#------------------------------------------------------------------------------
#$Date: 2019-11-08 02:42:25 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224834 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/82/7058288.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_7058288
loop_
_publ_author_name
'Kandel, Shambhu'
'Sathish, Veerasamy'
'Mathivathanan, Logesh'
'Morozov, Alexander N.'
'Mebel, Alexander M.'
'Raptis, Raphael G.'
_publ_section_title
;
 Aggregation induced emission enhancement (AIEE) of tripodal pyrazole
 derivatives for sensing of nitroaromatics and vapor phase detection of
 picric acid
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7251
_journal_paper_doi               10.1039/C9NJ00166B
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         '3.5(C6 H3 N3 O7), C42 H41 N6'
_chemical_formula_sum            'C63 H51.5 N16.5 O24.5'
_chemical_formula_weight         1431.70
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-12-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-09 deposited with the CCDC.    2019-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.6630(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.8248(9)
_cell_length_b                   14.9586(7)
_cell_length_c                   22.5799(11)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.491
_cell_measurement_theta_min      2.896
_cell_volume                     6442.5(5)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON 100'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1508
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            133126
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.817
_diffrn_reflns_theta_max         24.817
_diffrn_reflns_theta_min         2.896
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.7150
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            golden
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       block
_exptl_crystal_F_000             2964
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.235
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     940
_refine_ls_number_reflns         11065
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.2116
_refine_ls_R_factor_gt           0.1015
_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)+(0.1010P)²+15.7368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2223
_refine_ls_wR_factor_ref         0.2780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5292
_reflns_number_total             11065
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj00166b2.cif
_cod_data_source_block           sk239_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_secondary' value 'diffmap' was changed to
'difmap'.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7058287--7058293.cif.
;
_cod_original_formula_sum        'C63 H51.50 N16.50 O24.50'
_cod_database_code               7058288
_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.
;
_olex2_refinement_description
;
1. Others
 Fixed Sof: H23A(0.5)
 Fixed U12: O23(0) N16(0) C61(0) C64(0)
 Fixed U23: O23(0) N16(0) C61(0) C64(0)
 Fixed Uiso: H7(0.108) H44(0.081) H48(0.089) H14(0.121) H50(0.067) H52(0.064)
 H21A(0.106) H56(0.06) H60(0.066) H23A(0.25) H62(0.081) H7A(0.064) H7B(0.064)
 H8A(0.065) H8B(0.065) H9A(0.062) H9B(0.062) H10(0.08) H11A(0.238) H11B(0.238)
 H11C(0.238) H12A(0.07) H12B(0.07) H13A(0.12) H13B(0.12) H13C(0.12) H14A(0.068)
 H14B(0.068) H15A(0.116) H15B(0.116) H15C(0.116) H16(0.063) H18(0.079)
 H20(0.083) H21(0.098) H22(0.108) H23(0.101) H24(0.083) H25(0.064) H27(0.072)
 H29(0.106) H30(0.132) H31(0.113) H32(0.125) H33(0.105) H34(0.056) H36(0.066)
