#------------------------------------------------------------------------------
#$Date: 2023-04-29 04:07:38 +0300 (Sat, 29 Apr 2023) $
#$Revision: 282916 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/66/7246695.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_7246695
loop_
_publ_author_name
'Das, Jayanta'
'Ta, Sabyasachi'
'Salam, Noor'
'Das, Sudipta'
'Ghosh, Subhasis'
'Das, Debasis'
_publ_section_title
;
 Polymeric copper(ii) and dimeric oxovanadium(v) complexes of amide--imine
 conjugate: bilirubin recognition and green catalysis
;
_journal_issue                   19
_journal_name_full               'RSC Advances'
_journal_page_first              13195
_journal_page_last               13205
_journal_paper_doi               10.1039/D3RA00702B
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C19 H23 N3 O2'
_chemical_formula_sum            'C19 H23 N3 O2'
_chemical_formula_weight         325.40
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2018-04-17 deposited with the CCDC.	2023-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                94.283(5)
_cell_angle_beta                 99.404(4)
_cell_angle_gamma                102.695(4)
_cell_formula_units_Z            4
_cell_length_a                   9.8512(6)
_cell_length_b                   11.5664(8)
_cell_length_c                   15.7394(10)
_cell_measurement_reflns_used    1968
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.57
_cell_measurement_theta_min      2.31
_cell_volume                     1714.6(2)
_computing_cell_refinement       'BRUKER APEX2'
_computing_data_collection       'BRUKER APEX2'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            48605
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         1.817
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9866
_exptl_absorpt_correction_T_min  0.9195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2014/5 (Bruker, 2014)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_description       prism
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.0059(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         8498
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0515P)²+0.3166P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1337
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5290
_reflns_number_total             8498
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra00702b2.cif
_cod_data_source_block           shelx
_cod_database_code               7246695
_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   0.971
_shelx_estimated_absorpt_t_max   0.992
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
H12A H 0.709(3) 0.483(2) 0.0814(17) 0.069(8) Uiso 1 1 d . . . . .
H12B H 0.217(3) 0.305(2) 0.1949(17) 0.076(9) Uiso 1 1 d . . . . .
C101 C 0.53674(17) 0.08564(15) -0.08599(10) 0.0185(4) Uani 1 1 d . . . . .
C102 C 0.39135(18) 0.04083(16) -0.11431(11) 0.0234(4) Uani 1 1 d . . . . .
H102 H 0.3273 0.0870 -0.1010 0.028 Uiso 1 1 calc R U . . .
C103 C 0.34011(19) -0.07036(16) -0.16159(11) 0.0239(4) Uani 1 1 d . . . . .
H103 H 0.2408 -0.1000 -0.1795 0.029 Uiso 1 1 calc R U . . .
C104 C 0.43051(19) -0.13979(15) -0.18357(10) 0.0213(4) Uani 1 1 d . . . . .
C4A C 0.3721(2) -0.26008(16) -0.23587(12) 0.0291(4) Uani 1 1 d . . . . .
H4A1 H 0.4504 -0.2957 -0.2461 0.044 Uiso 1 1 calc R U . . .
H4A2 H 0.3168 -0.2507 -0.2916 0.044 Uiso 1 1 calc R U . . .
H4A3 H 0.3111 -0.3121 -0.2040 0.044 Uiso 1 1 calc R U . . .
C105 C 0.57491(19) -0.09523(16) -0.15492(11) 0.0240(4) Uani 1 1 d . . . . .
H105 H 0.6389 -0.1412 -0.1687 0.029 Uiso 1 1 calc R U . . .
C106 C 0.62724(18) 0.01551(16) -0.10640(11) 0.0222(4) Uani 1 1 d . . . . .
H106 H 0.7264 0.0438 -0.0869 0.027 Uiso 1 1 calc R U . . .
C107 C 0.59915(17) 0.20395(15) -0.03378(10) 0.0194(4) Uani 1 1 d . . . . .
O11 O 0.72818(12) 0.24897(11) -0.01781(8) 0.0253(3) Uani 1 1 d . . . . .
