#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006886.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_2006886
loop_
_publ_author_name
'Kurihara, H.'
'Fujita, S.'
'Mase, T.'
_publ_contact_author
;
 Dr. Hiroyuki Kurihara
 Chemistry Lab.
 Yamanouchi Pharmaceutical Co., Ltd.
 21 Miyukigaoka
 Tsukuba
 Ibaraki 305
 Japan
;
_publ_section_title
;
 ({-})-Formoterol, a Selective \b~2~-Adrenoreceptor Agonist
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1887
_journal_page_last               1889
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         'C19 H25 N2 O4 1+, C4 H5 O6 1-'
_chemical_formula_sum            'C23 H30 N2 O10'
_chemical_formula_weight         494.50
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 101.130(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   18.965(2)
_cell_length_b                   7.522(2)
_cell_length_c                   8.7940(10)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    296
_cell_measurement_theta_max      39.4
_cell_measurement_theta_min      35.6
_cell_volume                     1230.9(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1995)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_diffrn_ambient_temperature      296
_diffrn_measurement_device       'Rigaku AFC5R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_sigmaI/netI    0.080
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2942
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         79.74
_diffrn_reflns_theta_min         2.37
_diffrn_standards_decay_%        -0.58
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.892
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.854
_exptl_absorpt_correction_type   '\y scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             524.00
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.307
_refine_ls_goodness_of_fit_obs   1.197
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     316
_refine_ls_number_reflns         2531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_obs          0.0662
_refine_ls_shift/esd_max         0.0090
_refine_ls_shift/esd_mean        0.0020
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 1/[\s^2^(Fo) + 0.00168|Fo|^2^]'
_refine_ls_wR_factor_all         0.0886
_refine_ls_wR_factor_obs         0.0811
_reflns_number_observed          2531
_reflns_number_total             2772
_reflns_observed_criterion       >0.1sigma(I)
_[local]_cod_data_source_file    ta1149.cif
_[local]_cod_data_source_block   I
_[local]_cod_cif_authors_sg_H-M  'P 21       '
_cod_original_cell_volume        1231.0(3)
