#------------------------------------------------------------------------------
#$Date: 2021-09-11 04:00:10 +0200 (Sat 11 de Sep de 2021) $
#$Revision: 269100 $
#$URL: svn://www.crystallography.net/cod/cif/2/02/24/2022453.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022453
loop_
_publ_author_name
'Pham, Duyen N. K.'
'Belanger, Zachary S.'
'Chadeayne, Andrew R.'
'Golen, James A.'
'Manke, David R.'
_publ_section_title
;
 The crystalline forms of nine hydrochloride salts of substituted
 tryptamines
;
_journal_coeditor_code           YP3219
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229621008950
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          'C17 H19 N2 +, Cl -'
_chemical_formula_moiety         'C17 H19 N2 +, Cl -'
_chemical_formula_sum            'C17 H19 Cl N2'
_chemical_formula_weight         286.79
_chemical_name_common
;
2-Methyl-1-phenyltryptammonium chloride
;
_chemical_name_systematic
;
2-(2-Methyl-1-phenyl-1H-indol-3-yl)ethan-1-aminium chloride
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.963(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   10.3990(6)
_cell_length_b                   16.3016(10)
_cell_length_c                   37.091(2)
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      25.29
_cell_measurement_theta_min      2.74
_cell_volume                     6227.1(6)
_computing_cell_refinement
;
SAINT (Bruker, 2018)
;
_computing_data_collection
;
APEX3 (Bruker, 2018)
;
_computing_data_reduction
;
SAINT (Bruker, 2018)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      297.15
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 Venture CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            111482
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.769
_diffrn_reflns_theta_min         2.704
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.238
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.7132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2018)
;
_exptl_crystal_colour            grey
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             2432
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.230
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     773
_refine_ls_number_reflns         11846
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0542
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0396P)²+3.9708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1150
_refine_ls_wR_factor_ref         0.1301
_reflns_number_gt                8101
_reflns_number_total             11846
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yp3219sup1.cif
_cod_data_source_block           2
_cod_original_cell_volume        6227.1(7)
_cod_database_code               2022453
_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.
;
_shelx_estimated_absorpt_t_min   0.945
_shelx_estimated_absorpt_t_max   0.977
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.79350(7) 0.96887(4) 0.45355(2) 0.05329(18) Uani d 1 . .
Cl Cl2 0.04463(6) 0.75927(4) 0.49628(2) 0.05032(17) Uani d 1 . .
Cl Cl3 0.54378(7) 0.76291(4) 0.49570(2) 0.05548(18) Uani d 1 . .
Cl Cl4 0.79783(7) 0.52912(4) 0.95039(2) 0.05374(18) Uani d 1 . .
N N1 0.9639(2) 0.75981(12) 0.67892(5) 0.0442(5) Uani d 1 . .
N N2 0.8058(2) 0.85020(14) 0.52439(6) 0.0446(5) Uani d 1 . .
H H2A 0.8826(17) 0.8285(16) 0.5150(7) 0.065(9) Uiso d 1 . .
H H2B 0.7271(18) 0.8251(16) 0.5108(7) 0.071(9) Uiso d 1 . .
H H2C 0.806(3) 0.9103(6) 0.5227(8) 0.080(10) Uiso d 1 . .
N N3 0.4492(2) 0.76986(12) 0.67862(5) 0.0431(5) Uani d 1 . .
N N4 0.3053(2) 0.85178(14) 0.52353(5) 0.0441(5) Uani d 1 . .
H H4A 0.301(3) 0.9119(7) 0.5218(9) 0.088(11) Uiso d 1 . .
H H4B 0.2271(18) 0.8253(16) 0.5102(7) 0.075(9) Uiso d 1 . .
H H4C 0.3841(18) 0.8313(18) 0.5145(8) 0.080(10) Uiso d 1 . .
N N5 0.5881(2) 0.60429(13) 0.39835(6) 0.0471(5) Uani d 1 . .
N N6 0.5326(2) 0.87735(15) 0.42721(6) 0.0520(6) Uani d 1 . .
H H6A 0.6155(18) 0.9037(18) 0.4374(8) 0.084(11) Uiso d 1 . .
H H6B 0.535(3) 0.8211(9) 0.4370(8) 0.085(11) Uiso d 1 . .
H H6C 0.461(2) 0.9076(18) 0.4360(8) 0.093(11) Uiso d 1 . .
N N7 0.5765(2) 0.87732(13) 0.88966(6) 0.0483(5) Uani d 1 . .
N N8 0.5324(2) 0.61619(15) 0.93046(6) 0.0493(5) Uani d 1 . .
H H8A 0.6168(16) 0.5921(17) 0.9407(7) 0.072(9) Uiso d 1 . .
H H8B 0.534(3) 0.6744(8) 0.9377(8) 0.082(10) Uiso d 1 . .
H H8C 0.465(2) 0.5862(16) 0.9413(7) 0.079(10) Uiso d 1 . .
C C1 0.9978(2) 0.76368(15) 0.64369(6) 0.0425(6) Uani d 1 . .
C C2 0.8767(2) 0.82299(14) 0.68259(6) 0.0409(6) Uani d 1 . .
C C3 0.8176(3) 0.84603(16) 0.71234(7) 0.0522(7) Uani d 1 . .
H H3 0.834615 0.818143 0.734356 0.063 Uiso calc 1 . .
C C4 0.7332(3) 0.91142(17) 0.70828(8) 0.0606(8) Uani d 1 . .
H H4 0.691712 0.927583 0.727785 0.073 Uiso calc 1 . .
C C5 0.7087(3) 0.95382(16) 0.67539(7) 0.0557(7) Uani d 1 . .
H H5 0.650098 0.997199 0.673191 0.067 Uiso calc 1 . .
C C6 0.7699(3) 0.93259(15) 0.64614(7) 0.0484(6) Uani d 1 . .
H H6 0.754394 0.962135 0.624520 0.058 Uiso calc 1 . .
C C7 0.8556(2) 0.86597(14) 0.64931(6) 0.0388(5) Uani d 1 . .
C C8 0.9338(2) 0.82692(15) 0.62527(6) 0.0405(6) Uani d 1 . .
C C9 0.9362(2) 0.84990(17) 0.58621(6) 0.0469(6) Uani d 1 . .
