# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_5am
_database_code_depnum_ccdc_archive 'CCDC 2231951'
loop_
_audit_author_name
_audit_author_address
'Gamidi Rama Krishna '
;CSIR National Chemical Laboratory Pune
India
;
_audit_update_record             
;
2022-12-21 deposited with the CCDC.	2023-06-12 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         ?
_chemical_formula_sum            'C64 H62 Cl4 N2 O4'
_chemical_formula_weight         1064.95

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'

_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                   12.4014(18)
_cell_length_b                   26.842(4)
_cell_length_c                   16.599(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.868(6)
_cell_angle_gamma                90
_cell_volume                     5459.4(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9351
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.44

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             2240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.268
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6785
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS; Bruker, 2016'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       '\ f and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            268535
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.915
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11921
_reflns_number_gt                10505
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0378P)²+4.1646P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11921
_refine_ls_number_parameters     685
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.0943
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.021
_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
C1 C 0.70513(13) 0.72392(6) 0.28639(11) 0.0259(3) Uani 1 1 d . . . . .
H1 H 0.6739 0.7559 0.2950 0.039 Uiso 1 1 calc R U . . .
H25 H 0.6766 0.6994 0.3196 0.039 Uiso 1 1 calc R U . . .
H24 H 0.6870 0.7148 0.2300 0.039 Uiso 1 1 calc R U . . .
C2 C 0.83019(12) 0.72664(5) 0.30976(9) 0.0186(3) Uani 1 1 d . . . . .
C3 C 0.88288(11) 0.67638(5) 0.29439(9) 0.0154(3) Uani 1 1 d . . . . .
C4 C 0.95852(11) 0.67285(5) 0.24099(8) 0.0148(3) Uani 1 1 d . . . . .
H23 H 0.9788 0.7017 0.2162 0.018 Uiso 1 1 calc R U . . .
C5 C 1.00509(11) 0.62772(5) 0.22329(8) 0.0138(3) Uani 1 1 d . . . . .
C6 C 1.08209(11) 0.62746(5) 0.16332(9) 0.0147(3) Uani 1 1 d . . . . .
C7 C 1.06427(12) 0.60671(5) 0.08786(9) 0.0163(3) Uani 1 1 d . . . . .
C8 C 0.87107(12) 0.58680(6) 0.06338(9) 0.0179(3) Uani 1 1 d . . . . .
C9 C 0.81735(13) 0.63260(6) 0.06152(9) 0.0214(3) Uani 1 1 d . . . . .
C10 C 0.71426(13) 0.63714(7) 0.08315(10) 0.0282(4) Uani 1 1 d . . . . .
H18 H 0.6814 0.6683 0.0831 0.034 Uiso 1 1 calc R U . . .
C11 C 0.66032(13) 0.59525(8) 0.10480(11) 0.0314(4) Uani 1 1 d . . . . .
H2 H 0.5913 0.5983 0.1197 0.038 Uiso 1 1 calc R U . . .
C12 C 0.85591(11) 0.63205(5) 0.33203(9) 0.0159(3) Uani 1 1 d . . . . .
C13 C 0.97478(11) 0.58462(5) 0.26076(8) 0.0142(3) Uani 1 1 d . . . . .
H13 H 1.0048 0.5543 0.2486 0.017 Uiso 1 1 calc R U . . .
C14 C 0.90058(11) 0.58554(5) 0.31615(9) 0.0143(3) Uani 1 1 d . . . . .
C15 C 0.87015(12) 0.53767(5) 0.35892(9) 0.0166(3) Uani 1 1 d . . . . .
C16 C 0.90347(13) 0.54268(6) 0.45183(9) 0.0219(3) Uani 1 1 d . . . . .
H5 H 0.9806 0.5487 0.4642 0.033 Uiso 1 1 calc R U . . .
H4 H 0.8860 0.5125 0.4779 0.033 Uiso 1 1 calc R U . . .
H6 H 0.8647 0.5700 0.4713 0.033 Uiso 1 1 calc R U . . .
C17 C 0.74711(12) 0.52630(6) 0.33750(10) 0.0233(3) Uani 1 1 d . . . . .
H7 H 0.7060 0.5530 0.3564 0.035 Uiso 1 1 calc R U . . .
H9 H 0.7309 0.4958 0.3633 0.035 Uiso 1 1 calc R U . . .
H8 H 0.7279 0.5231 0.2795 0.035 Uiso 1 1 calc R U . . .
C18 C 0.93065(13) 0.49186(5) 0.33274(10) 0.0209(3) Uani 1 1 d . . . . .
H11 H 0.9102 0.4866 0.2752 0.031 Uiso 1 1 calc R U . . .
H10 H 0.9116 0.4631 0.3618 0.031 Uiso 1 1 calc R U . . .
H12 H 1.0080 0.4973 0.3449 0.031 Uiso 1 1 calc R U . . .
C19 C 1.18569(11) 0.65329(5) 0.16779(9) 0.0147(3) Uani 1 1 d . . . . .
C20 C 1.25176(11) 0.68290(5) 0.22772(9) 0.0165(3) Uani 1 1 d . . . . .
C21 C 1.22622(12) 0.69316(6) 0.30647(9) 0.0202(3) Uani 1 1 d . . . . .
H14 H 1.1632 0.6798 0.3218 0.024 Uiso 1 1 calc R U . . .
C22 C 1.29354(13) 0.72259(6) 0.36040(10) 0.0257(3) Uani 1 1 d . . . . .
H15 H 1.2760 0.7289 0.4119 0.031 Uiso 1 1 calc R U . . .
C23 C 1.38913(13) 0.74324(7) 0.33782(11) 0.0287(4) Uani 1 1 d . . . . .
H16 H 1.4337 0.7636 0.3741 0.034 Uiso 1 1 calc R U . . .
C24 C 1.41647(13) 0.73343(6) 0.26277(11) 0.0257(3) Uani 1 1 d . . . . .
H22 H 1.4799 0.7472 0.2488 0.031 Uiso 1 1 calc R U . . .
C25 C 1.35024(12) 0.70283(6) 0.20586(10) 0.0196(3) Uani 1 1 d . . . . .
C26 C 1.38178(12) 0.69171(6) 0.12847(10) 0.0235(3) Uani 1 1 d . . . . .
H21 H 1.4463 0.7051 0.1159 0.028 Uiso 1 1 calc R U . . .
C27 C 1.31984(13) 0.66208(6) 0.07263(10) 0.0221(3) Uani 1 1 d . . . . .
H20 H 1.3413 0.6542 0.0229 0.026 Uiso 1 1 calc R U . . .
C28 C 1.22208(12) 0.64424(5) 0.09432(9) 0.0172(3) Uani 1 1 d . . . . .
C29 C 0.70863(13) 0.54889(7) 0.10436(10) 0.0267(4) Uani 1 1 d . . . . .
H17 H 0.6718 0.5205 0.1175 0.032 Uiso 1 1 calc R U . . .
C30 C 0.81278(13) 0.54518(6) 0.08413(9) 0.0201(3) Uani 1 1 d . . . . .
C31 C 0.86116(14) 0.74263(6) 0.39950(10) 0.0263(3) Uani 1 1 d . . . . .
H26 H 0.9391 0.7452 0.4127 0.039 Uiso 1 1 calc R U . . .
H27 H 0.8351 0.7183 0.4342 0.039 Uiso 1 1 calc R U . . .
H28 H 0.8286 0.7743 0.4075 0.039 Uiso 1 1 calc R U . . .
C32 C 0.86912(14) 0.76768(6) 0.25690(11) 0.0251(3) Uani 1 1 d . . . . .
H30 H 0.8361 0.7988 0.2680 0.038 Uiso 1 1 calc R U . . .
H29 H 0.8486 0.7594 0.2004 0.038 Uiso 1 1 calc R U . . .
H31 H 0.9471 0.7706 0.2692 0.038 Uiso 1 1 calc R U . . .
C33 C 0.62508(11) 0.56663(6) 0.60813(9) 0.0173(3) Uani 1 1 d . . . . .
C34 C 0.59355(11) 0.52418(5) 0.64883(9) 0.0161(3) Uani 1 1 d . . . . .
C35 C 0.51957(11) 0.53170(5) 0.70350(8) 0.0148(3) Uani 1 1 d . . . . .
H34 H 0.4971 0.5045 0.7314 0.018 Uiso 1 1 calc R U . . .
C36 C 0.47887(11) 0.57862(5) 0.71728(8) 0.0138(3) Uani 1 1 d . . . . .
C37 C 0.40020(11) 0.58705(5) 0.77469(8) 0.0135(3) Uani 1 1 d . . . . .
C38 C 0.41962(11) 0.58198(5) 0.85716(9) 0.0149(3) Uani 1 1 d . . . . .
C39 C 0.61526(12) 0.56724(6) 0.89151(8) 0.0173(3) Uani 1 1 d . . . . .
C40 C 0.67580(12) 0.52325(6) 0.89370(9) 0.0183(3) Uani 1 1 d . . . . .
C41 C 0.78015(13) 0.52168(7) 0.87291(9) 0.0235(3) Uani 1 1 d . . . . .
H36 H 0.8187 0.4919 0.8755 0.028 Uiso 1 1 calc R U . . .
C42 C 0.82591(13) 0.56501(7) 0.84836(10) 0.0274(4) Uani 1 1 d . . . . .
H33 H 0.8947 0.5642 0.8327 0.033 Uiso 1 1 calc R U . . .
C43 C 0.29004(11) 0.60662(5) 0.75652(9) 0.0137(3) Uani 1 1 d . . . . .
C44 C 0.25259(11) 0.61070(5) 0.83052(9) 0.0152(3) Uani 1 1 d . . . . .
C45 C 0.76977(13) 0.60960(7) 0.84707(10) 0.0252(3) Uani 1 1 d . . . . .
H35 H 0.8009 0.6388 0.8310 0.030 Uiso 1 1 calc R U . . .
C46 C 0.66667(12) 0.61067(6) 0.86991(9) 0.0201(3) Uani 1 1 d . . . . .
C47 C 0.14918(12) 0.62833(5) 0.84112(9) 0.0188(3) Uani 1 1 d . . . . .
H43 H 0.1273 0.6297 0.8922 0.023 Uiso 1 1 calc R U . . .
C48 C 0.08240(12) 0.64334(5) 0.77196(10) 0.0196(3) Uani 1 1 d . . . . .
H42 H 0.0135 0.6557 0.7764 0.023 Uiso 1 1 calc R U . . .
