#------------------------------------------------------------------------------
#$Date: 2021-05-07 08:38:59 +0300 (Fri, 07 May 2021) $
#$Revision: 265041 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/23/2022375.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_2022375
loop_
_publ_author_name
'Roy, Monalisa'
'Li, Keyao'
'Nisar, Madiha'
'Wong, Lawrence W.-Y.'
'Sung, Herman H.-Y.'
'Haynes, Richard K.'
'Williams, Ian D.'
_publ_section_title
;
Varying degrees of homostructurality in a series of cocrystals of
antimalarial drug 11-azaartemisinin with salicylic acids
;
_journal_coeditor_code DV3004
_journal_issue 6
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi 10.1107/S2053229621004460
_journal_volume 77
_journal_year 2021
_chemical_absolute_configuration rmad
_chemical_formula_iupac 'C15 H23 N O4, C7 H5 Br O3'
_chemical_formula_moiety 'C15 H23 N O4, C7 H5 Br O3'
_chemical_formula_sum 'C22 H28 Br N O7'
_chemical_formula_weight 498.36
_chemical_name_common
;
11-Azaartemisinin--4-bromosalicylic acid (1/1)
;
_chemical_name_systematic
'1,5,9-Trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.0^4,13^.0^8,13^]hexadecan-10-one; 4-bromosalicylic acid'
_space_group_crystal_system monoclinic
_space_group_IT_number 4
_space_group_name_Hall 'P 2yb'
_space_group_name_H-M_alt 'P 1 21 1'
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha 90
_cell_angle_beta 98.638(2)
_cell_angle_gamma 90
_cell_formula_units_Z 2
_cell_length_a 11.0814(2)
_cell_length_b 9.28293(18)
_cell_length_c 11.1404(2)
_cell_measurement_reflns_used 3985
_cell_measurement_temperature 100.01(10)
_cell_measurement_theta_max 72.2750
_cell_measurement_theta_min 4.0190
_cell_volume 1132.99(4)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2020)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS1986 (Sheldrick, 2008)
;
_diffrn_ambient_temperature 100.01(10)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 5.1788
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device 'kappa diffractometer'
_diffrn_measurement_device_type
'Rigaku OD SuperNova Dual source diffractometer with an Atlas detector'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_probe x-ray
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0319
_diffrn_reflns_av_unetI/netI 0.0481
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -10
_diffrn_reflns_number 6749
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 72.519
_diffrn_reflns_theta_min 4.014
_diffrn_source 'micro-focus sealed X-ray tube'
_diffrn_source_current 0.80
_diffrn_source_power 0.040
_diffrn_source_voltage 50
_exptl_absorpt_coefficient_mu 2.842
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.88880
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2020)
;
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.461
_exptl_crystal_description block
_exptl_crystal_F_000 516
_exptl_crystal_size_max 0.06
_exptl_crystal_size_mid 0.04
_exptl_crystal_size_min 0.03
_refine_diff_density_max 0.318
_refine_diff_density_min -0.571
_refine_ls_abs_structure_details
;
Flack x determined using 1284 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack -0.020(15)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.041
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 295
_refine_ls_number_reflns 3833
_refine_ls_number_restraints 1
_refine_ls_restrained_S_all 1.041
_refine_ls_R_factor_all 0.0321
_refine_ls_R_factor_gt 0.0293
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0222P)^2^+0.0574P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0654
_refine_ls_wR_factor_ref 0.0676
_reflns_number_gt 3611
_reflns_number_total 3833
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file dv3004sup1.cif
_cod_data_source_block mona23cult
_cod_database_code 2022375
_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_min 0.848
_shelx_estimated_absorpt_t_max 0.920
_shelx_hkl_file
;
0 -11 0 34.8394 152.161 8
0 -11 1 3230.48 443.927 8
0 -11 -1 3076.05 409.155 8
0 -11 -2 2795.27 349.857 8
0 -11 2 3752.12 469.333 8
0 -11 3 617.913 224.592 8
0 -10 0 995.695 374.158 1
