#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:07:42 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179468 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/65/4336552.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_4336552
loop_
_publ_author_name
'Aleksandra Gerus'
'Katarzyna Ślepokura'
'Jerzy Lisowski'
_publ_contact_author_address
;
Department of Chemistry, 
University of Wroclaw, 
14 F. Joliot-Curie
50-383 Wroclaw,
Poland
;
_publ_contact_author_email       jerzy.lisowski@chem.uni.wroc.pl
_publ_contact_author_fax         '+48 71 3282348'
_publ_contact_author_name        'Jerzy Lisowski'
_publ_contact_author_phone       '+48 71 3757252'
_publ_section_title
;
 Anion and Solvent Induced Chirality Inversion in Macrocyclic Lanthanide
 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12450
_journal_page_last               12460
_journal_paper_doi               10.1021/ic401437r
_journal_volume                  52
_journal_year                    2013
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C26 H42 N6 O2 Tm, 3(N O3), H2 O'
_chemical_formula_sum            'C26 H44 N9 O12 Tm'
_chemical_formula_weight         843.63
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     isomor
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.692(3)
_cell_length_b                   12.469(3)
_cell_length_c                   24.045(6)
_cell_measurement_reflns_used    28297
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      38.50
_cell_measurement_theta_min      4.70
_cell_volume                     3205.6(14)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
;
Xcalibur PX kappa-geometry diffractometer with an Onyx CCD camera
;
_diffrn_measurement_method       'omega and phi scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            32691
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.996
_diffrn_reflns_theta_min         4.710
_diffrn_source                   'Enhance (Mo) x-ray Source'
_exptl_absorpt_coefficient_mu    2.844
_exptl_absorpt_correction_T_max  0.863
_exptl_absorpt_correction_T_min  0.576
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_description       plate
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details
;
 Flack x determined using 3240 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.027(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         7702
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0157
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0220P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0357
_refine_ls_wR_factor_ref         0.0360
_reflns_Friedel_coverage         0.791
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                7462
_reflns_number_total             7702
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic401437r_si_002_4.cif
_cod_data_source_block           aku4abs
_cod_database_code               4336552
#BEGIN Tags that were not found in dictionaries:
_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   0.445
_shelx_estimated_absorpt_t_max   0.871
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Tm1 Tm 0.59777(2) 0.51581(2) 0.62081(2) 0.00890(3) Uani 1 1 d . .
N1 N 0.4263(2) 0.61364(18) 0.66120(10) 0.0101(5) Uani 1 1 d . .
N2 N 0.4173(2) 0.40085(18) 0.64660(10) 0.0109(5) Uani 1 1 d . .
H2N H 0.4507 0.3277 0.6550 0.013 Uiso 1 1 calc R U
N3 N 0.4484(2) 0.5081(2) 0.54284(9) 0.0108(5) Uani 1 1 d . .
H3N H 0.3820 0.5622 0.5512 0.013 Uiso 1 1 calc R U
N4 N 0.7055(2) 0.5135(2) 0.53219(9) 0.0108(4) Uani 1 1 d . .
N5 N 0.8201(2) 0.56371(18) 0.62746(11) 0.0114(5) Uani 1 1 d . .
H5N H 0.8498 0.5407 0.6650 0.014 Uiso 1 1 calc R U
N6 N 0.6202(2) 0.70968(18) 0.60387(10) 0.0104(5) Uani 1 1 d . .
H6N H 0.6465 0.7191 0.5643 0.013 Uiso 1 1 calc R U
C1 C 0.4207(3) 0.7211(2) 0.65641(12) 0.0115(6) Uani 1 1 d . .
C2 C 0.3393(3) 0.7820(3) 0.68827(13) 0.0157(6) Uani 1 1 d . .
H2 H 0.3377 0.8579 0.6849 0.019 Uiso 1 1 calc R U
C3 C 0.2606(3) 0.7305(3) 0.72490(14) 0.0175(6) Uani 1 1 d . .
H3 H 0.2055 0.7708 0.7478 0.021 Uiso 1 1 calc R U
C4 C 0.2621(3) 0.6191(2) 0.72825(13) 0.0159(6) Uani 1 1 d . .
H4 H 0.2061 0.5823 0.7522 0.019 Uiso 1 1 calc R U
C5 C 0.3468(3) 0.5630(2) 0.69597(13) 0.0123(6) Uani 1 1 d . .
C6 C 0.3581(3) 0.4420(2) 0.69790(13) 0.0122(6) Uani 1 1 d . .
