#------------------------------------------------------------------------------
#$Date: 2016-03-08 09:14:09 +0200 (Tue, 08 Mar 2016) $
#$Revision: 178016 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/45/7224544.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_7224544
loop_
_publ_author_name
'PASHA, MOHAMED AFZAL'
'tabassum, sumaiya'
'govindaraju, santhosh'
'rahaman khan, riyaz ur'
_publ_section_title
;
 Ultrasound mediated, green innovation for the synthesis of
 polysubstituted 1,4-dihydropyridines
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA05441B
_journal_year                    2016
_chemical_formula_sum            'C27 H25 N3 O5'
_chemical_formula_weight         471.50
_chemical_melting_point          491.6(5)
_chemical_name_systematic
'Diethyl 6-amino-4-(benzofuran-2-yl)-5-cyano-1-p-tolyl-1,4-dihydropyridine-2,3-dicarboxylate '
_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   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-09-08 deposited with the CCDC.
2016-03-07 downloaded from the CCDC.
;
_cell_angle_alpha                112.9320(10)
_cell_angle_beta                 99.2640(10)
_cell_angle_gamma                109.5870(10)
_cell_formula_units_Z            2
_cell_length_a                   9.9491(3)
_cell_length_b                   11.8834(4)
_cell_length_c                   12.5820(4)
_cell_measurement_temperature    296(2)
_cell_volume                     1215.64(7)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_unetI/netI     0.0081
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8674
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        14.995
_diffrn_reflns_theta_max         14.995
_diffrn_reflns_theta_min         1.866
_exptl_absorpt_coefficient_mu    0.090
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             496
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol'
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.118
_refine_diff_density_rms         0.025
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         982
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          2.424
_refine_ls_shift/su_mean         0.053
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+1.7404P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0775
_refine_ls_wR_factor_ref         0.0787
_reflns_Friedel_coverage         0.000
_reflns_number_gt                959
_reflns_number_total             982
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ra05441b2.cif
_cod_data_source_block           mo_NITK352_0m_a_a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '218-219C' was changed to '491.6(5)'
- it was converted from degrees Celsius(C) to Kelvins(K), the average
value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_database_code               7224544
_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_res_file
