#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/19/7051978.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_7051978
loop_
_publ_author_name
'Bacchi, Alessia'
'Carcelli, Mauro'
'Pelizzi, Giancarlo'
_publ_section_title
;
 Sampling rifamycin conformational variety by cruising through crystal
 forms: implications for polymorph screening and for biological models
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1725
_journal_paper_doi               10.1039/b804746d
_journal_volume                  32
_journal_year                    2008
_chemical_formula_sum            'C38 H50 Cl3 N O14'
_chemical_formula_weight         851.14
_chemical_name_systematic
;
?
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.34(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.764(5)
_cell_length_b                   15.876(5)
_cell_length_c                   12.222(5)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      17
_cell_measurement_theta_min      4
_cell_volume                     2111.3(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al. 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  diffractometer
_diffrn_measurement_method       'ω/2θ scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_sigmaI/netI    0.0368
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4364
_diffrn_reflns_theta_full        71.22
_diffrn_reflns_theta_max         71.22
_diffrn_reflns_theta_min         3.91
_diffrn_standards_interval_count 100
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    2.520
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(4)
_refine_ls_extinction_coef       0.0085(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.917
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     542
_refine_ls_number_reflns         4348
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      0.917
_refine_ls_R_factor_all          0.1252
_refine_ls_R_factor_gt           0.0760
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1900P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1890
_refine_ls_wR_factor_ref         0.2529
_reflns_number_gt                2115
_reflns_number_total             4348
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b804746d.txt
_cod_data_source_block           RSII
_cod_original_cell_volume        2111.3(1)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7051978
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.2778(4) 0.1207(3) 1.0447(4) 0.1543(16) Uani 1 1 d . . .
Cl2 Cl 0.3060(4) -0.0548(3) 1.0902(4) 0.1496(14) Uani 1 1 d . . .
Cl3 Cl 0.5190(4) 0.0489(4) 1.1663(4) 0.185(2) Uani 1 1 d . . .
O1 O 0.5008(5) 0.2011(4) 0.9331(6) 0.0844(16) Uani 1 1 d . . .
O2 O 0.2918(5) 0.2739(4) 0.8516(5) 0.0827(16) Uani 1 1 d D . .
O3 O 0.2169(5) 0.4537(4) 0.5271(5) 0.0815(16) Uani 1 1 d . . .
O4 O 0.4830(6) 0.4461(6) 0.4621(6) 0.108(2) Uani 1 1 d . . .
O5 O 0.2156(5) 0.4733(4) 0.3372(5) 0.0869(17) Uani 1 1 d . . .
O6 O 0.0314(6) 0.2282(5) 0.1695(6) 0.099(2) Uani 1 1 d . . .
O7 O 0.0327(4) 0.1214(4) 0.3448(5) 0.0718(13) Uani 1 1 d . . .
O8 O -0.0428(6) 0.2329(5) 0.4071(7) 0.101(2) Uani 1 1 d . . .
O9 O 0.1889(5) 0.1261(4) 0.6528(6) 0.0803(15) Uani 1 1 d D . .
O10 O 0.3758(5) 0.0457(4) 0.8085(5) 0.0849(17) Uani 1 1 d D . .
O11 O 0.8669(5) 0.1203(5) 0.8695(6) 0.0916(18) Uani 1 1 d . . .
O12 O 0.6200(6) 0.3142(5) 0.5821(7) 0.104(2) Uani 1 1 d . . .
N N 0.6981(6) 0.1378(4) 0.9148(6) 0.0761(18) Uani 1 1 d . . .
H0 H 0.6677 0.1237 0.9660 0.091 Uiso 1 1 calc R . .
C1 C 0.5233(7) 0.2279(5) 0.8483(7) 0.0647(18) Uani 1 1 d . . .
C2 C 0.6379(7) 0.2020(5) 0.8354(8) 0.073(2) Uani 1 1 d . . .
C3 C 0.6736(7) 0.2345(6) 0.7533(8) 0.074(2) Uani 1 1 d . . .
