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

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'A L Balch'
_publ_contact_author_email       ALBALCH@UCDAVIS.EDU

_publ_section_title              
;
Crystallization of Chloroindium(III)octaethylporphyrin
Into a Clamshell Motif to Engulf Host Molecules.
;
loop_
_publ_author_name
'A L Balch'
'James C Fettinger'
'Thelma Y Garcia'
'Marylin Olmstead'

# Attachment 'Garcia.CIF'

data_tg05
_database_code_depnum_ccdc_archive 'CCDC 735172'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
Chloro-2,3,7,8,12,13,17,18-octaethylporphyrinato-indium(III)
;
_chemical_name_common            
Chloro-2,3,7,8,12,13,17,18-octaethylporphyrinato-indium(iii)
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H44 Cl In N4'
_chemical_formula_sum            'C36 H44 Cl In N4'
_chemical_formula_weight         683.02

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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'

_cell_length_a                   12.723(3)
_cell_length_b                   13.512(3)
_cell_length_c                   19.649(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.09(3)
_cell_angle_gamma                90.00
_cell_volume                     3290.1(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    8035
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      31.81

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.065
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_process_details   'SADABS 2.10 (Sheldrick, 2003)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART Apex II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            56551
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         31.86
_reflns_number_total             11210
_reflns_number_gt                9035
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL 5.1(Sheldrick, 1994)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² 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/[σ²(Fo²)+(0.0334P)²+2.0561P] where P=(Fo²+2Fc²)/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         11210
_refine_ls_number_parameters     387
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0789
_refine_ls_wR_factor_gt          0.0735
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.003
_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
In1 In 0.179539(9) 0.502494(9) 0.424903(6) 0.01468(4) Uani 1 1 d . . .
Cl1 Cl 0.26419(3) 0.43192(3) 0.33773(2) 0.01985(8) Uani 1 1 d . . .
N1 N 0.04104(11) 0.41581(11) 0.43312(8) 0.0173(3) Uani 1 1 d . . .
N2 N 0.06558(11) 0.60842(11) 0.37021(7) 0.0162(3) Uani 1 1 d . . .
N3 N 0.28455(11) 0.62600(10) 0.45812(7) 0.0146(3) Uani 1 1 d . . .
N4 N 0.26051(11) 0.43211(11) 0.52056(7) 0.0159(3) Uani 1 1 d . . .
C1 C 0.04334(14) 0.33029(13) 0.47167(9) 0.0185(3) Uani 1 1 d . . .
C2 C -0.06095(14) 0.28221(14) 0.45250(9) 0.0203(3) Uani 1 1 d . . .
C3 C -0.08945(16) 0.18508(15) 0.48023(11) 0.0256(4) Uani 1 1 d . . .
H3A H -0.1665 0.1861 0.4822 0.031 Uiso 1 1 calc R . .
H3B H -0.0461 0.1762 0.5285 0.031 Uiso 1 1 calc R . .
C4 C -0.0697(3) 0.09765(18) 0.43579(15) 0.0515(7) Uani 1 1 d . . .
H4A H -0.0951 0.0367 0.4539 0.077 Uiso 1 1 calc R . .
H4B H 0.0076 0.0921 0.4376 0.077 Uiso 1 1 calc R . .
H4C H -0.1090 0.1079 0.3873 0.077 Uiso 1 1 calc R . .
C5 C -0.12537(14) 0.34109(14) 0.40343(10) 0.0211(4) Uani 1 1 d . . .
C6 C -0.24193(14) 0.32469(16) 0.36853(10) 0.0259(4) Uani 1 1 d . . .
H6A H -0.2804 0.3887 0.3663 0.031 Uiso 1 1 calc R . .
H6B H -0.2739 0.2794 0.3980 0.031 Uiso 1 1 calc R . .
C7 C -0.26141(19) 0.2818(2) 0.29503(13) 0.0505(8) Uani 1 1 d . . .
H7A H -0.3384 0.2674 0.2781 0.076 Uiso 1 1 calc R . .
H7B H -0.2198 0.2206 0.2959 0.076 Uiso 1 1 calc R . .
H7C H -0.2386 0.3297 0.2638 0.076 Uiso 1 1 calc R . .
C8 C -0.06091(13) 0.42504(13) 0.39144(9) 0.0182(3) Uani 1 1 d . . .
C9 C -0.09552(13) 0.50364(14) 0.34564(10) 0.0207(3) Uani 1 1 d . . .
H9A H -0.1674 0.4992 0.3185 0.025 Uiso 1 1 calc R . .
C10 C -0.03824(13) 0.58768(13) 0.33461(9) 0.0185(3) Uani 1 1 d . . .
C11 C -0.07822(13) 0.66882(14) 0.28739(9) 0.0193(3) Uani 1 1 d . . .
C12 C -0.18379(15) 0.67093(16) 0.23463(10) 0.0266(4) Uani 1 1 d . . .
H12A H -0.2090 0.7402 0.2271 0.032 Uiso 1 1 calc R . .
H12B H -0.2383 0.6334 0.2529 0.032 Uiso 1 1 calc R . .
C13 C -0.1734(2) 0.6260(3) 0.16476(15) 0.0852(15) Uani 1 1 d . . .
H13A H -0.2408 0.6363 0.1297 0.128 Uiso 1 1 calc R . .
H13B H -0.1591 0.5549 0.1707 0.128 Uiso 1 1 calc R . .
H13C H -0.1138 0.6580 0.1492 0.128 Uiso 1 1 calc R . .
C14 C 0.00089(13) 0.73937(14) 0.29704(9) 0.0185(3) Uani 1 1 d . . .
C15 C -0.00411(14) 0.84000(14) 0.26410(9) 0.0212(3) Uani 1 1 d . . .
H15A H -0.0558 0.8382 0.2181 0.025 Uiso 1 1 calc R . .
H15B H 0.0678 0.8568 0.2560 0.025 Uiso 1 1 calc R . .
C16 C -0.03846(16) 0.92049(14) 0.30893(10) 0.0239(4) Uani 1 1 d . . .
H16A H -0.0408 0.9844 0.2850 0.036 Uiso 1 1 calc R . .
H16B H 0.0135 0.9239 0.3541 0.036 Uiso 1 1 calc R . .
H16C H -0.1102 0.9049 0.3165 0.036 Uiso 1 1 calc R . .
C17 C 0.09106(13) 0.70042(13) 0.34909(9) 0.0165(3) Uani 1 1 d . . .
C18 C 0.18874(13) 0.74919(13) 0.37483(9) 0.0167(3) Uani 1 1 d . . .
H18A H 0.1963 0.8122 0.3550 0.020 Uiso 1 1 calc R . .
C19 C 0.27692(13) 0.71670(12) 0.42624(8) 0.0147(3) Uani 1 1 d . . .
C20 C 0.37335(13) 0.77379(13) 0.45481(9) 0.0158(3) Uani 1 1 d . . .
C21 C 0.39105(14) 0.87984(14) 0.43682(10) 0.0220(4) Uani 1 1 d . . .
H21A H 0.3662 0.8887 0.3857 0.026 Uiso 1 1 calc R . .
H21B H 0.4693 0.8943 0.4496 0.026 Uiso 1 1 calc R . .
C22 C 0.33256(19) 0.95345(15) 0.47349(13) 0.0330(5) Uani 1 1 d . . .
H22A H 0.3521 1.0209 0.4629 0.050 Uiso 1 1 calc R . .
H22B H 0.3533 0.9425 0.5241 0.050 Uiso 1 1 calc R . .
H22C H 0.2545 0.9445 0.4572 0.050 Uiso 1 1 calc R . .
C23 C 0.43872(13) 0.71456(12) 0.50346(9) 0.0150(3) Uani 1 1 d . . .
C24 C 0.54444(13) 0.74056(13) 0.55115(9) 0.0185(3) Uani 1 1 d . . .
H24A H 0.5785 0.7950 0.5301 0.022 Uiso 1 1 calc R . .
H24B H 0.5930 0.6825 0.5562 0.022 Uiso 1 1 calc R . .
C25 C 0.53128(15) 0.77257(17) 0.62357(10) 0.0276(4) Uani 1 1 d . . .
H25A H 0.6025 0.7857 0.6538 0.041 Uiso 1 1 calc R . .
H25B H 0.4956 0.7197 0.6440 0.041 Uiso 1 1 calc R . .
H25C H 0.4873 0.8328 0.6192 0.041 Uiso 1 1 calc R . .
C26 C 0.38266(12) 0.62147(12) 0.50503(8) 0.0140(3) Uani 1 1 d . . .
C27 C 0.41902(13) 0.54124(12) 0.54922(9) 0.0153(3) Uani 1 1 d . . .
H27A H 0.4909 0.5458 0.5763 0.018 Uiso 1 1 calc R . .
C28 C 0.36235(13) 0.45501(12) 0.55840(9) 0.0155(3) Uani 1 1 d . . .
C29 C 0.39803(14) 0.37947(13) 0.61091(9) 0.0172(3) Uani 1 1 d . . .
C30 C 0.50352(14) 0.38086(14) 0.66371(10) 0.0219(3) Uani 1 1 d . . .
H30A H 0.5610 0.4031 0.6407 0.026 Uiso 1 1 calc R . .
H30B H 0.5213 0.3128 0.6811 0.026 Uiso 1 1 calc R . .
C31 C 0.50197(18) 0.44926(17) 0.72603(10) 0.0314(4) Uani 1 1 d . . .
H31A H 0.5725 0.4474 0.7588 0.047 Uiso 1 1 calc R . .
H31B H 0.4462 0.4268 0.7497 0.047 Uiso 1 1 calc R . .
H31C H 0.4861 0.5171 0.7093 0.047 Uiso 1 1 calc R . .
C32 C 0.31585(14) 0.31193(13) 0.60467(9) 0.0180(3) Uani 1 1 d . . .
C33 C 0.30941(16) 0.22164(14) 0.64811(10) 0.0235(4) Uani 1 1 d . . .
H33A H 0.2382 0.2208 0.6605 0.028 Uiso 1 1 calc R . .
H33B H 0.3654 0.2266 0.6921 0.028 Uiso 1 1 calc R . .
C34 C 0.3245(2) 0.12400(16) 0.61222(13) 0.0349(5) Uani 1 1 d . . .
H34A H 0.3130 0.0686 0.6419 0.052 Uiso 1 1 calc R . .
H34B H 0.3979 0.1208 0.6045 0.052 Uiso 1 1 calc R . .
H34C H 0.2722 0.1200 0.5672 0.052 Uiso 1 1 calc R . .
C35 C 0.23024(13) 0.34550(13) 0.54723(9) 0.0174(3) Uani 1 1 d . . .
C36 C 0.13066(14) 0.29850(13) 0.52348(9) 0.0190(3) Uani 1 1 d . . .
H36A H 0.1214 0.2374 0.5454 0.023 Uiso 1 1 calc R . .


_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
In1 N2 2.1448(15) . ?
In1 N3 2.1450(14) . ?
In1 N4 2.1498(15) . ?
In1 N1 2.1522(15) . ?
In1 Cl1 2.4164(7) . ?
N1 C8 1.374(2) . ?
N1 C1 1.378(2) . ?
N2 C17 1.372(2) . ?
N2 C10 1.376(2) . ?
N3 C19 1.370(2) . ?
N3 C26 1.375(2) . ?
N4 C35 1.373(2) . ?
N4 C28 1.375(2) . ?
C1 C36 1.394(3) . ?
C1 C2 1.448(2) . ?
C2 C5 1.370(3) . ?
C2 C3 1.497(3) . ?
C3 C4 1.523(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C8 1.450(3) . ?
C5 C6 1.503(2) . ?
C6 C7 1.524(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.397(3) . ?
C9 C10 1.393(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.452(3) . ?
C11 C14 1.368(3) . ?
C11 C12 1.500(2) . ?
C12 C13 1.534(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C17 1.452(2) . ?
C14 C15 1.501(3) . ?
C15 C16 1.525(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.396(2) . ?
C18 C19 1.399(2) . ?
C18 H18A 0.9500 . ?
C19 C20 1.450(2) . ?
C20 C23 1.373(2) . ?
C20 C21 1.505(2) . ?
C21 C22 1.518(3) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C26 1.450(2) . ?
C23 C24 1.497(2) . ?
C24 C25 1.532(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.400(2) . ?
C27 C28 1.403(2) . ?
C27 H27A 0.9500 . ?
C28 C29 1.449(2) . ?
C29 C32 1.372(2) . ?
C29 C30 1.499(2) . ?
C30 C31 1.538(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C35 1.452(2) . ?
C32 C33 1.502(2) . ?
C33 C34 1.528(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.400(2) . ?
C36 H36A 0.9500 . ?

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
N2 In1 N3 86.39(6) . . ?
N2 In1 N4 150.35(6) . . ?
N3 In1 N4 86.33(6) . . ?
N2 In1 N1 85.91(6) . . ?
N3 In1 N1 149.85(5) . . ?
N4 In1 N1 86.10(6) . . ?
N2 In1 Cl1 105.51(4) . . ?
N3 In1 Cl1 100.13(4) . . ?
N4 In1 Cl1 104.06(4) . . ?
N1 In1 Cl1 110.02(4) . . ?
C8 N1 C1 107.66(14) . . ?
C8 N1 In1 125.75(12) . . ?
C1 N1 In1 125.57(11) . . ?
C17 N2 C10 107.22(14) . . ?
C17 N2 In1 125.23(11) . . ?
C10 N2 In1 125.51(12) . . ?
C19 N3 C26 107.81(13) . . ?
C19 N3 In1 125.61(11) . . ?
C26 N3 In1 125.29(11) . . ?
C35 N4 C28 107.28(14) . . ?
C35 N4 In1 126.20(11) . . ?
C28 N4 In1 125.41(11) . . ?
N1 C1 C36 125.03(15) . . ?
N1 C1 C2 109.20(16) . . ?
C36 C1 C2 125.68(17) . . ?
C5 C2 C1 106.82(16) . . ?
C5 C2 C3 127.58(17) . . ?
C1 C2 C3 125.58(18) . . ?
C2 C3 C4 112.74(17) . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 C8 107.37(15) . . ?
C2 C5 C6 127.36(18) . . ?
C8 C5 C6 125.26(18) . . ?
C5 C6 C7 114.87(16) . . ?
C5 C6 H6A 108.6 . . ?
C7 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
C7 C6 H6B 108.6 . . ?
H6A C6 H6B 107.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 124.77(16) . . ?
N1 C8 C5 108.93(16) . . ?
C9 C8 C5 126.30(16) . . ?
C10 C9 C8 128.34(16) . . ?
C10 C9 H9A 115.8 . . ?
C8 C9 H9A 115.8 . . ?
N2 C10 C9 124.25(16) . . ?
N2 C10 C11 109.15(16) . . ?
C9 C10 C11 126.54(15) . . ?
C14 C11 C10 107.30(15) . . ?
C14 C11 C12 126.74(18) . . ?
C10 C11 C12 125.84(17) . . ?
C11 C12 C13 111.47(16) . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 C17 106.51(16) . . ?
C11 C14 C15 127.85(16) . . ?
C17 C14 C15 125.57(16) . . ?
C14 C15 C16 112.76(15) . . ?
C14 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
C14 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C17 C18 124.73(15) . . ?
N2 C17 C14 109.77(15) . . ?
C18 C17 C14 125.49(17) . . ?
C17 C18 C19 128.00(16) . . ?
C17 C18 H18A 116.0 . . ?
C19 C18 H18A 116.0 . . ?
N3 C19 C18 124.95(15) . . ?
N3 C19 C20 109.43(14) . . ?
C18 C19 C20 125.60(16) . . ?
C23 C20 C19 106.58(15) . . ?
C23 C20 C21 128.26(15) . . ?
C19 C20 C21 125.02(15) . . ?
C20 C21 C22 113.37(16) . . ?
C20 C21 H21A 108.9 . . ?
C22 C21 H21A 108.9 . . ?
C20 C21 H21B 108.9 . . ?
C22 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C23 C26 107.28(14) . . ?
C20 C23 C24 128.01(16) . . ?
C26 C23 C24 124.55(15) . . ?
C23 C24 C25 112.09(14) . . ?
C23 C24 H24A 109.2 . . ?
C25 C24 H24A 109.2 . . ?
C23 C24 H24B 109.2 . . ?
C25 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N3 C26 C27 124.91(15) . . ?
N3 C26 C23 108.88(14) . . ?
C27 C26 C23 126.14(15) . . ?
C26 C27 C28 127.98(15) . . ?
C26 C27 H27A 116.0 . . ?
C28 C27 H27A 116.0 . . ?
N4 C28 C27 124.47(15) . . ?
N4 C28 C29 109.35(15) . . ?
C27 C28 C29 126.09(15) . . ?
C32 C29 C28 107.17(15) . . ?
C32 C29 C30 127.94(16) . . ?
C28 C29 C30 124.81(16) . . ?
C29 C30 C31 112.80(16) . . ?
C29 C30 H30A 109.0 . . ?
C31 C30 H30A 109.0 . . ?
C29 C30 H30B 109.0 . . ?
C31 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C32 C35 106.50(15) . . ?
C29 C32 C33 128.90(16) . . ?
C35 C32 C33 124.58(16) . . ?
C32 C33 C34 114.21(16) . . ?
C32 C33 H33A 108.7 . . ?
C34 C33 H33A 108.7 . . ?
C32 C33 H33B 108.7 . . ?
C34 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N4 C35 C36 124.80(16) . . ?
N4 C35 C32 109.70(15) . . ?
C36 C35 C32 125.48(16) . . ?
C1 C36 C35 127.98(17) . . ?
C1 C36 H36A 116.0 . . ?
C35 C36 H36A 116.0 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        31.86
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.081
#===END

data_tg03
_database_code_depnum_ccdc_archive 'CCDC 735173'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
Chloro(2,3,7,8,12,13,17,18-octaethylporphyrinato)indium(III)
;
_chemical_name_common            
Chloro(2,3,7,8,12,13,17,18-octaethylporphyrinato)indium(iii)
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H44 Cl In N4, 1.5(C6 H6)'
_chemical_formula_sum            'C45 H53 Cl In N4'
_chemical_formula_weight         800.18

