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#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/41/1554151.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_1554151
loop_
_publ_author_name
'Wang, Zhihan'
'Randazzo, Katelyn'
'Hou, Xiaodong'
'Simpson, Jeffrey'
'Struppe, Jochem'
'Ugrinov, Angel'
'Kastern, Brent'
'Wysocki, Erin'
'Chu, Qianli R.'
_publ_section_title
;
 Stereoregular Two-Dimensional Polymers Constructed by Topochemical
 Polymerization
;
_journal_issue                   9
_journal_name_full               Macromolecules
_journal_page_first              2894
_journal_paper_doi               10.1021/acs.macromol.5b00109
_journal_volume                  48
_journal_year                    2015
_chemical_formula_moiety         '2(C18 H14 O4), 4(C2 H9 N2), 2(H2 O)'
_chemical_formula_sum            'C44 H68 N8 O10'
_chemical_formula_weight         869.06
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-05-09
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.1320(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2260(3)
_cell_length_b                   20.5019(8)
_cell_length_c                   24.2730(9)
_cell_measurement_reflns_used    9765
_cell_measurement_temperature    100
_cell_measurement_theta_max      66.688
_cell_measurement_theta_min      2.828
_cell_volume                     4565.0(3)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.01
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            63605
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.683
_diffrn_reflns_theta_min         2.828
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6539
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1054 before and 0.0611 after correction.
The Ratio of minimum to maximum transmission is 0.8686.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_description       plate
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.344
_exptl_crystal_size_min          0.114
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.083
_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     624
_refine_ls_number_reflns         8043
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0687
_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)+(0.1336P)²+2.1553P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2013
_refine_ls_wR_factor_ref         0.2140
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6544
_reflns_number_total             8043
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma5b00109_si_003.cif
_cod_data_source_block           cu_zxw4_0m
_cod_database_code               1554151
_shelxl_version_number           2013-4
_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   0.921
_shelx_estimated_absorpt_t_min   0.770
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H6SC,H6SD} of N6SB, {H44A,H44B} of N44, {H6SA,H6SB} of
  N6SA, All C(H,H) groups, All C(H,H,H,H) groups, All N(H,H,H) groups, All O(H,
  H,H,H) groups
 At 1.5 times of:
  {H1SA,H1SB} of N1S, {H4SA,H4SB} of N4S
2. Others
 Sof(H7SC)=Sof(H7SD)=Sof(N6SB)=Sof(H6SC)=Sof(H6SD)=Sof(C8SB)=Sof(H8SC)=
 Sof(H8SD)=1-FVAR(1)
 Sof(N6SA)=Sof(H6SA)=Sof(H6SB)=Sof(C8SA)=Sof(H8SA)=Sof(H8SB)=Sof(H7SA)=
 Sof(H7SB)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C17(H17), C18(H18), C19(H19), C27(H27), C28(H28)
3.b Secondary CH2 refined with riding coordinates:
 C1S(H1SC,H1SD), C2S(H2SD,H2SE), C4S(H4SC,H4SD), C42(H42A,H42B), C5S(H5SD,
 H5SE), C6S(H6SE,H6SF), C8SA(H8SA,H8SB), C7S(H7SA,H7SB), C7S(H7SC,H7SD),
 C8SB(H8SC,H8SD)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C30(H30),
  C31(H31), C32(H32), C33(H33), C34(H34)
3.d Idealised Me refined as rotating group:
 N2S(H2SA,H2SB,H2SC), N3S(H3SA,H3SB,H3SC), N9(H9A,H9B,H9C), N5S(H5SA,H5SB,H5SC)
;
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.80899(13) 0.64872(6) 0.07065(5) 0.0220(3) Uani 1 1 d . . . .
O2 O 0.68965(13) 0.71129(6) 0.00688(5) 0.0224(3) Uani 1 1 d . . . .
O3 O 1.30781(13) 0.77680(7) -0.00827(5) 0.0259(3) Uani 1 1 d . . . .
O4 O 1.20753(14) 0.85816(6) -0.05834(5) 0.0272(3) Uani 1 1 d . . . .
C1 C 0.80519(17) 0.68713(7) 0.02992(6) 0.0142(3) Uani 1 1 d . . . .
C2 C 1.04795(17) 0.75412(8) 0.04733(7) 0.0163(4) Uani 1 1 d . . . .
H2 H 1.1462 0.7349 0.0588 0.020 Uiso 1 1 calc R . . .
C3 C 0.95241(17) 0.75124(8) -0.04049(7) 0.0156(4) Uani 1 1 d . . . .
H3 H 0.8537 0.7712 -0.0491 0.019 Uiso 1 1 calc R . . .
C4 C 0.95128(17) 0.70467(8) 0.00976(6) 0.0151(4) Uani 1 1 d . . . .
H4 H 1.0080 0.6642 0.0037 0.018 Uiso 1 1 calc R . . .
C5 C 1.00386(18) 0.72446(8) -0.09286(7) 0.0189(4) Uani 1 1 d . . . .
