#------------------------------------------------------------------------------
#$Date: 2020-12-05 07:34:49 +0200 (Sat, 05 Dec 2020) $
#$Revision: 259556 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/36/2243696.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_2243696
loop_
_publ_author_name
'Harish Chinthal, Chayanna'
'Kavitha, Channappa N.'
'Yathirajan, Hemmige S.'
'Foro, Sabine'
'Glidewell, Christopher'
_publ_section_title
;
 Six 1-halobenzoyl-4-(2-methoxyphenyl)piperazines having Z' values
 of one, two or four; disorder, pseudosymmetry, twinning and
 supramolecular assembly in one, two or three dimensions
;
_journal_coeditor_code           HB7954
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              5
_journal_page_last               13
_journal_paper_doi               10.1107/S2056989020015649
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C18 H19 I N2 O2'
_chemical_formula_moiety         'C18 H19 I N2 O2'
_chemical_formula_sum            'C18 H19 I N2 O2'
_chemical_formula_weight         422.25
_chemical_name_systematic
;
1-(3-Iodobenzoyl)-4-(2-methoxyphenyl)piperazine
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.4528(4)
_cell_length_b                   17.1306(9)
_cell_length_c                   27.9030(10)
_cell_measurement_reflns_used    7668
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.886
_cell_measurement_theta_min      2.790
_cell_volume                     3562.4(3)
_computing_cell_refinement
;
CrysAlis RED (Oxford Diffraction, 2009)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction, 2009)
;
_computing_data_reduction
;
CrysAlis RED (Oxford Diffraction, 2009)
;
_computing_molecular_graphics
;
PLATON (Spek, 2020)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015b) and PLATON (Spek, 2020)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            13774
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_min         2.790
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.808
_exptl_absorpt_correction_T_max  0.722
_exptl_absorpt_correction_T_min  0.542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysalisRed; Oxford Diffraction, 2009)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_refine_diff_density_max         1.116
_refine_diff_density_min         -0.689
_refine_ls_abs_structure_details
;
Flack x determined using 1728 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al.,  2013)
;
_refine_ls_abs_structure_Flack   0.456(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         7653
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0475
_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)+(0.0552P)²+0.7763P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1161
_reflns_number_gt                5048
_reflns_number_total             7653
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb7954sup1.cif
_cod_data_source_block           V
_cod_database_code               2243696
_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   0.562
_shelx_estimated_absorpt_t_max   0.737
_shelxl_version_number           2.014
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N11 0.2358(9) 0.4763(4) 0.2308(2) 0.0432(17) Uani d 1 . .
C C12 0.4162(11) 0.5077(5) 0.2385(3) 0.046(2) Uani d 1 . .
H H12A 0.4546 0.4963 0.2710 0.055 Uiso calc 1 . .
H H12B 0.4139 0.5640 0.2346 0.055 Uiso calc 1 . .
C C13 0.5480(11) 0.4728(5) 0.2034(3) 0.046(2) Uani d 1 . .
H H13A 0.6646 0.4971 0.2073 0.056 Uiso calc 1 . .
H H13B 0.5608 0.4173 0.2095 0.056 Uiso calc 1 . .
N N14 0.4820(8) 0.4855(3) 0.1547(2) 0.0371(15) Uani d 1 . .
C C15 0.3113(11) 0.4474(5) 0.1485(3) 0.047(2) Uani d 1 . .
H H15A 0.3233 0.3922 0.1555 0.057 Uiso calc 1 . .
H H15B 0.2724 0.4529 0.1155 0.057 Uiso calc 1 . .
C C16 0.1750(11) 0.4825(5) 0.1809(3) 0.049(2) Uani d 1 . .
H H16A 0.1570 0.5369 0.1727 0.059 Uiso calc 1 . .
H H16B 0.0614 0.4555 0.1772 0.059 Uiso calc 1 . .
C C117 0.1183(12) 0.4600(4) 0.2664(3) 0.0401(18) Uani d 1 . .
