# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1a
_audit_block_doi                 10.5517/ccdc.csd.cc1lyly2
_database_code_depnum_ccdc_archive 'CCDC 1488215'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2016-08-25 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         '2(C35 H29 Cl N2 O3), 3(H2 O)'
_chemical_formula_sum            'C70 H64 Cl2 N4 O9'
_chemical_formula_weight         1176.15

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/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.0376(11)
_cell_length_b                   22.8076(14)
_cell_length_c                   16.8356(12)
_cell_angle_alpha                90
_cell_angle_beta                 116.8714(18)
_cell_angle_gamma                90
_cell_volume                     6178.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9806
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      22.91

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_F_000             2472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.167
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42842
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.189
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10857
_reflns_number_gt                6666
_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 APEX2'
_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)+(0.0388P)²+5.6202P] 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         10857
_refine_ls_number_parameters     853
_refine_ls_number_restraints     105
_refine_ls_R_factor_all          0.1239
_refine_ls_R_factor_gt           0.0723
_refine_ls_wR_factor_ref         0.1746
_refine_ls_wR_factor_gt          0.1526
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.001

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 0.7817(3) 0.4140(2) 0.3162(4) 0.1040(17) Uani 1 1 d . . . . .
H1A H 0.7274 0.4316 0.2916 0.156 Uiso 1 1 calc R U . . .
H1B H 0.7983 0.4087 0.2700 0.156 Uiso 1 1 calc R U . . .
H1C H 0.8207 0.4392 0.3615 0.156 Uiso 1 1 calc R U . . .
C2 C 0.7793(3) 0.35508(19) 0.3566(3) 0.0812(13) Uani 1 1 d . . . . .
H2A H 0.7391 0.3302 0.3107 0.097 Uiso 1 1 calc R U . . .
H2B H 0.8334 0.3366 0.3779 0.097 Uiso 1 1 calc R U . . .
C3 C 0.7573(3) 0.35931(17) 0.4317(3) 0.0721(12) Uani 1 1 d . . . . .
H3A H 0.7029 0.3773 0.4099 0.086 Uiso 1 1 calc R U . . .
H3B H 0.7969 0.3851 0.4767 0.086 Uiso 1 1 calc R U . . .
C4 C 0.7560(3) 0.30105(17) 0.4753(3) 0.0777(13) Uani 1 1 d . . . . .
H4A H 0.8098 0.2822 0.4962 0.093 Uiso 1 1 calc R U . . .
H4B H 0.7460 0.3082 0.5264 0.093 Uiso 1 1 calc R U . . .
C5 C 0.6060(2) 0.26667(16) 0.3829(2) 0.0543(9) Uani 1 1 d . . . . .
C6 C 0.5587(3) 0.30549(18) 0.4045(3) 0.0718(12) Uani 1 1 d . . . . .
H6 H 0.5832 0.3353 0.4459 0.086 Uiso 1 1 calc R U . . .
C7 C 0.4754(3) 0.2982(2) 0.3627(4) 0.0863(14) Uani 1 1 d . . . . .
H7A H 0.4421 0.3235 0.3760 0.104 Uiso 1 1 calc R U . . .
C8 C 0.4381(3) 0.2541(2) 0.3006(3) 0.0778(13) Uani 1 1 d . . . . .
H8A H 0.3805 0.2509 0.2728 0.093 Uiso 1 1 calc R U . . .
C9 C 0.4844(2) 0.21451(17) 0.2788(3) 0.0612(10) Uani 1 1 d . . . . .
H9A H 0.4594 0.1847 0.2376 0.073 Uiso 1 1 calc R U . . .
C10 C 0.5690(2) 0.22182(14) 0.3213(2) 0.0471(9) Uani 1 1 d . . . . .
C11 C 0.7049(2) 0.21675(15) 0.3717(2) 0.0531(9) Uani 1 1 d . . . . .
H11 H 0.7572 0.2044 0.3806 0.064 Uiso 1 1 calc R U . . .
C12 C 0.6262(2) 0.14102(14) 0.2591(2) 0.0453(8) Uani 1 1 d . . . . .
H12 H 0.5678 0.1355 0.2161 0.054 Uiso 1 1 calc R U . . .
C13 C 0.6581(2) 0.08606(15) 0.3177(2) 0.0491(9) Uani 1 1 d . . . . .
C14 C 0.6054(2) 0.03363(14) 0.3036(2) 0.0469(8) Uani 1 1 d . . . . .
C15 C 0.5230(2) 0.03197(17) 0.2436(3) 0.0637(11) Uani 1 1 d . . . . .
H15 H 0.4984 0.0641 0.2072 0.076 Uiso 1 1 calc R U . . .
C16 C 0.4759(3) -0.01771(19) 0.2370(3) 0.0734(12) Uani 1 1 d . . . . .
H16 H 0.4199 -0.0188 0.1964 0.088 Uiso 1 1 calc R U . . .
C17 C 0.5116(3) -0.06441(17) 0.2898(3) 0.0625(11) Uani 1 1 d . . . . .
C18 C 0.5944(3) -0.06478(17) 0.3491(3) 0.0709(12) Uani 1 1 d . . . . .
H18 H 0.6185 -0.0975 0.3844 0.085 Uiso 1 1 calc R U . . .
C19 C 0.6413(2) -0.01532(16) 0.3553(3) 0.0615(11) Uani 1 1 d . . . . .
H19 H 0.6977 -0.0150 0.3948 0.074 Uiso 1 1 calc R U . . .
C20 C 0.5974(3) 0.08717(16) 0.0730(3) 0.0601(10) Uani 1 1 d . . . . .
H20 H 0.5540 0.1140 0.0556 0.072 Uiso 1 1 calc R U . . .
C21 C 0.5890(3) 0.0383(2) 0.0208(3) 0.0808(13) Uani 1 1 d . . . . .
H21 H 0.5406 0.0328 -0.0319 0.097 Uiso 1 1 calc R U . . .
C22 C 0.6520(4) -0.0020(2) 0.0470(4) 0.1020(18) Uani 1 1 d . . . . .
H22 H 0.6465 -0.0351 0.0126 0.122 Uiso 1 1 calc R U . . .
C23 C 0.7231(4) 0.0072(2) 0.1241(4) 0.1025(18) Uani 1 1 d . . . . .
H23 H 0.7659 -0.0202 0.1421 0.123 Uiso 1 1 calc R U . . .
C24 C 0.7325(3) 0.05628(18) 0.1758(3) 0.0766(13) Uani 1 1 d . . . . .
H24 H 0.7816 0.0621 0.2277 0.092 Uiso 1 1 calc R U . . .
C25 C 0.6693(2) 0.09663(15) 0.1505(3) 0.0508(9) Uani 1 1 d . . . . .
C26 C 0.6790(2) 0.14998(14) 0.2088(2) 0.0483(9) Uani 1 1 d . . . . .
H26 H 0.7372 0.1507 0.2540 0.058 Uiso 1 1 calc R U . . .
C27 C 0.6625(2) 0.20753(14) 0.1607(2) 0.0480(9) Uani 1 1 d . . . . .
C28 C 0.5870(2) 0.23589(16) 0.1082(3) 0.0531(9) Uani 1 1 d . . . . .
C29 C 0.6059(3) 0.29157(15) 0.0742(3) 0.0565(10) Uani 1 1 d . . . . .
C30 C 0.5543(3) 0.33350(18) 0.0179(3) 0.0752(13) Uani 1 1 d . . . . .
H30 H 0.4968 0.3305 -0.0056 0.090 Uiso 1 1 calc R U . . .
C31 C 0.5920(4) 0.3812(2) -0.0028(3) 0.0918(16) Uani 1 1 d . . . . .
H31 H 0.5587 0.4104 -0.0409 0.110 Uiso 1 1 calc R U . . .
C32 C 0.6756(4) 0.3856(2) 0.0314(4) 0.0936(16) Uani 1 1 d . . . . .
H32 H 0.6987 0.4180 0.0174 0.112 Uiso 1 1 calc R U . . .
C33 C 0.7274(3) 0.34268(19) 0.0870(3) 0.0809(13) Uani 1 1 d . . . . .
H33 H 0.7848 0.3453 0.1099 0.097 Uiso 1 1 calc R U . . .
C34 C 0.6905(3) 0.29574(16) 0.1072(3) 0.0579(10) Uani 1 1 d . . . . .
C35 C 0.7285(3) 0.24249(16) 0.1626(3) 0.0578(10) Uani 1 1 d . . . . .
C36 C 0.3738(5) 0.4731(3) -0.1107(6) 0.172(3) Uani 1 1 d . . . . .
H36A H 0.4163 0.4634 -0.1280 0.258 Uiso 1 1 calc R U . . .
H36B H 0.3988 0.4902 -0.0524 0.258 Uiso 1 1 calc R U . . .
H36C H 0.3358 0.5006 -0.1525 0.258 Uiso 1 1 calc R U . . .
C37 C 0.3286(4) 0.4197(3) -0.1098(5) 0.135(2) Uani 1 1 d . . . . .
H37A H 0.3661 0.3949 -0.0615 0.162 Uiso 1 1 calc R U . . .
H37B H 0.2834 0.4307 -0.0967 0.162 Uiso 1 1 calc R U . . .
C38 C 0.2950(4) 0.3857(3) -0.1900(5) 0.121(2) Uani 1 1 d . . . . .
H38A H 0.3385 0.3792 -0.2078 0.145 Uiso 1 1 calc R U . . .
H38B H 0.2517 0.4085 -0.2365 0.145 Uiso 1 1 calc R U . . .
C39 C 0.2593(3) 0.3273(2) -0.1843(3) 0.0792(14) Uani 1 1 d . . . . .
H39A H 0.2413 0.3069 -0.2406 0.095 Uiso 1 1 calc R U . . .
H39B H 0.3022 0.3039 -0.1384 0.095 Uiso 1 1 calc R U . . .
C40 C 0.1079(2) 0.34767(14) -0.2236(2) 0.0472(9) Uani 1 1 d . . . . .
C41 C 0.0720(3) 0.36078(17) -0.3138(3) 0.0617(10) Uani 1 1 d . . . . .
H41 H 0.1032 0.3619 -0.3451 0.074 Uiso 1 1 calc R U . . .
C42 C -0.0108(3) 0.37194(19) -0.3540(3) 0.0711(12) Uani 1 1 d . . . . .
H42 H -0.0371 0.3804 -0.4146 0.085 Uiso 1 1 calc R U . . .
C43 C -0.0574(3) 0.37112(18) -0.3069(3) 0.0682(11) Uani 1 1 d . . . . .
H43 H -0.1140 0.3790 -0.3369 0.082 Uiso 1 1 calc R U . . .
C44 C -0.0217(2) 0.35896(16) -0.2168(2) 0.0543(9) Uani 1 1 d . . . . .
H44 H -0.0529 0.3588 -0.1853 0.065 Uiso 1 1 calc R U . . .
C45 C 0.0621(2) 0.34705(13) -0.1759(2) 0.0403(8) Uani 1 1 d . . . . .
C46 C 0.1916(2) 0.32504(16) -0.0851(3) 0.0550(10) Uani 1 1 d . . . . .
H46 H 0.2396 0.3156 -0.0339 0.066 Uiso 1 1 calc R U . . .
C47 C 0.0983(2) 0.33418(14) -0.0121(2) 0.0437(8) Uani 1 1 d . . . . .
H47 H 0.0398 0.3239 -0.0319 0.052 Uiso 1 1 calc R U . . .
C48 C 0.1138(2) 0.39729(14) 0.0256(2) 0.0453(8) Uani 1 1 d . . . . .
C49 C 0.0567(2) 0.42229(13) 0.0579(2) 0.0444(8) Uani 1 1 d . . . . .
C50 C -0.0270(2) 0.40934(15) 0.0198(3) 0.0570(10) Uani 1 1 d . . . . .
H50 H -0.0498 0.3847 -0.0295 0.068 Uiso 1 1 calc R U . . .
C51 C -0.0773(2) 0.43253(17) 0.0539(3) 0.0621(11) Uani 1 1 d . . . . .
H51 H -0.1339 0.4244 0.0272 0.074 Uiso 1 1 calc R U . . .
C52 C -0.0430(3) 0.46744(16) 0.1271(3) 0.0594(10) Uani 1 1 d . . . . .
