#------------------------------------------------------------------------------
#$Date: 2019-11-17 08:52:39 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229912.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_7229912
loop_
_publ_author_name
'Alimi, Lukman O.'
'Lama, Prem'
'Smith, Vincent J.'
'Barbour, Leonard J.'
_publ_section_title
;
 Large volumetric thermal expansion of a novel organic cocrystal over a
 wide temperature range
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              631
_journal_paper_doi               10.1039/C7CE01848G
_journal_volume                  20
_journal_year                    2018
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52
_chemical_name_common            ABN.2DMABN
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.2540(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.7650(3)
_cell_length_b                   25.1863(9)
_cell_length_c                   18.9850(7)
_cell_measurement_reflns_used    9692
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.30
_cell_volume                     4525.5(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            154099
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.379
_diffrn_reflns_theta_min         1.371
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       Flat
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.107
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         11236
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1383
_refine_ls_R_factor_gt           0.0876
_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)+(0.1287P)²+5.0825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2192
_refine_ls_wR_factor_ref         0.2858
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6894
_reflns_number_total             11236
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce01848g3.cif
_cod_data_source_block           120K
_cod_depositor_comments
'Adding full bibliography for 7229912--7229922.cif.'
_cod_database_code               7229912
_shelx_shelxl_version_number     2016/6
_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_min   0.976
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
N1 N 0.7422(2) 0.95318(10) 0.51143(12) 0.0402(5) Uani 1 1 d . .
N2 N 0.0777(3) 0.87284(10) 0.50243(13) 0.0453(6) Uani 1 1 d . .
N3 N -0.0290(2) 0.74734(10) 0.51029(13) 0.0423(6) Uani 1 1 d . .
H3D H 0.012781 0.716910 0.506343 0.051 Uiso 1 1 calc R U
H3E H 0.018779 0.777214 0.513138 0.051 Uiso 1 1 calc R U
N4 N -0.7185(3) 0.75077(11) 0.51344(16) 0.0515(7) Uani 1 1 d . .
N5 N 0.7418(2) 0.54934(9) 0.49734(11) 0.0369(5) Uani 1 1 d . .
N6 N 0.0792(3) 0.62520(10) 0.50026(15) 0.0495(6) Uani 1 1 d . .
N7 N 0.0080(2) 0.70428(9) 0.76027(11) 0.0396(5) Uani 1 1 d . .
N8 N 0.6693(3) 0.62761(11) 0.75657(15) 0.0526(6) Uani 1 1 d . .
N9 N 0.7793(2) 0.50614(10) 0.74580(13) 0.0429(6) Uani 1 1 d . .
H9E H 0.736966 0.536708 0.748181 0.051 Uiso 1 1 calc R U
H9D H 0.731492 0.476300 0.743514 0.051 Uiso 1 1 calc R U
N10 N 1.4716(3) 0.50094(11) 0.74794(15) 0.0507(7) Uani 1 1 d . .
N11 N 0.0102(2) 0.30107(9) 0.73798(12) 0.0373(5) Uani 1 1 d . .
N12 N 0.6791(3) 0.37987(10) 0.75308(13) 0.0450(6) Uani 1 1 d . .
C1 C 0.6067(3) 0.93908(9) 0.50891(13) 0.0310(5) Uani 1 1 d . .
C2 C 0.5579(3) 0.93450(10) 0.57330(13) 0.0339(5) Uani 1 1 d . .
H2 H 0.619767 0.942863 0.618953 0.041 Uiso 1 1 calc R U
C3 C 0.4226(3) 0.91814(10) 0.57025(13) 0.0338(5) Uani 1 1 d . .
H3 H 0.392009 0.915642 0.613905 0.041 Uiso 1 1 calc R U
C4 C 0.3287(3) 0.90505(10) 0.50399(13) 0.0337(5) Uani 1 1 d . .
C5 C 0.3744(3) 0.91047(10) 0.43979(13) 0.0356(6) Uani 1 1 d . .
H5 H 0.311508 0.902486 0.394300 0.043 Uiso 1 1 calc R U
C6 C 0.5093(3) 0.92721(10) 0.44216(14) 0.0357(6) Uani 1 1 d . .
H6 H 0.537872 0.930920 0.398069 0.043 Uiso 1 1 calc R U
C7 C 0.1886(3) 0.88701(11) 0.50236(13) 0.0372(6) Uani 1 1 d . .
C8 C 0.7891(3) 0.95931(12) 0.44486(15) 0.0439(7) Uani 1 1 d . .
