#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/19/7001963.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_7001963
loop_
_publ_author_name
'Dastgir, Sarim'
'Coleman, Karl S.'
'Cowley, Andrew R.'
'Green, Malcolm L. H.'
_publ_section_title
;
 Stable crystalline annulated diaminocarbenes: coordination with
 rhodium(i), iridium(i) and catalytic hydroformylation studies
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              7203
_journal_paper_doi               10.1039/b905729c
_journal_year                    2009
_chemical_absolute_configuration unk
_chemical_compound_source
;
synthesis as described
;
_chemical_formula_moiety         ' C37 H42 N2 '
_chemical_formula_sum            'C37 H42 N2'
_chemical_formula_weight         514.75
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 107.5287(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8694(2)
_cell_length_b                   21.1724(4)
_cell_length_c                   12.4791(2)
_cell_measurement_reflns_used    30599
_cell_measurement_temperature    150
_cell_measurement_theta_max      28
_cell_measurement_theta_min      5
_cell_volume                     2990.43(9)
_computing_cell_refinement
;
KappaCCD software 'DENZO' (Otwinowski & Minor, 1996)
;
_computing_data_collection
;
KappaCCD software 'Collect' (Nonius, 2000)
;
_computing_data_reduction
;
KappaCCD software 'DENZO' (Otwinowski & Minor, 1996)
;
_computing_publication_material
;
CRYSTALS (Watkin et al, 2001)
;
_computing_structure_refinement
;
CRYSTALS (Watkin et al, 2001)
;
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
;
Nonius KappaCCD
;
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            30599
_diffrn_reflns_theta_full        27.485
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         5.109
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_exptl_crystal_colour            ' orange '
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_description       ' tablet '
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1213
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     703
_refine_ls_number_reflns         5394
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.004595
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)²]²
Ai are:
1.24 0.724 0.844
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0629
_refine_ls_wR_factor_gt          0.0507
_refine_ls_wR_factor_ref         0.0507
_reflns_limit_h_max              14
_reflns_limit_h_min              -15
_reflns_limit_k_max              27
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                5394
_reflns_number_total             6985
_reflns_threshold_expression     I>3.00u(I)
_cod_data_source_file            b905729c.txt
_cod_data_source_block           formamidine_4b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 1 21 1 '
_cod_original_formula_sum        ' C37 H42 N2 '
_cod_database_code               7001963
loop_
_symmetry_equiv_pos_as_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_occupancy
_atom_site_adp_type
N1 N -0.02029(17) 0.51298(9) 0.01492(16) 0.0246 1.0000 Uani
