#------------------------------------------------------------------------------
#$Date: 2022-08-05 01:33:55 +0300 (Fri, 05 Aug 2022) $
#$Revision: 277074 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/52/7245262.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_7245262
loop_
_publ_author_name
'Ahsan, Mollah Rohan'
'Mukherjee, Arijit'
_publ_section_title
;
 Ternary and quaternary cocrystals of 2,7-dihydroxynaphthalene: systematic
 design with a large synthon module
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00735E
_journal_year                    2022
_chemical_formula_moiety         'C12 H8 N2, 2(C10 H8 O2), 2(C8 H12 N2)'
_chemical_formula_sum            'C48 H48 N6 O4'
_chemical_formula_weight         772.92
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_block_doi                 10.5517/ccdc.csd.cc2bq0nr
_audit_creation_date             2022-06-28
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-07-05 deposited with the CCDC.	2022-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                92.098(2)
_cell_angle_beta                 98.572(2)
_cell_angle_gamma                96.260(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1302(2)
_cell_length_b                   13.9867(3)
_cell_length_c                   16.3192(4)
_cell_measurement_reflns_used    15858
_cell_measurement_temperature    123
_cell_measurement_theta_max      79.4730
_cell_measurement_theta_min      4.9500
_cell_volume                     2045.45(8)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123.00
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -36.00  22.00   0.50    2.00    --    0.00 -57.00  90.00  116
  2  ω    -32.00  65.00   0.50    2.00    --    0.00  82.00 120.00  194
  3  ω    -18.00  87.00   0.50    2.00    --    0.00  37.00 -30.00  210
  4  ω    -88.00 -54.00   0.50    2.00    --    0.00 -57.00  90.00   68
  5  ω    -26.00   5.00   0.50    2.00    --    0.00 -37.00   0.00   62
  6  ω    -23.00  19.00   0.50    2.00    --    0.00  57.00 -90.00   84
  7  ω     83.00 109.00   0.50    3.00    --  107.20  15.00   0.00   52
  8  ω     18.00 124.00   0.50    3.00    --  107.20 -61.00   0.00  212
  9  ω     83.00 109.00   0.50    3.00    --  107.20 -82.00-180.00   52
 10  ω     19.00 139.00   0.50    3.00    --  107.20 -82.00 120.00  240
 11  ω     86.00 112.00   0.50    3.00    --  107.20 -82.00 -90.00   52
 12  ω     29.00 133.00   0.50    3.00    --  107.20 -15.00  90.00  208
 13  ω     80.00 197.00   0.50    3.00    --  107.20  15.00 120.00  234
 14  ω     62.00 132.00   0.50    3.00    --  107.20 -61.00-150.00  140
 15  ω     46.00 131.00   0.50    3.00    --  107.20 -61.00 120.00  170
 16  ω    130.00 184.00   0.50    3.00    --  107.20  15.00   0.00  108
 17  ω     34.00  60.00   0.50    3.00    --  107.20 -61.00-150.00   52
 18  ω     87.00 130.00   0.50    3.00    --  107.20  77.00  30.00   86
 19  ω    145.00 197.00   0.50    3.00    --  107.20  77.00  30.00  104
 20  ω     77.00 135.00   0.50    3.00    --  107.20 -82.00-150.00  116
 21  ω     94.00 119.00   0.50    3.00    --  107.20 -82.00  60.00   50
 22  ω     38.00  64.00   0.50    3.00    --  107.20 -37.00 107.00   52
 23  ω     19.00 140.00   0.50    3.00    --  107.20 -82.00   0.00  242
 24  ω     78.00 103.00   0.50    3.00    --  107.20 -82.00  90.00   50
 25  ω    102.00 197.00   0.50    3.00    --  107.20  30.00  60.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1005147000
_diffrn_orient_matrix_UB_12      0.0696770000
_diffrn_orient_matrix_UB_13      -0.0447837000
_diffrn_orient_matrix_UB_21      0.1382313000
_diffrn_orient_matrix_UB_22      0.0725456000
_diffrn_orient_matrix_UB_23      -0.0036315000
_diffrn_orient_matrix_UB_31      0.0174053000
_diffrn_orient_matrix_UB_32      -0.0468582000
_diffrn_orient_matrix_UB_33      -0.0843911000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23582
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.467
_diffrn_reflns_theta_min         4.090
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.645
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     711
_refine_ls_number_reflns         8622
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0489
_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)+(0.0769P)²+0.5648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1422
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7872
_reflns_number_total             8622
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00735e2.cif
_cod_data_source_block           exp_976_dhn-5-25c
_cod_database_code               7245262
_shelx_shelxl_version_number     2018/3
_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   0.938
_shelx_estimated_absorpt_t_min   0.882
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Uiso: H23(0.04606)
3.a Aromatic/amide H refined with riding coordinates:
 C29(H29)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.699
_oxdiff_exptl_absorpt_empirical_full_min 0.645
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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.30643(11) 0.80558(7) 0.49016(6) 0.0323(2) Uani 1 1 d . . . . .
