#------------------------------------------------------------------------------
#$Date: 2016-02-20 21:30:07 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/22/2222288.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2222288
loop_
_publ_author_name
'Sun, Wen-Bin'
'Yan, Peng-Fei'
'Li, Hong-Feng'
'Gao, Ting'
'Li, Guang-Ming'
_publ_section_title
(Acetone-2κO){μ-6,6'-dimethoxy-2,2'-[propane-1,2-diylbis(nitrilomethylidyne)]diphenolato-κ⁸1:2O⁶,O¹,O^1'^,O^6'^:O¹,N,N',O^1'^}tris(nitrato-1κ²O,O')copper(II)samarium(III)
_journal_coeditor_code           CV2575
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m840
_journal_page_last               m841
_journal_paper_doi               10.1107/S160053680902399X
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu Sm (C19 H20 N2 O4) (N O3)3 (C3 H6 O)]'
_chemical_formula_moiety         'C22 H25 Cu N5 O14 Sm'
_chemical_formula_sum            'C22 H25 Cu N5 O14 Sm'
_chemical_formula_weight         797.38
_chemical_name_systematic
;
(Acetone-2κO){μ-6,6'-dimethoxy-2,2'-[propane-1,2-
diylbis(nitrilomethylidyne)]diphenolato-
κ⁸1:2O⁶,O¹,O^1'^,O^6'^:
O¹,N,N',O^1'^}tris(nitrato-
1κ²O,O')copper(II)samarium(III)
;
_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                 95.320(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.882(4)
_cell_length_b                   18.868(5)
_cell_length_c                   15.631(5)
_cell_measurement_reflns_used    23031
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.99
_cell_volume                     2901.9(17)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28125
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.99
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.812
_exptl_absorpt_correction_T_max  0.5002
_exptl_absorpt_correction_T_min  0.4037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1580
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.29
_refine_diff_density_max         1.025
_refine_diff_density_min         -0.737
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6634
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0469P)²+1.8845P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0877
_reflns_number_gt                5584
_reflns_number_total             6634
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2575.cif
_cod_data_source_block           I
_cod_original_cell_volume        2901.9(16)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2222288
_cod_database_fobs_code          2222288
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C8' 0.1263(19) 0.1131(8) 0.6707(10) 0.071(4) Uani d PDU 0.326(10) A 2
H H4' 0.0359 0.1213 0.6897 0.086 Uiso calc PR 0.326(10) A 2
C C9' 0.145(3) 0.0470(10) 0.6393(18) 0.150(11) Uani d PDU 0.326(10) A 2
H H5A 0.1310 0.0479 0.5778 0.225 Uiso d PR 0.326(10) A 2
H H6A 0.0817 0.0149 0.6615 0.225 Uiso d PR 0.326(10) A 2
H H7A 0.2362 0.0315 0.6566 0.225 Uiso d PR 0.326(10) A 2
C C10' 0.1389(17) 0.1317(7) 0.5793(11) 0.051(4) Uani d PU 0.326(10) A 2
H H8A 0.0701 0.1072 0.5421 0.061 Uiso calc PR 0.326(10) A 2
H H9A 0.2277 0.1182 0.5631 0.061 Uiso calc PR 0.326(10) A 2
C C8 0.1982(10) 0.1147(4) 0.6338(6) 0.075(2) Uani d PDU 0.674(10) A 1
H H4 0.1715 0.0691 0.6569 0.091 Uiso calc PR 0.674(10) A 1
C C9 0.2955(13) 0.1009(7) 0.5751(7) 0.129(4) Uani d PDU 0.674(10) A 1
H H5 0.3049 0.1418 0.5397 0.193 Uiso calc PR 0.674(10) A 1
H H6 0.2663 0.0612 0.5396 0.193 Uiso calc PR 0.674(10) A 1
H H7 0.3815 0.0902 0.6062 0.193 Uiso calc PR 0.674(10) A 1
C C10 0.0731(13) 0.1457(5) 0.5815(8) 0.096(4) Uani d P 0.674(10) A 1
H H8 0.0545 0.1216 0.5268 0.115 Uiso calc PR 0.674(10) A 1
H H9 -0.0069 0.1437 0.6130 0.115 Uiso calc PR 0.674(10) A 1
Sm Sm1 0.28473(2) 0.426361(8) 0.751802(10) 0.03909(7) Uani d . 1 . .