 H38(0.09) H39(0.12) H40(0.112) H41(0.089) H42(0.071)
 Fixed X: H7(0.882359) H44(0.888702) H48(1.023537) H14(0.640381) H50(0.506025)
 H52(0.536789) H21A(0.712434) H56(0.635189) H60(0.75992) O23(1) H23A(1.016863)
 N16(1) C61(1) H62(0.916737) C64(1) H7A(0.65506) H7B(0.625226) H8A(0.818721)
 H8B(0.818006) H9A(0.616253) H9B(0.646931) H10(0.709626) H11A(0.837186)
 H11B(0.797133) H11C(0.807593) H12A(0.761539) H12B(0.729824) H13A(0.850431)
 H13B(0.834427) H13C(0.86615) H14A(0.626798) H14B(0.626255) H15A(0.532507)
 H15B(0.530945) H15C(0.511505) H16(0.75427) H18(0.81617) H20(0.91009)
 H21(0.994184) H22(0.996613) H23(0.915097) H24(0.829537) H25(0.662019)
 H27(0.692684) H29(0.575) H30(0.473397) H31(0.420819) H32(0.471497)
 H33(0.57483) H34(0.766817) H36(0.738885) H38(0.860595) H39(0.932724)
 H40(0.934963) H41(0.869677) H42(0.79625)
 Fixed Y: H7(0.700929) H44(1.033292) H48(0.885827) H14(0.118568) H50(0.216903)
 H52(-0.040181) H21A(0.72809) H56(1.02413) H60(1.002847) H23A(0.275377)
 H62(0.554288) H7A(0.596883) H7B(0.505353) H8A(0.591317) H8B(0.507314)
 H9A(0.261616) H9B(0.272093) H10(0.684343) H11A(0.62743) H11B(0.631529)
 H11C(0.718763) H12A(0.397688) H12B(0.307899) H13A(0.289176) H13B(0.281585)
 H13C(0.370065) H14A(0.290464) H14B(0.373821) H15A(0.353196) H15B(0.433764)
 H15C(0.337467) H16(0.401296) H18(0.613493) H20(0.537216) H21(0.455631)
 H22(0.302145) H23(0.230537) H24(0.310682) H25(0.507246) H27(0.757878)
 H29(0.760963) H30(0.757618) H31(0.624813) H32(0.49447) H33(0.497179)
 H34(0.221319) H36(-0.002435) H38(0.14974) H39(0.074199) H40(-0.078639) H41(-
 0.157479) H42(-0.081269)
 Fixed Z: H7(0.473572) H44(0.473933) H48(0.617484) H14(0.348991) H50(0.121627)
 H52(0.172817) H21A(0.671166) H56(0.567299) H60(0.755275) O23(0.75)
 H23A(0.787377) N16(0.75) C61(0.75) H62(0.664995) C64(0.75) H7A(0.578211)
 H7B(0.589825) H8A(0.467199) H8B(0.425237) H9A(0.454181) H9B(0.401576)
 H10(0.500405) H11A(0.567193) H11B(0.612932) H11C(0.579354) H12A(0.375005)
 H12B(0.387102) H13A(0.417737) H13B(0.479726) H13C(0.465655) H14A(0.54509)
 H14B(0.587031) H15A(0.456389) H15B(0.500192) H15C(0.514924) H16(0.669967)
 H18(0.782676) H20(0.85552) H21(0.935468) H22(0.928197) H23(0.839628)
 H24(0.75994) H25(0.327287) H27(0.290875) H29(0.212635) H30(0.122231)
 H31(0.082758) H32(0.129963) H33(0.220457) H34(0.571453) H36(0.470963)
 H38(0.656766) H39(0.747259) H40(0.747996) H41(0.656118) H42(0.564068)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O1 O 1.0452(4) 1.0453(5) 0.6349(3) 0.137(3) Uani 1 1 d . . .
O2 O 0.9682(4) 1.1229(5) 0.5591(4) 0.129(3) Uani 1 1 d . . .
O3 O 1.0319(5) 0.7265(6) 0.6272(4) 0.194(4) Uani 1 1 d . . .
O4 O 0.9579(5) 0.6594(5) 0.5566(4) 0.169(4) Uani 1 1 d . . .
O5 O 0.7934(4) 0.8538(5) 0.3631(4) 0.184(4) Uani 1 1 d . . .
O6 O 0.7934(4) 0.9860(5) 0.3798(3) 0.128(2) Uani 1 1 d . . .
O7 O 0.8564(2) 0.7446(3) 0.4628(2) 0.0719(13) Uani 1 1 d . . .
H7 H 0.882359 0.700929 0.473572 0.108 Uiso 1 1 calc GR . .
N7 N 0.9931(5) 1.0518(6) 0.5844(4) 0.101(3) Uani 1 1 d . . .
N8 N 0.9813(4) 0.7280(6) 0.5780(4) 0.090(2) Uani 1 1 d . . .
N9 N 0.8158(3) 0.9135(5) 0.3987(3) 0.0794(18) Uani 1 1 d . . .
C43 C 0.9603(4) 0.9699(5) 0.5510(4) 0.069(2) Uani 1 1 d . . .
C44 C 0.9043(4) 0.9775(5) 0.4923(3) 0.0671(19) Uani 1 1 d . . .
H44 H 0.888702 1.033292 0.473933 0.081 Uiso 1 1 calc R . .
C45 C 0.8721(3) 0.9013(4) 0.4617(3) 0.0565(17) Uani 1 1 d . . .
C46 C 0.8904(3) 0.8131(5) 0.4885(3) 0.0552(17) Uani 1 1 d . . .
C47 C 0.9520(3) 0.8119(5) 0.5479(3) 0.0600(18) Uani 1 1 d . . .
C48 C 0.9847(4) 0.8890(6) 0.5783(3) 0.074(2) Uani 1 1 d . . .
H48 H 1.023537 0.885827 0.617484 0.089 Uiso 1 1 calc R . .