N11 N 0.50650(14) 0.25949(12) -0.00396(9) 0.0190(3) Uani 1 1 d . . . . .
H11 H 0.4150 0.2269 -0.0165 0.023 Uiso 1 1 calc R U . . .
N12 N 0.55677(15) 0.36786(12) 0.04641(8) 0.0197(3) Uani 1 1 d . . . . .
C108 C 0.46643(18) 0.41376(15) 0.07900(10) 0.0201(4) Uani 1 1 d . . . . .
H108 H 0.3691 0.3737 0.0667 0.024 Uiso 1 1 calc R U . . .
C109 C 0.51199(17) 0.52552(15) 0.13410(10) 0.0185(4) Uani 1 1 d . . . . .
C110 C 0.65426(17) 0.59003(15) 0.15305(10) 0.0191(4) Uani 1 1 d . . . . .
O12 O 0.75524(12) 0.55218(12) 0.11631(8) 0.0242(3) Uani 1 1 d . . . . .
C111 C 0.69665(18) 0.69400(16) 0.20949(10) 0.0209(4) Uani 1 1 d . . . . .
H111 H 0.7941 0.7338 0.2230 0.025 Uiso 1 1 calc R U . . .
C112 C 0.59846(18) 0.74209(15) 0.24732(10) 0.0202(4) Uani 1 1 d . . . . .
C113 C 0.45454(18) 0.67934(15) 0.22592(11) 0.0212(4) Uani 1 1 d . . . . .
H113 H 0.3850 0.7097 0.2497 0.025 Uiso 1 1 calc R U . . .
C114 C 0.41491(18) 0.57491(15) 0.17100(11) 0.0209(4) Uani 1 1 d . . . . .
H114 H 0.3176 0.5347 0.1576 0.025 Uiso 1 1 calc R U . . .
N13 N 0.63925(15) 0.84712(13) 0.30196(9) 0.0231(3) Uani 1 1 d . . . . .
C115 C 0.5366(2) 0.89798(17) 0.33875(12) 0.0270(4) Uani 1 1 d . . . . .
H11A H 0.4511 0.8890 0.2936 0.032 Uiso 1 1 calc R U . . .
H11B H 0.5771 0.9844 0.3557 0.032 Uiso 1 1 calc R U . . .
C116 C 0.4930(2) 0.8413(2) 0.41734(12) 0.0380(5) Uani 1 1 d . . . . .
H11C H 0.4482 0.7565 0.4005 0.057 Uiso 1 1 calc R U . . .
H11D H 0.4258 0.8813 0.4396 0.057 Uiso 1 1 calc R U . . .
H11E H 0.5769 0.8498 0.4625 0.057 Uiso 1 1 calc R U . . .
C117 C 0.78760(18) 0.91185(16) 0.32433(12) 0.0264(4) Uani 1 1 d . . . . .
H11F H 0.7921 0.9977 0.3381 0.032 Uiso 1 1 calc R U . . .
H11G H 0.8327 0.9033 0.2732 0.032 Uiso 1 1 calc R U . . .
C118 C 0.8714(2) 0.8696(2) 0.40048(13) 0.0380(5) Uani 1 1 d . . . . .
H11H H 0.8289 0.8795 0.4519 0.057 Uiso 1 1 calc R U . . .
H11I H 0.9694 0.9168 0.4119 0.057 Uiso 1 1 calc R U . . .
H11J H 0.8699 0.7852 0.3869 0.057 Uiso 1 1 calc R U . . .
C201 C 0.00930(17) 0.13678(15) -0.10807(11) 0.0202(4) Uani 1 1 d . . . . .
C202 C -0.06519(17) 0.19444(16) -0.16706(11) 0.0218(4) Uani 1 1 d . . . . .
H202 H -0.0665 0.2755 -0.1531 0.026 Uiso 1 1 calc R U . . .
C203 C -0.13768(18) 0.13336(17) -0.24655(11) 0.0247(4) Uani 1 1 d . . . . .
H203 H -0.1860 0.1740 -0.2873 0.030 Uiso 1 1 calc R U . . .
