#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:25:51 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178623 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/34/4073418.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_4073418
loop_
_publ_author_name
'Jaroschik, Florian'
'Nief, François'
'Le Goff, Xavier-Frédéric'
'Ricard, Louis'
_publ_section_title
;
 Synthesis and Reactivity of Organometallic Complexes of Divalent Thulium
 with Cyclopentadienyl and Phospholyl Ligands
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3552
_journal_paper_doi               10.1021/om700316a
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C78 H0 N2 Tm2'
_chemical_formula_weight         1302.66
_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                106.818(1)
_cell_angle_beta                 91.546(1)
_cell_angle_gamma                94.519(1)
_cell_formula_units_Z            1
_cell_length_a                   10.447(1)
_cell_length_b                   10.865(1)
_cell_length_c                   18.222(1)
_cell_measurement_reflns_used    3690
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     1971.0(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.0(1)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  KappaCCD
_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     0.71069
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0700
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16977
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.86
_exptl_absorpt_coefficient_mu    2.270
_exptl_absorpt_correction_T_max  0.9667
_exptl_absorpt_correction_T_min  0.6596
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.763
_refine_diff_density_min         -0.920
_refine_diff_density_rms         0.131
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         8955
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0537
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0960P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1411
_refine_ls_wR_factor_ref         0.1513
_reflns_number_gt                6672
_reflns_number_total             8955
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700316a-file002.cif
_cod_data_source_block           fj212
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P-1     '
_cod_database_code               4073418
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
Tm1 Tm 0.16411(2) 0.55114(2) 0.252562(13) 0.04530(11) Uani 1 1 d . . .
C1 C 0.1886(7) 0.7611(7) 0.3730(4) 0.0668(18) Uani 1 1 d . A .
C2 C 0.2841(7) 0.7813(8) 0.3183(5) 0.0666(18) Uani 1 1 d . A .
C3 C 0.2148(7) 0.7906(7) 0.2531(5) 0.0691(19) Uani 1 1 d . A .
H3 H 0.2526 0.8008 0.2082 0.083 Uiso 1 1 calc R . .
C4 C 0.0825(7) 0.7825(7) 0.2638(4) 0.0655(18) Uani 1 1 d . A .
C5 C 0.0687(7) 0.7601(7) 0.3350(4) 0.0645(17) Uani 1 1 d . A .
H5 H -0.0119 0.7459 0.3554 0.077 Uiso 1 1 calc R . .
C6 C 0.1941(7) 0.7908(7) 0.4612(4) 0.0654(17) Uani 1 1 d . . .
C7 C 0.0766(9) 0.7252(9) 0.4865(4) 0.090(3) Uani 1 1 d . A .
H7A H -0.0015 0.7531 0.4676 0.135 Uiso 1 1 calc R . .
H7B H 0.0788 0.7488 0.5427 0.135 Uiso 1 1 calc R . .
H7C H 0.0766 0.6313 0.4656 0.135 Uiso 1 1 calc R . .
C8 C 0.3139(10) 0.7591(10) 0.5011(7) 0.114(4) Uani 1 1 d . A .
H8A H 0.3218 0.6660 0.4829 0.171 Uiso 1 1 calc R . .
H8B H 0.3053 0.7855 0.5567 0.171 Uiso 1 1 calc R . .
H8C H 0.3907 0.8057 0.4888 0.171 Uiso 1 1 calc R . .
C9 C 0.1845(9) 0.9367(9) 0.4907(6) 0.093(3) Uani 1 1 d . A .
H9A H 0.2635 0.9824 0.4805 0.139 Uiso 1 1 calc R . .
H9B H 0.1727 0.9616 0.5460 0.139 Uiso 1 1 calc R . .
H9C H 0.1109 0.9593 0.4643 0.139 Uiso 1 1 calc R . .
C10 C 0.4362(7) 0.7947(8) 0.3260(5) 0.073(2) Uani 1 1 d . . .