0 -10 0 1203.54 435.666 8
0 -10 1 12005.5 1159.65 8
0 -10 -1 11228.8 1094.50 8
0 -10 1 12734.1 1148.14 1
0 -10 2 7667.40 916.305 8
0 -10 2 7630.07 911.550 1
0 -10 -2 7091.82 852.176 8
0 -10 -3 8448.28 857.223 8
0 -10 3 8812.09 951.798 8
0 -10 4 29241.7 1648.17 8
0 -10 -4 23869.8 1329.54 8
0 -10 -5 6368.49 560.542 8
0 -10 5 8576.25 814.553 8
0 -10 6 2467.31 404.445 8
0 -9 0-6.40518 280.799 1
0 -9 0-975.020 456.591 8
0 -9 -1 4130.42 674.838 1
0 -9 -1 4703.92 863.844 8
0 -9 1 4927.77 869.488 8
0 -9 1 3374.27 700.403 1
0 -9 -2 6033.44 917.012 8
0 -9 2 5680.84 948.363 1
0 -9 -2 5210.95 678.843 1
0 -9 2 6032.81 931.139 8
0 -9 3 2919.87 709.362 8
0 -9 3 2089.99 627.597 1
0 -9 -3 2076.78 543.948 8
0 -9 4 4124.33 748.148 8
0 -9 -4 4397.09 728.228 8
0 -9 5 4725.38 815.642 8
0 -9 -5 4693.36 706.014 8
0 -9 6 287.774 278.808 8
0 -9 -6 376.893 244.825 8
0 -9 7 825.603 350.813 8
0 -9 -7 269.027 148.157 8
0 -8 0 500.915 332.964 1
0 -8 0 1157.95 497.635 8
0 -8 1 49460.8 2678.32 8
0 -8 -1 52363.5 2718.14 8
0 -8 -1 50008.5 2394.56 1
0 -8 1 46494.3 2531.76 1
0 -8 -2 99943.0 3613.60 6
0 -8 2 108817. 4112.59 8
0 -8 2 103912. 3980.65 1
0 -8 -2 110338. 4061.98 8
0 -8 -2 105694. 3390.93 1
0 -8 3 27773.3 1966.23 1
0 -8 3 20580.5 1763.21 8
0 -8 -3 22702.5 1785.48 8
0 -8 -3 24715.2 1817.98 6
0 -8 -4 35113.3 2235.07 8
0 -8 4 38147.2 2415.30 8
0 -8 4 41549.6 2386.32 1
0 -8 -4 39027.1 2435.72 6
0 -8 5 20753.9 1595.77 1
0 -8 5 21060.7 1773.99 8
0 -8 -5 20521.8 1625.48 8
0 -8 6 2868.99 602.054 1
0 -8 6 4066.57 817.924 8
0 -8 -6 3238.52 620.258 8
0 -8 7 13494.4 1322.83 8
0 -8 -7 12473.8 1114.92 8
0 -8 -8 1299.38 326.201 8
0 -8 8 1697.53 539.600 8
0 -7 0 362.733 252.394 1
0 -7 0-113.116 292.872 8
0 -7 1 13064.6 1583.48 3
0 -7 -1 11558.9 973.417 6
0 -7 -1 11849.5 1037.03 1
0 -7 1 13474.6 1251.30 8
0 -7 1 12350.6 1163.57 1
0 -7 -1 12728.3 1241.73 8
0 -7 -1 12843.1 1807.33 3
0 -7 -2 7437.51 778.867 1
0 -7 2 9294.22 1063.47 8
0 -7 -2 8984.29 1051.12 8
0 -7 -2 6141.66 828.097 6
0 -7 2 8103.46 970.608 5
0 -7 2 7491.81 919.377 1
0 -7 -2 8489.85 1577.87 3
0 -7 3 3050.81 676.467 8
0 -7 3 3691.34 707.472 5
0 -7 3 2710.70 647.922 1
0 -7 -3 2644.19 975.032 3
0 -7 -3 2551.49 650.233 6
0 -7 4 5185.42 750.905 5
0 -7 -4 4342.16 812.045 6
0 -7 -4 5655.60 1292.87 3
0 -7 4 4470.74 637.015 11
0 -7 4 5730.20 840.657 1
0 -7 4 4534.07 800.924 8
0 -7 4 3484.66 719.755 7
0 -7 5 31788.1 1948.39 1
0 -7 -5 29103.0 2196.46 6
0 -7 5 30382.3 2072.24 7
0 -7 5 31611.9 1811.68 11
0 -7 5 30212.2 1778.81 5
0 -7 5 32030.1 2174.95 8
0 -7 6 7580.48 876.544 5
0 -7 6 7843.28 955.063 11
0 -7 6 7557.17 898.986 1
0 -7 6 8299.64 1146.69 8
0 -7 6 8374.87 1108.91 7
0 -7 7 24858.4 1899.88 7
0 -7 7 24012.1 1933.38 8
0 -7 7 26523.7 1813.93 11
0 -7 7 24189.4 1431.06 5
0 -7 8 3978.47 807.270 8
0 -7 8 3207.01 671.116 7
0 -7 9 97.8883 245.075 7
0 -7 10 1025.10 315.355 7
0 -6 0 70900.7 3828.52 3
0 -6 1 22821.5 2002.40 3
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0 -6 2 72772.7 3405.29 3
0 -6 -2 74109.7 4310.54 3
0 -6 3 140176. 3945.09 1
0 -6 3 133887. 3627.85 5
0 -6 -3 136326. 6205.05 3
0 -6 -3 133327. 3962.38 6
0 -6 3 132369. 3957.77 7
0 -6 3 147156. 4182.70 8
0 -6 -4 8506.94 1043.77 6
0 -6 -4 8900.83 1634.01 3
0 -6 4 7062.23 865.435 7
0 -6 4 7657.61 766.904 11
0 -6 4 8966.52 862.913 5
0 -6 4 8739.57 935.549 1
0 -6 4 7547.42 952.424 8
0 -6 5 39425.1 2008.00 1
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0 -6 5 40377.2 2225.93 7
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0 -6 6 83939.1 3535.28 8
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0 -6 9 58491.9 2872.15 8
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0 -5 0 433.335 505.556 3
0 -5 -1 12910.0 1566.08 3
0 -5 1 12093.5 1330.21 3
0 -5 -2 12067.3 1600.17 3
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0 -5 5 22499.7 1483.81 7
0 -5 5 20838.8 1321.46 11
0 -5 -5 24055.2 2455.26 3
0 -5 6 5822.15 1152.21 4
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0 -5 6 6990.94 719.016 5
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0 -5 6 8668.41 1002.26 7
0 -5 6 7054.29 933.393 8