C204 C -0.14090(19) 0.01365(17) -0.26767(11) 0.0258(4) Uani 1 1 d . . . . .
C4B C -0.2278(2) -0.05566(18) -0.35127(12) 0.0348(5) Uani 1 1 d . . . . .
H4B1 H -0.3234 -0.0916 -0.3422 0.052 Uiso 1 1 calc R U . . .
H4B2 H -0.1830 -0.1186 -0.3697 0.052 Uiso 1 1 calc R U . . .
H4B3 H -0.2334 -0.0017 -0.3962 0.052 Uiso 1 1 calc R U . . .
C205 C -0.06433(18) -0.04264(16) -0.20836(11) 0.0250(4) Uani 1 1 d . . . . .
H205 H -0.0638 -0.1239 -0.2221 0.030 Uiso 1 1 calc R U . . .
C206 C 0.01099(18) 0.01817(16) -0.12973(11) 0.0219(4) Uani 1 1 d . . . . .
H206 H 0.0640 -0.0211 -0.0904 0.026 Uiso 1 1 calc R U . . .
C207 C 0.08922(17) 0.19601(15) -0.02132(11) 0.0195(4) Uani 1 1 d . . . . .
O21 O 0.20690(12) 0.18213(11) 0.00887(8) 0.0241(3) Uani 1 1 d . . . . .
N21 N 0.02038(15) 0.26286(13) 0.02213(9) 0.0213(3) Uani 1 1 d . . . . .
H21 H -0.0625 0.2734 -0.0020 0.026 Uiso 1 1 calc R U . . .
N22 N 0.08352(15) 0.31421(13) 0.10542(9) 0.0211(3) Uani 1 1 d . . . . .
C208 C 0.01890(18) 0.38172(15) 0.14365(11) 0.0210(4) Uani 1 1 d . . . . .
H208 H -0.0662 0.3966 0.1136 0.025 Uiso 1 1 calc R U . . .
C209 C 0.07463(17) 0.43521(15) 0.23198(11) 0.0198(4) Uani 1 1 d . . . . .
C210 C 0.19276(17) 0.40838(15) 0.28343(11) 0.0199(4) Uani 1 1 d . . . . .
O22 O 0.26302(13) 0.33124(11) 0.25199(8) 0.0239(3) Uani 1 1 d . . . . .
C211 C 0.24030(18) 0.45940(16) 0.36844(11) 0.0223(4) Uani 1 1 d . . . . .
H211 H 0.3187 0.4385 0.4020 0.027 Uiso 1 1 calc R U . . .
C212 C 0.17536(18) 0.54110(16) 0.40596(11) 0.0239(4) Uani 1 1 d . . . . .
C213 C 0.05944(18) 0.57018(17) 0.35395(11) 0.0251(4) Uani 1 1 d . . . . .
H213 H 0.0148 0.6271 0.3771 0.030 Uiso 1 1 calc R U . . .
C214 C 0.01030(18) 0.51726(16) 0.27024(11) 0.0228(4) Uani 1 1 d . . . . .
H214 H -0.0696 0.5368 0.2373 0.027 Uiso 1 1 calc R U . . .
N23 N 0.22167(17) 0.59058(16) 0.49048(10) 0.0339(4) Uani 1 1 d . . . . .