O4 O 0.43564(12) 0.24191(7) 0.96762(7) 0.0382(2) Uani 1 1 d . . . . .
O3 O 0.23290(13) -0.12007(8) 0.62963(7) 0.0428(3) Uani 1 1 d . . . . .
O1 O -0.12668(13) 0.44714(9) 0.18689(8) 0.0500(3) Uani 1 1 d . . . . .
N10 N 0.18926(12) 0.15611(8) 0.03112(7) 0.0302(2) Uani 1 1 d . . . . .
N7 N 0.49129(12) 0.67717(8) 0.54394(7) 0.0283(2) Uani 1 1 d . . . . .
N8 N 0.68004(13) 0.54277(8) 0.59431(7) 0.0308(2) Uani 1 1 d . . . . .
N9 N -0.04141(13) 0.07550(9) 0.10785(7) 0.0332(3) Uani 1 1 d . . . . .
N5 N 0.06807(14) 0.30100(9) 0.24218(8) 0.0361(3) Uani 1 1 d . . . . .
N6 N 0.19239(15) 0.43666(9) 0.15048(8) 0.0408(3) Uani 1 1 d . . . . .
C49 C 0.38922(13) 0.07705(9) 0.78116(8) 0.0261(3) Uani 1 1 d . . . . .
C35 C 0.54411(15) 0.53796(9) 0.61661(8) 0.0292(3) Uani 1 1 d . . . . .
C18 C 0.17046(14) 0.68339(9) 0.39099(8) 0.0284(3) Uani 1 1 d . . . . .
C48 C 0.36546(14) 0.11704(9) 0.85850(8) 0.0278(3) Uani 1 1 d . . . . .
C19 C 0.04704(14) 0.65506(10) 0.32758(8) 0.0283(3) Uani 1 1 d . . . . .
C38 C 0.72324(14) 0.61453(10) 0.54815(8) 0.0299(3) Uani 1 1 d . . . . .
C39 C 0.62824(14) 0.68344(9) 0.52273(8) 0.0283(3) Uani 1 1 d . . . . .
C50 C 0.29808(14) -0.00478(9) 0.74116(8) 0.0286(3) Uani 1 1 d . . . . .
C47 C 0.45427(14) 0.19782(9) 0.89518(8) 0.0301(3) Uani 1 1 d . . . . .
C17 C 0.18858(14) 0.77380(9) 0.42915(8) 0.0282(3) Uani 1 1 d . . . . .
C34 C 0.44755(14) 0.60609(10) 0.59104(8) 0.0283(3) Uani 1 1 d . . . . .
C14 C -0.05755(14) 0.72183(10) 0.30505(8) 0.0313(3) Uani 1 1 d . . . . .
C41 C 0.32328(15) -0.04144(9) 0.66605(8) 0.0307(3) Uani 1 1 d . . . . .
C57 C 0.06188(15) 0.19690(10) 0.02752(8) 0.0310(3) Uani 1 1 d . . . . .
C44 C 0.50824(14) 0.12028(9) 0.74243(8) 0.0299(3) Uani 1 1 d . . . . .
C52 C 0.20249(15) 0.07562(10) 0.07264(8) 0.0297(3) Uani 1 1 d . . . . .
C56 C -0.05352(15) 0.15625(10) 0.06694(8) 0.0320(3) Uani 1 1 d . . . . .
C53 C 0.08557(15) 0.03486(10) 0.11102(8) 0.0316(3) Uani 1 1 d . . . . .
C20 C 0.02450(15) 0.56185(10) 0.28715(9) 0.0334(3) Uani 1 1 d . . . . .
C42 C 0.44220(16) 0.00081(10) 0.62769(9) 0.0343(3) Uani 1 1 d . . . . .
C43 C 0.53217(16) 0.07928(10) 0.66577(9) 0.0340(3) Uani 1 1 d . . . . .
C45 C 0.59851(16) 0.20267(10) 0.78246(9) 0.0351(3) Uani 1 1 d . . . . .
C32 C 0.20855(16) 0.29411(10) 0.22721(8) 0.0332(3) Uani 1 1 d . . . . .
C46 C 0.57220(15) 0.24036(10) 0.85636(9) 0.0350(3) Uani 1 1 d . . . . .
C16 C 0.08573(16) 0.84057(10) 0.40632(9) 0.0336(3) Uani 1 1 d . . . . .
C15 C -0.03409(16) 0.81460(10) 0.34575(9) 0.0358(3) Uani 1 1 d . . . . .
C31 C 0.27424(16) 0.36628(10) 0.17729(9) 0.0346(3) Uani 1 1 d . . . . .
C24 C 0.29328(16) 0.22161(11) 0.25711(9) 0.0354(3) Uani 1 1 d . . . . .