C11 C 0.4861(9) 0.9180(11) 0.3862(7) 0.112(3) Uani 1 1 d . A .
H11A H 0.4547 0.9167 0.4362 0.167 Uiso 1 1 calc R . .
H11B H 0.4556 0.9919 0.3725 0.167 Uiso 1 1 calc R . .
H11C H 0.5803 0.9253 0.3889 0.167 Uiso 1 1 calc R . .
C12 C 0.4897(10) 0.6800(12) 0.3375(7) 0.124(4) Uani 1 1 d . A .
H12A H 0.5437 0.7051 0.3852 0.186 Uiso 1 1 calc R . .
H12B H 0.5416 0.6415 0.2942 0.186 Uiso 1 1 calc R . .
H12C H 0.4193 0.6169 0.3408 0.186 Uiso 1 1 calc R . .
C13 C 0.4883(11) 0.8061(12) 0.2493(7) 0.121(4) Uani 1 1 d . A .
H13A H 0.4734 0.8910 0.2437 0.181 Uiso 1 1 calc R . .
H13B H 0.4437 0.7384 0.2065 0.181 Uiso 1 1 calc R . .
H13C H 0.5807 0.7961 0.2491 0.181 Uiso 1 1 calc R . .
C14 C -0.0267(8) 0.8117(8) 0.2139(5) 0.071(2) Uani 1 1 d . . .
C15 C -0.1021(19) 0.7033(18) 0.1632(12) 0.238(11) Uani 1 1 d . A .
H15A H -0.1113 0.6332 0.1871 0.358 Uiso 1 1 calc R . .
H15B H -0.0593 0.6738 0.1148 0.358 Uiso 1 1 calc R . .
H15C H -0.1872 0.7285 0.1531 0.358 Uiso 1 1 calc R . .
C16 C 0.0423(12) 0.8811(13) 0.1613(7) 0.128(4) Uani 1 1 d . A .
H16A H 0.0997 0.8235 0.1292 0.192 Uiso 1 1 calc R . .
H16B H 0.0927 0.9593 0.1929 0.192 Uiso 1 1 calc R . .
H16C H -0.0216 0.9045 0.1286 0.192 Uiso 1 1 calc R . .
C17 C -0.1039(11) 0.9024(13) 0.2676(7) 0.150(5) Uani 1 1 d . A .
H17A H -0.1636 0.9379 0.2384 0.226 Uiso 1 1 calc R . .
H17B H -0.0466 0.9728 0.3016 0.226 Uiso 1 1 calc R . .
H17C H -0.1526 0.8565 0.2984 0.226 Uiso 1 1 calc R . .
C18 C -0.0279(6) 0.3766(7) 0.2610(4) 0.0611(17) Uani 1 1 d . A .
C19 C 0.0423(6) 0.3151(7) 0.1929(4) 0.0610(17) Uani 1 1 d . A .
C20 C 0.1632(7) 0.2967(7) 0.2203(4) 0.0637(18) Uani 1 1 d . A .
H20 H 0.2287 0.2589 0.1885 0.076 Uiso 1 1 calc R . .
C21 C 0.1760(6) 0.3417(7) 0.3017(4) 0.0605(17) Uani 1 1 d . A .
C22 C 0.0592(6) 0.3919(7) 0.3247(4) 0.0608(17) Uani 1 1 d . A .
H22 H 0.0406 0.4314 0.3766 0.073 Uiso 1 1 calc R . .
C23 C -0.1715(6) 0.3822(7) 0.2757(4) 0.0591(17) Uani 1 1 d . . .
C24 C -0.1920(7) 0.4813(9) 0.3536(5) 0.087(2) Uani 1 1 d . A .
H24A H -0.2839 0.4795 0.3632 0.130 Uiso 1 1 calc R . .
H24B H -0.1600 0.5679 0.3524 0.130 Uiso 1 1 calc R . .