;

    mo_NITK352_0m_a_a.res created by SHELXL-2014/7

TITL mo_NITK352_0m_a_a.res in P-1
CELL  0.71073   9.9491  11.8834  12.5820  112.932   99.264  109.587
ZERR    2.000   0.0003   0.0004   0.0004    0.001    0.001    0.001
LATT 1
SFAC C  H  N  O
UNIT 54  50  6  10
OMIT -3 30
L.S. 10
ACTA
BOND $H
FMAP 2
PLAN 20
FREE C16  H23
FREE C8   H29
FREE H32 C29
FREE H36  H32
FREE C16  H24
FREE C29  H31
TEMP 23.000
WGHT    0.044100    1.740400
EXTI    0.013454
FVAR       0.63658
O5    4    0.525863    0.858197    0.734464    11.00000    0.03739    0.04410 =
         0.03105    0.01569    0.01210    0.01294
N1    3    0.256700    0.927772    0.838205    11.00000    0.06442    0.02462 =
         0.07165    0.03771    0.02232    0.02946
O2    4    0.009951    0.409561    0.655049    11.00000    0.04877    0.04680 =
         0.05610    0.02556    0.00641    0.00077
O1    4    0.253166    0.451969    0.726411    11.00000    0.05473    0.05631 =
         0.08089    0.03839   -0.00051    0.02720
N2    3    0.213291    0.714800    0.764351    11.00000    0.04424    0.02069 =
         0.03322    0.01317    0.01298    0.00903
O4    4    0.286527    0.495170    0.387987    11.00000    0.09225    0.06627 =
         0.05329    0.02701    0.05072    0.04408
O3    4    0.157576    0.365302    0.459373    11.00000    0.09040    0.03775 =
         0.07933    0.01498    0.03795    0.01808
C16   1    0.229952    0.826684    0.749892    11.00000    0.02157    0.01633 =
         0.06517   -0.00865    0.01005   -0.00041
C22   1    0.680932    0.920511    0.761646    11.00000    0.03143    0.03418 =
         0.05018    0.02422    0.03091    0.01422
C1    1    0.201232    0.601280    0.664216    11.00000    0.03255    0.02272 =
         0.01532   -0.00437   -0.00083    0.01274
N3    3    0.285570    1.045175    0.625583    11.00000    0.09700    0.06205 =
         0.07238    0.04511    0.03704    0.04573
C19   1    0.455676    0.808014    0.609065    11.00000    0.04562    0.03007 =
         0.03256    0.01839    0.01652    0.01313
C9    1    0.234084    0.726074    0.885510    11.00000    0.06365    0.04389 =
         0.01867    0.02668    0.02925    0.02817
C18   1    0.289156    0.733398    0.560364    11.00000    0.02086    0.02905 =
         0.02520    0.00648   -0.00556   -0.00638
C17   1    0.205075    0.811642    0.621658    11.00000    0.09005    0.03350 =
         0.01533    0.02120    0.03220    0.04400
C2    1    0.234344    0.599641    0.565284    11.00000    0.03489    0.03441 =
         0.01508    0.00216    0.01028    0.01285
C21   1    0.707182    0.909234    0.654188    11.00000    0.00529    0.04385 =
         0.06943    0.03286    0.02055    0.00775
C27   1    0.253579    0.943906    0.626377    11.00000    0.04854    0.05277 =
         0.03537    0.02285    0.01391    0.03387