O O117 -0.0429(8) 0.4514(4) 0.2587(2) 0.0657(17) Uani d 1 . .
C C111 0.1887(10) 0.4497(4) 0.3164(3) 0.0406(19) Uani d 1 . .
C C112 0.1335(10) 0.4990(4) 0.3524(3) 0.0345(17) Uani d 1 . .
H H112 0.0589 0.5411 0.3456 0.041 Uiso calc 1 . .
C C113 0.1897(10) 0.4853(4) 0.3985(3) 0.0386(18) Uani d 1 . .
I I113 0.09926(11) 0.55646(4) 0.45473(2) 0.0712(2) Uani d 1 . .
C C114 0.3004(11) 0.4230(4) 0.4104(3) 0.044(2) Uani d 1 . .
H H114 0.3372 0.4147 0.4419 0.053 Uiso calc 1 . .
C C115 0.3544(11) 0.3733(5) 0.3732(3) 0.051(2) Uani d 1 . .
H H115 0.4285 0.3310 0.3799 0.061 Uiso calc 1 . .
C C116 0.2999(11) 0.3861(5) 0.3274(3) 0.047(2) Uani d 1 . .
H H116 0.3365 0.3524 0.3032 0.056 Uiso calc 1 . .
C C141 0.6137(12) 0.4734(4) 0.1186(3) 0.0407(18) Uani d 1 . .
C C142 0.7486(11) 0.5304(5) 0.1124(3) 0.048(2) Uani d 1 . .
C C143 0.8713(13) 0.5237(6) 0.0762(3) 0.064(3) Uani d 1 . .
H H143 0.9604 0.5613 0.0728 0.077 Uiso calc 1 . .
C C144 0.8645(16) 0.4629(7) 0.0452(3) 0.078(3) Uani d 1 . .
H H144 0.9494 0.4590 0.0208 0.093 Uiso calc 1 . .
C C145 0.7317(15) 0.4064(7) 0.0495(4) 0.072(3) Uani d 1 . .
H H145 0.7257 0.3652 0.0278 0.087 Uiso calc 1 . .
C C146 0.6085(14) 0.4123(5) 0.0863(3) 0.054(2) Uani d 1 . .
H H146 0.5202 0.3742 0.0895 0.064 Uiso calc 1 . .
O O142 0.7427(8) 0.5911(3) 0.1439(2) 0.0599(17) Uani d 1 . .
C C147 0.8367(13) 0.6603(6) 0.1330(4) 0.075(3) Uani d 1 . .
H H17A 0.7972 0.7014 0.1539 0.113 Uiso calc 1 . .
H H17B 0.8140 0.6747 0.1004 0.113 Uiso calc 1 . .
H H17C 0.9630 0.6519 0.1375 0.113 Uiso calc 1 . .
N N21 0.2574(9) 0.7192(4) 0.2625(2) 0.0410(16) Uani d 1 . .
C C22 0.3201(11) 0.7090(5) 0.3111(3) 0.046(2) Uani d 1 . .
H H22A 0.4368 0.7335 0.3146 0.055 Uiso calc 1 . .
H H22B 0.3337 0.6538 0.3178 0.055 Uiso calc 1 . .
C C23 0.1894(12) 0.7449(5) 0.3471(3) 0.050(2) Uani d 1 . .
H H23A 0.2306 0.7351 0.3795 0.059 Uiso calc 1 . .
H H23B 0.1824 0.8009 0.3424 0.059 Uiso calc 1 . .
N N24 0.0133(8) 0.7098(4) 0.3400(2) 0.0370(15) Uani d 1 . .
C C25 -0.0519(10) 0.7253(5) 0.2915(3) 0.0403(19) Uani d 1 . .
H H25A -0.0619 0.7812 0.2867 0.048 Uiso calc 1 . .
H H25B -0.1702 0.7025 0.2876 0.048 Uiso calc 1 . .
C C26 0.0736(10) 0.6914(5) 0.2548(3) 0.043(2) Uani d 1 . .
H H26A 0.0712 0.6349 0.2568 0.052 Uiso calc 1 . .
