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###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
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#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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#                                                                            #
# This file may be used for bona fide research purposes within the           #
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data_global
_audit_creation_method     'from SHELXL-97'
_journal_date_recd_electronic     2009-07-28
_journal_date_accepted     2009-08-06
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2009
_journal_volume     65
_journal_issue      9
_journal_page_first     o479
_journal_page_last     o482
_journal_paper_category     FO
_journal_coeditor_code     GG3211
_publ_contact_author_name     'Dr Christopher Glidewell'
_publ_contact_author_address
;
University of St Andrews
Fife
KY16 9ST
Scotland
;
_publ_contact_author_email     cg@st-andrews.ac.uk
_publ_contact_author_fax     '+1334-463808'
_publ_contact_author_phone     '+1334-463839'
_publ_section_title
;
Sterically shielded pyramidal amino groups in two
4,4'-(arylmethylene)bis(6-allyl-3-chloro-2-methylaniline) derivatives
;
loop_
    _publ_author_name
    _publ_author_address
    'Blanco, Maria C. '
;
Laboratorio de Síntesis Orgánica
Escuela de Química
Universidad Industrial de Santander
AA 678 Bucaramanga
Colombia
;
    'Palma, Alirio'
;
Laboratorio de Síntesis Orgánica
Escuela de Química
Universidad Industrial de Santander
AA 678 Bucaramanga
Colombia
;
    'Bahsas, Ali'
;
Laboratorio de RMN
Grupo de Productos Naturales
Departamento de Química
Universidad de los Andes
Mérida 5101
Venezuela
;
    'Hursthouse, Michael B.'
;
School of Chemistry
University of Southampton
Highfield
Southampton SO17 1BJ
England
;
    'Cobo, Justo'
;
Departamento de Química Inorgánica y Orgánica
Universidad de Jaén
23071 Jaén
Spain
;
    'Glidewell, Christopher'
;
School of Chemistry
University of St Andrews
Fife KY16 9ST
Scotland
;
data_I
_chemical_name_systematic
;
4,4'-(Phenylmethylene)bis(6-allyl-3-chloro-2-methylaniline)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C27 H28 Cl2 N2'
_chemical_formula_sum     'C27 H28 Cl2 N2'
_chemical_formula_iupac     'C27 H28 Cl2 N2'
_chemical_formula_weight     451.41
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.9868(2)
_cell_length_b     10.8718(4)
_cell_length_c     12.4359(4)
_cell_angle_alpha     94.333(2)
_cell_angle_beta     93.634(3)
_cell_angle_gamma     102.490(2)
_cell_volume     1178.90(6)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     4344
_cell_measurement_theta_min     2.96
_cell_measurement_theta_max     25.50
_cell_measurement_temperature     120(2)
_exptl_crystal_description     block
_exptl_crystal_colour     yellow
_exptl_crystal_size_max     0.08
_exptl_crystal_size_mid     0.08
_exptl_crystal_size_min     0.06
_exptl_crystal_density_diffrn     1.272
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     476
_exptl_absorpt_coefficient_mu     0.292
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min     0.971
_exptl_absorpt_correction_T_max     0.983
_exptl_special_details
;
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Bruker Nonius FR591 rotating anode'
_diffrn_radiation_monochromator     '10cm confocal mirrors'
_diffrn_measurement_device_type     'Bruker Nonius APEX II'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     '4096 x 4096 pixels/62 x 62mm'
_diffrn_reflns_number     15045
_diffrn_reflns_av_R_equivalents     0.0592
_diffrn_reflns_av_sigmaI/netI     0.0597
_diffrn_reflns_theta_min     2.96
_diffrn_reflns_theta_max     25.50
_diffrn_reflns_theta_full     25.50
_diffrn_measured_fraction_theta_max     0.992
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -15
_diffrn_reflns_limit_l_max     15
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     0
_reflns_number_total     4344
_reflns_number_gt     3431
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0849
_refine_ls_R_factor_gt     0.0611
_refine_ls_wR_factor_gt     0.1158
_refine_ls_wR_factor_ref     0.1282
_refine_ls_goodness_of_fit_ref     1.084
_refine_ls_restrained_S_all     1.083
_refine_ls_number_reflns     4344
_refine_ls_number_parameters     294
_refine_ls_number_restraints     4
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
            'w = 1/[σ²(Fo²)+(0.0000P)²+2.3841P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.275
_refine_diff_density_min     -0.305
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
_computing_data_collection     'COLLECT (Nonius, 1999)'
_computing_cell_refinement
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1999)
;
_computing_data_reduction
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1999)
;
_computing_structure_solution     'SIR2004 (Burla et al.,  2005)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'PLATON (Spek, 2009)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
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
    C C1 0.4041(3) 0.7941(3) 0.7943(2) 0.0208(6) Uani d . 1 . .
    H H1 0.4798 0.8406 0.8539 0.025 Uiso calc R 1 . .
    C C11 0.4787(3) 0.8197(3) 0.6891(2) 0.0189(6) Uani d . 1 . .
    C C12 0.5825(3) 0.9317(3) 0.6763(2) 0.0206(6) Uani d . 1 . .
    C C13 0.6583(3) 0.9550(3) 0.5834(2) 0.0222(7) Uani d . 1 . .
    C C14 0.6219(3) 0.8616(3) 0.4944(2) 0.0238(7) Uani d . 1 . .
    C C15 0.5104(4) 0.7506(3) 0.5018(2) 0.0247(7) Uani d . 1 . .
    C C16 0.4451(3) 0.7316(3) 0.5992(2) 0.0224(7) Uani d . 1 . .
    H H16 0.3737 0.6544 0.6047 0.027 Uiso calc R 1 . .
    Cl Cl12 0.61882(9) 1.05075(7) 0.78491(6) 0.0274(2) Uani d . 1 . .
    C C17 0.7765(4) 1.0736(3) 0.5722(3) 0.0298(8) Uani d . 1 . .
    H H17A 0.7956 1.1265 0.6412 0.045 Uiso calc R 1 . .
