#------------------------------------------------------------------------------
#$Date: 2022-03-09 23:54:09 +0100 (Wed 09 de Mar de 2022) $
#$Revision: 273569 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/97/7129782.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_7129782
loop_
_publ_author_name
'Zhou, He-Ye'
'Chen, Chuan-Feng'
_publ_section_title
;
 Adsorptive separation of picoline isomers by adaptive calix[3]acridan
 crystals
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00943A
_journal_year                    2022
_chemical_formula_moiety         'C51 H51 N3, 2(C6 H7 N)'
_chemical_formula_sum            'C65 H65 N3'
_chemical_formula_weight         888.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-07-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-09-04 deposited with the CCDC.	2022-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.4260(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.18180(10)
_cell_length_b                   39.3842(4)
_cell_length_c                   9.47760(10)
_cell_measurement_reflns_used    25605
_cell_measurement_temperature    169.97(12)
_cell_measurement_theta_max      74.9150
_cell_measurement_theta_min      3.3830
_cell_volume                     4867.23(8)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.97(12)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -85.00   0.50    0.05    --  -47.70-129.00  92.00   68
  2  ω   -111.00 -64.00   0.50    0.05    --  -47.70-141.00 -79.00   94
  3  ω    -80.00 -54.00   0.50    0.05    --  -47.70 129.00 166.00   52
  4  ω     52.00  97.00   0.50    0.05    --   47.70-129.00  92.00   90
  5  ω     66.00  91.00   0.50    0.05    --   47.70-141.00 -79.00   50
  6  ω   -144.00-119.00   0.50    0.20    --  -99.00-129.00  92.00   50
  7  ω   -115.00 -27.00   0.50    0.20    --  -99.00 129.00 166.00  176
  8  ω    -99.00 -74.00   0.50    0.20    --  -99.00 141.00 -21.00   50
  9  ω     78.00 169.00   0.50    0.20    --  103.25 129.00 166.00  182
 10  ω     72.00 112.00   0.50    0.20    --  103.25-129.00  92.00   80
 11  ω     31.00  93.00   0.50    0.20    --  103.25-141.00 -79.00  124
 12  ω    119.00 166.00   0.50    0.20    --  103.25 141.00 -21.00   94
 13  ω    -19.00  28.00   0.50    0.05    --  -47.70  19.00 120.00   94
 14  ω    -22.00  28.00   0.50    0.05    --  -47.70  19.00-180.00  100
 15  ω   -117.00 -86.00   0.50    0.05    --  -47.70-125.00-150.00   62
 16  ω    -27.00  29.00   0.50    0.05    --   47.70 -19.00   0.00  112
 17  ω   -112.00 -49.00   0.50    0.20    --  -99.00 125.00  90.00  126
 18  ω    -68.00 -27.00   0.50    0.20    --  -99.00  61.00 150.00   82
 19  ω   -161.00-126.00   0.50    0.20    --  -99.00 -30.00 150.00   70
 20  ω    -68.00 -42.00   0.50    0.20    --  -99.00  61.00 -60.00   52
 21  ω   -168.00-102.00   0.50    0.20    --  -99.00 -30.00 -90.00  132
 22  ω   -118.00 -86.00   0.50    0.20    --  -99.00 -30.00 150.00   64
 23  ω    120.00 169.00   0.50    0.20    --  103.25 125.00 120.00   98
 24  ω     82.00 110.00   0.50    0.20    --  103.25 125.00 120.00   56
 25  ω     31.00 101.00   0.50    0.20    --  103.25 -94.00  90.00  140
 26  ω     78.00 106.00   0.50    0.20    --  103.25 -94.00 150.00   56
 27  ω     33.00  73.00   0.50    0.20    --  103.25 -94.00 150.00   80
 28  ω     82.00 107.00   0.50    0.20    --  103.25  77.00-120.00   50
 29  ω     32.00  74.00   0.50    0.20    --  103.25 -61.00 120.00   84
 30  ω     91.00 168.00   0.50    0.20    --  103.25  45.00  90.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0105300000
_diffrn_orient_matrix_UB_12      0.0247542000
_diffrn_orient_matrix_UB_13      0.1229010000
_diffrn_orient_matrix_UB_21      -0.0022555000
_diffrn_orient_matrix_UB_22      -0.0302350000
_diffrn_orient_matrix_UB_23      0.1026479000
_diffrn_orient_matrix_UB_31      0.1176253000
_diffrn_orient_matrix_UB_32      0.0016231000
_diffrn_orient_matrix_UB_33      0.0372484000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            45750
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.253
_diffrn_reflns_theta_min         2.244
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.526
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71251
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear intense colourless'
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_description       needle
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     624
_refine_ls_number_reflns         9670
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0426
_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)+(0.0545P)²+1.4574P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1089
_refine_ls_wR_factor_ref         0.1117
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8846
_reflns_number_total             9670
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc00943a2.cif
_cod_data_source_block           tx6067
_cod_database_code               7129782
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHN
_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.