H H9A 1.008914 0.823018 0.577346 0.056 Uiso calc 1 . .
H H9B 0.948175 0.908691 0.584416 0.056 Uiso calc 1 . .
C C10 0.8121(2) 0.82529(15) 0.56297(6) 0.0425(6) Uani d 1 . .
H H10A 0.802875 0.766172 0.564098 0.051 Uiso calc 1 . .
H H10B 0.739613 0.849693 0.572936 0.051 Uiso calc 1 . .
C C11 0.9920(2) 0.69574(15) 0.70494(7) 0.0438(6) Uani d 1 . .
C C12 0.8913(3) 0.65465(17) 0.71758(8) 0.0607(8) Uani d 1 . .
H H12 0.805893 0.667686 0.708514 0.073 Uiso calc 1 . .
C C13 0.9170(3) 0.5940(2) 0.74374(10) 0.0808(10) Uani d 1 . .
H H13 0.848607 0.567237 0.752484 0.097 Uiso calc 1 . .
C C14 1.0429(3) 0.5732(2) 0.75685(10) 0.0833(11) Uani d 1 . .
H H14 1.059911 0.532305 0.774348 0.100 Uiso calc 1 . .
C C15 1.1429(3) 0.6130(2) 0.74395(10) 0.0801(10) Uani d 1 . .
H H15 1.228127 0.598641 0.752556 0.096 Uiso calc 1 . .
C C16 1.1185(3) 0.67439(18) 0.71828(8) 0.0626(8) Uani d 1 . .
H H16 1.187263 0.701492 0.709906 0.075 Uiso calc 1 . .
C C17 1.0925(3) 0.70483(17) 0.63136(8) 0.0577(7) Uani d 1 . .
H H17A 1.087756 0.707608 0.605357 0.087 Uiso calc 1 . .
H H17B 1.072067 0.650185 0.638370 0.087 Uiso calc 1 . .
H H17C 1.178705 0.718810 0.642421 0.087 Uiso calc 1 . .
C C18 0.4814(2) 0.77325(16) 0.64329(6) 0.0420(6) Uani d 1 . .
C C19 0.3657(2) 0.83462(14) 0.68293(6) 0.0394(6) Uani d 1 . .
C C20 0.3040(3) 0.85631(16) 0.71247(6) 0.0467(6) Uani d 1 . .
H H20 0.319835 0.827805 0.734352 0.056 Uiso calc 1 . .
C C21 0.2188(3) 0.92138(17) 0.70830(7) 0.0543(7) Uani d 1 . .
H H21 0.175551 0.936603 0.727587 0.065 Uiso calc 1 . .
C C22 0.1962(3) 0.96481(17) 0.67568(7) 0.0547(7) Uani d 1 . .
H H22 0.137999 1.008423 0.673553 0.066 Uiso calc 1 . .
C C23 0.2586(3) 0.94427(16) 0.64654(7) 0.0479(6) Uani d 1 . .
H H23 0.243578 0.974154 0.625011 0.057 Uiso calc 1 . .
C C24 0.3448(2) 0.87786(14) 0.64969(6) 0.0385(5) Uani d 1 . .
C C25 0.4203(2) 0.83788(15) 0.62541(6) 0.0401(6) Uani d 1 . .
C C26 0.4255(2) 0.86152(16) 0.58646(6) 0.0443(6) Uani d 1 . .
H H26A 0.426911 0.920811 0.584366 0.053 Uiso calc 1 . .
H H26B 0.504397 0.840166 0.578758 0.053 Uiso calc 1 . .
C C27 0.3096(2) 0.82794(15) 0.56233(6) 0.0406(6) Uani d 1 . .
H H27A 0.310617 0.768565 0.564065 0.049 Uiso calc 1 . .
H H27B 0.231307 0.847319 0.571057 0.049 Uiso calc 1 . .
C C28 0.4871(2) 0.70846(16) 0.70529(6) 0.0434(6) Uani d 1 . .
C C29 0.5444(3) 0.73212(18) 0.73976(7) 0.0539(7) Uani d 1 . .
H H29 0.559023 0.787379 0.745051 0.065 Uiso calc 1 . .
C C30 0.5798(3) 0.6735(2) 0.76621(8) 0.0665(9) Uani d 1 . .
H H30 0.617194 0.689548 0.789365 0.080 Uiso calc 1 . .
C C31 0.5601(3) 0.5918(2) 0.75853(9) 0.0710(9) Uani d 1 . .
H H31 0.584743 0.552560 0.776365 0.085 Uiso calc 1 . .
C C32 0.5038(3) 0.56802(19) 0.72444(9) 0.0688(9) Uani d 1 . .
H H32 0.491071 0.512583 0.719190 0.083 Uiso calc 1 . .
C C33 0.4656(3) 0.62636(17) 0.69772(8) 0.0559(7) Uani d 1 . .
H H33 0.425763 0.610071 0.674845 0.067 Uiso calc 1 . .
C C34 0.5752(3) 0.71410(18) 0.63037(7) 0.0589(7) Uani d 1 . .
H H34A 0.645071 0.703919 0.649610 0.088 Uiso calc 1 . .
H H34B 0.609201 0.736936 0.609791 0.088 Uiso calc 1 . .
H H34C 0.531333 0.663515 0.623428 0.088 Uiso calc 1 . .
C C35 0.6487(2) 0.68102(16) 0.40298(7) 0.0453(6) Uani d 1 . .
C C36 0.4873(2) 0.60927(16) 0.36971(6) 0.0444(6) Uani d 1 . .
C C37 0.4011(3) 0.54984(18) 0.35480(7) 0.0582(7) Uani d 1 . .
H H37 0.404938 0.496512 0.363792 0.070 Uiso calc 1 . .
C C38 0.3088(3) 0.5726(2) 0.32601(8) 0.0681(9) Uani d 1 . .
H H38 0.249163 0.534032 0.315482 0.082 Uiso calc 1 . .
C C39 0.3040(3) 0.6526(2) 0.31257(8) 0.0671(9) Uani d 1 . .
H H39 0.240321 0.666556 0.293406 0.080 Uiso calc 1 . .
C C40 0.3905(3) 0.71081(19) 0.32690(7) 0.0596(8) Uani d 1 . .