0 -5 7 7121.73 961.135 11
0 -5 7 8014.05 1050.80 7
0 -5 7 7344.10 781.156 5
0 -5 7 5565.12 1115.14 4
0 -5 7 7682.24 1097.73 8
0 -5 8 3398.49 683.692 11
0 -5 8 3879.53 795.451 7
0 -5 8 4292.99 913.553 8
0 -5 9 3214.51 690.099 11
0 -5 9 3747.48 779.855 7
0 -5 9 3879.90 912.472 8
0 -5 10 3067.79 676.952 7
0 -5 10 2569.51 584.543 11
0 -5 11 5382.14 728.134 7
0 -5 12 7290.61 619.873 7
0 -4 0 87965.2 3486.33 3
0 -4 1 115048. 3784.23 3
0 -4 -1 116811. 4334.45 3
0 -4 -2 109680. 4451.53 3
0 -4 2 110320. 3434.34 3
0 -4 -3 27698.8 2305.03 3
0 -4 3 29948.4 2146.42 4
0 -4 3 32440.7 1582.92 3
0 -4 -4 73979.3 3927.79 3
0 -4 4 70560.8 3571.47 4
0 -4 -5 82701.0 4302.57 3
0 -4 5 86479.1 4136.37 4
0 -4 6 79470.7 2907.53 7
0 -4 6 77768.4 4073.98 4
0 -4 6 80351.3 2765.86 11
0 -4 -6 72905.9 3028.44 6
0 -4 6 75381.8 2884.15 8
0 -4 7 48628.1 3344.67 4
0 -4 7 48791.8 2492.25 8
0 -4 7 48839.1 2303.18 11
0 -4 7 50469.5 2485.40 7
0 -4 8 23257.3 1845.67 8
0 -4 8 23336.9 2195.25 4
0 -4 8 25071.3 1868.39 7
0 -4 8 23168.9 1656.84 11
0 -4 9 30855.4 2146.79 7
0 -4 9 33090.0 2046.08 11
0 -4 10 10219.5 1088.38 11
0 -4 10 8163.85 1108.66 7
0 -4 11 15943.6 1369.21 7
0 -4 12 9268.30 837.076 7
0 -3 0-190.993 241.469 3
0 -3 -1 2611.11 567.642 3
0 -3 1 2291.16 444.674 3
0 -3 2 19486.1 1444.92 4
0 -3 2 19804.3 1110.64 3
0 -3 -2 16638.8 1462.85 3
0 -3 -3 8629.15 1127.94 3
0 -3 3 10279.2 1118.55 4
0 -3 3 9037.57 679.083 3
0 -3 -4 21386.9 1852.48 3
0 -3 4 19610.0 1696.24 4
0 -3 5 4857.93 909.334 4
0 -3 -5 3106.60 809.217 3
0 -3 6 21164.9 2013.22 4
0 -3 7 13774.8 1101.96 11
0 -3 7 13223.9 1230.58 8
0 -3 7 14334.6 1759.54 4
0 -3 7 12894.5 1190.18 7
0 -3 8 459.327 436.141 4
0 -3 8 678.445 270.291 11
0 -3 8 693.021 516.934 8
0 -3 8 783.603 412.469 7
0 -3 9 4893.97 755.477 11
0 -3 9 5386.19 914.574 7
0 -3 10 641.185 487.200 7
0 -3 10 631.015 365.855 11
0 -3 11 3322.55 697.876 7
0 -3 11 3894.77 603.729 11
0 -3 12 7327.18 841.480 7
0 -3 13-1.45739 128.966 7
0 -2 0 440036. 7546.98 3
0 -2 1 11990.9 870.360 4
0 -2 1 11635.0 728.758 3
0 -2 -1 12760.9 969.850 3
0 -2 2 146393. 3787.04 4
0 -2 2 149007. 2949.66 3
0 -2 -2 144401. 3953.10 3
0 -2 -3 138394. 4115.07 3
0 -2 3 139646. 2663.10 3
0 -2 3 139225. 4037.05 4
0 -2 -4 123004. 4069.86 3
0 -2 4 127320. 4185.47 4
0 -2 5 62028.4 3074.33 4
0 -2 6 35305.2 2490.54 4
0 -2 7 97519.8 4501.87 4
0 -2 8 59026.7 3641.54 4
0 -2 8 63777.6 2408.48 11
0 -2 8 62925.6 2902.04 7
0 -2 9 19595.8 1385.21 11
0 -2 9 19457.3 1710.79 7
0 -2 9 23273.6 2142.09 4
0 -2 10 10471.7 1025.72 11
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0 -2 11 36054.6 2312.83 7
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0 -2 13 12664.2 868.231 7
0 -1 0 129.496 93.1788 3
0 -1 1 48045.0 1414.04 4
0 -1 1 50177.9 1114.14 3
0 -1 -1 50108.1 1489.58 3
0 -1 2 23676.1 675.453 3
0 -1 2 24481.3 1146.33 4
0 -1 -2 24287.3 1149.20 3
0 -1 3 3189.95 516.288 4
0 -1 -3 3226.08 497.880 3
0 -1 4 10751.8 1048.48 4
0 -1 5 10619.1 1173.20 4
0 -1 6 11474.0 1350.17 4
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0 -1 13 2634.77 436.171 7
0 0 1 842.291 135.583 4
0 0 2 9825.17 634.533 4
0 0 3 359493. 6621.70 4
0 0 3 348735. 5525.52 2
0 0 4 34820.0 1120.28 2
0 0 4 35168.6 1822.07 4
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0 1 5 11792.6 1211.68 4
0 1 5 11363.1 881.053 2
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0 1 8 9709.20 981.469 10
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0 1 9 1895.52 660.800 7
0 1 10 35826.4 2117.26 10
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0 1 11 4377.71 868.372 7
0 1 12 1728.77 525.048 7
0 1 13 1970.39 406.816 7
0 2 6 41161.2 2101.86 2
0 2 6 33081.9 2282.49 4
0 2 7 92536.4 4118.84 4
0 2 8 56666.8 3290.45 4
0 2 8 57604.5 2569.97 10
0 2 9 21203.7 1837.34 7
0 2 9 18603.7 1559.89 10
0 2 10 11898.9 1445.31 7
0 2 10 10617.1 1216.64 10
0 2 11 34390.5 2386.02 7
0 2 12 4383.57 749.324 7
0 2 13 11708.5 884.908 7
0 3 6 20908.4 1703.74 2
0 3 7 13755.3 1609.04 4
0 3 7 12645.7 1124.58 10
0 3 8 720.726 268.029 12
0 3 8 785.758 311.084 10
0 3 9 2894.54 710.659 10
0 3 10 487.836 424.372 10
