#------------------------------------------------------------------------------
#$Date: 2022-05-05 23:23:45 +0300 (Thu, 05 May 2022) $
#$Revision: 274961 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/97/7129760.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_7129760
loop_
_publ_author_name
'Yu, Bangkui'
'Huang, Renbin'
'Li, Renren'
'Zhang, Haocheng'
'Huang, Hanmin'
_publ_section_title
;
 Silver-catalyzed chemodivergent assembly of aminomethylated isochromenes
 and naphthols.
;
_journal_issue                   24
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3969
_journal_page_last               3972
_journal_paper_doi               10.1039/d2cc00303a
_journal_volume                  58
_journal_year                    2022
_chemical_formula_moiety         'C44 H40 N2 O'
_chemical_formula_sum            'C44 H40 N2 O'
_chemical_formula_weight         612.821
_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_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2021-09-06
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2022-01-04 deposited with the CCDC.	2022-02-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.832(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8246(2)
_cell_length_b                   16.0677(3)
_cell_length_c                   21.9664(5)
_cell_measurement_reflns_used    5470
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.4610
_cell_measurement_theta_min      4.8630
_cell_volume                     3465.82(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9992
_diffrn_measured_fraction_theta_max 0.9736
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00  -6.00   1.00    6.00    --  -41.76 125.00 -30.00   31
  2  ω   -110.00 -17.00   1.00    6.00    --  -41.76 -38.00  30.00   93
  3  ω    -44.00  34.00   1.00    6.00    --  -41.76  77.00 150.00   78
  4  ω    -21.00  23.00   1.00    6.00    --   41.76 -77.00 -60.00   44
  5  ω    153.00 178.00   1.00    8.00    --  106.05  95.00-171.00   25
  6  ω     81.00 174.00   1.00    8.00    --  106.05  45.00  60.00   93
  7  ω     34.00  72.00   1.00    8.00    --  106.05 -61.00 -90.00   38
  8  ω     81.00 147.00   1.00    8.00    --  106.05  30.00   0.00   66
  9  ω     36.00  98.00   1.00    8.00    --  106.05-125.00-180.00   62
 10  ω     70.00 102.00   1.00    8.00    --  106.05-125.00  30.00   32
 11  ω    110.00 135.00   1.00    8.00    --  106.05 -61.00 -90.00   25
 12  ω     39.00 126.00   1.00    8.00    --  106.05 -61.00 150.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1122681000
_diffrn_orient_matrix_UB_12      -0.0311617000
_diffrn_orient_matrix_UB_13      -0.0449581000
_diffrn_orient_matrix_UB_21      -0.1082943000
_diffrn_orient_matrix_UB_22      0.0187973000
_diffrn_orient_matrix_UB_23      0.0472771000
_diffrn_orient_matrix_UB_31      -0.0165614000
_diffrn_orient_matrix_UB_32      0.0887395000
_diffrn_orient_matrix_UB_33      -0.0257966000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.9992
_diffrn_reflns_Laue_measured_fraction_max 0.9736
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13959
_diffrn_reflns_point_group_measured_fraction_full 0.9992
_diffrn_reflns_point_group_measured_fraction_max 0.9736
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         73.02
_diffrn_reflns_theta_min         4.03
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.535
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_description       needle
_exptl_crystal_F_000             1307.655
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.1645
_refine_diff_density_min         -0.2079
_refine_diff_density_rms         0.0414
_refine_ls_d_res_high            0.8061
_refine_ls_d_res_low             10.9776
_refine_ls_goodness_of_fit_ref   1.0507
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    75
_refine_ls_number_parameters     424
_refine_ls_number_reflns         6743
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0507
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0474
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0639P)²+0.3555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1331
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -12
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              27
_reflns_limit_l_min              -10
_reflns_number_gt                5182
_reflns_number_total             6743
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2cc00303a2.cif
_cod_data_source_block           YBK-0817_auto
_cod_depositor_comments
'Adding full bibliography for 7129758--7129760.cif.'