C53 C 0.0398(3) 0.48196(17) 0.1661(3) 0.0690(12) Uani 1 1 d . . . . .
H53 H 0.0623 0.5062 0.2159 0.083 Uiso 1 1 calc R U . . .
C54 C 0.0887(2) 0.45984(16) 0.1299(3) 0.0615(11) Uani 1 1 d . . . . .
H54 H 0.1444 0.4704 0.1545 0.074 Uiso 1 1 calc R U . . .
C55 C 0.2278(8) 0.3315(5) 0.2179(8) 0.075(3) Uani 0.545(17) 1 d . U P A 1
H55A H 0.284(5) 0.339(3) 0.202(5) 0.090 Uiso 0.545(17) 1 d . U P A 1
C56 C 0.2285(9) 0.3438(5) 0.3007(7) 0.096(3) Uani 0.545(17) 1 d . U P A 1
H56A H 0.2755 0.3595 0.3476 0.116 Uiso 0.545(17) 1 calc R U P A 1
C57 C 0.1561(12) 0.3318(8) 0.3107(11) 0.102(4) Uani 0.545(17) 1 d . U P A 1
H57A H 0.1535 0.3427 0.3626 0.122 Uiso 0.545(17) 1 calc R U P A 1
C58 C 0.0921(12) 0.3050(6) 0.2459(9) 0.091(3) Uani 0.545(17) 1 d . U P A 1
H58A H 0.0472 0.2943 0.2557 0.110 Uiso 0.545(17) 1 calc R U P A 1
C59 C 0.0895(9) 0.2926(6) 0.1659(8) 0.073(3) Uani 0.545(17) 1 d . U P A 1
H59A H 0.0416 0.2757 0.1220 0.087 Uiso 0.545(17) 1 calc R U P A 1
C60 C 0.1548(9) 0.3039(8) 0.1469(11) 0.060(3) Uani 0.545(17) 1 d . U P A 1
C55' C 0.1906(19) 0.3184(9) 0.2244(13) 0.136(7) Uani 0.455(17) 1 d . U P A 2
H55B H 0.2428 0.3284 0.2302 0.164 Uiso 0.455(17) 1 calc R U P A 2
C56' C 0.172(2) 0.3221(13) 0.2989(17) 0.143(7) Uani 0.455(17) 1 d . U P A 2
H56B H 0.2134 0.3307 0.3560 0.172 Uiso 0.455(17) 1 calc R U P A 2
C57' C 0.0887(19) 0.3121(10) 0.2812(13) 0.145(7) Uani 0.455(17) 1 d . U P A 2
H57B H 0.0748 0.3198 0.3271 0.173 Uiso 0.455(17) 1 calc R U P A 2
C58' C 0.0268(19) 0.2920(7) 0.2030(12) 0.128(6) Uani 0.455(17) 1 d . U P A 2
H58B H -0.0261 0.2826 0.1958 0.154 Uiso 0.455(17) 1 calc R U P A 2
C59' C 0.0506(17) 0.2868(9) 0.1328(13) 0.120(6) Uani 0.455(17) 1 d . U P A 2
H59B H 0.0115 0.2743 0.0769 0.144 Uiso 0.455(17) 1 calc R U P A 2
C60' C 0.130(2) 0.3000(13) 0.1459(18) 0.118(7) Uani 0.455(17) 1 d . U P A 2
C61 C 0.1539(3) 0.29181(15) 0.0630(2) 0.0540(10) Uani 1 1 d . . . . .
H61A H 0.2106 0.3004 0.0726 0.065 Uiso 0.545(17) 1 calc R U P A 1
H61B H 0.212(5) 0.303(3) 0.084(5) 0.065 Uiso 0.455(17) 1 d . U P A 2
C62 C 0.1403(2) 0.22816(14) 0.0345(2) 0.0455(8) Uani 1 1 d . . . . .
C63 C 0.2060(3) 0.18775(15) 0.0601(3) 0.0522(9) Uani 1 1 d . . . . .
C64 C 0.1685(3) 0.12898(15) 0.0246(3) 0.0537(10) Uani 1 1 d . . . . .
C65 C 0.2036(3) 0.07482(19) 0.0294(4) 0.0866(15) Uani 1 1 d . . . . .
H65 H 0.2607 0.0693 0.0606 0.104 Uiso 1 1 calc R U . . .
C66 C 0.1502(4) 0.0281(2) -0.0141(4) 0.1058(19) Uani 1 1 d . . . . .
H66 H 0.1724 -0.0089 -0.0125 0.127 Uiso 1 1 calc R U . . .
C67 C 0.0668(4) 0.0359(2) -0.0587(4) 0.1061(19) Uani 1 1 d . . . . .
H67 H 0.0327 0.0041 -0.0870 0.127 Uiso 1 1 calc R U . . .
C68 C 0.0320(3) 0.0900(2) -0.0628(4) 0.0893(15) Uani 1 1 d . . . . .
H68 H -0.0252 0.0953 -0.0934 0.107 Uiso 1 1 calc R U . . .
C69 C 0.0834(3) 0.13604(16) -0.0208(3) 0.0572(10) Uani 1 1 d . . . . .
C70 C 0.0649(2) 0.19849(16) -0.0126(3) 0.0574(10) Uani 1 1 d . . . . .
Cl1 Cl 0.45204(9) -0.12484(5) 0.28618(9) 0.0979(4) Uani 1 1 d . . . . .
Cl2 Cl -0.10535(8) 0.49490(6) 0.17312(10) 0.0953(4) Uani 1 1 d . . . . .
N1 N 0.6911(2) 0.26169(12) 0.4125(2) 0.0564(8) Uani 1 1 d . . . . .
N2 N 0.63384(17) 0.19170(11) 0.31632(19) 0.0452(7) Uani 1 1 d . . . . .
N3 N 0.11667(17) 0.33201(11) -0.08845(18) 0.0429(7) Uani 1 1 d . . . . .
N4 N 0.18819(18) 0.33340(13) -0.1639(2) 0.0559(8) Uani 1 1 d . . . . .
O1 O 0.72933(16) 0.08751(11) 0.37692(19) 0.0696(8) Uani 1 1 d . . . . .
O2 O 0.51459(17) 0.22023(12) 0.09152(19) 0.0704(8) Uani 1 1 d . . . . .
O3 O 0.80471(18) 0.23293(13) 0.2015(2) 0.0807(9) Uani 1 1 d . . . . .
O4 O 0.17513(16) 0.42248(11) 0.03232(19) 0.0674(8) Uani 1 1 d . . . . .
O5 O 0.28195(19) 0.19628(12) 0.1042(2) 0.0851(10) Uani 1 1 d . . . . .
O6 O -0.00718(19) 0.21710(14) -0.0428(3) 0.1008(11) Uani 1 1 d . . . . .
O7 O 0.87469(18) 0.29725(13) 0.8774(2) 0.0764(9) Uani 1 1 d D . . . .
O8 O 0.4045(2) 0.12998(14) 0.0825(3) 0.1061(12) Uani 1 1 d D . . . .
O9 O 0.3644(2) 0.28473(18) 0.0555(3) 0.1120(13) Uani 1 1 d D . . . .
H7B H 0.849(2) 0.2859(15) 0.8161(6) 0.091(16) Uiso 1 1 d D . . . .
H7C H 0.9154(19) 0.2675(12) 0.907(2) 0.15(2) Uiso 1 1 d D . . . .
H9B H 0.354(3) 0.2537(12) 0.0136(18) 0.12(2) Uiso 1 1 d D . . . .
H8B H 0.4515(16) 0.143(3) 0.076(3) 1.4(4) Uiso 1 1 d D . . . .
H9C H 0.4211(15) 0.279(3) 0.098(3) 0.40(8) Uiso 1 1 d D . . . .
H8C H 0.365(2) 0.1609(15) 0.058(7) 0.71(16) Uiso 1 1 d 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 1.516(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.490(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.523(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.475(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N1 1.387(5) . ?
C5 C6 1.388(5) . ?
C5 C10 1.394(5) . ?
C6 C7 1.351(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.387(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.387(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.372(5) . ?
C9 H9A 0.9300 . ?
C10 N2 1.391(4) . ?
C11 N1 1.319(4) . ?
C11 N2 1.326(4) . ?
C11 H11 0.9300 . ?
C12 N2 1.471(4) . ?
C12 C13 1.537(5) . ?
C12 C26 1.548(5) . ?
C12 H12 0.9800 . ?
C13 O1 1.220(4) . ?
C13 C14 1.478(5) . ?
C14 C15 1.369(5) . ?
C14 C19 1.384(5) . ?
C15 C16 1.390(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.349(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.371(5) . ?
C17 Cl1 1.732(4) . ?
C18 C19 1.386(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C25 1.379(5) . ?
C20 C21 1.384(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.370(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.367(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.381(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.375(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.523(5) . ?
C26 C27 1.499(5) . ?
C26 H26 0.9800 . ?
C27 C28 1.402(5) . ?
C27 C35 1.420(5) . ?
C28 O2 1.257(4) . ?
C28 C29 1.495(5) . ?
C29 C34 1.370(5) . ?
C29 C30 1.372(5) . ?
C30 C31 1.408(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.353(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.384(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.382(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.496(5) . ?
C35 O3 1.246(4) . ?
C36 C37 1.470(8) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.431(8) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.500(7) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 N4 1.477(5) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 N4 1.377(4) . ?
C40 C45 1.387(5) . ?
C40 C41 1.388(5) . ?
C41 C42 1.355(5) . ?
C41 H41 0.9300 . ?
C42 C43 1.391(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.383(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.376(5) . ?
C44 H44 0.9300 . ?
C45 N3 1.395(4) . ?
C46 N4 1.314(5) . ?
C46 N3 1.336(4) . ?
C46 H46 0.9300 . ?
C47 N3 1.466(4) . ?
C47 C61 1.547(5) . ?
C47 C48 1.547(4) . ?
C47 H47 0.9800 . ?
C48 O4 1.205(4) . ?
C48 C49 1.479(5) . ?
C49 C54 1.380(5) . ?
C49 C50 1.380(5) . ?
C50 C51 1.380(5) . ?
C50 H50 0.9300 . ?
C51 C52 1.358(5) . ?
C51 H51 0.9300 . ?
C52 C53 1.374(5) . ?
C52 Cl2 1.745(4) . ?
C53 C54 1.375(5) . ?
C53 H53 0.9300 . ?
C54 H54 0.9300 . ?
C55 C56 1.417(15) . ?
C55 C60 1.462(18) . ?
C55 H55A 1.17(8) . ?
C56 C57 1.42(2) . ?
C56 H56A 0.9300 . ?
C57 C58 1.33(3) . ?
C57 H57A 0.9300 . ?
C58 C59 1.356(16) . ?
C58 H58A 0.9300 . ?
C59 C60 1.378(17) . ?
C59 H59A 0.9300 . ?
C60 C61 1.432(16) . ?
C55' C60' 1.35(3) . ?
C55' C56' 1.44(3) . ?
C55' H55B 0.9300 . ?
C56' C57' 1.42(4) . ?
C56' H56B 0.9300 . ?
C57' C58' 1.36(3) . ?
C57' H57B 0.9300 . ?
C58' C59' 1.43(2) . ?
C58' H58B 0.9300 . ?
C59' C60' 1.38(3) . ?
C59' H59B 0.9300 . ?
C60' C61 1.65(2) . ?
C61 C62 1.514(5) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.98(7) . ?
C62 C70 1.401(5) . ?
C62 C63 1.406(5) . ?
C63 O5 1.244(4) . ?
C63 C64 1.498(5) . ?
C64 C65 1.373(5) . ?
C64 C69 1.381(5) . ?
C65 C66 1.400(7) . ?
C65 H65 0.9300 . ?
C66 C67 1.355(7) . ?
C66 H66 0.9300 . ?
C67 C68 1.374(7) . ?
C67 H67 0.9300 . ?
C68 C69 1.367(6) . ?
C68 H68 0.9300 . ?
C69 C70 1.483(5) . ?
C70 O6 1.237(4) . ?
O7 H7B 0.9571(10) . ?
O7 H7C 0.9570(10) . ?
O8 H8B 0.9570(11) . ?
O8 H8C 0.9570(11) . ?
O9 H9B 0.9570(10) . ?
O9 H9C 0.9570(11) . ?