C49 C 0.11494(11) 0.64064(5) 0.69314(9) 0.0172(3) Uani 1 1 d . . . . .
C50 C 0.04403(12) 0.65626(6) 0.62256(10) 0.0235(3) Uani 1 1 d . . . . .
H41 H -0.0238 0.6694 0.6281 0.028 Uiso 1 1 calc R U . . .
C51 C 0.07272(13) 0.65247(7) 0.54657(10) 0.0271(3) Uani 1 1 d . . . . .
H40 H 0.0247 0.6630 0.5011 0.033 Uiso 1 1 calc R U . . .
C52 C 0.17536(13) 0.63259(6) 0.53731(10) 0.0240(3) Uani 1 1 d . . . . .
H39 H 0.1945 0.6296 0.4855 0.029 Uiso 1 1 calc R U . . .
C53 C 0.24726(12) 0.61762(6) 0.60427(9) 0.0180(3) Uani 1 1 d . . . . .
H38 H 0.3149 0.6049 0.5973 0.022 Uiso 1 1 calc R U . . .
C54 C 0.21982(11) 0.62129(5) 0.68381(9) 0.0143(3) Uani 1 1 d . . . . .
C55 C 0.51450(11) 0.61955(5) 0.67699(8) 0.0146(3) Uani 1 1 d . . . . .
H53 H 0.4880 0.6510 0.6872 0.018 Uiso 1 1 calc R U . . .
C56 C 0.58814(11) 0.61520(5) 0.62215(9) 0.0159(3) Uani 1 1 d . . . . .
C57 C 0.62582(12) 0.66168(6) 0.57981(9) 0.0205(3) Uani 1 1 d . . . . .
C58 C 0.58432(14) 0.65978(7) 0.48777(10) 0.0273(4) Uani 1 1 d . . . . .
H45 H 0.6096 0.6298 0.4654 0.041 Uiso 1 1 calc R U . . .
H46 H 0.6114 0.6881 0.4618 0.041 Uiso 1 1 calc R U . . .
H44 H 0.5060 0.6603 0.4786 0.041 Uiso 1 1 calc R U . . .
C59 C 0.58119(15) 0.70993(6) 0.61248(11) 0.0287(4) Uani 1 1 d . . . . .
H48 H 0.6076 0.7381 0.5857 0.043 Uiso 1 1 calc R U . . .
H49 H 0.6053 0.7123 0.6701 0.043 Uiso 1 1 calc R U . . .
H47 H 0.5029 0.7095 0.6020 0.043 Uiso 1 1 calc R U . . .
C60 C 0.75143(13) 0.66588(7) 0.59668(10) 0.0261(3) Uani 1 1 d . . . . .
H50 H 0.7831 0.6379 0.5730 0.039 Uiso 1 1 calc R U . . .
H51 H 0.7756 0.6663 0.6545 0.039 Uiso 1 1 calc R U . . .
H52 H 0.7737 0.6961 0.5731 0.039 Uiso 1 1 calc R U . . .
C61 C 0.63666(12) 0.47125(6) 0.63486(9) 0.0195(3) Uani 1 1 d . . . . .
C62 C 0.76237(13) 0.46936(7) 0.65633(11) 0.0298(4) Uani 1 1 d . . . . .
H55 H 0.7841 0.4810 0.7111 0.045 Uiso 1 1 calc R U . . .
H56 H 0.7942 0.4902 0.6193 0.045 Uiso 1 1 calc R U . . .
H54 H 0.7869 0.4357 0.6519 0.045 Uiso 1 1 calc R U . . .
C63 C 0.60084(13) 0.45413(6) 0.54608(10) 0.0244(3) Uani 1 1 d . . . . .
H57 H 0.6263 0.4208 0.5396 0.037 Uiso 1 1 calc R U . . .
H58 H 0.6312 0.4761 0.5098 0.037 Uiso 1 1 calc R U . . .
H59 H 0.5227 0.4548 0.5336 0.037 Uiso 1 1 calc R U . . .
C64 C 0.59196(14) 0.43248(6) 0.68895(10) 0.0267(3) Uani 1 1 d . . . . .
H62 H 0.5137 0.4320 0.6770 0.040 Uiso 1 1 calc R U . . .
H60 H 0.6142 0.4410 0.7452 0.040 Uiso 1 1 calc R U . . .
H61 H 0.6200 0.4002 0.6785 0.040 Uiso 1 1 calc R U . . .
Cl1 Cl 0.88060(4) 0.68522(2) 0.03032(3) 0.02877(10) Uani 1 1 d . . . . .
Cl2 Cl 0.87460(3) 0.48702(2) 0.08534(2) 0.02704(9) Uani 1 1 d . . . . .
Cl3 Cl 0.60098(3) 0.66722(2) 0.87372(3) 0.02746(9) Uani 1 1 d . . . . .
Cl4 Cl 0.61860(3) 0.46834(2) 0.92316(2) 0.02429(9) Uani 1 1 d . . . . .
H3 H 0.7763(19) 0.6146(9) 0.4019(15) 0.036 Uiso 1 1 d . U . . .
H32 H 0.7115(18) 0.5359(9) 0.5484(14) 0.036 Uiso 1 1 d . U . . .
N1 N 0.97643(10) 0.58188(5) 0.04346(8) 0.0192(3) Uani 1 1 d . . . . .
H19 H 0.9867 0.5632 0.0032 0.023 Uiso 1 1 calc R U . . .
N2 N 0.50986(10) 0.56811(5) 0.91281(7) 0.0189(3) Uani 1 1 d . . . . .
H37 H 0.5011 0.5599 0.9614 0.023 Uiso 1 1 calc R U . . .
O1 O 0.78311(10) 0.63625(5) 0.38622(8) 0.0265(3) Uani 1 1 d . . . . .
O2 O 1.14797(8) 0.61565(4) 0.04388(6) 0.0186(2) Uani 1 1 d . . . . .
O3 O 0.69331(9) 0.56255(5) 0.54994(7) 0.0252(3) Uani 1 1 d . . . . .
O4 O 0.33173(8) 0.59587(4) 0.89365(6) 0.0167(2) 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
C1 C2 1.541(2) . ?
C1 H1 0.9600 . ?
C1 H25 0.9600 . ?
C1 H24 0.9600 . ?
C2 C32 1.532(2) . ?
C2 C3 1.5372(19) . ?
C2 C31 1.541(2) . ?
C3 C4 1.3896(19) . ?
C3 C12 1.408(2) . ?
C4 C5 1.3926(19) . ?
C4 H23 0.9300 . ?
C5 C13 1.3924(19) . ?
C5 C6 1.4819(19) . ?
C6 C7 1.357(2) . ?
C6 C19 1.4517(19) . ?
C7 O2 1.3789(17) . ?
C7 N1 1.3880(19) . ?
C8 C9 1.396(2) . ?
C8 C30 1.402(2) . ?
C8 N1 1.4027(19) . ?
C9 C10 1.386(2) . ?
C9 Cl1 1.7329(16) . ?
C10 C11 1.384(3) . ?
C10 H18 0.9300 . ?
C11 C29 1.382(3) . ?
C11 H2 0.9300 . ?
C12 O1 1.3737(17) . ?
C12 C14 1.407(2) . ?
C13 C14 1.3977(19) . ?
C13 H13 0.9300 . ?
C14 C15 1.5426(19) . ?
C15 C18 1.538(2) . ?
C15 C16 1.540(2) . ?
C15 C17 1.543(2) . ?
C16 H5 0.9600 . ?
C16 H4 0.9600 . ?
C16 H6 0.9600 . ?
C17 H7 0.9600 . ?
C17 H9 0.9600 . ?
C17 H8 0.9600 . ?
C18 H11 0.9600 . ?
C18 H10 0.9600 . ?
C18 H12 0.9600 . ?
C19 C28 1.386(2) . ?
C19 C20 1.429(2) . ?
C20 C21 1.419(2) . ?
C20 C25 1.430(2) . ?
C21 C22 1.376(2) . ?
C21 H14 0.9300 . ?
C22 C23 1.411(2) . ?
C22 H15 0.9300 . ?
C23 C24 1.366(2) . ?
C23 H16 0.9300 . ?
C24 C25 1.415(2) . ?
C24 H22 0.9300 . ?
C25 C26 1.431(2) . ?
C26 C27 1.365(2) . ?
C26 H21 0.9300 . ?
C27 C28 1.401(2) . ?
C27 H20 0.9300 . ?
C28 O2 1.3775(18) . ?
C29 C30 1.387(2) . ?
C29 H17 0.9300 . ?
C30 Cl2 1.7378(16) . ?
C31 H26 0.9600 . ?
C31 H27 0.9600 . ?
C31 H28 0.9600 . ?
C32 H30 0.9600 . ?
C32 H29 0.9600 . ?
C32 H31 0.9600 . ?
C33 O3 1.3830(17) . ?
C33 C34 1.410(2) . ?
C33 C56 1.413(2) . ?
C34 C35 1.4008(19) . ?
C34 C61 1.548(2) . ?
C35 C36 1.3889(19) . ?
C35 H34 0.9300 . ?
C36 C55 1.393(2) . ?
C36 C37 1.4825(18) . ?
C37 C38 1.360(2) . ?
C37 C43 1.4513(19) . ?
C38 O4 1.3774(16) . ?
C38 N2 1.3876(19) . ?
C39 C40 1.397(2) . ?
C39 C46 1.402(2) . ?
C39 N2 1.4059(18) . ?
C40 C41 1.390(2) . ?
C40 Cl4 1.7383(16) . ?
C41 C42 1.383(2) . ?
C41 H36 0.9300 . ?
C42 C45 1.383(3) . ?
C42 H33 0.9300 . ?
C43 C44 1.3829(19) . ?
C43 C54 1.430(2) . ?
C44 O4 1.3794(18) . ?
C44 C47 1.403(2) . ?
C45 C46 1.389(2) . ?
C45 H35 0.9300 . ?
C46 Cl3 1.7284(16) . ?
C47 C48 1.369(2) . ?
C47 H43 0.9300 . ?
C48 C49 1.429(2) . ?
C48 H42 0.9300 . ?
C49 C50 1.416(2) . ?
C49 C54 1.4310(19) . ?
C50 C51 1.366(2) . ?
C50 H41 0.9300 . ?
C51 C52 1.410(2) . ?
C51 H40 0.9300 . ?
C52 C53 1.373(2) . ?
C52 H39 0.9300 . ?
C53 C54 1.417(2) . ?
C53 H38 0.9300 . ?