C6    1    0.144381    0.475633    0.679898    11.00000    0.05782    0.02270 =
         0.04225    0.01734    0.01152    0.00944
C14   1    0.375430    0.786317    0.971455    11.00000    0.02254    0.04401 =
         0.04782    0.01550   -0.01049    0.00738
C3    1    0.221529    0.477770    0.466966    11.00000    0.05121    0.03780 =
         0.02950   -0.00721    0.01073    0.02488
C20   1    0.563785    0.838496    0.559850    11.00000    0.03218    0.05473 =
         0.04016    0.02793    0.00486    0.01216
C23   1    0.791206    0.981391    0.872929    11.00000    0.03974    0.05029 =
         0.03342    0.00866   -0.00855    0.01199
C10   1    0.106589    0.669571    0.910189    11.00000    0.06059    0.06211 =
         0.03885    0.03213    0.02484    0.02592
C12   1    0.263022    0.732583    1.111733    11.00000    0.06471    0.03436 =
         0.07148    0.03342    0.03881    0.01674
C13   1    0.387089    0.788268    1.083005    11.00000    0.06668    0.05927 =
         0.01901    0.01863   -0.01424    0.02430
C24   1    0.937270    1.032147    0.872219    11.00000    0.03348    0.05315 =
         0.06175    0.02068   -0.01192    0.01008
C11   1    0.122677    0.672539    1.022531    11.00000    0.04915    0.05071 =
         0.07078    0.03196    0.03671    0.01312
C28   1    0.855274    0.961488    0.657407    11.00000    0.05894    0.07000 =
         0.03947    0.03046    0.01659    0.03069
C25   1    0.969332    1.022236    0.766578    11.00000    0.04738    0.06585 =
         0.07767    0.04541    0.03100    0.02372
C15   1    0.285209    0.743233    1.237803    11.00000    0.15843    0.10212 =
         0.04540    0.06241    0.05024    0.06447
H17   2    0.192060    0.305399    0.249521    11.00000    0.13312
C7    1    0.209282    0.335119    0.750582    11.00000    0.13318    0.05020 =
         0.14532    0.08052    0.00695    0.03279
C5    1    0.352410    0.410266    0.210065    11.00000    0.19330    0.14779 =
         0.10584    0.06715    0.11203    0.11208
C8    1    0.309961    0.378191    0.868055    11.00000    0.20182    0.12903 =
         0.10906    0.10101   -0.00165    0.04227
H6    2    0.208117    0.671610    1.235591    11.00000    0.16375
H30   2    0.541262    0.818068    0.477588    11.00000    0.05253
H7    2    0.260094    0.711301    0.472692    11.00000    0.02472
H5    2    0.006939    0.627063    0.849752    11.00000    0.06573
H4    2    0.462101    0.826499    0.949853    11.00000    0.07683
H2    2    1.073575    1.059388    0.771204    11.00000    0.08094
H3    2    0.764049    0.988211    0.946547    11.00000    0.07697
H35   2    0.878646    0.954045    0.584398    11.00000    0.05194
H8    2    0.486778    0.830904    1.141959    11.00000    0.05083
H11   2    0.033664    0.638370    1.041175    11.00000    0.04447
