##############################################################################
#                                                                            #
# This CIF contains the data for a data article accepted for                 #
# publication in IUCrData. It conforms to the requirements of                #
# Notes for Authors for IUCrData, and has been                               #
# peer reviewed under the auspices of IUCrData.                              #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the data    # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.03 svn.r3497 for OlexSys, GUI svn.r5486)
;
_journal_date_recd_electronic     2018-05-07
_journal_date_accepted     2018-05-16
_journal_name_full     'IUCrData'
_journal_year     2018
_journal_volume     3
_journal_issue      5
_journal_page_first     0
_journal_page_last     0
_journal_paper_category     HO
_journal_paper_doi     10.1107/S2414314618007411
_journal_coeditor_code     HB4232
_publ_contact_author_name     'Ashutosh Bedekar'
_publ_contact_author_address
;
Department of Chemistry, Faculty of Science, M. S. University of Baroda,
Vadodara 390 002,
India
;
_publ_contact_author_email     'avbedekar@yahoo.co.in'
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;\
5-Nitro-N²,N³-bis[(1R,2R,4R)-1,7,7-\
trimethylbicyclo[2.2.1]heptan-2-yl]isophthalamide dichloromethane
hemisolvate
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Kannappan, Jayaraman' .
;
Apicore Pharmaceuticals Pvt Ltd, Block No. 252--253, Dhobikuva Village,
Padra-Jambusar Highway, Padra Taluka, Vadodara 391 440, India
Department of Chemistry, Amet University, 135, East Coast Road, Kanathur,
Chennai 603 112,
India
;
    'Mande, Hemant' .
;
Department of Chemistry, Faculty of Science, M. S. University of Baroda,
Vadodara 390 002,
India
;
    'Khanvilkar, Aditya' .
;
Department of Chemistry, Faculty of Science, M. S. University of Baroda,
Vadodara 390 002,
India
;
    'Bedekar, Ashutosh' .
;
Department of Chemistry, Faculty of Science, M. S. University of Baroda,
Vadodara 390 002,
India
;
_publ_section_synopsis
;
The title compound crystallizes with two chiral isophthalamide--camphor
molecules and one dichloromethane solvent molecule in the asymmetric unit.
;
_database_code_depnum_ccdc_archive     1832035
_chemical_name_systematic
;\
5-Nitro-N²,N³-bis[(1R,2R,4R)-1,7,7-\
trimethylbicyclo[2.2.1]heptan-2-yl]isophthalamide dichloromethane
hemisolvate
;
_chemical_formula_moiety     '2(C28 H39 N3 O4), C H2 Cl2'
_chemical_formula_sum     'C57 H80 Cl2 N6 O8'
_chemical_formula_iupac     '2C28 H39 N3 O4, C H2 Cl2'
_chemical_formula_weight     1048.17
_space_group_crystal_system     triclinic
_space_group_name_H-M_alt     'P 1'
_space_group_name_Hall     ' P 1'
loop_
    _space_group_symop_id
    _space_group_symop_operation_xyz
    1 x,y,z
_cell_length_a     7.2828(4)
_cell_length_b     12.6801(8)
_cell_length_c     16.9826(9)
_cell_angle_alpha     70.373(5)
_cell_angle_beta     78.541(5)
_cell_angle_gamma     78.791(5)
_cell_volume     1433.81(15)
_cell_formula_units_Z     1
_cell_measurement_reflns_used     1895
_cell_measurement_theta_min     3.7470
_cell_measurement_theta_max     24.8860
_cell_measurement_temperature     293
_exptl_crystal_description     plate
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.25
_exptl_crystal_size_mid     0.12
_exptl_crystal_size_min     0.08
_exptl_crystal_density_diffrn     1.2139
_exptl_crystal_F_000     1433.81
_exptl_absorpt_coefficient_mu     0.170
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2017)
;
_exptl_absorpt_correction_T_min     0.91213
_exptl_absorpt_correction_T_max     1.00000
_diffrn_ambient_temperature     293
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Agilent Xcalibur, Eos, Gemini'
_diffrn_measurement_device     'four-circle diffractometer'
_diffrn_measurement_method     'ω scans'
_diffrn_detector_area_resol_mean     16.1702
_diffrn_reflns_number     9570
_diffrn_reflns_av_R_equivalents     0.0245
_diffrn_reflns_theta_min     3.41
_diffrn_reflns_theta_max     29.10
_diffrn_reflns_theta_full     29.0983
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     8
_diffrn_reflns_limit_k_min     -15
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     -21
_diffrn_reflns_limit_l_max     22
_refine_special_details     ?
