#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:53:03 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179819 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/15/7011534.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_7011534
loop_
_publ_author_name
'Kontturi, Mervi'
'Vuokila-Laine, Eija'
'Peräniemi, Sirpa'
'Pakkanen, Tuula T.'
'Vepsäläinen, Jouko J.'
'Ahlgrén, Markku'
_publ_section_title
;
 A structural study of bisphosphonate metal complexes. Alkaline earth
 metal complexes of (dichloromethylene)bisphosphonic acid P,P'-diethyl
 ester
;
_journal_issue                   9
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1969
_journal_paper_doi               10.1039/b201124g
_journal_year                    2002
_chemical_formula_moiety         (C5H10NH2)2Cl2C[PO3(C2H5)]2
_chemical_formula_sum            'C15 H34 Cl2 N2 O6 P2'
_chemical_formula_weight         471.28
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.774(1)
_cell_angle_beta                 98.221(2)
_cell_angle_gamma                106.067(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4317(2)
_cell_length_b                   11.2372(3)
_cell_length_c                   11.9292(4)
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.10
_cell_measurement_theta_min      3.12
_cell_volume                     1136.17(6)
_computing_cell_refinement       'Denzo, Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'collect (Nonius, 1999)'
_computing_data_reduction        'Denzo, Scalepack'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.880
_diffrn_measured_fraction_theta_max 0.880
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       phi-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0150
_diffrn_reflns_av_sigmaI/netI    0.0290
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19610
_diffrn_reflns_theta_full        29.10
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    0.458
_exptl_absorpt_correction_T_max  0.9556
_exptl_absorpt_correction_T_min  0.8379
_exptl_absorpt_correction_type   semiempirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      1.355(14)
_exptl_crystal_density_method    flotation
_exptl_crystal_description       irregular
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.0010(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         5368
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0314
_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)+(0.0250P)²+0.7000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0752
_reflns_number_gt                4663
_reflns_number_total             5368
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b201124g.txt
_cod_data_source_block           Structure_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.7000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.7000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1136.17(5)
_cod_database_code               7011534
loop_
_symmetry_equiv_pos_as_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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.01141(4) 0.42884(4) 0.10648(3) 0.02347(9) Uani 1 d . . .
Cl2 Cl 0.22410(5) 0.28562(4) 0.09079(3) 0.02498(10) Uani 1 d . . .
P1 P 0.06513(4) 0.30361(4) 0.29109(3) 0.01642(9) Uani 1 d . . .
P2 P 0.31308(4) 0.54780(4) 0.27850(3) 0.01655(9) Uani 1 d . . .
O11 O 0.02972(14) 0.40293(11) 0.38351(9) 0.0244(2) Uani 1 d . . .
O12 O 0.16202(12) 0.22895(10) 0.32607(9) 0.0209(2) Uani 1 d . . .
O13 O -0.09456(12) 0.20562(10) 0.20646(10) 0.0226(2) Uani 1 d . . .
O21 O 0.24626(12) 0.65028(10) 0.32901(9) 0.0207(2) Uani 1 d . . .
O22 O 0.42005(13) 0.51458(10) 0.35998(9) 0.0226(2) Uani 1 d . . .
O23 O 0.39762(12) 0.58226(11) 0.17896(10) 0.0221(2) Uani 1 d . . .
N1 N -0.00918(15) 0.65725(12) 0.40957(11) 0.0195(3) Uani 1 d . . .
H1A H 0.0582 0.6335 0.3669 0.023 Uiso 1 calc R . .
H1B H -0.0037 0.6268 0.4737 0.023 Uiso 1 calc R . .
N2 N 0.46168(14) 0.28426(12) 0.42607(11) 0.0188(2) Uani 1 d . . .
H2A H 0.4873 0.3543 0.4954 0.023 Uiso 1 calc R . .
H2B H 0.3727 0.2808 0.3799 0.023 Uiso 1 calc R . .