    H H17B 0.7392 1.1204 0.5158 0.045 Uiso calc R 1 . .
    H H17C 0.8717 1.0512 0.5523 0.045 Uiso calc R 1 . .
    N N14 0.7022(3) 0.8787(3) 0.4027(2) 0.0315(7) Uani d D 1 . .
    H H14A 0.666(4) 0.828(3) 0.3459(18) 0.038 Uiso d D 1 . .
    H H14B 0.739(4) 0.9553(15) 0.389(3) 0.038 Uiso d D 1 . .
    C C18 0.4599(4) 0.6522(3) 0.4056(3) 0.0344(8) Uani d . 1 . .
    H H18A 0.4733 0.6948 0.3381 0.041 Uiso calc R 1 . .
    H H18B 0.5270 0.5910 0.4064 0.041 Uiso calc R 1 . .
    C C19 0.2972(4) 0.5812(3) 0.4040(3) 0.0314(8) Uani d . 1 . .
    H H19 0.2222 0.6301 0.4119 0.038 Uiso calc R 1 . .
    C C20 0.2488(4) 0.4582(3) 0.3928(3) 0.0405(9) Uani d . 1 . .
    H H20A 0.3197 0.4054 0.3847 0.049 Uiso calc R 1 . .
    H H20B 0.1428 0.4216 0.3928 0.049 Uiso calc R 1 . .
    C C21 0.3800(3) 0.6541(3) 0.8120(2) 0.0201(6) Uani d . 1 . .
    C C22 0.5032(3) 0.6025(3) 0.8426(2) 0.0203(6) Uani d . 1 . .
    C C23 0.4926(3) 0.4743(3) 0.8538(2) 0.0202(6) Uani d . 1 . .
    C C24 0.3479(3) 0.3932(3) 0.8321(2) 0.0214(7) Uani d . 1 . .
    C C25 0.2204(3) 0.4406(3) 0.7990(2) 0.0235(7) Uani d . 1 . .
    C C26 0.2391(3) 0.5701(3) 0.7915(2) 0.0241(7) Uani d . 1 . .
    H H26 0.1520 0.6022 0.7714 0.029 Uiso calc R 1 . .
    Cl Cl22 0.68425(8) 0.70518(7) 0.86805(6) 0.0272(2) Uani d . 1 . .
    C C27 0.6293(4) 0.4211(3) 0.8845(2) 0.0264(7) Uani d . 1 . .
    H H27A 0.7226 0.4787 0.8668 0.040 Uiso calc R 1 . .
    H H27B 0.6192 0.3382 0.8444 0.040 Uiso calc R 1 . .
    H H27C 0.6350 0.4119 0.9624 0.040 Uiso calc R 1 . .
    N N24 0.3309(3) 0.2617(2) 0.8348(2) 0.0267(6) Uani d D 1 . .
    H H24A 0.403(3) 0.241(3) 0.874(2) 0.032 Uiso d D 1 . .
    H H24B 0.242(2) 0.224(3) 0.852(3) 0.032 Uiso d D 1 . .
    C C28 0.0669(4) 0.3517(3) 0.7674(3) 0.0326(8) Uani d . 1 . .
    H H28A 0.0031 0.3969 0.7244 0.039 Uiso calc R 1 . .
    H H28B 0.0834 0.2795 0.7198 0.039 Uiso calc R 1 . .
    C C29 -0.0210(4) 0.3003(3) 0.8590(3) 0.0369(9) Uani d . 1 . .
    H H29 -0.1084 0.2335 0.8404 0.044 Uiso calc R 1 . .
    C C30 0.0107(4) 0.3381(3) 0.9614(3) 0.0379(9) Uani d . 1 . .
    H H30A 0.0970 0.4046 0.9841 0.045 Uiso calc R 1 . .
    H H30B -0.0525 0.2992 1.0134 0.045 Uiso calc R 1 . .
    C C31 0.2623(3) 0.8498(3) 0.8010(3) 0.0233(7) Uani d . 1 . .
    C C32 0.1467(4) 0.8262(3) 0.7167(3) 0.0298(7) Uani d . 1 . .
    H H32 0.1553 0.7741 0.6535 0.036 Uiso calc R 1 . .
    C C33 0.0192(4) 0.8785(3) 0.7245(3) 0.0405(9) Uani d . 1 . .
    H H33 -0.0604 0.8608 0.6677 0.049 Uiso calc R 1 . .
    C C34 0.0090(4) 0.9566(3) 0.8157(4) 0.0458(11) Uani d . 1 . .
    H H34 -0.0779 0.9926 0.8213 0.055 Uiso calc R 1 . .
    C C35 0.1235(4) 0.9825(3) 0.8979(4) 0.0437(10) Uani d . 1 . .
    H H35 0.1166 1.0377 0.9594 0.052 Uiso calc R 1 . .
    C C36 0.2499(4) 0.9281(3) 0.8916(3) 0.0323(8) Uani d . 1 . .
    H H36 0.3277 0.9449 0.9495 0.039 Uiso calc R 1 . .
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
    C1 C11 . 1.524(4) ?
    C1 C21 . 1.525(4) ?
    C1 C31 . 1.529(4) ?
    C1 H1 . 1.0000 ?
    C11 C16 . 1.388(4) ?
    C11 C12 . 1.391(4) ?
    C12 C13 . 1.391(4) ?
    C12 Cl12 . 1.761(3) ?
    C13 C14 . 1.415(4) ?
    C13 C17 . 1.505(4) ?
    C14 N14 . 1.390(4) ?
    C14 C15 . 1.405(4) ?
    C15 C16 . 1.390(4) ?
    C15 C18 . 1.520(4) ?
    C16 H16 . 0.9500 ?
    C17 H17A . 0.9800 ?
    C17 H17B . 0.9800 ?
    C17 H17C . 0.9800 ?
    N14 H14A . 0.86(3) ?
    N14 H14B . 0.86(2) ?
    C18 C19 . 1.496(5) ?
    C18 H18A . 0.9900 ?
    C18 H18B . 0.9900 ?
