#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:42:15 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179258 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/78/4317821.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_4317821
loop_
_publ_author_name
'Timothy J. Foley'
'Khalil A. Abboud'
'James M. Boncella'
_publ_section_title
;
 Synthesis of Ln(III) Chloride Tetraphenylporphyrin Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1704
_journal_page_last               1706
_journal_paper_doi               10.1021/ic015612e
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C48 H38 Cl Ho N4 O2'
_chemical_formula_weight         903.20
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 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                 109.943(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.1257(8)
_cell_length_b                   24.960(2)
_cell_length_c                   14.1532(9)
_cell_measurement_temperature    193(2)
_cell_volume                     4026.7(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17767
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    2.076
_exptl_absorpt_correction_T_max  0.9590
_exptl_absorpt_correction_T_min  0.7135
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles/pla
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.072
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.004(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         8772
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0412
_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)+(0.0266P)²+9.4055P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0898
_reflns_number_gt                7169
_reflns_number_total             8772
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic015612e_s1_2.cif
_cod_data_source_block           tf21
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4317821
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ho Ho 0.00179(2) 0.044636(11) 0.25141(2) 0.02755(7) Uani 1 1 d . . .
N1 N -0.1725(4) 0.0451(2) 0.1138(4) 0.0302(11) Uani 1 1 d . . .
N2 N 0.0431(6) 0.1073(2) 0.1434(5) 0.0322(14) Uani 1 1 d . . .
N3 N 0.1840(5) 0.0177(2) 0.2415(4) 0.0293(12) Uani 1 1 d . . .
N4 N -0.0281(4) -0.0466(2) 0.2014(4) 0.0306(11) Uani 1 1 d . . .
C1 C -0.2621(6) 0.0083(3) 0.0976(5) 0.0324(15) Uani 1 1 d . . .
C2 C -0.3701(6) 0.0314(3) 0.0363(5) 0.0406(18) Uani 1 1 d . . .
H2A H -0.4449 0.0147 0.0154 0.049 Uiso 1 1 calc R . .
C3 C -0.3463(6) 0.0817(3) 0.0134(5) 0.0367(16) Uani 1 1 d . . .
H3A H -0.4014 0.1068 -0.0268 0.044 Uiso 1 1 calc R . .
C4 C -0.2229(6) 0.0901(3) 0.0607(5) 0.0317(14) Uani 1 1 d . . .
C5 C -0.1621(6) 0.1350(3) 0.0454(5) 0.0334(15) Uani 1 1 d . . .
C6 C -0.0402(6) 0.1424(3) 0.0818(5) 0.0333(15) Uani 1 1 d . . .
C7 C 0.0216(7) 0.1856(3) 0.0546(6) 0.0429(18) Uani 1 1 d . . .
H7A H -0.0139 0.2147 0.0118 0.051 Uiso 1 1 calc R . .
C8 C 0.1377(6) 0.1782(3) 0.0996(5) 0.0384(16) Uani 1 1 d . . .
H8A H 0.1986 0.2010 0.0952 0.046 Uiso 1 1 calc R . .
C9 C 0.1515(6) 0.1289(3) 0.1558(5) 0.0335(15) Uani 1 1 d . . .
C10 C 0.2586(6) 0.1059(3) 0.2085(5) 0.0334(15) Uani 1 1 d . . .
C11 C 0.2740(6) 0.0527(3) 0.2486(5) 0.0337(15) Uani 1 1 d . . .
C12 C 0.3853(6) 0.0263(3) 0.2983(5) 0.0385(16) Uani 1 1 d . . .
H12A H 0.4609 0.0421 0.3151 0.046 Uiso 1 1 calc R . .
C13 C 0.3620(6) -0.0240(3) 0.3160(5) 0.0354(16) Uani 1 1 d . . .
H13A H 0.4180 -0.0509 0.3473 0.042 Uiso 1 1 calc R . .
C14 C 0.2367(6) -0.0303(2) 0.2791(5) 0.0316(15) Uani 1 1 d . . .
C15 C 0.1769(6) -0.0790(3) 0.2770(5) 0.0328(15) Uani 1 1 d . . .
C16 C 0.0532(6) -0.0862(3) 0.2376(5) 0.0313(15) Uani 1 1 d . . .