H H40 0.387208 0.763521 0.317225 0.071 Uiso calc 1 . .
C C41 0.4843(3) 0.69032(16) 0.35635(6) 0.0451(6) Uani d 1 . .
C C42 0.5875(2) 0.73390(16) 0.37777(7) 0.0454(6) Uani d 1 . .
C C43 0.6168(3) 0.82317(16) 0.37277(7) 0.0530(7) Uani d 1 . .
H H43A 0.617315 0.833782 0.347056 0.064 Uiso calc 1 . .
H H43B 0.703019 0.834986 0.385271 0.064 Uiso calc 1 . .
C C44 0.5207(3) 0.88058(16) 0.38686(7) 0.0510(7) Uani d 1 . .
H H44A 0.536188 0.936211 0.379237 0.061 Uiso calc 1 . .
H H44B 0.433145 0.865307 0.376509 0.061 Uiso calc 1 . .
C C45 0.6151(3) 0.53317(16) 0.42098(7) 0.0477(6) Uani d 1 . .
C C46 0.5229(3) 0.50360(18) 0.44069(8) 0.0625(8) Uani d 1 . .
H H46 0.443431 0.530311 0.439606 0.075 Uiso calc 1 . .
C C47 0.5468(3) 0.43472(19) 0.46208(9) 0.0712(9) Uani d 1 . .
H H47 0.483108 0.414738 0.475045 0.085 Uiso calc 1 . .
C C48 0.6639(4) 0.39567(18) 0.46432(9) 0.0701(9) Uani d 1 . .
H H48 0.680393 0.349676 0.479066 0.084 Uiso calc 1 . .
C C49 0.7564(4) 0.4243(2) 0.44489(9) 0.0747(10) Uani d 1 . .
H H49 0.836058 0.397669 0.446442 0.090 Uiso calc 1 . .
C C50 0.7325(3) 0.49300(19) 0.42274(8) 0.0662(8) Uani d 1 . .
H H50 0.795350 0.511745 0.409184 0.079 Uiso calc 1 . .
C C51 0.7620(3) 0.69443(18) 0.43159(8) 0.0589(7) Uani d 1 . .
H H51A 0.741587 0.674891 0.454551 0.088 Uiso calc 1 . .
H H51B 0.781686 0.751939 0.433399 0.088 Uiso calc 1 . .
H H51C 0.835754 0.665102 0.425281 0.088 Uiso calc 1 . .
C C52 0.6344(2) 0.80036(15) 0.89627(7) 0.0444(6) Uani d 1 . .
C C53 0.4733(3) 0.86942(17) 0.86181(7) 0.0500(7) Uani d 1 . .
C C54 0.3858(3) 0.9277(2) 0.84556(8) 0.0646(8) Uani d 1 . .
H H54 0.392942 0.982596 0.852294 0.078 Uiso calc 1 . .
C C55 0.2882(3) 0.9010(2) 0.81909(8) 0.0751(10) Uani d 1 . .
H H55 0.228509 0.938729 0.807885 0.090 Uiso calc 1 . .
C C56 0.2772(3) 0.8190(2) 0.80884(8) 0.0703(9) Uani d 1 . .
H H56 0.209670 0.802694 0.791193 0.084 Uiso calc 1 . .
C C57 0.3647(3) 0.7616(2) 0.82441(7) 0.0587(7) Uani d 1 . .
H H57 0.357554 0.707103 0.817053 0.070 Uiso calc 1 . .
C C58 0.4645(3) 0.78623(17) 0.85140(7) 0.0489(6) Uani d 1 . .
C C59 0.5687(3) 0.74419(16) 0.87334(7) 0.0459(6) Uani d 1 . .
C C60 0.5970(3) 0.65432(15) 0.87112(7) 0.0507(7) Uani d 1 . .
H H60A 0.686322 0.644406 0.881648 0.061 Uiso calc 1 . .
H H60B 0.587858 0.638157 0.845725 0.061 Uiso calc 1 . .
C C61 0.5086(3) 0.60172(15) 0.89056(6) 0.0463(6) Uani d 1 . .
H H61A 0.418853 0.614330 0.881444 0.056 Uiso calc 1 . .
H H61B 0.523558 0.544338 0.885607 0.056 Uiso calc 1 . .
C C62 0.6076(3) 0.95001(15) 0.91065(8) 0.0495(6) Uani d 1 . .
C C63 0.6052(3) 0.94922(18) 0.94765(8) 0.0606(8) Uani d 1 . .
H H63 0.582463 0.901640 0.959064 0.073 Uiso calc 1 . .
C C64 0.6370(4) 1.0196(2) 0.96776(9) 0.0788(10) Uani d 1 . .
H H64 0.634985 1.018977 0.992745 0.095 Uiso calc 1 . .
C C65 0.6713(4) 1.0901(2) 0.95142(10) 0.0806(10) Uani d 1 . .
H H65 0.694574 1.136719 0.965262 0.097 Uiso calc 1 . .
C C66 0.6709(3) 1.09126(18) 0.91442(10) 0.0739(9) Uani d 1 . .
H H66 0.691808 1.139362 0.903068 0.089 Uiso calc 1 . .
C C67 0.6397(3) 1.02152(17) 0.89387(8) 0.0599(8) Uani d 1 . .
H H67 0.640271 1.022637 0.868826 0.072 Uiso calc 1 . .
C C68 0.7539(3) 0.78991(17) 0.92304(8) 0.0542(7) Uani d 1 . .
H H68A 0.818492 0.828610 0.917844 0.081 Uiso calc 1 . .
H H68B 0.786673 0.735184 0.921333 0.081 Uiso calc 1 . .
H H68C 0.733706 0.799184 0.947184 0.081 Uiso calc 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C11 . . 127.6(2) ?
C2 N1 C1 . . 108.05(19) ?
C2 N1 C11 . . 123.5(2) ?
H2A N2 H2B . . 109(2) ?
H2A N2 H2C . . 109(2) ?
H2B N2 H2C . . 113(2) ?
C10 N2 H2A . . 108.4(16) ?
C10 N2 H2B . . 107.7(17) ?
C10 N2 H2C . . 109.6(18) ?
C18 N3 C28 . . 126.9(2) ?
C19 N3 C18 . . 108.21(19) ?
C19 N3 C28 . . 124.8(2) ?