C11 C -0.09733(16) 0.53608(11) 0.22672(9) 0.0366(3) Uani 1 1 d . . . . .
C21 C 0.01001(17) 0.23376(11) 0.28692(10) 0.0389(3) Uani 1 1 d . . . . .
C12 C -0.20095(16) 0.60267(12) 0.20441(10) 0.0402(3) Uani 1 1 d . . . . .
C36 C 0.5020(2) 0.45732(11) 0.66966(10) 0.0396(3) Uani 1 1 d . . . . .
C27 C 0.41841(17) 0.35928(11) 0.15937(9) 0.0389(3) Uani 1 1 d . . . . .
C22 C 0.08422(18) 0.15794(11) 0.32072(10) 0.0407(3) Uani 1 1 d . . . . .
C13 C -0.18172(16) 0.69233(11) 0.24297(10) 0.0389(3) Uani 1 1 d . . . . .
C40 C 0.67238(18) 0.76510(12) 0.47153(10) 0.0394(3) Uani 1 1 d . . . . .
C33 C 0.29390(17) 0.60379(13) 0.61361(11) 0.0391(3) Uani 1 1 d . . . . .
C55 C -0.19582(18) 0.20127(13) 0.06673(11) 0.0434(4) Uani 1 1 d . . . . .
C23 C 0.22657(19) 0.15230(12) 0.30607(10) 0.0418(3) Uani 1 1 d . . . . .
C28 C 0.47858(19) 0.43005(12) 0.11115(10) 0.0430(4) Uani 1 1 d . . . . .
C51 C 0.34637(18) 0.03230(13) 0.07545(11) 0.0408(3) Uani 1 1 d . . . . .
C37 C 0.87699(17) 0.61829(13) 0.52514(11) 0.0408(3) Uani 1 1 d . . . . .
C54 C 0.0961(2) -0.05453(12) 0.15838(11) 0.0427(3) Uani 1 1 d . . . . .
C58 C 0.0498(2) 0.28605(12) -0.02009(11) 0.0432(4) Uani 1 1 d . . . . .
C29 C 0.3973(2) 0.50218(12) 0.08404(11) 0.0468(4) Uani 1 1 d . . . . .
H29 H 0.436568 0.550838 0.051557 0.056 Uiso 1 1 calc R U . . .
C26 C 0.50023(18) 0.28313(13) 0.19101(10) 0.0438(4) Uani 1 1 d . . . . .
C25 C 0.44111(18) 0.21742(13) 0.23866(10) 0.0435(4) Uani 1 1 d . . . . .
C30 C 0.2538(2) 0.50244(12) 0.10553(11) 0.0471(4) Uani 1 1 d . . . . .
H18 H 0.2404(17) 0.6376(11) 0.4080(9) 0.027(4) Uiso 1 1 d . . . . .
H23 H 0.271(2) 0.0994(14) 0.3306(12) 0.046 Uiso 1 1 d . U . . .
H48 H 0.2837(19) 0.0883(12) 0.8859(10) 0.035(4) Uiso 1 1 d . . . . .
H50 H 0.2208(19) -0.0331(12) 0.7673(10) 0.032(4) Uiso 1 1 d . . . . .
H16 H 0.1036(19) 0.9042(13) 0.4352(11) 0.038(4) Uiso 1 1 d . . . . .
H20 H 0.0955(19) 0.5156(12) 0.3009(10) 0.038(4) Uiso 1 1 d . . . . .
H21 H -0.099(2) 0.2394(14) 0.2956(12) 0.047(5) Uiso 1 1 d . . . . .
H42 H 0.460(2) -0.0290(13) 0.5756(12) 0.043(5) Uiso 1 1 d . . . . .
H46 H 0.633(2) 0.2968(14) 0.8832(11) 0.045(5) Uiso 1 1 d . . . . .
H15 H -0.102(2) 0.8635(13) 0.3302(11) 0.044(5) Uiso 1 1 d . . . . .
H43 H 0.613(2) 0.1080(14) 0.6393(12) 0.049(5) Uiso 1 1 d . . . . .
H55A H -0.176(2) 0.2658(17) 0.0927(14) 0.063(6) Uiso 1 1 d . . . . .
H13 H -0.251(2) 0.7393(14) 0.2287(12) 0.049(5) Uiso 1 1 d . . . . .
H37A H 0.937(2) 0.6802(16) 0.5466(13) 0.057(6) Uiso 1 1 d . . . . .
H30 H 0.188(2) 0.5525(15) 0.0846(13) 0.055(5) Uiso 1 1 d . . . . .
H36A H 0.477(3) 0.4788(17) 0.7204(15) 0.069(7) Uiso 1 1 d . . . . .
H54A H 0.166(3) -0.0415(16) 0.2090(15) 0.065(6) Uiso 1 1 d . . . . .
H45 H 0.686(2) 0.2305(13) 0.7537(11) 0.043(5) Uiso 1 1 d . . . . .
