#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/96/2229683.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_2229683
loop_
_publ_author_name
'Prasath, R.'
'Bhavana, P.'
'Ng, Seik Weng'
'Tiekink, Edward R. T.'
_publ_section_title
;
 (2E)-3-(4-Chlorophenyl)-1-(2,4-dimethylquinolin-3-yl)prop-2-en-1-one
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o796
_journal_page_last               o797
_journal_paper_doi               10.1107/S1600536811007835
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C20 H16 Cl N O'
_chemical_formula_moiety         'C20 H16 Cl N O'
_chemical_formula_sum            'C20 H16 Cl N O'
_chemical_formula_weight         321.79
_chemical_name_systematic
;
(2E)-3-(4-Chlorophenyl)-1-(2,4-dimethylquinolin-3-yl)prop-2-en-1-one
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.318(3)
_cell_angle_beta                 91.620(3)
_cell_angle_gamma                94.581(3)
_cell_formula_units_Z            4
_cell_length_a                   11.3172(5)
_cell_length_b                   12.0268(4)
_cell_length_c                   12.6634(5)
_cell_measurement_reflns_used    6658
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.2
_cell_measurement_theta_min      2.4
_cell_volume                     1597.50(11)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2010)'
_computing_data_collection
;
CrysAlis PRO (Agilent, 2010)
;
_computing_data_reduction        'CrysAlis PRO (Agilent, 2010)'
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997), DIAMOND (Brandenburg, 2006), Qmol
(Gans & Shalloway,
2001)
;
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measurement_device_type
'Agilent SuperNova Dual diffractometer with an Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_av_sigmaI/netI    0.041
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13075
_diffrn_reflns_theta_full        27.0
_diffrn_reflns_theta_max         27.0
_diffrn_reflns_theta_min         2.4
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.243
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_correction_T_min  0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Agilent, 2010)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.30
_refine_diff_density_min         -0.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.08
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         6879
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.08
_refine_ls_R_factor_all          0.050
_refine_ls_R_factor_gt           0.038
_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)+(0.0488P)²+0.5056P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.094
_refine_ls_wR_factor_ref         0.109
_reflns_number_gt                5750
_reflns_number_total             6879
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg5005.cif
_cod_data_source_block           I
_cod_database_code               2229683
_cod_database_fobs_code          2229683
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.30818(4) 1.10668(4) 0.01940(3) 0.02200(11) Uani d . 1 . .
Cl Cl2 0.94188(4) -0.07691(3) 0.17947(4) 0.02391(11) Uani d . 1 . .
O O1 0.27425(11) 0.43144(11) 0.19111(10) 0.0237(3) Uani d . 1 . .
O O2 1.01594(11) 0.65990(10) 0.11770(10) 0.0244(3) Uani d . 1 . .
N N1 0.63923(12) 0.47181(12) 0.31920(11) 0.0181(3) Uani d . 1 . .
N N2 0.69353(12) 0.77627(12) 0.28121(11) 0.0183(3) Uani d . 1 . .
C C1 0.65234(14) 0.55428(14) 0.42863(13) 0.0169(3) Uani d . 1 . .
C C2 0.75852(15) 0.56068(15) 0.49298(14) 0.0208(4) Uani d . 1 . .
H H2 0.8172 0.5082 0.4604 0.025 Uiso calc R 1 . .
C C3 0.77728(16) 0.64175(16) 0.60164(14) 0.0240(4) Uani d . 1 . .
H H3 0.8489 0.6454 0.6443 0.029 Uiso calc R 1 . .
C C4 0.69125(17) 0.71968(16) 0.65055(14) 0.0255(4) Uani d . 1 . .
H H4 0.7052 0.7762 0.7260 0.031 Uiso calc R 1 . .
C C5 0.58725(16) 0.71496(15) 0.59032(14) 0.0212(4) Uani d . 1 . .
H H5 0.5295 0.7679 0.6247 0.025 Uiso calc R 1 . .
C C6 0.56483(15) 0.63183(14) 0.47703(13) 0.0164(3) Uani d . 1 . .
C C7 0.36198(16) 0.70116(16) 0.46065(15) 0.0230(4) Uani d . 1 . .
H H7A 0.2937 0.6807 0.4054 0.034 Uiso calc R 1 . .