H4A N4 H4B . . 112(3) ?
H4A N4 H4C . . 111(3) ?
H4B N4 H4C . . 110(2) ?
C27 N4 H4A . . 108.6(19) ?
C27 N4 H4B . . 106.4(17) ?
C27 N4 H4C . . 109.1(18) ?
C35 N5 C45 . . 127.0(2) ?
C36 N5 C35 . . 108.7(2) ?
C36 N5 C45 . . 124.1(2) ?
H6A N6 H6B . . 107(3) ?
H6A N6 H6C . . 109(3) ?
H6B N6 H6C . . 109(3) ?
C44 N6 H6A . . 108.5(19) ?
C44 N6 H6B . . 113.5(19) ?
C44 N6 H6C . . 110.6(19) ?
C52 N7 C62 . . 126.1(2) ?
C53 N7 C52 . . 108.5(2) ?
C53 N7 C62 . . 125.1(2) ?
H8A N8 H8B . . 107(3) ?
H8A N8 H8C . . 107(2) ?
H8B N8 H8C . . 111(3) ?
C61 N8 H8A . . 109.6(17) ?
C61 N8 H8B . . 114.7(18) ?
C61 N8 H8C . . 107.4(18) ?
N1 C1 C17 . . 121.3(2) ?
C8 C1 N1 . . 109.5(2) ?
C8 C1 C17 . . 129.2(2) ?
N1 C2 C7 . . 107.9(2) ?
C3 C2 N1 . . 130.2(2) ?
C3 C2 C7 . . 122.0(2) ?
C2 C3 H3 . . 121.0 ?
C4 C3 C2 . . 118.0(2) ?
C4 C3 H3 . . 121.0 ?
C3 C4 H4 . . 119.5 ?
C3 C4 C5 . . 121.0(3) ?
C5 C4 H4 . . 119.5 ?
C4 C5 H5 . . 119.4 ?
C6 C5 C4 . . 121.2(3) ?
C6 C5 H5 . . 119.4 ?
C5 C6 H6 . . 120.4 ?
C5 C6 C7 . . 119.2(2) ?
C7 C6 H6 . . 120.4 ?
C2 C7 C8 . . 106.9(2) ?
C6 C7 C2 . . 118.6(2) ?
C6 C7 C8 . . 134.5(2) ?
C1 C8 C7 . . 107.7(2) ?
C1 C8 C9 . . 127.1(2) ?
C7 C8 C9 . . 125.1(2) ?
C8 C9 H9A . . 109.4 ?
C8 C9 H9B . . 109.4 ?
C8 C9 C10 . . 111.1(2) ?
H9A C9 H9B . . 108.0 ?
C10 C9 H9A . . 109.4 ?
C10 C9 H9B . . 109.4 ?
N2 C10 C9 . . 113.6(2) ?
N2 C10 H10A . . 108.8 ?
N2 C10 H10B . . 108.8 ?
C9 C10 H10A . . 108.8 ?
C9 C10 H10B . . 108.8 ?
H10A C10 H10B . . 107.7 ?
C12 C11 N1 . . 119.5(2) ?
C12 C11 C16 . . 119.0(2) ?
C16 C11 N1 . . 121.5(2) ?
C11 C12 H12 . . 119.9 ?
C11 C12 C13 . . 120.2(3) ?
C13 C12 H12 . . 119.9 ?
C12 C13 H13 . . 119.8 ?
C14 C13 C12 . . 120.4(3) ?
C14 C13 H13 . . 119.8 ?
C13 C14 H14 . . 120.3 ?
C15 C14 C13 . . 119.5(3) ?
C15 C14 H14 . . 120.3 ?
C14 C15 H15 . . 119.7 ?
C14 C15 C16 . . 120.7(3) ?
C16 C15 H15 . . 119.7 ?
C11 C16 H16 . . 119.9 ?
C15 C16 C11 . . 120.2(3) ?
C15 C16 H16 . . 119.9 ?
C1 C17 H17A . . 109.5 ?
C1 C17 H17B . . 109.5 ?
C1 C17 H17C . . 109.5 ?
H17A C17 H17B . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N3 C18 C34 . . 121.7(2) ?
C25 C18 N3 . . 109.4(2) ?
C25 C18 C34 . . 128.8(2) ?
N3 C19 C24 . . 107.6(2) ?
C20 C19 N3 . . 130.4(2) ?
C20 C19 C24 . . 122.0(2) ?
C19 C20 H20 . . 121.1 ?
C21 C20 C19 . . 117.9(2) ?
C21 C20 H20 . . 121.1 ?
C20 C21 H21 . . 119.4 ?
C20 C21 C22 . . 121.1(2) ?
C22 C21 H21 . . 119.4 ?
C21 C22 H22 . . 119.4 ?
C23 C22 C21 . . 121.1(3) ?
C23 C22 H22 . . 119.4 ?
C22 C23 H23 . . 120.4 ?
C22 C23 C24 . . 119.2(2) ?
C24 C23 H23 . . 120.4 ?
C19 C24 C25 . . 106.9(2) ?
C23 C24 C19 . . 118.6(2) ?
C23 C24 C25 . . 134.5(2) ?
C18 C25 C24 . . 107.9(2) ?
C18 C25 C26 . . 126.4(2) ?
C24 C25 C26 . . 125.7(2) ?
C25 C26 H26A . . 109.6 ?
C25 C26 H26B . . 109.6 ?
H26A C26 H26B . . 108.1 ?
C27 C26 C25 . . 110.3(2) ?
C27 C26 H26A . . 109.6 ?
C27 C26 H26B . . 109.6 ?
N4 C27 C26 . . 113.3(2) ?
N4 C27 H27A . . 108.9 ?
N4 C27 H27B . . 108.9 ?
C26 C27 H27A . . 108.9 ?
C26 C27 H27B . . 108.9 ?
H27A C27 H27B . . 107.7 ?
C29 C28 N3 . . 119.1(2) ?
C33 C28 N3 . . 121.3(2) ?
C33 C28 C29 . . 119.6(2) ?
C28 C29 H29 . . 120.0 ?
C30 C29 C28 . . 120.0(3) ?
C30 C29 H29 . . 120.0 ?
C29 C30 H30 . . 119.8 ?