H6A H 0.4089 0.4208 0.7305 0.015 Uiso 1 1 calc R U
H6B H 0.2739 0.4099 0.7021 0.015 Uiso 1 1 calc R U
C7 C 0.3240(3) 0.3892(2) 0.60119(12) 0.0108(6) Uani 1 1 d . .
H7 H 0.2617 0.4485 0.6053 0.013 Uiso 1 1 calc R U
C8 C 0.2529(3) 0.2829(2) 0.60545(13) 0.0135(6) Uani 1 1 d . .
H8A H 0.3123 0.2225 0.6011 0.016 Uiso 1 1 calc R U
H8B H 0.2139 0.2770 0.6427 0.016 Uiso 1 1 calc R U
C9 C 0.1524(3) 0.2755(3) 0.56092(14) 0.0173(7) Uani 1 1 d . .
H9A H 0.1080 0.2061 0.5642 0.021 Uiso 1 1 calc R U
H9B H 0.0907 0.3338 0.5662 0.021 Uiso 1 1 calc R U
C10 C 0.2111(3) 0.2849(2) 0.50363(14) 0.0187(7) Uani 1 1 d . .
H10A H 0.1445 0.2835 0.4750 0.022 Uiso 1 1 calc R U
H10B H 0.2667 0.2227 0.4971 0.022 Uiso 1 1 calc R U
C11 C 0.2863(3) 0.3884(2) 0.49797(13) 0.0174(6) Uani 1 1 d . .
H11A H 0.2284 0.4503 0.4994 0.021 Uiso 1 1 calc R U
H11B H 0.3281 0.3893 0.4612 0.021 Uiso 1 1 calc R U
C12 C 0.3857(3) 0.4010(2) 0.54386(12) 0.0122(6) Uani 1 1 d . .
H12 H 0.4503 0.3437 0.5393 0.015 Uiso 1 1 calc R U
C13 C 0.5032(3) 0.5391(2) 0.48864(12) 0.0139(6) Uani 1 1 d . .
H13A H 0.4900 0.6169 0.4828 0.017 Uiso 1 1 calc R U
H13B H 0.4586 0.5005 0.4586 0.017 Uiso 1 1 calc R U
C14 C 0.6410(2) 0.5152(2) 0.48418(11) 0.0122(5) Uani 1 1 d . .
C15 C 0.6996(3) 0.5036(2) 0.43309(12) 0.0144(6) Uani 1 1 d . .
H15 H 0.6521 0.5016 0.3997 0.017 Uiso 1 1 calc R U
C16 C 0.8286(3) 0.4949(2) 0.43164(12) 0.0169(6) Uani 1 1 d . .
H16 H 0.8709 0.4875 0.3971 0.020 Uiso 1 1 calc R U
C17 C 0.8959(3) 0.4971(2) 0.48111(12) 0.0155(6) Uani 1 1 d . .
H17 H 0.9846 0.4930 0.4808 0.019 Uiso 1 1 calc R U
C18 C 0.8315(2) 0.5054(2) 0.53047(12) 0.0130(6) Uani 1 1 d . .
C19 C 0.8971(2) 0.5060(2) 0.58566(11) 0.0134(5) Uani 1 1 d . .
H19A H 0.9115 0.4314 0.5981 0.016 Uiso 1 1 calc R U
H19B H 0.9793 0.5417 0.5819 0.016 Uiso 1 1 calc R U
C20 C 0.8418(2) 0.6820(2) 0.62317(14) 0.0104(5) Uani 1 1 d . .
H20 H 0.8606 0.6988 0.5834 0.012 Uiso 1 1 calc R U
C21 C 0.9557(3) 0.7146(2) 0.65764(14) 0.0147(6) Uani 1 1 d . .
H21A H 0.9395 0.6996 0.6974 0.018 Uiso 1 1 calc R U
H21B H 1.0291 0.6717 0.6460 0.018 Uiso 1 1 calc R U
C22 C 0.9839(3) 0.8334(2) 0.65008(13) 0.0160(6) Uani 1 1 d . .
H22A H 1.0561 0.8537 0.6736 0.019 Uiso 1 1 calc R U
H22B H 1.0062 0.8475 0.6108 0.019 Uiso 1 1 calc R U
C23 C 0.8709(3) 0.9003(2) 0.66607(14) 0.0187(7) Uani 1 1 d . .
