#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:55:46 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257460 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/96/7239662.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_7239662
loop_
_publ_author_name
'Danylyuk, Oksana'
'Worzakowska, Marta'
'Osypiuk-Tomasik, Joanna'
'Sashuk, Volodymyr'
'Kedra-Krolik, Karolina'
_publ_section_title
;
 Solution-mediated and single-crystal to single-crystal transformations of
 cucurbit[6]uril host--guest complexes with dopamine
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              634
_journal_page_last               638
_journal_paper_doi               10.1039/C9CE01743G
_journal_volume                  22
_journal_year                    2020
_chemical_formula_moiety
'(C36 H36 N24 O12).(C8 H12 N O2)+.(Cl)-.7.333(H2 O)'
_chemical_formula_sum            'C44 H62.67 Cl N25 O21.33'
_chemical_formula_weight         1318.64
_chemical_name_common
;
'cucurbit[6]uril/dopamine complex - dried in air'
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2019-09-18 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   48.442(2)
_cell_length_b                   48.442(2)
_cell_length_c                   12.4117(4)
_cell_measurement_reflns_used    8414
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      71.475
_cell_measurement_theta_min      3.157
_cell_volume                     25223.5(17)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector_area_resol_mean 16.3
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       58
_diffrn_reflns_limit_h_min       -57
_diffrn_reflns_limit_k_max       58
_diffrn_reflns_limit_k_min       -58
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            59616
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.250
_diffrn_reflns_theta_min         5.818
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.502
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.7329
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_description       needle
_exptl_crystal_F_000             12408
_refine_diff_density_max         1.122
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     964
_refine_ls_number_reflns         10226
_refine_ls_number_restraints     207
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.1379
_refine_ls_R_factor_gt           0.1165
_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)+(0.1845P)²+64.1179P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3189
_refine_ls_wR_factor_ref         0.3422
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7424
_reflns_number_total             10226
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce01743g2.cif
_cod_data_source_block           q6_dopam_drysn
_cod_depositor_comments
;Adding full bibliography for 7239660--7239662.cif.

 Adding full bibliography for 7239660--7239662.cif.
;
_cod_original_cell_volume        25223(3)
_cod_database_code               7239662
_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
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
O1W O 0.7384(3) 0.2057(3) 0.5884(11) 0.102(3) Uani 0.5 1 d . . P A 1
O1WA O 0.7504(5) 0.2208(5) 0.6686(18) 0.115(6) Uani 0.25 1 d . . P B 2
O1WB O 0.7347(5) 0.1862(7) 0.5750(18) 0.088(7) Uani 0.2 1 d . . P C 3
O2W O 0.69324(12) 0.16830(13) 0.7542(4) 0.1051(14) Uani 1 1 d . . . . .
O3W O 0.98958(11) 0.30360(14) 0.1106(5) 0.080(2) Uani 0.745(14) 1 d . . P D 1
O3WA O 0.9963(3) 0.2884(3) 0.1658(11) 0.071(6) Uani 0.255(14) 1 d . . P D 2
O4W O 0.65640(11) 0.10310(12) 0.1030(4) 0.1044(13) Uani 1 1 d . . . . .
O6W O 0.6667 0.3333 0.7248(14) 0.174(5) Uani 1 3 d S T P . .
