#------------------------------------------------------------------------------
#$Date: 2009-11-14 13:09:05 +0000 (Sat, 14 Nov 2009) $
#$Revision: 846 $
#$URL: svn://www.crystallography.net/cod/cif/2/2003002.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_2003002
_journal_name_full               'Acta Crystallographica, Section B'
_journal_volume                  55
_journal_year     1999
_journal_page_first     607
_journal_page_last     616
_chemical_name_common     O-brominebenzoyl-Emycin_D
_chemical_formula_moiety     ?
_chemical_formula_sum     'C26 H19 Br O5'
_chemical_formula_weight     491.32
_chemical_melting_point     ?
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     P1
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
_cell_length_a     8.279(2)
_cell_length_b     11.539(3)
_cell_length_c     11.962(3)
_cell_angle_alpha     101.32(2)
_cell_angle_beta     110.25(2)
_cell_angle_gamma     92.76(2)
_cell_volume     1042.9(5)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     43
_cell_measurement_theta_min     10
_cell_measurement_theta_max     12.5
_cell_measurement_temperature     153(2)
_exptl_crystal_description     blocks
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.4
_exptl_crystal_size_mid     0.2
_exptl_crystal_size_min     0.2
_exptl_crystal_density_diffrn     1.565
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     500
_exptl_absorpt_coefficient_mu     2.009
_exptl_absorpt_correction_type     'psi-scan'
_exptl_absorpt_process_details     'SHELXTL 5.1 (Sheldrick, 1998)'
_exptl_absorpt_correction_T_min     0.376
_exptl_absorpt_correction_T_max     0.426
_diffrn_ambient_temperature     153(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Stoe-Siemens AED2 four-circle)'
_diffrn_measurement_method     'profile data from 2theta/omega'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     6304
_diffrn_reflns_av_R_equivalents     0.0000
_diffrn_reflns_av_sigmaI/netI     0.0181
_diffrn_reflns_theta_min     3.01
_diffrn_reflns_theta_max     25.07
_diffrn_reflns_theta_full     25.07
_diffrn_measured_fraction_theta_max     .997
_diffrn_measured_fraction_theta_full     .997
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -13
_diffrn_reflns_limit_k_max     13
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     3
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     90
_diffrn_standards_decay_%     ?
_reflns_number_total     6304
_reflns_number_gt     5946
_reflns_threshold_expression     >2sigma(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0334
_refine_ls_R_factor_gt     0.0307
_refine_ls_wR_factor_ref     0.0892
_refine_ls_goodness_of_fit_ref     1.298
_refine_ls_restrained_S_all     1.290
_refine_ls_number_reflns     6304
_refine_ls_number_parameters     579
