# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               'Dalton Trans.'

_journal_coden_Cambridge         0222

_publ_contact_author_name        'Alessandra Crispini'
_publ_contact_author_email       A.CRISPINI@UNICAL.IT

_publ_section_title              
;
Highly luminescent bis-cyclometalated Iridium(III) ethylenediamine
complex: synthesis and correlation between the solid state polymorphism and the
photophysical properties
;
loop_
_publ_author_name
'Alessandra Crispini'
'Iolinda Aiello'
'Anna Bellusci'
'Mauro Ghedini'
'Nicolas Godbert'
'Teresa Pugliese'
;
E.Szerb
;
'Anna Maria Talarico'

# Attachment 'acrispinirevised.CIF'

data_(1a)
_database_code_depnum_ccdc_archive 'CCDC 750020'
#TrackingRef 'acrispinirevised.CIF'

_audit_creation_method           SHELXL-97
_chemical_formula_moiety         'C24 H24 Ir N4, 2/3(C3 H6 O), Cl O4'
_chemical_formula_sum            'C26 H28 Cl Ir N4 O4.67'
_chemical_formula_weight         698.84

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   ' P -3c1 '
_symmetry_space_group_name_Hall  '-P 3 2"c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'

_cell_length_a                   21.2691(6)
_cell_length_b                   21.2691(6)
_cell_length_c                   10.2551(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4017.6(3)
_cell_formula_units_Z            6
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3560
_cell_measurement_theta_min      2.93
_cell_measurement_theta_max      30.16

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2060
_exptl_absorpt_coefficient_mu    5.125
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_correction_T_min  0.732
_exptl_absorpt_correction_T_max  0.785
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8355
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0363
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         28.26
_reflns_number_total             3155
_reflns_number_gt                2588
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0449P)^2^+1.1134P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3155
_refine_ls_number_parameters     165
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0847
_refine_ls_wR_factor_gt          0.0809
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir 0.691499(10) 0.0000 0.2500 0.02840(9) Uani 1 2 d S . .
Cl Cl 0.77787(11) 1.0000 0.7500 0.0617(5) Uani 1 2 d S . .
N1 N 0.72296(19) 0.07727(19) 0.3938(3) 0.0328(8) Uani 1 1 d . . .
N2 N 0.7945(2) 0.0448(2) 0.1386(4) 0.0429(9) Uani 1 1 d . . .
H2B H 0.7850 0.0398 0.0525 0.052 Uiso 1 1 calc R . .
H2C H 0.8228 0.0924 0.1563 0.052 Uiso 1 1 calc R . .
C1 C 0.7855(3) 0.1419(2) 0.3935(5) 0.0429(11) Uani 1 1 d . . .
H1A H 0.8192 0.1517 0.3276 0.051 Uiso 1 1 calc R . .
C2 C 0.8005(3) 0.1930(3) 0.4864(5) 0.0546(13) Uani 1 1 d . . .
H2A H 0.8437 0.2372 0.4831 0.066 Uiso 1 1 calc R . .
C3 C 0.7519(3) 0.1795(3) 0.5851(6) 0.0596(15) Uani 1 1 d . . .
H3A H 0.7611 0.2142 0.6488 0.072 Uiso 1 1 calc R . .
C4 C 0.6890(3) 0.1132(3) 0.5876(5) 0.0557(14) Uani 1 1 d . . .
H4A H 0.6562 0.1022 0.6557 0.067 Uiso 1 1 calc R . .
C5 C 0.6739(3) 0.0625(3) 0.4900(4) 0.0382(10) Uani 1 1 d . . .
C6 C 0.6065(2) -0.0074(2) 0.4753(4) 0.0373(10) Uani 1 1 d . . .
C7 C 0.5495(3) -0.0339(3) 0.5638(5) 0.0530(13) Uani 1 1 d . . .
H7A H 0.5543 -0.0081 0.6400 0.064 Uiso 1 1 calc R . .
C8 C 0.4864(3) -0.0973(3) 0.5404(6) 0.0580(15) Uani 1 1 d . . .
H8A H 0.4490 -0.1157 0.6013 0.070 Uiso 1 1 calc R . .
C9 C 0.4791(3) -0.1338(3) 0.4245(5) 0.0489(12) Uani 1 1 d . . .
H9A H 0.4358 -0.1761 0.4060 0.059 Uiso 1 1 calc R . .
C10 C 0.5357(2) -0.1080(2) 0.3360(4) 0.0389(10) Uani 1 1 d . . .
H10A H 0.5298 -0.1333 0.2587 0.047 Uiso 1 1 calc R . .
C11 C 0.6011(2) -0.0452(2) 0.3606(4) 0.0311(9) Uani 1 1 d . . .
C12 C 0.8324(3) 0.0048(3) 0.1763(5) 0.0557(13) Uani 1 1 d . . .
H12A H 0.8828 0.0319 0.1495 0.067 Uiso 1 1 calc R . .
H12B H 0.8098 -0.0422 0.1338 0.067 Uiso 1 1 calc R . .
O1 O 0.7104(5) 0.9612(5) 0.6694(9) 0.096(3) Uiso 0.60 1 d P A 1
O2 O 0.7675(5) 0.9474(5) 0.8458(9) 0.103(3) Uiso 0.60 1 d P A 1
O1A O 0.7403(10) 0.9376(10) 0.6929(17) 0.132(6) Uiso 0.40 1 d P A 2
O2A O 0.8351(12) 0.9976(14) 0.8293(18) 0.172(8) Uiso 0.40 1 d P . 2
O3 O 0.3333 -0.3333 0.311(3) 0.286(11) Uiso 1 3 d S . .
C13 C 0.3333 -0.3333 0.200(2) 0.141(6) Uiso 1 3 d SD . .
C14 C 0.4015(12) -0.2877(15) 0.124(3) 0.105(10) Uiso 0.33 1 d PD . .
H14A H 0.4265 -0.2402 0.1626 0.157 Uiso 0.33 1 d PR . .
H14B H 0.4322 -0.3088 0.1269 0.157 Uiso 0.33 1 d PR . .
H14C H 0.3896 -0.2841 0.0354 0.157 Uiso 0.33 1 d PR . .
C15 C 0.2881(19) -0.4092(12) 0.165(4) 0.155(17) Uiso 0.33 1 d PD . .
H15A H 0.2470 -0.4310 0.2220 0.232 Uiso 0.33 1 d PR . .
H15B H 0.2719 -0.4105 0.0768 0.232 Uiso 0.33 1 d PR . .
H15C H 0.3138 -0.4356 0.1696 0.232 Uiso 0.33 1 d PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir 0.02915(12) 0.03117(14) 0.02554(14) -0.00175(8) -0.00087(4) 0.01559(7)
Cl 0.0807(11) 0.0456(10) 0.0471(10) 0.0016(9) 0.0008(4) 0.0228(5)
N1 0.038(2) 0.037(2) 0.0257(17) -0.0050(15) -0.0053(15) 0.0204(17)
N2 0.035(2) 0.043(2) 0.047(2) 0.0045(18) 0.0100(18) 0.0162(18)
C1 0.037(3) 0.040(3) 0.046(3) -0.008(2) -0.010(2) 0.016(2)
C2 0.054(3) 0.043(3) 0.061(3) -0.019(3) -0.021(3) 0.021(3)
C3 0.076(4) 0.054(3) 0.047(3) -0.021(3) -0.011(3) 0.031(3)
C4 0.072(4) 0.057(3) 0.036(3) -0.012(2) 0.000(3) 0.031(3)
C5 0.046(3) 0.041(3) 0.032(2) -0.0022(19) -0.0034(19) 0.025(2)
C6 0.043(3) 0.045(3) 0.030(2) 0.003(2) 0.0011(19) 0.027(2)
C7 0.063(4) 0.061(3) 0.034(2) 0.005(2) 0.017(2) 0.031(3)
C8 0.056(3) 0.063(4) 0.053(3) 0.015(3) 0.027(3) 0.029(3)
C9 0.035(3) 0.050(3) 0.054(3) 0.008(2) 0.006(2) 0.015(2)
C10 0.035(2) 0.042(3) 0.040(2) 0.002(2) -0.0024(19) 0.019(2)
C11 0.030(2) 0.036(2) 0.029(2) 0.0070(17) 0.0032(17) 0.0180(19)
C12 0.041(3) 0.062(3) 0.069(3) 0.004(3) 0.016(3) 0.029(3)

