#------------------------------------------------------------------------------
#$Date: 2017-02-14 14:07:26 +0200 (Tue, 14 Feb 2017) $
#$Revision: 192076 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/22/4062238.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4062238
loop_
_publ_author_name
'Iravani, Effat'
'Neumüller, Bernhard'
_publ_section_title
;
 Trimerization of Phenylacetonitrile. InMe₃ as a Base for C-H Acidic Nitriles
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              4129
_journal_page_last               4135
_journal_paper_doi               10.1021/om0303956
_journal_volume                  22
_journal_year                    2003
_chemical_formula_sum            'C39 H50 In N5'
_chemical_formula_weight         703.66
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                65.98(1)
_cell_angle_beta                 81.43(1)
_cell_angle_gamma                77.94(1)
_cell_formula_units_Z            2
_cell_length_a                   11.065(1)
_cell_length_b                   12.786(2)
_cell_length_c                   14.356(2)
_cell_measurement_temperature    193(2)
_cell_volume                     1809.6(4)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.291
_cod_database_code               4062238
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 1.313040(17) 0.377337(17) 0.734441(17) 0.05087(10) Uani 1 1 d . . .
N1 N 1.3053(2) 0.5648(2) 0.6752(2) 0.0553(6) Uani 1 1 d . . .
H1 H 1.356(4) 0.613(3) 0.655(3) 0.056(10) Uiso 1 1 d . . .
N2 N 0.9273(3) 0.8487(3) 0.6398(3) 0.0580(7) Uani 1 1 d . . .
H2 H 0.968(4) 0.901(4) 0.608(4) 0.078(14) Uiso 1 1 d . . .
H3 H 0.850(4) 0.862(4) 0.643(3) 0.065(11) Uiso 1 1 d . . .
N3 N 1.1178(2) 0.5114(2) 0.7208(2) 0.0485(5) Uani 1 1 d . . .
C1 C 1.1828(3) 0.6022(3) 0.6815(2) 0.0491(6) Uani 1 1 d . . .
C2 C 1.1211(3) 0.7181(3) 0.6525(2) 0.0477(6) Uani 1 1 d . . .
C21 C 1.1941(3) 0.8150(3) 0.6113(2) 0.0485(6) Uani 1 1 d . . .
C22 C 1.2015(3) 0.8781(3) 0.6686(3) 0.0570(7) Uani 1 1 d . . .
H221 H 1.1582 0.8602 0.7341 0.094(2) Uiso 1 1 calc R . .
C23 C 1.2717(3) 0.9676(3) 0.6313(3) 0.0653(9) Uani 1 1 d . . .
H231 H 1.2759 1.0104 0.6711 0.094(2) Uiso 1 1 calc R . .
C24 C 1.3346(3) 0.9935(3) 0.5364(3) 0.0653(9) Uani 1 1 d . . .
H241 H 1.3832 1.0538 0.5113 0.094(2) Uiso 1 1 calc R . .
C25 C 1.3279(3) 0.9325(3) 0.4775(3) 0.0647(9) Uani 1 1 d . . .
H251 H 1.3711 0.9512 0.4119 0.094(2) Uiso 1 1 calc R . .
C26 C 1.2577(3) 0.8436(3) 0.5146(3) 0.0574(7) Uani 1 1 d . . .
H261 H 1.2529 0.8019 0.4740 0.094(2) Uiso 1 1 calc R . .
C3 C 0.9915(3) 0.7375(3) 0.6661(2) 0.0483(6) Uani 1 1 d . . .
C4 C 0.9255(3) 0.6419(3) 0.7098(2) 0.0486(6) Uani 1 1 d . . .
C41 C 0.7868(3) 0.6626(3) 0.7271(3) 0.0513(7) Uani 1 1 d . . .
C42 C 0.7128(3) 0.7081(3) 0.6448(3) 0.0607(8) Uani 1 1 d . . .
H421 H 0.7500 0.7276 0.5771 0.094(2) Uiso 1 1 calc R . .
C43 C 0.5827(3) 0.7252(3) 0.6616(3) 0.0670(9) Uani 1 1 d . . .
H431 H 0.5325 0.7580 0.6051 0.094(2) Uiso 1 1 calc R . .
C44 C 0.5282(3) 0.6946(3) 0.7597(4) 0.0677(10) Uani 1 1 d . . .
H441 H 0.4405 0.7054 0.7709 0.094(2) Uiso 1 1 calc R . .
C45 C 0.6012(3) 0.6481(3) 0.8415(3) 0.0659(9) Uani 1 1 d . . .