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'
In In -0.7276 1.3100 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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'

_cell_length_a                   13.6573(8)
_cell_length_b                   19.1375(11)
_cell_length_c                   15.2740(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.9590(10)
_cell_angle_gamma                90.00
_cell_volume                     3943.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    5071
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      25.8

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1668
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   'SADABS 2.10 (Sheldrick, 2003)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART ApexII'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            46377
_diffrn_reflns_av_R_equivalents  0.1033
_diffrn_reflns_av_sigmaI/netI    0.0867
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         28.28
_reflns_number_total             9783
_reflns_number_gt                6040
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT 7.16 (Bruker, 2005)'
_computing_data_reduction        'SAINT 7.16 (Bruker, 2005)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL 5.1, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. One of the porphyrin ethyl
groups is disordered between two sets of two carbon atoms. In the final
cycles of refinement these sets were allowed to refine with no retraints
and the occupancies of the sets refined to the ratio {C33a,C34a}:
{C33b,C34b} of 0.39(14):0.61(14).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0388P)²+10.1886P] where P=(Fo²+2Fc²)/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         9783
_refine_ls_number_parameters     488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1196
_refine_ls_wR_factor_gt          0.0976
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_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
In1 In 0.03468(2) 0.199491(14) 0.428920(19) 0.01219(8) Uani 1 1 d . . .
Cl1 Cl 0.03359(9) 0.32562(5) 0.42648(8) 0.0179(2) Uani 1 1 d . . .
N1 N 0.1452(2) 0.17029(17) 0.3499(2) 0.0120(7) Uani 1 1 d . . .
N2 N -0.0720(3) 0.16885(18) 0.3175(2) 0.0149(7) Uani 1 1 d . A .
N3 N 0.1433(3) 0.17588(17) 0.5425(2) 0.0129(7) Uani 1 1 d . . .
N4 N -0.0743(3) 0.17187(17) 0.5101(2) 0.0135(7) Uani 1 1 d . . .
C1 C 0.1312(3) 0.1653(2) 0.2588(3) 0.0141(8) Uani 1 1 d . . .
C2 C 0.2263(3) 0.16075(19) 0.2290(3) 0.0134(8) Uani 1 1 d . . .
C3 C 0.2974(3) 0.1639(2) 0.3021(3) 0.0163(9) Uani 1 1 d . . .
C4 C 0.2457(3) 0.1695(2) 0.3786(3) 0.0157(9) Uani 1 1 d . . .
C5 C 0.2901(3) 0.1717(2) 0.4678(3) 0.0162(9) Uani 1 1 d . . .
H5 H 0.3605 0.1731 0.4782 0.019 Uiso 1 1 calc R . .
C6 C 0.2439(3) 0.1720(2) 0.5429(3) 0.0141(8) Uani 1 1 d . . .
C7 C 0.2929(3) 0.1661(2) 0.6340(3) 0.0138(8) Uani 1 1 d . . .
C8 C 0.2202(3) 0.1649(2) 0.6867(3) 0.0156(9) Uani 1 1 d . . .
C9 C 0.1262(3) 0.1713(2) 0.6277(3) 0.0123(8) Uani 1 1 d . . .
C10 C 0.0328(3) 0.1698(2) 0.6545(3) 0.0118(8) Uani 1 1 d . . .
H10 H 0.0324 0.1704 0.7167 0.014 Uiso 1 1 calc R . .
C11 C -0.0603(3) 0.1678(2) 0.6005(3) 0.0145(8) Uani 1 1 d . . .
C12 C -0.1548(3) 0.1566(2) 0.6303(3) 0.0155(9) Uani 1 1 d . . .
C13 C -0.2244(3) 0.1531(2) 0.5556(3) 0.0165(9) Uani 1 1 d . . .
C14 C -0.1737(3) 0.1627(2) 0.4803(3) 0.0148(9) Uani 1 1 d . . .
C15 C -0.2185(3) 0.1630(2) 0.3917(3) 0.0216(10) Uani 1 1 d . . .
H15 H -0.2888 0.1616 0.3814 0.026 Uiso 1 1 calc R . .
C16 C -0.1726(3) 0.1652(2) 0.3163(3) 0.0204(10) Uani 1 1 d . A .
C17 C -0.2217(4) 0.1602(3) 0.2247(3) 0.0323(12) Uani 1 1 d . . .
C18 C -0.1490(3) 0.1591(2) 0.1733(3) 0.0213(10) Uani 1 1 d . A .
C19 C -0.0556(3) 0.1645(2) 0.2312(3) 0.0172(9) Uani 1 1 d . . .
C20 C 0.0385(3) 0.1641(2) 0.2055(3) 0.0146(9) Uani 1 1 d . A .
H20 H 0.0392 0.1628 0.1435 0.018 Uiso 1 1 calc R . .
C21 C 0.2399(3) 0.1532(2) 0.1336(3) 0.0191(9) Uani 1 1 d . . .
H21A H 0.3065 0.1706 0.1267 0.023 Uiso 1 1 calc R . .
H21B H 0.1902 0.1825 0.0963 0.023 Uiso 1 1 calc R . .
C22 C 0.2291(4) 0.0777(2) 0.1010(3) 0.0265(11) Uani 1 1 d . . .
H22A H 0.2380 0.0757 0.0386 0.040 Uiso 1 1 calc R . .
H22B H 0.1630 0.0603 0.1070 0.040 Uiso 1 1 calc R . .
H22C H 0.2795 0.0486 0.1365 0.040 Uiso 1 1 calc R . .
C23 C 0.4075(3) 0.1606(2) 0.3065(3) 0.0207(10) Uani 1 1 d . . .
H23A H 0.4386 0.1948 0.3509 0.025 Uiso 1 1 calc R . .
H23B H 0.4245 0.1744 0.2482 0.025 Uiso 1 1 calc R . .
C24 C 0.4504(3) 0.0886(3) 0.3307(4) 0.0309(12) Uani 1 1 d . . .
H24A H 0.5224 0.0897 0.3323 0.046 Uiso 1 1 calc R . .
H24B H 0.4209 0.0545 0.2864 0.046 Uiso 1 1 calc R . .
H24C H 0.4355 0.0751 0.3892 0.046 Uiso 1 1 calc R . .
C25 C 0.4026(3) 0.1590(2) 0.6630(3) 0.0195(9) Uani 1 1 d . . .
H25A H 0.4199 0.1766 0.7244 0.023 Uiso 1 1 calc R . .
H25B H 0.4378 0.1882 0.6244 0.023 Uiso 1 1 calc R . .
C26 C 0.4376(3) 0.0837(2) 0.6592(4) 0.0283(11) Uani 1 1 d . . .
H26A H 0.5093 0.0815 0.6787 0.042 Uiso 1 1 calc R . .
H26B H 0.4220 0.0664 0.5982 0.042 Uiso 1 1 calc R . .
H26C H 0.4039 0.0547 0.6982 0.042 Uiso 1 1 calc R . .
C27 C 0.2315(3) 0.1546(2) 0.7851(3) 0.0181(9) Uani 1 1 d . . .
H27A H 0.1861 0.1868 0.8099 0.022 Uiso 1 1 calc R . .
H27B H 0.3002 0.1665 0.8120 0.022 Uiso 1 1 calc R . .
C28 C 0.2089(3) 0.0794(2) 0.8098(3) 0.0224(10) Uani 1 1 d . . .
H28A H 0.2153 0.0753 0.8744 0.034 Uiso 1 1 calc R . .
H28B H 0.2558 0.0475 0.7879 0.034 Uiso 1 1 calc R . .
H28C H 0.1412 0.0672 0.7829 0.034 Uiso 1 1 calc R . .
C29 C -0.1671(3) 0.1477(2) 0.7251(3) 0.0168(9) Uani 1 1 d . . .
H29A H -0.2359 0.1601 0.7319 0.020 Uiso 1 1 calc R . .
H29B H -0.1221 0.1804 0.7620 0.020 Uiso 1 1 calc R . .
C30 C -0.1452(4) 0.0728(2) 0.7592(3) 0.0274(11) Uani 1 1 d . . .
H30A H -0.1556 0.0697 0.8211 0.041 Uiso 1 1 calc R . .
H30B H -0.0763 0.0609 0.7550 0.041 Uiso 1 1 calc R . .
H30C H -0.1897 0.0402 0.7231 0.041 Uiso 1 1 calc R . .
C31 C -0.3327(3) 0.1347(2) 0.5504(3) 0.0249(11) Uani 1 1 d . . .
H31A H -0.3724 0.1625 0.5029 0.030 Uiso 1 1 calc R . .
H31B H -0.3551 0.1467 0.6071 0.030 Uiso 1 1 calc R . .
C32 C -0.3503(4) 0.0567(3) 0.5313(3) 0.0316(12) Uani 1 1 d . . .
H32A H -0.4216 0.0469 0.5234 0.047 Uiso 1 1 calc R . .
H32B H -0.3164 0.0292 0.5812 0.047 Uiso 1 1 calc R . .
H32C H -0.3242 0.0441 0.4772 0.047 Uiso 1 1 calc R . .
C33A C -0.3247(12) 0.1335(9) 0.1937(10) 0.024(4) Uani 0.392(14) 1 d P A 1
H33A H -0.3473 0.1016 0.2375 0.029 Uiso 0.392(14) 1 calc PR A 1
H33B H -0.3299 0.1096 0.1357 0.029 Uiso 0.392(14) 1 calc PR A 1
C34A C -0.3811(10) 0.2018(9) 0.1869(9) 0.030(4) Uani 0.392(14) 1 d P A 1
H34A H -0.3675 0.2266 0.2436 0.046 Uiso 0.392(14) 1 calc PR A 1
H34B H -0.4523 0.1923 0.1723 0.046 Uiso 0.392(14) 1 calc PR A 1
H34C H -0.3599 0.2306 0.1402 0.046 Uiso 0.392(14) 1 calc PR A 1
C33B C -0.3348(7) 0.1685(6) 0.1960(6) 0.017(2) Uani 0.608(14) 1 d P A 2
H33D H -0.3651 0.1877 0.2457 0.021 Uiso 0.608(14) 1 calc PR A 2
H33E H -0.3480 0.2014 0.1455 0.021 Uiso 0.608(14) 1 calc PR A 2
C34B C -0.3793(6) 0.0984(4) 0.1693(6) 0.026(2) Uani 0.608(14) 1 d P A 2
H34D H -0.4516 0.1026 0.1561 0.040 Uiso 0.608(14) 1 calc PR A 2
H34E H -0.3615 0.0651 0.2178 0.040 Uiso 0.608(14) 1 calc PR A 2
H34F H -0.3538 0.0817 0.1165 0.040 Uiso 0.608(14) 1 calc PR A 2
C35 C -0.1605(3) 0.1518(3) 0.0741(3) 0.0249(11) Uani 1 1 d . . .
H35A H -0.1127 0.1833 0.0513 0.030 Uiso 1 1 calc R A .
H35B H -0.2281 0.1668 0.0478 0.030 Uiso 1 1 calc R . .
C36 C -0.1435(4) 0.0775(3) 0.0446(3) 0.0350(13) Uani 1 1 d . A .
H36A H -0.1483 0.0761 -0.0200 0.052 Uiso 1 1 calc R . .
H36B H -0.1937 0.0466 0.0631 0.052 Uiso 1 1 calc R . .
H36C H -0.0774 0.0618 0.0719 0.052 Uiso 1 1 calc R . .
C37 C 0.0799(5) 0.0156(3) 0.4572(4) 0.0395(14) Uani 1 1 d . . .
H36D H 0.1348 0.0259 0.4281 0.047 Uiso 1 1 calc R . .
C38 C 0.0936(5) 0.0060(2) 0.5487(4) 0.0411(14) Uani 1 1 d . . .
H37 H 0.1579 0.0104 0.5825 0.049 Uiso 1 1 calc R . .
C39 C 0.0130(5) -0.0099(3) 0.5904(4) 0.0402(14) Uani 1 1 d . . .
H38 H 0.0227 -0.0169 0.6527 0.048 Uiso 1 1 calc R . .
C40 C 0.4501(5) 0.1440(3) 0.9656(4) 0.0432(15) Uani 1 1 d . . .
H39 H 0.3948 0.1561 0.9933 0.052 Uiso 1 1 calc R . .
C41 C 0.4587(4) 0.0776(3) 0.9342(4) 0.0418(14) Uani 1 1 d . . .
H40 H 0.4091 0.0440 0.9405 0.050 Uiso 1 1 calc R . .
C42 C 0.5379(4) 0.0587(3) 0.8935(4) 0.0473(15) Uani 1 1 d . . .
H41 H 0.5431 0.0124 0.8721 0.057 Uiso 1 1 calc R . .
C43 C 0.6102(4) 0.1083(4) 0.8841(4) 0.0533(18) Uani 1 1 d . . .
H42 H 0.6653 0.0966 0.8558 0.064 Uiso 1 1 calc R . .
C44 C 0.6004(5) 0.1757(4) 0.9170(4) 0.0555(19) Uani 1 1 d . . .
H43 H 0.6492 0.2101 0.9114 0.067 Uiso 1 1 calc R . .
C45 C 0.5205(5) 0.1925(4) 0.9573(4) 0.0491(15) Uani 1 1 d . . .
H44 H 0.5144 0.2384 0.9796 0.059 Uiso 1 1 calc R . .


_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
In1 N2 2.142(3) . ?
In1 N4 2.147(3) . ?
In1 N3 2.148(3) . ?
In1 N1 2.149(3) . ?
In1 Cl1 2.4140(10) . ?
N1 C4 1.375(5) . ?
N1 C1 1.378(5) . ?
N2 C16 1.373(5) . ?
N2 C19 1.374(5) . ?
N3 C9 1.360(5) . ?
N3 C6 1.375(5) . ?
N4 C11 1.366(5) . ?
N4 C14 1.374(5) . ?
C1 C20 1.395(6) . ?
C1 C2 1.444(6) . ?
C2 C3 1.362(6) . ?
C2 C21 1.503(6) . ?
C3 C4 1.461(6) . ?
C3 C23 1.496(6) . ?
C4 C5 1.402(6) . ?
C5 C6 1.393(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.452(6) . ?
C7 C8 1.372(6) . ?
C7 C25 1.502(6) . ?
C8 C9 1.455(6) . ?
C8 C27 1.500(6) . ?
C9 C10 1.399(6) . ?
C10 C11 1.405(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.450(6) . ?
C12 C13 1.368(6) . ?
C12 C29 1.494(6) . ?
C13 C14 1.443(6) . ?
C13 C31 1.511(6) . ?
C14 C15 1.395(6) . ?
C15 C16 1.393(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.458(6) . ?
C17 C18 1.358(7) . ?
C17 C33A 1.503(16) . ?
C17 C33B 1.547(10) . ?
C18 C19 1.438(6) . ?
C18 C35 1.505(6) . ?
C19 C20 1.402(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.528(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.521(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.523(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.532(6) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.538(6) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.533(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33A C34A 1.51(2) . ?
C33A H33A 0.9900 . ?
C33A H33B 0.9900 . ?
C34A H34A 0.9800 . ?
C34A H34B 0.9800 . ?
C34A H34C 0.9800 . ?
C33B C34B 1.504(12) . ?
C33B H33D 0.9900 . ?
C33B H33E 0.9900 . ?
C34B H34D 0.9800 . ?
C34B H34E 0.9800 . ?
C34B H34F 0.9800 . ?
C35 C36 1.521(7) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C39 1.365(8) 3_556 ?
C37 C38 1.393(8) . ?
C37 H36D 0.9500 . ?
C38 C39 1.388(8) . ?
C38 H37 0.9500 . ?
C39 C37 1.365(8) 3_556 ?
C39 H38 0.9500 . ?
C40 C45 1.357(9) . ?
C40 C41 1.370(8) . ?
C40 H39 0.9500 . ?
C41 C42 1.377(8) . ?
C41 H40 0.9500 . ?
C42 C43 1.394(9) . ?
C42 H41 0.9500 . ?
C43 C44 1.399(10) . ?
C43 H42 0.9500 . ?
C44 C45 1.372(9) . ?
C44 H43 0.9500 . ?
C45 H44 0.9500 . ?