_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir C11 2.014(4) . ?
Ir C11 2.014(4) 5 ?
Ir N1 2.055(3) . ?
Ir N1 2.055(3) 5 ?
Ir N2 2.218(4) 5 ?
Ir N2 2.218(4) . ?
Cl O1A 1.297(18) 5_676 ?
Cl O1A 1.297(18) . ?
Cl O2 1.421(10) . ?
Cl O2 1.421(10) 5_676 ?
Cl O2A 1.48(2) 5_676 ?
Cl O2A 1.48(2) . ?
Cl O1 1.496(9) . ?
Cl O1 1.496(9) 5_676 ?
N1 C1 1.353(6) . ?
N1 C5 1.355(6) . ?
N2 C12 1.486(6) . ?
C1 C2 1.358(6) . ?
C2 C3 1.371(8) . ?
C3 C4 1.376(8) . ?
C4 C5 1.385(6) . ?
C5 C6 1.468(7) . ?
C6 C7 1.390(6) . ?
C6 C11 1.397(6) . ?
C7 C8 1.367(8) . ?
C8 C9 1.385(8) . ?
C9 C10 1.382(6) . ?
C10 C11 1.388(6) . ?
C12 C12 1.521(10) 5 ?
O2A O2A 1.63(4) 5_676 ?
O3 C13 1.14(3) . ?
C13 C15 1.453(18) 3_655 ?
C13 C15 1.453(18) . ?
C13 C15 1.453(18) 2_545 ?
C13 C14 1.497(16) 2_545 ?
C13 C14 1.497(16) . ?
C13 C14 1.497(16) 3_655 ?
C14 C15 0.59(6) 2_545 ?
C15 C14 0.59(6) 3_655 ?

