# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_AL6NMe2Aniline
_database_code_depnum_ccdc_archive 'CCDC 1889222'
loop_
_audit_author_name
_audit_author_address
'Allen Oliver'
;University of Notre Dame
United States of America
;
_audit_update_record             
;
2019-01-07 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H49 Cl6 N2 O2 P'
_chemical_formula_sum            'C34 H49 Cl6 N2 O2 P'
_chemical_formula_weight         761.42

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'
P P 0.1023 0.0942 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.7361(9)
_cell_length_b                   17.3444(12)
_cell_length_c                   17.9512(12)
_cell_angle_alpha                90
_cell_angle_beta                 99.4550(10)
_cell_angle_gamma                90
_cell_volume                     3911.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9854
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      26.46

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             1600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.316
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.512
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            79652
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.643
_diffrn_reflns_theta_max         26.476
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8013
_reflns_number_gt                6488
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0539P)²+1.4730P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8013
_refine_ls_number_parameters     413
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1056
_refine_ls_wR_factor_gt          0.1002
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
P1 P 0.22018(3) 0.42804(2) 0.69644(2) 0.02035(10) Uani 1 1 d . . . . .
O1 O 0.18408(9) 0.32366(7) 0.53222(7) 0.0247(3) Uani 1 1 d . . . . .
O2 O 0.46333(9) 0.32107(7) 0.72337(6) 0.0237(3) Uani 1 1 d . . . . .
N1 N 0.39800(12) -0.05520(9) 0.57857(9) 0.0321(3) Uani 1 1 d . . . . .
N2 N 0.47932(12) 0.65467(9) 0.51208(9) 0.0311(3) Uani 1 1 d . . . . .
C1 C 0.31114(12) 0.38833(9) 0.63761(9) 0.0194(3) Uani 1 1 d . . . . .
C2 C 0.38543(12) 0.32048(9) 0.67212(9) 0.0200(3) Uani 1 1 d . . . . .
C3 C 0.33088(12) 0.26551(9) 0.62208(9) 0.0208(3) Uani 1 1 d . . . . .
C4 C 0.25872(12) 0.32114(9) 0.58523(9) 0.0201(3) Uani 1 1 d . . . . .
C5 C 0.34748(12) 0.18367(9) 0.61012(9) 0.0210(3) Uani 1 1 d . . . . .
C6 C 0.44064(13) 0.14664(10) 0.64467(9) 0.0231(3) Uani 1 1 d . . . . .
H6 H 0.4928 0.1753 0.6771 0.028 Uiso 1 1 calc R U . . .
C7 C 0.45845(13) 0.06938(10) 0.63265(10) 0.0249(4) Uani 1 1 d . . . . .
H7 H 0.5232 0.0464 0.6562 0.030 Uiso 1 1 calc R U . . .
C8 C 0.38273(13) 0.02416(10) 0.58636(10) 0.0246(4) Uani 1 1 d . . . . .
C9 C 0.28992(13) 0.06138(10) 0.55125(10) 0.0260(4) Uani 1 1 d . . . . .
H9 H 0.2375 0.0328 0.5189 0.031 Uiso 1 1 calc R U . . .
C10 C 0.27325(13) 0.13904(10) 0.56285(9) 0.0243(3) Uani 1 1 d . . . . .
H10 H 0.2097 0.1626 0.5380 0.029 Uiso 1 1 calc R U . . .
C11 C 0.50693(15) -0.08443(11) 0.59251(12) 0.0364(4) Uani 1 1 d . . . . .
H11A H 0.5386 -0.0745 0.6452 0.055 Uiso 1 1 calc R U . . .
H11B H 0.5489 -0.0584 0.5589 0.055 Uiso 1 1 calc R U . . .
H11C H 0.5064 -0.1400 0.5828 0.055 Uiso 1 1 calc R U . . .
C12 C 0.32573(18) -0.09640(12) 0.52109(13) 0.0436(5) Uani 1 1 d . . . . .
H12A H 0.2524 -0.0893 0.5299 0.065 Uiso 1 1 calc R U . . .