H23A H 0.8889 0.9769 0.6587 0.022 Uiso 1 1 calc R U
H23B H 0.8547 0.8921 0.7064 0.022 Uiso 1 1 calc R U
C24 C 0.7544(2) 0.8670(2) 0.63355(13) 0.0167(7) Uani 1 1 d . .
H24A H 0.7667 0.8839 0.5937 0.020 Uiso 1 1 calc R U
H24B H 0.6818 0.9088 0.6470 0.020 Uiso 1 1 calc R U
C25 C 0.7262(3) 0.7466(2) 0.63984(13) 0.0119(5) Uani 1 1 d . .
H25 H 0.7057 0.7311 0.6796 0.014 Uiso 1 1 calc R U
C26 C 0.5008(3) 0.7694(2) 0.61154(13) 0.0126(6) Uani 1 1 d . .
H26A H 0.4537 0.7693 0.5761 0.015 Uiso 1 1 calc R U
H26B H 0.5197 0.8448 0.6212 0.015 Uiso 1 1 calc R U
N7 N 0.9802(3) 0.2257(2) 0.67459(13) 0.0228(6) Uani 1 1 d . .
O7A O 0.8930(2) 0.2271(2) 0.64172(13) 0.0426(7) Uani 1 1 d . .
O7B O 1.0112(3) 0.3070(3) 0.70080(14) 0.0551(10) Uani 1 1 d . .
O7C O 1.0415(2) 0.1418(2) 0.68168(14) 0.0451(8) Uani 1 1 d . .
N8 N 0.1868(2) 0.6853(2) 0.53255(11) 0.0151(5) Uani 1 1 d . .
O8A O 0.2771(2) 0.7237(2) 0.50591(10) 0.0267(6) Uani 1 1 d . .
O8B O 0.07742(19) 0.70574(19) 0.51791(10) 0.0232(5) Uani 1 1 d . .
O8C O 0.2072(2) 0.62523(18) 0.57330(10) 0.0213(5) Uani 1 1 d . .
N9 N 0.5099(2) 0.1300(2) 0.67561(11) 0.0149(5) Uani 1 1 d . .
O9A O 0.5595(2) 0.15489(17) 0.63033(10) 0.0217(5) Uani 1 1 d . .
O9B O 0.4749(2) 0.20097(18) 0.70881(10) 0.0230(5) Uani 1 1 d . .
O9C O 0.49342(19) 0.03249(17) 0.68775(9) 0.0201(5) Uani 1 1 d . .
O1W O 0.63925(18) 0.51641(19) 0.71519(8) 0.0170(4) Uani 1 1 d D .
H1W H 0.5947 0.5397 0.7413 0.026 Uiso 1 1 d DR U
H2W H 0.7075 0.4931 0.7275 0.026 Uiso 1 1 d DR U
O2W O 0.68419(18) 0.34500(15) 0.62752(10) 0.0161(5) Uani 1 1 d D .
H3W H 0.7591 0.3276 0.6328 0.024 Uiso 1 1 d DR U
H4W H 0.6372 0.2915 0.6313 0.024 Uiso 1 1 d DR U
O3W O 0.88057(18) 0.4849(2) 0.74304(10) 0.0255(5) Uani 1 1 d D .
H5W H 0.9149 0.5234 0.7673 0.038 Uiso 1 1 d DR U
H6W H 0.9287 0.4355 0.7329 0.038 Uiso 1 1 d DR 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'
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
O1W Tm1 O2W 81.88(8)
O1W Tm1 N1 75.43(8)
O2W Tm1 N1 137.59(8)
O1W Tm1 N4 140.54(7)
O2W Tm1 N4 82.01(8)
N1 Tm1 N4 136.34(8)
O1W Tm1 N5 75.51(8)
O2W Tm1 N5 80.43(7)
N1 Tm1 N5 125.99(8)
N4 Tm1 N5 66.41(8)
O1W Tm1 N6 98.07(8)
O2W Tm1 N6 150.57(7)
N1 Tm1 N6 69.11(8)
N4 Tm1 N6 79.64(8)
N5 Tm1 N6 71.21(7)
O1W Tm1 N3 150.56(7)
O2W Tm1 N3 105.92(8)
N1 Tm1 N3 80.40(8)
N4 Tm1 N3 68.82(8)
