# Electronic Supplementary Material (ESI) for ChemComm.
# 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_calix-1_C6H5NO2
_database_code_depnum_ccdc_archive 'CCDC 1485246'
_audit_update_record             
;
2016-06-13 deposited with the CCDC.
2016-08-01 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   11.998(6)
_cell_length_b                   14.423(6)
_cell_length_c                   21.871(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.101(16)
_cell_angle_gamma                90
_cell_volume                     3782.1(15)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C48 H30 N7 O2 
# Dc =      1.29 Fooo =   1647.99 Mu =      0.82 M =    736.81
# Found Formula = C51 H41.00 N7 O2 
# Dc =      1.38 FOOO =   1647.99 Mu =      0.86 M =    783.93

_chemical_formula_sum            'C51 H41.00 N7 O2'
_chemical_formula_moiety         'C51 H41.00 N7 O2'
_chemical_compound_source        ?
_chemical_formula_weight         783.93


_cell_measurement_reflns_used    9865
_cell_measurement_theta_min      2
_cell_measurement_theta_max      27
_cell_measurement_temperature    180

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.111
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_max          0.272

_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1647.990
_exptl_absorpt_coefficient_mu    0.086

# Sheldrick geometric approximatio 0.99 0.99 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.99
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      180
_diffrn_reflns_number            54809
_reflns_number_total             6930
_diffrn_reflns_av_R_equivalents  0.108
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6930 
# Theoretical number of reflections is about 13851 


_diffrn_reflns_theta_min         1.864
_diffrn_reflns_theta_max         25.349
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        25.349
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              -14
_reflns_limit_h_max              14
_reflns_limit_k_min              0
_reflns_limit_k_max              17
_reflns_limit_l_min              0
_reflns_limit_l_max              26

_oxford_diffrn_Wilson_B_factor   1.74
_oxford_diffrn_Wilson_scale      86.88

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.06
_refine_diff_density_max         1.56


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         6925
_refine_ls_number_restraints     59
_refine_ls_number_parameters     541
_oxford_refine_ls_R_factor_ref   0.1721
_refine_ls_wR_factor_ref         0.3448
_refine_ls_goodness_of_fit_ref   1.0686
_refine_ls_shift/su_max          0.0001101
_refine_ls_shift/su_mean         0.0000156


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6925
_refine_ls_R_factor_all          0.1721
_refine_ls_wR_factor_all         0.3448

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4025
_refine_ls_R_factor_gt           0.1093
_refine_ls_wR_factor_gt          0.2715

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 8.86 11.7 3.51 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C10 C 0.3050(4) 0.6272(3) 0.5323(2) 0.0177 1.0000 Uani . . . . . .
N11 N 0.2410(4) 0.5930(3) 0.4803(2) 0.0219 1.0000 Uani . . . . . .
C12 C 0.2030(5) 0.6669(4) 0.4375(2) 0.0244 1.0000 Uani . . . . . .
C13 C 0.1017(5) 0.7205(4) 0.4606(3) 0.0247 1.0000 Uani . . . . . .
C14 C 0.0685(5) 0.8043(5) 0.4316(3) 0.0284 1.0000 Uani . . . . . .
C15 C 0.1173(6) 0.8369(5) 0.3773(3) 0.0393 1.0000 Uani . . . . . .
C16 C 0.0848(7) 0.9188(6) 0.3509(4) 0.0508 1.0000 Uani . . . . . .
C17 C 0.0009(8) 0.9740(6) 0.3779(4) 0.0629 1.0000 Uani . . . . . .
C18 C -0.0484(7) 0.9453(6) 0.4303(4) 0.0535 1.0000 Uani . . . . . .
C19 C -0.0165(6) 0.8595(5) 0.4587(3) 0.0372 1.0000 Uani . . . . . .
C20 C -0.0648(5) 0.8297(5) 0.5127(3) 0.0364 1.0000 Uani . . . . . .
C21 C -0.0357(5) 0.7462(5) 0.5382(3) 0.0315 1.0000 Uani . . . . . .
C22 C 0.0481(4) 0.6898(4) 0.5117(3) 0.0237 1.0000 Uani . . . . . .
C23 C 0.1340(5) 0.6115(4) 0.5987(3) 0.0258 1.0000 Uani . . . . . .
C24 C 0.1397(5) 0.5450(4) 0.4997(3) 0.0281 1.0000 Uani . . . . . .
C25 C 0.2560(5) 0.6357(4) 0.5894(3) 0.0199 1.0000 Uani . . . . . .
C40 C 0.4815(4) 0.6780(3) 0.5751(2) 0.0179 1.0000 Uani . . . . . .
N41 N 0.6010(4) 0.6968(3) 0.5705(2) 0.0184 1.0000 Uani . . . . . .
C42 C 0.6267(5) 0.7960(4) 0.5619(2) 0.0220 1.0000 Uani . . . . . .
C43 C 0.6143(4) 0.8281(4) 0.4963(2) 0.0184 1.0000 Uani . . . . . .
C44 C 0.6301(4) 0.9238(4) 0.4805(3) 0.0213 1.0000 Uani . . . . . .
C45 C 0.6624(5) 0.9908(4) 0.5254(3) 0.0240 1.0000 Uani . . . . . .
C46 C 0.6815(5) 1.0801(4) 0.5084(3) 0.0359 1.0000 Uani . . . . . .
C47 C 0.6704(6) 1.1077(4) 0.4474(3) 0.0362 1.0000 Uani . . . . . .
C48 C 0.6366(5) 1.0473(4) 0.4039(3) 0.0325 1.0000 Uani . . . . . .
C49 C 0.6138(5) 0.9524(4) 0.4192(3) 0.0250 1.0000 Uani . . . . . .
C50 C 0.5791(6) 0.8871(4) 0.3747(3) 0.0327 1.0000 Uani . . . . . .
C51 C 0.5640(5) 0.7969(4) 0.3898(3) 0.0297 1.0000 Uani . . . . . .
C52 C 0.5870(5) 0.7662(4) 0.4502(3) 0.0217 1.0000 Uani . . . . . .
N53 N 0.5859(4) 0.6679(3) 0.4615(2) 0.0216 1.0000 Uani . . . . . .
C54 C 0.4734(5) 0.6300(4) 0.4639(2) 0.0227 1.0000 Uani . . . . . .
C55 C 0.6471(5) 0.6462(4) 0.5192(3) 0.0242 1.0000 Uani . . . . . .
C56 C 0.4184(5) 0.6473(4) 0.5248(2) 0.0192 1.0000 Uani . . . . . .
C70 C 0.3244(5) 0.6636(3) 0.6403(3) 0.0201 1.0000 Uani . . . . . .
N71 N 0.2765(4) 0.6584(3) 0.6996(2) 0.0210 1.0000 Uani . . . . . .
C72 C 0.2088(5) 0.7391(4) 0.7172(2) 0.0222 1.0000 Uani . . . . . .
C73 C 0.2768(5) 0.8156(4) 0.7494(2) 0.0249 1.0000 Uani . . . . . .
C74 C 0.2226(5) 0.8953(4) 0.7719(3) 0.0214 1.0000 Uani . . . . . .
C75 C 0.1046(5) 0.9063(4) 0.7690(3) 0.0273 1.0000 Uani . . . . . .
C76 C 0.0534(6) 0.9823(5) 0.7945(3) 0.0393 1.0000 Uani . . . . . .
C77 C 0.1189(6) 1.0493(5) 0.8246(4) 0.0413 1.0000 Uani . . . . . .
C78 C 0.2322(6) 1.0420(4) 0.8271(3) 0.0332 1.0000 Uani . . . . . .
C79 C 0.2877(5) 0.9661(4) 0.8015(3) 0.0253 1.0000 Uani . . . . . .
C80 C 0.4054(5) 0.9566(4) 0.8045(3) 0.0269 1.0000 Uani . . . . . .
C81 C 0.4557(5) 0.8803(4) 0.7821(3) 0.0246 1.0000 Uani . . . . . .
C82 C 0.3904(5) 0.8060(4) 0.7569(2) 0.0220 1.0000 Uani . . . . . .
N83 N 0.4463(4) 0.7203(3) 0.7449(2) 0.0210 1.0000 Uani . . . . . .
C84 C 0.5080(4) 0.7179(4) 0.6879(3) 0.0217 1.0000 Uani . . . . . .
C85 C 0.3649(5) 0.6450(4) 0.7458(3) 0.0221 1.0000 Uani . . . . . .
C86 C 0.4362(4) 0.6873(4) 0.6333(2) 0.0174 1.0000 Uani . . . . . .
N6 N 0.0719(4) 0.6024(3) 0.5395(2) 0.0258 1.0000 Uani . . . . . .
H121 H 0.2640 0.7099 0.4323 0.0289 1.0000 Uiso R . . . . .
H122 H 0.1835 0.6381 0.3981 0.0290 1.0000 Uiso R . . . . .
H151 H 0.1724 0.8018 0.3595 0.0481 1.0000 Uiso R . . . . .
H161 H 0.1170 0.9389 0.3149 0.0602 1.0000 Uiso R . . . . .
H171 H -0.0201 1.0295 0.3601 0.0761 1.0000 Uiso R . . . . .
H181 H -0.1021 0.9819 0.4476 0.0638 1.0000 Uiso R . . . . .
H201 H -0.1178 0.8668 0.5310 0.0439 1.0000 Uiso R . . . . .
H211 H -0.0703 0.7256 0.5729 0.0369 1.0000 Uiso R . . . . .
H232 H 0.1006 0.6605 0.6229 0.0298 1.0000 Uiso R . . . . .
H231 H 0.1294 0.5535 0.6212 0.0298 1.0000 Uiso R . . . . .
H241 H 0.1604 0.4880 0.5210 0.0339 1.0000 Uiso R . . . . .
H242 H 0.0945 0.5312 0.4636 0.0340 1.0000 Uiso R . . . . .
H421 H 0.7042 0.8050 0.5754 0.0262 1.0000 Uiso R . . . . .
H422 H 0.5788 0.8329 0.5872 0.0259 1.0000 Uiso R . . . . .
H451 H 0.6704 0.9735 0.5660 0.0279 1.0000 Uiso R . . . . .
H461 H 0.7023 1.1234 0.5386 0.0433 1.0000 Uiso R . . . . .
H471 H 0.6880 1.1684 0.4373 0.0432 1.0000 Uiso R . . . . .
H481 H 0.6273 1.0667 0.3629 0.0388 1.0000 Uiso R . . . . .
H501 H 0.5670 0.9057 0.3342 0.0389 1.0000 Uiso R . . . . .
H511 H 0.5396 0.7545 0.3601 0.0362 1.0000 Uiso R . . . . .
H541 H 0.4275 0.6583 0.4315 0.0268 1.0000 Uiso R . . . . .
H542 H 0.4765 0.5633 0.4567 0.0273 1.0000 Uiso R . . . . .
H551 H 0.7246 0.6633 0.5159 0.0281 1.0000 Uiso R . . . . .
H552 H 0.6411 0.5802 0.5271 0.0282 1.0000 Uiso R . . . . .
H721 H 0.1508 0.7178 0.7446 0.0269 1.0000 Uiso R . . . . .
H722 H 0.1721 0.7643 0.6799 0.0272 1.0000 Uiso R . . . . .
H751 H 0.0604 0.8617 0.7496 0.0320 1.0000 Uiso R . . . . .
H761 H -0.0233 0.9883 0.7913 0.0469 1.0000 Uiso R . . . . .
H771 H 0.0844 1.0993 0.8432 0.0488 1.0000 Uiso R . . . . .
H781 H 0.2748 1.0885 0.8461 0.0393 1.0000 Uiso R . . . . .
H801 H 0.4493 1.0035 0.8220 0.0321 1.0000 Uiso R . . . . .
H811 H 0.5334 0.8765 0.7834 0.0289 1.0000 Uiso R . . . . .
H841 H 0.5336 0.7800 0.6798 0.0260 1.0000 Uiso R . . . . .
H842 H 0.5708 0.6768 0.6927 0.0257 1.0000 Uiso R . . . . .
H851 H 0.3318 0.6418 0.7856 0.0257 1.0000 Uiso R . . . . .
H852 H 0.4020 0.5877 0.7374 0.0258 1.0000 Uiso R . . . . .
N1 N 0.7831(7) 0.6301(9) 0.1967(5) 0.0919 1.0000 Uani D . . . . .
O2 O 0.8433(9) 0.6665(11) 0.1589(5) 0.1515 1.0000 Uani . . . . . .
O3 O 0.7114(11) 0.5624(9) 0.1820(5) 0.1334 1.0000 Uani . . . . . .
C4 C 0.7915(7) 0.6550(8) 0.2570(5) 0.0727 1.0000 Uani D . . . . .
C5 C 0.7599(6) 0.5943(7) 0.3026(4) 0.0634 1.0000 Uani D . . . . .
C6 C 0.7666(6) 0.6198(6) 0.3622(4) 0.0599 1.0000 Uani D . . . . .
C7 C 0.8162(6) 0.7032(7) 0.3772(5) 0.0786 1.0000 Uani D . . . . .
C8 C 0.8471(7) 0.7660(9) 0.3317(6) 0.0907 1.0000 Uani D . . . . .
C9 C 0.8367(7) 0.7414(8) 0.2707(6) 0.0838 1.0000 Uani D . . . . .
H51 H 0.7325 0.5345 0.2923 0.0760 1.0000 Uiso R . . . . .
H61 H 0.7381 0.5832 0.3921 0.0721 1.0000 Uiso R . . . . .
H71 H 0.8297 0.7166 0.4185 0.0952 1.0000 Uiso R . . . . .
H81 H 0.8746 0.8249 0.3433 0.1091 1.0000 Uiso R . . . . .
H91 H 0.8595 0.7814 0.2397 0.1012 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.11894(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C10 . N11 . 1.436(7) yes
C10 . C25 . 1.404(8) yes
C10 . C56 . 1.407(8) yes
N11 . C12 . 1.479(8) yes
N11 . C24 . 1.475(7) yes
C12 . C13 . 1.541(8) yes
C12 . H121 . 0.970 no
C12 . H122 . 0.976 no
C13 . C14 . 1.416(9) yes
C13 . C22 . 1.382(8) yes
C14 . C15 . 1.422(9) yes
C14 . C19 . 1.438(9) yes
C15 . C16 . 1.366(11) yes
C15 . H151 . 0.930 no
C16 . C17 . 1.427(12) yes
C16 . H161 . 0.936 no
C17 . C18 . 1.372(12) yes
C17 . H171 . 0.922 no
C18 . C19 . 1.430(10) yes
C18 . H181 . 0.926 no
C19 . C20 . 1.402(10) yes
C20 . C21 . 1.366(10) yes
C20 . H201 . 0.934 no
C21 . C22 . 1.432(9) yes
C21 . H211 . 0.928 no
C22 . N6 . 1.424(8) yes
C23 . C25 . 1.526(8) yes
C23 . N6 . 1.474(8) yes
C23 . H232 . 0.978 no
C23 . H231 . 0.974 no
C24 . N6 . 1.468(8) yes
C24 . H241 . 0.973 no
C24 . H242 . 0.963 no
C25 . C70 . 1.417(8) yes
C40 . N41 . 1.466(7) yes
C40 . C56 . 1.386(8) yes
C40 . C86 . 1.408(8) yes
N41 . C42 . 1.477(7) yes
N41 . C55 . 1.465(7) yes
C42 . C43 . 1.510(7) yes
C42 . H421 . 0.974 no
C42 . H422 . 0.970 no
C43 . C44 . 1.437(8) yes
C43 . C52 . 1.378(8) yes
C44 . C45 . 1.420(8) yes
C44 . C49 . 1.410(8) yes
C45 . C46 . 1.363(9) yes
C45 . H451 . 0.924 no
C46 . C47 . 1.394(10) yes
C46 . H461 . 0.935 no
C47 . C48 . 1.342(10) yes
C47 . H471 . 0.929 no
C48 . C49 . 1.439(8) yes
C48 . H481 . 0.942 no
C49 . C50 . 1.406(9) yes
C50 . C51 . 1.357(9) yes
C50 . H501 . 0.931 no
C51 . C52 . 1.410(8) yes
C51 . H511 . 0.931 no
C52 . N53 . 1.439(7) yes
N53 . C54 . 1.458(7) yes
N53 . C55 . 1.469(7) yes
C54 . C56 . 1.528(7) yes
C54 . H541 . 0.971 no
C54 . H542 . 0.976 no
C55 . H551 . 0.967 no
C55 . H552 . 0.971 no
C70 . N71 . 1.441(7) yes
C70 . C86 . 1.398(8) yes
N71 . C72 . 1.478(7) yes
N71 . C85 . 1.449(7) yes
C72 . C73 . 1.528(8) yes
C72 . H721 . 0.983 no
C72 . H722 . 0.982 no
C73 . C74 . 1.418(8) yes
C73 . C82 . 1.374(8) yes
C74 . C75 . 1.425(8) yes
C74 . C79 . 1.426(8) yes
C75 . C76 . 1.383(9) yes
C75 . H751 . 0.927 no
C76 . C77 . 1.395(10) yes
C76 . H761 . 0.924 no
C77 . C78 . 1.363(10) yes
C77 . H771 . 0.933 no
C78 . C79 . 1.408(9) yes
C78 . H781 . 0.932 no
C79 . C80 . 1.417(9) yes
C80 . C81 . 1.355(9) yes
C80 . H801 . 0.932 no
C81 . C82 . 1.426(8) yes
C81 . H811 . 0.933 no
C82 . N83 . 1.435(7) yes
N83 . C84 . 1.474(7) yes
N83 . C85 . 1.461(7) yes
C84 . C86 . 1.513(7) yes
C84 . H841 . 0.966 no
C84 . H842 . 0.961 no
C85 . H851 . 0.972 no
C85 . H852 . 0.959 no
N1 . O2 . 1.235(13) yes
N1 . O3 . 1.333(15) yes
N1 . C4 . 1.368(15) yes
C4 . C5 . 1.390(15) yes
C4 . C9 . 1.388(16) yes
C5 . C6 . 1.354(11) yes
C5 . H51 . 0.946 no
C6 . C7 . 1.377(8) yes
C6 . H61 . 0.916 no
C7 . C8 . 1.407(16) yes
C7 . H71 . 0.931 no
C8 . C9 . 1.382(14) yes
C8 . H81 . 0.943 no
C9 . H91 . 0.938 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 . C10 . C25 . 120.4(5) yes
N11 . C10 . C56 . 118.0(5) yes
C25 . C10 . C56 . 121.6(5) yes
C10 . N11 . C12 . 113.4(4) yes
C10 . N11 . C24 . 110.8(4) yes
C12 . N11 . C24 . 106.4(4) yes
N11 . C12 . C13 . 112.5(5) yes
N11 . C12 . H121 . 108.5 no
C13 . C12 . H121 . 108.9 no
N11 . C12 . H122 . 108.1 no
C13 . C12 . H122 . 109.6 no
H121 . C12 . H122 . 109.1 no
C12 . C13 . C14 . 119.6(5) yes
C12 . C13 . C22 . 120.0(5) yes
C14 . C13 . C22 . 120.3(5) yes
C13 . C14 . C15 . 122.5(6) yes
C13 . C14 . C19 . 118.7(6) yes
C15 . C14 . C19 . 118.8(6) yes
C14 . C15 . C16 . 121.2(7) yes
C14 . C15 . H151 . 119.4 no
C16 . C15 . H151 . 119.4 no
C15 . C16 . C17 . 120.1(7) yes
C15 . C16 . H161 . 120.2 no
C17 . C16 . H161 . 119.6 no
C16 . C17 . C18 . 120.6(7) yes
C16 . C17 . H171 . 119.7 no
C18 . C17 . H171 . 119.7 no
C17 . C18 . C19 . 120.4(7) yes
C17 . C18 . H181 . 119.9 no
C19 . C18 . H181 . 119.7 no
C14 . C19 . C18 . 118.8(7) yes
C14 . C19 . C20 . 119.9(6) yes
C18 . C19 . C20 . 121.2(7) yes
C19 . C20 . C21 . 120.4(6) yes
C19 . C20 . H201 . 119.7 no
C21 . C20 . H201 . 119.9 no
C20 . C21 . C22 . 120.6(6) yes
C20 . C21 . H211 . 120.1 no
C22 . C21 . H211 . 119.4 no
C21 . C22 . C13 . 119.9(6) yes
C21 . C22 . N6 . 117.6(5) yes
C13 . C22 . N6 . 122.5(5) yes
C25 . C23 . N6 . 111.1(5) yes
C25 . C23 . H232 . 108.7 no
N6 . C23 . H232 . 109.6 no
C25 . C23 . H231 . 109.6 no
N6 . C23 . H231 . 109.4 no
H232 . C23 . H231 . 108.4 no
N11 . C24 . N6 . 112.8(5) yes
N11 . C24 . H241 . 109.6 no
N6 . C24 . H241 . 109.3 no
N11 . C24 . H242 . 107.8 no
N6 . C24 . H242 . 107.2 no
H241 . C24 . H242 . 110.2 no
C23 . C25 . C10 . 122.2(5) yes
C23 . C25 . C70 . 119.4(5) yes
C10 . C25 . C70 . 118.3(5) yes
N41 . C40 . C56 . 120.7(5) yes
N41 . C40 . C86 . 117.2(4) yes
C56 . C40 . C86 . 122.0(5) yes
C40 . N41 . C42 . 113.4(4) yes
C40 . N41 . C55 . 111.0(4) yes
C42 . N41 . C55 . 107.4(4) yes
N41 . C42 . C43 . 113.8(4) yes
N41 . C42 . H421 . 106.9 no
C43 . C42 . H421 . 107.8 no
N41 . C42 . H422 . 109.2 no
C43 . C42 . H422 . 109.4 no
H421 . C42 . H422 . 109.6 no
C42 . C43 . C44 . 120.9(5) yes
C42 . C43 . C52 . 120.7(5) yes
C44 . C43 . C52 . 118.4(5) yes
C43 . C44 . C45 . 121.5(5) yes
C43 . C44 . C49 . 119.7(5) yes
C45 . C44 . C49 . 118.9(5) yes
C44 . C45 . C46 . 120.0(6) yes
C44 . C45 . H451 . 119.8 no
C46 . C45 . H451 . 120.2 no
C45 . C46 . C47 . 121.3(6) yes
C45 . C46 . H461 . 118.8 no
C47 . C46 . H461 . 119.9 no
C46 . C47 . C48 . 120.6(6) yes
C46 . C47 . H471 . 118.8 no
C48 . C47 . H471 . 120.5 no
C47 . C48 . C49 . 120.5(6) yes
C47 . C48 . H481 . 120.3 no
C49 . C48 . H481 . 119.1 no
C48 . C49 . C44 . 118.6(6) yes
C48 . C49 . C50 . 122.0(6) yes
C44 . C49 . C50 . 119.3(5) yes
C49 . C50 . C51 . 120.8(6) yes
C49 . C50 . H501 . 119.8 no
C51 . C50 . H501 . 119.4 no
C50 . C51 . C52 . 120.4(6) yes
C50 . C51 . H511 . 120.0 no
C52 . C51 . H511 . 119.6 no
C51 . C52 . C43 . 121.0(5) yes
C51 . C52 . N53 . 117.9(5) yes
C43 . C52 . N53 . 121.1(5) yes
C52 . N53 . C54 . 112.9(5) yes
C52 . N53 . C55 . 110.5(4) yes
C54 . N53 . C55 . 108.9(4) yes
N53 . C54 . C56 . 113.6(4) yes
N53 . C54 . H541 . 108.5 no
C56 . C54 . H541 . 108.5 no
N53 . C54 . H542 . 108.8 no
C56 . C54 . H542 . 108.7 no
H541 . C54 . H542 . 108.6 no
N53 . C55 . N41 . 111.2(4) yes
N53 . C55 . H551 . 109.6 no
N41 . C55 . H551 . 108.6 no
N53 . C55 . H552 . 108.9 no
N41 . C55 . H552 . 108.6 no
H551 . C55 . H552 . 109.9 no
C54 . C56 . C10 . 121.2(5) yes
C54 . C56 . C40 . 120.2(5) yes
C10 . C56 . C40 . 118.4(5) yes
C25 . C70 . N71 . 117.1(5) yes
C25 . C70 . C86 . 120.9(5) yes
N71 . C70 . C86 . 121.8(5) yes
C70 . N71 . C72 . 115.8(4) yes
C70 . N71 . C85 . 109.2(4) yes
C72 . N71 . C85 . 108.6(4) yes
N71 . C72 . C73 . 113.5(4) yes
N71 . C72 . H721 . 108.7 no
C73 . C72 . H721 . 108.8 no
N71 . C72 . H722 . 107.9 no
C73 . C72 . H722 . 109.3 no
H721 . C72 . H722 . 108.4 no
C72 . C73 . C74 . 120.1(5) yes
C72 . C73 . C82 . 119.6(5) yes
C74 . C73 . C82 . 120.3(5) yes
C73 . C74 . C75 . 122.8(5) yes
C73 . C74 . C79 . 119.2(5) yes
C75 . C74 . C79 . 117.9(5) yes
C74 . C75 . C76 . 121.7(6) yes
C74 . C75 . H751 . 119.6 no
C76 . C75 . H751 . 118.7 no
C75 . C76 . C77 . 119.3(6) yes
C75 . C76 . H761 . 119.9 no
C77 . C76 . H761 . 120.8 no
C76 . C77 . C78 . 120.6(6) yes
C76 . C77 . H771 . 119.4 no
C78 . C77 . H771 . 120.0 no
C77 . C78 . C79 . 122.0(6) yes
C77 . C78 . H781 . 119.5 no
C79 . C78 . H781 . 118.5 no
C74 . C79 . C78 . 118.5(6) yes
C74 . C79 . C80 . 118.7(5) yes
C78 . C79 . C80 . 122.8(6) yes
C79 . C80 . C81 . 121.2(5) yes
C79 . C80 . H801 . 119.8 no
C81 . C80 . H801 . 119.0 no
C80 . C81 . C82 . 120.3(5) yes
C80 . C81 . H811 . 119.7 no
C82 . C81 . H811 . 120.0 no
C81 . C82 . C73 . 120.0(5) yes
C81 . C82 . N83 . 117.7(5) yes
C73 . C82 . N83 . 122.2(5) yes
C82 . N83 . C84 . 115.3(4) yes
C82 . N83 . C85 . 108.8(4) yes
C84 . N83 . C85 . 110.4(4) yes
N83 . C84 . C86 . 112.7(4) yes
N83 . C84 . H841 . 107.8 no
C86 . C84 . H841 . 107.5 no
N83 . C84 . H842 . 109.8 no
C86 . C84 . H842 . 109.2 no
H841 . C84 . H842 . 109.7 no
N83 . C85 . N71 . 111.4(4) yes
N83 . C85 . H851 . 110.0 no
N71 . C85 . H851 . 108.6 no
N83 . C85 . H852 . 108.9 no
N71 . C85 . H852 . 108.4 no
H851 . C85 . H852 . 109.7 no
C84 . C86 . C40 . 120.9(5) yes
C84 . C86 . C70 . 120.4(5) yes
C40 . C86 . C70 . 118.7(5) yes
C23 . N6 . C24 . 107.3(5) yes
C23 . N6 . C22 . 112.6(4) yes
C24 . N6 . C22 . 110.6(5) yes
O2 . N1 . O3 . 122.6(13) yes
O2 . N1 . C4 . 120.7(13) yes
O3 . N1 . C4 . 116.6(11) yes
N1 . C4 . C5 . 120.9(11) yes
N1 . C4 . C9 . 117.2(11) yes
C5 . C4 . C9 . 121.8(11) yes
C4 . C5 . C6 . 120.7(10) yes
C4 . C5 . H51 . 120.3 no
C6 . C5 . H51 . 118.9 no
C5 . C6 . C7 . 118.5(10) yes
C5 . C6 . H61 . 121.3 no
C7 . C6 . H61 . 120.2 no
C6 . C7 . C8 . 121.1(11) yes
C6 . C7 . H71 . 118.1 no
C8 . C7 . H71 . 120.8 no
C7 . C8 . C9 . 120.1(12) yes
C7 . C8 . H81 . 119.2 no
C9 . C8 . H81 . 120.6 no
C4 . C9 . C8 . 117.3(11) yes
C4 . C9 . H91 . 121.2 no
C8 . C9 . H91 . 121.5 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C42 . H421 . O2 4_565 149.3(3) 0.974 2.462 3.337(9) yes