H8A H 0.773310 0.926082 0.417179 0.066 Uiso 1 1 calc R U
H8B H 0.890070 0.967996 0.456979 0.066 Uiso 1 1 calc R U
H8C H 0.735664 0.987981 0.415571 0.066 Uiso 1 1 calc R U
C9 C 0.8427(3) 0.96452(12) 0.57993(15) 0.0446(7) Uani 1 1 d . .
H9A H 0.816673 0.997806 0.599983 0.067 Uiso 1 1 calc R U
H9B H 0.937672 0.967880 0.571823 0.067 Uiso 1 1 calc R U
H9C H 0.841732 0.935524 0.614222 0.067 Uiso 1 1 calc R U
C10 C -0.1671(3) 0.74819(10) 0.51199(13) 0.0309(5) Uani 1 1 d . .
C11 C -0.2359(3) 0.79629(10) 0.51922(13) 0.0319(5) Uani 1 1 d . .
H11 H -0.184911 0.828727 0.523078 0.038 Uiso 1 1 calc R U
C12 C -0.3763(3) 0.79689(9) 0.52077(13) 0.0305(5) Uani 1 1 d . .
H12 H -0.421352 0.829647 0.525633 0.037 Uiso 1 1 calc R U
C13 C -0.4528(3) 0.74946(9) 0.51520(13) 0.0296(5) Uani 1 1 d . .
C14 C -0.3853(3) 0.70160(9) 0.50907(12) 0.0301(5) Uani 1 1 d . .
H14 H -0.436251 0.669212 0.505946 0.036 Uiso 1 1 calc R U
C15 C -0.2452(3) 0.70091(10) 0.50752(13) 0.0320(5) Uani 1 1 d . .
H15 H -0.200523 0.667955 0.503352 0.038 Uiso 1 1 calc R U
C16 C -0.6008(3) 0.75033(10) 0.51431(14) 0.0348(6) Uani 1 1 d . .
C17 C 0.6054(3) 0.56043(9) 0.49762(13) 0.0303(5) Uani 1 1 d . .
C18 C 0.5008(3) 0.56921(10) 0.43177(13) 0.0324(5) Uani 1 1 d . .
H18 H 0.524002 0.564207 0.386481 0.039 Uiso 1 1 calc R U
C19 C 0.3669(3) 0.58480(10) 0.43298(14) 0.0351(5) Uani 1 1 d . .
H19 H 0.299175 0.591121 0.388422 0.042 Uiso 1 1 calc R U
C20 C 0.3277(3) 0.59162(10) 0.49893(14) 0.0349(5) Uani 1 1 d . .
C21 C 0.4287(3) 0.58018(10) 0.56385(14) 0.0354(6) Uani 1 1 d . .
H21 H 0.403175 0.582822 0.608873 0.042 Uiso 1 1 calc R U
C22 C 0.5625(3) 0.56537(10) 0.56329(13) 0.0354(6) Uani 1 1 d . .
H22 H 0.628718 0.558182 0.608066 0.043 Uiso 1 1 calc R U
C23 C 0.1891(3) 0.60997(11) 0.49978(15) 0.0403(6) Uani 1 1 d . .
C24 C 0.8474(3) 0.54158(12) 0.56561(15) 0.0432(6) Uani 1 1 d . .
H24A H 0.844495 0.571549 0.598132 0.065 Uiso 1 1 calc R U
H24B H 0.941385 0.539378 0.556079 0.065 Uiso 1 1 calc R U
H24C H 0.827257 0.508588 0.588530 0.065 Uiso 1 1 calc R U
C25 C 0.7846(3) 0.53919(11) 0.43061(14) 0.0391(6) Uani 1 1 d . .
H25A H 0.739819 0.506453 0.408209 0.059 Uiso 1 1 calc R U
H25B H 0.887548 0.535328 0.441564 0.059 Uiso 1 1 calc R U
H25C H 0.755348 0.568940 0.397004 0.059 Uiso 1 1 calc R U
C26 C 0.1432(3) 0.69221(9) 0.75948(12) 0.0314(5) Uani 1 1 d . .
C27 C 0.2468(3) 0.68146(10) 0.82462(14) 0.0367(6) Uani 1 1 d . .
H27 H 0.223013 0.685159 0.869977 0.044 Uiso 1 1 calc R U
C28 C 0.3806(3) 0.66585(10) 0.82339(14) 0.0390(6) Uani 1 1 d . .
H28 H 0.447707 0.658567 0.867810 0.047 Uiso 1 1 calc R U
C29 C 0.4198(3) 0.66048(10) 0.75754(14) 0.0371(6) Uani 1 1 d . .
C30 C 0.3205(3) 0.67337(10) 0.69271(14) 0.0374(6) Uani 1 1 d . .
