#------------------------------------------------------------------------------
#$Date: 2026-03-17 01:01:54 +0100 (Tue 17 de Mar de 2026) $
#$Revision: 305105 $
#$URL: svn://www.crystallography.net/cod/cif/7/72/07/7720712.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_7720712
loop_
_publ_author_name
'Zhai, Zhi-Min'
'Bao, Song-Song'
'Xu, Yan'
'Qian, Teng'
'Zheng, Li-Min'
_publ_section_title
;
 Chiral inversion of macroscopic helical structures in coordination
 polymers induced by lanthanide ions †
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D5DT03094C
_journal_year                    2026
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C27 H39 N3 O9 P3 Sm, H2 O'
_chemical_formula_sum            'C27 H41 N3 O10 P3 Sm'
_chemical_formula_weight         810.89
_space_group_crystal_system      hexagonal
_space_group_IT_number           170
_space_group_name_Hall           'P 65'
_space_group_name_H-M_alt        'P 65'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2025-11-28 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   15.7587(3)
_cell_length_b                   15.7587(3)
_cell_length_c                   24.2133(6)
_cell_measurement_reflns_used    9884
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      27.474
_cell_measurement_theta_min      2.248
_cell_volume                     5207.45(19)
_computing_cell_refinement       'APEX 3'
_computing_data_collection       'APEX 3'
_computing_data_reduction        "'APEX 3"
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 4K
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 with TXS'
_diffrn_measurement_method       CCD
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            39819
_diffrn_reflns_point_group_measured_fraction_full 0.934
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.249
_exptl_absorpt_coefficient_mu    1.884
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5155
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_description       rod-like
_exptl_crystal_F_000             2466
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_refine_diff_density_max         2.206
_refine_diff_density_min         -1.115
_refine_diff_density_rms         0.186
_refine_ls_abs_structure_details
;
 Flack x determined using 2378 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.019(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     386
_refine_ls_number_reflns         5743
_refine_ls_number_restraints     312
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0611
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1139P)²+30.3929P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1722
_refine_ls_wR_factor_ref         0.1776
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_full    0.868
_reflns_Friedel_fraction_max     0.868
_reflns_number_gt                5467
_reflns_number_total             5743
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt03094c2.cif
_cod_data_source_block           Sm
_cod_original_cell_volume        5207.5(2)
_cod_database_code               7720712
_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.
;
_shelx_estimated_absorpt_t_min   0.520
_shelx_estimated_absorpt_t_max   0.765
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'
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 1.02313(8) 0.02901(6) 0.09395(14) 0.0318(3) Uani 1 1 d . . . . .
P1 P 1.0076(4) 0.2020(3) 0.0399(2) 0.0479(11) Uani 1 1 d . . . . .
P2 P 0.8267(3) -0.0681(3) 0.15769(18) 0.0289(7) Uani 1 1 d . . . . .
P3 P 1.2082(3) 0.0627(4) -0.0005(2) 0.0453(10) Uani 1 1 d D U . . .
C1 C 0.8866(17) 0.1859(14) 0.0295(9) 0.061(5) Uani 1 1 d . . . . .
H1A H 0.873867 0.222202 0.058642 0.073 Uiso 1 1 calc R U . . .
H1B H 0.885073 0.214677 -0.006543 0.073 Uiso 1 1 calc R U . . .
C2 C 0.7083(18) 0.0676(19) 0.0416(10) 0.074(4) Uani 1 1 d D U . . .
H2 H 0.706003 0.079795 0.081927 0.088 Uiso 1 1 calc R U . . .
C3 C 0.6308(19) -0.040(2) 0.0317(12) 0.086(6) Uani 1 1 d . U . . .
H3A H 0.590528 -0.066494 0.065006 0.129 Uiso 1 1 calc R U . . .
H3B H 0.663168 -0.077624 0.023312 0.129 Uiso 1 1 calc R U . . .
H3C H 0.588978 -0.044209 0.000645 0.129 Uiso 1 1 calc R U . . .
C4 C 0.702(2) 0.145(2) 0.0128(10) 0.126(7) Uani 1 1 d DG U . . .