_reflns_number_total     8140
_reflns_number_gt     5575
_reflns_threshold_expression     I>=2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.1014
_refine_ls_R_factor_gt     0.0718
_refine_ls_wR_factor_gt     0.1811
_refine_ls_wR_factor_ref     0.2076
_refine_ls_goodness_of_fit_ref     1.0669
_refine_ls_restrained_S_all     1.0667
_refine_ls_number_reflns     8140
_refine_ls_number_parameters     671
_refine_ls_number_restraints     7
_refine_ls_number_constraints     123
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                      'w=1/[σ²(Fo²)+(0.1179P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_refine_ls_shift/su_max     0.0027
_refine_ls_shift/su_mean     0.0001
_refine_diff_density_max     0.3658
_refine_diff_density_min     -0.3629
_refine_ls_extinction_expression
                                    Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details
;
Flack (1983)
;
_refine_ls_abs_structure_Flack     0.1(3)
loop_
    _atom_type_symbol
    _atom_type_scat_Cromer_Mann_a1
    _atom_type_scat_Cromer_Mann_a2
    _atom_type_scat_Cromer_Mann_a3
    _atom_type_scat_Cromer_Mann_a4
    _atom_type_scat_Cromer_Mann_b1
    _atom_type_scat_Cromer_Mann_b2
    _atom_type_scat_Cromer_Mann_b3
    _atom_type_scat_Cromer_Mann_b4
    _atom_type_scat_Cromer_Mann_c
    _atom_type_scat_dispersion_source
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    H 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236 57.79970
                                                                 0.0030380000826
       'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
                                                                         0.00000
                                                                         0.00000
                                                          'International Tables'
    C 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870 51.65120
                                                                  0.215599998832
       'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
                                                                         0.00347
                                                                         0.00161
                                                          'nternational Tables '
    Cl 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940 47.77840
                                                                  -9.55739974976
       'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
                                                                         0.14873
                                                                         0.16029
                                                          'International Tables'
    O 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390 32.90890
                                                                  0.250800013542
       'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
                                                                         0.01158
                                                                         0.00611