C17 C -0.0037(11) -0.1377(3) 0.2289(7) 0.048(3) Uani 1 1 d . . .
H17A H 0.0336 -0.1715 0.2470 0.058 Uiso 1 1 calc R . .
C18 C -0.1175(7) -0.1286(3) 0.1908(6) 0.0427(18) Uani 1 1 d . . .
H18A H -0.1775 -0.1549 0.1783 0.051 Uiso 1 1 calc R . .
C19 C -0.1359(6) -0.0712(3) 0.1710(5) 0.0337(15) Uani 1 1 d . . .
C20 C -0.2448(6) -0.0465(3) 0.1268(4) 0.0326(14) Uani 1 1 d . . .
C21 C -0.2321(6) 0.1782(3) -0.0243(5) 0.0360(16) Uani 1 1 d . . .
C22 C -0.2619(7) 0.2242(3) 0.0114(6) 0.050(2) Uani 1 1 d . . .
H22A H -0.2393 0.2297 0.0819 0.060 Uiso 1 1 calc R . .
C23 C -0.3255(7) 0.2637(3) -0.0545(7) 0.055(2) Uani 1 1 d . . .
H23A H -0.3447 0.2964 -0.0293 0.066 Uiso 1 1 calc R . .
C24 C -0.3600(7) 0.2550(3) -0.1561(6) 0.051(2) Uani 1 1 d . . .
H24A H -0.4050 0.2814 -0.2012 0.061 Uiso 1 1 calc R . .
C25 C -0.3308(7) 0.2093(3) -0.1929(6) 0.053(2) Uani 1 1 d . . .
H25A H -0.3542 0.2039 -0.2634 0.063 Uiso 1 1 calc R . .
C26 C -0.2663(7) 0.1702(3) -0.1272(6) 0.050(2) Uani 1 1 d . . .
H26A H -0.2457 0.1380 -0.1528 0.061 Uiso 1 1 calc R . .
C27 C 0.3671(6) 0.1377(3) 0.2213(5) 0.0353(15) Uani 1 1 d . . .
C28 C 0.4567(7) 0.1196(3) 0.1882(6) 0.050(2) Uani 1 1 d . . .
H28A H 0.4490 0.0861 0.1546 0.059 Uiso 1 1 calc R . .
C29 C 0.5584(8) 0.1508(4) 0.2044(7) 0.065(3) Uani 1 1 d . . .
H29A H 0.6195 0.1383 0.1823 0.078 Uiso 1 1 calc R . .
C30 C 0.5685(10) 0.1993(5) 0.2525(8) 0.069(3) Uani 1 1 d . . .
H30A H 0.6372 0.2203 0.2637 0.083 Uiso 1 1 calc R . .
C31 C 0.4790(9) 0.2182(3) 0.2849(7) 0.054(3) Uani 1 1 d . . .
H31A H 0.4863 0.2518 0.3179 0.064 Uiso 1 1 calc R . .
C32 C 0.3812(7) 0.1876(3) 0.2684(6) 0.0407(19) Uani 1 1 d . . .
H32A H 0.3200 0.2008 0.2898 0.049 Uiso 1 1 calc R . .
C33 C 0.2484(6) -0.1284(3) 0.3166(5) 0.0347(15) Uani 1 1 d . . .
C34 C 0.2763(7) -0.1638(3) 0.2533(6) 0.0453(18) Uani 1 1 d . . .
H34A H 0.2507 -0.1568 0.1832 0.054 Uiso 1 1 calc R . .
C35 C 0.3400(7) -0.2085(3) 0.2905(6) 0.049(2) Uani 1 1 d . . .
H35A H 0.3604 -0.2319 0.2460 0.059 Uiso 1 1 calc R . .
C36 C 0.3755(7) -0.2207(3) 0.3908(7) 0.050(2) Uani 1 1 d . . .
H36A H 0.4175 -0.2529 0.4155 0.060 Uiso 1 1 calc R . .
C37 C 0.3499(9) -0.1863(4) 0.4539(6) 0.064(3) Uani 1 1 d . . .
H37A H 0.3746 -0.1940 0.5238 0.077 Uiso 1 1 calc R . .
C38 C 0.2874(9) -0.1396(3) 0.4168(6) 0.061(3) Uani 1 1 d . . .