C6 C 1.1166(2) 0.67899(9) -0.09234(7) 0.0235(4) Uani 1 1 d . . . .
H6 H 1.1651 0.6645 -0.0580 0.028 Uiso 1 1 calc R . . .
C7 C 1.1580(2) 0.65488(9) -0.14182(9) 0.0328(5) Uani 1 1 d . . . .
H7 H 1.2351 0.6241 -0.1413 0.039 Uiso 1 1 calc R . . .
C8 C 1.0867(3) 0.67586(10) -0.19238(8) 0.0366(5) Uani 1 1 d . . . .
H8 H 1.1140 0.6587 -0.2261 0.044 Uiso 1 1 calc R . . .
C9 C 0.9772(2) 0.72131(11) -0.19337(8) 0.0343(5) Uani 1 1 d . . . .
H9 H 0.9294 0.7360 -0.2277 0.041 Uiso 1 1 calc R . . .
C10 C 0.9366(2) 0.74563(10) -0.14391(7) 0.0265(4) Uani 1 1 d . . . .
H10 H 0.8614 0.7774 -0.1449 0.032 Uiso 1 1 calc R . . .
C11 C 0.98552(18) 0.78337(8) 0.09671(7) 0.0183(4) Uani 1 1 d . . . .
C12 C 0.8656(2) 0.82513(9) 0.09103(7) 0.0227(4) Uani 1 1 d . . . .
H12 H 0.8198 0.8352 0.0551 0.027 Uiso 1 1 calc R . . .
C13 C 0.8123(2) 0.85222(9) 0.13731(9) 0.0316(5) Uani 1 1 d . . . .
H13 H 0.7311 0.8809 0.1329 0.038 Uiso 1 1 calc R . . .
C14 C 0.8776(3) 0.83740(10) 0.19014(8) 0.0361(5) Uani 1 1 d . . . .
H14 H 0.8416 0.8561 0.2218 0.043 Uiso 1 1 calc R . . .
C15 C 0.9950(2) 0.79544(10) 0.19631(8) 0.0330(5) Uani 1 1 d . . . .
H15 H 1.0393 0.7848 0.2323 0.040 Uiso 1 1 calc R . . .
C16 C 1.0486(2) 0.76869(9) 0.15000(7) 0.0244(4) Uani 1 1 d . . . .
H16 H 1.1297 0.7399 0.1547 0.029 Uiso 1 1 calc R . . .
C17 C 1.05402(18) 0.79973(8) -0.00344(7) 0.0166(4) Uani 1 1 d . . . .
H17 H 1.0021 0.8417 0.0021 0.020 Uiso 1 1 calc R . . .
C36 C 1.20112(17) 0.81249(8) -0.02410(6) 0.0167(4) Uani 1 1 d . . . .
O5 O 0.30693(13) 0.59938(6) 0.07118(5) 0.0225(3) Uani 1 1 d . . . .
O6 O 0.18893(13) 0.53709(6) 0.00694(5) 0.0240(3) Uani 1 1 d . . . .
C3S C 0.30367(17) 0.56220(8) 0.02975(6) 0.0147(3) Uani 1 1 d . . . .
C18 C 0.44987(17) 0.54712(8) 0.00852(6) 0.0156(4) Uani 1 1 d . . . .
H18 H 0.5053 0.5884 0.0041 0.019 Uiso 1 1 calc R . . .
C19 C 0.54844(17) 0.49626(8) 0.04382(7) 0.0161(4) Uani 1 1 d . . . .
H19 H 0.6475 0.5150 0.0545 0.019 Uiso 1 1 calc R . . .
C20 C 0.49026(18) 0.46584(8) 0.09354(7) 0.0179(4) Uani 1 1 d . . . .
C21 C 0.3707(2) 0.42377(9) 0.08863(7) 0.0227(4) Uani 1 1 d . . . .
H21 H 0.3238 0.4135 0.0529 0.027 Uiso 1 1 calc R . . .
C22 C 0.3196(2) 0.39677(9) 0.13531(8) 0.0304(5) Uani 1 1 d . . . .
H22 H 0.2385 0.3680 0.1314 0.036 Uiso 1 1 calc R . . .
C23 C 0.3868(2) 0.41175(10) 0.18781(8) 0.0354(5) Uani 1 1 d . . . .
H23 H 0.3518 0.3933 0.2198 0.042 Uiso 1 1 calc R . . .
C24 C 0.5038(2) 0.45334(10) 0.19317(8) 0.0329(5) Uani 1 1 d . . . .
H24 H 0.5501 0.4637 0.2290 0.039 Uiso 1 1 calc R . . .
C25 C 0.5550(2) 0.48036(9) 0.14657(7) 0.0239(4) Uani 1 1 d . . . .
H25 H 0.6358 0.5093 0.1509 0.029 Uiso 1 1 calc R . . .
O7 O 0.30409(14) 0.11170(6) 0.05952(5) 0.0275(3) Uani 1 1 d . . . .
O8 O 0.19331(13) 0.03404(7) 0.00788(5) 0.0256(3) Uani 1 1 d . . . .
