#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/05/4310553.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_4310553
loop_
_publ_author_name
'Bronya Clare'
'Niladri Sarker'
'Richard Shoemaker'
'John R. Hagadorn'
_publ_contact_author_address     '215 UCB, Boulder, CO, 80309-0215, USA'
_publ_contact_author_name        'John R. Hagadorn'
_publ_section_title
;
 Synthesis and Characterization of Binucleating Bis(amidinate) Ligands and
 Their Dialuminum Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1159
_journal_page_last               1166
_journal_paper_doi               10.1021/ic035035p
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C29 H42 N4 O'
_chemical_formula_weight         462.67
_chemical_name_common            iPr-L-Xan-H2
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.24(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.272(2)
_cell_length_b                   19.329(4)
_cell_length_c                   13.991(3)
_cell_measurement_reflns_used    4617
_cell_measurement_temperature    134(2)
_cell_measurement_theta_max      31.34
_cell_measurement_theta_min      2.257
_cell_volume                     2761.4(10)
_computing_cell_refinement       'SAINT, Bruker'
_computing_data_collection       'SMART, Bruker'
_computing_data_reduction        'SAINT, Bruker'
_computing_molecular_graphics    'SHELXTL, Bruker'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      134(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       'ω 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  0.0478
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15313
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'none applied'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.113
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4875
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0832
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0747P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1325
_reflns_number_gt                3223
_reflns_number_total             4875
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035035psi20031120_045438_2.cif
_cod_data_source_block           jrh009
_cod_original_cell_volume        2761.5(10)
_cod_database_code               4310553
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'
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
O1 O 0.18198(11) 0.21723(6) 0.88203(8) 0.0281(3) Uani 1 1 d . . .
N1 N 0.40112(15) 0.34211(8) 1.00111(10) 0.0338(4) Uani 1 1 d . . .
N2 N 0.38707(16) 0.33730(8) 0.83651(11) 0.0322(4) Uani 1 1 d . . .
H2 H 0.3910(19) 0.3120(11) 0.7878(14) 0.043(6) Uiso 1 1 d . . .
N3 N -0.05714(14) 0.33292(8) 0.77067(10) 0.0292(4) Uani 1 1 d . . .
N4 N -0.05840(16) 0.31994(9) 0.93376(11) 0.0344(4) Uani 1 1 d . . .
H4 H -0.0634(19) 0.2916(11) 0.9798(14) 0.044(6) Uiso 1 1 d . . .
C1 C 0.5064(2) 0.34819(13) 1.16372(15) 0.0597(7) Uani 1 1 d . . .
H1A H 0.5934 0.3455 1.1413 0.090 Uiso 1 1 calc R . .
H1B H 0.5095 0.3280 1.2282 0.090 Uiso 1 1 calc R . .
H1C H 0.4794 0.3967 1.1659 0.090 Uiso 1 1 calc R . .
C2 C 0.4092(2) 0.30864(10) 1.09532(13) 0.0388(5) Uani 1 1 d . . .
H2A H 0.4396 0.2598 1.0898 0.047 Uiso 1 1 calc R . .
C3 C 0.2748(2) 0.30920(13) 1.13011(14) 0.0533(6) Uani 1 1 d . . .
H3A H 0.2450 0.3571 1.1353 0.080 Uiso 1 1 calc R . .
H3B H 0.2792 0.2869 1.1933 0.080 Uiso 1 1 calc R . .
H3C H 0.2132 0.2840 1.0843 0.080 Uiso 1 1 calc R . .
C4 C 0.2577(2) 0.44390(11) 0.84637(15) 0.0471(6) Uani 1 1 d . . .
H4A H 0.1873 0.4272 0.7991 0.071 Uiso 1 1 calc R . .
H4B H 0.2631 0.4944 0.8425 0.071 Uiso 1 1 calc R . .
H4C H 0.2392 0.4304 0.9111 0.071 Uiso 1 1 calc R . .
C5 C 0.38701(19) 0.41239(10) 0.82535(14) 0.0370(5) Uani 1 1 d . . .
H5 H 0.4578 0.4318 0.8724 0.044 Uiso 1 1 calc R . .
C6 C 0.4197(2) 0.42948(12) 0.72457(15) 0.0530(6) Uani 1 1 d . . .
H6A H 0.5037 0.4083 0.7142 0.080 Uiso 1 1 calc R . .
H6B H 0.4257 0.4798 0.7174 0.080 Uiso 1 1 calc R . .
H6C H 0.3508 0.4114 0.6772 0.080 Uiso 1 1 calc R . .
