data_josesample_solve
_audit_creation_date               2018-07-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2016/6'
loop_
  _audit_author_name
  _audit_author_email
  _audit_author_address
 'Bae, Y.' younjuebae2021@u.northwestern.edu
;

Northwestern University
Chemistry
2145 Sheridan Rd
Evanston
60208
USA
;

_audit_contact_author_address
;
Northwestern University
Chemistry
2145 Sheridan Rd
Evanston
60208
USA
;
_audit_contact_author_email        younjuebae2021@u.northwestern.edu
_audit_contact_author_name         'Bae, Y.'
_audit_contact_author_phone        ''
_publ_contact_author_id_orcid      ''
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C19 H12 Cl N2 O3 Re'
_chemical_formula_sum              'C19 H12 Cl N2 O3 Re'
_chemical_formula_weight           537.96
_chemical_melting_point            ?
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'
 'Re' 'Re' -5.2083 5.8923
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             14
_space_group_name_H-M_alt          'P 1 21/c 1'
_space_group_name_Hall             '-P 2ybc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'

_cell_length_a                     7.0735(12)
_cell_length_b                     14.576(2)
_cell_length_c                     16.991(3)
_cell_angle_alpha                  90
_cell_angle_beta                   101.338(8)
_cell_angle_gamma                  90
_cell_volume                       1717.6(5)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      5266
_cell_measurement_temperature      100(2)
_cell_measurement_theta_max        66.635
_cell_measurement_theta_min        5.311
_shelx_estimated_absorpt_T_max     0.333
_shelx_estimated_absorpt_T_min     0.085
_exptl_absorpt_coefficient_mu      15.467
_exptl_absorpt_correction_T_max    0.7528
_exptl_absorpt_correction_T_min    0.4780
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details    
 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1270 before and 0.0451 after correction. The Ratio of minimum to maximum transmission is 0.6350. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'yellow'
_exptl_crystal_density_diffrn      2.080
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         'tabular'
_exptl_crystal_F_000               1024
_exptl_crystal_size_max            0.314
_exptl_crystal_size_mid            0.134
_exptl_crystal_size_min            0.091
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0322
_diffrn_reflns_av_unetI/netI       0.0405
_diffrn_reflns_Laue_measured_fraction_full  0.962
_diffrn_reflns_Laue_measured_fraction_max  0.962
_diffrn_reflns_limit_h_max         7
_diffrn_reflns_limit_h_min         -8
_diffrn_reflns_limit_k_max         17
_diffrn_reflns_limit_k_min         -16
_diffrn_reflns_limit_l_max         20
_diffrn_reflns_limit_l_min         -10
_diffrn_reflns_number              6831
_diffrn_reflns_point_group_measured_fraction_full  0.962
_diffrn_reflns_point_group_measured_fraction_max  0.962
_diffrn_reflns_theta_full          66.629
_diffrn_reflns_theta_max           66.629
_diffrn_reflns_theta_min           5.310
_diffrn_ambient_temperature        100.01
_diffrn_detector                   'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean   8
_diffrn_detector_type              'CCD area detector'
_diffrn_measured_fraction_theta_full  0.962
_diffrn_measured_fraction_theta_max  0.962
_diffrn_measurement_device         'three-circle diffractometer'
_diffrn_measurement_device_type    'Bruker SMART APEX2 area detector'
_diffrn_measurement_method         'ω and φ scans'
_diffrn_radiation_monochromator    'MX optics'
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54178
_diffrn_source                     'microfocus sealed X-ray tube'
_diffrn_source_type                'Incoatec I\ms'
_diffrn_standards_number           .
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  2837
_reflns_number_total               2925
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT V8.38A (?, 2016)'
_computing_data_collection         'APEX2 V2014.11-0 (Bruker, 2014)'
_computing_data_reduction          'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'XL (Sheldrick, 2008)'
_computing_structure_solution      'XS (Sheldrick, 2008)'
_refine_diff_density_max           1.955
_refine_diff_density_min           -1.367