_cod_database_code               2006886
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,1/2+y,   -z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0290(10) 0.062(2) 0.0320(10) 0.0010(10) 0.0019(9) 0.0010(10)
O2 0.055(2) 0.128(4) 0.040(2) 0.038(2) 0.0030(10) 0.020(2)
O3 0.0350(10) 0.044(2) 0.040(2) 0.0030(10) 0.0100(10) 0.0040(10)
O4 0.061(2) 0.176(6) 0.086(3) -0.003(3) -0.022(2) 0.058(4)
O5 0.079(2) 0.035(2) 0.045(2) 0.002(2) 0.018(2) -0.0020(10)
O6 0.093(3) 0.048(2) 0.041(2) -0.019(2) 0.028(2) 0.002(2)
O7 0.0350(10) 0.041(2) 0.0400(10) 0.0000(10) 0.0050(10) 0.0080(10)
O8 0.0370(10) 0.038(2) 0.0330(10) -0.0040(10) -0.0030(10) -0.0030(10)
O9 0.071(2) 0.036(2) 0.0350(10) -0.006(2) 0.0030(10) 0.0050(10)
O10 0.059(2) 0.030(2) 0.0350(10) 0.0000(10) -0.0050(10) -0.0030(10)
N1 0.0290(10) 0.051(2) 0.0300(10) 0.0070(10) 0.0060(10) -0.0020(10)
N2 0.0320(10) 0.041(2) 0.0280(10) -0.0030(10) 0.0050(10) 0.0020(10)
C1 0.0300(10) 0.035(2) 0.0290(10) -0.003(2) 0.0040(10) 0.000(2)
C2 0.0320(10) 0.032(2) 0.0280(10) 0.004(2) 0.0060(10) 0.000(2)
C3 0.0310(10) 0.037(2) 0.0270(10) -0.005(2) 0.0020(10) -0.003(2)
C4 0.0300(10) 0.041(2) 0.0320(10) -0.002(2) 0.0040(10) 0.001(2)
C5 0.0360(10) 0.065(3) 0.0290(10) 0.005(2) 0.0100(10) -0.001(2)
C6 0.0350(10) 0.063(3) 0.0250(10) 0.001(2) 0.0020(10) -0.003(2)
C7 0.045(2) 0.060(3) 0.0290(10) 0.006(2) 0.0070(10) 0.000(2)
C8 0.0320(10) 0.045(2) 0.032(2) 0.004(2) 0.0090(10) 0.007(2)
C9 0.033(2) 0.039(2) 0.042(2) 0.007(2) 0.006(2) 0.006(2)
C10 0.037(2) 0.051(2) 0.027(2) 0.000(2) 0.0020(10) 0.007(2)
C11 0.063(3) 0.065(3) 0.054(3) 0.004(3) -0.005(2) -0.025(3)
C12 0.039(2) 0.068(4) 0.041(2) 0.010(2) 0.0000(10) -0.008(2)
C13 0.034(2) 0.071(3) 0.043(2) 0.011(2) 0.0020(10) -0.009(2)
C14 0.048(3) 0.064(4) 0.076(3) -0.001(3) -0.001(2) 0.002(3)
C15 0.059(3) 0.087(5) 0.067(3) 0.000(3) 0.004(2) 0.016(3)
C16 0.041(2) 0.115(5) 0.064(3) 0.006(3) 0.002(2) 0.014(3)
C17 0.043(3) 0.124(6) 0.068(3) -0.025(3) -0.014(2) 0.023(3)
C18 0.034(2) 0.092(5) 0.069(3) -0.008(2) 0.002(2) 0.016(3)
C19 0.086(5) 0.174(8) 0.063(4) 0.027(6) -0.001(3) 0.046(5)
C20 0.048(2) 0.031(2) 0.0290(10) 0.001(2) -0.0090(10) 0.0050(10)
C21 0.036(2) 0.031(2) 0.027(2) -0.0040(10) -0.0020(10) 0.0010(10)
C22 0.032(2) 0.031(2) 0.028(2) -0.0020(10) 0.0030(10) -0.0010(10)
C23 0.038(2) 0.028(2) 0.0340(10) 0.001(2) 0.0030(10) 0.0000(10)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_occupancy
O1 0.35010(10) 0.573(2) 0.3815(3) 0.0418(7) Uani d 1.00
O2 0.5218(2) 0.521(2) 0.8489(4) 0.0750(10) Uani d 1.00
O3 0.6749(2) 0.418(2) 0.3382(3) 0.0393(8) Uani d 1.00