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
N2 In1 N4 86.79(13) . . ?
N2 In1 N3 151.97(12) . . ?
N4 In1 N3 86.31(13) . . ?
N2 In1 N1 86.18(13) . . ?
N4 In1 N1 150.66(12) . . ?
N3 In1 N1 86.65(13) . . ?
N2 In1 Cl1 105.05(10) . . ?
N4 In1 Cl1 104.59(9) . . ?
N3 In1 Cl1 102.98(9) . . ?
N1 In1 Cl1 104.75(9) . . ?
C4 N1 C1 107.3(3) . . ?
C4 N1 In1 125.3(3) . . ?
C1 N1 In1 125.9(3) . . ?
C16 N2 C19 107.2(4) . . ?
C16 N2 In1 125.5(3) . . ?
C19 N2 In1 125.9(3) . . ?
C9 N3 C6 108.3(3) . . ?
C9 N3 In1 125.9(3) . . ?
C6 N3 In1 125.4(3) . . ?
C11 N4 C14 107.6(3) . . ?
C11 N4 In1 126.7(3) . . ?
C14 N4 In1 125.3(3) . . ?
N1 C1 C20 124.1(4) . . ?
N1 C1 C2 109.4(4) . . ?
C20 C1 C2 126.5(4) . . ?
C3 C2 C1 107.5(4) . . ?
C3 C2 C21 128.2(4) . . ?
C1 C2 C21 124.3(4) . . ?
C2 C3 C4 106.8(4) . . ?
C2 C3 C23 128.2(4) . . ?
C4 C3 C23 125.0(4) . . ?
N1 C4 C5 124.7(4) . . ?
N1 C4 C3 109.1(4) . . ?
C5 C4 C3 126.2(4) . . ?
C6 C5 C4 128.1(4) . . ?
C6 C5 H5 116.0 . . ?
C4 C5 H5 116.0 . . ?
N3 C6 C5 125.3(4) . . ?
N3 C6 C7 108.6(4) . . ?
C5 C6 C7 126.1(4) . . ?
C8 C7 C6 107.3(4) . . ?
C8 C7 C25 127.3(4) . . ?
C6 C7 C25 125.4(4) . . ?
C7 C8 C9 106.5(4) . . ?
C7 C8 C27 128.3(4) . . ?
C9 C8 C27 125.1(4) . . ?
N3 C9 C10 125.6(4) . . ?
N3 C9 C8 109.3(4) . . ?
C10 C9 C8 125.0(4) . . ?
C9 C10 C11 127.7(4) . . ?
C9 C10 H10 116.2 . . ?
C11 C10 H10 116.2 . . ?
N4 C11 C10 124.3(4) . . ?
N4 C11 C12 109.5(4) . . ?
C10 C11 C12 126.1(4) . . ?
C13 C12 C11 106.4(4) . . ?
C13 C12 C29 129.4(4) . . ?
C11 C12 C29 124.1(4) . . ?
C12 C13 C14 107.6(4) . . ?
C12 C13 C31 127.0(4) . . ?
C14 C13 C31 125.1(4) . . ?
N4 C14 C15 125.6(4) . . ?
N4 C14 C13 108.9(4) . . ?
C15 C14 C13 125.6(4) . . ?
C16 C15 C14 128.0(4) . . ?
C16 C15 H15 116.0 . . ?
C14 C15 H15 116.0 . . ?
N2 C16 C15 124.6(4) . . ?
N2 C16 C17 109.0(4) . . ?
C15 C16 C17 126.3(4) . . ?
C18 C17 C16 106.8(4) . . ?
C18 C17 C33A 123.0(7) . . ?
C16 C17 C33A 126.3(7) . . ?
C18 C17 C33B 128.7(5) . . ?
C16 C17 C33B 123.7(5) . . ?
C17 C18 C19 107.5(4) . . ?
C17 C18 C35 127.8(4) . . ?
C19 C18 C35 124.7(4) . . ?
N2 C19 C20 124.3(4) . . ?
N2 C19 C18 109.5(4) . . ?
C20 C19 C18 126.2(4) . . ?
C1 C20 C19 128.7(4) . . ?
C1 C20 H20 115.6 . . ?
C19 C20 H20 115.6 . . ?
C2 C21 C22 112.7(4) . . ?
C2 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C2 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 C23 C24 113.3(4) . . ?
C3 C23 H23A 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C3 C23 H23B 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 C25 C26 112.3(4) . . ?
C7 C25 H25A 109.1 . . ?
C26 C25 H25A 109.1 . . ?
C7 C25 H25B 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C27 C28 112.1(4) . . ?
C8 C27 H27A 109.2 . . ?
C28 C27 H27A 109.2 . . ?
C8 C27 H27B 109.2 . . ?
C28 C27 H27B 109.2 . . ?
H27A C27 H27B 107.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C12 C29 C30 112.9(4) . . ?
C12 C29 H29A 109.0 . . ?
C30 C29 H29A 109.0 . . ?
C12 C29 H29B 109.0 . . ?
C30 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C13 C31 C32 111.1(4) . . ?
C13 C31 H31A 109.4 . . ?
C32 C31 H31A 109.4 . . ?
C13 C31 H31B 109.4 . . ?
C32 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C17 C33A C34A 99.7(11) . . ?
C17 C33A H33A 111.8 . . ?
C34A C33A H33A 111.8 . . ?
C17 C33A H33B 111.8 . . ?
C34A C33A H33B 111.8 . . ?
H33A C33A H33B 109.5 . . ?
C34B C33B C17 109.2(8) . . ?
C34B C33B H33D 109.8 . . ?
C17 C33B H33D 109.8 . . ?
C34B C33B H33E 109.8 . . ?
C17 C33B H33E 109.8 . . ?
H33D C33B H33E 108.3 . . ?
C33B C34B H34D 109.5 . . ?
C33B C34B H34E 109.5 . . ?
H34D C34B H34E 109.5 . . ?
C33B C34B H34F 109.5 . . ?
H34D C34B H34F 109.5 . . ?
H34E C34B H34F 109.5 . . ?
C18 C35 C36 112.8(4) . . ?
C18 C35 H35A 109.0 . . ?
C36 C35 H35A 109.0 . . ?
C18 C35 H35B 109.0 . . ?
C36 C35 H35B 109.0 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C39 C37 C38 119.4(5) 3_556 . ?
C39 C37 H36D 120.3 3_556 . ?
C38 C37 H36D 120.3 . . ?
C39 C38 C37 119.8(6) . . ?
C39 C38 H37 120.1 . . ?
C37 C38 H37 120.1 . . ?
C37 C39 C38 120.8(6) 3_556 . ?
C37 C39 H38 119.6 3_556 . ?
C38 C39 H38 119.6 . . ?
C45 C40 C41 120.1(6) . . ?
C45 C40 H39 119.9 . . ?
C41 C40 H39 119.9 . . ?
C40 C41 C42 121.2(6) . . ?
C40 C41 H40 119.4 . . ?
C42 C41 H40 119.4 . . ?
C41 C42 C43 119.1(6) . . ?
C41 C42 H41 120.5 . . ?
C43 C42 H41 120.5 . . ?
C42 C43 C44 118.8(6) . . ?
C42 C43 H42 120.6 . . ?
C44 C43 H42 120.6 . . ?
C45 C44 C43 120.4(6) . . ?
C45 C44 H43 119.8 . . ?
C43 C44 H43 119.8 . . ?
C40 C45 C44 120.4(6) . . ?
C40 C45 H44 119.8 . . ?
C44 C45 H44 119.8 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.466
_refine_diff_density_min         -1.025
_refine_diff_density_rms         0.128
#===END

data_tg66
_database_code_depnum_ccdc_archive 'CCDC 735174'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
chloro-2,3,7,8,12,13,17,18-octaethylporphyrinato-indium(III)
1.5 pyridine solvate
;
_chemical_name_common            
;
chloro-2,3,7,8,12,13,17,18-octaethylporphyrinato-indium(iii)
1.5 pyridine solvate
;
_chemical_melting_point          ?
_chemical_formula_moiety         '(C36 H44 Cl In N4), 1.5(C5 H5 N)'
_chemical_formula_sum            'C43.50 H51.50 Cl In N5.50'
_chemical_formula_weight         801.67

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

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'

_cell_length_a                   13.4911(14)
_cell_length_b                   19.0068(19)
_cell_length_c                   15.2475(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.654(2)
_cell_angle_gamma                90.00
_cell_volume                     3865.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    9156
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      30.5

_exptl_crystal_description       shard
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1668
_exptl_absorpt_coefficient_mu    0.719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.866
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART Apex II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            62976
_diffrn_reflns_av_R_equivalents  0.0961
_diffrn_reflns_av_sigmaI/netI    0.0793
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         31.61
_reflns_number_total             12884
_reflns_number_gt                7794
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Apex2 (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
There is one large difference map peak which does not fit any disorder
model for the primary structure. In a second data collection on another
crystal, the same anomalous difference map peak appears. It is most
likely that the peak is from a crystal growth defect. In the primary
structure the closest In...In distance is 7.86 Å, and similarly, the
closest Q1...Q1 distance is 7.86 Å. We therefore propose that the
peak represents an In in the defect structure. However, we were unable
to include it in the model using any twinning models or whole molecue
disorder.
The nitrogen atom of the full pyridine molecules was assigned based on
distances and thermal parameters; however, the half molecule of pyridine
had no clear position for nitrogen and thus was refined as a benzene.
One of the porphyrin ethyl groups is disordered and was split into two
groups: {C33A, C34A} and {C33B, C34B}. Their geometry was restrained to
be the SAME and a SIMU restraint was applied to their isotropic thermal
parameters. The refined occupancy for these two groups was 0.883(11):
0.117(11).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1063P)²+8.4911P] where P=(Fo²+2Fc²)/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         12884
_refine_ls_number_parameters     467
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1229
_refine_ls_R_factor_gt           0.0650
_refine_ls_wR_factor_ref         0.2003
_refine_ls_wR_factor_gt          0.1573
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_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
In1 In 0.03481(2) 0.199928(15) 0.424121(17) 0.01304(9) Uani 1 1 d . . .
Cl1 Cl 0.03431(8) 0.32683(5) 0.42261(7) 0.01840(19) Uani 1 1 d . . .
N1 N 0.1466(3) 0.17072(19) 0.3445(2) 0.0157(7) Uani 1 1 d . . .
N2 N -0.0737(3) 0.17026(19) 0.3130(2) 0.0151(7) Uani 1 1 d . A .
N3 N 0.1444(3) 0.17487(18) 0.5366(2) 0.0147(7) Uani 1 1 d . . .
N4 N -0.0769(3) 0.17188(18) 0.5051(2) 0.0136(6) Uani 1 1 d . . .
C1 C 0.1319(3) 0.1652(2) 0.2538(3) 0.0151(8) Uani 1 1 d . . .
C2 C 0.2283(3) 0.1606(2) 0.2231(3) 0.0155(8) Uani 1 1 d . . .
C3 C 0.3002(3) 0.1629(2) 0.2969(3) 0.0163(8) Uani 1 1 d . . .
C4 C 0.2481(3) 0.1693(2) 0.3730(3) 0.0156(8) Uani 1 1 d . . .
C5 C 0.2931(3) 0.1714(2) 0.4618(3) 0.0171(8) Uani 1 1 d . . .
H5 H 0.3643 0.1724 0.4719 0.021 Uiso 1 1 calc R . .
C6 C 0.2460(3) 0.1722(2) 0.5376(3) 0.0166(8) Uani 1 1 d . . .
C7 C 0.2954(3) 0.1669(2) 0.6286(3) 0.0162(8) Uani 1 1 d . . .
C8 C 0.2217(3) 0.1645(2) 0.6807(3) 0.0164(8) Uani 1 1 d . . .
C9 C 0.1262(3) 0.1698(2) 0.6231(3) 0.0136(7) Uani 1 1 d . . .
C10 C 0.0321(3) 0.1678(2) 0.6496(3) 0.0137(7) Uani 1 1 d . . .
H10 H 0.0312 0.1670 0.7118 0.016 Uiso 1 1 calc R . .
C11 C -0.0616(3) 0.1668(2) 0.5955(3) 0.0139(7) Uani 1 1 d . . .
C12 C -0.1574(3) 0.1573(2) 0.6258(3) 0.0161(8) Uani 1 1 d . . .
C13 C -0.2282(3) 0.1557(2) 0.5522(3) 0.0172(8) Uani 1 1 d . . .
C14 C -0.1770(3) 0.1653(2) 0.4759(3) 0.0161(8) Uani 1 1 d . . .
C15 C -0.2228(3) 0.1670(2) 0.3876(3) 0.0175(8) Uani 1 1 d . . .
H15 H -0.2940 0.1670 0.3777 0.021 Uiso 1 1 calc R . .
C16 C -0.1755(3) 0.1688(2) 0.3121(3) 0.0175(8) Uani 1 1 d . A .
C17 C -0.2250(3) 0.1663(3) 0.2210(3) 0.0210(9) Uani 1 1 d . . .
C18 C -0.1509(3) 0.1626(2) 0.1686(3) 0.0182(8) Uani 1 1 d . A .
C19 C -0.0569(3) 0.1658(2) 0.2270(3) 0.0185(8) Uani 1 1 d . . .
C20 C 0.0383(3) 0.1643(2) 0.2003(3) 0.0156(8) Uani 1 1 d . A .
H20 H 0.0392 0.1625 0.1382 0.019 Uiso 1 1 calc R . .
C21 C 0.2428(3) 0.1528(2) 0.1283(3) 0.0192(8) Uani 1 1 d . . .
H21A H 0.3109 0.1692 0.1216 0.023 Uiso 1 1 calc R . .
H21B H 0.1938 0.1831 0.0909 0.023 Uiso 1 1 calc R . .
C22 C 0.2296(4) 0.0763(3) 0.0951(3) 0.0273(10) Uani 1 1 d . . .
H22A H 0.2434 0.0736 0.0339 0.041 Uiso 1 1 calc R . .
H22B H 0.1606 0.0610 0.0972 0.041 Uiso 1 1 calc R . .
H22C H 0.2763 0.0458 0.1330 0.041 Uiso 1 1 calc R . .
C23 C 0.4111(3) 0.1571(3) 0.3014(3) 0.0218(9) Uani 1 1 d . . .
H23A H 0.4440 0.1892 0.3481 0.026 Uiso 1 1 calc R . .
H23B H 0.4300 0.1724 0.2441 0.026 Uiso 1 1 calc R . .
C24 C 0.4489(4) 0.0826(3) 0.3214(4) 0.0344(12) Uani 1 1 d . . .
H24A H 0.5218 0.0813 0.3231 0.052 Uiso 1 1 calc R . .
H24B H 0.4170 0.0507 0.2751 0.052 Uiso 1 1 calc R . .
H24C H 0.4323 0.0677 0.3790 0.052 Uiso 1 1 calc R . .
C25 C 0.4062(3) 0.1619(3) 0.6576(3) 0.0216(9) Uani 1 1 d . . .
H25A H 0.4235 0.1849 0.7162 0.026 Uiso 1 1 calc R . .
H25B H 0.4412 0.1875 0.6148 0.026 Uiso 1 1 calc R . .
C26 C 0.4427(4) 0.0854(3) 0.6641(4) 0.0310(11) Uani 1 1 d . . .
H26A H 0.5157 0.0845 0.6811 0.047 Uiso 1 1 calc R . .
H26B H 0.4247 0.0622 0.6065 0.047 Uiso 1 1 calc R . .
H26C H 0.4111 0.0605 0.7090 0.047 Uiso 1 1 calc R . .
C27 C 0.2323(3) 0.1543(2) 0.7790(3) 0.0193(8) Uani 1 1 d . . .
H27A H 0.1862 0.1870 0.8035 0.023 Uiso 1 1 calc R . .
H27B H 0.3016 0.1664 0.8059 0.023 Uiso 1 1 calc R . .
C28 C 0.2091(4) 0.0787(3) 0.8046(3) 0.0265(10) Uani 1 1 d . . .
H28A H 0.1401 0.0669 0.7793 0.040 Uiso 1 1 calc R . .
H28B H 0.2171 0.0748 0.8694 0.040 Uiso 1 1 calc R . .
H28C H 0.2554 0.0463 0.7816 0.040 Uiso 1 1 calc R . .
C29 C -0.1698(3) 0.1478(2) 0.7209(3) 0.0200(8) Uani 1 1 d . . .
H29A H -0.2386 0.1618 0.7287 0.024 Uiso 1 1 calc R . .
H29B H -0.1224 0.1793 0.7582 0.024 Uiso 1 1 calc R . .
C30 C -0.1511(4) 0.0711(3) 0.7528(3) 0.0318(11) Uani 1 1 d . . .
H30A H -0.1622 0.0672 0.8147 0.048 Uiso 1 1 calc R . .
H30B H -0.0819 0.0578 0.7483 0.048 Uiso 1 1 calc R . .
H30C H -0.1974 0.0397 0.7157 0.048 Uiso 1 1 calc R . .
C31 C -0.3384(3) 0.1402(3) 0.5464(3) 0.0238(10) Uani 1 1 d . . .
H31A H -0.3767 0.1701 0.5000 0.029 Uiso 1 1 calc R . .
H31B H -0.3607 0.1514 0.6037 0.029 Uiso 1 1 calc R . .
C32 C -0.3594(4) 0.0617(3) 0.5236(4) 0.0373(13) Uani 1 1 d . . .
H32A H -0.4310 0.0520 0.5221 0.056 Uiso 1 1 calc R . .
H32B H -0.3203 0.0322 0.5688 0.056 Uiso 1 1 calc R . .
H32C H -0.3403 0.0513 0.4655 0.056 Uiso 1 1 calc R . .
C33A C -0.3370(4) 0.1699(3) 0.1914(3) 0.0189(11) Uiso 0.883(11) 1 d PDU A 1
H33A H -0.3511 0.2039 0.1419 0.023 Uiso 0.883(11) 1 calc PR A 1
H33B H -0.3696 0.1877 0.2411 0.023 Uiso 0.883(11) 1 calc PR A 1
C34A C -0.3825(4) 0.0989(3) 0.1615(4) 0.0289(14) Uiso 0.883(11) 1 d PDU A 1
H34A H -0.4556 0.1034 0.1484 0.043 Uiso 0.883(11) 1 calc PR A 1
H34B H -0.3649 0.0642 0.2088 0.043 Uiso 0.883(11) 1 calc PR A 1
H34C H -0.3563 0.0836 0.1081 0.043 Uiso 0.883(11) 1 calc PR A 1
C33B C -0.326(2) 0.1316(15) 0.188(2) 0.007(7) Uiso 0.117(11) 1 d PDU A 2
H33C H -0.3251 0.1041 0.1328 0.009 Uiso 0.117(11) 1 calc PR A 2
H33D H -0.3499 0.1015 0.2335 0.009 Uiso 0.117(11) 1 calc PR A 2
C34B C -0.387(3) 0.1988(17) 0.171(3) 0.022(9) Uiso 0.117(11) 1 d PDU A 2
H34D H -0.4568 0.1871 0.1479 0.033 Uiso 0.117(11) 1 calc PR A 2
H34E H -0.3589 0.2280 0.1280 0.033 Uiso 0.117(11) 1 calc PR A 2
H34F H -0.3847 0.2248 0.2270 0.033 Uiso 0.117(11) 1 calc PR A 2
C35 C -0.1630(4) 0.1554(3) 0.0696(3) 0.0223(9) Uani 1 1 d . . .
H35A H -0.1149 0.1871 0.0462 0.027 Uiso 1 1 calc R A .
H35B H -0.2315 0.1702 0.0437 0.027 Uiso 1 1 calc R . .
C36 C -0.1454(4) 0.0800(3) 0.0412(3) 0.0314(12) Uani 1 1 d . A .
H36A H -0.1489 0.0782 -0.0235 0.047 Uiso 1 1 calc R . .
H36B H -0.1968 0.0492 0.0594 0.047 Uiso 1 1 calc R . .
H36C H -0.0790 0.0643 0.0693 0.047 Uiso 1 1 calc R . .
C37 C 0.0799(8) 0.0155(3) 0.4572(6) 0.065(2) Uani 1 1 d . . .
H36D H 0.1358 0.0257 0.4282 0.078 Uiso 1 1 calc R . .
C38 C 0.0927(8) 0.0040(4) 0.5465(7) 0.077(3) Uani 1 1 d . . .
H37 H 0.1577 0.0071 0.5802 0.093 Uiso 1 1 calc R . .
C39 C 0.0112(9) -0.0121(4) 0.5881(5) 0.066(2) Uani 1 1 d . . .
H38 H 0.0211 -0.0209 0.6501 0.079 Uiso 1 1 calc R . .
C40 C 0.4565(6) 0.1613(4) 0.9568(4) 0.0502(17) Uani 1 1 d . . .
H39 H 0.4022 0.1796 0.9829 0.060 Uiso 1 1 calc R . .
C41 C 0.4572(5) 0.0911(3) 0.9386(4) 0.0406(14) Uani 1 1 d . . .
H40 H 0.4039 0.0618 0.9512 0.049 Uiso 1 1 calc R . .
C42 C 0.5351(5) 0.0629(3) 0.9021(5) 0.0425(14) Uani 1 1 d . . .
H41 H 0.5366 0.0142 0.8885 0.051 Uiso 1 1 calc R . .
C43 C 0.6104(5) 0.1066(4) 0.8858(5) 0.0472(16) Uani 1 1 d . . .
H42 H 0.6664 0.0888 0.8617 0.057 Uiso 1 1 calc R . .
C44 C 0.6037(6) 0.1769(4) 0.9051(5) 0.063(3) Uani 1 1 d . . .
H43 H 0.6559 0.2072 0.8929 0.076 Uiso 1 1 calc R . .
N5 N 0.5269(5) 0.2051(3) 0.9403(5) 0.062(2) Uani 1 1 d . . .