Cl1 Cl 0.6947(2) 0.2844(2) 0.2092(8) 0.155(3) Uiso 0.333 1 d . . P E 1
O5W O 0.72932(17) 0.36523(17) 0.6742(7) 0.0493(17) Uani 0.333 1 d . . P F 1
Cl1A Cl 0.7056(3) 0.2740(3) 0.1437(12) 0.187(4) Uiso 0.3 1 d . . P G 2
Cl1C Cl 0.68583(17) 0.29762(18) 0.2595(6) 0.1366(19) Uiso 0.367 1 d . . P H 3
O4WA O 0.7003(6) 0.3268(7) 0.315(2) 0.175(8) Uiso 0.333 1 d . . P H 3
O9W O 1.0295(3) 0.3640(3) 0.0364(13) 0.184(6) Uiso 0.650(13) 1 d . . P I 1
O8W O 0.76638(19) 0.04249(19) 0.6039(10) 0.145(5) Uani 0.650(13) 1 d . . P I 1
O10W O 1.0374(6) 0.3946(6) -0.038(2) 0.178(10) Uiso 0.350(13) 1 d . . P I 2
O9WA O 1.0152(6) 0.3582(6) 0.156(2) 0.189(11) Uiso 0.350(13) 1 d . . P I 2
N1X N 0.8128(4) 0.2292(6) 0.5939(12) 0.084(5) Uani 0.449(17) 1 d D U P J 1
H1X1 H 0.8116 0.2139 0.6394 0.126 Uiso 0.449(17) 1 calc R U P J 1
H1X2 H 0.7939 0.2217 0.5584 0.126 Uiso 0.449(17) 1 calc R U P J 1
H1XC H 0.8169 0.2469 0.6325 0.126 Uiso 0.449(17) 1 calc R U P J 1
C1X C 0.8392(5) 0.2378(8) 0.5135(10) 0.140(9) Uani 0.449(17) 1 d D U P J 1
H1X3 H 0.8566 0.2597 0.5297 0.168 Uiso 0.449(17) 1 calc R U P J 1
H1X4 H 0.8479 0.2234 0.5254 0.168 Uiso 0.449(17) 1 calc R U P J 1
C2X C 0.8322(4) 0.2366(6) 0.4115(9) 0.107(6) Uani 0.449(17) 1 d D U P J 1
H2X3 H 0.8267 0.2534 0.3982 0.128 Uiso 0.449(17) 1 calc R U P J 1
H2X4 H 0.8126 0.2159 0.3988 0.128 Uiso 0.449(17) 1 calc R U P J 1
C3X C 0.8561(4) 0.2401(6) 0.3266(12) 0.080(5) Uani 0.449(17) 1 d D U P J 1
C4X C 0.8462(5) 0.2186(7) 0.2420(19) 0.076(5) Uani 0.449(17) 1 d D U P J 1
H4X H 0.8245 0.2023 0.2363 0.091 Uiso 0.449(17) 1 calc R U P J 1
C5X C 0.8677(5) 0.2210(5) 0.1677(18) 0.068(5) Uani 0.449(17) 1 d D U P J 1
C6X C 0.8977(6) 0.2470(9) 0.162(2) 0.083(8) Uani 0.449(17) 1 d D U P J 1
C7X C 0.9083(5) 0.2687(6) 0.2454(18) 0.071(5) Uani 0.449(17) 1 d D U P J 1
H7X H 0.9295 0.2862 0.2453 0.085 Uiso 0.449(17) 1 calc R U P J 1
C8X C 0.8874(5) 0.2647(7) 0.3310(18) 0.068(5) Uani 0.449(17) 1 d D U P J 1
H8X H 0.8948 0.2788 0.3910 0.082 Uiso 0.449(17) 1 calc R U P J 1
O1X O 0.9154(6) 0.2509(6) 0.0708(13) 0.121(7) Uani 0.449(17) 1 d D U P J 1
H1X H 0.9336 0.2671 0.0779 0.181 Uiso 0.449(17) 1 calc R U P J 1
O2X O 0.8536(6) 0.1993(7) 0.0805(18) 0.116(7) Uani 0.449(17) 1 d D U P J 1
H2X H 0.8678 0.2014 0.0372 0.175 Uiso 0.449(17) 1 calc R U P J 1
N1XA N 0.8022(3) 0.2191(5) 0.5829(10) 0.092(5) Uani 0.551(17) 1 d D U P J 2
H1X5 H 0.7809 0.2060 0.5745 0.138 Uiso 0.551(17) 1 calc R U P J 2
H1X6 H 0.8063 0.2390 0.6005 0.138 Uiso 0.551(17) 1 calc R U P J 2
H1X7 H 0.8095 0.2115 0.6363 0.138 Uiso 0.551(17) 1 calc R U P J 2
C1XA C 0.8189(4) 0.2205(4) 0.4797(10) 0.148(9) Uani 0.551(17) 1 d D U P J 2
H1XA H 0.8201 0.2007 0.4754 0.177 Uiso 0.551(17) 1 calc R U P J 2
H1XB H 0.8050 0.2197 0.4201 0.177 Uiso 0.551(17) 1 calc R U P J 2