Cu Cu 0.20496(6) 0.25917(2) 0.67412(3) 0.05590(14) Uani d . 1 A .
O O1 0.3107(3) 0.30109(12) 0.76905(17) 0.0528(7) Uani d . 1 . .
O O2 0.4514(3) 0.37744(13) 0.87833(16) 0.0527(7) Uani d . 1 . .
O O3 0.1956(3) 0.35392(13) 0.63401(16) 0.0525(7) Uani d . 1 . .
O O4 0.2338(3) 0.48443(14) 0.59859(16) 0.0512(6) Uani d . 1 A .
O O5 0.4888(3) 0.39591(16) 0.6739(2) 0.0659(8) Uani d . 1 . .
O O6 0.6496(5) 0.4695(2) 0.6546(3) 0.1085(16) Uani d . 1 . .
O O7 0.4919(3) 0.49733(14) 0.7349(2) 0.0609(7) Uani d . 1 . .
O O8 0.2232(4) 0.55708(17) 0.7635(2) 0.0720(10) Uani d . 1 . .
O O9 0.2694(5) 0.62299(18) 0.8738(3) 0.1104(17) Uani d . 1 . .
O O10 0.3179(5) 0.51210(16) 0.87669(19) 0.0808(11) Uani d . 1 . .
O O11 0.1305(5) 0.3903(3) 0.8594(3) 0.0988(13) Uani d . 1 . .
O O12 -0.0836(5) 0.4062(3) 0.8508(4) 0.132(2) Uani d DU 1 . .
O O13 0.0338(4) 0.4383(2) 0.7491(3) 0.0904(12) Uani d . 1 . .
O O14 -0.0249(4) 0.25774(19) 0.7448(2) 0.0749(9) Uani d . 1 . .
N N1 0.2387(5) 0.16408(19) 0.7111(3) 0.0851(14) Uani d . 1 . .
N N2 0.1181(5) 0.2182(2) 0.5703(3) 0.0780(13) Uani d . 1 . .
N N3 0.5473(4) 0.45422(18) 0.6863(2) 0.0566(8) Uani d . 1 . .
N N4 0.2711(4) 0.56584(17) 0.8385(2) 0.0606(10) Uani d . 1 . .
N N5 0.0199(5) 0.4123(2) 0.8212(3) 0.0754(12) Uani d DU 1 . .
C C1 0.3693(4) 0.26602(18) 0.8360(3) 0.0465(8) Uani d . 1 A .
C C2 0.4440(4) 0.30587(19) 0.8984(2) 0.0494(9) Uani d . 1 . .
C C3 0.5035(5) 0.2754(3) 0.9723(3) 0.0700(13) Uani d . 1 . .
H H1 0.5525 0.3028 1.0138 0.084 Uiso calc R 1 . .
C C4 0.4889(6) 0.2021(3) 0.9838(4) 0.0815(16) Uani d . 1 . .
H H2 0.5252 0.1809 1.0346 0.098 Uiso calc R 1 . .
C C5 0.4224(5) 0.1622(2) 0.9217(4) 0.0770(15) Uani d . 1 A .
H H3 0.4164 0.1135 0.9298 0.092 Uiso calc R 1 . .
C C6 0.3628(4) 0.1918(2) 0.8460(3) 0.0559(10) Uani d . 1 . .
C C7 0.3007(5) 0.1443(2) 0.7817(4) 0.0759(15) Uani d . 1 A .
C C11 0.0826(6) 0.2515(3) 0.5020(3) 0.0829(16) Uani d . 1 A .
H H10 0.0442 0.2253 0.4555 0.099 Uiso calc R 1 . .
C C12 0.0966(5) 0.3270(3) 0.4898(3) 0.0638(12) Uani d . 1 . .
C C13 0.0536(5) 0.3555(4) 0.4084(3) 0.0800(16) Uani d . 1 A .
H H11 0.0141 0.3258 0.3656 0.096 Uiso calc R 1 . .
C C14 0.0686(6) 0.4248(3) 0.3915(3) 0.0792(16) Uani d . 1 . .
H H12 0.0377 0.4423 0.3375 0.095 Uiso calc R 1 A .