                                                        'International Tables V'
    N 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750 0.58260
                                                                  -11.5290002823
       'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
                                                                         0.00653
                                                                         0.00323
                                                        'International Tables V'
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2017)
;
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2017)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2017)
;
_computing_structure_solution
;
ShelXD (Sheldrick, 2008)
;
_computing_structure_refinement
;
olex2.refine (Bourhis et al.,  2015)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_occupancy
    C C3 -0.0709(5) -0.6303(3) -0.4855(3) 0.0378(9) Uani 1.000000
    O O7 0.3557(4) -0.5252(3) -0.6951(2) 0.0519(8) Uani 1.000000
    C C37 0.4311(5) -0.5267(3) -0.6350(3) 0.0374(9) Uani 1.000000
    N N3 -0.0898(4) -0.5098(3) -0.3990(2) 0.0432(8) Uani 1.000000
    H H3 -0.0138(4) -0.5626(3) -0.3701(2) 0.0518(10) Uiso 1.000000
    C C31 0.4213(5) -0.6375(4) -0.4816(3) 0.0380(9) Uani 1.000000
    H H31 0.3742(5) -0.5708(4) -0.4686(3) 0.0456(11) Uiso 1.000000
    C C4 -0.0434(6) -0.7339(4) -0.4242(3) 0.0453(10) Uani 1.000000
    H H4 -0.0639(6) -0.7397(4) -0.3672(3) 0.0544(12) Uiso 1.000000
    C C30 0.4655(5) -0.6342(3) -0.5655(3) 0.0381(9) Uani 1.000000
    C C32 0.4458(6) -0.7382(4) -0.4163(3) 0.0445(10) Uani 1.000000
    C C1 0.0193(5) -0.7214(4) -0.5955(3) 0.0393(9) Uani 1.000000
    C C2 -0.0385(5) -0.6258(4) -0.5707(3) 0.0388(9) Uani 1.000000
    H H2 -0.0567(5) -0.5560(4) -0.6118(3) 0.0465(11) Uiso 1.000000
    C C6 0.0454(6) -0.8266(4) -0.5334(3) 0.0480(11) Uani 1.000000
    H H6 0.0819(6) -0.8929(4) -0.5479(3) 0.0576(13) Uiso 1.000000
    C C33 0.5191(6) -0.8373(4) -0.4348(3) 0.0463(11) Uani 1.000000
    H H33 0.5413(6) -0.9049(4) -0.3920(3) 0.0556(13) Uiso 1.000000
    C C34 0.5589(6) -0.8337(4) -0.5190(3) 0.0461(10) Uani 1.000000
    O O4 -0.2644(4) -0.4548(3) -0.5058(2) 0.0537(8) Uani 1.000000
    N N6 0.4826(4) -0.4350(3) -0.6288(2) 0.0390(8) Uani 1.000000
    H H6a 0.5362(4) -0.4417(3) -0.5863(2) 0.0468(9) Uiso 1.000000
    O O8 0.2376(5) -0.6668(3) -0.3150(2) 0.0612(9) Uani 1.000000
    N N2 0.1087(5) -0.6359(3) -0.7448(2) 0.0479(9) Uani 1.000000
    H H2a 0.1553(5) -0.5897(3) -0.7296(2) 0.0575(11) Uiso 1.000000
    C C8 -0.1496(5) -0.5243(4) -0.4641(3) 0.0388(9) Uani 1.000000
    C C5 0.0159(6) -0.8289(4) -0.4508(3) 0.0460(10) Uani 1.000000
    N N4 0.6336(6) -0.9388(4) -0.5380(3) 0.0668(12) Uani 1.000000
    C C38 0.4524(6) -0.3238(4) -0.6909(3) 0.0440(10) Uani 1.000000
    H H38 0.4527(6) -0.3341(4) -0.7456(3) 0.0529(12) Uiso 1.000000
    C C7 0.0301(6) -0.7189(4) -0.6851(3) 0.0477(11) Uani 1.000000
    N N1 0.0340(7) -0.9410(4) -0.3838(3) 0.0726(13) Uani 1.000000
    O O3 -0.0381(5) -0.7917(3) -0.6991(2) 0.0686(10) Uani 1.000000
    C C36 0.3776(6) -0.7343(4) -0.3277(3) 0.0483(11) Uani 1.000000
    N N5 0.4729(5) -0.8057(4) -0.2668(3) 0.0609(11) Uani 1.000000
