#------------------------------------------------------------------------------
#$Date: 2020-10-06 09:13:43 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257251 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/70/7127072.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_7127072
loop_
_publ_author_name
'Xu, Fen'
'Song, Yuan-Yuan'
'Zhu, Wen-Jing'
'Liu, Chun-Sen'
'Lu, Ya-Zhou'
'Du, Miao'
_publ_section_title
;
 Rhodium-catalyzed multiple C-H activation/highly meta-selective
 C-H amination between amidines and alkynes.
;
_journal_issue                   76
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11227
_journal_page_last               11230
_journal_paper_doi               10.1039/d0cc04885b
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         '0.2(C54 H34 Cl2 N4)'
_chemical_formula_sum            'C10.8 H7 Cl0.4 N0.8'
_chemical_formula_weight         162.15
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-26 deposited with the CCDC.	2020-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.853(7)
_cell_angle_gamma                90
_cell_formula_units_Z            10
_cell_length_a                   13.3538(10)
_cell_length_b                   10.7542(10)
_cell_length_c                   15.7395(12)
_cell_measurement_reflns_used    3199
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      73.3150
_cell_measurement_theta_min      4.5670
_cell_volume                     2244.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3031
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     30.00  57.00   1.00    4.56    --   40.80 -38.00 -90.00   27
  2  ω     56.00  83.00   1.00    4.56    --   40.80-125.00 -60.00   27
  3  ω     33.00 105.00   1.00   18.23    --  107.14 -95.00 -90.00   72
  4  ω     37.00 132.00   1.00   18.23    --  107.14 -45.00 -60.00   95
  5  ω     84.00 174.00   1.00   18.23    --  107.14  30.00 120.00   90
  6  ω    109.00 135.00   1.00   18.23    --  107.14 125.00 120.00   26
  7  ω    152.00 177.00   1.00   18.23    --  107.14 125.00 120.00   25
  8  ω     94.00 124.00   1.00   18.23    --  107.14 125.00 -60.00   30
  9  ω    117.00 154.00   1.00   18.23    --  107.14 125.00-120.00   37
 10  ω     26.00  97.00   1.00   18.23    --  107.14 -95.00-150.00   71
 11  ω    -63.00   6.00   1.00    4.56    --  -40.80  38.00  90.00   69
 12  ω    -68.00  31.00   1.00    4.56    --  -40.80  57.00 150.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1074773000
_diffrn_orient_matrix_UB_12      0.0454462000
_diffrn_orient_matrix_UB_13      0.0097507000
_diffrn_orient_matrix_UB_21      0.0377649000
_diffrn_orient_matrix_UB_22      0.1354465000
_diffrn_orient_matrix_UB_23      0.0045801000
_diffrn_orient_matrix_UB_31      -0.0229523000
_diffrn_orient_matrix_UB_32      0.0111067000
_diffrn_orient_matrix_UB_33      -0.0979388000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8853
_diffrn_reflns_point_group_measured_fraction_full 0.744
_diffrn_reflns_point_group_measured_fraction_max 0.709
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.884
_diffrn_reflns_theta_min         4.624
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.609
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35208
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_description       prism
_exptl_crystal_F_000             842
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         6457
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0909
_refine_ls_R_factor_gt           0.0836
_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)+(0.1625P)²+0.0749P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2270
_refine_ls_wR_factor_ref         0.2423
_reflns_Friedel_coverage         0.401
_reflns_Friedel_fraction_full    0.468
_reflns_Friedel_fraction_max     0.430
_reflns_number_gt                5538
_reflns_number_total             6457
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc04885b2.cif
_cod_data_source_block           syy-a-869-tm
_cod_depositor_comments
'Adding full bibliography for 7127071--7127077.cif.'
_cod_original_formula_sum        'C10.80 H7 Cl0.40 N0.80'
_cod_database_code               7127072
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_usercomment     'C H O N'
_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_max   0.699
_shelx_estimated_absorpt_t_min   0.680
_reflns_odcompleteness_completeness 98.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16), C18(H18),
 C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C36(H36), C37(H37),
 C39(H39), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50),
  C51(H51), C52(H52), C53(H53)
;
_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 3.950
_oxdiff_exptl_absorpt_empirical_full_min 0.358
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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
C1 C 0.5815(4) 0.2726(6) 0.7403(4) 0.0597(12) Uani 1 1 d . . . . .