0 3 10 336.856 522.184 7
0 3 11 3526.03 801.399 7
0 3 12 8427.34 953.483 7
0 3 13 309.942 195.073 7
0 4 6 89723.7 4058.12 2
0 4 7 43175.2 2660.38 2
0 4 7 43433.7 2186.53 10
0 4 7 48656.6 2279.97 12
0 4 8 20039.5 1576.10 10
0 4 8 20285.1 1531.20 12
0 4 9 37304.1 2260.83 10
0 4 9 35941.5 1952.26 12
0 4 10 5468.81 1022.87 7
0 4 11 14255.9 1412.10 7
0 4 12 11041.2 988.118 7
0 5 6 4130.14 605.465 10
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0 5 6 5385.06 1144.89 2
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0 5 7 6014.63 1077.90 2
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0 5 8 3090.17 690.718 12
0 5 9 2929.00 621.921 12
0 5 9 2153.18 537.231 10
0 5 10 2584.15 460.299 12
0 5 11 6889.73 914.189 7
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0 0 0 0.00 0.00 0
TITL mona23CuLT in P2(1)
REM P2(1) (#4 in standard setting)
CELL 1.54184 11.081364 9.282926 11.140449 90.0000 98.6378 90.0000
ZERR 5.00 0.000239 0.000184 0.000239 0.0000 0.0021 0.0000
LATT -1
SYMM -x, y+1/2,-z
SFAC C H N O
UNIT 55.00 50.00 5.00 5.00
TREF
HKLF 4
END
;
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_shelx_res_file
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mona23cult.res created by SHELXL-2014/7
TITL mona23CuLT in P21 #4
REM reset to P21 #4
CELL 1.54184 11.081364 9.282926 11.140449 90 98.6378 90
ZERR 2 0.000239 0.000184 0.000239 0 0.0021 0
LATT -1
SYMM -X,0.5+Y,-Z
SFAC C H Br N O
UNIT 44 56 2 2 14
L.S. 10
PLAN 20
SIZE 0.03 0.04 0.06
TEMP -173
HTAB N11 O21
HTAB O20 O10
HTAB O22 O21
HTAB
BOND
CONF
fmap 2
acta
OMIT 1 2 5
REM
REM
REM
WGHT 0.022200 0.057400
FVAR 6.83563
O1 5 0.583825 0.327918 0.342387 11.00000 0.01776 0.01236 =
0.02248 -0.00148 0.00067 -0.00141
C1 1 0.626762 0.474147 0.374399 11.00000 0.01958 0.00983 =
0.01732 -0.00142 0.00324 -0.00191
O2 5 0.452164 0.311839 0.344603 11.00000 0.01575 0.01826 =
0.02689 0.00512 -0.00164 -0.00218
C2 1 0.530671 0.556771 0.431879 11.00000 0.01783 0.01648 =
0.01729 0.00162 0.00171 0.00178
AFIX 13
H2 2 0.557440 0.659642 0.439970 11.00000 -1.20000
AFIX 0
O3 5 0.413279 0.554239 0.360812 11.00000 0.01516 0.01868 =
0.02275 0.00151 0.00098 0.00355
C3 1 0.393062 0.431026 0.281822 11.00000 0.02118 0.01924 =
0.02028 0.00394 -0.00336 0.00019
C4 1 0.438343 0.458779 0.161165 11.00000 0.02701 0.02232 =
0.01762 0.00023 -0.00150 -0.00002
AFIX 23
H4A 2 0.368065 0.488150 0.100451 11.00000 -1.20000
H4B 2 0.470590 0.367481 0.132755 11.00000 -1.20000
AFIX 0
C5 1 0.537509 0.574154 0.166211 11.00000 0.02500 0.01933 =
0.02112 0.00408 0.00277 0.00284
AFIX 23
H5A 2 0.502273 0.667334 0.186788 11.00000 -1.20000
H5B 2 0.560581 0.583950 0.084126 11.00000 -1.20000
AFIX 0
C6 1 0.728260 0.686143 0.282432 11.00000 0.02451 0.01476 =
0.03411 -0.00127 0.01332 -0.00153
AFIX 13
H6 2 0.674933 0.758982 0.314757 11.00000 -1.20000
AFIX 0
C7 1 0.840392 0.662606 0.378228 11.00000 0.02179 0.02877 =
0.04048 -0.00317 0.01097 -0.00819
AFIX 23
H7A 2 0.881086 0.756344 0.398255 11.00000 -1.20000
H7B 2 0.898730 0.599325 0.344220 11.00000 -1.20000
AFIX 0
C8 1 0.808484 0.594734 0.494427 11.00000 0.02110 0.02811 =
0.03074 -0.00653 0.00149 -0.00507
AFIX 23
H8A 2 0.884130 0.578537 0.552426 11.00000 -1.20000
H8B 2 0.755712 0.661258 0.532708 11.00000 -1.20000
AFIX 0
C9 1 0.712747 0.369341 0.577800 11.00000 0.01915 0.02152 =
0.01746 -0.00160 0.00309 0.00596
AFIX 13
H9 2 0.686052 0.271049 0.548118 11.00000 -1.20000
AFIX 0
O10 5 0.594426 0.416272 0.738190 11.00000 0.02431 0.02625 =
0.01838 0.00203 0.00408 0.00808
C10 1 0.605805 0.434059 0.628914 11.00000 0.01830 0.01703 =
0.01652 -0.00438 0.00027 0.00056
N11 4 0.521125 0.503878 0.552847 11.00000 0.01694 0.01756 =
0.01932 -0.00066 0.00628 0.00477
C11 1 0.654187 0.546740 0.256967 11.00000 0.01966 0.01556 =
0.02106 0.00026 0.00759 0.00214
AFIX 13
H11A 2 0.705604 0.478149 0.217384 11.00000 -1.20000
AFIX 0
H11 2 0.459615 0.527351 0.578511 11.00000 0.02023
C12 1 0.742503 0.451894 0.466471 11.00000 0.01534 0.01906 =
0.02322 -0.00292 0.00322 0.00289
AFIX 13
H12 2 0.798056 0.389063 0.426483 11.00000 -1.20000
AFIX 0