H30 H 0.347006 0.671543 0.647873 0.045 Uiso 1 1 calc R U
C31 C 0.1859(3) 0.68855(10) 0.69313(13) 0.0355(6) Uani 1 1 d . .
H31 H 0.120206 0.696731 0.648566 0.043 Uiso 1 1 calc R U
C32 C 0.5583(3) 0.64242(12) 0.75644(16) 0.0440(6) Uani 1 1 d . .
C33 C -0.0982(3) 0.71264(12) 0.69304(15) 0.0434(6) Uani 1 1 d . .
H33A H -0.079404 0.746173 0.670970 0.065 Uiso 1 1 calc R U
H33B H -0.191824 0.714076 0.703117 0.065 Uiso 1 1 calc R U
H33C H -0.095159 0.683312 0.659523 0.065 Uiso 1 1 calc R U
C34 C -0.0315(3) 0.71233(12) 0.82846(15) 0.0456(7) Uani 1 1 d . .
H34A H -0.010941 0.680075 0.858057 0.068 Uiso 1 1 calc R U
H34B H -0.132696 0.720249 0.818535 0.068 Uiso 1 1 calc R U
H34C H 0.022556 0.742098 0.854789 0.068 Uiso 1 1 calc R U
C35 C 0.9185(2) 0.50503(10) 0.74565(12) 0.0303(5) Uani 1 1 d . .
C36 C 0.9880(3) 0.45676(10) 0.74118(13) 0.0326(5) Uani 1 1 d . .
H36 H 0.936898 0.424370 0.737703 0.039 Uiso 1 1 calc R U
C37 C 1.1293(3) 0.45584(10) 0.74178(13) 0.0311(5) Uani 1 1 d . .
H37 H 1.175134 0.422826 0.739521 0.037 Uiso 1 1 calc R U
C38 C 1.2057(2) 0.50299(9) 0.74567(12) 0.0284(5) Uani 1 1 d . .
C39 C 1.1371(3) 0.55147(10) 0.74927(13) 0.0317(5) Uani 1 1 d . .
H39 H 1.188049 0.583828 0.751710 0.038 Uiso 1 1 calc R U
C40 C 0.9963(3) 0.55229(10) 0.74927(13) 0.0330(5) Uani 1 1 d . .
H40 H 0.950910 0.585353 0.751752 0.040 Uiso 1 1 calc R U
C41 C 1.3538(3) 0.50192(10) 0.74755(14) 0.0335(5) Uani 1 1 d . .
C42 C 0.1475(3) 0.31375(9) 0.74207(13) 0.0304(5) Uani 1 1 d . .
C43 C 0.1976(3) 0.32018(10) 0.67843(13) 0.0341(5) Uani 1 1 d . .
H43 H 0.135706 0.313540 0.632184 0.041 Uiso 1 1 calc R U
C44 C 0.3337(3) 0.33582(10) 0.68272(14) 0.0347(5) Uani 1 1 d . .
H44 H 0.364844 0.339406 0.639342 0.042 Uiso 1 1 calc R U
C45 C 0.4275(3) 0.34660(10) 0.74942(13) 0.0329(5) Uani 1 1 d . .
C46 C 0.3810(3) 0.33900(10) 0.81336(13) 0.0340(5) Uani 1 1 d . .
H46 H 0.444199 0.345225 0.859353 0.041 Uiso 1 1 calc R U
C47 C 0.2454(3) 0.32269(10) 0.80981(13) 0.0340(5) Uani 1 1 d . .
H47 H 0.216558 0.317285 0.853532 0.041 Uiso 1 1 calc R U
C48 C 0.5678(3) 0.36491(11) 0.75238(14) 0.0364(6) Uani 1 1 d . .
C49 C -0.0388(3) 0.29239(11) 0.80336(15) 0.0401(6) Uani 1 1 d . .
H49A H 0.009757 0.261545 0.829587 0.060 Uiso 1 1 calc R U
H49B H -0.140925 0.285914 0.790066 0.060 Uiso 1 1 calc R U
H49C H -0.018378 0.323870 0.834533 0.060 Uiso 1 1 calc R U
C50 C -0.0897(3) 0.29268(12) 0.66815(15) 0.0445(7) Uani 1 1 d . .
