#------------------------------------------------------------------------------
#$Date: 2024-07-05 18:07:00 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292920 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/16/1571615.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_1571615
loop_
_publ_author_name
'Wang, Yi'
'Zhang, Yurou'
'Liang, Jiefeng'
'Tan, Bowen'
'Deng, Chong'
'Huang, Wenliang'
_publ_section_title
;
 Neutral inverse-sandwich rare-earth metal complexes of the benzene
 tetraanion.
;
_journal_issue                   23
_journal_name_full               'Chemical science'
_journal_page_first              8740
_journal_page_last               8749
_journal_paper_doi               10.1039/d4sc02491e
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C45 H65 N2 Sm'
_chemical_formula_sum            'C45 H65 N2 Sm'
_chemical_formula_weight         784.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-02-04
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-04-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.800(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.4271(4)
_cell_length_b                   17.8919(4)
_cell_length_c                   16.0725(4)
_cell_measurement_reflns_used    13772
_cell_measurement_temperature    179.98(10)
_cell_measurement_theta_max      29.1270
_cell_measurement_theta_min      2.4840
_cell_volume                     4045.67(18)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      180.00
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.908
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            32606
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.908
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.496
_diffrn_reflns_theta_min         2.061
_exptl_absorpt_coefficient_mu    1.483
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77219
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.22a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_description       block
_exptl_crystal_F_000             1644
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.889
_refine_diff_density_min         -0.720
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     443
_refine_ls_number_reflns         10231
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0321
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0387P)²+1.9565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0838
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8314
_reflns_number_total             10231
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc02491e3.cif
_cod_data_source_block           3_CCDC5
_cod_depositor_comments
'Adding full bibliography for 1571610--1571617.cif.'
_cod_database_code               1571615
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1.a Ternary CH refined with riding coordinates:
 C12(H12), C17(H17), C28(H28), C33(H33), C38(H38), C39(H39), C40(H40),
 C41(H41), C42(H42), C43(H43), C44(H44), C45(H45)
1.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C15(H15A,H15B), C18(H18A,H18B), C20(H20A,H20B), C29(H29A,
 H29B), C31(H31A,H31B), C34(H34A,H34B), C36(H36A,H36B)
1.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C9(H9), C10(H10), C24(H24), C25(H25), C26(H26)
1.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C14(H14A,H14B,H14C), C16(H16A,H16B,H16C),
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C30(H30A,H30B,H30C), C32(H32A,H32B,
 H32C), C35(H35A,H35B,H35C), C37(H37A,H37B,H37C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sm1 Sm 0.22533(2) 0.70749(2) 0.46243(2) 0.03911(5) Uani 1 1 d . . . . .
N1 N 0.20853(13) 0.71370(9) 0.61132(12) 0.0290(4) Uani 1 1 d . . . . .
N2 N 0.35186(13) 0.78811(9) 0.53760(11) 0.0284(4) Uani 1 1 d . . . . .
C1 C 0.22841(18) 0.74018(14) 0.76596(14) 0.0375(5) Uani 1 1 d . . . . .
H1A H 0.180479 0.778207 0.769290 0.056 Uiso 1 1 calc R U . . .
H1B H 0.284005 0.747421 0.812856 0.056 Uiso 1 1 calc R U . . .
H1C H 0.201637 0.690368 0.770354 0.056 Uiso 1 1 calc R U . . .
C2 C 0.25804(15) 0.74721(11) 0.68123(13) 0.0278(4) Uani 1 1 d . . . . .
C3 C 0.33861(15) 0.79115(11) 0.68381(14) 0.0294(4) Uani 1 1 d . . . . .
H3 H 0.368385 0.809794 0.738549 0.035 Uiso 1 1 calc R U . . .
C4 C 0.38179(15) 0.81168(12) 0.61744(14) 0.0283(4) Uani 1 1 d . . . . .
C5 C 0.46563(16) 0.86411(13) 0.64268(15) 0.0357(5) Uani 1 1 d . . . . .
H5A H 0.516434 0.839231 0.683981 0.054 Uiso 1 1 calc R U . . .
H5B H 0.445756 0.909303 0.668470 0.054 Uiso 1 1 calc R U . . .
