#------------------------------------------------------------------------------
#$Date: 2016-03-26 04:00:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180205 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/99/7109905.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7109905
loop_
_publ_author_name
'Dan A Kim'
'Philjae Kang'
'Moon-Gun Choi'
'Kyu-Sung Jeong'
_publ_section_title
;
 A chiral indolocarbazole foldamer displaying strong circular dichroism
 responsive to anion binding
;
_journal_name_full               Chem.Commun.
_journal_page_first              9743
_journal_paper_doi               10.1039/c3cc45989f
_journal_volume                  49
_journal_year                    2013
_chemical_absolute_configuration rm
_chemical_formula_moiety         'Cl, C116 H106 N8 O2, 2(C4 H8 O2), C16 H36 N'
_chemical_formula_sum            'C140 H158 Cl N9 O6'
_chemical_formula_weight         2098.19
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2013-09-02
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   37.1603(8)
_cell_length_b                   11.1559(3)
_cell_length_c                   15.1723(3)
_cell_measurement_reflns_used    9769
_cell_measurement_temperature    170
_cell_measurement_theta_max      78.43
_cell_measurement_theta_min      2.38
_cell_volume                     6289.8(2)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            60832
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_theta_full        67.500
_diffrn_reflns_theta_max         79.93
_diffrn_reflns_theta_min         2.38
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_correction_T_min  0.6393
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1067 before and 0.0727 after correction.
The Ratio of minimum to maximum transmission is 0.8475.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear dark yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.108
_exptl_crystal_description       block
_exptl_crystal_F_000             2252
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 3424 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.027(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     780
_refine_ls_number_reflns         12802
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0617
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0986P)²+0.9960P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1587
_refine_ls_wR_factor_ref         0.1816
_reflns_Friedel_coverage         0.769
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.905
_reflns_number_gt                9178
_reflns_number_total             12802
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c3cc45989f.txt
_cod_data_source_block           cu_dn1_0ma
_cod_database_code               7109905
#BEGIN Tags that were not found in dictionaries:
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C65B \\sim C65A \\sim C63B \\sim C63A \\sim C64B \\sim C64A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
3. Others
 Sof(C73B)=Sof(H73A)=Sof(H73B)=Sof(H73C)=Sof(C71B)=Sof(H71A)=Sof(H71B)=
 Sof(H71C)=Sof(C72B)=Sof(H72A)=Sof(H72B)=Sof(H72C)=1-FVAR(1)
 Sof(C71A)=Sof(H71D)=Sof(H71E)=Sof(H71F)=Sof(C72A)=Sof(H72D)=Sof(H72E)=
 Sof(H72F)=Sof(C73A)=Sof(H73D)=Sof(H73E)=Sof(H73F)=FVAR(1)
 Sof(C65B)=Sof(H65D)=Sof(H65E)=Sof(H65F)=Sof(C64B)=Sof(H64A)=Sof(H64B)=
 Sof(H64C)=Sof(C63B)=Sof(H63D)=Sof(H63E)=Sof(H63F)=1-FVAR(2)
 Sof(C63A)=Sof(H63A)=Sof(H63B)=Sof(H63C)=Sof(C65A)=Sof(H65A)=Sof(H65B)=
 Sof(H65C)=Sof(C64A)=Sof(H64D)=Sof(H64E)=Sof(H64F)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C49(H49)
4.b Secondary CH2 refined with riding coordinates:
 C504(H50D,H50E), C611(H61A,H61B), C622(H62A,H62B), C621(H62C,H62D), C613(H61C,
 H61D), C612(H61E,H61F), C623(H62E,H62F)
4.c Aromatic/amide H refined with riding coordinates:
 N23(H23), N6(H6), N3(H3), C9(H9), C42(H42), N48(H48), C38(H38), C40(H40),
 C53(H53), C15(H15), C14(H14), C11(H11), C55(H55), C18(H18), C46(H46), C20(H20),
  C45(H45), C44(H44), C52(H52), C35(H35), C51(H51), C54(H54)
4.d Idealised Me refined as rotating group:
 C67(H67A,H67B,H67C), C68(H68A,H68B,H68C), C57(H57A,H57B,H57C), C69(H69A,H69B,
 H69C), C501(H50A,H50B,H50C), C505(H50F,H50G,H50H), C73B(H73A,H73B,H73C),
 C71B(H71A,H71B,H71C), C72B(H72A,H72B,H72C), C71A(H71D,H71E,H71F), C72A(H72D,
 H72E,H72F), C73A(H73D,H73E,H73F), C624(H62G,H62H,H62I), C614(H61G,H61H,H61I),
 C63A(H63A,H63B,H63C), C65A(H65A,H65B,H65C), C65B(H65D,H65E,H65F), C64B(H64A,
 H64B,H64C), C63B(H63D,H63E,H63F), C64A(H64D,H64E,H64F)
;
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-3
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.0000 -0.5000 -0.14687(9) 0.0751(5) Uani 1 2 d S T P . .