H50A H -0.085276 0.322707 0.635965 0.067 Uiso 1 1 calc R U
H50B H -0.185477 0.289803 0.675283 0.067 Uiso 1 1 calc R U
H50C H -0.065672 0.259865 0.646173 0.067 Uiso 1 1 calc R U
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 C9 121.4(2)
C1 N1 C8 120.6(2)
C9 N1 C8 118.0(2)
C10 N3 H3D 120.0
C10 N3 H3E 120.0
H3D N3 H3E 120.0
C17 N5 C25 122.1(2)
C17 N5 C24 120.2(2)
C25 N5 C24 117.4(2)
C26 N7 C33 120.6(2)
C26 N7 C34 120.9(2)
C33 N7 C34 118.4(2)
C35 N9 H9E 120.0
C35 N9 H9D 120.0
H9E N9 H9D 120.0
C42 N11 C49 120.9(2)
C42 N11 C50 121.1(2)
C49 N11 C50 117.9(2)
N1 C1 C6 121.4(2)
N1 C1 C2 121.4(2)
C6 C1 C2 117.3(2)
C3 C2 C1 120.8(2)
C3 C2 H2 119.6
C1 C2 H2 119.6
C2 C3 C4 121.3(2)
C2 C3 H3 119.4
C4 C3 H3 119.4
C3 C4 C5 118.6(2)
C3 C4 C7 120.3(2)
C5 C4 C7 121.2(2)
C6 C5 C4 120.6(2)
C6 C5 H5 119.7
C4 C5 H5 119.7
C5 C6 C1 121.5(2)
C5 C6 H6 119.3
C1 C6 H6 119.3
N2 C7 C4 178.7(3)
N1 C8 H8A 109.5
N1 C8 H8B 109.5
H8A C8 H8B 109.5
N1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
N1 C9 H9A 109.5
N1 C9 H9B 109.5
H9A C9 H9B 109.5
N1 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
N3 C10 C15 120.9(2)
N3 C10 C11 121.1(2)
C15 C10 C11 118.1(2)
C12 C11 C10 120.8(2)
C12 C11 H11 119.6
C10 C11 H11 119.6
C11 C12 C13 120.3(2)
C11 C12 H12 119.9
C13 C12 H12 119.9
C14 C13 C12 119.3(2)
C14 C13 C16 120.4(2)
C12 C13 C16 120.2(2)
C15 C14 C13 120.5(2)
C15 C14 H14 119.8
C13 C14 H14 119.8
C14 C15 C10 121.0(2)
C14 C15 H15 119.5
C10 C15 H15 119.5
N4 C16 C13 179.7(3)
N5 C17 C22 121.6(2)
N5 C17 C18 121.3(2)
C22 C17 C18 117.1(2)
C19 C18 C17 120.7(2)
C19 C18 H18 119.6
C17 C18 H18 119.6
C18 C19 C20 121.3(2)
C18 C19 H19 119.4
C20 C19 H19 119.4
C21 C20 C19 118.0(2)
C21 C20 C23 121.1(2)
C19 C20 C23 120.9(2)
C22 C21 C20 121.1(2)
C22 C21 H21 119.4
C20 C21 H21 119.4
C21 C22 C17 121.6(2)
C21 C22 H22 119.2
C17 C22 H22 119.2
N6 C23 C20 179.2(3)
N5 C24 H24A 109.5
N5 C24 H24B 109.5
H24A C24 H24B 109.5
N5 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
N5 C25 H25A 109.5
N5 C25 H25B 109.5
H25A C25 H25B 109.5
N5 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
N7 C26 C27 121.3(2)
N7 C26 C31 121.4(2)
C27 C26 C31 117.2(2)
C28 C27 C26 121.2(2)
C28 C27 H27 119.4
C26 C27 H27 119.4
C27 C28 C29 120.9(2)
C27 C28 H28 119.5
C29 C28 H28 119.5
C28 C29 C30 118.6(2)
C28 C29 C32 120.7(2)
C30 C29 C32 120.8(2)
C31 C30 C29 121.0(2)
C31 C30 H30 119.5
C29 C30 H30 119.5
C30 C31 C26 120.9(2)
C30 C31 H31 119.6
C26 C31 H31 119.6
N8 C32 C29 178.9(3)
N7 C33 H33A 109.5
N7 C33 H33B 109.5
H33A C33 H33B 109.5
N7 C33 H33C 109.5
H33A C33 H33C 109.5
H33B C33 H33C 109.5
N7 C34 H34A 109.5
N7 C34 H34B 109.5
H34A C34 H34B 109.5
N7 C34 H34C 109.5
H34A C34 H34C 109.5
H34B C34 H34C 109.5
N9 C35 C40 120.8(2)
N9 C35 C36 121.1(2)