H H7B 0.3912 0.7856 0.4806 0.034 Uiso calc R 1 . .
H H7C 0.3378 0.6877 0.5291 0.034 Uiso calc R 1 . .
C C8 0.45920(15) 0.62335(14) 0.40959(13) 0.0168(3) Uani d . 1 . .
C C9 0.44899(14) 0.54124(14) 0.29911(13) 0.0167(3) Uani d . 1 . .
C C10 0.54205(15) 0.46604(14) 0.25775(13) 0.0178(3) Uani d . 1 . .
C C11 0.53295(16) 0.37519(16) 0.13797(14) 0.0268(4) Uani d . 1 . .
H H11A 0.6084 0.3395 0.1209 0.040 Uiso calc R 1 . .
H H11B 0.5154 0.4148 0.0848 0.040 Uiso calc R 1 . .
H H11C 0.4691 0.3122 0.1303 0.040 Uiso calc R 1 . .
C C12 0.34040(15) 0.52485(15) 0.22153(13) 0.0185(3) Uani d . 1 . .
C C13 0.31533(15) 0.61965(15) 0.17951(13) 0.0193(3) Uani d . 1 . .
H H13 0.2394 0.6139 0.1428 0.023 Uiso calc R 1 . .
C C14 0.39258(14) 0.71409(14) 0.18947(13) 0.0169(3) Uani d . 1 . .
H H14 0.4673 0.7207 0.2284 0.020 Uiso calc R 1 . .
C C15 0.37082(14) 0.80785(14) 0.14499(13) 0.0163(3) Uani d . 1 . .
C C16 0.45856(15) 0.90306(15) 0.16371(13) 0.0185(3) Uani d . 1 . .
H H16 0.5317 0.9044 0.2030 0.022 Uiso calc R 1 . .
C C17 0.44053(15) 0.99568(15) 0.12578(14) 0.0202(3) Uani d . 1 . .
H H17 0.5002 1.0603 0.1395 0.024 Uiso calc R 1 . .
C C18 0.33394(15) 0.99194(14) 0.06763(13) 0.0172(3) Uani d . 1 . .
C C19 0.24596(15) 0.89808(14) 0.04630(13) 0.0175(3) Uani d . 1 . .
H H19 0.1737 0.8965 0.0055 0.021 Uiso calc R 1 . .
C C20 0.26433(15) 0.80688(14) 0.08494(13) 0.0176(3) Uani d . 1 . .
H H20 0.2041 0.7426 0.0707 0.021 Uiso calc R 1 . .
C C21 0.73255(15) 0.84513(14) 0.39108(13) 0.0169(3) Uani d . 1 . .
C C22 0.65761(15) 0.92923(15) 0.45675(14) 0.0214(4) Uani d . 1 . .
H H22 0.5828 0.9355 0.4246 0.026 Uiso calc R 1 . .
C C23 0.69216(16) 1.00162(15) 0.56633(14) 0.0234(4) Uani d . 1 . .
H H23 0.6414 1.0582 0.6096 0.028 Uiso calc R 1 . .
C C24 0.80236(17) 0.99265(16) 0.61511(14) 0.0248(4) Uani d . 1 . .
H H24 0.8256 1.0430 0.6913 0.030 Uiso calc R 1 . .
C C25 0.87611(16) 0.91200(15) 0.55367(14) 0.0223(4) Uani d . 1 . .
H H25 0.9503 0.9067 0.5877 0.027 Uiso calc R 1 . .
C C26 0.84371(14) 0.83584(14) 0.43949(13) 0.0165(3) Uani d . 1 . .
C C27 1.03653(16) 0.73737(16) 0.41847(15) 0.0240(4) Uani d . 1 . .
H H27A 1.0757 0.6761 0.3601 0.036 Uiso calc R 1 . .
H H27B 1.0249 0.7130 0.4837 0.036 Uiso calc R 1 . .
H H27C 1.0862 0.8140 0.4430 0.036 Uiso calc R 1 . .
C C28 0.91775(14) 0.75128(14) 0.37029(13) 0.0166(3) Uani d . 1 . .
C C29 0.87938(14) 0.68731(13) 0.25941(13) 0.0156(3) Uani d . 1 . .