H H26B 0.0340 0.7062 0.2230 0.052 Uiso calc 1 . .
C C217 0.3746(11) 0.7340(4) 0.2273(3) 0.0384(17) Uani d 1 . .
O O217 0.5362(8) 0.7387(4) 0.2348(2) 0.0592(17) Uani d 1 . .
C C211 0.3042(10) 0.7458(4) 0.1784(3) 0.0360(17) Uani d 1 . .
C C212 0.3596(11) 0.6946(4) 0.1411(3) 0.0387(18) Uani d 1 . .
H H212 0.4307 0.6513 0.1476 0.046 Uiso calc 1 . .
C C213 0.3053(11) 0.7109(4) 0.0950(3) 0.0422(19) Uani d 1 . .
I I213 0.38276(10) 0.63124(4) 0.04062(2) 0.0694(2) Uani d 1 . .
C C214 0.2027(12) 0.7747(5) 0.0834(3) 0.051(2) Uani d 1 . .
H H214 0.1679 0.7842 0.0520 0.062 Uiso calc 1 . .
C C215 0.1535(12) 0.8239(5) 0.1198(3) 0.053(2) Uani d 1 . .
H H215 0.0857 0.8679 0.1126 0.063 Uiso calc 1 . .
C C216 0.2007(11) 0.8103(5) 0.1664(3) 0.047(2) Uani d 1 . .
H H216 0.1633 0.8446 0.1902 0.057 Uiso calc 1 . .
C C241 -0.1152(11) 0.7211(4) 0.3769(2) 0.0396(17) Uani d 1 . .
C C242 -0.2523(11) 0.6650(5) 0.3815(3) 0.046(2) Uani d 1 . .
C C243 -0.3767(13) 0.6729(6) 0.4185(3) 0.063(3) Uani d 1 . .
H H243 -0.4674 0.6360 0.4217 0.075 Uiso calc 1 . .
C C244 -0.3675(14) 0.7364(6) 0.4516(3) 0.067(3) Uani d 1 . .
H H244 -0.4552 0.7438 0.4749 0.080 Uiso calc 1 . .
C C245 -0.2271(16) 0.7849(7) 0.4476(3) 0.077(3) Uani d 1 . .
H H245 -0.2116 0.8235 0.4707 0.093 Uiso calc 1 . .
C C246 -0.1052(14) 0.7798(5) 0.4108(3) 0.053(2) Uani d 1 . .
H H246 -0.0139 0.8166 0.4086 0.064 Uiso calc 1 . .
O O242 -0.2497(8) 0.6053(3) 0.3494(2) 0.0570(17) Uani d 1 . .
C C247 -0.3468(13) 0.5376(5) 0.3602(4) 0.077(3) Uani d 1 . .
H H27A -0.3146 0.4969 0.3382 0.115 Uiso calc 1 . .
H H27B -0.4729 0.5482 0.3577 0.115 Uiso calc 1 . .
H H27C -0.3194 0.5212 0.3923 0.115 Uiso calc 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'
I I -0.4742 1.8119 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C117 N11 C12 . . 124.3(7) ?
C117 N11 C16 . . 120.7(7) ?
C12 N11 C16 . . 113.3(6) ?
N11 C12 C13 . . 110.9(6) ?
N11 C12 H12A . . 109.5 ?
C13 C12 H12A . . 109.5 ?
N11 C12 H12B . . 109.5 ?
C13 C12 H12B . . 109.5 ?
H12A C12 H12B . . 108.1 ?
N14 C13 C12 . . 109.0(7) ?
N14 C13 H13A . . 109.9 ?
C12 C13 H13A . . 109.9 ?
N14 C13 H13B . . 109.9 ?
C12 C13 H13B . . 109.9 ?
H13A C13 H13B . . 108.3 ?
C141 N14 C15 . . 117.3(6) ?
C141 N14 C13 . . 113.9(6) ?
C15 N14 C13 . . 110.0(6) ?
N14 C15 C16 . . 110.4(6) ?