C5 C 0.6480(15) 0.1841(18) 0.0367(14) 0.217(16) Uani 1 1 d DG U . . .
H5 H 0.630835 0.172930 0.074671 0.261 Uiso 1 1 calc DR U . . .
C6 C 0.619(3) 0.239(3) 0.0049(19) 0.253(18) Uani 1 1 d DG U . . .
H6 H 0.582684 0.265325 0.021222 0.304 Uiso 1 1 calc R U . . .
C7 C 0.644(3) 0.255(3) -0.0507(18) 0.265(18) Uani 1 1 d DG U . . .
H7 H 0.624856 0.292756 -0.072359 0.318 Uiso 1 1 calc R U . . .
C8 C 0.698(3) 0.217(3) -0.0745(12) 0.215(16) Uani 1 1 d DG U . . .
H8 H 0.715180 0.227792 -0.112491 0.259 Uiso 1 1 calc R U . . .
C9 C 0.727(3) 0.162(2) -0.0427(10) 0.204(13) Uani 1 1 d DG U . . .
H9 H 0.763332 0.135396 -0.059043 0.244 Uiso 1 1 calc R U . . .
C10 C 0.7576(10) -0.2012(12) 0.1608(7) 0.039(3) Uani 1 1 d . . . . .
H10A H 0.750290 -0.220792 0.200160 0.046 Uiso 1 1 calc R U . . .
H10B H 0.691048 -0.223267 0.146243 0.046 Uiso 1 1 calc R U . . .
C11 C 0.7432(13) -0.3633(11) 0.1393(7) 0.067(4) Uani 1 1 d D U . . .
H11 H 0.755412 -0.375107 0.178325 0.080 Uiso 1 1 calc R U . . .
C12 C 0.7831(18) -0.4109(13) 0.1040(11) 0.081(6) Uani 1 1 d D U . . .
H12A H 0.853911 -0.380091 0.109919 0.122 Uiso 1 1 calc R U . . .
H12B H 0.751646 -0.480655 0.113224 0.122 Uiso 1 1 calc R U . . .
H12C H 0.770312 -0.403561 0.065133 0.122 Uiso 1 1 calc R U . . .
C13 C 0.6392(13) -0.4023(8) 0.1342(6) 0.080(5) Uani 1 1 d D U . . .
C14 C 0.5770(16) -0.4415(17) 0.1788(13) 0.121(9) Uani 1 1 d D U . . .
H14 H 0.600536 -0.444319 0.214509 0.145 Uiso 1 1 calc R U . . .
C15 C 0.479(2) -0.476(2) 0.1690(17) 0.154(12) Uani 1 1 d D U . . .
H15 H 0.436936 -0.502916 0.200184 0.185 Uiso 1 1 calc R U . . .
C16 C 0.432(3) -0.4783(19) 0.1200(11) 0.134(10) Uani 1 1 d D U . . .
H16 H 0.363734 -0.503879 0.116773 0.161 Uiso 1 1 calc R U . . .
C17 C 0.4970(14) -0.4389(16) 0.0766(13) 0.106(8) Uani 1 1 d D U . . .
H17 H 0.473434 -0.437004 0.040753 0.127 Uiso 1 1 calc R U . . .
C18 C 0.5957(12) -0.4023(12) 0.0851(9) 0.076(5) Uani 1 1 d D U . . .
H18 H 0.637613 -0.374384 0.054089 0.091 Uiso 1 1 calc R U . . .
C19 C 1.3210(10) 0.1716(11) -0.0233(7) 0.058(5) Uani 1 1 d D . . . .
H19A H 1.366714 0.198293 0.008360 0.069 Uiso 1 1 calc R U . . .
H19B H 1.352643 0.152101 -0.052045 0.069 Uiso 1 1 calc R U . . .
C20 C 1.3890(15) 0.3505(15) -0.0485(13) 0.105(6) Uani 1 1 d D U . . .
H20 H 1.401106 0.369637 -0.008675 0.126 Uiso 1 1 calc R U . . .
C21 C 1.354(2) 0.4181(16) -0.0707(14) 0.129(10) Uani 1 1 d D U . . .