H5C H 0.489006 0.877761 0.591935 0.054 Uiso 1 1 calc R U . . .
C6 C 0.12060(16) 0.67812(13) 0.61744(14) 0.0331(5) Uani 1 1 d . . . . .
C7 C 0.11833(18) 0.60032(13) 0.63443(15) 0.0385(5) Uani 1 1 d . . . . .
C8 C 0.0313(2) 0.56953(16) 0.63986(17) 0.0498(7) Uani 1 1 d . . . . .
H8 H 0.028232 0.517914 0.652841 0.060 Uiso 1 1 calc R U . . .
C9 C -0.0502(2) 0.61165(18) 0.62697(19) 0.0553(8) Uani 1 1 d . . . . .
H9 H -0.108416 0.589280 0.631976 0.066 Uiso 1 1 calc R U . . .
C10 C -0.04754(19) 0.68577(19) 0.60695(19) 0.0533(7) Uani 1 1 d . . . . .
H10 H -0.104808 0.713897 0.596285 0.064 Uiso 1 1 calc R U . . .
C11 C 0.03731(18) 0.72113(15) 0.60180(17) 0.0431(6) Uani 1 1 d . . . . .
C12 C 0.2051(2) 0.55095(14) 0.64130(17) 0.0466(6) Uani 1 1 d . . . . .
H12 H 0.243009 0.573062 0.602343 0.056 Uiso 1 1 calc R U . . .
C13 C 0.1787(3) 0.47060(15) 0.6085(2) 0.0606(8) Uani 1 1 d . . . . .
H13A H 0.149100 0.444263 0.650199 0.073 Uiso 1 1 calc R U . . .
H13B H 0.130755 0.473593 0.554000 0.073 Uiso 1 1 calc R U . . .
C14 C 0.2623(3) 0.42511(18) 0.5946(3) 0.0873(13) Uani 1 1 d . . . . .
H14A H 0.292289 0.450769 0.553488 0.131 Uiso 1 1 calc R U . . .
H14B H 0.240181 0.375713 0.572328 0.131 Uiso 1 1 calc R U . . .
H14C H 0.308630 0.419387 0.648874 0.131 Uiso 1 1 calc R U . . .
C15 C 0.2704(2) 0.55018(16) 0.73057(19) 0.0533(7) Uani 1 1 d . . . . .
H15A H 0.326636 0.518997 0.728879 0.064 Uiso 1 1 calc R U . . .
H15B H 0.293168 0.601737 0.745219 0.064 Uiso 1 1 calc R U . . .
C16 C 0.2255(3) 0.5213(2) 0.8005(2) 0.0718(9) Uani 1 1 d . . . . .
H16A H 0.205733 0.469247 0.788524 0.108 Uiso 1 1 calc R U . . .
H16B H 0.169919 0.551832 0.803304 0.108 Uiso 1 1 calc R U . . .
H16C H 0.271740 0.523911 0.855250 0.108 Uiso 1 1 calc R U . . .
C17 C 0.0361(2) 0.80294(17) 0.5730(3) 0.0621(9) Uani 1 1 d . . . . .
H17 H 0.089521 0.807665 0.542984 0.074 Uiso 1 1 calc R U . . .
C18 C -0.0566(3) 0.8231(2) 0.5044(3) 0.0820(11) Uani 1 1 d . . . . .
H18A H -0.070681 0.781998 0.462216 0.098 Uiso 1 1 calc R U . . .
H18B H -0.110551 0.826886 0.532918 0.098 Uiso 1 1 calc R U . . .
C19 C -0.0488(4) 0.8943(3) 0.4585(3) 0.129(2) Uani 1 1 d . . . . .
H19A H -0.104998 0.900409 0.411970 0.193 Uiso 1 1 calc R U . . .
H19B H 0.008373 0.893116 0.435130 0.193 Uiso 1 1 calc R U . . .
H19C H -0.044723 0.936292 0.498354 0.193 Uiso 1 1 calc R U . . .
C20 C 0.0573(3) 0.8578(2) 0.6444(3) 0.0754(10) Uani 1 1 d . . . . .
H20A H 0.124234 0.851214 0.675369 0.091 Uiso 1 1 calc R U . . .