_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
In1 N3 2.143(4) . ?
In1 N2 2.142(3) . ?
In1 N1 2.147(3) . ?
In1 N4 2.154(3) . ?
In1 Cl1 2.4121(11) . ?
N1 C1 1.370(5) . ?
N1 C4 1.372(5) . ?
N2 C19 1.366(5) . ?
N2 C16 1.372(5) . ?
N3 C6 1.369(5) . ?
N3 C9 1.380(5) . ?
N4 C14 1.363(5) . ?
N4 C11 1.366(5) . ?
C1 C20 1.396(6) . ?
C1 C2 1.450(6) . ?
C2 C3 1.371(6) . ?
C2 C21 1.496(6) . ?
C3 C4 1.451(6) . ?
C3 C23 1.490(6) . ?
C4 C5 1.399(6) . ?
C5 C6 1.401(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.450(6) . ?
C7 C8 1.365(6) . ?
C7 C25 1.496(6) . ?
C8 C9 1.450(6) . ?
C8 C27 1.496(6) . ?
C9 C10 1.390(6) . ?
C10 C11 1.402(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.448(6) . ?
C12 C13 1.359(6) . ?
C12 C29 1.496(6) . ?
C13 C14 1.452(6) . ?
C13 C31 1.504(6) . ?
C14 C15 1.394(6) . ?
C15 C16 1.398(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.447(6) . ?
C17 C18 1.373(6) . ?
C17 C33A 1.513(7) . ?
C17 C33B 1.53(3) . ?
C18 C19 1.436(6) . ?
C18 C35 1.500(6) . ?
C19 C20 1.405(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.540(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.521(7) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.534(7) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.534(7) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.546(7) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.548(8) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33A C34A 1.523(8) . ?
C33A H33A 0.9900 . ?
C33A H33B 0.9900 . ?
C34A H34A 0.9800 . ?
C34A H34B 0.9800 . ?
C34A H34C 0.9800 . ?
C33B C34B 1.52(2) . ?
C33B H33C 0.9900 . ?
C33B H33D 0.9900 . ?
C34B H34D 0.9800 . ?
C34B H34E 0.9800 . ?
C34B H34F 0.9800 . ?
C35 C36 1.526(7) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C39 1.318(14) 3_556 ?
C37 C38 1.363(12) . ?
C37 H36D 0.9500 . ?
C38 C39 1.383(12) . ?
C38 H37 0.9500 . ?
C39 C37 1.318(14) 3_556 ?
C39 H38 0.9500 . ?
C40 N5 1.316(10) . ?
C40 C41 1.364(9) . ?
C40 H39 0.9500 . ?
C41 C42 1.371(9) . ?
C41 H40 0.9500 . ?
C42 C43 1.364(9) . ?
C42 H41 0.9500 . ?
C43 C44 1.373(11) . ?
C43 H42 0.9500 . ?
C44 N5 1.348(12) . ?
C44 H43 0.9500 . ?

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
N3 In1 N2 151.90(14) . . ?
N3 In1 N1 86.34(13) . . ?
N2 In1 N1 86.51(14) . . ?
N3 In1 N4 86.79(13) . . ?
N2 In1 N4 86.26(13) . . ?
N1 In1 N4 150.68(13) . . ?
N3 In1 Cl1 103.32(10) . . ?
N2 In1 Cl1 104.78(10) . . ?
N1 In1 Cl1 104.73(10) . . ?
N4 In1 Cl1 104.58(10) . . ?
C1 N1 C4 107.8(3) . . ?
C1 N1 In1 125.6(3) . . ?
C4 N1 In1 125.3(3) . . ?
C19 N2 C16 107.4(3) . . ?
C19 N2 In1 125.7(3) . . ?
C16 N2 In1 125.3(3) . . ?
C6 N3 C9 108.0(3) . . ?
C6 N3 In1 125.9(3) . . ?
C9 N3 In1 125.4(3) . . ?
C14 N4 C11 108.4(3) . . ?
C14 N4 In1 125.4(3) . . ?
C11 N4 In1 125.7(3) . . ?
N1 C1 C20 124.9(4) . . ?
N1 C1 C2 109.2(4) . . ?
C20 C1 C2 125.9(4) . . ?
C3 C2 C1 107.0(3) . . ?
C3 C2 C21 128.1(4) . . ?
C1 C2 C21 124.9(4) . . ?
C2 C3 C4 106.8(4) . . ?
C2 C3 C23 128.1(4) . . ?
C4 C3 C23 125.0(4) . . ?
N1 C4 C5 125.0(4) . . ?
N1 C4 C3 109.2(4) . . ?
C5 C4 C3 125.8(4) . . ?
C4 C5 C6 127.9(4) . . ?
C4 C5 H5 116.1 . . ?
C6 C5 H5 116.1 . . ?
N3 C6 C5 124.7(4) . . ?
N3 C6 C7 109.2(4) . . ?
C5 C6 C7 126.0(4) . . ?
C8 C7 C6 106.8(4) . . ?
C8 C7 C25 127.5(4) . . ?
C6 C7 C25 125.7(4) . . ?
C7 C8 C9 107.7(4) . . ?
C7 C8 C27 128.3(4) . . ?
C9 C8 C27 124.0(4) . . ?
N3 C9 C10 125.6(4) . . ?
N3 C9 C8 108.3(3) . . ?
C10 C9 C8 126.0(4) . . ?
C9 C10 C11 127.7(4) . . ?
C9 C10 H10 116.2 . . ?
C11 C10 H10 116.2 . . ?
N4 C11 C10 125.4(4) . . ?
N4 C11 C12 108.9(4) . . ?
C10 C11 C12 125.7(4) . . ?
C13 C12 C11 106.9(4) . . ?
C13 C12 C29 129.0(4) . . ?
C11 C12 C29 124.0(4) . . ?
C12 C13 C14 107.3(4) . . ?
C12 C13 C31 128.2(4) . . ?
C14 C13 C31 124.2(4) . . ?
N4 C14 C15 125.9(4) . . ?
N4 C14 C13 108.5(4) . . ?
C15 C14 C13 125.6(4) . . ?
C14 C15 C16 127.3(4) . . ?
C14 C15 H15 116.4 . . ?
C16 C15 H15 116.4 . . ?
N2 C16 C15 124.9(4) . . ?
N2 C16 C17 109.1(4) . . ?
C15 C16 C17 126.0(4) . . ?
C18 C17 C16 106.8(4) . . ?
C18 C17 C33A 127.7(4) . . ?
C16 C17 C33A 125.5(4) . . ?
C18 C17 C33B 118.4(12) . . ?
C16 C17 C33B 126.1(12) . . ?
C17 C18 C19 106.8(4) . . ?
C17 C18 C35 127.8(4) . . ?
C19 C18 C35 125.5(4) . . ?
N2 C19 C20 124.7(4) . . ?
N2 C19 C18 109.8(4) . . ?
C20 C19 C18 125.5(4) . . ?
C1 C20 C19 128.1(4) . . ?
C1 C20 H20 116.0 . . ?
C19 C20 H20 116.0 . . ?
C2 C21 C22 112.7(4) . . ?
C2 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C2 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 C23 C24 112.5(4) . . ?
C3 C23 H23A 109.1 . . ?
C24 C23 H23A 109.1 . . ?
C3 C23 H23B 109.1 . . ?
C24 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 C25 C26 112.1(4) . . ?
C7 C25 H25A 109.2 . . ?
C26 C25 H25A 109.2 . . ?
C7 C25 H25B 109.2 . . ?
C26 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C27 C28 112.5(4) . . ?
C8 C27 H27A 109.1 . . ?
C28 C27 H27A 109.1 . . ?
C8 C27 H27B 109.1 . . ?
C28 C27 H27B 109.1 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C12 C29 C30 112.5(4) . . ?
C12 C29 H29A 109.1 . . ?
C30 C29 H29A 109.1 . . ?
C12 C29 H29B 109.1 . . ?
C30 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C13 C31 C32 110.4(4) . . ?
C13 C31 H31A 109.6 . . ?
C32 C31 H31A 109.6 . . ?
C13 C31 H31B 109.6 . . ?
C32 C31 H31B 109.6 . . ?
H31A C31 H31B 108.1 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C17 C33A C34A 112.9(4) . . ?
C17 C33A H33A 109.0 . . ?
C34A C33A H33A 109.0 . . ?
C17 C33A H33B 109.0 . . ?
C34A C33A H33B 109.0 . . ?
H33A C33A H33B 107.8 . . ?
C34B C33B C17 97(2) . . ?
C34B C33B H33C 112.3 . . ?
C17 C33B H33C 112.3 . . ?
C34B C33B H33D 112.3 . . ?
C17 C33B H33D 112.3 . . ?
H33C C33B H33D 109.9 . . ?
C33B C34B H34D 109.5 . . ?
C33B C34B H34E 109.5 . . ?
H34D C34B H34E 109.5 . . ?
C33B C34B H34F 109.5 . . ?
H34D C34B H34F 109.5 . . ?
H34E C34B H34F 109.5 . . ?
C18 C35 C36 111.9(4) . . ?
C18 C35 H35A 109.2 . . ?
C36 C35 H35A 109.2 . . ?
C18 C35 H35B 109.2 . . ?
C36 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C39 C37 C38 118.9(8) 3_556 . ?
C39 C37 H36D 120.5 3_556 . ?
C38 C37 H36D 120.5 . . ?
C37 C38 C39 120.2(10) . . ?
C37 C38 H37 119.9 . . ?
C39 C38 H37 119.9 . . ?
C37 C39 C38 120.8(8) 3_556 . ?
C37 C39 H38 119.6 3_556 . ?
C38 C39 H38 119.6 . . ?
N5 C40 C41 123.6(7) . . ?
N5 C40 H39 118.2 . . ?
C41 C40 H39 118.2 . . ?
C40 C41 C42 119.6(6) . . ?
C40 C41 H40 120.2 . . ?
C42 C41 H40 120.2 . . ?
C43 C42 C41 118.3(6) . . ?
C43 C42 H41 120.8 . . ?
C41 C42 H41 120.8 . . ?
C42 C43 C44 118.6(7) . . ?
C42 C43 H42 120.7 . . ?
C44 C43 H42 120.7 . . ?
N5 C44 C43 123.5(7) . . ?
N5 C44 H43 118.3 . . ?
C43 C44 H43 118.3 . . ?
C40 N5 C44 116.4(6) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        31.61
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         9.784
_refine_diff_density_min         -1.649
_refine_diff_density_rms         0.206
#===END

data_tg02f
_database_code_depnum_ccdc_archive 'CCDC 735175'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            In(OEP)Cl$.!0.5dioxane$.!benzene
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H44 Cl In N4, 0.5(C4 H8 O2), C6 H6'
_chemical_formula_sum            'C44 H54 Cl In N4 O'
_chemical_formula_weight         805.18

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'
In In -0.7276 1.3100 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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'

_cell_length_a                   13.6661(17)
_cell_length_b                   19.255(2)
_cell_length_c                   15.2555(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.266(2)
_cell_angle_gamma                90.00
_cell_volume                     3972.6(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    8641
_cell_measurement_theta_min      2.15
_cell_measurement_theta_max      30.4