C2 C 0.5286(4) 0.3744(6) 0.7633(3) 0.0564(11) Uani 1 1 d . . . . .
H2 H 0.530130 0.449629 0.734390 0.068 Uiso 1 1 calc R . . . .
C3 C 0.4717(4) 0.3599(5) 0.8327(3) 0.0551(11) Uani 1 1 d . . . . .
C4 C 0.4681(4) 0.2448(6) 0.8748(4) 0.0586(12) Uani 1 1 d . . . . .
C5 C 0.5219(5) 0.1439(6) 0.8491(4) 0.0661(13) Uani 1 1 d . . . . .
H5 H 0.519266 0.067561 0.876489 0.079 Uiso 1 1 calc R . . . .
C6 C 0.5791(5) 0.1578(7) 0.7828(4) 0.0671(14) Uani 1 1 d . . . . .
H6 H 0.616401 0.091097 0.765929 0.081 Uiso 1 1 calc R . . . .
C7 C 0.3708(4) 0.3651(6) 0.9356(3) 0.0570(12) Uani 1 1 d . . . . .
C8 C 0.3841(4) 0.5646(5) 0.8636(3) 0.0570(12) Uani 1 1 d . . . . .
C9 C 0.3203(4) 0.6162(6) 0.9117(4) 0.0599(12) Uani 1 1 d . . . . .
C10 C 0.2776(4) 0.5462(6) 0.9783(3) 0.0553(11) Uani 1 1 d . . . . .
C11 C 0.3026(4) 0.4181(6) 0.9890(4) 0.0568(11) Uani 1 1 d . . . . .
C12 C 0.2613(6) 0.3471(7) 1.0501(4) 0.0722(15) Uani 1 1 d . . . . .
H12 H 0.276541 0.262851 1.055465 0.087 Uiso 1 1 calc R . . . .
C13 C 0.1985(6) 0.4002(8) 1.1024(5) 0.0762(17) Uani 1 1 d . . . . .
H13 H 0.169837 0.352842 1.142640 0.091 Uiso 1 1 calc R . . . .
C14 C 0.1782(5) 0.5284(7) 1.0936(4) 0.0669(14) Uani 1 1 d . . . . .
C15 C 0.2134(4) 0.5995(7) 1.0335(4) 0.0636(12) Uani 1 1 d . . . . .
H15 H 0.195622 0.682982 1.028338 0.076 Uiso 1 1 calc R . . . .
C16 C 0.1962(6) 0.7786(9) 0.8561(5) 0.0832(19) Uani 1 1 d . . . . .
H16 H 0.155423 0.716965 0.828676 0.100 Uiso 1 1 calc R . . . .
C17 C 0.2886(5) 0.7497(6) 0.9014(4) 0.0625(13) Uani 1 1 d . . . . .
C18 C 0.3495(7) 0.8434(8) 0.9401(6) 0.086(2) Uani 1 1 d . . . . .
H18 H 0.412332 0.824598 0.969385 0.104 Uiso 1 1 calc R . . . .
C19 C 0.3158(11) 0.9641(9) 0.9344(7) 0.108(3) Uani 1 1 d . . . . .
H19 H 0.356180 1.026776 0.960967 0.129 Uiso 1 1 calc R . . . .
C20 C 0.2250(11) 0.9942(9) 0.8911(7) 0.111(4) Uani 1 1 d . . . . .
H20 H 0.203724 1.076563 0.887808 0.134 Uiso 1 1 calc R . . . .
C21 C 0.1657(9) 0.9038(12) 0.8528(6) 0.105(3) Uani 1 1 d . . . . .
H21 H 0.103346 0.924749 0.823587 0.126 Uiso 1 1 calc R . . . .
C22 C 0.4370(4) 0.6356(5) 0.7986(4) 0.0573(11) Uani 1 1 d . . . . .
C23 C 0.5351(6) 0.6736(10) 0.8222(5) 0.088(2) Uani 1 1 d . . . . .
H23 H 0.566586 0.657780 0.877052 0.106 Uiso 1 1 calc R . . . .