H25 H 0.499(2) 0.1624(16) 0.2655(13) 0.060(6) Uiso 1 1 d . . . . .
H51A H 0.387(3) 0.0191(19) 0.1279(18) 0.086(8) Uiso 1 1 d . . . . .
H12 H -0.287(2) 0.5834(15) 0.1616(13) 0.056(5) Uiso 1 1 d . . . . .
H51B H 0.423(3) 0.0762(17) 0.0563(14) 0.064(6) Uiso 1 1 d . . . . .
H58A H 0.019(3) 0.3372(18) 0.0136(15) 0.075(7) Uiso 1 1 d . . . . .
H37B H 0.877(2) 0.6172(16) 0.4646(15) 0.064(6) Uiso 1 1 d . . . . .
H26 H 0.611(3) 0.2837(16) 0.1795(14) 0.064(6) Uiso 1 1 d . . . . .
H28 H 0.583(2) 0.4253(15) 0.0988(13) 0.054(5) Uiso 1 1 d . . . . .
H55B H -0.264(3) 0.1623(16) 0.0969(14) 0.062(6) Uiso 1 1 d . . . . .
H55C H -0.245(2) 0.2078(16) 0.0103(14) 0.061(6) Uiso 1 1 d . . . . .
H22 H 0.031(2) 0.1087(14) 0.3539(12) 0.046(5) Uiso 1 1 d . . . . .
H58B H -0.023(3) 0.2745(17) -0.0709(15) 0.073(7) Uiso 1 1 d . . . . .
H37C H 0.927(2) 0.5656(15) 0.5484(13) 0.055(5) Uiso 1 1 d . . . . .
H58C H 0.151(3) 0.3096(15) -0.0350(13) 0.059(6) Uiso 1 1 d . . . . .
H2 H 0.367(2) 0.7562(16) 0.5044(13) 0.061(6) Uiso 1 1 d . . . . .
H4 H 0.349(3) 0.2092(16) 0.9876(13) 0.060(6) Uiso 1 1 d . . . . .
H33A H 0.293(3) 0.593(2) 0.6711(19) 0.094(9) Uiso 1 1 d . . . . .
H40A H 0.689(3) 0.7426(18) 0.4167(16) 0.075(7) Uiso 1 1 d . . . . .
H33B H 0.236(3) 0.550(2) 0.591(2) 0.105(10) Uiso 1 1 d . . . . .
H3 H 0.262(3) -0.1393(16) 0.5796(15) 0.067(6) Uiso 1 1 d . . . . .
H54B H 0.000(3) -0.0792(18) 0.1742(15) 0.075(7) Uiso 1 1 d . . . . .
H51C H 0.335(3) -0.025(2) 0.0421(16) 0.083(8) Uiso 1 1 d . . . . .
H54C H 0.135(3) -0.1048(18) 0.1270(16) 0.077(7) Uiso 1 1 d . . . . .
H36B H 0.412(3) 0.4172(19) 0.6462(16) 0.084(8) Uiso 1 1 d . . . . .
H40B H 0.601(3) 0.813(2) 0.4699(17) 0.093(9) Uiso 1 1 d . . . . .
H1 H -0.030(4) 0.407(3) 0.203(2) 0.129(12) Uiso 1 1 d . . . . .
H33C H 0.248(3) 0.657(2) 0.5977(18) 0.098(9) Uiso 1 1 d . . . . .
H40C H 0.767(3) 0.803(2) 0.4944(17) 0.092(8) Uiso 1 1 d . . . . .
H36C H 0.574(3) 0.407(2) 0.6725(18) 0.096(9) Uiso 1 1 d . . . . .
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
_geom_angle_publ_flag
C17 O2 H2 111.5(13) . . ?
C47 O4 H4 109.6(13) . . ?
C41 O3 H3 110.9(14) . . ?
C11 O1 H1 109.0(18) . . ?
C52 N10 C57 118.85(12) . . ?
C39 N7 C34 119.73(11) . . ?
C38 N8 C35 119.00(11) . . ?
C56 N9 C53 118.40(13) . . ?
C21 N5 C32 116.72(13) . . ?
C30 N6 C31 117.28(14) . . ?
C48 C49 C44 119.22(12) . . ?
C50 C49 C48 121.82(12) . . ?
C50 C49 C44 118.96(12) . . ?
N8 C35 C34 120.67(12) . . ?
N8 C35 C36 116.98(12) . . ?
C34 C35 C36 122.35(13) . . ?
C19 C18 H18 119.5(9) . . ?
C17 C18 C19 120.25(12) . . ?
C17 C18 H18 120.3(9) . . ?
C49 C48 H48 120.3(10) . . ?
C47 C48 C49 120.50(12) . . ?
C47 C48 H48 119.2(10) . . ?
C18 C19 C14 118.92(12) . . ?