C1 C -0.1064(2) 0.49768(11) 0.06389(19) 0.0273 1.0000 Uani
N2 N -0.13238(17) 0.44125(9) 0.07914(16) 0.0276 1.0000 Uani
C2 C 0.0028(2) 0.57646(11) -0.00179(19) 0.0257 1.0000 Uani
C3 C -0.0567(2) 0.62813(12) 0.0206(2) 0.0318 1.0000 Uani
C4 C -0.0021(2) 0.68520(12) -0.0074(2) 0.0328 1.0000 Uani
C5 C -0.0213(3) 0.74936(13) -0.0032(3) 0.0419 1.0000 Uani
C6 C 0.0518(3) 0.79157(13) -0.0387(3) 0.0484 1.0000 Uani
C7 C 0.1416(3) 0.77170(13) -0.0789(2) 0.0426 1.0000 Uani
C8 C 0.1651(2) 0.70570(12) -0.0835(2) 0.0358 1.0000 Uani
C9 C 0.2532(2) 0.67682(14) -0.1208(2) 0.0388 1.0000 Uani
C10 C 0.2631(2) 0.61201(14) -0.1206(2) 0.0400 1.0000 Uani
C11 C 0.1866(2) 0.57134(13) -0.0832(2) 0.0338 1.0000 Uani
C12 C 0.0995(2) 0.59822(12) -0.04699(19) 0.0276 1.0000 Uani
C13 C 0.0907(2) 0.66522(12) -0.04764(19) 0.0288 1.0000 Uani
C14 C 0.04712(19) 0.46337(11) -0.01693(19) 0.0243 1.0000 Uani
C15 C 0.0067(2) 0.43913(12) -0.1268(2) 0.0308 1.0000 Uani
C16 C 0.0796(3) 0.39659(13) -0.1593(2) 0.0392 1.0000 Uani
C17 C 0.1869(3) 0.37780(13) -0.0844(3) 0.0412 1.0000 Uani
C18 C 0.2216(2) 0.39949(13) 0.0251(2) 0.0356 1.0000 Uani
C19 C 0.1520(2) 0.44284(11) 0.06145(19) 0.0274 1.0000 Uani
C20 C -0.1121(2) 0.45814(14) -0.2078(2) 0.0382 1.0000 Uani
C21 C -0.0977(3) 0.50728(19) -0.2918(3) 0.0619 1.0000 Uani
C22 C -0.1800(3) 0.40059(19) -0.2694(3) 0.0584 1.0000 Uani
C23 C 0.1927(2) 0.46682(13) 0.1821(2) 0.0338 1.0000 Uani
C24 C 0.3055(2) 0.50658(16) 0.2051(3) 0.0451 1.0000 Uani
C25 C 0.2112(3) 0.41186(16) 0.2658(2) 0.0500 1.0000 Uani
C26 C -0.2251(2) 0.43184(10) 0.1299(2) 0.0265 1.0000 Uani
C27 C -0.2025(2) 0.43779(12) 0.2464(2) 0.0305 1.0000 Uani
C28 C -0.2946(2) 0.42732(14) 0.2910(2) 0.0383 1.0000 Uani
C29 C -0.4061(2) 0.40986(14) 0.2225(3) 0.0423 1.0000 Uani
C30 C -0.4264(2) 0.40274(14) 0.1080(2) 0.0389 1.0000 Uani
C31 C -0.3364(2) 0.41287(12) 0.0600(2) 0.0318 1.0000 Uani
C32 C -0.0806(2) 0.45473(14) 0.3243(2) 0.0373 1.0000 Uani
C33 C -0.0781(3) 0.52109(17) 0.3731(3) 0.0583 1.0000 Uani
C34 C -0.0396(3) 0.40598(19) 0.4185(3) 0.0593 1.0000 Uani
C35 C -0.3586(2) 0.40586(14) -0.0657(2) 0.0418 1.0000 Uani
C36 C -0.4091(4) 0.46626(19) -0.1268(3) 0.0644 1.0000 Uani
C37 C -0.4341(3) 0.34883(17) -0.1155(3) 0.0591 1.0000 Uani
N3 N 0.50612(17) 0.62808(9) 0.50981(16) 0.0258 1.0000 Uani
C38 C 0.5882(2) 0.65403(12) 0.46307(19) 0.0283 1.0000 Uani
N4 N 0.66543(18) 0.62410(10) 0.43413(16) 0.0297 1.0000 Uani
C39 C 0.4899(2) 0.56331(11) 0.52033(18) 0.0253 1.0000 Uani
C40 C 0.5523(2) 0.51551(11) 0.4898(2) 0.0279 1.0000 Uani
C41 C 0.5036(2) 0.45551(12) 0.51240(19) 0.0294 1.0000 Uani
C42 C 0.5289(3) 0.39267(12) 0.4992(2) 0.0363 1.0000 Uani
C43 C 0.4603(3) 0.34564(13) 0.5326(2) 0.0413 1.0000 Uani
C44 C 0.3713(3) 0.35962(13) 0.5776(2) 0.0403 1.0000 Uani
C45 C 0.3447(2) 0.42406(12) 0.5933(2) 0.0327 1.0000 Uani
C46 C 0.2567(2) 0.44821(13) 0.6385(2) 0.0364 1.0000 Uani
C47 C 0.2423(2) 0.51158(15) 0.6466(2) 0.0413 1.0000 Uani
C48 C 0.3131(2) 0.55702(12) 0.6106(2) 0.0346 1.0000 Uani
C49 C 0.3984(2) 0.53538(11) 0.56601(19) 0.0275 1.0000 Uani
C50 C 0.4115(2) 0.46899(12) 0.55859(18) 0.0287 1.0000 Uani