C31 C30 C29 . . 120.4(3) ?
C31 C30 H30 . . 119.8 ?
C30 C31 H31 . . 120.1 ?
C30 C31 C32 . . 119.8(3) ?
C32 C31 H31 . . 120.1 ?
C31 C32 H32 . . 119.8 ?
C31 C32 C33 . . 120.4(3) ?
C33 C32 H32 . . 119.8 ?
C28 C33 C32 . . 119.8(3) ?
C28 C33 H33 . . 120.1 ?
C32 C33 H33 . . 120.1 ?
C18 C34 H34A . . 109.5 ?
C18 C34 H34B . . 109.5 ?
C18 C34 H34C . . 109.5 ?
H34A C34 H34B . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
N5 C35 C51 . . 121.1(2) ?
C42 C35 N5 . . 108.8(2) ?
C42 C35 C51 . . 130.1(2) ?
N5 C36 C41 . . 107.5(2) ?
C37 C36 N5 . . 130.1(2) ?
C37 C36 C41 . . 122.3(2) ?
C36 C37 H37 . . 121.2 ?
C36 C37 C38 . . 117.6(3) ?
C38 C37 H37 . . 121.2 ?
C37 C38 H38 . . 119.6 ?
C37 C38 C39 . . 120.9(3) ?
C39 C38 H38 . . 119.6 ?
C38 C39 H39 . . 119.3 ?
C40 C39 C38 . . 121.5(3) ?
C40 C39 H39 . . 119.3 ?
C39 C40 H40 . . 120.4 ?
C39 C40 C41 . . 119.2(3) ?
C41 C40 H40 . . 120.4 ?
C36 C41 C42 . . 107.0(2) ?
C40 C41 C36 . . 118.5(3) ?
C40 C41 C42 . . 134.6(3) ?
C35 C42 C41 . . 108.0(2) ?
C35 C42 C43 . . 127.9(2) ?
C41 C42 C43 . . 124.1(2) ?
C42 C43 H43A . . 108.8 ?
C42 C43 H43B . . 108.8 ?
C42 C43 C44 . . 113.6(2) ?
H43A C43 H43B . . 107.7 ?
C44 C43 H43A . . 108.8 ?
C44 C43 H43B . . 108.8 ?
N6 C44 C43 . . 111.0(2) ?
N6 C44 H44A . . 109.4 ?
N6 C44 H44B . . 109.4 ?
C43 C44 H44A . . 109.4 ?
C43 C44 H44B . . 109.4 ?
H44A C44 H44B . . 108.0 ?
C46 C45 N5 . . 120.0(2) ?
C46 C45 C50 . . 119.2(3) ?
C50 C45 N5 . . 120.8(3) ?
C45 C46 H46 . . 119.7 ?
C45 C46 C47 . . 120.6(3) ?
C47 C46 H46 . . 119.7 ?
C46 C47 H47 . . 119.9 ?
C48 C47 C46 . . 120.2(3) ?
C48 C47 H47 . . 119.9 ?
C47 C48 H48 . . 120.1 ?
C49 C48 C47 . . 119.8(3) ?
C49 C48 H48 . . 120.1 ?
C48 C49 H49 . . 119.8 ?
C48 C49 C50 . . 120.5(3) ?
C50 C49 H49 . . 119.8 ?
C45 C50 C49 . . 119.7(3) ?
C45 C50 H50 . . 120.2 ?
C49 C50 H50 . . 120.2 ?
C35 C51 H51A . . 109.5 ?
C35 C51 H51B . . 109.5 ?
C35 C51 H51C . . 109.5 ?
H51A C51 H51B . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
N7 C52 C68 . . 121.3(2) ?
C59 C52 N7 . . 109.0(2) ?
C59 C52 C68 . . 129.6(2) ?
N7 C53 C54 . . 130.5(3) ?
N7 C53 C58 . . 107.9(2) ?
C54 C53 C58 . . 121.6(3) ?
C53 C54 H54 . . 121.1 ?
C55 C54 C53 . . 117.7(3) ?
C55 C54 H54 . . 121.1 ?
C54 C55 H55 . . 119.3 ?
C54 C55 C56 . . 121.4(3) ?
C56 C55 H55 . . 119.3 ?
C55 C56 H56 . . 119.5 ?
C57 C56 C55 . . 121.0(3) ?
C57 C56 H56 . . 119.5 ?
C56 C57 H57 . . 120.4 ?
C56 C57 C58 . . 119.3(3) ?
C58 C57 H57 . . 120.4 ?
C53 C58 C59 . . 106.8(2) ?
C57 C58 C53 . . 119.1(3) ?
C57 C58 C59 . . 134.1(3) ?
C52 C59 C58 . . 107.8(2) ?
C52 C59 C60 . . 127.2(2) ?
C58 C59 C60 . . 125.0(3) ?
C59 C60 H60A . . 109.0 ?
C59 C60 H60B . . 109.0 ?
C59 C60 C61 . . 113.0(2) ?
H60A C60 H60B . . 107.8 ?
C61 C60 H60A . . 109.0 ?
C61 C60 H60B . . 109.0 ?
N8 C61 C60 . . 110.9(2) ?
N8 C61 H61A . . 109.5 ?
N8 C61 H61B . . 109.5 ?
C60 C61 H61A . . 109.5 ?
C60 C61 H61B . . 109.5 ?
H61A C61 H61B . . 108.0 ?
C63 C62 N7 . . 120.1(2) ?
C63 C62 C67 . . 119.7(3) ?
C67 C62 N7 . . 120.2(2) ?
C62 C63 H63 . . 120.2 ?
C62 C63 C64 . . 119.6(3) ?
C64 C63 H63 . . 120.2 ?
C63 C64 H64 . . 119.5 ?
C65 C64 C63 . . 121.0(3) ?
C65 C64 H64 . . 119.5 ?
C64 C65 H65 . . 120.4 ?
C64 C65 C66 . . 119.3(3) ?
C66 C65 H65 . . 120.4 ?
C65 C66 H66 . . 119.7 ?
C65 C66 C67 . . 120.6(3) ?
C67 C66 H66 . . 119.7 ?
C62 C67 H67 . . 120.1 ?
C66 C67 C62 . . 119.9(3) ?
C66 C67 H67 . . 120.1 ?