N14 C15 H15A . . 109.6 ?
C16 C15 H15A . . 109.6 ?
N14 C15 H15B . . 109.6 ?
C16 C15 H15B . . 109.6 ?
H15A C15 H15B . . 108.1 ?
N11 C16 C15 . . 109.7(7) ?
N11 C16 H16A . . 109.7 ?
C15 C16 H16A . . 109.7 ?
N11 C16 H16B . . 109.7 ?
C15 C16 H16B . . 109.7 ?
H16A C16 H16B . . 108.2 ?
O117 C117 N11 . . 122.0(7) ?
O117 C117 C111 . . 119.2(7) ?
N11 C117 C111 . . 118.7(7) ?
C112 C111 C116 . . 119.7(8) ?
C112 C111 C117 . . 120.1(7) ?
C116 C111 C117 . . 120.0(7) ?
C113 C112 C111 . . 119.2(7) ?
C113 C112 H112 . . 120.4 ?
C111 C112 H112 . . 120.4 ?
C112 C113 C114 . . 122.5(7) ?
C112 C113 I113 . . 120.2(5) ?
C114 C113 I113 . . 117.2(6) ?
C113 C114 C115 . . 117.3(8) ?
C113 C114 H114 . . 121.3 ?
C115 C114 H114 . . 121.3 ?
C116 C115 C114 . . 120.8(8) ?
C116 C115 H115 . . 119.6 ?
C114 C115 H115 . . 119.6 ?
C115 C116 C111 . . 120.5(8) ?
C115 C116 H116 . . 119.7 ?
C111 C116 H116 . . 119.7 ?
C146 C141 C142 . . 117.7(8) ?
C146 C141 N14 . . 123.5(8) ?
C142 C141 N14 . . 118.5(7) ?
O142 C142 C143 . . 124.3(8) ?
O142 C142 C141 . . 115.2(7) ?
C143 C142 C141 . . 120.5(8) ?
C144 C143 C142 . . 120.8(10) ?
C144 C143 H143 . . 119.6 ?
C142 C143 H143 . . 119.6 ?
C143 C144 C145 . . 120.4(10) ?
C143 C144 H144 . . 119.8 ?
C145 C144 H144 . . 119.8 ?
C146 C145 C144 . . 119.1(10) ?
C146 C145 H145 . . 120.4 ?
C144 C145 H145 . . 120.4 ?
C141 C146 C145 . . 121.4(10) ?
C141 C146 H146 . . 119.3 ?
C145 C146 H146 . . 119.3 ?
C142 O142 C147 . . 119.1(8) ?
O142 C147 H17A . . 109.5 ?
O142 C147 H17B . . 109.5 ?
H17A C147 H17B . . 109.5 ?
O142 C147 H17C . . 109.5 ?
H17A C147 H17C . . 109.5 ?
H17B C147 H17C . . 109.5 ?
C217 N21 C22 . . 120.0(7) ?
C217 N21 C26 . . 124.3(7) ?
C22 N21 C26 . . 113.6(6) ?
N21 C22 C23 . . 111.2(7) ?
N21 C22 H22A . . 109.4 ?
C23 C22 H22A . . 109.4 ?
N21 C22 H22B . . 109.4 ?
C23 C22 H22B . . 109.4 ?
H22A C22 H22B . . 108.0 ?
N24 C23 C22 . . 108.6(7) ?
N24 C23 H23A . . 110.0 ?
C22 C23 H23A . . 110.0 ?
N24 C23 H23B . . 110.0 ?
C22 C23 H23B . . 110.0 ?
H23A C23 H23B . . 108.3 ?
C241 N24 C23 . . 116.9(6) ?
C241 N24 C25 . . 115.0(6) ?
C23 N24 C25 . . 110.5(6) ?
N24 C25 C26 . . 110.7(6) ?
N24 C25 H25A . . 109.5 ?
C26 C25 H25A . . 109.5 ?
N24 C25 H25B . . 109.5 ?
C26 C25 H25B . . 109.5 ?
