#------------------------------------------------------------------------------
#$Date: 2019-11-17 05:26:18 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228121 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/14/7121451.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_7121451
loop_
_publ_author_name
'Zhanaidarova, Almagul'
'Moore, Curtis E.'
'Gembicky, Milan'
'Kubiak, Clifford P.'
_publ_section_title
;
 Covalent attachment of [Ni(alkynyl-cyclam)]²⁺ catalysts to
 glassy carbon electrodes.
;
_journal_issue                   33
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4116
_journal_page_last               4119
_journal_paper_doi               10.1039/c8cc00718g
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C15 H32 Cl N4 Ni O, Cl, C H2 Cl2'
_chemical_formula_sum            'C16 H34 Cl4 N4 Ni O'
_chemical_formula_weight         498.98
_chemical_name_common            '[Ni(II)(pentynyl-cyclam)]2+'
_chemical_name_systematic        Ni(pentynyl-cyclam)
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2017-08-17
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5375)
;
_audit_update_record
;
2017-10-19 deposited with the CCDC.
2018-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                106.833(2)
_cell_angle_beta                 100.100(3)
_cell_angle_gamma                107.515(2)
_cell_formula_units_Z            2
_cell_length_a                   8.4321(6)
_cell_length_b                   12.0889(8)
_cell_length_c                   12.5339(9)
_cell_measurement_reflns_used    6785
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.47
_cell_measurement_theta_min      2.62
_cell_volume                     1116.93(14)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 v2013.6-2 (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Ultra'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19269
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.487
_diffrn_reflns_theta_min         1.772
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_type              'Bruker TXS'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.361
_exptl_absorpt_correction_T_max  0.0932
_exptl_absorpt_correction_T_min  0.0664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.1290 before and 0.0431 after correction. The Ratio of minimum to maximum transmission is 0.7124. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_description       irregular
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.604
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4584
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0300
_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)+(0.0299P)²+0.7818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0714
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3854
_reflns_number_total             4584
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc00718g2.cif
_cod_data_source_block           az193_a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_diffrn_radiation_probe' value 'X-ray' changed to 'x-ray' according
to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7121449--7121451.cif.
;
_cod_database_code               7121451
_shelx_shelxl_version_number     2014/7
_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   0.987
_shelx_estimated_absorpt_t_min   0.935
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O1-H1A = O1-H1B
 0.84 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 N2(H2), N3(H3), N4(H4)
3.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B),
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B)
3.c :
 C1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Ni1 Ni 0.81684(3) 0.71789(2) 0.79718(2) 0.01139(8) Uani 1 1 d .
Cl1 Cl 1.07736(6) 0.85152(5) 0.97099(4) 0.01491(12) Uani 1 1 d .
O1 O 0.57368(19) 0.59225(14) 0.66653(13) 0.0154(3) Uani 1 1 d D
H1A H 0.522(3) 0.614(2) 0.6191(19) 0.023 Uiso 1 1 d DR
H1B H 0.581(3) 0.5294(18) 0.627(2) 0.023 Uiso 1 1 d DR
N1 N 0.9438(2) 0.77153(16) 0.67560(14) 0.0135(4) Uani 1 1 d .
N2 N 0.7540(2) 0.87229(16) 0.81906(14) 0.0137(4) Uani 1 1 d .
H2 H 0.8376 0.9369 0.8939 0.016 Uiso 1 1 calc R
N3 N 0.6931(2) 0.66891(16) 0.91600(15) 0.0144(4) Uani 1 1 d .
H3 H 0.7745 0.7229 0.9953 0.017 Uiso 1 1 calc R
N4 N 0.8849(2) 0.56517(16) 0.78378(14) 0.0138(4) Uani 1 1 d .
H4 H 0.8056 0.4961 0.7099 0.017 Uiso 1 1 calc R
C1 C 0.9603(3) 0.7434(2) 0.19204(19) 0.0229(5) Uani 1 1 d .
H1 H 1.0228 0.7670 0.1410 0.027 Uiso 1 1 calc R
C2 C 0.8827(3) 0.7141(2) 0.25537(18) 0.0193(5) Uani 1 1 d .
C3 C 0.7985(3) 0.6817(2) 0.34168(18) 0.0172(5) Uani 1 1 d .