H3 H 0.7491 0.2192 0.7513 0.089 Uiso 1 1 calc R . .
C4 C 0.5943(7) 0.2946(6) 0.6655(8) 0.072(2) Uani 1 1 d . . .
C5 C 0.4000(7) 0.3795(5) 0.5969(7) 0.0680(19) Uani 1 1 d . . .
C6 C 0.2862(6) 0.3957(5) 0.6067(7) 0.0652(18) Uani 1 1 d . . .
C7 C 0.2457(7) 0.3612(6) 0.6872(7) 0.071(2) Uani 1 1 d . . .
C8 C 0.3264(7) 0.3054(5) 0.7679(7) 0.0676(19) Uani 1 1 d D . .
C9 C 0.4425(7) 0.2858(5) 0.7619(7) 0.0654(17) Uani 1 1 d . . .
C10 C 0.4763(6) 0.3197(5) 0.6751(7) 0.0655(18) Uani 1 1 d . . .
C11 C 0.4061(7) 0.4332(6) 0.5015(9) 0.081(2) Uani 1 1 d . . .
C12 C 0.2851(8) 0.4854(6) 0.4588(8) 0.081(2) Uani 1 1 d . . .
C13 C 0.3069(9) 0.5767(7) 0.4790(10) 0.100(3) Uani 1 1 d . . .
H13A H 0.3611 0.5957 0.4421 0.151 Uiso 1 1 calc R . .
H13B H 0.3435 0.5875 0.5625 0.151 Uiso 1 1 calc R . .
H13C H 0.2301 0.6062 0.4457 0.151 Uiso 1 1 calc R . .
C14 C 0.1203(8) 0.3802(7) 0.6870(9) 0.091(3) Uani 1 1 d . . .
H14A H 0.1226 0.4328 0.7265 0.136 Uiso 1 1 calc R . .
H14B H 0.0962 0.3361 0.7275 0.136 Uiso 1 1 calc R . .
H14C H 0.0620 0.3838 0.6069 0.136 Uiso 1 1 calc R . .
C15 C 0.8019(7) 0.0947(6) 0.9185(8) 0.077(2) Uani 1 1 d . . .
C16 C 0.8258(7) 0.0144(5) 0.9870(8) 0.076(2) Uani 1 1 d . . .
C17 C 0.7404(7) -0.0431(6) 0.9735(8) 0.080(2) Uani 1 1 d . . .
H17 H 0.7639 -0.0901 1.0223 0.096 Uiso 1 1 calc R . .
C18 C 0.6127(7) -0.0404(6) 0.8899(8) 0.082(2) Uani 1 1 d . . .
H18 H 0.5878 0.0037 0.8359 0.098 Uiso 1 1 calc R . .
C19 C 0.5309(8) -0.0984(7) 0.8879(9) 0.088(3) Uani 1 1 d . . .
H19 H 0.5579 -0.1402 0.9454 0.105 Uiso 1 1 calc R . .
C20 C 0.3992(7) -0.1040(6) 0.8031(8) 0.080(2) Uani 1 1 d . . .
H20 H 0.3491 -0.1145 0.8500 0.096 Uiso 1 1 calc R . .
C21 C 0.3486(7) -0.0248(5) 0.7294(7) 0.0702(19) Uani 1 1 d . . .
H21 H 0.3923 -0.0169 0.6760 0.084 Uiso 1 1 calc R . .
C22 C 0.2114(7) -0.0278(6) 0.6550(7) 0.074(2) Uani 1 1 d . . .
H22 H 0.1978 -0.0755 0.6006 0.089 Uiso 1 1 calc R . .
C23 C 0.1659(7) 0.0523(5) 0.5779(7) 0.072(2) Uani 1 1 d . . .
H23 H 0.0768 0.0472 0.5361 0.087 Uiso 1 1 calc R . .
C24 C 0.2212(6) 0.0687(5) 0.4862(7) 0.0662(18) Uani 1 1 d . . .
