#------------------------------------------------------------------------------
#$Date: 2020-02-29 08:03:31 +0200 (Sat, 29 Feb 2020) $
#$Revision: 248567 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/33/2243300.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2243300
loop_
_publ_author_name
'El Ghallab, Yassine'
'Derfoufi, Sanae'
'Ketatni, El Mostafa'
'Saadi, Mohamed'
'El Ammari, Lahcen'
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 4-allyl-2-methoxy-6-nitrophenol
;
_journal_coeditor_code           RZ5270
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              461
_journal_page_last               465
_journal_paper_doi               10.1107/S2056989020002601
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C10 H11 N O4'
_chemical_formula_moiety         'C10 H11 N O4'
_chemical_formula_sum            'C10 H11 N O4'
_chemical_formula_weight         209.20
_chemical_name_common
;
2-Methoxy-6-nitro-4-(prop-2-en-1-yl)phenol
;
_chemical_name_systematic
;
4-Allyl-2-methoxy-6-nitrophenol
;
_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_creation_method           SHELXL-2018/3
_cell_angle_alpha                116.142(11)
_cell_angle_beta                 93.871(12)
_cell_angle_gamma                96.985(12)
_cell_formula_units_Z            6
_cell_length_a                   8.706(3)
_cell_length_b                   13.753(5)
_cell_length_c                   14.683(5)
_cell_measurement_reflns_used    6334
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.371
_cell_measurement_theta_min      2.662
_cell_volume                     1552.0(10)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
Ortep-3 for Windows (Farrugia, 2012);
Mercury (Macrae et al., 2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2016/6 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'PHOTON100 CMOS area-detector'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE Super DUO'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'HELIOS mirror optics'
_diffrn_radiation_source         'INCOATEC I\mS micro-focus source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0213
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            54955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.662
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.7070
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al., 2015)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_description       Block
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.408
_refine_diff_density_min         -0.201
_refine_ls_extinction_coef       0.021(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL-2018/3 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6334
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0473
_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)+(0.0592P)²+0.4096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1208
_refine_ls_wR_factor_ref         0.1339
_reflns_number_gt                4687
_reflns_number_total             6334
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            rz5270sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1552.0(9)
_cod_database_code               2243300
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.7703(5) 0.1282(3) 0.9575(3) 0.1442(14) Uani d 1 . .
H H1A 0.669741 0.087821 0.935152 0.173 Uiso calc 1 . .
H H1B 0.856141 0.092334 0.943266 0.173 Uiso calc 1 . .
C C2 0.7907(4) 0.2334(3) 1.0082(2) 0.1086(9) Uani d 1 . .
H H2 0.893725 0.269409 1.028622 0.130 Uiso calc 1 . .
C C3 0.6708(3) 0.30301(19) 1.03745(18) 0.0862(7) Uani d 1 . .
H H3A 0.681015 0.341956 1.111572 0.103 Uiso calc 1 . .
H H3B 0.568772 0.256699 1.013201 0.103 Uiso calc 1 . .
C C4 0.6796(2) 0.38578(15) 0.99543(14) 0.0619(5) Uani d 1 . .
C C5 0.5910(2) 0.36410(16) 0.90633(14) 0.0628(5) Uani d 1 . .
H H5 0.523012 0.297687 0.870481 0.075 Uiso calc 1 . .
C C6 0.60267(19) 0.44162(15) 0.86912(13) 0.0564(4) Uani d 1 . .
C C7 0.7021(2) 0.54237(14) 0.92020(13) 0.0533(4) Uani d 1 . .
C C8 0.79192(19) 0.56398(14) 1.01284(12) 0.0516(4) Uani d 1 . .
C C9 0.7813(2) 0.48670(15) 1.04822(13) 0.0576(4) Uani d 1 . .
H H9 0.842850 0.501427 1.108578 0.069 Uiso calc 1 . .
C C10 0.9739(3) 0.69329(18) 1.15663(15) 0.0763(6) Uani d 1 . .