H3A H 0.7421 0.5900 0.3157 0.021 Uiso 1 1 calc R
H3B H 0.7073 0.7172 0.3476 0.021 Uiso 1 1 calc R
C4 C 0.9311(3) 0.7318(2) 0.46128(18) 0.0181(5) Uani 1 1 d .
H4A H 0.9905 0.8231 0.4863 0.022 Uiso 1 1 calc R
H4B H 1.0198 0.6938 0.4563 0.022 Uiso 1 1 calc R
C5 C 0.8405(3) 0.7015(2) 0.55096(17) 0.0155(4) Uani 1 1 d .
H5A H 0.7320 0.7180 0.5388 0.019 Uiso 1 1 calc R
H5B H 0.8076 0.6113 0.5356 0.019 Uiso 1 1 calc R
C6 C 0.9638(3) 0.90476(19) 0.70946(18) 0.0154(4) Uani 1 1 d .
H6A H 0.9937 0.9357 0.6478 0.019 Uiso 1 1 calc R
H6B H 1.0596 0.9551 0.7823 0.019 Uiso 1 1 calc R
C7 C 0.7961(3) 0.9193(2) 0.72739(18) 0.0164(4) Uani 1 1 d .
H7A H 0.8106 1.0082 0.7507 0.020 Uiso 1 1 calc R
H7B H 0.7006 0.8717 0.6540 0.020 Uiso 1 1 calc R
C8 C 0.5793(3) 0.8624(2) 0.83070(18) 0.0163(4) Uani 1 1 d .
H8A H 0.4906 0.8018 0.7574 0.020 Uiso 1 1 calc R
H8B H 0.5686 0.9444 0.8440 0.020 Uiso 1 1 calc R
C9 C 0.5458(3) 0.8210(2) 0.93118(18) 0.0172(5) Uani 1 1 d .
H9A H 0.4384 0.8316 0.9452 0.021 Uiso 1 1 calc R
H9B H 0.6426 0.8773 1.0021 0.021 Uiso 1 1 calc R
C10 C 0.5272(3) 0.6872(2) 0.91438(19) 0.0175(5) Uani 1 1 d .
H10A H 0.4844 0.6651 0.9770 0.021 Uiso 1 1 calc R
H10B H 0.4399 0.6306 0.8391 0.021 Uiso 1 1 calc R
C11 C 0.6795(3) 0.5405(2) 0.89984(19) 0.0171(5) Uani 1 1 d .
H11A H 0.5805 0.4810 0.8314 0.021 Uiso 1 1 calc R
H11B H 0.6593 0.5218 0.9693 0.021 Uiso 1 1 calc R
C12 C 0.8480(3) 0.5269(2) 0.88154(18) 0.0164(4) Uani 1 1 d .
H12A H 0.9449 0.5797 0.9533 0.020 Uiso 1 1 calc R
H12B H 0.8371 0.4392 0.8642 0.020 Uiso 1 1 calc R
C13 C 1.0656(3) 0.5842(2) 0.78031(18) 0.0165(4) Uani 1 1 d .
H13A H 1.0843 0.5052 0.7704 0.020 Uiso 1 1 calc R
H13B H 1.1469 0.6474 0.8553 0.020 Uiso 1 1 calc R
C14 C 1.1053(3) 0.6270(2) 0.68122(18) 0.0169(5) Uani 1 1 d .
H14A H 1.2171 0.6208 0.6723 0.020 Uiso 1 1 calc R
H14B H 1.0141 0.5687 0.6081 0.020 Uiso 1 1 calc R
C15 C 1.1164(3) 0.7593(2) 0.69629(18) 0.0159(4) Uani 1 1 d .
H15A H 1.1883 0.8157 0.7763 0.019 Uiso 1 1 calc R
H15B H 1.1757 0.7865 0.6416 0.019 Uiso 1 1 calc R
Cl2 Cl 0.36953(6) 0.64940(5) 0.47205(4) 0.01787(12) Uani 1 1 d .
Cl3 Cl 0.68428(9) 0.96632(7) 0.43987(6) 0.04235(19) Uani 1 1 d .
Cl4 Cl 0.47137(11) 0.81518(7) 0.20051(6) 0.04625(19) Uani 1 1 d .
C16 C 0.4721(3) 0.8784(3) 0.3463(2) 0.0330(6) Uani 1 1 d .