C7 C 0.39646(16) 0.30572(9) 0.92459(12) 0.0270(4) Uani 1 1 d . . .
C8 C 0.40887(17) 0.22863(9) 0.92063(12) 0.0269(4) Uani 1 1 d . . .
C9 C 0.53293(17) 0.19960(10) 0.93978(12) 0.0316(4) Uani 1 1 d . . .
H9 H 0.6070 0.2288 0.9532 0.038 Uiso 1 1 calc R . .
C10 C 0.54938(18) 0.12848(10) 0.93949(12) 0.0334(5) Uani 1 1 d . . .
H10 H 0.6342 0.1090 0.9533 0.040 Uiso 1 1 calc R . .
C11 C 0.44208(18) 0.08619(10) 0.91902(12) 0.0320(4) Uani 1 1 d . . .
H11 H 0.4545 0.0375 0.9188 0.038 Uiso 1 1 calc R . .
C12 C 0.31536(17) 0.11275(9) 0.89857(11) 0.0270(4) Uani 1 1 d . . .
C13 C 0.30181(17) 0.18424(9) 0.90024(11) 0.0250(4) Uani 1 1 d . . .
C14 C 0.18715(19) 0.01903(10) 0.96742(13) 0.0365(5) Uani 1 1 d . . .
H14A H 0.2671 -0.0084 0.9818 0.055 Uiso 1 1 calc R . .
H14B H 0.1118 -0.0120 0.9551 0.055 Uiso 1 1 calc R . .
H14C H 0.1750 0.0489 1.0224 0.055 Uiso 1 1 calc R . .
C15 C 0.19900(17) 0.06418(9) 0.87756(12) 0.0288(4) Uani 1 1 d . . .
C16 C 0.21945(19) 0.01677(10) 0.79166(13) 0.0386(5) Uani 1 1 d . . .
H16A H 0.2266 0.0451 0.7344 0.058 Uiso 1 1 calc R . .
H16B H 0.1447 -0.0147 0.7796 0.058 Uiso 1 1 calc R . .
H16C H 0.2999 -0.0102 0.8065 0.058 Uiso 1 1 calc R . .
C17 C 0.07063(17) 0.17762(9) 0.85929(11) 0.0256(4) Uani 1 1 d . . .
C18 C 0.07300(17) 0.10559(9) 0.85495(11) 0.0264(4) Uani 1 1 d . . .
C19 C -0.04630(18) 0.07207(10) 0.83104(12) 0.0319(4) Uani 1 1 d . . .
H19 H -0.0475 0.0230 0.8268 0.038 Uiso 1 1 calc R . .
C20 C -0.16268(18) 0.10781(10) 0.81331(13) 0.0333(5) Uani 1 1 d . . .
H20 H -0.2426 0.0836 0.7975 0.040 Uiso 1 1 calc R . .
C21 C -0.16204(18) 0.17923(10) 0.81871(12) 0.0312(4) Uani 1 1 d . . .
H21 H -0.2420 0.2040 0.8068 0.037 Uiso 1 1 calc R . .
C22 C -0.04548(17) 0.21520(9) 0.84136(11) 0.0262(4) Uani 1 1 d . . .
C23 C -0.05131(16) 0.29297(9) 0.84382(12) 0.0267(4) Uani 1 1 d . . .
C24 C -0.1851(2) 0.31038(12) 0.61788(13) 0.0459(6) Uani 1 1 d . . .
H24A H -0.2473 0.2799 0.6457 0.069 Uiso 1 1 calc R . .
H24B H -0.1794 0.2971 0.5508 0.069 Uiso 1 1 calc R . .
H24C H -0.2152 0.3584 0.6204 0.069 Uiso 1 1 calc R . .
C25 C -0.05068(18) 0.30363(10) 0.67489(12) 0.0310(4) Uani 1 1 d . . .
H25 H -0.0253 0.2537 0.6806 0.037 Uiso 1 1 calc R . .
C26 C 0.0512(2) 0.34337(11) 0.62686(13) 0.0426(5) Uani 1 1 d . . .
H26A H 0.0286 0.3926 0.6247 0.064 Uiso 1 1 calc R . .
H26B H 0.0538 0.3261 0.5612 0.064 Uiso 1 1 calc R . .
H26C H 0.1373 0.3371 0.6635 0.064 Uiso 1 1 calc R . .
C27 C -0.2373(2) 0.40492(12) 0.92542(15) 0.0499(6) Uani 1 1 d . . .
H27A H -0.2640 0.3903 0.8591 0.075 Uiso 1 1 calc R . .