C24 C 0.5862(8) 0.7353(12) 0.7636(6) 0.102(3) Uani 1 1 d . . . . .
H24 H 0.653086 0.758701 0.778385 0.123 Uiso 1 1 calc R . . . .
C25 C 0.5391(9) 0.7618(10) 0.6843(6) 0.098(3) Uani 1 1 d . . . . .
H25 H 0.573170 0.805837 0.645716 0.118 Uiso 1 1 calc R . . . .
C26 C 0.4421(7) 0.7243(9) 0.6611(5) 0.086(2) Uani 1 1 d . . . . .
H26 H 0.410419 0.742074 0.606577 0.103 Uiso 1 1 calc R . . . .
C27 C 0.3906(5) 0.6593(7) 0.7189(4) 0.0728(15) Uani 1 1 d . . . . .
H27 H 0.324906 0.632341 0.702915 0.087 Uiso 1 1 calc R . . . .
C29 C 0.6360(4) 0.1923(6) 0.6080(4) 0.0605(13) Uani 1 1 d . . . . .
C30 C 0.5435(5) 0.1349(7) 0.5810(4) 0.0682(14) Uani 1 1 d . . . . .
H30 H 0.485238 0.162528 0.601983 0.082 Uiso 1 1 calc R . . . .
C31 C 0.5381(6) 0.0379(9) 0.5235(5) 0.0811(18) Uani 1 1 d . . . . .
H31 H 0.477161 -0.002807 0.508481 0.097 Uiso 1 1 calc R . . . .
C32 C 0.6215(6) 0.0017(8) 0.4890(5) 0.0805(18) Uani 1 1 d . . . . .
H32 H 0.616386 -0.060903 0.447954 0.097 Uiso 1 1 calc R . . . .
C33 C 0.7131(6) 0.0558(9) 0.5135(5) 0.086(2) Uani 1 1 d . . . . .
H33 H 0.770116 0.028256 0.490477 0.103 Uiso 1 1 calc R . . . .
C34 C 0.7209(5) 0.1518(8) 0.5727(5) 0.0728(16) Uani 1 1 d . . . . .
H34 H 0.783012 0.189200 0.588826 0.087 Uiso 1 1 calc R . . . .
C35 C 0.7015(4) 0.3923(6) 0.6639(4) 0.0566(11) Uani 1 1 d . . . . .
C36 C 0.7722(5) 0.3967(7) 0.8212(4) 0.0677(14) Uani 1 1 d . . . . .
H36 H 0.736907 0.324903 0.831831 0.081 Uiso 1 1 calc R . . . .
C37 C 0.8323(5) 0.4513(9) 0.8863(4) 0.0769(18) Uani 1 1 d . . . . .
H37 H 0.837175 0.418510 0.941311 0.092 Uiso 1 1 calc R . . . .
C38 C 0.8868(5) 0.5577(8) 0.8691(4) 0.0710(16) Uani 1 1 d . . . . .
C39 C 0.8834(4) 0.6064(7) 0.7888(4) 0.0635(13) Uani 1 1 d . . . . .
H39 H 0.923331 0.674534 0.778998 0.076 Uiso 1 1 calc R . . . .
C40 C 0.8187(4) 0.5530(6) 0.7202(4) 0.0588(12) Uani 1 1 d . . . . .
C41 C 0.8164(4) 0.6005(6) 0.6351(3) 0.0586(12) Uani 1 1 d . . . . .
C42 C 0.7542(4) 0.5384(6) 0.5700(4) 0.0579(12) Uani 1 1 d . . . . .
C43 C 0.8844(5) 0.7048(7) 0.6194(4) 0.0651(14) Uani 1 1 d . . . . .
C44 C 0.8654(6) 0.8260(7) 0.6440(4) 0.0731(16) Uani 1 1 d . . . . .
H44 H 0.806540 0.842457 0.668175 0.088 Uiso 1 1 calc R . . . .
C45 C 0.9308(7) 0.9226(9) 0.6336(5) 0.087(2) Uani 1 1 d . . . . .
H45 H 0.916660 1.003086 0.650161 0.105 Uiso 1 1 calc R . . . .
C46 C 1.0192(8) 0.8957(13) 0.5975(7) 0.108(3) Uani 1 1 d . . . . .