H21A H 1.287580 0.396739 -0.056659 0.193 Uiso 1 1 calc R U . . .
H21B H 1.398299 0.485418 -0.058573 0.193 Uiso 1 1 calc R U . . .
H21C H 1.352084 0.415598 -0.111161 0.193 Uiso 1 1 calc R U . . .
C22 C 1.4852(16) 0.3790(11) -0.0680(9) 0.127(7) Uani 1 1 d D U . . .
C23 C 1.5623(19) 0.402(2) -0.0318(13) 0.161(12) Uani 1 1 d D U . . .
H23 H 1.550722 0.399424 0.006806 0.193 Uiso 1 1 calc R U . . .
C24 C 1.656(2) 0.430(3) -0.0507(15) 0.190(14) Uani 1 1 d D U . . .
H24 H 1.707931 0.444249 -0.025505 0.229 Uiso 1 1 calc R U . . .
C25 C 1.672(2) 0.435(3) -0.1075(16) 0.222(16) Uani 1 1 d D U . . .
H25 H 1.736553 0.455862 -0.120825 0.267 Uiso 1 1 calc R U . . .
C26 C 1.597(3) 0.412(3) -0.1453(14) 0.208(15) Uani 1 1 d D U . . .
H26 H 1.609329 0.415901 -0.183914 0.249 Uiso 1 1 calc R U . . .
C27 C 1.504(3) 0.383(2) -0.1248(11) 0.182(13) Uani 1 1 d D U . . .
H27 H 1.451364 0.365034 -0.150085 0.218 Uiso 1 1 calc R U . . .
N1 N 0.8082(13) 0.0827(13) 0.0307(6) 0.054(3) Uani 1 1 d . U . . .
H1C H 0.822555 0.050957 0.057265 0.065 Uiso 1 1 calc R U . . .
H1D H 0.807401 0.054722 -0.002321 0.065 Uiso 1 1 calc R U . . .
N2 N 0.7980(11) -0.2548(9) 0.1310(6) 0.046(3) Uani 1 1 d D U . . .
H2A H 0.861142 -0.231106 0.141928 0.055 Uiso 1 1 calc R U . . .
H2B H 0.798886 -0.242258 0.094223 0.055 Uiso 1 1 calc R U . . .
N3 N 1.3048(13) 0.2489(11) -0.0456(8) 0.068(4) Uani 1 1 d D U . . .
H3D H 1.257321 0.250247 -0.024781 0.081 Uiso 1 1 calc R U . . .
H3E H 1.280262 0.230851 -0.080306 0.081 Uiso 1 1 calc R U . . .
O1 O 1.0113(9) 0.1195(7) 0.0071(5) 0.040(3) Uani 1 1 d . . . . .
O2 O 1.0168(9) 0.1798(8) 0.1004(5) 0.048(3) Uani 1 1 d . . . . .
O3 O 1.0816(14) 0.3055(9) 0.0245(7) 0.083(5) Uani 1 1 d . . . . .
O4 O 0.9270(6) -0.0379(7) 0.1811(5) 0.029(2) Uani 1 1 d . . . . .
O5 O 0.8441(7) -0.0396(7) 0.0970(4) 0.034(2) Uani 1 1 d . . . . .
O6 O 0.7661(8) -0.0368(8) 0.1888(5) 0.038(2) Uani 1 1 d . . . . .
O7 O 1.1759(8) 0.0961(10) 0.0495(5) 0.054(3) Uani 1 1 d . U . . .
O8 O 1.2224(10) -0.0154(10) 0.0115(5) 0.063(3) Uani 1 1 d . U . . .
O9 O 1.1445(8) 0.0393(9) -0.0500(5) 0.050(3) Uani 1 1 d . U . . .
O1W O 0.259(2) 0.308(2) 0.0561(16) 0.203(17) Uani 1 1 d . . . . .
H1WA H 0.208055 0.260445 0.070030 0.305 Uiso 1 1 d R U . . .
H1WB H 0.248145 0.355015 0.049300 0.305 Uiso 1 1 d 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
O9 Sm1 O7 87.9(5) 5_665 . ?