C13 1 0.258230 0.395860 0.269205 11.00000 0.01883 0.03427 =
0.03810 0.00665 -0.00290 -0.00471
AFIX 137
H13A 2 0.237898 0.366405 0.348242 11.00000 -1.50000
H13B 2 0.239167 0.317200 0.210762 11.00000 -1.50000
H13C 2 0.210414 0.481229 0.240450 11.00000 -1.50000
AFIX 0
C14 1 0.767014 0.747666 0.166027 11.00000 0.03956 0.02419 =
0.03937 0.00242 0.02291 -0.00039
AFIX 137
H14A 2 0.819836 0.831547 0.186354 11.00000 -1.50000
H14B 2 0.694345 0.776769 0.109968 11.00000 -1.50000
H14C 2 0.811584 0.673933 0.127492 11.00000 -1.50000
AFIX 0
C15 1 0.823328 0.346807 0.675892 11.00000 0.02277 0.04679 =
0.02274 0.00017 0.00234 0.01159
AFIX 137
H15A 2 0.848192 0.439386 0.714096 11.00000 -1.50000
H15B 2 0.890875 0.306596 0.639044 11.00000 -1.50000
H15C 2 0.801803 0.279996 0.737413 11.00000 -1.50000
AFIX 0
BR4 3 0.003376 0.999991 1.004597 11.00000 0.02513 0.03240 =
0.03221 -0.00367 0.00980 0.00913
O20 5 0.446920 0.561416 0.845413 11.00000 0.02320 0.02447 =
0.01996 0.00164 0.00463 0.00880
C20 1 0.340006 0.585378 0.781342 11.00000 0.01974 0.01237 =
0.01990 0.00431 0.00394 -0.00012
H20 2 0.489201 0.504567 0.806842 11.00000 0.03793
O21 5 0.308248 0.534037 0.678456 11.00000 0.02131 0.01721 =
0.02300 -0.00130 0.00645 -0.00177
C21 1 0.257636 0.679840 0.838888 11.00000 0.01708 0.01501 =
0.01980 0.00301 0.00377 -0.00011
O22 5 0.096799 0.652449 0.667099 11.00000 0.01931 0.03196 =
0.02811 -0.00925 0.00070 -0.00093
C22 1 0.140265 0.710224 0.776485 11.00000 0.01584 0.02146 =
0.02114 -0.00062 0.00271 -0.00426
H22 2 0.156488 0.604605 0.651877 11.00000 0.04954
C23 1 0.064698 0.805198 0.826827 11.00000 0.01401 0.02394 =
0.02701 0.00134 0.00053 0.00022
AFIX 43
H23 2 -0.014992 0.825896 0.786067 11.00000 -1.20000
AFIX 0
C24 1 0.107652 0.869275 0.937655 11.00000 0.01880 0.01993 =
0.02686 0.00215 0.01101 0.00246
C25 1 0.222119 0.842527 1.000969 11.00000 0.02433 0.02236 =
0.01664 0.00223 0.00486 0.00212
AFIX 43
H25 2 0.249177 0.887549 1.076819 11.00000 -1.20000
AFIX 0
C26 1 0.296243 0.747411 0.949717 11.00000 0.01870 0.01763 =
0.01918 0.00236 0.00370 0.00093
AFIX 43
H26 2 0.375754 0.727687 0.991390 11.00000 -1.20000
AFIX 0
HKLF 4
REM mona23CuLT in P21 #4
REM R1 = 0.0293 for 3611 Fo > 4sig(Fo) and 0.0321 for all 3833 data
REM 295 parameters refined using 1 restraints
END
WGHT 0.0222 0.0574
REM Instructions for potential hydrogen bonds
EQIV $1 -x+1, y-1/2, -z+1
HTAB C9 O3_$1
HTAB N11 O21
HTAB O20 O10
HTAB O22 O21
EQIV $2 -x+1, y+1/2, -z+2
HTAB C25 O10_$2
REM Highest difference peak 0.318, deepest hole -0.571, 1-sigma level 0.050
Q1 1 0.0816 1.0038 1.0071 11.00000 0.05 0.32
Q2 1 -0.0971 0.9970 0.9771 11.00000 0.05 0.29
Q3 1 0.3197 0.4245 0.2879 11.00000 0.05 0.22
Q4 1 0.5759 0.4971 0.3999 11.00000 0.05 0.22
Q5 1 0.2991 0.6294 0.8167 11.00000 0.05 0.21
Q6 1 0.7810 0.5067 0.4731 11.00000 0.05 0.20
Q7 1 -0.0713 0.9288 0.9154 11.00000 0.05 0.19
Q8 1 0.0046 0.9726 1.1345 11.00000 0.05 0.19
Q9 1 0.5791 0.5750 0.2266 11.00000 0.05 0.19
Q10 1 0.6870 0.4665 0.4217 11.00000 0.05 0.19
Q11 1 0.3608 0.4951 0.6500 11.00000 0.05 0.18
Q12 1 -0.1171 0.9958 0.9007 11.00000 0.05 0.18
Q13 1 0.0252 1.0296 0.8780 11.00000 0.05 0.18
Q14 1 0.6379 0.5075 0.3284 11.00000 0.05 0.17
Q15 1 0.6660 0.4120 0.6042 11.00000 0.05 0.17
Q16 1 0.2923 0.5008 0.8859 11.00000 0.05 0.17
Q17 1 0.1841 0.8673 0.9574 11.00000 0.05 0.17
Q18 1 0.4189 0.2548 0.3120 11.00000 0.05 0.16
Q19 1 0.1695 1.0530 1.0233 11.00000 0.05 0.16
Q20 1 0.7813 0.6565 0.3305 11.00000 0.05 0.16
;
_shelx_res_checksum 48514
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
O O1 0.5838(2) 0.3279(3) 0.3424(2) 0.0178(5) Uani d 1 . .
C C1 0.6268(3) 0.4741(3) 0.3744(3) 0.0155(7) Uani d 1 . .
O O2 0.4522(2) 0.3118(3) 0.3446(2) 0.0208(5) Uani d 1 . .
C C2 0.5307(3) 0.5568(4) 0.4319(3) 0.0173(7) Uani d 1 . .
H H2 0.5574 0.6596 0.4400 0.021 Uiso calc 1 . .
O O3 0.4133(2) 0.5542(3) 0.3608(2) 0.0191(6) Uani d 1 . .
C C3 0.3931(3) 0.4310(4) 0.2818(3) 0.0209(7) Uani d 1 . .
C C4 0.4383(4) 0.4588(4) 0.1612(3) 0.0228(8) Uani d 1 . .
H H4A 0.3681 0.4881 0.1005 0.027 Uiso calc 1 . .
H H4B 0.4706 0.3675 0.1328 0.027 Uiso calc 1 . .
