#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:56:59 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179944 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/39/7023972.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_7023972
loop_
_publ_author_name
'Xu, Ling'
'Wang, Yu-Chen'
'Zhang, Wen-Xiong'
'Xi, Zhenfeng'
_publ_section_title
;
 Half-sandwich bis(propiolamidinate) rare-earth metal complexes:
 synthesis, structure and dissociation of the cyclopentadienyl ligand via
 competition with an amidinate.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              16466
_journal_page_last               16469
_journal_paper_doi               10.1039/c3dt52179f
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C45 H57 N6 Y1'
_chemical_formula_sum            'C45 H57 N6 Y'
_chemical_formula_weight         770.87
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           173
_space_group_name_Hall           'P 6c'
_space_group_name_H-M_alt        'P 63'
_symmetry_space_group_name_Hall  'P 6c'
_symmetry_space_group_name_H-M   'P 63'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2013-09-14
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   16.124(2)
_cell_length_b                   16.124(2)
_cell_length_c                   9.945(2)
_cell_measurement_temperature    173(2)
_cell_volume                     2239.1(6)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0760
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14012
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         2.526
_exptl_absorpt_coefficient_mu    1.337
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.113(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         2910
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0536
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0387P)²+1.5495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1142
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2764
_reflns_number_total             2910
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c3dt52179f.txt
_cod_data_source_block           a
_cod_original_cell_volume        2239.1(8)
_cod_database_code               7023972
#BEGIN Tags that were not found in dictionaries:
_olex2_refinement_description
;
1. Others
 Fixed U13: Y1(0)
 Fixed U23: Y1(0)
 Fixed Uiso: H1(0.056) H2A(0.139) H2B(0.139) H2C(0.139) H3A(0.1) H3B(0.1)
 H3C(0.1) H4(0.059) H5A(0.154) H5B(0.154) H5C(0.154) H6A(0.143) H6B(0.143)
 H6C(0.143) H11(0.097) H12(0.127) H13(0.124) H14(0.104) H15(0.077)
 Fixed X: Y1(0.3333) H1(0.2129) H2A(0.3306) H2B(0.228) H2C(0.2801) H3A(0.1337)
 H3B(0.0862) H3C(0.0948) H4(0.3836) H5A(0.3284) H5B(0.4312) H5C(0.4218)
 H6A(0.5482) H6B(0.5219) H6C(0.5408) H11(0.1802) H12(0.1489) H13(0.2093)
 H14(0.3051) H15(0.3348)
 Fixed Y: Y1(0.6667) H1(0.3879) H2A(0.4921) H2B(0.449) H2C(0.5557) H3A(0.5099)
 H3B(0.4045) H3C(0.4187) H4(0.4567) H5A(0.5304) H5B(0.5493) H5C(0.6321)
 H6A(0.5605) H6B(0.5499) H6C(0.6439) H11(0.1682) H12(0.0093) H13(-0.043)
 H14(0.0628) H15(0.2198)
 Fixed Z: H1(0.8353) H2A(0.9846) H2B(1.0551) H2C(0.9964) H3A(0.8569)
 H3B(0.9196) H3C(0.76) H4(0.4322) H5A(0.2832) H5B(0.2353) H5C(0.3103)
 H6A(0.4022) H6B(0.5588) H6C(0.4787) H11(0.4695) H12(0.4732) H13(0.6419)
 H14(0.8073) H15(0.8112)
;
_shelx_estimated_absorpt_t_max   0.805
_shelx_estimated_absorpt_t_min   0.767
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-3
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, 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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Y1 Y 0.3333 0.6667 0.63858(12) 0.0323(2) Uani 1 3 d S T P
N1 N 0.2825(4) 0.5171(3) 0.7430(5) 0.0424(11) Uani 1 1 d . . .
N2 N 0.3593(4) 0.5479(3) 0.5427(5) 0.0418(11) Uani 1 1 d . . .
C1 C 0.2213(4) 0.4531(4) 0.8498(6) 0.0464(15) Uani 1 1 d . . .
H1 H 0.2129 0.3879 0.8353 0.056 Uiso 1 1 calc R U .
C2 C 0.2691(6) 0.4907(7) 0.9830(8) 0.093(3) Uani 1 1 d . . .
H2A H 0.3306 0.4921 0.9846 0.139 Uiso 1 1 calc R U .
H2B H 0.2280 0.4490 1.0551 0.139 Uiso 1 1 calc R U .
H2C H 0.2801 0.5557 0.9964 0.139 Uiso 1 1 calc R U .
C3 C 0.1259(5) 0.4460(5) 0.8463(8) 0.067(2) Uani 1 1 d . . .
H3A H 0.1337 0.5099 0.8569 0.100 Uiso 1 1 calc R U .
H3B H 0.0862 0.4045 0.9196 0.100 Uiso 1 1 calc R U .