C55 C56 1.3901(19) . ?
C55 H53 0.9300 . ?
C56 C57 1.539(2) . ?
C57 C58 1.536(2) . ?
C57 C59 1.540(2) . ?
C57 C60 1.544(2) . ?
C58 H45 0.9600 . ?
C58 H46 0.9600 . ?
C58 H44 0.9600 . ?
C59 H48 0.9600 . ?
C59 H49 0.9600 . ?
C59 H47 0.9600 . ?
C60 H50 0.9600 . ?
C60 H51 0.9600 . ?
C60 H52 0.9600 . ?
C61 C64 1.533(2) . ?
C61 C63 1.542(2) . ?
C61 C62 1.546(2) . ?
C62 H55 0.9600 . ?
C62 H56 0.9600 . ?
C62 H54 0.9600 . ?
C63 H57 0.9600 . ?
C63 H58 0.9600 . ?
C63 H59 0.9600 . ?
C64 H62 0.9600 . ?
C64 H60 0.9600 . ?
C64 H61 0.9600 . ?
N1 H19 0.8600 . ?
N2 H37 0.8600 . ?
O1 H3 0.65(2) . ?
O3 H32 0.75(2) . ?

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
C2 C1 H1 109.5 . . ?
C2 C1 H25 109.5 . . ?
H1 C1 H25 109.5 . . ?
C2 C1 H24 109.5 . . ?
H1 C1 H24 109.5 . . ?
H25 C1 H24 109.5 . . ?
C32 C2 C3 110.89(12) . . ?
C32 C2 C1 106.47(13) . . ?
C3 C2 C1 110.71(12) . . ?
C32 C2 C31 107.44(13) . . ?
C3 C2 C31 110.85(12) . . ?
C1 C2 C31 110.34(13) . . ?
C4 C3 C12 117.09(13) . . ?
C4 C3 C2 120.77(12) . . ?
C12 C3 C2 122.13(12) . . ?
C3 C4 C5 122.45(13) . . ?
C3 C4 H23 118.8 . . ?
C5 C4 H23 118.8 . . ?
C13 C5 C4 118.64(12) . . ?
C13 C5 C6 122.84(13) . . ?
C4 C5 C6 118.49(12) . . ?
C7 C6 C19 105.08(12) . . ?
C7 C6 C5 126.28(13) . . ?
C19 C6 C5 128.34(13) . . ?
C6 C7 O2 112.84(12) . . ?
C6 C7 N1 133.62(13) . . ?
O2 C7 N1 113.31(12) . . ?
C9 C8 C30 116.41(14) . . ?
C9 C8 N1 122.43(14) . . ?
C30 C8 N1 121.13(14) . . ?
C10 C9 C8 121.85(15) . . ?
C10 C9 Cl1 118.95(13) . . ?
C8 C9 Cl1 119.20(12) . . ?
C11 C10 C9 119.89(16) . . ?
C11 C10 H18 120.1 . . ?
C9 C10 H18 120.1 . . ?
C29 C11 C10 120.20(15) . . ?
C29 C11 H2 119.9 . . ?
C10 C11 H2 119.9 . . ?
O1 C12 C14 120.85(13) . . ?
O1 C12 C3 116.51(13) . . ?
C14 C12 C3 122.64(12) . . ?
C5 C13 C14 121.97(13) . . ?
C5 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
C13 C14 C12 117.19(12) . . ?
C13 C14 C15 121.37(12) . . ?
C12 C14 C15 121.43(12) . . ?
C18 C15 C16 106.59(12) . . ?
C18 C15 C14 111.80(12) . . ?
C16 C15 C14 109.96(12) . . ?
C18 C15 C17 106.56(12) . . ?
C16 C15 C17 110.56(12) . . ?
C14 C15 C17 111.23(12) . . ?
C15 C16 H5 109.5 . . ?
C15 C16 H4 109.5 . . ?
H5 C16 H4 109.5 . . ?
C15 C16 H6 109.5 . . ?
H5 C16 H6 109.5 . . ?
H4 C16 H6 109.5 . . ?
C15 C17 H7 109.5 . . ?
C15 C17 H9 109.5 . . ?
H7 C17 H9 109.5 . . ?
C15 C17 H8 109.5 . . ?
H7 C17 H8 109.5 . . ?
H9 C17 H8 109.5 . . ?
C15 C18 H11 109.5 . . ?
C15 C18 H10 109.5 . . ?
H11 C18 H10 109.5 . . ?
C15 C18 H12 109.5 . . ?
H11 C18 H12 109.5 . . ?
H10 C18 H12 109.5 . . ?
C28 C19 C20 118.73(13) . . ?
C28 C19 C6 106.09(12) . . ?
C20 C19 C6 135.18(13) . . ?
C21 C20 C19 124.33(13) . . ?
C21 C20 C25 118.81(14) . . ?
C19 C20 C25 116.86(13) . . ?
C22 C21 C20 120.78(14) . . ?
C22 C21 H14 119.6 . . ?
C20 C21 H14 119.6 . . ?
C21 C22 C23 120.22(15) . . ?
C21 C22 H15 119.9 . . ?
C23 C22 H15 119.9 . . ?
C24 C23 C22 120.23(15) . . ?
C24 C23 H16 119.9 . . ?
C22 C23 H16 119.9 . . ?
C23 C24 C25 121.36(15) . . ?
C23 C24 H22 119.3 . . ?
C25 C24 H22 119.3 . . ?
C24 C25 C26 120.63(14) . . ?
C24 C25 C20 118.56(14) . . ?
C26 C25 C20 120.81(14) . . ?
C27 C26 C25 121.88(14) . . ?
C27 C26 H21 119.1 . . ?
C25 C26 H21 119.1 . . ?
C26 C27 C28 116.32(14) . . ?
C26 C27 H20 121.8 . . ?
C28 C27 H20 121.8 . . ?
O2 C28 C19 110.81(12) . . ?
O2 C28 C27 123.85(13) . . ?
C19 C28 C27 125.34(14) . . ?
C11 C29 C30 119.11(16) . . ?
C11 C29 H17 120.4 . . ?
C30 C29 H17 120.4 . . ?
C29 C30 C8 122.45(15) . . ?
C29 C30 Cl2 119.16(13) . . ?
C8 C30 Cl2 118.39(12) . . ?
C2 C31 H26 109.5 . . ?
C2 C31 H27 109.5 . . ?
H26 C31 H27 109.5 . . ?
C2 C31 H28 109.5 . . ?
H26 C31 H28 109.5 . . ?
H27 C31 H28 109.5 . . ?
C2 C32 H30 109.5 . . ?
C2 C32 H29 109.5 . . ?
H30 C32 H29 109.5 . . ?
C2 C32 H31 109.5 . . ?
H30 C32 H31 109.5 . . ?
H29 C32 H31 109.5 . . ?
O3 C33 C34 121.02(13) . . ?
O3 C33 C56 115.89(13) . . ?
C34 C33 C56 123.07(13) . . ?
C35 C34 C33 116.85(13) . . ?
C35 C34 C61 120.33(13) . . ?
C33 C34 C61 122.82(13) . . ?
C36 C35 C34 121.88(13) . . ?
C36 C35 H34 119.1 . . ?
C34 C35 H34 119.1 . . ?
C35 C36 C55 119.07(12) . . ?
C35 C36 C37 122.42(13) . . ?
C55 C36 C37 118.50(12) . . ?
C38 C37 C43 105.09(12) . . ?
C38 C37 C36 126.87(13) . . ?
C43 C37 C36 127.83(12) . . ?
C37 C38 O4 112.73(12) . . ?
C37 C38 N2 134.15(13) . . ?
O4 C38 N2 113.04(12) . . ?
C40 C39 C46 116.48(13) . . ?
C40 C39 N2 121.63(13) . . ?
C46 C39 N2 121.85(14) . . ?
C41 C40 C39 122.43(14) . . ?
C41 C40 Cl4 118.68(12) . . ?
C39 C40 Cl4 118.89(11) . . ?
C42 C41 C40 119.18(15) . . ?
C42 C41 H36 120.4 . . ?
C40 C41 H36 120.4 . . ?
C41 C42 C45 120.27(15) . . ?
C41 C42 H33 119.9 . . ?
C45 C42 H33 119.9 . . ?
C44 C43 C54 118.92(13) . . ?
C44 C43 C37 106.16(12) . . ?
C54 C43 C37 134.92(13) . . ?
O4 C44 C43 110.79(12) . . ?
O4 C44 C47 124.00(13) . . ?
C43 C44 C47 125.21(14) . . ?
C42 C45 C46 119.73(15) . . ?
C42 C45 H35 120.1 . . ?
C46 C45 H35 120.1 . . ?
C45 C46 C39 121.80(15) . . ?
C45 C46 Cl3 119.15(12) . . ?
C39 C46 Cl3 119.04(12) . . ?
C48 C47 C44 116.16(13) . . ?
C48 C47 H43 121.9 . . ?
C44 C47 H43 121.9 . . ?
C47 C48 C49 122.22(13) . . ?
C47 C48 H42 118.9 . . ?
C49 C48 H42 118.9 . . ?
C50 C49 C48 121.03(13) . . ?
C50 C49 C54 118.49(14) . . ?
C48 C49 C54 120.47(13) . . ?
C51 C50 C49 121.67(14) . . ?
C51 C50 H41 119.2 . . ?
C49 C50 H41 119.2 . . ?
C50 C51 C52 119.78(15) . . ?
C50 C51 H40 120.1 . . ?
C52 C51 H40 120.1 . . ?
C53 C52 C51 120.45(15) . . ?
C53 C52 H39 119.8 . . ?
C51 C52 H39 119.8 . . ?
C52 C53 C54 120.97(14) . . ?
C52 C53 H38 119.5 . . ?
C54 C53 H38 119.5 . . ?
C53 C54 C43 124.39(13) . . ?
C53 C54 C49 118.62(13) . . ?
C43 C54 C49 116.99(13) . . ?
C56 C55 C36 122.49(13) . . ?
C56 C55 H53 118.8 . . ?
C36 C55 H53 118.8 . . ?
C55 C56 C33 116.60(13) . . ?
C55 C56 C57 120.47(13) . . ?
C33 C56 C57 122.93(12) . . ?
C58 C57 C56 110.38(13) . . ?
C58 C57 C59 107.14(14) . . ?
C56 C57 C59 111.72(12) . . ?
C58 C57 C60 110.91(12) . . ?
C56 C57 C60 110.19(13) . . ?
C59 C57 C60 106.40(13) . . ?