H20B H 0.050904 0.908875 0.620232 0.091 Uiso 1 1 calc R U . . .
C21 C -0.0046(3) 0.8510(2) 0.7060(3) 0.0786(11) Uani 1 1 d . . . . .
H21A H -0.071284 0.854503 0.675591 0.118 Uiso 1 1 calc R U . . .
H21B H 0.009940 0.891404 0.748064 0.118 Uiso 1 1 calc R U . . .
H21C H 0.006541 0.802675 0.735169 0.118 Uiso 1 1 calc R U . . .
C22 C 0.40573(17) 0.80633(12) 0.47530(14) 0.0319(5) Uani 1 1 d . . . . .
C23 C 0.37096(18) 0.86063(13) 0.41212(14) 0.0368(5) Uani 1 1 d . . . . .
C24 C 0.4213(2) 0.87127(15) 0.34812(16) 0.0490(6) Uani 1 1 d . . . . .
H24 H 0.400422 0.908232 0.305680 0.059 Uiso 1 1 calc R U . . .
C25 C 0.5007(2) 0.82935(18) 0.34524(18) 0.0550(7) Uani 1 1 d . . . . .
H25 H 0.532956 0.837083 0.300454 0.066 Uiso 1 1 calc R U . . .
C26 C 0.5331(2) 0.77697(17) 0.40605(18) 0.0520(7) Uani 1 1 d . . . . .
H26 H 0.587250 0.747989 0.402423 0.062 Uiso 1 1 calc R U . . .
C27 C 0.48853(19) 0.76479(15) 0.47389(16) 0.0404(5) Uani 1 1 d . . . . .
C28 C 0.2822(2) 0.90581(14) 0.41361(16) 0.0434(6) Uani 1 1 d . . . . .
H28 H 0.234549 0.869829 0.427157 0.052 Uiso 1 1 calc R U . . .
C29 C 0.2363(3) 0.94100(17) 0.32632(19) 0.0623(8) Uani 1 1 d . . . . .
H29A H 0.278650 0.980813 0.313387 0.075 Uiso 1 1 calc R U . . .
H29B H 0.230867 0.902252 0.281530 0.075 Uiso 1 1 calc R U . . .
C30 C 0.1391(3) 0.9739(2) 0.3230(3) 0.1002(15) Uani 1 1 d . . . . .
H30A H 0.113621 0.994588 0.266035 0.150 Uiso 1 1 calc R U . . .
H30B H 0.144142 1.013690 0.365637 0.150 Uiso 1 1 calc R U . . .
H30C H 0.096418 0.934738 0.335060 0.150 Uiso 1 1 calc R U . . .
C31 C 0.2996(2) 0.96432(15) 0.48500(18) 0.0565(7) Uani 1 1 d . . . . .
H31A H 0.238007 0.987108 0.488460 0.068 Uiso 1 1 calc R U . . .
H31B H 0.325487 0.939017 0.540013 0.068 Uiso 1 1 calc R U . . .
C32 C 0.3663(4) 1.0247(2) 0.4727(3) 0.1116(17) Uani 1 1 d . . . . .
H32A H 0.338127 1.053583 0.421477 0.167 Uiso 1 1 calc R U . . .
H32B H 0.426322 1.002510 0.465887 0.167 Uiso 1 1 calc R U . . .
H32C H 0.378487 1.057825 0.522475 0.167 Uiso 1 1 calc R U . . .
C33 C 0.5290(2) 0.70847(15) 0.54404(18) 0.0488(7) Uani 1 1 d . . . . .
H33 H 0.510998 0.726407 0.597232 0.059 Uiso 1 1 calc R U . . .
C34 C 0.4826(3) 0.63258(17) 0.5232(2) 0.0728(10) Uani 1 1 d . . . . .
H34A H 0.504710 0.610964 0.474328 0.087 Uiso 1 1 calc R U . . .
H34B H 0.412955 0.639623 0.505220 0.087 Uiso 1 1 calc R U . . .
C35 C 0.5033(4) 0.5764(2) 0.5976(3) 0.1167(18) Uani 1 1 d . . . . .
H35A H 0.464558 0.531469 0.581885 0.175 Uiso 1 1 calc R U . . .