H3C H 0.0948 0.4187 0.7600 0.100 Uiso 1 1 calc R U .
C4 C 0.4103(5) 0.5275(5) 0.4377(6) 0.0493(15) Uani 1 1 d . . .
H4 H 0.3836 0.4567 0.4322 0.059 Uiso 1 1 calc R U .
C5 C 0.3967(7) 0.5628(8) 0.3052(8) 0.102(4) Uani 1 1 d . . .
H5A H 0.3284 0.5304 0.2832 0.154 Uiso 1 1 calc R U .
H5B H 0.4312 0.5493 0.2353 0.154 Uiso 1 1 calc R U .
H5C H 0.4218 0.6321 0.3103 0.154 Uiso 1 1 calc R U .
C6 C 0.5142(6) 0.5745(8) 0.4723(9) 0.096(3) Uani 1 1 d . . .
H6A H 0.5482 0.5605 0.4022 0.143 Uiso 1 1 calc R U .
H6B H 0.5219 0.5499 0.5588 0.143 Uiso 1 1 calc R U .
H6C H 0.5408 0.6439 0.4787 0.143 Uiso 1 1 calc R U .
C7 C 0.3129(3) 0.4858(3) 0.6431(10) 0.0386(10) Uani 1 1 d . . .
C8 C 0.2955(3) 0.3877(3) 0.6381(10) 0.0430(11) Uani 1 1 d . . .
C9 C 0.2776(3) 0.3064(3) 0.6412(11) 0.0459(11) Uani 1 1 d . . .
C10 C 0.2576(4) 0.2086(3) 0.6433(11) 0.0500(13) Uani 1 1 d . . .
C11 C 0.2044(6) 0.1469(5) 0.5404(10) 0.081(2) Uani 1 1 d . . .
H11 H 0.1802 0.1682 0.4695 0.097 Uiso 1 1 calc R U .
C12 C 0.1867(8) 0.0523(6) 0.5423(13) 0.106(3) Uani 1 1 d . . .
H12 H 0.1489 0.0093 0.4732 0.127 Uiso 1 1 calc R U .
C13 C 0.2226(6) 0.0214(5) 0.6411(19) 0.103(3) Uani 1 1 d . . .
H13 H 0.2093 -0.0430 0.6419 0.124 Uiso 1 1 calc R U .
C14 C 0.2783(6) 0.0839(6) 0.7396(11) 0.087(3) Uani 1 1 d . . .
H14 H 0.3051 0.0628 0.8073 0.104 Uiso 1 1 calc R U .
C15 C 0.2962(5) 0.1774(5) 0.7420(8) 0.0641(19) Uani 1 1 d . . .
H15 H 0.3348 0.2198 0.8112 0.077 Uiso 1 1 calc R U .
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'
Y Y -2.7962 3.5667 '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
N1 Y1 N1 102.15(15) 3_565 .
N1 Y1 N1 102.15(15) . 2_665
N1 Y1 N1 102.15(15) 3_565 2_665
N1 Y1 C7 104.25(18) . 3_565
N1 Y1 C7 127.78(18) 2_665 3_565
N1 Y1 C7 127.78(18) 3_565 .
N1 Y1 C7 28.4(2) 3_565 3_565
N1 Y1 C7 28.4(2) . .
N1 Y1 C7 104.25(18) 3_565 2_665
N1 Y1 C7 104.25(18) 2_665 .
N1 Y1 C7 28.4(2) 2_665 2_665
N1 Y1 C7 127.78(18) . 2_665
N2 Y1 N1 57.38(16) . .
N2 Y1 N1 57.38(16) 3_565 3_565
N2 Y1 N1 100.90(17) 3_565 .
N2 Y1 N1 152.07(15) 2_665 .
N2 Y1 N1 100.90(17) 2_665 3_565
N2 Y1 N1 57.38(16) 2_665 2_665
N2 Y1 N1 100.90(17) . 2_665
N2 Y1 N1 152.07(16) . 3_565
N2 Y1 N1 152.07(15) 3_565 2_665
N2 Y1 N2 104.72(14) 3_565 2_665
N2 Y1 N2 104.72(15) 3_565 .
N2 Y1 N2 104.72(14) 2_665 .
N2 Y1 C7 29.1(2) . .
N2 Y1 C7 131.27(18) 2_665 .
N2 Y1 C7 103.53(17) 2_665 3_565
N2 Y1 C7 131.27(18) . 3_565
N2 Y1 C7 29.1(2) 3_565 3_565
N2 Y1 C7 29.1(2) 2_665 2_665
N2 Y1 C7 103.53(17) . 2_665
N2 Y1 C7 103.53(17) 3_565 .
N2 Y1 C7 131.27(18) 3_565 2_665
C7 Y1 C7 119.974(14) 2_665 .
C7 Y1 C7 119.975(16) 3_565 .