C52 C68 H68A . . 109.5 ?
C52 C68 H68B . . 109.5 ?
C52 C68 H68C . . 109.5 ?
H68A C68 H68B . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 . 1.401(3) ?
N1 C2 . 1.391(3) ?
N1 C11 . 1.425(3) ?
N2 H2A . 0.981(10) ?
N2 H2B . 0.989(10) ?
N2 H2C . 0.982(10) ?
N2 C10 . 1.480(3) ?
N3 C18 . 1.398(3) ?
N3 C19 . 1.390(3) ?
N3 C28 . 1.424(3) ?
N4 H4A . 0.983(10) ?
N4 H4B . 0.990(10) ?
N4 H4C . 0.986(10) ?
N4 C27 . 1.485(3) ?
N5 C35 . 1.400(3) ?
N5 C36 . 1.388(3) ?
N5 C45 . 1.436(3) ?
N6 H6A . 0.990(10) ?
N6 H6B . 0.985(10) ?
N6 H6C . 0.989(10) ?
N6 C44 . 1.485(3) ?
N7 C52 . 1.398(3) ?
N7 C53 . 1.388(3) ?
N7 C62 . 1.430(3) ?
N8 H8A . 0.988(10) ?
N8 H8B . 0.986(10) ?
N8 H8C . 0.983(10) ?
N8 C61 . 1.485(3) ?
C1 C8 . 1.359(3) ?
C1 C17 . 1.491(4) ?
C2 C3 . 1.387(3) ?
C2 C7 . 1.410(3) ?
C3 H3 . 0.9300 ?
C3 C4 . 1.376(4) ?
C4 H4 . 0.9300 ?
C4 C5 . 1.395(4) ?
C5 H5 . 0.9300 ?
C5 C6 . 1.375(4) ?
C6 H6 . 0.9300 ?
C6 C7 . 1.400(3) ?
C7 C8 . 1.436(3) ?
C8 C9 . 1.500(3) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C9 C10 . 1.503(3) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 C12 . 1.378(4) ?
C11 C16 . 1.384(4) ?
C12 H12 . 0.9300 ?
C12 C13 . 1.385(4) ?
C13 H13 . 0.9300 ?
C13 C14 . 1.375(4) ?
C14 H14 . 0.9300 ?
C14 C15 . 1.367(5) ?
C15 H15 . 0.9300 ?
C15 C16 . 1.380(4) ?
C16 H16 . 0.9300 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
C18 C25 . 1.355(3) ?
C18 C34 . 1.496(3) ?
C19 C20 . 1.390(3) ?
C19 C24 . 1.410(3) ?
C20 H20 . 0.9300 ?
C20 C21 . 1.377(4) ?
C21 H21 . 0.9300 ?
C21 C22 . 1.393(4) ?
C22 H22 . 0.9300 ?
C22 C23 . 1.376(4) ?
C23 H23 . 0.9300 ?
C23 C24 . 1.400(3) ?
C24 C25 . 1.432(3) ?
C25 C26 . 1.503(3) ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C26 C27 . 1.501(3) ?
C27 H27A . 0.9700 ?
C27 H27B . 0.9700 ?
C28 C29 . 1.388(3) ?
C28 C33 . 1.379(4) ?
C29 H29 . 0.9300 ?
C29 C30 . 1.383(4) ?
C30 H30 . 0.9300 ?
C30 C31 . 1.371(5) ?
C31 H31 . 0.9300 ?
C31 C32 . 1.374(5) ?
C32 H32 . 0.9300 ?
C32 C33 . 1.391(4) ?
C33 H33 . 0.9300 ?
C34 H34A . 0.9600 ?
C34 H34B . 0.9600 ?
C34 H34C . 0.9600 ?
C35 C42 . 1.363(4) ?
C35 C51 . 1.489(4) ?
C36 C37 . 1.382(4) ?
C36 C41 . 1.410(4) ?
C37 H37 . 0.9300 ?
C37 C38 . 1.384(4) ?
C38 H38 . 0.9300 ?
C38 C39 . 1.394(4) ?
C39 H39 . 0.9300 ?
C39 C40 . 1.364(4) ?
C40 H40 . 0.9300 ?
C40 C41 . 1.401(4) ?
C41 C42 . 1.432(4) ?
C42 C43 . 1.504(4) ?
C43 H43A . 0.9700 ?
C43 H43B . 0.9700 ?
C43 C44 . 1.514(4) ?
C44 H44A . 0.9700 ?
C44 H44B . 0.9700 ?
C45 C46 . 1.372(4) ?
C45 C50 . 1.378(4) ?
C46 H46 . 0.9300 ?
C46 C47 . 1.378(4) ?
C47 H47 . 0.9300 ?
C47 C48 . 1.366(4) ?
C48 H48 . 0.9300 ?
C48 C49 . 1.361(5) ?
C49 H49 . 0.9300 ?
C49 C50 . 1.391(4) ?
C50 H50 . 0.9300 ?
C51 H51A . 0.9600 ?
C51 H51B . 0.9600 ?
C51 H51C . 0.9600 ?
C52 C59 . 1.367(4) ?
C52 C68 . 1.489(4) ?
C53 C54 . 1.393(4) ?
C53 C58 . 1.410(4) ?
C54 H54 . 0.9300 ?
C54 C55 . 1.381(4) ?
C55 H55 . 0.9300 ?
C55 C56 . 1.390(5) ?
C56 H56 . 0.9300 ?
C56 C57 . 1.375(4) ?
C57 H57 . 0.9300 ?
C57 C58 . 1.397(4) ?
C58 C59 . 1.435(4) ?
C59 C60 . 1.499(3) ?
C60 H60A . 0.9700 ?
C60 H60B . 0.9700 ?
C60 C61 . 1.511(3) ?
C61 H61A . 0.9700 ?
C61 H61B . 0.9700 ?
C62 C63 . 1.376(4) ?
C62 C67 . 1.384(4) ?
C63 H63 . 0.9300 ?
C63 C64 . 1.383(4) ?
C64 H64 . 0.9300 ?
C64 C65 . 1.370(5) ?
C65 H65 . 0.9300 ?
C65 C66 . 1.372(5) ?
C66 H66 . 0.9300 ?
C66 C67 . 1.382(4) ?