;
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C13(H13A,H13B), C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C38(H38), C15(H15), C39(H39), C25(H25), C40(H40), C29(H29), C7(H7),
 C41(H41), C11(H11), C30(H30), C37(H37), C42(H42), C2(H2), C3(H3), C33(H33),
 C46(H46), C59(H59), C47(H47), C56(H56), C58(H58), C60(H60), C63(H63), C65(H65),
  C67(H67), C66(H66)
2.c Idealised Me refined as rotating group:
 C51(H51A,H51B,H51C), C54(H54A,H54B,H54C), C53(H53A,H53B,H53C), C36(H36A,H36B,
 H36C), C34(H34A,H34B,H34C), C50(H50A,H50B,H50C), C49(H49A,H49B,H49C), C35(H35A,
 H35B,H35C), C48(H48A,H48B,H48C), C61(H61A,H61B,H61C), C68(H68A,H68B,H68C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.682
_oxdiff_exptl_absorpt_empirical_full_min 0.528
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N18 N 0.93375(7) 0.27837(2) 0.50686(10) 0.0239(2) Uani 1 1 d . . . . .
N32 N 0.25030(7) 0.28904(3) 0.35367(11) 0.0285(2) Uani 1 1 d . . . . .
N44 N 0.61523(8) 0.45862(3) 0.96608(11) 0.0301(2) Uani 1 1 d . . . . .
C19 C 0.85193(8) 0.27521(3) 0.39377(11) 0.0218(2) Uani 1 1 d . . . . .
C16 C 0.91742(8) 0.33960(3) 0.49949(12) 0.0222(2) Uani 1 1 d . . . . .
C17 C 0.94417(8) 0.30975(3) 0.57809(12) 0.0226(2) Uani 1 1 d . . . . .
C20 C 0.82030(8) 0.30409(3) 0.31141(12) 0.0215(2) Uani 1 1 d . . . . .
C21 C 0.73787(8) 0.30086(3) 0.20203(12) 0.0232(2) Uani 1 1 d . . . . .
H21 H 0.715467 0.319986 0.148870 0.028 Uiso 1 1 calc R . . . .
C31 C 0.33091(8) 0.28259(3) 0.27417(12) 0.0254(2) Uani 1 1 d . . . . .
C38 C 0.98005(8) 0.31209(3) 0.72391(12) 0.0268(2) Uani 1 1 d . . . . .
H38 H 0.996439 0.292432 0.776700 0.032 Uiso 1 1 calc R . . . .
N55 N 0.50724(10) 0.35840(3) 0.83682(15) 0.0465(3) Uani 1 1 d . . . . .
C43 C 0.70725(9) 0.44682(3) 0.92423(12) 0.0266(2) Uani 1 1 d . . . . .
C8 C 0.52455(9) 0.44729(3) 0.72923(13) 0.0263(2) Uani 1 1 d . . . . .
C26 C 0.36607(8) 0.30952(3) 0.19667(12) 0.0253(2) Uani 1 1 d . . . . .
C1 C 0.24833(8) 0.32143(3) 0.41518(13) 0.0275(2) Uani 1 1 d . . . . .
C22 C 0.68763(8) 0.27008(3) 0.16911(12) 0.0245(2) Uani 1 1 d . . . . .
C15 C 0.93109(8) 0.37068(3) 0.56948(12) 0.0242(2) Uani 1 1 d . . . . .
H15 H 0.914735 0.390469 0.517590 0.029 Uiso 1 1 calc R . . . .
C39 C 0.80253(9) 0.24421(3) 0.36126(13) 0.0254(2) Uani 1 1 d . . . . .
H39 H 0.823430 0.225058 0.415168 0.030 Uiso 1 1 calc R . . . .