_refine_ls_number_restraints     96
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[\s^2^(Fo^2^)+(0.0300P)^2^+1.3000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     .411
_refine_diff_density_min     -.409
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_abs_structure_details
                                    'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack     -0.009(11)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'Br' 'Br' -.2901 2.4595
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
    _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_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    Br1 1.08650(6) 1.05612(4) 1.14244(4) 0.0317(2) Uani d D 1 . . Br
    O1 1.2784(7) 0.5963(5) 0.3668(5) 0.0329(14) Uani d D 1 . . O
    C1 1.1493(9) 0.5246(6) 0.3032(6) 0.0240(16) Uani d D 1 . . C
    C2 1.1498(7) 0.4276(5) 0.1996(5) 0.0282(13) Uani d D 1 . . C
    H2A 1.1453 0.3498 0.2223 0.034 Uiso calc R 1 . . H
    H2B 1.2590 0.4405 0.1847 0.034 Uiso calc R 1 . . H
    C3 0.9955(7) 0.4248(5) 0.0826(4) 0.0251(11) Uani d D 1 . . C
    H3 1.0062 0.5023 0.0587 0.030 Uiso calc R 1 . . H
    C16 0.9931(12) 0.3249(7) -0.0228(7) 0.0314(19) Uani d D 1 . . C
    H16A 0.9070 0.3351 -0.0994 0.047 Uiso calc R 1 . . H
    H16B 0.9627 0.2478 -0.0077 0.047 Uiso calc R 1 . . H
    H16C 1.1081 0.3276 -0.0291 0.047 Uiso calc R 1 . . H
    C4 0.8257(9) 0.4121(6) 0.1044(6) 0.0261(17) Uani d D 1 . . C
    H4A 0.7341 0.4371 0.0383 0.031 Uiso calc R 1 . . H
    H4B 0.7928 0.3268 0.0983 0.031 Uiso calc R 1 . . H
    C4A 0.8290(9) 0.4829(7) 0.2264(6) 0.0231(18) Uani d D 1 . . C
    C5 0.6716(9) 0.4943(7) 0.2440(6) 0.0254(18) Uani d D 1 . . C
    H5 0.5651 0.4648 0.1778 0.030 Uiso calc R 1 . . H
    C6 0.6708(10) 0.5485(6) 0.3579(6) 0.0264(19) Uani d D 1 . . C
    H6 0.5635 0.5546 0.3696 0.032 Uiso calc R 1 . . H
    C6A 0.8235(9) 0.5935(6) 0.4539(5) 0.0201(16) Uani d D 1 . . C
    O6A 0.8105(7) 0.6445(5) 0.5645(4) 0.0247(12) Uani d D 1 . . O
    C7 0.9762(9) 0.6934(6) 0.6610(6) 0.0247(17) Uani d D 1 . . C
    H7 0.9658 0.7088 0.7433 0.030 Uiso calc R 1 . . H
    O7 1.0988(7) 0.6159(4) 0.6545(4) 0.0258(13) Uani d D 1 . . O
    C7A 1.0475(10) 0.8052(5) 0.6376(6) 0.0234(17) Uani d D 1 . . C
    C8 1.0233(10) 0.9238(5) 0.6652(7) 0.0254(18) Uani d D 1 . . C
    O8 0.9113(7) 0.9580(5) 0.7270(5) 0.0280(13) Uani d D 1 . . O
    C9 1.1014(11) 1.0080(6) 0.6261(7) 0.0288(19) Uani d D 1 . . C
    H9 1.0855 1.0895 0.6455 0.035 Uiso calc R 1 . . H
    C10 1.2038(11) 0.9717(6) 0.5580(7) 0.0277(19) Uani d D 1 . . C
    H10 1.2567 1.0292 0.5302 0.033 Uiso calc R 1 . . H
    C11 1.2302(11) 0.8538(6) 0.5299(7) 0.0287(19) Uani d D 1 . . C
    H11 1.3006 0.8296 0.4836 0.034 Uiso calc R 1 . . H