H35B H 0.487838 0.599169 0.648315 0.175 Uiso 1 1 calc R U . . .
H35C H 0.570801 0.562802 0.610026 0.175 Uiso 1 1 calc R U . . .
C36 C 0.6387(3) 0.7035(2) 0.5640(2) 0.0763(12) Uani 1 1 d . . . . .
H36A H 0.659621 0.669734 0.613378 0.092 Uiso 1 1 calc R U . . .
H36B H 0.658180 0.680441 0.514473 0.092 Uiso 1 1 calc R U . . .
C37 C 0.6904(2) 0.7774(3) 0.5836(3) 0.0843(13) Uani 1 1 d . . . . .
H37A H 0.682617 0.806900 0.531130 0.126 Uiso 1 1 calc R U . . .
H37B H 0.758120 0.768086 0.606803 0.126 Uiso 1 1 calc R U . . .
H37C H 0.663783 0.804995 0.625557 0.126 Uiso 1 1 calc R U . . .
C38 C 0.0511(3) 0.6648(2) 0.3911(2) 0.0710(10) Uani 1 1 d . . . . .
H38 H 0.007357 0.675531 0.430028 0.085 Uiso 1 1 calc R U . . .
C39 C 0.1004(3) 0.5995(2) 0.4152(2) 0.0725(11) Uani 1 1 d . . . . .
H39 H 0.081472 0.577576 0.466260 0.087 Uiso 1 1 calc R U . . .
C40 C 0.1875(4) 0.57043(18) 0.4072(2) 0.0759(11) Uani 1 1 d . . . . .
H40 H 0.211853 0.533462 0.453590 0.091 Uiso 1 1 calc R U . . .
C41 C 0.2616(3) 0.5954(2) 0.3696(2) 0.0822(12) Uani 1 1 d . . . . .
H41 H 0.323169 0.570904 0.396580 0.099 Uiso 1 1 calc R U . . .
C42 C 0.2769(3) 0.6611(3) 0.3239(2) 0.0827(13) Uani 1 1 d . . . . .
H42 H 0.346074 0.669896 0.327520 0.099 Uiso 1 1 calc R U . . .
C43 C 0.2227(4) 0.7270(2) 0.2999(2) 0.0784(13) Uani 1 1 d . . . . .
H43 H 0.265658 0.769259 0.292808 0.094 Uiso 1 1 calc R U . . .
C44 C 0.1383(3) 0.7540(2) 0.3102(2) 0.0740(11) Uani 1 1 d . . . . .
H44 H 0.138520 0.809846 0.308184 0.089 Uiso 1 1 calc R U . . .
C45 C 0.0666(3) 0.7291(2) 0.3482(2) 0.0751(10) Uani 1 1 d . . . . .
H45 H 0.030197 0.772174 0.364611 0.090 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'
Sm Sm -0.1638 3.4418 '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
N1 Sm1 C38 98.39(9) . . ?
N1 Sm1 C39 95.99(8) . . ?
N1 Sm1 C40 108.24(9) . . ?
N1 Sm1 C41 131.55(11) . . ?
N1 Sm1 C42 160.68(13) . . ?
N1 Sm1 C43 167.98(13) . . ?
N1 Sm1 C44 139.65(12) . . ?
N1 Sm1 C45 114.49(10) . . ?
N2 Sm1 N1 73.41(6) . . ?
N2 Sm1 C38 158.21(10) . . ?
N2 Sm1 C39 165.73(10) . . ?
N2 Sm1 C40 143.20(11) . . ?
N2 Sm1 C41 121.01(11) . . ?
N2 Sm1 C42 106.63(9) . . ?
N2 Sm1 C43 105.04(9) . . ?
N2 Sm1 C44 115.28(9) . . ?
N2 Sm1 C45 134.68(10) . . ?
C38 Sm1 C39 30.30(12) . . ?
C40 Sm1 C38 58.32(14) . . ?
C40 Sm1 C39 30.68(13) . . ?
C40 Sm1 C42 59.73(13) . . ?
C40 Sm1 C43 80.33(12) . . ?
C40 Sm1 C44 87.73(11) . . ?
C40 Sm1 C45 79.49(13) . . ?
C41 Sm1 C38 79.74(13) . . ?
