#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:06:34 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178549 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/56/4065644.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_4065644
loop_
_publ_author_name
'Nguyen, Minh-Hai'
'Yip, John H. K.'
_publ_section_title
;
 Gold(I) and Platinum(II) Tetracenes and Tetracenyldiacetylides:
 Structural and Fluorescence Color Changes Induced by σ-Metalation
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              2422
_journal_paper_doi               10.1021/om100046h
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C30 H41 Br P2 Pt'
_chemical_formula_weight         738.57
_chemical_name_common            2
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                73.448(2)
_cell_angle_beta                 87.757(2)
_cell_angle_gamma                80.250(2)
_cell_formula_units_Z            2
_cell_length_a                   8.8662(8)
_cell_length_b                   10.2157(10)
_cell_length_c                   17.3034(17)
_cell_measurement_reflns_used    3051
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.34
_cell_measurement_theta_min      2.46
_cell_volume                     1480.5(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0632
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            10368
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.23
_exptl_absorpt_coefficient_mu    6.213
_exptl_absorpt_correction_T_max  0.5754
_exptl_absorpt_correction_T_min  0.2950
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.577
_refine_diff_density_min         -1.030
_refine_diff_density_rms         0.160
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6730
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0500
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0736P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1301
_reflns_number_gt                5449
_reflns_number_total             6730
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om100046h_si_002.cif
_cod_data_source_block           8727
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4065644
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Pt1 Pt 0.80746(3) 0.81386(2) 0.739778(15) 0.04094(11) Uani 1 1 d .
Br1 Br 0.54997(9) 0.94338(9) 0.75865(5) 0.0610(2) Uani 1 1 d .
P1 P 0.9096(2) 0.97727(19) 0.78528(12) 0.0484(4) Uani 1 1 d .
P2 P 1.0244(2) 0.67936(19) 0.72124(13) 0.0525(5) Uani 1 1 d .
C1 C 0.6837(8) 0.6891(7) 0.7018(4) 0.0438(15) Uani 1 1 d .
C2 C 0.6406(9) 0.7193(7) 0.6205(4) 0.0507(17) Uani 1 1 d .
C3 C 0.6789(11) 0.8380(9) 0.5607(5) 0.072(2) Uani 1 1 d .
H3 H 0.7357 0.8954 0.5759 0.086 Uiso 1 1 calc R
C4 C 0.6342(12) 0.8696(10) 0.4811(6) 0.080(3) Uani 1 1 d .
H4 H 0.6618 0.9469 0.4437 0.096 Uiso 1 1 calc R
C5 C 0.5475(14) 0.7861(11) 0.4563(5) 0.088(3) Uani 1 1 d .
H5 H 0.5184 0.8080 0.4025 0.106 Uiso 1 1 calc R
C6 C 0.5053(12) 0.6729(10) 0.5104(5) 0.072(2) Uani 1 1 d .
H6 H 0.4441 0.6205 0.4936 0.087 Uiso 1 1 calc R
C7 C 0.5548(9) 0.6334(8) 0.5940(4) 0.0530(18) Uani 1 1 d .
C8 C 0.5185(10) 0.5163(8) 0.6477(5) 0.058(2) Uani 1 1 d .
H8 H 0.4680 0.4582 0.6292 0.069 Uiso 1 1 calc R
C9 C 0.5555(8) 0.4811(7) 0.7308(4) 0.0457(16) Uani 1 1 d .
C10 C 0.5123(8) 0.3651(7) 0.7874(4) 0.0482(16) Uani 1 1 d .
H10 H 0.4605 0.3071 0.7696 0.058 Uiso 1 1 calc R
C11 C 0.5442(8) 0.3350(7) 0.8678(4) 0.0467(16) Uani 1 1 d .
C12 C 0.4984(9) 0.2170(8) 0.9280(5) 0.061(2) Uani 1 1 d .
H12 H 0.4474 0.1570 0.9115 0.073 Uiso 1 1 calc R
C13 C 0.5277(10) 0.1935(9) 1.0051(5) 0.068(2) Uani 1 1 d .
H13 H 0.4993 0.1161 1.0420 0.081 Uiso 1 1 calc R
C14 C 0.6008(10) 0.2830(9) 1.0322(5) 0.069(2) Uani 1 1 d .
