#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:03:17 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179823 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/19/7011922.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_7011922
loop_
_publ_author_name
'Jenkins, Hilary A.'
'Abeysekera, Deepa'
'Dickie, Diane A.'
'Clyburne, Jason A. C.'
_publ_section_title
;
 Double lithiation of 2,4,6-triphenylbromobenzene: synthesis of
 bis-amidines and an aluminium bis-amidinate complex
;
_journal_issue                   20
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3919
_journal_paper_doi               10.1039/b205875h
_journal_year                    2002
_chemical_formula_sum            'C38 H46 N4'
_chemical_formula_weight         558.79
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.273(3)
_cell_angle_beta                 90.256(4)
_cell_angle_gamma                99.322(4)
_cell_formula_units_Z            2
_cell_length_a                   9.0339(16)
_cell_length_b                   10.1074(18)
_cell_length_c                   18.511(3)
_cell_measurement_temperature    223(2)
_cell_volume                     1649.9(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0631
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9644
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             604
_exptl_crystal_size_max          .3
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .3
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0043(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         6389
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0529
_refine_ls_shift/su_max          0.237
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0492P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1016
_refine_ls_wR_factor_ref         0.1160
_reflns_number_gt                3847
_reflns_number_total             6389
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b205875h.txt
_cod_data_source_block           jcc20m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1649.8(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7011922
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
N1 N 0.29433(18) 0.19066(16) 0.17385(9) 0.0407(4) Uani 1 1 d . A .
N2 N 0.4576(2) 0.28009(18) 0.27519(9) 0.0455(5) Uani 1 1 d . . .
H2A H 0.527(3) 0.324(2) 0.2457(13) 0.075(8) Uiso 1 1 d . . .
N3 N -0.11290(19) -0.22923(16) 0.14165(9) 0.0467(5) Uani 1 1 d . . .
N4 N 0.0022(2) -0.01187(17) 0.12978(9) 0.0394(4) Uani 1 1 d . . .
H4A H 0.084(2) 0.045(2) 0.1382(11) 0.049(7) Uiso 1 1 d . . .
C1 C 0.3287(2) 0.20941(18) 0.24295(10) 0.0328(4) Uani 1 1 d . . .
C2 C 0.4036(3) 0.2414(2) 0.12192(12) 0.0497(6) Uani 1 1 d . . .
H2B H 0.508(2) 0.251(2) 0.1436(11) 0.055(6) Uiso 1 1 d . . .
C3 C 0.418(2) 0.128(3) 0.0609(12) 0.085(5) Uani 0.50 1 d P A 1
H3C H 0.283(7) 0.139(7) 0.038(4) 0.102 Uiso 0.50 1 d P B 1
H3A H 0.502(6) 0.166(5) 0.027(3) 0.085(16) Uiso 0.50 1 d P C 1
H3B H 0.444(7) 0.054(6) 0.080(3) 0.09(2) Uiso 0.50 1 d P D 1
C3A C 0.3681(19) 0.149(2) 0.0491(10) 0.070(4) Uani 0.50 1 d P A 2
H3AA H 0.2765 0.1674 0.0277 0.104 Uiso 0.50 1 calc PR A 2
H3AB H 0.3550 0.0554 0.0570 0.104 Uiso 0.50 1 calc PR A 2
H3AC H 0.4502 0.1669 0.0164 0.104 Uiso 0.50 1 calc PR A 2
C4 C 0.3797(4) 0.3779(3) 0.10716(18) 0.1009(11) Uani 1 1 d . A .
H4B H 0.4034 0.4432 0.1511 0.151 Uiso 1 1 calc R . .
H4C H 0.2757 0.3739 0.0924 0.151 Uiso 1 1 calc R . .
H4D H 0.4443 0.4052 0.0684 0.151 Uiso 1 1 calc R . .
C5 C 0.5068(2) 0.2938(2) 0.35142(11) 0.0391(5) Uani 1 1 d . . .
H5A H 0.416(2) 0.2555(18) 0.3790(10) 0.039(5) Uiso 1 1 d . . .
C6 C 0.5536(3) 0.4435(3) 0.38195(17) 0.0627(7) Uani 1 1 d . . .
H6A H 0.585(3) 0.456(3) 0.4359(16) 0.091(9) Uiso 1 1 d . . .
H6B H 0.657(3) 0.473(2) 0.3539(13) 0.085(8) Uiso 1 1 d . . .