C41 Sm1 C39 59.02(14) . . ?
C41 Sm1 C40 31.25(13) . . ?
C41 Sm1 C42 31.55(14) . . ?
C41 Sm1 C43 59.77(15) . . ?
C41 Sm1 C44 80.01(14) . . ?
C41 Sm1 C45 88.15(13) . . ?
C42 Sm1 C38 87.81(11) . . ?
C42 Sm1 C39 80.13(11) . . ?
C43 Sm1 C38 78.70(13) . . ?
C43 Sm1 C39 87.31(10) . . ?
C43 Sm1 C42 31.34(15) . . ?
C43 Sm1 C45 57.81(15) . . ?
C44 Sm1 C38 58.23(13) . . ?
C44 Sm1 C39 78.98(12) . . ?
C44 Sm1 C42 58.56(15) . . ?
C44 Sm1 C43 29.87(13) . . ?
C44 Sm1 C45 30.60(13) . . ?
C45 Sm1 C38 30.54(12) . . ?
C45 Sm1 C39 58.16(14) . . ?
C45 Sm1 C42 79.70(14) . . ?
C2 N1 Sm1 133.65(14) . . ?
C2 N1 C6 117.15(18) . . ?
C6 N1 Sm1 108.91(13) . . ?
C4 N2 Sm1 135.79(14) . . ?
C4 N2 C22 119.45(18) . . ?
C22 N2 Sm1 104.57(13) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 120.89(19) . . ?
N1 C2 C3 124.43(19) . . ?
C3 C2 C1 114.68(19) . . ?
C2 C3 H3 115.3 . . ?
C2 C3 C4 129.3(2) . . ?
C4 C3 H3 115.3 . . ?
N2 C4 C3 123.3(2) . . ?
N2 C4 C5 121.67(19) . . ?
C3 C4 C5 115.03(19) . . ?
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 . . ?
C7 C6 N1 120.3(2) . . ?
C11 C6 N1 118.5(2) . . ?
C11 C6 C7 121.1(2) . . ?
C6 C7 C12 122.1(2) . . ?
C8 C7 C6 117.4(2) . . ?
C8 C7 C12 120.4(2) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 C7 121.8(3) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(2) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C11 121.6(3) . . ?
C11 C10 H10 119.2 . . ?
C6 C11 C17 122.0(2) . . ?
C10 C11 C6 117.9(3) . . ?
C10 C11 C17 119.9(3) . . ?
C7 C12 H12 106.3 . . ?
C7 C12 C13 112.3(2) . . ?
C7 C12 C15 113.6(2) . . ?
C13 C12 H12 106.3 . . ?
C15 C12 H12 106.3 . . ?
C15 C12 C13 111.3(2) . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 C12 113.9(3) . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 108.5 . . ?
C12 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C16 C15 C12 115.1(3) . . ?
C16 C15 H15A 108.5 . . ?
C16 C15 H15B 108.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C17 H17 105.5 . . ?
C11 C17 C18 112.4(3) . . ?
C18 C17 H17 105.5 . . ?
C20 C17 C11 114.2(3) . . ?
C20 C17 H17 105.5 . . ?
C20 C17 C18 112.8(3) . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 C17 113.4(4) . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 108.7 . . ?
C17 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
C21 C20 C17 114.2(3) . . ?
C21 C20 H20A 108.7 . . ?
C21 C20 H20B 108.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 N2 119.8(2) . . ?
C27 C22 N2 118.9(2) . . ?
C27 C22 C23 121.1(2) . . ?
C22 C23 C28 121.3(2) . . ?
C24 C23 C22 117.5(2) . . ?
C24 C23 C28 121.1(2) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.5(2) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.5(2) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.5(3) . . ?
C27 C26 H26 119.2 . . ?
C22 C27 C33 121.5(2) . . ?
C26 C27 C22 117.8(2) . . ?
C26 C27 C33 120.7(2) . . ?
C23 C28 H28 106.5 . . ?
C23 C28 C29 113.3(2) . . ?
C23 C28 C31 112.1(2) . . ?
C29 C28 H28 106.5 . . ?
C31 C28 H28 106.5 . . ?
C31 C28 C29 111.6(2) . . ?
C28 C29 H29A 108.9 . . ?