C60 C -0.09457(9) -0.2577(3) -0.1379(2) 0.0427(8) Uani 1 1 d . . . . .
N23 N -0.03373(8) -0.4074(3) 0.03866(19) 0.0459(7) Uani 1 1 d . . . . .
H23 H -0.0302 -0.4195 -0.0180 0.055 Uiso 1 1 calc R U . . .
C61 C -0.08898(9) -0.2560(4) -0.0600(2) 0.0456(8) Uani 1 1 d . . . . .
N6 N -0.04036(8) -0.3172(3) -0.27843(19) 0.0453(7) Uani 1 1 d . . . . .
H6 H -0.0302 -0.3309 -0.2270 0.054 Uiso 1 1 calc R U . . .
N3 N 0.04085(8) -0.3816(3) -0.3299(2) 0.0514(8) Uani 1 1 d . . . . .
H3 H 0.0405 -0.3925 -0.2725 0.062 Uiso 1 1 calc R U . . .
C12 C -0.08200(9) -0.2669(4) -0.3822(2) 0.0495(9) Uani 1 1 d . . . . .
C5 C -0.02382(10) -0.3270(4) -0.3598(2) 0.0488(9) Uani 1 1 d . . . . .
C9 C -0.13557(9) -0.2185(4) -0.2621(3) 0.0486(9) Uani 1 1 d . . . . .
H9 H -0.1544 -0.2038 -0.2211 0.058 Uiso 1 1 calc R U . . .
C22 C -0.05935(10) -0.3321(4) 0.0745(2) 0.0457(8) Uani 1 1 d . . . . .
C8 C -0.10185(9) -0.2546(3) -0.2297(2) 0.0429(8) Uani 1 1 d . . . . .
C4 C 0.01141(9) -0.3523(4) -0.3824(3) 0.0492(9) Uani 1 1 d . . . . .
C7 C -0.07554(9) -0.2820(4) -0.2921(2) 0.0446(8) Uani 1 1 d . . . . .
C21 C -0.08459(9) -0.2584(4) 0.0342(2) 0.0447(8) Uani 1 1 d . . . . .
C37 C -0.05733(11) -0.3395(4) 0.1678(2) 0.0518(9) Uani 1 1 d . . . . .
C42 C 0.16775(10) -0.5457(4) -0.0967(3) 0.0554(10) Uani 1 1 d . . . . .
H42 H 0.1819 -0.5681 -0.1462 0.067 Uiso 1 1 calc R U . . .
N48 N 0.23702(9) -0.6554(4) -0.0614(3) 0.0678(10) Uani 1 1 d . . . . .
H48 H 0.2325 -0.6218 -0.1127 0.081 Uiso 1 1 calc R U . . .
C10 C -0.14270(10) -0.2033(4) -0.3517(3) 0.0514(9) Uani 1 1 d . . . . .
C13 C -0.04843(10) -0.2943(4) -0.4267(2) 0.0537(10) Uani 1 1 d . . . . .
C39 C -0.10569(11) -0.1953(4) 0.1811(3) 0.0548(10) Uani 1 1 d . . . . .
C24 C -0.01443(10) -0.4609(4) 0.1064(2) 0.0488(9) Uani 1 1 d . . . . .
C38 C -0.08081(11) -0.2719(4) 0.2198(3) 0.0576(11) Uani 1 1 d . . . . .
H38 H -0.0797 -0.2784 0.2822 0.069 Uiso 1 1 calc R U . . .
C41 C 0.13564(10) -0.4825(4) -0.1099(3) 0.0549(10) Uani 1 1 d . . . . .
C59 C 0.11679(10) -0.4352(4) -0.2737(4) 0.0592(11) Uani 1 1 d . . . . .
C2 C 0.07091(10) -0.3907(4) -0.3843(3) 0.0545(10) Uani 1 1 d . . . . .
C36 C -0.02898(12) -0.4232(4) 0.1878(3) 0.0573(10) Uani 1 1 d . . . . .
C58 C 0.12428(10) -0.4548(4) -0.1978(4) 0.0606(11) Uani 1 1 d . . . . .
C50 C 0.29752(10) -0.6470(4) 0.0055(3) 0.0556(10) Uani 1 1 d . . . . .