C20 C19 C18 121.69(12) . . ?
C20 C19 C14 119.38(12) . . ?
N8 C38 C39 120.87(12) . . ?
N8 C38 C37 117.53(12) . . ?
C39 C38 C37 121.60(13) . . ?
N7 C39 C38 119.83(12) . . ?
N7 C39 C40 117.56(12) . . ?
C38 C39 C40 122.61(12) . . ?
C49 C50 H50 118.4(10) . . ?
C41 C50 C49 120.45(12) . . ?
C41 C50 H50 121.2(10) . . ?
O4 C47 C48 123.95(12) . . ?
O4 C47 C46 116.08(12) . . ?
C48 C47 C46 119.96(13) . . ?
O2 C17 C16 116.18(12) . . ?
C18 C17 O2 122.86(11) . . ?
C18 C17 C16 120.95(12) . . ?
N7 C34 C35 119.88(12) . . ?
N7 C34 C33 117.17(12) . . ?
C35 C34 C33 122.95(13) . . ?
C15 C14 C19 118.95(13) . . ?
C15 C14 C13 122.52(12) . . ?
C13 C14 C19 118.53(13) . . ?
O3 C41 C50 118.58(12) . . ?
O3 C41 C42 120.66(12) . . ?
C50 C41 C42 120.76(13) . . ?
N10 C57 C56 120.22(13) . . ?
N10 C57 C58 117.59(13) . . ?
C56 C57 C58 122.19(13) . . ?
C43 C44 C49 118.84(12) . . ?
C43 C44 C45 122.42(12) . . ?
C45 C44 C49 118.74(12) . . ?
N10 C52 C53 120.46(12) . . ?
N10 C52 C51 117.32(13) . . ?
C53 C52 C51 122.23(13) . . ?
N9 C56 C57 121.17(12) . . ?
N9 C56 C55 116.88(14) . . ?
C57 C56 C55 121.94(14) . . ?
N9 C53 C52 120.89(13) . . ?
N9 C53 C54 116.96(13) . . ?
C52 C53 C54 122.14(13) . . ?
C19 C20 H20 120.7(10) . . ?
C11 C20 C19 120.33(13) . . ?
C11 C20 H20 119.0(10) . . ?
C41 C42 H42 118.7(11) . . ?
C43 C42 C41 119.59(13) . . ?
C43 C42 H42 121.7(11) . . ?
C44 C43 H43 119.3(11) . . ?
C42 C43 C44 121.38(13) . . ?
C42 C43 H43 119.4(11) . . ?
C44 C45 H45 116.6(10) . . ?
C46 C45 C44 120.87(13) . . ?
C46 C45 H45 122.5(10) . . ?
N5 C32 C31 117.84(13) . . ?
N5 C32 C24 123.58(14) . . ?
C24 C32 C31 118.57(13) . . ?
C47 C46 H46 118.6(11) . . ?
C45 C46 C47 120.71(13) . . ?
C45 C46 H46 120.7(11) . . ?
C17 C16 H16 117.9(10) . . ?
C15 C16 C17 119.72(13) . . ?
C15 C16 H16 122.3(10) . . ?
C14 C15 H15 121.0(11) . . ?
C16 C15 C14 121.20(12) . . ?
C16 C15 H15 117.7(11) . . ?
N6 C31 C32 117.80(13) . . ?
N6 C31 C27 123.38(14) . . ?
C27 C31 C32 118.82(14) . . ?
C32 C24 C23 117.37(14) . . ?
C32 C24 C25 121.14(15) . . ?
C23 C24 C25 121.48(14) . . ?
O1 C11 C20 123.09(13) . . ?
O1 C11 C12 116.77(13) . . ?
C20 C11 C12 120.13(14) . . ?
N5 C21 C22 124.92(15) . . ?
N5 C21 H21 115.1(11) . . ?
C22 C21 H21 120.0(11) . . ?
C11 C12 H12 119.3(12) . . ?
C13 C12 C11 120.38(14) . . ?
C13 C12 H12 120.4(12) . . ?
C35 C36 H36A 113.1(14) . . ?
C35 C36 H36B 113.6(16) . . ?
C35 C36 H36C 112.2(16) . . ?
H36A C36 H36B 101(2) . . ?
H36A C36 H36C 116(2) . . ?
H36B C36 H36C 99(2) . . ?
C31 C27 C26 120.43(14) . . ?
C28 C27 C31 117.41(15) . . ?
C28 C27 C26 122.15(15) . . ?
C21 C22 H22 119.8(11) . . ?
C23 C22 C21 117.88(15) . . ?
C23 C22 H22 122.3(11) . . ?
C14 C13 H13 116.8(11) . . ?
C12 C13 C14 121.24(13) . . ?
C12 C13 H13 122.0(11) . . ?
C39 C40 H40A 111.9(14) . . ?
C39 C40 H40B 110.8(17) . . ?