C C5 0.5375(4) 0.5742(4) 0.1662(3) 0.0219(8) Uani d 1 . .
H H5A 0.5023 0.6673 0.1868 0.026 Uiso calc 1 . .
H H5B 0.5606 0.5839 0.0841 0.026 Uiso calc 1 . .
C C6 0.7283(4) 0.6861(4) 0.2824(4) 0.0235(8) Uani d 1 . .
H H6 0.6749 0.7590 0.3148 0.028 Uiso calc 1 . .
C C7 0.8404(4) 0.6626(5) 0.3782(4) 0.0297(9) Uani d 1 . .
H H7A 0.8811 0.7563 0.3983 0.036 Uiso calc 1 . .
H H7B 0.8987 0.5993 0.3442 0.036 Uiso calc 1 . .
C C8 0.8085(4) 0.5947(5) 0.4944(4) 0.0269(8) Uani d 1 . .
H H8A 0.8841 0.5785 0.5524 0.032 Uiso calc 1 . .
H H8B 0.7557 0.6613 0.5327 0.032 Uiso calc 1 . .
C C9 0.7127(3) 0.3693(4) 0.5778(3) 0.0193(7) Uani d 1 . .
H H9 0.6861 0.2710 0.5481 0.023 Uiso calc 1 . .
O O10 0.5944(2) 0.4163(3) 0.7382(2) 0.0229(6) Uani d 1 . .
C C10 0.6058(3) 0.4341(4) 0.6289(3) 0.0175(7) Uani d 1 . .
N N11 0.5211(2) 0.5039(4) 0.5528(2) 0.0176(5) Uani d 1 . .
C C11 0.6542(3) 0.5467(4) 0.2570(3) 0.0183(7) Uani d 1 . .
H H11A 0.7056 0.4781 0.2174 0.022 Uiso calc 1 . .
H H11 0.460(4) 0.527(5) 0.579(4) 0.020(11) Uiso d 1 . .
C C12 0.7425(3) 0.4519(4) 0.4665(3) 0.0192(7) Uani d 1 . .
H H12 0.7981 0.3891 0.4265 0.023 Uiso calc 1 . .
C C13 0.2582(4) 0.3959(5) 0.2692(4) 0.0311(9) Uani d 1 . .
H H13A 0.2379 0.3664 0.3482 0.047 Uiso calc 1 . .
H H13B 0.2392 0.3172 0.2108 0.047 Uiso calc 1 . .
H H13C 0.2104 0.4812 0.2405 0.047 Uiso calc 1 . .
C C14 0.7670(4) 0.7477(6) 0.1660(4) 0.0326(8) Uani d 1 . .
H H14A 0.8198 0.8315 0.1864 0.049 Uiso calc 1 . .
H H14B 0.6943 0.7768 0.1100 0.049 Uiso calc 1 . .
H H14C 0.8116 0.6739 0.1275 0.049 Uiso calc 1 . .
C C15 0.8233(4) 0.3468(5) 0.6759(4) 0.0309(9) Uani d 1 . .
H H15A 0.8482 0.4394 0.7141 0.046 Uiso calc 1 . .
H H15B 0.8909 0.3066 0.6390 0.046 Uiso calc 1 . .
H H15C 0.8018 0.2800 0.7374 0.046 Uiso calc 1 . .
Br Br4 0.00338(4) 0.99999(6) 1.00460(4) 0.02935(11) Uani d 1 . .
O O20 0.4469(3) 0.5614(3) 0.8454(2) 0.0224(6) Uani d 1 . .
C C20 0.3400(3) 0.5854(4) 0.7813(3) 0.0172(7) Uani d 1 . .
H H20 0.489(4) 0.505(8) 0.807(4) 0.038(12) Uiso d 1 . .
O O21 0.3082(2) 0.5340(3) 0.6785(2) 0.0202(5) Uani d 1 . .
C C21 0.2576(3) 0.6798(4) 0.8389(3) 0.0172(7) Uani d 1 . .
O O22 0.0968(3) 0.6524(3) 0.6671(3) 0.0268(6) Uani d 1 . .
C C22 0.1403(3) 0.7102(4) 0.7765(3) 0.0195(8) Uani d 1 . .
H H22 0.156(5) 0.605(7) 0.652(5) 0.050(17) Uiso d 1 . .
C C23 0.0647(3) 0.8052(4) 0.8268(4) 0.0219(8) Uani d 1 . .
H H23 -0.0150 0.8259 0.7861 0.026 Uiso calc 1 . .
C C24 0.1077(3) 0.8693(4) 0.9377(3) 0.0211(8) Uani d 1 . .
C C25 0.2221(4) 0.8425(4) 1.0010(3) 0.0209(7) Uani d 1 . .
H H25 0.2492 0.8875 1.0768 0.025 Uiso calc 1 . .
C C26 0.2962(3) 0.7474(5) 0.9497(3) 0.0184(6) Uani d 1 . .
H H26 0.3758 0.7277 0.9914 0.022 Uiso calc 1 . .