H12B H 0.3434 -0.1514 0.5235 0.065 Uiso 1 1 calc R U . . .
H12C H 0.3326 -0.0763 0.4711 0.065 Uiso 1 1 calc R U . . .
C13 C 0.36085(12) 0.45408(9) 0.60064(9) 0.0193(3) Uani 1 1 d . . . . .
C14 C 0.45759(12) 0.48655(9) 0.63418(9) 0.0215(3) Uani 1 1 d . . . . .
H14A H 0.4959 0.4638 0.6786 0.026 Uiso 1 1 calc R U . . .
C15 C 0.49879(13) 0.55120(10) 0.60392(9) 0.0229(3) Uani 1 1 d . . . . .
H15A H 0.5652 0.5716 0.6276 0.028 Uiso 1 1 calc R U . . .
C16 C 0.44381(13) 0.58707(10) 0.53882(9) 0.0231(3) Uani 1 1 d . . . . .
C17 C 0.34950(12) 0.55146(10) 0.50277(9) 0.0222(3) Uani 1 1 d . . . . .
H17A H 0.3129 0.5721 0.4567 0.027 Uiso 1 1 calc R U . . .
C18 C 0.30951(12) 0.48690(9) 0.53355(9) 0.0208(3) Uani 1 1 d . . . . .
H18A H 0.2454 0.4643 0.5084 0.025 Uiso 1 1 calc R U . . .
C19 C 0.57684(14) 0.68945(10) 0.54936(10) 0.0270(4) Uani 1 1 d . . . . .
H19A H 0.5710 0.7004 0.6021 0.040 Uiso 1 1 calc R U . . .
H19B H 0.5895 0.7376 0.5237 0.040 Uiso 1 1 calc R U . . .
H19C H 0.6363 0.6540 0.5476 0.040 Uiso 1 1 calc R U . . .
C20 C 0.42019(14) 0.69080(10) 0.44580(10) 0.0292(4) Uani 1 1 d . . . . .
H20A H 0.3469 0.7000 0.4536 0.044 Uiso 1 1 calc R U . . .
H20B H 0.4199 0.6569 0.4021 0.044 Uiso 1 1 calc R U . . .
H20C H 0.4537 0.7400 0.4367 0.044 Uiso 1 1 calc R U . . .
C21 C 0.28581(13) 0.50176(10) 0.75754(10) 0.0255(4) Uani 1 1 d . . . . .
H21A H 0.3136 0.5416 0.7265 0.031 Uiso 1 1 calc R U . . .
H21B H 0.2332 0.5267 0.7847 0.031 Uiso 1 1 calc R U . . .
C22 C 0.37812(14) 0.47002(10) 0.81552(10) 0.0284(4) Uani 1 1 d . . . . .
H22A H 0.3490 0.4458 0.8578 0.034 Uiso 1 1 calc R U . . .
H22B H 0.4160 0.4297 0.7913 0.034 Uiso 1 1 calc R U . . .
C23 C 0.45632(15) 0.53268(12) 0.84644(13) 0.0407(5) Uani 1 1 d . . . . .
H23A H 0.4201 0.5706 0.8747 0.049 Uiso 1 1 calc R U . . .
H23B H 0.4806 0.5600 0.8039 0.049 Uiso 1 1 calc R U . . .
C24 C 0.55216(19) 0.49982(15) 0.89831(15) 0.0593(7) Uani 1 1 d . . . . .
H24A H 0.6029 0.5413 0.9148 0.089 Uiso 1 1 calc R U . . .
H24B H 0.5865 0.4607 0.8711 0.089 Uiso 1 1 calc R U . . .
H24C H 0.5289 0.4762 0.9425 0.089 Uiso 1 1 calc R U . . .
C25 C 0.10765(13) 0.46909(10) 0.63519(10) 0.0257(4) Uani 1 1 d . . . . .
H25A H 0.1342 0.5061 0.6006 0.031 Uiso 1 1 calc R U . . .
H25B H 0.0701 0.4273 0.6039 0.031 Uiso 1 1 calc R U . . .