O4 1.0925(2) 0.489(2) 0.9496(6) 0.113(2) Uani d 1.00
O5 0.6920(2) 1.707(2) -0.0248(4) 0.0523(10) Uani d 1.00
O6 0.7441(2) 1.619(2) -0.2174(4) 0.0590(10) Uani d 1.00
O7 0.64110(10) 1.383(2) 0.0145(3) 0.0390(7) Uani d 1.00
O8 0.78860(10) 1.390(2) 0.1485(3) 0.0374(7) Uani d 1.00
O9 0.7532(2) 1.058(2) 0.1670(3) 0.0486(8) Uani d 1.00
O10 0.7244(2) 1.018(2) -0.0886(3) 0.0429(8) Uani d 1.00
N1 0.4358(2) 0.626(2) 0.6540(3) 0.0364(8) Uani d 1.00
N2 0.7517(2) 0.733(2) 0.3173(3) 0.0338(8) Uani d 1.00
C1 0.4222(2) 0.572(2) 0.3818(4) 0.0316(8) Uani d 1.00
C2 0.4684(2) 0.598(2) 0.5241(4) 0.0305(8) Uani d 1.00
C3 0.5425(2) 0.597(2) 0.5318(4) 0.0321(8) Uani d 1.00
C4 0.5706(2) 0.576(2) 0.3983(4) 0.0345(8) Uani d 1.00
C5 0.5236(2) 0.555(2) 0.2564(4) 0.0430(10) Uani d 1.00
C6 0.4499(2) 0.554(2) 0.2483(4) 0.0416(10) Uani d 1.00
C7 0.4640(2) 0.586(2) 0.8026(4) 0.0450(10) Uani d 1.00
C8 0.6517(2) 0.571(2) 0.4079(4) 0.0361(8) Uani d 1.00
C9 0.6748(2) 0.741(2) 0.3362(5) 0.0384(10) Uani d 1.00
C10 0.8068(2) 0.732(2) 0.4662(4) 0.0389(9) Uani d 1.00
C11 0.8143(3) 0.914(2) 0.5337(6) 0.0630(10) Uani d 1.00
C12 0.8768(2) 0.659(2) 0.4300(5) 0.0510(10) Uani d 1.00
C13 0.9308(2) 0.614(2) 0.5745(5) 0.0500(10) Uani d 1.00
C14 0.9228(3) 0.470(2) 0.6615(7) 0.065(2) Uani d 1.00
C15 0.9759(3) 0.419(2) 0.7921(7) 0.072(2) Uani d 1.00
C16 1.0367(3) 0.523(2) 0.8274(7) 0.074(2) Uani d 1.00
C17 1.0453(3) 0.665(2) 0.7420(7) 0.082(2) Uani d 1.00
C18 0.9926(3) 0.717(2) 0.6162(7) 0.066(2) Uani d 1.00
C19 1.0956(4) 0.323(2) 1.0228(8) 0.110(3) Uani d 1.00
C20 0.7119(2) 1.588(2) -0.1147(4) 0.0383(9) Uani d 1.00
C21 0.6934(2) 1.398(2) -0.0802(4) 0.0325(8) Uani d 1.00
C22 0.7617(2) 1.304(2) 0.0043(4) 0.0307(8) Uani d 1.00
C23 0.7456(2) 1.112(2) 0.0320(4) 0.0339(8) Uani d 1.00
H1 0.3299 0.5864 0.2666 0.0446 Uiso d 1.00
H2 0.5763 0.6117 0.6372 0.0383 Uiso calc 1.00
H3 0.5445 0.5443 0.1583 0.0490 Uiso calc 1.00
H4 0.4155 0.5294 0.1425 0.0490 Uiso calc 1.00
H5 0.3806 0.6735 0.6249 0.0412 Uiso d 1.00
H6 0.4316 0.6203 0.8829 0.0567 Uiso calc 1.00
H7 0.6758 0.5719 0.5215 0.0398 Uiso calc 1.00
H8 0.6486 0.4290 0.2180 0.0453 Uiso d 1.00
H9 0.6431 0.7615 0.2306 0.0432 Uiso calc 1.00
H10 0.6697 0.8476 0.4047 0.0432 Uiso calc 1.00
H11 0.7652 0.8228 0.2583 0.0386 Uiso d 1.00
H12 0.7505 0.6283 0.2420 0.0386 Uiso d 1.00
H13 0.7897 0.6491 0.5443 0.0427 Uiso calc 1.00
H14 0.7661 0.9584 0.5552 0.0788 Uiso calc 1.00
H15 0.8309 0.9997 0.4589 0.0788 Uiso calc 1.00
H16 0.8504 0.9157 0.6353 0.0788 Uiso calc 1.00
H17 0.8961 0.7535 0.3648 0.0566 Uiso calc 1.00
H18 0.8633 0.5501 0.3602 0.0566 Uiso calc 1.00