C2XA C 0.8474(3) 0.2441(3) 0.4597(14) 0.101(5) Uani 0.551(17) 1 d D U P J 2
H2X1 H 0.8614 0.2445 0.5182 0.121 Uiso 0.551(17) 1 calc R U P J 2
H2X2 H 0.8463 0.2639 0.4668 0.121 Uiso 0.551(17) 1 calc R U P J 2
C3XA C 0.8643(3) 0.2465(3) 0.3536(10) 0.062(3) Uani 0.551(17) 1 d D U P J 2
C4XA C 0.8526(3) 0.2247(5) 0.2690(14) 0.065(3) Uani 0.551(17) 1 d D U P J 2
H4XA H 0.8314 0.2073 0.2711 0.078 Uiso 0.551(17) 1 calc R U P J 2
C5XA C 0.8718(4) 0.2285(6) 0.1831(17) 0.081(6) Uani 0.551(17) 1 d D U P J 2
C6XA C 0.9041(4) 0.2502(7) 0.1847(19) 0.074(4) Uani 0.551(17) 1 d D U P J 2
C7XA C 0.9163(4) 0.2720(5) 0.2677(13) 0.066(4) Uani 0.551(17) 1 d D U P J 2
H7XA H 0.9383 0.2876 0.2692 0.080 Uiso 0.551(17) 1 calc R U P J 2
C8XA C 0.8960(3) 0.2710(6) 0.3499(15) 0.063(4) Uani 0.551(17) 1 d D U P J 2
H8XA H 0.9039 0.2871 0.4036 0.076 Uiso 0.551(17) 1 calc R U P J 2
O1XA O 0.9229(3) 0.2481(4) 0.1053(10) 0.100(5) Uani 0.551(17) 1 d D U P J 2
H1XH H 0.9420 0.2621 0.1155 0.149 Uiso 0.551(17) 1 calc R U P J 2
O2XA O 0.8594(4) 0.2038(4) 0.1059(12) 0.092(4) Uani 0.551(17) 1 d D U P J 2
H2XA H 0.8740 0.2062 0.0640 0.139 Uiso 0.551(17) 1 calc R U P J 2
O5 O 0.64117(8) 0.16500(9) 0.5099(2) 0.0743(9) Uani 1 1 d . . . . .
O11 O 0.76997(7) 0.21351(9) 0.2713(2) 0.0721(9) Uani 1 1 d . . . . .
O10 O 0.80050(8) 0.28097(8) 0.4490(2) 0.0697(9) Uani 1 1 d . . . . .
O2 O 0.70960(8) 0.17587(9) 0.9944(3) 0.0707(8) Uani 1 1 d . . . . .
O12 O 0.77316(9) 0.14795(9) 0.3712(3) 0.0767(9) Uani 1 1 d . . . . .
O3 O 0.70610(9) 0.24256(9) 0.9135(3) 0.0790(10) Uani 1 1 d . . . . .
N10 N 0.66798(9) 0.15454(10) 0.3773(3) 0.0674(10) Uani 1 1 d . . . . .
N22 N 0.71747(9) 0.17346(11) 0.2746(3) 0.0684(10) Uani 1 1 d . . . . .
N4 N 0.76188(9) 0.21588(12) 1.0078(3) 0.0727(11) Uani 1 1 d . . . . .
N21 N 0.72861(9) 0.22277(11) 0.3086(3) 0.0692(11) Uani 1 1 d . . . . .
N5 N 0.75954(10) 0.26269(11) 0.9509(3) 0.0783(13) Uani 1 1 d . . . . .
N9 N 0.67675(10) 0.20398(11) 0.3933(3) 0.0756(11) Uani 1 1 d . . . . .
O4 O 0.67189(10) 0.23840(11) 0.6632(3) 0.0941(13) Uani 1 1 d . . . . .
N6 N 0.74662(13) 0.28479(10) 0.8196(3) 0.0807(13) Uani 1 1 d . . . . .
O7 O 0.80130(10) 0.16224(15) 0.6262(3) 0.1060(16) Uani 1 1 d . . . . .
N20 N 0.75028(10) 0.27160(11) 0.4119(3) 0.0702(10) Uani 1 1 d . . . . .
C31 C 0.77732(11) 0.28288(10) 0.4711(3) 0.0614(11) Uani 1 1 d . . . . .
N23 N 0.71910(10) 0.12783(10) 0.3457(3) 0.0725(11) Uani 1 1 d . . . . .
C22 C 0.68660(10) 0.17072(13) 0.2813(3) 0.0677(13) Uani 1 1 d . . . . .
H22 H 0.6740 0.1613 0.2140 0.081 Uiso 1 1 calc R U . . .
C3 C 0.73797(12) 0.18481(14) 0.9972(3) 0.0688(13) Uani 1 1 d . . . . .
C32 C 0.74723(12) 0.25705(14) 0.3072(3) 0.0734(13) Uani 1 1 d . . . . .
H32A H 0.7372 0.2653 0.2567 0.088 Uiso 1 1 calc R U . . .