C57 C58 H45 109.5 . . ?
C57 C58 H46 109.5 . . ?
H45 C58 H46 109.5 . . ?
C57 C58 H44 109.5 . . ?
H45 C58 H44 109.5 . . ?
H46 C58 H44 109.5 . . ?
C57 C59 H48 109.5 . . ?
C57 C59 H49 109.5 . . ?
H48 C59 H49 109.5 . . ?
C57 C59 H47 109.5 . . ?
H48 C59 H47 109.5 . . ?
H49 C59 H47 109.5 . . ?
C57 C60 H50 109.5 . . ?
C57 C60 H51 109.5 . . ?
H50 C60 H51 109.5 . . ?
C57 C60 H52 109.5 . . ?
H50 C60 H52 109.5 . . ?
H51 C60 H52 109.5 . . ?
C64 C61 C63 106.29(13) . . ?
C64 C61 C62 106.60(13) . . ?
C63 C61 C62 110.02(13) . . ?
C64 C61 C34 111.77(12) . . ?
C63 C61 C34 111.18(12) . . ?
C62 C61 C34 110.79(13) . . ?
C61 C62 H55 109.5 . . ?
C61 C62 H56 109.5 . . ?
H55 C62 H56 109.5 . . ?
C61 C62 H54 109.5 . . ?
H55 C62 H54 109.5 . . ?
H56 C62 H54 109.5 . . ?
C61 C63 H57 109.5 . . ?
C61 C63 H58 109.5 . . ?
H57 C63 H58 109.5 . . ?
C61 C63 H59 109.5 . . ?
H57 C63 H59 109.5 . . ?
H58 C63 H59 109.5 . . ?
C61 C64 H62 109.5 . . ?
C61 C64 H60 109.5 . . ?
H62 C64 H60 109.5 . . ?
C61 C64 H61 109.5 . . ?
H62 C64 H61 109.5 . . ?
H60 C64 H61 109.5 . . ?
C7 N1 C8 120.86(12) . . ?
C7 N1 H19 119.6 . . ?
C8 N1 H19 119.6 . . ?
C38 N2 C39 121.52(12) . . ?
C38 N2 H37 119.2 . . ?
C39 N2 H37 119.2 . . ?
C12 O1 H3 109(2) . . ?
C28 O2 C7 105.16(11) . . ?
C33 O3 H32 108.6(17) . . ?
C38 O4 C44 105.22(11) . . ?

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
C32 C2 C3 C4 2.5(2) . . . . ?
C1 C2 C3 C4 120.46(15) . . . . ?
C31 C2 C3 C4 -116.75(15) . . . . ?
C32 C2 C3 C12 -176.36(14) . . . . ?
C1 C2 C3 C12 -58.41(18) . . . . ?
C31 C2 C3 C12 64.39(18) . . . . ?
C12 C3 C4 C5 1.2(2) . . . . ?
C2 C3 C4 C5 -177.67(13) . . . . ?
C3 C4 C5 C13 -0.2(2) . . . . ?
C3 C4 C5 C6 177.88(13) . . . . ?
C13 C5 C6 C7 66.8(2) . . . . ?
C4 C5 C6 C7 -111.14(17) . . . . ?
C13 C5 C6 C19 -120.59(16) . . . . ?
C4 C5 C6 C19 61.4(2) . . . . ?
C19 C6 C7 O2 1.53(16) . . . . ?
C5 C6 C7 O2 175.52(13) . . . . ?
C19 C6 C7 N1 -172.46(16) . . . . ?
C5 C6 C7 N1 1.5(3) . . . . ?
C30 C8 C9 C10 3.3(2) . . . . ?
N1 C8 C9 C10 -178.49(14) . . . . ?
C30 C8 C9 Cl1 -176.05(11) . . . . ?
N1 C8 C9 Cl1 2.2(2) . . . . ?
C8 C9 C10 C11 -2.2(2) . . . . ?
Cl1 C9 C10 C11 177.18(13) . . . . ?
C9 C10 C11 C29 -0.5(2) . . . . ?
C4 C3 C12 O1 178.42(13) . . . . ?
C2 C3 C12 O1 -2.7(2) . . . . ?
C4 C3 C12 C14 -1.3(2) . . . . ?
C2 C3 C12 C14 177.60(13) . . . . ?
C4 C5 C13 C14 -0.9(2) . . . . ?
C6 C5 C13 C14 -178.89(13) . . . . ?
C5 C13 C14 C12 0.9(2) . . . . ?
C5 C13 C14 C15 -178.33(13) . . . . ?
O1 C12 C14 C13 -179.43(13) . . . . ?
C3 C12 C14 C13 0.3(2) . . . . ?
O1 C12 C14 C15 -0.2(2) . . . . ?
C3 C12 C14 C15 179.48(13) . . . . ?
C13 C14 C15 C18 0.11(19) . . . . ?
C12 C14 C15 C18 -179.06(13) . . . . ?
C13 C14 C15 C16 118.30(15) . . . . ?
C12 C14 C15 C16 -60.86(17) . . . . ?
C13 C14 C15 C17 -118.88(15) . . . . ?
C12 C14 C15 C17 61.95(18) . . . . ?
C7 C6 C19 C28 -1.66(16) . . . . ?
C5 C6 C19 C28 -175.48(14) . . . . ?
C7 C6 C19 C20 179.16(16) . . . . ?
C5 C6 C19 C20 5.3(3) . . . . ?
C28 C19 C20 C21 -177.22(14) . . . . ?
C6 C19 C20 C21 1.9(3) . . . . ?
C28 C19 C20 C25 2.3(2) . . . . ?
C6 C19 C20 C25 -178.64(15) . . . . ?
C19 C20 C21 C22 -179.16(15) . . . . ?
C25 C20 C21 C22 1.4(2) . . . . ?
C20 C21 C22 C23 0.3(2) . . . . ?
C21 C22 C23 C24 -1.1(3) . . . . ?
C22 C23 C24 C25 0.3(3) . . . . ?
C23 C24 C25 C26 -178.09(16) . . . . ?
C23 C24 C25 C20 1.3(2) . . . . ?
C21 C20 C25 C24 -2.1(2) . . . . ?
C19 C20 C25 C24 178.36(14) . . . . ?
C21 C20 C25 C26 177.28(14) . . . . ?
C19 C20 C25 C26 -2.2(2) . . . . ?
C24 C25 C26 C27 179.61(16) . . . . ?
C20 C25 C26 C27 0.2(2) . . . . ?
C25 C26 C27 C28 1.7(2) . . . . ?
C20 C19 C28 O2 -179.39(12) . . . . ?
C6 C19 C28 O2 1.27(16) . . . . ?
C20 C19 C28 C27 -0.3(2) . . . . ?
C6 C19 C28 C27 -179.68(14) . . . . ?
C26 C27 C28 O2 177.23(14) . . . . ?
C26 C27 C28 C19 -1.7(2) . . . . ?
C10 C11 C29 C30 1.7(2) . . . . ?
C11 C29 C30 C8 -0.5(2) . . . . ?
C11 C29 C30 Cl2 178.85(12) . . . . ?
C9 C8 C30 C29 -2.0(2) . . . . ?
N1 C8 C30 C29 179.79(14) . . . . ?
C9 C8 C30 Cl2 178.68(11) . . . . ?
N1 C8 C30 Cl2 0.45(19) . . . . ?
O3 C33 C34 C35 -176.62(13) . . . . ?
C56 C33 C34 C35 1.9(2) . . . . ?
O3 C33 C34 C61 3.1(2) . . . . ?
C56 C33 C34 C61 -178.36(13) . . . . ?
C33 C34 C35 C36 0.0(2) . . . . ?
C61 C34 C35 C36 -179.73(13) . . . . ?
C34 C35 C36 C55 -1.5(2) . . . . ?
C34 C35 C36 C37 179.74(13) . . . . ?
C35 C36 C37 C38 67.4(2) . . . . ?
C55 C36 C37 C38 -111.34(17) . . . . ?
C35 C36 C37 C43 -118.64(16) . . . . ?
C55 C36 C37 C43 62.58(19) . . . . ?
C43 C37 C38 O4 0.77(16) . . . . ?
C36 C37 C38 O4 175.80(13) . . . . ?
C43 C37 C38 N2 -175.69(16) . . . . ?
C36 C37 C38 N2 -0.7(3) . . . . ?
C46 C39 C40 C41 -2.2(2) . . . . ?
N2 C39 C40 C41 -179.95(14) . . . . ?
C46 C39 C40 Cl4 177.98(11) . . . . ?
N2 C39 C40 Cl4 0.26(19) . . . . ?
C39 C40 C41 C42 -0.6(2) . . . . ?
Cl4 C40 C41 C42 179.16(12) . . . . ?
C40 C41 C42 C45 2.1(2) . . . . ?
C38 C37 C43 C44 -1.01(15) . . . . ?
C36 C37 C43 C44 -175.97(13) . . . . ?
C38 C37 C43 C54 178.65(15) . . . . ?
C36 C37 C43 C54 3.7(3) . . . . ?
C54 C43 C44 O4 -178.80(12) . . . . ?
C37 C43 C44 O4 0.93(15) . . . . ?
C54 C43 C44 C47 0.1(2) . . . . ?
C37 C43 C44 C47 179.81(13) . . . . ?
C41 C42 C45 C46 -0.5(2) . . . . ?
C42 C45 C46 C39 -2.5(2) . . . . ?
C42 C45 C46 Cl3 176.23(12) . . . . ?
C40 C39 C46 C45 3.8(2) . . . . ?
N2 C39 C46 C45 -178.49(14) . . . . ?
C40 C39 C46 Cl3 -174.94(11) . . . . ?
N2 C39 C46 Cl3 2.8(2) . . . . ?
O4 C44 C47 C48 177.43(13) . . . . ?
C43 C44 C47 C48 -1.3(2) . . . . ?
C44 C47 C48 C49 0.9(2) . . . . ?
C47 C48 C49 C50 179.76(14) . . . . ?
C47 C48 C49 C54 0.7(2) . . . . ?
C48 C49 C50 C51 -177.96(15) . . . . ?
C54 C49 C50 C51 1.1(2) . . . . ?
C49 C50 C51 C52 0.0(3) . . . . ?
C50 C51 C52 C53 -0.8(3) . . . . ?
C51 C52 C53 C54 0.6(2) . . . . ?
C52 C53 C54 C43 -179.88(14) . . . . ?
C52 C53 C54 C49 0.5(2) . . . . ?