    C19 C20 . 1.307(5) ?
    C19 H19 . 0.9500 ?
    C20 H20A . 0.9500 ?
    C20 H20B . 0.9500 ?
    C21 C26 . 1.388(4) ?
    C21 C22 . 1.390(4) ?
    C22 C23 . 1.395(4) ?
    C22 Cl22 . 1.758(3) ?
    C23 C24 . 1.402(4) ?
    C23 C27 . 1.506(4) ?
    C24 C25 . 1.405(4) ?
    C24 N24 . 1.408(4) ?
    C25 C26 . 1.393(4) ?
    C25 C28 . 1.512(4) ?
    C26 H26 . 0.9500 ?
    C27 H27A . 0.9800 ?
    C27 H27B . 0.9800 ?
    C27 H27C . 0.9800 ?
    N24 H24A . 0.87(3) ?
    N24 H24B . 0.86(2) ?
    C28 C29 . 1.501(5) ?
    C28 H28A . 0.9900 ?
    C28 H28B . 0.9900 ?
    C29 C30 . 1.303(5) ?
    C29 H29 . 0.9500 ?
    C30 H30A . 0.9500 ?
    C30 H30B . 0.9500 ?
    C31 C36 . 1.386(5) ?
    C31 C32 . 1.396(4) ?
    C32 C33 . 1.391(5) ?
    C32 H32 . 0.9500 ?
    C33 C34 . 1.384(6) ?
    C33 H33 . 0.9500 ?
    C34 C35 . 1.372(6) ?
    C34 H34 . 0.9500 ?
    C35 C36 . 1.393(5) ?
    C35 H35 . 0.9500 ?
    C36 H36 . 0.9500 ?
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
    C11 C1 C21 . . 110.3(2) ?
    C11 C1 C31 . . 111.6(2) ?
    C21 C1 C31 . . 115.4(2) ?
    C11 C1 H1 . . 106.3 ?
    C21 C1 H1 . . 106.3 ?
    C31 C1 H1 . . 106.3 ?
    C16 C11 C12 . . 115.9(3) ?
    C16 C11 C1 . . 121.3(3) ?
    C12 C11 C1 . . 122.8(3) ?
    C13 C12 C11 . . 124.0(3) ?
    C13 C12 Cl12 . . 118.5(2) ?
    C11 C12 Cl12 . . 117.6(2) ?
    C12 C13 C14 . . 118.0(3) ?
    C12 C13 C17 . . 123.7(3) ?
    C14 C13 C17 . . 118.3(3) ?
    N14 C14 C15 . . 121.0(3) ?
    N14 C14 C13 . . 119.3(3) ?
    C15 C14 C13 . . 119.6(3) ?
    C16 C15 C14 . . 118.9(3) ?
    C16 C15 C18 . . 119.8(3) ?
    C14 C15 C18 . . 121.3(3) ?
    C11 C16 C15 . . 123.4(3) ?
    C11 C16 H16 . . 118.3 ?
    C15 C16 H16 . . 118.3 ?
    C13 C17 H17A . . 109.5 ?
    C13 C17 H17B . . 109.5 ?
    H17A C17 H17B . . 109.5 ?
    C13 C17 H17C . . 109.5 ?
    H17A C17 H17C . . 109.5 ?
    H17B C17 H17C . . 109.5 ?
    C14 N14 H14A . . 117(3) ?
    C14 N14 H14B . . 117(2) ?
    H14A N14 H14B . . 114(3) ?
    C19 C18 C15 . . 113.8(3) ?
    C19 C18 H18A . . 108.8 ?
    C15 C18 H18A . . 108.8 ?
    C19 C18 H18B . . 108.8 ?
    C15 C18 H18B . . 108.8 ?
    H18A C18 H18B . . 107.7 ?
    C20 C19 C18 . . 126.1(3) ?
    C20 C19 H19 . . 117.0 ?
    C18 C19 H19 . . 117.0 ?
    C19 C20 H20A . . 120.0 ?
    C19 C20 H20B . . 120.0 ?
    H20A C20 H20B . . 120.0 ?
    C26 C21 C22 . . 116.4(3) ?
    C26 C21 C1 . . 122.9(3) ?
    C22 C21 C1 . . 120.6(3) ?
    C21 C22 C23 . . 124.2(3) ?
    C21 C22 Cl22 . . 118.0(2) ?
    C23 C22 Cl22 . . 117.8(2) ?
    C22 C23 C24 . . 117.2(3) ?
    C22 C23 C27 . . 122.8(3) ?
    C24 C23 C27 . . 119.9(3) ?
    C23 C24 C25 . . 120.6(3) ?
    C23 C24 N24 . . 120.2(3) ?
    C25 C24 N24 . . 119.0(3) ?
    C26 C25 C24 . . 118.9(3) ?
    C26 C25 C28 . . 120.4(3) ?
    C24 C25 C28 . . 120.6(3) ?
    C21 C26 C25 . . 122.5(3) ?
    C21 C26 H26 . . 118.7 ?
    C25 C26 H26 . . 118.7 ?
    C23 C27 H27A . . 109.5 ?
    C23 C27 H27B . . 109.5 ?
    H27A C27 H27B . . 109.5 ?
    C23 C27 H27C . . 109.5 ?
    H27A C27 H27C . . 109.5 ?
    H27B C27 H27C . . 109.5 ?
    C24 N24 H24A . . 114(2) ?
    C24 N24 H24B . . 113(2) ?
    H24A N24 H24B . . 111(3) ?
    C29 C28 C25 . . 116.0(3) ?
    C29 C28 H28A . . 108.3 ?
    C25 C28 H28A . . 108.3 ?
    C29 C28 H28B . . 108.3 ?
    C25 C28 H28B . . 108.3 ?
    H28A C28 H28B . . 107.4 ?
    C30 C29 C28 . . 126.5(3) ?
    C30 C29 H29 . . 116.8 ?
    C28 C29 H29 . . 116.8 ?
    C29 C30 H30A . . 120.0 ?
    C29 C30 H30B . . 120.0 ?