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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 113.3(4) . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 114.8(4) . . ?
C2 C3 H3A 108.6 . . ?
C4 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
C4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.5 . . ?
N1 C4 C3 111.5(3) . . ?
N1 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 108.0 . . ?
N1 C5 C6 132.1(4) . . ?
N1 C5 C10 106.7(3) . . ?
C6 C5 C10 121.2(4) . . ?
C7 C6 C5 117.1(4) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
C6 C7 C8 121.9(4) . . ?
C6 C7 H7A 119.0 . . ?
C8 C7 H7A 119.0 . . ?
C7 C8 C9 121.8(4) . . ?
C7 C8 H8A 119.1 . . ?
C9 C8 H8A 119.1 . . ?
C10 C9 C8 116.4(4) . . ?
C10 C9 H9A 121.8 . . ?
C8 C9 H9A 121.8 . . ?
C9 C10 N2 132.5(3) . . ?
C9 C10 C5 121.6(3) . . ?
N2 C10 C5 105.9(3) . . ?
N1 C11 N2 110.5(3) . . ?
N1 C11 H11 124.7 . . ?
N2 C11 H11 124.7 . . ?
N2 C12 C13 108.8(3) . . ?
N2 C12 C26 110.8(3) . . ?
C13 C12 C26 108.3(3) . . ?
N2 C12 H12 109.6 . . ?
C13 C12 H12 109.6 . . ?
C26 C12 H12 109.6 . . ?
O1 C13 C14 121.1(3) . . ?
O1 C13 C12 116.9(3) . . ?
C14 C13 C12 122.0(3) . . ?
C15 C14 C19 119.0(3) . . ?
C15 C14 C13 123.1(3) . . ?
C19 C14 C13 117.9(3) . . ?
C14 C15 C16 120.1(4) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 119.9(4) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 121.5(4) . . ?
C16 C17 Cl1 120.1(3) . . ?
C18 C17 Cl1 118.3(3) . . ?
C17 C18 C19 118.5(4) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C14 C19 C18 120.8(4) . . ?
C14 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C25 C20 C21 120.8(4) . . ?
C25 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 119.9(5) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 C21 119.3(5) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C24 121.2(5) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 120.0(5) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C20 118.8(4) . . ?
C24 C25 C26 119.9(4) . . ?
C20 C25 C26 121.3(3) . . ?
C27 C26 C25 114.5(3) . . ?
C27 C26 C12 112.9(3) . . ?
C25 C26 C12 109.1(3) . . ?
C27 C26 H26 106.6 . . ?
C25 C26 H26 106.6 . . ?
C12 C26 H26 106.6 . . ?
C28 C27 C35 108.7(3) . . ?
C28 C27 C26 130.0(3) . . ?
C35 C27 C26 121.3(3) . . ?
O2 C28 C27 128.7(3) . . ?
O2 C28 C29 123.4(3) . . ?
C27 C28 C29 107.9(3) . . ?
C34 C29 C30 121.0(4) . . ?
C34 C29 C28 108.0(3) . . ?
C30 C29 C28 131.0(4) . . ?
C29 C30 C31 117.2(5) . . ?
C29 C30 H30 121.4 . . ?
C31 C30 H30 121.4 . . ?
C32 C31 C30 121.4(4) . . ?
C32 C31 H31 119.3 . . ?
C30 C31 H31 119.3 . . ?
C31 C32 C33 121.2(5) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 H32 119.4 . . ?
C34 C33 C32 117.5(5) . . ?
C34 C33 H33 121.3 . . ?
C32 C33 H33 121.3 . . ?
C29 C34 C33 121.7(4) . . ?
C29 C34 C35 108.0(3) . . ?
C33 C34 C35 130.3(4) . . ?
O3 C35 C27 128.9(4) . . ?
O3 C35 C34 123.7(4) . . ?
C27 C35 C34 107.4(3) . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C37 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 C36 116.1(7) . . ?
C38 C37 H37A 108.3 . . ?
C36 C37 H37A 108.3 . . ?
C38 C37 H37B 108.3 . . ?
C36 C37 H37B 108.3 . . ?
H37A C37 H37B 107.4 . . ?
C37 C38 C39 115.6(6) . . ?
C37 C38 H38A 108.4 . . ?
C39 C38 H38A 108.4 . . ?
C37 C38 H38B 108.4 . . ?
C39 C38 H38B 108.4 . . ?
H38A C38 H38B 107.4 . . ?
N4 C39 C38 111.9(4) . . ?
N4 C39 H39A 109.2 . . ?
C38 C39 H39A 109.2 . . ?
N4 C39 H39B 109.2 . . ?
C38 C39 H39B 109.2 . . ?
H39A C39 H39B 107.9 . . ?
N4 C40 C45 106.3(3) . . ?
N4 C40 C41 131.8(3) . . ?
C45 C40 C41 122.0(3) . . ?
C42 C41 C40 116.8(4) . . ?
C42 C41 H41 121.6 . . ?
C40 C41 H41 121.6 . . ?
C41 C42 C43 121.7(4) . . ?
C41 C42 H42 119.2 . . ?
C43 C42 H42 119.2 . . ?
C44 C43 C42 121.8(4) . . ?
C44 C43 H43 119.1 . . ?
C42 C43 H43 119.1 . . ?
C45 C44 C43 116.7(4) . . ?
C45 C44 H44 121.7 . . ?
C43 C44 H44 121.7 . . ?
C44 C45 C40 121.0(3) . . ?
C44 C45 N3 131.9(3) . . ?
C40 C45 N3 107.1(3) . . ?
N4 C46 N3 110.8(3) . . ?
N4 C46 H46 124.6 . . ?
N3 C46 H46 124.6 . . ?
N3 C47 C61 112.0(3) . . ?
N3 C47 C48 108.7(3) . . ?
C61 C47 C48 108.4(3) . . ?
N3 C47 H47 109.2 . . ?
C61 C47 H47 109.2 . . ?
C48 C47 H47 109.2 . . ?
O4 C48 C49 122.9(3) . . ?
O4 C48 C47 118.1(3) . . ?
C49 C48 C47 118.9(3) . . ?
C54 C49 C50 118.4(3) . . ?
C54 C49 C48 118.6(3) . . ?
C50 C49 C48 123.0(3) . . ?
C49 C50 C51 120.8(4) . . ?
C49 C50 H50 119.6 . . ?
C51 C50 H50 119.6 . . ?
C52 C51 C50 119.2(4) . . ?
C52 C51 H51 120.4 . . ?
C50 C51 H51 120.4 . . ?
C51 C52 C53 121.7(4) . . ?
C51 C52 Cl2 119.6(3) . . ?
C53 C52 Cl2 118.7(3) . . ?
C52 C53 C54 118.4(4) . . ?
C52 C53 H53 120.8 . . ?
C54 C53 H53 120.8 . . ?
C53 C54 C49 121.4(4) . . ?
C53 C54 H54 119.3 . . ?
C49 C54 H54 119.3 . . ?
C56 C55 C60 119.6(11) . . ?
C56 C55 H55A 125(4) . . ?
C60 C55 H55A 116(4) . . ?
C55 C56 C57 118.7(11) . . ?
C55 C56 H56A 120.6 . . ?
C57 C56 H56A 120.6 . . ?
C58 C57 C56 119.9(13) . . ?
C58 C57 H57A 120.1 . . ?
C56 C57 H57A 120.1 . . ?
C57 C58 C59 122.7(16) . . ?
C57 C58 H58A 118.7 . . ?
C59 C58 H58A 118.7 . . ?
C58 C59 C60 122.8(12) . . ?
C58 C59 H59A 118.6 . . ?
C60 C59 H59A 118.6 . . ?
C59 C60 C61 124.3(13) . . ?
C59 C60 C55 116.1(12) . . ?
C61 C60 C55 119.6(10) . . ?
C60' C55' C56' 118(2) . . ?
C60' C55' H55B 120.9 . . ?
C56' C55' H55B 120.9 . . ?
C57' C56' C55' 117(3) . . ?
C57' C56' H56B 121.7 . . ?
C55' C56' H56B 121.7 . . ?
C58' C57' C56' 126(2) . . ?
C58' C57' H57B 117.1 . . ?
C56' C57' H57B 117.1 . . ?
C57' C58' C59' 114(2) . . ?
C57' C58' H58B 123.1 . . ?
C59' C58' H58B 123.1 . . ?
C60' C59' C58' 121.8(19) . . ?
C60' C59' H59B 119.1 . . ?
C58' C59' H59B 119.1 . . ?
C55' C60' C59' 123(2) . . ?
C55' C60' C61 117(2) . . ?
C59' C60' C61 119(2) . . ?
C60 C61 C62 115.1(7) . . ?
C60 C61 C47 113.6(7) . . ?
C62 C61 C47 112.8(3) . . ?
C62 C61 C60' 108.1(11) . . ?
C47 C61 C60' 107.5(10) . . ?
C60 C61 H61A 104.6 . . ?
C62 C61 H61A 104.6 . . ?
C47 C61 H61A 104.6 . . ?
C62 C61 H61B 111(5) . . ?
C47 C61 H61B 109(5) . . ?
C60' C61 H61B 109(5) . . ?
C70 C62 C63 109.0(3) . . ?
C70 C62 C61 128.3(3) . . ?
C63 C62 C61 122.5(3) . . ?
O5 C63 C62 129.0(4) . . ?
O5 C63 C64 123.7(3) . . ?
C62 C63 C64 107.4(3) . . ?
C65 C64 C69 120.3(4) . . ?
C65 C64 C63 132.0(4) . . ?
C69 C64 C63 107.7(3) . . ?
C64 C65 C66 117.7(5) . . ?
C64 C65 H65 121.2 . . ?
C66 C65 H65 121.2 . . ?
C67 C66 C65 121.3(5) . . ?
C67 C66 H66 119.4 . . ?
C65 C66 H66 119.4 . . ?
C66 C67 C68 120.9(5) . . ?
C66 C67 H67 119.6 . . ?
C68 C67 H67 119.6 . . ?
C69 C68 C67 118.5(5) . . ?
C69 C68 H68 120.8 . . ?
C67 C68 H68 120.8 . . ?
C68 C69 C64 121.4(4) . . ?
C68 C69 C70 131.0(4) . . ?
C64 C69 C70 107.5(3) . . ?
O6 C70 C62 129.6(4) . . ?
O6 C70 C69 122.0(4) . . ?
C62 C70 C69 108.3(3) . . ?
C11 N1 C5 108.4(3) . . ?
C11 N1 C4 124.7(4) . . ?
C5 N1 C4 126.8(3) . . ?
C11 N2 C10 108.4(3) . . ?
C11 N2 C12 125.0(3) . . ?
C10 N2 C12 126.5(3) . . ?
C46 N3 C45 106.9(3) . . ?
C46 N3 C47 126.3(3) . . ?
C45 N3 C47 125.9(3) . . ?
C46 N4 C40 109.0(3) . . ?
C46 N4 C39 124.9(3) . . ?
C40 N4 C39 126.1(3) . . ?
H7B O7 H7C 104.5(2) . . ?
H8B O8 H8C 104.5(2) . . ?
H9B O9 H9C 104.5(2) . . ?