C26 C 0.30486(18) 0.06582(8) 0.02502(6) 0.0167(4) Uani 1 1 d . . . .
C27 C 0.45178(18) 0.04840(8) 0.00598(7) 0.0172(4) Uani 1 1 d . . . .
H27 H 0.5097 0.0887 0.0007 0.021 Uiso 1 1 calc R . . .
C28 C 0.54482(18) -0.00185(8) 0.04423(7) 0.0173(4) Uani 1 1 d . . . .
H28 H 0.6445 0.0163 0.0549 0.021 Uiso 1 1 calc R . . .
C29 C 0.48418(19) -0.02919(9) 0.09466(7) 0.0208(4) Uani 1 1 d . . . .
C30 C 0.3654(2) -0.07158(9) 0.09087(8) 0.0257(4) Uani 1 1 d . . . .
H30 H 0.3175 -0.0828 0.0555 0.031 Uiso 1 1 calc R . . .
C31 C 0.3166(3) -0.09767(10) 0.13858(10) 0.0423(6) Uani 1 1 d . . . .
H31 H 0.2359 -0.1267 0.1357 0.051 Uiso 1 1 calc R . . .
C32 C 0.3856(3) -0.08127(13) 0.19050(9) 0.0543(8) Uani 1 1 d . . . .
H32 H 0.3531 -0.0995 0.2230 0.065 Uiso 1 1 calc R . . .
C33 C 0.5015(3) -0.03849(15) 0.19452(9) 0.0529(8) Uani 1 1 d . . . .
H33 H 0.5485 -0.0267 0.2299 0.063 Uiso 1 1 calc R . . .
C34 C 0.5491(2) -0.01282(12) 0.14722(8) 0.0367(5) Uani 1 1 d . . . .
H34 H 0.6285 0.0169 0.1506 0.044 Uiso 1 1 calc R . . .
N1S N 0.50259(19) 0.63795(8) 0.18818(7) 0.0310(4) Uani 1 1 d . . . .
H1SA H 0.420(3) 0.6523(12) 0.2039(10) 0.046 Uiso 1 1 d R . . .
H1SB H 0.457(3) 0.6137(12) 0.1534(10) 0.046 Uiso 1 1 d R . . .
N2S N 0.46657(15) 0.71125(7) 0.07626(6) 0.0187(3) Uani 1 1 d . . . .
H2SA H 0.4044 0.7373 0.0545 0.022 Uiso 1 1 calc GR . . .
H2SB H 0.4251 0.6713 0.0795 0.022 Uiso 1 1 calc GR . . .
H2SC H 0.5513 0.7068 0.0606 0.022 Uiso 1 1 calc GR . . .
C1S C 0.49734(19) 0.74108(9) 0.13198(7) 0.0225(4) Uani 1 1 d . . . .
H1SC H 0.4043 0.7526 0.1464 0.027 Uiso 1 1 calc R . . .
H1SD H 0.5540 0.7817 0.1290 0.027 Uiso 1 1 calc R . . .
C2S C 0.58270(19) 0.69455(9) 0.17210(7) 0.0239(4) Uani 1 1 d . . . .
H2SD H 0.6692 0.6792 0.1550 0.029 Uiso 1 1 calc R . . .
H2SE H 0.6182 0.7191 0.2060 0.029 Uiso 1 1 calc R . . .
N3S N 0.96492(15) 0.53503(7) 0.07508(6) 0.0185(3) Uani 1 1 d . . . .
H3SA H 0.9028 0.5083 0.0540 0.022 Uiso 1 1 calc GR . . .
H3SB H 1.0486 0.5399 0.0588 0.022 Uiso 1 1 calc GR . . .
H3SC H 0.9223 0.5747 0.0782 0.022 Uiso 1 1 calc GR . . .
N4S N 0.99963(18) 0.60968(8) 0.18581(7) 0.0296(4) Uani 1 1 d . . . .
H4SA H 0.960(3) 0.6351(11) 0.1523(10) 0.044 Uiso 1 1 d R . . .
H4SB H 0.914(3) 0.5948(12) 0.2024(10) 0.044 Uiso 1 1 d R . . .
C4S C 1.08358(19) 0.55382(9) 0.16999(7) 0.0236(4) Uani 1 1 d . . . .
H4SC H 1.1219 0.5301 0.2040 0.028 Uiso 1 1 calc R . . .
H4SD H 1.1682 0.5700 0.1521 0.028 Uiso 1 1 calc R . . .
C42 C 0.99915(19) 0.50606(8) 0.13091(7) 0.0223(4) Uani 1 1 d . . . .
H42A H 1.0576 0.4659 0.1280 0.027 Uiso 1 1 calc R . . .
H42B H 0.9074 0.4939 0.1460 0.027 Uiso 1 1 calc R . . .
N9 N -0.03480(15) 0.03527(7) 0.07517(6) 0.0211(3) Uani 1 1 d . . . .
H9A H -0.0922 0.0064 0.0544 0.025 Uiso 1 1 calc GR . . .