_iucr_refine_instructions_details_constrains 
;
#
# Punched on 08/04/16 at 15:22:50
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  23,X'S) H   ( 232,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) H   ( 242,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) H   ( 542,X'S) 
RIDE C   (  55,X'S) H   ( 551,X'S) H   ( 552,X'S) 
RIDE C   (  72,X'S) H   ( 721,X'S) H   ( 722,X'S) 
RIDE C   (  75,X'S) H   ( 751,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  78,X'S) H   ( 781,X'S) 
RIDE C   (  80,X'S) H   ( 801,X'S) 
RIDE C   (  81,X'S) H   ( 811,X'S) 
RIDE C   (  84,X'S) H   ( 841,X'S) H   ( 842,X'S) 
RIDE C   (  85,X'S) H   ( 851,X'S) H   ( 852,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
END                                                                             
;
_iucr_refine_instructions_details_restraints 
;
#
# Punched on 08/04/16 at 15:22:50
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
PLANAR 0.010000  N(1) C(4) C(5) C(6) C(7) C(8) C(9) 
DELU 0.010000  N(1) C(4) C(5) C(6) C(7) C(8) C(9) 
SIMU 0.010000  N(1) C(4) C(5) C(6) C(7) C(8) C(9) 
DISTANCE 1.420000 , 0.020000 = C(8) TO C(9) 
DISTANCE 1.420000 , 0.010000 = C(6) TO C(7) 
DISTANCE 1.420000 , 0.020000 = C(5) TO C(6) 
END                                                                             
;

# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-1 1 1 x .
1 1 1 x .
0 2 1 x .
0 0 2 x .
-1 1 2 x .
####################################################################### 
# 
# 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_calix-2_2C6H5NO2
_database_code_depnum_ccdc_archive 'CCDC 1485247'
_audit_update_record             
;
2016-06-13 deposited with the CCDC.
2016-08-01 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   21.3761(8)
_cell_length_b                   12.4047(4)
_cell_length_c                   21.2424(7)
_cell_angle_alpha                90
_cell_angle_beta                 113.697(2)
_cell_angle_gamma                90
_cell_volume                     5157.79(17)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4


_chemical_formula_sum            'C69 H52 N8 O4'
_chemical_formula_moiety         'C57 H42 N6, 2(C6 H5 N O2)'
_chemical_compound_source        ?
_chemical_formula_weight         1057.19


_cell_measurement_reflns_used    9629
_cell_measurement_theta_min      4
_cell_measurement_theta_max      68
_cell_measurement_temperature    180

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_size_min          0.030
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_max          0.160

_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2216
_exptl_absorpt_coefficient_mu    0.685

# Sheldrick geometric approximatio 0.93 0.98 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_T_max  0.98
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      180
_diffrn_reflns_number            54859
_reflns_number_total             9440
_diffrn_reflns_av_R_equivalents  0.148
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 9440 
# Theoretical number of reflections is about 18951 


_diffrn_reflns_theta_min         4.185
_diffrn_reflns_theta_max         68.396
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        68.396
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_reflns_limit_h_min              -25
_reflns_limit_h_max              23
_reflns_limit_k_min              0
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              25

_oxford_diffrn_Wilson_B_factor   3.62
_oxford_diffrn_Wilson_scale      43.25

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.58
_refine_diff_density_max         0.51


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         9439
_refine_ls_number_restraints     21
_refine_ls_number_parameters     730
_oxford_refine_ls_R_factor_ref   0.1467
_refine_ls_wR_factor_ref         0.2669
_refine_ls_goodness_of_fit_ref   1.0109
_refine_ls_shift/su_max          0.0002001
_refine_ls_shift/su_mean         0.0000359


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        9440
_refine_ls_R_factor_all          0.1467
_refine_ls_wR_factor_all         0.2669

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5383
_refine_ls_R_factor_gt           0.0931
_refine_ls_wR_factor_gt          0.2275