H38A H 0.2716 -0.1152 0.4620 0.074 Uiso 1 1 calc R . .
C39 C -0.3532(6) -0.0796(3) 0.1070(5) 0.0363(16) Uani 1 1 d . . .
C40 C -0.4276(7) -0.0703(3) 0.1590(6) 0.052(2) Uani 1 1 d . . .
H40A H -0.4102 -0.0426 0.2078 0.063 Uiso 1 1 calc R . .
C41 C -0.5278(8) -0.1006(4) 0.1414(8) 0.074(3) Uani 1 1 d . . .
H41A H -0.5792 -0.0935 0.1777 0.089 Uiso 1 1 calc R . .
C42 C -0.5530(7) -0.1405(4) 0.0726(8) 0.064(3) Uani 1 1 d . . .
H42A H -0.6210 -0.1619 0.0618 0.077 Uiso 1 1 calc R . .
C43 C -0.4825(8) -0.1498(4) 0.0200(6) 0.061(2) Uani 1 1 d . . .
H43A H -0.5012 -0.1777 -0.0287 0.073 Uiso 1 1 calc R . .
C44 C -0.3819(8) -0.1194(3) 0.0355(6) 0.055(2) Uani 1 1 d . . .
H44A H -0.3331 -0.1260 -0.0033 0.066 Uiso 1 1 calc R . .
Cl Cl -0.0258(3) 0.12964(10) 0.3476(2) 0.0732(9) Uani 1 1 d . . .
O1 O -0.1322(5) 0.0113(2) 0.3364(4) 0.0477(13) Uani 1 1 d . . .
O2 O 0.1093(5) 0.0145(2) 0.4238(4) 0.0548(15) Uani 1 1 d . . .
C45 C -0.0634(9) -0.0224(4) 0.4209(8) 0.072(3) Uiso 1 1 d . . .
H45A H -0.0351 -0.0536 0.3925 0.086 Uiso 1 1 calc R . .
H45B H -0.1178 -0.0364 0.4536 0.086 Uiso 1 1 calc R . .
C46 C 0.0380(7) 0.0005(4) 0.5000(11) 0.095(5) Uani 1 1 d . . .
H46A H 0.0794 -0.0259 0.5522 0.113 Uiso 1 1 calc R . .
H46B H 0.0179 0.0328 0.5314 0.113 Uiso 1 1 calc R . .
C47 C -0.2261(9) 0.0395(4) 0.3526(8) 0.077(3) Uani 1 1 d . . .
H47A H -0.2812 0.0138 0.3644 0.116 Uiso 1 1 calc R . .
H47B H -0.2668 0.0612 0.2933 0.116 Uiso 1 1 calc R . .
H47C H -0.1949 0.0628 0.4114 0.116 Uiso 1 1 calc R . .
C48 C 0.2125(9) 0.0398(6) 0.4855(7) 0.099(4) Uani 1 1 d . . .
H48A H 0.1922 0.0735 0.5112 0.149 Uiso 1 1 calc R . .
H48B H 0.2635 0.0473 0.4463 0.149 Uiso 1 1 calc R . .
H48C H 0.2535 0.0163 0.5420 0.149 Uiso 1 1 calc R . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ho Ho -0.2175 4.6783 '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 Ho N2 77.8(2) . . ?
N1 Ho N3 123.46(18) . . ?
N2 Ho N3 75.0(2) . . ?
N1 Ho N4 75.74(18) . . ?
N2 Ho N4 119.19(18) . . ?
N3 Ho N4 76.07(17) . . ?
N1 Ho O2 148.41(18) . . ?
N2 Ho O2 133.5(2) . . ?
N3 Ho O2 77.38(18) . . ?
N4 Ho O2 88.74(19) . . ?
N1 Ho O1 81.35(18) . . ?
N2 Ho O1 149.2(2) . . ?
N3 Ho O1 135.78(17) . . ?
N4 Ho O1 76.30(17) . . ?
O2 Ho O1 68.17(19) . . ?
N1 Ho Cl 101.00(16) . . ?
N2 Ho Cl 83.78(17) . . ?
N3 Ho Cl 123.62(15) . . ?
N4 Ho Cl 154.60(13) . . ?