C66 C -0.17893(11) -0.1546(5) -0.3836(3) 0.0655(12) Uani 1 1 d . . . . .
C40 C -0.10692(10) -0.1908(4) 0.0884(2) 0.0514(9) Uani 1 1 d . . . . .
H40 H -0.1239 -0.1387 0.0615 0.062 Uiso 1 1 calc R U . . .
C70 C -0.13186(12) -0.1223(5) 0.2370(3) 0.0642(12) Uani 1 1 d . . . . .
C43 C 0.17922(11) -0.5760(4) -0.0132(3) 0.0599(11) Uani 1 1 d . . . . .
C1 C 0.10651(11) -0.4145(4) -0.3619(3) 0.0597(10) Uani 1 1 d . . . . .
C16 C 0.02238(10) -0.3434(4) -0.4702(3) 0.0573(10) Uani 1 1 d . . . . .
C53 C 0.35018(13) -0.5262(5) 0.1009(4) 0.0705(12) Uani 1 1 d . . . . .
H53 H 0.3683 -0.4851 0.1333 0.085 Uiso 1 1 calc R U . . .
C15 C -0.00202(12) -0.3084(5) -0.5364(3) 0.0698(13) Uani 1 1 d . . . . .
H15 H 0.0059 -0.3002 -0.5956 0.084 Uiso 1 1 calc R U . . .
C14 C -0.03735(12) -0.2860(5) -0.5150(3) 0.0682(13) Uani 1 1 d . . . . .
H14 H -0.0541 -0.2650 -0.5596 0.082 Uiso 1 1 calc R U . . .
C11 C -0.11549(10) -0.2284(4) -0.4117(3) 0.0535(10) Uani 1 1 d . . . . .
H11 H -0.1198 -0.2193 -0.4730 0.064 Uiso 1 1 calc R U . . .
C55 C 0.29760(13) -0.5234(4) 0.0109(3) 0.0662(12) Uani 1 1 d . . . . .
H55 H 0.2793 -0.4793 -0.0185 0.079 Uiso 1 1 calc R U . . .
C18 C 0.08627(12) -0.3692(5) -0.5388(3) 0.0677(12) Uani 1 1 d . . . . .
H18 H 0.0792 -0.3546 -0.5980 0.081 Uiso 1 1 calc R U . . .
C67 C -0.20715(12) -0.1517(6) -0.3114(3) 0.0770(15) Uani 1 1 d . . . . .
H67A H -0.2096 -0.2318 -0.2855 0.116 Uiso 1 1 calc R U . . .
H67B H -0.2303 -0.1267 -0.3363 0.116 Uiso 1 1 calc R U . . .
H67C H -0.1998 -0.0947 -0.2656 0.116 Uiso 1 1 calc R U . . .
C19 C 0.12213(12) -0.3917(5) -0.5192(4) 0.0712(13) Uani 1 1 d . . . . .
O56 O 0.21734(10) -0.6977(4) 0.0756(3) 0.0942(12) Uani 1 1 d . . . . .
C46 C 0.11527(12) -0.4500(5) -0.0369(4) 0.0691(13) Uani 1 1 d . . . . .
H46 H 0.0933 -0.4081 -0.0450 0.083 Uiso 1 1 calc R U . . .
C17 C 0.06057(11) -0.3678(4) -0.4715(3) 0.0590(10) Uani 1 1 d . . . . .
C20 C 0.13167(12) -0.4140(5) -0.4310(4) 0.0682(13) Uani 1 1 d . . . . .
H20 H 0.1562 -0.4293 -0.4176 0.082 Uiso 1 1 calc R U . . .
C45 C 0.12662(13) -0.4779(5) 0.0471(4) 0.0709(13) Uani 1 1 d . . . . .
H45 H 0.1129 -0.4530 0.0967 0.085 Uiso 1 1 calc R U . . .
C49 C 0.27051(12) -0.7184(5) -0.0485(4) 0.0703(13) Uani 1 1 d . . . . .
H49 H 0.2650 -0.7935 -0.0152 0.084 Uiso 1 1 calc R U . . .
C44 C 0.15845(13) -0.5429(5) 0.0592(3) 0.0707(13) Uani 1 1 d . . . . .
H44 H 0.1659 -0.5645 0.1170 0.085 Uiso 1 1 calc R U . . .
C47 C 0.21273(12) -0.6473(5) 0.0038(4) 0.0694(12) Uani 1 1 d . . . . .
C52 C 0.35032(13) -0.6474(5) 0.0967(4) 0.0800(15) Uani 1 1 d . . . . .