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 46.9 72.8 34.7 8.06 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C10 C 0.4086(2) 0.5206(3) 0.3740(2) 0.0465 1.0000 Uani . . . . . .
N11 N 0.3983(2) 0.4238(3) 0.33490(19) 0.0530 1.0000 Uani . . . . . .
C12 C 0.3278(3) 0.4167(4) 0.2820(2) 0.0560 1.0000 Uani . . . . . .
C13 C 0.2751(3) 0.3889(4) 0.3106(2) 0.0561 1.0000 Uani . . . . . .
C14 C 0.2055(3) 0.4019(4) 0.2709(2) 0.0594 1.0000 Uani . . . . . .
C15 C 0.1784(3) 0.4306(4) 0.1993(2) 0.0652 1.0000 Uani . . . . . .
C16 C 0.1111(3) 0.4423(5) 0.1626(3) 0.0814 1.0000 Uani . . . . . .
C17 C 0.0635(4) 0.4311(6) 0.1931(3) 0.0915 1.0000 Uani . . . . . .
C18 C 0.0872(3) 0.4040(5) 0.2614(3) 0.0786 1.0000 Uani . . . . . .
C19 C 0.1567(3) 0.3900(4) 0.3012(3) 0.0674 1.0000 Uani . . . . . .
C20 C 0.1818(3) 0.3642(5) 0.3719(3) 0.0726 1.0000 Uani . . . . . .
C21 C 0.2488(3) 0.3478(4) 0.4087(3) 0.0683 1.0000 Uani . . . . . .
C22 C 0.2977(3) 0.3578(4) 0.3795(2) 0.0571 1.0000 Uani . . . . . .
N23 N 0.3680(2) 0.3353(3) 0.42066(18) 0.0567 1.0000 Uani . . . . . .
C24 C 0.3994(3) 0.4186(4) 0.4736(2) 0.0571 1.0000 Uani . . . . . .
C25 C 0.4079(3) 0.3283(4) 0.3790(3) 0.0608 1.0000 Uani . . . . . .
C26 C 0.4092(2) 0.5223(3) 0.4409(2) 0.0484 1.0000 Uani . . . . . .
C27 C 0.4149(2) 0.6208(3) 0.4731(2) 0.0468 1.0000 Uani . . . . . .
C28 C 0.4195(2) 0.7196(3) 0.4424(2) 0.0436 1.0000 Uani . . . . . .
C29 C 0.4207(2) 0.7165(3) 0.3766(2) 0.0438 1.0000 Uani . . . . . .
C30 C 0.4151(2) 0.6166(3) 0.3443(2) 0.0446 1.0000 Uani . . . . . .
C40 C 0.4096(2) 1.0088(4) 0.2664(2) 0.0494 1.0000 Uani . . . . . .
N41 N 0.4010(2) 1.1089(3) 0.22923(19) 0.0570 1.0000 Uani . . . . . .
C42 C 0.3299(3) 1.1435(4) 0.1998(2) 0.0618 1.0000 Uani . . . . . .
C43 C 0.2859(3) 1.0811(4) 0.1369(2) 0.0571 1.0000 Uani . . . . . .
C44 C 0.2137(3) 1.0909(4) 0.1084(3) 0.0646 1.0000 Uani . . . . . .
C45 C 0.1785(4) 1.1587(5) 0.1363(3) 0.0777 1.0000 Uani . . . . . .
C46 C 0.1096(4) 1.1670(6) 0.1078(4) 0.0947 1.0000 Uani . . . . . .
C47 C 0.0706(4) 1.1103(7) 0.0482(5) 0.1023 1.0000 Uani . . . . . .
C48 C 0.1028(4) 1.0431(6) 0.0197(4) 0.0943 1.0000 Uani . . . . . .
C49 C 0.1736(3) 1.0295(5) 0.0483(3) 0.0733 1.0000 Uani . . . . . .
C50 C 0.2076(3) 0.9582(4) 0.0207(3) 0.0701 1.0000 Uani . . . . . .
C51 C 0.2756(3) 0.9491(4) 0.0480(2) 0.0640 1.0000 Uani . . . . . .
C52 C 0.3163(3) 1.0133(4) 0.1055(2) 0.0534 1.0000 Uani . . . . . .
N53 N 0.3886(2) 1.0062(3) 0.12785(18) 0.0568 1.0000 Uani . . . . . .
C54 C 0.4171(3) 0.9065(4) 0.1661(2) 0.0552 1.0000 Uani . . . . . .
C55 C 0.4229(3) 1.0968(4) 0.1718(2) 0.0621 1.0000 Uani . . . . . .
C56 C 0.4171(2) 0.9103(4) 0.2375(2) 0.0489 1.0000 Uani . . . . . .
C57 C 0.4243(2) 0.8178(4) 0.2755(2) 0.0461 1.0000 Uani . . . . . .
C58 C 0.4216(2) 0.8169(3) 0.3406(2) 0.0418 1.0000 Uani . . . . . .
C59 C 0.4171(2) 0.9169(3) 0.3701(2) 0.0449 1.0000 Uani . . . . . .
C60 C 0.4114(3) 1.0106(4) 0.3318(2) 0.0517 1.0000 Uani . . . . . .
C70 C 0.4055(2) 0.9254(3) 0.5666(2) 0.0450 1.0000 Uani . . . . . .
N71 N 0.39548(19) 0.9229(3) 0.62975(17) 0.0477 1.0000 Uani . . . . . .
C72 C 0.3268(2) 0.8867(4) 0.6189(2) 0.0505 1.0000 Uani . . . . . .
C73 C 0.2723(2) 0.9712(4) 0.5845(2) 0.0502 1.0000 Uani . . . . . .
C74 C 0.2017(2) 0.9430(4) 0.5538(2) 0.0524 1.0000 Uani . . . . . .
C75 C 0.1783(3) 0.8373(4) 0.5579(2) 0.0608 1.0000 Uani . . . . . .
C76 C 0.1113(3) 0.8109(5) 0.5265(3) 0.0693 1.0000 Uani . . . . . .
C77 C 0.0634(3) 0.8873(6) 0.4884(3) 0.0763 1.0000 Uani . . . . . .
C78 C 0.0837(3) 0.9907(5) 0.4836(3) 0.0722 1.0000 Uani . . . . . .
C79 C 0.1525(3) 1.0220(4) 0.5153(2) 0.0588 1.0000 Uani . . . . . .
C80 C 0.1757(3) 1.1278(4) 0.5125(2) 0.0628 1.0000 Uani . . . . . .
C81 C 0.2416(3) 1.1547(4) 0.5436(2) 0.0550 1.0000 Uani . . . . . .
C82 C 0.2917(2) 1.0760(4) 0.5799(2) 0.0494 1.0000 Uani . . . . . .
N83 N 0.3617(2) 1.1114(3) 0.61111(17) 0.0508 1.0000 Uani . . . . . .
C84 C 0.3912(3) 1.1293(3) 0.5601(2) 0.0512 1.0000 Uani . . . . . .
C85 C 0.4055(3) 1.0309(4) 0.6607(2) 0.0516 1.0000 Uani . . . . . .
C86 C 0.4036(2) 1.0228(3) 0.5314(2) 0.0462 1.0000 Uani . . . . . .
C87 C 0.4108(2) 1.0173(3) 0.4697(2) 0.0463 1.0000 Uani . . . . . .
C88 C 0.4164(2) 0.9198(3) 0.4392(2) 0.0430 1.0000 Uani . . . . . .
C89 C 0.4180(2) 0.8234(3) 0.4745(2) 0.0425 1.0000 Uani . . . . . .
C90 C 0.4137(2) 0.8302(3) 0.5385(2) 0.0464 1.0000 Uani . . . . . .
C100 C 0.1072(4) 0.7760(7) 0.1899(3) 0.0905 1.0000 Uani D . . . . .
C101 C 0.1373(4) 0.6933(5) 0.2351(4) 0.0932 1.0000 Uani . . . . . .
C102 C 0.2080(4) 0.6937(6) 0.2686(4) 0.0982 1.0000 Uani . . . . . .
C103 C 0.2444(4) 0.7752(7) 0.2537(4) 0.0982 1.0000 Uani . . . . . .
C104 C 0.2135(4) 0.8554(6) 0.2097(4) 0.0930 1.0000 Uani . . . . . .
C105 C 0.1446(4) 0.8582(6) 0.1782(3) 0.0944 1.0000 Uani . . . . . .
N106 N 0.0323(5) 0.7789(10) 0.1545(5) 0.1413 1.0000 Uani D . . . . .
O107 O 0.0072(4) 0.8612(9) 0.1253(4) 0.1900 1.0000 Uani D . . . . .
O108 O 0.0007(4) 0.7053(8) 0.1616(5) 0.1887 1.0000 Uani D . . . . .
C110 C 0.1791(4) 0.8947(5) 0.3732(3) 0.0805 1.0000 Uani . . . . . .
C111 C 0.1151(4) 0.9243(7) 0.3267(3) 0.0923 1.0000 Uani . . . . . .
C112 C 0.1082(5) 1.0257(8) 0.2977(4) 0.1229 1.0000 Uani . . . . . .
C113 C 0.1653(6) 1.0916(7) 0.3172(4) 0.1216 1.0000 Uani . . . . . .
C114 C 0.2281(5) 1.0590(7) 0.3635(4) 0.1088 1.0000 Uani . . . . . .
C115 C 0.2354(4) 0.9581(6) 0.3931(3) 0.0842 1.0000 Uani . . . . . .
N116 N 0.1862(4) 0.7854(6) 0.4027(3) 0.0962 1.0000 Uani . . . . . .
O117 O 0.2444(3) 0.7581(5) 0.4427(3) 0.1195 1.0000 Uani . . . . . .
O118 O 0.1353(3) 0.7282(5) 0.3860(3) 0.1256 1.0000 Uani . . . . . .
H1151 H 0.2774 0.9348 0.4267 0.1111 1.0000 Uiso R . . . . .
H1141 H 0.2660 1.1046 0.3739 0.1421 1.0000 Uiso R . . . . .
H1131 H 0.1606 1.1612 0.2987 0.1511 1.0000 Uiso R . . . . .
H1111 H 0.0780 0.8767 0.3164 0.1201 1.0000 Uiso R . . . . .
H1011 H 0.1108 0.6382 0.2420 0.1201 1.0000 Uiso R . . . . .
H1021 H 0.2310 0.6399 0.3005 0.1241 1.0000 Uiso R . . . . .
H1031 H 0.2922 0.7750 0.2763 0.1201 1.0000 Uiso R . . . . .
H1041 H 0.2405 0.9077 0.2006 0.1231 1.0000 Uiso R . . . . .
H1051 H 0.1223 0.9155 0.1490 0.1181 1.0000 Uiso R . . . . .
H841 H 0.4347 1.1681 0.5814 0.0631 1.0000 Uiso R . . . . .
H842 H 0.3588 1.1722 0.5223 0.0631 1.0000 Uiso R . . . . .
H851 H 0.4536 1.0518 0.6755 0.0641 1.0000 Uiso R . . . . .
H852 H 0.3934 1.0290 0.7005 0.0640 1.0000 Uiso R . . . . .
H721 H 0.3258 0.8682 0.6633 0.0660 1.0000 Uiso R . . . . .
H722 H 0.3161 0.8226 0.5895 0.0661 1.0000 Uiso R . . . . .
H801 H 0.1434 1.1806 0.4882 0.0781 1.0000 Uiso R . . . . .
H811 H 0.2552 1.2261 0.5415 0.0721 1.0000 Uiso R . . . . .
H781 H 0.0508 1.0423 0.4588 0.0921 1.0000 Uiso R . . . . .
H771 H 0.0173 0.8673 0.4660 0.0921 1.0000 Uiso R . . . . .
H761 H 0.0972 0.7405 0.5304 0.0911 1.0000 Uiso R . . . . .
H751 H 0.2103 0.7854 0.5840 0.0751 1.0000 Uiso R . . . . .
H871 H 0.4128 1.0823 0.4479 0.0572 1.0000 Uiso R . . . . .
H901 H 0.4166 0.7663 0.5634 0.0561 1.0000 Uiso R . . . . .
H601 H 0.4083 1.0773 0.3512 0.0642 1.0000 Uiso R . . . . .
H422 H 0.3280 1.2199 0.1878 0.0751 1.0000 Uiso R . . . . .
H421 H 0.3115 1.1337 0.2348 0.0750 1.0000 Uiso R . . . . .
H552 H 0.4126 1.1629 0.1443 0.0781 1.0000 Uiso R . . . . .
H551 H 0.4724 1.0846 0.1915 0.0781 1.0000 Uiso R . . . . .
H542 H 0.4641 0.8962 0.1702 0.0681 1.0000 Uiso R . . . . .
H541 H 0.3889 0.8458 0.1409 0.0681 1.0000 Uiso R . . . . .
H571 H 0.4316 0.7522 0.2573 0.0581 1.0000 Uiso R . . . . .
H511 H 0.2973 0.9002 0.0294 0.0841 1.0000 Uiso R . . . . .
H501 H 0.1813 0.9164 -0.0178 0.0871 1.0000 Uiso R . . . . .
H451 H 0.2041 1.1990 0.1755 0.1001 1.0000 Uiso R . . . . .
H461 H 0.0872 1.2110 0.1280 0.1151 1.0000 Uiso R . . . . .
H471 H 0.0231 1.1191 0.0282 0.1260 1.0000 Uiso R . . . . .
H481 H 0.0760 1.0045 -0.0201 0.1151 1.0000 Uiso R . . . . .
H301 H 0.4147 0.6144 0.2999 0.0561 1.0000 Uiso R . . . . .
H121 H 0.3153 0.4864 0.2585 0.0710 1.0000 Uiso R . . . . .
H122 H 0.3263 0.3610 0.2488 0.0710 1.0000 Uiso R . . . . .
H252 H 0.4567 0.3223 0.4090 0.0770 1.0000 Uiso R . . . . .
H251 H 0.3929 0.2641 0.3499 0.0771 1.0000 Uiso R . . . . .
H242 H 0.4438 0.3940 0.5078 0.0700 1.0000 Uiso R . . . . .
H241 H 0.3683 0.4323 0.4963 0.0700 1.0000 Uiso R . . . . .
H271 H 0.4156 0.6218 0.5176 0.0571 1.0000 Uiso R . . . . .
H211 H 0.2646 0.3299 0.4555 0.0871 1.0000 Uiso R . . . . .
H201 H 0.1509 0.3581 0.3931 0.0901 1.0000 Uiso R . . . . .
H151 H 0.2090 0.4409 0.1781 0.0861 1.0000 Uiso R . . . . .
H161 H 0.0945 0.4579 0.1154 0.1001 1.0000 Uiso R . . . . .
H171 H 0.0169 0.4430 0.1671 0.1131 1.0000 Uiso R . . . . .
H181 H 0.0553 0.3939 0.2811 0.1041 1.0000 Uiso R . . . . .
H1121 H 0.0653 1.0500 0.2649 0.1482 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.2035(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C10 . N11 . 1.426(5) yes
C10 . C26 . 1.417(6) yes
C10 . C30 . 1.380(6) yes
N11 . C12 . 1.477(6) yes
N11 . C25 . 1.472(6) yes
C12 . C13 . 1.519(7) yes
C12 . H121 . 0.980 no
C12 . H122 . 0.980 no
C13 . C14 . 1.393(7) yes
C13 . C22 . 1.398(6) yes
C14 . C15 . 1.437(7) yes
C14 . C19 . 1.437(7) yes
C15 . C16 . 1.341(8) yes
C15 . H151 . 0.940 no
C16 . C17 . 1.415(9) yes
C16 . H161 . 0.939 no
C17 . C18 . 1.374(8) yes
C17 . H171 . 0.937 no
C18 . C19 . 1.393(8) yes
C18 . H181 . 0.940 no
C19 . C20 . 1.412(7) yes
C20 . C21 . 1.344(8) yes
C20 . H201 . 0.941 no
C21 . C22 . 1.419(7) yes
C21 . H211 . 0.940 no
C22 . N23 . 1.429(7) yes
N23 . C24 . 1.475(6) yes
N23 . C25 . 1.459(6) yes
C24 . C26 . 1.515(6) yes
C24 . H242 . 0.982 no
C24 . H241 . 0.980 no
C25 . H252 . 0.984 no
C25 . H251 . 0.980 no
C26 . C27 . 1.382(6) yes
C27 . C28 . 1.409(6) yes
C27 . H271 . 0.940 no
C28 . C29 . 1.409(6) yes
C28 . C89 . 1.463(6) yes
C29 . C30 . 1.399(6) yes
C29 . C58 . 1.466(6) yes
C30 . H301 . 0.941 no
C40 . N41 . 1.444(5) yes
C40 . C56 . 1.406(6) yes
C40 . C60 . 1.375(6) yes
N41 . C42 . 1.455(7) yes
N41 . C55 . 1.481(6) yes
C42 . C43 . 1.503(7) yes
C42 . H422 . 0.978 no
C42 . H421 . 0.978 no
C43 . C44 . 1.419(8) yes
C43 . C52 . 1.387(7) yes
C44 . C45 . 1.406(8) yes
C44 . C49 . 1.436(8) yes
C45 . C46 . 1.353(9) yes
C45 . H451 . 0.938 no
C46 . C47 . 1.394(11) yes
C46 . H461 . 0.937 no
C47 . C48 . 1.368(10) yes
C47 . H471 . 0.937 no
C48 . C49 . 1.395(9) yes
C48 . H481 . 0.939 no
C49 . C50 . 1.415(8) yes
C50 . C51 . 1.336(8) yes
C50 . H501 . 0.940 no
C51 . C52 . 1.425(7) yes
C51 . H511 . 0.941 no
C52 . N53 . 1.424(6) yes
N53 . C54 . 1.471(6) yes
N53 . C55 . 1.456(6) yes
C54 . C56 . 1.519(6) yes
C54 . H542 . 0.981 no
C54 . H541 . 0.979 no
C55 . H552 . 0.979 no
C55 . H551 . 0.982 no
C56 . C57 . 1.375(6) yes
C57 . C58 . 1.407(6) yes
C57 . H571 . 0.940 no
C58 . C59 . 1.410(6) yes
C59 . C60 . 1.395(6) yes
C59 . C88 . 1.475(6) yes
C60 . H601 . 0.938 no
C70 . N71 . 1.441(5) yes
C70 . C86 . 1.413(6) yes
C70 . C90 . 1.365(6) yes
N71 . C72 . 1.463(6) yes
N71 . C85 . 1.470(5) yes
C72 . C73 . 1.518(6) yes
C72 . H721 . 0.979 no
C72 . H722 . 0.980 no
C73 . C74 . 1.427(7) yes
C73 . C82 . 1.379(6) yes
C74 . C75 . 1.418(7) yes
C74 . C79 . 1.430(7) yes
C75 . C76 . 1.355(8) yes
C75 . H751 . 0.941 no
C76 . C77 . 1.390(8) yes
C76 . H761 . 0.939 no
C77 . C78 . 1.371(8) yes
C77 . H771 . 0.939 no
C78 . C79 . 1.404(8) yes
C78 . H781 . 0.940 no
C79 . C80 . 1.413(8) yes
C80 . C81 . 1.336(7) yes
C80 . H801 . 0.940 no
C81 . C82 . 1.425(6) yes
C81 . H811 . 0.939 no
C82 . N83 . 1.442(6) yes
N83 . C84 . 1.472(6) yes
N83 . C85 . 1.479(6) yes
C84 . C86 . 1.522(6) yes
C84 . H841 . 0.981 no
C84 . H842 . 0.980 no
C85 . H851 . 0.981 no
C85 . H852 . 0.978 no
C86 . C87 . 1.381(6) yes
C87 . C88 . 1.401(6) yes
C87 . H871 . 0.940 no
C88 . C89 . 1.404(6) yes
C89 . C90 . 1.403(6) yes
C90 . H901 . 0.940 no
C100 . C101 . 1.375(10) yes
C100 . C105 . 1.378(10) yes
C100 . N106 . 1.471(11) yes
C101 . C102 . 1.387(10) yes
C101 . H1011 . 0.936 no
C102 . C103 . 1.387(10) yes
C102 . H1021 . 0.938 no
C103 . C104 . 1.343(10) yes
C103 . H1031 . 0.937 no
C104 . C105 . 1.351(10) yes
C104 . H1041 . 0.938 no
C105 . H1051 . 0.938 no
N106 . O107 . 1.204(11) yes
N106 . O108 . 1.182(11) yes
C110 . C111 . 1.377(9) yes
C110 . C115 . 1.356(9) yes
C110 . N116 . 1.475(9) yes
C111 . C112 . 1.382(11) yes
C111 . H1111 . 0.940 no
C112 . C113 . 1.387(12) yes
C112 . H1121 . 0.950 no
C113 . C114 . 1.369(12) yes
C113 . H1131 . 0.937 no
C114 . C115 . 1.381(10) yes
C114 . H1141 . 0.938 no
C115 . H1151 . 0.940 no
N116 . O117 . 1.239(7) yes
N116 . O118 . 1.227(7) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 . C10 . C26 . 122.3(4) yes
N11 . C10 . C30 . 118.7(4) yes
C26 . C10 . C30 . 119.0(4) yes
C10 . N11 . C12 . 111.4(4) yes
C10 . N11 . C25 . 111.0(3) yes
C12 . N11 . C25 . 105.9(4) yes
N11 . C12 . C13 . 113.8(4) yes
N11 . C12 . H121 . 108.7 no
C13 . C12 . H121 . 108.2 no
N11 . C12 . H122 . 108.5 no
C13 . C12 . H122 . 108.3 no
H121 . C12 . H122 . 109.4 no
C12 . C13 . C14 . 120.9(4) yes
C12 . C13 . C22 . 118.8(5) yes
C14 . C13 . C22 . 120.1(5) yes
C13 . C14 . C15 . 123.2(5) yes
C13 . C14 . C19 . 120.5(4) yes
C15 . C14 . C19 . 116.2(5) yes
C14 . C15 . C16 . 121.7(5) yes
C14 . C15 . H151 . 118.5 no
C16 . C15 . H151 . 119.8 no
C15 . C16 . C17 . 121.6(5) yes
C15 . C16 . H161 . 120.0 no
C17 . C16 . H161 . 118.4 no
C16 . C17 . C18 . 118.7(6) yes
C16 . C17 . H171 . 120.3 no
C18 . C17 . H171 . 121.0 no
C17 . C18 . C19 . 121.5(6) yes
C17 . C18 . H181 . 118.4 no
C19 . C18 . H181 . 120.1 no
C14 . C19 . C18 . 120.3(5) yes
C14 . C19 . C20 . 117.8(6) yes
C18 . C19 . C20 . 121.9(5) yes
C19 . C20 . C21 . 120.9(5) yes
C19 . C20 . H201 . 119.3 no
C21 . C20 . H201 . 119.8 no
C20 . C21 . C22 . 122.1(5) yes
C20 . C21 . H211 . 119.8 no
C22 . C21 . H211 . 118.1 no
C21 . C22 . C13 . 118.4(5) yes
C21 . C22 . N23 . 119.5(4) yes
C13 . C22 . N23 . 122.1(5) yes
C22 . N23 . C24 . 112.0(4) yes
C22 . N23 . C25 . 111.5(4) yes
C24 . N23 . C25 . 107.9(4) yes
N23 . C24 . C26 . 110.4(4) yes
N23 . C24 . H242 . 110.8 no
C26 . C24 . H242 . 109.4 no
N23 . C24 . H241 . 107.8 no
C26 . C24 . H241 . 108.9 no
H242 . C24 . H241 . 109.5 no
N11 . C25 . N23 . 111.8(4) yes
N11 . C25 . H252 . 108.3 no
N23 . C25 . H252 . 109.7 no
N11 . C25 . H251 . 109.1 no
N23 . C25 . H251 . 108.0 no
H252 . C25 . H251 . 109.9 no
C24 . C26 . C10 . 120.0(4) yes
C24 . C26 . C27 . 121.7(4) yes
C10 . C26 . C27 . 118.2(4) yes
C26 . C27 . C28 . 123.3(4) yes
C26 . C27 . H271 . 118.1 no
C28 . C27 . H271 . 118.6 no
C27 . C28 . C29 . 117.9(4) yes
C27 . C28 . C89 . 122.1(4) yes
C29 . C28 . C89 . 119.9(4) yes
C28 . C29 . C30 . 118.5(4) yes
C28 . C29 . C58 . 120.3(4) yes
C30 . C29 . C58 . 121.0(4) yes
C29 . C30 . C10 . 123.1(4) yes
C29 . C30 . H301 . 118.8 no
C10 . C30 . H301 . 118.2 no
N41 . C40 . C56 . 121.4(4) yes
N41 . C40 . C60 . 119.0(4) yes
C56 . C40 . C60 . 119.6(4) yes
C40 . N41 . C42 . 111.7(4) yes
C40 . N41 . C55 . 110.5(4) yes
C42 . N41 . C55 . 107.3(4) yes
N41 . C42 . C43 . 113.7(4) yes
N41 . C42 . H422 . 108.9 no
C43 . C42 . H422 . 108.8 no
N41 . C42 . H421 . 107.9 no
C43 . C42 . H421 . 108.2 no
H422 . C42 . H421 . 109.3 no
C42 . C43 . C44 . 121.3(5) yes
C42 . C43 . C52 . 119.5(5) yes
C44 . C43 . C52 . 119.1(5) yes
C43 . C44 . C45 . 123.0(5) yes
C43 . C44 . C49 . 119.5(5) yes
C45 . C44 . C49 . 117.5(6) yes
C44 . C45 . C46 . 121.8(7) yes
C44 . C45 . H451 . 118.3 no
C46 . C45 . H451 . 119.9 no
C45 . C46 . C47 . 120.9(7) yes
C45 . C46 . H461 . 120.3 no
C47 . C46 . H461 . 118.8 no
C46 . C47 . C48 . 119.1(7) yes
C46 . C47 . H471 . 119.8 no
C48 . C47 . H471 . 121.1 no
C47 . C48 . C49 . 122.0(7) yes
C47 . C48 . H481 . 118.4 no
C49 . C48 . H481 . 119.6 no
C44 . C49 . C48 . 118.7(6) yes
C44 . C49 . C50 . 118.5(5) yes
C48 . C49 . C50 . 122.8(6) yes
C49 . C50 . C51 . 121.6(5) yes
C49 . C50 . H501 . 118.6 no
C51 . C50 . H501 . 119.9 no
C50 . C51 . C52 . 120.6(5) yes
C50 . C51 . H511 . 120.4 no
C52 . C51 . H511 . 119.0 no
C51 . C52 . C43 . 120.5(5) yes
C51 . C52 . N53 . 117.3(5) yes
C43 . C52 . N53 . 122.1(4) yes
C52 . N53 . C54 . 112.9(4) yes
C52 . N53 . C55 . 111.5(4) yes
C54 . N53 . C55 . 107.7(4) yes
N53 . C54 . C56 . 111.1(4) yes
N53 . C54 . H542 . 110.0 no
C56 . C54 . H542 . 109.1 no
N53 . C54 . H541 . 108.5 no
C56 . C54 . H541 . 108.8 no
H542 . C54 . H541 . 109.4 no
N41 . C55 . N53 . 111.2(4) yes
N41 . C55 . H552 . 109.7 no
N53 . C55 . H552 . 109.2 no
N41 . C55 . H551 . 108.0 no
N53 . C55 . H551 . 109.5 no
H552 . C55 . H551 . 109.2 no
C54 . C56 . C40 . 120.6(4) yes
C54 . C56 . C57 . 121.1(4) yes
C40 . C56 . C57 . 118.3(4) yes
C56 . C57 . C58 . 123.0(4) yes
C56 . C57 . H571 . 118.6 no
C58 . C57 . H571 . 118.5 no
C29 . C58 . C57 . 122.2(4) yes
C29 . C58 . C59 . 119.9(4) yes
C57 . C58 . C59 . 117.8(4) yes
C58 . C59 . C60 . 118.7(4) yes
C58 . C59 . C88 . 119.5(4) yes
C60 . C59 . C88 . 121.7(4) yes
C59 . C60 . C40 . 122.3(4) yes
C59 . C60 . H601 . 119.0 no
C40 . C60 . H601 . 118.7 no
N71 . C70 . C86 . 121.8(4) yes
N71 . C70 . C90 . 118.8(4) yes
C86 . C70 . C90 . 119.3(4) yes
C70 . N71 . C72 . 112.1(3) yes
C70 . N71 . C85 . 110.3(3) yes
C72 . N71 . C85 . 107.9(3) yes
N71 . C72 . C73 . 113.0(4) yes
N71 . C72 . H721 . 109.2 no
C73 . C72 . H721 . 108.4 no
N71 . C72 . H722 . 108.1 no
C73 . C72 . H722 . 108.5 no
H721 . C72 . H722 . 109.6 no
C72 . C73 . C74 . 121.1(4) yes
C72 . C73 . C82 . 119.5(4) yes
C74 . C73 . C82 . 119.4(4) yes
C73 . C74 . C75 . 122.2(4) yes
C73 . C74 . C79 . 119.5(4) yes
C75 . C74 . C79 . 118.2(5) yes
C74 . C75 . C76 . 121.5(5) yes
C74 . C75 . H751 . 118.6 no
C76 . C75 . H751 . 119.9 no
C75 . C76 . C77 . 120.5(6) yes
C75 . C76 . H761 . 119.6 no
C77 . C76 . H761 . 119.9 no
C76 . C77 . C78 . 120.0(5) yes
C76 . C77 . H771 . 119.6 no
C78 . C77 . H771 . 120.5 no
C77 . C78 . C79 . 121.6(5) yes
C77 . C78 . H781 . 119.5 no
C79 . C78 . H781 . 118.9 no
C74 . C79 . C78 . 118.2(5) yes
C74 . C79 . C80 . 118.1(5) yes
C78 . C79 . C80 . 123.7(5) yes
C79 . C80 . C81 . 121.9(5) yes
C79 . C80 . H801 . 118.6 no
C81 . C80 . H801 . 119.5 no
C80 . C81 . C82 . 120.7(5) yes
C80 . C81 . H811 . 119.9 no
C82 . C81 . H811 . 119.4 no
C81 . C82 . C73 . 120.2(5) yes
C81 . C82 . N83 . 117.2(4) yes
C73 . C82 . N83 . 122.7(4) yes
C82 . N83 . C84 . 112.4(3) yes
C82 . N83 . C85 . 111.4(4) yes
C84 . N83 . C85 . 106.9(4) yes
N83 . C84 . C86 . 111.0(3) yes
N83 . C84 . H841 . 110.0 no
C86 . C84 . H841 . 109.0 no
N83 . C84 . H842 . 108.3 no
C86 . C84 . H842 . 108.8 no
H841 . C84 . H842 . 109.7 no
N83 . C85 . N71 . 111.1(3) yes
N83 . C85 . H851 . 109.3 no
N71 . C85 . H851 . 109.2 no
N83 . C85 . H852 . 108.8 no
N71 . C85 . H852 . 108.8 no
H851 . C85 . H852 . 109.6 no
C84 . C86 . C70 . 120.2(4) yes
C84 . C86 . C87 . 121.8(4) yes
C70 . C86 . C87 . 118.0(4) yes
C86 . C87 . C88 . 123.0(4) yes
C86 . C87 . H871 . 118.1 no
C88 . C87 . H871 . 118.9 no
C59 . C88 . C87 . 121.2(4) yes
C59 . C88 . C89 . 120.2(4) yes
C87 . C88 . C89 . 118.5(4) yes
C28 . C89 . C88 . 120.1(4) yes
C28 . C89 . C90 . 121.8(4) yes
C88 . C89 . C90 . 118.0(4) yes
C89 . C90 . C70 . 123.0(4) yes
C89 . C90 . H901 . 118.5 no
C70 . C90 . H901 . 118.5 no
C101 . C100 . C105 . 122.3(7) yes
C101 . C100 . N106 . 118.9(8) yes
C105 . C100 . N106 . 118.8(8) yes
C100 . C101 . C102 . 117.6(7) yes
C100 . C101 . H1011 . 120.7 no
C102 . C101 . H1011 . 121.7 no
C101 . C102 . C103 . 118.8(7) yes
C101 . C102 . H1021 . 121.0 no
C103 . C102 . H1021 . 120.2 no
C102 . C103 . C104 . 122.2(7) yes
C102 . C103 . H1031 . 118.5 no
C104 . C103 . H1031 . 119.3 no
C103 . C104 . C105 . 119.9(7) yes
C103 . C104 . H1041 . 118.9 no
C105 . C104 . H1041 . 121.2 no
C100 . C105 . C104 . 119.2(7) yes
C100 . C105 . H1051 . 120.2 no
C104 . C105 . H1051 . 120.6 no
C100 . N106 . O107 . 116.8(10) yes
C100 . N106 . O108 . 118.5(10) yes
O107 . N106 . O108 . 124.3(11) yes
C111 . C110 . C115 . 124.8(7) yes
C111 . C110 . N116 . 116.9(7) yes
C115 . C110 . N116 . 118.3(6) yes
C110 . C111 . C112 . 117.4(8) yes
C110 . C111 . H1111 . 120.0 no
C112 . C111 . H1111 . 122.5 no
C111 . C112 . C113 . 118.7(8) yes
C111 . C112 . H1121 . 121.0 no
C113 . C112 . H1121 . 120.4 no
C112 . C113 . C114 . 122.1(8) yes
C112 . C113 . H1131 . 119.0 no
C114 . C113 . H1131 . 118.8 no
C113 . C114 . C115 . 119.6(8) yes
C113 . C114 . H1141 . 119.7 no
C115 . C114 . H1141 . 120.6 no
C114 . C115 . C110 . 117.4(7) yes
C114 . C115 . H1151 . 121.5 no
C110 . C115 . H1151 . 121.0 no
C110 . N116 . O117 . 116.5(6) yes
C110 . N116 . O118 . 118.7(7) yes
O117 . N116 . O118 . 124.8(7) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C103 . H1031 . C58 . 168.25(19) 0.937 2.598 3.521(8) yes
C50 . H501 . O118 3_564 165.9(2) 0.940 2.596 3.516(8) yes