O2 Ho Cl 81.34(16) . . ?
O1 Ho Cl 78.31(13) . . ?
C4 N1 C1 106.0(5) . . ?
C4 N1 Ho 124.6(4) . . ?
C1 N1 Ho 124.9(4) . . ?
C9 N2 C6 106.9(6) . . ?
C9 N2 Ho 125.6(5) . . ?
C6 N2 Ho 123.6(5) . . ?
C11 N3 C14 105.8(5) . . ?
C11 N3 Ho 123.4(4) . . ?
C14 N3 Ho 123.1(4) . . ?
C16 N4 C19 106.5(5) . . ?
C16 N4 Ho 124.4(4) . . ?
C19 N4 Ho 123.6(4) . . ?
N1 C1 C20 124.1(6) . . ?
N1 C1 C2 109.8(6) . . ?
C20 C1 C2 125.5(6) . . ?
C3 C2 C1 107.3(6) . . ?
C2 C3 C4 107.3(6) . . ?
N1 C4 C5 125.5(6) . . ?
N1 C4 C3 109.7(6) . . ?
C5 C4 C3 124.5(6) . . ?
C4 C5 C6 126.5(6) . . ?
C4 C5 C21 117.7(6) . . ?
C6 C5 C21 115.6(6) . . ?
N2 C6 C5 126.5(6) . . ?
N2 C6 C7 107.7(6) . . ?
C5 C6 C7 125.6(6) . . ?
C8 C7 C6 109.2(6) . . ?
C7 C8 C9 106.4(6) . . ?
N2 C9 C10 125.9(6) . . ?
N2 C9 C8 109.8(6) . . ?
C10 C9 C8 124.2(6) . . ?
C9 C10 C11 124.9(6) . . ?
C9 C10 C27 118.1(6) . . ?
C11 C10 C27 117.0(6) . . ?
N3 C11 C10 124.6(6) . . ?
N3 C11 C12 109.3(6) . . ?
C10 C11 C12 126.0(6) . . ?
C13 C12 C11 107.3(6) . . ?
C12 C13 C14 107.5(6) . . ?
N3 C14 C15 125.1(6) . . ?
N3 C14 C13 109.8(6) . . ?
C15 C14 C13 125.0(6) . . ?
C14 C15 C16 125.6(6) . . ?
C14 C15 C33 118.2(6) . . ?
C16 C15 C33 116.2(6) . . ?
N4 C16 C15 125.9(6) . . ?
N4 C16 C17 110.4(7) . . ?
C15 C16 C17 123.6(7) . . ?
C18 C17 C16 106.5(7) . . ?
C17 C18 C19 108.5(6) . . ?
N4 C19 C20 126.7(6) . . ?
N4 C19 C18 108.1(6) . . ?
C20 C19 C18 125.2(6) . . ?
C19 C20 C1 125.2(6) . . ?
C19 C20 C39 118.5(6) . . ?
C1 C20 C39 116.3(6) . . ?
C22 C21 C26 119.5(7) . . ?
C22 C21 C5 121.7(7) . . ?
C26 C21 C5 118.8(6) . . ?
C21 C22 C23 120.5(8) . . ?
C24 C23 C22 119.4(8) . . ?
C25 C24 C23 120.8(8) . . ?
C24 C25 C26 119.8(8) . . ?
C21 C26 C25 120.0(8) . . ?
C28 C27 C32 117.8(7) . . ?
C28 C27 C10 122.8(7) . . ?
C32 C27 C10 119.4(7) . . ?
C27 C28 C29 120.3(8) . . ?
C30 C29 C28 119.5(9) . . ?
C29 C30 C31 120.8(9) . . ?
C32 C31 C30 119.0(9) . . ?
C31 C32 C27 122.6(8) . . ?
C38 C33 C34 118.0(7) . . ?
C38 C33 C15 120.5(7) . . ?
C34 C33 C15 121.4(6) . . ?
C35 C34 C33 120.5(7) . . ?
C34 C35 C36 121.4(8) . . ?
C37 C36 C35 118.9(7) . . ?
C36 C37 C38 120.1(8) . . ?
C33 C38 C37 121.1(7) . . ?
C40 C39 C44 118.2(7) . . ?