H H10A 0.904755 0.692601 1.204647 0.115 Uiso calc 1 . .
H H10B 1.034076 0.765533 1.181861 0.115 Uiso calc 1 . .
H H10C 1.042918 0.641401 1.148116 0.115 Uiso calc 1 . .
N N1 0.50602(19) 0.41416(17) 0.77400(13) 0.0741(5) Uani d 1 . .
O O1 0.88445(16) 0.66397(10) 1.06010(10) 0.0687(4) Uani d 1 . .
O O2 0.71821(19) 0.62197(12) 0.89023(11) 0.0745(4) Uani d 1 . .
O O3 0.5206(2) 0.47908(17) 0.73564(13) 0.1008(6) Uani d 1 . .
O O4 0.41380(18) 0.32741(15) 0.73302(13) 0.0988(6) Uani d 1 . .
C C11A 0.4789(14) 0.2126(11) 0.2212(9) 0.107(4) Uani d 0.648(8) A 1
H H11A 0.504547 0.263438 0.196542 0.128 Uiso calc 0.648(8) A 1
H H11B 0.429013 0.141711 0.176573 0.128 Uiso calc 0.648(8) A 1
C C12A 0.5127(4) 0.2406(3) 0.3175(3) 0.0775(16) Uani d 0.648(8) A 1
H H12A 0.484720 0.186924 0.338427 0.093 Uiso calc 0.648(8) A 1
C C11B 0.472(2) 0.1982(15) 0.2141(18) 0.094(7) Uani d 0.352(8) A 2
H H11C 0.441218 0.141392 0.230507 0.113 Uiso calc 0.352(8) A 2
H H11D 0.453749 0.186675 0.146615 0.113 Uiso calc 0.352(8) A 2
C C12B 0.5447(7) 0.3007(8) 0.2904(7) 0.075(3) Uani d 0.352(8) A 2
H H12B 0.570414 0.351468 0.265767 0.090 Uiso calc 0.352(8) A 2
C C13 0.5863(3) 0.3424(3) 0.3925(2) 0.1000(8) Uani d 1 . .
H H13A 0.527879 0.363796 0.450327 0.120 Uiso calc 0.648(8) A 1
H H13B 0.581070 0.395340 0.365880 0.120 Uiso calc 0.648(8) A 1
H H13C 0.522486 0.297742 0.416294 0.120 Uiso calc 0.352(8) A 2
H H13D 0.559627 0.415525 0.424614 0.120 Uiso calc 0.352(8) A 2
C C14 0.7560(2) 0.35083(16) 0.43148(15) 0.0619(5) Uani d 1 . .
C C15 0.8104(2) 0.39916(15) 0.53351(15) 0.0610(5) Uani d 1 . .
H H15 0.742814 0.427603 0.581481 0.073 Uiso calc 1 . .
C C16 0.9676(2) 0.40594(13) 0.56597(13) 0.0532(4) Uani d 1 . .
C C17 1.07440(19) 0.36536(13) 0.49776(13) 0.0493(4) Uani d 1 . .
C C18 1.01636(19) 0.31557(14) 0.39249(12) 0.0507(4) Uani d 1 . .
C C19 0.8614(2) 0.30891(15) 0.36115(14) 0.0568(4) Uani d 1 . .
H H19 0.825339 0.275728 0.291428 0.068 Uiso calc 1 . .
C C20 1.0751(3) 0.2270(2) 0.22242(15) 0.0808(6) Uani d 1 . .
H H20A 0.995975 0.163994 0.203937 0.121 Uiso calc 1 . .
H H20B 1.162250 0.204457 0.186106 0.121 Uiso calc 1 . .
H H20C 1.033249 0.278869 0.204844 0.121 Uiso calc 1 . .
N N2 1.0193(2) 0.45748(14) 0.67507(12) 0.0697(4) Uani d 1 . .
O O5 1.12547(14) 0.27684(12) 0.32966(9) 0.0664(4) Uani d 1 . .