C C15 0.1281(5) 0.4698(3) 0.4517(2) 0.0652(12) Uani d . 1 A .
H H13 0.1398 0.5174 0.4387 0.078 Uiso calc R 1 . .
C C16 0.1710(4) 0.4441(2) 0.5324(2) 0.0508(9) Uani d . 1 . .
C C17 0.1542(4) 0.3732(2) 0.5535(2) 0.0511(9) Uani d . 1 A .
C C18 0.2810(6) 0.5531(2) 0.5755(3) 0.0662(12) Uani d . 1 . .
H H14 0.2046 0.5825 0.5569 0.099 Uiso calc R 1 A .
H H15 0.3388 0.5484 0.5298 0.099 Uiso calc R 1 . .
H H16 0.3311 0.5744 0.6245 0.099 Uiso calc R 1 . .
C C19 0.5576(6) 0.4172(2) 0.9257(3) 0.0725(14) Uani d . 1 . .
H H17 0.5695 0.4616 0.8975 0.109 Uiso calc R 1 . .
H H18 0.6409 0.3907 0.9283 0.109 Uiso calc R 1 . .
H H19 0.5335 0.4257 0.9829 0.109 Uiso calc R 1 . .
C C20 -0.2540(7) 0.2557(4) 0.7781(5) 0.108(2) Uani d . 1 . .
H H20 -0.3030 0.2983 0.7886 0.162 Uiso calc R 1 . .
H H21 -0.2161 0.2362 0.8319 0.162 Uiso calc R 1 . .
H H22 -0.3149 0.2218 0.7493 0.162 Uiso calc R 1 . .
C C21 -0.1422(5) 0.2722(2) 0.7232(3) 0.0635(11) Uani d . 1 . .
C C22 -0.1820(6) 0.3064(3) 0.6394(4) 0.0856(16) Uani d . 1 . .
H H23 -0.2482 0.3426 0.6467 0.128 Uiso calc R 1 . .
H H24 -0.2203 0.2715 0.5995 0.128 Uiso calc R 1 . .
H H25 -0.1035 0.3272 0.6177 0.128 Uiso calc R 1 . .
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'
Cu Cu 0.3201 1.2651 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C9' C8' C10' . . 81.1(16) ?
C9' C8' N1 . . 126.6(19) ?
C10' C8' N1 . . 97.1(12) ?
C9' C8' H4' . . 114.5 ?
C10' C8' H4' . . 114.5 ?
N1 C8' H4' . . 114.5 ?
C8' C9' H5A . . 109.4 ?
C8' C9' H6A . . 109.4 ?
H5A C9' H6A . . 109.5 ?
C8' C9' H7A . . 109.6 ?
H5A C9' H7A . . 109.5 ?
H6A C9' H7A . . 109.5 ?
C8' C10' N2 . . 107.2(10) ?
C8' C10' H8A . . 110.3 ?
N2 C10' H8A . . 110.3 ?
C8' C10' H9A . . 110.3 ?
N2 C10' H9A . . 110.3 ?
H8A C10' H9A . . 108.5 ?
C9 C8 C10 . . 106.7(10) ?
C9 C8 N1 . . 118.4(8) ?
C10 C8 N1 . . 109.0(6) ?
C9 C8 H4 . . 107.4 ?
C10 C8 H4 . . 107.4 ?
N1 C8 H4 . . 107.4 ?
N2 C10 C8 . . 100.5(8) ?
N2 C10 H8 . . 111.7 ?
C8 C10 H8 . . 111.7 ?
N2 C10 H9 . . 111.7 ?
C8 C10 H9 . . 111.7 ?
H8 C10 H9 . . 109.4 ?
O1 Sm1 O3 . . 63.26(9) ?
O1 Sm1 O11 . . 73.56(14) ?
O3 Sm1 O11 . . 99.22(14) ?
O1 Sm1 O7 . . 117.70(10) ?
O3 Sm1 O7 . . 118.33(10) ?
O11 Sm1 O7 . . 142.13(14) ?
O1 Sm1 O13 . . 100.85(12) ?
O3 Sm1 O13 . . 75.16(13) ?
O11 Sm1 O13 . . 50.10(14) ?
O7 Sm1 O13 . . 141.33(11) ?