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7129760
_chemical_oxdiff_formula         C20H26O1N1
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C30(H30)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C14(H14a,H14b), C15(H15a,H15b), C31(H31a,H31b), C38(H38a,H38b)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C22(H22), C21(H21), C20(H20), C19(H19), C28(H28), C27(H27),
 C26(H26), C25(H25), C37(H37), C36(H36), C35(H35), C34(H34), C33(H33), C44(H44),
  C43(H43), C42(H42), C41(H41), C40(H40), C5(H5), C6(H6), C1(H1), C2(H2),
 C3(H3), C12(H12), C13(H13), C8(H8), C9(H9), C10(H10)
;
_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 1.359
_oxdiff_exptl_absorpt_empirical_full_min 0.652
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 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_refinement_flags_posn
O1 O 0.50140(9) 0.70039(7) 0.70622(5) 0.0513(3) Uani 1.000000 .
N1 N 0.58915(12) 0.63659(8) 0.79912(6) 0.0497(3) Uani 1.000000 .
N2 N 0.91663(11) 0.66219(7) 0.61355(5) 0.0468(3) Uani 1.000000 .
C1 C 1.2263(2) 0.90622(13) 0.62241(12) 0.0845(6) Uani 1.000000 .
C2 C 1.25248(17) 0.83375(13) 0.65296(10) 0.0735(5) Uani 1.000000 .
C3 C 1.18843(16) 0.76108(11) 0.63528(8) 0.0590(4) Uani 1.000000 .
C4 C 1.09766(14) 0.75953(10) 0.58632(7) 0.0512(4) Uani 1.000000 .
C5 C 1.07367(19) 0.83296(13) 0.55521(9) 0.0740(5) Uani 1.000000 .
C6 C 1.1371(2) 0.90636(14) 0.57362(12) 0.0907(7) Uani 1.000000 .
C7 C 1.02356(15) 0.68041(11) 0.57002(7) 0.0563(4) Uani 1.000000 .
C8 C 1.1644(2) 0.39397(13) 0.66404(12) 0.0831(6) Uani 1.000000 .
C9 C 1.1039(2) 0.38941(12) 0.60694(11) 0.0761(5) Uani 1.000000 .
C10 C 1.01040(17) 0.44835(11) 0.58822(9) 0.0624(4) Uani 1.000000 .
C11 C 0.97473(15) 0.51296(10) 0.62614(7) 0.0526(4) Uani 1.000000 .
C12 C 1.03689(19) 0.51746(12) 0.68314(9) 0.0714(5) Uani 1.000000 .
C13 C 1.1312(2) 0.45870(14) 0.70194(11) 0.0863(6) Uani 1.000000 .
C14 C 0.86938(15) 0.57601(10) 0.60630(8) 0.0555(4) Uani 1.000000 .
C15 C 0.80111(14) 0.71983(10) 0.60417(7) 0.0485(3) Uani 1.000000 .
C16 C 0.71204(13) 0.72531(9) 0.65851(6) 0.0441(3) Uani 1.000000 .
C17 C 0.58445(13) 0.69558(9) 0.65737(6) 0.0451(3) Uani 1.000000 .
C18 C 0.50795(14) 0.65809(10) 0.60473(7) 0.0516(4) Uani 1.000000 .
C19 C 0.45479(18) 0.57861(12) 0.60938(10) 0.0716(5) Uani 1.000000 .
C20 C 0.3801(2) 0.54406(16) 0.56111(12) 0.0939(7) Uani 1.000000 .
C21 C 0.3560(2) 0.58844(18) 0.50895(11) 0.0949(8) Uani 1.000000 .
C22 C 0.4045(2) 0.66795(17) 0.50431(9) 0.0872(7) Uani 1.000000 .
C23 C 0.48070(17) 0.70274(13) 0.55190(8) 0.0664(5) Uani 1.000000 .
C24 C 0.76316(13) 0.76961(9) 0.71317(6) 0.0445(3) Uani 1.000000 .
C25 C 0.88343(15) 0.81625(10) 0.71528(7) 0.0525(4) Uani 1.000000 .
C26 C 0.92270(17) 0.86032(11) 0.76685(8) 0.0609(4) Uani 1.000000 .