O8 O 0.5880(3) 0.3229(3) 0.2814(3) 0.109(2) Uani 1 1 d . . .
O9 O 0.5715(5) 0.3397(4) 0.1838(3) 0.153(3) Uani 1 1 d . . .
O10 O 0.6268(3) -0.0147(3) 0.3500(3) 0.0832(15) Uani 1 1 d . . .
O11 O 0.6210(4) -0.0991(4) 0.2728(3) 0.137(3) Uani 1 1 d . . .
O12 O 0.4765(3) -0.0192(4) 0.0573(3) 0.116(2) Uani 1 1 d . . .
O13 O 0.4374(3) 0.1141(4) 0.0337(2) 0.0924(17) Uani 1 1 d . . .
O14 O 0.6342(3) 0.1605(3) 0.3239(2) 0.0809(15) Uani 1 1 d . . .
H14 H 0.640381 0.118568 0.348991 0.121 Uiso 1 1 calc GR . .
N10 N 0.5761(3) 0.2932(4) 0.2287(3) 0.0759(18) Uani 1 1 d . . .
N11 N 0.6108(3) -0.0268(3) 0.2936(3) 0.0659(16) Uani 1 1 d . . .
N12 N 0.4732(3) 0.0577(5) 0.0714(3) 0.0729(17) Uani 1 1 d . . .
C49 C 0.5648(3) 0.1979(4) 0.2159(3) 0.0523(16) Uani 1 1 d . . .
C50 C 0.5256(3) 0.1736(4) 0.1533(3) 0.0559(16) Uani 1 1 d . . .
H50 H 0.506025 0.216903 0.121627 0.067 Uiso 1 1 calc R . .
C51 C 0.5154(3) 0.0848(4) 0.1378(3) 0.0525(16) Uani 1 1 d . . .
C52 C 0.5437(3) 0.0199(4) 0.1841(3) 0.0536(16) Uani 1 1 d . . .
H52 H 0.536789 -0.040181 0.172817 0.064 Uiso 1 1 calc R . .
C53 C 0.5825(3) 0.0443(4) 0.2473(3) 0.0467(15) Uani 1 1 d . . .
C54 C 0.5955(3) 0.1356(4) 0.2674(3) 0.0507(15) Uani 1 1 d . . .
O15 O 0.7423(4) 1.1577(4) 0.7171(3) 0.122(2) Uani 1 1 d . . .
O16 O 0.6604(5) 1.1661(4) 0.6246(3) 0.144(3) Uani 1 1 d . . .
O17 O 0.8201(4) 0.8669(5) 0.8101(3) 0.158(3) Uani 1 1 d . . .
O18 O 0.7515(4) 0.7576(4) 0.7705(2) 0.132(3) Uani 1 1 d . . .
O19 O 0.5743(3) 0.8116(4) 0.5259(2) 0.0947(17) Uani 1 1 d . . .
O20 O 0.6495(3) 0.8700(5) 0.4950(3) 0.116(2) Uani 1 1 d . . .
O21 O 0.6910(3) 0.7562(3) 0.63784(19) 0.0704(13) Uani 1 1 d . . .
H21A H 0.712434 0.728090 0.671166 0.106 Uiso 1 1 calc GR . .
N13 N 0.6994(4) 1.1240(4) 0.6687(4) 0.0780(18) Uani 1 1 d . . .
N14 N 0.7710(4) 0.8323(5) 0.7674(3) 0.0808(19) Uani 1 1 d . . .
N15 N 0.6252(3) 0.8566(4) 0.5344(3) 0.0666(16) Uani 1 1 d . . .
C55 C 0.6977(3) 1.0262(4) 0.6626(3) 0.0529(16) Uani 1 1 d . . .
C56 C 0.6600(3) 0.9888(4) 0.6031(3) 0.0502(15) Uani 1 1 d . . .
H56 H 0.635189 1.024130 0.567299 0.060 Uiso 1 1 calc R . .
C57 C 0.6603(3) 0.8982(4) 0.5987(3) 0.0439(14) Uani 1 1 d . . .
C58 C 0.6947(3) 0.8413(4) 0.6508(3) 0.0453(14) Uani 1 1 d . . .
C59 C 0.7318(3) 0.8833(4) 0.7094(3) 0.0485(15) Uani 1 1 d . . .
C60 C 0.7341(3) 0.9759(4) 0.7157(3) 0.0551(16) Uani 1 1 d . . .
H60 H 0.759920 1.002847 0.755275 0.066 Uiso 1 1 calc R . .