    C12 1.1507(10) 0.7720(5) 0.5713(6) 0.0242(18) Uani d D 1 . . C
    C13 1.1407(10) 0.6378(6) 0.5511(6) 0.0269(19) Uani d D 1 . . C
    H13 1.2496 0.6065 0.5470 0.032 Uiso calc R 1 . . H
    C14 0.9823(9) 0.5859(6) 0.4391(5) 0.0212(17) Uani d D 1 . . C
    C15 0.9843(8) 0.5306(6) 0.3232(5) 0.0202(16) Uani d D 1 . . C
    C1' 0.9692(9) 0.9577(8) 0.8488(6) 0.033(2) Uani d D 1 . . C
    O1' 1.1139(8) 0.9454(9) 0.9035(6) 0.086(3) Uani d D 1 . . O
    C2' 0.8275(9) 0.9766(6) 0.8961(6) 0.0272(19) Uani d D 1 . . C
    C3' 0.8583(8) 1.0134(6) 1.0215(5) 0.0237(18) Uani d D 1 . . C
    C4' 0.7245(9) 1.0224(6) 1.0646(6) 0.0260(19) Uani d D 1 . . C
    H4' 0.7482 1.0476 1.1498 0.031 Uiso calc R 1 . . H
    C5' 0.5563(11) 0.9946(7) 0.9834(7) 0.033(2) Uani d D 1 . . C
    H5' 0.4635 1.0002 1.0130 0.040 Uiso calc R 1 . . H
    C6' 0.5205(10) 0.9585(7) 0.8592(6) 0.0278(18) Uani d D 1 . . C
    H6' 0.4038 0.9395 0.8035 0.033 Uiso calc R 1 . . H
    C7' 0.6549(10) 0.9503(7) 0.8169(7) 0.033(2) Uani d D 1 . . C
    H7' 0.6296 0.9262 0.7314 0.040 Uiso calc R 1 . . H
    Br2 1.51559(5) 0.21961(4) 0.27707(4) 0.03030(19) Uani d D 1 . . Br
    O101 1.3171(8) 0.6661(5) 1.0570(5) 0.0364(15) Uani d D 1 . . O
    C101 1.4451(9) 0.7321(6) 1.1265(6) 0.0234(16) Uani d D 1 . . C
    C102 1.4442(7) 0.8068(5) 1.2456(5) 0.0278(13) Uani d D 1 . . C
    H10A 1.3356 0.8441 1.2283 0.033 Uiso calc R 1 . . H
    H10B 1.4429 0.7534 1.3008 0.033 Uiso calc R 1 . . H
    C103 1.5955(7) 0.9032(5) 1.3113(4) 0.0265(12) Uani d D 1 . . C
    H103 1.5847 0.9645 1.2613 0.032 Uiso calc R 1 . . H
    C116 1.5946(12) 0.9642(7) 1.4375(7) 0.035(2) Uani d D 1 . . C
    H11A 1.6976 1.0234 1.4804 0.052 Uiso calc R 1 . . H
    H11B 1.5956 0.9043 1.4855 0.052 Uiso calc R 1 . . H
    H11C 1.4899 1.0038 1.4270 0.052 Uiso calc R 1 . . H
    C104 1.7621(9) 0.8508(6) 1.3217(6) 0.0251(17) Uani d D 1 . . C
    H10C 1.8609 0.9151 1.3616 0.030 Uiso calc R 1 . . H
    H10D 1.7772 0.7927 1.3743 0.030 Uiso calc R 1 . . H
    C14A 1.7649(8) 0.7896(6) 1.1995(6) 0.0203(17) Uani d D 1 . . C
    C105 1.9175(9) 0.7805(6) 1.1787(6) 0.0217(17) Uani d D 1 . . C
    H105 2.0235 0.8109 1.2452 0.026 Uiso calc R 1 . . H
    C106 1.9249(9) 0.7296(6) 1.0665(6) 0.0211(17) Uani d D 1 . . C
    H106 2.0327 0.7247 1.0552 0.025 Uiso calc R 1 . . H
    C16A 1.7680(9) 0.6855(6) 0.9701(5) 0.0218(17) Uani d D 1 . . C
    O16A 1.7810(7) 0.6349(4) 0.8580(4) 0.0275(13) Uani d D 1 . . O
    C107 1.6162(9) 0.5877(6) 0.7616(6) 0.0286(19) Uani d D 1 . . C
    H107 1.6266 0.5749 0.6793 0.034 Uiso calc R 1 . . H
    O107 1.4950(7) 0.6647(5) 0.7704(5) 0.0282(13) Uani d D 1 . . O
    C17A 1.5445(10) 0.4742(5) 0.7813(6) 0.0233(17) Uani d D 1 . . C
    C108 1.5701(10) 0.3572(6) 0.7519(7) 0.0264(18) Uani d D 1 . . C
    O108 1.6827(8) 0.3238(5) 0.6899(5) 0.0316(14) Uani d D 1 . . O