O O6 1.22701(14) 0.36805(12) 0.52235(11) 0.0641(4) Uani d 1 . .
O O7 1.1606(2) 0.47349(13) 0.70603(11) 0.0850(4) Uani d 1 . .
O O8 0.9228(2) 0.48412(17) 0.73412(12) 0.1068(6) Uani d 1 . .
C C21A -0.2510(12) -0.0879(7) 0.0621(5) 0.121(4) Uani d 0.668(9) B 1
H H21A -0.246926 -0.160899 0.045748 0.145 Uiso calc 0.668(9) B 1
H H21B -0.232777 -0.062093 0.014302 0.145 Uiso calc 0.668(9) B 1
C C22A -0.2799(4) -0.0266(4) 0.1454(3) 0.0764(14) Uani d 0.668(9) B 1
H H22A -0.281443 0.044748 0.154888 0.092 Uiso calc 0.668(9) B 1
C C21B -0.233(2) -0.0934(12) 0.0612(16) 0.119(8) Uani d 0.332(9) B 2
H H21C -0.233452 -0.028161 0.056564 0.143 Uiso calc 0.332(9) B 2
H H21D -0.206887 -0.154152 0.007319 0.143 Uiso calc 0.332(9) B 2
C C22B -0.2705(8) -0.0999(9) 0.1445(7) 0.078(3) Uani d 0.332(9) B 2
H H22B -0.264145 -0.170393 0.135978 0.094 Uiso calc 0.332(9) B 2
C C23 -0.3132(3) -0.0433(2) 0.23518(18) 0.0893(7) Uani d 1 . .
H H23A -0.323904 -0.121250 0.215662 0.107 Uiso calc 0.668(9) B 1
H H23B -0.412887 -0.021186 0.253318 0.107 Uiso calc 0.668(9) B 1
H H23C -0.385321 -0.093840 0.248213 0.107 Uiso calc 0.332(9) B 2
H H23D -0.371941 0.009953 0.229832 0.107 Uiso calc 0.332(9) B 2
C C24 -0.1915(2) 0.01826(14) 0.32956(14) 0.0575(4) Uani d 1 . .
C C25 -0.0350(2) 0.01984(14) 0.32198(13) 0.0547(4) Uani d 1 . .
H H25 -0.001961 -0.015992 0.258299 0.066 Uiso calc 1 . .
C C26 0.07431(18) 0.07529(13) 0.40997(13) 0.0483(4) Uani d 1 . .
C C27 0.03114(18) 0.13021(13) 0.50680(12) 0.0468(4) Uani d 1 . .
C C28 -0.13073(18) 0.12718(13) 0.51315(13) 0.0494(4) Uani d 1 . .
C C29 -0.23785(19) 0.07271(14) 0.42663(13) 0.0538(4) Uani d 1 . .
H H29 -0.343672 0.071824 0.432412 0.065 Uiso calc 1 . .
C C30 -0.3235(2) 0.1869(2) 0.62435(17) 0.0773(6) Uani d 1 . .
H H30A -0.364262 0.226379 0.590885 0.116 Uiso calc 1 . .
H H30B -0.331320 0.224162 0.696188 0.116 Uiso calc 1 . .
H H30C -0.382519 0.113848 0.595437 0.116 Uiso calc 1 . .
N N3 0.23790(17) 0.07279(13) 0.39773(13) 0.0618(4) Uani d 1 . .
O O9 -0.16410(14) 0.18116(12) 0.61035(9) 0.0671(4) Uani d 1 . .
O O10 0.12736(15) 0.18700(11) 0.59525(10) 0.0635(3) Uani d 1 . .
O O11 0.33723(15) 0.11885(14) 0.47501(12) 0.0795(4) Uani d 1 . .
O O12 0.27365(17) 0.02443(14) 0.31208(13) 0.0892(5) Uani d 1 . .
H H2O 0.658(3) 0.593(2) 0.829(2) 0.110(9) Uiso d 1 . .