H52 H 0.3686 -0.6910 0.1264 0.096 Uiso 1 1 calc R U . . .
C35 C -0.01460(14) -0.4621(5) 0.2685(3) 0.0706(14) Uani 1 1 d . . . . .
H35 H -0.0249 -0.4363 0.3226 0.085 Uiso 1 1 calc R U . . .
C51 C 0.32418(12) -0.7087(5) 0.0497(4) 0.0727(14) Uani 1 1 d . . . . .
H51 H 0.3246 -0.7938 0.0480 0.087 Uiso 1 1 calc R U . . .
C54 C 0.32360(13) -0.4625(5) 0.0579(3) 0.0681(12) Uani 1 1 d . . . . .
H54 H 0.3232 -0.3774 0.0606 0.082 Uiso 1 1 calc R U . . .
C68 C -0.19313(13) -0.2331(7) -0.4592(4) 0.0871(17) Uani 1 1 d . . . . .
H68A H -0.1760 -0.2314 -0.5083 0.131 Uiso 1 1 calc R U . . .
H68B H -0.2164 -0.2021 -0.4791 0.131 Uiso 1 1 calc R U . . .
H68C H -0.1960 -0.3157 -0.4384 0.131 Uiso 1 1 calc R U . . .
C62 C 0.15054(14) -0.3871(6) -0.5925(4) 0.0837(17) Uani 1 1 d . . . . .
C57 C 0.28601(16) -0.7547(7) -0.1373(4) 0.101(2) Uani 1 1 d . . . . .
H57A H 0.2700 -0.8131 -0.1655 0.151 Uiso 1 1 calc R U . . .
H57B H 0.3098 -0.7907 -0.1288 0.151 Uiso 1 1 calc R U . . .
H57C H 0.2882 -0.6838 -0.1750 0.151 Uiso 1 1 calc R U . . .
C69 C -0.17307(14) -0.0262(6) -0.4185(4) 0.0865(17) Uani 1 1 d . . . . .
H69A H -0.1631 0.0239 -0.3715 0.130 Uiso 1 1 calc R U . . .
H69B H -0.1961 0.0072 -0.4380 0.130 Uiso 1 1 calc R U . . .
H69C H -0.1563 -0.0282 -0.4683 0.130 Uiso 1 1 calc R U . . .
C502 C 0.24626(14) -0.4828(6) -0.3015(4) 0.0789(14) Uani 1 1 d . . . . .
O503 O 0.24171(13) -0.3692(5) -0.3132(3) 0.1079(14) Uani 1 1 d . . . . .
C501 C 0.26447(17) -0.5434(7) -0.3761(5) 0.109(2) Uani 1 1 d . . . . .
H50A H 0.2507 -0.5299 -0.4303 0.164 Uiso 1 1 calc R U . . .
H50B H 0.2659 -0.6296 -0.3642 0.164 Uiso 1 1 calc R U . . .
H50C H 0.2888 -0.5108 -0.3830 0.164 Uiso 1 1 calc R U . . .
C504 C 0.2271(2) -0.3008(8) -0.2409(5) 0.116(2) Uani 1 1 d . . . . .
H50D H 0.2015 -0.3217 -0.2319 0.140 Uiso 1 1 calc R U . . .
H50E H 0.2404 -0.3191 -0.1860 0.140 Uiso 1 1 calc R U . . .
C505 C 0.2304(3) -0.1770(9) -0.2616(8) 0.170(4) Uani 1 1 d . . . . .
H50F H 0.2499 -0.1659 -0.3044 0.255 Uiso 1 1 calc R U . . .
H50G H 0.2359 -0.1319 -0.2079 0.255 Uiso 1 1 calc R U . . .
H50H H 0.2078 -0.1479 -0.2869 0.255 Uiso 1 1 calc R U . . .
O506 O 0.23746(11) -0.5316(5) -0.2359(3) 0.1068(14) Uani 1 1 d . . . . .