H24C H -0.1450 0.4592 0.3947 0.130 Uiso 1 1 calc R . .
C25 C -0.2616(9) 0.4032(11) 0.2096(6) 0.110(3) Uani 1 1 d . A .
H25A H -0.2328 0.3551 0.1595 0.165 Uiso 1 1 calc R . .
H25B H -0.2571 0.4953 0.2136 0.165 Uiso 1 1 calc R . .
H25C H -0.3504 0.3720 0.2150 0.165 Uiso 1 1 calc R . .
C26 C -0.2211(8) 0.2493(9) 0.2837(6) 0.086(2) Uani 1 1 d . A .
H26A H -0.2187 0.1834 0.2341 0.128 Uiso 1 1 calc R . .
H26B H -0.3097 0.2523 0.3000 0.128 Uiso 1 1 calc R . .
H26C H -0.1665 0.2280 0.3220 0.128 Uiso 1 1 calc R . .
C27 C 0.0017(7) 0.2674(8) 0.1075(4) 0.0671(18) Uani 1 1 d . . .
C28 C -0.0387(9) 0.3643(8) 0.0719(5) 0.083(2) Uani 1 1 d . A .
H28A H -0.0824 0.4292 0.1093 0.124 Uiso 1 1 calc R . .
H28B H -0.0976 0.3220 0.0274 0.124 Uiso 1 1 calc R . .
H28C H 0.0370 0.4062 0.0553 0.124 Uiso 1 1 calc R . .
C29 C -0.1049(10) 0.1560(10) 0.0925(6) 0.105(3) Uani 1 1 d . A .
H29A H -0.1826 0.1884 0.1173 0.158 Uiso 1 1 calc R . .
H29B H -0.0763 0.0888 0.1136 0.158 Uiso 1 1 calc R . .
H29C H -0.1237 0.1198 0.0371 0.158 Uiso 1 1 calc R . .
C30 C 0.1149(10) 0.2057(10) 0.0629(6) 0.102(3) Uani 1 1 d . A .
H30A H 0.0945 0.1853 0.0077 0.152 Uiso 1 1 calc R . .
H30B H 0.1301 0.1263 0.0757 0.152 Uiso 1 1 calc R . .
H30C H 0.1923 0.2663 0.0770 0.152 Uiso 1 1 calc R . .
C31 C 0.2789(7) 0.3088(8) 0.3546(4) 0.0664(19) Uani 1 1 d . . .
C32 C 0.2325(11) 0.1706(11) 0.3530(8) 0.124(4) Uani 1 1 d . A .
H32A H 0.2380 0.1125 0.3011 0.186 Uiso 1 1 calc R . .
H32B H 0.1432 0.1677 0.3679 0.186 Uiso 1 1 calc R . .
H32C H 0.2868 0.1432 0.3891 0.186 Uiso 1 1 calc R . .
C33 C 0.2749(13) 0.3809(12) 0.4345(6) 0.129(4) Uani 1 1 d . A .
H33A H 0.3429 0.3567 0.4644 0.194 Uiso 1 1 calc R . .
H33B H 0.1910 0.3615 0.4534 0.194 Uiso 1 1 calc R . .
H33C H 0.2882 0.4735 0.4400 0.194 Uiso 1 1 calc R . .
C34 C 0.4063(9) 0.3047(17) 0.3217(8) 0.150(7) Uani 1 1 d . A .
H34A H 0.4325 0.3884 0.3139 0.225 Uiso 1 1 calc R . .
H34B H 0.4019 0.2372 0.2723 0.225 Uiso 1 1 calc R . .
H34C H 0.4691 0.2858 0.3569 0.225 Uiso 1 1 calc R . .