H25A C25 H25B . . 108.1 ?
N21 C26 C25 . . 110.9(6) ?
N21 C26 H26A . . 109.5 ?
C25 C26 H26A . . 109.5 ?
N21 C26 H26B . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 108.1 ?
O217 C217 N21 . . 121.9(7) ?
O217 C217 C211 . . 120.0(7) ?
N21 C217 C211 . . 118.1(7) ?
C216 C211 C212 . . 118.3(7) ?
C216 C211 C217 . . 122.0(7) ?
C212 C211 C217 . . 119.3(7) ?
C213 C212 C211 . . 118.3(7) ?
C213 C212 H212 . . 120.9 ?
C211 C212 H212 . . 120.9 ?
C214 C213 C212 . . 123.1(7) ?
C214 C213 I213 . . 119.7(6) ?
C212 C213 I213 . . 117.2(6) ?
C215 C214 C213 . . 117.7(8) ?
C215 C214 H214 . . 121.1 ?
C213 C214 H214 . . 121.1 ?
C216 C215 C214 . . 122.0(8) ?
C216 C215 H215 . . 119.0 ?
C214 C215 H215 . . 119.0 ?
C215 C216 C211 . . 120.6(8) ?
C215 C216 H216 . . 119.7 ?
C211 C216 H216 . . 119.7 ?
C246 C241 C242 . . 118.3(8) ?
C246 C241 N24 . . 124.0(8) ?
C242 C241 N24 . . 117.5(7) ?
O242 C242 C243 . . 124.8(8) ?
O242 C242 C241 . . 116.3(7) ?
C243 C242 C241 . . 118.9(8) ?
C242 C243 C244 . . 121.4(9) ?
C242 C243 H243 . . 119.3 ?
C244 C243 H243 . . 119.3 ?
C245 C244 C243 . . 117.1(9) ?
C245 C244 H244 . . 121.5 ?
C243 C244 H244 . . 121.5 ?
C244 C245 C246 . . 122.6(10) ?
C244 C245 H245 . . 118.7 ?
C246 C245 H245 . . 118.7 ?
C245 C246 C241 . . 121.5(10) ?
C245 C246 H246 . . 119.3 ?
C241 C246 H246 . . 119.3 ?
C242 O242 C247 . . 118.3(8) ?
O242 C247 H27A . . 109.5 ?
O242 C247 H27B . . 109.5 ?
H27A C247 H27B . . 109.5 ?
O242 C247 H27C . . 109.5 ?
H27A C247 H27C . . 109.5 ?
H27B C247 H27C . . 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
N11 C117 . 1.352(10) ?
N11 C12 . 1.464(10) ?
N11 C16 . 1.468(10) ?
C12 C13 . 1.511(11) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 N14 . 1.462(9) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
N14 C141 . 1.422(9) ?
N14 C15 . 1.440(10) ?
C15 C16 . 1.487(11) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C117 O117 . 1.229(10) ?
C117 C111 . 1.503(11) ?
C111 C112 . 1.374(10) ?
C111 C116 . 1.403(11) ?
C112 C113 . 1.373(10) ?
C112 H112 . 0.9300 ?
C113 C114 . 1.389(10) ?
C113 I113 . 2.098(7) ?
C114 C115 . 1.404(11) ?
C114 H114 . 0.9300 ?
C115 C116 . 1.357(11) ?
C115 H115 . 0.9300 ?
C116 H116 . 0.9300 ?
C141 C146 . 1.381(10) ?
C141 C142 . 1.412(11) ?
C142 O142 . 1.362(10) ?
C142 C143 . 1.368(12) ?
C143 C144 . 1.355(13) ?
C143 H143 . 0.9300 ?
C144 C145 . 1.390(15) ?
C144 H144 . 0.9300 ?
C145 C146 . 1.383(13) ?
C145 H145 . 0.9300 ?
C146 H146 . 0.9300 ?
O142 C147 . 1.410(10) ?
C147 H17A . 0.9600 ?
C147 H17B . 0.9600 ?