    H30A C30 H30B . . 120.0 ?
    C36 C31 C32 . . 119.2(3) ?
    C36 C31 C1 . . 119.3(3) ?
    C32 C31 C1 . . 121.5(3) ?
    C33 C32 C31 . . 120.5(3) ?
    C33 C32 H32 . . 119.8 ?
    C31 C32 H32 . . 119.8 ?
    C34 C33 C32 . . 119.5(4) ?
    C34 C33 H33 . . 120.3 ?
    C32 C33 H33 . . 120.3 ?
    C35 C34 C33 . . 120.4(3) ?
    C35 C34 H34 . . 119.8 ?
    C33 C34 H34 . . 119.8 ?
    C34 C35 C36 . . 120.3(4) ?
    C34 C35 H35 . . 119.8 ?
    C36 C35 H35 . . 119.8 ?
    C31 C36 C35 . . 120.1(4) ?
    C31 C36 H36 . . 119.9 ?
    C35 C36 H36 . . 119.9 ?
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
    C21 C1 C11 C16 . . . . 34.9(4) ?
    C31 C1 C11 C16 . . . . -94.7(3) ?
    C21 C1 C11 C12 . . . . -145.7(3) ?
    C31 C1 C11 C12 . . . . 84.7(3) ?
    C16 C11 C12 C13 . . . . -4.1(4) ?
    C1 C11 C12 C13 . . . . 176.5(3) ?
    C16 C11 C12 Cl12 . . . . 175.7(2) ?
    C1 C11 C12 Cl12 . . . . -3.7(4) ?
    C11 C12 C13 C14 . . . . 3.3(4) ?
    Cl12 C12 C13 C14 . . . . -176.5(2) ?
    C11 C12 C13 C17 . . . . -176.7(3) ?
    Cl12 C12 C13 C17 . . . . 3.5(4) ?
    C12 C13 C14 N14 . . . . -176.2(3) ?
    C17 C13 C14 N14 . . . . 3.8(4) ?
    C12 C13 C14 C15 . . . . 0.9(4) ?
    C17 C13 C14 C15 . . . . -179.1(3) ?
    N14 C14 C15 C16 . . . . 173.1(3) ?
    C13 C14 C15 C16 . . . . -4.0(4) ?
    N14 C14 C15 C18 . . . . -7.3(5) ?
    C13 C14 C15 C18 . . . . 175.6(3) ?
    C12 C11 C16 C15 . . . . 0.7(4) ?
    C1 C11 C16 C15 . . . . -179.8(3) ?
    C14 C15 C16 C11 . . . . 3.2(5) ?
    C18 C15 C16 C11 . . . . -176.4(3) ?
    C16 C15 C18 C19 . . . . 30.1(4) ?
    C14 C15 C18 C19 . . . . -149.5(3) ?
    C15 C18 C19 C20 . . . . -128.9(4) ?
    C11 C1 C21 C26 . . . . -101.8(3) ?
    C31 C1 C21 C26 . . . . 25.7(4) ?
    C11 C1 C21 C22 . . . . 73.4(3) ?
    C31 C1 C21 C22 . . . . -159.1(3) ?
    C26 C21 C22 C23 . . . . -0.2(4) ?
    C1 C21 C22 C23 . . . . -175.7(3) ?
    C26 C21 C22 Cl22 . . . . 179.3(2) ?
    C1 C21 C22 Cl22 . . . . 3.8(4) ?
    C21 C22 C23 C24 . . . . 0.3(4) ?
    Cl22 C22 C23 C24 . . . . -179.3(2) ?
    C21 C22 C23 C27 . . . . 178.5(3) ?
    Cl22 C22 C23 C27 . . . . -1.1(4) ?
    C22 C23 C24 C25 . . . . 0.9(4) ?
    C27 C23 C24 C25 . . . . -177.4(3) ?
    C22 C23 C24 N24 . . . . 175.8(3) ?
    C27 C23 C24 N24 . . . . -2.5(4) ?
    C23 C24 C25 C26 . . . . -2.0(4) ?
    N24 C24 C25 C26 . . . . -177.0(3) ?
    C23 C24 C25 C28 . . . . 175.3(3) ?
    N24 C24 C25 C28 . . . . 0.3(4) ?
    C22 C21 C26 C25 . . . . -1.0(4) ?
    C1 C21 C26 C25 . . . . 174.4(3) ?
    C24 C25 C26 C21 . . . . 2.1(5) ?
    C28 C25 C26 C21 . . . . -175.2(3) ?
    C26 C25 C28 C29 . . . . -105.9(4) ?
    C24 C25 C28 C29 . . . . 76.8(4) ?
    C25 C28 C29 C30 . . . . 10.7(5) ?
    C11 C1 C31 C36 . . . . -127.6(3) ?
    C21 C1 C31 C36 . . . . 105.5(3) ?
    C11 C1 C31 C32 . . . . 50.7(4) ?
    C21 C1 C31 C32 . . . . -76.2(4) ?
    C36 C31 C32 C33 . . . . -1.4(5) ?
    C1 C31 C32 C33 . . . . -179.7(3) ?
    C31 C32 C33 C34 . . . . 1.4(5) ?
    C32 C33 C34 C35 . . . . 0.0(5) ?
    C33 C34 C35 C36 . . . . -1.4(5) ?
    C32 C31 C36 C35 . . . . 0.0(5) ?
    C1 C31 C36 C35 . . . . 178.3(3) ?
    C34 C35 C36 C31 . . . . 1.4(5) ?