C25 C 0.44919(8) 0.30378(3) 0.12461(12) 0.0255(2) Uani 1 1 d . . . . .
H25 H 0.473478 0.321610 0.074582 0.031 Uiso 1 1 calc R . . . .
C24 C 0.49724(8) 0.27231(3) 0.12473(12) 0.0261(2) Uani 1 1 d . . . . .
C14 C 0.96838(8) 0.37325(3) 0.71444(12) 0.0263(2) Uani 1 1 d . . . . .
C4 C 0.24732(9) 0.38697(3) 0.53362(14) 0.0316(3) Uani 1 1 d . . . . .
C52 C 0.88216(8) 0.33678(3) 0.33937(12) 0.0233(2) Uani 1 1 d . . . . .
C10 C 0.71369(9) 0.44428(3) 0.77751(12) 0.0256(2) Uani 1 1 d . . . . .
C45 C 0.52338(9) 0.45016(3) 0.87721(13) 0.0279(2) Uani 1 1 d . . . . .
C12 C 0.88726(9) 0.42167(3) 0.83494(13) 0.0273(2) Uani 1 1 d . . . . .
C40 C 0.72277(9) 0.24183(3) 0.24944(13) 0.0267(2) Uani 1 1 d . . . . .
H40 H 0.691988 0.220867 0.227543 0.032 Uiso 1 1 calc R . . . .
C29 C 0.45834(9) 0.24580(3) 0.19737(13) 0.0291(3) Uani 1 1 d . . . . .
H29 H 0.487545 0.224332 0.195658 0.035 Uiso 1 1 calc R . . . .
C7 C 0.43496(9) 0.43793(3) 0.64279(13) 0.0286(2) Uani 1 1 d . . . . .
H7 H 0.436025 0.435396 0.545458 0.034 Uiso 1 1 calc R . . . .
C23 C 0.59358(9) 0.26803(3) 0.05642(13) 0.0278(2) Uani 1 1 d . . . . .
H23A H 0.591998 0.246227 0.008516 0.033 Uiso 1 1 calc R . . . .
H23B H 0.596589 0.285680 -0.014219 0.033 Uiso 1 1 calc R . . . .
C51 C 0.97159(9) 0.24785(3) 0.58363(13) 0.0277(2) Uani 1 1 d . . . . .
H51A H 0.923117 0.240611 0.643791 0.042 Uiso 1 1 calc GR . . . .
H51B H 1.036211 0.252613 0.641118 0.042 Uiso 1 1 calc GR . . . .
H51C H 0.980413 0.230203 0.516633 0.042 Uiso 1 1 calc GR . . . .
C41 C 0.87908(9) 0.42447(3) 0.97836(13) 0.0295(3) Uani 1 1 d . . . . .
H41 H 0.933913 0.417857 1.045946 0.035 Uiso 1 1 calc R . . . .
C11 C 0.80341(9) 0.43189(3) 0.73646(12) 0.0273(2) Uani 1 1 d . . . . .
H11 H 0.807946 0.430314 0.639678 0.033 Uiso 1 1 calc R . . . .
C30 C 0.37665(9) 0.25076(3) 0.27247(13) 0.0285(3) Uani 1 1 d . . . . .
H30 H 0.352449 0.232775 0.321731 0.034 Uiso 1 1 calc R . . . .
C9 C 0.62307(9) 0.45687(3) 0.67128(12) 0.0272(2) Uani 1 1 d . . . . .
C54 C 0.97869(9) 0.33410(3) 0.26427(13) 0.0307(3) Uani 1 1 d . . . . .
H54A H 1.020864 0.353815 0.286313 0.046 Uiso 1 1 calc GR . . . .
H54B H 0.958180 0.332697 0.162986 0.046 Uiso 1 1 calc GR . . . .
H54C H 1.016801 0.314129 0.297006 0.046 Uiso 1 1 calc GR . . . .
C37 C 0.99146(9) 0.34348(3) 0.79069(12) 0.0287(3) Uani 1 1 d . . . . .
H37 H 1.014938 0.344594 0.888022 0.034 Uiso 1 1 calc R . . . .
C28 C 0.28097(8) 0.34939(3) 0.34069(13) 0.0274(2) Uani 1 1 d . . . . .
C27 C 0.30860(9) 0.34315(3) 0.19176(13) 0.0294(3) Uani 1 1 d . . . . .
C42 C 0.79065(10) 0.43696(3) 1.02346(13) 0.0293(3) Uani 1 1 d . . . . .