O1 Sm1 O5 . . 75.31(10) ?
O3 Sm1 O5 . . 75.62(10) ?
O11 Sm1 O5 . . 147.14(14) ?
O7 Sm1 O5 . . 50.62(9) ?
O13 Sm1 O5 . . 148.77(13) ?
O1 Sm1 O10 . . 122.67(9) ?
O3 Sm1 O10 . . 165.75(12) ?
O11 Sm1 O10 . . 72.23(16) ?
O7 Sm1 O10 . . 71.85(12) ?
O13 Sm1 O10 . . 90.71(15) ?
O5 Sm1 O10 . . 117.81(13) ?
O1 Sm1 O8 . . 166.37(12) ?
O3 Sm1 O8 . . 122.28(10) ?
O11 Sm1 O8 . . 92.93(15) ?
O7 Sm1 O8 . . 71.98(12) ?
O13 Sm1 O8 . . 70.68(14) ?
O5 Sm1 O8 . . 117.56(12) ?
O10 Sm1 O8 . . 48.83(10) ?
O1 Sm1 O2 . . 60.88(8) ?
O3 Sm1 O2 . . 122.66(9) ?
O11 Sm1 O2 . . 76.89(13) ?
O7 Sm1 O2 . . 78.67(10) ?
O13 Sm1 O2 . . 126.90(12) ?
O5 Sm1 O2 . . 79.01(11) ?
O10 Sm1 O2 . . 67.43(9) ?
O8 Sm1 O2 . . 115.05(9) ?
O1 Sm1 O4 . . 121.49(9) ?
O3 Sm1 O4 . . 60.90(9) ?
O11 Sm1 O4 . . 130.92(13) ?
O7 Sm1 O4 . . 76.65(10) ?
O13 Sm1 O4 . . 80.85(12) ?
O5 Sm1 O4 . . 75.50(11) ?
O10 Sm1 O4 . . 115.74(9) ?
O8 Sm1 O4 . . 68.73(9) ?
O2 Sm1 O4 . . 152.18(10) ?
O1 Sm1 Cu . . 32.10(6) ?
O3 Sm1 Cu . . 31.84(6) ?
O11 Sm1 Cu . . 81.50(12) ?
O7 Sm1 Cu . . 128.37(6) ?
O13 Sm1 Cu . . 83.23(11) ?
O5 Sm1 Cu . . 77.75(7) ?
O10 Sm1 Cu . . 149.93(8) ?
O8 Sm1 Cu . . 149.58(8) ?
O2 Sm1 Cu . . 92.91(6) ?
O4 Sm1 Cu . . 92.42(6) ?
O3 Cu N1 . . 172.44(19) ?
O3 Cu O1 . . 82.66(11) ?
N1 Cu O1 . . 94.96(16) ?
O3 Cu N2 . . 95.50(16) ?
N1 Cu N2 . . 86.0(2) ?
O1 Cu N2 . . 172.76(17) ?
O3 Cu O14 . . 97.58(12) ?
N1 Cu O14 . . 89.80(18) ?
O1 Cu O14 . . 96.32(13) ?
N2 Cu O14 . . 90.86(17) ?
O3 Cu Sm1 . . 41.83(7) ?
N1 Cu Sm1 . . 136.67(14) ?
O1 Cu Sm1 . . 41.80(7) ?
N2 Cu Sm1 . . 137.23(14) ?
O14 Cu Sm1 . . 92.28(8) ?
C1 O1 Cu . . 125.1(2) ?
C1 O1 Sm1 . . 128.1(2) ?
Cu O1 Sm1 . . 106.11(11) ?
C2 O2 C19 . . 116.2(3) ?
C2 O2 Sm1 . . 118.0(2) ?
C19 O2 Sm1 . . 125.6(2) ?
C17 O3 Cu . . 124.7(2) ?
C17 O3 Sm1 . . 128.8(2) ?
Cu O3 Sm1 . . 106.33(11) ?
C16 O4 C18 . . 116.3(3) ?
C16 O4 Sm1 . . 119.0(2) ?
C18 O4 Sm1 . . 124.3(2) ?
N3 O5 Sm1 . . 96.0(2) ?
N3 O7 Sm1 . . 97.1(2) ?