O9 Sm1 O4 76.0(4) 5_665 6_544 ?
O7 Sm1 O4 84.0(4) . 6_544 ?
O9 Sm1 O1 87.3(4) 5_665 5_665 ?
O7 Sm1 O1 84.0(4) . 5_665 ?
O4 Sm1 O1 159.7(3) 6_544 5_665 ?
O9 Sm1 O2 162.2(4) 5_665 . ?
O7 Sm1 O2 97.1(5) . . ?
O4 Sm1 O2 121.4(4) 6_544 . ?
O1 Sm1 O2 76.3(4) 5_665 . ?
O9 Sm1 O5 102.5(4) 5_665 . ?
O7 Sm1 O5 154.2(4) . . ?
O4 Sm1 O5 76.0(3) 6_544 . ?
O1 Sm1 O5 119.6(4) 5_665 . ?
O2 Sm1 O5 80.2(4) . . ?
O9 Sm1 O4 74.7(4) 5_665 . ?
O7 Sm1 O4 147.6(4) . . ?
O4 Sm1 O4 116.7(3) 6_544 . ?
O1 Sm1 O4 68.3(3) 5_665 . ?
O2 Sm1 O4 92.6(4) . . ?
O5 Sm1 O4 58.0(3) . . ?
O9 Sm1 O1 139.7(3) 5_665 . ?
O7 Sm1 O1 73.8(4) . . ?
O4 Sm1 O1 66.8(3) 6_544 . ?
O1 Sm1 O1 124.7(3) 5_665 . ?
O2 Sm1 O1 57.7(4) . . ?
O5 Sm1 O1 83.4(4) . . ?
O4 Sm1 O1 135.9(3) . . ?
O9 Sm1 Sm1 70.4(3) 5_665 5_665 ?
O7 Sm1 Sm1 115.6(3) . 5_665 ?
O4 Sm1 Sm1 139.7(2) 6_544 5_665 ?
O1 Sm1 Sm1 37.3(3) 5_665 5_665 ?
O2 Sm1 Sm1 92.2(3) . 5_665 ?
O5 Sm1 Sm1 90.2(2) . 5_665 ?
O4 Sm1 Sm1 32.8(2) . 5_665 ?
O1 Sm1 Sm1 149.9(2) . 5_665 ?
O9 Sm1 Sm1 106.1(3) 5_665 6_544 ?
O7 Sm1 Sm1 68.5(3) . 6_544 ?
O4 Sm1 Sm1 34.8(2) 6_544 6_544 ?
O1 Sm1 Sm1 148.4(3) 5_665 6_544 ?
O2 Sm1 Sm1 91.5(3) . 6_544 ?
O5 Sm1 Sm1 85.9(2) . 6_544 ?
O4 Sm1 Sm1 142.3(2) . 6_544 ?
O1 Sm1 Sm1 33.9(2) . 6_544 ?
Sm1 Sm1 Sm1 174.086(8) 5_665 6_544 ?
O3 P1 O2 112.1(9) . . ?
O3 P1 O1 116.7(8) . . ?
O2 P1 O1 104.6(6) . . ?
O3 P1 C1 107.9(10) . . ?
O2 P1 C1 108.3(8) . . ?
O1 P1 C1 106.8(8) . . ?
O6 P2 O4 116.8(6) . . ?
O6 P2 O5 116.3(6) . . ?
O4 P2 O5 105.2(6) . . ?
O6 P2 C10 104.4(7) . . ?
O4 P2 C10 106.1(7) . . ?
O5 P2 C10 107.3(6) . . ?
O8 P3 O9 109.7(8) . . ?
O8 P3 O7 111.9(8) . . ?
O9 P3 O7 115.5(7) . . ?
O8 P3 C19 112.5(9) . . ?
O9 P3 C19 102.0(7) . . ?
O7 P3 C19 104.7(8) . . ?
N1 C1 P1 113.3(13) . . ?
N1 C1 H1A 108.9 . . ?
P1 C1 H1A 108.9 . . ?
N1 C1 H1B 108.9 . . ?
P1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C4 C2 N1 107.2(18) . . ?
C4 C2 C3 120(2) . . ?