H9B H 0.0543 0.0373 0.0624 0.025 Uiso 1 1 calc GR . . .
H9C H -0.0770 0.0754 0.0728 0.025 Uiso 1 1 calc GR . . .
N44 N 0.20539(19) 0.07912(9) 0.16548(7) 0.0365(4) Uani 1 1 d . . . .
H44A H 0.215(2) 0.0957(11) 0.1245(10) 0.044 Uiso 1 1 d R . . .
H44B H 0.252(3) 0.0327(12) 0.1746(9) 0.044 Uiso 1 1 d R . . .
C5S C -0.0177(2) 0.01360(9) 0.13373(7) 0.0246(4) Uani 1 1 d . . . .
H5SD H 0.0415 -0.0268 0.1371 0.030 Uiso 1 1 calc R . . .
H5SE H -0.1148 0.0035 0.1454 0.030 Uiso 1 1 calc R . . .
C6S C 0.0558(2) 0.06573(10) 0.17188(8) 0.0301(5) Uani 1 1 d . . . .
H6SE H -0.0001 0.1068 0.1657 0.036 Uiso 1 1 calc R . . .
H6SF H 0.0494 0.0522 0.2107 0.036 Uiso 1 1 calc R . . .
N6SA N 0.7060(3) 0.16810(15) 0.16520(11) 0.0292(9) Uani 0.612(5) 1 d . P A 1
H6SA H 0.720(4) 0.1527(18) 0.1280(16) 0.035 Uiso 0.612(5) 1 d R P A 1
H6SB H 0.757(4) 0.2101(19) 0.1753(14) 0.035 Uiso 0.612(5) 1 d R P A 1
C8SA C 0.5561(4) 0.18361(18) 0.17206(12) 0.0228(9) Uani 0.612(5) 1 d . P A 1
H8SA H 0.5491 0.1942 0.2115 0.027 Uiso 0.612(5) 1 calc R P A 1
H8SB H 0.4953 0.1446 0.1628 0.027 Uiso 0.612(5) 1 calc R P A 1
C7S C 0.4942(2) 0.24105(10) 0.13607(7) 0.0281(4) Uani 1 1 d . . . .
H7SA H 0.4009 0.2555 0.1488 0.034 Uiso 0.612(5) 1 calc R P A 1
H7SB H 0.5632 0.2781 0.1401 0.034 Uiso 0.612(5) 1 calc R P A 1
H7SC H 0.4061 0.2311 0.1545 0.034 Uiso 0.388(5) 1 calc R P A 2
H7SD H 0.5113 0.2887 0.1385 0.034 Uiso 0.388(5) 1 calc R P A 2
N5S N 0.46976(15) 0.22133(7) 0.07695(6) 0.0203(3) Uani 1 1 d . . . .
H5SA H 0.4083 0.2502 0.0580 0.024 Uiso 1 1 calc GR . . .
H5SB H 0.4296 0.1808 0.0744 0.024 Uiso 1 1 calc GR . . .
H5SC H 0.5564 0.2209 0.0622 0.024 Uiso 1 1 calc GR . . .
N6SB N 0.6032(5) 0.1351(2) 0.16229(16) 0.0300(14) Uani 0.388(5) 1 d . P A 2
H6SC H 0.615(6) 0.120(3) 0.121(2) 0.036 Uiso 0.388(5) 1 d R P A 2
H6SD H 0.499(6) 0.137(3) 0.181(2) 0.036 Uiso 0.388(5) 1 d R P A 2
C8SB C 0.6288(7) 0.2042(3) 0.16652(18) 0.0192(12) Uani 0.388(5) 1 d . P A 2
H8SC H 0.7181 0.2156 0.1494 0.023 Uiso 0.388(5) 1 calc R P A 2
H8SD H 0.6428 0.2173 0.2060 0.023 Uiso 0.388(5) 1 calc R P A 2
O2S O 0.26993(18) 0.17767(8) 0.24954(6) 0.0357(4) Uani 1 1 d . . . .
O1S O 0.73828(15) 0.56750(8) 0.24970(5) 0.0319(4) Uani 1 1 d . . . .
H2SF H 0.343(3) 0.1611(12) 0.2668(10) 0.038 Uiso 1 1 d R . . .
H1SE H 0.667(3) 0.5868(12) 0.2357(10) 0.038 Uiso 1 1 d R . . .
H2SG H 0.255(3) 0.1516(12) 0.2252(10) 0.038 Uiso 1 1 d R . . .
H1SF H 0.757(3) 0.5937(12) 0.2742(10) 0.038 Uiso 1 1 d R . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
O1 C1 C4 116.56(14) . .
O2 C1 O1 123.25(14) . .
O2 C1 C4 120.18(14) . .
C4 C2 H2 110.4 . .
C11 C2 H2 110.4 . .
C11 C2 C4 118.38(13) . .
C11 C2 C17 116.12(13) . .
C17 C2 H2 110.4 . .
C17 C2 C4 89.67(12) . .
C4 C3 H3 109.5 . .
C4 C3 C17 89.61(12) . .
C5 C3 H3 109.5 . .