O22 O 1.0540(5) 0.7023(5) 0.7833(4) 0.175(4) Uani 1 1 d . . .
O23 O 1.000000 0.2936(7) 0.750000 0.166(5) Uani 1 2 d S T P
H23A H 1.016863 0.275377 0.787377 0.250 Uiso 0.5 1 calc GR . .
O24 O 0.8665(4) 0.4266(7) 0.5982(4) 0.159(4) Uani 1 1 d . . .
O25 O 0.8864(6) 0.3099(6) 0.6511(4) 0.196(5) Uani 1 1 d . . .
N16 N 1.000000 0.6654(7) 0.750000 0.110(4) Uani 1 2 d S T P
N17 N 0.8959(4) 0.3854(7) 0.6460(4) 0.102(2) Uani 1 1 d . . .
C61 C 1.000000 0.5674(6) 0.750000 0.070(3) Uani 1 2 d S T P
C62 C 0.9501(4) 0.5230(5) 0.6991(3) 0.0678(19) Uani 1 1 d . . .
H62 H 0.916737 0.554288 0.664995 0.081 Uiso 1 1 calc R . .
C63 C 0.9506(3) 0.4315(5) 0.6998(3) 0.0591(17) Uani 1 1 d . . .
C64 C 1.000000 0.3845(6) 0.750000 0.064(3) Uani 1 2 d S T P
N1 N 0.7232(3) 0.5302(3) 0.6557(2) 0.0490(12) Uani 1 1 d . . .
N2 N 0.7424(3) 0.6038(3) 0.6932(2) 0.0652(15) Uani 1 1 d . . .
N3 N 0.7397(3) 0.5944(3) 0.3782(2) 0.0500(12) Uani 1 1 d . . .
N4 N 0.7503(3) 0.6795(3) 0.3654(2) 0.0579(14) Uani 1 1 d . . .
N5 N 0.7074(2) 0.1959(3) 0.4768(2) 0.0433(12) Uani 1 1 d . . .
N6 N 0.6976(3) 0.1200(3) 0.4427(2) 0.0506(13) Uani 1 1 d . . .
C1 C 0.6882(3) 0.4906(3) 0.5396(2) 0.0414(14) Uani 1 1 d . . .
C2 C 0.7276(4) 0.5379(4) 0.5126(3) 0.0663(14) Uani 1 1 d . . .
C3 C 0.7487(3) 0.4960(3) 0.4684(2) 0.0413(14) Uani 1 1 d . . .
C4 C 0.7318(3) 0.4064(3) 0.4515(2) 0.0411(14) Uani 1 1 d . . .
C5 C 0.6889(3) 0.3617(3) 0.4755(2) 0.0406(14) Uani 1 1 d . . .
C6 C 0.6674(3) 0.4029(3) 0.5201(2) 0.0414(14) Uani 1 1 d . . .
C7 C 0.6668(3) 0.5348(4) 0.5899(3) 0.0537(16) Uani 1 1 d . . .
H7A H 0.655060 0.596883 0.578211 0.064 Uiso 1 1 calc R . .
H7B H 0.625226 0.505353 0.589825 0.064 Uiso 1 1 calc R . .
C8 C 0.7886(3) 0.5478(4) 0.4369(3) 0.0540(16) Uani 1 1 d . . .
H8A H 0.818721 0.591317 0.467199 0.065 Uiso 1 1 calc R . .
H8B H 0.818006 0.507314 0.425237 0.065 Uiso 1 1 calc R . .
C9 C 0.6591(3) 0.2714(3) 0.4478(3) 0.0518(16) Uani 1 1 d . . .
H9A H 0.616253 0.261616 0.454181 0.062 Uiso 1 1 calc R . .
H9B H 0.646931 0.272093 0.401576 0.062 Uiso 1 1 calc R . .
C10 C 0.7401(4) 0.6401(4) 0.5249(3) 0.0663(14) Uani 1 1 d . . .
H10 H 0.709626 0.684343 0.500405 0.080 Uiso 1 1 calc R . .
C11 C 0.7995(6) 0.6555(8) 0.5744(6) 0.159(5) Uani 1 1 d . . .
H11A H 0.837186 0.627430 0.567193 0.238 Uiso 1 1 calc GR . .
H11B H 0.797133 0.631529 0.612932 0.238 Uiso 1 1 calc GR . .
H11C H 0.807593 0.718763 0.579354 0.238 Uiso 1 1 calc GR . .