H32B H 0.7688 0.2635 0.2795 0.088 Uiso 1 1 calc R U . . .
C9 C 0.66012(11) 0.17349(13) 0.4348(3) 0.0649(11) Uani 1 1 d . . . . .
C33 C 0.74190(10) 0.20433(13) 0.2846(3) 0.0652(12) Uani 1 1 d . . . . .
O9 O 0.83221(10) 0.28381(14) 0.6964(3) 0.1156(17) Uani 1 1 d . . . . .
C5 C 0.73439(13) 0.26130(12) 0.8957(3) 0.0686(12) Uani 1 1 d . . . . .
N18 N 0.79808(15) 0.30139(11) 0.7351(3) 0.0955(18) Uani 1 1 d . . . . .
N19 N 0.77409(11) 0.29796(10) 0.5600(3) 0.0761(12) Uani 1 1 d . . . . .
C21 C 0.69429(11) 0.20553(14) 0.2973(3) 0.0701(13) Uani 1 1 d . . . . .
H21 H 0.6873 0.2133 0.2340 0.084 Uiso 1 1 calc R U . . .
N3 N 0.75131(13) 0.16581(15) 0.9921(3) 0.0883(15) Uani 1 1 d . . . . .
N11 N 0.66778(12) 0.10730(11) 0.4351(3) 0.0809(13) Uani 1 1 d . . . . .
N7 N 0.72277(13) 0.28177(12) 0.6456(3) 0.0803(13) Uani 1 1 d . . . . .
C4 C 0.75575(11) 0.24122(13) 1.0369(3) 0.0726(14) Uani 1 1 d . . . . .
H4A H 0.7337 0.2316 1.0647 0.087 Uiso 1 1 calc R U . . .
H4B H 0.7703 0.2537 1.0963 0.087 Uiso 1 1 calc R U . . .
O8 O 0.83956(11) 0.22720(19) 0.7922(3) 0.139(2) Uani 1 1 d . . . . .
N8 N 0.69941(12) 0.25203(12) 0.5023(4) 0.0824(13) Uani 1 1 d . . . . .
C34 C 0.72230(12) 0.14703(14) 0.2518(3) 0.0730(13) Uani 1 1 d . . . . .
H34A H 0.7439 0.1553 0.2210 0.088 Uiso 1 1 calc R U . . .
H34B H 0.7067 0.1333 0.1967 0.088 Uiso 1 1 calc R U . . .
C30 C 0.80028(15) 0.31686(12) 0.6319(4) 0.094(2) Uani 1 1 d . . . . .
H30A H 0.8011 0.3374 0.6454 0.113 Uiso 1 1 calc R U . . .
H30B H 0.8205 0.3216 0.5961 0.113 Uiso 1 1 calc R U . . .
N16 N 0.81601(14) 0.2370(2) 0.9389(4) 0.121(3) Uani 1 1 d . . . . .
N14 N 0.78183(17) 0.1392(2) 0.7936(4) 0.123(3) Uani 1 1 d . . . . .
N24 N 0.73449(14) 0.10594(13) 0.4703(4) 0.0885(14) Uani 1 1 d . . . . .
C35 C 0.74506(14) 0.12934(13) 0.3937(4) 0.0734(13) Uani 1 1 d . . . . .
N15 N 0.80218(16) 0.1863(2) 0.9006(3) 0.120(3) Uani 1 1 d . . . . .
C29 C 0.81551(16) 0.28753(18) 0.7593(5) 0.096(2) Uani 1 1 d . . . . .
C17 C 0.78980(14) 0.28900(14) 0.9183(4) 0.097(2) Uani 1 1 d . . . . .
H17 H 0.8007 0.3042 0.9791 0.116 Uiso 1 1 calc R U . . .
N1 N 0.70565(19) 0.08752(16) 0.7374(5) 0.111(2) Uani 1 1 d . . . . .
C16 C 0.79274(14) 0.2177(2) 1.0211(3) 0.104(3) Uani 1 1 d . . . . .
H16 H 0.8014 0.2249 1.0953 0.125 Uiso 1 1 calc R U . . .
C10 C 0.65009(12) 0.12038(13) 0.3858(4) 0.0756(14) Uani 1 1 d . . . . .
H10A H 0.6306 0.1141 0.4286 0.091 Uiso 1 1 calc R U . . .
H10B H 0.6434 0.1112 0.3128 0.091 Uiso 1 1 calc R U . . .