H24 H 0.3080 0.0828 0.5292 0.079 Uiso 1 1 calc R . .
C25 C 0.1606(6) 0.1453(5) 0.4106(7) 0.070(2) Uani 1 1 d . . .
H25 H 0.1637 0.1933 0.4621 0.084 Uiso 1 1 calc R . .
C26 C 0.2150(7) 0.1707(6) 0.3205(7) 0.074(2) Uani 1 1 d . . .
H26 H 0.2042 0.1228 0.2669 0.089 Uiso 1 1 calc R . .
C27 C 0.1563(8) 0.2478(6) 0.2435(8) 0.080(2) Uani 1 1 d . . .
H27 H 0.2010 0.2579 0.1914 0.096 Uiso 1 1 calc R . .
C28 C 0.1599(8) 0.3265(6) 0.3084(8) 0.077(2) Uani 1 1 d . . .
H28 H 0.1231 0.3279 0.3636 0.093 Uiso 1 1 calc R . .
C29 C 0.2133(8) 0.3946(6) 0.2908(8) 0.082(2) Uani 1 1 d . . .
H29 H 0.2551 0.3887 0.2402 0.098 Uiso 1 1 calc R . .
C30 C 0.9593(7) 0.0019(7) 1.0630(8) 0.086(3) Uani 1 1 d . . .
H30A H 0.9702 -0.0520 1.1012 0.129 Uiso 1 1 calc R . .
H30B H 0.9859 0.0455 1.1217 0.129 Uiso 1 1 calc R . .
H30C H 1.0071 0.0043 1.0145 0.129 Uiso 1 1 calc R . .
C31 C 0.3856(10) -0.1801(7) 0.7236(12) 0.112(4) Uani 1 1 d . . .
H31A H 0.4303 -0.1706 0.6734 0.168 Uiso 1 1 calc R . .
H31B H 0.3003 -0.1887 0.6758 0.168 Uiso 1 1 calc R . .
H31C H 0.4176 -0.2291 0.7714 0.168 Uiso 1 1 calc R . .
C32 C 0.1342(8) -0.0439(8) 0.7291(11) 0.100(3) Uani 1 1 d . . .
H32A H 0.1528 -0.0989 0.7643 0.151 Uiso 1 1 calc R . .
H32B H 0.0486 -0.0410 0.6793 0.151 Uiso 1 1 calc R . .
H32C H 0.1528 -0.0021 0.7901 0.151 Uiso 1 1 calc R . .
C33 C 0.2169(9) -0.0078(6) 0.4106(9) 0.086(2) Uani 1 1 d . . .
H33A H 0.1342 -0.0284 0.3762 0.128 Uiso 1 1 calc R . .
H33B H 0.2694 -0.0509 0.4588 0.128 Uiso 1 1 calc R . .
H33C H 0.2446 0.0076 0.3488 0.128 Uiso 1 1 calc R . .
C34 C 0.3533(8) 0.1865(7) 0.3812(10) 0.095(3) Uani 1 1 d . . .
H34A H 0.3675 0.2318 0.4369 0.142 Uiso 1 1 calc R . .
H34B H 0.3861 0.2012 0.3229 0.142 Uiso 1 1 calc R . .
H34C H 0.3929 0.1364 0.4221 0.142 Uiso 1 1 calc R . .
C35 C -0.0575(8) 0.1706(7) 0.3490(9) 0.083(2) Uani 1 1 d . . .
C36 C -0.1781(9) 0.1366(8) 0.2664(13) 0.118(4) Uani 1 1 d . . .
H36A H -0.2309 0.1273 0.3089 0.177 Uiso 1 1 calc R . .
H36B H -0.1650 0.0844 0.2334 0.177 Uiso 1 1 calc R . .
H36C H -0.2159 0.1764 0.2039 0.177 Uiso 1 1 calc R . .
C37 C -0.0208(12) 0.2837(9) 0.0749(11) 0.133(5) Uani 1 1 d . . .
H37A H -0.0226 0.3394 0.1047 0.200 Uiso 1 1 calc R . .