_refine_diff_density_rms           0.205
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.088
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       235
_refine_ls_number_reflns           2925
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0320
_refine_ls_R_factor_gt             0.0313
_refine_ls_restrained_S_all        1.088
_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/[σ²(Fo²)+(0.0523P)²+0.8720P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0803
_refine_ls_wR_factor_ref           0.0811
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C3(H3), C7(H7), C2(H2), C1(H1), C15(H15), C4(H4), C12(H12),
 C13(H13), C14(H14), C9(H9), C8(H8)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       direct
_atom_sites_solution_secondary     ?
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_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 Re1 Re 0.70337(2) 0.39533(2) 0.27091(2) 0.01260(12) Uani 1 1 d . . . . .
 Cl1 Cl 1.03875(13) 0.36340(7) 0.34012(5) 0.0194(2) Uani 1 1 d . . . . .
 O1 O 0.8179(5) 0.38909(18) 0.10483(18) 0.0202(7) Uani 1 1 d . . . . .
 O3 O 0.6057(4) 0.1936(2) 0.23372(16) 0.0216(6) Uani 1 1 d . . . . .
 O2 O 0.2860(4) 0.4385(2) 0.18940(18) 0.0304(7) Uani 1 1 d . . . . .
 N1 N 0.6546(6) 0.3976(2) 0.3931(2) 0.0155(8) Uani 1 1 d . . . . .
 N2 N 0.7728(4) 0.5374(2) 0.31371(18) 0.0132(6) Uani 1 1 d . . . . .
 C16 C 0.6236(7) 0.5964(3) 0.1312(3) 0.0224(10) Uani 1 1 d . . . . .
 H16 H 0.510201 0.595236 0.153249 0.027 Uiso 1 1 calc R . . . .
 C6 C 0.7816(5) 0.5501(3) 0.3943(2) 0.0131(7) Uani 1 1 d . . . . .
 C3 C 0.6658(7) 0.3968(3) 0.5575(3) 0.0210(10) Uani 1 1 d . . . . .
 H3 H 0.672953 0.395786 0.613957 0.025 Uiso 1 1 calc R . . . .
 C7 C 0.8402(6) 0.6320(3) 0.4329(3) 0.0170(8) Uani 1 1 d . . . . .
 H7 H 0.844855 0.638525 0.488908 0.020 Uiso 1 1 calc R . . . .
 C17 C 0.7776(7) 0.3957(2) 0.1668(3) 0.0141(9) Uani 1 1 d . . . . .
 C18 C 0.4403(6) 0.4253(3) 0.2218(2) 0.0207(8) Uani 1 1 d . . . . .
 C2 C 0.5898(6) 0.3230(3) 0.5104(2) 0.0219(9) Uani 1 1 d . . . . .
 H2 H 0.540853 0.271205 0.533875 0.026 Uiso 1 1 calc R . . . .
 C1 C 0.5861(6) 0.3257(3) 0.4289(2) 0.0211(8) Uani 1 1 d . . . . .
 H1 H 0.533456 0.274964 0.396800 0.025 Uiso 1 1 calc R . . . .
 C5 C 0.7225(5) 0.4707(3) 0.4384(2) 0.0147(7) Uani 1 1 d . . . . .
 C15 C 0.6088(8) 0.5943(3) 0.0484(3) 0.0286(11) Uani 1 1 d . . . . .
 H15 H 0.485770 0.591383 0.013859 0.034 Uiso 1 1 calc R . . . .
 C4 C 0.7307(5) 0.4716(3) 0.5211(2) 0.0169(8) Uani 1 1 d . . . . .
 H4 H 0.780736 0.523496 0.552110 0.020 Uiso 1 1 calc R . . . .
 C19 C 0.6442(5) 0.2695(3) 0.2482(2) 0.0155(8) Uani 1 1 d . . . . .
 C12 C 0.9681(8) 0.6048(3) 0.1490(3) 0.0232(10) Uani 1 1 d . . . . .
 H12 H 1.091017 0.609877 0.183366 0.028 Uiso 1 1 calc R . . . .
 C11 C 0.8031(8) 0.6002(2) 0.1817(3) 0.0179(10) Uani 1 1 d . . . . .
 C13 C 0.9542(9) 0.6020(3) 0.0666(3) 0.0300(12) Uani 1 1 d . . . . .
 H13 H 1.067643 0.603953 0.044670 0.036 Uiso 1 1 calc R . . . .
 C14 C 0.7757(10) 0.5964(3) 0.0164(3) 0.0343(14) Uani 1 1 d . . . . .
 H14 H 0.766606 0.594014 -0.040136 0.041 Uiso 1 1 calc R . . . .
 C9 C 0.8808(6) 0.6928(3) 0.3067(2) 0.0193(8) Uani 1 1 d . . . . .
 H9 H 0.914290 0.741967 0.275357 0.023 Uiso 1 1 calc R . . . .
 C10 C 0.8205(7) 0.6090(3) 0.2704(3) 0.0163(9) Uani 1 1 d . . . . .
 C8 C 0.8917(6) 0.7040(3) 0.3886(2) 0.0183(8) Uani 1 1 d . . . . .
 H8 H 0.934078 0.760564 0.413848 0.022 Uiso 1 1 calc R . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
 Re1 Cl1 2.4759(10) . ?
 Re1 N1 2.171(4) . ?
 Re1 N2 2.218(3) . ?
 Re1 C17 1.941(5) . ?
 Re1 C18 1.934(5) . ?
 Re1 C19 1.903(4) . ?
 O1 C17 1.148(6) . ?
 O3 C19 1.154(5) . ?
 O2 C18 1.138(6) . ?
 N1 C1 1.349(5) . ?
 N1 C5 1.346(5) . ?
 N2 C6 1.371(5) . ?
 N2 C10 1.357(5) . ?
 C16 H16 0.9500 . ?
 C16 C15 1.390(7) . ?
 C16 C11 1.387(7) . ?
 C6 C7 1.386(6) . ?
 C6 C5 1.482(5) . ?
 C3 H3 0.9500 . ?
 C3 C2 1.385(6) . ?
 C3 C4 1.376(6) . ?
 C7 H7 0.9500 . ?
 C7 C8 1.383(6) . ?
 C2 H2 0.9500 . ?
 C2 C1 1.381(6) . ?
 C1 H1 0.9500 . ?
 C5 C4 1.395(5) . ?
 C15 H15 0.9500 . ?
 C15 C14 1.394(9) . ?
 C4 H4 0.9500 . ?
 C12 H12 0.9500 . ?
 C12 C11 1.389(7) . ?
 C12 C13 1.384(7) . ?
 C11 C10 1.492(8) . ?
 C13 H13 0.9500 . ?
 C13 C14 1.381(9) . ?
 C14 H14 0.9500 . ?
 C9 H9 0.9500 . ?
 C9 C10 1.397(6) . ?
 C9 C8 1.389(6) . ?
 C8 H8 0.9500 . ?