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
C11 Ir C11 88.6(2) . 5 ?
C11 Ir N1 80.16(16) . . ?
C11 Ir N1 93.70(16) 5 . ?
C11 Ir N1 93.70(16) . 5 ?
C11 Ir N1 80.16(16) 5 5 ?
N1 Ir N1 171.49(19) . 5 ?
C11 Ir N2 96.27(15) . 5 ?
C11 Ir N2 175.13(15) 5 5 ?
N1 Ir N2 86.87(14) . 5 ?
N1 Ir N2 99.74(14) 5 5 ?
C11 Ir N2 175.13(15) . . ?
C11 Ir N2 96.27(15) 5 . ?
N1 Ir N2 99.74(14) . . ?
N1 Ir N2 86.87(14) 5 . ?
N2 Ir N2 78.9(2) 5 . ?
O1A Cl O1A 168.0(18) 5_676 . ?
O1A Cl O2 108.4(8) 5_676 . ?
O1A Cl O2 74.5(9) . . ?
O1A Cl O2 74.5(9) 5_676 5_676 ?
O1A Cl O2 108.4(8) . 5_676 ?
O2 Cl O2 152.4(8) . 5_676 ?
O1A Cl O2A 108.0(14) 5_676 5_676 ?
O1A Cl O2A 82.3(12) . 5_676 ?
O2 Cl O2A 101.5(10) . 5_676 ?
O2 Cl O2A 53.2(9) 5_676 5_676 ?
O1A Cl O2A 82.3(12) 5_676 . ?
O1A Cl O2A 108.0(14) . . ?
O2 Cl O2A 53.2(9) . . ?
O2 Cl O2A 101.5(11) 5_676 . ?
O2A Cl O2A 66.5(15) 5_676 . ?
O1A Cl O1 127.0(11) 5_676 . ?
O1A Cl O1 41.9(8) . . ?
O2 Cl O1 102.7(5) . . ?
O2 Cl O1 96.1(5) 5_676 . ?
O2A Cl O1 106.4(9) 5_676 . ?
O2A Cl O1 149.3(11) . . ?
O1A Cl O1 41.9(8) 5_676 5_676 ?
O1A Cl O1 127.0(11) . 5_676 ?
O2 Cl O1 96.1(5) . 5_676 ?
O2 Cl O1 102.7(5) 5_676 5_676 ?
O2A Cl O1 149.3(11) 5_676 5_676 ?
O2A Cl O1 106.4(9) . 5_676 ?
O1 Cl O1 93.8(8) . 5_676 ?
C1 N1 C5 119.3(4) . . ?
C1 N1 Ir 124.9(3) . . ?
C5 N1 Ir 115.6(3) . . ?
C12 N2 Ir 108.8(3) . . ?
N1 C1 C2 122.0(5) . . ?
C1 C2 C3 119.9(5) . . ?
C2 C3 C4 118.3(5) . . ?
C3 C4 C5 120.9(5) . . ?
N1 C5 C4 119.6(4) . . ?
N1 C5 C6 114.1(4) . . ?
C4 C5 C6 126.3(4) . . ?
C7 C6 C11 120.9(4) . . ?
C7 C6 C5 123.7(4) . . ?
C11 C6 C5 115.3(4) . . ?
C8 C7 C6 120.8(5) . . ?
C7 C8 C9 119.0(5) . . ?
C10 C9 C8 120.6(5) . . ?
C9 C10 C11 121.2(4) . . ?
C10 C11 C6 117.5(4) . . ?
C10 C11 Ir 128.0(3) . . ?
C6 C11 Ir 114.5(3) . . ?
N2 C12 C12 108.4(4) . 5 ?
Cl O2A O2A 56.7(7) . 5_676 ?
O3 C13 C15 104(2) . 3_655 ?
O3 C13 C15 104(2) . . ?
C15 C13 C15 114.0(17) 3_655 . ?
O3 C13 C15 104(2) . 2_545 ?
C15 C13 C15 114.0(17) 3_655 2_545 ?
C15 C13 C15 114.0(17) . 2_545 ?
O3 C13 C14 121.3(14) . 2_545 ?
C15 C13 C14 23(2) 3_655 2_545 ?
C15 C13 C14 93(2) . 2_545 ?
C15 C13 C14 119(3) 2_545 2_545 ?
O3 C13 C14 121.3(14) . . ?
C15 C13 C14 93(2) 3_655 . ?
C15 C13 C14 119(3) . . ?
C15 C13 C14 23(2) 2_545 . ?
C14 C13 C14 95.5(19) 2_545 . ?
O3 C13 C14 121.3(14) . 3_655 ?
C15 C13 C14 119(3) 3_655 3_655 ?
C15 C13 C14 23(2) . 3_655 ?
C15 C13 C14 93(2) 2_545 3_655 ?
C14 C13 C14 95.5(19) 2_545 3_655 ?
C14 C13 C14 95.5(19) . 3_655 ?
C15 C14 C13 74(3) 2_545 . ?
C14 C15 C13 83(3) 3_655 . ?