H9    2    1.010329    1.070554    0.947107    11.00000    0.04354
C29   1    0.290687    0.376093    0.295994    11.00000    0.14221    0.07329 =
         0.06311    0.00442    0.06103    0.07180
H14   2    0.359568    0.719109    1.258454    11.00000    0.17625
H18   2    0.287114    0.428316    0.918157    11.00000    0.31123
H19   2    0.274193    0.817214    1.293753    11.00000    0.25735
H22   2    0.287338    0.443500    0.177939    11.00000    0.19628
H28   2    0.204699    0.267234    0.684904    11.00000    0.22184
H29   2    0.100147    0.310778    0.750048    11.00000    0.35973
H23   2    0.280452    0.983446    0.849998    11.00000   -0.00100
H24   2    0.220109    0.951600    0.831416    11.00000   -0.00100
H31   2    0.449384    0.443475    0.313051    11.00000    0.11524
H26   2    0.296451    0.318612    0.890461    11.00000    0.10468
H33   2    0.367784    0.358168    0.348423    11.00000    0.17777
H36   2    0.364743    0.339280    0.152475    11.00000    0.18233
H32   2    0.375106    0.349882    0.788949    11.00000    0.48279
HKLF 4

REM  mo_NITK352_0m_a_a.res in P-1
REM R1 =  0.0332 for     959 Fo > 4sig(Fo)  and  0.0341 for all     982 data
REM    417 parameters refined using      0 restraints

END

WGHT      0.0450      1.7656

REM Highest difference peak  0.378,  deepest hole -0.118,  1-sigma level  0.025
Q1    1   0.0492  0.7253  0.5547  11.00000  0.05    0.20
Q2    1   0.4912  0.5415  0.2851  11.00000  0.05    0.10
Q3    1   0.3020  0.4437  0.6318  11.00000  0.05    0.10
Q4    1   0.1473  0.7323  1.2635  11.00000  0.05    0.09
Q5    1   0.3131  0.4237  0.5134  11.00000  0.05    0.09
Q6    1   0.4043  0.8568  1.3357  11.00000  0.05    0.08
Q7    1   0.2986  1.1192  0.5749  11.00000  0.05    0.08
Q8    1   0.4291  0.4962  0.9312  11.00000  0.05    0.07
Q9    1   0.1921  0.4385  0.8975  11.00000  0.05    0.07
Q10   1   0.2922  1.0594  0.7437  11.00000  0.05    0.07
Q11   1   0.6924  0.8980  0.9783  11.00000  0.05    0.06
Q12   1   0.2210  0.5592  0.3395  11.00000  0.05    0.06
Q13   1   0.2796  1.1588  0.9386  11.00000  0.05    0.06
Q14   1   0.3133  0.3161  0.7014  11.00000  0.05    0.06
Q15   1   0.2634  0.6176  1.2219  11.00000  0.05    0.06
Q16   1   0.8619  1.0226  0.5765  11.00000  0.05    0.06
Q17   1   0.3140  1.1240  0.6747  11.00000  0.05    0.05
Q18   1   0.1787  0.2539  0.9045  11.00000  0.05    0.05
Q19   1   0.1640  0.9896  0.5928  11.00000  0.05    0.05
Q20   1   0.4031  0.5582  0.4608  11.00000  0.05    0.05
;
_shelx_res_checksum              88093
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
O5 O 0.5259(14) 0.8582(7) 0.7345(9) 0.0397(15) Uani 1 1 d
N1 N 0.257(3) 0.928(2) 0.8382(17) 0.045(4) Uani 1 1 d
O2 O 0.0100(7) 0.4096(5) 0.6550(3) 0.0579(17) Uani 1 1 d
O1 O 0.2532(6) 0.4520(6) 0.7264(4) 0.064(2) Uani 1 1 d
N2 N 0.2133(5) 0.7148(14) 0.7644(13) 0.034(2) Uani 1 1 d
