#------------------------------------------------------------------------------
#$Date: 2021-02-05 01:20:51 +0200 (Fri, 05 Feb 2021) $
#$Revision: 261701 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/60/7706043.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_7706043
loop_
_publ_author_name
'Schrage, Briana R.'
'Frisinger, Baylee R.'
'Schmidtke Sobeck, Sarah J.'
'Ziegler, Christopher J.'
_publ_section_title
;
 Lipophilic Re(CO)₃pyca complexes for Mid-IR imaging
 applications.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1069
_journal_page_last               1075
_journal_paper_doi               10.1039/d0dt03743e
_journal_volume                  50
_journal_year                    2021
_chemical_formula_sum            'C14 H16 Cl N2 O3 Re'
_chemical_formula_weight         481.94
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2020-10-22 deposited with the CCDC.	2020-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.96(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.987(15)
_cell_length_b                   9.232(11)
_cell_length_c                   13.131(16)
_cell_measurement_reflns_used    8506
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.46
_cell_measurement_theta_min      2.72
_cell_volume                     1572(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14201
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.398
_diffrn_reflns_theta_min         1.570
_exptl_absorpt_coefficient_mu    7.909
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.036
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.387
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.102
_refine_diff_density_max         2.252
_refine_diff_density_min         -1.699
_refine_diff_density_rms         0.199
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0322
_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)+(0.0402P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0752
_refine_ls_wR_factor_ref         0.0797
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3177
_reflns_number_total             3877
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03743e2.cif
_cod_data_source_block           1a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7706043--7706049.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7706043
_shelx_shelxl_version_number     2016/6
_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   0.150
_shelx_estimated_absorpt_t_max   0.499
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'
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
C1 C 0.6941(4) 1.0407(5) 0.5561(3) 0.0187(10) Uani 1 1 d . . . . .
C2 C 0.7873(4) 0.8573(5) 0.6858(4) 0.0209(11) Uani 1 1 d . . . . .
C3 C 0.8435(4) 0.8612(5) 0.4896(4) 0.0218(11) Uani 1 1 d . . . . .
C4 C 0.4962(4) 0.8650(5) 0.6411(3) 0.0182(10) Uani 1 1 d . . . . .
H4 H 0.508334 0.964088 0.637450 0.022 Uiso 1 1 calc R U . . .
C5 C 0.4021(4) 0.8170(5) 0.6744(4) 0.0232(11) Uani 1 1 d . . . . .
H5 H 0.352702 0.883034 0.693789 0.028 Uiso 1 1 calc R U . . .
C6 C 0.3828(4) 0.6679(5) 0.6784(4) 0.0208(11) Uani 1 1 d . . . . .
H6 H 0.320418 0.633512 0.700480 0.025 Uiso 1 1 calc R U . . .
C7 C 0.4581(4) 0.5725(5) 0.6490(3) 0.0188(10) Uani 1 1 d . . . . .
H7 H 0.447043 0.472960 0.649751 0.023 Uiso 1 1 calc R U . . .
C8 C 0.5500(4) 0.6290(5) 0.6184(3) 0.0177(10) Uani 1 1 d . . . . .
C9 C 0.6341(4) 0.5367(5) 0.5877(3) 0.0182(10) Uani 1 1 d . . . . .
H9 H 0.627938 0.436380 0.588774 0.022 Uiso 1 1 calc R U . . .
C10 C 0.8018(4) 0.5048(5) 0.5268(3) 0.0199(10) Uani 1 1 d . . . . .
H10A H 0.818311 0.530059 0.457827 0.024 Uiso 1 1 calc R U . . .
H10B H 0.780211 0.404211 0.526982 0.024 Uiso 1 1 calc R U . . .
C11 C 0.8973(4) 0.5236(6) 0.5981(4) 0.0259(11) Uani 1 1 d . . . . .
H11A H 0.918269 0.624386 0.595574 0.031 Uiso 1 1 calc R U . . .
H11B H 0.952508 0.466427 0.571450 0.031 Uiso 1 1 calc R U . . .
C12 C 0.8878(4) 0.4819(6) 0.7113(4) 0.0271(12) Uani 1 1 d . . . . .
H12A H 0.947379 0.519027 0.750627 0.033 Uiso 1 1 calc R U . . .
H12B H 0.827047 0.528184 0.736335 0.033 Uiso 1 1 calc R U . . .
C13 C 0.8804(5) 0.3217(6) 0.7285(4) 0.0299(13) Uani 1 1 d . . . . .