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
O8 H8C O5 0.9570(11) 2.13(8) 2.834(5) 130(8) .
O9 H9C O2 0.9570(11) 2.20(4) 2.896(4) 128(3) .
O8 H8B O2 0.9570(11) 2.04(6) 2.816(5) 137(7) .
O7 H7C O6 0.9570(10) 1.709(6) 2.664(4) 176(4) 1_656
O7 H7B O3 0.9571(10) 1.775(5) 2.732(5) 178(4) 4_566

_refine_diff_density_max         0.278
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_1c
_audit_block_doi                 10.5517/ccdc.csd.cc1lylz3
_database_code_depnum_ccdc_archive 'CCDC 1488216'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2016-08-25 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         'C36 H31 Cl N2 O3, C3 H7 N O, 2(H2 O) '
_chemical_formula_sum            'C39 H42 Cl N3 O6'
_chemical_formula_weight         684.20

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/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.8753(17)
_cell_length_b                   16.060(3)
_cell_length_c                   26.020(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.574(6)
_cell_angle_gamma                90
_cell_volume                     3697.1(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9870
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.94

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.152
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50393
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_av_R_equivalents  0.0629
_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       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.491
_diffrn_reflns_theta_max         26.000
_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             7250
_reflns_number_gt                4929
_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 APEX2'
_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)+(0.0979P)²+0.5427P] 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         7250
_refine_ls_number_parameters     462
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1745
_refine_ls_wR_factor_gt          0.1533
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.8402(5) 0.4803(3) 0.93632(13) 0.1202(15) Uani 1 1 d . . . . .
H1A H 0.9077 0.4429 0.9555 0.180 Uiso 1 1 calc R U . . .
H1B H 0.7397 0.4730 0.9467 0.180 Uiso 1 1 calc R U . . .
H1C H 0.8723 0.5366 0.9429 0.180 Uiso 1 1 calc R U . . .
C2 C 0.8419(4) 0.4618(2) 0.87928(11) 0.0841(9) Uani 1 1 d . . . . .
H2A H 0.8062 0.4053 0.8729 0.101 Uiso 1 1 calc R U . . .
H2B H 0.7721 0.4991 0.8602 0.101 Uiso 1 1 calc R U . . .
C3 C 0.9927(3) 0.47066(19) 0.85967(10) 0.0681(7) Uani 1 1 d . . . . .
H3A H 1.0650 0.4399 0.8822 0.082 Uiso 1 1 calc R U . . .
H3B H 1.0214 0.5289 0.8617 0.082 Uiso 1 1 calc R U . . .
C4 C 1.0051(2) 0.44088(16) 0.80454(9) 0.0516(6) Uani 1 1 d . . . . .
H4A H 1.1058 0.4530 0.7945 0.062 Uiso 1 1 calc R U . . .
H4B H 0.9913 0.3810 0.8032 0.062 Uiso 1 1 calc R U . . .
C5 C 0.8886(2) 0.56335(13) 0.75250(7) 0.0369(5) Uani 1 1 d . . . . .
C6 C 0.9861(3) 0.62971(15) 0.76458(9) 0.0517(6) Uani 1 1 d . . . . .
H6A H 1.0746 0.6230 0.7858 0.062 Uiso 1 1 calc R U . . .
C7 C 0.9451(3) 0.70534(16) 0.74354(10) 0.0612(7) Uani 1 1 d . . . . .
H7 H 1.0073 0.7511 0.7509 0.073 Uiso 1 1 calc R U . . .
C8 C 0.8122(3) 0.71568(15) 0.71129(10) 0.0609(7) Uani 1 1 d . . . . .
H8 H 0.7875 0.7683 0.6983 0.073 Uiso 1 1 calc R U . . .
C9 C 0.7174(3) 0.65001(14) 0.69833(8) 0.0474(5) Uani 1 1 d . . . . .
H9 H 0.6305 0.6566 0.6763 0.057 Uiso 1 1 calc R U . . .
C10 C 0.7580(2) 0.57332(12) 0.71975(7) 0.0354(5) Uani 1 1 d . . . . .
C11 C 0.7729(2) 0.44213(13) 0.74507(7) 0.0376(5) Uani 1 1 d . . . . .
H11 H 0.7506 0.3860 0.7490 0.045 Uiso 1 1 calc R U . . .
C12 C 0.5433(2) 0.47595(12) 0.68795(7) 0.0339(4) Uani 1 1 d . . . . .
H12 H 0.4924 0.5283 0.6779 0.041 Uiso 1 1 calc R U . . .
C13 C 0.5687(2) 0.42649(12) 0.63916(7) 0.0354(5) Uani 1 1 d . . . . .
C14 C 0.4686(2) 0.44188(13) 0.59143(7) 0.0381(5) Uani 1 1 d . . . . .
C15 C 0.3739(3) 0.50973(16) 0.58537(9) 0.0592(7) Uani 1 1 d . . . . .
H15 H 0.3718 0.5484 0.6119 0.071 Uiso 1 1 calc R U . . .
C16 C 0.2823(3) 0.52108(18) 0.54067(10) 0.0720(8) Uani 1 1 d . . . . .
H16 H 0.2203 0.5677 0.5367 0.086 Uiso 1 1 calc R U . . .
C17 C 0.2836(3) 0.46344(17) 0.50249(9) 0.0567(7) Uani 1 1 d . . . . .
C18 C 0.3747(3) 0.39578(19) 0.50719(10) 0.0711(8) Uani 1 1 d . . . . .
H18 H 0.3746 0.3569 0.4807 0.085 Uiso 1 1 calc R U . . .
C19 C 0.4675(3) 0.38527(17) 0.55175(9) 0.0621(7) Uani 1 1 d . . . . .
H19 H 0.5305 0.3390 0.5551 0.075 Uiso 1 1 calc R U . . .
C20 C 0.3913(2) 0.56191(14) 0.77407(8) 0.0411(5) Uani 1 1 d . . . . .
C21 C 0.3802(2) 0.58359(14) 0.82998(9) 0.0467(6) Uani 1 1 d . . . . .
C22 C 0.3503(3) 0.65867(17) 0.85277(10) 0.0628(7) Uani 1 1 d . . . . .
H22 H 0.3349 0.7068 0.8332 0.075 Uiso 1 1 calc R U . . .
C23 C 0.3442(4) 0.6599(2) 0.90587(13) 0.0840(10) Uani 1 1 d . . . . .
H23 H 0.3231 0.7094 0.9223 0.101 Uiso 1 1 calc R U . . .
C24 C 0.3689(4) 0.5887(3) 0.93422(12) 0.0873(10) Uani 1 1 d . . . . .
H24 H 0.3663 0.5913 0.9698 0.105 Uiso 1 1 calc R U . . .
C25 C 0.3981(3) 0.5116(2) 0.91116(10) 0.0715(8) Uani 1 1 d . . . . .
H25 H 0.4127 0.4633 0.9306 0.086 Uiso 1 1 calc R U . . .
C26 C 0.4041(2) 0.51136(15) 0.85838(8) 0.0479(6) Uani 1 1 d . . . . .
C27 C 0.4300(2) 0.44150(14) 0.82141(8) 0.0409(5) Uani 1 1 d . . . . .
C28 C 0.4209(2) 0.47568(12) 0.77140(7) 0.0346(5) Uani 1 1 d . . . . .
C29 C 0.4422(2) 0.42655(12) 0.72353(7) 0.0321(4) Uani 1 1 d . . . . .
H29 H 0.4984 0.3762 0.7344 0.038 Uiso 1 1 calc R U . . .
C30 C 0.2983(2) 0.39803(13) 0.69325(7) 0.0352(5) Uani 1 1 d . . . . .
C31 C 0.2915(2) 0.31910(14) 0.67159(8) 0.0456(5) Uani 1 1 d . . . . .
H31 H 0.3738 0.2836 0.6776 0.055 Uiso 1 1 calc R U . . .
C32 C 0.1656(3) 0.29146(17) 0.64122(9) 0.0592(7) Uani 1 1 d . . . . .
C33 C 0.1664(4) 0.2060(2) 0.61707(14) 0.1018(12) Uani 1 1 d . . . . .
H33A H 0.0647 0.1855 0.6120 0.153 Uiso 1 1 calc R U . . .
H33B H 0.2256 0.1688 0.6394 0.153 Uiso 1 1 calc R U . . .
H33C H 0.2095 0.2093 0.5844 0.153 Uiso 1 1 calc R U . . .
C34 C 0.0431(3) 0.3439(2) 0.63416(9) 0.0669(8) Uani 1 1 d . . . . .
H34 H -0.0431 0.3262 0.6145 0.080 Uiso 1 1 calc R U . . .
C35 C 0.0465(3) 0.42149(19) 0.65555(9) 0.0609(7) Uani 1 1 d . . . . .
H35 H -0.0377 0.4559 0.6504 0.073 Uiso 1 1 calc R U . . .
C36 C 0.1735(2) 0.44992(16) 0.68488(8) 0.0465(5) Uani 1 1 d . . . . .
H36 H 0.1751 0.5033 0.6988 0.056 Uiso 1 1 calc R U . . .
C37 C 0.2603(6) 0.7556(2) 0.06430(14) 0.0992(11) Uani 1 1 d . . . . .
H37 H 0.3114 0.7574 0.0969 0.119 Uiso 1 1 calc R U . . .
C38 C 0.0288(6) 0.7633(3) 0.01279(18) 0.153(2) Uani 1 1 d . . . . .
H38A H -0.0048 0.8181 0.0025 0.230 Uiso 1 1 calc R U . . .
H38B H -0.0571 0.7275 0.0148 0.230 Uiso 1 1 calc R U . . .
H38C H 0.0927 0.7415 -0.0121 0.230 Uiso 1 1 calc R U . . .