H46 H 1.065342 0.958953 0.591627 0.129 Uiso 1 1 calc R . . . .
C47 C 1.0389(8) 0.7790(15) 0.5708(8) 0.119(4) Uani 1 1 d . . . . .
H47 H 1.096962 0.763287 0.545383 0.143 Uiso 1 1 calc R . . . .
C48 C 0.9720(6) 0.6835(10) 0.5818(6) 0.090(2) Uani 1 1 d . . . . .
H48 H 0.985928 0.603674 0.563626 0.108 Uiso 1 1 calc R . . . .
C49 C 0.7411(6) 0.6984(8) 0.4516(4) 0.0742(16) Uani 1 1 d . . . . .
H49 H 0.753102 0.761073 0.492293 0.089 Uiso 1 1 calc R . . . .
C50 C 0.7242(6) 0.7299(8) 0.3668(5) 0.0796(18) Uani 1 1 d . . . . .
H50 H 0.723732 0.813050 0.350522 0.095 Uiso 1 1 calc R . . . .
C51 C 0.7076(5) 0.6373(10) 0.3053(4) 0.082(2) Uani 1 1 d . . . . .
H51 H 0.696718 0.657416 0.247460 0.099 Uiso 1 1 calc R . . . .
C52 C 0.7076(6) 0.5159(9) 0.3313(5) 0.0809(19) Uani 1 1 d . . . . .
H52 H 0.696744 0.453177 0.290496 0.097 Uiso 1 1 calc R . . . .
C53 C 0.7234(5) 0.4851(8) 0.4159(4) 0.0716(15) Uani 1 1 d . . . . .
H53 H 0.722374 0.401974 0.432009 0.086 Uiso 1 1 calc R . . . .
C54 C 0.7408(4) 0.5763(6) 0.4785(3) 0.0605(12) Uani 1 1 d . . . . .
C55 C 0.7619(4) 0.4472(6) 0.7366(4) 0.0595(12) Uani 1 1 d . . . . .
Cl1 Cl 0.10153(16) 0.5961(2) 1.16380(12) 0.0892(5) Uani 1 1 d . . . . .
Cl2 Cl 0.96360(16) 0.6261(3) 0.95354(11) 0.0984(7) Uani 1 1 d . . . . .
N1 N 0.6984(3) 0.4377(5) 0.5871(3) 0.0599(10) Uani 1 1 d . . . . .
N2 N 0.6443(4) 0.2835(5) 0.6732(3) 0.0631(11) Uani 1 1 d . . . . .
N3 N 0.4099(3) 0.4383(5) 0.8743(3) 0.0545(9) Uani 1 1 d . . . . .
N4 N 0.4054(4) 0.2498(5) 0.9384(3) 0.0627(11) Uani 1 1 d . . . . .
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'
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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.2(6) . . ?
C2 C1 N2 119.6(6) . . ?
C6 C1 N2 118.2(6) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.2(5) . . ?
C3 C2 H2 121.4 . . ?
C4 C3 C2 120.9(5) . . ?
N3 C3 C2 134.3(5) . . ?
N3 C3 C4 104.8(5) . . ?
C5 C4 C3 120.2(5) . . ?
N4 C4 C3 111.4(5) . . ?
N4 C4 C5 128.4(6) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(6) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(6) . . ?
C5 C6 H6 119.9 . . ?
N3 C7 C11 119.9(5) . . ?
N4 C7 C11 126.8(5) . . ?
N4 C7 N3 113.3(5) . . ?
C9 C8 C22 123.8(5) . . ?
C9 C8 N3 119.9(5) . . ?
N3 C8 C22 116.2(5) . . ?
C8 C9 C10 121.8(6) . . ?
C8 C9 C17 122.0(5) . . ?
C10 C9 C17 116.2(5) . . ?
C11 C10 C9 118.5(5) . . ?
C15 C10 C9 123.4(6) . . ?
C15 C10 C11 118.1(5) . . ?
C10 C11 C7 118.3(5) . . ?
C12 C11 C7 121.3(6) . . ?
C12 C11 C10 120.4(6) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.5(7) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 120.8 . . ?
C12 C13 C14 118.3(6) . . ?
C14 C13 H13 120.8 . . ?