H14 H 0.6172 0.2651 1.0873 0.083 Uiso 1 1 calc R
C15 C 0.6481(10) 0.3938(9) 0.9815(5) 0.066(2) Uani 1 1 d .
H15 H 0.6994 0.4503 1.0010 0.079 Uiso 1 1 calc R
C16 C 0.6186(9) 0.4242(8) 0.8967(4) 0.0521(17) Uani 1 1 d .
C17 C 0.6645(9) 0.5384(8) 0.8410(4) 0.0540(19) Uani 1 1 d .
H17 H 0.7155 0.5955 0.8600 0.065 Uiso 1 1 calc R
C18 C 0.6381(8) 0.5711(7) 0.7590(4) 0.0471(16) Uani 1 1 d .
C19 C 0.8321(10) 1.1543(8) 0.7302(6) 0.071(2) Uani 1 1 d .
H19A H 0.7223 1.1700 0.7381 0.085 Uiso 1 1 calc R
H19B H 0.8756 1.2171 0.7524 0.085 Uiso 1 1 calc R
C20 C 0.8637(14) 1.1876(10) 0.6413(7) 0.100(4) Uani 1 1 d .
H20A H 0.9720 1.1690 0.6330 0.150 Uiso 1 1 calc R
H20B H 0.8258 1.2836 0.6161 0.150 Uiso 1 1 calc R
H20C H 0.8135 1.1314 0.6180 0.150 Uiso 1 1 calc R
C21 C 1.1154(9) 0.9790(9) 0.7907(6) 0.064(2) Uani 1 1 d .
H21A H 1.1643 0.8866 0.8198 0.077 Uiso 1 1 calc R
H21B H 1.1546 0.9982 0.7362 0.077 Uiso 1 1 calc R
C22 C 1.1652(11) 1.0804(12) 0.8298(8) 0.102(4) Uani 1 1 d .
H22A H 1.1559 1.1703 0.7914 0.153 Uiso 1 1 calc R
H22B H 1.2698 1.0494 0.8474 0.153 Uiso 1 1 calc R
H22C H 1.1014 1.0858 0.8753 0.153 Uiso 1 1 calc R
C23 C 0.8480(10) 0.9723(9) 0.8873(5) 0.068(2) Uani 1 1 d .
H23A H 0.8860 1.0455 0.9022 0.081 Uiso 1 1 calc R
H23B H 0.7371 0.9928 0.8873 0.081 Uiso 1 1 calc R
C24 C 0.8972(15) 0.8411(12) 0.9497(6) 0.103(4) Uani 1 1 d .
H24A H 0.8490 0.7698 0.9399 0.155 Uiso 1 1 calc R
H24B H 0.8683 0.8522 1.0018 0.155 Uiso 1 1 calc R
H24C H 1.0063 0.8157 0.9480 0.155 Uiso 1 1 calc R
C25 C 1.1623(10) 0.7668(9) 0.6555(6) 0.075(3) Uani 1 1 d .
H25A H 1.2008 0.8272 0.6814 0.089 Uiso 1 1 calc R
H25B H 1.2479 0.6980 0.6490 0.089 Uiso 1 1 calc R
C26 C 1.1030(13) 0.8497(14) 0.5750(7) 0.130(6) Uani 1 1 d .
H26A H 1.0459 0.7965 0.5530 0.194 Uiso 1 1 calc R
H26B H 1.1870 0.8742 0.5402 0.194 Uiso 1 1 calc R
H26C H 1.0376 0.9323 0.5793 0.194 Uiso 1 1 calc R
C27 C 1.0004(13) 0.5374(10) 0.6822(8) 0.101(4) Uani 1 1 d D
H27A H 0.9595 0.4699 0.7258 0.121 Uiso 1 1 calc R
H27B H 0.9211 0.5734 0.6409 0.121 Uiso 1 1 calc R
C28 C 1.1216(19) 0.4643(17) 0.6495(12) 0.212(12) Uani 1 1 d D
H28A H 1.1419 0.5184 0.5960 0.319 Uiso 1 1 calc R
H28B H 1.0948 0.3783 0.6472 0.319 Uiso 1 1 calc R
H28C H 1.2112 0.4461 0.6827 0.319 Uiso 1 1 calc R
C29 C 1.1406(10) 0.5927(9) 0.8149(6) 0.077(3) Uani 1 1 d .