C51 C 0.4322(2) 0.67429(10) 0.54203(19) 0.0256 1.0000 Uani
C52 C 0.4750(2) 0.70240(12) 0.6487(2) 0.0320 1.0000 Uani
C53 C 0.4024(3) 0.74655(14) 0.6781(2) 0.0427 1.0000 Uani
C54 C 0.2937(3) 0.76278(14) 0.6050(3) 0.0460 1.0000 Uani
C55 C 0.2559(2) 0.73633(13) 0.4991(3) 0.0430 1.0000 Uani
C56 C 0.3248(2) 0.69136(12) 0.4645(2) 0.0314 1.0000 Uani
C57 C 0.5959(2) 0.68635(14) 0.7288(2) 0.0375 1.0000 Uani
C58 C 0.5913(4) 0.6286(2) 0.7999(3) 0.0718 1.0000 Uani
C59 C 0.6531(3) 0.74150(18) 0.8042(3) 0.0628 1.0000 Uani
C60 C 0.2817(2) 0.66505(14) 0.3463(2) 0.0400 1.0000 Uani
C61 C 0.1690(3) 0.62518(17) 0.3287(3) 0.0544 1.0000 Uani
C62 C 0.2575(4) 0.7187(2) 0.2601(3) 0.0742 1.0000 Uani
C63 C 0.7360(2) 0.66115(12) 0.3832(2) 0.0313 1.0000 Uani
C64 C 0.6997(2) 0.66590(15) 0.2653(2) 0.0411 1.0000 Uani
C65 C 0.7713(3) 0.70061(18) 0.2162(2) 0.0517 1.0000 Uani
C66 C 0.8723(3) 0.72979(18) 0.2795(3) 0.0580 1.0000 Uani
C67 C 0.9059(3) 0.72459(16) 0.3956(3) 0.0501 1.0000 Uani
C68 C 0.8401(2) 0.68910(13) 0.4492(2) 0.0378 1.0000 Uani
C69 C 0.5866(3) 0.6331(2) 0.1945(2) 0.0535 1.0000 Uani
C70 C 0.4935(5) 0.6792(3) 0.1380(5) 0.1224 1.0000 Uani
C71 C 0.6065(4) 0.5855(2) 0.1110(4) 0.0741 1.0000 Uani
C72 C 0.8831(2) 0.68029(15) 0.5766(2) 0.0428 1.0000 Uani
C73 C 0.8681(4) 0.7401(2) 0.6369(3) 0.0685 1.0000 Uani
C74 C 1.0103(3) 0.65717(19) 0.6173(3) 0.0577 1.0000 Uani
H11 H -0.1500 0.5326 0.0882 0.0323 1.0000 Uiso
H31 H -0.1256 0.6269 0.0510 0.0385 1.0000 Uiso
H51 H -0.0864 0.7656 0.0248 0.0481 1.0000 Uiso
H61 H 0.0378 0.8379 -0.0344 0.0544 1.0000 Uiso
H71 H 0.1904 0.8033 -0.1048 0.0480 1.0000 Uiso
H91 H 0.3090 0.7035 -0.1475 0.0462 1.0000 Uiso
H101 H 0.3263 0.5927 -0.1478 0.0494 1.0000 Uiso
H111 H 0.1963 0.5244 -0.0835 0.0408 1.0000 Uiso
H161 H 0.0545 0.3793 -0.2375 0.0498 1.0000 Uiso
H171 H 0.2394 0.3483 -0.1101 0.0546 1.0000 Uiso
H181 H 0.2972 0.3840 0.0789 0.0445 1.0000 Uiso
H201 H -0.1592 0.4775 -0.1620 0.0449 1.0000 Uiso
H211 H -0.1771 0.5188 -0.3437 0.0699 1.0000 Uiso
H212 H -0.0588 0.5458 -0.2505 0.0699 1.0000 Uiso
H213 H -0.0476 0.4895 -0.3362 0.0699 1.0000 Uiso
H221 H -0.2575 0.4146 -0.3219 0.0683 1.0000 Uiso
H222 H -0.1326 0.3794 -0.3131 0.0683 1.0000 Uiso
H223 H -0.1942 0.3703 -0.2134 0.0683 1.0000 Uiso
H231 H 0.1287 0.4946 0.1926 0.0392 1.0000 Uiso
H241 H 0.3297 0.5215 0.2848 0.0514 1.0000 Uiso
H242 H 0.2901 0.5438 0.1535 0.0514 1.0000 Uiso
H243 H 0.3701 0.4803 0.1921 0.0514 1.0000 Uiso
H251 H 0.2378 0.4288 0.3442 0.0586 1.0000 Uiso
H252 H 0.2727 0.3826 0.2543 0.0586 1.0000 Uiso
H253 H 0.1352 0.3884 0.2534 0.0586 1.0000 Uiso
H281 H -0.2808 0.4324 0.3736 0.0479 1.0000 Uiso
H291 H -0.4715 0.4024 0.2561 0.0532 1.0000 Uiso
H301 H -0.5067 0.3902 0.0593 0.0461 1.0000 Uiso
H321 H -0.0246 0.4543 0.2783 0.0449 1.0000 Uiso
H331 H 0.0031 0.5305 0.4237 0.0685 1.0000 Uiso
H332 H -0.1358 0.5236 0.4171 0.0685 1.0000 Uiso
H333 H -0.0999 0.5526 0.3106 0.0685 1.0000 Uiso
H341 H 0.0405 0.4179 0.4687 0.0667 1.0000 Uiso
H342 H -0.0967 0.4048 0.4632 0.0667 1.0000 Uiso
H343 H -0.0357 0.3634 0.3853 0.0667 1.0000 Uiso
H351 H -0.2799 0.3979 -0.0769 0.0480 1.0000 Uiso