H19 0.8733 0.3964 0.6363 0.0777 Uiso calc 1.00
H20 0.9669 0.3023 0.8612 0.0821 Uiso calc 1.00
H21 1.0916 0.7395 0.7750 0.0928 Uiso calc 1.00
H22 0.9990 0.8338 0.5530 0.0733 Uiso calc 1.00
H23 1.0961 0.2162 0.9471 0.1152 Uiso calc 1.00
H24 1.0486 0.2989 1.0691 0.1152 Uiso calc 1.00
H25 1.1372 0.3055 1.1118 0.1152 Uiso calc 1.00
H26 0.7153 1.8608 -0.0408 0.0597 Uiso d 1.00
H27 0.6751 1.3321 -0.1815 0.0386 Uiso calc 1.00
H28 0.6162 1.5143 0.0039 0.0444 Uiso d 1.00
H29 0.8007 1.3150 -0.0631 0.0380 Uiso calc 1.00
H30 0.7836 1.3053 0.2305 0.0458 Uiso d 1.00
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.018 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O 0.049 0.032
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N 0.031 0.018
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 0 2
-4 1 1
-2 1 2
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 H1 1_555 1_555 1_555 100.8(3) no
C8 O3 H8 1_555 1_555 1_555 104.0(7) no
C16 O4 C19 1_555 1_555 1_555 118.9(7) no
C20 O5 H26 1_555 1_555 1_555 114.6(4) no
C21 O7 H28 1_555 1_555 1_555 102.8(4) no
C22 O8 H30 1_555 1_555 1_555 107.2(6) no
C2 N1 C7 1_555 1_555 1_555 126.6(4) no
C2 N1 H5 1_555 1_555 1_555 114.1(3) no
C7 N1 H5 1_555 1_555 1_555 119.0(3) no
C9 N2 C10 1_555 1_555 1_555 115.4(3) no
C9 N2 H11 1_555 1_555 1_555 114.7(5) no
C9 N2 H12 1_555 1_555 1_555 101.6(3) no
C10 N2 H11 1_555 1_555 1_555 105.9(4) no
C10 N2 H12 1_555 1_555 1_555 118.6(5) no
H11 N2 H12 1_555 1_555 1_555 100.0(3) no
O1 C1 C2 1_555 1_555 1_555 117.1(3) no
O1 C1 C6 1_555 1_555 1_555 123.0(3) no
C2 C1 C6 1_555 1_555 1_555 119.9(3) no
N1 C2 C1 1_555 1_555 1_555 116.5(3) no
N1 C2 C3 1_555 1_555 1_555 123.7(3) no
C1 C2 C3 1_555 1_555 1_555 119.8(3) no
C2 C3 C4 1_555 1_555 1_555 120.4(3) no
C2 C3 H2 1_555 1_555 1_555 119.5(4) no
C4 C3 H2 1_555 1_555 1_555 120.1(4) no
C3 C4 C5 1_555 1_555 1_555 119.1(4) no
C3 C4 C8 1_555 1_555 1_555 120.2(3) no
C5 C4 C8 1_555 1_555 1_555 120.7(3) no
C4 C5 C6 1_555 1_555 1_555 120.7(4) no
C4 C5 H3 1_555 1_555 1_555 118.8(4) no
C6 C5 H3 1_555 1_555 1_555 120.5(4) no
C1 C6 C5 1_555 1_555 1_555 120.0(4) no
C1 C6 H4 1_555 1_555 1_555 120.0(4) no
C5 C6 H4 1_555 1_555 1_555 119.8(4) no
O2 C7 N1 1_555 1_555 1_555 126.0(4) no
O2 C7 H6 1_555 1_555 1_555 119.1(5) no
N1 C7 H6 1_555 1_555 1_555 115.0(5) no
O3 C8 C4 1_555 1_555 1_555 113.2(4) no
O3 C8 C9 1_555 1_555 1_555 111.2(3) no
O3 C8 H7 1_555 1_555 1_555 108.4(7) no
C4 C8 C9 1_555 1_555 1_555 108.8(4) no
C4 C8 H7 1_555 1_555 1_555 108.2(3) no
C9 C8 H7 1_555 1_555 1_555 106.7(8) no
N2 C9 C8 1_555 1_555 1_555 112.1(4) no
N2 C9 H9 1_555 1_555 1_555 108.7(4) no