C40 C35 C36 118.2(2)
C37 C36 C35 120.8(2)
C37 C36 H36 119.6
C35 C36 H36 119.6
C36 C37 C38 120.5(2)
C36 C37 H37 119.8
C38 C37 H37 119.8
C37 C38 C39 119.3(2)
C37 C38 C41 120.4(2)
C39 C38 C41 120.3(2)
C40 C39 C38 120.2(2)
C40 C39 H39 119.9
C38 C39 H39 119.9
C39 C40 C35 121.1(2)
C39 C40 H40 119.5
C35 C40 H40 119.5
N10 C41 C38 179.0(3)
N11 C42 C47 121.5(2)
N11 C42 C43 121.2(2)
C47 C42 C43 117.2(2)
C44 C43 C42 121.0(2)
C44 C43 H43 119.5
C42 C43 H43 119.5
C43 C44 C45 121.4(2)
C43 C44 H44 119.3
C45 C44 H44 119.3
C44 C45 C46 118.5(2)
C44 C45 C48 120.4(2)
C46 C45 C48 121.1(2)
C47 C46 C45 120.6(2)
C47 C46 H46 119.7
C45 C46 H46 119.7
C46 C47 C42 121.3(2)
C46 C47 H47 119.4
C42 C47 H47 119.4
N12 C48 C45 178.4(3)
N11 C49 H49A 109.5
N11 C49 H49B 109.5
H49A C49 H49B 109.5
N11 C49 H49C 109.5
H49A C49 H49C 109.5
H49B C49 H49C 109.5
N11 C50 H50A 109.5
N11 C50 H50B 109.5
H50A C50 H50B 109.5
N11 C50 H50C 109.5
H50A C50 H50C 109.5
H50B C50 H50C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C1 1.359(3)
N1 C9 1.452(3)
N1 C8 1.455(3)
N2 C7 1.141(3)
N3 C10 1.357(3)
N3 H3D 0.8800
N3 H3E 0.8800
N4 C16 1.145(3)
N5 C17 1.361(3)
N5 C25 1.451(3)
N5 C24 1.457(3)
N6 C23 1.142(4)
N7 C26 1.358(3)
N7 C33 1.448(3)
N7 C34 1.453(3)
N8 C32 1.146(4)
N9 C35 1.360(3)
N9 H9E 0.8800
N9 H9D 0.8800
N10 C41 1.148(3)
N11 C42 1.362(3)
N11 C49 1.453(3)
N11 C50 1.455(3)
N12 C48 1.147(3)
C1 C6 1.417(4)
C1 C2 1.422(3)
C2 C3 1.371(4)
C2 H2 0.9500
C3 C4 1.402(4)
C3 H3 0.9500
C4 C5 1.404(3)
C4 C7 1.434(4)
C5 C6 1.373(4)
C5 H5 0.9500
C6 H6 0.9500
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 C15 1.405(4)
C10 C11 1.408(3)
C11 C12 1.379(3)
C11 H11 0.9500
C12 C13 1.399(3)
C12 H12 0.9500
C13 C14 1.393(3)
C13 C16 1.441(3)
C14 C15 1.376(3)
C14 H14 0.9500
C15 H15 0.9500
C17 C22 1.415(3)
C17 C18 1.424(3)
C18 C19 1.371(4)
C18 H18 0.9500
C19 C20 1.407(4)
C19 H19 0.9500
C20 C21 1.406(4)
C20 C23 1.435(4)
C21 C22 1.361(4)
C21 H21 0.9500
C22 H22 0.9500
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 C27 1.418(3)
C26 C31 1.424(3)
C27 C28 1.370(4)
C27 H27 0.9500
C28 C29 1.401(4)
C28 H28 0.9500
C29 C30 1.404(4)
C29 C32 1.432(4)
C30 C31 1.371(4)
C30 H30 0.9500
C31 H31 0.9500
C33 H33A 0.9800
C33 H33B 0.9800
C33 H33C 0.9800
C34 H34A 0.9800
C34 H34B 0.9800
C34 H34C 0.9800
C35 C40 1.405(4)
C35 C36 1.405(3)
C36 C37 1.378(3)
C36 H36 0.9500
C37 C38 1.394(3)
C37 H37 0.9500
C38 C39 1.402(3)
C38 C41 1.439(3)
C39 C40 1.375(3)
C39 H39 0.9500
C40 H40 0.9500
C42 C47 1.419(3)
C42 C43 1.420(3)
C43 C44 1.369(4)
C43 H43 0.9500
C44 C45 1.395(4)
C44 H44 0.9500
C45 C46 1.410(3)
C45 C48 1.434(4)
C46 C47 1.372(4)
C46 H46 0.9500
C47 H47 0.9500
C49 H49A 0.9800
C49 H49B 0.9800
C49 H49C 0.9800
C50 H50A 0.9800
C50 H50B 0.9800
C50 H50C 0.9800