H27B H -0.2555 0.4544 0.9320 0.075 Uiso 1 1 calc R . .
H27C H -0.2864 0.3785 0.9693 0.075 Uiso 1 1 calc R . .
C28 C -0.09200(18) 0.39198(10) 0.94991(13) 0.0336(5) Uani 1 1 d . . .
H28 H -0.0437 0.4215 0.9069 0.040 Uiso 1 1 calc R . .
C29 C -0.0459(2) 0.41105(12) 1.05333(14) 0.0561(6) Uani 1 1 d . . .
H29A H -0.0878 0.3806 1.0968 0.084 Uiso 1 1 calc R . .
H29B H -0.0694 0.4592 1.0651 0.084 Uiso 1 1 calc R . .
H29C H 0.0494 0.4057 1.0648 0.084 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C17 O1 C13 118.90(14) . . ?
C7 N1 C2 120.33(16) . . ?
C7 N2 C5 122.59(16) . . ?
C23 N3 C25 119.79(15) . . ?
C23 N4 C28 122.84(16) . . ?
N1 C2 C3 108.84(16) . . ?
N1 C2 C1 108.36(17) . . ?
C3 C2 C1 110.84(17) . . ?
N2 C5 C4 111.61(16) . . ?
N2 C5 C6 108.51(16) . . ?
C4 C5 C6 112.23(16) . . ?
N1 C7 N2 120.09(17) . . ?
N1 C7 C8 125.70(16) . . ?
N2 C7 C8 114.10(15) . . ?
C9 C8 C13 118.35(17) . . ?
C9 C8 C7 118.30(16) . . ?
C13 C8 C7 123.34(16) . . ?
C10 C9 C8 120.60(17) . . ?
C11 C10 C9 119.64(17) . . ?
C10 C11 C12 122.04(18) . . ?
C13 C12 C11 117.00(16) . . ?
C13 C12 C15 122.57(16) . . ?
C11 C12 C15 120.42(16) . . ?
O1 C13 C12 122.92(15) . . ?
O1 C13 C8 114.72(15) . . ?
C12 C13 C8 122.37(16) . . ?
C12 C15 C18 110.30(15) . . ?
C12 C15 C16 110.23(14) . . ?
C18 C15 C16 109.53(14) . . ?
C12 C15 C14 108.69(14) . . ?
C18 C15 C14 108.95(14) . . ?
C16 C15 C14 109.11(15) . . ?
O1 C17 C18 122.98(15) . . ?
O1 C17 C22 114.97(15) . . ?
C18 C17 C22 122.05(16) . . ?
C17 C18 C19 117.09(16) . . ?
C17 C18 C15 122.25(16) . . ?
C19 C18 C15 120.64(16) . . ?
C20 C19 C18 122.16(18) . . ?
C19 C20 C21 119.42(18) . . ?
C20 C21 C22 120.69(17) . . ?
C21 C22 C17 118.59(17) . . ?
C21 C22 C23 117.97(16) . . ?
C17 C22 C23 123.44(16) . . ?
N3 C23 N4 120.17(17) . . ?
N3 C23 C22 125.70(15) . . ?
N4 C23 C22 114.01(15) . . ?
N3 C25 C26 108.24(15) . . ?
N3 C25 C24 108.52(15) . . ?
C26 C25 C24 110.83(16) . . ?
N4 C28 C27 111.50(16) . . ?
N4 C28 C29 108.96(15) . . ?
C27 C28 C29 111.91(16) . . ?
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
O1 C17 1.384(2) . ?
O1 C13 1.385(2) . ?
N1 C7 1.277(2) . ?
N1 C2 1.462(2) . ?
N2 C7 1.369(2) . ?
N2 C5 1.460(2) . ?
N3 C23 1.278(2) . ?
N3 C25 1.463(2) . ?
N4 C23 1.371(2) . ?
N4 C28 1.458(2) . ?
C1 C2 1.514(3) . ?
C2 C3 1.512(3) . ?
C4 C5 1.519(3) . ?
C5 C6 1.521(3) . ?
C7 C8 1.497(2) . ?
C8 C9 1.392(2) . ?
C8 C13 1.400(2) . ?
C9 C10 1.385(2) . ?
C10 C11 1.377(3) . ?
C11 C12 1.400(2) . ?
C12 C13 1.389(2) . ?
C12 C15 1.523(2) . ?
C14 C15 1.546(2) . ?
C15 C18 1.525(2) . ?
C15 C16 1.544(2) . ?
C17 C18 1.394(2) . ?