C215 C 0.1344(2) 0.6507(2) 0.53578(14) 0.0238(7) Uiso 0.823(5) 1 d . . P A 1
H21A H 0.1482 0.6355 0.5973 0.029 Uiso 0.823(5) 1 calc R U P A 1
H21B H 0.0334 0.6176 0.5098 0.029 Uiso 0.823(5) 1 calc R U P A 1
C216 C 0.1718(3) 0.7843(2) 0.53083(16) 0.0325(7) Uiso 0.823(5) 1 d . . P A 1
H21C H 0.2713 0.8174 0.5576 0.049 Uiso 0.823(5) 1 calc R U P A 1
H21D H 0.1113 0.8222 0.5617 0.049 Uiso 0.823(5) 1 calc R U P A 1
H21E H 0.1568 0.7996 0.4700 0.049 Uiso 0.823(5) 1 calc R U P A 1
C15' C 0.1959(12) 0.7284(11) 0.5177(7) 0.030(3) Uiso 0.177(5) 1 d . . P A 2
H15A H 0.2785 0.7778 0.5591 0.036 Uiso 0.177(5) 1 calc R U P A 2
H15B H 0.1795 0.7702 0.4656 0.036 Uiso 0.177(5) 1 calc R U P A 2
C16' C 0.0685(13) 0.7038(11) 0.5581(8) 0.036(4) Uiso 0.177(5) 1 d . . P A 2
H16A H -0.0122 0.6564 0.5155 0.054 Uiso 0.177(5) 1 calc R U P A 2
H16B H 0.0475 0.7793 0.5777 0.054 Uiso 0.177(5) 1 calc R U P A 2
H16C H 0.0857 0.6594 0.6078 0.054 Uiso 0.177(5) 1 calc R U P A 2
C217 C 0.35405(19) 0.57810(18) 0.54210(11) 0.0278(4) Uani 1 1 d . . . . .
H21F H 0.3965 0.6519 0.5824 0.033 Uiso 1 1 calc R U . . .
H21G H 0.4211 0.5691 0.5030 0.033 Uiso 1 1 calc R U . . .
C218 C 0.3344(2) 0.4723(2) 0.59404(13) 0.0383(5) Uani 1 1 d . . . . .
H21H H 0.2670 0.4799 0.6323 0.058 Uiso 1 1 calc R U . . .
H21I H 0.4256 0.4702 0.6290 0.058 Uiso 1 1 calc R U . . .
H21J H 0.2980 0.3984 0.5544 0.058 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'
O O 0.0106 0.0060 '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
C106 C101 C102 118.22(16) . . ?
C106 C101 C107 118.54(15) . . ?
C102 C101 C107 123.23(15) . . ?
C103 C102 C101 120.38(16) . . ?
C103 C102 H102 119.8 . . ?
C101 C102 H102 119.8 . . ?
C102 C103 C104 121.55(16) . . ?
C102 C103 H103 119.2 . . ?
C104 C103 H103 119.2 . . ?
C105 C104 C103 117.89(16) . . ?
C105 C104 C4A 121.59(16) . . ?
C103 C104 C4A 120.51(16) . . ?
C104 C4A H4A1 109.5 . . ?
C104 C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
C104 C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?
C106 C105 C104 120.98(17) . . ?
C106 C105 H105 119.5 . . ?
C104 C105 H105 119.5 . . ?
C105 C106 C101 120.95(16) . . ?
C105 C106 H106 119.5 . . ?
C101 C106 H106 119.5 . . ?
O11 C107 N11 121.49(16) . . ?
O11 C107 C101 122.57(15) . . ?
N11 C107 C101 115.93(14) . . ?
C107 N11 N12 119.18(14) . . ?
C107 N11 H11 120.4 . . ?
N12 N11 H11 120.4 . . ?
C108 N12 N11 117.34(14) . . ?
N12 C108 C109 120.38(15) . . ?
N12 C108 H108 119.8 . . ?
C109 C108 H108 119.8 . . ?
C114 C109 C110 116.98(16) . . ?
C114 C109 C108 120.73(15) . . ?
C110 C109 C108 122.29(15) . . ?
O12 C110 C111 117.57(15) . . ?
O12 C110 C109 121.17(15) . . ?
C111 C110 C109 121.25(16) . . ?
C110 O12 H12A 106.0(16) . . ?
C110 C111 C112 121.28(15) . . ?
C110 C111 H111 119.4 . . ?
C112 C111 H111 119.4 . . ?
N13 C112 C111 121.68(15) . . ?
N13 C112 C113 120.87(16) . . ?
C111 C112 C113 117.44(16) . . ?
C114 C113 C112 120.40(16) . . ?
C114 C113 H113 119.8 . . ?
C112 C113 H113 119.8 . . ?