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
C11 Ir N1 C1 -173.6(4) . . . . ?
C11 Ir N1 C1 -85.6(4) 5 . . . ?
N1 Ir N1 C1 -129.2(4) 5 . . . ?
N2 Ir N1 C1 89.5(4) 5 . . . ?
N2 Ir N1 C1 11.4(4) . . . . ?
C11 Ir N1 C5 1.8(3) . . . . ?
C11 Ir N1 C5 89.7(3) 5 . . . ?
N1 Ir N1 C5 46.1(3) 5 . . . ?
N2 Ir N1 C5 -95.1(3) 5 . . . ?
N2 Ir N1 C5 -173.2(3) . . . . ?
C11 Ir N2 C12 12(2) . . . . ?
C11 Ir N2 C12 -165.0(3) 5 . . . ?
N1 Ir N2 C12 100.1(3) . . . . ?
N1 Ir N2 C12 -85.3(3) 5 . . . ?
N2 Ir N2 C12 15.3(3) 5 . . . ?
C5 N1 C1 C2 -0.5(7) . . . . ?
Ir N1 C1 C2 174.7(3) . . . . ?
N1 C1 C2 C3 0.7(8) . . . . ?
C1 C2 C3 C4 0.9(9) . . . . ?
C2 C3 C4 C5 -2.6(9) . . . . ?
C1 N1 C5 C4 -1.2(7) . . . . ?
Ir N1 C5 C4 -176.9(4) . . . . ?
C1 N1 C5 C6 176.5(4) . . . . ?
Ir N1 C5 C6 0.9(5) . . . . ?
C3 C4 C5 N1 2.8(8) . . . . ?
C3 C4 C5 C6 -174.6(5) . . . . ?
N1 C5 C6 C7 178.8(4) . . . . ?
C4 C5 C6 C7 -3.7(8) . . . . ?
N1 C5 C6 C11 -4.5(6) . . . . ?
C4 C5 C6 C11 173.0(5) . . . . ?
C11 C6 C7 C8 -0.5(8) . . . . ?
C5 C6 C7 C8 176.0(5) . . . . ?
C6 C7 C8 C9 -2.2(8) . . . . ?
C7 C8 C9 C10 2.5(8) . . . . ?
C8 C9 C10 C11 0.0(7) . . . . ?
C9 C10 C11 C6 -2.7(6) . . . . ?
C9 C10 C11 Ir 177.5(3) . . . . ?
C7 C6 C11 C10 2.9(6) . . . . ?
C5 C6 C11 C10 -173.8(4) . . . . ?
C7 C6 C11 Ir -177.2(4) . . . . ?
C5 C6 C11 Ir 6.0(5) . . . . ?
C11 Ir C11 C10 81.6(4) 5 . . . ?
N1 Ir C11 C10 175.6(4) . . . . ?
N1 Ir C11 C10 1.5(4) 5 . . . ?
N2 Ir C11 C10 -98.7(4) 5 . . . ?
N2 Ir C11 C10 -95.1(19) . . . . ?
C11 Ir C11 C6 -98.3(3) 5 . . . ?
N1 Ir C11 C6 -4.3(3) . . . . ?
N1 Ir C11 C6 -178.3(3) 5 . . . ?
N2 Ir C11 C6 81.4(3) 5 . . . ?
N2 Ir C11 C6 85.0(19) . . . . ?
Ir N2 C12 C12 -43.0(6) . . . 5 ?
O1A Cl O2A O2A -113.5(19) 5_676 . . 5_676 ?
O1A Cl O2A O2A 72.8(19) . . . 5_676 ?
O2 Cl O2A O2A 127(2) . . . 5_676 ?
O2 Cl O2A O2A -41.1(17) 5_676 . . 5_676 ?
O1 Cl O2A O2A 83(2) . . . 5_676 ?
O1 Cl O2A O2A -148.1(14) 5_676 . . 5_676 ?
O3 C13 C14 C15 47(7) . . . 2_545 ?
C15 C13 C14 C15 156(7) 3_655 . . 2_545 ?
C15 C13 C14 C15 -84(5) . . . 2_545 ?
C14 C13 C14 C15 179(6) 2_545 . . 2_545 ?
C14 C13 C14 C15 -85(7) 3_655 . . 2_545 ?
O3 C13 C15 C14 -140(6) . . . 3_655 ?
C15 C13 C15 C14 107(5) 3_655 . . 3_655 ?
C15 C13 C15 C14 -26(8) 2_545 . . 3_655 ?
C14 C13 C15 C14 97(7) 2_545 . . 3_655 ?
C14 C13 C15 C14 -1(7) . . . 3_655 ?

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
N2 H2B O1 0.90 2.40 3.286(10) 169.7 5_665
N2 H2C O2 0.90 2.36 3.085(11) 137.9 8_556

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.030 143 10 ' '

_diffrn_measured_fraction_theta_max 0.947
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         1.430
_refine_diff_density_min         -1.516
_refine_diff_density_rms         0.120

#===END

data_(1b)
_database_code_depnum_ccdc_archive 'CCDC 750021'
#TrackingRef 'acrispinirevised.CIF'

_audit_creation_method           SHELXL-97
_chemical_formula_moiety         'C24 H24 Ir N4, C3 H6 O, Cl O4'
_chemical_formula_sum            'C27 H30 N4 O5 Cl Ir'
_chemical_formula_weight         718.20

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'
O O 0.0106 0.0060 '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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8556(7)
_cell_length_b                   10.6295(10)
_cell_length_c                   17.2840(16)
_cell_angle_alpha                85.174(4)
_cell_angle_beta                 77.803(4)
_cell_angle_gamma                82.635(4)
_cell_volume                     1396.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9348
_cell_measurement_theta_min      1.21
_cell_measurement_theta_max      28.28