C26 C 0.02787(13) 0.51057(11) 0.67595(10) 0.0273(4) Uani 1 1 d . . . . .
H26A H 0.0070 0.4759 0.7148 0.033 Uiso 1 1 calc R U . . .
H26B H 0.0623 0.5566 0.7020 0.033 Uiso 1 1 calc R U . . .
C27 C -0.07114(14) 0.53544(11) 0.62239(10) 0.0316(4) Uani 1 1 d . . . . .
H27A H -0.0496 0.5643 0.5798 0.038 Uiso 1 1 calc R U . . .
H27B H -0.1105 0.4890 0.6014 0.038 Uiso 1 1 calc R U . . .
C28 C -0.14450(15) 0.58562(13) 0.66028(12) 0.0386(5) Uani 1 1 d . . . . .
H28A H -0.2075 0.5992 0.6236 0.058 Uiso 1 1 calc R U . . .
H28B H -0.1069 0.6327 0.6793 0.058 Uiso 1 1 calc R U . . .
H28C H -0.1665 0.5573 0.7024 0.058 Uiso 1 1 calc R U . . .
C29 C 0.17605(13) 0.35538(10) 0.75527(10) 0.0247(4) Uani 1 1 d . . . . .
H29A H 0.2392 0.3268 0.7807 0.030 Uiso 1 1 calc R U . . .
H29B H 0.1436 0.3813 0.7950 0.030 Uiso 1 1 calc R U . . .
C30 C 0.09565(15) 0.29670(11) 0.71530(11) 0.0338(4) Uani 1 1 d . . . . .
H30A H 0.0314 0.3242 0.6901 0.041 Uiso 1 1 calc R U . . .
H30B H 0.1274 0.2693 0.6760 0.041 Uiso 1 1 calc R U . . .
C31 C 0.06410(17) 0.23845(12) 0.77099(12) 0.0406(5) Uani 1 1 d . . . . .
H31A H 0.0243 0.2653 0.8063 0.049 Uiso 1 1 calc R U . . .
H31B H 0.0160 0.1996 0.7430 0.049 Uiso 1 1 calc R U . . .
C32 C 0.1587(2) 0.19787(14) 0.81575(16) 0.0569(7) Uani 1 1 d . . . . .
H32A H 0.1340 0.1548 0.8437 0.085 Uiso 1 1 calc R U . . .
H32B H 0.1989 0.2342 0.8513 0.085 Uiso 1 1 calc R U . . .
H32C H 0.2046 0.1782 0.7813 0.085 Uiso 1 1 calc R U . . .
C33 C 0.46411(15) 0.23029(11) 0.97056(12) 0.0347(4) Uani 1 1 d . . . . .
H33 H 0.5368 0.2080 0.9861 0.042 Uiso 1 1 calc R U . . .
Cl1 Cl 0.45056(5) 0.30992(4) 1.02873(4) 0.06006(18) Uani 1 1 d . . . . .
Cl2 Cl 0.36949(4) 0.15923(3) 0.98278(3) 0.04402(14) Uani 1 1 d . . . . .
Cl3 Cl 0.45102(4) 0.25868(3) 0.87567(3) 0.04527(14) Uani 1 1 d . . . . .
C34 C 0.70531(17) 0.32083(14) 0.76431(14) 0.0484(6) Uani 1 1 d . . . . .
H34 H 0.6262 0.3189 0.7494 0.058 Uiso 1 1 calc R U . . .
Cl4 Cl 0.73544(4) 0.31792(4) 0.86286(4) 0.05426(16) Uani 1 1 d . . . . .
Cl5 Cl 0.75981(6) 0.24081(5) 0.72433(4) 0.0762(2) Uani 1 1 d . . . . .
Cl6 Cl 0.75121(7) 0.40697(5) 0.72981(5) 0.0941(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
P1 C29 1.7929(17) . ?
P1 C21 1.7986(17) . ?
P1 C25 1.8034(17) . ?
P1 C1 1.8259(16) . ?
O1 C4 1.230(2) . ?