C113 C114 C109 122.57(16) . . ?
C113 C114 H114 118.7 . . ?
C109 C114 H114 118.7 . . ?
C112 N13 C115 121.33(14) . . ?
C112 N13 C117 121.00(15) . . ?
C115 N13 C117 117.67(14) . . ?
N13 C115 C116 113.91(16) . . ?
N13 C115 H11A 108.8 . . ?
C116 C115 H11A 108.8 . . ?
N13 C115 H11B 108.8 . . ?
C116 C115 H11B 108.8 . . ?
H11A C115 H11B 107.7 . . ?
C115 C116 H11C 109.5 . . ?
C115 C116 H11D 109.5 . . ?
H11C C116 H11D 109.5 . . ?
C115 C116 H11E 109.5 . . ?
H11C C116 H11E 109.5 . . ?
H11D C116 H11E 109.5 . . ?
N13 C117 C118 113.87(15) . . ?
N13 C117 H11F 108.8 . . ?
C118 C117 H11F 108.8 . . ?
N13 C117 H11G 108.8 . . ?
C118 C117 H11G 108.8 . . ?
H11F C117 H11G 107.7 . . ?
C117 C118 H11H 109.5 . . ?
C117 C118 H11I 109.5 . . ?
H11H C118 H11I 109.5 . . ?
C117 C118 H11J 109.5 . . ?
H11H C118 H11J 109.5 . . ?
H11I C118 H11J 109.5 . . ?
C202 C201 C206 119.42(16) . . ?
C202 C201 C207 123.07(16) . . ?
C206 C201 C207 117.51(15) . . ?
C203 C202 C201 119.85(17) . . ?
C203 C202 H202 120.1 . . ?
C201 C202 H202 120.1 . . ?
C202 C203 C204 121.23(17) . . ?
C202 C203 H203 119.4 . . ?
C204 C203 H203 119.4 . . ?
C203 C204 C205 118.27(16) . . ?
C203 C204 C4B 121.54(17) . . ?
C205 C204 C4B 120.17(17) . . ?
C204 C4B H4B1 109.5 . . ?
C204 C4B H4B2 109.5 . . ?
H4B1 C4B H4B2 109.5 . . ?
C204 C4B H4B3 109.5 . . ?
H4B1 C4B H4B3 109.5 . . ?
H4B2 C4B H4B3 109.5 . . ?
C206 C205 C204 120.94(17) . . ?
C206 C205 H205 119.5 . . ?
C204 C205 H205 119.5 . . ?
C205 C206 C201 120.22(16) . . ?
C205 C206 H206 119.9 . . ?
C201 C206 H206 119.9 . . ?
O21 C207 N21 122.91(15) . . ?
O21 C207 C201 122.23(15) . . ?
N21 C207 C201 114.84(14) . . ?
C207 N21 N22 118.30(13) . . ?
C207 N21 H21 120.9 . . ?
N22 N21 H21 120.9 . . ?
C208 N22 N21 116.94(14) . . ?
N22 C208 C209 120.56(15) . . ?
N22 C208 H208 119.7 . . ?
C209 C208 H208 119.7 . . ?
C214 C209 C210 117.16(15) . . ?
C214 C209 C208 119.92(15) . . ?
C210 C209 C208 122.92(15) . . ?
O22 C210 C211 117.47(15) . . ?
O22 C210 C209 121.56(15) . . ?
C211 C210 C209 120.97(16) . . ?
C210 O22 H12B 106.1(16) . . ?
C210 C211 C212 121.40(16) . . ?
C210 C211 H211 119.3 . . ?
C212 C211 H211 119.3 . . ?
N23 C212 C211 121.31(16) . . ?
N23 C212 C213 121.02(16) . . ?
C211 C212 C213 117.67(16) . . ?
C214 C213 C212 120.81(17) . . ?
C214 C213 H213 119.6 . . ?
C212 C213 H213 119.6 . . ?
C213 C214 C209 121.96(16) . . ?
C213 C214 H214 119.0 . . ?
C209 C214 H214 119.0 . . ?
C212 N23 C215 120.98(16) . . ?