H6C H 0.471(3) 0.496(3) 0.3717(13) 0.089(9) Uiso 1 1 d . . .
C7 C 0.6355(3) 0.2174(3) 0.35908(15) 0.0578(7) Uani 1 1 d . . .
H7B H 0.605(3) 0.116(3) 0.3425(13) 0.082(8) Uiso 1 1 d . . .
H7A H 0.733(3) 0.259(3) 0.3281(15) 0.103(9) Uiso 1 1 d . . .
H7C H 0.670(2) 0.230(2) 0.4133(14) 0.070(7) Uiso 1 1 d . . .
C8 C 0.0072(2) -0.14026(19) 0.14343(10) 0.0373(5) Uani 1 1 d . . .
C9 C -0.1043(3) -0.3709(2) 0.14632(13) 0.0505(6) Uani 1 1 d . . .
H9A H 0.000(2) -0.382(2) 0.1563(11) 0.059(7) Uiso 1 1 d . . .
C10 C -0.1562(5) -0.4534(3) 0.07234(18) 0.0789(9) Uani 1 1 d . . .
H10B H -0.087(3) -0.423(3) 0.0319(16) 0.100(10) Uiso 1 1 d . . .
H10A H -0.265(4) -0.444(3) 0.0607(17) 0.127(13) Uiso 1 1 d . . .
H10C H -0.148(3) -0.548(3) 0.0723(13) 0.082(8) Uiso 1 1 d . . .
C11 C -0.2032(4) -0.4204(3) 0.20596(18) 0.0674(8) Uani 1 1 d . . .
H11B H -0.157(3) -0.372(3) 0.2569(15) 0.084(9) Uiso 1 1 d . . .
H11A H -0.312(3) -0.407(3) 0.2011(13) 0.087(9) Uiso 1 1 d . . .
H11C H -0.206(3) -0.515(3) 0.2057(12) 0.074(8) Uiso 1 1 d . . .
C12 C -0.1377(3) 0.0382(2) 0.11951(12) 0.0446(5) Uani 1 1 d . . .
H12A H -0.215(2) -0.039(2) 0.0940(10) 0.046(6) Uiso 1 1 d . . .
C13 C -0.1108(4) 0.1455(3) 0.06932(17) 0.0664(8) Uani 1 1 d . . .
H13A H -0.033(3) 0.221(3) 0.0936(14) 0.087(10) Uiso 1 1 d . . .
H13B H -0.070(3) 0.110(3) 0.0213(15) 0.086(9) Uiso 1 1 d . . .
H13C H -0.214(3) 0.180(3) 0.0599(14) 0.094(9) Uiso 1 1 d . . .
C14 C -0.1973(3) 0.0927(3) 0.19181(14) 0.0594(7) Uani 1 1 d . . .
H14B H -0.124(3) 0.179(3) 0.2134(14) 0.086(9) Uiso 1 1 d . . .
H14A H -0.211(3) 0.031(3) 0.2285(14) 0.081(8) Uiso 1 1 d . . .
H14C H -0.299(3) 0.117(2) 0.1851(13) 0.082(8) Uiso 1 1 d . . .
C21 C 0.2097(2) 0.14463(18) 0.28955(9) 0.0295(4) Uani 1 1 d . . .
C22 C 0.1671(2) 0.00346(18) 0.27673(9) 0.0302(4) Uani 1 1 d . . .
C23 C 0.0485(2) -0.0579(2) 0.31418(10) 0.0315(4) Uani 1 1 d . . .
H23A H 0.0190(17) -0.1502(17) 0.3039(8) 0.022(4) Uiso 1 1 d . . .
C24 C -0.0298(2) 0.01744(18) 0.36502(9) 0.0315(4) Uani 1 1 d . . .
C25 C 0.0151(2) 0.15663(19) 0.37788(10) 0.0321(4) Uani 1 1 d . . .
H25A H -0.0413(18) 0.2103(16) 0.4097(9) 0.024(5) Uiso 1 1 d . . .
C26 C 0.1310(2) 0.22280(18) 0.34038(9) 0.0294(4) Uani 1 1 d . . .
C31 C 0.2443(2) -0.08539(17) 0.22206(10) 0.0320(4) Uani 1 1 d . . .
C32 C 0.3924(2) -0.0990(2) 0.23351(12) 0.0409(5) Uani 1 1 d . . .