H16A H 0.4034 0.9323 0.3516 0.040 Uiso 1 1 calc R
H16B H 0.4161 0.8099 0.3717 0.040 Uiso 1 1 calc R
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
O1 Ni1 Cl1 170.94(4)
N1 Ni1 Cl1 94.11(5)
N1 Ni1 O1 94.91(6)
N2 Ni1 Cl1 87.07(5)
N2 Ni1 O1 94.34(6)
N2 Ni1 N1 86.01(7)
N2 Ni1 N3 92.97(7)
N2 Ni1 N4 177.22(7)
N3 Ni1 Cl1 85.67(5)
N3 Ni1 O1 85.32(6)
N3 Ni1 N1 178.97(7)
N4 Ni1 Cl1 90.63(5)
N4 Ni1 O1 87.68(6)
N4 Ni1 N1 95.73(7)
N4 Ni1 N3 85.28(7)
Ni1 O1 H1A 122.0(18)
Ni1 O1 H1B 112.1(18)
H1A O1 H1B 104(2)
C5 N1 Ni1 114.34(12)
C6 N1 Ni1 101.23(11)
C6 N1 C5 110.14(16)
C6 N1 C15 111.09(16)
C15 N1 Ni1 109.25(12)
C15 N1 C5 110.49(16)
Ni1 N2 H2 105.7
C7 N2 Ni1 107.41(12)
C7 N2 H2 105.7
C7 N2 C8 113.34(16)
C8 N2 Ni1 118.03(13)
C8 N2 H2 105.7
Ni1 N3 H3 106.6
C10 N3 Ni1 116.64(13)
C10 N3 H3 106.6
C11 N3 Ni1 106.20(12)
C11 N3 H3 106.6
C11 N3 C10 113.65(16)
Ni1 N4 H4 107.6
C12 N4 Ni1 106.71(12)
C12 N4 H4 107.6
C12 N4 C13 111.89(16)
C13 N4 Ni1 115.18(13)
C13 N4 H4 107.6
C2 C1 H1 180.0
C1 C2 C3 175.6(2)
C2 C3 H3A 109.5
C2 C3 H3B 109.5
C2 C3 C4 110.92(18)
H3A C3 H3B 108.0
C4 C3 H3A 109.5
C4 C3 H3B 109.5
C3 C4 H4A 109.6
C3 C4 H4B 109.6
C3 C4 C5 110.28(17)
H4A C4 H4B 108.1
C5 C4 H4A 109.6
C5 C4 H4B 109.6
N1 C5 C4 115.86(17)
N1 C5 H5A 108.3
N1 C5 H5B 108.3
C4 C5 H5A 108.3
C4 C5 H5B 108.3
H5A C5 H5B 107.4
N1 C6 H6A 109.6
N1 C6 H6B 109.6
N1 C6 C7 110.37(16)
H6A C6 H6B 108.1
C7 C6 H6A 109.6
C7 C6 H6B 109.6
N2 C7 C6 108.54(17)
N2 C7 H7A 110.0
N2 C7 H7B 110.0
C6 C7 H7A 110.0
C6 C7 H7B 110.0
H7A C7 H7B 108.4
N2 C8 H8A 109.3
N2 C8 H8B 109.3
N2 C8 C9 111.45(17)
H8A C8 H8B 108.0
C9 C8 H8A 109.3
C9 C8 H8B 109.3
C8 C9 H9A 108.3
C8 C9 H9B 108.3
C8 C9 C10 115.83(17)
H9A C9 H9B 107.4
C10 C9 H9A 108.3
C10 C9 H9B 108.3
N3 C10 C9 112.24(17)
N3 C10 H10A 109.2
N3 C10 H10B 109.2
C9 C10 H10A 109.2
C9 C10 H10B 109.2
H10A C10 H10B 107.9
N3 C11 H11A 109.9
N3 C11 H11B 109.9
N3 C11 C12 108.98(17)
H11A C11 H11B 108.3
C12 C11 H11A 109.9
C12 C11 H11B 109.9
N4 C12 C11 109.51(17)
N4 C12 H12A 109.8
N4 C12 H12B 109.8
C11 C12 H12A 109.8
C11 C12 H12B 109.8
H12A C12 H12B 108.2
N4 C13 H13A 109.2
N4 C13 H13B 109.2
N4 C13 C14 111.96(17)
H13A C13 H13B 107.9
C14 C13 H13A 109.2
C14 C13 H13B 109.2
C13 C14 H14A 108.4
C13 C14 H14B 108.4