H37B H -0.1031 0.2659 0.0283 0.200 Uiso 1 1 calc R . .
H37C H 0.0273 0.2838 0.0267 0.200 Uiso 1 1 calc R . .
C38 C 0.3765(10) 0.0346(8) 1.0629(9) 0.101(3) Uani 1 1 d . . .
H38 H 0.3853 0.0258 0.9871 0.122 Uiso 1 1 calc R . .
O13 O -0.1470(7) 0.2712(6) 0.5773(8) 0.123(3) Uani 1 1 d D . .
O14 O 0.0072(8) 0.1582(8) 0.7277(10) 0.148(4) Uani 1 1 d D . .
H2O H 0.332(13) 0.224(7) 0.888(12) 0.200 Uiso 1 1 d D . .
H9O H 0.132(13) 0.129(12) 0.689(15) 0.20(7) Uiso 1 1 d D . .
H10O H 0.323(10) 0.081(7) 0.829(12) 0.14(5) Uiso 1 1 d D . .
H131 H -0.237(7) 0.286(10) 0.578(14) 0.17(5) Uiso 1 1 d D . .
H132 H -0.121(15) 0.260(12) 0.502(10) 0.19(7) Uiso 1 1 d D . .
H141 H -0.041(14) 0.131(10) 0.779(13) 0.20(7) Uiso 1 1 d D . .
H142 H -0.049(9) 0.214(5) 0.700(10) 0.12(4) Uiso 1 1 d D . .
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'
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'
Cl Cl 0.3639 0.7018 '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
_geom_angle_publ_flag
C6 O3 C12 109.5(6) . . ?
C29 O5 C12 118.2(7) . . ?
C37 O6 C27 114.0(8) . . ?
C35 O7 C25 119.6(7) . . ?
C15 N C2 126.1(7) . . ?
O1 C1 C9 122.6(7) . . ?
O1 C1 C2 119.3(7) . . ?
C9 C1 C2 118.2(7) . . ?
C3 C2 N 125.7(7) . . ?
C3 C2 C1 122.4(8) . . ?
N C2 C1 111.8(7) . . ?
C2 C3 C4 120.4(7) . . ?
O12 C4 C3 119.2(7) . . ?
O12 C4 C10 122.4(8) . . ?
C3 C4 C10 117.8(7) . . ?
C10 C5 C6 116.5(7) . . ?
C10 C5 C11 136.3(7) . . ?
C6 C5 C11 107.2(7) . . ?
C7 C6 O3 120.7(6) . . ?
C7 C6 C5 126.2(7) . . ?
O3 C6 C5 113.1(7) . . ?
C6 C7 C8 115.8(7) . . ?
C6 C7 C14 122.0(8) . . ?
C8 C7 C14 122.2(8) . . ?
O2 C8 C7 117.1(7) . . ?
O2 C8 C9 122.3(7) . . ?
C7 C8 C9 120.6(7) . . ?
C10 C9 C8 121.1(7) . . ?
C10 C9 C1 120.5(7) . . ?
C8 C9 C1 118.4(7) . . ?
C9 C10 C5 119.5(7) . . ?
C9 C10 C4 120.4(7) . . ?
C5 C10 C4 120.0(7) . . ?
O4 C11 C5 133.9(8) . . ?
O4 C11 C12 120.8(8) . . ?
C5 C11 C12 105.1(7) . . ?
O5 C12 O3 109.5(7) . . ?
O5 C12 C13 107.7(8) . . ?
O3 C12 C13 110.0(9) . . ?
O5 C12 C11 111.8(8) . . ?
O3 C12 C11 105.0(7) . . ?
C13 C12 C11 112.8(8) . . ?
O11 C15 N 122.3(8) . . ?
O11 C15 C16 123.1(7) . . ?
N C15 C16 114.6(8) . . ?
C17 C16 C15 123.2(7) . . ?
C17 C16 C30 123.5(8) . . ?
C15 C16 C30 112.9(7) . . ?
C16 C17 C18 126.8(9) . . ?