H361 H -0.4230 0.4605 -0.2093 0.0726 1.0000 Uiso
H362 H -0.4856 0.4764 -0.1125 0.0726 1.0000 Uiso
H363 H -0.3520 0.5017 -0.0990 0.0726 1.0000 Uiso
H371 H -0.4454 0.3469 -0.1982 0.0671 1.0000 Uiso
H372 H -0.5128 0.3526 -0.1021 0.0671 1.0000 Uiso
H373 H -0.3938 0.3095 -0.0790 0.0671 1.0000 Uiso
H381 H 0.5853 0.7008 0.4515 0.0335 1.0000 Uiso
H401 H 0.6195 0.5209 0.4578 0.0331 1.0000 Uiso
H421 H 0.5936 0.3806 0.4672 0.0431 1.0000 Uiso
H431 H 0.4780 0.3002 0.5226 0.0491 1.0000 Uiso
H441 H 0.3254 0.3249 0.5994 0.0465 1.0000 Uiso
H461 H 0.2052 0.4184 0.6646 0.0435 1.0000 Uiso
H471 H 0.1798 0.5271 0.6788 0.0524 1.0000 Uiso
H481 H 0.3007 0.6033 0.6179 0.0422 1.0000 Uiso
H531 H 0.4296 0.7669 0.7538 0.0556 1.0000 Uiso
H541 H 0.2424 0.7938 0.6288 0.0587 1.0000 Uiso
H551 H 0.1780 0.7494 0.4461 0.0520 1.0000 Uiso
H571 H 0.6466 0.6765 0.6799 0.0447 1.0000 Uiso
H581 H 0.6722 0.6195 0.8514 0.0774 1.0000 Uiso
H582 H 0.5364 0.6369 0.8453 0.0774 1.0000 Uiso
H583 H 0.5624 0.5914 0.7497 0.0774 1.0000 Uiso
H591 H 0.7321 0.7282 0.8549 0.0721 1.0000 Uiso
H592 H 0.6633 0.7778 0.7567 0.0721 1.0000 Uiso
H593 H 0.6015 0.7546 0.8506 0.0721 1.0000 Uiso
H601 H 0.3454 0.6371 0.3355 0.0452 1.0000 Uiso
H611 H 0.1428 0.6085 0.2500 0.0614 1.0000 Uiso
H612 H 0.1051 0.6521 0.3417 0.0614 1.0000 Uiso
H613 H 0.1859 0.5891 0.3829 0.0614 1.0000 Uiso
H621 H 0.2292 0.7006 0.1825 0.0825 1.0000 Uiso
H622 H 0.3319 0.7431 0.2689 0.0825 1.0000 Uiso
H623 H 0.1957 0.7474 0.2724 0.0825 1.0000 Uiso
H651 H 0.7482 0.7042 0.1324 0.0651 1.0000 Uiso
H661 H 0.9216 0.7547 0.2423 0.0751 1.0000 Uiso
H671 H 0.9788 0.7468 0.4417 0.0617 1.0000 Uiso
H691 H 0.5583 0.6082 0.2496 0.0627 1.0000 Uiso
H701 H 0.4214 0.6560 0.0929 0.1237 1.0000 Uiso
H702 H 0.5230 0.7068 0.0873 0.1237 1.0000 Uiso
H703 H 0.4734 0.7058 0.1959 0.1237 1.0000 Uiso
H711 H 0.5293 0.5661 0.0681 0.0879 1.0000 Uiso
H712 H 0.6418 0.6073 0.0576 0.0879 1.0000 Uiso
H713 H 0.6616 0.5517 0.1522 0.0879 1.0000 Uiso
H721 H 0.8326 0.6468 0.5952 0.0507 1.0000 Uiso
H731 H 0.8969 0.7329 0.7199 0.0837 1.0000 Uiso
H732 H 0.9148 0.7749 0.6164 0.0837 1.0000 Uiso
H733 H 0.7827 0.7521 0.6141 0.0837 1.0000 Uiso
H741 H 1.0350 0.6520 0.7009 0.0670 1.0000 Uiso
H742 H 1.0629 0.6887 0.5965 0.0670 1.0000 Uiso
H743 H 1.0165 0.6156 0.5814 0.0670 1.0000 Uiso
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 . N1 . C2 . 119.77(19) yes
C1 . N1 . C14 . 119.77(19) yes
C2 . N1 . C14 . 120.45(18) yes
N1 . C1 . N2 . 122.4(2) yes
N1 . C1 . H11 . 118.780 no
N2 . C1 . H11 . 118.780 no
C1 . N2 . C26 . 116.8(2) yes
N1 . C2 . C3 . 126.7(2) yes
N1 . C2 . C12 . 124.0(2) yes
C3 . C2 . C12 . 109.3(2) yes
C2 . C3 . C4 . 108.5(2) yes
C2 . C3 . H31 . 125.760 no
C4 . C3 . H31 . 125.760 no
C3 . C4 . C5 . 135.5(3) yes
C3 . C4 . C13 . 106.7(2) yes
C5 . C4 . C13 . 117.7(2) yes
C4 . C5 . C6 . 119.2(3) yes
C4 . C5 . H51 . 120.377 no
C6 . C5 . H51 . 120.377 no
C5 . C6 . C7 . 122.7(3) yes
C5 . C6 . H61 . 118.648 no
C7 . C6 . H61 . 118.648 no
C6 . C7 . C8 . 119.8(3) yes
C6 . C7 . H71 . 120.125 no
C8 . C7 . H71 . 120.125 no
C7 . C8 . C9 . 127.7(3) yes
C7 . C8 . C13 . 115.9(3) yes
C9 . C8 . C13 . 116.3(2) yes