H14A C14 H14B 107.5
C15 C14 C13 115.48(17)
C15 C14 H14A 108.4
C15 C14 H14B 108.4
N1 C15 C14 113.61(17)
N1 C15 H15A 108.8
N1 C15 H15B 108.8
C14 C15 H15A 108.8
C14 C15 H15B 108.8
H15A C15 H15B 107.7
Cl3 C16 Cl4 111.88(14)
Cl3 C16 H16A 109.2
Cl3 C16 H16B 109.2
Cl4 C16 H16A 109.2
Cl4 C16 H16B 109.2
H16A C16 H16B 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 Cl1 2.5157(6)
Ni1 O1 2.1679(15)
Ni1 N1 2.1483(17)
Ni1 N2 2.0469(18)
Ni1 N3 2.0838(17)
Ni1 N4 2.0634(18)
O1 H1A 0.828(16)
O1 H1B 0.809(16)
N1 C5 1.493(3)
N1 C6 1.489(3)
N1 C15 1.492(3)
N2 H2 1.0000
N2 C7 1.473(3)
N2 C8 1.478(3)
N3 H3 1.0000
N3 C10 1.478(3)
N3 C11 1.472(3)
N4 H4 1.0000
N4 C12 1.479(3)
N4 C13 1.482(3)
C1 H1 0.9500
C1 C2 1.178(3)
C2 C3 1.475(3)
C3 H3A 0.9900
C3 H3B 0.9900
C3 C4 1.531(3)
C4 H4A 0.9900
C4 H4B 0.9900
C4 C5 1.534(3)
C5 H5A 0.9900
C5 H5B 0.9900
C6 H6A 0.9900
C6 H6B 0.9900
C6 C7 1.523(3)
C7 H7A 0.9900
C7 H7B 0.9900
C8 H8A 0.9900
C8 H8B 0.9900
C8 C9 1.524(3)
C9 H9A 0.9900
C9 H9B 0.9900
C9 C10 1.524(3)
C10 H10A 0.9900
C10 H10B 0.9900
C11 H11A 0.9900
C11 H11B 0.9900
C11 C12 1.527(3)
C12 H12A 0.9900
C12 H12B 0.9900
C13 H13A 0.9900
C13 H13B 0.9900
C13 C14 1.528(3)
C14 H14A 0.9900
C14 H14B 0.9900
C14 C15 1.527(3)
C15 H15A 0.9900
C15 H15B 0.9900
Cl3 C16 1.762(3)
Cl4 C16 1.762(3)
C16 H16A 0.9900
C16 H16B 0.9900
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A Cl2 0.828(16) 2.276(17) 3.0987(16) 173(2) .
O1 H1B Cl2 0.809(16) 2.353(17) 3.1584(16) 173(2) 2_666
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
Ni1 N1 C5 C4 -176.58(14)
Ni1 N1 C6 C7 -44.96(17)
Ni1 N1 C15 C14 60.23(18)
Ni1 N2 C7 C6 -38.32(18)
Ni1 N2 C8 C9 56.7(2)
Ni1 N3 C10 C9 -55.8(2)
Ni1 N3 C11 C12 40.53(18)
Ni1 N4 C12 C11 38.96(18)
Ni1 N4 C13 C14 -56.4(2)
N1 C6 C7 N2 59.0(2)
N2 C8 C9 C10 -69.0(2)
N3 C11 C12 N4 -54.8(2)
N4 C13 C14 C15 70.1(2)
C2 C3 C4 C5 177.92(18)
C3 C4 C5 N1 -164.91(18)
C5 N1 C6 C7 76.4(2)
C5 N1 C15 C14 -66.4(2)
C6 N1 C5 C4 70.2(2)
C6 N1 C15 C14 171.07(16)
C7 N2 C8 C9 -176.54(17)
C8 N2 C7 C6 -170.52(16)
C8 C9 C10 N3 69.4(2)
C10 N3 C11 C12 170.10(16)
C11 N3 C10 C9 -179.93(17)
C12 N4 C13 C14 -178.54(17)
C13 N4 C12 C11 165.79(17)
C13 C14 C15 N1 -75.3(2)
C15 N1 C5 C4 -52.9(2)
C15 N1 C6 C7 -160.86(16)