N5 Tm1 N3 133.33(8)
N6 Tm1 N3 88.61(8)
O1W Tm1 N2 84.59(8)
O2W Tm1 N2 76.28(7)
N1 Tm1 N2 66.42(8)
N4 Tm1 N2 125.62(8)
N5 Tm1 N2 151.21(8)
N6 Tm1 N2 133.14(7)
N3 Tm1 N2 70.35(8)
C1 N1 C5 119.4(3)
C1 N1 Tm1 120.25(19)
C5 N1 Tm1 119.54(19)
C6 N2 C7 111.0(2)
C6 N2 Tm1 109.95(16)
C7 N2 Tm1 113.25(16)
C6 N2 H2N 107.4
C7 N2 H2N 107.4
Tm1 N2 H2N 107.4
C13 N3 C12 115.2(2)
C13 N3 Tm1 113.74(16)
C12 N3 Tm1 108.26(16)
C13 N3 H3N 106.3
C12 N3 H3N 106.3
Tm1 N3 H3N 106.3
C14 N4 C18 119.1(2)
C14 N4 Tm1 120.70(17)
C18 N4 Tm1 120.13(19)
C19 N5 C20 110.2(2)
C19 N5 Tm1 111.99(16)
C20 N5 Tm1 112.64(15)
C19 N5 H5N 107.2
C20 N5 H5N 107.2
Tm1 N5 H5N 107.2
C26 N6 C25 115.1(2)
C26 N6 Tm1 112.74(16)
C25 N6 Tm1 106.25(16)
C26 N6 H6N 107.5
C25 N6 H6N 107.5
Tm1 N6 H6N 107.5
N1 C1 C2 121.7(3)
N1 C1 C26 115.8(2)
C2 C1 C26 122.3(3)
C3 C2 C1 118.7(3)
C3 C2 H2 120.6
C1 C2 H2 120.6
C2 C3 C4 119.7(3)
C2 C3 H3 120.1
C4 C3 H3 120.1
C5 C4 C3 118.7(3)
C5 C4 H4 120.7
C3 C4 H4 120.7
N1 C5 C4 121.6(3)
N1 C5 C6 115.8(3)
C4 C5 C6 122.6(3)
N2 C6 C5 110.8(3)
N2 C6 H6A 109.5
C5 C6 H6A 109.5
N2 C6 H6B 109.5
C5 C6 H6B 109.5
H6A C6 H6B 108.1
N2 C7 C8 111.6(2)
N2 C7 C12 111.2(2)
C8 C7 C12 110.8(2)
N2 C7 H7 107.7
C8 C7 H7 107.7
C12 C7 H7 107.7
C9 C8 C7 110.8(2)
C9 C8 H8A 109.5
C7 C8 H8A 109.5
C9 C8 H8B 109.5
C7 C8 H8B 109.5
H8A C8 H8B 108.1
C10 C9 C8 110.0(2)
C10 C9 H9A 109.7
C8 C9 H9A 109.7
C10 C9 H9B 109.7
C8 C9 H9B 109.7
H9A C9 H9B 108.2
C9 C10 C11 111.3(3)
C9 C10 H10A 109.4
C11 C10 H10A 109.4
C9 C10 H10B 109.4
C11 C10 H10B 109.4
H10A C10 H10B 108.0
C10 C11 C12 112.7(3)
C10 C11 H11A 109.1
C12 C11 H11A 109.1
C10 C11 H11B 109.1
C12 C11 H11B 109.1
H11A C11 H11B 107.8
N3 C12 C7 107.0(2)
N3 C12 C11 112.9(2)
C7 C12 C11 109.7(2)
N3 C12 H12 109.0
C7 C12 H12 109.0
C11 C12 H12 109.0
N3 C13 C14 113.5(2)
N3 C13 H13A 108.9
C14 C13 H13A 108.9
N3 C13 H13B 108.9
C14 C13 H13B 108.9
H13A C13 H13B 107.7
N4 C14 C15 121.8(2)
N4 C14 C13 116.3(2)
C15 C14 C13 121.7(2)
C16 C15 C14 118.7(3)
C16 C15 H15 120.6
C14 C15 H15 120.6
C15 C16 C17 119.5(3)
C15 C16 H16 120.2
C17 C16 H16 120.2
C18 C17 C16 118.7(3)
C18 C17 H17 120.6
C16 C17 H17 120.6
N4 C18 C17 122.1(3)
N4 C18 C19 116.0(2)
C17 C18 C19 121.9(2)
N5 C19 C18 110.0(2)
N5 C19 H19A 109.7
C18 C19 H19A 109.7
N5 C19 H19B 109.7
C18 C19 H19B 109.7
H19A C19 H19B 108.2
N5 C20 C25 112.1(2)
N5 C20 C21 110.4(2)