C19 C18 C17 122.6(9) . . ?
C18 C19 C20 127.2(9) . . ?
C19 C20 C31 108.6(8) . . ?
C19 C20 C21 115.2(7) . . ?
C31 C20 C21 110.7(7) . . ?
O10 C21 C22 110.0(7) . . ?
O10 C21 C20 107.9(6) . . ?
C22 C21 C20 114.4(7) . . ?
C21 C22 C32 112.6(7) . . ?
C21 C22 C23 112.3(7) . . ?
C32 C22 C23 110.6(7) . . ?
O9 C23 C24 107.4(6) . . ?
O9 C23 C22 109.9(6) . . ?
C24 C23 C22 116.3(7) . . ?
C33 C24 C23 112.9(7) . . ?
C33 C24 C25 111.6(7) . . ?
C23 C24 C25 110.5(6) . . ?
O7 C25 C26 107.4(6) . . ?
O7 C25 C24 105.8(6) . . ?
C26 C25 C24 114.8(7) . . ?
C25 C26 C34 110.7(7) . . ?
C25 C26 C27 116.0(7) . . ?
C34 C26 C27 108.2(7) . . ?
O6 C27 C28 109.6(7) . . ?
O6 C27 C26 109.0(7) . . ?
C28 C27 C26 115.6(7) . . ?
C29 C28 C27 121.9(8) . . ?
C28 C29 O5 128.4(9) . . ?
O8 C35 O7 124.9(8) . . ?
O8 C35 C36 126.0(9) . . ?
O7 C35 C36 109.1(9) . . ?
Cl3 C38 Cl2 112.1(6) . . ?
Cl3 C38 Cl1 114.3(7) . . ?
Cl2 C38 Cl1 108.7(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C38 1.752(12) . ?
Cl2 C38 1.739(13) . ?
Cl3 C38 1.688(12) . ?
O1 C1 1.238(9) . ?
O2 C8 1.335(10) . ?
O3 C6 1.362(9) . ?
O3 C12 1.451(11) . ?
O4 C11 1.193(10) . ?
O5 C29 1.369(11) . ?
O5 C12 1.410(11) . ?
O6 C37 1.396(13) . ?
O6 C27 1.437(10) . ?
O7 C35 1.335(10) . ?
O7 C25 1.461(9) . ?
O8 C35 1.192(12) . ?
O9 C23 1.447(10) . ?
O10 C21 1.433(10) . ?
O11 C15 1.207(10) . ?
O12 C4 1.210(10) . ?
N C15 1.384(10) . ?
N C2 1.400(11) . ?
C1 C9 1.449(11) . ?
C1 C2 1.475(11) . ?
C2 C3 1.330(12) . ?
C3 C4 1.473(12) . ?
C4 C10 1.491(10) . ?
C5 C10 1.403(11) . ?
C5 C6 1.413(10) . ?
C5 C11 1.468(12) . ?
C6 C7 1.361(11) . ?
C7 C8 1.395(11) . ?
C7 C14 1.505(11) . ?
C8 C9 1.429(10) . ?
C9 C10 1.376(11) . ?
C11 C12 1.555(12) . ?
C12 C13 1.477(15) . ?
C15 C16 1.492(12) . ?
C16 C17 1.321(12) . ?
C16 C30 1.503(11) . ?
C17 C18 1.462(11) . ?
C18 C19 1.324(13) . ?
C19 C20 1.504(12) . ?
C20 C31 1.520(16) . ?
C20 C21 1.530(12) . ?
C21 C22 1.523(10) . ?
C22 C32 1.528(13) . ?
C22 C23 1.552(12) . ?
C23 C24 1.517(11) . ?
C24 C33 1.516(12) . ?
C24 C25 1.529(11) . ?
C25 C26 1.524(12) . ?
C26 C34 1.531(12) . ?
C26 C27 1.539(13) . ?
C27 C28 1.473(12) . ?
C28 C29 1.308(13) . ?
C35 C36 1.495(14) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652919