_iucr_refine_instructions_details_constrains 
;
#
# Punched on 02/03/16 at 17:47:54
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 122,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  24,X'S) H   ( 242,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 252,X'S) H   ( 251,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  42,X'S) H   ( 422,X'S) H   ( 421,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  54,X'S) H   ( 542,X'S) H   ( 541,X'S) 
RIDE C   (  55,X'S) H   ( 552,X'S) H   ( 551,X'S) 
RIDE C   (  57,X'S) H   ( 571,X'S) 
RIDE C   (  60,X'S) H   ( 601,X'S) 
RIDE C   (  72,X'S) H   ( 721,X'S) H   ( 722,X'S) 
RIDE C   (  75,X'S) H   ( 751,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  78,X'S) H   ( 781,X'S) 
RIDE C   (  80,X'S) H   ( 801,X'S) 
RIDE C   (  81,X'S) H   ( 811,X'S) 
RIDE C   (  84,X'S) H   ( 841,X'S) H   ( 842,X'S) 
RIDE C   (  85,X'S) H   ( 851,X'S) H   ( 852,X'S) 
RIDE C   (  87,X'S) H   ( 871,X'S) 
RIDE C   (  90,X'S) H   ( 901,X'S) 
RIDE C   ( 101,X'S) H   (1011,X'S) 
RIDE C   ( 102,X'S) H   (1021,X'S) 
RIDE C   ( 103,X'S) H   (1031,X'S) 
RIDE C   ( 104,X'S) H   (1041,X'S) 
RIDE C   ( 105,X'S) H   (1051,X'S) 
RIDE C   ( 111,X'S) H   (1111,X'S) 
RIDE C   ( 112,X'S) H   (1121,X'S) 
RIDE C   ( 113,X'S) H   (1131,X'S) 
RIDE C   ( 114,X'S) H   (1141,X'S) 
RIDE C   ( 115,X'S) H   (1151,X'S) 
END 
;
_iucr_refine_instructions_details_restraints 
;                                                                            
#
# Punched on 02/03/16 at 17:47:54
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DELU 0.010000  C(100) N(106) O(107) O(108) 
SIMU 0.010000  C(100) N(106) O(107) O(108) 
END                                                                             
;
####################################################################### 
# 
# 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_calix-1_CH2Cl2
_database_code_depnum_ccdc_archive 'CCDC 1485248'
_audit_update_record             
;
2016-06-13 deposited with the CCDC.
2016-08-01 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   17.9422(14)
_cell_length_b                   18.3629(16)
_cell_length_c                   20.9128(13)
_cell_angle_alpha                107.088(7)
_cell_angle_beta                 100.483(6)
_cell_angle_gamma                116.305(8)
_cell_volume                     5498.3(3)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            6

# Given Formula = C47.67 H41.67 Cl2 N4.67 
# Dc =      1.36 Fooo =   2340.00 Mu =     19.21 M =   2252.38
# Found Formula = C46 H38 Cl2 N6 
# Dc =      1.35 FOOO =   2340.00 Mu =     19.29 M =   2237.26

_chemical_formula_sum            'C46 H38 Cl2 N6'
_chemical_formula_moiety         'C46 H38 Cl2 N6'
_chemical_compound_source        ?
_chemical_formula_weight         745.75


_cell_measurement_reflns_used    12702
_cell_measurement_theta_min      4
_cell_measurement_theta_max      82
_cell_measurement_temperature    190

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_size_min          0.087
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_max          0.549

_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2340
_exptl_absorpt_coefficient_mu    1.929

# Sheldrick geometric approximatio 0.74 0.85 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.38
_exptl_absorpt_correction_T_max  0.85
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       ω

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      190
_diffrn_reflns_number            22877
_reflns_number_total             22877
_diffrn_reflns_av_R_equivalents  0.102
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 22877 
# Theoretical number of reflections is about 40461 


_diffrn_reflns_theta_min         4.404
_diffrn_reflns_theta_max         73.510
_diffrn_measured_fraction_theta_max 0.937

_diffrn_reflns_theta_full        73.176
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              -22
_reflns_limit_h_max              22
_reflns_limit_k_min              -23
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              26

_oxford_diffrn_Wilson_B_factor   4.79
_oxford_diffrn_Wilson_scale      0.22

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.81
_refine_diff_density_max         1.39


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         20185
_refine_ls_number_restraints     1975
_refine_ls_number_parameters     1449
_oxford_refine_ls_R_factor_ref   0.1475
_refine_ls_wR_factor_ref         0.2526
_refine_ls_goodness_of_fit_ref   1.0114
_refine_ls_shift/su_max          0.0001714
_refine_ls_shift/su_mean         0.0000118


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        20203
_refine_ls_R_factor_all          0.1479
_refine_ls_wR_factor_all         0.2544

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                11270
_refine_ls_R_factor_gt           0.0951
_refine_ls_wR_factor_gt          0.1854