C39 C 0.0370(6) 0.7841(3) 0.10734(17) 0.154(2) Uani 1 1 d . . . . .
H39A H 0.1003 0.7662 0.1369 0.231 Uiso 1 1 calc R U . . .
H39B H -0.0572 0.7545 0.1060 0.231 Uiso 1 1 calc R U . . .
H39C H 0.0182 0.8427 0.1098 0.231 Uiso 1 1 calc R U . . .
Cl1 Cl 0.16616(10) 0.47866(6) 0.44655(3) 0.0951(3) Uani 1 1 d . . . . .
N1 N 0.89317(18) 0.48025(10) 0.76752(6) 0.0379(4) Uani 1 1 d . . . . .
N2 N 0.68851(17) 0.49520(10) 0.71609(6) 0.0333(4) Uani 1 1 d . . . . .
N3 N 0.1108(4) 0.76738(19) 0.06156(11) 0.0994(9) Uani 1 1 d . . . . .
O1 O 0.66518(17) 0.37281(10) 0.64126(6) 0.0500(4) Uani 1 1 d . . . . .
O2 O 0.37398(19) 0.61327(10) 0.73815(6) 0.0577(4) Uani 1 1 d . . . . .
O3 O 0.4539(2) 0.36760(10) 0.83475(6) 0.0598(5) Uani 1 1 d . . . . .
O4 O 0.3356(4) 0.74259(19) 0.02805(10) 0.1223(9) Uani 1 1 d . . . . .
O5 O 0.6843(2) 0.27582(13) 0.79011(9) 0.0681(5) Uani 1 1 d . . . . .
O6 O 0.3681(6) 0.2224(3) 0.42236(17) 0.1713(19) Uani 1 1 d . . . . .
H5B H 0.603(4) 0.2939(19) 0.8055(11) 0.080(10) Uiso 1 1 d . . . . .
H6B H 0.460(7) 0.209(4) 0.442(2) 0.20(3) Uiso 1 1 d . . . . .
H5A H 0.660(4) 0.228(2) 0.7791(12) 0.093(11) Uiso 1 1 d . . . . .
H6C H 0.358(5) 0.189(3) 0.4023(19) 0.139(19) 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
C1 C2 1.515(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.477(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.524(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.470(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N1 1.390(3) . ?
C5 C10 1.392(3) . ?
C5 C6 1.393(3) . ?
C6 C7 1.370(3) . ?
C6 H6A 0.9300 . ?
C7 C8 1.402(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.374(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.387(3) . ?
C9 H9 0.9300 . ?
C10 N2 1.398(3) . ?
C11 N1 1.325(2) . ?
C11 N2 1.329(3) . ?
C11 H11 0.9300 . ?
C12 N2 1.464(2) . ?
C12 C13 1.529(3) . ?
C12 C29 1.557(3) . ?
C12 H12 0.9800 . ?
C13 O1 1.213(2) . ?
C13 C14 1.489(3) . ?
C14 C19 1.375(3) . ?
C14 C15 1.378(3) . ?
C15 C16 1.377(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.359(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.354(4) . ?
C17 Cl1 1.739(2) . ?
C18 C19 1.378(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O2 1.247(3) . ?
C20 C28 1.412(3) . ?
C20 C21 1.507(3) . ?
C21 C22 1.379(3) . ?
C21 C26 1.383(3) . ?
C22 C23 1.387(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.368(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.409(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.508(3) . ?
C27 O3 1.250(3) . ?
C27 C28 1.409(3) . ?
C28 C29 1.499(3) . ?
C29 C30 1.517(3) . ?
C29 H29 0.9800 . ?
C30 C31 1.387(3) . ?
C30 C36 1.389(3) . ?
C31 C32 1.389(3) . ?
C31 H31 0.9300 . ?
C32 C34 1.376(4) . ?
C32 C33 1.510(4) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.365(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.387(3) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C37 O4 1.217(4) . ?
C37 N3 1.336(5) . ?
C37 H37 0.9300 . ?
C38 N3 1.413(5) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 N3 1.430(5) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
O5 H5B 0.90(3) . ?
O5 H5A 0.85(4) . ?
O6 H6B 0.95(6) . ?
O6 H6C 0.76(5) . ?

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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 113.5(3) . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 115.5(2) . . ?
C2 C3 H3A 108.4 . . ?
C4 C3 H3A 108.4 . . ?
C2 C3 H3B 108.4 . . ?
C4 C3 H3B 108.4 . . ?
H3A C3 H3B 107.5 . . ?
N1 C4 C3 112.70(19) . . ?
N1 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N1 C5 C10 106.66(16) . . ?
N1 C5 C6 131.86(19) . . ?
C10 C5 C6 121.48(19) . . ?
C7 C6 C5 116.6(2) . . ?
C7 C6 H6A 121.7 . . ?
C5 C6 H6A 121.7 . . ?
C6 C7 C8 121.9(2) . . ?
C6 C7 H7 119.1 . . ?
C8 C7 H7 119.1 . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 116.7(2) . . ?
C8 C9 H9 121.7 . . ?
C10 C9 H9 121.7 . . ?
C9 C10 C5 121.63(18) . . ?
C9 C10 N2 132.12(18) . . ?
C5 C10 N2 106.24(16) . . ?
N1 C11 N2 110.59(18) . . ?
N1 C11 H11 124.7 . . ?
N2 C11 H11 124.7 . . ?
N2 C12 C13 110.03(15) . . ?
N2 C12 C29 109.65(14) . . ?
C13 C12 C29 111.06(15) . . ?
N2 C12 H12 108.7 . . ?
C13 C12 H12 108.7 . . ?
C29 C12 H12 108.7 . . ?
O1 C13 C14 121.84(18) . . ?
O1 C13 C12 118.82(17) . . ?
C14 C13 C12 119.23(16) . . ?
C19 C14 C15 118.0(2) . . ?
C19 C14 C13 119.00(19) . . ?
C15 C14 C13 123.02(19) . . ?
C16 C15 C14 121.0(2) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 119.2(3) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C18 C17 C16 121.4(2) . . ?
C18 C17 Cl1 120.2(2) . . ?
C16 C17 Cl1 118.5(2) . . ?
C17 C18 C19 119.1(2) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C14 C19 C18 121.3(2) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
O2 C20 C28 128.62(19) . . ?
O2 C20 C21 123.9(2) . . ?
C28 C20 C21 107.51(18) . . ?
C22 C21 C26 122.0(2) . . ?
C22 C21 C20 130.3(2) . . ?
C26 C21 C20 107.64(18) . . ?
C21 C22 C23 117.7(3) . . ?
C21 C22 H22 121.1 . . ?
C23 C22 H22 121.1 . . ?
C24 C23 C22 120.5(3) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 122.1(3) . . ?
C23 C24 H24 118.9 . . ?
C25 C24 H24 118.9 . . ?
C26 C25 C24 116.7(3) . . ?
C26 C25 H25 121.6 . . ?
C24 C25 H25 121.6 . . ?
C25 C26 C21 120.9(2) . . ?
C25 C26 C27 131.2(2) . . ?
C21 C26 C27 107.94(19) . . ?
O3 C27 C28 128.49(19) . . ?
O3 C27 C26 124.11(19) . . ?
C28 C27 C26 107.40(19) . . ?
C27 C28 C20 109.51(18) . . ?
C27 C28 C29 124.10(18) . . ?
C20 C28 C29 126.38(17) . . ?
C28 C29 C30 115.71(15) . . ?
C28 C29 C12 110.05(15) . . ?
C30 C29 C12 110.25(14) . . ?
C28 C29 H29 106.8 . . ?
C30 C29 H29 106.8 . . ?
C12 C29 H29 106.8 . . ?
C31 C30 C36 118.46(19) . . ?
C31 C30 C29 119.63(18) . . ?
C36 C30 C29 121.86(19) . . ?
C30 C31 C32 122.0(2) . . ?
C30 C31 H31 119.0 . . ?
C32 C31 H31 119.0 . . ?
C34 C32 C31 118.1(2) . . ?
C34 C32 C33 122.1(3) . . ?
C31 C32 C33 119.8(3) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C32 120.9(2) . . ?
C35 C34 H34 119.6 . . ?
C32 C34 H34 119.6 . . ?
C34 C35 C36 121.0(2) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C35 C36 C30 119.4(2) . . ?
C35 C36 H36 120.3 . . ?
C30 C36 H36 120.3 . . ?
O4 C37 N3 126.0(4) . . ?
O4 C37 H37 117.0 . . ?
N3 C37 H37 117.0 . . ?
N3 C38 H38A 109.5 . . ?
N3 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N3 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N3 C39 H39A 109.5 . . ?
N3 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N3 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C11 N1 C5 108.37(16) . . ?
C11 N1 C4 124.65(18) . . ?
C5 N1 C4 126.87(17) . . ?
C11 N2 C10 108.15(15) . . ?
C11 N2 C12 125.62(16) . . ?
C10 N2 C12 126.13(16) . . ?
C37 N3 C38 118.6(4) . . ?
C37 N3 C39 120.1(4) . . ?
C38 N3 C39 121.3(4) . . ?
H5B O5 H5A 105(3) . . ?
H6B O6 H6C 105(5) . . ?