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
    N14 H14A N24 2_666 0.86(3) 2.39(2) 3.186(4) 155(3) no
data_II
_chemical_name_systematic
;
4,4'-(2-thienylmethylene)bis(6-allyl-3-chloro-2-methylaniline)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C25 H26 Cl2 N2 S'
_chemical_formula_sum     'C25 H26 Cl2 N2 S'
_chemical_formula_iupac     'C25 H26 Cl2 N2 S'
_chemical_formula_weight     457.44
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
_symmetry_space_group_name_Hall     '-P 1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     8.7263(2)
_cell_length_b     10.6766(2)
_cell_length_c     12.2691(3)
_cell_angle_alpha     77.1100(10)
_cell_angle_beta     87.7930(10)
_cell_angle_gamma     82.367(2)
_cell_volume     1104.35(4)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     5043
_cell_measurement_theta_min     2.92
_cell_measurement_theta_max     27.58
_cell_measurement_temperature     120(2)
_exptl_crystal_description     block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.08
_exptl_crystal_size_mid     0.06
_exptl_crystal_size_min     0.05
_exptl_crystal_density_diffrn     1.376
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     480
_exptl_absorpt_coefficient_mu     0.404
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_correction_T_min     0.959
_exptl_absorpt_correction_T_max     0.980
_exptl_special_details
;
;
_diffrn_ambient_temperature     120(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Bruker Nonius FR591 rotating anode'
_diffrn_radiation_monochromator     '10cm confocal mirrors'
_diffrn_measurement_device_type     'Bruker Nonius APEX II'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     '4096 x 4096 pixels/62 x 62mm'
_diffrn_reflns_number     16485
_diffrn_reflns_av_R_equivalents     0.0299
_diffrn_reflns_av_sigmaI/netI     0.0362
_diffrn_reflns_theta_min     2.92
_diffrn_reflns_theta_max     27.58
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.987
_diffrn_measured_fraction_theta_full     0.992
_diffrn_reflns_limit_h_min     -11
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     15
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     0
_reflns_number_total     5043
_reflns_number_gt     4375
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0493
_refine_ls_R_factor_gt     0.0397
_refine_ls_wR_factor_gt     0.0804
_refine_ls_wR_factor_ref     0.0862
_refine_ls_goodness_of_fit_ref     1.098
_refine_ls_restrained_S_all     1.097
_refine_ls_number_reflns     5043
_refine_ls_number_parameters     298
_refine_ls_number_restraints     10
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
            'w = 1/[σ²(Fo²)+(0.0118P)²+0.9169P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.304
_refine_diff_density_min     -0.248
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
    'S' 'S' 0.1246 0.1234
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'COLLECT (Nonius, 1999)'
_computing_cell_refinement
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1999)
;
_computing_data_reduction
;
DENZO (Otwinowski & Minor, 1997) and COLLECT (Nonius, 1999)
;
_computing_structure_solution     'SIR2004 (Burla et al.,  2005)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'PLATON (Spek, 2009)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
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
    C C1 0.33113(18) 0.37651(15) 0.19563(13) 0.0174(3) Uani d . 1 A .
    H H1 0.4085 0.3528 0.1390 0.021 Uiso calc R 1 . .
    C C11 0.40363(18) 0.32306(15) 0.31050(13) 0.0174(3) Uani d . 1 . .
    C C12 0.51398(19) 0.21430(16) 0.33268(14) 0.0188(3) Uani d . 1 . .
    C C13 0.57841(19) 0.16227(16) 0.43809(14) 0.0204(3) Uani d . 1 . .
    C C14 0.52589(19) 0.22269(17) 0.52604(14) 0.0209(3) Uani d . 1 . .
    C C15 0.40939(19) 0.32912(16) 0.50821(14) 0.0196(3) Uani d . 1 . .
    C C16 0.35274(19) 0.37735(16) 0.40107(14) 0.0189(3) Uani d . 1 . .
    H H16 0.2758 0.4507 0.3886 0.023 Uiso calc R 1 . .
    Cl Cl12 0.57423(5) 0.13831(4) 0.22248(4) 0.02490(11) Uani d . 1 . .
    C C17 0.6998(2) 0.04543(18) 0.46175(16) 0.0281(4) Uani d . 1 . .
    H H17A 0.7074 0.0029 0.3984 0.042 Uiso calc R 1 . .
    H H17B 0.6710 -0.0153 0.5294 0.042 Uiso calc R 1 . .
    H H17C 0.7998 0.0728 0.4728 0.042 Uiso calc R 1 . .
    N N14 0.58440(19) 0.17291(17) 0.63354(13) 0.0287(4) Uani d D 1 . .
    H H14A 0.580(2) 0.2267(17) 0.6765(15) 0.034 Uiso d D 1 . .
    H H14B 0.6688(16) 0.1204(17) 0.6369(18) 0.034 Uiso d D 1 . .
    C C18 0.3492(2) 0.38767(17) 0.60595(14) 0.0226(4) Uani d . 1 . .
    H H18A 0.3404 0.3165 0.6723 0.027 Uiso calc R 1 . .
    H H18B 0.4261 0.4407 0.6232 0.027 Uiso calc R 1 . .
    C C19 0.1961(2) 0.47031(17) 0.58712(15) 0.0243(4) Uani d . 1 . .
    H H19 0.1147 0.4352 0.5598 0.029 Uiso calc R 1 . .
    C C20 0.1654(2) 0.58771(19) 0.60550(17) 0.0339(4) Uani d . 1 . .
    H H20A 0.2438 0.6262 0.6329 0.041 Uiso calc R 1 . .
    H H20B 0.0649 0.6341 0.5914 0.041 Uiso calc R 1 . .
    C C21 0.29832(19) 0.52423(15) 0.17037(13) 0.0179(3) Uani d . 1 . .
    C C22 0.41720(19) 0.60090(16) 0.13731(13) 0.0187(3) Uani d . 1 . .
    C C23 0.3945(2) 0.73625(16) 0.11548(13) 0.0198(3) Uani d . 1 . .
    C C24 0.2435(2) 0.79745(16) 0.12942(14) 0.0209(3) Uani d . 1 . .
    C C25 0.12116(19) 0.72365(16) 0.16121(14) 0.0205(3) Uani d . 1 . .
    C C26 0.15141(19) 0.58940(16) 0.18159(13) 0.0188(3) Uani d . 1 . .
    H H26 0.0683 0.5400 0.2041 0.023 Uiso calc R 1 . .
    Cl Cl22 0.60385(5) 0.52267(4) 0.12271(3) 0.02217(10) Uani d . 1 . .