C67 H67 . 0.9300 ?
C68 H68A . 0.9600 ?
C68 H68B . 0.9600 ?
C68 H68C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2A Cl2 1_655 0.981(10) 2.218(11) 3.189(2) 171(2) yes
N2 H2B Cl3 . 0.989(10) 2.163(12) 3.127(2) 164(2) yes
N2 H2C Cl1 . 0.982(10) 2.72(3) 3.251(2) 114(2) yes
N2 H2C Cl4 2_656 0.982(10) 2.49(2) 3.290(2) 138(2) yes
N4 H4A Cl1 3_676 0.983(10) 2.41(2) 3.251(2) 143(3) yes
N4 H4A Cl4 4_575 0.983(10) 2.81(3) 3.328(2) 113(2) yes
N4 H4B Cl2 . 0.990(10) 2.180(13) 3.144(2) 164(2) yes
N4 H4C Cl3 . 0.986(10) 2.192(12) 3.166(2) 169(3) yes
N6 H6A Cl1 . 0.990(10) 2.146(11) 3.131(3) 173(3) yes
N6 H6B Cl3 . 0.985(10) 2.37(2) 3.141(2) 135(2) yes
N6 H6C Cl4 4_575 0.989(10) 2.113(11) 3.100(2) 175(3) yes
N8 H8A Cl4 . 0.988(10) 2.131(12) 3.101(3) 167(2) yes
N8 H8B Cl2 4_676 0.986(10) 2.42(2) 3.164(2) 132(2) yes
N8 H8C Cl1 4_576 0.983(10) 2.104(12) 3.069(2) 167(3) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C1 C8 C7 . . . . 0.2(3) ?
N1 C1 C8 C9 . . . . -176.3(2) ?
N1 C2 C3 C4 . . . . -179.3(3) ?
N1 C2 C7 C6 . . . . 179.5(2) ?
N1 C2 C7 C8 . . . . -0.4(3) ?
N1 C11 C12 C13 . . . . -177.9(3) ?
N1 C11 C16 C15 . . . . 178.9(3) ?
N3 C18 C25 C24 . . . . -0.4(3) ?
N3 C18 C25 C26 . . . . -177.8(2) ?
N3 C19 C20 C21 . . . . -175.8(2) ?
N3 C19 C24 C23 . . . . 177.1(2) ?
N3 C19 C24 C25 . . . . -1.0(3) ?
N3 C28 C29 C30 . . . . 178.9(2) ?
N3 C28 C33 C32 . . . . -179.9(2) ?
N5 C35 C42 C41 . . . . 0.2(3) ?
N5 C35 C42 C43 . . . . 178.7(2) ?
N5 C36 C37 C38 . . . . 179.8(3) ?
N5 C36 C41 C40 . . . . 179.5(2) ?
N5 C36 C41 C42 . . . . 0.4(3) ?
N5 C45 C46 C47 . . . . 179.0(3) ?
N5 C45 C50 C49 . . . . 179.9(3) ?
N7 C52 C59 C58 . . . . -0.4(3) ?
N7 C52 C59 C60 . . . . -179.8(2) ?
N7 C53 C54 C55 . . . . -177.3(3) ?
N7 C53 C58 C57 . . . . 177.9(2) ?
N7 C53 C58 C59 . . . . -1.5(3) ?
N7 C62 C63 C64 . . . . 179.2(3) ?
N7 C62 C67 C66 . . . . -179.3(3) ?
C1 N1 C2 C3 . . . . -178.3(3) ?
C1 N1 C2 C7 . . . . 0.5(3) ?
C1 N1 C11 C12 . . . . -119.5(3) ?
C1 N1 C11 C16 . . . . 61.4(4) ?
C1 C8 C9 C10 . . . . 104.8(3) ?
C2 N1 C1 C8 . . . . -0.4(3) ?
C2 N1 C1 C17 . . . . 178.8(2) ?
C2 N1 C11 C12 . . . . 48.5(4) ?
C2 N1 C11 C16 . . . . -130.6(3) ?
C2 C3 C4 C5 . . . . -0.7(4) ?
C2 C7 C8 C1 . . . . 0.1(3) ?
C2 C7 C8 C9 . . . . 176.7(2) ?
C3 C2 C7 C6 . . . . -1.6(4) ?
C3 C2 C7 C8 . . . . 178.5(2) ?
C3 C4 C5 C6 . . . . -1.1(5) ?
C4 C5 C6 C7 . . . . 1.6(4) ?
C5 C6 C7 C2 . . . . -0.2(4) ?
C5 C6 C7 C8 . . . . 179.6(3) ?
C6 C7 C8 C1 . . . . -179.7(3) ?
C6 C7 C8 C9 . . . . -3.1(4) ?
C7 C2 C3 C4 . . . . 2.0(4) ?
C7 C8 C9 C10 . . . . -71.1(3) ?
C8 C9 C10 N2 . . . . 177.0(2) ?
C11 N1 C1 C8 . . . . 169.1(2) ?
C11 N1 C1 C17 . . . . -11.7(4) ?
C11 N1 C2 C3 . . . . 11.7(4) ?
C11 N1 C2 C7 . . . . -169.6(2) ?
C11 C12 C13 C14 . . . . -1.2(5) ?
C12 C11 C16 C15 . . . . -0.2(5) ?
C12 C13 C14 C15 . . . . 0.2(6) ?
C13 C14 C15 C16 . . . . 0.7(6) ?
C14 C15 C16 C11 . . . . -0.7(5) ?
C16 C11 C12 C13 . . . . 1.2(5) ?
C17 C1 C8 C7 . . . . -178.9(2) ?
C17 C1 C8 C9 . . . . 4.6(4) ?
C18 N3 C19 C20 . . . . 178.0(3) ?
C18 N3 C19 C24 . . . . 0.8(3) ?
C18 N3 C28 C29 . . . . 128.2(3) ?
C18 N3 C28 C33 . . . . -53.1(4) ?
C18 C25 C26 C27 . . . . 96.5(3) ?
C19 N3 C18 C25 . . . . -0.2(3) ?
C19 N3 C18 C34 . . . . 177.1(2) ?
C19 N3 C28 C29 . . . . -56.2(3) ?
C19 N3 C28 C33 . . . . 122.6(3) ?