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1680
_exptl_absorpt_coefficient_mu    0.701
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.920
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_process_details   'SADABS 2.10 (Sheldrick, 2003)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART ApexII'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19636
_diffrn_reflns_av_R_equivalents  0.110
_diffrn_reflns_av_sigmaI/netI    0.0702
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.71
_diffrn_reflns_theta_max         25.25
_reflns_number_total             9155
_reflns_number_gt                6496
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT 7.16 (Bruker, 2005)'
_computing_data_reduction        'SAINT 7.16 (Bruker, 2005)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL 5.1, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The crystal was a pseudomerohedral twin. The twin parameter refined to
0.3555(14).
Atoms C1 > C36 were refined with a SIMU restraint. The largest
difference map peak, 4.5 eA⁻³, is near a peripheral C atom of the
porphyrin and appears to part of a ghost molecule that is likely
an artifact of the twinning.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0983P)²] where P=(Fo²+2Fc²)/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         9155
_refine_ls_number_parameters     468
_refine_ls_number_restraints     216
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1504
_refine_ls_wR_factor_gt          0.1380
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_restrained_S_all      0.958
_refine_ls_shift/su_max          0.000
_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
In1 In 0.02858(3) 0.195170(16) 0.42756(2) 0.01402(12) Uani 1 1 d . . .
Cl1 Cl 0.02762(12) 0.32243(5) 0.42437(9) 0.0195(3) Uani 1 1 d . . .
N1 N 0.1397(4) 0.1696(2) 0.3474(3) 0.0149(11) Uani 1 1 d . . .
N2 N -0.0796(4) 0.1697(2) 0.3164(3) 0.0159(10) Uani 1 1 d . . .
N3 N 0.1378(4) 0.1761(2) 0.5401(3) 0.0136(10) Uani 1 1 d . . .
N4 N -0.0835(3) 0.1746(2) 0.5096(3) 0.0134(10) Uani 1 1 d . . .
C1 C 0.1245(4) 0.1644(3) 0.2556(3) 0.0163(10) Uani 1 1 d U . .
C2 C 0.2196(4) 0.1600(3) 0.2250(3) 0.0172(9) Uani 1 1 d U . .
C3 C 0.2903(4) 0.1628(3) 0.2978(3) 0.0175(9) Uani 1 1 d U . .
C4 C 0.2399(4) 0.1687(3) 0.3751(3) 0.0165(10) Uani 1 1 d U . .
C5 C 0.2837(4) 0.1712(2) 0.4645(3) 0.0169(10) Uani 1 1 d U . .
H5 H 0.3539 0.1722 0.4746 0.020 Uiso 1 1 calc R . .
C6 C 0.2369(4) 0.1725(3) 0.5402(3) 0.0150(10) Uani 1 1 d U . .
C7 C 0.2854(4) 0.1664(3) 0.6315(3) 0.0152(9) Uani 1 1 d U . .
C8 C 0.2133(4) 0.1658(3) 0.6841(3) 0.0147(9) Uani 1 1 d U . .
C9 C 0.1183(4) 0.1712(3) 0.6273(3) 0.0149(10) Uani 1 1 d U . .
C10 C 0.0258(4) 0.1711(2) 0.6537(3) 0.0125(9) Uani 1 1 d U . .
H10 H 0.0252 0.1722 0.7159 0.015 Uiso 1 1 calc R . .
C11 C -0.0679(4) 0.1696(3) 0.6012(3) 0.0145(10) Uani 1 1 d U . .
C12 C -0.1635(4) 0.1589(3) 0.6301(3) 0.0171(10) Uani 1 1 d U . .
C13 C -0.2332(4) 0.1575(3) 0.5571(3) 0.0191(9) Uani 1 1 d U . .
C14 C -0.1818(5) 0.1678(3) 0.4815(4) 0.0166(10) Uani 1 1 d U . .
C15 C -0.2262(4) 0.1680(3) 0.3922(4) 0.0205(10) Uani 1 1 d U . .
H15 H -0.2964 0.1675 0.3823 0.025 Uiso 1 1 calc R . .
C16 C -0.1791(5) 0.1689(3) 0.3158(4) 0.0216(11) Uani 1 1 d U . .
C17 C -0.2287(5) 0.1654(3) 0.2244(4) 0.0261(10) Uani 1 1 d U . .
C18 C -0.1549(5) 0.1618(3) 0.1730(3) 0.0213(10) Uani 1 1 d U . .
C19 C -0.0630(4) 0.1650(3) 0.2299(3) 0.0165(10) Uani 1 1 d U . .
C20 C 0.0312(4) 0.1627(2) 0.2036(3) 0.0182(10) Uani 1 1 d U . .
H20 H 0.0318 0.1596 0.1416 0.022 Uiso 1 1 calc R . .
C21 C 0.2339(4) 0.1527(3) 0.1293(3) 0.0186(11) Uani 1 1 d U . .
H21A H 0.3004 0.1700 0.1219 0.022 Uiso 1 1 calc R . .
H21B H 0.1844 0.1818 0.0923 0.022 Uiso 1 1 calc R . .
C22 C 0.2233(5) 0.0767(3) 0.0966(4) 0.0267(13) Uani 1 1 d U . .
H22A H 0.2329 0.0746 0.0342 0.040 Uiso 1 1 calc R . .
H22B H 0.1571 0.0595 0.1027 0.040 Uiso 1 1 calc R . .
H22C H 0.2732 0.0478 0.1320 0.040 Uiso 1 1 calc R . .
C23 C 0.4002(4) 0.1574(3) 0.3013(3) 0.0228(11) Uani 1 1 d U . .
H23A H 0.4322 0.1917 0.3447 0.027 Uiso 1 1 calc R . .
H23B H 0.4177 0.1698 0.2426 0.027 Uiso 1 1 calc R . .
C24 C 0.4411(5) 0.0860(3) 0.3268(4) 0.0348(15) Uani 1 1 d U . .
H24A H 0.5134 0.0870 0.3316 0.052 Uiso 1 1 calc R . .
H24B H 0.4145 0.0524 0.2813 0.052 Uiso 1 1 calc R . .
H24C H 0.4219 0.0724 0.3838 0.052 Uiso 1 1 calc R . .
C25 C 0.3952(4) 0.1594(3) 0.6593(3) 0.0201(11) Uani 1 1 d U . .
H25A H 0.4128 0.1786 0.7197 0.024 Uiso 1 1 calc R . .
H25B H 0.4302 0.1871 0.6188 0.024 Uiso 1 1 calc R . .
C26 C 0.4303(5) 0.0839(3) 0.6585(4) 0.0311(14) Uani 1 1 d U . .
H26A H 0.5015 0.0818 0.6792 0.047 Uiso 1 1 calc R . .
H26B H 0.4167 0.0655 0.5980 0.047 Uiso 1 1 calc R . .
H26C H 0.3950 0.0560 0.6976 0.047 Uiso 1 1 calc R . .
C27 C 0.2241(4) 0.1551(3) 0.7833(3) 0.0168(11) Uani 1 1 d U . .
H27A H 0.1790 0.1873 0.8085 0.020 Uiso 1 1 calc R . .
H27B H 0.2926 0.1668 0.8097 0.020 Uiso 1 1 calc R . .
C28 C 0.2010(4) 0.0803(3) 0.8089(3) 0.0224(12) Uani 1 1 d U . .
H28A H 0.2110 0.0759 0.8735 0.034 Uiso 1 1 calc R . .
H28B H 0.2451 0.0481 0.7837 0.034 Uiso 1 1 calc R . .
H28C H 0.1321 0.0693 0.7856 0.034 Uiso 1 1 calc R . .
C29 C -0.1751(4) 0.1474(3) 0.7262(3) 0.0193(11) Uani 1 1 d U . .
H29A H -0.2436 0.1591 0.7347 0.023 Uiso 1 1 calc R . .
H29B H -0.1299 0.1790 0.7638 0.023 Uiso 1 1 calc R . .
C30 C -0.1527(5) 0.0721(3) 0.7562(4) 0.0304(14) Uani 1 1 d U . .
H30A H -0.1641 0.0667 0.8178 0.046 Uiso 1 1 calc R . .
H30B H -0.0836 0.0612 0.7516 0.046 Uiso 1 1 calc R . .
H30C H -0.1961 0.0404 0.7184 0.046 Uiso 1 1 calc R . .
C31 C -0.3397(4) 0.1390(3) 0.5526(4) 0.0242(11) Uani 1 1 d U . .
H31A H -0.3792 0.1685 0.5075 0.029 Uiso 1 1 calc R . .
H31B H -0.3613 0.1490 0.6105 0.029 Uiso 1 1 calc R . .
C32 C -0.3599(4) 0.0623(3) 0.5291(4) 0.0334(14) Uani 1 1 d U . .
H32A H -0.4309 0.0530 0.5252 0.050 Uiso 1 1 calc R . .
H32B H -0.3235 0.0329 0.5750 0.050 Uiso 1 1 calc R . .
H32C H -0.3382 0.0521 0.4719 0.050 Uiso 1 1 calc R . .
C33 C -0.3413(5) 0.1696(3) 0.1952(4) 0.0356(13) Uani 1 1 d U . .
H33A H -0.3734 0.1876 0.2448 0.043 Uiso 1 1 calc R . .
H33B H -0.3553 0.2024 0.1450 0.043 Uiso 1 1 calc R . .
C34 C -0.3838(6) 0.1001(4) 0.1679(5) 0.0496(18) Uani 1 1 d U . .
H34A H -0.4553 0.1046 0.1496 0.074 Uiso 1 1 calc R . .
H34B H -0.3712 0.0678 0.2178 0.074 Uiso 1 1 calc R . .
H34C H -0.3530 0.0825 0.1182 0.074 Uiso 1 1 calc R . .
C35 C -0.1653(5) 0.1534(3) 0.0728(3) 0.0231(12) Uani 1 1 d U . .
H35A H -0.2323 0.1685 0.0463 0.028 Uiso 1 1 calc R . .
H35B H -0.1168 0.1841 0.0496 0.028 Uiso 1 1 calc R . .
C36 C -0.1489(5) 0.0792(3) 0.0446(4) 0.0318(14) Uani 1 1 d U . .
H36A H -0.1573 0.0766 -0.0202 0.048 Uiso 1 1 calc R . .
H36B H -0.1970 0.0486 0.0670 0.048 Uiso 1 1 calc R . .
H36C H -0.0818 0.0645 0.0689 0.048 Uiso 1 1 calc R . .
O1 O 0.0244(3) 0.0521(2) 0.4403(3) 0.0390(10) Uani 1 1 d . . .
C37 C 0.0980(5) 0.0114(3) 0.4890(5) 0.0418(19) Uani 1 1 d . . .
H37A H 0.1601 0.0385 0.5014 0.050 Uiso 1 1 calc R . .
H37B H 0.1111 -0.0300 0.4541 0.050 Uiso 1 1 calc R . .
C38 C 0.0643(5) -0.0113(3) 0.5770(4) 0.0435(18) Uani 1 1 d . . .
H38A H 0.1172 -0.0391 0.6120 0.052 Uiso 1 1 calc R . .
H38B H 0.0520 0.0302 0.6121 0.052 Uiso 1 1 calc R . .
C39 C 0.6055(6) 0.1068(5) 0.8854(5) 0.056(2) Uani 1 1 d . . .
H39 H 0.6623 0.0934 0.8603 0.067 Uiso 1 1 calc R . .
C40 C 0.5329(7) 0.0598(4) 0.8949(5) 0.058(2) Uani 1 1 d . . .
H40 H 0.5386 0.0136 0.8745 0.069 Uiso 1 1 calc R . .
C41 C 0.4535(6) 0.0776(4) 0.9326(5) 0.0503(19) Uani 1 1 d . . .
H41 H 0.4044 0.0439 0.9389 0.060 Uiso 1 1 calc R . .
C42 C 0.4429(6) 0.1436(5) 0.9618(5) 0.055(2) Uani 1 1 d . . .
H42 H 0.3872 0.1556 0.9894 0.066 Uiso 1 1 calc R . .
C43 C 0.5107(8) 0.1913(4) 0.9516(5) 0.065(3) Uani 1 1 d . . .
H43 H 0.5019 0.2375 0.9708 0.079 Uiso 1 1 calc R . .
C44 C 0.5940(7) 0.1750(4) 0.9136(6) 0.067(3) Uani 1 1 d . . .
H44 H 0.6422 0.2094 0.9068 0.081 Uiso 1 1 calc R . .


_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
In1 N3 2.139(5) . ?
In1 N1 2.140(5) . ?
In1 N2 2.140(4) . ?
In1 N4 2.149(4) . ?
In1 Cl1 2.4509(11) . ?
In1 O1 2.764(4) . ?
N1 C4 1.374(7) . ?
N1 C1 1.390(6) . ?
N2 C16 1.359(7) . ?
N2 C19 1.374(6) . ?
N3 C6 1.355(7) . ?
N3 C9 1.397(6) . ?
N4 C14 1.356(7) . ?
N4 C11 1.387(6) . ?
C1 C20 1.402(8) . ?
C1 C2 1.446(8) . ?
C2 C3 1.364(8) . ?
C2 C21 1.507(6) . ?
C3 C4 1.453(7) . ?
C3 C23 1.499(8) . ?
C4 C5 1.409(7) . ?
C5 C6 1.398(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.459(7) . ?
C7 C8 1.357(7) . ?
C7 C25 1.506(8) . ?
C8 C9 1.457(8) . ?
C8 C27 1.514(6) . ?
C9 C10 1.382(8) . ?
C10 C11 1.409(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.453(8) . ?
C12 C13 1.358(8) . ?
C12 C29 1.513(7) . ?
C13 C14 1.448(7) . ?
C13 C31 1.490(8) . ?
C14 C15 1.409(7) . ?
C15 C16 1.409(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.462(7) . ?
C17 C18 1.365(8) . ?
C17 C33 1.542(9) . ?
C18 C19 1.422(8) . ?
C18 C35 1.522(7) . ?
C19 C20 1.402(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.546(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.514(8) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.531(7) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.537(7) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.537(7) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.536(8) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.493(9) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.518(7) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
O1 C37 1.400(8) . ?
O1 C38 1.436(7) 3_556 ?
C37 C38 1.545(9) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 O1 1.436(7) 3_556 ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.366(11) . ?
C39 C44 1.399(11) . ?
C39 H39 0.9500 . ?
C40 C41 1.343(11) . ?
C40 H40 0.9500 . ?
C41 C42 1.362(11) . ?
C41 H41 0.9500 . ?
C42 C43 1.329(11) . ?
C42 H42 0.9500 . ?
C43 C44 1.385(13) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?

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
N3 In1 N1 87.02(16) . . ?
N3 In1 N2 156.86(16) . . ?
N1 In1 N2 87.75(17) . . ?
N3 In1 N4 88.56(15) . . ?
N1 In1 N4 156.04(16) . . ?
N2 In1 N4 87.12(16) . . ?
N3 In1 Cl1 100.89(12) . . ?
N1 In1 Cl1 102.78(12) . . ?
N2 In1 Cl1 102.25(12) . . ?
N4 In1 Cl1 101.17(12) . . ?
N3 In1 O1 77.94(15) . . ?
N1 In1 O1 80.45(15) . . ?
N2 In1 O1 78.97(14) . . ?
N4 In1 O1 75.59(14) . . ?
Cl1 In1 O1 176.54(9) . . ?
C4 N1 C1 107.9(5) . . ?
C4 N1 In1 125.8(3) . . ?
C1 N1 In1 125.2(4) . . ?
C16 N2 C19 107.2(5) . . ?
C16 N2 In1 125.8(4) . . ?
C19 N2 In1 125.8(4) . . ?
C6 N3 C9 108.9(5) . . ?
C6 N3 In1 126.3(3) . . ?
C9 N3 In1 124.7(4) . . ?
C14 N4 C11 108.3(5) . . ?
C14 N4 In1 126.2(4) . . ?
C11 N4 In1 125.4(4) . . ?
N1 C1 C20 124.3(5) . . ?
N1 C1 C2 108.5(5) . . ?
C20 C1 C2 127.1(5) . . ?
C3 C2 C1 107.4(5) . . ?
C3 C2 C21 128.1(5) . . ?
C1 C2 C21 124.4(5) . . ?
C2 C3 C4 107.5(5) . . ?
C2 C3 C23 128.0(5) . . ?
C4 C3 C23 124.4(5) . . ?
N1 C4 C5 124.3(5) . . ?
N1 C4 C3 108.6(5) . . ?
C5 C4 C3 127.1(5) . . ?
C6 C5 C4 128.2(5) . . ?
C6 C5 H5 115.9 . . ?
C4 C5 H5 115.9 . . ?
N3 C6 C5 125.1(5) . . ?
N3 C6 C7 108.8(5) . . ?
C5 C6 C7 126.0(5) . . ?
C8 C7 C6 107.2(5) . . ?
C8 C7 C25 127.7(5) . . ?
C6 C7 C25 125.0(5) . . ?
C7 C8 C9 108.0(5) . . ?
C7 C8 C27 128.1(5) . . ?
C9 C8 C27 123.7(5) . . ?
C10 C9 N3 125.9(5) . . ?
C10 C9 C8 126.9(5) . . ?
N3 C9 C8 107.2(5) . . ?
C9 C10 C11 128.9(4) . . ?
C9 C10 H10 115.5 . . ?
C11 C10 H10 115.5 . . ?
N4 C11 C10 124.6(5) . . ?
N4 C11 C12 107.5(5) . . ?
C10 C11 C12 127.8(5) . . ?
C13 C12 C11 108.0(5) . . ?
C13 C12 C29 129.2(5) . . ?
C11 C12 C29 122.6(5) . . ?
C12 C13 C14 106.7(5) . . ?
C12 C13 C31 127.4(5) . . ?
C14 C13 C31 125.3(5) . . ?
N4 C14 C15 125.1(5) . . ?
N4 C14 C13 109.5(5) . . ?
C15 C14 C13 125.4(5) . . ?
C14 C15 C16 127.9(5) . . ?
C14 C15 H15 116.0 . . ?
C16 C15 H15 116.0 . . ?
N2 C16 C15 124.7(5) . . ?
N2 C16 C17 109.4(5) . . ?
C15 C16 C17 125.8(6) . . ?
C18 C17 C16 105.8(5) . . ?
C18 C17 C33 128.7(5) . . ?
C16 C17 C33 125.4(5) . . ?
C17 C18 C19 107.9(5) . . ?
C17 C18 C35 127.7(5) . . ?
C19 C18 C35 124.4(5) . . ?
N2 C19 C20 124.2(5) . . ?
N2 C19 C18 109.6(5) . . ?
C20 C19 C18 126.2(5) . . ?
C1 C20 C19 129.4(4) . . ?
C1 C20 H20 115.3 . . ?
C19 C20 H20 115.3 . . ?
C2 C21 C22 112.5(4) . . ?
C2 C21 H21A 109.1 . . ?
C22 C21 H21A 109.1 . . ?
C2 C21 H21B 109.1 . . ?
C22 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 C23 C24 113.8(5) . . ?
C3 C23 H23A 108.8 . . ?
C24 C23 H23A 108.8 . . ?
C3 C23 H23B 108.8 . . ?
C24 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 C25 C26 112.5(5) . . ?
C7 C25 H25A 109.1 . . ?
C26 C25 H25A 109.1 . . ?
C7 C25 H25B 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C27 C28 112.8(4) . . ?
C8 C27 H27A 109.0 . . ?
C28 C27 H27A 109.0 . . ?
C8 C27 H27B 109.0 . . ?
C28 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C12 C29 C30 112.5(4) . . ?
C12 C29 H29A 109.1 . . ?
C30 C29 H29A 109.1 . . ?
C12 C29 H29B 109.1 . . ?
C30 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C13 C31 C32 112.5(5) . . ?
C13 C31 H31A 109.1 . . ?
C32 C31 H31A 109.1 . . ?
C13 C31 H31B 109.1 . . ?
C32 C31 H31B 109.1 . . ?
H31A C31 H31B 107.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C17 111.5(6) . . ?
C34 C33 H33A 109.3 . . ?
C17 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
C17 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C18 112.8(5) . . ?
C36 C35 H35A 109.0 . . ?
C18 C35 H35A 109.0 . . ?
C36 C35 H35B 109.0 . . ?
C18 C35 H35B 109.0 . . ?
H35A C35 H35B 107.8 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C37 O1 C38 108.4(4) . 3_556 ?
C37 O1 In1 125.0(4) . . ?
C38 O1 In1 123.8(3) 3_556 . ?
O1 C37 C38 109.7(5) . . ?
O1 C37 H37A 109.7 . . ?
C38 C37 H37A 109.7 . . ?
O1 C37 H37B 109.7 . . ?
C38 C37 H37B 109.7 . . ?
H37A C37 H37B 108.2 . . ?
O1 C38 C37 110.1(5) 3_556 . ?
O1 C38 H38A 109.6 3_556 . ?
C37 C38 H38A 109.6 . . ?
O1 C38 H38B 109.6 3_556 . ?
C37 C38 H38B 109.6 . . ?
H38A C38 H38B 108.1 . . ?
C40 C39 C44 118.3(8) . . ?
C40 C39 H39 120.8 . . ?
C44 C39 H39 120.8 . . ?
C41 C40 C39 121.3(8) . . ?
C41 C40 H40 119.3 . . ?
C39 C40 H40 119.3 . . ?
C40 C41 C42 120.6(8) . . ?
C40 C41 H41 119.7 . . ?
C42 C41 H41 119.7 . . ?
C43 C42 C41 119.8(8) . . ?
C43 C42 H42 120.1 . . ?
C41 C42 H42 120.1 . . ?
C42 C43 C44 121.5(8) . . ?
C42 C43 H43 119.3 . . ?
C44 C43 H43 119.3 . . ?
C43 C44 C39 118.4(8) . . ?
C43 C44 H44 120.8 . . ?
C39 C44 H44 120.8 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         4.538
_refine_diff_density_min         -1.349
_refine_diff_density_rms         0.142
#===END