C12 C 0.7607(3) 0.3572(4) 0.4083(3) 0.0579(17) Uani 1 1 d . . .
H12A H 0.761539 0.397688 0.375005 0.070 Uiso 1 1 calc R . .
H12B H 0.729824 0.307899 0.387102 0.070 Uiso 1 1 calc R . .
C13 C 0.8349(4) 0.3211(5) 0.4464(3) 0.080(2) Uani 1 1 d . . .
H13A H 0.850431 0.289176 0.417737 0.120 Uiso 1 1 calc GR . .
H13B H 0.834427 0.281585 0.479726 0.120 Uiso 1 1 calc GR . .
H13C H 0.866150 0.370065 0.465655 0.120 Uiso 1 1 calc GR . .
C14 C 0.6175(3) 0.3542(4) 0.5435(3) 0.0569(17) Uani 1 1 d . . .
H14A H 0.626798 0.290464 0.545090 0.068 Uiso 1 1 calc R . .
H14B H 0.626255 0.373821 0.587031 0.068 Uiso 1 1 calc R . .
C15 C 0.5411(3) 0.3712(5) 0.4997(4) 0.078(2) Uani 1 1 d . . .
H15A H 0.532507 0.353196 0.456389 0.116 Uiso 1 1 calc GR . .
H15B H 0.530945 0.433764 0.500192 0.116 Uiso 1 1 calc GR . .
H15C H 0.511505 0.337467 0.514924 0.116 Uiso 1 1 calc GR . .
C16 C 0.7596(3) 0.4591(4) 0.6864(3) 0.0523(16) Uani 1 1 d . . .
H16 H 0.754270 0.401296 0.669967 0.063 Uiso 1 1 calc R . .
C17 C 0.8066(3) 0.4855(4) 0.7469(3) 0.0494(15) Uani 1 1 d . . .
C18 C 0.7927(4) 0.5762(4) 0.7476(3) 0.0654(19) Uani 1 1 d . . .
H18 H 0.816170 0.613493 0.782676 0.079 Uiso 1 1 calc R . .
C19 C 0.8604(3) 0.4335(4) 0.7985(3) 0.0549(16) Uani 1 1 d . . .
C20 C 0.9106(4) 0.4753(5) 0.8520(3) 0.0692(19) Uani 1 1 d . . .
H20 H 0.910090 0.537216 0.855520 0.083 Uiso 1 1 calc R . .
C21 C 0.9610(4) 0.4265(6) 0.9000(3) 0.082(2) Uani 1 1 d . . .
H21 H 0.994184 0.455631 0.935468 0.098 Uiso 1 1 calc R . .
C22 C 0.9626(5) 0.3350(6) 0.8957(4) 0.090(3) Uani 1 1 d . . .
H22 H 0.996613 0.302145 0.928197 0.108 Uiso 1 1 calc R . .
C23 C 0.9137(5) 0.2924(5) 0.8429(4) 0.084(2) Uani 1 1 d . . .
H23 H 0.915097 0.230537 0.839628 0.101 Uiso 1 1 calc R . .
C24 C 0.8628(4) 0.3405(4) 0.7950(3) 0.0689(19) Uani 1 1 d . . .
H24 H 0.829537 0.310682 0.759940 0.083 Uiso 1 1 calc R . .
C25 C 0.6806(3) 0.5644(4) 0.3301(3) 0.0531(16) Uani 1 1 d . . .
H25 H 0.662019 0.507246 0.327287 0.064 Uiso 1 1 calc R . .
C26 C 0.6521(3) 0.6320(4) 0.2857(3) 0.0468(15) Uani 1 1 d . . .
C27 C 0.6978(3) 0.7020(4) 0.3103(3) 0.0597(17) Uani 1 1 d . . .
H27 H 0.692684 0.757878 0.290875 0.072 Uiso 1 1 calc R . .
C28 C 0.5868(3) 0.6294(4) 0.2268(3) 0.0528(16) Uani 1 1 d . . .
C29 C 0.5546(4) 0.7061(5) 0.1962(4) 0.089(3) Uani 1 1 d . . .
H29 H 0.575000 0.760963 0.212635 0.106 Uiso 1 1 calc R . .
C30 C 0.4937(5) 0.7045(6) 0.1425(4) 0.110(3) Uani 1 1 d . . .
H30 H 0.473397 0.757618 0.122231 0.132 Uiso 1 1 calc R . .
C31 C 0.4631(4) 0.6258(7) 0.1189(4) 0.094(3) Uani 1 1 d . . .