    H H5 0.5707(5) -0.8501(4) -0.2800(3) 0.0731(14) Uiso 1.000000
    C C10 -0.3277(6) -0.4052(4) -0.3073(3) 0.0526(11) Uani 1.000000
    C C19 0.1209(6) -0.6182(5) -0.8350(3) 0.0537(12) Uani 1.000000
    H H19 0.1230(6) -0.6918(5) -0.8425(3) 0.0645(14) Uiso 1.000000
    C C9 -0.1521(6) -0.4051(4) -0.3766(3) 0.0455(10) Uani 1.000000
    H H9 -0.1785(6) -0.3430(4) -0.4278(3) 0.0546(12) Uiso 1.000000
    C C48 0.4155(8) -0.8101(5) -0.1790(3) 0.0683(15) Uani 1.000000
    H H48 0.3501(8) -0.7353(5) -0.1777(3) 0.0820(18) Uiso 1.000000
    O O6 0.6104(7) -0.9452(4) -0.6048(4) 0.1045(16) Uani 1.000000
    C C39 0.2671(7) -0.2463(4) -0.6711(3) 0.0579(13) Uani 1.000000
    C C20 -0.0443(6) -0.5350(5) -0.8790(3) 0.0617(14) Uani 1.000000
    C C43 0.6074(7) -0.2506(4) -0.7011(3) 0.0624(14) Uani 1.000000
    H H43a 0.6826(7) -0.2825(4) -0.6553(3) 0.0748(16) Uiso 1.000000
    H H43b 0.6902(7) -0.2435(4) -0.7545(3) 0.0748(16) Uiso 1.000000
    C C16 -0.2411(7) -0.4367(4) -0.2257(3) 0.0573(12) Uani 1.000000
    C C13 -0.1110(8) -0.3453(5) -0.2620(4) 0.0701(15) Uani 1.000000
    H H13 -0.0326(8) -0.3430(5) -0.2221(4) 0.0841(18) Uiso 1.000000
    O O2 0.1482(8) -1.0153(4) -0.4026(4) 0.120(2) Uani 1.000000
    C C49 0.2870(8) -0.8980(6) -0.1239(4) 0.0806(19) Uani 1.000000
    C C14 0.0015(7) -0.3762(5) -0.3387(3) 0.0670(15) Uani 1.000000
    H H14a 0.0977(7) -0.4408(5) -0.3222(3) 0.0804(18) Uiso 1.000000
    H H14b 0.0612(7) -0.3131(5) -0.3785(3) 0.0804(18) Uiso 1.000000
    O O5 0.7140(7) -1.0161(4) -0.4861(4) 0.1091(17) Uani 1.000000
    O O1 -0.0738(7) -0.9495(4) -0.3167(3) 0.0989(15) Uani 1.000000
    C C42 0.4952(9) -0.1375(4) -0.6987(4) 0.0720(16) Uani 1.000000
    H H42 0.5688(9) -0.0864(4) -0.6899(4) 0.0865(19) Uiso 1.000000
    C C23 0.2189(9) -0.4713(6) -0.9612(4) 0.0805(18) Uani 1.000000
    H H23 0.3068(9) -0.4169(6) -0.9929(4) 0.097(2) Uiso 1.000000
    C C24 0.2968(7) -0.5675(6) -0.8901(3) 0.0726(16) Uani 1.000000
    H H24a 0.3625(7) -0.5401(6) -0.8581(3) 0.087(2) Uiso 1.000000
    H H24b 0.3834(7) -0.6232(6) -0.9117(3) 0.087(2) Uiso 1.000000
    C C55 0.4306(9) -0.9997(5) -0.0804(4) 0.0755(17) Uani 1.000000
    C C40 0.2408(10) -0.1600(5) -0.7582(5) 0.093(2) Uani 1.000000
    H H40a 0.2552(10) -0.1977(5) -0.8006(5) 0.112(3) Uiso 1.000000
    H H40b 0.1168(10) -0.1151(5) -0.7564(5) 0.112(3) Uiso 1.000000
    C C45 0.3326(8) -0.1729(5) -0.6279(4) 0.0674(14) Uani 1.000000
    C C25 -0.2354(7) -0.5368(7) -0.8249(5) 0.098(2) Uani 1.000000
    H H25a -0.268(4) -0.6119(13) -0.806(3) 0.146(4) Uiso 1.000000
    H H25b -0.231(2) -0.514(5) -0.777(2) 0.146(4) Uiso 1.000000
    H H25c -0.3285(16) -0.486(4) -0.8575(12) 0.146(4) Uiso 1.000000
    C C52 0.5194(11) -0.9291(6) -0.0480(4) 0.096(2) Uani 1.000000
    H H52 0.6207(11) -0.9719(6) -0.0149(4) 0.116(3) Uiso 1.000000
    C C44 0.0985(7) -0.3089(6) -0.6266(5) 0.093(2) Uani 1.000000
    H H44a 0.064(5) -0.343(4) -0.6634(13) 0.140(3) Uiso 1.000000
    H H44b 0.131(3) -0.367(3) -0.5761(19) 0.140(3) Uiso 1.000000
    H H44c -0.006(3) -0.2567(11) -0.612(3) 0.140(3) Uiso 1.000000
    C C11 -0.3923(10) -0.2764(6) -0.3238(5) 0.095(2) Uani 1.000000