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             708
_exptl_absorpt_coefficient_mu    4.919
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_correction_T_min  0.6390
_exptl_absorpt_correction_T_max  0.6943
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27689
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.21
_diffrn_reflns_theta_max         28.28
_reflns_number_total             6870
_reflns_number_gt                6278
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0307P)^2^+0.5568P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6870
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0599
_refine_ls_wR_factor_gt          0.0583
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir 0.750874(13) 0.843106(9) 0.729324(6) 0.03756(5) Uani 1 1 d . . .
Cl1 Cl 0.74250(10) 0.81709(8) 0.41130(5) 0.05226(18) Uani 1 1 d . . .
O1 O 0.8098(9) 0.8173(12) 0.3367(3) 0.291(6) Uani 1 1 d . . .
O2 O 0.6746(10) 0.9407(5) 0.4220(6) 0.230(4) Uani 1 1 d . . .
O3 O 0.6071(7) 0.7488(7) 0.4319(4) 0.211(3) Uani 1 1 d . . .
O4 O 0.8674(6) 0.7856(5) 0.4582(3) 0.1343(15) Uani 1 1 d . . .
O5 O 0.7490(8) 0.2104(4) 0.8654(2) 0.145(2) Uani 1 1 d . . .
N1 N 0.5344(3) 0.9069(3) 0.81138(17) 0.0485(6) Uani 1 1 d . . .
N2 N 0.9648(3) 0.7547(3) 0.65577(15) 0.0457(6) Uani 1 1 d . . .
N3 N 0.6765(4) 0.9340(3) 0.62084(17) 0.0565(7) Uani 1 1 d . . .
H3B H 0.7072 0.8800 0.5815 0.068 Uiso 1 1 calc R . .
H3C H 0.5598 0.9553 0.6292 0.068 Uiso 1 1 calc R . .
N4 N 0.8432(4) 1.0304(3) 0.72856(18) 0.0528(7) Uani 1 1 d . . .
H4B H 0.8123 1.0602 0.7774 0.063 Uiso 1 1 calc R . .
H4C H 0.9607 1.0240 0.7137 0.063 Uiso 1 1 calc R . .
C1 C 0.3870(5) 0.9735(4) 0.7943(3) 0.0666(10) Uani 1 1 d . . .
H1A H 0.3843 0.9985 0.7416 0.080 Uiso 1 1 calc R . .
C2 C 0.2427(6) 1.0055(5) 0.8509(4) 0.0896(15) Uani 1 1 d . . .
H2A H 0.1429 1.0511 0.8373 0.107 Uiso 1 1 calc R . .
C3 C 0.2477(6) 0.9684(5) 0.9292(4) 0.0976(17) Uani 1 1 d . . .
H3A H 0.1500 0.9880 0.9690 0.117 Uiso 1 1 calc R . .
C4 C 0.3959(6) 0.9034(5) 0.9479(3) 0.0813(13) Uani 1 1 d . . .
H4A H 0.4003 0.8798 1.0005 0.098 Uiso 1 1 calc R . .
C5 C 0.5400(5) 0.8722(3) 0.8884(2) 0.0556(8) Uani 1 1 d . . .
C6 C 0.7051(5) 0.7994(3) 0.89958(19) 0.0534(8) Uani 1 1 d . . .
C7 C 0.7432(7) 0.7576(5) 0.9736(2) 0.0799(12) Uani 1 1 d . . .
H7A H 0.6596 0.7742 1.0194 0.096 Uiso 1 1 calc R . .
C8 C 0.9030(7) 0.6924(5) 0.9791(3) 0.0868(14) Uani 1 1 d . . .
H8A H 0.9283 0.6658 1.0285 0.104 Uiso 1 1 calc R . .
C9 C 1.0248(6) 0.6667(4) 0.9115(3) 0.0784(12) Uani 1 1 d . . .
H9A H 1.1328 0.6218 0.9152 0.094 Uiso 1 1 calc R . .
C10 C 0.9892(5) 0.7068(4) 0.8376(2) 0.0585(9) Uani 1 1 d . . .
H10A H 1.0742 0.6885 0.7924 0.070 Uiso 1 1 calc R . .
C11 C 0.8288(4) 0.7737(3) 0.82931(18) 0.0433(6) Uani 1 1 d . . .
C12 C 1.1223(5) 0.7992(4) 0.6316(2) 0.0602(9) Uani 1 1 d . . .
H12A H 1.1358 0.8785 0.6470 0.072 Uiso 1 1 calc R . .
C13 C 1.2626(5) 0.7332(5) 0.5856(2) 0.0730(12) Uani 1 1 d . . .
H13A H 1.3689 0.7671 0.5705 0.088 Uiso 1 1 calc R . .
C14 C 1.2449(6) 0.6167(5) 0.5620(2) 0.0800(13) Uani 1 1 d . . .
H14A H 1.3389 0.5703 0.5307 0.096 Uiso 1 1 calc R . .
C15 C 1.0863(6) 0.5695(4) 0.5854(2) 0.0708(11) Uani 1 1 d . . .
H15A H 1.0727 0.4904 0.5697 0.085 Uiso 1 1 calc R . .
C16 C 0.9446(4) 0.6394(3) 0.63268(18) 0.0504(8) Uani 1 1 d . . .
C17 C 0.7710(5) 0.5989(3) 0.66387(19) 0.0502(7) Uani 1 1 d . . .
C18 C 0.7195(7) 0.4863(4) 0.6443(3) 0.0750(12) Uani 1 1 d . . .
H18A H 0.7962 0.4341 0.6087 0.090 Uiso 1 1 calc R . .
C19 C 0.5559(6) 0.4531(4) 0.6777(3) 0.0828(13) Uani 1 1 d . . .
H19A H 0.5205 0.3791 0.6643 0.099 Uiso 1 1 calc R . .