N1 C2 C3 110.1(17) . . ?
C4 C2 H2 106.2 . . ?
N1 C2 H2 106.2 . . ?
C3 C2 H2 106.2 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C9 120.0 . . ?
C5 C4 C2 119.0(7) . . ?
C9 C4 C2 118.9(7) . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C7 C6 C5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C9 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C4 120.0 . . ?
C8 C9 H9 120.0 . . ?
C4 C9 H9 120.0 . . ?
N2 C10 P2 117.3(10) . . ?
N2 C10 H10A 108.0 . . ?
P2 C10 H10A 108.0 . . ?
N2 C10 H10B 108.0 . . ?
P2 C10 H10B 108.0 . . ?
H10A C10 H10B 107.2 . . ?
C13 C11 C12 114.7(13) . . ?
C13 C11 N2 111.1(12) . . ?
C12 C11 N2 110.8(14) . . ?
C13 C11 H11 106.6 . . ?
C12 C11 H11 106.6 . . ?
N2 C11 H11 106.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 116(2) . . ?
C18 C13 C11 122.4(12) . . ?
C14 C13 C11 121.8(13) . . ?
C13 C14 C15 117(3) . . ?
C13 C14 H14 121.7 . . ?
C15 C14 H14 121.7 . . ?
C14 C15 C16 129(4) . . ?
C14 C15 H15 115.5 . . ?
C16 C15 H15 115.5 . . ?
C17 C16 C15 112(4) . . ?
C17 C16 H16 123.8 . . ?
C15 C16 H16 123.8 . . ?
C16 C17 C18 120(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C13 C18 C17 126(2) . . ?
C13 C18 H18 117.0 . . ?
C17 C18 H18 117.0 . . ?
N3 C19 P3 113.4(11) . . ?
N3 C19 H19A 108.9 . . ?
P3 C19 H19A 108.9 . . ?
N3 C19 H19B 108.9 . . ?
P3 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C22 C20 N3 126.2(16) . . ?
C22 C20 C21 111.4(15) . . ?
N3 C20 C21 109.1(16) . . ?
C22 C20 H20 102.2 . . ?
N3 C20 H20 102.2 . . ?
C21 C20 H20 102.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 118(3) . . ?
C23 C22 C20 121.7(16) . . ?
C27 C22 C20 120.2(16) . . ?
C22 C23 C24 122(3) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C25 C24 C23 118(3) . . ?
C25 C24 H24 120.8 . . ?
C23 C24 H24 120.8 . . ?
C26 C25 C24 122(3) . . ?
C26 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?
C25 C26 C27 118(3) . . ?
C25 C26 H26 120.9 . . ?
C27 C26 H26 120.9 . . ?
C26 C27 C22 122(3) . . ?
C26 C27 H27 119.2 . . ?
C22 C27 H27 119.2 . . ?
C1 N1 C2 114.6(16) . . ?
C1 N1 H1C 108.6 . . ?
C2 N1 H1C 108.6 . . ?
C1 N1 H1D 108.6 . . ?
C2 N1 H1D 108.6 . . ?
H1C N1 H1D 107.6 . . ?
C10 N2 C11 114.9(13) . . ?
C10 N2 H2A 108.5 . . ?
C11 N2 H2A 108.5 . . ?
C10 N2 H2B 108.5 . . ?
C11 N2 H2B 108.5 . . ?
H2A N2 H2B 107.5 . . ?
C19 N3 C20 118.7(16) . . ?
C19 N3 H3D 107.6 . . ?
C20 N3 H3D 107.6 . . ?
C19 N3 H3E 107.6 . . ?
C20 N3 H3E 107.6 . . ?
H3D N3 H3E 107.1 . . ?
P1 O1 Sm1 155.3(7) . 6_544 ?
P1 O1 Sm1 95.1(5) . . ?
Sm1 O1 Sm1 108.8(4) 6_544 . ?
P1 O2 Sm1 102.5(5) . . ?
P2 O4 Sm1 147.3(6) . 5_665 ?
P2 O4 Sm1 97.7(5) . . ?
Sm1 O4 Sm1 112.4(3) 5_665 . ?