C8 . C9 . C10 . 120.3(2) yes
C8 . C9 . H91 . 119.858 no
C10 . C9 . H91 . 119.857 no
C9 . C10 . C11 . 122.6(3) yes
C9 . C10 . H101 . 118.684 no
C11 . C10 . H101 . 118.684 no
C10 . C11 . C12 . 118.3(2) yes
C10 . C11 . H111 . 120.836 no
C12 . C11 . H111 . 120.836 no
C2 . C12 . C11 . 137.5(2) yes
C2 . C12 . C13 . 104.3(2) yes
C11 . C12 . C13 . 118.2(2) yes
C4 . C13 . C8 . 124.6(2) yes
C4 . C13 . C12 . 111.2(2) yes
C8 . C13 . C12 . 124.2(2) yes
N1 . C14 . C15 . 118.6(2) yes
N1 . C14 . C19 . 118.83(19) yes
C15 . C14 . C19 . 122.5(2) yes
C14 . C15 . C16 . 117.5(2) yes
C14 . C15 . C20 . 121.8(2) yes
C16 . C15 . C20 . 120.7(2) yes
C15 . C16 . C17 . 120.8(2) yes
C15 . C16 . H161 . 119.577 no
C17 . C16 . H161 . 119.577 no
C16 . C17 . C18 . 120.6(2) yes
C16 . C17 . H171 . 119.698 no
C18 . C17 . H171 . 119.698 no
C17 . C18 . C19 . 120.6(2) yes
C17 . C18 . H181 . 119.676 no
C19 . C18 . H181 . 119.676 no
C14 . C19 . C18 . 117.7(2) yes
C14 . C19 . C23 . 122.5(2) yes
C18 . C19 . C23 . 119.8(2) yes
C15 . C20 . C21 . 111.4(2) yes
C15 . C20 . C22 . 111.4(3) yes
C21 . C20 . C22 . 110.4(2) yes
C15 . C20 . H201 . 107.105 no
C21 . C20 . H201 . 108.189 no
C22 . C20 . H201 . 108.152 no
C20 . C21 . H211 . 109.466 no
C20 . C21 . H212 . 109.467 no
H211 . C21 . H212 . 109.476 no
C20 . C21 . H213 . 109.467 no
H211 . C21 . H213 . 109.476 no
H212 . C21 . H213 . 109.476 no
C20 . C22 . H221 . 109.467 no
C20 . C22 . H222 . 109.467 no
H221 . C22 . H222 . 109.476 no
C20 . C22 . H223 . 109.467 no
H221 . C22 . H223 . 109.476 no
H222 . C22 . H223 . 109.476 no
C19 . C23 . C24 . 111.5(2) yes
C19 . C23 . C25 . 111.0(2) yes
C24 . C23 . C25 . 110.5(2) yes
C19 . C23 . H231 . 107.387 no
C24 . C23 . H231 . 107.860 no
C25 . C23 . H231 . 108.443 no
C23 . C24 . H241 . 109.467 no
C23 . C24 . H242 . 109.467 no
H241 . C24 . H242 . 109.476 no
C23 . C24 . H243 . 109.467 no
H241 . C24 . H243 . 109.476 no
H242 . C24 . H243 . 109.476 no
C23 . C25 . H251 . 109.467 no
C23 . C25 . H252 . 109.467 no
H251 . C25 . H252 . 109.476 no
C23 . C25 . H253 . 109.467 no
H251 . C25 . H253 . 109.476 no
H252 . C25 . H253 . 109.476 no
N2 . C26 . C27 . 120.7(2) yes
N2 . C26 . C31 . 117.8(2) yes
C27 . C26 . C31 . 121.3(2) yes
C26 . C27 . C28 . 118.3(2) yes
C26 . C27 . C32 . 122.1(2) yes
C28 . C27 . C32 . 119.6(2) yes
C27 . C28 . C29 . 121.0(2) yes
C27 . C28 . H281 . 119.493 no
C29 . C28 . H281 . 119.493 no
C28 . C29 . C30 . 120.1(2) yes
C28 . C29 . H291 . 119.972 no
C30 . C29 . H291 . 119.972 no
C29 . C30 . C31 . 120.7(2) yes
C29 . C30 . H301 . 119.645 no
C31 . C30 . H301 . 119.646 no
C26 . C31 . C30 . 118.5(2) yes
C26 . C31 . C35 . 120.5(2) yes
C30 . C31 . C35 . 120.9(2) yes
C27 . C32 . C33 . 111.8(2) yes
C27 . C32 . C34 . 110.7(2) yes
C33 . C32 . C34 . 110.5(3) yes
C27 . C32 . H321 . 107.392 no
C33 . C32 . H321 . 107.550 no
C34 . C32 . H321 . 108.773 no
C32 . C33 . H331 . 109.467 no
C32 . C33 . H332 . 109.467 no
H331 . C33 . H332 . 109.476 no
C32 . C33 . H333 . 109.466 no
H331 . C33 . H333 . 109.476 no
H332 . C33 . H333 . 109.476 no
C32 . C34 . H341 . 109.467 no
C32 . C34 . H342 . 109.467 no