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.167E+04 0.257E+04 0.132E+04 338. 0.00 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N11 N 0.6637(3) 0.4157(3) 0.6035(2) 0.0438 1.0000 Uani . . . . . .
N23 N 0.6193(3) 0.2716(3) 0.6065(2) 0.0431 1.0000 Uani . . . . . .
N41 N 0.9610(3) 0.6040(3) 0.6030(2) 0.0457 1.0000 Uani . . . . . .
N53 N 0.8654(3) 0.6637(3) 0.6186(3) 0.0512 1.0000 Uani . . . . . .
N71 N 0.8658(3) 0.3037(3) 0.5914(3) 0.0483 1.0000 Uani . . . . . .
N83 N 1.0204(3) 0.4048(4) 0.6096(3) 0.0527 1.0000 Uani . . . . . .
C10 C 0.7476(3) 0.4262(4) 0.6000(3) 0.0394 1.0000 Uani . . . . . .
C12 C 0.6724(4) 0.4583(4) 0.6785(3) 0.0462 1.0000 Uani . . . . . .
C13 C 0.6665(4) 0.3998(4) 0.7186(3) 0.0439 1.0000 Uani . . . . . .
C14 C 0.6872(4) 0.4368(4) 0.7949(3) 0.0455 1.0000 Uani . . . . . .
C15 C 0.7105(4) 0.5245(4) 0.8345(3) 0.0534 1.0000 Uani . . . . . .
C16 C 0.7320(5) 0.5589(5) 0.9082(3) 0.0619 1.0000 Uani . . . . . .
C17 C 0.7300(5) 0.5046(5) 0.9436(3) 0.0633 1.0000 Uani . . . . . .
C18 C 0.7105(5) 0.4204(5) 0.9071(3) 0.0612 1.0000 Uani . . . . . .
C19 C 0.6883(4) 0.3835(4) 0.8319(3) 0.0499 1.0000 Uani . . . . . .
C20 C 0.6697(4) 0.2956(4) 0.7930(3) 0.0556 1.0000 Uani . . . . . .
C21 C 0.6490(4) 0.2622(4) 0.7217(3) 0.0542 1.0000 Uani . . . . . .
C22 C 0.6461(4) 0.3139(4) 0.6830(3) 0.0440 1.0000 Uani . . . . . .
C24 C 0.6919(4) 0.2669(4) 0.5854(3) 0.0460 1.0000 Uani . . . . . .
C25 C 0.5943(4) 0.3216(4) 0.5736(3) 0.0490 1.0000 Uani . . . . . .
C26 C 0.7642(4) 0.3574(4) 0.5943(3) 0.0403 1.0000 Uani . . . . . .
C40 C 0.8926(4) 0.5217(4) 0.6007(3) 0.0436 1.0000 Uani . . . . . .
C42 C 1.0285(4) 0.6678(4) 0.6769(3) 0.0484 1.0000 Uani . . . . . .
C43 C 0.9956(4) 0.7163(4) 0.7236(3) 0.0455 1.0000 Uani . . . . . .
C44 C 1.0441(4) 0.7679(4) 0.8000(3) 0.0492 1.0000 Uani . . . . . .
C45 C 1.1294(4) 0.7820(4) 0.8333(4) 0.0569 1.0000 Uani . . . . . .
C46 C 1.1734(5) 0.8318(5) 0.9068(4) 0.0624 1.0000 Uani . . . . . .
C47 C 1.1374(5) 0.8675(5) 0.9489(4) 0.0686 1.0000 Uani . . . . . .
C48 C 1.0563(5) 0.8542(5) 0.9187(4) 0.0621 1.0000 Uani . . . . . .
C49 C 1.0074(4) 0.8034(4) 0.8444(3) 0.0532 1.0000 Uani . . . . . .
C50 C 0.9211(5) 0.7869(5) 0.8127(4) 0.0605 1.0000 Uani . . . . . .
C51 C 0.8776(4) 0.7412(4) 0.7404(4) 0.0561 1.0000 Uani . . . . . .
C52 C 0.9149(4) 0.7079(4) 0.6951(3) 0.0485 1.0000 Uani . . . . . .
C54 C 0.7860(4) 0.5753(4) 0.5987(3) 0.0519 1.0000 Uani . . . . . .
C55 C 0.9210(4) 0.6506(4) 0.5797(3) 0.0533 1.0000 Uani . . . . . .
C56 C 0.8104(4) 0.5075(4) 0.6016(3) 0.0409 1.0000 Uani . . . . . .
C70 C 0.8484(4) 0.3741(4) 0.5934(3) 0.0433 1.0000 Uani . . . . . .
C72 C 0.8896(4) 0.3057(4) 0.6643(3) 0.0503 1.0000 Uani . . . . . .
C73 C 0.9853(4) 0.3799(4) 0.7127(3) 0.0491 1.0000 Uani . . . . . .
C74 C 1.0121(4) 0.4053(4) 0.7881(3) 0.0524 1.0000 Uani . . . . . .
C75 C 0.9555(5) 0.3570(5) 0.8192(4) 0.0574 1.0000 Uani . . . . . .
C76 C 0.9836(5) 0.3840(5) 0.8927(4) 0.0665 1.0000 Uani . . . . . .
C77 C 1.0698(6) 0.4585(6) 0.9372(4) 0.0801 1.0000 Uani . . . . . .
C78 C 1.1243(5) 0.5057(5) 0.9087(4) 0.0718 1.0000 Uani . . . . . .
C79 C 1.0987(4) 0.4807(4) 0.8342(3) 0.0539 1.0000 Uani . . . . . .
C80 C 1.1543(4) 0.5296(5) 0.8039(4) 0.0580 1.0000 Uani . . . . . .
C81 C 1.1289(4) 0.5052(4) 0.7329(4) 0.0533 1.0000 Uani . . . . . .
C82 C 1.0431(4) 0.4287(4) 0.6856(3) 0.0495 1.0000 Uani . . . . . .
C84 C 1.0019(4) 0.4693(4) 0.5920(3) 0.0498 1.0000 Uani . . . . . .
C85 C 0.9410(4) 0.3157(4) 0.5688(4) 0.0573 1.0000 Uani . . . . . .
C86 C 0.9129(4) 0.4552(4) 0.5967(3) 0.0443 1.0000 Uani . . . . . .
H841 H 0.9993 0.4591 0.5434 0.0599 1.0000 Uiso R . . . . .
H842 H 1.0502 0.5305 0.6243 0.0598 1.0000 Uiso R . . . . .
H122 H 0.7302 0.5152 0.7037 0.0548 1.0000 Uiso R . . . . .
H121 H 0.6248 0.4704 0.6786 0.0551 1.0000 Uiso R . . . . .
H242 H 0.7175 0.2449 0.6147 0.0548 1.0000 Uiso R . . . . .
H241 H 0.6674 0.2250 0.5352 0.0550 1.0000 Uiso R . . . . .
H511 H 0.8209 0.7312 0.7196 0.0672 1.0000 Uiso R . . . . .
H541 H 0.7481 0.5536 0.5497 0.0620 1.0000 Uiso R . . . . .
H542 H 0.7532 0.5813 0.6301 0.0617 1.0000 Uiso R . . . . .
H811 H 1.1672 0.5384 0.7139 0.0639 1.0000 Uiso R . . . . .
H211 H 0.6369 0.2045 0.6968 0.0638 1.0000 Uiso R . . . . .
H421 H 1.0824 0.7113 0.6739 0.0571 1.0000 Uiso R . . . . .
H422 H 1.0421 0.6341 0.6998 0.0569 1.0000 Uiso R . . . . .
H251 H 0.5419 0.3184 0.5823 0.0588 1.0000 Uiso R . . . . .
H252 H 0.5799 0.2938 0.5222 0.0589 1.0000 Uiso R . . . . .
H552 H 0.9688 0.7087 0.5876 0.0640 1.0000 Uiso R . . . . .
H551 H 0.8849 0.6152 0.5291 0.0638 1.0000 Uiso R . . . . .
H451 H 1.1550 0.7572 0.8057 0.0678 1.0000 Uiso R . . . . .
H722 H 0.8486 0.3130 0.6861 0.0606 1.0000 Uiso R . . . . .
H721 H 0.8828 0.2488 0.6588 0.0609 1.0000 Uiso R . . . . .
H201 H 0.6718 0.2616 0.8177 0.0670 1.0000 Uiso R . . . . .
H501 H 0.8943 0.8075 0.8416 0.0721 1.0000 Uiso R . . . . .
H751 H 0.8986 0.3064 0.7895 0.0689 1.0000 Uiso R . . . . .
H151 H 0.7118 0.5604 0.8110 0.0638 1.0000 Uiso R . . . . .
H852 H 0.9547 0.2717 0.5734 0.0689 1.0000 Uiso R . . . . .
H851 H 0.9231 0.3058 0.5191 0.0690 1.0000 Uiso R . . . . .
H761 H 0.9451 0.3529 0.9125 0.0799 1.0000 Uiso R . . . . .
H481 H 1.0318 0.8785 0.9477 0.0739 1.0000 Uiso R . . . . .
H181 H 0.7108 0.3856 0.9311 0.0727 1.0000 Uiso R . . . . .
H161 H 0.7473 0.6176 0.9340 0.0740 1.0000 Uiso R . . . . .
H461 H 1.2293 0.8418 0.9283 0.0751 1.0000 Uiso R . . . . .
H171 H 0.7430 0.5278 0.9933 0.0751 1.0000 Uiso R . . . . .
H801 H 1.2096 0.5800 0.8336 0.0701 1.0000 Uiso R . . . . .
H771 H 1.0892 0.4751 0.9864 0.0970 1.0000 Uiso R . . . . .
H471 H 1.1686 0.9011 0.9983 0.0820 1.0000 Uiso R . . . . .
H781 H 1.1799 0.5557 0.9391 0.0849 1.0000 Uiso R . . . . .
N111 N 0.6802(3) 0.3960(3) 0.4027(2) 0.0452 1.0000 Uani . . . . . .
N123 N 0.7411(3) 0.3024(3) 0.3680(2) 0.0471 1.0000 Uani . . . . . .
N141 N 0.3754(3) 0.2556(3) 0.4045(2) 0.0464 1.0000 Uani . . . . . .
N153 N 0.4420(3) 0.3977(3) 0.3964(3) 0.0515 1.0000 Uani . . . . . .
N171 N 0.5308(3) 0.0927(3) 0.3942(2) 0.0453 1.0000 Uani . . . . . .
N183 N 0.3797(3) 0.0219(3) 0.3921(3) 0.0486 1.0000 Uani . . . . . .
C110 C 0.6046(4) 0.3207(4) 0.4018(3) 0.0409 1.0000 Uani . . . . . .
C112 C 0.6631(4) 0.4015(4) 0.3331(3) 0.0473 1.0000 Uani . . . . . .
C113 C 0.6683(4) 0.3326(4) 0.2762(3) 0.0454 1.0000 Uani . . . . . .
C114 C 0.6336(4) 0.3148(4) 0.2026(3) 0.0455 1.0000 Uani . . . . . .
C115 C 0.6003(4) 0.3639(4) 0.1810(3) 0.0509 1.0000 Uani . . . . . .
C116 C 0.5653(5) 0.3432(5) 0.1095(3) 0.0589 1.0000 Uani . . . . . .
C117 C 0.5628(5) 0.2747(5) 0.0570(4) 0.0642 1.0000 Uani . . . . . .
C118 C 0.5949(5) 0.2255(5) 0.0761(3) 0.0586 1.0000 Uani . . . . . .
C119 C 0.6301(4) 0.2435(4) 0.1488(3) 0.0503 1.0000 Uani . . . . . .
C120 C 0.6592(4) 0.1902(5) 0.1692(3) 0.0555 1.0000 Uani . . . . . .
C121 C 0.6943(4) 0.2112(5) 0.2403(3) 0.0532 1.0000 Uani . . . . . .
C122 C 0.7003(4) 0.2828(4) 0.2943(3) 0.0457 1.0000 Uani . . . . . .
C124 C 0.6820(4) 0.2341(4) 0.3886(3) 0.0455 1.0000 Uani . . . . . .
C125 C 0.7595(4) 0.3886(4) 0.4164(3) 0.0479 1.0000 Uani . . . . . .
C126 C 0.6027(4) 0.2412(4) 0.3940(3) 0.0408 1.0000 Uani . . . . . .
C140 C 0.4563(4) 0.2550(4) 0.4046(3) 0.0424 1.0000 Uani . . . . . .
C142 C 0.3093(4) 0.2063(4) 0.3304(3) 0.0482 1.0000 Uani . . . . . .
C143 C 0.3328(4) 0.2601(4) 0.2862(3) 0.0479 1.0000 Uani . . . . . .
C144 C 0.2895(4) 0.2170(4) 0.2093(3) 0.0495 1.0000 Uani . . . . . .
C145 C 0.2188(4) 0.1254(5) 0.1719(3) 0.0553 1.0000 Uani . . . . . .
C146 C 0.1780(5) 0.0875(5) 0.0991(4) 0.0608 1.0000 Uani . . . . . .
C147 C 0.2050(5) 0.1361(5) 0.0594(4) 0.0620 1.0000 Uani . . . . . .
C148 C 0.2741(5) 0.2235(5) 0.0922(4) 0.0629 1.0000 Uani . . . . . .
C149 C 0.3176(4) 0.2660(5) 0.1688(3) 0.0537 1.0000 Uani . . . . . .
C150 C 0.3903(5) 0.3566(5) 0.2048(4) 0.0608 1.0000 Uani . . . . . .
C151 C 0.4288(4) 0.3963(4) 0.2780(4) 0.0550 1.0000 Uani . . . . . .
C152 C 0.3994(4) 0.3489(4) 0.3194(3) 0.0496 1.0000 Uani . . . . . .
C154 C 0.5334(4) 0.4152(4) 0.4200(3) 0.0505 1.0000 Uani . . . . . .
C155 C 0.3931(4) 0.3466(4) 0.4314(3) 0.0553 1.0000 Uani . . . . . .
C156 C 0.5307(4) 0.3276(4) 0.4072(3) 0.0412 1.0000 Uani . . . . . .
C170 C 0.5276(4) 0.1701(4) 0.3949(3) 0.0434 1.0000 Uani . . . . . .
C172 C 0.5059(4) 0.0280(4) 0.3213(3) 0.0475 1.0000 Uani . . . . . .
C173 C 0.4060(4) -0.0315(4) 0.2812(3) 0.0466 1.0000 Uani . . . . . .
C174 C 0.3696(4) -0.0879(4) 0.2059(3) 0.0455 1.0000 Uani . . . . . .
C175 C 0.4237(4) -0.0999(4) 0.1685(3) 0.0526 1.0000 Uani . . . . . .
C176 C 0.3865(5) -0.1579(5) 0.0971(3) 0.0571 1.0000 Uani . . . . . .
C177 C 0.2943(5) -0.2040(5) 0.0582(3) 0.0592 1.0000 Uani . . . . . .
C178 C 0.2409(5) -0.1916(4) 0.0940(3) 0.0588 1.0000 Uani . . . . . .
C179 C 0.2759(4) -0.1348(4) 0.1678(3) 0.0524 1.0000 Uani . . . . . .
C180 C 0.2211(5) -0.1232(5) 0.2046(4) 0.0637 1.0000 Uani . . . . . .
C181 C 0.2560(4) -0.0725(4) 0.2778(4) 0.0599 1.0000 Uani . . . . . .
C182 C 0.3486(4) -0.0273(4) 0.3153(3) 0.0469 1.0000 Uani . . . . . .
C184 C 0.3778(4) 0.1043(4) 0.4099(3) 0.0485 1.0000 Uani . . . . . .
C185 C 0.4707(4) 0.0468(4) 0.4257(3) 0.0524 1.0000 Uani . . . . . .
C186 C 0.4541(4) 0.1767(4) 0.4012(3) 0.0419 1.0000 Uani . . . . . .
H1242 H 0.6623 0.1755 0.3526 0.0551 1.0000 Uiso R . . . . .
H1241 H 0.7157 0.2419 0.4346 0.0548 1.0000 Uiso R . . . . .
H1542 H 0.5630 0.4547 0.4712 0.0598 1.0000 Uiso R . . . . .
H1541 H 0.5665 0.4448 0.3942 0.0598 1.0000 Uiso R . . . . .
H1841 H 0.3211 0.0907 0.3802 0.0580 1.0000 Uiso R . . . . .
H1842 H 0.3829 0.1268 0.4597 0.0581 1.0000 Uiso R . . . . .
H1122 H 0.6035 0.3911 0.3170 0.0569 1.0000 Uiso R . . . . .
H1121 H 0.7062 0.4615 0.3395 0.0569 1.0000 Uiso R . . . . .
H1751 H 0.4856 -0.0681 0.1925 0.0629 1.0000 Uiso R . . . . .
H1722 H 0.5316 0.0617 0.2944 0.0568 1.0000 Uiso R . . . . .
H1721 H 0.5298 -0.0092 0.3248 0.0568 1.0000 Uiso R . . . . .
H1511 H 0.4753 0.4560 0.3014 0.0647 1.0000 Uiso R . . . . .
H1251 H 0.7791 0.3952 0.4653 0.0581 1.0000 Uiso R . . . . .
H1252 H 0.8059 0.4352 0.4095 0.0576 1.0000 Uiso R . . . . .
H1501 H 0.4117 0.3888 0.1783 0.0729 1.0000 Uiso R . . . . .
H1451 H 0.2000 0.0906 0.1971 0.0657 1.0000 Uiso R . . . . .
H1211 H 0.7148 0.1773 0.2532 0.0640 1.0000 Uiso R . . . . .
H1161 H 0.5428 0.3758 0.0963 0.0697 1.0000 Uiso R . . . . .
H1422 H 0.2513 0.1932 0.3328 0.0577 1.0000 Uiso R . . . . .
H1421 H 0.3058 0.1499 0.3068 0.0580 1.0000 Uiso R . . . . .
H1771 H 0.2700 -0.2424 0.0097 0.0722 1.0000 Uiso R . . . . .
H1151 H 0.6024 0.4112 0.2155 0.0606 1.0000 Uiso R . . . . .
H1851 H 0.4700 -0.0078 0.4203 0.0616 1.0000 Uiso R . . . . .
H1852 H 0.4916 0.0849 0.4764 0.0621 1.0000 Uiso R . . . . .
H1811 H 0.2187 -0.0678 0.3027 0.0707 1.0000 Uiso R . . . . .
H1552 H 0.3367 0.3434 0.4231 0.0658 1.0000 Uiso R . . . . .
H1551 H 0.4271 0.3775 0.4823 0.0661 1.0000 Uiso R . . . . .
H1201 H 0.6538 0.1412 0.1338 0.0660 1.0000 Uiso R . . . . .
H1181 H 0.5930 0.1791 0.0407 0.0711 1.0000 Uiso R . . . . .
H1781 H 0.1796 -0.2215 0.0688 0.0700 1.0000 Uiso R . . . . .
H1761 H 0.4241 -0.1658 0.0737 0.0689 1.0000 Uiso R . . . . .
H1471 H 0.1757 0.1086 0.0095 0.0738 1.0000 Uiso R . . . . .
H1481 H 0.2936 0.2564 0.0656 0.0749 1.0000 Uiso R . . . . .
H1171 H 0.5399 0.2626 0.0087 0.0768 1.0000 Uiso R . . . . .
H1461 H 0.1315 0.0280 0.0759 0.0720 1.0000 Uiso R . . . . .
H1801 H 0.1605 -0.1504 0.1796 0.0761 1.0000 Uiso R . . . . .
N211 N 0.2817(3) 0.3839(3) -0.0985(3) 0.0501 1.0000 Uani . . . . . .
N223 N 0.4346(3) 0.4323(3) -0.0896(3) 0.0505 1.0000 Uani . . . . . .
N241 N 0.0778(4) 0.0797(4) -0.1276(3) 0.0569 1.0000 Uani . . . . . .
N253 N 0.0212(4) 0.1735(4) -0.1426(3) 0.0588 1.0000 Uani . . . . . .
N271 N 0.3883(3) 0.1778(4) -0.1085(3) 0.0518 1.0000 Uani . . . . . .
N283 N 0.2838(4) 0.0206(3) -0.1471(3) 0.0536 1.0000 Uani . . . . . .
C210 C 0.2677(4) 0.2981(4) -0.1045(3) 0.0454 1.0000 Uani . . . . . .
C212 C 0.2578(4) 0.3861(4) -0.1683(3) 0.0516 1.0000 Uani . . . . . .
C213 C 0.3268(4) 0.3949(4) -0.2025(3) 0.0485 1.0000 Uani . . . . . .
C214 C 0.3067(4) 0.3815(4) -0.2762(3) 0.0535 1.0000 Uani . . . . . .
C215 C 0.2272(5) 0.3690(5) -0.3172(4) 0.0617 1.0000 Uani . . . . . .
C216 C 0.2102(5) 0.3590(5) -0.3864(4) 0.0700 1.0000 Uani . . . . . .
C217 C 0.2728(6) 0.3596(5) -0.4193(4) 0.0754 1.0000 Uani . . . . . .
C218 C 0.3485(6) 0.3685(5) -0.3818(4) 0.0760 1.0000 Uani . . . . . .
C219 C 0.3681(5) 0.3802(4) -0.3096(4) 0.0590 1.0000 Uani . . . . . .
C220 C 0.4485(5) 0.3922(5) -0.2687(4) 0.0648 1.0000 Uani . . . . . .
C221 C 0.4683(4) 0.4080(4) -0.1979(4) 0.0584 1.0000 Uani . . . . . .
C222 C 0.4084(4) 0.4122(4) -0.1643(3) 0.0491 1.0000 Uani . . . . . .
C224 C 0.4317(4) 0.3562(4) -0.0777(3) 0.0515 1.0000 Uani . . . . . .
C225 C 0.3765(4) 0.4531(4) -0.0584(3) 0.0528 1.0000 Uani . . . . . .
C226 C 0.3354(4) 0.2800(4) -0.0999(3) 0.0467 1.0000 Uani . . . . . .
C240 C 0.1635(4) 0.1466(4) -0.1231(3) 0.0507 1.0000 Uani . . . . . .
C242 C 0.0189(4) 0.0078(4) -0.2000(4) 0.0605 1.0000 Uani . . . . . .
C243 C -0.0242(4) 0.0374(4) -0.2465(4) 0.0566 1.0000 Uani . . . . . .
C244 C -0.0717(4) -0.0185(4) -0.3211(4) 0.0593 1.0000 Uani . . . . . .
C245 C -0.0891(5) -0.1077(4) -0.3525(4) 0.0669 1.0000 Uani . . . . . .
C246 C -0.1390(6) -0.1608(6) -0.4227(5) 0.0846 1.0000 Uani . . . . . .
C247 C -0.1722(7) -0.1287(6) -0.4676(5) 0.0947 1.0000 Uani . . . . . .
C248 C -0.1522(6) -0.0424(6) -0.4402(4) 0.0820 1.0000 Uani . . . . . .
C249 C -0.1009(5) 0.0156(5) -0.3664(4) 0.0651 1.0000 Uani . . . . . .
C250 C -0.0770(5) 0.1050(5) -0.3368(5) 0.0702 1.0000 Uani . . . . . .
C251 C -0.0367(5) 0.1559(5) -0.2656(4) 0.0649 1.0000 Uani . . . . . .
C252 C -0.0128(4) 0.1207(4) -0.2192(4) 0.0586 1.0000 Uani . . . . . .
C254 C 0.1097(4) 0.2549(4) -0.1174(4) 0.0593 1.0000 Uani . . . . . .
C255 C 0.0288(5) 0.1219(5) -0.1035(4) 0.0699 1.0000 Uani . . . . . .
C256 C 0.1810(4) 0.2311(4) -0.1162(3) 0.0511 1.0000 Uani . . . . . .
C270 C 0.3160(4) 0.1937(4) -0.1103(3) 0.0455 1.0000 Uani . . . . . .
C272 C 0.4046(4) 0.1650(4) -0.1766(3) 0.0511 1.0000 Uani . . . . . .
C273 C 0.3401(4) 0.0718(4) -0.2342(3) 0.0484 1.0000 Uani . . . . . .
C274 C 0.3374(4) 0.0502(4) -0.3070(3) 0.0499 1.0000 Uani . . . . . .
C275 C 0.3997(5) 0.1149(5) -0.3250(4) 0.0575 1.0000 Uani . . . . . .
C276 C 0.3959(5) 0.0920(5) -0.3948(4) 0.0673 1.0000 Uani . . . . . .
C277 C 0.3339(5) 0.0072(6) -0.4482(4) 0.0712 1.0000 Uani . . . . . .
C278 C 0.2730(5) -0.0562(5) -0.4328(4) 0.0627 1.0000 Uani . . . . . .
C279 C 0.2730(4) -0.0353(4) -0.3616(3) 0.0539 1.0000 Uani . . . . . .
C280 C 0.2095(5) -0.0983(5) -0.3442(3) 0.0574 1.0000 Uani . . . . . .
C281 C 0.2118(4) -0.0787(4) -0.2760(4) 0.0580 1.0000 Uani . . . . . .
C282 C 0.2792(4) 0.0062(4) -0.2195(3) 0.0480 1.0000 Uani . . . . . .
C284 C 0.2128(5) 0.0341(4) -0.1316(4) 0.0588 1.0000 Uani . . . . . .
C285 C 0.3688(4) 0.0980(4) -0.0967(4) 0.0578 1.0000 Uani . . . . . .