O4 O 0.2865(6) 0.4952(7) 0.3880(8) 0.065(2) Uani 1 1 d
O3 O 0.1576(5) 0.3653(6) 0.4594(5) 0.076(2) Uani 1 1 d
C16 C 0.2300(7) 0.8267(15) 0.7499(12) 0.048(3) Uani 1 1 d
C22 C 0.681(2) 0.9205(10) 0.762(2) 0.035(2) Uani 1 1 d
C1 C 0.2012(7) 0.6013(14) 0.6642(19) 0.029(2) Uani 1 1 d
N3 N 0.2856(7) 1.0452(7) 0.6256(5) 0.068(2) Uani 1 1 d
C19 C 0.4557(17) 0.8080(8) 0.6091(14) 0.035(2) Uani 1 1 d
C9 C 0.234(2) 0.7261(11) 0.8855(14) 0.034(2) Uani 1 1 d
C18 C 0.2892(13) 0.7334(12) 0.5604(10) 0.034(2) Uani 1 1 d
C17 C 0.2051(7) 0.8116(10) 0.6217(9) 0.036(2) Uani 1 1 d
C2 C 0.2343(7) 0.5996(13) 0.5653(17) 0.032(3) Uani 1 1 d
C21 C 0.707(2) 0.9092(10) 0.654(2) 0.037(2) Uani 1 1 d
C27 C 0.2536(7) 0.9439(12) 0.6264(5) 0.041(2) Uani 1 1 d
C6 C 0.1444(14) 0.4756(10) 0.6799(7) 0.043(2) Uani 1 1 d
C14 C 0.3754(16) 0.7863(8) 0.9715(18) 0.046(3) Uani 1 1 d
C3 C 0.2215(9) 0.4778(14) 0.4670(14) 0.047(2) Uani 1 1 d
C20 C 0.564(3) 0.8385(11) 0.5599(11) 0.044(2) Uani 1 1 d
C23 C 0.791(3) 0.9814(12) 0.8729(15) 0.050(3) Uani 1 1 d
C10 C 0.1066(18) 0.6696(9) 0.9102(15) 0.050(2) Uani 1 1 d
C12 C 0.263(2) 0.7326(11) 1.1117(12) 0.053(3) Uani 1 1 d
C13 C 0.3871(17) 0.7883(9) 1.0830(16) 0.053(3) Uani 1 1 d
C24 C 0.937(2) 1.0321(9) 0.8722(15) 0.058(3) Uani 1 1 d
C11 C 0.1227(19) 0.6725(9) 1.023(2) 0.056(3) Uani 1 1 d
C28 C 0.855(3) 0.9615(13) 0.6574(15) 0.054(3) Uani 1 1 d
C25 C 0.9693(17) 1.0222(10) 0.767(2) 0.059(2) Uani 1 1 d
C15 C 0.2852(18) 0.7432(13) 1.2378(11) 0.088(3) Uani 1 1 d
H17 H 0.192(8) 0.305(8) 0.250(7) 0.13(5) Uiso 1 1 d
C7 C 0.2093(14) 0.3351(13) 0.7506(15) 0.105(4) Uani 1 1 d
C5 C 0.3524(15) 0.4103(12) 0.2101(14) 0.127(4) Uani 1 1 d
C8 C 0.3100(17) 0.3782(18) 0.8681(16) 0.147(6) Uani 1 1 d
H6 H 0.208(9) 0.672(9) 1.236(8) 0.16(5) Uiso 1 1 d
H30 H 0.541(7) 0.818(5) 0.478(5) 0.05(3) Uiso 1 1 d
H7 H 0.260(5) 0.711(4) 0.473(5) 0.02(2) Uiso 1 1 d
H5 H 0.007(7) 0.627(5) 0.850(6) 0.07(3) Uiso 1 1 d
H4 H 0.462(8) 0.826(6) 0.950(6) 0.08(4) Uiso 1 1 d
H2 H 1.074(8) 1.059(6) 0.771(6) 0.08(4) Uiso 1 1 d
H3 H 0.764(7) 0.988(6) 0.947(6) 0.08(4) Uiso 1 1 d
H35 H 0.879(6) 0.954(5) 0.584(5) 0.05(3) Uiso 1 1 d
H8 H 0.487(6) 0.831(5) 1.142(5) 0.05(3) Uiso 1 1 d
H11 H 0.034(6) 0.638(5) 1.041(5) 0.04(3) Uiso 1 1 d
H9 H 1.010(6) 1.071(5) 0.947(5) 0.04(3) Uiso 1 1 d
C29 C 0.2907(17) 0.3761(13) 0.2960(13) 0.092(3) Uani 1 1 d
H14 H 0.360(10) 0.719(10) 1.258(8) 0.18(6) Uiso 1 1 d
H18 H 0.287(19) 0.428(16) 0.918(14) 0.31(13) Uiso 1 1 d
H19 H 0.274(12) 0.817(11) 1.294(11) 0.26(7) Uiso 1 1 d
H22 H 0.287(11) 0.443(10) 0.178(9) 0.20(6) Uiso 1 1 d
H28 H 0.205(13) 0.267(12) 0.685(10) 0.22(7) Uiso 1 1 d
H29 H 0.100(18) 0.311(15) 0.750(13) 0.36(10) Uiso 1 1 d
H23 H 0.280(12) 0.983(7) 0.850(8) 0.00(3) Uiso 1 1 d
H24 H 0.220(11) 0.952(16) 0.831(7) 0.00(3) Uiso 1 1 d
H31 H 0.449(8) 0.443(6) 0.313(7) 0.12(3) Uiso 1 1 d