C44 C43 C54 C53 -178.14(13) . . . . ?
C37 C43 C54 C53 2.2(2) . . . . ?
C44 C43 C54 C49 1.52(19) . . . . ?
C37 C43 C54 C49 -178.11(14) . . . . ?
C50 C49 C54 C53 -1.3(2) . . . . ?
C48 C49 C54 C53 177.77(13) . . . . ?
C50 C49 C54 C43 179.02(13) . . . . ?
C48 C49 C54 C43 -1.9(2) . . . . ?
C35 C36 C55 C56 1.2(2) . . . . ?
C37 C36 C55 C56 179.98(13) . . . . ?
C36 C55 C56 C33 0.6(2) . . . . ?
C36 C55 C56 C57 -179.41(13) . . . . ?
O3 C33 C56 C55 176.39(13) . . . . ?
C34 C33 C56 C55 -2.2(2) . . . . ?
O3 C33 C56 C57 -3.6(2) . . . . ?
C34 C33 C56 C57 177.82(13) . . . . ?
C55 C56 C57 C58 -113.67(15) . . . . ?
C33 C56 C57 C58 66.28(18) . . . . ?
C55 C56 C57 C59 5.4(2) . . . . ?
C33 C56 C57 C59 -174.60(14) . . . . ?
C55 C56 C57 C60 123.50(15) . . . . ?
C33 C56 C57 C60 -56.55(19) . . . . ?
C35 C34 C61 C64 -2.15(19) . . . . ?
C33 C34 C61 C64 178.14(13) . . . . ?
C35 C34 C61 C63 116.45(15) . . . . ?
C33 C34 C61 C63 -63.25(18) . . . . ?
C35 C34 C61 C62 -120.88(15) . . . . ?
C33 C34 C61 C62 59.41(18) . . . . ?
C6 C7 N1 C8 19.7(3) . . . . ?
O2 C7 N1 C8 -154.24(13) . . . . ?
C9 C8 N1 C7 60.8(2) . . . . ?
C30 C8 N1 C7 -121.06(16) . . . . ?
C37 C38 N2 C39 15.9(3) . . . . ?
O4 C38 N2 C39 -160.58(13) . . . . ?
C40 C39 N2 C38 -118.39(16) . . . . ?
C46 C39 N2 C38 64.0(2) . . . . ?
C19 C28 O2 C7 -0.36(16) . . . . ?
C27 C28 O2 C7 -179.43(14) . . . . ?
C6 C7 O2 C28 -0.78(16) . . . . ?
N1 C7 O2 C28 174.48(12) . . . . ?
C37 C38 O4 C44 -0.22(16) . . . . ?
N2 C38 O4 C44 177.02(12) . . . . ?
C43 C44 O4 C38 -0.47(15) . . . . ?
C47 C44 O4 C38 -179.37(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667
C27 H20 O4 0.93 2.64 3.4844(19) 150.7 1_654
C47 H43 O2 0.93 2.52 3.3852(19) 154.9 1_456
N1 H19 Cl2 0.86 2.78 3.5526(13) 150.7 3_765
N2 H37 Cl4 0.86 2.71 3.4994(13) 154.0 3_667

_refine_diff_density_max         0.521
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_3da
_database_code_depnum_ccdc_archive 'CCDC 2231953'
loop_
_audit_author_name
_audit_author_address
'Gamidi Rama Krishna '
;CSIR National Chemical Laboratory Pune
India
;
_audit_update_record             
;
2022-12-21 deposited with the CCDC.	2023-06-12 downloaded from the CCDC.
;
_audit_creation_date             2022-12-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H30 I N O2, C H Cl3'
_chemical_formula_sum            'C29 H31 Cl3 I N O2'
_chemical_formula_weight         658.80
_chemical_melting_point          ?
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'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7428(8)
_cell_length_b                   12.0230(12)
_cell_length_c                   12.5462(12)
_cell_angle_alpha                91.228(3)
_cell_angle_beta                 94.255(3)
_cell_angle_gamma                108.270(3)
_cell_volume                     1390.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9756
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.468
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1253 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.8242.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            79080
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         2.360
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5821
_reflns_number_total             5967
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.732
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         5967
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0206
_refine_ls_R_factor_gt           0.0201
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0201P)²+1.0889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0507
_refine_ls_wR_factor_ref         0.0510
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C13(H13), C16(H16), C10(H10), C3(H3), C2(H2A), C11(H11), C5(H5),
 C4(H4), C20(H20)
2.b Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C23(H23A,H23B,
 H23C), C26(H26A,H26B,H26C)
2.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
I1 I 1.32039(2) 0.98798(2) 1.10242(2) 0.02092(4) Uani 1 1 d . . . . .
Cl3 Cl 0.09936(5) 0.29824(5) 0.34871(4) 0.03424(11) Uani 1 1 d . . . . .
Cl1 Cl 0.34721(6) 0.36575(4) 0.50507(4) 0.03737(11) Uani 1 1 d . . . . .
Cl2 Cl 0.33337(6) 0.20236(5) 0.32818(4) 0.04133(12) Uani 1 1 d . . . . .
O1 O 0.60969(11) 0.65189(9) 0.95274(8) 0.0130(2) Uani 1 1 d . . . . .
O2 O 0.48899(12) 0.07777(9) 0.59285(9) 0.0174(2) Uani 1 1 d . . . . .
H2 H 0.561833 0.084064 0.558718 0.026 Uiso 1 1 calc R U . . .
N1 N 0.78058(13) 0.55165(11) 0.95295(10) 0.0136(2) Uani 1 1 d . . . . .
C21 C 0.25285(15) 0.08157(12) 0.71325(11) 0.0125(3) Uani 1 1 d . . . . .
C14 C 0.91627(15) 0.75952(13) 0.94271(11) 0.0132(3) Uani 1 1 d . . . . .
H14 H 0.845615 0.768009 0.889905 0.016 Uiso 1 1 calc R U . . .
C12 C 1.13975(15) 0.84263(13) 1.05253(11) 0.0134(3) Uani 1 1 d . . . . .
C24 C 0.14689(16) 0.11024(13) 0.78576(12) 0.0167(3) Uani 1 1 d . . . . .
H24A H 0.190568 0.124019 0.859730 0.025 Uiso 1 1 calc R U . . .
H24B H 0.056575 0.044253 0.781999 0.025 Uiso 1 1 calc R U . . .
H24C H 0.125949 0.180720 0.761794 0.025 Uiso 1 1 calc R U . . .
C13 C 1.03555(16) 0.85555(13) 0.97655(12) 0.0137(3) Uani 1 1 d . . . . .
H13 H 1.045768 0.929885 0.947757 0.016 Uiso 1 1 calc R U . . .
C9 C 0.89973(15) 0.65018(12) 0.98614(11) 0.0118(3) Uani 1 1 d . . . . .
C15 C 0.54164(15) 0.38237(12) 0.77759(11) 0.0109(3) Uani 1 1 d . . . . .
C16 C 0.41549(15) 0.28618(12) 0.77574(11) 0.0111(3) Uani 1 1 d . . . . .
H16 H 0.339970 0.291185 0.817456 0.013 Uiso 1 1 calc R U . . .
C25 C 0.76650(16) 0.26783(13) 0.58792(12) 0.0142(3) Uani 1 1 d . . . . .
C10 C 1.00595(16) 0.63853(13) 1.06204(11) 0.0133(3) Uani 1 1 d . . . . .
H10 H 0.995683 0.564583 1.091664 0.016 Uiso 1 1 calc R U . . .
C3 C 0.26213(16) 0.68873(13) 0.85925(12) 0.0158(3) Uani 1 1 d . . . . .
H3 H 0.202593 0.736970 0.868018 0.019 Uiso 1 1 calc R U . . .
C8 C 0.64948(15) 0.56014(12) 0.91044(11) 0.0119(3) Uani 1 1 d . . . . .
C19 C 0.64203(15) 0.27313(12) 0.65570(11) 0.0115(3) Uani 1 1 d . . . . .
C27 C 0.82247(17) 0.16502(14) 0.61756(13) 0.0192(3) Uani 1 1 d . . . . .
H27A H 0.742508 0.091095 0.606660 0.029 Uiso 1 1 calc R U . . .
H27B H 0.861063 0.175286 0.692780 0.029 Uiso 1 1 calc R U . . .
H27C H 0.899413 0.163311 0.572101 0.029 Uiso 1 1 calc R U . . .
C17 C 0.39626(15) 0.18329(12) 0.71509(11) 0.0110(3) Uani 1 1 d . . . . .
C22 C 0.28033(17) -0.03006(13) 0.75393(13) 0.0172(3) Uani 1 1 d . . . . .
C6 C 0.42948(15) 0.54198(12) 0.83230(11) 0.0118(3) Uani 1 1 d . . . . .
C2 C 0.39531(16) 0.71524(13) 0.91995(12) 0.0147(3) Uani 1 1 d . . . . .
H2A H 0.429002 0.780580 0.969775 0.018 Uiso 1 1 calc R U . . .
C1 C 0.47514(15) 0.64053(12) 0.90308(11) 0.0125(3) Uani 1 1 d . . . . .
C7 C 0.54596(15) 0.49068(12) 0.83793(11) 0.0114(3) Uani 1 1 d . . . . .
C11 C 1.12655(16) 0.73405(13) 1.09467(11) 0.0143(3) Uani 1 1 d . . . . .
H11 H 1.199425 0.725291 1.145363 0.017 Uiso 1 1 calc R U . . .
C5 C 0.29632(16) 0.51778(13) 0.77172(12) 0.0137(3) Uani 1 1 d . . . . .
H5 H 0.262467 0.452094 0.722279 0.016 Uiso 1 1 calc R U . . .
C28 C 0.71528(18) 0.26016(16) 0.46777(12) 0.0222(3) Uani 1 1 d . . . . .
H28A H 0.794926 0.258227 0.425187 0.033 Uiso 1 1 calc R U . . .
H28B H 0.685472 0.328741 0.450363 0.033 Uiso 1 1 calc R U . . .
H28C H 0.632932 0.188639 0.451493 0.033 Uiso 1 1 calc R U . . .
C4 C 0.21467(16) 0.59267(13) 0.78588(12) 0.0153(3) Uani 1 1 d . . . . .
H4 H 0.124493 0.578095 0.744643 0.018 Uiso 1 1 calc R U . . .
C23 C 0.17647(16) 0.05814(14) 0.59922(12) 0.0186(3) Uani 1 1 d . . . . .