C147 H17C . 0.9600 ?
N21 C217 . 1.339(9) ?
N21 C22 . 1.445(9) ?
N21 C26 . 1.466(9) ?
C22 C23 . 1.529(12) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 N24 . 1.457(10) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
N24 C241 . 1.420(9) ?
N24 C25 . 1.461(9) ?
C25 C26 . 1.504(10) ?
C25 H25A . 0.9700 ?
C25 H25B . 0.9700 ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C217 O217 . 1.225(9) ?
C217 C211 . 1.476(10) ?
C211 C216 . 1.389(11) ?
C211 C212 . 1.423(10) ?
C212 C213 . 1.375(10) ?
C212 H212 . 0.9300 ?
C213 C214 . 1.372(11) ?
C213 I213 . 2.121(8) ?
C214 C215 . 1.369(11) ?
C214 H214 . 0.9300 ?
C215 C216 . 1.366(11) ?
C215 H215 . 0.9300 ?
C216 H216 . 0.9300 ?
C241 C246 . 1.382(10) ?
C241 C242 . 1.409(11) ?
C242 O242 . 1.359(10) ?
C242 C243 . 1.395(12) ?
C243 C244 . 1.429(13) ?
C243 H243 . 0.9300 ?
C244 C245 . 1.340(14) ?
C244 H244 . 0.9300 ?
C245 C246 . 1.375(12) ?
C245 H245 . 0.9300 ?
C246 H246 . 0.9300 ?
O242 C247 . 1.400(9) ?
C247 H27A . 0.9600 ?
C247 H27B . 0.9600 ?
C247 H27C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C112 H112 O242 . 0.93 2.55 3.388(9) 150 no
C116 H116 O217 4_645 0.93 2.41 3.301(10) 159 no
C212 H212 O142 . 0.93 2.55 3.363(9) 147 no
C216 H216 O117 4_555 0.93 2.49 3.407(11) 169 no
C115 H115 Cg6 4_645 0.93 2.67 3.505(9) 149 no
C215 H215 Cg7 4_555 0.93 2.81 3.566(9) 140 no
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C117 N11 C12 C13 . . . . 142.6(7) ?
C16 N11 C12 C13 . . . . -52.2(9) ?
N11 C12 C13 N14 . . . . 55.0(9) ?
C12 C13 N14 C141 . . . . 164.7(6) ?
C12 C13 N14 C15 . . . . -61.2(8) ?
C141 N14 C15 C16 . . . . -164.3(6) ?
C13 N14 C15 C16 . . . . 63.4(9) ?
C117 N11 C16 C15 . . . . -141.4(7) ?
C12 N11 C16 C15 . . . . 52.8(9) ?
N14 C15 C16 N11 . . . . -57.7(9) ?
C12 N11 C117 O117 . . . . 162.6(8) ?
C16 N11 C117 O117 . . . . -1.6(11) ?
C12 N11 C117 C111 . . . . -19.3(11) ?
C16 N11 C117 C111 . . . . 176.5(7) ?
O117 C117 C111 C112 . . . . -63.4(10) ?
N11 C117 C111 C112 . . . . 118.4(8) ?
O117 C117 C111 C116 . . . . 111.6(9) ?
N11 C117 C111 C116 . . . . -66.6(10) ?
C116 C111 C112 C113 . . . . 0.6(11) ?
C117 C111 C112 C113 . . . . 175.5(7) ?
C111 C112 C113 C114 . . . . -0.3(12) ?
C111 C112 C113 I113 . . . . -177.4(5) ?
C112 C113 C114 C115 . . . . 0.0(12) ?
I113 C113 C114 C115 . . . . 177.2(6) ?
C113 C114 C115 C116 . . . . 0.0(13) ?
C114 C115 C116 C111 . . . . 0.3(13) ?
C112 C111 C116 C115 . . . . -0.6(12) ?
C117 C111 C116 C115 . . . . -175.6(8) ?
C15 N14 C141 C146 . . . . -19.2(11) ?