H H6 1.236(3) 0.3989(19) 0.5856(19) 0.083(8) Uiso d 1 . .
H H10 0.218(3) 0.180(2) 0.5758(19) 0.095(8) Uiso d 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 H1A . . 120.0 ?
C2 C1 H1B . . 120.0 ?
H1A C1 H1B . . 120.0 ?
C1 C2 C3 . . 127.5(3) ?
C1 C2 H2 . . 116.2 ?
C3 C2 H2 . . 116.2 ?
C2 C3 C4 . . 113.5(2) ?
C2 C3 H3A . . 108.9 ?
C4 C3 H3A . . 108.9 ?
C2 C3 H3B . . 108.9 ?
C4 C3 H3B . . 108.9 ?
H3A C3 H3B . . 107.7 ?
C5 C4 C9 . . 118.99(18) ?
C5 C4 C3 . . 121.19(18) ?
C9 C4 C3 . . 119.81(18) ?
C4 C5 C6 . . 119.87(17) ?
C4 C5 H5 . . 120.1 ?
C6 C5 H5 . . 120.1 ?
C7 C6 C5 . . 122.23(16) ?
C7 C6 N1 . . 120.24(18) ?
C5 C6 N1 . . 117.52(17) ?
O2 C7 C6 . . 125.82(16) ?
O2 C7 C8 . . 116.97(16) ?
C6 C7 C8 . . 117.20(16) ?
O1 C8 C9 . . 125.18(16) ?
O1 C8 C7 . . 114.62(16) ?
C9 C8 C7 . . 120.19(16) ?
C8 C9 C4 . . 121.50(17) ?
C8 C9 H9 . . 119.3 ?
C4 C9 H9 . . 119.3 ?
O1 C10 H10A . . 109.5 ?
O1 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
O1 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
O4 N1 O3 . . 121.93(19) ?
O4 N1 C6 . . 119.1(2) ?
O3 N1 C6 . . 118.96(19) ?
C8 O1 C10 . . 117.66(15) ?
C7 O2 H2O . . 105.1(17) ?
C12A C11A H11A . . 120.0 ?
C12A C11A H11B . . 120.0 ?
H11A C11A H11B . . 120.0 ?
C11A C12A C13 . . 126.5(7) ?
C11A C12A H12A . . 116.8 ?
C13 C12A H12A . . 116.8 ?
C12B C11B H11C . . 120.0 ?
C12B C11B H11D . . 120.0 ?
H11C C11B H11D . . 120.0 ?
C13 C12B C11B . . 134.0(11) ?
C13 C12B H12B . . 113.0 ?
C11B C12B H12B . . 113.0 ?
C12B C13 C14 . . 118.1(3) ?
C12A C13 C14 . . 116.4(2) ?
C12A C13 H13A . . 108.2 ?
C14 C13 H13A . . 108.2 ?
C12A C13 H13B . . 108.2 ?
C14 C13 H13B . . 108.2 ?
H13A C13 H13B . . 107.3 ?
C12B C13 H13C . . 107.8 ?
C14 C13 H13C . . 107.8 ?
C12B C13 H13D . . 107.8 ?
C14 C13 H13D . . 107.8 ?
H13C C13 H13D . . 107.1 ?
C15 C14 C19 . . 118.49(17) ?
C15 C14 C13 . . 121.91(18) ?
C19 C14 C13 . . 119.59(18) ?
C14 C15 C16 . . 120.02(17) ?
C14 C15 H15 . . 120.0 ?
C16 C15 H15 . . 120.0 ?
C17 C16 C15 . . 122.55(16) ?
C17 C16 N2 . . 119.58(16) ?
C15 C16 N2 . . 117.87(16) ?
O6 C17 C16 . . 126.40(16) ?
O6 C17 C18 . . 116.84(15) ?
C16 C17 C18 . . 116.75(15) ?
O5 C18 C19 . . 125.52(16) ?
O5 C18 C17 . . 114.12(14) ?
C19 C18 C17 . . 120.36(16) ?