C39 C40 H40C 113.9(16) . . ?
H40A C40 H40B 114(2) . . ?
H40A C40 H40C 103(2) . . ?
H40B C40 H40C 103(2) . . ?
C34 C33 H33A 111.9(17) . . ?
C34 C33 H33B 111(2) . . ?
C34 C33 H33C 112.7(18) . . ?
H33A C33 H33B 99(2) . . ?
H33A C33 H33C 112(2) . . ?
H33B C33 H33C 109(3) . . ?
C56 C55 H55A 110.7(13) . . ?
C56 C55 H55B 110.2(13) . . ?
C56 C55 H55C 111.1(13) . . ?
H55A C55 H55B 108.9(18) . . ?
H55A C55 H55C 106.3(18) . . ?
H55B C55 H55C 109.6(18) . . ?
C24 C23 H23 126.3(12) . . ?
C22 C23 C24 119.50(15) . . ?
C22 C23 H23 114.2(12) . . ?
C27 C28 H28 117.3(12) . . ?
C29 C28 C27 119.86(15) . . ?
C29 C28 H28 122.9(12) . . ?
C52 C51 H51A 113.3(17) . . ?
C52 C51 H51B 111.7(13) . . ?
C52 C51 H51C 112.3(16) . . ?
H51A C51 H51B 104(2) . . ?
H51A C51 H51C 108(2) . . ?
H51B C51 H51C 107(2) . . ?
C38 C37 H37A 110.5(12) . . ?
C38 C37 H37B 112.9(13) . . ?
C38 C37 H37C 110.5(12) . . ?
H37A C37 H37B 104.5(17) . . ?
H37A C37 H37C 108.6(17) . . ?
H37B C37 H37C 109.7(18) . . ?
C53 C54 H54A 110.4(13) . . ?
C53 C54 H54B 111.8(15) . . ?
C53 C54 H54C 111.4(15) . . ?
H54A C54 H54B 107.2(19) . . ?
H54A C54 H54C 105.5(19) . . ?
H54B C54 H54C 110(2) . . ?
C57 C58 H58A 110.6(14) . . ?
C57 C58 H58B 111.9(14) . . ?
C57 C58 H58C 109.2(12) . . ?
H58A C58 H58B 108(2) . . ?
H58A C58 H58C 107.8(18) . . ?
H58B C58 H58C 109.2(18) . . ?
C28 C29 H29 120.9 . . ?
C28 C29 C30 118.13(16) . . ?
C30 C29 H29 120.9 . . ?
C27 C26 H26 117.6(12) . . ?
C25 C26 C27 120.93(15) . . ?
C25 C26 H26 121.3(12) . . ?
C24 C25 H25 116.6(12) . . ?
C26 C25 C24 120.08(15) . . ?
C26 C25 H25 123.3(12) . . ?
N6 C30 C29 123.94(17) . . ?
N6 C30 H30 115.1(12) . . ?
C29 C30 H30 120.9(12) . . ?
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
O2 C17 1.3750(16) . ?
O2 H2 0.95(2) . ?
O4 C47 1.3550(17) . ?
O4 H4 0.97(2) . ?
O3 C41 1.3608(17) . ?
O3 H3 0.93(2) . ?
O1 C11 1.3630(18) . ?
O1 H1 1.11(4) . ?
N10 C57 1.3448(17) . ?
N10 C52 1.3424(18) . ?
N7 C39 1.3410(16) . ?
N7 C34 1.3415(17) . ?
N8 C35 1.3400(17) . ?
N8 C38 1.3371(18) . ?
N9 C56 1.3394(19) . ?
N9 C53 1.3408(18) . ?
N5 C32 1.3538(18) . ?
N5 C21 1.325(2) . ?
N6 C31 1.347(2) . ?
N6 C30 1.326(2) . ?
C49 C48 1.4175(18) . ?
C49 C50 1.4157(18) . ?
C49 C44 1.4266(17) . ?
C35 C34 1.4007(18) . ?
C35 C36 1.4984(19) . ?
C18 C19 1.4222(18) . ?
C18 C17 1.3712(19) . ?
C18 H18 0.972(16) . ?
C48 C47 1.3779(18) . ?
C48 H48 0.983(17) . ?
C19 C14 1.4262(17) . ?
C19 C20 1.420(2) . ?
C38 C39 1.3992(18) . ?
C38 C37 1.5023(18) . ?
C39 C40 1.4950(19) . ?
C50 C41 1.3720(19) . ?
C50 H50 0.937(17) . ?
C47 C46 1.416(2) . ?
C17 C16 1.4161(18) . ?
C34 C33 1.4999(18) . ?
C14 C15 1.416(2) . ?
C14 C13 1.417(2) . ?
C41 C42 1.4176(19) . ?
C57 C56 1.395(2) . ?
C57 C58 1.499(2) . ?
C44 C43 1.414(2) . ?
C44 C45 1.418(2) . ?