data_tg38
_database_code_depnum_ccdc_archive 'CCDC 735176'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ClInOEP.1.5chlorobenzene
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H44 Cl In, 1.0(C6 H5 Cl), 0.5(C6 H5 Cl)'
_chemical_formula_sum            'C45 H51.50 Cl2.50 In N4'
_chemical_formula_weight         851.85

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/m'
_symmetry_space_group_name_Hall  '-C 2y'

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

_cell_length_a                   19.8189(7)
_cell_length_b                   17.9548(6)
_cell_length_c                   14.0980(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 124.679(4)
_cell_angle_gamma                90.00
_cell_volume                     4125.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    9983
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      32.0

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1764
_exptl_absorpt_coefficient_mu    0.771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_T_max  0.844
_exptl_absorpt_process_details   'SADABS 2.10 (Sheldrick, 2003)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART Apex II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            28608
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0144
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         28.70
_reflns_number_total             5479
_reflns_number_gt                5300
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Apex2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT 7.16 (Bruker, 2005)'
_computing_data_reduction        'SAINT 7.16 (Bruker, 2005)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL 5.1, XP (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The structure contains two sites of disordered chlorobenzene. One site
contains chlorobenzene disordered with respect to a 2/m site (b). The
atoms Cl5, C55-C60 were refined at 0.25 site occupancy and as a rigid
group, with anisotropic thermal parameters, using ISOR 0.008. The other
site contains three different orientations of chlorobenzene at a site
with m symmetry (i).
Our model includes three rigid groups, {Cl2, C37-C42},
{Cl3, C43-C48}, and {Cl4, C49-C54} at occupancies of 0.25, 0.13, and
0.12, respectively. Only the chlorine atoms in these groups were
assigned anisotropic thermal parameters. Due to correlation effects
the three groups were kept rigid (AFIX 6) in the final cycles of
refinement.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0252P)²+5.7486P] where P=(Fo²+2Fc²)/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         5479
_refine_ls_number_parameters     302
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0219
_refine_ls_wR_factor_ref         0.0569
_refine_ls_wR_factor_gt          0.0564
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.007
_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
In1 In 0.368398(7) 0.0000 0.150337(10) 0.01293(4) Uani 1 2 d S . .
Cl1 Cl 0.26389(3) 0.0000 0.18841(5) 0.02459(10) Uani 1 2 d S . .
N1 N 0.33050(7) 0.08210(7) 0.01786(9) 0.0155(2) Uani 1 1 d . . .
N2 N 0.45602(7) 0.08179(6) 0.26754(9) 0.0157(2) Uani 1 1 d . . .
C1 C 0.27728(8) 0.07010(8) -0.09886(11) 0.0164(2) Uani 1 1 d . . .
C2 C 0.25483(8) 0.14130(8) -0.15815(11) 0.0185(3) Uani 1 1 d . . .
C3 C 0.29598(8) 0.19559(8) -0.07599(11) 0.0174(2) Uani 1 1 d . . .
C4 C 0.34359(8) 0.15753(8) 0.03479(11) 0.0159(2) Uani 1 1 d . . .
C5 C 0.39650(8) 0.19173(8) 0.14182(11) 0.0165(2) Uani 1 1 d . . .
H5 H 0.3962 0.2446 0.1420 0.020 Uiso 1 1 calc R . .
C6 C 0.51869(8) 0.06994(8) 0.38154(11) 0.0153(2) Uani 1 1 d . . .
C7 C 0.51058(8) 0.19507(8) 0.35572(11) 0.0163(2) Uani 1 1 d . . .
C8 C 0.55310(8) 0.14096(8) 0.43753(11) 0.0160(2) Uani 1 1 d . . .
C10 C 0.54608(11) 0.0000 0.43327(16) 0.0162(3) Uani 1 2 d S . .
H10 H 0.5885 0.0000 0.5134 0.019 Uiso 1 2 calc SR . .
C11 C 0.44987(8) 0.15740(7) 0.24883(11) 0.0157(2) Uani 1 1 d . . .
C20 C 0.25216(11) 0.0000 -0.15075(16) 0.0175(4) Uani 1 2 d S . .
H20 H 0.2129 0.0000 -0.2320 0.021 Uiso 1 2 calc SR . .
C21 C 0.19989(10) 0.15051(9) -0.28716(12) 0.0255(3) Uani 1 1 d . . .
H21A H 0.1746 0.2006 -0.3055 0.031 Uiso 1 1 calc R . .
H21B H 0.1552 0.1133 -0.3196 0.031 Uiso 1 1 calc R . .
C22 C 0.24550(12) 0.14120(13) -0.34461(14) 0.0412(5) Uani 1 1 d . . .
H22A H 0.2068 0.1467 -0.4283 0.062 Uiso 1 1 calc R . .
H22B H 0.2706 0.0917 -0.3269 0.062 Uiso 1 1 calc R . .
H22C H 0.2883 0.1793 -0.3154 0.062 Uiso 1 1 calc R . .
C23 C 0.29797(9) 0.27820(8) -0.09240(12) 0.0204(3) Uani 1 1 d . . .
H23A H 0.2964 0.3047 -0.0321 0.025 Uiso 1 1 calc R . .
H23B H 0.2483 0.2925 -0.1682 0.025 Uiso 1 1 calc R . .
C24 C 0.37421(10) 0.30314(9) -0.08665(14) 0.0275(3) Uani 1 1 d . . .
H24A H 0.3718 0.3570 -0.0991 0.041 Uiso 1 1 calc R . .
H24B H 0.3760 0.2774 -0.1465 0.041 Uiso 1 1 calc R . .
H24C H 0.4236 0.2909 -0.0107 0.041 Uiso 1 1 calc R . .
C25 C 0.52620(9) 0.27749(8) 0.36679(12) 0.0202(3) Uani 1 1 d . . .
H25A H 0.5563 0.2920 0.4490 0.024 Uiso 1 1 calc R . .
H25B H 0.4732 0.3044 0.3240 0.024 Uiso 1 1 calc R . .
C26 C 0.57630(10) 0.30003(9) 0.31940(15) 0.0286(3) Uani 1 1 d . . .
H26A H 0.5867 0.3538 0.3293 0.043 Uiso 1 1 calc R . .
H26B H 0.5456 0.2875 0.2372 0.043 Uiso 1 1 calc R . .
H26C H 0.6287 0.2732 0.3614 0.043 Uiso 1 1 calc R . .
C27 C 0.62472(8) 0.14989(8) 0.56097(11) 0.0188(3) Uani 1 1 d . . .
H27A H 0.6219 0.1109 0.6082 0.023 Uiso 1 1 calc R . .
H27B H 0.6208 0.1989 0.5897 0.023 Uiso 1 1 calc R . .
C28 C 0.70729(9) 0.14447(12) 0.57625(14) 0.0321(4) Uani 1 1 d . . .
H28A H 0.7517 0.1475 0.6585 0.048 Uiso 1 1 calc R . .
H28B H 0.7124 0.1856 0.5350 0.048 Uiso 1 1 calc R . .
H28C H 0.7107 0.0969 0.5451 0.048 Uiso 1 1 calc R . .
Cl2 Cl 0.03450(19) -0.0083(10) 0.4682(2) 0.083(3) Uani 0.25 1 d PG A -1
C37 C 0.03899(14) 0.0001(6) 0.34884(17) 0.0308(10) Uiso 0.25 1 d PG A -1
C38 C -0.03322(17) 0.0083(5) 0.2410(2) 0.047(2) Uiso 0.25 1 d PG A -1
H38 H -0.0835 0.0098 0.2321 0.056 Uiso 0.25 1 d PG A -1
C39 C -0.0291(2) 0.0144(5) 0.1467(2) 0.056(2) Uiso 0.25 1 d PG A -1
H39 H -0.0771 0.0204 0.0734 0.067 Uiso 0.25 1 d PG A -1
C40 C 0.0458(3) 0.0115(6) 0.1601(3) 0.053(2) Uiso 0.25 1 d PG A -1
H40 H 0.0478 0.0155 0.0960 0.064 Uiso 0.25 1 d PG A -1
C41 C 0.1174(2) 0.0028(10) 0.2689(3) 0.0391(15) Uiso 0.25 1 d PG A -1
H41 H 0.1676 0.0005 0.2779 0.047 Uiso 0.25 1 d PG A -1
C42 C 0.11454(16) -0.0026(10) 0.3646(2) 0.0333(12) Uiso 0.25 1 d PG A -1
H42 H 0.1625 -0.0079 0.4380 0.040 Uiso 0.25 1 d PG A -1
Cl3 Cl -0.09942(16) -0.0086(14) 0.0838(2) 0.049(4) Uani 0.13 1 d PG B -2
C43 C -0.00203(15) -0.0057(10) 0.2123(2) 0.029(2) Uiso 0.13 1 d PG B -2
C44 C 0.06554(18) -0.002(2) 0.2076(3) 0.0230(19) Uiso 0.13 1 d PG B -2
H44 H 0.0593 -0.0008 0.1370 0.028 Uiso 0.13 1 d PG B -2
C45 C 0.14263(18) 0.000(3) 0.3100(4) 0.0157(13) Uiso 0.13 1 d PG B -2
H45 H 0.1888 0.0025 0.3084 0.019 Uiso 0.13 1 d PG B -2
C46 C 0.15179(19) -0.0029(18) 0.4150(3) 0.024(2) Uiso 0.13 1 d PG B -2
H46 H 0.2039 -0.0019 0.4835 0.029 Uiso 0.13 1 d PG B -2
C47 C 0.0832(2) -0.0070(10) 0.4179(2) 0.028(2) Uiso 0.13 1 d PG B -2
H47 H 0.0894 -0.0091 0.4884 0.034 Uiso 0.13 1 d PG B -2
C48 C 0.0054(2) -0.0080(8) 0.3161(2) 0.020(2) Uiso 0.13 1 d PG B -2
H48 H -0.0409 -0.0101 0.3174 0.025 Uiso 0.13 1 d PG B -2
Cl4 Cl 0.1272(3) -0.0093(10) 0.4657(3) 0.053(3) Uani 0.12 1 d PG C -3
C49 C 0.0623(2) -0.0008(6) 0.3163(3) 0.039(2) Uiso 0.12 1 d PG C -3
C50 C 0.0957(3) -0.0037(13) 0.2531(4) 0.025(2) Uiso 0.12 1 d PG C -3
H50 H 0.1518 -0.0104 0.2895 0.029 Uiso 0.12 1 d PG C -3
C51 C 0.0439(5) 0.0036(14) 0.1347(4) 0.046(3) Uiso 0.12 1 d PG C -3
H51 H 0.0653 0.0014 0.0907 0.055 Uiso 0.12 1 d PG C -3
C52 C -0.0396(4) 0.0143(8) 0.0807(3) 0.043(4) Uiso 0.12 1 d PG C -3
H52 H -0.0740 0.0193 0.0010 0.052 Uiso 0.12 1 d PG C -3
C53 C -0.0718(3) 0.0174(7) 0.1458(4) 0.034(3) Uiso 0.12 1 d PG C -3
H53 H -0.1278 0.0249 0.1096 0.041 Uiso 0.12 1 d PG C -3
C54 C -0.0209(3) 0.0094(7) 0.2645(4) 0.038(4) Uiso 0.12 1 d PG C -3
H54 H -0.0422 0.0109 0.3086 0.045 Uiso 0.12 1 d PG C -3
Cl5 Cl 0.4686(3) 0.1255(2) -0.0698(5) 0.0952(18) Uani 0.25 1 d PGU D -4
C55 C 0.4848(2) 0.0318(2) -0.0311(4) 0.039(3) Uani 0.25 1 d PGU D -4
C56 C 0.5271(3) 0.0132(3) 0.0842(4) 0.061(4) Uani 0.25 1 d PGU D -4
H56 H 0.5462 0.0500 0.1403 0.074 Uiso 0.25 1 d PG D -4
C57 C 0.5402(4) -0.0612(3) 0.1142(5) 0.064(3) Uani 0.25 1 d PGU D -4
H57 H 0.5681 -0.0748 0.1914 0.076 Uiso 0.25 1 d PG D -4
C58 C 0.5122(4) -0.1160(3) 0.0304(6) 0.061(5) Uani 0.25 1 d PGU D -4
H58 H 0.5215 -0.1659 0.0515 0.074 Uiso 0.25 1 d PG D -4
C59 C 0.4704(4) -0.09612(19) -0.0847(6) 0.051(3) Uani 0.25 1 d PGU D -4
H59 H 0.4520 -0.1328 -0.1409 0.061 Uiso 0.25 1 d PG D -4
C60 C 0.4560(3) -0.02176(19) -0.1164(4) 0.041(3) Uani 0.25 1 d PGU D -4
H60 H 0.4274 -0.0081 -0.1937 0.050 Uiso 0.25 1 d PG D -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
In1 N1 2.1515(11) 6 ?
In1 N1 2.1515(11) . ?
In1 N2 2.1533(11) . ?
In1 N2 2.1533(11) 6 ?
In1 Cl1 2.4172(5) . ?
N1 C4 1.3740(18) . ?
N1 C1 1.3754(16) . ?
N2 C11 1.3751(17) . ?
N2 C6 1.3783(16) . ?
C1 C20 1.3974(16) . ?
C1 C2 1.4519(19) . ?
C2 C3 1.372(2) . ?
C2 C21 1.5057(18) . ?
C3 C4 1.4559(18) . ?
C3 C23 1.505(2) . ?
C4 C5 1.3974(18) . ?
C5 C11 1.3997(18) . ?
C5 H5 0.9500 . ?
C6 C10 1.3975(15) . ?
C6 C8 1.4496(18) . ?
C7 C8 1.3705(19) . ?
C7 C11 1.4535(18) . ?
C7 C25 1.5018(19) . ?
C8 C27 1.5026(18) . ?
C10 C6 1.3975(15) 6 ?
C10 H10 0.9500 . ?
C20 C1 1.3974(16) 6 ?
C20 H20 0.9500 . ?
C21 C22 1.528(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.533(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.533(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.527(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
Cl2 C37 1.7412 . ?
C37 C38 1.3803 . ?
C37 C42 1.3840 . ?
C38 C39 1.3819 . ?
C38 H38 0.9300 . ?
C39 C40 1.3866 . ?
C39 H39 0.9300 . ?
C40 C41 1.3846 . ?
C40 H40 0.9300 . ?
C41 C42 1.3853 . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
Cl3 C43 1.7412 . ?
C43 C44 1.3803 . ?
C43 C48 1.3840 . ?
C44 C45 1.3819 . ?
C44 H44 0.9300 . ?
C45 C46 1.3866 . ?
C45 H45 0.9300 . ?
C46 C47 1.3846 . ?
C46 H46 0.9300 . ?
C47 C48 1.3853 . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
Cl4 C49 1.7412 . ?
C49 C50 1.3803 . ?
C49 C54 1.3840 . ?
C50 C51 1.3819 . ?
C50 H50 0.9300 . ?
C51 C52 1.3866 . ?
C51 H51 0.9300 . ?
C52 C53 1.3846 . ?
C52 H52 0.9300 . ?
C53 C54 1.3853 . ?
C53 H53 0.9300 . ?
C54 H54 0.9300 . ?
Cl5 C55 1.7412 . ?
C55 C56 1.3803 . ?
C55 C60 1.3840 . ?
C56 C57 1.3819 . ?
C56 H56 0.9300 . ?
C57 C58 1.3865 . ?
C57 H57 0.9300 . ?
C58 C59 1.3846 . ?
C58 H58 0.9300 . ?
C59 C60 1.3852 . ?
C59 H59 0.9300 . ?
C60 H60 0.9300 . ?