H341 . C34 . H342 . 109.476 no
C32 . C34 . H343 . 109.467 no
H341 . C34 . H343 . 109.476 no
H342 . C34 . H343 . 109.476 no
C31 . C35 . C36 . 110.9(2) yes
C31 . C35 . C37 . 113.4(3) yes
C36 . C35 . C37 . 111.6(3) yes
C31 . C35 . H351 . 106.421 no
C36 . C35 . H351 . 108.434 no
C37 . C35 . H351 . 105.593 no
C35 . C36 . H361 . 109.467 no
C35 . C36 . H362 . 109.466 no
H361 . C36 . H362 . 109.476 no
C35 . C36 . H363 . 109.467 no
H361 . C36 . H363 . 109.476 no
H362 . C36 . H363 . 109.476 no
C35 . C37 . H371 . 109.467 no
C35 . C37 . H372 . 109.467 no
H371 . C37 . H372 . 109.476 no
C35 . C37 . H373 . 109.467 no
H371 . C37 . H373 . 109.476 no
H372 . C37 . H373 . 109.476 no
C38 . N3 . C39 . 124.15(19) yes
C38 . N3 . C51 . 114.11(18) yes
C39 . N3 . C51 . 121.65(18) yes
N3 . C38 . N4 . 125.9(2) yes
N3 . C38 . H381 . 117.045 no
N4 . C38 . H381 . 117.045 no
C38 . N4 . C63 . 115.4(2) yes
N3 . C39 . C40 . 126.6(2) yes
N3 . C39 . C49 . 124.2(2) yes
C40 . C39 . C49 . 109.2(2) yes
C39 . C40 . C41 . 108.0(2) yes
C39 . C40 . H401 . 125.978 no
C41 . C40 . H401 . 125.978 no
C40 . C41 . C42 . 134.5(2) yes
C40 . C41 . C50 . 107.7(2) yes
C42 . C41 . C50 . 117.8(2) yes
C41 . C42 . C43 . 118.2(2) yes
C41 . C42 . H421 . 120.891 no
C43 . C42 . H421 . 120.891 no
C42 . C43 . C44 . 123.2(2) yes
C42 . C43 . H431 . 118.394 no
C44 . C43 . H431 . 118.394 no
C43 . C44 . C45 . 119.5(2) yes
C43 . C44 . H441 . 120.249 no
C45 . C44 . H441 . 120.249 no
C44 . C45 . C46 . 128.1(2) yes
C44 . C45 . C50 . 116.2(2) yes
C46 . C45 . C50 . 115.7(2) yes
C45 . C46 . C47 . 120.5(2) yes
C45 . C46 . H461 . 119.746 no
C47 . C46 . H461 . 119.746 no
C46 . C47 . C48 . 122.6(2) yes
C46 . C47 . H471 . 118.686 no
C48 . C47 . H471 . 118.686 no
C47 . C48 . C49 . 118.4(2) yes
C47 . C48 . H481 . 120.793 no
C49 . C48 . H481 . 120.793 no
C39 . C49 . C48 . 137.1(2) yes
C39 . C49 . C50 . 105.1(2) yes
C48 . C49 . C50 . 117.7(2) yes
C41 . C50 . C45 . 125.1(2) yes
C41 . C50 . C49 . 109.9(2) yes
C45 . C50 . C49 . 125.0(2) yes
N3 . C51 . C52 . 118.2(2) yes
N3 . C51 . C56 . 119.0(2) yes
C52 . C51 . C56 . 122.7(2) yes
C51 . C52 . C53 . 117.2(2) yes
C51 . C52 . C57 . 121.9(2) yes
C53 . C52 . C57 . 120.9(2) yes
C52 . C53 . C54 . 121.5(3) yes
C52 . C53 . H531 . 119.275 no
C54 . C53 . H531 . 119.274 no
C53 . C54 . C55 . 120.1(3) yes
C53 . C54 . H541 . 119.926 no
C55 . C54 . H541 . 119.926 no
C54 . C55 . C56 . 121.2(3) yes
C54 . C55 . H551 . 119.417 no
C56 . C55 . H551 . 119.417 no
C51 . C56 . C55 . 117.2(2) yes
C51 . C56 . C60 . 123.3(2) yes
C55 . C56 . C60 . 119.5(2) yes
C52 . C57 . C58 . 111.7(2) yes
C52 . C57 . C59 . 113.0(3) yes
C58 . C57 . C59 . 110.1(3) yes
C52 . C57 . H571 . 105.535 no
C58 . C57 . H571 . 108.794 no
C59 . C57 . H571 . 107.377 no
C57 . C58 . H581 . 109.467 no
C57 . C58 . H582 . 109.467 no
H581 . C58 . H582 . 109.475 no
C57 . C58 . H583 . 109.467 no
H581 . C58 . H583 . 109.476 no
H582 . C58 . H583 . 109.476 no
C57 . C59 . H591 . 109.467 no
C57 . C59 . H592 . 109.467 no
H591 . C59 . H592 . 109.475 no
C57 . C59 . H593 . 109.467 no
H591 . C59 . H593 . 109.476 no
H592 . C59 . H593 . 109.476 no
C56 . C60 . C61 . 111.4(2) yes