H23A H 0.085403 -0.006648 0.599125 0.028 Uiso 1 1 calc R U . . .
H23B H 0.239621 0.037349 0.550500 0.028 Uiso 1 1 calc R U . . .
H23C H 0.155789 0.128810 0.575503 0.028 Uiso 1 1 calc R U . . .
C20 C 0.65360(15) 0.37395(12) 0.71808(11) 0.0116(3) Uani 1 1 d . . . . .
H20 H 0.740266 0.438599 0.719970 0.014 Uiso 1 1 calc R U . . .
C18 C 0.51129(15) 0.17925(12) 0.65472(11) 0.0119(3) Uani 1 1 d . . . . .
C26 C 0.89859(17) 0.37882(14) 0.60683(14) 0.0225(3) Uani 1 1 d . . . . .
H26A H 0.976671 0.371014 0.565303 0.034 Uiso 1 1 calc R U . . .
H26B H 0.932089 0.389205 0.683084 0.034 Uiso 1 1 calc R U . . .
H26C H 0.871324 0.447077 0.584166 0.034 Uiso 1 1 calc R U . . .
C29 C 0.28851(19) 0.32592(15) 0.37013(13) 0.0229(3) Uani 1 1 d . . . . .
H29 H 0.334(2) 0.3893(18) 0.3256(16) 0.022(5) Uiso 1 1 d . . . . .
H22A H 0.347(2) -0.0534(18) 0.7137(16) 0.022(5) Uiso 1 1 d . . . . .
H22B H 0.325(2) -0.0179(18) 0.8308(17) 0.021(5) Uiso 1 1 d . . . . .
H22C H 0.188(2) -0.0923(18) 0.7506(16) 0.021(5) Uiso 1 1 d . . . . .
H1 H 0.776(2) 0.489(2) 0.9803(17) 0.023(5) Uiso 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
I1 C12 2.0986(14) . ?
Cl3 C29 1.7655(18) . ?
Cl1 C29 1.7529(18) . ?
Cl2 C29 1.7558(18) . ?
O1 C8 1.3864(17) . ?
O1 C1 1.3741(17) . ?
O2 H2 0.8400 . ?
O2 C18 1.3807(16) . ?
N1 C9 1.4032(18) . ?
N1 C8 1.3819(19) . ?
N1 H1 0.82(2) . ?
C21 C24 1.537(2) . ?
C21 C17 1.5398(19) . ?
C21 C22 1.539(2) . ?
C21 C23 1.541(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.389(2) . ?
C14 C9 1.401(2) . ?
C12 C13 1.387(2) . ?
C12 C11 1.391(2) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C13 H13 0.9500 . ?
C9 C10 1.396(2) . ?
C15 C16 1.3971(19) . ?
C15 C7 1.4795(19) . ?
C15 C20 1.3944(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.3920(19) . ?
C25 C19 1.5482(19) . ?
C25 C27 1.541(2) . ?
C25 C28 1.544(2) . ?
C25 C26 1.535(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.396(2) . ?
C3 C4 1.397(2) . ?
C8 C7 1.359(2) . ?
C19 C20 1.398(2) . ?
C19 C18 1.412(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C17 C18 1.4109(19) . ?
C22 H22A 0.96(2) . ?
C22 H22B 1.02(2) . ?
C22 H22C 0.97(2) . ?
C6 C1 1.399(2) . ?
C6 C7 1.4499(19) . ?
C6 C5 1.398(2) . ?
C2 H2A 0.9500 . ?
C2 C1 1.382(2) . ?
C11 H11 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.392(2) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C4 H4 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C20 H20 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C29 H29 0.97(2) . ?

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
C1 O1 C8 105.64(11) . . ?
C18 O2 H2 109.5 . . ?
C9 N1 H1 117.7(15) . . ?
C8 N1 C9 122.73(12) . . ?
C8 N1 H1 115.2(15) . . ?
C24 C21 C17 111.61(11) . . ?
C24 C21 C22 107.09(12) . . ?
C24 C21 C23 106.80(12) . . ?
C17 C21 C23 110.26(12) . . ?
C22 C21 C17 110.67(12) . . ?
C22 C21 C23 110.30(12) . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C9 120.26(13) . . ?
C9 C14 H14 119.9 . . ?
C13 C12 I1 119.56(11) . . ?
C13 C12 C11 120.62(13) . . ?
C11 C12 I1 119.81(11) . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C13 H13 120.1 . . ?
C12 C13 C14 119.81(13) . . ?
C12 C13 H13 120.1 . . ?
C14 C9 N1 121.38(13) . . ?
C10 C9 N1 119.40(13) . . ?
C10 C9 C14 119.20(13) . . ?
C16 C15 C7 117.98(12) . . ?
C20 C15 C16 118.66(13) . . ?
C20 C15 C7 123.26(13) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 C15 122.50(13) . . ?
C17 C16 H16 118.8 . . ?
C27 C25 C19 111.73(12) . . ?
C27 C25 C28 111.21(13) . . ?
C28 C25 C19 109.76(12) . . ?
C26 C25 C19 111.65(12) . . ?
C26 C25 C27 105.65(13) . . ?
C26 C25 C28 106.69(13) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.61(13) . . ?
C11 C10 H10 119.7 . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.30(14) . . ?
C4 C3 H3 119.4 . . ?
N1 C8 O1 115.51(12) . . ?
C7 C8 O1 112.52(12) . . ?
C7 C8 N1 131.84(13) . . ?
C20 C19 C25 120.69(13) . . ?
C20 C19 C18 117.26(13) . . ?
C18 C19 C25 122.01(12) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C16 C17 C21 120.22(12) . . ?
C16 C17 C18 116.95(13) . . ?
C18 C17 C21 122.80(12) . . ?
C21 C22 H22A 112.6(12) . . ?
C21 C22 H22B 111.6(12) . . ?
C21 C22 H22C 108.5(12) . . ?
H22A C22 H22B 105.3(17) . . ?
H22A C22 H22C 110.1(17) . . ?
H22B C22 H22C 108.8(16) . . ?
C1 C6 C7 106.21(12) . . ?
C5 C6 C1 118.71(13) . . ?
C5 C6 C7 135.00(13) . . ?
C3 C2 H2A 122.1 . . ?
C1 C2 C3 115.87(13) . . ?
C1 C2 H2A 122.1 . . ?
O1 C1 C6 110.31(12) . . ?
O1 C1 C2 125.32(13) . . ?
C2 C1 C6 124.38(14) . . ?
C8 C7 C15 130.21(13) . . ?
C8 C7 C6 105.32(12) . . ?
C6 C7 C15 124.43(13) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 C12 119.47(13) . . ?
C10 C11 H11 120.3 . . ?
C6 C5 H5 120.9 . . ?
C4 C5 C6 118.11(13) . . ?
C4 C5 H5 120.9 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.61(14) . . ?
C5 C4 H4 119.2 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C20 C19 121.93(13) . . ?
C15 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
O2 C18 C19 121.10(12) . . ?
O2 C18 C17 116.22(12) . . ?
C17 C18 C19 122.67(13) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Cl3 C29 H29 107.2(12) . . ?
Cl1 C29 Cl3 110.31(9) . . ?
Cl1 C29 Cl2 111.44(10) . . ?
Cl1 C29 H29 110.2(12) . . ?
Cl2 C29 Cl3 109.95(10) . . ?
Cl2 C29 H29 107.6(12) . . ?

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
I1 C12 C13 C14 179.58(10) . . . . ?
I1 C12 C11 C10 179.36(10) . . . . ?
O1 C8 C7 C15 -177.45(13) . . . . ?
O1 C8 C7 C6 0.29(16) . . . . ?
N1 C9 C10 C11 178.65(13) . . . . ?
N1 C8 C7 C15 -1.7(3) . . . . ?
N1 C8 C7 C6 176.02(15) . . . . ?
C21 C17 C18 O2 -0.1(2) . . . . ?
C21 C17 C18 C19 179.32(13) . . . . ?
C14 C9 C10 C11 0.2(2) . . . . ?
C24 C21 C17 C16 -1.39(18) . . . . ?
C24 C21 C17 C18 -179.58(13) . . . . ?
C13 C14 C9 N1 -179.69(13) . . . . ?
C13 C14 C9 C10 -1.3(2) . . . . ?
C13 C12 C11 C10 -1.6(2) . . . . ?
C9 N1 C8 O1 -34.55(19) . . . . ?
C9 N1 C8 C7 149.82(16) . . . . ?
C9 C14 C13 C12 0.9(2) . . . . ?
C9 C10 C11 C12 1.2(2) . . . . ?
C15 C16 C17 C21 -177.99(13) . . . . ?
C15 C16 C17 C18 0.3(2) . . . . ?
C16 C15 C7 C8 132.00(16) . . . . ?
C16 C15 C7 C6 -45.36(19) . . . . ?
C16 C15 C20 C19 1.0(2) . . . . ?
C16 C17 C18 O2 -178.37(12) . . . . ?
C16 C17 C18 C19 1.1(2) . . . . ?
C25 C19 C20 C15 178.21(13) . . . . ?
C25 C19 C18 O2 0.2(2) . . . . ?
C25 C19 C18 C17 -179.26(13) . . . . ?
C3 C2 C1 O1 178.71(13) . . . . ?
C3 C2 C1 C6 -1.3(2) . . . . ?
C8 O1 C1 C6 1.19(15) . . . . ?
C8 O1 C1 C2 -178.79(14) . . . . ?
C8 N1 C9 C14 -25.3(2) . . . . ?
C8 N1 C9 C10 156.27(14) . . . . ?
C27 C25 C19 C20 122.53(15) . . . . ?
C27 C25 C19 C18 -59.62(18) . . . . ?
C22 C21 C17 C16 -120.55(14) . . . . ?
C22 C21 C17 C18 61.26(17) . . . . ?
C6 C5 C4 C3 -0.8(2) . . . . ?
C2 C3 C4 C5 1.4(2) . . . . ?
C1 O1 C8 N1 -177.39(12) . . . . ?
C1 O1 C8 C7 -0.92(15) . . . . ?
C1 C6 C7 C15 178.35(13) . . . . ?
C1 C6 C7 C8 0.44(15) . . . . ?
C1 C6 C5 C4 -0.7(2) . . . . ?
C7 C15 C16 C17 175.21(13) . . . . ?
C7 C15 C20 C19 -175.31(13) . . . . ?
C7 C6 C1 O1 -1.03(15) . . . . ?
C7 C6 C1 C2 178.95(13) . . . . ?