C73B C -0.1549(7) -0.0357(19) 0.1854(11) 0.122(10) Uani 0.483(19) 1 d . . P A 2
H73A H -0.1399 0.0070 0.1425 0.183 Uiso 0.483(19) 1 calc R U P A 2
H73B H -0.1659 0.0221 0.2259 0.183 Uiso 0.483(19) 1 calc R U P A 2
H73C H -0.1738 -0.0800 0.1543 0.183 Uiso 0.483(19) 1 calc R U P A 2
C71B C -0.1124(6) -0.057(2) 0.3074(13) 0.104(7) Uani 0.483(19) 1 d . . P A 2
H71A H -0.0995 -0.1146 0.3447 0.157 Uiso 0.483(19) 1 calc R U P A 2
H71B H -0.1296 -0.0119 0.3433 0.157 Uiso 0.483(19) 1 calc R U P A 2
H71C H -0.0951 -0.0016 0.2807 0.157 Uiso 0.483(19) 1 calc R U P A 2
C72B C -0.1580(5) -0.218(2) 0.2880(15) 0.130(8) Uani 0.483(19) 1 d . . P A 2
H72A H -0.1710 -0.2668 0.2445 0.195 Uiso 0.483(19) 1 calc R U P A 2
H72B H -0.1754 -0.1746 0.3246 0.195 Uiso 0.483(19) 1 calc R U P A 2
H72C H -0.1434 -0.2706 0.3254 0.195 Uiso 0.483(19) 1 calc R U P A 2
C71A C -0.1224(3) -0.1271(16) 0.3342(7) 0.070(4) Uani 0.517(19) 1 d . . P A 1
H71D H -0.1265 -0.2084 0.3565 0.105 Uiso 0.517(19) 1 calc R U P A 1
H71E H -0.1377 -0.0706 0.3667 0.105 Uiso 0.517(19) 1 calc R U P A 1
H71F H -0.0971 -0.1053 0.3421 0.105 Uiso 0.517(19) 1 calc R U P A 1
C72A C -0.1683(2) -0.1744(14) 0.2243(11) 0.083(5) Uani 0.517(19) 1 d . . P A 1
H72D H -0.1776 -0.1509 0.1665 0.124 Uiso 0.517(19) 1 calc R U P A 1
H72E H -0.1844 -0.1448 0.2705 0.124 Uiso 0.517(19) 1 calc R U P A 1
H72F H -0.1668 -0.2620 0.2277 0.124 Uiso 0.517(19) 1 calc R U P A 1
C73A C -0.1289(4) 0.0122(12) 0.2049(8) 0.082(4) Uani 0.517(19) 1 d . . P A 1
H73D H -0.1040 0.0400 0.2118 0.123 Uiso 0.517(19) 1 calc R U P A 1
H73E H -0.1449 0.0627 0.2402 0.123 Uiso 0.517(19) 1 calc R U P A 1
H73F H -0.1358 0.0173 0.1427 0.123 Uiso 0.517(19) 1 calc R U P A 1
N600 N 0.0000 0.0000 -0.1312(7) 0.118(3) Uani 1 2 d S T P . .
C611 C 0.03320(16) 0.0166(6) -0.1911(6) 0.118(3) Uani 1 1 d . . . . .
H61A H 0.0273 0.0769 -0.2368 0.142 Uiso 1 1 calc R U . . .
H61B H 0.0531 0.0495 -0.1551 0.142 Uiso 1 1 calc R U . . .
C622 C 0.03535(16) -0.1070(7) -0.0124(8) 0.141(4) Uani 1 1 d . . . . .
H62A H 0.0331 -0.0359 0.0262 0.169 Uiso 1 1 calc R U . . .
H62B H 0.0581 -0.0994 -0.0459 0.169 Uiso 1 1 calc R U . . .
C621 C 0.00424(15) -0.1095(5) -0.0758(6) 0.113(3) Uani 1 1 d . . . . .
H62C H 0.0072 -0.1795 -0.1153 0.136 Uiso 1 1 calc R U . . .
H62D H -0.0182 -0.1217 -0.0418 0.136 Uiso 1 1 calc R U . . .
C613 C 0.0726(2) -0.0671(8) -0.3109(9) 0.150(4) Uani 1 1 d . . . . .
H61C H 0.0885 -0.0009 -0.2920 0.180 Uiso 1 1 calc R U . . .
H61D H 0.0878 -0.1380 -0.3230 0.180 Uiso 1 1 calc R U . . .
C612 C 0.04657(19) -0.0967(7) -0.2370(7) 0.134(3) Uani 1 1 d . . . . .
H61E H 0.0587 -0.1489 -0.1934 0.160 Uiso 1 1 calc R U . . .
H61F H 0.0258 -0.1413 -0.2612 0.160 Uiso 1 1 calc R U . . .
C623 C 0.03692(19) -0.2199(7) 0.0446(8) 0.139(4) Uani 1 1 d . . . . .
H62E H 0.0140 -0.2271 0.0776 0.167 Uiso 1 1 calc R U . . .
H62F H 0.0389 -0.2906 0.0055 0.167 Uiso 1 1 calc R U . . .