H31 H 0.420819 0.624813 0.082758 0.113 Uiso 1 1 calc R . .
C32 C 0.4926(5) 0.5488(6) 0.1469(4) 0.105(3) Uani 1 1 d . . .
H32 H 0.471497 0.494470 0.129963 0.125 Uiso 1 1 calc R . .
C33 C 0.5545(4) 0.5507(5) 0.2010(3) 0.088(3) Uani 1 1 d . . .
H33 H 0.574830 0.497179 0.220457 0.105 Uiso 1 1 calc R . .
C34 C 0.7522(3) 0.1797(4) 0.5381(3) 0.0467(15) Uani 1 1 d . . .
H34 H 0.766817 0.221319 0.571453 0.056 Uiso 1 1 calc R . .
C35 C 0.7731(3) 0.0909(4) 0.5436(3) 0.0432(14) Uani 1 1 d . . .
C36 C 0.7366(3) 0.0567(4) 0.4827(3) 0.0551(16) Uani 1 1 d . . .
H36 H 0.738885 -0.002435 0.470963 0.066 Uiso 1 1 calc R . .
C37 C 0.8207(3) 0.0429(4) 0.6009(3) 0.0512(15) Uani 1 1 d . . .
C38 C 0.8619(3) 0.0876(5) 0.6561(3) 0.075(2) Uani 1 1 d . . .
H38 H 0.860595 0.149740 0.656766 0.090 Uiso 1 1 calc R . .
C39 C 0.9048(4) 0.0426(7) 0.7104(4) 0.100(3) Uani 1 1 d . . .
H39 H 0.932724 0.074199 0.747259 0.120 Uiso 1 1 calc R . .
C40 C 0.9067(4) -0.0483(7) 0.7106(4) 0.094(3) Uani 1 1 d . . .
H40 H 0.934963 -0.078639 0.747996 0.112 Uiso 1 1 calc R . .
C41 C 0.8673(4) -0.0954(5) 0.6563(4) 0.074(2) Uani 1 1 d . . .
H41 H 0.869677 -0.157479 0.656118 0.089 Uiso 1 1 calc R . .
C42 C 0.8236(3) -0.0496(4) 0.6010(3) 0.0593(17) Uani 1 1 d . . .
H42 H 0.796250 -0.081269 0.564068 0.071 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 N7 C43 118.2(10) . .
O2 N7 O1 123.8(9) . .
O2 N7 C43 117.9(9) . .
O3 N8 C47 120.5(8) . .
O4 N8 O3 116.3(9) . .
O4 N8 C47 123.2(7) . .
O5 N9 O6 117.4(7) . .
O5 N9 C45 121.6(7) . .
O6 N9 C45 120.8(7) . .
C44 C43 N7 118.0(8) . .
C48 C43 N7 120.1(8) . .
C48 C43 C44 121.9(7) . .
C45 C44 C43 118.3(7) . .
C44 C45 N9 115.6(7) . .
C44 C45 C46 124.2(6) . .
C46 C45 N9 120.2(6) . .
O7 C46 C45 123.6(6) . .
O7 C46 C47 123.5(6) . .
C47 C46 C45 113.0(6) . .
C46 C47 N8 120.1(6) . .
C48 C47 N8 117.6(7) . .
C48 C47 C46 122.3(7) . .
C43 C48 C47 120.0(7) . .
O8 N10 O9 122.4(6) . .
O8 N10 C49 120.8(6) . .
O9 N10 C49 116.7(6) . .
O10 N11 O11 121.6(6) . .
O10 N11 C53 121.3(5) . .
O11 N11 C53 117.0(6) . .
O12 N12 O13 124.1(6) . .
O12 N12 C51 117.6(6) . .
O13 N12 C51 118.3(6) . .
C50 C49 N10 116.6(6) . .
C50 C49 C54 123.6(5) . .
C54 C49 N10 119.7(5) . .
C51 C50 C49 119.4(6) . .
C50 C51 N12 120.0(6) . .
C50 C51 C52 121.1(6) . .
C52 C51 N12 118.9(6) . .
C51 C52 C53 119.7(5) . .
C52 C53 N11 117.1(5) . .
C52 C53 C54 122.6(5) . .
C54 C53 N11 120.3(5) . .
O14 C54 C49 121.8(5) . .
O14 C54 C53 124.4(5) . .
C49 C54 C53 113.6(5) . .
O15 N13 C55 118.8(7) . .
O16 N13 O15 123.2(7) . .
O16 N13 C55 118.0(7) . .