C40 C39 C20 120.4(6) . . ?
C44 C39 C20 121.5(7) . . ?
C39 C40 C41 120.8(8) . . ?
C42 C41 C40 120.2(9) . . ?
C43 C42 C41 120.0(8) . . ?
C42 C43 C44 120.8(8) . . ?
C39 C44 C43 120.0(8) . . ?
C47 O1 C45 114.6(7) . . ?
C47 O1 Ho 127.3(5) . . ?
C45 O1 Ho 107.8(5) . . ?
C48 O2 C46 104.2(7) . . ?
C48 O2 Ho 122.5(6) . . ?
C46 O2 Ho 120.0(5) . . ?
O1 C45 C46 119.6(9) . . ?
C45 C46 O2 94.3(10) . . ?
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
Ho N1 2.335(5) . ?
Ho N2 2.358(6) . ?
Ho N3 2.359(6) . ?
Ho N4 2.376(6) . ?
Ho O2 2.459(5) . ?
Ho O1 2.473(5) . ?
Ho Cl 2.603(2) . ?
N1 C4 1.373(8) . ?
N1 C1 1.382(8) . ?
N2 C9 1.375(9) . ?
N2 C6 1.396(9) . ?
N3 C11 1.376(8) . ?
N3 C14 1.376(8) . ?
N4 C16 1.365(8) . ?
N4 C19 1.374(8) . ?
C1 C20 1.422(9) . ?
C1 C2 1.423(9) . ?
C2 C3 1.352(10) . ?
C3 C4 1.431(9) . ?
C4 C5 1.398(9) . ?
C5 C6 1.401(9) . ?
C5 C21 1.513(9) . ?
C6 C7 1.438(9) . ?
C7 C8 1.345(10) . ?
C8 C9 1.445(9) . ?
C9 C10 1.383(9) . ?
C10 C11 1.430(9) . ?
C10 C27 1.495(9) . ?
C11 C12 1.450(10) . ?
C12 C13 1.331(9) . ?
C13 C14 1.437(9) . ?
C14 C15 1.411(9) . ?
C15 C16 1.421(9) . ?
C15 C33 1.502(9) . ?
C16 C17 1.446(10) . ?
C17 C18 1.319(15) . ?
C18 C19 1.464(9) . ?
C19 C20 1.397(9) . ?
C20 C39 1.496(9) . ?
C21 C22 1.353(10) . ?
C21 C26 1.386(10) . ?
C22 C23 1.395(11) . ?
C23 C24 1.371(12) . ?
C24 C25 1.350(12) . ?
C25 C26 1.390(10) . ?
C27 C28 1.396(10) . ?
C27 C32 1.397(10) . ?
C28 C29 1.409(11) . ?
C29 C30 1.375(14) . ?
C30 C31 1.396(14) . ?
C31 C32 1.362(12) . ?
C33 C38 1.362(10) . ?
C33 C34 1.378(10) . ?
C34 C35 1.358(10) . ?
C35 C36 1.369(11) . ?
C36 C37 1.350(11) . ?
C37 C38 1.392(11) . ?
C39 C40 1.364(10) . ?
C39 C44 1.376(10) . ?
C40 C41 1.381(11) . ?
C41 C42 1.352(13) . ?
C42 C43 1.332(13) . ?
C43 C44 1.390(11) . ?
O1 C47 1.422(10) . ?
O1 C45 1.467(11) . ?
O2 C48 1.407(11) . ?
O2 C46 1.633(15) . ?
C45 C46 1.468(14) . ?
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
N2 Ho N1 C4 -39.1(5) . . . . ?
N3 Ho N1 C4 -101.6(5) . . . . ?
N4 Ho N1 C4 -163.9(5) . . . . ?
O2 Ho N1 C4 133.3(5) . . . . ?
O1 Ho N1 C4 118.1(5) . . . . ?
Cl Ho N1 C4 41.9(5) . . . . ?
N2 Ho N1 C1 168.1(5) . . . . ?
N3 Ho N1 C1 105.6(5) . . . . ?
N4 Ho N1 C1 43.4(5) . . . . ?
O2 Ho N1 C1 -19.4(7) . . . . ?
O1 Ho N1 C1 -34.6(5) . . . . ?