C27 C 0.84287(18) 0.86003(12) 0.81747(8) 0.0662(4) Uani 1.000000 .
C28 C 0.72498(17) 0.81363(10) 0.81675(8) 0.0599(4) Uani 1.000000 .
C29 C 0.68515(14) 0.76800(9) 0.76574(7) 0.0472(3) Uani 1.000000 .
C30 C 0.56229(14) 0.71284(9) 0.76735(7) 0.0468(3) Uani 1.000000 .
C31 C 0.70979(16) 0.58925(10) 0.78251(7) 0.0553(4) Uani 1.000000 .
C32 C 0.77323(14) 0.54337(10) 0.83606(7) 0.0534(4) Uani 1.000000 .
C33 C 0.84216(16) 0.46973(10) 0.82659(9) 0.0630(4) Uani 1.000000 .
C34 C 0.9054(2) 0.42795(13) 0.87451(12) 0.0829(6) Uani 1.000000 .
C35 C 0.8991(2) 0.45865(19) 0.93209(13) 0.1008(8) Uani 1.000000 .
C36 C 0.8318(2) 0.5322(2) 0.94235(11) 0.1083(9) Uani 1.000000 .
C37 C 0.7693(2) 0.57468(15) 0.89426(9) 0.0818(6) Uani 1.000000 .
C38 C 0.47057(16) 0.58220(10) 0.80467(8) 0.0566(4) Uani 1.000000 .
C39 C 0.35229(15) 0.62270(9) 0.83501(7) 0.0517(4) Uani 1.000000 .
C40 C 0.23550(18) 0.64312(13) 0.80247(10) 0.0721(5) Uani 1.000000 .
C41 C 0.1247(2) 0.67594(16) 0.83179(15) 0.1037(8) Uani 1.000000 .
C42 C 0.1319(3) 0.68884(18) 0.89328(17) 0.1156(10) Uani 1.000000 .
C43 C 0.2473(3) 0.67036(17) 0.92542(12) 0.1025(8) Uani 1.000000 .
C44 C 0.3574(2) 0.63732(13) 0.89676(9) 0.0731(5) Uani 1.000000 .
H23 H 0.51390(17) 0.75666(13) 0.54832(8) 0.0797(5) Uiso 1.000000 R
H22 H 0.3862(2) 0.69867(17) 0.46911(9) 0.1046(8) Uiso 1.000000 R
H21 H 0.3067(2) 0.56468(18) 0.47655(11) 0.1139(9) Uiso 1.000000 R
H20 H 0.3462(2) 0.49026(16) 0.56431(12) 0.1126(9) Uiso 1.000000 R
H19 H 0.46926(18) 0.54827(12) 0.64506(10) 0.0859(6) Uiso 1.000000 R
H28 H 0.67148(17) 0.81293(10) 0.85092(8) 0.0719(5) Uiso 1.000000 R
H27 H 0.86852(18) 0.89092(12) 0.85175(8) 0.0794(5) Uiso 1.000000 R
H26 H 1.00356(17) 0.89044(11) 0.76751(8) 0.0730(5) Uiso 1.000000 R
H25 H 0.93781(15) 0.81759(10) 0.68141(7) 0.0629(4) Uiso 1.000000 R
H37 H 0.7245(2) 0.62456(15) 0.90133(9) 0.0982(7) Uiso 1.000000 R
H36 H 0.8283(2) 0.5535(2) 0.98165(11) 0.1300(11) Uiso 1.000000 R
H35 H 0.9402(2) 0.42993(19) 0.96451(13) 0.1209(9) Uiso 1.000000 R
H34 H 0.9524(2) 0.37881(13) 0.86747(12) 0.0994(7) Uiso 1.000000 R
H33 H 0.84593(16) 0.44808(10) 0.78741(9) 0.0756(5) Uiso 1.000000 R
H44 H 0.4363(2) 0.62471(13) 0.91941(9) 0.0877(6) Uiso 1.000000 R
H43 H 0.2524(3) 0.68000(17) 0.96717(12) 0.1230(10) Uiso 1.000000 R
H42 H 0.0573(3) 0.71036(18) 0.91298(17) 0.1387(12) Uiso 1.000000 R