C15 C 0.78527(18) 0.1833(3) 0.9997(4) 0.115(3) Uani 1 1 d . . . . .
H15 H 0.7931 0.1751 1.0596 0.138 Uiso 1 1 calc R U . . .
N12 N 0.68336(17) 0.08591(14) 0.5622(4) 0.108(2) Uani 1 1 d . . . . .
C7 C 0.69588(16) 0.25573(16) 0.6103(5) 0.0846(17) Uani 1 1 d . . . . .
C19 C 0.74474(16) 0.29870(13) 0.5598(4) 0.0833(17) Uani 1 1 d . . . . .
H19 H 0.7489 0.3210 0.5541 0.100 Uiso 1 1 calc R U . . .
N2 N 0.7301(2) 0.11831(16) 0.8780(5) 0.108(2) Uani 1 1 d . . . . .
O1 O 0.67806(13) 0.10392(11) 0.8447(4) 0.1172(18) Uani 1 1 d . . . . .
C18 C 0.78120(16) 0.30470(12) 0.8270(4) 0.096(2) Uani 1 1 d . . . . .
H18 H 0.7881 0.3275 0.8427 0.115 Uiso 1 1 calc R U . . .
C20 C 0.72766(14) 0.27923(14) 0.4584(4) 0.0788(14) Uani 1 1 d . . . . .
H20 H 0.7221 0.2917 0.4074 0.095 Uiso 1 1 calc R U . . .
C8 C 0.67307(14) 0.22976(16) 0.4351(5) 0.0903(18) Uani 1 1 d . . . . .
H8A H 0.6532 0.2207 0.4778 0.108 Uiso 1 1 calc R U . . .
H8B H 0.6708 0.2416 0.3739 0.108 Uiso 1 1 calc R U . . .
N13 N 0.7577(2) 0.1118(2) 0.6475(4) 0.108(2) Uani 1 1 d . . . . .
C11 C 0.6648(2) 0.09844(17) 0.5412(5) 0.106(2) Uani 1 1 d . . . . .
C27 C 0.82073(18) 0.2171(3) 0.8699(4) 0.130(4) Uani 1 1 d . . . . .
N17 N 0.81068(12) 0.27994(13) 0.8660(4) 0.0995(18) Uani 1 1 d . . . . .
C23 C 0.68968(14) 0.10024(13) 0.3779(4) 0.0824(16) Uani 1 1 d . . . . .
H23 H 0.6791 0.0853 0.3164 0.099 Uiso 1 1 calc R U . . .
O6 O 0.64746(18) 0.10144(16) 0.6060(4) 0.147(3) Uani 1 1 d . . . . .
C2 C 0.7327(2) 0.1317(2) 0.9862(5) 0.113(3) Uani 1 1 d . . . . .
H2A H 0.7109 0.1249 1.0130 0.135 Uiso 1 1 calc R U . . .
H2B H 0.7422 0.1226 1.0351 0.135 Uiso 1 1 calc R U . . .
C28 C 0.83036(15) 0.2712(3) 0.9240(6) 0.155(5) Uani 1 1 d . . . . .
H28A H 0.8352 0.2816 0.9955 0.187 Uiso 1 1 calc R U . . .
H28B H 0.8508 0.2792 0.8849 0.187 Uiso 1 1 calc R U . . .
C1 C 0.7018(3) 0.10333(19) 0.8227(7) 0.110(3) Uani 1 1 d . . . . .
C6 C 0.7267(2) 0.29287(16) 0.7562(5) 0.101(2) Uani 1 1 d . . . . .
H6A H 0.7362 0.3163 0.7561 0.121 Uiso 1 1 calc R U . . .
H6B H 0.7055 0.2835 0.7906 0.121 Uiso 1 1 calc R U . . .
C25 C 0.7822(2) 0.1400(3) 0.6831(5) 0.109(3) Uani 1 1 d . . . . .
C24 C 0.70029(18) 0.08510(15) 0.4666(5) 0.094(2) Uani 1 1 d . . . . .
H24 H 0.6945 0.0628 0.4476 0.113 Uiso 1 1 calc R U . . .
C13 C 0.7371(2) 0.0911(2) 0.7341(5) 0.120(3) Uani 1 1 d . . . . .
H13 H 0.7363 0.0700 0.7354 0.144 Uiso 1 1 calc R U . . .
C36 C 0.7556(2) 0.10080(19) 0.5359(5) 0.106(2) Uani 1 1 d . . . . .
H36A H 0.7771 0.1120 0.5033 0.127 Uiso 1 1 calc R U . . .
