 0.2844 0.123 Uiso 1 1 d G
H20B H 0.3354 0.2041 0.2189 0.123 Uiso 1 1 d G
O23 O 0.5000 1.0437(3) 0.2500 0.0698(6) Uani 1 2 d SG
H23A H 0.4647 1.1037 0.2556 0.105 Uiso 0.50 1 d PG
H23B H 0.5032 1.0295 0.2106 0.105 Uiso 0.50 1 d PG
O22 O 0.49678(13) 0.9624(2) 0.38215(10) 0.0761(5) Uani 1 1 d .
O21 O 0.34203(13) 0.9958(2) 0.42865(10) 0.0763(5) Uani 1 1 d .
O19 O 0.15603(14) 0.5122(2) 0.43862(10) 0.0777(5) Uani 1 1 d .
O24 O 0.5000 0.4202(5) 0.2500 0.1211(14) Uani 1 2 d S
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C3 N2 C17 124.34(19) . 2_655
C1 N2 C3 108.52(19) . .
C1 N2 C17 127.03(19) . 2_655
C4 N5 C10 124.91(18) . .
C1 N5 C4 108.08(18) . .
C1 N5 C10 126.92(19) . .
N2 C3 C4 106.4(2) . .
C6 C3 N2 131.3(2) . .
C6 C3 C4 122.2(2) . .
C12 C11 C10 120.5(2) . .
C16 C11 C12 119.4(2) . .
C16 C11 C10 120.1(2) . .
C15 C14 C17 120.7(2) . .
C15 C14 C13 119.0(2) . .
C13 C14 C17 120.2(2) . .
N5 C4 C3 106.68(19) . .
N5 C4 C9 132.0(2) . .
C3 C4 C9 121.3(2) . .
N2 C1 N5 110.29(19) . .
C13 C12 C11 120.4(2) . .
N2 C17 C14 111.27(18) 2_655 .
C14 C15 C16 120.9(2) . .
C12 C13 C14 120.2(2) . .
C9 C8 C7 122.1(2) . .
C11 C16 C15 120.0(2) . .
C7 C6 C3 116.2(2) . .
N5 C10 C11 110.89(18) . .
C8 C9 C4 116.4(2) . .
C6 C7 C8 121.7(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 C3 1.389(3) .
N2 C1 1.328(3) .
N2 C17 1.480(3) 2_655
N5 C4 1.391(3) .
N5 C1 1.335(3) .
N5 C10 1.480(3) .
C3 C4 1.393(3) .
C3 C6 1.384(3) .
C11 C12 1.391(3) .
C11 C16 1.380(3) .
C11 C10 1.506(3) .
C14 C17 1.502(3) .
C14 C15 1.376(3) .
C14 C13 1.394(3) .
C4 C9 1.393(3) .
C12 C13 1.377(3) .
C17 N2 1.480(3) 2_655
C15 C16 1.386(4) .
C8 C9 1.370(4) .
C8 C7 1.402(4) .
C6 C7 1.378(3) .