N4 O8 Sm1 . . 97.2(2) ?
N4 O10 Sm1 . . 97.8(2) ?
N5 O11 Sm1 . . 98.6(3) ?
N5 O13 Sm1 . . 98.2(3) ?
C21 O14 Cu . . 136.6(3) ?
C7 N1 C8 . . 124.8(5) ?
C7 N1 C8' . . 116.1(7) ?
C8 N1 C8' . . 35.8(6) ?
C7 N1 Cu . . 126.8(3) ?
C8 N1 Cu . . 107.7(4) ?
C8' N1 Cu . . 111.1(6) ?
C11 N2 C10 . . 120.5(6) ?
C11 N2 C10' . . 126.1(7) ?
C10 N2 C10' . . 25.3(6) ?
C11 N2 Cu . . 125.5(3) ?
C10 N2 Cu . . 113.2(5) ?
C10' N2 Cu . . 106.4(7) ?
O6 N3 O5 . . 122.8(4) ?
O6 N3 O7 . . 121.2(4) ?
O5 N3 O7 . . 115.9(3) ?
O9 N4 O8 . . 122.1(4) ?
O9 N4 O10 . . 121.8(4) ?
O8 N4 O10 . . 116.1(3) ?
O12 N5 O13 . . 124.8(6) ?
O12 N5 O11 . . 122.1(6) ?
O13 N5 O11 . . 113.1(4) ?
O1 C1 C2 . . 116.7(3) ?
O1 C1 C6 . . 124.2(4) ?
C2 C1 C6 . . 119.1(4) ?
C3 C2 C1 . . 121.5(4) ?
C3 C2 O2 . . 124.7(4) ?
C1 C2 O2 . . 113.8(3) ?
C2 C3 C4 . . 118.7(5) ?
C2 C3 H1 . . 120.7 ?
C4 C3 H1 . . 120.7 ?
C5 C4 C3 . . 120.4(4) ?
C5 C4 H2 . . 119.8 ?
C3 C4 H2 . . 119.8 ?
C4 C5 C6 . . 121.9(4) ?
C4 C5 H3 . . 119.1 ?
C6 C5 H3 . . 119.1 ?
C5 C6 C1 . . 118.3(4) ?
C5 C6 C7 . . 117.6(4) ?
C1 C6 C7 . . 124.1(4) ?
N1 C7 C6 . . 124.4(4) ?
N2 C11 C12 . . 125.5(4) ?
N2 C11 H10 . . 117.2 ?
C12 C11 H10 . . 117.2 ?
C17 C12 C13 . . 118.1(5) ?
C17 C12 C11 . . 123.8(4) ?
C13 C12 C11 . . 118.1(4) ?
C14 C13 C12 . . 121.2(5) ?
C14 C13 H11 . . 119.4 ?
C12 C13 H11 . . 119.4 ?
C13 C14 C15 . . 121.3(5) ?
C13 C14 H12 . . 119.4 ?
C15 C14 H12 . . 119.4 ?
C14 C15 C16 . . 119.3(5) ?
C14 C15 H13 . . 120.3 ?
C16 C15 H13 . . 120.3 ?
C15 C16 O4 . . 124.6(4) ?
C15 C16 C17 . . 121.4(4) ?
O4 C16 C17 . . 114.0(3) ?
O3 C17 C16 . . 116.8(3) ?
O3 C17 C12 . . 124.6(4) ?
C16 C17 C12 . . 118.6(4) ?
O4 C18 H14 . . 109.5 ?
O4 C18 H15 . . 109.5 ?
H14 C18 H15 . . 109.5 ?
O4 C18 H16 . . 109.5 ?
H14 C18 H16 . . 109.5 ?
H15 C18 H16 . . 109.5 ?
O2 C19 H17 . . 109.5 ?
O2 C19 H18 . . 109.5 ?
H17 C19 H18 . . 109.5 ?
O2 C19 H19 . . 109.5 ?
H17 C19 H19 . . 109.5 ?
H18 C19 H19 . . 109.5 ?
C21 C20 H20 . . 109.5 ?
C21 C20 H21 . . 109.5 ?
H20 C20 H21 . . 109.5 ?
C21 C20 H22 . . 109.5 ?
H20 C20 H22 . . 109.5 ?