C5 C3 C4 117.94(13) . .
C5 C3 C17 119.22(13) . .
C17 C3 H3 109.5 . .
C1 C4 C2 115.53(13) . .
C1 C4 C3 118.57(13) . .
C1 C4 H4 110.3 . .
C2 C4 H4 110.3 . .
C3 C4 C2 90.47(12) . .
C3 C4 H4 110.3 . .
C6 C5 C3 122.49(15) . .
C10 C5 C3 119.06(16) . .
C10 C5 C6 118.46(16) . .
C5 C6 H6 119.9 . .
C7 C6 C5 120.22(18) . .
C7 C6 H6 119.9 . .
C6 C7 H7 119.9 . .
C6 C7 C8 120.2(2) . .
C8 C7 H7 119.9 . .
C7 C8 H8 120.0 . .
C9 C8 C7 120.07(18) . .
C9 C8 H8 120.0 . .
C8 C9 H9 120.2 . .
C8 C9 C10 119.66(19) . .
C10 C9 H9 120.2 . .
C5 C10 H10 119.3 . .
C9 C10 C5 121.41(19) . .
C9 C10 H10 119.3 . .
C12 C11 C2 122.14(15) . .
C16 C11 C2 119.63(16) . .
C16 C11 C12 118.22(16) . .
C11 C12 H12 119.6 . .
C13 C12 C11 120.75(18) . .
C13 C12 H12 119.6 . .
C12 C13 H13 119.9 . .
C12 C13 C14 120.1(2) . .
C14 C13 H13 119.9 . .
C13 C14 H14 120.2 . .
C15 C14 C13 119.63(17) . .
C15 C14 H14 120.2 . .
C14 C15 H15 119.9 . .
C14 C15 C16 120.15(18) . .
C16 C15 H15 119.9 . .
C11 C16 H16 119.5 . .
C15 C16 C11 121.09(19) . .
C15 C16 H16 119.5 . .
C2 C17 C3 90.19(12) . .
C2 C17 H17 110.7 . .
C3 C17 H17 110.7 . .
C36 C17 C2 118.36(14) . .
C36 C17 C3 114.66(13) . .
C36 C17 H17 110.7 . .
O3 C36 O4 123.12(15) . .
O3 C36 C17 119.89(14) . .
O4 C36 C17 116.95(15) . .
O5 C3S C18 116.46(14) . .
O6 C3S O5 123.29(15) . .
O6 C3S C18 120.23(14) . .
C3S C18 H18 110.2 . .
C3S C18 C19 118.62(13) . 3_665
C3S C18 C19 115.47(13) . .
C19 C18 H18 110.2 3_665 .
C19 C18 H18 110.2 . .
C19 C18 C19 90.59(12) 3_665 .
C18 C19 C18 89.41(12) 3_665 .
C18 C19 H19 110.2 . .
C18 C19 H19 110.2 3_665 .
C20 C19 C18 118.37(13) . .
C20 C19 C18 116.99(13) . 3_665
C20 C19 H19 110.2 . .
C21 C20 C19 122.23(15) . .
C25 C20 C19 119.83(16) . .
C25 C20 C21 117.93(16) . .
C20 C21 H21 119.6 . .
C22 C21 C20 120.75(17) . .
C22 C21 H21 119.6 . .
C21 C22 H22 119.9 . .
C21 C22 C23 120.20(19) . .
C23 C22 H22 119.9 . .
C22 C23 H23 120.2 . .
C24 C23 C22 119.58(17) . .
C24 C23 H23 120.2 . .
C23 C24 H24 119.9 . .
C23 C24 C25 120.28(18) . .
C25 C24 H24 119.9 . .
C20 C25 H25 119.4 . .
C24 C25 C20 121.27(19) . .
C24 C25 H25 119.4 . .
O7 C26 C27 116.48(15) . .
O8 C26 O7 123.17(15) . .
O8 C26 C27 120.32(14) . .
C26 C27 H27 110.6 . .
C26 C27 C28 118.48(14) . 3_655
C26 C27 C28 114.90(13) . .
C28 C27 H27 110.6 3_655 .
C28 C27 H27 110.6 . .
C28 C27 C28 90.30(13) 3_655 .
C27 C28 C27 89.69(13) 3_655 .
C27 C28 H28 109.7 3_655 .
C27 C28 H28 109.7 . .
C29 C28 C27 116.74(14) . 3_655
C29 C28 C27 119.66(13) . .
C29 C28 H28 109.7 . .
C30 C29 C28 122.38(16) . .
C34 C29 C28 119.62(18) . .
C34 C29 C30 117.99(18) . .
C29 C30 H30 119.8 . .
C31 C30 C29 120.40(19) . .
C31 C30 H30 119.8 . .
C30 C31 H31 119.9 . .
C32 C31 C30 120.2(2) . .
C32 C31 H31 119.9 . .
C31 C32 H32 120.2 . .
C33 C32 C31 119.7(2) . .
C33 C32 H32 120.2 . .
C32 C33 H33 120.1 . .
C34 C33 C32 119.9(2) . .