C25 C20 C21 111.2(2)
N5 C20 H20 107.6
C25 C20 H20 107.6
C21 C20 H20 107.6
C22 C21 C20 110.6(2)
C22 C21 H21A 109.5
C20 C21 H21A 109.5
C22 C21 H21B 109.5
C20 C21 H21B 109.5
H21A C21 H21B 108.1
C23 C22 C21 110.3(2)
C23 C22 H22A 109.6
C21 C22 H22A 109.6
C23 C22 H22B 109.6
C21 C22 H22B 109.6
H22A C22 H22B 108.1
C22 C23 C24 111.7(2)
C22 C23 H23A 109.3
C24 C23 H23A 109.3
C22 C23 H23B 109.3
C24 C23 H23B 109.3
H23A C23 H23B 107.9
C23 C24 C25 112.0(2)
C23 C24 H24A 109.2
C25 C24 H24A 109.2
C23 C24 H24B 109.2
C25 C24 H24B 109.2
H24A C24 H24B 107.9
N6 C25 C20 107.3(2)
N6 C25 C24 113.0(2)
C20 C25 C24 109.3(2)
N6 C25 H25 109.0
C20 C25 H25 109.0
C24 C25 H25 109.0
N6 C26 C1 112.1(2)
N6 C26 H26A 109.2
C1 C26 H26A 109.2
N6 C26 H26B 109.2
C1 C26 H26B 109.2
H26A C26 H26B 107.9
O7A N7 O7B 121.4(3)
O7A N7 O7C 120.1(3)
O7B N7 O7C 118.5(3)
O8B N8 O8C 120.4(3)
O8B N8 O8A 120.0(3)
O8C N8 O8A 119.6(3)
O9B N9 O9A 120.5(3)
O9B N9 O9C 119.5(3)
O9A N9 O9C 120.0(3)
Tm1 O1W H1W 128.8
Tm1 O1W H2W 120.8
H1W O1W H2W 110.4
Tm1 O2W H3W 128.7
Tm1 O2W H4W 119.8
H3W O2W H4W 110.4
H5W O3W H6W 110.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Tm1 O1W 2.312(2)
Tm1 O2W 2.327(2)
Tm1 N1 2.406(2)
Tm1 N4 2.423(2)
Tm1 N5 2.456(2)
Tm1 N6 2.463(2)
Tm1 N3 2.465(2)
Tm1 N2 2.482(2)
N1 C1 1.346(4)
N1 C5 1.349(4)
N2 C6 1.478(4)
N2 C7 1.487(4)
N2 H2N 1.0000
N3 C13 1.481(4)
N3 C12 1.494(4)
N3 H3N 1.0000
N4 C14 1.345(4)
N4 C18 1.351(3)
N5 C19 1.485(3)
N5 C20 1.496(3)
N5 H5N 1.0000
N6 C26 1.490(3)
N6 C25 1.498(4)
N6 H6N 1.0000
C1 C2 1.387(4)
C1 C26 1.503(4)
C2 C3 1.377(4)
C2 H2 0.9500
C3 C4 1.391(4)
C3 H3 0.9500
C4 C5 1.382(4)
C4 H4 0.9500
C5 C6 1.515(4)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.532(4)
C7 C12 1.535(4)
C7 H7 1.0000
C8 C9 1.520(4)
C8 H8A 0.9900
C8 H8B 0.9900
C9 C10 1.518(5)
C9 H9A 0.9900
C9 H9B 0.9900
C10 C11 1.527(4)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.540(4)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12 1.0000
C13 C14 1.506(4)
C13 H13A 0.9900
C13 H13B 0.9900
C14 C15 1.387(4)
C15 C16 1.384(4)
C15 H15 0.9500
C16 C17 1.390(4)
C16 H16 0.9500
C17 C18 1.376(4)
C17 H17 0.9500
C18 C19 1.501(4)
C19 H19A 0.9900
C19 H19B 0.9900
C20 C25 1.528(4)
C20 C21 1.528(4)
C20 H20 1.0000
C21 C22 1.522(4)
C21 H21A 0.9900
C21 H21B 0.9900
C22 C23 1.518(4)
C22 H22A 0.9900
C22 H22B 0.9900