C1 C 0.15414(16) 0.39170(14) 0.19374(12) 0.0163(3) Uani 1 d . . .
C2 C -0.1163(2) 0.07824(16) 0.12302(17) 0.0317(4) Uani 1 d . . .
H2C H -0.1809 0.0090 0.1480 0.038 Uiso 1 calc R . .
H2D H -0.0170 0.0647 0.1225 0.038 Uiso 1 calc R . .
C3 C -0.1907(3) 0.0694(2) -0.00020(19) 0.0486(6) Uani 1 d . . .
H3A H -0.2877 0.0852 0.0012 0.073 Uiso 1 calc R . .
H3B H -0.2088 -0.0181 -0.0562 0.073 Uiso 1 calc R . .
H3C H -0.1243 0.1355 -0.0260 0.073 Uiso 1 calc R . .
C4 C 0.3431(2) 0.6451(2) 0.10002(19) 0.0403(5) Uani 1 d . . .
H4A H 0.3136 0.7181 0.1463 0.048 Uiso 1 calc R . .
H4B H 0.2524 0.5814 0.0384 0.048 Uiso 1 calc R . .
C5 C 0.4634(2) 0.6958(2) 0.04160(19) 0.0406(5) Uani 1 d . . .
H5A H 0.5515 0.7614 0.1027 0.061 Uiso 1 calc R . .
H5B H 0.4250 0.7363 -0.0138 0.061 Uiso 1 calc R . .
H5C H 0.4936 0.6235 -0.0029 0.061 Uiso 1 calc R . .
C11 C -0.16552(19) 0.59407(16) 0.33156(16) 0.0260(3) Uani 1 d . . .
H11A H -0.2395 0.6075 0.3806 0.031 Uiso 1 calc R . .
H11B H -0.1858 0.4986 0.2978 0.031 Uiso 1 calc R . .
C12 C -0.1879(2) 0.64840(19) 0.23038(16) 0.0346(4) Uani 1 d . . .
H12A H -0.2959 0.6106 0.1864 0.042 Uiso 1 calc R . .
H12B H -0.1263 0.6222 0.1738 0.042 Uiso 1 calc R . .
C13 C -0.1426(2) 0.79684(19) 0.27593(17) 0.0361(4) Uani 1 d . . .
H13A H -0.1509 0.8300 0.2072 0.043 Uiso 1 calc R . .
H13B H -0.2120 0.8233 0.3248 0.043 Uiso 1 calc R . .
C14 C 0.0192(2) 0.85562(17) 0.35114(17) 0.0320(4) Uani 1 d . . .
H14A H 0.0470 0.9522 0.3827 0.038 Uiso 1 calc R . .
H14B H 0.0891 0.8344 0.3004 0.038 Uiso 1 calc R . .
C15 C 0.0366(2) 0.80283(15) 0.45498(15) 0.0263(3) Uani 1 d . . .
H15A H 0.1435 0.8402 0.5013 0.032 Uiso 1 calc R . .
H15B H -0.0276 0.8296 0.5091 0.032 Uiso 1 calc R . .
C21 C 0.43599(19) 0.16151(16) 0.45705(15) 0.0258(3) Uani 1 d . . .
H21A H 0.3500 0.1491 0.4965 0.031 Uiso 1 calc R . .
H21B H 0.5276 0.1686 0.5141 0.031 Uiso 1 calc R . .
C22 C 0.4014(2) 0.04414(16) 0.34527(16) 0.0310(4) Uani 1 d . . .
H22A H 0.3045 0.0321 0.2917 0.037 Uiso 1 calc R . .
H22B H 0.3898 -0.0358 0.3681 0.037 Uiso 1 calc R . .
C23 C 0.5278(2) 0.06288(18) 0.27881(17) 0.0355(4) Uani 1 d . . .
H23A H 0.6228 0.0663 0.3293 0.043 Uiso 1 calc R . .
H23B H 0.5004 -0.0123 0.2040 0.043 Uiso 1 calc R . .