H451 H 0.5637 0.6259 0.9092 0.094(2) Uiso 1 1 calc R . .
C46 C 0.7295(3) 0.6336(3) 0.8253(3) 0.0604(8) Uani 1 1 d . . .
H461 H 0.7788 0.6034 0.8823 0.094(2) Uiso 1 1 calc R . .
C5 C 0.9934(3) 0.5318(3) 0.7364(2) 0.0475(6) Uani 1 1 d . . .
C6 C 0.9354(3) 0.4225(3) 0.7860(3) 0.0516(7) Uani 1 1 d . . .
H61 H 0.9680 0.3761 0.8540 0.094(2) Uiso 1 1 calc R . .
H62 H 0.8448 0.4447 0.7966 0.094(2) Uiso 1 1 calc R . .
C61 C 0.9595(2) 0.3478(3) 0.7244(2) 0.0491(6) Uani 1 1 d . . .
C62 C 0.9381(3) 0.3953(3) 0.6215(3) 0.0564(7) Uani 1 1 d . . .
H621 H 0.9110 0.4764 0.5889 0.094(2) Uiso 1 1 calc R . .
C63 C 0.9553(3) 0.3264(4) 0.5654(3) 0.0649(9) Uani 1 1 d . . .
H631 H 0.9406 0.3604 0.4949 0.094(2) Uiso 1 1 calc R . .
C64 C 0.9943(4) 0.2071(4) 0.6129(3) 0.0703(10) Uani 1 1 d . . .
H641 H 1.0061 0.1594 0.5750 0.094(2) Uiso 1 1 calc R . .
C65 C 1.0155(4) 0.1594(3) 0.7141(3) 0.0683(9) Uani 1 1 d . . .
H651 H 1.0417 0.0780 0.7467 0.094(2) Uiso 1 1 calc R . .
C66 C 0.9988(3) 0.2289(3) 0.7705(3) 0.0591(8) Uani 1 1 d . . .
H661 H 1.0146 0.1947 0.8408 0.094(2) Uiso 1 1 calc R . .
C7 C 1.3068(3) 0.3159(4) 0.6159(3) 0.0679(9) Uani 1 1 d . . .
H71 H 1.2203 0.3218 0.6038 0.094(2) Uiso 1 1 calc R . .
H72 H 1.3475 0.2347 0.6373 0.094(2) Uiso 1 1 calc R . .
H73 H 1.3499 0.3633 0.5528 0.094(2) Uiso 1 1 calc R . .
C8 C 1.2868(4) 0.2958(4) 0.8980(3) 0.0746(10) Uani 1 1 d . . .
H81 H 1.1996 0.2872 0.9177 0.094(2) Uiso 1 1 calc R . .
H82 H 1.3098 0.3439 0.9288 0.094(2) Uiso 1 1 calc R . .
H83 H 1.3389 0.2191 0.9220 0.094(2) Uiso 1 1 calc R . .
C9 C 1.5878(4) 0.4409(4) 0.6288(4) 0.0825(13) Uani 1 1 d . . .
H91 H 1.6785 0.4311 0.6227 0.094(2) Uiso 1 1 calc R . .
H92 H 1.5534 0.5172 0.6306 0.094(2) Uiso 1 1 calc R . .
H93 H 1.5589 0.4353 0.5700 0.094(2) Uiso 1 1 calc R . .
C10 C 1.5867(4) 0.3601(4) 0.8117(4) 0.0786(11) Uani 1 1 d . . .
H101 H 1.6773 0.3496 0.8075 0.094(2) Uiso 1 1 calc R . .
H102 H 1.5575 0.3006 0.8750 0.094(2) Uiso 1 1 calc R . .
H103 H 1.5520 0.4372 0.8116 0.094(2) Uiso 1 1 calc R . .
N4 N 1.5465(2) 0.3493(2) 0.7239(3) 0.0597(7) Uani 1 1 d . . .
C11 C 1.6031(3) 0.2371(3) 0.7184(3) 0.0624(8) Uani 1 1 d . . .
H111 H 1.6939 0.2269 0.7213 0.094(2) Uiso 1 1 calc R . .
H112 H 1.5878 0.2387 0.6516 0.094(2) Uiso 1 1 calc R . .
C12 C 1.5551(3) 0.1331(3) 0.8031(3) 0.0639(8) Uani 1 1 d . . .
H121 H 1.5814 0.1237 0.8694 0.094(2) Uiso 1 1 calc R . .
H122 H 1.4634 0.1473 0.8069 0.094(2) Uiso 1 1 calc R . .
N5 N 1.6004(4) 0.0284(3) 0.7858(3) 0.0752(9) Uani 1 1 d . . .