    C C27 0.5224(2) 0.81843(17) 0.07696(15) 0.0251(4) Uani d . 1 . .
    H H27A 0.6164 0.7630 0.0626 0.038 Uiso calc R 1 . .
    H H27B 0.5426 0.8637 0.1351 0.038 Uiso calc R 1 . .
    H H27C 0.4913 0.8820 0.0081 0.038 Uiso calc R 1 . .
    N N24 0.2154(2) 0.93291(15) 0.10415(14) 0.0286(3) Uani d D 1 . .
    H H24A 0.1343(17) 0.965(2) 0.1351(17) 0.034 Uiso d D 1 . .
    H H24B 0.2940(18) 0.9737(19) 0.1044(19) 0.034 Uiso d D 1 . .
    C C28 -0.0430(2) 0.78830(17) 0.16897(15) 0.0252(4) Uani d . 1 . .
    H H28A -0.0625 0.8605 0.1027 0.030 Uiso calc R 1 . .
    H H28B -0.1145 0.7248 0.1652 0.030 Uiso calc R 1 . .
    C C29 -0.0819(2) 0.84058(17) 0.27204(16) 0.0265(4) Uani d . 1 . .
    H H29 -0.1760 0.8968 0.2715 0.032 Uiso calc R 1 . .
    C C30 0.0019(2) 0.81594(18) 0.36285(16) 0.0296(4) Uani d . 1 . .
    H H30A 0.0970 0.7603 0.3673 0.036 Uiso calc R 1 . .
    H H30B -0.0325 0.8538 0.4240 0.036 Uiso calc R 1 . .
    C C32 0.18973(19) 0.31130(16) 0.18586(14) 0.0193(3) Uani d . 1 . .
    S S31 0.09196(13) 0.33657(10) 0.06394(7) 0.0252(3) Uani d PD 0.614(3) A -1
    C C33 0.1224(7) 0.2260(5) 0.2686(5) 0.0226(4) Uani d PD 0.614(3) A -1
    H H33 0.1607 0.1982 0.3427 0.027 Uiso calc PR 0.614(3) A -1
    C C34 -0.0117(13) 0.1832(12) 0.2316(8) 0.0257(14) Uani d PD 0.614(3) A -1
    H H34 -0.0731 0.1255 0.2784 0.031 Uiso calc PR 0.614(3) A -1
    C C35 -0.0402(12) 0.2349(8) 0.1220(9) 0.0252(13) Uani d PD 0.614(3) A -1
    H H35 -0.1230 0.2170 0.0822 0.030 Uiso calc PR 0.614(3) A -1
    S S41 0.1364(3) 0.18826(15) 0.28490(16) 0.0226(4) Uani d PD 0.386(3) A -2
    C C43 0.0889(10) 0.3414(8) 0.0963(5) 0.0252(3) Uani d PD 0.386(3) A -2
    H H43 0.1015 0.4056 0.0304 0.030 Uiso calc PR 0.386(3) A -2
    C C44 -0.0367(19) 0.2645(16) 0.1146(15) 0.0252(13) Uani d PD 0.386(3) A -2
    H H44 -0.1201 0.2751 0.0644 0.030 Uiso calc PR 0.386(3) A -2
    C C45 -0.022(2) 0.1749(19) 0.2122(13) 0.0257(14) Uani d PD 0.386(3) A -2
    H H45 -0.0905 0.1122 0.2372 0.031 Uiso calc PR 0.386(3) A -2
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
    C1 C32 . 1.516(2) ?
    C1 C11 . 1.525(2) ?
    C1 C21 . 1.528(2) ?
    C1 H1 . 1.0000 ?
    C11 C12 . 1.390(2) ?
    C11 C16 . 1.396(2) ?
    C12 C13 . 1.396(2) ?
    C12 Cl12 . 1.7562(16) ?
    C13 C14 . 1.409(2) ?
    C13 C17 . 1.508(2) ?
    C14 N14 . 1.396(2) ?
    C14 C15 . 1.404(2) ?
    C15 C16 . 1.385(2) ?
    C15 C18 . 1.518(2) ?
    C16 H16 . 0.9500 ?
    C17 H17A . 0.9800 ?
    C17 H17B . 0.9800 ?
    C17 H17C . 0.9800 ?
    N14 H14A . 0.858(18) ?
    N14 H14B . 0.861(16) ?
    C18 C19 . 1.496(2) ?
    C18 H18A . 0.9900 ?
    C18 H18B . 0.9900 ?
    C19 C20 . 1.314(3) ?
    C19 H19 . 0.9500 ?
    C20 H20A . 0.9500 ?
    C20 H20B . 0.9500 ?
    C21 C26 . 1.392(2) ?
    C21 C22 . 1.399(2) ?
    C22 C23 . 1.398(2) ?
    C22 Cl22 . 1.7508(17) ?
    C23 C24 . 1.413(2) ?
    C23 C27 . 1.508(2) ?
    C24 N24 . 1.400(2) ?
    C24 C25 . 1.403(2) ?
    C25 C26 . 1.390(2) ?
    C25 C28 . 1.515(2) ?
    C26 H26 . 0.9500 ?
    C27 H27A . 0.9800 ?
    C27 H27B . 0.9800 ?
    C27 H27C . 0.9800 ?
    N24 H24A . 0.858(18) ?
    N24 H24B . 0.860(18) ?
    C28 C29 . 1.503(3) ?
    C28 H28A . 0.9900 ?
    C28 H28B . 0.9900 ?
    C29 C30 . 1.314(3) ?
    C29 H29 . 0.9500 ?
    C30 H30A . 0.9500 ?
    C30 H30B . 0.9500 ?
    C32 C33 . 1.374(6) ?
    C32 C43 . 1.388(7) ?
    C32 S41 . 1.681(2) ?
    C32 S31 . 1.7016(18) ?
    S31 C35 . 1.715(8) ?
    C33 C34 . 1.435(8) ?
    C33 H33 . 0.9500 ?
    C34 C35 . 1.354(5) ?
    C34 H34 . 0.9500 ?