C34 C33 H33 120.1 . .
C29 C34 H34 119.1 . .
C33 C34 C29 121.9(2) . .
C33 C34 H34 119.1 . .
H1SA N1S H1SB 102(2) . .
C2S N1S H1SA 108.6(15) . .
C2S N1S H1SB 110.0(13) . .
H2SA N2S H2SB 109.5 . .
H2SA N2S H2SC 109.5 . .
H2SB N2S H2SC 109.5 . .
C1S N2S H2SA 109.5 . .
C1S N2S H2SB 109.5 . .
C1S N2S H2SC 109.5 . .
N2S C1S H1SC 109.4 . .
N2S C1S H1SD 109.4 . .
N2S C1S C2S 111.13(14) . .
H1SC C1S H1SD 108.0 . .
C2S C1S H1SC 109.4 . .
C2S C1S H1SD 109.4 . .
N1S C2S C1S 115.45(15) . .
N1S C2S H2SD 108.4 . .
N1S C2S H2SE 108.4 . .
C1S C2S H2SD 108.4 . .
C1S C2S H2SE 108.4 . .
H2SD C2S H2SE 107.5 . .
H3SA N3S H3SB 109.5 . .
H3SA N3S H3SC 109.5 . .
H3SB N3S H3SC 109.5 . .
C42 N3S H3SA 109.5 . .
C42 N3S H3SB 109.5 . .
C42 N3S H3SC 109.5 . .
H4SA N4S H4SB 105.0(19) . .
C4S N4S H4SA 110.6(13) . .
C4S N4S H4SB 109.9(14) . .
N4S C4S H4SC 108.6 . .
N4S C4S H4SD 108.6 . .
N4S C4S C42 114.82(15) . .
H4SC C4S H4SD 107.5 . .
C42 C4S H4SC 108.6 . .
C42 C4S H4SD 108.6 . .
N3S C42 C4S 110.94(14) . .
N3S C42 H42A 109.5 . .
N3S C42 H42B 109.5 . .
C4S C42 H42A 109.5 . .
C4S C42 H42B 109.5 . .
H42A C42 H42B 108.0 . .
H9A N9 H9B 109.5 . .
H9A N9 H9C 109.5 . .
H9B N9 H9C 109.5 . .
C5S N9 H9A 109.5 . .
C5S N9 H9B 109.5 . .
C5S N9 H9C 109.5 . .
H44A N44 H44B 114.2(17) . .
C6S N44 H44A 109.9(13) . .
C6S N44 H44B 100.2(13) . .
N9 C5S H5SD 109.3 . .
N9 C5S H5SE 109.3 . .
N9 C5S C6S 111.56(15) . .
H5SD C5S H5SE 108.0 . .
C6S C5S H5SD 109.3 . .
C6S C5S H5SE 109.3 . .
N44 C6S C5S 116.09(16) . .
N44 C6S H6SE 108.3 . .
N44 C6S H6SF 108.3 . .
C5S C6S H6SE 108.3 . .
C5S C6S H6SF 108.3 . .
H6SE C6S H6SF 107.4 . .
H6SA N6SA H6SB 114(3) . .
C8SA N6SA H6SA 113(2) . .
C8SA N6SA H6SB 102(2) . .
N6SA C8SA H8SA 108.8 . .
N6SA C8SA H8SB 108.8 . .
N6SA C8SA C7S 113.9(3) . .
H8SA C8SA H8SB 107.7 . .
C7S C8SA H8SA 108.8 . .
C7S C8SA H8SB 108.8 . .
C8SA C7S H7SA 109.6 . .
C8SA C7S H7SB 109.6 . .
H7SA C7S H7SB 108.1 . .
H7SC C7S H7SD 108.1 . .
N5S C7S C8SA 110.43(17) . .
N5S C7S H7SA 109.6 . .
N5S C7S H7SB 109.6 . .
N5S C7S H7SC 109.5 . .
N5S C7S H7SD 109.5 . .
N5S C7S C8SB 110.8(2) . .
C8SB C7S H7SC 109.5 . .
C8SB C7S H7SD 109.5 . .
C7S N5S H5SA 109.5 . .
C7S N5S H5SB 109.5 . .
C7S N5S H5SC 109.5 . .
H5SA N5S H5SB 109.5 . .
H5SA N5S H5SC 109.5 . .
H5SB N5S H5SC 109.5 . .
H6SC N6SB H6SD 125(4) . .
C8SB N6SB H6SC 109(3) . .
C8SB N6SB H6SD 95(3) . .
C7S C8SB H8SC 109.9 . .
C7S C8SB H8SD 109.9 . .
N6SB C8SB C7S 109.0(4) . .
N6SB C8SB H8SC 109.9 . .
N6SB C8SB H8SD 109.9 . .
H8SC C8SB H8SD 108.3 . .
H2SF O2S H2SG 99(2) . .
H1SE O1S H1SF 95(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.262(2) .
O2 C1 1.252(2) .
O3 C36 1.253(2) .
O4 C36 1.257(2) .