H32A H 0.446(2) -0.0522(18) 0.2768(10) 0.036(5) Uiso 1 1 d . . .
C33 C 0.4643(3) -0.1816(2) 0.18397(13) 0.0486(6) Uani 1 1 d . . .
H33A H 0.569(2) -0.1908(18) 0.1947(10) 0.042(6) Uiso 1 1 d . . .
C34 C 0.3871(3) -0.2526(2) 0.12262(13) 0.0496(6) Uani 1 1 d . . .
H34A H 0.435(2) -0.3059(19) 0.0891(10) 0.039(5) Uiso 1 1 d . . .
C35 C 0.2394(3) -0.2420(2) 0.11057(12) 0.0430(5) Uani 1 1 d . . .
H35A H 0.188(2) -0.2860(19) 0.0695(11) 0.040(6) Uiso 1 1 d . . .
C36 C 0.1658(2) -0.15835(18) 0.15953(10) 0.0339(5) Uani 1 1 d . . .
C41 C -0.1641(2) -0.04701(18) 0.40082(10) 0.0334(5) Uani 1 1 d . . .
C42 C -0.2697(2) -0.1450(2) 0.36006(13) 0.0424(5) Uani 1 1 d . . .
H42A H -0.2517(19) -0.1713(18) 0.3067(10) 0.038(5) Uiso 1 1 d . . .
C43 C -0.3978(3) -0.2026(2) 0.39140(14) 0.0521(6) Uani 1 1 d . . .
H43A H -0.471(2) -0.270(2) 0.3615(12) 0.060(7) Uiso 1 1 d . . .
C44 C -0.4205(3) -0.1647(3) 0.46428(15) 0.0579(7) Uani 1 1 d . . .
H44A H -0.508(3) -0.205(2) 0.4851(12) 0.072(8) Uiso 1 1 d . . .
C45 C -0.3175(3) -0.0683(2) 0.50602(14) 0.0514(6) Uani 1 1 d . . .
H45A H -0.331(2) -0.041(2) 0.5595(13) 0.066(7) Uiso 1 1 d . . .
C46 C -0.1899(2) -0.0087(2) 0.47429(11) 0.0397(5) Uani 1 1 d . . .
H46A H -0.116(2) 0.060(2) 0.5065(11) 0.047(6) Uiso 1 1 d . . .
C51 C 0.1576(2) 0.37397(18) 0.35309(10) 0.0324(4) Uani 1 1 d . . .
C52 C 0.1631(2) 0.4432(2) 0.42434(12) 0.0437(5) Uani 1 1 d . . .
H52A H 0.160(2) 0.393(2) 0.4649(11) 0.049(6) Uiso 1 1 d . . .
C53 C 0.1807(3) 0.5832(2) 0.43686(14) 0.0536(6) Uani 1 1 d . . .
H53A H 0.185(2) 0.629(2) 0.4883(12) 0.057(6) Uiso 1 1 d . . .
C54 C 0.1948(3) 0.6556(2) 0.37898(15) 0.0558(7) Uani 1 1 d . . .
H54A H 0.209(2) 0.749(2) 0.3859(11) 0.063(7) Uiso 1 1 d . . .
C55 C 0.1891(2) 0.5894(2) 0.30880(14) 0.0506(6) Uani 1 1 d . . .
H55A H 0.198(2) 0.638(2) 0.2667(11) 0.045(6) Uiso 1 1 d . . .
C56 C 0.1700(2) 0.4492(2) 0.29585(12) 0.0404(5) Uani 1 1 d . . .
H56A H 0.161(2) 0.4054(18) 0.2481(10) 0.038(5) Uiso 1 1 d . . .
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'
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
C1 N1 C2 120.18(17) . . ?
C1 N2 C5 128.12(18) . . ?
C8 N3 C9 120.83(18) . . ?
C8 N4 C12 123.01(19) . . ?
N1 C1 N2 126.25(17) . . ?
N1 C1 C21 114.62(16) . . ?
N2 C1 C21 119.13(17) . . ?
N1 C2 C4 110.4(2) . . ?
N1 C2 C3 109.2(9) . . ?
C4 C2 C3 121.9(8) . . ?
N1 C2 C3A 107.0(8) . . ?
C4 C2 C3A 104.7(7) . . ?
C3 C2 C3A 22.3(9) . . ?
N2 C5 C7 110.89(18) . . ?
N2 C5 C6 109.79(19) . . ?