C18 C19 C14 . . 121.83(17) ?
C18 C19 H19 . . 119.1 ?
C14 C19 H19 . . 119.1 ?
O5 C20 H20A . . 109.5 ?
O5 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
O5 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
O8 N2 O7 . . 121.72(18) ?
O8 N2 C16 . . 119.09(19) ?
O7 N2 C16 . . 119.18(17) ?
C18 O5 C20 . . 117.02(14) ?
C17 O6 H6 . . 101.5(17) ?
C22A C21A H21A . . 120.0 ?
C22A C21A H21B . . 120.0 ?
H21A C21A H21B . . 120.0 ?
C21A C22A C23 . . 132.2(6) ?
C21A C22A H22A . . 113.9 ?
C23 C22A H22A . . 113.9 ?
C22B C21B H21C . . 120.0 ?
C22B C21B H21D . . 120.0 ?
H21C C21B H21D . . 120.0 ?
C23 C22B C21B . . 143.2(12) ?
C23 C22B H22B . . 108.4 ?
C21B C22B H22B . . 108.4 ?
C22B C23 C24 . . 120.4(4) ?
C22A C23 C24 . . 115.5(2) ?
C22A C23 H23A . . 108.4 ?
C24 C23 H23A . . 108.4 ?
C22A C23 H23B . . 108.4 ?
C24 C23 H23B . . 108.4 ?
H23A C23 H23B . . 107.5 ?
C22B C23 H23C . . 107.2 ?
C24 C23 H23C . . 107.2 ?
C22B C23 H23D . . 107.2 ?
C24 C23 H23D . . 107.2 ?
H23C C23 H23D . . 106.9 ?
C25 C24 C29 . . 118.75(16) ?
C25 C24 C23 . . 120.96(18) ?
C29 C24 C23 . . 120.28(17) ?
C24 C25 C26 . . 119.89(16) ?
C24 C25 H25 . . 120.1 ?
C26 C25 H25 . . 120.1 ?
C27 C26 C25 . . 122.34(15) ?
C27 C26 N3 . . 120.08(15) ?
C25 C26 N3 . . 117.58(15) ?
O10 C27 C26 . . 126.64(15) ?
O10 C27 C28 . . 116.39(15) ?
C26 C27 C28 . . 116.96(14) ?
O9 C28 C29 . . 125.80(15) ?
O9 C28 C27 . . 113.62(14) ?
C29 C28 C27 . . 120.58(16) ?
C28 C29 C24 . . 121.47(15) ?
C28 C29 H29 . . 119.3 ?
C24 C29 H29 . . 119.3 ?
O9 C30 H30A . . 109.5 ?
O9 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
O9 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
O12 N3 O11 . . 121.95(16) ?
O12 N3 C26 . . 119.16(16) ?
O11 N3 C26 . . 118.88(16) ?
C28 O9 C30 . . 117.87(14) ?
C27 O10 H10 . . 102.6(17) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.285(4) ?
C1 H1A . 0.9300 ?
C1 H1B . 0.9300 ?
C2 C3 . 1.460(4) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.512(3) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.363(3) ?
C4 C9 . 1.404(3) ?
C5 C6 . 1.393(3) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.392(3) ?
C6 N1 . 1.449(2) ?
C7 O2 . 1.344(2) ?
C7 C8 . 1.412(2) ?
C8 O1 . 1.355(2) ?
C8 C9 . 1.370(2) ?
C9 H9 . 0.9300 ?
C10 O1 . 1.432(2) ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
N1 O4 . 1.224(2) ?
N1 O3 . 1.247(2) ?
O2 H2O . 0.91(3) ?
C11A C12A . 1.293(12) ?
C11A H11A . 0.9300 ?
C11A H11B . 0.9300 ?
C12A C13 . 1.383(5) ?
C12A H12A . 0.9300 ?
C11B C12B . 1.39(2) ?
C11B H11C . 0.9300 ?
C11B H11D . 0.9300 ?
C12B C13 . 1.351(9) ?