C1 C4 1.525(2) .
C2 H2 1.0000 .
C2 C4 1.575(2) .
C2 C11 1.508(2) .
C2 C17 1.553(2) .
C3 H3 1.0000 .
C3 C4 1.550(2) .
C3 C5 1.507(2) .
C3 C17 1.580(2) .
C4 H4 1.0000 .
C5 C6 1.396(3) .
C5 C10 1.394(2) .
C6 H6 0.9500 .
C6 C7 1.390(3) .
C7 H7 0.9500 .
C7 C8 1.397(3) .
C8 H8 0.9500 .
C8 C9 1.373(3) .
C9 H9 0.9500 .
C9 C10 1.388(3) .
C10 H10 0.9500 .
C11 C12 1.394(3) .
C11 C16 1.394(2) .
C12 H12 0.9500 .
C12 C13 1.389(3) .
C13 H13 0.9500 .
C13 C14 1.391(3) .
C14 H14 0.9500 .
C14 C15 1.378(3) .
C15 H15 0.9500 .
C15 C16 1.389(3) .
C16 H16 0.9500 .
C17 H17 1.0000 .
C17 C36 1.519(2) .
O5 C3S 1.260(2) .
O6 C3S 1.252(2) .
C3S C18 1.526(2) .
C18 H18 1.0000 .
C18 C19 1.576(2) .
C18 C19 1.552(2) 3_665
C19 C18 1.552(2) 3_665
C19 H19 1.0000 .
C19 C20 1.507(2) .
C20 C21 1.395(3) .
C20 C25 1.392(2) .
C21 H21 0.9500 .
C21 C22 1.388(2) .
C22 H22 0.9500 .
C22 C23 1.391(3) .
C23 H23 0.9500 .
C23 C24 1.371(3) .
C24 H24 0.9500 .
C24 C25 1.387(3) .
C25 H25 0.9500 .
O7 C26 1.260(2) .
O8 C26 1.251(2) .
C26 C27 1.521(2) .
C27 H27 1.0000 .
C27 C28 1.551(2) 3_655
C27 C28 1.578(2) .
C28 C27 1.551(2) 3_655
C28 H28 1.0000 .
C28 C29 1.507(2) .
C29 C30 1.394(3) .
C29 C34 1.391(3) .
C30 H30 0.9500 .
C30 C31 1.394(3) .
C31 H31 0.9500 .
C31 C32 1.391(4) .
C32 H32 0.9500 .
C32 C33 1.378(4) .
C33 H33 0.9500 .
C33 C34 1.377(3) .
C34 H34 0.9500 .
N1S H1SA 0.94(3) .
N1S H1SB 1.03(2) .
N1S C2S 1.451(2) .
N2S H2SA 0.9100 .
N2S H2SB 0.9100 .
N2S H2SC 0.9100 .
N2S C1S 1.484(2) .
C1S H1SC 0.9900 .
C1S H1SD 0.9900 .
C1S C2S 1.521(2) .
C2S H2SD 0.9900 .
C2S H2SE 0.9900 .
N3S H3SA 0.9100 .
N3S H3SB 0.9100 .
N3S H3SC 0.9100 .
N3S C42 1.482(2) .
N4S H4SA 1.00(2) .
N4S H4SB 0.97(3) .
N4S C4S 1.457(2) .
C4S H4SC 0.9900 .
C4S H4SD 0.9900 .
C4S C42 1.519(2) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
N9 H9A 0.9100 .
N9 H9B 0.9100 .
N9 H9C 0.9100 .
N9 C5S 1.481(2) .
N44 H44A 1.06(2) .
N44 H44B 1.06(2) .
N44 C6S 1.432(3) .
C5S H5SD 0.9900 .
C5S H5SE 0.9900 .
C5S C6S 1.525(3) .
C6S H6SE 0.9900 .
C6S H6SF 0.9900 .
N6SA H6SA 0.98(4) .
N6SA H6SB 1.00(4) .
N6SA C8SA 1.446(5) .
C8SA H8SA 0.9900 .
C8SA H8SB 0.9900 .
C8SA C7S 1.539(4) .
C7S H7SA 0.9900 .
C7S H7SB 0.9900 .
C7S H7SC 0.9900 .
C7S H7SD 0.9900 .
C7S N5S 1.485(2) .
C7S C8SB 1.569(5) .
N5S H5SA 0.9100 .
N5S H5SB 0.9100 .
N5S H5SC 0.9100 .
N6SB H6SC 1.06(6) .
N6SB H6SD 1.10(6) .
N6SB C8SB 1.439(7) .
C8SB H8SC 0.9900 .
C8SB H8SD 0.9900 .
O2S H2SF 0.83(3) .
O2S H2SG 0.80(3) .
O1S H1SE 0.81(3) .
O1S H1SF 0.81(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_4
O1 C1 C4 C2 -74.83(18) . .
O1 C1 C4 C3 179.49(14) . .
O2 C1 C4 C2 104.09(17) . .
O2 C1 C4 C3 -1.6(2) . .
C2 C11 C12 C13 -178.82(16) . .