H26 H 0.296(7) 0.319(7) 0.890(7) 0.10(3) Uiso 1 1 d
H33 H 0.368(11) 0.358(9) 0.348(7) 0.18(5) Uiso 1 1 d
H36 H 0.365(10) 0.339(9) 0.152(9) 0.18(5) Uiso 1 1 d
H32 H 0.38(2) 0.350(19) 0.79(2) 0.48(13) Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O5 0.037(6) 0.044(3) 0.031(7) 0.016(3) 0.012(4) 0.013(3)
N1 0.064(7) 0.025(13) 0.072(9) 0.038(8) 0.022(6) 0.029(7)
O2 0.049(4) 0.047(4) 0.056(3) 0.026(3) 0.006(3) 0.001(3)
O1 0.055(4) 0.056(5) 0.081(3) 0.038(3) -0.001(3) 0.027(4)
N2 0.044(4) 0.021(10) 0.033(10) 0.013(10) 0.013(4) 0.009(4)
O4 0.092(4) 0.066(6) 0.053(5) 0.027(5) 0.051(3) 0.044(3)
O3 0.090(4) 0.038(4) 0.079(4) 0.015(4) 0.038(3) 0.018(3)
C16 0.022(4) 0.016(14) 0.065(15) -0.009(10) 0.010(5) 0.000(5)
C22 0.031(18) 0.034(6) 0.050(15) 0.024(8) 0.031(15) 0.014(9)
C1 0.033(5) 0.023(12) 0.015(11) -0.004(11) -0.001(5) 0.013(5)
N3 0.097(5) 0.062(5) 0.072(4) 0.045(5) 0.037(3) 0.046(4)
C19 0.046(13) 0.030(5) 0.033(13) 0.018(7) 0.017(12) 0.013(7)
C9 0.064(12) 0.044(6) 0.019(12) 0.027(7) 0.029(12) 0.028(7)
C18 0.021(7) 0.029(7) 0.025(8) 0.006(6) -0.006(6) -0.006(5)
C17 0.090(6) 0.033(7) 0.015(6) 0.021(6) 0.032(5) 0.044(5)
C2 0.035(5) 0.034(14) 0.015(10) 0.002(11) 0.010(5) 0.013(6)
C21 0.005(14) 0.044(6) 0.069(17) 0.033(9) 0.021(16) 0.008(8)
C27 0.049(5) 0.053(8) 0.035(5) 0.023(6) 0.014(3) 0.034(6)
C6 0.058(9) 0.023(8) 0.042(6) 0.017(5) 0.012(6) 0.009(8)
C14 0.023(11) 0.044(5) 0.048(12) 0.016(7) -0.010(11) 0.007(7)
C3 0.051(6) 0.038(12) 0.030(9) -0.007(11) 0.011(6) 0.025(7)
C20 0.032(13) 0.055(6) 0.040(11) 0.028(7) 0.005(13) 0.012(8)
C23 0.040(13) 0.050(6) 0.033(12) 0.009(7) -0.009(12) 0.012(7)
C10 0.061(15) 0.062(6) 0.039(12) 0.032(7) 0.025(12) 0.026(8)
C12 0.065(11) 0.034(5) 0.071(16) 0.033(7) 0.039(13) 0.017(7)
C13 0.067(15) 0.059(6) 0.019(10) 0.019(6) -0.014(11) 0.024(8)
C24 0.033(13) 0.053(6) 0.062(15) 0.021(7) -0.012(12) 0.010(7)
C11 0.049(14) 0.051(6) 0.071(14) 0.032(7) 0.037(11) 0.013(7)
C28 0.059(14) 0.070(6) 0.039(12) 0.030(7) 0.017(11) 0.031(7)
C25 0.047(14) 0.066(6) 0.078(13) 0.045(8) 0.031(14) 0.024(8)
C15 0.158(11) 0.102(9) 0.045(8) 0.062(7) 0.050(8) 0.064(9)
C7 0.133(10) 0.050(7) 0.145(14) 0.081(9) 0.007(9) 0.033(7)
C5 0.193(12) 0.148(10) 0.106(10) 0.067(9) 0.112(11) 0.112(9)
C8 0.202(13) 0.129(10) 0.109(10) 0.101(10) -0.002(11) 0.042(10)
C29 0.142(13) 0.073(9) 0.063(8) 0.004(8) 0.061(9) 0.072(10)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C22 O5 C19 108.4(10)
C16 N1 H23 134(9)
C16 N1 H24 113(10)
H23 N1 H24 58(8)
C6 O1 C7 117.6(8)
C16 N2 C1 117.1(12)
C16 N2 C9 119.5(12)
C1 N2 C9 122.6(11)
C3 O4 C29 116.7(10)
N1 C16 N2 117.2(18)
N1 C16 C17 124.2(16)
N2 C16 C17 118.5(11)
N1 C16 H24 20(3)
N2 C16 H24 129(4)
C17 C16 H24 110(4)
C23 C22 C21 125.0(15)
C23 C22 O5 127.5(19)
C21 C22 O5 107.5(16)
C2 C1 N2 125.7(12)
C2 C1 C6 122.7(12)
N2 C1 C6 111.7(15)
C20 C19 O5 108.4(10)
C20 C19 C18 134.7(15)