C624 C 0.0672(2) -0.2220(9) 0.1083(9) 0.173(5) Uani 1 1 d . . . . .
H62G H 0.0900 -0.2156 0.0764 0.260 Uiso 1 1 calc R U . . .
H62H H 0.0667 -0.2974 0.1415 0.260 Uiso 1 1 calc R U . . .
H62I H 0.0648 -0.1545 0.1492 0.260 Uiso 1 1 calc R U . . .
C614 C 0.0537(4) -0.0316(10) -0.3932(10) 0.191(5) Uani 1 1 d . . . . .
H61G H 0.0714 -0.0042 -0.4367 0.287 Uiso 1 1 calc R U . . .
H61H H 0.0368 0.0334 -0.3804 0.287 Uiso 1 1 calc R U . . .
H61I H 0.0405 -0.1007 -0.4168 0.287 Uiso 1 1 calc R U . . .
C63A C 0.1493(4) -0.2636(15) -0.6342(12) 0.122(7) Uani 0.64(3) 1 d . U P B 1
H63A H 0.1255 -0.2501 -0.6601 0.182 Uiso 0.64(3) 1 calc R U P B 1
H63B H 0.1677 -0.2583 -0.6804 0.182 Uiso 0.64(3) 1 calc R U P B 1
H63C H 0.1540 -0.2027 -0.5892 0.182 Uiso 0.64(3) 1 calc R U P B 1
C65A C 0.1888(4) -0.399(2) -0.5544(16) 0.143(8) Uani 0.64(3) 1 d . U P B 1
H65A H 0.1934 -0.3323 -0.5139 0.214 Uiso 0.64(3) 1 calc R U P B 1
H65B H 0.2063 -0.3972 -0.6025 0.214 Uiso 0.64(3) 1 calc R U P B 1
H65C H 0.1909 -0.4750 -0.5225 0.214 Uiso 0.64(3) 1 calc R U P B 1
C65B C 0.1785(10) -0.482(4) -0.583(2) 0.154(17) Uani 0.36(3) 1 d . U P B 2
H65D H 0.1886 -0.4792 -0.5236 0.231 Uiso 0.36(3) 1 calc R U P B 2
H65E H 0.1976 -0.4683 -0.6265 0.231 Uiso 0.36(3) 1 calc R U P B 2
H65F H 0.1676 -0.5607 -0.5934 0.231 Uiso 0.36(3) 1 calc R U P B 2
C64B C 0.1344(6) -0.391(4) -0.6886(12) 0.124(13) Uani 0.36(3) 1 d . U P B 2
H64A H 0.1188 -0.4616 -0.6945 0.187 Uiso 0.36(3) 1 calc R U P B 2
H64B H 0.1540 -0.3964 -0.7315 0.187 Uiso 0.36(3) 1 calc R U P B 2
H64C H 0.1203 -0.3184 -0.6995 0.187 Uiso 0.36(3) 1 calc R U P B 2
C63B C 0.1712(11) -0.271(2) -0.584(3) 0.139(14) Uani 0.36(3) 1 d . U P B 2
H63D H 0.1543 -0.2046 -0.5751 0.209 Uiso 0.36(3) 1 calc R U P B 2
H63E H 0.1850 -0.2568 -0.6384 0.209 Uiso 0.36(3) 1 calc R U P B 2
H63F H 0.1877 -0.2758 -0.5341 0.209 Uiso 0.36(3) 1 calc R U P B 2
C64A C 0.1417(5) -0.485(2) -0.6549(15) 0.142(8) Uani 0.64(3) 1 d . U P B 1
H64D H 0.1456 -0.5622 -0.6264 0.212 Uiso 0.64(3) 1 calc R U P B 1
H64E H 0.1571 -0.4781 -0.7071 0.212 Uiso 0.64(3) 1 calc R U P B 1
H64F H 0.1164 -0.4778 -0.6726 0.212 Uiso 0.64(3) 1 calc R U P B 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C61 C60 C8 177.5(4) . .
C22 N23 C24 109.0(3) . .
C60 C61 C21 176.0(4) . .
C7 N6 C5 108.0(3) . .
C4 N3 C2 108.0(3) . .
C7 C12 C13 106.3(3) . .
C11 C12 C7 120.3(3) . .
C11 C12 C13 133.3(3) . .
N6 C5 C13 109.4(3) . .
C4 C5 N6 131.2(3) . .
C4 C5 C13 119.2(3) . .
C10 C9 C8 123.1(3) . .
N23 C22 C21 130.7(3) . .
N23 C22 C37 108.7(3) . .
C21 C22 C37 120.6(3) . .
C9 C8 C60 121.4(3) . .