C7 C6 C5 C4 -176.79(15) . . . . ?
C11 C12 C13 C14 0.5(2) . . . . ?
C5 C6 C1 O1 -178.14(12) . . . . ?
C5 C6 C1 C2 1.8(2) . . . . ?
C5 C6 C7 C15 -5.2(3) . . . . ?
C5 C6 C7 C8 176.85(16) . . . . ?
C28 C25 C19 C20 -113.62(15) . . . . ?
C28 C25 C19 C18 64.23(18) . . . . ?
C4 C3 C2 C1 -0.4(2) . . . . ?
C23 C21 C17 C16 117.15(15) . . . . ?
C23 C21 C17 C18 -61.04(17) . . . . ?
C20 C15 C16 C17 -1.3(2) . . . . ?
C20 C15 C7 C8 -51.6(2) . . . . ?
C20 C15 C7 C6 131.01(15) . . . . ?
C20 C19 C18 O2 178.07(13) . . . . ?
C20 C19 C18 C17 -1.3(2) . . . . ?
C18 C19 C20 C15 0.3(2) . . . . ?
C26 C25 C19 C20 4.46(19) . . . . ?
C26 C25 C19 C18 -177.69(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT414_3da                 
;
PROBLEM: Short Intra D-H..H-X       H2       ..H27A     .       1.79 Ang.  
RESPONSE: This is due to the consequences of crystal packing arrangement
;
# end Validation Reply Form
####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 2231952'
loop_
_audit_author_name
_audit_author_address
'Gamidi Rama Krishna '
;CSIR National Chemical Laboratory Pune
India
;
_audit_update_record             
;
2022-12-21 deposited with the CCDC.	2023-06-12 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         ?
_chemical_formula_sum            'C28 H28 Cl N O2'
_chemical_formula_weight         445.96

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'

_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                   8.5276(9)
_cell_length_b                   15.1024(13)
_cell_length_c                   17.9533(17)
_cell_angle_alpha                90
_cell_angle_beta                 93.727(4)
_cell_angle_gamma                90
_cell_volume                     2307.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9859
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.44

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.191
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6777
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'SADABS; Bruker, 2016'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       '\ f and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            125563
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0798
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.582
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5022
_reflns_number_gt                4304
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0281P)²+1.3796P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0050(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5022
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0873
_refine_ls_wR_factor_gt          0.0796
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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
C1 C 0.52812(16) 0.16146(9) 0.41415(8) 0.0224(3) Uani 1 1 d . . . . .
C2 C 0.55563(17) 0.22965(10) 0.36539(8) 0.0247(3) Uani 1 1 d . . . . .
H2 H 0.6091 0.2192 0.3227 0.030 Uiso 1 1 calc R U . . .
C3 C 0.50251(16) 0.31376(9) 0.38099(8) 0.0228(3) Uani 1 1 d . . . . .
H3 H 0.5214 0.3599 0.3485 0.027 Uiso 1 1 calc R U . . .
C4 C 0.42098(15) 0.33094(9) 0.44458(7) 0.0186(3) Uani 1 1 d . . . . .
C5 C 0.28627(15) 0.45164(8) 0.49928(7) 0.0172(3) Uani 1 1 d . . . . .
C6 C 0.22663(15) 0.54388(8) 0.50404(7) 0.0169(3) Uani 1 1 d . . . . .
C7 C 0.24840(15) 0.61067(8) 0.45291(7) 0.0171(3) Uani 1 1 d . . . . .
C8 C 0.33819(15) 0.59774(9) 0.38821(7) 0.0176(3) Uani 1 1 d . . . . .
H4 H 0.3912 0.5444 0.3835 0.021 Uiso 1 1 calc R U . . .
C9 C 0.34866(15) 0.65944(8) 0.33435(7) 0.0173(3) Uani 1 1 d . . . . .
C10 C 0.44545(15) 0.64407(9) 0.26656(7) 0.0194(3) Uani 1 1 d . . . . .
C11 C 0.58377(17) 0.70997(10) 0.27046(8) 0.0260(3) Uani 1 1 d . . . . .
H11 H 0.6495 0.6993 0.3150 0.039 Uiso 1 1 calc R U . . .
H12 H 0.5439 0.7694 0.2712 0.039 Uiso 1 1 calc R U . . .
H1 H 0.6441 0.7022 0.2276 0.039 Uiso 1 1 calc R U . . .
C12 C 0.44902(17) 0.17605(9) 0.47782(8) 0.0247(3) Uani 1 1 d . . . . .
H28 H 0.4315 0.1295 0.5102 0.030 Uiso 1 1 calc R U . . .
C13 C 0.39583(16) 0.26068(9) 0.49322(8) 0.0225(3) Uani 1 1 d . . . . .
H27 H 0.3431 0.2707 0.5362 0.027 Uiso 1 1 calc R U . . .
C14 C 0.13942(15) 0.45762(9) 0.59816(7) 0.0179(3) Uani 1 1 d . . . . .
C15 C 0.13440(15) 0.54389(9) 0.57025(7) 0.0176(3) Uani 1 1 d . . . . .
C16 C 0.51321(17) 0.55008(9) 0.26652(8) 0.0232(3) Uani 1 1 d . . . . .
H6 H 0.5779 0.5406 0.3116 0.035 Uiso 1 1 calc R U . . .
H5 H 0.5754 0.5428 0.2242 0.035 Uiso 1 1 calc R U . . .
H7 H 0.4288 0.5079 0.2637 0.035 Uiso 1 1 calc R U . . .
C17 C 0.34564(17) 0.65594(10) 0.19270(7) 0.0234(3) Uani 1 1 d . . . . .
H9 H 0.4090 0.6439 0.1516 0.035 Uiso 1 1 calc R U . . .
H10 H 0.3072 0.7156 0.1892 0.035 Uiso 1 1 calc R U . . .
H8 H 0.2584 0.6156 0.1913 0.035 Uiso 1 1 calc R U . . .
C18 C 0.26444(15) 0.74500(9) 0.34079(7) 0.0187(3) Uani 1 1 d . . . . .
C19 C 0.17651(15) 0.76051(8) 0.40846(7) 0.0184(3) Uani 1 1 d . . . . .
C20 C 0.08539(16) 0.84715(9) 0.41525(8) 0.0215(3) Uani 1 1 d . . . . .
C21 C 0.0130(2) 0.85417(10) 0.49103(9) 0.0301(3) Uani 1 1 d . . . . .
H15 H -0.0586 0.8059 0.4965 0.045 Uiso 1 1 calc R U . . .
H14 H -0.0425 0.9093 0.4938 0.045 Uiso 1 1 calc R U . . .
H13 H 0.0949 0.8517 0.5303 0.045 Uiso 1 1 calc R U . . .
C22 C 0.19300(18) 0.92822(9) 0.40818(8) 0.0257(3) Uani 1 1 d . . . . .
H17 H 0.2759 0.9265 0.4470 0.039 Uiso 1 1 calc R U . . .
H16 H 0.1328 0.9814 0.4128 0.039 Uiso 1 1 calc R U . . .
H18 H 0.2374 0.9273 0.3604 0.039 Uiso 1 1 calc R U . . .
C23 C -0.04916(17) 0.84943(10) 0.35410(9) 0.0282(3) Uani 1 1 d . . . . .
H21 H -0.0065 0.8468 0.3060 0.042 Uiso 1 1 calc R U . . .
H20 H -0.1078 0.9033 0.3582 0.042 Uiso 1 1 calc R U . . .
H19 H -0.1172 0.7996 0.3599 0.042 Uiso 1 1 calc R U . . .
C24 C 0.17429(15) 0.69577(9) 0.46012(7) 0.0193(3) Uani 1 1 d . . . . .
H22 H 0.1218 0.7067 0.5030 0.023 Uiso 1 1 calc R U . . .
C25 C 0.04643(17) 0.60551(9) 0.60846(8) 0.0245(3) Uani 1 1 d . . . . .
H26 H 0.0396 0.6640 0.5923 0.029 Uiso 1 1 calc R U . . .
C26 C -0.03032(17) 0.57894(10) 0.67046(8) 0.0244(3) Uani 1 1 d . . . . .
H23 H -0.0898 0.6198 0.6952 0.029 Uiso 1 1 calc R U . . .
C27 C -0.01989(16) 0.49232(9) 0.69627(7) 0.0215(3) Uani 1 1 d . . . . .
H25 H -0.0716 0.4761 0.7382 0.026 Uiso 1 1 calc R U . . .
C28 C 0.06678(15) 0.42964(9) 0.66017(7) 0.0207(3) Uani 1 1 d . . . . .
H24 H 0.0753 0.3715 0.6771 0.025 Uiso 1 1 calc R U . . .
Cl1 Cl 0.59261(5) 0.05502(2) 0.39392(2) 0.03016(11) Uani 1 1 d . . . . .
N1 N 0.37334(13) 0.41955(7) 0.45133(6) 0.0183(2) Uani 1 1 d . . . . .
O1 O 0.22773(11) 0.40173(6) 0.55648(5) 0.0198(2) Uani 1 1 d . . . . .
O2 O 0.26631(12) 0.80165(6) 0.29138(6) 0.0265(2) 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
C1 C2 1.381(2) . ?
C1 C12 1.382(2) . ?
C1 Cl1 1.7448(14) . ?
C2 C3 1.383(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.3990(18) . ?
C3 H3 0.9300 . ?
C4 C13 1.3996(19) . ?
C4 N1 1.4061(17) . ?
C5 N1 1.2689(17) . ?
C5 O1 1.3924(15) . ?
C5 C6 1.4874(18) . ?
C6 C7 1.3844(18) . ?
C6 C15 1.4674(17) . ?
C7 C24 1.4418(18) . ?
C7 C8 1.4455(17) . ?
C8 C9 1.3500(18) . ?
C8 H4 0.9300 . ?
C9 C18 1.4864(18) . ?
C9 C10 1.5319(17) . ?
C10 C16 1.5327(18) . ?
C10 C17 1.5389(18) . ?
C10 C11 1.5414(19) . ?
C11 H11 0.9600 . ?
C11 H12 0.9600 . ?
C11 H1 0.9600 . ?
C12 C13 1.3900(19) . ?
C12 H28 0.9300 . ?
C13 H27 0.9300 . ?
C14 C28 1.3752(18) . ?
C14 O1 1.3830(15) . ?
C14 C15 1.3956(18) . ?
C15 C25 1.4022(19) . ?
C16 H6 0.9600 . ?
C16 H5 0.9600 . ?