C24 C 0.5528(2) 0.18912(19) 0.24890(15) 0.0317(4) Uani 1 d . . .
H24A H 0.6398 0.2033 0.2107 0.038 Uiso 1 calc R . .
H24B H 0.4616 0.1811 0.1909 0.038 Uiso 1 calc R . .
C25 C 0.58388(18) 0.30574(16) 0.35959(15) 0.0243(3) Uani 1 d . . .
H25A H 0.6825 0.3212 0.4128 0.029 Uiso 1 calc R . .
H25B H 0.5909 0.3847 0.3360 0.029 Uiso 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'
N N 0.0061 0.0033 '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'
P P 0.1023 0.0942 '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'
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
O11 P1 O12 120.96(6) . . ?
O11 P1 O13 105.90(7) . . ?
O12 P1 O13 110.41(6) . . ?
O11 P1 C1 105.81(6) . . ?
O12 P1 C1 108.45(6) . . ?
O13 P1 C1 103.98(6) . . ?
O21 P2 O22 119.92(6) . . ?
O21 P2 O23 110.34(6) . . ?
O22 P2 O23 106.65(6) . . ?
O21 P2 C1 108.22(6) . . ?
O22 P2 C1 106.46(6) . . ?
O23 P2 C1 104.08(6) . . ?
C2 O13 P1 124.25(10) . . ?
C4 O23 P2 122.32(11) . . ?
C11 N1 C15 112.82(12) . . ?
C11 N1 H1A 109.0 . . ?
C15 N1 H1A 109.0 . . ?
C11 N1 H1B 109.0 . . ?
C15 N1 H1B 109.0 . . ?
H1A N1 H1B 107.8 . . ?
C21 N2 C25 112.75(12) . . ?
C21 N2 H2A 109.0 . . ?
C25 N2 H2A 109.0 . . ?
C21 N2 H2B 109.0 . . ?
C25 N2 H2B 109.0 . . ?
H2A N2 H2B 107.8 . . ?
Cl1 C1 Cl2 107.38(7) . . ?
Cl1 C1 P1 108.79(8) . . ?
Cl2 C1 P1 109.28(7) . . ?
Cl1 C1 P2 108.41(7) . . ?
Cl2 C1 P2 108.88(8) . . ?
P1 C1 P2 113.90(7) . . ?
O13 C2 C3 109.50(14) . . ?
O13 C2 H2C 109.8 . . ?
C3 C2 H2C 109.8 . . ?
O13 C2 H2D 109.8 . . ?
C3 C2 H2D 109.8 . . ?
H2C C2 H2D 108.2 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O23 C4 C5 109.69(15) . . ?
O23 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
O23 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C11 C12 112.21(13) . . ?
N1 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
N1 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 111.66(15) . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 109.83(14) . . ?
C14 C13 H13A 109.7 . . ?
C12 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C13 C14 C15 110.88(14) . . ?
C13 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
N1 C15 C14 110.30(13) . . ?
N1 C15 H15A 109.6 . . ?
C14 C15 H15A 109.6 . . ?
N1 C15 H15B 109.6 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
N2 C21 C22 110.62(13) . . ?
N2 C21 H21A 109.5 . . ?
C22 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 108.1 . . ?
C21 C22 C23 110.99(14) . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C23 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 110.10(14) . . ?
C24 C23 H23A 109.6 . . ?
C22 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.2 . . ?
C25 C24 C23 111.59(14) . . ?
C25 C24 H24A 109.3 . . ?
C23 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
N2 C25 C24 111.31(13) . . ?
N2 C25 H25A 109.4 . . ?
C24 C25 H25A 109.4 . . ?
N2 C25 H25B 109.4 . . ?
C24 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
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
Cl1 C1 1.7934(14) . ?
Cl2 C1 1.7989(14) . ?
P1 O11 1.4884(11) . ?
P1 O12 1.4897(11) . ?