H36B H 0.7483 0.0777 0.5366 0.127 Uiso 1 1 calc R U . . .
C14 C 0.7547(2) 0.1119(2) 0.8354(5) 0.126(3) Uani 1 1 d . . . . .
H14 H 0.7606 0.1002 0.8883 0.152 Uiso 1 1 calc R U . . .
C26 C 0.8081(2) 0.1627(3) 0.8591(5) 0.134(4) Uani 1 1 d . . . . .
H26A H 0.8119 0.1517 0.9196 0.161 Uiso 1 1 calc R U . . .
H26B H 0.8277 0.1730 0.8147 0.161 Uiso 1 1 calc R U . . .
C12 C 0.6808(3) 0.0690(2) 0.6599(6) 0.123(3) Uani 1 1 d . . . . .
H12A H 0.6817 0.0495 0.6421 0.148 Uiso 1 1 calc R U . . .
H12B H 0.6599 0.0623 0.6934 0.148 Uiso 1 1 calc R U . . .
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'
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'
Cl Cl 0.3639 0.7018 '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_3
O4WA Cl1C O4WA 75.6(15) 17
Cl1C O4WA Cl1C 157(2) 18_545
C2X C1X N1X 117.5(13) .
C1X C2X C3X 120.3(11) .
C4X C3X C8X 119.6(12) .
C4X C3X C2X 119.1(15) .
C8X C3X C2X 121.2(16) .
C5X C4X C3X 119.4(14) .
C4X C5X C6X 122.2(15) .
C4X C5X O2X 113.0(15) .
C6X C5X O2X 122.5(15) .
C5X C6X O1X 118.2(15) .
C5X C6X C7X 118.8(12) .
O1X C6X C7X 123.0(16) .
C6X C7X C8X 119.5(14) .
C3X C8X C7X 119.4(13) .
C2XA C1XA N1XA 120.9(10) .
C1XA C2XA C3XA 121.5(11) .
C4XA C3XA C8XA 118.6(9) .
C4XA C3XA C2XA 126.6(10) .
C8XA C3XA C2XA 114.4(10) .
C5XA C4XA C3XA 119.8(11) .
C4XA C5XA C6XA 121.7(13) .
C4XA C5XA O2XA 116.4(12) .
C6XA C5XA O2XA 119.7(12) .
O1XA C6XA C7XA 122.9(12) .
O1XA C6XA C5XA 118.1(12) .
C7XA C6XA C5XA 118.9(10) .
C6XA C7XA C8XA 119.5(11) .
C3XA C8XA C7XA 120.5(11) .
C9 N10 C10 121.8(4) .
C9 N10 C22 111.8(4) .
C10 N10 C22 122.1(4) .
C33 N22 C22 112.7(4) .
C33 N22 C34 123.5(4) .
C22 N22 C34 123.6(4) .
C3 N4 C4 122.5(4) .
C3 N4 C16 110.7(5) .
C4 N4 C16 123.9(5) .
C33 N21 C32 121.5(4) .
C33 N21 C21 112.4(4) .
C32 N21 C21 122.7(5) .
C5 N5 C4 123.2(4) .
C5 N5 C17 113.0(5) .
C4 N5 C17 123.7(5) .
C9 N9 C8 122.2(4) .
C9 N9 C21 112.1(4) .
C8 N9 C21 125.2(4) .
C5 N6 C6 122.3(5) .
C5 N6 C18 112.5(5) .
C6 N6 C18 123.9(5) .
C31 N20 C20 112.7(4) .
C31 N20 C32 121.6(4) .
C20 N20 C32 125.3(5) .
O10 C31 N20 126.5(4) .
O10 C31 N19 125.7(5) .
N20 C31 N19 107.8(4) .
C35 N23 C23 112.8(5) .
C35 N23 C34 121.2(4) .
C23 N23 C34 123.9(5) .
N22 C22 N10 115.5(4) .
N22 C22 C21 103.6(4) .
N10 C22 C21 103.2(4) .
O2 C3 N3 126.1(6) .
O2 C3 N4 125.2(5) .
N3 C3 N4 108.7(5) .
N21 C32 N20 113.7(4) .
O5 C9 N10 126.1(5) .
O5 C9 N9 125.5(5) .
N10 C9 N9 108.4(4) .
O11 C33 N21 126.7(5) .
O11 C33 N22 125.8(5) .
N21 C33 N22 107.5(4) .
O3 C5 N6 126.8(5) .