N1 N 0.306(5) 0.540(6) 0.159(4) 0.044(4) Uani 0.33 1 d P A 1
C35 C 0.293(3) 0.614(3) 0.106(2) 0.050(3) Uani 0.33 1 d P A 1
H35 H 0.2282 0.6726 0.1130 0.060 Uiso 0.33 1 calc PR A 1
C36 C 0.366(2) 0.603(3) 0.0486(14) 0.057(3) Uani 0.33 1 d P A 1
H36 H 0.3418 0.6418 0.0106 0.069 Uiso 0.33 1 calc PR A 1
C37 C 0.4852(19) 0.534(2) 0.0370(11) 0.050(2) Uani 0.33 1 d P . 1
H37 H 0.5576 0.6028 0.0560 0.059 Uiso 0.33 1 calc PR . 1
C38 C 0.481(3) 0.459(2) 0.0947(17) 0.051(3) Uani 0.33 1 d P A 1
H38 H 0.5537 0.4103 0.0911 0.061 Uiso 0.33 1 calc PR A 1
C39 C 0.403(5) 0.439(7) 0.152(3) 0.055(3) Uani 0.33 1 d P A 1
H39 H 0.4088 0.3781 0.1794 0.066 Uiso 0.33 1 calc PR A 1
N1A N 0.282(2) 0.513(3) 0.1506(18) 0.044(4) Uani 0.67 1 d P A 2
C35A C 0.2639(14) 0.5662(11) 0.0911(9) 0.050(3) Uani 0.67 1 d P A 2
H35A H 0.2007 0.6262 0.0980 0.060 Uiso 0.67 1 calc PR A 2
C36A C 0.3254(10) 0.5434(12) 0.0232(7) 0.057(3) Uani 0.67 1 d P A 2
H36A H 0.2973 0.5815 -0.0146 0.069 Uiso 0.67 1 calc PR A 2
C37A C 0.4371(9) 0.4589(10) 0.0067(5) 0.050(2) Uani 0.67 1 d P . 2
H37A H 0.4142 0.3857 -0.0409 0.059 Uiso 0.67 1 calc PR . 2
C38A C 0.4560(12) 0.4049(10) 0.0737(7) 0.051(3) Uani 0.67 1 d P A 2
H38A H 0.5163 0.3432 0.0720 0.061 Uiso 0.67 1 calc PR A 2
C39A C 0.386(2) 0.446(3) 0.1355(12) 0.055(3) Uani 0.67 1 d P A 2
H39A H 0.4173 0.4218 0.1784 0.066 Uiso 0.67 1 calc PR A 2
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'
Tm Tm -0.3139 5.2483 '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
N1A Tm1 N1 9.2(17) . .
N1A Tm1 C3 82.6(7) . .
N1 Tm1 C3 75.7(16) . .
N1A Tm1 C5 132.4(7) . .
N1 Tm1 C5 126.2(16) . .
C3 Tm1 C5 50.6(2) . .
N1A Tm1 C2 94.0(5) . .
N1 Tm1 C2 85.0(14) . .
C3 Tm1 C2 31.1(2) . .
C5 Tm1 C2 51.4(2) . .
N1A Tm1 C22 130.6(7) . .
N1 Tm1 C22 136.7(17) . .
C3 Tm1 C22 146.6(3) . .
C5 Tm1 C22 96.9(2) . .
C2 Tm1 C22 125.9(2) . .
N1A Tm1 C20 80.6(7) . .
N1 Tm1 C20 87.4(16) . .
C3 Tm1 C20 163.0(2) . .
C5 Tm1 C20 146.4(2) . .
C2 Tm1 C20 148.3(2) . .
C22 Tm1 C20 50.0(2) . .
N1A Tm1 C1 126.4(5) . .
N1 Tm1 C1 117.3(13) . .
C3 Tm1 C1 52.2(2) . .
C5 Tm1 C1 31.0(2) . .
C2 Tm1 C1 32.4(2) . .
C22 Tm1 C1 96.7(2) . .
C20 Tm1 C1 139.9(2) . .
N1A Tm1 C4 103.9(8) . .
N1 Tm1 C4 99.6(17) . .