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
O5 H5B O3 0.90(3) 1.97(3) 2.843(3) 162(3) .
O6 H6B O4 0.95(6) 1.99(6) 2.854(6) 150(6) 2_645
O5 H5A O2 0.85(4) 1.91(4) 2.750(3) 172(3) 2_646
O6 H6C O3 0.76(5) 2.20(5) 2.854(4) 145(5) 4_565

_refine_diff_density_max         0.377
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_1j
_audit_block_doi                 10.5517/ccdc.csd.cc1lym05
_database_code_depnum_ccdc_archive 'CCDC 1488217'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2016-08-25 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         'C36 H32 N2 O3'
_chemical_formula_sum            'C36 H32 N2 O3'
_chemical_formula_weight         540.63

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   30.451(2)
_cell_length_b                   9.3827(7)
_cell_length_c                   25.6604(15)
_cell_angle_alpha                90
_cell_angle_beta                 123.198(3)
_cell_angle_gamma                90
_cell_volume                     6134.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6016
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      23.44

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            sorrel
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_F_000             2288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40857
_diffrn_reflns_av_unetI/netI     0.0817
_diffrn_reflns_av_R_equivalents  0.0957
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.598
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6034
_reflns_number_gt                3275
_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 APEX2'
_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)+(0.1598P)²+6.2227P] 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       0.0017(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6034
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1849
_refine_ls_R_factor_gt           0.1031
_refine_ls_wR_factor_ref         0.3124
_refine_ls_wR_factor_gt          0.2724
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.000
_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 0.9053(4) 0.3625(11) 1.0127(3) 0.157(4) Uani 1 1 d . . . . .
H1A H 0.9389 0.4032 1.0264 0.235 Uiso 1 1 calc R U . . .
H1B H 0.9102 0.2756 1.0350 0.235 Uiso 1 1 calc R U . . .
H1C H 0.8854 0.4285 1.0204 0.235 Uiso 1 1 calc R U . . .
C2 C 0.8761(3) 0.3314(9) 0.9439(3) 0.129(3) Uani 1 1 d . . . . .
H2A H 0.8981 0.2728 0.9359 0.155 Uiso 1 1 calc R U . . .
H2B H 0.8448 0.2770 0.9318 0.155 Uiso 1 1 calc R U . . .
C3 C 0.8610(2) 0.4572(7) 0.9057(3) 0.0890(17) Uani 1 1 d . . . . .
H3A H 0.8928 0.5083 0.9176 0.107 Uiso 1 1 calc R U . . .
H3B H 0.8412 0.5174 0.9166 0.107 Uiso 1 1 calc R U . . .
C4 C 0.82948(18) 0.4419(5) 0.8366(2) 0.0607(12) Uani 1 1 d . . . . .
H4A H 0.7949 0.4066 0.8231 0.073 Uiso 1 1 calc R U . . .
H4B H 0.8252 0.5352 0.8180 0.073 Uiso 1 1 calc R U . . .
C5 C 0.89995(14) 0.3654(4) 0.81694(16) 0.0412(9) Uani 1 1 d . . . . .
C6 C 0.93439(17) 0.4791(5) 0.83848(19) 0.0549(11) Uani 1 1 d . . . . .
H6 H 0.9288 0.5605 0.8548 0.066 Uiso 1 1 calc R U . . .
C7 C 0.97683(19) 0.4653(6) 0.8345(2) 0.0671(13) Uani 1 1 d . . . . .
H7 H 1.0005 0.5405 0.8476 0.080 Uiso 1 1 calc R U . . .
C8 C 0.98629(17) 0.3419(6) 0.8112(2) 0.0636(13) Uani 1 1 d . . . . .
H8 H 1.0165 0.3365 0.8105 0.076 Uiso 1 1 calc R U . . .
C9 C 0.95207(15) 0.2287(5) 0.78952(18) 0.0538(11) Uani 1 1 d . . . . .
H9 H 0.9580 0.1469 0.7737 0.065 Uiso 1 1 calc R U . . .
C10 C 0.90793(14) 0.2439(4) 0.79254(16) 0.0414(9) Uani 1 1 d . . . . .
C11 C 0.83409(15) 0.2186(5) 0.78808(18) 0.0468(10) Uani 1 1 d . . . . .
H11 H 0.8031 0.1804 0.7810 0.056 Uiso 1 1 calc R U . . .
C12 C 0.85578(15) 0.0191(4) 0.74095(17) 0.0438(10) Uani 1 1 d . . . . .
H12 H 0.8869 -0.0052 0.7406 0.053 Uiso 1 1 calc R U . . .
C13 C 0.80795(18) 0.0378(4) 0.6722(2) 0.0506(11) Uani 1 1 d . . . . .
C14 C 0.8109(2) -0.0068(5) 0.6198(2) 0.0613(12) Uani 1 1 d . . . . .
C15 C 0.8575(2) -0.0104(6) 0.6230(3) 0.0794(16) Uani 1 1 d . . . . .
H15 H 0.8890 0.0098 0.6603 0.095 Uiso 1 1 calc R U . . .
C16 C 0.8573(4) -0.0451(8) 0.5691(4) 0.117(3) Uani 1 1 d . . . . .
H16 H 0.8885 -0.0465 0.5707 0.141 Uiso 1 1 calc R U . . .
C17 C 0.8115(4) -0.0759(8) 0.5156(3) 0.119(3) Uani 1 1 d . . . . .
H17 H 0.8111 -0.0969 0.4799 0.143 Uiso 1 1 calc R U . . .
C18 C 0.7655(4) -0.0765(7) 0.5134(3) 0.115(2) Uani 1 1 d . . . . .
H18 H 0.7344 -0.1026 0.4768 0.138 Uiso 1 1 calc R U . . .
C19 C 0.7650(3) -0.0391(6) 0.5642(2) 0.0872(17) Uani 1 1 d . . . . .
H19 H 0.7333 -0.0354 0.5615 0.105 Uiso 1 1 calc R U . . .
C20 C 0.88035(15) -0.2782(4) 0.72265(19) 0.0468(10) Uani 1 1 d . . . . .
C21 C 0.86179(16) -0.4077(4) 0.68339(19) 0.0511(11) Uani 1 1 d . . . . .
C22 C 0.8842(2) -0.4853(5) 0.6581(2) 0.0713(14) Uani 1 1 d . . . . .
H22 H 0.9165 -0.4596 0.6652 0.086 Uiso 1 1 calc R U . . .
C23 C 0.8567(3) -0.6045(6) 0.6212(3) 0.0837(17) Uani 1 1 d . . . . .
H23 H 0.8707 -0.6578 0.6031 0.100 Uiso 1 1 calc R U . . .
C24 C 0.8094(3) -0.6425(5) 0.6118(2) 0.0771(15) Uani 1 1 d . . . . .
H24 H 0.7919 -0.7220 0.5876 0.093 Uiso 1 1 calc R U . . .
C25 C 0.78684(18) -0.5645(5) 0.6379(2) 0.0620(12) Uani 1 1 d . . . . .
H25 H 0.7549 -0.5915 0.6317 0.074 Uiso 1 1 calc R U . . .
C26 C 0.81343(16) -0.4466(4) 0.67309(18) 0.0453(10) Uani 1 1 d . . . . .
C27 C 0.80019(16) -0.3381(4) 0.70482(18) 0.0474(10) Uani 1 1 d . . . . .
C28 C 0.84184(14) -0.2390(4) 0.73413(17) 0.0432(10) Uani 1 1 d . . . . .
C29 C 0.84239(15) -0.1073(4) 0.76807(18) 0.0461(10) Uani 1 1 d . . . . .
H29 H 0.8063 -0.0925 0.7567 0.055 Uiso 1 1 calc R U . . .
C30 C 0.87644(19) -0.1183(4) 0.8385(2) 0.0566(12) Uani 1 1 d . . . . .
C31 C 0.9292(2) -0.1308(5) 0.8702(2) 0.0743(14) Uani 1 1 d . . . . .
H31 H 0.9465 -0.1253 0.8496 0.089 Uiso 1 1 calc R U . . .
C32 C 0.9582(3) -0.1527(7) 0.9363(3) 0.100(2) Uani 1 1 d . . . . .
H32 H 0.9944 -0.1633 0.9580 0.120 Uiso 1 1 calc R U . . .
C33 C 0.9349(4) -0.1583(7) 0.9679(3) 0.103(2) Uani 1 1 d . . . . .
C34 C 0.9672(4) -0.1842(9) 1.0383(3) 0.155(3) Uani 1 1 d . . . . .
H34A H 0.9679 -0.0987 1.0593 0.232 Uiso 1 1 calc R U . . .
H34B H 1.0024 -0.2104 1.0517 0.232 Uiso 1 1 calc R U . . .
H34C H 0.9515 -0.2597 1.0480 0.232 Uiso 1 1 calc R U . . .
C35 C 0.8810(4) -0.1424(9) 0.9338(3) 0.124(3) Uani 1 1 d . . . . .
H35 H 0.8636 -0.1446 0.9544 0.149 Uiso 1 1 calc R U . . .
C36 C 0.8531(3) -0.1240(8) 0.8717(3) 0.098(2) Uani 1 1 d . . . . .
H36 H 0.8169 -0.1147 0.8505 0.118 Uiso 1 1 calc R U . . .
N1 N 0.85339(12) 0.3450(3) 0.81366(14) 0.0450(8) Uani 1 1 d . . . . .
N2 N 0.86525(12) 0.1540(3) 0.77403(14) 0.0426(8) Uani 1 1 d . . . . .
O1 O 0.76793(12) 0.0866(4) 0.66450(14) 0.0693(9) Uani 1 1 d . . . . .
O2 O 0.92323(12) -0.2189(4) 0.73990(16) 0.0728(10) Uani 1 1 d . . . . .
O3 O 0.75886(11) -0.3395(3) 0.70416(15) 0.0678(9) 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 1.507(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.438(9) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.491(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.474(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.381(6) . ?
C5 C10 1.385(5) . ?
C5 N1 1.387(5) . ?
C6 C7 1.358(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.403(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.374(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.395(5) . ?
C9 H9 0.9300 . ?
C10 N2 1.396(5) . ?
C11 N1 1.327(5) . ?
C11 N2 1.331(5) . ?
C11 H11 0.9300 . ?
C12 N2 1.462(5) . ?
C12 C29 1.539(5) . ?
C12 C13 1.566(6) . ?
C12 H12 0.9800 . ?
C13 O1 1.213(5) . ?
C13 C14 1.456(6) . ?
C14 C15 1.377(7) . ?
C14 C19 1.377(7) . ?
C15 C16 1.415(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.348(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.370(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.359(9) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O2 1.256(5) . ?
C20 C28 1.406(5) . ?
C20 C21 1.479(6) . ?
C21 C22 1.378(6) . ?
C21 C26 1.395(6) . ?
C22 C23 1.406(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.372(8) . ?
C23 H23 0.9300 . ?
C24 C25 1.399(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.490(6) . ?
C27 O3 1.250(5) . ?
C27 C28 1.412(6) . ?
C28 C29 1.507(6) . ?
C29 C30 1.516(6) . ?
C29 H29 0.9800 . ?
C30 C31 1.352(6) . ?
C30 C36 1.378(7) . ?
C31 C32 1.434(8) . ?
C31 H31 0.9300 . ?
C32 C33 1.337(9) . ?
C32 H32 0.9300 . ?
C33 C35 1.381(10) . ?
C33 C34 1.531(8) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.345(8) . ?
C35 H35 0.9300 . ?
C36 H36 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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 113.7(8) . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 119.2(6) . . ?
C2 C3 H3A 107.5 . . ?
C4 C3 H3A 107.5 . . ?
C2 C3 H3B 107.5 . . ?
C4 C3 H3B 107.5 . . ?
H3A C3 H3B 107.0 . . ?
N1 C4 C3 113.4(4) . . ?
N1 C4 H4A 108.9 . . ?
C3 C4 H4A 108.9 . . ?
N1 C4 H4B 108.9 . . ?
C3 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C10 122.3(4) . . ?
C6 C5 N1 131.1(4) . . ?
C10 C5 N1 106.6(3) . . ?
C7 C6 C5 116.2(4) . . ?
C7 C6 H6 121.9 . . ?
C5 C6 H6 121.9 . . ?
C6 C7 C8 122.4(4) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 H7 118.8 . . ?
C9 C8 C7 121.6(4) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 116.0(4) . . ?
C8 C9 H9 122.0 . . ?
C10 C9 H9 122.0 . . ?
C5 C10 C9 121.4(4) . . ?
C5 C10 N2 106.9(3) . . ?
C9 C10 N2 131.7(4) . . ?
N1 C11 N2 110.7(3) . . ?
N1 C11 H11 124.7 . . ?
N2 C11 H11 124.7 . . ?
N2 C12 C29 114.9(3) . . ?
N2 C12 C13 108.9(3) . . ?
C29 C12 C13 106.4(3) . . ?
N2 C12 H12 108.8 . . ?
C29 C12 H12 108.8 . . ?
C13 C12 H12 108.8 . . ?
O1 C13 C14 121.6(4) . . ?
O1 C13 C12 117.2(4) . . ?
C14 C13 C12 121.2(4) . . ?
C15 C14 C19 119.0(5) . . ?
C15 C14 C13 122.3(5) . . ?
C19 C14 C13 118.5(5) . . ?
C14 C15 C16 119.5(6) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C17 C16 C15 119.7(7) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.3(7) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 120.6(7) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C14 120.8(7) . . ?
C18 C19 H19 119.6 . . ?
C14 C19 H19 119.6 . . ?
O2 C20 C28 129.5(4) . . ?
O2 C20 C21 122.7(4) . . ?
C28 C20 C21 107.8(3) . . ?
C22 C21 C26 121.0(4) . . ?
C22 C21 C20 130.7(4) . . ?
C26 C21 C20 108.3(3) . . ?
C21 C22 C23 118.1(5) . . ?
C21 C22 H22 120.9 . . ?
C23 C22 H22 120.9 . . ?
C24 C23 C22 120.3(5) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 121.6(5) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C26 C25 C24 117.9(5) . . ?
C26 C25 H25 121.1 . . ?
C24 C25 H25 121.1 . . ?
C25 C26 C21 121.0(4) . . ?
C25 C26 C27 132.1(4) . . ?
C21 C26 C27 106.9(3) . . ?
O3 C27 C28 128.2(4) . . ?
O3 C27 C26 123.8(4) . . ?
C28 C27 C26 107.9(3) . . ?
C20 C28 C27 109.0(4) . . ?
C20 C28 C29 126.1(3) . . ?
C27 C28 C29 124.8(3) . . ?
C28 C29 C30 114.6(3) . . ?
C28 C29 C12 107.0(3) . . ?
C30 C29 C12 114.4(3) . . ?
C28 C29 H29 106.7 . . ?
C30 C29 H29 106.7 . . ?
C12 C29 H29 106.7 . . ?
C31 C30 C36 118.0(5) . . ?
C31 C30 C29 122.4(4) . . ?
C36 C30 C29 119.5(4) . . ?
C30 C31 C32 118.8(5) . . ?
C30 C31 H31 120.6 . . ?
C32 C31 H31 120.6 . . ?
C33 C32 C31 122.4(6) . . ?
C33 C32 H32 118.8 . . ?
C31 C32 H32 118.8 . . ?
C32 C33 C35 116.9(6) . . ?
C32 C33 C34 120.7(8) . . ?
C35 C33 C34 122.4(8) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C33 121.6(7) . . ?
C36 C35 H35 119.2 . . ?
C33 C35 H35 119.2 . . ?
C35 C36 C30 122.3(6) . . ?
C35 C36 H36 118.9 . . ?
C30 C36 H36 118.9 . . ?
C11 N1 C5 108.3(3) . . ?
C11 N1 C4 124.6(3) . . ?
C5 N1 C4 127.1(3) . . ?
C11 N2 C10 107.6(3) . . ?
C11 N2 C12 127.5(3) . . ?
C10 N2 C12 124.8(3) . . ?