    C35 H35 . 0.9500 ?
    S41 C45 . 1.710(10) ?
    C43 C44 . 1.437(10) ?
    C43 H43 . 0.9500 ?
    C44 C45 . 1.354(5) ?
    C44 H44 . 0.9500 ?
    C45 H45 . 0.9500 ?
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
    C32 C1 C11 . . 110.00(13) ?
    C32 C1 C21 . . 113.34(13) ?
    C11 C1 C21 . . 111.43(13) ?
    C32 C1 H1 . . 107.3 ?
    C11 C1 H1 . . 107.3 ?
    C21 C1 H1 . . 107.3 ?
    C12 C11 C16 . . 116.70(15) ?
    C12 C11 C1 . . 122.66(14) ?
    C16 C11 C1 . . 120.50(14) ?
    C11 C12 C13 . . 123.31(15) ?
    C11 C12 Cl12 . . 118.16(13) ?
    C13 C12 Cl12 . . 118.53(12) ?
    C12 C13 C14 . . 117.70(15) ?
    C12 C13 C17 . . 123.30(16) ?
    C14 C13 C17 . . 119.00(15) ?
    N14 C14 C15 . . 119.26(15) ?
    N14 C14 C13 . . 119.96(15) ?
    C15 C14 C13 . . 120.71(15) ?
    C16 C15 C14 . . 118.52(15) ?
    C16 C15 C18 . . 122.00(15) ?
    C14 C15 C18 . . 119.49(15) ?
    C15 C16 C11 . . 122.97(15) ?
    C15 C16 H16 . . 118.5 ?
    C11 C16 H16 . . 118.5 ?
    C13 C17 H17A . . 109.5 ?
    C13 C17 H17B . . 109.5 ?
    H17A C17 H17B . . 109.5 ?
    C13 C17 H17C . . 109.5 ?
    H17A C17 H17C . . 109.5 ?
    H17B C17 H17C . . 109.5 ?
    C14 N14 H14A . . 116.1(15) ?
    C14 N14 H14B . . 115.0(15) ?
    H14A N14 H14B . . 115(2) ?
    C19 C18 C15 . . 114.75(14) ?
    C19 C18 H18A . . 108.6 ?
    C15 C18 H18A . . 108.6 ?
    C19 C18 H18B . . 108.6 ?
    C15 C18 H18B . . 108.6 ?
    H18A C18 H18B . . 107.6 ?
    C20 C19 C18 . . 125.03(18) ?
    C20 C19 H19 . . 117.5 ?
    C18 C19 H19 . . 117.5 ?
    C19 C20 H20A . . 120.0 ?
    C19 C20 H20B . . 120.0 ?
    H20A C20 H20B . . 120.0 ?
    C26 C21 C22 . . 116.60(15) ?
    C26 C21 C1 . . 122.43(15) ?
    C22 C21 C1 . . 120.94(14) ?
    C23 C22 C21 . . 123.41(15) ?
    C23 C22 Cl22 . . 118.55(13) ?
    C21 C22 Cl22 . . 118.04(12) ?
    C22 C23 C24 . . 117.67(15) ?
    C22 C23 C27 . . 123.14(15) ?
    C24 C23 C27 . . 119.19(15) ?
    N24 C24 C25 . . 120.23(16) ?
    N24 C24 C23 . . 119.20(16) ?
    C25 C24 C23 . . 120.44(15) ?
    C26 C25 C24 . . 119.03(15) ?
    C26 C25 C28 . . 119.97(15) ?
    C24 C25 C28 . . 120.96(15) ?
    C25 C26 C21 . . 122.83(16) ?
    C25 C26 H26 . . 118.6 ?
    C21 C26 H26 . . 118.6 ?
    C23 C27 H27A . . 109.5 ?
    C23 C27 H27B . . 109.5 ?
    H27A C27 H27B . . 109.5 ?
    C23 C27 H27C . . 109.5 ?
    H27A C27 H27C . . 109.5 ?
    H27B C27 H27C . . 109.5 ?
    C24 N24 H24A . . 114.9(15) ?
    C24 N24 H24B . . 116.7(15) ?
    H24A N24 H24B . . 114(2) ?
    C29 C28 C25 . . 115.78(15) ?
    C29 C28 H28A . . 108.3 ?
    C25 C28 H28A . . 108.3 ?
    C29 C28 H28B . . 108.3 ?
    C25 C28 H28B . . 108.3 ?
    H28A C28 H28B . . 107.4 ?
    C30 C29 C28 . . 126.18(16) ?
    C30 C29 H29 . . 116.9 ?
    C28 C29 H29 . . 116.9 ?
    C29 C30 H30A . . 120.0 ?
    C29 C30 H30B . . 120.0 ?
    H30A C30 H30B . . 120.0 ?
    C33 C32 C43 . . 105.9(5) ?
    C33 C32 C1 . . 127.3(3) ?
    C43 C32 C1 . . 126.1(3) ?
    C43 C32 S41 . . 110.7(3) ?
    C1 C32 S41 . . 123.11(14) ?
    C33 C32 S31 . . 110.4(3) ?
    C1 C32 S31 . . 122.31(13) ?
    S41 C32 S31 . . 113.59(13) ?
    C32 S31 C35 . . 93.1(3) ?
    C32 C33 C34 . . 113.1(5) ?
    C32 C33 H33 . . 123.5 ?
    C34 C33 H33 . . 123.5 ?
    C35 C34 C33 . . 111.9(7) ?
    C35 C34 H34 . . 124.0 ?
    C33 C34 H34 . . 124.0 ?
    C34 C35 S31 . . 111.5(7) ?
    C34 C35 H35 . . 124.2 ?
    S31 C35 H35 . . 124.2 ?
    C32 S41 C45 . . 93.4(4) ?
    C32 C43 C44 . . 112.4(5) ?
    C32 C43 H43 . . 123.8 ?
    C44 C43 H43 . . 123.8 ?
    C45 C44 C43 . . 111.7(9) ?
    C45 C44 H44 . . 124.2 ?