C56 . C60 . C62 . 110.4(3) yes
C61 . C60 . C62 . 109.6(3) yes
C56 . C60 . H601 . 107.581 no
C61 . C60 . H601 . 108.439 no
C62 . C60 . H601 . 109.443 no
C60 . C61 . H611 . 109.467 no
C60 . C61 . H612 . 109.467 no
H611 . C61 . H612 . 109.476 no
C60 . C61 . H613 . 109.467 no
H611 . C61 . H613 . 109.476 no
H612 . C61 . H613 . 109.476 no
C60 . C62 . H621 . 109.467 no
C60 . C62 . H622 . 109.467 no
H621 . C62 . H622 . 109.476 no
C60 . C62 . H623 . 109.467 no
H621 . C62 . H623 . 109.476 no
H622 . C62 . H623 . 109.476 no
N4 . C63 . C64 . 118.0(2) yes
N4 . C63 . C68 . 120.3(2) yes
C64 . C63 . C68 . 121.7(2) yes
C63 . C64 . C65 . 117.5(3) yes
C63 . C64 . C69 . 120.6(2) yes
C65 . C64 . C69 . 121.9(3) yes
C64 . C65 . C66 . 121.8(3) yes
C64 . C65 . H651 . 119.119 no
C66 . C65 . H651 . 119.119 no
C65 . C66 . C67 . 119.6(3) yes
C65 . C66 . H661 . 120.189 no
C67 . C66 . H661 . 120.189 no
C66 . C67 . C68 . 121.3(3) yes
C66 . C67 . H671 . 119.371 no
C68 . C67 . H671 . 119.371 no
C63 . C68 . C67 . 118.1(3) yes
C63 . C68 . C72 . 121.5(2) yes
C67 . C68 . C72 . 120.4(2) yes
C64 . C69 . C70 . 111.9(4) yes
C64 . C69 . C71 . 114.0(3) yes
C70 . C69 . C71 . 111.0(3) yes
C64 . C69 . H691 . 105.037 no
C70 . C69 . H691 . 108.428 no
C71 . C69 . H691 . 106.063 no
C69 . C70 . H701 . 109.467 no
C69 . C70 . H702 . 109.465 no
H701 . C70 . H702 . 109.474 no
C69 . C70 . H703 . 109.468 no
H701 . C70 . H703 . 109.477 no
H702 . C70 . H703 . 109.475 no
C69 . C71 . H711 . 109.467 no
C69 . C71 . H712 . 109.467 no
H711 . C71 . H712 . 109.476 no
C69 . C71 . H713 . 109.466 no
H711 . C71 . H713 . 109.475 no
H712 . C71 . H713 . 109.476 no
C68 . C72 . C73 . 111.3(3) yes
C68 . C72 . C74 . 111.9(2) yes
C73 . C72 . C74 . 110.9(3) yes
C68 . C72 . H721 . 106.982 no
C73 . C72 . H721 . 108.084 no
C74 . C72 . H721 . 107.367 no
C72 . C73 . H731 . 109.467 no
C72 . C73 . H732 . 109.466 no
H731 . C73 . H732 . 109.475 no
C72 . C73 . H733 . 109.467 no
H731 . C73 . H733 . 109.476 no
H732 . C73 . H733 . 109.476 no
C72 . C74 . H741 . 109.467 no
C72 . C74 . H742 . 109.467 no
H741 . C74 . H742 . 109.476 no
C72 . C74 . H743 . 109.467 no
H741 . C74 . H743 . 109.476 no
H742 . C74 . H743 . 109.476 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C1 . 1.379(3) yes
N1 . C2 . 1.400(3) yes
N1 . C14 . 1.447(3) yes
C1 . N2 . 1.263(3) yes
C1 . H11 . 1.000 no
N2 . C26 . 1.440(3) yes
C2 . C3 . 1.376(3) yes
C2 . C12 . 1.495(3) yes
C3 . C4 . 1.462(4) yes
C3 . H31 . 1.000 no
C4 . C5 . 1.381(4) yes
C4 . C13 . 1.406(4) yes
C5 . C6 . 1.406(4) yes
C5 . H51 . 1.000 no
C6 . C7 . 1.374(5) yes
C6 . H61 . 1.000 no
C7 . C8 . 1.429(4) yes
C7 . H71 . 1.000 no
C8 . C9 . 1.406(4) yes
C8 . C13 . 1.397(3) yes
C9 . C10 . 1.377(4) yes
C9 . H91 . 1.000 no
C10 . C11 . 1.428(4) yes
C10 . H101 . 1.000 no
C11 . C12 . 1.371(4) yes
C11 . H111 . 1.000 no
C12 . C13 . 1.422(3) yes
C14 . C15 . 1.406(3) yes
C14 . C19 . 1.401(3) yes
C15 . C16 . 1.391(4) yes
C15 . C20 . 1.521(4) yes
C16 . C17 . 1.392(4) yes
C16 . H161 . 1.000 no
C17 . C18 . 1.381(4) yes
C17 . H171 . 1.000 no
C18 . C19 . 1.399(3) yes
C18 . H181 . 1.000 no