C13 C14 Cl1 117.7(5) . . ?
C15 C14 C13 123.1(7) . . ?
C15 C14 Cl1 119.2(6) . . ?
C10 C15 H15 120.3 . . ?
C14 C15 C10 119.4(6) . . ?
C14 C15 H15 120.3 . . ?
C17 C16 H16 121.0 . . ?
C17 C16 C21 118.0(10) . . ?
C21 C16 H16 121.0 . . ?
C16 C17 C9 119.6(7) . . ?
C16 C17 C18 120.1(7) . . ?
C18 C17 C9 120.2(7) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.2(10) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.6(10) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.6(9) . . ?
C21 C20 H20 120.2 . . ?
C16 C21 H21 119.3 . . ?
C20 C21 C16 121.5(10) . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C8 118.1(5) . . ?
C27 C22 C8 121.4(5) . . ?
C27 C22 C23 120.5(6) . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.5(7) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(8) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.3(7) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0(7) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 C26 119.5(7) . . ?
C22 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C30 C29 N2 121.1(5) . . ?
C34 C29 C30 118.1(6) . . ?
C34 C29 N2 120.6(6) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.6(6) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 H31 120.0 . . ?
C32 C31 C30 120.1(7) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 119.5 . . ?
C31 C32 C33 121.0(7) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 H33 120.0 . . ?
C32 C33 C34 119.9(7) . . ?
C34 C33 H33 120.0 . . ?
C29 C34 H34 119.9 . . ?
C33 C34 C29 120.2(7) . . ?
C33 C34 H34 119.9 . . ?
N1 C35 C55 122.4(6) . . ?
N1 C35 N2 116.8(5) . . ?
N2 C35 C55 120.8(5) . . ?
C37 C36 H36 119.3 . . ?
C37 C36 C55 121.4(7) . . ?
C55 C36 H36 119.3 . . ?
C36 C37 H37 120.6 . . ?
C36 C37 C38 118.8(6) . . ?
C38 C37 H37 120.6 . . ?
C37 C38 Cl2 118.1(5) . . ?
C39 C38 C37 122.2(6) . . ?
C39 C38 Cl2 119.7(6) . . ?
C38 C39 H39 120.0 . . ?
C38 C39 C40 119.9(6) . . ?
C40 C39 H39 120.0 . . ?
C39 C40 C41 120.7(6) . . ?
C55 C40 C39 118.7(5) . . ?
C55 C40 C41 120.5(5) . . ?
C40 C41 C43 118.8(5) . . ?
C42 C41 C40 117.2(6) . . ?
C42 C41 C43 123.8(5) . . ?
C41 C42 C54 124.5(6) . . ?
N1 C42 C41 121.5(5) . . ?
N1 C42 C54 113.9(5) . . ?
C44 C43 C41 121.8(6) . . ?
C44 C43 C48 117.6(7) . . ?
C48 C43 C41 120.6(7) . . ?
C43 C44 H44 118.9 . . ?
C45 C44 C43 122.2(7) . . ?
C45 C44 H44 118.9 . . ?
C44 C45 H45 121.0 . . ?
C44 C45 C46 118.0(9) . . ?
C46 C45 H45 121.0 . . ?
C45 C46 H46 119.3 . . ?
C47 C46 C45 121.3(9) . . ?
C47 C46 H46 119.3 . . ?
C46 C47 H47 120.2 . . ?
C46 C47 C48 119.7(9) . . ?
C48 C47 H47 120.2 . . ?
C43 C48 H48 119.4 . . ?
C47 C48 C43 121.2(10) . . ?
C47 C48 H48 119.4 . . ?
C50 C49 H49 119.1 . . ?
C50 C49 C54 121.9(7) . . ?
C54 C49 H49 119.1 . . ?
C49 C50 H50 120.1 . . ?
C49 C50 C51 119.8(8) . . ?
C51 C50 H50 120.1 . . ?
C50 C51 H51 120.6 . . ?
C52 C51 C50 118.8(6) . . ?
C52 C51 H51 120.6 . . ?
C51 C52 H52 119.4 . . ?
C53 C52 C51 121.1(7) . . ?
C53 C52 H52 119.4 . . ?
C52 C53 H53 119.5 . . ?