H42 H 0.787101 0.438754 1.120459 0.035 Uiso 1 1 calc R . . . .
C2 C 0.21574(9) 0.32671(4) 0.54740(13) 0.0316(3) Uani 1 1 d . . . . .
H2 H 0.194655 0.308343 0.597514 0.038 Uiso 1 1 calc R . . . .
C13 C 0.98303(9) 0.40784(3) 0.78431(14) 0.0310(3) Uani 1 1 d . . . . .
H13A H 1.005173 0.423711 0.716733 0.037 Uiso 1 1 calc R . . . .
H13B H 1.037198 0.406330 0.865222 0.037 Uiso 1 1 calc R . . . .
C6 C 0.34279(9) 0.43211(3) 0.69604(14) 0.0315(3) Uani 1 1 d . . . . .
C53 C 0.82087(10) 0.36809(3) 0.28060(14) 0.0325(3) Uani 1 1 d . . . . .
H53A H 0.761112 0.370368 0.326809 0.049 Uiso 1 1 calc GR . . . .
H53B H 0.800312 0.365506 0.179740 0.049 Uiso 1 1 calc GR . . . .
H53C H 0.862835 0.387992 0.298452 0.049 Uiso 1 1 calc GR . . . .
C3 C 0.21459(9) 0.35905(4) 0.60429(14) 0.0334(3) Uani 1 1 d . . . . .
H3 H 0.191461 0.362145 0.691511 0.040 Uiso 1 1 calc R . . . .
C33 C 0.28056(9) 0.38138(3) 0.40258(14) 0.0303(3) Uani 1 1 d . . . . .
H33 H 0.303421 0.399807 0.354561 0.036 Uiso 1 1 calc R . . . .
C36 C 0.20392(9) 0.26067(4) 0.41836(14) 0.0336(3) Uani 1 1 d . . . . .
H36A H 0.193708 0.242184 0.351781 0.050 Uiso 1 1 calc GR . . . .
H36B H 0.139050 0.267553 0.443553 0.050 Uiso 1 1 calc GR . . . .
H36C H 0.248349 0.253520 0.502520 0.050 Uiso 1 1 calc GR . . . .
C46 C 0.43218(10) 0.44433(3) 0.93167(14) 0.0344(3) Uani 1 1 d . . . . .
H46 H 0.430854 0.446238 1.029187 0.041 Uiso 1 1 calc R . . . .
C34 C 0.36974(11) 0.37252(4) 0.14044(15) 0.0376(3) Uani 1 1 d . . . . .
H34A H 0.432109 0.375608 0.205426 0.056 Uiso 1 1 calc GR . . . .
H34B H 0.329670 0.392945 0.136526 0.056 Uiso 1 1 calc GR . . . .
H34C H 0.385827 0.367449 0.047145 0.056 Uiso 1 1 calc GR . . . .
C57 C 0.58745(10) 0.34426(3) 0.63156(14) 0.0342(3) Uani 1 1 d . . . . .
C5 C 0.24643(10) 0.42240(4) 0.59617(15) 0.0368(3) Uani 1 1 d . . . . .
H5A H 0.188289 0.424252 0.647708 0.044 Uiso 1 1 calc R . . . .
H5B H 0.236224 0.438641 0.518429 0.044 Uiso 1 1 calc R . . . .
C50 C 0.62508(10) 0.44263(4) 0.52133(13) 0.0347(3) Uani 1 1 d . . . . .
H50A H 0.621198 0.418306 0.523920 0.052 Uiso 1 1 calc GR . . . .
H50B H 0.687639 0.449314 0.488457 0.052 Uiso 1 1 calc GR . . . .
H50C H 0.567663 0.451361 0.457619 0.052 Uiso 1 1 calc GR . . . .
C59 C 0.68899(11) 0.35917(4) 0.85245(16) 0.0405(3) Uani 1 1 d . . . . .
H59 H 0.752524 0.362675 0.907538 0.049 Uiso 1 1 calc R . . . .
C49 C 0.62906(11) 0.49595(3) 0.66523(16) 0.0378(3) Uani 1 1 d . . . . .
H49A H 0.571270 0.504511 0.601749 0.057 Uiso 1 1 calc GR . . . .
H49B H 0.691293 0.502547 0.631233 0.057 Uiso 1 1 calc GR . . . .