    H H11a -0.3969(10) -0.2379(6) -0.3834(5) 0.114(3) Uiso 1.000000
    H H11b -0.5165(10) -0.2626(6) -0.2924(5) 0.114(3) Uiso 1.000000
    C C17 -0.1421(9) -0.5574(5) -0.1954(4) 0.0795(17) Uani 1.000000
    H H17a -0.2348(9) -0.6084(6) -0.173(3) 0.119(3) Uiso 1.000000
    H H17b -0.060(5) -0.5758(15) -0.2420(7) 0.119(3) Uiso 1.000000
    H H17c -0.069(6) -0.5641(11) -0.152(2) 0.119(3) Uiso 1.000000
    C C15 -0.4780(7) -0.4719(6) -0.3099(4) 0.083(2) Uani 1.000000
    H H15a -0.524(5) -0.440(3) -0.3634(13) 0.125(3) Uiso 1.000000
    H H15b -0.424(2) -0.5493(11) -0.303(3) 0.125(3) Uiso 1.000000
    H H15c -0.581(3) -0.468(4) -0.265(2) 0.125(3) Uiso 1.000000
    C C26 0.0388(8) -0.4217(5) -0.9172(4) 0.0673(14) Uani 1.000000
    C C21 -0.0349(9) -0.5685(6) -0.9593(4) 0.087(2) Uani 1.000000
    H H21a -0.0267(9) -0.6497(6) -0.9457(4) 0.105(2) Uiso 1.000000
    H H21b -0.1453(9) -0.5323(6) -0.9871(4) 0.105(2) Uiso 1.000000
    C C47 0.3889(9) -0.2378(6) -0.5404(4) 0.0818(18) Uani 1.000000
    H H47a 0.289(3) -0.280(3) -0.5059(11) 0.123(3) Uiso 1.000000
    H H47b 0.503(4) -0.289(3) -0.5460(5) 0.123(3) Uiso 1.000000
    H H47c 0.410(7) -0.1855(6) -0.5144(13) 0.123(3) Uiso 1.000000
    C C18 -0.3868(9) -0.4180(7) -0.1495(4) 0.099(2) Uani 1.000000
    H H18a -0.462(6) -0.346(2) -0.1671(10) 0.149(4) Uiso 1.000000
    H H18b -0.467(5) -0.476(3) -0.129(2) 0.149(4) Uiso 1.000000
    H H18c -0.3210(9) -0.421(5) -0.1050(15) 0.149(4) Uiso 1.000000
    C C22 0.1465(11) -0.5258(7) -1.0155(4) 0.104(3) Uani 1.000000
    H H22a 0.1185(11) -0.4709(7) -1.0688(4) 0.125(3) Uiso 1.000000
    H H22b 0.2377(11) -0.5878(7) -1.0265(4) 0.125(3) Uiso 1.000000
    C C41 0.3960(11) -0.0865(5) -0.7770(5) 0.105(3) Uani 1.000000
    H H41a 0.3433(11) -0.0081(5) -0.7838(5) 0.125(3) Uiso 1.000000
    H H41b 0.4822(11) -0.0911(5) -0.8276(5) 0.125(3) Uiso 1.000000
    C C27 0.0718(10) -0.3712(6) -0.8505(4) 0.089(2) Uani 1.000000
    H H27a -0.0468(14) -0.355(4) -0.817(2) 0.134(3) Uiso 1.000000
    H H27b 0.156(6) -0.4246(18) -0.814(2) 0.134(3) Uiso 1.000000
    H H27c 0.127(7) -0.303(2) -0.8786(4) 0.134(3) Uiso 1.000000
    C C12 -0.2438(11) -0.2364(6) -0.2932(5) 0.097(2) Uani 1.000000
    H H12a -0.2994(11) -0.2045(6) -0.2478(5) 0.117(3) Uiso 1.000000
    H H12b -0.1788(11) -0.1806(6) -0.3388(5) 0.117(3) Uiso 1.000000
    C C46 0.1869(11) -0.0719(7) -0.6189(6) 0.122(3) Uani 1.000000
    H H46a 0.154(8) -0.027(3) -0.6734(9) 0.183(5) Uiso 1.000000
    H H46b 0.076(4) -0.0983(7) -0.582(4) 0.183(5) Uiso 1.000000
    H H46c 0.239(4) -0.027(3) -0.596(4) 0.183(5) Uiso 1.000000
    C C51 0.3585(14) -0.8722(7) 0.0006(5) 0.143(4) Uani 1.000000
    H H51a 0.3297(14) -0.9203(7) 0.0582(5) 0.172(5) Uiso 1.000000
    H H51b 0.3869(14) -0.8010(7) 0.0014(5) 0.172(5) Uiso 1.000000
    C C28 -0.0819(11) -0.3269(7) -0.9774(5) 0.116(3) Uani 1.000000
    H H28a -0.108(8) -0.354(2) -1.020(3) 0.174(4) Uiso 1.000000
    H H28b -0.199(4) -0.304(4) -0.9458(9) 0.174(4) Uiso 1.000000
    H H28c -0.014(4) -0.263(2) -1.004(3) 0.174(4) Uiso 1.000000
    C C53 0.5879(11) -0.8391(6) -0.1297(5) 0.110(3) Uani 1.000000
    H H53a 0.7014(11) -0.8693(6) -0.1604(5) 0.133(3) Uiso 1.000000
    H H53b 0.6120(11) -0.7735(6) -0.1183(5) 0.133(3) Uiso 1.000000