C19 . C23 . 1.523(3) yes
C20 . C21 . 1.522(4) yes
C20 . C22 . 1.534(4) yes
C20 . H201 . 1.000 no
C21 . H211 . 1.000 no
C21 . H212 . 1.000 no
C21 . H213 . 1.000 no
C22 . H221 . 1.000 no
C22 . H222 . 1.000 no
C22 . H223 . 1.000 no
C23 . C24 . 1.534(4) yes
C23 . C25 . 1.534(4) yes
C23 . H231 . 1.000 no
C24 . H241 . 1.000 no
C24 . H242 . 1.000 no
C24 . H243 . 1.000 no
C25 . H251 . 1.000 no
C25 . H252 . 1.000 no
C25 . H253 . 1.000 no
C26 . C27 . 1.402(3) yes
C26 . C31 . 1.405(3) yes
C27 . C28 . 1.386(4) yes
C27 . C32 . 1.523(3) yes
C28 . C29 . 1.391(4) yes
C28 . H281 . 1.000 no
C29 . C30 . 1.384(4) yes
C29 . H291 . 1.000 no
C30 . C31 . 1.390(4) yes
C30 . H301 . 1.000 no
C31 . C35 . 1.518(4) yes
C32 . C33 . 1.528(5) yes
C32 . C34 . 1.530(4) yes
C32 . H321 . 1.000 no
C33 . H331 . 1.000 no
C33 . H332 . 1.000 no
C33 . H333 . 1.000 no
C34 . H341 . 1.000 no
C34 . H342 . 1.000 no
C34 . H343 . 1.000 no
C35 . C36 . 1.517(5) yes
C35 . C37 . 1.520(4) yes
C35 . H351 . 1.000 no
C36 . H361 . 1.000 no
C36 . H362 . 1.000 no
C36 . H363 . 1.000 no
C37 . H371 . 1.000 no
C37 . H372 . 1.000 no
C37 . H373 . 1.000 no
N3 . C38 . 1.390(3) yes
N3 . C39 . 1.396(3) yes
N3 . C51 . 1.450(3) yes
C38 . N4 . 1.254(3) yes
C38 . H381 . 1.000 no
N4 . C63 . 1.429(3) yes
C39 . C40 . 1.374(3) yes
C39 . C49 . 1.492(3) yes
C40 . C41 . 1.458(3) yes
C40 . H401 . 1.000 no
C41 . C42 . 1.385(4) yes
C41 . C50 . 1.410(3) yes
C42 . C43 . 1.426(4) yes
C42 . H421 . 1.000 no
C43 . C44 . 1.370(4) yes
C43 . H431 . 1.000 no
C44 . C45 . 1.427(4) yes
C44 . H441 . 1.000 no
C45 . C46 . 1.423(4) yes
C45 . C50 . 1.388(3) yes
C46 . C47 . 1.360(4) yes
C46 . H461 . 1.000 no
C47 . C48 . 1.436(4) yes
C47 . H471 . 1.000 no
C48 . C49 . 1.373(4) yes
C48 . H481 . 1.000 no
C49 . C50 . 1.420(4) yes
C51 . C52 . 1.406(3) yes
C51 . C56 . 1.396(3) yes
C52 . C53 . 1.393(4) yes
C52 . C57 . 1.520(4) yes
C53 . C54 . 1.380(5) yes
C53 . H531 . 1.000 no
C54 . C55 . 1.379(4) yes
C54 . H541 . 1.000 no
C55 . C56 . 1.405(4) yes
C55 . H551 . 1.000 no
C56 . C60 . 1.514(4) yes
C57 . C58 . 1.521(5) yes
C57 . C59 . 1.525(4) yes
C57 . H571 . 1.000 no
C58 . H581 . 1.000 no
C58 . H582 . 1.000 no
C58 . H583 . 1.000 no
C59 . H591 . 1.000 no
C59 . H592 . 1.000 no
C59 . H593 . 1.000 no
C60 . C61 . 1.541(4) yes
C60 . C62 . 1.531(5) yes
C60 . H601 . 1.000 no
C61 . H611 . 1.000 no
C61 . H612 . 1.000 no
C61 . H613 . 1.000 no
C62 . H621 . 1.000 no
C62 . H622 . 1.000 no
C62 . H623 . 1.000 no
C63 . C64 . 1.406(3) yes
C63 . C68 . 1.394(4) yes
C64 . C65 . 1.397(4) yes
C64 . C69 . 1.534(5) yes
C65 . C66 . 1.368(5) yes
C65 . H651 . 1.000 no
C66 . C67 . 1.386(5) yes
C66 . H661 . 1.000 no
C67 . C68 . 1.392(4) yes
C67 . H671 . 1.000 no
C68 . C72 . 1.527(4) yes
C69 . C70 . 1.484(6) yes
C69 . C71 . 1.519(5) yes
C69 . H691 . 1.000 no
C70 . H701 . 1.000 no
C70 . H702 . 1.000 no
C70 . H703 . 1.000 no
C71 . H711 . 1.000 no
C71 . H712 . 1.000 no
C71 . H713 . 1.000 no
C72 . C73 . 1.511(5) yes
C72 . C74 . 1.521(4) yes
C72 . H721 . 1.000 no
C73 . H731 . 1.000 no
C73 . H732 . 1.000 no
C73 . H733 . 1.000 no
C74 . H741 . 1.000 no
C74 . H742 . 1.000 no
C74 . H743 . 1.000 no