C7 C8 C60 121.8(3) . .
C7 C8 C9 116.7(3) . .
N3 C4 C16 109.4(3) . .
C5 C4 N3 130.6(3) . .
C5 C4 C16 119.9(3) . .
N6 C7 C12 110.1(3) . .
N6 C7 C8 128.6(3) . .
C8 C7 C12 121.1(3) . .
C22 C21 C61 121.6(3) . .
C22 C21 C40 117.6(3) . .
C40 C21 C61 120.7(3) . .
C22 C37 C36 106.7(3) . .
C38 C37 C22 119.9(4) . .
C38 C37 C36 133.4(4) . .
C43 C42 C41 121.2(4) . .
C47 N48 C49 120.8(4) . .
C9 C10 C66 121.2(4) . .
C11 C10 C9 118.4(3) . .
C11 C10 C66 120.3(4) . .
C5 C13 C12 106.1(3) . .
C14 C13 C12 132.9(4) . .
C14 C13 C5 120.8(4) . .
C38 C39 C40 117.8(4) . .
C38 C39 C70 121.2(4) . .
C40 C39 C70 121.0(4) . .
N23 C24 C36 108.8(3) . .
C24 C24 N23 132.24(19) 2_545 .
C24 C24 C36 119.0(2) 2_545 .
C39 C38 C37 120.6(4) . .
C42 C41 C58 119.5(4) . .
C46 C41 C42 118.8(4) . .
C46 C41 C58 121.7(4) . .
C58 C59 C1 177.5(5) . .
N3 C2 C17 109.0(3) . .
C1 C2 N3 129.2(4) . .
C1 C2 C17 121.8(4) . .
C24 C36 C37 106.8(3) . .
C35 C36 C37 131.5(4) . .
C35 C36 C24 121.7(4) . .
C59 C58 C41 175.6(5) . .
C55 C50 C49 123.8(4) . .
C51 C50 C55 117.9(4) . .
C51 C50 C49 118.3(4) . .
C10 C66 C68 109.7(4) . .
C10 C66 C69 108.3(4) . .
C67 C66 C10 112.8(4) . .
C67 C66 C68 108.3(4) . .
C67 C66 C69 109.0(5) . .
C68 C66 C69 108.7(4) . .
C21 C40 C39 123.5(4) . .
C39 C70 C72B 107.0(7) . .
C39 C70 C73A 106.9(5) . .
C73B C70 C39 114.5(6) . .
C73B C70 C72B 109.0(11) . .
C71B C70 C39 110.5(7) . .
C71B C70 C73B 109.7(12) . .
C71B C70 C72B 105.7(12) . .
C71A C70 C39 112.0(6) . .
C71A C70 C73A 108.5(8) . .
C72A C70 C39 107.5(5) . .
C72A C70 C71A 108.8(8) . .
C72A C70 C73A 113.3(8) . .
C42 C43 C44 119.3(4) . .
C42 C43 C47 123.0(4) . .
C44 C43 C47 117.7(4) . .
C2 C1 C59 121.4(4) . .
C2 C1 C20 116.7(4) . .
C20 C1 C59 121.9(4) . .
C4 C16 C15 120.8(3) . .
C4 C16 C17 106.6(3) . .
C15 C16 C17 132.5(4) . .
C52 C53 C54 119.6(5) . .
C14 C15 C16 119.8(4) . .
C15 C14 C13 119.5(4) . .
C10 C11 C12 120.3(3) . .
C54 C55 C50 121.6(4) . .
C19 C18 C17 120.0(5) . .
C18 C19 C20 118.5(4) . .
C18 C19 C62 120.0(5) . .
C20 C19 C62 121.4(4) . .
C45 C46 C41 120.8(4) . .
C2 C17 C16 106.9(3) . .
C18 C17 C2 120.0(4) . .
C18 C17 C16 133.0(4) . .
C1 C20 C19 122.9(4) . .
C46 C45 C44 119.8(5) . .
N48 C49 C50 112.8(4) . .
N48 C49 C57 109.7(4) . .
C50 C49 C57 111.5(4) . .
C43 C44 C45 120.2(5) . .
N48 C47 C43 117.8(4) . .
O56 C47 N48 121.7(5) . .
O56 C47 C43 120.5(5) . .
C53 C52 C51 121.0(5) . .
C35 C35 C36 119.3(2) 2_545 .
C50 C51 C52 120.4(5) . .
C55 C54 C53 119.5(5) . .
C19 C62 C65A 111.1(9) . .
C19 C62 C64B 114.0(8) . .