C286 C 0.2307(4) 0.1266(4) -0.1222(3) 0.0486 1.0000 Uani . . . . . .
H2721 H 0.4015 0.2079 -0.1934 0.0610 1.0000 Uiso R . . . . .
H2722 H 0.4640 0.1760 -0.1677 0.0608 1.0000 Uiso R . . . . .
H2122 H 0.2508 0.4369 -0.1610 0.0620 1.0000 Uiso R . . . . .
H2121 H 0.2015 0.3314 -0.2000 0.0620 1.0000 Uiso R . . . . .
H2251 H 0.3926 0.4614 -0.0084 0.0632 1.0000 Uiso R . . . . .
H2252 H 0.3855 0.5093 -0.0598 0.0627 1.0000 Uiso R . . . . .
H2241 H 0.4611 0.3337 -0.1058 0.0618 1.0000 Uiso R . . . . .
H2242 H 0.4627 0.3754 -0.0270 0.0622 1.0000 Uiso R . . . . .
H2852 H 0.4152 0.0857 -0.1013 0.0689 1.0000 Uiso R . . . . .
H2851 H 0.3675 0.1085 -0.0490 0.0689 1.0000 Uiso R . . . . .
H2801 H 0.1654 -0.1541 -0.3800 0.0689 1.0000 Uiso R . . . . .
H2811 H 0.1690 -0.1205 -0.2656 0.0687 1.0000 Uiso R . . . . .
H2841 H 0.1560 -0.0117 -0.1709 0.0699 1.0000 Uiso R . . . . .
H2842 H 0.2092 0.0276 -0.0874 0.0701 1.0000 Uiso R . . . . .
H2511 H -0.0243 0.2149 -0.2461 0.0780 1.0000 Uiso R . . . . .
H2421 H 0.0539 -0.0107 -0.2224 0.0720 1.0000 Uiso R . . . . .
H2422 H -0.0276 -0.0425 -0.1960 0.0723 1.0000 Uiso R . . . . .
H2751 H 0.4429 0.1726 -0.2891 0.0679 1.0000 Uiso R . . . . .
H2211 H 0.5211 0.4150 -0.1720 0.0688 1.0000 Uiso R . . . . .
H2541 H 0.1223 0.2956 -0.0692 0.0708 1.0000 Uiso R . . . . .
H2542 H 0.1096 0.2839 -0.1496 0.0708 1.0000 Uiso R . . . . .
H2151 H 0.1851 0.3672 -0.2967 0.0738 1.0000 Uiso R . . . . .
H2201 H 0.4882 0.3884 -0.2907 0.0768 1.0000 Uiso R . . . . .
H2781 H 0.2311 -0.1133 -0.4691 0.0750 1.0000 Uiso R . . . . .
H2551 H -0.0310 0.0747 -0.1126 0.0839 1.0000 Uiso R . . . . .
H2552 H 0.0586 0.1607 -0.0524 0.0839 1.0000 Uiso R . . . . .
H2761 H 0.4365 0.1353 -0.4059 0.0799 1.0000 Uiso R . . . . .
H2171 H 0.2616 0.3533 -0.4668 0.0908 1.0000 Uiso R . . . . .
H2181 H 0.3878 0.3658 -0.4044 0.0909 1.0000 Uiso R . . . . .
H2501 H -0.0884 0.1301 -0.3676 0.0842 1.0000 Uiso R . . . . .
H2461 H -0.1521 -0.2207 -0.4421 0.1031 1.0000 Uiso R . . . . .
H2451 H -0.0663 -0.1294 -0.3236 0.0822 1.0000 Uiso R . . . . .
H2481 H -0.1724 -0.0209 -0.4707 0.0991 1.0000 Uiso R . . . . .
H2771 H 0.3334 -0.0069 -0.4948 0.0851 1.0000 Uiso R . . . . .
H2471 H -0.2082 -0.1670 -0.5164 0.1161 1.0000 Uiso R . . . . .
H2161 H 0.1576 0.3519 -0.4122 0.0839 1.0000 Uiso R . . . . .
C1 C 0.9299(6) 0.5494(6) 0.8690(4) 0.0828 1.0000 Uani . . . . . .
H11 H 0.9665 0.5237 0.8773 0.1022 1.0000 Uiso R . . . . .
H12 H 0.8718 0.5156 0.8729 0.1022 1.0000 Uiso R . . . . .
Cl1 Cl 0.91230(14) 0.54134(15) 0.78274(11) 0.0818 1.0000 Uani . . . . . .
Cl2 Cl 0.9854(3) 0.65506(19) 0.93671(15) 0.1494 1.0000 Uani . . . . . .
C2 C 0.4026(5) 0.1205(6) 0.1263(4) 0.0785 1.0000 Uani . . . . . .
H22 H 0.3429 0.1118 0.1148 0.0943 1.0000 Uiso R . . . . .
H21 H 0.4446 0.1742 0.1223 0.0942 1.0000 Uiso R . . . . .
Cl3 Cl 0.43980(15) 0.13520(15) 0.21398(11) 0.0822 1.0000 Uani . . . . . .
Cl4 Cl 0.3952(2) 0.02660(16) 0.06336(13) 0.1072 1.0000 Uani . . . . . .
C3 C 0.1553(17) 0.1069(11) -0.3792(9) 0.1870(13) 0.572(3) Uiso D . P . 1 .
C4 C 0.1455(19) 0.0630(14) -0.3330(11) 0.1870(13) 0.428(3) Uiso D . P . 2 .
Cl5 Cl 0.1812(6) 0.1399(6) -0.2888(5) 0.1870(13) 0.572(3) Uiso D . P . 1 .
Cl6 Cl 0.0789(3) -0.0086(3) -0.4226(3) 0.1870(13) 1.0000 Uiso D . . . . .
Cl7 Cl 0.2268(8) 0.1716(8) -0.3157(7) 0.1870(13) 0.428(3) Uiso D . P . 2 .
H32 H 0.2087 0.1241 -0.3919 0.2330 0.572(3) Uiso R . P . 1 .
H31 H 0.1238 0.1353 -0.3941 0.2330 0.572(3) Uiso R . P . 1 .
H41 H 0.1764 0.0364 -0.3161 0.2330 0.428(3) Uiso R . P . 2 .
H42 H 0.1071 0.0660 -0.3067 0.2330 0.428(3) Uiso R . P . 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.227(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N11 . C10 . 1.449(7) yes
N11 . C12 . 1.475(7) yes
N11 . C25 . 1.450(7) yes
N23 . C22 . 1.432(7) yes
N23 . C24 . 1.479(7) yes
N23 . C25 . 1.463(7) yes
N41 . C40 . 1.444(7) yes
N41 . C42 . 1.492(7) yes
N41 . C55 . 1.465(7) yes
N53 . C52 . 1.444(8) yes
N53 . C54 . 1.475(8) yes
N53 . C55 . 1.452(8) yes
N71 . C70 . 1.449(7) yes
N71 . C72 . 1.491(7) yes
N71 . C85 . 1.457(8) yes
N83 . C82 . 1.443(8) yes
N83 . C84 . 1.485(8) yes
N83 . C85 . 1.451(8) yes
C10 . C26 . 1.400(8) yes
C10 . C56 . 1.402(7) yes
C12 . C13 . 1.527(8) yes
C12 . H122 . 0.982 no
C12 . H121 . 0.974 no
C13 . C14 . 1.438(7) yes
C13 . C22 . 1.369(8) yes
C14 . C15 . 1.395(8) yes
C14 . C19 . 1.419(8) yes
C15 . C16 . 1.385(8) yes
C15 . H151 . 0.925 no
C16 . C17 . 1.400(10) yes
C16 . H161 . 0.933 no
C17 . C18 . 1.352(10) yes
C17 . H171 . 0.937 no
C18 . C19 . 1.413(8) yes
C18 . H181 . 0.922 no
C19 . C20 . 1.425(9) yes
C20 . C21 . 1.340(8) yes
C20 . H201 . 0.930 no
C21 . C22 . 1.429(8) yes
C21 . H211 . 0.934 no
C24 . C26 . 1.516(7) yes
C24 . H242 . 0.978 no
C24 . H241 . 0.972 no
C25 . H251 . 0.968 no
C25 . H252 . 0.971 no
C26 . C70 . 1.407(8) yes
C40 . C56 . 1.385(8) yes
C40 . C86 . 1.404(8) yes
C42 . C43 . 1.503(8) yes
C42 . H421 . 0.970 no
C42 . H422 . 0.969 no
C43 . C44 . 1.442(8) yes
C43 . C52 . 1.381(8) yes
C44 . C45 . 1.432(9) yes
C44 . C49 . 1.404(9) yes
C45 . C46 . 1.384(9) yes
C45 . H451 . 0.937 no
C46 . C47 . 1.365(10) yes
C46 . H461 . 0.931 no
C47 . C48 . 1.355(10) yes
C47 . H471 . 0.933 no
C48 . C49 . 1.407(9) yes
C48 . H481 . 0.933 no
C49 . C50 . 1.422(9) yes
C50 . C51 . 1.357(9) yes
C50 . H501 . 0.934 no
C51 . C52 . 1.406(9) yes
C51 . H511 . 0.941 no
C54 . C56 . 1.504(8) yes
C54 . H541 . 0.967 no
C54 . H542 . 0.972 no
C55 . H552 . 0.967 no
C55 . H551 . 0.967 no
C70 . C86 . 1.395(8) yes
C72 . C73 . 1.520(8) yes
C72 . H722 . 0.970 no
C72 . H721 . 0.965 no
C73 . C74 . 1.423(8) yes
C73 . C82 . 1.374(9) yes
C74 . C75 . 1.422(9) yes
C74 . C79 . 1.424(9) yes
C75 . C76 . 1.382(9) yes
C75 . H751 . 0.939 no
C76 . C77 . 1.408(11) yes
C76 . H761 . 0.931 no
C77 . C78 . 1.352(11) yes
C77 . H771 . 0.929 no
C78 . C79 . 1.407(9) yes
C78 . H781 . 0.926 no
C79 . C80 . 1.405(9) yes
C80 . C81 . 1.341(9) yes
C80 . H801 . 0.923 no
C81 . C82 . 1.427(9) yes
C81 . H811 . 0.934 no
C84 . C86 . 1.528(8) yes
C84 . H841 . 0.967 no
C84 . H842 . 0.974 no
C85 . H852 . 0.967 no
C85 . H851 . 0.967 no
N111 . C110 . 1.437(7) yes
N111 . C112 . 1.475(7) yes
N111 . C125 . 1.474(7) yes
N123 . C122 . 1.439(7) yes
N123 . C124 . 1.479(7) yes
N123 . C125 . 1.453(7) yes
N141 . C140 . 1.456(7) yes
N141 . C142 . 1.478(7) yes
N141 . C155 . 1.458(8) yes
N153 . C152 . 1.443(8) yes
N153 . C154 . 1.477(8) yes
N153 . C155 . 1.445(8) yes
N171 . C170 . 1.444(7) yes
N171 . C172 . 1.467(7) yes
N171 . C185 . 1.445(7) yes
N183 . C182 . 1.443(7) yes
N183 . C184 . 1.466(8) yes
N183 . C185 . 1.451(8) yes
C110 . C126 . 1.404(8) yes
C110 . C156 . 1.408(8) yes
C112 . C113 . 1.510(8) yes
C112 . H1122 . 0.972 no
C112 . H1121 . 0.975 no
C113 . C114 . 1.428(8) yes
C113 . C122 . 1.377(8) yes
C114 . C115 . 1.411(8) yes
C114 . C119 . 1.421(8) yes
C115 . C116 . 1.374(8) yes
C115 . H1151 . 0.932 no
C116 . C117 . 1.383(10) yes
C116 . H1161 . 0.932 no
C117 . C118 . 1.377(10) yes
C117 . H1171 . 0.934 no
C118 . C119 . 1.412(8) yes
C118 . H1181 . 0.932 no
C119 . C120 . 1.424(9) yes
C120 . C121 . 1.364(9) yes
C120 . H1201 . 0.934 no
C121 . C122 . 1.405(8) yes
C121 . H1211 . 0.928 no
C124 . C126 . 1.506(8) yes
C124 . H1242 . 0.969 no
C124 . H1241 . 0.971 no
C125 . H1251 . 0.972 no
C125 . H1252 . 0.965 no
C126 . C170 . 1.409(8) yes
C140 . C156 . 1.385(8) yes
C140 . C186 . 1.400(8) yes
C142 . C143 . 1.522(8) yes
C142 . H1422 . 0.974 no
C142 . H1421 . 0.975 no
C143 . C144 . 1.437(8) yes
C143 . C152 . 1.369(9) yes
C144 . C145 . 1.423(9) yes
C144 . C149 . 1.409(9) yes
C145 . C146 . 1.365(9) yes
C145 . H1451 . 0.932 no
C146 . C147 . 1.385(10) yes
C146 . H1461 . 0.927 no
C147 . C148 . 1.366(10) yes
C147 . H1471 . 0.934 no
C148 . C149 . 1.433(9) yes
C148 . H1481 . 0.937 no
C149 . C150 . 1.421(9) yes
C150 . C151 . 1.367(9) yes
C150 . H1501 . 0.932 no
C151 . C152 . 1.408(9) yes
C151 . H1511 . 0.929 no
C154 . C156 . 1.528(8) yes
C154 . H1542 . 0.976 no
C154 . H1541 . 0.969 no
C155 . H1552 . 0.967 no
C155 . H1551 . 0.964 no
C170 . C186 . 1.402(8) yes
C172 . C173 . 1.513(8) yes
C172 . H1722 . 0.977 no
C172 . H1721 . 0.967 no
C173 . C174 . 1.430(8) yes
C173 . C182 . 1.372(8) yes
C174 . C175 . 1.402(8) yes
C174 . C179 . 1.425(8) yes
C175 . C176 . 1.373(8) yes
C175 . H1751 . 0.936 no
C176 . C177 . 1.408(9) yes
C176 . H1761 . 0.939 no
C177 . C178 . 1.373(10) yes
C177 . H1771 . 0.928 no
C178 . C179 . 1.408(9) yes
C178 . H1781 . 0.934 no
C179 . C180 . 1.404(9) yes
C180 . C181 . 1.379(9) yes
C180 . H1801 . 0.929 no
C181 . C182 . 1.409(9) yes
C181 . H1811 . 0.936 no
C184 . C186 . 1.515(8) yes
C184 . H1841 . 0.968 no
C184 . H1842 . 0.970 no
C185 . H1851 . 0.968 no
C185 . H1852 . 0.970 no
N211 . C210 . 1.443(7) yes
N211 . C212 . 1.462(8) yes
N211 . C225 . 1.465(7) yes
N223 . C222 . 1.428(7) yes
N223 . C224 . 1.471(8) yes
N223 . C225 . 1.453(8) yes
N241 . C240 . 1.444(8) yes
N241 . C242 . 1.469(8) yes
N241 . C255 . 1.470(9) yes
N253 . C252 . 1.444(9) yes
N253 . C254 . 1.471(8) yes
N253 . C255 . 1.454(9) yes
N271 . C270 . 1.447(8) yes
N271 . C272 . 1.479(8) yes
N271 . C285 . 1.456(8) yes
N283 . C282 . 1.438(8) yes
N283 . C284 . 1.475(8) yes
N283 . C285 . 1.439(8) yes
C210 . C226 . 1.388(8) yes
C210 . C256 . 1.408(8) yes
C212 . C213 . 1.512(8) yes
C212 . H2122 . 0.969 no
C212 . H2121 . 0.967 no
C213 . C214 . 1.435(8) yes
C213 . C222 . 1.377(8) yes
C214 . C215 . 1.405(9) yes
C214 . C219 . 1.413(9) yes
C215 . C216 . 1.362(9) yes
C215 . H2151 . 0.927 no
C216 . C217 . 1.418(11) yes
C216 . H2161 . 0.929 no
C217 . C218 . 1.351(11) yes
C217 . H2171 . 0.938 no
C218 . C219 . 1.413(9) yes
C218 . H2181 . 0.928 no
C219 . C220 . 1.421(10) yes
C220 . C221 . 1.367(9) yes
C220 . H2201 . 0.931 no
C221 . C222 . 1.404(9) yes
C221 . H2211 . 0.933 no
C224 . C226 . 1.530(8) yes
C224 . H2241 . 0.980 no
C224 . H2242 . 0.974 no
C225 . H2251 . 0.978 no
C225 . H2252 . 0.983 no
C226 . C270 . 1.400(8) yes
C240 . C256 . 1.395(9) yes
C240 . C286 . 1.406(9) yes
C242 . C243 . 1.500(9) yes
C242 . H2421 . 0.965 no
C242 . H2422 . 0.972 no
C243 . C244 . 1.418(9) yes
C243 . C252 . 1.368(9) yes
C244 . C245 . 1.433(9) yes
C244 . C249 . 1.422(10) yes
C245 . C246 . 1.346(10) yes
C245 . H2451 . 0.943 no
C246 . C247 . 1.421(12) yes
C246 . H2461 . 0.950 no
C247 . C248 . 1.361(11) yes
C247 . H2471 . 0.943 no
C248 . C249 . 1.418(10) yes
C248 . H2481 . 0.942 no
C249 . C250 . 1.395(10) yes
C250 . C251 . 1.344(10) yes
C250 . H2501 . 0.937 no
C251 . C252 . 1.416(10) yes
C251 . H2511 . 0.940 no
C254 . C256 . 1.524(9) yes
C254 . H2541 . 0.974 no
C254 . H2542 . 0.972 no
C255 . H2551 . 0.971 no
C255 . H2552 . 0.971 no
C270 . C286 . 1.391(8) yes
C272 . C273 . 1.498(8) yes
C272 . H2721 . 0.969 no
C272 . H2722 . 0.963 no
C273 . C274 . 1.441(8) yes
C273 . C282 . 1.383(8) yes
C274 . C275 . 1.429(9) yes
C274 . C279 . 1.401(9) yes
C275 . C276 . 1.374(9) yes
C275 . H2751 . 0.938 no
C276 . C277 . 1.378(11) yes
C276 . H2761 . 0.934 no
C277 . C278 . 1.367(10) yes
C277 . H2771 . 0.929 no
C278 . C279 . 1.426(9) yes
C278 . H2781 . 0.932 no
C279 . C280 . 1.414(9) yes
C280 . C281 . 1.353(9) yes
C280 . H2801 . 0.923 no
C281 . C282 . 1.419(9) yes
C281 . H2811 . 0.929 no
C284 . C286 . 1.524(9) yes
C284 . H2841 . 0.976 no
C284 . H2842 . 0.975 no
C285 . H2852 . 0.969 no
C285 . H2851 . 0.965 no
C1 . H11 . 0.982 no
C1 . H12 . 0.983 no
C1 . Cl1 . 1.723(8) yes
C1 . Cl2 . 1.709(9) yes
C2 . H22 . 0.980 no
C2 . H21 . 0.980 no
C2 . Cl3 . 1.729(8) yes
C2 . Cl4 . 1.767(9) yes
C3 . Cl5 . 1.707(16) yes
C3 . Cl6 . 1.744(16) yes
C3 . H32 . 0.981 no
C3 . H31 . 0.991 no
C4 . Cl6 . 1.735(17) yes
C4 . Cl7 . 1.743(17) yes
C4 . H41 . 0.971 no
C4 . H42 . 0.967 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C10 . N11 . C12 . 111.0(4) yes
C10 . N11 . C25 . 111.0(5) yes
C12 . N11 . C25 . 108.0(4) yes
C22 . N23 . C24 . 111.5(4) yes
C22 . N23 . C25 . 110.3(5) yes
C24 . N23 . C25 . 108.2(4) yes
C40 . N41 . C42 . 112.5(4) yes
C40 . N41 . C55 . 110.1(5) yes
C42 . N41 . C55 . 106.4(5) yes
C52 . N53 . C54 . 110.7(5) yes
C52 . N53 . C55 . 110.3(5) yes
C54 . N53 . C55 . 108.5(5) yes
C70 . N71 . C72 . 110.6(4) yes
C70 . N71 . C85 . 111.0(5) yes
C72 . N71 . C85 . 106.8(5) yes
C82 . N83 . C84 . 110.1(5) yes
C82 . N83 . C85 . 110.5(5) yes
C84 . N83 . C85 . 108.2(5) yes
N11 . C10 . C26 . 121.0(5) yes
N11 . C10 . C56 . 117.1(5) yes
C26 . C10 . C56 . 121.8(5) yes
N11 . C12 . C13 . 113.0(5) yes
N11 . C12 . H122 . 108.6 no
C13 . C12 . H122 . 108.8 no
N11 . C12 . H121 . 108.9 no
C13 . C12 . H121 . 108.4 no
H122 . C12 . H121 . 109.0 no
C12 . C13 . C14 . 119.7(5) yes
C12 . C13 . C22 . 120.2(5) yes
C14 . C13 . C22 . 120.0(5) yes
C13 . C14 . C15 . 122.6(5) yes
C13 . C14 . C19 . 118.6(5) yes
C15 . C14 . C19 . 118.7(5) yes
C14 . C15 . C16 . 121.3(6) yes
C14 . C15 . H151 . 119.3 no
C16 . C15 . H151 . 119.4 no
C15 . C16 . C17 . 119.4(6) yes
C15 . C16 . H161 . 120.4 no
C17 . C16 . H161 . 120.2 no
C16 . C17 . C18 . 120.6(6) yes
C16 . C17 . H171 . 118.9 no
C18 . C17 . H171 . 120.4 no
C17 . C18 . C19 . 121.1(6) yes
C17 . C18 . H181 . 120.1 no
C19 . C18 . H181 . 118.8 no
C14 . C19 . C18 . 118.8(6) yes
C14 . C19 . C20 . 119.5(5) yes
C18 . C19 . C20 . 121.7(6) yes
C19 . C20 . C21 . 120.6(6) yes
C19 . C20 . H201 . 119.0 no
C21 . C20 . H201 . 120.3 no
C20 . C21 . C22 . 121.0(6) yes
C20 . C21 . H211 . 119.8 no
C22 . C21 . H211 . 119.2 no
N23 . C22 . C21 . 117.4(5) yes
N23 . C22 . C13 . 122.3(5) yes
C21 . C22 . C13 . 120.2(5) yes
N23 . C24 . C26 . 111.9(5) yes
N23 . C24 . H242 . 108.9 no
C26 . C24 . H242 . 109.8 no
N23 . C24 . H241 . 109.2 no
C26 . C24 . H241 . 108.2 no
H242 . C24 . H241 . 108.7 no
N23 . C25 . N11 . 112.8(5) yes
N23 . C25 . H251 . 108.5 no
N11 . C25 . H251 . 107.5 no
N23 . C25 . H252 . 108.8 no
N11 . C25 . H252 . 110.1 no
H251 . C25 . H252 . 109.1 no
C24 . C26 . C10 . 120.7(5) yes
C24 . C26 . C70 . 121.8(5) yes
C10 . C26 . C70 . 117.4(5) yes
N41 . C40 . C56 . 122.3(5) yes
N41 . C40 . C86 . 116.7(5) yes
C56 . C40 . C86 . 121.0(5) yes
N41 . C42 . C43 . 113.0(5) yes
N41 . C42 . H421 . 109.4 no
C43 . C42 . H421 . 109.3 no
N41 . C42 . H422 . 108.5 no
C43 . C42 . H422 . 106.9 no
H421 . C42 . H422 . 109.7 no
C42 . C43 . C44 . 121.1(5) yes
C42 . C43 . C52 . 120.7(5) yes
C44 . C43 . C52 . 118.1(6) yes
C43 . C44 . C45 . 121.5(6) yes
C43 . C44 . C49 . 120.7(6) yes
C45 . C44 . C49 . 117.8(6) yes
C44 . C45 . C46 . 119.4(6) yes
C44 . C45 . H451 . 120.3 no
C46 . C45 . H451 . 120.3 no
C45 . C46 . C47 . 121.9(7) yes
C45 . C46 . H461 . 119.2 no
C47 . C46 . H461 . 118.9 no
C46 . C47 . C48 . 119.9(7) yes
C46 . C47 . H471 . 120.1 no
C48 . C47 . H471 . 120.1 no
C47 . C48 . C49 . 121.3(7) yes
C47 . C48 . H481 . 119.6 no
C49 . C48 . H481 . 119.1 no
C48 . C49 . C44 . 119.7(6) yes
C48 . C49 . C50 . 121.7(6) yes
C44 . C49 . C50 . 118.6(6) yes
C49 . C50 . C51 . 120.1(6) yes
C49 . C50 . H501 . 119.9 no
C51 . C50 . H501 . 120.0 no
C50 . C51 . C52 . 121.8(6) yes
C50 . C51 . H511 . 119.8 no