C28 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 C28 113.5(3) . . ?
C30 C29 H29A 108.9 . . ?
C30 C29 H29B 108.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 108.9 . . ?
C28 C31 H31B 108.9 . . ?
H31A C31 H31B 107.7 . . ?
C32 C31 C28 113.5(3) . . ?
C32 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C27 C33 H33 106.8 . . ?
C27 C33 C36 113.4(2) . . ?
C34 C33 C27 110.4(3) . . ?
C34 C33 H33 106.8 . . ?
C34 C33 C36 112.1(3) . . ?
C36 C33 H33 106.8 . . ?
C33 C34 H34A 108.7 . . ?
C33 C34 H34B 108.7 . . ?
C33 C34 C35 114.3(3) . . ?
H34A C34 H34B 107.6 . . ?
C35 C34 H34A 108.7 . . ?
C35 C34 H34B 108.7 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 108.5 . . ?
C33 C36 H36B 108.5 . . ?
H36A C36 H36B 107.5 . . ?
C37 C36 C33 115.2(3) . . ?
C37 C36 H36A 108.5 . . ?
C37 C36 H36B 108.5 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
Sm1 C38 H38 110.2 . . ?
C39 C38 Sm1 74.91(19) . . ?
C39 C38 H38 110.2 . . ?
C39 C38 C45 135.5(4) . . ?
C45 C38 Sm1 74.44(19) . . ?
C45 C38 H38 110.2 . . ?
Sm1 C39 H39 110.2 . . ?
C38 C39 Sm1 74.78(18) . . ?
C38 C39 H39 110.2 . . ?
C38 C39 C40 135.4(3) . . ?
C40 C39 Sm1 74.15(18) . . ?
C40 C39 H39 110.2 . . ?
Sm1 C40 H40 110.7 . . ?
C39 C40 Sm1 75.17(18) . . ?
C39 C40 H40 110.7 . . ?
C39 C40 C41 134.9(4) . . ?
C41 C40 Sm1 74.21(18) . . ?
C41 C40 H40 110.7 . . ?
Sm1 C41 H41 111.1 . . ?
C40 C41 Sm1 74.55(19) . . ?
C40 C41 H41 111.1 . . ?
C40 C41 C42 134.3(4) . . ?
C42 C41 Sm1 74.75(18) . . ?
C42 C41 H41 111.1 . . ?
Sm1 C42 H42 111.5 . . ?
C41 C42 Sm1 73.70(18) . . ?
C41 C42 H42 111.5 . . ?
C43 C42 Sm1 74.10(19) . . ?
C43 C42 C41 133.2(4) . . ?
C43 C42 H42 111.5 . . ?
Sm1 C43 H43 110.0 . . ?
C42 C43 Sm1 74.56(18) . . ?
C42 C43 H43 110.0 . . ?
C44 C43 Sm1 75.0(2) . . ?
C44 C43 C42 135.9(4) . . ?
C44 C43 H43 110.0 . . ?
Sm1 C44 H44 110.1 . . ?
C43 C44 Sm1 75.1(2) . . ?
C43 C44 H44 110.1 . . ?
C43 C44 C45 136.0(4) . . ?
C45 C44 Sm1 74.81(19) . . ?
C45 C44 H44 110.1 . . ?
Sm1 C45 H45 110.9 . . ?
C38 C45 Sm1 75.0(2) . . ?
C38 C45 H45 110.9 . . ?
C44 C45 Sm1 74.6(2) . . ?
C44 C45 C38 134.8(4) . . ?
C44 C45 H45 110.9 . . ?
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
Sm1 N1 2.4607(18) . ?
Sm1 N2 2.4281(18) . ?
Sm1 C38 2.635(3) . ?
Sm1 C39 2.636(3) . ?
Sm1 C40 2.624(3) . ?
Sm1 C41 2.619(3) . ?
Sm1 C42 2.633(3) . ?
Sm1 C43 2.627(3) . ?
Sm1 C44 2.625(3) . ?
Sm1 C45 2.628(3) . ?
N1 C2 1.333(3) . ?
N1 C6 1.442(3) . ?
N2 C4 1.329(3) . ?
N2 C22 1.435(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.520(3) . ?