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
N1 In1 N1 86.50(6) 6 . ?
N1 In1 N2 149.78(4) 6 . ?
N1 In1 N2 85.96(4) . . ?
N1 In1 N2 85.96(4) 6 6 ?
N1 In1 N2 149.78(4) . 6 ?
N2 In1 N2 85.99(6) . 6 ?
N1 In1 Cl1 105.83(3) 6 . ?
N1 In1 Cl1 105.83(3) . . ?
N2 In1 Cl1 104.38(3) . . ?
N2 In1 Cl1 104.38(3) 6 . ?
C4 N1 C1 107.62(11) . . ?
C4 N1 In1 125.90(9) . . ?
C1 N1 In1 125.63(9) . . ?
C11 N2 C6 107.38(11) . . ?
C11 N2 In1 125.54(9) . . ?
C6 N2 In1 126.00(9) . . ?
N1 C1 C20 124.73(13) . . ?
N1 C1 C2 109.03(12) . . ?
C20 C1 C2 126.19(13) . . ?
C3 C2 C1 107.42(11) . . ?
C3 C2 C21 128.01(13) . . ?
C1 C2 C21 124.49(13) . . ?
C2 C3 C4 106.46(12) . . ?
C2 C3 C23 128.71(12) . . ?
C4 C3 C23 124.74(13) . . ?
N1 C4 C5 124.91(12) . . ?
N1 C4 C3 109.47(12) . . ?
C5 C4 C3 125.60(13) . . ?
C4 C5 C11 127.80(13) . . ?
C4 C5 H5 116.1 . . ?
C11 C5 H5 116.1 . . ?
N2 C6 C10 124.88(13) . . ?
N2 C6 C8 109.38(11) . . ?
C10 C6 C8 125.71(12) . . ?
C8 C7 C11 107.01(12) . . ?
C8 C7 C25 128.27(12) . . ?
C11 C7 C25 124.50(12) . . ?
C7 C8 C6 106.97(11) . . ?
C7 C8 C27 128.49(12) . . ?
C6 C8 C27 124.48(12) . . ?
C6 C10 C6 127.95(17) 6 . ?
C6 C10 H10 116.0 6 . ?
C6 C10 H10 116.0 . . ?
N2 C11 C5 124.87(12) . . ?
N2 C11 C7 109.26(11) . . ?
C5 C11 C7 125.78(13) . . ?
C1 C20 C1 128.50(17) . 6 ?
C1 C20 H20 115.8 . . ?
C1 C20 H20 115.8 6 . ?
C2 C21 C22 112.90(13) . . ?
C2 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C2 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C3 C23 C24 113.01(12) . . ?
C3 C23 H23A 109.0 . . ?
C24 C23 H23A 109.0 . . ?
C3 C23 H23B 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 C25 C26 111.17(12) . . ?
C7 C25 H25A 109.4 . . ?
C26 C25 H25A 109.4 . . ?
C7 C25 H25B 109.4 . . ?
C26 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C27 C28 112.75(12) . . ?
C8 C27 H27A 109.0 . . ?
C28 C27 H27A 109.0 . . ?
C8 C27 H27B 109.0 . . ?
C28 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C38 C37 C42 122.0 . . ?
C38 C37 Cl2 118.8 . . ?
C42 C37 Cl2 119.2 . . ?
C37 C38 C39 118.5 . . ?
C38 C39 C40 120.7 . . ?
C41 C40 C39 119.9 . . ?
C40 C41 C42 120.1 . . ?
C37 C42 C41 118.8 . . ?
C44 C43 C48 122.0 . . ?
C44 C43 Cl3 118.8 . . ?
C48 C43 Cl3 119.2 . . ?
C43 C44 C45 118.5 . . ?
C44 C45 C46 120.7 . . ?
C47 C46 C45 119.9 . . ?
C46 C47 C48 120.1 . . ?
C43 C48 C47 118.8 . . ?
C50 C49 C54 122.0 . . ?
C50 C49 Cl4 118.8 . . ?
C54 C49 Cl4 119.2 . . ?
C49 C50 C51 118.5 . . ?
C50 C51 C52 120.7 . . ?
C53 C52 C51 119.9 . . ?
C52 C53 C54 120.1 . . ?
C49 C54 C53 118.8 . . ?
C56 C55 C60 122.0 . . ?
C56 C55 Cl5 118.8 . . ?
C60 C55 Cl5 119.2 . . ?
C55 C56 C57 118.5 . . ?
C56 C57 C58 120.7 . . ?
C59 C58 C57 119.9 . . ?
C58 C59 C60 120.1 . . ?
C55 C60 C59 118.8 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        28.70
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.056
#===END

data_tg30
_database_code_depnum_ccdc_archive 'CCDC 735177'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            (In(OEP)Cl)C60.benzene
_chemical_melting_point          ?
_chemical_formula_moiety         'C60, C36 H44 N4 In Cl, C6 H6'
_chemical_formula_sum            'C102 H50 Cl In N4'
_chemical_formula_weight         1481.73

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c m'
_symmetry_space_group_name_Hall  '-C 2c 2'

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

_cell_length_a                   19.251(2)
_cell_length_b                   20.681(2)
_cell_length_c                   16.0320(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6382.8(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    3524
_cell_measurement_theta_min      2.9
_cell_measurement_theta_max      23.6

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.002
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3024
_exptl_absorpt_coefficient_mu    0.476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_process_details   'SADABS 2.10 (Sheldrick, 2005)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33224
_diffrn_reflns_av_R_equivalents  0.1237
_diffrn_reflns_av_sigmaI/netI    0.0543
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         25.25
_reflns_number_total             3081
_reflns_number_gt                2391
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Apex2 (Bruker, 2006)'
_computing_cell_refinement       'Apex2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2006)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL, XP (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
The structure contains a molecule of C60 that is disordered with respect
to its crystallographic site symmetry of mm. In order to model and
refine it, the symmetry generated atoms were selected so as to comprise
one completed ball of 60 carbons using PART -1 and site occupancy
factors of 0.25. There are two kinds of C-C bonds, those at the junction
of two hexagons and those at the junction of a hexagon and a pentagon.
The former bonds were refined with distance restraints of 1.39 Å and
the latter bonds were refined with distance restraints of 1.44 Å.
Subsequently, the entire ball was refined as a rigid group (AFIX 6).
The isotropic thermal parameters were allowed to vary. All other non-
hydrogen atoms in the structure were refined with anisotropic thermal
parameters.
There are two peaks in the final difference map that are greater than
1 e-Å⁻³. It was not possible to assign these to any reasonable
molecule or disordered set. The largest (2.11) is in the center of the
solvate benzene molecule. The other one (1.54) is inside the C60
close to the interior wall.
R(int) is somewhat large due to the structural disorder, which
gives rise to a large number of weak reflections at high scattering
angle.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0615P)²+139.6548P] where P=(Fo²+2Fc²)/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         3081
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0726
_refine_ls_wR_factor_ref         0.2115
_refine_ls_wR_factor_gt          0.2029
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_restrained_S_all      1.160
_refine_ls_shift/su_max          0.000
_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
C1 C 0.5113(5) 0.30679(17) 0.2827(6) 0.025(6) Uiso 0.25 1 d PG A -1
C2 C 0.4728(5) 0.30428(18) 0.2088(6) 0.015(5) Uiso 0.25 1 d PG A -1
C3 C 0.5028(5) 0.2819(3) 0.1310(5) 0.018(4) Uiso 0.25 1 d PG A -1
C4 C 0.5722(5) 0.2619(3) 0.1305(5) 0.026(7) Uiso 0.25 1 d PG A -1
C5 C 0.6129(5) 0.2634(3) 0.2064(5) 0.037(9) Uiso 0.25 1 d PG A -1
C6 C 0.5825(5) 0.2843(3) 0.2811(5) 0.029(8) Uiso 0.25 1 d PG A -1
C7 C 0.5979(5) 0.2508(3) 0.3579(5) 0.044(15) Uiso 0.25 1 d PG A -1
C8 C 0.5328(5) 0.2512(3) 0.4037(5) 0.024(7) Uiso 0.25 1 d PG A -1
C9 C 0.4785(5) 0.2851(3) 0.3593(5) 0.012(6) Uiso 0.25 1 d PG A -1
C10 C 0.4097(5) 0.2632(3) 0.3589(5) 0.013(7) Uiso 0.25 1 d PG A -1
C11 C 0.3718(5) 0.2617(3) 0.2812(5) 0.013(6) Uiso 0.25 1 d PG A -1
C12 C 0.4022(5) 0.2814(3) 0.2064(5) 0.017(6) Uiso 0.25 1 d PG A -1
C13 C 0.3915(5) 0.2444(3) 0.1314(5) 0.021(8) Uiso 0.25 1 d PG A -1
C14 C 0.4549(5) 0.2431(3) 0.0827(5) 0.029(7) Uiso 0.25 1 d PG A -1
C15 C 0.4772(4) 0.1878(4) 0.0401(4) 0.006(6) Uiso 0.25 1 d PG A -1
C16 C 0.5479(4) 0.1638(4) 0.0385(4) 0.017(6) Uiso 0.25 1 d PG A -1
C17 C 0.5917(4) 0.2060(4) 0.0814(4) 0.017(6) Uiso 0.25 1 d PG A -1
C18 C 0.6459(4) 0.1734(4) 0.1288(5) 0.037(10) Uiso 0.25 1 d PG A -1
C19 C 0.6599(4) 0.2086(4) 0.2053(5) 0.045(11) Uiso 0.25 1 d PG A -1
C20 C 0.6752(4) 0.1762(4) 0.2796(5) 0.028(9) Uiso 0.25 1 d PG A -1
C21 C 0.6441(4) 0.1985(4) 0.3566(5) 0.044(10) Uiso 0.25 1 d PG A -1
C22 C 0.6298(4) 0.1425(4) 0.4082(4) 0.031(9) Uiso 0.25 1 d PG A -1
C23 C 0.5671(4) 0.1446(4) 0.4519(4) 0.029(8) Uiso 0.25 1 d PG A -1
C24 C 0.5177(4) 0.1980(4) 0.4550(4) 0.023(8) Uiso 0.25 1 d PG A -1
C25 C 0.4446(4) 0.1808(4) 0.4520(4) 0.014(5) Uiso 0.25 1 d PG A -1
C26 C 0.3892(4) 0.2062(4) 0.4057(4) 0.028(7) Uiso 0.25 1 d PG A -1
C27 C 0.3408(4) 0.1678(5) 0.3568(4) 0.024(7) Uiso 0.25 1 d PG A -1
C28 C 0.3312(4) 0.2028(4) 0.2795(5) 0.028(8) Uiso 0.25 1 d PG A -1
C29 C 0.3204(4) 0.1685(4) 0.2056(5) 0.035(9) Uiso 0.25 1 d PG A -1
C30 C 0.3499(4) 0.1893(4) 0.1272(4) 0.024(8) Uiso 0.25 1 d PG A -1
C31 C 0.3740(4) 0.1312(4) 0.0858(4) 0.034(10) Uiso 0.25 1 d PG A -1
C32 C 0.4353(4) 0.1296(4) 0.0391(4) 0.036(9) Uiso 0.25 1 d PG A -1
C33 C 0.4829(5) 0.0753(4) 0.0461(5) 0.019(7) Uiso 0.25 1 d PG A -1
C34 C 0.5556(4) 0.0940(4) 0.0448(4) 0.014(6) Uiso 0.25 1 d PG A -1
C35 C 0.6085(5) 0.0667(4) 0.0929(5) 0.027(8) Uiso 0.25 1 d PG A -1
C36 C 0.6555(4) 0.1069(5) 0.1412(5) 0.050(13) Uiso 0.25 1 d PG A -1
C37 C 0.6738(4) 0.0662(4) 0.2132(5) 0.017(6) Uiso 0.25 1 d PG A -1
C38 C 0.6792(4) 0.1063(4) 0.2837(5) 0.036(13) Uiso 0.25 1 d PG A -1
C39 C 0.6501(4) 0.0852(4) 0.3627(5) 0.035(12) Uiso 0.25 1 d PG A -1
C40 C 0.6063(5) 0.0313(3) 0.3671(6) 0.039(10) Uiso 0.25 1 d PG A -1
C41 C 0.5428(5) 0.0314(3) 0.4159(5) 0.035(9) Uiso 0.25 1 d PG A -1
C42 C 0.5232(5) 0.0872(4) 0.4590(4) 0.010(6) Uiso 0.25 1 d PG A -1
C43 C 0.4518(5) 0.1107(4) 0.4571(4) 0.022(7) Uiso 0.25 1 d PG A -1
C44 C 0.4048(5) 0.0696(4) 0.4167(5) 0.028(8) Uiso 0.25 1 d PG A -1
C45 C 0.3493(4) 0.1011(5) 0.3716(5) 0.026(10) Uiso 0.25 1 d PG A -1
C46 C 0.3459(4) 0.0716(4) 0.2875(5) 0.046(10) Uiso 0.25 1 d PG A -1
C47 C 0.3249(4) 0.0987(4) 0.2111(5) 0.037(13) Uiso 0.25 1 d PG A -1
C48 C 0.3572(4) 0.0746(4) 0.1352(5) 0.038(12) Uiso 0.25 1 d PG A -1
C49 C 0.3982(5) 0.0185(3) 0.1376(6) 0.014(8) Uiso 0.25 1 d PG A -1
C50 C 0.4647(5) 0.0214(3) 0.0946(6) 0.023(7) Uiso 0.25 1 d PG A -1
C51 C 0.5182(6) -0.0119(2) 0.1412(6) 0.007(6) Uiso 0.25 1 d PG A -1
C52 C 0.5862(5) 0.0118(3) 0.1429(6) 0.038(12) Uiso 0.25 1 d PG A -1
C53 C 0.6247(5) 0.0125(3) 0.2203(6) 0.020(8) Uiso 0.25 1 d PG A -1
C54 C 0.5935(6) -0.0082(3) 0.2942(6) 0.030(10) Uiso 0.25 1 d PG A -1
C55 C 0.5227(6) -0.03141(18) 0.2917(7) 0.027(9) Uiso 0.25 1 d PG A -1
C56 C 0.4939(6) -0.0075(3) 0.3692(6) 0.028(6) Uiso 0.25 1 d PG A -1
C57 C 0.4246(6) 0.0124(3) 0.3700(6) 0.017(7) Uiso 0.25 1 d PG A -1
C58 C 0.3837(5) 0.0102(3) 0.2938(6) 0.030(9) Uiso 0.25 1 d PG A -1
C59 C 0.4142(6) -0.0093(3) 0.2186(6) 0.027(9) Uiso 0.25 1 d PG A -1
C60 C 0.4849(6) -0.03363(17) 0.2172(7) 0.022(8) Uiso 0.25 1 d PG A -1
Cl1 Cl 0.5000 0.58177(16) 0.2500 0.0286(8) Uani 1 4 d S . .
In1 In 0.5000 0.46592(5) 0.2500 0.0157(3) Uani 1 4 d S . .
N1 N 0.4233(3) 0.4360(3) 0.1578(3) 0.0184(12) Uani 1 1 d . . .
C61 C 0.3530(4) 0.4316(3) 0.1713(4) 0.0197(15) Uani 1 1 d . . .
C62 C 0.3179(4) 0.4207(3) 0.0916(4) 0.0204(14) Uani 1 1 d . . .
C63 C 0.3686(4) 0.4198(3) 0.0314(4) 0.0197(15) Uani 1 1 d . . .
C64 C 0.4343(3) 0.4288(3) 0.0725(4) 0.0191(14) Uani 1 1 d . . .
C65 C 0.5000 0.4273(4) 0.0347(6) 0.020(2) Uani 1 2 d S . .
H65 H 0.5000 0.4250 -0.0245 0.024 Uiso 1 2 calc SR . .
C66 C 0.2416(4) 0.4079(4) 0.0821(5) 0.0296(17) Uani 1 1 d . . .
H66A H 0.2266 0.4217 0.0258 0.035 Uiso 1 1 calc R . .
H66B H 0.2158 0.4341 0.1235 0.035 Uiso 1 1 calc R . .
C67 C 0.2231(4) 0.3364(4) 0.0944(5) 0.041(2) Uani 1 1 d . . .
H67A H 0.2464 0.3103 0.0517 0.062 Uiso 1 1 calc R . .
H67B H 0.1727 0.3308 0.0895 0.062 Uiso 1 1 calc R . .
H67C H 0.2383 0.3223 0.1498 0.062 Uiso 1 1 calc R . .
C68 C 0.3588(4) 0.4080(3) -0.0618(4) 0.0232(16) Uani 1 1 d . . .
H68A H 0.3908 0.4365 -0.0931 0.028 Uiso 1 1 calc R . .
H68B H 0.3107 0.4199 -0.0774 0.028 Uiso 1 1 calc R . .
C69 C 0.3722(5) 0.3376(4) -0.0876(5) 0.0359(19) Uani 1 1 d . . .
H69A H 0.4207 0.3263 -0.0760 0.054 Uiso 1 1 calc R . .
H969 H 0.3629 0.3326 -0.1474 0.054 Uiso 1 1 calc R . .
H69C H 0.3414 0.3089 -0.0559 0.054 Uiso 1 1 calc R . .
C70 C 0.3216(5) 0.4308(4) 0.2500 0.020(2) Uani 1 2 d S . .
H70 H 0.2723 0.4294 0.2500 0.023 Uiso 1 2 calc SR . .
C71 C 0.0728(6) 0.3047(6) 0.2500 0.039(3) Uani 1 2 d S . .
H71 H 0.1221 0.3068 0.2500 0.046 Uiso 1 2 calc SR . .
C72 C 0.0361(4) 0.3032(4) 0.1756(5) 0.0340(18) Uani 1 1 d . . .
H72 H 0.0606 0.3022 0.1242 0.041 Uiso 1 1 calc R . .