C52 . C51 . H511 . 118.4 no
N53 . C52 . C51 . 117.7(6) yes
N53 . C52 . C43 . 121.8(6) yes
C51 . C52 . C43 . 120.4(6) yes
N53 . C54 . C56 . 111.8(5) yes
N53 . C54 . H541 . 108.3 no
C56 . C54 . H541 . 107.5 no
N53 . C54 . H542 . 109.8 no
C56 . C54 . H542 . 110.3 no
H541 . C54 . H542 . 109.1 no
N41 . C55 . N53 . 112.9(5) yes
N41 . C55 . H552 . 108.1 no
N53 . C55 . H552 . 108.5 no
N41 . C55 . H551 . 108.1 no
N53 . C55 . H551 . 108.9 no
H552 . C55 . H551 . 110.3 no
C54 . C56 . C10 . 120.2(5) yes
C54 . C56 . C40 . 120.6(5) yes
C10 . C56 . C40 . 119.1(5) yes
N71 . C70 . C26 . 116.4(5) yes
N71 . C70 . C86 . 121.7(5) yes
C26 . C70 . C86 . 121.9(5) yes
N71 . C72 . C73 . 112.5(5) yes
N71 . C72 . H722 . 109.3 no
C73 . C72 . H722 . 110.0 no
N71 . C72 . H721 . 108.0 no
C73 . C72 . H721 . 108.5 no
H722 . C72 . H721 . 108.4 no
C72 . C73 . C74 . 119.4(6) yes
C72 . C73 . C82 . 120.7(6) yes
C74 . C73 . C82 . 119.6(6) yes
C73 . C74 . C75 . 122.2(6) yes
C73 . C74 . C79 . 119.4(6) yes
C75 . C74 . C79 . 118.4(6) yes
C74 . C75 . C76 . 120.6(6) yes
C74 . C75 . H751 . 119.5 no
C76 . C75 . H751 . 119.8 no
C75 . C76 . C77 . 119.9(7) yes
C75 . C76 . H761 . 119.6 no
C77 . C76 . H761 . 120.4 no
C76 . C77 . C78 . 120.3(7) yes
C76 . C77 . H771 . 119.7 no
C78 . C77 . H771 . 120.0 no
C77 . C78 . C79 . 121.7(7) yes
C77 . C78 . H781 . 118.9 no
C79 . C78 . H781 . 119.3 no
C74 . C79 . C78 . 118.9(6) yes
C74 . C79 . C80 . 118.7(6) yes
C78 . C79 . C80 . 122.3(6) yes
C79 . C80 . C81 . 121.7(6) yes
C79 . C80 . H801 . 119.3 no
C81 . C80 . H801 . 119.0 no
C80 . C81 . C82 . 120.4(6) yes
C80 . C81 . H811 . 120.2 no
C82 . C81 . H811 . 119.4 no
N83 . C82 . C81 . 117.7(5) yes
N83 . C82 . C73 . 122.1(6) yes
C81 . C82 . C73 . 120.2(6) yes
N83 . C84 . C86 . 111.3(5) yes
N83 . C84 . H841 . 107.7 no
C86 . C84 . H841 . 109.0 no
N83 . C84 . H842 . 109.8 no
C86 . C84 . H842 . 110.2 no
H841 . C84 . H842 . 108.9 no
N71 . C85 . N83 . 113.6(5) yes
N71 . C85 . H852 . 108.5 no
N83 . C85 . H852 . 109.4 no
N71 . C85 . H851 . 107.7 no
N83 . C85 . H851 . 107.9 no
H852 . C85 . H851 . 109.7 no
C84 . C86 . C40 . 120.8(5) yes
C84 . C86 . C70 . 120.4(5) yes
C40 . C86 . C70 . 118.7(5) yes
C110 . N111 . C112 . 111.5(4) yes
C110 . N111 . C125 . 111.2(5) yes
C112 . N111 . C125 . 106.6(4) yes
C122 . N123 . C124 . 111.3(4) yes
C122 . N123 . C125 . 111.1(5) yes
C124 . N123 . C125 . 107.0(5) yes
C140 . N141 . C142 . 110.0(4) yes
C140 . N141 . C155 . 111.5(5) yes
C142 . N141 . C155 . 107.1(5) yes
C152 . N153 . C154 . 110.4(5) yes
C152 . N153 . C155 . 110.8(5) yes
C154 . N153 . C155 . 107.6(5) yes
C170 . N171 . C172 . 112.4(4) yes
C170 . N171 . C185 . 110.5(5) yes
C172 . N171 . C185 . 107.9(5) yes
C182 . N183 . C184 . 110.6(5) yes
C182 . N183 . C185 . 110.5(5) yes
C184 . N183 . C185 . 108.1(5) yes
N111 . C110 . C126 . 121.5(5) yes
N111 . C110 . C156 . 118.1(5) yes
C126 . C110 . C156 . 120.4(5) yes
N111 . C112 . C113 . 112.5(5) yes
N111 . C112 . H1122 . 108.2 no
C113 . C112 . H1122 . 108.6 no
N111 . C112 . H1121 . 109.2 no
C113 . C112 . H1121 . 109.6 no
H1122 . C112 . H1121 . 108.6 no
C112 . C113 . C114 . 119.3(5) yes
C112 . C113 . C122 . 120.6(5) yes
C114 . C113 . C122 . 120.0(5) yes
C113 . C114 . C115 . 122.4(5) yes
C113 . C114 . C119 . 119.0(5) yes
C115 . C114 . C119 . 118.6(5) yes
C114 . C115 . C116 . 120.7(6) yes
C114 . C115 . H1151 . 119.9 no
C116 . C115 . H1151 . 119.4 no
C115 . C116 . C117 . 121.0(6) yes
C115 . C116 . H1161 . 119.4 no
C117 . C116 . H1161 . 119.6 no
C116 . C117 . C118 . 119.9(6) yes
C116 . C117 . H1171 . 119.6 no
C118 . C117 . H1171 . 120.5 no
C117 . C118 . C119 . 121.0(6) yes
C117 . C118 . H1181 . 120.1 no
C119 . C118 . H1181 . 118.9 no
C114 . C119 . C118 . 118.8(6) yes
C114 . C119 . C120 . 119.5(5) yes
C118 . C119 . C120 . 121.7(6) yes
C119 . C120 . C121 . 119.5(6) yes
C119 . C120 . H1201 . 119.7 no
C121 . C120 . H1201 . 120.8 no
C120 . C121 . C122 . 121.8(6) yes
C120 . C121 . H1211 . 119.0 no
C122 . C121 . H1211 . 119.2 no
N123 . C122 . C121 . 118.2(5) yes
N123 . C122 . C113 . 121.7(5) yes
C121 . C122 . C113 . 120.1(5) yes
N123 . C124 . C126 . 111.7(5) yes
N123 . C124 . H1242 . 107.9 no
C126 . C124 . H1242 . 110.1 no
N123 . C124 . H1241 . 109.2 no
C126 . C124 . H1241 . 109.1 no
H1242 . C124 . H1241 . 108.6 no
N111 . C125 . N123 . 112.1(4) yes
N111 . C125 . H1251 . 109.1 no
N123 . C125 . H1251 . 108.3 no
N111 . C125 . H1252 . 108.7 no
N123 . C125 . H1252 . 108.3 no
H1251 . C125 . H1252 . 110.4 no
C124 . C126 . C110 . 120.2(5) yes
C124 . C126 . C170 . 120.6(5) yes
C110 . C126 . C170 . 119.1(5) yes
N141 . C140 . C156 . 121.6(5) yes
N141 . C140 . C186 . 116.2(5) yes
C156 . C140 . C186 . 122.2(5) yes
N141 . C142 . C143 . 112.2(5) yes
N141 . C142 . H1422 . 108.2 no
C143 . C142 . H1422 . 109.0 no
N141 . C142 . H1421 . 109.4 no
C143 . C142 . H1421 . 109.1 no
H1422 . C142 . H1421 . 108.8 no
C142 . C143 . C144 . 120.4(5) yes
C142 . C143 . C152 . 119.7(5) yes
C144 . C143 . C152 . 119.7(6) yes
C143 . C144 . C145 . 122.3(6) yes
C143 . C144 . C149 . 119.6(6) yes
C145 . C144 . C149 . 118.1(6) yes
C144 . C145 . C146 . 120.4(6) yes
C144 . C145 . H1451 . 120.1 no
C146 . C145 . H1451 . 119.4 no
C145 . C146 . C147 . 121.3(7) yes
C145 . C146 . H1461 . 118.9 no
C147 . C146 . H1461 . 119.7 no
C146 . C147 . C148 . 120.7(6) yes
C146 . C147 . H1471 . 119.6 no
C148 . C147 . H1471 . 119.7 no
C147 . C148 . C149 . 119.5(7) yes
C147 . C148 . H1481 . 121.2 no
C149 . C148 . H1481 . 119.3 no
C148 . C149 . C144 . 119.8(6) yes
C148 . C149 . C150 . 121.1(6) yes
C144 . C149 . C150 . 119.1(6) yes
C149 . C150 . C151 . 119.9(6) yes
C149 . C150 . H1501 . 119.9 no
C151 . C150 . H1501 . 120.2 no
C150 . C151 . C152 . 121.6(6) yes
C150 . C151 . H1511 . 119.5 no
C152 . C151 . H1511 . 118.9 no
N153 . C152 . C151 . 117.4(6) yes
N153 . C152 . C143 . 122.6(6) yes
C151 . C152 . C143 . 120.0(6) yes
N153 . C154 . C156 . 110.5(5) yes
N153 . C154 . H1542 . 108.5 no
C156 . C154 . H1542 . 108.9 no
N153 . C154 . H1541 . 109.8 no
C156 . C154 . H1541 . 110.2 no
H1542 . C154 . H1541 . 109.0 no
N141 . C155 . N153 . 112.6(5) yes
N141 . C155 . H1552 . 108.6 no
N153 . C155 . H1552 . 108.5 no
N141 . C155 . H1551 . 109.4 no
N153 . C155 . H1551 . 108.7 no
H1552 . C155 . H1551 . 109.0 no
C154 . C156 . C110 . 121.2(5) yes
C154 . C156 . C140 . 119.7(5) yes
C110 . C156 . C140 . 119.0(5) yes
N171 . C170 . C126 . 118.1(5) yes
N171 . C170 . C186 . 120.7(5) yes
C126 . C170 . C186 . 121.0(5) yes
N171 . C172 . C173 . 113.1(5) yes
N171 . C172 . H1722 . 108.0 no
C173 . C172 . H1722 . 108.0 no
N171 . C172 . H1721 . 108.1 no
C173 . C172 . H1721 . 108.9 no
H1722 . C172 . H1721 . 110.6 no
C172 . C173 . C174 . 120.8(5) yes
C172 . C173 . C182 . 120.4(5) yes
C174 . C173 . C182 . 118.6(5) yes
C173 . C174 . C175 . 121.6(5) yes
C173 . C174 . C179 . 119.6(6) yes
C175 . C174 . C179 . 118.8(5) yes
C174 . C175 . C176 . 120.4(6) yes
C174 . C175 . H1751 . 119.7 no
C176 . C175 . H1751 . 119.9 no
C175 . C176 . C177 . 121.7(6) yes
C175 . C176 . H1761 . 118.7 no
C177 . C176 . H1761 . 119.6 no
C176 . C177 . C178 . 118.3(6) yes
C176 . C177 . H1771 . 121.0 no
C178 . C177 . H1771 . 120.8 no
C177 . C178 . C179 . 121.9(6) yes
C177 . C178 . H1781 . 119.2 no
C179 . C178 . H1781 . 118.9 no
C174 . C179 . C178 . 118.9(6) yes
C174 . C179 . C180 . 119.2(6) yes
C178 . C179 . C180 . 121.9(6) yes
C179 . C180 . C181 . 120.7(6) yes
C179 . C180 . H1801 . 119.9 no
C181 . C180 . H1801 . 119.4 no
C180 . C181 . C182 . 119.5(6) yes
C180 . C181 . H1811 . 120.5 no
C182 . C181 . H1811 . 120.0 no
N183 . C182 . C181 . 116.3(5) yes
N183 . C182 . C173 . 121.6(5) yes
C181 . C182 . C173 . 122.1(6) yes
N183 . C184 . C186 . 112.3(5) yes
N183 . C184 . H1841 . 109.5 no
C186 . C184 . H1841 . 110.3 no
N183 . C184 . H1842 . 108.3 no
C186 . C184 . H1842 . 108.3 no
H1841 . C184 . H1842 . 108.1 no
N183 . C185 . N171 . 113.2(5) yes
N183 . C185 . H1851 . 107.7 no
N171 . C185 . H1851 . 108.6 no
N183 . C185 . H1852 . 108.4 no
N171 . C185 . H1852 . 109.6 no
H1851 . C185 . H1852 . 109.3 no
C184 . C186 . C170 . 120.7(5) yes
C184 . C186 . C140 . 120.9(5) yes
C170 . C186 . C140 . 118.2(5) yes
C210 . N211 . C212 . 112.7(5) yes
C210 . N211 . C225 . 109.1(5) yes
C212 . N211 . C225 . 107.3(5) yes
C222 . N223 . C224 . 111.1(5) yes
C222 . N223 . C225 . 111.3(5) yes
C224 . N223 . C225 . 107.9(5) yes
C240 . N241 . C242 . 114.7(5) yes
C240 . N241 . C255 . 110.1(5) yes
C242 . N241 . C255 . 106.5(6) yes
C252 . N253 . C254 . 112.2(5) yes
C252 . N253 . C255 . 111.0(6) yes
C254 . N253 . C255 . 107.8(6) yes
C270 . N271 . C272 . 111.4(4) yes
C270 . N271 . C285 . 111.2(5) yes
C272 . N271 . C285 . 107.8(5) yes
C282 . N283 . C284 . 112.3(5) yes
C282 . N283 . C285 . 110.3(5) yes
C284 . N283 . C285 . 108.4(5) yes
N211 . C210 . C226 . 122.7(5) yes
N211 . C210 . C256 . 117.3(5) yes
C226 . C210 . C256 . 120.0(6) yes
N211 . C212 . C213 . 113.6(5) yes
N211 . C212 . H2122 . 107.5 no
C213 . C212 . H2122 . 109.0 no
N211 . C212 . H2121 . 108.4 no
C213 . C212 . H2121 . 109.0 no
H2122 . C212 . H2121 . 109.2 no
C212 . C213 . C214 . 120.5(6) yes
C212 . C213 . C222 . 120.3(5) yes
C214 . C213 . C222 . 119.2(6) yes
C213 . C214 . C215 . 122.4(6) yes
C213 . C214 . C219 . 119.6(6) yes
C215 . C214 . C219 . 118.0(6) yes
C214 . C215 . C216 . 121.7(7) yes
C214 . C215 . H2151 . 119.1 no
C216 . C215 . H2151 . 119.3 no
C215 . C216 . C217 . 120.1(7) yes
C215 . C216 . H2161 . 120.0 no
C217 . C216 . H2161 . 119.9 no
C216 . C217 . C218 . 119.4(7) yes
C216 . C217 . H2171 . 120.2 no
C218 . C217 . H2171 . 120.3 no
C217 . C218 . C219 . 121.4(8) yes
C217 . C218 . H2181 . 119.0 no
C219 . C218 . H2181 . 119.6 no
C218 . C219 . C214 . 119.3(7) yes
C218 . C219 . C220 . 122.2(7) yes
C214 . C219 . C220 . 118.5(6) yes
C219 . C220 . C221 . 121.3(7) yes
C219 . C220 . H2201 . 119.5 no
C221 . C220 . H2201 . 119.2 no
C220 . C221 . C222 . 119.9(6) yes
C220 . C221 . H2211 . 120.1 no
C222 . C221 . H2211 . 120.0 no
N223 . C222 . C221 . 117.1(6) yes
N223 . C222 . C213 . 121.7(6) yes
C221 . C222 . C213 . 121.2(6) yes
N223 . C224 . C226 . 111.2(5) yes
N223 . C224 . H2241 . 109.5 no
C226 . C224 . H2241 . 109.1 no
N223 . C224 . H2242 . 109.9 no
C226 . C224 . H2242 . 108.3 no
H2241 . C224 . H2242 . 108.8 no
N211 . C225 . N223 . 112.8(5) yes
N211 . C225 . H2251 . 109.9 no
N223 . C225 . H2251 . 109.6 no
N211 . C225 . H2252 . 107.6 no
N223 . C225 . H2252 . 107.8 no
H2251 . C225 . H2252 . 109.0 no
C224 . C226 . C210 . 119.6(5) yes
C224 . C226 . C270 . 120.5(5) yes
C210 . C226 . C270 . 119.7(5) yes
N241 . C240 . C256 . 120.9(6) yes
N241 . C240 . C286 . 118.7(6) yes
C256 . C240 . C286 . 120.3(6) yes
N241 . C242 . C243 . 112.4(6) yes
N241 . C242 . H2421 . 108.6 no
C243 . C242 . H2421 . 108.6 no
N241 . C242 . H2422 . 108.9 no
C243 . C242 . H2422 . 108.6 no
H2421 . C242 . H2422 . 109.7 no
C242 . C243 . C244 . 119.8(6) yes
C242 . C243 . C252 . 120.9(6) yes
C244 . C243 . C252 . 119.1(7) yes
C243 . C244 . C245 . 121.8(6) yes
C243 . C244 . C249 . 119.3(6) yes
C245 . C244 . C249 . 118.8(7) yes
C244 . C245 . C246 . 120.3(7) yes
C244 . C245 . H2451 . 119.7 no
C246 . C245 . H2451 . 120.1 no
C245 . C246 . C247 . 121.0(8) yes
C245 . C246 . H2461 . 119.0 no
C247 . C246 . H2461 . 120.0 no
C246 . C247 . C248 . 120.1(8) yes
C246 . C247 . H2471 . 120.1 no
C248 . C247 . H2471 . 119.8 no
C247 . C248 . C249 . 120.9(8) yes
C247 . C248 . H2481 . 119.6 no
C249 . C248 . H2481 . 119.6 no
C244 . C249 . C248 . 118.7(7) yes
C244 . C249 . C250 . 118.7(7) yes
C248 . C249 . C250 . 122.5(7) yes
C249 . C250 . C251 . 121.4(7) yes
C249 . C250 . H2501 . 118.9 no
C251 . C250 . H2501 . 119.7 no
C250 . C251 . C252 . 120.0(7) yes
C250 . C251 . H2511 . 120.5 no
C252 . C251 . H2511 . 119.5 no
N253 . C252 . C251 . 118.4(6) yes
N253 . C252 . C243 . 120.9(6) yes
C251 . C252 . C243 . 120.6(7) yes
N253 . C254 . C256 . 110.3(5) yes
N253 . C254 . H2541 . 108.7 no
C256 . C254 . H2541 . 109.9 no
N253 . C254 . H2542 . 109.3 no
C256 . C254 . H2542 . 109.2 no
H2541 . C254 . H2542 . 109.5 no
N241 . C255 . N253 . 111.6(6) yes
N241 . C255 . H2551 . 108.2 no
N253 . C255 . H2551 . 108.2 no
N241 . C255 . H2552 . 110.0 no
N253 . C255 . H2552 . 109.6 no
H2551 . C255 . H2552 . 109.2 no
C254 . C256 . C210 . 118.4(6) yes
C254 . C256 . C240 . 121.8(6) yes
C210 . C256 . C240 . 119.8(6) yes
N271 . C270 . C226 . 117.1(5) yes
N271 . C270 . C286 . 121.9(5) yes
C226 . C270 . C286 . 121.0(6) yes
N271 . C272 . C273 . 112.4(5) yes
N271 . C272 . H2721 . 110.6 no
C273 . C272 . H2721 . 109.4 no
N271 . C272 . H2722 . 108.2 no
C273 . C272 . H2722 . 108.3 no
H2721 . C272 . H2722 . 107.8 no
C272 . C273 . C274 . 120.3(5) yes
C272 . C273 . C282 . 120.9(5) yes
C274 . C273 . C282 . 118.7(5) yes
C273 . C274 . C275 . 121.1(6) yes
C273 . C274 . C279 . 120.1(6) yes
C275 . C274 . C279 . 118.7(6) yes
C274 . C275 . C276 . 119.7(7) yes
C274 . C275 . H2751 . 119.6 no
C276 . C275 . H2751 . 120.6 no
C275 . C276 . C277 . 121.5(7) yes
C275 . C276 . H2761 . 118.7 no
C277 . C276 . H2761 . 119.8 no
C276 . C277 . C278 . 120.3(7) yes
C276 . C277 . H2771 . 119.8 no
C278 . C277 . H2771 . 120.0 no
C277 . C278 . C279 . 120.4(7) yes
C277 . C278 . H2781 . 120.0 no
C279 . C278 . H2781 . 119.6 no
C278 . C279 . C274 . 119.3(6) yes
C278 . C279 . C280 . 122.0(6) yes
C274 . C279 . C280 . 118.7(6) yes
C279 . C280 . C281 . 121.5(6) yes
C279 . C280 . H2801 . 119.5 no
C281 . C280 . H2801 . 119.1 no
C280 . C281 . C282 . 120.4(6) yes
C280 . C281 . H2811 . 120.4 no
C282 . C281 . H2811 . 119.2 no
N283 . C282 . C281 . 118.2(5) yes
N283 . C282 . C273 . 121.4(5) yes
C281 . C282 . C273 . 120.4(6) yes
N283 . C284 . C286 . 112.2(5) yes
N283 . C284 . H2841 . 109.0 no
C286 . C284 . H2841 . 109.1 no
N283 . C284 . H2842 . 108.5 no
C286 . C284 . H2842 . 108.9 no
H2841 . C284 . H2842 . 109.1 no
N271 . C285 . N283 . 112.3(5) yes
N271 . C285 . H2852 . 108.7 no
N283 . C285 . H2852 . 108.9 no
N271 . C285 . H2851 . 109.4 no
N283 . C285 . H2851 . 107.9 no
H2852 . C285 . H2851 . 109.5 no
C284 . C286 . C240 . 121.5(5) yes
C284 . C286 . C270 . 119.4(6) yes
C240 . C286 . C270 . 119.0(6) yes
H11 . C1 . H12 . 111.1 no
H11 . C1 . Cl1 . 106.8 no
H12 . C1 . Cl1 . 108.8 no
H11 . C1 . Cl2 . 106.5 no
H12 . C1 . Cl2 . 107.0 no
Cl1 . C1 . Cl2 . 116.7(5) yes
H22 . C2 . H21 . 110.7 no
H22 . C2 . Cl3 . 108.3 no
H21 . C2 . Cl3 . 108.3 no
H22 . C2 . Cl4 . 108.2 no
H21 . C2 . Cl4 . 108.2 no
Cl3 . C2 . Cl4 . 113.2(5) yes
Cl5 . C3 . Cl6 . 108.5(11) yes
Cl5 . C3 . H32 . 112.0 no
Cl6 . C3 . H32 . 111.9 no
Cl5 . C3 . H31 . 107.3 no
Cl6 . C3 . H31 . 106.5 no
H32 . C3 . H31 . 110.4 no
Cl6 . C4 . Cl7 . 116.0(14) yes
Cl6 . C4 . H41 . 106.7 no
Cl7 . C4 . H41 . 107.1 no
Cl6 . C4 . H42 . 108.2 no
Cl7 . C4 . H42 . 109.1 no
H41 . C4 . H42 . 109.7 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C25 . H252 . C186 . 144.60(19) 0.971 2.558 3.397(11) yes
C17 . H171 . N211 2_666 146.77(19) 0.937 2.561 3.384(11) yes
C154 . H1541 . C112 . 125.75(18) 0.969 2.589 3.252(11) yes