C52 C53 1.396(2) . ?
C52 C51 1.5008(18) . ?
C56 C55 1.5039(19) . ?
C53 C54 1.498(2) . ?
C20 C11 1.378(2) . ?
C20 H20 0.974(18) . ?
C42 C43 1.366(2) . ?
C42 H42 0.977(19) . ?
C43 H43 0.97(2) . ?
C45 C46 1.363(2) . ?
C45 H45 1.032(19) . ?
C32 C31 1.455(2) . ?
C32 C24 1.400(2) . ?
C46 H46 0.965(19) . ?
C16 C15 1.368(2) . ?
C16 H16 0.978(18) . ?
C15 H15 0.989(19) . ?
C31 C27 1.403(2) . ?
C24 C23 1.422(2) . ?
C24 C25 1.433(2) . ?
C11 C12 1.418(2) . ?
C21 C22 1.406(2) . ?
C21 H21 1.036(19) . ?
C12 C13 1.364(2) . ?
C12 H12 0.98(2) . ?
C36 H36A 0.94(2) . ?
C36 H36B 0.97(3) . ?
C36 H36C 1.01(3) . ?
C27 C28 1.403(2) . ?
C27 C26 1.434(2) . ?
C22 C23 1.366(2) . ?
C22 H22 1.021(19) . ?
C13 H13 0.97(2) . ?
C40 H40A 0.97(3) . ?
C40 H40B 0.98(3) . ?
C40 H40C 0.97(3) . ?
C33 H33A 0.96(3) . ?
C33 H33B 0.90(3) . ?
C33 H33C 0.92(3) . ?
C55 H55A 0.97(2) . ?
C55 H55B 0.98(2) . ?
C55 H55C 0.97(2) . ?
C23 H23 0.96(2) . ?
C28 C29 1.365(3) . ?
C28 H28 1.02(2) . ?
C51 H51A 0.92(3) . ?
C51 H51B 0.98(2) . ?
C51 H51C 0.94(3) . ?
C37 H37A 1.00(2) . ?
C37 H37B 0.99(2) . ?
C37 H37C 0.97(2) . ?
C54 H54A 0.97(2) . ?
C54 H54B 0.98(3) . ?
C54 H54C 0.98(3) . ?
C58 H58A 0.98(3) . ?
C58 H58B 0.98(2) . ?
C58 H58C 1.01(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.407(2) . ?
C26 C25 1.345(3) . ?
C26 H26 1.05(2) . ?
C25 H25 1.06(2) . ?
C30 H30 1.01(2) . ?
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
_geom_hbond_publ_flag
O2 H2 N7 0.95(2) 1.74(2) 2.6794(14) 171(2) . yes
O4 H4 N10 0.97(2) 1.82(2) 2.7878(16) 175(2) 1_556 yes
O3 H3 O2 0.93(2) 1.75(2) 2.6734(14) 171(2) 1_545 yes
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
O2 C17 C16 C15 179.64(12) . . . . ?
O4 C47 C46 C45 -178.72(12) . . . . ?
O3 C41 C42 C43 -179.50(13) . . . . ?
O1 C11 C12 C13 178.26(14) . . . . ?
N10 C57 C56 N9 -1.07(19) . . . . ?
N10 C57 C56 C55 178.03(13) . . . . ?
N10 C52 C53 N9 -0.56(19) . . . . ?
N10 C52 C53 C54 -179.61(13) . . . . ?
N8 C35 C34 N7 -0.21(19) . . . . ?
N8 C35 C34 C33 179.54(13) . . . . ?
N8 C38 C39 N7 -0.79(19) . . . . ?
N8 C38 C39 C40 179.64(13) . . . . ?
N5 C32 C31 N6 1.35(19) . . . . ?
N5 C32 C31 C27 -178.54(12) . . . . ?
N5 C32 C24 C23 -0.3(2) . . . . ?
N5 C32 C24 C25 179.45(13) . . . . ?
N5 C21 C22 C23 -0.5(2) . . . . ?
N6 C31 C27 C28 0.2(2) . . . . ?
N6 C31 C27 C26 179.07(13) . . . . ?
C49 C48 C47 O4 177.89(11) . . . . ?
C49 C48 C47 C46 -1.26(19) . . . . ?
C49 C50 C41 O3 -179.87(12) . . . . ?
C49 C50 C41 C42 1.01(19) . . . . ?
C49 C44 C43 C42 1.3(2) . . . . ?
C49 C44 C45 C46 -0.3(2) . . . . ?
C35 N8 C38 C39 -0.47(19) . . . . ?
C35 N8 C38 C37 179.31(12) . . . . ?
C18 C19 C14 C15 0.84(19) . . . . ?
C18 C19 C14 C13 -178.78(12) . . . . ?
C18 C19 C20 C11 179.10(13) . . . . ?
C18 C17 C16 C15 0.4(2) . . . . ?