H21 C20 H22 . . 109.5 ?
O14 C21 C22 . . 121.1(5) ?
O14 C21 C20 . . 122.2(5) ?
C22 C21 C20 . . 116.7(5) ?
C21 C22 H23 . . 109.5 ?
C21 C22 H24 . . 109.5 ?
H23 C22 H24 . . 109.5 ?
C21 C22 H25 . . 109.5 ?
H23 C22 H25 . . 109.5 ?
H24 C22 H25 . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C8' C9' . 1.358(10) ?
C8' C10' . 1.49(2) ?
C8' N1 . 1.559(17) ?
C8' H4' . 0.9800 ?
C9' H5A . 0.9600 ?
C9' H6A . 0.9600 ?
C9' H7A . 0.9600 ?
C10' N2 . 1.648(15) ?
C10' H8A . 0.9700 ?
C10' H9A . 0.9700 ?
C8 C9 . 1.414(9) ?
C8 C10 . 1.533(15) ?
C8 N1 . 1.549(9) ?
C8 H4 . 0.9800 ?
C9 H5 . 0.9600 ?
C9 H6 . 0.9600 ?
C9 H7 . 0.9600 ?
C10 N2 . 1.455(12) ?
C10 H8 . 0.9700 ?
C10 H9 . 0.9700 ?
Sm1 O1 . 2.390(2) ?
Sm1 O3 . 2.394(2) ?
Sm1 O11 . 2.467(4) ?
Sm1 O7 . 2.481(3) ?
Sm1 O13 . 2.486(4) ?
Sm1 O5 . 2.517(3) ?
Sm1 O10 . 2.533(3) ?
Sm1 O8 . 2.551(3) ?
Sm1 O2 . 2.621(3) ?
Sm1 O4 . 2.639(3) ?
Sm1 Cu . 3.4452(9) ?
Cu O3 . 1.894(3) ?
Cu N1 . 1.905(4) ?
Cu O1 . 1.906(3) ?
Cu N2 . 1.926(4) ?
Cu O14 . 2.616(4) ?
O1 C1 . 1.325(4) ?
O2 C2 . 1.390(4) ?
O2 C19 . 1.438(5) ?
O3 C17 . 1.337(4) ?
O4 C16 . 1.384(5) ?
O4 C18 . 1.435(5) ?
O5 N3 . 1.250(5) ?
O6 N3 . 1.202(5) ?
O7 N3 . 1.271(4) ?
O8 N4 . 1.234(4) ?
O9 N4 . 1.212(4) ?
O10 N4 . 1.243(4) ?
O11 N5 . 1.266(6) ?
O12 N5 . 1.166(5) ?
O13 N5 . 1.249(6) ?
O14 C21 . 1.208(6) ?
N1 C7 . 1.267(7) ?
N2 C11 . 1.261(7) ?
C1 C2 . 1.388(5) ?
C1 C6 . 1.412(5) ?
C2 C3 . 1.373(5) ?
C3 C4 . 1.405(7) ?
C3 H1 . 0.9300 ?
C4 C5 . 1.350(8) ?
C4 H2 . 0.9300 ?
C5 C6 . 1.389(6) ?
C5 H3 . 0.9300 ?
C6 C7 . 1.441(7) ?
C11 C12 . 1.444(8) ?
C11 H10 . 0.9300 ?
C12 C17 . 1.404(5) ?
C12 C13 . 1.410(7) ?
C13 C14 . 1.346(8) ?
C13 H11 . 0.9300 ?
C14 C15 . 1.361(7) ?
C14 H12 . 0.9300 ?
C15 C16 . 1.380(5) ?
C15 H13 . 0.9300 ?
C16 C17 . 1.392(6) ?
C18 H14 . 0.9600 ?
C18 H15 . 0.9600 ?
C18 H16 . 0.9600 ?
C19 H17 . 0.9600 ?
C19 H18 . 0.9600 ?
C19 H19 . 0.9600 ?
C20 C21 . 1.495(8) ?
C20 H20 . 0.9600 ?
C20 H21 . 0.9600 ?
C20 H22 . 0.9600 ?
C21 C22 . 1.479(7) ?
C22 H23 . 0.9600 ?
C22 H24 . 0.9600 ?
C22 H25 . 0.9600 ?