C12B H12B . 0.9300 ?
C13 C14 . 1.520(3) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C13 H13C . 0.9700 ?
C13 H13D . 0.9700 ?
C14 C15 . 1.364(3) ?
C14 C19 . 1.404(3) ?
C15 C16 . 1.397(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.392(2) ?
C16 N2 . 1.448(2) ?
C17 O6 . 1.345(2) ?
C17 C18 . 1.411(2) ?
C18 O5 . 1.359(2) ?
C18 C19 . 1.374(2) ?
C19 H19 . 0.9300 ?
C20 O5 . 1.423(2) ?
C20 H20A . 0.9600 ?
C20 H20B . 0.9600 ?
C20 H20C . 0.9600 ?
N2 O8 . 1.219(2) ?
N2 O7 . 1.240(2) ?
O6 H6 . 0.83(2) ?
C21A C22A . 1.206(8) ?
C21A H21A . 0.9300 ?
C21A H21B . 0.9300 ?
C22A C23 . 1.475(5) ?
C22A H22A . 0.9300 ?
C21B C22B . 1.32(2) ?
C21B H21C . 0.9300 ?
C21B H21D . 0.9300 ?
C22B C23 . 1.320(9) ?
C22B H22B . 0.9300 ?
C23 C24 . 1.520(3) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C23 H23C . 0.9700 ?
C23 H23D . 0.9700 ?
C24 C25 . 1.373(2) ?
C24 C29 . 1.402(3) ?
C25 C26 . 1.395(2) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.389(2) ?
C26 N3 . 1.450(2) ?
C27 O10 . 1.341(2) ?
C27 C28 . 1.415(2) ?
C28 O9 . 1.359(2) ?
C28 C29 . 1.370(2) ?
C29 H29 . 0.9300 ?
C30 O9 . 1.423(2) ?
C30 H30A . 0.9600 ?
C30 H30B . 0.9600 ?
C30 H30C . 0.9600 ?
N3 O12 . 1.219(2) ?
N3 O11 . 1.240(2) ?
O10 H10 . 0.86(3) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O10 H10 O11 . 0.86(3) 1.81(3) 2.594(2) 149(2)
O6 H6 O7 . 0.83(2) 1.83(2) 2.584(2) 152(2)
O2 H2O O3 . 0.91(3) 1.78(3) 2.587(2) 146(2)
C12A H12A O12 . 0.93 2.58 3.382(4) 144.6
C12B H12B O3 2_666 0.93 2.56 3.325(8) 139.9
C9 H9 O7 2_767 0.93 2.59 3.394(2) 144.8
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 C2 C3 C4 . . . . -120.5(3) ?
C2 C3 C4 C5 . . . . 95.0(3) ?
C2 C3 C4 C9 . . . . -84.5(3) ?
C9 C4 C5 C6 . . . . 0.1(3) ?
C3 C4 C5 C6 . . . . -179.48(18) ?
C4 C5 C6 C7 . . . . -0.3(3) ?
C4 C5 C6 N1 . . . . 179.90(16) ?
C5 C6 C7 O2 . . . . -178.92(16) ?
N1 C6 C7 O2 . . . . 0.8(3) ?
C5 C6 C7 C8 . . . . -0.3(2) ?
N1 C6 C7 C8 . . . . 179.51(14) ?
O2 C7 C8 O1 . . . . -0.1(2) ?
C6 C7 C8 O1 . . . . -178.89(14) ?
O2 C7 C8 C9 . . . . 179.89(15) ?
C6 C7 C8 C9 . . . . 1.1(2) ?
O1 C8 C9 C4 . . . . 178.59(16) ?
C7 C8 C9 C4 . . . . -1.4(3) ?
C5 C4 C9 C8 . . . . 0.8(3) ?
C3 C4 C9 C8 . . . . -179.65(18) ?
C7 C6 N1 O4 . . . . -176.42(16) ?
C5 C6 N1 O4 . . . . 3.4(2) ?