H13A H 0.936900 0.273985 0.696372 0.036 Uiso 1 1 calc R U . . .
H13B H 0.816481 0.286268 0.696133 0.036 Uiso 1 1 calc R U . . .
C14 C 0.8842(4) 0.2810(6) 0.8444(4) 0.0290(12) Uani 1 1 d . . . . .
H14A H 0.943456 0.324999 0.878352 0.043 Uiso 1 1 calc R U . . .
H14B H 0.888497 0.177638 0.851625 0.043 Uiso 1 1 calc R U . . .
H14C H 0.822798 0.315287 0.874281 0.043 Uiso 1 1 calc R U . . .
Cl1 Cl 0.62392(10) 0.79794(13) 0.38303(9) 0.0208(3) Uani 1 1 d . . . . .
N1 N 0.5697(3) 0.7734(4) 0.6142(3) 0.0172(8) Uani 1 1 d . . . . .
N2 N 0.7169(3) 0.5975(4) 0.5592(3) 0.0151(8) Uani 1 1 d . . . . .
O1 O 0.6794(3) 1.1645(4) 0.5607(3) 0.0251(8) Uani 1 1 d . . . . .
O2 O 0.9216(3) 0.8734(4) 0.4515(3) 0.0301(9) Uani 1 1 d . . . . .
O3 O 0.8338(3) 0.8774(4) 0.7630(3) 0.0294(9) Uani 1 1 d . . . . .
Re1 Re 0.71593(2) 0.83393(2) 0.55425(2) 0.01560(8) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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
O1 C1 Re1 177.5(4) . . ?
O3 C2 Re1 176.2(4) . . ?
O2 C3 Re1 177.9(4) . . ?
N1 C4 C5 122.2(5) . . ?
N1 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C6 119.1(5) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C7 C6 C5 118.9(5) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C8 C7 C6 118.3(5) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
N1 C8 C7 123.3(5) . . ?
N1 C8 C9 114.7(4) . . ?
C7 C8 C9 122.0(4) . . ?
N2 C9 C8 118.4(4) . . ?
N2 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
N2 C10 C11 110.7(4) . . ?
N2 C10 H10A 109.5 . . ?
C11 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C10 C11 C12 117.3(5) . . ?
C10 C11 H11A 108.0 . . ?
C12 C11 H11A 108.0 . . ?
C10 C11 H11B 108.0 . . ?
C12 C11 H11B 108.0 . . ?
H11A C11 H11B 107.2 . . ?
C13 C12 C11 113.5(4) . . ?
C13 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C12 C13 C14 112.6(5) . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 N1 C8 118.1(4) . . ?
C4 N1 Re1 125.8(3) . . ?
C8 N1 Re1 115.9(3) . . ?
C9 N2 C10 118.7(4) . . ?
C9 N2 Re1 116.2(3) . . ?
C10 N2 Re1 125.0(3) . . ?
C3 Re1 C2 89.7(2) . . ?
C3 Re1 C1 90.4(2) . . ?
C2 Re1 C1 86.69(19) . . ?
C3 Re1 N1 171.43(17) . . ?
C2 Re1 N1 95.3(2) . . ?
C1 Re1 N1 96.78(18) . . ?
C3 Re1 N2 98.09(17) . . ?
C2 Re1 N2 94.80(16) . . ?
C1 Re1 N2 171.39(18) . . ?
N1 Re1 N2 74.65(15) . . ?
C3 Re1 Cl1 90.18(17) . . ?
C2 Re1 Cl1 178.80(14) . . ?
C1 Re1 Cl1 94.50(13) . . ?
N1 Re1 Cl1 84.61(13) . . ?
N2 Re1 Cl1 84.03(9) . . ?
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
C1 O1 1.161(6) . ?
C1 Re1 1.930(6) . ?
C2 O3 1.167(6) . ?
C2 Re1 1.930(6) . ?
C3 O2 1.159(7) . ?
C3 Re1 1.917(6) . ?
C4 N1 1.336(6) . ?
C4 C5 1.391(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.387(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.381(7) . ?
C7 H7 0.9300 . ?
C8 N1 1.359(6) . ?
C8 C9 1.458(7) . ?
C9 N2 1.286(6) . ?
C9 H9 0.9300 . ?
C10 N2 1.476(6) . ?
C10 C11 1.526(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.546(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.500(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.567(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
Cl1 Re1 2.513(3) . ?
N1 Re1 2.166(5) . ?
N2 Re1 2.184(5) . ?