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 0.0178(12) 0.0124(12) 0.0225(12) -0.0014(10) 0.0007(10) -0.0015(9)
C1 0.0196(16) 0.0098(18) 0.0173(15) -0.0019(12) 0.0032(12) -0.0014(12)
O2 0.0158(12) 0.0183(12) 0.0269(14) -0.0022(10) -0.0016(10) 0.0051(10)
C2 0.0178(17) 0.0165(16) 0.0173(16) 0.0018(13) 0.0017(13) 0.0016(12)
O3 0.0152(13) 0.0187(13) 0.0228(13) 0.0036(9) 0.0010(10) 0.0015(10)
C3 0.0212(19) 0.0192(18) 0.0203(18) 0.0002(15) -0.0034(14) 0.0039(14)
C4 0.0270(19) 0.022(2) 0.0176(16) 0.0000(14) -0.0015(14) 0.0002(12)
C5 0.025(2) 0.0193(18) 0.0211(18) 0.0028(15) 0.0028(14) 0.0041(14)
C6 0.0245(19) 0.0148(16) 0.034(2) -0.0015(15) 0.0133(16) -0.0013(15)
C7 0.0218(19) 0.029(2) 0.040(2) -0.0082(17) 0.0110(17) -0.0032(17)
C8 0.0211(19) 0.028(2) 0.031(2) -0.0051(16) 0.0015(16) -0.0065(16)
C9 0.0192(17) 0.0215(19) 0.0175(17) 0.0060(14) 0.0031(14) -0.0016(13)
O10 0.0243(14) 0.0263(14) 0.0184(13) 0.0081(11) 0.0041(10) 0.0020(11)
C10 0.0183(18) 0.0170(16) 0.0165(16) 0.0006(14) 0.0003(13) -0.0044(13)
N11 0.0169(13) 0.0176(13) 0.0193(12) 0.0048(15) 0.0063(10) -0.0007(15)
C11 0.0197(17) 0.0156(16) 0.0211(17) 0.0021(13) 0.0076(14) 0.0003(12)
C12 0.0153(17) 0.0191(17) 0.0232(17) 0.0029(13) 0.0032(13) -0.0029(12)
C13 0.019(2) 0.034(2) 0.038(2) -0.0047(16) -0.0029(16) 0.0067(17)
C14 0.040(2) 0.0242(18) 0.039(2) 0.000(2) 0.0229(17) 0.002(2)
C15 0.023(2) 0.047(3) 0.0227(19) 0.0116(19) 0.0023(15) 0.0002(18)
Br4 0.02513(18) 0.03240(19) 0.03221(19) 0.00913(18) 0.00980(13) -0.00367(18)
O20 0.0232(14) 0.0245(13) 0.0200(13) 0.0088(11) 0.0046(10) 0.0016(10)
C20 0.0197(17) 0.0124(16) 0.0199(17) -0.0001(13) 0.0039(13) 0.0043(13)
O21 0.0213(12) 0.0172(14) 0.0230(12) -0.0018(10) 0.0065(10) -0.0013(9)
C21 0.0171(17) 0.0150(16) 0.0198(17) -0.0001(14) 0.0038(13) 0.0030(13)
O22 0.0193(13) 0.0320(15) 0.0281(15) -0.0009(12) 0.0007(11) -0.0092(12)
C22 0.0158(17) 0.0215(19) 0.0211(17) -0.0043(13) 0.0027(14) -0.0006(12)
C23 0.0140(17) 0.0239(18) 0.0270(19) 0.0002(14) 0.0005(14) 0.0013(14)
C24 0.0188(18) 0.0199(18) 0.0269(19) 0.0025(14) 0.0110(15) 0.0021(14)
C25 0.0243(18) 0.0224(18) 0.0166(17) 0.0021(15) 0.0049(14) 0.0022(14)
C26 0.0187(15) 0.0176(14) 0.0192(15) 0.0009(18) 0.0037(12) 0.0024(16)
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'
Br Br -0.6763 1.2805 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 O2 . . 112.1(2) ?
O1 C1 C2 . . 110.2(3) ?
O1 C1 C11 . . 107.3(3) ?
O1 C1 C12 . . 104.3(3) ?
C2 C1 C11 . . 112.0(3) ?
C2 C1 C12 . . 110.7(3) ?
C12 C1 C11 . . 112.0(3) ?
C3 O2 O1 . . 107.4(2) ?
O3 C2 C1 . . 113.3(3) ?
O3 C2 N11 . . 108.9(3) ?
N11 C2 C1 . . 111.8(3) ?
C2 O3 C3 . . 113.6(3) ?
O2 C3 O3 . . 107.5(3) ?
O2 C3 C4 . . 112.2(3) ?
O2 C3 C13 . . 104.7(3) ?
O3 C3 C4 . . 111.3(3) ?
O3 C3 C13 . . 106.8(3) ?
C13 C3 C4 . . 113.9(3) ?
C3 C4 C5 . . 114.5(3) ?
C4 C5 C11 . . 115.9(3) ?
C7 C6 C11 . . 111.4(3) ?
C7 C6 C14 . . 110.0(3) ?
C11 C6 C14 . . 111.5(3) ?
C6 C7 C8 . . 112.5(3) ?
C12 C8 C7 . . 110.5(3) ?
C10 C9 C12 . . 112.4(3) ?
C10 C9 C15 . . 112.0(3) ?
C15 C9 C12 . . 113.5(3) ?
O10 C10 C9 . . 120.8(3) ?
O10 C10 N11 . . 121.1(3) ?
N11 C10 C9 . . 118.0(3) ?
C10 N11 C2 . . 127.7(3) ?
C5 C11 C1 . . 112.1(3) ?
C6 C11 C1 . . 112.3(3) ?
C6 C11 C5 . . 110.8(3) ?
C1 C12 C9 . . 110.4(3) ?
C8 C12 C1 . . 110.3(3) ?
C8 C12 C9 . . 115.1(3) ?
O20 C20 C21 . . 115.6(3) ?
O21 C20 O20 . . 123.1(3) ?
O21 C20 C21 . . 121.3(3) ?
C22 C21 C20 . . 119.3(3) ?
C26 C21 C20 . . 121.6(3) ?
C26 C21 C22 . . 119.0(3) ?
O22 C22 C21 . . 122.9(3) ?
O22 C22 C23 . . 117.4(3) ?
C23 C22 C21 . . 119.7(3) ?
C24 C23 C22 . . 118.9(3) ?
C23 C24 Br4 . . 118.3(3) ?
C25 C24 Br4 . . 118.7(3) ?
C25 C24 C23 . . 123.0(3) ?
C24 C25 C26 . . 117.4(3) ?
C25 C26 C21 . . 122.0(3) ?
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
O1 C1 . 1.465(4) ?
O1 O2 . 1.470(3) ?
C1 C2 . 1.529(5) ?
C1 C11 . 1.542(5) ?
C1 C12 . 1.531(5) ?
O2 C3 . 1.416(4) ?
C2 O3 . 1.418(4) ?
C2 N11 . 1.453(5) ?
O3 C3 . 1.440(5) ?
C3 C4 . 1.526(5) ?
C3 C13 . 1.515(5) ?
C4 C5 . 1.529(5) ?