C19 C20 C21 C22 . . . . -0.8(4) ?
C19 C24 C25 C18 . . . . 0.9(3) ?
C19 C24 C25 C26 . . . . 178.3(2) ?
C20 C19 C24 C23 . . . . -0.4(4) ?
C20 C19 C24 C25 . . . . -178.5(2) ?
C20 C21 C22 C23 . . . . -0.2(4) ?
C21 C22 C23 C24 . . . . 0.9(4) ?
C22 C23 C24 C19 . . . . -0.6(4) ?
C22 C23 C24 C25 . . . . 176.9(3) ?
C23 C24 C25 C18 . . . . -176.8(3) ?
C23 C24 C25 C26 . . . . 0.6(4) ?
C24 C19 C20 C21 . . . . 1.1(4) ?
C24 C25 C26 C27 . . . . -80.4(3) ?
C25 C26 C27 N4 . . . . 177.6(2) ?
C28 N3 C18 C25 . . . . 176.1(2) ?
C28 N3 C18 C34 . . . . -6.6(4) ?
C28 N3 C19 C20 . . . . 1.7(4) ?
C28 N3 C19 C24 . . . . -175.6(2) ?
C28 C29 C30 C31 . . . . 0.8(4) ?
C29 C28 C33 C32 . . . . -1.2(4) ?
C29 C30 C31 C32 . . . . -0.6(5) ?
C30 C31 C32 C33 . . . . -0.5(5) ?
C31 C32 C33 C28 . . . . 1.4(4) ?
C33 C28 C29 C30 . . . . 0.1(4) ?
C34 C18 C25 C24 . . . . -177.5(3) ?
C34 C18 C25 C26 . . . . 5.1(4) ?
C35 N5 C36 C37 . . . . 179.3(3) ?
C35 N5 C36 C41 . . . . -0.3(3) ?
C35 N5 C45 C46 . . . . 114.2(3) ?
C35 N5 C45 C50 . . . . -66.9(4) ?
C35 C42 C43 C44 . . . . -104.1(3) ?
C36 N5 C35 C42 . . . . 0.0(3) ?
C36 N5 C35 C51 . . . . -179.3(2) ?
C36 N5 C45 C46 . . . . -59.7(3) ?
C36 N5 C45 C50 . . . . 119.2(3) ?
C36 C37 C38 C39 . . . . 0.3(4) ?
C36 C41 C42 C35 . . . . -0.4(3) ?
C36 C41 C42 C43 . . . . -179.0(2) ?
C37 C36 C41 C40 . . . . -0.1(4) ?
C37 C36 C41 C42 . . . . -179.2(2) ?
C37 C38 C39 C40 . . . . 0.8(5) ?
C38 C39 C40 C41 . . . . -1.6(5) ?
C39 C40 C41 C36 . . . . 1.2(4) ?
C39 C40 C41 C42 . . . . -180.0(3) ?
C40 C41 C42 C35 . . . . -179.3(3) ?
C40 C41 C42 C43 . . . . 2.1(5) ?
C41 C36 C37 C38 . . . . -0.7(4) ?
C41 C42 C43 C44 . . . . 74.2(3) ?
C42 C43 C44 N6 . . . . 68.6(3) ?
C45 N5 C35 C42 . . . . -174.6(2) ?
C45 N5 C35 C51 . . . . 6.1(4) ?
C45 N5 C36 C37 . . . . -5.9(4) ?
C45 N5 C36 C41 . . . . 174.5(2) ?
C45 C46 C47 C48 . . . . 1.0(5) ?
C46 C45 C50 C49 . . . . -1.2(4) ?
C46 C47 C48 C49 . . . . -1.0(5) ?
C47 C48 C49 C50 . . . . 0.0(5) ?
C48 C49 C50 C45 . . . . 1.1(5) ?
C50 C45 C46 C47 . . . . 0.1(4) ?
C51 C35 C42 C41 . . . . 179.5(3) ?
C51 C35 C42 C43 . . . . -2.0(4) ?
C52 N7 C53 C54 . . . . 179.7(3) ?
C52 N7 C53 C58 . . . . 1.3(3) ?
C52 N7 C62 C63 . . . . -53.9(4) ?
C52 N7 C62 C67 . . . . 126.3(3) ?
C52 C59 C60 C61 . . . . 100.3(3) ?
C53 N7 C52 C59 . . . . -0.6(3) ?
C53 N7 C52 C68 . . . . 175.7(2) ?
C53 N7 C62 C63 . . . . 118.2(3) ?
C53 N7 C62 C67 . . . . -61.6(4) ?
C53 C54 C55 C56 . . . . -0.1(5) ?
C53 C58 C59 C52 . . . . 1.2(3) ?
C53 C58 C59 C60 . . . . -179.4(2) ?
C54 C53 C58 C57 . . . . -0.7(4) ?
C54 C53 C58 C59 . . . . 179.9(2) ?
C54 C55 C56 C57 . . . . -1.0(5) ?
C55 C56 C57 C58 . . . . 1.2(4) ?
C56 C57 C58 C53 . . . . -0.4(4) ?
C56 C57 C58 C59 . . . . 178.8(3) ?
C57 C58 C59 C52 . . . . -178.1(3) ?
C57 C58 C59 C60 . . . . 1.3(5) ?
C58 C53 C54 C55 . . . . 1.0(4) ?
C58 C59 C60 C61 . . . . -79.0(3) ?
C59 C60 C61 N8 . . . . -66.5(3) ?
C62 N7 C52 C59 . . . . 172.6(2) ?
C62 N7 C52 C68 . . . . -11.1(4) ?
C62 N7 C53 C54 . . . . 6.5(4) ?
C62 N7 C53 C58 . . . . -171.9(2) ?
C62 C63 C64 C65 . . . . -0.3(5) ?
C63 C62 C67 C66 . . . . 0.9(4) ?
C63 C64 C65 C66 . . . . 1.6(6) ?
C64 C65 C66 C67 . . . . -1.7(6) ?
C65 C66 C67 C62 . . . . 0.5(5) ?
C67 C62 C63 C64 . . . . -1.0(5) ?
C68 C52 C59 C58 . . . . -176.3(2) ?
C68 C52 C59 C60 . . . . 4.3(4) ?

_cod_database_fobs_code 2022453