C7 C6 N1 O3 . . . . 4.4(3) ?
C5 C6 N1 O3 . . . . -175.79(17) ?
C9 C8 O1 C10 . . . . -2.6(3) ?
C7 C8 O1 C10 . . . . 177.44(16) ?
C11B C12B C13 C14 . . . . 100.3(13) ?
C11A C12A C13 C14 . . . . -105.3(7) ?
C12B C13 C14 C15 . . . . 175.2(5) ?
C12A C13 C14 C15 . . . . -132.1(3) ?
C12B C13 C14 C19 . . . . -4.2(5) ?
C12A C13 C14 C19 . . . . 48.6(4) ?
C19 C14 C15 C16 . . . . -0.1(3) ?
C13 C14 C15 C16 . . . . -179.5(2) ?
C14 C15 C16 C17 . . . . 0.3(3) ?
C14 C15 C16 N2 . . . . -179.68(17) ?
C15 C16 C17 O6 . . . . -179.69(16) ?
N2 C16 C17 O6 . . . . 0.3(3) ?
C15 C16 C17 C18 . . . . -0.4(2) ?
N2 C16 C17 C18 . . . . 179.66(15) ?
O6 C17 C18 O5 . . . . -0.1(2) ?
C16 C17 C18 O5 . . . . -179.54(14) ?
O6 C17 C18 C19 . . . . 179.56(15) ?
C16 C17 C18 C19 . . . . 0.2(2) ?
O5 C18 C19 C14 . . . . 179.73(17) ?
C17 C18 C19 C14 . . . . 0.1(3) ?
C15 C14 C19 C18 . . . . -0.1(3) ?
C13 C14 C19 C18 . . . . 179.3(2) ?
C17 C16 N2 O8 . . . . -173.68(18) ?
C15 C16 N2 O8 . . . . 6.3(3) ?
C17 C16 N2 O7 . . . . 6.4(3) ?
C15 C16 N2 O7 . . . . -173.57(17) ?
C19 C18 O5 C20 . . . . 1.2(3) ?
C17 C18 O5 C20 . . . . -179.13(16) ?
C21B C22B C23 C24 . . . . -92.5(19) ?
C21A C22A C23 C24 . . . . 113.8(7) ?
C22B C23 C24 C25 . . . . 2.5(7) ?
C22A C23 C24 C25 . . . . -45.2(4) ?
C22B C23 C24 C29 . . . . -176.1(7) ?
C22A C23 C24 C29 . . . . 136.1(3) ?
C29 C24 C25 C26 . . . . -0.2(3) ?
C23 C24 C25 C26 . . . . -178.83(18) ?
C24 C25 C26 C27 . . . . -0.1(3) ?
C24 C25 C26 N3 . . . . 179.01(15) ?
C25 C26 C27 O10 . . . . -178.86(15) ?
N3 C26 C27 O10 . . . . 2.0(2) ?
C25 C26 C27 C28 . . . . 0.4(2) ?
N3 C26 C27 C28 . . . . -178.66(14) ?
O10 C27 C28 O9 . . . . -1.6(2) ?
C26 C27 C28 O9 . . . . 179.02(14) ?
O10 C27 C28 C29 . . . . 178.92(15) ?
C26 C27 C28 C29 . . . . -0.5(2) ?
O9 C28 C29 C24 . . . . -179.25(16) ?
C27 C28 C29 C24 . . . . 0.1(3) ?
C25 C24 C29 C28 . . . . 0.2(3) ?
C23 C24 C29 C28 . . . . 178.83(19) ?
C27 C26 N3 O12 . . . . -179.78(16) ?
C25 C26 N3 O12 . . . . 1.1(2) ?
C27 C26 N3 O11 . . . . 1.1(2) ?
C25 C26 N3 O11 . . . . -178.04(16) ?
C29 C28 O9 C30 . . . . -3.2(3) ?
C27 C28 O9 C30 . . . . 177.35(16) ?

_cod_database_fobs_code 2243300