C17 C22 1.396(2) . ?
C18 C19 1.394(2) . ?
C19 C20 1.380(3) . ?
C20 C21 1.383(3) . ?
C21 C22 1.391(2) . ?
C22 C23 1.505(2) . ?
C24 C25 1.524(3) . ?
C25 C26 1.513(3) . ?
C27 C28 1.516(3) . ?
C28 C29 1.518(3) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 C2 C3 -101.2(2) . . . . ?
C7 N1 C2 C1 138.22(19) . . . . ?
C7 N2 C5 C4 -74.0(2) . . . . ?
C7 N2 C5 C6 161.86(17) . . . . ?
C2 N1 C7 N2 179.07(16) . . . . ?
C2 N1 C7 C8 -5.1(3) . . . . ?
C5 N2 C7 N1 2.4(3) . . . . ?
C5 N2 C7 C8 -173.93(16) . . . . ?
N1 C7 C8 C9 -76.6(2) . . . . ?
N2 C7 C8 C9 99.51(19) . . . . ?
N1 C7 C8 C13 102.3(2) . . . . ?
N2 C7 C8 C13 -81.6(2) . . . . ?
C13 C8 C9 C10 -0.6(2) . . . . ?
C7 C8 C9 C10 178.33(15) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C10 C11 C12 C15 -179.20(15) . . . . ?
C17 O1 C13 C12 -1.3(2) . . . . ?
C17 O1 C13 C8 178.75(13) . . . . ?
C11 C12 C13 O1 -179.53(14) . . . . ?
C15 C12 C13 O1 -0.7(2) . . . . ?
C11 C12 C13 C8 0.4(2) . . . . ?
C15 C12 C13 C8 179.28(15) . . . . ?
C9 C8 C13 O1 179.99(14) . . . . ?
C7 C8 C13 O1 1.1(2) . . . . ?
C9 C8 C13 C12 0.0(2) . . . . ?
C7 C8 C13 C12 -178.86(15) . . . . ?
C13 C12 C15 C18 2.7(2) . . . . ?
C11 C12 C15 C18 -178.48(14) . . . . ?
C13 C12 C15 C16 123.79(17) . . . . ?
C11 C12 C15 C16 -57.4(2) . . . . ?
C13 C12 C15 C14 -116.68(18) . . . . ?
C11 C12 C15 C14 62.1(2) . . . . ?
C13 O1 C17 C18 0.8(2) . . . . ?
C13 O1 C17 C22 -179.53(13) . . . . ?
O1 C17 C18 C19 -179.91(14) . . . . ?
C22 C17 C18 C19 0.5(2) . . . . ?
O1 C17 C18 C15 1.6(2) . . . . ?
C22 C17 C18 C15 -178.04(15) . . . . ?
C12 C15 C18 C17 -3.1(2) . . . . ?
C16 C15 C18 C17 -124.63(17) . . . . ?
C14 C15 C18 C17 116.09(17) . . . . ?
C12 C15 C18 C19 178.42(14) . . . . ?
C16 C15 C18 C19 56.9(2) . . . . ?
C14 C15 C18 C19 -62.3(2) . . . . ?
C17 C18 C19 C20 -0.7(2) . . . . ?
C15 C18 C19 C20 177.80(15) . . . . ?
C18 C19 C20 C21 0.4(3) . . . . ?
C19 C20 C21 C22 0.3(3) . . . . ?
C20 C21 C22 C17 -0.5(2) . . . . ?
C20 C21 C22 C23 178.62(15) . . . . ?
O1 C17 C22 C21 -179.51(14) . . . . ?
C18 C17 C22 C21 0.1(2) . . . . ?
O1 C17 C22 C23 1.4(2) . . . . ?
C18 C17 C22 C23 -178.95(15) . . . . ?
C25 N3 C23 N4 -179.45(16) . . . . ?
C25 N3 C23 C22 -3.6(3) . . . . ?
C28 N4 C23 N3 9.4(3) . . . . ?
C28 N4 C23 C22 -166.87(16) . . . . ?
C21 C22 C23 N3 -80.5(2) . . . . ?
C17 C22 C23 N3 98.6(2) . . . . ?
C21 C22 C23 N4 95.54(19) . . . . ?
C17 C22 C23 N4 -85.4(2) . . . . ?
C23 N3 C25 C26 -130.22(18) . . . . ?
C23 N3 C25 C24 109.44(19) . . . . ?
C23 N4 C28 C27 75.6(2) . . . . ?
C23 N4 C28 C29 -160.37(18) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660877