C212 N23 C217 122.60(15) . . ?
C215 N23 C217 116.24(15) . . ?
C212 N23 C15' 117.7(4) . . ?
C217 N23 C15' 109.4(4) . . ?
N23 C215 C216 111.38(19) . . ?
N23 C215 H21A 109.4 . . ?
C216 C215 H21A 109.4 . . ?
N23 C215 H21B 109.4 . . ?
C216 C215 H21B 109.4 . . ?
H21A C215 H21B 108.0 . . ?
C215 C216 H21C 109.5 . . ?
C215 C216 H21D 109.5 . . ?
H21C C216 H21D 109.5 . . ?
C215 C216 H21E 109.5 . . ?
H21C C216 H21E 109.5 . . ?
H21D C216 H21E 109.5 . . ?
C16' C15' N23 104.0(9) . . ?
C16' C15' H15A 111.0 . . ?
N23 C15' H15A 111.0 . . ?
C16' C15' H15B 111.0 . . ?
N23 C15' H15B 111.0 . . ?
H15A C15' H15B 109.0 . . ?
C15' C16' H16A 109.5 . . ?
C15' C16' H16B 109.5 . . ?
H16A C16' H16B 109.5 . . ?
C15' C16' H16C 109.5 . . ?
H16A C16' H16C 109.5 . . ?
H16B C16' H16C 109.5 . . ?
N23 C217 C218 113.04(16) . . ?
N23 C217 H21F 109.0 . . ?
C218 C217 H21F 109.0 . . ?
N23 C217 H21G 109.0 . . ?
C218 C217 H21G 109.0 . . ?
H21F C217 H21G 107.8 . . ?
C217 C218 H21H 109.5 . . ?
C217 C218 H21I 109.5 . . ?
H21H C218 H21I 109.5 . . ?
C217 C218 H21J 109.5 . . ?
H21H C218 H21J 109.5 . . ?
H21I C218 H21J 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
C101 C106 1.389(2) . ?
C101 C102 1.396(2) . ?
C101 C107 1.491(2) . ?
C102 C103 1.383(2) . ?
C102 H102 0.9500 . ?
C103 C104 1.390(2) . ?
C103 H103 0.9500 . ?
C104 C105 1.388(2) . ?
C104 C4A 1.506(2) . ?
C4A H4A1 0.9800 . ?
C4A H4A2 0.9800 . ?
C4A H4A3 0.9800 . ?
C105 C106 1.387(2) . ?
C105 H105 0.9500 . ?
C106 H106 0.9500 . ?
C107 O11 1.239(2) . ?
C107 N11 1.349(2) . ?
N11 N12 1.3767(19) . ?
N11 H11 0.8800 . ?
N12 C108 1.286(2) . ?
C108 C109 1.440(2) . ?
C108 H108 0.9500 . ?
C109 C114 1.397(2) . ?
C109 C110 1.407(2) . ?
C110 O12 1.363(2) . ?
C110 C111 1.381(2) . ?
O12 H12A 0.91(3) . ?
C111 C112 1.405(2) . ?
C111 H111 0.9500 . ?
C112 N13 1.376(2) . ?
C112 C113 1.416(2) . ?
C113 C114 1.373(2) . ?
C113 H113 0.9500 . ?
C114 H114 0.9500 . ?
N13 C115 1.451(2) . ?
N13 C117 1.460(2) . ?
C115 C116 1.522(3) . ?
C115 H11A 0.9900 . ?
C115 H11B 0.9900 . ?
C116 H11C 0.9800 . ?
C116 H11D 0.9800 . ?
C116 H11E 0.9800 . ?
C117 C118 1.516(3) . ?
C117 H11F 0.9900 . ?
C117 H11G 0.9900 . ?
C118 H11H 0.9800 . ?
C118 H11I 0.9800 . ?
C118 H11J 0.9800 . ?
C201 C202 1.389(2) . ?
C201 C206 1.393(2) . ?
C201 C207 1.492(2) . ?
C202 C203 1.389(2) . ?