H49C H 0.628357 0.505120 0.758934 0.057 Uiso 1 1 calc GR . . . .
C47 C 0.34347(10) 0.43571(4) 0.84118(15) 0.0359(3) Uani 1 1 d . . . . .
H47 H 0.283072 0.432279 0.879079 0.043 Uiso 1 1 calc R . . . .
N62 N 0.94436(14) 0.45176(4) 1.40934(17) 0.0621(4) Uani 1 1 d . . . . .
C35 C 0.20810(10) 0.33936(4) 0.08571(14) 0.0392(3) Uani 1 1 d . . . . .
H35A H 0.224283 0.335703 -0.008637 0.059 Uiso 1 1 calc GR . . . .
H35B H 0.167927 0.359661 0.086817 0.059 Uiso 1 1 calc GR . . . .
H35C H 0.169781 0.320356 0.113183 0.059 Uiso 1 1 calc GR . . . .
C48 C 0.61255(12) 0.46452(4) 1.11677(14) 0.0396(3) Uani 1 1 d . . . . .
H48A H 0.607651 0.443173 1.164214 0.059 Uiso 1 1 calc GR . . . .
H48B H 0.554135 0.478286 1.127844 0.059 Uiso 1 1 calc GR . . . .
H48C H 0.674093 0.475999 1.157860 0.059 Uiso 1 1 calc GR . . . .
C56 C 0.50243(11) 0.34912(4) 0.69982(16) 0.0395(3) Uani 1 1 d . . . . .
H56 H 0.437935 0.345721 0.647235 0.047 Uiso 1 1 calc R . . . .
C58 C 0.68222(10) 0.34951(3) 0.71225(16) 0.0368(3) Uani 1 1 d . . . . .
H58 H 0.741593 0.346493 0.671466 0.044 Uiso 1 1 calc R . . . .
C60 C 0.60030(12) 0.36354(4) 0.90960(15) 0.0414(3) Uani 1 1 d . . . . .
H60 H 0.605313 0.370462 1.004185 0.050 Uiso 1 1 calc R . . . .
C64 C 1.05335(12) 0.46659(4) 1.23565(17) 0.0487(4) Uani 1 1 d . . . . .
C63 C 1.02143(14) 0.44520(4) 1.33635(19) 0.0543(4) Uani 1 1 d . . . . .
H63 H 1.056200 0.424758 1.354523 0.065 Uiso 1 1 calc R . . . .
C65 C 1.00065(15) 0.49674(4) 1.21026(19) 0.0548(4) Uani 1 1 d . . . . .
H65 H 1.019059 0.512128 1.144012 0.066 Uiso 1 1 calc R . . . .
C67 C 0.89622(16) 0.48090(5) 1.3828(2) 0.0620(5) Uani 1 1 d . . . . .
H67 H 0.843076 0.486203 1.433604 0.074 Uiso 1 1 calc R . . . .
C61 C 0.57475(16) 0.33366(5) 0.47753(18) 0.0589(4) Uani 1 1 d . . . . .
H61A H 0.516526 0.318873 0.457412 0.088 Uiso 1 1 calc GR . . . .
H61B H 0.635272 0.321923 0.459069 0.088 Uiso 1 1 calc GR . . . .
H61C H 0.564344 0.353408 0.417800 0.088 Uiso 1 1 calc GR . . . .
C66 C 0.92062(16) 0.50387(4) 1.2837(2) 0.0619(5) Uani 1 1 d . . . . .
H66 H 0.883572 0.523913 1.266698 0.074 Uiso 1 1 calc R . . . .
C68 C 1.13875(15) 0.45688(7) 1.1549(3) 0.0770(6) Uani 1 1 d . . . . .
H68A H 1.186577 0.442550 1.213516 0.116 Uiso 1 1 calc GR . . . .
H68B H 1.173220 0.476988 1.129909 0.116 Uiso 1 1 calc GR . . . .
H68C H 1.111087 0.444884 1.069762 0.116 Uiso 1 1 calc GR . . . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 N18 C51 118.38(10) . . ?
C17 N18 C19 116.91(9) . . ?
C17 N18 C51 118.95(9) . . ?
C31 N32 C36 118.88(11) . . ?
C1 N32 C31 116.48(9) . . ?
C1 N32 C36 119.29(10) . . ?
C43 N44 C45 116.96(10) . . ?
C43 N44 C48 118.39(11) . . ?