C3 Tm1 C4 30.7(2) . .
C5 Tm1 C4 30.6(2) . .
C2 Tm1 C4 51.5(2) . .
C22 Tm1 C4 123.1(2) . .
C20 Tm1 C4 160.1(2) . .
C1 Tm1 C4 51.9(2) . .
N1A Tm1 C19 88.2(5) . .
N1 Tm1 C19 97.2(14) . .
C3 Tm1 C19 151.5(2) . .
C5 Tm1 C19 127.9(2) . .
C2 Tm1 C19 177.03(18) . .
C22 Tm1 C19 51.2(2) . .
C20 Tm1 C19 30.3(2) . .
C1 Tm1 C19 145.3(2) . .
C4 Tm1 C19 129.8(2) . .
N1A Tm1 C21 104.4(8) . .
N1 Tm1 C21 108.4(17) . .
C3 Tm1 C21 157.0(3) . .
C5 Tm1 C21 122.0(2) . .
C2 Tm1 C21 125.9(2) . .
C22 Tm1 C21 30.44(19) . .
C20 Tm1 C21 30.8(2) . .
C1 Tm1 C21 109.0(2) . .
C4 Tm1 C21 151.7(2) . .
C19 Tm1 C21 51.5(2) . .
N1A Tm1 C18 119.8(5) . .
N1 Tm1 C18 128.9(14) . .
C3 Tm1 C18 143.1(2) . .
C5 Tm1 C18 98.6(2) . .
C2 Tm1 C18 146.1(2) . .
C22 Tm1 C18 30.8(2) . .
C20 Tm1 C18 50.9(2) . .
C1 Tm1 C18 113.8(2) . .
C4 Tm1 C18 112.4(2) . .
C19 Tm1 C18 31.9(2) . .
C21 Tm1 C18 51.44(19) . .
C5 C1 C2 104.2(6) . .
C5 C1 C6 118.3(6) . .
C2 C1 C6 132.8(7) . .
C5 C1 Tm1 73.0(4) . .
C2 C1 Tm1 73.0(4) . .
C6 C1 Tm1 136.6(5) . .
C3 C2 C1 106.9(6) . .
C3 C2 C10 122.8(7) . .
C1 C2 C10 130.3(7) . .
C3 C2 Tm1 73.4(5) . .
C1 C2 Tm1 74.6(4) . .
C10 C2 Tm1 118.5(5) . .
C4 C3 C2 110.6(7) . .
C4 C3 Tm1 77.1(4) . .
C2 C3 Tm1 75.5(4) . .
C4 C3 H3 124.7 . .
C2 C3 H3 124.7 . .
Tm1 C3 H3 114.6 . .
C5 C4 C3 106.0(6) . .
C5 C4 C14 125.6(6) . .
C3 C4 C14 127.9(6) . .
C5 C4 Tm1 72.7(4) . .
C3 C4 Tm1 72.2(4) . .
C14 C4 Tm1 126.5(5) . .
C4 C5 C1 112.2(6) . .
C4 C5 Tm1 76.7(4) . .
C1 C5 Tm1 75.9(4) . .
C4 C5 H5 123.9 . .
C1 C5 H5 123.9 . .
Tm1 C5 H5 115.0 . .
C7 C6 C9 107.3(7) . .
C7 C6 C8 107.8(7) . .
C9 C6 C8 108.2(7) . .
C7 C6 C1 110.3(6) . .
C9 C6 C1 104.2(6) . .
C8 C6 C1 118.5(7) . .
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 . .
C6 C8 H8A 109.5 . .
C6 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C6 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C12 C10 C11 112.8(8) . .
C12 C10 C13 105.0(9) . .
C11 C10 C13 105.9(8) . .
C12 C10 C2 113.2(7) . .
C11 C10 C2 110.9(7) . .
C13 C10 C2 108.5(7) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C10 C13 H13A 109.5 . .
C10 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C10 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C15 C14 C17 113.6(11) . .