_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
C1 C2 1.3982 . ?
C1 C6 1.4480 . ?
C1 C9 1.4516 . ?
C2 C12 1.4406 . ?
C2 C3 1.4488 . ?
C3 C4 1.3984 . ?
C3 C14 1.4473 . ?
C4 C5 1.4481 . ?
C4 C17 1.4487 . ?
C5 C6 1.4021 . ?
C5 C19 1.4506 . ?
C6 C7 1.4436 . ?
C7 C21 1.4001 . ?
C7 C8 1.4525 . ?
C8 C24 1.4035 . ?
C8 C9 1.4458 . ?
C9 C10 1.4001 . ?
C10 C11 1.4434 . ?
C10 C26 1.4510 . ?
C11 C12 1.3950 . ?
C11 C28 1.4471 . ?
C12 C13 1.4411 . ?
C13 C30 1.3942 . ?
C13 C14 1.4476 . ?
C14 C15 1.3990 . ?
C15 C16 1.4491 . ?
C15 C32 1.4499 . ?
C16 C17 1.3964 . ?
C16 C34 1.4537 . ?
C17 C18 1.4544 . ?
C18 C36 1.4037 . ?
C18 C19 1.4504 . ?
C19 C20 1.3982 . ?
C20 C21 1.4465 . ?
C20 C38 1.4495 . ?
C21 C22 1.4497 . ?
C22 C23 1.3976 . ?
C22 C39 1.4449 . ?
C23 C24 1.4559 . ?
C23 C42 1.4618 . ?
C24 C25 1.4531 . ?
C25 C26 1.4024 . ?
C25 C43 1.4574 . ?
C26 C27 1.4531 . ?
C27 C45 1.4099 . ?
C27 C28 1.4461 . ?
C28 C29 1.3972 . ?
C29 C30 1.4446 . ?
C29 C47 1.4495 . ?
C30 C31 1.4490 . ?
C31 C32 1.3982 . ?
C31 C48 1.4494 . ?
C32 C33 1.4528 . ?
C33 C50 1.4028 . ?
C33 C34 1.4519 . ?
C34 C35 1.3972 . ?
C35 C36 1.4525 . ?
C35 C52 1.4538 . ?
C36 C37 1.4701 . ?
C37 C38 1.4064 . ?
C37 C53 1.4629 . ?
C38 C39 1.4506 . ?
C39 C40 1.3996 . ?
C40 C54 1.4482 . ?
C40 C41 1.4511 . ?
C41 C42 1.3974 . ?
C41 C56 1.4482 . ?
C42 C43 1.4595 . ?
C43 C44 1.4003 . ?
C44 C45 1.4461 . ?
C44 C57 1.4502 . ?
C45 C46 1.4808 . ?
C46 C47 1.4064 . ?
C46 C58 1.4683 . ?
C47 C48 1.4540 . ?
C48 C49 1.4049 . ?
C49 C59 1.4534 . ?
C49 C50 1.4548 . ?
C50 C51 1.4466 . ?
C51 C52 1.3980 . ?
C51 C60 1.4482 . ?
C52 C53 1.4466 . ?
C53 C54 1.3946 . ?
C54 C55 1.4460 . ?
C55 C60 1.3992 . ?
C55 C56 1.4469 . ?
C56 C57 1.3963 . ?
C57 C58 1.4526 . ?
C58 C59 1.4001 . ?
C59 C60 1.4510 . ?
Cl1 In1 2.396(4) . ?
In1 N1 2.178(5) . ?
In1 N1 2.178(5) 3_655 ?
In1 N1 2.178(5) 12_655 ?
In1 N1 2.178(5) 10_556 ?
N1 C61 1.375(9) . ?
N1 C64 1.393(8) . ?
C61 C70 1.399(8) . ?
C61 C62 1.463(9) . ?
C62 C63 1.372(10) . ?
C62 C66 1.501(10) . ?
C63 C64 1.438(9) . ?
C63 C68 1.525(9) . ?
C64 C65 1.402(8) . ?
C65 C64 1.402(8) 12_655 ?
C65 H65 0.9500 . ?
C66 C67 1.534(11) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 C69 1.536(10) . ?
C68 H68A 0.9900 . ?
C68 H68B 0.9900 . ?
C69 H69A 0.9800 . ?
C69 H969 0.9800 . ?
C69 H69C 0.9800 . ?
C70 C61 1.399(8) 10_556 ?
C70 H70 0.9500 . ?
C71 C72 1.385(9) 10_556 ?
C71 C72 1.385(9) . ?
C71 H71 0.9500 . ?
C72 C72 1.392(15) 12 ?
C72 H72 0.9500 . ?

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 C6 118.3 . . ?
C2 C1 C9 118.4 . . ?
C6 C1 C9 109.1 . . ?
C1 C2 C12 122.3 . . ?
C1 C2 C3 122.0 . . ?
C12 C2 C3 104.4 . . ?
C4 C3 C14 116.2 . . ?
C4 C3 C2 118.7 . . ?
C14 C3 C2 112.6 . . ?
C3 C4 C5 120.4 . . ?
C3 C4 C17 119.2 . . ?
C5 C4 C17 109.4 . . ?
C6 C5 C4 119.9 . . ?
C6 C5 C19 120.8 . . ?
C4 C5 C19 108.2 . . ?
C5 C6 C7 119.7 . . ?
C5 C6 C1 120.6 . . ?
C7 C6 C1 109.5 . . ?
C21 C7 C6 119.2 . . ?
C21 C7 C8 124.1 . . ?
C6 C7 C8 104.6 . . ?
C24 C8 C9 121.4 . . ?
C24 C8 C7 118.0 . . ?
C9 C8 C7 112.1 . . ?
C10 C9 C8 121.9 . . ?
C10 C9 C1 120.5 . . ?
C8 C9 C1 104.7 . . ?
C9 C10 C11 119.3 . . ?
C9 C10 C26 121.3 . . ?
C11 C10 C26 106.9 . . ?
C12 C11 C10 121.6 . . ?
C12 C11 C28 117.2 . . ?
C10 C11 C28 107.9 . . ?
C11 C12 C2 118.0 . . ?
C11 C12 C13 120.2 . . ?
C2 C12 C13 109.3 . . ?
C30 C13 C12 123.8 . . ?
C30 C13 C14 116.3 . . ?
C12 C13 C14 109.9 . . ?
C15 C14 C3 121.3 . . ?
C15 C14 C13 122.5 . . ?
C3 C14 C13 103.8 . . ?
C14 C15 C16 125.2 . . ?
C14 C15 C32 120.9 . . ?
C16 C15 C32 103.7 . . ?
C17 C16 C15 110.2 . . ?
C17 C16 C34 121.6 . . ?
C15 C16 C34 115.8 . . ?
C16 C17 C4 127.5 . . ?
C16 C17 C18 113.6 . . ?
C4 C17 C18 105.8 . . ?
C36 C18 C19 110.3 . . ?
C36 C18 C17 128.6 . . ?
C19 C18 C17 110.1 . . ?
C20 C19 C18 121.4 . . ?
C20 C19 C5 119.6 . . ?
C18 C19 C5 106.6 . . ?
C19 C20 C21 119.2 . . ?
C19 C20 C38 121.8 . . ?
C21 C20 C38 107.6 . . ?
C7 C21 C20 121.4 . . ?
C7 C21 C22 119.1 . . ?
C20 C21 C22 108.1 . . ?
C23 C22 C39 120.8 . . ?
C23 C22 C21 115.2 . . ?
C39 C22 C21 108.4 . . ?
C22 C23 C24 127.2 . . ?
C22 C23 C42 120.8 . . ?
C24 C23 C42 103.7 . . ?
C8 C24 C25 111.8 . . ?
C8 C24 C23 116.1 . . ?
C25 C24 C23 116.5 . . ?
C26 C25 C24 131.5 . . ?
C26 C25 C43 118.4 . . ?
C24 C25 C43 98.6 . . ?
C25 C26 C10 111.8 . . ?
C25 C26 C27 124.6 . . ?
C10 C26 C27 109.9 . . ?
C45 C27 C28 130.5 . . ?
C45 C27 C26 111.7 . . ?
C28 C27 C26 105.7 . . ?
C29 C28 C27 119.4 . . ?
C29 C28 C11 121.5 . . ?
C27 C28 C11 109.6 . . ?
C28 C29 C30 121.9 . . ?
C28 C29 C47 116.5 . . ?
C30 C29 C47 109.1 . . ?
C13 C30 C29 115.4 . . ?
C13 C30 C31 121.0 . . ?
C29 C30 C31 106.0 . . ?
C32 C31 C30 122.3 . . ?
C32 C31 C48 117.4 . . ?
C30 C31 C48 110.4 . . ?
C31 C32 C15 116.4 . . ?
C31 C32 C33 120.6 . . ?
C15 C32 C33 106.9 . . ?
C50 C33 C34 117.4 . . ?
C50 C33 C32 120.0 . . ?
C34 C33 C32 113.6 . . ?
C35 C34 C33 125.9 . . ?
C35 C34 C16 121.0 . . ?
C33 C34 C16 99.6 . . ?
C34 C35 C36 121.2 . . ?
C34 C35 C52 113.9 . . ?
C36 C35 C52 109.7 . . ?
C18 C36 C35 113.8 . . ?
C18 C36 C37 134.7 . . ?
C35 C36 C37 103.9 . . ?
C38 C37 C53 115.6 . . ?
C38 C37 C36 108.2 . . ?
C53 C37 C36 109.9 . . ?
C37 C38 C20 123.2 . . ?
C37 C38 C39 119.8 . . ?
C20 C38 C39 108.6 . . ?
C40 C39 C22 117.7 . . ?
C40 C39 C38 121.1 . . ?
C22 C39 C38 107.4 . . ?
C39 C40 C54 120.7 . . ?
C39 C40 C41 122.3 . . ?
C54 C40 C41 107.0 . . ?
C42 C41 C56 122.6 . . ?
C42 C41 C40 119.6 . . ?
C56 C41 C40 105.6 . . ?
C41 C42 C43 121.3 . . ?
C41 C42 C23 118.5 . . ?
C43 C42 C23 105.7 . . ?
C44 C43 C25 121.2 . . ?
C44 C43 C42 114.6 . . ?
C25 C43 C42 115.0 . . ?
C43 C44 C45 115.7 . . ?
C43 C44 C57 124.4 . . ?
C45 C44 C57 107.6 . . ?
C27 C45 C44 127.7 . . ?
C27 C45 C46 104.2 . . ?
C44 C45 C46 107.6 . . ?
C47 C46 C58 123.1 . . ?
C47 C46 C45 129.9 . . ?
C58 C46 C45 105.8 . . ?
C46 C47 C29 117.8 . . ?
C46 C47 C48 118.1 . . ?
C29 C47 C48 108.4 . . ?
C49 C48 C31 123.9 . . ?
C49 C48 C47 120.0 . . ?
C31 C48 C47 106.0 . . ?
C48 C49 C59 118.0 . . ?
C48 C49 C50 116.5 . . ?
C59 C49 C50 104.7 . . ?
C33 C50 C51 119.1 . . ?
C33 C50 C49 121.0 . . ?
C51 C50 C49 111.1 . . ?
C52 C51 C50 120.6 . . ?
C52 C51 C60 120.5 . . ?
C50 C51 C60 105.6 . . ?
C51 C52 C53 120.0 . . ?
C51 C52 C35 122.7 . . ?
C53 C52 C35 108.3 . . ?
C54 C53 C52 120.3 . . ?
C54 C53 C37 125.3 . . ?
C52 C53 C37 105.7 . . ?
C53 C54 C55 119.0 . . ?
C53 C54 C40 116.0 . . ?
C55 C54 C40 111.7 . . ?
C60 C55 C54 121.6 . . ?
C60 C55 C56 123.0 . . ?
C54 C55 C56 103.0 . . ?
C57 C56 C55 118.3 . . ?
C57 C56 C41 116.9 . . ?
C55 C56 C41 112.6 . . ?
C56 C57 C44 119.7 . . ?
C56 C57 C58 120.0 . . ?
C44 C57 C58 108.5 . . ?
C59 C58 C57 120.4 . . ?
C59 C58 C46 113.4 . . ?
C57 C58 C46 107.4 . . ?
C58 C59 C60 120.4 . . ?
C58 C59 C49 124.6 . . ?
C60 C59 C49 108.7 . . ?
C55 C60 C51 118.6 . . ?
C55 C60 C59 117.6 . . ?
C51 C60 C59 108.7 . . ?
N1 In1 N1 147.0(3) . 3_655 ?
N1 In1 N1 85.3(3) . 12_655 ?
N1 In1 N1 85.4(3) 3_655 12_655 ?
N1 In1 N1 85.4(3) . 10_556 ?
N1 In1 N1 85.3(3) 3_655 10_556 ?
N1 In1 N1 147.0(3) 12_655 10_556 ?
N1 In1 Cl1 106.49(14) . . ?
N1 In1 Cl1 106.49(14) 3_655 . ?
N1 In1 Cl1 106.49(14) 12_655 . ?
N1 In1 Cl1 106.49(14) 10_556 . ?
C61 N1 C64 107.3(5) . . ?
C61 N1 In1 125.4(4) . . ?
C64 N1 In1 126.5(5) . . ?
N1 C61 C70 124.6(7) . . ?
N1 C61 C62 109.1(6) . . ?
C70 C61 C62 126.0(7) . . ?
C63 C62 C61 106.8(6) . . ?
C63 C62 C66 128.5(6) . . ?
C61 C62 C66 124.5(6) . . ?
C62 C63 C64 107.6(6) . . ?
C62 C63 C68 127.1(6) . . ?
C64 C63 C68 125.3(6) . . ?
N1 C64 C65 124.3(6) . . ?
N1 C64 C63 109.3(6) . . ?
C65 C64 C63 126.4(6) . . ?
C64 C65 C64 128.8(9) 12_655 . ?
C64 C65 H65 115.6 12_655 . ?
C64 C65 H65 115.6 . . ?
C62 C66 C67 112.7(6) . . ?
C62 C66 H66A 109.1 . . ?
C67 C66 H66A 109.1 . . ?
C62 C66 H66B 109.1 . . ?
C67 C66 H66B 109.1 . . ?
H66A C66 H66B 107.8 . . ?
C66 C67 H67A 109.5 . . ?
C66 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C66 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C63 C68 C69 113.3(6) . . ?
C63 C68 H68A 108.9 . . ?
C69 C68 H68A 108.9 . . ?
C63 C68 H68B 108.9 . . ?
C69 C68 H68B 108.9 . . ?
H68A C68 H68B 107.7 . . ?
C68 C69 H69A 109.5 . . ?
C68 C69 H969 109.5 . . ?
H69A C69 H969 109.5 . . ?
C68 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H969 C69 H69C 109.5 . . ?
C61 C70 C61 128.9(9) 10_556 . ?
C61 C70 H70 115.6 10_556 . ?
C61 C70 H70 115.6 . . ?
C72 C71 C72 118.8(11) 10_556 . ?
C72 C71 H71 120.6 10_556 . ?
C72 C71 H71 120.6 . . ?
C71 C72 C72 120.6(5) . 12 ?
C71 C72 H72 119.7 . . ?
C72 C72 H72 119.7 12 . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         2.107
_refine_diff_density_min         -1.807
_refine_diff_density_rms         0.152