C63A C62 C19 108.2(6) . .
C63A C62 C65A 105.2(10) . .
C65B C62 C19 112.8(10) . .
C65B C62 C64B 109.3(19) . .
C65B C62 C63B 104(2) . .
C63B C62 C19 108.6(11) . .
C63B C62 C64B 107.1(18) . .
C64A C62 C19 106.6(7) . .
C64A C62 C63A 113.2(11) . .
C64A C62 C65A 112.5(11) . .
O503 C502 C501 113.8(6) . .
O506 C502 O503 122.2(6) . .
O506 C502 C501 124.0(7) . .
C502 O503 C504 117.7(6) . .
C505 C504 O503 108.3(8) . .
C611 N600 C611 107.8(10) . 2
C621 N600 C611 108.5(3) . 2
C621 N600 C611 110.2(4) 2 2
C621 N600 C611 110.2(4) . .
C621 N600 C611 108.5(3) 2 .
C621 N600 C621 111.4(9) . 2
C612 C611 N600 115.4(5) . .
C621 C622 C623 112.1(6) . .
N600 C621 C622 115.2(5) . .
C614 C613 C612 112.3(9) . .
C613 C612 C611 111.4(7) . .
C624 C623 C622 114.3(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C60 C61 1.200(5) .
C60 C8 1.419(5) .
N23 C22 1.381(5) .
N23 C24 1.388(5) .
C61 C21 1.440(5) .
N6 C5 1.384(5) .
N6 C7 1.381(4) .
N3 C4 1.392(5) .
N3 C2 1.392(5) .
C12 C7 1.398(5) .
C12 C13 1.451(5) .
C12 C11 1.390(5) .
C5 C4 1.382(5) .
C5 C13 1.414(5) .
C9 C8 1.405(5) .
C9 C10 1.395(5) .
C22 C21 1.389(5) .
C22 C37 1.420(5) .
C8 C7 1.396(5) .
C4 C16 1.397(6) .
C21 C40 1.391(5) .
C37 C38 1.398(5) .
C37 C36 1.440(6) .
C42 C41 1.400(6) .
C42 C43 1.379(6) .
N48 C49 1.442(6) .
N48 C47 1.342(6) .
C10 C66 1.530(5) .
C10 C11 1.389(5) .
C13 C14 1.405(6) .
C39 C38 1.389(6) .
C39 C40 1.408(6) .
C39 C70 1.525(6) .
C24 C24 1.382(7) 2_545
C24 C36 1.413(5) .
C41 C58 1.433(7) .
C41 C46 1.389(7) .
C59 C58 1.204(7) .
C59 C1 1.411(7) .
C2 C1 1.391(5) .
C2 C17 1.401(6) .
C36 C35 1.404(6) .
C50 C55 1.381(6) .
C50 C49 1.521(6) .
C50 C51 1.381(6) .
C66 C67 1.517(6) .
C66 C68 1.536(7) .
C66 C69 1.543(8) .
C70 C73B 1.510(16) .
C70 C71B 1.481(18) .
C70 C72B 1.640(19) .
C70 C71A 1.516(12) .
C70 C72A 1.484(11) .
C70 C73A 1.582(15) .
C43 C44 1.393(7) .
C43 C47 1.500(6) .
C1 C20 1.405(6) .
C16 C15 1.408(6) .
C16 C17 1.445(5) .
C53 C52 1.354(7) .
C53 C54 1.381(7) .
C15 C14 1.376(6) .
C55 C54 1.380(7) .
C18 C19 1.388(7) .
C18 C17 1.399(6) .
C19 C20 1.407(7) .
C19 C62 1.534(6) .
O56 C47 1.237(6) .
C46 C45 1.379(7) .
C45 C44 1.400(7) .
C49 C57 1.521(8) .
C52 C51 1.385(7) .
C35 C35 1.376(9) 2_545
C62 C63A 1.517(14) .
C62 C65A 1.539(17) .
C62 C65B 1.49(3) .
C62 C64B 1.58(2) .
C62 C63B 1.51(3) .
C62 C64A 1.480(17) .
C502 O503 1.290(7) .
C502 C501 1.481(9) .
C502 O506 1.181(7) .
O503 C504 1.443(8) .
C504 C505 1.421(12) .
N600 C611 1.543(10) .
N600 C611 1.544(10) 2
N600 C621 1.491(9) 2
N600 C621 1.491(9) .
C611 C612 1.526(10) .
C622 C621 1.505(10) .
C622 C623 1.529(13) .
C613 C612 1.517(13) .
C613 C614 1.486(15) .
C623 C624 1.483(12) .