N2 C9 H10 1_555 1_555 1_555 107.5(4) no
C8 C9 H9 1_555 1_555 1_555 109.9(7) no
C8 C9 H10 1_555 1_555 1_555 110.4(6) no
H9 C9 H10 1_555 1_555 1_555 108.0(10) no
N2 C10 C11 1_555 1_555 1_555 109.6(4) no
N2 C10 C12 1_555 1_555 1_555 107.9(3) no
N2 C10 H13 1_555 1_555 1_555 109.3(4) no
C11 C10 C12 1_555 1_555 1_555 113.0(5) no
C11 C10 H13 1_555 1_555 1_555 108.1(7) no
C12 C10 H13 1_555 1_555 1_555 108.9(6) no
C10 C11 H14 1_555 1_555 1_555 110.5(8) no
C10 C11 H15 1_555 1_555 1_555 110.1(7) no
C10 C11 H16 1_555 1_555 1_555 110.8(9) no
H14 C11 H15 1_555 1_555 1_555 108.0(10) no
H14 C11 H16 1_555 1_555 1_555 108.0(6) no
H15 C11 H16 1_555 1_555 1_555 109.0(9) no
C10 C12 C13 1_555 1_555 1_555 112.5(4) no
C10 C12 H17 1_555 1_555 1_555 106.9(6) no
C10 C12 H18 1_555 1_555 1_555 106.5(4) no
C13 C12 H17 1_555 1_555 1_555 111.7(5) no
C13 C12 H18 1_555 1_555 1_555 111.9(7) no
H17 C12 H18 1_555 1_555 1_555 107.0(5) no
C12 C13 C14 1_555 1_555 1_555 121.6(5) no
C12 C13 C18 1_555 1_555 1_555 119.9(6) no
C14 C13 C18 1_555 1_555 1_555 118.4(5) no
C13 C14 C15 1_555 1_555 1_555 122.1(6) no
C13 C14 H19 1_555 1_555 1_555 119.0(7) no
C15 C14 H19 1_555 1_555 1_555 118.7(8) no
C14 C15 C16 1_555 1_555 1_555 117.3(7) no
C14 C15 H20 1_555 1_555 1_555 119.9(7) no
C16 C15 H20 1_555 1_555 1_555 122.8(6) no
O4 C16 C15 1_555 1_555 1_555 123.4(8) no
O4 C16 C17 1_555 1_555 1_555 115.5(7) no
C15 C16 C17 1_555 1_555 1_555 121.1(6) no
C16 C17 C18 1_555 1_555 1_555 121.5(6) no
C16 C17 H21 1_555 1_555 1_555 117.6(7) no
C18 C17 H21 1_555 1_555 1_555 120.8(9) no
C13 C18 C17 1_555 1_555 1_555 119.6(7) no
C13 C18 H22 1_555 1_555 1_555 119.9(5) no
C17 C18 H22 1_555 1_555 1_555 120.5(6) no
O4 C19 H23 1_555 1_555 1_555 113.3(8) no
O4 C19 H24 1_555 1_555 1_555 111.0(10) no
O4 C19 H25 1_555 1_555 1_555 115.0(10) no
H23 C19 H24 1_555 1_555 1_555 103.0(10) no
H23 C19 H25 1_555 1_555 1_555 107.0(10) no
H24 C19 H25 1_555 1_555 1_555 105.6(8) no
O5 C20 O6 1_555 1_555 1_555 124.8(5) no
O5 C20 C21 1_555 1_555 1_555 114.9(4) no
O6 C20 C21 1_555 1_555 1_555 120.2(5) no
O7 C21 C20 1_555 1_555 1_555 113.9(4) no
O7 C21 C22 1_555 1_555 1_555 107.5(3) no
O7 C21 H27 1_555 1_555 1_555 108.5(4) no
C20 C21 C22 1_555 1_555 1_555 108.8(3) no
C20 C21 H27 1_555 1_555 1_555 109.6(7) no
C22 C21 H27 1_555 1_555 1_555 108.3(6) no
O8 C22 C21 1_555 1_555 1_555 110.4(4) no
O8 C22 C23 1_555 1_555 1_555 109.7(3) no
O8 C22 H29 1_555 1_555 1_555 107.5(5) no
C21 C22 C23 1_555 1_555 1_555 109.9(4) no
C21 C22 H29 1_555 1_555 1_555 108.5(5) no
C23 C22 H29 1_555 1_555 1_555 110.8(8) no
O9 C23 O10 1_555 1_555 1_555 125.4(4) no