O2 C2 1.2374(19) . ?
N1 C8 1.400(2) . ?
N1 C12 1.453(3) . ?
N1 C11 1.459(2) . ?
N2 C16 1.371(2) . ?
N2 C20 1.443(2) . ?
N2 C19 1.443(2) . ?
C1 C13 1.510(2) . ?
C1 C2 1.572(2) . ?
C1 C4 1.575(2) . ?
C2 C3 1.412(2) . ?
C3 C4 1.419(2) . ?
C3 C5 1.456(2) . ?
C5 C10 1.396(2) . ?
C5 C6 1.401(2) . ?
C6 C7 1.382(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.404(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.402(2) . ?
C9 C10 1.384(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C18 1.394(2) . ?
C13 C14 1.398(2) . ?
C14 C15 1.386(2) . ?
C14 H14A 0.9500 . ?
C15 C16 1.405(2) . ?
C15 H15A 0.9500 . ?
C16 C17 1.410(2) . ?
C17 C18 1.382(2) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.538(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.516(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.519(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.526(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.517(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.517(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.535(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.521(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.508(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 Cl3 1.755(2) . ?
C33 Cl1 1.757(2) . ?
C33 Cl2 1.7624(19) . ?
C33 H33 1.0000 . ?
C34 Cl4 1.748(2) . ?
C34 Cl6 1.754(2) . ?
C34 Cl5 1.757(3) . ?
C34 H34 1.0000 . ?

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
C29 P1 C21 107.44(8) . . ?
C29 P1 C25 110.00(8) . . ?
C21 P1 C25 109.52(8) . . ?
C29 P1 C1 111.45(8) . . ?
C21 P1 C1 110.21(8) . . ?
C25 P1 C1 108.21(8) . . ?
C8 N1 C12 118.18(15) . . ?
C8 N1 C11 117.90(15) . . ?
C12 N1 C11 115.12(16) . . ?
C16 N2 C20 120.17(15) . . ?
C16 N2 C19 120.23(15) . . ?
C20 N2 C19 119.59(14) . . ?
C13 C1 C2 118.03(13) . . ?
C13 C1 C4 117.61(13) . . ?
C2 C1 C4 81.38(11) . . ?
C13 C1 P1 108.73(11) . . ?
C2 C1 P1 116.90(11) . . ?
C4 C1 P1 112.17(10) . . ?
O2 C2 C3 136.82(15) . . ?
O2 C2 C1 130.09(14) . . ?
C3 C2 C1 93.07(12) . . ?
C2 C3 C4 92.91(13) . . ?
C2 C3 C5 133.15(15) . . ?
C4 C3 C5 133.84(15) . . ?
O1 C4 C3 138.04(15) . . ?
O1 C4 C1 129.29(14) . . ?
C3 C4 C1 92.65(12) . . ?
C10 C5 C6 117.03(15) . . ?
C10 C5 C3 122.00(14) . . ?
C6 C5 C3 120.96(15) . . ?
C7 C6 C5 121.61(15) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 121.30(15) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
N1 C8 C9 121.89(16) . . ?
N1 C8 C7 120.99(15) . . ?
C9 C8 C7 117.06(15) . . ?
C10 C9 C8 121.27(16) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C5 121.70(15) . . ?
C9 C10 H10 119.1 . . ?
C5 C10 H10 119.1 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 H12A 109.5 . . ?
N1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C18 C13 C14 117.56(15) . . ?
C18 C13 C1 121.14(14) . . ?
C14 C13 C1 121.24(14) . . ?
C15 C14 C13 121.39(15) . . ?
C15 C14 H14A 119.3 . . ?
C13 C14 H14A 119.3 . . ?
C14 C15 C16 121.01(15) . . ?
C14 C15 H15A 119.5 . . ?
C16 C15 H15A 119.5 . . ?
N2 C16 C15 121.45(15) . . ?
N2 C16 C17 121.27(15) . . ?
C15 C16 C17 117.28(15) . . ?
C18 C17 C16 120.90(15) . . ?
C18 C17 H17A 119.5 . . ?