C C30 0.76478(15) 0.70176(14) 0.21780(13) 0.0172(3) Uani d . 1 . .
C C31 0.72207(17) 0.63121(17) 0.09640(14) 0.0266(4) Uani d . 1 . .
H H31A 0.6385 0.6425 0.0851 0.040 Uiso calc R 1 . .
H H31B 0.7301 0.5459 0.0790 0.040 Uiso calc R 1 . .
H H31C 0.7698 0.6592 0.0459 0.040 Uiso calc R 1 . .
C C32 0.96148(14) 0.61323(14) 0.17584(13) 0.0177(3) Uani d . 1 . .
C C33 0.97704(15) 0.48990(14) 0.16405(14) 0.0187(3) Uani d . 1 . .
H H33 1.0385 0.4512 0.1195 0.022 Uiso calc R 1 . .
C C34 0.90871(14) 0.42888(14) 0.21311(13) 0.0164(3) Uani d . 1 . .
H H34 0.8480 0.4693 0.2576 0.020 Uiso calc R 1 . .
C C35 0.91928(14) 0.30507(14) 0.20433(13) 0.0153(3) Uani d . 1 . .
C C36 0.83251(15) 0.24830(15) 0.24922(14) 0.0191(3) Uani d . 1 . .
H H36 0.7681 0.2907 0.2845 0.023 Uiso calc R 1 . .
C C37 0.83849(15) 0.13140(15) 0.24336(14) 0.0209(4) Uani d . 1 . .
H H37 0.7794 0.0940 0.2746 0.025 Uiso calc R 1 . .
C C38 0.93268(15) 0.07030(14) 0.19082(13) 0.0186(3) Uani d . 1 . .
C C39 1.02011(15) 0.12443(14) 0.14643(14) 0.0193(3) Uani d . 1 . .
H H39 1.0844 0.0816 0.1115 0.023 Uiso calc R 1 . .
C C40 1.01375(14) 0.24142(14) 0.15301(13) 0.0175(3) Uani d . 1 . .
H H40 1.0738 0.2786 0.1225 0.021 Uiso calc R 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'
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'
loop_
_diffrn_measured_fraction_theta_max
0.987
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
C10 N1 C1 . . 118.49(14) ?
C30 N2 C21 . . 118.16(14) ?
N1 C1 C6 . . 122.40(14) ?
N1 C1 C2 . . 117.73(14) ?
C6 C1 C2 . . 119.87(14) ?
C3 C2 C1 . . 120.43(16) ?
C3 C2 H2 . . 119.8 ?
C1 C2 H2 . . 119.8 ?
C2 C3 C4 . . 120.26(16) ?
C2 C3 H3 . . 119.9 ?
C4 C3 H3 . . 119.9 ?
C5 C4 C3 . . 120.53(16) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C5 C6 . . 120.72(16) ?
C4 C5 H5 . . 119.6 ?
C6 C5 H5 . . 119.6 ?
C1 C6 C5 . . 118.19(15) ?
C1 C6 C8 . . 118.38(14) ?
C5 C6 C8 . . 123.43(15) ?
C8 C7 H7A . . 109.5 ?
C8 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C8 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C9 C8 C6 . . 118.16(14) ?
C9 C8 C7 . . 122.28(15) ?
C6 C8 C7 . . 119.55(14) ?
C8 C9 C10 . . 119.42(15) ?
C8 C9 C12 . . 122.13(14) ?
C10 C9 C12 . . 118.41(14) ?
N1 C10 C9 . . 123.13(14) ?
N1 C10 C11 . . 116.29(14) ?
C9 C10 C11 . . 120.58(14) ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
O1 C12 C13 . . 119.77(15) ?
O1 C12 C9 . . 120.40(15) ?
C13 C12 C9 . . 119.81(14) ?
C14 C13 C12 . . 124.27(15) ?
C14 C13 H13 . . 117.9 ?
C12 C13 H13 . . 117.9 ?
C13 C14 C15 . . 125.19(15) ?
C13 C14 H14 . . 117.4 ?
C15 C14 H14 . . 117.4 ?
C16 C15 C20 . . 118.31(15) ?
C16 C15 C14 . . 119.19(14) ?