C202 H202 0.9500 . ?
C203 C204 1.392(3) . ?
C203 H203 0.9500 . ?
C204 C205 1.393(3) . ?
C204 C4B 1.510(2) . ?
C4B H4B1 0.9800 . ?
C4B H4B2 0.9800 . ?
C4B H4B3 0.9800 . ?
C205 C206 1.385(2) . ?
C205 H205 0.9500 . ?
C206 H206 0.9500 . ?
C207 O21 1.2283(19) . ?
C207 N21 1.352(2) . ?
N21 N22 1.3831(19) . ?
N21 H21 0.8800 . ?
N22 C208 1.285(2) . ?
C208 C209 1.446(2) . ?
C208 H208 0.9500 . ?
C209 C214 1.403(2) . ?
C209 C210 1.412(2) . ?
C210 O22 1.356(2) . ?
C210 C211 1.383(2) . ?
O22 H12B 0.93(3) . ?
C211 C212 1.399(2) . ?
C211 H211 0.9500 . ?
C212 N23 1.371(2) . ?
C212 C213 1.411(2) . ?
C213 C214 1.373(2) . ?
C213 H213 0.9500 . ?
C214 H214 0.9500 . ?
N23 C215 1.455(3) . ?
N23 C217 1.461(2) . ?
N23 C15' 1.703(13) . ?
C215 C216 1.520(4) . ?
C215 H21A 0.9900 . ?
C215 H21B 0.9900 . ?
C216 H21C 0.9800 . ?
C216 H21D 0.9800 . ?
C216 H21E 0.9800 . ?
C15' C16' 1.481(17) . ?
C15' H15A 0.9900 . ?
C15' H15B 0.9900 . ?
C16' H16A 0.9800 . ?
C16' H16B 0.9800 . ?
C16' H16C 0.9800 . ?
C217 C218 1.517(3) . ?
C217 H21F 0.9900 . ?
C217 H21G 0.9900 . ?
C218 H21H 0.9800 . ?
C218 H21I 0.9800 . ?
C218 H21J 0.9800 . ?
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
O22 H12B N22 0.93(3) 1.79(3) 2.6331(18) 149(2) .
N11 H11 O21 0.88 2.11 2.9348(18) 155.1 .
C108 H108 O21 0.95 2.44 3.249(2) 142.8 .
N21 H21 O11 0.88 1.99 2.8102(18) 154.5 1_455
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
C106 C101 C102 C103 -0.2(2) . . . . ?
C107 C101 C102 C103 -179.14(15) . . . . ?
C101 C102 C103 C104 -1.1(3) . . . . ?
C102 C103 C104 C105 1.4(3) . . . . ?
C102 C103 C104 C4A -179.39(16) . . . . ?
C103 C104 C105 C106 -0.4(2) . . . . ?
C4A C104 C105 C106 -179.67(16) . . . . ?
C104 C105 C106 C101 -0.8(3) . . . . ?
C102 C101 C106 C105 1.1(2) . . . . ?
C107 C101 C106 C105 -179.90(15) . . . . ?
C106 C101 C107 O11 9.9(2) . . . . ?
C102 C101 C107 O11 -171.18(16) . . . . ?
C106 C101 C107 N11 -169.60(14) . . . . ?
C102 C101 C107 N11 9.3(2) . . . . ?
O11 C107 N11 N12 -1.0(2) . . . . ?
C101 C107 N11 N12 178.54(13) . . . . ?
C107 N11 N12 C108 -174.91(14) . . . . ?
N11 N12 C108 C109 178.46(14) . . . . ?
N12 C108 C109 C114 -178.85(15) . . . . ?
N12 C108 C109 C110 1.4(2) . . . . ?
C114 C109 C110 O12 -176.43(14) . . . . ?
C108 C109 C110 O12 3.3(2) . . . . ?
C114 C109 C110 C111 3.5(2) . . . . ?
C108 C109 C110 C111 -176.74(15) . . . . ?
O12 C110 C111 C112 177.23(14) . . . . ?
C109 C110 C111 C112 -2.7(2) . . . . ?