    C43 C44 H44 . . 124.2 ?
    C44 C45 S41 . . 111.7(9) ?
    C44 C45 H45 . . 124.2 ?
    S41 C45 H45 . . 124.2 ?
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
    C32 C1 C11 C12 . . . . 88.31(18) ?
    C21 C1 C11 C12 . . . . -145.13(15) ?
    C32 C1 C11 C16 . . . . -87.13(18) ?
    C21 C1 C11 C16 . . . . 39.4(2) ?
    C16 C11 C12 C13 . . . . -2.7(2) ?
    C1 C11 C12 C13 . . . . -178.28(15) ?
    C16 C11 C12 Cl12 . . . . 176.96(12) ?
    C1 C11 C12 Cl12 . . . . 1.4(2) ?
    C11 C12 C13 C14 . . . . 1.1(2) ?
    Cl12 C12 C13 C14 . . . . -178.50(12) ?
    C11 C12 C13 C17 . . . . -179.10(16) ?
    Cl12 C12 C13 C17 . . . . 1.3(2) ?
    C12 C13 C14 N14 . . . . 178.73(16) ?
    C17 C13 C14 N14 . . . . -1.0(2) ?
    C12 C13 C14 C15 . . . . 1.9(2) ?
    C17 C13 C14 C15 . . . . -177.90(16) ?
    N14 C14 C15 C16 . . . . 179.95(16) ?
    C13 C14 C15 C16 . . . . -3.2(2) ?
    N14 C14 C15 C18 . . . . -0.1(2) ?
    C13 C14 C15 C18 . . . . 176.76(15) ?
    C14 C15 C16 C11 . . . . 1.6(2) ?
    C18 C15 C16 C11 . . . . -178.36(15) ?
    C12 C11 C16 C15 . . . . 1.3(2) ?
    C1 C11 C16 C15 . . . . 176.98(15) ?
    C16 C15 C18 C19 . . . . 18.2(2) ?
    C14 C15 C18 C19 . . . . -161.73(16) ?
    C15 C18 C19 C20 . . . . -130.1(2) ?
    C32 C1 C21 C26 . . . . 24.1(2) ?
    C11 C1 C21 C26 . . . . -100.61(17) ?
    C32 C1 C21 C22 . . . . -157.62(15) ?
    C11 C1 C21 C22 . . . . 77.66(19) ?
    C26 C21 C22 C23 . . . . -0.2(2) ?
    C1 C21 C22 C23 . . . . -178.58(15) ?
    C26 C21 C22 Cl22 . . . . 179.78(12) ?
    C1 C21 C22 Cl22 . . . . 1.4(2) ?
    C21 C22 C23 C24 . . . . 0.9(2) ?
    Cl22 C22 C23 C24 . . . . -179.04(12) ?
    C21 C22 C23 C27 . . . . -178.35(15) ?
    Cl22 C22 C23 C27 . . . . 1.7(2) ?
    C22 C23 C24 N24 . . . . -177.55(15) ?
    C27 C23 C24 N24 . . . . 1.8(2) ?
    C22 C23 C24 C25 . . . . -1.7(2) ?
    C27 C23 C24 C25 . . . . 177.67(15) ?
    N24 C24 C25 C26 . . . . 177.51(15) ?
    C23 C24 C25 C26 . . . . 1.7(2) ?
    N24 C24 C25 C28 . . . . 0.0(2) ?
    C23 C24 C25 C28 . . . . -175.90(15) ?
    C24 C25 C26 C21 . . . . -0.9(2) ?
    C28 C25 C26 C21 . . . . 176.68(15) ?
    C22 C21 C26 C25 . . . . 0.2(2) ?
    C1 C21 C26 C25 . . . . 178.52(15) ?
    C26 C25 C28 C29 . . . . 104.19(19) ?
    C24 C25 C28 C29 . . . . -78.3(2) ?
    C25 C28 C29 C30 . . . . -12.8(3) ?
    C11 C1 C32 C33 . . . . 6.2(4) ?
    C21 C1 C32 C33 . . . . -119.3(3) ?
    C11 C1 C32 C43 . . . . 175.4(5) ?
    C21 C1 C32 C43 . . . . 49.9(5) ?
    C11 C1 C32 S41 . . . . -5.5(2) ?
    C21 C1 C32 S41 . . . . -131.02(15) ?
    C11 C1 C32 S31 . . . . -173.47(12) ?
    C21 C1 C32 S31 . . . . 61.04(18) ?
    C33 C32 S31 C35 . . . . 0.4(5) ?
    C43 C32 S31 C35 . . . . -64(2) ?
    C1 C32 S31 C35 . . . . -179.9(5) ?
    S41 C32 S31 C35 . . . . 11.1(5) ?
    C43 C32 C33 C34 . . . . 8.3(9) ?
    C1 C32 C33 C34 . . . . 179.4(7) ?
    S41 C32 C33 C34 . . . . -111(2) ?
    S31 C32 C33 C34 . . . . -1.0(8) ?
    C32 C33 C34 C35 . . . . 1.2(15) ?
    C33 C34 C35 S31 . . . . -0.9(16) ?
    C32 S31 C35 C34 . . . . 0.3(12) ?
    C33 C32 S41 C45 . . . . 63(2) ?
    C43 C32 S41 C45 . . . . -0.9(10) ?
    C1 C32 S41 C45 . . . . 179.9(9) ?
    S31 C32 S41 C45 . . . . -11.2(9) ?
    C33 C32 C43 C44 . . . . -6.9(13) ?
    C1 C32 C43 C44 . . . . -178.0(11) ?
    S41 C32 C43 C44 . . . . 2.8(13) ?
    S31 C32 C43 C44 . . . . 111(3) ?
    C32 C43 C44 C45 . . . . -4(2) ?
    C43 C44 C45 S41 . . . . 3(3) ?
    C32 S41 C45 C44 . . . . -1(2) ?
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
    C20 H20A Cg1 2_666 0.95 2.90 3.718(2) 145 no
    C44 H44 Cg2 2_565 0.95 2.88 3.772(18) 156 no