H29A H 1.2407 0.5540 0.7993 0.093 Uiso 1 1 calc R
H29B H 1.1552 0.6632 0.8401 0.093 Uiso 1 1 calc R
C30 C 1.0803(15) 0.4818(12) 0.8763(7) 0.111(4) Uani 1 1 d .
H30A H 0.9839 0.5190 0.8953 0.167 Uiso 1 1 calc R
H30B H 1.1515 0.4444 0.9206 0.167 Uiso 1 1 calc R
H30C H 1.0662 0.4099 0.8530 0.167 Uiso 1 1 calc R
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pt Pt -1.7033 8.3905 '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
C1 Pt1 P2 89.63(19)
C1 Pt1 P1 170.70(19)
P2 Pt1 P1 99.67(7)
C1 Pt1 Br1 84.10(19)
P2 Pt1 Br1 173.60(6)
P1 Pt1 Br1 86.60(5)
C23 P1 C19 101.6(4)
C23 P1 C21 102.4(4)
C19 P1 C21 103.6(4)
C23 P1 Pt1 110.8(3)
C19 P1 Pt1 112.4(3)
C21 P1 Pt1 123.5(3)
C25 P2 C27 105.0(5)
C25 P2 C29 101.5(5)
C27 P2 C29 103.5(5)
C25 P2 Pt1 115.8(3)
C27 P2 Pt1 115.2(4)
C29 P2 Pt1 114.2(3)
C2 C1 C18 119.0(7)
C2 C1 Pt1 121.1(5)
C18 C1 Pt1 120.0(5)
C1 C2 C7 121.3(7)
C1 C2 C3 121.8(7)
C7 C2 C3 116.9(7)
C4 C3 C2 122.0(9)
C3 C4 C5 120.4(9)
C6 C5 C4 120.6(8)
C5 C6 C7 120.6(9)
C8 C7 C2 119.7(7)
C8 C7 C6 120.9(8)
C2 C7 C6 119.4(7)
C7 C8 C9 121.9(7)
C10 C9 C8 122.6(7)
C10 C9 C18 118.7(6)
C8 C9 C18 118.6(6)
C11 C10 C9 122.0(7)
C10 C11 C16 120.1(6)
C10 C11 C12 123.2(7)
C16 C11 C12 116.7(7)
C13 C12 C11 121.4(8)
C12 C13 C14 120.9(8)
C15 C14 C13 122.1(8)
C14 C15 C16 119.1(8)
C17 C16 C11 118.4(7)
C17 C16 C15 121.8(7)
C11 C16 C15 119.8(7)
C18 C17 C16 123.5(7)
C17 C18 C1 123.5(7)
C17 C18 C9 117.2(6)
C1 C18 C9 119.3(6)
C20 C19 P1 113.3(7)
C22 C21 P1 117.6(6)
C24 C23 P1 116.0(7)
C26 C25 P2 115.0(7)
C28 C27 P2 122.3(9)
C30 C29 P2 117.7(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pt1 C1 2.066(7)
Pt1 P2 2.2354(19)
Pt1 P1 2.355(2)
Pt1 Br1 2.4968(8)
P1 C23 1.817(8)
P1 C19 1.817(8)
P1 C21 1.833(8)
P2 C25 1.808(8)
P2 C27 1.811(9)
P2 C29 1.864(9)
C1 C2 1.405(10)
C1 C18 1.431(9)
C2 C7 1.430(11)
C2 C3 1.434(11)
C3 C4 1.379(12)
C4 C5 1.400(14)
C5 C6 1.362(13)
C6 C7 1.450(11)
C7 C8 1.368(11)
C8 C9 1.416(10)
C9 C10 1.404(10)
C9 C18 1.460(10)
C10 C11 1.367(10)
C11 C16 1.416(10)
C11 C12 1.456(10)
C12 C13 1.314(12)
C13 C14 1.395(13)
C14 C15 1.339(11)
C15 C16 1.435(10)
C16 C17 1.395(10)
C17 C18 1.382(9)
C19 C20 1.504(14)
C21 C22 1.518(12)
C23 C24 1.472(14)
C25 C26 1.471(15)
C27 C28 1.398(13)
C29 C30 1.474(14)