O3 C5 N5 125.7(4) .
N6 C5 N5 107.5(5) .
C29 N18 C18 113.9(6) .
C29 N18 C30 123.2(5) .
C18 N18 C30 122.0(7) .
C31 N19 C19 112.8(5) .
C31 N19 C30 122.4(5) .
C19 N19 C30 123.5(5) .
N9 C21 N21 115.3(4) .
N9 C21 C22 103.6(4) .
N21 C21 C22 102.9(4) .
C3 N3 C15 113.0(6) .
C3 N3 C2 122.8(5) .
C15 N3 C2 124.1(6) .
C11 N11 C10 123.8(5) .
C11 N11 C23 111.8(5) .
C10 N11 C23 124.3(4) .
C7 N7 C19 112.6(5) .
C7 N7 C6 122.6(5) .
C19 N7 C6 124.5(6) .
N5 C4 N4 115.0(4) .
C7 N8 C20 111.7(5) .
C7 N8 C8 122.4(5) .
C20 N8 C8 122.6(5) .
N22 C34 N23 113.5(4) .
N19 C30 N18 113.6(4) .
C27 N16 C28 124.1(7) .
C27 N16 C16 109.1(9) .
C28 N16 C16 126.6(7) .
C25 N14 C14 112.7(8) .
C25 N14 C26 122.7(8) .
C14 N14 C26 124.4(5) .
C35 N24 C36 122.6(6) .
C35 N24 C24 112.3(5) .
C36 N24 C24 124.6(5) .
O12 C35 N23 126.5(5) .
O12 C35 N24 125.6(6) .
N23 C35 N24 107.9(5) .
C27 N15 C26 119.9(6) .
C27 N15 C15 112.4(8) .
C26 N15 C15 124.4(8) .
O9 C29 N18 124.5(7) .
O9 C29 N17 129.0(9) .
N18 C29 N17 106.6(6) .
N5 C17 N17 114.6(5) .
N5 C17 C18 103.8(5) .
N17 C17 C18 102.9(4) .
C1 N1 C13 112.5(8) .
C1 N1 C12 123.9(7) .
C13 N1 C12 123.6(6) .
N16 C16 N4 113.4(5) .
N16 C16 C15 105.1(6) .
N4 C16 C15 103.6(6) .
N11 C10 N10 113.0(4) .
N3 C15 N15 115.6(6) .
N3 C15 C16 103.3(5) .
N15 C15 C16 102.8(7) .
C11 N12 C12 122.7(5) .
C11 N12 C24 111.7(5) .
C12 N12 C24 124.2(6) .
O4 C7 N7 127.1(6) .
O4 C7 N8 124.7(7) .
N7 C7 N8 108.2(5) .
N7 C19 N19 116.3(5) .
N7 C19 C20 103.8(5) .
N19 C19 C20 102.8(4) .
C1 N2 C2 122.3(6) .
C1 N2 C14 114.0(7) .
C2 N2 C14 121.5(8) .
N18 C18 N6 113.6(4) .
N18 C18 C17 102.5(6) .
N6 C18 C17 103.0(4) .
N20 C20 N8 114.3(5) .
N20 C20 C19 103.9(5) .
N8 C20 C19 102.9(4) .
N9 C8 N8 114.0(5) .
C25 N13 C36 122.6(6) .
C25 N13 C13 113.8(7) .
C36 N13 C13 122.7(8) .
O6 C11 N12 125.7(6) .
O6 C11 N11 124.4(7) .
N12 C11 N11 109.9(5) .
O8 C27 N15 126.8(9) .
O8 C27 N16 123.2(11) .
N15 C27 N16 110.0(6) .
C29 N17 C28 121.6(6) .
C29 N17 C17 114.0(7) .
C28 N17 C17 122.8(5) .
N23 C23 N11 114.7(5) .
N23 C23 C24 103.2(5) .
N11 C23 C24 102.7(4) .
N3 C2 N2 114.9(5) .
N17 C28 N16 113.3(5) .
O1 C1 N2 126.2(8) .
O1 C1 N1 126.0(11) .
N2 C1 N1 107.8(7) .
N6 C6 N7 113.5(4) .
O7 C25 N13 126.1(6) .
O7 C25 N14 126.3(10) .
N13 C25 N14 107.6(8) .
N24 C24 N12 114.8(6) .
N24 C24 C23 103.2(4) .
N12 C24 C23 104.0(5) .
N1 C13 N13 114.6(5) .
N1 C13 C14 104.7(5) .