P2 O5 Sm1 99.0(5) . . ?
P3 O7 Sm1 131.3(7) . . ?
P3 O9 Sm1 138.2(7) . 6_544 ?
H1WA O1W H1WB 109.5 . . ?
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 O9 2.320(12) 5_665 ?
Sm1 O7 2.351(11) . ?
Sm1 O4 2.380(10) 6_544 ?
Sm1 O1 2.389(10) 5_665 ?
Sm1 O2 2.433(11) . ?
Sm1 O5 2.467(9) . ?
Sm1 O4 2.502(10) . ?
Sm1 O1 2.599(12) . ?
Sm1 Sm1 4.05719(12) 5_665 ?
Sm1 Sm1 4.05727(12) 6_544 ?
P1 O3 1.502(13) . ?
P1 O2 1.528(13) . ?
P1 O1 1.548(10) . ?
P1 C1 1.81(2) . ?
P2 O6 1.481(11) . ?
P2 O4 1.513(10) . ?
P2 O5 1.520(11) . ?
P2 C10 1.818(16) . ?
P3 O8 1.387(17) . ?
P3 O9 1.485(12) . ?
P3 O7 1.506(12) . ?
P3 C19 1.833(12) . ?
C1 N1 1.47(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C4 1.46(3) . ?
C2 N1 1.49(3) . ?
C2 C3 1.53(4) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.3900 . ?
C4 C9 1.3900 . ?
C5 C6 1.3900 . ?
C5 H5 0.9500 . ?
C6 C7 1.3900 . ?
C6 H6 0.9500 . ?
C7 C8 1.3900 . ?
C7 H7 0.9500 . ?
C8 C9 1.3900 . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 N2 1.48(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C13 1.439(13) . ?
C11 C12 1.47(3) . ?
C11 N2 1.495(17) . ?
C11 H11 1.0000 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.373(15) . ?
C13 C14 1.380(15) . ?
C14 C15 1.381(16) . ?
C14 H14 0.9500 . ?
C15 C16 1.385(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.377(16) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(15) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 N3 1.47(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C22 1.429(17) . ?
C20 N3 1.486(19) . ?
C20 C21 1.53(3) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.390(11) . ?
C22 C27 1.402(16) . ?
C23 C24 1.396(16) . ?
C23 H23 0.9500 . ?
C24 C25 1.393(16) . ?
C24 H24 0.9500 . ?
C25 C26 1.392(16) . ?
C25 H25 0.9500 . ?
C26 C27 1.397(16) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
N1 H1C 0.9100 . ?
N1 H1D 0.9100 . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N3 H3D 0.9100 . ?
N3 H3E 0.9100 . ?
O1W H1WA 0.8509 . ?
O1W H1WB 0.8508 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1C O5 0.91 1.89 2.776(18) 164.6 . yes
N1 H1D O2 0.91 1.80 2.697(18) 166.4 6_544 yes
N2 H2A O8 0.91 2.18 3.04(2) 156.1 5_665 yes
N2 H2B O6 0.91 1.75 2.653(18) 171.1 6_544 yes
N3 H3E O8 0.91 1.91 2.81(2) 167.6 6_544 yes
N3 H3D O1W 0.91 2.16 2.85(3) 132.5 1_655 yes
O1W H1WA O7 0.85 2.43 2.92(3) 117.7 1_455 yes
O1W H1WB O3 0.85 2.41 2.88(5) 115.2 1_455 yes
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
O3 P1 C1 N1 166.7(14) . . . . ?
O2 P1 C1 N1 -71.8(15) . . . . ?
O1 P1 C1 N1 40.4(15) . . . . ?
N1 C2 C4 C5 -145(2) . . . . ?
C3 C2 C4 C5 89(2) . . . . ?
N1 C2 C4 C9 51(2) . . . . ?
C3 C2 C4 C9 -75(2) . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C2 C4 C5 C6 -164(3) . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C8 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C4 0.0 . . . . ?
C5 C4 C9 C8 0.0 . . . . ?
C2 C4 C9 C8 164(3) . . . . ?
O6 P2 C10 N2 177.4(11) . . . . ?