C20 C15 C14 . . 122.50(15) ?
C17 C16 C15 . . 121.19(15) ?
C17 C16 H16 . . 119.4 ?
C15 C16 H16 . . 119.4 ?
C18 C17 C16 . . 118.76(16) ?
C18 C17 H17 . . 120.6 ?
C16 C17 H17 . . 120.6 ?
C17 C18 C19 . . 121.47(15) ?
C17 C18 Cl1 . . 119.97(13) ?
C19 C18 Cl1 . . 118.56(13) ?
C20 C19 C18 . . 119.38(15) ?
C20 C19 H19 . . 120.3 ?
C18 C19 H19 . . 120.3 ?
C19 C20 C15 . . 120.89(15) ?
C19 C20 H20 . . 119.6 ?
C15 C20 H20 . . 119.6 ?
N2 C21 C22 . . 117.67(15) ?
N2 C21 C26 . . 122.79(14) ?
C22 C21 C26 . . 119.54(14) ?
C23 C22 C21 . . 120.46(16) ?
C23 C22 H22 . . 119.8 ?
C21 C22 H22 . . 119.8 ?
C22 C23 C24 . . 120.31(15) ?
C22 C23 H23 . . 119.8 ?
C24 C23 H23 . . 119.8 ?
C25 C24 C23 . . 120.36(16) ?
C25 C24 H24 . . 119.8 ?
C23 C24 H24 . . 119.8 ?
C24 C25 C26 . . 120.98(16) ?
C24 C25 H25 . . 119.5 ?
C26 C25 H25 . . 119.5 ?
C21 C26 C25 . . 118.34(14) ?
C21 C26 C28 . . 118.04(14) ?
C25 C26 C28 . . 123.62(15) ?
C28 C27 H27A . . 109.5 ?
C28 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C28 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C29 C28 C26 . . 118.19(14) ?
C29 C28 C27 . . 121.81(14) ?
C26 C28 C27 . . 119.96(14) ?
C28 C29 C30 . . 119.89(14) ?
C28 C29 C32 . . 121.05(14) ?
C30 C29 C32 . . 118.62(14) ?
N2 C30 C29 . . 122.82(14) ?
N2 C30 C31 . . 117.12(14) ?
C29 C30 C31 . . 120.05(14) ?
C30 C31 H31A . . 109.5 ?
C30 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C30 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
O2 C32 C33 . . 120.45(14) ?
O2 C32 C29 . . 117.96(14) ?
C33 C32 C29 . . 121.60(14) ?
C34 C33 C32 . . 123.07(15) ?
C34 C33 H33 . . 118.5 ?
C32 C33 H33 . . 118.5 ?
C33 C34 C35 . . 125.80(15) ?
C33 C34 H34 . . 117.1 ?
C35 C34 H34 . . 117.1 ?
C40 C35 C36 . . 118.54(14) ?
C40 C35 C34 . . 122.29(14) ?
C36 C35 C34 . . 119.16(14) ?
C37 C36 C35 . . 121.45(15) ?
C37 C36 H36 . . 119.3 ?
C35 C36 H36 . . 119.3 ?
C36 C37 C38 . . 118.57(15) ?
C36 C37 H37 . . 120.7 ?
C38 C37 H37 . . 120.7 ?
C39 C38 C37 . . 121.22(15) ?
C39 C38 Cl2 . . 118.80(12) ?
C37 C38 Cl2 . . 119.98(13) ?
C38 C39 C40 . . 119.85(15) ?
C38 C39 H39 . . 120.1 ?
C40 C39 H39 . . 120.1 ?
C39 C40 C35 . . 120.35(15) ?
C39 C40 H40 . . 119.8 ?
C35 C40 H40 . . 119.8 ?
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
Cl1 C18 . 1.7404(16) ?
Cl2 C38 . 1.7354(16) ?
O1 C12 . 1.227(2) ?
O2 C32 . 1.2279(19) ?
N1 C10 . 1.312(2) ?
N1 C1 . 1.375(2) ?
N2 C30 . 1.314(2) ?
N2 C21 . 1.373(2) ?
C1 C6 . 1.412(2) ?
C1 C2 . 1.414(2) ?
C2 C3 . 1.365(2) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.403(3) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.370(3) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.421(2) ?