C52 C53 C54 120.9(8) . . ?
C54 C53 H53 119.5 . . ?
C49 C54 C42 123.6(6) . . ?
C49 C54 C53 117.5(6) . . ?
C53 C54 C42 118.9(6) . . ?
C36 C55 C35 124.4(6) . . ?
C40 C55 C35 116.6(5) . . ?
C40 C55 C36 118.9(5) . . ?
C35 N1 C42 121.8(5) . . ?
C29 N2 C1 118.5(5) . . ?
C35 N2 C1 121.1(5) . . ?
C35 N2 C29 119.7(5) . . ?
C3 N3 C8 132.5(5) . . ?
C7 N3 C3 105.9(5) . . ?
C7 N3 C8 121.5(5) . . ?
C7 N4 C4 104.6(5) . . ?
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
C1 C2 1.375(9) . ?
C1 C6 1.406(10) . ?
C1 N2 1.430(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.411(8) . ?
C3 C4 1.407(8) . ?
C3 N3 1.397(8) . ?
C4 C5 1.389(9) . ?
C4 N4 1.381(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(10) . ?
C6 H6 0.9300 . ?
C7 C11 1.430(8) . ?
C7 N3 1.393(7) . ?
C7 N4 1.322(8) . ?
C8 C9 1.328(9) . ?
C8 C22 1.516(8) . ?
C8 N3 1.407(8) . ?
C9 C10 1.461(8) . ?
C9 C17 1.500(9) . ?
C10 C11 1.422(9) . ?
C10 C15 1.413(8) . ?
C11 C12 1.393(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.367(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.409(12) . ?
C14 C15 1.343(9) . ?
C14 Cl1 1.752(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.385(10) . ?
C16 C21 1.405(14) . ?
C17 C18 1.389(11) . ?
C18 H18 0.9300 . ?
C18 C19 1.374(15) . ?
C19 H19 0.9300 . ?
C19 C20 1.358(18) . ?
C20 H20 0.9300 . ?
C20 C21 1.349(19) . ?
C21 H21 0.9300 . ?
C22 C23 1.381(9) . ?
C22 C27 1.355(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(11) . ?
C24 H24 0.9300 . ?
C24 C25 1.359(14) . ?
C25 H25 0.9300 . ?
C25 C26 1.364(14) . ?
C26 H26 0.9300 . ?
C26 C27 1.393(11) . ?
C27 H27 0.9300 . ?
C29 C30 1.401(9) . ?
C29 C34 1.391(9) . ?
C29 N2 1.415(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.376(11) . ?
C31 H31 0.9300 . ?
C31 C32 1.352(12) . ?
C32 H32 0.9300 . ?
C32 C33 1.369(13) . ?
C33 H33 0.9300 . ?
C33 C34 1.385(11) . ?
C34 H34 0.9300 . ?
C35 C55 1.446(8) . ?
C35 N1 1.299(8) . ?
C35 N2 1.414(8) . ?
C36 H36 0.9300 . ?
C36 C37 1.357(11) . ?
C36 C55 1.429(9) . ?
C37 H37 0.9300 . ?
C37 C38 1.400(12) . ?
C38 C39 1.364(10) . ?
C38 Cl2 1.742(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.421(8) . ?
C40 C41 1.431(8) . ?
C40 C55 1.408(9) . ?
C41 C42 1.408(8) . ?
C41 C43 1.483(9) . ?
C42 C54 1.488(8) . ?
C42 N1 1.360(8) . ?
C43 C44 1.391(11) . ?
C43 C48 1.393(11) . ?
C44 H44 0.9300 . ?
C44 C45 1.379(12) . ?
C45 H45 0.9300 . ?
C45 C46 1.400(16) . ?
C46 H46 0.9300 . ?
C46 C47 1.36(2) . ?
C47 H47 0.9300 . ?
C47 C48 1.384(15) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C49 C50 1.370(10) . ?
C49 C54 1.379(11) . ?
C50 H50 0.9300 . ?
C50 C51 1.389(13) . ?
C51 H51 0.9300 . ?
C51 C52 1.368(14) . ?
C52 H52 0.9300 . ?
C52 C53 1.365(11) . ?
C53 H53 0.9300 . ?
C53 C54 1.389(10) . ?