    C C56 0.5597(14) -1.0575(7) -0.1403(5) 0.136(4) Uani 1.000000
    H H56a 0.4850(16) -1.076(6) -0.173(4) 0.205(6) Uiso 1.000000
    H H56b 0.647(8) -1.008(3) -0.177(4) 0.205(6) Uiso 1.000000
    H H56c 0.629(9) -1.126(4) -0.1084(6) 0.205(6) Uiso 1.000000
    C C54 0.1448(10) -0.9134(9) -0.1727(5) 0.148(5) Uani 1.000000
    H H54a 0.085(10) -0.8407(10) -0.203(5) 0.222(7) Uiso 1.000000
    H H54b 0.209(3) -0.953(7) -0.212(5) 0.222(7) Uiso 1.000000
    H H54c 0.051(8) -0.956(7) -0.1339(8) 0.222(7) Uiso 1.000000
    C C35 0.5289(6) -0.7347(4) -0.5843(3) 0.0434(10) Uani 1.000000
    H H35 0.5509(6) -0.7354(4) -0.6400(3) 0.0521(12) Uiso 1.000000
    C C57 0.3378(15) -1.0945(7) -0.0075(6) 0.160(5) Uani 1.000000
    H H57a 0.4348(15) -1.151(5) 0.019(4) 0.241(7) Uiso 1.000000
    H H57b 0.259(12) -1.0626(17) 0.034(3) 0.241(7) Uiso 1.000000
    H H57c 0.262(12) -1.129(6) -0.0298(12) 0.241(7) Uiso 1.000000
    C C50 0.2002(12) -0.8543(9) -0.0482(5) 0.143(4) Uani 1.000000
    H H50a 0.1500(12) -0.7747(9) -0.0675(5) 0.172(5) Uiso 1.000000
    H H50b 0.0990(12) -0.8961(9) -0.0136(5) 0.172(5) Uiso 1.000000
    Cl Cl2 -0.1590(3) -0.9594(3) 0.1272(2) 0.411(7) Uani 1.000000
    Cl Cl1 -0.4320(3) -0.8155(3) 0.1924(3) 0.400(7) Uani 1.000000
    C C29 -0.2136(16) -0.8913(11) 0.1980(8) 0.273(12) Uani 1.000000
    H H29a -0.2098(16) -0.9451(11) 0.2541(8) 0.327(14) Uiso 1.000000
    H H29b -0.1211(16) -0.8409(11) 0.1884(8) 0.327(14) Uiso 1.000000
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    C3 C4 . 1.383(6) ?
    C3 C2 . 1.401(5) ?
    C3 C8 . 1.489(6) ?
    O7 C37 . 1.245(5) ?
    C37 C30 . 1.489(6) ?
    C37 N6 . 1.330(5) ?
    N3 C8 . 1.342(5) ?
    N3 C9 . 1.467(6) ?
    C31 C30 . 1.386(6) ?
    C31 C32 . 1.388(6) ?
    C4 C5 . 1.389(6) ?
    C30 C35 . 1.388(6) ?
    C32 C33 . 1.379(6) ?
    C32 C36 . 1.503(7) ?
    C1 C2 . 1.378(6) ?
    C1 C6 . 1.401(6) ?
    C1 C7 . 1.497(6) ?
    C6 C5 . 1.366(7) ?
    C33 C34 . 1.388(7) ?
    C34 N4 . 1.453(6) ?
    C34 C35 . 1.382(6) ?
    O4 C8 . 1.228(5) ?
    N6 C38 . 1.456(5) ?
    O8 C36 . 1.231(5) ?
    N2 C7 . 1.323(6) ?
    N2 C19 . 1.458(6) ?
    C5 N1 . 1.494(6) ?
    N4 O6 . 1.209(7) ?
    N4 O5 . 1.218(6) ?
    C38 C39 . 1.557(6) ?
    C38 C43 . 1.545(6) ?
    C7 O3 . 1.236(5) ?
    N1 O2 . 1.213(6) ?
    N1 O1 . 1.234(7) ?
    C36 N5 . 1.335(6) ?
    N5 C48 . 1.453(7) ?
    C10 C9 . 1.556(6) ?
    C10 C16 . 1.536(7) ?
    C10 C11 . 1.554(8) ?
    C10 C15 . 1.523(7) ?
    C19 C20 . 1.566(7) ?
    C19 C24 . 1.539(7) ?
    C9 C14 . 1.550(6) ?
    C48 C49 . 1.533(8) ?
    C48 C53 . 1.563(9) ?
    C39 C40 . 1.538(8) ?
    C39 C45 . 1.551(8) ?
    C39 C44 . 1.522(8) ?
    C20 C25 . 1.508(8) ?
    C20 C26 . 1.551(8) ?
    C20 C21 . 1.543(8) ?
    C43 C42 . 1.516(8) ?
    C16 C13 . 1.528(8) ?
    C16 C17 . 1.522(8) ?
    C16 C18 . 1.555(7) ?
    C13 C14 . 1.521(7) ?
    C13 C12 . 1.521(9) ?
    C49 C55 . 1.563(8) ?
    C49 C54 . 1.525(10) ?
    C49 C50 . 1.543(10) ?
    C42 C45 . 1.525(8) ?
    C42 C41 . 1.527(9) ?
    C23 C24 . 1.511(9) ?
    C23 C26 . 1.510(9) ?
    C23 C22 . 1.540(9) ?
    C55 C52 . 1.489(10) ?
    C55 C56 . 1.521(10) ?
    C55 C57 . 1.555(9) ?