C2 C3 1.396(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(3) . ?
C4 C5 1.513(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.420(3) . ?
C6 C11 1.402(4) . ?
C7 C8 1.391(3) . ?
C7 C12 1.516(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.373(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.367(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.397(4) . ?
C11 C17 1.534(4) . ?
C12 H12 1.0000 . ?
C12 C13 1.549(4) . ?
C12 C15 1.532(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.512(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.508(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17 1.0000 . ?
C17 C18 1.575(5) . ?
C17 C20 1.489(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.488(6) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.478(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.415(3) . ?
C22 C27 1.411(3) . ?
C23 C24 1.398(3) . ?
C23 C28 1.519(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.360(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.400(3) . ?
C27 C33 1.529(4) . ?
C28 H28 1.0000 . ?
C28 C29 1.546(4) . ?
C28 C31 1.532(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.511(5) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.490(5) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33 1.0000 . ?
C33 C34 1.518(4) . ?
C33 C36 1.546(5) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.540(5) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.516(5) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38 1.0000 . ?
C38 C39 1.378(6) . ?
C38 C45 1.386(6) . ?
C39 H39 1.0000 . ?
C39 C40 1.392(6) . ?
C40 H40 1.0000 . ?
C40 C41 1.412(6) . ?
C41 H41 1.0000 . ?
C41 C42 1.428(6) . ?
C42 H42 1.0000 . ?
C42 C43 1.421(7) . ?
C43 H43 1.0000 . ?
C43 C44 1.353(6) . ?
C44 H44 1.0000 . ?
C44 C45 1.386(6) . ?
C45 H45 1.0000 . ?
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
Sm1 N1 C2 C1 179.92(15) . . . . ?
Sm1 N1 C2 C3 0.5(3) . . . . ?
Sm1 N1 C6 C7 89.4(2) . . . . ?
Sm1 N1 C6 C11 -87.3(2) . . . . ?
Sm1 N2 C4 C3 -0.2(3) . . . . ?
Sm1 N2 C4 C5 -179.50(15) . . . . ?
Sm1 N2 C22 C23 77.5(2) . . . . ?
Sm1 N2 C22 C27 -97.0(2) . . . . ?
Sm1 C38 C39 C40 -47.3(4) . . . . ?
Sm1 C38 C45 C44 49.2(4) . . . . ?
Sm1 C39 C40 C41 -48.6(4) . . . . ?
Sm1 C40 C41 C42 -49.3(4) . . . . ?
Sm1 C41 C42 C43 -48.3(4) . . . . ?
Sm1 C42 C43 C44 -47.8(4) . . . . ?
Sm1 C43 C44 C45 -48.3(4) . . . . ?
Sm1 C44 C45 C38 -49.3(4) . . . . ?
N1 C2 C3 C4 2.6(4) . . . . ?
N1 C6 C7 C8 179.8(2) . . . . ?
N1 C6 C7 C12 -3.9(3) . . . . ?
N1 C6 C11 C10 179.3(2) . . . . ?
N1 C6 C11 C17 4.0(4) . . . . ?
N2 C22 C23 C24 -174.0(2) . . . . ?
N2 C22 C23 C28 6.0(3) . . . . ?
N2 C22 C27 C26 172.0(2) . . . . ?
N2 C22 C27 C33 -8.3(4) . . . . ?
C1 C2 C3 C4 -176.8(2) . . . . ?
C2 N1 C6 C7 -95.9(2) . . . . ?
C2 N1 C6 C11 87.4(3) . . . . ?
C2 C3 C4 N2 -2.8(4) . . . . ?
C2 C3 C4 C5 176.5(2) . . . . ?
C4 N2 C22 C23 -106.8(2) . . . . ?
C4 N2 C22 C27 78.7(3) . . . . ?
C6 N1 C2 C1 6.9(3) . . . . ?
C6 N1 C2 C3 -172.5(2) . . . . ?
C6 C7 C8 C9 1.8(4) . . . . ?
C6 C7 C12 C13 -146.9(2) . . . . ?
C6 C7 C12 C15 85.6(3) . . . . ?
C6 C11 C17 C18 141.1(3) . . . . ?
C6 C11 C17 C20 -88.8(3) . . . . ?