C15 C14 C16 105.4(12) . .
C17 C14 C16 109.6(10) . .
C15 C14 C4 117.0(11) . .
C17 C14 C4 106.0(7) . .
C16 C14 C4 104.8(7) . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C14 C17 H17A 109.5 . .
C14 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C14 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C22 C18 C19 105.4(6) . .
C22 C18 C23 118.0(6) . .
C19 C18 C23 132.9(6) . .
C22 C18 Tm1 73.1(4) . .
C19 C18 Tm1 73.7(4) . .
C23 C18 Tm1 134.4(5) . .
C20 C19 C18 106.2(6) . .
C20 C19 C27 121.7(7) . .
C18 C19 C27 131.9(6) . .
C20 C19 Tm1 73.8(4) . .
C18 C19 Tm1 74.4(4) . .
C27 C19 Tm1 119.9(5) . .
C19 C20 C21 111.6(6) . .
C19 C20 Tm1 75.8(4) . .
C21 C20 Tm1 75.9(4) . .
C19 C20 H20 124.2 . .
C21 C20 H20 124.2 . .
Tm1 C20 H20 115.8 . .
C22 C21 C20 105.1(6) . .
C22 C21 C31 125.8(6) . .
C20 C21 C31 127.1(6) . .
C22 C21 Tm1 73.3(4) . .
C20 C21 Tm1 73.3(4) . .
C31 C21 Tm1 130.4(5) . .
C21 C22 C18 111.6(7) . .
C21 C22 Tm1 76.2(4) . .
C18 C22 Tm1 76.1(4) . .
C21 C22 H22 124.2 . .
C18 C22 H22 124.2 . .
Tm1 C22 H22 115.1 . .
C18 C23 C26 106.7(6) . .
C18 C23 C24 110.9(6) . .
C26 C23 C24 105.8(6) . .
C18 C23 C25 116.8(6) . .
C26 C23 C25 105.1(7) . .
C24 C23 C25 110.7(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 . .
C23 C25 H25A 109.5 . .
C23 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C23 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C23 C26 H26A 109.5 . .
C23 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C23 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C28 C27 C19 116.8(7) . .
C28 C27 C29 109.2(7) . .
C19 C27 C29 110.0(6) . .
C28 C27 C30 107.1(7) . .
C19 C27 C30 108.7(6) . .
C29 C27 C30 104.3(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 . .
C27 C29 H29A 109.5 . .
C27 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C27 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C27 C30 H30A 109.5 . .
C27 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C27 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C33 C31 C34 116.4(10) . .
C33 C31 C32 103.5(8) . .
C34 C31 C32 107.4(9) . .
C33 C31 C21 113.7(7) . .
C34 C31 C21 111.6(6) . .
C32 C31 C21 102.9(7) . .
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 . .
C31 C33 H33A 109.5 . .
C31 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
C31 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
C31 C34 H34A 109.5 . .
C31 C34 H34B 109.5 . .
H34A C34 H34B 109.5 . .
C31 C34 H34C 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C35 N1 C39 124(5) . .
C35 N1 Tm1 120(4) . .
C39 N1 Tm1 116(4) . .
C36 C35 N1 122(4) . .
C36 C35 H35 119.2 . .
N1 C35 H35 119.2 . .
C35 C36 C37 126(3) . .
C35 C36 H36 117.1 . .
C37 C36 H36 117.1 . .
C37 C37 C36 119(2) 2_665 .
C37 C37 C38 116(2) 2_665 .
C36 C37 C38 104.4(18) . .
C37 C37 H37 105.2 2_665 .
C36 C37 H37 105.2 . .
C38 C37 H37 105.2 . .
C39 C38 C37 139(3) . .
C39 C38 H38 110.5 . .
C37 C38 H38 110.5 . .
C38 C39 N1 103(4) . .
C38 C39 H39 128.3 . .
N1 C39 H39 128.3 . .