O9 C23 C22 1_555 1_555 1_555 118.5(4) no
O10 C23 C22 1_555 1_555 1_555 116.1(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1_555 1_555 1.366(4) no
O1 H1 1_555 1_555 1.014 no
O2 C7 1_555 1_555 1.196(6) no
O3 C8 1_555 1_555 1.409(6) no
O3 H8 1_555 1_555 1.082 no
O4 C16 1_555 1_555 1.380(7) no
O4 C19 1_555 1_555 1.400(10) no
O5 C20 1_555 1_555 1.297(6) no
O5 H26 1_555 1_555 1.259 no
O6 C20 1_555 1_555 1.206(6) no
O7 C21 1_555 1_555 1.417(5) no
O7 H28 1_555 1_555 1.088 no
O8 C22 1_555 1_555 1.425(5) no
O8 H30 1_555 1_555 0.978 no
O9 C23 1_555 1_555 1.235(5) no
O10 C23 1_555 1_555 1.274(5) no
N1 C2 1_555 1_555 1.416(5) no
N1 C7 1_555 1_555 1.346(5) no
N1 H5 1_555 1_555 1.090 no
N2 C9 1_555 1_555 1.499(5) no
N2 C10 1_555 1_555 1.510(5) no
N2 H11 1_555 1_555 0.917 no
N2 H12 1_555 1_555 1.027 no
C1 C2 1_555 1_555 1.397(5) no
C1 C6 1_555 1_555 1.382(5) no
C2 C3 1_555 1_555 1.393(5) no
C3 C4 1_555 1_555 1.389(5) no
C3 H2 1_555 1_555 1.026 no
C4 C5 1_555 1_555 1.395(5) no
C4 C8 1_555 1_555 1.525(5) no
C5 C6 1_555 1_555 1.387(6) no
C5 H3 1_555 1_555 1.020 no
C6 H4 1_555 1_555 1.044 no
C7 H6 1_555 1_555 1.055 no
C8 C9 1_555 1_555 1.527(7) no
C8 H7 1_555 1_555 1.015 no
C9 H9 1_555 1_555 1.016 no
C9 H10 1_555 1_555 1.021 no
C10 C11 1_555 1_555 1.493(9) no
C10 C12 1_555 1_555 1.523(7) no
C10 H13 1_555 1_555 1.024 no
C11 H14 1_555 1_555 1.024 no
C11 H15 1_555 1_555 1.010 no
C11 H16 1_555 1_555 1.016 no
C12 C13 1_555 1_555 1.509(6) no
C12 H17 1_555 1_555 1.023 no
C12 H18 1_555 1_555 1.028 no
C13 C14 1_555 1_555 1.353(9) no
C13 C18 1_555 1_555 1.391(8) no
C14 C15 1_555 1_555 1.427(8) no
C14 H19 1_555 1_555 1.074 no
C15 C16 1_555 1_555 1.380(10) no
C15 H20 1_555 1_555 1.099 no
C16 C17 1_555 1_555 1.330(10) no
C17 C18 1_555 1_555 1.395(8) no
C17 H21 1_555 1_555 1.035 no
C18 H22 1_555 1_555 1.061 no
C19 H23 1_555 1_555 1.041 no
C19 H24 1_555 1_555 1.064 no
C19 H25 1_555 1_555 1.006 no
C20 C21 1_555 1_555 1.515(7) no
C21 C22 1_555 1_555 1.534(6) no
C21 H27 1_555 1_555 1.020 no
C22 C23 1_555 1_555 1.510(6) no
C22 H29 1_555 1_555 1.036 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H11 O9 1_555 1_555 1_555 0.92 1.94 2.784(5) 152 yes
O3 H8 O7 1_555 1_555 1_545 1.08 1.80 2.807(4) 153 yes
N2 H11 O5 1_555 1_555 1_545 0.92 2.75 3.010(5) 98 yes
N2 H12 O8 1_555 1_555 1_545 1.03 2.16 3.126(5) 157 yes
O7 H28 O2 1_555 1_555 1_564 1.09 2.03 2.654(5) 113 yes
O8 H30 O3 1_555 1_555 1_565 0.98 2.57 2.977(4) 105 yes
O5 H26 O10 1_555 1_555 1_565 1.26 1.27 2.509(6) 164 yes
O1 H1 O10 1_555 1_555 2_645 1.01 1.78 2.721(4) 153 yes
N1 H5 O3 1_555 1_555 2_656 1.09 2.18 3.054(5) 136 yes