C5 C11 . 1.538(5) ?
C6 C7 . 1.527(6) ?
C6 C11 . 1.536(5) ?
C6 C14 . 1.536(5) ?
C7 C8 . 1.528(6) ?
C8 C12 . 1.524(5) ?
C9 C10 . 1.514(5) ?
C9 C12 . 1.535(5) ?
C9 C15 . 1.529(5) ?
O10 C10 . 1.254(5) ?
C10 N11 . 1.334(5) ?
Br4 C24 . 1.903(4) ?
O20 C20 . 1.307(4) ?
C20 O21 . 1.242(4) ?
C20 C21 . 1.479(5) ?
C21 C22 . 1.408(5) ?
C21 C26 . 1.394(5) ?
O22 C22 . 1.352(5) ?
C22 C23 . 1.391(5) ?
C23 C24 . 1.389(6) ?
C24 C25 . 1.378(5) ?
C25 C26 . 1.386(5) ?
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
N11 H11 O21 . 0.81(4) 2.15(4) 2.931(4) 163(4)
O20 H20 O10 . 0.86(6) 1.70(6) 2.550(4) 169(6)
O22 H22 O21 . 0.83(6) 1.79(6) 2.574(4) 156(6)
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
O1 C1 C2 O3 . . . . -52.4(4) ?
O1 C1 C2 N11 . . . . 71.1(4) ?
O1 C1 C11 C5 . . . . 68.2(3) ?
O1 C1 C11 C6 . . . . -166.3(3) ?
O1 C1 C12 C8 . . . . 171.6(3) ?
O1 C1 C12 C9 . . . . -60.1(3) ?
O1 O2 C3 O3 . . . . -75.8(3) ?
O1 O2 C3 C4 . . . . 46.9(4) ?
O1 O2 C3 C13 . . . . 170.9(3) ?
C1 O1 O2 C3 . . . . 46.6(3) ?
C1 C2 O3 C3 . . . . 25.6(4) ?
C1 C2 N11 C10 . . . . 23.8(6) ?
O2 O1 C1 C2 . . . . 14.4(3) ?
O2 O1 C1 C11 . . . . -107.7(3) ?
O2 O1 C1 C12 . . . . 133.3(3) ?
O2 C3 C4 C5 . . . . -96.5(4) ?
C2 C1 C11 C5 . . . . -52.9(4) ?
C2 C1 C11 C6 . . . . 72.7(4) ?
C2 C1 C12 C8 . . . . -69.9(4) ?
C2 C1 C12 C9 . . . . 58.5(4) ?
C2 O3 C3 O2 . . . . 36.7(4) ?
C2 O3 C3 C4 . . . . -86.5(4) ?
C2 O3 C3 C13 . . . . 148.6(3) ?
O3 C2 N11 C10 . . . . 149.8(4) ?
O3 C3 C4 C5 . . . . 24.0(4) ?
C3 C4 C5 C11 . . . . 58.0(4) ?
C4 C5 C11 C1 . . . . -36.3(4) ?
C4 C5 C11 C6 . . . . -162.7(3) ?
C6 C7 C8 C12 . . . . 57.3(4) ?
C7 C6 C11 C1 . . . . 50.3(4) ?
C7 C6 C11 C5 . . . . 176.5(3) ?
C7 C8 C12 C1 . . . . -57.8(4) ?
C7 C8 C12 C9 . . . . 176.5(3) ?
C9 C10 N11 C2 . . . . -16.0(6) ?
O10 C10 N11 C2 . . . . 167.4(4) ?
C10 C9 C12 C1 . . . . -49.9(4) ?
C10 C9 C12 C8 . . . . 75.8(4) ?
N11 C2 O3 C3 . . . . -99.5(3) ?
C11 C1 C2 O3 . . . . 66.9(4) ?
C11 C1 C2 N11 . . . . -169.6(3) ?
C11 C1 C12 C8 . . . . 55.9(4) ?
C11 C1 C12 C9 . . . . -175.7(3) ?
C11 C6 C7 C8 . . . . -53.1(4) ?
C12 C1 C2 O3 . . . . -167.3(3) ?
C12 C1 C2 N11 . . . . -43.7(4) ?
C12 C1 C11 C5 . . . . -177.9(3) ?
C12 C1 C11 C6 . . . . -52.4(4) ?
C12 C9 C10 O10 . . . . -155.1(3) ?
C12 C9 C10 N11 . . . . 28.3(5) ?
C13 C3 C4 C5 . . . . 144.7(4) ?
C14 C6 C7 C8 . . . . -177.3(4) ?
C14 C6 C11 C1 . . . . 173.6(3) ?
C14 C6 C11 C5 . . . . -60.2(4) ?
C15 C9 C10 O10 . . . . -25.9(5) ?
C15 C9 C10 N11 . . . . 157.5(4) ?
C15 C9 C12 C1 . . . . -178.2(3) ?
C15 C9 C12 C8 . . . . -52.6(4) ?
Br4 C24 C25 C26 . . . . -179.7(3) ?
O20 C20 C21 C22 . . . . -179.5(3) ?
O20 C20 C21 C26 . . . . 5.0(5) ?
C20 C21 C22 O22 . . . . 2.5(5) ?
C20 C21 C22 C23 . . . . -176.5(3) ?
C20 C21 C26 C25 . . . . 176.2(3) ?
O21 C20 C21 C22 . . . . 1.0(5) ?
O21 C20 C21 C26 . . . . -174.6(3) ?
C21 C22 C23 C24 . . . . 0.6(5) ?
O22 C22 C23 C24 . . . . -178.4(3) ?
C22 C21 C26 C25 . . . . 0.7(6) ?
C22 C23 C24 Br4 . . . . 179.6(3) ?
C22 C23 C24 C25 . . . . -0.4(6) ?
C23 C24 C25 C26 . . . . 0.2(6) ?
C24 C25 C26 C21 . . . . -0.4(6) ?
C26 C21 C22 O22 . . . . 178.2(3) ?
C26 C21 C22 C23 . . . . -0.8(5) ?
_cod_database_fobs_code 2022375