C45 N44 C48 118.86(11) . . ?
C20 C19 N18 118.78(10) . . ?
C39 C19 N18 121.65(10) . . ?
C39 C19 C20 119.57(10) . . ?
C17 C16 C52 118.78(10) . . ?
C15 C16 C17 118.50(10) . . ?
C15 C16 C52 122.56(10) . . ?
N18 C17 C16 118.73(10) . . ?
C38 C17 N18 121.91(10) . . ?
C38 C17 C16 119.36(11) . . ?
C19 C20 C52 118.56(10) . . ?
C21 C20 C19 118.29(10) . . ?
C21 C20 C52 123.02(10) . . ?
C20 C21 C22 122.61(11) . . ?
C26 C31 N32 118.30(11) . . ?
C30 C31 N32 121.93(11) . . ?
C30 C31 C26 119.76(11) . . ?
C37 C38 C17 120.58(11) . . ?
C60 N55 C56 116.88(12) . . ?
C10 C43 N44 118.68(11) . . ?
C42 C43 N44 121.91(11) . . ?
C42 C43 C10 119.39(11) . . ?
C45 C8 C9 118.12(11) . . ?
C7 C8 C45 118.50(11) . . ?
C7 C8 C9 123.26(10) . . ?
C31 C26 C27 118.10(10) . . ?
C25 C26 C31 118.50(11) . . ?
C25 C26 C27 123.36(10) . . ?
N32 C1 C28 118.45(11) . . ?
C2 C1 N32 122.27(11) . . ?
C2 C1 C28 119.28(12) . . ?
C21 C22 C23 121.11(11) . . ?
C40 C22 C21 117.67(11) . . ?
C40 C22 C23 121.10(11) . . ?
C16 C15 C14 122.44(11) . . ?
C40 C39 C19 120.41(11) . . ?
C24 C25 C26 122.35(11) . . ?
C25 C24 C23 120.54(11) . . ?
C29 C24 C25 117.95(11) . . ?
C29 C24 C23 121.37(11) . . ?
C15 C14 C13 120.02(11) . . ?
C37 C14 C15 118.10(11) . . ?
C37 C14 C13 121.87(11) . . ?
C3 C4 C33 117.72(12) . . ?
C3 C4 C5 121.27(12) . . ?
C33 C4 C5 121.01(12) . . ?
C16 C52 C20 108.16(9) . . ?
C16 C52 C54 108.12(9) . . ?
C16 C52 C53 111.73(9) . . ?
C20 C52 C54 108.46(9) . . ?
C20 C52 C53 112.06(9) . . ?
C53 C52 C54 108.19(10) . . ?
C43 C10 C9 118.23(10) . . ?
C11 C10 C43 118.62(11) . . ?
C11 C10 C9 123.09(10) . . ?
C8 C45 N44 118.67(11) . . ?
C46 C45 N44 121.94(11) . . ?
C46 C45 C8 119.39(12) . . ?
C41 C12 C11 117.74(11) . . ?
C41 C12 C13 121.87(11) . . ?
C11 C12 C13 120.39(11) . . ?
C39 C40 C22 121.41(11) . . ?
C30 C29 C24 121.22(12) . . ?
C8 C7 C6 122.66(11) . . ?
C22 C23 C24 110.05(9) . . ?
C12 C41 C42 121.35(11) . . ?
C10 C11 C12 122.52(11) . . ?
C29 C30 C31 120.15(11) . . ?
C8 C9 C50 111.96(10) . . ?
C8 C9 C49 108.07(10) . . ?
C10 C9 C8 107.84(9) . . ?
C10 C9 C50 111.99(10) . . ?
C10 C9 C49 107.99(10) . . ?
C50 C9 C49 108.83(10) . . ?
C38 C37 C14 120.97(11) . . ?
C1 C28 C27 117.96(11) . . ?
C33 C28 C1 118.47(11) . . ?
C33 C28 C27 123.46(11) . . ?
C26 C27 C28 107.23(10) . . ?
C26 C27 C34 112.61(10) . . ?
C26 C27 C35 108.07(11) . . ?
C28 C27 C34 112.35(11) . . ?
C28 C27 C35 108.54(10) . . ?
C34 C27 C35 107.89(11) . . ?
C41 C42 C43 120.38(11) . . ?
C3 C2 C1 120.56(12) . . ?
C14 C13 C12 113.76(10) . . ?