C20 C 0.4448(6) 0.5295(4) 0.7311(3) 0.0775(12) Uani 1 1 d . . .
H20A H 0.3347 0.5057 0.7544 0.093 Uiso 1 1 calc R . .
C21 C 0.4931(5) 0.6419(3) 0.7512(2) 0.0606(9) Uani 1 1 d . . .
H21A H 0.4155 0.6920 0.7877 0.073 Uiso 1 1 calc R . .
C22 C 0.6575(4) 0.6802(3) 0.71696(19) 0.0448(7) Uani 1 1 d . . .
C23 C 0.7676(6) 1.0486(4) 0.5985(2) 0.0706(10) Uani 1 1 d . . .
H23A H 0.7112 1.1038 0.5614 0.085 Uiso 1 1 calc R . .
H23B H 0.8884 1.0248 0.5729 0.085 Uiso 1 1 calc R . .
C24 C 0.7615(6) 1.1175(4) 0.6717(3) 0.0705(11) Uani 1 1 d . . .
H24A H 0.8244 1.1917 0.6578 0.085 Uiso 1 1 calc R . .
H24B H 0.6409 1.1456 0.6956 0.085 Uiso 1 1 calc R . .
C25 C 0.7853(8) 0.3184(5) 0.8611(2) 0.0924(16) Uani 1 1 d . . .
C26 C 0.9429(9) 0.3586(6) 0.8080(3) 0.1127(19) Uani 1 1 d . . .
H26A H 1.0088 0.2869 0.7811 0.169 Uiso 1 1 calc R . .
H26B H 1.0137 0.3926 0.8384 0.169 Uiso 1 1 calc R . .
H26C H 0.9096 0.4227 0.7697 0.169 Uiso 1 1 calc R . .
C27 C 0.6699(9) 0.4170(5) 0.9096(4) 0.121(2) Uani 1 1 d . . .
H27A H 0.5732 0.3795 0.9429 0.181 Uiso 1 1 calc R . .
H27B H 0.6264 0.4835 0.8753 0.181 Uiso 1 1 calc R . .
H27C H 0.7355 0.4517 0.9420 0.181 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir 0.03975(7) 0.03470(7) 0.03813(7) -0.00233(4) -0.00921(5) -0.00155(4)
Cl1 0.0482(4) 0.0536(5) 0.0543(4) -0.0035(4) -0.0081(3) -0.0066(3)
O1 0.175(6) 0.615(19) 0.072(3) -0.045(6) -0.003(3) -0.024(8)
O2 0.266(7) 0.087(3) 0.400(11) -0.052(5) -0.232(8) 0.037(4)
O3 0.138(4) 0.217(7) 0.286(8) 0.051(6) -0.034(5) -0.104(5)
O4 0.116(3) 0.155(4) 0.142(4) 0.019(3) -0.073(3) 0.007(3)
O5 0.276(6) 0.073(2) 0.071(2) -0.0134(19) 0.017(3) -0.041(3)
N1 0.0412(13) 0.0461(15) 0.0564(16) -0.0104(12) -0.0051(12) -0.0016(11)
N2 0.0464(14) 0.0492(15) 0.0391(13) -0.0026(11) -0.0083(11) 0.0026(11)
N3 0.0646(18) 0.0535(17) 0.0542(16) 0.0032(13) -0.0221(14) -0.0043(14)
N4 0.0542(16) 0.0431(15) 0.0605(17) -0.0057(13) -0.0081(13) -0.0069(12)
C1 0.0480(19) 0.064(2) 0.084(3) -0.011(2) -0.0117(18) 0.0073(16)
C2 0.049(2) 0.090(3) 0.123(4) -0.032(3) -0.004(2) 0.011(2)
C3 0.066(3) 0.098(4) 0.111(4) -0.030(3) 0.029(3) -0.005(3)
C4 0.075(3) 0.087(3) 0.070(3) -0.018(2) 0.018(2) -0.013(2)
C5 0.060(2) 0.053(2) 0.0502(18) -0.0112(15) 0.0033(15) -0.0132(15)
C6 0.066(2) 0.0508(19) 0.0433(16) -0.0043(14) -0.0090(15) -0.0091(16)
C7 0.108(4) 0.089(3) 0.0436(19) -0.002(2) -0.012(2) -0.020(3)
C8 0.118(4) 0.095(4) 0.056(2) 0.008(2) -0.043(3) -0.010(3)
C9 0.082(3) 0.080(3) 0.081(3) 0.009(2) -0.044(2) -0.004(2)
C10 0.058(2) 0.059(2) 0.061(2) 0.0016(17) -0.0218(17) -0.0032(16)
C11 0.0517(17) 0.0376(16) 0.0430(15) -0.0014(12) -0.0130(13) -0.0094(13)
C12 0.0534(19) 0.068(2) 0.0544(19) 0.0011(17) -0.0043(16) -0.0044(17)
C13 0.057(2) 0.097(3) 0.056(2) -0.002(2) -0.0002(17) 0.007(2)
C14 0.071(3) 0.100(3) 0.057(2) -0.016(2) -0.0040(19) 0.029(2)
C15 0.081(3) 0.065(2) 0.064(2) -0.0230(19) -0.018(2) 0.020(2)
C16 0.0586(19) 0.0498(18) 0.0423(15) -0.0054(14) -0.0181(14) 0.0100(15)
C17 0.065(2) 0.0386(16) 0.0517(17) -0.0038(14) -0.0279(16) 0.0029(14)
C18 0.101(3) 0.044(2) 0.092(3) -0.018(2) -0.048(3) 0.005(2)
C19 0.090(3) 0.043(2) 0.132(4) -0.009(2) -0.056(3) -0.010(2)
C20 0.061(2) 0.056(2) 0.124(4) 0.010(2) -0.036(2) -0.0177(19)
C21 0.0526(19) 0.048(2) 0.084(3) -0.0018(18) -0.0193(18) -0.0085(15)
C22 0.0520(17) 0.0368(15) 0.0504(17) 0.0012(13) -0.0235(14) -0.0042(13)
C23 0.079(3) 0.063(2) 0.068(2) 0.022(2) -0.020(2) -0.010(2)
C24 0.072(2) 0.0407(19) 0.095(3) 0.013(2) -0.017(2) -0.0055(17)
C25 0.170(5) 0.061(3) 0.050(2) 0.001(2) -0.033(3) -0.012(3)
C26 0.178(6) 0.090(4) 0.068(3) 0.003(3) -0.026(4) -0.014(4)
C27 0.146(5) 0.080(4) 0.138(5) -0.027(4) -0.035(4) 0.004(4)