O5 C19 C18 117.0(16)
C10 C9 C14 120.7(12)
C10 C9 N2 117.2(16)
C14 C9 N2 122.1(17)
C19 C18 C2 111.8(8)
C19 C18 C17 115.5(8)
C2 C18 C17 107.9(9)
C19 C18 H7 105(3)
C2 C18 H7 108(3)
C17 C18 H7 108(3)
C27 C17 C16 110.7(9)
C27 C17 C18 112.5(8)
C16 C17 C18 108.2(8)
C1 C2 C3 121.9(12)
C1 C2 C18 117.4(12)
C3 C2 C18 120.7(12)
C28 C21 C22 118.4(16)
C28 C21 C20 134(2)
C22 C21 C20 107.4(15)
N3 C27 C17 176.8(7)
O2 C6 O1 125.5(10)
O2 C6 C1 120.8(10)
O1 C6 C1 113.5(9)
C9 C14 C13 119.0(11)
C9 C14 H4 117(4)
C13 C14 H4 124(4)
O3 C3 O4 122.2(12)
O3 C3 C2 122.2(11)
O4 C3 C2 115.6(12)
C19 C20 C21 108.3(11)
C19 C20 H30 122(4)
C21 C20 H30 129(4)
C22 C23 C24 114.8(12)
C22 C23 H3 121(4)
C24 C23 H3 125(4)
C9 C10 C11 118.7(12)
C9 C10 H5 121(4)
C11 C10 H5 120(4)
C13 C12 C11 116.8(12)
C13 C12 C15 119.2(17)
C11 C12 C15 124.0(17)
C12 C13 C14 122.5(11)
C12 C13 H8 120(4)
C14 C13 H8 118(4)
C23 C24 C25 122.3(11)
C23 C24 H9 114(4)
C25 C24 H9 124(4)
C10 C11 C12 122.4(11)
C10 C11 H11 118(4)
C12 C11 H11 119(4)
C25 C28 C21 118.7(11)
C25 C28 H35 120(4)
C21 C28 H35 121(4)
C28 C25 C24 120.8(10)
C28 C25 H2 120(4)
C24 C25 H2 119(4)
C12 C15 H6 111(6)
C12 C15 H14 111(6)
H6 C15 H14 95(7)
C12 C15 H19 113(7)
H6 C15 H19 101(8)
H14 C15 H19 123(10)
C8 C7 O1 107.6(11)
C8 C7 H28 120(8)
O1 C7 H28 105(8)
C8 C7 H29 111(9)
O1 C7 H29 106(8)
H28 C7 H29 106(10)
C29 C5 H22 105(6)
C29 C5 H31 63(3)
H22 C5 H31 140(7)
C29 C5 H36 113(6)
H22 C5 H36 117(8)
H31 C5 H36 103(6)
C7 C8 H18 107(10)
C7 C8 H26 116(5)
H18 C8 H26 99(10)
C7 C8 H32 71(10)
H18 C8 H32 154(10)
H26 C8 H32 105(10)
C5 C29 O4 109.3(11)
C5 C29 H17 106(5)
O4 C29 H17 111(5)
C5 C29 H31 54(3)
O4 C29 H31 95(3)
H17 C29 H31 152(6)
C5 C29 H33 110(5)
O4 C29 H33 103(5)
H17 C29 H33 118(7)
H31 C29 H33 63(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O5 C22 1.383(10)
O5 C19 1.402(8)
N1 C16 1.183(16)
N1 H23 0.57(7)
N1 H24 0.55(8)
O2 C6 1.214(8)
O1 C6 1.312(8)
O1 C7 1.475(9)
N2 C16 1.371(12)
N2 C1 1.393(11)
N2 C9 1.451(12)
O4 C3 1.314(10)
O4 C29 1.457(9)
O3 C3 1.229(10)
C16 C17 1.521(15)
C16 H24 1.49(12)
C22 C23 1.368(10)
C22 C21 1.382(11)
C1 C2 1.333(10)
C1 C6 1.512(12)
N3 C27 1.142(9)
C19 C20 1.341(10)
C19 C18 1.474(11)
C9 C10 1.369(10)
C9 C14 1.375(10)
C18 C2 1.528(11)
C18 C17 1.526(8)
C18 H7 1.00(5)
C17 C27 1.455(10)
C2 C3 1.440(11)
C21 C28 1.381(12)
C21 C20 1.423(12)
C14 C13 1.380(11)
C14 H4 0.97(6)
C20 H30 0.93(5)
C23 C24 1.377(12)
C23 H3 0.99(6)
C10 C11 1.382(11)
C10 H5 0.97(6)
C12 C13 1.369(11)
C12 C11 1.386(11)
C12 C15 1.514(14)
C13 H8 0.96(5)
C24 C25 1.386(11)
C24 H9 0.92(5)
C11 H11 0.95(5)
C28 C25 1.368(11)
C28 H35 0.96(5)
C25 H2 0.96(6)
C15 H6 0.92(9)
C15 H14 0.91(9)
C15 H19 0.94(12)
C7 C8 1.428(14)
C7 H28 0.88(11)
C7 H29 1.02(15)
C5 C29 1.449(12)
C5 H22 0.97(9)
C5 H31 1.31(7)
C5 H36 0.93(9)
C8 H18 0.81(16)
C8 H26 0.84(7)
C8 H32 1.3(2)
C29 H17 0.94(7)
C29 H31 1.45(7)
C29 H33 1.06(9)