O4 P2 C10 N2 -58.6(13) . . . . ?
O5 P2 C10 N2 53.5(14) . . . . ?
C12 C11 C13 C18 -59.6(17) . . . . ?
N2 C11 C13 C18 67.0(14) . . . . ?
C12 C11 C13 C14 120.9(17) . . . . ?
N2 C11 C13 C14 -112.4(14) . . . . ?
C18 C13 C14 C15 0.4(11) . . . . ?
C11 C13 C14 C15 179.8(8) . . . . ?
C13 C14 C15 C16 0(2) . . . . ?
C14 C15 C16 C17 0(2) . . . . ?
C15 C16 C17 C18 -1(2) . . . . ?
C14 C13 C18 C17 -1.2(16) . . . . ?
C11 C13 C18 C17 179.3(11) . . . . ?
C16 C17 C18 C13 2(2) . . . . ?
O8 P3 C19 N3 169.7(12) . . . . ?
O9 P3 C19 N3 52.2(14) . . . . ?
O7 P3 C19 N3 -68.5(14) . . . . ?
N3 C20 C22 C23 -101(3) . . . . ?
C21 C20 C22 C23 122(2) . . . . ?
N3 C20 C22 C27 78(3) . . . . ?
C21 C20 C22 C27 -59(2) . . . . ?
C27 C22 C23 C24 0.6(11) . . . . ?
C20 C22 C23 C24 179.7(8) . . . . ?
C22 C23 C24 C25 1.2(18) . . . . ?
C23 C24 C25 C26 -2(2) . . . . ?
C24 C25 C26 C27 0(3) . . . . ?
C25 C26 C27 C22 2(2) . . . . ?
C23 C22 C27 C26 -2.1(18) . . . . ?
C20 C22 C27 C26 178.8(12) . . . . ?
P1 C1 N1 C2 160.1(14) . . . . ?
C4 C2 N1 C1 38(2) . . . . ?
C3 C2 N1 C1 169.9(19) . . . . ?
P2 C10 N2 C11 174.5(11) . . . . ?
C13 C11 N2 C10 45.8(17) . . . . ?
C12 C11 N2 C10 174.6(16) . . . . ?
P3 C19 N3 C20 160.5(17) . . . . ?
C22 C20 N3 C19 45(3) . . . . ?
C21 C20 N3 C19 -178(2) . . . . ?
O3 P1 O1 Sm1 -68(2) . . . 6_544 ?
O2 P1 O1 Sm1 167.6(15) . . . 6_544 ?
C1 P1 O1 Sm1 52.9(18) . . . 6_544 ?
O3 P1 O1 Sm1 126.4(9) . . . . ?
O2 P1 O1 Sm1 1.9(7) . . . . ?
C1 P1 O1 Sm1 -112.8(7) . . . . ?
O3 P1 O2 Sm1 -129.5(9) . . . . ?
O1 P1 O2 Sm1 -2.1(7) . . . . ?
C1 P1 O2 Sm1 111.6(7) . . . . ?
O6 P2 O4 Sm1 26.3(14) . . . 5_665 ?
O5 P2 O4 Sm1 157.0(10) . . . 5_665 ?
C10 P2 O4 Sm1 -89.5(12) . . . 5_665 ?
O6 P2 O4 Sm1 -131.2(6) . . . . ?
O5 P2 O4 Sm1 -0.6(5) . . . . ?
C10 P2 O4 Sm1 112.9(6) . . . . ?
O6 P2 O5 Sm1 131.5(5) . . . . ?
O4 P2 O5 Sm1 0.6(6) . . . . ?
C10 P2 O5 Sm1 -112.1(6) . . . . ?
O8 P3 O7 Sm1 -76.9(12) . . . . ?
O9 P3 O7 Sm1 49.7(14) . . . . ?
C19 P3 O7 Sm1 161.0(10) . . . . ?
O8 P3 O9 Sm1 119.6(12) . . . 6_544 ?
O7 P3 O9 Sm1 -8.1(15) . . . 6_544 ?
C19 P3 O9 Sm1 -120.9(12) . . . 6_544 ?