O17 N14 C59 119.0(7) . .
O18 N14 O17 123.5(7) . .
O18 N14 C59 117.5(7) . .
O19 N15 O20 125.4(6) . .
O19 N15 C57 116.8(6) . .
O20 N15 C57 117.9(6) . .
C56 C55 N13 118.7(6) . .
C60 C55 N13 119.0(6) . .
C60 C55 C56 122.3(6) . .
C57 C56 C55 117.4(5) . .
C56 C57 N15 118.6(5) . .
C56 C57 C58 124.2(5) . .
C58 C57 N15 117.1(5) . .
O21 C58 C57 116.3(5) . .
O21 C58 C59 128.2(5) . .
C59 C58 C57 115.4(5) . .
C58 C59 N14 121.2(5) . .
C58 C59 C60 122.1(5) . .
C60 C59 N14 116.7(6) . .
C55 C60 C59 118.5(6) . .
O22 N16 O22 125.6(12) 2_756 .
O22 N16 C61 117.2(6) . .
O22 N16 C61 117.2(6) 2_756 .
O24 N17 C63 117.4(9) . .
O25 N17 O24 123.6(10) . .
O25 N17 C63 118.9(10) . .
C62 C61 N16 118.9(4) . .
C62 C61 N16 118.9(4) 2_756 .
C62 C61 C62 122.2(9) . 2_756
C63 C62 C61 118.3(7) . .
C62 C63 N17 117.5(7) . .
C62 C63 C64 121.3(6) . .
C64 C63 N17 121.2(7) . .
O23 C64 C63 120.7(4) . .
O23 C64 C63 120.7(4) . 2_756
C63 C64 C63 118.7(8) 2_756 .
N2 N1 C7 120.6(4) . .
C16 N1 N2 111.3(5) . .
C16 N1 C7 128.1(5) . .
C18 N2 N1 104.8(5) . .
N4 N3 C8 121.6(5) . .
N4 N3 C25 108.6(5) . .
C25 N3 C8 129.8(5) . .
C27 N4 N3 107.2(5) . .
N6 N5 C9 118.2(4) . .
N6 N5 C34 108.7(4) . .
C34 N5 C9 131.4(5) . .
C36 N6 N5 107.5(4) . .
C2 C1 C7 120.2(5) . .
C6 C1 C2 120.1(5) . .
C6 C1 C7 119.7(5) . .
C1 C2 C10 120.4(6) . .
C3 C2 C1 119.6(5) . .
C3 C2 C10 119.5(6) . .
C2 C3 C4 120.8(5) . .
C2 C3 C8 119.9(5) . .
C4 C3 C8 119.2(5) . .
C3 C4 C12 121.2(5) . .
C5 C4 C3 118.9(5) . .
C5 C4 C12 119.9(5) . .
C4 C5 C6 120.7(5) . .
C4 C5 C9 119.3(5) . .
C6 C5 C9 119.6(5) . .
C1 C6 C5 119.5(5) . .
C1 C6 C14 120.5(5) . .
C5 C6 C14 119.8(5) . .
N1 C7 C1 112.0(5) . .
N3 C8 C3 110.7(5) . .
N5 C9 C5 113.9(4) . .
C11 C10 C2 111.0(8) . .
C4 C12 C13 112.2(5) . .
C15 C14 C6 112.0(5) . .
N1 C16 C17 108.4(5) . .
C16 C17 C18 102.9(5) . .
C16 C17 C19 130.0(5) . .
C18 C17 C19 127.1(6) . .
N2 C18 C17 112.6(6) . .
C20 C19 C17 121.2(6) . .
C20 C19 C24 117.8(6) . .
C24 C19 C17 121.0(6) . .
C21 C20 C19 121.0(7) . .
C22 C21 C20 120.3(8) . .
C21 C22 C23 119.5(8) . .
C22 C23 C24 120.6(8) . .
C23 C24 C19 120.7(7) . .
N3 C25 C26 109.1(5) . .
C25 C26 C28 127.4(5) . .
C27 C26 C25 103.9(5) . .
C27 C26 C28 128.7(5) . .
N4 C27 C26 111.2(5) . .
C29 C28 C26 121.5(6) . .
C33 C28 C26 121.8(6) . .
C33 C28 C29 116.7(6) . .
C30 C29 C28 122.0(7) . .
C31 C30 C29 119.6(8) . .
C32 C31 C30 120.8(7) . .
C31 C32 C33 119.3(8) . .
C28 C33 C32 121.6(7) . .
N5 C34 C35 109.1(5) . .