C39A N1A C35A 107(2) . .
C39A N1A Tm1 130(2) . .
C35A N1A Tm1 123(2) . .
C36A C35A N1A 128.4(19) . .
C36A C35A H35A 115.8 . .
N1A C35A H35A 115.8 . .
C35A C36A C37A 122.0(10) . .
C35A C36A H36A 119.0 . .
C37A C36A H36A 119.0 . .
C38A C37A C36A 107.8(8) . .
C38A C37A C37A 112.2(10) . 2_665
C36A C37A C37A 110.0(10) . 2_665
C38A C37A H37A 108.9 . .
C36A C37A H37A 108.9 . .
C37A C37A H37A 108.9 2_665 .
C39A C38A C37A 118.9(11) . .
C39A C38A H38A 120.6 . .
C37A C38A H38A 120.6 . .
C38A C39A N1A 134.6(16) . .
C38A C39A H39A 112.7 . .
N1A C39A H39A 112.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tm1 N1A 2.21(3) .
Tm1 N1 2.28(7) .
Tm1 C3 2.610(7) .
Tm1 C5 2.621(7) .
Tm1 C2 2.637(8) .
Tm1 C22 2.649(6) .
Tm1 C20 2.653(7) .
Tm1 C1 2.658(8) .
Tm1 C4 2.672(7) .
Tm1 C19 2.679(7) .
Tm1 C21 2.686(6) .
Tm1 C18 2.689(7) .
C1 C5 1.413(10) .
C1 C2 1.477(10) .
C1 C6 1.545(10) .
C2 C3 1.406(10) .
C2 C10 1.582(10) .
C3 C4 1.401(10) .
C3 H3 0.9500 .
C4 C5 1.396(9) .
C4 C14 1.547(10) .
C5 H5 0.9500 .
C6 C7 1.520(11) .
C6 C9 1.532(11) .
C6 C8 1.541(11) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C12 1.471(12) .
C10 C11 1.509(13) .
C10 C13 1.548(14) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C15 1.430(16) .
C14 C17 1.479(13) .
C14 C16 1.541(13) .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 C22 1.418(9) .
C18 C19 1.474(10) .
C18 C23 1.534(9) .
C19 C20 1.396(9) .
C19 C27 1.527(10) .
C20 C21 1.421(10) .
C20 H20 0.9500 .
C21 C22 1.401(9) .
C21 C31 1.554(9) .
C22 H22 0.9500 .
C23 C26 1.543(11) .
C23 C24 1.545(11) .
C23 C25 1.587(10) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 C28 1.468(10) .
C27 C29 1.536(12) .
C27 C30 1.540(12) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C33 1.444(13) .
C31 C34 1.473(12) .
C31 C32 1.533(12) .
C32 H32A 0.9800 .
C32 H32B 0.9800 .
C32 H32C 0.9800 .
C33 H33A 0.9800 .
C33 H33B 0.9800 .
C33 H33C 0.9800 .
C34 H34A 0.9800 .
C34 H34B 0.9800 .
C34 H34C 0.9800 .
N1 C35 1.43(8) .
N1 C39 1.53(9) .
C35 C36 1.29(5) .
C35 H35 0.9500 .
C36 C37 1.49(3) .
C36 H36 0.9500 .
C37 C37 1.39(4) 2_665
C37 C38 1.50(3) .
C37 H37 1.0000 .
C38 C39 1.39(7) .
C38 H38 0.9500 .
C39 H39 0.9500 .
N1A C39A 1.35(4) .
N1A C35A 1.38(3) .
C35A C36A 1.38(2) .
C35A H35A 0.9500 .
C36A C37A 1.524(14) .
C36A H36A 0.9500 .
C37A C38A 1.515(15) .
C37A C37A 1.594(19) 2_665
C37A H37A 1.0000 .
C38A C39A 1.34(3) .
C38A H38A 0.9500 .
C39A H39A 0.9500 .