C23 C24 1.529(4)
C23 H23A 0.9900
C23 H23B 0.9900
C24 C25 1.538(4)
C24 H24A 0.9900
C24 H24B 0.9900
C25 H25 1.0000
C26 H26A 0.9900
C26 H26B 0.9900
N7 O7A 1.223(4)
N7 O7B 1.240(4)
N7 O7C 1.246(4)
N8 O8B 1.248(3)
N8 O8C 1.253(3)
N8 O8A 1.254(3)
N9 O9B 1.249(3)
N9 O9A 1.250(3)
N9 O9C 1.263(3)
O1W H1W 0.8402
O1W H2W 0.8395
O2W H3W 0.8398
O2W H4W 0.8397
O3W H5W 0.8393
O3W H6W 0.8393
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
C5 N1 C1 C2 3.1(4)
Tm1 N1 C1 C2 -166.4(2)
C5 N1 C1 C26 -172.4(2)
Tm1 N1 C1 C26 18.1(3)
N1 C1 C2 C3 -1.3(4)
C26 C1 C2 C3 173.9(3)
C1 C2 C3 C4 -1.6(5)
C2 C3 C4 C5 2.5(5)
C1 N1 C5 C4 -2.1(4)
Tm1 N1 C5 C4 167.5(2)
C1 N1 C5 C6 178.9(3)
Tm1 N1 C5 C6 -11.5(4)
C3 C4 C5 N1 -0.7(5)
C3 C4 C5 C6 178.2(3)
C7 N2 C6 C5 -83.0(3)
Tm1 N2 C6 C5 43.1(3)
N1 C5 C6 N2 -22.4(4)
C4 C5 C6 N2 158.6(3)
C6 N2 C7 C8 -83.4(3)
Tm1 N2 C7 C8 152.37(18)
C6 N2 C7 C12 152.3(2)
Tm1 N2 C7 C12 28.0(3)
N2 C7 C8 C9 176.4(2)
C12 C7 C8 C9 -59.0(3)
C7 C8 C9 C10 58.9(3)
C8 C9 C10 C11 -56.4(3)
C9 C10 C11 C12 54.7(3)
C13 N3 C12 C7 -174.3(2)
Tm1 N3 C12 C7 57.1(2)
C13 N3 C12 C11 -53.5(3)
Tm1 N3 C12 C11 177.96(19)
N2 C7 C12 N3 -57.2(3)
C8 C7 C12 N3 178.0(2)
N2 C7 C12 C11 180.0(2)
C8 C7 C12 C11 55.2(3)
C10 C11 C12 N3 -172.7(2)
C10 C11 C12 C7 -53.5(3)
C12 N3 C13 C14 -96.5(3)
Tm1 N3 C13 C14 29.3(3)
C18 N4 C14 C15 3.3(4)
Tm1 N4 C14 C15 -173.7(2)
C18 N4 C14 C13 -172.1(3)
Tm1 N4 C14 C13 10.9(4)
N3 C13 C14 N4 -26.9(4)
N3 C13 C14 C15 157.7(3)
N4 C14 C15 C16 -3.0(4)
C13 C14 C15 C16 172.1(3)
C14 C15 C16 C17 0.6(4)
C15 C16 C17 C18 1.5(4)
C14 N4 C18 C17 -1.2(4)
Tm1 N4 C18 C17 175.9(2)
C14 N4 C18 C19 178.9(3)
Tm1 N4 C18 C19 -4.0(3)
C16 C17 C18 N4 -1.3(4)
C16 C17 C18 C19 178.7(3)
C20 N5 C19 C18 -83.4(3)
Tm1 N5 C19 C18 42.9(2)
N4 C18 C19 N5 -26.1(3)
C17 C18 C19 N5 154.0(3)
C19 N5 C20 C25 149.7(2)
Tm1 N5 C20 C25 23.9(3)
C19 N5 C20 C21 -85.7(3)
Tm1 N5 C20 C21 148.45(19)
N5 C20 C21 C22 175.9(2)
C25 C20 C21 C22 -59.0(3)
C20 C21 C22 C23 57.4(3)
C21 C22 C23 C24 -55.5(4)
C22 C23 C24 C25 55.0(3)
C26 N6 C25 C20 -176.0(2)
Tm1 N6 C25 C20 58.5(2)
C26 N6 C25 C24 -55.4(3)
Tm1 N6 C25 C24 179.08(19)
N5 C20 C25 N6 -56.2(3)
C21 C20 C25 N6 179.7(2)
N5 C20 C25 C24 -179.1(2)
C21 C20 C25 C24 56.8(3)
C23 C24 C25 N6 -174.2(2)
C23 C24 C25 C20 -54.8(3)
C25 N6 C26 C1 -88.6(3)
Tm1 N6 C26 C1 33.4(3)
N1 C1 C26 N6 -34.3(3)
C2 C1 C26 N6 150.2(3)