C16 C17 H17A 119.5 . . ?
C17 C18 C13 121.65(15) . . ?
C17 C18 H18A 119.2 . . ?
C13 C18 H18A 119.2 . . ?
N2 C19 H19A 109.5 . . ?
N2 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N2 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 P1 112.65(12) . . ?
C22 C21 H21A 109.1 . . ?
P1 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
P1 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C21 111.98(16) . . ?
C23 C22 H22A 109.2 . . ?
C21 C22 H22A 109.2 . . ?
C23 C22 H22B 109.2 . . ?
C21 C22 H22B 109.2 . . ?
H22A C22 H22B 107.9 . . ?
C22 C23 C24 111.64(18) . . ?
C22 C23 H23A 109.3 . . ?
C24 C23 H23A 109.3 . . ?
C22 C23 H23B 109.3 . . ?
C24 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 P1 114.76(12) . . ?
C26 C25 H25A 108.6 . . ?
P1 C25 H25A 108.6 . . ?
C26 C25 H25B 108.6 . . ?
P1 C25 H25B 108.6 . . ?
H25A C25 H25B 107.6 . . ?
C27 C26 C25 112.31(14) . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26B 109.1 . . ?
C25 C26 H26B 109.1 . . ?
H26A C26 H26B 107.9 . . ?
C28 C27 C26 112.82(15) . . ?
C28 C27 H27A 109.0 . . ?
C26 C27 H27A 109.0 . . ?
C28 C27 H27B 109.0 . . ?
C26 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 P1 116.11(12) . . ?
C30 C29 H29A 108.3 . . ?
P1 C29 H29A 108.3 . . ?
C30 C29 H29B 108.3 . . ?
P1 C29 H29B 108.3 . . ?
H29A C29 H29B 107.4 . . ?
C31 C30 C29 111.16(16) . . ?
C31 C30 H30A 109.4 . . ?
C29 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
C29 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C32 C31 C30 112.71(17) . . ?
C32 C31 H31A 109.0 . . ?
C30 C31 H31A 109.0 . . ?
C32 C31 H31B 109.0 . . ?
C30 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Cl3 C33 Cl1 110.70(11) . . ?
Cl3 C33 Cl2 111.05(11) . . ?
Cl1 C33 Cl2 109.87(11) . . ?
Cl3 C33 H33 108.4 . . ?
Cl1 C33 H33 108.4 . . ?
Cl2 C33 H33 108.4 . . ?
Cl4 C34 Cl6 110.57(14) . . ?
Cl4 C34 Cl5 110.78(12) . . ?
Cl6 C34 Cl5 110.59(14) . . ?
Cl4 C34 H34 108.3 . . ?
Cl6 C34 H34 108.3 . . ?
Cl5 C34 H34 108.3 . . ?

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
C29 P1 C1 C13 -169.62(10) . . . . ?
C21 P1 C1 C13 -50.42(13) . . . . ?
C25 P1 C1 C13 69.31(12) . . . . ?
C29 P1 C1 C2 -32.87(14) . . . . ?
C21 P1 C1 C2 86.32(13) . . . . ?
C25 P1 C1 C2 -153.94(12) . . . . ?
C29 P1 C1 C4 58.57(13) . . . . ?
C21 P1 C1 C4 177.76(11) . . . . ?
C25 P1 C1 C4 -62.50(13) . . . . ?
C13 C1 C2 O2 61.2(2) . . . . ?
C4 C1 C2 O2 178.00(17) . . . . ?
P1 C1 C2 O2 -71.4(2) . . . . ?
C13 C1 C2 C3 -117.23(15) . . . . ?
C4 C1 C2 C3 -0.46(11) . . . . ?
P1 C1 C2 C3 110.09(12) . . . . ?
O2 C2 C3 C4 -177.78(19) . . . . ?
C1 C2 C3 C4 0.51(13) . . . . ?
O2 C2 C3 C5 -1.2(3) . . . . ?
C1 C2 C3 C5 177.06(18) . . . . ?
C2 C3 C4 O1 177.8(2) . . . . ?