C16 H7 0.9600 . ?
C17 H9 0.9600 . ?
C17 H10 0.9600 . ?
C17 H8 0.9600 . ?
C18 O2 1.2333(16) . ?
C18 C19 1.4871(18) . ?
C19 C24 1.3486(18) . ?
C19 C20 1.5306(18) . ?
C20 C21 1.5337(19) . ?
C20 C23 1.536(2) . ?
C20 C22 1.5402(19) . ?
C21 H15 0.9600 . ?
C21 H14 0.9600 . ?
C21 H13 0.9600 . ?
C22 H17 0.9600 . ?
C22 H16 0.9600 . ?
C22 H18 0.9600 . ?
C23 H21 0.9600 . ?
C23 H20 0.9600 . ?
C23 H19 0.9600 . ?
C24 H22 0.9300 . ?
C25 C26 1.3867(19) . ?
C25 H26 0.9300 . ?
C26 C27 1.389(2) . ?
C26 H23 0.9300 . ?
C27 C28 1.3873(19) . ?
C27 H25 0.9300 . ?
C28 H24 0.9300 . ?

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
C2 C1 C12 121.15(13) . . ?
C2 C1 Cl1 119.08(11) . . ?
C12 C1 Cl1 119.76(11) . . ?
C1 C2 C3 119.01(13) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C2 C3 C4 121.47(13) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C13 118.23(12) . . ?
C3 C4 N1 114.11(12) . . ?
C13 C4 N1 127.65(12) . . ?
N1 C5 O1 123.18(12) . . ?
N1 C5 C6 127.88(12) . . ?
O1 C5 C6 108.92(10) . . ?
C7 C6 C15 129.72(12) . . ?
C7 C6 C5 125.68(11) . . ?
C15 C6 C5 104.48(11) . . ?
C6 C7 C24 120.77(12) . . ?
C6 C7 C8 122.36(12) . . ?
C24 C7 C8 116.79(11) . . ?
C9 C8 C7 123.06(12) . . ?
C9 C8 H4 118.5 . . ?
C7 C8 H4 118.5 . . ?
C8 C9 C18 119.31(11) . . ?
C8 C9 C10 121.91(12) . . ?
C18 C9 C10 118.78(11) . . ?
C9 C10 C16 111.31(11) . . ?
C9 C10 C17 111.75(11) . . ?
C16 C10 C17 107.15(11) . . ?
C9 C10 C11 108.44(11) . . ?
C16 C10 C11 108.09(11) . . ?
C17 C10 C11 110.04(11) . . ?
C10 C11 H11 109.5 . . ?
C10 C11 H12 109.5 . . ?
H11 C11 H12 109.5 . . ?
C10 C11 H1 109.5 . . ?
H11 C11 H1 109.5 . . ?
H12 C11 H1 109.5 . . ?
C1 C12 C13 119.62(13) . . ?
C1 C12 H28 120.2 . . ?
C13 C12 H28 120.2 . . ?
C12 C13 C4 120.51(13) . . ?
C12 C13 H27 119.7 . . ?
C4 C13 H27 119.7 . . ?
C28 C14 O1 122.70(12) . . ?
C28 C14 C15 124.93(12) . . ?
O1 C14 C15 112.37(11) . . ?
C14 C15 C25 116.66(12) . . ?
C14 C15 C6 106.57(11) . . ?
C25 C15 C6 136.75(12) . . ?
C10 C16 H6 109.5 . . ?
C10 C16 H5 109.5 . . ?
H6 C16 H5 109.5 . . ?
C10 C16 H7 109.5 . . ?
H6 C16 H7 109.5 . . ?
H5 C16 H7 109.5 . . ?
C10 C17 H9 109.5 . . ?
C10 C17 H10 109.5 . . ?
H9 C17 H10 109.5 . . ?
C10 C17 H8 109.5 . . ?
H9 C17 H8 109.5 . . ?
H10 C17 H8 109.5 . . ?
O2 C18 C9 121.21(12) . . ?
O2 C18 C19 120.61(12) . . ?
C9 C18 C19 118.19(11) . . ?
C24 C19 C18 118.55(12) . . ?
C24 C19 C20 122.35(12) . . ?
C18 C19 C20 119.03(11) . . ?
C19 C20 C21 111.43(11) . . ?
C19 C20 C23 108.77(11) . . ?
C21 C20 C23 107.91(12) . . ?
C19 C20 C22 111.39(11) . . ?
C21 C20 C22 107.12(11) . . ?
C23 C20 C22 110.16(11) . . ?
C20 C21 H15 109.5 . . ?
C20 C21 H14 109.5 . . ?
H15 C21 H14 109.5 . . ?
C20 C21 H13 109.5 . . ?
H15 C21 H13 109.5 . . ?
H14 C21 H13 109.5 . . ?
C20 C22 H17 109.5 . . ?
C20 C22 H16 109.5 . . ?
H17 C22 H16 109.5 . . ?
C20 C22 H18 109.5 . . ?
H17 C22 H18 109.5 . . ?
H16 C22 H18 109.5 . . ?
C20 C23 H21 109.5 . . ?
C20 C23 H20 109.5 . . ?
H21 C23 H20 109.5 . . ?
C20 C23 H19 109.5 . . ?
H21 C23 H19 109.5 . . ?
H20 C23 H19 109.5 . . ?
C19 C24 C7 123.97(12) . . ?
C19 C24 H22 118.0 . . ?
C7 C24 H22 118.0 . . ?
C26 C25 C15 119.74(13) . . ?
C26 C25 H26 120.1 . . ?
C15 C25 H26 120.1 . . ?
C25 C26 C27 121.14(13) . . ?
C25 C26 H23 119.4 . . ?
C27 C26 H23 119.4 . . ?
C28 C27 C26 120.75(12) . . ?
C28 C27 H25 119.6 . . ?
C26 C27 H25 119.6 . . ?
C14 C28 C27 116.76(12) . . ?
C14 C28 H24 121.6 . . ?
C27 C28 H24 121.6 . . ?
C5 N1 C4 127.37(11) . . ?
C14 O1 C5 107.62(10) . . ?

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
C12 C1 C2 C3 -0.1(2) . . . . ?
Cl1 C1 C2 C3 179.12(11) . . . . ?
C1 C2 C3 C4 -0.4(2) . . . . ?
C2 C3 C4 C13 0.9(2) . . . . ?
C2 C3 C4 N1 -179.05(12) . . . . ?
N1 C5 C6 C7 4.5(2) . . . . ?
O1 C5 C6 C7 -174.06(12) . . . . ?
N1 C5 C6 C15 -179.30(13) . . . . ?
O1 C5 C6 C15 2.18(13) . . . . ?
C15 C6 C7 C24 -0.3(2) . . . . ?
C5 C6 C7 C24 174.94(12) . . . . ?
C15 C6 C7 C8 -176.96(12) . . . . ?
C5 C6 C7 C8 -1.7(2) . . . . ?
C6 C7 C8 C9 173.79(13) . . . . ?
C24 C7 C8 C9 -2.97(19) . . . . ?
C7 C8 C9 C18 -0.16(19) . . . . ?
C7 C8 C9 C10 179.68(12) . . . . ?
C8 C9 C10 C16 4.43(17) . . . . ?
C18 C9 C10 C16 -175.72(11) . . . . ?
C8 C9 C10 C17 124.19(13) . . . . ?
C18 C9 C10 C17 -55.97(15) . . . . ?
C8 C9 C10 C11 -114.35(14) . . . . ?
C18 C9 C10 C11 65.50(15) . . . . ?
C2 C1 C12 C13 0.1(2) . . . . ?
Cl1 C1 C12 C13 -179.09(11) . . . . ?
C1 C12 C13 C4 0.4(2) . . . . ?
C3 C4 C13 C12 -0.8(2) . . . . ?
N1 C4 C13 C12 179.07(13) . . . . ?
C28 C14 C15 C25 -0.9(2) . . . . ?
O1 C14 C15 C25 179.51(11) . . . . ?
C28 C14 C15 C6 -179.83(12) . . . . ?
O1 C14 C15 C6 0.54(14) . . . . ?
C7 C6 C15 C14 174.41(13) . . . . ?
C5 C6 C15 C14 -1.62(13) . . . . ?
C7 C6 C15 C25 -4.2(3) . . . . ?
C5 C6 C15 C25 179.74(15) . . . . ?
C8 C9 C18 O2 -177.24(13) . . . . ?
C10 C9 C18 O2 2.92(19) . . . . ?
C8 C9 C18 C19 2.39(18) . . . . ?
C10 C9 C18 C19 -177.45(11) . . . . ?
O2 C18 C19 C24 178.27(13) . . . . ?
C9 C18 C19 C24 -1.36(18) . . . . ?
O2 C18 C19 C20 1.23(19) . . . . ?
C9 C18 C19 C20 -178.40(11) . . . . ?
C24 C19 C20 C21 7.39(18) . . . . ?
C18 C19 C20 C21 -175.69(12) . . . . ?
C24 C19 C20 C23 -111.44(14) . . . . ?
C18 C19 C20 C23 65.48(15) . . . . ?
C24 C19 C20 C22 126.95(14) . . . . ?
C18 C19 C20 C22 -56.12(16) . . . . ?
C18 C19 C24 C7 -1.9(2) . . . . ?
C20 C19 C24 C7 174.99(12) . . . . ?
C6 C7 C24 C19 -172.70(13) . . . . ?
C8 C7 C24 C19 4.11(19) . . . . ?
C14 C15 C25 C26 -0.3(2) . . . . ?
C6 C15 C25 C26 178.29(14) . . . . ?
C15 C25 C26 C27 0.9(2) . . . . ?
C25 C26 C27 C28 -0.6(2) . . . . ?
O1 C14 C28 C27 -179.19(12) . . . . ?
C15 C14 C28 C27 1.2(2) . . . . ?
C26 C27 C28 C14 -0.5(2) . . . . ?
O1 C5 N1 C4 2.7(2) . . . . ?
C6 C5 N1 C4 -175.66(12) . . . . ?
C3 C4 N1 C5 173.13(13) . . . . ?
C13 C4 N1 C5 -6.8(2) . . . . ?
C28 C14 O1 C5 -178.77(12) . . . . ?
C15 C14 O1 C5 0.87(14) . . . . ?
N1 C5 O1 C14 179.49(12) . . . . ?
C6 C5 O1 C14 -1.91(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .
C13 H27 O1 0.93 2.25 2.8450(17) 121.2 .

_refine_diff_density_max         0.303
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.042