C2 C11 C16 C15 179.18(16) . .
C2 C17 C36 O3 14.7(2) . .
C2 C17 C36 O4 -167.52(14) . .
C3 C5 C6 C7 178.77(16) . .
C3 C5 C10 C9 -178.34(16) . .
C3 C17 C36 O3 -89.85(18) . .
C3 C17 C36 O4 87.90(18) . .
C4 C2 C11 C12 -65.5(2) . .
C4 C2 C11 C16 114.58(17) . .
C4 C2 C17 C3 1.89(10) . .
C4 C2 C17 C36 -116.52(15) . .
C4 C3 C5 C6 -36.0(2) . .
C4 C3 C5 C10 143.86(16) . .
C4 C3 C17 C2 -1.92(11) . .
C4 C3 C17 C36 119.68(14) . .
C5 C3 C4 C1 -115.13(16) . .
C5 C3 C4 C2 125.19(15) . .
C5 C3 C17 C2 -124.13(15) . .
C5 C3 C17 C36 -2.5(2) . .
C5 C6 C7 C8 -0.2(3) . .
C6 C5 C10 C9 1.5(3) . .
C6 C7 C8 C9 1.2(3) . .
C7 C8 C9 C10 -0.8(3) . .
C8 C9 C10 C5 -0.6(3) . .
C10 C5 C6 C7 -1.1(3) . .
C11 C2 C4 C1 -4.4(2) . .
C11 C2 C4 C3 117.90(15) . .
C11 C2 C17 C3 -119.88(15) . .
C11 C2 C17 C36 121.70(16) . .
C11 C12 C13 C14 -0.6(3) . .
C12 C11 C16 C15 -0.8(3) . .
C12 C13 C14 C15 -0.3(3) . .
C13 C14 C15 C16 0.7(3) . .
C14 C15 C16 C11 -0.1(3) . .
C16 C11 C12 C13 1.1(3) . .
C17 C2 C4 C1 -124.20(14) . .
C17 C2 C4 C3 -1.93(11) . .
C17 C2 C11 C12 39.5(2) . .
C17 C2 C11 C16 -140.49(16) . .
C17 C3 C4 C1 121.58(14) . .
C17 C3 C4 C2 1.90(10) . .
C17 C3 C5 C6 70.7(2) . .
C17 C3 C5 C10 -109.41(18) . .
O5 C3S C18 C19 76.52(18) . .
O5 C3S C18 C19 -177.65(14) . 3_665
O6 C3S C18 C19 -102.10(18) . .
O6 C3S C18 C19 3.7(2) . 3_665
C3S C18 C19 C18 122.37(16) . 3_665
C3S C18 C19 C20 1.7(2) . .
C18 C19 C20 C21 66.6(2) . .
C18 C19 C20 C21 -38.6(2) 3_665 .
C18 C19 C20 C25 -112.38(17) . .
C18 C19 C20 C25 142.43(16) 3_665 .
C19 C18 C19 C18 0.001(1) 3_665 3_665
C19 C18 C19 C20 -120.68(17) 3_665 .
C19 C20 C21 C22 -179.76(15) . .
C19 C20 C25 C24 179.80(16) . .
C20 C21 C22 C23 0.4(3) . .
C21 C20 C25 C24 0.8(3) . .
C21 C22 C23 C24 0.0(3) . .
C22 C23 C24 C25 0.0(3) . .
C23 C24 C25 C20 -0.4(3) . .
C25 C20 C21 C22 -0.8(3) . .
O7 C26 C27 C28 -168.55(14) . 3_655
O7 C26 C27 C28 86.47(18) . .
O8 C26 C27 C28 13.6(2) . 3_655
O8 C26 C27 C28 -91.42(18) . .
C26 C27 C28 C27 121.89(16) . 3_655
C26 C27 C28 C29 0.9(2) . .
C27 C28 C29 C30 -37.9(2) 3_655 .
C27 C28 C29 C30 68.3(2) . .
C27 C28 C29 C34 141.06(17) 3_655 .
C27 C28 C29 C34 -112.68(19) . .
C28 C27 C28 C27 0.002(0) 3_655 3_655
C28 C27 C28 C29 -120.97(17) 3_655 .
C28 C29 C30 C31 177.48(16) . .
C28 C29 C34 C33 -177.39(17) . .
C29 C30 C31 C32 0.4(3) . .
C30 C29 C34 C33 1.7(3) . .
C30 C31 C32 C33 0.8(3) . .
C31 C32 C33 C34 -0.7(3) . .
C32 C33 C34 C29 -0.6(3) . .
C34 C29 C30 C31 -1.5(3) . .
N2S C1S C2S N1S -69.66(19) . .
N4S C4S C42 N3S 69.89(19) . .
N9 C5S C6S N44 -67.6(2) . .
N6SA C8SA C7S N5S 72.0(3) . .
N6SA C8SA C7S C8SB -24.5(4) . .
C8SA C7S C8SB N6SB 36.5(4) . .
N5S C7S C8SB N6SB -58.7(4) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168304252