C5 C3 C4 O1 1.3(3) . . . . ?
C2 C3 C4 C1 -0.51(13) . . . . ?
C5 C3 C4 C1 -177.02(18) . . . . ?
C13 C1 C4 O1 -60.9(2) . . . . ?
C2 C1 C4 O1 -178.08(17) . . . . ?
P1 C1 C4 O1 66.3(2) . . . . ?
C13 C1 C4 C3 117.66(14) . . . . ?
C2 C1 C4 C3 0.46(11) . . . . ?
P1 C1 C4 C3 -115.15(12) . . . . ?
C2 C3 C5 C10 171.49(17) . . . . ?
C4 C3 C5 C10 -13.3(3) . . . . ?
C2 C3 C5 C6 -9.9(3) . . . . ?
C4 C3 C5 C6 165.29(17) . . . . ?
C10 C5 C6 C7 -0.1(2) . . . . ?
C3 C5 C6 C7 -178.69(15) . . . . ?
C5 C6 C7 C8 -1.3(3) . . . . ?
C12 N1 C8 C9 12.3(3) . . . . ?
C11 N1 C8 C9 158.27(17) . . . . ?
C12 N1 C8 C7 -170.45(17) . . . . ?
C11 N1 C8 C7 -24.5(2) . . . . ?
C6 C7 C8 N1 -175.55(16) . . . . ?
C6 C7 C8 C9 1.8(2) . . . . ?
N1 C8 C9 C10 176.32(16) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C8 C9 C10 C5 -0.3(3) . . . . ?
C6 C5 C10 C9 0.9(2) . . . . ?
C3 C5 C10 C9 179.48(16) . . . . ?
C2 C1 C13 C18 138.94(15) . . . . ?
C4 C1 C13 C18 44.0(2) . . . . ?
P1 C1 C13 C18 -84.87(16) . . . . ?
C2 C1 C13 C14 -44.0(2) . . . . ?
C4 C1 C13 C14 -139.01(15) . . . . ?
P1 C1 C13 C14 92.16(15) . . . . ?
C18 C13 C14 C15 2.9(2) . . . . ?
C1 C13 C14 C15 -174.20(14) . . . . ?
C13 C14 C15 C16 0.9(2) . . . . ?
C20 N2 C16 C15 -178.97(16) . . . . ?
C19 N2 C16 C15 2.0(2) . . . . ?
C20 N2 C16 C17 -0.1(2) . . . . ?
C19 N2 C16 C17 -179.16(16) . . . . ?
C14 C15 C16 N2 174.45(16) . . . . ?
C14 C15 C16 C17 -4.5(2) . . . . ?
N2 C16 C17 C18 -174.57(16) . . . . ?
C15 C16 C17 C18 4.3(2) . . . . ?
C16 C17 C18 C13 -0.6(2) . . . . ?
C14 C13 C18 C17 -3.0(2) . . . . ?
C1 C13 C18 C17 174.09(14) . . . . ?
C29 P1 C21 C22 56.44(14) . . . . ?
C25 P1 C21 C22 175.90(12) . . . . ?
C1 P1 C21 C22 -65.17(14) . . . . ?
P1 C21 C22 C23 159.20(14) . . . . ?
C21 C22 C23 C24 -174.96(18) . . . . ?
C29 P1 C25 C26 62.64(15) . . . . ?
C21 P1 C25 C26 -55.23(16) . . . . ?
C1 P1 C25 C26 -175.39(13) . . . . ?
P1 C25 C26 C27 -173.14(13) . . . . ?
C25 C26 C27 C28 -172.56(17) . . . . ?
C21 P1 C29 C30 166.11(13) . . . . ?
C25 P1 C29 C30 46.96(16) . . . . ?
C1 P1 C29 C30 -73.06(15) . . . . ?
P1 C29 C30 C31 -179.79(14) . . . . ?
C29 C30 C31 C32 -55.1(2) . . . . ?

_refine_diff_density_max         0.624
_refine_diff_density_min         -0.702
_refine_diff_density_rms         0.050