Cl Ho N1 C1 -110.8(5) . . . . ?
N1 Ho N2 C9 -169.8(6) . . . . ?
N3 Ho N2 C9 -39.8(5) . . . . ?
N4 Ho N2 C9 -104.0(6) . . . . ?
O2 Ho N2 C9 15.6(7) . . . . ?
O1 Ho N2 C9 141.9(5) . . . . ?
Cl Ho N2 C9 87.5(5) . . . . ?
N1 Ho N2 C6 35.4(5) . . . . ?
N3 Ho N2 C6 165.4(6) . . . . ?
N4 Ho N2 C6 101.2(5) . . . . ?
O2 Ho N2 C6 -139.1(5) . . . . ?
O1 Ho N2 C6 -12.9(8) . . . . ?
Cl Ho N2 C6 -67.3(5) . . . . ?
N1 Ho N3 C11 108.8(5) . . . . ?
N2 Ho N3 C11 44.9(5) . . . . ?
N4 Ho N3 C11 170.9(5) . . . . ?
O2 Ho N3 C11 -97.3(5) . . . . ?
O1 Ho N3 C11 -136.3(5) . . . . ?
Cl Ho N3 C11 -26.8(5) . . . . ?
N1 Ho N3 C14 -106.1(5) . . . . ?
N2 Ho N3 C14 -170.0(5) . . . . ?
N4 Ho N3 C14 -44.0(5) . . . . ?
O2 Ho N3 C14 47.8(5) . . . . ?
O1 Ho N3 C14 8.7(6) . . . . ?
Cl Ho N3 C14 118.3(5) . . . . ?
N1 Ho N4 C16 169.9(5) . . . . ?
N2 Ho N4 C16 103.0(5) . . . . ?
N3 Ho N4 C16 39.4(5) . . . . ?
O2 Ho N4 C16 -37.9(5) . . . . ?
O1 Ho N4 C16 -105.8(5) . . . . ?
Cl Ho N4 C16 -104.5(5) . . . . ?
N1 Ho N4 C19 -40.1(5) . . . . ?
N2 Ho N4 C19 -107.0(5) . . . . ?
N3 Ho N4 C19 -170.6(5) . . . . ?
O2 Ho N4 C19 112.1(5) . . . . ?
O1 Ho N4 C19 44.3(5) . . . . ?
Cl Ho N4 C19 45.5(6) . . . . ?
C4 N1 C1 C20 170.2(6) . . . . ?
Ho N1 C1 C20 -32.9(8) . . . . ?
C4 N1 C1 C2 -1.9(7) . . . . ?
Ho N1 C1 C2 155.0(5) . . . . ?
N1 C1 C2 C3 1.2(8) . . . . ?
C20 C1 C2 C3 -170.7(6) . . . . ?
C1 C2 C3 C4 -0.1(8) . . . . ?
C1 N1 C4 C5 -171.5(6) . . . . ?
Ho N1 C4 C5 31.6(9) . . . . ?
C1 N1 C4 C3 1.8(7) . . . . ?
Ho N1 C4 C3 -155.1(4) . . . . ?
C2 C3 C4 N1 -1.1(8) . . . . ?
C2 C3 C4 C5 172.3(6) . . . . ?
N1 C4 C5 C6 -0.7(11) . . . . ?
C3 C4 C5 C6 -173.0(7) . . . . ?
N1 C4 C5 C21 173.8(6) . . . . ?
C3 C4 C5 C21 1.5(10) . . . . ?
C9 N2 C6 C5 176.6(7) . . . . ?
Ho N2 C6 C5 -24.6(9) . . . . ?
C9 N2 C6 C7 1.6(8) . . . . ?
Ho N2 C6 C7 160.4(5) . . . . ?
C4 C5 C6 N2 -2.6(11) . . . . ?
C21 C5 C6 N2 -177.2(6) . . . . ?
C4 C5 C6 C7 171.5(7) . . . . ?
C21 C5 C6 C7 -3.2(10) . . . . ?
N2 C6 C7 C8 -1.5(9) . . . . ?
C5 C6 C7 C8 -176.6(7) . . . . ?
C6 C7 C8 C9 0.8(8) . . . . ?
C6 N2 C9 C10 -177.3(7) . . . . ?