_refine_diff_density_max         0.550
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.103

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 0.500 19 6 ' '
2 0.500 0.000 1.000 19 6 ' '
3 0.000 0.135 0.250 53 13 ' '
4 0.312 0.222 0.988 16 3 ' '
5 0.688 0.222 0.512 16 3 ' '
6 0.188 0.278 0.012 16 3 ' '
7 0.812 0.278 0.488 16 3 ' '
8 0.500 0.364 0.750 53 13 ' '
9 0.000 0.500 0.500 19 6 ' '
10 1.000 0.500 1.000 19 6 ' '
11 0.500 0.635 0.250 53 13 ' '
12 0.188 0.722 0.512 16 3 ' '
13 0.812 0.722 0.988 16 3 ' '
14 0.312 0.778 0.488 16 3 ' '
15 0.688 0.778 0.012 16 3 ' '
16 0.000 0.864 0.750 53 13 ' '
_platon_squeeze_details          
; 
;

####################################################################### 
# 
# 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_2e
_audit_block_doi                 10.5517/ccdc.csd.cc1lym16
_database_code_depnum_ccdc_archive 'CCDC 1488218'
_audit_update_record             
;
2016-06-29 deposited with the CCDC.
2016-08-25 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         'C31 H29 Cl N2 O4, H2 O'
_chemical_formula_sum            'C31 H31 Cl N2 O5'
_chemical_formula_weight         547.03

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   9.1914(17)
_cell_length_b                   12.057(2)
_cell_length_c                   13.832(3)
_cell_angle_alpha                71.029(6)
_cell_angle_beta                 80.098(6)
_cell_angle_gamma                78.561(6)
_cell_volume                     1411.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7290
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      27.28