    C109 1.4904(11) 0.2714(6) 0.7883(7) 0.0304(19) Uani d D 1 . . C
    H109 1.5056 0.1900 0.7665 0.037 Uiso calc R 1 . . H
    C110 1.3881(11) 0.3047(6) 0.8568(7) 0.033(2) Uani d D 1 . . C
    H110 1.3341 0.2455 0.8821 0.040 Uiso calc R 1 . . H
    C111 1.3629(10) 0.4229(6) 0.8893(6) 0.0245(17) Uani d D 1 . . C
    H111 1.2953 0.4455 0.9381 0.029 Uiso calc R 1 . . H
    C112 1.4391(9) 0.5069(6) 0.8484(6) 0.0234(17) Uani d D 1 . . C
    C113 1.4505(9) 0.6398(5) 0.8716(5) 0.0205(16) Uani d D 1 . . C
    H113 1.3416 0.6712 0.8757 0.025 Uiso calc R 1 . . H
    C114 1.6100(8) 0.6906(6) 0.9855(5) 0.0210(17) Uani d D 1 . . C
    C115 1.6096(8) 0.7387(6) 1.1025(5) 0.0197(16) Uani d D 1 . . C
    C11' 1.6287(9) 0.3264(8) 0.5693(6) 0.032(2) Uani d D 1 . . C
    O11' 1.4891(8) 0.3521(6) 0.5165(6) 0.0445(15) Uani d D 1 . . O
    C12' 1.7702(8) 0.3051(6) 0.5219(5) 0.0222(17) Uani d D 1 . . C
    C13' 1.7410(9) 0.2635(6) 0.3976(5) 0.0244(19) Uani d D 1 . . C
    C14' 1.8795(10) 0.2505(7) 0.3597(7) 0.030(2) Uani d D 1 . . C
    H14' 1.8585 0.2222 0.2752 0.035 Uiso calc R 1 . . H
    C15' 2.0476(9) 0.2776(6) 0.4417(6) 0.0260(18) Uani d D 1 . . C
    H15' 2.1415 0.2665 0.4139 0.031 Uiso calc R 1 . . H
    C16' 2.0798(10) 0.3211(7) 0.5643(7) 0.0305(19) Uani d D 1 . . C
    H16' 2.1956 0.3420 0.6212 0.037 Uiso calc R 1 . . H
    C17' 1.9412(8) 0.3340(7) 0.6036(6) 0.0238(17) Uani d D 1 . . C
    H17' 1.9634 0.3633 0.6881 0.029 Uiso calc R 1 . . H
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
    Br1 0.0304(5) 0.0352(4) 0.0218(4) -0.0032(3) 0.0035(3) 0.0016(3)
    O1 0.016(3) 0.047(3) 0.031(3) -0.001(2) 0.008(3) -0.001(2)
    C1 0.017(4) 0.026(3) 0.028(3) 0.005(3) 0.006(3) 0.009(2)
    C2 0.018(3) 0.038(3) 0.029(3) 0.009(2) 0.009(2) 0.007(2)
    C3 0.023(3) 0.028(3) 0.024(2) 0.004(2) 0.008(2) 0.009(2)
    C16 0.030(5) 0.038(4) 0.028(4) 0.003(3) 0.015(4) 0.004(3)
    C4 0.018(4) 0.038(4) 0.019(3) 0.005(3) 0.003(3) 0.006(3)
    C4A 0.021(5) 0.028(4) 0.021(3) 0.006(3) 0.007(3) 0.009(3)
    C5 0.012(5) 0.038(4) 0.025(4) 0.002(3) 0.003(3) 0.011(3)
    C6 0.025(6) 0.028(4) 0.035(4) 0.012(4) 0.017(4) 0.012(3)
    C6A 0.018(5) 0.021(3) 0.021(4) 0.000(3) 0.008(3) 0.003(3)
    O6A 0.013(3) 0.036(3) 0.023(3) 0.001(2) 0.006(2) 0.004(2)
    C7 0.018(5) 0.035(4) 0.018(4) 0.005(3) 0.003(3) 0.005(3)
    O7 0.026(4) 0.033(3) 0.018(3) 0.002(2) 0.008(2) 0.007(2)
    C7A 0.016(5) 0.035(4) 0.014(4) -0.001(3) 0.002(3) 0.003(3)
    C8 0.025(5) 0.033(4) 0.018(4) 0.005(4) 0.009(4) 0.001(3)
    O8 0.022(3) 0.040(3) 0.021(3) 0.007(2) 0.007(2) 0.006(2)
    C9 0.034(6) 0.032(4) 0.019(4) 0.001(4) 0.007(4) 0.007(3)
    C10 0.026(5) 0.037(4) 0.024(4) -0.001(4) 0.012(4) 0.010(3)
    C11 0.028(6) 0.037(4) 0.021(4) -0.004(4) 0.014(4) -0.001(3)