Ho N2 C9 C10 24.5(10) . . . . ?
C6 N2 C9 C8 -1.2(8) . . . . ?
Ho N2 C9 C8 -159.4(4) . . . . ?
C7 C8 C9 N2 0.2(8) . . . . ?
C7 C8 C9 C10 176.4(7) . . . . ?
N2 C9 C10 C11 8.0(11) . . . . ?
C8 C9 C10 C11 -167.6(7) . . . . ?
N2 C9 C10 C27 -174.8(6) . . . . ?
C8 C9 C10 C27 9.6(10) . . . . ?
C14 N3 C11 C10 173.4(6) . . . . ?
Ho N3 C11 C10 -36.5(8) . . . . ?
C14 N3 C11 C12 -4.0(7) . . . . ?
Ho N3 C11 C12 146.1(5) . . . . ?
C9 C10 C11 N3 -1.2(11) . . . . ?
C27 C10 C11 N3 -178.5(6) . . . . ?
C9 C10 C11 C12 175.7(7) . . . . ?
C27 C10 C11 C12 -1.6(10) . . . . ?
N3 C11 C12 C13 2.9(8) . . . . ?
C10 C11 C12 C13 -174.4(7) . . . . ?
C11 C12 C13 C14 -0.6(8) . . . . ?
C11 N3 C14 C15 -173.4(6) . . . . ?
Ho N3 C14 C15 36.4(9) . . . . ?
C11 N3 C14 C13 3.6(7) . . . . ?
Ho N3 C14 C13 -146.6(5) . . . . ?
C12 C13 C14 N3 -1.9(8) . . . . ?
C12 C13 C14 C15 175.1(7) . . . . ?
N3 C14 C15 C16 -1.2(11) . . . . ?
C13 C14 C15 C16 -177.7(7) . . . . ?
N3 C14 C15 C33 176.9(6) . . . . ?
C13 C14 C15 C33 0.3(10) . . . . ?
C19 N4 C16 C15 179.8(6) . . . . ?
Ho N4 C16 C15 -26.0(9) . . . . ?
C19 N4 C16 C17 0.8(8) . . . . ?
Ho N4 C16 C17 155.1(5) . . . . ?
C14 C15 C16 N4 -4.5(11) . . . . ?
C33 C15 C16 N4 177.4(6) . . . . ?
C14 C15 C16 C17 174.3(7) . . . . ?
C33 C15 C16 C17 -3.8(10) . . . . ?
N4 C16 C17 C18 -1.8(9) . . . . ?
C15 C16 C17 C18 179.2(7) . . . . ?
C16 C17 C18 C19 2.0(9) . . . . ?
C16 N4 C19 C20 -178.5(6) . . . . ?
Ho N4 C19 C20 27.0(9) . . . . ?
C16 N4 C19 C18 0.4(7) . . . . ?
Ho N4 C19 C18 -154.2(4) . . . . ?
C17 C18 C19 N4 -1.5(9) . . . . ?
C17 C18 C19 C20 177.3(7) . . . . ?
N4 C19 C20 C1 5.8(11) . . . . ?
C18 C19 C20 C1 -172.9(7) . . . . ?
N4 C19 C20 C39 -174.8(6) . . . . ?
C18 C19 C20 C39 6.6(10) . . . . ?
N1 C1 C20 C19 -3.2(10) . . . . ?
C2 C1 C20 C19 167.6(7) . . . . ?
N1 C1 C20 C39 177.3(6) . . . . ?
C2 C1 C20 C39 -11.9(10) . . . . ?
C4 C5 C21 C22 102.0(8) . . . . ?
C6 C5 C21 C22 -82.9(9) . . . . ?
C4 C5 C21 C26 -78.0(9) . . . . ?
C6 C5 C21 C26 97.1(8) . . . . ?
C26 C21 C22 C23 -0.7(12) . . . . ?
C5 C21 C22 C23 179.3(7) . . . . ?
C21 C22 C23 C24 1.5(13) . . . . ?
C22 C23 C24 C25 -1.6(13) . . . . ?
C23 C24 C25 C26 0.9(13) . . . . ?
C22 C21 C26 C25 -0.1(12) . . . . ?
C5 C21 C26 C25 180.0(7) . . . . ?