H41 H 0.0455(2) 0.68919(16) 0.80959(15) 0.1245(10) Uiso 1.000000 R
H40 H 0.23062(18) 0.63490(13) 0.76054(10) 0.0865(6) Uiso 1.000000 R
H5 H 1.01415(19) 0.83328(13) 0.52143(9) 0.0888(6) Uiso 1.000000 R
H6 H 1.1188(2) 0.95560(14) 0.55265(12) 0.1088(8) Uiso 1.000000 R
H1 H 1.2690(2) 0.95527(13) 0.63483(12) 0.1014(8) Uiso 1.000000 R
H2 H 1.31412(17) 0.83345(13) 0.68598(10) 0.0882(6) Uiso 1.000000 R
H3 H 1.20681(16) 0.71229(11) 0.65678(8) 0.0708(5) Uiso 1.000000 R
H12 H 1.01490(19) 0.56067(12) 0.70923(9) 0.0857(6) Uiso 1.000000 R
H13 H 1.1728(2) 0.46273(14) 0.74045(11) 0.1036(7) Uiso 1.000000 R
H8 H 1.2270(2) 0.35381(13) 0.67701(12) 0.0997(7) Uiso 1.000000 R
H9 H 1.1263(2) 0.34629(12) 0.58086(11) 0.0913(6) Uiso 1.000000 R
H10 H 0.97036(17) 0.44476(11) 0.54937(9) 0.0749(5) Uiso 1.000000 R
H7a H 1.08795(15) 0.63465(11) 0.56979(7) 0.0676(5) Uiso 1.000000 R
H7b H 0.98275(15) 0.68545(11) 0.52939(7) 0.0676(5) Uiso 1.000000 R
H14a H 0.78866(15) 0.56821(10) 0.62996(8) 0.0667(5) Uiso 1.000000 R
H14b H 0.84401(15) 0.56641(10) 0.56384(8) 0.0667(5) Uiso 1.000000 R
H15a H 0.83596(14) 0.77482(10) 0.59522(7) 0.0582(4) Uiso 1.000000 R
H15b H 0.74639(14) 0.70155(10) 0.56914(7) 0.0582(4) Uiso 1.000000 R
H30 H 0.49454(14) 0.74280(9) 0.79073(7) 0.0562(4) Uiso 1.000000 R
H31a H 0.68440(16) 0.54956(10) 0.75087(7) 0.0663(5) Uiso 1.000000 R
H31b H 0.77640(16) 0.62702(10) 0.76615(7) 0.0663(5) Uiso 1.000000 R
H38a H 0.44087(16) 0.56390(10) 0.76431(8) 0.0680(5) Uiso 1.000000 R
H38b H 0.49772(16) 0.53322(10) 0.82784(8) 0.0680(5) Uiso 1.000000 R
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_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C30 O1 C17 119.27(10) . . ?
C31 N1 C30 117.49(11) . . ?
C38 N1 C30 114.64(12) . . ?
C38 N1 C31 111.30(12) . . ?
C14 N2 C7 110.30(11) . . ?
C15 N2 C7 110.27(12) . . ?
C15 N2 C14 109.77(11) . . ?
C6 C1 C2 119.67(19) . . ?
C3 C2 C1 120.52(19) . . ?
C4 C3 C2 121.01(17) . . ?
C5 C4 C3 117.90(16) . . ?
C7 C4 C3 119.92(15) . . ?
C7 C4 C5 122.12(15) . . ?
C6 C5 C4 120.94(18) . . ?
C5 C6 C1 119.9(2) . . ?
C4 C7 N2 111.33(12) . . ?
C13 C8 C9 119.27(19) . . ?
C10 C9 C8 120.18(18) . . ?
C11 C10 C9 121.15(18) . . ?
C12 C11 C10 118.25(16) . . ?
C14 C11 C10 121.12(15) . . ?
C14 C11 C12 120.62(15) . . ?
C13 C12 C11 120.74(18) . . ?
C12 C13 C8 120.4(2) . . ?
C11 C14 N2 113.08(12) . . ?
C16 C15 N2 112.98(12) . . ?