C110 C111 C112 N13 -178.40(15) . . . . ?
C110 C111 C112 C113 0.5(2) . . . . ?
N13 C112 C113 C114 179.68(15) . . . . ?
C111 C112 C113 C114 0.8(2) . . . . ?
C112 C113 C114 C109 0.2(3) . . . . ?
C110 C109 C114 C113 -2.3(2) . . . . ?
C108 C109 C114 C113 178.00(16) . . . . ?
C111 C112 N13 C115 178.18(15) . . . . ?
C113 C112 N13 C115 -0.7(2) . . . . ?
C111 C112 N13 C117 -1.3(2) . . . . ?
C113 C112 N13 C117 179.83(15) . . . . ?
C112 N13 C115 C116 80.7(2) . . . . ?
C117 N13 C115 C116 -99.81(19) . . . . ?
C112 N13 C117 C118 -86.0(2) . . . . ?
C115 N13 C117 C118 94.55(19) . . . . ?
C206 C201 C202 C203 0.4(2) . . . . ?
C207 C201 C202 C203 -179.74(15) . . . . ?
C201 C202 C203 C204 1.9(3) . . . . ?
C202 C203 C204 C205 -2.7(3) . . . . ?
C202 C203 C204 C4B 175.64(16) . . . . ?
C203 C204 C205 C206 1.2(3) . . . . ?
C4B C204 C205 C206 -177.18(16) . . . . ?
C204 C205 C206 C201 1.1(3) . . . . ?
C202 C201 C206 C205 -1.9(2) . . . . ?
C207 C201 C206 C205 178.25(15) . . . . ?
C202 C201 C207 O21 -138.08(18) . . . . ?
C206 C201 C207 O21 41.8(2) . . . . ?
C202 C201 C207 N21 43.8(2) . . . . ?
C206 C201 C207 N21 -136.34(16) . . . . ?
O21 C207 N21 N22 -2.4(2) . . . . ?
C201 C207 N21 N22 175.77(13) . . . . ?
C207 N21 N22 C208 176.86(15) . . . . ?
N21 N22 C208 C209 177.57(14) . . . . ?
N22 C208 C209 C214 174.18(16) . . . . ?
N22 C208 C209 C210 -6.2(3) . . . . ?
C214 C209 C210 O22 -179.26(15) . . . . ?
C208 C209 C210 O22 1.1(3) . . . . ?
C214 C209 C210 C211 1.3(2) . . . . ?
C208 C209 C210 C211 -178.33(16) . . . . ?
O22 C210 C211 C212 179.20(15) . . . . ?
C209 C210 C211 C212 -1.4(3) . . . . ?
C210 C211 C212 N23 179.29(17) . . . . ?
C210 C211 C212 C213 -0.2(3) . . . . ?
N23 C212 C213 C214 -177.73(17) . . . . ?
C211 C212 C213 C214 1.7(3) . . . . ?
C212 C213 C214 C209 -1.8(3) . . . . ?
C210 C209 C214 C213 0.2(3) . . . . ?
C208 C209 C214 C213 179.92(16) . . . . ?
C211 C212 N23 C215 -164.27(18) . . . . ?
C213 C212 N23 C215 15.2(3) . . . . ?
C211 C212 N23 C217 10.6(3) . . . . ?
C213 C212 N23 C217 -169.92(17) . . . . ?
C211 C212 N23 C15' 152.0(5) . . . . ?
C213 C212 N23 C15' -28.5(5) . . . . ?
C212 N23 C215 C216 -94.6(2) . . . . ?
C217 N23 C215 C216 90.2(2) . . . . ?
C15' N23 C215 C216 1.8(6) . . . . ?
C212 N23 C15' C16' 99.8(7) . . . . ?
C215 N23 C15' C16' -6.0(5) . . . . ?
C217 N23 C15' C16' -114.1(7) . . . . ?
C212 N23 C217 C218 -92.7(2) . . . . ?
C215 N23 C217 C218 82.4(2) . . . . ?
C15' N23 C217 C218 123.2(4) . . . . ?