C13 C 1.7270(5) -0.0182(4) 0.8132(5) 0.0960(16) Uani 1 1 d . . .
H131 H 1.7800 0.0401 0.7739 0.094(2) Uiso 1 1 calc R . .
H132 H 1.7558 -0.0877 0.7978 0.094(2) Uiso 1 1 calc R . .
H133 H 1.7309 -0.0387 0.8864 0.094(2) Uiso 1 1 calc R . .
C14 C 1.5210(6) -0.0586(4) 0.8433(5) 0.1073(19) Uani 1 1 d . . .
H141 H 1.4355 -0.0267 0.8244 0.094(2) Uiso 1 1 calc R . .
H142 H 1.5243 -0.0796 0.9167 0.094(2) Uiso 1 1 calc R . .
H143 H 1.5499 -0.1277 0.8275 0.094(2) Uiso 1 1 calc R . .
C15 C 0.8431(4) 0.1837(4) 0.0473(3) 0.0679(9) Uani 1 1 d . . .
C16 C 0.7502(4) 0.2744(4) 0.0491(3) 0.0731(10) Uani 1 1 d . . .
H161 H 0.6682 0.2739 0.0372 0.094(2) Uiso 1 1 calc R . .
C17 C 0.7746(4) 0.3653(4) 0.0677(4) 0.0824(12) Uani 1 1 d . . .
H171 H 0.7095 0.4260 0.0700 0.094(2) Uiso 1 1 calc R . .
C18 C 0.8944(5) 0.3678(4) 0.0829(3) 0.0824(12) Uani 1 1 d . . .
H181 H 0.9123 0.4309 0.0943 0.094(2) Uiso 1 1 calc R . .
C19 C 0.9877(4) 0.2781(4) 0.0814(3) 0.0762(11) Uani 1 1 d . . .
H191 H 1.0698 0.2790 0.0927 0.094(2) Uiso 1 1 calc R . .
C20 C 0.9626(4) 0.1878(4) 0.0637(3) 0.0714(10) Uani 1 1 d . . .
H201 H 1.0278 0.1267 0.0625 0.094(2) Uiso 1 1 calc R . .
C201 C 0.8165(5) 0.0851(5) 0.0278(4) 0.0900(13) Uani 1 1 d . . .
H202 H 0.7279 0.0964 0.0189 0.094(2) Uiso 1 1 calc R . .
H203 H 0.8394 0.0122 0.0860 0.094(2) Uiso 1 1 calc R . .
H204 H 0.8647 0.0818 -0.0343 0.094(2) Uiso 1 1 calc R . .
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 C8 2.148(4) . ?
In1 C7 2.159(4) . ?
In1 N1 2.180(3) . ?
In1 N3 2.439(2) . ?
In1 N4 2.523(3) . ?
N1 C1 1.342(4) . ?
N2 C3 1.374(4) . ?
N3 C5 1.348(4) . ?
N3 C1 1.371(4) . ?
C1 C2 1.413(4) . ?
C2 C3 1.401(4) . ?
C2 C21 1.489(4) . ?
C21 C22 1.386(5) . ?
C21 C26 1.400(5) . ?
C22 C23 1.396(5) . ?
C23 C24 1.377(6) . ?
C24 C25 1.381(6) . ?
C25 C26 1.389(5) . ?
C3 C4 1.426(4) . ?
C4 C5 1.378(4) . ?
C4 C41 1.502(4) . ?
C41 C42 1.391(5) . ?
C41 C46 1.392(5) . ?
C42 C43 1.409(5) . ?
C43 C44 1.377(6) . ?
C44 C45 1.378(6) . ?
C45 C46 1.389(5) . ?
C5 C6 1.517(4) . ?
C6 C61 1.508(4) . ?
C61 C62 1.385(5) . ?
C61 C66 1.389(5) . ?
C62 C63 1.386(5) . ?
C63 C64 1.394(6) . ?
C64 C65 1.363(6) . ?
C65 C66 1.397(5) . ?
C9 N4 1.477(5) . ?
C10 N4 1.463(6) . ?
N4 C11 1.469(5) . ?
C11 C12 1.521(5) . ?
C12 N5 1.434(5) . ?
N5 C13 1.448(6) . ?
N5 C14 1.462(6) . ?
C15 C16 1.385(6) . ?
C15 C20 1.392(6) . ?
C15 C201 1.491(6) . ?
C16 C17 1.379(7) . ?
C17 C18 1.384(7) . ?
C18 C19 1.378(7) . ?
C19 C20 1.367(7) . ?