C5 H5 . 0.9500 ?
C6 C8 . 1.424(2) ?
C7 C8 . 1.506(2) ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C8 C9 . 1.383(2) ?
C9 C10 . 1.428(2) ?
C9 C12 . 1.506(2) ?
C10 C11 . 1.508(2) ?
C11 H11A . 0.9800 ?
C11 H11B . 0.9800 ?
C11 H11C . 0.9800 ?
C12 C13 . 1.466(2) ?
C13 C14 . 1.342(2) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.466(2) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.400(2) ?
C15 C20 . 1.404(2) ?
C16 C17 . 1.390(2) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.384(2) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.386(2) ?
C19 C20 . 1.381(2) ?
C19 H19 . 0.9500 ?
C20 H20 . 0.9500 ?
C21 C22 . 1.414(2) ?
C21 C26 . 1.414(2) ?
C22 C23 . 1.369(2) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.405(3) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.364(2) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.420(2) ?
C25 H25 . 0.9500 ?
C26 C28 . 1.426(2) ?
C27 C28 . 1.507(2) ?
C27 H27A . 0.9800 ?
C27 H27B . 0.9800 ?
C27 H27C . 0.9800 ?
C28 C29 . 1.371(2) ?
C29 C30 . 1.433(2) ?
C29 C32 . 1.510(2) ?
C30 C31 . 1.504(2) ?
C31 H31A . 0.9800 ?
C31 H31B . 0.9800 ?
C31 H31C . 0.9800 ?
C32 C33 . 1.461(2) ?
C33 C34 . 1.338(2) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.467(2) ?
C34 H34 . 0.9500 ?
C35 C40 . 1.400(2) ?
C35 C36 . 1.400(2) ?
C36 C37 . 1.388(2) ?
C36 H36 . 0.9500 ?
C37 C38 . 1.389(2) ?
C37 H37 . 0.9500 ?
C38 C39 . 1.383(2) ?
C39 C40 . 1.387(2) ?
C39 H39 . 0.9500 ?
C40 H40 . 0.9500 ?
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
C14 H14 N2 . 0.95 2.60 3.500(2) 158
C20 H20 O2 1_455 0.95 2.46 3.317(2) 150
C34 H34 N1 . 0.95 2.51 3.369(2) 151
C19 H19 Cg1 2_665 0.95 2.59 3.3826(17) 142
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
C10 N1 C1 C6 . . . . 0.5(2) ?
C10 N1 C1 C2 . . . . -178.93(15) ?
N1 C1 C2 C3 . . . . 179.21(15) ?
C6 C1 C2 C3 . . . . -0.2(2) ?
C1 C2 C3 C4 . . . . 0.0(3) ?
C2 C3 C4 C5 . . . . 0.4(3) ?
C3 C4 C5 C6 . . . . -0.5(3) ?
N1 C1 C6 C5 . . . . -179.25(14) ?
C2 C1 C6 C5 . . . . 0.2(2) ?
N1 C1 C6 C8 . . . . 0.3(2) ?
C2 C1 C6 C8 . . . . 179.69(15) ?
C4 C5 C6 C1 . . . . 0.2(2) ?
C4 C5 C6 C8 . . . . -179.31(16) ?
C1 C6 C8 C9 . . . . -1.4(2) ?
C5 C6 C8 C9 . . . . 178.07(15) ?
C1 C6 C8 C7 . . . . 177.33(14) ?
C5 C6 C8 C7 . . . . -3.2(2) ?
C6 C8 C9 C10 . . . . 1.8(2) ?
C7 C8 C9 C10 . . . . -176.91(15) ?
C6 C8 C9 C12 . . . . 179.45(14) ?
C7 C8 C9 C12 . . . . 0.7(2) ?
C1 N1 C10 C9 . . . . -0.1(2) ?
C1 N1 C10 C11 . . . . 179.24(14) ?
C8 C9 C10 N1 . . . . -1.1(2) ?
C12 C9 C10 N1 . . . . -178.82(15) ?
C8 C9 C10 C11 . . . . 179.60(15) ?
C12 C9 C10 C11 . . . . 1.9(2) ?
C8 C9 C12 O1 . . . . -112.18(18) ?