C34 C35 C37 128.7(5) . .
C36 C35 C34 103.9(5) . .
C36 C35 C37 127.4(5) . .
N6 C36 C35 110.7(5) . .
C38 C37 C35 121.3(6) . .
C38 C37 C42 118.3(6) . .
C42 C37 C35 120.4(6) . .
C37 C38 C39 121.3(8) . .
C40 C39 C38 120.1(8) . .
C39 C40 C41 120.4(7) . .
C40 C41 C42 119.4(7) . .
C37 C42 C41 120.4(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 N7 1.223(10) .
O2 N7 1.220(10) .
O3 N8 1.185(8) .
O4 N8 1.155(9) .
O5 N9 1.167(8) .
O6 N9 1.190(7) .
O7 C46 1.247(7) .
N7 C43 1.456(10) .
N8 C47 1.442(10) .
N9 C45 1.447(9) .
C43 C44 1.375(9) .
C43 C48 1.361(10) .
C44 C45 1.362(9) .
C45 C46 1.438(9) .
C46 C47 1.436(8) .
C47 C48 1.374(9) .
O8 N10 1.200(7) .
O9 N10 1.201(7) .
O10 N11 1.193(6) .
O11 N11 1.231(7) .
O12 N12 1.205(7) .
O13 N12 1.218(7) .
O14 C54 1.261(6) .
N10 C49 1.454(8) .
N11 C53 1.442(8) .
N12 C51 1.458(8) .
C49 C50 1.367(8) .
C49 C54 1.426(8) .
C50 C51 1.367(8) .
C51 C52 1.374(8) .
C52 C53 1.377(8) .
C53 C54 1.430(8) .
O15 N13 1.209(8) .
O16 N13 1.184(8) .
O17 N14 1.205(8) .
O18 N14 1.201(8) .
O19 N15 1.203(7) .
O20 N15 1.204(7) .
O21 C58 1.301(6) .
N13 C55 1.468(8) .
N14 C59 1.450(8) .
N15 C57 1.475(7) .
C55 C56 1.374(8) .
C55 C60 1.358(8) .
C56 C57 1.360(8) .
C57 C58 1.395(7) .
C58 C59 1.386(8) .
C59 C60 1.392(8) .
O22 N16 1.207(7) .
O23 C64 1.360(12) .
O24 N17 1.178(10) .
O25 N17 1.161(10) .
N16 C61 1.466(13) .
N17 C63 1.464(9) .
C61 C62 1.372(8) .
C61 C62 1.372(8) 2_756
C62 C63 1.368(9) .
C63 C64 1.378(7) .
N1 N2 1.348(6) .
N1 C7 1.481(7) .
N1 C16 1.328(7) .
N2 C18 1.320(7) .
N3 N4 1.343(6) .
N3 C8 1.482(7) .
N3 C25 1.350(7) .
N4 C27 1.328(7) .
N5 N6 1.341(6) .
N5 C9 1.479(7) .
N5 C34 1.344(7) .
N6 C36 1.336(7) .
C1 C2 1.396(8) .
C1 C6 1.395(7) .
C1 C7 1.527(8) .
C2 C3 1.390(8) .
C2 C10 1.556(9) .
C3 C4 1.398(7) .
C3 C8 1.509(8) .
C4 C5 1.390(7) .
C4 C12 1.525(8) .
C5 C6 1.399(7) .
C5 C9 1.514(7) .
C6 C14 1.527(8) .
C10 C11 1.312(12) .
C12 C13 1.533(9) .
C14 C15 1.522(9) .
C16 C17 1.381(8) .
C17 C18 1.389(8) .
C17 C19 1.473(8) .
C19 C20 1.389(9) .
C19 C24 1.396(9) .
C20 C21 1.377(9) .
C21 C22 1.373(11) .
C22 C23 1.374(11) .
C23 C24 1.376(9) .
C25 C26 1.379(8) .
C26 C27 1.373(8) .
C26 C28 1.472(8) .
C28 C29 1.369(9) .
C28 C33 1.365(9) .
C29 C30 1.357(10) .
C30 C31 1.343(11) .
C31 C32 1.340(11) .
C32 C33 1.374(10) .
C34 C35 1.387(7) .
C35 C36 1.375(8) .
C35 C37 1.464(8) .
C37 C38 1.371(9) .
C37 C42 1.385(8) .
C38 C39 1.370(10) .
C39 C40 1.360(12) .
C40 C41 1.366(11) .
C41 C42 1.394(9) .