C7 Y1 C7 119.974(14) 3_565 2_665
C1 N1 Y1 143.6(4) . .
C7 N1 Y1 93.1(4) . .
C7 N1 C1 121.7(4) . .
C4 N2 Y1 145.0(4) . .
C7 N2 Y1 92.6(3) . .
C7 N2 C4 121.8(5) . .
N1 C1 H1 108.9 . .
N1 C1 C2 109.0(5) . .
N1 C1 C3 110.1(5) . .
C2 C1 H1 108.9 . .
C3 C1 H1 108.9 . .
C3 C1 C2 110.9(6) . .
C1 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
C1 C2 H2C 109.5 . .
H2A C2 H2B 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C1 C3 H3A 109.5 . .
C1 C3 H3B 109.5 . .
C1 C3 H3C 109.5 . .
H3A C3 H3B 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
N2 C4 H4 109.0 . .
N2 C4 C5 109.6(5) . .
N2 C4 C6 109.6(6) . .
C5 C4 H4 109.0 . .
C6 C4 H4 109.0 . .
C6 C4 C5 110.5(7) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C4 C6 H6A 109.5 . .
C4 C6 H6B 109.5 . .
C4 C6 H6C 109.5 . .
H6A C6 H6B 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N1 C7 Y1 58.6(2) . .
N1 C7 N2 116.7(4) . .
N1 C7 C8 122.2(7) . .
N2 C7 Y1 58.3(2) . .
N2 C7 C8 121.0(7) . .
C8 C7 Y1 175.3(5) . .
C9 C8 C7 175.8(9) . .
C8 C9 C10 178.9(8) . .
C11 C10 C9 119.6(8) . .
C15 C10 C9 120.8(8) . .
C15 C10 C11 119.4(6) . .
C10 C11 H11 120.4 . .
C10 C11 C12 119.2(9) . .
C12 C11 H11 120.4 . .
C11 C12 H12 119.5 . .
C13 C12 C11 121.1(10) . .
C13 C12 H12 119.5 . .
C12 C13 H13 120.3 . .
C12 C13 C14 119.5(7) . .
C14 C13 H13 120.3 . .
C13 C14 H14 119.5 . .
C13 C14 C15 121.1(9) . .
C15 C14 H14 119.5 . .
C10 C15 H15 120.1 . .
C14 C15 C10 119.7(8) . .
C14 C15 H15 120.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Y1 N1 2.363(4) 3_565
Y1 N1 2.363(4) .
Y1 N1 2.364(4) 2_665
Y1 N2 2.356(4) 3_565
Y1 N2 2.356(4) 2_665
Y1 N2 2.356(4) .
Y1 C7 2.766(4) .
Y1 C7 2.766(4) 2_665
Y1 C7 2.766(4) 3_565
N1 C1 1.467(7) .
N1 C7 1.316(9) .
N2 C4 1.465(7) .
N2 C7 1.345(9) .
C1 H1 1.0000 .
C1 C2 1.500(10) .
C1 C3 1.484(9) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C4 H4 1.0000 .
C4 C5 1.495(11) .
C4 C6 1.493(10) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.463(6) .
C8 C9 1.194(6) .
C9 C10 1.443(6) .
C10 C11 1.385(13) .
C10 C15 1.386(11) .
C11 H11 0.9500 .
C11 C12 1.404(11) .
C12 H12 0.9500 .
C12 C13 1.356(17) .
C13 H13 0.9500 .
C13 C14 1.370(17) .
C14 H14 0.9500 .
C14 C15 1.386(10) .
C15 H15 0.9500 .
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
Y1 N1 C1 C2 -76.3(9)
Y1 N1 C1 C3 45.5(10)
Y1 N1 C7 N2 3.8(6)
Y1 N1 C7 C8 -174.6(5)
Y1 N2 C4 C5 -49.9(10)
Y1 N2 C4 C6 71.6(9)
Y1 N2 C7 N1 -3.8(6)
Y1 N2 C7 C8 174.6(5)
C1 N1 C7 Y1 168.8(7)
C1 N1 C7 N2 172.5(5)
C1 N1 C7 C8 -5.8(10)
C4 N2 C7 Y1 173.4(6)
C4 N2 C7 N1 169.6(5)
C4 N2 C7 C8 -12.0(9)
C7 N1 C1 C2 122.8(7)
C7 N1 C1 C3 -115.4(7)
C7 N2 C4 C5 141.7(8)
C7 N2 C4 C6 -96.8(8)
C9 C10 C11 C12 178.9(8)
C9 C10 C15 C14 -178.0(7)
C10 C11 C12 C13 -1.6(17)
C11 C10 C15 C14 -2.4(12)
C11 C12 C13 C14 -1(2)
C12 C13 C14 C15 1.9(18)
C13 C14 C15 C10 -0.2(14)
C15 C10 C11 C12 3.2(13)