C48 C49 C50 C41 179.57(11) . . . . ?
C48 C49 C44 C43 179.30(11) . . . . ?
C48 C49 C44 C45 -0.50(18) . . . . ?
C48 C47 C46 C45 0.5(2) . . . . ?
C19 C18 C17 O2 -179.28(11) . . . . ?
C19 C18 C17 C16 -0.13(19) . . . . ?
C19 C14 C15 C16 -0.6(2) . . . . ?
C19 C14 C13 C12 -0.8(2) . . . . ?
C19 C20 C11 O1 -178.63(13) . . . . ?
C19 C20 C11 C12 0.1(2) . . . . ?
C38 N8 C35 C34 0.96(18) . . . . ?
C38 N8 C35 C36 -178.88(12) . . . . ?
C39 N7 C34 C35 -1.05(18) . . . . ?
C39 N7 C34 C33 179.18(12) . . . . ?
C50 C49 C48 C47 -178.77(11) . . . . ?
C50 C49 C44 C43 -0.67(17) . . . . ?
C50 C49 C44 C45 179.53(12) . . . . ?
C50 C41 C42 C43 -0.4(2) . . . . ?
C17 C18 C19 C14 -0.51(19) . . . . ?
C17 C18 C19 C20 -179.64(12) . . . . ?
C17 C16 C15 C14 -0.1(2) . . . . ?
C34 N7 C39 C38 1.53(18) . . . . ?
C34 N7 C39 C40 -178.87(12) . . . . ?
C14 C19 C20 C11 0.0(2) . . . . ?
C41 C42 C43 C44 -0.8(2) . . . . ?
C57 N10 C52 C53 0.30(18) . . . . ?
C57 N10 C52 C51 -179.88(12) . . . . ?
C44 C49 C48 C47 1.26(18) . . . . ?
C44 C49 C50 C41 -0.46(18) . . . . ?
C44 C45 C46 C47 0.3(2) . . . . ?
C52 N10 C57 C56 0.48(18) . . . . ?
C52 N10 C57 C58 -179.32(12) . . . . ?
C56 N9 C53 C52 0.00(19) . . . . ?
C56 N9 C53 C54 179.09(12) . . . . ?
C53 N9 C56 C57 0.80(19) . . . . ?
C53 N9 C56 C55 -178.34(12) . . . . ?
C20 C19 C14 C15 179.99(12) . . . . ?
C20 C19 C14 C13 0.37(19) . . . . ?
C20 C11 C12 C13 -0.6(2) . . . . ?
C43 C44 C45 C46 179.95(13) . . . . ?
C45 C44 C43 C42 -178.91(13) . . . . ?
C32 N5 C21 C22 1.3(2) . . . . ?
C32 C31 C27 C28 -179.95(12) . . . . ?
C32 C31 C27 C26 -1.0(2) . . . . ?
C32 C24 C23 C22 1.0(2) . . . . ?
C32 C24 C25 C26 -0.8(2) . . . . ?
C15 C14 C13 C12 179.57(14) . . . . ?
C31 N6 C30 C29 0.6(2) . . . . ?
C31 C32 C24 C23 179.70(12) . . . . ?
C31 C32 C24 C25 -0.6(2) . . . . ?
C31 C27 C28 C29 0.3(2) . . . . ?
C31 C27 C26 C25 -0.3(2) . . . . ?
C24 C32 C31 N6 -178.64(12) . . . . ?
C24 C32 C31 C27 1.47(19) . . . . ?
C11 C12 C13 C14 0.9(2) . . . . ?
C21 N5 C32 C31 179.19(12) . . . . ?
C21 N5 C32 C24 -0.8(2) . . . . ?
C21 C22 C23 C24 -0.7(2) . . . . ?
C36 C35 C34 N7 179.62(12) . . . . ?
C36 C35 C34 C33 -0.6(2) . . . . ?
C27 C28 C29 C30 -0.3(2) . . . . ?
C27 C26 C25 C24 1.3(2) . . . . ?
C13 C14 C15 C16 179.05(14) . . . . ?
C23 C24 C25 C26 178.89(14) . . . . ?
C28 C27 C26 C25 178.50(15) . . . . ?
C28 C29 C30 N6 -0.1(3) . . . . ?
C51 C52 C53 N9 179.62(13) . . . . ?
C51 C52 C53 C54 0.6(2) . . . . ?
C37 C38 C39 N7 179.44(12) . . . . ?
C37 C38 C39 C40 -0.1(2) . . . . ?
C58 C57 C56 N9 178.73(13) . . . . ?
C58 C57 C56 C55 -2.2(2) . . . . ?
C26 C27 C28 C29 -178.59(15) . . . . ?
C25 C24 C23 C22 -178.68(14) . . . . ?
C30 N6 C31 C32 179.53(13) . . . . ?
C30 N6 C31 C27 -0.6(2) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 18.0 0.4 ?