C17 C16 C15 122.09(13) . . ?
C24 C16 C15 118.94(12) . . ?
C24 C16 C17 118.84(12) . . ?
C16 C17 O1 123.01(13) . . ?
C18 C17 O1 109.45(11) . . ?
C18 C17 C16 127.45(13) . . ?
C19 C18 C17 119.93(16) . . ?
C23 C18 C17 121.46(15) . . ?
C23 C18 C19 118.48(16) . . ?
C20 C19 C18 120.3(2) . . ?
C21 C20 C19 120.4(2) . . ?
C22 C21 C20 120.0(2) . . ?
C23 C22 C21 120.1(2) . . ?
C22 C23 C18 120.6(2) . . ?
C25 C24 C16 123.55(13) . . ?
C29 C24 C16 118.73(12) . . ?
C29 C24 C25 117.68(13) . . ?
C26 C25 C24 121.05(14) . . ?
C27 C26 C25 120.53(15) . . ?
C28 C27 C26 119.46(16) . . ?
C29 C28 C27 120.76(15) . . ?
C28 C29 C24 120.48(14) . . ?
C30 C29 C24 119.38(13) . . ?
C30 C29 C28 120.05(13) . . ?
N1 C30 O1 113.17(12) . . ?
C29 C30 O1 111.36(11) . . ?
C29 C30 N1 112.46(12) . . ?
C32 C31 N1 112.19(13) . . ?
C33 C32 C31 119.59(15) . . ?
C37 C32 C31 121.57(16) . . ?
C37 C32 C33 118.78(17) . . ?
C34 C33 C32 120.84(19) . . ?
C35 C34 C33 120.0(2) . . ?
C36 C35 C34 120.0(2) . . ?
C37 C36 C35 120.1(2) . . ?
C36 C37 C32 120.3(2) . . ?
C39 C38 N1 113.97(13) . . ?
C40 C39 C38 121.14(16) . . ?
C44 C39 C38 120.39(16) . . ?
C44 C39 C40 118.43(17) . . ?
C41 C40 C39 120.3(2) . . ?
C42 C41 C40 120.0(2) . . ?
C43 C42 C41 120.0(2) . . ?
C44 C43 C42 120.4(2) . . ?
C43 C44 C39 120.9(2) . . ?
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
O1 C17 1.3708(16) . ?
O1 C30 1.4662(18) . ?
N1 C30 1.4303(19) . ?
N1 C31 1.4643(18) . ?
N1 C38 1.4645(19) . ?
N2 C7 1.4725(18) . ?
N2 C14 1.4675(19) . ?
N2 C15 1.4742(18) . ?
C1 C2 1.364(3) . ?
C1 C6 1.362(3) . ?
C2 C3 1.376(2) . ?
C3 C4 1.375(2) . ?
C4 C5 1.380(2) . ?
C4 C7 1.503(2) . ?
C5 C6 1.388(3) . ?
C8 C9 1.372(3) . ?
C8 C13 1.378(3) . ?
C9 C10 1.373(3) . ?
C10 C11 1.383(2) . ?
C11 C12 1.377(2) . ?
C11 C14 1.503(2) . ?
C12 C13 1.377(3) . ?
C15 C16 1.5050(19) . ?
C16 C17 1.3409(19) . ?
C16 C24 1.470(2) . ?
C17 C18 1.486(2) . ?
C18 C19 1.385(2) . ?
C18 C23 1.383(2) . ?
C19 C20 1.386(3) . ?
C20 C21 1.364(3) . ?
C21 C22 1.368(3) . ?
C22 C23 1.384(3) . ?
C24 C25 1.399(2) . ?
C24 C29 1.4065(19) . ?
C25 C26 1.380(2) . ?
C26 C27 1.381(2) . ?
C27 C28 1.377(2) . ?
C28 C29 1.385(2) . ?
C29 C30 1.499(2) . ?
C31 C32 1.506(2) . ?
C32 C33 1.382(2) . ?
C32 C37 1.375(3) . ?
C33 C34 1.380(3) . ?
C34 C35 1.361(3) . ?
C35 C36 1.377(4) . ?