C10 C9 C12 O1 . . . . 65.5(2) ?
C8 C9 C12 C13 . . . . 69.5(2) ?
C10 C9 C12 C13 . . . . -112.79(17) ?
O1 C12 C13 C14 . . . . -166.68(16) ?
C9 C12 C13 C14 . . . . 11.6(2) ?
C12 C13 C14 C15 . . . . 177.97(14) ?
C13 C14 C15 C16 . . . . 178.60(15) ?
C13 C14 C15 C20 . . . . -0.7(2) ?
C20 C15 C16 C17 . . . . 1.1(2) ?
C14 C15 C16 C17 . . . . -178.23(14) ?
C15 C16 C17 C18 . . . . -0.6(2) ?
C16 C17 C18 C19 . . . . -0.3(2) ?
C16 C17 C18 Cl1 . . . . 179.76(12) ?
C17 C18 C19 C20 . . . . 0.7(2) ?
Cl1 C18 C19 C20 . . . . -179.33(12) ?
C18 C19 C20 C15 . . . . -0.2(2) ?
C16 C15 C20 C19 . . . . -0.7(2) ?
C14 C15 C20 C19 . . . . 178.65(14) ?
C30 N2 C21 C22 . . . . 176.92(14) ?
C30 N2 C21 C26 . . . . -2.4(2) ?
N2 C21 C22 C23 . . . . -179.12(15) ?
C26 C21 C22 C23 . . . . 0.2(2) ?
C21 C22 C23 C24 . . . . -0.4(3) ?
C22 C23 C24 C25 . . . . 0.2(3) ?
C23 C24 C25 C26 . . . . 0.2(3) ?
N2 C21 C26 C25 . . . . 179.46(15) ?
C22 C21 C26 C25 . . . . 0.2(2) ?
N2 C21 C26 C28 . . . . 0.2(2) ?
C22 C21 C26 C28 . . . . -179.11(14) ?
C24 C25 C26 C21 . . . . -0.4(2) ?
C24 C25 C26 C28 . . . . 178.87(16) ?
C21 C26 C28 C29 . . . . 2.7(2) ?
C25 C26 C28 C29 . . . . -176.56(15) ?
C21 C26 C28 C27 . . . . -179.45(15) ?
C25 C26 C28 C27 . . . . 1.3(2) ?
C26 C28 C29 C30 . . . . -3.3(2) ?
C27 C28 C29 C30 . . . . 178.82(15) ?
C26 C28 C29 C32 . . . . 168.91(14) ?
C27 C28 C29 C32 . . . . -8.9(2) ?
C21 N2 C30 C29 . . . . 1.7(2) ?
C21 N2 C30 C31 . . . . -177.48(14) ?
C28 C29 C30 N2 . . . . 1.2(2) ?
C32 C29 C30 N2 . . . . -171.27(14) ?
C28 C29 C30 C31 . . . . -179.64(15) ?
C32 C29 C30 C31 . . . . 7.9(2) ?
C28 C29 C32 O2 . . . . -93.64(19) ?
C30 C29 C32 O2 . . . . 78.7(2) ?
C28 C29 C32 C33 . . . . 86.0(2) ?
C30 C29 C32 C33 . . . . -101.63(18) ?
O2 C32 C33 C34 . . . . -170.54(16) ?
C29 C32 C33 C34 . . . . 9.8(3) ?
C32 C33 C34 C35 . . . . 179.74(15) ?
C33 C34 C35 C40 . . . . 7.9(3) ?
C33 C34 C35 C36 . . . . -172.45(16) ?
C40 C35 C36 C37 . . . . -0.2(2) ?
C34 C35 C36 C37 . . . . -179.86(15) ?
C35 C36 C37 C38 . . . . -0.5(2) ?
C36 C37 C38 C39 . . . . 0.9(2) ?
C36 C37 C38 Cl2 . . . . -178.83(13) ?
C37 C38 C39 C40 . . . . -0.7(2) ?
Cl2 C38 C39 C40 . . . . 179.07(12) ?
C38 C39 C40 C35 . . . . 0.0(2) ?
C36 C35 C40 C39 . . . . 0.5(2) ?
C34 C35 C40 C39 . . . . -179.90(15) ?