C7 C6 C11 C10 2.6(4) . . . . ?
C7 C6 C11 C17 -172.7(3) . . . . ?
C7 C8 C9 C10 1.0(4) . . . . ?
C7 C12 C13 C14 166.3(3) . . . . ?
C7 C12 C15 C16 61.2(3) . . . . ?
C8 C7 C12 C13 29.4(3) . . . . ?
C8 C7 C12 C15 -98.1(3) . . . . ?
C8 C9 C10 C11 -2.1(4) . . . . ?
C9 C10 C11 C6 0.3(4) . . . . ?
C9 C10 C11 C17 175.7(3) . . . . ?
C10 C11 C17 C18 -34.1(4) . . . . ?
C10 C11 C17 C20 96.0(3) . . . . ?
C11 C6 C7 C8 -3.7(3) . . . . ?
C11 C6 C7 C12 172.7(2) . . . . ?
C11 C17 C18 C19 -164.5(4) . . . . ?
C11 C17 C20 C21 -54.8(4) . . . . ?
C12 C7 C8 C9 -174.6(2) . . . . ?
C13 C12 C15 C16 -66.7(3) . . . . ?
C15 C12 C13 C14 -65.0(3) . . . . ?
C18 C17 C20 C21 75.1(4) . . . . ?
C20 C17 C18 C19 64.7(5) . . . . ?
C22 N2 C4 C3 -174.2(2) . . . . ?
C22 N2 C4 C5 6.5(3) . . . . ?
C22 C23 C24 C25 1.5(4) . . . . ?
C22 C23 C28 C29 -160.1(2) . . . . ?
C22 C23 C28 C31 72.5(3) . . . . ?
C22 C27 C33 C34 87.0(3) . . . . ?
C22 C27 C33 C36 -146.3(3) . . . . ?
C23 C22 C27 C26 -2.4(4) . . . . ?
C23 C22 C27 C33 177.3(2) . . . . ?
C23 C24 C25 C26 -1.1(5) . . . . ?
C23 C28 C29 C30 169.5(3) . . . . ?
C23 C28 C31 C32 66.5(4) . . . . ?
C24 C23 C28 C29 19.9(3) . . . . ?
C24 C23 C28 C31 -107.4(3) . . . . ?
C24 C25 C26 C27 -1.1(5) . . . . ?
C25 C26 C27 C22 2.9(4) . . . . ?
C25 C26 C27 C33 -176.9(3) . . . . ?
C26 C27 C33 C34 -93.3(3) . . . . ?
C26 C27 C33 C36 33.5(4) . . . . ?
C27 C22 C23 C24 0.3(3) . . . . ?
C27 C22 C23 C28 -179.7(2) . . . . ?
C27 C33 C34 C35 -168.3(3) . . . . ?
C27 C33 C36 C37 52.9(4) . . . . ?
C28 C23 C24 C25 -178.5(3) . . . . ?
C29 C28 C31 C32 -61.7(4) . . . . ?
C31 C28 C29 C30 -62.9(4) . . . . ?
C34 C33 C36 C37 178.8(3) . . . . ?
C36 C33 C34 C35 64.2(4) . . . . ?
C38 C39 C40 Sm1 47.5(4) . . . . ?
C38 C39 C40 C41 -1.2(7) . . . . ?
C39 C38 C45 Sm1 -48.0(4) . . . . ?
C39 C38 C45 C44 1.2(6) . . . . ?
C39 C40 C41 Sm1 48.9(4) . . . . ?
C39 C40 C41 C42 -0.4(7) . . . . ?
C40 C41 C42 Sm1 49.3(4) . . . . ?
C40 C41 C42 C43 1.0(7) . . . . ?
C41 C42 C43 Sm1 48.1(4) . . . . ?
C41 C42 C43 C44 0.3(7) . . . . ?
C42 C43 C44 Sm1 47.7(4) . . . . ?
C42 C43 C44 C45 -0.7(7) . . . . ?
C43 C44 C45 Sm1 48.4(4) . . . . ?
C43 C44 C45 C38 -0.9(7) . . . . ?
C45 C38 C39 Sm1 47.8(4) . . . . ?
C45 C38 C39 C40 0.5(6) . . . . ?