C36 C37 1.384(3) . ?
C38 C39 1.506(2) . ?
C39 C40 1.372(2) . ?
C39 C44 1.376(2) . ?
C40 C41 1.386(3) . ?
C41 C42 1.366(4) . ?
C42 C43 1.349(4) . ?
C43 C44 1.375(3) . ?
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
O1 C17 C16 C15 -179.60(13) . . . . ?
O1 C17 C16 C24 -3.79(16) . . . . ?
O1 C17 C18 C19 -60.11(14) . . . . ?
O1 C17 C18 C23 115.77(13) . . . . ?
O1 C30 N1 C31 77.91(13) . . . . ?
O1 C30 N1 C38 -55.65(13) . . . . ?
O1 C30 C29 C24 -28.80(13) . . . . ?
O1 C30 C29 C28 154.44(12) . . . . ?
N1 C30 C29 C24 99.44(13) . . . . ?
N1 C30 C29 C28 -77.33(14) . . . . ?
N1 C31 C32 C33 150.38(13) . . . . ?
N1 C31 C32 C37 -32.36(18) . . . . ?
N1 C38 C39 C40 109.27(16) . . . . ?
N1 C38 C39 C44 -73.10(17) . . . . ?
N2 C7 C4 C3 73.64(15) . . . . ?
N2 C7 C4 C5 -103.50(16) . . . . ?
N2 C14 C11 C10 -128.07(14) . . . . ?
N2 C14 C11 C12 52.91(17) . . . . ?
N2 C15 C16 C17 -111.55(13) . . . . ?
N2 C15 C16 C24 72.65(13) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C1 C6 C5 C4 1.1(3) . . . . ?
C2 C3 C4 C5 0.5(2) . . . . ?
C2 C3 C4 C7 -176.76(15) . . . . ?
C3 C4 C5 C6 -1.31(19) . . . . ?
C8 C9 C10 C11 -0.3(2) . . . . ?
C8 C13 C12 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 0.9(2) . . . . ?
C9 C10 C11 C14 -178.18(16) . . . . ?
C10 C11 C12 C13 -0.51(19) . . . . ?
C15 C16 C17 C18 -3.50(18) . . . . ?
C15 C16 C24 C25 8.31(16) . . . . ?
C15 C16 C24 C29 -174.17(13) . . . . ?
C16 C17 C18 C19 123.36(17) . . . . ?
C16 C17 C18 C23 -60.77(18) . . . . ?
C16 C24 C25 C26 176.41(15) . . . . ?
C16 C24 C29 C28 -175.52(14) . . . . ?
C16 C24 C29 C30 7.73(15) . . . . ?
C17 C18 C19 C20 178.22(16) . . . . ?
C17 C18 C23 C22 -177.32(16) . . . . ?
C18 C19 C20 C21 -1.2(2) . . . . ?
C18 C23 C22 C21 -0.5(2) . . . . ?
C19 C20 C21 C22 -0.7(3) . . . . ?
C20 C21 C22 C23 1.5(3) . . . . ?
C24 C25 C26 C27 -0.73(18) . . . . ?
C24 C29 C28 C27 -1.32(18) . . . . ?
C25 C26 C27 C28 1.6(2) . . . . ?
C26 C27 C28 C29 -0.6(2) . . . . ?
C27 C28 C29 C30 175.41(15) . . . . ?
C31 C32 C33 C34 177.65(16) . . . . ?
C31 C32 C37 C36 -178.2(2) . . . . ?
C32 C33 C34 C35 0.8(2) . . . . ?
C32 C37 C36 C35 0.4(3) . . . . ?
C33 C34 C35 C36 -1.3(2) . . . . ?
C34 C35 C36 C37 0.7(3) . . . . ?
C38 C39 C40 C41 176.26(19) . . . . ?
C38 C39 C44 C43 -176.65(19) . . . . ?
C39 C40 C41 C42 0.6(2) . . . . ?
C39 C44 C43 C42 0.1(3) . . . . ?
C40 C41 C42 C43 0.6(3) . . . . ?
C41 C42 C43 C44 -1.0(3) . . . . ?