_iucr_refine_instructions_details_constrains 
;
#
# Punched on 08/04/16 at 16:17: 6
#
#LIST     12                                                                    
BLOCK 
CONT SCALE 
CONT N    (   11 ,X'S,U'S)  UNTIL C    (   86 ) 
CONT N    (  111 ,X'S,U'S)  UNTIL C    (  186 ) 
CONT N    (  211 ,X'S,U'S)  UNTIL C    (  286 ) 
CONT C    (    1 ,X'S,U'S) 
CONT CL   (    1 ,X'S,U'S)  UNTIL C    (    2 ) 
CONT CL   (    3 ,X'S,U'S)  UNTIL CL   (    4 ) 
CONT C    (    3 ,X'S)  UNTIL CL   (    7 ) 
EQUIV C    (    3 ,U[ISO])  UNTIL CL   (    7 ) 
EQUIV PART(0001,OCC) PART(0002,OCC) 
WEIGHT -1 PART(0002,OCC) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  24,X'S) H   ( 242,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) H   ( 252,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) H   ( 422,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) H   ( 542,X'S) 
RIDE C   (  55,X'S) H   ( 552,X'S) H   ( 551,X'S) 
RIDE C   (  72,X'S) H   ( 722,X'S) H   ( 721,X'S) 
RIDE C   (  75,X'S) H   ( 751,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  78,X'S) H   ( 781,X'S) 
RIDE C   (  80,X'S) H   ( 801,X'S) 
RIDE C   (  81,X'S) H   ( 811,X'S) 
RIDE C   (  84,X'S) H   ( 841,X'S) H   ( 842,X'S) 
RIDE C   (  85,X'S) H   ( 852,X'S) H   ( 851,X'S) 
RIDE C   ( 112,X'S) H   (1122,X'S) H   (1121,X'S) 
RIDE C   ( 115,X'S) H   (1151,X'S) 
RIDE C   ( 116,X'S) H   (1161,X'S) 
RIDE C   ( 117,X'S) H   (1171,X'S) 
RIDE C   ( 118,X'S) H   (1181,X'S) 
RIDE C   ( 120,X'S) H   (1201,X'S) 
RIDE C   ( 121,X'S) H   (1211,X'S) 
RIDE C   ( 124,X'S) H   (1242,X'S) H   (1241,X'S) 
RIDE C   ( 125,X'S) H   (1251,X'S) H   (1252,X'S) 
RIDE C   ( 142,X'S) H   (1422,X'S) H   (1421,X'S) 
RIDE C   ( 145,X'S) H   (1451,X'S) 
RIDE C   ( 146,X'S) H   (1461,X'S) 
RIDE C   ( 147,X'S) H   (1471,X'S) 
RIDE C   ( 148,X'S) H   (1481,X'S) 
RIDE C   ( 150,X'S) H   (1501,X'S) 
RIDE C   ( 151,X'S) H   (1511,X'S) 
RIDE C   ( 154,X'S) H   (1542,X'S) H   (1541,X'S) 
RIDE C   ( 155,X'S) H   (1552,X'S) H   (1551,X'S) 
RIDE C   ( 172,X'S) H   (1722,X'S) H   (1721,X'S) 
RIDE C   ( 175,X'S) H   (1751,X'S) 
RIDE C   ( 176,X'S) H   (1761,X'S) 
RIDE C   ( 177,X'S) H   (1771,X'S) 
RIDE C   ( 178,X'S) H   (1781,X'S) 
RIDE C   ( 180,X'S) H   (1801,X'S) 
RIDE C   ( 181,X'S) H   (1811,X'S) 
RIDE C   ( 184,X'S) H   (1841,X'S) H   (1842,X'S) 
RIDE C   ( 185,X'S) H   (1851,X'S) H   (1852,X'S) 
RIDE C   ( 212,X'S) H   (2122,X'S) H   (2121,X'S) 
RIDE C   ( 215,X'S) H   (2151,X'S) 
RIDE C   ( 216,X'S) H   (2161,X'S) 
RIDE C   ( 217,X'S) H   (2171,X'S) 
RIDE C   ( 218,X'S) H   (2181,X'S) 
RIDE C   ( 220,X'S) H   (2201,X'S) 
RIDE C   ( 221,X'S) H   (2211,X'S) 
RIDE C   ( 224,X'S) H   (2241,X'S) H   (2242,X'S) 
RIDE C   ( 225,X'S) H   (2251,X'S) H   (2252,X'S) 
RIDE C   ( 242,X'S) H   (2421,X'S) H   (2422,X'S) 
RIDE C   ( 245,X'S) H   (2451,X'S) 
RIDE C   ( 246,X'S) H   (2461,X'S) 
RIDE C   ( 247,X'S) H   (2471,X'S) 
RIDE C   ( 248,X'S) H   (2481,X'S) 
RIDE C   ( 250,X'S) H   (2501,X'S) 
RIDE C   ( 251,X'S) H   (2511,X'S) 
RIDE C   ( 254,X'S) H   (2541,X'S) H   (2542,X'S) 
RIDE C   ( 255,X'S) H   (2551,X'S) H   (2552,X'S) 
RIDE C   ( 272,X'S) H   (2721,X'S) H   (2722,X'S) 
RIDE C   ( 275,X'S) H   (2751,X'S) 
RIDE C   ( 276,X'S) H   (2761,X'S) 
RIDE C   ( 277,X'S) H   (2771,X'S) 
RIDE C   ( 278,X'S) H   (2781,X'S) 
RIDE C   ( 280,X'S) H   (2801,X'S) 
RIDE C   ( 281,X'S) H   (2811,X'S) 
RIDE C   ( 284,X'S) H   (2841,X'S) H   (2842,X'S) 
RIDE C   ( 285,X'S) H   (2852,X'S) H   (2851,X'S) 
RIDE C   (   1,X'S) H   (  11,X'S) H   (  12,X'S) 
RIDE C   (   2,X'S) H   (  22,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  32,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) H   (  42,X'S) 
END 
;
_iucr_refine_instructions_details_restraints 
;                                                                            
#
# Punched on 08/04/16 at 16:17: 6
#
#LIST     16                                                                    
NO 
REM   SHIFTLIMIT   START (DO NOT REMOVE THIS LINE) 
LIMIT      0.01000000 U[ISO] 
LIMIT      0.01000000 X 
LIMIT      0.01000000 Y 
LIMIT      0.01000000 Z 
LIMIT      0.01000000 U[11] 
LIMIT      0.01000000 U[22] 
LIMIT      0.01000000 U[33] 
LIMIT      0.01000000 U[12] 
LIMIT      0.01000000 U[13] 
LIMIT      0.01000000 U[23] 
LIMIT      0.01000000 OCC 
REM   SHIFTLIMIT   END (DO NOT REMOVE THIS LINE) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DISTANCE 1.720000 , 0.020000 = CL(7) TO C(4) 
DISTANCE 1.720000 , 0.020000 = CL(6) TO C(4) 
DISTANCE 1.720000 , 0.020000 = CL(5) TO C(3) 
DISTANCE 1.720000 , 0.020000 = CL(6) TO C(3) 
END                                                                             
;