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.178
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.958
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20683
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.567
_diffrn_reflns_theta_max         27.670
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6435
_reflns_number_gt                3906
_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 APEX2'
_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)+(0.0940P)²+0.3174P] 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         6435
_refine_ls_number_parameters     362
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1901
_refine_ls_wR_factor_gt          0.1598
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_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 0.2984(6) -0.2842(4) 0.2270(4) 0.1245(17) Uani 1 1 d . . . . .
H1A H 0.2660 -0.3585 0.2664 0.187 Uiso 1 1 calc R U . . .
H1B H 0.4055 -0.2953 0.2142 0.187 Uiso 1 1 calc R U . . .
H1C H 0.2569 -0.2551 0.1627 0.187 Uiso 1 1 calc R U . . .
C2 C 0.2457(5) -0.1944(3) 0.2870(3) 0.0969(12) Uani 1 1 d . . . . .
H2A H 0.2829 -0.2272 0.3536 0.116 Uiso 1 1 calc R U . . .
H2B H 0.2897 -0.1232 0.2505 0.116 Uiso 1 1 calc R U . . .
C3 C 0.0804(4) -0.1605(3) 0.3033(3) 0.0694(9) Uani 1 1 d . . . . .
H3A H 0.0359 -0.2322 0.3360 0.083 Uiso 1 1 calc R U . . .
H3B H 0.0440 -0.1232 0.2367 0.083 Uiso 1 1 calc R U . . .
C4 C 0.0282(3) -0.0777(2) 0.3680(2) 0.0486(7) Uani 1 1 d . . . . .
H4A H -0.0801 -0.0606 0.3750 0.058 Uiso 1 1 calc R U . . .
H4B H 0.0589 -0.1162 0.4362 0.058 Uiso 1 1 calc R U . . .
C5 C 0.0489(2) 0.12357(19) 0.23369(17) 0.0320(5) Uani 1 1 d . . . . .
C6 C -0.0594(3) 0.1355(2) 0.17046(18) 0.0398(6) Uani 1 1 d . . . . .
H6 H -0.1194 0.0776 0.1829 0.048 Uiso 1 1 calc R U . . .
C7 C -0.0729(3) 0.2372(2) 0.08899(19) 0.0446(6) Uani 1 1 d . . . . .
H7 H -0.1435 0.2485 0.0445 0.054 Uiso 1 1 calc R U . . .
C8 C 0.0170(3) 0.3241(2) 0.07124(18) 0.0432(6) Uani 1 1 d . . . . .
H8 H 0.0043 0.3917 0.0150 0.052 Uiso 1 1 calc R U . . .
C9 C 0.1234(3) 0.31382(19) 0.13349(17) 0.0373(5) Uani 1 1 d . . . . .
H9 H 0.1828 0.3723 0.1210 0.045 Uiso 1 1 calc R U . . .
C10 C 0.1371(2) 0.21061(18) 0.21633(16) 0.0301(5) Uani 1 1 d . . . . .
C11 C 0.1968(2) 0.06531(19) 0.35644(17) 0.0350(5) Uani 1 1 d . . . . .
H11 H 0.2432 0.0200 0.4145 0.042 Uiso 1 1 calc R U . . .
C12 C 0.3364(2) 0.23655(19) 0.31032(17) 0.0318(5) Uani 1 1 d . . . . .
H12 H 0.3420 0.3080 0.2511 0.038 Uiso 1 1 calc R U . . .
C13 C 0.2824(2) 0.2743(2) 0.40722(18) 0.0365(5) Uani 1 1 d . . . . .
C14 C 0.2875(4) 0.4199(3) 0.4872(2) 0.0649(8) Uani 1 1 d . . . . .
H14A H 0.1971 0.3944 0.5291 0.078 Uiso 1 1 calc R U . . .
H14B H 0.2748 0.5058 0.4677 0.078 Uiso 1 1 calc R U . . .
C15 C 0.4170(4) 0.3684(3) 0.5480(3) 0.0730(9) Uani 1 1 d . . . . .
H15A H 0.4229 0.2837 0.5735 0.109 Uiso 1 1 calc R U . . .
H15B H 0.4040 0.4000 0.6048 0.109 Uiso 1 1 calc R U . . .
H15C H 0.5075 0.3884 0.5048 0.109 Uiso 1 1 calc R U . . .
C16 C 0.6101(2) 0.35859(19) 0.23347(17) 0.0350(5) Uani 1 1 d . . . . .
C17 C 0.7292(2) 0.41470(19) 0.25410(17) 0.0351(5) Uani 1 1 d . . . . .
C18 C 0.7782(3) 0.5213(2) 0.2016(2) 0.0470(6) Uani 1 1 d . . . . .
H18 H 0.7359 0.5725 0.1436 0.056 Uiso 1 1 calc R U . . .
C19 C 0.8937(3) 0.5500(2) 0.2385(2) 0.0538(7) Uani 1 1 d . . . . .
H19 H 0.9297 0.6212 0.2045 0.065 Uiso 1 1 calc R U . . .
C20 C 0.9542(3) 0.4742(2) 0.3242(2) 0.0514(7) Uani 1 1 d . . . . .
H20 H 1.0318 0.4944 0.3470 0.062 Uiso 1 1 calc R U . . .
C21 C 0.9020(3) 0.3675(2) 0.3779(2) 0.0432(6) Uani 1 1 d . . . . .
H21 H 0.9422 0.3174 0.4371 0.052 Uiso 1 1 calc R U . . .
C22 C 0.7894(2) 0.33825(19) 0.34127(17) 0.0328(5) Uani 1 1 d . . . . .
C23 C 0.7095(2) 0.23089(19) 0.37854(17) 0.0326(5) Uani 1 1 d . . . . .
C24 C 0.6019(2) 0.24978(18) 0.31140(16) 0.0310(5) Uani 1 1 d . . . . .
C25 C 0.4959(2) 0.16546(18) 0.32170(16) 0.0313(5) Uani 1 1 d . . . . .
H25 H 0.4945 0.1109 0.3919 0.038 Uiso 1 1 calc R U . . .
C26 C 0.5457(2) 0.09072(19) 0.24873(17) 0.0336(5) Uani 1 1 d . . . . .
C27 C 0.5453(3) 0.1386(2) 0.14261(19) 0.0473(6) Uani 1 1 d . . . . .
H27 H 0.5055 0.2178 0.1146 0.057 Uiso 1 1 calc R U . . .
C28 C 0.6041(3) 0.0690(3) 0.0781(2) 0.0585(7) Uani 1 1 d . . . . .
H28 H 0.6034 0.1013 0.0073 0.070 Uiso 1 1 calc R U . . .
C29 C 0.6633(3) -0.0478(3) 0.1198(2) 0.0574(7) Uani 1 1 d . . . . .
C30 C 0.6642(3) -0.0973(2) 0.2233(2) 0.0600(8) Uani 1 1 d . . . . .
H30 H 0.7045 -0.1765 0.2507 0.072 Uiso 1 1 calc R U . . .
C31 C 0.6044(3) -0.0279(2) 0.2872(2) 0.0485(6) Uani 1 1 d . . . . .
H31 H 0.6037 -0.0618 0.3580 0.058 Uiso 1 1 calc R U . . .
Cl1 Cl 0.74131(12) -0.13389(9) 0.03839(8) 0.1016(4) Uani 1 1 d . . . . .
N1 N 0.0897(2) 0.03432(16) 0.32215(14) 0.0350(4) Uani 1 1 d . . . . .
N2 N 0.22837(19) 0.17054(15) 0.29580(13) 0.0305(4) Uani 1 1 d . . . . .
O1 O 0.2270(2) 0.21164(16) 0.48552(13) 0.0540(5) Uani 1 1 d . . . . .
O2 O 0.31097(19) 0.38199(14) 0.39460(13) 0.0483(4) Uani 1 1 d . . . . .
O3 O 0.5374(2) 0.40541(15) 0.15760(13) 0.0527(5) Uani 1 1 d . . . . .
O4 O 0.7391(2) 0.14445(15) 0.45525(13) 0.0532(5) Uani 1 1 d . . . . .
O5 O 0.3046(3) 0.5548(3) 0.0486(2) 0.0937(8) Uani 1 1 d D . . . .
H5A H 0.358(3) 0.4849(18) 0.092(4) 0.30(4) Uiso 1 1 d D . . . .
H5B H 0.370(2) 0.6129(15) 0.032(2) 0.067(10) Uiso 1 1 d 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 1.527(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.490(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.507(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.472(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C10 1.387(3) . ?
C5 C6 1.392(3) . ?
C5 N1 1.392(3) . ?
C6 C7 1.370(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.395(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.374(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.392(3) . ?
C9 H9 0.9300 . ?
C10 N2 1.399(3) . ?
C11 N1 1.325(3) . ?
C11 N2 1.330(3) . ?
C11 H11 0.9300 . ?
C12 N2 1.465(3) . ?
C12 C13 1.526(3) . ?
C12 C25 1.550(3) . ?
C12 H12 0.9800 . ?
C13 O1 1.197(3) . ?
C13 O2 1.326(3) . ?
C14 O2 1.463(3) . ?
C14 C15 1.490(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 O3 1.254(3) . ?
C16 C24 1.407(3) . ?
C16 C17 1.505(3) . ?
C17 C18 1.376(3) . ?
C17 C22 1.384(3) . ?
C18 C19 1.398(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.367(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.392(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.377(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.515(3) . ?
C23 O4 1.247(3) . ?
C23 C24 1.407(3) . ?
C24 C25 1.501(3) . ?
C25 C26 1.520(3) . ?
C25 H25 0.9800 . ?
C26 C31 1.385(3) . ?
C26 C27 1.392(3) . ?
C27 C28 1.390(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.375(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.362(4) . ?
C29 Cl1 1.745(3) . ?
C30 C31 1.384(4) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
O5 H5A 0.9571(10) . ?
O5 H5B 0.9572(10) . ?

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 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 114.8(4) . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.5 . . ?
C2 C3 C4 114.7(3) . . ?
C2 C3 H3A 108.6 . . ?
C4 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
C4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
N1 C4 C3 111.7(2) . . ?
N1 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 107.9 . . ?
C10 C5 C6 121.9(2) . . ?
C10 C5 N1 106.79(18) . . ?
C6 C5 N1 131.3(2) . . ?
C7 C6 C5 116.5(2) . . ?
C7 C6 H6 121.8 . . ?
C5 C6 H6 121.8 . . ?
C6 C7 C8 121.4(2) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 H7 119.3 . . ?
C9 C8 C7 122.7(2) . . ?
C9 C8 H8 118.7 . . ?
C7 C8 H8 118.7 . . ?
C8 C9 C10 115.9(2) . . ?
C8 C9 H9 122.0 . . ?
C10 C9 H9 122.0 . . ?
C5 C10 C9 121.6(2) . . ?
C5 C10 N2 106.08(18) . . ?
C9 C10 N2 132.35(19) . . ?
N1 C11 N2 110.13(19) . . ?
N1 C11 H11 124.9 . . ?
N2 C11 H11 124.9 . . ?
N2 C12 C13 109.28(17) . . ?
N2 C12 C25 114.18(17) . . ?
C13 C12 C25 107.62(17) . . ?
N2 C12 H12 108.5 . . ?
C13 C12 H12 108.5 . . ?
C25 C12 H12 108.5 . . ?
O1 C13 O2 125.0(2) . . ?
O1 C13 C12 123.6(2) . . ?
O2 C13 C12 111.39(19) . . ?
O2 C14 C15 110.6(2) . . ?
O2 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 C16 C24 129.4(2) . . ?
O3 C16 C17 122.88(19) . . ?
C24 C16 C17 107.67(18) . . ?
C18 C17 C22 121.9(2) . . ?
C18 C17 C16 130.3(2) . . ?
C22 C17 C16 107.74(19) . . ?
C17 C18 C19 117.6(2) . . ?
C17 C18 H18 121.2 . . ?
C19 C18 H18 121.2 . . ?
C20 C19 C18 120.6(2) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C19 C20 C21 121.4(2) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C22 C21 C20 118.2(2) . . ?
C22 C21 H21 120.9 . . ?
C20 C21 H21 120.9 . . ?
C21 C22 C17 120.2(2) . . ?
C21 C22 C23 132.2(2) . . ?
C17 C22 C23 107.64(18) . . ?
O4 C23 C24 129.1(2) . . ?
O4 C23 C22 123.66(19) . . ?
C24 C23 C22 107.25(18) . . ?
C16 C24 C23 109.68(18) . . ?
C16 C24 C25 125.59(19) . . ?
C23 C24 C25 124.72(18) . . ?
C24 C25 C26 112.69(17) . . ?
C24 C25 C12 108.72(17) . . ?
C26 C25 C12 113.47(17) . . ?
C24 C25 H25 107.2 . . ?
C26 C25 H25 107.2 . . ?
C12 C25 H25 107.2 . . ?
C31 C26 C27 117.9(2) . . ?
C31 C26 C25 119.4(2) . . ?
C27 C26 C25 122.5(2) . . ?
C28 C27 C26 120.5(2) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 119.6(3) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C30 C29 C28 121.2(3) . . ?
C30 C29 Cl1 119.3(2) . . ?
C28 C29 Cl1 119.4(2) . . ?
C29 C30 C31 119.0(3) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
C30 C31 C26 121.9(3) . . ?
C30 C31 H31 119.1 . . ?
C26 C31 H31 119.1 . . ?
C11 N1 C5 108.51(17) . . ?
C11 N1 C4 125.60(19) . . ?
C5 N1 C4 125.86(18) . . ?
C11 N2 C10 108.48(17) . . ?
C11 N2 C12 126.47(18) . . ?
C10 N2 C12 125.03(17) . . ?
C13 O2 C14 116.3(2) . . ?
H5A O5 H5B 104.4(2) . . ?

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
O5 H5A O3 0.9571(10) 1.948(13) 2.812(3) 149(2) .

_refine_diff_density_max         0.600
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.058