C13 N14 C141 C146 . . . . 111.4(8) ?
C15 N14 C141 C142 . . . . 155.1(7) ?
C13 N14 C141 C142 . . . . -74.3(9) ?
C146 C141 C142 O142 . . . . 177.3(7) ?
N14 C141 C142 O142 . . . . 2.7(10) ?
C146 C141 C142 C143 . . . . -1.3(12) ?
N14 C141 C142 C143 . . . . -175.9(7) ?
O142 C142 C143 C144 . . . . -177.7(8) ?
C141 C142 C143 C144 . . . . 0.9(14) ?
C142 C143 C144 C145 . . . . 0.4(15) ?
C143 C144 C145 C146 . . . . -1.2(15) ?
C142 C141 C146 C145 . . . . 0.5(13) ?
N14 C141 C146 C145 . . . . 174.9(7) ?
C144 C145 C146 C141 . . . . 0.7(14) ?
C143 C142 O142 C147 . . . . 16.0(12) ?
C141 C142 O142 C147 . . . . -162.5(7) ?
C217 N21 C22 C23 . . . . 142.6(7) ?
C26 N21 C22 C23 . . . . -53.0(9) ?
N21 C22 C23 N24 . . . . 56.7(9) ?
C22 C23 N24 C241 . . . . 165.3(6) ?
C22 C23 N24 C25 . . . . -60.6(8) ?
C241 N24 C25 C26 . . . . -164.5(6) ?
C23 N24 C25 C26 . . . . 60.4(8) ?
C217 N21 C26 C25 . . . . -145.0(7) ?
C22 N21 C26 C25 . . . . 51.4(9) ?
N24 C25 C26 N21 . . . . -54.1(9) ?
C22 N21 C217 O217 . . . . 0.6(12) ?
C26 N21 C217 O217 . . . . -162.1(7) ?
C22 N21 C217 C211 . . . . -178.6(6) ?
C26 N21 C217 C211 . . . . 18.8(11) ?
O217 C217 C211 C216 . . . . -111.5(9) ?
N21 C217 C211 C216 . . . . 67.6(10) ?
O217 C217 C211 C212 . . . . 61.3(10) ?
N21 C217 C211 C212 . . . . -119.5(8) ?
C216 C211 C212 C213 . . . . -1.1(11) ?
C217 C211 C212 C213 . . . . -174.2(7) ?
C211 C212 C213 C214 . . . . 1.0(12) ?
C211 C212 C213 I213 . . . . -177.9(5) ?
C212 C213 C214 C215 . . . . 0.1(13) ?
I213 C213 C214 C215 . . . . 179.0(6) ?
C213 C214 C215 C216 . . . . -1.1(14) ?
C214 C215 C216 C211 . . . . 1.0(14) ?
C212 C211 C216 C215 . . . . 0.2(12) ?
C217 C211 C216 C215 . . . . 173.0(8) ?
C23 N24 C241 C246 . . . . 20.0(10) ?
C25 N24 C241 C246 . . . . -112.1(8) ?
C23 N24 C241 C242 . . . . -154.4(7) ?
C25 N24 C241 C242 . . . . 73.5(8) ?
C246 C241 C242 O242 . . . . -175.5(7) ?
N24 C241 C242 O242 . . . . -0.8(10) ?
C246 C241 C242 C243 . . . . 2.9(11) ?
N24 C241 C242 C243 . . . . 177.6(7) ?
O242 C242 C243 C244 . . . . 178.3(8) ?
C241 C242 C243 C244 . . . . 0.1(12) ?
C242 C243 C244 C245 . . . . -4.7(13) ?
C243 C244 C245 C246 . . . . 6.4(14) ?
C244 C245 C246 C241 . . . . -3.6(14) ?
C242 C241 C246 C245 . . . . -1.3(12) ?
N24 C241 C246 C245 . . . . -175.7(7) ?
C243 C242 O242 C247 . . . . -16.5(12) ?
C241 C242 O242 C247 . . . . 161.7(7) ?

_cod_database_fobs_code 2243696