P1 O13 1.5947(11) . ?
P1 C1 1.8646(15) . ?
P2 O21 1.4898(11) . ?
P2 O22 1.4925(11) . ?
P2 O23 1.5955(11) . ?
P2 C1 1.8690(15) . ?
O13 C2 1.444(2) . ?
O23 C4 1.440(2) . ?
N1 C11 1.488(2) . ?
N1 C15 1.4887(19) . ?
N1 H1A 0.9200 . ?
N1 H1B 0.9200 . ?
N2 C21 1.4886(19) . ?
N2 C25 1.4923(19) . ?
N2 H2A 0.9200 . ?
N2 H2B 0.9200 . ?
C2 C3 1.500(3) . ?
C2 H2C 0.9900 . ?
C2 H2D 0.9900 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.477(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C11 C12 1.508(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.519(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.516(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.519(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C21 C22 1.518(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.522(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.520(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.511(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9900 . ?
C25 H25B 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
N1 H1A O21 0.92 1.86 2.7312(17) 156.1 .
N1 H1B O11 0.92 2.58 2.9204(16) 102.6 .
N1 H1B O11 0.92 1.86 2.7494(16) 162.2 2_566
N2 H2B O12 0.92 1.87 2.7308(17) 155.1 .
N2 H2B O22 0.92 2.62 3.0096(16) 106.0 .
N2 H2A O22 0.92 1.84 2.7425(16) 166.6 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O11 P1 O13 C2 -164.66(12) . . . . ?
O12 P1 O13 C2 -32.07(14) . . . . ?
C1 P1 O13 C2 84.07(13) . . . . ?
O21 P2 O23 C4 -34.94(16) . . . . ?
O22 P2 O23 C4 -166.71(14) . . . . ?
C1 P2 O23 C4 80.96(15) . . . . ?
O11 P1 C1 Cl1 -70.56(9) . . . . ?
O12 P1 C1 Cl1 158.29(7) . . . . ?
O13 P1 C1 Cl1 40.78(8) . . . . ?
O11 P1 C1 Cl2 172.49(7) . . . . ?
O12 P1 C1 Cl2 41.34(9) . . . . ?
O13 P1 C1 Cl2 -76.18(8) . . . . ?
O11 P1 C1 P2 50.48(9) . . . . ?
O12 P1 C1 P2 -80.67(9) . . . . ?
O13 P1 C1 P2 161.82(7) . . . . ?
O21 P2 C1 Cl1 43.49(9) . . . . ?
O22 P2 C1 Cl1 173.64(7) . . . . ?
O23 P2 C1 Cl1 -73.89(8) . . . . ?
O21 P2 C1 Cl2 160.01(7) . . . . ?
O22 P2 C1 Cl2 -69.83(8) . . . . ?
O23 P2 C1 Cl2 42.64(8) . . . . ?
O21 P2 C1 P1 -77.76(8) . . . . ?
O22 P2 C1 P1 52.40(9) . . . . ?
O23 P2 C1 P1 164.86(7) . . . . ?
P1 O13 C2 C3 -124.66(15) . . . . ?
P2 O23 C4 C5 164.89(14) . . . . ?
C15 N1 C11 C12 53.34(17) . . . . ?
N1 C11 C12 C13 -52.9(2) . . . . ?
C11 C12 C13 C14 54.9(2) . . . . ?
C12 C13 C14 C15 -57.37(19) . . . . ?
C11 N1 C15 C14 -55.19(17) . . . . ?
C13 C14 C15 N1 57.44(18) . . . . ?
C25 N2 C21 C22 -55.75(17) . . . . ?
N2 C21 C22 C23 56.32(18) . . . . ?
C21 C22 C23 C24 -56.14(18) . . . . ?
C22 C23 C24 C25 55.16(18) . . . . ?
C21 N2 C25 C24 54.82(17) . . . . ?
C23 C24 C25 N2 -54.28(18) . . . . ?