    C40 C41 . 1.522(10) ?
    C45 C47 . 1.531(8) ?
    C45 C46 . 1.525(8) ?
    C52 C51 . 1.504(11) ?
    C52 C53 . 1.536(9) ?
    C11 C12 . 1.520(10) ?
    C26 C27 . 1.550(9) ?
    C26 C28 . 1.544(9) ?
    C21 C22 . 1.542(9) ?
    C51 C50 . 1.489(13) ?
    Cl2 C29 . 1.651(9) ?
    Cl1 C29 . 1.693(9) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C2 C3 C4 . . 119.1(4) ?
    C8 C3 C4 . . 122.2(4) ?
    C8 C3 C2 . . 118.5(4) ?
    C30 C37 O7 . . 119.9(4) ?
    N6 C37 O7 . . 122.9(4) ?
    N6 C37 C30 . . 117.2(4) ?
    C9 N3 C8 . . 121.0(3) ?
    C32 C31 C30 . . 121.6(4) ?
    C5 C4 C3 . . 117.6(4) ?
    C31 C30 C37 . . 121.2(4) ?
    C35 C30 C37 . . 119.8(4) ?
    C35 C30 C31 . . 118.9(4) ?
    C33 C32 C31 . . 119.7(4) ?
    C36 C32 C31 . . 117.3(4) ?
    C36 C32 C33 . . 122.9(4) ?
    C6 C1 C2 . . 118.8(4) ?
    C7 C1 C2 . . 122.2(4) ?
    C7 C1 C6 . . 118.5(4) ?
    C1 C2 C3 . . 122.2(4) ?
    C5 C6 C1 . . 118.1(4) ?
    C34 C33 C32 . . 118.4(4) ?
    N4 C34 C33 . . 118.1(4) ?
    C35 C34 C33 . . 122.3(4) ?
    C35 C34 N4 . . 119.5(4) ?
    C38 N6 C37 . . 123.0(3) ?
    C19 N2 C7 . . 123.9(4) ?
    N3 C8 C3 . . 117.5(3) ?
    O4 C8 C3 . . 119.4(4) ?
    O4 C8 N3 . . 123.2(4) ?
    C6 C5 C4 . . 124.2(4) ?
    N1 C5 C4 . . 117.1(4) ?
    N1 C5 C6 . . 118.6(4) ?
    O6 N4 C34 . . 117.9(5) ?
    O5 N4 C34 . . 118.8(5) ?
    O5 N4 O6 . . 123.3(5) ?
    C39 C38 N6 . . 116.0(4) ?
    C43 C38 N6 . . 112.9(4) ?
    C43 C38 C39 . . 102.7(4) ?
    N2 C7 C1 . . 117.2(4) ?
    O3 C7 C1 . . 118.8(4) ?
    O3 C7 N2 . . 124.0(4) ?
    O2 N1 C5 . . 116.3(5) ?
    O1 N1 C5 . . 116.7(5) ?
    O1 N1 O2 . . 126.9(5) ?
    O8 C36 C32 . . 118.8(4) ?
    N5 C36 C32 . . 117.4(4) ?
    N5 C36 O8 . . 123.7(4) ?
    C48 N5 C36 . . 121.6(4) ?
    C16 C10 C9 . . 103.6(3) ?
    C11 C10 C9 . . 101.2(4) ?
    C11 C10 C16 . . 101.2(4) ?
    C15 C10 C9 . . 114.5(4) ?
    C15 C10 C16 . . 118.8(5) ?
    C15 C10 C11 . . 115.1(5) ?
    C20 C19 N2 . . 115.8(4) ?
    C24 C19 N2 . . 115.0(4) ?
    C24 C19 C20 . . 102.2(4) ?
    C10 C9 N3 . . 116.5(4) ?
    C14 C9 N3 . . 111.7(4) ?
    C14 C9 C10 . . 102.5(4) ?
    C49 C48 N5 . . 117.2(5) ?
    C53 C48 N5 . . 112.3(5) ?
    C53 C48 C49 . . 103.0(4) ?
    C40 C39 C38 . . 102.9(5) ?
    C45 C39 C38 . . 103.1(4) ?
    C45 C39 C40 . . 100.9(4) ?
    C44 C39 C38 . . 114.5(4) ?
    C44 C39 C40 . . 114.7(5) ?
    C44 C39 C45 . . 118.6(5) ?
    C25 C20 C19 . . 115.1(4) ?
    C26 C20 C19 . . 102.7(4) ?
    C26 C20 C25 . . 118.7(5) ?
    C21 C20 C19 . . 103.0(5) ?