C7 C6 C5 120.48(11) . . ?
C47 C6 C7 117.54(12) . . ?
C47 C6 C5 121.97(12) . . ?
C2 C3 C4 121.25(12) . . ?
C28 C33 C4 122.71(12) . . ?
C47 C46 C45 120.37(12) . . ?
C56 C57 C61 120.56(14) . . ?
C58 C57 C56 116.62(13) . . ?
C58 C57 C61 122.82(14) . . ?
C4 C5 C6 114.95(10) . . ?
C60 C59 C58 118.66(13) . . ?
C6 C47 C46 121.50(12) . . ?
C67 N62 C63 116.83(16) . . ?
N55 C56 C57 124.21(13) . . ?
C59 C58 C57 120.19(13) . . ?
N55 C60 C59 123.43(13) . . ?
C63 C64 C68 121.54(18) . . ?
C65 C64 C63 116.63(17) . . ?
C65 C64 C68 121.81(18) . . ?
N62 C63 C64 124.80(17) . . ?
C66 C65 C64 119.43(17) . . ?
N62 C67 C66 123.28(19) . . ?
C65 C66 C67 119.01(18) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N18 C19 1.4102(14) . ?
N18 C17 1.4054(15) . ?
N18 C51 1.4546(14) . ?
N32 C31 1.4127(15) . ?
N32 C1 1.4042(17) . ?
N32 C36 1.4518(15) . ?
N44 C43 1.4091(16) . ?
N44 C45 1.4098(16) . ?
N44 C48 1.4525(16) . ?
C19 C20 1.4078(15) . ?
C19 C39 1.3965(16) . ?
C16 C17 1.4088(16) . ?
C16 C15 1.3910(16) . ?
C16 C52 1.5247(15) . ?
C17 C38 1.3967(16) . ?
C20 C21 1.3934(16) . ?
C20 C52 1.5259(15) . ?
C21 C22 1.3947(16) . ?
C31 C26 1.4068(16) . ?
C31 C30 1.3923(18) . ?
C38 C37 1.3869(18) . ?
N55 C56 1.341(2) . ?
N55 C60 1.332(2) . ?
C43 C10 1.4091(16) . ?
C43 C42 1.3931(17) . ?
C8 C45 1.4094(17) . ?
C8 C7 1.3850(18) . ?
C8 C9 1.5295(16) . ?
C26 C25 1.3918(16) . ?
C26 C27 1.5233(17) . ?
C1 C28 1.4090(17) . ?
C1 C2 1.3986(17) . ?
C22 C40 1.3886(17) . ?
C22 C23 1.5154(16) . ?
C15 C14 1.3934(16) . ?
C39 C40 1.3823(17) . ?
C25 C24 1.3918(17) . ?
C24 C29 1.3896(17) . ?
C24 C23 1.5170(16) . ?
C14 C37 1.3873(18) . ?
C14 C13 1.5148(17) . ?
C4 C3 1.3887(19) . ?
C4 C33 1.3937(18) . ?
C4 C5 1.5169(19) . ?
C52 C54 1.5498(16) . ?
C52 C53 1.5336(16) . ?
C10 C11 1.3868(17) . ?
C10 C9 1.5277(16) . ?
C45 C46 1.3950(18) . ?
C12 C41 1.3836(17) . ?
C12 C11 1.3972(17) . ?
C12 C13 1.5161(17) . ?
C29 C30 1.3889(18) . ?
C7 C6 1.4011(17) . ?
C41 C42 1.3891(18) . ?
C9 C50 1.5316(17) . ?
C9 C49 1.5428(18) . ?
C28 C27 1.5284(16) . ?
C28 C33 1.3901(18) . ?
C27 C34 1.5293(18) . ?
C27 C35 1.5484(18) . ?
C2 C3 1.384(2) . ?
C6 C5 1.5177(19) . ?
C6 C47 1.3816(19) . ?
C46 C47 1.387(2) . ?
C57 C56 1.3870(19) . ?
C57 C58 1.3813(19) . ?
C57 C61 1.504(2) . ?
C59 C58 1.372(2) . ?
C59 C60 1.369(2) . ?
N62 C63 1.335(3) . ?
N62 C67 1.318(3) . ?
C64 C63 1.384(3) . ?
C64 C65 1.379(2) . ?
C64 C68 1.500(3) . ?
C65 C66 1.375(3) . ?
C67 C66 1.375(3) . ?