C7 C5 C6 110.2(2) . . ?
N3 C8 N4 121.37(19) . . ?
N3 C8 C36 127.54(17) . . ?
N4 C8 C36 111.09(17) . . ?
N3 C9 C11 110.5(2) . . ?
N3 C9 C10 107.5(2) . . ?
C11 C9 C10 110.4(2) . . ?
N4 C12 C14 110.99(18) . . ?
N4 C12 C13 108.8(2) . . ?
C14 C12 C13 111.6(2) . . ?
C22 C21 C26 119.40(16) . . ?
C22 C21 C1 118.55(16) . . ?
C26 C21 C1 121.76(16) . . ?
C23 C22 C21 119.84(17) . . ?
C23 C22 C31 118.13(16) . . ?
C21 C22 C31 122.02(15) . . ?
C22 C23 C24 121.59(18) . . ?
C25 C24 C23 117.90(17) . . ?
C25 C24 C41 120.42(17) . . ?
C23 C24 C41 121.54(17) . . ?
C24 C25 C26 122.48(19) . . ?
C25 C26 C21 118.75(17) . . ?
C25 C26 C51 117.38(17) . . ?
C21 C26 C51 123.75(16) . . ?
C32 C31 C36 119.01(18) . . ?
C32 C31 C22 120.72(17) . . ?
C36 C31 C22 120.25(17) . . ?
C31 C32 C33 121.3(2) . . ?
C34 C33 C32 119.5(2) . . ?
C33 C34 C35 120.2(2) . . ?
C34 C35 C36 121.0(2) . . ?
C35 C36 C31 118.98(19) . . ?
C35 C36 C8 120.60(18) . . ?
C31 C36 C8 120.32(16) . . ?
C42 C41 C46 118.56(18) . . ?
C42 C41 C24 119.87(18) . . ?
C46 C41 C24 121.54(17) . . ?
C43 C42 C41 120.9(2) . . ?
C44 C43 C42 119.7(2) . . ?
C43 C44 C45 120.6(2) . . ?
C44 C45 C46 119.8(2) . . ?
C45 C46 C41 120.5(2) . . ?
C56 C51 C52 118.27(18) . . ?
C56 C51 C26 121.85(18) . . ?
C52 C51 C26 119.80(17) . . ?
C53 C52 C51 120.5(2) . . ?
C54 C53 C52 120.0(2) . . ?
C55 C54 C53 120.2(2) . . ?
C54 C55 C56 120.0(2) . . ?
C51 C56 C55 120.9(2) . . ?
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
N1 C1 1.295(2) . ?
N1 C2 1.466(3) . ?
N2 C1 1.350(2) . ?
N2 C5 1.458(3) . ?
N3 C8 1.289(2) . ?
N3 C9 1.461(3) . ?
N4 C8 1.365(2) . ?
N4 C12 1.457(3) . ?
C1 C21 1.507(2) . ?
C2 C4 1.493(3) . ?
C2 C3 1.51(2) . ?
C2 C3A 1.523(19) . ?
C5 C7 1.512(3) . ?
C5 C6 1.527(3) . ?
C8 C36 1.507(3) . ?
C9 C11 1.513(3) . ?
C9 C10 1.526(4) . ?
C12 C14 1.508(3) . ?
C12 C13 1.518(3) . ?
C21 C22 1.402(2) . ?
C21 C26 1.411(2) . ?
C22 C23 1.389(2) . ?
C22 C31 1.505(2) . ?
C23 C24 1.393(3) . ?
C24 C25 1.385(3) . ?
C24 C41 1.487(2) . ?
C25 C26 1.392(2) . ?
C26 C51 1.492(2) . ?
C31 C32 1.385(3) . ?
C31 C36 1.401(2) . ?
C32 C33 1.386(3) . ?
C33 C34 1.374(3) . ?
C34 C35 1.375(3) . ?
C35 C36 1.395(3) . ?
C41 C42 1.390(3) . ?
C41 C46 1.391(3) . ?
C42 C43 1.378(3) . ?
C43 C44 1.374(3) . ?
C44 C45 1.377(3) . ?
C45 C46 1.385(3) . ?
C51 C56 1.385(3) . ?
C51 C52 1.398(3) . ?
C52 C53 1.384(3) . ?
C53 C54 1.377(3) . ?
C54 C55 1.370(3) . ?
C55 C56 1.385(3) . ?