    C21 C20 C25 . . 114.2(5) ?
    C21 C20 C26 . . 100.9(4) ?
    C42 C43 C38 . . 103.2(4) ?
    C13 C16 C10 . . 93.8(4) ?
    C17 C16 C10 . . 115.8(4) ?
    C17 C16 C13 . . 115.5(4) ?
    C18 C16 C10 . . 113.4(4) ?
    C18 C16 C13 . . 112.2(5) ?
    C18 C16 C17 . . 106.2(5) ?
    C14 C13 C16 . . 101.6(4) ?
    C12 C13 C16 . . 104.3(5) ?
    C12 C13 C14 . . 108.2(5) ?
    C55 C49 C48 . . 102.8(4) ?
    C54 C49 C48 . . 112.1(5) ?
    C54 C49 C55 . . 121.3(7) ?
    C50 C49 C48 . . 103.4(6) ?
    C50 C49 C55 . . 99.5(5) ?
    C50 C49 C54 . . 115.4(7) ?
    C13 C14 C9 . . 102.8(4) ?
    C45 C42 C43 . . 102.1(4) ?
    C41 C42 C43 . . 108.6(5) ?
    C41 C42 C45 . . 102.8(5) ?
    C26 C23 C24 . . 102.9(4) ?
    C22 C23 C24 . . 106.3(6) ?
    C22 C23 C26 . . 103.1(5) ?
    C23 C24 C19 . . 104.3(4) ?
    C52 C55 C49 . . 93.5(5) ?
    C56 C55 C49 . . 114.3(5) ?
    C56 C55 C52 . . 116.3(7) ?
    C57 C55 C49 . . 114.5(6) ?
    C57 C55 C52 . . 112.0(6) ?
    C57 C55 C56 . . 106.3(6) ?
    C41 C40 C39 . . 104.4(5) ?
    C42 C45 C39 . . 93.6(4) ?
    C47 C45 C39 . . 114.4(5) ?
    C47 C45 C42 . . 115.7(5) ?
    C46 C45 C39 . . 113.7(5) ?
    C46 C45 C42 . . 111.9(6) ?
    C46 C45 C47 . . 107.3(5) ?
    C51 C52 C55 . . 105.2(7) ?
    C53 C52 C55 . . 102.2(5) ?
    C53 C52 C51 . . 108.0(7) ?
    C12 C11 C10 . . 104.7(5) ?
    C23 C26 C20 . . 94.5(5) ?
    C27 C26 C20 . . 114.2(5) ?
    C27 C26 C23 . . 113.7(5) ?
    C28 C26 C20 . . 114.4(5) ?
    C28 C26 C23 . . 114.1(5) ?
    C28 C26 C27 . . 106.0(6) ?
    C22 C21 C20 . . 104.1(5) ?
    C21 C22 C23 . . 102.4(5) ?
    C40 C41 C42 . . 102.8(5) ?
    C11 C12 C13 . . 102.2(5) ?
    C50 C51 C52 . . 102.5(6) ?
    C52 C53 C48 . . 101.6(5) ?
    C34 C35 C30 . . 118.9(4) ?
    C51 C50 C49 . . 105.4(6) ?
    Cl1 C29 Cl2 . . 110.8(6) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    N2 H2A O7 1_555 0.860(5) 2.066(5) 2.881(5) 158.0(4)
    N3 H3 O8 1_555 0.859(5) 2.210(5) 3.047(5) 164.5(4)
    N6 H6A O4 1_655 0.859(4) 2.133(4) 2.970(4) 164.5(4)
    C17 H17B O8 1_555 0.96(2) 2.55(3) 3.445(8) 156(2)
    C17 H17B N3 . 0.96(2) 2.553(14) 3.260(7) 131(2)
    C24 H24B Cl1 1_654 0.970(10) 2.766(8) 3.388(8) 122.5(5)
    C27 H27B O7 1_555 0.96(4) 2.56(4) 3.491(8) 164(2)
    C27 H27B N2 . 0.96(4) 2.60(3) 3.218(8) 122(3)
    C29 H29A O6 1_456 0.970(18) 2.492(14) 3.229(14) 132.7(13)
    C29 H29B O3 1_556 0.971(18) 2.411(13) 3.046(14) 122.7(12)
    C44 H44B N6 . 0.96(3) 2.62(3) 2.940(7) 100.0(19)
    C47 H47B O4 1_655 0.96(3) 2.42(3) 3.331(8) 157.8(14)
    C50 H50B Cl2 1_555 0.970(13) 2.721(9) 3.617(9) 154.0(10)