_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir C11 2.006(3) . ?
Ir C22 2.009(3) . ?
Ir N1 2.052(3) . ?
Ir N2 2.053(2) . ?
Ir N3 2.192(3) . ?
Ir N4 2.202(3) . ?
Cl1 O1 1.287(5) . ?
Cl1 O3 1.334(5) . ?
Cl1 O2 1.366(5) . ?
Cl1 O4 1.393(4) 1 ?
Cl1 O4 1.393(4) . ?
O4 O4 0.000(14) 1 ?
O5 C25 1.210(6) . ?
N1 C1 1.353(4) . ?
N1 C5 1.359(4) . ?
N2 C12 1.352(4) . ?
N2 C16 1.359(4) . ?
N3 C23 1.474(5) . ?
N4 C24 1.482(5) . ?
C1 C2 1.359(6) . ?
C2 C3 1.385(8) . ?
C3 C4 1.361(7) . ?
C4 C5 1.385(5) . ?
C5 C6 1.463(5) . ?
C6 C7 1.398(5) . ?
C6 C11 1.408(5) . ?
C7 C8 1.372(7) . ?
C8 C9 1.366(6) . ?
C9 C10 1.387(5) . ?
C10 C11 1.394(5) . ?
C12 C13 1.365(5) . ?
C13 C14 1.368(7) . ?
C14 C15 1.371(7) . ?
C15 C16 1.402(5) . ?
C16 C17 1.461(5) . ?
C17 C18 1.400(5) . ?
C17 C22 1.405(5) . ?
C18 C19 1.371(7) . ?
C19 C20 1.369(6) . ?
C20 C21 1.391(5) . ?
C21 C22 1.398(5) . ?
C23 C24 1.503(6) . ?
C25 C26 1.466(8) . ?
C25 C27 1.486(7) . ?
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
C11 Ir C22 92.02(12) . . ?
C11 Ir N1 80.26(12) . . ?
C22 Ir N1 93.86(12) . . ?
C11 Ir N2 94.40(12) . . ?
C22 Ir N2 80.18(12) . . ?
N1 Ir N2 171.91(10) . . ?
C11 Ir N3 174.95(10) . . ?
C22 Ir N3 93.02(12) . . ?
N1 Ir N3 99.80(12) . . ?
N2 Ir N3 86.05(11) . . ?
C11 Ir N4 95.28(12) . . ?
C22 Ir N4 172.70(11) . . ?
N1 Ir N4 87.65(11) . . ?
N2 Ir N4 98.96(11) . . ?
N3 Ir N4 79.68(11) . . ?
O1 Cl1 O3 112.8(5) . . ?
O1 Cl1 O2 103.4(7) . . ?
O3 Cl1 O2 106.0(5) . . ?
O1 Cl1 O4 112.7(4) . 1 ?
O3 Cl1 O4 113.0(4) . 1 ?
O2 Cl1 O4 108.2(3) . 1 ?
O1 Cl1 O4 112.7(4) . . ?
O3 Cl1 O4 113.0(4) . . ?
O2 Cl1 O4 108.2(3) . . ?
O4 Cl1 O4 0.0(5) 1 . ?
O4 O4 Cl1 0(10) 1 . ?
C1 N1 C5 118.9(3) . . ?
C1 N1 Ir 125.3(3) . . ?
C5 N1 Ir 115.8(2) . . ?
C12 N2 C16 118.5(3) . . ?
C12 N2 Ir 125.7(2) . . ?
C16 N2 Ir 115.7(2) . . ?
C23 N3 Ir 108.4(2) . . ?
C24 N4 Ir 107.8(2) . . ?
N1 C1 C2 122.7(4) . . ?
C1 C2 C3 118.4(4) . . ?
C4 C3 C2 119.9(4) . . ?
C3 C4 C5 119.9(5) . . ?
N1 C5 C4 120.2(4) . . ?
N1 C5 C6 114.0(3) . . ?
C4 C5 C6 125.7(4) . . ?
C7 C6 C11 120.7(4) . . ?
C7 C6 C5 124.1(3) . . ?
C11 C6 C5 115.2(3) . . ?
C8 C7 C6 120.5(4) . . ?
C9 C8 C7 119.6(4) . . ?
C8 C9 C10 120.7(4) . . ?
C9 C10 C11 121.5(4) . . ?
C10 C11 C6 116.9(3) . . ?
C10 C11 Ir 128.3(3) . . ?
C6 C11 Ir 114.7(2) . . ?
N2 C12 C13 123.1(4) . . ?
C12 C13 C14 119.3(4) . . ?
C13 C14 C15 118.9(4) . . ?
C14 C15 C16 120.6(4) . . ?
N2 C16 C15 119.7(3) . . ?
N2 C16 C17 114.0(3) . . ?
C15 C16 C17 126.3(3) . . ?
C18 C17 C22 121.4(4) . . ?
C18 C17 C16 123.4(3) . . ?
C22 C17 C16 115.3(3) . . ?
C19 C18 C17 119.9(4) . . ?
C20 C19 C18 119.7(4) . . ?
C19 C20 C21 121.3(4) . . ?
C20 C21 C22 120.6(4) . . ?
C21 C22 C17 117.1(3) . . ?
C21 C22 Ir 128.3(3) . . ?
C17 C22 Ir 114.6(2) . . ?
N3 C23 C24 109.2(3) . . ?
N4 C24 C23 109.0(3) . . ?
O5 C25 C26 122.1(5) . . ?
O5 C25 C27 121.0(6) . . ?
C26 C25 C27 116.9(5) . . ?