C24 C25 C26 C21 -0.1(13) . . . . ?
C9 C10 C27 C28 -122.0(8) . . . . ?
C11 C10 C27 C28 55.4(9) . . . . ?
C9 C10 C27 C32 58.2(9) . . . . ?
C11 C10 C27 C32 -124.4(7) . . . . ?
C32 C27 C28 C29 1.3(11) . . . . ?
C10 C27 C28 C29 -178.5(7) . . . . ?
C27 C28 C29 C30 -0.5(13) . . . . ?
C28 C29 C30 C31 -0.3(16) . . . . ?
C29 C30 C31 C32 0.2(16) . . . . ?
C30 C31 C32 C27 0.8(14) . . . . ?
C28 C27 C32 C31 -1.5(12) . . . . ?
C10 C27 C32 C31 178.3(7) . . . . ?
C14 C15 C33 C38 84.1(9) . . . . ?
C16 C15 C33 C38 -97.6(9) . . . . ?
C14 C15 C33 C34 -96.2(8) . . . . ?
C16 C15 C33 C34 82.1(9) . . . . ?
C38 C33 C34 C35 0.5(12) . . . . ?
C15 C33 C34 C35 -179.3(7) . . . . ?
C33 C34 C35 C36 1.9(12) . . . . ?
C34 C35 C36 C37 -2.4(13) . . . . ?
C35 C36 C37 C38 0.6(14) . . . . ?
C34 C33 C38 C37 -2.2(14) . . . . ?
C15 C33 C38 C37 177.5(8) . . . . ?
C36 C37 C38 C33 1.7(16) . . . . ?
C19 C20 C39 C40 112.6(8) . . . . ?
C1 C20 C39 C40 -67.9(9) . . . . ?
C19 C20 C39 C44 -68.6(9) . . . . ?
C1 C20 C39 C44 111.0(8) . . . . ?
C44 C39 C40 C41 1.2(13) . . . . ?
C20 C39 C40 C41 -179.9(8) . . . . ?
C39 C40 C41 C42 0.6(15) . . . . ?
C40 C41 C42 C43 -1.5(16) . . . . ?
C41 C42 C43 C44 0.7(15) . . . . ?
C40 C39 C44 C43 -2.0(12) . . . . ?
C20 C39 C44 C43 179.1(7) . . . . ?
C42 C43 C44 C39 1.1(14) . . . . ?
N1 Ho O1 C47 -65.7(7) . . . . ?
N2 Ho O1 C47 -18.2(8) . . . . ?
N3 Ho O1 C47 164.2(6) . . . . ?
N4 Ho O1 C47 -143.0(7) . . . . ?
O2 Ho O1 C47 122.7(7) . . . . ?
Cl Ho O1 C47 37.5(6) . . . . ?
N1 Ho O1 C45 151.8(5) . . . . ?
N2 Ho O1 C45 -160.7(5) . . . . ?
N3 Ho O1 C45 21.7(6) . . . . ?
N4 Ho O1 C45 74.4(5) . . . . ?
O2 Ho O1 C45 -19.8(5) . . . . ?
Cl Ho O1 C45 -105.0(5) . . . . ?
N1 Ho O2 C48 -161.1(7) . . . . ?
N2 Ho O2 C48 8.7(8) . . . . ?
N3 Ho O2 C48 63.3(7) . . . . ?
N4 Ho O2 C48 139.3(7) . . . . ?
O1 Ho O2 C48 -145.0(7) . . . . ?
Cl Ho O2 C48 -64.2(7) . . . . ?
N1 Ho O2 C46 -26.5(8) . . . . ?
N2 Ho O2 C46 143.3(5) . . . . ?
N3 Ho O2 C46 -162.1(6) . . . . ?
N4 Ho O2 C46 -86.1(6) . . . . ?
O1 Ho O2 C46 -10.3(5) . . . . ?
Cl Ho O2 C46 70.5(6) . . . . ?
C47 O1 C45 C46 -89.1(11) . . . . ?
Ho O1 C45 C46 58.8(10) . . . . ?
O1 C45 C46 O2 -61.3(10) . . . . ?
C48 O2 C46 C45 177.9(8) . . . . ?
Ho O2 C46 C45 36.1(8) . . . . ?