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
 N1 Re1 Cl1 82.30(10) . . ?
 N1 Re1 N2 74.85(11) . . ?
 N2 Re1 Cl1 83.68(8) . . ?
 C17 Re1 Cl1 91.59(14) . . ?
 C17 Re1 N1 173.49(16) . . ?
 C17 Re1 N2 102.35(13) . . ?
 C18 Re1 Cl1 176.67(12) . . ?
 C18 Re1 N1 95.13(15) . . ?
 C18 Re1 N2 93.62(15) . . ?
 C18 Re1 C17 90.89(17) . . ?
 C19 Re1 Cl1 93.85(12) . . ?
 C19 Re1 N1 97.98(13) . . ?
 C19 Re1 N2 172.65(13) . . ?
 C19 Re1 C17 84.61(14) . . ?
 C19 Re1 C18 88.60(17) . . ?
 C1 N1 Re1 123.9(3) . . ?
 C5 N1 Re1 116.9(3) . . ?
 C5 N1 C1 118.5(4) . . ?
 C6 N2 Re1 114.6(2) . . ?
 C10 N2 Re1 127.0(3) . . ?
 C10 N2 C6 118.2(3) . . ?
 C15 C16 H16 119.8 . . ?
 C11 C16 H16 119.8 . . ?
 C11 C16 C15 120.3(5) . . ?
 N2 C6 C7 122.6(3) . . ?
 N2 C6 C5 116.0(3) . . ?
 C7 C6 C5 121.4(3) . . ?
 C2 C3 H3 120.6 . . ?
 C4 C3 H3 120.6 . . ?
 C4 C3 C2 118.8(4) . . ?
 C6 C7 H7 120.6 . . ?
 C8 C7 C6 118.9(4) . . ?
 C8 C7 H7 120.6 . . ?
 O1 C17 Re1 174.9(3) . . ?
 O2 C18 Re1 175.6(4) . . ?
 C3 C2 H2 120.4 . . ?
 C1 C2 C3 119.1(4) . . ?
 C1 C2 H2 120.4 . . ?
 N1 C1 C2 122.4(4) . . ?
 N1 C1 H1 118.8 . . ?
 C2 C1 H1 118.8 . . ?
 N1 C5 C6 115.7(3) . . ?
 N1 C5 C4 121.5(4) . . ?
 C4 C5 C6 122.8(4) . . ?
 C16 C15 H15 120.2 . . ?
 C16 C15 C14 119.6(5) . . ?
 C14 C15 H15 120.2 . . ?
 C3 C4 C5 119.6(4) . . ?
 C3 C4 H4 120.2 . . ?
 C5 C4 H4 120.2 . . ?
 O3 C19 Re1 179.0(4) . . ?
 C11 C12 H12 119.9 . . ?
 C13 C12 H12 119.9 . . ?
 C13 C12 C11 120.3(5) . . ?
 C16 C11 C12 119.5(5) . . ?
 C16 C11 C10 120.8(5) . . ?
 C12 C11 C10 119.4(5) . . ?
 C12 C13 H13 119.9 . . ?
 C14 C13 C12 120.1(5) . . ?
 C14 C13 H13 119.9 . . ?
 C15 C14 H14 120.0 . . ?
 C13 C14 C15 120.1(5) . . ?
 C13 C14 H14 120.0 . . ?
 C10 C9 H9 120.1 . . ?
 C8 C9 H9 120.1 . . ?
 C8 C9 C10 119.9(4) . . ?
 N2 C10 C11 120.1(3) . . ?
 N2 C10 C9 121.3(4) . . ?
 C9 C10 C11 118.5(4) . . ?
 C7 C8 C9 119.2(4) . . ?
 C7 C8 H8 120.4 . . ?
 C9 C8 H8 120.4 . . ?

_olex2_submission_special_instructions  'No special instructions were received'