    C12 0.026(5) 0.026(4) 0.016(4) 0.002(3) 0.005(3) 0.001(3)
    C13 0.027(5) 0.036(4) 0.019(4) 0.001(4) 0.011(4) 0.005(3)
    C14 0.021(5) 0.023(3) 0.019(4) 0.005(3) 0.007(3) 0.005(3)
    C15 0.018(4) 0.025(3) 0.017(3) 0.005(3) 0.004(3) 0.009(3)
    C1' 0.026(6) 0.046(5) 0.019(4) -0.005(4) 0.005(4) -0.004(3)
    O1' 0.021(4) 0.207(9) 0.019(3) 0.028(4) 0.006(3) -0.002(4)
    C2' 0.032(6) 0.024(4) 0.023(4) 0.004(4) 0.009(4) 0.001(3)
    C3' 0.020(5) 0.026(4) 0.020(4) -0.001(3) 0.003(4) 0.004(3)
    C4' 0.026(5) 0.028(4) 0.018(4) -0.005(3) 0.004(3) 0.001(3)
    C5' 0.038(6) 0.037(4) 0.037(5) 0.011(4) 0.021(4) 0.019(4)
    C6' 0.017(5) 0.033(4) 0.026(4) 0.001(3) 0.001(4) 0.004(3)
    C7' 0.041(6) 0.037(4) 0.024(4) 0.010(4) 0.012(4) 0.011(3)
    Br2 0.0276(5) 0.0321(4) 0.0228(4) 0.0027(3) 0.0013(3) 0.0019(3)
    O101 0.023(4) 0.049(3) 0.033(3) -0.001(3) 0.012(3) -0.002(3)
    C101 0.020(4) 0.028(3) 0.021(3) 0.004(3) 0.007(3) 0.005(2)
    C102 0.024(3) 0.040(3) 0.023(3) 0.010(3) 0.011(2) 0.007(2)
    C103 0.032(3) 0.029(3) 0.023(2) 0.008(2) 0.012(2) 0.009(2)
    C116 0.038(6) 0.040(4) 0.026(4) 0.002(4) 0.016(4) 0.002(3)
    C104 0.028(5) 0.026(3) 0.021(3) 0.001(3) 0.008(3) 0.005(3)
    C14A 0.018(5) 0.020(3) 0.023(4) 0.001(3) 0.005(3) 0.007(3)
    C105 0.018(5) 0.018(3) 0.025(4) 0.001(3) 0.003(3) 0.003(3)
    C106 0.009(4) 0.024(4) 0.026(4) -0.004(3) 0.002(3) 0.007(3)
    C16A 0.023(5) 0.025(3) 0.020(4) 0.007(3) 0.009(3) 0.008(3)
    O16A 0.029(4) 0.032(3) 0.024(3) -0.001(3) 0.015(3) 0.003(2)
    C107 0.026(5) 0.038(4) 0.023(4) -0.001(4) 0.012(4) 0.007(3)
    O107 0.023(4) 0.038(3) 0.024(3) 0.009(3) 0.006(3) 0.013(2)
    C17A 0.020(5) 0.032(4) 0.016(4) -0.001(3) 0.006(3) 0.004(3)
    C108 0.019(5) 0.037(4) 0.020(4) 0.001(3) 0.005(3) 0.004(3)
    O108 0.034(4) 0.043(3) 0.020(3) 0.013(3) 0.014(3) 0.005(2)
    C109 0.027(6) 0.026(4) 0.030(4) 0.001(4) 0.006(4) -0.002(3)
    C110 0.032(6) 0.035(4) 0.023(4) -0.011(4) 0.002(4) 0.005(3)
    C111 0.012(5) 0.037(4) 0.018(4) -0.005(3) 0.001(3) 0.002(3)
    C112 0.007(4) 0.041(4) 0.015(3) -0.002(3) -0.001(3) 0.001(3)
    C113 0.009(4) 0.032(4) 0.021(4) 0.005(3) 0.004(3) 0.008(3)
    C114 0.013(4) 0.022(3) 0.027(4) 0.001(3) 0.004(3) 0.009(3)
    C115 0.019(4) 0.016(3) 0.025(4) 0.004(3) 0.008(3) 0.004(3)
    C11' 0.026(5) 0.046(4) 0.023(4) 0.013(4) 0.009(4) 0.006(3)
    O11' 0.037(4) 0.068(3) 0.030(3) 0.022(3) 0.011(3) 0.015(2)
    C12' 0.018(5) 0.029(4) 0.021(4) 0.008(3) 0.005(4) 0.009(3)
    C13' 0.030(6) 0.017(3) 0.023(4) 0.004(3) 0.007(4) 0.004(3)
    C14' 0.039(6) 0.029(4) 0.026(4) 0.013(4) 0.019(4) 0.005(3)
    C15' 0.020(5) 0.027(4) 0.029(4) 0.006(3) 0.009(3) 0.000(3)
    C16' 0.026(6) 0.036(4) 0.030(4) 0.007(4) 0.009(4) 0.011(3)
    C17' 0.017(5) 0.032(4) 0.016(4) 0.000(3) 0.001(3) 0.000(3)