N13 C13 C14 100.4(8) .
N24 C36 N13 113.8(4) .
N14 C14 N2 114.0(6) .
N14 C14 C13 105.0(5) .
N2 C14 C13 100.8(7) .
N15 C26 N14 112.5(5) .
N12 C12 N1 113.6(7) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1C O4WA 1.40(3) .
Cl1C O4WA 1.62(3) 17
O4WA Cl1C 1.62(3) 18_545
N1X C1X 1.510(15) .
C1X C2X 1.305(13) .
C2X C3X 1.509(14) .
C3X C4X 1.385(17) .
C3X C8X 1.386(17) .
C4X C5X 1.351(15) .
C5X C6X 1.370(16) .
C5X O2X 1.425(15) .
C6X O1X 1.375(14) .
C6X C7X 1.379(15) .
C7X C8X 1.412(14) .
N1XA C1XA 1.498(13) .
C1XA C2XA 1.301(13) .
C2XA C3XA 1.526(13) .
C3XA C4XA 1.390(14) .
C3XA C8XA 1.397(14) .
C4XA C5XA 1.365(13) .
C5XA C6XA 1.383(15) .
C5XA O2XA 1.411(14) .
C6XA O1XA 1.378(12) .
C6XA C7XA 1.379(13) .
C7XA C8XA 1.401(12) .
O5 C9 1.226(5) .
O11 C33 1.212(5) .
O10 C31 1.204(6) .
O2 C3 1.218(6) .
O12 C35 1.231(6) .
O3 C5 1.228(6) .
N10 C9 1.359(6) .
N10 C10 1.437(7) .
N10 C22 1.463(5) .
N22 C33 1.372(6) .
N22 C22 1.436(6) .
N22 C34 1.440(7) .
N4 C3 1.372(7) .
N4 C4 1.445(7) .
N4 C16 1.462(7) .
N21 C33 1.369(7) .
N21 C32 1.440(7) .
N21 C21 1.446(6) .
N5 C5 1.370(7) .
N5 C4 1.437(7) .
N5 C17 1.438(7) .
N9 C9 1.381(7) .
N9 C8 1.443(8) .
N9 C21 1.444(6) .
O4 C7 1.229(7) .
N6 C5 1.366(6) .
N6 C6 1.440(9) .
N6 C18 1.459(8) .
O7 C25 1.231(10) .
N20 C31 1.356(6) .
N20 C20 1.440(6) .
N20 C32 1.451(6) .
C31 N19 1.375(5) .
N23 C35 1.360(7) .
N23 C23 1.440(7) .
N23 C34 1.450(6) .
C22 C21 1.547(8) .
C3 N3 1.365(7) .
O9 C29 1.201(8) .
N18 C29 1.349(10) .
N18 C18 1.458(7) .
N18 C30 1.461(8) .
N19 C19 1.440(8) .
N19 C30 1.443(8) .
N3 C15 1.428(9) .
N3 C2 1.435(10) .
N11 C11 1.370(8) .
N11 C10 1.433(8) .
N11 C23 1.452(7) .
N7 C7 1.355(9) .
N7 C19 1.437(6) .
N7 C6 1.452(8) .
O8 C27 1.247(8) .
N8 C7 1.374(7) .
N8 C20 1.450(7) .
N8 C8 1.453(9) .
N16 C27 1.390(12) .
N16 C28 1.450(14) .
N16 C16 1.460(8) .
N14 C25 1.372(7) .
N14 C14 1.417(12) .
N14 C26 1.459(12) .
N24 C35 1.368(7) .
N24 C36 1.422(8) .
N24 C24 1.447(9) .
N15 C27 1.357(13) .
N15 C26 1.411(11) .
N15 C15 1.443(6) .
C29 N17 1.363(8) .
C17 N17 1.443(9) .
C17 C18 1.534(10) .
N1 C1 1.371(9) .
N1 C13 1.447(10) .
N1 C12 1.447(12) .
C16 C15 1.544(12) .
N12 C11 1.338(9) .
N12 C12 1.434(8) .
N12 C24 1.454(6) .
C19 C20 1.542(9) .
N2 C1 1.370(11) .
N2 C2 1.470(9) .
N2 C14 1.471(8) .
O1 C1 1.199(9) .
N13 C25 1.360(11) .
N13 C36 1.469(8) .
N13 C13 1.470(8) .
C11 O6 1.223(7) .
N17 C28 1.418(13) .
C23 C24 1.546(10) .
C13 C14 1.570(13) .