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
O1 Cl1 O4 O4 0.0(6) . . . 1 ?
O3 Cl1 O4 O4 0.0(4) . . . 1 ?
O2 Cl1 O4 O4 0.0(6) . . . 1 ?
C11 Ir N1 C1 -178.5(3) . . . . ?
C22 Ir N1 C1 -87.1(3) . . . . ?
N2 Ir N1 C1 -129.4(6) . . . . ?
N3 Ir N1 C1 6.6(3) . . . . ?
N4 Ir N1 C1 85.7(3) . . . . ?
C11 Ir N1 C5 -2.1(2) . . . . ?
C22 Ir N1 C5 89.3(2) . . . . ?
N2 Ir N1 C5 47.0(7) . . . . ?
N3 Ir N1 C5 -177.0(2) . . . . ?
N4 Ir N1 C5 -97.9(2) . . . . ?
C11 Ir N2 C12 -84.2(3) . . . . ?
C22 Ir N2 C12 -175.5(3) . . . . ?
N1 Ir N2 C12 -132.6(6) . . . . ?
N3 Ir N2 C12 90.7(3) . . . . ?
N4 Ir N2 C12 11.8(3) . . . . ?
C11 Ir N2 C16 93.2(2) . . . . ?
C22 Ir N2 C16 1.9(2) . . . . ?
N1 Ir N2 C16 44.8(7) . . . . ?
N3 Ir N2 C16 -91.9(2) . . . . ?
N4 Ir N2 C16 -170.8(2) . . . . ?
C11 Ir N3 C23 10.0(13) . . . . ?
C22 Ir N3 C23 -165.3(3) . . . . ?
N1 Ir N3 C23 100.2(3) . . . . ?
N2 Ir N3 C23 -85.4(3) . . . . ?
N4 Ir N3 C23 14.5(2) . . . . ?
C11 Ir N4 C24 -165.2(2) . . . . ?
C22 Ir N4 C24 16.9(9) . . . . ?
N1 Ir N4 C24 -85.2(2) . . . . ?
N2 Ir N4 C24 99.5(2) . . . . ?
N3 Ir N4 C24 15.2(2) . . . . ?
C5 N1 C1 C2 -1.2(6) . . . . ?
Ir N1 C1 C2 175.1(3) . . . . ?
N1 C1 C2 C3 0.2(7) . . . . ?
C1 C2 C3 C4 1.0(8) . . . . ?
C2 C3 C4 C5 -1.2(8) . . . . ?
C1 N1 C5 C4 0.9(5) . . . . ?
Ir N1 C5 C4 -175.8(3) . . . . ?
C1 N1 C5 C6 179.4(3) . . . . ?
Ir N1 C5 C6 2.7(4) . . . . ?
C3 C4 C5 N1 0.3(6) . . . . ?
C3 C4 C5 C6 -178.0(4) . . . . ?
N1 C5 C6 C7 177.6(4) . . . . ?
C4 C5 C6 C7 -4.0(6) . . . . ?
N1 C5 C6 C11 -1.9(4) . . . . ?
C4 C5 C6 C11 176.5(4) . . . . ?
C11 C6 C7 C8 1.0(6) . . . . ?
C5 C6 C7 C8 -178.4(4) . . . . ?
C6 C7 C8 C9 -0.9(8) . . . . ?
C7 C8 C9 C10 0.6(7) . . . . ?
C8 C9 C10 C11 -0.3(7) . . . . ?
C9 C10 C11 C6 0.4(5) . . . . ?
C9 C10 C11 Ir 178.8(3) . . . . ?
C7 C6 C11 C10 -0.7(5) . . . . ?
C5 C6 C11 C10 178.8(3) . . . . ?
C7 C6 C11 Ir -179.4(3) . . . . ?
C5 C6 C11 Ir 0.1(4) . . . . ?
C22 Ir C11 C10 89.0(3) . . . . ?
N1 Ir C11 C10 -177.4(3) . . . . ?
N2 Ir C11 C10 8.7(3) . . . . ?
N3 Ir C11 C10 -86.3(13) . . . . ?
N4 Ir C11 C10 -90.8(3) . . . . ?
C22 Ir C11 C6 -92.6(3) . . . . ?
N1 Ir C11 C6 1.0(2) . . . . ?
N2 Ir C11 C6 -172.9(2) . . . . ?
N3 Ir C11 C6 92.2(12) . . . . ?
N4 Ir C11 C6 87.7(2) . . . . ?
C16 N2 C12 C13 -0.6(5) . . . . ?
Ir N2 C12 C13 176.8(3) . . . . ?
N2 C12 C13 C14 0.3(6) . . . . ?
C12 C13 C14 C15 0.0(6) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C12 N2 C16 C15 0.5(5) . . . . ?
Ir N2 C16 C15 -177.1(3) . . . . ?
C12 N2 C16 C17 178.4(3) . . . . ?
Ir N2 C16 C17 0.8(3) . . . . ?
C14 C15 C16 N2 -0.2(5) . . . . ?
C14 C15 C16 C17 -177.8(4) . . . . ?
N2 C16 C17 C18 176.7(3) . . . . ?
C15 C16 C17 C18 -5.6(5) . . . . ?
N2 C16 C17 C22 -4.4(4) . . . . ?
C15 C16 C17 C22 173.3(3) . . . . ?
C22 C17 C18 C19 -0.6(6) . . . . ?
C16 C17 C18 C19 178.2(4) . . . . ?
C17 C18 C19 C20 -1.0(7) . . . . ?
C18 C19 C20 C21 1.2(7) . . . . ?
C19 C20 C21 C22 0.2(6) . . . . ?
C20 C21 C22 C17 -1.7(5) . . . . ?
C20 C21 C22 Ir 174.8(3) . . . . ?
C18 C17 C22 C21 1.9(5) . . . . ?
C16 C17 C22 C21 -177.0(3) . . . . ?
C18 C17 C22 Ir -175.1(3) . . . . ?
C16 C17 C22 Ir 6.0(4) . . . . ?
C11 Ir C22 C21 85.0(3) . . . . ?
N1 Ir C22 C21 4.6(3) . . . . ?
N2 Ir C22 C21 179.1(3) . . . . ?
N3 Ir C22 C21 -95.4(3) . . . . ?
N4 Ir C22 C21 -97.1(9) . . . . ?
C11 Ir C22 C17 -98.4(2) . . . . ?
N1 Ir C22 C17 -178.8(2) . . . . ?
N2 Ir C22 C17 -4.3(2) . . . . ?
N3 Ir C22 C17 81.2(2) . . . . ?
N4 Ir C22 C17 79.5(9) . . . . ?
Ir N3 C23 C24 -42.0(4) . . . . ?
Ir N4 C24 C23 -42.5(4) . . . . ?
N3 C23 C24 N4 57.7(4) . . . . ?

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
N3 H3B O4 0.90 2.46 3.316(6) 159.7 1
N3 H3C O2 0.90 2.32 3.112(6) 146.3 2_676
N4 H4C O1 0.90 2.59 3.294(10) 135.3 2_776
N4 H4B O5 0.90 2.24 3.076(5) 155.3 1_565

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.788
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.078

#===END